#------------------------------------------------------------------------------ #$Date: 2021-11-04 03:33:28 +0200 (Thu, 04 Nov 2021) $ #$Revision: 270289 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/10/7061044.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_7061044 loop_ _publ_author_name 'Guo, Shengmei' 'Zhang, Gaobin' 'Chen, Fangjie' 'Ni, Yingyong' 'Huang, Jianyan' 'Kong, Lin' 'Yang, Jiaxiang' _publ_section_title ; Multi-stimuli responsive property and structure-property study of tetraphenylethylene functionalized arylimidazole derivatives ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D1NJ04428A _journal_year 2021 _chemical_formula_moiety 'C55 H36 N4, C H2 Cl2' _chemical_formula_sum 'C56 H38 Cl2 N4' _chemical_formula_weight 837.80 _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 2020-08-07 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-12-02 deposited with the CCDC. 2021-10-18 downloaded from the CCDC. ; _cell_angle_alpha 70.51 _cell_angle_beta 86.90 _cell_angle_gamma 64.39 _cell_formula_units_Z 2 _cell_length_a 12.057 _cell_length_b 12.616 _cell_length_c 16.803 _cell_measurement_reflns_used 573 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 65.40 _cell_measurement_theta_min 7.90 _cell_volume 2160.507 _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_temperature 293(2) _diffrn_measured_fraction_theta_full 0.974 _diffrn_measured_fraction_theta_max 0.965 _diffrn_measurement_device_type 'STOE STADIVARI' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54186 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_unetI/netI 0.0190 _diffrn_reflns_Laue_measured_fraction_full 0.974 _diffrn_reflns_Laue_measured_fraction_max 0.965 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 18872 _diffrn_reflns_point_group_measured_fraction_full 0.974 _diffrn_reflns_point_group_measured_fraction_max 0.965 _diffrn_reflns_theta_full 67.686 _diffrn_reflns_theta_max 68.177 _diffrn_reflns_theta_min 4.089 _exptl_absorpt_coefficient_mu 1.688 _exptl_crystal_density_diffrn 1.288 _exptl_crystal_description block _exptl_crystal_F_000 872 _refine_diff_density_max 0.879 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.060 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 559 _refine_ls_number_reflns 7631 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0483 _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^)+(0.0897P)^2^+1.1511P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1408 _refine_ls_wR_factor_ref 0.1451 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7150 _reflns_number_total 7631 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1nj04428a2.cif _cod_data_source_block 1 _cod_original_cell_volume 2160.5 _cod_database_code 7061044 _shelx_shelxl_version_number 2016/4 _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. ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Secondary CH2 refined with riding coordinates: C56(H56A,H56B) 2.b Aromatic/amide H refined with riding coordinates: C5(H5), C11(H11), C15(H15), C18(H18), C19(H19), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C33(H33), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54), C55(H55) ; _shelx_res_file ; TITL 1 P -1 R = New: P-1 1.res created by SHELXL-2016/4 at 21:15:36 on 07-Aug-2020 CELL 1.54186 12.057 12.616 16.803 70.51 86.9 64.39 ZERR 2 0 0 0 0 0 0 LATT 1 SFAC C H Cl N UNIT 112 76 4 8 L.S. 5 PLAN -20 BOND $H CONF fmap 2 acta REM REM REM WGHT 0.089700 1.151100 FVAR 0.38969 N1 4 0.908458 0.188647 0.391014 11.00000 0.02225 0.01854 = 0.02220 -0.00969 0.00704 -0.01072 N2 4 1.038168 0.147691 0.292376 11.00000 0.02378 0.02129 = 0.02315 -0.00842 0.00701 -0.01094 N3 4 0.495208 0.736361 0.469410 11.00000 0.03576 0.02333 = 0.03031 -0.01152 0.01060 -0.01213 N4 4 1.066370 0.491304 0.266594 11.00000 0.04704 0.03169 = 0.03564 -0.00901 0.00890 -0.02591 C1 1 0.897168 0.094662 0.370738 11.00000 0.02068 0.01682 = 0.01944 -0.00738 0.00331 -0.00678 C2 1 0.978700 0.071727 0.310643 11.00000 0.02162 0.01937 = 0.01899 -0.00635 0.00424 -0.00880 C3 1 0.994154 0.216488 0.341035 11.00000 0.02252 0.01956 = 0.02118 -0.00586 0.00507 -0.01006 C4 1 0.547200 0.637249 0.517428 11.00000 0.02398 0.02536 = 0.02437 -0.01464 0.01042 -0.01280 C5 1 0.747359 0.386906 0.393143 11.00000 0.02420 0.02217 = 0.01957 -0.00721 0.00561 -0.01151 AFIX 43 H5 2 0.736446 0.415551 0.334135 11.00000 -1.20000 AFIX 0 C6 1 0.692341 0.423404 0.525990 11.00000 0.02083 0.02185 = 0.02313 -0.01107 0.00671 -0.01165 C7 1 0.614518 