# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Kari Rissanen' 'Heidi Mansikkamaki' 'Maija Nissinen' 'Christoph Schalley' _publ_contact_author_name 'Prof Kari Rissanen' _publ_contact_author_address ; Department of Chemistry Univeristy of Jyvaskyla PO Box 35 Helsinki FIN-00014 FINLAND ; _publ_contact_author_email 'KARI.RISSANEN@JYU.FI' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Self-assembling resorcinarene capsules : solid and gas phase studies on encapsulation of small alkyl ammonium cations ; data_4(1)2Br4MeOH3H2O _database_code_CSD 196091 _audit_creation_method SHELXL-97 _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H96 Br N O22' _chemical_formula_weight 1407.41 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P -4 2 c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, -z+1/2' '-x, -y, z' '-x, y, -z+1/2' '-y, -x, z+1/2' '-y, x, -z' 'y, -x, -z' 'y, x, z+1/2' _cell_length_a 14.2645(7) _cell_length_b 14.2645(7) _cell_length_c 18.4532(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3754.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prisms _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1492 _exptl_absorpt_coefficient_mu 0.619 _exptl_absorpt_correction_type 'not used' _exptl_absorpt_correction_T_min 0.8862 _exptl_absorpt_correction_T_max 0.9129 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13197 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 24.98 _reflns_number_total 3284 _reflns_number_gt 2230 _reflns_threshold_expression >2sigma(I) _computing_data_collection collect _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'Denzo-SMN' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1366P)^2^+3.6499P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(4) _refine_ls_number_reflns 3284 _refine_ls_number_parameters 217 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1313 _refine_ls_R_factor_gt 0.0878 _refine_ls_wR_factor_ref 0.2541 _refine_ls_wR_factor_gt 0.2231 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.000 _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 Br1 Br 0.5000 0.0000 -0.14062(13) 0.0803(8) Uani 0.50 2 d SP A 1 O71 O 0.5000 0.0000 -0.1036(12) 0.089(6) Uiso 0.50 2 d SP B 2 C1 C 0.7512(4) -0.0058(5) 0.0730(3) 0.0464(14) Uani 1 1 d . . . C2 C 0.7860(4) 0.0641(5) 0.1170(3) 0.0473(16) Uani 1 1 d . . . H2 H 0.8339 0.0475 0.1504 0.057 Uiso 1 1 calc R . . C3 C 0.7562(4) 0.1582(5) 0.1164(3) 0.0487(16) Uani 1 1 d . . . C4 C 0.6854(5) 0.1805(5) 0.0674(3) 0.0526(16) Uani 1 1 d . . . O4 O 0.6560(4) 0.2724(3) 0.0645(3) 0.0716(14) Uani 1 1 d . . . H4 H 0.6085 0.2765 0.0378 0.107 Uiso 1 1 calc R . . C5 C 0.6478(5) 0.1134(5) 0.0215(3) 0.0573(18) Uani 1 1 d . . . H5 H 0.6005 0.1303 -0.0123 0.069 Uiso 1 1 calc R . . C6 C 0.6786(5) 0.0225(5) 0.0250(3) 0.0577(19) Uani 1 1 d . . . O6 O 0.6411(4) -0.0467(4) -0.0186(2) 0.0679(14) Uani 1 1 d . . . H6C H 0.5916 -0.0269 -0.0379 0.102 Uiso 0.50 1 calc PR . . C7 C 0.7975(4) 0.2316(5) 0.1679(3) 0.0488(16) Uani 1 1 d . . . H7 H 0.7816 0.2944 0.1472 0.059 Uiso 1 1 calc R . . C8 C 0.7485(4) 0.2252(4) 0.2419(3) 0.0447(14) Uani 1 1 d . . . C9 C 0.7851(4) 0.1725(5) 0.2976(3) 0.0463(15) Uani 1 1 d . . . H9 H 0.8424 0.1403 0.2892 0.056 Uiso 1 1 calc R . . C10 C 0.7430(4) 0.1633(4) 0.3659(3) 0.0448(15) Uani 1 1 d . . . O11 O 0.6084(4) 0.2052(4) 0.4394(2) 0.0675(14) Uani 1 1 d . . . H11 H 0.6310 0.1632 0.4661 0.101 Uiso 1 1 calc R . . C11 C 0.6599(4) 0.2108(5) 0.3761(3) 0.0501(16) Uani 1 1 d . . . C12 C 0.6196(5) 0.2642(5) 0.3213(4) 0.0603(18) Uani 1 1 d . . . H12 H 0.5613 0.2949 0.3291 0.072 Uiso 1 1 calc R . . C13 C 0.6647(4) 0.2725(4) 0.2554(4) 0.0517(15) Uani 1 1 d . . . O13 O 0.6214(4) 0.3267(4) 0.2043(3) 0.0742(16) Uani 1 1 d . . . H13 H 0.6259 0.3009 0.1636 0.111 Uiso 1 1 calc R . . C14 C 0.7884(4) 0.1043(5) 0.4262(3) 0.0516(16) Uani 1 1 d . . . H14 H 0.7692 0.1335 0.4732 0.062 Uiso 1 1 calc R . . C29 C 0.9054(5) 0.2269(6) 0.1728(4) 0.064(2) Uani 1 1 d . . . H29A H 0.9326 0.2410 0.1252 0.096 Uiso 1 1 calc R . . H29B H 0.9245 0.1639 0.1879 0.096 Uiso 1 1 calc R . . H29C H 0.9277 0.2728 0.2083 0.096 Uiso 1 1 calc R . . C30 C 0.8955(5) 0.1074(5) 0.4240(3) 0.0566(17) Uani 1 1 d . . . H30A H 0.9168 0.1724 0.4291 0.085 Uiso 1 1 calc R . . H30B H 0.9175 0.0822 0.3776 0.085 Uiso 1 1 calc R . . H30C H 0.9209 0.0696 0.4637 0.085 Uiso 1 1 calc R . . N1 N 0.5000 0.0000 0.2500 0.048(2) Uani 1 4 d S . . C50 C 0.5595(8) 0.0597(9) 0.2069(6) 0.134(5) Uani 1 1 d . . . H50A H 0.5941 0.1024 0.2388 0.201 Uiso 1 1 calc R . . H50B H 0.5210 0.0961 0.1732 0.201 Uiso 1 1 calc R . . H50C H 0.6040 0.0211 0.1796 0.201 Uiso 1 1 calc R . . O60 O 0.5147(5) 0.3077(5) -0.0244(3) 0.0999(19) Uiso 1 1 d D . . C61 C 0.5144(18) 0.2851(18) -0.0950(10) 0.134(6) Uiso 0.560(18) 1 d PD C 1 C61B C 0.513(3) 0.3717(19) -0.0764(14) 0.134(6) Uiso 0.440(18) 1 d PD C 2 O70 O 0.5000 0.5000 0.2500 0.181(8) Uiso 1 4 d S . . 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 Br1 0.0726(15) 0.121(2) 0.0472(12) 0.000 0.000 0.0310(15) C1 0.045(3) 0.067(4) 0.027(2) 0.013(3) 0.014(2) 0.015(3) C2 0.040(3) 0.075(5) 0.027(3) 0.010(3) 0.012(2) 0.016(3) C3 0.040(3) 0.067(4) 0.039(3) 0.021(3) 0.008(3) 0.008(3) C4 0.050(4) 0.055(4) 0.053(4) 0.017(3) 0.004(3) 0.004(3) O4 0.083(4) 0.062(3) 0.070(3) 0.021(2) -0.019(3) 0.014(3) C5 0.056(4) 0.073(5) 0.042(3) 0.021(3) -0.002(3) 0.021(4) C6 0.062(4) 0.081(6) 0.030(3) 0.003(3) 0.011(3) 0.003(4) O6 0.081(4) 0.084(4) 0.039(2) -0.001(2) -0.007(2) 0.022(3) C7 0.040(4) 0.055(4) 0.052(3) 0.025(3) 0.004(3) 0.001(3) C8 0.033(3) 0.047(3) 0.054(3) 0.014(3) 0.003(3) -0.004(3) C9 0.037(3) 0.063(4) 0.039(3) 0.004(3) -0.001(2) -0.009(3) C10 0.045(4) 0.052(4) 0.037(3) -0.010(3) -0.006(2) -0.013(3) O11 0.068(3) 0.089(4) 0.045(2) -0.003(2) 0.018(2) 0.006(3) C11 0.047(4) 0.066(4) 0.038(3) -0.009(3) 0.005(3) -0.005(3) C12 0.048(4) 0.068(5) 0.065(4) 0.003(3) 0.018(3) 0.000(3) C13 0.047(4) 0.056(4) 0.052(3) 0.015(3) 0.002(3) 0.005(3) O13 0.063(3) 0.086(4) 0.073(3) 0.026(3) 0.008(3) 0.024(3) C14 0.050(4) 0.073(4) 0.032(3) 0.005(3) -0.009(3) -0.020(3) C29 0.048(4) 0.085(5) 0.058(4) 0.033(4) 0.009(3) -0.010(4) C30 0.049(4) 0.077(5) 0.044(3) 0.009(3) -0.022(3) -0.019(3) N1 0.039(6) 0.054(6) 0.053(5) 0.000 0.000 0.000 C50 0.112(8) 0.150(10) 0.140(9) -0.028(7) 0.088(7) -0.060(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.379(9) . ? C1 C6 1.421(9) . ? C1 C14 1.503(9) 2 ? C2 C3 1.407(9) . ? C3 C4 1.394(9) . ? C3 C7 1.532(10) . ? C4 O4 1.377(8) . ? C4 C5 1.387(10) . ? C5 C6 1.370(10) . ? C6 O6 1.381(8) . ? C7 C8 1.536(8) . ? C7 C29 1.543(9) . ? C8 C9 1.377(8) . ? C8 C13 1.395(8) . ? C9 C10 1.403(8) . ? C10 C11 1.379(9) . ? C10 C14 1.538(9) . ? O11 C11 1.382(7) . ? C11 C12 1.391(10) . ? C12 C13 1.381(9) . ? C13 O13 1.367(7) . ? C14 C1 1.503(9) 2 ? C14 C30 1.530(9) . ? N1 C50 1.442(9) 4_655 ? N1 C50 1.442(9) . ? N1 C50 1.442(9) 2 ? N1 C50 1.442(9) 3_655 ? O60 C61B 1.324(19) . ? O60 C61 1.342(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 115.1(6) . . ? C2 C1 C14 122.9(5) . 2 ? C6 C1 C14 121.9(6) . 2 ? C1 C2 C3 125.2(6) . . ? C4 C3 C2 116.2(6) . . ? C4 C3 C7 121.7(6) . . ? C2 C3 C7 122.1(5) . . ? O4 C4 C5 121.1(6) . . ? O4 C4 C3 117.6(6) . . ? C5 C4 C3 121.3(6) . . ? C6 C5 C4 120.0(6) . . ? C5 C6 O6 121.6(6) . . ? C5 C6 C1 122.2(7) . . ? O6 C6 C1 116.2(6) . . ? C3 C7 C8 109.6(5) . . ? C3 C7 C29 112.9(6) . . ? C8 C7 C29 113.6(5) . . ? C9 C8 C13 117.1(5) . . ? C9 C8 C7 121.5(5) . . ? C13 C8 C7 121.4(5) . . ? C8 C9 C10 124.0(6) . . ? C11 C10 C9 116.4(6) . . ? C11 C10 C14 122.1(5) . . ? C9 C10 C14 121.5(6) . . ? C10 C11 O11 122.9(6) . . ? C10 C11 C12 121.7(6) . . ? O11 C11 C12 115.2(6) . . ? C13 C12 C11 119.6(6) . . ? O13 C13 C12 116.4(6) . . ? O13 C13 C8 122.5(5) . . ? C12 C13 C8 121.1(6) . . ? C1 C14 C30 112.3(6) 2 . ? C1 C14 C10 111.7(4) 2 . ? C30 C14 C10 112.6(5) . . ? C50 N1 C50 107.6(10) 4_655 . ? C50 N1 C50 113.1(10) 4_655 2 ? C50 N1 C50 107.8(12) . 2 ? C50 N1 C50 107.8(12) 4_655 3_655 ? C50 N1 C50 113.1(10) . 3_655 ? C50 N1 C50 107.6(10) 2 3_655 ? C61B O60 C61 57.4(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.0(8) . . . . ? C14 C1 C2 C3 177.4(5) 2 . . . ? C1 C2 C3 C4 0.4(8) . . . . ? C1 C2 C3 C7 179.1(5) . . . . ? C2 C3 C4 O4 -178.8(5) . . . . ? C7 C3 C4 O4 2.5(8) . . . . ? C2 C3 C4 C5 -0.6(9) . . . . ? C7 C3 C4 C5 -179.3(6) . . . . ? O4 C4 C5 C6 179.6(6) . . . . ? C3 C4 C5 C6 1.4(10) . . . . ? C4 C5 C6 O6 178.4(6) . . . . ? C4 C5 C6 C1 -2.0(10) . . . . ? C2 C1 C6 C5 1.8(8) . . . . ? C14 C1 C6 C5 -176.6(6) 2 . . . ? C2 C1 C6 O6 -178.6(5) . . . . ? C14 C1 C6 O6 3.0(8) 2 . . . ? C4 C3 C7 C8 96.1(6) . . . . ? C2 C3 C7 C8 -82.5(6) . . . . ? C4 C3 C7 C29 -136.2(6) . . . . ? C2 C3 C7 C29 45.2(7) . . . . ? C3 C7 C8 C9 94.3(6) . . . . ? C29 C7 C8 C9 -33.1(8) . . . . ? C3 C7 C8 C13 -85.6(7) . . . . ? C29 C7 C8 C13 147.1(6) . . . . ? C13 C8 C9 C10 0.5(9) . . . . ? C7 C8 C9 C10 -179.4(5) . . . . ? C8 C9 C10 C11 0.1(9) . . . . ? C8 C9 C10 C14 -179.1(6) . . . . ? C9 C10 C11 O11 177.1(6) . . . . ? C14 C10 C11 O11 -3.7(9) . . . . ? C9 C10 C11 C12 0.6(9) . . . . ? C14 C10 C11 C12 179.8(6) . . . . ? C10 C11 C12 C13 -1.9(10) . . . . ? O11 C11 C12 C13 -178.6(6) . . . . ? C11 C12 C13 O13 -179.4(6) . . . . ? C11 C12 C13 C8 2.5(10) . . . . ? C9 C8 C13 O13 -179.7(6) . . . . ? C7 C8 C13 O13 0.1(9) . . . . ? C9 C8 C13 C12 -1.8(9) . . . . ? C7 C8 C13 C12 178.1(6) . . . . ? C11 C10 C14 C1 86.9(7) . . . 2 ? C9 C10 C14 C1 -93.9(7) . . . 2 ? C11 C10 C14 C30 -145.5(6) . . . . ? C9 C10 C14 C30 33.7(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4 O60 0.84 1.82 2.648(8) 168.8 . O6 H6C O71 0.84 1.82 2.638(14) 162.9 . O6 H6C Br1 0.84 2.33 3.093(5) 150.6 . O11 H11 O6 0.84 1.93 2.732(7) 159.6 2 O13 H13 O4 0.84 1.92 2.738(7) 164.1 . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.010 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.081 #===END data_4(2)2Cl6MeOHH2O _database_code_CSD 196092 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C82 H118.25 Cl N O23' _chemical_formula_weight 1521.48 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' 'Cl' 'Cl' 0.1484 0.1585 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.4410(4) _cell_length_b 27.4283(6) _cell_length_c 26.0750(5) _cell_angle_alpha 90.00 _cell_angle_beta 121.702(2) _cell_angle_gamma 90.00 _cell_volume 16697.3(5) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.210 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6546 _exptl_absorpt_coefficient_mu 0.118 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9543 _exptl_absorpt_correction_T_max 0.9768 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19652 _diffrn_reflns_av_R_equivalents 0.0694 _diffrn_reflns_av_sigmaI/netI 0.1922 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.66 _reflns_number_total 13270 _reflns_number_gt 5672 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'Shelxs-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1118P)^2^+19.2205P] 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 SHELXL _refine_ls_extinction_coef 0.00045(8) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 13270 _refine_ls_number_parameters 1007 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2264 _refine_ls_R_factor_gt 0.0920 _refine_ls_wR_factor_ref 0.2682 _refine_ls_wR_factor_gt 0.2069 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.0000 0.13212(10) 0.2500 0.0086(8) Uani 0.50 2 d SP A 1 Cl1B Cl 0.0000 0.61846(11) 0.2500 0.0128(8) Uani 0.50 2 d SP B 2 Cl3 Cl 0.24317(12) 0.12496(8) 0.75020(11) 0.0103(6) Uani 0.50 1 d P . . O127 O 0.0347(2) 0.21030(16) 0.57314(19) 0.0439(13) Uani 1 1 d . . . H127 H -0.0009 0.2101 0.5580 0.066 Uiso 1 1 calc R . . O118 O -0.0753(2) 0.19744(16) 0.5401(2) 0.0455(13) Uani 1 1 d . . . H118 H -0.0916 0.1704 0.5273 0.068 Uiso 1 1 calc R . . O6 O -0.1740(2) 0.49704(17) 0.07298(19) 0.0456(13) Uani 1 1 d . . . H6 H -0.1528 0.5178 0.0705 0.068 Uiso 1 1 calc R . . O20 O 0.0025(2) 0.25346(17) 0.42684(19) 0.0458(13) Uani 1 1 d . . . H20 H 0.0254 0.2314 0.4305 0.069 Uiso 1 1 calc R . . O4 O -0.0674(2) 0.55544(15) 0.2761(2) 0.0434(13) Uani 1 1 d . . . H4 H -0.0695 0.5830 0.2609 0.065 Uiso 1 1 calc R . . O11 O 0.0334(2) 0.34667(15) 0.4601(2) 0.0441(13) Uani 1 1 d . . . H11 H 0.0200 0.3189 0.4466 0.066 Uiso 1 1 calc R . . O25 O -0.1770(2) 0.40357(15) 0.0399(2) 0.0458(14) Uani 1 1 d . . . H25 H -0.1746 0.4312 0.0549 0.069 Uiso 1 1 calc R . . O27 O -0.1348(3) 0.24319(16) 0.1198(2) 0.0515(15) Uani 1 1 d . . . H27 H -0.1067 0.2394 0.1551 0.077 Uiso 1 1 calc R . . O120 O -0.1966(2) 0.19377(17) 0.6202(2) 0.0529(15) Uani 1 1 d . . . H120 H -0.1918 0.1989 0.6543 0.079 Uiso 1 1 calc R . . O18 O -0.0935(2) 0.19485(15) 0.2235(2) 0.0446(13) Uani 1 1 d . . . H18 H -0.0689 0.1728 0.2402 0.067 Uiso 1 1 calc R . . O125 O 0.1935(2) 0.20509(15) 0.7761(2) 0.0469(13) Uani 1 1 d . . . H125 H 0.1941 0.1754 0.7685 0.070 Uiso 1 1 calc R . . C124 C 0.1187(3) 0.2629(2) 0.7504(3) 0.0263(15) Uani 1 1 d . . . O13 O -0.0042(2) 0.50699(16) 0.3797(2) 0.0502(14) Uani 1 1 d . . . H13 H -0.0296 0.5220 0.3492 0.075 Uiso 1 1 calc R . . C115 C -0.1301(3) 0.26066(19) 0.6471(2) 0.0253(15) Uani 1 1 d . . . C3 C -0.1379(3) 0.4940(2) 0.2501(3) 0.0261(15) Uani 1 1 d . . . C17 C -0.1384(3) 0.25622(19) 0.2498(3) 0.0269(16) Uani 1 1 d . . . C14 C -0.0871(3) 0.32142(19) 0.4003(3) 0.0284(16) Uani 1 1 d . . . H14 H -0.0577 0.3082 0.4407 0.034 Uiso 1 1 calc R . . C7 C -0.1268(3) 0.49461(19) 0.3140(2) 0.0230(15) Uani 1 1 d . . . H7 H -0.1073 0.5263 0.3325 0.028 Uiso 1 1 calc R . . C22 C -0.1877(3) 0.29616(19) 0.1470(3) 0.0250(15) Uani 1 1 d . . . C28 C -0.2374(3) 0.42897(19) 0.0989(3) 0.0251(15) Uani 1 1 d . . . H28 H -0.2481 0.4422 0.0585 0.030 Uiso 1 1 calc R . . C2 C -0.1779(3) 0.4630(2) 0.2060(3) 0.0265(15) Uani 1 1 d . . . H2 H -0.1970 0.4403 0.2171 0.032 Uiso 1 1 calc R . . C1 C -0.1919(3) 0.46313(19) 0.1461(3) 0.0272(15) Uani 1 1 d . . . C117 C -0.0689(3) 0.2631(2) 0.6050(2) 0.0271(16) Uani 1 1 d . . . C123 C 0.0667(3) 0.28071(19) 0.7060(3) 0.0270(16) Uani 1 1 d . . . H123 H 0.0498 0.3058 0.7168 0.032 Uiso 1 1 calc R . . C125 C 0.1421(3) 0.2250(2) 0.7334(3) 0.0284(16) Uani 1 1 d . . . C116 C -0.0880(3) 0.2825(2) 0.6403(3) 0.0276(16) Uani 1 1 d . . . H116 H -0.0714 0.3121 0.6611 0.033 Uiso 1 1 calc R . . C121 C -0.0214(3) 0.28659(19) 0.5995(3) 0.0255(15) Uani 1 1 d . . . H121 H -0.0284 0.2771 0.5592 0.031 Uiso 1 1 calc R . . C9 C -0.1031(3) 0.40868(19) 0.3591(2) 0.0278(16) Uani 1 1 d . . . H9 H -0.1431 0.4023 0.3381 0.033 Uiso 1 1 calc R . . C122 C 0.0369(3) 0.26494(19) 0.6468(3) 0.0240(15) Uani 1 1 d . . . C118 C -0.0942(3) 0.2191(2) 0.5750(3) 0.0326(17) Uani 1 1 d . . . C8 C -0.0849(3) 0.4543(2) 0.3529(3) 0.0278(16) Uani 1 1 d . . . C23 C -0.2122(3) 0.34163(19) 0.1405(3) 0.0282(16) Uani 1 1 d . . . H23 H -0.2311 0.3480 0.1616 0.034 Uiso 1 1 calc R . . C15 C -0.0880(3) 0.28674(19) 0.3537(3) 0.0262(15) Uani 1 1 d . . . C31 C -0.1428(3) 0.3229(2) 0.3991(3) 0.0324(17) Uani 1 1 d . . . H31A H -0.1738 0.3347 0.3592 0.039 Uiso 1 1 calc R . . H31B H -0.1391 0.3463 0.4299 0.039 Uiso 1 1 calc R . . C120 C -0.1541(3) 0.2178(2) 0.6159(3) 0.0343(17) Uani 1 1 d . . . C16 C -0.1336(3) 0.2869(2) 0.2945(3) 0.0259(15) Uani 1 1 d . . . H16 H -0.1636 0.3096 0.2837 0.031 Uiso 1 1 calc R . . C13 C -0.0257(3) 0.4624(2) 0.3844(3) 0.0349(18) Uani 1 1 d . . . C126 C 0.1135(3) 0.2071(2) 0.6749(3) 0.0342(17) Uani 1 1 d . . . H126 H 0.1293 0.1810 0.6643 0.041 Uiso 1 1 calc R . . C127 C 0.0617(3) 0.2278(2) 0.6321(3) 0.0325(17) Uani 1 1 d . . . C11 C -0.0066(3) 0.3816(2) 0.4252(3) 0.0334(17) Uani 1 1 d . . . C5 C -0.1201(3) 0.5266(2) 0.1749(3) 0.0310(16) Uani 1 1 d . . . H5 H -0.0998 0.5481 0.1641 0.037 Uiso 1 1 calc R . . C29 C -0.1813(3) 0.4939(2) 0.3156(3) 0.0332(18) Uani 1 1 d . . . H29A H -0.1711 0.4940 0.3581 0.040 Uiso 1 1 calc R . . H29B H -0.2025 0.4634 0.2968 0.040 Uiso 1 1 calc R . . C128 C 0.1516(3) 0.28317(19) 0.8143(3) 0.0255(15) Uani 1 1 d . . . H128 H 0.1924 0.2727 0.8326 0.031 Uiso 1 1 calc R . . C4 C -0.1078(3) 0.5255(2) 0.2336(3) 0.0328(17) Uani 1 1 d . . . C19 C -0.0453(3) 0.2243(2) 0.3249(3) 0.0339(17) Uani 1 1 d . . . H19 H -0.0140 0.2031 0.3354 0.041 Uiso 1 1 calc R . . C20 C -0.0439(3) 0.2541(2) 0.3682(3) 0.0320(17) Uani 1 1 d . . . C21 C -0.1909(3) 0.2557(2) 0.1856(3) 0.0273(16) Uani 1 1 d . . . H21 H -0.1896 0.2241 0.1671 0.033 Uiso 1 1 calc R . . C26 C -0.1567(3) 0.3241(2) 0.0805(3) 0.0379(18) Uani 1 1 d . . . H26 H -0.1368 0.3181 0.0604 0.045 Uiso 1 1 calc R . . C24 C -0.2104(3) 0.3788(2) 0.1046(2) 0.0295(16) Uani 1 1 d . . . C12 C 0.0129(3) 0.4269(2) 0.4191(3) 0.0350(17) Uani 1 1 d . . . H12 H 0.0528 0.4331 0.4391 0.042 Uiso 1 1 calc R . . C35 C -0.2920(3) 0.4275(2) 0.1006(3) 0.0346(18) Uani 1 1 d . . . H35A H -0.3191 0.4041 0.0699 0.041 Uiso 1 1 calc R . . H35B H -0.2827 0.4155 0.1405 0.041 Uiso 1 1 calc R . . C133 C -0.0218(3) 0.3422(2) 0.6010(3) 0.0338(17) Uani 1 1 d . . . H13A H -0.0132 0.3530 0.6412 0.041 Uiso 1 1 calc R . . H13B H -0.0607 0.3540 0.5708 0.041 Uiso 1 1 calc R . . C33 C -0.2466(3) 0.2558(2) 0.1848(3) 0.0305(17) Uani 1 1 d . . . H33A H -0.2489 0.2864 0.2036 0.037 Uiso 1 1 calc R . . H33B H -0.2789 0.2557 0.1424 0.037 Uiso 1 1 calc R . . C27 C -0.1603(3) 0.2875(2) 0.1156(3) 0.0336(17) Uani 1 1 d . . . C18 C -0.0914(3) 0.2248(2) 0.2668(3) 0.0319(17) Uani 1 1 d . . . C134 C 0.0214(3) 0.3655(2) 0.5882(3) 0.0438(19) Uani 1 1 d . . . H13C H 0.0161 0.4009 0.5850 0.066 Uiso 1 1 calc R . . H13D H 0.0155 0.3527 0.5503 0.066 Uiso 1 1 calc R . . H13E H 0.0604 0.3578 0.6211 0.066 Uiso 1 1 calc R . . C119 C -0.1365(3) 0.1969(2) 0.5802(3) 0.0381(18) Uani 1 1 d . . . H119 H -0.1534 0.1674 0.5593 0.046 Uiso 1 1 calc R . . C30 C -0.2207(3) 0.5376(2) 0.2827(3) 0.0416(19) Uani 1 1 d . . . H30A H -0.2524 0.5378 0.2897 0.062 Uiso 1 1 calc R . . H30B H -0.2359 0.5349 0.2394 0.062 Uiso 1 1 calc R . . H30C H -0.1987 0.5679 0.2981 0.062 Uiso 1 1 calc R . . C135 C 0.1515(3) 0.33955(19) 0.8154(3) 0.0297(16) Uani 1 1 d . . . H13F H 0.1115 0.3512 0.7963 0.036 Uiso 1 1 calc R . . H13G H 0.1726 0.3508 0.8578 0.036 Uiso 1 1 calc R . . C25 C -0.1816(3) 0.3686(2) 0.0749(3) 0.0285(16) Uani 1 1 d . . . C136 C 0.1785(3) 0.3618(2) 0.7831(3) 0.0422(19) Uani 1 1 d . . . H13H H 0.1814 0.3972 0.7891 0.063 Uiso 1 1 calc R . . H13I H 0.1548 0.3546 0.7399 0.063 Uiso 1 1 calc R . . H13J H 0.2169 0.3481 0.7994 0.063 Uiso 1 1 calc R . . C6 C -0.1625(3) 0.4959(2) 0.1314(3) 0.0319(16) Uani 1 1 d . . . C36 C -0.3211(4) 0.4768(2) 0.0890(3) 0.050(2) Uani 1 1 d . . . H36A H -0.3567 0.4734 0.0889 0.075 Uiso 1 1 calc R . . H36B H -0.3299 0.4893 0.0498 0.075 Uiso 1 1 calc R . . H36C H -0.2955 0.4997 0.1208 0.075 Uiso 1 1 calc R . . C34 C -0.2532(3) 0.2130(2) 0.2173(3) 0.0419(19) Uani 1 1 d . . . H34A H -0.2920 0.2129 0.2100 0.063 Uiso 1 1 calc R . . H34B H -0.2253 0.2160 0.2607 0.063 Uiso 1 1 calc R . . H34C H -0.2464 0.1826 0.2023 0.063 Uiso 1 1 calc R . . C32 C -0.1592(4) 0.2732(2) 0.4112(3) 0.049(2) Uani 1 1 d . . . H32A H -0.1910 0.2769 0.4179 0.074 Uiso 1 1 calc R . . H32B H -0.1262 0.2589 0.4471 0.074 Uiso 1 1 calc R . . H32C H -0.1710 0.2519 0.3765 0.074 Uiso 1 1 calc R . . O104 O 0.1335(2) 0.05306(17) 0.96056(19) 0.0427(13) Uani 1 1 d . . . H104 H 0.1533 0.0492 0.9449 0.064 Uiso 1 1 calc R . . O113 O 0.2107(2) 0.03941(16) 0.92710(19) 0.0461(13) Uani 1 1 d . . . H113 H 0.2256 0.0663 0.9278 0.069 Uiso 1 1 calc R . . O111 O 0.1674(2) 0.04459(15) 0.7236(2) 0.0434(13) Uani 1 1 d . . . H111 H 0.1750 0.0744 0.7306 0.065 Uiso 1 1 calc R . . C110 C 0.1186(3) -0.0128(2) 0.7500(3) 0.0283(16) Uani 1 1 d . . . C109 C 0.1101(3) -0.03114(19) 0.7940(2) 0.0227(15) Uani 1 1 d . . . H109 H 0.0821 -0.0559 0.7829 0.027 Uiso 1 1 calc R . . C108 C 0.1405(3) -0.01531(19) 0.8543(3) 0.0266(16) Uani 1 1 d . . . C101 C -0.0278(3) -0.0115(2) 0.8530(3) 0.0268(16) Uani 1 1 d . . . O106 O -0.0677(2) 0.05561(16) 0.8783(2) 0.0504(14) Uani 1 1 d . . . H106 H -0.0583 0.0723 0.9092 0.076 Uiso 1 1 calc R . . C103 C 0.0760(3) -0.0129(2) 0.8948(3) 0.0265(16) Uani 1 1 d . . . C104 C 0.0806(3) 0.0309(2) 0.9248(3) 0.0296(16) Uani 1 1 d . . . C107 C 0.1288(3) -0.03659(19) 0.9007(3) 0.0247(15) Uani 1 1 d . . . H107 H 0.1620 -0.0273 0.9412 0.030 Uiso 1 1 calc R . . C105 C 0.0335(3) 0.0531(2) 0.9201(3) 0.0336(17) Uani 1 1 d . . . H105 H 0.0378 0.0825 0.9413 0.040 Uiso 1 1 calc R . . C102 C 0.0220(3) -0.0323(2) 0.8594(3) 0.0305(17) Uani 1 1 d . . . H102 H 0.0180 -0.0616 0.8380 0.037 Uiso 1 1 calc R . . C114 C 0.0869(3) -0.03353(19) 0.6853(2) 0.0261(15) Uani 1 1 d . . . H114 H 0.1094 -0.0234 0.6669 0.031 Uiso 1 1 calc R . . C131 C 0.0858(3) -0.08931(19) 0.6848(3) 0.0297(16) Uani 1 1 d . . . H13K H 0.0653 -0.1008 0.7044 0.036 Uiso 1 1 calc R . . H13L H 0.0644 -0.1009 0.6426 0.036 Uiso 1 1 calc R . . C113 C 0.1797(3) 0.0217(2) 0.8678(3) 0.0351(18) Uani 1 1 d . . . C129 C 0.1266(3) -0.0927(2) 0.8989(3) 0.0307(16) Uani 1 1 d . . . H12A H 0.1178 -0.1045 0.9290 0.037 Uiso 1 1 calc R . . H12B H 0.0953 -0.1033 0.8586 0.037 Uiso 1 1 calc R . . C112 C 0.1891(3) 0.0425(2) 0.8252(3) 0.0363(18) Uani 1 1 d . . . H112 H 0.2161 0.0681 0.8360 0.044 Uiso 1 1 calc R . . C132 C 0.1459(3) -0.1114(2) 0.7173(3) 0.0436(19) Uani 1 1 d . . . H13M H 0.1431 -0.1468 0.7113 0.065 Uiso 1 1 calc R . . H13N H 0.1653 -0.1043 0.7605 0.065 Uiso 1 1 calc R . . H13O H 0.1679 -0.0974 0.7011 0.065 Uiso 1 1 calc R . . C111 C 0.1584(3) 0.0251(2) 0.7666(3) 0.0303(17) Uani 1 1 d . . . C106 C -0.0196(3) 0.0327(2) 0.8849(3) 0.0341(17) Uani 1 1 d . . . C130 C 0.1829(3) -0.1155(2) 0.9119(3) 0.0457(19) Uani 1 1 d . . . H13P H 0.1795 -0.1511 0.9106 0.069 Uiso 1 1 calc R . . H13Q H 0.2140 -0.1054 0.9520 0.069 Uiso 1 1 calc R . . H13R H 0.1913 -0.1046 0.8815 0.069 Uiso 1 1 calc R . . N2 N 0.0000 0.1250(3) 0.7500 0.042(2) Uani 1 2 d S . . N1 N 0.0000 0.3754(3) 0.2500 0.043(2) Uani 1 2 d S . . C10 C -0.0650(3) 0.3711(2) 0.3953(2) 0.0285(16) Uani 1 1 d . . . C70 