#------------------------------------------------------------------------------ #$Date: 2025-02-01 03:46:00 +0200 (Sat, 01 Feb 2025) $ #$Revision: 297558 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/38/1573823.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_1573823 _journal_paper_doi 10.1039/D4OB02101K _chemical_absolute_configuration ad _chemical_formula_moiety 'C36 H36 N2' _chemical_formula_sum 'C36 H36 N2' _chemical_formula_weight 496.67 _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' _space_group_name_H-M_alt 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2024-10-31 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2024-10-31 deposited with the CCDC. 2025-01-31 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 98.543(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 26.6157(14) _cell_length_b 9.4617(5) _cell_length_c 11.3780(4) _cell_measurement_reflns_used 3864 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 70.7470 _cell_measurement_theta_min 3.3583 _cell_volume 2833.5(2) _computing_cell_refinement 'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)' _computing_data_collection 'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)' _computing_data_reduction 'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)' _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 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.2312 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.993 _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 -102.00 -15.00 1.00 2.00 -- -33.50 -57.00 120.00 87 2 \w -61.00 23.00 1.00 2.00 -- -33.50 77.00 -90.00 84 3 \w -107.00 -65.00 1.00 2.00 -- -33.50 178.00 60.00 42 4 \w 76.00 103.00 1.00 2.00 -- 36.47 57.00 -90.00 27 5 \w -25.00 68.00 1.00 2.00 -- 36.47 -19.00 -90.00 93 6 \w 46.00 129.00 1.00 7.50 -- 108.00 -30.00 -90.00 83 7 \w 114.00 176.00 1.00 7.50 -- 108.00 111.00-120.00 62 8 \w 88.00 168.00 1.00 7.50 -- 108.00 61.00 -90.00 80 9 \w 140.00 175.00 1.00 7.50 -- 108.00 111.00 30.00 35 10 \w 126.00 152.00 1.00 7.50 -- 108.00 111.00 150.00 26 11 \w 41.00 93.00 1.00 7.50 -- 108.00 -94.00 60.00 52 12 \w 41.00 82.00 1.00 7.50 -- 108.00 -94.00-180.00 41 13 \w 116.00 142.00 1.00 7.50 -- 108.00 76.00-123.00 26 14 \w 106.00 136.00 1.00 7.50 -- 108.00 111.00 -60.00 30 15 \w 61.00 124.00 1.00 7.50 -- 108.00 -45.00 120.00 63 16 \w 68.00 104.00 1.00 7.50 -- 108.00-111.00 -30.00 36 17 \w -29.00 21.00 1.00 2.50 -- -33.50 37.00 90.00 50 18 \w 44.00 76.00 1.00 2.50 -- 36.47-131.00 46.00 32 19 \w 69.00 97.00 1.00 2.50 -- 36.47-138.00-128.00 28 20 \w -16.00 14.00 1.00 2.50 -- 36.47 -77.00-150.00 30 21 \w 70.00 103.00 1.00 2.50 -- 36.47 37.00-120.00 33 22 \w 51.00 76.00 1.00 2.50 -- 36.47 -99.00 30.00 25 23 \w 11.00 37.00 1.00 2.50 -- 36.47 -99.00 30.00 26 24 \w 70.00 96.00 1.00 2.50 -- 36.47 178.00-180.00 26 25 \w 105.00 130.00 1.00 7.50 -- 108.00 111.00 -30.00 25 26 \w 67.00 93.00 1.00 7.50 -- 108.00 -45.00-150.00 26 27 \w 75.00 109.00 1.00 7.50 -- 108.00-111.00-180.00 34 28 \w 65.00 97.00 1.00 7.50 -- 108.00 -94.00 90.00 32 29 \w 103.00 177.00 1.00 7.50 -- 108.00 77.00-150.00 74 30 \w 81.00 107.00 1.00 7.50 -- 108.00-111.00 -90.00 26 31 \w 127.00 158.00 1.00 7.50 -- 108.00 77.00 30.00 31 32 \w 44.00 70.00 1.00 7.50 -- 108.00-111.00-180.00 26 33 \w 102.00 153.00 1.00 7.50 -- 108.00 77.00 120.00 51 34 \w 56.00 102.00 1.00 7.50 -- 108.00-111.00 30.00 46 35 \w 43.00 95.00 1.00 7.50 -- 108.00 -61.00-180.00 52 36 \w 92.00 145.00 1.00 7.50 -- 108.00 30.00-180.00 53 37 \w 105.00 162.00 1.00 7.50 -- 108.00 111.00 90.00 57 38 \w 69.00 94.00 1.00 2.50 -- 36.47-131.00 46.00 25 39 \w 102.00 128.00 1.00 7.50 -- 108.00 77.00 30.00 26 40 \w 