# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2010 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Byron Purse' _publ_contact_author_name 'Byron Purse' _publ_contact_author_email BPURSE@DU.EDU _publ_section_title ; Specific Tetramethylammonium Recognition Drives General Anion Binding in Tandem Sites of a Deep Cavitand ; # Attachment 'Purse_cavitand_1.cif' data_msk_5_1m _database_code_depnum_ccdc_archive 'CCDC 762896' #TrackingRef 'Purse_cavitand_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'resorcin[4]arene cavitand' _chemical_melting_point '> 300' _chemical_formula_moiety 'C92 H72 N8 O8, 4(C H4 O), 2(C H Cl3)' _chemical_formula_sum 'C98 H90 Cl6 N8 O12' _chemical_formula_weight 1784.44 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 21/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 12.3804(2) _cell_length_b 24.7338(4) _cell_length_c 29.2318(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.9960(10) _cell_angle_gamma 90.00 _cell_volume 8945.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 473 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 29.09 _exptl_crystal_recrystallization_method 'slow evaporation from mixture chloroform methanol' _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas . _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3708 _exptl_absorpt_coefficient_mu 0.259 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8792 _exptl_absorpt_correction_T_max 0.9746 _exptl_absorpt_process_details 'Sheldric, G.M.(2009). SADABS Univ of G\"ottingen, Germany' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 D8 APEXII Diffractometer' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_reflns_number 178241 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.08 _diffrn_reflns_theta_max 26.73 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _reflns_number_total 19012 _reflns_number_gt 14292 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (Bruker)' _computing_cell_refinement 'Apex2/SAINT (Bruker)' _computing_data_reduction 'Apex2 (Bruker)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XSHELL (Bruker)' _computing_publication_material 'Apex2/enCIFer (Bruker/CCDC)' _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^)+(0.1265P)^2^+23.3870P] 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 19012 _refine_ls_number_parameters 1129 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.2111 _refine_ls_wR_factor_gt 0.1856 _refine_ls_goodness_of_fit_ref 0.890 _refine_ls_restrained_S_all 0.890 _refine_ls_shift/su_max 0.822 _refine_ls_shift/su_mean 0.009 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 0.85442(9) 0.45929(5) 1.01208(6) 0.0740(4) Uani 1 1 d . . . Cl2 Cl 0.71346(8) 0.36706(4) 1.01220(4) 0.0537(3) Uani 1 1 d . . . Cl3 Cl 0.62439(8) 0.47532(4) 1.01248(4) 0.0532(3) Uani 1 1 d . . . Cl4 Cl 0.34425(9) 0.21631(6) 0.16309(5) 0.0699(4) Uani 1 1 d . . . Cl5 Cl 0.19916(13) 0.22136(8) 0.08506(5) 0.0913(5) Uani 1 1 d . . . Cl6 Cl 0.22029(14) 0.31328(6) 0.14351(6) 0.0892(5) Uani 1 1 d . . . O7 O -0.15239(15) 0.19891(7) 0.13077(7) 0.0207(4) Uani 1 1 d . . . O4 O 0.57587(14) 0.09705(7) 0.09924(6) 0.0159(4) Uani 1 1 d . . . N6 N 0.2611(2) 0.22215(10) 0.29853(9) 0.0272(5) Uani 1 1 d . . . H6 H 0.2097 0.2457 0.3039 0.033 Uiso 1 1 calc R . . O5 O 0.30004(15) 0.03589(7) 0.19849(6) 0.0186(4) Uani 1 1 d . . . O2 O 0.33677(15) 0.30330(7) -0.03926(6) 0.0192(4) Uani 1 1 d . . . O1 O 0.12339(15) 0.33047(7) -0.03758(6) 0.0202(4) Uani 1 1 d . . . O6 O 0.09563(15) 0.07578(7) 0.20601(6) 0.0198(4) Uani 1 1 d . . . O8 O -0.15524(15) 0.26966(8) 0.06065(6) 0.0206(4) Uani 1 1 d . . . O3 O 0.58016(13) 0.17727(7) 0.03556(6) 0.0146(3) Uani 1 1 d . . . N5 N 0.4245(2) 0.18357(11) 0.30041(8) 0.0273(5) Uani 1 1 d . . . O10 O 1.0645(2) 0.27525(12) 0.29436(9) 0.0459(6) Uani 1 1 d . . . H10 H 1.0473 0.3005 0.2763 0.069 Uiso 1 1 calc R . . O12 O 0.4632(2) -0.00387(11) 0.37510(12) 0.0576(8) Uani 1 1 d . . . H12 H 0.4111 -0.0144 0.3905 0.086 Uiso 1 1 calc R . . O9 O 0.5977(2) 0.40817(9) 0.12851(9) 0.0403(6) Uani 1 1 d . . . H9D H 0.6002 0.3785 0.1425 0.061 Uiso 1 1 calc R . . N4 N 0.64463(19) 0.23933(10) 0.21454(8) 0.0220(5) Uani 1 1 d . . . H4 H 0.6528 0.2233 0.2413 0.026 Uiso 1 1 calc R . . N8 N -0.0266(2) 0.40623(10) 0.17273(9) 0.0289(6) Uani 1 1 d . . . H8C H -0.0212 0.4371 0.1581 0.035 Uiso 1 1 calc R . . C48 C 0.6063(2) 0.24531(10) 0.09420(9) 0.0172(5) Uani 1 1 d . . . H48 H 0.6064 0.2733 0.0719 0.021 Uiso 1 1 calc R . . N3 N 0.63516(19) 0.30584(9) 0.16285(8) 0.0233(5) Uani 1 1 d . . . C17 C 0.3983(2) 0.04617(10) -0.01771(9) 0.0173(5) Uani 1 1 d . . . H17A H 0.4122 0.0092 -0.0059 0.021 Uiso 1 1 calc R . . H17B H 0.3193 0.0503 -0.0228 0.021 Uiso 1 1 calc R . . C54 C 0.3717(2) 0.10441(11) 0.24943(9) 0.0215(5) Uani 1 1 d . . . H54 H 0.4409 0.0878 0.2499 0.026 Uiso 