0.508178 0.571461 11.00000 0.02094 0.02167 = 0.02433 -0.01143 0.00511 -0.01082 C8 1 0.831802 0.265778 0.437675 11.00000 0.02104 0.02117 = 0.02270 -0.01194 0.00721 -0.01164 C9 1 0.832387 -0.059290 0.361848 11.00000 0.02186 0.02043 = 0.02200 -0.00746 0.00263 -0.00851 C10 1 0.821505 0.030117 0.400090 11.00000 0.02081 0.01891 = 0.02238 -0.00793 0.00461 -0.00880 C11 1 0.679016 0.465462 0.436940 11.00000 0.02211 0.01908 = 0.02305 -0.00671 0.00506 -0.00920 AFIX 43 H11 2 0.623324 0.547511 0.406808 11.00000 -1.20000 AFIX 0 C12 1 0.319981 0.894804 0.949006 11.00000 0.02647 0.02794 = 0.02395 -0.01365 0.00875 -0.01380 C13 1 0.923803 -0.089027 0.301238 11.00000 0.02489 0.01952 = 0.01845 -0.00659 0.00198 -0.00796 C14 1 1.031854 0.311572 0.344571 11.00000 0.02135 0.02238 = 0.02916 -0.01021 0.00682 -0.01108 C15 1 0.600220 0.469686 0.655374 11.00000 0.02396 0.02220 = 0.02531 -0.01147 0.00531 -0.00924 AFIX 43 H15 2 0.641922 0.383741 0.683631 11.00000 -1.20000 AFIX 0 C16 1 0.347218 0.732250 0.883885 11.00000 0.02288 0.02592 = 0.02018 -0.00919 0.00164 -0.00668 C17 1 0.403048 0.668353 0.821039 11.00000 0.02185 0.02847 = 0.02303 -0.01288 0.00268 -0.00845 C18 1 1.086038 -0.052315 0.218643 11.00000 0.03003 0.02405 = 0.02103 -0.00858 0.00748 -0.01214 AFIX 43 H18 2 1.132964 -0.007890 0.201986 11.00000 -1.20000 AFIX 0 C19 1 0.848447 0.222434 0.525886 11.00000 0.02443 0.02024 = 0.02307 -0.00781 0.00180 -0.00593 AFIX 43 H19 2 0.906000 0.140980 0.555514 11.00000 -1.20000 AFIX 0 C20 1 0.529631 0.541983 0.708337 11.00000 0.02262 0.02618 = 0.02308 -0.01216 0.00408 -0.00999 C21 1 0.996522 -0.022974 0.275227 11.00000 0.02415 0.02020 = 0.01853 -0.00725 0.00268 -0.00757 C22 1 0.438894 0.540295 0.841361 11.00000 0.02700 0.02866 = 0.02284 -0.01085 0.00580 -0.01113 AFIX 43 H22 2 0.419950 0.496092 0.892240 11.00000 -1.20000 AFIX 0 C23 1 0.779242 0.300698 0.569464 11.00000 0.02743 0.02468 = 0.02090 -0.01006 0.00318 -0.00933 AFIX 43 H23 2 0.790658 0.271321 0.628474 11.00000 -1.20000 AFIX 0 C24 1 0.257360 0.693529 0.935256 11.00000 0.02547 0.02051 = 0.02300 -0.00993 0.00451 -0.00588 C25 1 0.137796 1.045545 0.985952 11.00000 0.03073 0.02646 = 0.02710 -0.01010 0.01178 -0.01275 AFIX 43 H25 2 0.052246 1.091183 0.980084 11.00000 -1.20000 AFIX 0 C26 1 0.487514 0.672010 0.685964 11.00000 0.03121 0.02617 = 0.02099 -0.01076 0.00551 -0.01215 AFIX 43 H26 2 0.501607 0.717354 0.633486 11.00000 -1.20000 AFIX 0 C27 1 0.737193 0.051651 0.461251 11.00000 0.02556 0.02369 = 0.03113 -0.01387 0.01017 -0.01202 AFIX 43 H27 2 0.731462 0.108126 0.487241 11.00000 -1.20000 AFIX 0 C28 1 0.425688 0.733122 0.740700 11.00000 0.02930 0.02383 = 0.02510 -0.01099 0.00257 -0.00910 AFIX 43 H28 2 0.398249 0.819242 0.724170 11.00000 -1.20000 AFIX 0 C29 1 0.191825 0.962934 0.941921 11.00000 0.02679 0.02629 = 0.02365 -0.00999 0.00599 -0.01204 AFIX 43 H29 2 0.141962 0.953022 0.907389 11.00000 -1.20000 AFIX 0 C30 1 0.945810 -0.185347 0.268760 11.00000 0.03215 0.02361 = 0.02511 -0.00968 0.00334 -0.01358 AFIX 43 H30 2 0.899844 -0.230837 0.284897 11.00000 -1.20000 AFIX 0 C31 1 0.502198 0.478349 0.786811 11.00000 0.02682 0.02214 = 0.02534 -0.00967 0.00337 -0.00889 AFIX 43 H31 2 0.527046 0.392718 0.802560 11.00000 -1.20000 AFIX 0 C32 1 0.381427 0.815841 0.895572 11.00000 0.02285 0.03002 = 0.02198 -0.01273 0.00389 -0.00913 C33 1 0.753211 -0.117962 0.384615 11.00000 0.02889 0.02462 = 0.03223 -0.01272 0.00468 -0.01425 AFIX 43 H33 2 0.757211 -0.174823 0.359500 11.00000 -1.20000 AFIX 0 C34 1 0.486717 0.837456 0.854313 11.00000 0.02546 0.04323 = 0.02909 -0.02416 0.00829 -0.01679 C35 1 0.275651 0.648692 1.024171 11.00000 0.03232 0.02616 = 0.02367 -0.01049 0.00362 -0.00750 AFIX 43 H35 2 0.342184 0.646803 1.051132 11.00000 -1.20000 AFIX 0 C36 1 0.663520 -0.009654 0.482898 11.00000 0.02720 0.03090 = 0.04068 -0.01681 0.01594 -0.01520 AFIX 43 H36 2 0.609434 0.004422 0.523921 11.00000 -1.20000 AFIX 0 C37 1 1.104423 -0.146412 0.187871 11.00000 0.03410 0.02655 = 0.02092 -0.01122 0.00777 -0.00828 AFIX 43 H37 2 1.163230 -0.165238 0.150249 11.00000 -1.20000 AFIX 0 C38 1 0.156785 0.695353 0.896725 11.00000 0.03013 0.02876 = 0.03032 -0.01421 0.00501 -0.01052 AFIX 43 H38 2 0.143856 0.722726 0.837834 11.00000 -1.20000 AFIX 0 C39 1 0.391965 0.910302 1.002926 11.00000 0.02791 0.04184 = 0.03018 -0.01934 0.00685 -0.01632 AFIX 43 H39 2 0.477591 0.865222 1.008893 11.00000 -1.20000 AFIX 0 C40 1 1.030249 0.403773 0.269891 11.00000 0.03933 0.02884 = 0.02663 -0.01106 0.01007 -0.02026 AFIX 43 H40 2 1.002286 0.404487 