# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Wen-Fu Fu' _publ_contact_author_name 'Wen-Fu Fu' _publ_contact_author_email 'wf fu@yahoo.com.cn' data_complex-1 _database_code_depnum_ccdc_archive 'CCDC 804348' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H42 B Cl3 Cu F4 N6 P' _chemical_formula_weight 1002.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.4863(17) _cell_length_b 17.5038(18) _cell_length_c 31.150(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.520(2) _cell_angle_gamma 90.00 _cell_volume 9403.1(15) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5019 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 22.245 _exptl_crystal_description ? _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4112 _exptl_absorpt_coefficient_mu 0.727 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7217 _exptl_absorpt_correction_T_max 0.8564 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23875 _diffrn_reflns_av_R_equivalents 0.0751 _diffrn_reflns_av_sigmaI/netI 0.0767 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8198 _reflns_number_gt 5268 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0759P)^2^+84.7464P] 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 8198 _refine_ls_number_parameters 647 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1415 _refine_ls_R_factor_gt 0.0943 _refine_ls_wR_factor_ref 0.2476 _refine_ls_wR_factor_gt 0.2175 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 Cu1 Cu 0.07633(5) 0.21900(5) 0.09415(3) 0.0443(3) Uani 1 1 d . . . Cl1 Cl 0.26583(16) 0.46006(16) 0.12300(11) 0.1014(10) Uani 1 1 d . . . Cl2 Cl 0.1004(4) 0.2718(4) 0.22644(19) 0.148(3) Uani 0.839(14) 1 d P A 1 Cl3 Cl 0.1304(4) 0.4090(4) 0.2753(2) 0.165(3) Uani 0.839(14) 1 d P A 1 F1 F 0.1648(16) 0.795(3) 0.2178(11) 0.156(12) Uani 0.60(5) 1 d P B 1 F2 F 0.1300(19) 0.8548(18) 0.1552(9) 0.184(12) Uani 0.60(5) 1 d P B 1 F3 F 0.153(2) 0.918(2) 0.2193(14) 0.194(13) Uani 0.60(5) 1 d P B 1 F4 F 0.0476(11) 0.8433(16) 0.2015(12) 0.186(13) Uani 0.60(5) 1 d P B 1 Cl2' Cl 0.073(2) 0.312(2) 0.2472(11) 0.165(15) Uani 0.161(14) 1 d P A 2 Cl3' Cl 0.173(3) 0.442(2) 0.2423(15) 0.20(2) Uani 0.161(14) 1 d P A 2 F1' F 0.0523(17) 0.871(2) 0.1681(14) 0.170(17) Uani 0.40(5) 1 d P B 2 F2' F 0.112(3) 0.895(4) 0.2344(15) 0.187(19) Uani 0.40(5) 1 d P B 2 F3' F 0.127(4) 0.782(5) 0.205(2) 0.19(2) Uani 0.40(5) 1 d P B 2 F4' F 0.178(3) 0.887(3) 0.1785(17) 0.183(19) Uani 0.40(5) 1 d P B 2 N1 N 0.1802(3) 0.1977(3) 0.13821(18) 0.0407(14) Uani 1 1 d . . . N2 N 0.2273(3) 0.3185(4) 0.1338(2) 0.0526(16) Uani 1 1 d . . . N3 N 0.0926(3) 0.1101(3) 0.06557(18) 0.0386(13) Uani 1 1 d . . . N4 N 0.0613(3) 0.1557(4) -0.00424(19) 0.0484(15) Uani 1 1 d . . . N5 N 0.0150(3) 0.1606(4) 0.13685(18) 0.0473(15) Uani 1 1 d . . . N6 N -0.0862(3) 0.2469(4) 0.1254(2) 0.0554(17) Uani 1 1 d . . . P1 P 0.04555(10) 0.32702(11) 0.05946(6) 0.0403(4) Uani 1 1 d . . . B1 B 0.120(2) 0.855(3) 0.1969(12) 0.176(13) Uani 1 1 d . . . C1 C 0.1244(4) 0.0711(5) 0.1422(2) 0.0515(19) Uani 1 1 d . . . H1 H 0.1391 0.0238 0.1583 0.062 Uiso 1 1 calc R . . C2 C 0.1889(4) 0.1274(4) 0.1543(2) 0.0455(17) Uani 1 1 d . . . C3 C 0.2407(4) 0.2471(5) 0.1500(2) 0.0453(17) Uani 1 1 d . . . C4 C 0.2828(5) 0.3672(5) 0.1438(3) 0.058(2) Uani 1 1 d . . . C5 C 0.3558(5) 0.3537(7) 0.1695(3) 0.075(3) Uani 1 1 d . . . H5 H 0.3936 0.3914 0.1747 0.090 Uiso 1 1 calc R . . C6 C 0.3671(5) 0.2841(7) 0.1857(3) 0.070(3) Uani 1 1 d . . . H6 H 0.4136 0.2729 0.2038 0.084 Uiso 1 1 calc R . . C7 C 0.3107(4) 0.2267(5) 0.1765(2) 0.055(2) Uani 1 1 d . . . C8 C 0.3187(4) 0.1531(6) 0.1929(3) 0.062(2) Uani 1 1 d . . . C9 C 0.2590(5) 0.1038(5) 0.1814(2) 0.059(2) Uani 1 1 d . . . H9 H 0.2637 0.0536 0.1913 0.071 Uiso 1 1 calc R . . C10 C 0.3917(6) 0.1270(7) 0.2228(4) 0.102(4) Uani 1 1 d . . . H10A H 0.3856 0.0748 0.2312 0.153 Uiso 1 1 calc R . . H10B H 0.4003 0.1587 0.2483 0.153 Uiso 1 1 calc R . . H10C H 0.4353 0.1309 0.2078 0.153 Uiso 1 1 calc R . . C11 C 0.1143(4) 0.0524(4) 0.0929(2) 0.0452(17) Uani 1 1 d . . . C12 C 0.0840(4) 0.0956(4) 0.0218(2) 0.0416(17) Uani 1 1 d . . . C13 C 0.0529(5) 0.1446(5) -0.0468(3) 0.056(2) Uani 1 1 d . . . C14 C 0.0690(4) 0.0728(5) -0.0650(3) 0.057(2) Uani 1 1 d . . . H14 H 0.0631 0.0678 -0.0951 0.069 Uiso 1 1 calc R . . C15 C 0.0924(4) 0.0126(5) -0.0400(2) 0.0472(18) Uani 1 1 d . . . C16 C 0.1012(4) 0.0225(4) 0.0059(2) 0.0414(16) Uani 1 1 d . . . C17 C 0.1240(4) -0.0346(4) 0.0363(3) 0.0493(18) Uani 1 1 d . . . H17 H 0.1348 -0.0834 0.0271 0.059 Uiso 1 1 calc R . . C18 C 0.1306(4) -0.0190(4) 0.0793(3) 0.0527(19) Uani 1 1 d . . . H18 H 0.1463 -0.0571 0.0996 0.063 Uiso 1 1 calc R . . C19 C 0.0294(7) 0.2126(6) -0.0753(3) 0.089(3) Uani 1 1 d . . . H19A H 0.0093 0.2516 -0.0586 0.133 Uiso 1 1 calc R . . H19B H -0.0097 0.1977 -0.0991 0.133 Uiso 1 1 calc R . . H19C H 0.0738 0.2319 -0.0863 0.133 Uiso 1 1 calc R . . C20 C 0.1097(5) -0.0627(5) -0.0591(3) 0.064(2) Uani 1 1 d . . . H20A H 0.1122 -0.0563 -0.0895 0.096 Uiso 1 1 calc R . . H20B H 0.0694 -0.0985 -0.0559 0.096 Uiso 1 1 calc R . . H20C H 0.1585 -0.0817 -0.0443 0.096 Uiso 1 1 calc R . . C21 C 0.0474(4) 0.0986(4) 0.1544(2) 0.0486(18) Uani 1 1 d . . . C22 C -0.0557(4) 0.1834(5) 0.1456(2) 0.0481(18) Uani 1 1 d . . . C23 C -0.1558(5) 0.2683(6) 0.1318(3) 0.068(2) Uani 1 1 d . . . C24 C -0.1981(5) 0.2262(8) 0.1591(3) 0.088(4) Uani 1 1 d . . . H24 H -0.2468 0.2434 0.1630 0.106 Uiso 1 1 calc R . . C25 C -0.1696(6) 0.1621(7) 0.1794(3) 0.076(3) Uani 1 1 d . . . C26 C -0.0953(5) 0.1381(6) 0.1732(3) 0.059(2) Uani 1 1 d . . . C27 C -0.0585(6) 0.0738(6) 0.1922(3) 0.073(3) Uani 1 1 d . . . H27 H -0.0819 0.0449 0.2115 0.087 Uiso 1 1 calc R . . C28 C 0.0128(5) 0.0522(5) 0.1827(2) 0.062(2) Uani 1 1 d . . . H28 H 0.0372 0.0081 0.1947 0.074 Uiso 1 1 calc R . . C29 C -0.1882(5) 0.3445(8) 0.1082(4) 0.103(4) Uani 1 1 d . . . H29A H -0.1558 0.3866 0.1195 0.155 Uiso 1 1 calc R . . H29B H -0.2401 0.3532 0.1134 0.155 Uiso 1 1 calc R . . H29C H -0.1884 0.3398 0.0775 0.155 Uiso 1 1 calc R . . C30 C -0.2145(7) 0.1173(8) 0.2092(4) 0.119(5) Uani 1 1 d . . . H30A H -0.1986 0.1337 0.2387 0.179 Uiso 1 1 calc R . . H30B H -0.2040 0.0638 0.2069 0.179 Uiso 1 1 calc R . . H30C H -0.2690 0.1264 0.2006 0.179 Uiso 1 1 calc R . . C31 C -0.0523(4) 0.3329(4) 0.0278(2) 0.0422(16) Uani 1 1 d . . . C32 C -0.0950(4) 0.3984(5) 0.0208(3) 0.055(2) Uani 1 1 d . . . H32 H -0.0754 0.4432 0.0345 0.066 Uiso 1 1 calc R . . C33 C -0.1659(5) 0.4004(6) -0.0058(3) 0.069(2) Uani 1 1 d . . . H33 H -0.1939 0.4457 -0.0100 0.082 Uiso 1 1 calc R . . C34 C -0.1945(5) 0.3358(7) -0.0257(4) 0.091(3) Uani 1 1 d . . . H34 H -0.2418 0.3368 -0.0445 0.110 Uiso 1 1 calc R . . C35 C -0.1546(5) 0.2690(6) -0.0185(4) 0.094(4) Uani 1 1 d . . . H35 H -0.1758 0.2241 -0.0313 0.113 Uiso 1 1 calc R . . C36 C -0.0841(4) 0.2676(5) 0.0073(3) 0.070(3) Uani 1 1 d . . . H36 H -0.0567 0.2218 0.0113 0.084 Uiso 1 1 calc R . . C37 C 0.1054(4) 0.3516(4) 0.0186(2) 0.0420(16) Uani 1 1 d . . . C38 C 0.1817(4) 0.3305(6) 0.0247(3) 0.070(3) Uani 1 1 d . . . H38 H 0.2021 0.3044 0.0500 0.084 Uiso 1 1 calc R . . C39 C 0.2293(5) 0.3464(6) -0.0051(3) 0.078(3) Uani 1 1 d . . . H39 H 0.2811 0.3317 0.0004 0.094 Uiso 1 1 calc R . . C40 C 0.2005(5) 0.3838(6) -0.0427(3) 0.077(3) Uani 1 1 d . . . H40 H 0.2327 0.3948 -0.0628 0.092 Uiso 1 1 calc R . . C41 C 0.1232(5) 0.4054(5) -0.0508(3) 0.066(2) Uani 1 1 d . . . H41 H 0.1031 0.4305 -0.0765 0.079 Uiso 1 1 calc R . . C42 C 0.0763(5) 0.3892(5) -0.0201(3) 0.056(2) Uani 1 1 d . . . H42 H 0.0244 0.4037 -0.0255 0.067 Uiso 1 1 calc R . . C43 C 0.0501(4) 0.4137(5) 0.0924(2) 0.0501(19) Uani 1 1 d . . . C44 C 0.0279(5) 0.4092(6) 0.1331(3) 0.072(3) Uani 1 1 d . . . H44 H 0.0115 0.3627 0.1428 0.086 Uiso 1 1 calc R . . C45 C 0.0301(7) 0.4742(8) 0.1596(4) 0.106(4) Uani 1 1 d . . . H45 H 0.0147 0.4704 0.1866 0.127 Uiso 1 1 calc R . . C46 C 0.0543(7) 0.5419(7) 0.1464(4) 0.087(3) Uani 1 1 d . . . H46 H 0.0552 0.5847 0.1642 0.105 Uiso 1 1 calc R . . C47 C 0.0776(6) 0.5471(5) 0.1063(3) 0.073(3) Uani 1 1 d . . . H47 H 0.0950 0.5936 0.0971 0.088 Uiso 1 1 calc R . . C48 C 0.0752(5) 0.4839(5) 0.0796(3) 0.059(2) Uani 1 1 d . . . H48 H 0.0907 0.4885 0.0526 0.071 Uiso 1 1 calc R . . C49 C 0.1623(9) 0.3448(11) 0.2393(5) 0.141(6) Uani 1 1 d . . . H49A H 0.1687 0.3716 0.2129 0.169 Uiso 0.839(14) 1 calc PR A 1 H49B H 0.2125 0.3248 0.2523 0.169 Uiso 0.839(14) 1 calc PR A 1 H49C H 0.2017 0.3214 0.2608 0.169 Uiso 0.161(14) 1 d PR A 2 H49D H 0.1713 0.3259 0.2113 0.169 Uiso 0.161(14) 1 d PR A 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 Cu1 0.0404(5) 0.0460(5) 0.0466(5) 0.0066(4) 0.0078(4) 0.0048(4) Cl1 0.0847(18) 0.0685(18) 0.150(3) 0.0100(17) 0.0169(17) -0.0224(14) Cl2 0.209(6) 0.124(4) 0.099(4) -0.024(3) -0.013(4) 0.025(4) Cl3 0.218(6) 0.143(5) 0.126(5) -0.037(4) 0.010(4) 0.028(4) F1 0.105(16) 0.24(3) 0.123(18) 0.052(18) 0.019(13) 0.03(2) F2 0.15(2) 0.27(3) 0.130(17) 0.068(17) 0.019(15) 0.009(18) F3 0.15(2) 0.27(4) 0.16(3) 0.05(2) 0.02(2) 0.01(2) F4 0.113(14) 0.28(3) 0.17(3) 0.05(2) 0.031(14) 0.018(15) Cl2' 0.21(3) 0.16(3) 0.12(2) -0.01(2) 0.02(2) 0.03(2) Cl3' 0.26(5) 0.18(4) 0.15(3) -0.01(3) -0.02(3) -0.01(3) F1' 0.12(2) 0.25(4) 0.13(3) 0.05(2) 0.011(19) 0.028(19) F2' 0.15(4) 0.27(4) 0.14(3) 0.05(3) 0.04(2) 0.02(3) F3' 0.15(5) 0.25(5) 0.15(4) 0.05(4) 0.04(3) 0.03(5) F4' 0.14(3) 0.27(4) 0.15(4) 0.05(3) 0.04(3) 0.02(3) N1 0.040(3) 0.040(3) 0.040(3) 0.005(3) -0.001(2) 0.007(3) N2 0.045(3) 0.058(4) 0.054(4) -0.008(3) 0.005(3) -0.004(3) N3 0.037(3) 0.039(3) 0.040(3) 0.006(3) 0.008(2) 0.003(3) N4 0.051(4) 0.056(4) 0.038(3) 0.010(3) 0.006(3) 0.007(3) N5 0.048(3) 0.055(4) 0.041(3) 0.002(3) 0.012(3) -0.002(3) N6 0.042(3) 0.069(5) 0.057(4) 0.002(4) 0.015(3) 0.006(3) P1 0.0351(9) 0.0408(11) 0.0454(10) 0.0053(8) 0.0078(8) 0.0030(8) B1 0.14(3) 0.26(5) 0.14(3) 0.05(3) 0.04(2) 0.02(3) C1 0.057(5) 0.054(5) 0.042(4) 0.009(4) 0.006(3) 0.006(4) C2 0.047(4) 0.053(5) 0.036(4) 0.001(3) 0.008(3) 0.007(4) C3 0.040(4) 0.059(5) 0.036(4) 0.001(3) 0.004(3) 0.001(4) C4 0.060(5) 0.050(5) 0.067(5) -0.011(4) 0.016(4) -0.016(4) C5 0.055(5) 0.097(8) 0.072(6) -0.012(6) 0.009(5) -0.025(5) C6 0.040(4) 0.110(9) 0.058(5) -0.007(6) 0.001(4) -0.017(5) C7 0.041(4) 0.078(6) 0.045(4) -0.008(4) 0.006(3) 0.004(4) C8 0.041(4) 0.092(7) 0.049(5) 0.002(5) -0.004(4) 0.007(5) C9 0.071(5) 0.053(5) 0.052(5) 0.010(4) 0.004(4) 0.034(4) C10 0.085(7) 0.105(9) 0.100(8) -0.004(7) -0.029(6) 0.023(7) C11 0.042(4) 0.051(5) 0.043(4) 0.006(3) 0.008(3) 0.008(3) C12 0.030(3) 0.052(5) 0.044(4) 0.000(3) 0.008(3) -0.001(3) C13 0.054(5) 0.066(6) 0.047(5) 0.006(4) 0.003(4) 0.006(4) C14 0.052(5) 0.074(6) 0.044(4) -0.012(4) 0.007(4) -0.007(4) C15 0.034(4) 0.057(5) 0.050(4) -0.013(4) 0.006(3) -0.008(3) C16 0.033(3) 0.042(4) 0.051(4) -0.004(3) 0.010(3) -0.002(3) C17 0.050(4) 0.037(4) 0.064(5) -0.007(4) 0.017(4) 0.006(3) C18 0.054(4) 0.036(4) 0.069(5) 0.011(4) 0.013(4) 0.007(3) C19 0.137(9) 0.077(7) 0.050(5) 0.011(5) 0.009(6) 0.026(7) C20 0.061(5) 0.062(6) 0.071(6) -0.020(4) 0.015(4) -0.003(4) C21 0.059(5) 0.042(4) 0.044(4) -0.011(3) 0.009(4) -0.012(4) C22 0.047(4) 0.060(5) 0.040(4) -0.015(4) 0.013(3) -0.010(4) C23 0.053(5) 0.093(8) 0.062(5) -0.008(5) 0.018(4) 0.005(5) C24 0.053(5) 0.141(11) 0.080(7) -0.035(7) 0.036(5) -0.019(6) C25 0.067(6) 0.098(8) 0.069(6) -0.010(6) 0.026(5) -0.011(6) C26 0.063(5) 0.077(6) 0.043(4) -0.018(4) 0.022(4) -0.025(5) C27 0.086(7) 0.089(8) 0.048(5) 0.002(5) 0.023(5) -0.029(6) C28 0.081(6) 0.065(6) 0.042(4) 0.002(4) 0.017(4) -0.010(5) C29 0.050(5) 0.174(13) 0.092(8) -0.002(8) 0.030(5) 0.028(7) C30 0.105(9) 0.137(12) 0.138(11) 0.001(9) 0.086(8) -0.010(8) C31 0.042(4) 0.039(4) 0.047(4) 0.006(3) 0.011(3) 0.002(3) C32 0.047(4) 0.045(5) 0.072(5) 0.006(4) 0.007(4) 0.010(4) C33 0.046(5) 0.061(6) 0.099(7) 0.010(5) 0.012(5) 0.010(4) C34 0.041(5) 0.086(8) 0.134(9) 0.004(7) -0.022(5) 0.011(5) C35 0.053(5) 0.063(7) 0.152(10) -0.037(6) -0.026(6) 0.007(5) C36 0.044(4) 0.048(5) 0.115(8) -0.004(5) 0.005(5) 0.014(4) C37 0.040(4) 0.041(4) 0.046(4) -0.004(3) 0.011(3) 0.002(3) C38 0.041(4) 0.107(8) 0.061(5) 0.016(5) 0.007(4) 0.006(5) C39 0.042(5) 0.109(8) 0.087(7) 0.012(6) 0.022(5) -0.003(5) C40 0.065(6) 0.091(8) 0.084(7) 0.011(6) 0.038(5) -0.013(5) C41 0.072(6) 0.066(6) 0.066(6) 0.019(5) 0.029(5) 0.007(5) C42 0.052(4) 0.051(5) 0.068(5) 0.009(4) 0.023(4) 0.009(4) C43 0.037(4) 0.057(5) 0.054(5) -0.002(4) 0.002(3) 0.003(3) C44 0.084(6) 0.066(6) 0.072(6) -0.006(5) 0.028(5) -0.002(5) C45 0.128(10) 0.124(12) 0.072(7) -0.028(8) 0.033(7) 0.013(9) C46 0.108(8) 0.070(7) 0.081(8) -0.024(6) 0.008(6) 0.008(6) C47 0.083(6) 0.048(5) 0.087(7) 0.002(5) 0.007(5) 0.001(5) C48 0.073(5) 0.041(5) 0.066(5) 0.002(4) 0.019(4) 0.000(4) C49 0.126(12) 0.187(19) 0.112(11) 0.000(12) 0.027(9) 0.032(12) _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 Cu1 N5 2.106(6) . ? Cu1 N1 2.121(5) . ? Cu1 N3 2.142(6) . ? Cu1 P1 2.200(2) . ? Cl1 C4 1.756(9) . ? Cl2 C49 1.679(19) . ? Cl2 H49D 1.6895 . ? Cl3 C49 1.744(17) . ? F1 B1 1.41(6) . ? F2 B1 1.34(4) . ? F3 B1 1.37(5) . ? F4 B1 1.32(4) . ? Cl2' C49 1.72(4) . ? Cl3' C49 1.71(4) . ? F1' B1 1.39(5) . ? F2' B1 1.39(7) . ? F3' B1 1.32(9) . ? F4' B1 1.36(5) . ? N1 C2 1.327(9) . ? N1 C3 1.368(9) . ? N2 C4 1.291(9) . ? N2 C3 1.353(10) . ? N3 C11 1.336(9) . ? N3 C12 1.372(8) . ? N4 C13 1.323(9) . ? N4 C12 1.347(9) . ? N5 C21 1.302(10) . ? N5 C22 1.368(9) . ? N6 C23 1.319(10) . ? N6 C22 1.344(10) . ? P1 C43 1.826(8) . ? P1 C37 1.829(7) . ? P1 C31 1.831(7) . ? C1 C2 1.499(11) . ? C1 C21 1.535(10) . ? C1 C11 1.554(10) . ? C1 H1 0.9800 . ? C2 C9 1.429(10) . ? C3 C7 1.405(10) . ? C4 C5 1.410(12) . ? C5 C6 1.321(13) . ? C5 H5 0.9300 . ? C6 C7 1.404(12) . ? C6 H6 0.9300 . ? C7 C8 1.384(12) . ? C8 C9 1.356(12) . ? C8 C10 1.522(12) . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C18 1.365(10) . ? C12 C16 1.422(10) . ? C13 C14 1.428(11) . ? C13 C19 1.500(12) . ? C14 C15 1.333(11) . ? C14 H14 0.9300 . ? C15 C16 1.422(10) . ? C15 C20 1.499(11) . ? C16 C17 1.390(10) . ? C17 C18 1.353(11) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C28 1.408(11) . ? C22 C26 1.429(11) . ? C23 C24 1.421(13) . ? C23 C29 1.582(15) . ? C24 C25 1.342(15) . ? C24 H24 0.9300 . ? C25 C26 1.410(13) . ? C25 C30 1.527(14) . ? C26 C27 1.379(13) . ? C27 C28 1.380(12) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32 1.367(10) . ? C31 C36 1.380(11) . ? C32 C33 1.373(11) . ? C32 H32 0.9300 . ? C33 C34 1.346(13) . ? C33 H33 0.9300 . ? C34 C35 1.360(13) . ? C34 H34 0.9300 . ? C35 C36 1.357(12) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C38 1.366(10) . ? C37 C42 1.394(10) . ? C38 C39 1.374(11) . ? C38 H38 0.9300 . ? C39 C40 1.363(13) . ? C39 H39 0.9300 . ? C40 C41 1.386(12) . ? C40 H40 0.9300 . ? C41 C42 1.389(10) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 C48 1.384(11) . ? C43 C44 1.387(11) . ? C44 C45 1.402(14) . ? C44 H44 0.9300 . ? C45 C46 1.345(16) . ? C45 H45 0.9300 . ? C46 C47 1.382(14) . ? C46 H46 0.9300 . ? C47 C48 1.380(12) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C49 H49C 0.9700 . ? C49 H49D 0.9700 . ? 