88.00 127.00 1.00 7.50 -- 108.00 45.00 90.00 39 41 \w 74.00 115.00 1.00 7.50 -- 108.00 -76.00 109.00 41 42 \w 96.00 144.00 1.00 7.50 -- 108.00 30.00-150.00 48 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0082062000 _diffrn_orient_matrix_UB_12 0.1348287000 _diffrn_orient_matrix_UB_13 0.0764852000 _diffrn_orient_matrix_UB_21 0.0579463000 _diffrn_orient_matrix_UB_22 -0.0182781000 _diffrn_orient_matrix_UB_23 0.0087974000 _diffrn_orient_matrix_UB_31 -0.0004916000 _diffrn_orient_matrix_UB_32 0.0895754000 _diffrn_orient_matrix_UB_33 -0.1131793000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_unetI/netI 0.0441 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 11618 _diffrn_reflns_point_group_measured_fraction_full 0.869 _diffrn_reflns_point_group_measured_fraction_max 0.855 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 71.033 _diffrn_reflns_theta_min 3.358 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.509 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.90699 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023) 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 1.164 _exptl_crystal_description block _exptl_crystal_F_000 1064 _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _refine_diff_density_max 0.151 _refine_diff_density_min -0.153 _refine_diff_density_rms 0.040 _refine_ls_abs_structure_details ; Flack x determined using 1300 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.1(10) _refine_ls_extinction_coef 0.00116(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 346 _refine_ls_number_reflns 4681 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.050 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0478 _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^)+(0.0727P)^2^+0.0781P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1274 _refine_ls_wR_factor_ref 0.1393 _reflns_Friedel_coverage 0.719 _reflns_Friedel_fraction_full 0.737 _reflns_Friedel_fraction_max 0.716 _reflns_number_gt 3993 _reflns_number_total 4681 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4ob02101k2.cif _cod_data_source_block ta4502a _cod_database_code 1573823 _shelx_shelxl_version_number 2014/7 _chemical_oxdiff_formula C12H22N1 _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 0.956 _shelx_estimated_absorpt_t_min 0.918 _reflns_odcompleteness_completeness 100.00 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _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.a Secondary CH2 refined with riding coordinates: C1(H1A,H1B), C4(H4A,H4B), C11(H11A,H11B), C19(H19A,H19B), C22(H22A,H22B), C29(H29A,H29B) 2.b Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C9(H9), C10(H10), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C24(H24), C25(H25), C27(H27), C28(H28), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35) 2.c Idealised Me refined as rotating group: C18(H18A,H18B,H18C), C36(H36A,H36B,H36C) ; _shelx_res_file ; ta4502a.res created by SHELXL-2014/7 TITL ta4502a in Cc #9 REM reset to Cc #9 CELL 1.54184 26.615655 9.46169 11.378039 90 98.5427 90 ZERR 4 0.001373 0.000464 0.00042 0 0.0042 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C H N UNIT 144 144 8 L.S. 4 0 0 PLAN 20 SIZE 0.09 0.11 0.17 MPLA C1 C4 N1 MPLA C1 C2 C3 C4 MPLA C5 C6 C7 C8 C9 C10 MPLA C12 C13 C14 C15 C16 C17 MPLA C19 C22 N2 MPLA C19 C20 C21 C22 MPLA C23 C24 C25 C26 C27 C28 MPLA C30 C31 C32 C33 C34 C35 BOND $H CONF fmap 2 acta REM REM REM WGHT 0.072700 0.078100 EXTI 0.001165 FVAR 3.90750 N1 3 0.791086 0.388246 0.784156 11.00000 0.05045 0.06092 = 0.04019 -0.00226 -0.00153 -0.00299 N2 3 0.597412 0.410022 0.442008 11.00000 0.04295 0.05807 = 0.04182 0.00265 0.00273 0.00382 C1 1 