# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email LEHN@ISIS.U-STRASBG.FR # 1. SUBMISSION DETAILS _publ_contact_author_name 'ProfD Jean-Marie Lehn' _journal_name_full Chem.Commun. #=========================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_coden_Cambridge 0182 #=========================================================================== _audit_creation_date 5-09-03 _publ_contact_author_address ; Supramolecular Chemistry Department ISIS-ULP 8 all=E9e Gaspard Monge, BP 70028 Strasbourg Bas Rhin 67083 FRANCE ; _publ_contact_letter ; ? ; _publ_requested_category FM _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? #=========================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Structuration Codons: Linearity/Helicity Interconversion by Pyridine/Pyrimidine Exchange in Molecular Strands ; # 4. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_references ; Burla, M.C., Camalli, M., Cascarano, G.,Giacovazzo, C., Polidori, G., Spagna, R. &Viterbo, D. (1989). SIR. J. Appl. Cryst. 22, 389-393. OpenMoleN, Interactive Intelligent Structure solution (1997) Nonius B.V., Delft, The Netherlands. KappaCCD Operation Manual (1997), Nonius B.V., Delft, The Nederlands. Otwinowski, Z. & Minor, W. (1997), Methods in Enzymology, 276, 307-326. ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name 'Jean-Marie Lehn' 'Nathalie Kyritsakas' 'Ibon Odriozola' data_st1257 _database_code_depnum_ccdc_archive 'CCDC 219231' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C19 H23 N9 O3 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C19 H23 N9 O3 S2' _chemical_formula_weight 489.58 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 S ? 0.110 0.124 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,+y,1/2-z -x,-y,-z +x,-y,1/2+z 1/2+x,1/2+y,+z 1/2-x,1/2+y,1/2-z 1/2-x,1/2-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 11.4672(3) _cell_length_b 29.3393(8) _cell_length_c 7.8434(3) _cell_angle_alpha 90 _cell_angle_beta 120.210(5) _cell_angle_gamma 90 _cell_volume 2280.4(1) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 5616 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 30.0 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.43 _exptl_crystal_density_method none _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 0.276 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 5616 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 50 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 8.80 Omega = 0.00 Kappa = 0.00 90 frames Set 2 Theta = -8.50 Kappa = 75.00 Phi = 0.00 27 frames Friedel pairs were averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 5616 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 30.03 _reflns_number_total 3389 _reflns_number_gt 1426 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1426 _refine_ls_number_parameters 151 _refine_ls_number_restraints 24 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.116 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_all 0.108 _refine_ls_wR_factor_ref 0.068 _refine_ls_goodness_of_fit_all 1.981 _refine_ls_goodness_of_fit_ref 1.235 _refine_ls_shift/su_max 0.003 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.199 _refine_diff_density_min -0.114 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.8024(4) 0.2969(1) 0.8258(5) 0.071(2) 1.000 Uani ? ? C C2 0.8556(4) 0.24867(9) 0.8563(5) 0.057(2) 1.000 Uani ? ? C S 0.72296(9) 0.21112(2) 0.6875(1) 0.0481(4) 1.000 Uani ? ? S C3 0.7990(3) 0.15704(8) 0.7553(4) 0.037(1) 1.000 Uani ? ? C N1 0.9160(2) 0.15300(7) 0.9213(3) 0.039(1) 1.000 Uani ? ? N C4 0.9663(3) 0.11034(8) 0.9660(4) 0.040(1) 1.000 Uani ? ? C C5 0.8976(3) 0.07298(8) 0.8502(4) 0.037(1) 1.000 Uani ? ? C C6 0.7765(3) 0.08189(8) 0.6821(4) 0.035(1) 1.000 Uani ? ? C N2 0.7253(2) 0.12443(7) 0.6292(3) 0.037(1) 1.000 Uani ? ? N N3 1.0880(3) 0.10549(7) 1.1282(4) 0.046(1) 1.000 Uani ? ? N N4 0.6943(2) 0.04840(7) 0.5466(3) 0.035(1) 1.000 Uani ? ? N C7 0.7075(3) 0.00268(8) 0.5667(4) 0.035(1) 1.000 Uani ? ? C O1 0.7984(2) -0.01647(6) 0.7101(3) 0.044(1) 1.000 Uani ? ? O C8 0.5970(3) -0.02424(8) 0.3997(4) 0.032(1) 1.000 Uani ? ? C C9 0.6005(3) -0.07110(8) 0.4062(4) 0.037(1) 1.000 Uani ? ? C C10 0.5000 -0.0951(1) 0.2500 0.040(2) 0.500 Uani ? ? C N5 0.5000 -0.00055(9) 0.2500 0.031(1) 0.500 Uani ? ? N O2 0.5000 0.1128(1) 0.2500 0.069(2) 0.500 Uani ? ? O H01 1.1165 0.1298 1.2081 0.0769 1.000 Uiso ? ? H H02 1.1160 0.0775 1.1662 0.0769 1.000 Uiso ? ? H H03 0.6297 0.0585 0.4439 0.0503 1.000 Uiso ? ? H H1 0.8722 0.3167 0.9146 0.1036 1.000 Uiso calc C1 H H2 0.7726 0.3061 0.6940 0.1036 1.000 Uiso calc C1 H H3 0.7291 0.2982 0.8497 0.1036 1.000 Uiso calc C1 H H4 0.8854 0.2395 0.9881 0.0864 1.000 Uiso calc C2 H H5 0.9290 0.2473 0.8324 0.0864 1.000 Uiso calc C2 H H6 0.9323 0.0429 0.8852 0.0533 1.000 Uiso calc C5 H H7 0.6709 -0.0867 0.5161 0.0534 1.000 Uiso calc C9 H H8 0.5000 -0.1274 0.2500 0.0573 0.500 Uiso calc C10 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol C1 0.124(3) 0.038(2) 0.077(2) -0.002(2) 0.050(2) -0.002(2) C C2 0.070(2) 0.037(1) 0.072(2) -0.006(1) 0.020(2) -0.009(2) C S 0.0637(5) 0.0330(3) 0.0530(5) 0.0078(3) 0.0055(4) -0.0003(3) S C3 0.044(1) 0.033(1) 0.036(1) 0.002(1) 0.015(1) 0.001(1) C N1 0.046(1) 0.034(1) 0.039(1) 0.002(1) 0.007(1) -0.003(1) N C4 0.041(1) 0.038(1) 0.040(2) -0.003(1) 0.011(1) 0.001(1) C C5 0.037(1) 0.034(1) 0.040(2) 0.002(1) 0.010(1) -0.000(1) C C6 0.038(1) 0.033(1) 0.034(1) -0.000(1) 0.013(1) -0.003(1) C N2 0.043(1) 0.031(1) 0.037(1) 0.0008(9) 0.0114(9) -0.0008(9) N N3 0.050(2) 0.034(1) 0.057(2) 0.000(1) -0.011(1) -0.006(1) N N4 0.038(1) 0.033(1) 0.034(1) -0.0002(9) 0.005(1) -0.001(1) N C7 0.035(1) 0.034(1) 0.035(1) 0.003(1) 0.011(1) -0.001(1) C O1 0.050(1) 0.0369(9) 0.048(1) 0.0032(9) -0.003(1) 0.0014(9) O C8 0.032(1) 0.033(1) 0.032(1) 0.001(1) 0.0133(9) -0.001(1) C C9 0.039(1) 0.032(1) 0.040(1) 0.004(1) 0.011(1) 0.003(1) C C10 0.047(2) 0.030(2) 0.046(2) 0.0000 0.016(2) 0.0000 C N5 0.034(1) 0.030(1) 0.031(2) 0.0000 0.013(1) 0.0000 N O2 0.128(3) 0.039(1) 0.068(2) 0.0000 -0.028(2) 0.0000 O # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.512(5) . . ? C2 S 1.804(4) . . ? S C3 1.759(3) . . ? C3 N1 1.323(4) . . ? C3 N2 1.329(4) . . ? N1 C4 1.349(3) . . ? C4 C5 1.388(4) . . ? C4 N3 1.341(4) . . ? C5 C6 1.376(4) . . ? C6 N2 1.353(4) . . ? C6 N4 1.405(3) . . ? N4 C7 1.350(3) . . ? C7 O1 1.219(3) . . ? C7 C8 1.508(4) . . ? C8 C9 1.376(3) . . ? C8 N5 1.336(3) . . ? C8 N5 1.336(3) . 2_655 ? C9 C10 1.379(3) . . ? C9 C10 1.379(3) . 2_655 ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 C2 S 109.4(3) . . . ? C2 S C3 102.8(2) . . . ? S C3 N1 118.8(2) . . . ? S C3 N2 113.0(2) . . . ? N1 C3 N2 128.2(3) . . . ? C3 N1 C4 115.4(2) . . . ? N1 C4 C5 122.3(3) . . . ? N1 C4 N3 116.7(3) . . . ? C5 C4 N3 120.9(3) . . . ? C4 C5 C6 116.3(2) . . . ? C5 C6 N2 122.9(2) . . . ? C5 C6 N4 124.1(2) . . . ? N2 C6 N4 113.0(2) . . . ? C3 N2 C6 114.8(3) . . . ? C6 N4 C7 127.8(2) . . . ? N4 C7 O1 124.0(3) . . . ? N4 C7 C8 115.0(2) . . . ? O1 C7 C8 121.0(2) . . . ? C7 C8 C9 119.7(2) . . . ? C7 C8 N5 117.1(2) . . . ? C9 C8 N5 123.3(3) . . . ? C8 C9 C10 118.7(3) . . . ? C9 C10 C9 118.8(3) . . 2_655 ? C8 N5 C8 117.3(3) . . 2_655 ? data_st1333 _database_code_depnum_ccdc_archive 'CCDC 219232' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C47 H66 Cl2 N10 O6 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C47 H66 Cl2 N10 O6 S2' _chemical_formula_weight 1002.15 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 S ? 0.110 0.124 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z -x,1/2+y,1/2-z 1/2+x,1/2-y,-z -x,-y,-z 1/2+x,+y,1/2-z +x,1/2-y,1/2+z 1/2-x,1/2+y,+z _cell_length_a 13.5362(2) _cell_length_b 18.8739(2) _cell_length_c 41.3548(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 10565.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.26 _exptl_crystal_density_method none _exptl_crystal_F_000 4256 _exptl_absorpt_coefficient_mu 0.257 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 15327 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 52. mm. Scan angle = 0.5 deg 1 scans of 60 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 13.80 Omega = 0.00 Kappa = 0.00 282 frames Set 2 Theta = 13.50 Kappa = 144.00 Phi = 0.00 98 frames Friedel pairs were averaged. Internal R = 0.05 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15327 _diffrn_reflns_av_R_equivalents 0.050 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 58 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 