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 N5 Cu1 N1 88.7(2) . . ? N5 Cu1 N3 87.0(2) . . ? N1 Cu1 N3 87.4(2) . . ? N5 Cu1 P1 128.18(18) . . ? N1 Cu1 P1 125.65(17) . . ? N3 Cu1 P1 126.79(16) . . ? C49 Cl2 H49D 33.5 . . ? C2 N1 C3 116.7(6) . . ? C2 N1 Cu1 116.1(5) . . ? C3 N1 Cu1 127.1(5) . . ? C4 N2 C3 116.4(7) . . ? C11 N3 C12 117.8(6) . . ? C11 N3 Cu1 116.9(5) . . ? C12 N3 Cu1 125.3(5) . . ? C13 N4 C12 117.4(7) . . ? C21 N5 C22 120.3(6) . . ? C21 N5 Cu1 115.9(5) . . ? C22 N5 Cu1 123.8(5) . . ? C23 N6 C22 117.9(7) . . ? C43 P1 C37 102.7(3) . . ? C43 P1 C31 101.9(3) . . ? C37 P1 C31 101.7(3) . . ? C43 P1 Cu1 117.0(3) . . ? C37 P1 Cu1 115.0(2) . . ? C31 P1 Cu1 116.3(2) . . ? F3' B1 F4 84(5) . . ? F3' B1 F2 98(5) . . ? F4 B1 F2 113(4) . . ? F3' B1 F4' 115(4) . . ? F4 B1 F4' 155(4) . . ? F2 B1 F4' 51(2) . . ? F3' B1 F3 132(5) . . ? F4 B1 F3 114(4) . . ? F2 B1 F3 113(4) . . ? F4' B1 F3 67(4) . . ? F3' B1 F2' 111(4) . . ? F4 B1 F2' 76(3) . . ? F2 B1 F2' 150(6) . . ? F4' B1 F2' 109(6) . . ? F3 B1 F2' 42(3) . . ? F3' B1 F1' 111(6) . . ? F4 B1 F1' 51(2) . . ? F2 B1 F1' 67(2) . . ? F4' B1 F1' 105(3) . . ? F3 B1 F1' 114(4) . . ? F2' B1 F1' 104(3) . . ? F3' B1 F1 32(3) . . ? F4 B1 F1 107(4) . . ? F2 B1 F1 107(4) . . ? F4' B1 F1 96(3) . . ? F3 B1 F1 102(3) . . ? F2' B1 F1 97(3) . . ? F1' B1 F1 143(5) . . ? C2 C1 C21 112.7(6) . . ? C2 C1 C11 110.1(6) . . ? C21 C1 C11 110.4(6) . . ? C2 C1 H1 107.8 . . ? C21 C1 H1 107.8 . . ? C11 C1 H1 107.8 . . ? N1 C2 C9 121.7(7) . . ? N1 C2 C1 118.8(6) . . ? C9 C2 C1 119.5(7) . . ? N2 C3 N1 114.0(6) . . ? N2 C3 C7 122.3(7) . . ? N1 C3 C7 123.8(7) . . ? N2 C4 C5 126.8(9) . . ? N2 C4 Cl1 116.7(7) . . ? C5 C4 Cl1 116.6(7) . . ? C6 C5 C4 115.9(8) . . ? C6 C5 H5 122.0 . . ? C4 C5 H5 122.0 . . ? C5 C6 C7 121.7(8) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C8 C7 C6 124.5(8) . . ? C8 C7 C3 118.6(7) . . ? C6 C7 C3 116.9(8) . . ? C9 C8 C7 117.9(7) . . ? C9 C8 C10 120.1(9) . . ? C7 C8 C10 122.0(9) . . ? C8 C9 C2 121.3(8) . . ? C8 C9 H9 119.4 . . ? C2 C9 H9 119.4 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C18 123.2(7) . . ? N3 C11 C1 116.4(6) . . ? C18 C11 C1 120.3(7) . . ? N4 C12 N3 115.2(6) . . ? N4 C12 C16 123.5(6) . . ? N3 C12 C16 121.2(6) . . ? N4 C13 C14 122.1(7) . . ? N4 C13 C19 116.8(8) . . ? C14 C13 C19 121.0(7) . . ? C15 C14 C13 121.7(7) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C14 C15 C16 117.5(7) . . ? C14 C15 C20 121.7(7) . . ? C16 C15 C20 120.7(7) . . ? C17 C16 C15 124.7(7) . . ? C17 C16 C12 117.6(6) . . ? C15 C16 C12 117.7(7) . . ? C18 C17 C16 119.9(7) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C11 120.3(7) . . ? C17 C18 H18 119.9 . . ? C11 C18 H18 119.9 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N5 C21 C28 122.8(7) . . ? N5 C21 C1 119.9(7) . . ? C28 C21 C1 117.3(7) . . ? N6 C22 N5 116.7(6) . . ? N6 C22 C26 123.1(7) . . ? N5 C22 C26 120.1(8) . . ? N6 C23 C24 121.9(10) . . ? N6 C23 C29 116.0(8) . . ? C24 C23 C29 122.2(8) . . ? C25 C24 C23 121.7(9) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C24 C25 C26 117.6(9) . . ? C24 C25 C30 121.8(10) . . ? C26 C25 C30 120.5(11) . . ? C27 C26 C25 124.0(9) . . ? C27 C26 C22 118.2(8) . . ? C25 C26 C22 117.8(9) . . ? C26 C27 C28 120.4(8) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C27 C28 C21 118.2(9) . . ? C27 C28 H28 120.9 . . ? C21 C28 H28 120.9 . . ? C23 C29 H29A 109.5 . . ? C23 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C23 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C36 117.0(7) . . ? C32 C31 P1 124.7(6) . . ? C36 C31 P1 118.2(6) . . ? C31 C32 C33 122.1(8) . . ? C31 C32 H32 118.9 . . ? C33 C32 H32 118.9 . . ? C34 C33 C32 119.2(8) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C33 C34 C35 120.3(8) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.9 . . ? C36 C35 C34 120.3(9) . . ? C36 C35 H35 119.8 . . ? C34 C35 H35 119.8 . . ? C35 C36 C31 121.0(8) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? C38 C37 C42 117.2(7) . . ? C38 C37 P1 119.8(6) . . ? C42 C37 P1 123.0(5) . . ? C37 C38 C39 122.5(8) . . ? C37 C38 H38 118.8 . . ? C39 C38 H38 118.8 . . ? C40 C39 C38 120.0(8) . . ? C40 C39 H39 120.0 . . ? C38 C39 H39 120.0 . . ? C39 C40 C41 119.9(8) . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C40 C41 C42 119.2(8) . . ? C40 C41 H41 120.4 . . ? C42 C41 H41 120.4 . . ? C41 C42 C37 121.2(7) . . ? C41 C42 H42 119.4 . . ? C37 C42 H42 119.4 . . ? C48 C43 C44 117.6(8) . . ? C48 C43 P1 124.2(6) . . ? C44 C43 P1 118.2(7) . . ? C43 C44 C45 120.4(10) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C46 C45 C44 121.1(11) . . ? C46 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C45 C46 C47 119.2(10) . . ? C45 C46 H46 120.4 . . ? C47 C46 H46 120.4 . . ? C48 C47 C46 120.5(9) . . ? C48 C47 H47 119.8 . . ? C46 C47 H47 119.8 . . ? C47 C48 C43 121.2(8) . . ? C47 C48 H48 119.4 . . ? C43 C48 H48 119.4 . . ? Cl2 C49 Cl3' 145.8(19) . . ? Cl2 C49 Cl2' 38.6(14) . . ? Cl3' C49 Cl2' 114(2) . . ? Cl2 C49 Cl3 112.5(10) . . ? Cl3' C49 Cl3 50.6(19) . . ? Cl2' C49 Cl3 74.0(16) . . ? Cl2 C49 H49A 109.1 . . ? Cl3' C49 H49A 62.6 . . ? Cl2' C49 H49A 121.2 . . ? Cl3 C49 H49A 109.1 . . ? Cl2 C49 H49B 109.1 . . ? Cl3' C49 H49B 104.9 . . ? Cl2' C49 H49B 127.1 . . ? Cl3 C49 H49B 109.1 . . ? H49A C49 H49B 107.8 . . ? Cl2 C49 H49C 101.5 . . ? Cl3' C49 H49C 109.0 . . ? Cl2' C49 H49C 108.7 . . ? Cl3 C49 H49C 95.3 . . ? H49A C49 H49C 128.5 . . ? H49B C49 H49C 21.1 . . ? Cl2 C49 H49D 73.8 . . ? Cl3' C49 H49D 110.9 . . ? Cl2' C49 H49D 107.8 . . ? Cl3 C49 H49D 156.2 . . ? H49A C49 H49D 48.9 . . ? H49B C49 H49D 89.0 . . ? H49C C49 H49D 106.0 . . ? 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 N5 Cu1 N1 C2 44.6(5) . . . . ? N3 Cu1 N1 C2 -42.4(5) . . . . ? P1 Cu1 N1 C2 -177.2(4) . . . . ? N5 Cu1 N1 C3 -139.1(6) . . . . ? N3 Cu1 N1 C3 133.9(6) . . . . ? P1 Cu1 N1 C3 -1.0(6) . . . . ? N5 Cu1 N3 C11 -45.5(5) . . . . ? N1 Cu1 N3 C11 43.4(5) . . . . ? P1 Cu1 N3 C11 177.3(4) . . . . ? N5 Cu1 N3 C12 135.9(5) . . . . ? N1 Cu1 N3 C12 -135.3(5) . . . . ? P1 Cu1 N3 C12 -1.3(6) . . . . ? N1 Cu1 N5 C21 -41.4(5) . . . . ? N3 Cu1 N5 C21 46.0(5) . . . . ? P1 Cu1 N5 C21 -177.8(4) . . . . ? N1 Cu1 N5 C22 140.4(6) . . . . ? N3 Cu1 N5 C22 -132.2(6) . . . . ? P1 Cu1 N5 C22 4.0(7) . . . . ? N5 Cu1 P1 C43 68.8(3) . . . . ? N1 Cu1 P1 C43 -53.1(3) . . . . ? N3 Cu1 P1 C43 -170.9(3) . . . . ? N5 Cu1 P1 C37 -170.6(3) . . . . ? N1 Cu1 P1 C37 67.5(3) . . . . ? N3 Cu1 P1 C37 -50.2(3) . . . . ? N5 Cu1 P1 C31 -51.9(3) . . . . ? N1 Cu1 P1 C31 -173.8(3) . . . . ? N3 Cu1 P1 C31 68.4(3) . . . . ? C3 N1 C2 C9 -2.0(10) . . . . ? Cu1 N1 C2 C9 174.7(5) . . . . ? C3 N1 C2 C1 -179.9(6) . . . . ? Cu1 N1 C2 C1 -3.2(8) . . . . ? C21 C1 C2 N1 -57.4(9) . . . . ? C11 C1 C2 N1 66.4(8) . . . . ? C21 C1 C2 C9 124.6(7) . . . . ? C11 C1 C2 C9 -111.6(7) . . . . ? C4 N2 C3 N1 -179.6(6) . . . . ? C4 N2 C3 C7 0.4(10) . . . . ? C2 N1 C3 N2 -177.9(6) . . . . ? Cu1 N1 C3 N2 5.8(9) . . . . ? C2 N1 C3 C7 2.1(10) . . . . ? Cu1 N1 C3 C7 -174.2(5) . . . . ? C3 N2 C4 C5 0.5(12) . . . . ? C3 N2 C4 Cl1 -179.8(5) . . . . ? N2 C4 C5 C6 -1.8(14) . . . . ? Cl1 C4 C5 C6 178.4(7) . . . . ? C4 C5 C6 C7 2.3(14) . . . . ? C5 C6 C7 C8 -179.2(9) . . . . ? C5 C6 C7 C3 -1.6(13) . . . . ? N2 C3 C7 C8 177.9(7) . . . . ? N1 C3 C7 C8 -2.1(11) . . . . ? N2 C3 C7 C6 0.2(11) . . . . ? N1 C3 C7 C6 -179.9(7) . . . . ? C6 C7 C8 C9 179.5(8) . . . . ? C3 C7 C8 C9 1.9(11) . . . . ? C6 C7 C8 C10 -0.7(13) . . . . ? C3 C7 C8 C10 -178.3(8) . . . . ? C7 C8 C9 C2 -2.0(12) . . . . ? C10 C8 C9 C2 178.3(8) . . . . ? N1 C2 C9 C8 2.1(11) . . . . ? C1 C2 C9 C8 179.9(7) . . . . ? C12 N3 C11 C18 2.2(10) . . . . ? Cu1 N3 C11 C18 -176.6(6) . . . . ? C12 N3 C11 C1 179.4(6) . . . . ? Cu1 N3 C11 C1 0.6(8) . . . . ? C2 C1 C11 N3 -64.0(8) . . . . ? C21 C1 C11 N3 61.1(8) . . . . ? C2 C1 C11 C18 113.3(8) . . . . ? C21 C1 C11 C18 -121.6(8) . . . . ? C13 N4 C12 N3 179.4(6) . . . . ? C13 N4 C12 C16 1.8(10) . . . . ? C11 N3 C12 N4 179.4(6) . . . . ? Cu1 N3 C12 N4 -2.0(8) . . . . ? C11 N3 C12 C16 -3.0(9) . . . . ? Cu1 N3 C12 C16 175.7(4) . . . . ? C12 N4 C13 C14 -1.7(11) . . . . ? C12 N4 C13 C19 -178.6(8) . . . . ? N4 C13 C14 C15 1.1(12) . . . . ? C19 C13 C14 C15 177.8(8) . . . . ? C13 C14 C15 C16 -0.4(11) . . . . ? C13 C14 C15 C20 -179.7(7) . . . . ? C14 C15 C16 C17 179.1(7) . . . . ? C20 C15 C16 C17 -1.5(11) . . . . ? C14 C15 C16 C12 0.4(10) . . . . ? C20 C15 C16 C12 179.8(6) . . . . ? N4 C12 C16 C17 180.0(6) . . . . ? N3 C12 C16 C17 2.6(9) . . . . ? N4 C12 C16 C15 -1.2(10) . . . . ? N3 C12 C16 C15 -178.6(6) . . . . ? C15 C16 C17 C18 -180.0(7) . . . . ? C12 C16 C17 C18 -1.3(10) . . . . ? C16 C17 C18 C11 0.5(11) . . . . ? N3 C11 C18 C17 -1.0(12) . . . . ? C1 C11 C18 C17 -178.0(7) . . . . ? C22 N5 C21 C28 -0.1(11) . . . . ? Cu1 N5 C21 C28 -178.4(6) . . . . ? C22 N5 C21 C1 176.5(6) . . . . ? Cu1 N5 C21 C1 -1.9(9) . . . . ? C2 C1 C21 N5 61.7(9) . . . . ? C11 C1 C21 N5 -61.9(9) . . . . ? C2 C1 C21 C28 -121.6(7) . . . . ? C11 C1 C21 C28 114.8(7) . . . . ? C23 N6 C22 N5 177.2(7) . . . . ? C23 N6 C22 C26 0.6(11) . . . . ? C21 N5 C22 N6 -178.3(7) . . . . ? Cu1 N5 C22 N6 -0.1(9) . . . . ? C21 N5 C22 C26 -1.6(10) . . . . ? Cu1 N5 C22 C26 176.6(5) . . . . ? C22 N6 C23 C24 -0.2(13) . . . . ? C22 N6 C23 C29 178.5(8) . . . . ? N6 C23 C24 C25 -0.5(15) . . . . ? C29 C23 C24 C25 -179.1(10) . . . . ? C23 C24 C25 C26 0.7(15) . . . . ? C23 C24 C25 C30 179.2(10) . . . . ? C24 C25 C26 C27 179.6(9) . . . . ? C30 C25 C26 C27 1.1(15) . . . . ? C24 C25 C26 C22 -0.3(13) . . . . ? C30 C25 C26 C22 -178.8(9) . . . . ? N6 C22 C26 C27 179.7(7) . . . . ? N5 C22 C26 C27 3.3(11) . . . . ? N6 C22 C26 C25 -0.4(11) . . . . ? N5 C22 C26 C25 -176.9(7) . . . . ? C25 C26 C27 C28 176.8(8) . . . . ? C22 C26 C27 C28 -3.4(12) . . . . ? C26 C27 C28 C21 1.8(13) . . . . ? N5 C21 C28 C27 0.0(12) . . . . ? C1 C21 C28 C27 -176.6(7) . . . . ? C43 P1 C31 C32 20.2(7) . . . . ? C37 P1 C31 C32 -85.6(7) . . . . ? Cu1 P1 C31 C32 148.7(6) . . . . ? C43 P1 C31 C36 -163.4(7) . . . . ? C37 P1 C31 C36 90.7(7) . . . . ? Cu1 P1 C31 C36 -35.0(7) . . . . ? C36 C31 C32 C33 -1.0(12) . . . . ? P1 C31 C32 C33 175.3(6) . . . . ? C31 C32 C33 C34 0.0(14) . . . . ? C32 C33 C34 C35 2.0(17) . . . . ? C33 C34 C35 C36 -2.9(19) . . . . ? C34 C35 C36 C31 1.9(18) . . . . ? C32 C31 C36 C35 0.1(13) . . . . ? P1 C31 C36 C35 -176.5(8) . . . . ? C43 P1 C37 C38 95.8(7) . . . . ? C31 P1 C37 C38 -158.9(7) . . . . ? Cu1 P1 C37 C38 -32.3(8) . . . . ? C43 P1 C37 C42 -86.5(7) . . . . ? C31 P1 C37 C42 18.7(7) . . . . ? Cu1 P1 C37 C42 145.3(6) . . . . ? C42 C37 C38 C39 1.3(14) . . . . ? P1 C37 C38 C39 179.1(8) . . . . ? C37 C38 C39 C40 -0.8(16) . . . . ? C38 C39 C40 C41 -0.2(16) . . . . ? C39 C40 C41 C42 0.6(15) . . . . ? C40 C41 C42 C37 -0.1(14) . . . . ? C38 C37 C42 C41 -0.9(12) . . . . ? P1 C37 C42 C41 -178.6(7) . . . . ? C37 P1 C43 C48 15.6(7) . . . . ? C31 P1 C43 C48 -89.4(7) . . . . ? Cu1 P1 C43 C48 142.5(6) . . . . ? C37 P1 C43 C44 -163.6(6) . . . . ? C31 P1 C43 C44 91.4(7) . . . . ? Cu1 P1 C43 C44 -36.6(7) . . . . ? C48 C43 C44 C45 1.0(13) . . . . ? P1 C43 C44 C45 -179.8(8) . . . . ? C43 C44 C45 C46 -0.6(18) . . . . ? C44 C45 C46 C47 -0.4(18) . . . . ? C45 C46 C47 C48 0.9(16) . . . . ? C46 C47 C48 C43 -0.5(14) . . . . ? C44 C43 C48 C47 -0.4(12) . . . . ? P1 C43 C48 C47 -179.6(7) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.948 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.086 data_complex-2 _database_code_depnum_ccdc_archive 'CCDC 804349' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46.23 H36.43 B Cl3.52 Cu F4 N6 O0.33 P' _chemical_formula_weight 987.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinici _symmetry_space_group_name_H-M P2(1)/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 14.956(15) _cell_length_b 19.102(19) _cell_length_c 16.461(17) _cell_angle_alpha 90.00 _cell_angle_beta 100.210(17) _cell_angle_gamma 90.00 _cell_volume 4628(8) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 15076 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.52 _exptl_crystal_description ? _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.417 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2013 _exptl_absorpt_coefficient_mu 0.767 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8026 _exptl_absorpt_correction_T_max 0.8826 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Saturn724+ _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28217 _diffrn_reflns_av_R_equivalents 0.0607 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8076 _reflns_number_gt 6668 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1216P)^2^+3.2001P] 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 8076 _refine_ls_number_parameters 660 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0965 _refine_ls_R_factor_gt 0.0789 _refine_ls_wR_factor_ref 0.2331 _refine_ls_wR_factor_gt 0.2138 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.129 _refine_ls_shift/su_max 0.007 _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 Cu1 Cu 0.64395(4) 0.23147(3) 0.71505(4) 0.0306(2) Uani 1 1 d . . . P1 P 0.76079(8) 0.29542(6) 0.69792(8) 0.0314(3) Uani 1 1 d . . . F1 F 0.4431(2) 0.96351(18) 0.7593(2) 0.0622(10) Uani 1 1 d . . . F2 F 0.4592(3) 0.9262(2) 0.8908(2) 0.0777(12) Uani 1 1 d . . . F3 F 0.3456(2) 0.88197(19) 0.7932(2) 0.0668(10) Uani 1 1 d . . . F4 F 0.3405(3) 0.9916(2) 0.8417(3) 0.0967(16) Uani 1 1 d . . . N1 N 0.6344(3) 0.16723(19) 0.8154(2) 0.0322(9) Uani 1 1 d . A . N2 N 0.7798(3) 0.1958(2) 0.8826(3) 0.0350(9) Uani 1 1 d . A . N3 N 0.5769(3) 0.15384(19) 0.6374(2) 0.0329(9) Uani 1 1 d . A . N4 N 0.6793(3) 0.1632(2) 0.5486(3) 0.0397(10) Uani 1 1 d . A . N5 N 0.5125(3) 0.27122(19) 0.7213(3) 0.0327(9) Uani 1 1 d . A . N6 N 0.5486(3) 0.3835(2) 0.6838(3) 0.0385(10) Uani 1 1 d . A . B1 B 0.3950(4) 0.9411(4) 0.8195(5) 0.0516(17) Uani 1 1 d . . . C1 C 0.4803(14) 0.1434(6) 0.7424(15) 0.028(3) Uani 0.671(11) 1 d PU A 1 H1 H 0.4271 0.1144 0.7509 0.033 Uiso 0.671(11) 1 calc PR A 1 C1' C 0.475(3) 0.1607(16) 0.742(3) 0.028(3) Uani 0.329(11) 1 d P A 2 O1 O 0.3932(6) 0.1119(5) 0.7519(6) 0.031(3) Uani 0.329(11) 1 d P A 2 H1O H 0.4084 0.0699 0.7477 0.037 Uiso 0.329(11) 1 calc PR A 2 C2 C 0.5565(3) 0.1316(2) 0.8129(3) 0.0335(11) Uani 1 1 d . . . C3 C 0.5444(3) 0.0819(2) 0.8733(3) 0.0376(12) Uani 1 1 d . A . H3 H 0.4873 0.0593 0.8704 0.045 Uiso 1 1 calc R . . C4 C 0.6138(4) 0.0663(3) 0.9357(3) 0.0431(13) Uani 1 1 d . . . H4 H 0.6069 0.0314 0.9751 0.052 Uiso 1 1 calc R A . C5 C 0.6966(4) 0.1031(2) 0.9408(3) 0.0379(12) Uani 1 1 d . A . C6 C 0.7044(3) 0.1545(2) 0.8800(3) 0.0315(10) Uani 1 1 d . . . C7 C 0.7728(4) 0.0932(3) 1.0044(3) 0.0432(13) Uani 1 1 d . . . H7 H 0.7711 0.0588 1.0458 0.052 Uiso 1 1 calc R A . C8 C 0.8485(4) 0.1332(3) 1.0058(3) 0.0418(12) Uani 1 1 d . A . H8 H 0.9007 0.1266 1.0472 0.050 Uiso 1 1 calc R . . C9 C 0.8472(3) 0.1849(2) 0.9437(3) 0.0384(12) Uani 1 1 d D . . C11 C 0.5001(3) 0.1295(2) 0.6566(3) 0.0359(11) Uani 1 1 d . . . C12 C 0.4352(4) 0.0920(3) 0.5999(4) 0.0453(13) Uani 1 1 d . A . H12 H 0.3808 0.0753 0.6154 0.054 Uiso 1 1 calc R . . C13 C 0.4530(4) 0.0803(3) 0.5219(4) 0.0456(13) Uani 1 1 d . . . H13 H 0.4098 0.0564 0.4822 0.055 Uiso 1 1 calc R A . C14 C 0.5357(4) 0.1038(2) 0.5007(3) 0.0394(12) Uani 1 1 d . A . C15 C 0.5964(3) 0.1397(2) 0.5615(3) 0.0327(11) Uani 1 1 d . . . C16 C 0.5612(4) 0.0938(3) 0.4225(3) 0.0465(14) Uani 1 1 d . . . H16 H 0.5213 0.0707 0.3795 0.056 Uiso 1 1 calc R A . C17 C 0.6431(4) 0.1175(3) 0.4099(3) 0.0502(14) Uani 1 1 d . A . H17 H 0.6614 0.1110 0.3580 0.060 Uiso 1 1 calc R . . C18 C 0.7016(3) 0.1524(2) 0.4756(3) 0.0429(13) Uani 1 1 d D . . C20 C 0.4523(3) 0.2260(2) 0.7424(3) 0.0339(11) Uani 1 1 d . . . C21 C 0.3668(4) 0.2459(3) 0.7600(3) 0.0416(12) Uani 1 1 d . A . H21 H 0.3269 0.2118 0.7756 0.050 Uiso 1 1 calc R . . C22 C 0.3426(3) 0.3145(3) 0.7543(3) 0.0421(13) Uani 1 1 d . . . H22 H 0.2859 0.3290 0.7670 0.050 Uiso 1 1 calc R A . C23 C 0.4024(3) 0.3642(3) 0.7293(3) 0.0386(12) Uani 1 1 d . A . C24 C 0.4875(3) 0.3404(2) 0.7131(3) 0.0330(11) Uani 1 1 d . . . C25 C 0.3811(3) 0.4368(3) 0.7159(3) 0.0445(13) Uani 1 1 d . . . H25 H 0.3254 0.4553 0.7268 0.053 Uiso 1 1 calc R A . C26 C 0.4418(4) 0.4788(3) 0.6873(3) 0.0431(13) Uani 1 1 d . A . H26 H 0.4287 0.5271 0.6777 0.052 Uiso 1 1 calc R . . C27 C 0.5261(3) 0.4502(2) 0.6715(3) 0.0409(12) Uani 1 1 d D . . C29 C 0.7589(3) 0.3314(2) 0.5944(3) 0.0364(11) Uani 1 1 d . . . C30 C 0.6749(4) 0.3352(3) 0.5413(3) 0.0379(12) Uani 1 1 d . . . H30 H 0.6215 0.3199 0.5598 0.045 Uiso 1 1 calc R . . C31 C 0.6689(4) 0.3614(3) 0.4614(3) 0.0443(13) Uani 1 1 d . . . H31 H 0.6116 0.3634 0.4258 0.053 Uiso 1 1 calc R . . C32 C 0.7468(4) 0.3845(3) 0.4333(3) 0.0464(13) Uani 1 1 d . . . H32 H 0.7423 0.4028 0.3790 0.056 Uiso 1 1 calc R . . C33 C 0.8302(4) 0.3808(3) 0.4847(3) 