0.219120 11.00000 -1.20000 AFIX 0 C41 1 1.034271 -0.213502 0.213454 11.00000 0.03957 0.02274 = 0.02458 -0.01290 0.00436 -0.01061 AFIX 43 H41 2 1.047180 -0.277609 0.193119 11.00000 -1.20000 AFIX 0 C42 1 0.210524 1.060305 1.038471 11.00000 0.04324 0.02925 = 0.02706 -0.01608 0.01724 -0.02000 AFIX 43 H42 2 0.173962 1.116094 1.067486 11.00000 -1.20000 AFIX 0 C43 1 0.670014 -0.093116 0.443188 11.00000 0.02744 0.03177 = 0.04380 -0.01494 0.01083 -0.01968 AFIX 43 H43 2 0.617930 -0.132120 0.456341 11.00000 -1.20000 AFIX 0 C44 1 1.071114 0.312461 0.420731 11.00000 0.04082 0.03292 = 0.03001 -0.00531 -0.00026 -0.02232 AFIX 43 H44 2 1.071700 0.253693 0.472149 11.00000 -1.20000 AFIX 0 C45 1 0.465930 0.956338 0.799030 11.00000 0.03685 0.04777 = 0.03309 -0.02414 0.01274 -0.02599 AFIX 43 H45 2 0.387586 1.022844 0.790086 11.00000 -1.20000 AFIX 0 C46 1 0.196413 0.607280 1.072357 11.00000 0.04771 0.02850 = 0.02801 -0.01097 0.01400 -0.01180 AFIX 43 H46 2 0.211194 0.576135 1.131264 11.00000 -1.20000 AFIX 0 C47 1 0.337761 0.991815 1.047666 11.00000 0.04164 0.04521 = 0.02931 -0.02053 0.00986 -0.02686 AFIX 43 H47 2 0.386864 1.000301 1.083678 11.00000 -1.20000 AFIX 0 C48 1 0.075338 0.656411 0.945856 11.00000 0.03166 0.03587 = 0.05136 -0.02385 0.01034 -0.01636 AFIX 43 H48 2 0.007052 0.660388 0.919531 11.00000 -1.20000 AFIX 0 C49 1 0.605768 0.739686 0.870409 11.00000 0.02694 0.05694 = 0.04616 -0.03527 0.00890 -0.01445 AFIX 43 H49 2 0.621002 0.660589 0.908278 11.00000 -1.20000 AFIX 0 C50 1 1.106694 0.488166 0.340892 11.00000 0.03818 0.03010 = 0.04638 -0.00969 -0.00021 -0.02183 AFIX 43 H50 2 1.134317 0.546906 0.339902 11.00000 -1.20000 AFIX 0 C51 1 1.109223 0.402197 0.418637 11.00000 0.04636 0.03854 = 0.03713 -0.01110 -0.00379 -0.02592 AFIX 43 H51 2 1.136037 0.404663 0.468570 11.00000 -1.20000 AFIX 0 C52 1 0.095711 0.611693 1.033957 11.00000 0.04381 0.03179 = 0.04765 -0.01974 0.02466 -0.01874 AFIX 43 H52 2 0.041813 0.584996 1.066667 11.00000 -1.20000 AFIX 0 C53 1 0.561876 0.975865 0.757210 11.00000 0.06020 0.07538 = 0.04266 -0.03589 0.02665 -0.05199 AFIX 43 H53 2 0.547253 1.054595 0.719026 11.00000 -1.20000 AFIX 0 C54 1 0.679775 0.877011 0.772816 11.00000 0.04430 0.10716 = 0.06403 -0.06287 0.03571 -0.05264 AFIX 43 H54 2 0.744113 0.889432 0.744750 11.00000 -1.20000 AFIX 0 C55 1 0.701316 0.760617 0.829871 11.00000 0.02900 0.08688 = 0.06307 -0.05191 0.01756 -0.02584 AFIX 43 H55 2 0.780826 0.695471 0.841263 11.00000 -1.20000 AFIX 0 CL1 3 0.241127 1.359509 0.910488 11.00000 0.05993 0.06431 = 0.05771 -0.03568 0.01208 -0.03588 CL2 3 0.300312 1.306546 0.753137 11.00000 0.09839 0.06110 = 0.04885 -0.02476 0.03254 -0.05788 C56 1 0.239365 1.270907 0.850387 11.00000 0.07974 0.04995 = 0.03896 -0.01879 0.01521 -0.04333 AFIX 23 H56A 2 0.154840 1.285500 0.839593 11.00000 -1.20000 H56B 2 0.286904 1.182773 0.882901 11.00000 -1.20000 AFIX 0 HKLF 4 REM 1 P -1 R = New: P-1 REM R1 = 0.0483 for 7150 Fo > 4sig(Fo) and 0.0509 for all 7631 data REM 559 parameters refined using 0 restraints END WGHT 0.0896 1.1559 REM Highest difference peak 0.879, deepest hole -0.494, 1-sigma level 0.060 Q1 1 0.8993 0.5482 0.4402 11.00000 0.05 0.88 Q2 1 0.3862 1.2638 0.7926 11.00000 0.05 0.34 Q3 1 0.2397 1.4439 0.8725 11.00000 0.05 0.27 Q4 1 0.2779 1.4221 0.8778 11.00000 0.05 0.26 Q5 1 1.1807 0.3594 0.3697 11.00000 0.05 0.26 Q6 1 1.0172 0.2579 0.3449 11.00000 0.05 0.26 Q7 1 0.8577 0.0613 0.3927 11.00000 0.05 0.25 Q8 1 0.3343 1.1957 0.7900 11.00000 0.05 0.25 Q9 1 0.5874 0.6831 0.4970 11.00000 0.05 0.24 Q10 1 1.1141 0.2768 0.3742 11.00000 0.05 0.24 Q11 1 0.4395 0.6009 0.8336 11.00000 0.05 0.24 Q12 1 0.2212 1.1967 0.8698 11.00000 0.05 0.23 Q13 1 0.3432 0.8029 0.8751 11.00000 0.05 0.23 Q14 1 0.9436 0.2191 0.3632 11.00000 0.05 0.23 Q15 1 1.1389 0.2139 0.4618 11.00000 0.05 0.22 Q16 1 0.2600 0.8964 0.9588 11.00000 0.05 0.22 Q17 1 0.4460 0.8475 0.7037 11.00000 0.05 0.22 Q18 1 0.3552 1.2928 0.9116 11.00000 0.05 0.22 Q19 1 0.3243 1.2401 0.8482 11.00000 0.05 0.21 Q20 1 0.8046 0.3421 0.4159 11.00000 0.05 0.21 ; _shelx_res_checksum 1857 _olex2_submission_special_instructions 'No special instructions were received' 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 N1 N 0.90846(13) 0.18865(13) 0.39101(9) 0.0198(3) Uani 1 1 d . . . . . N2 N 1.03817(14) 0.14769(13) 0.29238(9) 0.0223(3) Uani 1 1 d . . . . . N3 N 0.49521(16) 0.73636(14) 0.46941(10) 0.0298(4) Uani 1 1 d . . . . . N4 N 1.06637(17) 0.49130(16) 0.26659(11) 0.0358(4) Uani 1 1 d . . . . . C1 C 0.89717(15) 0.09466(15) 0.37074(10) 