# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_I _database_code_depnum_ccdc_archive 'CCDC 886445' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C65 H65 Br4 Cl3 N4 O8' _chemical_formula_weight 1456.20 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' Br Br -0.6763 1.2805 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.926(3) _cell_length_b 29.517(6) _cell_length_c 15.957(3) _cell_angle_alpha 90.00 _cell_angle_beta 116.34(3) _cell_angle_gamma 90.00 _cell_volume 6300(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2952 _exptl_absorpt_coefficient_mu 4.757 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5355 _exptl_absorpt_correction_T_max 0.7969 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20997 _diffrn_reflns_av_R_equivalents 0.0643 _diffrn_reflns_av_sigmaI/netI 0.0745 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 67.03 _reflns_number_total 10896 _reflns_number_gt 6781 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0686P)^2^+32.8988P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10896 _refine_ls_number_parameters 801 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1263 _refine_ls_R_factor_gt 0.0749 _refine_ls_wR_factor_ref 0.1998 _refine_ls_wR_factor_gt 0.1699 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6993(5) 0.9341(2) 0.5731(4) 0.0272(14) Uani 1 1 d . . . C2 C 0.7147(4) 0.9801(2) 0.5896(4) 0.0281(14) Uani 1 1 d . . . H2 H 0.7344 0.9972 0.5501 0.034 Uiso 1 1 calc R . . C3 C 0.7030(4) 1.0029(2) 0.6607(4) 0.0265(13) Uani 1 1 d . . . C4 C 0.6769(5) 0.9764(2) 0.7189(4) 0.0302(14) Uani 1 1 d . . . C5 C 0.6610(5) 0.9303(2) 0.7058(4) 0.0302(14) Uani 1 1 d . . . H5 H 0.6428 0.9131 0.7462 0.036 Uiso 1 1 calc R . . C6 C 0.6719(5) 0.9094(2) 0.6328(4) 0.0297(14) Uani 1 1 d . . . C7 C 0.7119(5) 1.0543(2) 0.6732(4) 0.0305(14) Uani 1 1 d . . . H7 H 0.6641 1.0633 0.6986 0.037 Uiso 1 1 calc R . . C8 C 0.8153(5) 1.07045(19) 0.7442(4) 0.0279(14) Uani 1 1 d . . . C9 C 0.9022(5) 1.0523(2) 0.7463(4) 0.0282(14) Uani 1 1 d . . . H9 H 0.8967 1.0272 0.7070 0.034 Uiso 1 1 calc R . . C10 C 0.9966(5) 1.06930(19) 0.8032(4) 0.0281(14) Uani 1 1 d . . . C11 C 1.0039(5) 1.1043(2) 0.8641(4) 0.0326(15) Uani 1 1 d . . . C12 C 0.9185(5) 1.1234(2) 0.8638(4) 0.0343(15) Uani 1 1 d . . . H12 H 0.9243 1.1476 0.9053 0.041 Uiso 1 1 calc R . . C13 C 0.8254(5) 1.1072(2) 0.8032(4) 0.0315(15) Uani 1 1 d . . . C14 C 1.0890(5) 1.05126(19) 0.7956(4) 0.0285(14) Uani 1 1 d . . . H14 H 1.1491 1.0622 0.8518 0.034 Uiso 1 1 calc R . . C15 C 1.0920(4) 0.99979(19) 0.7980(4) 0.0248(13) Uani 1 1 d . . . C16 C 1.0848(4) 0.9738(2) 0.7219(4) 0.0266(13) Uani 1 1 d . . . H16 H 1.0739 0.9891 0.6658 0.032 Uiso 1 1 calc R . . C17 C 1.0928(5) 0.9268(2) 0.7241(4) 0.0265(13) Uani 1 1 d . . . C18 C 1.1102(5) 0.90563(19) 0.8075(4) 0.0290(14) Uani 1 1 d . . . C19 C 1.1174(5) 0.9296(2) 0.8852(4) 0.0286(14) Uani 1 1 d . . . H19 H 1.1285 0.9143 0.9413 0.034 Uiso 1 1 calc R . . C20 C 1.1082(5) 0.9764(2) 0.8794(4) 0.0280(14) Uani 1 1 d . . . C21 C 1.0845(5) 0.8988(2) 0.6410(4) 0.0286(14) Uani 1 1 d . . . H21 H 1.1335 0.8734 0.6670 0.034 Uiso 1 1 calc R . . C22 C 0.9823(5) 0.8772(2) 0.5901(4) 0.0297(14) Uani 1 1 d . . . C23 C 0.8937(5) 0.9003(2) 0.5689(4) 0.0285(14) Uani 1 1 d . . . H23 H 0.8981 0.9307 0.5898 0.034 Uiso 1 1 calc R . . C24 C 0.7989(5) 0.8816(2) 0.5189(4) 0.0281(14) Uani 1 1 d . . . C25 C 0.7941(5) 0.8364(2) 0.4907(4) 0.0340(15) Uani 1 1 d . . . C26 C 0.8810(5) 0.8118(2) 0.5092(4) 0.0333(15) Uani 1 1 d . . . H26 H 0.8769 0.7813 0.4884 0.040 Uiso 1 1 calc R . . C27 C 0.9737(5) 0.8326(2) 0.5584(4) 0.0310(14) Uani 1 1 d . . . C28 C 0.7037(5) 0.9095(2) 0.4904(4) 0.0323(15) Uani 1 1 d . . . H28 H 0.6469 0.8874 0.4666 0.039 Uiso 1 1 calc R . . C29 C 0.6810(5) 1.0807(2) 0.5818(4) 0.0337(15) Uani 1 1 d . . . H29A H 0.6921 1.1133 0.5971 0.040 Uiso 1 1 calc R . . H29B H 0.7259 1.0717 0.5539 0.040 Uiso 1 1 calc R . . C30 C 0.5751(6) 1.0745(3) 0.5094(5) 0.053(2) Uani 1 1 d . . . H30A H 0.5624 1.0423 0.4939 0.080 Uiso 1 1 calc R . . H30B H 0.5642 1.0916 0.4530 0.080 Uiso 1 1 calc R . . H30C H 0.5295 1.0856 0.5339 0.080 Uiso 1 1 calc R . . C31 C 1.0942(5) 1.0716(2) 0.7093(5) 0.0344(15) Uani 1 1 d . . . H31A H 1.1517 1.0581 0.7032 0.041 Uiso 1 1 calc R . . H31B H 1.0328 1.0632 0.6529 0.041 Uiso 1 1 calc R . . C32 C 1.1051(7) 1.1229(2) 0.7129(6) 0.052(2) Uani 1 1 d . . . H32A H 1.0472 1.1367 0.7166 0.078 Uiso 1 1 calc R . . H32B H 1.1087 1.1335 0.6563 0.078 Uiso 1 1 calc R . . H32C H 1.1663 1.1315 0.7680 0.078 Uiso 1 1 calc R . . C33 C 1.1117(6) 0.9242(2) 0.5708(5) 0.0389(16) Uani 1 1 d . . . H33A H 1.0978 0.9043 0.5164 0.047 Uiso 1 1 calc R . . H33B H 1.0690 0.9514 0.5479 0.047 Uiso 1 1 calc R . . C34 C 1.2206(7) 0.9385(3) 0.6138(6) 0.058(2) Uani 1 1 d . . . H34A H 1.2338 0.9596 0.6653 0.087 Uiso 1 1 calc R . . H34B H 1.2350 0.9533 0.5663 0.087 Uiso 1 1 calc R . . H34C H 1.2633 0.9117 0.6377 0.087 Uiso 1 1 calc R . . C35 C 0.6885(6) 0.9403(2) 0.4082(5) 0.0412(17) Uani 1 1 d . . . H35A H 0.7392 0.9647 0.4305 0.049 Uiso 1 1 calc R . . H35B H 0.6992 0.9224 0.3609 0.049 Uiso 1 1 calc R . . C36 C 0.5845(7) 0.9616(3) 0.3621(5) 0.060(2) Uani 1 1 d . . . H36A H 0.5349 0.9382 0.3285 0.090 Uiso 1 1 calc R . . H36B H 0.5828 0.9850 0.3181 0.090 Uiso 1 1 calc R . . H36C H 0.5690 0.9751 0.4103 0.090 Uiso 1 1 calc R . . C37 C 0.6189(6) 0.8380(2) 0.6663(5) 0.0439(18) Uani 1 1 d . . . H37A H 0.6656 0.8398 0.7329 0.066 Uiso 1 1 calc R . . H37B H 0.6113 0.8064 0.6457 0.066 Uiso 1 1 calc R . . H37C H 0.5538 0.8501 0.6564 0.066 Uiso 1 1 calc R . . C38 C 0.7418(6) 1.1651(3) 0.8466(6) 0.055(2) Uani 1 1 d . . . H38A H 0.7774 1.1584 0.9136 0.083 Uiso 1 1 calc R . . H38B H 0.6741 1.1756 0.8315 0.083 Uiso 1 1 calc R . . H38C H 0.7777 1.1888 0.8307 0.083 Uiso 1 1 calc R . . C39 C 1.1179(5) 0.9800(2) 1.0339(4) 0.0348(15) Uani 1 1 d . . . H39A H 1.0578 0.9614 1.0163 0.052 Uiso 1 1 calc R . . H39B H 1.1218 1.0024 1.0807 0.052 Uiso 1 1 calc R . . H39C H 1.1773 0.9605 1.0602 0.052 Uiso 1 1 calc R . . C40 C 1.0571(6) 0.7659(2) 0.5440(5) 0.0443(18) Uani 1 1 d . . . H40A H 1.0206 0.7467 0.5685 0.066 Uiso 1 1 calc R . . H40B H 1.1249 0.7540 0.5645 0.066 Uiso 1 1 calc R . . H40C H 1.0222 0.7660 0.4755 0.066 Uiso 1 1 calc R . . C41 C 0.6429(6) 0.9742(3) 0.8522(5) 0.0444(18) Uani 1 1 d . . . H41A H 0.6963 0.9516 0.8842 0.053 Uiso 1 1 calc R . . H41B H 0.5788 0.9579 0.8185 0.053 Uiso 1 1 calc R . . C42 C 0.6361(6) 1.0056(3) 0.9222(5) 0.048(2) Uani 1 1 d . . . C43 C 0.6267(6) 1.0525(3) 0.9095(6) 0.055(2) Uani 1 1 d . . . H43 H 0.6260 1.0667 0.8558 0.066 Uiso 1 1 calc R . . C44 C 0.6183(7) 1.0775(4) 0.9803(8) 0.072(3) Uani 1 1 d . . . H44 H 0.6108 1.1095 0.9753 0.086 Uiso 1 1 calc R . . C45 C 0.6210(7) 1.0551(5) 1.0573(7) 0.079(4) Uani 1 1 d . . . H45 H 0.6161 1.0714 1.1065 0.095 Uiso 1 1 calc R . . C46 C 0.6309(6) 1.0097(4) 1.0612(6) 0.066(3) Uani 1 1 d . . . C51 C 1.1172(6) 1.1601(2) 0.9700(5) 0.0411(17) Uani 1 1 d . . . H51A H 1.0652 1.1818 0.9300 0.049 Uiso 1 1 calc R . . H51B H 1.1827 1.1721 0.9785 0.049 Uiso 1 1 calc R . . C52 C 1.1167(5) 1.1580(2) 1.0642(4) 0.0316(15) Uani 1 1 d . . . C53 C 1.1063(5) 1.1179(2) 1.1044(5) 0.0390(17) Uani 1 1 d . . . H53 H 1.0974 1.0900 1.0720 0.047 Uiso 1 1 calc R . . C54 C 1.1092(5) 1.1191(3) 1.1919(5) 0.0446(18) Uani 1 1 d . . . H54 H 1.1030 1.0920 1.2209 0.054 Uiso 1 1 calc R . . C55 C 1.1213(5) 1.1605(3) 1.2371(5) 0.0452(18) Uani 1 1 d . . . H55 H 1.1220 1.1631 1.2968 0.054 Uiso 1 1 calc R . . C56 C 1.1323(5) 1.1978(2) 1.1898(5) 0.0375(16) Uani 1 1 d . . . C61 C 1.1560(6) 0.8361(2) 0.8943(5) 0.0399(17) Uani 1 1 d . . . H61A H 1.1119 0.8418 0.9248 0.048 Uiso 1 1 calc R . . H61B H 1.2236 0.8475 0.9360 0.048 Uiso 1 1 calc R . . C62 C 1.1605(5) 0.7862(2) 0.8786(4) 0.0332(15) Uani 1 1 d . . . C63 C 1.1041(6) 0.7656(2) 0.7939(5) 0.0440(18) Uani 1 1 d . . . H63 H 1.0643 0.7829 0.7399 0.053 Uiso 1 1 calc R . . C64 C 1.1071(6) 0.7191(2) 0.7899(5) 0.053(2) Uani 1 1 d . . . H64 H 1.0680 0.7041 0.7324 0.063 Uiso 1 1 calc R . . C65 C 1.1654(6) 0.6941(2) 0.8672(5) 0.0485(19) Uani 1 1 d . . . H65 H 1.1681 0.6619 0.8657 0.058 Uiso 1 1 calc R . . C66 C 1.2201(6) 0.7188(2) 0.9476(5) 0.0408(17) Uani 1 1 d . . . C71 C 0.6918(6) 0.7707(2) 0.4307(6) 0.0479(19) Uani 1 1 d . . . H71A H 0.7323 0.7555 0.4912 0.057 Uiso 1 1 calc R . . H71B H 0.7167 0.7609 0.3855 0.057 Uiso 1 1 calc R . . C72 C 0.5837(6) 0.7581(3) 0.3955(5) 0.0475(19) Uani 1 1 d . . . C73 C 0.5122(7) 0.7865(3) 0.3953(6) 0.063(2) Uani 1 1 d . . . H73 H 0.5288 0.8165 0.4188 0.075 Uiso 1 1 calc R . . C74 C 0.4143(8) 0.7712(5) 0.3602(8) 0.089(4) Uani 1 1 d . . . H74 H 0.3622 0.7903 0.3583 0.107 Uiso 1 1 calc R . . C75 C 0.3953(8) 0.7263(4) 0.3276(7) 0.079(3) Uani 1 1 d . . . H75 H 0.3298 0.7140 0.3040 0.095 Uiso 1 1 calc R . . C76 C 0.4718(7) 0.7010(3) 0.3306(6) 0.065(2) Uani 1 1 d . . . N47 N 0.6388(4) 0.9845(3) 0.9971(4) 0.0548(19) Uani 1 1 d . . . N57 N 1.1290(4) 1.19807(17) 1.1071(4) 0.0351(13) Uani 1 1 d . . . N67 N 1.2187(4) 0.76340(18) 0.9557(4) 0.0384(14) Uani 1 1 d . . . N77 N 0.5641(5) 0.7153(2) 0.3617(5) 0.0566(18) Uani 1 1 d . . . O4 O 0.6646(3) 0.99982(15) 0.7879(3) 0.0345(10) Uani 1 1 d . . . O6 O 0.6564(3) 0.86385(14) 0.6140(3) 0.0341(10) Uani 1 1 d . . . O11 O 1.1004(4) 1.11826(15) 0.9227(3) 0.0408(11) Uani 1 1 d . . . O13 O 0.7364(4) 1.12543(16) 0.7947(3) 0.0431(12) Uani 1 1 d . . . O18 O 1.1181(4) 0.85899(13) 0.8069(3) 0.0346(11) Uani 1 1 d . . . O20 O 1.1134(3) 1.00278(14) 0.9530(3) 0.0303(10) Uani 1 1 d . . . O25 O 0.7004(3) 0.81818(15) 0.4422(3) 0.0420(12) Uani 1 1 d . . . O27 O 1.0622(3) 0.81065(14) 0.5778(3) 0.0369(11) Uani 1 1 d . . . Br1 Br 0.63583(8) 0.97848(6) 1.16715(6) 0.1001(5) Uani 1 1 d . . . Br2 Br 1.15652(8) 1.25573(3) 1.25176(6) 0.0623(3) Uani 1 1 d . . . Br3 Br 1.30378(8) 0.68703(3) 1.05932(6) 0.0618(3) Uani 1 1 d . . . Br4 Br 0.44672(9) 0.63961(4) 0.28752(8) 0.0874(4) Uani 1 1 d . . . C10A C 0.4226(15) 0.3166(8) 0.3444(15) 0.095(8) Uani 0.50 1 d PDU A 1 H10A H 0.3807 0.2916 0.3033 0.114 Uiso 0.50 1 calc PR A 1 Cl1A Cl 0.4503(7) 0.3610(3) 0.2818(6) 0.110(3) Uani 0.50 1 d PD A 1 Cl2A Cl 0.5400(9) 0.2978(3) 0.4348(5) 0.138(4) Uani 0.50 1 d PD A 1 Cl3A Cl 0.3837(8) 0.3349(5) 0.4303(6) 0.131(4) Uani 0.50 1 d PDU A 1 C10B C 0.366(2) 0.2939(9) 0.3533(18) 0.147(13) Uani 0.50 1 d PDU B 2 H10B H 0.3093 0.2716 0.3309 0.176 Uiso 0.50 1 calc PR B 2 Cl1B Cl 0.3926(8) 0.3425(4) 0.2671(6) 0.121(3) Uani 0.50 1 d PD B 2 Cl2B Cl 0.5189(7) 0.2788(3) 0.3791(8) 0.127(3) Uani 0.50 1 d PD B 2 Cl3B Cl 0.375(2) 0.3540(10) 0.4332(18) 0.48(2) Uani 0.50 1 d PDU B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.024(3) 0.032(3) 0.024(3) -0.002(3) 0.009(3) 0.004(3) C2 0.024(3) 0.032(3) 0.026(3) -0.002(3) 0.009(3) -0.001(3) C3 0.020(3) 0.027(3) 0.029(3) 0.001(3) 0.009(3) -0.001(2) C4 0.027(3) 0.035(3) 0.024(3) -0.007(3) 0.008(3) -0.003(3) C5 0.029(4) 0.033(3) 0.026(3) 0.003(3) 0.010(3) -0.001(3) C6 0.026(3) 0.029(3) 0.030(3) 0.000(3) 0.009(3) 0.000(3) C7 0.029(4) 0.026(3) 0.038(4) -0.001(3) 0.016(3) 0.001(3) C8 0.032(4) 0.020(3) 0.037(4) 0.004(3) 0.020(3) 0.001(2) C9 0.037(4) 0.025(3) 0.022(3) 0.002(2) 0.012(3) -0.002(3) C10 0.037(4) 0.019(3) 0.028(3) 0.002(2) 0.015(3) 0.000(3) C11 0.037(4) 0.028(3) 0.025(3) 0.000(3) 0.005(3) 0.000(3) C12 0.050(4) 0.026(3) 0.025(3) 0.000(3) 0.016(3) 0.001(3) C13 0.037(4) 0.027(3) 0.033(4) 0.002(3) 0.019(3) 0.005(3) C14 0.023(3) 0.024(3) 0.031(3) -0.004(3) 0.006(3) -0.003(2) C15 0.023(3) 0.023(3) 0.027(3) 0.001(2) 0.009(3) -0.002(2) C16 0.026(3) 0.027(3) 0.024(3) 0.001(3) 0.010(3) -0.003(3) C17 0.028(3) 0.025(3) 0.023(3) -0.001(2) 0.008(3) -0.001(3) C18 0.030(4) 0.020(3) 0.032(3) 0.002(3) 0.010(3) -0.001(2) C19 0.032(4) 0.029(3) 0.021(3) -0.001(2) 0.009(3) -0.003(3) C20 0.026(3) 0.030(3) 0.024(3) -0.005(3) 0.008(3) -0.002(3) C21 0.032(4) 0.025(3) 0.029(3) -0.001(3) 0.014(3) 0.000(3) C22 0.035(4) 0.027(3) 0.025(3) -0.001(3) 0.011(3) 0.001(3) C23 0.035(4) 0.024(3) 0.024(3) -0.001(2) 0.011(3) -0.001(3) C24 0.026(3) 0.031(3) 0.028(3) -0.001(3) 0.013(3) 0.004(3) C25 0.035(4) 0.033(3) 0.031(3) -0.005(3) 0.011(3) -0.001(3) C26 0.043(4) 0.022(3) 0.035(4) -0.004(3) 0.017(3) -0.001(3) C27 0.034(4) 0.031(3) 0.026(3) -0.002(3) 0.011(3) -0.001(3) C28 0.032(4) 0.029(3) 0.030(3) -0.002(3) 0.009(3) 0.002(3) C29 0.035(4) 0.028(3) 0.035(4) 0.004(3) 0.012(3) -0.002(3) C30 0.040(5) 0.052(5) 0.051(5) 0.006(4) 0.005(4) 0.003(4) C31 0.043(4) 0.022(3) 0.040(4) 0.003(3) 0.021(3) -0.001(3) C32 0.084(6) 0.027(4) 0.054(5) 0.002(3) 0.038(5) -0.008(4) C33 0.053(5) 0.037(4) 0.032(4) -0.005(3) 0.024(3) -0.007(3) C34 0.067(6) 0.061(5) 0.064(5) -0.011(4) 0.045(5) -0.011(4) C35 0.050(5) 0.046(4) 0.029(4) 0.003(3) 0.018(3) 0.013(3) C36 0.065(6) 0.075(6) 0.039(4) 0.018(4) 0.022(4) 0.027(5) C37 0.047(5) 0.029(4) 0.056(5) 0.008(3) 0.023(4) -0.004(3) C38 0.062(6) 0.053(5) 0.054(5) -0.015(4) 0.029(4) 0.013(4) C39 0.046(4) 0.032(3) 0.025(3) 0.004(3) 0.015(3) 0.005(3) C40 0.049(5) 0.029(4) 0.054(5) -0.014(3) 0.022(4) -0.002(3) C41 0.053(5) 0.053(5) 0.036(4) -0.002(3) 0.028(4) -0.001(4) C42 0.038(4) 0.078(6) 0.032(4) -0.008(4) 0.018(3) -0.008(4) C43 0.043(5) 0.071(6) 0.060(5) -0.020(4) 0.029(4) -0.005(4) C44 0.050(6) 0.077(7) 0.094(8) -0.042(6) 0.037(5) -0.008(5) C45 0.042(5) 0.140(11) 0.062(6) -0.054(7) 0.029(5) -0.024(6) C46 0.033(5) 0.124(9) 0.043(5) -0.028(5) 0.020(4) -0.012(5) C51 0.048(5) 0.028(3) 0.041(4) -0.009(3) 0.014(3) -0.007(3) C52 0.027(4) 0.031(3) 0.031(3) -0.005(3) 0.007(3) -0.002(3) C53 0.033(4) 0.032(4) 0.040(4) -0.001(3) 0.006(3) 0.000(3) C54 0.031(4) 0.047(4) 0.044(4) 0.014(3) 0.006(3) -0.002(3) C55 0.036(4) 0.059(5) 0.033(4) 0.001(3) 0.008(3) 0.004(3) C56 0.033(4) 0.035(4) 0.036(4) -0.003(3) 0.007(3) 0.005(3) C61 0.052(5) 0.029(4) 0.031(4) 0.006(3) 0.011(3) 0.002(3) C62 0.039(4) 0.025(3) 0.033(4) 0.002(3) 0.014(3) 0.003(3) C63 0.057(5) 0.027(3) 0.036(4) -0.003(3) 0.010(4) 0.004(3) C64 0.061(5) 0.034(4) 0.047(5) -0.012(3) 0.010(4) 0.001(4) C65 0.050(5) 0.033(4) 0.054(5) -0.001(3) 0.016(4) 0.003(3) C66 0.050(5) 0.030(4) 0.042(4) 0.007(3) 0.020(4) 0.008(3) C71 0.041(4) 0.034(4) 0.063(5) -0.007(3) 0.018(4) -0.005(3) C72 0.038(4) 0.043(4) 0.050(5) 0.000(3) 0.010(4) -0.011(3) C73 0.048(5) 0.079(6) 0.062(6) -0.005(5) 0.024(5) -0.004(5) C74 0.055(7) 0.134(11) 0.094(8) 0.002(8) 0.047(6) 0.010(7) C75 0.065(7) 0.096(8) 0.076(7) -0.008(6) 0.032(6) -0.029(6) C76 0.059(6) 0.067(6) 