#------------------------------------------------------------------------------ #$Date: 2024-12-11 01:36:52 +0200 (Wed, 11 Dec 2024) $ #$Revision: 296832 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/96/7249682.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7249682 loop_ _publ_author_name 'Shi, Linlin' 'Guo, Zhiqiang' 'Luo, Xiaofang' 'Hou, Lingli' 'Wu, Hongchang' 'De, Ruiyu' 'Huang, Xin' 'Wang, Ting' 'Hao, Hongxun' 'Wang, Na' 'Zhou, Lina' _publ_section_title ; Chiral resolution of dl-leucine via salifying tartaric acid derivatives ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D4CE01043D _journal_year 2025 _chemical_absolute_configuration ad _chemical_formula_moiety 'C6 H14 N O2, C20 H17 O8, 0.357(C H4 O), 0.75(H2 O)' _chemical_formula_sum 'C26.36 H33.93 N O11.11' _chemical_formula_weight 542.48 _chemical_name_systematic 'L-leucinium D-di-p-toluoyltartrate methanol solvate hydrate' _space_group_crystal_system monoclinic _space_group_IT_number 5 _space_group_name_Hall 'I 2y' _space_group_name_H-M_alt 'I 1 2 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2024-05-17 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2024-09-27 deposited with the CCDC. 2024-12-10 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 106.200(2) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 15.8758(3) _cell_length_b 13.8581(3) _cell_length_c 27.1887(6) _cell_measurement_reflns_used 15578 _cell_measurement_temperature 138.15 _cell_measurement_theta_max 77.4360 _cell_measurement_theta_min 2.9180 _cell_volume 5744.2(2) _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 138.15 _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.959 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -83.00 41.00 0.50 0.50 -- -48.80 72.00 30.00 248 2 \w -138.00 -17.00 0.50 0.50 -- -48.80 -45.00 -80.75 242 3 \w -79.00 41.00 0.50 0.50 -- -48.80 57.00 -30.00 240 4 \w -199.00 -78.00 0.50 2.50 -- -110.00 -42.00 -68.10 242 5 \w -199.00 -80.00 0.50 2.50 -- -110.00 -50.00-140.79 238 6 \w -144.00 -21.00 0.50 2.50 -- -110.00 72.00-120.00 246 7 \w -199.00 -79.00 0.50 2.50 -- -110.00 -44.00 -41.20 240 8 \w -144.00 -21.00 0.50 2.50 -- -110.00 72.00 -90.00 246 9 \w -81.00 -36.00 0.50 2.50 -- -110.00 72.00 30.00 90 10 \w -106.00 -62.00 0.50 2.50 -- -110.00 72.00-150.00 88 11 \w -129.00 -43.00 0.50 2.50 -- -110.00 72.00 150.00 172 12 \w -159.00-114.00 0.50 2.50 -- -110.00 -64.00 -84.32 90 13 \w -108.00 -82.00 0.50 2.50 -- -110.00 -64.00 -84.32 52 14 \w -142.00 -25.00 0.50 2.50 -- -110.00 72.00-180.00 234 15 \w -93.00 -52.00 0.50 2.50 -- -110.00 72.00 -60.00 82 16 \w -58.00 -21.00 0.50 2.50 -- -110.00 57.00-120.00 74 17 \w -114.00 -87.00 0.50 2.50 -- -110.00 72.00 120.00 54 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB AFC12 (RCD3): Kappa single' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0459934000 _diffrn_orient_matrix_UB_12 0.0974022000 _diffrn_orient_matrix_UB_13 0.0013555000 _diffrn_orient_matrix_UB_21 -0.0814738000 _diffrn_orient_matrix_UB_22 -0.0533031000 _diffrn_orient_matrix_UB_23 0.0062486000 _diffrn_orient_matrix_UB_31 0.0381015000 _diffrn_orient_matrix_UB_32 0.0035847000 _diffrn_orient_matrix_UB_33 0.0587170000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_unetI/netI 0.0339 _diffrn_reflns_Laue_measured_fraction_full 0.983 _diffrn_reflns_Laue_measured_fraction_max 0.959 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 27976 _diffrn_reflns_point_group_measured_fraction_full 0.925 _diffrn_reflns_point_group_measured_fraction_max 0.878 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 79.104 _diffrn_reflns_theta_min 2.920 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_type 'Rigaku (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.827 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.69226 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.255 _exptl_crystal_description prism _exptl_crystal_F_000 2303 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _refine_diff_density_max 0.509 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.065 _refine_ls_abs_structure_details ; Flack x determined using 3944 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.11(7) _refine_ls_extinction_coef 0.00050(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2019/2 (Sheldrick 2019)' _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 781 _refine_ls_number_reflns 10936 _refine_ls_number_restraints 52 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0659 _refine_ls_R_factor_gt 0.0618 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1234P)^2^+2.2650P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1778 _refine_ls_wR_factor_ref 0.1832 _reflns_Friedel_coverage 0.756 _reflns_Friedel_fraction_full 0.861 _reflns_Friedel_fraction_max 0.790 _reflns_number_gt 9977 _reflns_number_total 10936 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4ce01043d2.cif _cod_data_source_block p20240514d _cod_database_code 7249682 _shelx_shelxl_version_number 2019/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.900 _shelx_estimated_absorpt_t_min 0.814 _reflns_odcompleteness_completeness 97.60 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 74.33 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H,H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups, All O(H,H) groups 2. Restrained distances C12-C10 = C12A-C10 1.54 with sigma of 0.01 C4A-C6A = C4A-C5A = C3A-C4A = C2A-C3A 1.54 with sigma of 0.01 C3A-C6A = C3A-C5A = C6A-C5A 2.52 with sigma of 0.01 C53-O21 1.45 with sigma of 0.01 O1A-C1A = O2A-C1A 1.24 with sigma of 0.01 C1-C2 = C1A-C2A 1.5 with sigma of 0.01 C12-C11 \\sim C12A-C11 \\sim C9-C11 \\sim C9-C12 \\sim C9-C12A with sigma of 0.01 O1-C2 \\sim O2-C2 \\sim O1A-C2A \\sim O2A-C2A with sigma of 0.01 N1-C2 \\sim N1A-C2A with sigma of 0.01 3. Restrained planarity O1, O2, C1, C2 with sigma of 0.01 O1A, O2A, C1A, C2A with sigma of 0.01 4. Uiso/Uaniso restraints and constraints C12 \\sim C12A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A Uanis(C12) \\sim Ueq, Uanis(C12A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 Uanis(O1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2 Uanis(C6A) = Uanis(C6) Uanis(C5A) = Uanis(C5) Uanis(O1) = Uanis(C1A) Uanis(O2A) = Uanis(O1) = Uanis(C1A) Uanis(N1A) = Uanis(N1) 5. Others Sof(H10A)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1) Sof(H10)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1) Sof(O21)=Sof(H21)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(H53C)=FVAR(2) Fixed Sof: O1(0.7) H1(0.7) O2(0.7) N1(0.7) H1A(0.7) H1B(0.7) H1C(0.7) C1(0.7) C2(0.7) H2(0.7) C3(0.7) H3A(0.7) H3B(0.7) C4(0.7) H4(0.7) C5(0.7) H5A(0.7) H5B(0.7) H5C(0.7) C6(0.7) H6A(0.7) H6B(0.7) H6C(0.7) O1A(0.3) H1AA(0.3) O2A(0.3) N1A(0.3) H1AB(0.3) H1AC(0.3) H1AD(0.3) C1A(0.3) C2A(0.3) H2AA(0.3) C3A(0.3) H3AA(0.3) H3AB(0.3) C4A(0.3) H4A(0.3) C5A(0.3) H5AA(0.3) H5AB(0.3) H5AC(0.3) C6A(0.3) H6AA(0.3) H6AB(0.3) H6AC(0.3) H23A(0.5) H23B(0.5) 6.a Riding coordinates: O22(H22A,H22B), O1(H1), O1A(H1AA), O23(H23A,H23B) 6.b Ternary CH refined with riding coordinates: C8(H8A), C10(H10), C10(H10A), C14(H14), C15(H15), C34(H34), C35(H35), C2(H2), C4(H4), C2A(H2AA), C4A(H4A) 6.c Secondary CH2 refined with riding coordinates: C9(H9A,H9B), C3(H3A,H3B), C3A(H3AA,H3AB) 6.d Me refined with riding coordinates: C6A(H6AA,H6AB,H6AC) 6.e Aromatic/amide H refined with riding coordinates: