# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Inorg.Chem. _journal_coden_cambridge 0009 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email nolanda@tcd.ie loop_ _publ_author_name 'Frances A. Murphy' 'Angelika Graczyk' 'Vanesa Fernandez-Moreira' 'Deanne Nolan' 'Natasha J. Lundin' 'Christopher M. Fitchett' 'Sylvia M. Draper' data_agm _database_code_depnum_ccdc_archive 'CCDC 843688' #TrackingRef '7117_web_deposit_cif_file_0_DeanneNolan_1315565183.L1 SM Draper.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H38 Cl9 N3' _chemical_formula_weight 1047.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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 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 11.5279(5) _cell_length_b 17.3151(8) _cell_length_c 25.3288(12) _cell_angle_alpha 90.00 _cell_angle_beta 95.0820(10) _cell_angle_gamma 90.00 _cell_volume 5035.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 6196 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 29.63 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 0.541 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8169 _exptl_absorpt_correction_T_max 0.8678 _exptl_absorpt_process_details 'blessing, Acta Cryst. 1995(A51) 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 44768 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 26.50 _reflns_number_total 10440 _reflns_number_gt 7972 _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^)+(0.0868P)^2^+5.4085P] 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 10440 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0785 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1707 _refine_ls_wR_factor_gt 0.1554 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 N1 N 0.30929(18) 0.37999(12) 0.03941(8) 0.0254(4) Uani 1 1 d . . . C2 C 0.3105(2) 0.44615(15) 0.06677(10) 0.0258(5) Uani 1 1 d . . . C3 C 0.2918(2) 0.44932(14) 0.12028(10) 0.0254(5) Uani 1 1 d . . . H3A H 0.2957 0.4972 0.1387 0.030 Uiso 1 1 calc R . . C4 C 0.2674(2) 0.38161(14) 0.14640(9) 0.0245(5) Uani 1 1 d . . . C5 C 0.2655(2) 0.31265(14) 0.11831(9) 0.0245(5) Uani 1 1 d . . . H5A H 0.2485 0.2653 0.1349 0.029 Uiso 1 1 calc R . . C6 C 0.2889(2) 0.31423(14) 0.06533(10) 0.0247(5) Uani 1 1 d . . . N7 N 0.3405(2) 0.58373(13) 0.06553(10) 0.0371(5) Uani 1 1 d . . . C8 C 0.3359(2) 0.51827(15) 0.03753(10) 0.0272(5) Uani 1 1 d . . . C9 C 0.3559(2) 0.51597(17) -0.01596(11) 0.0345(6) Uani 1 1 d . . . H9A H 0.3520 0.4686 -0.0349 0.041 Uiso 1 1 calc R . . C10 C 0.3816(3) 0.58441(19) -0.04077(12) 0.0410(7) Uani 1 1 d . . . H10A H 0.3961 0.5846 -0.0771 0.049 Uiso 1 1 calc R . . C11 C 0.3859(3) 0.65205(18) -0.01216(13) 0.0415(7) Uani 1 1 d . . . H11A H 0.4028 0.6998 -0.0283 0.050 Uiso 1 1 calc R . . C12 C 0.3653(3) 0.64886(18) 0.04037(13) 0.0442(7) Uani 1 1 d . . . H12A H 0.3688 0.6957 0.0600 0.053 Uiso 1 1 calc R . . N13 N 0.2537(2) 0.17744(13) 0.05582(9) 0.0326(5) Uani 1 1 d . . . C14 C 0.2967(2) 0.24133(15) 0.03473(10) 0.0259(5) Uani 1 1 d . . . C15 C 0.3509(2) 0.24046(16) -0.01238(10) 0.0294(5) Uani 1 1 d . . . H15A H 0.3791 0.2869 -0.0266 0.035 Uiso 1 1 calc R . . C16 C 0.3629(2) 0.17084(16) -0.03794(10) 0.0330(6) Uani 1 1 d . . . H16A H 0.4006 0.1685 -0.0698 0.040 Uiso 1 1 calc R . . C17 C 0.3195(2) 0.10487(16) -0.01667(11) 0.0333(6) Uani 1 1 d . . . H17A H 0.3266 0.0562 -0.0334 0.040 Uiso 1 1 calc R . . C18 C 0.2652(3) 0.11135(16) 0.02978(12) 0.0366(6) Uani 1 1 d . . . H18A H 0.2342 0.0658 0.0440 0.044 Uiso 1 1 calc R . . C19 C 0.2469(2) 0.38306(13) 0.20407(9) 0.0235(5) Uani 1 1 d . . . C20 C 0.3342(2) 0.41180(13) 0.24101(9) 0.0229(5) Uani 1 1 d . . . C21 C 0.3145(2) 0.41416(14) 0.29484(9) 0.0239(5) Uani 1 1 d . . . C22 C 0.2101(2) 0.38595(14) 0.31167(9) 0.0243(5) Uani 1 1 d . . . C23 C 0.1226(2) 0.35719(13) 0.27467(10) 0.0237(5) Uani 1 1 d . . . C24 C 0.1407(2) 0.35673(13) 0.22042(9) 0.0238(5) Uani 1 1 d . . . C25 C 0.4499(2) 0.43705(15) 0.22428(9) 0.0275(5) Uani 1 1 d . . . C26 C 0.5228(2) 0.38334(18) 0.20317(10) 0.0334(6) Uani 1 1 d . . . H26A H 0.4978 0.3314 0.1979 0.040 Uiso 1 1 calc R . . C27 C 0.6328(3) 0.4057(2) 0.18971(12) 0.0464(8) Uani 1 1 d . . . H27A H 0.6824 0.3690 0.1752 0.056 Uiso 1 1 calc R . . C28 C 0.6691(3) 0.4800(3) 0.19729(14) 0.0569(10) Uani 1 1 d . . . H28A H 0.7443 0.4948 0.1883 0.068 Uiso 1 1 calc R . . C29 C 0.5971(3) 0.5342(2) 0.21801(14) 0.0526(9) Uani 1 1 d . . . H29A H 0.6228 0.5861 0.2231 0.063 Uiso 1 1 calc R . . C30 C 0.4877(3) 0.51265(18) 0.23130(12) 0.0383(6) Uani 1 1 d . . . H30A H 0.4383 0.5499 0.2453 0.046 Uiso 1 1 calc R . . C31 C 0.4050(2) 0.44546(14) 0.33526(9) 0.0251(5) Uani 1 1 d . . . C32 C 0.5067(2) 0.40480(16) 0.34889(11) 0.0321(6) Uani 1 1 d . . . H32A H 0.5212 0.3580 0.3310 0.039 Uiso 1 1 calc R . . C33 C 0.5877(3) 0.43171(19) 0.38837(12) 0.0428(7) Uani 1 1 d . . . H33A H 0.6568 0.4031 0.3976 0.051 Uiso 1 1 calc R . . C34 C 0.5680(3) 0.5000(2) 0.41427(12) 0.0458(8) Uani 1 1 d . . . H34A H 0.6227 0.5178 0.4419 0.055 Uiso 1 1 calc R . . C35 C 0.4686(3) 0.54250(18) 0.39997(12) 0.0409(7) Uani 1 1 d . . . H35A H 0.4560 0.5903 0.4169 0.049 Uiso 1 1 calc R . . C36 C 0.3871(2) 0.51498(16) 0.36070(11) 0.0320(6) Uani 1 1 d . . . H36A H 0.3185 0.5440 0.3512 0.038 Uiso 1 1 calc R . . C37 C 0.1920(2) 0.38754(15) 0.36947(10) 0.0274(5) Uani 1 1 d . . . C38 C 0.2598(3) 0.34228(17) 0.40538(11) 0.0377(6) Uani 1 1 d . . . H38A H 0.3162 0.3082 0.3931 0.045 Uiso 1 1 calc R . . C39 C 0.2454(3) 0.3468(2) 0.45933(12) 0.0523(9) Uani 1 1 d . . . H39A H 0.2922 0.3159 0.4838 0.063 Uiso 1 1 calc R . . C40 C 0.1627(4) 0.3963(2) 0.47733(13) 0.0571(10) Uani 1 1 d . . . H40A H 0.1528 0.3993 0.5141 0.069 Uiso 1 1 calc R . . C41 C 0.0961(3) 0.4406(2) 0.44214(13) 0.0496(9) Uani 1 1 d . . . H41A H 0.0399 0.4746 0.4546 0.060 Uiso 1 1 calc R . . C42 C 0.1091(2) 0.43675(17) 0.38843(12) 0.0363(6) Uani 1 1 d . . . H42A H 0.0614 0.4677 0.3643 0.044 Uiso 1 1 calc R . . C43 C 0.0116(2) 0.32672(15) 0.29307(9) 0.0262(5) Uani 1 1 d . . . C44 C 0.0112(3) 0.25828(16) 0.32184(10) 0.0330(6) Uani 1 1 d . . . H44A H 0.0817 0.2305 0.3297 0.040 Uiso 1 1 calc R . . C45 C -0.0919(3) 0.23021(18) 0.33923(11) 0.0421(7) Uani 1 1 d . . . H45A H -0.0920 0.1829 0.3583 0.051 Uiso 1 1 calc R . . C46 C -0.1942(3) 0.2711(2) 0.32881(12) 0.0457(8) Uani 1 1 d . . . H46A H -0.2644 0.2522 0.3410 0.055 Uiso 1 1 calc R . . C47 C -0.1947(3) 0.3390(2) 0.30093(12) 0.0435(7) Uani 1 1 d . . . H47A H -0.2651 0.3672 0.2940 0.052 Uiso 1 1 calc R . . C48 C -0.0922(2) 0.36641(17) 0.28282(11) 