1 1 calc R . . C94 C 0.9847(4) 0.2689(2) 0.32604(17) 0.0679(14) Uani 1 1 d . . . H94A H 1.0008 0.2369 0.3450 0.102 Uiso 1 1 calc R . . H94B H 0.9146 0.2641 0.3100 0.102 Uiso 1 1 calc R . . H94C H 0.9824 0.3010 0.3456 0.102 Uiso 1 1 calc R . . O11 O 0.6453(2) 0.18876(15) 0.30091(9) 0.0565(8) Uani 1 1 d . . . H11A H 0.5785 0.1846 0.3037 0.085 Uiso 1 1 calc R . . C90 C -0.2402(3) 0.52995(15) 0.30138(14) 0.0444(9) Uani 1 1 d . . . H90 H -0.2987 0.5498 0.3132 0.053 Uiso 1 1 calc R . . C91 C -0.2021(4) 0.54216(14) 0.25915(14) 0.0475(9) Uani 1 1 d . . . H91 H -0.2352 0.5702 0.2414 0.057 Uiso 1 1 calc R . . C92 C -0.1155(3) 0.51389(14) 0.24214(12) 0.0413(8) Uani 1 1 d . . . H92 H -0.0900 0.5227 0.2128 0.050 Uiso 1 1 calc R . . C87 C -0.0656(3) 0.47281(12) 0.26760(11) 0.0312(7) Uani 1 1 d . . . C86 C 0.0301(3) 0.44272(14) 0.24945(12) 0.0372(8) Uani 1 1 d . . . H86B H 0.0763 0.4683 0.2329 0.045 Uiso 1 1 calc R . . H86A H 0.0737 0.4277 0.2755 0.045 Uiso 1 1 calc R . . C85 C -0.0041(3) 0.39749(13) 0.21762(11) 0.0310(7) Uani 1 1 d . . . N7 N -0.0198(2) 0.34730(11) 0.23042(9) 0.0311(6) Uani 1 1 d . . . C59 C -0.0558(2) 0.32089(12) 0.19053(10) 0.0255(6) Uani 1 1 d . . . C60 C -0.0856(2) 0.26682(12) 0.18402(10) 0.0242(6) Uani 1 1 d . . . H60 H -0.0852 0.2419 0.2087 0.029 Uiso 1 1 calc R . . C55 C -0.1158(2) 0.25135(11) 0.14005(10) 0.0211(5) Uani 1 1 d . . . C31 C -0.0742(2) 0.15843(10) 0.12808(9) 0.0182(5) Uani 1 1 d . . . C32 C -0.0245(2) 0.13910(11) 0.16804(9) 0.0195(5) Uani 1 1 d . . . H32 H -0.0402 0.1547 0.1967 0.023 Uiso 1 1 calc R . . C33 C 0.0484(2) 0.09675(10) 0.16569(9) 0.0180(5) Uani 1 1 d . . . C28 C 0.0690(2) 0.07144(10) 0.12430(9) 0.0175(5) Uani 1 1 d . . . C25 C 0.1444(2) 0.02279(10) 0.12322(9) 0.0179(5) Uani 1 1 d . . . H25 H 0.1430 0.0054 0.1541 0.021 Uiso 1 1 calc R . . C21 C 0.2597(2) 0.04189(10) 0.11686(9) 0.0157(5) Uani 1 1 d . . . C22 C 0.3322(2) 0.04817(10) 0.15390(8) 0.0160(5) Uani 1 1 d . . . C23 C 0.4371(2) 0.06548(10) 0.14796(9) 0.0160(5) Uani 1 1 d . . . H23 H 0.4866 0.0678 0.1735 0.019 Uiso 1 1 calc R . . C24 C 0.4697(2) 0.07939(10) 0.10458(9) 0.0148(5) Uani 1 1 d . . . C44 C 0.59343(19) 0.15010(10) 0.11427(9) 0.0152(5) Uani 1 1 d . . . C45 C 0.6138(2) 0.16060(11) 0.16036(9) 0.0181(5) Uani 1 1 d . . . H45 H 0.6190 0.1323 0.1823 0.022 Uiso 1 1 calc R . . C46 C 0.6261(2) 0.21435(11) 0.17281(9) 0.0180(5) Uani 1 1 d . . . C69 C 0.6479(2) 0.29310(12) 0.20637(10) 0.0242(6) Uani 1 1 d . . . C70 C 0.6610(3) 0.33349(13) 0.24428(11) 0.0322(7) Uani 1 1 d . . . H70A H 0.7249 0.3563 0.2387 0.039 Uiso 1 1 calc R . . H70B H 0.6747 0.3140 0.2735 0.039 Uiso 1 1 calc R . . C71 C 0.5633(3) 0.36937(12) 0.24867(9) 0.0274(6) Uani 1 1 d . . . C76 C 0.5771(3) 0.42237(13) 0.26328(11) 0.0368(8) Uani 1 1 d . . . H76 H 0.6479 0.4359 0.2695 0.044 Uiso 1 1 calc R . . C75 C 0.4891(4) 0.45571(14) 0.26887(12) 0.0463(10) Uani 1 1 d . . . H75 H 0.4999 0.4919 0.2790 0.056 Uiso 1 1 calc R . . C74 C 0.3865(3) 0.43715(16) 0.25994(11) 0.0450(10) Uani 1 1 d . . . H74 H 0.3262 0.4601 0.2641 0.054 Uiso 1 1 calc R . . C82 C 0.1584(3) 0.33402(14) 0.42648(11) 0.0323(7) Uani 1 1 d . . . H82 H 0.1008 0.3472 0.4440 0.039 Uiso 1 1 calc R . . C83 C 0.1862(3) 0.36046(14) 0.38669(11) 0.0342(7) Uani 1 1 d . . . H83 H 0.1491 0.3924 0.3773 0.041 Uiso 1 1 calc R . . C84 C 0.2685(3) 0.33990(14) 0.36065(11) 0.0330(7) Uani 1 1 d . . . H84 H 0.2870 0.3578 0.3333 0.040 Uiso 1 1 calc R . . C79 C 0.3238(2) 0.29363(12) 0.37419(10) 0.0273(6) Uani 1 1 d . . . C78 C 0.4089(3) 0.26947(14) 0.34441(11) 0.0333(7) Uani 1 1 d . . . H78A H 0.4384 0.2982 0.3249 0.040 Uiso 1 1 calc R . . H78B H 0.4690 0.2554 0.3642 0.040 Uiso 1 1 calc R . . C77 C 0.3656(2) 0.22451(13) 0.31442(10) 0.0273(6) Uani 1 1 d . . . C52 C 0.2512(2) 0.17580(12) 0.27240(10) 0.0239(6) Uani 1 1 d . . . C51 C 0.1619(2) 0.15215(12) 0.25012(10) 0.0241(6) Uani 1 1 d . . . H51 H 0.0919 0.1677 0.2510 0.029 Uiso 1 1 calc R . . C50 C 0.1806(2) 0.10483(11) 0.22663(9) 0.0195(5) Uani 1 1 d . . . C49 C 0.2853(2) 0.08203(11) 0.22504(9) 0.0194(5) Uani 1 1 d . . . C19 C 0.4003(2) 0.07409(9) 0.06621(8) 0.0147(5) Uani 1 1 d . . . C16 C 0.43824(19) 0.08746(10) 0.01850(8) 0.0142(5) Uani 1 1 d . . . H16 H 0.5189 0.0853 0.0199 0.017 Uiso 1 1 calc R . . C12 C 0.4087(2) 0.14544(10) 0.00496(8) 0.0139(5) Uani 1 1 d . . . C13 C 0.47978(19) 0.18820(10) 0.01427(8) 0.0145(5) Uani 1 1 d . . . C14 C 0.4568(2) 0.24036(10) -0.00038(9) 0.0163(5) Uani 1 1 d . . . H14 H 0.5073 0.2687 0.0054 0.020 Uiso 1 1 calc R . . C15 C 0.3595(2) 0.25080(10) -0.02361(8) 0.0161(5) Uani 1 1 d . . . C38 C 0.3050(2) 0.33994(10) -0.00608(9) 0.0199(5) Uani 1 1 d . . . C37 C 0.1957(2) 0.35566(10) -0.00615(9) 0.0195(5) Uani 1 1 d . . . C42 C 0.1603(2) 0.39510(11) 0.02317(10) 0.0236(6) Uani 1 1 d . . . H42 H 0.0873 0.4070 0.0218 0.028 Uiso 1 1 calc R . . C41 C 