#------------------------------------------------------------------------------ #$Date: 2020-03-04 09:46:50 +0200 (Wed, 04 Mar 2020) $ #$Revision: 248752 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/74/1557449.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_1557449 loop_ _publ_author_name 'Sharma, Mahendra K.' 'Blomeyer, Sebastian' 'Glodde, Timo' 'Neumann, Beate' 'Stammler, Hans-Georg' 'Hinz, Alexander' 'van Gastel, Maurice' 'Ghadwal, Rajendra S.' _publ_section_title ; Isolation of singlet carbene derived 2-phospha-1,3-butadienes and their sequential one-electron oxidation to radical cations and dications ; _journal_issue 7 _journal_name_full 'Chemical Science' _journal_page_first 1975 _journal_paper_doi 10.1039/C9SC05598C _journal_volume 11 _journal_year 2020 _chemical_formula_moiety 'C54 H72 Cl N3 P, C F3 O3 S' _chemical_formula_sum 'C55 H72 Cl F3 N3 O3 P S' _chemical_formula_weight 978.63 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2019-07-01 _audit_creation_method ; Olex2 1.3-ac4 (compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739) ; _audit_update_record ; 2019-08-28 deposited with the CCDC. 2020-01-06 downloaded from the CCDC. ; _cell_angle_alpha 98.063(2) _cell_angle_beta 91.131(2) _cell_angle_gamma 103.315(3) _cell_formula_units_Z 2 _cell_length_a 11.0592(4) _cell_length_b 12.9006(3) _cell_length_c 18.7834(5) _cell_measurement_reflns_used 21348 _cell_measurement_temperature 100.01(10) _cell_measurement_theta_max 76.2750 _cell_measurement_theta_min 3.4950 _cell_volume 2578.25(14) _computing_cell_refinement 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.984 _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 -60.00 29.00 1.00 12.50 -- -38.50 57.00 30.00 89 2 \w -58.00 33.00 1.00 12.50 -- -38.50 38.00 -60.00 91 3 \w -50.00 31.00 1.00 12.50 -- -38.50 77.00 150.00 81 4 \w -66.00 -18.00 1.00 12.50 -- -38.50 -38.00 -30.00 48 5 \w 19.00 74.00 1.00 12.50 -- 42.70 57.00 150.00 55 6 \w 3.00 75.00 1.00 12.50 -- 42.70 -99.00 -90.00 72 7 \w 15.00 43.00 1.00 12.50 -- 42.70 77.00 120.00 28 8 \w 65.00 108.00 1.00 12.50 -- 42.70 77.00 120.00 43 9 \w 15.00 52.00 1.00 12.50 -- 42.70 77.00 0.00 37 10 \w 20.00 96.00 1.00 12.50 -- 42.70 57.00 30.00 76 11 \w 10.00 67.00 1.00 12.50 -- 42.70 -99.00 90.00 57 12 \w 17.00 61.00 1.00 12.50 -- 42.70 77.00-180.00 44 13 \w 13.00 60.00 1.00 12.50 -- 42.70 77.00 -60.00 47 14 \w 64.00 114.00 1.00 12.50 -- 42.70 77.00-180.00 50 15 \w 13.00 114.00 1.00 12.50 -- 42.70 77.00-120.00 101 16 \w 29.00 57.00 1.00 12.50 -- 42.70 38.00 0.00 28 17 \w 13.00 80.00 1.00 12.50 -- 42.70 77.00 60.00 67 18 \w 31.00 89.00 1.00 49.50 -- 111.00 -94.00 0.00 58 19 \w 81.00 177.00 1.00 49.50 -- 111.00 77.00 -30.00 96 20 \w 41.00 102.00 1.00 49.50 -- 111.00-125.00 -30.00 61 21 \w 43.00 137.00 1.00 49.50 -- 111.00 -61.00 150.00 94 22 \w 81.00 108.00 1.00 49.50 -- 111.00 77.00 90.00 27 23 \w 81.00 176.00 1.00 49.50 -- 111.00 77.00 150.00 95 24 \w 81.00 164.00 1.00 49.50 -- 111.00 77.00-120.00 83 25 \w 85.00 130.00 1.00 49.50 -- 111.00 61.00-120.00 45 26 \w 85.00 177.00 1.00 49.50 -- 111.00 61.00 -60.00 92 27 \w 83.00 110.00 1.00 49.50 -- 111.00 68.00 -51.76 27 28 \w 85.00 178.00 1.00 49.50 -- 111.00 62.00 93.47 93 29 \w 112.00 146.00 1.00 49.50 -- 111.00 77.00 60.00 34 30 \w 81.00 171.00 1.00 49.50 -- 111.00 77.00 30.00 90 31 \w 85.00 112.00 1.00 49.50 -- 111.00 61.00 30.00 27 32 \w 81.00 107.00 1.00 49.50 -- 111.00 77.00 60.00 26 33 \w 43.00 121.00 1.00 49.50 -- 111.00-129.00 143.00 78 34 \w 85.00 112.00 1.00 49.50 -- 111.00 61.00 90.00 27 35 \w 31.00 106.00 1.00 49.50 -- 111.00 -94.00 150.00 75 36 \w 88.00 152.00 1.00 49.50 -- 111.00 48.00-154.30 64 37 \w 81.00 175.00 1.00 49.50 -- 111.00 77.00 0.00 94 38 \w 82.00 108.00 1.00 49.50 -- 111.00 77.00-180.00 26 39 \w 85.00 112.00 1.00 49.50 -- 111.00 61.00 120.00 27 40 \w 81.00 107.00 1.00 49.50 -- 111.00 77.00 -90.00 26 41 \w 91.00 116.00 1.00 49.50 -- 111.00-125.00 -90.00 25 42 \w 81.00 151.00 1.00 49.50 -- 111.00 77.00 120.00 70 43 \w 85.00 111.00 1.00 49.50 -- 111.00 61.00 60.00 26 44 \w 85.00 111.00 1.00 49.50 -- 111.00 61.00 150.00 26 45 \w 81.00 107.00 1.00 49.50 -- 111.00 77.00-150.00 26 46 \w 85.00 111.00 1.00 49.50 -- 111.00 61.00-150.00 26 47 \w 85.00 112.00 1.00 49.50 -- 111.00 61.00 0.00 27 48 \w 85.00 122.00 1.00 49.50 -- 111.00 61.00 -30.00 37 49 \w 45.00 118.00 1.00 49.50 -- 111.00-125.00 90.00 73 50 \w 85.00 112.00 1.00 49.50 -- 111.00 61.00 -90.00 27 51 \w 85.00 112.00 1.00 49.50 -- 111.00 61.00-180.00 27 52 \w 88.00 118.00 1.00 49.50 -- 111.00-125.00 0.00 30 53 \w 58.00 87.00 1.00 49.50 -- 111.00-125.00 0.00 29 54 \w 82.00 178.00 1.00 49.50 -- 111.00 73.00-158.66 96 55 \w 84.00 157.00 1.00 49.50 -- 111.00 66.00 -84.59 73 56 \w 83.00 107.00 1.00 49.50 -- 111.00 68.00 120.11 24 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0018531000 _diffrn_orient_matrix_UB_12 -0.0171295000 _diffrn_orient_matrix_UB_13 -0.0828872000 _diffrn_orient_matrix_UB_21 -0.0136864000 _diffrn_orient_matrix_UB_22 -0.1216643000 _diffrn_orient_matrix_UB_23 -0.0004385000 _diffrn_orient_matrix_UB_31 -0.1426921000 _diffrn_orient_matrix_UB_32 -0.0174640000 _diffrn_orient_matrix_UB_33 -0.0033826000 _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 0.0440 _diffrn_reflns_av_unetI/netI 0.0302 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.984 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 46168 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.984 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.693 _diffrn_reflns_theta_min 2.379 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.785 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.451 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear pink' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary pink _exptl_crystal_density_diffrn 1.261 _exptl_crystal_description plate _exptl_crystal_F_000 1044 _exptl_crystal_size_max 0.499 _exptl_crystal_size_mid 0.312 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.445 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.051 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 675 _refine_ls_number_reflns 10686 _refine_ls_number_restraints 36 _refine_ls_restrained_S_all 1.082 _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_gt 0.0420 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0604P)^2^+0.9870P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1129 _refine_ls_wR_factor_ref 0.1182 _reflns_Friedel_coverage 0.000 _reflns_number_gt 9327 _reflns_number_total 10686 