0.0337(6) Uani 1 1 d . . . H48A H -0.0933 0.4131 0.2631 0.040 Uiso 1 1 calc R . . C49 C 0.0462(2) 0.32946(15) 0.18040(10) 0.0274(5) Uani 1 1 d . . . C50 C 0.0093(2) 0.25290(17) 0.17942(12) 0.0370(6) Uani 1 1 d . . . H50A H 0.0441 0.2171 0.2044 0.044 Uiso 1 1 calc R . . C51 C -0.0785(3) 0.2288(2) 0.14183(14) 0.0510(9) Uani 1 1 d . . . H51A H -0.1035 0.1765 0.1412 0.061 Uiso 1 1 calc R . . C52 C -0.1298(3) 0.2810(3) 0.10527(14) 0.0564(10) Uani 1 1 d . . . H52A H -0.1896 0.2644 0.0796 0.068 Uiso 1 1 calc R . . C53 C -0.0941(3) 0.3565(2) 0.10632(13) 0.0509(8) Uani 1 1 d . . . H53A H -0.1297 0.3922 0.0814 0.061 Uiso 1 1 calc R . . C54 C -0.0062(2) 0.38106(18) 0.14351(11) 0.0360(6) Uani 1 1 d . . . H54A H 0.0183 0.4335 0.1438 0.043 Uiso 1 1 calc R . . C60 C 0.1037(3) 0.64159(16) 0.21130(12) 0.0386(6) Uani 1 1 d . . . H60A H 0.0255 0.6615 0.1974 0.046 Uiso 1 1 calc R . . Cl61 Cl 0.19128(8) 0.63622(5) 0.15828(3) 0.0525(2) Uani 1 1 d . . . Cl62 Cl 0.16242(11) 0.70503(8) 0.25941(6) 0.0936(5) Uani 1 1 d . . . Cl63 Cl 0.08551(10) 0.54935(5) 0.23724(4) 0.0652(3) Uani 1 1 d . . . C70 C 0.5954(3) 0.1283(2) 0.16743(13) 0.0491(8) Uani 1 1 d . . . H70A H 0.5261 0.1021 0.1805 0.059 Uiso 1 1 calc R . . Cl71 Cl 0.54698(12) 0.18868(8) 0.11453(4) 0.0885(4) Uani 1 1 d . . . Cl72 Cl 0.68888(10) 0.05713(6) 0.14649(4) 0.0678(3) Uani 1 1 d . . . Cl73 Cl 0.66411(8) 0.18223(5) 0.21965(3) 0.0536(2) Uani 1 1 d . . . C80 C 0.9022(3) 0.6402(2) 0.05671(14) 0.0525(8) Uani 1 1 d . . . H80A H 0.8347 0.6416 0.0291 0.063 Uiso 1 1 calc R . . Cl81 Cl 1.01045(16) 0.58426(11) 0.03352(6) 0.1211(6) Uani 1 1 d . . . Cl82 Cl 0.85568(10) 0.59854(7) 0.11436(4) 0.0741(3) Uani 1 1 d . . . Cl83 Cl 0.94742(9) 0.73516(6) 0.07048(5) 0.0729(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0244(10) 0.0321(11) 0.0201(10) 0.0026(8) 0.0034(8) 0.0007(8) C2 0.0225(12) 0.0310(13) 0.0237(12) 0.0032(10) 0.0017(9) 0.0003(10) C3 0.0244(12) 0.0267(12) 0.0250(12) 0.0005(10) 0.0015(10) 0.0028(9) C4 0.0225(12) 0.0306(12) 0.0203(12) 0.0016(9) 0.0017(9) 0.0021(10) C5 0.0244(12) 0.0272(12) 0.0221(12) 0.0035(9) 0.0030(9) 0.0006(9) C6 0.0201(11) 0.0310(12) 0.0229(12) 0.0011(10) 0.0017(9) 0.0015(9) N7 0.0450(14) 0.0311(12) 0.0364(13) 0.0064(10) 0.0105(11) 0.0013(10) C8 0.0216(12) 0.0331(13) 0.0268(13) 0.0078(10) 0.0021(10) 0.0010(10) C9 0.0358(15) 0.0428(15) 0.0247(13) 0.0062(11) 0.0010(11) -0.0032(12) C10 0.0366(15) 0.0573(19) 0.0289(14) 0.0155(13) 0.0014(12) -0.0060(13) C11 0.0379(16) 0.0404(16) 0.0458(17) 0.0186(13) 0.0016(13) -0.0054(13) C12 0.0522(19) 0.0330(15) 0.0479(18) 0.0069(13) 0.0076(15) -0.0024(13) N13 0.0351(12) 0.0320(12) 0.0318(12) -0.0021(9) 0.0093(10) -0.0013(9) C14 0.0226(12) 0.0330(13) 0.0219(12) 0.0010(10) 0.0006(9) 0.0027(10) C15 0.0294(13) 0.0355(13) 0.0232(13) 0.0042(10) 0.0018(10) 0.0028(11) C16 0.0356(14) 0.0407(15) 0.0228(13) -0.0013(11) 0.0031(11) 0.0103(12) C17 0.0342(14) 0.0343(14) 0.0309(14) -0.0063(11) 0.0000(11) 0.0059(11) C18 0.0390(15) 0.0318(14) 0.0400(16) -0.0002(12) 0.0090(12) -0.0024(12) C19 0.0266(12) 0.0214(11) 0.0230(12) 0.0023(9) 0.0048(9) 0.0023(9) C20 0.0249(12) 0.0226(11) 0.0217(12) 0.0023(9) 0.0044(9) 0.0033(9) C21 0.0241(12) 0.0241(11) 0.0233(12) 0.0017(9) 0.0013(9) 0.0027(9) C22 0.0269(12) 0.0248(11) 0.0217(12) 0.0014(9) 0.0044(9) 0.0031(9) C23 0.0249(12) 0.0228(11) 0.0237(12) 0.0008(9) 0.0042(9) 0.0021(9) C24 0.0261(12) 0.0219(11) 0.0232(12) 0.0009(9) 0.0018(9) 0.0030(9) C25 0.0271(13) 0.0376(14) 0.0177(11) 0.0060(10) 0.0009(9) -0.0022(10) C26 0.0284(13) 0.0495(16) 0.0228(13) 0.0047(11) 0.0055(10) 0.0011(12) C27 0.0296(15) 0.080(2) 0.0301(15) 0.0121(15) 0.0090(12) 0.0059(15) C28 0.0299(16) 0.094(3) 0.0472(19) 0.0327(19) 0.0055(14) -0.0131(18) C29 0.0464(19) 0.059(2) 0.051(2) 0.0241(16) -0.0065(15) -0.0242(16) C30 0.0378(15) 0.0416(16) 0.0350(15) 0.0094(12) 0.0006(12) -0.0073(12) C31 0.0248(12) 0.0307(12) 0.0206(12) 0.0019(10) 0.0068(9) -0.0040(10) C32 0.0312(14) 0.0365(14) 0.0285(13) -0.0018(11) 0.0014(11) 0.0013(11) C33 0.0304(15) 0.0550(18) 0.0413(17) -0.0040(14) -0.0053(12) 0.0007(13) C34 0.0371(16) 0.063(2) 0.0365(16) -0.0142(15) 0.0003(13) -0.0153(15) C35 0.0408(16) 0.0411(16) 0.0425(17) -0.0163(13) 0.0134(13) -0.0125(13) C36 0.0288(13) 0.0331(14) 0.0351(15) -0.0050(11) 0.0079(11) -0.0019(11) C37 0.0288(13) 0.0319(13) 0.0220(12) -0.0018(10) 0.0056(10) -0.0088(10) C38 0.0490(17) 0.0362(14) 0.0278(14) 0.0020(11) 0.0028(12) -0.0104(13) C39 0.075(2) 0.055(2) 0.0255(15) 0.0090(14) -0.0041(15) -0.0272(18) C40 0.078(3) 0.070(2) 0.0275(16) -0.0154(16) 0.0228(17) -0.041(2) C41 0.0482(18) 0.064(2) 0.0402(18) -0.0224(16) 0.0213(15) -0.0218(16) C42 0.0308(14) 0.0436(16) 0.0360(15) -0.0117(12) 0.0114(12) -0.0082(12) C43 0.0280(13) 0.0313(13) 0.0199(12) -0.0059(10) 0.0051(9) -0.0045(10) C44 0.0405(15) 0.0313(13) 0.0278(13) -0.0036(11) 0.0071(11) -0.0052(11) C45 0.059(2) 0.0418(16) 0.0273(14) -0.0052(12) 0.0124(13) -0.0201(14) C46 0.0357(16) 0.073(2) 0.0300(15) -0.0105(15) 0.0103(12) -0.0242(16) C47 0.0256(14) 0.075(2) 0.0308(15) -0.0039(14) 0.0058(11) -0.0057(14) C48 0.0304(14) 0.0442(16) 0.0271(13) -0.0004(11) 0.0052(11) -0.0014(12) C49 0.0242(12) 0.0371(14) 0.0216(12) -0.0052(10) 0.0068(10) 0.0001(10) C50 0.0321(14) 0.0421(15) 0.0376(15) -0.0084(12) 0.0085(12) -0.0048(12) C51 0.0415(18) 0.056(2) 0.057(2) -0.0265(17) 0.0126(15) -0.0163(15) C52 0.0336(17) 0.091(3) 0.0437(19) -0.0225(19) -0.0041(14) -0.0073(18) C53 0.0341(16) 0.083(3) 0.0335(16) -0.0018(16) -0.0063(13) 0.0044(16) C54 0.0299(14) 0.0485(16) 0.0293(14) 0.0010(12) 0.0009(11) 0.0026(12) C60 0.0399(16) 0.0311(14) 0.0453(17) -0.0039(12) 0.0058(13) 0.0015(12) Cl61 0.0577(5) 0.0518(5) 0.0503(5) 0.0079(4) 0.0175(4) 0.0048(4) Cl62 0.0823(8) 0.0899(8) 0.1124(10) -0.0692(8) 0.0296(7) -0.0350(6) Cl63 0.0956(7) 0.0335(4) 0.0729(6) 0.0056(4) 0.0420(6) 0.0069(4) C70 0.0445(18) 0.062(2) 0.0410(18) -0.0031(15) 0.0080(14) -0.0069(15) Cl71 0.0934(9) 0.1146(10) 0.0543(6) 0.0075(6) -0.0116(6) 0.0422(7) Cl72 0.0810(7) 0.0489(5) 0.0724(6) -0.0147(4) 0.0005(5) 0.0091(5) Cl73 0.0501(5) 0.0597(5) 0.0498(5) -0.0116(4) -0.0021(4) 0.0053(4) C80 0.057(2) 0.054(2) 0.0439(19) -0.0060(15) -0.0138(15) 0.0005(16) Cl81 0.1252(12) 0.1398(14) 0.1016(11) -0.0558(10) 0.0282(9) 0.0355(10) Cl82 0.0798(7) 0.0783(7) 0.0618(6) 0.0091(5) -0.0070(5) -0.0174(6) Cl83 0.0566(6) 0.0511(5) 0.1062(9) 0.0057(5) -0.0198(5) -0.0084(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 N1 C2 1.338(3) . ? N1 C6 1.345(3) . ? C2 C3 1.392(3) . ? C2 C8 1.494(3) . ? C3 C4 1.387(3) . ? C3 H3A 