30.02 _reflns_number_total 15327 _reflns_number_gt 4705 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4705 _refine_ls_number_parameters 604 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.201 _refine_ls_R_factor_gt 0.086 _refine_ls_wR_factor_all 0.290 _refine_ls_wR_factor_ref 0.103 _refine_ls_goodness_of_fit_all 1.499 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_shift/su_max 0.000 _refine_ls_shift/esd_mean 0.010 _refine_diff_density_max 1.130 _refine_diff_density_min -0.134 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.3788(5) 0.3218(3) 0.1994(2) 0.025(3) Uani ? ? C C2 0.3813(5) 0.2562(3) 0.2151(2) 0.025(3) Uani ? ? C N1 0.3870(4) 0.2486(3) 0.2469(2) 0.028(3) Uani ? ? N C3 0.3911(5) 0.3075(3) 0.2646(2) 0.028(4) Uani ? ? C N2 0.3908(4) 0.3731(3) 0.2522(2) 0.027(3) Uani ? ? N C4 0.3850(5) 0.3797(4) 0.2202(2) 0.030(4) Uani ? ? C C5 0.3960(5) 0.2999(4) 0.3000(2) 0.030(4) Uani ? ? C C6 0.3897(6) 0.2331(4) 0.3146(2) 0.039(4) Uani ? ? C C7 0.3929(7) 0.2262(5) 0.3477(2) 0.051(5) Uani ? ? C C8 0.4012(7) 0.2854(5) 0.3672(2) 0.053(6) Uani ? ? C C9 0.4068(7) 0.3527(5) 0.3530(2) 0.048(5) Uani ? ? C C10 0.4045(6) 0.3599(4) 0.3197(2) 0.039(4) Uani ? ? C C11 0.3836(5) 0.4549(3) 0.2068(2) 0.028(4) Uani ? ? C O1 0.3812(4) 0.4668(2) 0.1782(1) 0.038(3) Uani ? ? O N3 0.3852(5) 0.5031(3) 0.2312(1) 0.027(3) Uani ? ? N C12 0.3797(5) 0.5765(3) 0.2291(2) 0.029(4) Uani ? ? C C13 0.3762(5) 0.6151(3) 0.2012(2) 0.030(4) Uani ? ? C C14 0.3684(5) 0.6887(3) 0.2049(2) 0.027(3) Uani ? ? C N4 0.3672(4) 0.7198(3) 0.2339(1) 0.029(3) Uani ? ? N C15 0.3726(5) 0.6772(3) 0.2596(2) 0.028(4) Uani ? ? C N5 0.3778(4) 0.6055(3) 0.2595(1) 0.029(3) Uani ? ? N S1 0.3716(2) 0.72128(9) 0.29669(5) 0.0335(9) Uani ? ? S C16 0.3657(6) 0.6499(4) 0.3259(2) 0.037(4) Uani ? ? C C17 0.3721(7) 0.6807(4) 0.3596(2) 0.047(5) Uani ? ? C C18 0.3589(8) 0.6229(5) 0.3850(2) 0.064(6) Uani ? ? C C19 0.363(1) 0.6494(6) 0.4197(2) 0.080(7) Uani ? ? C C20 0.270(1) 0.6925(6) 0.4288(3) 0.084(8) Uani ? ? C C21 0.261(1) 0.7100(6) 0.4629(3) 0.093(9) Uani ? ? C C22 0.171(1) 0.7514(8) 0.4718(3) 0.13(1) Uani ? ? C C23 0.161(2) 0.772(1) 0.5055(6) 0.20(2) Uani ? ? C N6 0.3593(4) 0.7372(3) 0.1800(1) 0.026(3) Uani ? ? N C24 0.3485(6) 0.7295(4) 0.1472(2) 0.035(4) Uani ? ? C O2 0.3354(4) 0.7800(2) 0.1297(1) 0.038(3) Uani ? ? O O3 0.3547(4) 0.6625(2) 0.1381(1) 0.036(3) Uani ? ? O C25 0.3434(6) 0.6405(4) 0.1038(2) 0.040(4) Uani ? ? C C26 0.4275(8) 0.6705(5) 0.0842(2) 0.060(6) Uani ? ? C C27 0.2446(8) 0.6632(5) 0.0914(2) 0.054(6) Uani ? ? C C28 0.3504(8) 0.5606(4) 0.1064(2) 0.052(5) Uani ? ? C C29 0.3781(5) 0.1893(3) 0.1944(2) 0.031(4) Uani ? ? C O4 0.3740(4) 0.1904(2) 0.1653(1) 0.037(3) Uani ? ? O N7 0.3805(5) 0.1299(3) 0.2134(1) 0.031(3) Uani ? ? N C30 0.3755(5) 0.0589(3) 0.2047(2) 0.027(4) Uani ? ? C C31 0.3764(6) 0.0355(3) 0.1730(2) 0.033(4) Uani ? ? C C32 0.3698(5) -0.0383(3) 0.1694(2) 0.028(4) Uani ? ? C N8 0.3621(4) -0.0831(3) 0.1946(1) 0.027(3) Uani ? ? N C33 0.3635(5) -0.0528(3) 0.2240(2) 0.026(4) Uani ? ? C N9 0.3703(4) 0.0163(3) 0.2306(1) 0.027(3) Uani ? ? N S2 0.3563(1) -0.11131(9) 0.25685(5) 0.0300(9) Uani ? ? S C34 0.3466(6) -0.0495(4) 0.2903(2) 0.036(4) Uani ? ? C C35 0.3542(6) -0.0873(4) 0.3220(2) 0.041(5) Uani ? ? C C36 0.3425(7) -0.0379(4) 0.3508(2) 0.049(5) Uani ? ? C C37 0.3491(8) -0.0735(6) 0.3832(2) 0.066(7) Uani ? ? C C38 0.3430(9) -0.0258(6) 0.4120(2) 0.071(7) Uani ? ? C C39 0.3518(9) -0.0642(7) 0.4442(3) 0.087(8) Uani ? ? C C40 0.354(1) -0.0179(9) 0.4730(3) 0.12(1) Uani ? ? C C41 0.369(1) -0.061(1) 0.5036(3) 0.14(1) Uani ? ? C C42 0.4021(6) -0.0400(4) 0.1112(2) 0.036(4) Uani ? ? C N10 0.3697(5) -0.0706(3) 0.1394(1) 0.030(3) Uani ? ? N O5 0.4310(5) 0.0194(3) 0.1079(1) 0.046(3) Uani ? ? O O6 0.3968(4) -0.0891(3) 0.0876(1) 0.039(3) Uani ? ? O C43 0.4368(7) -0.0721(5) 0.0551(2) 0.045(5) Uani ? ? C C44 0.5467(8) -0.0586(6) 0.0571(3) 0.069(7) Uani ? ? C C45 0.4164(9) -0.1412(6) 0.0364(2) 0.070(7) Uani ? ? C C46 0.3818(9) -0.0102(6) 0.0402(3) 0.081(7) Uani ? ? C C47 0.353(1) 0.3681(7) 0.0970(4) 0.18(1) Uani ? ? C CL1 0.3697(5) 0.3975(3) 0.0557(2) 0.226(6) Uani ? ? Cl CL2 0.4376(5) 0.3027(3) 0.1039(2) 0.226(6) Uani ? ? Cl H1 0.3733 0.3265 0.1766 0.0341 Uiso calc C1 H H2 0.3832 0.1921 0.3015 0.0503 