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9sc05598c2.cif _cod_data_source_block compound2 _cod_original_cell_volume 2578.25(13) _cod_database_code 1557449 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula C55H72ClF3N3O3PS _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 0.948 _shelx_estimated_absorpt_t_min 0.470 _diffrn_oxdiff_digest_frames ; 01b398728a16ea12b9fc2eda7727766f6d0314356fd ; _diffrn_oxdiff_digest_hkl ; 0123ca9911f43a4794f9ebcb5eeb0c47a3ff5e ; _reflns_odcompleteness_completeness 100.00 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 42.14 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints Uanis(C55B) = Uanis(C55) Uanis(C13) = Uanis(C13B) 3. Rigid body (RIGU) restrains F1, F1B, F2, F2B, F3, F3B, O1, O2, O3, C55, C55B with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 4. Others Sof(C13B)=Sof(H13B)=Sof(C14B)=Sof(H14D)=Sof(H14E)=Sof(H14F)=Sof(C15B)= Sof(H15D)=Sof(H15E)=Sof(H15F)=1-FVAR(1) Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C15)=Sof(H15A)= Sof(H15B)=Sof(H15C)=FVAR(1) Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(C55B)=1-FVAR(2) Sof(F1)=Sof(F2)=Sof(F3)=Sof(C55)=FVAR(2) 5.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C13B(H13B), C22(H22), C25(H25), C49(H49), C52(H52) 5.b Secondary CH2 refined with riding coordinates: C37(H37A,H37B) 5.c Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C45(H45), C46(H46), C47(H47) 5.d Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C14B(H14D,H14E, H14F), C15(H15A,H15B,H15C), C15B(H15D,H15E,H15F), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C39(H39A,H39B, H39C), C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C50(H50A, H50B,H50C), C51(H51A,H51B,H51C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C) ; _shelx_res_file ; TITL sharma43_a.res in P-1 sharma43.res created by SHELXL-2018/3 at 10:32:37 on 01-Jul-2019 REM Old TITL sharma43 in P-1 REM SHELXT solution in P-1: R1 0.143, Rweak 0.006, Alpha 0.048 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C30 N1 O2 F1 P Cl2 CELL 1.54184 11.0592 12.9006 18.7834 98.063 91.131 103.315 ZERR 2 0.0004 0.0003 0.0005 0.002 0.002 0.003 LATT 1 SFAC C H Cl F N O P S UNIT 110 144 2 6 6 6 2 2 RIGU F1 > C55B EADP C55B C55 EADP C13 C13B L.S. 11 PLAN 5 SIZE 0.03 0.312 0.499 MORE -1 BOND $H CONF fmap 2 acta OMIT 0 0 4 OMIT -10 11 9 OMIT 8 5 14 OMIT 8 -3 19 REM REM REM WGHT 0.060400 0.987000 FVAR 4.90107 0.78271 0.78925 CL1 3 0.861307 0.575710 0.386207 11.00000 0.03678 0.02142 = 0.02342 0.00181 0.00102 0.00813 P1 7 0.760813 0.552633 0.284061 11.00000 0.02226 0.01706 = 0.02185 0.00066 0.00432 0.00529 N1 5 0.630050 0.305917 0.222218 11.00000 0.01958 0.01881 = 0.03509 -0.00179 0.00680 0.00233 N2 5 0.806569 0.261343 0.205424 11.00000 0.02062 0.01409 = 0.02634 0.00074 0.00547 0.00279 N3 5 0.874920 0.778145 0.286211 11.00000 0.02070 0.01709 = 0.02211 0.00128 0.00395 0.00688 C1 1 0.755101 0.349209 0.218559 11.00000 0.01942 0.01823 = 0.02173 0.00045 0.00430 0.00339 C2 1 0.605407 0.193825 0.210990 11.00000 0.02524 0.01797 = 0.04156 -0.00235 0.00939 -0.00273 AFIX 43 H2 2 0.527835 0.146735 0.210972 11.00000 -1.20000 AFIX 0 C3 1 0.712867 0.166622 0.200334 11.00000 0.02610 0.01574 = 0.03519 0.00069 0.00861 0.00041 AFIX 43 H3 2 0.724000 0.096791 0.191093 11.00000 -1.20000 AFIX 0 C4 1 0.530074 0.359664 0.234149 11.00000 0.01663 0.02341 = 0.03871 0.00020 0.00667 0.00148 C5 1 0.496682 0.382829 0.305394 11.00000 0.02286 0.02385 = 0.04137 0.00156 0.01032 0.00311 C6 1 0.399901 0.434807 0.315708 11.00000 0.02804 0.02915 = 0.05554 0.00075 0.01670 0.00660 AFIX 43 H6 2 0.376848 0.454230 0.362126 11.00000 -1.20000 AFIX 0 C7 1 0.337481 0.457913 0.257311 11.00000 0.02435 0.04062 = 0.08056 0.01408 0.01462 0.01341 AFIX 43 H7 2 0.274987 0.495018 0.265088 11.00000 -1.20000 AFIX 0 C8 1 0.366996 0.426532 0.187947 11.00000 0.02170 0.05654 = 0.06619 0.02165 0.00461 0.00966 AFIX 43 H8 2 0.321306 0.439672 0.149502 11.00000 -1.20000 AFIX 0 C9 1 0.464406 0.375282 0.174305 11.00000 0.01904 0.04346 = 0.04630 0.00595 0.00328 0.00096 C10 1 0.557807 0.346168 0.366904 11.00000 0.03531 0.03797 = 0.03776 0.00608 0.01394 0.00991 AFIX 13 H10 2 0.642128 0.342167 0.353811 11.00000 -1.20000 AFIX 0 C11 1 0.486056 0.232005 0.377984 11.00000 0.06713 0.03704 = 0.05232 0.01148 0.02025 0.01251 AFIX 137 H11A 2 0.402058 0.233265 0.389233 11.00000 -1.50000 H11B 2 0.526115 0.209450 0.416903 11.00000 -1.50000 H11C 2 0.485497 0.182500 0.334686 11.00000 -1.50000 AFIX 0 C12 1 0.568440 0.422145 0.437813 11.00000 0.05402 0.05078 = 0.03727 0.00182 0.01561 0.00383 AFIX 137 H12A 2 0.605501 0.494404 0.430155 11.00000 -1.50000 H12B 2 0.619445 0.400876 0.472370 11.00000 -1.50000 H12C 2 0.487071 0.419010 0.455576 11.00000 -1.50000 AFIX 0 PART 1 C13 1 0.490323 0.324796 0.097716 21.00000 0.02573 0.02909 = 0.04097 0.00063 0.00078 0.00672 AFIX 13 H13 2 0.572199 0.307962 0.099919 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C13B 1 0.477469 0.370195 0.096968 -21.00000 0.02573 0.02909 = 0.04097 0.00063 0.00078 0.00672 AFIX 13 H13B 2 0.458397 0.435124 0.082675 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C14 1 0.393291 0.220295 0.072345 21.00000 0.03761 0.03740 = 0.05421 -0.00884 0.00761 -0.00306 AFIX 137 H14A 2 0.393578 0.170870 0.106055 21.00000 -1.50000 H14B 2 0.412808 0.188934 0.025847 21.00000 -1.50000 H14C 2 0.312454 0.235349 0.069173 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C14B 1 0.373796 0.274568 0.065221 -21.00000 0.04544 0.06634 = 0.04628 0.00950 -0.00632 -0.00661 AFIX 137 H14D 2 0.380030 0.212690 0.086817 -21.00000 -1.50000 H14E 2 0.381125 0.259620 0.014172 -21.00000 -1.50000 H14F 2 0.294708 0.290955 0.074611 -21.00000 -1.50000 AFIX 0 PART 0 PART 1 C15 1 0.492845 0.404067 0.044194 21.00000 0.05432 0.03913 = 0.03522 -0.00260 -0.00820 0.00332 AFIX 137 H15A 2 0.413197 0.421426 0.041216 21.00000 -1.50000 H15B 2 0.511160 0.372006 -0.002384 21.00000 -1.50000 H15C 2 0.555765 0.468587 0.060115 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C15B 1 0.601119 0.362482 0.070236 -21.00000 0.04016 0.03993 = 0.02907 0.00050 -0.00102 0.00316 AFIX 137 H15D 2 0.663895 0.422170 0.094190 -21.00000 -1.50000 H15E 2 0.600425 0.364022 0.019281 -21.00000 -1.50000 H15F 2 0.618927 0.296272 0.079964 -21.00000 -1.50000 AFIX 0 PART 0 C16 1 0.934080 0.249687 0.208819 11.00000 0.02193 0.01359 = 0.03160 0.00428 0.00765 0.00394 C17 1 0.974436 0.193941 0.147587 11.00000 0.02636 0.01528 = 0.03312 0.00392 0.01100 0.00299 C18 1 1.087150 0.163370 0.155562 11.00000 0.02687 0.02111 = 0.04303 0.00344 0.01363 0.00692 AFIX 43 H18 2 1.116268 0.125913 