0.9500 . ? C4 C5 1.389(3) . ? C4 C19 1.500(3) . ? C5 C6 1.392(3) . ? C5 H5A 0.9500 . ? C6 C14 1.488(3) . ? N7 C8 1.336(4) . ? N7 C12 1.339(4) . ? C8 C9 1.395(4) . ? C9 C10 1.386(4) . ? C9 H9A 0.9500 . ? C10 C11 1.376(5) . ? C10 H10A 0.9500 . ? C11 C12 1.373(5) . ? C11 H11A 0.9500 . ? C12 H12A 0.9500 . ? N13 C18 1.333(4) . ? N13 C14 1.342(3) . ? C14 C15 1.395(4) . ? C15 C16 1.381(4) . ? C15 H15A 0.9500 . ? C16 C17 1.376(4) . ? C16 H16A 0.9500 . ? C17 C18 1.385(4) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 C24 1.403(3) . ? C19 C20 1.403(3) . ? C20 C21 1.403(3) . ? C20 C25 1.500(3) . ? C21 C22 1.400(3) . ? C21 C31 1.497(3) . ? C22 C23 1.406(3) . ? C22 C37 1.497(3) . ? C23 C24 1.408(3) . ? C23 C43 1.497(3) . ? C24 C49 1.497(3) . ? C25 C30 1.386(4) . ? C25 C26 1.392(4) . ? C26 C27 1.397(4) . ? C26 H26A 0.9500 . ? C27 C28 1.360(6) . ? C27 H27A 0.9500 . ? C28 C29 1.387(6) . ? C28 H28A 0.9500 . ? C29 C30 1.385(4) . ? C29 H29A 0.9500 . ? C30 H30A 0.9500 . ? C31 C32 1.385(4) . ? C31 C36 1.390(4) . ? C32 C33 1.386(4) . ? C32 H32A 0.9500 . ? C33 C34 1.381(5) . ? C33 H33A 0.9500 . ? C34 C35 1.383(5) . ? C34 H34A 0.9500 . ? C35 C36 1.391(4) . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C37 C38 1.388(4) . ? C37 C42 1.397(4) . ? C38 C39 1.393(4) . ? C38 H38A 0.9500 . ? C39 C40 1.390(6) . ? C39 H39A 0.9500 . ? C40 C41 1.361(6) . ? C40 H40A 0.9500 . ? C41 C42 1.383(4) . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? C43 C48 1.384(4) . ? C43 C44 1.391(4) . ? C44 C45 1.391(4) . ? C44 H44A 0.9500 . ? C45 C46 1.380(5) . ? C45 H45A 0.9500 . ? C46 C47 1.371(5) . ? C46 H46A 0.9500 . ? C47 C48 1.389(4) . ? C47 H47A 0.9500 . ? C48 H48A 0.9500 . ? C49 C54 1.392(4) . ? C49 C50 1.392(4) . ? C50 C51 1.391(4) . ? C50 H50A 0.9500 . ? C51 C52 1.388(6) . ? C51 H51A 0.9500 . ? C52 C53 1.369(6) . ? C52 H52A 0.9500 . ? C53 C54 1.388(4) . ? C53 H53A 0.9500 . ? C54 H54A 0.9500 . ? C60 Cl62 1.733(3) . ? C60 Cl63 1.747(3) . ? C60 Cl61 1.752(3) . ? C60 H60A 1.0000 . ? C70 Cl72 1.750(4) . ? C70 Cl73 1.750(3) . ? C70 Cl71 1.752(4) . ? C70 H70A 1.0000 . ? C80 Cl81 1.724(4) . ? C80 Cl83 1.750(4) . ? C80 Cl82 1.755(4) . ? C80 H80A 1.0000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C6 117.8(2) . . ? N1 C2 C3 122.9(2) . . ? N1 C2 C8 116.9(2) . . ? C3 C2 C8 120.3(2) . . ? C4 C3 C2 119.1(2) . . ? C4 C3 H3A 120.4 . . ? C2 C3 H3A 120.4 . . ? C3 C4 C5 118.5(2) . . ? C3 C4 C19 120.4(2) . . ? C5 C4 C19 121.1(2) . . ? C4 C5 C6 118.8(2) . . ? C4 C5 H5A 120.6 . . ? C6 C5 H5A 120.6 . . ? N1 C6 C5 123.0(2) . . ? N1 C6 C14 116.3(2) . . ? C5 C6 C14 120.7(2) . . ? C8 N7 C12 117.5(3) . . ? N7 C8 C9 122.5(2) . . ? N7 C8 C2 116.5(2) . . ? C9 C8 C2 121.0(2) . . ? C10 C9 C8 118.5(3) . . ? C10 C9 H9A 120.8 . . ? C8 C9 H9A 120.8 . . ? C11 C10 C9 119.2(3) . . ? C11 C10 H10A 120.4 . . ? C9 C10 H10A 120.4 . . ? C12 C11 C10 118.3(3) . . ? C12 C11 H11A 120.8 . . ? C10 C11 H11A 120.8 . . ? N7 C12 C11 123.9(3) . . ? N7 C12 H12A 118.0 . . ? C11 C12 H12A 118.0 . . ? C18 N13 C14 117.0(2) . . ? N13 C14 C15 122.7(2) . . ? N13 C14 C6 116.8(2) . . ? C15 C14 C6 120.4(2) . . ? C16 C15 C14 118.8(2) . . ? C16 C15 H15A 120.6 . . ? C14 C15 H15A 120.6 . . ? C17 C16 C15 119.1(2) . . ? C17 C16 H16A 120.5 . . ? C15 C16 H16A 120.5 . . ? C16 C17 C18 118.2(3) . . ? C16 C17 H17A 120.9 . . ? C18 C17 H17A 120.9 . . ? N13 C18 C17 124.2(3) . . ? N13 C18 H18A 117.9 . . ? C17 C18 H18A 117.9 . . ? C24 C19 C20 120.8(2) . . ? C24 C19 C4 119.9(2) . . ? C20 C19 C4 119.3(2) . . ? C21 C20 C19 119.4(2) . . ? C21 C20 C25 119.4(2) . . ? C19 C20 C25 121.2(2) . . ? C22 C21 C20 120.2(2) . . ? C22 C21 C31 119.0(2) . . ? C20 C21 C31 120.8(2) . . ? C21 C22 C23 120.4(2) . . ? C21 C22 C37 119.3(2) . . ? C23 C22 C37 120.3(2) . . ? C22 C23 C24 119.6(2) . . ? C22 C23 C43 120.0(2) . . ? C24 C23 C43 120.4(2) . . ? C19 C24 C23 119.6(2) . . ? C19 C24 C49 120.3(2) . . ? C23 C24 C49 120.1(2) . . ? C30 C25 C26 119.1(3) . . ? C30 C25 C20 121.1(2) . . ? C26 C25 C20 119.8(2) . . ? C25 C26 C27 120.1(3) . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C28 C27 C26 120.1(3) . . ? C28 C27 H27A 119.9 . . ? C26 C27 H27A 119.9 . . ? C27 C28 C29 120.5(3) . . ? C27 C28 H28A 119.8 . . ? C29 C28 H28A 119.8 . . ? C30 C29 C28 119.8(3) . . ? C30 C29 H29A 120.1 . . ? C28 C29 H29A 120.1 . . ? C29 C30 C25 120.4(3) . . ? C29 C30 H30A 119.8 . . ? C25 C30 H30A 119.8 . . ? C32 C31 C36 118.8(2) . . ? C32 C31 C21 120.7(2) . . ? C36 C31 C21 120.5(2) . . ? C31 C32 C33 120.7(3) . . ? C31 C32 H32A 119.7 . . ? C33 C32 H32A 119.7 . . ? C34 C33 C32 120.1(3) . . ? C34 C33 H33A 119.9 . . ? C32 C33 H33A 119.9 . . ? C33 C34 C35 119.9(3) . . ? C33 C34 H34A 120.1 . . ? C35 C34 H34A 120.1 . . ? C34 C35 C36 119.8(3) . . ? C34 C35 H35A 120.1 . . ? C36 C35 H35A 120.1 . . ? C31 C36 C35 120.6(3) . . ? C31 C36 H36A 119.7 . . ? C35 C36 H36A 119.7 . . ? C38 C37 C42 118.8(3) . . ? C38 C37 C22 120.7(2) . . ? C42 C37 C22 120.4(2) . . ? C37 C38 C39 120.1(3) . . ? C37 C38 H38A 119.9 . . ? C39 C38 H38A 119.9 . . ? C40 C39 C38 120.1(3) . . ? C40 C39 H39A 120.0 . . ? C38 C39 H39A 120.0 . . ? C41 C40 C39 119.8(3) . . ? C41 C40 H40A 120.1 . . ? C39 C40 H40A 120.1 . . ? C40 C41 C42 120.8(3) . . ? C40 C41 H41A 119.6 . . ? C42 C41 H41A 119.6 . . ? C41 C42 C37 120.3(3) . . ? C41 C42 H42A 119.8 . . ? C37 C42 H42A 119.8 . . ? C48 C43 C44 118.6(2) . . ? C48 C43 C23 121.0(2) . . ? C44 C43 C23 120.4(2) . . ? C45 C44 C43 120.4(3) . . ? C45 C44 H44A 119.8 . . ? C43 C44 H44A 119.8 . . ? C46 C45 C44 119.9(3) . . ? C46 C45 H45A 120.0 . . ? C44 C45 H45A 120.0 . . ? C47 C46 C45 120.2(3) . . ? C47 C46 H46A 119.9 . . ? C45 C46 H46A 119.9 . . ? C46 C47 C48 119.9(3) . . ? C46 C47 H47A 120.1 . . ? C48 C47 H47A 120.1 . . ? C43 C48 C47 121.0(3) . . ? C43 C48 H48A 119.5 . . ? C47 C48 H48A 119.5 . . ? C54 C49 C50 119.0(3) . . ? C54 C49 C24 119.9(2) . . ? C50 C49 C24 121.0(2) . . ? C51 C50 C49 120.1(3) . . ? C51 C50 H50A 120.0 . . ? C49 C50 H50A 120.0 . . ? C52 C51 C50 120.2(3) . . ? C52 C51 H51A 119.9 . . ? C50 C51 H51A 119.9 . . ? C53 C52 C51 119.9(3) . . ? C53 C52 H52A 120.0 . . ? C51 C52 H52A 120.0 . . ? C52 C53 C54 120.4(3) . . ? C52 C53 H53A 119.8 . . ? C54 C53 H53A 119.8 . . ? C53 C54 C49 120.4(3) . . ? C53 C54 H54A 119.8 . . ? C49 C54 H54A 119.8 . . ? Cl62 C60 Cl63 111.56(18) . . ? Cl62 C60 Cl61 110.91(17) . . ? Cl63 C60 Cl61 109.66(16) . . ? Cl62 C60 H60A 108.2 . . ? Cl63 C60 H60A 108.2 . . ? Cl61 C60 H60A 108.2 . . ? Cl72 C70 Cl73 110.81(19) . . ? Cl72 C70 Cl71 110.58(19) . . ? Cl73 C70 Cl71 110.6(2) . . ? Cl72 C70 H70A 108.3 . . ? Cl73 C70 H70A 108.3 . . ? Cl71 C70 H70A 108.3 . . ? Cl81 C80 Cl83 112.6(2) . . ? Cl81 C80 Cl82 109.6(2) . . ? Cl83 C80 Cl82 109.15(19) . . ? Cl81 C80 H80A 108.5 . . ? Cl83 C80 H80A 108.5 . . ? Cl82 C80 H80A 108.5 . . ? 