C -0.0496(6) 0.4056(5) 0.2100(6) 0.154(6) Uani 1 1 d . . . H70A H -0.0590 0.4264 0.2341 0.231 Uiso 1 1 calc R . . H70B H -0.0824 0.3845 0.1839 0.231 Uiso 1 1 calc R . . H70C H -0.0407 0.4259 0.1850 0.231 Uiso 1 1 calc R . . C71 C -0.0108(7) 0.3448(5) 0.2885(6) 0.170(8) Uani 1 1 d . . . H71A H -0.0183 0.3655 0.3143 0.256 Uiso 1 1 calc R . . H71B H 0.0227 0.3243 0.3137 0.256 Uiso 1 1 calc R . . H71C H -0.0442 0.3241 0.2634 0.256 Uiso 1 1 calc R . . C80 C 0.0472(7) 0.0926(5) 0.7872(6) 0.170(8) Uani 1 1 d . . . H80A H 0.0366 0.0592 0.7720 0.255 Uiso 1 1 calc R . . H80B H 0.0561 0.0940 0.8288 0.255 Uiso 1 1 calc R . . H80C H 0.0809 0.1026 0.7860 0.255 Uiso 1 1 calc R . . C81 C 0.0111(7) 0.1567(5) 0.7137(6) 0.176(7) Uani 1 1 d . . . H81A H 0.0495 0.1502 0.7214 0.264 Uiso 1 1 calc R . . H81B H 0.0086 0.1907 0.7236 0.264 Uiso 1 1 calc R . . H81C H -0.0174 0.1508 0.6710 0.264 Uiso 1 1 calc R . . O40 O 0.2651(2) 0.12484(17) 0.9532(2) 0.0534(14) Uani 1 1 d . . . H40 H 0.2362 0.1429 0.9345 0.080 Uiso 1 1 calc R . . C41 C 0.2959(4) 0.1376(3) 1.0147(3) 0.066(3) Uani 1 1 d . . . H41A H 0.3252 0.1619 1.0221 0.099 Uiso 1 1 calc R . . H41B H 0.3144 0.1086 1.0391 0.099 Uiso 1 1 calc R . . H41C H 0.2696 0.1514 1.0256 0.099 Uiso 1 1 calc R . . O42 O 0.1019(2) 0.53886(17) 0.4531(2) 0.0501(14) Uani 1 1 d . . . H42 H 0.0729 0.5212 0.4327 0.075 Uiso 1 1 calc R . . C43 C 0.1186(4) 0.5372(3) 0.5142(3) 0.066(2) Uani 1 1 d . . . H43A H 0.0911 0.5556 0.5198 0.098 Uiso 1 1 calc R . . H43B H 0.1567 0.5517 0.5391 0.098 Uiso 1 1 calc R . . H43C H 0.1196 0.5032 0.5264 0.098 Uiso 1 1 calc R . . O44 O -0.1415(2) 0.3760(2) -0.0314(2) 0.0637(16) Uani 1 1 d . . . H44 H -0.1118 0.3586 -0.0142 0.096 Uiso 1 1 calc R C 1 C45 C -0.1772(8) 0.3595(15) -0.0894(9) 0.074(9) Uani 0.56(4) 1 d P D 1 H45A H -0.2062 0.3378 -0.0906 0.111 Uiso 0.56(4) 1 calc PR D 1 H45B H -0.1548 0.3416 -0.1026 0.111 Uiso 0.56(4) 1 calc PR D 1 H45C H -0.1962 0.3873 -0.1162 0.111 Uiso 0.56(4) 1 calc PR D 1 C45B C -0.1625(14) 0.3928(14) -0.0875(10) 0.060(9) Uani 0.44(4) 1 d P D 2 H45D H -0.2042 0.3957 -0.1080 0.090 Uiso 0.44(4) 1 calc PR D 2 H45E H -0.1527 0.3701 -0.1097 0.090 Uiso 0.44(4) 1 calc PR D 2 H45F H -0.1459 0.4248 -0.0857 0.090 Uiso 0.44(4) 1 calc PR D 2 O46 O -0.0620(2) 0.12404(17) 0.95299(19) 0.0496(14) Uani 1 1 d . . . H46 H -0.0563 0.1535 0.9493 0.074 Uiso 1 1 calc R . . C47 C -0.0314(4) 0.1115(3) 1.0135(3) 0.070(3) Uani 1 1 d . . . H47A H -0.0028 0.1367 1.0365 0.105 Uiso 1 1 calc R . . H47B H -0.0121 0.0802 1.0186 0.105 Uiso 1 1 calc R . . H47C H -0.0577 0.1086 1.0281 0.105 Uiso 1 1 calc R . . O48 O 0.1409(2) 0.12547(18) 1.0315(2) 0.0580(14) Uiso 1 1 d . . . H48 H 0.1410 0.0983 1.0166 0.087 Uiso 1 1 calc R E 1 C49 C 0.1538(9) 0.1192(6) 1.0883(7) 0.053(6) Uiso 0.51(2) 1 d P F 1 H49A H 0.1378 0.1462 1.0994 0.079 Uiso 0.51(2) 1 calc PR F 1 H49B H 0.1955 0.1185 1.1156 0.079 Uiso 0.51(2) 1 calc PR F 1 H49C H 0.1374 0.0883 1.0913 0.079 Uiso 0.51(2) 1 calc PR F 1 C49B C 0.1885(10) 0.1322(6) 1.0882(7) 0.063(7) Uiso 0.49(2) 1 d P F 2 H49D H 0.2048 0.1645 1.0907 0.095 Uiso 0.49(2) 1 calc PR F 2 H49E H 0.2171 0.1071 1.0961 0.095 Uiso 0.49(2) 1 calc PR F 2 H49F H 0.1775 0.1297 1.1183 0.095 Uiso 0.49(2) 1 calc PR F 2 O50 O 0.1009(2) 0.21142(18) 0.4528(2) 0.0525(15) Uani 1 1 d . . . H50 H 0.1152 0.2133 0.4312 0.079 Uiso 1 1 calc R . . C51 C 0.1447(4) 0.2119(3) 0.5136(3) 0.067(2) Uani 1 1 d . . . H51A H 0.1306 0.1978 0.5379 0.101 Uiso 1 1 calc R . . H51B H 0.1570 0.2456 0.5265 0.101 Uiso 1 1 calc R . . H51C H 0.1772 0.1927 0.5190 0.101 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 0.002(2) 0.0052(15) 0.0225(18) 0.000 0.0095(17) 0.000 Cl1B 0.012(3) 0.0104(16) 0.0227(19) 0.000 0.0135(18) 0.000 Cl3 0.0093(17) 0.0051(10) 0.0214(12) -0.0031(10) 0.0113(11) -0.0011(10) O127 0.045(4) 0.045(3) 0.032(3) -0.010(2) 0.013(3) 0.002(3) O118 0.048(4) 0.050(3) 0.039(3) -0.016(2) 0.023(3) 0.000(2) O6 0.049(4) 0.059(3) 0.033(3) 0.004(2) 0.023(3) -0.011(2) O20 0.035(4) 0.060(3) 0.030(3) 0.002(2) 0.009(3) 0.014(2) O4 0.044(4) 0.037(2) 0.041(3) -0.012(2) 0.017(3) -0.017(2) O11 0.032(4) 0.042(3) 0.041(3) 0.004(2) 0.007(2) 0.009(2) O25 0.063(4) 0.043(3) 0.040(3) -0.001(2) 0.033(3) -0.009(3) O27 0.070(5) 0.048(3) 0.048(3) 0.008(2) 0.039(3) 0.025(3) O120 0.061(4) 0.057(3) 0.054(3) -0.019(3) 0.039(3) -0.033(3) O18 0.049(4) 0.043(3) 0.042(3) -0.011(2) 0.025(3) 0.006(2) O125 0.039(4) 0.041(3) 0.049(3) 0.004(2) 0.015(3) 0.016(2) C124 0.023(5) 0.028(3) 0.024(3) -0.003(3) 0.010(3) -0.002(3) O13 0.034(4) 0.046(3) 0.051(3) 0.009(2) 0.009(3) -0.012(2) C115 0.024(5) 0.025(3) 0.021(3) 0.002(3) 0.007(3) 0.002(3) C3 0.023(5) 0.026(3) 0.029(3) 0.004(3) 0.013(3) 0.005(3) C17 0.031(5) 0.022(3) 0.032(4) 0.001(3) 0.019(3) -0.003(3) C14 0.031(5) 0.029(3) 0.025(3) 0.002(3) 0.014(3) 0.005(3) C7 0.019(5) 0.027(3) 0.024(3) -0.004(3) 0.011(3) -0.003(3) C22 0.024(5) 0.027(3) 0.023(3) -0.003(3) 0.012(3) 0.000(3) C28 0.021(5) 0.030(3) 0.024(3) 0.003(3) 0.011(3) 0.000(3) C2 0.026(5) 0.026(3) 0.029(3) 0.001(3) 0.015(3) 0.003(3) C1 0.024(5) 0.024(3) 0.029(3) 0.001(3) 0.011(3) -0.001(3) C117 0.029(5) 0.029(3) 0.020(3) 0.006(3) 0.011(3) 0.003(3) C123 0.033(5) 0.021(3) 0.036(4) -0.001(3) 0.024(4) -0.002(3) C125 0.025(5) 0.029(3) 0.022(3) 0.000(3) 0.006(3) 0.002(3) C116 0.030(5) 0.028(3) 0.023(3) -0.002(3) 0.012(3) -0.002(3) C121 0.023(5) 0.031(3) 0.021(3) -0.002(3) 0.011(3) 0.003(3) C9 0.030(5) 0.032(3) 0.020(3) 0.000(3) 0.012(3) 0.002(3) C122 0.025(5) 0.022(3) 0.030(3) -0.003(3) 0.018(3) -0.005(3) C118 0.037(5) 0.032(3) 0.026(3) -0.003(3) 0.015(3) 0.001(3) C8 0.023(5) 0.032(3) 0.026(3) -0.003(3) 0.012(3) -0.003(3) C23 0.027(5) 0.028(3) 0.027(3) -0.004(3) 0.012(3) -0.003(3) C15 0.025(5) 0.023(3) 0.029(3) 0.001(3) 0.014(3) -0.002(3) C31 0.031(5) 0.036(3) 0.036(4) 0.004(3) 0.021(4) 0.006(3) C120 0.032(5) 0.032(3) 0.037(4) -0.005(3) 0.016(4) -0.006(3) C16 0.022(5) 0.026(3) 0.030(3) 0.002(3) 0.014(3) 0.002(3) C13 0.038(6) 0.030(3) 0.027(3) 0.003(3) 0.011(4) -0.005(3) C126 0.038(5) 0.027(3) 0.037(4) -0.002(3) 0.020(4) 0.005(3) C127 0.040(5) 0.029(3) 0.027(3) -0.003(3) 0.017(4) -0.003(3) C11 0.038(5) 0.034(4) 0.019(3) -0.001(3) 0.009(3) 0.001(3) C5 0.037(5) 0.027(3) 0.034(4) 0.005(3) 0.022(4) -0.007(3) C29 0.038(6) 0.030(3) 0.033(4) -0.001(3) 0.020(4) 0.002(3) C128 0.024(5) 0.024(3) 0.027(3) 0.001(3) 0.012(3) 0.000(3) C4 0.038(5) 0.029(3) 0.033(4) 0.001(3) 0.020(4) -0.003(3) C19 0.033(5) 0.032(3) 0.037(4) 0.002(3) 0.019(4) 0.007(3) C20 0.038(5) 0.026(3) 0.027(3) 0.001(3) 0.014(3) -0.001(3) C21 0.029(5) 0.030(3) 0.030(3) -0.010(3) 0.020(3) -0.003(3) C26 0.042(6) 0.051(4) 0.033(4) -0.003(3) 0.028(4) 0.000(4) C24 0.029(5) 0.030(3) 0.019(3) 0.000(3) 0.006(3) -0.001(3) C12 0.021(5) 0.046(4) 0.029(3) -0.002(3) 0.007(3) -0.007(3) C35 0.032(5) 0.032(3) 0.033(4) 0.008(3) 0.013(3) 0.001(3) C133 0.036(5) 0.031(3) 0.031(3) 0.009(3) 0.016(3) 0.010(3) C33 0.033(5) 0.025(3) 0.029(3) -0.003(3) 0.013(3) -0.001(3) C27 0.034(5) 0.034(3) 0.035(4) -0.001(3) 0.020(4) 0.002(3) C18 0.037(5) 0.033(3) 0.030(4) -0.003(3) 0.020(4) 0.005(3) C134 0.051(6) 0.037(4) 0.047(4) 0.002(3) 0.028(4) -0.001(3) C119 0.040(6) 0.031(3) 0.038(4) -0.010(3) 0.018(4) -0.009(3) C30 0.040(6) 0.030(3) 0.066(5) 0.007(3) 0.036(4) 0.004(3) C135 0.027(5) 0.030(3) 0.032(3) -0.002(3) 0.015(3) -0.003(3) C25 0.030(5) 0.033(3) 0.022(3) -0.002(3) 0.013(3) -0.006(3) C136 0.039(6) 0.039(4) 0.056(4) -0.005(3) 0.030(4) -0.006(3) C6 0.035(5) 0.036(3) 0.028(3) -0.002(3) 0.019(3) -0.005(3) C36 0.043(6) 0.049(4) 0.061(5) 0.017(4) 0.030(5) 0.006(4) C34 0.040(6) 0.031(3) 0.056(5) 0.004(3) 0.026(4) 0.001(3) C32 0.052(6) 0.050(4) 0.054(5) 0.017(4) 0.032(5) 0.007(4) O104 0.033(4) 0.060(3) 0.035(3) -0.013(2) 0.017(3) -0.019(3) O113 0.049(4) 0.046(3) 0.033(3) -0.008(2) 0.015(3) -0.019(2) O111 0.060(4) 0.038(2) 0.044(3) 0.002(2) 0.035(3) -0.007(2) C110 0.022(5) 0.030(3) 0.026(3) 0.003(3) 0.009(3) 0.001(3) C109 0.020(4) 0.024(3) 0.019(3) -0.006(3) 0.007(3) -0.004(3) C108 0.026(5) 0.021(3) 0.034(4) 0.004(3) 0.017(3) 0.004(3) C101 0.031(5) 0.027(3) 0.023(3) 0.000(3) 0.015(3) 0.006(3) O106 0.041(4) 0.054(3) 0.055(3) -0.026(2) 0.025(3) 0.005(3) C103 0.026(5) 0.030(3) 0.021(3) 0.000(3) 0.011(3) -0.006(3) C104 0.028(5) 0.032(3) 0.025(3) -0.002(3) 0.011(3) -0.005(3) C107 0.022(5) 0.026(3) 0.024(3) -0.002(3) 0.010(3) 0.001(3) C105 0.037(6) 0.028(3) 0.029(3) -0.007(3) 0.013(4) 0.003(3) C102 0.048(6) 0.021(3) 0.021(3) 0.002(3) 0.016(3) -0.001(3) C114 0.032(5) 0.026(3) 0.024(3) -0.002(3) 0.017(3) -0.001(3) C131 0.031(5) 0.031(3) 0.028(3) -0.007(3) 0.016(3) -0.001(3) C113 0.042(5) 0.029(3) 0.030(4) -0.010(3) 0.016(4) -0.007(3) C129 0.026(5) 0.032(3) 0.031(3) 0.007(3) 0.013(3) 0.001(3) C112 0.043(6) 0.030(3) 0.041(4) -0.004(3) 0.025(4) -0.012(3) C132 0.040(6) 0.032(4) 0.054(4) 0.002(3) 0.021(4) 0.005(3) C111 0.036(5) 0.027(3) 0.029(4) -0.004(3) 0.018(4) -0.009(3) C106 0.038(6) 0.037(3) 0.030(4) 0.002(3) 0.019(4) 0.009(4) C130 0.040(6) 0.039(4) 0.047(4) 0.000(3) 0.016(4) 0.000(3) N2 0.057(7) 0.027(4) 0.038(4) 0.000 0.023(5) 0.000 N1 0.035(6) 0.063(5) 0.034(4) 0.000 0.019(4) 0.000 C10 0.034(5) 0.031(3) 0.019(3) -0.005(3) 0.012(3) -0.003(3) C70 0.082(12) 0.184(13) 0.126(11) 0.002(10) 0.007(9) 0.078(10) C71 0.23(2) 0.182(13) 0.161(14) -0.017(11) 0.147(17) -0.104(13) C80 0.204(19) 0.188(13) 0.154(13) 0.107(11) 0.119(13) 0.149(13) C81 0.141(18) 0.189(13) 0.162(14) 0.104(11) 0.054(13) -0.044(11) O40 0.041(4) 0.061(3) 0.045(3) 0.009(3) 0.012(3) 0.001(3) C41 0.067(7) 0.067(5) 0.036(4) -0.014(4) 0.007(4) -0.003(4) O42 0.049(4) 0.052(3) 0.036(3) -0.017(2) 0.012(3) -0.010(2) C43 0.062(7) 0.089(6) 0.034(4) -0.018(4) 0.017(4) -0.016(5) O44 0.047(4) 0.103(4) 0.029(3) 0.003(3) 0.012(3) 0.007(3) C45 0.055(14) 0.10(2) 0.057(11) -0.022(12) 0.026(10) -0.010(12) C45B 0.073(19) 0.070(18) 0.023(10) 0.023(11) 0.016(11) 0.012(14) O46 0.058(4) 0.057(3) 0.036(3) -0.003(2) 0.026(3) -0.010(3) C47 0.098(9) 0.077(6) 0.044(5) 0.007(4) 0.043(5) 0.015(5) O50 0.063(4) 0.061(3) 0.035(3) 0.009(2) 0.027(3) 0.011(3) C51 0.053(7) 0.087(6) 0.045(5) 0.012(4) 0.014(5) -0.003(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 O127 C127 1.394(7) . ? O118 C118 1.394(7) . ? O6 C6 1.383(7) . ? O20 C20 1.384(8) . ? O4 C4 1.357(8) . ? O11 C11 1.379(8) . ? O25 C25 1.376(6) . ? O27 C27 1.377(7) . ? O120 C120 1.395(8) . ? O18 C18 1.371(7) . ? O125 C125 1.370(8) . ? C124 C123 1.371(9) . ? C124 C125 1.411(8) . ? C124 C128 1.523(8) . ? O13 C13 1.391(7) . ? C115 C120 1.384(8) . ? C115 C116 1.393(9) . ? C115 C128 1.538(8) 2_556 ? C3 C2 1.389(9) . ? C3 C4 1.411(8) . ? C3 C7 1.528(8) . ? C17 C16 1.386(8) . ? C17 C18 1.415(9) . ? C17 C21 1.531(9) . ? C14 C31 1.515(9) . ? C14 C10 1.526(8) . ? C14 C15 1.532(8) . ? C7 C29 1.519(9) . ? C7 C8 1.531(8) . ? C22 C23 1.384(8) . ? C22 C27 1.395(8) . ? C22 C21 1.529(8) . ? C28 C35 1.525(9) . ? C28 C1 1.528(8) . ? C28 C24 1.531(8) . ? C2 C1 1.398(8) . ? C1 C6 1.391(8) . ? C117 C116 1.383(8) . ? C117 C118 1.405(8) . ? C117 C121 1.528(9) . ? C123 C122 1.384(8) . ? C125 C126 1.387(8) . ? C121 C133 1.527(7) . ? C121 C122 1.535(9) . ? C9 C8 1.389(8) . ? C9 C10 1.417(8) . ? C122 C127 1.387(8) . ? C118 C119 1.379(9) . ? C8 C13 1.400(10) . ? C23 C24 1.403(8) . ? C15 C16 1.387(8) . ? C15 C20 1.389(9) . ? C31 C32 1.518(8) . ? C120 C119 1.379(9) . ? C13 C12 1.373(9) . ? C126 C127 1.386(9) . ? C11 C12 1.392(8) . ? C11 C10 1.395(10) . ? C5 C4 1.384(8) . ? C5 C6 1.400(9) . ? C29 C30 1.538(9) . ? C128 C115 1.538(8) 2_556 ? C128 C135 1.547(7) . ? C19 C18 1.371(9) . ? C19 C20 1.378(8) . ? C21 C33 1.517(9) . ? C26 C25 1.368(9) . ? C26 C27 1.396(8) . ? C24 C25 1.395(8) . ? C35 C36 1.517(9) . ? C133 C134 1.531(9) . ? C33 C34 1.513(8) . ? C135 C136 1.513(8) . ? O104 C104 1.387(8) . ? O113 C113 1.403(7) . ? O111 C111 1.376(7) . ? C110 C109 1.378(8) . ? C110 C111 1.401(9) . ? C110 C114 1.543(8) . ? C109 C108 1.406(8) . ? C108 C113 1.384(9) . ? C108 C107 1.522(8) . ? C101 C102 1.408(9) . ? C101 C106 1.419(8) . ? C101 C114 1.514(9) 2_556 ? O106 C106 1.388(8) . ? C103 C102 1.376(9) . ? C103 C104 1.402(8) . ? C103 C107 1.522(9) . ? C104 C105 1.376(9) . ? C107 C129 1.539(7) . ? C105 C106 1.368(10) . ? C114 C101 1.514(9) 2_556 ? C114 C131 1.530(7) . ? C131 C132 1.528(10) . ? C113 C112 1.388(8) . ? C129 C130 1.531(10) . ? C112 C111 1.385(8) . ? N2 C81 1.430(10) 2_556 ? N2 C81 1.430(10) . ? N2 C80 1.446(11) 2_556 ? N2 C80 1.446(11) . ? N1 C71 1.452(11) . ? N1 C71 1.452(11) 2 ? N1 C70 1.462(11) 2 ? N1 C70 1.462(11) . ? O40 C41 1.408(8) . ? O42 C43 1.410(8) . ? O44 C45B 1.339(17) . ? O44 C45 1.376(18) . ? O46 C47 1.385(8) . ? O48 C49 1.340(15) . ? O48 C49B 1.378(18) . ? O50 C51 1.398(9) . ? 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 C123 C124 C125 116.2(5) . . ? C123 C124 C128 123.3(5) . . ? C125 C124 C128 120.5(6) . . ? C120 C115 C116 117.4(5) . . ? C120 C115 C128 119.9(6) . 2_556 ? C116 C115 C128 122.7(5) . 2_556 ? C2 C3 C4 117.2(5) . . ? C2 C3 C7 121.8(5) . . ? C4 C3 C7 120.9(5) . . ? C16 C17 C18 116.0(6) . . ? C16 C17 C21 123.0(6) . . ? C18 C17 C21 121.0(5) . . ? C31 C14 C10 114.7(5) . . ? C31 C14 C15 113.9(5) . . ? C10 C14 C15 109.2(4) . . ? C29 C7 C3 113.2(5) . . ? C29 C7 C8 112.3(5) . . ? C3 C7 C8 111.4(5) . . ? C23 C22 C27 117.3(5) . . ? C23 C22 C21 122.9(5) . . ? C27 C22 C21 119.8(5) . . ? C35 C28 C1 113.0(5) . . ? C35 C28 C24 113.9(5) . . ? C1 C28 C24 109.0(5) . . ? C3 C2 C1 123.8(6) . . ? C6 C1 C2 116.8(6) . . ? C6 C1 C28 121.3(5) . . ? C2 C1 C28 121.8(5) . . ? C116 C117 C118 116.9(6) . . ? C116 C117 C121 122.6(5) . . ? C118 C117 C121 120.4(5) . . ? C124 C123 C122 125.0(6) . . ? O125 C125 C126 119.9(6) . . ? O125 C125 C124 118.8(5) . . ? C126 C125 C124 121.3(6) . . ? C117 C116 C115 123.3(5) . . ? C133 C121 C117 113.7(5) . . ? C133 C121 C122 112.7(5) . . ? C117 C121 C122 110.0(4) . . ? C8 C9 C10 123.2(7) . . ? C123 C122 C127 116.8(6) . . ? C123 C122 C121 122.0(5) . . ? C127 C122 C121 121.2(5) . . ? C119 C118 O118 119.7(5) . . ? C119 C118 C117 121.3(6) . . ? O118 C118 C117 119.0(6) . . ? C9 C8 C13 116.9(6) . . ? C9 C8 C7 122.5(6) . . ? C13 C8 C7 120.6(5) . . ? C22 C23 C24 123.6(6) . . ? C16 C15 C20 116.9(5) . . ? C16 C15 C14 120.7(5) . . ? C20 C15 C14 122.5(6) . . ? C14 C31 C32 112.2(5) . . ? C119 C120 C115 121.5(6) . . ? C119 C120 O120 117.6(5) . . ? C115 C120 O120 120.9(6) . . ? C17 C16 C15 124.5(6) . . ? C12 C13 O13 117.8(7) . . ? C12 C13 C8 121.9(6) . . ? O13 C13 C8 120.2(6) . . ? C127 C126 C125 119.2(6) . . ? C126 C127 C122 121.5(6) . . ? C126 C127 O127 118.2(5) . . ? C122 C127 O127 120.3(6) . . ? O11 C11 C12 118.4(7) . . ? O11 C11 C10 120.5(6) . . ? C12 C11 C10 121.1(6) . . ? C4 C5 C6 119.9(6) . . ? C7 C29 C30 112.8(5) . . ? C124 C128 C115 111.0(5) . 2_556 ? C124 C128 C135 112.3(5) . . ? C115 C128 C135 112.6(5) 2_556 . ? O4 C4 C5 120.8(6) . . ? O4 C4 C3 118.6(5) . . ? C5 C4 C3 120.6(6) . . ? C18 C19 C20 120.8(6) . . ? C19 C20 O20 120.8(6) . . ? C19 C20 C15 120.9(6) . . ? O20 C20 C15 118.2(5) . . ? C33 C21 C22 113.2(5) . . ? C33 C21 C17 112.1(5) . . ? C22 C21 C17 111.5(5) . . ? C25 C26 C27 120.7(6) . . ? C25 C24 C23 116.9(5) . . ? C25 C24 C28 120.8(5) . . ? C23 C24 C28 122.3(5) . . ? C13 C12 C11 120.0(7) . . ? C36 C35 C28 113.2(5) . . ? C121 C133 C134 113.2(5) . . ? C34 C33 C21 114.0(5) . . ? O27 C27 C22 120.8(5) . . ? O27 C27 C26 118.7(5) . . ? C22 C27 C26 120.4(5) . . ? C19 C18 O18 121.2(6) . . ? C19 C18 C17 120.8(5) . . ? O18 C18 C17 118.0(6) . . ? C118 C119 C120 119.6(6) . . ? C136 C135 C128 112.8(5) . . ? C26 C25 O25 118.5(5) . . ? C26 C25 C24 121.1(5) . . ? O25 C25 C24 120.3(5) . . ? O6 C6 C1 119.2(6) . . ? O6 C6 C5 119.3(5) . . ? C1 C6 C5 121.4(5) . . ? C109 C110 C111 117.3(5) . . ? C109 C110 C114 122.0(5) . . ? C111 C110 C114 120.6(5) . . ? C110 C109 C108 123.9(5) . . ? C113 C108 C109 115.8(5) . . ? C113 C108 C107 122.6(5) . . ? C109 C108 C107 121.5(5) . . ? C102 C101 C106 115.6(6) . . ? C102 C101 C114 123.5(5) . 2_556 ? C106 C101 C114 120.9(6) . 2_556 ? C102 C103 C104 117.1(6) . . ? C102 C103 C107 122.4(5) . . ? C104 C103 C107 120.4(6) . . ? C105 C104 O104 118.0(5) . . ? C105 C104 C103 121.6(6) . . ? O104 C104 C103 120.5(6) . . ? C103 C107 C108 110.1(4) . . ? C103 C107 C129 113.7(5) . . ? C108 C107 C129 112.3(5) . . ? C106 C105 C104 120.0(6) . . ? C103 C102 C101 123.9(6) . . ? C101 C114 C131 112.6(5) 2_556 . ? C101 C114 C110 111.5(5) 2_556 . ? C131 C114 C110 112.0(5) . . ? C132 C131 C114 112.4(5) . . ? C108 C113 C112 123.0(6) . . ? C108 C113 O113 118.3(5) . . ? C112 C113 O113 118.7(5) . . ? C130 C129 C107 112.5(5) . . ? C111 C112 C113 118.6(6) . . ? O111 C111 C112 119.8(5) . . ? O111 C111 C110 118.8(5) . . ? C112 C111 C110 121.3(5) . . ? C105 C106 O106 120.4(6) . . ? C105 C106 C101 121.8(6) . . ? O106 C106 C101 117.8(6) . . ? C81 N2 C81 105.3(14) 2_556 . ? C81 N2 C80 113.0(8) 2_556 2_556 ? C81 N2 C80 110.8(8) . 2_556 ? C81 N2 C80 110.8(8) 2_556 . ? C81 N2 C80 113.0(8) . . ? C80 N2 C80 104.0(15) 2_556 . ? C71 N1 C71 109.6(12) . 2 ? C71 N1 C70 106.6(8) . 2 ? C71 N1 C70 111.6(9) 2 2 ? C71 N1 C70 111.6(9) . . ? C71 N1 C70 106.6(8) 2 . ? C70 N1 C70 111.0(13) 2 . ? C11 C10 C9 116.9(6) . . ? C11 C10 C14 121.9(6) . . ? C9 C10 C14 121.2(6) . . ? C45B O44 C45 42.7(9) . . ? C49 O48 C49B 44.0(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 C3 C7 C29 -44.6(7) . . . . ? C4 C3 C7 C29 135.0(6) . . . . ? C2 C3 C7 C8 83.1(8) . . . . ? C4 C3 C7 C8 -97.2(7) . . . . ? C4 C3 C2 C1 -3.5(9) . . . . ? C7 C3 C2 C1 176.2(6) . . . . ? C3 C2 C1 C6 1.5(9) . . . . ? C3 C2 C1 C28 -178.6(6) . . . . ? C35 C28 C1 C6 -133.9(6) . . . . ? C24 C28 C1 C6 98.4(6) . . . . ? C35 C28 C1 C2 46.2(8) . . . . ? C24 C28 C1 C2 -81.5(7) . . . . ? C125 C124 C123 C122 -1.4(9) . . . . ? C128 C124 C123 C122 176.5(5) . . . . ? C123 C124 C125 O125 -178.8(5) . . . . ? C128 C124 C125 O125 3.2(8) . . . . ? C123 C124 C125 C126 0.1(9) . . . . ? C128 C124 C125 C126 -177.9(6) . . . . ? C118 C117 C116 C115 -0.1(9) . . . . ? C121 C117 C116 C115 -178.1(6) . . . . ? C120 C115 C116 C117 -0.7(9) . . . . ? C128 C115 C116 C117 -178.9(5) 2_556 . . . ? C116 C117 C121 C133 -35.4(8) . . . . ? C118 C117 C121 C133 146.7(6) . . . . ? C116 C117 C121 C122 92.0(6) . . . . ? C118 C117 C121 C122 -86.0(6) . . . . ? C124 C123 C122 C127 1.0(9) . . . . ? C124 C123 C122 C121 179.9(6) . . . . ? C133 C121 C122 C123 46.6(7) . . . . ? C117 C121 C122 C123 -81.3(6) . . . . ? C133 C121 C122 C127 -134.5(6) . . . . ? C117 C121 C122 C127 97.6(6) . . . . ? C116 C117 C118 C119 0.7(9) . . . . ? C121 C117 C118 C119 178.8(6) . . . . ? C116 C117 C118 O118 -178.2(5) . . . . ? C121 C117 C118 O118 -0.1(9) . . . . ? C10 C9 C8 C13 0.2(8) . . . . ? C10 C9 C8 C7 -179.5(5) . . . . ? C29 C7 C8 C9 35.1(7) . . . . ? C3 C7 C8 C9 -93.2(7) . . . . ? C29 C7 C8 C13 -144.6(6) . . . . ? C3 C7 C8 C13 87.1(7) . . . . ? C27 C22 C23 C24 -0.3(9) . . . . ? C21 C22 C23 C24 -178.9(6) . . . . ? C31 C14 C15 C16 46.7(7) . . . . ? C10 C14 C15 C16 -83.0(7) . . . . ? C31 C14 C15 C20 -133.6(6) . . . . ? C10 C14 C15 C20 96.7(7) . . . . ? C10 C14 C31 C32 -173.6(5) . . . . ? C15 C14 C31 C32 59.6(7) . . . . ? C116 C115 C120 C119 0.8(10) . . . . ? C128 C115 C120 C119 179.1(6) 2_556 . . . ? C116 C115 C120 O120 -179.9(6) . . . . ? C128 C115 C120 O120 -1.6(9) 2_556 . . . ? C18 C17 C16 C15 -3.4(8) . . . . ? C21 C17 C16 C15 176.8(6) . . . . ? C20 C15 C16 C17 1.6(9) . . . . ? C14 C15 C16 C17 -178.7(5) . . . . ? C9 C8 C13 C12 0.9(9) . . . . ? C7 C8 C13 C12 -179.3(5) . . . . ? C9 C8 C13 O13 179.0(5) . . . . ? C7 C8 C13 O13 -1.3(9) . . . . ? O125 C125 C126 C127 -179.6(6) . . . . ? C124 C125 C126 C127 1.6(9) . . . . ? C125 C126 C127 C122 -2.0(9) . . . . ? C125 C126 C127 O127 177.9(6) . . . . ? C123 C122 C127 C126 0.8(9) . . . . ? C121 C122 C127 C126 -178.1(6) . . . . ? C123 C122 C127 O127 -179.2(5) . . . . ? C121 C122 C127 O127 1.9(8) . . . . ? C3 C7 C29 C30 -59.3(6) . . . . ? C8 C7 C29 C30 173.4(5) . . . . ? C123 C124 C128 C115 83.5(7) . . . 2_556 ? C125 C124 C128 C115 -98.7(7) . . . 2_556 ? C123 C124 C128 C135 -43.6(8) . . . . ? C125 C124 C128 C135 134.3(6) . . . . ? C6 C5 C4 O4 -179.1(6) . . . . ? C6 C5 C4 C3 -0.5(10) . . . . ? C2 C3 C4 O4 -178.4(6) . . . . ? C7 C3 C4 O4 1.9(9) . . . . ? C2 C3 C4 C5 3.0(9) . . . . ? C7 C3 C4 C5 -176.7(6) . . . . ? C18 C19 C20 O20 179.8(6) . . . . ? C18 C19 C20 C15 -2.3(9) . . . . ? C16 C15 C20 C19 1.4(9) . . . . ? C14 C15 C20 C19 -178.3(5) . . . . ? C16 C15 C20 O20 179.3(5) . . . . ? C14 C15 C20 O20 -0.4(9) . . . . ? C23 C22 C21 C33 34.3(8) . . . . ? C27 C22 C21 C33 -144.3(6) . . . . ? C23 C22 C21 C17 -93.2(7) . . . . ? C27 C22 C21 C17 88.2(7) . . . . ? C16 C17 C21 C33 -45.6(7) . . . . ? C18 C17 C21 C33 134.7(6) . . . . ? C16 C17 C21 C22 82.5(7) . . . . ? C18 C17 C21 C22 -97.3(6) . . . . ? C22 C23 C24 C25 -0.8(9) . . . . ? C22 C23 C24 C28 -179.3(6) . . . . ? C35 C28 C24 C25 146.7(6) . . . . ? C1 C28 C24 C25 -86.1(7) . . . . ? C35 C28 C24 C23 -34.8(8) . . . . ? C1 C28 C24 C23 92.4(7) . . . . ? O13 C13 C12 C11 -179.9(5) . . . . ? C8 C13 C12 C11 -1.8(9) . . . . ? O11 C11 C12 C13 179.5(5) . . . . ? C10 C11 C12 C13 1.5(9) . . . . ? C1 C28 C35 C36 60.3(7) . . . . ? C24 C28 C35 C36 -174.6(5) . . . . ? C117 C121 C133 C134 -173.3(5) . . . . ? C122 C121 C133 C134 60.7(7) . . . . ? C22 C21 C33 C34 174.0(5) . . . . ? C17 C21 C33 C34 -58.8(6) . . . . ? C23 C22 C27 O27 179.8(6) . . . . ? C21 C22 C27 O27 -1.5(10) . . . . ? C23 C22 C27 C26 1.7(10) . . . . ? C21 C22 C27 C26 -179.6(6) . . . . ? C25 C26 C27 O27 179.8(7) . . . . ? C25 C26 C27 C22 -2.1(10) . . . . ? C20 C19 C18 O18 -179.2(6) . . . . ? C20 C19 C18 C17 0.4(9) . . . . ? C16 C17 C18 C19 2.4(9) . . . . ? C21 C17 C18 C19 -177.9(6) . . . . ? C16 C17 C18 O18 -178.0(5) . . . . ? C21 C17 C18 O18 1.7(8) . . . . ? O118 C118 C119 C120 178.3(6) . . . . ? C117 C118 C119 C120 -0.6(10) . . . . ? C115 C120 C119 C118 -0.2(10) . . . . ? O120 C120 C119 C118 -179.5(7) . . . . ? C124 C128 C135 C136 -60.0(7) . . . . ? C115 C128 C135 C136 173.8(6) 2_556 . . . ? C27 C26 C25 O25 180.0(6) . . . . ? C27 C26 C25 C24 1.0(10) . . . . ? C23 C24 C25 C26 0.5(9) . . . . ? C28 C24 C25 C26 179.0(6) . . . . ? C23 C24 C25 O25 -178.5(5) . . . . ? C28 C24 C25 O25 0.0(9) . . . . ? C2 C1 C6 O6 179.0(6) . . . . ? C28 C1 C6 O6 -1.0(9) . . . . ? C2 C1 C6 C5 1.2(10) . . . . ? C28 C1 C6 C5 -178.7(6) . . . . ? C4 C5 C6 O6 -179.5(6) . . . . ? C4 C5 C6 C1 -1.7(10) . . . . ? C111 C110 C109 C108 -2.5(9) . . . . ? C114 C110 C109 C108 176.1(6) . . . . ? C110 C109 C108 C113 1.6(9) . . . . ? C110 C109 C108 C107 179.4(5) . . . . ? C102 C103 C104 C105 1.4(8) . . . . ? C107 C103 C104 C105 179.9(5) . . . . ? C102 C103 C104 O104 -179.0(5) . . . . ? C107 C103 C104 O104 -0.5(8) . . . . ? C102 C103 C107 C108 92.4(6) . . . . ? C104 C103 C107 C108 -86.1(6) . . . . ? C102 C103 C107 C129 -34.8(7) . . . . ? C104 C103 C107 C129 146.8(5) . . . . ? C113 C108 C107 C103 97.3(7) . . . . ? C109 C108 C107 C103 -80.3(7) . . . . ? C113 C108 C107 C129 -134.8(6) . . . . ? C109 C108 C107 C129 47.6(8) . . . . ? O104 C104 C105 C106 179.4(5) . . . . ? C103 C104 C105 C106 -1.0(9) . . . . ? C104 C103 C102 C101 -1.6(8) . . . . ? C107 C103 C102 C101 179.9(5) . . . . ? C106 C101 C102 C103 1.3(8) . . . . ? C114 C101 C102 C103 -179.1(5) 2_556 . . . ? C109 C110 C114 C101 83.5(7) . . . 