0.0442(13) Uani 1 1 d . . . H33 H 0.8834 0.3959 0.4658 0.053 Uiso 1 1 calc R . . C34 C 0.8362(4) 0.3544(3) 0.5651(3) 0.0404(12) Uani 1 1 d . . . H34 H 0.8938 0.3522 0.6003 0.048 Uiso 1 1 calc R . . C35 C 0.8724(3) 0.2514(3) 0.7180(3) 0.0359(11) Uani 1 1 d . . . C36 C 0.8723(3) 0.1789(3) 0.7030(3) 0.0380(12) Uani 1 1 d . . . H36 H 0.8162 0.1554 0.6853 0.046 Uiso 1 1 calc R . . C37 C 0.9524(4) 0.1413(3) 0.7136(3) 0.0454(13) Uani 1 1 d . . . H37 H 0.9513 0.0924 0.7025 0.055 Uiso 1 1 calc R . . C38 C 1.0359(4) 0.1755(3) 0.7408(3) 0.0437(13) Uani 1 1 d . . . H38 H 1.0912 0.1499 0.7484 0.052 Uiso 1 1 calc R . . C39 C 1.0364(4) 0.2464(3) 0.7564(3) 0.0423(13) Uani 1 1 d . . . H39 H 1.0924 0.2697 0.7747 0.051 Uiso 1 1 calc R . . C40 C 0.9547(3) 0.2846(3) 0.7454(3) 0.0388(12) Uani 1 1 d . . . H40 H 0.9559 0.3333 0.7568 0.047 Uiso 1 1 calc R . . C41 C 0.7724(3) 0.3734(2) 0.7652(3) 0.0343(11) Uani 1 1 d . . . C42 C 0.8130(3) 0.4361(3) 0.7462(3) 0.0418(12) Uani 1 1 d . . . H42 H 0.8432 0.4388 0.7001 0.050 Uiso 1 1 calc R . . C43 C 0.8083(4) 0.4946(3) 0.7966(3) 0.0455(13) Uani 1 1 d . . . H43 H 0.8360 0.5372 0.7845 0.055 Uiso 1 1 calc R . . C44 C 0.7644(4) 0.4919(3) 0.8634(4) 0.0454(13) Uani 1 1 d . . . H44 H 0.7605 0.5326 0.8957 0.054 Uiso 1 1 calc R . . C45 C 0.7260(4) 0.4296(3) 0.8832(3) 0.0439(13) Uani 1 1 d . . . H45 H 0.6963 0.4271 0.9296 0.053 Uiso 1 1 calc R . . C46 C 0.7313(3) 0.3707(3) 0.8343(3) 0.0388(12) Uani 1 1 d . . . H46 H 0.7063 0.3277 0.8487 0.047 Uiso 1 1 calc R . . C19 C 0.7875(10) 0.1791(13) 0.4545(17) 0.041(4) Uani 0.708(9) 1 d PD A 1 H19A H 0.7765 0.2243 0.4263 0.049 Uiso 0.708(9) 1 calc PR A 1 H19B H 0.8105 0.1456 0.4180 0.049 Uiso 0.708(9) 1 calc PR A 1 H19C H 0.8325 0.1849 0.5051 0.049 Uiso 0.708(9) 1 calc PR A 1 C28 C 0.5944(13) 0.4948(11) 0.6417(15) 0.045(4) Uani 0.741(9) 1 d PD A 1 H28A H 0.6156 0.5309 0.6829 0.054 Uiso 0.741(9) 1 calc PR A 1 H28B H 0.5669 0.5171 0.5896 0.054 Uiso 0.741(9) 1 calc PR A 1 H28C H 0.6460 0.4659 0.6328 0.054 Uiso 0.741(9) 1 calc PR A 1 Cl1 Cl 0.9436(6) 0.2366(6) 0.9491(9) 0.049(2) Uani 0.472(9) 1 d PD A 1 Cl1' Cl 0.8080(8) 0.1832(11) 0.4640(11) 0.057(4) Uani 0.292(9) 1 d PD A 2 Cl1" Cl 0.5976(10) 0.5030(10) 0.6255(12) 0.056(4) Uani 0.259(9) 1 d PD A 2 C10 C 0.9254(17) 0.2330(17) 0.948(3) 0.033(5) Uani 0.528(9) 1 d PD A 2 H10A H 0.9684 0.2138 0.9151 0.040 Uiso 0.528(9) 1 calc PR A 2 H10B H 0.9557 0.2383 1.0053 0.040 Uiso 0.528(9) 1 calc PR A 2 H10C H 0.9039 0.2788 0.9256 0.040 Uiso 0.528(9) 1 calc PR A 2 C47 C 0.0794(6) 0.2518(5) 0.5483(5) 0.091(3) Uani 1 1 d . . . H47A H 0.0434 0.2320 0.5878 0.109 Uiso 1 1 calc R . . H47B H 0.0784 0.3034 0.5534 0.109 Uiso 1 1 calc R . . Cl2 Cl 0.19168(16) 0.22210(14) 0.57380(15) 0.1018(8) Uani 1 1 d . . . Cl3 Cl 0.02997(13) 0.22803(10) 0.44875(12) 0.0764(6) Uani 1 1 d . . . Cl4 Cl 0.0959(9) 1.0268(8) 0.5776(7) 0.083(4) Uani 0.15 1 d PDU B -1 Cl5 Cl -0.0596(10) 0.9899(10) 0.4605(10) 0.102(5) Uani 0.15 1 d PDU B -1 C48 C 0.0519(14) 0.9734(18) 0.498(2) 0.066(12) Uani 0.15 1 d PDU B -1 H48A H 0.0870 0.9795 0.4524 0.079 Uiso 0.15 1 calc PR B -1 H48B H 0.0586 0.9241 0.5161 0.079 Uiso 0.15 1 calc PR B -1 Cl7 Cl 0.0032(17) 0.988(2) 0.546(2) 0.172(15) Uani 0.10 1 d PDU C -2 C49 C 0.115(2) 0.979(3) 0.536(3) 0.064(17) Uani 0.10 1 d PDU C -2 H49A H 0.1231 0.9970 0.4818 0.077 Uiso 0.10 1 calc PR C -2 H49B H 0.1314 0.9288 0.5393 0.077 Uiso 0.10 1 calc PR C -2 Cl6 Cl 0.1839(13) 1.0238(11) 0.6127(12) 0.084(5) Uani 0.10 1 d PDU C -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 Cu1 0.0294(4) 0.0290(3) 0.0320(4) 0.0007(2) 0.0013(3) -0.0012(2) P1 0.0298(7) 0.0309(7) 0.0322(7) 0.0019(5) 0.0014(5) -0.0005(5) F1 0.082(3) 0.062(2) 0.0453(19) -0.0115(16) 0.0205(18) -0.0234(18) F2 0.083(3) 0.084(3) 0.058(2) 0.009(2) -0.009(2) -0.025(2) F3 0.057(2) 0.068(2) 0.076(3) -0.0296(19) 0.0142(19) -0.0270(17) F4 0.060(3) 0.077(3) 0.154(4) -0.056(3) 0.022(3) 0.004(2) N1 0.032(2) 0.027(2) 0.037(2) -0.0014(17) 0.0051(19) -0.0003(16) N2 0.034(2) 0.036(2) 0.034(2) 0.0009(18) 0.0015(19) 0.0031(17) N3 0.036(2) 0.026(2) 0.034(2) 0.0003(16) -0.0018(18) 0.0022(16) N4 0.046(3) 0.035(2) 0.038(2) 0.0000(19) 0.007(2) 0.0028(18) N5 0.028(2) 0.028(2) 0.039(2) -0.0035(17) -0.0012(18) -0.0012(15) N6 0.038(2) 0.032(2) 0.043(3) -0.0019(18) -0.001(2) 0.0008(17) B1 0.040(4) 0.057(4) 0.057(4) -0.024(3) 0.010(3) -0.013(3) C1 0.030(4) 0.011(7) 0.041(3) 0.001(6) 0.005(3) -0.002(5) C1' 0.030(4) 0.011(7) 0.041(3) 0.001(6) 0.005(3) -0.002(5) O1 0.026(6) 0.028(5) 0.038(6) 0.002(4) 0.004(4) 0.001(4) C2 0.032(3) 0.031(2) 0.037(3) -0.005(2) 0.006(2) -0.0015(19) C3 0.038(3) 0.031(3) 0.045(3) -0.002(2) 0.012(2) -0.004(2) C4 0.055(3) 0.032(3) 0.043(3) 0.002(2) 0.012(3) -0.004(2) C5 0.046(3) 0.030(2) 0.036(3) -0.002(2) 0.004(2) -0.003(2) C6 0.032(3) 0.029(2) 0.033(3) -0.001(2) 0.004(2) 0.0005(19) C7 0.051(3) 0.040(3) 0.036(3) 0.004(2) 0.000(3) -0.001(2) C8 0.043(3) 0.043(3) 0.035(3) 0.004(2) -0.003(2) 0.002(2) C9 0.039(3) 0.039(3) 0.036(3) -0.002(2) 0.005(2) 0.002(2) C11 0.034(3) 0.030(2) 0.041(3) 0.002(2) 0.001(2) 0.003(2) C12 0.034(3) 0.041(3) 0.056(4) -0.005(3) -0.003(3) -0.005(2) C13 0.043(3) 0.039(3) 0.049(3) -0.009(2) -0.010(3) 0.000(2) C14 0.048(3) 0.027(2) 0.039(3) 0.000(2) -0.005(2) 0.002(2) C15 0.042(3) 0.027(2) 0.028(3) 0.0019(19) 0.002(2) 0.0050(19) C16 0.065(4) 0.037(3) 0.033(3) -0.002(2) -0.004(3) 0.005(3) C17 0.077(4) 0.036(3) 0.037(3) 0.000(2) 0.008(3) 0.005(3) C18 0.066(4) 0.029(3) 0.034(3) 0.000(2) 0.009(3) 0.001(2) C20 0.026(3) 0.038(3) 0.035(3) -0.001(2) -0.003(2) -0.0017(19) C21 0.035(3) 0.046(3) 0.042(3) 0.002(3) 0.002(2) 0.000(2) C22 0.028(3) 0.053(3) 0.045(3) 0.000(3) 0.005(2) 0.009(2) C23 0.035(3) 0.047(3) 0.031(3) -0.006(2) 0.000(2) 0.006(2) C24 0.030(3) 0.033(3) 0.031(3) -0.004(2) -0.007(2) 0.0031(19) C25 0.034(3) 0.044(3) 0.049(3) -0.006(3) -0.009(2) 0.014(2) C26 0.041(3) 0.033(3) 0.050(3) -0.007(2) -0.007(3) 0.009(2) C27 0.046(3) 0.032(3) 0.039(3) -0.005(2) -0.006(2) 0.001(2) C29 0.040(3) 0.030(2) 0.038(3) 0.000(2) 0.004(2) 0.000(2) C30 0.043(3) 0.036(3) 0.033(3) 0.003(2) 0.004(2) -0.002(2) C31 0.044(3) 0.044(3) 0.041(3) 0.007(2) -0.006(3) -0.003(2) C32 0.059(4) 0.045(3) 0.035(3) 0.005(2) 0.007(3) 0.004(3) C33 0.045(3) 0.048(3) 0.040(3) 0.006(2) 0.010(3) -0.004(2) C34 0.038(3) 0.040(3) 0.041(3) 0.008(2) 0.004(2) -0.001(2) C35 0.039(3) 0.032(2) 0.036(3) 0.004(2) 0.006(2) 0.003(2) C36 0.036(3) 0.038(3) 0.038(3) 0.004(2) 0.001(2) 0.002(2) C37 0.053(3) 0.038(3) 0.044(3) 0.005(2) 0.006(3) 0.010(2) C38 0.035(3) 0.053(3) 0.041(3) 0.011(3) 0.000(2) 0.014(2) C39 0.031(3) 0.054(3) 0.039(3) 0.007(3) -0.001(2) -0.003(2) C40 0.034(3) 0.038(3) 0.042(3) 0.001(2) 0.000(2) -0.005(2) C41 0.030(3) 0.035(3) 0.036(3) -0.002(2) -0.001(2) 0.0005(19) C42 0.039(3) 0.041(3) 0.043(3) 0.001(2) 0.000(2) -0.006(2) C43 0.056(4) 0.027(3) 0.047(3) 0.002(2) -0.007(3) -0.007(2) C44 0.050(3) 0.031(3) 0.049(3) -0.010(2) -0.007(3) 0.002(2) C45 0.043(3) 0.043(3) 0.043(3) -0.006(2) 0.002(3) -0.002(2) C46 0.040(3) 0.029(2) 0.045(3) -0.006(2) 0.001(2) -0.005(2) C19 0.048(8) 0.031(6) 0.039(7) -0.023(5) -0.002(7) -0.017(7) C28 0.062(8) 0.028(7) 0.048(9) -0.001(6) 0.017(7) 0.004(5) Cl1 0.035(4) 0.055(3) 0.052(4) 0.003(2) -0.006(3) -0.015(2) Cl1' 0.046(5) 0.075(7) 0.052(7) -0.010(5) 0.015(5) -0.018(4) Cl1" 0.051(6) 0.049(5) 0.064(8) 0.022(5) -0.002(4) -0.005(4) C10 0.013(9) 0.049(11) 0.032(10) 0.020(8) -0.009(8) -0.003(5) C47 0.109(7) 0.105(6) 0.060(5) 0.011(4) 0.015(5) 0.002(5) Cl2 0.0771(14) 0.129(2) 0.0881(16) 0.0103(13) -0.0152(12) -0.0233(12) Cl3 0.0740(12) 0.0921(14) 0.0586(11) 0.0127(9) -0.0004(9) -0.0175(9) Cl4 0.098(8) 0.096(8) 0.061(7) 0.001(6) 0.034(6) -0.024(6) Cl5 0.087(8) 0.112(9) 0.110(9) -0.016(8) 0.026(7) -0.010(7) C48 0.069(15) 0.068(15) 0.062(15) 0.010(10) 0.019(10) -0.001(10) Cl7 0.170(17) 0.171(17) 0.181(18) -0.011(10) 0.046(10) 0.006(10) C49 0.065(19) 0.061(19) 0.067(19) 0.007(10) 0.015(10) -0.002(10) Cl6 0.089(9) 0.093(9) 0.081(8) 0.045(7) 0.044(7) 0.016(7) _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 Cu1 N1 2.083(4) . ? Cu1 N3 2.094(4) . ? Cu1 N5 2.126(4) . ? Cu1 P1 2.191(2) . ? P1 C29 1.833(5) . ? P1 C35 1.845(5) . ? P1 C41 1.846(5) . ? F1 B1 1.391(8) . ? F2 B1 1.407(8) . ? F3 B1 1.378(7) . ? F4 B1 1.354(8) . ? N1 C2 1.343(6) . ? N1 C6 1.375(6) . ? N2 C9 1.309(6) . ? N2 C6 1.372(6) . ? N3 C11 1.328(6) . ? N3 C15 1.359(6) . ? N4 C18 1.318(6) . ? N4 C15 1.370(7) . ? N5 C20 1.338(6) . ? N5 C24 1.373(6) . ? N6 C27 1.323(6) . ? N6 C24 1.380(6) . ? C1 C2 1.49(2) . ? C1 C11 1.52(2) . ? C1 C20 1.632(12) . ? C1 H1 1.0000 . ? C1' C20 1.29(3) . ? C1' O1 1.56(5) . ? C1' C11 1.63(5) . ? C1' C2 1.63(5) . ? O1 H1O 0.8400 . ? C2 C3 1.409(7) . ? C3 C4 1.358(7) . ? C3 H3 0.9500 . ? C4 C5 1.413(7) . ? C4 H4 0.9500 . ? C5 C7 1.416(7) . ? C5 C6 1.420(7) . ? C7 C8 1.362(7) . ? C7 H7 0.9500 . ? C8 C9 1.419(7) . ? C8 H8 0.9500 . ? C9 C10 1.480(3) . ? C9 Cl1 1.737(3) . ? C11 C12 1.417(7) . ? C12 C13 1.375(8) . ? C12 H12 0.9500 . ? C13 C14 1.417(8) . ? C13 H13 0.9500 . ? C14 C15 1.404(7) . ? C14 C16 1.418(8) . ? C16 C17 1.357(8) . ? C16 H16 0.9500 . ? C17 C18 1.430(8) . ? C17 H17 0.9500 . ? C18 C19 1.481(3) . ? C18 Cl1' 1.740(3) . ? C20 C21 1.412(7) . ? C21 C22 1.359(7) . ? C21 H21 0.9500 . ? C22 C23 1.415(7) . ? C22 H22 0.9500 . ? C23 C24 1.421(7) . ? C23 C25 1.432(7) . ? C25 C26 1.357(8) . ? C25 H25 0.9500 . ? C26 C27 1.440(7) . ? C26 H26 0.9500 . ? C27 C28 1.480(3) . ? C27 Cl1" 1.739(3) . ? C29 C34 1.399(7) . ? C29 C30 1.400(7) . ? C30 C31 1.395(7) . ? C30 H30 0.9500 . ? C31 C32 1.399(8) . ? C31 H31 0.9500 . ? C32 C33 1.379(8) . ? C32 H32 0.9500 . ? C33 C34 1.404(7) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C40 1.386(7) . ? C35 C36 1.407(7) . ? C36 C37 1.382(7) . ? C36 H36 0.9500 . ? C37 C38 1.410(8) . ? C37 H37 0.9500 . ? C38 C39 1.379(8) . ? C38 H38 0.9500 . ? C39 C40 1.407(7) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? C41 C46 1.387(7) . ? C41 C42 1.402(7) . ? C42 C43 1.402(7) . ? C42 H42 0.9500 . ? C43 C44 1.377(8) . ? C43 H43 0.9500 . ? C44 C45 1.385(7) . ? C44 H44 0.9500 . ? C45 C46 1.395(7) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C47 Cl3 1.735(8) . ? C47 Cl2 1.751(9) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? Cl4 C48 1.705(10) . ? Cl5 C48 1.700(10) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? Cl7 C49 1.709(11) . ? C49 Cl6 1.711(10) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? 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 N1 Cu1 N3 88.52(17) . . ? N1 Cu1 N5 88.76(16) . . ? N3 Cu1 N5 86.30(16) . . ? N1 Cu1 P1 126.79(12) . . ? N3 Cu1 P1 128.54(13) . . ? N5 Cu1 P1 124.90(13) . . ? C29 P1 C35 101.6(2) . . ? C29 P1 C41 103.8(2) . . ? C35 P1 C41 105.9(2) . . ? C29 P1 Cu1 116.61(17) . . ? C35 P1 Cu1 116.09(18) . . ? C41 P1 Cu1 111.44(17) . . ? C2 N1 C6 118.0(4) . . ? C2 N1 Cu1 117.1(3) . . ? C6 N1 Cu1 124.6(3) . . ? C9 N2 C6 116.7(4) . . ? C11 N3 C15 119.0(4) . . ? C11 N3 Cu1 116.3(3) . . ? C15 N3 Cu1 123.0(3) . . ? C18 N4 C15 118.2(4) . . ? C20 N5 C24 117.5(4) . . ? C20 N5 Cu1 116.9(3) . . ? C24 N5 Cu1 125.3(3) . . ? C27 N6 C24 117.5(4) . . ? F4 B1 F3 110.7(5) . . ? F4 B1 F1 112.7(6) . . ? F3 B1 F1 110.2(5) . . ? F4 B1 F2 105.9(5) . . ? F3 B1 F2 110.2(6) . . ? F1 B1 F2 107.1(5) . . ? C2 C1 C11 116.7(13) . . ? C2 C1 C20 107.9(11) . . ? C11 C1 C20 105.1(11) . . ? C2 C1 H1 108.9 . . ? C11 C1 H1 108.9 . . ? C20 C1 H1 108.9 . . ? C20 C1' O1 112(3) . . ? C20 C1' C11 117(3) . . ? O1 C1' C11 100(2) . . ? C20 C1' C2 119(3) . . ? O1 C1' C2 103(2) . . ? C11 C1' C2 103(2) . . ? C1' O1 H1O 109.5 . . ? N1 C2 C3 122.7(4) . . ? N1 C2 C1 119.0(8) . . ? C3 C2 C1 118.3(8) . . ? N1 C2 C1' 112.7(16) . . ? C3 C2 C1' 124.0(17) . . ? C1 C2 C1' 11.5(17) . . ? C4 C3 C2 120.3(5) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 118.7(5) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C4 C5 C7 124.0(5) . . ? C4 C5 C6 118.7(5) . . ? C7 C5 C6 117.2(5) . . ? N2 C6 N1 115.5(4) . . ? N2 C6 C5 123.0(4) . . ? N1 C6 C5 121.5(4) . . ? C8 C7 C5 119.7(5) . . ? C8 C7 H7 120.2 . . ? C5 C7 H7 120.2 . . ? C7 C8 C9 118.2(5) . . ? C7 C8 H8 120.9 . . ? C9 C8 H8 120.9 . . ? N2 C9 C8 125.1(4) . . ? N2 C9 C10 115.5(16) . . ? C8 C9 C10 119.4(16) . . ? N2 C9 Cl1 117.9(6) . . ? C8 C9 Cl1 117.0(6) . . ? C10 C9 Cl1 4(2) . . ? N3 C11 C12 122.7(5) . . ? N3 C11 C1 118.7(9) . . ? C12 C11 C1 118.6(9) . . ? N3 C11 C1' 114.9(16) . . ? C12 C11 C1' 121.1(17) . . ? C1 C11 C1' 11.6(16) . . ? C13 C12 C11 118.3(5) . . ? C13 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? C12 C13 C14 120.0(5) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 117.5(5) . . ? C15 C14 C16 118.0(5) . . ? C13 C14 C16 124.6(5) . . ? N3 C15 N4 115.1(4) . . ? N3 C15 C14 122.4(5) . . ? N4 C15 C14 122.5(5) . . ? C17 C16 C14 119.3(5) . . ? C17 C16 H16 120.3 . . ? C14 C16 H16 120.3 . . ? C16 C17 C18 119.2(5) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? N4 C18 C17 122.9(5) . . ? N4 C18 C19 122.1(11) . . ? C17 C18 C19 115.0(11) . . ? N4 C18 Cl1' 115.6(7) . . ? C17 C18 Cl1' 121.5(8) . . ? C19 C18 Cl1' 7.2(17) . . ? C1' C20 N5 116(2) . . ? C1' C20 C21 120(2) . . ? N5 C20 C21 123.7(5) . . ? C1' C20 C1 0(3) . . ? N5 C20 C1 116.1(9) . . ? C21 C20 C1 120.2(9) . . ? C22 C21 C20 119.1(5) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C21 C22 C23 119.5(5) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C22 C23 C24 118.2(5) . . ? C22 C23 C25 124.1(5) . . ? C24 C23 C25 117.7(5) . . ? N5 C24 N6 115.0(4) . . ? N5 C24 C23 121.9(4) . . ? N6 C24 C23 123.0(4) . . ? C26 C25 C23 118.8(5) . . ? C26 C25 H25 120.6 . . ? C23 C25 H25 120.6 . . ? C25 C26 C27 119.9(5) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? N6 C27 C26 123.1(4) . . ? N6 C27 C28 115.6(10) . . ? C26 C27 C28 121.2(11) . . ? N6 C27 Cl1" 117.7(9) . . ? C26 C27 Cl1" 118.9(8) . . ? C28 C27 Cl1" 6.7(16) . . ? C34 C29 C30 118.3(5) . . ? C34 C29 P1 124.1(4) . . ? C30 C29 P1 117.6(4) . . ? C31 C30 C29 120.5(5) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 120.5(5) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C33 C32 C31 119.7(5) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C34 119.8(5) . . ? C32 C33 H33 120.1 . . ? C34 C33 H33 120.1 . . ? C29 C34 C33 121.2(5) . . ? C29 C34 H34 119.4 . . ? C33 C34 H34 119.4 . . ? C40 C35 C36 118.7(5) . . ? C40 C35 P1 125.0(4) . . ? C36 C35 P1 116.4(4) . . ? C37 C36 C35 121.1(5) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C38 119.9(5) . . ? C36 C37 H37 120.0 . . ? C38 C37 H37 120.0 . . ? C39 C38 C37 119.3(5) . . ? C39 C38 H38 120.3 . . ? C37 C38 H38 120.3 . . ? C38 C39 C40 120.6(5) . . ? C38 C39 H39 119.7 . . ? C40 C39 H39 119.7 . . ? C35 C40 C39 120.4(5) . . ? C35 C40 H40 119.8 . . ? C39 C40 H40 119.8 . . ? C46 C41 C42 119.2(5) . . ? C46 C41 P1 116.9(4) . . ? C42 C41 P1 123.6(4) . . ? C41 C42 C43 118.7(5) . . ? C41 C42 H42 120.7 . . ? C43 C42 H42 120.7 . . ? C44 C43 C42 121.5(5) . . ? C44 C43 H43 119.2 . . ? C42 C43 H43 119.2 . . ? C43 C44 C45 119.9(5) . . ? C43 C44 H44 120.1 . . ? C45 C44 H44 120.1 . . ? C44 C45 C46 119.2(5) . . ? C44 C45 H45 120.4 . . ? C46 C45 H45 120.4 . . ? C41 C46 C45 121.5(5) . . ? C41 C46 H46 119.2 . . ? C45 C46 H46 119.2 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? Cl3 C47 Cl2 111.8(5) . . ? Cl3 C47 H47A 109.3 . . ? Cl2 C47 H47A 109.3 . . ? Cl3 C47 H47B 109.3 . . ? Cl2 C47 H47B 109.3 . . ? H47A C47 H47B 107.9 . . ? Cl5 C48 Cl4 112.7(9) . . ? Cl5 C48 H48A 109.1 . . ? Cl4 C48 H48A 109.1 . . ? Cl5 C48 H48B 109.1 . . ? Cl4 C48 H48B 109.1 . . ? H48A C48 H48B 107.8 . . ? Cl7 C49 Cl6 110.9(9) . . ? Cl7 C49 H49A 109.5 . . ? Cl6 C49 H49A 109.5 . . ? Cl7 C49 H49B 109.5 . . ? Cl6 C49 H49B 109.5 . . ? H49A C49 H49B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.823 _refine_diff_density_min -0.615 _refine_diff_density_rms 0.099 data_complex-3 _database_code_depnum_ccdc_archive 'CCDC 804350' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H28 Cl3 N8 O7.50 Pb' _chemical_formula_weight 946.