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 C6 N1 C2 C3 0.0(4) . . . . ? C6 N1 C2 C8 178.7(2) . . . . ? N1 C2 C3 C4 -2.0(4) . . . . ? C8 C2 C3 C4 179.5(2) . . . . ? C2 C3 C4 C5 1.6(4) . . . . ? C2 C3 C4 C19 179.9(2) . . . . ? C3 C4 C5 C6 0.5(3) . . . . ? C19 C4 C5 C6 -177.8(2) . . . . ? C2 N1 C6 C5 2.2(4) . . . . ? C2 N1 C6 C14 -175.7(2) . . . . ? C4 C5 C6 N1 -2.5(4) . . . . ? C4 C5 C6 C14 175.4(2) . . . . ? C12 N7 C8 C9 0.1(4) . . . . ? C12 N7 C8 C2 178.8(3) . . . . ? N1 C2 C8 N7 -178.0(2) . . . . ? C3 C2 C8 N7 0.7(3) . . . . ? N1 C2 C8 C9 0.7(4) . . . . ? C3 C2 C8 C9 179.4(2) . . . . ? N7 C8 C9 C10 0.1(4) . . . . ? C2 C8 C9 C10 -178.6(2) . . . . ? C8 C9 C10 C11 -0.4(4) . . . . ? C9 C10 C11 C12 0.5(4) . . . . ? C8 N7 C12 C11 0.1(5) . . . . ? C10 C11 C12 N7 -0.4(5) . . . . ? C18 N13 C14 C15 0.3(4) . . . . ? C18 N13 C14 C6 -177.0(2) . . . . ? N1 C6 C14 N13 -166.6(2) . . . . ? C5 C6 C14 N13 15.3(3) . . . . ? N1 C6 C14 C15 16.0(3) . . . . ? C5 C6 C14 C15 -162.0(2) . . . . ? N13 C14 C15 C16 -1.2(4) . . . . ? C6 C14 C15 C16 176.0(2) . . . . ? C14 C15 C16 C17 1.0(4) . . . . ? C15 C16 C17 C18 0.1(4) . . . . ? C14 N13 C18 C17 0.9(4) . . . . ? C16 C17 C18 N13 -1.1(4) . . . . ? C3 C4 C19 C24 120.8(3) . . . . ? C5 C4 C19 C24 -61.0(3) . . . . ? C3 C4 C19 C20 -58.5(3) . . . . ? C5 C4 C19 C20 119.8(3) . . . . ? C24 C19 C20 C21 -0.1(3) . . . . ? C4 C19 C20 C21 179.1(2) . . . . ? C24 C19 C20 C25 177.5(2) . . . . ? C4 C19 C20 C25 -3.3(3) . . . . ? C19 C20 C21 C22 1.9(3) . . . . ? C25 C20 C21 C22 -175.7(2) . . . . ? C19 C20 C21 C31 -179.1(2) . . . . ? C25 C20 C21 C31 3.3(3) . . . . ? C20 C21 C22 C23 -2.0(3) . . . . ? C31 C21 C22 C23 179.1(2) . . . . ? C20 C21 C22 C37 178.7(2) . . . . ? C31 C21 C22 C37 -0.2(3) . . . . ? C21 C22 C23 C24 0.1(3) . . . . ? C37 C22 C23 C24 179.4(2) . . . . ? C21 C22 C23 C43 179.6(2) . . . . ? C37 C22 C23 C43 -1.1(3) . . . . ? C20 C19 C24 C23 -1.7(3) . . . . ? C4 C19 C24 C23 179.1(2) . . . . ? C20 C19 C24 C49 177.3(2) . . . . ? C4 C19 C24 C49 -1.9(3) . . . . ? C22 C23 C24 C19 1.7(3) . . . . ? C43 C23 C24 C19 -177.8(2) . . . . ? C22 C23 C24 C49 -177.3(2) . . . . ? C43 C23 C24 C49 3.2(3) . . . . ? C21 C20 C25 C30 -63.8(3) . . . . ? C19 C20 C25 C30 118.7(3) . . . . ? C21 C20 C25 C26 113.8(3) . . . . ? C19 C20 C25 C26 -63.8(3) . . . . ? C30 C25 C26 C27 0.4(4) . . . . ? C20 C25 C26 C27 -177.1(2) . . . . ? C25 C26 C27 C28 0.1(4) . . . . ? C26 C27 C28 C29 -0.5(5) . . . . ? C27 C28 C29 C30 0.3(5) . . . . ? C28 C29 C30 C25 0.3(5) . . . . ? C26 C25 C30 C29 -0.7(4) . . . . ? C20 C25 C30 C29 176.9(3) . . . . ? C22 C21 C31 C32 107.9(3) . . . . ? C20 C21 C31 C32 -71.0(3) . . . . ? C22 C21 C31 C36 -70.5(3) . . . . ? C20 C21 C31 C36 110.6(3) . . . . ? C36 C31 C32 C33 2.0(4) . . . . ? C21 C31 C32 C33 -176.5(3) . . . . ? C31 C32 C33 C34 -0.6(5) . . . . ? C32 C33 C34 C35 -1.4(5) . . . . ? C33 C34 C35 C36 2.0(5) . . . . ? C32 C31 C36 C35 -1.3(4) . . . . ? C21 C31 C36 C35 177.1(2) . . . . ? C34 C35 C36 C31 -0.6(4) . . . . ? C21 C22 C37 C38 -66.1(3) . . . . ? C23 C22 C37 C38 114.6(3) . . . . ? C21 C22 C37 C42 111.6(3) . . . . ? C23 C22 C37 C42 -67.7(3) . . . . ? C42 C37 C38 C39 -0.5(4) . . . . ? C22 C37 C38 C39 177.3(3) . . . . ? C37 C38 C39 C40 0.3(5) . . . . ? C38 C39 C40 C41 -0.2(5) . . . . ? C39 C40 C41 C42 0.3(5) . . . . ? C40 C41 C42 C37 -0.6(4) . . . . ? C38 C37 C42 C41 0.7(4) . . . . ? C22 C37 C42 C41 -177.1(3) . . . . ? C22 C23 C43 C48 109.6(3) . . . . ? C24 C23 C43 C48 -70.9(3) . . . . ? C22 C23 C43 C44 -69.2(3) . . . . ? C24 C23 C43 C44 110.3(3) . . . . ? C48 C43 C44 C45 0.8(4) . . . . ? C23 C43 C44 C45 179.6(2) . . . . ? C43 C44 C45 C46 -1.2(4) . . . . ? C44 C45 C46 C47 0.6(4) . . . . ? C45 C46 C47 C48 0.4(4) . . . . ? C44 C43 C48 C47 0.3(4) . . . . ? C23 C43 C48 C47 -178.5(2) . . . . ? C46 C47 C48 C43 -0.9(4) . . . . ? C19 C24 C49 C54 -64.7(3) . . . . ? C23 C24 C49 C54 114.3(3) . . . . ? C19 C24 C49 C50 115.4(3) . . . . ? C23 C24 C49 C50 -65.5(3) . . . . ? C54 C49 C50 C51 0.2(4) . . . . ? C24 C49 C50 C51 -179.9(2) . . . . ? C49 C50 C51 C52 -0.2(5) . . . . ? C50 C51 C52 C53 -0.2(5) . . . . ? C51 C52 C53 C54 0.5(5) . . . . ? C52 C53 C54 C49 -0.4(5) . . . . ? C50 C49 C54 C53 0.0(4) . . . . ? C24 C49 C54 C53 -179.8(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.327 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.072 # Attachment '7118_web_deposit_cif_file_1_DeanneNolan_1315565183.L2 SM Draper.CIF' data_agq _database_code_depnum_ccdc_archive 'CCDC 843689' #TrackingRef '7118_web_deposit_cif_file_1_DeanneNolan_1315565183.L2 SM Draper.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C73 H79 Cl4 N3' _chemical_formula_weight 1140.19 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.2579(7) _cell_length_b 16.5216(9) _cell_length_c 18.2312(10) _cell_angle_alpha 66.3110(10) _cell_angle_beta 70.3760(10) _cell_angle_gamma 76.7660(10) _cell_volume 3165.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 4999 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 30.46 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.196 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 0.231 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7814 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'blessing, Acta Cryst. 1995(A51) 33-38' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 31713 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 26.00 _reflns_number_total 12437 _reflns_number_gt 10113 _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^)+(0.0875P)^2^+4.7436P] 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 12437 _refine_ls_number_parameters 721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0957 _refine_ls_R_factor_gt 0.0801 _refine_ls_wR_factor_ref 0.2070 _refine_ls_wR_factor_gt 0.1968 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.015 _refine_ls_shift/su_mean 0.001 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 N1 N 0.1476(2) 0.91867(15) 0.03941(14) 0.0249(5) Uani 1 1 d . . . C2 C 0.2014(3) 0.94375(18) 0.07839(17) 0.0261(6) Uani 1 1 d . . . C3 C 0.1791(2) 0.91219(18) 0.16513(17) 0.0242(6) Uani 1 1 d . . . H3A H 0.2195 0.9315 0.1904 0.029 Uiso 1 1 calc R . . C4 C 0.0974(2) 0.85250(17) 0.21351(16) 0.0217(6) Uani 1 1 d . . . C5 C 0.0410(2) 0.82686(18) 0.17332(16) 0.0228(6) Uani 