0.2349(2) 0.41686(11) 0.05479(10) 0.0227(6) Uani 1 1 d . . . N1 N 0.2215(2) 0.45482(10) 0.08934(9) 0.0267(5) Uani 1 1 d . . . C61 C 0.3182(3) 0.45863(11) 0.11005(10) 0.0263(6) Uani 1 1 d . . . N2 N 0.3940(2) 0.42720(9) 0.09109(8) 0.0251(5) Uani 1 1 d . . . H2A H 0.4626 0.4248 0.0998 0.030 Uiso 1 1 calc R . . C40 C 0.3429(2) 0.39960(11) 0.05542(10) 0.0229(6) Uani 1 1 d . . . C39 C 0.3806(2) 0.36222(11) 0.02450(10) 0.0222(6) Uani 1 1 d . . . H39 H 0.4547 0.3523 0.0243 0.027 Uiso 1 1 calc R . . C62 C 0.3460(3) 0.49618(12) 0.14911(10) 0.0304(7) Uani 1 1 d . . . H62A H 0.4041 0.4800 0.1688 0.037 Uiso 1 1 calc R . . H62B H 0.2818 0.5012 0.1679 0.037 Uiso 1 1 calc R . . C63 C 0.3829(3) 0.55037(12) 0.13172(10) 0.0306(7) Uani 1 1 d . . . C68 C 0.4820(3) 0.55581(16) 0.11125(14) 0.0481(9) Uani 1 1 d . . . H68 H 0.5277 0.5251 0.1092 0.058 Uiso 1 1 calc R . . C67 C 0.5160(4) 0.60464(18) 0.09376(16) 0.0623(12) Uani 1 1 d . . . H67 H 0.5844 0.6073 0.0802 0.075 Uiso 1 1 calc R . . C66 C 0.4520(5) 0.64819(18) 0.09598(14) 0.0617(13) Uani 1 1 d . . . H66 H 0.4754 0.6817 0.0838 0.074 Uiso 1 1 calc R . . C65 C 0.3526(5) 0.64505(16) 0.11569(16) 0.0682(15) Uani 1 1 d . . . H65 H 0.3079 0.6762 0.1171 0.082 Uiso 1 1 calc R . . C64 C 0.3177(4) 0.59536(15) 0.13371(13) 0.0470(9) Uani 1 1 d . . . H64 H 0.2492 0.5929 0.1472 0.056 Uiso 1 1 calc R . . C4 C 0.0662(2) 0.28745(10) -0.01824(9) 0.0183(5) Uani 1 1 d . . . C5 C -0.0164(2) 0.29882(11) 0.01082(9) 0.0200(5) Uani 1 1 d . . . H5 H -0.0352 0.3353 0.0170 0.024 Uiso 1 1 calc R . . C6 C -0.0718(2) 0.25692(11) 0.03094(9) 0.0188(5) Uani 1 1 d . . . C1 C -0.0498(2) 0.20290(10) 0.02131(9) 0.0174(5) Uani 1 1 d . . . C34 C -0.1130(2) 0.15650(10) 0.04229(9) 0.0180(5) Uani 1 1 d . . . H34 H -0.1837 0.1717 0.0517 0.022 Uiso 1 1 calc R . . C30 C -0.0550(2) 0.13550(10) 0.08564(9) 0.0181(5) Uani 1 1 d . . . C29 C 0.0171(2) 0.09220(10) 0.08515(9) 0.0172(5) Uani 1 1 d . . . H29 H 0.0316 0.0760 0.0565 0.021 Uiso 1 1 calc R . . C26 C 0.1083(2) -0.02034(11) 0.08810(10) 0.0214(5) Uani 1 1 d . . . H26A H 0.1030 -0.0037 0.0573 0.026 Uiso 1 1 calc R . . H26B H 0.1637 -0.0491 0.0874 0.026 Uiso 1 1 calc R . . C27 C 0.0001(3) -0.04549(13) 0.09876(12) 0.0340(7) Uani 1 1 d . . . H27A H 0.0046 -0.0619 0.1293 0.051 Uiso 1 1 calc R . . H27B H -0.0183 -0.0733 0.0759 0.051 Uiso 1 1 calc R . . H27C H -0.0559 -0.0175 0.0979 0.051 Uiso 1 1 calc R . . C20 C 0.2963(2) 0.05528(10) 0.07359(9) 0.0153(5) Uani 1 1 d . . . H20 H 0.2478 0.0513 0.0479 0.018 Uiso 1 1 calc R . . C56 C -0.1194(2) 0.28820(11) 0.10360(10) 0.0206(5) Uani 1 1 d . . . C57 C -0.0931(2) 0.34227(11) 0.11005(10) 0.0237(6) Uani 1 1 d . . . H57 H -0.0976 0.3676 0.0857 0.028 Uiso 1 1 calc R . . C58 C -0.0600(2) 0.35729(12) 0.15418(10) 0.0251(6) Uani 1 1 d . . . C89 C -0.1929(3) 0.48853(15) 0.32667(12) 0.0400(8) Uani 1 1 d . . . H89 H -0.2199 0.4794 0.3557 0.048 Uiso 1 1 calc R . . C88 C -0.1064(3) 0.46035(13) 0.30988(11) 0.0338(7) Uani 1 1 d . . . H88 H -0.0744 0.4320 0.3276 0.041 Uiso 1 1 calc R . . C35 C -0.1387(2) 0.11145(11) 0.00728(10) 0.0208(5) Uani 1 1 d . . . H35A H -0.1683 0.1279 -0.0214 0.025 Uiso 1 1 calc R . . H35B H -0.0710 0.0925 0.0001 0.025 Uiso 1 1 calc R . . C36 C -0.2193(2) 0.07063(12) 0.02457(11) 0.0271(6) Uani 1 1 d . . . H36A H -0.1889 0.0529 0.0521 0.041 Uiso 1 1 calc R . . H36B H -0.2346 0.0435 0.0008 0.041 Uiso 1 1 calc R . . H36C H -0.2864 0.0892 0.0320 0.041 Uiso 1 1 calc R . . C2 C 0.0319(2) 0.19338(10) -0.00943(9) 0.0181(5) Uani 1 1 d . . . H2 H 0.0477 0.1570 -0.0170 0.022 Uiso 1 1 calc R . . C3 C 0.0916(2) 0.23409(10) -0.02957(9) 0.0173(5) Uani 1 1 d . . . C7 C 0.1820(2) 0.22119(10) -0.06171(9) 0.0171(5) Uani 1 1 d . . . H7 H 0.1946 0.2543 -0.0804 0.021 Uiso 1 1 calc R . . C8 C 0.1532(2) 0.17506(11) -0.09512(9) 0.0214(5) Uani 1 1 d . . . H8A H 0.1485 0.1408 -0.0778 0.026 Uiso 1 1 calc R . . H8B H 0.0812 0.1822 -0.1097 0.026 Uiso 1 1 calc R . . C9 C 0.2351(3) 0.16864(13) -0.13200(10) 0.0307(7) Uani 1 1 d . . . H9A H 0.2397 0.2024 -0.1494 0.046 Uiso 1 1 calc R . . H9B H 0.2127 0.1392 -0.1526 0.046 Uiso 1 1 calc R . . H9C H 0.3060 0.1603 -0.1178 0.046 Uiso 1 1 calc R . . C10 C 0.2860(2) 0.20974(10) -0.03396(8) 0.0152(5) Uani 1 1 d . . . C11 C 0.3126(2) 0.15790(10) -0.01880(8) 0.0150(5) Uani 1 1 d . . . H11 H 0.2624 0.1295 -0.0250 0.018 Uiso 1 1 calc R . . C43 C 0.59152(19) 0.19186(10) 0.08169(8) 0.0150(5) Uani 1 1 d . . . C47 C 0.6209(2) 0.25664(11) 0.14059(9) 0.0187(5) Uani 1 1 d . . . C72 C 0.4590(3) 0.35082(14) 0.23909(11) 0.0356(7) Uani 1 1 d . . . H72 H 0.4478 0.3148 0.2286 0.043 Uiso 1 1 calc R . . C73 C 0.3713(3) 0.38455(17) 0.24478(12) 0.0430(9) Uani 1 1 d . . . H73 H 0.3002 0.3716 0.2383 0.052 Uiso 1 1 calc R . . C18 C 0.4531(2) 0.05284(11) -0.06307(9) 0.0238(6) Uani 1 1 d . . . H18A H 0.4326 0.0877 -0.0767 0.036 Uiso 1 1 calc R . . H18B H 0.4302 0.0236 -0.0839 0.036 Uiso 1 1 calc R . . H18C H 0.5317 0.0515 -0.0579 0.036 Uiso 1 1 calc R . . C53 C 0.3540(2) 0.15226(12) 0.27349(9) 0.0230(6) Uani 1 1 d . . . C80 C 0.2978(3) 0.26824(14) 0.41477(11) 0.0326(7) Uani 1 1 d . . . H80 H 0.3369 0.2371 0.4248 0.039 Uiso 1 1 calc R . . C81 C 0.2150(3) 0.28824(14) 0.44067(11) 0.0344(7) Uani 1 1 d . . . H81 H 0.1970 0.2705 0.4682 0.041 Uiso 1 1 calc R . . C97 C 0.7270(3) 0.43409(16) 0.99308(13) 0.0442(9) Uani 1 1 d . . . H97 H 0.7237 0.4342 0.9588 0.053 Uiso 1 1 calc R . . C98 C 0.2233(5) 0.2413(3) 0.1404(2) 0.0828(16) Uani 1 1 d . . . H98 H 0.1636 0.2270 0.1591 0.099 Uiso 1 1 calc R . . C95 C 0.7003(4) 0.16348(18) 0.33671(15) 0.0556(11) Uani 1 1 d . . . H95A H 0.7743 0.1774 0.3392 0.083 Uiso 1 1 calc R . . H95B H 0.7020 0.1244 0.3311 0.083 Uiso 1 1 calc R . . H95C H 0.6635 0.1706 0.3653 0.083 Uiso 1 1 calc R . . C96 C 0.5001(5) 0.0459(2) 0.39184(19) 0.0721(14) Uani 1 1 d . . . H96A H 0.4918 0.0472 0.4250 0.108 Uiso 1 1 calc R . . H96B H 0.4579 0.0750 0.3773 0.108 Uiso 1 1 calc R . . H96C H 0.5765 0.0503 0.3850 0.108 Uiso 1 1 calc R . . C93 C 0.6866(3) 0.44020(15) 0.14268(15) 0.0451(9) Uani 1 1 d . . . H93A H 0.6639 0.4663 0.1657 0.068 Uiso 1 1 calc R . . H93B H 0.7141 0.4596 0.1163 0.068 Uiso 1 1 calc R . . H93C H 0.7437 0.4170 0.1560 0.068 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 0.0430(6) 0.0533(6) 0.1256(11) 0.0387(7) 0.0007(6) 0.0022(5) Cl2 0.0483(5) 0.0412(5) 0.0705(7) 0.0029(5) -0.0139(5) 0.0073(4) Cl3 0.0506(6) 0.0531(6) 0.0560(6) 0.0064(4) 0.0044(4) 0.0252(4) Cl4 0.0452(6) 0.0848(9) 0.0788(8) 0.0333(7) -0.0104(5) 0.0096(5) Cl5 0.0810(9) 0.1326(14) 0.0586(7) -0.0246(8) -0.0227(7) -0.0152(9) Cl6 0.0935(10) 0.0596(8) 0.1146(12) -0.0049(8) 0.0050(9) 0.0178(7) O7 0.0157(9) 0.0167(9) 0.0298(10) -0.0070(8) 0.0028(8) -0.0004(7) O4 0.0146(8) 0.0145(8) 0.0185(9) -0.0013(7) 0.0012(7) 0.0011(7) N6 0.0229(12) 0.0298(13) 0.0289(13) -0.0125(10) 0.0015(10) -0.0002(10) O5 0.0242(10) 0.0157(9) 0.0162(9) 0.0012(7) 0.0045(7) 0.0004(7) O2 0.0214(9) 0.0127(9) 0.0234(9) 0.0024(7) -0.0003(7) 0.0013(7) O1 0.0204(9) 0.0153(9) 0.0244(10) 0.0013(7) -0.0038(8) -0.0001(7) O6 0.0206(9) 0.0191(9) 0.0197(9) -0.0011(7) 0.0025(7) -0.0044(7) O8 0.0158(9) 0.0206(9) 0.0253(10) -0.0088(8) 0.0003(7) 0.0013(7) O3 0.0130(8) 0.0167(8) 0.0141(8) -0.0016(7) -0.0001(6) 0.0010(7) N5 0.0232(12) 0.0338(14) 0.0247(12) -0.0098(10) 0.0011(10) -0.0018(10) O10 0.0371(13) 0.0589(17) 0.0418(14) 0.0003(12) 0.0024(11) 0.0188(12) O12 0.0559(18) 0.0348(14) 0.085(2) -0.0085(14) 0.0363(16) -0.0081(12) O9 0.0394(13) 0.0278(12) 0.0525(15) 0.0050(11) -0.0175(11) 0.0011(10) N4 0.0229(12) 0.0250(12) 0.0178(11) -0.0049(9) -0.0007(9) 0.0018(9) N8 0.0335(14) 0.0209(12) 0.0322(13) -0.0106(10) 0.0017(11) -0.0039(10) C48 0.0155(12) 0.0171(12) 0.0189(12) 0.0006(10) -0.0007(10) 0.0012(9) N3 0.0239(12) 0.0190(11) 0.0263(12) -0.0081(9) -0.0068(10) 0.0042(9) C17 0.0201(13) 0.0132(12) 0.0186(12) -0.0024(9) 0.0004(10) 0.0017(9) C54 0.0199(13) 0.0251(14) 0.0195(13) -0.0002(10) 0.0020(10) 0.0026(11) C94 0.054(3) 0.087(4) 0.063(3) 0.023(3) 0.012(2) 0.020(2) O11 0.0271(13) 0.101(2) 0.0415(14) 0.0259(15) 0.0010(11) -0.0024(14) C90 0.043(2) 0.0318(18) 0.058(2) -0.0179(16) -0.0045(17) 0.0009(15) C91 0.064(3) 0.0240(17) 0.054(2) -0.0014(15) -0.0090(19) 0.0022(16) C92 0.063(2) 0.0253(16) 0.0351(18) -0.0023(13) -0.0021(16) -0.0106(16) C87 0.0397(17) 0.0233(15) 0.0302(15) -0.0116(12) -0.0040(13) -0.0101(13) C86 0.0388(18) 0.0353(18) 0.0374(18) -0.0182(14) -0.0011(14) -0.0085(14) C85 0.0295(16) 0.0292(16) 0.0343(16) -0.0135(13) 0.0004(13) -0.0020(12) N7 0.0347(14) 0.0284(13) 0.0302(13) -0.0130(11) -0.0014(11) -0.0016(11) C59 0.0244(14) 0.0258(14) 0.0263(14) -0.0099(11) 0.0007(11) 0.0013(11) C60 0.0244(14) 0.0222(14) 0.0261(14) -0.0053(11) 0.0035(11) 0.0024(11) C55 0.0151(12) 0.0189(13) 0.0296(14) -0.0094(11) 0.0038(10) -0.0008(10) C31 0.0111(11) 0.0154(12) 0.0282(14) -0.0051(10) 0.0039(10) -0.0032(9) C32 0.0176(12) 0.0188(13) 0.0224(13) -0.0056(10) 0.0054(10) -0.0043(10) C33 0.0161(12) 0.0165(12) 0.0217(13) -0.0016(10) 0.0034(10) -0.0057(10) C28 0.0145(12) 0.0150(12) 0.0233(13) -0.0030(10) 0.0051(10) -0.0053(9) C25 0.0207(13) 0.0139(12) 0.0192(12) -0.0017(10) 0.0024(10) -0.0035(10) C21 0.0188(12) 0.0096(11) 0.0191(12) -0.0011(9) 0.0042(10) 0.0015(9) C22 0.0220(13) 0.0097(11) 0.0164(12) 0.0014(9) 0.0041(10) 0.0029(9) C23 0.0174(12) 0.0117(11) 0.0190(12) -0.0001(9) -0.0003(10) 0.0030(9) C24 0.0141(11) 0.0097(11) 0.0207(12) -0.0004(9) 0.0009(9) 0.0021(9) C44 0.0126(11) 0.0142(12) 0.0187(12) -0.0025(9) 0.0009(9) 0.0009(9) C45 0.0171(12) 0.0192(13) 0.0181(12) 0.0011(10) -0.0005(10) 0.0000(10) C46 0.0151(12) 0.0217(13) 0.0171(12) -0.0021(10) 0.0005(10) 0.0014(10) C69 0.0219(13) 0.0243(14) 0.0261(14) -0.0099(11) -0.0052(11) 