0.0193(3) Uani 1 1 d . . . . . C2 C 0.97870(16) 0.07173(15) 0.31064(11) 0.0202(3) Uani 1 1 d . . . . . C3 C 0.99415(16) 0.21649(15) 0.34103(11) 0.0212(3) Uani 1 1 d . . . . . C4 C 0.54720(16) 0.63725(16) 0.51743(11) 0.0225(4) Uani 1 1 d . . . . . C5 C 0.74736(16) 0.38691(16) 0.39314(11) 0.0216(4) Uani 1 1 d . . . . . H5 H 0.736446 0.415551 0.334135 0.026 Uiso 1 1 calc R . . . . C6 C 0.69234(15) 0.42340(16) 0.52599(11) 0.0203(3) Uani 1 1 d . . . . . C7 C 0.61452(16) 0.50818(16) 0.57146(11) 0.0209(3) Uani 1 1 d . . . . . C8 C 0.83180(15) 0.26578(15) 0.43768(11) 0.0197(3) Uani 1 1 d . . . . . C9 C 0.83239(16) -0.05929(16) 0.36185(11) 0.0217(4) Uani 1 1 d . . . . . C10 C 0.82150(16) 0.03012(15) 0.40009(11) 0.0205(3) Uani 1 1 d . . . . . C11 C 0.67902(16) 0.46546(16) 0.43694(11) 0.0216(3) Uani 1 1 d . . . . . H11 H 0.623324 0.547511 0.406808 0.026 Uiso 1 1 calc R . . . . C12 C 0.31998(17) 0.89480(17) 0.94901(11) 0.0244(4) Uani 1 1 d . . . . . C13 C 0.92380(16) -0.08903(15) 0.30124(11) 0.0216(4) Uani 1 1 d . . . . . C14 C 1.03185(16) 0.31157(16) 0.34457(12) 0.0235(4) Uani 1 1 d . . . . . C15 C 0.60022(16) 0.46969(16) 0.65537(11) 0.0234(4) Uani 1 1 d . . . . . H15 H 0.641922 0.383741 0.683631 0.028 Uiso 1 1 calc R . . . . C16 C 0.34722(16) 0.73225(17) 0.88388(11) 0.0242(4) Uani 1 1 d . . . . . C17 C 0.40305(16) 0.66835(17) 0.82104(11) 0.0243(4) Uani 1 1 d . . . . . C18 C 1.08604(17) -0.05232(17) 0.21864(11) 0.0249(4) Uani 1 1 d . . . . . H18 H 1.132964 -0.007890 0.201986 0.030 Uiso 1 1 calc R . . . . C19 C 0.84845(16) 0.22243(16) 0.52589(11) 0.0239(4) Uani 1 1 d . . . . . H19 H 0.906000 0.140980 0.555514 0.029 Uiso 1 1 calc R . . . . C20 C 0.52963(16) 0.54198(17) 0.70834(11) 0.0233(4) Uani 1 1 d . . . . . C21 C 0.99652(16) -0.02297(16) 0.27523(11) 0.0216(4) Uani 1 1 d . . . . . C22 C 0.43889(17) 0.54029(17) 0.84136(12) 0.0262(4) Uani 1 1 d . . . . . H22 H 0.419950 0.496092 0.892240 0.031 Uiso 1 1 calc R . . . . C23 C 0.77924(17) 0.30070(17) 0.56946(11) 0.0246(4) Uani 1 1 d . . . . . H23 H 0.790658 0.271321 0.628474 0.029 Uiso 1 1 calc R . . . . C24 C 0.25736(16) 0.69353(16) 0.93526(11) 0.0240(4) Uani 1 1 d . . . . . C25 C 0.13780(18) 1.04554(17) 0.98595(12) 0.0282(4) Uani 1 1 d . . . . . H25 H 0.052246 1.091183 0.980084 0.034 Uiso 1 1 calc R . . . . C26 C 0.48751(17) 0.67201(17) 0.68596(11) 0.0257(4) Uani 1 1 d . . . . . H26 H 0.501607 0.717354 0.633486 0.031 Uiso 1 1 calc R . . . . C27 C 0.73719(17) 0.05165(17) 0.46125(12) 0.0254(4) Uani 1 1 d . . . . . H27 H 0.731462 0.108126 0.487241 0.030 Uiso 1 1 calc R . . . . C28 C 0.42569(17) 0.73312(17) 0.74070(12) 0.0263(4) Uani 1 1 d . . . . . H28 H 0.398249 0.819242 0.724170 0.032 Uiso 1 1 calc R . . . . C29 C 0.19182(17) 0.96293(17) 0.94192(11) 0.0252(4) Uani 1 1 d . . . . . H29 H 0.141962 0.953022 0.907389 0.030 Uiso 1 1 calc R . . . . C30 C 0.94581(18) -0.18535(17) 0.26876(12) 0.0261(4) Uani 1 1 d . . . . . H30 H 0.899844 -0.230837 0.284897 0.031 Uiso 1 1 calc R . . . . C31 C 0.50220(17) 0.47835(17) 0.78681(12) 0.0251(4) Uani 1 1 d . . . . . H31 H 0.527046 0.392718 0.802560 0.030 Uiso 1 1 calc R . . . . C32 C 0.38143(16) 0.81584(17) 0.89557(11) 0.0249(4) Uani 1 1 d . . . . . C33 C 0.75321(17) -0.11796(17) 0.38462(12) 0.0269(4) Uani 1 1 d . . . . . H33 H 0.757211 -0.174823 0.359500 0.032 Uiso 1 1 calc R . . . . C34 C 0.48672(17) 0.83746(19) 0.85431(12) 0.0289(4) Uani 1 1 d . . . . . C35 C 0.27565(18) 0.64869(17) 1.02417(12) 0.0289(4) Uani 1 1 d . . . . . H35 H 0.342184 0.646803 1.051132 0.035 Uiso 1 1 calc R . . . . C36 C 0.66352(18) -0.00965(18) 0.48290(13) 0.0313(4) Uani 1 1 d . . . . . H36 H 0.609434 0.004422 0.523921 0.038 Uiso 1 1 calc R . . . . C37 C 1.10442(18) -0.14641(17) 0.18787(11) 0.0285(4) Uani 1 1 d . . . . . H37 H 1.163230 -0.165238 0.150249 0.034 Uiso 1 1 calc R . . . . C38 C 0.15679(18) 0.69535(18) 0.89673(13) 0.0296(4) Uani 1 1 d . . . . . H38 H 0.143856 0.722726 0.837834 0.036 Uiso 1 1 calc R . . . . C39 C 0.39197(18) 0.9103(2) 1.00293(13) 0.0312(4) Uani 1 1 d . . . . . H39 H 0.477591 0.865222 1.008893 0.037 Uiso 1 1 calc R . . . . C40 C 1.03025(19) 0.40377(18) 0.26989(12) 0.0295(4) Uani 1 1 d . . . . . H40 H 1.002286 0.404487 0.219120 0.035 Uiso 1 1 calc R . . . . C41 C 1.03427(19) -0.21350(17) 0.21345(12) 0.0289(4) Uani 1 1 d . . . . . H41 H 1.047180 -0.277609 0.193119 0.035 Uiso 1 1 calc R . . . . C42 C 0.21052(19) 1.06031(18) 1.03847(12) 0.0304(4) Uani 1 1 d . . . . . H42 H 0.173962 1.116094 1.067486 0.037 Uiso 1 1 calc R . . . . C43 C 