C19(H19), C20(H20), C22(H22), C23(H23), C27(H27), C28(H28), C30(H30), C31(H31), C39(H39), C40(H40), C42(H42), C43(H43), C47(H47), C48(H48), C50(H50), C51(H51) 6.f Idealised Me refined as rotating group: N2(H2A,H2B,H2C), C11(H11A,H11B,H11C), C24(H24A,H24B,H24C), C32(H32A,H32B, H32C), C44(H44A,H44B,H44C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), N1(H1A, H1B,H1C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C12(H12A,H12B,H12C), N1A(H1AB,H1AC, H1AD), C5A(H5AA,H5AB,H5AC), C12A(H12D,H12E,H12F) 6.g Idealised tetrahedral OH refined as rotating group: O3(H3), O8(H8), O13(H13), O21(H21) ; _shelx_res_file ; TITL p20240514d_a.res in I2 p20240514d.res created by SHELXL-2019/3 at 10:04:00 on 17-May-2024 REM Old TITL p20240514d in I2 REM SHELXT solution in I2: R1 0.161, Rweak 0.036, Alpha 0.005 REM 0.000 for 0 systematic absences, Orientation as input REM Flack x = 0.126 ( 0.052 ) from 4026 Parsons' quotients REM Formula found by SHELXT: C98 N11 O42 CELL 1.54184 15.8758 13.8581 27.1887 90 106.2 90 ZERR 8 0.0003 0.0003 0.0006 0 0.002 0 LATT -2 SYMM -X,+Y,-Z SFAC C H N O UNIT 210.86 271.43 8 88.86 DFIX 1.54 0.01 C12 C10 C12A C10 DFIX 1.54 0.01 C4A C6A C4A C5A C3A C4A C2A C3A SADI 0.01 C12 C11 C12A C11 C9 C11 C9 C12 C9 C12A ISOR 0.01 0.02 C12 C12A SIMU 0.01 0.02 2 C12 C12A DFIX 2.52 0.01 C3A C6A C3A C5A C6A C5A SADI 0.01 O1 C2 O2 C2 O1A C2A O2A C2A EADP C6A C6 DFIX 1.45 0.01 C53 O21 FLAT 0.01 O1 O2 C1 C2 FLAT 0.01 O1A O2A C1A C2A DFIX 1.24 0.01 O1A C1A O2A C1A EADP C5A C5 EADP O1 C1A EADP O2A O1 C1A SADI 0.01 N1 C2 N1A C2A DFIX 1.5 0.01 C1 C2 C1A C2A ISOR 0.01 0.2 O1A EADP N1A N1 L.S. 24 0 0 PLAN 99 SIZE 0.13 0.15 0.26 TEMP -135 CONF BOND list 4 MORE -1 BOND $H fmap 2 53 acta OMIT -2 0 8 REM REM REM WGHT 0.123400 2.265000 EXTI 0.000502 FVAR 0.20713 0.65839 0.71425 O3 4 0.789755 0.845160 0.583084 11.00000 0.15943 0.08182 = 0.07208 -0.02540 0.03276 -0.03975 AFIX 147 H3 2 0.793657 0.901972 0.573174 11.00000 -1.50000 AFIX 0 O4 4 0.663281 0.797187 0.533002 11.00000 0.09144 0.13338 = 0.13338 -0.06970 0.04044 0.01508 O5 4 1.276942 0.441205 0.409856 11.00000 0.03590 0.06246 = 0.05126 -0.00118 0.01129 -0.00226 O6 4 1.354474 0.562717 0.455137 11.00000 0.04276 0.08885 = 0.06541 -0.02917 0.02144 -0.00232 O7 4 1.608952 0.395363 0.455051 11.00000 0.05569 0.08767 = 0.06090 0.03090 0.02479 0.02764 O8 4 1.636728 0.510523 0.404035 11.00000 0.03772 0.06391 = 0.05805 0.00040 0.02012 0.00282 AFIX 147 H8 2 1.688905 0.491609 0.414899 11.00000 -1.50000 AFIX 0 O9 4 1.413781 0.392200 0.375143 11.00000 0.04351 0.05215 = 0.03239 -0.00227 0.01249 -0.00325 O10 4 1.379513 0.256160 0.411389 11.00000 0.06399 0.05795 = 0.04863 0.00732 0.01934 -0.00203 O11 4 1.473244 0.575735 0.380460 11.00000 0.03892 0.05329 = 0.03458 0.00632 0.00725 0.00071 O12 4 1.555353 0.699404 0.422904 11.00000 0.05471 0.05642 = 0.04673 -0.00267 0.00212 -0.00238 O13 4 1.137576 0.513578 0.412921 11.00000 0.03807 0.06063 = 0.05108 0.00835 0.01749 0.00447 AFIX 147 H13 2 1.186695 0.487103 0.417204 11.00000 -1.50000 AFIX 0 O14 4 1.108383 0.383155 0.454273 11.00000 0.04087 0.06527 = 0.05080 0.00884 0.01424 0.00378 O15 4 0.848256 0.544606 0.457489 11.00000 0.04061 0.06860 = 0.05516 -0.01719 0.01711 -0.00123 O16 4 0.774323 0.431639 0.404462 11.00000 0.03421 0.07575 = 0.06230 -0.01972 0.01159 -0.00077 O17 4 0.966371 0.546651 0.375623 11.00000 0.03959 0.05996 = 0.03350 0.00581 0.00786 0.00000 O18 4 1.008631 0.691763 0.410932 11.00000 0.07315 0.06061 = 0.05589 -0.00356 0.00872 -0.00077 O19 4 0.915998 0.362711 0.384893 11.00000 0.03966 0.05791 = 0.03992 -0.00729 0.01317 -0.00150 O20 4 0.873515 0.245142 0.430081 11.00000 0.08589 0.06661 = 0.05568 0.00904 0.01517 -0.01218 O21 4 0.711987 0.956720 0.625943 31.00000 0.20457 0.07849 = 0.08386 -0.02490 0.05212 0.01857 AFIX 147 H21 2 0.687069 0.996655 0.603311 31.00000 -1.50000 AFIX 0 O22 4 1.486875 0.043982 0.431035 11.00000 0.09732 0.15484 = 0.20630 -0.00171 0.02338 -0.00181 AFIX 3 H22A 2 1.490245 -0.015858 0.438225 11.00000 -1.50000 H22B 2 1.452905 0.066792 0.447375 11.00000 -1.50000 AFIX 0 N2 3 0.732217 0.658491 0.488493 11.00000 0.04089 0.05641 = 0.03649 -0.00266 0.01341 -0.00298 AFIX 137 H2A 2 0.688123 0.688029 0.464510 11.00000 -1.20000 H2B 2 0.709174 0.622869 0.509712 11.00000 -1.20000 H2C 2 0.762512 0.619169 0.472693 11.00000 -1.20000 AFIX 0 C7 1 0.741323 0.794469 0.545385 11.00000 0.09160 0.06508 = 0.06322 -0.01626 0.02461 -0.00737 C8 1 0.792190 0.732402 0.518713 11.00000 0.05570 0.06571 = 0.04343 -0.00014 0.01305 -0.00987 AFIX 13 H8A 2 0.836603 0.696986 0.546116 11.00000 -1.20000 AFIX 0 C9 1 0.842898 0.784647 0.486605 11.00000 0.07306 0.07277 = 0.08174 0.00614 0.03097 -0.00969 AFIX 23 H9A 2 0.880271 0.834037 0.508598 11.00000 -1.20000 H9B 2 0.882630 0.737272 0.477379 11.00000 -1.20000 AFIX 0 C10 1 0.791536 0.833392 0.438258 11.00000 0.14289 0.08161 = 0.08707 0.01612 0.06147 0.00019 PART 1 AFIX 13 H10 2 0.758150 0.782666 0.414547 21.00000 -1.20000 AFIX 13 PART 2 H10A 2 0.837513 0.873666 0.429415 -21.00000 0.05215 AFIX 0 PART 0 C11 1 0.729765 0.905668 0.444631 11.00000 0.16055 0.18915 = 0.15331 0.01360 0.05236 0.04884 AFIX 137 H11A 2 0.680802 0.874191 0.453625 11.00000 -1.50000 H11B 2 0.707489 0.941543 0.412562 11.00000 -1.50000 H11C 2 0.759130 0.950269 0.472026 11.00000 -1.50000 AFIX 0 C13 1 1.347613 0.487173 0.429899 11.00000 0.03751 0.05999 = 0.03442 0.00166 0.01201 -0.00054 C14 1 1.431319 0.442288 0.423823 11.00000 0.03843 0.05728 = 0.02873 -0.00133 0.00867 -0.00120 AFIX 13 H14 2 1.453623 0.394585 0.452057 11.00000 -1.20000 AFIX 0 C15 1 1.502318 0.515521 0.425445 11.00000 0.03417 0.05633 = 0.03070 0.00413 0.00716 0.00336 AFIX 13 H15 2 1.509287 0.556899 0.456458 11.00000 -1.20000 AFIX 0 C16 1 1.590153 0.468221 0.428523 11.00000 0.03664 0.05949 = 0.03167 -0.00341 0.00851 0.00120 C17 1 1.384967 0.300047 0.373853 11.00000 0.04345 0.05245 = 0.04191 0.00368 0.01397 0.00049 C18 1 1.360079 0.261872 0.320936 11.00000 0.04472 0.05968 = 0.03982 -0.00475 0.01373 0.00028 C19 1 1.357973 0.318387 0.278605 11.00000 0.07154 0.07432 = 0.04380 -0.00412 0.01858 -0.01235 AFIX 43 H19 2 1.373862 0.384563 0.283135 11.00000 -1.20000 AFIX 0 C20 1 1.333143 0.279812 0.230082 11.00000 0.08501 0.08741 = 0.04020 -0.00908 0.01596 -0.01394 AFIX 43 H20 2 1.331603 0.319968 0.201525 11.00000 -1.20000 AFIX 0 C21 1 1.310174 0.182699 0.222077 11.00000 0.06139 0.08219 = 0.05560 -0.02099 0.01824 -0.00220 C22 1 1.312093 0.126514 0.264494 11.00000 0.07694 0.06784 = 0.06467 -0.01683 0.01629 -0.00070 AFIX 43 H22 2 1.296148 0.060355 0.259944 11.00000 -1.20000 AFIX 0 C23 1 1.336804 0.164988 0.313358 11.00000 0.07051 0.06046 = 0.05259 -0.00842 0.01406 0.00040 AFIX 43 H23 2 1.337908 0.125069 0.341937 11.00000 -1.20000 AFIX 0 C24 1 1.280579 0.141952 0.168695 11.00000 0.09322 0.10333 = 0.05796 -0.03078 0.01894 -0.00146 AFIX 137 H24A 2 1.227702 0.175921 0.149110 11.00000 -1.50000 H24B 2 1.267570 0.073101 0.170380 11.00000 -1.50000 H24C 2 1.327195 0.150304 0.151839 11.00000 -1.50000 AFIX 0 C25 1 1.508090 0.665368 0.383642 11.00000 0.03921 0.05054 = 0.04759 0.00033 0.00914 -0.00047 C26 1 1.479908 0.717577 0.334363 11.00000 0.04625 0.06024 = 0.04563 0.00843 0.00511 -0.00071 C27 1 1.507134 0.812713 0.332535 11.00000 0.10144 0.06894 = 0.07682 0.02369 -0.00599 -0.02300 AFIX 43 H27 2 1.542115 0.842855 0.362731 11.00000 -1.20000 AFIX 0 C28 1 1.483325 0.863806 0.286678 11.00000 0.10851 0.07956 = 0.08667 0.03636 -0.00684 -0.02366 AFIX 43 H28 2 1.503781 0.928013 0.285735 