0.059(6) 0.004(4) 0.018(5) -0.014(5) N47 0.031(3) 0.102(6) 0.035(3) -0.008(4) 0.018(3) -0.009(3) N57 0.037(3) 0.029(3) 0.036(3) -0.002(2) 0.012(3) 0.003(2) N67 0.045(4) 0.032(3) 0.036(3) -0.002(2) 0.017(3) 0.001(3) N77 0.054(4) 0.046(4) 0.055(4) 0.003(3) 0.011(3) -0.018(3) O4 0.041(3) 0.037(2) 0.033(2) -0.0033(19) 0.023(2) -0.005(2) O6 0.036(3) 0.026(2) 0.039(3) -0.0015(19) 0.016(2) -0.0025(19) O11 0.041(3) 0.033(2) 0.040(3) -0.014(2) 0.010(2) -0.005(2) O13 0.043(3) 0.038(3) 0.050(3) -0.012(2) 0.022(2) 0.002(2) O18 0.055(3) 0.020(2) 0.028(2) 0.0013(17) 0.018(2) 0.0013(19) O20 0.039(3) 0.027(2) 0.023(2) -0.0013(17) 0.013(2) -0.0018(19) O25 0.035(3) 0.032(2) 0.053(3) -0.015(2) 0.014(2) -0.003(2) O27 0.035(3) 0.025(2) 0.049(3) -0.008(2) 0.017(2) 0.0040(19) Br1 0.0559(6) 0.2140(16) 0.0382(5) -0.0160(7) 0.0278(5) -0.0328(8) Br2 0.0828(7) 0.0496(5) 0.0537(5) -0.0179(4) 0.0295(5) 0.0009(5) Br3 0.0766(7) 0.0427(5) 0.0526(5) 0.0136(4) 0.0165(5) 0.0208(4) Br4 0.0984(9) 0.0720(7) 0.0716(7) 0.0020(5) 0.0195(6) -0.0473(6) C10A 0.065(15) 0.083(16) 0.14(2) 0.013(16) 0.044(15) -0.007(12) Cl1A 0.135(8) 0.089(5) 0.071(4) 0.020(4) 0.015(5) 0.024(5) Cl2A 0.178(9) 0.120(7) 0.080(5) 0.022(4) 0.023(5) 0.049(6) Cl3A 0.088(5) 0.230(12) 0.075(4) 0.043(6) 0.036(4) 0.014(6) C10B 0.13(2) 0.09(2) 0.19(3) -0.05(2) 0.05(2) 0.027(17) Cl1B 0.144(9) 0.154(9) 0.052(4) 0.006(5) 0.030(5) 0.043(6) Cl2B 0.113(6) 0.080(5) 0.201(10) 0.055(6) 0.082(7) 0.019(4) Cl3B 0.28(3) 0.47(4) 0.43(3) 0.33(3) -0.08(2) -0.11(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 C2 1.384(8) . ? C1 C6 1.396(9) . ? C1 C28 1.532(9) . ? C2 C3 1.395(9) . ? C3 C4 1.396(9) . ? C3 C7 1.527(8) . ? C4 O4 1.379(7) . ? C4 C5 1.381(9) . ? C5 C6 1.392(9) . ? C6 O6 1.374(7) . ? C7 C8 1.531(9) . ? C7 C29 1.534(9) . ? C8 C9 1.390(9) . ? C8 C13 1.401(9) . ? C9 C10 1.388(9) . ? C10 C11 1.388(9) . ? C10 C14 1.534(9) . ? C11 O11 1.387(8) . ? C11 C12 1.394(10) . ? C12 C13 1.379(9) . ? C13 O13 1.382(8) . ? C14 C15 1.520(8) . ? C14 C31 1.535(9) . ? C15 C20 1.393(8) . ? C15 C16 1.400(8) . ? C16 C17 1.391(8) . ? C17 C18 1.387(8) . ? C17 C21 1.521(8) . ? C18 O18 1.382(7) . ? C18 C19 1.390(9) . ? C19 C20 1.388(8) . ? C20 O20 1.381(7) . ? C21 C22 1.513(9) . ? C21 C33 1.545(9) . ? C22 C23 1.390(9) . ? C22 C27 1.396(9) . ? C23 C24 1.394(9) . ? C24 C25 1.399(9) . ? C24 C28 1.525(9) . ? C25 O25 1.372(8) . ? C25 C26 1.401(9) . ? C26 C27 1.394(9) . ? C27 O27 1.378(8) . ? C28 C35 1.528(9) . ? C29 C30 1.498(10) . ? C31 C32 1.521(9) . ? C33 C34 1.516(11) . ? C35 C36 1.527(10) . ? C37 O6 1.416(8) . ? C38 O13 1.416(8) . ? C39 O20 1.431(7) . ? C40 O27 1.417(7) . ? C41 O4 1.423(8) . ? C41 C42 1.490(10) . ? C42 N47 1.333(10) . ? C42 C43 1.396(12) . ? C43 C44 1.400(12) . ? C44 C45 1.380(15) . ? C45 C46 1.348(15) . ? C46 N47 1.312(11) . ? C46 Br1 1.898(10) . ? C51 O11 1.411(7) . ? C51 C52 1.508(10) . ? C52 N57 1.336(8) . ? C52 C53 1.388(9) . ? C53 C54 1.379(10) . ? C54 C55 1.390(11) . ? C55 C56 1.385(10) . ? C56 N57 1.300(9) . ? C56 Br2 1.927(7) . ? C61 O18 1.423(7) . ? C61 C62 1.499(9) . ? C62 N67 1.332(8) . ? C62 C63 1.378(9) . ? C63 C64 1.374(10) . ? C64 C65 1.369(10) . ? C65 C66 1.384(10) . ? C66 N67 1.325(8) . ? C66 Br3 1.908(7) . ? C71 O25 1.412(8) . ? C71 C72 1.501(10) . ? C72 N77 1.353(10) . ? C72 C73 1.358(12) . ? C73 C74 1.388(13) . ? C74 C75 1.404(15) . ? C75 C76 1.348(14) . ? C76 N77 1.308(11) . ? C76 Br4 1.916(10) . ? C10A Cl2A 1.793(17) . ? C10A Cl3A 1.794(17) . ? C10A Cl1A 1.804(16) . ? C10B Cl1B 2.14(3) . ? C10B Cl3B 2.15(3) . ? C10B Cl2B 2.18(3) . ? 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 C2 C1 C6 117.2(6) . . ? C2 C1 C28 124.2(6) . . ? C6 C1 C28 118.5(5) . . ? C1 C2 C3 123.9(6) . . ? C2 C3 C4 116.4(6) . . ? C2 C3 C7 123.4(6) . . ? C4 C3 C7 120.2(6) . . ? O4 C4 C5 122.7(6) . . ? O4 C4 C3 115.2(5) . . ? C5 C4 C3 122.1(6) . . ? C4 C5 C6 119.2(6) . . ? O6 C6 C5 123.1(6) . . ? O6 C6 C1 115.7(5) . . ? C5 C6 C1 121.2(6) . . ? C3 C7 C8 114.0(5) . . ? C3 C7 C29 114.1(5) . . ? C8 C7 C29 108.9(5) . . ? C9 C8 C13 117.5(6) . . ? C9 C8 C7 121.4(5) . . ? C13 C8 C7 120.8(6) . . ? C10 C9 C8 122.8(6) . . ? C9 C10 C11 118.0(6) . . ? C9 C10 C14 120.7(5) . . ? C11 C10 C14 121.2(6) . . ? O11 C11 C10 115.4(6) . . ? O11 C11 C12 123.8(6) . . ? C10 C11 C12 120.8(6) . . ? C13 C12 C11 119.8(6) . . ? C12 C13 O13 124.0(6) . . ? C12 C13 C8 121.0(6) . . ? O13 C13 C8 115.0(6) . . ? C15 C14 C10 111.2(5) . . ? C15 C14 C31 113.7(5) . . ? C10 C14 C31 109.9(5) . . ? C20 C15 C16 116.9(5) . . ? C20 C15 C14 120.6(5) . . ? C16 C15 C14 122.3(5) . . ? C17 C16 C15 123.5(6) . . ? C18 C17 C16 116.8(5) . . ? C18 C17 C21 119.9(5) . . ? C16 C17 C21 123.3(5) . . ? O18 C18 C17 115.0(5) . . ? O18 C18 C19 122.7(5) . . ? C17 C18 C19 122.3(5) . . ? C20 C19 C18 118.8(6) . . ? O20 C20 C19 122.5(5) . . ? O20 C20 C15 115.8(5) . . ? C19 C20 C15 121.7(6) . . ? C22 C21 C17 111.8(5) . . ? C22 C21 C33 110.0(5) . . ? C17 C21 C33 114.9(5) . . ? C23 C22 C27 116.7(6) . . ? C23 C22 C21 123.2(5) . . ? C27 C22 C21 120.1(6) . . ? C22 C23 C24 124.1(6) . . ? C23 C24 C25 117.1(6) . . ? C23 C24 C28 122.2(6) . . ? C25 C24 C28 120.7(6) . . ? O25 C25 C24 116.7(6) . . ? O25 C25 C26 122.1(6) . . ? C24 C25 C26 121.2(6) . . ? C27 C26 C25 119.0(6) . . ? O27 C27 C26 122.2(6) . . ? O27 C27 C22 115.9(6) . . ? C26 C27 C22 121.9(6) . . ? C24 C28 C35 109.9(5) . . ? C24 C28 C1 112.9(5) . . ? C35 C28 C1 114.2(5) . . ? C30 C29 C7 116.1(6) . . ? C32 C31 C14 113.7(6) . . ? C34 C33 C21 112.4(6) . . ? C36 C35 C28 113.0(6) . . ? O4 C41 C42 108.9(6) . . ? N47 C42 C43 123.7(8) . . ? N47 C42 C41 113.3(8) . . ? C43 C42 C41 123.0(7) . . ? C42 C43 C44 116.4(9) . . ? C45 C44 C43 119.2(10) . . ? C46 C45 C44 118.5(9) . . ? N47 C46 C45 125.0(10) . . ? N47 C46 Br1 116.0(9) . . ? C45 C46 Br1 119.0(7) . . ? O11 C51 C52 114.8(6) . . ? N57 C52 C53 122.5(6) . . ? N57 C52 C51 114.4(6) . . ? C53 C52 C51 123.1(6) . . ? C54 C53 C52 119.0(6) . . ? C53 C54 C55 119.2(7) . . ? C56 C55 C54 115.8(7) . . ? N57 C56 C55 126.7(6) . . ? N57 C56 Br2 115.5(5) . . ? C55 C56 Br2 117.8(5) . . ? O18 C61 C62 109.3(5) . . ? N67 C62 C63 123.1(6) . . ? N67 C62 C61 113.7(6) . . ? C63 C62 C61 123.0(6) . . ? C64 C63 C62 118.0(7) . . ? C65 C64 C63 121.2(7) . . ? C64 C65 C66 115.4(7) . . ? N67 C66 C65 125.9(7) . . ? N67 C66 Br3 115.4(5) . . ? C65 C66 Br3 118.7(5) . . ? O25 C71 C72 108.4(6) . . ? N77 C72 C73 123.0(8) . . ? N77 C72 C71 112.9(7) . . ? C73 C72 C71 124.1(7) . . ? C72 C73 C74 119.1(10) . . ? C73 C74 C75 117.4(10) . . ? C76 C75 C74 118.7(10) . . ? N77 C76 C75 124.6(9) . . ? N77 C76 Br4 116.5(8) . . ? C75 C76 Br4 118.9(8) . . ? C46 N47 C42 117.2(9) . . ? C56 N57 C52 116.7(6) . . ? C66 N67 C62 116.4(6) . . ? C76 N77 C72 117.2(8) . . ? C4 O4 C41 117.6(5) . . ? C6 O6 C37 118.1(5) . . ? C11 O11 C51 120.4(5) . . ? C13 O13 C38 117.4(6) . . ? C18 O18 C61 117.7(5) . . ? C20 O20 C39 117.7(5) . . ? C25 O25 C71 118.3(5) . . ? C27 O27 C40 117.9(5) . . ? Cl2A C10A Cl3A 90.6(10) . . ? Cl2A C10A Cl1A 106.8(12) . . ? Cl3A C10A Cl1A 115.8(13) . . ? Cl1B C10B Cl3B 81.2(13) . . ? Cl1B C10B Cl2B 77.2(12) . . ? Cl3B C10B Cl2B 105.5(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.0(9) . . . . ? C28 C1 C2 C3 174.8(6) . . . . ? C1 C2 C3 C4 1.9(9) . . . . ? C1 C2 C3 C7 -174.8(6) . . . . ? C2 C3 C4 O4 -179.3(5) . . . . ? C7 C3 C4 O4 -2.4(8) . . . . ? C2 C3 C4 C5 -1.6(9) . . . . ? C7 C3 C4 C5 175.3(6) . . . . ? O4 C4 C5 C6 178.0(6) . . . . ? C3 C4 C5 C6 0.5(10) . . . . ? C4 C5 C6 O6 -179.2(6) . . . . ? C4 C5 C6 C1 0.4(9) . . . . ? C2 C1 C6 O6 179.5(5) . . . . ? C28 C1 C6 O6 3.4(8) . . . . ? C2 C1 C6 C5 -0.2(9) . . . . ? C28 C1 C6 C5 -176.3(6) . . . . ? C2 C3 C7 C8 -96.0(7) . . . . ? C4 C3 C7 C8 87.4(7) . . . . ? C2 C3 C7 C29 30.1(9) . . . . ? C4 C3 C7 C29 -146.5(6) . . . . ? C3 C7 C8 C9 43.5(8) . . . . ? C29 C7 C8 C9 -85.3(7) . . . . ? C3 C7 C8 C13 -142.9(6) . . . . ? C29 C7 C8 C13 88.3(7) . . . . ? C13 C8 C9 C10 -0.5(9) . . . . ? C7 C8 C9 C10 173.3(6) . . . . ? C8 C9 C10 C11 3.7(9) . . . . ? C8 C9 C10 C14 -173.7(5) . . . . ? C9 C10 C11 O11 176.7(5) . . . . ? C14 C10 C11 O11 -6.0(8) . . . . ? C9 C10 C11 C12 -3.7(9) . . . . ? C14 C10 C11 C12 173.6(6) . . . . ? O11 C11 C12 C13 -179.8(6) . . . . ? C10 C11 C12 C13 0.6(9) . . . . ? C11 C12 C13 O13 -176.8(6) . . . . ? C11 C12 C13 C8 2.7(9) . . . . ? C9 C8 C13 C12 -2.7(9) . . . . ? C7 C8 C13 C12 -176.6(6) . . . . ? C9 C8 C13 O13 176.8(5) . . . . ? C7 C8 C13 O13 2.9(8) . . . . ? C9 C10 C14 C15 -49.6(7) . . . . ? C11 C10 C14 C15 133.2(6) . . . . ? C9 C10 C14 C31 77.2(7) . . . . ? C11 C10 C14 C31 -100.1(7) . . . . ? C10 C14 C15 C20 -68.3(7) . . . . ? C31 C14 C15 C20 167.0(6) . . . . ? C10 C14 C15 C16 115.6(6) . . . . ? C31 C14 C15 C16 -9.1(9) . . . . ? C20 C15 C16 C17 0.1(9) . . . . ? C14 C15 C16 C17 176.3(6) . . . . ? C15 C16 C17 C18 -0.9(9) . . . . ? C15 C16 C17 C21 179.7(6) . . . . ? C16 C17 C18 O18 -179.7(5) . . . . ? C21 C17 C18 O18 -0.3(9) . . . . ? C16 C17 C18 C19 1.2(9) . . . . ? C21 C17 C18 C19 -179.3(6) . . . . ? O18 C18 C19 C20 -179.8(6) . . . . ? C17 C18 C19 C20 -0.8(10) . . . . ? C18 C19 C20 O20 179.3(6) . . . . ? C18 C19 C20 C15 0.0(10) . . . . ? C16 C15 C20 O20 -179.0(5) . . . . ? C14 C15 C20 O20 4.7(8) . . . . ? C16 C15 C20 C19 0.4(9) . . . . ? C14 C15 C20 C19 -175.9(6) . . . . ? C18 C17 C21 C22 79.6(7) . . . . ? C16 C17 C21 C22 -101.0(7) . . . . ? C18 C17 C21 C33 -154.1(6) . . . . ? C16 C17 C21 C33 25.3(9) . . . . ? C17 C21 C22 C23 44.3(8) . . . . ? C33 C21 C22 C23 -84.6(7) . . . . ? C17 C21 C22 C27 -138.6(6) . . . . ? C33 C21 C22 C27 92.5(7) . . . . ? C27 C22 C23 C24 0.1(9) . . . . ? C21 C22 C23 C24 177.3(6) . . . . ? C22 C23 C24 C25 1.5(9) . . . . ? C22 C23 C24 C28 -174.9(6) . . . . ? C23 C24 C25 O25 179.5(6) . . . . ? C28 C24 C25 O25 -4.1(9) . . . . ? C23 C24 C25 C26 -2.3(9) . . . . ? C28 C24 C25 C26 174.1(6) . . . . ? O25 C25 C26 C27 179.6(6) . . . . ? C24 C25 C26 C27 1.5(10) . . . . ? C25 C26 C27 O27 -178.9(6) . . . . ? C25 C26 C27 C22 0.2(10) . . . . ? C23 C22 C27 O27 178.2(5) . . . . ? C21 C22 C27 O27 0.9(8) . . . . ? C23 C22 C27 C26 -1.0(9) . . . . ? C21 C22 C27 C26 -178.3(6) . . . . ? C23 C24 C28 C35 75.5(7) . . . . ? C25 C24 C28 C35 -100.7(7) . . . . ? C23 C24 C28 C1 -53.3(8) . . . . ? C25 C24 C28 C1 130.5(6) . . . . ? C2 C1 C28 C24 105.2(7) . . . . ? C6 C1 C28 C24 -79.0(7) . . . . ? C2 C1 C28 C35 -21.3(9) . . . . ? C6 C1 C28 C35 154.4(6) . . . . ? C3 C7 C29 C30 60.6(8) . . . . ? C8 C7 C29 C30 -170.7(6) . . . . ? C15 C14 C31 C32 -172.4(6) . . . . ? C10 C14 C31 C32 62.2(8) . . . . ? C22 C21 C33 C34 -168.5(6) . . . . ? C17 C21 C33 C34 64.3(8) . . . . ? C24 C28 C35 C36 167.6(6) . . . . ? C1 C28 C35 C36 -64.3(8) . . . . ? O4 C41 C42 N47 -165.6(6) . . . . ? O4 C41 C42 C43 15.1(10) . . . . ? N47 C42 C43 C44 -1.0(12) . . . . ? C41 C42 C43 C44 178.2(7) . . . . ? C42 C43 C44 C45 0.8(12) . . . . ? C43 C44 C45 C46 -0.6(13) . . . . ? C44 C45 C46 N47 0.4(14) . . . . ? C44 C45 C46 Br1 179.5(6) . . . . ? O11 C51 C52 N57 -177.7(6) . . . . ? O11 C51 C52 C53 3.6(10) . . . . ? N57 C52 C53 C54 -0.3(10) . . . . ? C51 C52 C53 C54 178.4(7) . . . . ? C52 C53 C54 C55 0.7(10) . . . . ? C53 C54 C55 C56 -1.6(10) . . . . ? C54 C55 C56 N57 2.5(11) . . . . ? C54 C55 C56 Br2 -176.8(5) . . . . ? O18 C61 C62 N67 162.9(6) . . . . ? O18 C61 C62 C63 -21.6(10) . . . . ? N67 C62 C63 C64 1.2(12) . . . . ? C61 C62 C63 C64 -173.8(8) . . . . ? C62 C63 C64 C65 -0.9(13) . . . . ? C63 C64 C65 C66 -0.3(13) . . . . ? C64 C65 C66 N67 1.5(12) . . . . ? C64 C65 C66 Br3 180.0(6) . . . . ? O25 C71 C72 N77 165.5(6) . . . . ? O25 C71 C72 C73 -13.2(11) . . . . ? N77 C72 C73 C74 0.9(14) . . . . ? C71 C72 C73 C74 179.5(9) . . . . ? C72 C73 C74 C75 0.8(15) . . . . ? C73 C74 C75 C76 -1.1(16) . . . . ? C74 C75 C76 N77 -0.2(16) . . . . ? C74 C75 C76 Br4 179.3(8) . . . . ? C45 C46 N47 C42 -0.5(12) . . . . ? Br1 C46 N47 C42 -179.6(5) . . . . ? C43 C42 N47 C46 0.8(11) . . . . ? C41 C42 N47 C46 -178.5(7) . . . . ? C55 C56 N57 C52 -2.2(11) . . . . ? Br2 C56 N57 C52 177.1(5) . . . . ? C53 C52 N57 C56 0.9(10) . . . . ? C51 C52 N57 C56 -177.8(6) . . . . ? C65 C66 N67 C62 -1.3(12) . . . . ? Br3 C66 N67 C62 -179.8(5) . . . . ? C63 C62 N67 C66 -0.1(11) . . . . ? C61 C62 N67 C66 175.3(7) . . . . ? C75 C76 N77 C72 1.8(14) . . . . ? Br4 C76 N77 C72 -177.7(6) . . . . ? C73 C72 N77 C76 -2.1(12) . . . . ? C71 C72 N77 C76 179.1(7) . . . . ? C5 C4 O4 C41 5.4(9) . . . . ? C3 C4 O4 C41 -176.9(6) . . . . ? C42 C41 O4 C4 178.1(6) . . . . ? C5 C6 O6 C37 5.8(9) . . . . ? C1 C6 O6 C37 -173.8(6) . . . . ? C10 C11 O11 C51 163.9(6) . . . . ? C12 C11 O11 C51 -15.7(9) . . . . ? C52 C51 O11 C11 88.9(7) . . . . ? C12 C13 O13 C38 4.9(9) . . . . ? C8 C13 O13 C38 -174.6(6) . . . . ? C17 C18 O18 C61 167.3(6) . . . . ? C19 C18 O18 C61 -13.6(9) . . . . ? C62 C61 O18 C18 -178.8(6) . . . . ? C19 C20 O20 C39 -6.7(9) . . . . ? C15 C20 O20 C39 172.7(5) . . . . ? C24 C25 O25 C71 -166.1(6) . . . . ? C26 C25 O25 C71 15.7(10) . . . . ? C72 C71 O25 C25 167.5(6) . . . . ? C26 C27 O27 C40 1.4(9) . . . . ? C22 C27 O27 C40 -177.7(6) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 67.03 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 2.815 _refine_diff_density_min -2.262 _refine_diff_density_rms 0.103 _vrf_DIFMX01_I ; PROBLEM:The maximum difference density is > 0.1*ZMAX*0.75 _refine_diff_density_max given = 2.815 Test value = 2.625 RESPONSE: The residual electron density, Q1, is close to Br4 (distance 1.13 Ang). A disorder was not constructed, because it was not chemically sensible. ; data_II _database_code_depnum_ccdc_archive 'CCDC 886446' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66.50 H69 Br4 Cl5 N4 O8' _chemical_formula_weight 1549.15 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' Br Br -0.6763 1.2805 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.6450(10) _cell_length_b 35.308(3) _cell_length_c 13.8910(10) _cell_angle_alpha 90.00 _cell_angle_beta 96.576(4) _cell_angle_gamma 90.00 _cell_volume 6648.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3140 _exptl_absorpt_coefficient_mu 5.