2_556 ? C111 C110 C114 C101 -98.0(7) . . . 2_556 ? C109 C110 C114 C131 -43.8(8) . . . . ? C111 C110 C114 C131 134.8(6) . . . . ? C101 C114 C131 C132 173.2(5) 2_556 . . . ? C110 C114 C131 C132 -60.2(7) . . . . ? C109 C108 C113 C112 0.1(10) . . . . ? C107 C108 C113 C112 -177.6(6) . . . . ? C109 C108 C113 O113 179.1(6) . . . . ? C107 C108 C113 O113 1.4(9) . . . . ? C103 C107 C129 C130 -173.6(5) . . . . ? C108 C107 C129 C130 60.5(7) . . . . ? C108 C113 C112 C111 -0.7(10) . . . . ? O113 C113 C112 C111 -179.8(7) . . . . ? C113 C112 C111 O111 -179.2(6) . . . . ? C113 C112 C111 C110 -0.2(10) . . . . ? C109 C110 C111 O111 -179.3(5) . . . . ? C114 C110 C111 O111 2.1(9) . . . . ? C109 C110 C111 C112 1.7(10) . . . . ? C114 C110 C111 C112 -176.9(6) . . . . ? C104 C105 C106 O106 -177.9(5) . . . . ? C104 C105 C106 C101 0.7(9) . . . . ? C102 C101 C106 C105 -0.9(8) . . . . ? C114 C101 C106 C105 179.5(5) 2_556 . . . ? C102 C101 C106 O106 177.8(5) . . . . ? C114 C101 C106 O106 -1.8(8) 2_556 . . . ? O11 C11 C10 C9 -178.4(5) . . . . ? C12 C11 C10 C9 -0.4(8) . . . . ? O11 C11 C10 C14 0.7(8) . . . . ? C12 C11 C10 C14 178.7(5) . . . . ? C8 C9 C10 C11 -0.5(8) . . . . ? C8 C9 C10 C14 -179.6(5) . . . . ? C31 C14 C10 C11 145.6(6) . . . . ? C15 C14 C10 C11 -85.1(7) . . . . ? C31 C14 C10 C9 -35.4(7) . . . . ? C15 C14 C10 C9 93.9(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O127 H127 O118 0.84 1.87 2.693(7) 164.8 . O118 H118 O48 0.84 1.88 2.663(7) 155.4 2_556 O6 H6 O42 0.84 1.89 2.666(7) 153.3 2 O20 H20 O50 0.84 1.92 2.675(7) 149.8 . O4 H4 Cl1B 0.84 2.29 2.862(5) 125.7 . O11 H11 O20 0.84 1.86 2.689(6) 170.2 . O25 H25 O6 0.84 1.86 2.693(6) 168.8 . O27 H27 O18 0.84 2.03 2.670(6) 132.5 . O120 H120 O125 0.84 1.85 2.677(7) 170.1 2_556 O18 H18 Cl1 0.84 2.09 2.857(5) 151.6 . O125 H125 Cl3 0.84 2.15 2.849(5) 140.2 . O13 H13 O4 0.84 1.86 2.674(7) 161.6 . O104 H104 O113 0.84 1.88 2.707(7) 167.7 . O113 H113 O40 0.84 1.85 2.667(7) 162.9 . O111 H111 Cl3 0.84 2.16 2.855(5) 139.6 . O106 H106 O46 0.84 1.86 2.650(6) 156.4 . O40 H40 O120 0.84 1.88 2.644(6) 150.7 2_556 O42 H42 O13 0.84 1.86 2.654(7) 156.9 . O44 H44 O11 0.84 1.88 2.665(7) 154.8 2 O46 H46 O127 0.84 1.86 2.676(6) 161.9 2_556 O48 H48 O104 0.84 1.85 2.648(6) 159.4 . O50 H50 O27 0.84 1.87 2.657(6) 156.4 2 _diffrn_measured_fraction_theta_max 0.839 _diffrn_reflns_theta_full 25.66 _diffrn_measured_fraction_theta_full 0.839 _refine_diff_density_max 1.042 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.078 #===END data_4(2)2Cl4.5H2O _database_code_CSD 196093 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H101 Cl N O20.50' _chemical_formula_weight 1392.03 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 orthorhombic _symmetry_space_group_name_H-M 'P n n n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y, z-1/2' _cell_length_a 13.6265(3) _cell_length_b 14.2716(2) _cell_length_c 20.8343(4) _cell_angle_alpha 90.00 _cell_angle_beta 89.9822(9) _cell_angle_gamma 90.00 _cell_volume 4051.69(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description colorless _exptl_crystal_colour block _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.141 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1490 _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type 'not used' _exptl_absorpt_correction_T_min 0.9454 _exptl_absorpt_correction_T_max 0.9560 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type `Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11402 _diffrn_reflns_av_R_equivalents 0.0630 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 24.12 _reflns_number_total 3237 _reflns_number_gt 2223 _reflns_threshold_expression >2sigma(I) _computing_data_collection collect _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'Denzo-SMN' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1770P)^2^+8.2592P] 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 SHELXL _refine_ls_extinction_coef 0.011(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3237 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1435 _refine_ls_R_factor_gt 0.1082 _refine_ls_wR_factor_ref 0.3244 _refine_ls_wR_factor_gt 0.2952 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.7500 -0.2500 0.2500 0.0545(9) Uani 1 4 d S . . N1 N 0.7500 0.2500 0.2500 0.0339(17) Uani 1 4 d S . . O6 O 0.5435(3) 0.5246(3) 0.16434(19) 0.0576(11) Uani 1 1 d . . . H6 H 0.5998 0.5472 0.1591 0.086 Uiso 1 1 calc R . . O11 O 0.7776(3) -0.1004(3) 0.14775(19) 0.0615(12) Uani 1 1 d . . . H11 H 0.7542 -0.1316 0.1783 0.092 Uiso 1 1 calc R . . C1 C 0.5908(4) 0.4156(3) 0.0805(2) 0.0399(12) Uani 1 1 d . . . C10 C 0.7369(4) 0.0210(3) 0.0765(2) 0.0388(12) Uani 1 1 d . . . C11 C 0.7092(4) -0.0364(3) 0.1270(2) 0.0438(13) Uani 1 1 d . . . O13 O 0.4576(3) 0.0410(3) 0.1563(2) 0.0690(13) Uani 1 1 d . . . H13 H 0.4443 -0.0080 0.1769 0.103 Uiso 1 1 calc R . . C3 C 0.5141(4) 0.2597(3) 0.0819(3) 0.0482(14) Uani 1 1 d . . . C2 C 0.5764(4) 0.3254(3) 0.0557(2) 0.0403(12) Uani 1 1 d . . . H2 H 0.6120 0.3084 0.0183 0.048 Uiso 1 1 calc R . . C14 C 0.8397(4) 0.0153(3) 0.0477(2) 0.0429(13) Uani 1 1 d . . . H14 H 0.8650 -0.0487 0.0583 0.051 Uiso 1 1 calc R . . C8 C 0.5734(4) 0.0934(3) 0.0797(2) 0.0419(13) Uani 1 1 d . . . C9 C 0.6680(4) 0.0853(3) 0.0548(2) 0.0395(12) Uani 1 1 d . . . H9 H 0.6865 0.1263 0.0209 0.047 Uiso 1 1 calc R . . C6 C 0.5385(4) 0.4379(3) 0.1355(2) 0.0469(13) Uani 1 1 d . . . C13 C 0.5495(4) 0.0336(4) 0.1305(2) 0.0501(14) Uani 1 1 d . . . C12 C 0.6171(4) -0.0303(4) 0.1543(2) 0.0506(14) Uani 1 1 d . . . H12 H 0.6001 -0.0697 0.1893 0.061 Uiso 1 1 calc R . . C4 C 0.4646(5) 0.2853(4) 0.1379(3) 0.0669(18) Uani 1 1 d . . . C7 C 0.4996(4) 0.1630(3) 0.0516(3) 0.0529(14) Uani 1 1 d . . . H7 H 0.4331 0.1410 0.0652 0.063 Uiso 1 1 calc R . . O4 O 0.4016(4) 0.2243(3) 0.1679(3) 0.113(2) Uani 1 1 d . . . H4 H 0.4187 0.1690 0.1599 0.170 Uiso 1 1 calc R . . C29 C 0.4986(5) 0.1651(4) -0.0216(3) 0.0656(19) Uani 1 1 d . . . H29A H 0.5630 0.1880 -0.0370 0.079 Uiso 1 1 calc R . . H29B H 0.4898 0.1004 -0.0377 0.079 Uiso 1 1 calc R . . C5 C 0.4769(5) 0.3737(4) 0.1639(3) 0.0656(17) Uani 1 1 d . . . H5 H 0.4423 0.3904 0.2018 0.079 Uiso 1 1 calc R . . C31 C 0.8398(5) 0.0221(4) -0.0259(2) 0.0577(16) Uani 1 1 d . . . H31A H 0.8133 0.0838 -0.0389 0.069 Uiso 1 1 calc R . . H31B H 0.9081 0.0177 -0.0418 0.069 Uiso 1 1 calc R . . C32 C 0.7787(6) -0.0550(5) -0.0566(3) 0.075(2) Uani 1 1 d . . . H32A H 0.7847 -0.0512 -0.1034 0.112 Uiso 1 1 calc R . . H32B H 0.7098 -0.0473 -0.0443 0.112 Uiso 1 1 calc R . . H32C H 0.8024 -0.1162 -0.0419 0.112 Uiso 1 1 calc R . . C30 C 0.4188(6) 0.2264(4) -0.0493(4) 0.087(2) Uani 1 1 d . . . H30A H 0.4168 0.2185 -0.0960 0.131 Uiso 1 1 calc R . . H30B H 0.4325 0.2921 -0.0389 0.131 Uiso 1 1 calc R . . H30C H 0.3554 0.2084 -0.0308 0.131 Uiso 1 1 calc R . . C40 C 0.8338(15) 0.2258(14) 0.2885(9) 0.117(6) Uiso 0.50 1 d P . . H40A H 0.8647 0.2831 0.3047 0.175 Uiso 0.50 1 calc PR . . H40B H 0.8810 0.1909 0.2623 0.175 Uiso 0.50 1 calc PR . . H40C H 0.8127 0.1868 0.3247 0.175 Uiso 0.50 1 calc PR . . C41 C 0.780(3) 0.159(2) 0.2738(16) 0.207(14) Uiso 0.50 1 d P . . H41A H 0.8361 0.1660 0.3029 0.311 Uiso 0.50 1 calc PR . . H41B H 0.7994 0.1187 0.2376 0.311 Uiso 0.50 1 calc PR . . H41C H 0.7255 0.1293 0.2968 0.311 Uiso 0.50 1 calc PR . . O50 O 0.4232(6) -0.0951(5) 0.2430(3) 0.058(2) Uiso 0.50 1 d P . . O51 O 0.2500 0.1953(11) 0.2500 0.101(5) Uiso 0.50 2 d SP . . O52 O 0.4451(17) -0.2122(14) 0.2405(13) 0.111(8) Uiso 0.25 1 d P . . O53 O 0.2500 -0.043(5) 0.2500 0.24(3) Uiso 0.25 2 d SP . . 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 0.107(2) 0.0244(11) 0.0324(13) 0.000 0.000 0.000 N1 0.030(4) 0.045(4) 0.027(4) 0.000 0.000 0.000 O6 0.065(3) 0.047(2) 0.061(2) -0.0259(18) 0.011(2) -0.0099(19) O11 0.073(3) 0.052(2) 0.059(2) 0.0310(19) -0.003(2) -0.015(2) C1 0.051(3) 0.033(2) 0.036(3) -0.003(2) -0.013(2) 0.005(2) C10 0.061(3) 0.024(2) 0.031(2) -0.0043(18) 0.000(2) -0.010(2) C11 0.067(4) 0.029(2) 0.036(3) 0.008(2) -0.010(3) -0.012(2) O13 0.049(3) 0.085(3) 0.073(3) 0.012(2) 0.000(2) -0.022(2) C3 0.044(3) 0.038(3) 0.063(3) -0.015(2) -0.012(3) -0.007(2) C2 0.048(3) 0.036(2) 0.038(3) -0.007(2) -0.015(2) 0.002(2) C14 0.064(3) 0.029(2) 0.035(3) 0.001(2) 0.005(2) 0.005(2) C8 0.055(3) 0.032(2) 0.039(3) -0.006(2) -0.006(2) -0.012(2) C9 0.061(3) 0.023(2) 0.035(2) 0.0005(18) -0.005(2) -0.009(2) C6 0.051(3) 0.039(3) 0.050(3) -0.011(2) -0.005(3) -0.002(2) C13 0.053(4) 0.055(3) 0.043(3) -0.006(3) -0.006(3) -0.022(3) C12 0.062(4) 0.054(3) 0.036(3) 0.010(2) -0.005(3) -0.028(3) C4 0.059(4) 0.056(3) 0.086(4) -0.023(3) 0.014(3) -0.033(3) C7 0.055(3) 0.041(3) 0.063(3) -0.014(2) -0.018(3) -0.010(2) O4 0.105(4) 0.072(3) 0.162(5) -0.050(3) 0.070(4) -0.048(3) C29 0.097(5) 0.038(3) 0.061(4) -0.015(3) -0.043(3) 0.001(3) C5 0.062(4) 0.060(4) 0.075(4) -0.029(3) 0.014(3) -0.018(3) C31 0.080(4) 0.055(3) 0.038(3) -0.001(2) 0.007(3) 0.009(3) C32 0.111(6) 0.075(4) 0.038(3) -0.016(3) -0.007(3) 0.007(4) C30 0.113(6) 0.049(4) 0.100(5) -0.014(3) -0.058(5) 0.003(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 C40 1.437(19) 2_655 ? N1 C40 1.437(19) 3 ? N1 C40 1.437(19) 4_655 ? N1 C40 1.437(19) . ? N1 C41 1.46(3) 2_655 ? N1 C41 1.46(3) 3 ? N1 C41 1.46(3) 4_655 ? N1 C41 1.46(3) . ? O6 C6 1.377(6) . ? O11 C11 1.375(6) . ? C1 C6 1.386(7) . ? C1 C2 1.400(6) . ? C1 C14 1.528(7) 2_655 ? C10 C11 1.386(7) . ? C10 C9 1.389(7) . ? C10 C14 1.526(7) . ? C11 C12 1.380(8) . ? O13 C13 1.366(7) . ? C3 C2 1.378(7) . ? C3 C4 1.398(8) . ? C3 C7 1.530(7) . ? C14 C1 1.528(7) 2_655 ? C14 C31 1.537(7) . ? C8 C9 1.394(7) . ? C8 C13 1.399(7) . ? C8 C7 1.531(7) . ? C6 C5 1.377(8) . ? C13 C12 1.388(8) . ? C4 O4 1.372(7) . ? C4 C5 1.383(8) . ? C7 C29 1.524(8) . ? C29 C30 1.509(8) . ? C31 C32 1.520(9) . ? O50 O52 1.70(2) . ? O51 O51 1.56(3) 2 ? O52 O52 1.15(4) 3_545 ? 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 C40 N1 C40 152.1(17) 2_655 3 ? C40 N1 C40 74.8(16) 2_655 4_655 ? C40 N1 C40 112.2(16) 3 4_655 ? C40 N1 C40 112.2(16) 2_655 . ? C40 N1 C40 74.8(16) 3 . ? C40 N1 C40 152.2(17) 4_655 . ? C40 N1 C41 50.9(12) 2_655 2_655 ? C40 N1 C41 101.4(17) 3 2_655 ? C40 N1 C41 100.4(18) 4_655 2_655 ? C40 N1 C41 104.5(15) . 2_655 ? C40 N1 C41 101.4(17) 2_655 3 ? C40 N1 C41 50.9(12) 3 3 ? C40 N1 C41 104.5(15) 4_655 3 ? C40 N1 C41 100.4(18) . 3 ? C41 N1 C41 53(2) 2_655 3 ? C40 N1 C41 100.4(18) 2_655 4_655 ? C40 N1 C41 104.5(15) 3 4_655 ? C40 N1 C41 50.9(12) 4_655 4_655 ? C40 N1 C41 101.5(17) . 4_655 ? C41 N1 C41 147(3) 2_655 4_655 ? C41 N1 C41 140(3) 3 4_655 ? C40 N1 C41 104.5(15) 2_655 . ? C40 N1 C41 100.4(18) 3 . ? C40 N1 C41 101.5(17) 4_655 . ? C40 N1 C41 50.9(12) . . ? C41 N1 C41 140(3) 2_655 . ? C41 N1 C41 147(3) 3 . ? C41 N1 C41 53(2) 4_655 . ? C6 C1 C2 116.4(5) . . ? C6 C1 C14 122.6(4) . 2_655 ? C2 C1 C14 121.1(4) . 2_655 ? C11 C10 C9 117.0(5) . . ? C11 C10 C14 121.1(5) . . ? C9 C10 C14 121.9(4) . . ? O11 C11 C12 121.9(4) . . ? O11 C11 C10 116.5(5) . . ? C12 C11 C10 121.5(5) . . ? C2 C3 C4 116.7(4) . . ? C2 C3 C7 122.0(5) . . ? C4 C3 C7 121.2(5) . . ? C3 C2 C1 124.5(5) . . ? C10 C14 C1 111.0(4) . 2_655 ? C10 C14 C31 112.9(5) . . ? C1 C14 C31 113.9(4) 2_655 . ? C9 C8 C13 116.6(5) . . ? C9 C8 C7 121.3(4) . . ? C13 C8 C7 122.2(5) . . ? C10 C9 C8 123.9(4) . . ? C5 C6 O6 116.1(5) . . ? C5 C6 C1 121.0(5) . . ? O6 C6 C1 122.9(5) . . ? O13 C13 C12 121.3(5) . . ? O13 C13 C8 117.7(5) . . ? C12 C13 C8 121.0(5) . . ? C11 C12 C13 119.9(5) . . ? O4 C4 C5 118.5(6) . . ? O4 C4 C3 121.1(5) . . ? C5 C4 C3 120.5(5) . . ? C29 C7 C3 113.3(5) . . ? C29 C7 C8 113.7(5) . . ? C3 C7 C8 110.0(4) . . ? C30 C29 C7 113.6(6) . . ? C6 C5 C4 120.9(6) . . ? C32 C31 C14 112.0(5) . . ? O52 O52 O50 156(3) 3_545 . ? 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 C9 C10 C11 O11 179.4(4) . . . . ? C14 C10 C11 O11 -2.5(6) . . . . ? C9 C10 C11 C12 0.3(7) . . . . ? C14 C10 C11 C12 178.5(4) . . . . ? C4 C3 C2 C1 -1.7(8) . . . . ? C7 C3 C2 C1 178.5(5) . . . . ? C6 C1 C2 C3 0.6(7) . . . . ? C14 C1 C2 C3 -179.0(5) 2_655 . . . ? C11 C10 C14 C1 -91.8(5) . . . 2_655 ? C9 C10 C14 C1 86.2(5) . . . 2_655 ? C11 C10 C14 C31 138.9(5) . . . . ? C9 C10 C14 C31 -43.0(6) . . . . ? C11 C10 C9 C8 -1.6(7) . . . . ? C14 C10 C9 C8 -179.8(4) . . . . ? C13 C8 C9 C10 1.5(7) . . . . ? C7 C8 C9 C10 -177.4(4) . . . . ? C2 C1 C6 C5 0.6(8) . . . . ? C14 C1 C6 C5 -179.8(5) 2_655 . . . ? C2 C1 C6 O6 -178.4(5) . . . . ? C14 C1 C6 O6 1.2(8) 2_655 . . . ? C9 C8 C13 O13 179.1(4) . . . . ? C7 C8 C13 O13 -2.0(7) . . . . ? C9 C8 C13 C12 -0.1(7) . . . . ? C7 C8 C13 C12 178.7(4) . . . . ? O11 C11 C12 C13 -178.0(4) . . . . ? C10 C11 C12 C13 0.9(7) . . . . ? O13 C13 C12 C11 179.8(5) . . . . ? C8 C13 C12 C11 -1.0(7) . . . . ? C2 C3 C4 O4 -179.4(6) . . . . ? C7 C3 C4 O4 0.4(10) . . . . ? C2 C3 C4 C5 1.6(9) . . . . ? C7 C3 C4 C5 -178.5(6) . . . . ? C2 C3 C7 C29 -38.0(7) . . . . ? C4 C3 C7 C29 142.2(6) . . . . ? C2 C3 C7 C8 90.5(6) . . . . ? C4 C3 C7 C8 -89.3(7) . . . . ? C9 C8 C7 C29 43.3(6) . . . . ? C13 C8 C7 C29 -135.5(5) . . . . ? C9 C8 C7 C3 -85.0(6) . . . . ? C13 C8 C7 C3 96.1(6) . . . . ? C3 C7 C29 C30 -59.3(7) . . . . ? C8 C7 C29 C30 174.1(5) . . . . ? O6 C6 C5 C4 178.4(6) . . . . ? C1 C6 C5 C4 -0.6(10) . . . . ? O4 C4 C5 C6 -179.5(7) . . . . ? C3 C4 C5 C6 -0.5(11) . . . . ? C10 C14 C31 C32 -58.7(6) . . . . ? C1 C14 C31 C32 173.6(5) 2_655 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H6 O11 0.84 1.85 2.690(5) 178.4 2_655 O11 H11 Cl1 0.84 2.26 3.039(3) 155.3 . O13 H13 O50 0.84 1.88 2.694(8) 163.4 . O4 H4 O13 0.84 1.90 2.736(7) 170.9 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.12 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.169 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.108 #===END data_4(2)2Br8MeOH _database_code_CSD 196094 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H124 Br N O24' _chemical_formula_weight 1611.75 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' 'Br' 'Br' -0.2901 2.4595 '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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 4/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 14.2230(7) _cell_length_b 14.2230(7) _cell_length_c 21.5472(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4358.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.228 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1724 _exptl_absorpt_coefficient_mu 0.543 _exptl_absorpt_correction_type 'not used' _exptl_absorpt_correction_T_min 0.7728 _exptl_absorpt_correction_T_max 0.8120 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9057 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.0519 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.09 _reflns_number_total 1978 _reflns_number_gt 1333 _reflns_threshold_expression >2sigma(I) _computing_data_collection collect _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'Denzo-SMN' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1344P)^2^+22.6879P] 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 SHELXL _refine_ls_extinction_coef 0.0001(10) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1978 _refine_ls_number_parameters 136 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1353 _refine_ls_R_factor_gt 0.0939 _refine_ls_wR_factor_ref 0.2958 _refine_ls_wR_factor_gt 0.2666 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.000 _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 Br1 Br 0.0000 0.0000 0.36034(13) 0.0589(9) Uani 0.50 4 d SP . . O6 O -0.3478(3) 0.0065(2) 0.1006(2) 0.0528(12) Uani 1 1 d . . . H6 H -0.3260 -0.0468 0.0921 0.079 Uiso 1 1 calc R . . O4 O -0.1778(3) 0.2941(3) 0.0991(2) 0.0593(13) Uani 1 1 d . . . H4 H -0.2297 0.3178 0.0890 0.089 Uiso 1 1 calc R . . C2 C -0.1583(3) 0.0907(3) 0.2012(2) 0.0315(12) Uani 1 1 d . . . H2 H -0.1218 0.0700 0.2355 0.038 Uiso 1 1 calc R . . C3 C -0.1406(3) 0.1798(3) 0.1770(2) 0.0344(12) Uani 1 1 d . . . C4 C -0.1926(4) 0.2075(3) 0.1255(3) 0.0405(13) Uani 1 1 d . . . C1 C -0.2271(3) 0.0298(3) 0.1776(2) 0.0326(12) Uani 1 1 d . . . C7 C -0.0672(3) 0.2451(3) 0.2055(2) 0.0342(12) Uani 1 1 d . . . H7 H -0.0853 0.3103 0.1928 0.041 Uiso 1 1 calc R . . C5 C -0.2615(4) 0.1491(4) 0.1012(3) 0.0476(15) Uani 1 1 d . . . H5 H -0.2981 0.1699 0.0670 0.057 Uiso 1 1 calc R . . C6 C -0.2775(4) 0.0617(3) 0.1262(2) 0.0391(13) Uani 1 1 d . . . C30 C -0.0061(4) 0.3197(5) 0.3052(3) 0.0563(17) Uani 1 1 d . . . H30A H -0.0104 0.3164 0.3505 0.084 Uiso 1 1 calc R . . H30B H -0.0271 0.3817 0.2911 0.084 Uiso 1 1 calc R . . H30C H 0.0592 0.3095 0.2924 0.084 Uiso 1 1 calc R . . C29 C -0.0686(4) 0.2439(4) 0.2765(2) 0.0410(13) Uani 1 1 d . . . H29A H -0.1340 0.2531 0.2910 0.049 Uiso 1 1 calc R . . H29B H -0.0474 0.1815 0.2912 0.049 Uiso 1 1 calc R . . N1 N 0.0000 0.0000 0.0000 0.057(4) Uiso 1 8 d SD . . C50 C 0.0000 0.0000 0.06590(5) 0.21(3) Uiso 0.50 4 d SPD . . C51 C -0.022(3) 0.107(3) 0.023(2) 0.22(2) Uiso 0.38 1 d P . . O62 O -0.3395(6) 0.3718(7) 0.0625(4) 0.066(2) Uiso 0.50 1 d P . . H62 H -0.3778 0.4053 0.0823 0.099 Uiso 0.50 1 calc PR . . C63 C -0.3620(16) 0.3737(17) 0.0000 0.178(8) Uiso 1 2 d S . . H63A H -0.3046 0.3664 -0.0247 0.267 Uiso 0.50 1 calc PR . . H63B H -0.3920 0.4338 -0.0101 0.267 Uiso 0.50 1 calc PR . . H63C H -0.4054 0.3221 -0.0094 0.267 Uiso 0.50 1 calc PR . . O60 O -0.4280(4) 0.0837(4) 0.0000 0.0587(16) Uani 1 2 d S . . H60 H -0.4217 0.0606 0.0357 0.088 Uiso 0.50 1 calc PR . . C61 C -0.5017(6) 0.1459(7) 0.0000 0.059(2) Uani 1 2 d S . . H61A H -0.4850 0.2013 0.0247 0.088 Uiso 0.50 1 calc PR . . H61B H -0.5573 0.1157 0.0180 0.088 Uiso 0.50 1 calc PR . . H61C H -0.5154 0.1653 -0.0427 0.088 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0494(10) 0.0494(10) 0.0779(19) 0.000 0.000 0.000 O6 0.049(2) 0.034(2) 0.075(3) 0.002(2) -0.026(2) -0.0088(17) O4 0.051(2) 0.042(2) 0.085(3) 0.028(2) -0.025(2) -0.0143(18) C2 0.027(2) 0.028(3) 0.039(3) -0.001(2) 0.000(2) 0.0026(19) C3 0.028(3) 0.033(3) 0.043(3) -0.003(2) 0.004(2) 0.002(2) C4 0.039(3) 0.030(3) 0.053(3) 0.009(2) -0.012(2) -0.006(2) C1 0.024(2) 0.030(3) 0.043(3) 0.001(2) 0.001(2) 0.0009(19) C7 0.029(3) 0.028(3) 0.045(3) -0.005(2) -0.003(2) 0.000(2) C5 0.048(3) 0.044(3) 0.051(3) 0.010(3) -0.018(3) -0.007(2) C6 0.034(3) 0.030(3) 0.053(3) 0.002(2) -0.006(2) -0.004(2) C30 0.051(4) 0.062(4) 0.055(4) -0.018(3) -0.001(3) -0.009(3) C29 0.038(3) 0.041(3) 0.044(3) -0.007(2) 0.004(2) -0.001(2) O60 0.046(3) 0.065(4) 0.066(4) 0.000 0.000 0.006(3) C61 0.052(5) 0.057(5) 0.067(6) 0.000 0.000 0.009(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 O6 C6 1.385(6) . ? O4 C4 1.373(6) . ? C2 C3 1.393(7) . ? C2 C1 1.402(7) . ? C3 C4 1.391(7) . ? C3 C7 1.525(7) . ? C4 C5 1.387(7) . ? C1 C6 1.396(7) . ? C1 C7 1.527(7) 3 ? C7 C1 1.527(7) 4 ? C7 C29 1.530(7) . ? C5 C6 1.373(7) . ? C30 C29 1.528(7) . ? N1 C50 1.4200(10) 9 ? N1 C50 1.4200(10) . ? N1 C51 1.63(5) 12 ? N1 C51 1.63(5) 4 ? N1 C51 1.63(5) 9 ? N1 C51 1.63(5) 11 ? N1 C51 1.63(5) 3 ? N1 C51 1.63(5) . ? N1 C51 1.63(5) 10 ? N1 C51 1.63(5) 2 ? C50 C51 1.80(5) 3 ? C50 C51 1.80(5) 2 ? C50 C51 1.80(5) . ? C50 C51 1.80(5) 4 ? C51 C51 1.01(9) 10 ? O62 C63 1.384(10) . ? O60 C61 1.372(10) . ? 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 C3 C2 C1 123.5(5) . . ? C4 C3 C2 117.4(4) . . ? C4 C3 C7 120.8(4) . . ? C2 C3 C7 121.8(4) . . ? O4 C4 C5 119.3(5) . . ? O4 C4 C3 120.2(4) . . ? C5 C4 C3 120.5(5) . . ? C6 C1 C2 116.4(4) . . ? C6 C1 C7 121.4(4) . 3 ? C2 C1 C7 122.1(4) . 3 ? C3 C7 C1 111.0(4) . 4 ? C3 C7 C29 112.7(4) . . ? C1 C7 C29 113.8(4) 4 . ? C6 C5 C4 120.7(5) . . ? C5 C6 O6 118.5(5) . . ? C5 C6 C1 121.4(5) . . ? O6 C6 C1 120.1(4) . . ? C30 C29 C7 112.9(4) . . ? C50 N1 C50 180.0 9 . ? C50 N1 C51 71.9(16) 9 12 ? C50 N1 C51 108.1(16) . 12 ? C50 N1 C51 108.1(16) 9 4 ? C50 N1 C51 71.9(16) . 4 ? C51 N1 C51 180(5) 12 4 ? C50 N1 C51 71.9(16) 9 9 ? C50 N1 C51 108.1(16) . 9 ? C51 N1 C51 84.5(9) 12 9 ? C51 N1 C51 95.5(9) 4 9 ? C50 N1 C51 71.9(16) 9 11 ? C50 N1 C51 108.1(16) . 11 ? C51 N1 C51 144(3) 12 11 ? C51 N1 C51 36(3) 4 11 ? C51 N1 C51 84.5(9) 9 11 ? C50 N1 C51 108.1(16) 9 3 ? C50 N1 C51 71.9(16) . 3 ? C51 N1 C51 36(3) 12 3 ? C51 N1 C51 144(3) 4 3 ? C51 N1 C51 95.5(9) 9 3 ? C51 N1 C51 180(5) 11 3 ? C50 N1 C51 108.1(16) 9 . ? C50 N1 C51 71.9(16) . . ? C51 N1 C51 95.5(9) 12 . ? C51 N1 C51 84.5(9) 4 . ? C51 N1 C51 180(5) 9 . ? C51 N1 C51 95.5(9) 11 . ? C51 N1 C51 84.5(9) 3 . ? C50 N1 C51 71.9(16) 9 10 ? C50 N1 C51 108.1(16) . 10 ? C51 N1 C51 84.5(9) 12 10 ? C51 N1 C51 95.5(9) 4 10 ? C51 N1 C51 144(3) 9 10 ? C51 N1 C51 84.5(9) 11 10 ? C51 N1 C51 95.5(9) 3 10 ? C51 N1 C51 36(3) . 