#------------------------------------------------------------------------------ #$Date: 2019-03-29 01:02:22 +0200 (Fri, 29 Mar 2019) $ #$Revision: 214407 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/32/7123229.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_7123229 loop_ _publ_author_name 'Peng, Zhiyong' 'Guo, Xuwen' 'Xu, Weitao' 'Li, Jian' 'Deng, Pengchi' 'Xiao, Xin' 'Feng, Wen' 'Yuan, Lihua' _publ_section_title ; Strong positive allosteric cooperativity in ternary complexes based on hydrogen-bonded aromatic amide macrocycles ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/C9CC00925F _journal_year 2019 _chemical_formula_sum 'C136 H188 Cl12 N8 O28' _chemical_formula_weight 2808.33 _space_group_crystal_system tetragonal _space_group_IT_number 88 _space_group_name_Hall '-I 4ad' _space_group_name_H-M_alt 'I 41/a' _symmetry_space_group_name_Hall '-I 4ad' _symmetry_space_group_name_H-M 'I 41/a :2' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2018-06-19 deposited with the CCDC. 2019-03-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 27.2239(4) _cell_length_b 27.2239(4) _cell_length_c 20.9401(13) _cell_measurement_reflns_used 3103 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 68.2610 _cell_measurement_theta_min 4.1670 _cell_volume 15519.6(10) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type bruker-CCD _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_unetI/netI 0.0443 _diffrn_reflns_Laue_measured_fraction_full 0.990 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 12297 _diffrn_reflns_point_group_measured_fraction_full 0.990 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_theta_full 65.967 _diffrn_reflns_theta_max 65.967 _diffrn_reflns_theta_min 4.200 _exptl_absorpt_coefficient_mu 2.503 _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.202 _exptl_crystal_description block _exptl_crystal_F_000 5952 _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.170 _exptl_crystal_size_min 0.160 _refine_diff_density_max 0.823 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.094 _refine_ls_extinction_coef 0.000047(14) _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 1.027 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 471 _refine_ls_number_reflns 6696 _refine_ls_number_restraints 281 _refine_ls_restrained_S_all 1.054 _refine_ls_R_factor_all 0.2018 _refine_ls_R_factor_gt 0.1642 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0212P)^2^+203.4320P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3189 _refine_ls_wR_factor_ref 0.3339 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3959 _reflns_number_total 6696 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cc00925f2.cif _cod_data_source_block 111 _cod_original_cell_volume 15519.6(11) _cod_database_code 7123229 _shelx_shelxl_version_number 2014/7 _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_min 0.661 _shelx_estimated_absorpt_t_max 0.690 _shelx_res_file ; 111.res created by SHELXL-2014/7 TITL exp_27666_a.res in I4(1)/a REM Old TITL exp_27666_a.res in I4(1)/a REM SHELXT solution in I4(1)/a REM R1 0.374, Rweak 0.020, Alpha 0.048, Orientation as input REM Formula found by SHELXT: C25 N5 O7 CELL 1.54184 27.2239 27.2239 20.9401 90 90 90 ZERR 4 0.0004 0.0004 0.0013 0 0 0 LATT 2 SYMM 0.5-X,-Y,0.5+Z SYMM 0.75-Y,0.25+X,0.25+Z SYMM 0.75+Y,0.75-X,0.75+Z SFAC C H N O Cl UNIT 544 752 32 112 48 DFIX 2.6 C29A C31 DFIX 1.5 C30 C31 DFIX 1.5 C23 C24 dfix 1.76 0.01 Cl1 c34 cl2 c34 cl3 c34 DFIX 1.5 C31 C32 DFIX 1.5 C30A C31A DFIX 1.5 C32A C31A DFIX 2.45 C30A C32A DFIX 1.4 O7 C33 DFIX 1.5 C26 C29A DFIX 1.5 C26 C29 DFIX 1.5 C29A C26 dfix 2.5 0.01 c30 c32 DFIX 1.56 C30 C29 DFIX 2.55 C31A C29A DFIX 1.55 C19 C20 DFIX 1.55 C19A C20A DELU C26 C29 C29A DELU C21 C22 C23 C24 DELU C28 C27 C26 C29A C30 C31 DELU C19A C20A C18 C21 DELU C29A C30 C31 C29 C30A C31A C32A DELU C29A C30 C31 C29 C30A C31A C32A C32 SIMU C26 C29 C29A SIMU C22 C23 C24 C21 SIMU C31 C30 C29A C26 C27 C28 SIMU C21 C18 C19A C20A SIMU C29A C30 C31 C29 C30A C31A C32A SIMU C29A C30 C31 C29 C30A C31A C32A C32 SIMU C18 C21 C22 C23 C24 SIMU