0.67001(18) -0.09312(18) 0.44319(14) 0.0316(4) Uani 1 1 d . . . . . H43 H 0.617930 -0.132120 0.456341 0.038 Uiso 1 1 calc R . . . . C44 C 1.0711(2) 0.31246(19) 0.42073(13) 0.0336(4) Uani 1 1 d . . . . . H44 H 1.071700 0.253693 0.472149 0.040 Uiso 1 1 calc R . . . . C45 C 0.4659(2) 0.9563(2) 0.79903(13) 0.0340(4) Uani 1 1 d . . . . . H45 H 0.387586 1.022844 0.790086 0.041 Uiso 1 1 calc R . . . . C46 C 0.1964(2) 0.60728(19) 1.07236(13) 0.0367(5) Uani 1 1 d . . . . . H46 H 0.211194 0.576135 1.131264 0.044 Uiso 1 1 calc R . . . . C47 C 0.3378(2) 0.9918(2) 1.04767(13) 0.0339(4) Uani 1 1 d . . . . . H47 H 0.386864 1.000301 1.083678 0.041 Uiso 1 1 calc R . . . . C48 C 0.07534(19) 0.6564(2) 0.94586(15) 0.0368(5) Uani 1 1 d . . . . . H48 H 0.007052 0.660388 0.919531 0.044 Uiso 1 1 calc R . . . . C49 C 0.60577(19) 0.7397(2) 0.87041(15) 0.0402(5) Uani 1 1 d . . . . . H49 H 0.621002 0.660589 0.908278 0.048 Uiso 1 1 calc R . . . . C50 C 1.1067(2) 0.48817(19) 0.34089(14) 0.0364(5) Uani 1 1 d . . . . . H50 H 1.134317 0.546906 0.339902 0.044 Uiso 1 1 calc R . . . . C51 C 1.1092(2) 0.4022(2) 0.41864(14) 0.0381(5) Uani 1 1 d . . . . . H51 H 1.136037 0.404663 0.468570 0.046 Uiso 1 1 calc R . . . . C52 C 0.0957(2) 0.61169(19) 1.03396(15) 0.0394(5) Uani 1 1 d . . . . . H52 H 0.041813 0.584996 1.066667 0.047 Uiso 1 1 calc R . . . . C53 C 0.5619(2) 0.9759(3) 0.75721(16) 0.0476(6) Uani 1 1 d . . . . . H53 H 0.547253 1.054595 0.719026 0.057 Uiso 1 1 calc R . . . . C54 C 0.6798(2) 0.8770(3) 0.77282(18) 0.0564(8) Uani 1 1 d . . . . . H54 H 0.744113 0.889432 0.744750 0.068 Uiso 1 1 calc R . . . . C55 C 0.7013(2) 0.7606(3) 0.82987(18) 0.0528(7) Uani 1 1 d . . . . . H55 H 0.780826 0.695471 0.841263 0.063 Uiso 1 1 calc R . . . . Cl1 Cl 0.24113(6) 1.35951(6) 0.91049(4) 0.05355(18) Uani 1 1 d . . . . . Cl2 Cl 0.30031(8) 1.30655(6) 0.75314(4) 0.0602(2) Uani 1 1 d . . . . . C56 C 0.2394(3) 1.2709(2) 0.85039(15) 0.0500(6) Uani 1 1 d . . . . . H56A H 0.154840 1.285500 0.839593 0.060 Uiso 1 1 calc R . . . . H56B H 0.286904 1.182773 0.882901 0.060 Uiso 1 1 calc R . . . . 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 0.0223(7) 0.0185(7) 0.0222(7) -0.0097(6) 0.0070(6) -0.0107(6) N2 0.0238(7) 0.0213(7) 0.0232(7) -0.0084(6) 0.0070(6) -0.0109(6) N3 0.0358(9) 0.0233(8) 0.0303(8) -0.0115(7) 0.0106(7) -0.0121(7) N4 0.0470(10) 0.0317(9) 0.0356(9) -0.0090(7) 0.0089(8) -0.0259(8) C1 0.0207(8) 0.0168(7) 0.0194(8) -0.0074(6) 0.0033(7) -0.0068(6) C2 0.0216(8) 0.0194(8) 0.0190(8) -0.0063(6) 0.0042(7) -0.0088(7) C3 0.0225(8) 0.0196(8) 0.0212(8) -0.0059(6) 0.0051(7) -0.0101(7) C4 0.0240(8) 0.0254(9) 0.0244(9) -0.0146(8) 0.0104(7) -0.0128(7) C5 0.0242(8) 0.0222(8) 0.0196(8) -0.0072(7) 0.0056(7) -0.0115(7) C6 0.0208(8) 0.0218(8) 0.0231(8) -0.0111(7) 0.0067(7) -0.0116(7) C7 0.0209(8) 0.0217(8) 0.0243(8) -0.0114(7) 0.0051(7) -0.0108(7) C8 0.0210(8) 0.0212(8) 0.0227(8) -0.0119(7) 0.0072(7) -0.0116(7) C9 0.0219(8) 0.0204(8) 0.0220(8) -0.0075(7) 0.0026(7) -0.0085(7) C10 0.0208(8) 0.0189(8) 0.0224(8) -0.0079(7) 0.0046(7) -0.0088(7) C11 0.0221(8) 0.0191(8) 0.0231(8) -0.0067(7) 0.0051(7) -0.0092(7) C12 0.0265(9) 0.0279(9) 0.0239(9) -0.0137(7) 0.0088(7) -0.0138(7) C13 0.0249(9) 0.0195(8) 0.0184(8) -0.0066(6) 0.0020(7) -0.0080(7) C14 0.0214(8) 0.0224(8) 0.0292(9) -0.0102(7) 0.0068(7) -0.0111(7) C15 0.0240(8) 0.0222(8) 0.0253(9) -0.0115(7) 0.0053(7) -0.0092(7) C16 0.0229(8) 0.0259(9) 0.0202(8) -0.0092(7) 0.0016(7) -0.0067(7) C17 0.0219(8) 0.0285(9) 0.0230(9) -0.0129(7) 0.0027(7) -0.0084(7) C18 0.0300(9) 0.0241(8) 0.0210(8) -0.0086(7) 0.0075(7) -0.0121(7) C19 0.0244(9) 0.0202(8) 0.0231(9) -0.0078(7) 0.0018(7) -0.0059(7) C20 0.0226(8) 0.0262(9) 0.0231(9) -0.0122(7) 0.0041(7) -0.0100(7) C21 0.0241(8) 0.0202(8) 0.0185(8) -0.0072(6) 0.0027(7) -0.0076(7) C22 0.0270(9) 0.0287(9) 0.0228(9) -0.0108(7) 0.0058(7) -0.0111(7) C23 0.0274(9) 0.0247(9) 0.0209(8) -0.0101(7) 0.0032(7) -0.0093(7) C24 0.0255(9) 0.0205(8) 0.0230(9) -0.0099(7) 0.0045(7) -0.0059(7) C25 0.0307(10) 0.0265(9) 0.0271(9) -0.0101(7) 0.0118(8) -0.0127(8) C26 0.0312(9) 0.0262(9) 0.0210(8) -0.0108(7) 0.0055(7) -0.0122(8) C27 0.0256(9) 0.0237(8) 0.0311(9) -0.0139(7) 0.0102(7) -0.0120(7) C28 0.0293(9) 0.0238(9) 0.0251(9) -0.0110(7) 0.0026(7) -0.0091(7) C29 0.0268(9) 0.0263(9) 0.0237(9) -0.0100(7) 0.0060(7) -0.0120(7) C30 0.0321(9) 0.0236(8) 0.0251(9) -0.0097(7) 0.0033(7) -0.0136(7) C31 0.0268(9) 0.0221(8) 0.0253(9) -0.0097(7) 0.0034(7) -0.0089(7) C32 0.0229(9) 0.0300(9) 0.0220(8) -0.0127(7) 0.0039(7) -0.0091(7) C33 