11.00000 -1.20000 AFIX 0 C29 1 1.430181 0.822565 0.242271 11.00000 0.05884 0.09111 = 0.06917 0.03834 0.01201 0.00262 C30 1 1.403242 0.729553 0.244863 11.00000 0.06526 0.09109 = 0.04849 0.01772 0.00427 -0.00840 AFIX 43 H30 2 1.367334 0.699850 0.214801 11.00000 -1.20000 AFIX 0 C31 1 1.426834 0.677236 0.290153 11.00000 0.05716 0.07290 = 0.04689 0.01177 0.00651 -0.00722 AFIX 43 H31 2 1.406229 0.612999 0.290719 11.00000 -1.20000 AFIX 0 C32 1 1.404877 0.880081 0.192755 11.00000 0.09365 0.10972 = 0.07825 0.04971 0.00805 -0.00108 AFIX 137 H32A 2 1.404198 0.949019 0.200668 11.00000 -1.50000 H32B 2 1.346457 0.860177 0.172138 11.00000 -1.50000 H32C 2 1.447651 0.868153 0.173513 11.00000 -1.50000 AFIX 0 C33 1 1.088026 0.459005 0.431414 11.00000 0.03606 0.05843 = 0.03148 -0.00047 0.00854 -0.00058 C34 1 0.996924 0.500761 0.424903 11.00000 0.03569 0.05572 = 0.03054 0.00310 0.00865 0.00026 AFIX 13 H34 2 1.000478 0.550369 0.452118 11.00000 -1.20000 AFIX 0 C35 1 0.929206 0.425525 0.428433 11.00000 0.03678 0.05560 = 0.03088 -0.00395 0.00951 0.00051 AFIX 13 H35 2 0.952921 0.386736 0.460315 11.00000 -1.20000 AFIX 0 C36 1 0.843706 0.472467 0.430529 11.00000 0.03719 0.05561 = 0.03454 -0.00026 0.01261 -0.00162 C37 1 0.980381 0.642719 0.373493 11.00000 0.04227 0.05825 = 0.05031 0.00614 0.01267 0.00359 C38 1 0.956829 0.677243 0.320156 11.00000 0.04538 0.06852 = 0.05283 0.01408 0.01603 0.00524 C39 1 0.960500 0.776438 0.311552 11.00000 0.08297 0.07158 = 0.07609 0.02046 0.02768 0.00481 AFIX 43 H39 2 0.977115 0.820029 0.339565 11.00000 -1.20000 AFIX 0 C40 1 0.939230 0.810971 0.260766 11.00000 0.09337 0.08364 = 0.09141 0.03971 0.03682 0.01601 AFIX 43 H40 2 0.941072 0.878422 0.254913 11.00000 -1.20000 AFIX 0 C41 1 0.916018 0.749744 0.219741 11.00000 0.05877 0.12164 = 0.06297 0.04240 0.02097 0.01822 C42 1 0.911943 0.651857 0.228479 11.00000 0.07125 0.11366 = 0.04771 0.02644 0.01106 0.00982 AFIX 43 H42 2 0.894799 0.608736 0.200282 11.00000 -1.20000 AFIX 0 C43 1 0.932819 0.615690 0.278438 11.00000 0.06623 0.08464 = 0.04700 0.01512 0.01096 0.00358 AFIX 43 H43 2 0.930508 0.548126 0.283828 11.00000 -1.20000 AFIX 0 C44 1 0.892264 0.789429 0.165298 11.00000 0.08445 0.17195 = 0.07366 0.06852 0.02240 0.03037 AFIX 137 H44A 2 0.828491 0.797014 0.152551 11.00000 -1.50000 H44B 2 0.912443 0.744545 0.143133 11.00000 -1.50000 H44C 2 0.920587 0.852238 0.165212 11.00000 -1.50000 AFIX 0 C45 1 0.882512 0.274257 0.389900 11.00000 0.04476 0.05517 = 0.05639 0.00082 0.01094 0.00061 C46 1 0.859444 0.220669 0.340672 11.00000 0.04527 0.06796 = 0.06123 -0.01610 0.01542 -0.00124 C47 1 0.832471 0.124563 0.341001 11.00000 0.07930 0.06812 = 0.07002 -0.01196 0.00691 -0.00462 AFIX 43 H47 2 0.828912 0.095799 0.372074 11.00000 -1.20000 AFIX 0 C48 1 0.811171 0.071850 0.296542 11.00000 0.08014 0.07898 = 0.09660 -0.02882 0.00737 -0.00730 AFIX 43 H48 2 0.793749 0.006440 0.297436 11.00000 -1.20000 AFIX 0 C49 1 0.814359 0.110713 0.251423 11.00000 0.06468 0.10412 = 0.08860 -0.04607 0.02259 -0.01072 C50 1 0.842417 0.206900 0.251037 11.00000 0.12015 0.12128 = 0.06956 -0.03820 0.04391 -0.03615 AFIX 43 H50 2 0.846434 0.234985 0.219898 11.00000 -1.20000 AFIX 0 C51 1 0.864154 0.260841 0.295417 11.00000 0.09266 0.09283 = 0.06498 -0.02576 0.03306 -0.02748 AFIX 43 H51 2 0.882430 0.325964 0.294641 11.00000 -1.20000 AFIX 0 C52 1 0.787958 0.053559 0.201589 11.00000 0.10058 0.14633 = 0.10859 -0.07751 0.03210 -0.02367 AFIX 137 H52A 2 0.839331 0.019742 0.196831 11.00000 -1.50000 H52B 2 0.764873 0.097744 0.172839 11.00000 -1.50000 H52C 2 0.742691 0.006434 0.203046 11.00000 -1.50000 AFIX 0 C53 1 0.654711 0.912432 0.641935 31.00000 0.09987 0.08599 = 0.06846 -0.00782 0.02394 0.03135 AFIX 137 H53A 2 0.626084 0.863449 0.616822 31.00000 -1.50000 H53B 2 0.610763 0.958510 0.646622 31.00000 -1.50000 H53C 2 0.683093 0.881166 0.674700 31.00000 -1.50000 AFIX 0 PART 1 O1 4 1.367905 0.143275 0.538971 10.70000 0.08599 0.09119 = 0.08549 0.00721 0.00560 0.01171 AFIX 3 H1 2 1.412915 0.111025 0.544781 10.70000 -1.50000 AFIX 0 O2 4 1.335070 0.063874 0.465684 10.70000 0.05337 0.07038 = 0.09345 -0.00487 0.02046 0.00012 N1 3 1.265823 0.283171 0.478967 10.70000 0.04222 0.05516 = 0.02647 -0.00598 0.01630 -0.00197 AFIX 137 H1A 2 1.219037 0.323931 0.471939 10.70000 -1.20000 H1B 2 1.294316 0.289129 0.454356 10.70000 -1.20000 H1C 2 1.303098 0.298289 0.510020 10.70000 -1.20000 AFIX 0 C1 1 1.317487 0.122874 0.493243 10.70000 0.05632 0.04679 = 0.09026 -0.00987 0.00343 -0.00529 C2 1 1.235159 0.183274 0.479917 10.70000 0.04721 0.04805 = 0.08012 -0.01053 0.02442 -0.01220 AFIX 13 H2 2 1.202501 0.175433 0.506242 10.70000 -1.20000 AFIX 0 C3 1 1.174172 0.162846 0.425231 10.70000 0.05625 0.06163 = 0.06773 -0.00168 0.01472 0.00244 AFIX 23 H3A 2 1.131574 0.216316 0.414749 10.70000 -1.20000 H3B 2 1.209833 0.159992 0.400644 10.70000 -1.20000 AFIX 0 C4 1 1.125386 0.069327 0.423541 10.70000 0.06428 0.06397 = 0.07836 -0.01155 0.02130 -0.00785 AFIX 13 H4 2 1.168430 0.016658 0.437594 10.70000 -1.20000 AFIX 0 C5 1 1.057250 0.071992 0.453285 10.70000 0.05750 0.08603 = 0.14351 0.01547 0.03027 -0.00925 AFIX 137 H5A 2 1.020828 0.013813 0.445691 10.70000 -1.50000 H5B 2 1.020136 0.129201 0.443260 10.70000 -1.50000 H5C 2 1.086887 0.074678 0.490069 10.70000 -1.50000 AFIX 0 C6 1 1.076181 0.045772 0.366866 10.70000 0.07381 0.10085 = 0.11127 -0.02639 -0.00020 -0.01250 AFIX 137 H6A 2 1.035823 -0.008205 0.365785 10.70000 -1.50000 H6B 2 1.118780 0.028136 0.348353 10.70000 -1.50000 H6C 2 1.042940 0.102544 0.350754 10.70000 -1.50000 AFIX 0 C12 1 0.858836 0.878815 0.413276 21.00000 0.21474 0.18319 = 0.22365 0.12824 0.17307 0.06696 AFIX 137 H12A 2 0.836059 0.875205 0.375910 21.00000 -1.50000 H12B 2 0.914388 0.843456 0.424357 21.00000 -1.50000 H12C 2 0.868600 0.946493 0.423770 21.00000 -1.50000 AFIX 0 PART 2 O1A 4 1.339326 0.068247 0.558543 10.30000 0.20959 0.10592 = 0.04923 0.05087 0.03841 0.08265 AFIX 3 H1AA 2 1.368586 0.079007 0.588013 10.30000 -1.50000 AFIX 0 O2A 4 1.409770 0.176804 0.521498 10.30000 0.08599 0.09119 = 0.08549 0.00721 0.00560 0.01171 N1A 3 1.260141 0.286352 0.489610 10.30000 0.04222 0.05516 = 0.02647 -0.00598 0.01630 -0.00197 AFIX 137 H1AB 2 1.205697 0.313190 0.481801 10.30000 -1.20000 H1AC 2 1.281670 0.290389 0.461968 10.30000 -1.20000 H1AD 2 1.296362 0.318539 0.516453 10.30000 -1.20000 AFIX 0 C1A 1 1.343018 0.139416 0.530202 10.30000 0.08599 0.09119 = 0.08549 0.00721 0.00560 0.01171 C2A 1 1.254803 0.184492 0.503514 10.30000 0.06292 0.08844 = 0.05156 -0.00729 -0.01769 -0.01033 AFIX 13 H2AA 2 1.215429 0.178974 0.526382 10.30000 -1.20000 AFIX 0 C3A 1 1.221403 0.113027 0.456761 10.30000 0.06678 0.08167 = 0.05054 -0.00423 0.00221 0.01149 AFIX 23 H3AA 2 1.260361 0.118704 0.434120 10.30000 -1.20000 H3AB 2 1.225958 0.046052 0.469912 10.30000 -1.20000 AFIX 0 C4A 1 1.125874 0.131823 0.424807 10.30000 0.07236 0.06053 = 0.07326 -0.00466 0.01325 -0.01865 AFIX 13 H4A 2 1.122442 0.199731 0.411961 10.30000 -1.20000 AFIX 0 C5A 1 1.063340 0.122664 0.457831 10.30000 0.05750 0.08603 = 0.14351 0.01547 0.03027 -0.00925 AFIX 137 H5AA 2 1.062925 0.183154 0.476433 10.30000 -1.50000 H5AB 2 1.082623 0.069852 0.482366 10.30000 -1.50000 H5AC 2 1.004109 0.109075 0.436010 10.30000 -1.50000 AFIX 0 C6A 1 1.101734 0.065152 0.378360 10.30000 0.07381 0.10085 = 0.11127 -0.02639 -0.00020 -0.01250 AFIX 33 H6AA 2 1.143874 0.073726 0.358359 10.30000 -1.50000 H6AB 2 1.103165 -0.002010 0.389849 10.30000 -1.50000 H6AC 2 1.042650 0.080891 