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.8676(10) _cell_length_b 19.013(2) _cell_length_c 19.500(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.953(2) _cell_angle_gamma 90.00 _cell_volume 3649.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4305 _cell_measurement_theta_min 2.333 _cell_measurement_theta_max 25.053 _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.722 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1852 _exptl_absorpt_coefficient_mu 4.900 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3986 _exptl_absorpt_correction_T_max 0.5269 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17667 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_sigmaI/netI 0.0897 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.01 _reflns_number_total 6423 _reflns_number_gt 4232 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0393P)^2^+33.6230P] 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 6423 _refine_ls_number_parameters 480 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1015 _refine_ls_R_factor_gt 0.0640 _refine_ls_wR_factor_ref 0.1558 _refine_ls_wR_factor_gt 0.1387 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 Pb1 Pb 0.11840(4) 0.75968(2) 0.18871(3) 0.04465(17) Uani 1 1 d . . . Cl1 Cl -0.0582(4) 0.5524(2) 0.3180(3) 0.0941(14) Uani 1 1 d . . . Cl2 Cl 0.323(2) 0.4117(7) 1.0263(7) 0.176(7) Uani 0.70(3) 1 d P A 1 Cl3 Cl 0.270(2) 0.5339(7) 0.9398(6) 0.178(8) Uani 0.70(3) 1 d P A 1 Cl2' Cl 0.424(5) 0.430(2) 0.993(2) 0.202(17) Uani 0.30(3) 1 d P A 2 Cl3' Cl 0.139(5) 0.4978(19) 0.9713(17) 0.18(2) Uani 0.30(3) 1 d P A 2 N1 N 0.3314(8) 0.6994(5) 0.2759(5) 0.043(2) Uani 1 1 d . . . N2 N 0.1567(10) 0.6269(6) 0.3002(5) 0.053(3) Uani 1 1 d . . . N3 N 0.2896(8) 0.8462(5) 0.2525(5) 0.041(2) Uani 1 1 d . . . N4 N 0.0768(9) 0.8925(5) 0.2546(5) 0.051(3) Uani 1 1 d . . . N5 N 0.3558(8) 0.7575(5) 0.1412(4) 0.039(2) Uani 1 1 d . . . N6 N 0.1977(11) 0.7276(5) 0.0567(5) 0.052(3) Uani 1 1 d . . . N7 N -0.0104(13) 0.8635(7) 0.0850(6) 0.066(3) Uani 1 1 d . . . N8 N -0.1709(10) 0.6653(7) 0.1918(6) 0.059(3) Uani 1 1 d . . . O1 O 0.6438(8) 0.8004(5) 0.2613(5) 0.061(2) Uani 1 1 d . . . H1 H 0.6925 0.7703 0.2456 0.091 Uiso 1 1 calc R . . O2 O 0.1129(10) 0.8672(5) 0.1039(5) 0.067(3) Uani 1 1 d . . . O3 O -0.0820(10) 0.8147(6) 0.1045(6) 0.080(3) Uani 1 1 d . . . O4 O -0.0626(13) 0.9084(7) 0.0467(7) 0.118(5) Uani 1 1 d . . . O5 O -0.1501(8) 0.7187(5) 0.2293(5) 0.065(3) Uani 1 1 d . . . O6 O -0.0768(9) 0.6439(6) 0.1566(5) 0.075(3) Uani 1 1 d . . . O7 O -0.2836(10) 0.6382(6) 0.1885(6) 0.091(4) Uani 1 1 d . . . O8 O 0.459(3) 0.9295(11) 1.0015(14) 0.138(11) Uani 0.50 1 d P . . H8A H 0.4851 0.9714 1.0103 0.166 Uiso 0.50 1 d PR . . H8B H 0.4500 0.9249 0.9581 0.166 Uiso 0.50 1 d PR . . C1 C 0.5048(10) 0.7844(6) 0.2426(6) 0.043(3) Uani 1 1 d . . . C2 C 0.4612(11) 0.7176(6) 0.2815(6) 0.039(3) Uani 1 1 d . . . C3 C 0.2931(11) 0.6418(6) 0.3095(6) 0.041(3) Uani 1 1 d . . . C4 C 0.1144(13) 0.5708(8) 0.3311(7) 0.061(4) Uani 1 1 d . . . C5 C 0.1959(16) 0.5253(8) 0.3732(8) 0.074(4) Uani 1 1 d . . . H5 H 0.1592 0.4859 0.3933 0.089 Uiso 1 1 calc R . . C6 C 0.3294(15) 0.5410(8) 0.3835(7) 0.067(4) Uani 1 1 d . . . H6 H 0.3856 0.5120 0.4114 0.081 Uiso 1 1 calc R . . C7 C 0.3851(12) 0.6009(7) 0.3525(6) 0.049(3) Uani 1 1 d . . . C8 C 0.5227(11) 0.6228(7) 0.3596(7) 0.053(3) Uani 1 1 d . . . C9 C 0.5590(12) 0.6798(7) 0.3223(6) 0.050(3) Uani 1 1 d . . . H9 H 0.6495 0.6937 0.3239 0.060 Uiso 1 1 calc R . . C10 C 0.6273(14) 0.5835(9) 0.4069(8) 0.080(5) Uani 1 1 d . . . H10A H 0.7171 0.5985 0.3974 0.121 Uiso 1 1 calc R . . H10B H 0.6186 0.5339 0.3989 0.121 Uiso 1 1 calc R . . H10C H 0.6119 0.5937 0.4539 0.121 Uiso 1 1 calc R . . C11 C 0.4238(11) 0.8476(6) 0.2663(6) 0.038(3) Uani 1 1 d . . . C12 C 0.2120(11) 0.9013(6) 0.2721(6) 0.042(3) Uani 1 1 d . . . C13 C -0.0037(12) 0.9455(7) 0.2685(7) 0.056(3) Uani 1 1 d . . . C14 C 0.0451(14) 1.0069(7) 0.3027(7) 0.061(4) Uani 1 1 d . . . H14 H -0.0158 1.0426 0.3115 0.073 Uiso 1 1 calc R . . C15 C 0.1788(13) 1.0153(6) 0.3232(6) 0.049(3) Uani 1 1 d . . . C16 C 0.2697(12) 0.9606(6) 0.3066(6) 0.043(3) Uani 1 1 d . . . C17 C 0.4117(12) 0.9602(7) 0.3201(6) 0.053(3) Uani 1 1 d . . . H17 H 0.4542 0.9981 0.3427 0.063 Uiso 1 1 calc R . . C18 C 0.4869(12) 0.9052(6) 0.3003(6) 0.047(3) Uani 1 1 d . . . H18 H 0.5807 0.9055 0.3093 0.056 Uiso 1 1 calc R . . C19 C -0.1530(12) 0.9369(8) 0.2473(9) 0.084(5) Uani 1 1 d . . . H19A H -0.1676 0.9438 0.1986 0.126 Uiso 1 1 calc R . . H19B H -0.2044 0.9711 0.2708 0.126 Uiso 1 1 calc R . . H19C H -0.1818 0.8905 0.2590 0.126 Uiso 1 1 calc R . . C20 C 0.2290(15) 1.0793(7) 0.3622(7) 0.071(4) Uani 1 1 d . . . H20A H 0.1606 1.1153 0.3584 0.106 Uiso 1 1 calc R . . H20B H 0.3103 1.0962 0.3434 0.106 Uiso 1 1 calc R . . H20C H 0.2482 1.0674 0.4097 0.106 Uiso 1 1 calc R . . C21 C 0.4818(11) 0.7747(6) 0.1640(6) 0.043(3) Uani 1 1 d . . . C22 C 0.3304(11) 0.7459(6) 0.0732(6) 0.044(3) Uani 1 1 d . . . C23 C 0.1622(14) 0.7125(7) -0.0095(7) 0.057(3) Uani 1 1 d . . . C24 C 0.2504(17) 0.7158(8) -0.0596(7) 0.073(4) Uani 1 1 d . . . H24 H 0.2185 0.7051 -0.1044 0.087 Uiso 1 1 calc R . . C25 C 0.3909(17) 0.7350(8) -0.0471(6) 0.072(4) Uani 1 1 d . . . C26 C 0.4316(13) 0.7507(7) 0.0242(6) 0.055(3) Uani 1 1 d . . . C27 C 0.5610(13) 0.7720(8) 0.0504(7) 0.067(4) Uani 1 1 d . . . H27 H 0.6304 0.7776 0.0209 0.081 Uiso 1 1 calc R . . C28 C 0.5860(12) 0.7847(7) 0.1205(7) 0.057(4) Uani 1 1 d . . . H28 H 0.6712 0.7998 0.1379 0.068 Uiso 1 1 calc R . . C29 C 0.0149(16) 0.6919(9) -0.0257(7) 0.085(5) Uani 1 1 d . . . H29A H 0.0106 0.6450 -0.0440 0.128 Uiso 1 1 calc R . . H29B H -0.0265 0.7239 -0.0589 0.128 Uiso 1 1 calc R . . H29C H -0.0327 0.6937 0.0156 0.128 Uiso 1 1 calc R . . C30 C 0.4899(18) 0.7416(11) -0.1016(8) 0.114(7) Uani 1 1 d . . . H30A H 0.4894 0.7890 -0.1185 0.171 Uiso 1 1 calc R . . H30B H 0.4644 0.7100 -0.1387 0.171 Uiso 1 1 calc R . . H30C H 0.5794 0.7299 -0.0825 0.171 Uiso 1 1 calc R . . C31 C 0.275(4) 0.4468(16) 0.9492(14) 0.186(12) Uani 1 1 d . . . H31A H 0.3365 0.4286 0.9166 0.223 Uiso 0.70(3) 1 calc PR A 1 H31B H 0.1856 0.4289 0.9355 0.223 Uiso 0.70(3) 1 calc PR A 1 H31C H 0.2371 0.4010 0.9376 0.223 Uiso 0.30(3) 1 d PR A 2 H31D H 0.3005 0.4667 0.9060 0.223 Uiso 0.30(3) 1 d PR A 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 Pb1 0.0316(2) 0.0481(3) 0.0541(3) -0.0036(3) 0.00218(17) -0.0038(2) Cl1 0.057(2) 0.098(3) 0.129(4) 0.007(3) 0.020(2) -0.026(2) Cl2 0.270(19) 0.144(9) 0.111(9) 0.001(7) -0.010(10) 0.022(10) Cl3 0.28(2) 0.137(10) 0.114(8) 0.009(7) -0.002(9) 0.040(10) Cl2' 0.26(5) 0.19(3) 0.15(3) 0.00(2) 0.01(3) 0.03(3) Cl3' 0.26(4) 0.17(3) 0.12(2) -0.04(2) -0.05(3) 0.05(3) N1 0.025(5) 0.048(6) 0.055(6) 0.001(5) 0.000(4) -0.003(4) N2 0.042(6) 0.061(7) 0.056(7) 0.004(6) 0.004(5) -0.002(5) N3 0.026(5) 0.051(6) 0.045(6) -0.003(5) 0.005(4) 0.003(4) N4 0.033(5) 0.056(7) 0.064(7) 0.000(5) 0.004(5) 0.000(5) N5 0.034(5) 0.047(6) 0.036(5) 0.001(4) 0.001(4) -0.001(4) N6 0.062(7) 0.046(6) 0.046(6) -0.002(5) -0.005(5) -0.001(5) N7 0.061(8) 0.073(9) 0.066(9) 0.008(7) 0.010(7) 0.010(7) N8 0.035(6) 0.073(8) 0.070(8) 0.003(7) 0.000(6) -0.005(6) O1 0.036(5) 0.074(7) 0.072(7) -0.006(5) 0.001(4) -0.005(4) O2 0.063(6) 0.058(6) 0.081(7) 0.002(5) 0.016(5) -0.012(5) O3 0.053(6) 0.089(8) 0.096(8) 0.024(7) 0.000(5) -0.006(6) O4 0.109(10) 0.133(11) 0.110(10) 0.059(9) 0.001(8) 0.029(8) O5 0.032(5) 0.080(7) 0.085(7) -0.013(6) 0.014(4) -0.006(4) O6 0.050(6) 0.098(8) 0.080(7) -0.031(6) 0.021(5) -0.008(5) O7 0.054(6) 0.121(9) 0.098(9) -0.019(7) 0.011(6) -0.035(6) O8 0.26(4) 0.055(15) 0.10(2) -0.015(14) 0.02(2) -0.022(18) C1 0.017(5) 0.060(8) 0.052(7) 0.004(6) -0.001(5) -0.008(5) C2 0.036(6) 0.044(7) 0.038(7) -0.007(5) 0.000(5) 0.004(5) C3 0.033(6) 0.051(7) 0.038(7) -0.007(6) 0.003(5) -0.002(5) C4 0.054(8) 0.064(9) 0.065(10) -0.002(8) 0.014(7) -0.005(7) C5 0.075(11) 0.064(10) 0.086(12) 0.014(9) 0.025(9) -0.001(8) C6 0.066(10) 0.069(10) 0.067(10) 0.008(8) 0.006(8) 0.011(8) C7 0.044(7) 0.054(8) 0.049(8) -0.002(6) 0.006(6) 0.007(6) C8 0.032(7) 0.067(9) 0.061(9) 0.003(7) 0.005(6) 0.013(6) C9 0.037(7) 0.056(8) 0.058(8) -0.004(7) 0.003(6) 0.003(6) C10 0.059(9) 0.107(13) 0.075(11) 0.026(9) -0.005(8) 0.020(9) C11 0.035(6) 0.041(7) 0.039(7) 0.002(5) 0.004(5) 0.002(5) C12 0.031(6) 0.037(7) 0.060(8) 0.004(6) 0.012(5) -0.001(5) C13 0.039(7) 0.056(9) 0.073(10) 0.006(7) 0.010(6) 0.002(6) C14 0.066(9) 0.045(8) 0.075(10) 0.002(7) 0.031(8) 0.011(7) C15 0.063(9) 0.036(7) 0.048(8) 0.003(6) 0.014(6) 0.002(6) C16 0.051(7) 0.042(7) 0.037(7) 0.008(5) 0.004(5) -0.003(6) C17 0.059(9) 0.049(8) 0.049(8) -0.011(6) -0.005(6) -0.011(6) C18 0.039(7) 0.051(8) 0.050(8) -0.009(6) 0.002(6) -0.004(6) C19 0.031(8) 0.091(12) 0.133(15) 0.002(11) 0.024(8) 0.011(7) C20 0.099(12) 0.045(8) 0.068(10) -0.005(7) 0.002(8) 0.001(8) C21 0.034(6) 0.046(7) 0.049(7) 0.001(6) 0.012(5) -0.001(5) C22 0.041(6) 0.045(7) 0.044(7) 0.010(6) 0.000(5) 0.002(5) C23 0.070(9) 0.053(8) 0.048(8) 0.000(6) -0.002(7) 0.004(7) C24 0.098(13) 0.082(11) 0.041(8) 0.003(7) 0.025(8) -0.017(9) C25 0.109(13) 0.079(10) 0.030(7) 0.020(7) 0.024(7) 0.026(9) C26 0.062(8) 0.060(9) 0.044(7) 0.012(6) 0.013(6) 0.005(7) C27 0.051(8) 0.108(12) 0.046(8) 0.017(8) 0.022(6) 0.007(8) C28 0.030(6) 0.081(10) 0.062(9) 0.008(7) 0.015(6) -0.002(6) C29 0.096(12) 0.105(13) 0.051(9) 0.001(9) -0.025(8) -0.028(10) C30 0.099(13) 0.19(2) 0.051(10) 0.018(12) 0.027(9) 0.044(14) C31 0.28(4) 0.17(3) 0.11(2) -0.03(2) -0.02(2) 0.00(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 Pb1 N5 2.578(8) . ? Pb1 N3 2.611(9) . ? Pb1 O2 2.627(9) . ? Pb1 O3 2.693(10) . ? Pb1 N6 2.808(10) . ? Pb1 N1 2.851(9) . ? Pb1 N4 2.876(10) . ? Pb1 O5 2.923(8) . ? Pb1 O6 2.963(9) . ? Pb1 N2 3.335(11) . ? Cl1 C4 1.741(14) . ? Cl2 C31 1.68(3) . ? Cl3 C31 1.67(3) . ? Cl3 H31D 1.4762 . ? Cl2' C31 1.67(5) . ? Cl3' C31 1.74(5) . ? N1 C2 1.324(13) . ? N1 C3 1.343(14) . ? N2 C4 1.308(16) . ? N2 C3 1.375(14) . ? N3 C11 1.333(13) . ? N3 C12 1.369(14) . ? N4 C13 1.323(15) . ? N4 C12 1.365(13) . ? N5 C21 1.332(13) . ? N5 C22 1.352(14) . ? N6 C23 1.347(16) . ? N6 C22 1.371(14) . ? N7 O4 1.224(15) . ? N7 O3 1.241(14) . ? N7 O2 1.249(14) . ? N8 O7 1.223(13) . ? N8 O5 1.259(13) . ? N8 O6 1.261(13) . ? O1 C1 1.427(12) . ? O1 H1 0.8200 . ? O8 H8A 0.8499 . ? O8 H8B 0.8500 . ? C1 C11 1.533(15) . ? C1 C21 1.544(16) . ? C1 C2 1.557(16) . ? C2 C9 1.404(16) . ? C3 C7 1.424(16) . ? C4 C5 1.407(19) . ? C5 C6 1.353(19) . ? C5 H5 0.9300 . ? C6 C7 1.419(18) . ? C6 H6 0.9300 . ? C7 C8 1.418(16) . ? C8 C9 1.367(17) . ? C8 C10 1.530(17) . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C18 1.403(15) . ? C12 C16 1.412(16) . ? C13 C14 1.413(18) . ? C13 C19 1.512(17) . ? C14 C15 1.361(17) . ? C14 H14 0.9300 . ? C15 C16 1.425(16) . ? C15 C20 1.501(17) . ? C16 C17 1.407(16) . ? C17 C18 1.354(16) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C28 1.391(15) . ? C22 C26 1.432(16) . ? C23 C24 1.353(18) . ? C23 C29 1.517(18) . ? C24 C25 1.44(2) . ? C24 H24 0.9300 . ? C25 C26 1.451(18) . ? C25 C30 1.497(19) . ? C26 C27 1.402(18) . ? C27 C28 1.393(18) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C31 H31C 0.9700 . ? C31 H31D 0.9701 . ? 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 N5 Pb1 N3 66.9(3) . . ? N5 Pb1 O2 76.5(3) . . ? N3 Pb1 O2 78.1(3) . . ? N5 Pb1 O3 115.8(3) . . ? N3 Pb1 O3 118.0(3) . . ? O2 Pb1 O3 48.1(3) . . ? N5 Pb1 N6 49.4(3) . . ? N3 Pb1 N6 111.2(3) . . ? O2 Pb1 N6 65.6(3) . . ? O3 Pb1 N6 76.4(3) . . ? N5 Pb1 N1 63.7(3) . . ? N3 Pb1 N1 62.8(3) . . ? O2 Pb1 N1 132.1(3) . . ? O3 Pb1 N1 178.9(3) . . ? N6 Pb1 N1 102.6(3) . . ? N5 Pb1 N4 109.6(3) . . ? N3 Pb1 N4 48.8(3) . . ? O2 Pb1 N4 66.5(3) . . ? O3 Pb1 N4 79.0(3) . . ? N6 Pb1 N4 131.1(3) . . ? N1 Pb1 N4 102.0(3) . . ? N5 Pb1 O5 163.0(3) . . ? N3 Pb1 O5 127.4(3) . . ? O2 Pb1 O5 113.5(3) . . ? O3 Pb1 O5 68.1(3) . . ? N6 Pb1 O5 120.4(3) . . ? N1 Pb1 O5 112.1(3) . . ? N4 Pb1 O5 87.3(3) . . ? N5 Pb1 O6 120.4(3) . . ? N3 Pb1 O6 163.4(3) . . ? O2 Pb1 O6 117.4(3) . . ? O3 Pb1 O6 73.8(3) . . ? N6 Pb1 O6 82.1(3) . . ? N1 Pb1 O6 105.6(3) . . ? N4 Pb1 O6 129.5(3) . . ? O5 Pb1 O6 43.2(3) . . ? N5 Pb1 N2 99.0(3) . . ? N3 Pb1 N2 97.2(3) . . ? O2 Pb1 N2 174.5(3) . . ? O3 Pb1 N2 137.4(3) . . ? N6 Pb1 N2 114.0(3) . . ? N1 Pb1 N2 42.4(2) . . ? N4 Pb1 N2 112.7(3) . . ? O5 Pb1 N2 71.7(3) . . ? O6 Pb1 N2 67.6(3) . . ? C31 Cl3 H31D 35.3 . . ? C2 N1 C3 118.4(10) . . ? C2 N1 Pb1 127.9(7) . . ? C3 N1 Pb1 113.4(7) . . ? C4 N2 C3 116.6(11) . . ? C4 N2 Pb1 153.2(9) . . ? C3 N2 Pb1 89.8(7) . . ? C11 N3 C12 119.6(10) . . ? C11 N3 Pb1 135.3(7) . . ? C12 N3 Pb1 105.1(6) . . ? C13 N4 C12 116.4(11) . . ? C13 N4 Pb1 150.1(9) . . ? C12 N4 Pb1 93.0(7) . . ? C21 N5 C22 118.3(9) . . ? C21 N5 Pb1 136.6(7) . . ? C22 N5 Pb1 104.1(6) . . ? C23 N6 C22 117.4(11) . . ? C23 N6 Pb1 148.8(9) . . ? C22 N6 Pb1 93.0(7) . . ? O4 N7 O3 118.9(14) . . ? O4 N7 O2 120.1(14) . . ? O3 N7 O2 121.0(12) . . ? O7 N8 O5 118.8(12) . . ? O7 N8 O6 122.4(13) . . ? O5 N8 O6 118.7(10) . . ? C1 O1 H1 109.5 . . ? N7 O2 Pb1 96.9(8) . . ? N7 O3 Pb1 93.9(8) . . ? N8 O5 Pb1 99.9(7) . . ? N8 O6 Pb1 97.9(7) . . ? H8A O8 H8B 108.0 . . ? O1 C1 C11 105.5(9) . . ? O1 C1 C21 110.7(9) . . ? C11 C1 C21 110.5(9) . . ? O1 C1 C2 110.0(9) . . ? C11 C1 C2 108.9(9) . . ? C21 C1 C2 111.1(9) . . ? N1 C2 C9 122.4(11) . . ? N1 C2 C1 118.1(9) . . ? C9 C2 C1 119.4(10) . . ? N1 C3 N2 114.1(10) . . ? N1 C3 C7 122.9(10) . . ? N2 C3 C7 123.0(11) . . ? N2 C4 C5 125.7(13) . . ? N2 C4 Cl1 115.9(11) . . ? C5 C4 Cl1 118.4(11) . . ? C6 C5 C4 117.6(14) . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? C5 C6 C7 121.0(14) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 126.2(12) . . ? C8 C7 C3 117.7(11) . . ? C6 C7 C3 116.1(11) . . ? C9 C8 C7 117.7(11) . . ? C9 C8 C10 121.1(12) . . ? C7 C8 C10 121.2(12) . . ? C8 C9 C2 120.8(11) . . ? C8 C9 H9 119.6 . . ? C2 C9 H9 119.6 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C18 121.0(10) . . ? N3 C11 C1 117.0(9) . . ? C18 C11 C1 122.0(10) . . ? N4 C12 N3 113.0(10) . . ? N4 C12 C16 124.9(10) . . ? N3 C12 C16 122.0(10) . . ? N4 C13 C14 122.5(12) . . ? N4 C13 C19 116.7(12) . . ? C14 C13 C19 120.8(12) . . ? C15 C14 C13 121.8(12) . . ? C15 C14 H14 119.1 . . ? C13 C14 H14 119.1 . . ? C14 C15 C16 117.5(12) . . ? C14 C15 C20 121.5(12) . . ? C16 C15 C20 121.0(12) . . ? C17 C16 C12 116.6(11) . . ? C17 C16 C15 126.6(11) . . ? C12 C16 C15 116.8(11) . . ? C18 C17 C16 120.6(11) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C11 120.2(11) . . ? C17 C18 H18 119.9 . . ? C11 C18 H18 119.9 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N5 C21 C28 122.9(11) . . ? N5 C21 C1 115.5(9) . . ? C28 C21 C1 121.6(10) . . ? N5 C22 N6 112.4(9) . . ? N5 C22 C26 123.6(10) . . ? N6 C22 C26 124.0(11) . . ? N6 C23 C24 123.0(13) . . ? N6 C23 C29 115.9(12) . . ? C24 C23 C29 121.1(13) . . ? C23 C24 C25 123.3(14) . . ? C23 C24 H24 118.3 . . ? C25 C24 H24 118.3 . . ? C24 C25 C26 114.5(12) . . ? C24 C25 C30 124.7(14) . . ? C26 C25 C30 120.8(15) . . ? C27 C26 C22 115.8(11) . . ? C27 C26 C25 126.4(12) . . ? C22 C26 C25 117.8(12) . . ? C28 C27 C26 120.2(11) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C21 C28 C27 119.1(12) . . ? C21 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C23 C29 H29A 109.5 . . ? C23 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C23 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? Cl3 C31 Cl2' 105(2) . . ? Cl3 C31 Cl2 119.8(16) . . ? Cl2' C31 Cl2 44.7(17) . . ? Cl3 C31 Cl3' 57.0(18) . . ? Cl2' C31 Cl3' 130(2) . . ? Cl2 C31 Cl3' 100(2) . . ? Cl3 C31 H31A 107.4 . . ? Cl2' C31 H31A 73.1 . . ? Cl2 C31 H31A 107.4 . . ? Cl3' C31 H31A 152.8 . . ? Cl3 C31 H31B 107.4 . . ? Cl2' C31 H31B 145.7 . . ? Cl2 C31 H31B 107.4 . . ? Cl3' C31 H31B 63.6 . . ? H31A C31 H31B 106.9 . . ? Cl3 C31 H31C 149.1 . . ? Cl2' C31 H31C 105.4 . . ? Cl2 C31 H31C 86.1 . . ? Cl3' C31 H31C 105.2 . . ? H31A C31 H31C 77.0 . . ? H31B C31 H31C 44.5 . . ? Cl3 C31 H31D 61.6 . . ? Cl2' C31 H31D 104.6 . . ? Cl2 C31 H31D 149.2 . . ? Cl3' C31 H31D 104.2 . . ? H31A C31 H31D 50.5 . . ? H31B C31 H31D 100.4 . . ? H31C C31 H31D 105.5 . . ? 