1 1 d . . . H5A H -0.0157 0.7861 0.2046 0.027 Uiso 1 1 calc R . . C6 C 0.0680(2) 0.86121(18) 0.08681(17) 0.0245(6) Uani 1 1 d . . . N7 N 0.3375(2) 1.03733(17) 0.06396(17) 0.0342(6) Uani 1 1 d . . . C8 C 0.2879(3) 1.00919(19) 0.02474(18) 0.0294(6) Uani 1 1 d . . . C9 C 0.3128(3) 1.0393(2) -0.0618(2) 0.0400(8) Uani 1 1 d . . . H9A H 0.2749 1.0192 -0.0880 0.048 Uiso 1 1 calc R . . C10 C 0.3949(4) 1.0996(3) -0.1087(2) 0.0512(10) Uani 1 1 d . . . H10A H 0.4144 1.1212 -0.1678 0.061 Uiso 1 1 calc R . . C11 C 0.4473(3) 1.1278(2) -0.0688(2) 0.0473(9) Uani 1 1 d . . . H11A H 0.5044 1.1684 -0.0995 0.057 Uiso 1 1 calc R . . C12 C 0.4153(3) 1.0956(2) 0.0168(2) 0.0418(8) Uani 1 1 d . . . H12A H 0.4508 1.1163 0.0441 0.050 Uiso 1 1 calc R . . N13 N -0.0582(3) 0.76712(18) 0.09019(16) 0.0361(6) Uani 1 1 d . . . C14 C 0.0047(3) 0.83572(19) 0.04362(17) 0.0259(6) Uani 1 1 d . . . C15 C 0.0089(3) 0.8828(2) -0.03965(18) 0.0307(7) Uani 1 1 d . . . H15A H 0.0551 0.9308 -0.0714 0.037 Uiso 1 1 calc R . . C16 C -0.0552(3) 0.8583(2) -0.07549(19) 0.0357(7) Uani 1 1 d . . . H16A H -0.0535 0.8893 -0.1324 0.043 Uiso 1 1 calc R . . C17 C -0.1215(3) 0.7888(2) -0.0280(2) 0.0358(7) Uani 1 1 d . . . H17A H -0.1673 0.7712 -0.0509 0.043 Uiso 1 1 calc R . . C18 C -0.1193(3) 0.7450(2) 0.0542(2) 0.0391(8) Uani 1 1 d . . . H18A H -0.1642 0.6964 0.0870 0.047 Uiso 1 1 calc R . . C19 C 0.0711(2) 0.81546(17) 0.30667(16) 0.0206(5) Uani 1 1 d . . . C20 C -0.0123(2) 0.86099(17) 0.35527(16) 0.0197(5) Uani 1 1 d . . . C21 C -0.0331(2) 0.82617(17) 0.44254(16) 0.0196(5) Uani 1 1 d . . . C22 C 0.0294(2) 0.74592(17) 0.48016(16) 0.0200(5) Uani 1 1 d . . . C23 C 0.1111(2) 0.69984(17) 0.43106(16) 0.0197(5) Uani 1 1 d . . . C24 C 0.1328(2) 0.73459(17) 0.34432(16) 0.0204(5) Uani 1 1 d . . . C25 C -0.0797(2) 0.94588(17) 0.31389(15) 0.0204(5) Uani 1 1 d . . . C26 C -0.0731(3) 1.02672(18) 0.31814(17) 0.0258(6) Uani 1 1 d . . . H26A H -0.0212 1.0297 0.3455 0.031 Uiso 1 1 calc R . . C27 C -0.1410(3) 1.10315(19) 0.28296(19) 0.0292(6) Uani 1 1 d . . . H27A H -0.1350 1.1573 0.2873 0.035 Uiso 1 1 calc R . . C28 C -0.2175(2) 1.10282(18) 0.24159(17) 0.0258(6) Uani 1 1 d . . . C29 C -0.2956(3) 1.1870(2) 0.2054(2) 0.0333(7) Uani 1 1 d . . . C30 C -0.3873(4) 1.2082(3) 0.2777(2) 0.0560(11) Uani 1 1 d . . . H30A H -0.4337 1.1580 0.3117 0.084 Uiso 1 1 calc R . . H30B H -0.4384 1.2616 0.2560 0.084 Uiso 1 1 calc R . . H30C H -0.3489 1.2185 0.3119 0.084 Uiso 1 1 calc R . . C31 C -0.2225(4) 1.2660(2) 0.1518(3) 0.0530(10) Uani 1 1 d . . . H31A H -0.2732 1.3192 0.1291 0.080 Uiso 1 1 calc R . . H31B H -0.1624 1.2519 0.1059 0.080 Uiso 1 1 calc R . . H31C H -0.1853 1.2771 0.1863 0.080 Uiso 1 1 calc R . . C32 C -0.3560(3) 1.1759(2) 0.1498(2) 0.0453(9) Uani 1 1 d . . . H32A H -0.4034 1.1262 0.1819 0.068 Uiso 1 1 calc R . . H32B H -0.2972 1.1639 0.1024 0.068 Uiso 1 1 calc R . . H32C H -0.4061 1.2306 0.1295 0.068 Uiso 1 1 calc R . . C33 C -0.2226(2) 1.02205(19) 0.23667(17) 0.0255(6) Uani 1 1 d . . . H33A H -0.2734 1.0192 0.2085 0.031 Uiso 1 1 calc R . . C34 C -0.1551(2) 0.94551(18) 0.27195(16) 0.0236(6) Uani 1 1 d . . . H34A H -0.1607 0.8915 0.2673 0.028 Uiso 1 1 calc R . . C35 C -0.1227(2) 0.87654(16) 0.49253(15) 0.0199(5) Uani 1 1 d . . . C36 C -0.2388(2) 0.89057(18) 0.49205(17) 0.0239(6) Uani 1 1 d . . . H36A H -0.2640 0.8601 0.4672 0.029 Uiso 1 1 calc R . . C37 C -0.3185(2) 0.94838(19) 0.52728(18) 0.0269(6) Uani 1 1 d . . . H37A H -0.3974 0.9561 0.5266 0.032 Uiso 1 1 calc R . . C38 C -0.2856(2) 0.99538(18) 0.56361(17) 0.0243(6) Uani 1 1 d . . . C39 C -0.3708(3) 1.0673(2) 0.5933(2) 0.0311(7) Uani 1 1 d . . . C40 C -0.4008(4) 1.1421(3) 0.5157(3) 0.0574(11) Uani 1 1 d . . . H40A H -0.4551 1.1892 0.5326 0.086 Uiso 1 1 calc R . . H40B H -0.4368 1.1177 0.4897 0.086 Uiso 1 1 calc R . . H40C H -0.3293 1.1668 0.4758 0.086 Uiso 1 1 calc R . . C41 C -0.3201(4) 1.1072(3) 0.6343(3) 0.0579(11) Uani 1 1 d . . . H41A H -0.3007 1.0607 0.6836 0.087 Uiso 1 1 calc R . . H41B H -0.3773 1.1532 0.6510 0.087 Uiso 1 1 calc R . . H41C H -0.2495 1.1337 0.5949 0.087 Uiso 1 1 calc R . . C42A C -0.4823(4) 1.0286(3) 0.6541(3) 0.0597(11) Uani 1 1 d . . . H42A H -0.4642 0.9812 0.7034 0.090 Uiso 1 1 calc R . . H42B H -0.5170 1.0043 0.6272 0.090 Uiso 1 1 calc R . . H42C H -0.5374 1.0755 0.6707 0.090 Uiso 1 1 calc R . . C43 C -0.1709(2) 0.97721(18) 0.56781(17) 0.0241(6) Uani 1 1 d . . . H43A H -0.1465 1.0054 0.5950 0.029 Uiso 1 1 calc R . . C44 C -0.0914(2) 0.91879(18) 0.53320(17) 0.0231(6) Uani 1 1 d . . . H44A H -0.0139 0.9076 0.5375 0.028 Uiso 1 1 calc R . . C45 C 0.0084(2) 0.70352(17) 0.57324(16) 0.0206(5) Uani 1 1 d . . . C46 C 0.0664(3) 0.72591(19) 0.61516(18) 0.0269(6) Uani 1 1 d . . . H46A H 0.1129 0.7740 0.5859 0.032 Uiso 1 1 calc R . . C47 C 0.0574(3) 0.67908(19) 0.69894(18) 0.0295(6) Uani 1 1 d . . . H47A H 0.0979 0.6959 0.7259 0.035 Uiso 1 1 calc R . . C48 C -0.0092(2) 0.60812(18) 0.74457(16) 0.0237(6) Uani 1 1 d . . . C49 C -0.0130(3) 0.5564(2) 0.83702(17) 0.0299(6) Uani 1 1 d . . . C50 C -0.0623(3) 0.6194(2) 0.88581(19) 0.0386(8) Uani 1 1 d . . . H50A H -0.0647 0.5865 0.9445 0.058 Uiso 1 1 calc R . . H50B H -0.1413 0.6448 0.8812 0.058 Uiso 1 1 calc R . . H50C H -0.0125 0.6674 0.8630 0.058 Uiso 1 1 calc R . . C51 C 0.1118(3) 0.5189(2) 0.8432(2) 0.0400(8) Uani 1 1 d . . . H51A H 0.1105 0.4859 0.9016 0.060 Uiso 1 1 calc R . . H51B H 0.1599 0.5680 0.8203 0.060 Uiso 1 1 calc R . . H51C H 0.1446 0.4790 0.8114 0.060 Uiso 1 1 calc R . . C52 C -0.0872(4) 0.4793(2) 0.8765(2) 0.0460(9) Uani 1 1 d . . . H52A H -0.0869 0.4487 0.9349 0.069 Uiso 1 1 calc R . . H52B H -0.0550 0.4376 0.8466 0.069 Uiso 1 1 calc R . . H52C H -0.1673 0.5021 0.8733 0.069 Uiso 1 1 calc R . . C53 C -0.0680(3) 0.58664(19) 0.70292(18) 0.0279(6) Uani 1 1 d . . . H53A H -0.1153 0.5390 0.7324 0.033 Uiso 1 1 calc R . . C54 C -0.0591(2) 0.63363(19) 0.61858(17) 0.0252(6) Uani 1 1 d . . . H54A H -0.1002 0.6173 0.5917 0.030 Uiso 1 1 calc R . . C55 C 0.1704(2) 0.61106(17) 0.47307(16) 0.0203(5) Uani 1 1 d . . . C56 C 0.2538(3) 0.60297(18) 0.51252(19) 0.0277(6) Uani 1 1 d . . . H56A H 0.2809 0.6548 0.5078 0.033 Uiso 1 1 calc R . . C57 C 0.2977(3) 0.52012(19) 0.5585(2) 0.0300(6) Uani 1 1 d . . . H57A H 0.3554 0.5163 0.5842 0.036 Uiso 1 1 calc R . . C58 C 0.2602(2) 0.44241(18) 0.56856(17) 0.0234(6) Uani 1 1 d . . . C59 C 0.3041(3) 0.35320(19) 0.62681(19) 0.0313(7) Uani 1 1 d . . . C60 C 0.2640(4) 0.3547(3) 0.7161(2) 0.0552(11) Uani 1 1 d . . . H60A H 0.2916 0.2980 0.7539 0.083 Uiso 1 1 calc R . . H60B H 0.1787 0.3638 