0.357021 10.30000 -1.50000 AFIX 0 C12A 1 0.764214 0.768998 0.393615 -21.00000 0.11539 0.12406 = 0.04046 0.01458 0.02365 -0.01687 AFIX 137 H12D 2 0.762014 0.805431 0.362388 -21.00000 -1.50000 H12E 2 0.705987 0.742626 0.391377 -21.00000 -1.50000 H12F 2 0.806439 0.716039 0.397338 -21.00000 -1.50000 AFIX 0 PART 0 O23 4 0.500000 0.887068 0.500000 10.50000 0.07840 0.10626 = 0.32432 0.00000 0.09844 0.00000 AFIX 3 H23A 2 0.543820 0.849528 0.504450 10.50000 -1.50000 H23B 2 0.456180 0.849528 0.495550 10.50000 -1.50000 AFIX 0 HKLF 4 REM p20240514d_a.res in I2 REM wR2 = 0.1832, GooF = S = 1.048, Restrained GooF = 1.079 for all data REM R1 = 0.0618 for 9977 Fo > 4sig(Fo) and 0.0659 for all 10936 data REM 781 parameters refined using 52 restraints END WGHT 0.1233 2.2731 REM Highest difference peak 0.509, deepest hole -0.357, 1-sigma level 0.065 Q1 1 1.3822 0.1143 0.4984 11.00000 0.05 0.51 Q2 1 1.1586 0.1497 0.4804 11.00000 0.05 0.43 Q3 1 0.8215 0.9297 0.4196 11.00000 0.05 0.33 Q4 1 1.5732 -0.0840 0.4393 11.00000 0.05 0.33 Q5 1 0.6776 0.9334 0.6397 11.00000 0.05 0.32 Q6 1 1.0665 0.0210 0.4183 11.00000 0.05 0.29 Q7 1 0.7401 0.8162 0.3957 11.00000 0.05 0.27 Q8 1 0.7980 0.1635 0.2281 11.00000 0.05 0.26 Q9 1 1.4990 0.7163 0.4216 11.00000 0.05 0.25 Q10 1 0.7759 0.8180 0.4830 11.00000 0.05 0.24 Q11 1 0.8969 0.9068 0.4404 11.00000 0.05 0.24 Q12 1 0.8351 0.1037 0.2579 11.00000 0.05 0.24 Q13 1 0.8523 0.7988 0.4407 11.00000 0.05 0.23 Q14 1 1.1815 0.1197 0.3961 11.00000 0.05 0.23 Q15 1 0.9193 0.2259 0.4213 11.00000 0.05 0.23 Q16 1 0.8084 0.2673 0.2222 11.00000 0.05 0.22 Q17 1 1.4303 0.0831 0.4496 11.00000 0.05 0.22 Q18 1 0.7556 0.8924 0.6021 11.00000 0.05 0.21 Q19 1 1.4620 0.7876 0.3171 11.00000 0.05 0.21 Q20 1 1.3646 0.4989 0.4788 11.00000 0.05 0.21 Q21 1 1.5365 0.5045 0.4176 11.00000 0.05 0.21 Q22 1 1.4207 0.6530 0.2229 11.00000 0.05 0.21 Q23 1 0.7786 0.1416 0.1618 11.00000 0.05 0.21 Q24 1 1.1780 0.0831 0.4352 11.00000 0.05 0.21 Q25 1 1.1620 0.1491 0.3857 11.00000 0.05 0.20 Q26 1 0.8401 0.1453 0.3180 11.00000 0.05 0.20 Q27 1 1.4576 0.6552 0.2814 11.00000 0.05 0.20 Q28 1 1.4192 0.2415 0.4036 11.00000 0.05 0.19 Q29 1 1.0355 0.7055 0.4075 11.00000 0.05 0.19 Q30 1 1.6582 0.5180 0.4632 11.00000 0.05 0.19 Q31 1 0.7943 0.8402 0.3853 11.00000 0.05 0.19 Q32 1 1.1292 0.3621 0.4421 11.00000 0.05 0.19 Q33 1 1.4185 -0.0039 0.5855 11.00000 0.05 0.18 Q34 1 0.8386 0.6979 0.0986 11.00000 0.05 0.18 Q35 1 1.6256 0.4652 0.4836 11.00000 0.05 0.18 Q36 1 1.4794 0.5009 0.4234 11.00000 0.05 0.18 Q37 1 0.8975 0.7024 0.2417 11.00000 0.05 0.18 Q38 1 0.8952 0.5447 0.4590 11.00000 0.05 0.18 Q39 1 1.3044 0.0589 0.5557 11.00000 0.05 0.18 Q40 1 0.9136 0.6261 0.5607 11.00000 0.05 0.18 Q41 1 1.5254 0.5816 0.3799 11.00000 0.05 0.18 Q42 1 1.3647 0.2058 0.4372 11.00000 0.05 0.18 Q43 1 1.5168 0.6096 0.4371 11.00000 0.05 0.18 Q44 1 1.2940 0.1999 0.2224 11.00000 0.05 0.17 Q45 1 1.4319 0.7034 0.2397 11.00000 0.05 0.17 Q46 1 1.5524 0.5954 0.4206 11.00000 0.05 0.17 Q47 1 1.3647 0.2768 0.3072 11.00000 0.05 0.17 Q48 1 1.4354 0.7572 0.2459 11.00000 0.05 0.17 Q49 1 1.3762 0.4590 0.4829 11.00000 0.05 0.17 Q50 1 0.8536 0.3170 0.2829 11.00000 0.05 0.17 Q51 1 1.2986 0.1219 0.5267 11.00000 0.05 0.17 Q52 1 1.3758 0.2403 0.3346 11.00000 0.05 0.16 Q53 1 0.7592 0.7975 0.6081 11.00000 0.05 0.16 Q54 1 1.4699 0.6769 0.3806 11.00000 0.05 0.16 Q55 1 0.7246 0.4329 0.4185 11.00000 0.05 0.16 Q56 1 1.6437 0.3749 0.4405 11.00000 0.05 0.16 Q57 1 0.8041 0.3334 0.2207 11.00000 0.05 0.16 Q58 1 1.3675 0.1791 0.2979 11.00000 0.05 0.16 Q59 1 0.9829 0.8818 0.2920 11.00000 0.05 0.16 Q60 1 0.9050 0.8784 0.2372 11.00000 0.05 0.16 Q61 1 1.4234 0.8402 0.2587 11.00000 0.05 0.16 Q62 1 1.4216 0.2276 0.5413 11.00000 0.05 0.16 Q63 1 1.3849 0.0620 0.3855 11.00000 0.05 0.16 Q64 1 1.0000 0.8652 0.5000 10.50000 0.05 0.16 Q65 1 0.7778 0.5940 0.4335 11.00000 0.05 0.15 Q66 1 0.7594 0.4444 0.4129 11.00000 0.05 0.15 Q67 1 0.9473 0.4244 0.4243 11.00000 0.05 0.15 Q68 1 1.1636 0.3345 0.4791 11.00000 0.05 0.15 Q69 1 1.3446 0.1335 0.2574 11.00000 0.05 0.15 Q70 1 0.7718 0.5277 0.3958 11.00000 0.05 0.15 Q71 1 0.9181 0.8088 0.2593 11.00000 0.05 0.15 Q72 1 1.3661 0.3936 0.3832 11.00000 0.05 0.15 Q73 1 1.0152 0.6053 0.4391 11.00000 0.05 0.15 Q74 1 1.0318 0.4961 0.4220 11.00000 0.05 0.15 Q75 1 0.8862 0.3828 0.4604 11.00000 0.05 0.15 Q76 1 1.4388 0.8574 0.2867 11.00000 0.05 0.15 Q77 1 0.9812 0.7238 0.3407 11.00000 0.05 0.15 Q78 1 0.8410 0.5739 0.4430 11.00000 0.05 0.15 Q79 1 0.7442 0.7798 0.4996 11.00000 0.05 0.15 Q80 1 1.3669 0.3613 0.4038 11.00000 0.05 0.15 Q81 1 1.2830 0.5413 0.4067 11.00000 0.05 0.14 Q82 1 0.8802 0.0472 0.3934 11.00000 0.05 0.14 Q83 1 1.3841 0.1531 0.4068 11.00000 0.05 0.14 Q84 1 0.7027 0.8782 0.5628 11.00000 0.05 0.14 Q85 1 0.8672 0.7215 0.1323 11.00000 0.05 0.14 Q86 1 1.7601 0.5732 0.4028 11.00000 0.05 0.14 Q87 1 0.8148 0.5322 0.5002 11.00000 0.05 0.14 Q88 1 0.8646 0.3036 0.4537 11.00000 0.05 0.14 Q89 1 1.3860 0.0727 0.6085 11.00000 0.05 0.14 Q90 1 0.7942 0.4873 0.3790 11.00000 0.05 0.14 Q91 1 1.1002 0.2255 0.4458 11.00000 0.05 0.14 Q92 1 0.9203 0.8215 0.4603 11.00000 0.05 0.14 Q93 1 0.9990 0.5401 0.4398 11.00000 0.05 0.14 Q94 1 0.6458 0.9188 0.5599 11.00000 0.05 0.14 Q95 1 1.2489 0.1939 0.5216 11.00000 0.05 0.14 Q96 1 1.3565 0.0981 0.3616 11.00000 0.05 0.14 Q97 1 0.8661 0.0561 0.3826 11.00000 0.05 0.14 Q98 1 0.7019 0.9185 0.5460 11.00000 0.05 0.14 Q99 1 1.0251 0.5477 0.3760 11.00000 0.05 0.14 ; _shelx_res_checksum 97621 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.584 _oxdiff_exptl_absorpt_empirical_full_min 0.713 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O3 O 0.7898(4) 0.8452(3) 0.58308(18) 0.1044(16) Uani 1 1 d . . . . . H3 H 0.793657 0.901972 0.573174 0.157 Uiso 1 1 calc R U . . . O4 O 0.6633(3) 0.7972(4) 0.5330(2) 0.118(2) Uani 1 1 d . . . . . O5 O 1.27694(16) 0.4412(2) 0.40986(11) 0.0500(6) Uani 1 1 d . . . . . O6 O 1.35447(18) 0.5627(3) 0.45514(13) 0.0644(9) Uani 1 1 d . . . . . O7 O 1.6090(2) 0.3954(3) 0.45505(13) 0.0664(9) Uani 1 1 d . . . . . O8 O 1.63673(16) 0.5105(2) 0.40403(11) 0.0519(6) Uani 1 1 d . . . . . H8 H 1.688905 0.491609 0.414899 0.078 Uiso 1 1 calc R U . . . O9 O 1.41378(16) 0.39220(19) 0.37514(9) 0.0423(5) Uani 1 1 d . . . . . O10 O 1.3795(2) 0.2562(2) 0.41139(11) 0.0561(7) Uani 1 1 d . . . . . O11 O 1.47324(15) 0.57573(19) 0.38046(9) 0.0429(5) Uani 1 1 d . . . . . O12 O 1.55535(18) 0.6994(2) 0.42290(11) 0.0550(6) Uani 1 1 d . . . . . O13 O 1.13758(16) 0.5136(2) 0.41292(10) 0.0489(6) Uani 1 1 d . . . . . H13 H 1.186695 0.487103 0.417204 0.073 Uiso 1 1 calc R U . . . O14 O 1.10838(17) 0.3832(2) 0.45427(11) 0.0520(6) Uani 1 1 d . . . . . O15 O 0.84826(17) 0.5446(2) 0.45749(11) 0.0540(7) Uani 1 1 d . . . . . O16 O 0.77432(16) 0.4316(2) 0.40446(12) 0.0578(7) Uani 1 1 d . . . . . O17 O 0.96637(15) 0.5467(2) 0.37562(9) 0.0448(5) Uani 1 1 d . . . . . O18 O 1.0086(2) 0.6918(2) 0.41093(13) 0.0651(8) Uani 1 1 d . . . . . O19 O 0.91600(16) 0.3627(2) 0.38489(10) 0.0454(6) Uani 1 1 d . . . . . O20 O 0.8735(3) 0.2451(3) 0.43008(13) 0.0703(9) Uani 1 1 d . . . . . O21 O 0.7120(7) 0.9567(5) 0.6259(3) 0.120(3) Uani 0.714(11) 1 d D . P . . H21 H 0.687069 0.996655 0.603311 0.180 Uiso 0.714(11) 1 calc R U P . . O22 O 1.4869(4) 0.0440(7) 0.4310(4) 0.157(3) Uani 1 1 d . . . . . H22A H 1.490245 -0.015858 0.438225 0.235 Uiso 1 1 d R U . . . H22B H 1.452905 0.066792 0.447375 0.235 Uiso 1 1 d R U . . . N2 N 0.7322(2) 0.6585(2) 0.48849(12) 0.0441(6) Uani 