10 ? C50 N1 C51 108.1(16) 9 2 ? C50 N1 C51 71.9(16) . 2 ? C51 N1 C51 95.5(9) 12 2 ? C51 N1 C51 84.5(9) 4 2 ? C51 N1 C51 36(3) 9 2 ? C51 N1 C51 95.5(9) 11 2 ? C51 N1 C51 84.5(9) 3 2 ? C51 N1 C51 144(3) . 2 ? C51 N1 C51 180(5) 10 2 ? N1 C50 C51 59.4(14) . 3 ? N1 C50 C51 59.4(14) . 2 ? C51 C50 C51 75.0(13) 3 2 ? N1 C50 C51 59.4(14) . . ? C51 C50 C51 75.0(13) 3 . ? C51 C50 C51 119(3) 2 . ? N1 C50 C51 59.4(14) . 4 ? C51 C50 C51 119(3) 3 4 ? C51 C50 C51 75.0(13) 2 4 ? C51 C50 C51 75.0(13) . 4 ? C51 C51 N1 71.9(16) 10 . ? C51 C51 C50 120.6(14) 10 . ? N1 C51 C50 48.6(13) . . ? 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 C1 C2 C3 C4 -2.2(7) . . . . ? C1 C2 C3 C7 177.9(4) . . . . ? C2 C3 C4 O4 -179.3(5) . . . . ? C7 C3 C4 O4 0.6(8) . . . . ? C2 C3 C4 C5 2.4(8) . . . . ? C7 C3 C4 C5 -177.7(5) . . . . ? C3 C2 C1 C6 1.7(7) . . . . ? C3 C2 C1 C7 -179.6(4) . . . 3 ? C4 C3 C7 C1 -92.1(5) . . . 4 ? C2 C3 C7 C1 87.8(5) . . . 4 ? C4 C3 C7 C29 138.9(5) . . . . ? C2 C3 C7 C29 -41.2(6) . . . . ? O4 C4 C5 C6 179.4(5) . . . . ? C3 C4 C5 C6 -2.3(9) . . . . ? C4 C5 C6 O6 179.4(5) . . . . ? C4 C5 C6 C1 1.9(9) . . . . ? C2 C1 C6 C5 -1.5(8) . . . . ? C7 C1 C6 C5 179.8(5) 3 . . . ? C2 C1 C6 O6 -179.0(4) . . . . ? C7 C1 C6 O6 2.3(7) 3 . . . ? C3 C7 C29 C30 -171.2(4) . . . . ? C1 C7 C29 C30 61.2(6) 4 . . . ? C50 N1 C50 C51 0(29) 9 . . 3 ? C51 N1 C50 C51 0.0 12 . . 3 ? C51 N1 C50 C51 180.0 4 . . 3 ? C51 N1 C50 C51 -90.000(1) 9 . . 3 ? C51 N1 C50 C51 180.0 11 . . 3 ? C51 N1 C50 C51 90.000(1) . . . 3 ? C51 N1 C50 C51 90.000(1) 10 . . 3 ? C51 N1 C50 C51 -90.000(1) 2 . . 3 ? C50 N1 C50 C51 0(24) 9 . . 2 ? C51 N1 C50 C51 90.0 12 . . 2 ? C51 N1 C50 C51 -90.0 4 . . 2 ? C51 N1 C50 C51 0.0 9 . . 2 ? C51 N1 C50 C51 -90.0 11 . . 2 ? C51 N1 C50 C51 90.0 3 . . 2 ? C51 N1 C50 C51 180.0 . . . 2 ? C51 N1 C50 C51 180.0 10 . . 2 ? C50 N1 C50 C51 0(11) 9 . . . ? C51 N1 C50 C51 -90.0 12 . . . ? C51 N1 C50 C51 90.0 4 . . . ? C51 N1 C50 C51 180.000(1) 9 . . . ? C51 N1 C50 C51 90.0 11 . . . ? C51 N1 C50 C51 -90.0 3 . . . ? C51 N1 C50 C51 0.000(1) 10 . . . ? C51 N1 C50 C51 180.000(1) 2 . . . ? C50 N1 C50 C51 0(7) 9 . . 4 ? C51 N1 C50 C51 180.0 12 . . 4 ? C51 N1 C50 C51 90.0 9 . . 4 ? C51 N1 C50 C51 0.0 11 . . 4 ? C51 N1 C50 C51 180.0 3 . . 4 ? C51 N1 C50 C51 -90.0 . . . 4 ? C51 N1 C50 C51 -90.0 10 . . 4 ? C51 N1 C50 C51 90.0 2 . . 4 ? C50 N1 C51 C51 0.0 9 . . 10 ? C50 N1 C51 C51 180.0 . . . 10 ? C51 N1 C51 C51 -72.8(14) 12 . . 10 ? C51 N1 C51 C51 107.2(14) 4 . . 10 ? C51 N1 C51 C51 180(100) 9 . . 10 ? C51 N1 C51 C51 72.8(14) 11 . . 10 ? C51 N1 C51 C51 -107.2(14) 3 . . 10 ? C51 N1 C51 C51 180.000(1) 2 . . 10 ? C50 N1 C51 C50 180.000(1) 9 . . . ? C51 N1 C51 C50 107.2(14) 12 . . . ? C51 N1 C51 C50 -72.8(14) 4 . . . ? C51 N1 C51 C50 0(78) 9 . . . ? C51 N1 C51 C50 -107.2(14) 11 . . . ? C51 N1 C51 C50 72.8(14) 3 . . . ? C51 N1 C51 C50 180.000(1) 10 . . . ? C51 N1 C51 C50 0.0 2 . . . ? N1 C50 C51 C51 0.000(3) . . . 10 ? C51 C50 C51 C51 -63.1(10) 3 . . 10 ? C51 C50 C51 C51 0.000(4) 2 . . 10 ? C51 C50 C51 C51 63.1(10) 4 . . 10 ? C51 C50 C51 N1 -63.1(10) 3 . . . ? C51 C50 C51 N1 0.000(1) 2 . . . ? C51 C50 C51 N1 63.1(10) 4 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H6 O4 0.84 1.92 2.731(5) 160.9 3 O4 H4 O62 0.84 1.83 2.672(10) 176.6 . O62 H62 Br1 0.84 2.52 3.362(9) 176.8 13_455 O60 H60 O6 0.84 1.91 2.684(5) 152.2 . _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.299 _refine_diff_density_min -0.676 _refine_diff_density_rms 0.093 #===END data_4(3)2ClMeOH _database_code_CSD 196095 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C88 H124 Cl N O20' _chemical_formula_weight 1551.33 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' 'Cl' 'Cl' 0.1484 0.1585 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.4960(4) _cell_length_b 13.7567(3) _cell_length_c 27.7823(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.6560(10) _cell_angle_gamma 90.00 _cell_volume 8449.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3344 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type 'not used' _exptl_absorpt_correction_T_min 0.9607 _exptl_absorpt_correction_T_max 0.9662 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17904 _diffrn_reflns_av_R_equivalents 0.1082 _diffrn_reflns_av_sigmaI/netI 0.1406 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 25.04 _reflns_number_total 7253 _reflns_number_gt 3703 _reflns_threshold_expression >2sigma(I) _computing_data_collection collect _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'Denzo-SMN' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1412P)^2^+0.0000P] 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 7253 _refine_ls_number_parameters 503 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1696 _refine_ls_R_factor_gt 0.0729 _refine_ls_wR_factor_ref 0.2506 _refine_ls_wR_factor_gt 0.1906 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.0000 0.64574(12) 0.2500 0.0224(4) Uani 1 2 d S . . O60 O 0.13440(16) 0.5486(3) 0.19137(12) 0.0354(9) Uani 1 1 d . . . H60 H 0.1667 0.5368 0.2111 0.053 Uiso 1 1 calc R . . C61 C 0.1276(3) 0.6527(5) 0.1845(2) 0.0516(17) Uani 1 1 d . . . H61A H 0.1318 0.6847 0.2164 0.077 Uiso 1 1 calc R . . H61B H 0.0876 0.6670 0.1651 0.077 Uiso 1 1 calc R . . H61C H 0.1589 0.6770 0.1672 0.077 Uiso 1 1 calc R . . O11 O 0.09162(14) 0.4962(3) 0.30173(11) 0.0308(9) Uani 1 1 d . . . H11 H 0.0665 0.5361 0.2868 0.046 Uiso 1 1 calc R . . O18 O 0.24084(16) 0.0724(2) 0.24675(10) 0.0326(9) Uani 1 1 d . . . H18 H 0.2428 0.0931 0.2186 0.049 Uiso 1 1 calc R . . O13 O -0.08458(14) 0.3946(3) 0.36383(11) 0.0292(8) Uani 1 1 d . . . H13 H -0.1005 0.4380 0.3443 0.044 Uiso 1 1 calc R . . O20 O 0.17715(17) 0.3984(3) 0.26094(11) 0.0349(9) Uani 1 1 d . . . H20 H 0.1537 0.4302 0.2752 0.052 Uiso 1 1 calc R . . O6 O -0.07752(17) -0.1190(3) 0.36573(14) 0.0435(10) Uani 1 1 d . . . H6 H -0.0479 -0.1505 0.3594 0.065 Uiso 1 1 calc R . . O4 O -0.13246(15) 0.2094(3) 0.37155(13) 0.0351(9) Uani 1 1 d . . . H4 H -0.1170 0.2652 0.3731 0.053 Uiso 1 1 calc R . . C9 C 0.0733(2) 0.3231(4) 0.39654(15) 0.0223(11) Uani 1 1 d . . . H9 H 0.0978 0.2799 0.4185 0.027 Uiso 1 1 calc R . . C12 C 0.0029(2) 0.4477(4) 0.33252(15) 0.0251(11) Uani 1 1 d . . . H12 H -0.0213 0.4908 0.3104 0.030 Uiso 1 1 calc R . . O25 O 0.01657(16) -0.2115(3) 0.33614(12) 0.0390(10) Uani 1 1 d . . . H25 H 0.0108 -0.2461 0.3108 0.058 Uiso 1 1 calc R . . C21 C 0.2270(2) 0.0219(3) 0.34299(14) 0.0191(11) Uani 1 1 d . . . H21 H 0.2523 -0.0116 0.3220 0.023 Uiso 1 1 calc R . . O27 O 0.17683(17) -0.1037(3) 0.25940(11) 0.0394(10) Uani 1 1 d . . . H27 H 0.1958 -0.0520 0.2565 0.059 Uiso 1 1 calc R . . C1 C -0.0008(2) -0.0084(3) 0.40764(14) 0.0193(11) Uani 1 1 d . . . C10 C 0.1014(2) 0.3790(3) 0.36520(14) 0.0184(11) Uani 1 1 d . . . C2 C 0.0104(2) 0.0877(3) 0.42299(14) 0.0181(11) Uani 1 1 d . . . H2 H 0.0493 0.1023 0.4413 0.022 Uiso 1 1 calc R . . C26 C 0.0972(2) -0.1534(4) 0.29722(15) 0.0286(12) Uani 1 1 d . . . H26 H 0.0833 -0.1933 0.2695 0.034 Uiso 1 1 calc R . . C8 C 0.0117(2) 0.3270(3) 0.39762(14) 0.0201(11) Uani 1 1 d . . . C16 C 0.1954(2) 0.1985(3) 0.34872(14) 0.0170(10) Uani 1 1 d . . . H16 H 0.1902 0.1843 0.3811 0.020 Uiso 1 1 calc R . . C5 C -0.1012(2) 0.0460(4) 0.37009(16) 0.0292(12) Uani 1 1 d . . . H5 H -0.1403 0.0318 0.3518 0.035 Uiso 1 1 calc R . . C13 C -0.0233(2) 0.3914(4) 0.36424(15) 0.0217(11) Uani 1 1 d . . . C11 C 0.0644(2) 0.4408(3) 0.33325(15) 0.0200(11) Uani 1 1 d . . . C17 C 0.21411(19) 0.1233(3) 0.32168(15) 0.0179(11) Uani 1 1 d . . . C4 C -0.0870(2) 0.1401(4) 0.38533(15) 0.0243(12) Uani 1 1 d . . . C19 C 0.2073(2) 0.2371(4) 0.25472(15) 0.0269(12) Uani 1 1 d . . . H19 H 0.2110 0.2504 0.2219 0.032 Uiso 1 1 calc R . . C23 C 0.1347(2) -0.0358(3) 0.37570(14) 0.0177(10) Uani 1 1 d . . . H23 H 0.1471 0.0067 0.4026 0.021 Uiso 1 1 calc R . . C22 C 0.16922(19) -0.0374(3) 0.33917(14) 0.0170(10) Uani 1 1 d . . . C20 C 0.1885(2) 0.3097(4) 0.28304(15) 0.0224(11) Uani 1 1 d . . . C6 C -0.0590(2) -0.0276(4) 0.38131(15) 0.0267(12) Uani 1 1 d . . . C15 C 0.18392(19) 0.2924(3) 0.33188(14) 0.0187(11) Uani 1 1 d . . . C24 C 0.0838(2) -0.0914(3) 0.37579(14) 0.0191(11) Uani 1 1 d . . . C3 C -0.0310(2) 0.1636(3) 0.41359(14) 0.0188(11) Uani 1 1 d . . . C35 C 0.2650(2) 0.0246(4) 0.39500(15) 0.0229(11) Uani 1 1 d . . . H35A H 0.3013 0.0650 0.3946 0.027 Uiso 1 1 calc R . . H35B H 0.2410 0.0566 0.4170 0.027 Uiso 1 1 calc R . . C33 C 0.2743(2) 0.3769(4) 0.41808(17) 0.0344(13) Uani 1 1 d . . . H33A H 0.2827 0.4439 0.4082 0.041 Uiso 1 1 calc R . . H33B H 0.2861 0.3318 0.3937 0.041 Uiso 1 1 calc R . . C28 C 0.0475(2) -0.0869(3) 0.41783(14) 0.0184(11) Uani 1 1 d . . . H28 H 0.0258 -0.1504 0.4178 0.022 Uiso 1 1 calc R . . C36 C 0.2850(2) -0.0744(4) 0.41592(16) 0.0255(12) Uani 1 1 d . . . H36A H 0.3044 -0.1104 0.3921 0.031 Uiso 1 1 calc R . . H36B H 0.2491 -0.1118 0.4210 0.031 Uiso 1 1 calc R . . C27 C 0.1485(2) -0.0962(4) 0.29897(15) 0.0257(12) Uani 1 1 d . . . C18 C 0.2205(2) 0.1462(3) 0.27373(14) 0.0216(11) Uani 1 1 d . . . C38 C 0.0898(2) -0.0782(3) 0.46765(14) 0.0206(11) Uani 1 1 d . . . H38A H 0.1144 -0.0185 0.4679 0.025 Uiso 1 1 calc R . . H38B H 0.0651 -0.0713 0.4935 0.025 Uiso 1 1 calc R . . C32 C 0.2077(2) 0.3667(4) 0.41689(15) 0.0254(12) Uani 1 1 d . . . H32A H 0.1947 0.4183 0.4376 0.030 Uiso 1 1 calc R . . H32B H 0.2000 0.3033 0.4314 0.030 Uiso 1 1 calc R . . C7 C -0.0170(2) 0.2665(3) 0.43271(14) 0.0213(11) Uani 1 1 d . . . H7 H -0.0567 0.2977 0.4344 0.026 Uiso 1 1 calc R . . C14 C 0.1689(2) 0.3735(3) 0.36516(14) 0.0193(11) Uani 1 1 d . . . H14 H 0.1801 0.4359 0.3507 0.023 Uiso 1 1 calc R . . C30 C 0.0218(3) 0.3676(4) 0.50870(16) 0.0369(14) Uani 1 1 d . . . H30A H 0.0444 0.4127 0.4909 0.044 Uiso 1 1 calc R . . H30B H -0.0201 0.3922 0.5053 0.044 Uiso 1 1 calc R . . C39 C 0.1316(2) -0.1643(4) 0.47975(16) 0.0291(12) Uani 1 1 d . . . H39A H 0.1476 -0.1825 0.4501 0.035 Uiso 1 1 calc R . . H39B H 0.1079 -0.2201 0.4885 0.035 Uiso 1 1 calc R . . C25 C 0.0664(2) -0.1522(4) 0.33610(15) 0.0226(11) Uani 1 1 d . . . C29 C 0.0205(2) 0.2677(4) 0.48530(15) 0.0253(12) Uani 1 1 d . . . H29A H 0.0030 0.2204 0.5057 0.030 Uiso 1 1 calc R . . H29B H 0.0624 0.2470 0.4844 0.030 Uiso 1 1 calc R . . C40 C 0.1844(2) -0.1464(4) 0.52133(17) 0.0397(14) Uani 1 1 d . . . H40A H 0.2111 -0.0968 0.5115 0.060 Uiso 1 1 calc R . . H40B H 0.2071 -0.2069 0.5292 0.060 Uiso 1 1 calc R . . H40C H 0.1693 -0.1238 0.5503 0.060 Uiso 1 1 calc R . . C34 C 0.3131(3) 0.3562(5) 0.4675(2) 0.0531(17) Uani 1 1 d . . . H34A H 0.3019 0.4004 0.4919 0.080 Uiso 1 1 calc R . . H34B H 0.3558 0.3659 0.4656 0.080 Uiso 1 1 calc R . . H34C H 0.3069 0.2888 0.4769 0.080 Uiso 1 1 calc R . . C37 C 0.3295(2) -0.0664(4) 0.46441(17) 0.0418(15) Uani 1 1 d . . . H37A H 0.3652 -0.0298 0.4594 0.063 Uiso 1 1 calc R . . H37B H 0.3417 -0.1317 0.4765 0.063 Uiso 1 1 calc R . . H37C H 0.3100 -0.0326 0.4884 0.063 Uiso 1 1 calc R . . C31 C 0.0501(3) 0.3673(5) 0.56109(18) 0.061(2) Uani 1 1 d . . . H31A H 0.0243 0.3314 0.5798 0.091 Uiso 1 1 calc R . . H31B H 0.0549 0.4343 0.5731 0.091 Uiso 1 1 calc R . . H31C H 0.0898 0.3359 0.5652 0.091 Uiso 1 1 calc R . . O62 O 0.24875(16) 0.1289(3) 0.15588(11) 0.0381(10) Uani 1 1 d . . . H62 H 0.2171 0.1538 0.1398 0.057 Uiso 1 1 calc R . . C63 C 0.2993(3) 0.1652(5) 0.1385(2) 0.063(2) Uani 1 1 d . . . H63A H 0.2945 0.2353 0.1326 0.095 Uiso 1 1 calc R . . H63B H 0.3028 0.1324 0.1078 0.095 Uiso 1 1 calc R . . H63C H 0.3360 0.1533 0.1629 0.095 Uiso 1 1 calc R . . N1 N 0.0000 0.1453(5) 0.2500 0.0265(14) Uani 1 2 d S . . C51 C 0.0488(8) 0.2050(12) 0.2396(6) 0.235(8) Uiso 1 1 d . . . H51A H 0.0659 0.2427 0.2688 0.353 Uiso 1 1 calc R . . H51B H 0.0333 0.2494 0.2126 0.353 Uiso 1 1 calc R . . H51C H 0.0802 0.1634 0.2304 0.353 Uiso 1 1 calc R . . C50 C 0.0237(9) 0.0972(14) 0.2934(6) 0.282(10) Uiso 1 1 d . . . H50A H 0.0371 0.1450 0.3193 0.423 Uiso 1 1 calc R . . H50B H 0.0582 0.0573 0.2886 0.423 Uiso 1 1 calc R . . H50C H -0.0075 0.0555 0.3029 0.423 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 0.0257(10) 0.0168(10) 0.0238(8) 0.000 0.0023(6) 0.000 O60 0.029(2) 0.030(3) 0.044(2) 0.0047(16) -0.0021(15) -0.0031(18) C61 0.045(4) 0.061(5) 0.053(3) 0.006(3) 0.019(3) 0.006(4) O11 0.0224(19) 0.036(2) 0.0358(18) 0.0171(16) 0.0101(15) 0.0065(17) O18 0.044(2) 0.030(2) 0.0263(17) 0.0023(15) 0.0133(16) 0.0086(18) O13 0.0165(19) 0.031(2) 0.0417(19) 0.0141(15) 0.0088(14) 0.0077(16) O20 0.050(3) 0.024(2) 0.0349(18) 0.0140(16) 0.0187(16) 0.0132(19) O6 0.030(2) 0.026(3) 0.068(2) -0.0183(19) -0.0054(19) -0.0056(19) O4 0.022(2) 0.023(2) 0.057(2) 0.0042(18) -0.0017(16) 0.0017(17) C9 0.023(3) 0.023(3) 0.022(2) 0.001(2) 0.0053(19) 0.004(2) C12 0.024(3) 0.020(3) 0.031(2) 0.008(2) 0.004(2) 0.008(2) O25 0.032(2) 0.044(3) 0.044(2) -0.0239(18) 0.0174(16) -0.025(2) C21 0.019(3) 0.018(3) 0.021(2) 0.0005(18) 0.0061(18) 0.003(2) O27 0.046(3) 0.044(3) 0.0341(18) -0.0210(17) 0.0233(16) -0.022(2) C1 0.023(3) 0.018(3) 0.019(2) 0.0036(19) 0.0086(19) 0.000(2) C10 0.018(3) 0.012(3) 0.025(2) -0.0035(19) 0.0034(19) 0.000(2) C2 0.015(2) 0.021(3) 0.018(2) 0.0000(19) 0.0036(17) -0.002(2) C26 0.029(3) 0.036(3) 0.021(2) -0.007(2) 0.006(2) -0.003(3) C8 0.021(3) 0.019(3) 0.022(2) -0.0022(19) 0.0074(19) 0.001(2) C16 0.018(3) 0.014(3) 0.018(2) 0.0019(19) 0.0009(17) -0.004(2) C5 0.021(3) 0.027(3) 0.036(3) -0.003(2) -0.003(2) 0.001(3) C13 0.018(3) 0.018(3) 0.029(2) 0.000(2) 0.0052(19) 0.003(2) C11 0.020(3) 0.016(3) 0.025(2) 0.0044(19) 0.0056(19) 0.001(2) C17 0.010(2) 0.018(3) 0.025(2) 0.0042(19) 0.0018(18) -0.001(2) C4 0.022(3) 0.024(3) 0.029(2) 0.007(2) 0.008(2) 0.003(2) C19 0.034(3) 0.030(3) 0.017(2) 0.003(2) 0.004(2) 0.001(3) C23 0.022(3) 0.013(3) 0.018(2) -0.0009(18) 0.0024(18) 0.002(2) C22 0.016(3) 0.012(3) 0.022(2) 0.0016(18) 0.0024(18) 0.002(2) C20 0.023(3) 0.016(3) 0.029(2) 0.007(2) 0.006(2) 0.002(2) C6 0.024(3) 0.029(3) 0.027(2) -0.009(2) 0.003(2) -0.004(3) C15 0.013(2) 0.023(3) 0.020(2) 0.0031(19) 0.0020(17) -0.002(2) C24 0.019(3) 0.018(3) 0.021(2) 0.0006(19) 0.0053(18) 0.000(2) C3 0.020(3) 0.018(3) 0.019(2) -0.0012(18) 0.0054(19) -0.005(2) C35 0.016(3) 0.023(3) 0.030(2) 0.003(2) 0.0033(19) 0.000(2) C33 0.027(3) 0.031(4) 0.041(3) -0.002(2) -0.006(2) -0.003(3) C28 0.018(3) 0.017(3) 0.022(2) 0.0008(19) 0.0064(18) -0.002(2) C36 0.021(3) 0.019(3) 0.037(3) 0.005(2) 0.005(2) 0.003(2) C27 0.029(3) 0.025(3) 0.026(2) -0.005(2) 0.012(2) -0.004(3) C18 0.025(3) 0.019(3) 0.021(2) -0.004(2) 0.0061(19) 0.004(2) C38 0.025(3) 0.018(3) 0.019(2) 0.0021(19) 0.0068(19) -0.004(2) C32 0.026(3) 0.022(3) 0.027(2) 0.001(2) 0.001(2) 0.002(2) C7 0.021(3) 0.020(3) 0.024(2) 0.0019(19) 0.0081(19) 0.003(2) C14 0.016(3) 0.018(3) 0.025(2) 0.0053(19) 0.0052(18) -0.001(2) C30 0.049(4) 0.027(4) 0.036(3) -0.008(2) 0.011(2) -0.004(3) C39 0.027(3) 0.028(3) 0.032(3) 0.010(2) 0.004(2) 0.002(2) C25 0.021(3) 0.017(3) 0.029(2) -0.005(2) 0.003(2) -0.005(2) C29 0.031(3) 0.022(3) 0.024(2) 0.001(2) 0.008(2) -0.004(2) C40 0.035(3) 0.048(4) 0.035(3) 0.005(3) 0.004(2) 0.009(3) C34 0.033(4) 0.050(5) 0.067(4) 0.000(3) -0.015(3) -0.001(3) C37 0.040(4) 0.041(4) 0.040(3) 0.015(3) -0.006(2) 0.002(3) C31 0.101(6) 0.042(4) 0.038(3) -0.014(3) 0.009(3) -0.019(4) O62 0.032(2) 0.052(3) 0.0310(18) 0.0057(16) 0.0063(15) 0.008(2) C63 0.039(4) 0.058(5) 0.087(5) 0.028(4) -0.002(3) -0.009(4) N1 0.015(3) 0.040(4) 0.021(3) 0.000 -0.005(2) 0.000 _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 O60 C61 1.450(7) . ? O11 C11 1.386(5) . ? O18 C18 1.388(5) . ? O13 C13 1.377(5) . ? O20 C20 1.368(5) . ? O6 C6 1.369(6) . ? O4 C4 1.399(6) . ? C9 C8 1.394(6) . ? C9 C10 1.396(6) . ? C12 C11 1.383(6) . ? C12 C13 1.384(6) . ? O25 C25 1.386(5) . ? C21 C17 1.522(6) . ? C21 C22 1.522(6) . ? C21 C35 1.537(6) . ? O27 C27 1.373(5) . ? C1 C2 1.397(6) . ? C1 C6 1.402(6) . ? C1 C28 1.521(6) . ? C10 C11 1.390(6) . ? C10 C14 1.521(6) . ? C2 C3 1.390(6) . ? C26 C25 1.387(6) . ? C26 C27 1.391(7) . ? C8 C13 1.412(6) . ? C8 C7 1.514(6) . ? C16 C15 1.383(6) . ? C16 C17 1.388(6) . ? C5 C4 1.381(7) . ? C5 C6 1.384(7) . ? C17 C18 1.402(6) . ? C4 C3 1.393(6) . ? C19 C18 1.369(7) . ? C19 C20 1.385(7) . ? C23 C24 1.377(6) . ? C23 C22 1.388(6) . ? C22 C27 1.388(6) . ? C20 C15 1.400(6) . ? C15 C14 1.526(6) . ? C24 C25 1.382(6) . ? C24 C28 1.546(5) . ? C3 C7 1.525(6) . ? C35 C36 1.517(6) . ? C33 C32 1.500(7) . ? C33 C34 1.511(7) . ? C28 C38 1.533(6) . ? C36 C37 1.526(7) . ? C38 C39 1.511(7) . ? C32 C14 1.540(6) . ? C7 C29 1.546(6) . ? C30 C31 1.477(7) . ? C30 C29 1.518(7) . ? C39 C40 1.516(7) . ? O62 C63 1.408(7) . ? N1 C50 1.392(18) . ? N1 C50 1.392(18) 2 ? N1 C51 1.441(16) . ? N1 C51 1.441(16) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C8 C9 C10 123.9(4) . . ? C11 C12 C13 119.7(4) . . ? C17 C21 C22 111.4(4) . . ? C17 C21 C35 112.1(4) . . ? C22 C21 C35 113.4(3) . . ? C2 C1 C6 115.9(4) . . ? C2 C1 C28 122.2(4) . . ? C6 C1 C28 121.9(4) . . ? C11 C10 C9 116.7(4) . . ? C11 C10 C14 120.7(4) . . ? C9 C10 C14 122.6(4) . . ? C3 C2 C1 125.2(4) . . ? C25 C26 C27 119.8(4) . . ? C9 C8 C13 116.5(4) . . ? C9 C8 C7 122.5(4) . . ? C13 C8 C7 121.0(4) . . ? C15 C16 C17 124.7(4) . . ? C4 C5 C6 120.4(5) . . ? O13 C13 C12 121.3(4) . . ? O13 C13 C8 117.4(4) . . ? C12 C13 C8 121.2(4) . . ? C12 C11 O11 120.8(4) . . ? C12 C11 C10 122.0(4) . . ? O11 C11 C10 117.2(4) . . ? C16 C17 C18 116.2(4) . . ? C16 C17 C21 121.8(4) . . ? C18 C17 C21 122.0(4) . . ? C5 C4 C3 121.6(5) . . ? C5 C4 O4 116.0(4) . . ? C3 C4 O4 122.4(4) . . ? C18 C19 C20 120.5(4) . . ? C24 C23 C22 124.8(4) . . ? C27 C22 C23 116.6(4) . . ? C27 C22 C21 121.6(4) . . ? C23 C22 C21 121.8(4) . . ? O20 C20 C19 116.1(4) . . ? O20 C20 C15 123.1(4) . . ? C19 C20 C15 120.8(4) . . ? O6 C6 C5 116.4(4) . . ? O6 C6 C1 122.6(5) . . ? C5 C6 C1 121.0(5) . . ? C16 C15 C20 116.4(4) . . ? C16 C15 C14 121.8(4) . . ? C20 C15 C14 121.8(4) . . ? C23 C24 C25 116.6(4) . . ? C23 C24 C28 122.3(4) . . ? C25 C24 C28 121.0(4) . . ? C2 C3 C4 115.8(4) . . ? C2 C3 C7 123.0(4) . . ? C4 C3 C7 121.2(4) . . ? C36 C35 C21 114.3(4) . . ? C32 C33 C34 114.2(4) . . ? C1 C28 C38 114.6(4) . . ? C1 C28 C24 110.3(3) . . ? C38 C28 C24 111.0(4) . . ? C35 C36 C37 111.9(4) . . ? O27 C27 C22 123.4(4) . . ? O27 C27 C26 115.8(4) . . ? C22 C27 C26 120.8(4) . . ? C19 C18 O18 122.0(4) . . ? C19 C18 C17 121.2(4) . . ? O18 C18 C17 116.8(4) . . ? C39 C38 C28 113.4(4) . . ? C33 C32 C14 114.0(4) . . ? C8 C7 C3 111.8(3) . . ? C8 C7 C29 112.3(4) . . ? C3 C7 C29 112.3(4) . . ? C10 C14 C15 111.7(4) . . ? C10 C14 C32 113.3(3) . . ? C15 C14 C32 111.7(4) . . ? C31 C30 C29 113.0(5) . . ? C38 C39 C40 114.2(4) . . ? C24 C25 O25 117.8(4) . . ? C24 C25 C26 121.3(4) . . ? O25 C25 C26 120.9(4) . . ? C30 C29 C7 112.2(4) . . ? C50 N1 C50 123.2(16) . 2 ? C50 N1 C51 105.1(10) . . ? C50 N1 C51 106.3(9) 2 . ? C50 N1 C51 106.3(9) . 2 ? C50 N1 C51 105.1(10) 2 2 ? C51 N1 C51 110.6(14) . 