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 N5 Pb1 N1 C2 33.3(9) . . . . ? N3 Pb1 N1 C2 -42.9(9) . . . . ? O2 Pb1 N1 C2 -3.8(11) . . . . ? O3 Pb1 N1 C2 94(16) . . . . ? N6 Pb1 N1 C2 64.6(9) . . . . ? N4 Pb1 N1 C2 -72.8(9) . . . . ? O5 Pb1 N1 C2 -164.8(9) . . . . ? O6 Pb1 N1 C2 149.9(9) . . . . ? N2 Pb1 N1 C2 176.5(11) . . . . ? N5 Pb1 N1 C3 -140.1(8) . . . . ? N3 Pb1 N1 C3 143.7(8) . . . . ? O2 Pb1 N1 C3 -177.2(7) . . . . ? O3 Pb1 N1 C3 -79(16) . . . . ? N6 Pb1 N1 C3 -108.8(8) . . . . ? N4 Pb1 N1 C3 113.7(8) . . . . ? O5 Pb1 N1 C3 21.8(8) . . . . ? O6 Pb1 N1 C3 -23.6(8) . . . . ? N2 Pb1 N1 C3 3.1(7) . . . . ? N5 Pb1 N2 C4 -139(2) . . . . ? N3 Pb1 N2 C4 153(2) . . . . ? O2 Pb1 N2 C4 -175(3) . . . . ? O3 Pb1 N2 C4 6(2) . . . . ? N6 Pb1 N2 C4 -90(2) . . . . ? N1 Pb1 N2 C4 -172(2) . . . . ? N4 Pb1 N2 C4 105(2) . . . . ? O5 Pb1 N2 C4 25.8(19) . . . . ? O6 Pb1 N2 C4 -20.2(19) . . . . ? N5 Pb1 N2 C3 30.1(7) . . . . ? N3 Pb1 N2 C3 -37.5(7) . . . . ? O2 Pb1 N2 C3 -5(3) . . . . ? O3 Pb1 N2 C3 175.6(6) . . . . ? N6 Pb1 N2 C3 79.6(7) . . . . ? N1 Pb1 N2 C3 -2.8(6) . . . . ? N4 Pb1 N2 C3 -85.7(7) . . . . ? O5 Pb1 N2 C3 -164.6(7) . . . . ? O6 Pb1 N2 C3 149.3(7) . . . . ? N5 Pb1 N3 C11 -29.7(10) . . . . ? O2 Pb1 N3 C11 -109.9(11) . . . . ? O3 Pb1 N3 C11 -137.6(10) . . . . ? N6 Pb1 N3 C11 -52.1(11) . . . . ? N1 Pb1 N3 C11 41.6(10) . . . . ? N4 Pb1 N3 C11 -178.9(12) . . . . ? O5 Pb1 N3 C11 139.5(10) . . . . ? O6 Pb1 N3 C11 89.8(13) . . . . ? N2 Pb1 N3 C11 67.1(10) . . . . ? N5 Pb1 N3 C12 148.2(8) . . . . ? O2 Pb1 N3 C12 68.0(7) . . . . ? O3 Pb1 N3 C12 40.2(8) . . . . ? N6 Pb1 N3 C12 125.7(7) . . . . ? N1 Pb1 N3 C12 -140.6(8) . . . . ? N4 Pb1 N3 C12 -1.0(6) . . . . ? O5 Pb1 N3 C12 -42.6(8) . . . . ? O6 Pb1 N3 C12 -92.4(11) . . . . ? N2 Pb1 N3 C12 -115.0(7) . . . . ? N5 Pb1 N4 C13 141.6(17) . . . . ? N3 Pb1 N4 C13 171.6(19) . . . . ? O2 Pb1 N4 C13 76.8(17) . . . . ? O3 Pb1 N4 C13 27.9(17) . . . . ? N6 Pb1 N4 C13 88.8(18) . . . . ? N1 Pb1 N4 C13 -152.3(17) . . . . ? O5 Pb1 N4 C13 -40.3(17) . . . . ? O6 Pb1 N4 C13 -30.1(19) . . . . ? N2 Pb1 N4 C13 -109.1(17) . . . . ? N5 Pb1 N4 C12 -29.0(7) . . . . ? N3 Pb1 N4 C12 1.0(6) . . . . ? O2 Pb1 N4 C12 -93.8(7) . . . . ? O3 Pb1 N4 C12 -142.6(7) . . . . ? N6 Pb1 N4 C12 -81.7(8) . . . . ? N1 Pb1 N4 C12 37.1(7) . . . . ? O5 Pb1 N4 C12 149.1(7) . . . . ? O6 Pb1 N4 C12 159.3(6) . . . . ? N2 Pb1 N4 C12 80.3(7) . . . . ? N3 Pb1 N5 C21 21.8(10) . . . . ? O2 Pb1 N5 C21 104.5(11) . . . . ? O3 Pb1 N5 C21 132.9(10) . . . . ? N6 Pb1 N5 C21 173.8(12) . . . . ? N1 Pb1 N5 C21 -48.1(10) . . . . ? N4 Pb1 N5 C21 45.9(11) . . . . ? O5 Pb1 N5 C21 -127.7(12) . . . . ? O6 Pb1 N5 C21 -141.5(10) . . . . ? N2 Pb1 N5 C21 -72.2(11) . . . . ? N3 Pb1 N5 C22 -145.7(8) . . . . ? O2 Pb1 N5 C22 -63.0(7) . . . . ? O3 Pb1 N5 C22 -34.6(8) . . . . ? N6 Pb1 N5 C22 6.3(6) . . . . ? N1 Pb1 N5 C22 144.3(8) . . . . ? N4 Pb1 N5 C22 -121.6(7) . . . . ? O5 Pb1 N5 C22 64.8(12) . . . . ? O6 Pb1 N5 C22 51.0(8) . . . . ? N2 Pb1 N5 C22 120.2(7) . . . . ? N5 Pb1 N6 C23 -173.4(17) . . . . ? N3 Pb1 N6 C23 -145.9(16) . . . . ? O2 Pb1 N6 C23 -80.6(16) . . . . ? O3 Pb1 N6 C23 -30.8(16) . . . . ? N1 Pb1 N6 C23 148.7(16) . . . . ? N4 Pb1 N6 C23 -92.7(16) . . . . ? O5 Pb1 N6 C23 23.4(17) . . . . ? O6 Pb1 N6 C23 44.3(16) . . . . ? N2 Pb1 N6 C23 105.4(16) . . . . ? N5 Pb1 N6 C22 -6.0(6) . . . . ? N3 Pb1 N6 C22 21.5(7) . . . . ? O2 Pb1 N6 C22 86.8(7) . . . . ? O3 Pb1 N6 C22 136.6(7) . . . . ? N1 Pb1 N6 C22 -43.9(7) . . . . ? N4 Pb1 N6 C22 74.7(7) . . . . ? O5 Pb1 N6 C22 -169.2(6) . . . . ? O6 Pb1 N6 C22 -148.2(7) . . . . ? N2 Pb1 N6 C22 -87.1(7) . . . . ? O4 N7 O2 Pb1 175.2(12) . . . . ? O3 N7 O2 Pb1 -4.7(14) . . . . ? N5 Pb1 O2 N7 147.3(8) . . . . ? N3 Pb1 O2 N7 -144.0(8) . . . . ? O3 Pb1 O2 N7 2.5(7) . . . . ? N6 Pb1 O2 N7 96.0(8) . . . . ? N1 Pb1 O2 N7 -179.0(7) . . . . ? N4 Pb1 O2 N7 -93.9(8) . . . . ? O5 Pb1 O2 N7 -18.1(8) . . . . ? O6 Pb1 O2 N7 29.8(8) . . . . ? N2 Pb1 O2 N7 -177(3) . . . . ? O4 N7 O3 Pb1 -175.4(12) . . . . ? O2 N7 O3 Pb1 4.6(13) . . . . ? N5 Pb1 O3 N7 -41.0(9) . . . . ? N3 Pb1 O3 N7 35.2(9) . . . . ? O2 Pb1 O3 N7 -2.5(7) . . . . ? N6 Pb1 O3 N7 -71.8(8) . . . . ? N1 Pb1 O3 N7 -102(16) . . . . ? N4 Pb1 O3 N7 65.6(8) . . . . ? O5 Pb1 O3 N7 157.1(9) . . . . ? O6 Pb1 O3 N7 -157.4(9) . . . . ? N2 Pb1 O3 N7 177.4(7) . . . . ? O7 N8 O5 Pb1 -171.0(10) . . . . ? O6 N8 O5 Pb1 5.6(13) . . . . ? N5 Pb1 O5 N8 -20.6(14) . . . . ? N3 Pb1 O5 N8 -164.5(7) . . . . ? O2 Pb1 O5 N8 102.6(8) . . . . ? O3 Pb1 O5 N8 86.2(8) . . . . ? N6 Pb1 O5 N8 28.1(8) . . . . ? N1 Pb1 O5 N8 -92.6(8) . . . . ? N4 Pb1 O5 N8 165.5(8) . . . . ? O6 Pb1 O5 N8 -3.1(7) . . . . ? N2 Pb1 O5 N8 -79.5(7) . . . . ? O7 N8 O6 Pb1 171.0(11) . . . . ? O5 N8 O6 Pb1 -5.5(12) . . . . ? N5 Pb1 O6 N8 177.2(7) . . . . ? N3 Pb1 O6 N8 65.4(13) . . . . ? O2 Pb1 O6 N8 -92.9(8) . . . . ? O3 Pb1 O6 N8 -72.1(8) . . . . ? N6 Pb1 O6 N8 -150.1(8) . . . . ? N1 Pb1 O6 N8 108.9(8) . . . . ? N4 Pb1 O6 N8 -11.9(9) . . . . ? O5 Pb1 O6 N8 3.0(7) . . . . ? N2 Pb1 O6 N8 89.8(8) . . . . ? C3 N1 C2 C9 -1.3(16) . . . . ? Pb1 N1 C2 C9 -174.4(8) . . . . ? C3 N1 C2 C1 -179.9(10) . . . . ? Pb1 N1 C2 C1 6.9(14) . . . . ? O1 C1 C2 N1 173.0(9) . . . . ? C11 C1 C2 N1 57.8(13) . . . . ? C21 C1 C2 N1 -64.1(13) . . . . ? O1 C1 C2 C9 -5.7(15) . . . . ? C11 C1 C2 C9 -120.9(11) . . . . ? C21 C1 C2 C9 117.2(11) . . . . ? C2 N1 C3 N2 -179.7(10) . . . . ? Pb1 N1 C3 N2 -5.6(12) . . . . ? C2 N1 C3 C7 2.0(17) . . . . ? Pb1 N1 C3 C7 176.1(9) . . . . ? C4 N2 C3 N1 179.1(11) . . . . ? Pb1 N2 C3 N1 4.4(9) . . . . ? C4 N2 C3 C7 -2.5(18) . . . . ? Pb1 N2 C3 C7 -177.3(10) . . . . ? C3 N2 C4 C5 1(2) . . . . ? Pb1 N2 C4 C5 169.1(13) . . . . ? C3 N2 C4 Cl1 -179.4(9) . . . . ? Pb1 N2 C4 Cl1 -11(3) . . . . ? N2 C4 C5 C6 1(2) . . . . ? Cl1 C4 C5 C6 -179.1(11) . . . . ? C4 C5 C6 C7 0(2) . . . . ? C5 C6 C7 C8 179.7(14) . . . . ? C5 C6 C7 C3 -1(2) . . . . ? N1 C3 C7 C8 0.1(18) . . . . ? N2 C3 C7 C8 -178.0(11) . . . . ? N1 C3 C7 C6 -179.1(12) . . . . ? N2 C3 C7 C6 2.7(18) . . . . ? C6 C7 C8 C9 176.2(13) . . . . ? C3 C7 C8 C9 -3.0(18) . . . . ? C6 C7 C8 C10 -3(2) . . . . ? C3 C7 C8 C10 177.7(12) . . . . ? C7 C8 C9 C2 3.7(19) . . . . ? C10 C8 C9 C2 -176.9(12) . . . . ? N1 C2 C9 C8 -1.6(18) . . . . ? C1 C2 C9 C8 177.0(11) . . . . ? C12 N3 C11 C18 -0.4(16) . . . . ? Pb1 N3 C11 C18 177.1(8) . . . . ? C12 N3 C11 C1 -179.6(10) . . . . ? Pb1 N3 C11 C1 -2.0(16) . . . . ? O1 C1 C11 N3 178.0(9) . . . . ? C21 C1 C11 N3 58.4(13) . . . . ? C2 C1 C11 N3 -64.0(12) . . . . ? O1 C1 C11 C18 -1.2(15) . . . . ? C21 C1 C11 C18 -120.8(11) . . . . ? C2 C1 C11 C18 116.9(11) . . . . ? C13 N4 C12 N3 -176.3(11) . . . . ? Pb1 N4 C12 N3 -1.6(10) . . . . ? C13 N4 C12 C16 3.4(18) . . . . ? Pb1 N4 C12 C16 178.2(11) . . . . ? C11 N3 C12 N4 -180.0(10) . . . . ? Pb1 N3 C12 N4 1.8(11) . . . . ? C11 N3 C12 C16 0.3(17) . . . . ? Pb1 N3 C12 C16 -177.9(9) . . . . ? C12 N4 C13 C14 -3.1(19) . . . . ? Pb1 N4 C13 C14 -172.5(11) . . . . ? C12 N4 C13 C19 178.2(12) . . . . ? Pb1 N4 C13 C19 9(2) . . . . ? N4 C13 C14 C15 0(2) . . . . ? C19 C13 C14 C15 179.0(13) . . . . ? C13 C14 C15 C16 2.3(19) . . . . ? C13 C14 C15 C20 -177.4(12) . . . . ? N4 C12 C16 C17 -179.8(11) . . . . ? N3 C12 C16 C17 -0.1(17) . . . . ? N4 C12 C16 C15 -0.9(18) . . . . ? N3 C12 C16 C15 178.8(10) . . . . ? C14 C15 C16 C17 176.8(12) . . . . ? C20 C15 C16 C17 -3.4(19) . . . . ? C14 C15 C16 C12 -2.0(17) . . . . ? C20 C15 C16 C12 177.7(11) . . . . ? C12 C16 C17 C18 0.1(18) . . . . ? C15 C16 C17 C18 -178.8(12) . . . . ? C16 C17 C18 C11 -0.2(19) . . . . ? N3 C11 C18 C17 0.4(18) . . . . ? C1 C11 C18 C17 179.6(11) . . . . ? C22 N5 C21 C28 3.5(17) . . . . ? Pb1 N5 C21 C28 -162.8(9) . . . . ? C22 N5 C21 C1 -177.7(10) . . . . ? Pb1 N5 C21 C1 16.1(16) . . . . ? O1 C1 C21 N5 178.1(10) . . . . ? C11 C1 C21 N5 -65.4(12) . . . . ? C2 C1 C21 N5 55.6(13) . . . . ? O1 C1 C21 C28 -3.1(16) . . . . ? C11 C1 C21 C28 113.4(12) . . . . ? C2 C1 C21 C28 -125.6(12) . . . . ? C21 N5 C22 N6 179.1(10) . . . . ? Pb1 N5 C22 N6 -10.6(11) . . . . ? C21 N5 C22 C26 0.3(17) . . . . ? Pb1 N5 C22 C26 170.6(10) . . . . ? C23 N6 C22 N5 -177.8(10) . . . . ? Pb1 N6 C22 N5 9.5(9) . . . . ? C23 N6 C22 C26 1.0(17) . . . . ? Pb1 N6 C22 C26 -171.7(10) . . . . ? C22 N6 C23 C24 -1.2(19) . . . . ? Pb1 N6 C23 C24 164.6(12) . . . . ? C22 N6 C23 C29 179.5(12) . . . . ? Pb1 N6 C23 C29 -15(2) . . . . ? N6 C23 C24 C25 1(2) . . . . ? C29 C23 C24 C25 179.9(14) . . . . ? C23 C24 C25 C26 0(2) . . . . ? C23 C24 C25 C30 -177.8(15) . . . . ? N5 C22 C26 C27 -3.0(18) . . . . ? N6 C22 C26 C27 178.4(12) . . . . ? N5 C22 C26 C25 178.5(11) . . . . ? N6 C22 C26 C25 -0.2(18) . . . . ? C24 C25 C26 C27 -178.7(14) . . . . ? C30 C25 C26 C27 -1(2) . . . . ? C24 C25 C26 C22 -0.4(18) . . . . ? C30 C25 C26 C22 177.7(13) . . . . ? C22 C26 C27 C28 2(2) . . . . ? C25 C26 C27 C28 -179.5(14) . . . . ? N5 C21 C28 C27 -4(2) . . . . ? C1 C21 C28 C27 176.9(12) . . . . ? C26 C27 C28 C21 1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.531 _refine_diff_density_min -1.908 _refine_diff_density_rms 0.165 data_complex-4 _database_code_depnum_ccdc_archive 'CCDC 804351' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H34 Cl2 N16 O14 Pb2' _chemical_formula_weight 1592.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 12.842(3) _cell_length_b 15.845(3) _cell_length_c 15.529(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.22(3) _cell_angle_gamma 90.00 _cell_volume 3159.8(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5949 _cell_measurement_theta_min 1.836 _cell_measurement_theta_max 27.067 _exptl_crystal_description ? _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.673 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 5.478 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7346 _exptl_absorpt_correction_T_max 0.8107 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21230 _diffrn_reflns_av_R_equivalents 0.0570 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5575 _reflns_number_gt 3835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1100P)^2^+22.1871P] 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 0.0067(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5575 _refine_ls_number_parameters 469 _refine_ls_number_restraints 125 _refine_ls_R_factor_all 0.1018 _refine_ls_R_factor_gt 0.0727 _refine_ls_wR_factor_ref 0.2405 _refine_ls_wR_factor_gt 0.2193 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.084 _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 Pb1 Pb 0.0000 0.5000 0.0000 0.0437(3) Uani 1 2 d S . . Pb2 Pb 0.5000 0.0000 1.0000 0.0672(3) Uani 1 2 d S . . O1 O 0.4994(13) 0.1550(11) 1.0641(13) 0.104(4) Uani 0.686(12) 1 d PU A 1 O2 O 0.5546(12) 0.0644(11) 1.1637(11) 0.095(5) Uani 0.686(12) 1 d PU A 1 O1' O 0.450(3) 0.099(2) 1.123(3) 0.106(6) Uani 0.314(12) 1 d PU A 2 O2' O 0.611(3) 0.107(2) 1.083(3) 0.102(6) Uani 0.314(12) 1 d PU A 2 O3 O 0.5327(8) 0.1951(7) 1.1965(8) 0.094(3) Uani 1 1 d U A . O4 O 0.687(2) 0.0957(18) 0.982(2) 0.092(7) Uani 0.396(17) 1 d PU A 3 O5 O 0.681(2) -0.0289(16) 0.930(2) 0.061(5) Uani 0.396(17) 1 d PU A 3 O4' O 0.6601(14) 0.0798(12) 0.9028(13) 0.093(6) Uani 0.604(17) 1 d PU A 4 O5' O 0.7029(13) -0.0289(10) 0.9800(13) 0.063(4) Uani 0.604(17) 1 d PU A 4 O6 O 0.8218(8) 0.0470(7) 0.9295(7) 0.097(3) Uani 1 1 d U A . N1 N 0.0355(8) 0.4903(5) 0.1928(6) 0.050(2) Uani 1 1 d . B . N2 N 0.0974(7) 0.6009(6) 0.1138(6) 0.052(2) Uani 1 1 d . B . N3 N 0.1747(7) 0.5756(5) -0.0586(6) 0.045(2) Uani 1 1 d . B . N4 N 0.1741(7) 0.4470(6) -0.1194(6) 0.047(2) Uani 1 1 d . B . N5 N 0.0165(7) 0.3323(5) 0.0300(6) 0.044(2) Uani 1 1 d . C . N6 N 0.1732(7) 0.3885(6) 0.0680(6) 0.051(2) Uani 1 1 d . C . N7 N 0.5298(9) 0.1380(7) 1.1397(10) 0.074(3) Uani 1 1 d . . . N8 N 0.7313(8) 0.0348(7) 0.9404(8) 0.064(3) Uani 1 1 d . . . Cl1 Cl -0.0425(7) 0.3607(6) 0.2641(5) 0.061(2) Uani 0.33 1 d PD B 1 C2 C 0.0303(9) 0.4474(8) 0.2641(7) 0.066(4) Uani 1 1 d D . . C3 C 0.0839(14) 0.4723(11) 0.3379(10) 0.090(5) Uani 1 1 d . B . H3A H 0.0768 0.4415 0.3885 0.108 Uiso 1 1 calc R . . C4 C 0.1458(15) 0.5407(12) 0.3362(9) 0.099(6) Uani 1 1 d . . . H4 H 0.1844 0.5551 0.3848 0.119 Uiso 1 1 calc R B . C5 C 0.1522(9) 0.5880(9) 0.2657(8) 0.063(3) Uani 1 1 d . B . C6 C 0.2126(11) 0.6623(9) 0.2504(10) 0.081(5) Uani 1 1 d . . . H6 H 0.2536 0.6830 0.2951 0.097 Uiso 1 1 calc R B . C7 C 0.2137(9) 0.7048(8) 0.1731(8) 0.066(4) Uani 1 1 d . B . H7 H 0.2512 0.7546 0.1664 0.079 Uiso 1 1 calc R . . C8 C 0.1568(9) 0.6706(7) 0.1057(8) 0.057(3) Uani 1 1 d . . . C9 C 0.0965(9) 0.5600(7) 0.1916(7) 0.050(3) Uani 1 1 d . . . C10 C 0.1575(9) 0.7118(7) 0.0177(8) 0.057(3) Uani 1 1 d . . . H10 H 0.1955 0.7653 0.0215 0.068 Uiso 1 1 calc R . . C11 C 0.2140(9) 0.6532(7) -0.0458(8) 0.054(3) Uani 1 1 d . . . C12 C 0.3003(9) 0.6810(8) -0.0899(9) 0.063(3) Uani 1 1 d . B . H12 H 0.3271 0.7349 -0.0813 0.076 Uiso 1 1 calc R . . C13 C 0.3452(10) 0.6258(10) -0.1472(9) 0.075(4) Uani 1 1 d . . . H13 H 0.4029 0.6436 -0.1782 0.090 Uiso 1 1 calc R B . C14 C 0.3089(9) 0.5467(9) -0.1603(8) 0.059(3) Uani 1 1 d . B . C15 C 0.3504(11) 0.4866(11) -0.2195(9) 0.078(4) Uani 1 1 d . . . H15 H 0.4080 0.4993 -0.2532 0.093 Uiso 1 1 calc R B . C16 C 0.3036(10) 0.4117(11) -0.2246(10) 0.082(4) Uani 1 1 d . B . H16 H 0.3289 0.3713 -0.2627 0.099 Uiso 1 1 calc R . . C17 C 0.2173(10) 0.3928(8) -0.1740(8) 0.067(4) Uani 1 1 d D . . C18 C 0.2194(9) 0.5231(8) -0.1130(8) 0.051(3) Uani 1 1 d . . . Cl2 Cl 0.1562(6) 0.2985(5) -0.1820(5) 0.051(2) Uani 0.33 1 d PD B 1 C20 C -0.0460(9) 0.2703(7) 0.0139(7) 0.049(3) Uani 1 1 d . . . C21 C -0.0115(10) 0.1827(7) 0.0214(7) 0.055(3) Uani 1 1 d . . . H21 H -0.0565 0.1382 0.0092 0.066 Uiso 1 1 calc R . . C22 C 0.0878(9) 0.1683(7) 0.0467(7) 0.054(3) Uani 1 1 d . . . H22 H 0.1113 0.1132 0.0536 0.064 Uiso 1 1 calc R . . C23 C 0.1553(9) 0.2357(7) 0.0624(7) 0.047(3) Uani 1 1 d . C . C24 C 0.2608(10) 0.2273(8) 0.0874(7) 0.059(3) Uani 1 1 d . . . H24 H 0.2904 0.1741 0.0943 0.071 Uiso 1 1 calc R . . C25 C 0.3191(9) 0.2989(8) 0.1012(9) 0.066(3) Uani 1 1 d . C . H25 H 0.3891 0.2952 0.1165 0.079 Uiso 1 1 calc R . . C26 C 0.2697(9) 0.3791(7) 0.0917(7) 0.058(3) Uani 1 1 d D . . C27 C 0.1161(8) 0.3176(6) 0.0537(6) 0.042(2) Uani 1 1 d . . . Cl3 Cl 0.3406(5) 0.4632(5) 0.1084(5) 0.0436(18) Uani 0.33 1 d PD C 1 O7 O 0.4642(15) 0.1151(12) 0.8821(13) 0.083(6) Uani 0.50 1 d PDU A . H7A H 0.5195 0.1489 0.8651 0.099 Uiso 0.50 1 calc PR . . C30 C 0.454(2) 0.7300(14) 0.1135(17) 0.075(8) Uani 0.50 1 d PDU . . H30A H 0.5004 0.7484 0.1585 0.113 Uiso 0.50 1 calc PR . . H30B H 0.3891 0.7128 0.1381 0.113 Uiso 0.50 1 calc PR . . H30C H 0.4425 0.7755 0.0738 0.113 Uiso 0.50 1 calc PR . . O8 O 0.4982(13) 0.6627(10) 0.0706(11) 0.064(4) Uani 0.50 1 d PDU . . H8 H 0.5600 0.6591 0.0836 0.096 Uiso 0.50 1 calc PR . . C29 C 0.3686(18) 0.1286(18) 0.8437(18) 0.082(8) Uani 0.50 1 d PDU . . H29A H 0.3454 0.0775 0.8165 0.123 Uiso 0.50 1 calc PR A . H29B H 0.3748 0.1724 0.8013 0.123 Uiso 0.50 1 calc PR . . H29C H 0.3191 0.1454 0.8866 0.123 Uiso 0.50 1 calc PR . . 