0.116192 11.00000 -1.20000 AFIX 0 C19 1 1.155703 0.187382 0.220129 11.00000 0.02310 0.02641 = 0.05243 0.00525 0.00717 0.00720 AFIX 43 H19 2 1.229964 0.165908 0.224084 11.00000 -1.20000 AFIX 0 C20 1 1.113998 0.243691 0.279398 11.00000 0.02549 0.02396 = 0.04319 0.00390 -0.00032 0.00477 AFIX 43 H20 2 1.161601 0.260552 0.322637 11.00000 -1.20000 AFIX 0 C21 1 1.002274 0.275381 0.275317 11.00000 0.02755 0.01546 = 0.03173 0.00267 0.00332 0.00443 C22 1 0.902823 0.163984 0.074909 11.00000 0.03534 0.01956 = 0.02878 0.00065 0.00945 0.00780 AFIX 13 H22 2 0.833661 0.199882 0.076806 11.00000 -1.20000 AFIX 0 C23 1 0.848411 0.041573 0.056570 11.00000 0.04337 0.02137 = 0.03624 -0.00133 0.00552 0.00702 AFIX 137 H23A 2 0.914443 0.004646 0.057097 11.00000 -1.50000 H23B 2 0.806820 0.025489 0.009602 11.00000 -1.50000 H23C 2 0.790081 0.018347 0.091590 11.00000 -1.50000 AFIX 0 C24 1 0.985859 0.202491 0.014739 11.00000 0.05601 0.02644 = 0.03257 0.00193 0.01825 0.01262 AFIX 137 H24A 2 1.023393 0.277992 0.027155 11.00000 -1.50000 H24B 2 0.936356 0.190413 -0.029523 11.00000 -1.50000 H24C 2 1.049765 0.163154 0.008949 11.00000 -1.50000 AFIX 0 C25 1 0.952639 0.328676 0.341995 11.00000 0.03866 0.02766 = 0.02703 0.00209 0.00016 0.01479 AFIX 13 H25 2 0.909921 0.381215 0.326806 11.00000 -1.20000 AFIX 0 C26 1 0.855443 0.244516 0.374187 11.00000 0.04107 0.04687 = 0.02927 0.01083 0.00693 0.01885 AFIX 137 H26A 2 0.787875 0.212729 0.339231 11.00000 -1.50000 H26B 2 0.824435 0.278890 0.416274 11.00000 -1.50000 H26C 2 0.893436 0.189472 0.387121 11.00000 -1.50000 AFIX 0 C27 1 1.054718 0.389756 0.399213 11.00000 0.05590 0.03200 = 0.03483 -0.00238 -0.00962 0.01791 AFIX 137 H27A 2 1.092703 0.339375 0.418836 11.00000 -1.50000 H27B 2 1.018735 0.428973 0.437016 11.00000 -1.50000 H27C 2 1.116571 0.439129 0.377581 11.00000 -1.50000 AFIX 0 C28 1 0.819887 0.460622 0.225436 11.00000 0.02116 0.01652 = 0.02239 0.00110 0.00433 0.00411 C29 1 0.941523 0.490529 0.192838 11.00000 0.01971 0.01534 = 0.02685 0.00475 0.00467 0.00634 C30 1 0.959263 0.447354 0.121975 11.00000 0.02634 0.01772 = 0.02894 0.00331 0.00661 0.00633 AFIX 43 H30 2 0.898488 0.390643 0.097531 11.00000 -1.20000 AFIX 0 C31 1 1.066455 0.488330 0.087977 11.00000 0.03482 0.02242 = 0.03517 0.00612 0.01466 0.01025 AFIX 43 H31 2 1.076601 0.458856 0.041010 11.00000 -1.20000 AFIX 0 C32 1 1.158541 0.572748 0.123329 11.00000 0.02707 0.02427 = 0.05149 0.00980 0.01804 0.00642 AFIX 43 H32 2 1.228784 0.601596 0.099744 11.00000 -1.20000 AFIX 0 C33 1 1.144745 0.613689 0.194241 11.00000 0.02164 0.02073 = 0.04862 0.00287 0.00485 0.00304 AFIX 43 H33 2 1.206933 0.669039 0.218827 11.00000 -1.20000 AFIX 0 C34 1 1.038371 0.572182 0.228481 11.00000 0.02185 0.01806 = 0.03330 0.00160 0.00302 0.00625 AFIX 43 H34 2 1.031152 0.599273 0.276362 11.00000 -1.20000 AFIX 0 C35 1 0.818931 0.683355 0.250805 11.00000 0.01834 0.01955 = 0.02247 0.00011 0.00402 0.00732 C36 1 0.766792 0.695776 0.176256 11.00000 0.02881 0.02008 = 0.02255 0.00086 -0.00013 0.00893 C37 1 0.799229 0.819136 0.178061 11.00000 0.03443 0.02118 = 0.02546 0.00336 0.00183 0.01148 AFIX 23 H37A 2 0.827649 0.837252 0.131843 11.00000 -1.20000 H37B 2 0.726582 0.847561 0.188626 11.00000 -1.20000 AFIX 0 C38 1 0.901807 0.866485 0.236749 11.00000 0.02909 0.01686 = 0.02481 0.00470 0.00510 0.00791 C39 1 0.817504 0.637939 0.110863 11.00000 0.04329 0.02874 = 0.02253 0.00213 0.00243 0.01749 AFIX 137 H39A 2 0.906756 0.659329 0.113834 11.00000 -1.50000 H39B 2 0.786231 0.656739 0.067601 11.00000 -1.50000 H39C 2 0.791330 0.561474 0.110139 11.00000 -1.50000 AFIX 0 C40 1 0.624318 0.653601 0.173520 11.00000 0.02985 0.02669 = 0.03263 -0.00310 -0.00703 0.00943 AFIX 137 H40A 2 0.604274 0.577248 0.174025 11.00000 -1.50000 H40B 2 0.588598 0.668655 0.130240 11.00000 -1.50000 H40C 2 0.591339 0.688631 0.214590 11.00000 -1.50000 AFIX 0 C41 1 1.030990 0.873487 0.207433 11.00000 0.03230 0.02389 = 0.03107 0.00726 0.00962 0.00892 AFIX 137 H41A 2 1.093330 0.906344 0.245269 11.00000 -1.50000 H41B 2 1.040645 0.916134 0.169034 11.00000 -1.50000 H41C 2 1.040101 0.802381 0.189591 11.00000 -1.50000 AFIX 0 C42 1 0.893207 0.975313 0.276547 11.00000 0.03293 0.01737 = 0.03144 0.00292 0.00563 0.00710 AFIX 137 H42A 2 0.809924 0.971371 0.291427 11.00000 -1.50000 H42B 2 0.914174 1.028810 0.245231 11.00000 -1.50000 H42C 2 0.950089 0.994517 0.318126 11.00000 -1.50000 AFIX 0 C43 1 0.893352 0.808389 0.364657 11.00000 0.02537 0.01491 = 0.02099 0.00079 0.00225 0.00536 C44 1 0.787714 0.825188 0.401262 11.00000 0.02461 0.01840 = 0.02564 0.00062 0.00345 0.00494 C45 1 0.801551 0.850547 0.476191 11.00000 0.02871 0.02491 = 0.02626 0.00019 0.00692 0.00839 AFIX 43 H45 2 0.732740 0.858705 0.502140 11.00000 -1.20000 AFIX 0 C46 1 0.914774 0.863766 0.512583 11.00000 0.03728 0.02722 = 0.02200 -0.00049 0.00208 0.00956 AFIX 43 H46 2 0.921636 0.879899 0.562545 11.00000 -1.20000 AFIX 0 C47 1 1.018146 0.852985 0.474631 11.00000 0.02840 0.02688 = 0.02628 0.00090 -0.00132 0.00774 AFIX 43 H47 2 1.094848 0.865157 0.499503 11.00000 -1.20000 AFIX 0 C48 1 1.010262 0.824313 0.399984 11.00000 0.02452 0.01819 = 0.02567 0.00098 0.00200 0.00547 C49 1 0.661157 0.819774 0.365493 11.00000 0.02340 0.02897 = 0.02690 -0.00096 0.00389 0.00902 AFIX 13 H49 2 0.670218 0.814786 0.313410 11.00000 -1.20000 AFIX 0 C50 1 0.563565 0.720667 0.379424 11.00000 0.02551 0.03458 = 0.04158 -0.00176 0.00814 0.00595 AFIX 137 H50A 2 0.591682 0.656823 0.362881 11.00000 -1.50000 H50B 2 0.486471 0.718040 0.354035 11.00000 -1.50000 H50C 2 0.551261 0.724907 0.430103 11.00000 -1.50000 AFIX 0 C51 1 0.614622 0.922016 0.390891 11.00000 0.03350 0.03500 = 0.03728 -0.00048 0.00436 0.01608 AFIX 137 H51A 2 0.594029 0.923377 0.440372 11.00000 -1.50000 H51B 2 0.542087 0.921692 0.361850 11.00000 -1.50000 H51C 2 0.678779 0.984630 0.386263 11.00000 -1.50000 AFIX 0 C52 1 1.129140 0.812444 0.363853 11.00000 0.02170 0.02646 = 0.02823 -0.00233 0.00082 0.00607 AFIX 13 H52 2 1.108603 0.787074 0.312421 11.00000 -1.20000 AFIX 0 C53 1 1.188948 0.731060 0.394732 11.00000 0.03068 0.04155 = 0.03583 -0.00152 -0.00353 0.01741 AFIX 137 H53A 2 1.218868 0.758837 0.443601 11.00000 -1.50000 H53B 2 1.257189 0.719158 0.366454 11.00000 -1.50000 H53C 2 1.128228 0.664240 0.393473 11.00000 -1.50000 AFIX 0 C54 1 1.223199 0.922023 0.371880 11.00000 0.02771 0.03585 = 0.03796 -0.00557 0.00597 0.00065 AFIX 137 H54A 2 1.184752 0.973933 0.354579 11.00000 -1.50000 H54B 2 1.293958 0.915267 0.344376 11.00000 -1.50000 H54C 2 1.249668 0.945348 0.421701 11.00000 -1.50000 AFIX 0 S1 8 0.434070 0.911981 0.201970 11.00000 0.02467 0.02180 = 0.04433 0.00424 0.00499 0.00110 PART 1 F1 4 0.259324 0.840266 0.098562 31.00000 0.04826 0.06387 = 0.05898 0.00559 -0.01412 0.00318 PART 0 PART 2 F1B 4 0.313258 0.844444 0.077769 -31.00000 0.08307 0.09789 = 0.10182 0.02569 -0.05457 -0.01255 PART 0 PART 1 F2 4 0.424388 0.782719 0.080040 31.00000 0.08339 0.04584 = 0.05223 -0.00314 0.02222 0.02165 PART 0 PART 2 F2B 4 0.497358 0.814875 0.082624 -31.00000 0.12428 0.06900 = 0.05282 -0.01364 -0.00484 0.05892 PART 0 PART 1 F3 4 0.425283 0.946248 0.068690 31.00000 0.09322 0.05404 = 0.05577 0.02747 0.01999 0.01294 PART 0 PART 2 F3B 4 0.472946 0.973160 0.073117 -31.00000 0.12978 0.05569 = 0.04215 0.01896 0.01842 0.02402 PART 0 O1 6 0.384933 0.816050 0.233019 11.00000 0.04152 0.02665 = 0.05284 0.00945 0.00414 -0.00410 O2 6 0.567163 0.943202 0.203988 11.00000 0.02593 0.02842 = 0.09493 0.01682 0.00351 0.00248 O3 6 0.374340 0.999209 0.220472 11.00000 0.03364 0.02708 = 0.06419 0.00136 0.01483 0.00580 PART 1 C55 1 0.382673 0.868497 0.108626 31.00000 0.04448 0.03579 = 0.04221 0.00935 0.01446 0.00813 PART 0 PART 2 C55B 1 0.426105 0.883871 0.101924 -31.00000 0.04448 0.03579 = 0.04221 0.00935 0.01446 0.00813 HKLF 4 REM sharma43_a.res in P-1 REM wR2 = 0.1182, GooF = S = 1.082, Restrained GooF = 1.082 for all data REM R1 = 0.0420 for 9327 Fo > 4sig(Fo) and 0.0483 for all 10686 data REM 675 parameters refined using 36 restraints END WGHT 0.0604 0.9873 REM Highest difference peak 0.445, deepest hole -0.475, 1-sigma level 0.051 Q1 1 0.4414 0.8956 0.1527 11.00000 0.05 0.45 Q2 1 0.3819 0.4817 0.2131 11.00000 0.05 0.39 Q3 1 0.3952 0.8000 0.1861 11.00000 0.05 0.36 Q4 1 0.5644 0.9364 0.1543 11.00000 0.05 0.34 Q5 1 0.4416 0.4229 0.1847 11.00000 0.05 0.31 ; _shelx_res_checksum 61266 _olex2_date_sample_data_collection 2019-06-28 _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 2.878 _oxdiff_exptl_absorpt_empirical_full_min 0.376 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 Cl1 Cl 0.86131(4) 0.57571(3) 0.38621(2) 0.02716(10) Uani 1 1 d . . . . . P1 P 0.76081(4) 0.55263(3) 0.28406(2) 0.02046(9) Uani 1 1 d . . . . . N1 N 0.63005(13) 0.30592(11) 0.22222(8) 0.0253(3) Uani 1 1 d . . . . . N2 N 0.80657(12) 0.26134(10) 0.20542(7) 0.0207(3) Uani 1 1 d . . . . . N3 N 0.87492(12) 0.77814(10) 0.28621(7) 0.0197(3) Uani 1 1 d . . . . . C1 C 0.75510(14) 0.34921(12) 0.21856(8) 0.0202(3) Uani 1 1 d . . . . . C2 C 0.60541(17) 0.19383(13) 0.21099(10) 0.0301(4) Uani 1 1 d . . . . . H2 H 0.527835 0.146735 0.210972 0.036 Uiso 1 1 calc R . . . . C3 C 0.71287(16) 0.16662(12) 0.20033(9) 0.0266(3) Uani 1 1 d . . . . . H3 H 0.724000 0.096791 0.191093 0.032 Uiso 1 1 calc R . . . . C4 C 0.53007(15) 0.35966(13) 0.23415(9) 0.0271(3) Uani 1 1 d . . . . . C5 C 0.49668(16) 0.38283(14) 0.30539(10) 0.0300(4) Uani 1 1 d . . . . . C6 C 0.39990(18) 0.43481(15) 0.31571(12) 0.0379(4) Uani 1 1 d . . . . . H6 H 0.376848 0.454230 0.362126 0.046 Uiso 1 1 calc R . . . . C7 C 0.33748(19) 0.45791(17) 0.25731(14) 0.0469(5) Uani 1 1 d . . . . . H7 H 0.274987 0.495018 0.265088 0.056 Uiso 1 1 calc R . . . . C8 C 0.36700(19) 0.42653(19) 0.18795(14) 0.0468(5) Uani 1 1 d . . . . . H8 H 0.321306 0.439672 0.149502 0.056 Uiso 1 1 calc R . . . . C9 C 0.46441(17) 0.37528(17) 0.17430(11) 0.0374(4) Uani 1 1 d . . . . . C10 C 0.55781(19) 0.34617(16) 0.36690(10) 0.0366(4) Uani 1 1 d . . . . . H10 H 0.642128 0.342167 0.353811 0.044 Uiso 1 1 calc R . . . . C11 C 0.4861(3) 0.23200(18) 0.37798(13) 0.0514(6) Uani 1 1 d . . . . . H11A H 0.402058 0.233265 0.389233 0.077 Uiso 1 1 calc GR . . . . H11B H 0.526115 0.209450 0.416903 0.077 Uiso 1 1 calc GR . . . . H11C H 0.485497 0.182500 0.334686 0.077 Uiso 1 1 calc GR . . . . C12 C 0.5684(2) 0.42215(19) 0.43781(11) 0.0490(5) Uani 1 1 d . . . . . H12A H 0.605501 0.494404 0.430155 0.074 Uiso 1 1 calc GR . . . . H12B H 0.619445 0.400876 0.472370 0.074 Uiso 1 1 calc GR . . . . H12C H 0.487071 0.419010 0.455576 0.074 Uiso 1 1 calc GR . . . . C13 C 0.4903(2) 0.3248(2) 0.09772(14) 0.0324(6) Uani 0.783(5) 1 d . . P A 1 H13 H 0.572199 0.307962 0.099919 0.039 Uiso 0.783(5) 1 calc R . P A 1 C13B C 0.4775(9) 0.3702(9) 0.0970(6) 0.0324(6) Uani 0.217(5) 1 d . . P A 2 H13B H 0.458397 0.435124 0.082675 0.039 Uiso 0.217(5) 1 calc R . P A 2 C14 C 0.3933(3) 0.2203(3) 0.0723(2) 0.0465(8) Uani 0.783(5) 1 d . . P A 1 H14A H 0.393578 0.170870 0.106055 0.070 Uiso 0.783(5) 1 calc GR . P A 1 H14B H 0.412808 0.188934 0.025847 0.070 Uiso 0.783(5) 1 calc GR . P A 1 H14C H 0.312454 0.235349 0.069173 0.070 Uiso 0.783(5) 1 calc GR . P A 1 C14B C 0.3738(13) 0.2746(14) 0.0652(7) 0.056(3) Uani 0.217(5) 1 d . . P A 2 H14D H 0.380030 0.212690 0.086817 0.084 Uiso 0.217(5) 1 calc GR . P A 2 H14E H 0.381125 0.259620 0.014172 0.084 Uiso 0.217(5) 1 calc GR . P A 2 H14F H 0.294708 0.290955 0.074611 0.084 Uiso 0.217(5) 1 calc GR . P A 2 C15 C 0.4928(3) 0.4041(2) 0.04419(14) 0.0451(7) Uani 0.783(5) 1 d . . P A 1 H15A H 0.413197 0.421426 0.041216 0.068 Uiso 0.783(5) 1 calc GR . P A 1 H15B H 0.511160 0.372006 -0.002384 0.068 Uiso 0.783(5) 1 calc GR . P A 1 H15C H 0.555765 0.468587 0.060115 0.068 Uiso 0.783(5) 1 calc GR . P A 1 C15B C 0.6011(9) 0.3625(8) 0.0702(5) 0.038(2) Uani 0.217(5) 1 d . . P A 2 H15D H 0.663895 0.422170 0.094190 0.057 Uiso 0.217(5) 1 calc GR . P A 2 H15E H 0.600425 0.364022 0.019281 0.057 Uiso 0.217(5) 1 calc GR . P A 2 H15F H 0.618927 0.296272 0.079964 0.057 Uiso 0.217(5) 1 calc GR . P A 2 C16 C 0.93408(15) 0.24969(11) 0.20882(9) 0.0222(3) Uani 1 1 d . . . . . C17 C 0.97444(16) 0.19394(12) 0.14759(9) 0.0251(3) Uani 1 1 d . . . . . C18 C 1.08715(17) 0.16337(13) 0.15556(10) 0.0301(4) Uani 1 1 d . . . . . H18 H 1.116268 0.125913 0.116192 0.036 Uiso 1 1 calc R . . . . C19 C 1.15570(17) 0.18738(14) 0.22013(11) 0.0337(4) Uani 1 1 d . . . . . H19 H 1.229964 0.165908 0.224084 0.040 Uiso 1 1 calc R . . . . C20 C 1.11400(17) 0.24369(14) 0.27940(10) 0.0312(4) Uani 1 1 d . . . . . H20 H 1.161601 0.260552 0.322637 0.037 Uiso 1 1 calc R . . . . C21 C 1.00227(16) 0.27538(12) 0.27532(9) 0.0251(3) Uani 1 1 d . . . . . C22 C 0.90282(17) 0.16398(13) 0.07491(9) 0.0279(3) Uani 1 1 d . . . . . H22 H 0.833661 0.199882 0.076806 0.033 Uiso 1 1 calc R . . . . C23 C 0.84841(19) 0.04157(14) 0.05657(10) 0.0343(4) Uani 1 1 d . . . . . H23A H 0.914443 0.004646 0.057097 0.051 Uiso 1 1 calc GR . . . . H23B H 0.806820 0.025489 0.009602 0.051 Uiso 1 1 calc GR . . . . H23C H 0.790081 0.018347 0.091590 0.051 Uiso 1 1 calc GR . . . . C24 C 0.9859(2) 0.20249(15) 0.01474(10) 0.0379(4) Uani 1 1 d . . . . . H24A H 1.023393 0.277992 0.027155 0.057 Uiso 1 1 