0.0289(9) 0.0246(9) 0.0322(10) -0.0127(7) 0.0047(8) -0.0143(8) C34 0.0255(9) 0.0432(11) 0.0291(9) -0.0242(8) 0.0083(8) -0.0168(8) C35 0.0323(10) 0.0262(9) 0.0237(9) -0.0105(7) 0.0036(8) -0.0075(8) C36 0.0272(9) 0.0309(10) 0.0407(11) -0.0168(8) 0.0159(8) -0.0152(8) C37 0.0341(10) 0.0266(9) 0.0209(9) -0.0112(7) 0.0078(8) -0.0083(8) C38 0.0301(10) 0.0288(9) 0.0303(10) -0.0142(8) 0.0050(8) -0.0105(8) C39 0.0279(9) 0.0418(11) 0.0302(10) -0.0193(8) 0.0069(8) -0.0163(8) C40 0.0393(11) 0.0288(9) 0.0266(9) -0.0111(8) 0.0101(8) -0.0203(8) C41 0.0396(11) 0.0227(9) 0.0246(9) -0.0129(7) 0.0044(8) -0.0106(8) C42 0.0432(11) 0.0292(9) 0.0271(9) -0.0161(8) 0.0172(8) -0.0200(9) C43 0.0274(9) 0.0318(10) 0.0438(11) -0.0149(9) 0.0108(9) -0.0197(8) C44 0.0408(11) 0.0329(10) 0.0300(10) -0.0053(8) -0.0003(8) -0.0223(9) C45 0.0369(11) 0.0478(12) 0.0331(10) -0.0241(9) 0.0127(9) -0.0260(10) C46 0.0477(12) 0.0285(10) 0.0280(10) -0.0110(8) 0.0140(9) -0.0118(9) C47 0.0416(11) 0.0452(12) 0.0293(10) -0.0205(9) 0.0099(9) -0.0269(10) C48 0.0317(10) 0.0359(11) 0.0514(13) -0.0238(10) 0.0103(9) -0.0164(9) C49 0.0269(10) 0.0569(13) 0.0462(12) -0.0353(11) 0.0089(9) -0.0144(10) C50 0.0382(11) 0.0301(10) 0.0464(12) -0.0097(9) -0.0002(9) -0.0218(9) C51 0.0464(12) 0.0385(11) 0.0371(11) -0.0111(9) -0.0038(9) -0.0259(10) C52 0.0438(12) 0.0318(10) 0.0476(13) -0.0197(9) 0.0247(10) -0.0187(9) C53 0.0602(15) 0.0754(17) 0.0427(12) -0.0359(12) 0.0267(11) -0.0520(14) C54 0.0443(14) 0.107(2) 0.0640(17) -0.0629(18) 0.0357(13) -0.0526(15) C55 0.0290(11) 0.087(2) 0.0631(16) -0.0519(16) 0.0176(11) -0.0258(12) Cl1 0.0599(4) 0.0643(4) 0.0577(4) -0.0357(3) 0.0121(3) -0.0359(3) Cl2 0.0984(5) 0.0611(4) 0.0488(4) -0.0248(3) 0.0325(3) -0.0579(4) C56 0.0797(18) 0.0500(14) 0.0390(12) -0.0188(11) 0.0152(12) -0.0433(14) 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' 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 C1 N1 C8 129.83(14) . . ? C3 N1 C1 106.24(14) . . ? C3 N1 C8 122.56(14) . . ? C3 N2 C2 104.77(14) . . ? C40 N4 C50 116.84(17) . . ? N1 C1 C10 132.14(15) . . ? C2 C1 N1 104.63(14) . . ? C2 C1 C10 123.22(15) . . ? N2 C2 C1 111.75(15) . . ? N2 C2 C21 126.69(15) . . ? C1 C2 C21 121.55(16) . . ? N1 C3 C14 122.59(15) . . ? N2 C3 N1 112.60(15) . . ? N2 C3 C14 124.80(15) . . ? N3 C4 C7 174.72(18) . . ? C8 C5 H5 120.2 . . ? C8 C5 C11 119.55(16) . . ? C11 C5 H5 120.2 . . ? C11 C6 C7 120.04(15) . . ? C23 C6 C7 121.85(15) . . ? C23 C6 C11 118.10(15) . . ? C4 C7 C6 114.14(15) . . ? C15 C7 C4 121.43(15) . . ? C15 C7 C6 124.33(16) . . ? C5 C8 N1 118.70(15) . . ? C5 C8 C19 120.47(15) . . ? C19 C8 N1 120.67(15) . . ? C10 C9 C13 120.87(15) . . ? C33 C9 C10 117.69(16) . . ? C33 C9 C13 121.44(16) . . ? C9 C10 C1 116.10(15) . . ? C27 C10 C1 124.54(16) . . ? C27 C10 C9 119.35(16) . . ? C5 C11 C6 121.14(15) . . ? C5 C11 H11 119.4 . . ? C6 C11 H11 119.4 . . ? C29 C12 C32 121.90(16) . . ? C29 C12 C39 118.04(16) . . ? C39 C12 C32 119.84(16) . . ? C21 C13 C9 120.29(15) . . ? C30 C13 C9 122.47(16) . . ? C30 C13 C21 117.21(16) . . ? C40 C14 C3 119.84(17) . . ? C40 C14 C44 117.84(17) . . ? C44 C14 C3 122.32(16) . . ? C7 C15 H15 114.9 . . ? C7 C15 C20 130.20(17) . . ? C20 C15 H15 114.9 . . ? C24 C16 C17 115.94(15) . . ? C32 C16 C17 121.36(17) . . ? C32 C16 C24 122.63(16) . . ? C22 C17 C16 120.95(16) . . ? C22 C17 C28 117.42(16) . . ? C28 C17 C16 121.59(16) . . ? C21 C18 H18 119.8 . . ? C37 C18 H18 119.8 . . ? C37 C18 C21 120.35(17) . . ? C8 C19 H19 120.1 . . ? C23 C19 C8 119.85(16) . . ? C23 C19 H19 120.1 . . ? C26 C20 C15 124.19(16) . . ? C31 C20 C15 118.35(16) . . ? C31 C20 C26 117.46(16) . . ? C13 C21 C2 117.75(15) . . ? C18 C21 C2 121.40(16) . . ? C18 C21 C13 120.82(16) . . ? C17 C22 H22 119.5 . . ? C31 C22 C17 120.99(17) . . ? C31 C22 H22 119.5 . . ? C6 C23 H23 119.6 . . ? C19 C23 C6 120.86(16) . . ? C19 C23 H23 119.6 . . ? C35 C24 C16 120.46(17) . . ? C38 C24 C16 121.33(16) . . ? C38 C24 C35 118.14(18) . . ? C29 C25 H25 119.8 . . ? C42 C25 H25 119.8 . . ? C42 C25 C29 120.43(18) . . ? C20 C26 H26 119.5 . . ? C28 C26 C20 120.93(17) . . ? C28 C26 H26 119.5 . . ? C10 C27 H27 119.5 . . ? C36 C27 C10 120.98(17) . . ? C36 C27 H27 119.5 . . ? C17 C28 H28 119.2 . . ? C26 C28 C17 121.59(17) . . ? C26 C28 H28 119.2 . . ? C12 C29 H29 119.7 . . ? C25 C29 C12 120.68(17) . . ? C25 C29 H29 119.7 . . ? C13 C30 H30 119.3 . . ? C41 C30 C13 121.41(17) . . ? C41 C30 H30 119.3 . . ? C20 C31 H31 119.3 . . ? C22 C31 C20 121.45(17) . . ? C22 C31 H31 119.3 . . ? C12 C32 C34 113.45(15) . . ? C16 