Uiso calc C6 H H3 0.3894 0.1804 0.3572 0.0665 Uiso calc C7 H H4 0.4031 0.2805 0.3901 0.0742 Uiso calc C8 H H5 0.4123 0.3936 0.3663 0.0637 Uiso calc C9 H H6 0.4087 0.4057 0.3102 0.0513 Uiso calc C10 H H7 0.3789 0.5934 0.1805 0.0396 Uiso calc C13 H H8 0.4192 0.6183 0.3225 0.0486 Uiso calc C16 H H9 0.3050 0.6251 0.3235 0.0486 Uiso calc C16 H H10 0.3217 0.7153 0.3622 0.0628 Uiso calc C17 H H11 0.4348 0.7024 0.3624 0.0628 Uiso calc C17 H H12 0.4098 0.5888 0.3821 0.0863 Uiso calc C18 H H13 0.2965 0.6012 0.3817 0.0863 Uiso calc C18 H H14 0.4199 0.6787 0.4222 0.1167 Uiso calc C19 H H15 0.3685 0.6098 0.4338 0.1167 Uiso calc C19 H H16 0.2141 0.6656 0.4227 0.1164 Uiso calc C20 H H17 0.2718 0.7355 0.4170 0.1164 Uiso calc C20 H H18 0.3173 0.7371 0.4690 0.1259 Uiso calc C21 H H19 0.2602 0.6669 0.4748 0.1259 Uiso calc C21 H H20 0.1146 0.7233 0.4665 0.1903 Uiso calc C22 H H21 0.1701 0.7933 0.4591 0.1903 Uiso calc C22 H H22 0.1017 0.7980 0.5084 0.2564 Uiso calc C23 H H23 0.1604 0.7311 0.5187 0.2564 Uiso calc C23 H H24 0.2159 0.8012 0.5113 0.2564 Uiso calc C23 H H25 0.4206 0.6565 0.0623 0.0843 Uiso calc C26 H H26 0.4267 0.7207 0.0856 0.0843 Uiso calc C26 H H27 0.4884 0.6531 0.0925 0.0843 Uiso calc C26 H H28 0.2377 0.6491 0.0695 0.0758 Uiso calc C27 H H29 0.1941 0.6418 0.1040 0.0758 Uiso calc C27 H H30 0.2391 0.7133 0.0929 0.0758 Uiso calc C27 H H31 0.3441 0.5401 0.0856 0.0765 Uiso calc C28 H H32 0.4126 0.5480 0.1154 0.0765 Uiso calc C28 H H33 0.2990 0.5436 0.1200 0.0765 Uiso calc C28 H H34 0.3812 0.0668 0.1551 0.0448 Uiso calc C31 H H35 0.2847 -0.0260 0.2891 0.0477 Uiso calc C34 H H36 0.3984 -0.0158 0.2887 0.0477 Uiso calc C34 H H37 0.4171 -0.1095 0.3232 0.0536 Uiso calc C35 H H38 0.3039 -0.1224 0.3230 0.0536 Uiso calc C35 H H39 0.2798 -0.0156 0.3493 0.0660 Uiso calc C36 H H40 0.3930 -0.0030 0.3497 0.0660 Uiso calc C36 H H41 0.4105 -0.0978 0.3842 0.0892 Uiso calc C37 H H42 0.2965 -0.1066 0.3847 0.0892 Uiso calc C37 H H43 0.2812 -0.0020 0.4115 0.0973 Uiso calc C38 H H44 0.3950 0.0080 0.4106 0.0973 Uiso calc C38 H H45 0.4111 -0.0911 0.4439 0.1232 Uiso calc C39 H H46 0.2968 -0.0952 0.4462 0.1232 Uiso calc C39 H H47 0.2931 0.0068 0.4746 0.1738 Uiso calc C40 H H48 0.4066 0.0151 0.4709 0.1738 Uiso calc C40 H H49 0.3707 -0.0308 0.5218 0.2181 Uiso calc C41 H H50 0.3170 -0.0945 0.5059 0.2181 Uiso calc C41 H H51 0.4304 -0.0862 0.5022 0.2181 Uiso calc C41 H H52 0.5715 -0.0478 0.0362 0.0899 Uiso calc C44 H H53 0.5588 -0.0199 0.0712 0.0899 Uiso calc C44 H H54 0.5789 -0.0997 0.0652 0.0899 Uiso calc C44 H H55 0.4393 -0.1365 0.0148 0.0978 Uiso calc C45 H H56 0.4498 -0.1793 0.0467 0.0978 Uiso calc C45 H H57 0.3473 -0.1503 0.0363 0.0978 Uiso calc C45 H H58 0.4085 -0.0002 0.0194 0.1101 Uiso calc C46 H H59 0.3138 -0.0218 0.0381 0.1101 Uiso calc C46 H H60 0.3887 0.0303 0.0536 0.1101 Uiso calc C46 H H61 0.3907 0.4842 0.2524 0.0413 Uiso calc N3 H H62 0.3863 0.1386 0.2360 0.0447 Uiso calc N7 H H63 0.3608 0.7852 0.1870 0.0389 Uiso calc N6 H H64 0.3453 -0.1177 0.1381 0.0409 Uiso calc N10 H H65 0.2882 0.3503 0.0999 0.2524 Uiso calc C47 H H66 0.3641 0.4064 0.1114 0.2524 Uiso calc C47 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol C1 0.032(4) 0.018(3) 0.029(4) 0.003(3) -0.002(4) -0.002(3) C C2 0.026(4) 0.015(3) 0.039(4) -0.003(3) -0.005(4) -0.004(3) C N1 0.030(3) 0.020(2) 0.037(4) -0.000(3) 0.001(3) -0.002(3) N C3 0.023(4) 0.021(3) 0.045(5) 0.003(3) 0.001(4) -0.002(3) C N2 0.027(3) 0.021(2) 0.037(3) -0.001(2) -0.003(3) -0.002(3) N C4 0.024(4) 0.029(3) 0.038(4) 0.003(3) -0.003(4) 0.000(3) C C5 0.025(4) 0.032(3) 0.033(4) 0.004(3) -0.002(4) -0.007(3) C C6 0.038(4) 0.039(4) 0.040(5) 0.001(4) 0.001(4) -0.000(4) C C7 0.057(5) 0.054(5) 0.043(5) -0.006(5) -0.001(5) 0.014(4) C C8 0.043(5) 0.090(7) 0.038(5) 0.000(5) -0.003(5) 0.004(5) C C9 0.053(5) 0.059(5) 0.035(5) -0.004(4) 0.001(5) -0.012(4) C C10 0.040(5) 0.039(4) 0.039(5) -0.001(4) -0.001(4) -0.006(4) C C11 0.030(4) 0.016(3) 0.044(4) 0.002(3) -0.004(4) 0.004(3) C O1 0.061(3) 0.021(2) 0.044(3) 0.002(3) -0.003(3) -0.002(2) O N3 0.046(4) 0.012(2) 0.038(4) -0.001(3) -0.004(3) -0.002(3) N C12 0.031(4) 0.021(3) 0.038(4) 0.000(3) -0.004(4) -0.003(3) C C13 0.037(4) 0.021(3) 0.034(4) 0.002(3) 0.000(4) -0.005(3) C C14 0.030(4) 0.018(3) 0.036(4) -0.003(3) -0.001(4) 