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4862 _exptl_absorpt_correction_T_max 0.8580 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18043 _diffrn_reflns_av_R_equivalents 0.0863 _diffrn_reflns_av_sigmaI/netI 0.1024 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 66.13 _reflns_number_total 10449 _reflns_number_gt 5105 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1136P)^2^+31.6570P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00059(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 10449 _refine_ls_number_parameters 822 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.1775 _refine_ls_R_factor_gt 0.0898 _refine_ls_wR_factor_ref 0.2870 _refine_ls_wR_factor_gt 0.2198 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4807(7) 0.0787(3) 0.8249(7) 0.049(2) Uani 1 1 d . . . C2 C 0.5198(7) 0.1148(3) 0.8223(8) 0.055(3) Uani 1 1 d . . . H2 H 0.5408 0.1230 0.7629 0.066 Uiso 1 1 calc R . . C3 C 0.5310(7) 0.1402(3) 0.9010(7) 0.052(2) Uani 1 1 d . . . C4 C 0.5004(7) 0.1263(3) 0.9872(7) 0.048(2) Uani 1 1 d . . . C5 C 0.4610(7) 0.0900(3) 0.9936(7) 0.048(2) Uani 1 1 d . . . H5 H 0.4415 0.0813 1.0532 0.057 Uiso 1 1 calc R . . C6 C 0.4505(7) 0.0668(3) 0.9133(7) 0.052(2) Uani 1 1 d . . . C7 C 0.5673(7) 0.1805(3) 0.8963(8) 0.053(3) Uani 1 1 d . . . H7 H 0.5319 0.1954 0.9429 0.064 Uiso 1 1 calc R . . C8 C 0.6775(7) 0.1848(3) 0.9300(7) 0.051(2) Uani 1 1 d . . . C9 C 0.7475(8) 0.1594(3) 0.9044(7) 0.056(3) Uani 1 1 d . . . H9 H 0.7255 0.1380 0.8665 0.067 Uiso 1 1 calc R . . C10 C 0.8499(7) 0.1636(3) 0.9316(7) 0.050(2) Uani 1 1 d . . . C11 C 0.8793(7) 0.1954(3) 0.9876(8) 0.055(3) Uani 1 1 d . C . C12 C 0.8108(8) 0.2210(3) 1.0149(8) 0.063(3) Uani 1 1 d . . . H12 H 0.8319 0.2422 1.0540 0.076 Uiso 1 1 calc R . . C13 C 0.7108(8) 0.2155(3) 0.9849(8) 0.057(3) Uani 1 1 d . . . C14 C 0.9254(8) 0.1372(3) 0.8968(8) 0.056(3) Uani 1 1 d . . . H14 H 0.9905 0.1435 0.9340 0.068 Uiso 1 1 calc R . . C15 C 0.9023(6) 0.0954(3) 0.9184(7) 0.048(2) Uani 1 1 d . . . C16 C 0.8661(8) 0.0699(3) 0.8467(8) 0.057(3) Uani 1 1 d . . . H16 H 0.8519 0.0791 0.7823 0.068 Uiso 1 1 calc R . . C17 C 0.8493(8) 0.0314(3) 0.8641(8) 0.055(3) Uani 1 1 d . . . C18 C 0.8707(8) 0.0196(3) 0.9603(8) 0.057(3) Uani 1 1 d . . . C19 C 0.9071(7) 0.0438(3) 1.0346(7) 0.051(2) Uani 1 1 d . . . H19 H 0.9202 0.0347 1.0992 0.062 Uiso 1 1 calc R . . C20 C 0.9238(7) 0.0810(3) 1.0133(8) 0.056(3) Uani 1 1 d . . . C21 C 0.8160(8) 0.0028(3) 0.7835(8) 0.064(3) Uani 1 1 d . B . H21 H 0.8477 -0.0220 0.8027 0.076 Uiso 1 1 calc R . . C22 C 0.7076(8) -0.0035(3) 0.7696(7) 0.055(3) Uani 1 1 d . . . C23 C 0.6387(8) 0.0254(3) 0.7692(7) 0.053(3) Uani 1 1 d . . . H23 H 0.6614 0.0501 0.7875 0.064 Uiso 1 1 calc R . . C24 C 0.5376(8) 0.0201(3) 0.7433(7) 0.053(3) Uani 1 1 d . . . C25 C 0.5059(9) -0.0165(3) 0.7182(8) 0.063(3) Uani 1 1 d . . . C26 C 0.5722(9) -0.0475(3) 0.7220(8) 0.064(3) Uani 1 1 d . . . H26 H 0.5495 -0.0725 0.7070 0.077 Uiso 1 1 calc R . . C27 C 0.6705(10) -0.0402(3) 0.7482(8) 0.067(3) Uani 1 1 d . . . C28 C 0.4665(8) 0.0532(3) 0.7360(7) 0.052(3) Uani 1 1 d . . . H28 H 0.3988 0.0422 0.7340 0.063 Uiso 1 1 calc R . . C29 C 0.5430(8) 0.1991(3) 0.7979(8) 0.062(3) Uani 1 1 d . . . H29A H 0.5696 0.1834 0.7479 0.074 Uiso 1 1 calc R . . H29B H 0.5755 0.2242 0.7984 0.074 Uiso 1 1 calc R . . C30 C 0.4316(8) 0.2042(4) 0.7710(9) 0.083(4) Uani 1 1 d . . . H30A H 0.3990 0.1794 0.7702 0.125 Uiso 1 1 calc R . . H30B H 0.4192 0.2159 0.7068 0.125 Uiso 1 1 calc R . . H30C H 0.4053 0.2205 0.8190 0.125 Uiso 1 1 calc R . . C31 C 0.9351(8) 0.1440(3) 0.7894(8) 0.058(3) Uani 1 1 d . . . H31A H 0.8701 0.1400 0.7511 0.070 Uiso 1 1 calc R . . H31B H 0.9817 0.1252 0.7673 0.070 Uiso 1 1 calc R . . C32 C 0.9722(10) 0.1843(3) 0.7704(9) 0.078(4) Uani 1 1 d . . . H32A H 0.9220 0.2028 0.7836 0.117 Uiso 1 1 calc R . . H32B H 0.9849 0.1864 0.7026 0.117 Uiso 1 1 calc R . . H32C H 1.0333 0.1892 0.8129 0.117 Uiso 1 1 calc R . . C33 C 0.8525(10) 0.0147(4) 0.6861(9) 0.082(4) Uani 1 1 d . . . H33A H 0.8178 0.0383 0.6640 0.098 Uiso 0.50 1 calc PR A 1 H33B H 0.9236 0.0208 0.6988 0.098 Uiso 0.50 1 calc PR A 1 H33C H 0.8214 -0.0021 0.6342 0.098 Uiso 0.50 1 d PR A 2 H33D H 0.8305 0.0409 0.6705 0.098 Uiso 0.50 1 d PR A 2 C34A C 0.840(2) -0.0123(7) 0.6072(18) 0.091(9) Uani 0.50 1 d P B 1 H34A H 0.8483 0.0005 0.5462 0.137 Uiso 0.50 1 calc PR B 1 H34B H 0.7732 -0.0232 0.6031 0.137 Uiso 0.50 1 calc PR B 1 H34C H 0.8886 -0.0325 0.6190 0.137 Uiso 0.50 1 calc PR B 1 C34B C 0.962(2) 0.0134(9) 0.687(2) 0.104(10) Uani 0.50 1 d P B 2 H34D H 0.9890 -0.0071 0.7295 0.156 Uiso 0.50 1 calc PR B 2 H34E H 0.9905 0.0376 0.7112 0.156 Uiso 0.50 1 calc PR B 2 H34F H 0.9786 0.0090 0.6212 0.156 Uiso 0.50 1 calc PR B 2 C35 C 0.4693(8) 0.0747(3) 0.6412(7) 0.066(3) Uani 1 1 d . . . H35A H 0.4224 0.0961 0.6397 0.079 Uiso 1 1 calc R . . H35B H 0.5362 0.0854 0.6399 0.079 Uiso 1 1 calc R . . C36 C 0.4440(11) 0.0510(4) 0.5513(8) 0.085(4) Uani 1 1 d . . . H36A H 0.4917 0.0302 0.5506 0.127 Uiso 1 1 calc R . . H36B H 0.4466 0.0668 0.4937 0.127 Uiso 1 1 calc R . . H36C H 0.3775 0.0405 0.5512 0.127 Uiso 1 1 calc R . . C37 C 0.3844(8) 0.0171(3) 1.0044(8) 0.058(3) Uani 1 1 d . . . H37A H 0.4436 0.0166 1.0515 0.088 Uiso 1 1 calc R . . H37B H 0.3577 -0.0086 0.9954 0.088 Uiso 1 1 calc R . . H37C H 0.3347 0.0336 1.0283 0.088 Uiso 1 1 calc R . . C38 C 0.6693(9) 0.2721(3) 1.0702(10) 0.087(4) Uani 1 1 d . . . H38A H 0.7086 0.2628 1.1289 0.130 Uiso 1 1 calc R . . H38B H 0.6109 0.2853 1.0881 0.130 Uiso 1 1 calc R . . H38C H 0.7091 0.2897 1.0362 0.130 Uiso 1 1 calc R . . C39 C 0.9883(9) 0.0934(3) 1.1777(7) 0.068(3) Uani 1 1 d . . . H39A H 0.9303 0.0825 1.2030 0.103 Uiso 1 1 calc R . . H39B H 1.0138 0.1144 1.2194 0.103 Uiso 1 1 calc R . . H39C H 1.0393 0.0739 1.1768 0.103 Uiso 1 1 calc R . . C40 C 0.7276(10) -0.0986(4) 0.6876(10) 0.087(4) Uani 1 1 d . . . H40A H 0.6744 -0.1154 0.7032 0.130 Uiso 1 1 calc R . . H40B H 0.7892 -0.1130 0.6895 0.130 Uiso 1 1 calc R . . H40C H 0.7108 -0.0880 0.6226 0.130 Uiso 1 1 calc R . . C41 C 0.4786(8) 0.1398(3) 1.1521(7) 0.060(2) Uani 1 1 d . . . H41A H 0.5063 0.1147 1.1715 0.072 Uiso 1 1 calc R . . H41B H 0.4058 0.1375 1.1421 0.072 Uiso 1 1 calc R . . C42 C 0.5074(7) 0.1677(3) 1.2301(7) 0.051(2) Uani 1 1 d . . . C43 C 0.5633(8) 0.1999(3) 1.2186(8) 0.059(3) Uani 1 1 d . . . H43 H 0.5868 0.2055 1.1585 0.071 Uiso 1 1 calc R . . C44 C 0.5833(8) 0.2233(3) 1.2968(8) 0.068(3) Uani 1 1 d . . . H44 H 0.6233 0.2450 1.2912 0.082 Uiso 1 1 calc R . . C45 C 0.5470(9) 0.2163(3) 1.3830(9) 0.070(3) Uani 1 1 d . . . H45 H 0.5601 0.2328 1.4369 0.084 Uiso 1 1 calc R . . C46 C 0.4892(9) 0.1831(3) 1.3882(8) 0.065(3) Uani 1 1 d . . . C51A C 1.0000(12) 0.2211(6) 1.1043(12) 0.060(2) Uani 0.68(2) 1 d P C 1 H51A H 0.9580 0.2126 1.1537 0.072 Uiso 0.68(2) 1 calc PR C 1 H51B H 0.9878 0.2484 1.0920 0.072 Uiso 0.68(2) 1 calc PR C 1 C51B C 1.005(3) 0.1978(14) 1.113(3) 0.060(2) Uani 0.32(2) 1 d P C 2 H51C H 1.0041 0.1709 1.1326 0.072 Uiso 0.32(2) 1 calc PR C 2 H51D H 0.9567 0.2117 1.1477 0.072 Uiso 0.32(2) 1 calc PR C 2 C52 C 1.1089(8) 0.2145(3) 1.1402(8) 0.063(3) Uani 1 1 d . . . C53 C 1.1417(8) 0.2059(3) 1.2348(8) 0.065(3) Uani 1 1 d . C . H53 H 1.0972 0.1972 1.2778 0.078 Uiso 1 1 calc R . . C55 C 1.3022(9) 0.2235(4) 1.2038(11) 0.081(4) Uani 1 1 d . C . H55 H 1.3701 0.2276 1.2248 0.098 Uiso 1 1 calc R . . C56 C 1.2632(9) 0.2306(3) 1.1097(9) 0.071(3) Uani 1 1 d . . . C57 C 1.2391(11) 0.2103(4) 1.2657(10) 0.092(4) Uani 1 1 d . . . H57 H 1.2636 0.2042 1.3306 0.111 Uiso 1 1 calc R C . C61 C 0.8643(8) -0.0320(3) 1.0723(9) 0.066(3) Uani 1 1 d . . . H61A H 0.8235 -0.0163 1.1115 0.080 Uiso 1 1 calc R . . H61B H 0.9341 -0.0296 1.1002 0.080 Uiso 1 1 calc R . . C62 C 0.8325(8) -0.0727(3) 1.0753(10) 0.066(3) Uani 1 1 d . . . C63 C 0.8129(8) -0.0947(3) 0.9933(9) 0.067(3) Uani 1 1 d . . . H63 H 0.8182 -0.0844 0.9309 0.080 Uiso 1 1 calc R . . C64 C 0.7842(9) -0.1335(3) 1.0044(10) 0.075(3) Uani 1 1 d . . . H64 H 0.7706 -0.1495 0.9495 0.090 Uiso 1 1 calc R . . C65 C 0.7770(9) -0.1465(4) 1.0937(11) 0.083(4) Uani 1 1 d . . . H65 H 0.7578 -0.1719 1.1035 0.100 Uiso 1 1 calc R . . C66 C 0.7979(9) -0.1224(4) 1.1709(11) 0.081(4) Uani 1 1 d . . . C71 C 0.3654(9) -0.0552(3) 0.6485(9) 0.072(3) Uani 1 1 d . . . H71A H 0.4173 -0.0695 0.6198 0.086 Uiso 1 1 calc R . . H71B H 0.3115 -0.0498 0.5964 0.086 Uiso 1 1 calc R . . C72 C 0.3265(8) -0.0786(3) 0.7248(8) 0.060(3) Uani 1 1 d . . . C73 C 0.3305(8) -0.0689(3) 0.8214(8) 0.063(3) Uani 1 1 d . . . H73 H 0.3592 -0.0456 0.8440 0.076 Uiso 1 1 calc R . . C74 C 0.2923(8) -0.0935(4) 0.8846(9) 0.066(3) Uani 1 1 d . . . H74 H 0.2950 -0.0870 0.9512 0.079 Uiso 1 1 calc R . . C75 C 0.2501(8) -0.1273(4) 0.8520(8) 0.065(3) Uani 1 1 d . . . H75 H 0.2268 -0.1453 0.8948 0.078 Uiso 1 1 calc R . . C76 C 0.2439(7) -0.1332(3) 0.7544(9) 0.059(3) Uani 1 1 d . . . N47 N 0.4707(6) 0.1597(3) 1.3147(6) 0.060(2) Uani 1 1 d . . . N57 N 1.1698(7) 0.2264(3) 1.0774(7) 0.075(3) Uani 1 1 d . C . N67 N 0.8258(7) -0.0861(3) 1.1645(7) 0.068(3) Uani 1 1 d . . . N77 N 0.2820(6) -0.1122(3) 0.6908(7) 0.064(2) Uani 1 1 d . . . O4 O 0.5132(5) 0.15108(19) 1.0655(5) 0.0567(18) Uani 1 1 d . . . O6 O 0.4093(5) 0.03129(19) 0.9136(5) 0.0536(17) Uani 1 1 d . . . O11 O 0.9774(5) 0.2003(2) 1.0177(6) 0.064(2) Uani 1 1 d . . . O13 O 0.6392(5) 0.2408(2) 1.0081(6) 0.072(2) Uani 1 1 d . . . O18 O 0.8532(5) -0.01901(19) 0.9746(5) 0.0576(18) Uani 1 1 d . . . O20 O 0.9613(5) 0.1070(2) 1.0823(5) 0.0587(18) Uani 1 1 d . . . O25 O 0.4057(6) -0.0201(2) 0.6880(6) 0.075(2) Uani 1 1 d . . . O27 O 0.7397(6) -0.0692(2) 0.7551(6) 0.081(2) Uani 1 1 d . . . Br1 Br 0.43203(11) 0.17164(4) 1.50216(9) 0.0824(5) Uani 1 1 d . . . Br2 Br 1.34974(12) 0.24496(6) 1.01821(14) 0.1142(7) Uani 1 1 d . C . Br3 Br 0.79044(12) -0.13826(5) 1.30154(12) 0.1027(6) Uani 1 1 d . . . Br4 Br 0.17991(10) -0.17806(4) 0.70036(11) 0.0809(5) Uani 1 1 d . . . Cl12 Cl 0.7110(5) 0.17621(18) 0.6063(5) 0.190(3) Uani 1 1 d D . . C10A C 0.700(3) 0.1391(3) 0.5321(17) 0.145(11) Uani 0.734(16) 1 d PD D 1 H10A H 0.7391 0.1441 0.4777 0.174 Uiso 0.734(16) 1 calc PR D 1 H10B H 0.6300 0.1369 0.5046 0.174 Uiso 0.734(16) 1 calc PR D 1 Cl1A Cl 0.7356(5) 0.09779(17) 0.5821(5) 0.117(3) Uani 0.734(16) 1 d PDU D 1 C10B C 0.708(5) 0.1291(4) 0.604(5) 0.145(11) Uani 0.266(16) 1 d PD D 2 H10C H 0.6421 0.1200 0.5772 0.174 Uiso 0.266(16) 1 calc PR D 2 H10D H 0.7234 0.1188 0.6706 0.174 Uiso 0.266(16) 1 calc PR D 2 Cl1B Cl 0.793(4) 0.1157(16) 0.535(3) 0.33(2) Uani 0.266(16) 1 d PDU D 2 Cl21 Cl 1.0681(5) 0.1417(2) 0.4524(5) 0.203(3) Uani 1 1 d D . . Cl22 Cl 0.9512(6) 0.0751(3) 0.4364(6) 0.215(3) Uani 1 1 d D . . C200 C 0.987(2) 0.1137(6) 0.5123(16) 0.28(2) Uani 1 1 d D . . H20A H 1.0209 0.1046 0.5749 0.330 Uiso 1 1 calc R . . H20B H 0.9289 0.1287 0.5251 0.330 Uiso 1 1 calc R . . C30A C 1.128(4) 0.0330(8) 0.662(3) 0.076(14) Uiso 0.25 1 d PD E 1 H30D H 1.0600 0.0432 0.6580 0.091 Uiso 0.25 1 calc PR E 1 H30E H 1.1692 0.0465 0.7145 0.091 Uiso 0.25 1 calc PR E 1 C30B C 1.197(3) 0.0242(11) 0.671(2) 0.071(13) Uiso 0.25 1 d PD E 2 H30F H 1.2681 0.0177 0.6859 0.085 Uiso 0.25 1 calc PR E 2 H30G H 1.1817 0.0446 0.7157 0.085 Uiso 0.25 1 calc PR E 2 Cl31 Cl 1.1742(18) 0.0390(7) 0.5554(18) 0.318(11) Uiso 0.50 1 d PD . . Cl32 Cl 1.1274(14) -0.0141(6) 0.6856(14) 0.254(8) Uiso 0.50 1 d PD . . 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 C1 0.049(6) 0.050(6) 0.049(6) 0.010(5) 0.007(5) -0.001(5) C2 0.061(6) 0.051(6) 0.054(6) 0.010(5) 0.006(5) -0.002(5) C3 0.046(6) 0.057(6) 0.054(6) -0.002(5) 0.005(5) -0.010(5) C4 0.044(5) 0.057(6) 0.043(5) 0.003(5) 0.000(5) 0.000(5) C5 0.052(6) 0.052(6) 0.040(5) -0.003(5) 0.010(5) -0.007(5) C6 0.046(6) 0.061(7) 0.049(6) 0.009(5) 0.007(5) 0.002(5) C7 0.051(6) 0.049(6) 0.058(6) -0.004(5) -0.003(5) 0.007(5) C8 0.046(6) 0.047(6) 0.059(6) -0.010(5) 0.002(5) -0.007(4) C9 0.060(7) 0.055(6) 0.054(6) 0.005(5) 0.014(5) -0.004(5) C10 0.052(6) 0.035(5) 0.063(7) 0.002(5) 0.008(5) -0.007(4) C11 0.040(5) 0.056(6) 0.069(7) -0.009(5) 0.001(5) -0.009(5) C12 0.048(6) 0.064(7) 0.077(8) -0.018(6) 0.006(6) -0.004(5) C13 0.058(6) 0.048(6) 0.066(7) -0.001(5) 0.014(6) 0.008(5) C14 0.055(6) 0.038(5) 0.076(7) -0.006(5) 0.009(6) 0.005(5) C15 0.036(5) 0.047(6) 0.063(7) 0.000(5) 0.013(5) 0.007(4) C16 0.067(7) 0.045(6) 0.057(6) 0.003(5) 0.001(6) -0.001(5) C17 0.066(7) 0.047(6) 0.054(6) -0.003(5) 0.011(5) -0.003(5) C18 0.074(7) 0.038(5) 0.061(7) 0.010(5) 0.014(6) 0.005(5) C19 0.058(6) 0.047(6) 0.048(6) 0.002(5) 0.006(5) -0.002(5) C20 0.055(6) 0.060(7) 0.053(6) -0.002(5) 0.003(5) -0.008(5) C21 0.075(8) 0.047(6) 0.068(7) -0.010(5) 0.005(6) -0.001(5) C22 0.061(6) 0.057(6) 0.047(6) 0.000(5) 0.003(5) -0.010(5) C23 0.060(6) 0.059(6) 0.041(5) -0.003(5) 0.004(5) -0.004(5) C24 0.068(7) 0.047(6) 0.044(6) 0.001(5) 0.011(5) -0.005(5) C25 0.070(7) 0.069(8) 0.047(6) -0.005(5) -0.002(6) -0.015(6) C26 0.085(8) 0.050(6) 0.057(7) -0.002(5) 0.009(6) -0.015(6) C27 0.091(9) 0.050(6) 0.059(7) -0.001(5) 0.005(7) 0.005(6) C28 0.066(7) 0.056(6) 0.037(5) 0.000(5) 0.011(5) -0.007(5) C29 0.062(7) 0.067(7) 0.057(7) 0.019(6) 0.012(6) 0.000(6) C30 0.065(7) 0.111(11) 0.070(8) 0.016(8) -0.007(6) 0.006(7) C31 0.066(7) 0.051(6) 0.060(7) -0.001(5) 0.013(6) 0.003(5) C32 0.093(9) 0.063(8) 0.081(9) 0.007(6) 0.025(7) 0.001(7) C33 0.097(10) 0.075(9) 0.074(8) -0.024(7) 0.015(8) -0.018(7) C34A 0.15(3) 0.063(15) 0.066(16) -0.021(13) 0.038(17) -0.017(16) C34B 0.10(2) 0.13(3) 0.09(2) -0.030(19) 0.028(18) -0.001(19) C35 0.068(7) 0.081(8) 0.047(6) 0.002(6) 0.000(6) 0.001(6) C36 0.128(11) 0.079(9) 0.047(7) -0.001(6) 0.008(7) -0.014(8) C37 0.060(6) 0.055(6) 0.060(7) 0.013(5) 0.009(5) 0.002(5) C38 0.077(8) 0.068(8) 0.120(11) -0.043(8) 0.030(8) -0.018(7) C39 0.077(8) 0.077(8) 0.046(6) -0.003(6) -0.013(6) 0.004(6) C40 0.079(9) 0.091(10) 0.094(10) -0.025(8) 0.027(8) 0.000(7) C41 0.064(5) 0.061(6) 0.054(5) 0.004(5) 0.007(4) 0.003(5) C42 0.055(6) 0.057(6) 0.040(5) -0.002(5) 0.004(5) 0.003(5) C43 0.062(7) 0.059(7) 0.058(7) -0.005(5) 0.012(6) -0.007(5) C44 0.065(7) 0.074(8) 0.062(7) -0.014(6) -0.009(6) -0.010(6) C45 0.073(8) 0.069(8) 0.062(7) -0.017(6) -0.015(6) 0.003(6) C46 0.070(7) 0.073(8) 0.049(6) -0.004(6) -0.008(6) 0.014(6) C51A 0.064(5) 0.061(6) 0.054(5) 0.004(5) 0.007(4) 0.003(5) C51B 0.064(5) 0.061(6) 0.054(5) 0.004(5) 0.007(4) 0.003(5) C52 0.054(6) 0.083(8) 0.053(7) -0.006(6) 0.007(6) -0.004(6) C53 0.059(7) 0.068(7) 0.066(8) 0.002(6) 0.003(6) 0.005(6) C55 0.055(7) 0.086(9) 0.099(11) -0.011(8) -0.009(8) 0.010(6) C56 0.069(8) 0.067(8) 0.076(8) 0.000(6) 0.001(7) -0.004(6) C57 0.093(11) 0.108(11) 0.072(9) 0.001(8) -0.006(8) 0.023(9) C61 0.059(7) 0.066(7) 0.074(8) 0.007(6) 0.006(6) -0.012(6) C62 0.052(6) 0.052(6) 0.092(9) 0.008(7) 0.000(6) 0.007(5) C63 0.061(7) 0.055(7) 0.083(8) 0.011(6) 