C32 C12 124.67(17) . . ? C16 C32 C34 121.88(16) . . ? C9 C33 H33 119.2 . . ? C43 C33 C9 121.62(17) . . ? C43 C33 H33 119.2 . . ? C45 C34 C32 119.92(18) . . ? C49 C34 C32 120.67(19) . . ? C49 C34 C45 119.41(19) . . ? C24 C35 H35 119.5 . . ? C46 C35 C24 121.02(19) . . ? C46 C35 H35 119.5 . . ? C27 C36 H36 120.0 . . ? C27 C36 C43 119.92(18) . . ? C43 C36 H36 120.0 . . ? C18 C37 H37 120.2 . . ? C18 C37 C41 119.67(17) . . ? C41 C37 H37 120.2 . . ? C24 C38 H38 119.8 . . ? C24 C38 C48 120.47(19) . . ? C48 C38 H38 119.8 . . ? C12 C39 H39 119.4 . . ? C47 C39 C12 121.21(18) . . ? C47 C39 H39 119.4 . . ? N4 C40 C14 124.09(18) . . ? N4 C40 H40 118.0 . . ? C14 C40 H40 118.0 . . ? C30 C41 C37 120.55(17) . . ? C30 C41 H41 119.7 . . ? C37 C41 H41 119.7 . . ? C25 C42 H42 120.1 . . ? C47 C42 C25 119.81(17) . . ? C47 C42 H42 120.1 . . ? C33 C43 C36 120.36(17) . . ? C33 C43 H43 119.8 . . ? C36 C43 H43 119.8 . . ? C14 C44 H44 120.5 . . ? C51 C44 C14 118.94(19) . . ? C51 C44 H44 120.5 . . ? C34 C45 H45 119.9 . . ? C53 C45 C34 120.3(2) . . ? C53 C45 H45 119.9 . . ? C35 C46 H46 119.7 . . ? C52 C46 C35 120.58(19) . . ? C52 C46 H46 119.7 . . ? C39 C47 H47 120.1 . . ? C42 C47 C39 119.80(18) . . ? C42 C47 H47 120.1 . . ? C38 C48 H48 119.8 . . ? C52 C48 C38 120.3(2) . . ? C52 C48 H48 119.8 . . ? C34 C49 H49 120.1 . . ? C55 C49 C34 119.9(2) . . ? C55 C49 H49 120.1 . . ? N4 C50 H50 118.3 . . ? N4 C50 C51 123.48(18) . . ? C51 C50 H50 118.3 . . ? C44 C51 H51 120.6 . . ? C50 C51 C44 118.8(2) . . ? C50 C51 H51 120.6 . . ? C46 C52 C48 119.4(2) . . ? C46 C52 H52 120.3 . . ? C48 C52 H52 120.3 . . ? C45 C53 H53 120.2 . . ? C54 C53 C45 119.6(3) . . ? C54 C53 H53 120.2 . . ? C53 C54 H54 120.0 . . ? C55 C54 C53 120.0(2) . . ? C55 C54 H54 120.0 . . ? C49 C55 H55 119.7 . . ? C54 C55 C49 120.7(2) . . ? C54 C55 H55 119.7 . . ? Cl1 C56 Cl2 112.92(13) . . ? Cl1 C56 H56A 109.0 . . ? Cl1 C56 H56B 109.0 . . ? Cl2 C56 H56A 109.0 . . ? Cl2 C56 H56B 109.0 . . ? H56A C56 H56B 107.8 . . ? 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 1.398(2) . ? N1 C3 1.385(2) . ? N1 C8 1.438(2) . ? N2 C2 1.379(2) . ? N2 C3 1.316(2) . ? N3 C4 1.145(2) . ? N4 C40 1.336(3) . ? N4 C50 1.346(3) . ? C1 C2 1.383(2) . ? C1 C10 1.437(2) . ? C2 C21 1.438(2) . ? C3 C14 1.473(2) . ? C4 C7 1.444(2) . ? C5 H5 0.9300 . ? C5 C8 1.381(2) . ? C5 C11 1.385(2) . ? C6 C7 1.486(2) . ? C6 C11 1.403(2) . ? C6 C23 1.398(2) . ? C7 C15 1.357(3) . ? C8 C19 1.390(2) . ? C9 C10 1.431(2) . ? C9 C13 1.473(2) . ? C9 C33 1.410(3) . ? C10 C27 1.413(2) . ? C11 H11 0.9300 . ? C12 C29 1.394(3) . ? C12 C32 1.495(2) . ? C12 C39 1.401(3) . ? C13 C21 1.415(2) . ? C13 C30 1.412(2) . ? C14 C40 1.392(3) . ? C14 C44 1.393(3) . ? C15 H15 0.9300 . ? C15 C20 1.462(2) . ? C16 C17 1.497(2) . ? C16 C24 1.494(3) . ? C16 C32 1.358(3) . ? C17 C22 1.399(3) . ? C17 C28 1.408(3) . ? C18 H18 0.9300 . ? C18 C21 1.409(2) . ? C18 C37 1.377(3) . ? C19 H19 0.9300 . ? C19 C23 1.383(2) . ? C20 C26 1.407(3) . ? C20 C31 1.403(3) . ? C22 H22 0.9300 . ? C22 C31 1.386(3) . ? C23 H23 0.9300 . ? C24 C35 1.402(3) . ? C24 C38 1.393(3) . ? C25 H25 0.9300 . ? C25 C29 1.390(3) . ? C25 C42 1.385(3) . ? C26 H26 0.9300 . ? C26 C28 1.378(3) . ? C27 H27 0.9300 . ? C27 C36 1.375(3) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C30 C41 1.383(3) . ? C31 H31 0.9300 . ? C32 C34 1.498(3) . ? C33 H33 0.9300 . ? C33 C43 1.379(3) . ? C34 C45 1.395(3) . ? C34 C49 1.394(3) . ? C35 H35 0.9300 . ? C35 C46 1.381(3) . ? C36 H36 0.9300 . ? C36 C43 1.397(3) . ? C37 H37 0.9300 . ? C37 C41 1.398(3) . ? C38 H38 0.9300 . ? C38 C48 1.395(3) . ? C39 H39 0.9300 . ? C39 C47 1.390(3) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C42 C47 1.384(3) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C44 C51 1.384(3) . ? C45 H45 0.9300 . ? C45 C53 1.391(3) . ? C46 H46 0.9300 . ? C46 C52 1.377(3) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C48 C52 1.390(3) . ? C49 H49 0.9300 . ? C49 C55 1.385(3) . ? C50 H50 0.9300 . ? C50 C51 1.384(3) . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? C53 H53 0.9300 . ? C53 C54 1.391(4) . ? C54 H54 0.9300 . ? C54 C55 1.379(4) . ? C55 H55 0.9300 . ? Cl1 C56 1.745(2) . ? Cl2 C56 1.754(2) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? 