C19A C19 C20A C20 ISOR 0.01 0.02 C22 C23 C24 C21 ISOR 0.01 0.02 C29A C30 C31 ISOR 0.01 0.02 C20A ISOR 0.01 0.02 C19A C20A ISOR 0.01 0.002 C34 ISOR 0.01 0.002 Cl3 C34 Cl2 Cl1 dfix 2.5 0.01 c29 c31 c29a c31a omit 1 1 2 omit 1 2 1 omit 0 3 1 omit -2 6 0 omit -5 11 2 omit 2 2 0 omit 0 1 3 omit 0 4 2 omit -2 10 0 omit 0 2 6 omit -4 13 1 omit -2 5 1 L.S. 100 0 0 PLAN 40 SIZE 0.18 0.17 0.16 BOND $H list 4 fmap 2 53 acta OMIT -3 132 REM REM REM WGHT 0.021230 203.431992 EXTI 0.000047 FVAR 0.15107 0.45665 O1 4 0.961438 0.584270 0.525729 11.00000 0.04071 0.06078 = 0.15762 0.04131 -0.00077 -0.00113 O2 4 0.796042 0.532865 0.570275 11.00000 0.03933 0.05445 = 0.14935 0.02420 0.00714 0.00525 O3 4 0.853111 0.404557 0.648425 11.00000 0.04300 0.05296 = 0.16410 0.02909 0.01488 0.00509 O4 4 0.705176 0.486250 0.678622 11.00000 0.05856 0.04408 = 0.15110 0.00543 0.01883 0.01192 O5 4 0.643063 0.324741 0.732214 11.00000 0.04692 0.04727 = 0.14784 0.00079 0.02400 -0.00228 O6 4 0.785909 0.263700 0.624536 11.00000 0.05696 0.04280 = 0.15466 0.01003 0.03268 0.00451 O7 4 0.781924 0.805013 0.492192 11.00000 0.18447 0.09882 = 0.17777 -0.01685 -0.00220 0.00227 N1 3 0.784060 0.447593 0.628535 11.00000 0.03520 0.04656 = 0.14758 0.01420 0.01255 0.00139 AFIX 43 H1 2 0.772971 0.473854 0.610838 11.00000 -1.20000 AFIX 0 N2 3 0.719005 0.283446 0.683061 11.00000 0.04570 0.03776 = 0.13004 0.00298 0.01624 0.00134 AFIX 43 H2 2 0.696436 0.270425 0.706281 11.00000 -1.20000 AFIX 0 C1 1 0.750158 0.251295 0.655618 11.00000 0.05166 0.03086 = 0.12563 0.00309 0.00319 0.00297 C2 1 0.600474 0.345385 0.763098 11.00000 0.05309 0.06021 = 0.15894 -0.00353 0.03415 0.00045 AFIX 3 H2A 2 0.578624 0.357325 0.730638 11.00000 -1.50000 H2B 2 0.609974 0.372045 0.790448 11.00000 -1.50000 H2C 2 0.584134 0.320615 0.787888 11.00000 -1.50000 AFIX 0 C3 1 0.676709 0.357293 0.706702 11.00000 0.04116 0.05779 = 0.11896 0.00300 0.01278 -0.00159 C4 1 0.717724 0.334795 0.679589 11.00000 0.04313 0.04356 = 0.12218 -0.00088 0.00839 0.00557 C5 1 0.754096 0.364501 0.653596 11.00000 0.04596 0.04961 = 0.12785 0.00333 0.01299 0.00502 AFIX 43 H5 2 0.781983 0.350408 0.635642 11.00000 -1.20000 AFIX 0 C6 1 0.748817 0.415126 0.654424 11.00000 0.04031 0.04769 = 0.12273 0.00682 0.00897 0.00408 C7 1 0.706948 0.436573 0.680968 11.00000 0.04766 0.04378 = 0.12208 0.00284 0.00548 0.01211 C8 1 0.670485 0.407867 0.707499 11.00000 0.04429 0.04808 = 0.12856 0.00526 0.01212 0.00829 AFIX 43 H8 2 0.642587 0.421998 0.725370 11.00000 -1.20000 AFIX 0 C9 1 0.664715 0.509732 0.709562 11.00000 0.07443 0.04970 = 0.17094 0.00247 0.02158 0.01638 AFIX 3 H9A 2 0.634225 0.500282 0.690082 11.00000 -1.50000 H9B 2 0.668515 0.544722 0.706782 11.00000 -1.50000 H9C 2 0.664675 0.499962 0.753612 11.00000 -1.50000 AFIX 0 C10 1 0.833719 0.441710 0.628633 11.00000 0.04312 0.04518 = 0.13352 0.00896 0.01308 -0.00334 C11 1 0.863271 0.482801 0.601378 11.00000 0.03730 0.05087 = 0.11252 0.00726 0.00838 -0.00422 C12 1 0.914430 0.477511 0.606335 11.00000 0.04203 0.04679 = 0.10982 0.00648 0.00008 -0.00081 AFIX 43 H12 2 0.926638 0.449668 0.626589 11.00000 -1.20000 AFIX 0 C13 1 0.947413 0.511090 0.582992 11.00000 0.03437 0.04953 = 0.11741 0.00885 -0.00066 -0.00136 C14 1 0.928513 0.552382 0.551406 11.00000 0.04138 0.05004 = 0.11713 0.01127 0.00496 -0.00294 C15 1 0.878331 0.558996 0.546635 11.00000 0.03791 0.05267 = 0.14589 0.02132 -0.00052 0.00106 AFIX 43 H15 2 0.866279 0.586487 0.525432 11.00000 -1.20000 AFIX 0 C16 1 0.845688 0.525785 0.572577 11.00000 0.03633 0.05350 = 0.12149 0.00558 0.00299 0.00361 C17 1 0.778291 0.580233 0.551744 11.00000 0.05468 0.06569 = 0.17136 0.03321 0.01229 0.01449 AFIX 23 H17A 2 0.785482 0.586216 0.507046 11.00000 -1.20000 H17B 2 0.794052 0.605615 0.576983 11.00000 -1.20000 AFIX 0 C18 1 0.722649 0.580936 0.562938 11.00000 0.05583 0.08047 = 0.20102 0.02249 0.01923 0.01756 PART 2 AFIX 13 H18A 2 0.716108 0.568167 0.605860 10.50000 -1.20000 PART 1 AFIX 13 H18 2 0.717582 0.565350 0.604606 10.50000 -1.20000 AFIX 0 PART 2 C19A 1 0.702219 0.629810 0.558524 10.50000 0.09752 0.10012 = 0.15149 0.01603 0.00951 0.02394 AFIX 23 H19A 2 