0.002(6) -0.002(5) C64 0.072(8) 0.064(8) 0.085(9) 0.011(7) -0.011(7) 0.007(6) C65 0.062(8) 0.076(9) 0.106(11) 0.031(9) -0.015(8) 0.000(6) C66 0.067(8) 0.081(9) 0.093(10) 0.026(8) 0.000(7) 0.001(7) C71 0.075(8) 0.063(7) 0.073(8) -0.001(6) -0.014(6) -0.034(6) C72 0.059(6) 0.065(7) 0.051(6) 0.008(5) -0.007(5) -0.009(5) C73 0.062(7) 0.066(7) 0.061(7) -0.004(6) 0.006(6) 0.002(6) C74 0.053(6) 0.078(8) 0.067(8) -0.008(7) 0.005(6) 0.010(6) C75 0.066(7) 0.084(9) 0.046(6) 0.013(6) 0.012(6) -0.004(6) C76 0.046(6) 0.058(6) 0.074(8) 0.021(6) 0.010(6) 0.006(5) N47 0.064(6) 0.059(5) 0.054(5) 0.000(5) 0.000(5) 0.000(4) N57 0.047(5) 0.108(8) 0.067(6) 0.007(6) -0.003(5) -0.004(5) N67 0.065(6) 0.064(6) 0.073(7) 0.027(5) -0.005(5) -0.006(5) N77 0.060(5) 0.066(6) 0.062(6) -0.012(5) -0.001(5) -0.007(5) O4 0.073(5) 0.051(4) 0.046(4) 0.003(3) 0.008(4) -0.002(3) O6 0.053(4) 0.058(4) 0.052(4) 0.001(3) 0.013(3) -0.009(3) O11 0.043(4) 0.070(5) 0.079(5) -0.023(4) 0.000(4) -0.008(3) O13 0.055(4) 0.059(5) 0.103(6) -0.021(4) 0.015(4) -0.002(4) O18 0.060(4) 0.049(4) 0.064(5) 0.000(4) 0.006(4) 0.005(3) O20 0.065(4) 0.062(4) 0.048(4) -0.004(3) 0.001(4) -0.002(4) O25 0.085(6) 0.066(5) 0.071(5) -0.001(4) 0.000(4) -0.022(4) O27 0.108(6) 0.049(4) 0.079(5) -0.020(4) -0.018(5) 0.007(4) Br1 0.1018(11) 0.0873(10) 0.0594(8) -0.0059(7) 0.0152(7) 0.0007(8) Br2 0.0772(10) 0.1527(17) 0.1156(14) 0.0153(12) 0.0235(9) -0.0163(10) Br3 0.0902(10) 0.1089(13) 0.1063(12) 0.0472(10) -0.0005(9) -0.0166(9) Br4 0.0767(9) 0.0668(8) 0.0995(11) -0.0007(7) 0.0107(8) -0.0143(7) Cl12 0.207(6) 0.149(5) 0.199(6) -0.014(5) -0.036(5) 0.036(5) C10A 0.26(3) 0.103(18) 0.071(14) -0.024(14) 0.01(2) 0.052(19) Cl1A 0.140(6) 0.090(4) 0.111(5) 0.009(3) -0.033(4) -0.009(3) C10B 0.26(3) 0.103(18) 0.071(14) -0.024(14) 0.01(2) 0.052(19) Cl1B 0.53(6) 0.28(5) 0.19(3) -0.03(3) 0.05(4) -0.11(5) Cl21 0.195(6) 0.276(9) 0.130(5) 0.025(5) -0.022(4) -0.045(6) Cl22 0.216(7) 0.245(8) 0.176(6) 0.035(6) -0.008(5) 0.005(6) C200 0.24(3) 0.48(6) 0.094(16) -0.05(2) -0.017(17) -0.19(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 C2 1.383(13) . ? C1 C6 1.404(13) . ? C1 C28 1.522(13) . ? C2 C3 1.409(14) . ? C3 C4 1.401(13) . ? C3 C7 1.510(13) . ? C4 O4 1.393(11) . ? C4 C5 1.395(13) . ? C5 C6 1.377(13) . ? C6 O6 1.374(12) . ? C7 C29 1.520(14) . ? C7 C8 1.530(13) . ? C8 C13 1.375(13) . ? C8 C9 1.386(14) . ? C9 C10 1.412(13) . ? C10 C11 1.399(13) . ? C10 C14 1.508(13) . ? C11 O11 1.366(11) . ? C11 C12 1.383(14) . ? C12 C13 1.394(14) . ? C13 O13 1.389(12) . ? C14 C31 1.532(14) . ? C14 C15 1.546(13) . ? C15 C16 1.391(14) . ? C15 C20 1.412(14) . ? C16 C17 1.404(13) . ? C17 C18 1.398(14) . ? C17 C21 1.539(14) . ? C18 C19 1.388(14) . ? C18 O18 1.401(11) . ? C19 C20 1.373(14) . ? C20 O20 1.381(12) . ? C21 C22 1.485(15) . ? C21 C33 1.553(16) . ? C22 C23 1.387(14) . ? C22 C27 1.409(15) . ? C23 C24 1.398(14) . ? C24 C25 1.394(14) . ? C24 C28 1.515(14) . ? C25 O25 1.389(13) . ? C25 C26 1.417(16) . ? C26 C27 1.374(15) . ? C27 O27 1.390(13) . ? C28 C35 1.524(14) . ? C29 C30 1.534(15) . ? C31 C32 1.543(15) . ? C33 C34A 1.45(2) . ? C33 C34B 1.49(3) . ? C35 C36 1.511(15) . ? C37 O6 1.434(11) . ? C38 O13 1.434(13) . ? C39 O20 1.417(12) . ? C40 O27 1.395(13) . ? C41 O4 1.399(12) . ? C41 C42 1.484(14) . ? C42 N47 1.359(12) . ? C42 C43 1.388(14) . ? C43 C44 1.367(14) . ? C44 C45 1.369(16) . ? C45 C46 1.417(16) . ? C46 N47 1.318(13) . ? C46 Br1 1.887(12) . ? C51A O11 1.413(18) . ? C51A C52 1.530(19) . ? C51B O11 1.33(4) . ? C51B C52 1.55(4) . ? C52 N57 1.340(14) . ? C52 C53 1.373(15) . ? C53 C57 1.358(17) . ? C55 C57 1.366(19) . ? C55 C56 1.377(17) . ? C56 N57 1.310(14) . ? C56 Br2 1.900(13) . ? C61 O18 1.424(13) . ? C61 C62 1.503(15) . ? C62 N67 1.339(15) . ? C62 C63 1.378(16) . ? C63 C64 1.437(15) . ? C64 C65 1.337(17) . ? C65 C66 1.371(19) . ? C66 N67 1.345(16) . ? C66 Br3 1.913(14) . ? C71 O25 1.439(12) . ? C71 C72 1.490(15) . ? C72 C73 1.379(15) . ? C72 N77 1.389(13) . ? C73 C74 1.378(15) . ? C74 C75 1.380(16) . ? C75 C76 1.365(15) . ? C76 N77 1.307(13) . ? C76 Br4 1.918(12) . ? Cl12 C10A 1.662(14) . ? Cl12 C10B 1.664(16) . ? C10A Cl1A 1.665(14) . ? C10B Cl1B 1.665(16) . ? Cl21 C200 1.759(16) . ? Cl22 C200 1.758(16) . ? C30A Cl31 1.69(2) . ? C30A Cl32 1.69(2) . ? C30B Cl32 1.68(2) . ? C30B Cl31 1.68(2) . ? 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 C2 C1 C6 116.8(10) . . ? C2 C1 C28 122.5(9) . . ? C6 C1 C28 120.7(9) . . ? C1 C2 C3 125.1(10) . . ? C4 C3 C2 114.9(9) . . ? C4 C3 C7 119.9(9) . . ? C2 C3 C7 125.0(9) . . ? O4 C4 C5 122.8(8) . . ? O4 C4 C3 115.0(9) . . ? C5 C4 C3 122.1(9) . . ? C6 C5 C4 119.9(9) . . ? O6 C6 C5 123.0(9) . . ? O6 C6 C1 115.8(9) . . ? C5 C6 C1 121.1(10) . . ? C3 C7 C29 114.0(9) . . ? C3 C7 C8 113.3(8) . . ? C29 C7 C8 109.8(9) . . ? C13 C8 C9 117.4(9) . . ? C13 C8 C7 119.9(9) . . ? C9 C8 C7 122.7(9) . . ? C8 C9 C10 123.6(10) . . ? C11 C10 C9 116.5(9) . . ? C11 C10 C14 120.7(9) . . ? C9 C10 C14 122.7(9) . . ? O11 C11 C12 120.2(9) . . ? O11 C11 C10 118.7(9) . . ? C12 C11 C10 121.0(9) . . ? C11 C12 C13 119.9(10) . . ? C8 C13 O13 116.1(9) . . ? C8 C13 C12 121.6(10) . . ? O13 C13 C12 122.2(10) . . ? C10 C14 C31 110.8(9) . . ? C10 C14 C15 111.4(8) . . ? C31 C14 C15 112.3(8) . . ? C16 C15 C20 117.0(9) . . ? C16 C15 C14 122.9(9) . . ? C20 C15 C14 120.0(9) . . ? C15 C16 C17 123.7(10) . . ? C18 C17 C16 115.7(9) . . ? C18 C17 C21 120.7(9) . . ? C16 C17 C21 123.5(10) . . ? C19 C18 C17 123.0(9) . . ? C19 C18 O18 123.0(9) . . ? C17 C18 O18 114.0(9) . . ? C20 C19 C18 118.9(10) . . ? C19 C20 O20 122.9(9) . . ? C19 C20 C15 121.6(10) . . ? O20 C20 C15 115.5(9) . . ? C22 C21 C17 113.6(9) . . ? C22 C21 C33 109.9(10) . . ? C17 C21 C33 111.0(9) . . ? C23 C22 C27 116.6(10) . . ? C23 C22 C21 123.7(10) . . ? C27 C22 C21 119.5(10) . . ? C22 C23 C24 123.5(10) . . ? C25 C24 C23 117.2(10) . . ? C25 C24 C28 121.4(10) . . ? C23 C24 C28 121.3(9) . . ? O25 C25 C24 115.2(10) . . ? O25 C25 C26 122.9(10) . . ? C24 C25 C26 121.9(10) . . ? C27 C26 C25 117.6(10) . . ? C26 C27 O27 120.9(10) . . ? C26 C27 C22 123.1(11) . . ? O27 C27 C22 116.0(11) . . ? C24 C28 C1 112.4(8) . . ? C24 C28 C35 111.3(8) . . ? C1 C28 C35 113.1(9) . . ? C7 C29 C30 112.2(9) . . ? C14 C31 C32 112.1(9) . . ? C34A C33 C34B 91.3(18) . . ? C34A C33 C21 117.2(14) . . ? C34B C33 C21 113.8(16) . . ? C36 C35 C28 114.4(10) . . ? O4 C41 C42 110.6(9) . . ? N47 C42 C43 122.1(9) . . ? N47 C42 C41 113.6(9) . . ? C43 C42 C41 124.2(9) . . ? C44 C43 C42 117.8(10) . . ? C43 C44 C45 121.7(11) . . ? C44 C45 C46 117.0(11) . . ? N47 C46 C45 122.5(11) . . ? N47 C46 Br1 117.0(9) . . ? C45 C46 Br1 120.5(9) . . ? O11 C51A C52 107.9(12) . . ? O11 C51B C52 111(3) . . ? N57 C52 C53 122.3(10) . . ? N57 C52 C51A 113.0(11) . . ? C53 C52 C51A 122.9(11) . . ? N57 C52 C51B 125.4(16) . . ? C53 C52 C51B 110.1(17) . . ? C57 C53 C52 118.5(12) . . ? C57 C55 C56 117.2(12) . . ? N57 C56 C55 124.0(12) . . ? N57 C56 Br2 117.1(9) . . ? C55 C56 Br2 118.8(10) . . ? C53 C57 C55 120.3(13) . . ? O18 C61 C62 109.6(10) . . ? N67 C62 C63 122.6(11) . . ? N67 C62 C61 114.3(11) . . ? C63 C62 C61 123.0(11) . . ? C62 C63 C64 118.5(12) . . ? C65 C64 C63 118.4(13) . . ? C64 C65 C66 118.9(13) . . ? N67 C66 C65 125.1(13) . . ? N67 C66 Br3 112.8(11) . . ? C65 C66 Br3 122.1(11) . . ? O25 C71 C72 111.1(9) . . ? C73 C72 N77 120.7(10) . . ? C73 C72 C71 125.1(10) . . ? N77 C72 C71 114.2(9) . . ? C74 C73 C72 119.2(11) . . ? C73 C74 C75 120.6(11) . . ? C76 C75 C74 115.8(11) . . ? N77 C76 C75 126.9(11) . . ? N77 C76 Br4 113.8(9) . . ? C75 C76 Br4 119.3(8) . . ? C46 N47 C42 118.9(10) . . ? C56 N57 C52 117.7(10) . . ? C62 N67 C66 116.5(11) . . ? C76 N77 C72 116.5(10) . . ? C4 O4 C41 117.9(8) . . ? C6 O6 C37 117.4(8) . . ? C51B O11 C11 116.6(17) . . ? C11 O11 C51A 115.9(10) . . ? C13 O13 C38 118.3(9) . . ? C18 O18 C61 116.6(8) . . ? C20 O20 C39 117.4(8) . . ? C25 O25 C71 120.9(9) . . ? C27 O27 C40 118.4(9) . . ? Cl12 C10A Cl1A 115.5(14) . . ? Cl12 C10B Cl1B 106(3) . . ? Cl22 C200 Cl21 107.4(14) . . ? Cl31 C30A Cl32 108(2) . . ? Cl32 C30B Cl31 108(2) . . ? 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 C6 C1 C2 C3 -0.3(15) . . . . ? C28 C1 C2 C3 177.3(10) . . . . ? C1 C2 C3 C4 1.0(15) . . . . ? C1 C2 C3 C7 -175.6(9) . . . . ? C2 C3 C4 O4 178.8(8) . . . . ? C7 C3 C4 O4 -4.4(13) . . . . ? C2 C3 C4 C5 -0.6(14) . . . . ? C7 C3 C4 C5 176.3(9) . . . . ? O4 C4 C5 C6 -179.9(9) . . . . ? C3 C4 C5 C6 -0.6(15) . . . . ? C4 C5 C6 O6 -177.8(9) . . . . ? C4 C5 C6 C1 1.4(15) . . . . ? C2 C1 C6 O6 178.3(8) . . . . ? C28 C1 C6 O6 0.6(13) . . . . ? C2 C1 C6 C5 -0.9(14) . . . . ? C28 C1 C6 C5 -178.6(9) . . . . ? C4 C3 C7 C29 -146.7(10) . . . . ? C2 C3 C7 C29 29.8(14) . . . . ? C4 C3 C7 C8 86.8(12) . . . . ? C2 C3 C7 C8 -96.7(12) . . . . ? C3 C7 C8 C13 -140.3(10) . . . . ? C29 C7 C8 C13 90.9(12) . . . . ? C3 C7 C8 C9 42.2(14) . . . . ? C29 C7 C8 C9 -86.6(12) . . . . ? C13 C8 C9 C10 -0.1(16) . . . . ? C7 C8 C9 C10 177.5(10) . . . . ? C8 C9 C10 C11 0.2(15) . . . . ? C8 C9 C10 C14 -175.3(10) . . . . ? C9 C10 C11 O11 178.5(9) . . . . ? C14 C10 C11 O11 -5.9(15) . . . . ? C9 C10 C11 C12 0.5(16) . . . . ? C14 C10 C11 C12 176.1(10) . . . . ? O11 C11 C12 C13 -179.2(10) . . . . ? C10 C11 C12 C13 -1.3(17) . . . . ? C9 C8 C13 O13 179.0(9) . . . . ? C7 C8 C13 O13 1.3(15) . . . . ? C9 C8 C13 C12 -0.7(16) . . . . ? C7 C8 C13 C12 -178.4(10) . . . . ? C11 C12 C13 C8 1.4(17) . . . . ? C11 C12 C13 O13 -178.3(10) . . . . ? C11 C10 C14 C31 -103.3(11) . . . . ? C9 C10 C14 C31 72.1(12) . . . . ? C11 C10 C14 C15 130.9(10) . . . . ? C9 C10 C14 C15 -53.8(13) . . . . ? C10 C14 C15 C16 107.2(11) . . . . ? C31 C14 C15 C16 -17.8(13) . . . . ? C10 C14 C15 C20 -76.9(12) . . . . ? C31 C14 C15 C20 158.1(9) . . . . ? C20 C15 C16 C17 0.7(15) . . . . ? C14 C15 C16 C17 176.7(9) . . . . ? C15 C16 C17 C18 0.5(16) . . . . ? C15 C16 C17 C21 -175.7(10) . . . . ? C16 C17 C18 C19 -0.6(16) . . . . ? C21 C17 C18 C19 175.8(10) . . . . ? C16 C17 C18 O18 -179.9(9) . . . . ? C21 C17 C18 O18 -3.6(14) . . . . ? C17 C18 C19 C20 -0.6(16) . . . . ? O18 C18 C19 C20 178.7(9) . . . . ? C18 C19 C20 O20 -178.9(9) . . . . ? C18 C19 C20 C15 1.8(16) . . . . ? C16 C15 C20 C19 -1.9(15) . . . . ? C14 C15 C20 C19 -178.0(9) . . . . ? C16 C15 C20 O20 178.8(8) . . . . ? C14 C15 C20 O20 2.6(13) . . . . ? C18 C17 C21 C22 87.9(12) . . . . ? C16 C17 C21 C22 -96.1(13) . . . . ? C18 C17 C21 C33 -147.7(11) . . . . ? C16 C17 C21 C33 28.4(15) . . . . ? C17 C21 C22 C23 42.9(14) . . . . ? C33 C21 C22 C23 -82.1(13) . . . . ? C17 C21 C22 C27 -142.2(10) . . . . ? C33 C21 C22 C27 92.8(12) . . . . ? C27 C22 C23 C24 -4.0(15) . . . . ? C21 C22 C23 C24 171.1(10) . . . . ? C22 C23 C24 C25 0.9(15) . . . . ? C22 C23 C24 C28 -174.8(9) . . . . ? C23 C24 C25 O25 -176.7(9) . . . . ? C28 C24 C25 O25 -1.0(14) . . . . ? C23 C24 C25 C26 2.4(15) . . . . ? C28 C24 C25 C26 178.1(9) . . . . ? O25 C25 C26 C27 176.7(10) . . . . ? C24 C25 C26 C27 -2.4(16) . . . . ? C25 C26 C27 O27 178.9(10) . . . . ? C25 C26 C27 C22 -1.0(17) . . . . ? C23 C22 C27 C26 4.0(16) . . . . ? C21 C22 C27 C26 -171.3(11) . . . . ? C23 C22 C27 O27 -175.9(9) . . . . ? C21 C22 C27 O27 8.8(15) . . . . ? C25 C24 C28 C1 135.2(10) . . . . ? C23 C24 C28 C1 -49.3(12) . . . . ? C25 C24 C28 C35 -96.7(12) . . . . ? C23 C24 C28 C35 78.8(12) . . . . ? C2 C1 C28 C24 109.6(11) . . . . ? C6 C1 C28 C24 -72.9(12) . . . . ? C2 C1 C28 C35 -17.6(14) . . . . ? C6 C1 C28 C35 160.0(9) . . . . ? C3 C7 C29 C30 65.2(13) . . . . ? C8 C7 C29 C30 -166.4(10) . . . . ? C10 C14 C31 C32 62.6(12) . . . . ? C15 C14 C31 C32 -172.1(9) . . . . ? C22 C21 C33 C34A -63(2) . . . . ? C17 C21 C33 C34A 170.9(17) . . . . ? C22 C21 C33 C34B -167.3(16) . . . . ? C17 C21 C33 C34B 66.2(18) . . . . ? C24 C28 C35 C36 58.9(13) . . . . ? C1 C28 C35 C36 -173.4(10) . . . . ? O4 C41 C42 N47 176.0(8) . . . . ? O4 C41 C42 C43 -1.6(14) . . . . ? N47 C42 C43 C44 1.8(16) . . . . ? C41 C42 C43 C44 179.3(10) . . . . ? C42 C43 C44 C45 -2.2(17) . . . . ? C43 C44 C45 C46 1.1(17) . . . . ? C44 C45 C46 N47 0.5(17) . . . . ? C44 C45 C46 Br1 -177.9(8) . . . . ? O11 C51A C52 N57 61.4(18) . . . . ? O11 C51A C52 C53 -133.5(13) . . . . ? O11 C51A C52 C51B -59(3) . . . . ? O11 C51B C52 N57 -7(4) . . . . ? O11 C51B C52 C53 -170(2) . . . . ? O11 C51B C52 C51A 69(3) . . . . ? N57 C52 C53 C57 0.9(19) . . . . ? C51A C52 C53 C57 -162.8(15) . . . . ? C51B C52 C53 C57 165(2) . . . . ? C57 C55 C56 N57 2(2) . . . . ? C57 C55 C56 Br2 -174.9(10) . . . . ? C52 C53 C57 C55 1(2) . . . . ? C56 C55 C57 C53 -2(2) . . . . ? O18 C61 C62 N67 -170.4(9) . . . . ? O18 C61 C62 C63 10.2(15) . . . . ? N67 C62 C63 C64 -0.1(17) . . . . ? C61 C62 C63 C64 179.2(10) . . . . ? C62 C63 C64 C65 0.5(17) . . . . ? C63 C64 C65 C66 -0.4(18) . . . . ? C64 C65 C66 N67 0(2) . . . . ? C64 C65 C66 Br3 -179.7(9) . . . . ? O25 C71 C72 C73 -1.7(16) . . . . ? O25 C71 C72 N77 177.0(9) . . . . ? N77 C72 C73 C74 1.9(16) . . . . ? C71 C72 C73 C74 -179.5(11) . . . . ? C72 C73 C74 C75 -0.3(16) . . . . ? C73 C74 C75 C76 -3.8(16) . . . . ? C74 C75 C76 N77 7.2(17) . . . . ? C74 C75 C76 Br4 -176.5(8) . . . . ? C45 C46 N47 C42 -0.9(16) . . . . ? Br1 C46 N47 C42 177.6(7) . . . . ? C43 C42 N47 C46 -0.3(15) . . . . ? C41 C42 N47 C46 -178.0(9) . . . . ? C55 C56 N57 C52 0.0(19) . . . . ? Br2 C56 N57 C52 176.8(9) . . . . ? C53 C52 N57 C56 -1.4(18) . . . . ? C51A C52 N57 C56 163.8(13) . . . . ? C51B C52 N57 C56 -163(2) . . . . ? C63 C62 N67 C66 -0.4(16) . . . . ? C61 C62 N67 C66 -179.8(10) . . . . ? C65 C66 N67 C62 0.5(18) . . . . ? Br3 C66 N67 C62 -179.8(8) . . . . ? C75 C76 N77 C72 -5.7(16) . . . . ? Br4 C76 N77 C72 177.9(7) . . . . ? C73 C72 N77 C76 0.8(15) . . . . ? C71 C72 N77 C76 -177.9(10) . . . . ? C5 C4 O4 C41 -4.4(13) . . . . ? C3 C4 O4 C41 176.2(9) . . . . ? C42 C41 O4 C4 174.1(8) . . . . ? C5 C6 O6 C37 -5.3(13) . . . . ? C1 C6 O6 C37 175.5(8) . . . . ? C52 C51B O11 C11 -164.3(18) . . . . ? C52 C51B O11 C51A -66(3) . . . . ? C12 C11 O11 C51B 64(3) . . . . ? C10 C11 O11 C51B -114(2) . . . . ? C12 C11 O11 C51A 25.2(17) . . . . ? C10 C11 O11 C51A -152.8(13) . . . . ? C52 C51A O11 C51B 65(3) . . . . ? C52 C51A O11 C11 164.9(11) . . . . ? C8 C13 O13 C38 176.2(10) . . . . ? C12 C13 O13 C38 -4.1(16) . . . . ? C19 C18 O18 C61 6.6(14) . . . . ? C17 C18 O18 C61 -174.0(9) . . . . ? C62 C61 O18 C18 174.1(8) . . . . ? C19 C20 O20 C39 3.5(14) . . . . ? C15 C20 O20 C39 -177.2(9) . . . . ? C24 C25 O25 C71 172.1(9) . . . . ? C26 C25 O25 C71 -7.0(15) . . . . ? C72 C71 O25 C25 95.0(12) . . . . ? C26 C27 O27 C40 37.5(16) . . . . ? C22 C27 O27 C40 -142.6(11) . . . . ? C10B Cl12 C10A Cl1A -17(4) . . . . ? C10A Cl12 C10B Cl1B 54(4) . . . . ? Cl32 C30B Cl31 C30A 65.7(18) . . . . ? Cl32 C30A Cl31 C30B -64.2(18) . . . . ? Cl31 C30B Cl32 C30A -65.4(18) . . . . ? Cl31 C30A Cl32 C30B 64.4(18) . . . . ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 66.13 _diffrn_measured_fraction_theta_full 0.899 _refine_diff_density_max 0.741 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.109 _vrf_PLAT029_II ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.899 RESPONSE: Due to the diffractometer limitations, better completeness could not be obtained and, in addition, the crystal that was measured was also weakly diffracting (small in size). ; data_III _database_code_depnum_ccdc_archive 'CCDC 886447' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H67 Br4 Cl9 N4 O8' _chemical_formula_weight 1694.94 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' Br Br -0.6763 1.2805 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.3290(3) _cell_length_b 16.2799(4) _cell_length_c 17.1585(5) _cell_angle_alpha 73.0130(10) _cell_angle_beta 68.3700(10) _cell_angle_gamma 87.7730(10) _cell_volume 3547.78(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1708 _exptl_absorpt_coefficient_mu 6.345 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2149 _exptl_absorpt_correction_T_max 0.4495 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Minor & Majewski, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17643 _diffrn_reflns_av_R_equivalents 0.0626 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 67.14 _reflns_number_total 12280 _reflns_number_gt 10985 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0659P)^2^+8.3567P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12280 _refine_ls_number_parameters 837 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0533 _refine_ls_wR_factor_ref 0.1428 _refine_ls_wR_factor_gt 0.1383 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.1596(2) 1.0822(2) 0.7710(2) 0.0229(7) Uani 1 1 d . . . C2 C 1.2043(3) 1.0446(2) 0.7042(2) 0.0246(7) Uani 1 1 d . . . H2 H 1.2017 1.0728 0.6482 0.029 Uiso 1 1 calc R . . C3 C 1.2523(3) 0.9686(2) 0.7138(2) 0.0246(7) Uani 1 1 d . . . C4 C 1.2535(3) 0.9276(2) 0.7973(2) 0.0251(7) Uani 1 1 d . . . C5 C 1.2099(3) 0.9628(2) 0.8661(2) 0.0271(7) Uani 1 1 d . . . H5 H 1.2120 0.9343 0.9223 0.032 Uiso 1 1 calc R . . C6 C 1.1632(3) 1.0393(2) 0.8531(2) 0.0243(7) Uani 1 1 d . . . C7 C 1.3058(3) 0.9323(2) 0.6375(2) 0.0265(7) Uani 1 1 d . . . H7 H 1.3713 0.9131 0.6420 0.032 Uiso 1 1 calc R . . C8 C 1.2483(3) 0.8539(2) 0.6407(2) 0.0253(7) Uani 1 1 d . . . C9 C 1.1480(3) 0.8561(2) 0.6497(2) 0.0249(7) Uani 1 1 d . . . H9 H 1.1145 0.9058 0.6594 0.030 Uiso 1 1 calc R . . C10 C 1.0933(3) 0.7895(2) 0.6454(2) 0.0249(7) Uani 1 1 d . . . C11 C 1.1443(3) 0.7167(2) 0.6327(2) 0.0289(7) Uani 1 1 d . . . C12 C 1.2443(3) 0.7118(2) 0.6237(3) 0.0315(8) Uani 1 1 d . . . H12 H 1.2775 0.6617 0.6152 0.038 Uiso 1 1 calc R . . C13 C 1.2959(3) 0.7799(2) 0.6270(2) 0.0289(7) Uani 1 1 d . . . C14 C 0.9864(3) 0.7991(2) 0.6478(2) 0.0244(7) Uani 1 1 d . . . H14 H 0.9575 0.7406 0.6571 0.029 Uiso 1 1 calc R . . C15 C 0.9198(2) 0.8299(2) 0.7245(2) 0.0223(7) Uani 1 1 d . . . C16 C 0.8928(2) 0.9144(2) 0.7148(2) 0.0233(7) Uani 1 1 d . . . H16 H 0.9211 0.9551 0.6581 0.028 Uiso 1 1 calc R . . C17 C 0.8271(2) 0.9429(2) 0.7828(2) 0.0216(7) Uani 1 1 d . . . C18 C 0.7895(2) 0.8828(2) 0.8656(2) 0.0237(7) Uani 1 1 d . . . C19 C 0.8164(3) 0.7979(2) 0.8801(2) 0.0252(7) Uani 1 1 d . . . H19 H 0.7917 0.7584 0.9376 0.030 Uiso 1 1 calc R . . C20 C 0.8802(2) 0.7715(2) 0.8092(2) 0.0239(7) Uani 1 1 d . . . C21 C 0.7918(3) 1.0339(2) 0.7689(2) 0.0238(7) Uani 1 1 d . . . H21 H 0.7180 1.0288 0.8043 0.029 Uiso 1 1 calc R . . C22 C 0.8427(3) 1.0918(2) 0.7998(2) 0.0231(7) Uani 1 1 d . . . C23 C 0.9464(3) 1.0963(2) 0.7776(2) 0.0228(7) Uani 1 1 d . . . H23 H 0.9839 1.0553 0.7516 0.027 Uiso 1 1 calc R . . C24 C 0.9979(3) 1.1579(2) 0.7916(2) 0.0225(7) Uani 1 1 d . . . C25 C 0.9413(3) 1.2175(2) 0.8296(2) 0.0248(7) Uani 1 1 d . . . C26 C 0.8369(3) 1.2119(2) 0.8584(2) 0.0259(7) Uani 1 1 d . . . H26 H 0.7990 1.2500 0.8887 0.031 Uiso 1 1 calc R . . C27 C 0.7886(3) 1.1498(2) 0.8423(2) 0.0254(7) Uani 1 1 d . . . C28 C 1.1127(3) 1.1678(2) 0.7572(2) 0.0243(7) Uani 1 1 d . . . H28 H 1.1312 1.1996 0.7919 0.029 Uiso 1 1 calc R . . C29 C 1.3308(3) 1.0003(2) 0.5478(2) 0.0326(8) Uani 1 1 d . . . H29A H 1.2672 1.0191 0.5404 0.039 Uiso 1 1 calc R . . H29B H 1.3678 1.0512 0.5464 0.039 Uiso 1 1 calc R . . C30 C 1.3942(4) 0.9674(3) 0.4711(3) 0.0470(11) Uani 1 1 d . . . H30A H 1.4546 0.9442 0.4806 0.070 Uiso 1 1 calc R . . H30B H 1.4141 1.0150 0.4163 0.070 Uiso 1 1 calc R . . H30C H 1.3546 0.9220 0.4674 0.070 Uiso 1 1 calc R . . C31 C 0.9908(3) 0.8558(2) 0.5569(2) 0.0301(8) Uani 1 1 d . . . H31A H 1.0207 0.9139 0.5457 0.036 Uiso 1 1 calc R . . H31B H 1.0365 0.8311 0.5117 0.036 Uiso 1 1 calc R . . C32 C 0.8897(3) 0.8654(3) 0.5452(3) 0.0415(9) Uani 1 1 d . . . H32A H 0.8541 0.8084 0.5650 0.062 Uiso 1 1 calc R . . H32B H 0.9013 0.8928 0.4831 0.062 Uiso 1 1 calc R . . H32C H 0.8488 0.9012 0.5802 0.062 Uiso 1 1 calc R . . C33 C 0.8067(3) 1.0785(2) 0.6716(2) 0.0294(8) Uani 1 1 d . . . H33A H 0.8795 1.0848 0.6354 0.035 Uiso 1 1 calc R . . H33B H 0.7734 1.0407 0.6520 0.035 Uiso 1 1 calc R . . C34 C 0.7654(3) 1.1665(3) 0.6549(3) 0.0400(9) Uani 1 1 d . . . H34A H 0.6937 1.1615 0.6919 0.060 Uiso 1 1 calc R . . H34B H 0.7739 1.1889 0.5929 0.060 Uiso 1 1 calc R . . H34C H 0.8019 1.2060 0.6692 0.060 Uiso 1 1 calc R . . C35 C 1.1498(3) 1.2260(2) 0.6620(2) 0.0306(8) Uani 1 1 d . . . H35A H 1.1339 1.1953 0.6259 0.037 Uiso 1 1 calc R . . H35B H 1.1118 1.2782 0.6598 0.037 Uiso 1 1 calc R . . C36 C 1.2615(3) 1.2540(3) 0.6209(3) 0.0480(11) Uani 1 1 d . . . H36A H 1.2786 1.2840 0.6563 0.072 Uiso 1 1 calc R . . H36B H 1.2778 1.2928 0.5612 0.072 Uiso 1 1 calc R . . H36C H 1.3002 1.2032 0.6187 0.072 Uiso 1 1 calc R . . C37 C 1.1092(3) 1.0274(2) 1.0058(2) 0.0325(8) Uani 1 1 d . . . H37A H 1.0704 0.9726 1.0222 0.049 Uiso 1 1 calc R . . H37B H 1.0740 1.0596 1.0469 0.049 Uiso 1 1 calc R . . H37C H 1.1760 1.0161 1.0079 0.049 Uiso 1 1 calc R . . C38 C 1.4493(3) 0.7088(3) 0.5948(3) 0.0450(10) Uani 1 1 d . . . H38A H 1.4203 0.6559 0.6432 0.068 Uiso 1 1 calc R . . H38B H 1.5204 0.7187 0.5849 0.068 Uiso 1 1 calc R . . H38C H 1.4440 0.7031 0.5413 0.068 Uiso 1 1 calc R . . C39 C 0.8620(3) 0.6251(2) 0.9009(3) 0.0379(9) Uani 1 1 d . . . H39A H 0.8792 0.6419 0.9446 0.057 Uiso 1 1 calc R . . H39B H 0.8876 0.5691 0.8971 0.057 Uiso 1 1 calc R . . H39C H 0.7886 0.6210 0.9182 0.057 Uiso 1 1 calc R . . C40 C 0.6311(3) 1.2143(3) 0.8807(3) 0.0421(10) Uani 1 1 d . . . H40A H 0.6298 1.2225 0.9354 0.063 Uiso 1 1 calc R . . H40B H 0.5620 1.2044 0.8852 0.063 Uiso 1 1 calc R . . H40C H 0.6639 1.2658 0.8316 0.063 Uiso 1 1 calc R . . C41 C 1.3017(3) 0.8115(2) 0.8923(2) 0.0296(8) Uani 1 1 d . . . H41A H 1.2335 0.8095 0.9372 0.036 Uiso 1 1 calc R . . H41B H 1.3484 0.8459 0.9032 0.036 Uiso 1 1 calc R . . C42 C 1.3343(3) 0.7221(2) 0.9004(2) 0.0271(7) Uani 1 1 d . . . C43 C 1.3699(3) 0.6862(2) 0.8318(3) 0.0347(8) Uani 1 1 d . . . H43 H 1.3744 0.7178 0.7743 0.042 Uiso 1 1 calc R . . C44 C 1.3986(3) 0.6024(3) 0.8501(3) 0.0426(10) Uani 1 1 d . . . H44 H 1.4230 0.5758 0.8047 0.051 Uiso 1 1 calc R . . C45 C 1.3917(3) 0.5580(2) 0.9336(3) 0.0430(10) Uani 1 1 d . . . H45 H 1.4113 0.5008 0.9476 0.052 Uiso 1 1 calc R . . C46 C 1.3548(3) 0.6004(2) 0.9960(3) 0.0366(9) Uani 1 1 d . . . C51 C 1.1366(3) 0.5751(2) 0.6195(3) 0.0410(9) Uani 1 1 d . . . H51A H 1.1620 0.5506 0.6673 0.049 Uiso 1 1 calc R . . H51B H 1.1945 0.5882 0.5627 0.049 Uiso 1 1 calc R . . C52 C 1.0613(3) 0.5118(2) 0.6226(3) 0.0385(9) Uani 1 1 d . . . C53 C 0.9632(4) 0.4992(3) 0.6823(3) 0.0482(11) Uani 1 1 d . . . H53 H 0.9401 0.5319 0.7225 0.058 Uiso 1 1 calc R . . C54 C 0.8987(4) 0.4372(3) 0.6822(4) 0.0625(15) Uani 1 1 d . . . H54 H 0.8307 0.4269 0.7225 0.075 Uiso 1 1 calc R . . C55 C 0.9348(5) 0.3913(3) 0.6230(4) 0.0632(15) Uani 1 1 d . . . H55 H 0.8930 0.3487 0.6211 0.076 Uiso 1 1 calc R . . C56 C 1.0333(4) 0.4093(2) 0.5668(3) 0.0469(11) Uani 1 1 d . . . C61 C 0.6885(3) 0.8533(2) 1.0177(2) 0.0317(8) Uani 1 1 d . . . H61A H 0.7473 0.8341 1.0336 0.038 Uiso 1 1 calc R . . H61B H 0.6512 0.8019 1.0205 0.038 Uiso 1 1 calc R . . C62 C 0.6214(3) 0.8972(2) 1.0814(2) 0.0285(7) Uani 1 1 d . . . C63 C 0.5865(3) 0.9773(2) 1.0564(3) 0.0349(8) Uani 1 1 d . . . H63 H 0.6057 1.0095 0.9962 0.042 Uiso 1 1 calc R . . C64 C 0.5222(3) 1.0090(3) 1.1227(3) 0.0408(10) Uani 1 1 d . . . H64 H 0.4959 1.0634 1.1079 0.049 Uiso 1 1 calc R . . C65 C 0.4968(3) 0.9620(3) 1.2091(3) 0.0380(9) Uani 1 1 d . . . H65 H 0.4535 0.9826 1.2553 0.046 Uiso 1 1 calc R . . C66 C 0.5368(3) 0.8838(3) 1.2258(3) 0.0343(8) Uani 1 1 d . . . C71 C 0.9517(3) 1.3471(2) 0.8717(2) 0.0287(7) Uani 1 1 d . . . H71A H 0.8852 1.3555 0.8665 0.034 Uiso 1 1 calc R . . H71B H 0.9937 1.4022 0.8390 0.034 Uiso 1 1 calc R . . C72 C 0.9379(3) 1.3247(2) 0.9665(2) 0.0266(7) Uani 1 1 d . . . C73 C 0.9584(3) 1.2459(2) 1.0139(3) 0.0319(8) Uani 1 1 d . . . H73 H 0.9850 1.2028 0.9863 0.038 Uiso 1 1 calc R . . C74 C 0.9390(3) 1.2317(3) 1.1025(3) 0.0388(9) Uani 1 1 d . . . H74 H 0.9509 1.1779 1.1368 0.047 Uiso 1 1 calc R . . C75 C 0.9027(3) 1.2959(3) 1.1399(3) 0.0376(9) Uani 1 1 d . . . H75 H 0.8871 1.2878 1.2006 0.045 Uiso 1 1 calc R . . C76 C 0.8899(3) 1.3727(2) 1.0853(3) 0.0307(8) Uani 1 1 d . . . N47 N 1.3265(2) 0.67935(18) 0.9822(2) 0.0306(7) Uani 1 1 d . . . N57 N 1.0963(3) 0.4672(2) 0.5649(2) 0.0420(8) Uani 1 1 d . . . N67 N 0.5970(2) 0.85023(19) 1.1656(2) 0.0305(7) Uani 1 1 d . . . N77 N 0.9041(2) 1.38873(18) 1.0018(2) 0.0281(6) Uani 1 1 d . . . O4 O 1.30021(19) 0.85180(15) 0.80713(16) 0.0294(5) Uani 1 1 d . . . O6 O 1.11968(19) 1.07696(15) 0.91849(16) 0.0282(5) Uani 1 1 d . . . O11 O 1.0888(2) 0.65122(16) 0.6296(2) 0.0391(6) Uani 1 1 d . . . O13 O 1.39621(19) 0.77962(17) 0.61650(19) 0.0356(6) Uani 1 1 d . . . O18 O 0.72175(18) 0.91122(14) 0.93143(15) 0.0278(5) Uani 1 1 d . . . O20 O 0.90658(19) 0.68855(14) 0.81696(16) 0.0291(5) Uani 1 1 d . . . O25 O 0.99813(19) 1.28230(15) 0.83270(17) 0.0307(5) Uani 1 1 d . . . O27 O 0.68548(18) 1.14196(15) 0.86611(18) 0.0324(6) Uani 1 1 d . . . Br1 Br 1.34527(5) 0.54312(3) 1.11388(3) 0.05657(15) Uani 1 1 d . . . Br2 Br 1.08629(6) 0.34793(3) 0.48290(4) 0.0764(2) Uani 1 1 d . . . Br3 Br 0.50404(4) 0.81440(3) 1.34428(3) 0.05299(15) Uani 1 1 d . . . Br4 Br 0.84803(4) 1.46741(3) 1.13208(3) 0.04593(13) Uani 1 1 d . . . C100 C 0.6546(4) 0.6497(3) 0.2071(3) 0.0442(10) Uani 1 1 d . . . H100 H 0.6258 0.7002 0.2272 0.053 Uiso 1 1 calc R . . Cl11 Cl 0.59318(12) 0.62998(7) 0.14183(10) 0.0658(4) Uani 1 1 d . . . Cl12 Cl 0.78423(9) 0.67447(7) 0.14709(10) 0.0597(3) Uani 1 1 d . . . Cl13 Cl 0.63267(12) 0.56052(9) 0.29979(9) 0.0704(4) Uani 1 1 d . . . C200 C 0.3462(3) 0.2231(3) 0.2182(3) 0.0445(10) Uani 1 1 d . . . H200 H 0.2866 0.1869 0.2263 0.053 Uiso 1 1 calc R . . Cl21 Cl 0.41217(12) 0.16088(9) 0.27924(12) 0.0802(4) Uani 1 1 d . . . Cl22 Cl 0.42465(10) 0.25511(11) 0.10595(10) 0.0742(4) Uani 1 1 d . . . Cl23 Cl 0.30412(12) 0.31201(8) 0.25320(12) 0.0747(4) Uani 1 1 d . . . C300 C 0.3236(4) 0.5120(3) 0.4121(3) 0.0540(12) Uani 1 1 d . . . H300 H 0.2504 0.4943 0.4466 0.065 Uiso 1 1 calc R . . Cl31 Cl 0.33743(14) 0.62428(9) 0.36393(12) 0.0842(5) Uani 1 1 d . . . Cl32 Cl 0.38782(12) 0.48300(11) 0.48434(10) 0.0759(4) Uani 1 1 d . . . Cl33 Cl 0.36590(13) 0.45974(11) 0.33287(11) 0.0809(4) Uani 1 1 d . . . 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 C1 0.0210(16) 0.0194(15) 0.0286(18) -0.0053(13) -0.0110(14) -0.0009(12) C2 0.0266(17) 0.0206(16) 0.0268(18) -0.0042(13) -0.0125(14) 0.0005(13) C3 0.0237(16) 0.0227(16) 0.0284(18) -0.0087(14) -0.0098(14) -0.0013(13) C4 0.0250(17) 0.0190(15) 0.0329(19) -0.0062(14) -0.0140(15) 0.0037(13) C5 0.0317(18) 0.0227(16) 0.0292(18) -0.0056(14) -0.0158(15) 0.0030(14) C6 0.0258(17) 0.0209(16) 0.0291(18) -0.0083(14) -0.0127(14) 0.0010(13) C7 0.0252(17) 0.0237(16) 0.0305(19) -0.0092(14) -0.0098(15) 0.0043(13) C8 0.0263(17) 0.0246(17) 0.0232(17) -0.0067(14) -0.0076(14) 0.0025(13) C9 0.0291(18) 0.0215(16) 0.0245(17) -0.0079(13) -0.0097(14) 0.0043(13) C10 0.0279(17) 0.0231(16) 0.0231(17) -0.0069(13) -0.0089(14) 0.0030(13) C11 0.0347(19) 0.0260(17) 0.0282(18) -0.0109(15) -0.0118(16) 0.0015(14) C12 0.036(2) 0.0270(18) 0.036(2) -0.0173(16) -0.0130(17) 0.0106(15) C13 0.0290(18) 0.0297(18) 0.0275(18) -0.0096(15) -0.0094(15) 0.0042(14) C14 0.0282(17) 0.0204(16) 0.0255(17) -0.0087(13) -0.0094(14) 0.0011(13) C15 0.0234(16) 0.0189(15) 0.0261(17) -0.0076(13) -0.0101(14) -0.0004(12) C16 0.0246(16) 0.0206(15) 0.0246(17) -0.0052(13) -0.0100(14) -0.0016(12) C17 0.0219(16) 0.0178(15) 0.0272(17) -0.0072(13) -0.0110(14) -0.0005(12) C18 0.0245(16) 0.0217(16) 0.0258(17) -0.0086(14) -0.0090(14) -0.0011(13) C19 0.0294(18) 0.0206(16) 0.0233(17) -0.0041(13) -0.0089(14) -0.0015(13) C20 0.0237(16) 0.0184(15) 0.0294(18) -0.0063(14) -0.0104(14) 0.0000(12) C21 0.0243(16) 0.0189(15) 0.0280(18) -0.0068(13) -0.0097(14) 0.0021(12) C22 0.0262(17) 0.0168(15) 0.0245(17) -0.0032(13) -0.0095(14) -0.0003(12) C23 0.0283(17) 0.0163(15) 0.0243(17) -0.0065(13) -0.0103(14) 0.0035(12) C24 0.0265(17) 0.0180(15) 0.0230(17) -0.0028(13) -0.0115(14) 0.0004(12) C25 0.0302(18) 0.0195(16) 0.0260(17) -0.0062(13) -0.0122(15) -0.0012(13) C26 0.0307(18) 0.0206(16) 0.0254(17) -0.0084(14) -0.0082(15) 0.0034(13) C27 0.0240(17) 0.0222(16) 0.0263(18) -0.0039(14) -0.0077(14) 0.0011(13) C28 0.0266(17) 0.0188(15) 0.0310(18) -0.0079(14) -0.0143(15) 0.0026(13) C29 0.0333(19) 0.0277(18) 0.032(2) -0.0078(15) -0.0077(16) 0.0008(15) C30 0.054(3) 0.042(2) 0.032(2) -0.0089(18) -0.003(2) 0.0019(19) C31 0.037(2) 0.0291(18) 0.0269(19) -0.0126(15) -0.0120(16) 0.0050(15) C32 0.049(2) 0.046(2) 0.042(2) -0.0211(19) -0.027(2) 0.0122(19) C33 0.0350(19) 0.0249(17) 0.0280(19) -0.0055(14) -0.0136(16) 0.0036(14) C34 0.048(2) 0.032(2) 0.041(2) -0.0061(17) -0.0214(19) 0.0106(17) C35 0.0313(19) 0.0221(17) 0.032(2) -0.0028(15) -0.0090(16) 0.0021(14) C36 0.040(2) 0.034(2) 0.054(3) -0.0021(19) -0.007(2) -0.0091(18) C37 0.041(2) 0.0316(19) 0.0291(19) -0.0098(15) -0.0183(17) 0.0058(16) C38 