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 Pb1 0.0493(4) 0.0403(4) 0.0413(4) -0.0011(3) -0.0041(3) -0.0072(2) Pb2 0.0496(5) 0.0710(6) 0.0809(6) 0.0011(4) 0.0079(4) 0.0097(3) O1 0.107(7) 0.097(7) 0.107(7) 0.005(6) 0.000(6) 0.003(6) O2 0.093(7) 0.084(7) 0.109(8) 0.013(7) 0.007(6) 0.002(6) O1' 0.104(8) 0.103(8) 0.109(8) 0.001(7) 0.004(7) -0.002(7) O2' 0.105(8) 0.099(8) 0.103(8) 0.001(7) 0.004(7) 0.003(7) O3 0.096(6) 0.083(6) 0.105(7) 0.014(6) 0.000(5) -0.001(5) O4 0.088(10) 0.091(10) 0.098(11) -0.001(8) 0.013(8) 0.004(8) O5 0.064(8) 0.053(7) 0.066(9) -0.001(7) 0.008(7) -0.002(6) O4' 0.091(8) 0.095(8) 0.093(9) 0.006(7) 0.001(7) 0.011(7) O5' 0.067(7) 0.049(5) 0.074(8) 0.006(6) 0.015(6) -0.001(5) O6 0.076(6) 0.109(7) 0.106(7) -0.011(6) 0.015(5) -0.012(5) N1 0.063(6) 0.050(6) 0.038(5) 0.001(4) -0.008(5) 0.009(4) N2 0.061(6) 0.048(5) 0.046(6) 0.000(4) -0.011(5) -0.004(5) N3 0.048(5) 0.035(5) 0.053(6) 0.002(4) 0.000(4) -0.002(4) N4 0.052(5) 0.046(5) 0.045(6) -0.003(4) 0.005(4) -0.004(4) N5 0.048(5) 0.038(5) 0.045(5) 0.002(4) 0.000(4) 0.001(4) N6 0.052(6) 0.049(5) 0.052(6) 0.002(4) -0.005(5) 0.005(4) N7 0.056(7) 0.057(7) 0.108(11) 0.007(7) 0.028(7) -0.018(6) N8 0.043(6) 0.063(7) 0.086(9) 0.002(7) 0.010(6) 0.001(6) Cl1 0.066(5) 0.075(6) 0.041(5) 0.025(4) 0.014(4) 0.011(5) C2 0.078(9) 0.092(10) 0.027(6) 0.001(6) 0.003(6) 0.040(8) C3 0.117(13) 0.103(12) 0.050(9) 0.005(9) -0.016(9) 0.010(11) C4 0.146(16) 0.108(13) 0.043(9) -0.004(9) -0.041(9) 0.033(12) C5 0.069(8) 0.075(8) 0.043(7) -0.016(6) -0.022(6) 0.014(7) C6 0.081(9) 0.072(9) 0.089(12) -0.033(8) -0.039(8) 0.001(8) C7 0.068(8) 0.060(8) 0.069(9) -0.012(7) -0.039(7) -0.001(6) C8 0.058(7) 0.042(6) 0.072(9) -0.010(6) -0.011(6) 0.009(5) C9 0.061(7) 0.055(7) 0.033(6) -0.019(5) -0.010(5) 0.009(6) C10 0.067(8) 0.035(6) 0.069(8) -0.001(6) -0.005(6) -0.009(5) C11 0.058(7) 0.048(6) 0.056(7) 0.013(6) -0.010(6) -0.011(5) C12 0.054(7) 0.063(8) 0.074(9) 0.020(7) -0.010(7) -0.011(6) C13 0.059(8) 0.108(12) 0.058(9) 0.034(8) 0.002(7) 0.006(8) C14 0.055(7) 0.074(9) 0.048(7) 0.017(6) -0.002(6) -0.003(7) C15 0.054(9) 0.122(14) 0.057(9) 0.005(9) 0.017(7) 0.010(8) C16 0.048(8) 0.114(13) 0.084(11) -0.016(10) 0.010(7) 0.013(8) C17 0.070(9) 0.090(10) 0.041(7) -0.001(7) 0.001(6) 0.007(7) C18 0.038(6) 0.065(7) 0.049(7) -0.001(6) 0.001(5) 0.000(5) Cl2 0.063(5) 0.039(4) 0.049(5) -0.025(4) 0.015(4) 0.002(4) C20 0.057(7) 0.044(6) 0.046(7) 0.000(5) -0.006(5) 0.004(5) C21 0.100(10) 0.031(5) 0.033(6) -0.003(4) 0.011(6) 0.000(6) C22 0.068(8) 0.038(6) 0.055(7) -0.008(5) -0.005(6) 0.020(5) C23 0.056(7) 0.050(6) 0.035(6) -0.004(5) 0.004(5) 0.002(5) C24 0.074(8) 0.059(7) 0.045(7) 0.002(6) -0.014(6) 0.024(6) C25 0.051(7) 0.068(8) 0.079(9) -0.003(7) -0.013(6) 0.009(6) C26 0.069(8) 0.061(7) 0.043(7) 0.004(6) -0.005(6) 0.006(6) C27 0.055(6) 0.040(6) 0.032(5) -0.006(4) -0.004(5) 0.002(5) Cl3 0.033(4) 0.036(4) 0.062(5) -0.003(4) -0.010(3) -0.005(3) O7 0.091(9) 0.076(9) 0.082(9) 0.016(7) 0.016(8) -0.005(7) C30 0.078(11) 0.070(10) 0.079(11) 0.002(9) 0.018(9) 0.006(8) O8 0.063(7) 0.068(8) 0.061(8) 0.012(7) -0.003(7) -0.001(7) C29 0.095(12) 0.075(11) 0.077(11) 0.011(9) 0.007(9) 0.021(9) _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 Pb1 N2 2.688(9) . ? Pb1 N2 2.688(9) 3_565 ? Pb1 N3 2.704(9) 3_565 ? Pb1 N3 2.704(9) . ? Pb1 N5 2.706(9) 3_565 ? Pb1 N5 2.706(9) . ? Pb2 O1' 2.55(4) . ? Pb2 O1' 2.55(4) 3_657 ? Pb2 O2' 2.56(4) 3_657 ? Pb2 O2' 2.56(4) . ? Pb2 O5 2.61(3) 3_657 ? Pb2 O5 2.61(3) . ? Pb2 O7 2.623(18) . ? Pb2 O7 2.623(18) 3_657 ? Pb2 O1 2.650(18) . ? Pb2 O1 2.650(18) 3_657 ? Pb2 O5' 2.665(16) 3_657 ? Pb2 O5' 2.665(16) . ? O1 N7 1.27(2) . ? O2 N7 1.265(18) . ? O1' N7 1.23(4) . ? O2' N7 1.46(4) . ? O3 N7 1.263(15) . ? O4 N8 1.29(3) . ? O5 N8 1.21(3) . ? O4' N8 1.30(2) . ? O5' N8 1.237(19) . ? O6 N8 1.191(13) . ? N1 C2 1.300(14) . ? N1 C9 1.354(14) . ? N2 C8 1.349(14) . ? N2 C9 1.371(14) . ? N3 C18 1.319(15) . ? N3 C11 1.344(13) . ? N4 C17 1.329(15) . ? N4 C18 1.343(15) . ? N5 C20 1.292(14) . ? N5 C27 1.350(13) . ? N6 C26 1.300(13) . ? N6 C27 1.360(13) . ? Cl1 C2 1.661(13) . ? C2 C3 1.392(18) . ? C3 C4 1.34(2) . ? C3 H3A 0.9300 . ? C4 C5 1.33(2) . ? C4 H4 0.9300 . ? C5 C9 1.424(14) . ? C5 C6 1.430(19) . ? C6 C7 1.376(19) . ? C6 H6 0.9300 . ? C7 C8 1.385(15) . ? C7 H7 0.9300 . ? C8 C10 1.514(17) . ? C10 C11 1.538(17) . ? C10 C20 1.538(15) 3_565 ? C10 H10 0.9800 . ? C11 C12 1.377(17) . ? C12 C13 1.376(19) . ? C12 H12 0.9300 . ? C13 C14 1.352(19) . ? C13 H13 0.9300 . ? C14 C18 1.416(17) . ? C14 C15 1.429(19) . ? C15 C16 1.33(2) . ? C15 H15 0.9300 . ? C16 C17 1.394(18) . ? C16 H16 0.9300 . ? C17 Cl2 1.692(13) . ? C20 C21 1.463(15) . ? C20 C10 1.538(15) 3_565 ? C21 C22 1.352(15) . ? C21 H21 0.9300 . ? C22 C23 1.397(15) . ? C22 H22 0.9300 . ? C23 C27 1.398(14) . ? C23 C24 1.414(15) . ? C24 C25 1.376(16) . ? C24 H24 0.9300 . ? C25 C26 1.428(16) . ? C25 H25 0.9300 . ? C26 Cl3 1.634(11) . ? O7 C29 1.379(10) . ? O7 H7A 0.9300 . ? C30 O8 1.379(10) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? O8 H8 0.8200 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? 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 N2 Pb1 N2 179.999(1) . 3_565 ? N2 Pb1 N3 115.2(3) . 3_565 ? N2 Pb1 N3 64.8(3) 3_565 3_565 ? N2 Pb1 N3 64.8(3) . . ? N2 Pb1 N3 115.2(3) 3_565 . ? N3 Pb1 N3 179.999(1) 3_565 . ? N2 Pb1 N5 64.2(3) . 3_565 ? N2 Pb1 N5 115.8(3) 3_565 3_565 ? N3 Pb1 N5 115.4(3) 3_565 3_565 ? N3 Pb1 N5 64.6(3) . 3_565 ? N2 Pb1 N5 115.8(3) . . ? N2 Pb1 N5 64.2(3) 3_565 . ? N3 Pb1 N5 64.6(3) 3_565 . ? N3 Pb1 N5 115.4(3) . . ? N5 Pb1 N5 180.0 3_565 . ? O1' Pb2 O1' 179.998(5) . 3_657 ? O1' Pb2 O2' 129.7(13) . 3_657 ? O1' Pb2 O2' 50.4(13) 3_657 3_657 ? O1' Pb2 O2' 50.4(13) . . ? O1' Pb2 O2' 129.6(13) 3_657 . ? O2' Pb2 O2' 179.999(4) 3_657 . ? O1' Pb2 O5 49.7(11) . 3_657 ? O1' Pb2 O5 130.3(11) 3_657 3_657 ? O2' Pb2 O5 80.0(11) 3_657 3_657 ? O2' Pb2 O5 100.0(11) . 3_657 ? O1' Pb2 O5 130.3(11) . . ? O1' Pb2 O5 49.7(11) 3_657 . ? O2' Pb2 O5 100.0(11) 3_657 . ? O2' Pb2 O5 80.0(11) . . ? O5 Pb2 O5 179.999(3) 3_657 . ? O1' Pb2 O7 92.8(10) . . ? O1' Pb2 O7 87.2(10) 3_657 . ? O2' Pb2 O7 90.7(10) 3_657 . ? O2' Pb2 O7 89.3(10) . . ? O5 Pb2 O7 90.8(8) 3_657 . ? O5 Pb2 O7 89.2(8) . . ? O1' Pb2 O7 87.2(10) . 3_657 ? O1' Pb2 O7 92.8(10) 3_657 3_657 ? O2' Pb2 O7 89.3(10) 3_657 3_657 ? O2' Pb2 O7 90.7(10) . 3_657 ? O5 Pb2 O7 89.2(8) 3_657 3_657 ? O5 Pb2 O7 90.8(8) . 3_657 ? O7 Pb2 O7 180.0(6) . 3_657 ? O1' Pb2 O1 31.7(9) . . ? O1' Pb2 O1 148.3(9) 3_657 . ? O2' Pb2 O1 143.0(9) 3_657 . ? O2' Pb2 O1 37.0(9) . . ? O5 Pb2 O1 71.2(7) 3_657 . ? O5 Pb2 O1 108.8(7) . . ? O7 Pb2 O1 67.5(6) . . ? O7 Pb2 O1 112.5(6) 3_657 . ? O1' Pb2 O1 148.3(9) . 3_657 ? O1' Pb2 O1 31.7(9) 3_657 3_657 ? O2' Pb2 O1 37.0(9) 3_657 3_657 ? O2' Pb2 O1 143.0(9) . 3_657 ? O5 Pb2 O1 108.8(7) 3_657 3_657 ? O5 Pb2 O1 71.2(7) . 3_657 ? O7 Pb2 O1 112.5(6) . 3_657 ? O7 Pb2 O1 67.5(6) 3_657 3_657 ? O1 Pb2 O1 179.999(1) . 3_657 ? O1' Pb2 O5' 63.7(10) . 3_657 ? O1' Pb2 O5' 116.3(10) 3_657 3_657 ? O2' Pb2 O5' 68.1(9) 3_657 3_657 ? O2' Pb2 O5' 111.9(9) . 3_657 ? O5 Pb2 O5' 17.9(6) 3_657 3_657 ? O5 Pb2 O5' 162.1(6) . 3_657 ? O7 Pb2 O5' 78.1(6) . 3_657 ? O7 Pb2 O5' 101.9(6) 3_657 3_657 ? O1 Pb2 O5' 78.0(5) . 3_657 ? O1 Pb2 O5' 102.0(5) 3_657 3_657 ? O1' Pb2 O5' 116.3(10) . . ? O1' Pb2 O5' 63.7(10) 3_657 . ? O2' Pb2 O5' 111.9(9) 3_657 . ? O2' Pb2 O5' 68.1(9) . . ? O5 Pb2 O5' 162.1(6) 3_657 . ? O5 Pb2 O5' 17.9(6) . . ? O7 Pb2 O5' 101.9(6) . . ? O7 Pb2 O5' 78.1(6) 3_657 . ? O1 Pb2 O5' 102.0(5) . . ? O1 Pb2 O5' 78.0(5) 3_657 . ? O5' Pb2 O5' 179.999(2) 3_657 . ? N7 O1 Pb2 98.6(11) . . ? N7 O1' Pb2 105(2) . . ? N7 O2' Pb2 97.4(19) . . ? N8 O5 Pb2 106.1(16) . . ? N8 O5' Pb2 102.0(10) . . ? C2 N1 C9 118.0(10) . . ? C8 N2 C9 118.4(10) . . ? C8 N2 Pb1 133.5(8) . . ? C9 N2 Pb1 107.0(7) . . ? C18 N3 C11 120.6(10) . . ? C18 N3 Pb1 107.4(7) . . ? C11 N3 Pb1 131.8(8) . . ? C17 N4 C18 116.4(10) . . ? C20 N5 C27 120.6(9) . . ? C20 N5 Pb1 131.7(7) . . ? C27 N5 Pb1 106.9(6) . . ? C26 N6 C27 117.6(9) . . ? O1' N7 O3 122(2) . . ? O1' N7 O2 79.0(19) . . ? O3 N7 O2 116.7(15) . . ? O1' N7 O1 70(2) . . ? O3 N7 O1 120.2(14) . . ? O2 N7 O1 123.0(17) . . ? O1' N7 O2' 107(3) . . ? O3 N7 O2' 130.4(18) . . ? O2 N7 O2' 71.5(17) . . ? O1 N7 O2' 74.4(18) . . ? O6 N8 O5 129.8(17) . . ? O6 N8 O5' 119.5(13) . . ? O5 N8 O5' 39.1(13) . . ? O6 N8 O4 112.2(17) . . ? O5 N8 O4 117.0(19) . . ? O5' N8 O4 103.4(17) . . ? O6 N8 O4' 122.2(14) . . ? O5 N8 O4' 91.4(18) . . ? O5' N8 O4' 117.6(14) . . ? O4 N8 O4' 60.4(14) . . ? N1 C2 C3 121.7(13) . . ? N1 C2 Cl1 117.6(9) . . ? C3 C2 Cl1 120.7(12) . . ? C4 C3 C2 120.2(15) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C5 C4 C3 120.6(14) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C9 117.2(14) . . ? C4 C5 C6 129.5(13) . . ? C9 C5 C6 113.2(12) . . ? C7 C6 C5 123.7(11) . . ? C7 C6 H6 118.1 . . ? C5 C6 H6 118.1 . . ? C6 C7 C8 117.4(12) . . ? C6 C7 H7 121.3 . . ? C8 C7 H7 121.3 . . ? N2 C8 C7 123.2(12) . . ? N2 C8 C10 116.2(10) . . ? C7 C8 C10 120.6(11) . . ? N1 C9 N2 113.9(9) . . ? N1 C9 C5 122.1(11) . . ? N2 C9 C5 124.0(11) . . ? C8 C10 C11 108.9(9) . . ? C8 C10 C20 111.1(10) . 3_565 ? C11 C10 C20 110.3(9) . 3_565 ? C8 C10 H10 108.9 . . ? C11 C10 H10 108.9 . . ? C20 C10 H10 108.9 3_565 . ? N3 C11 C12 121.4(12) . . ? N3 C11 C10 118.0(10) . . ? C12 C11 C10 120.6(11) . . ? C13 C12 C11 117.2(12) . . ? C13 C12 H12 121.4 . . ? C11 C12 H12 121.4 . . ? C14 C13 C12 122.8(13) . . ? C14 C13 H13 118.6 . . ? C12 C13 H13 118.6 . . ? C13 C14 C18 116.5(13) . . ? C13 C14 C15 125.8(14) . . ? C18 C14 C15 117.6(13) . . ? C16 C15 C14 117.5(13) . . ? C16 C15 H15 121.2 . . ? C14 C15 H15 121.2 . . ? C15 C16 C17 121.1(14) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? N4 C17 C16 123.8(12) . . ? N4 C17 Cl2 115.0(10) . . ? C16 C17 Cl2 121.1(12) . . ? N3 C18 N4 115.1(10) . . ? N3 C18 C14 121.4(12) . . ? N4 C18 C14 123.5(12) . . ? N5 C20 C21 121.2(10) . . ? N5 C20 C10 119.9(10) . 3_565 ? C21 C20 C10 118.8(10) . 3_565 ? C22 C21 C20 118.0(10) . . ? C22 C21 H21 121.0 . . ? C20 C21 H21 121.0 . . ? C21 C22 C23 120.4(10) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C22 C23 C27 118.0(10) . . ? C22 C23 C24 124.7(10) . . ? C27 C23 C24 117.3(10) . . ? C25 C24 C23 119.0(11) . . ? C25 C24 H24 120.5 . . ? C23 C24 H24 120.5 . . ? C24 C25 C26 118.5(10) . . ? C24 C25 H25 120.8 . . ? C26 C25 H25 120.8 . . ? N6 C26 C25 123.6(10) . . ? N6 C26 Cl3 118.8(9) . . ? C25 C26 Cl3 117.5(9) . . ? N5 C27 N6 114.3(9) . . ? N5 C27 C23 121.8(9) . . ? N6 C27 C23 123.9(9) . . ? C29 O7 Pb2 124.3(17) . . ? C29 O7 H7A 117.8 . . ? Pb2 O7 H7A 117.8 . . ? O8 C30 H30A 109.5 . . ? O8 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O8 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C30 O8 H8 109.5 . . ? O7 C29 H29A 109.5 . . ? O7 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O7 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? 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 O1' Pb2 O1 N7 46.8(18) . . . . ? O1' Pb2 O1 N7 -133.2(18) 3_657 . . . ? O2' Pb2 O1 N7 129.3(17) 3_657 . . . ? O2' Pb2 O1 N7 -50.7(17) . . . . ? O5 Pb2 O1 N7 88.4(13) 3_657 . . . ? O5 Pb2 O1 N7 -91.6(13) . . . . ? O7 Pb2 O1 N7 -172.6(12) . . . . ? O7 Pb2 O1 N7 7.4(12) 3_657 . . . ? O1 Pb2 O1 N7 19(22) 3_657 . . . ? O5' Pb2 O1 N7 105.5(11) 3_657 . . . ? O5' Pb2 O1 N7 -74.5(11) . . . . ? O1' Pb2 O1' N7 -48(12) 3_657 . . . ? O2' Pb2 O1' N7 -179.3(19) 3_657 . . . ? O2' Pb2 O1' N7 0.7(19) . . . . ? O5 Pb2 O1' N7 -175(3) 3_657 . . . ? O5 Pb2 O1' N7 5(3) . . . . ? O7 Pb2 O1' N7 -86(2) . . . . ? O7 Pb2 O1' N7 94(2) 3_657 . . . ? O1 Pb2 O1' N7 -50.1(19) . . . . ? O1 Pb2 O1' N7 129.9(19) 3_657 . . . ? O5' Pb2 O1' N7 -161(3) 3_657 . . . ? O5' Pb2 O1' N7 19(3) . . . . ? O1' Pb2 O2' N7 -0.6(16) . . . . ? O1' Pb2 O2' N7 179.4(16) 3_657 . . . ? O2' Pb2 O2' N7 -153(16) 3_657 . . . ? O5 Pb2 O2' N7 3(2) 3_657 . . . ? O5 Pb2 O2' N7 -177(2) . . . . ? O7 Pb2 O2' N7 93.6(18) . . . . ? O7 Pb2 O2' N7 -86.4(18) 3_657 . . . ? O1 Pb2 O2' N7 42.0(13) . . . . ? O1 Pb2 O2' N7 -138.0(13) 3_657 . . . ? O5' Pb2 O2' N7 17(2) 3_657 . . . ? O5' Pb2 O2' N7 -163(2) . . . . ? O1' Pb2 O5 N8 -27(3) . . . . ? O1' Pb2 O5 N8 153(3) 3_657 . . . ? O2' Pb2 O5 N8 156(2) 3_657 . . . ? O2' Pb2 O5 N8 -24(2) . . . . ? O5 Pb2 O5 N8 174(10) 3_657 . . . ? O7 Pb2 O5 N8 65.8(19) . . . . ? O7 Pb2 O5 N8 -114.2(19) 3_657 . . . ? O1 Pb2 O5 N8 0(2) . . . . ? O1 Pb2 O5 N8 180(2) 3_657 . . . ? O5' Pb2 O5 N8 110(3) 3_657 . . . ? O5' Pb2 O5 N8 -70(3) . . . . ? O1' Pb2 O5' N8 -80.3(16) . . . . ? O1' Pb2 O5' N8 99.7(16) 3_657 . . . ? O2' Pb2 O5' N8 114.5(15) 3_657 . . . ? O2' Pb2 O5' N8 -65.5(15) . . . . ? O5 Pb2 O5' N8 -116(2) 3_657 . . . ? O5 Pb2 O5' N8 64(2) . . . . ? O7 Pb2 O5' N8 18.9(14) . . . . ? O7 Pb2 O5' N8 -161.1(14) 3_657 . . . ? O1 Pb2 O5' N8 -50.2(14) . . . . ? O1 Pb2 O5' N8 129.8(14) 3_657 . . . ? O5' Pb2 O5' N8 -27(5) 3_657 . . . ? N2 Pb1 N2 C8 -29(5) 3_565 . . . ? N3 Pb1 N2 C8 -150.5(10) 3_565 . . . ? N3 Pb1 N2 C8 29.5(10) . . . . ? N5 Pb1 N2 C8 -43.2(10) 3_565 . . . ? N5 Pb1 N2 C8 136.8(10) . . . . ? N2 Pb1 N2 C9 163(5) 3_565 . . . ? N3 Pb1 N2 C9 42.3(8) 3_565 . . . ? N3 Pb1 N2 C9 -137.7(8) . . . . ? N5 Pb1 N2 C9 149.6(8) 3_565 . . . ? N5 Pb1 N2 C9 -30.4(8) . . . . ? N2 Pb1 N3 C18 146.8(8) . . . . ? N2 Pb1 N3 C18 -33.2(8) 3_565 . . . ? N3 Pb1 N3 C18 134(21) 3_565 . . . ? N5 Pb1 N3 C18 -141.2(8) 3_565 . . . ? N5 Pb1 N3 C18 38.8(8) . . . . ? N2 Pb1 N3 C11 -38.1(9) . . . . ? N2 Pb1 N3 C11 141.9(9) 3_565 . . . ? N3 Pb1 N3 C11 -51(21) 3_565 . . . ? N5 Pb1 N3 C11 33.9(9) 3_565 . . . ? N5 Pb1 N3 C11 -146.1(9) . . . . ? N2 Pb1 N5 C20 149.0(10) . . . . ? N2 Pb1 N5 C20 -31.0(10) 3_565 . . . ? N3 Pb1 N5 C20 41.8(10) 3_565 . . . ? N3 Pb1 N5 C20 -138.2(10) . . . . ? N5 Pb1 N5 C20 113(3) 3_565 . . . ? N2 Pb1 N5 C27 -42.0(7) . . . . ? N2 Pb1 N5 C27 138.0(7) 3_565 . . . ? N3 Pb1 N5 C27 -149.1(7) 3_565 . . . ? N3 Pb1 N5 C27 30.9(7) . . . . ? N5 Pb1 N5 C27 -78(3) 3_565 . . . ? Pb2 O1' N7 O3 177.8(12) . . . . ? Pb2 O1' N7 O2 -67.5(16) . . . . ? Pb2 O1' N7 O1 64.2(16) . . . . ? Pb2 O1' N7 O2' -1(3) . . . . ? Pb2 O1 N7 O1' -58(2) . . . . ? Pb2 O1 N7 O3 -174.2(10) . . . . ? Pb2 O1 N7 O2 2.9(17) . . . . ? Pb2 O1 N7 O2' 57.9(17) . . . . ? Pb2 O2' N7 O1' 1(3) . . . . ? Pb2 O2' N7 O3 -177.7(14) . . . . ? Pb2 O2' N7 O2 72.6(14) . . . . ? Pb2 O2' N7 O1 -61.0(13) . . . . ? Pb2 O5 N8 O6 168.9(13) . . . . ? Pb2 O5 N8 O5' 79(2) . . . . ? Pb2 O5 N8 O4 2(3) . . . . ? Pb2 O5 N8 O4' -55.5(16) . . . . ? Pb2 O5' N8 O6 171.3(11) . . . . ? Pb2 O5' N8 O5 -71(2) . . . . ? Pb2 O5' N8 O4 45.7(17) . . . . ? Pb2 O5' N8 O4' -17.6(18) . . . . ? C9 N1 C2 C3 1.2(18) . . . . ? C9 N1 C2 Cl1 -178.5(9) . . . . ? N1 C2 C3 C4 -2(3) . . . . ? Cl1 C2 C3 C4 177.4(14) . . . . ? C2 C3 C4 C5 4(3) . . . . ? C3 C4 C5 C9 -4(2) . . . . ? C3 C4 C5 C6 -179.8(16) . . . . ? C4 C5 C6 C7 178.7(16) . . . . ? C9 C5 C6 C7 3(2) . . . . ? C5 C6 C7 C8 -3(2) . . . . ? C9 N2 C8 C7 -2.7(17) . . . . ? Pb1 N2 C8 C7 -168.9(9) . . . . ? C9 N2 C8 C10 178.2(10) . . . . ? Pb1 N2 C8 C10 12.1(16) . . . . ? C6 C7 C8 N2 3.3(19) . . . . ? C6 C7 C8 C10 -177.6(12) . . . . ? C2 N1 C9 N2 179.8(10) . . . . ? C2 N1 C9 C5 -1.5(17) . . . . ? C8 N2 C9 N1 -179.3(10) . . . . ? Pb1 N2 C9 N1 -9.8(11) . . . . ? C8 N2 C9 C5 2.1(17) . . . . ? Pb1 N2 C9 C5 171.6(9) . . . . ? C4 C5 C9 N1 2.9(19) . . . . ? C6 C5 C9 N1 179.5(11) . . . . ? C4 C5 C9 N2 -178.6(13) . . . . ? C6 C5 C9 N2 -2.0(17) . . . . ? N2 C8 C10 C11 -68.7(13) . . . . ? C7 C8 C10 C11 112.2(12) . . . . ? N2 C8 C10 C20 52.9(13) . . . 3_565 ? C7 C8 C10 C20 -126.2(12) . . . 3_565 ? C18 N3 C11 C12 1.3(16) . . . . ? Pb1 N3 C11 C12 -173.3(8) . . . . ? C18 N3 C11 C10 179.3(10) . . . . ? Pb1 N3 C11 C10 4.7(15) . . . . ? C8 C10 C11 N3 60.2(13) . . . . ? C20 C10 C11 N3 -61.9(13) 3_565 . . . ? C8 C10 C11 C12 -121.8(11) . . . . ? C20 C10 C11 C12 116.1(11) 3_565 . . . ? N3 C11 C12 C13 -0.5(17) . . . . ? C10 C11 C12 C13 -178.5(10) . . . . ? C11 C12 C13 C14 -0.9(18) . . . . ? C12 C13 C14 C18 1.4(18) . . . . ? C12 C13 C14 C15 178.9(12) . . . . ? C13 C14 C15 C16 -179.1(13) . . . . ? C18 C14 C15 C16 -1.6(19) . . . . ? C14 C15 C16 C17 0(2) . . . . ? C18 N4 C17 C16 -1.4(18) . . . . ? C18 N4 C17 Cl2 -178.6(9) . . . . ? C15 C16 C17 N4 2(2) . . . . ? C15 C16 C17 Cl2 178.7(12) . . . . ? C11 N3 C18 N4 179.0(10) . . . . ? Pb1 N3 C18 N4 -5.1(12) . . . . ? C11 N3 C18 C14 -0.8(17) . . . . ? Pb1 N3 C18 C14 175.0(9) . . . . ? C17 N4 C18 N3 179.8(10) . . . . ? C17 N4 C18 C14 -0.4(17) . . . . ? C13 C14 C18 N3 -0.6(17) . . . . ? C15 C14 C18 N3 -178.3(11) . . . . ? C13 C14 C18 N4 179.6(11) . . . . ? C15 C14 C18 N4 1.9(18) . . . . ? C27 N5 C20 C21 0.4(16) . . . . ? Pb1 N5 C20 C21 168.2(7) . . . . ? C27 N5 C20 C10 -176.7(10) . . . 