0.7341 0.083 Uiso 1 1 calc R . . H60C H 0.2961 0.4033 0.7171 0.083 Uiso 1 1 calc R . . C61 C 0.4371(3) 0.3409(2) 0.6002(2) 0.0412(8) Uani 1 1 d . . . H61A H 0.4645 0.3397 0.5436 0.062 Uiso 1 1 calc R . . H61B H 0.4651 0.2847 0.6385 0.062 Uiso 1 1 calc R . . H61C H 0.4669 0.3903 0.6016 0.062 Uiso 1 1 calc R . . C62 C 0.2595(4) 0.2746(2) 0.6269(3) 0.0532(10) Uani 1 1 d . . . H62A H 0.2847 0.2733 0.5704 0.080 Uiso 1 1 calc R . . H62B H 0.1742 0.2805 0.6462 0.080 Uiso 1 1 calc R . . H62C H 0.2908 0.2194 0.6643 0.080 Uiso 1 1 calc R . . C63 C 0.1802(3) 0.45072(19) 0.52654(19) 0.0279(6) Uani 1 1 d . . . H63A H 0.1540 0.3988 0.5307 0.033 Uiso 1 1 calc R . . C64 C 0.1379(2) 0.53375(19) 0.47842(18) 0.0260(6) Uani 1 1 d . . . H64A H 0.0855 0.5374 0.4486 0.031 Uiso 1 1 calc R . . C65 C 0.2255(2) 0.68988(17) 0.29069(16) 0.0210(5) Uani 1 1 d . . . C66 C 0.1992(3) 0.64774(19) 0.24723(19) 0.0282(6) Uani 1 1 d . . . H66A H 0.1204 0.6407 0.2562 0.034 Uiso 1 1 calc R . . C67 C 0.2870(3) 0.6158(2) 0.19088(19) 0.0292(6) Uani 1 1 d . . . H67A H 0.2665 0.5878 0.1617 0.035 Uiso 1 1 calc R . . C68 C 0.4037(2) 0.62342(18) 0.17571(17) 0.0247(6) Uani 1 1 d . . . C69 C 0.4961(3) 0.5957(2) 0.1061(2) 0.0354(7) Uani 1 1 d . . . C70 C 0.4689(4) 0.6566(3) 0.0228(2) 0.0554(10) Uani 1 1 d . . . H70A H 0.5265 0.6405 -0.0229 0.083 Uiso 1 1 calc R . . H70B H 0.4721 0.7187 0.0137 0.083 Uiso 1 1 calc R . . H70C H 0.3909 0.6491 0.0247 0.083 Uiso 1 1 calc R . . C71 C 0.4912(4) 0.4994(3) 0.1187(3) 0.0514(10) Uani 1 1 d . . . H71A H 0.5083 0.4601 0.1714 0.077 Uiso 1 1 calc R . . H71B H 0.5490 0.4841 0.0727 0.077 Uiso 1 1 calc R . . H71C H 0.4132 0.4923 0.1202 0.077 Uiso 1 1 calc R . . C72 C 0.6187(3) 0.6088(3) 0.0992(3) 0.0518(10) Uani 1 1 d . . . H72A H 0.6389 0.5711 0.1511 0.078 Uiso 1 1 calc R . . H72B H 0.6218 0.6713 0.0890 0.078 Uiso 1 1 calc R . . H72C H 0.6741 0.5924 0.0529 0.078 Uiso 1 1 calc R . . C73 C 0.4295(2) 0.66151(19) 0.22258(18) 0.0265(6) Uani 1 1 d . . . H73A H 0.5086 0.6653 0.2160 0.032 Uiso 1 1 calc R . . C74 C 0.3423(2) 0.69424(19) 0.27877(18) 0.0254(6) Uani 1 1 d . . . H74A H 0.3630 0.7201 0.3097 0.031 Uiso 1 1 calc R . . C80 C 0.4124(5) 0.4231(4) 0.3587(3) 0.102(2) Uani 1 1 d . . . H80A H 0.3802 0.4496 0.4027 0.122 Uiso 1 1 calc R . . H80B H 0.3847 0.4635 0.3096 0.122 Uiso 1 1 calc R . . Cl81 Cl 0.36049(12) 0.32021(12) 0.39469(10) 0.0889(5) Uani 1 1 d . . . Cl82 Cl 0.56457(13) 0.41468(10) 0.33101(9) 0.0845(4) Uani 1 1 d . . . C90 C 0.2551(4) 0.2155(3) 0.2643(2) 0.0537(10) Uani 1 1 d . . . H90A H 0.2895 0.1790 0.3111 0.064 Uiso 1 1 calc R . . H90B H 0.1738 0.2373 0.2880 0.064 Uiso 1 1 calc R . . Cl91 Cl 0.25493(15) 0.14928(9) 0.20949(8) 0.0840(4) Uani 1 1 d . . . Cl92 Cl 0.33507(9) 0.30702(8) 0.19948(7) 0.0641(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0293(13) 0.0250(12) 0.0165(11) -0.0052(9) -0.0050(10) -0.0015(10) C2 0.0282(15) 0.0232(14) 0.0211(14) -0.0055(11) -0.0045(11) -0.0002(11) C3 0.0272(14) 0.0223(13) 0.0228(14) -0.0075(11) -0.0087(11) 0.0000(11) C4 0.0247(14) 0.0181(12) 0.0179(13) -0.0056(10) -0.0062(11) 0.0047(10) C5 0.0259(14) 0.0220(13) 0.0168(13) -0.0052(11) -0.0041(11) -0.0013(11) C6 0.0293(15) 0.0213(13) 0.0197(13) -0.0066(11) -0.0078(11) 0.0038(11) N7 0.0303(14) 0.0317(14) 0.0367(15) -0.0093(12) -0.0066(11) -0.0051(11) C8 0.0289(15) 0.0235(14) 0.0261(15) -0.0036(12) -0.0037(12) -0.0002(12) C9 0.047(2) 0.0362(17) 0.0268(16) -0.0031(14) -0.0033(14) -0.0121(15) C10 0.056(2) 0.043(2) 0.0320(18) 0.0004(16) 0.0028(17) -0.0118(18) C11 0.0372(19) 0.0304(17) 0.056(2) -0.0057(16) 0.0033(17) -0.0106(14) C12 0.0375(18) 0.0315(17) 0.051(2) -0.0107(15) -0.0073(16) -0.0073(14) N13 0.0513(17) 0.0341(14) 0.0276(13) -0.0056(11) -0.0180(12) -0.0123(12) C14 0.0296(15) 0.0259(14) 0.0210(14) -0.0090(11) -0.0082(12) 0.0023(12) C15 0.0316(16) 0.0340(16) 0.0215(14) -0.0083(12) -0.0061(12) 0.0010(13) C16 0.0409(18) 0.0444(19) 0.0236(15) -0.0156(14) -0.0153(14) 0.0084(15) C17 0.0406(18) 0.0392(18) 0.0393(18) -0.0242(15) -0.0205(15) 0.0076(14) C18 0.052(2) 0.0329(17) 0.0386(18) -0.0113(14) -0.0180(16) -0.0095(15) C19 0.0232(13) 0.0203(13) 0.0175(13) -0.0045(10) -0.0076(10) -0.0021(10) C20 0.0223(13) 0.0166(12) 0.0195(13) -0.0044(10) -0.0074(11) -0.0018(10) C21 0.0215(13) 0.0180(12) 0.0193(13) -0.0060(10) -0.0065(10) -0.0018(10) C22 0.0221(13) 0.0210(13) 0.0159(12) -0.0043(10) -0.0061(10) -0.0036(10) C23 0.0200(13) 0.0180(12) 0.0200(13) -0.0060(10) -0.0063(10) -0.0004(10) C24 0.0217(13) 0.0205(13) 0.0199(13) -0.0076(11) -0.0068(11) -0.0017(10) C25 0.0217(13) 0.0202(13) 0.0136(12) -0.0037(10) -0.0028(10) 0.0009(10) C26 0.0304(15) 0.0238(14) 0.0242(14) -0.0056(11) -0.0130(12) -0.0017(11) C27 0.0385(17) 0.0179(13) 0.0312(16) -0.0080(12) -0.0124(13) 0.0001(12) C28 0.0269(14) 0.0230(14) 0.0223(14) -0.0045(11) -0.0075(11) 0.0017(11) C29 0.0366(17) 0.0247(15) 0.0340(16) -0.0063(13) -0.0158(14) 0.0069(13) C30 0.061(3) 0.049(2) 0.049(2) -0.0217(18) -0.024(2) 0.0307(19) C31 0.058(2) 0.0250(17) 0.067(3) 0.0026(17) -0.034(2) 0.0021(16) C32 0.052(2) 0.0367(18) 0.045(2) -0.0074(16) -0.0304(18) 0.0116(16) C33 0.0253(14) 0.0274(14) 0.0221(14) -0.0056(11) -0.0097(11) -0.0007(11) C34 0.0289(14) 0.0198(13) 0.0199(13) -0.0064(11) -0.0059(11) -0.0011(11) C35 0.0256(14) 0.0144(12) 0.0134(12) -0.0016(10) -0.0032(10) -0.0001(10) C36 0.0274(14) 0.0215(13) 0.0246(14) -0.0100(11) -0.0067(11) -0.0033(11) C37 0.0222(14) 0.0274(14) 0.0303(15) -0.0098(12) -0.0077(12) -0.0013(11) C38 0.0263(14) 0.0209(13) 0.0207(13) -0.0066(11) -0.0026(11) -0.0006(11) C39 0.0286(15) 0.0263(15) 0.0377(17) -0.0182(13) -0.0043(13) 0.0041(12) C40 0.069(3) 0.040(2) 0.060(3) -0.0220(19) -0.020(2) 0.0139(19) C41 0.057(2) 0.055(2) 0.077(3) -0.046(2) -0.021(2) 0.0120(19) C42A 0.044(2) 0.056(2) 0.070(3) -0.036(2) 0.011(2) -0.0029(18) C43 0.0290(15) 0.0221(13) 0.0229(14) -0.0096(11) -0.0080(11) -0.0014(11) C44 0.0235(14) 0.0233(13) 0.0207(13) -0.0058(11) -0.0073(11) -0.0012(11) C45 0.0228(13) 0.0189(12) 0.0172(13) -0.0072(10) -0.0057(10) 0.0050(10) C46 0.0322(15) 0.0243(14) 0.0230(14) -0.0042(11) -0.0081(12) -0.0079(12) C47 0.0406(17) 0.0284(15) 0.0246(15) -0.0084(12) -0.0164(13) -0.0035(13) C48 0.0300(15) 0.0216(13) 0.0166(13) -0.0052(11) -0.0072(11) 0.0013(11) C49 0.0402(17) 0.0288(15) 0.0187(14) -0.0038(12) -0.0109(12) -0.0041(13) C50 0.046(2) 0.0464(19) 0.0206(15) -0.0119(14) -0.0089(14) -0.0011(15) C51 0.049(2) 0.0385(18) 0.0272(16) -0.0059(14) -0.0178(15) 0.0048(15) C52 0.068(2) 0.044(2) 0.0212(16) 0.0038(14) -0.0166(16) -0.0192(18) C53 