0.035(2) 0.045(2) 0.062(3) -0.028(2) -0.018(2) 0.0184(18) C39 0.048(2) 0.0191(17) 0.038(2) -0.0032(15) -0.0109(19) 0.0044(16) C40 0.030(2) 0.038(2) 0.069(3) -0.030(2) -0.021(2) 0.0124(16) C41 0.0340(19) 0.0249(17) 0.033(2) -0.0068(15) -0.0178(16) 0.0064(14) C42 0.0224(16) 0.0233(17) 0.037(2) -0.0062(15) -0.0141(15) 0.0017(13) C43 0.038(2) 0.0292(19) 0.042(2) -0.0126(17) -0.0198(18) 0.0058(15) C44 0.052(3) 0.032(2) 0.050(3) -0.0208(19) -0.021(2) 0.0123(18) C45 0.054(3) 0.0228(18) 0.056(3) -0.0111(18) -0.026(2) 0.0120(17) C46 0.039(2) 0.0266(18) 0.046(2) -0.0081(17) -0.0205(19) 0.0062(16) C51 0.047(2) 0.031(2) 0.055(3) -0.0209(19) -0.024(2) 0.0095(17) C52 0.052(2) 0.0226(18) 0.046(2) -0.0071(17) -0.026(2) 0.0063(16) C53 0.053(3) 0.039(2) 0.047(3) -0.0023(19) -0.021(2) 0.0032(19) C54 0.055(3) 0.048(3) 0.068(3) 0.018(3) -0.030(3) -0.014(2) C55 0.087(4) 0.034(2) 0.081(4) 0.003(2) -0.058(3) -0.014(2) C56 0.078(3) 0.0233(19) 0.057(3) -0.0080(18) -0.048(3) 0.005(2) C61 0.037(2) 0.0231(17) 0.0266(19) -0.0056(14) -0.0043(16) -0.0006(14) C62 0.0270(18) 0.0275(17) 0.0277(19) -0.0070(15) -0.0071(15) -0.0035(14) C63 0.0321(19) 0.0280(18) 0.037(2) -0.0070(16) -0.0070(17) 0.0010(15) C64 0.035(2) 0.031(2) 0.054(3) -0.0177(19) -0.0098(19) 0.0060(16) C65 0.036(2) 0.039(2) 0.038(2) -0.0182(18) -0.0072(18) 0.0070(16) C66 0.0309(19) 0.042(2) 0.033(2) -0.0177(17) -0.0102(16) 0.0029(16) C71 0.0364(19) 0.0198(16) 0.034(2) -0.0122(15) -0.0151(16) 0.0028(14) C72 0.0273(17) 0.0214(16) 0.0316(19) -0.0068(14) -0.0119(15) -0.0029(13) C73 0.035(2) 0.0230(17) 0.042(2) -0.0092(16) -0.0191(17) 0.0013(14) C74 0.042(2) 0.031(2) 0.044(2) -0.0015(17) -0.0246(19) -0.0018(16) C75 0.040(2) 0.041(2) 0.033(2) -0.0074(17) -0.0173(18) -0.0032(17) C76 0.0290(18) 0.0298(18) 0.038(2) -0.0185(16) -0.0115(16) 0.0008(14) N47 0.0292(16) 0.0240(15) 0.0392(18) -0.0053(13) -0.0164(14) 0.0019(12) N57 0.062(2) 0.0241(16) 0.053(2) -0.0124(15) -0.0366(19) 0.0083(15) N67 0.0307(16) 0.0317(16) 0.0279(16) -0.0096(13) -0.0086(13) -0.0010(12) N77 0.0307(16) 0.0247(14) 0.0305(16) -0.0101(12) -0.0116(13) -0.0004(12) O4 0.0371(14) 0.0245(12) 0.0289(13) -0.0078(10) -0.0156(11) 0.0099(10) O6 0.0388(14) 0.0240(12) 0.0257(12) -0.0096(10) -0.0150(11) 0.0073(10) O11 0.0400(15) 0.0283(13) 0.0614(19) -0.0256(13) -0.0239(14) 0.0088(11) O13 0.0266(13) 0.0350(14) 0.0497(17) -0.0200(13) -0.0143(12) 0.0099(11) O18 0.0325(13) 0.0227(11) 0.0232(12) -0.0069(10) -0.0048(10) 0.0017(10) O20 0.0357(14) 0.0185(11) 0.0297(13) -0.0055(10) -0.0098(11) 0.0033(10) O25 0.0311(13) 0.0244(12) 0.0414(15) -0.0175(11) -0.0129(11) 0.0014(10) O27 0.0225(12) 0.0267(12) 0.0476(16) -0.0165(11) -0.0086(11) 0.0020(10) Br1 0.0817(4) 0.0369(2) 0.0477(3) -0.0007(2) -0.0308(3) 0.0172(2) Br2 0.1501(6) 0.0374(3) 0.0858(4) -0.0277(3) -0.0876(5) 0.0207(3) Br3 0.0579(3) 0.0686(3) 0.0287(2) -0.0157(2) -0.0127(2) 0.0205(2) Br4 0.0524(3) 0.0468(3) 0.0450(3) -0.0280(2) -0.0145(2) 0.0044(2) C100 0.054(3) 0.033(2) 0.049(3) -0.0149(19) -0.021(2) 0.0059(18) Cl11 0.0960(10) 0.0400(6) 0.0756(9) -0.0074(6) -0.0540(8) -0.0112(6) Cl12 0.0496(6) 0.0414(6) 0.0803(9) -0.0136(6) -0.0194(6) 0.0047(5) Cl13 0.0903(10) 0.0638(8) 0.0451(7) -0.0016(6) -0.0226(7) -0.0001(7) C200 0.040(2) 0.040(2) 0.055(3) -0.012(2) -0.020(2) -0.0015(18) Cl21 0.0793(10) 0.0614(8) 0.1000(12) -0.0002(8) -0.0524(9) 0.0113(7) Cl22 0.0429(6) 0.1145(12) 0.0599(8) -0.0216(8) -0.0141(6) -0.0211(7) Cl23 0.0786(9) 0.0419(6) 0.1010(11) -0.0291(7) -0.0247(8) 0.0048(6) C300 0.050(3) 0.057(3) 0.048(3) -0.003(2) -0.020(2) 0.001(2) Cl31 0.0919(11) 0.0462(7) 0.0944(12) -0.0045(7) -0.0256(9) 0.0098(7) Cl32 0.0784(9) 0.0939(10) 0.0546(8) -0.0067(7) -0.0349(7) -0.0035(8) Cl33 0.0889(11) 0.0943(11) 0.0824(10) -0.0542(9) -0.0376(9) 0.0226(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 C2 1.393(5) . ? C1 C6 1.397(5) . ? C1 C28 1.517(4) . ? C2 C3 1.388(5) . ? C3 C4 1.399(5) . ? C3 C7 1.527(5) . ? C4 O4 1.378(4) . ? C4 C5 1.391(5) . ? C5 C6 1.390(5) . ? C6 O6 1.371(4) . ? C7 C8 1.523(5) . ? C7 C29 1.533(5) . ? C8 C9 1.388(5) . ? C8 C13 1.399(5) . ? C9 C10 1.397(5) . ? C10 C11 1.396(5) . ? C10 C14 1.521(5) . ? C11 O11 1.379(4) . ? C11 C12 1.385(5) . ? C12 C13 1.382(5) . ? C13 O13 1.381(4) . ? C14 C15 1.522(5) . ? C14 C31 1.542(5) . ? C15 C16 1.394(5) . ? C15 C20 1.401(5) . ? C16 C17 1.392(5) . ? C17 C18 1.390(5) . ? C17 C21 1.526(4) . ? C18 O18 1.376(4) . ? C18 C19 1.396(5) . ? C19 C20 1.398(5) . ? C20 O20 1.370(4) . ? C21 C22 1.526(5) . ? C21 C33 1.549(5) . ? C22 C23 1.390(5) . ? C22 C27 1.399(5) . ? C23 C24 1.393(5) . ? C24 C25 1.393(5) . ? C24 C28 1.526(5) . ? C25 O25 1.383(4) . ? C25 C26 1.389(5) . ? C26 C27 1.392(5) . ? C27 O27 1.381(4) . ? C28 C35 1.530(5) . ? C29 C30 1.528(5) . ? C31 C32 1.530(5) . ? C33 C34 1.518(5) . ? C35 C36 1.518(5) . ? C37 O6 1.434(4) . ? C38 O13 1.421(5) . ? C39 O20 1.432(5) . ? C40 O27 1.419(4) . ? C41 O4 1.424(4) . ? C41 C42 1.496(5) . ? C42 N47 1.337(5) . ? C42 C43 1.387(5) . ? C43 C44 1.389(6) . ? C44 C45 1.372(6) . ? C45 C46 1.375(6) . ? C46 N47 1.313(5) . ? C46 Br1 1.919(4) . ? C51 O11 1.417(5) . ? C51 C52 1.496(6) . ? C52 N57 1.337(5) . ? C52 C53 1.381(7) . ? C53 C54 1.396(7) . ? C54 C55 1.371(9) . ? C55 C56 1.368(8) . ? C56 N57 1.314(6) . ? C56 Br2 1.905(5) . ? C61 O18 1.417(4) . ? C61 C62 1.503(5) . ? C62 N67 1.340(5) . ? C62 C63 1.384(5) . ? C63 C64 1.394(6) . ? C64 C65 1.371(6) . ? C65 C66 1.373(6) . ? C66 N67 1.322(5) . ? C66 Br3 1.903(4) . ? C71 O25 1.426(4) . ? C71 C72 1.498(5) . ? C72 N77 1.342(5) . ? C72 C73 1.389(5) . ? C73 C74 1.389(6) . ? C74 C75 1.372(6) . ? C75 C76 1.378(6) . ? C76 N77 1.315(5) . ? C76 Br4 1.919(3) . ? C100 Cl13 1.747(5) . ? C100 Cl12 1.754(5) . ? C100 Cl11 1.759(5) . ? C200 Cl23 1.730(5) . ? C200 Cl21 1.746(5) . ? C200 Cl22 1.763(5) . ? C300 Cl33 1.724(6) . ? C300 Cl32 1.752(5) . ? C300 Cl31 1.757(5) . ? 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 C2 C1 C6 116.9(3) . . ? C2 C1 C28 123.2(3) . . ? C6 C1 C28 119.8(3) . . ? C3 C2 C1 124.5(3) . . ? C2 C3 C4 116.6(3) . . ? C2 C3 C7 122.8(3) . . ? C4 C3 C7 120.5(3) . . ? O4 C4 C5 122.4(3) . . ? O4 C4 C3 116.6(3) . . ? C5 C4 C3 121.0(3) . . ? C6 C5 C4 120.3(3) . . ? O6 C6 C5 122.6(3) . . ? O6 C6 C1 116.7(3) . . ? C5 C6 C1 120.7(3) . . ? C8 C7 C3 113.4(3) . . ? C8 C7 C29 109.5(3) . . ? C3 C7 C29 112.4(3) . . ? C9 C8 C13 117.2(3) . . ? C9 C8 C7 120.9(3) . . ? C13 C8 C7 121.7(3) . . ? C8 C9 C10 123.8(3) . . ? C11 C10 C9 116.5(3) . . ? C11 C10 C14 122.1(3) . . ? C9 C10 C14 121.2(3) . . ? O11 C11 C12 122.8(3) . . ? O11 C11 C10 115.7(3) . . ? C12 C11 C10 121.5(3) . . ? C13 C12 C11 120.0(3) . . ? O13 C13 C12 122.8(3) . . ? O13 C13 C8 116.3(3) . . ? C12 C13 C8 120.9(3) . . ? C10 C14 C15 112.0(3) . . ? C10 C14 C31 108.7(3) . . ? C15 C14 C31 114.7(3) . . ? C16 C15 C20 117.1(3) . . ? C16 C15 C14 123.0(3) . . ? C20 C15 C14 119.9(3) . . ? C17 C16 C15 124.1(3) . . ? C18 C17 C16 116.8(3) . . ? C18 C17 C21 120.0(3) . . ? C16 C17 C21 123.1(3) . . ? O18 C18 C17 116.0(3) . . ? O18 C18 C19 122.3(3) . . ? C17 C18 C19 121.7(3) . . ? C18 C19 C20 119.5(3) . . ? O20 C20 C19 123.1(3) . . ? O20 C20 C15 116.1(3) . . ? C19 C20 C15 120.8(3) . . ? C22 C21 C17 113.4(3) . . ? C22 C21 C33 109.0(3) . . ? C17 C21 C33 112.0(3) . . ? C23 C22 C27 117.2(3) . . ? C23 C22 C21 121.3(3) . . ? C27 C22 C21 121.2(3) . . ? C22 C23 C24 123.3(3) . . ? C23 C24 C25 117.3(3) . . ? C23 C24 C28 122.0(3) . . ? C25 C24 C28 120.3(3) . . ? O25 C25 C26 124.2(3) . . ? O25 C25 C24 114.2(3) . . ? C26 C25 C24 121.5(3) . . ? C25 C26 C27 119.0(3) . . ? O27 C27 C26 122.7(3) . . ? O27 C27 C22 115.9(3) . . ? C26 C27 C22 121.5(3) . . ? C1 C28 C24 113.0(3) . . ? C1 C28 C35 115.1(3) . . ? C24 C28 C35 107.7(3) . . ? C30 C29 C7 112.9(3) . . ? C32 C31 C14 115.5(3) . . ? C34 C33 C21 114.4(3) . . ? C36 C35 C28 115.2(3) . . ? O4 C41 C42 110.9(3) . . ? N47 C42 C43 122.7(3) . . ? N47 C42 C41 112.3(3) . . ? C43 C42 C41 124.9(3) . . ? C42 C43 C44 117.7(4) . . ? C45 C44 C43 120.2(4) . . ? C44 C45 C46 116.5(4) . . ? N47 C46 C45 125.7(4) . . ? N47 C46 Br1 115.4(3) . . ? C45 C46 Br1 119.0(3) . . ? O11 C51 C52 108.4(3) . . ? N57 C52 C53 122.4(4) . . ? N57 C52 C51 115.4(4) . . ? C53 C52 C51 122.3(4) . . ? C52 C53 C54 118.5(5) . . ? C55 C54 C53 119.0(5) . . ? C56 C55 C54 117.5(4) . . ? N57 C56 C55 125.3(5) . . ? N57 C56 Br2 115.8(4) . . ? C55 C56 Br2 118.9(3) . . ? O18 C61 C62 109.6(3) . . ? N67 C62 C63 122.9(3) . . ? N67 C62 C61 113.2(3) . . ? C63 C62 C61 123.9(3) . . ? C62 C63 C64 117.6(4) . . ? C65 C64 C63 120.1(4) . . ? C64 C65 C66 116.9(4) . . ? N67 C66 C65 125.4(4) . . ? N67 C66 Br3 115.3(3) . . ? C65 C66 Br3 119.4(3) . . ? O25 C71 C72 112.5(3) . . ? N77 C72 C73 122.8(3) . . ? N77 C72 C71 113.3(3) . . ? C73 C72 C71 123.9(3) . . ? C74 C73 C72 118.5(4) . . ? C75 C74 C73 119.4(4) . . ? C74 C75 C76 116.8(4) . . ? N77 C76 C75 126.3(3) . . ? N77 C76 Br4 115.1(3) . . ? C75 C76 Br4 118.7(3) . . ? C46 N47 C42 117.1(3) . . ? C56 N57 C52 117.4(4) . . ? C66 N67 C62 116.9(3) . . ? C76 N77 C72 116.1(3) . . ? C4 O4 C41 115.8(3) . . ? C6 O6 C37 117.0(3) . . ? C11 O11 C51 117.7(3) . . ? C13 O13 C38 117.8(3) . . ? C18 O18 C61 117.0(3) . . ? C20 O20 C39 118.1(3) . . ? C25 O25 C71 121.3(3) . . ? C27 O27 C40 117.9(3) . . ? Cl13 C100 Cl12 110.7(3) . . ? Cl13 C100 Cl11 109.9(2) . . ? Cl12 C100 Cl11 111.2(3) . . ? Cl23 C200 Cl21 111.1(3) . . ? Cl23 C200 Cl22 110.6(2) . . ? Cl21 C200 Cl22 109.3(3) . . ? Cl33 C300 Cl32 110.8(3) . . ? Cl33 C300 Cl31 110.9(3) . . ? Cl32 C300 Cl31 110.1(3) . . ? 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 C6 C1 C2 C3 -0.7(5) . . . . ? C28 C1 C2 C3 176.5(3) . . . . ? C1 C2 C3 C4 1.1(5) . . . . ? C1 C2 C3 C7 -176.2(3) . . . . ? C2 C3 C4 O4 179.3(3) . . . . ? C7 C3 C4 O4 -3.3(5) . . . . ? C2 C3 C4 C5 -1.0(5) . . . . ? C7 C3 C4 C5 176.4(3) . . . . ? O4 C4 C5 C6 -179.7(3) . . . . ? C3 C4 C5 C6 0.6(5) . . . . ? C4 C5 C6 O6 -179.6(3) . . . . ? C4 C5 C6 C1 -0.2(5) . . . . ? C2 C1 C6 O6 179.6(3) . . . . ? C28 C1 C6 O6 2.3(4) . . . . ? C2 C1 C6 C5 0.2(5) . . . . ? C28 C1 C6 C5 -177.1(3) . . . . ? C2 C3 C7 C8 -106.1(4) . . . . ? C4 C3 C7 C8 76.7(4) . . . . ? C2 C3 C7 C29 18.9(5) . . . . ? C4 C3 C7 C29 -158.3(3) . . . . ? C3 C7 C8 C9 52.0(4) . . . . ? C29 C7 C8 C9 -74.5(4) . . . . ? C3 C7 C8 C13 -133.7(3) . . . . ? C29 C7 C8 C13 99.8(4) . . . . ? C13 C8 C9 C10 -0.4(5) . . . . ? C7 C8 C9 C10 174.2(3) . . . . ? C8 C9 C10 C11 1.2(5) . . . . ? C8 C9 C10 C14 -174.5(3) . . . . ? C9 C10 C11 O11 179.3(3) . . . . ? C14 C10 C11 O11 -5.0(5) . . . . ? C9 C10 C11 C12 -0.9(5) . . . . ? C14 C10 C11 C12 174.7(3) . . . . ? O11 C11 C12 C13 179.7(3) . . . . ? C10 C11 C12 C13 -0.1(6) . . . . ? C11 C12 C13 O13 -178.5(3) . . . . ? C11 C12 C13 C8 0.9(6) . . . . ? C9 C8 C13 O13 178.8(3) . . . . ? C7 C8 C13 O13 4.3(5) . . . . ? C9 C8 C13 C12 -0.6(5) . . . . ? C7 C8 C13 C12 -175.2(3) . . . . ? C11 C10 C14 C15 133.6(3) . . . . ? C9 C10 C14 C15 -51.0(4) . . . . ? C11 C10 C14 C31 -98.7(4) . . . . ? C9 C10 C14 C31 76.8(4) . . . . ? C10 C14 C15 C16 103.4(4) . . . . ? C31 C14 C15 C16 -21.1(4) . . . . ? C10 C14 C15 C20 -78.5(4) . . . . ? C31 C14 C15 C20 157.0(3) . . . . ? C20 C15 C16 C17 -2.3(5) . . . . ? C14 C15 C16 C17 175.8(3) . . . . ? C15 C16 C17 C18 2.2(5) . . . . ? C15 C16 C17 C21 -174.7(3) . . . . ? C16 C17 C18 O18 -177.7(3) . . . . ? C21 C17 C18 O18 -0.8(4) . . . . ? C16 C17 C18 C19 0.1(5) . . . . ? C21 C17 C18 C19 177.1(3) . . . . ? O18 C18 C19 C20 175.6(3) . . . . ? C17 C18 C19 C20 -2.2(5) . . . . ? C18 C19 C20 O20 -176.9(3) . . . . ? C18 C19 C20 C15 2.0(5) . . . . ? C16 C15 C20 O20 179.1(3) . . . . ? C14 C15 C20 O20 0.9(4) . . . . ? C16 C15 C20 C19 0.1(5) . . . . ? C14 C15 C20 C19 -178.1(3) . . . . ? C18 C17 C21 C22 78.7(4) . . . . ? C16 C17 C21 C22 -104.5(4) . . . . ? C18 C17 C21 C33 -157.4(3) . . . . ? C16 C17 C21 C33 19.4(4) . . . . ? C17 C21 C22 C23 47.1(4) . . . . ? C33 C21 C22 C23 -78.4(4) . . . . ? C17 C21 C22 C27 -140.7(3) . . . . ? C33 C21 C22 C27 93.8(4) . . . . ? C27 C22 C23 C24 -3.5(5) . . . . ? C21 C22 C23 C24 169.1(3) . . . . ? C22 C23 C24 C25 -0.2(5) . . . . ? C22 C23 C24 C28 -172.8(3) . . . . ? C23 C24 C25 O25 -173.2(3) . . . . ? C28 C24 C25 O25 -0.5(5) . . . . ? C23 C24 C25 C26 4.7(5) . . . . ? C28 C24 C25 C26 177.5(3) . . . . ? O25 C25 C26 C27 172.3(3) . . . . ? C24 C25 C26 C27 -5.5(5) . . . . ? C25 C26 C27 O27 -177.7(3) . . . . ? C25 C26 C27 C22 1.6(5) . . . . ? C23 C22 C27 O27 -177.9(3) . . . . ? C21 C22 C27 O27 9.5(5) . . . . ? C23 C22 C27 C26 2.7(5) . . . . ? C21 C22 C27 C26 -169.8(3) . . . . ? C2 C1 C28 C24 102.6(4) . . . . ? C6 C1 C28 C24 -80.2(4) . . . . ? C2 C1 C28 C35 -21.6(5) . . . . ? C6 C1 C28 C35 155.5(3) . . . . ? C23 C24 C28 C1 -43.3(4) . . . . ? C25 C24 C28 C1 144.3(3) . . . . ? C23 C24 C28 C35 84.9(4) . . . . ? C25 C24 C28 C35 -87.5(4) . . . . ? C8 C7 C29 C30 -59.1(4) . . . . ? C3 C7 C29 C30 173.9(3) . . . . ? C10 C14 C31 C32 174.7(3) . . . . ? C15 C14 C31 C32 -59.0(4) . . . . ? C22 C21 C33 C34 -58.3(4) . . . . ? C17 C21 C33 C34 175.4(3) . . . . ? C1 C28 C35 C36 -61.6(4) . . . . ? C24 C28 C35 C36 171.4(3) . . . . ? O4 C41 C42 N47 -173.5(3) . . . . ? O4 C41 C42 C43 7.1(5) . . . . ? N47 C42 C43 C44 -0.2(6) . . . . ? C41 C42 C43 C44 179.1(4) . . . . ? C42 C43 C44 C45 -0.2(6) . . . . ? C43 C44 C45 C46 0.5(7) . . . . ? C44 C45 C46 N47 -0.4(7) . . . . ? C44 C45 C46 Br1 -178.9(3) . . . . ? O11 C51 C52 N57 139.2(4) . . . . ? O11 C51 C52 C53 -42.2(5) . . . . ? N57 C52 C53 C54 0.2(6) . . . . ? C51 C52 C53 C54 -178.3(4) . . . . ? C52 C53 C54 C55 -0.1(7) . . . . ? C53 C54 C55 C56 0.0(7) . . . . ? C54 C55 C56 N57 0.0(7) . . . . ? C54 C55 C56 Br2 -179.5(4) . . . . ? O18 C61 C62 N67 -172.2(3) . . . . ? O18 C61 C62 C63 8.8(5) . . . . ? N67 C62 C63 C64 -0.8(6) . . . . ? C61 C62 C63 C64 178.1(4) . . . . ? C62 C63 C64 C65 1.1(6) . . . . ? C63 C64 C65 C66 -0.5(6) . . . . ? C64 C65 C66 N67 -0.5(6) . . . . ? C64 C65 C66 Br3 -179.4(3) . . . . ? O25 C71 C72 N77 173.4(3) . . . . ? O25 C71 C72 C73 -6.2(5) . . . . ? N77 C72 C73 C74 2.7(5) . . . . ? C71 C72 C73 C74 -177.7(3) . . . . ? C72 C73 C74 C75 -1.4(6) . . . . ? C73 C74 C75 C76 -1.6(6) . . . . ? C74 C75 C76 N77 3.9(6) . . . . ? C74 C75 C76 Br4 -175.8(3) . . . . ? C45 C46 N47 C42 0.0(6) . . . . ? Br1 C46 N47 C42 178.5(3) . . . . ? C43 C42 N47 C46 0.4(5) . . . . ? C41 C42 N47 C46 -179.0(3) . . . . ? C55 C56 N57 C52 0.1(6) . . . . ? Br2 C56 N57 C52 179.6(3) . . . . ? C53 C52 N57 C56 -0.2(6) . . . . ? C51 C52 N57 C56 178.4(4) . . . . ? C65 C66 N67 C62 0.7(6) . . . . ? Br3 C66 N67 C62 179.7(3) . . . . ? C63 C62 N67 C66 -0.1(5) . . . . ? C61 C62 N67 C66 -179.1(3) . . . . ? C75 C76 N77 C72 -2.7(5) . . . . ? Br4 C76 N77 C72 177.0(2) . . . . ? C73 C72 N77 C76 -0.7(5) . . . . ? C71 C72 N77 C76 179.6(3) . . . . ? C5 C4 O4 C41 -0.4(5) . . . . ? C3 C4 O4 C41 179.3(3) . . . . ? C42 C41 O4 C4 168.2(3) . . . . ? C5 C6 O6 C37 -9.9(5) . . . . ? C1 C6 O6 C37 170.7(3) . . . . ? C12 C11 O11 C51 2.1(5) . . . . ? C10 C11 O11 C51 -178.1(3) . . . . ? C52 C51 O11 C11 177.1(3) . . . . ? C12 C13 O13 C38 4.9(5) . . . . ? C8 C13 O13 C38 -174.5(3) . . . . ? C17 C18 O18 C61 -175.1(3) . . . . ? C19 C18 O18 C61 7.1(5) . . . . ? C62 C61 O18 C18 175.9(3) . . . . ? C19 C20 O20 C39 3.6(5) . . . . ? C15 C20 O20 C39 -175.4(3) . . . . ? C26 C25 O25 C71 3.8(5) . . . . ? C24 C25 O25 C71 -178.3(3) . . . . ? C72 C71 O25 C25 93.2(4) . . . . ? C26 C27 O27 C40 20.7(5) . . . . ? C22 C27 O27 C40 -158.