calc GR . . . . H24B H 0.936356 0.190413 -0.029523 0.057 Uiso 1 1 calc GR . . . . H24C H 1.049765 0.163154 0.008949 0.057 Uiso 1 1 calc GR . . . . C25 C 0.95264(18) 0.32868(14) 0.34199(9) 0.0302(4) Uani 1 1 d . . . . . H25 H 0.909921 0.381215 0.326806 0.036 Uiso 1 1 calc R . . . . C26 C 0.8554(2) 0.24452(17) 0.37419(10) 0.0371(4) Uani 1 1 d . . . . . H26A H 0.787875 0.212729 0.339231 0.056 Uiso 1 1 calc GR . . . . H26B H 0.824435 0.278890 0.416274 0.056 Uiso 1 1 calc GR . . . . H26C H 0.893436 0.189472 0.387121 0.056 Uiso 1 1 calc GR . . . . C27 C 1.0547(2) 0.38976(16) 0.39921(10) 0.0406(5) Uani 1 1 d . . . . . H27A H 1.092703 0.339375 0.418836 0.061 Uiso 1 1 calc GR . . . . H27B H 1.018735 0.428973 0.437016 0.061 Uiso 1 1 calc GR . . . . H27C H 1.116571 0.439129 0.377581 0.061 Uiso 1 1 calc GR . . . . C28 C 0.81989(15) 0.46062(12) 0.22544(8) 0.0202(3) Uani 1 1 d . . . . . C29 C 0.94152(14) 0.49053(11) 0.19284(8) 0.0201(3) Uani 1 1 d . . . . . C30 C 0.95926(16) 0.44735(12) 0.12198(9) 0.0241(3) Uani 1 1 d . . . . . H30 H 0.898488 0.390643 0.097531 0.029 Uiso 1 1 calc R . . . . C31 C 1.06646(17) 0.48833(13) 0.08798(10) 0.0299(4) Uani 1 1 d . . . . . H31 H 1.076601 0.458856 0.041010 0.036 Uiso 1 1 calc R . . . . C32 C 1.15854(17) 0.57275(14) 0.12333(11) 0.0336(4) Uani 1 1 d . . . . . H32 H 1.228784 0.601596 0.099744 0.040 Uiso 1 1 calc R . . . . C33 C 1.14474(16) 0.61369(13) 0.19424(10) 0.0308(4) Uani 1 1 d . . . . . H33 H 1.206933 0.669039 0.218827 0.037 Uiso 1 1 calc R . . . . C34 C 1.03837(15) 0.57218(12) 0.22848(9) 0.0243(3) Uani 1 1 d . . . . . H34 H 1.031152 0.599273 0.276362 0.029 Uiso 1 1 calc R . . . . C35 C 0.81893(14) 0.68335(12) 0.25080(8) 0.0199(3) Uani 1 1 d . . . . . C36 C 0.76679(16) 0.69578(12) 0.17626(8) 0.0235(3) Uani 1 1 d . . . . . C37 C 0.79923(17) 0.81914(13) 0.17806(8) 0.0262(3) Uani 1 1 d . . . . . H37A H 0.827649 0.837252 0.131843 0.031 Uiso 1 1 calc R . . . . H37B H 0.726582 0.847561 0.188626 0.031 Uiso 1 1 calc R . . . . C38 C 0.90181(16) 0.86649(12) 0.23675(8) 0.0230(3) Uani 1 1 d . . . . . C39 C 0.81750(19) 0.63794(14) 0.11086(9) 0.0302(4) Uani 1 1 d . . . . . H39A H 0.906756 0.659329 0.113834 0.045 Uiso 1 1 calc GR . . . . H39B H 0.786231 0.656739 0.067601 0.045 Uiso 1 1 calc GR . . . . H39C H 0.791330 0.561474 0.110139 0.045 Uiso 1 1 calc GR . . . . C40 C 0.62432(17) 0.65360(14) 0.17352(9) 0.0301(4) Uani 1 1 d . . . . . H40A H 0.604274 0.577248 0.174025 0.045 Uiso 1 1 calc GR . . . . H40B H 0.588598 0.668655 0.130240 0.045 Uiso 1 1 calc GR . . . . H40C H 0.591339 0.688631 0.214590 0.045 Uiso 1 1 calc GR . . . . C41 C 1.03099(17) 0.87349(13) 0.20743(9) 0.0283(3) Uani 1 1 d . . . . . H41A H 1.093330 0.906344 0.245269 0.042 Uiso 1 1 calc GR . . . . H41B H 1.040645 0.916134 0.169034 0.042 Uiso 1 1 calc GR . . . . H41C H 1.040101 0.802381 0.189591 0.042 Uiso 1 1 calc GR . . . . C42 C 0.89321(17) 0.97531(12) 0.27655(9) 0.0271(3) Uani 1 1 d . . . . . H42A H 0.809924 0.971371 0.291427 0.041 Uiso 1 1 calc GR . . . . H42B H 0.914174 1.028810 0.245231 0.041 Uiso 1 1 calc GR . . . . H42C H 0.950089 0.994517 0.318126 0.041 Uiso 1 1 calc GR . . . . C43 C 0.89335(15) 0.80839(11) 0.36466(8) 0.0205(3) Uani 1 1 d . . . . . C44 C 0.78771(15) 0.82519(12) 0.40126(8) 0.0231(3) Uani 1 1 d . . . . . C45 C 0.80155(17) 0.85055(13) 0.47619(9) 0.0266(3) Uani 1 1 d . . . . . H45 H 0.732740 0.858705 0.502140 0.032 Uiso 1 1 calc R . . . . C46 C 0.91477(18) 0.86377(14) 0.51258(9) 0.0289(3) Uani 1 1 d . . . . . H46 H 0.921636 0.879899 0.562545 0.035 Uiso 1 1 calc R . . . . C47 C 1.01815(17) 0.85298(13) 0.47463(9) 0.0273(3) Uani 1 1 d . . . . . H47 H 1.094848 0.865157 0.499503 0.033 Uiso 1 1 calc R . . . . C48 C 1.01026(15) 0.82431(12) 0.39998(8) 0.0229(3) Uani 1 1 d . . . . . C49 C 0.66116(16) 0.81977(13) 0.36549(9) 0.0264(3) Uani 1 1 d . . . . . H49 H 0.670218 0.814786 0.313410 0.032 Uiso 1 1 calc R . . . . C50 C 0.56356(17) 0.72067(15) 0.37942(10) 0.0347(4) Uani 1 1 d . . . . . H50A H 0.591682 0.656823 0.362881 0.052 Uiso 1 1 calc GR . . . . H50B H 0.486471 0.718040 0.354035 0.052 Uiso 1 1 calc GR . . . . H50C H 0.551261 0.724907 0.430103 0.052 Uiso 1 1 calc GR . . . . C51 C 0.61462(18) 0.92202(15) 0.39089(10) 0.0345(4) Uani 1 1 d . . . . . H51A H 0.594029 0.923377 0.440372 0.052 Uiso 1 1 calc GR . . . . H51B H 0.542087 0.921692 0.361850 0.052 Uiso 1 1 calc GR . . . . H51C H 0.678779 0.984630 0.386263 0.052 Uiso 1 1 calc GR . . . . C52 C 1.12914(15) 0.81244(13) 0.36385(9) 0.0260(3) Uani 1 1 d . . . . . H52 H 1.108603 0.787074 0.312421 0.031 Uiso 1 1 calc R . . . . C53 C 1.18895(18) 0.73106(16) 0.39473(10) 0.0353(4) Uani 1 1 d . . . . . H53A H 1.218868 0.758837 0.443601 0.053 Uiso 1 1 calc GR . . . . H53B H 1.257189 0.719158 0.366454 0.053 Uiso 1 1 calc GR . . . . H53C H 1.128228 0.664240 0.393473 0.053 Uiso 1 1 calc GR . . . . C54 C 1.22320(18) 0.92202(16) 0.37188(10) 0.0360(4) Uani 1 1 d . . . . . H54A H 1.184752 0.973933 0.354579 0.054 Uiso 1 1 calc GR . . . . H54B H 1.293958 0.915267 0.344376 0.054 Uiso 1 1 calc GR . . . . H54C H 1.249668 0.945348 0.421701 0.054 Uiso 1 1 calc GR . . . . S1 S 0.43407(4) 0.91198(3) 0.20197(2) 0.03101(11) Uani 1 1 d . . . . . F1 F 0.2593(4) 0.8403(3) 0.09856(17) 0.0593(8) Uani 0.789(13) 1 d . U P B 1 F1B F 0.313(2) 0.8444(13) 0.0778(14) 0.100(6) Uani 0.211(13) 1 d . U P B 2 F2 F 0.4244(5) 0.7827(2) 0.08004(17) 0.0602(9) Uani 0.789(13) 1 d . U P B 1 F2B F 0.497(3) 0.8149(15) 0.0826(6) 0.078(5) Uani 0.211(13) 1 d . U P B 2 F3 F 0.4253(5) 0.9462(4) 0.0687(3) 0.0663(10) Uani 0.789(13) 1 d . U P B 1 F3B F 0.473(2) 0.9732(15) 0.0731(11) 0.074(5) Uani 0.211(13) 1 d . U P B 2 O1 O 0.38493(14) 0.81605(11) 0.23302(8) 0.0420(3) Uani 1 1 d . U . . . O2 O 0.56716(13) 0.94320(11) 0.20399(10) 0.0496(4) Uani 1 1 d . U . . . O3 O 0.37434(13) 0.99921(11) 0.22047(9) 0.0422(3) Uani 1 1 d . U . . . C55 C 0.3827(6) 0.8685(3) 0.1086(2) 0.0405(9) Uani 0.789(13) 1 d . U P B 1 C55B C 0.4261(18) 0.8839(14) 0.1019(10) 0.0405(9) Uani 0.211(13) 1 d . U P B 2 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 Cl1 0.0368(2) 0.02142(18) 0.02342(17) 0.00181(13) 0.00102(15) 0.00813(15) P1 0.0223(2) 0.01706(18) 0.02185(18) 0.00066(13) 0.00432(14) 0.00529(15) N1 0.0196(7) 0.0188(6) 0.0351(7) -0.0018(5) 0.0068(5) 0.0023(5) N2 0.0206(7) 0.0141(6) 0.0263(6) 0.0007(5) 0.0055(5) 0.0028(5) N3 0.0207(6) 0.0171(6) 0.0221(6) 0.0013(5) 0.0040(5) 0.0069(5) C1 0.0194(7) 0.0182(7) 0.0217(7) 0.0004(5) 0.0043(6) 0.0034(6) C2 0.0252(9) 0.0180(7) 0.0416(9) -0.0024(6) 0.0094(7) -0.0027(6) C3 0.0261(9) 0.0157(7) 0.0352(8) 