0.0057(11) C70 0.0378(17) 0.0291(16) 0.0288(15) -0.0146(13) -0.0101(13) 0.0060(13) C71 0.0412(17) 0.0237(14) 0.0172(13) -0.0051(11) -0.0003(12) 0.0057(12) C76 0.054(2) 0.0274(16) 0.0285(16) -0.0082(13) -0.0008(15) 0.0040(15) C75 0.077(3) 0.0279(17) 0.0339(18) -0.0083(14) 0.0045(18) 0.0186(18) C74 0.061(2) 0.052(2) 0.0222(15) -0.0022(15) 0.0067(15) 0.0327(19) C82 0.0306(16) 0.0385(18) 0.0283(15) -0.0069(13) 0.0067(13) -0.0012(13) C83 0.0374(18) 0.0327(17) 0.0325(16) -0.0019(13) 0.0026(14) 0.0006(14) C84 0.0385(18) 0.0352(17) 0.0254(15) -0.0020(13) 0.0045(13) -0.0091(14) C79 0.0238(14) 0.0308(15) 0.0273(15) -0.0111(12) -0.0012(12) -0.0065(12) C78 0.0270(16) 0.0386(18) 0.0344(17) -0.0131(14) 0.0019(13) -0.0070(13) C77 0.0247(14) 0.0341(16) 0.0231(14) -0.0089(12) 0.0021(11) -0.0042(12) C52 0.0248(14) 0.0253(14) 0.0216(13) -0.0074(11) 0.0025(11) 0.0000(11) C51 0.0204(13) 0.0280(15) 0.0240(14) -0.0074(11) 0.0027(11) 0.0021(11) C50 0.0190(13) 0.0219(13) 0.0176(12) -0.0011(10) 0.0015(10) -0.0037(10) C49 0.0245(13) 0.0183(12) 0.0155(12) 0.0004(10) 0.0039(10) -0.0004(10) C19 0.0171(12) 0.0093(11) 0.0179(12) -0.0007(9) 0.0021(9) 0.0019(9) C16 0.0133(11) 0.0134(11) 0.0158(11) -0.0004(9) 0.0009(9) -0.0001(9) C12 0.0168(12) 0.0129(11) 0.0121(11) -0.0010(9) 0.0032(9) 0.0023(9) C13 0.0134(11) 0.0165(12) 0.0137(11) -0.0016(9) 0.0022(9) 0.0010(9) C14 0.0170(12) 0.0137(12) 0.0184(12) -0.0013(9) 0.0025(10) -0.0021(9) C15 0.0186(12) 0.0137(12) 0.0162(12) 0.0011(9) 0.0045(10) 0.0016(9) C38 0.0227(13) 0.0130(12) 0.0242(13) 0.0034(10) 0.0013(11) -0.0003(10) C37 0.0213(13) 0.0125(12) 0.0245(13) 0.0046(10) -0.0035(11) -0.0017(10) C42 0.0222(13) 0.0161(13) 0.0324(15) 0.0016(11) 0.0001(11) 0.0011(10) C41 0.0275(14) 0.0125(12) 0.0280(14) 0.0007(10) 0.0015(11) -0.0024(10) N1 0.0297(13) 0.0184(12) 0.0319(13) -0.0032(10) 0.0020(10) -0.0029(10) C61 0.0353(16) 0.0151(13) 0.0285(15) 0.0005(11) -0.0004(12) -0.0049(11) N2 0.0280(13) 0.0158(11) 0.0310(13) -0.0012(9) -0.0073(10) -0.0007(9) C40 0.0254(14) 0.0144(12) 0.0285(14) 0.0021(10) -0.0044(11) -0.0020(10) C39 0.0199(13) 0.0143(12) 0.0322(15) 0.0006(11) -0.0026(11) 0.0005(10) C62 0.0441(18) 0.0242(15) 0.0229(14) -0.0018(12) -0.0009(13) -0.0067(13) C63 0.0483(19) 0.0209(14) 0.0226(14) -0.0054(11) -0.0020(13) -0.0065(13) C68 0.051(2) 0.038(2) 0.056(2) 0.0039(17) 0.0048(18) -0.0120(17) C67 0.080(3) 0.048(2) 0.060(3) 0.002(2) 0.016(2) -0.025(2) C66 0.108(4) 0.039(2) 0.039(2) -0.0012(17) 0.017(2) -0.018(2) C65 0.127(5) 0.0258(19) 0.052(2) -0.0067(17) 0.003(3) 0.022(2) C64 0.072(3) 0.0336(19) 0.0361(19) -0.0041(15) 0.0107(18) 0.0108(18) C4 0.0170(12) 0.0171(12) 0.0206(13) 0.0007(10) -0.0056(10) -0.0006(10) C5 0.0181(13) 0.0161(12) 0.0254(13) -0.0050(10) -0.0051(10) 0.0020(10) C6 0.0136(12) 0.0207(13) 0.0220(13) -0.0057(10) -0.0022(10) 0.0010(10) C1 0.0143(12) 0.0170(12) 0.0207(12) -0.0028(10) -0.0044(10) -0.0003(9) C34 0.0145(12) 0.0165(12) 0.0230(13) -0.0063(10) -0.0006(10) -0.0015(10) C30 0.0128(12) 0.0164(12) 0.0251(13) -0.0049(10) 0.0018(10) -0.0054(9) C29 0.0160(12) 0.0143(12) 0.0216(12) -0.0048(10) 0.0040(10) -0.0047(9) C26 0.0255(14) 0.0139(12) 0.0251(13) -0.0045(10) 0.0041(11) -0.0022(10) C27 0.0369(18) 0.0283(16) 0.0375(17) -0.0109(13) 0.0088(14) -0.0167(13) C20 0.0169(12) 0.0109(11) 0.0181(12) -0.0025(9) 0.0008(9) 0.0010(9) C56 0.0144(12) 0.0221(13) 0.0254(13) -0.0090(11) 0.0004(10) 0.0017(10) C57 0.0256(14) 0.0203(13) 0.0255(14) -0.0051(11) 0.0040(11) 0.0002(11) C58 0.0211(14) 0.0215(14) 0.0328(15) -0.0104(12) 0.0034(12) -0.0019(11) C89 0.0419(19) 0.044(2) 0.0337(17) -0.0080(15) 0.0003(15) -0.0086(16) C88 0.0403(18) 0.0298(16) 0.0308(16) -0.0049(13) -0.0061(14) -0.0050(14) C35 0.0159(12) 0.0202(13) 0.0261(13) -0.0074(11) -0.0021(10) -0.0009(10) C36 0.0205(14) 0.0238(14) 0.0375(16) -0.0139(12) 0.0067(12) -0.0074(11) C2 0.0168(12) 0.0147(12) 0.0223(13) -0.0045(10) -0.0049(10) 0.0014(10) C3 0.0141(12) 0.0188(12) 0.0185(12) -0.0021(10) -0.0046(10) 0.0017(10) C7 0.0179(12) 0.0155(12) 0.0177(12) -0.0007(9) -0.0018(10) 0.0003(10) C8 0.0212(13) 0.0223(13) 0.0202(13) -0.0022(10) -0.0059(10) 0.0021(10) C9 0.0416(18) 0.0315(16) 0.0189(14) -0.0024(12) 0.0016(12) 0.0003(13) C10 0.0155(12) 0.0156(12) 0.0147(11) -0.0016(9) 0.0021(9) 0.0020(9) C11 0.0154(12) 0.0142(11) 0.0156(11) -0.0024(9) 0.0020(9) -0.0021(9) C43 0.0096(11) 0.0195(12) 0.0161(12) -0.0021(9) 0.0013(9) 0.0003(9) C47 0.0149(12) 0.0179(12) 0.0230(13) -0.0034(10) -0.0013(10) 0.0021(10) C72 0.0408(18) 0.0357(18) 0.0306(16) -0.0070(13) 0.0035(14) 0.0071(14) C73 0.0402(19) 0.059(2) 0.0303(17) -0.0002(16) 0.0056(14) 0.0144(17) C18 0.0332(15) 0.0196(13) 0.0187(13) -0.0039(10) -0.0001(11) 0.0041(11) C53 0.0224(14) 0.0284(15) 0.0183(13) -0.0038(11) 0.0016(10) -0.0006(11) C80 0.0345(17) 0.0347(17) 0.0286(15) -0.0072(13) -0.0018(13) -0.0025(13) C81 0.0397(18) 