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 C8 C9 C10 C11 -0.6(7) . . . . ? C8 C9 C10 C14 179.6(4) . . . . ? C6 C1 C2 C3 -0.9(6) . . . . ? C28 C1 C2 C3 177.9(3) . . . . ? C10 C9 C8 C13 0.6(7) . . . . ? C10 C9 C8 C7 -179.0(4) . . . . ? C11 C12 C13 O13 -178.5(4) . . . . ? C11 C12 C13 C8 0.2(7) . . . . ? C9 C8 C13 O13 178.4(4) . . . . ? C7 C8 C13 O13 -2.0(6) . . . . ? C9 C8 C13 C12 -0.4(7) . . . . ? C7 C8 C13 C12 179.2(4) . . . . ? C13 C12 C11 O11 179.8(4) . . . . ? C13 C12 C11 C10 -0.2(7) . . . . ? C9 C10 C11 C12 0.4(7) . . . . ? C14 C10 C11 C12 -179.8(4) . . . . ? C9 C10 C11 O11 -179.6(4) . . . . ? C14 C10 C11 O11 0.2(6) . . . . ? C15 C16 C17 C18 -1.0(7) . . . . ? C15 C16 C17 C21 178.9(4) . . . . ? C22 C21 C17 C16 83.1(5) . . . . ? C35 C21 C17 C16 -45.3(6) . . . . ? C22 C21 C17 C18 -97.1(5) . . . . ? C35 C21 C17 C18 134.6(4) . . . . ? C6 C5 C4 C3 -2.1(7) . . . . ? C6 C5 C4 O4 179.2(4) . . . . ? C24 C23 C22 C27 3.3(7) . . . . ? C24 C23 C22 C21 -176.5(4) . . . . ? C17 C21 C22 C27 91.3(5) . . . . ? C35 C21 C22 C27 -141.1(4) . . . . ? C17 C21 C22 C23 -88.9(5) . . . . ? C35 C21 C22 C23 38.7(6) . . . . ? C18 C19 C20 O20 179.2(4) . . . . ? C18 C19 C20 C15 1.4(7) . . . . ? C4 C5 C6 O6 178.5(4) . . . . ? C4 C5 C6 C1 -1.0(7) . . . . ? C2 C1 C6 O6 -177.1(4) . . . . ? C28 C1 C6 O6 4.2(6) . . . . ? C2 C1 C6 C5 2.4(6) . . . . ? C28 C1 C6 C5 -176.4(4) . . . . ? C17 C16 C15 C20 3.7(7) . . . . ? C17 C16 C15 C14 -174.5(4) . . . . ? O20 C20 C15 C16 178.5(4) . . . . ? C19 C20 C15 C16 -3.8(7) . . . . ? O20 C20 C15 C14 -3.2(7) . . . . ? C19 C20 C15 C14 174.4(4) . . . . ? C22 C23 C24 C25 -0.4(7) . . . . ? C22 C23 C24 C28 179.5(4) . . . . ? C1 C2 C3 C4 -2.0(6) . . . . ? C1 C2 C3 C7 177.9(4) . . . . ? C5 C4 C3 C2 3.5(6) . . . . ? O4 C4 C3 C2 -177.9(4) . . . . ? C5 C4 C3 C7 -176.4(4) . . . . ? O4 C4 C3 C7 2.2(6) . . . . ? C17 C21 C35 C36 -173.6(4) . . . . ? C22 C21 C35 C36 59.1(5) . . . . ? C2 C1 C28 C38 36.6(5) . . . . ? C6 C1 C28 C38 -144.7(4) . . . . ? C2 C1 C28 C24 -89.5(5) . . . . ? C6 C1 C28 C24 89.1(5) . . . . ? C23 C24 C28 C1 88.9(5) . . . . ? C25 C24 C28 C1 -91.1(5) . . . . ? C23 C24 C28 C38 -39.2(6) . . . . ? C25 C24 C28 C38 140.8(4) . . . . ? C21 C35 C36 C37 172.2(4) . . . . ? C23 C22 C27 O27 178.4(4) . . . . ? C21 C22 C27 O27 -1.8(7) . . . . ? C23 C22 C27 C26 -2.9(7) . . . . ? C21 C22 C27 C26 176.9(5) . . . . ? C25 C26 C27 O27 178.6(5) . . . . ? C25 C26 C27 C22 -0.2(8) . . . . ? C20 C19 C18 O18 -178.4(4) . . . . ? C20 C19 C18 C17 1.6(7) . . . . ? C16 C17 C18 C19 -1.8(7) . . . . ? C21 C17 C18 C19 178.4(4) . . . . ? C16 C17 C18 O18 178.2(4) . . . . ? C21 C17 C18 O18 -1.7(6) . . . . ? C1 C28 C38 C39 172.1(4) . . . . ? C24 C28 C38 C39 -62.1(5) . . . . ? C34 C33 C32 C14 -171.8(5) . . . . ? C9 C8 C7 C3 -82.6(5) . . . . ? C13 C8 C7 C3 97.8(5) . . . . ? C9 C8 C7 C29 44.8(6) . . . . ? C13 C8 C7 C29 -134.8(4) . . . . ? C2 C3 C7 C8 88.6(5) . . . . ? C4 C3 C7 C8 -91.5(5) . . . . ? C2 C3 C7 C29 -38.7(5) . . . . ? C4 C3 C7 C29 141.2(4) . . . . ? C11 C10 C14 C15 -93.3(5) . . . . ? C9 C10 C14 C15 86.5(5) . . . . ? C11 C10 C14 C32 139.4(4) . . . . ? C9 C10 C14 C32 -40.8(6) . . . . ? C16 C15 C14 C10 -88.3(5) . . . . ? C20 C15 C14 C10 93.6(5) . . . . ? C16 C15 C14 C32 39.9(6) . . . . ? C20 C15 C14 C32 -138.3(4) . . . . ? C33 C32 C14 C10 -171.0(4) . . . . ? C33 C32 C14 C15 61.7(5) . . . . ? C28 C38 C39 C40 164.4(4) . . . . ? C23 C24 C25 O25 177.7(4) . . . . ? C28 C24 C25 O25 -2.3(7) . . . . ? C23 C24 C25 C26 -2.9(7) . . . . ? C28 C24 C25 C26 177.1(4) . . . . ? C27 C26 C25 C24 3.3(8) . . . . ? C27 C26 C25 O25 -177.4(5) . . . . ? C31 C30 C29 C7 172.0(5) . . . . ? C8 C7 C29 C30 66.4(5) . . . . ? C3 C7 C29 C30 -166.5(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O60 H60 O18 0.84 2.25 3.026(5) 154.7 4 O60 H60 O20 0.84 2.34 2.871(5) 121.5 . O11 H11 Cl1 0.84 2.23 3.074(3) 177.7 . O18 H18 O62 0.84 1.84 2.679(4) 175.6 . O13 H13 O60 0.84 1.90 2.732(5) 171.4 2 O20 H20 O11 0.84 1.92 2.758(5) 172.6 . O6 H6 O25 0.84 1.89 2.724(5) 171.5 . O4 H4 O13 0.84 1.96 2.789(5) 169.7 . O25 H25 Cl1 0.84 2.23 3.065(3) 172.5 1_545 O27 H27 O18 0.84 2.03 2.872(5) 177.9 . O62 H62 O4 0.84 2.02 2.813(5) 156.7 2 _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.786 _refine_diff_density_min -0.909 _refine_diff_density_rms 0.117 #===END data_4(3)2Cl4EtOH _database_code_CSD 196096 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H132 Cl N O20' _chemical_formula_weight 1607.44 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 triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.3702(4) _cell_length_b 13.7036(4) _cell_length_c 14.4145(7) _cell_angle_alpha 106.7125(15) _cell_angle_beta 90.5037(15) _cell_angle_gamma 117.9360(19) _cell_volume 2202.33(14) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prisms _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_type 'not used' _exptl_absorpt_correction_T_min 0.9457 _exptl_absorpt_correction_T_max 0.9615 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type `Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12026 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.1281 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.03 _reflns_number_total 7692 _reflns_number_gt 4028 _reflns_threshold_expression >2sigma(I) _computing_data_collection collect _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'Denzo-SMN' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1282P)^2^+1.0578P] 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 7692 _refine_ls_number_parameters 548 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1679 _refine_ls_R_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.2491 _refine_ls_wR_factor_gt 0.1998 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.5000 0.5000 0.0000 0.0267(4) Uani 1 2 d S . . O4 O 0.4073(3) 0.2572(3) 0.2530(3) 0.0463(9) Uani 1 1 d . . . H4 H 0.3672 0.1863 0.2478 0.069 Uiso 1 1 calc R . . O6 O 0.2948(3) 0.4735(3) 0.1107(2) 0.0407(9) Uani 1 1 d . . . H6 H 0.3471 0.4730 0.0790 0.061 Uiso 1 1 calc R . . O13 O 0.2885(3) 0.0468(3) 0.2833(3) 0.0468(9) Uani 1 1 d . . . H13 H 0.2987 -0.0105 0.2780 0.070 Uiso 1 1 calc R . . O20 O -0.3150(3) -0.2859(2) 0.1736(2) 0.0414(9) Uani 1 1 d . . . H20 H -0.3656 -0.3419 0.1271 0.062 Uiso 1 1 calc R . . C3 C 0.2562(3) 0.2946(3) 0.3108(3) 0.0229(10) Uani 1 1 d . . . C1 C 0.1998(4) 0.4060(3) 0.2361(3) 0.0236(10) Uani 1 1 d . . . C16 C -0.2369(3) 0.0205(4) 0.2511(3) 0.0228(10) Uani 1 1 d . . . H16 H -0.1885 0.0904 0.3035 0.027 Uiso 1 1 calc R . . C14 C -0.1742(3) -0.0841(4) 0.3372(3) 0.0231(10) Uani 1 1 d . . . H14 H -0.2119 -0.1668 0.3369 0.028 Uiso 1 1 calc R . . C15 C -0.2411(3) -0.0820(3) 0.2521(3) 0.0225(10) Uani 1 1 d . . . C8 C 0.1504(4) 0.1028(3) 0.3440(3) 0.0212(10) Uani 1 1 d . . . O11 O -0.0972(3) -0.2512(3) 0.2387(3) 0.0590(11) Uani 1 1 d . . . H11 H -0.1621 -0.2618 0.2195 0.089 Uiso 1 1 calc R . . C13 C 0.1775(4) 0.0171(4) 0.2966(3) 0.0329(11) Uani 1 1 d . . . C11 C -0.0205(4) -0.1330(4) 0.2749(4) 0.0332(11) Uani 1 1 d . . . C2 C 0.1891(4) 0.3458(3) 0.3018(3) 0.0239(10) Uani 1 1 d . . . H2 H 0.1328 0.3392 0.3430 0.029 Uiso 1 1 calc R . . C7 C 0.2427(4) 0.2318(4) 0.3859(3) 0.0251(10) Uani 1 1 d . . . H7 H 0.3172 0.2333 0.3988 0.030 Uiso 1 1 calc R . . C29 C 0.2235(4) 0.2945(4) 0.4851(3) 0.0297(11) Uani 1 1 d . . . H29A H 0.1564 0.3047 0.4734 0.036 Uiso 1 1 calc R . . H29B H 0.2042 0.2437 0.5264 0.036 Uiso 1 1 calc R . . O18 O -0.4318(4) -0.0774(3) 0.0245(3) 0.0751(15) Uani 1 1 d . . . H18 H -0.3923 -0.0191 0.0068 0.113 Uiso 1 1 calc R . . C10 C -0.0509(4) -0.0500(4) 0.3216(3) 0.0243(10) Uani 1 1 d . . . C28 C 0.1236(4) 0.4586(4) 0.2274(3) 0.0275(10) Uani 1 1 d . . . H28 H 0.1638 0.5184 0.1945 0.033 Uiso 1 1 calc R . . C6 C 0.2827(4) 0.4143(4) 0.1766(3) 0.0282(11) Uani 1 1 d . . . C20 C -0.3104(4) -0.1828(4) 0.1742(3) 0.0305(11) Uani 1 1 d . . . C24 C 0.0101(4) 0.3671(4) 0.1607(3) 0.0300(11) Uani 1 1 d . . . C26 C -0.1095(5) 0.2686(7) 0.0009(4) 0.078(2) Uani 1 1 d . . . H26 H -0.1187 0.2591 -0.0671 0.093 Uiso 1 1 calc R . . C9 C 0.0366(4) 0.0663(3) 0.3547(3) 0.0213(10) Uani 1 1 d . . . H9 H 0.0170 0.1245 0.3866 0.026 Uiso 1 1 calc R . . C22 C -0.1916(4) 0.2139(4) 0.1385(3) 0.0278(11) Uani 1 1 d . . . C21 C -0.2935(4) 0.1427(4) 0.1820(3) 0.0278(10) Uani 1 1 d . . . H21 H -0.3642 0.1219 0.1387 0.033 Uiso 1 1 calc R . . C32 C -0.1801(4) -0.0094(4) 0.4371(3) 0.0279(10) Uani 1 1 d . . . H32A H -0.1309 -0.0085 0.4894 0.033 Uiso 1 1 calc R . . H32B H -0.1493 0.0721 0.4377 0.033 Uiso 1 1 calc R . . C17 C -0.2995(4) 0.0271(4) 0.1775(3) 0.0274(10) Uani 1 1 d . . . C4 C 0.3364(4) 0.3040(4) 0.2483(3) 0.0315(11) Uani 1 1 d . . . C19 C -0.3707(5) -0.1795(4) 0.0973(4) 0.0481(15) Uani 1 1 d . . . H19 H -0.4148 -0.2483 0.0426 0.058 Uiso 1 1 calc R . . C18 C -0.3665(5) -0.0761(4) 0.1006(3) 0.0444(14) Uani 1 1 d . . . C5 C 0.3501(4) 0.3633(4) 0.1813(3) 0.0344(12) Uani 1 1 d . . . H5 H 0.4053 0.3687 0.1390 0.041 Uiso 1 1 calc R . . C23 C -0.0845(4) 0.2972(4) 0.1958(3) 0.0255(10) Uani 1 1 d . . . H23 H -0.0755 0.3068 0.2639 0.031 Uiso 1 1 calc R . . C36 C -0.4079(4) 0.1554(4) 0.3225(3) 0.0335(11) Uani 1 1 d . . . H36A H -0.4731 0.1331 0.2728 0.040 Uiso 1 1 calc R . . H36B H -0.4170 0.0830 0.3316 0.040 Uiso 1 1 calc R . . O27 O -0.3042(3) 0.1177(4) -0.0219(3) 0.0802(15) Uani 1 1 d . . . H27 H -0.3077 0.1346 -0.0729 0.120 Uiso 1 1 calc R . . C38 C 0.1083(4) 0.5236(4) 0.3280(3) 0.0314(11) Uani 1 1 d . . . H38A H 0.0630 0.4658 0.3603 0.038 Uiso 1 1 calc R . . H38B H 0.1848 0.5775 0.3697 0.038 Uiso 1 1 calc R . . C27 C -0.2006(4) 0.2007(5) 0.0397(4) 0.0525(15) Uani 1 1 d . . . C35 C -0.2961(4) 0.2136(4) 0.2845(3) 0.0283(10) Uani 1 1 d . . . H35A H -0.2321 0.2278 0.3311 0.034 Uiso 1 1 calc R . . H35B H -0.2827 0.2906 0.2833 0.034 Uiso 1 1 calc R . . C12 C 0.0926(4) -0.1007(4) 0.2636(4) 0.0429(13) Uani 1 1 d . . . H12 H 0.1124 -0.1591 0.2332 0.051 Uiso 1 1 calc R . . C33 C -0.3029(4) -0.0552(4) 0.4594(4) 0.0363(12) Uani 1 1 d . . . H33A H -0.3572 -0.0912 0.3968 0.044 Uiso 1 1 calc R . . H33B H -0.3201 -0.1171 0.4889 0.044 Uiso 1 1 calc R . . C30 C 0.3251(5) 0.4133(4) 0.5417(4) 0.0464(14) Uani 1 1 d . . . H30A H 0.3527 0.4599 0.4969 0.056 Uiso 1 1 calc R . . H30B H 0.2989 0.4548 0.5951 0.056 Uiso 1 1 calc R . . O25 O 0.0809(3) 0.4135(5) 0.0156(3) 0.0986(19) Uani 1 1 d . . . H25 H 0.1449 0.4435 0.0512 0.148 Uiso 1 1 calc R . . C37 C -0.4118(5) 0.2344(4) 0.4187(4) 0.0450(13) Uani 1 1 d . . . H37A H -0.4853 0.1936 0.4398 0.068 Uiso 1 1 calc R . . H37B H -0.4036 0.3059 0.4099 0.068 Uiso 1 1 calc R . . H37C H -0.3488 0.2548 0.4688 0.068 Uiso 1 1 calc R . . C25 C -0.0053(5) 0.3500(6) 0.0610(4) 0.0568(16) Uani 1 1 d . . . C39 C 0.0492(5) 0.5927(5) 0.3219(4) 0.0507(15) Uani 1 1 d . . . H39A H -0.0250 0.5399 0.2764 0.061 Uiso 1 1 calc R . . H39B H 0.0973 0.6542 0.2939 0.061 Uiso 1 1 calc R . . C34 C -0.3221(5) 0.0384(4) 0.5280(4) 0.0485(14) Uani 1 1 d . . . H34A H -0.3984 0.0022 0.5462 0.073 Uiso 1 1 calc R . . H34B H -0.3171 0.0935 0.4951 0.073 Uiso 1 1 calc R . . H34C H -0.2633 0.0802 0.5873 0.073 Uiso 1 1 calc R . . C31 C 0.4245(5) 0.4075(6) 0.5859(5) 0.076(2) Uani 1 1 d . . . H31A H 0.4836 0.4864 0.6261 0.114 Uiso 1 1 calc R . . H31B H 0.4571 0.3750 0.5331 0.114 Uiso 1 1 calc R . . H31C H 0.3971 0.3574 0.6271 0.114 Uiso 1 1 calc R . . C40 C 0.0270(6) 0.6497(5) 0.4206(5) 0.0716(19) Uani 1 1 d . . . H40A H -0.0036 0.7000 0.4129 0.107 Uiso 1 1 calc R . . H40B H 0.0990 0.6970 0.4678 0.107 Uiso 1 1 calc R . . H40C H -0.0289 0.5890 0.4448 0.107 Uiso 1 1 calc R . . N1 N 0.0000 0.0000 0.0000 0.0405(15) Uani 1 2 d S . . C50 C 0.125(3) 0.038(2) 0.032(2) 0.186(10) Uiso 0.50 1 d P . . C51 C -0.005(2) 0.068(2) 0.097(2) 0.168(9) Uiso 0.50 1 d P . . C52 C -0.017(2) -0.044(3) 0.082(2) 0.166(9) Uiso 0.50 1 d P . . C53 C -0.027(3) -0.126(3) -0.015(3) 0.223(13) Uiso 0.50 1 d P . . O60 O -0.3337(4) 0.1324(4) -0.1991(3) 0.0591(11) Uani 1 1 d . . . H60 H -0.3642 0.0781 -0.2533 0.089 Uiso 1 1 calc R . . C61 C -0.3503(11) 0.2193(8) -0.2005(6) 0.141(4) Uani 1 1 d . . . H61A H -0.2735 0.2902 -0.1783 0.169 Uiso 1 1 calc R . . H61B H -0.3953 0.2279 -0.1476 0.169 Uiso 1 1 calc R . . C62 C -0.4010(6) 0.2288(6) -0.2802(5) 0.077(2) Uani 1 1 d . . . H62A H -0.4008 0.3035 -0.2603 0.115 Uiso 1 1 calc R . . H62B H -0.4802 0.1643 -0.3021 0.115 Uiso 1 1 calc R . . H62C H -0.3574 0.2252 -0.3342 0.115 Uiso 1 1 calc R . . O63 O 0.5579(3) 0.2769(3) 0.1260(2) 0.0396(8) Uani 1 1 d . . . H63 H 0.5304 0.3071 0.1701 0.059 Uiso 0.651(18) 1 calc PR A 1 H63B H 0.5080 0.2647 0.1628 0.059 Uiso 0.349(18) 1 calc PR A 2 C64 C 0.6474(9) 0.3653(9) 0.0989(10) 0.044(3) Uani 0.651(18) 1 d P A 1 H64A H 0.6148 0.3847 0.0495 0.053 Uiso 0.651(18) 1 calc PR A 1 H64B H 0.6987 0.3364 0.0684 0.053 Uiso 0.651(18) 1 calc PR A 1 C65 C 0.7139(13) 0.4704(10) 0.1837(9) 0.075(4) Uani 0.651(18) 1 d P A 1 H65A H 0.7757 0.5303 0.1626 0.113 Uiso 0.651(18) 1 calc PR A 1 H65B H 0.7471 0.4515 0.2322 0.113 Uiso 0.651(18) 1 calc PR A 1 H65C H 0.6636 0.5001 0.2132 0.113 Uiso 0.651(18) 1 calc PR A 1 C64B C 0.6439(15) 0.4002(17) 0.1602(16) 0.025(5) Uani 0.349(18) 1 d P A 2 H64C H 0.6831 0.4209 0.2271 0.030 Uiso 0.349(18) 1 calc PR A 2 H64D H 0.6053 0.4474 0.1643 0.030 Uiso 0.349(18) 1 calc PR A 2 C65B C 0.7343(17) 0.4317(16) 0.0925(15) 0.048(6) Uani 0.349(18) 1 d P A 2 H65D H 0.7904 0.5153 0.1190 0.072 Uiso 0.349(18) 1 calc PR A 2 H65E H 0.6964 0.4136 0.0266 0.072 Uiso 0.349(18) 1 calc PR A 2 H65F H 0.7737 0.3860 0.0887 0.072 Uiso 0.349(18) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0241(9) 0.0222(8) 0.0301(9) 0.0079(7) 0.0076(7) 0.0089(7) O4 0.044(2) 0.060(2) 0.071(3) 0.045(2) 0.0338(19) 0.039(2) O6 0.040(2) 0.062(2) 0.053(2) 0.044(2) 0.0320(17) 0.0367(19) O13 0.028(2) 0.0344(19) 0.083(3) 0.018(2) 0.0210(19) 0.0201(16) O20 0.051(2) 0.0218(16) 0.043(2) -0.0016(15) -0.0187(17) 0.0182(17) C3 0.019(2) 0.024(2) 0.022(2) 0.011(2) 0.0082(19) 0.007(2) C1 0.022(2) 0.022(2) 0.027(3) 0.008(2) 0.008(2) 0.010(2) C16 0.022(2) 0.024(2) 0.020(2) 0.0038(19) 0.0004(19) 0.012(2) C14 0.022(2) 0.021(2) 0.023(2) 0.0062(19) -0.0028(19) 0.008(2) C15 0.019(2) 0.024(2) 0.022(2) 0.006(2) 0.0015(19) 0.010(2) C8 0.026(3) 0.021(2) 0.020(2) 0.0077(19) 0.0067(19) 0.013(2) O11 0.031(2) 0.0218(18) 0.101(3) -0.0053(19) 0.004(2) 0.0105(17) C13 0.026(3) 0.032(3) 0.044(3) 0.006(2) 0.007(2) 0.020(2) C11 0.026(3) 0.018(2) 0.046(3) 0.002(2) 0.004(2) 0.008(2) C2 0.025(3) 0.024(2) 0.022(2) 0.005(2) 0.0076(19) 0.013(2) C7 0.023(3) 0.031(2) 0.025(2) 0.012(2) 0.005(2) 0.014(2) C29 0.033(3) 0.025(2) 0.024(3) 0.007(2) 0.007(2) 0.009(2) O18 0.109(4) 0.034(2) 0.065(3) -0.004(2) -0.058(3) 0.035(2) C10 0.025(3) 0.025(2) 0.026(3) 0.011(2) 0.004(2) 0.014(2) C28 0.024(3) 0.029(2) 0.035(3) 0.016(2) 0.015(2) 0.014(2) C6 0.029(3) 0.030(2) 0.030(3) 0.016(2) 0.013(2) 0.015(2) C20 0.037(3) 0.024(2) 0.032(3) 0.002(2) -0.004(2) 0.020(2) C24 0.031(3) 0.042(3) 0.033(3) 0.017(2) 0.010(2) 0.027(2) C26 0.038(4) 0.148(7) 0.029(3) 0.034(4) 0.012(3) 0.029(4) C9 0.027(3) 0.024(2) 0.018(2) 0.0070(19) 0.0064(19) 0.015(2) C22 0.031(3) 0.031(2) 0.030(3) 0.010(2) 0.007(2) 0.021(2) C21 0.027(3) 0.029(2) 0.034(3) 0.009(2) 0.003(2) 0.019(2) C32 0.027(3) 0.027(2) 0.024(3) 0.006(2) 0.001(2) 0.010(2) C17 0.032(3) 0.024(2) 0.025(3) 0.003(2) -0.001(2) 0.016(2) C4 0.030(3) 0.038(3) 0.039(3) 0.017(2) 0.012(2) 0.023(2) C19 0.070(4) 0.028(3) 0.036(3) -0.012(2) -0.029(3) 0.029(3) C18 0.063(4) 0.038(3) 0.031(3) -0.005(2) -0.022(3) 0.034(3) C5 0.034(3) 0.049(3) 0.044(3) 0.029(3) 0.026(2) 0.031(3) C23 0.032(3) 0.033(3) 0.024(2) 0.012(2) 0.008(2) 0.024(2) C36 0.032(3) 0.033(3) 0.037(3) 0.013(2) 0.007(2) 0.017(2) O27 0.039(3) 0.128(4) 0.041(3) 0.039(3) -0.004(2) 0.010(3) C38 0.026(3) 0.025(2) 0.038(3) 0.008(2) 0.010(2) 0.009(2) C27 0.027(3) 0.088(4) 0.031(3) 0.012(3) -0.002(3) 0.023(3) C35 0.028(3) 0.026(2) 0.033(3) 0.007(2) 0.006(2) 0.016(2) C12 0.029(3) 0.024(3) 0.062(4) -0.004(2) 0.006(3) 0.013(2) C33 0.027(3) 0.042(3) 0.036(3) 0.015(2) 0.012(2) 0.013(2) C30 0.053(4) 0.030(3) 0.036(3) 0.005(2) 0.012(3) 0.009(3) O25 0.038(3) 0.185(5) 0.052(3) 0.070(3) 0.018(2) 0.021(3) C37 0.042(3) 0.042(3) 0.053(4) 0.015(3) 0.020(3) 0.022(3) C25 0.031(3) 0.093(5) 0.045(4) 0.031(3) 0.016(3) 0.025(3) C39 0.052(4) 0.046(3) 0.072(4) 0.021(3) 0.026(3) 0.037(3) C34 0.044(3) 0.048(3) 0.064(4) 0.024(3) 0.022(3) 0.028(3) C31 0.051(4) 0.068(4) 0.057(4) -0.006(3) -0.003(3) 0.004(4) C40 0.075(5) 0.060(4) 0.090(5) 0.012(4) 0.036(4) 0.049(4) N1 0.058(4) 0.048(4) 0.027(3) 0.002(3) 0.009(3) 0.040(3) O60 0.070(3) 0.080(3) 0.043(2) 0.017(2) 0.001(2) 0.052(3) C61 0.291(14) 0.114(7) 0.083(6) 0.054(6) 0.052(8) 0.137(9) C62 0.069(5) 0.083(5) 0.089(5) 0.033(4) 0.002(4) 0.042(4) O63 0.034(2) 0.0377(19) 0.046(2) 0.0159(17) 0.0097(17) 0.0160(17) C64 0.050(8) 0.054(7) 0.046(7) 0.020(6) 0.020(6) 0.037(7) C65 0.076(9) 0.031(6) 0.087(10) 0.028(6) -0.008(8) -0.002(7) C64B 0.021(10) 0.027(11) 0.037(11) 0.019(9) 0.025(9) 0.014(9) C65B 0.035(12) 0.046(11) 0.078(15) 0.043(10) 0.038(10) 0.019(10) _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 O4 C4 1.381(5) . ? O6 C6 1.382(5) . ? O13 C13 1.374(5) . ? O20 C20 1.383(5) . ? C3 C4 1.389(6) . ? C3 C2 1.398(5) . ? C3 C7 1.530(5) . ? C1 C6 1.390(6) . ? C1 C2 1.392(6) . ? C1 C28 1.520(6) . ? C16 C15 1.382(5) . ? C16 C17 1.395(6) . ? C14 C10 1.527(6) . ? C14 C15 1.528(5) . ? C14 C32 1.535(6) . ? C15 C20 1.385(6) . ? C8 C13 1.386(6) . ? C8 C9 1.387(6) . ? C8 C7 1.530(6) . ? O11 C11 1.377(5) . ? C13 C12 1.397(6) . ? C11 C10 1.383(6) . ? C11 C12 1.388(6) . ? C7 C29 1.534(6) . ? C29 C30 1.519(6) . ? O18 C18 1.387(5) . ? C10 C9 1.394(6) . ? C28 C24 1.516(6) . ? C28 C38 1.539(6) . ? C6 C5 1.386(6) . ? C20 C19 1.389(6) . ? C24 C25 1.386(7) . ? C24 C23 1.388(6) . ? C26 C25 1.380(8) . ? C26 C27 1.382(8) . ? C22 C27 1.380(7) . ? C22 C23 1.394(6) . ? C22 C21 1.525(6) . ? C21 C35 1.527(6) . ? C21 C17 1.531(5) . ? C32 C33 1.533(6) . ? C17 C18 1.388(6) . ? C4 C5 1.394(6) . ? C19 C18 1.377(6) . ? C36 C37 1.512(6) . ? C36 C35 1.523(6) . ? O27 C27 1.386(6) . ? C38 C39 1.508(6) . ? C33 C34 1.508(7) . ? C30 C31 1.513(8) . ? O25 C25 1.383(6) . ? C39 C40 1.520(8) . ? N1 C52 1.45(3) . ? N1 C52 1.45(3) 2 ? N1 C51 1.46(3) 2 ? N1 C51 1.46(3) . ? N1 C50 1.52(3) . ? N1 C50 1.52(3) 2 ? N1 C53 1.54(4) . ? N1 C53 1.54(4) 2 ? C50 C52 1.97(4) . ? C51 C52 1.42(3) . ? C51 C53 1.57(4) 2 ? C52 C53 1.47(4) . ? C53 C51 1.57(4) 2 ? O60 C61 1.314(8) . ? C61 C62 1.397(10) . ? O63 C64 1.405(11) . ? O63 C64B 1.45(2) . ? C64 C65 1.459(19) . ? C64B C65B 1.54(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 C3 C2 116.7(4) . . ? C4 C3 C7 121.5(4) . . ? C2 C3 C7 121.8(4) . . ? C6 C1 C2 116.8(4) . . ? C6 C1 C28 120.8(3) . . ? C2 C1 C28 122.4(4) . . ? C15 C16 C17 123.8(4) . . ? C10 C14 C15 110.8(3) . . ? C10 C14 C32 112.5(3) . . ? C15 C14 C32 111.9(3) . . ? C16 C15 C20 117.4(4) . . ? C16 C15 C14 121.1(4) . . ? C20 C15 C14 121.4(3) . . ? C13 C8 C9 117.1(4) . . ? C13 C8 C7 121.5(4) . . ? C9 C8 C7 121.4(3) . . ? O13 C13 C8 120.4(4) . . ? O13 C13 C12 119.3(4) . . ? C8 C13 C12 120.3(4) . . ? O11 C11 C10 123.5(4) . . ? O11 C11 C12 115.6(4) . . ? C10 C11 C12 120.9(4) . . ? C1 C2 C3 124.0(4) . . ? C8 C7 C3 111.4(3) . . ? C8 C7 C29 112.3(3) . . ? C3 C7 C29 112.9(3) . . ? C30 C29 C7 114.9(4) . . ? C11 C10 C9 116.8(4) . . ? C11 C10 C14 121.7(4) . . ? C9 C10 C14 121.6(4) . . ? C24 C28 C1 110.9(3) . . ? C24 C28 C38 112.7(4) . . ? C1 C28 C38 112.8(4) . . ? O6 C6 C5 120.5(4) . . ? O6 C6 C1 117.9(3) . . ? C5 C6 C1 121.6(4) . . ? O20 C20 C15 118.2(4) . . ? O20 C20 C19 121.0(4) . . ? C15 C20 C19 120.8(4) . . ? C25 C24 C23 116.3(4) . . ? C25 C24 C28 121.4(4) . . ? C23 C24 C28 122.2(4) . . ? C25 C26 C27 120.0(5) . . ? C8 C9 C10 124.4(4) . . ? C27 C22 C23 116.0(4) . . ? C27 C22 C21 121.7(4) . . ? C23 C22 C21 122.3(4) . . ? C22 C21 C35 112.4(4) . . ? C22 C21 C17 110.9(3) . . ? C35 C21 C17 113.4(3) . . ? C33 C32 C14 112.5(4) . . ? C18 C17 C16 116.5(4) . . ? C18 C17 C21 122.3(4) . . ? C16 C17 C21 121.3(4) . . ? O4 C4 C3 120.6(4) . . ? O4 C4 C5 118.0(4) . . ? C3 C4 C5 121.5(4) . . ? C18 C19 C20 119.8(4) . . ? C19 C18 O18 118.2(4) . . ? C19 C18 C17 121.6(4) . . ? O18 C18 C17 120.2(4) . . ? C6 C5 C4 119.5(4) . . ? C24 C23 C22 124.7(4) . . ? C37 C36 C35 112.4(4) . . ? C39 C38 C28 113.8(4) . . ? C22 C27 C26 121.7(5) . . ? C22 C27 O27 118.9(5) . . ? C26 C27 O27 119.4(5) . . ? C36 C35 C21 114.3(4) . . ? C11 C12 C13 120.5(4) . . ? C34 C33 C32 113.4(4) . . ? C31 C30 C29 114.0(4) . . ? C26 C25 O25 115.9(5) . . ? C26 C25 C24 121.3(5) . . ? O25 C25 C24 122.8(5) . . ? C38 C39 C40 113.5(5) . . ? C52 N1 C52 180(2) . 2 ? C52 N1 C51 121.7(12) . 2 ? C52 N1 C51 58.3(12) 2 2 ? C52 N1 C51 58.3(12) . . ? C52 N1 C51 121.7(12) 2 . ? C51 N1 C51 180(3) 2 . ? C52 N1 C50 83.0(14) . . ? C52 N1 C50 97.0(14) 2 . ? C51 N1 C50 89.1(14) 2 . ? C51 N1 C50 90.9(14) . . ? C52 N1 C50 97.0(14) . 2 ? C52 N1 C50 83.0(14) 2 2 ? C51 N1 C50 90.9(14) 2 2 ? C51 N1 C50 89.1(14) . 2 ? C50 N1 C50 180.0(9) . 2 ? C52 N1 C53 59.0(13) . . ? C52 N1 C53 121.0(13) 2 . ? C51 N1 C53 63.1(14) 2 . ? C51 N1 C53 116.9(14) . . ? C50 N1 C53 87.8(15) . . ? C50 N1 C53 92.2(15) 2 . ? C52 N1 C53 121.0(13) . 2 ? C52 N1 C53 59.0(13) 2 2 ? C51 N1 C53 116.9(14) 2 2 ? C51 N1 C53 63.1(14) . 2 ? C50 N1 C53 92.2(15) . 2 ? C50 N1 C53 87.8(15) 2 2 ? C53 N1 C53 180(4) . 2 ? N1 C50 C52 47.1(11) . . ? C52 C51 N1 60.6(16) . . ? C52 C51 C53 121(3) . 2 ? N1 C51 C53 60.9(18) . 2 ? C51 C52 N1 61.1(16) . . ? C51 C52 C53 124(3) . . ? N1 C52 C53 63.4(18) . . ? C51 C52 C50 75.7(18) . . ? N1 C52 C50 49.9(11) . . ? C53 C52 C50 74.4(19) . . ? C52 C53 N1 57.6(17) . . ? C52 C53 C51 113(3) . 2 ? N1 C53 C51 56.0(16) . 2 ? O60 C61 C62 127.2(8) . . ? C64 O63 C64B 36.2(6) . . ? O63 C64 C65 111.3(12) . . ? O63 C64B C65B 112.8(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C17 C16 C15 C20 1.2(6) . . . . ? C17 C16 C15 C14 -177.4(4) . . . . ? C10 C14 C15 C16 -85.3(5) . . . . ? C32 C14 C15 C16 41.2(5) . . . . ? C10 C14 C15 C20 96.2(5) . . . . ? C32 C14 C15 C20 -137.3(4) . . . . ? C9 C8 C13 O13 180.0(4) . . . . ? C7 C8 C13 O13 -2.0(6) . . . . ? C9 C8 C13 C12 -1.4(6) . . . . ? C7 C8 C13 C12 176.6(4) . . . . ? C6 C1 C2 C3 0.1(6) . . . . ? C28 C1 C2 C3 178.9(4) . . . . ? C4 C3 C2 C1 -1.1(6) . . . . ? C7 C3 C2 C1 178.6(4) . . . . ? C13 C8 C7 C3 91.4(5) . . . . ? C9 C8 C7 C3 -90.7(4) . . . . ? C13 C8 C7 C29 -140.8(4) . . . . ? C9 C8 C7 C29 37.1(5) . . . . ? C4 C3 C7 C8 -92.7(5) . . . . ? C2 C3 C7 C8 87.7(5) . . . . ? C4 C3 C7 C29 139.8(4) . . . . ? C2 C3 C7 C29 -39.8(6) . . . . ? C8 C7 C29 C30 166.5(4) . . . . ? C3 C7 C29 C30 -66.5(5) . . . . ? O11 C11 C10 C9 179.7(4) . . . . ? C12 C11 C10 C9 1.0(7) . . . . ? O11 C11 C10 C14 0.4(7) . . . . ? C12 C11 C10 C14 -178.3(4) . . . . ? C15 C14 C10 C11 -91.9(5) . . . . ? C32 C14 C10 C11 141.9(4) . . . . ? C15 C14 C10 C9 88.7(4) . . . . ? C32 C14 C10 C9 -37.4(5) . . . . ? C6 C1 C28 C24 95.6(5) . . . . ? C2 C1 C28 C24 -83.2(5) . . . . ? C6 C1 C28 C38 -137.0(4) . . . . ? C2 C1 C28 C38 44.2(6) . . . . ? C2 C1 C6 O6 179.9(4) . . . . ? C28 C1 C6 O6 1.1(6) . . . . ? C2 C1 C6 C5 1.1(7) . . . . ? C28 C1 C6 C5 -177.7(4) . . . . ? C16 C15 C20 O20 179.5(4) . . . . ? C14 C15 C20 O20 -2.0(6) . . . . ? C16 C15 C20 C19 1.5(7) . . . . ? C14 C15 C20 C19 -180.0(4) . . . . ? C1 C28 C24 C25 -92.2(5) . . . . ? C38 C28 C24 C25 140.3(5) . . . . ? C1 C28 C24 C23 88.7(5) . . . . ? C38 C28 C24 C23 -38.7(5) . . . . ? C13 C8 C9 C10 0.5(6) . . . . ? C7 C8 C9 C10 -177.5(4) . . . . ? C11 C10 C9 C8 -0.3(6) . . . . ? C14 C10 C9 C8 179.1(3) . . . . ? C27 C22 C21 C35 -143.1(4) . . . . ? C23 C22 C21 C35 36.0(5) . . . . ? C27 C22 C21 C17 88.7(5) . . . . ? C23 C22 C21 C17 -92.2(5) . . . . ? C10 C14 C32 C33 -171.4(3) . . . . ? C15 C14 C32 C33 63.0(4) . . . . ? C15 C16 C17 C18 -1.9(7) . . . . ? C15 C16 C17 C21 178.3(4) . . . . ? C22 C21 C17 C18 -94.3(5) . . . . ? C35 C21 C17 C18 138.1(5) . . . . ? C22 C21 C17 C16 85.5(5) . . . . ? C35 C21 C17 C16 -42.1(6) . . . . ? C2 C3 C4 O4 179.2(4) . . . . ? C7 C3 C4 O4 -0.4(7) . . . . ? C2 C3 C4 C5 1.0(7) . . . . ? C7 C3 C4 C5 -178.7(4) . . . . ? O20 C20 C19 C18 178.7(5) . . . . ? C15 C20 C19 C18 -3.3(8) . . . . ? C20 C19 C18 O18 -177.3(5) . . . . ? C20 C19 C18 C17 2.5(9) . . . . ? C16 C17 C18 C19 0.0(8) . . . . ? C21 C17 C18 C19 179.8(5) . . . . ? C16 C17 C18 O18 179.8(5) . . . . ? C21 C17 C18 O18 -0.5(8) . . . . ? O6 C6 C5 C4 -180.0(4) . . . . ? C1 C6 C5 C4 -1.2(7) . . . . ? O4 C4 C5 C6 -178.2(4) . . . . ? C3 C4 C5 C6 0.1(7) . . . . ? C25 C24 C23 C22 -0.8(6) . . . . ? C28 C24 C23 C22 178.3(4) . . . . ? C27 C22 C23 C24 1.4(6) . . . . ? C21 C22 C23 C24 -177.7(4) . . . . ? C24 C28 C38 C39 -62.8(5) . . . . ? C1 C28 C38 C39 170.8(4) . . . . ? C23 C22 C27 C26 -1.8(8) . . . . ? C21 C22 C27 C26 177.3(5) . . . . ? C23 C22 C27 O27 178.7(5) . . . . ? C21 C22 C27 O27 -2.1(7) . . . . ? C25 C26 C27 C22 1.8(10) . . . . ? C25 C26 C27 O27 -178.8(6) . . . . ? C37 C36 C35 C21 -173.5(4) . . . . ? C22 C21 C35 C36 168.2(3) . . . . ? C17 C21 C35 C36 -65.0(5) . . . . ? O11 C11 C12 C13 179.2(5) . . . . ? C10 C11 C12 C13 -2.0(8) . . . . ? O13 C13 C12 C11 -179.2(4) . . . . ? C8 C13 C12 C11 2.2(8) . . . . ? C14 C32 C33 C34 -153.6(4) . . . . ? C7 C29 C30 C31 -72.4(6) . . . . ? C27 C26 C25 O25 179.7(6) . . . . ? C27 C26 C25 C24 -1.1(10) . . . . ? C23 C24 C25 C26 0.6(8) . . . . ? C28 C24 C25 C26 -178.5(5) . . . . ? C23 C24 C25 O25 179.7(5) . . . . ? C28 C24 C25 O25 0.6(8) . . . . ? C28 C38 C39 C40 176.0(5) . . . . ? C52 N1 C50 C52 180.000(1) 2 . . . ? C51 N1 C50 C52 -122.1(12) 2 . . . ? C51 N1 C50 C52 57.9(12) . . . . ? C50 N1 C50 C52 159(52) 2 . . . ? C53 N1 C50 C52 -59.0(14) . . . . ? C53 N1 C50 C52 121.0(14) 2 . . . ? C52 N1 C51 C52 180.000(1) 2 . . . ? C51 N1 C51 C52 135(11) 2 . . . ? C50 N1 C51 C52 -81.2(17) . . . . ? C50 N1 C51 C52 98.8(17) 2 . . . ? C53 N1 C51 C52 7(2) . . . . ? C53 N1 C51 C52 -173(2) 2 . . . ? C52 N1 C51 C53 173(2) . . . 