0.760331 0.445107 0.677548 11.00000 0.05207 0.05473 = 0.04428 0.00264 -0.00003 -0.00224 AFIX 23 H1A 2 0.777272 0.433170 0.608377 11.00000 -1.20000 H1B 2 0.753153 0.544620 0.687063 11.00000 -1.20000 AFIX 0 C2 1 0.712320 0.358112 0.666700 11.00000 0.04667 0.05296 = 0.04099 -0.00253 0.00143 0.00320 C3 1 0.709023 0.292063 0.769970 11.00000 0.04714 0.05127 = 0.03542 -0.00370 0.00301 0.00839 C4 1 0.755520 0.330646 0.857553 11.00000 0.05182 0.06583 = 0.03756 -0.00254 0.00013 0.00121 AFIX 23 H4A 2 0.747217 0.400500 0.914037 11.00000 -1.20000 H4B 2 0.769644 0.247880 0.900714 11.00000 -1.20000 AFIX 0 C5 1 0.668998 0.203830 0.805356 11.00000 0.04911 0.04976 = 0.03658 -0.00043 0.00625 0.00825 C6 1 0.669999 0.163178 0.924332 11.00000 0.05391 0.06963 = 0.03850 0.00457 0.00059 0.00413 AFIX 43 H6 2 0.697113 0.191326 0.980646 11.00000 -1.20000 AFIX 0 C7 1 0.631916 0.082835 0.959657 11.00000 0.06621 0.06897 = 0.04266 0.01156 0.00706 0.00477 AFIX 43 H7 2 0.634013 0.058337 1.039394 11.00000 -1.20000 AFIX 0 C8 1 0.590716 0.037340 0.880876 11.00000 0.05893 0.05167 = 0.05035 0.00071 0.01348 0.00585 C9 1 0.589417 0.075255 0.762846 11.00000 0.06052 0.06709 = 0.04326 -0.00437 0.00215 -0.00568 AFIX 43 H9 2 0.562135 0.046235 0.707371 11.00000 -1.20000 AFIX 0 C10 1 0.627677 0.155308 0.725089 11.00000 0.06117 0.06510 = 0.03299 -0.00320 0.00690 -0.00519 AFIX 43 H10 2 0.625808 0.177120 0.644859 11.00000 -1.20000 AFIX 0 C11 1 0.826833 0.488210 0.847823 11.00000 0.06158 0.07931 = 0.05126 -0.01373 0.00271 -0.01085 AFIX 23 H11A 2 0.842369 0.444688 0.921533 11.00000 -1.20000 H11B 2 0.808065 0.570264 0.868268 11.00000 -1.20000 AFIX 0 C12 1 0.868285 0.537160 0.780994 11.00000 0.04924 0.05816 = 0.05714 -0.00151 -0.00826 0.00162 C13 1 0.893727 0.660981 0.815565 11.00000 0.06942 0.06475 = 0.06798 -0.00519 -0.00098 -0.00371 AFIX 43 H13 2 0.884525 0.712937 0.878406 11.00000 -1.20000 AFIX 0 C14 1 0.932818 0.708864 0.757803 11.00000 0.07763 0.07387 = 0.09200 0.00412 -0.00551 -0.01672 AFIX 43 H14 2 0.950060 0.791469 0.783066 11.00000 -1.20000 AFIX 0 C15 1 0.946120 0.634759 0.663542 11.00000 0.06018 0.08406 = 0.09325 0.01531 0.00538 -0.00280 AFIX 43 H15 2 0.972011 0.667716 0.624137 11.00000 -1.20000 AFIX 0 C16 1 0.921113 0.511817 0.627528 11.00000 0.05690 0.08506 = 0.07416 -0.00202 0.00577 0.01038 AFIX 43 H16 2 0.929794 0.462007 0.563003 11.00000 -1.20000 AFIX 0 C17 1 0.882826 0.461562 0.687297 11.00000 0.05398 0.06474 = 0.07103 -0.00939 0.00078 -0.00016 AFIX 43 H17 2 0.866836 0.376486 0.664203 11.00000 -1.20000 AFIX 0 C18 1 0.548296 -0.046650 0.919556 11.00000 0.06992 0.07200 = 0.05614 0.00491 0.01697 -0.00609 AFIX 137 H18A 2 0.557109 -0.145105 0.922392 11.00000 -1.50000 H18B 2 0.517836 -0.032746 0.864024 11.00000 -1.50000 H18C 2 0.542779 -0.015881 0.997019 11.00000 -1.50000 AFIX 0 C19 1 0.628616 0.452361 0.552559 11.00000 0.05355 0.05906 = 0.04010 -0.00028 0.00213 0.00558 AFIX 23 H19A 2 0.611397 0.433550 0.620310 11.00000 -1.20000 H19B 2 0.637059 0.552035 0.551460 11.00000 -1.20000 AFIX 0 C20 1 0.675369 0.362174 0.556340 11.00000 0.04523 0.05080 = 0.03559 0.00362 0.00435 0.00024 C21 1 0.677873 0.309197 0.448724 11.00000 0.04278 0.05160 = 0.03717 0.00519 0.00515 -0.00093 C22 1 0.632373 0.359062 0.363393 11.00000 0.05073 0.06422 = 0.03460 0.00291 -0.00003 0.00138 AFIX 23 H22A 2 0.641645 0.434439 0.312960 11.00000 -1.20000 H22B 2 0.617426 0.282064 0.313786 11.00000 -1.20000 AFIX 0 C23 1 0.717188 0.220663 0.407972 11.00000 0.04574 0.05311 = 0.03684 0.00224 0.00515 -0.00208 C24 1 0.757634 0.163320 0.485771 11.00000 0.05624 0.07051 = 0.03625 -0.00083 0.00749 0.01122 AFIX 43 H24 2 0.759386 0.178143 0.567080 11.00000 -1.20000 AFIX 0 C25 1 0.795066 