0.719058 0.650463 0.589275 10.50000 -1.20000 H19B 2 0.668018 0.628171 0.571338 10.50000 -1.20000 AFIX 0 PART 1 C19 1 0.708792 0.644668 0.574452 10.50000 0.06800 0.15236 = 0.30381 0.12464 0.05403 0.04978 AFIX 23 H19C 2 0.737960 0.657725 0.594937 10.50000 -1.20000 H19D 2 0.708947 0.658188 0.531595 10.50000 -1.20000 AFIX 0 PART 2 C20A 1 0.704614 0.654468 0.495208 10.50000 0.15216 0.17372 = 0.17476 0.04838 0.03132 0.04366 AFIX 33 H20A 2 0.690009 0.686482 0.498202 10.50000 -1.50000 H20B 2 0.738300 0.657605 0.482280 10.50000 -1.50000 H20C 2 0.687078 0.635232 0.464279 10.50000 -1.50000 AFIX 0 PART 1 C20 1 0.665692 0.671899 0.608155 10.50000 0.34921 0.39491 = 0.27705 0.04088 0.06180 -0.01021 AFIX 33 H20D 2 0.670557 0.706731 0.604819 10.50000 -1.50000 H20E 2 0.635242 0.663113 0.588052 10.50000 -1.50000 H20F 2 0.664703 0.662643 0.652374 10.50000 -1.50000 AFIX 0 PART 0 C21 1 0.696918 0.547436 0.514225 11.00000 0.13703 0.13818 = 0.18992 -0.01049 0.01169 0.03991 AFIX 23 H21A 2 0.697565 0.563165 0.472669 11.00000 -1.20000 H21B 2 0.715030 0.516859 0.510900 11.00000 -1.20000 AFIX 0 C22 1 0.645527 0.536423 0.531360 11.00000 0.18448 0.22561 = 0.23323 -0.00489 0.01407 0.00584 AFIX 23 H22A 2 0.644852 0.522213 0.573830 11.00000 -1.20000 H22B 2 0.627171 0.566942 0.532793 11.00000 -1.20000 AFIX 0 C23 1 0.621282 0.503008 0.487454 11.00000 0.26650 0.30525 = 0.31193 -0.03047 -0.01088 -0.04880 AFIX 3 H23A 2 0.639052 0.472278 0.483784 11.00000 -1.20000 H23B 2 0.619592 0.518478 0.445834 11.00000 -1.20000 AFIX 0 C24 1 0.575351 0.476940 0.518391 11.00000 0.35935 0.40782 = 0.46040 -0.01903 0.03213 -0.15087 AFIX 3 H24A 2 0.558011 0.453630 0.492491 11.00000 -1.50000 H24B 2 0.557771 0.507470 0.518851 11.00000 -1.50000 H24C 2 0.578091 0.464560 0.561191 11.00000 -1.50000 AFIX 0 C25 1 0.946220 0.625532 0.486965 11.00000 0.04950 0.06304 = 0.15668 0.03702 -0.00558 -0.00185 AFIX 23 H25A 2 0.915150 0.618093 0.466457 11.00000 -1.20000 H25B 2 0.970439 0.631497 0.453886 11.00000 -1.20000 AFIX 0 C26 1 0.940669 0.671498 0.528533 11.00000 0.18271 0.05597 = 0.23797 0.00996 -0.05908 0.03629 PART 1 AFIX 13 H26 2 0.905868 0.669114 0.540095 21.00000 -1.20000 PART 2 AFIX 13 H26A 2 0.972613 0.674892 0.549653 -21.00000 -1.20000 AFIX 0 PART 0 C27 1 0.938939 0.716260 0.479215 11.00000 0.18371 0.06812 = 0.28625 0.03008 -0.10852 -0.00463 AFIX 23 H27A 2 0.940595 0.746639 0.503323 11.00000 -1.20000 H27B 2 0.968090 0.714674 0.452658 11.00000 -1.20000 AFIX 0 C28 1 0.897090 0.718505 0.438434 11.00000 0.15162 0.07020 = 0.23463 -0.01211 -0.07920 0.00878 AFIX 3 H28A 2 0.892490 0.687545 0.417284 11.00000 -1.50000 H28B 2 0.903310 0.743605 0.407234 11.00000 -1.50000 H28C 2 0.868020 0.726625 0.462154 11.00000 -1.50000 AFIX 0 PART 2 C32A 1 0.826024 0.728605 0.637799 10.50000 0.23946 0.51633 = 0.39066 -0.15041 -0.00951 0.03239 AFIX 33 H32A 2 0.800035 0.733447 0.668139 10.50000 -1.50000 H32B 2 0.827633 0.756336 0.609557 10.50000 -1.50000 H32C 2 0.819737 0.699375 0.613491 10.50000 -1.50000 AFIX 0 C29A 1 0.905713 0.675119 0.579585 10.50000 0.21792 0.19670 = 0.23211 -0.01482 -0.03201 -0.00110 AFIX 23 H29A 2 0.906610 0.644933 0.604168 10.50000 -1.20000 H29B 2 0.873083 0.678111 0.561389 10.50000 -1.20000 AFIX 0 C30A 1 0.913913 0.715777 0.622019 10.50000 0.22562 0.21130 = 0.24718 -0.03391 -0.03490 0.00097 AFIX 23 H30C 2 0.916168 0.745547 0.596735 10.50000 -1.20000 H30D 2 0.945353 0.711118 0.642958 10.50000 -1.20000 AFIX 0 C31A 1 0.874847 0.723282 0.673159 10.50000 0.26785 0.28575 = 0.27505 -0.05607 0.00060 -0.00006 AFIX 23 H31C 2 0.881781 0.752596 0.697899 10.50000 -1.20000 H31D 2 0.873843 0.695330 0.701854 10.50000 -1.20000 AFIX 0 PART 1 C29 1 0.964031 0.671310 0.594150 10.50000 0.20255 0.15053 = 0.23357 -0.00759 -0.05937 0.00572 AFIX 23 H29C 2 0.999404 0.674629 0.590648 10.50000 -1.20000 H29D 2 0.956737 0.640820 0.616161 10.50000 -1.20000 AFIX 0 C30 1 0.942165 0.715337 0.630954 10.50000 0.23496 0.22221 = 0.23747 -0.02455 -0.00140 0.00272 AFIX 23 H30A 2 0.967051 0.740434 0.636817 10.50000 -1.20000 H30B 2 0.915213 0.729492 0.606885 10.50000 -1.20000 AFIX 0 C31 1 0.923711 0.697419 0.696045 10.50000 