0.0326(16) 0.0262(14) 0.0213(14) -0.0054(12) -0.0048(12) -0.0064(12) C54 0.0283(15) 0.0277(14) 0.0209(14) -0.0083(11) -0.0085(11) -0.0037(12) C55 0.0208(13) 0.0205(13) 0.0164(12) -0.0069(10) -0.0036(10) 0.0019(10) C56 0.0303(15) 0.0185(13) 0.0359(16) -0.0068(12) -0.0132(13) -0.0043(11) C57 0.0290(15) 0.0260(15) 0.0381(17) -0.0076(13) -0.0195(13) 0.0002(12) C58 0.0232(14) 0.0195(13) 0.0227(13) -0.0060(11) -0.0057(11) 0.0031(10) C59 0.0340(16) 0.0209(14) 0.0323(16) -0.0043(12) -0.0120(13) 0.0042(12) C60 0.069(3) 0.043(2) 0.0311(18) 0.0003(16) -0.0138(18) 0.0110(19) C61 0.0392(19) 0.0300(16) 0.052(2) -0.0108(15) -0.0229(16) 0.0107(14) C62 0.059(2) 0.0198(16) 0.076(3) 0.0000(17) -0.035(2) -0.0026(15) C63 0.0292(15) 0.0200(13) 0.0360(16) -0.0109(12) -0.0107(13) -0.0010(11) C64 0.0252(14) 0.0264(14) 0.0286(15) -0.0106(12) -0.0115(12) 0.0008(11) C65 0.0255(14) 0.0181(12) 0.0159(12) -0.0045(10) -0.0054(11) 0.0005(10) C66 0.0244(14) 0.0310(15) 0.0322(16) -0.0156(13) -0.0070(12) -0.0014(12) C67 0.0328(16) 0.0314(15) 0.0307(15) -0.0183(13) -0.0089(13) -0.0032(12) C68 0.0295(15) 0.0206(13) 0.0202(13) -0.0071(11) -0.0050(11) 0.0014(11) C69 0.0345(17) 0.0398(18) 0.0321(16) -0.0214(14) -0.0028(13) 0.0020(14) C70 0.062(3) 0.067(3) 0.0279(18) -0.0160(18) -0.0047(17) -0.001(2) C71 0.057(2) 0.047(2) 0.052(2) -0.0328(19) -0.0048(19) 0.0041(18) C72 0.0327(19) 0.071(3) 0.051(2) -0.038(2) 0.0049(16) 0.0021(18) C73 0.0215(14) 0.0267(14) 0.0301(15) -0.0107(12) -0.0058(12) -0.0008(11) C74 0.0293(15) 0.0263(14) 0.0251(14) -0.0116(12) -0.0114(12) -0.0009(11) C80 0.105(4) 0.079(4) 0.044(3) 0.004(2) 0.013(3) 0.034(3) Cl81 0.0602(7) 0.1289(13) 0.0982(10) -0.0717(10) -0.0112(7) -0.0058(8) Cl82 0.0963(10) 0.0978(10) 0.0809(9) -0.0446(8) -0.0216(7) -0.0305(8) C90 0.060(2) 0.051(2) 0.0321(19) -0.0071(17) -0.0073(17) 0.0057(19) Cl91 0.1320(12) 0.0705(8) 0.0539(7) -0.0181(6) -0.0434(8) 0.0006(8) Cl92 0.0406(5) 0.0797(7) 0.0484(6) -0.0044(5) -0.0058(4) -0.0064(5) _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 N1 C2 1.337(4) . ? N1 C6 1.341(4) . ? C2 C3 1.400(4) . ? C2 C8 1.493(4) . ? C3 C4 1.384(4) . ? C4 C5 1.385(4) . ? C4 C19 1.500(4) . ? C5 C6 1.391(4) . ? C6 C14 1.492(4) . ? N7 C12 1.335(4) . ? N7 C8 1.337(4) . ? C8 C9 1.395(4) . ? C9 C10 1.390(5) . ? C10 C11 1.371(6) . ? C11 C12 1.375(5) . ? N13 C18 1.331(4) . ? N13 C14 1.337(4) . ? C14 C15 1.389(4) . ? C15 C16 1.383(4) . ? C16 C17 1.373(5) . ? C17 C18 1.386(5) . ? C19 C20 1.404(4) . ? C19 C24 1.406(4) . ? C20 C21 1.410(4) . ? C20 C25 1.502(3) . ? C21 C22 1.405(4) . ? C21 C35 1.499(4) . ? C22 C23 1.407(4) . ? C22 C45 1.507(3) . ? C23 C24 1.400(4) . ? C23 C55 1.500(3) . ? C24 C65 1.497(4) . ? C25 C34 1.386(4) . ? C25 C26 1.390(4) . ? C26 C27 1.388(4) . ? C27 C28 1.389(4) . ? C28 C33 1.389(4) . ? C28 C29 1.538(4) . ? C29 C30 1.523(5) . ? C29 C32 1.523(5) . ? C29 C31 1.545(5) . ? C33 C34 1.386(4) . ? C35 C44 1.383(4) . ? C35 C36 1.391(4) . ? C36 C37 1.387(4) . ? C37 C38 1.393(4) . ? C38 C43 1.391(4) . ? C38 C39 1.538(4) . ? C39 C41 1.508(5) . ? C39 C42A 1.522(5) . ? C39 C40 1.549(5) . ? C43 C44 1.388(4) . ? C45 C54 1.383(4) . ? C45 C46 1.393(4) . ? C46 C47 1.386(4) . ? C47 C48 1.390(4) . ? C48 C53 1.387(4) . ? C48 C49 1.543(4) . ? C49 C52 1.523(5) . ? C49 C50 1.528(4) . ? C49 C51 1.537(5) . ? C53 C54 1.395(4) . ? C55 C64 1.381(4) . ? C55 C56 1.392(4) . ? C56 C57 1.382(4) . ? C57 C58 1.385(4) . ? C58 C63 1.387(4) . ? C58 C59 1.534(4) . ? C59 C62 1.519(5) . ? C59 C61 1.526(5) . ? C59 C60 1.543(5) . ? C63 C64 1.391(4) . ? C65 C74 1.389(4) . ? C65 C66 1.391(4) . ? C66 C67 1.387(4) . ? C67 C68 1.389(4) . ? C68 C73 1.389(4) . ? C68 C69 1.538(4) . ? C69 C72 1.522(5) . ? C69 C71 1.526(5) . ? C69 C70 1.546(5) . ? C73 C74 1.389(4) . ? C80 Cl81 1.745(7) . ? C80 Cl82 1.748(6) . ? C90 Cl91 1.754(4) . ? C90 Cl92 1.763(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C6 117.5(2) . . ? N1 C2 C3 123.1(3) . . ? N1 C2 C8 116.7(2) . . ? C3 C2 C8 120.2(3) . . ? C4 C3 C2 119.0(3) . . ? C3 C4 C5 118.0(2) . . ? C3 C4 C19 121.4(2) . . ? C5 C4 C19 120.6(2) . . ? C4 C5 C6 119.6(3) . . ? N1 C6 C5 122.8(3) . . ? N1 C6 C14 117.6(2) . . ? C5 C6 C14 119.6(3) . . ? C12 N7 C8 117.3(3) . . ? N7 C8 C9 122.8(3) . . ? N7 C8 C2 116.6(3) . . ? C9 C8 C2 120.6(3) . . ? C10 C9 C8 118.1(3) . . ? C11 C10 C9 119.4(3) . . ? C10 C11 C12 118.3(3) . . ? N7 C12 C11 124.1(3) . . ? C18 N13 C14 117.6(3) . . ? N13 C14 C15 122.5(3) . . ? N13 C14 C6 116.2(2) . . ? C15 C14 C6 121.3(3) . . ? C16 C15 C14 118.8(3) . . ? C17 C16 C15 119.4(3) . . ? C16 C17 C18 117.8(3) . . ? N13 C18 C17 124.0(3) . . ? C20 C19 C24 120.6(2) . . ? C20 C19 C4 120.8(2) . . ? C24 C19 C4 118.6(2) . . ? C19 C20 C21 119.7(2) . . ? C19 C20 C25 119.7(2) . . ? C21 C20 C25 120.5(2) . . ? C22 C21 C20 119.7(2) . . ? C22 C21 C35 122.0(2) . . ? C20 C21 C35 118.3(2) . . ? C21 C22 C23 120.1(2) . . ? C21 C22 C45 122.3(2) . . ? C23 C22 C45 117.5(2) . . ? C24 C23 C22 120.4(2) . . ? C24 C23 C55 120.4(2) . . ? C22 C23 C55 119.2(2) . . ? C23 C24 C19 119.4(2) . . ? C23 C24 C65 121.1(2) . . ? C19 C24 C65 119.4(2) . . ? C34 C25 C26 117.2(2) . . ? C34 C25 C20 120.4(2) . . ? C26 C25 C20 122.4(2) . . ? C27 C26 C25 121.0(3) . . ? C26 C27 C28 121.9(3) . . ? C27 C28 C33 116.7(2) . . ? C27 C28 C29 121.7(3) . . ? C33 C28 C29 121.6(3) . . ? C30 C29 C32 109.2(3) . . ? C30 C29 C28 108.1(3) . . ? C32 C29 C28 112.6(3) . . ? C30 C29 C31 109.5(3) . . ? C32 C29 C31 107.1(3) . . ? C28 C29 C31 110.3(3) . . ? C34 C33 C28 121.5(3) . . ? C25 C34 C33 121.6(3) . . ? C44 C35 C36 117.4(2) . . ? C44 C35 C21 121.4(2) . . ? C36 C35 C21 120.8(2) . . ? C37 C36 C35 121.0(3) . . ? C36 C37 C38 121.6(3) . . ? C43 C38 C37 116.8(3) . . ? C43 C38 C39 121.9(3) . . ? C37 C38 C39 121.3(3) . . ? C41 C39 C42A 109.1(3) . . ? C41 C39 C38 112.9(3) . . ? C42A C39 C38 110.0(3) . . ? C41 C39 C40 108.5(3) . . ? C42A C39 C40 108.9(3) . . ? C38 C39 C40 107.4(3) . . ? C44 C43 C38 121.5(3) . . ? C35 C44 C43 121.4(3) . . ? C54 C45 C46 117.5(2) . . ? C54 C45 C22 120.7(2) . . ? C46 C45 C22 121.4(2) . . ? C47 C46 C45 121.0(3) . . ? C46 C47 C48 121.8(3) . . ? C53 C48 C47 117.1(2) . . ? C53 C48 C49 123.2(3) . . ? C47 C48 C49 119.6(2) . . ? C52 C49 C50 108.8(3) . . ? C52 C49 C51 108.4(3) . . ? C50 C49 C51 108.9(3) . . ? C52 C49 C48 112.5(2) . . ? C50 C49 C48 109.5(2) . . ? C51 C49 C48 108.7(2) . . ? C48 C53 C54 121.2(3) . . ? C45 C54 C53 121.4(3) . . ? C64 C55 C56 117.6(2) . . ? C64 C55 C23 120.5(2) . . ? C56 C55 C23 121.8(2) . . ? C57 C56 C55 120.5(3) . . ? C56 C57 C58 122.2(3) . . ? C57 C58 C63 117.0(2) . . ? C57 C58 C59 119.6(3) . . ? C63 C58 C59 123.4(3) . . ? C62 C59 C61 108.7(3) . . ? C62 C59 C58 112.6(3) . . ? C61 C59 C58 109.5(2) . . ? C62 C59 C60 109.0(3) . . ? C61 C59 C60 108.1(3) . . ? C58 C59 C60 108.8(3) . . ? C58 C63 C64 121.1(3) . . ? C55 C64 C63 121.4(3) . . ? C74 C65 C66 117.5(3) . . ? C74 C65 C24 120.2(2) . . ? C66 C65 C24 122.2(2) . . ? C67 C66 C65 120.6(3) . . ? C66 C67 C68 122.3(3) . . ? C67 C68 C73 116.6(3) . . ? C67 C68 C69 120.0(3) . . ? C73 C68 C69 123.2(3) . . ? C72 C69 C71 110.0(3) . . ? C72 C69 C68 112.3(3) . . ? C71 C69 C68 111.1(3) . . ? C72 C69 C70 107.2(3) . . ? C71 C69 C70 108.5(3) . . ? C68 C69 C70 107.5(3) . . ? C74 C73 C68 121.6(3) . . ? C73 C74 C65 121.3(3) . . ? Cl81 C80 Cl82 112.3(3) . . ? Cl91 C90 Cl92 111.