1 1 d . . . . . H2A H 0.688123 0.688029 0.464510 0.053 Uiso 1 1 calc R U . . . H2B H 0.709174 0.622869 0.509712 0.053 Uiso 1 1 calc R U . . . H2C H 0.762512 0.619169 0.472693 0.053 Uiso 1 1 calc R U . . . C7 C 0.7413(4) 0.7945(4) 0.5454(2) 0.0727(13) Uani 1 1 d . . . . . C8 C 0.7922(3) 0.7324(3) 0.51871(16) 0.0551(9) Uani 1 1 d . . . . . H8A H 0.836603 0.696986 0.546116 0.066 Uiso 1 1 calc R U . . . C9 C 0.8429(4) 0.7846(4) 0.4866(2) 0.0740(13) Uani 1 1 d D . . . . H9A H 0.880271 0.834037 0.508598 0.089 Uiso 1 1 calc R U . . . H9B H 0.882630 0.737272 0.477379 0.089 Uiso 1 1 calc R U . . . C10 C 0.7915(6) 0.8334(5) 0.4383(3) 0.098(2) Uani 1 1 d D . . . . H10 H 0.758150 0.782666 0.414547 0.118 Uiso 0.658(17) 1 calc R U P A 1 H10A H 0.837513 0.873666 0.429415 0.05(4) Uiso 0.342(17) 1 calc R . P A 2 C11 C 0.7298(8) 0.9057(9) 0.4446(4) 0.166(5) Uani 1 1 d D . . . . H11A H 0.680802 0.874191 0.453625 0.249 Uiso 1 1 calc R U . . . H11B H 0.707489 0.941543 0.412562 0.249 Uiso 1 1 calc R U . . . H11C H 0.759130 0.950269 0.472026 0.249 Uiso 1 1 calc R U . . . C13 C 1.3476(2) 0.4872(3) 0.42990(13) 0.0436(7) Uani 1 1 d . . . . . C14 C 1.4313(2) 0.4423(3) 0.42382(13) 0.0416(7) Uani 1 1 d . . . . . H14 H 1.453623 0.394585 0.452057 0.050 Uiso 1 1 calc R U . . . C15 C 1.5023(2) 0.5155(3) 0.42544(13) 0.0408(7) Uani 1 1 d . . . . . H15 H 1.509287 0.556899 0.456458 0.049 Uiso 1 1 calc R U . . . C16 C 1.5902(2) 0.4682(3) 0.42852(13) 0.0428(7) Uani 1 1 d . . . . . C17 C 1.3850(2) 0.3000(3) 0.37385(15) 0.0455(8) Uani 1 1 d . . . . . C18 C 1.3601(2) 0.2619(3) 0.32094(15) 0.0477(8) Uani 1 1 d . . . . . C19 C 1.3580(3) 0.3184(4) 0.27861(17) 0.0627(11) Uani 1 1 d . . . . . H19 H 1.373862 0.384563 0.283135 0.075 Uiso 1 1 calc R U . . . C20 C 1.3331(4) 0.2798(4) 0.23008(18) 0.0712(13) Uani 1 1 d . . . . . H20 H 1.331603 0.319968 0.201525 0.085 Uiso 1 1 calc R U . . . C21 C 1.3102(3) 0.1827(4) 0.22208(19) 0.0660(12) Uani 1 1 d . . . . . C22 C 1.3121(4) 0.1265(4) 0.2645(2) 0.0705(13) Uani 1 1 d . . . . . H22 H 1.296148 0.060355 0.259944 0.085 Uiso 1 1 calc R U . . . C23 C 1.3368(3) 0.1650(4) 0.31336(19) 0.0618(10) Uani 1 1 d . . . . . H23 H 1.337908 0.125069 0.341937 0.074 Uiso 1 1 calc R U . . . C24 C 1.2806(4) 0.1420(5) 0.1687(2) 0.0853(17) Uani 1 1 d . . . . . H24A H 1.227702 0.175921 0.149110 0.128 Uiso 1 1 calc R U . . . H24B H 1.267570 0.073101 0.170380 0.128 Uiso 1 1 calc R U . . . H24C H 1.327195 0.150304 0.151839 0.128 Uiso 1 1 calc R U . . . C25 C 1.5081(2) 0.6654(3) 0.38364(15) 0.0464(8) Uani 1 1 d . . . . . C26 C 1.4799(2) 0.7176(3) 0.33436(16) 0.0523(9) Uani 1 1 d . . . . . C27 C 1.5071(5) 0.8127(4) 0.3325(3) 0.0886(19) Uani 1 1 d . . . . . H27 H 1.542115 0.842855 0.362731 0.106 Uiso 1 1 calc R U . . . C28 C 1.4833(5) 0.8638(5) 0.2867(3) 0.098(2) Uani 1 1 d . . . . . H28 H 1.503781 0.928013 0.285735 0.118 Uiso 1 1 calc R U . . . C29 C 1.4302(3) 0.8226(5) 0.2423(2) 0.0742(15) Uani 1 1 d . . . . . C30 C 1.4032(3) 0.7296(5) 0.24486(19) 0.0706(13) Uani 1 1 d . . . . . H30 H 1.367334 0.699850 0.214801 0.085 Uiso 1 1 calc R U . . . C31 C 1.4268(3) 0.6772(4) 0.29015(17) 0.0606(10) Uani 1 1 d . . . . . H31 H 1.406229 0.612999 0.290719 0.073 Uiso 1 1 calc R U . . . C32 C 1.4049(5) 0.8801(6) 0.1928(3) 0.097(2) Uani 1 1 d . . . . . H32A H 1.404198 0.949019 0.200668 0.146 Uiso 1 1 calc R U . . . H32B H 1.346457 0.860177 0.172138 0.146 Uiso 1 1 calc R U . . . H32C H 1.447651 0.868153 0.173513 0.146 Uiso 1 1 calc R U . . . C33 C 1.0880(2) 0.4590(3) 0.43141(13) 0.0422(7) Uani 1 1 d . . . . . C34 C 0.9969(2) 0.5008(3) 0.42490(12) 0.0408(7) Uani 1 1 d . . . . . H34 H 1.000478 0.550369 0.452118 0.049 Uiso 1 1 calc R U . . . C35 C 0.9292(2) 0.4255(3) 0.42843(13) 0.0411(7) Uani 1 1 d . . . . . H35 H 0.952921 0.386736 0.460315 0.049 Uiso 1 1 calc R U . . . C36 C 0.8437(2) 0.4725(3) 0.43053(13) 0.0419(7) Uani 1 1 d . . . . . C37 C 0.9804(2) 0.6427(3) 0.37349(16) 0.0503(8) Uani 1 1 d . . . . . C38 C 0.9568(3) 0.6772(3) 0.32016(17) 0.0551(9) Uani 1 1 d . . . . . C39 C 0.9605(4) 0.7764(4) 0.3116(2) 0.0758(14) Uani 1 1 d . . . . . H39 H 0.977115 0.820029 0.339565 0.091 Uiso 1 1 calc R U . . . C40 C 0.9392(4) 0.8110(5) 0.2608(3) 0.0872(18) Uani 1 1 d . . . . . H40 H 0.941072 0.878422 0.254913 0.105 Uiso 1 1 calc R U . . . C41 C 0.9160(3) 0.7497(5) 0.2197(2) 0.0803(18) Uani 1 1 d . . . . . C42 C 0.9119(4) 0.6519(5) 0.2285(2) 0.0787(15) Uani 1 1 d . . . . . H42 H 0.894799 0.608736 0.200282 0.094 Uiso 1 1 calc R U . . . C43 C 0.9328(3) 0.6157(4) 0.27844(18) 0.0669(12) Uani 1 1 d . . . . . H43 H 0.930508 0.548126 0.283828 0.080 Uiso 1 1 calc R U . . . C44 C 0.8923(4) 0.7894(7) 0.1653(3) 0.110(3) Uani 1 1 d . . . . . H44A H 0.828491 0.797014 0.152551 0.165 Uiso 1 1 calc R U . . . H44B H 0.912443 0.744545 0.143133 0.165 Uiso 1 1 calc R U . . . H44C H 0.920587 0.852238 0.165212 0.165 Uiso 1 1 calc R U . . . C45 C 0.8825(3) 0.2743(3) 0.38990(17) 0.0527(9) Uani 1 1 d . . . . . C46 C 0.8594(3) 0.2207(4) 0.34067(18) 0.0580(10) Uani 1 1 d . . . . . C47 C 0.8325(4) 0.1246(4) 0.3410(2) 0.0753(14) Uani 1 1 d . . . . . H47 H 0.828912 0.095799 0.372074 0.090 Uiso 1 1 calc R U . . . C48 C 0.8112(4) 0.0718(5) 0.2965(3) 0.0887(18) Uani 1 1 d . . . . . H48 H 0.793749 0.006440 0.297436 0.106 Uiso 1 1 calc R U . . . C49 C 0.8144(4) 0.1107(5) 0.2514(3) 0.0856(18) Uani 1 1 d . . . . . C50 C 0.8424(5) 0.2069(6) 0.2510(3) 0.100(2) Uani 1 1 d . . . . . H50 H 0.846434 0.234985 0.219898 0.120 Uiso 1 1 calc R U . . . C51 C 0.8642(4) 0.2608(5) 0.2954(2) 0.0813(16) Uani 1 1 d . . . . . H51 H 0.882430 0.325964 0.294641 0.098 Uiso 1 1 calc R U . . . C52 C 0.7880(5) 0.0536(7) 0.2016(3) 0.118(3) Uani 1 1 d . . . . . H52A H 0.839331 0.019742 0.196831 0.177 Uiso 1 1 calc R U . . . H52B H 0.764873 0.097744 0.172839 0.177 Uiso 1 1 calc R U . . . H52C H 0.742691 0.006434 0.203046 0.177 Uiso 1 1 calc R U . . . C53 C 0.6547(6) 0.9124(7) 0.6419(3) 0.085(3) Uani 0.714(11) 1 d D . P . . H53A H 0.626084 0.863449 0.616822 0.127 Uiso 0.714(11) 1 calc R U P . . H53B H 0.610763 0.958510 0.646622 0.127 Uiso 0.714(11) 1 calc R U P . . H53C H 0.683093 0.881166 0.674700 0.127 Uiso 0.714(11) 1 calc R U P . . O1 O 1.3679(4) 0.1433(5) 0.5390(3) 0.0912(16) Uani 0.7 1 d D . P B 1 H1 H 1.412915 0.111025 0.544781 0.137 Uiso 0.7 1 d R U P B 1 O2 O 1.3351(3) 0.0639(4) 0.4657(2) 0.0724(13) Uani 0.7 1 d D . P B 1 N1 N 1.2658(8) 0.2832(5) 0.4790(3) 0.0399(13) Uani 0.7 1 d D . P B 1 H1A H 1.219037 0.323931 0.471939 0.048 Uiso 0.7 1 calc R U P B 1 H1B H 1.294316 0.289129 0.454356 0.048 Uiso 0.7 1 calc R U P B 1 H1C H 1.303098 0.298289 0.510020 0.048 Uiso 0.7 1 calc R U P B 1 C1 C 1.3175(4) 0.1229(4) 0.4932(3) 0.0679(18) Uani 0.7 1 d D . P B 1 C2 C 1.2352(4) 0.1833(4) 0.4799(3) 0.0571(18) Uani 0.7 1 d D . P B 1 H2 H 1.202501 0.175433 0.506242 0.069 Uiso 0.7 1 calc R U P B 1 C3 C 1.1742(5) 0.1628(6) 0.4252(3) 0.0624(15) Uani 0.7 1 d . . P B 1 H3A H 1.131574 0.216316 0.414749 0.075 Uiso 0.7 1 calc R U P B 1 H3B H 1.209833 0.159992 0.400644 0.075 Uiso 0.7 1 calc R U P B 1 C4 C 1.1254(5) 0.0693(7) 0.4235(3) 0.0686(17) Uani 0.7 1 d . . P B 1 H4 H 1.168430 0.016658 0.437594 0.082 Uiso 0.7 1 calc R U P B 1 C5 C 1.0573(6) 0.0720(8) 0.4533(5) 0.095(3) Uani 0.7 1 d . . P B 1 H5A H 1.020828 0.013813 0.445691 0.143 Uiso 0.7 1 calc R U P B 1 H5B H 1.020136 0.129201 0.443260 0.143 Uiso 0.7 1 calc R U P B 1 H5C H 1.086887 0.074678 0.490069 0.143 Uiso 0.7 1 calc R U P B 1 C6 C 1.0762(7) 