0.27400 0.26794 = 0.26189 0.00178 0.00289 -0.00458 AFIX 23 H31A 2 0.950237 0.698925 0.726911 10.50000 -1.20000 H31B 2 0.897460 0.718668 0.710805 10.50000 -1.20000 AFIX 0 C32 1 0.905185 0.645517 0.691115 10.50000 0.54030 0.37536 = 0.36283 0.01589 0.03022 -0.19624 AFIX 33 H32D 2 0.893755 0.634778 0.732177 10.50000 -1.50000 H32E 2 0.878649 0.644172 0.660973 10.50000 -1.50000 H32F 2 0.931325 0.624467 0.677048 10.50000 -1.50000 AFIX 0 PART 0 C33 1 0.782916 0.771122 0.542997 11.00000 0.25485 0.17410 = 0.27784 0.05502 0.06983 0.00209 C34 1 0.651106 0.824280 0.478580 11.00000 0.32790 0.31341 = 0.30760 -0.00795 0.02572 -0.04096 AFIX 13 H34 2 0.686252 0.826754 0.468981 11.00000 -1.20000 AFIX 0 CL3 5 0.645142 0.818287 0.564146 11.00000 0.53762 0.53661 = 0.53751 -0.00019 -0.00088 -0.00297 CL2 5 0.622119 0.878651 0.447480 11.00000 0.50105 0.50301 = 0.50037 0.00149 0.00075 0.00093 CL1 5 0.627289 0.774709 0.432747 11.00000 0.57989 0.57898 = 0.57792 -0.00240 0.00226 -0.00293 HKLF 4 REM exp_27666_a.res in I4(1)/a REM R1 = 0.1642 for 3959 Fo > 4sig(Fo) and 0.2018 for all 6696 data REM 471 parameters refined using 281 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 0.823, deepest hole -0.521, 1-sigma level 0.094 Q1 1 0.6609 0.7426 0.4690 11.00000 0.05 0.82 Q2 1 0.6307 0.8763 0.4545 11.00000 0.05 0.69 Q3 1 0.6772 0.8091 0.4878 11.00000 0.05 0.49 Q4 1 0.6356 0.8311 0.5589 11.00000 0.05 0.49 Q5 1 0.6917 0.5487 0.5502 11.00000 0.05 0.48 Q6 1 0.9194 0.6786 0.5717 11.00000 0.05 0.45 Q7 1 0.5974 0.8179 0.4183 11.00000 0.05 0.45 Q8 1 0.6992 0.6232 0.5134 11.00000 0.05 0.42 Q9 1 0.7051 0.6325 0.5229 11.00000 0.05 0.41 Q10 1 0.6781 0.5458 0.4578 11.00000 0.05 0.40 Q11 1 0.5791 0.6992 0.6013 11.00000 0.05 0.40 Q12 1 0.7235 0.6671 0.6253 11.00000 0.05 0.33 Q13 1 0.9750 0.6794 0.5872 11.00000 0.05 0.32 Q14 1 0.6408 0.6996 0.5842 11.00000 0.05 0.26 Q15 1 0.6485 0.5371 0.4984 11.00000 0.05 0.26 Q16 1 0.8821 0.7012 0.4894 11.00000 0.05 0.26 Q17 1 0.6202 0.4489 0.5559 11.00000 0.05 0.26 Q18 1 0.5894 0.3757 0.7323 11.00000 0.05 0.25 Q19 1 0.7718 0.4891 0.6503 11.00000 0.05 0.25 Q20 1 0.6545 0.6380 0.6007 11.00000 0.05 0.24 Q21 1 0.7293 0.4325 0.6732 11.00000 0.05 0.24 Q22 1 0.6486 0.4237 0.7380 11.00000 0.05 0.24 Q23 1 0.5682 0.4100 0.5968 11.00000 0.05 0.24 Q24 1 0.6850 0.4124 0.7138 11.00000 0.05 0.24 Q25 1 0.9234 0.6621 0.5295 11.00000 0.05 0.23 Q26 1 0.8991 0.7009 0.7402 11.00000 0.05 0.23 Q27 1 0.5581 0.5052 0.4915 11.00000 0.05 0.22 Q28 1 0.7906 0.2673 0.6751 11.00000 0.05 0.22 Q29 1 0.9846 0.7056 0.6951 11.00000 0.05 0.22 Q30 1 0.7464 0.7907 0.4757 11.00000 0.05 0.21 Q31 1 0.9699 0.6876 0.6543 11.00000 0.05 0.21 Q32 1 0.9297 0.4419 0.6156 11.00000 0.05 0.21 Q33 1 0.7697 0.2892 0.5904 11.00000 0.05 0.20 Q34 1 0.7988 0.5334 0.5447 11.00000 0.05 0.20 Q35 1 0.7388 0.7954 0.4628 11.00000 0.05 0.20 Q36 1 0.9884 0.5881 0.5352 11.00000 0.05 0.20 Q37 1 0.6516 0.3302 0.6352 11.00000 0.05 0.20 Q38 1 0.5515 0.5519 0.6035 11.00000 0.05 0.20 Q39 1 0.8925 0.6955 0.7246 11.00000 0.05 0.19 Q40 1 0.7962 0.7789 0.4416 11.00000 0.05 0.19 ; _shelx_res_checksum 95188 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' 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 O1 O 0.96144(16) 0.58427(17) 0.5257(3) 0.0864(19) Uani 1 1 d . . . . . O2 O 0.79604(15) 0.53287(17) 0.5703(3) 0.0810(18) Uani 1 1 d . . . . . O3 O 0.85311(16) 0.40456(17) 0.6484(3) 0.0867(19) Uani 1 1 d . . . . . O4 O 0.70518(17) 0.48625(16) 0.6786(3) 0.0846(18) Uani 1 1 d . . . . . O5 O 0.64306(16) 0.32474(16) 0.7322(3) 0.0807(18) Uani 1 1 d . . . . . O6 O 0.78591(18) 0.26370(16) 0.6245(3) 0.0848(19) Uani 1 1 d . . . . . O7 O 0.7819(4) 0.8050(3) 0.4922(5) 0.154(3) Uani 1 1 d D . . . . N1 N 0.78406(18) 0.4476(2) 0.6285(4) 0.076(2) Uani 1 1 d . . . . . H1 H 0.7730 0.4739 0.6108 0.092 Uiso 1 1 calc R U . . . N2 N 0.71901(19) 0.28345(18) 0.6831(3) 0.0712(19) Uani 1 1 d . . . . . H2 H 0.6964 0.2704 0.7063 0.085 Uiso 1 1 calc R U . . . C1 C 0.7502(3) 0.2513(2) 0.6556(4) 0.069(2) Uani 1 1 d . . . . . C2 C 0.6005(3) 0.3454(3) 0.7631(5) 0.091(3) Uani 1 1 d . . . . . H2A H 0.5786 0.3573 0.7306 