2 ? C52 N1 C51 C53 -7(2) 2 . . 2 ? C51 N1 C51 C53 -51(11) 2 . . 2 ? C50 N1 C51 C53 92.1(18) . . . 2 ? C50 N1 C51 C53 -87.9(18) 2 . . 2 ? C53 N1 C51 C53 180.000(2) . . . 2 ? C53 C51 C52 N1 -7(2) 2 . . . ? N1 C51 C52 C53 -8(3) . . . . ? C53 C51 C52 C53 -14(5) 2 . . . ? N1 C51 C52 C50 51.8(11) . . . . ? C53 C51 C52 C50 45(3) 2 . . . ? C52 N1 C52 C51 -84(100) 2 . . . ? C51 N1 C52 C51 180.000(3) 2 . . . ? C50 N1 C52 C51 95.4(17) . . . . ? C50 N1 C52 C51 -84.6(17) 2 . . . ? C53 N1 C52 C51 -173(2) . . . . ? C53 N1 C52 C51 7(2) 2 . . . ? C52 N1 C52 C53 89(100) 2 . . . ? C51 N1 C52 C53 -7(2) 2 . . . ? C51 N1 C52 C53 173(2) . . . . ? C50 N1 C52 C53 -91.6(19) . . . . ? C50 N1 C52 C53 88.4(19) 2 . . . ? C53 N1 C52 C53 180.000(2) 2 . . . ? C52 N1 C52 C50 -180(100) 2 . . . ? C51 N1 C52 C50 84.6(17) 2 . . . ? C51 N1 C52 C50 -95.4(17) . . . . ? C50 N1 C52 C50 180.0 2 . . . ? C53 N1 C52 C50 91.6(19) . . . . ? C53 N1 C52 C50 -88.4(19) 2 . . . ? N1 C50 C52 C51 -64.2(16) . . . . ? N1 C50 C52 C53 68.2(18) . . . . ? C51 C52 C53 N1 7(3) . . . . ? C50 C52 C53 N1 -52.6(11) . . . . ? C51 C52 C53 C51 13(5) . . . 2 ? N1 C52 C53 C51 6(2) . . . 2 ? C50 C52 C53 C51 -47(2) . . . 2 ? C52 N1 C53 C52 180.000(1) 2 . . . ? C51 N1 C53 C52 173(2) 2 . . . ? C51 N1 C53 C52 -7(2) . . . . ? C50 N1 C53 C52 83.2(17) . . . . ? C50 N1 C53 C52 -96.8(17) 2 . . . ? C53 N1 C53 C52 -157(100) 2 . . . ? C52 N1 C53 C51 -173(2) . . . 2 ? C52 N1 C53 C51 7(2) 2 . . 2 ? C51 N1 C53 C51 180.000(3) . . . 2 ? C50 N1 C53 C51 -90.1(17) . . . 2 ? C50 N1 C53 C51 89.9(17) 2 . . 2 ? C53 N1 C53 C51 29(100) 2 . . 2 ? C64B O63 C64 C65 11.4(11) . . . . ? C64 O63 C64B C65B -12.9(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4 O13 0.84 1.93 2.734(4) 160.7 . O6 H6 Cl1 0.84 2.28 3.111(3) 171.7 . O13 H13 O60 0.84 1.99 2.749(5) 150.1 2 O20 H20 Cl1 0.84 2.30 3.139(3) 177.4 1_445 O11 H11 O20 0.84 1.99 2.826(5) 179.5 . O18 H18 O27 0.84 1.86 2.697(6) 175.3 . O27 H27 O60 0.84 1.84 2.660(5) 165.9 . O25 H25 O6 0.84 1.98 2.796(5) 163.7 . O60 H60 O13 0.84 2.31 2.749(5) 112.8 2 O63 H63B O4 0.84 1.87 2.705(5) 173.0 . O63 H63B O4 0.84 1.87 2.705(5) 173.0 . _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.462 _refine_diff_density_min -0.411 _refine_diff_density_rms 0.081 #===END data_4(3)2Br4EtOH _database_code_CSD 196097 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H132 Br N O20' _chemical_formula_weight 1651.90 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.3833(2) _cell_length_b 13.7536(2) _cell_length_c 14.4512(3) _cell_angle_alpha 106.6801(5) _cell_angle_beta 91.0839(5) _cell_angle_gamma 117.2219(5) _cell_volume 2230.35(7) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 886 _exptl_absorpt_coefficient_mu 0.530 _exptl_absorpt_correction_type 'not used' _exptl_absorpt_correction_T_min 0.8573 _exptl_absorpt_correction_T_max 0.8790 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12083 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0883 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 24.99 _reflns_number_total 7741 _reflns_number_gt 5376 _reflns_threshold_expression >2sigma(I) _computing_data_collection collect _computing_cell_refinement 'Denzo-SMN' _computing_data_reduction 'Denzo-SMN' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1172P)^2^+0.7021P] 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 7741 _refine_ls_number_parameters 531 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1071 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.1974 _refine_ls_wR_factor_gt 0.1680 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.5000 1.0000 1.0000 0.0269(2) Uani 1 2 d S . . O4 O 0.3097(3) 0.7788(2) 0.8221(2) 0.0488(9) Uani 1 1 d . . . H4 H 0.3598 0.8348 0.8684 0.073 Uiso 1 1 calc R . . O6 O 0.4291(4) 0.5745(3) 0.9754(3) 0.0746(14) Uani 1 1 d . . . H6 H 0.3915 0.5170 0.9934 0.112 Uiso 1 1 calc R . . C3 C 0.2373(3) 0.5769(3) 0.7454(3) 0.0224(8) Uani 1 1 d . . . C2 C 0.2356(3) 0.4753(3) 0.7482(3) 0.0221(8) Uani 1 1 d . . . H2 H 0.1884 0.4056 0.6958 0.026 Uiso 1 1 calc R . . C1 C 0.2976(3) 0.4693(3) 0.8216(3) 0.0268(9) Uani 1 1 d . . . C4 C 0.3053(4) 0.6762(3) 0.8240(3) 0.0345(11) Uani 1 1 d . . . C6 C 0.3629(4) 0.5711(4) 0.8995(3) 0.0456(13) Uani 1 1 d . . . C5 C 0.3675(5) 0.6752(4) 0.9000(4) 0.0517(14) Uani 1 1 d . . . H5 H 0.4135 0.7448 0.9529 0.062 Uiso 1 1 calc R . . C7 C 0.1701(3) 0.5783(3) 0.6603(3) 0.0229(9) Uani 1 1 d . . . H7 H 0.2070 0.6603 0.6607 0.027 Uiso 1 1 calc R . . C8 C 0.0481(3) 0.5457(3) 0.6754(3) 0.0214(8) Uani 1 1 d . . . C9 C -0.0389(3) 0.4310(3) 0.6435(3) 0.0206(8) Uani 1 1 d . . . H9 H -0.0194 0.3728 0.6119 0.025 Uiso 1 1 calc R . . C10 C -0.1518(3) 0.3954(3) 0.6542(3) 0.0214(8) Uani 1 1 d . . . C11 C -0.1774(3) 0.4821(3) 0.7033(3) 0.0323(10) Uani 1 1 d . . . O11 O -0.2869(2) 0.4554(2) 0.7172(3) 0.0479(9) Uani 1 1 d . . . H11 H -0.3178 0.3929 0.7294 0.072 Uiso 1 1 calc R . . C12 C -0.0938(4) 0.5972(4) 0.7363(4) 0.0437(12) Uani 1 1 d . . . H12 H -0.1131 0.6552 0.7688 0.052 Uiso 1 1 calc R . . C13 C 0.0175(4) 0.6293(3) 0.7227(3) 0.0334(10) Uani 1 1 d . . . O13 O 0.0944(3) 0.7461(2) 0.7583(3) 0.0572(10) Uani 1 1 d . . . H13 H 0.1601 0.7555 0.7722 0.086 Uiso 1 1 calc R . . C14 C -0.2437(3) 0.2688(3) 0.6136(3) 0.0242(9) Uani 1 1 d . . . H14 H -0.3179 0.2682 0.6020 0.029 Uiso 1 1 calc R . . C15 C -0.2542(3) 0.2069(3) 0.6880(3) 0.0246(9) Uani 1 1 d . . . C16 C -0.1865(3) 0.1564(3) 0.6974(3) 0.0240(9) Uani 1 1 d . . . H16 H -0.1306 0.1632 0.6565 0.029 Uiso 1 1 calc R . . C17 C -0.1955(3) 0.0969(3) 0.7624(3) 0.0250(9) Uani 1 1 d . . . C18 C -0.2767(4) 0.0894(3) 0.8222(3) 0.0314(10) Uani 1 1 d . . . O18 O -0.2862(3) 0.0312(3) 0.8883(3) 0.0488(9) Uani 1 1 d . . . H18 H -0.3378 0.0319 0.9203 0.073 Uiso 1 1 calc R . . C19 C -0.3450(4) 0.1394(4) 0.8179(3) 0.0368(11) Uani 1 1 d . . . H19 H -0.3992 0.1343 0.8604 0.044 Uiso 1 1 calc R . . C20 C -0.3338(4) 0.1974(3) 0.7507(3) 0.0324(10) Uani 1 1 d . . . O20 O -0.4025(3) 0.2463(3) 0.7458(3) 0.0485(9) Uani 1 1 d . . . H20 H -0.4485 0.2314 0.7850 0.073 Uiso 1 1 calc R . . C21 C -0.1189(3) 0.0439(3) 0.7710(3) 0.0284(9) Uani 1 1 d . . . H21 H -0.1588 -0.0157 0.8031 0.034 Uiso 1 1 calc R . . C22 C -0.0060(3) 0.1338(3) 0.8390(3) 0.0295(10) Uani 1 1 d . . . C23 C 0.0876(3) 0.2035(3) 0.8039(3) 0.0260(9) Uani 1 1 d . . . H23 H 0.0780 0.1943 0.7361 0.031 Uiso 1 1 calc R . . C24 C 0.1934(3) 0.2853(3) 0.8613(3) 0.0275(9) Uani 1 1 d . . . C25 C 0.2038(4) 0.2976(5) 0.9602(4) 0.0536(14) Uani 1 1 d . . . O25 O 0.3064(3) 0.3797(4) 1.0211(3) 0.0798(14) Uani 1 1 d . . . H25 H 0.3102 0.3644 1.0729 0.120 Uiso 1 1 calc R . . C26 C 0.1136(5) 0.2302(6) 0.9984(4) 0.078(2) Uani 1 1 d . . . H26 H 0.1234 0.2392 1.0661 0.093 Uiso 1 1 calc R . . C27 C 0.0094(4) 0.1498(5) 0.9384(4) 0.0565(14) Uani 1 1 d . . . O27 O -0.0747(3) 0.0882(5) 0.9833(3) 0.0966(17) Uani 1 1 d . . . H27 H -0.1364 0.0469 0.9431 0.145 Uiso 1 1 calc R . . C28 C 0.2944(3) 0.3560(3) 0.8182(3) 0.0250(9) Uani 1 1 d . . . H28 H 0.3652 0.3774 0.8620 0.030 Uiso 1 1 calc R . . C29 C 0.1775(3) 0.5044(3) 0.5603(3) 0.0251(9) Uani 1 1 d . . . H29A H 0.1473 0.4235 0.5593 0.030 Uiso 1 1 calc R . . H29B H 0.1288 0.5038 0.5075 0.030 Uiso 1 1 calc R . . C30 C 0.2990(4) 0.5492(4) 0.5396(3) 0.0347(10) Uani 1 1 d . . . H30A H 0.3166 0.6117 0.5115 0.042 Uiso 1 1 calc R . . H30B H 0.3526 0.5832 0.6023 0.042 Uiso 1 1 calc R . . C31 C 0.3188(4) 0.4574(4) 0.4703(4) 0.0481(12) Uani 1 1 d . . . H31A H 0.3108 0.3998 0.5010 0.072 Uiso 1 1 calc R . . H31B H 0.3958 0.4931 0.4552 0.072 Uiso 1 1 calc R . . H31C H 0.2625 0.4193 0.4097 0.072 Uiso 1 1 calc R . . C32 C -0.2265(4) 0.2051(3) 0.5134(3) 0.0304(10) Uani 1 1 d . . . H32A H -0.2089 0.2549 0.4718 0.036 Uiso 1 1 calc R . . H32B H -0.1598 0.1939 0.5239 0.036 Uiso 1 1 calc R . . C33 C -0.3289(4) 0.0882(4) 0.4587(4) 0.0486(13) Uani 1 1 d . . . H33A H -0.3044 0.0444 0.4059 0.058 Uiso 1 1 calc R . . H33B H -0.3560 0.0441 0.5047 0.058 Uiso 1 1 calc R . . C34 C -0.4269(5) 0.0954(5) 0.4141(5) 0.084(2) Uani 1 1 d . . . H34A H -0.4574 0.1310 0.4664 0.125 Uiso 1 1 calc R . . H34B H -0.4869 0.0173 0.3756 0.125 Uiso 1 1 calc R . . H34C H -0.3999 0.1427 0.3713 0.125 Uiso 1 1 calc R . . C35 C -0.1041(4) -0.0209(3) 0.6699(3) 0.0336(10) Uani 1 1 d . . . H35A H -0.1802 -0.0731 0.6277 0.040 Uiso 1 1 calc R . . H35B H -0.0585 0.0364 0.6382 0.040 Uiso 1 1 calc R . . C36 C -0.0460(5) -0.0917(4) 0.6765(4) 0.0526(14) Uani 1 1 d . . . H36A H 0.0280 -0.0404 0.7218 0.063 Uiso 1 1 calc R . . H36B H -0.0940 -0.1522 0.7043 0.063 Uiso 1 1 calc R . . C37 C -0.0256(5) -0.1490(5) 0.5780(5) 0.0751(19) Uani 1 1 d . . . H37A H -0.0984 -0.1980 0.5321 0.113 Uiso 1 1 calc R . . H37B H 0.0080 -0.1968 0.5859 0.113 Uiso 1 1 calc R . . H37C H 0.0266 -0.0893 0.5523 0.113 Uiso 1 1 calc R . . C38 C 0.2974(3) 0.2848(3) 0.7153(3) 0.0270(9) Uani 1 1 d . . . H38A H 0.2869 0.2093 0.7170 0.032 Uiso 1 1 calc R . . H38B H 0.2325 0.2691 0.6686 0.032 Uiso 1 1 calc R . . C39 C 0.4075(4) 0.3441(3) 0.6778(3) 0.0329(10) Uani 1 1 d . . . H39A H 0.4136 0.4150 0.6682 0.039 Uiso 1 1 calc R . . H39B H 0.4732 0.3681 0.7279 0.039 Uiso 1 1 calc R . . C40 C 0.4136(4) 0.2669(4) 0.5822(4) 0.0447(12) Uani 1 1 d . . . H40A H 0.4115 0.1984 0.5920 0.067 Uiso 1 1 calc R . . H40B H 0.4849 0.3097 0.5603 0.067 Uiso 1 1 calc R . . H40C H 0.3486 0.2425 0.5324 0.067 Uiso 1 1 calc R . . N1 N 0.0000 0.5000 1.0000 0.0387(13) Uani 1 2 d S . . C50 C 0.070(4) 0.594(3) 1.101(3) 0.130(13) Uiso 0.25 1 d P . . C51 C -0.027(3) 0.452(3) 1.080(2) 0.193(11) Uiso 0.50 1 d P . . C52 C 0.008(3) 0.616(3) 1.016(3) 0.211(12) Uiso 0.50 1 d P . . C53 C -0.019(3) 0.557(2) 1.097(2) 0.081(8) Uiso 0.25 1 d P . . C54 C 0.129(3) 0.546(3) 1.018(3) 0.232(14) Uiso 0.50 1 d P . . O60 O 0.5531(2) 0.7781(2) 1.1285(2) 0.0409(8) Uani 1 1 d . . . H60 H 0.5188 0.7157 1.0812 0.061 Uiso 0.450(12) 1 calc PR A 1 H60' H 0.5471 0.7436 1.0687 0.061 Uiso 0.550(12) 1 calc PR A 2 C61 C 0.6415(7) 0.8601(7) 1.0988(7) 0.022(3) Uiso 0.450(12) 1 d P A 1 H61A H 0.6109 0.8748 1.0445 0.026 Uiso 0.450(12) 1 calc PR A 1 H61B H 0.6957 0.8320 1.0755 0.026 Uiso 0.450(12) 1 calc PR A 1 C62 C 0.7036(9) 0.9745(9) 1.1901(8) 0.041(3) Uiso 0.450(12) 1 d P A 1 H62A H 0.7667 1.0343 1.1716 0.062 Uiso 0.450(12) 1 calc PR A 1 H62B H 0.7335 0.9588 1.2433 0.062 Uiso 0.450(12) 1 calc PR A 1 H62C H 0.6491 1.0016 1.2123 0.062 Uiso 0.450(12) 1 calc PR A 1 C61B C 0.6430(11) 0.8972(12) 1.1550(11) 0.078(4) Uiso 0.550(12) 1 d P A 2 H61C H 0.6053 0.9455 1.1607 0.093 Uiso 0.550(12) 1 calc PR A 2 H61D H 0.6833 0.9181 1.2216 0.093 Uiso 0.550(12) 1 calc PR A 2 C62B C 0.7291(12) 0.9333(11) 1.0957(10) 0.087(5) Uiso 0.550(12) 1 d P A 2 H62D H 0.7826 1.0163 1.1262 0.131 Uiso 0.550(12) 1 calc PR A 2 H62E H 0.6929 0.9190 1.0301 0.131 Uiso 0.550(12) 1 calc PR A 2 H62F H 0.7705 0.8894 1.0903 0.131 Uiso 0.550(12) 1 calc PR A 2 O63 O 0.3352(3) 0.3684(3) 1.1993(3) 0.0584(10) Uani 1 1 d . . . H63 H 0.3125 0.3956 1.2489 0.088 Uiso 0.667(15) 1 calc PR B 1 H63B H 0.3116 0.3961 1.2480 0.088 Uiso 0.333(15) 1 calc PR B 2 C64 C 0.3307(11) 0.2711(9) 1.2008(8) 0.077(4) Uiso 0.667(15) 1 d P B 1 H64A H 0.3531 0.2390 1.1394 0.093 Uiso 0.667(15) 1 calc PR B 1 H64B H 0.2497 0.2158 1.1978 0.093 Uiso 0.667(15) 1 calc PR B 1 C65 C 0.3988(7) 0.2706(7) 1.2831(7) 0.054(3) Uiso 0.667(15) 1 d P B 1 H65A H 0.3864 0.1918 1.2715 0.080 Uiso 0.667(15) 1 calc PR B 1 H65B H 0.3748 0.2966 1.3448 0.080 Uiso 0.667(15) 1 calc PR B 1 H65C H 0.4800 0.3229 1.2871 0.080 Uiso 0.667(15) 1 calc PR B 1 C64B C 0.414(2) 0.3294(18) 1.2318(15) 0.073(7) Uiso 0.333(15) 1 d P B 2 H64C H 0.4868 0.3747 1.2124 0.088 Uiso 0.333(15) 1 calc PR B 2 H64D H 0.4270 0.3605 1.3044 0.088 Uiso 0.333(15) 1 calc PR B 2 C65B C 0.404(3) 0.235(3) 1.214(3) 0.142(13) Uiso 0.333(15) 1 d P B 2 H65D H 0.4709 0.2407 1.2481 0.213 Uiso 0.333(15) 1 calc PR B 2 H65E H 0.3975 0.2014 1.1427 0.213 Uiso 0.333(15) 1 calc PR B 2 H65F H 0.3351 0.1862 1.2350 0.213 Uiso 0.333(15) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0227(3) 0.0237(3) 0.0282(4) 0.0079(2) 0.0077(2) 0.0066(2) O4 0.059(2) 0.0224(15) 0.052(2) -0.0039(14) -0.0280(17) 0.0195(15) O6 0.106(3) 0.0349(18) 0.062(3) -0.0041(17) -0.057(2) 0.031(2) C3 0.016(2) 0.0240(19) 0.023(2) 0.0041(16) 0.0013(17) 0.0090(16) C2 0.020(2) 0.0194(18) 0.022(2) 0.0036(15) 0.0018(17) 0.0073(15) C1 0.030(2) 0.028(2) 0.027(2) 0.0073(17) 0.0021(19) 0.0193(18) C4 0.043(3) 0.025(2) 0.035(3) 0.0013(18) -0.007(2) 0.0220(19) C6 0.061(3) 0.042(3) 0.036(3) 0.000(2) -0.020(2) 0.035(2) C5 0.070(4) 0.032(2) 0.039(3) -0.012(2) -0.029(3) 0.029(2) C7 0.023(2) 0.0238(19) 0.021(2) 0.0089(16) 0.0028(17) 0.0099(16) C8 0.021(2) 0.0245(19) 0.020(2) 0.0083(16) 0.0009(16) 0.0110(16) C9 0.024(2) 0.0227(18) 0.017(2) 0.0076(15) 0.0053(16) 0.0118(16) C10 0.025(2) 0.0242(19) 0.019(2) 0.0080(16) 0.0055(17) 0.0140(16) C11 0.021(2) 0.036(2) 0.039(3) 0.0073(19) 0.0088(19) 0.0158(18) O11 0.0291(18) 0.0353(17) 0.081(3) 0.0171(17) 0.0230(17) 0.0181(14) C12 0.032(3) 0.031(2) 0.063(3) 0.000(2) 0.012(2) 0.020(2) C13 0.027(2) 0.023(2) 0.045(3) 0.0046(18) 0.003(2) 0.0115(18) O13 0.0291(18) 0.0215(15) 0.097(3) -0.0048(16) 0.0038(19) 0.0078(13) C14 0.018(2) 0.0269(19) 0.025(2) 0.0092(16) 0.0080(17) 0.0086(16) C15 0.023(2) 0.0242(19) 0.024(2) 0.0072(16) 0.0075(17) 0.0097(16) C16 0.022(2) 0.0244(19) 0.027(2) 0.0106(16) 0.0087(17) 0.0107(16) C17 0.023(2) 0.0242(19) 0.028(2) 0.0090(16) 0.0096(18) 0.0106(16) C18 0.032(2) 0.037(2) 0.039(3) 0.025(2) 0.017(2) 0.0198(19) O18 0.049(2) 0.079(2) 0.066(2) 0.057(2) 0.0418(18) 0.0478(19) C19 0.036(3) 0.056(3) 0.044(3) 0.033(2) 0.029(2) 0.032(2) C20 0.032(2) 0.039(2) 0.043(3) 0.021(2) 0.017(2) 0.026(2) O20 0.046(2) 0.078(2) 0.071(3) 0.057(2) 0.0445(18) 0.0500(19) C21 0.027(2) 0.028(2) 0.037(3) 0.0184(18) 0.0142(19) 0.0150(17) C22 0.032(2) 0.039(2) 0.032(3) 0.0165(19) 0.014(2) 0.0246(19) C23 0.031(2) 0.030(2) 0.026(2) 0.0119(17) 0.0080(18) 0.0205(18) C24 0.023(2) 0.035(2) 0.031(2) 0.0101(18) 0.0034(18) 0.0195(18) C25 0.029(3) 0.088(4) 0.030(3) 0.013(3) 0.002(2) 0.021(3) O25 0.039(2) 0.124(3) 0.036(2) 0.035(2) -0.0054(18) 0.003(2) C26 0.041(3) 0.139(6) 0.026(3) 0.029(3) 0.008(3) 0.021(4) C27 0.034(3) 0.096(4) 0.039(3) 0.034(3) 0.019(2) 0.023(3) O27 0.038(2) 0.176(5) 0.051(3) 0.062(3) 0.020(2) 0.017(3) C28 0.022(2) 0.027(2) 0.030(2) 0.0078(17) 0.0032(18) 0.0159(17) C29 0.024(2) 0.028(2) 0.020(2) 0.0085(16) 0.0000(17) 0.0086(17) C30 0.026(2) 0.042(2) 0.032(3) 0.0141(19) 0.010(2) 0.0125(19) C31 0.042(3) 0.058(3) 0.059(3) 0.026(3) 0.023(3) 0.031(2) C32 0.032(2) 0.027(2) 0.026(2) 0.0071(17) 0.0090(19) 0.0100(18) C33 0.051(3) 0.030(2) 0.038(3) 0.000(2) 0.005(2) 0.005(2) C34 0.054(4) 0.069(4) 0.077(5) -0.002(3) 0.000(3) 0.005(3) C35 0.025(2) 0.025(2) 0.045(3) 0.0080(18) 0.012(2) 0.0100(18) C36 0.052(3) 0.039(3) 0.075(4) 0.014(2) 0.026(3) 0.031(2) C37 0.072(4) 0.055(3) 0.098(5) 0.005(3) 0.035(4) 0.041(3) C38 0.022(2) 0.028(2) 0.031(2) 0.0062(17) 0.0033(18) 0.0144(17) C39 0.027(2) 0.034(2) 0.038(3) 0.0124(19) 0.007(2) 0.0157(18) C40 0.043(3) 0.046(3) 0.049(3) 0.014(2) 0.022(2) 0.024(2) N1 0.051(4) 0.042(3) 0.026(3) 0.003(2) 0.008(3) 0.031(3) O60 0.0334(18) 0.0381(16) 0.046(2) 0.0111(14) 0.0033(15) 0.0146(14) O63 0.069(3) 0.077(2) 0.046(2) 0.0206(18) 0.0076(19) 0.049(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O4 C4 1.393(4) . ? O6 C6 1.374(5) . ? C3 C4 1.384(5) . ? C3 C2 1.400(5) . ? C3 C7 1.520(5) . ? C2 C1 1.379(5) . ? C1 C6 1.389(6) . ? C1 C28 1.525(5) . ? C4 C5 1.373(6) . ? C6 C5 1.401(6) . ? C7 C8 1.521(5) . ? C7 C29 1.544(5) . ? C8 C9 1.392(5) . ? C8 C13 1.395(5) . ? C9 C10 1.387(5) . ? C10 C11 1.393(5) . ? C10 C14 1.522(5) . ? C11 O11 1.372(5) . ? C11 C12 1.383(6) . ? C12 C13 1.382(6) . ? C13 O13 1.377(5) . ? C14 C15 1.523(5) . ? C14 C32 1.545(5) . ? C15 C20 1.395(6) . ? C15 C16 1.396(5) . ? C16 C17 1.386(5) . ? C17 C18 1.387(6) . ? C17 C21 1.526(5) . ? C18 C19 1.382(6) . ? C18 O18 1.385(5) . ? C19 C20 1.394(6) . ? C20 O20 1.377(5) . ? C21 C22 1.521(6) . ? C21 C35 1.546(6) . ? C22 C27 1.385(6) . ? C22 C23 1.396(6) . ? C23 C24 1.386(6) . ? C24 C25 1.387(6) . ? C24 C28 1.529(6) . ? C25 O25 1.379(6) . ? C25 C26 1.384(8) . ? C26 C27 1.383(7) . ? C27 O27 1.370(6) . ? C28 C38 1.540(5) . ? C29 C30 1.524(6) . ? C30 C31 1.501(6) . ? C32 C33 1.517(6) . ? C33 C34 1.506(8) . ? C35 C36 1.518(6) . ? C36 C37 1.512(7) . ? C38 C39 1.521(6) . ? C39 C40 1.512(6) . ? N1 C51 1.47(3) 2_567 ? N1 C51 1.47(3) . ? N1 C53 1.49(3) 2_567 ? N1 C53 1.49(3) . ? N1 C52 1.49(3) . ? N1 C52 1.49(3) 2_567 ? N1 C54 1.53(4) 2_567 ? N1 C54 1.53(4) . ? N1 C50 1.57(4) 2_567 ? N1 C50 1.57(4) . ? C50 C53 1.05(4) . ? C50 C54 1.61(5) . ? C50 C52 1.64(5) . ? C50 C51 1.72(5) . ? C51 C53 1.35(4) . ? C51 C52 1.53(4) 2_567 ? C51 C54 1.97(4) 2_567 ? C52 C51 1.53(4) 2_567 ? C52 C53 1.56(4) . ? C53 C54 1.90(5) 2_567 ? C54 C53 1.90(5) 2_567 ? C54 C51 1.97(4) 2_567 ? O60 C61 1.390(9) . ? O60 C61B 1.448(14) . ? C61 C62 1.574(15) . ? C61B C62B 1.439(19) . ? O63 C64 1.318(10) . ? O63 C64B 1.50(2) . ? C64 C65 1.488(15) . ? C64B C65B 1.19(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 C3 C2 115.9(3) . . ? C4 C3 C7 122.1(3) . . ? C2 C3 C7 121.9(3) . . ? C1 C2 C3 124.6(3) . . ? C2 C1 C6 117.0(3) . . ? C2 C1 C28 121.7(3) . . ? C6 C1 C28 121.3(4) . . ? C5 C4 C3 122.1(3) . . ? C5 C4 O4 120.9(3) . . ? C3 C4 O4 117.0(4) . . ? O6 C6 C1 121.4(4) . . ? O6 C6 C5 118.0(4) . . ? C1 C6 C5 120.5(4) . . ? C4 C5 C6 119.8(4) . . ? C3 C7 C8 110.9(3) . . ? C3 C7 C29 111.9(3) . . ? C8 C7 C29 113.3(3) . . ? C9 C8 C13 116.4(3) . . ? C9 C8 C7 121.9(3) . . ? C13 C8 C7 121.7(3) . . ? C10 C9 C8 124.9(3) . . ? C9 C10 C11 116.4(3) . . ? C9 C10 C14 122.2(3) . . ? C11 C10 C14 121.4(3) . . ? O11 C11 C12 118.6(3) . . ? O11 C11 C10 120.7(3) . . ? C12 C11 C10 120.6(4) . . ? C13 C12 C11 121.2(4) . . ? O13 C13 C12 116.7(3) . . ? O13 C13 C8 122.8(4) . . ? C12 C13 C8 120.5(3) . . ? C10 C14 C15 111.5(3) . . ? C10 C14 C32 112.0(3) . . ? C15 C14 C32 112.6(3) . . ? C20 C15 C16 116.2(4) . . ? C20 C15 C14 121.1(3) . . ? C16 C15 C14 122.6(3) . . ? C17 C16 C15 124.4(4) . . ? C16 C17 C18 116.8(3) . . ? C16 C17 C21 122.6(3) . . ? C18 C17 C21 120.6(3) . . ? C19 C18 O18 120.6(4) . . ? C19 C18 C17 121.7(4) . . ? O18 C18 C17 117.6(3) . . ? C18 C19 C20 119.5(4) . . ? O20 C20 C19 119.4(4) . . ? O20 C20 C15 119.2(4) . . ? C19 C20 C15 121.4(4) . . ? C22 C21 C17 111.0(3) . . ? C22 C21 C35 113.2(3) . . ? C17 C21 C35 112.6(3) . . ? C27 C22 C23 116.8(4) . . ? C27 C22 C21 121.8(4) . . ? C23 C22 C21 121.4(4) . . ? C24 C23 C22 124.5(4) . . ? C23 C24 C25 116.2(4) . . ? C23 C24 C28 122.3(4) . . ? C25 C24 C28 121.5(4) . . ? O25 C25 C26 119.9(4) . . ? O25 C25 C24 118.6(4) . . ? C26 C25 C24 121.5(4) . . ? C27 C26 C25 120.4(5) . . ? O27 C27 C26 115.9(5) . . ? O27 C27 C22 123.3(5) . . ? C26 C27 C22 120.7(4) . . ? C1 C28 C24 110.7(3) . . ? C1 C28 C38 113.2(3) . . ? C24 C28 C38 112.3(3) . . ? C30 C29 C7 112.7(3) . . ? C31 C30 C29 113.6(4) . . ? C33 C32 C14 114.1(3) . . ? C34 C33 C32 114.1(4) . . ? C36 C35 C21 113.2(4) . . ? C37 C36 C35 112.8(5) . . ? C39 C38 C28 113.9(3) . . ? C40 C39 C38 112.7(3) . . ? C51 N1 C51 180.000(18) 2_567 . ? C51 N1 C53 54.4(14) 2_567 2_567 ? C51 N1 C53 125.6(14) . 2_567 ? C51 N1 C53 125.6(14) 2_567 . ? C51 N1 C53 54.4(14) . . ? C53 N1 C53 180.000(16) 2_567 . ? C51 N1 C52 62.4(15) 2_567 . ? C51 N1 C52 117.6(15) . . ? C53 N1 C52 116.8(16) 2_567 . ? C53 N1 C52 63.2(16) . . ? C51 N1 C52 117.6(14) 2_567 2_567 ? C51 N1 C52 62.4(15) . 2_567 ? C53 N1 C52 63.2(16) 2_567 2_567 ? C53 N1 C52 116.8(16) . 2_567 ? C52 N1 C52 180.000(8) . 2_567 ? C51 N1 C54 98.1(17) 2_567 2_567 ? C51 N1 C54 81.9(17) . 2_567 ? C53 N1 C54 102.4(18) 2_567 2_567 ? C53 N1 C54 77.6(17) . 2_567 ? C52 N1 C54 84.9(17) . 2_567 ? C52 N1 C54 95.1(17) 2_567 2_567 ? C51 N1 C54 81.9(17) 2_567 . ? C51 N1 C54 98.1(17) . . ? C53 N1 C54 77.6(17) 2_567 . ? C53 N1 C54 102.4(18) . . ? C52 N1 C54 95.1(17) . . ? C52 N1 C54 84.9(17) 2_567 . ? C54 N1 C54 180.000(12) 2_567 . ? C51 N1 C50 68.8(19) 2_567 2_567 ? C51 N1 C50 111.2(19) . 2_567 ? C53 N1 C50 40.2(17) 2_567 2_567 ? C53 N1 C50 139.8(17) . 2_567 ? C52 N1 C50 115.4(18) . 2_567 ? C52 N1 C50 64.6(18) 2_567 2_567 ? C54 N1 C50 62.6(19) 2_567 2_567 ? C54 N1 C50 117.4(19) . 2_567 ? C51 N1 C50 111.2(19) 2_567 . ? C51 N1 C50 68.8(19) . . ? C53 N1 C50 139.8(17) 2_567 . ? C53 N1 C50 40.2(17) . . ? C52 N1 C50 64.6(18) . . ? C52 N1 C50 115.4(18) 2_567 . ? C54 N1 C50 117.4(19) 2_567 . ? C54 N1 C50 62.6(19) . . ? C50 N1 C50 180.000(18) 2_567 . ? C53 C50 N1 66(3) . . ? C53 C50 C54 123(4) . . ? N1 C50 C54 58(2) . . ? C53 C50 C52 67(3) . . ? N1 C50 C52 55.5(19) . . ? C54 C50 C52 87(3) . . ? C53 C50 C51 52(3) . . ? N1 C50 C51 52.9(17) . . ? C54 C50 C51 86(3) . . ? C52 C50 C51 98(3) . . ? C53 C51 N1 63.7(19) . . ? C53 C51 C52 123(3) . 2_567 ? N1 C51 C52 59.5(18) . 2_567 ? C53 C51 C50 37.8(19) . . ? N1 C51 C50 58.3(19) . . ? C52 C51 C50 105(3) 2_567 . ? C53 C51 C54 67(2) . 2_567 ? N1 C51 C54 50.4(15) . 2_567 ? C52 C51 C54 78(2) 2_567 2_567 ? C50 C51 C54 92(2) . 2_567 ? N1 C52 C51 58.0(18) . 