0.002(3) C N4 0.035(3) 0.020(2) 0.036(3) 0.000(3) 0.000(3) 0.002(3) N C15 0.028(4) 0.022(3) 0.037(4) -0.002(3) -0.003(4) -0.004(3) C N5 0.035(3) 0.017(2) 0.039(3) -0.002(3) 0.000(3) 0.000(3) N S1 0.047(1) 0.0228(7) 0.035(1) -0.0008(9) 0.001(1) -0.0043(8) S C16 0.043(5) 0.032(4) 0.037(4) 0.001(4) 0.003(4) 0.003(3) C C17 0.059(6) 0.048(5) 0.037(5) 0.003(4) 0.004(5) -0.004(4) C C18 0.088(7) 0.068(6) 0.042(5) 0.029(5) 0.012(6) 0.010(5) C C19 0.14(1) 0.086(7) 0.041(6) 0.039(7) -0.003(7) 0.019(5) C C20 0.132(9) 0.080(7) 0.057(7) 0.046(7) -0.002(7) -0.002(6) C C21 0.13(1) 0.097(8) 0.064(8) 0.023(8) -0.007(8) 0.023(7) C C22 0.22(1) 0.16(1) 0.062(8) 0.117(9) -0.018(9) -0.028(7) C C23 0.20(2) 0.20(2) 0.20(2) 0.00(2) 0.00(2) 0.00(2) C N6 0.043(4) 0.012(2) 0.035(3) -0.001(3) -0.002(3) -0.002(2) N C24 0.045(5) 0.024(3) 0.041(4) -0.007(3) -0.002(4) -0.009(3) C O2 0.068(4) 0.023(2) 0.036(3) -0.007(3) -0.007(3) 0.003(2) O O3 0.065(4) 0.024(2) 0.031(3) -0.001(3) -0.002(3) -0.006(2) O C25 0.060(5) 0.035(4) 0.030(4) -0.008(4) -0.001(4) -0.007(4) C C26 0.100(8) 0.057(5) 0.038(5) -0.022(5) 0.017(6) -0.015(5) C C27 0.089(7) 0.048(5) 0.037(5) -0.014(5) -0.006(5) -0.008(4) C C28 0.099(7) 0.028(4) 0.050(5) -0.007(5) 0.003(6) -0.017(4) C C29 0.032(4) 0.023(3) 0.042(5) 0.001(3) -0.003(4) 0.001(3) C O4 0.059(3) 0.024(2) 0.035(3) 0.000(3) -0.003(3) -0.001(2) O N7 0.051(4) 0.016(3) 0.036(3) -0.002(3) -0.005(4) -0.006(3) N C30 0.031(4) 0.018(3) 0.037(4) 0.002(3) -0.004(4) -0.005(3) C C31 0.045(5) 0.021(3) 0.038(4) -0.002(3) 0.002(4) 0.004(3) C C32 0.035(4) 0.022(3) 0.028(4) 0.002(3) 0.000(4) -0.003(3) C N8 0.029(3) 0.021(2) 0.031(3) -0.002(3) -0.000(3) -0.001(2) N C33 0.025(4) 0.018(3) 0.038(4) 0.001(3) -0.001(4) 0.006(3) C N9 0.038(3) 0.015(2) 0.033(3) 0.002(3) -0.001(3) -0.002(2) N S2 0.0363(9) 0.0218(7) 0.034(1) -0.0002(8) 0.001(1) 0.0007(8) S C34 0.048(5) 0.028(3) 0.035(4) 0.004(4) -0.001(4) -0.003(3) C C35 0.044(5) 0.038(4) 0.042(5) 0.002(4) -0.001(4) 0.003(4) C C36 0.069(6) 0.045(4) 0.038(5) 0.006(5) -0.003(5) -0.004(4) C C37 0.073(7) 0.089(7) 0.044(6) 0.004(6) 0.000(6) 0.001(5) C C38 0.093(8) 0.089(7) 0.043(6) -0.003(7) -0.001(6) -0.006(5) C C39 0.087(8) 0.14(1) 0.052(7) 0.022(8) -0.000(7) -0.001(7) C C40 0.15(1) 0.20(2) 0.053(8) 0.02(1) -0.007(9) -0.015(9) C C41 0.17(2) 0.28(2) 0.054(9) 0.04(2) -0.02(1) 0.02(1) C C42 0.039(4) 0.030(4) 0.040(5) -0.002(4) 0.003(4) -0.004(4) C N10 0.044(4) 0.019(3) 0.031(3) -0.007(3) 0.004(3) -0.001(3) N O5 0.090(4) 0.024(3) 0.045(4) -0.012(3) 0.018(3) -0.002(3) O O6 0.066(4) 0.030(2) 0.030(3) -0.008(3) 0.004(3) -0.001(2) O C43 0.069(6) 0.052(5) 0.026(5) 0.003(5) 0.004(5) 0.005(4) C C44 0.072(7) 0.077(7) 0.058(7) -0.000(6) 0.019(6) -0.005(6) C C45 0.108(9) 0.076(6) 0.042(6) -0.022(6) 0.010(6) -0.019(5) C C46 0.113(9) 0.088(7) 0.054(6) 0.036(7) 0.007(7) 0.029(5) C C47 0.21(1) 0.116(8) 0.26(1) 0.080(9) 0.16(1) 0.122(8) C CL1 0.218(6) 0.197(5) 0.268(7) 0.016(5) -0.021(6) -0.013(6) Cl CL2 0.200(5) 0.158(4) 0.368(9) -0.027(4) -0.061(6) 0.068(5) Cl # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.40(1) . . ? C1 C4 1.39(1) . . ? C2 N1 1.33(1) . . ? C2 C29 1.53(1) . . ? N1 C3 1.332(9) . . ? C3 N2 1.341(9) . . ? C3 C5 1.47(1) . . ? N2 C4 1.33(1) . . ? C4 C11 1.52(1) . . ? C5 C6 1.40(1) . . ? C5 C10 1.40(1) . . ? C6 C7 1.38(1) . . ? C7 C8 1.38(1) . . ? C8 C9 1.40(1) . . ? C9 C10 1.38(1) . . ? C11 O1 1.205(9) . . ? C11 N3 1.359(9) . . ? N3 C12 1.390(8) . . ? C12 C13 1.37(1) . . ? C12 N5 1.368(9) . . ? C13 C14 1.401(9) . . ? C14 N4 1.337(9) . . ? C14 N6 1.383(9) . . ? N4 C15 1.333(9) . . ? C15 N5 1.355(8) . . ? C15 S1 1.746(8) . . ? S1 C16 1.810(8) . . ? C16 C17 1.51(1) . . ? C17 C18 1.52(1) . . ? C18 C19 1.52(1) . . ? C19 C20 1.54(2) . . ? C20 C21 1.45(2) . . ? C21 C22 1.50(2) . . ? C22 C23 1.45(2) . . ? N6 C24 1.37(1) . . ? C24 O2 1.208(9) . . ? C24 O3 1.322(8) . . ? O3 C25 1.488(9) . . ? C25 C26 1.51(1) . . ? C25 C27 1.50(1) . . ? C25 C28 1.52(1) . . ? C29 O4 1.202(9) . . ? C29 N7 1.371(9) . . ? N7 C30 1.390(8) . . ? C30 C31 1.38(1) . . ? C30 N9 1.342(9) . . ? C31 C32 1.404(9) . . ? C32 N8 1.345(9) . . ? C32 N10 1.385(9) . . ? N8 C33 1.344(9) . . ? C33 N9 1.336(8) . . ? C33 S2 1.753(7) . . ? S2 C34 1.813(8) . . ? C34 C35 1.50(1) . . ? C35 C36 1.52(1) . . ? C36 