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 67.14 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 2.070 _refine_diff_density_min -1.762 _refine_diff_density_rms 0.089 data_IV _database_code_depnum_ccdc_archive 'CCDC 886448' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H71 Br4 N O8' _chemical_formula_weight 1373.92 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.0274(4) _cell_length_b 15.5167(5) _cell_length_c 17.6396(7) _cell_angle_alpha 77.702(2) _cell_angle_beta 75.161(2) _cell_angle_gamma 68.214(2) _cell_volume 3172.86(19) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1404 _exptl_absorpt_coefficient_mu 3.539 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5379 _exptl_absorpt_correction_T_max 0.8429 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Minor & Majewski, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16002 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 66.88 _reflns_number_total 11003 _reflns_number_gt 8963 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+5.2121P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11003 _refine_ls_number_parameters 757 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0602 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1186 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7690(2) 0.6730(2) 0.90833(16) 0.0235(6) Uani 1 1 d . . . C2 C 0.8850(2) 0.6474(2) 0.88501(17) 0.0253(6) Uani 1 1 d . . . H2 H 0.9212 0.6855 0.8952 0.030 Uiso 1 1 calc R . . C3 C 0.9517(3) 0.5688(2) 0.84741(17) 0.0260(6) Uani 1 1 d . . . C4 C 0.8947(3) 0.5155(2) 0.83170(18) 0.0292(7) Uani 1 1 d . . . C5 C 0.7784(3) 0.5398(2) 0.85277(18) 0.0303(7) Uani 1 1 d . . . H5 H 0.7415 0.5030 0.8411 0.036 Uiso 1 1 calc R . . C6 C 0.7162(2) 0.6181(2) 0.89112(17) 0.0268(6) Uani 1 1 d . . . C7 C 1.0790(3) 0.5387(2) 0.82420(18) 0.0292(7) Uani 1 1 d . . . H7 H 1.1085 0.4701 0.8426 0.035 Uiso 1 1 calc R . . C8 C 1.1191(3) 0.5513(2) 0.73482(18) 0.0278(6) Uani 1 1 d . . . C9 C 1.0599(3) 0.6248(2) 0.68523(18) 0.0283(6) Uani 1 1 d . . . H9 H 0.9902 0.6672 0.7082 0.034 Uiso 1 1 calc R . . C10 C 1.0970(3) 0.6397(2) 0.60385(18) 0.0274(6) Uani 1 1 d . . . C11 C 1.2001(3) 0.5775(2) 0.57190(18) 0.0292(7) Uani 1 1 d . . . C12 C 1.2618(3) 0.5017(2) 0.61896(18) 0.0321(7) Uani 1 1 d . . . H12 H 1.3311 0.4589 0.5959 0.039 Uiso 1 1 calc R . . C13 C 1.2208(3) 0.4892(2) 0.69995(18) 0.0315(7) Uani 1 1 d . . . C14 C 1.0304(3) 0.7214(2) 0.55051(18) 0.0281(6) Uani 1 1 d . . . H14 H 1.0430 0.6982 0.4990 0.034 Uiso 1 1 calc R . . C15 C 0.9043(3) 0.7499(2) 0.58369(17) 0.0267(6) Uani 1 1 d . . . C16 C 0.8415(3) 0.8324(2) 0.61652(17) 0.0264(6) Uani 1 1 d . . . H16 H 0.8797 0.8731 0.6188 0.032 Uiso 1 1 calc R . . C17 C 0.7257(3) 0.8588(2) 0.64624(16) 0.0257(6) Uani 1 1 d . . . C18 C 0.6719(3) 0.7982(2) 0.64166(17) 0.0272(6) Uani 1 1 d . . . C19 C 0.7308(3) 0.7149(2) 0.60977(18) 0.0302(7) Uani 1 1 d . . . H19 H 0.6923 0.6746 0.6073 0.036 Uiso 1 1 calc R . . C20 C 0.8461(3) 0.6908(2) 0.58149(18) 0.0291(7) Uani 1 1 d . . . C21 C 0.6573(3) 0.9497(2) 0.68196(18) 0.0290(7) Uani 1 1 d . . . H21 H 0.5913 0.9816 0.6552 0.035 Uiso 1 1 calc R . . C22 C 0.6103(3) 0.9309(2) 0.77003(18) 0.0270(6) Uani 1 1 d . . . C23 C 0.6725(2) 0.8584(2) 0.81956(17) 0.0251(6) Uani 1 1 d . . . H23 H 0.7459 0.8208 0.7971 0.030 Uiso 1 1 calc R . . C24 C 0.6329(2) 0.8385(2) 0.89965(17) 0.0244(6) Uani 1 1 d . . . C25 C 0.5265(2) 0.8969(2) 0.93209(17) 0.0259(6) Uani 1 1 d . . . C26 C 0.4597(3) 0.9680(2) 0.88517(18) 0.0284(6) Uani 1 1 d . . . H26 H 0.3861 1.0051 0.9078 0.034 Uiso 1 1 calc R . . C27 C 0.5015(3) 0.9843(2) 0.80487(18) 0.0279(6) Uani 1 1 d . . . C28 C 0.6970(2) 0.7560(2) 0.95269(17) 0.0240(6) Uani 1 1 d . . . H28 H 0.6382 0.7348 0.9924 0.029 Uiso 1 1 calc R . . C29 C 1.1347(3) 0.5862(2) 0.86220(19) 0.0326(7) Uani 1 1 d . . . H29A H 1.2150 0.5709 0.8360 0.039 Uiso 1 1 calc R . . H29B H 1.0984 0.6549 0.8517 0.039 Uiso 1 1 calc R . . C30 C 1.1281(3) 0.5584(3) 0.9512(2) 0.0399(8) Uani 1 1 d . . . H30A H 1.0489 0.5730 0.9780 0.060 Uiso 1 1 calc R . . H30B H 1.1632 0.5932 0.9705 0.060 Uiso 1 1 calc R . . H30C H 1.1678 0.4911 0.9622 0.060 Uiso 1 1 calc R . . C31 C 1.0789(3) 0.8019(2) 0.5324(2) 0.0348(7) Uani 1 1 d . . . H31A H 1.0567 0.8335 0.5802 0.042 Uiso 1 1 calc R . . H31B H 1.1622 0.7753 0.5205 0.042 Uiso 1 1 calc R . . C32 C 1.0398(4) 0.8742(3) 0.4635(2) 0.0515(10) Uani 1 1 d . . . H32A H 1.0628 0.8439 0.4156 0.077 Uiso 1 1 calc R . . H32B H 1.0738 0.9231 0.4551 0.077 Uiso 1 1 calc R . . H32C H 0.9575 0.9024 0.4754 0.077 Uiso 1 1 calc R . . C33 C 0.7241(3) 1.0174(2) 0.6661(2) 0.0357(7) Uani 1 1 d . . . H33A H 0.7878 0.9888 0.6944 0.043 Uiso 1 1 calc R . . H33B H 0.7564 1.0250 0.6088 0.043 Uiso 1 1 calc R . . C34 C 0.6559(3) 1.1142(2) 0.6908(2) 0.0477(9) Uani 1 1 d . . . H34A H 0.5906 1.1423 0.6650 0.071 Uiso 1 1 calc R . . H34B H 0.7032 1.1540 0.6751 0.071 Uiso 1 1 calc R . . H34C H 0.6300 1.1084 0.7484 0.071 Uiso 1 1 calc R . . C35 C 0.7593(3) 0.7848(2) 1.00078(18) 0.0283(6) Uani 1 1 d . . . H35A H 0.8248 0.7991 0.9651 0.034 Uiso 1 1 calc R . . H35B H 0.7081 0.8425 1.0237 0.034 Uiso 1 1 calc R . . C36 C 0.7999(3) 0.7082(2) 1.06728(18) 0.0331(7) Uani 1 1 d . . . H36A H 0.7377 0.6864 1.0975 0.050 Uiso 1 1 calc R . . H36B H 0.8260 0.7332 1.1024 0.050 Uiso 1 1 calc R . . H36C H 0.8620 0.6558 1.0447 0.050 Uiso 1 1 calc R . . C37 C 0.5448(3) 0.5874(3) 0.9044(2) 0.0392(8) Uani 1 1 d . . . H37A H 0.5568 0.5826 0.8481 0.059 Uiso 1 1 calc R . . H37B H 0.4639 0.6140 0.9254 0.059 Uiso 1 1 calc R . . H37C H 0.5751 0.5250 0.9332 0.059 Uiso 1 1 calc R . . C38 C 1.3646(3) 0.3400(2) 0.7155(2) 0.0388(8) Uani 1 1 d . . . H38A H 1.3356 0.3167 0.6809 0.058 Uiso 1 1 calc R . . H38B H 1.3914 0.2897 0.7574 0.058 Uiso 1 1 calc R . . H38C H 1.4271 0.3610 0.6845 0.058 Uiso 1 1 calc R . . C39 C 0.8546(3) 0.5455(3) 0.5494(3) 0.0492(10) Uani 1 1 d . . . H39A H 0.8174 0.5290 0.6034 0.074 Uiso 1 1 calc R . . H39B H 0.9101 0.4888 0.5287 0.074 Uiso 1 1 calc R . . H39C H 0.7983 0.5750 0.5157 0.074 Uiso 1 1 calc R . . C40 C 0.3282(3) 1.1057(3) 0.7877(2) 0.0458(9) Uani 1 1 d . . . H40A H 0.2832 1.0645 0.8099 0.069 Uiso 1 1 calc R . . H40B H 0.2939 1.1529 0.7465 0.069 Uiso 1 1 calc R . . H40C H 0.3308 1.1368 0.8297 0.069 Uiso 1 1 calc R . . C41 C 0.9077(3) 0.3843(3) 0.7743(2) 0.0452(9) Uani 1 1 d . . . H41A H 0.8515 0.4252 0.7419 0.054 Uiso 1 1 calc R . . H41B H 0.8679 0.3557 0.8228 0.054 Uiso 1 1 calc R . . C42 C 0.9949(3) 0.3094(3) 0.7285(2) 0.0435(9) Uani 1 1 d . . . C43 C 1.0787(4) 0.3286(3) 0.6682(2) 0.0512(10) Uani 1 1 d . . . H43 H 1.0824 0.3901 0.6562 0.061 Uiso 1 1 calc R . . C44 C 1.1571(4) 0.2587(3) 0.6255(2) 0.0572(11) Uani 1 1 d . . . H44 H 1.2145 0.2719 0.5842 0.069 Uiso 1 1 calc R . . C45 C 1.1505(4) 0.1699(3) 0.6437(3) 0.0584(12) Uani 1 1 d . . . C46 C 1.0685(4) 0.1492(3) 0.7020(3) 0.0623(12) Uani 1 1 d . . . H46 H 1.0648 0.0877 0.7134 0.075 Uiso 1 1 calc R . . C47 C 0.9904(4) 0.2196(3) 0.7447(3) 0.0542(10) Uani 1 1 d . . . H47 H 0.9331 0.2058 0.7857 0.065 Uiso 1 1 calc R . . C51 C 1.3507(3) 0.5410(3) 0.46147(19) 0.0364(8) Uani 1 1 d . . . H51A H 1.3629 0.4733 0.4775 0.044 Uiso 1 1 calc R . . H51B H 1.4011 0.5577 0.4849 0.044 Uiso 1 1 calc R . . C52 C 1.3796(3) 0.5602(2) 0.37304(18) 0.0316(7) Uani 1 1 d . . . C53 C 1.3204(3) 0.6384(3) 0.3279(2) 0.0398(8) Uani 1 1 d . . . H53 H 1.2528 0.6817 0.3524 0.048 Uiso 1 1 calc R . . C54 C 1.3593(3) 0.6541(3) 0.2467(2) 0.0408(8) Uani 1 1 d . . . H54 H 1.3185 0.7078 0.2157 0.049 Uiso 1 1 calc R . . C55 C 1.4575(3) 0.5910(3) 0.21192(19) 0.0378(8) Uani 1 1 d . . . C56 C 1.5159(3) 0.5106(3) 0.2555(2) 0.0399(8) Uani 1 1 d . . . H56 H 1.5819 0.4661 0.2306 0.048 Uiso 1 1 calc R . . C57 C 1.4762(3) 0.4963(2) 0.3357(2) 0.0371(8) Uani 1 1 d . . . H57 H 1.5159 0.4414 0.3663 0.045 Uiso 1 1 calc R . . C61 C 0.5176(3) 0.7622(3) 0.7314(2) 0.0389(8) Uani 1 1 d . . . H61A H 0.5377 0.7674 0.7803 0.047 Uiso 1 1 calc R . . H61B H 0.5542 0.6966 0.7203 0.047 Uiso 1 1 calc R . . C62 C 0.3921(3) 0.7898(2) 0.7418(2) 0.0339(7) Uani 1 1 d . . . C63 C 0.3201(3) 0.8503(3) 0.7946(2) 0.0510(10) Uani 1 1 d . . . H63 H 0.3506 0.8748 0.8252 0.061 Uiso 1 1 calc R . . C64 C 0.2048(3) 0.8762(3) 0.8041(3) 0.0569(11) Uani 1 1 d . . . H64 H 0.1563 0.9182 0.8405 0.068 Uiso 1 1 calc R . . C65 C 0.1607(3) 0.8403(3) 0.7602(2) 0.0377(8) Uani 1 1 d . . . C66 C 0.2291(3) 0.7793(3) 0.7084(2) 0.0468(9) Uani 1 1 d . . . H66 H 0.1979 0.7538 0.6791 0.056 Uiso 1 1 calc R . . C67 C 0.3438(3) 0.7549(3) 0.6991(2) 0.0440(9) Uani 1 1 d . . . H67 H 0.3915 0.7130 0.6624 0.053 Uiso 1 1 calc R . . C71 C 0.3870(3) 0.9309(2) 1.05210(19) 0.0319(7) Uani 1 1 d . . . H71A H 0.3716 0.9979 1.0304 0.038 Uiso 1 1 calc R . . H71B H 0.3874 0.9247 1.1091 0.038 Uiso 1 1 calc R . . C72 C 0.2939(3) 0.9012(2) 1.04354(19) 0.0328(7) Uani 1 1 d . . . C73 C 0.3146(3) 0.8210(3) 1.0117(2) 0.0466(9) Uani 1 1 d . . . H73 H 0.3900 0.7842 0.9925 0.056 Uiso 1 1 calc R . . C74 C 0.2266(4) 0.7936(3) 1.0075(3) 0.0545(10) Uani 1 1 d . . . H74 H 0.2410 0.7385 0.9854 0.065 Uiso 1 1 calc R . . C75 C 0.1192(4) 0.8472(3) 1.0355(3) 0.0560(11) Uani 1 1 d . . . C76 C 0.0950(4) 0.9280(3) 1.0661(3) 0.0653(13) Uani 1 1 d . . . H76 H 0.0192 0.9652 1.0840 0.078 Uiso 1 1 calc R . . C77 C 0.1838(3) 0.9544(3) 1.0703(3) 0.0519(10) Uani 1 1 d . . . H77 H 0.1687 1.0099 1.0920 0.062 Uiso 1 1 calc R . . O4 O 0.96224(19) 0.43810(15) 0.79479(14) 0.0366(5) Uani 1 1 d . . . O6 O 0.60079(18) 0.64640(15) 0.91412(13) 0.0320(5) Uani 1 1 d . . . O11 O 1.23667(18) 0.59326(15) 0.49065(12) 0.0319(5) Uani 1 1 d . . . O13 O 1.27720(19) 0.41632(16) 0.75003(13) 0.0377(5) Uani 1 1 d . . . O18 O 0.55540(17) 0.82420(15) 0.66616(13) 0.0309(5) Uani 1 1 d . . . O20 O 0.91027(19) 0.60930(15) 0.54999(14) 0.0371(5) Uani 1 1 d . . . O25 O 0.49562(17) 0.87788(15) 1.01301(12) 0.0308(5) Uani 1 1 d . . . O27 O 0.43893(19) 1.05204(15) 0.75449(13) 0.0360(5) Uani 1 1 d . . . Br1 Br 1.26120(5) 0.07328(4) 0.58699(4) 0.0961(2) Uani 1 1 d . . . Br2 Br 1.51901(4) 0.61545(3) 0.10308(2) 0.05014(13) Uani 1 1 d . . . Br3 Br 0.00139(3) 0.87526(4) 0.77277(3) 0.06188(14) Uani 1 1 d . . . Br4 Br -0.00186(5) 0.80936(5) 1.03040(5) 0.0912(2) Uani 1 1 d . . . N100 N 0.4814(5) 0.3034(3) 0.5108(3) 0.1025(18) Uani 1 1 d . . . C100 C 0.5087(5) 0.2269(4) 0.5066(3) 0.0729(14) Uani 1 1 d . . . C200 C 0.5448(6) 0.1286(4) 0.4990(4) 0.099(2) Uani 1 1 d . . . H20A H 0.5234 0.1214 0.4519 0.148 Uiso 1 1 calc R . . H20B H 0.5085 0.0963 0.5460 0.148 Uiso 1 1 calc R . . H20C H 0.6268 0.1014 0.4939 0.148 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 C1 0.0263(15) 0.0221(14) 0.0192(14) -0.0011(11) -0.0031(11) -0.0066(12) C2 0.0286(16) 0.0252(15) 0.0210(14) -0.0013(12) -0.0036(12) -0.0096(12) C3 0.0280(16) 0.0285(16) 0.0189(14) -0.0015(12) -0.0031(12) -0.0084(13) C4 0.0330(17) 0.0262(16) 0.0251(15) -0.0068(12) -0.0022(13) -0.0066(13) C5 0.0347(18) 0.0288(16) 0.0294(16) -0.0058(13) -0.0035(13) -0.0138(14) C6 0.0252(16) 0.0305(16) 0.0228(15) -0.0011(12) -0.0021(12) -0.0101(13) C7 0.0276(16) 0.0295(16) 0.0258(16) -0.0055(13) -0.0034(13) -0.0046(13) C8 0.0254(16) 0.0304(16) 0.0255(15) -0.0059(13) -0.0017(12) -0.0078(13) C9 0.0233(15) 0.0304(16) 0.0288(16) -0.0085(13) -0.0018(12) -0.0061(13) C10 0.0244(15) 0.0313(16) 0.0265(15) -0.0063(13) -0.0032(12) -0.0091(13) C11 0.0292(16) 0.0343(17) 0.0239(15) -0.0075(13) -0.0008(13) -0.0114(13) C12 0.0255(16) 0.0370(18) 0.0263(16) -0.0068(13) 0.0001(13) -0.0040(13) C13 0.0297(17) 0.0323(17) 0.0278(16) -0.0045(13) -0.0047(13) -0.0054(13) C14 0.0265(16) 0.0315(16) 0.0239(15) -0.0052(13) -0.0035(12) -0.0071(13) C15 0.0271(16) 0.0312(16) 0.0203(14) -0.0020(12) -0.0059(12) -0.0082(13) C16 0.0292(16) 0.0283(16) 0.0211(14) -0.0020(12) -0.0053(12) -0.0094(13) C17 0.0275(16) 0.0293(16) 0.0168(14) -0.0002(12) -0.0063(12) -0.0059(12) C18 0.0255(16) 0.0322(16) 0.0226(15) -0.0036(12) -0.0053(12) -0.0078(13) C19 0.0302(17) 0.0332(17) 0.0307(16) -0.0060(13) -0.0067(13) -0.0130(14) C20 0.0279(16) 0.0302(16) 0.0274(16) -0.0084(13) -0.0038(13) -0.0063(13) C21 0.0273(16) 0.0298(16) 0.0271(16) -0.0049(13) -0.0064(13) -0.0051(13) C22 0.0265(16) 0.0266(15) 0.0276(16) -0.0070(12) -0.0042(12) -0.0077(12) C23 0.0226(15) 0.0241(15) 0.0286(16) -0.0075(12) -0.0032(12) -0.0067(12) C24 0.0229(15) 0.0249(15) 0.0272(15) -0.0065(12) -0.0042(12) -0.0089(12) C25 0.0243(15) 0.0298(16) 0.0255(15) -0.0088(12) -0.0033(12) -0.0096(13) C26 0.0210(15) 0.0316(16) 0.0302(16) -0.0109(13) -0.0030(12) -0.0037(12) C27 0.0272(16) 0.0250(15) 0.0308(16) -0.0051(13) -0.0093(13) -0.0049(12) C28 0.0224(15) 0.0246(15) 0.0228(14) -0.0042(12) -0.0006(12) -0.0074(12) C29 0.0255(16) 0.0382(18) 0.0303(17) -0.0067(14) -0.0030(13) -0.0065(14) C30 0.045(2) 0.042(2) 0.0319(18) -0.0069(15) -0.0115(15) -0.0104(16) C31 0.0279(17) 0.0385(18) 0.0365(18) -0.0033(14) -0.0041(14) -0.0119(14) C32 0.050(2) 0.047(2) 0.050(2) 0.0056(18) -0.0030(18) -0.0186(18) C33 0.0395(19) 0.0311(17) 0.0337(18) -0.0032(14) -0.0026(14) -0.0121(15) C34 0.058(2) 0.0339(19) 0.048(2) -0.0100(16) 0.0009(18) -0.0160(17) C35 0.0287(16) 0.0270(16) 0.0278(16) -0.0061(13) -0.0058(13) -0.0061(13) C36 0.0364(18) 0.0348(18) 0.0264(16) -0.0061(13) -0.0071(14) -0.0081(14) C37 0.0325(18) 0.047(2) 0.044(2) -0.0150(16) -0.0012(15) -0.0193(16) C38 0.0325(18) 0.0343(18) 0.0387(19) -0.0092(15) -0.0046(15) 0.0018(14) C39 0.041(2) 0.041(2) 0.071(3) -0.0263(19) 0.0000(19) -0.0161(17) C40 