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 N2 -0.70(19) . . . . ? N1 C1 C2 C21 178.24(15) . . . . ? N1 C1 C10 C9 177.86(17) . . . . ? N1 C1 C10 C27 -0.5(3) . . . . ? N1 C3 C14 C40 -129.69(19) . . . . ? N1 C3 C14 C44 51.1(3) . . . . ? N1 C8 C19 C23 175.91(15) . . . . ? N2 C2 C21 C13 -178.62(16) . . . . ? N2 C2 C21 C18 3.4(3) . . . . ? N2 C3 C14 C40 51.5(3) . . . . ? N2 C3 C14 C44 -127.7(2) . . . . ? N4 C50 C51 C44 1.5(4) . . . . ? C1 N1 C3 N2 -0.73(19) . . . . ? C1 N1 C3 C14 -179.63(15) . . . . ? C1 N1 C8 C5 -100.9(2) . . . . ? C1 N1 C8 C19 83.7(2) . . . . ? C1 C2 C21 C13 2.6(2) . . . . ? C1 C2 C21 C18 -175.36(16) . . . . ? C1 C10 C27 C36 176.71(17) . . . . ? C2 N2 C3 N1 0.29(19) . . . . ? C2 N2 C3 C14 179.16(16) . . . . ? C2 C1 C10 C9 -1.5(2) . . . . ? C2 C1 C10 C27 -179.86(17) . . . . ? C3 N1 C1 C2 0.83(17) . . . . ? C3 N1 C1 C10 -178.60(17) . . . . ? C3 N1 C8 C5 63.8(2) . . . . ? C3 N1 C8 C19 -111.60(19) . . . . ? C3 N2 C2 C1 0.27(19) . . . . ? C3 N2 C2 C21 -178.60(16) . . . . ? C3 C14 C40 N4 -177.84(18) . . . . ? C3 C14 C44 C51 177.74(19) . . . . ? C4 C7 C15 C20 -5.4(3) . . . . ? C5 C8 C19 C23 0.6(3) . . . . ? C6 C7 C15 C20 178.52(17) . . . . ? C7 C6 C11 C5 -177.73(15) . . . . ? C7 C6 C23 C19 178.35(16) . . . . ? C7 C15 C20 C26 -17.6(3) . . . . ? C7 C15 C20 C31 162.76(19) . . . . ? C8 N1 C1 C2 167.47(16) . . . . ? C8 N1 C1 C10 -12.0(3) . . . . ? C8 N1 C3 N2 -168.58(15) . . . . ? C8 N1 C3 C14 12.5(2) . . . . ? C8 C5 C11 C6 -1.2(3) . . . . ? C8 C19 C23 C6 0.0(3) . . . . ? C9 C10 C27 C36 -1.6(3) . . . . ? C9 C13 C21 C2 0.7(2) . . . . ? C9 C13 C21 C18 178.68(16) . . . . ? C9 C13 C30 C41 -178.43(17) . . . . ? C9 C33 C43 C36 -1.1(3) . . . . ? C10 C1 C2 N2 178.79(15) . . . . ? C10 C1 C2 C21 -2.3(3) . . . . ? C10 C9 C13 C21 -4.5(2) . . . . ? C10 C9 C13 C30 173.53(16) . . . . ? C10 C9 C33 C43 -1.6(3) . . . . ? C10 C27 C36 C43 -1.1(3) . . . . ? C11 C5 C8 N1 -175.39(15) . . . . ? C11 C5 C8 C19 0.0(3) . . . . ? C11 C6 C7 C4 -11.5(2) . . . . ? C11 C6 C7 C15 164.80(17) . . . . ? C11 C6 C23 C19 -1.1(3) . . . . ? C12 C32 C34 C45 -59.7(2) . . . . ? C12 C32 C34 C49 120.48(19) . . . . ? C12 C39 C47 C42 -0.7(3) . . . . ? C13 C9 C10 C1 4.8(2) . . . . ? C13 C9 C10 C27 -176.78(16) . . . . ? C13 C9 C33 C43 178.07(17) . . . . ? C13 C30 C41 C37 -0.2(3) . . . . ? C14 C44 C51 C50 0.2(3) . . . . ? C15 C20 C26 C28 -177.37(17) . . . . ? C15 C20 C31 C22 178.04(17) . . . . ? C16 C17 C22 C31 -173.21(17) . . . . ? C16 C17 C28 C26 173.83(17) . . . . ? C16 C24 C35 C46 -177.03(17) . . . . ? C16 C24 C38 C48 178.68(17) . . . . ? C16 C32 C34 C45 120.1(2) . . . . ? C16 C32 C34 C49 -59.8(3) . . . . ? C17 C16 C24 C35 124.04(18) . . . . ? C17 C16 C24 C38 -53.0(2) . . . . ? C17 C16 C32 C12 172.32(16) . . . . ? C17 C16 C32 C34 -7.4(3) . . . . ? C17 C22 C31 C20 -1.8(3) . . . . ? C18 C37 C41 C30 0.6(3) . . . . ? C20 C26 C28 C17 0.5(3) . . . . ? C21 C13 C30 C41 -0.4(3) . . . . ? C21 C18 C37 C41 -0.4(3) . . . . ? C22 C17 C28 C26 -3.9(3) . . . . ? C23 C6 C7 C4 169.01(16) . . . . ? C23 C6 C7 C15 -14.7(3) . . . . ? C23 C6 C11 C5 1.8(3) . . . . ? C24 C16 C17 C22 -40.2(2) . . . . ? C24 C16 C17 C28 142.10(17) . . . . ? C24 C16 C32 C12 -10.8(3) . . . . ? C24 C16 C32 C34 169.47(17) . . . . ? C24 C35 C46 C52 -1.4(3) . . . . ? C24 C38 C48 C52 -2.0(3) . . . . ? C25 C42 C47 C39 1.2(3) . . . . ? C26 C20 C31 C22 -1.7(3) . . . . ? C27 C36 C43 C33 2.4(3) . . . . ? C28 C17 C22 C31 4.6(3) . . . . ? C29 C12 C32 C16 -48.3(3) . . . . ? C29 C12 C32 C34 131.39(18) . . . . ? C29 C12 C39 C47 -0.5(3) . . . . ? C29 C25 C42 C47 -0.4(3) . . . . ? C30 C13 C21 C2 -177.41(15) . . . . ? C30 C13 C21 C18 0.6(2) . . . . ? C31 C20 C26 C28 2.3(3) . . . . ? C32 C12 C29 C25 -173.34(17) . . . . ? C32 C12 C39 C47 174.21(18) . . . . ? C32 C16 C17 C22 136.81(19) . . . . ? C32 C16 C17 C28 -40.9(3) . . . . ? C32 C16 C24 C35 -53.0(2) . . . . ? C32 C16 C24 C38 130.01(19) . . . . ? C32 C34 C45 C53 -176.82(18) . . . . ? C32 C34 C49 C55 178.21(18) . . . . ? C33 C9 C10 C1 -175.58(15) . . . . ? C33 C9 C10 C27 2.9(2) . . . . ? C33 C9 C13 C21 175.85(16) . . . . ? C33 C9 C13 C30 -6.1(3) . . . . ? C34 C45 C53 C54 -2.0(3) . . . . ? C34 C49 C55 C54 -0.8(3) . . . . ? C35 C24 C38 C48 1.6(3) . . . . ? C35 C46 C52 C48 1.1(3) . . . . ? C37 C18 C21 C2 177.70(17) . . . . ? C37 C18 C21 C13 -0.2(3) . . . . ? C38 C24 C35 C46 0.1(3) . . . . ? C38 C48 C52 C46 0.6(3) . . . . ? C39 C12 C29 C25 1.3(3) . . . . ? C39 C12 C32 C16 137.2(2) . . . . ? C39 C12 C32 C34 -43.1(2) . . . . ? C40 N4 C50 C51 -1.6(3) . . . . ? C40 C14 C44 C51 -1.5(3) . . . . ? C42 C25 C29 C12 -0.8(3) . . . . ? C44 C14 C40 N4 1.4(3) . . . . ? C45 C34 C49 C55 -1.6(3) . . . . ? C45 C53 C54 C55 -0.4(3) . . . . ? C49 C34 C45 C53 3.0(3) . . . . ? C50 N4 C40 C14 0.1(3) . . . . ? C53 C54 C55 C49 1.8(4) . . . . ?