C37 1.50(1) . . ? C37 C38 1.49(1) . . ? C38 C39 1.52(2) . . ? C39 C40 1.48(2) . . ? C40 C41 1.52(2) . . ? C42 N10 1.37(1) . . ? C42 O5 1.195(9) . . ? C42 O6 1.349(9) . . ? O6 C43 1.49(1) . . ? C43 C44 1.51(1) . . ? C43 C45 1.54(1) . . ? C43 C46 1.52(1) . . ? C47 CL1 1.81(2) . . ? C47 CL2 1.71(2) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C4 114.1(7) . . . ? C1 C2 N1 123.8(7) . . . ? C1 C2 C29 118.2(7) . . . ? N1 C2 C29 118.0(6) . . . ? C2 N1 C3 117.3(6) . . . ? N1 C3 N2 124.0(8) . . . ? N1 C3 C5 117.9(7) . . . ? N2 C3 C5 118.1(7) . . . ? C3 N2 C4 117.8(6) . . . ? C1 C4 N2 123.0(7) . . . ? C1 C4 C11 120.3(7) . . . ? N2 C4 C11 116.7(7) . . . ? C3 C5 C6 121.0(7) . . . ? C3 C5 C10 120.3(7) . . . ? C6 C5 C10 118.7(8) . . . ? C5 C6 C7 121.0(8) . . . ? C6 C7 C8 120.3(9) . . . ? C7 C8 C9 119.5(9) . . . ? C8 C9 C10 120.4(8) . . . ? C5 C10 C9 120.1(8) . . . ? C4 C11 O1 122.1(7) . . . ? C4 C11 N3 110.7(7) . . . ? O1 C11 N3 127.2(7) . . . ? C11 N3 C12 128.4(6) . . . ? N3 C12 C13 125.8(7) . . . ? N3 C12 N5 110.0(6) . . . ? C13 C12 N5 124.2(6) . . . ? C12 C13 C14 116.0(7) . . . ? C13 C14 N4 122.3(7) . . . ? C13 C14 N6 125.6(7) . . . ? N4 C14 N6 112.1(6) . . . ? C14 N4 C15 116.7(6) . . . ? N4 C15 N5 127.0(7) . . . ? N4 C15 S1 114.3(5) . . . ? N5 C15 S1 118.7(6) . . . ? C12 N5 C15 113.8(6) . . . ? C15 S1 C16 103.4(4) . . . ? S1 C16 C17 109.0(5) . . . ? C16 C17 C18 110.7(7) . . . ? C17 C18 C19 114.3(9) . . . ? C18 C19 C20 111(1) . . . ? C19 C20 C21 115(1) . . . ? C20 C21 C22 115(1) . . . ? C21 C22 C23 116(1) . . . ? C14 N6 C24 132.4(6) . . . ? N6 C24 O2 121.6(7) . . . ? N6 C24 O3 112.0(7) . . . ? O2 C24 O3 126.4(8) . . . ? C24 O3 C25 122.1(6) . . . ? O3 C25 C26 109.2(7) . . . ? O3 C25 C27 109.8(7) . . . ? O3 C25 C28 101.7(6) . . . ? C26 C25 C27 112.7(8) . . . ? C26 C25 C28 111.4(8) . . . ? C27 C25 C28 111.5(8) . . . ? C2 C29 O4 123.2(7) . . . ? C2 C29 N7 110.6(7) . . . ? O4 C29 N7 126.1(7) . . . ? C29 N7 C30 129.6(7) . . . ? N7 C30 C31 123.7(7) . . . ? N7 C30 N9 111.8(7) . . . ? C31 C30 N9 124.5(6) . . . ? C30 C31 C32 114.6(7) . . . ? C31 C32 N8 123.1(7) . . . ? C31 C32 N10 122.1(7) . . . ? N8 C32 N10 114.8(6) . . . ? C32 N8 C33 115.6(6) . . . ? N8 C33 N9 126.9(7) . . . ? N8 C33 S2 115.6(5) . . . ? N9 C33 S2 117.5(6) . . . ? C30 N9 C33 115.2(6) . . . ? C33 S2 C34 100.9(4) . . . ? S2 C34 C35 110.9(5) . . . ? C34 C35 C36 112.7(7) . . . ? C35 C36 C37 114.7(8) . . . ? C36 C37 C38 116.0(9) . . . ? C37 C38 C39 113(1) . . . ? C38 C39 C40 115(1) . . . ? C39 C40 C41 110(1) . . . ? N10 C42 O5 126.7(8) . . . ? N10 C42 O6 107.9(6) . . . ? O5 C42 O6 125.4(8) . . . ? C32 N10 C42 125.2(6) . . . ? C42 O6 C43 119.2(6) . . . ? O6 C43 C44 110.2(8) . . . ? O6 C43 C45 101.8(7) . . . ? O6 C43 C46 110.8(8) . . . ? C44 C43 C45 110.3(9) . . . ? C44 C43 C46 112.1(9) . . . ? C45 C43 C46 111.2(9) . . . ? CL1 C47 CL2 107(1) . . . ? #=========================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, replace the ? in the data_? line below # by a unique identifier. data_st1408A _database_code_depnum_ccdc_archive 'CCDC 219233' #=========================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C26.375 H31 Cl0.75 N8 O6.125' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26.375 H31 Cl0.75 N8 O6.125' _chemical_formula_weight 584.674 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=========================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' _symmetry_space_group_name_Hall ' P 2 2ab' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,+z 1/2-x,1/2+y,-z 1/2+x,1/2-y,-z _cell_length_a 25.0498(1) _cell_length_b 20.9704(3) _cell_length_c 11.7186(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 6155.8(2) _cell_formula_units_Z 8 _cell_measurement_temperature 173 _cell_measurement_reflns_used 18009 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 30.0 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.26 _exptl_crystal_density_method none _exptl_crystal_F_000 2448 _exptl_absorpt_coefficient_mu 0.141 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=========================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 18009 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance == 36. mm. Scan angle == 1.2 deg 1 scans of 90 