0.0372(18) 0.0265(15) -0.0014(13) 0.0044(13) -0.0033(14) C97 0.050(2) 0.045(2) 0.0374(19) 0.0097(16) 0.0027(16) 0.0195(17) C98 0.076(4) 0.092(4) 0.079(4) -0.001(3) -0.014(3) 0.009(3) C95 0.058(3) 0.050(2) 0.057(2) 0.0060(19) -0.020(2) -0.0034(19) C96 0.085(4) 0.052(3) 0.082(3) -0.007(2) 0.025(3) -0.024(3) C93 0.041(2) 0.0339(19) 0.060(2) -0.0026(17) -0.0076(17) 0.0006(15) _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 C97 1.767(4) . ? Cl2 C97 1.760(4) . ? Cl3 C97 1.740(4) . ? Cl4 C98 1.731(6) . ? Cl5 C98 1.707(6) . ? Cl6 C98 1.782(7) . ? O7 C31 1.397(3) . ? O7 C55 1.397(3) . ? O4 C44 1.398(3) . ? O4 C24 1.399(3) . ? N6 C77 1.361(4) . ? N6 C52 1.381(4) . ? N6 H6 0.8800 . ? O5 C49 1.396(3) . ? O5 C22 1.409(3) . ? O2 C38 1.394(3) . ? O2 C15 1.402(3) . ? O1 C37 1.406(3) . ? O1 C4 1.407(3) . ? O6 C50 1.393(3) . ? O6 C33 1.397(3) . ? O8 C56 1.395(3) . ? O8 C6 1.408(3) . ? O3 C13 1.397(3) . ? O3 C43 1.398(3) . ? N5 C77 1.321(4) . ? N5 C53 1.390(4) . ? O10 C94 1.387(5) . ? O10 H10 0.8400 . ? O12 C96 1.395(5) . ? O12 H12 0.8400 . ? O9 C93 1.406(4) . ? O9 H9D 0.8400 . ? N4 C69 1.352(4) . ? N4 C46 1.380(3) . ? N4 H4 0.8800 . ? N8 C85 1.350(4) . ? N8 C58 1.384(4) . ? N8 H8C 0.8800 . ? C48 C43 1.382(4) . ? C48 C47 1.390(4) . ? C48 H48 0.9500 . ? N3 C69 1.315(4) . ? N3 C47 1.388(3) . ? C17 C18 1.519(4) . ? C17 C16 1.540(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C54 C49 1.380(4) . ? C54 C53 1.398(4) . ? C54 H54 0.9500 . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? O11 C95 1.378(5) . ? O11 H11A 0.8400 . ? C90 C91 1.371(6) . ? C90 C89 1.382(6) . ? C90 H90 0.9500 . ? C91 C92 1.386(6) . ? C91 H91 0.9500 . ? C92 C87 1.392(5) . ? C92 H92 0.9500 . ? C87 C88 1.386(5) . ? C87 C86 1.511(5) . ? C86 C85 1.506(4) . ? C86 H86B 0.9900 . ? C86 H86A 0.9900 . ? C85 N7 1.313(4) . ? N7 C59 1.396(4) . ? C59 C58 1.392(4) . ? C59 C60 1.399(4) . ? C60 C55 1.380(4) . ? C60 H60 0.9500 . ? C55 C56 1.402(4) . ? C31 C32 1.386(4) . ? C31 C30 1.392(4) . ? C32 C33 1.386(4) . ? C32 H32 0.9500 . ? C33 C28 1.394(4) . ? C28 C29 1.390(4) . ? C28 C25 1.524(4) . ? C25 C21 1.521(4) . ? C25 C26 1.536(3) . ? C25 H25 1.0000 . ? C21 C22 1.391(4) . ? C21 C20 1.398(4) . ? C22 C23 1.385(4) . ? C23 C24 1.387(4) . ? C23 H23 0.9500 . ? C24 C19 1.396(4) . ? C44 C45 1.387(4) . ? C44 C43 1.404(4) . ? C45 C46 1.385(4) . ? C45 H45 0.9500 . ? C46 C47 1.408(4) . ? C69 C70 1.496(4) . ? C70 C71 1.509(4) . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? C71 C76 1.387(4) . ? C71 C72 1.390(5) . ? C76 C75 1.381(5) . ? C76 H76 0.9500 . ? C75 C74 1.366(6) . ? C75 H75 0.9500 . ? C74 C73 1.385(6) . ? C74 H74 0.9500 . ? C82 C81 1.388(5) . ? C82 C83 1.388(5) . ? C82 H82 0.9500 . ? C83 C84 1.389(5) . ? C83 H83 0.9500 . ? C84 C79 1.384(5) . ? C84 H84 0.9500 . ? C79 C80 1.390(5) . ? C79 C78 1.513(4) . ? C78 C77 1.503(4) . ? C78 H78A 0.9900 . ? C78 H78B 0.9900 . ? C52 C51 1.392(4) . ? C52 C53 1.399(4) . ? C51 C50 1.381(4) . ? C51 H51 0.9500 . ? C50 C49 1.416(4) . ? C19 C20 1.393(4) . ? C19 C16 1.523(3) . ? C16 C12 1.529(3) . ? C16 H16 1.0000 . ? C12 C11 1.392(3) . ? C12 C13 1.397(3) . ? C13 C14 1.386(4) . ? C14 C15 1.387(4) . ? C14 H14 0.9500 . ? C15 C10 1.390(4) . ? C38 C39 1.386(4) . ? C38 C37 1.408(4) . ? C37 C42 1.380(4) . ? C42 C41 1.392(4) . ? C42 H42 0.9500 . ? C41 N1 1.393(4) . ? C41 C40 1.403(4) . ? N1 C61 1.326(4) . ? C61 N2 1.352(4) . ? C61 C62 1.502(4) . ? N2 C40 1.381(4) . ? N2 H2A 0.8800 . ? C40 C39 1.385(4) . ? C39 H39 0.9500 . ? C62 C63 1.510(4) . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? C63 C64 1.377(5) . ? C63 C68 1.391(5) . ? C68 C67 1.383(6) . ? C68 H68 0.9500 . ? C67 C66 1.340(7) . ? C67 H67 0.9500 . ? C66 C65 1.379(7) . ? C66 H66 0.9500 . ? C65 C64 1.411(6) . ? C65 H65 0.9500 . ? C64 H64 0.9500 . ? C4 C5 1.381(4) . ? C4 C3 1.399(4) . ? C5 C6 1.385(4) . ? C5 H5 0.9500 . ? C6 C1 1.394(4) . ? C1 C2 1.396(4) . ? C1 C34 1.530(4) . ? C34 C30 1.526(4) . ? C34 C35 1.539(3) . ? C34 H34 1.0000 . ? C30 C29 1.395(4) . ? C29 H29 0.9500 . ? C26 C27 1.519(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C20 H20 0.9500 . ? C56 C57 1.388(4) . ? C57 C58 1.391(4) . ? C57 H57 0.9500 . ? C89 C88 1.382(5) . ? C89 H89 0.9500 . ? C88 H88 0.9500 . ? C35 C36 1.518(4) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C2 C3 1.391(4) . ? C2 H2 0.9500 . ? C3 C7 1.520(4) . ? C7 C10 1.525(3) . ? C7 C8 1.536(4) . ? C7 H7 1.0000 . ? C8 C9 1.514(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.392(4) . ? C11 H11 0.9500 . ? C72 C73 1.384(5) . ? C72 H72 0.9500 . ? C73 H73 0.9500 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C80 C81 1.387(5) . ? C80 H80 0.9500 . ? C81 H81 0.9500 . ? C97 H97 1.0000 . ? C98 H98 1.0000 . ? C95 H95A 0.9800 . ? C95 H95B 0.9800 . ? C95 H95C 0.9800 . ? C96 H96A 0.9800 . ? C96 H96B 0.9800 . ? C96 H96C 0.9800 . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? 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 C31 O7 C55 117.11(19) . . ? C44 O4 C24 113.23(18) . . ? C77 N6 C52 106.8(2) . . ? C77 N6 H6 126.6 . . ? C52 N6 H6 126.6 . . ? C49 O5 C22 112.61(19) . . ? C38 O2 C15 115.68(19) . . ? C37 O1 C4 112.99(19) . . ? C50 O6 C33 117.5(2) . . ? C56 O8 C6 114.31(19) . . ? C13 O3 C43 115.96(18) . . ? C77 N5 C53 105.1(2) . . ? C94 O10 H10 109.5 . . ? C96 O12 H12 109.5 . . ? C93 O9 H9D 109.5 . . ? C69 N4 C46 106.8(2) . . ? C69 N4 H4 126.6 . . ? C46 N4 H4 126.6 . . ? C85 N8 C58 106.8(3) . . ? C85 N8 H8C 126.6 . . ? C58 N8 H8C 126.6 . . ? C43 C48 C47 117.5(2) . . ? C43 C48 H48 121.2 . . ? C47 C48 H48 121.2 . . ? C69 N3 C47 104.6(2) . . ? C18 C17 C16 112.7(2) . . ? C18 C17 H17A 109.1 . . ? C16 C17 H17A 109.1 . . ? C18 C17 H17B 109.1 . . ? C16 C17 H17B 109.1 . . ? H17A C17 H17B 107.8 . . ? C49 C54 C53 117.8(3) . . ? C49 C54 H54 121.1 . . ? C53 C54 H54 121.1 . . ? O10 C94 H94A 109.5 . . ? O10 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? O10 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? C95 O11 H11A 109.5 . . ? C91 C90 C89 119.5(4) . . ? C91 C90 H90 120.2 . . ? C89 C90 H90 120.2 . . ? C90 C91 C92 120.4(4) . . ? C90 C91 H91 119.8 . . ? C92 C91 H91 119.8 . . ? C91 C92 C87 120.7(3) . . ? C91 C92 H92 119.6 . . ? C87 C92 H92 119.6 . . ? C88 C87 C92 118.1(3) . . ? C88 C87 C86 121.2(3) . . ? C92 C87 C86 120.7(3) . . ? C85 C86 C87 112.1(3) . . ? C85 C86 H86B 109.2 . . ? C87 C86 H86B 109.2 . . ? C85 C86 H86A 109.2 . . ? C87 C86 H86A 109.2 . . ? H86B C86 H86A 107.9 . . ? N7 C85 N8 113.6(3) . . ? N7 C85 C86 124.6(3) . . ? N8 C85 C86 121.7(3) . . ? C85 N7 C59 104.5(3) . . ? C58 C59 N7 109.7(3) . . ? C58 C59 C60 120.8(3) . . ? N7 C59 C60 129.5(3) . . ? C55 C60 C59 117.0(3) . . ? C55 C60 H60 121.5 . . ? C59 C60 H60 121.5 . . ? C60 C55 O7 120.9(3) . . ? C60 C55 C56 121.9(3) . . ? O7 C55 C56 117.0(2) . . ? C32 C31 C30 121.7(2) . . ? C32 C31 O7 119.2(2) . . ? C30 C31 O7 118.9(2) . . ? C33 C32 C31 119.3(2) . . ? C33 C32 H32 120.3 . . ? C31 C32 H32 120.3 . . ? C32 C33 C28 121.4(2) . . ? C32 C33 O6 119.5(2) . . ? C28 C33 O6 118.8(2) . . ? C29 C28 C33 117.1(2) . . ? C29 C28 C25 122.7(2) . . ? C33 C28 C25 120.2(2) . . ? C21 C25 C28 109.6(2) . . ? C21 C25 C26 112.7(2) . . ? C28 C25 C26 113.4(2) . . ? C21 C25 H25 106.9 . . ? C28 C25 H25 106.9 . . ? C26 C25 H25 106.9 . . ? C22 C21 C20 117.2(2) . . ? C22 C21 C25 121.5(2) . . ? C20 C21 C25 121.3(2) . . ? C23 C22 C21 121.3(2) . . ? C23 C22 O5 118.6(2) . . ? C21 C22 O5 120.1(2) . . ? C22 C23 C24 119.7(2) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C23 C24 C19 121.4(2) . . ? C23 C24 O4 118.9(2) . . ? C19 C24 O4 119.6(2) . . ? C45 C44 O4 120.1(2) . . ? C45 C44 C43 121.3(2) . . ? O4 C44 C43 118.6(2) . . ? C46 C45 C44 116.7(2) . . ? C46 C45 H45 121.6 . . ? C44 C45 H45 121.6 . . ? N4 C46 C45 132.5(3) . . ? N4 C46 C47 105.1(2) . . ? C45 C46 C47 122.4(2) . . ? N3 C69 N4 113.8(2) . . ? N3 C69 C70 124.3(3) . . ? N4 C69 C70 121.9(3) . . ? C69 C70 C71 112.9(2) . . ? C69 C70 H70A 109.0 . . ? C71 C70 H70A 109.0 . . ? C69 C70 H70B 109.0 . . ? C71 C70 H70B 109.0 . . ? H70A C70 H70B 107.8 . . ? C76 C71 C72 118.5(3) . . ? C76 C71 C70 119.4(3) . . ? C72 C71 C70 122.0(3) . . ? C75 C76 C71 120.7(4) . . ? C75 C76 H76 119.6 . . ? C71 C76 H76 119.6 . . ? C74 C75 C76 120.6(3) . . ? C74 C75 H75 119.7 . . ? C76 C75 H75 119.7 . . ? C75 C74 C73 119.5(3) . . ? C75 C74 H74 120.3 . . ? C73 C74 H74 120.3 . . ? C81 C82 C83 119.9(3) . . ? C81 C82 H82 120.1 . . ? C83 C82 H82 120.1 . . ? C82 C83 C84 119.6(3) . . ? C82 C83 H83 120.2 . . ? C84 C83 H83 120.2 . . ? C79 C84 C83 120.7(3) . . ? C79 C84 H84 119.6 . . ? C83 C84 H84 119.6 . . ? C84 C79 C80 119.4(3) . . ? C84 C79 C78 120.6(3) . . ? C80 C79 C78 119.9(3) . . ? C77 C78 C79 112.7(3) . . ? C77 C78 H78A 109.0 . . ? C79 C78 H78A 109.0 . . ? C77 C78 H78B 109.0 . . ? C79 C78 H78B 109.0 . . ? H78A C78 H78B 107.8 . . ? N5 C77 N6 112.9(3) . . ? N5 C77 C78 124.0(3) . . ? N6 C77 C78 123.1(3) . . ? N6 C52 C51 131.4(3) . . ? N6 C52 C53 105.6(2) . . ? C51 C52 C53 122.9(3) . . ? C50 C51 C52 116.4(3) . . ? C50 C51 H51 121.8 . . ? C52 C51 H51 121.8 . . ? C51 C50 O6 121.0(2) . . ? C51 C50 C49 121.5(2) . . ? O6 C50 C49 117.3(2) . . ? C54 C49 O5 120.1(2) . . ? C54 C49 C50 121.1(2) . . ? O5 C49 C50 118.8(2) . . ? C20 C19 C24 117.0(2) . . ? C20 C19 C16 122.1(2) . . ? C24 C19 C16 120.9(2) . . ? C19 C16 C12 111.22(19) . . ? C19 C16 C17 112.5(2) . . ? C12 C16 C17 112.1(2) . . ? C19 C16 H16 106.9 . . ? C12 C16 H16 106.9 . . ? C17 C16 H16 106.9 . . ? C11 C12 C13 116.9(2) . . ? C11 C12 C16 122.0(2) . . ? C13 C12 C16 121.1(2) . . ? C14 C13 C12 121.6(2) . . ? C14 C13 O3 119.2(2) . . ? C12 C13 O3 119.0(2) . . ? C13 C14 C15 119.3(2) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C14 C15 C10 