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C3 0.7(4) . . . . ? C6 N1 C2 C8 -178.7(2) . . . . ? N1 C2 C3 C4 -0.3(4) . . . . ? C8 C2 C3 C4 179.1(2) . . . . ? C2 C3 C4 C5 -0.1(4) . . . . ? C2 C3 C4 C19 179.2(2) . . . . ? C3 C4 C5 C6 0.1(4) . . . . ? C19 C4 C5 C6 -179.2(2) . . . . ? C2 N1 C6 C5 -0.7(4) . . . . ? C2 N1 C6 C14 177.8(2) . . . . ? C4 C5 C6 N1 0.3(4) . . . . ? C4 C5 C6 C14 -178.2(2) . . . . ? C12 N7 C8 C9 -1.1(5) . . . . ? C12 N7 C8 C2 179.8(3) . . . . ? N1 C2 C8 N7 177.0(3) . . . . ? C3 C2 C8 N7 -2.5(4) . . . . ? N1 C2 C8 C9 -2.2(4) . . . . ? C3 C2 C8 C9 178.4(3) . . . . ? N7 C8 C9 C10 1.5(5) . . . . ? C2 C8 C9 C10 -179.4(3) . . . . ? C8 C9 C10 C11 -0.5(5) . . . . ? C9 C10 C11 C12 -0.8(6) . . . . ? C8 N7 C12 C11 -0.3(5) . . . . ? C10 C11 C12 N7 1.2(6) . . . . ? C18 N13 C14 C15 -0.8(5) . . . . ? C18 N13 C14 C6 177.4(3) . . . . ? N1 C6 C14 N13 168.4(3) . . . . ? C5 C6 C14 N13 -13.0(4) . . . . ? N1 C6 C14 C15 -13.3(4) . . . . ? C5 C6 C14 C15 165.2(3) . . . . ? N13 C14 C15 C16 0.7(5) . . . . ? C6 C14 C15 C16 -177.4(3) . . . . ? C14 C15 C16 C17 0.2(5) . . . . ? C15 C16 C17 C18 -1.0(5) . . . . ? C14 N13 C18 C17 0.0(5) . . . . ? C16 C17 C18 N13 0.9(5) . . . . ? C3 C4 C19 C20 86.7(3) . . . . ? C5 C4 C19 C20 -94.0(3) . . . . ? C3 C4 C19 C24 -92.5(3) . . . . ? C5 C4 C19 C24 86.8(3) . . . . ? C24 C19 C20 C21 1.1(4) . . . . ? C4 C19 C20 C21 -178.1(2) . . . . ? C24 C19 C20 C25 -178.2(2) . . . . ? C4 C19 C20 C25 2.6(4) . . . . ? C19 C20 C21 C22 -0.3(4) . . . . ? C25 C20 C21 C22 178.9(2) . . . . ? C19 C20 C21 C35 180.0(2) . . . . ? C25 C20 C21 C35 -0.8(4) . . . . ? C20 C21 C22 C23 -1.0(4) . . . . ? C35 C21 C22 C23 178.7(2) . . . . ? C20 C21 C22 C45 -177.8(2) . . . . ? C35 C21 C22 C45 1.9(4) . . . . ? C21 C22 C23 C24 1.7(4) . . . . ? C45 C22 C23 C24 178.6(2) . . . . ? C21 C22 C23 C55 -175.6(2) . . . . ? C45 C22 C23 C55 1.4(4) . . . . ? C22 C23 C24 C19 -0.9(4) . . . . ? C55 C23 C24 C19 176.3(2) . . . . ? C22 C23 C24 C65 175.5(2) . . . . ? C55 C23 C24 C65 -7.3(4) . . . . ? C20 C19 C24 C23 -0.4(4) . . . . ? C4 C19 C24 C23 178.8(2) . . . . ? C20 C19 C24 C65 -176.9(2) . . . . ? C4 C19 C24 C65 2.3(4) . . . . ? C19 C20 C25 C34 64.5(3) . . . . ? C21 C20 C25 C34 -114.8(3) . . . . ? C19 C20 C25 C26 -117.9(3) . . . . ? C21 C20 C25 C26 62.8(4) . . . . ? C34 C25 C26 C27 1.1(4) . . . . ? C20 C25 C26 C27 -176.6(3) . . . . ? C25 C26 C27 C28 -0.6(5) . . . . ? C26 C27 C28 C33 -0.3(4) . . . . ? C26 C27 C28 C29 177.9(3) . . . . ? C27 C28 C29 C30 -69.5(4) . . . . ? C33 C28 C29 C30 108.6(3) . . . . ? C27 C28 C29 C32 169.8(3) . . . . ? C33 C28 C29 C32 -12.1(4) . . . . ? C27 C28 C29 C31 50.2(4) . . . . ? C33 C28 C29 C31 -131.8(3) . . . . ? C27 C28 C33 C34 0.5(4) . . . . ? C29 C28 C33 C34 -177.7(3) . . . . ? C26 C25 C34 C33 -0.9(4) . . . . ? C20 C25 C34 C33 176.8(2) . . . . ? C28 C33 C34 C25 0.1(4) . . . . ? C22 C21 C35 C44 69.4(3) . . . . ? C20 C21 C35 C44 -110.9(3) . . . . ? C22 C21 C35 C36 -117.8(3) . . . . ? C20 C21 C35 C36 61.9(3) . . . . ? C44 C35 C36 C37 3.3(4) . . . . ? C21 C35 C36 C37 -169.8(2) . . . . ? C35 C36 C37 C38 0.7(4) . . . . ? C36 C37 C38 C43 -4.1(4) . . . . ? C36 C37 C38 C39 172.8(3) . . . . ? C43 C38 C39 C41 -5.9(4) . . . . ? C37 C38 C39 C41 177.4(3) . . . . ? C43 C38 C39 C42A -128.0(3) . . . . ? C37 C38 C39 C42A 55.3(4) . . . . ? C43 C38 C39 C40 113.7(3) . . . . ? C37 C38 C39 C40 -63.1(4) . . . . ? C37 C38 C43 C44 3.5(4) . . . . ? C39 C38 C43 C44 -173.3(3) . . . . ? C36 C35 C44 C43 -3.9(4) . . . . ? C21 C35 C44 C43 169.2(2) . . . . ? C38 C43 C44 C35 0.4(4) . . . . ? C21 C22 C45 C54 100.1(3) . . . . ? C23 C22 C45 C54 -76.8(3) . . . . ? C21 C22 C45 C46 -87.5(3) . . . . ? C23 C22 C45 C46 95.6(3) . . . . ? C54 C45 C46 C47 0.6(4) . . . . ? C22 C45 C46 C47 -172.1(3) . . . . ? C45 C46 C47 C48 0.1(5) . . . . ? C46 C47 C48 C53 -0.9(4) . . . . ? C46 C47 C48 C49 178.1(3) . . . . ? C53 C48 C49 C52 0.6(4) . . . . ? C47 C48 C49 C52 -178.3(3) . . . . ? C53 C48 C49 C50 -120.6(3) . . . . ? C47 C48 C49 C50 60.6(4) . . . . ? C53 C48 C49 C51 120.6(3) . . . . ? C47 C48 C49 C51 -58.2(4) . . . . ? C47 C48 C53 C54 0.9(4) . . . . ? C49 C48 C53 C54 -178.0(3) . . . . ? C46 C45 C54 C53 -0.6(4) . . . . ? C22 C45 C54 C53 172.1(3) . . . . ? C48 C53 C54 C45 -0.2(4) . . . . ? C24 C23 C55 C64 -72.7(3) . . . . ? C22 C23 C55 C64 104.5(3) . . . . ? C24 C23 C55 C56 111.5(3) . . . . ? C22 C23 C55 C56 -71.2(4) . . . . ? C64 C55 C56 C57 -3.1(4) . . . . ? C23 C55 C56 C57 172.8(3) . . . . ? C55 C56 C57 C58 -1.0(5) . . . . ? C56 C57 C58 C63 3.3(5) . . . . ? C56 C57 C58 C59 -174.5(3) . . . . ? C57 C58 C59 C62 -177.0(3) . . . . ? C63 C58 C59 C62 5.4(4) . . . . ? C57 C58 C59 C61 -55.9(4) . . . . ? C63 C58 C59 C61 126.5(3) . . . . ? C57 C58 C59 C60 62.1(4) . . . . ? C63 C58 C59 C60 -115.6(3) . . . . ? C57 C58 C63 C64 -1.6(4) . . . . ? C59 C58 C63 C64 176.1(3) . . . . ? C56 C55 C64 C63 4.7(4) . . . . ? C23 C55 C64 C63 -171.2(3) . . . . ? C58 C63 C64 C55 -2.4(5) . . . . ? C23 C24 C65 C74 -73.0(3) . . . . ? C19 C24 C65 C74 103.5(3) . . . . ? C23 C24 C65 C66 111.0(3) . . . . ? C19 C24 C65 C66 -72.5(3) . . . . ? C74 C65 C66 C67 -3.4(4) . . . . ? C24 C65 C66 C67 172.7(3) . . . . ? C65 C66 C67 C68 0.6(5) . . . . ? C66 C67 C68 C73 2.7(4) . . . . ? C66 C67 C68 C69 -173.6(3) . . . . ? C67 C68 C69 C72 -179.9(3) . . . . ? C73 C68 C69 C72 4.0(4) . . . . ? C67 C68 C69 C71 -56.3(4) . . . . ? C73 C68 C69 C71 127.7(3) . . . . ? C67 C68 C69 C70 62.3(4) . . . . ? C73 C68 C69 C70 -113.7(3) . . . . ? C67 C68 C73 C74 -3.1(4) . . . . ? C69 C68 C73 C74 173.1(3) . . . . ? C68 C73 C74 C65 0.3(4) . . . . ? C66 C65 C74 C73 3.0(4) . . . . ? C24 C65 C74 C73 -173.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.316 _refine_diff_density_min -1.347 _refine_diff_density_rms 0.069