0.0458(10) 0.3669(5) 0.101(3) Uani 0.7 1 d . . P B 1 H6A H 1.035823 -0.008205 0.365785 0.151 Uiso 0.7 1 calc R U P B 1 H6B H 1.118780 0.028136 0.348353 0.151 Uiso 0.7 1 calc R U P B 1 H6C H 1.042940 0.102544 0.350754 0.151 Uiso 0.7 1 calc R U P B 1 C12 C 0.8588(10) 0.8788(13) 0.4133(7) 0.185(9) Uani 0.658(17) 1 d D U P A 1 H12A H 0.836059 0.875205 0.375910 0.277 Uiso 0.658(17) 1 calc R U P A 1 H12B H 0.914388 0.843456 0.424357 0.277 Uiso 0.658(17) 1 calc R U P A 1 H12C H 0.868600 0.946493 0.423770 0.277 Uiso 0.658(17) 1 calc R U P A 1 O1A O 1.3393(14) 0.0682(11) 0.5585(5) 0.121(7) Uani 0.3 1 d D U P C 2 H1AA H 1.368586 0.079007 0.588013 0.182 Uiso 0.3 1 d R U P C 2 O2A O 1.4098(8) 0.1768(12) 0.5215(6) 0.0912(16) Uani 0.3 1 d D . P C 2 N1A N 1.260(2) 0.2864(12) 0.4896(10) 0.0399(13) Uani 0.3 1 d D . P C 2 H1AB H 1.205697 0.313190 0.481801 0.048 Uiso 0.3 1 calc R U P C 2 H1AC H 1.281670 0.290389 0.461968 0.048 Uiso 0.3 1 calc R U P C 2 H1AD H 1.296362 0.318539 0.516453 0.048 Uiso 0.3 1 calc R U P C 2 C1A C 1.3430(11) 0.1394(10) 0.5302(4) 0.0912(16) Uani 0.3 1 d D . P C 2 C2A C 1.2548(9) 0.1845(11) 0.5035(6) 0.074(7) Uani 0.3 1 d D . P C 2 H2AA H 1.215429 0.178974 0.526382 0.089 Uiso 0.3 1 calc R U P C 2 C3A C 1.2214(8) 0.1130(13) 0.4568(6) 0.069(4) Uani 0.3 1 d D . P C 2 H3AA H 1.260361 0.118704 0.434120 0.083 Uiso 0.3 1 calc R U P C 2 H3AB H 1.225958 0.046052 0.469912 0.083 Uiso 0.3 1 calc R U P C 2 C4A C 1.1259(9) 0.1318(15) 0.4248(6) 0.070(4) Uani 0.3 1 d D . P C 2 H4A H 1.122442 0.199731 0.411961 0.084 Uiso 0.3 1 calc R U P C 2 C5A C 1.0633(12) 0.1227(19) 0.4578(10) 0.095(3) Uani 0.3 1 d D . P C 2 H5AA H 1.062925 0.183154 0.476433 0.143 Uiso 0.3 1 calc R U P C 2 H5AB H 1.082623 0.069852 0.482366 0.143 Uiso 0.3 1 calc R U P C 2 H5AC H 1.004109 0.109075 0.436010 0.143 Uiso 0.3 1 calc R U P C 2 C6A C 1.1017(15) 0.065(3) 0.3784(9) 0.101(3) Uani 0.3 1 d D . P C 2 H6AA H 1.143874 0.073726 0.358359 0.151 Uiso 0.3 1 calc R U P C 2 H6AB H 1.103165 -0.002010 0.389849 0.151 Uiso 0.3 1 calc R U P C 2 H6AC H 1.042650 0.080891 0.357021 0.151 Uiso 0.3 1 calc R U P C 2 C12A C 0.7642(11) 0.7690(11) 0.3936(4) 0.093(7) Uani 0.342(17) 1 d D U P A 2 H12D H 0.762014 0.805431 0.362388 0.139 Uiso 0.342(17) 1 calc R U P A 2 H12E H 0.705987 0.742626 0.391377 0.139 Uiso 0.342(17) 1 calc R U P A 2 H12F H 0.806439 0.716039 0.397338 0.139 Uiso 0.342(17) 1 calc R U P A 2 O23 O 0.500000 0.8871(7) 0.500000 0.161(5) Uani 1 2 d S T P . . H23A H 0.543820 0.849528 0.504450 0.242 Uiso 0.5 1 d R U P . . H23B H 0.456180 0.849528 0.495550 0.242 Uiso 0.5 1 d R U P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O3 0.159(5) 0.082(3) 0.072(3) -0.025(2) 0.033(3) -0.040(3) O4 0.091(3) 0.133(4) 0.133(4) -0.070(4) 0.040(3) 0.015(3) O5 0.0359(11) 0.0625(16) 0.0513(15) -0.0012(12) 0.0113(10) -0.0023(11) O6 0.0428(13) 0.089(2) 0.0654(19) -0.0292(17) 0.0214(13) -0.0023(14) O7 0.0557(16) 0.088(2) 0.0609(18) 0.0309(17) 0.0248(14) 0.0276(15) O8 0.0377(11) 0.0639(16) 0.0581(16) 0.0004(13) 0.0201(11) 0.0028(11) O9 0.0435(11) 0.0521(13) 0.0324(12) -0.0023(10) 0.0125(9) -0.0033(10) O10 0.0640(16) 0.0579(15) 0.0486(16) 0.0073(13) 0.0193(13) -0.0020(13) O11 0.0389(11) 0.0533(14) 0.0346(12) 0.0063(10) 0.0073(9) 0.0007(10) O12 0.0547(14) 0.0564(15) 0.0467(15) -0.0027(12) 0.0021(12) -0.0024(12) O13 0.0381(11) 0.0606(15) 0.0511(14) 0.0083(12) 0.0175(10) 0.0045(11) O14 0.0409(12) 0.0653(17) 0.0508(15) 0.0088(13) 0.0142(11) 0.0038(11) O15 0.0406(12) 0.0686(17) 0.0552(16) -0.0172(13) 0.0171(11) -0.0012(11) O16 0.0342(12) 0.0757(18) 0.0623(17) -0.0197(15) 0.0116(11) -0.0008(12) O17 0.0396(11) 0.0600(14) 0.0335(12) 0.0058(10) 0.0079(9) 0.0000(10) O18 0.0731(19) 0.0606(17) 0.0559(19) -0.0036(14) 0.0087(15) -0.0008(15) O19 0.0397(11) 0.0579(14) 0.0399(13) -0.0073(11) 0.0132(10) -0.0015(10) O20 0.086(2) 0.0666(19) 0.0557(19) 0.0090(15) 0.0152(16) -0.0122(17) O21 0.205(9) 0.078(4) 0.084(5) -0.025(3) 0.052(5) 0.019(5) O22 0.097(4) 0.155(6) 0.206(8) -0.002(6) 0.023(4) -0.002(4) N2 0.0409(12) 0.0564(17) 0.0365(15) -0.0027(13) 0.0134(11) -0.0030(12) C7 0.092(4) 0.065(3) 0.063(3) -0.016(2) 0.025(3) -0.007(3) C8 0.056(2) 0.066(2) 0.043(2) -0.0001(18) 0.0130(16) -0.0099(18) C9 0.073(3) 0.073(3) 0.082(4) 0.006(3) 0.031(3) -0.010(2) C10 0.143(6) 0.082(4) 0.087(4) 0.016(3) 0.061(4) 0.000(4) C11 0.161(10) 0.189(12) 0.153(10) 0.014(10) 0.052(8) 0.049(10) C13 0.0375(14) 0.060(2) 0.0344(16) 0.0017(15) 0.0120(12) -0.0005(14) C14 0.0384(15) 0.0573(19) 0.0287(16) -0.0013(14) 0.0087(12) -0.0012(14) C15 0.0342(14) 0.0563(19) 0.0307(15) 0.0041(14) 0.0072(11) 0.0034(13) C16 0.0366(14) 0.059(2) 0.0317(16) -0.0034(14) 0.0085(12) 0.0012(14) C17 0.0435(16) 0.0524(19) 0.0419(19) 0.0037(15) 0.0140(14) 0.0005(15) C18 0.0447(17) 0.060(2) 0.0398(18) -0.0048(16) 0.0137(14) 0.0003(15) C19 0.072(3) 0.074(3) 0.044(2) -0.004(2) 0.0186(19) -0.012(2) C20 0.085(3) 0.087(3) 0.040(2) -0.009(2) 0.016(2) -0.014(3) C21 0.061(2) 0.082(3) 0.056(3) -0.021(2) 0.018(2) -0.002(2) C22 0.077(3) 0.068(3) 0.065(3) -0.017(2) 0.016(2) -0.001(2) C23 0.071(2) 0.060(2) 0.053(2) -0.008(2) 0.0141(19) 0.000(2) C24 0.093(4) 0.103(4) 0.058(3) -0.031(3) 0.019(3) -0.001(3) C25 0.0392(15) 0.0505(18) 0.048(2) 0.0003(16) 0.0091(14) -0.0005(14) C26 0.0462(17) 0.060(2) 0.046(2) 0.0084(17) 0.0051(15) -0.0007(16) C27 0.101(4) 0.069(3) 0.077(4) 0.024(3) -0.006(3) -0.023(3) C28 0.109(5) 0.080(4) 0.087(4) 0.036(3) -0.007(3) -0.024(3) C29 0.059(2) 0.091(4) 0.069(3) 0.038(3) 0.012(2) 0.003(2) C30 0.065(3) 0.091(3) 0.048(3) 0.018(2) 0.0043(19) -0.008(2) C31 0.057(2) 0.073(3) 0.047(2) 0.012(2) 0.0065(17) -0.007(2) C32 0.094(4) 0.110(5) 0.078(4) 0.050(4) 0.008(3) -0.001(4) C33 0.0361(14) 0.058(2) 0.0315(16) -0.0005(14) 0.0085(12) -0.0006(14) C34 0.0357(14) 0.0557(19) 0.0305(15) 0.0031(14) 0.0086(12) 0.0003(13) C35 0.0368(15) 0.0556(19) 0.0309(16) -0.0039(13) 0.0095(12) 0.0005(13) C36 0.0372(14) 0.0556(19) 0.0345(16) -0.0003(14) 0.0126(12) -0.0016(13) C37 0.0423(16) 0.058(2) 0.050(2) 0.0061(17) 0.0127(15) 0.0036(15) C38 0.0454(17) 0.069(2) 0.053(2) 0.0141(19) 0.0160(16) 0.0052(17) C39 0.083(3) 0.072(3) 0.076(3) 0.020(3) 0.028(3) 0.005(3) C40 0.093(4) 0.084(4) 0.091(4) 0.040(4) 0.037(3) 0.016(3) C41 0.059(3) 0.122(5) 0.063(3) 0.042(3) 0.021(2) 0.018(3) C42 0.071(3) 0.114(4) 0.048(3) 0.026(3) 0.011(2) 0.010(3) C43 0.066(3) 0.085(3) 0.047(2) 0.015(2) 0.0110(19) 0.004(2) C44 0.084(4) 0.172(8) 0.074(4) 0.069(5) 0.022(3) 0.030(5) C45 0.0448(18) 0.055(2) 0.056(2) 0.0008(18) 0.0109(16) 0.0006(16) C46 0.0453(18) 0.068(2) 0.061(3) -0.016(2) 0.0154(17) -0.0012(17) C47 0.079(3) 0.068(3) 0.070(3) -0.012(2) 0.007(3) -0.005(2) C48 0.080(3) 0.079(4) 0.097(5) -0.029(3) 0.007(3) -0.007(3) C49 0.065(3) 0.104(4) 0.089(4) -0.046(4) 0.023(3) -0.011(3) C50 0.120(5) 0.121(5) 0.070(4) -0.038(4) 0.044(4) -0.036(5) C51 0.093(4) 0.093(4) 0.065(3) -0.026(3) 0.033(3) -0.027(3) C52 0.101(5) 0.146(7) 0.109(5) -0.078(5) 0.032(4) -0.024(5) C53 0.100(6) 0.086(5) 0.068(5) -0.008(4) 0.024(4) 0.031(5) O1 0.086(4) 0.091(3) 0.085(4) 0.007(3) 0.006(3) 0.012(3) O2 0.053(2) 0.070(3) 0.093(4) -0.005(3) 0.020(2) 0.000(2) N1 0.042(2) 0.0552(18) 0.026(4) -0.0060(19) 0.016(3) -0.0020(15) C1 0.056(3) 0.047(3) 0.090(5) -0.010(3) 0.003(3) -0.005(2) C2 0.047(3) 0.048(3) 0.080(6) -0.011(4) 0.024(4) -0.012(3) C3 0.056(3) 0.062(4) 0.068(4) -0.002(3) 0.015(3) 0.002(3) C4 0.064(4) 0.064(5) 0.078(5) -0.012(4) 0.021(3) -0.008(3) C5 0.057(3) 0.086(6) 0.144(8) 0.015(7) 