0.0007(6) 0.0086(7) 0.0004(6) C4 0.0166(8) 0.0234(8) 0.0387(9) 0.0002(6) 0.0067(6) 0.0015(6) C5 0.0229(8) 0.0239(8) 0.0414(9) 0.0016(7) 0.0103(7) 0.0031(7) C6 0.0280(9) 0.0291(9) 0.0555(11) 0.0008(8) 0.0167(8) 0.0066(8) C7 0.0243(10) 0.0406(11) 0.0806(16) 0.0141(10) 0.0146(10) 0.0134(9) C8 0.0217(9) 0.0565(13) 0.0662(14) 0.0216(11) 0.0046(9) 0.0097(9) C9 0.0190(8) 0.0435(10) 0.0463(10) 0.0060(8) 0.0033(8) 0.0010(8) C10 0.0353(10) 0.0380(10) 0.0378(9) 0.0061(8) 0.0139(8) 0.0099(8) C11 0.0671(16) 0.0370(11) 0.0523(12) 0.0115(9) 0.0202(11) 0.0125(11) C12 0.0540(14) 0.0508(12) 0.0373(10) 0.0018(9) 0.0156(10) 0.0038(11) C13 0.0257(11) 0.0291(15) 0.0410(11) 0.0006(11) 0.0008(9) 0.0067(11) C13B 0.0257(11) 0.0291(15) 0.0410(11) 0.0006(11) 0.0008(9) 0.0067(11) C14 0.0376(16) 0.0374(17) 0.0542(18) -0.0088(14) 0.0076(13) -0.0031(14) C14B 0.045(7) 0.066(9) 0.046(6) 0.010(6) -0.006(5) -0.007(7) C15 0.0543(18) 0.0391(14) 0.0352(13) -0.0026(10) -0.0082(12) 0.0033(12) C15B 0.040(5) 0.040(5) 0.029(4) 0.000(3) -0.001(4) 0.003(4) C16 0.0219(8) 0.0136(6) 0.0316(8) 0.0043(6) 0.0076(6) 0.0039(6) C17 0.0264(8) 0.0153(7) 0.0331(8) 0.0039(6) 0.0110(7) 0.0030(6) C18 0.0269(9) 0.0211(7) 0.0430(9) 0.0034(7) 0.0136(7) 0.0069(7) C19 0.0231(9) 0.0264(8) 0.0524(11) 0.0052(7) 0.0072(8) 0.0072(7) C20 0.0255(9) 0.0240(8) 0.0432(10) 0.0039(7) -0.0003(7) 0.0048(7) C21 0.0276(9) 0.0155(7) 0.0317(8) 0.0027(6) 0.0033(7) 0.0044(6) C22 0.0353(9) 0.0196(7) 0.0288(8) 0.0006(6) 0.0094(7) 0.0078(7) C23 0.0434(11) 0.0214(8) 0.0362(9) -0.0013(7) 0.0055(8) 0.0070(7) C24 0.0560(13) 0.0264(8) 0.0326(9) 0.0019(7) 0.0183(8) 0.0126(8) C25 0.0387(10) 0.0277(8) 0.0270(8) 0.0021(6) 0.0002(7) 0.0148(7) C26 0.0411(11) 0.0469(11) 0.0293(8) 0.0108(8) 0.0069(8) 0.0189(9) C27 0.0559(13) 0.0320(9) 0.0348(9) -0.0024(7) -0.0096(9) 0.0179(9) C28 0.0212(8) 0.0165(7) 0.0224(7) 0.0011(5) 0.0043(6) 0.0041(6) C29 0.0197(8) 0.0153(6) 0.0269(7) 0.0047(5) 0.0047(6) 0.0063(6) C30 0.0263(8) 0.0177(7) 0.0289(8) 0.0033(6) 0.0066(6) 0.0063(6) C31 0.0348(10) 0.0224(8) 0.0352(8) 0.0061(6) 0.0147(7) 0.0102(7) C32 0.0271(9) 0.0243(8) 0.0515(11) 0.0098(7) 0.0180(8) 0.0064(7) C33 0.0216(8) 0.0207(7) 0.0486(10) 0.0029(7) 0.0049(7) 0.0030(6) C34 0.0219(8) 0.0181(7) 0.0333(8) 0.0016(6) 0.0030(6) 0.0063(6) C35 0.0183(7) 0.0196(7) 0.0225(7) 0.0001(5) 0.0040(6) 0.0073(6) C36 0.0288(9) 0.0201(7) 0.0225(7) 0.0009(5) -0.0001(6) 0.0089(6) C37 0.0344(9) 0.0212(7) 0.0255(7) 0.0034(6) 0.0018(7) 0.0115(7) C38 0.0291(9) 0.0169(7) 0.0248(7) 0.0047(6) 0.0051(6) 0.0079(6) C39 0.0433(11) 0.0287(8) 0.0225(7) 0.0021(6) 0.0024(7) 0.0175(8) C40 0.0298(9) 0.0267(8) 0.0326(8) -0.0031(6) -0.0070(7) 0.0094(7) C41 0.0323(9) 0.0239(8) 0.0311(8) 0.0073(6) 0.0096(7) 0.0089(7) C42 0.0329(9) 0.0174(7) 0.0314(8) 0.0029(6) 0.0056(7) 0.0071(6) C43 0.0254(8) 0.0149(6) 0.0210(7) 0.0008(5) 0.0023(6) 0.0054(6) C44 0.0246(8) 0.0184(7) 0.0256(7) 0.0006(6) 0.0035(6) 0.0049(6) C45 0.0287(9) 0.0249(8) 0.0263(8) 0.0002(6) 0.0069(6) 0.0084(7) C46 0.0373(10) 0.0272(8) 0.0220(7) -0.0005(6) 0.0021(7) 0.0096(7) C47 0.0284(9) 0.0269(8) 0.0263(8) 0.0009(6) -0.0013(6) 0.0077(7) C48 0.0245(8) 0.0182(7) 0.0257(7) 0.0010(6) 0.0020(6) 0.0055(6) C49 0.0234(8) 0.0290(8) 0.0269(7) -0.0010(6) 0.0039(6) 0.0090(7) C50 0.0255(9) 0.0346(9) 0.0416(10) -0.0018(7) 0.0081(7) 0.0059(7) C51 0.0335(10) 0.0350(9) 0.0373(9) -0.0005(7) 0.0044(8) 0.0161(8) C52 0.0217(8) 0.0265(8) 0.0282(8) -0.0023(6) 0.0008(6) 0.0061(6) C53 0.0307(10) 0.0415(10) 0.0358(9) -0.0015(7) -0.0035(7) 0.0174(8) C54 0.0277(9) 0.0358(9) 0.0380(9) -0.0056(7) 0.0060(7) 0.0006(8) S1 0.0247(2) 0.02180(19) 0.0443(2) 0.00424(16) 0.00499(17) 0.00110(16) F1 0.0483(16) 0.0639(14) 0.0590(13) 0.0056(10) -0.0141(12) 0.0032(12) F1B 0.083(8) 0.098(8) 0.102(13) 0.026(7) -0.055(10) -0.013(7) F2 0.083(2) 0.0458(12) 0.0522(12) -0.0031(9) 0.0222(14) 0.0217(14) F2B 0.124(13) 0.069(8) 0.053(4) -0.014(5) -0.005(6) 0.059(9) F3 0.093(3) 0.054(2) 0.0558(16) 0.0275(16) 0.0200(18) 0.0129(16) F3B 0.130(14) 0.056(7) 0.042(5) 0.019(5) 0.018(9) 0.024(7) O1 0.0415(8) 0.0267(6) 0.0528(8) 0.0094(6) 0.0041(6) -0.0041(6) O2 0.0259(7) 0.0284(7) 0.0949(12) 0.0168(7) 0.0035(7) 0.0025(6) O3 0.0336(7) 0.0271(6) 0.0642(9) 0.0014(6) 0.0148(7) 0.0058(6) C55 0.044(3) 0.0358(15) 0.0422(14) 0.0094(11) 0.0145(17) 0.0081(18) C55B 0.044(3) 0.0358(15) 0.0422(14) 0.0094(11) 0.0145(17) 0.0081(18) 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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 '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' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.0148 1 8 -3 0.1074 6 2 -1 0.1738 2 -8 3 0.1396 -7 -1 0 0.1824 0 0 -1 0.0148 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 C28 P1 Cl1 107.27(5) . . ? C28 P1 C35 104.10(7) . . ? C35 P1 Cl1 102.97(5) . . ? C1 N1 C2 110.38(13) . . ? C1 N1 C4 129.35(13) . . ? C2 N1 C4 120.26(14) . . ? C1 N2 C3 109.64(13) . . ? C1 N2 C16 132.70(13) . . ? C3 N2 C16 116.59(12) . . ? C35 N3 C38 112.33(12) . . ? C35 N3 C43 126.97(13) . . ? C43 N3 C38 119.88(11) . . ? N1 C1 N2 104.54(13) . . ? N1 C1 C28 128.74(14) . . ? N2 C1 C28 126.71(14) . . ? N1 C2 H2 126.3 . . ? C3 C2 N1 107.41(15) . . ? C3 C2 H2 126.3 . . ? N2 C3 H3 126.0 . . ? C2 C3 N2 108.02(14) . . ? C2 C3 H3 126.0 . . ? C5 C4 N1 117.74(16) . . ? C9 C4 N1 118.02(15) . . ? C9 C4 C5 123.88(16) . . ? C4 C5 C10 121.16(16) . . ? C6 C5 C4 116.80(18) . . ? C6 C5 C10 121.92(17) . . ? C5 C6 H6 119.7 . . ? C7 C6 C5 120.54(19) . . ? C7 C6 H6 119.7 . . ? C6 C7 H7 119.6 . . ? C8 C7 C6 120.77(18) . . ? C8 C7 H7 119.6 . . ? C7 C8 H8 119.4 . . ? C7 C8 C9 121.2(2) . . ? C9 C8 H8 119.4 . . ? C4 C9 C8 116.44(19) . . ? C4 C9 C13 119.99(19) . . ? C4 C9 C13B 138.3(5) . . ? C8 C9 C13 123.2(2) . . ? C8 C9 C13B 104.3(5) . . ? C5 C10 H10 107.9 . . ? C5 C10 C11 110.28(18) . . ? C5 C10 C12 113.64(17) . . ? C11 C10 H10 107.9 . . ? C12 C10 H10 107.9 . . ? C12 C10 C11 109.14(17) . . ? 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 . . ? 