2_567 ? N1 C52 C53 58.4(16) . . ? C51 C52 C53 116(3) 2_567 . ? N1 C52 C50 59.9(19) . . ? C51 C52 C50 104(3) 2_567 . ? C53 C52 C50 38.3(18) . . ? C50 C53 C51 90(3) . . ? C50 C53 N1 74(3) . . ? C51 C53 N1 61.9(19) . . ? C50 C53 C52 75(3) . . ? C51 C53 C52 120(3) . . ? N1 C53 C52 58.4(17) . . ? C50 C53 C54 125(4) . 2_567 ? C51 C53 C54 72(2) . 2_567 ? N1 C53 C54 52.1(15) . 2_567 ? C52 C53 C54 72(2) . 2_567 ? N1 C54 C50 60(2) . . ? N1 C54 C53 50.3(14) . 2_567 ? C50 C54 C53 110(3) . 2_567 ? N1 C54 C51 47.7(14) . 2_567 ? C50 C54 C51 88(3) . 2_567 ? C53 C54 C51 41.0(13) 2_567 2_567 ? C61 O60 C61B 33.5(5) . . ? O60 C61 C62 107.4(8) . . ? C62B C61B O60 121.7(12) . . ? C64 O63 C64B 41.7(8) . . ? O63 C64 C65 120.5(9) . . ? C65B C64B O63 131(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 C3 C2 C1 -1.3(6) . . . . ? C7 C3 C2 C1 177.7(4) . . . . ? C3 C2 C1 C6 2.4(6) . . . . ? C3 C2 C1 C28 -178.0(4) . . . . ? C2 C3 C4 C5 0.1(7) . . . . ? C7 C3 C4 C5 -178.9(4) . . . . ? C2 C3 C4 O4 179.1(4) . . . . ? C7 C3 C4 O4 0.1(6) . . . . ? C2 C1 C6 O6 -178.9(5) . . . . ? C28 C1 C6 O6 1.5(8) . . . . ? C2 C1 C6 C5 -2.3(7) . . . . ? C28 C1 C6 C5 178.1(5) . . . . ? C3 C4 C5 C6 -0.1(8) . . . . ? O4 C4 C5 C6 -179.1(5) . . . . ? O6 C6 C5 C4 178.0(5) . . . . ? C1 C6 C5 C4 1.3(9) . . . . ? C4 C3 C7 C8 -95.2(4) . . . . ? C2 C3 C7 C8 85.9(4) . . . . ? C4 C3 C7 C29 137.2(4) . . . . ? C2 C3 C7 C29 -41.7(5) . . . . ? C3 C7 C8 C9 -88.5(4) . . . . ? C29 C7 C8 C9 38.3(5) . . . . ? C3 C7 C8 C13 91.1(4) . . . . ? C29 C7 C8 C13 -142.1(4) . . . . ? C13 C8 C9 C10 0.9(6) . . . . ? C7 C8 C9 C10 -179.5(3) . . . . ? C8 C9 C10 C11 -1.9(6) . . . . ? C8 C9 C10 C14 177.3(3) . . . . ? C9 C10 C11 O11 179.7(4) . . . . ? C14 C10 C11 O11 0.5(6) . . . . ? C9 C10 C11 C12 1.8(6) . . . . ? C14 C10 C11 C12 -177.3(4) . . . . ? O11 C11 C12 C13 -178.8(4) . . . . ? C10 C11 C12 C13 -0.9(7) . . . . ? C11 C12 C13 O13 -179.9(4) . . . . ? C11 C12 C13 C8 -0.2(7) . . . . ? C9 C8 C13 O13 179.9(4) . . . . ? C7 C8 C13 O13 0.3(6) . . . . ? C9 C8 C13 C12 0.2(6) . . . . ? C7 C8 C13 C12 -179.4(4) . . . . ? C9 C10 C14 C15 89.5(4) . . . . ? C11 C10 C14 C15 -91.4(4) . . . . ? C9 C10 C14 C32 -37.7(5) . . . . ? C11 C10 C14 C32 141.4(4) . . . . ? C10 C14 C15 C20 94.2(4) . . . . ? C32 C14 C15 C20 -139.0(4) . . . . ? C10 C14 C15 C16 -86.2(4) . . . . ? C32 C14 C15 C16 40.6(5) . . . . ? C20 C15 C16 C17 1.3(6) . . . . ? C14 C15 C16 C17 -178.3(3) . . . . ? C15 C16 C17 C18 -0.8(6) . . . . ? C15 C16 C17 C21 -179.4(3) . . . . ? C16 C17 C18 C19 -0.4(6) . . . . ? C21 C17 C18 C19 178.2(4) . . . . ? C16 C17 C18 O18 -179.4(4) . . . . ? C21 C17 C18 O18 -0.8(6) . . . . ? O18 C18 C19 C20 -179.9(4) . . . . ? C17 C18 C19 C20 1.1(7) . . . . ? C18 C19 C20 O20 179.5(4) . . . . ? C18 C19 C20 C15 -0.5(7) . . . . ? C16 C15 C20 O20 179.4(4) . . . . ? C14 C15 C20 O20 -1.0(6) . . . . ? C16 C15 C20 C19 -0.6(6) . . . . ? C14 C15 C20 C19 179.0(4) . . . . ? C16 C17 C21 C22 84.1(5) . . . . ? C18 C17 C21 C22 -94.4(4) . . . . ? C16 C17 C21 C35 -44.1(5) . . . . ? C18 C17 C21 C35 137.4(4) . . . . ? C17 C21 C22 C27 92.0(5) . . . . ? C35 C21 C22 C27 -140.2(4) . . . . ? C17 C21 C22 C23 -88.6(4) . . . . ? C35 C21 C22 C23 39.3(5) . . . . ? C27 C22 C23 C24 0.9(6) . . . . ? C21 C22 C23 C24 -178.6(3) . . . . ? C22 C23 C24 C25 -0.9(6) . . . . ? C22 C23 C24 C28 177.5(3) . . . . ? C23 C24 C25 O25 -178.5(4) . . . . ? C28 C24 C25 O25 3.1(7) . . . . ? C23 C24 C25 C26 1.1(8) . . . . ? C28 C24 C25 C26 -177.3(5) . . . . ? O25 C25 C26 C27 178.3(6) . . . . ? C24 C25 C26 C27 -1.3(10) . . . . ? C25 C26 C27 O27 -179.3(6) . . . . ? C25 C26 C27 C22 1.2(10) . . . . ? C23 C22 C27 O27 179.7(5) . . . . ? C21 C22 C27 O27 -0.9(8) . . . . ? C23 C22 C27 C26 -1.0(8) . . . . ? C21 C22 C27 C26 178.5(5) . . . . ? C2 C1 C28 C24 -85.7(5) . . . . ? C6 C1 C28 C24 93.9(5) . . . . ? C2 C1 C28 C38 41.4(5) . . . . ? C6 C1 C28 C38 -139.0(4) . . . . ? C23 C24 C28 C1 91.2(4) . . . . ? C25 C24 C28 C1 -90.5(5) . . . . ? C23 C24 C28 C38 -36.4(5) . . . . ? C25 C24 C28 C38 141.9(4) . . . . ? C3 C7 C29 C30 -62.2(4) . . . . ? C8 C7 C29 C30 171.5(3) . . . . ? C7 C29 C30 C31 154.6(4) . . . . ? C10 C14 C32 C33 -166.6(4) . . . . ? C15 C14 C32 C33 66.8(5) . . . . ? C14 C32 C33 C34 74.2(6) . . . . ? C22 C21 C35 C36 63.2(4) . . . . ? C17 C21 C35 C36 -169.8(3) . . . . ? C21 C35 C36 C37 -176.6(4) . . . . ? C1 C28 C38 C39 64.4(4) . . . . ? C24 C28 C38 C39 -169.3(3) . . . . ? C28 C38 C39 C40 173.4(4) . . . . ? C51 N1 C50 C53 121(3) 2_567 . . . ? C51 N1 C50 C53 -59(3) . . . . ? C53 N1 C50 C53 180.00(2) 2_567 . . . ? C52 N1 C50 C53 78(3) . . . . ? C52 N1 C50 C53 -102(3) 2_567 . . . ? C54 N1 C50 C53 9(4) 2_567 . . . ? C54 N1 C50 C53 -171(4) . . . . ? C50 N1 C50 C53 22(9) 2_567 . . . ? C51 N1 C50 C54 -68(2) 2_567 . . . ? C51 N1 C50 C54 112(2) . . . . ? C53 N1 C50 C54 -9(4) 2_567 . . . ? C53 N1 C50 C54 171(4) . . . . ? C52 N1 C50 C54 -111(2) . . . . ? C52 N1 C50 C54 69(2) 2_567 . . . ? C54 N1 C50 C54 180.00(3) 2_567 . . . ? C50 N1 C50 C54 -166(7) 2_567 . . . ? C51 N1 C50 C52 43(2) 2_567 . . . ? C51 N1 C50 C52 -137(2) . . . . ? C53 N1 C50 C52 102(3) 2_567 . . . ? C53 N1 C50 C52 -78(3) . . . . ? C52 N1 C50 C52 180.00(4) 2_567 . . . ? C54 N1 C50 C52 -69(3) 2_567 . . . ? C54 N1 C50 C52 111(3) . . . . ? C50 N1 C50 C52 -55(7) 2_567 . . . ? C51 N1 C50 C51 180.000(16) 2_567 . . . ? C53 N1 C50 C51 -121(3) 2_567 . . . ? C53 N1 C50 C51 59(3) . . . . ? C52 N1 C50 C51 137(2) . . . . ? C52 N1 C50 C51 -43(2) 2_567 . . . ? C54 N1 C50 C51 68(2) 2_567 . . . ? C54 N1 C50 C51 -112(2) . . . . ? C50 N1 C50 C51 82(8) 2_567 . . . ? C51 N1 C51 C53 138(100) 2_567 . . . ? C53 N1 C51 C53 180.00(4) 2_567 . . . ? C52 N1 C51 C53 -1(3) . . . . ? C52 N1 C51 C53 179(3) 2_567 . . . ? C54 N1 C51 C53 -81(2) 2_567 . . . ? C54 N1 C51 C53 99(2) . . . . ? C50 N1 C51 C53 -137(2) 2_567 . . . ? C50 N1 C51 C53 43(2) . . . . ? C51 N1 C51 C52 -42(100) 2_567 . . 2_567 ? C53 N1 C51 C52 1(3) 2_567 . . 2_567 ? C53 N1 C51 C52 -179(3) . . . 2_567 ? C52 N1 C51 C52 180.00(3) . . . 2_567 ? C54 N1 C51 C52 100(2) 2_567 . . 2_567 ? C54 N1 C51 C52 -80(2) . . . 2_567 ? C50 N1 C51 C52 44(3) 2_567 . . 2_567 ? C50 N1 C51 C52 -136(3) . . . 2_567 ? C51 N1 C51 C50 94(100) 2_567 . . . ? C53 N1 C51 C50 137(2) 2_567 . . . ? C53 N1 C51 C50 -43(2) . . . . ? C52 N1 C51 C50 -44(3) . . . . ? C52 N1 C51 C50 136(3) 2_567 . . . ? C54 N1 C51 C50 -124(2) 2_567 . . . ? C54 N1 C51 C50 56(2) . . . . ? C50 N1 C51 C50 180.000(12) 2_567 . . . ? C51 N1 C51 C54 -142(100) 2_567 . . 2_567 ? C53 N1 C51 C54 -99(2) 2_567 . . 2_567 ? C53 N1 C51 C54 81(2) . . . 2_567 ? C52 N1 C51 C54 80(2) . . . 2_567 ? C52 N1 C51 C54 -100(2) 2_567 . . 2_567 ? C54 N1 C51 C54 180.00(2) . . . 2_567 ? C50 N1 C51 C54 -56(2) 2_567 . . 2_567 ? C50 N1 C51 C54 124(2) . . . 2_567 ? N1 C50 C51 C53 -87(3) . . . . ? C54 C50 C51 C53 -139(4) . . . . ? C52 C50 C51 C53 -52(3) . . . . ? C53 C50 C51 N1 87(3) . . . . ? C54 C50 C51 N1 -51.8(19) . . . . ? C52 C50 C51 N1 34.4(19) . . . . ? C53 C50 C51 C52 125(4) . . . 2_567 ? N1 C50 C51 C52 38(2) . . . 2_567 ? C54 C50 C51 C52 -14(3) . . . 2_567 ? C52 C50 C51 C52 73(3) . . . 2_567 ? C53 C50 C51 C54 47(3) . . . 2_567 ? N1 C50 C51 C54 -40.0(14) . . . 2_567 ? C54 C50 C51 C54 -92(3) . . . 2_567 ? C52 C50 C51 C54 -6(3) . . . 2_567 ? C51 N1 C52 C51 180.00(3) . . . 2_567 ? C53 N1 C52 C51 -1(2) 2_567 . . 2_567 ? C53 N1 C52 C51 179(2) . . . 2_567 ? C52 N1 C52 C51 -164(100) 2_567 . . 2_567 ? C54 N1 C52 C51 -102(2) 2_567 . . 2_567 ? C54 N1 C52 C51 78(2) . . . 2_567 ? C50 N1 C52 C51 -46(3) 2_567 . . 2_567 ? C50 N1 C52 C51 134(3) . . . 2_567 ? C51 N1 C52 C53 -179(2) 2_567 . . . ? C51 N1 C52 C53 1(2) . . . . ? C53 N1 C52 C53 180.00(3) 2_567 . . . ? C52 N1 C52 C53 17(100) 2_567 . . . ? C54 N1 C52 C53 79(2) 2_567 . . . ? C54 N1 C52 C53 -101(2) . . . . ? C50 N1 C52 C53 135.1(19) 2_567 . . . ? C50 N1 C52 C53 -44.9(19) . . . . ? C51 N1 C52 C50 -134(3) 2_567 . . . ? C51 N1 C52 C50 46(3) . . . . ? C53 N1 C52 C50 -135(2) 2_567 . . . ? C53 N1 C52 C50 45(2) . . . . ? C52 N1 C52 C50 61(100) 2_567 . . . ? C54 N1 C52 C50 124(2) 2_567 . . . ? C54 N1 C52 C50 -56(2) . . . . ? C50 N1 C52 C50 180.00(4) 2_567 . . . ? C53 C50 C52 N1 -76(3) . . . . ? C54 C50 C52 N1 52.2(19) . . . . ? C51 C50 C52 N1 -33.1(18) . . . . ? C53 C50 C52 C51 -115(3) . . . 2_567 ? N1 C50 C52 C51 -39(2) . . . 2_567 ? C54 C50 C52 C51 14(3) . . . 2_567 ? C51 C50 C52 C51 -72(3) . . . 2_567 ? N1 C50 C52 C53 76(3) . . . . ? C54 C50 C52 C53 128(4) . . . . ? C51 C50 C52 C53 43(2) . . . . ? N1 C50 C53 C51 60.6(19) . . . . ? C54 C50 C53 C51 52(5) . . . . ? C52 C50 C53 C51 122(2) . . . . ? C54 C50 C53 N1 -9(4) . . . . ? C52 C50 C53 N1 61.0(16) . . . . ? C51 C50 C53 N1 -60.6(19) . . . . ? N1 C50 C53 C52 -61.0(16) . . . . ? C54 C50 C53 C52 -70(4) . . . . ? C51 C50 C53 C52 -122(2) . . . . ? N1 C50 C53 C54 -8(3) . . . 2_567 ? C54 C50 C53 C54 -16(7) . . . 2_567 ? C52 C50 C53 C54 53(3) . . . 2_567 ? C51 C50 C53 C54 -68(3) . . . 2_567 ? N1 C51 C53 C50 -71(3) . . . . ? C52 C51 C53 C50 -71(5) 2_567 . . . ? C54 C51 C53 C50 -127(3) 2_567 . . . ? C52 C51 C53 N1 1(3) 2_567 . . . ? C50 C51 C53 N1 71(3) . . . . ? C54 C51 C53 N1 -55.9(14) 2_567 . . . ? N1 C51 C53 C52 1(3) . . . . ? C52 C51 C53 C52 1(6) 2_567 . . . ? C50 C51 C53 C52 72(4) . . . . ? C54 C51 C53 C52 -55(3) 2_567 . . . ? N1 C51 C53 C54 55.9(14) . . . 2_567 ? C52 C51 C53 C54 57(3) 2_567 . . 2_567 ? C50 C51 C53 C54 127(3) . . . 2_567 ? C51 N1 C53 C50 -81(3) 2_567 . . . ? C51 N1 C53 C50 99(3) . . . . ? C53 N1 C53 C50 62(100) 2_567 . . . ? C52 N1 C53 C50 -82(3) . . . . ? C52 N1 C53 C50 98(3) 2_567 . . . ? C54 N1 C53 C50 -172(3) 2_567 . . . ? C54 N1 C53 C50 8(3) . . . . ? C50 N1 C53 C50 180.00(2) 2_567 . . . ? C51 N1 C53 C51 180.00(3) 2_567 . . . ? C53 N1 C53 C51 -37(100) 2_567 . . . ? C52 N1 C53 C51 179(3) . . . . ? C52 N1 C53 C51 -1(3) 2_567 . . . ? C54 N1 C53 C51 89(2) 2_567 . . . ? C54 N1 C53 C51 -91(2) . . . . ? C50 N1 C53 C51 81(3) 2_567 . . . ? C50 N1 C53 C51 -99(3) . . . . ? C51 N1 C53 C52 1(3) 2_567 . . . ? C51 N1 C53 C52 -179(3) . . . . ? C53 N1 C53 C52 144(100) 2_567 . . . ? C52 N1 C53 C52 180.00(3) 2_567 . . . ? C54 N1 C53 C52 -91(2) 2_567 . . . ? C54 N1 C53 C52 89(2) . . . . ? C50 N1 C53 C52 -98(3) 2_567 . . . ? C50 N1 C53 C52 82(3) . . . . ? C51 N1 C53 C54 91(2) 2_567 . . 2_567 ? C51 N1 C53 C54 -89(2) . . . 2_567 ? C53 N1 C53 C54 -126(100) 2_567 . . 2_567 ? C52 N1 C53 C54 91(2) . . . 2_567 ? C52 N1 C53 C54 -89(2) 2_567 . . 2_567 ? C54 N1 C53 C54 180.000(18) . . . 2_567 ? C50 N1 C53 C54 -8(3) 2_567 . . 2_567 ? C50 N1 C53 C54 172(3) . . . 2_567 ? N1 C52 C53 C50 80(3) . . . . ? C51 C52 C53 C50 80(4) 2_567 . . . ? N1 C52 C53 C51 -1(3) . . . . ? C51 C52 C53 C51 -1(5) 2_567 . . . ? C50 C52 C53 C51 -81(4) . . . . ? C51 C52 C53 N1 -1(2) 2_567 . . . ? C50 C52 C53 N1 -80(3) . . . . ? N1 C52 C53 C54 -56.3(14) . . . 2_567 ? C51 C52 C53 C54 -57(3) 2_567 . . 2_567 ? C50 C52 C53 C54 -136(3) . . . 2_567 ? C51 N1 C54 C50 119(2) 2_567 . . . ? C51 N1 C54 C50 -61(2) . . . . ? C53 N1 C54 C50 174(2) 2_567 . . . ? C53 N1 C54 C50 -6(2) . . . . ? C52 N1 C54 C50 58(2) . . . . ? C52 N1 C54 C50 -122(2) 2_567 . . . ? C54 N1 C54 C50 -127(24) 2_567 . . . ? C50 N1 C54 C50 180.00(3) 2_567 . . . ? C51 N1 C54 C53 -55.2(15) 2_567 . . 2_567 ? C51 N1 C54 C53 124.8(15) . . . 2_567 ? C53 N1 C54 C53 180.000(13) . . . 2_567 ? C52 N1 C54 C53 -116.4(16) . . . 2_567 ? C52 N1 C54 C53 63.6(16) 2_567 . . 2_567 ? C54 N1 C54 C53 58(24) 2_567 . . 2_567 ? C50 N1 C54 C53 6(2) 2_567 . . 2_567 ? C50 N1 C54 C53 -174(2) . . . 2_567 ? C51 N1 C54 C51 180.00(2) . . . 2_567 ? C53 N1 C54 C51 55.2(15) 2_567 . . 2_567 ? C53 N1 C54 C51 -124.8(15) . . . 2_567 ? C52 N1 C54 C51 -61.2(15) . . . 2_567 ? C52 N1 C54 C51 118.8(15) 2_567 . . 2_567 ? C54 N1 C54 C51 114(24) 2_567 . . 2_567 ? C50 N1 C54 C51 61(2) 2_567 . . 2_567 ? C50 N1 C54 C51 -119(2) . . . 2_567 ? C53 C50 C54 N1 9(4) . . . . ? C52 C50 C54 N1 -50.5(18) . . . . ? C51 C50 C54 N1 47.9(16) . . . . ? C53 C50 C54 C53 14(6) . . . 2_567 ? N1 C50 C54 C53 5(2) . . . 2_567 ? C52 C50 C54 C53 -46(3) . . . 2_567 ? C51 C50 C54 C53 53(3) . . . 2_567 ? C53 C50 C54 C51 50(5) . . . 2_567 ? N1 C50 C54 C51 40.3(14) . . . 2_567 ? C52 C50 C54 C51 -10(2) . . . 2_567 ? C51 C50 C54 C51 88(2) . . . 2_567 ? C61B O60 C61 C62 5.3(11) . . . . ? C61 O60 C61B C62B -11.7(9) . . . . ? C64B O63 C64 C65 34.6(14) . . . . ? C64 O63 C64B C65B 15(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4 Br1 0.84 2.40 3.244(3) 177.7 . O6 H6 O25 0.84 1.87 2.710(6) 174.4 . O11 H11 O20 0.84 1.90 2.734(4) 173.2 . O13 H13 O4 0.84 1.96 2.799(5) 172.6 . O18 H18 Br1 0.84 2.40 3.229(3) 170.7 1_445 O20 H20 O60 0.84 1.88 2.709(4) 169.4 2_567 O25 H25 O63 0.84 1.83 2.655(5) 166.4 . O27 H27 O18 0.84 2.03 2.779(5) 147.2 . O60 H60 O6 0.84 1.91 2.746(4) 175.1 . O63 H63B O11 0.84 2.14 2.745(4) 129.0 2_567 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.607 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.088 #===END data_5(3)2Br4MeOH0.5H2O _database_code_CSD 196098 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C90 H131 Br N O20.50' _chemical_formula_weight 1634.87 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.2301(2) _cell_length_b 13.5456(3) _cell_length_c 14.7790(4) _cell_angle_alpha 105.8011(6) _cell_angle_beta 90.7846(7) _cell_angle_gamma 118.409(1) _cell_volume 2209.23(8) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 877 _exptl_absorpt_coefficient_mu 0.534 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8147 _exptl_absorpt_correction_T_max 0.8562 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12471 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0942 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.01 _reflns_number_total 7769 _reflns_number_gt 5162 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0927P)^2^+4.4574P] 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 7769 _refine_ls_number_parameters 525 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1224 _refine_ls_R_factor_gt 0.0722 _refine_ls_wR_factor_ref 0.2059 _refine_ls_wR_factor_gt 0.1758 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 O18 O 0.4024(3) 0.2496(3) 0.2456(2) 0.0281(8) Uani 1 1 d . . . H18 H 0.3654 0.1889 0.2622 0.042 Uiso 1 1 calc R . . O6 O -0.3293(3) -0.2815(3) 0.1855(2) 0.0316(8) Uani 1 1 d . . . H6 H -0.3766 -0.3362 0.1374 0.047 Uiso 1 1 calc R . . O20 O 0.3051(3) 0.4966(3) 0.1308(3) 0.0347(9) Uani 1 1 d . . . H20 H 0.3634 0.5051 0.1046 0.052 Uiso 1 1 calc R . . O25 O -0.1150(3) -0.2567(3) 0.2504(3) 0.0334(9) Uani 1 1 d . . . H25 H -0.1810 -0.2646 0.2376 0.050 Uiso 1 1 calc R . . O4 O -0.4264(3) -0.0601(3) 0.0339(2) 0.0317(8) Uani 1 1 d . . . H4 H -0.3899 0.0069 0.0267 0.048 Uiso 1 1 calc R . . O27 O 0.2788(3) 0.0372(3) 0.2761(3) 0.0350(9) Uani 1 1 d . . . H27 H 0.2837 -0.0245 0.2577 0.052 Uiso 1 1 calc R . . O13 O -0.2994(3) 0.1506(3) -0.0064(2) 0.0379(9) Uani 1 1 d . . . H13 H -0.2966 0.1680 -0.0571 0.057 Uiso 1 1 calc R . . O11 O 0.0935(3) 0.4562(3) 0.0435(3) 0.0378(9) Uani 1 1 d . . . H11 H 0.1581 0.4777 0.0744 0.057 Uiso 1 1 calc R . . C15 C 0.2076(3) 0.4193(4) 0.2500(3) 0.0182(10) Uani 1 1 d . . . C17 C 0.2587(3) 0.2957(4) 0.3135(3) 0.0178(9) Uani 1 1 d . . . C3 C -0.2991(4) 0.0401(4) 0.1857(3) 0.0196(10) Uani 1 1 d . . . C9 C -0.0783(4) 0.3124(4) 0.2079(3) 0.0196(10) Uani 1 1 d . . . H9 H -0.0701 0.3144 0.2724 0.023 Uiso 1 1 calc R . . C16 C 0.1947(3) 0.3519(4) 0.3097(3) 0.0180(10) Uani 1 1 d . . . H16 H 0.1384 0.3437 0.3506 0.022 Uiso 1 1 calc R . . C24 C -0.0592(4) -0.0503(4) 0.3282(3) 0.0159(9) Uani 1 1 d . . . C21 C 0.2453(4) 0.2263(4) 0.3821(3) 0.0191(10) Uani 1 1 d . . . H21 H 0.3188 0.2229 0.3888 0.023 Uiso 1 1 calc R . . C1 C -0.2483(3) -0.0752(4) 0.2606(3) 0.0170(9) Uani 1 1 d . . . C22 C 0.1467(4) 0.0987(4) 0.3435(3) 0.0181(10) Uani 1 1 d . . . C10 C 0.0186(4) 0.3894(4) 0.1774(3) 0.0181(10) Uani 1 1 d . . . C2 C -0.2401(3) 0.0303(4) 0.2587(3) 0.0163(9) Uani 1 1 d . . . H2 H -0.1913 0.1000 0.3102 0.020 Uiso 1 1 calc R . . C25 C -0.0325(4) -0.1383(4) 0.2813(3) 0.0226(10) Uani 1 1 d . . . C23 C 0.0318(4) 0.0653(4) 0.3575(3) 0.0179(10) Uani 1 1 d . . . H23 H 0.0153 0.1259 0.3890 0.022 Uiso 1 1 calc R . . C11 C 0.0053(4) 0.3843(4) 0.0822(3) 0.0251(11) Uani 1 1 d . . . C7 C -0.2917(4) 0.1571(4) 0.1897(3) 0.0196(10) Uani 1 1 d . . . H7 H -0.3622 0.1367 0.1463 0.024 Uiso 1 1 calc R . . C6 C -0.3191(4) -0.1759(4) 0.1844(3) 0.0203(10) Uani 1 1 d . . . C18 C 0.3378(4) 0.3060(4) 0.2494(3) 0.0202(10) Uani 1 1 d . . . C8 C -0.1863(4) 0.2329(4) 0.1504(3) 0.0193(10) Uani 1 1 d . . . C26 C 0.0795(4) -0.1084(4) 0.2651(3) 0.0240(11) Uani 1 1 d . . . H26 H 0.0963 -0.1687 0.2333 0.029 Uiso 1 1 calc R . . C4 C -0.3669(4) -0.0626(4) 0.1094(3) 0.0206(10) Uani 1 1 d . . . C38 C -0.1881(4) -0.0051(4) 0.4408(3) 0.0212(10) Uani 1 1 d . . . H38A H -0.1401 -0.0064 0.4919 0.025 Uiso 1 1 calc R . . H38B H -0.1537 0.0778 0.4410 0.025 Uiso 1 1 calc R . . C13 C -0.1948(4) 0.2292(4) 0.0558(3) 0.0254(11) Uani 1 1 d . . . C5 C -0.3766(4) -0.1705(4) 0.1082(3) 0.0243(11) Uani 1 1 d . . . H5 H -0.4223 -0.2397 0.0554 0.029 Uiso 1 1 calc R . . C29 C -0.2976(4) 0.2255(4) 0.2891(3) 0.0214(10) Uani 1 1 d . . . H29A H -0.2305 0.2444 0.3346 0.026 Uiso 1 1 calc R . . H29B H -0.2895 0.3014 0.2870 0.026 Uiso 1 1 calc R . . C35 C 0.2362(4) 0.2895(4) 0.4835(3) 0.0226(10) Uani 1 1 d . . . H35A H 0.1704 0.3046 0.4790 0.027 Uiso 1 1 calc R . . H35B H 0.2185 0.2362 0.5226 0.027 Uiso 1 1 calc R . . C14 C 0.1333(4) 0.4771(4) 0.2461(3) 0.0208(10) Uani 1 1 d . . . H14 H 0.1772 0.5423 0.2184 0.025 Uiso 1 1 calc R . . C28 C -0.1833(4) -0.0810(4) 0.3439(3) 0.0184(10) Uani 1 1 d . . . H28 H -0.2248 -0.1650 0.3437 0.022 Uiso 1 1 calc R . . C19 C 0.3543(4) 0.3729(4) 0.1894(3) 0.0235(11) Uani 1 1 d . . . H19 H 0.4097 0.3800 0.1477 0.028 Uiso 1 1 calc R . . C12 C -0.1005(4) 0.3042(4) 0.0213(3) 0.0283(11) Uani 1 1 d . . . H12 H -0.1085 0.3007 -0.0437 0.034 Uiso 1 1 calc R . . C20 C 0.2901(4) 0.4297(4) 0.1900(3) 0.0210(10) Uani 1 1 d . . . C27 C 0.1671(4) 0.0081(4) 0.2949(3) 0.0220(10) Uani 1 1 d . . . C36 C 0.3466(4) 0.4061(4) 0.5338(4) 0.0347(13) Uani 1 1 d . . . H36A H 0.4137 0.3923 0.5341 0.042 Uiso 1 1 calc R . . H36B H 0.3609 0.4620 0.4976 0.042 Uiso 1 1 calc R . . C39 C -0.3107(4) -0.0472(4) 0.4623(4) 0.0279(11) Uani 1 1 d . . . H39A H -0.3344 -0.1162 0.4852 0.034 Uiso 1 1 calc R . . H39B H -0.3645 -0.0738 0.4027 0.034 Uiso 1 1 calc R . . C30 C -0.4091(4) 0.1603(4) 0.3266(3) 0.0260(11) Uani 1 1 d . . . H30A H -0.4123 0.0899 0.3374 0.031 Uiso 1 1 calc R . . H30B H -0.4770 0.1324 0.2778 0.031 Uiso 1 1 calc R . . C32 C 0.1156(4) 0.5347(4) 0.3449(3) 0.0260(11) Uani 1 1 d . . . H32A H 0.0676 0.4718 0.3726 0.031 Uiso 1 1 calc R . . H32B H 0.1925 0.5863 0.3870 0.031 Uiso 1 1 calc R . . C31 C -0.4178(4) 0.2374(5) 0.4192(4) 0.0332(12) Uani 1 1 d . . . H31A H -0.3513 0.2645 0.4680 0.050 Uiso 1 1 calc R . . H31B H -0.4905 0.1913 0.4406 0.050 Uiso 1 1 calc R . . H31C H -0.4171 0.3059 0.4084 0.050 Uiso 1 1 calc R . . C33 C 0.0580(5) 0.6067(5) 0.3437(4) 0.0385(14) Uani 1 1 d . . . H33A H -0.0154 0.5573 0.2969 0.046 Uiso 1 1 calc R . . H33B H 0.1097 0.6745 0.3221 0.046 Uiso 1 1 calc R . . C40 C -0.3224(5) 0.0474(5) 0.5367(4) 0.0366(13) Uani 1 1 d . . . H40A H -0.2646 0.0792 0.5941 0.055 Uiso 1 1 calc R . . H40B H -0.4009 0.0129 0.5529 0.055 Uiso 1 1 calc R . . H40C H -0.3093 0.1114 0.5111 0.055 Uiso 1 1 calc R . . C37 C 0.3391(5) 0.4607(5) 0.6341(4) 0.0525(17) Uani 1 1 d . . . H37A H 0.2683 0.4670 0.6348 0.079 Uiso 1 1 calc R . . H37B H 0.4075 0.5398 0.6607 0.079 Uiso 1 1 calc R . . H37C H 0.3364 0.4112 0.6725 0.079 Uiso 1 1 calc R . . C34 C 0.0307(6) 0.6534(6) 0.4411(5) 0.0599(19) Uani 1 1 d . . . H34A H -0.0247 0.5867 0.4609 0.090 Uiso 1 1 calc R . . H34B H -0.0033 0.7026 0.4367 0.090 Uiso 1 1 calc R . . H34C H 0.1028 0.7009 0.4881 0.090 Uiso 1 1 calc R . . N1 N 0.0000 0.0000 0.0000 0.0385(15) Uiso 1 2 d SD . . C60 C -0.1188(6) -0.1996(6) 0.0304(5) 0.0611(18) Uiso 1 1 d . . . C61 C 0.050(2) 0.134(2) 0.0376(18) 0.130(8) Uiso 0.50 1 d P . . C62 C -0.066(2) -0.064(2) 0.0678(18) 0.125(7) Uiso 0.50 1 d P . . C63 C -0.1151(12) 0.000(2) -0.017(2) 0.064(7) Uiso 0.25 1 d PD . . C64 C -0.101(3) -0.040(3) -0.081(2) 0.071(8) Uiso 0.25 1 d P . . C65 C 0.010(2) -0.063(2) -0.1017(19) 0.139(8) Uiso 0.50 1 d P . . Br1 Br -0.5000 -0.5000 0.0000 0.0299(2) Uani 1 2 d S . . O50 O -0.3081(4) 0.1482(4) -0.1905(3) 0.0517(11) Uani 1 1 d . . . H50 H -0.3522 0.0955 -0.1675 0.078 Uiso 1 1 calc R . . C51 C -0.3716(5) 0.1932(5) -0.2257(4) 0.0453(15) Uani 1 1 d . . . H51A H -0.3562 0.2676 -0.1785 0.068 Uiso 1 1 calc R . . H51B H -0.4551 0.1357 -0.2375 0.068 Uiso 1 1 calc R . . H51C H -0.3475 0.2076 -0.2854 0.068 Uiso 1 1 calc R . . O52 O 0.5437(3) 0.2651(4) 0.1120(3) 0.0481(10) Uani 1 1 d . . . H52 H 0.5243 0.2732 0.1663 0.072 Uiso 1 1 calc R . . C53 C 0.6469(6) 0.3730(6) 0.1132(5) 0.0595(18) Uani 1 1 d . . . H53A H 0.6326 0.4397 0.1352 0.089 Uiso 1 1 calc R . . H53B H 0.6658 0.3660 0.0486 0.089 Uiso 1 1 calc R . . H53C H 0.7123 0.3866 0.1564 0.089 Uiso 1 1 calc R . . O54 O 0.0692(17) 0.4191(15) -0.1397(13) 0.061(5) Uani 0.25 1 d P . . 