0.030(4) -0.009(5) C6 0.074(7) 0.101(8) 0.111(8) -0.026(6) 0.000(6) -0.012(5) C12 0.215(15) 0.183(14) 0.224(15) 0.128(12) 0.173(14) 0.067(11) O1A 0.210(19) 0.106(11) 0.049(7) 0.051(8) 0.038(9) 0.083(13) O2A 0.086(4) 0.091(3) 0.085(4) 0.007(3) 0.006(3) 0.012(3) N1A 0.042(2) 0.0552(18) 0.026(4) -0.0060(19) 0.016(3) -0.0020(15) C1A 0.086(4) 0.091(3) 0.085(4) 0.007(3) 0.006(3) 0.012(3) C2A 0.063(10) 0.088(14) 0.052(12) -0.007(10) -0.018(8) -0.010(8) C3A 0.067(9) 0.082(11) 0.051(8) -0.004(8) 0.002(7) 0.011(8) C4A 0.072(11) 0.061(11) 0.073(12) -0.005(8) 0.013(8) -0.019(9) C5A 0.057(3) 0.086(6) 0.144(8) 0.015(7) 0.030(4) -0.009(5) C6A 0.074(7) 0.101(8) 0.111(8) -0.026(6) 0.000(6) -0.012(5) C12A 0.115(13) 0.124(14) 0.040(8) 0.015(8) 0.024(8) -0.017(11) O23 0.078(4) 0.106(5) 0.324(15) 0.000 0.098(7) 0.000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O3 H3 109.5 . . ? C16 O8 H8 109.5 . . ? C17 O9 C14 116.9(3) . . ? C25 O11 C15 116.6(3) . . ? C33 O13 H13 109.5 . . ? C37 O17 C34 117.2(3) . . ? C45 O19 C35 115.8(3) . . ? C53 O21 H21 109.5 . . ? H22A O22 H22B 104.5 . . ? H2A N2 H2B 109.5 . . ? H2A N2 H2C 109.5 . . ? H2B N2 H2C 109.5 . . ? C8 N2 H2A 109.5 . . ? C8 N2 H2B 109.5 . . ? C8 N2 H2C 109.5 . . ? O3 C7 C8 114.3(6) . . ? O4 C7 O3 123.0(6) . . ? O4 C7 C8 122.7(5) . . ? N2 C8 C7 108.4(4) . . ? N2 C8 H8A 106.5 . . ? N2 C8 C9 111.8(4) . . ? C7 C8 H8A 106.5 . . ? C7 C8 C9 116.5(4) . . ? C9 C8 H8A 106.5 . . ? C8 C9 H9A 107.8 . . ? C8 C9 H9B 107.8 . . ? H9A C9 H9B 107.1 . . ? C10 C9 C8 118.1(5) . . ? C10 C9 H9A 107.8 . . ? C10 C9 H9B 107.8 . . ? C9 C10 H10 108.0 . . ? C9 C10 H10A 102.0 . . ? C9 C10 C12 107.1(8) . . ? C11 C10 C9 115.3(6) . . ? C11 C10 H10 108.0 . . ? C11 C10 H10A 102.0 . . ? C11 C10 C12 110.2(7) . . ? C11 C10 C12A 117.7(9) . . ? C12 C10 H10 108.0 . . ? C12A C10 C9 114.4(7) . . ? C12A C10 H10A 102.0 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O5 C13 C14 116.3(3) . . ? O6 C13 O5 126.2(3) . . ? O6 C13 C14 117.5(3) . . ? O9 C14 C13 110.1(3) . . ? O9 C14 H14 108.7 . . ? O9 C14 C15 107.5(3) . . ? C13 C14 H14 108.7 . . ? C15 C14 C13 113.0(3) . . ? C15 C14 H14 108.7 . . ? O11 C15 C14 107.7(3) . . ? O11 C15 H15 108.5 . . ? O11 C15 C16 111.5(3) . . ? C14 C15 H15 108.5 . . ? C14 C15 C16 112.2(3) . . ? C16 C15 H15 108.5 . . ? O7 C16 O8 127.3(3) . . ? O7 C16 C15 117.1(3) . . ? O8 C16 C15 115.6(3) . . ? O9 C17 C18 111.0(3) . . ? O10 C17 O9 123.7(4) . . ? O10 C17 C18 125.3(4) . . ? C19 C18 C17 123.0(4) . . ? C19 C18 C23 118.6(4) . . ? C23 C18 C17 118.5(4) . . ? C18 C19 H19 119.6 . . ? C20 C19 C18 120.8(5) . . ? C20 C19 H19 119.6 . . ? C19 C20 H20 119.4 . . ? C19 C20 C21 121.1(5) . . ? C21 C20 H20 119.4 . . ? C20 C21 C24 120.7(5) . . ? C22 C21 C20 117.9(4) . . ? C22 C21 C24 121.4(5) . . ? C21 C22 H22 119.4 . . ? C23 C22 C21 121.2(5) . . ? C23 C22 H22 119.4 . . ? C18 C23 H23 119.8 . . ? C22 C23 C18 120.4(5) . . ? C22 C23 H23 119.8 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O11 C25 C26 112.1(3) . . ? O12 C25 O11 123.6(4) . . ? O12 C25 C26 124.2(4) . . ? C27 C26 C25 118.5(4) . . ? C31 C26 C25 123.3(4) . . ? C31 C26 C27 118.2(4) . . ? C26 C27 H27 119.9 . . ? C28 C27 C26 120.3(6) . . ? C28 C27 H27 119.9 . . ? C27 C28 H28 119.4 . . ? C29 C28 C27 121.1(5) . . ? C29 C28 H28 119.4 . . ? C28 C29 C32 120.1(6) . . ? C30 C29 C28 117.8(5) . . ? C30 C29 C32 122.1(6) . . ? C29 C30 H30 119.1 . . ? C29 C30 C31 121.9(5) . . ? C31 C30 H30 119.1 . . ? C26 C31 C30 120.6(5) . . ? C26 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O13 C33 C34 113.3(3) . . ? O14 C33 O13 126.9(3) . . ? O14 C33 C34 119.7(3) . . ? O17 C34 C33 109.8(3) . . ? O17 C34 H34 108.7 . . ? O17 C34 C35 107.5(3) . . ? C33 C34 H34 108.7 . . ? C35 C34 C33 113.4(3) . . ? C35 C34 H34 108.7 . . ? O19 C35 C34 107.9(3) . . ? O19 C35 H35 108.8 . . ? O19 C35 C36 111.3(3) . . ? C34 C35 H35 108.8 . . ? C34 C35 C36 111.3(3) . . ? C36 C35 H35 108.8 . . ? O15 C36 O16 126.5(3) . . ? O15 C36 C35 117.7(3) . . ? O16 C36 C35 115.8(3) . . ? O17 C37 C38 111.2(4) . . ? O18 C37 O17 123.2(4) . . ? O18 C37 C38 125.6(4) . . ? C39 C38 C37 118.2(5) . . ? C43 C38 C37 122.9(4) . . ? C43 C38 C39 118.9(5) . . ? C38 C39 H39 120.4 . . ? C38 C39 C40 119.2(6) . . ? C40 C39 H39 120.4 . . ? C39 C40 H40 119.2 . . ? C41 C40 C39 121.6(6) . . ? C41 C40 H40 119.2 . . ? C40 C41 C42 118.9(5) . . ? C40 C41 C44 120.4(7) . . ? C42 C41 C44 120.7(7) . . ? C41 C42 H42 119.7 . . ? C41 C42 C43 120.6(6) . . ? C43 C42 H42 119.7 . . ? C38 C43 C42 120.8(6) . . ? C38 C43 H43 119.6 . . ? C42 C43 H43 119.6 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44B 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? O19 C45 C46 111.5(4) . . ? O20 C45 O19 122.7(4) . . ? O20 C45 C46 125.9(4) . . ? C47 C46 C45 118.0(5) . . ? C51 C46 C45 123.0(4) . . ? C51 C46 C47 119.0(5) . . ? C46 C47 H47 119.9 . . ? C48 C47 C46 120.1(6) . . ? C48 C47 H47 119.9 . . ? C47 C48 H48 119.2 . . ? C49 C48 C47 121.6(6) . . ? C49 C48 H48 119.2 . . ? C48 C49 C50 118.4(5) . . ? C48 C49 C52 121.9(7) . . ? C50 C49 C52 119.7(7) . . ? C49 C50 H50 119.7 . . ? C51 C50 C49 120.6(7) . . ? C51 C50 H50 119.7 . . ? C46 C51 C50 120.1(6) . . ? C46 C51 H51 119.9 . . ? C50 C51 H51 119.9 . . ? C49 C52 H52A 109.5 . . ? C49 C52 H52B 109.5 . . ? C49 C52 H52C 109.5 . . ? H52A C52 H52B 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? O21 C53 H53A 109.5 . . ? O21 C53 H53B 109.5 . . ? O21 C53 H53C 109.5 . . ? H53A C53 H53B 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C1 O1 H1 109.5 . . ? H1A N1 H1B 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? C2 N1 H1A 109.5 . . ? C2 N1 H1B 109.5 . . ? C2 N1 H1C 109.5 . . ? O1 C1 C2 111.6(6) . . ? O2 C1 O1 123.8(7) . . ? O2 C1 C2 124.6(7) . . ? N1 C2 C1 104.9(6) . . ? N1 C2 H2 110.8 . . ? N1 C2 C3 106.0(7) . . ? C1 C2 H2 110.8 . . ? C1 C2 C3 113.2(6) . . ? C3 C2 H2 110.8 . . ? C2 C3 H3A 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C4 C3 C2 111.3(6) . . ? C4 C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? C3 C4 H4 109.0 . . ? C3 C4 C5 113.5(8) . . ? C3 C4 C6 108.9(8) . . ? C5 C4 H4 109.0 . . ? C5 C4 C6 107.3(8) . . ? C6 C4 H4 109.0 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5B 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C1A O1A H1AA 110.1 . . ? H1AB N1A H1AC 109.5 . . ? H1AB N1A H1AD 109.5 . . ? H1AC N1A H1AD 109.5 . . ? C2A N1A H1AB 109.5 . . ? C2A N1A H1AC 109.5 . . ? C2A N1A H1AD 109.5 . . ? O1A C1A C2A 114.8(12) . . ? O2A C1A O1A 128.3(17) . . ? O2A C1A C2A 116.9(12) . . ? N1A C2A C1A 113.9(17) . . ? N1A C2A H2AA 108.9 . . ? N1A C2A C3A 115.2(16) . . ? C1A C2A H2AA 108.9 . . ? C1A C2A C3A 100.6(9) . . ? C3A C2A H2AA 108.9 . . ? C2A C3A H3AA 108.8 . . ? C2A C3A H3AB 108.8 . . ? H3AA C3A H3AB 107.7 . . ? C4A C3A C2A 113.7(12) . . ? C4A C3A H3AA 108.8 . . ? C4A C3A H3AB 108.8 . . ? C3A C4A H4A 107.7 . . ? C5A C4A C3A 110.8(11) . . ? C5A C4A H4A 107.7 . . ? C5A C4A C6A 112.6(12) . . ? C6A C4A C3A 110.1(11) . . ? C6A C4A H4A 107.7 . . ? C4A C5A H5AA 109.5 . . ? C4A C5A H5AB 109.5 . . ? C4A C5A H5AC 109.5 . . ? H5AA C5A H5AB 109.5 . . ? H5AA C5A H5AC 109.5 . . ? H5AB C5A H5AC 109.5 . . ? C4A C6A H6AA 109.5 . . ? C4A C6A H6AB 109.5 . . ? C4A C6A H6AC 109.5 . . ? H6AA C6A H6AB 109.5 . . ? H6AA C6A H6AC 109.5 . . ? H6AB C6A H6AC 109.5 . . ? C10 C12A H12D 109.5 . . ? C10 C12A H12E 109.5 . . ? C10 C12A H12F 109.5 . . ? H12D C12A H12E 109.5 . . ? H12D C12A H12F 109.5 . . ? H12E C12A H12F 109.5 . . ? H23A O23 H23B 104.