0.136 Uiso 1 1 d R U . . . H2B H 0.6100 0.3720 0.7904 0.136 Uiso 1 1 d R U . . . H2C H 0.5841 0.3206 0.7879 0.136 Uiso 1 1 d R U . . . C3 C 0.6767(2) 0.3573(3) 0.7067(4) 0.073(2) Uani 1 1 d . . . . . C4 C 0.7177(2) 0.3348(2) 0.6796(4) 0.070(2) Uani 1 1 d . . . . . C5 C 0.7541(2) 0.3645(2) 0.6536(4) 0.074(2) Uani 1 1 d . . . . . H5 H 0.7820 0.3504 0.6356 0.089 Uiso 1 1 calc R U . . . C6 C 0.7488(2) 0.4151(2) 0.6544(4) 0.070(2) Uani 1 1 d . . . . . C7 C 0.7069(2) 0.4366(2) 0.6810(4) 0.071(2) Uani 1 1 d . . . . . C8 C 0.6705(2) 0.4079(2) 0.7075(4) 0.074(2) Uani 1 1 d . . . . . H8 H 0.6426 0.4220 0.7254 0.088 Uiso 1 1 calc R U . . . C9 C 0.6647(3) 0.5097(3) 0.7096(5) 0.098(3) Uani 1 1 d . . . . . H9A H 0.6342 0.5003 0.6901 0.148 Uiso 1 1 d R U . . . H9B H 0.6685 0.5447 0.7068 0.148 Uiso 1 1 d R U . . . H9C H 0.6647 0.5000 0.7536 0.148 Uiso 1 1 d R U . . . C10 C 0.8337(2) 0.4417(2) 0.6286(5) 0.074(2) Uani 1 1 d . . . . . C11 C 0.8633(2) 0.4828(2) 0.6014(4) 0.067(2) Uani 1 1 d . . . . . C12 C 0.9144(2) 0.4775(2) 0.6063(4) 0.066(2) Uani 1 1 d . . . . . H12 H 0.9266 0.4497 0.6266 0.079 Uiso 1 1 calc R U . . . C13 C 0.9474(2) 0.5111(2) 0.5830(4) 0.067(2) Uani 1 1 d . . . . . C14 C 0.9285(2) 0.5524(2) 0.5514(4) 0.070(2) Uani 1 1 d . . . . . C15 C 0.8783(2) 0.5590(3) 0.5466(5) 0.079(3) Uani 1 1 d . . . . . H15 H 0.8663 0.5865 0.5254 0.095 Uiso 1 1 calc R U . . . C16 C 0.8457(2) 0.5258(2) 0.5726(4) 0.070(2) Uani 1 1 d . . . . . C17 C 0.7783(3) 0.5802(3) 0.5517(5) 0.097(3) Uani 1 1 d . . . . . H17A H 0.7855 0.5862 0.5070 0.117 Uiso 1 1 calc R U . . . H17B H 0.7941 0.6056 0.5770 0.117 Uiso 1 1 calc R U . . . C18 C 0.7226(3) 0.5809(3) 0.5629(6) 0.112(3) Uani 1 1 d . U . . . H18A H 0.7161 0.5682 0.6059 0.135 Uiso 0.5 1 calc R U P A 2 H18 H 0.7176 0.5654 0.6046 0.135 Uiso 0.5 1 calc R U P B 1 C19A C 0.7022(16) 0.6298(12) 0.5585(14) 0.116(7) Uani 0.5 1 d D U P C 2 H19A H 0.7191 0.6505 0.5893 0.140 Uiso 0.5 1 calc R U P C 2 H19B H 0.6680 0.6282 0.5713 0.140 Uiso 0.5 1 calc R U P C 2 C19 C 0.7088(14) 0.6447(12) 0.574(2) 0.175(13) Uani 0.5 1 d D U P C 1 H19C H 0.7380 0.6577 0.5949 0.210 Uiso 0.5 1 calc R U P C 1 H19D H 0.7089 0.6582 0.5316 0.210 Uiso 0.5 1 calc R U P C 1 C20A C 0.7046(10) 0.6545(10) 0.4952(13) 0.167(10) Uani 0.5 1 d D U P C 2 H20A H 0.6900 0.6865 0.4982 0.250 Uiso 0.5 1 calc R U P C 2 H20B H 0.7383 0.6576 0.4823 0.250 Uiso 0.5 1 calc R U P C 2 H20C H 0.6871 0.6352 0.4643 0.250 Uiso 0.5 1 calc R U P C 2 C20 C 0.6657(18) 0.6719(18) 0.608(2) 0.34(2) Uani 0.5 1 d D U P C 1 H20D H 0.6706 0.7067 0.6048 0.511 Uiso 0.5 1 calc R U P C 1 H20E H 0.6352 0.6631 0.5881 0.511 Uiso 0.5 1 calc R U P C 1 H20F H 0.6647 0.6626 0.6524 0.511 Uiso 0.5 1 calc R U P C 1 C21 C 0.6969(5) 0.5474(5) 0.5142(7) 0.155(4) Uani 1 1 d . U . . . H21A H 0.6976 0.5632 0.4727 0.186 Uiso 1 1 calc R U . . . H21B H 0.7150 0.5169 0.5109 0.186 Uiso 1 1 calc R U . . . C22 C 0.6455(7) 0.5364(7) 0.5314(10) 0.214(6) Uani 1 1 d . U . . . H22A H 0.6449 0.5222 0.5738 0.257 Uiso 1 1 calc R U . . . H22B H 0.6272 0.5669 0.5328 0.257 Uiso 1 1 calc R U . . . C23 C 0.6213(9) 0.5030(9) 0.4875(12) 0.295(9) Uani 1 1 d D U . . . H23A H 0.6391 0.4723 0.4838 0.353 Uiso 1 1 d R U . . . H23B H 0.6196 0.5185 0.4458 0.353 Uiso 1 1 d R U . . . C24 C 0.5754(10) 0.4769(11) 0.5184(15) 0.409(15) Uani 1 1 d D U . . . H24A H 0.5580 0.4536 0.4925 0.614 Uiso 1 1 d R U . . . H24B H 0.5578 0.5075 0.5189 0.614 Uiso 1 1 d R U . . . H24C H 0.5781 0.4646 0.5612 0.614 Uiso 1 1 d R U . . . C25 C 0.9462(3) 0.6255(3) 0.4870(5) 0.090(3) Uani 1 1 d . . . . . H25A H 0.9152 0.6181 0.4665 0.108 Uiso 1 1 calc R U . . . H25B H 0.9704 0.6315 0.4539 0.108 Uiso 1 1 calc R U . . . C26 C 0.9407(7) 0.6715(4) 0.5285(8) 0.159(5) Uani 1 1 d D U . . . H26 H 0.9059 0.6691 0.5401 0.191 Uiso 0.46(15) 1 calc R U P D 1 H26A H 0.9726 0.6749 0.5497 0.191 Uiso 0.54(15) 1 calc R U P D 2 C27 C 0.9389(5) 0.7163(4) 0.4792(8) 0.179(6) Uani 1 1 d . U . . . H27A H 0.9406 0.7466 0.5033 0.215 Uiso 1 1 calc R U . . . H27B H 0.9681 0.7147 0.4527 0.215 Uiso 1 1 calc R U . . . C28 C 0.8971(5) 0.7185(4) 0.4384(7) 0.152(5) Uani 1 1 d . U . . . H28A H 0.8925 0.6875 0.4173 0.228 Uiso 1 1 d R U . . . H28B H 0.9033 0.7436 0.4072 0.228 Uiso 1 1 d R U . . . H28C H 0.8680 0.7266 0.4622 0.228 Uiso 1 1 d R U . . . C32A C 0.8260(13) 0.729(2) 0.638(3) 0.38(3) Uani 0.5 1 d D U P E 2 H32A H 0.8000 0.7334 0.6681 0.573 Uiso 0.5 1 calc R U P E 2 H32B H 0.8276 0.7563 0.6096 0.573 Uiso 0.5 1 calc R U P E 2 H32C H 0.8197 0.6994 0.6135 0.573 Uiso 0.5 1 calc R U P E 2 C29A C 0.9057(12) 0.6751(14) 0.5796(11) 0.216(9) Uani 0.5 1 d D U P E 2 H29A H 0.9066 0.6449 0.6042 0.259 Uiso 0.5 1 calc R U P E 2 H29B H 0.8731 0.6781 0.5614 0.259 Uiso 0.5 1 calc R U P E 2 C30A C 0.9139(12) 0.7158(16) 0.622(2) 0.228(10) Uani 0.5 1 d D U P E 2 H30C H 0.9162 0.7455 0.5967 0.274 Uiso 0.5 1 calc R U P E 2 H30D H 0.9454 0.7111 0.6430 0.274 Uiso 0.5 1 calc R U P E 2 C31A C 0.8748(17) 0.7233(17) 0.6732(15) 0.276(14) Uani 0.5 1 d D U P E 2 H31C H 0.8818 0.7526 0.6979 0.331 Uiso 0.5 1 calc R U P E 2 H31D H 0.8738 0.6953 0.7019 0.331 Uiso 0.5 1 calc R U P E 2 C29 C 0.9640(11) 0.6713(12) 0.5942(10) 0.196(8) Uani 0.5 1 d D U P E 1 H29C H 0.9994 0.6746 0.5906 0.235 Uiso 0.5 1 calc R U P E 1 H29D H 0.9567 0.6408 0.6162 0.235 Uiso 0.5 1 calc R U P E 1 C30 C 0.9422(15) 0.7153(11) 0.6310(18) 0.232(10) Uani 0.5 1 d D U P E 1 H30A H 0.9671 0.7404 0.6368 0.278 Uiso 0.5 1 calc R U P E 1 H30B H 0.9152 0.7295 0.6069 0.278 Uiso 0.5 1 calc R U P E 1 C31 C 0.9237(16) 0.6974(16) 0.6960(12) 0.268(12) Uani 0.5 1 d D U P E 1 H31A H 0.9502 0.6989 0.7269 0.322 Uiso 0.5 1 calc R U P E 1 H31B H 0.8975 0.7187 0.7108 0.322 Uiso 0.5 1 calc R U P E 1 C32 C 0.905(2) 0.6455(18) 0.691(2) 0.43(3) Uani 0.5 1 d D U P E 1 H32D H 0.8938 0.6348 0.7322 0.639 Uiso 0.5 1 calc R U P E 1 H32E H 0.8786 0.6442 0.6610 0.639 Uiso 0.5 1 calc R U P E 1 H32F H 0.9313 0.6245 0.6770 0.639 Uiso 0.5 1 calc R U P E 1 C33 C 0.7829(8) 0.7711(7) 0.5430(10) 0.236(10) Uani 1 1 d D . . . . C34 C 0.6511(9) 0.8243(7) 0.4786(9) 0.316(13) Uani 1 1 d D U . . . H34 H 0.6863 0.8268 0.4690 0.380 Uiso 1 1 calc R U . . . Cl3 Cl 0.6451(5) 0.8183(5) 0.5641(8) 0.537(8) Uani 1 1 d D U . . . Cl2 Cl 0.6221(5) 0.8787(5) 0.4475(7) 0.501(7) Uani 1 1 d D U . . . Cl1 Cl 0.6273(6) 0.7747(6) 0.4327(8) 0.579(9) Uani 1 1 d D U . . . 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 O1 0.041(2) 0.061(3) 0.158(6) 0.041(3) -0.001(3) -0.001(2) O2 0.039(2) 0.054(3) 0.149(5) 0.024(3) 0.007(3) 0.005(2) O3 0.043(3) 0.053(3) 0.164(6) 0.029(3) 0.015(3) 0.005(2) O4 0.059(3) 0.044(3) 0.151(6) 0.005(3) 0.019(3) 0.012(2) O5 0.047(3) 0.047(3) 0.148(5) 0.001(3) 0.024(3) -0.002(2) O6 0.057(3) 0.043(3) 0.155(6) 0.010(3) 0.033(3) 0.005(2) O7 0.184(9) 0.099(6) 0.178(9) -0.017(6) -0.002(7) 0.002(6) N1 0.035(3) 0.047(3) 0.148(7) 0.014(3) 0.013(3) 0.001(2) N2 0.046(3) 0.038(3) 0.130(6) 0.003(3) 0.016(3) 0.001(2) C1 0.052(4) 0.031(3) 0.126(7) 0.003(4) 0.003(4) 0.003(3) C2 0.053(4) 0.060(4) 0.159(9) -0.004(5) 0.034(5) 0.000(3) C3 0.041(3) 0.058(4) 0.119(7) 0.003(4) 0.013(4) -0.002(3) C4 0.043(3) 0.044(3) 0.122(7) -0.001(4) 0.008(4) 0.006(3) C5 0.046(4) 0.050(4) 0.128(7) 0.003(4) 0.013(4) 0.005(3) C6 0.040(3) 0.048(4) 0.123(7) 0.007(4) 0.009(4) 0.004(3) C7 0.048(4) 0.044(4) 0.122(7) 0.003(4) 0.005(4) 0.012(3) C8 0.044(4) 0.048(4) 0.129(8) 0.005(4) 0.012(4) 0.008(3) C9 0.074(5) 0.050(4) 0.171(10) 0.002(5) 0.022(6) 0.016(4) C10 0.043(4) 0.045(4) 0.134(8) 0.009(4) 0.013(4) -0.003(3) C11 0.037(3) 0.051(4) 0.113(7) 0.007(4) 0.008(4) -0.004(3) C12 0.042(3) 0.047(4) 0.110(7) 0.006(4) 0.000(4) -0.001(3) C13 0.034(3) 0.050(4) 0.117(7) 0.009(4) -0.001(4) -0.001(3) C14 0.041(3) 0.050(4) 0.117(7) 0.011(4) 0.005(4) -0.003(3) C15 0.038(3) 0.053(4) 0.146(8) 0.021(4) -0.001(4) 0.001(3) C16 0.036(3) 0.054(4) 0.121(7) 0.006(4) 0.003(4) 0.004(3) C17 0.055(4) 0.066(5) 0.171(10) 0.033(6) 0.012(5) 0.014(4) C18 0.056(5) 0.080(6) 0.201(11) 0.022(6) 0.019(6) 0.018(4) C19A 0.098(11) 0.100(8) 0.151(10) 0.016(7) 0.010(8) 0.024(8) C19 0.068(14) 0.15(2) 0.30(3) 0.12(2) 0.054(18) 0.050(16) C20A 0.152(16) 0.174(15) 0.175(15) 0.048(12) 0.031(14) 0.044(14) C20 0.35(5) 0.39(5) 0.28(4) 0.04(4) 0.06(4) -0.01(4) C21 0.137(7) 0.138(7) 