0.084964 0.443905 11.00000 0.05332 0.07600 = 0.04510 -0.00055 0.00398 0.01330 AFIX 43 H25 2 0.821720 0.049201 0.497828 11.00000 -1.20000 AFIX 0 C26 1 0.793989 0.058266 0.324079 11.00000 0.05351 0.05902 = 0.04826 -0.00747 0.01472 -0.00052 C27 1 0.753485 0.111676 0.246956 11.00000 0.06509 0.07509 = 0.03793 -0.00886 0.00911 0.00526 AFIX 43 H27 2 0.751442 0.094243 0.165945 11.00000 -1.20000 AFIX 0 C28 1 0.715703 0.190989 0.288018 11.00000 0.05763 0.07000 = 0.04119 -0.00080 0.00050 0.00812 AFIX 43 H28 2 0.688797 0.224974 0.233855 11.00000 -1.20000 AFIX 0 C29 1 0.562042 0.518276 0.388710 11.00000 0.05064 0.06941 = 0.04950 0.01248 -0.00119 0.00460 AFIX 23 H29A 2 0.544885 0.485236 0.312478 11.00000 -1.20000 H29B 2 0.580703 0.603363 0.375244 11.00000 -1.20000 AFIX 0 C30 1 0.523473 0.551481 0.468313 11.00000 0.04407 0.06349 = 0.05614 0.01409 -0.00037 0.01069 C31 1 0.527828 0.670208 0.540265 11.00000 0.06018 0.06352 = 0.07665 0.00412 0.00911 0.00408 AFIX 43 H31 2 0.554875 0.731855 0.537899 11.00000 -1.20000 AFIX 0 C32 1 0.492851 0.699158 0.615575 11.00000 0.08514 0.08004 = 0.08251 -0.00569 0.01447 0.02166 AFIX 43 H32 2 0.496793 0.779225 0.663470 11.00000 -1.20000 AFIX 0 C33 1 0.453211 0.612380 0.620007 11.00000 0.06964 0.10071 = 0.08715 0.01483 0.02398 0.02536 AFIX 43 H33 2 0.429776 0.632545 0.670691 11.00000 -1.20000 AFIX 0 C34 1 0.447332 0.493595 0.549437 11.00000 0.05668 0.09901 = 0.09823 0.02786 0.01543 0.00212 AFIX 43 H34 2 0.419699 0.434058 0.551816 11.00000 -1.20000 AFIX 0 C35 1 0.482674 0.462515 0.474577 11.00000 0.05602 0.06900 = 0.08300 0.00692 0.00547 -0.00039 AFIX 43 H35 2 0.478852 0.381138 0.428268 11.00000 -1.20000 AFIX 0 C36 1 0.835421 -0.025662 0.279473 11.00000 0.06282 0.08527 = 0.05898 -0.01526 0.01411 0.00952 AFIX 137 H36A 2 0.821707 -0.113174 0.246132 11.00000 -1.50000 H36B 2 0.861976 -0.044898 0.344283 11.00000 -1.50000 H36C 2 0.848976 0.027615 0.219587 11.00000 -1.50000 AFIX 0 HKLF 4 REM ta4502a in Cc #9 REM R1 = 0.0478 for 3993 Fo > 4sig(Fo) and 0.0565 for all 4681 data REM 346 parameters refined using 2 restraints END WGHT 0.0727 0.0781 REM Highest difference peak 0.151, deepest hole -0.153, 1-sigma level 0.040 Q1 1 0.6240 0.3308 0.3000 11.00000 0.05 0.15 Q2 1 0.6713 0.2083 0.8611 11.00000 0.05 0.15 Q3 1 0.5850 0.3283 0.4870 11.00000 0.05 0.15 Q4 1 0.7106 0.1538 0.3514 11.00000 0.05 0.14 Q5 1 0.7134 0.2807 0.7158 11.00000 0.05 0.14 Q6 1 0.8573 -0.2653 0.2903 11.00000 0.05 0.14 Q7 1 0.6745 0.2784 0.5070 11.00000 0.05 0.14 Q8 1 0.7223 0.2513 0.3428 11.00000 0.05 0.14 Q9 1 0.5678 -0.1260 1.0012 11.00000 0.05 0.13 Q10 1 0.8782 0.2276 0.5959 11.00000 0.05 0.13 Q11 1 0.5389 -0.2715 0.9239 11.00000 0.05 0.13 Q12 1 0.5573 -0.1088 1.0120 11.00000 0.05 0.13 Q13 1 0.9410 0.8197 0.9413 11.00000 0.05 0.13 Q14 1 0.6505 0.3060 0.4051 11.00000 0.05 0.13 Q15 1 0.7631 0.3262 0.9264 11.00000 0.05 0.13 Q16 1 0.6164 0.1492 1.0459 11.00000 0.05 0.12 Q17 1 0.8202 0.3246 0.7358 11.00000 0.05 0.12 Q18 1 0.6836 0.3735 0.4950 11.00000 0.05 0.12 Q19 1 0.8806 0.7224 0.6535 11.00000 0.05 0.12 Q20 1 0.6409 0.1454 0.9345 11.00000 0.05 0.12 ; _shelx_res_checksum 91893 _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 1.104 _oxdiff_exptl_absorpt_empirical_full_min 0.911 loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' '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 N1 N 0.79109(12) 0.3882(3) 0.7842(3) 0.0514(7) Uani 1 1 d . . . . . N2 N 0.59741(11) 0.4100(3) 0.4420(3) 0.0480(6) Uani 1 1 d . . . . . C1 C 0.76033(15) 0.4451(4) 0.6775(3) 0.0511(8) Uani 1 1 d . . . . . H1A H 0.7773 0.4332 0.6084 0.061 Uiso 1 1 calc R . . . . H1B H 0.7532 0.5446 0.6871 0.061 Uiso 1 1 calc R . . . . C2 C 0.71232(14) 0.3581(4) 