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 . . ? C9 C13 H13 108.3 . . ? C14 C13 C9 110.8(2) . . ? C14 C13 H13 108.3 . . ? C14 C13 C15 110.4(2) . . ? C15 C13 C9 110.9(2) . . ? C15 C13 H13 108.3 . . ? C9 C13B H13B 107.8 . . ? C9 C13B C14B 103.5(8) . . ? C9 C13B C15B 116.7(8) . . ? C14B C13B H13B 107.8 . . ? C15B C13B H13B 107.8 . . ? C15B C13B C14B 112.8(10) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13B C14B H14D 109.5 . . ? C13B C14B H14E 109.5 . . ? C13B C14B H14F 109.5 . . ? H14D C14B H14E 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13B C15B H15D 109.5 . . ? C13B C15B H15E 109.5 . . ? C13B C15B H15F 109.5 . . ? H15D C15B H15E 109.5 . . ? H15D C15B H15F 109.5 . . ? H15E C15B H15F 109.5 . . ? C17 C16 N2 116.98(14) . . ? C21 C16 N2 119.34(14) . . ? C21 C16 C17 122.57(15) . . ? C16 C17 C22 124.10(15) . . ? C18 C17 C16 116.94(16) . . ? C18 C17 C22 118.96(15) . . ? C17 C18 H18 119.2 . . ? C19 C18 C17 121.67(16) . . ? C19 C18 H18 119.2 . . ? C18 C19 H19 120.0 . . ? C18 C19 C20 119.97(17) . . ? C20 C19 H19 120.0 . . ? C19 C20 H20 119.4 . . ? C19 C20 C21 121.24(17) . . ? C21 C20 H20 119.4 . . ? C16 C21 C25 121.63(15) . . ? C20 C21 C16 117.60(15) . . ? C20 C21 C25 120.63(16) . . ? C17 C22 H22 108.2 . . ? C17 C22 C23 111.88(14) . . ? C17 C22 C24 111.03(15) . . ? C23 C22 H22 108.2 . . ? C24 C22 H22 108.2 . . ? C24 C22 C23 109.21(14) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25 107.4 . . ? C21 C25 C26 110.00(14) . . ? C21 C25 C27 113.56(16) . . ? C26 C25 H25 107.4 . . ? C27 C25 H25 107.4 . . ? C27 C25 C26 110.70(15) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C1 C28 P1 117.01(11) . . ? C1 C28 C29 119.62(13) . . ? C29 C28 P1 122.66(11) . . ? C30 C29 C28 121.31(14) . . ? C34 C29 C28 120.92(14) . . ? C34 C29 C30 117.35(14) . . ? C29 C30 H30 119.6 . . ? C31 C30 C29 120.80(16) . . ? C31 C30 H30 119.6 . . ? C30 C31 H31 119.7 . . ? C32 C31 C30 120.69(16) . . ? C32 C31 H31 119.7 . . ? C31 C32 H32 120.4 . . ? C31 C32 C33 119.29(16) . . ? C33 C32 H32 120.4 . . ? C32 C33 H33 120.0 . . ? C34 C33 C32 120.06(17) . . ? C34 C33 H33 120.0 . . ? C29 C34 H34 119.2 . . ? C33 C34 C29 121.68(16) . . ? C33 C34 H34 119.2 . . ? N3 C35 P1 130.02(12) . . ? N3 C35 C36 110.22(13) . . ? C36 C35 P1 117.55(11) . . ? C37 C36 C35 102.60(12) . . ? C39 C36 C35 116.05(13) . . ? C39 C36 C37 112.01(14) . . ? C39 C36 C40 108.58(14) . . ? C40 C36 C35 107.82(13) . . ? C40 C36 C37 109.51(13) . . ? C36 C37 H37A 110.3 . . ? C36 C37 H37B 110.3 . . ? H37A C37 H37B 108.5 . . ? C38 C37 C36 107.14(12) . . ? C38 C37 H37A 110.3 . . ? C38 C37 H37B 110.3 . . ? C37 C38 N3 100.07(12) . . ? C37 C38 C41 111.65(13) . . ? C41 C38 N3 109.41(12) . . ? C42 C38 N3 111.51(12) . . ? C42 C38 C37 113.56(14) . . ? C42 C38 C41 110.24(14) . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39B 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C36 C40 H40A 109.5 . . ? C36 C40 H40B 109.5 . . ? C36 C40 H40C 109.5 . . ? H40A C40 H40B 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C38 C41 H41A 109.5 . . ? C38 C41 H41B 109.5 . . ? C38 C41 H41C 109.5 . . ? H41A C41 H41B 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C38 C42 H42A 109.5 . . ? C38 C42 H42B 109.5 . . ? C38 C42 H42C 109.5 . . ? H42A C42 H42B 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 N3 115.85(14) . . ? C48 C43 N3 121.59(14) . . ? C48 C43 C44 122.50(14) . . ? C43 C44 C49 125.23(14) . . ? C45 C44 C43 117.05(15) . . ? C45 C44 C49 117.71(14) . . ? C44 C45 H45 119.2 . . ? C46 C45 C44 121.55(16) . . ? C46 C45 H45 119.2 . . ? C45 C46 H46 120.1 . . ? C45 C46 C47 119.84(15) . . ? C47 C46 H46 120.1 . . ? C46 C47 H47 119.2 . . ? C46 C47 C48 121.65(16) . . ? C48 C47 H47 119.2 . . ? C43 C48 C52 125.48(14) . . ? C47 C48 C43 117.22(15) . . ? C47 C48 C52 117.30(15) . . ? C44 C49 H49 108.0 . . ? C44 C49 C50 111.93(14) . . ? C44 C49 C51 111.47(14) . . ? C50 C49 H49 108.0 . . ? C50 C49 C51 109.32(14) . . ? C51 C49 H49 108.0 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50B 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51B 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C48 C52 H52 108.3 . . ? C48 C52 C53 112.29(15) . . ? C48 C52 C54 110.17(13) . . ? C53 C52 H52 108.3 . . ? C53 C52 C54 109.31(15) . . ? C54 C52 H52 108.3 . . ? C52 C53 H53A 109.5 . . ? C52 C53 H53B 109.5 . . ? C52 C53 H53C 109.5 . . ? H53A C53 H53B 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C52 C54 H54A 109.5 . . ? C52 C54 H54B 109.5 . . ? C52 C54 H54C 109.5 . . ? H54A C54 H54B 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O1 S1 C55 101.61(16) . . ? O1 S1 C55B 111.6(6) . . ? O2 S1 O1 114.33(9) . . ? O2 S1 O3 114.74(9) . . ? O2 S1 C55 106.5(2) . . ? O2 S1 C55B 91.1(6) . . ? O3 S1 O1 115.75(9) . . ? O3 S1 C55 101.53(15) . . ? O3 S1 C55B 106.2(6) . . ? F1 C55 S1 112.9(3) . . ? F1 C55 F2 106.4(3) . . ? F1 C55 F3 107.7(4) . . ? F2 C55 S1 112.1(3) . . ? F3 C55 S1 111.2(3) . . ? F3 C55 F2 106.3(4) . . ? F1B C55B S1 110.3(12) . . ? F1B C55B F2B 111.0(16) . . ? F1B C55B F3B 109.3(16) . . ? F2B C55B S1 107.7(12) . . ? F2B C55B F3B 106.9(16) . . ? F3B C55B S1 111.5(14) . . ? 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 Cl1 P1 2.1467(5) . ? P1 C28 1.7514(15) . ? P1 C35 1.8599(16) . ? N1 C1 1.374(2) . ? N1 C2 1.393(2) . ? N1 C4 1.440(2) . ? N2 C1 1.3762(19) . ? N2 C3 1.399(2) . ? N2 C16 1.453(2) . ? N3 C35 1.314(2) . ? N3 C38 1.5499(19) . ? N3 C43 1.4681(18) . ? C1 C28 1.437(2) . ? C2 H2 0.9300 . ? C2 C3 1.326(2) . ? C3 H3 0.9300 . ? C4 C5 1.405(2) . ? C4 C9 1.389(3) . ? C5 C6 1.391(3) . ? C5 C10 1.512(3) . ? C6 H6 0.9300 . ? C6 C7 1.388(3) . ? C7 H7 0.9300 . ? C7 C8 1.378(3) . ? C8 H8 0.9300 . ? C8 C9 1.398(3) . ? C9 C13 1.554(3) . ? C9 C13B 1.456(11) . ? C10 H10 0.9800 . ? C10 C11 1.548(3) . ? C10 C12 1.524(3) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9800 . ? C13 C14 1.526(4) . ? C13 C15 1.528(4) . ? C13B H13B 0.9800 . ? C13B C14B 1.519(16) . ? C13B C15B 1.486(14) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C14B H14D 0.9600 . ? C14B H14E 0.9600 . ? C14B H14F 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C15B H15D 0.9600 . ? C15B H15E 0.9600 . ? C15B H15F 0.9600 . ? C16 C17 1.405(2) . ? C16 C21 1.404(2) . ? C17 C18 1.403(2) . ? C17 C22 1.519(2) . ? C18 H18 0.9300 . ? C18 C19 1.375(3) . ? C19 H19 0.9300 . ? C19 C20 1.388(3) . ? C20 H20 0.9300 . ? C20 C21 1.392(2) . ? C21 C25 1.517(2) . ? C22 H22 0.9800 . ? C22 C23 1.541(2) . ? C22 C24 1.535(2) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25 0.9800 . ? C25 C26 1.540(3) . ? C25 C27 1.535(3) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.481(2) . ? C29 C30 1.405(2) . ? C29 C34 1.400(2) . ? C30 H30 0.9300 . ? C30 C31 1.389(2) . ? C31 H31 0.9300 . ? C31 C32 1.387(3) . ? C32 H32 0.9300 . ? C32 C33 1.387(3) . ? C33 H33 0.9300 . ? C33 C34 1.386(2) . ? C34 H34 0.9300 . ? C35 C36 1.547(2) . ? C36 C37 1.544(2) . ? C36 C39 1.531(2) . ? C36 C40 1.541(2) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 C38 1.522(2) . ? C38 C41 1.529(2) . ? C38 C42 1.519(2) . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 C44 1.411(2) . ? C43 C48 1.400(2) . ? C44 C45 1.397(2) . ? C44 C49 1.523(2) . ? C45 H45 0.9300 . ? C45 C46 1.378(3) . ? C46 H46 0.9300 . ? C46 C47 1.383(3) . ? C47 H47 0.9300 . ? C47 C48 1.395(2) . ? C48 C52 1.520(2) . ? C49 H49 0.9800 . ? C49 C50 1.529(3) . ? C49 C51 1.542(2) . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 H52 0.9800 . ? C52 C53 1.534(2) . ? C52 C54 1.536(2) . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? S1 O1 1.4395(14) . ? S1 O2 1.4320(15) . ? S1 O3 1.4371(14) . ? S1 C55 1.803(4) . ? S1 C55B 1.860(18) . ? F1 C55 1.331(5) . ? F1B C55B 1.282(19) . ? F2 C55 1.343(4) . ? F2B C55B 1.337(19) . ? F3 C55 1.341(5) . ? F3B C55B 1.341(18) . ? 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 Cl1 P1 C28 C1 94.74(12) . . . . ? Cl1 P1 C28 C29 -75.55(13) . . . . ? Cl1 P1 C35 N3 -19.48(15) . . . . ? Cl1 P1 C35 C36 179.23(10) . . . . ? P1 C28 C29 C30 -143.17(13) . . . . ? P1 C28 C29 C34 29.3(2) . . . . ? P1 C35 C36 C37 162.06(11) . . . . ? P1 C35 C36 C39 -75.48(17) . . . . ? P1 C35 C36 C40 46.50(15) . . . . ? N1 C1 C28 P1 33.1(2) . . . . ? N1 C1 C28 C29 -156.25(15) . . . . ? N1 C2 C3 N2 0.6(2) . . . . ? N1 C4 C5 C6 179.98(15) . . . . ? N1 C4 C5 C10 -3.9(2) . . . . ? N1 C4 C9 C8 179.23(17) . . . . ? N1 C4 C9 C13 6.4(3) . . . . ? N1 C4 C9 C13B -14.1(7) . . . . ? N2 C1 C28 P1 -148.02(13) . . . . ? N2 C1 C28 C29 22.6(2) . . . . ? N2 C16 C17 C18 -167.30(14) . . . . ? N2 C16 C17 C22 11.7(2) . . . . ? N2 C16 C21 C20 167.67(14) . . . . ? N2 C16 C21 C25 -8.1(2) . . . . ? N3 C35 C36 C37 -2.77(17) . . . . ? N3 C35 C36 C39 119.69(16) . . . . ? N3 C35 C36 C40 -118.32(14) . . . . ? N3 C43 C44 C45 177.93(13) . . . . ? N3 C43 C44 C49 -3.2(2) . . . . ? N3 C43 C48 C47 179.94(13) . . . . ? N3 C43 C48 C52 -0.4(2) . . . . ? C1 N1 C2 C3 -0.1(2) . . . . ? C1 N1 C4 C5 -92.3(2) . . . . ? C1 N1 C4 C9 94.3(2) . . . . ? C1 N2 C3 C2 -0.87(19) . . . . ? C1 N2 C16 C17 -127.77(17) . . . . ? C1 N2 C16 C21 64.0(2) . . . . ? C1 C28 C29 C30 46.8(2) . . . . ? C1 C28 C29 C34 -140.78(15) . . . . ? C2 N1 C1 N2 -0.45(18) . . . . ? C2 N1 C1 C28 178.58(15) . . . . ? C2 N1 C4 C5 89.0(2) . . . . ? C2 N1 C4 C9 -84.5(2) . . . . ? C3 N2 C1 N1 0.79(17) . . . . ? C3 N2 C1 C28 -178.26(15) . . . . ? C3 N2 C16 C17 65.48(18) . . . . ? C3 N2 C16 C21 -102.78(17) . . . . ? C4 N1 C1 N2 -179.31(15) . . . . ? C4 N1 C1 C28 -0.3(3) . . . . ? C4 N1 C2 C3 178.91(15) . . . . ? C4 C5 C6 C7 2.5(3) . . . . ? C4 C5 C10 C11 -88.7(2) . . . . ? C4 C5 C10 C12 148.37(17) . . . . ? C4 C9 C13 C14 98.8(3) . . . . ? C4 C9 C13 C15 -138.4(2) . . . . ? C4 C9 C13B C14B 112.4(9) . . . . ? C4 C9 C13B C15B -12.1(13) . . . . ? C5 C4 C9 C8 6.2(3) . . . . ? C5 C4 C9 C13 -166.62(19) . . . . ? C5 C4 C9 C13B 172.8(7) . . . . ? C5 C6 C7 C8 2.3(3) . . . . ? C6 C5 C10 C11 87.2(2) . . . . ? C6 C5 C10 C12 -35.7(3) . . . . ? C6 C7 C8 C9 -3.1(3) . . . . ? C7 C8 C9 C4 -1.0(3) . . . . ? C7 C8 C9 C13 171.6(2) . . . . ? C7 C8 C9 C13B -171.8(5) . . . . ? C8 C9 C13 C14 -73.5(3) . . . . ? C8 C9 C13 C15 49.3(3) . . . . ? C8 C9 C13B C14B -79.9(9) . . . . ? C8 C9 C13B C15B 155.6(8) . . . . ? C9 C4 C5 C6 -7.0(3) . . . . ? C9 C4 C5 C10 169.12(18) . . . . ? C10 C5 C6 C7 -173.57(18) . . . . ? C16 N2 C1 N1 -166.63(15) . . . . ? C16 N2 C1 C28 14.3(3) . . . . ? C16 N2 C3 C2 168.82(14) . . . . ? C16 C17 C18 C19 -0.4(2) . . . . ? C16 C17 C22 C23 -110.14(18) . . . . ? C16 C17 C22 C24 127.56(16) . . . . ? C16 C21 C25 C26 78.23(19) . . . . ? C16 C21 C25 C27 -157.08(15) . . . . ? C17 C16 C21 C20 0.1(2) . . . . ? C17 C16 C21 C25 -175.67(15) . . . . ? C17 C18 C19 C20 -0.3(3) . . . . ? C18 C17 C22 C23 68.8(2) . . . . ? C18 C17 C22 C24 -53.48(19) . . . . ? C18 C19 C20 C21 1.0(3) . . . . ? C19 C20 C21 C16 -0.9(2) . . . . ? C19 C20 C21 C25 174.93(16) . . . . ? C20 C21 C25 C26 -97.40(19) . . . . ? C20 C21 C25 C27 27.3(2) . . . . ? C21 C16 C17 C18 0.6(2) . . . . ? C21 C16 C17 C22 179.53(14) . . . . ? C22 C17 C18 C19 -179.48(15) . . . . ? C28 P1 C35 N3 -131.32(14) . . . . ? C28 P1 C35 C36 67.39(12) . . . . ? C28 C29 C30 C31 169.63(15) . . . . ? C28 C29 C34 C33 -168.99(15) . . . . ? C29 C30 C31 C32 0.1(3) . . . . ? C30 C29 C34 C33 3.7(2) . . . . ? C30 C31 C32 C33 2.3(3) . . . . ? C31 C32 C33 C34 -1.7(3) . . . . ? C32 C33 C34 C29 -1.4(3) . . . . ? C34 C29 C30 C31 -3.1(2) . . . . ? C35 P1 C28 C1 -156.57(12) . . . . ? C35 P1 C28 C29 33.14(14) . . . . ? C35 N3 C38 C37 26.27(16) . . . . ? C35 N3 C38 C41 -91.11(16) . . . . ? C35 N3 C38 C42 146.68(14) . . . . ? C35 N3 C43 C44 -76.10(19) . . . . ? C35 N3 C43 C48 106.80(18) . . . . ? C35 C36 C37 C38 19.29(16) . . . . ? C36 C37 C38 N3 -26.37(15) . . . . ? C36 C37 C38 C41 89.33(15) . . . . ? C36 C37 C38 C42 -145.29(14) . . . . ? C38 N3 C35 P1 -177.38(11) . . . . ? C38 N3 C35 C36 -15.02(17) . . . . ? C38 N3 C43 C44 92.67(17) . . . . ? C38 N3 C43 C48 -84.43(18) . . . . ? C39 C36 C37 C38 -105.86(15) . . . . ? C40 C36 C37 C38 133.61(14) . . . . ? C43 N3 C35 P1 -7.9(2) . . . . ? C43 N3 C35 C36 154.45(14) . . . . ? C43 N3 C38 C37 -144.05(13) . . . . ? C43 N3 C38 C41 98.58(15) . . . . ? C43 N3 C38 C42 -23.6(2) . . . . ? C43 C44 C45 C46 3.1(2) . . . . ? C43 C44 C49 C50 109.47(18) . . . . ? C43 C44 C49 C51 -127.74(16) . . . . ? C43 C48 C52 C53 -123.41(17) . . . . ? C43 C48 C52 C54 114.49(18) . . . . ? C44 C43 C48 C47 3.0(2) . . . . ? C44 C43 C48 C52 -177.28(15) . . . . ? C44 C45 C46 C47 0.7(3) . . . . ? C45 C44 C49 C50 -71.67(18) . . . . ? C45 C44 C49 C51 51.1(2) . . . . ? C45 C46 C47 C48 -2.8(3) . . . . ? C46 C47 C48 C43 1.0(2) . . . . ? C46 C47 C48 C52 -178.76(15) . . . . ? C47 C48 C52 C53 56.3(2) . . . . ? C47 C48 C52 C54 -65.83(19) . . . . ? C48 C43 C44 C45 -5.0(2) . . . . ? C48 C43 C44 C49 173.88(15) . . . . ? C49 C44 C45 C46 -175.89(15) . . . . ? O1 S1 C55 F1 62.1(3) . . . . ? O1 S1 C55 F2 -58.0(3) . . . . ? O1 S1 C55 F3 -176.7(3) . . . . ? O1 S1 C55B F1B 58.8(15) . . . . ? O1 S1 C55B F2B -62.5(12) . . . . ? O1 S1 C55B F3B -179.4(12) . . . . ? O2 S1 C55 F1 -177.9(2) . . . . ? O2 S1 C55 F2 62.0(3) . . . . ? O2 S1 C55 F3 -56.8(4) . . . . ? O2 S1 C55B F1B 175.7(14) . . . . ? O2 S1 C55B F2B 54.3(12) . . . . ? O2 S1 C55B F3B -62.6(13) . . . . ? O3 S1 C55 F1 -57.5(3) . . . . ? O3 S1 C55 F2 -177.6(2) . . . . ? O3 S1 C55 F3 63.6(4) . . . . ? O3 S1 C55B F1B -68.1(15) . . . . ? O3 S1 C55B F2B 170.6(11) . . . . ? O3 S1 C55B F3B 53.6(14) . . . . ? loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.0005 0.0065 0.9979 -0.0828 -0.0012 -0.0036 0.9707 7.7982 -2.5539 0.0763 -0.9609 -0.2661 6.2610 2.3035 -0.9767 0.0299 -0.3655 -0.9303 2.1712 -8.3236 2.6066 -0.0775 0.9818 -0.1733 -6.8585 -0.5536 0.4340 -0.0138 0.1610 0.9869 -0.0005 -0.0065 -0.9979 0.0828 0.0012 0.0036