0.190(9) -0.010(6) 0.012(7) 0.040(6) C22 0.184(8) 0.226(10) 0.233(10) -0.005(8) 0.014(8) 0.006(8) C23 0.266(11) 0.305(12) 0.312(12) -0.030(9) -0.011(9) -0.049(8) C24 0.359(18) 0.41(2) 0.46(2) -0.019(17) 0.032(15) -0.151(15) C25 0.050(4) 0.063(5) 0.157(9) 0.037(5) -0.006(5) -0.002(3) C26 0.183(11) 0.056(5) 0.238(12) 0.010(7) -0.059(9) 0.036(7) C27 0.184(12) 0.068(6) 0.286(15) 0.030(8) -0.109(10) -0.005(7) C28 0.152(11) 0.070(6) 0.235(15) -0.012(7) -0.079(10) 0.009(7) C32A 0.24(2) 0.52(6) 0.39(6) -0.15(6) -0.01(3) 0.03(5) C29A 0.218(12) 0.197(12) 0.232(11) -0.015(8) -0.032(8) -0.001(9) C30A 0.226(19) 0.211(17) 0.247(18) -0.034(14) -0.035(15) 0.001(17) C31A 0.27(3) 0.29(3) 0.28(2) -0.06(2) 0.00(2) 0.00(3) C29 0.203(19) 0.151(16) 0.234(14) -0.008(15) -0.059(12) 0.006(15) C30 0.235(13) 0.222(12) 0.237(12) -0.025(8) -0.001(9) 0.003(9) C31 0.274(14) 0.268(14) 0.262(13) 0.002(9) 0.003(9) -0.005(9) C32 0.54(7) 0.38(4) 0.36(6) 0.02(3) 0.03(5) -0.20(5) C33 0.25(2) 0.174(17) 0.28(3) 0.055(17) 0.07(2) 0.002(15) C34 0.328(16) 0.313(16) 0.308(16) -0.008(10) 0.026(10) -0.041(10) Cl3 0.538(9) 0.537(9) 0.538(9) 0.000(2) -0.001(2) -0.003(2) Cl2 0.501(8) 0.503(8) 0.500(8) 0.001(2) 0.001(2) 0.001(2) Cl1 0.580(9) 0.579(9) 0.578(9) -0.002(2) 0.002(2) -0.003(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' O O 0.0492 0.0322 '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' 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_3 C14 O1 C25 122.0(5) . C16 O2 C17 118.1(5) . C7 O4 C9 117.2(6) . C3 O5 C2 117.2(5) . C10 N1 C6 126.9(6) . C10 N1 H1 116.6 . C6 N1 H1 116.6 . C1 N2 C4 129.9(6) . C1 N2 H2 115.0 . C4 N2 H2 115.0 . O6 C1 N2 123.4(6) . O6 C1 C13 120.9(6) 12_757 N2 C1 C13 115.7(6) 12_757 O5 C2 H2A 108.2 . O5 C2 H2B 110.2 . H2A C2 H2B 109.5 . O5 C2 H2C 110.0 . H2A C2 H2C 109.5 . H2B C2 H2C 109.5 . O5 C3 C8 123.4(6) . O5 C3 C4 114.0(6) . C8 C3 C4 122.6(7) . C5 C4 C3 118.3(6) . C5 C4 N2 125.7(6) . C3 C4 N2 115.9(6) . C6 C5 C4 120.0(6) . C6 C5 H5 120.0 . C4 C5 H5 120.0 . C5 C6 C7 120.4(6) . C5 C6 N1 123.2(6) . C7 C6 N1 116.5(6) . O4 C7 C8 123.7(6) . O4 C7 C6 115.6(6) . C8 C7 C6 120.7(6) . C7 C8 C3 118.0(6) . C7 C8 H8 121.0 . C3 C8 H8 121.0 . O4 C9 H9A 110.7 . O4 C9 H9B 109.5 . H9A C9 H9B 109.5 . O4 C9 H9C 108.2 . H9A C9 H9C 109.5 . H9B C9 H9C 109.5 . O3 C10 N1 122.0(6) . O3 C10 C11 121.4(6) . N1 C10 C11 116.5(6) . C16 C11 C12 117.2(6) . C16 C11 C10 127.4(6) . C12 C11 C10 115.5(6) . C13 C12 C11 123.7(6) . C13 C12 H12 118.2 . C11 C12 H12 118.2 . C12 C13 C14 117.5(6) . C12 C13 C1 116.3(6) 15_666 C14 C13 C1 126.2(6) 15_666 O1 C14 C15 122.7(6) . O1 C14 C13 117.2(6) . C15 C14 C13 120.1(6) . C16 C15 C14 121.5(7) . C16 C15 H15 119.2 . C14 C15 H15 119.2 . O2 C16 C15 122.1(6) . O2 C16 C11 118.1(6) . C15 C16 C11 119.8(6) . O2 C17 C18 107.7(6) . O2 C17 H17A 110.2 . C18 C17 H17A 110.2 . O2 C17 H17B 110.2 . C18 C17 H17B 110.2 . H17A C17 H17B 108.5 . C19A C18 C17 112.5(18) . C19A C18 C21 109.2(18) . C17 C18 C21 110.0(10) . C17 C18 C19 103.9(13) . C21 C18 C19 124.6(17) . C19A C18 H18A 108.4 . C17 C18 H18A 108.4 . C21 C18 H18A 108.4 . C17 C18 H18 105.7 . C21 C18 H18 105.7 . C19 C18 H18 105.7 . C18 C19A C20A 117(2) . C18 C19A H19A 108.0 . C20A C19A H19A 108.0 . C18 C19A H19B 108.0 . C20A C19A H19B 108.0 . H19A C19A H19B 107.3 . C20 C19 C18 133(3) . C20 C19 H19C 104.0 . C18 C19 H19C 104.0 . C20 C19 H19D 104.0 . C18 C19 H19D 104.0 . H19C C19 H19D 105.5 . C19A C20A H20A 109.5 . C19A C20A H20B 109.5 . H20A C20A H20B 109.5 . C19A C20A H20C 109.5 . H20A C20A H20C 109.5 . H20B C20A H20C 109.5 . C19 C20 H20D 109.5 . C19 C20 H20E 109.5 . H20D C20 H20E 109.5 . C19 C20 H20F 109.5 . H20D C20 H20F 109.5 . H20E C20 H20F 109.5 . C22 C21 C18 113.0(13) . C22 C21 H21A 109.0 . C18 C21 H21A 109.0 . C22 C21 H21B 109.0 . C18 C21 H21B 109.0 . H21A C21 H21B 107.8 . C23 C22 C21 113.9(18) . C23 C22 H22A 108.8 . C21 C22 H22A 108.8 . C23 C22 H22B 108.8 . C21 C22 H22B 108.8 . H22A C22 H22B 107.7 . C22 C23 C24 112(2) . C22 C23 H23A 111.3 . C24 C23 H23A 92.3 . C22 C23 H23B 108.6 . C24 C23 H23B 121.8 . H23A C23 H23B 109.1 . C23 C24 H24A 117.1 . C23 C24 H24B 90.6 . H24A C24 