0.6667(3) 0.0474(7) Uani 1 1 d . . . . . C3 C 0.70902(13) 0.2921(4) 0.7700(3) 0.0449(7) Uani 1 1 d . . . . . C4 C 0.75552(14) 0.3306(4) 0.8576(3) 0.0524(8) Uani 1 1 d . . . . . H4A H 0.7472 0.4005 0.9140 0.063 Uiso 1 1 calc R . . . . H4B H 0.7696 0.2479 0.9007 0.063 Uiso 1 1 calc R . . . . C5 C 0.66900(13) 0.2038(4) 0.8054(3) 0.0452(7) Uani 1 1 d . . . . . C6 C 0.67000(14) 0.1632(4) 0.9243(3) 0.0547(9) Uani 1 1 d . . . . . H6 H 0.6971 0.1913 0.9806 0.066 Uiso 1 1 calc R . . . . C7 C 0.63192(16) 0.0828(4) 0.9597(3) 0.0594(9) Uani 1 1 d . . . . . H7 H 0.6340 0.0583 1.0394 0.071 Uiso 1 1 calc R . . . . C8 C 0.59072(15) 0.0373(4) 0.8809(3) 0.0531(8) Uani 1 1 d . . . . . C9 C 0.58942(15) 0.0753(4) 0.7628(3) 0.0575(9) Uani 1 1 d . . . . . H9 H 0.5621 0.0462 0.7074 0.069 Uiso 1 1 calc R . . . . C10 C 0.62768(15) 0.1553(4) 0.7251(3) 0.0531(8) Uani 1 1 d . . . . . H10 H 0.6258 0.1771 0.6449 0.064 Uiso 1 1 calc R . . . . C11 C 0.82683(16) 0.4882(5) 0.8478(4) 0.0646(10) Uani 1 1 d . . . . . H11A H 0.8424 0.4447 0.9215 0.078 Uiso 1 1 calc R . . . . H11B H 0.8081 0.5703 0.8683 0.078 Uiso 1 1 calc R . . . . C12 C 0.86828(15) 0.5372(4) 0.7810(3) 0.0565(9) Uani 1 1 d . . . . . C13 C 0.89373(17) 0.6610(5) 0.8156(4) 0.0685(10) Uani 1 1 d . . . . . H13 H 0.8845 0.7129 0.8784 0.082 Uiso 1 1 calc R . . . . C14 C 0.93282(19) 0.7089(5) 0.7578(5) 0.0830(13) Uani 1 1 d . . . . . H14 H 0.9501 0.7915 0.7831 0.100 Uiso 1 1 calc R . . . . C15 C 0.94612(18) 0.6348(6) 0.6635(5) 0.0798(13) Uani 1 1 d . . . . . H15 H 0.9720 0.6677 0.6241 0.096 Uiso 1 1 calc R . . . . C16 C 0.92111(16) 0.5118(5) 0.6275(4) 0.0724(11) Uani 1 1 d . . . . . H16 H 0.9298 0.4620 0.5630 0.087 Uiso 1 1 calc R . . . . C17 C 0.88283(16) 0.4616(5) 0.6873(4) 0.0641(10) Uani 1 1 d . . . . . H17 H 0.8668 0.3765 0.6642 0.077 Uiso 1 1 calc R . . . . C18 C 0.54830(18) -0.0466(5) 0.9196(4) 0.0652(10) Uani 1 1 d . . . . . H18A H 0.5571 -0.1451 0.9224 0.098 Uiso 1 1 calc GR . . . . H18B H 0.5178 -0.0327 0.8640 0.098 Uiso 1 1 calc GR . . . . H18C H 0.5428 -0.0159 0.9970 0.098 Uiso 1 1 calc GR . . . . C19 C 0.62862(14) 0.4524(4) 0.5526(3) 0.0514(8) Uani 1 1 d . . . . . H19A H 0.6114 0.4336 0.6203 0.062 Uiso 1 1 calc R . . . . H19B H 0.6371 0.5520 0.5515 0.062 Uiso 1 1 calc R . . . . C20 C 0.67537(13) 0.3622(4) 0.5563(3) 0.0440(7) Uani 1 1 d . . . . . C21 C 0.67787(13) 0.3092(4) 0.4487(3) 0.0439(7) Uani 1 1 d . . . . . C22 C 0.63237(14) 0.3591(4) 0.3634(3) 0.0505(8) Uani 1 1 d . . . . . H22A H 0.6416 0.4344 0.3130 0.061 Uiso 1 1 calc R . . . . H22B H 0.6174 0.2821 0.3138 0.061 Uiso 1 1 calc R . . . . C23 C 0.71719(13) 0.2207(4) 0.4080(3) 0.0453(7) Uani 1 1 d . . . . . C24 C 0.75763(15) 0.1633(4) 0.4858(3) 0.0543(8) Uani 1 1 d . . . . . H24 H 0.7594 0.1781 0.5671 0.065 Uiso 1 1 calc R . . . . C25 C 0.79507(15) 0.0850(5) 0.4439(3) 0.0585(9) Uani 1 1 d . . . . . H25 H 0.8217 0.0492 0.4978 0.070 Uiso 1 1 calc R . . . . C26 C 0.79399(15) 0.0583(4) 0.3241(3) 0.0529(8) Uani 1 1 d . . . . . C27 C 0.75349(16) 0.1117(5) 0.2470(3) 0.0592(9) Uani 1 1 d . . . . . H27 H 0.7514 0.0942 0.1659 0.071 Uiso 1 1 calc R . . . . C28 C 0.71570(15) 0.1910(4) 0.2880(3) 0.0570(9) Uani 1 1 d . . . . . H28 H 0.6888 0.2250 0.2339 0.068 Uiso 1 1 calc R . . . . C29 C 0.56204(14) 0.5183(4) 0.3887(3) 0.0574(9) Uani 1 1 d . . . . . H29A H 0.5449 0.4852 0.3125 0.069 Uiso 1 1 calc R . . . . H29B H 0.5807 0.6034 0.3752 0.069 Uiso 1 1 calc R . . . . C30 C 0.52347(14) 0.5515(4) 0.4683(3) 0.0554(9) Uani 1 1 d . . . . . C31 C 0.52783(17) 0.6702(5) 0.5403(4) 0.0669(10) Uani 1 1 d . . . . . H31 H 0.5549 0.7319 0.5379 0.080 Uiso 1 1 calc R . . . . C32 C 0.4929(2) 0.6992(6) 0.6156(5) 0.0824(13) Uani 1 1 d . . . . . H32 H 0.4968 0.7792 0.6635 0.099 Uiso 1 1 calc R . . . . C33 C 0.4532(2) 0.6124(6) 0.6200(5) 0.0846(14) Uani 1 1 d . . . . . H33 H 0.4298 0.6325 0.6707 0.101 Uiso 1 1 calc R . . . . C34 C 0.44733(18) 0.4936(6) 0.5494(5) 0.0842(14) Uani 1 1 d . . . . . H34 H 0.4197 0.4341 0.5518 0.101 Uiso 1 1 calc R . . . . C35 C 0.48267(16) 0.4625(5) 0.4746(4) 0.0698(11) Uani 1 1 d . . . . . H35 H 0.4789 0.3811 0.4283 0.084 Uiso 1 1 calc R . . . . C36 C 0.83542(18) -0.0257(5) 0.2795(4) 0.0685(11) Uani 1 1 d . . . . . H36A H 0.8217 -0.1132 0.2461 0.103 Uiso 1 1 calc GR . . . . H36B H 0.8620 -0.0449 0.3443 0.103 Uiso 1 1 calc GR . . . . H36C H 0.8490 0.0276 0.2196 0.103 Uiso 1 1 calc GR . . . . 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 N1 0.0505(15) 0.0609(16) 0.0402(14) -0.0023(12) -0.0015(12) -0.0030(13) N2 0.0429(14) 0.0581(16) 0.0418(14) 0.0027(12) 0.0027(11) 0.0038(13) C1 0.0521(18) 0.0547(18) 0.0443(17) 0.0026(13) 0.0000(14) -0.0022(15) C2 0.0467(17) 0.0530(17) 0.0410(17) -0.0025(13) 0.0014(13) 0.0032(14) C3 0.0471(17) 0.0513(16) 0.0354(15) -0.0037(13) 0.0030(13) 0.0084(14) C4 0.0518(19) 0.066(2) 0.0376(16) -0.0025(14) 0.0001(14) 0.0012(16) C5 0.0491(17) 0.0498(16) 0.0366(15) -0.0004(12) 0.0062(13) 0.0083(14) C6 0.054(2) 0.070(2) 0.0385(17) 0.0046(15) 0.0006(14) 0.0041(16) C7 0.066(2) 0.069(2) 0.0427(18) 0.0116(15) 0.0071(17) 0.0048(18) C8 0.059(2) 0.0517(18) 0.0504(19) 0.0007(14) 0.0135(16) 0.0059(15) C9 0.061(2) 0.067(2) 0.0433(18) -0.0044(15) 0.0021(15) -0.0057(17) C10 0.061(2) 0.065(2) 0.0330(16) -0.0032(13) 0.0069(15) -0.0052(17) C11 0.062(2) 0.079(3) 0.051(2) -0.0137(18) 0.0027(17) -0.0109(19) C12 0.0492(18) 0.058(2) 0.057(2) -0.0015(15) -0.0083(15) 0.0016(15) C13 0.069(2) 0.065(2) 0.068(2) -0.0052(18) -0.0010(19) -0.0037(19) C14 0.078(3) 0.074(3) 0.092(3) 0.004(2) -0.006(2) -0.017(2) C15 0.060(2) 0.084(3) 0.093(3) 0.015(3) 0.005(2) -0.003(2) C16 0.057(2) 0.085(3) 0.074(3) -0.002(2) 0.006(2) 0.010(2) C17 0.054(2) 0.065(2) 0.071(3) -0.0094(18) 0.0008(18) -0.0002(16) C18 0.070(2) 0.072(2) 0.056(2) 0.0049(18) 0.0170(19) -0.006(2) C19 0.054(2) 0.0591(19) 0.0401(16) -0.0003(14) 0.0021(14) 0.0056(15) C20 0.0452(16) 0.0508(16) 0.0356(15) 0.0036(12) 0.0044(12) 0.0002(13) C21 0.0428(15) 0.0516(17) 0.0372(16) 0.0052(12) 0.0052(13) -0.0009(13) C22 0.0507(18) 0.064(2) 0.0346(16) 0.0029(13) 0.0000(13) 0.0014(16) C23 0.0457(16) 0.0531(18) 0.0368(15) 0.0022(13) 0.0052(13) -0.0021(14) C24 0.056(2) 0.071(2) 0.0363(17) -0.0008(14) 0.0075(15) 0.0112(17) C25 0.053(2) 0.076(2) 0.0451(19) -0.0005(17) 0.0040(16) 0.0133(18) C26 0.0535(19) 0.059(2) 0.0483(18) -0.0075(15) 0.0147(15) -0.0005(15) C27 0.065(2) 0.075(2) 0.0379(17) -0.0089(16) 0.0091(16) 0.0053(19) C28 0.058(2) 0.070(2) 0.0412(17) -0.0008(15) 0.0005(15) 0.0081(17) C29 0.0506(19) 0.069(2) 0.0495(18) 0.0125(16) -0.0012(15) 0.0046(17) C30 0.0441(17) 0.063(2) 0.056(2) 0.0141(16) -0.0004(15) 0.0107(15) C31 0.060(2) 0.064(2) 0.077(3) 0.0041(18) 0.0091(18) 0.0041(18) C32 0.085(3) 0.080(3) 0.083(3) -0.006(2) 0.014(2) 0.022(3) C33 0.070(3) 0.101(4) 0.087(3) 0.015(3) 0.024(2) 0.025(3) C34 0.057(2) 0.099(4) 0.098(4) 0.028(3) 0.015(2) 0.002(2) C35 0.056(2) 0.069(2) 0.083(3) 0.007(2) 0.005(2) -0.0004(18) C36 0.063(2) 0.085(3) 0.059(2) -0.015(2) 0.0141(18) 0.010(2) 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' 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 C4 N1 C1 106.4(3) . . ? C11 N1 C1 114.7(3) . . ? C11 N1 C4 112.9(3) . . ? C19 N2 C22 106.6(3) . . ? C19 N2 C29 114.5(3) . . ? C29 N2 C22 114.0(3) . . ? N1 C1 H1A 111.1 . . ? N1 C1 H1B 111.1 . . ? N1 C1 C2 103.3(3) . . ? H1A C1 H1B 109.1 . . ? C2 C1 H1A 111.1 . . ? C2 C1 H1B 111.1 . . ? C3 C2 C1 