121.4(2) . . ? C14 C15 O2 119.6(2) . . ? C10 C15 O2 118.9(2) . . ? C39 C38 O2 120.5(2) . . ? C39 C38 C37 121.2(3) . . ? O2 C38 C37 118.2(2) . . ? C42 C37 O1 120.7(2) . . ? C42 C37 C38 121.3(2) . . ? O1 C37 C38 118.0(2) . . ? C37 C42 C41 117.9(3) . . ? C37 C42 H42 121.0 . . ? C41 C42 H42 121.0 . . ? C42 C41 N1 130.5(3) . . ? C42 C41 C40 120.1(3) . . ? N1 C41 C40 109.5(2) . . ? C61 N1 C41 104.5(2) . . ? N1 C61 N2 113.6(3) . . ? N1 C61 C62 124.7(3) . . ? N2 C61 C62 121.6(3) . . ? C61 N2 C40 106.7(2) . . ? C61 N2 H2A 126.6 . . ? C40 N2 H2A 126.7 . . ? N2 C40 C39 131.8(3) . . ? N2 C40 C41 105.7(2) . . ? C39 C40 C41 122.5(3) . . ? C40 C39 C38 116.8(3) . . ? C40 C39 H39 121.6 . . ? C38 C39 H39 121.6 . . ? C61 C62 C63 110.9(2) . . ? C61 C62 H62A 109.5 . . ? C63 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? C63 C62 H62B 109.5 . . ? H62A C62 H62B 108.0 . . ? C64 C63 C68 117.9(3) . . ? C64 C63 C62 121.2(3) . . ? C68 C63 C62 120.8(3) . . ? C67 C68 C63 121.9(4) . . ? C67 C68 H68 119.1 . . ? C63 C68 H68 119.1 . . ? C66 C67 C68 119.7(5) . . ? C66 C67 H67 120.1 . . ? C68 C67 H67 120.1 . . ? C67 C66 C65 120.9(4) . . ? C67 C66 H66 119.6 . . ? C65 C66 H66 119.6 . . ? C66 C65 C64 119.6(4) . . ? C66 C65 H65 120.2 . . ? C64 C65 H65 120.2 . . ? C63 C64 C65 120.0(4) . . ? C63 C64 H64 120.0 . . ? C65 C64 H64 120.0 . . ? C5 C4 C3 121.0(2) . . ? C5 C4 O1 119.1(2) . . ? C3 C4 O1 119.9(2) . . ? C4 C5 C6 119.8(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 121.8(2) . . ? C5 C6 O8 118.6(2) . . ? C1 C6 O8 119.5(2) . . ? C6 C1 C2 116.3(2) . . ? C6 C1 C34 122.1(2) . . ? C2 C1 C34 121.6(2) . . ? C30 C34 C1 110.8(2) . . ? C30 C34 C35 112.7(2) . . ? C1 C34 C35 111.9(2) . . ? C30 C34 H34 107.0 . . ? C1 C34 H34 107.0 . . ? C35 C34 H34 107.0 . . ? C31 C30 C29 116.8(2) . . ? C31 C30 C34 120.7(2) . . ? C29 C30 C34 122.4(2) . . ? C28 C29 C30 123.5(2) . . ? C28 C29 H29 118.2 . . ? C30 C29 H29 118.2 . . ? C27 C26 C25 112.7(2) . . ? C27 C26 H26A 109.1 . . ? C25 C26 H26A 109.1 . . ? C27 C26 H26B 109.1 . . ? C25 C26 H26B 109.1 . . ? H26A C26 H26B 107.8 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C19 C20 C21 123.4(2) . . ? C19 C20 H20 118.3 . . ? C21 C20 H20 118.3 . . ? C57 C56 O8 120.3(3) . . ? C57 C56 C55 121.5(3) . . ? O8 C56 C55 118.1(2) . . ? C56 C57 C58 116.3(3) . . ? C56 C57 H57 121.8 . . ? C58 C57 H57 121.8 . . ? N8 C58 C57 132.2(3) . . ? N8 C58 C59 105.3(3) . . ? C57 C58 C59 122.5(3) . . ? C90 C89 C88 120.2(3) . . ? C90 C89 H89 119.9 . . ? C88 C89 H89 119.9 . . ? C89 C88 C87 121.0(3) . . ? C89 C88 H88 119.5 . . ? C87 C88 H88 119.5 . . ? C36 C35 C34 112.5(2) . . ? C36 C35 H35A 109.1 . . ? C34 C35 H35A 109.1 . . ? C36 C35 H35B 109.1 . . ? C34 C35 H35B 109.1 . . ? H35A C35 H35B 107.8 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C3 C2 C1 123.9(2) . . ? C3 C2 H2 118.1 . . ? C1 C2 H2 118.1 . . ? C2 C3 C4 117.1(2) . . ? C2 C3 C7 121.5(2) . . ? C4 C3 C7 121.4(2) . . ? C3 C7 C10 109.7(2) . . ? C3 C7 C8 112.9(2) . . ? C10 C7 C8 111.9(2) . . ? C3 C7 H7 107.3 . . ? C10 C7 H7 107.3 . . ? C8 C7 H7 107.3 . . ? C9 C8 C7 112.6(2) . . ? C9 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? C9 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? 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 . . ? C15 C10 C11 117.3(2) . . ? C15 C10 C7 121.0(2) . . ? C11 C10 C7 121.7(2) . . ? C12 C11 C10 123.5(2) . . ? C12 C11 H11 118.3 . . ? C10 C11 H11 118.3 . . ? C48 C43 O3 120.7(2) . . ? C48 C43 C44 121.7(2) . . ? O3 C43 C44 117.6(2) . . ? N3 C47 C48 130.1(3) . . ? N3 C47 C46 109.6(2) . . ? C48 C47 C46 120.3(2) . . ? C73 C72 C71 120.3(3) . . ? C73 C72 H72 119.9 . . ? C71 C72 H72 119.9 . . ? C72 C73 C74 120.4(4) . . ? C72 C73 H73 119.8 . . ? C74 C73 H73 119.8 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N5 C53 C54 130.5(3) . . ? N5 C53 C52 109.5(2) . . ? C54 C53 C52 120.0(3) . . ? C81 C80 C79 120.1(3) . . ? C81 C80 H80 119.9 . . ? C79 C80 H80 119.9 . . ? C80 C81 C82 120.2(3) . . ? C80 C81 H81 119.9 . . ? C82 C81 H81 119.9 . . ? Cl3 C97 Cl2 111.7(2) . . ? Cl3 C97 Cl1 110.2(2) . . ? Cl2 C97 Cl1 109.06(19) . . ? Cl3 C97 H97 108.6 . . ? Cl2 C97 H97 108.6 . . ? Cl1 C97 H97 108.6 . . ? Cl5 C98 Cl4 112.4(4) . . ? Cl5 C98 Cl6 109.5(3) . . ? Cl4 C98 Cl6 110.9(3) . . ? Cl5 C98 H98 108.0 . . ? Cl4 C98 H98 108.0 . . ? Cl6 C98 H98 108.0 . . ? O11 C95 H95A 109.5 . . ? O11 C95 H95B 109.5 . . ? H95A C95 H95B 109.5 . . ? O11 C95 H95C 109.5 . . ? H95A C95 H95C 109.5 . . ? H95B C95 H95C 109.5 . . ? O12 C96 H96A 109.5 . . ? O12 C96 H96B 109.5 . . ? H96A C96 H96B 109.5 . . ? O12 C96 H96C 109.5 . . ? H96A C96 H96C 109.5 . . ? H96B C96 H96C 109.5 . . ? O9 C93 H93A 109.5 . . ? O9 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? O9 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.308 _refine_diff_density_min -1.127 _refine_diff_density_rms 0.081