3_565 ? Pb1 N5 C20 C10 -8.9(16) . . . 3_565 ? N5 C20 C21 C22 0.7(17) . . . . ? C10 C20 C21 C22 177.9(10) 3_565 . . . ? C20 C21 C22 C23 -1.8(16) . . . . ? C21 C22 C23 C27 1.8(16) . . . . ? C21 C22 C23 C24 -178.7(11) . . . . ? C22 C23 C24 C25 -179.8(12) . . . . ? C27 C23 C24 C25 -0.3(16) . . . . ? C23 C24 C25 C26 1.4(18) . . . . ? C27 N6 C26 C25 1.7(17) . . . . ? C27 N6 C26 Cl3 179.4(9) . . . . ? C24 C25 C26 N6 -2.2(19) . . . . ? C24 C25 C26 Cl3 -179.9(10) . . . . ? C20 N5 C27 N6 179.6(10) . . . . ? Pb1 N5 C27 N6 9.1(10) . . . . ? C20 N5 C27 C23 -0.4(16) . . . . ? Pb1 N5 C27 C23 -170.9(8) . . . . ? C26 N6 C27 N5 179.5(10) . . . . ? C26 N6 C27 C23 -0.5(16) . . . . ? C22 C23 C27 N5 -0.6(16) . . . . ? C24 C23 C27 N5 179.8(10) . . . . ? C22 C23 C27 N6 179.3(10) . . . . ? C24 C23 C27 N6 -0.2(16) . . . . ? O1' Pb2 O7 C29 -88(2) . . . . ? O1' Pb2 O7 C29 92(2) 3_657 . . . ? O2' Pb2 O7 C29 42(2) 3_657 . . . ? O2' Pb2 O7 C29 -138(2) . . . . ? O5 Pb2 O7 C29 -38(2) 3_657 . . . ? O5 Pb2 O7 C29 142(2) . . . . ? O7 Pb2 O7 C29 -3(7) 3_657 . . . ? O1 Pb2 O7 C29 -108(2) . . . . ? O1 Pb2 O7 C29 72(2) 3_657 . . . ? O5' Pb2 O7 C29 -26(2) 3_657 . . . ? O5' Pb2 O7 C29 154(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.704 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.184 data_Ligand-L1 _database_code_depnum_ccdc_archive 'CCDC 804352' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H29 Cl3 N6 O' _chemical_formula_sum 'C31 H29 Cl3 N6 O' _chemical_formula_weight 607.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 14.215(4) _cell_length_b 11.089(3) _cell_length_c 18.409(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.018(4) _cell_angle_gamma 90.00 _cell_volume 2848.2(13) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 9192 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 27.2 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.359 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8937 _exptl_absorpt_correction_T_max 0.9251 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 30705 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5613 _reflns_number_gt 5387 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.7.0' _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^)+(0.0539P)^2^+3.5633P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5613 _refine_ls_number_parameters 386 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.1478 _refine_ls_wR_factor_gt 0.1455 _refine_ls_goodness_of_fit_ref 1.162 _refine_ls_restrained_S_all 1.162 _refine_ls_shift/su_max 0.005 _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 Cl1 Cl -0.35067(5) 0.44231(7) 0.04714(4) 0.0357(2) Uani 1 1 d . . . Cl2 Cl 0.50733(5) 0.67905(7) 0.11077(5) 0.0411(2) Uani 1 1 d . . . Cl3 Cl 0.69130(6) 0.68660(9) 0.21024(4) 0.0500(2) Uani 1 1 d . . . O1 O 0.79034(16) 0.7001(2) 0.01718(13) 0.0349(5) Uani 1 1 d . . . H1A H 0.836(3) 0.720(3) 0.001(2) 0.042(11) Uiso 1 1 d . . . H1B H 0.803(2) 0.634(3) 0.0312(18) 0.032(9) Uiso 1 1 d . . . N1 N -0.16548(15) 0.4654(2) 0.08706(12) 0.0231(5) Uani 1 1 d . . . N2 N -0.00425(15) 0.50226(19) 0.11276(11) 0.0216(5) Uani 1 1 d . . . N3 N 0.29252(16) 0.5711(2) 0.24273(12) 0.0279(5) Uani 1 1 d . . . N4 N 0.41054(17) 0.6014(2) 0.34497(13) 0.0355(6) Uani 1 1 d . . . N5 N 0.06556(15) 0.6834(2) 0.04792(12) 0.0216(5) Uani 1 1 d . . . H5 H 0.019(2) 0.642(3) 0.0522(17) 0.032 Uiso 1 1 d . . . N6 N -0.03947(15) 0.7962(2) -0.03523(11) 0.0233(5) Uani 1 1 d . . . C1 C -0.23886(19) 0.4010(2) 0.09852(15) 0.0255(6) Uani 1 1 d . . . C2 C -0.2353(2) 0.3041(2) 0.14737(16) 0.0288(6) Uani 1 1 d . . . H2 H -0.2912 0.2593 0.1512 0.035 Uiso 1 1 calc R . . C3 C -0.1481(2) 0.2764(2) 0.18944(15) 0.0283(6) Uani 1 1 d . . . H3 H -0.1426 0.2127 0.2245 0.034 Uiso 1 1 calc R . . C4 C -0.0668(2) 0.3422(2) 0.18085(14) 0.0251(6) Uani 1 1 d . . . C5 C -0.07831(18) 0.4353(2) 0.12719(14) 0.0222(5) Uani 1 1 d . . . C6 C 0.08523(18) 0.4810(2) 0.15130(14) 0.0235(5) Uani 1 1 d . . . C7 C 0.1006(2) 0.3885(2) 0.20679(14) 0.0266(6) Uani 1 1 d . . . H7 H 0.1637 0.3746 0.2336 0.032 Uiso 1 1 calc R . . C8 C 0.0278(2) 0.3204(2) 0.22210(14) 0.0262(6) Uani 1 1 d . . . C9 C 0.0426(2) 0.2234(3) 0.28047(16) 0.0340(7) Uani 1 1 d . . . H9A H 0.1098 0.2231 0.3059 0.051 Uiso 1 1 calc R . . H9B H 0.0263 0.1448 0.2571 0.051 Uiso 1 1 calc R . . H9C H 0.0013 0.2393 0.3164 0.051 Uiso 1 1 calc R . . C10 C 0.16251(18) 0.5539(2) 0.13730(14) 0.0255(6) Uani 1 1 d . . . C11 C 0.26193(18) 0.5220(2) 0.17700(14) 0.0248(5) Uani 1 1 d . . . C12 C 0.3183(2) 0.4428(3) 0.14313(15) 0.0305(6) Uani 1 1 d . . . H12 H 0.2930 0.4076 0.0964 0.037 Uiso 1 1 calc R . . C13 C 0.4096(2) 0.4174(3) 0.17820(15) 0.0288(6) Uani 1 1 d . . . H13 H 0.4485 0.3643 0.1561 0.035 Uiso 1 1 calc R . . C14 C 0.44592(18) 0.4704(2) 0.24752(14) 0.0228(5) Uani 1 1 d . . . C15 C 0.38386(19) 0.5461(2) 0.27807(15) 0.0259(6) Uani 1 1 d . . . C16 C 0.4994(2) 0.5856(3) 0.38041(16) 0.0355(7) Uani 1 1 d . . . C17 C 0.5656(2) 0.5129(3) 0.35326(16) 0.0332(7) Uani 1 1 d . . . H17 H 0.6287 0.5042 0.3813 0.040 Uiso 1 1 calc R . . C18 C 0.54109(19) 0.4546(3) 0.28759(15) 0.0281(6) Uani 1 1 d . . . C19 C 0.6116(2) 0.3800(3) 0.25710(18) 0.0441(8) Uani 1 1 d . . . H19A H 0.6733 0.3808 0.2916 0.066 Uiso 1 1 calc R . . H19B H 0.6198 0.4131 0.2093 0.066 Uiso 1 1 calc R . . H19C H 0.5881 0.2969 0.2502 0.066 Uiso 1 1 calc R . . C20 C 0.5311(3) 0.6512(4) 0.45286(18) 0.0545(10) Uani 1 1 d . . . H20A H 0.4828 0.7116 0.4590 0.082 Uiso 1 1 calc R . . H20B H 0.5925 0.6913 0.4529 0.082 Uiso 1 1 calc R . . H20C H 0.5384 0.5933 0.4938 0.082 Uiso 1 1 calc R . . C21 C 0.15317(18) 0.6502(2) 0.08766(14) 0.0239(5) Uani 1 1 d . . . C22 C 0.23410(18) 0.7204(2) 0.07561(14) 0.0261(6) Uani 1 1 d . . . H22 H 0.2962 0.7020 0.1028 0.031 Uiso 1 1 calc R . . C23 C 0.22314(19) 0.8113(2) 0.02665(15) 0.0261(6) Uani 1 1 d . . . H23 H 0.2781 0.8547 0.0191 0.031 Uiso 1 1 calc R . . C24 C 0.13086(19) 0.8449(2) -0.01452(14) 0.0241(5) Uani 1 1 d . . . C25 C 0.05229(18) 0.7764(2) -0.00121(13) 0.0216(5) Uani 1 1 d . . . C26 C -0.0551(2) 0.8857(2) -0.08427(14) 0.0272(6) Uani 1 1 d . . . C27 C 0.0191(2) 0.9582(2) -0.10089(15) 0.0283(6) Uani 1 1 d . . . H27 H 0.0045 1.0212 -0.1362 0.034 Uiso 1 1 calc R . . C28 C 0.1129(2) 0.9385(2) -0.06638(15) 0.0273(6) Uani 1 1 d . . . C29 C 0.1933(2) 1.0134(3) -0.08454(17) 0.0339(7) Uani 1 1 d . . . H29A H 0.1671 1.0755 -0.1207 0.051 Uiso 1 1 calc R . . H29B H 0.2373 0.9617 -0.1054 0.051 Uiso 1 1 calc R . . H29C H 0.2279 1.0521 -0.0394 0.051 Uiso 1 1 calc R . . C30 C -0.1587(2) 0.9061(3) -0.12262(15) 0.0324(6) Uani 1 1 d . . . H30A H -0.1908 0.8282 -0.1331 0.049 Uiso 1 1 calc R . . H30B H -0.1600 0.9498 -0.1691 0.049 Uiso 1 1 calc R . . H30C H -0.1918 0.9536 -0.0903 0.049 Uiso 1 1 calc R . . C31 C 0.6234(2) 0.7411(3) 0.12695(16) 0.0326(6) Uani 1 1 d . . . H31A H 0.6556 0.7200 0.0855 0.039 Uiso 1 1 calc R . . H31B H 0.6192 0.8301 0.1293 0.039 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 Cl1 0.0232(3) 0.0398(4) 0.0429(4) -0.0029(3) 0.0031(3) -0.0031(3) Cl2 0.0291(4) 0.0474(5) 0.0455(5) 0.0008(3) 0.0035(3) -0.0027(3) Cl3 0.0482(5) 0.0607(6) 0.0338(4) 0.0024(4) -0.0104(3) -0.0027(4) O1 0.0289(12) 0.0296(12) 0.0461(13) 0.0033(10) 0.0072(10) 0.0015(9) N1 0.0212(11) 0.0247(11) 0.0228(11) -0.0031(9) 0.0026(8) -0.0014(9) N2 0.0201(10) 0.0256(11) 0.0179(10) -0.0023(8) 0.0009(8) 0.0008(8) N3 0.0211(11) 0.0339(13) 0.0255(12) -0.0004(10) -0.0033(9) 0.0058(9) N4 0.0299(13) 0.0430(15) 0.0280(13) -0.0094(11) -0.0083(10) 0.0119(11) N5 0.0160(10) 0.0274(12) 0.0202(11) 0.0014(9) 0.0003(8) -0.0016(9) N6 0.0228(11) 0.0261(11) 0.0193(10) -0.0030(9) -0.0003(8) 0.0010(9) C1 0.0230(13) 0.0269(14) 0.0270(13) -0.0080(11) 0.0060(10) -0.0022(10) C2 0.0309(15) 0.0262(14) 0.0321(15) -0.0061(11) 0.0132(12) -0.0049(11) C3 0.0395(16) 0.0239(13) 0.0244(13) -0.0033(11) 0.0134(12) -0.0023(11) C4 0.0346(15) 0.0219(13) 0.0189(12) -0.0035(10) 0.0051(11) 0.0020(11) C5 0.0246(13) 0.0214(13) 0.0204(12) -0.0039(10) 0.0040(10) -0.0009(10) C6 0.0236(13) 0.0263(13) 0.0195(12) -0.0035(10) 0.0012(10) -0.0005(10) C7 0.0286(14) 0.0276(14) 0.0206(13) -0.0022(10) -0.0032(10) 0.0050(11) C8 0.0321(14) 0.0238(13) 0.0223(13) -0.0026(10) 0.0045(11) 0.0008(11) C9 0.0384(16) 0.0319(15) 0.0311(15) 0.0057(12) 0.0051(12) -0.0043(12) C10 0.0215(13) 0.0327(15) 0.0202(12) -0.0012(11) -0.0015(10) 0.0030(11) C11 0.0227(13) 0.0257(13) 0.0240(13) 0.0023(11) -0.0006(10) -0.0010(10) C12 0.0303(15) 0.0328(15) 0.0265(14) -0.0040(12) 0.0003(11) 0.0009(12) C13 0.0301(14) 0.0301(14) 0.0262(14) -0.0008(11) 0.0056(11) 0.0061(11) C14 0.0215(13) 0.0238(13) 0.0229(13) 0.0039(10) 0.0038(10) 0.0008(10) C15 0.0220(13) 0.0285(14) 0.0248(13) -0.0015(11) -0.0017(10) 0.0039(10) C16 0.0307(15) 0.0399(17) 0.0306(15) -0.0034(13) -0.0073(12) 0.0075(13) C17 0.0226(13) 0.0421(17) 0.0306(15) 0.0032(13) -0.0060(11) 0.0035(12) C18 0.0216(13) 0.0339(15) 0.0287(14) 0.0070(12) 0.0047(11) 0.0047(11) C19 0.0309(16) 0.063(2) 0.0376(17) -0.0013(16) 0.0038(13) 0.0187(15) C20 0.060(2) 0.057(2) 0.0346(18) -0.0183(16) -0.0203(16) 0.0192(18) C21 0.0201(13) 0.0292(14) 0.0211(12) -0.0038(11) 0.0008(10) -0.0006(10) C22 0.0188(13) 0.0318(14) 0.0259(14) -0.0017(11) -0.0003(10) -0.0011(10) C23 0.0209(13) 0.0316(14) 0.0263(13) -0.0075(11) 0.0057(10) -0.0061(11) C24 0.0261(13) 0.0261(13) 0.0203(12) -0.0051(10) 0.0049(10) -0.0026(11) C25 0.0223(13) 0.0245(13) 0.0176(12) -0.0050(10) 0.0027(10) -0.0002(10) C26 0.0322(15) 0.0267(14) 0.0212(13) -0.0040(11) 0.0015(11) 0.0046(11) C27 0.0388(16) 0.0239(13) 0.0219(13) 0.0012(11) 0.0047(11) 0.0019(11) C28 0.0355(15) 0.0250(14) 0.0227(13) -0.0054(10) 0.0085(11) -0.0037(11) C29 0.0419(17) 0.0277(15) 0.0327(15) 0.0033(12) 0.0083(13) -0.0039(12) C30 0.0432(17) 0.0281(14) 0.0239(14) -0.0008(11) 0.0009(12) 0.0046(12) C31 0.0298(15) 0.0363(16) 0.0304(15) 0.0000(12) 0.0026(12) -0.0026(12) _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 Cl1 C1 1.748(3) . ? Cl2 C31 1.760(3) . ? Cl3 C31 1.756(3) . ? O1 H1A 0.80(4) . ? O1 H1B 0.78(4) . ? N1 C1 1.314(3) . ? N1 C5 1.358(3) . ? N2 C6 1.354(3) . ? N2 C5 1.356(3) . ? N3 C11 1.322(3) . ? N3 C15 1.365(3) . ? N4 C16 1.318(4) . ? N4 C15 1.363(3) . ? N5 C25 1.361(3) . ? N5 C21 1.369(3) . ? N5 H5 0.83(3) . ? N6 C26 1.331(3) . ? N6 C25 1.353(3) . ? C1 C2 1.396(4) . ? C2 C3 1.365(4) . ? C2 H2 0.9500 . ? C3 C4 1.401(4) . ? C3 H3 0.9500 . ? C4 C5 1.417(4) . ? C4 C8 1.433(4) . ? C6 C10 1.427(4) . ? C6 C7 1.434(4) . ? C7 C8 1.353(4) . ? C7 H7 0.9500 . ? C8 C9 1.506(4) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C21 1.396(4) . ? C10 C11 1.504(3) . ? C11 C12 1.412(4) . ? C12 C13 1.364(4) . ? C12 H12 0.9500 . ? C13 C14 1.410(4) . ? C13 H13 0.9500 . ? C14 C15 1.410(4) . ? C14 C18 1.422(4) . ? C16 C17 1.402(4) . ? C16 C20 1.510(4) . ? C17 C18 1.356(4) . ? C17 H17 0.9500 . ? C18 C19 1.490(4) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.441(4) . ? C22 C23 1.341(4) . ? C22 H22 0.9500 . ? C23 C24 1.433(4) . ? C23 H23 0.9500 . ? C24 C28 1.401(4) . ? C24 C25 1.410(4) . ? C26 C27 1.404(4) . ? C26 C30 1.524(4) . ? C27 C28 1.381(4) . ? C27 H27 0.9500 . ? C28 C29 1.500(4) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? 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 H1A O1 H1B 104(3) . . ? C1 N1 C5 116.6(2) . . ? C6 N2 C5 119.3(2) . . ? C11 N3 C15 118.0(2) . . ? C16 N4 C15 117.5(2) . . ? C25 N5 C21 123.7(2) . . ? C25 N5 H5 118(2) . . ? C21 N5 H5 118(2) . . ? C26 N6 C25 117.1(2) . . ? N1 C1 C2 126.2(3) . . ? N1 C1 Cl1 116.0(2) . . ? C2 C1 Cl1 117.9(2) . . ? C3 C2 C1 117.1(3) . . ? C3 C2 H2 121.5 . . ? C1 C2 H2 121.5 . . ? C2 C3 C4 119.9(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 118.0(2) . . ? C3 C4 C8 124.3(3) . . ? C5 C4 C8 117.6(2) . . ? N2 C5 N1 114.9(2) . . ? N2 C5 C4 123.1(2) . . ? N1 C5 C4 122.1(2) . . ? N2 C6 C10 119.0(2) . . ? N2 C6 C7 119.9(2) . . ? C10 C6 C7 121.1(2) . . ? C8 C7 C6 121.9(2) . . ? C8 C7 H7 119.0 . . ? C6 C7 H7 119.0 . . ? C7 C8 C4 118.2(2) . . ? C7 C8 C9 122.6(3) . . ? C4 C8 C9 119.2(2) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C21 C10 C6 124.9(2) . . ? C21 C10 C11 117.5(2) . . ? C6 C10 C11 117.6(2) . . ? N3 C11 C12 123.0(2) . . ? N3 C11 C10 117.5(2) . . ? C12 C11 C10 119.5(2) . . ? C13 C12 C11 119.2(2) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 119.5(3) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? C13 C14 C15 117.4(2) . . ? C13 C14 C18 124.4(2) . . ? C15 C14 C18 118.1(2) . . ? N4 C15 N3 114.5(2) . . ? N4 C15 C14 122.8(2) . . ? N3 C15 C14 122.8(2) . . ? N4 C16 C17 123.0(3) . . ? N4 C16 C20 117.9(3) . . ? C17 C16 C20 119.0(3) . . ? C18 C17 C16 121.1(2) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C14 117.4(3) . . ? C17 C18 C19 121.6(3) . . ? C14 C18 C19 120.9(3) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N5 C21 C10 121.2(2) . . ? N5 C21 C22 116.4(2) . . ? C10 C21 C22 122.4(2) . . ? C23 C22 C21 121.1(2) . . ? C23 C22 H22 119.5 . . ? C21 C22 H22 119.5 . . ? C22 C23 C24 121.8(2) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? C28 C24 C25 118.1(2) . . ? C28 C24 C23 125.6(2) . . ? C25 C24 C23 116.3(2) . . ? N6 C25 N5 115.5(2) . . ? N6 C25 C24 123.9(2) . . ? N5 C25 C24 120.7(2) . . ? N6 C26 C27 122.7(2) . . ? N6 C26 C30 116.5(2) . . ? C27 C26 C30 120.8(2) . . ? C28 C27 C26 120.6(3) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C27 C28 C24 117.7(2) . . ? C27 C28 C29 121.3(3) . . ? C24 C28 C29 121.0(3) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 H30A 109.5 . . ? C26 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C26 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? Cl3 C31 Cl2 110.74(16) . . ? Cl3 C31 H31A 109.5 . . ? Cl2 C31 H31A 109.5 . . ? Cl3 C31 H31B 109.5 . . ? Cl2 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? 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 C5 N1 C1 C2 -0.7(4) . . . . ? C5 N1 C1 Cl1 179.28(18) . . . . ? N1 C1 C2 C3 2.8(4) . . . . ? Cl1 C1 C2 C3 -177.2(2) . . . . ? C1 C2 C3 C4 -1.8(4) . . . . ? C2 C3 C4 C5 -0.9(4) . . . . ? C2 C3 C4 C8 -179.9(2) . . . . ? C6 N2 C5 N1 178.4(2) . . . . ? C6 N2 C5 C4 -0.5(4) . . . . ? C1 N1 C5 N2 178.8(2) . . . . ? C1 N1 C5 C4 -2.3(4) . . . . ? C3 C4 C5 N2 -178.1(2) . . . . ? C8 C4 C5 N2 1.1(4) . . . . ? C3 C4 C5 N1 3.1(4) . . . . ? C8 C4 C5 N1 -177.8(2) . . . . ? C5 N2 C6 C10 -178.3(2) . . . . ? C5 N2 C6 C7 -0.2(4) . . . . ? N2 C6 C7 C8 0.2(4) . . . . ? C10 C6 C7 C8 178.4(2) . . . . ? C6 C7 C8 C4 0.3(4) . . . . ? C6 C7 C8 C9 -179.7(2) . . . . ? C3 C4 C8 C7 178.2(2) . . . . ? C5 C4 C8 C7 -0.9(4) . . . . ? C3 C4 C8 C9 -1.9(4) . . . . ? C5 C4 C8 C9 179.1(2) . . . . ? N2 C6 C10 C21 2.2(4) . . . . ? C7 C6 C10 C21 -176.0(2) . . . . ? N2 C6 C10 C11 -175.6(2) . . . . ? C7 C6 C10 C11 6.2(4) . . . . ? C15 N3 C11 C12 1.9(4) . . . . ? C15 N3 C11 C10 -177.7(2) . . . . ? C21 C10 C11 N3 93.2(3) . . . . ? C6 C10 C11 N3 -88.8(3) . . . . ? C21 C10 C11 C12 -86.4(3) . . . . ? C6 C10 C11 C12 91.6(3) . . . . ? N3 C11 C12 C13 -1.8(4) . . . . ? C10 C11 C12 C13 177.8(3) . . . . ? C11 C12 C13 C14 0.1(4) . . . . ? C12 C13 C14 C15 1.4(4) . . . . ? C12 C13 C14 C18 -177.2(3) . . . . ? C16 N4 C15 N3 -176.9(3) . . . . ? C16 N4 C15 C14 2.4(4) . . . . ? C11 N3 C15 N4 179.0(3) . . . . ? C11 N3 C15 C14 -0.2(4) . . . . ? C13 C14 C15 N4 179.4(3) . . . . ? C18 C14 C15 N4 -2.0(4) . . . . ? C13 C14 C15 N3 -1.4(4) . . . . ? C18 C14 C15 N3 177.3(3) . . . . ? C15 N4 C16 C17 -1.7(5) . . . . ? C15 N4 C16 C20 177.2(3) . . . . ? N4 C16 C17 C18 0.5(5) . . . . ? C20 C16 C17 C18 -178.4(3) . . . . ? C16 C17 C18 C14 0.0(4) . . . . ? C16 C17 C18 C19 178.2(3) . . . . ? C13 C14 C18 C17 179.2(3) . . . . ? C15 C14 C18 C17 0.7(4) . . . . ? C13 C14 C18 C19 1.1(4) . . . . ? C15 C14 C18 C19 -177.5(3) . . . . ? C25 N5 C21 C10 -180.0(2) . . . . ? C25 N5 C21 C22 0.4(4) . . . . ? C6 C10 C21 N5 0.6(4) . . . . ? C11 C10 C21 N5 178.4(2) . . . . ? C6 C10 C21 C22 -179.7(2) . . . . ? C11 C10 C21 C22 -2.0(4) . . . . ? N5 C21 C22 C23 -1.4(4) . . . . ? C10 C21 C22 C23 178.9(3) . . . . ? C21 C22 C23 C24 1.5(4) . . . . ? C22 C23 C24 C28 179.8(3) . . . . ? C22 C23 C24 C25 -0.5(4) . . . . ? C26 N6 C25 N5 -179.3(2) . . . . ? C26 N6 C25 C24 0.3(4) . . . . ? C21 N5 C25 N6 -179.8(2) . . . . ? C21 N5 C25 C24 0.6(4) . . . . ? C28 C24 C25 N6 -0.4(4) . . . . ? C23 C24 C25 N6 179.9(2) . . . . ? C28 C24 C25 N5 179.2(2) . . . . ? C23 C24 C25 N5 -0.5(4) . . . . ? C25 N6 C26 C27 -0.2(4) . . . . ? C25 N6 C26 C30 179.5(2) . . . . ? N6 C26 C27 C28 0.2(4) . . . . ? C30 C26 C27 C28 -179.5(2) . . . . ? C26 C27 C28 C24 -0.3(4) . . . . ? C26 C27 C28 C29 178.8(2) . . . . ? C25 C24 C28 C27 0.4(4) . . . . ? C23 C24 C28 C27 -180.0(2) . . . . ? C25 C24 C28 C29 -178.7(2) . . . . ? C23 C24 C28 C29 1.0(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A N6 0.80(4) 2.18(4) 2.969(3) 173(4) 1_655 O1 H1B N1 0.78(4) 2.14(4) 2.917(3) 171(3) 1_655 N5 H5 N2 0.83(3) 1.97(3) 2.626(3) 136(3) . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.583 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.065 data_Ligand-L2 _database_code_depnum_ccdc_archive 'CCDC 804353' #TrackingRef 'cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H21 Cl3 N6' _chemical_formula_weight 547.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 31.115(3) _cell_length_b 11.6709(15) _cell_length_c 16.466(2) _cell_angle_alpha 90.00 _cell_angle_beta 119.257(2) _cell_angle_gamma 90.00 _cell_volume 5216.8(10) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2476 _cell_measurement_theta_min 2.581 _cell_measurement_theta_max 22.517 _exptl_crystal_description ? _exptl_crystal_colour red _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 0.381 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8381 _exptl_absorpt_correction_T_max 0.9276 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12833 _diffrn_reflns_av_R_equivalents 0.0460 _diffrn_reflns_av_sigmaI/netI 0.0606 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4593 _reflns_number_gt 2233 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0563P)^2^+21.5562P] 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 4593 _refine_ls_number_parameters 334 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1466 _refine_ls_R_factor_gt 0.0694 _refine_ls_wR_factor_ref 0.2132 _refine_ls_wR_factor_gt 0.1541 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 Cl1 Cl 0.0487(2) 0.7289(4) 0.2443(5) 0.0935(9) Uani 0.464(5) 1 d P A 1 Cl2 Cl 0.15041(16) 1.1713(7) 0.5207(4) 0.0935(9) Uani 0.366(5) 1 d P B 1 Cl3 Cl 0.5203(4) 0.8817(10) 0.3748(8) 0.0935(9) Uani 0.169(4) 1 d P C 1 Cl4 Cl 0.43548(11) 0.5981(3) 0.2336(2) 0.2029(15) Uani 1 1 d . . . Cl5 Cl 0.37365(9) 0.5147(2) 0.30152(16) 0.1493(10) Uani 1 1 d . . . N1 N 0.22390(13) 0.7646(3) 0.3622(2) 0.0477(9) Uani 1 1 d . A . H1 H 0.2206 0.8235 0.3901 0.057 Uiso 1 1 calc R . . N2 N 0.14056(14) 0.7393(4) 0.2992(3) 0.0605(11) Uani 1 1 d . A . N3 N 0.26452(13) 0.9396(3) 0.4723(3) 0.0462(9) Uani 1 1 d . A . N4 N 0.21534(14) 1.0581(3) 0.5030(3) 0.0522(10) Uani 1 1 d . B . N5 N 0.38717(14) 0.8172(3) 0.4348(3) 0.0598(11) Uani 1 1 d . A . N6 N 0.45843(17) 0.8450(4) 0.4287(4) 0.0854(15) Uani 1 1 d . C . C1 C 0.18297(17) 0.7033(4) 0.3036(3) 0.0501(12) Uani 1 1 d . . . C2 C 0.1008(2) 0.6796(6) 0.2432(4) 0.0746(16) Uani 1 1 d . . . C3 C 0.0999(2) 0.5875(6) 0.1894(4) 0.0863(19) Uani 1 1 d . A . H3 H 0.0705 0.5499 0.1507 0.104 Uiso 1 1 calc R . . C4 C 0.1427(2) 0.5535(5) 0.1944(4) 0.0760(17) Uani 1 1 d . . . H4 H 0.1431 0.4926 0.1584 0.091 Uiso 1 1 calc R A . C5 C 0.18619(19) 0.6103(4) 0.2540(3) 0.0572(13) Uani 1 1 d . A . C6 C 0.2336(2) 0.5805(4) 0.2683(3) 0.0600(13) Uani 1 1 d . . . H6 H 0.2370 0.5191 0.2358 0.072 Uiso 1 1 calc R A . C7 C 0.27345(18) 0.6396(4) 0.3279(3) 0.0540(12) Uani 1 1 d . A . H7 H 0.3043 0.6180 0.3371 0.065 Uiso 1 1 calc R . . C8 C 0.26950(16) 0.7358(4) 0.3781(3) 0.0450(11) Uani 1 1 d . . . C9 C 0.26138(16) 1.0312(4) 0.5206(3) 0.0464(11) Uani 1 1 d . . . C10 C 0.2113(2) 1.1444(4) 0.5510(4) 0.0641(14) Uani 1 1 d . . . C11 C 0.2505(2) 1.2083(5) 0.6157(4) 0.0776(17) Uani 1 1 d . B . H11 H 0.2454 1.2684 0.6472 0.093 Uiso 1 1 calc R . . C12 C 0.2967(2) 1.1812(5) 0.6324(4) 0.0747(16) Uani 1 1 d . . . H12 H 0.3237 1.2228 0.6757 0.090 Uiso 1 1 calc R B . C13 C 0.30345(18) 1.0908(4) 0.5841(3) 0.0532(12) Uani 1 1 d . B . C14 C 0.34941(19) 1.0539(4) 0.5960(4) 0.0655(15) Uani 1 1 d . . . H14 H 0.3780 1.0926 0.6371 0.079 Uiso 1 1 calc R B . C15 C 0.35214(17) 0.9637(4) 0.5486(4) 0.0603(13) Uani 1 1 d . A . H15 H 0.3826 0.9411 0.5565 0.072 Uiso 1 1 calc R . . C16 C 0.30883(15) 0.9014(4) 0.4857(3) 0.0448(11) Uani 1 1 d . . . C17 C 0.43309(17) 0.7782(4) 0.4582(4) 0.0609(14) Uani 1 1 d . . . C18 C 0.5029(2) 0.8116(6) 0.4474(5) 0.094(2) Uani 1 1 d . . . C19 C 0.5247(2) 0.7117(6) 0.4988(5) 0.095(2) Uani 1 1 d . C . H19 H 0.5564 0.6913 0.5118 0.114 Uiso 1 1 calc R . . C20 C 0.5006(2) 0.6464(5) 0.5288(4) 0.0779(17) Uani 1 1 d . . . H20 H 0.5152 0.5807 0.5633 0.094 Uiso 1 1 calc R C . C21 C 0.45254(17) 0.6774(4) 0.5082(4) 0.0581(13) Uani 1 1 d . C . C22 C 0.42357(19) 0.6150(4) 0.5350(4) 0.0649(14) Uani 1 1 d . . . H22 H 0.4355 0.5476 0.5688 0.078 Uiso 1 1 calc R C . C23 C 0.37768(18) 0.6530(4) 0.5116(3) 0.0581(13) Uani 1 1 d . A . H23 H 0.3577 0.6113 0.5281 0.070 Uiso 1 1 calc R . . C24 C 0.36084(16) 0.7567(4) 0.4618(3) 0.0483(11) Uani 1 1 d . . . C25 C 0.31106(15) 0.8012(4) 0.4394(3) 0.0448(11) Uani 1 1 d . A . C26 C 0.0521(7) 0.6869(16) 0.2379(16) 0.0935(9) Uani 0.536(5) 1 d P A 2 H26A H 0.0538 0.6529 0.2925 0.140 Uiso 0.536(5) 1 calc PR A 2 H26B H 0.0282 0.6468 0.1836 0.140 Uiso 0.536(5) 1 calc PR A 2 H26C H 0.0426 0.7658 0.2340 0.140 Uiso 0.536(5) 1 calc PR A 2 C27 C 0.1664(5) 1.1834(15) 0.5487(10) 0.0935(9) Uani 0.634(5) 1 d P B 2 H27A H 0.1390 1.1719 0.4875 0.140 Uiso 0.634(5) 1 calc PR B 2 H27B H 0.1693 1.2634 0.5641 0.140 Uiso 0.634(5) 1 calc PR B 2 H27C H 0.1613 1.1408 0.5931 0.140 Uiso 0.634(5) 1 calc PR B 2 C28 C 0.5351(3) 0.8940(8) 0.4274(8) 0.0935(9) Uani 0.831(4) 1 d P C 2 H28A H 0.5144 0.9463 0.3790 0.140 Uiso 0.831(4) 1 calc PR C 2 H28B H 0.5547 0.8509 0.4079 0.140 Uiso 0.831(4) 1 calc PR C 2 H28C H 0.5562 0.9361 0.4828 0.140 Uiso 0.831(4) 1 calc PR C 2 C29 C 0.3857(3) 0.5170(6) 0.2104(4) 0.104(2) Uani 1 1 d . . . H29A H 0.3912 0.4393 0.1968 0.125 Uiso 1 1 calc R . . H29B H 0.3572 0.5469 0.1556 0.125 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 Cl1 0.0571(15) 0.117(2) 0.109(2) -0.022(2) 0.0420(14) -0.0093(18) Cl2 0.0571(15) 0.117(2) 0.109(2) -0.022(2) 0.0420(14) -0.0093(18) Cl3 0.0571(15) 0.117(2) 0.109(2) -0.022(2) 0.0420(14) -0.0093(18) Cl4 0.181(3) 0.257(4) 0.168(3) -0.058(2) 0.083(2) -0.104(3) Cl5 0.1434(19) 0.202(3) 0.1263(18) -0.0415(17) 0.0844(16) 0.0270(17) N1 0.047(2) 0.045(2) 0.052(2) -0.0071(18) 0.0257(19) -0.0019(18) N2 0.045(2) 0.073(3) 0.057(3) -0.002(2) 0.020(2) -0.007(2) N3 0.047(2) 0.042(2) 0.053(2) 0.0011(18) 0.0278(19) 0.0039(17) N4 0.059(2) 0.045(2) 0.063(3) 0.001(2) 0.038(2) 0.0055(18) N5 0.051(2) 0.051(2) 0.090(3) 0.015(2) 0.045(2) 0.0112(19) N6 0.068(3) 0.070(3) 0.146(5) 0.011(3) 0.074(3) 0.006(2) C1 0.054(3) 0.051(3) 0.045(3) 0.000(2) 0.024(2) -0.006(2) C2 0.057(3) 0.095(5) 0.060(4) 0.001(3) 0.019(3) -0.013(3) C3 0.070(4) 0.099(5) 0.066(4) -0.014(4) 0.014(3) -0.034(4) C4 0.089(4) 0.067(4) 0.058(4) -0.010(3) 0.025(3) -0.017(3) C5 0.071(3) 0.049(3) 0.049(3) -0.002(2) 0.027(3) -0.008(3) C6 0.084(4) 0.045(3) 0.052(3) -0.002(2) 0.034(3) 0.003(3) C7 0.062(3) 0.054(3) 0.052(3) -0.001(2) 0.033(3) 0.006(3) C8 0.051(3) 0.048(3) 0.044(3) 0.009(2) 0.029(2) 0.005(2) C9 0.053(3) 0.041(3) 0.050(3) 0.006(2) 0.029(2) 0.001(2) C10 0.084(4) 0.051(3) 0.078(4) 0.002(3) 0.056(3) 0.008(3) C11 0.106(5) 0.060(4) 0.084(4) -0.017(3) 0.060(4) -0.001(4) C12 0.093(4) 0.058(3) 0.072(4) -0.017(3) 0.039(3) -0.015(3) C13 0.063(3) 0.043(3) 0.057(3) -0.004(2) 0.032(3) -0.007(2) C14 0.057(3) 0.056(3) 0.073(4) -0.010(3) 0.024(3) -0.016(3) C15 0.048(3) 0.056(3) 0.076(4) 0.000(3) 0.030(3) -0.005(2) C16 0.043(3) 0.043(3) 0.050(3) 0.006(2) 0.025(2) -0.002(2) C17 0.048(3) 0.053(3) 0.091(4) 0.000(3) 0.041(3) 0.004(2) C18 0.075(4) 0.082(4) 0.154(7) -0.007(4) 0.078(4) -0.007(4) C19 0.056(4) 0.090(5) 0.147(6) -0.013(5) 0.056(4) 0.005(4) C20 0.052(3) 0.076(4) 0.094(5) -0.010(3) 0.027(3) 0.013(3) C21 0.045(3) 0.057(3) 0.066(3) -0.005(3) 0.023(3) 0.008(2) C22 0.063(3) 0.060(3) 0.066(3) 0.012(3) 0.028(3) 0.017(3) C23 0.058(3) 0.058(3) 0.064(3) 0.016(3) 0.034(3) 0.010(2) C24 0.044(3) 0.052(3) 0.055(3) 0.004(2) 0.028(2) 0.005(2) C25 0.045(3) 0.043(3) 0.054(3) 0.005(2) 0.030(2) 0.001(2) C26 0.0571(15) 0.117(2) 0.109(2) -0.022(2) 0.0420(14) -0.0093(18) C27 0.0571(15) 0.117(2) 0.109(2) -0.022(2) 0.0420(14) -0.0093(18) C28 0.0571(15) 0.117(2) 0.109(2) -0.022(2) 0.0420(14) -0.0093(18) C29 0.112(5) 0.114(6) 0.082(5) -0.019(4) 0.044(4) -0.001(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 Cl1 C2 1.730(8) . ? Cl2 C10 1.736(7) . ? Cl3 C18 1.741(14) . ? Cl4 C29 1.692(7) . ? Cl5 C29 1.715(7) . ? N1 C8 1.354(5) . ? N1 C1 1.365(5) . ? N1 H1 0.8600 . ? N2 C2 1.323(6) . ? N2 C1 1.352(6) . ? N3 C16 1.360(5) . ? N3 C9 1.365(5) . ? N4 C10 1.323(6) . ? N4 C9 1.353(5) . ? N5 C24 1.312(5) . ? N5 C17 1.363(5) . ? N6 C18 1.319(7) . ? N6 C17 1.356(6) . ? C1 C5 1.391(6) . ? C2 C3 1.384(8) . ? C2 C26 1.478(17) . ? C3 C4 1.354(8) . ? C3 H3 0.9300 . ? C4 C5 1.391(7) . ? C4 H4 0.9300 . ? C5 C6 1.419(7) . ? C6 C7 1.337(6) . ? C6 H6 0.9300 . ? C7 C8 1.434(6) . ? C7 H7 0.9300 . ? C8 C25 1.413(6) . ? C9 C13 1.398(6) . ? C10 C11 1.382(7) . ? C10 C27 1.452(14) . ? C11 C12 1.365(7) . ? C11 H11 0.9300 . ? C12 C13 1.396(7) . ? C12 H12 0.9300 . ? C13 C14 1.412(7) . ? C14 C15 1.338(7) . ? C14 H14 0.9300 . ? C15 C16 1.433(6) . ? C15 H15 0.9300 . ? C16 C25 1.416(6) . ? C17 C21 1.394(7) . ? C18 C19 1.406(9) . ? C18 C28 1.536(10) . ? C19 C20 1.323(8) . ? C19 H19 0.9300 . ? C20 C21 1.408(7) . ? C20 H20 0.9300 . ? C21 C22 1.388(7) . ? C22 C23 1.359(6) . ? C22 H22 0.9300 . ? C23 C24 1.411(6) . ? C23 H23 0.9300 . ? C24 C25 1.499(6) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? 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 C8 N1 C1 122.3(4) . . ? C8 N1 H1 118.8 . . ? C1 N1 H1 118.8 . . ? C2 N2 C1 115.4(5) . . ? C16 N3 C9 121.2(4) . . ? C10 N4 C9 116.7(4) . . ? C24 N5 C17 117.8(4) . . ? C18 N6 C17 118.2(5) . . ? N2 C1 N1 115.1(4) . . ? N2 C1 C5 124.0(4) . . ? N1 C1 C5 120.9(4) . . ? N2 C2 C3 125.0(6) . . ? N2 C2 C26 126.4(10) . . ? C3 C2 C26 107.9(9) . . ? N2 C2 Cl1 112.3(5) . . ? C3 C2 Cl1 122.6(5) . . ? C26 C2 Cl1 16.5(8) . . ? C4 C3 C2 118.5(5) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 119.4(6) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C1 117.5(5) . . ? C4 C5 C6 125.0(5) . . ? C1 C5 C6 117.5(4) . . ? C7 C6 C5 120.7(5) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 121.2(5) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? N1 C8 C25 120.7(4) . . ? N1 C8 C7 117.4(4) . . ? C25 C8 C7 121.9(4) . . ? N4 C9 N3 115.3(4) . . ? N4 C9 C13 123.4(4) . . ? N3 C9 C13 121.2(4) . . ? N4 C10 C11 124.5(5) . . ? N4 C10 C27 126.5(8) . . ? C11 C10 C27 108.9(8) . . ? N4 C10 Cl2 112.0(5) . . ? C11 C10 Cl2 123.4(5) . . ? C27 C10 Cl2 15.2(7) . . ? C12 C11 C10 118.4(5) . . ? C12 C11 H11 120.8 . . ? C10 C11 H11 120.8 . . ? C11 C12 C13 119.8(5) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C9 117.1(5) . . ? C12 C13 C14 125.0(5) . . ? C9 C13 C14 117.8(4) . . ? C15 C14 C13 120.5(5) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 121.0(5) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? N3 C16 C25 119.7(4) . . ? N3 C16 C15 118.2(4) . . ? C25 C16 C15 122.1(4) . . ? N6 C17 N5 114.8(4) . . ? N6 C17 C21 122.4(4) . . ? N5 C17 C21 122.7(5) . . ? N6 C18 C19 122.0(6) . . ? N6 C18 C28 119.0(6) . . ? C19 C18 C28 118.3(6) . . ? N6 C18 Cl3 110.1(6) . . ? C19 C18 Cl3 125.6(6) . . ? C28 C18 Cl3 26.2(4) . . ? C20 C19 C18 120.4(6) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 119.4(6) . . ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 . . ? C22 C21 C17 118.0(4) . . ? C22 C21 C20 124.5(5) . . ? C17 C21 C20 117.5(5) . . ? C23 C22 C21 119.6(5) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C24 119.0(5) . . ? C22 C23 H23 120.5 . . ? C24 C23 H23 120.5 . . ? N5 C24 C23 122.8(4) . . ? N5 C24 C25 118.1(4) . . ? C23 C24 C25 119.0(4) . . ? C8 C25 C16 124.2(4) . . ? C8 C25 C24 117.6(4) . . ? C16 C25 C24 118.0(4) . . ? C2 C26 H26A 109.5 . . ? C2 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C2 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C10 C27 H27A 109.5 . . ? C10 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C10 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C18 C28 H28A 109.5 . . ? C18 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C18 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? Cl4 C29 Cl5 112.2(4) . . ? Cl4 C29 H29A 109.2 . . ? Cl5 C29 H29A 109.2 . . ? Cl4 C29 H29B 109.2 . . ? Cl5 C29 H29B 109.2 . . ? H29A C29 H29B 107.9 . . ? 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 C2 N2 C1 N1 -179.3(4) . . . . ? C2 N2 C1 C5 0.0(7) . . . . ? C8 N1 C1 N2 176.6(4) . . . . ? C8 N1 C1 C5 -2.8(6) . . . . ? C1 N2 C2 C3 -1.5(8) . . . . ? C1 N2 C2 C26 168.4(11) . . . . ? C1 N2 C2 Cl1 178.3(4) . . . . ? N2 C2 C3 C4 1.0(9) . . . . ? C26 C2 C3 C4 -170.4(10) . . . . ? Cl1 C2 C3 C4 -178.7(5) . . . . ? C2 C3 C4 C5 0.9(9) . . . . ? C3 C4 C5 C1 -2.3(8) . . . . ? C3 C4 C5 C6 177.5(5) . . . . ? N2 C1 C5 C4 1.8(7) . . . . ? N1 C1 C5 C4 -178.9(4) . . . . ? N2 C1 C5 C6 -177.9(4) . . . . ? N1 C1 C5 C6 1.3(7) . . . . ? C4 C5 C6 C7 -179.3(5) . . . . ? C1 C5 C6 C7 0.5(7) . . . . ? C5 C6 C7 C8 -1.0(7) . . . . ? C1 N1 C8 C25 -179.9(4) . . . . ? C1 N1 C8 C7 2.2(6) . . . . ? C6 C7 C8 N1 -0.3(6) . . . . ? C6 C7 C8 C25 -178.2(4) . . . . ? C10 N4 C9 N3 178.0(4) . . . . ? C10 N4 C9 C13 -1.4(6) . . . . ? C16 N3 C9 N4 -178.0(4) . . . . ? C16 N3 C9 C13 1.5(6) . . . . ? C9 N4 C10 C11 1.0(7) . . . . ? C9 N4 C10 C27 -175.5(9) . . . . ? C9 N4 C10 Cl2 179.2(4) . . . . ? N4 C10 C11 C12 -0.4(9) . . . . ? C27 C10 C11 C12 176.6(8) . . . . ? Cl2 C10 C11 C12 -178.4(5) . . . . ? C10 C11 C12 C13 0.2(9) . . . . ? C11 C12 C13 C9 -0.6(8) . . . . ? C11 C12 C13 C14 -179.3(5) . . . . ? N4 C9 C13 C12 1.3(7) . . . . ? N3 C9 C13 C12 -178.1(4) . . . . ? N4 C9 C13 C14 -180.0(4) . . . . ? N3 C9 C13 C14 0.6(7) . . . . ? C12 C13 C14 C15 177.7(5) . . . . ? C9 C13 C14 C15 -0.9(7) . . . . ? C13 C14 C15 C16 -0.9(8) . . . . ? C9 N3 C16 C25 175.5(4) . . . . ? C9 N3 C16 C15 -3.2(6) . . . . ? C14 C15 C16 N3 3.0(7) . . . . ? C14 C15 C16 C25 -175.7(5) . . . . ? C18 N6 C17 N5 -178.9(6) . . . . ? C18 N6 C17 C21 0.8(9) . . . . ? C24 N5 C17 N6 -179.7(5) . . . . ? C24 N5 C17 C21 0.6(8) . . . . ? C17 N6 C18 C19 -1.8(10) . . . . ? C17 N6 C18 C28 -171.2(7) . . . . ? C17 N6 C18 Cl3 161.6(6) . . . . ? N6 C18 C19 C20 1.2(11) . . . . ? C28 C18 C19 C20 170.6(7) . . . . ? Cl3 C18 C19 C20 -159.6(7) . . . . ? C18 C19 C20 C21 0.5(10) . . . . ? N6 C17 C21 C22 -179.8(5) . . . . ? N5 C17 C21 C22 -0.1(8) . . . . ? N6 C17 C21 C20 0.8(8) . . . . ? N5 C17 C21 C20 -179.5(5) . . . . ? C19 C20 C21 C22 179.2(6) . . . . ? C19 C20 C21 C17 -1.4(8) . . . . ? C17 C21 C22 C23 0.4(8) . . . . ? C20 C21 C22 C23 179.8(5) . . . . ? C21 C22 C23 C24 -1.2(8) . . . . ? C17 N5 C24 C23 -1.4(7) . . . . ? C17 N5 C24 C25 177.8(4) . . . . ? C22 C23 C24 N5 1.7(8) . . . . ? C22 C23 C24 C25 -177.5(5) . . . . ? N1 C8 C25 C16 -2.3(7) . . . . ? C7 C8 C25 C16 175.5(4) . . . . ? N1 C8 C25 C24 173.2(4) . . . . ? C7 C8 C25 C24 -8.9(6) . . . . ? N3 C16 C25 C8 0.3(7) . . . . ? C15 C16 C25 C8 178.9(4) . . . . ? N3 C16 C25 C24 -175.3(4) . . . . ? C15 C16 C25 C24 3.4(6) . . . . ? N5 C24 C25 C8 115.3(5) . . . . ? C23 C24 C25 C8 -65.4(6) . . . . ? N5 C24 C25 C16 -68.8(6) . . . . ? C23 C24 C25 C16 110.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.474 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.051