110.3(3) . . ? C3 C2 C20 129.3(3) . . ? C20 C2 C1 120.3(3) . . ? C2 C3 C4 108.1(3) . . ? C2 C3 C5 130.8(3) . . ? C5 C3 C4 121.1(3) . . ? N1 C4 C3 104.5(3) . . ? N1 C4 H4A 110.9 . . ? N1 C4 H4B 110.9 . . ? C3 C4 H4A 110.9 . . ? C3 C4 H4B 110.9 . . ? H4A C4 H4B 108.9 . . ? C6 C5 C3 120.9(3) . . ? C10 C5 C3 123.0(3) . . ? C10 C5 C6 116.1(3) . . ? C5 C6 H6 119.2 . . ? C7 C6 C5 121.6(3) . . ? C7 C6 H6 119.2 . . ? C6 C7 H7 118.9 . . ? C6 C7 C8 122.2(3) . . ? C8 C7 H7 118.9 . . ? C7 C8 C9 116.9(4) . . ? C7 C8 C18 122.4(3) . . ? C9 C8 C18 120.7(4) . . ? C8 C9 H9 119.1 . . ? C8 C9 C10 121.8(3) . . ? C10 C9 H9 119.1 . . ? C5 C10 H10 119.4 . . ? C9 C10 C5 121.3(3) . . ? C9 C10 H10 119.4 . . ? N1 C11 H11A 108.5 . . ? N1 C11 H11B 108.5 . . ? N1 C11 C12 115.0(3) . . ? H11A C11 H11B 107.5 . . ? C12 C11 H11A 108.5 . . ? C12 C11 H11B 108.5 . . ? C13 C12 C11 118.9(4) . . ? C13 C12 C17 118.4(4) . . ? C17 C12 C11 122.7(4) . . ? C12 C13 H13 119.6 . . ? C12 C13 C14 120.9(4) . . ? C14 C13 H13 119.6 . . ? C13 C14 H14 119.9 . . ? C15 C14 C13 120.2(4) . . ? C15 C14 H14 119.9 . . ? C14 C15 H15 120.1 . . ? C14 C15 C16 119.8(5) . . ? C16 C15 H15 120.1 . . ? C15 C16 H16 119.9 . . ? C15 C16 C17 120.1(5) . . ? C17 C16 H16 119.9 . . ? C12 C17 C16 120.6(4) . . ? C12 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C8 C18 H18A 109.5 . . ? C8 C18 H18B 109.5 . . ? C8 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N2 C19 H19A 111.1 . . ? N2 C19 H19B 111.1 . . ? N2 C19 C20 103.4(3) . . ? H19A C19 H19B 109.0 . . ? C20 C19 H19A 111.1 . . ? C20 C19 H19B 111.1 . . ? C2 C20 C19 118.9(3) . . ? C21 C20 C2 130.8(3) . . ? C21 C20 C19 109.9(3) . . ? C20 C21 C22 109.1(3) . . ? C20 C21 C23 129.7(3) . . ? C23 C21 C22 121.1(3) . . ? N2 C22 C21 103.4(3) . . ? N2 C22 H22A 111.1 . . ? N2 C22 H22B 111.1 . . ? C21 C22 H22A 111.1 . . ? C21 C22 H22B 111.1 . . ? H22A C22 H22B 109.0 . . ? C24 C23 C21 122.6(3) . . ? C28 C23 C21 120.6(3) . . ? C28 C23 C24 116.8(3) . . ? C23 C24 H24 119.4 . . ? C25 C24 C23 121.1(3) . . ? C25 C24 H24 119.4 . . ? C24 C25 H25 119.1 . . ? C24 C25 C26 121.8(4) . . ? C26 C25 H25 119.1 . . ? C25 C26 C36 121.3(4) . . ? C27 C26 C25 117.4(4) . . ? C27 C26 C36 121.3(4) . . ? C26 C27 H27 119.4 . . ? C26 C27 C28 121.3(3) . . ? C28 C27 H27 119.4 . . ? C23 C28 C27 121.6(3) . . ? C23 C28 H28 119.2 . . ? C27 C28 H28 119.2 . . ? N2 C29 H29A 109.5 . . ? N2 C29 H29B 109.5 . . ? N2 C29 C30 110.7(3) . . ? H29A C29 H29B 108.1 . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? C31 C30 C29 121.5(4) . . ? C35 C30 C29 121.1(4) . . ? C35 C30 C31 117.4(4) . . ? C30 C31 H31 119.3 . . ? C32 C31 C30 121.5(4) . . ? C32 C31 H31 119.3 . . ? C31 C32 H32 119.8 . . ? C33 C32 C31 120.4(5) . . ? C33 C32 H32 119.8 . . ? C32 C33 H33 120.0 . . ? C32 C33 C34 119.9(5) . . ? C34 C33 H33 120.0 . . ? C33 C34 H34 120.0 . . ? C33 C34 C35 120.1(5) . . ? C35 C34 H34 120.0 . . ? C30 C35 C34 120.7(5) . . ? C30 C35 H35 119.7 . . ? C34 C35 H35 119.7 . . ? C26 C36 H36A 109.5 . . ? C26 C36 H36B 109.5 . . ? C26 C36 H36C 109.5 . . ? H36A C36 H36B 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? 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 N1 C1 1.461(4) . ? N1 C4 1.458(5) . ? N1 C11 1.456(5) . ? N2 C19 1.457(4) . ? N2 C22 1.465(5) . ? N2 C29 1.461(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C1 C2 1.510(5) . ? C2 C3 1.345(5) . ? C2 C20 1.476(4) . ? C3 C4 1.514(5) . ? C3 C5 1.456(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.404(5) . ? C5 C10 1.399(5) . ? C6 H6 0.9300 . ? C6 C7 1.374(6) . ? C7 H7 0.9300 . ? C7 C8 1.378(6) . ? C8 C9 1.385(5) . ? C8 C18 1.499(6) . ? C9 H9 0.9300 . ? C9 C10 1.388(6) . ? C10 H10 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.503(6) . ? C12 