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O3 H3 0.8400 . ? O3 C7 1.302(7) . ? O4 C7 1.190(8) . ? O5 C13 1.273(5) . ? O6 C13 1.240(5) . ? O7 C16 1.228(5) . ? O8 H8 0.8400 . ? O8 C16 1.268(5) . ? O9 C14 1.451(4) . ? O9 C17 1.354(5) . ? O10 C17 1.212(5) . ? O11 C15 1.446(4) . ? O11 C25 1.353(5) . ? O12 C25 1.216(5) . ? O13 H13 0.8400 . ? O13 C33 1.290(4) . ? O14 C33 1.218(5) . ? O15 C36 1.230(5) . ? O16 C36 1.265(5) . ? O17 C34 1.440(4) . ? O17 C37 1.354(5) . ? O18 C37 1.202(5) . ? O19 C35 1.437(4) . ? O19 C45 1.358(5) . ? O20 C45 1.210(6) . ? O21 H21 0.8400 . ? O21 C53 1.270(10) . ? O22 H22A 0.8503 . ? O22 H22B 0.8496 . ? N2 H2A 0.9100 . ? N2 H2B 0.9100 . ? N2 H2C 0.9100 . ? N2 C8 1.481(5) . ? C7 C8 1.498(7) . ? C8 H8A 1.0000 . ? C8 C9 1.525(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C9 C10 1.500(9) . ? C10 H10 1.0000 . ? C10 H10A 1.0000 . ? C10 C11 1.446(12) . ? C10 C12 1.551(10) . ? C10 C12A 1.471(10) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C13 C14 1.517(5) . ? C14 H14 1.0000 . ? C14 C15 1.508(5) . ? C15 H15 1.0000 . ? C15 C16 1.522(4) . ? C17 C18 1.479(5) . ? C18 C19 1.385(6) . ? C18 C23 1.393(7) . ? C19 H19 0.9500 . ? C19 C20 1.375(7) . ? C20 H20 0.9500 . ? C20 C21 1.395(8) . ? C21 C22 1.385(8) . ? C21 C24 1.505(7) . ? C22 H22 0.9500 . ? C22 C23 1.383(7) . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.478(5) . ? C26 C27 1.393(7) . ? C26 C31 1.379(6) . ? C27 H27 0.9500 . ? C27 C28 1.391(8) . ? C28 H28 0.9500 . ? C28 C29 1.388(9) . ? C29 C30 1.366(8) . ? C29 C32 1.519(7) . ? C30 H30 0.9500 . ? C30 C31 1.387(6) . ? C31 H31 0.9500 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.522(4) . ? C34 H34 1.0000 . ? C34 C35 1.520(5) . ? C35 H35 1.0000 . ? C35 C36 1.521(5) . ? C37 C38 1.473(6) . ? C38 C39 1.398(7) . ? C38 C43 1.385(7) . ? C39 H39 0.9500 . ? C39 C40 1.410(8) . ? C40 H40 0.9500 . ? C40 C41 1.368(10) . ? C41 C42 1.382(10) . ? C41 C44 1.525(7) . ? C42 H42 0.9500 . ? C42 C43 1.398(7) . ? C43 H43 0.9500 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 C46 1.484(6) . ? C46 C47 1.400(8) . ? C46 C51 1.371(8) . ? C47 H47 0.9500 . ? C47 C48 1.372(8) . ? C48 H48 0.9500 . ? C48 C49 1.354(11) . ? C49 C50 1.406(11) . ? C49 C52 1.524(8) . ? C50 H50 0.9500 . ? C50 C51 1.379(8) . ? C51 H51 0.9500 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? O1 H1 0.8200 . ? O1 C1 1.308(10) . ? O2 C1 1.194(9) . ? N1 H1A 0.9100 . ? N1 H1B 0.9100 . ? N1 H1C 0.9100 . ? N1 C2 1.470(8) . ? C1 C2 1.509(8) . ? C2 H2 1.0000 . ? C2 C3 1.557(11) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C3 C4 1.504(11) . ? C4 H4 1.0000 . ? C4 C5 1.521(13) . ? C4 C6 1.555(14) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? O1A H1AA 0.8200 . ? O1A C1A 1.263(13) . ? O2A C1A 1.260(12) . ? N1A H1AB 0.9100 . ? N1A H1AC 0.9100 . ? N1A H1AD 0.9100 . ? N1A C2A 1.470(13) . ? C1A C2A 1.520(12) . ? C2A H2AA 1.0000 . ? C2A C3A 1.582(12) . ? C3A H3AA 0.9900 . ? C3A H3AB 0.9900 . ? C3A C4A 1.545(12) . ? C4A H4A 1.0000 . ? C4A C5A 1.518(12) . ? C4A C6A 1.525(13) . ? C5A H5AA 0.9800 . ? C5A H5AB 0.9800 . ? C5A H5AC 0.9800 . ? C6A H6AA 0.9800 . ? C6A H6AB 0.9800 . ? C6A H6AC 0.9800 . ? C12A H12D 0.9800 . ? C12A H12E 0.9800 . ? C12A H12F 0.9800 . ? O23 H23A 0.8499 . ? O23 H23B 0.8499 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C7 C8 N2 162.9(4) . . . . ? O3 C7 C8 C9 -70.0(6) . . . . ? O4 C7 C8 N2 -17.2(8) . . . . ? O4 C7 C8 C9 109.9(7) . . . . ? O5 C13 C14 O9 33.3(4) . . . . ? O5 C13 C14 C15 153.5(3) . . . . ? O6 C13 C14 O9 -149.1(3) . . . . ? O6 C13 C14 C15 -28.9(4) . . . . ? O9 C14 C15 O11 55.0(3) . . . . ? O9 C14 C15 C16 -68.1(3) . . . . ? O9 C17 C18 C19 -6.7(5) . . . . ? O9 C17 C18 C23 174.0(4) . . . . ? O10 C17 C18 C19 172.3(4) . . . . ? O10 C17 C18 C23 -7.0(6) . . . . ? O11 C15 C16 O7 -158.8(3) . . . . ? O11 C15 C16 O8 22.8(4) . . . . ? O11 C25 C26 C27 176.8(5) . . . . ? O11 C25 C26 C31 -2.2(6) . . . . ? O12 C25 C26 C27 -1.6(7) . . . . ? O12 C25 C26 C31 179.4(4) . . . . ? O13 C33 C34 O17 39.0(4) . . . . ? O13 C33 C34 C35 159.3(3) . . . . ? O14 C33 C34 O17 -144.0(3) . . . . ? O14 C33 C34 C35 -23.6(5) . . . . ? O17 C34 C35 O19 54.6(3) . . . . ? O17 C34 C35 C36 -67.8(3) . . . . ? O17 C37 C38 C39 174.7(4) . . . . ? O17 C37 C38 C43 -6.5(5) . . . . ? O18 C37 C38 C39 -5.5(6) . . . . ? O18 C37 C38 C43 173.4(4) . . . . ? O19 C35 C36 O15 -162.2(3) . . . . ? O19 C35 C36 O16 18.7(5) . . . . ? O19 C45 C46 C47 173.6(4) . . . . ? O19 C45 C46 C51 -5.8(6) . . . . ? O20 C45 C46 C47 -6.4(7) . . . . ? O20 C45 C46 C51 174.2(5) . . . . ? N2 C8 C9 C10 56.1(6) . . . . ? C7 C8 C9 C10 -69.3(7) . . . . ? C8 C9 C10 C11 57.8(9) . . . . ? C8 C9 C10 C12 -179.2(9) . . . . ? C8 C9 C10 C12A -83.5(10) . . . . ? C13 C14 C15 O11 -66.8(3) . . . . ? C13 C14 C15 C16 170.2(3) . . . . ? C14 O9 C17 O10 -5.6(5) . . . . ? C14 O9 C17 C18 173.4(3) . . . . ? C14 C15 C16 O7 -37.9(5) . . . . ? C14 C15 C16 O8 143.7(3) . . . . ? C15 O11 C25 O12 -6.6(5) . . . . ? C15 O11 C25 C26 175.1(3) . . . . ? C17 O9 C14 C13 -85.5(4) . . . . ? C17 O9 C14 C15 151.0(3) . . . . ? C17 C18 C19 C20 -179.0(4) . . . . ? C17 C18 C23 C22 179.2(4) . . . . ? C18 C19 C20 C21 -0.6(8) . . . . ? C19 C18 C23 C22 -0.1(7) . . . . ? C19 C20 C21 C22 0.8(8) . . . . ? C19 C20 C21 C24 178.2(5) . . . . ? C20 C21 C22 C23 -0.6(8) . . . . ? C21 C22 C23 C18 0.3(8) . . . . ? C23 C18 C19 C20 0.2(7) . . . . ? C24 C21 C22 C23 -178.0(5) . . . . ? C25 O11 C15 C14 155.1(3) . . . . ? C25 O11 C15 C16 -81.4(4) . . . . ? C25 C26 C27 C28 178.8(6) . . . . ? C25 C26 C31 C30 -179.4(4) . . . . ? C26 C27 C28 C29 1.9(12) . . . . ? C27 C26 C31 C30 1.6(8) . . . . ? C27 C28 C29 C30 -1.1(11) . . . . ? C27 C28 C29 C32 179.8(7) . . . . ? C28 C29 C30 C31 0.6(9) . . . . ? C29 C30 C31 C26 -0.9(8) . . . . ? C31 C26 C27 C28 -2.1(10) . . . . ? C32 C29 C30 C31 179.7(6) . . . . ? C33 C34 C35 O19 -67.0(3) . . . . ? C33 C34 C35 C36 170.6(3) . . . . ? C34 O17 C37 O18 -7.6(5) . . . . ? C34 O17 C37 C38 172.3(3) . . . . ? C34 C35 C36 O15 -41.8(4) . . . . ? C34 C35 C36 O16 139.1(3) . . . . ? C35 O19 C45 O20 -8.2(5) . . . . ? C35 O19 C45 C46 171.8(3) . . . . ? C37 O17 C34 C33 -94.2(4) . . . . ? C37 O17 C34 C35 141.9(3) . . . . ? C37 C38 C39 C40 179.2(5) . . . . ? C37 C38 C43 C42 -179.3(4) . . . . ? C38 C39 C40 C41 -0.7(9) . . . . ? C39 C38 C43 C42 -0.4(7) . . . . ? C39 C40 C41 C42 1.1(9) . . . . ? C39 C40 C41 C44 179.2(5) . . . . ? C40 C41 C42 C43 -1.2(8) . . . . ? C41 C42 C43 C38 0.9(8) . . . . ? C43 C38 C39 C40 0.4(8) . . . . ? C44 C41 C42 C43 -179.3(5) . . . . ? C45 O19 C35 C34 158.2(3) . . . . ? C45 O19 C35 C36 -79.4(4) . . . . ? C45 C46 C47 C48 -179.5(5) . . . . ? C45 C46 C51 C50 179.5(6) . . . . ? C46 C47 C48 C49 -0.9(9) . . . . ? C47 C46 C51 C50 0.1(9) . . . . ? C47 C48 C49 C50 1.6(10) . . . . ? C47 C48 C49 C52 -178.0(6) . . . . ? C48 C49 C50 C51 -1.5(11) . . . . ? C49 C50 C51 C46 0.7(11) . . . . ? C51 C46 C47 C48 0.0(8) . . . . ? C52 C49 C50 C51 178.1(7) . . . . ? O1 C1 C2 N1 63.6(6) . . . . ? O1 C1 C2 C3 178.7(6) . . . . ? O2 C1 C2 N1 -116.2(6) . . . . ? O2 C1 C2 C3 -1.1(6) . . . . ? N1 C2 C3 C4 -169.7(6) . . . . ? C1 C2 C3 C4 75.8(7) . . . . ? C2 C3 C4 C5 68.6(9) . . . . ? C2 C3 C4 C6 -172.1(7) . . . . ? O1A C1A C2A N1A 155.1(14) . . . . ? O1A C1A C2A C3A -81.1(12) . . . . ? O2A C1A C2A N1A -25.0(15) . . . . ? O2A C1A C2A C3A 98.8(12) . . . . ? N1A C2A C3A C4A -64(2) . . . . ? C1A C2A C3A C4A 172.8(14) . . . . ? C2A C3A C4A C5A -59(2) . . . . ? C2A C3A C4A C6A 175.5(19) . . . . ?