H24B 109.5 . C23 C24 H24C 118.7 . H24A C24 H24C 109.5 . H24B C24 H24C 109.5 . O1 C25 C26 110.1(9) . O1 C25 H25A 109.6 . C26 C25 H25A 109.6 . O1 C25 H25B 109.6 . C26 C25 H25B 109.6 . H25A C25 H25B 108.2 . C29A C26 C25 123.0(18) . C29 C26 C25 118.1(14) . C29A C26 C27 114.2(19) . C29 C26 C27 127.0(17) . C25 C26 C27 105.0(12) . C29 C26 H26 100.5 . C25 C26 H26 100.5 . C27 C26 H26 100.5 . C29A C26 H26A 104.2 . C25 C26 H26A 104.2 . C27 C26 H26A 104.2 . C28 C27 C26 116.3(12) . C28 C27 H27A 108.2 . C26 C27 H27A 108.2 . C28 C27 H27B 108.2 . C26 C27 H27B 108.2 . H27A C27 H27B 107.4 . C27 C28 H28A 110.1 . C27 C28 H28B 107.3 . H28A C28 H28B 109.5 . C27 C28 H28C 111.0 . H28A C28 H28C 109.5 . H28B C28 H28C 109.5 . C31A C32A H32A 109.5 . C31A C32A H32B 109.5 . H32A C32A H32B 109.5 . C31A C32A H32C 109.5 . H32A C32A H32C 109.5 . H32B C32A H32C 109.5 . C26 C29A C30A 114(3) . C26 C29A H29A 108.7 . C30A C29A H29A 108.7 . C26 C29A H29B 108.7 . C30A C29A H29B 108.7 . H29A C29A H29B 107.6 . C29A C30A C31A 115(3) . C29A C30A H30C 108.4 . C31A C30A H30C 108.4 . C29A C30A H30D 108.4 . C31A C30A H30D 108.4 . H30C C30A H30D 107.5 . C30A C31A C32A 106.2(17) . C30A C31A H31C 110.5 . C32A C31A H31C 110.5 . C30A C31A H31D 110.5 . C32A C31A H31D 110.5 . H31C C31A H31D 108.7 . C26 C29 C30 107(3) . C26 C29 H29C 110.4 . C30 C29 H29C 110.4 . C26 C29 H29D 110.4 . C30 C29 H29D 110.4 . H29C C29 H29D 108.6 . C31 C30 C29 108.9(14) . C31 C30 H30A 109.9 . C29 C30 H30A 109.9 . C31 C30 H30B 109.9 . C29 C30 H30B 109.9 . H30A C30 H30B 108.3 . C32 C31 C30 110.4(14) . C32 C31 H31A 109.6 . C30 C31 H31A 109.6 . C32 C31 H31B 109.6 . C30 C31 H31B 109.6 . H31A C31 H31B 108.1 . C31 C32 H32D 109.5 . C31 C32 H32E 109.5 . H32D C32 H32E 109.5 . C31 C32 H32F 109.5 . H32D C32 H32F 109.5 . H32E C32 H32F 109.5 . Cl1 C34 Cl2 105.6(12) . Cl1 C34 Cl3 115.7(13) . Cl2 C34 Cl3 113.2(13) . Cl1 C34 H34 107.3 . Cl2 C34 H34 107.3 . Cl3 C34 H34 107.3 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 O1 C14 1.359(8) . O1 C25 1.446(8) . O2 C16 1.366(7) . O2 C17 1.431(8) . O3 C10 1.214(8) . O4 C7 1.354(8) . O4 C9 1.429(9) . O5 C3 1.382(8) . O5 C2 1.442(8) . O6 C1 1.219(8) . O7 C33 1.408(14) . N1 C10 1.361(8) . N1 C6 1.413(8) . N1 H1 0.8600 . N2 C1 1.347(8) . N2 C4 1.400(8) . N2 H2 0.8600 . C1 C13 1.517(8) 12_757 C2 H2A 0.9600 . C2 H2B 0.9600 . C2 H2C 0.9603 . C3 C8 1.387(9) . C3 C4 1.394(9) . C4 C5 1.390(9) . C5 C6 1.386(9) . C5 H5 0.9300 . C6 C7 1.396(9) . C7 C8 1.380(9) . C8 H8 0.9300 . C9 H9A 0.9600 . C9 H9B 0.9599 . C9 H9C 0.9600 . C10 C11 1.491(9) . C11 C16 1.401(9) . C11 C12 1.404(8) . C12 C13 1.371(9) . C12 H12 0.9300 . C13 C14 1.402(9) . C13 C1 1.517(8) 15_666 C14 C15 1.382(9) . C15 C16 1.379(9) . C15 H15 0.9300 . C17 C18 1.533(10) . C17 H17A 0.9700 . C17 H17B 0.9700 . C18 C19A 1.45(3) . C18 C21 1.537(16) . C18 C19 1.79(3) . C18 H18A 0.9800 . C18 H18 0.9800 . C19A C20A 1.488(19) . C19A H19A 0.9700 . C19A H19B 0.9700 . C19 C20 1.56(2) . C19 H19C 0.9700 . C19 H19D 0.9700 . C20A H20A 0.9600 . C20A H20B 0.9600 . C20A H20C 0.9600 . C20 H20D 0.9600 . C20 H20E 0.9600 . C20 H20F 0.9600 . C21 C22 1.475(18) . C21 H21A 0.9700 . C21 H21B 0.9700 . C22 C23 1.45(2) . C22 H22A 0.9700 . C22 H22B 0.9700 . C23 C24 1.577(17) . C23 H23A 0.9694 . C23 H23B 0.9690 . C24 H24A 0.9590 . C24 H24B 0.9591 . C24 H24C 0.9604 . C25 C26 1.532(15) . C25 H25A 0.9700 . C25 H25B 0.9700 . C26 C29A 1.435(13) . C26 C29 1.514(17) . C26 C27 1.598(16) . C26 H26 0.9800 . C26 H26A 0.9800 . C27 C28 1.425(14) . C27 H27A 0.9700 . C27 H27B 0.9700 . C28 H28A 0.9603 . C28 H28B 0.9604 . C28 H28C 0.9602 . C32A C31A 1.528(19) . C32A H32A 0.9600 . C32A H32B 0.9600 . C32A H32C 0.9600 . C29A C30A 1.44(4) . C29A H29A 0.9700 . C29A H29B 0.9700 . C30A C31A 1.523(19) . C30A H30C 0.9700 . C30A H30D 0.9700 . C31A H31C 0.9700 . C31A H31D 0.9700 . C29 C30 1.544(19) . C29 H29C 0.9700 . C29 H29D 0.9700 . C30 C31 1.532(18) . C30 H30A 0.9700 . C30 H30B 0.9700 . C31 C32 1.504(19) . C31 H31A 0.9700 . C31 H31B 0.9700 . C32 H32D 0.9600 . C32 H32E 0.9600 . C32 H32F 0.9600 . C34 Cl1 1.778(10) . C34 Cl2 1.799(10) . C34 Cl3 1.806(9) . C34 H34 0.9800 .