0.0340(19) 0.044(2) 0.043(2) -0.0050(17) -0.0100(16) 0.0067(16) C41 0.046(2) 0.043(2) 0.050(2) -0.0243(17) -0.0018(17) -0.0143(17) C42 0.048(2) 0.039(2) 0.043(2) -0.0177(16) -0.0112(17) -0.0057(16) C43 0.058(3) 0.045(2) 0.046(2) -0.0156(18) -0.0095(19) -0.0073(19) C44 0.056(3) 0.064(3) 0.039(2) -0.018(2) -0.0103(19) 0.001(2) C45 0.064(3) 0.050(3) 0.053(3) -0.032(2) -0.026(2) 0.015(2) C46 0.080(3) 0.038(2) 0.068(3) -0.019(2) -0.026(3) -0.005(2) C47 0.063(3) 0.044(2) 0.057(3) -0.0218(19) -0.010(2) -0.0119(19) C51 0.0265(17) 0.045(2) 0.0293(17) -0.0061(15) 0.0016(13) -0.0062(14) C52 0.0300(17) 0.0363(18) 0.0275(16) -0.0089(14) 0.0001(13) -0.0113(14) C53 0.0379(19) 0.041(2) 0.0340(18) -0.0084(15) 0.0004(15) -0.0095(16) C54 0.046(2) 0.0388(19) 0.0354(19) -0.0006(15) -0.0085(16) -0.0131(16) C55 0.047(2) 0.047(2) 0.0253(16) -0.0072(15) 0.0001(15) -0.0265(17) C56 0.039(2) 0.045(2) 0.0339(18) -0.0158(16) 0.0048(15) -0.0128(16) C57 0.0375(19) 0.0375(19) 0.0297(17) -0.0059(14) -0.0015(14) -0.0076(15) C61 0.0287(18) 0.043(2) 0.0396(19) 0.0029(15) -0.0062(15) -0.0113(15) C62 0.0296(17) 0.0374(18) 0.0342(17) -0.0016(14) -0.0057(14) -0.0128(14) C63 0.035(2) 0.068(3) 0.060(3) -0.033(2) -0.0044(18) -0.0186(19) C64 0.039(2) 0.070(3) 0.063(3) -0.039(2) -0.0008(19) -0.010(2) C65 0.0250(17) 0.046(2) 0.0416(19) -0.0091(16) -0.0037(14) -0.0108(15) C66 0.041(2) 0.056(2) 0.051(2) -0.0195(19) -0.0111(17) -0.0172(18) C67 0.035(2) 0.048(2) 0.048(2) -0.0214(17) -0.0042(16) -0.0075(16) C71 0.0257(16) 0.0385(18) 0.0301(16) -0.0141(14) -0.0005(13) -0.0072(14) C72 0.0312(17) 0.0358(18) 0.0302(17) -0.0052(14) -0.0037(13) -0.0109(14) C73 0.039(2) 0.042(2) 0.060(2) -0.0151(18) -0.0077(18) -0.0125(17) C74 0.056(3) 0.048(2) 0.071(3) -0.014(2) -0.014(2) -0.025(2) C75 0.047(2) 0.063(3) 0.072(3) -0.006(2) -0.021(2) -0.029(2) C76 0.030(2) 0.070(3) 0.095(4) -0.024(3) -0.004(2) -0.015(2) C77 0.036(2) 0.051(2) 0.070(3) -0.024(2) -0.0008(19) -0.0128(17) O4 0.0355(13) 0.0332(12) 0.0411(13) -0.0187(10) -0.0007(10) -0.0084(10) O6 0.0272(11) 0.0352(12) 0.0360(12) -0.0121(10) -0.0017(9) -0.0119(9) O11 0.0282(11) 0.0371(12) 0.0222(11) -0.0053(9) 0.0007(9) -0.0046(9) O13 0.0322(12) 0.0378(13) 0.0265(11) -0.0022(10) -0.0029(9) 0.0040(10) O18 0.0219(11) 0.0349(12) 0.0334(12) -0.0051(9) -0.0021(9) -0.0085(9) O20 0.0311(12) 0.0328(12) 0.0479(14) -0.0183(10) 0.0000(10) -0.0093(10) O25 0.0259(11) 0.0364(12) 0.0235(11) -0.0073(9) -0.0004(9) -0.0040(9) O27 0.0316(12) 0.0344(12) 0.0317(12) -0.0053(10) -0.0087(10) 0.0026(10) Br1 0.0889(4) 0.0850(4) 0.0936(4) -0.0638(4) -0.0326(3) 0.0325(3) Br2 0.0662(3) 0.0658(3) 0.02650(19) -0.00583(17) 0.00310(17) -0.0395(2) Br3 0.0268(2) 0.0808(3) 0.0745(3) -0.0211(2) -0.00768(19) -0.0096(2) Br4 0.0618(3) 0.0990(4) 0.1396(6) -0.0170(4) -0.0322(3) -0.0484(3) N100 0.143(5) 0.057(3) 0.067(3) -0.014(2) -0.012(3) 0.010(3) C100 0.083(4) 0.064(3) 0.047(3) -0.013(2) -0.017(2) 0.009(3) C200 0.146(6) 0.058(3) 0.081(4) -0.012(3) -0.063(4) 0.005(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 C2 1.384(4) . ? C1 C6 1.394(4) . ? C1 C28 1.519(4) . ? C2 C3 1.394(4) . ? C3 C4 1.404(4) . ? C3 C7 1.515(4) . ? C4 O4 1.377(4) . ? C4 C5 1.386(4) . ? C5 C6 1.389(4) . ? C6 O6 1.375(4) . ? C7 C8 1.523(4) . ? C7 C29 1.541(4) . ? C8 C9 1.389(4) . ? C8 C13 1.397(4) . ? C9 C10 1.391(4) . ? C10 C11 1.391(4) . ? C10 C14 1.528(4) . ? C11 O11 1.389(4) . ? C11 C12 1.394(4) . ? C12 C13 1.390(4) . ? C13 O13 1.374(4) . ? C14 C15 1.522(4) . ? C14 C31 1.541(4) . ? C15 C16 1.392(4) . ? C15 C20 1.401(4) . ? C16 C17 1.395(4) . ? C17 C18 1.390(4) . ? C17 C21 1.529(4) . ? C18 C19 1.389(4) . ? C18 O18 1.391(4) . ? C19 C20 1.386(4) . ? C20 O20 1.373(4) . ? C21 C22 1.525(4) . ? C21 C33 1.539(4) . ? C22 C23 1.397(4) . ? C22 C27 1.404(4) . ? C23 C24 1.385(4) . ? C24 C25 1.397(4) . ? C24 C28 1.520(4) . ? C25 O25 1.379(4) . ? C25 C26 1.388(4) . ? C26 C27 1.386(4) . ? C27 O27 1.377(4) . ? C28 C35 1.536(4) . ? C29 C30 1.525(5) . ? C31 C32 1.519(5) . ? C33 C34 1.525(5) . ? C35 C36 1.525(4) . ? C37 O6 1.424(4) . ? C38 O13 1.421(4) . ? C39 O20 1.431(4) . ? C40 O27 1.414(4) . ? C41 O4 1.425(4) . ? C41 C42 1.499(5) . ? C42 C47 1.381(6) . ? C42 C43 1.386(6) . ? C43 C44 1.385(6) . ? C44 C45 1.377(7) . ? C45 C46 1.361(7) . ? C45 Br1 1.903(4) . ? C46 C47 1.389(6) . ? C51 O11 1.422(4) . ? C51 C52 1.499(4) . ? C52 C53 1.382(5) . ? C52 C57 1.389(5) . ? C53 C54 1.392(5) . ? C54 C55 1.377(5) . ? C55 C56 1.384(5) . ? C55 Br2 1.897(3) . ? C56 C57 1.377(5) . ? C61 O18 1.443(4) . ? C61 C62 1.500(5) . ? C62 C63 1.380(5) . ? C62 C67 1.386(5) . ? C63 C64 1.378(5) . ? C64 C65 1.373(5) . ? C65 C66 1.359(5) . ? C65 Br3 1.906(3) . ? C66 C67 1.373(5) . ? C71 O25 1.426(4) . ? C71 C72 1.498(4) . ? C72 C77 1.379(5) . ? C72 C73 1.382(5) . ? C73 C74 1.385(5) . ? C74 C75 1.360(6) . ? C75 C76 1.368(6) . ? C75 Br4 1.904(4) . ? C76 C77 1.386(6) . ? N100 C100 1.119(6) . ? C100 C200 1.445(8) . ? 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 C2 C1 C6 117.7(3) . . ? C2 C1 C28 123.7(3) . . ? C6 C1 C28 118.6(3) . . ? C1 C2 C3 123.8(3) . . ? C2 C3 C4 116.3(3) . . ? C2 C3 C7 124.0(3) . . ? C4 C3 C7 119.7(3) . . ? O4 C4 C5 123.0(3) . . ? O4 C4 C3 115.4(3) . . ? C5 C4 C3 121.7(3) . . ? C4 C5 C6 119.6(3) . . ? O6 C6 C5 123.0(3) . . ? O6 C6 C1 116.1(3) . . ? C5 C6 C1 120.9(3) . . ? C3 C7 C8 112.0(2) . . ? C3 C7 C29 115.1(3) . . ? C8 C7 C29 109.0(3) . . ? C9 C8 C13 117.4(3) . . ? C9 C8 C7 122.6(3) . . ? C13 C8 C7 120.0(3) . . ? C8 C9 C10 123.6(3) . . ? C9 C10 C11 117.1(3) . . ? C9 C10 C14 122.6(3) . . ? C11 C10 C14 120.3(3) . . ? O11 C11 C10 116.7(3) . . ? O11 C11 C12 121.8(3) . . ? C10 C11 C12 121.5(3) . . ? C13 C12 C11 119.3(3) . . ? O13 C13 C12 122.5(3) . . ? O13 C13 C8 116.4(3) . . ? C12 C13 C8 121.1(3) . . ? C15 C14 C10 111.6(2) . . ? C15 C14 C31 114.6(3) . . ? C10 C14 C31 110.2(2) . . ? C16 C15 C20 117.0(3) . . ? C16 C15 C14 123.9(3) . . ? C20 C15 C14 119.1(3) . . ? C15 C16 C17 123.8(3) . . ? C18 C17 C16 116.8(3) . . ? C18 C17 C21 119.7(3) . . ? C16 C17 C21 123.5(3) . . ? C19 C18 C17 121.5(3) . . ? C19 C18 O18 119.5(3) . . ? C17 C18 O18 118.9(3) . . ? C20 C19 C18 119.9(3) . . ? O20 C20 C19 123.2(3) . . ? O20 C20 C15 115.8(3) . . ? C19 C20 C15 120.9(3) . . ? C22 C21 C17 111.8(2) . . ? C22 C21 C33 111.3(2) . . ? C17 C21 C33 112.5(3) . . ? C23 C22 C27 116.8(3) . . ? C23 C22 C21 121.6(3) . . ? C27 C22 C21 121.6(3) . . ? C24 C23 C22 123.5(3) . . ? C23 C24 C25 117.3(3) . . ? C23 C24 C28 123.7(3) . . ? C25 C24 C28 119.0(3) . . ? O25 C25 C26 124.1(3) . . ? O25 C25 C24 114.4(3) . . ? C26 C25 C24 121.5(3) . . ? C27 C26 C25 119.3(3) . . ? O27 C27 C26 122.4(3) . . ? O27 C27 C22 116.1(3) . . ? C26 C27 C22 121.5(3) . . ? C1 C28 C24 112.1(2) . . ? C1 C28 C35 114.8(2) . . ? C24 C28 C35 112.3(2) . . ? C30 C29 C7 115.0(3) . . ? C32 C31 C14 113.7(3) . . ? C34 C33 C21 115.0(3) . . ? C36 C35 C28 112.0(2) . . ? O4 C41 C42 108.7(3) . . ? C47 C42 C43 118.9(4) . . ? C47 C42 C41 119.7(4) . . ? C43 C42 C41 121.4(3) . . ? C44 C43 C42 120.5(4) . . ? C45 C44 C43 119.0(4) . . ? C46 C45 C44 121.7(4) . . ? C46 C45 Br1 119.5(4) . . ? C44 C45 Br1 118.8(4) . . ? C45 C46 C47 118.9(4) . . ? C42 C47 C46 121.0(4) . . ? O11 C51 C52 111.0(3) . . ? C53 C52 C57 118.9(3) . . ? C53 C52 C51 124.6(3) . . ? C57 C52 C51 116.4(3) . . ? C52 C53 C54 120.3(3) . . ? C55 C54 C53 119.3(3) . . ? C54 C55 C56 121.3(3) . . ? C54 C55 Br2 120.3(3) . . ? C56 C55 Br2 118.3(3) . . ? C57 C56 C55 118.5(3) . . ? C56 C57 C52 121.5(3) . . ? O18 C61 C62 108.1(3) . . ? C63 C62 C67 117.3(3) . . ? C63 C62 C61 121.3(3) . . ? C67 C62 C61 121.4(3) . . ? C64 C63 C62 121.5(3) . . ? C65 C64 C63 119.1(4) . . ? C66 C65 C64 121.0(3) . . ? C66 C65 Br3 119.4(3) . . ? C64 C65 Br3 119.6(3) . . ? C65 C66 C67 119.1(3) . . ? C66 C67 C62 121.9(3) . . ? O25 C71 C72 113.5(3) . . ? C77 C72 C73 118.9(3) . . ? C77 C72 C71 118.8(3) . . ? C73 C72 C71 122.3(3) . . ? C72 C73 C74 120.8(4) . . ? C75 C74 C73 118.6(4) . . ? C74 C75 C76 122.4(4) . . ? C74 C75 Br4 118.8(3) . . ? C76 C75 Br4 118.8(3) . . ? C75 C76 C77 118.4(4) . . ? C72 C77 C76 120.9(4) . . ? C4 O4 C41 117.3(3) . . ? C6 O6 C37 117.8(2) . . ? C11 O11 C51 115.6(2) . . ? C13 O13 C38 117.5(2) . . ? C18 O18 C61 114.5(2) . . ? C20 O20 C39 117.5(3) . . ? C25 O25 C71 119.3(2) . . ? C27 O27 C40 117.4(3) . . ? N100 C100 C200 178.5(6) . . ? 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 C6 C1 C2 C3 -1.7(4) . . . . ? C28 C1 C2 C3 177.0(3) . . . . ? C1 C2 C3 C4 1.5(4) . . . . ? C1 C2 C3 C7 -177.9(3) . . . . ? C2 C3 C4 O4 -179.8(3) . . . . ? C7 C3 C4 O4 -0.4(4) . . . . ? C2 C3 C4 C5 -0.2(4) . . . . ? C7 C3 C4 C5 179.2(3) . . . . ? O4 C4 C5 C6 178.9(3) . . . . ? C3 C4 C5 C6 -0.7(5) . . . . ? C4 C5 C6 O6 -179.8(3) . . . . ? C4 C5 C6 C1 0.4(5) . . . . ? C2 C1 C6 O6 -179.1(3) . . . . ? C28 C1 C6 O6 2.1(4) . . . . ? C2 C1 C6 C5 0.8(4) . . . . ? C28 C1 C6 C5 -178.1(3) . . . . ? C2 C3 C7 C8 -111.0(3) . . . . ? C4 C3 C7 C8 69.6(4) . . . . ? C2 C3 C7 C29 14.2(4) . . . . ? C4 C3 C7 C29 -165.2(3) . . . . ? C3 C7 C8 C9 35.0(4) . . . . ? C29 C7 C8 C9 -93.5(3) . . . . ? C3 C7 C8 C13 -147.0(3) . . . . ? C29 C7 C8 C13 84.5(3) . . . . ? C13 C8 C9 C10 -0.6(5) . . . . ? C7 C8 C9 C10 177.4(3) . . . . ? C8 C9 C10 C11 -1.0(5) . . . . ? C8 C9 C10 C14 -179.8(3) . . . . ? C9 C10 C11 O11 -179.7(3) . . . . ? C14 C10 C11 O11 -0.9(4) . . . . ? C9 C10 C11 C12 2.1(4) . . . . ? C14 C10 C11 C12 -179.0(3) . . . . ? O11 C11 C12 C13 -179.7(3) . . . . ? C10 C11 C12 C13 -1.7(5) . . . . ? C11 C12 C13 O13 -179.7(3) . . . . ? C11 C12 C13 C8 0.0(5) . . . . ? C9 C8 C13 O13 -179.2(3) . . . . ? C7 C8 C13 O13 2.7(4) . . . . ? C9 C8 C13 C12 1.1(5) . . . . ? C7 C8 C13 C12 -177.0(3) . . . . ? C9 C10 C14 C15 -29.5(4) . . . . ? C11 C10 C14 C15 151.7(3) . . . . ? C9 C10 C14 C31 98.9(3) . . . . ? C11 C10 C14 C31 -79.9(3) . . . . ? C10 C14 C15 C16 108.5(3) . . . . ? C31 C14 C15 C16 -17.6(4) . . . . ? C10 C14 C15 C20 -71.7(3) . . . . ? C31 C14 C15 C20 162.3(3) . . . . ? C20 C15 C16 C17 -0.4(4) . . . . ? C14 C15 C16 C17 179.4(3) . . . . ? C15 C16 C17 C18 -0.4(4) . . . . ? C15 C16 C17 C21 -179.8(3) . . . . ? C16 C17 C18 C19 0.7(4) . . . . ? C21 C17 C18 C19 -179.9(3) . . . . ? C16 C17 C18 O18 -176.2(2) . . . . ? C21 C17 C18 O18 3.3(4) . . . . ? C17 C18 C19 C20 -0.1(5) . . . . ? O18 C18 C19 C20 176.7(3) . . . . ? C18 C19 C20 O20 179.3(3) . . . . ? C18 C19 C20 C15 -0.7(5) . . . . ? C16 C15 C20 O20 -179.0(3) . . . . ? C14 C15 C20 O20 1.2(4) . . . . ? C16 C15 C20 C19 1.0(4) . . . . ? C14 C15 C20 C19 -178.8(3) . . . . ? C18 C17 C21 C22 66.4(3) . . . . ? C16 C17 C21 C22 -114.2(3) . . . . ? C18 C17 C21 C33 -167.5(3) . . . . ? C16 C17 C21 C33 11.9(4) . . . . ? C17 C21 C22 C23 37.9(4) . . . . ? C33 C21 C22 C23 -88.7(3) . . . . ? C17 C21 C22 C27 -140.6(3) . . . . ? C33 C21 C22 C27 92.7(3) . . . . ? C27 C22 C23 C24 -0.9(4) . . . . ? C21 C22 C23 C24 -179.5(3) . . . . ? C22 C23 C24 C25 -2.4(4) . . . . ? C22 C23 C24 C28 175.9(3) . . . . ? C23 C24 C25 O25 -175.2(2) . . . . ? C28 C24 C25 O25 6.3(4) . . . . ? C23 C24 C25 C26 4.4(4) . . . . ? C28 C24 C25 C26 -174.0(3) . . . . ? O25 C25 C26 C27 176.5(3) . . . . ? C24 C25 C26 C27 -3.1(4) . . . . ? C25 C26 C27 O27 178.3(3) . . . . ? C25 C26 C27 C22 -0.4(4) . . . . ? C23 C22 C27 O27 -176.5(3) . . . . ? C21 C22 C27 O27 2.2(4) . . . . ? C23 C22 C27 C26 2.4(4) . . . . ? C21 C22 C27 C26 -179.0(3) . . . . ? C2 C1 C28 C24 104.8(3) . . . . ? C6 C1 C28 C24 -76.4(3) . . . . ? C2 C1 C28 C35 -24.9(4) . . . . ? C6 C1 C28 C35 153.9(3) . . . . ? C23 C24 C28 C1 -31.3(4) . . . . ? C25 C24 C28 C1 147.0(3) . . . . ? C23 C24 C28 C35 99.7(3) . . . . ? C25 C24 C28 C35 -82.0(3) . . . . ? C3 C7 C29 C30 68.6(4) . . . . ? C8 C7 C29 C30 -164.7(3) . . . . ? C15 C14 C31 C32 -68.6(4) . . . . ? C10 C14 C31 C32 164.6(3) . . . . ? C22 C21 C33 C34 -61.2(4) . . . . ? C17 C21 C33 C34 172.5(3) . . . . ? C1 C28 C35 C36 -63.9(3) . . . . ? C24 C28 C35 C36 166.5(2) . . . . ? O4 C41 C42 C47 136.8(4) . . . . ? O4 C41 C42 C43 -45.0(5) . . . . ? C47 C42 C43 C44 -0.4(6) . . . . ? C41 C42 C43 C44 -178.6(4) . . . . ? C42 C43 C44 C45 0.0(6) . . . . ? C43 C44 C45 C46 0.6(6) . . . . ? C43 C44 C45 Br1 -178.0(3) . . . . ? C44 C45 C46 C47 -0.7(7) . . . . ? Br1 C45 C46 C47 177.9(3) . . . . ? C43 C42 C47 C46 0.3(6) . . . . ? C41 C42 C47 C46 178.5(4) . . . . ? C45 C46 C47 C42 0.3(7) . . . . ? O11 C51 C52 C53 20.4(5) . . . . ? O11 C51 C52 C57 -163.0(3) . . . . ? C57 C52 C53 C54 -2.1(5) . . . . ? C51 C52 C53 C54 174.5(3) . . . . ? C52 C53 C54 C55 -0.1(5) . . . . ? C53 C54 C55 C56 2.5(5) . . . . ? C53 C54 C55 Br2 -175.0(3) . . . . ? C54 C55 C56 C57 -2.6(5) . . . . ? Br2 C55 C56 C57 175.0(3) . . . . ? C55 C56 C57 C52 0.3(5) . . . . ? C53 C52 C57 C56 2.0(5) . . . . ? C51 C52 C57 C56 -174.9(3) . . . . ? O18 C61 C62 C63 -94.2(4) . . . . ? O18 C61 C62 C67 86.3(4) . . . . ? C67 C62 C63 C64 -0.8(6) . . . . ? C61 C62 C63 C64 179.7(4) . . . . ? C62 C63 C64 C65 0.4(7) . . . . ? C63 C64 C65 C66 0.7(7) . . . . ? C63 C64 C65 Br3 179.9(3) . . . . ? C64 C65 C66 C67 -1.3(6) . . . . ? Br3 C65 C66 C67 179.5(3) . . . . ? C65 C66 C67 C62 0.9(6) . . . . ? C63 C62 C67 C66 0.1(6) . . . . ? C61 C62 C67 C66 179.6(4) . . . . ? O25 C71 C72 C77 -172.1(3) . . . . ? O25 C71 C72 C73 9.7(5) . . . . ? C77 C72 C73 C74 -0.8(6) . . . . ? C71 C72 C73 C74 177.5(4) . . . . ? C72 C73 C74 C75 -0.1(6) . . . . ? C73 C74 C75 C76 1.4(7) . . . . ? C73 C74 C75 Br4 -179.6(3) . . . . ? C74 C75 C76 C77 -1.7(8) . . . . ? Br4 C75 C76 C77 179.3(4) . . . . ? C73 C72 C77 C76 0.4(6) . . . . ? C71 C72 C77 C76 -177.8(4) . . . . ? C75 C76 C77 C72 0.7(7) . . . . ? C5 C4 O4 C41 3.3(5) . . . . ? C3 C4 O4 C41 -177.1(3) . . . . ? C42 C41 O4 C4 174.8(3) . . . . ? C5 C6 O6 C37 6.0(4) . . . . ? C1 C6 O6 C37 -174.2(3) . . . . ? C10 C11 O11 C51 168.1(3) . . . . ? C12 C11 O11 C51 -13.7(4) . . . . ? C52 C51 O11 C11 177.5(3) . . . . ? C12 C13 O13 C38 -15.5(5) . . . . ? C8 C13 O13 C38 164.7(3) . . . . ? C19 C18 O18 C61 64.5(4) . . . . ? C17 C18 O18 C61 -118.6(3) . . . . ? C62 C61 O18 C18 -170.6(3) . . . . ? C19 C20 O20 C39 -2.3(5) . . . . ? C15 C20 O20 C39 177.7(3) . . . . ? C26 C25 O25 C71 2.6(4) . . . . ? C24 C25 O25 C71 -177.7(2) . . . . ? C72 C71 O25 C25 77.8(3) . . . . ? C26 C27 O27 C40 -0.1(4) . . . . ? C22 C27 O27 C40 178.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 66.88 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.198 _refine_diff_density_min -1.009 _refine_diff_density_rms 0.067 #===END