C13 1.381(6) . ? C12 C17 1.386(6) . ? C13 H13 0.9300 . ? C13 C14 1.387(6) . ? C14 H14 0.9300 . ? C14 C15 1.371(8) . ? C15 H15 0.9300 . ? C15 C16 1.372(7) . ? C16 H16 0.9300 . ? C16 C17 1.390(6) . ? C17 H17 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 C20 1.504(5) . ? C20 C21 1.334(5) . ? C21 C22 1.511(4) . ? C21 C23 1.468(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.398(5) . ? C23 C28 1.388(5) . ? C24 H24 0.9300 . ? C24 C25 1.382(5) . ? C25 H25 0.9300 . ? C25 C26 1.383(5) . ? C26 C27 1.381(6) . ? C26 C36 1.507(5) . ? C27 H27 0.9300 . ? C27 C28 1.390(5) . ? C28 H28 0.9300 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 C30 1.500(6) . ? C30 C31 1.385(6) . ? C30 C35 1.384(6) . ? C31 H31 0.9300 . ? C31 C32 1.383(6) . ? C32 H32 0.9300 . ? C32 C33 1.344(8) . ? C33 H33 0.9300 . ? C33 C34 1.377(8) . ? C34 H34 0.9300 . ? C34 C35 1.391(7) . ? C35 H35 0.9300 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? 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 N1 C1 C2 C3 16.7(4) . . . . ? N1 C1 C2 C20 -167.3(3) . . . . ? N1 C11 C12 C13 159.9(4) . . . . ? N1 C11 C12 C17 -21.4(6) . . . . ? N2 C19 C20 C2 -169.6(3) . . . . ? N2 C19 C20 C21 16.9(4) . . . . ? N2 C29 C30 C31 100.6(4) . . . . ? N2 C29 C30 C35 -77.9(4) . . . . ? C1 N1 C4 C3 26.6(4) . . . . ? C1 N1 C11 C12 -65.0(5) . . . . ? C1 C2 C3 C4 -0.3(4) . . . . ? C1 C2 C3 C5 176.2(3) . . . . ? C1 C2 C20 C19 -100.4(3) . . . . ? C1 C2 C20 C21 71.6(6) . . . . ? C2 C3 C4 N1 -16.3(4) . . . . ? C2 C3 C5 C6 -170.0(4) . . . . ? C2 C3 C5 C10 9.7(6) . . . . ? C2 C20 C21 C22 -172.9(4) . . . . ? C2 C20 C21 C23 4.8(7) . . . . ? C3 C2 C20 C19 74.7(5) . . . . ? C3 C2 C20 C21 -113.3(4) . . . . ? C3 C5 C6 C7 178.4(3) . . . . ? C3 C5 C10 C9 -177.9(4) . . . . ? C4 N1 C1 C2 -26.5(4) . . . . ? C4 N1 C11 C12 172.9(3) . . . . ? C4 C3 C5 C6 6.1(5) . . . . ? C4 C3 C5 C10 -174.2(3) . . . . ? C5 C3 C4 N1 166.8(3) . . . . ? C5 C6 C7 C8 0.1(6) . . . . ? C6 C5 C10 C9 1.9(6) . . . . ? C6 C7 C8 C9 0.6(6) . . . . ? C6 C7 C8 C18 -178.1(4) . . . . ? C7 C8 C9 C10 0.0(6) . . . . ? C8 C9 C10 C5 -1.2(6) . . . . ? C10 C5 C6 C7 -1.3(6) . . . . ? C11 N1 C1 C2 -152.1(3) . . . . ? C11 N1 C4 C3 153.3(3) . . . . ? C11 C12 C13 C14 178.9(4) . . . . ? C11 C12 C17 C16 179.4(4) . . . . ? C12 C13 C14 C15 1.3(7) . . . . ? C13 C12 C17 C16 -1.9(6) . . . . ? C13 C14 C15 C16 -0.9(8) . . . . ? C14 C15 C16 C17 -0.8(7) . . . . ? C15 C16 C17 C12 2.2(6) . . . . ? C17 C12 C13 C14 0.2(6) . . . . ? C18 C8 C9 C10 178.7(4) . . . . ? C19 N2 C22 C21 26.4(4) . . . . ? C19 N2 C29 C30 -64.1(4) . . . . ? C19 C20 C21 C22 -0.4(4) . . . . ? C19 C20 C21 C23 177.3(3) . . . . ? C20 C2 C3 C4 -175.8(3) . . . . ? C20 C2 C3 C5 0.7(6) . . . . ? C20 C21 C22 N2 -16.1(4) . . . . ? C20 C21 C23 C24 7.7(6) . . . . ? C20 C21 C23 C28 -171.9(4) . . . . ? C21 C23 C24 C25 -177.5(4) . . . . ? C21 C23 C28 C27 177.7(4) . . . . ? C22 N2 C19 C20 -26.6(4) . . . . ? C22 N2 C29 C30 172.8(3) . . . . ? C22 C21 C23 C24 -174.8(3) . . . . ? C22 C21 C23 C28 5.7(5) . . . . ? C23 C21 C22 N2 165.9(3) . . . . ? C23 C24 C25 C26 -0.8(7) . . . . ? C24 C23 C28 C27 -1.9(6) . . . . ? C24 C25 C26 C27 -0.8(6) . . . . ? C24 C25 C26 C36 179.2(4) . . . . ? C25 C26 C27 C28 1.0(6) . . . . ? C26 C27 C28 C23 0.4(6) . . . . ? C28 C23 C24 C25 2.1(6) . . . . ? C29 N2 C19 C20 -153.6(3) . . . . ? C29 N2 C22 C21 153.8(3) . . . . ? C29 C30 C31 C32 -178.6(4) . . . . ? C29 C30 C35 C34 179.4(4) . . . . ? C30 C31 C32 C33 -0.5(7) . . . . ? C31 C30 C35 C34 0.9(6) . . . . ? C31 C32 C33 C34 0.2(8) . . . . ? C32 C33 C34 C35 0.7(8) . . . . ? C33 C34 C35 C30 -1.2(7) . . . . ? C35 C30 C31 C32 0.0(6) . . . . ? C36 C26 C27 C28 -179.0(4) . . . . ?