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 O18 0.0271(17) 0.032(2) 0.039(2) 0.0189(17) 0.0148(15) 0.0206(16) O6 0.038(2) 0.0156(17) 0.034(2) 0.0027(15) -0.0105(15) 0.0106(15) O20 0.033(2) 0.050(2) 0.048(2) 0.0340(19) 0.0278(17) 0.0313(18) O25 0.0241(17) 0.0168(18) 0.053(2) 0.0052(16) 0.0011(16) 0.0088(14) O4 0.0332(19) 0.0252(19) 0.034(2) 0.0101(16) -0.0102(15) 0.0123(15) O27 0.0236(18) 0.033(2) 0.059(3) 0.0188(19) 0.0182(17) 0.0195(16) O13 0.0342(19) 0.045(2) 0.021(2) 0.0120(17) -0.0041(15) 0.0089(17) O11 0.0285(18) 0.048(2) 0.040(2) 0.0288(19) 0.0133(16) 0.0131(18) C15 0.013(2) 0.017(2) 0.022(2) 0.005(2) 0.0006(17) 0.0062(18) C17 0.013(2) 0.019(2) 0.019(2) 0.0064(19) 0.0020(17) 0.0059(18) C3 0.018(2) 0.020(2) 0.021(3) 0.005(2) 0.0061(18) 0.0108(19) C9 0.025(2) 0.024(2) 0.021(2) 0.010(2) 0.0083(19) 0.019(2) C16 0.014(2) 0.017(2) 0.021(2) 0.0047(19) 0.0057(17) 0.0069(18) C24 0.020(2) 0.019(2) 0.013(2) 0.0074(18) 0.0003(17) 0.0124(19) C21 0.014(2) 0.021(2) 0.021(2) 0.005(2) 0.0019(18) 0.0087(18) C1 0.014(2) 0.020(2) 0.018(2) 0.0068(19) 0.0025(17) 0.0090(18) C22 0.020(2) 0.019(2) 0.017(2) 0.0087(19) 0.0001(18) 0.0088(19) C10 0.019(2) 0.018(2) 0.024(3) 0.010(2) 0.0067(18) 0.0134(19) C2 0.013(2) 0.015(2) 0.017(2) 0.0033(18) 0.0025(17) 0.0050(17) C25 0.026(2) 0.016(2) 0.022(3) 0.004(2) 0.003(2) 0.009(2) C23 0.022(2) 0.020(2) 0.015(2) 0.0058(19) 0.0023(18) 0.0133(19) C11 0.028(3) 0.029(3) 0.029(3) 0.014(2) 0.011(2) 0.021(2) C7 0.016(2) 0.020(2) 0.021(2) 0.007(2) 0.0022(18) 0.0083(19) C6 0.022(2) 0.016(2) 0.022(3) 0.003(2) 0.0006(19) 0.0098(19) C18 0.018(2) 0.020(2) 0.023(3) 0.005(2) 0.0016(18) 0.0107(19) C8 0.021(2) 0.019(2) 0.022(3) 0.005(2) 0.0058(19) 0.0141(19) C26 0.030(3) 0.024(3) 0.027(3) 0.010(2) 0.009(2) 0.019(2) C4 0.019(2) 0.025(3) 0.019(2) 0.007(2) -0.0002(18) 0.012(2) C38 0.021(2) 0.023(3) 0.018(2) 0.006(2) 0.0034(18) 0.010(2) C13 0.025(2) 0.028(3) 0.023(3) 0.004(2) 0.000(2) 0.015(2) C5 0.027(2) 0.016(2) 0.021(3) -0.002(2) -0.006(2) 0.008(2) C29 0.017(2) 0.022(2) 0.027(3) 0.006(2) 0.0052(19) 0.0128(19) C35 0.022(2) 0.022(2) 0.020(3) 0.009(2) 0.0008(19) 0.0069(19) C14 0.021(2) 0.017(2) 0.026(3) 0.010(2) 0.0068(19) 0.0091(19) C28 0.020(2) 0.017(2) 0.020(2) 0.0089(19) 0.0041(18) 0.0091(19) C19 0.022(2) 0.028(3) 0.027(3) 0.014(2) 0.015(2) 0.014(2) C12 0.036(3) 0.029(3) 0.019(3) 0.008(2) 0.002(2) 0.016(2) C20 0.020(2) 0.023(2) 0.024(3) 0.013(2) 0.0080(19) 0.0103(19) C27 0.021(2) 0.026(3) 0.027(3) 0.012(2) 0.0099(19) 0.016(2) C36 0.030(3) 0.029(3) 0.028(3) 0.006(2) 0.000(2) 0.003(2) C39 0.022(2) 0.037(3) 0.029(3) 0.015(2) 0.010(2) 0.015(2) C30 0.020(2) 0.028(3) 0.032(3) 0.010(2) 0.007(2) 0.013(2) C32 0.024(2) 0.021(3) 0.029(3) 0.002(2) 0.007(2) 0.011(2) C31 0.038(3) 0.034(3) 0.035(3) 0.014(2) 0.016(2) 0.021(2) C33 0.035(3) 0.024(3) 0.054(4) 0.003(3) 0.010(3) 0.018(2) C40 0.039(3) 0.047(3) 0.037(3) 0.016(3) 0.015(2) 0.030(3) C37 0.061(4) 0.030(3) 0.031(3) 0.001(3) -0.004(3) 0.001(3) C34 0.062(4) 0.041(4) 0.075(5) 0.005(3) 0.029(4) 0.031(3) Br1 0.0317(4) 0.0239(4) 0.0283(4) 0.0070(3) 0.0103(3) 0.0100(3) O50 0.058(3) 0.070(3) 0.047(3) 0.027(2) 0.014(2) 0.042(2) C51 0.057(4) 0.041(3) 0.044(4) 0.014(3) 0.019(3) 0.028(3) O52 0.038(2) 0.066(3) 0.048(3) 0.023(2) 0.0124(19) 0.029(2) C53 0.058(4) 0.068(5) 0.060(4) 0.014(4) 0.003(3) 0.040(4) O54 0.095(14) 0.050(11) 0.068(12) 0.029(9) 0.028(10) 0.053(11) _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 O18 C18 1.384(5) . ? O6 C6 1.375(5) . ? O20 C20 1.376(6) . ? O25 C25 1.376(5) . ? O4 C4 1.375(5) . ? O27 C27 1.391(5) . ? O13 C13 1.387(5) . ? O11 C11 1.370(6) . ? C15 C16 1.391(6) . ? C15 C20 1.395(6) . ? C15 C14 1.529(6) . ? C17 C16 1.392(6) . ? C17 C18 1.403(6) . ? C17 C21 1.520(6) . ? C3 C4 1.394(6) . ? C3 C2 1.394(6) . ? C3 C7 1.525(6) . ? C9 C8 1.388(6) . ? C9 C10 1.391(6) . ? C24 C23 1.382(6) . ? C24 C25 1.409(6) . ? C24 C28 1.528(6) . ? C21 C22 1.521(6) . ? C21 C35 1.548(6) . ? C1 C6 1.388(6) . ? C1 C2 1.389(6) . ? C1 C28 1.533(6) . ? C22 C27 1.390(6) . ? C22 C23 1.402(6) . ? C10 C11 1.394(7) . ? C10 C14 1.526(6) . ? C25 C26 1.382(6) . ? C11 C12 1.392(7) . ? C7 C8 1.523(6) . ? C7 C29 1.534(6) . ? C6 C5 1.388(6) . ? C18 C19 1.382(7) . ? C8 C13 1.387(7) . ? C26 C27 1.377(6) . ? C4 C5 1.399(6) . ? C38 C39 1.512(6) . ? C38 C28 1.541(6) . ? C13 C12 1.394(7) . ? C29 C30 1.521(6) . ? C35 C36 1.522(6) . ? C14 C32 1.535(6) . ? C19 C20 1.391(6) . ? C36 C37 1.494(7) . ? C39 C40 1.518(7) . ? C30 C31 1.521(7) . ? C32 C33 1.499(7) . ? C33 C34 1.530(8) . ? N1 C62 1.51(2) 2 ? N1 C62 1.51(2) . ? N1 C61 1.53(2) 2 ? N1 C61 1.53(2) . ? N1 C63 1.5402(10) 2 ? N1 C63 1.5402(10) . ? N1 C65 1.56(3) . ? N1 C65 1.56(3) 2 ? N1 C64 1.56(3) . ? N1 C64 1.56(3) 2 ? C60 C61 1.54(3) 2 ? C60 C62 1.55(3) . ? C61 C65 1.50(3) 2 ? C61 C60 1.54(3) 2 ? C61 C62 1.67(3) 2 ? C61 C64 1.94(4) 2 ? C61 C63 2.02(3) . ? C62 C65 1.43(3) 2 ? C62 C61 1.67(3) 2 ? C62 C64 1.94(4) 2 ? C62 C63 1.95(3) . ? C63 C64 1.03(4) . ? C63 C65 1.92(4) 2 ? C64 C65 1.66(4) . ? C64 C61 1.94(4) 2 ? C64 C62 1.94(4) 2 ? C65 C62 1.43(3) 2 ? C65 C61 1.50(3) 2 ? C65 C63 1.92(4) 2 ? O50 C51 1.413(7) . ? O52 C53 1.445(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C16 C15 C20 117.0(4) . . ? C16 C15 C14 122.8(4) . . ? C20 C15 C14 120.2(4) . . ? C16 C17 C18 116.2(4) . . ? C16 C17 C21 122.9(4) . . ? C18 C17 C21 120.9(4) . . ? C4 C3 C2 116.9(4) . . ? C4 C3 C7 121.4(4) . . ? C2 C3 C7 121.7(4) . . ? C8 C9 C10 124.4(4) . . ? C15 C16 C17 124.4(4) . . ? C23 C24 C25 116.8(4) . . ? C23 C24 C28 121.7(4) . . ? C25 C24 C28 121.6(4) . . ? C17 C21 C22 112.8(4) . . ? C17 C21 C35 112.7(4) . . ? C22 C21 C35 112.0(3) . . ? C6 C1 C2 117.3(4) . . ? C6 C1 C28 121.1(4) . . ? C2 C1 C28 121.6(4) . . ? C27 C22 C23 116.4(4) . . ? C27 C22 C21 121.4(4) . . ? C23 C22 C21 122.1(4) . . ? C9 C10 C11 117.0(4) . . ? C9 C10 C14 121.2(4) . . ? C11 C10 C14 121.8(4) . . ? C1 C2 C3 123.9(4) . . ? O25 C25 C26 117.1(4) . . ? O25 C25 C24 122.2(4) . . ? C26 C25 C24 120.7(4) . . ? C24 C23 C22 124.1(4) . . ? O11 C11 C12 116.5(4) . . ? O11 C11 C10 122.8(4) . . ? C12 C11 C10 120.6(4) . . ? C8 C7 C3 111.8(3) . . ? C8 C7 C29 112.1(3) . . ? C3 C7 C29 113.0(4) . . ? O6 C6 C1 118.2(4) . . ? O6 C6 C5 120.7(4) . . ? C1 C6 C5 121.2(4) . . ? C19 C18 O18 118.2(4) . . ? C19 C18 C17 121.5(4) . . ? O18 C18 C17 120.3(4) . . ? C13 C8 C9 116.5(4) . . ? C13 C8 C7 121.4(4) . . ? C9 C8 C7 122.0(4) . . ? C27 C26 C25 120.4(4) . . ? O4 C4 C3 120.5(4) . . ? O4 C4 C5 118.6(4) . . ? C3 C4 C5 121.0(4) . . ? C39 C38 C28 113.1(4) . . ? C8 C13 O13 119.9(4) . . ? C8 C13 C12 121.5(4) . . ? O13 C13 C12 118.6(4) . . ? C6 C5 C4 119.7(4) . . ? C30 C29 C7 114.6(4) . . ? C36 C35 C21 113.5(4) . . ? C10 C14 C15 110.4(3) . . ? C10 C14 C32 112.8(3) . . ? C15 C14 C32 113.3(4) . . ? C24 C28 C1 110.4(3) . . ? C24 C28 C38 113.3(3) . . ? C1 C28 C38 111.7(4) . . ? C18 C19 C20 120.1(4) . . ? C11 C12 C13 119.9(4) . . ? O20 C20 C19 121.1(4) . . ? O20 C20 C15 118.1(4) . . ? C19 C20 C15 120.8(4) . . ? C26 C27 C22 121.6(4) . . ? C26 C27 O27 119.8(4) . . ? C22 C27 O27 118.6(4) . . ? C37 C36 C35 112.5(4) . . ? C38 C39 C40 113.1(4) . . ? C29 C30 C31 112.6(4) . . ? C33 C32 C14 114.0(4) . . ? C32 C33 C34 113.1(5) . . ? C62 N1 C62 180(3) 2 . ? C62 N1 C61 113.6(12) 2 2 ? C62 N1 C61 66.4(12) . 2 ? C62 N1 C61 66.4(12) 2 . ? C62 N1 C61 113.6(12) . . ? C61 N1 C61 180.0(18) 2 . ? C62 N1 C63 79.5(14) 2 2 ? C62 N1 C63 100.5(14) . 2 ? C61 N1 C63 82.4(14) 2 2 ? C61 N1 C63 97.6(14) . 2 ? C62 N1 C63 100.5(14) 2 . ? C62 N1 C63 79.5(14) . . ? C61 N1 C63 97.6(14) 2 . ? C61 N1 C63 82.4(14) . . ? C63 N1 C63 180(2) 2 . ? C62 N1 C65 55.6(12) 2 . ? C62 N1 C65 124.4(12) . . ? C61 N1 C65 58.1(12) 2 . ? C61 N1 C65 121.9(12) . . ? C63 N1 C65 76.8(15) 2 . ? C63 N1 C65 103.2(15) . . ? C62 N1 C65 124.4(12) 2 2 ? C62 N1 C65 55.6(12) . 2 ? C61 N1 C65 121.9(12) 2 2 ? C61 N1 C65 58.1(12) . 2 ? C63 N1 C65 103.2(15) 2 2 ? C63 N1 C65 76.8(15) . 2 ? C65 N1 C65 180(3) . 2 ? C62 N1 C64 78.5(15) 2 . ? C62 N1 C64 101.5(15) . . ? C61 N1 C64 77.7(15) 2 . ? C61 N1 C64 102.3(15) . . ? C63 N1 C64 141.2(13) 2 . ? C63 N1 C64 38.8(13) . . ? C65 N1 C64 64.4(15) . . ? C65 N1 C64 115.6(15) 2 . ? C62 N1 C64 101.5(15) 2 2 ? C62 N1 C64 78.5(15) . 2 ? C61 N1 C64 102.3(15) 2 2 ? C61 N1 C64 77.7(15) . 2 ? C63 N1 C64 38.8(13) 2 2 ? C63 N1 C64 141.2(13) . 2 ? C65 N1 C64 115.6(15) . 2 ? C65 N1 C64 64.4(15) 2 2 ? C64 N1 C64 180(3) . 2 ? C61 C60 C62 65.4(12) 2 . ? C65 C61 N1 61.8(15) 2 . ? C65 C61 C60 174(2) 2 2 ? N1 C61 C60 113.8(16) . 2 ? C65 C61 C62 118(2) 2 2 ? N1 C61 C62 56.2(12) . 2 ? C60 C61 C62 57.6(13) 2 2 ? C65 C61 C64 56.0(16) 2 2 ? N1 C61 C64 51.7(12) . 2 ? C60 C61 C64 118.0(17) 2 2 ? C62 C61 C64 82.1(17) 2 2 ? C65 C61 C63 64.2(16) 2 . ? N1 C61 C63 48.9(9) . . ? C60 C61 C63 116.9(17) 2 . ? C62 C61 C63 78.3(15) 2 . ? C64 C61 C63 95.0(16) 2 . ? C65 C62 N1 63.7(15) 2 . ? C65 C62 C60 176(2) 2 . ? N1 C62 C60 114.3(16) . . ? C65 C62 C61 121(2) 2 2 ? N1 C62 C61 57.4(12) . 2 ? C60 C62 C61 56.9(13) . 2 ? C65 C62 C64 56.5(16) 2 2 ? N1 C62 C64 51.7(12) . 2 ? C60 C62 C64 119.8(17) . 2 ? C61 C62 C64 83.2(16) 2 2 ? C65 C62 C63 67.2(17) 2 . ? N1 C62 C63 50.8(9) . . ? C60 C62 C63 114.3(16) . . ? C61 C62 C63 78.9(16) 2 . ? C64 C62 C63 97.2(16) 2 . ? C64 C63 N1 71.5(18) . . ? C64 C63 C65 123.5(18) . 2 ? N1 C63 C65 52.0(9) . 2 ? C64 C63 C62 101(2) . . ? N1 C63 C62 49.6(9) . . ? C65 C63 C62 43.4(11) 2 . ? C64 C63 C61 99(2) . . ? N1 C63 C61 48.6(9) . . ? C65 C63 C61 44.6(11) 2 . ? C62 C63 C61 79.7(12) . . ? C63 C64 N1 69.7(17) . . ? C63 C64 C65 128(3) . . ? N1 C64 C65 57.8(14) . . ? C63 C64 C61 98(3) . 2 ? N1 C64 C61 50.6(12) . 2 ? C65 C64 C61 48.5(14) . 2 ? C63 C64 C62 100(2) . 2 ? N1 C64 C62 49.7(11) . 2 ? C65 C64 C62 46.0(13) . 2 ? C61 C64 C62 82.1(16) 2 2 ? C62 C65 C61 121(2) 2 2 ? C62 C65 N1 60.6(15) 2 . ? C61 C65 N1 60.2(14) 2 . ? C62 C65 C64 77.5(19) 2 . ? C61 C65 C64 75.5(19) 2 . ? N1 C65 C64 57.8(14) . . ? C62 C65 C63 69.4(17) 2 2 ? C61 C65 C63 71.3(17) 2 2 ? N1 C65 C63 51.2(10) . 2 ? C64 C65 C63 109.0(18) . 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 C20 C15 C16 C17 0.4(6) . . . . ? C14 C15 C16 C17 178.4(4) . . . . ? C18 C17 C16 C15 -2.4(6) . . . . ? C21 C17 C16 C15 177.8(4) . . . . ? C16 C17 C21 C22 85.6(5) . . . . ? C18 C17 C21 C22 -94.2(5) . . . . ? C16 C17 C21 C35 -42.5(5) . . . . ? C18 C17 C21 C35 137.7(4) . . . . ? C17 C21 C22 C27 94.0(5) . . . . ? C35 C21 C22 C27 -137.5(4) . . . . ? C17 C21 C22 C23 -88.2(5) . . . . ? C35 C21 C22 C23 40.3(6) . . . . ? C8 C9 C10 C11 -0.8(6) . . . . ? C8 C9 C10 C14 178.0(4) . . . . ? C6 C1 C2 C3 0.5(6) . . . . ? C28 C1 C2 C3 -178.7(4) . . . . ? C4 C3 C2 C1 -2.1(6) . . . . ? C7 C3 C2 C1 176.8(4) . . . . ? C23 C24 C25 O25 178.7(4) . . . . ? C28 C24 C25 O25 -2.6(7) . . . . ? C23 C24 C25 C26 -0.7(7) . . . . ? C28 C24 C25 C26 178.0(4) . . . . ? C25 C24 C23 C22 -0.2(7) . . . . ? C28 C24 C23 C22 -178.9(4) . . . . ? C27 C22 C23 C24 1.6(7) . . . . ? C21 C22 C23 C24 -176.3(4) . . . . ? C9 C10 C11 O11 179.2(4) . . . . ? C14 C10 C11 O11 0.4(7) . . . . ? C9 C10 C11 C12 -0.6(6) . . . . ? C14 C10 C11 C12 -179.4(4) . . . . ? C4 C3 C7 C8 -94.9(5) . . . . ? C2 C3 C7 C8 86.3(5) . . . . ? C4 C3 C7 C29 137.5(4) . . . . ? C2 C3 C7 C29 -41.4(5) . . . . ? C2 C1 C6 O6 -179.4(4) . . . . ? C28 C1 C6 O6 -0.1(6) . . . . ? C2 C1 C6 C5 1.8(6) . . . . ? C28 C1 C6 C5 -178.9(4) . . . . ? C16 C17 C18 C19 2.9(6) . . . . ? C21 C17 C18 C19 -177.2(4) . . . . ? C16 C17 C18 O18 -177.7(4) . . . . ? C21 C17 C18 O18 2.1(6) . . . . ? C10 C9 C8 C13 2.0(6) . . . . ? C10 C9 C8 C7 -175.4(4) . . . . ? C3 C7 C8 C13 93.8(5) . . . . ? C29 C7 C8 C13 -138.1(4) . . . . ? C3 C7 C8 C9 -88.9(5) . . . . ? C29 C7 C8 C9 39.2(5) . . . . ? O25 C25 C26 C27 -179.3(4) . . . . ? C24 C25 C26 C27 0.2(7) . . . . ? C2 C3 C4 O4 -179.1(4) . . . . ? C7 C3 C4 O4 2.0(6) . . . . ? C2 C3 C4 C5 1.4(6) . . . . ? C7 C3 C4 C5 -177.5(4) . . . . ? C9 C8 C13 O13 178.9(4) . . . . ? C7 C8 C13 O13 -3.6(6) . . . . ? C9 C8 C13 C12 -1.8(6) . . . . ? C7 C8 C13 C12 175.6(4) . . . . ? O6 C6 C5 C4 178.7(4) . . . . ? C1 C6 C5 C4 -2.5(7) . . . . ? O4 C4 C5 C6 -178.7(4) . . . . ? C3 C4 C5 C6 0.8(7) . . . . ? C8 C7 C29 C30 172.2(4) . . . . ? C3 C7 C29 C30 -60.4(5) . . . . ? C17 C21 C35 C36 -65.0(5) . . . . ? C22 C21 C35 C36 166.4(4) . . . . ? C9 C10 C14 C15 87.2(5) . . . . ? C11 C10 C14 C15 -94.1(5) . . . . ? C9 C10 C14 C32 -40.7(6) . . . . ? C11 C10 C14 C32 138.1(4) . . . . ? C16 C15 C14 C10 -85.1(5) . . . . ? C20 C15 C14 C10 92.8(5) . . . . ? C16 C15 C14 C32 42.4(6) . . . . ? C20 C15 C14 C32 -139.6(4) . . . . ? C23 C24 C28 C1 87.3(5) . . . . ? C25 C24 C28 C1 -91.3(5) . . . . ? C23 C24 C28 C38 -38.8(6) . . . . ? C25 C24 C28 C38 142.6(4) . . . . ? C6 C1 C28 C24 95.0(5) . . . . ? C2 C1 C28 C24 -85.8(5) . . . . ? C6 C1 C28 C38 -138.1(4) . . . . ? C2 C1 C28 C38 41.1(5) . . . . ? C39 C38 C28 C24 -171.6(4) . . . . ? C39 C38 C28 C1 63.1(5) . . . . ? O18 C18 C19 C20 179.1(4) . . . . ? C17 C18 C19 C20 -1.5(7) . . . . ? O11 C11 C12 C13 -179.1(4) . . . . ? C10 C11 C12 C13 0.7(7) . . . . ? C8 C13 C12 C11 0.6(7) . . . . ? O13 C13 C12 C11 179.8(4) . . . . ? C18 C19 C20 O20 -179.9(4) . . . . ? C18 C19 C20 C15 -0.6(7) . . . . ? C16 C15 C20 O20 -179.5(4) . . . . ? C14 C15 C20 O20 2.4(6) . . . . ? C16 C15 C20 C19 1.2(6) . . . . ? C14 C15 C20 C19 -176.9(4) . . . . ? C25 C26 C27 C22 1.3(7) . . . . ? C25 C26 C27 O27 -178.4(4) . . . . ? C23 C22 C27 C26 -2.1(7) . . . . ? C21 C22 C27 C26 175.8(4) . . . . ? C23 C22 C27 O27 177.6(4) . . . . ? C21 C22 C27 O27 -4.5(7) . . . . ? C21 C35 C36 C37 -175.6(5) . . . . ? C28 C38 C39 C40 -159.6(4) . . . . ? C7 C29 C30 C31 -172.6(4) . . . . ? C10 C14 C32 C33 -62.1(5) . . . . ? C15 C14 C32 C33 171.6(4) . . . . ? C14 C32 C33 C34 174.5(4) . . . . ? C62 N1 C61 C65 -175.9(19) 2 . . 2 ? C62 N1 C61 C65 4.1(19) . . . 2 ? C61 N1 C61 C65 -16(15) 2 . . 2 ? C63 N1 C61 C65 -100.8(17) 2 . . 2 ? C63 N1 C61 C65 79.2(17) . . . 2 ? C65 N1 C61 C65 180.000(2) . . . 2 ? C64 N1 C61 C65 112.6(17) . . . 2 ? C64 N1 C61 C65 -67.4(17) 2 . . 2 ? C62 N1 C61 C60 -0.8(14) 2 . . 2 ? C62 N1 C61 C60 179.2(14) . . . 2 ? C61 N1 C61 C60 159(14) 2 . . 2 ? C63 N1 C61 C60 74.3(19) 2 . . 2 ? C63 N1 C61 C60 -105.7(19) . . . 2 ? C65 N1 C61 C60 -5(2) . . . 2 ? C65 N1 C61 C60 175(2) 2 . . 2 ? C64 N1 C61 C60 -72.2(19) . . . 2 ? C64 N1 C61 C60 107.8(19) 2 . . 2 ? C62 N1 C61 C62 180.0 . . . 2 ? C61 N1 C61 C62 160(15) 2 . . 2 ? C63 N1 C61 C62 75.0(16) 2 . . 2 ? C63 N1 C61 C62 -105.0(16) . . . 2 ? C65 N1 C61 C62 -4.1(19) . . . 2 ? C65 N1 C61 C62 175.9(19) 2 . . 2 ? C64 N1 C61 C62 -71.5(16) . . . 2 ? C64 N1 C61 C62 108.5(16) 2 . . 2 ? C62 N1 C61 C64 -108.5(16) 2 . . 2 ? C62 N1 C61 C64 71.5(16) . . . 2 ? C61 N1 C61 C64 51(16) 2 . . 2 ? C63 N1 C61 C64 -33.5(15) 2 . . 2 ? C63 N1 C61 C64 146.5(15) . . . 2 ? C65 N1 C61 C64 -112.6(17) . . . 2 ? C65 N1 C61 C64 67.4(17) 2 . . 2 ? C64 N1 C61 C64 180.000(2) . . . 2 ? C62 N1 C61 C63 105.0(16) 2 . . . ? C62 N1 C61 C63 -75.0(16) . . . . ? C61 N1 C61 C63 -95(15) 2 . . . ? C63 N1 C61 C63 180.0 2 . . . ? C65 N1 C61 C63 100.8(17) . . . . ? C65 N1 C61 C63 -79.2(17) 2 . . . ? C64 N1 C61 C63 33.5(15) . . . . ? C64 N1 C61 C63 -146.5(15) 2 . . . ? C62 N1 C62 C65 57(100) 2 . . 2 ? C61 N1 C62 C65 175.8(19) 2 . . 2 ? C61 N1 C62 C65 -4.2(19) . . . 2 ? C63 N1 C62 C65 98.9(17) 2 . . 2 ? C63 N1 C62 C65 -81.1(17) . . . 2 ? C65 N1 C62 C65 180.000(1) . . . 2 ? C64 N1 C62 C65 -113.3(17) . . . 2 ? C64 N1 C62 C65 66.7(17) 2 . . 2 ? C62 N1 C62 C60 -119(100) 2 . . . ? C61 N1 C62 C60 -0.8(14) 2 . . . ? C61 N1 C62 C60 179.2(14) . . . . ? C63 N1 C62 C60 -77.6(18) 2 . . . ? C63 N1 C62 C60 102.4(18) . . . . ? C65 N1 C62 C60 3(2) . . . . ? C65 N1 C62 C60 -177(2) 2 . . . ? C64 N1 C62 C60 70.2(19) . . . . ? C64 N1 C62 C60 -109.8(19) 2 . . . ? C62 N1 C62 C61 -118(100) 2 . . 2 ? C61 N1 C62 C61 180.000(2) . . . 2 ? C63 N1 C62 C61 -76.9(16) 2 . . 2 ? C63 N1 C62 C61 103.1(16) . . . 2 ? C65 N1 C62 C61 4.2(19) . . . 2 ? C65 N1 C62 C61 -175.8(19) 2 . . 2 ? C64 N1 C62 C61 71.0(16) . . . 2 ? C64 N1 C62 C61 -109.0(16) 2 . . 2 ? C62 N1 C62 C64 -9(100) 2 . . 2 ? C61 N1 C62 C64 109.0(16) 2 . . 2 ? C61 N1 C62 C64 -71.0(16) . . . 2 ? C63 N1 C62 C64 32.2(15) 2 . . 2 ? C63 N1 C62 C64 -147.8(15) . . . 2 ? C65 N1 C62 C64 113.3(17) . . . 2 ? C65 N1 C62 C64 -66.7(17) 2 . . 2 ? C64 N1 C62 C64 180.0 . . . 2 ? C62 N1 C62 C63 139(100) 2 . . . ? C61 N1 C62 C63 -103.1(16) 2 . . . ? C61 N1 C62 C63 76.9(16) . . . . ? C63 N1 C62 C63 180.0 2 . . . ? C65 N1 C62 C63 -98.9(17) . . . . ? C65 N1 C62 C63 81.1(17) 2 . . . ? C64 N1 C62 C63 -32.2(15) . . . . ? C64 N1 C62 C63 147.8(15) 2 . . . ? C61 C60 C62 C65 -56(36) 2 . . 2 ? C61 C60 C62 N1 0.8(14) 2 . . . ? C61 C60 C62 C64 -57.6(19) 2 . . 2 ? C61 C60 C62 C63 56.9(16) 2 . . . ? C62 N1 C63 C64 56(3) 2 . . . ? C62 N1 C63 C64 -124(3) . . . . ? C61 N1 C63 C64 -59(3) 2 . . . ? C61 N1 C63 C64 121(3) . . . . ? C63 N1 C63 C64 169(35) 2 . . . ? C65 N1 C63 C64 0(3) . . . . ? C65 N1 C63 C64 180(3) 2 . . . ? C64 N1 C63 C64 180.000(4) 2 . . . ? C62 N1 C63 C65 -123.1(12) 2 . . 2 ? C62 N1 C63 C65 56.9(12) . . . 2 ? C61 N1 C63 C65 121.1(13) 2 . . 2 ? C61 N1 C63 C65 -58.9(13) . . . 2 ? C63 N1 C63 C65 -11(35) 2 . . 2 ? C65 N1 C63 C65 180.000(2) . . . 2 ? C64 N1 C63 C65 -180(3) . . . 2 ? C64 N1 C63 C65 0(3) 2 . . 2 ? C62 N1 C63 C62 180.000(1) 2 . . . ? C61 N1 C63 C62 64.2(13) 2 . . . ? C61 N1 C63 C62 -115.8(13) . . . . ? C63 N1 C63 C62 -68(35) 2 . . . ? C65 N1 C63 C62 123.1(12) . . . . ? C65 N1 C63 C62 -56.9(12) 2 . . . ? C64 N1 C63 C62 124(3) . . . . ? C64 N1 C63 C62 -56(3) 2 . . . ? C62 N1 C63 C61 -64.2(13) 2 . . . ? C62 N1 C63 C61 115.8(13) . . . . ? C61 N1 C63 C61 180.0 2 . . . ? C63 N1 C63 C61 48(35) 2 . . . ? C65 N1 C63 C61 -121.1(13) . . . . ? C65 N1 C63 C61 58.9(13) 2 . . . ? C64 N1 C63 C61 -121(3) . . . . ? C64 N1 C63 C61 59(3) 2 . . . ? C65 C62 C63 C64 128(3) 2 . . . ? N1 C62 C63 C64 54(2) . . . . ? C60 C62 C63 C64 -49(3) . . . . ? C61 C62 C63 C64 -3(3) 2 . . . ? C64 C62 C63 C64 79(3) 2 . . . ? C65 C62 C63 N1 73.9(15) 2 . . . ? C60 C62 C63 N1 -102.4(17) . . . . ? C61 C62 C63 N1 -56.7(12) 2 . . . ? C64 C62 C63 N1 24.9(11) 2 . . . ? N1 C62 C63 C65 -73.9(15) . . . 2 ? C60 C62 C63 C65 -176(2) . . . 2 ? C61 C62 C63 C65 -130.6(19) 2 . . 2 ? C64 C62 C63 C65 -49.0(16) 2 . . 2 ? C65 C62 C63 C61 30.5(15) 2 . . . ? N1 C62 C63 C61 -43.4(9) . . . . ? C60 C62 C63 C61 -145.8(17) . . . . ? C61 C62 C63 C61 -100.1(14) 2 . . . ? C64 C62 C63 C61 -18.5(13) 2 . . . ? C65 C61 C63 C64 -130(3) 2 . . . ? N1 C61 C63 C64 -56(2) . . . . ? C60 C61 C63 C64 43(3) 2 . . . ? C62 C61 C63 C64 -1(3) 2 . . . ? C64 C61 C63 C64 -81(3) 2 . . . ? C65 C61 C63 N1 -74.0(16) 2 . . . ? C60 C61 C63 N1 99.2(18) 2 . . . ? C62 C61 C63 N1 55.1(13) 2 . . . ? C64 C61 C63 N1 -25.7(11) 2 . . . ? N1 C61 C63 C65 74.0(16) . . . 2 ? C60 C61 C63 C65 173(2) 2 . . 2 ? C62 C61 C63 C65 129(2) 2 . . 2 ? C64 C61 C63 C65 48.3(16) 2 . . 2 ? C65 C61 C63 C62 -29.8(15) 2 . . . ? N1 C61 C63 C62 44.2(9) . . . . ? C60 C61 C63 C62 143.4(18) 2 . . . ? C62 C61 C63 C62 99.3(15) 2 . . . ? C64 C61 C63 C62 18.5(13) 2 . . . ? C65 C63 C64 N1 0(3) 2 . . . ? C62 C63 C64 N1 -40.3(12) . . . . ? C61 C63 C64 N1 40.8(12) . . . . ? N1 C63 C64 C65 1(3) . . . . ? C65 C63 C64 C65 1(6) 2 . . . ? C62 C63 C64 C65 -40(4) . . . . ? C61 C63 C64 C65 41(4) . . . . ? N1 C63 C64 C61 42.9(13) . . . 2 ? C65 C63 C64 C61 43(3) 2 . . 2 ? C62 C63 C64 C61 3(2) . . . 2 ? C61 C63 C64 C61 83.7(19) . . . 2 ? N1 C63 C64 C62 -40.3(14) . . . 2 ? C65 C63 C64 C62 -40(4) 2 . . 2 ? C62 C63 C64 C62 -81(2) . . . 2 ? C61 C63 C64 C62 0(2) . . . 2 ? C62 N1 C64 C63 -123(3) 2 . . . ? C62 N1 C64 C63 57(3) . . . . ? C61 N1 C64 C63 119(3) 2 . . . ? C61 N1 C64 C63 -61(3) . . . . ? C63 N1 C64 C63 180.0 2 . . . ? C65 N1 C64 C63 179(3) . . . . ? C65 N1 C64 C63 -1(3) 2 . . . ? C64 N1 C64 C63 134(100) 2 . . . ? C62 N1 C64 C65 57.2(14) 2 . . . ? C62 N1 C64 C65 -122.8(14) . . . . ? C61 N1 C64 C65 -60.3(14) 2 . . . ? C61 N1 C64 C65 119.7(14) . . . . ? C63 N1 C64 C65 1(3) 2 . . . ? C63 N1 C64 C65 -179(3) . . . . ? C65 N1 C64 C65 180.000(3) 2 . . . ? C64 N1 C64 C65 -46(100) 2 . . . ? C62 N1 C64 C61 117.5(13) 2 . . 2 ? C62 N1 C64 C61 -62.5(13) . . . 2 ? C61 N1 C64 C61 180.000(2) . . . 2 ? C63 N1 C64 C61 61(3) 2 . . 2 ? C63 N1 C64 C61 -119(3) . . . 2 ? C65 N1 C64 C61 60.3(14) . . . 2 ? C65 N1 C64 C61 -119.7(14) 2 . . 2 ? C64 N1 C64 C61 14(100) 2 . . 2 ? C62 N1 C64 C62 180.0 . . . 2 ? C61 N1 C64 C62 -117.5(13) 2 . . 2 ? C61 N1 C64 C62 62.5(13) . . . 2 ? C63 N1 C64 C62 -57(3) 2 . . 2 ? C63 N1 C64 C62 123(3) . . . 2 ? C65 N1 C64 C62 -57.2(14) . . . 2 ? C65 N1 C64 C62 122.8(14) 2 . . 2 ? C64 N1 C64 C62 -103(100) 2 . . 2 ? C62 N1 C65 C62 180.0 . . . 2 ? C61 N1 C65 C62 -175(2) 2 . . 2 ? C61 N1 C65 C62 5(2) . . . 2 ? C63 N1 C65 C62 -86.2(17) 2 . . 2 ? C63 N1 C65 C62 93.8(17) . . . 2 ? C65 N1 C65 C62 80(67) 2 . . 2 ? C64 N1 C65 C62 93.4(19) . . . 2 ? C64 N1 C65 C62 -86.6(19) 2 . . 2 ? C62 N1 C65 C61 175(2) 2 . . 2 ? C62 N1 C65 C61 -5(2) . . . 2 ? C61 N1 C65 C61 180.000(2) . . . 2 ? C63 N1 C65 C61 89.2(16) 2 . . 2 ? C63 N1 C65 C61 -90.8(16) . . . 2 ? C65 N1 C65 C61 -104(68) 2 . . 2 ? C64 N1 C65 C61 -91.1(18) . . . 2 ? C64 N1 C65 C61 88.9(18) 2 . . 2 ? C62 N1 C65 C64 -93.4(19) 2 . . . ? C62 N1 C65 C64 86.6(19) . . . . ? C61 N1 C65 C64 91.1(18) 2 . . . ? C61 N1 C65 C64 -88.9(18) . . . . ? C63 N1 C65 C64 -179.7(19) 2 . . . ? C63 N1 C65 C64 0.3(19) . . . . ? C65 N1 C65 C64 -13(71) 2 . . . ? C64 N1 C65 C64 180.000(2) 2 . . . ? C62 N1 C65 C63 86.2(17) 2 . . 2 ? C62 N1 C65 C63 -93.8(17) . . . 2 ? C61 N1 C65 C63 -89.2(16) 2 . . 2 ? C61 N1 C65 C63 90.8(16) . . . 2 ? C63 N1 C65 C63 180.0 . . . 2 ? C65 N1 C65 C63 166(69) 2 . . 2 ? C64 N1 C65 C63 179.7(19) . . . 2 ? C64 N1 C65 C63 -0.3(19) 2 . . 2 ? C63 C64 C65 C62 -64(4) . . . 2 ? N1 C64 C65 C62 -63.0(15) . . . 2 ? C61 C64 C65 C62 -127(2) 2 . . 2 ? C63 C64 C65 C61 63(4) . . . 2 ? N1 C64 C65 C61 63.6(14) . . . 2 ? C62 C64 C65 C61 127(2) 2 . . 2 ? C63 C64 C65 N1 -1(3) . . . . ? C61 C64 C65 N1 -63.6(14) 2 . . . ? C62 C64 C65 N1 63.0(15) 2 . . . ? C63 C64 C65 C63 -1(5) . . . 2 ? N1 C64 C65 C63 -0.3(16) . . . 2 ? C61 C64 C65 C63 -63.9(19) 2 . . 2 ? C62 C64 C65 C63 62.7(18) 2 . . 2 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O18 H18 O27 0.84 1.89 2.721(5) 169.6 . O6 H6 Br1 0.84 2.39 3.229(3) 174.7 . O20 H20 Br1 0.84 2.41 3.234(3) 167.8 1_665 O25 H25 O6 0.84 1.98 2.815(5) 170.1 . O4 H4 O13 0.84 1.94 2.778(5) 171.6 . O27 H27 O50 0.84 1.87 2.695(5) 165.4 2 O13 H13 O50 0.84 1.91 2.711(5) 159.2 . O11 H11 O20 0.84 1.98 2.804(5) 168.3 . O50 H50 O13 0.84 2.28 2.711(5) 112.2 . O52 H52 O18 0.84 1.96 2.718(5) 149.6 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.270 _refine_diff_density_min -0.557 _refine_diff_density_rms 0.090 #===END