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta == 8.80 Omega == 0.00 Kappa == 0.00 115 frames Set 2 Theta == -8.50 Kappa == -29.00 Phi == 0.00 77 frames Friedel pairs were averaged. Internal R == 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18009 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 30.03 _reflns_number_total 18009 _reflns_number_gt 8581 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=========================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack 0.30(5) _refine_ls_number_reflns 8581 _refine_ls_number_parameters 734 _refine_ls_number_restraints 0 _refine_ls_number_constraints 15 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_R_factor_all 0.185 _refine_ls_R_factor_gt 0.087 _refine_ls_wR_factor_all 0.230 _refine_ls_wR_factor_ref 0.111 _refine_ls_goodness_of_fit_all 1.431 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_shift/su_max 0.005 _refine_ls_shift/esd_mean 0.001 _refine_diff_density_max 1.128 _refine_diff_density_min -0.285 #=========================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.4462(3) 0.3926(4) 0.3403(7) 0.054(4) 1.000 Uani ? ? C C2 0.4199(4) 0.3274(4) 0.3512(8) 0.064(5) 1.000 Uani ? ? C C3 0.4971(4) 0.3989(5) 0.402(1) 0.082(7) 1.000 Uani ? ? C C4 0.4532(4) 0.4102(5) 0.2146(8) 0.083(6) 1.000 Uani ? ? C O1 0.4097(2) 0.4437(2) 0.3794(4) 0.042(3) 1.000 Uani ? ? O C5 0.3928(3) 0.4455(3) 0.4865(6) 0.039(4) 1.000 Uani ? ? C O2 0.4012(3) 0.4066(2) 0.5594(5) 0.064(3) 1.000 Uani ? ? O N1 0.3639(2) 0.5010(2) 0.5029(4) 0.035(3) 1.000 Uani ? ? N C6 0.3391(3) 0.5223(3) 0.6033(5) 0.032(3) 1.000 Uani ? ? C C7 0.3303(3) 0.4839(3) 0.6983(6) 0.034(3) 1.000 Uani ? ? C C8 0.3073(3) 0.5107(3) 0.7901(6) 0.039(4) 1.000 Uani ? ? C C9 0.2929(3) 0.5748(3) 0.7902(6) 0.037(3) 1.000 Uani ? ? C C10 0.3006(3) 0.6080(3) 0.6890(5) 0.031(3) 1.000 Uani ? ? C N2 0.3238(2) 0.5836(2) 0.5972(4) 0.031(3) 1.000 Uani ? ? N N3 0.2832(2) 0.6721(2) 0.6751(4) 0.034(3) 1.000 Uani ? ? N C11 0.2703(3) 0.7128(3) 0.7596(6) 0.038(4) 1.000 Uani ? ? C O3 0.2742(3) 0.7029(2) 0.8618(4) 0.053(3) 1.000 Uani ? ? O C12 0.2500(3) 0.7767(3) 0.7194(6) 0.038(4) 1.000 Uani ? ? C N4 0.2466(3) 0.7870(3) 0.6066(5) 0.043(3) 1.000 Uani ? ? N C13 0.2277(4) 0.8434(4) 0.5761(6) 0.048(4) 1.000 Uani ? ? C N5 0.2134(2) 0.8903(3) 0.6448(5) 0.038(3) 1.000 Uani ? ? N C14 0.2175(3) 0.8802(3) 0.7567(6) 0.033(3) 1.000 Uani ? ? C C15 0.2350(3) 0.8214(3) 0.7993(5) 0.034(3) 1.000 Uani ? ? C C16 0.2010(3) 0.9339(3) 0.8354(5) 0.031(3) 1.000 Uani ? ? C O4 0.2027(3) 0.9302(2) 0.9372(4) 0.049(3) 1.000 Uani ? ? O N6 0.1855(3) 0.9845(3) 0.7723(4) 0.037(3) 1.000 Uani ? ? N C17 0.1614(3) 1.0428(3) 0.8004(6) 0.032(3) 1.000 Uani ? ? C C18 0.1486(3) 1.0626(3) 0.9085(5) 0.039(4) 1.000 Uani ? ? C C19 0.1238(3) 1.1211(3) 0.9187(6) 0.043(4) 1.000 Uani ? ? C C20 0.1142(3) 1.1581(3) 0.8226(6) 0.039(4) 1.000 Uani ? ? C C21 0.1299(3) 1.1354(3) 0.7194(5) 0.030(3) 1.000 Uani ? ? C N7 0.1528(2) 1.0776(2) 0.7079(4) 0.030(3) 1.000 Uani ? ? N N8 0.1262(2) 1.1657(2) 0.6128(5) 0.035(3) 1.000 Uani ? ? N C22 0.0999(3) 1.2215(3) 0.5907(6) 0.038(3) 1.000 Uani ? ? C O5 0.0778(2) 1.2548(2) 0.6594(5) 0.052(3) 1.000 Uani ? ? O O6 0.1021(2) 1.2312(2) 0.4771(4) 0.049(3) 1.000 Uani ? ? O C23 0.0735(3) 1.2847(3) 0.4224(7) 0.052(4) 1.000 Uani ? ? C C24 0.0870(5) 1.2736(5) 0.2983(8) 0.080(6) 1.000 Uani ? ? C C25 0.0976(4) 1.3464(4) 0.4629(8) 0.066(5) 1.000 Uani ? ? C C26 0.0159(4) 1.2780(5) 0.445(1) 0.092(7) 1.000 Uani ? ? C C27 0.6096(3) -0.2741(3) -0.1469(7) 0.044(4) 1.000 Uani ? ? C C28 0.6163(4) -0.2615(4) -0.2711(7) 0.060(5) 1.000 Uani ? ? C C29 0.6403(4) -0.3326(4) -0.1108(8) 0.059(5) 1.000 Uani ? ? C C30 0.5497(3) -0.2774(4) -0.1162(8) 0.064(5) 1.000 Uani ? ? C O7 0.6331(2) -0.2165(2) -0.0935(4) 0.038(2) 1.000 Uani ? ? O C31 0.6318(3) -0.2086(3) 0.0220(6) 0.035(3) 1.000 Uani ? ? C O8 0.6178(3) -0.2472(2) 0.0904(4) 0.054(3) 1.000 Uani ? ? O N9 0.6491(2) -0.1474(2) 0.0448(4) 0.031(3) 1.000 Uani ? ? N C32 0.6516(3) -0.1188(3) 0.1509(6) 0.033(3) 1.000 Uani ? ? C C33 0.6468(3) -0.1511(3) 0.2541(6) 0.040(4) 1.000 Uani ? ? C C34 0.6516(4) -0.1154(4) 0.3520(6) 0.051(4) 1.000 Uani ? ? C C35 0.6608(4) -0.0500(3) 0.3490(6) 0.042(4) 1.000 Uani ? ? C C36 0.6640(3) -0.0232(3) 0.2426(6) 0.036(3) 1.000 Uani ? ? C N10 0.6592(2) -0.0567(2) 0.1442(4) 0.031(3) 1.000 Uani ? ? N N11 0.6739(2) 0.0420(2) 0.2236(4) 0.035(3) 1.000 Uani ? ? N C37 0.6903(3) 0.0873(3) 0.2978(6) 0.034(3) 1.000 Uani ? ? C O9 0.6969(2) 0.0803(2) 0.3988(4) 0.042(3) 1.000 Uani ? ? O C38 0.6995(3) 0.1510(3) 0.2398(5) 0.030(3) 1.000 Uani ? ? C N12 0.6921(2) 0.1536(2) 0.1277(4) 0.031(3) 1.000 Uani ? ? N C39 0.7035(3) 0.2096(3) 0.0780(5) 0.035(3) 1.000 Uani ? ? C N13 0.7238(2) 0.2605(2) 0.1291(4) 0.032(3) 1.000 Uani ? ? N C40 0.7290(3) 0.2573(3) 0.2428(6) 0.032(3) 1.000 Uani ? ? C C41 0.7162(3) 0.2033(3) 0.3041(5) 0.027(3) 1.000 Uani ? ? C C42 0.7513(3) 0.3155(3) 0.3004(6) 0.032(3) 1.000 Uani ? ? C O10 0.7531(2) 0.3202(2) 0.4043(4) 0.038(2) 1.000 Uani ? ? O N14 0.7708(2) 0.3588(2) 0.2246(4) 0.032(3) 1.000 Uani ? ? N C43 0.7952(3) 0.4173(3) 0.2460(6) 0.034(3) 1.000 Uani ? ? C C44 0.7914(3) 0.4490(3) 0.3488(6) 0.038(4) 1.000 Uani ? ? C C45 0.8150(3) 0.5094(3) 0.3540(6) 0.042(4) 1.000 Uani ? ? C C46 0.8402(3) 0.5347(3) 0.2614(6) 0.037(4) 1.000 Uani ? ? C C47 0.8425(3) 0.4977(3) 0.1621(5) 0.032(3) 1.000 Uani ? ? C N15 0.8201(2) 0.4410(2) 0.1532(4) 0.029(3) 1.000 Uani ? ? N N16 0.8686(2) 0.5173(2) 0.0613(4) 0.032(3) 1.000 Uani ? ? N C48 0.9061(3) 0.5640(3) 0.0522(6) 0.039(4) 1.000 Uani ? ? C O11 0.9232(2) 0.5959(3) 0.1310(5) 0.067(3) 1.000 Uani ? ? O O12 0.9227(2) 0.5666(2) -0.0566(4) 0.039(2) 1.000 Uani ? ? O C49 0.9655(3) 0.6118(3) -0.0904(7) 0.047(4) 1.000 Uani ? ? C C50 1.0162(4) 0.5960(5) -0.030(1) 0.073(6) 1.000 Uani ? ? C C51 0.9699(4) 0.5982(5) -0.2192(9) 0.076(6) 1.000 Uani ? ? C C52 0.9481(4) 0.6802(4) -0.0668(9) 0.059(5) 1.000 Uani ? ? C C53 0.4797(3) 0.0017(4) 0.6581(8) 0.136(3) 0.500 Uiso ? ? C CL1 0.4663(3) 0.0157(4) 0.5245(8) 0.1960(3) 0.500 Uiso ? ? Cl CL2 0.4528(3) 0.0755(4) 0.7145(8) 0.1960(3) 0.500 Uiso ? ? Cl C54 0.4902(4) 0.4744(4) 0.6983(7) 0.134(5) 0.250 Uiso ? ? C CL4 0.5243(4) 0.4506(4) 0.7300(7) 0.1343(5) 0.250 Uiso ? ? Cl CL5 0.5448(4) 0.4207(4) 0.7522(7) 0.076(3) 0.250 Uiso ? ? Cl O13 0.4638(5) 0.4804(6) 0.913(1) 0.096(3) 0.250 Uiso ? ? O H1 0.4440 0.2954 0.3257 0.0884 1.000 Uiso calc C2 H H2 0.4109 0.3198 0.4288 0.0884 1.000 Uiso calc C2 H H3 0.3885 0.3263 0.3059 0.0884 1.000 Uiso calc C2 H H4 0.5210 0.3664 0.3783 0.1137 1.000 Uiso calc C3 H H5 0.5123 0.4395 0.3871 0.1137 1.000 Uiso calc C3 H H6 0.4908 0.3948 0.4821 0.1137 1.000 Uiso calc C3 H H7 0.4763 0.3803 0.1791 0.1078 1.000 Uiso calc C4 H H8 0.4195 0.4096 0.1776 0.1078 1.000 Uiso calc C4 H H9 0.4682 0.4517 0.2091 0.1078 1.000 Uiso calc C4 H H10 0.3605 0.5281 0.4383 0.0491 1.000 Uiso calc N1 H H11 0.3403 0.4402 0.6983 0.0476 1.000 Uiso calc C7 H H12 0.3007 0.4855 0.8559 0.0527 1.000 Uiso calc C8 H H13 0.2786 0.5948 0.8562 0.0501 1.000 Uiso calc C9 H H14 0.2803 0.6876 0.5992 0.0476 1.000 Uiso calc N3 H H15 0.2242 0.8509 0.4966 0.0683 1.000 Uiso calc C13 H H16 0.2365 0.8128 0.8788 0.0470 1.000 Uiso calc C15 H H17 0.1924 0.9796 0.6930 0.0529 1.000 Uiso calc N6 H H18 0.1564 1.0372 0.9735 0.0556 1.000 Uiso calc C18 H H19 0.1133 1.1361 0.9918 0.0623 1.000 Uiso calc C19 H H20 0.0971 1.1983 0.8290 0.0550 1.000 Uiso calc C20 H H21 0.1435 1.1456 0.5503 0.0459 1.000 Uiso calc N8 H H22 0.0706 1.3056 0.2529 0.1089 1.000 Uiso calc C24 H H23 0.1246 1.2754 0.2884 0.1089 1.000 Uiso calc C24 H H24 0.0743 1.2329 0.2755 0.1089 1.000 Uiso calc C24 H H25 0.0795 1.3812 0.4282 0.0922 1.000 Uiso calc C25 H H26 0.0942 1.3493 0.5435 0.0922 1.000 Uiso calc C25 H H27 0.1343 1.3477 0.4425 0.0922 1.000 Uiso calc C25 H H28 -0.0028 1.3122 0.4098 0.1315 1.000 Uiso calc C26 H H29 0.0036 1.2387 0.4142 0.1315 1.000 Uiso calc C26 H H30 0.0097 1.2787 0.5247 0.1315 1.000 Uiso calc C26 H H31 0.6022 -0.2962 -0.3135 0.0784 1.000 Uiso calc C28 H H32 0.5978 -0.2235 -0.2910 0.0784 1.000 Uiso calc C28 H H33 0.6531 -0.2566 -0.2881 0.0784 1.000 Uiso calc C28 H H34 0.6250 -0.3693 -0.1454 0.0827 1.000 Uiso calc C29 H H35 0.6764 -0.3286 -0.1342 0.0827 1.000 Uiso calc C29 H H36 0.6387 -0.3368 -0.0302 0.0827 1.000 Uiso calc C29 H H37 0.5343 -0.3142 -0.1501 0.0851 1.000 Uiso calc C30 H H38 0.5458 -0.2796 -0.0357 0.0851 1.000 Uiso calc C30 H H39 0.5321 -0.2403 -0.1439 0.0851 1.000 Uiso calc C30 H H40 0.6405 -0.1958 0.2568 0.0547 1.000 Uiso calc C33 H H41 0.6485 -0.1360 0.4239 0.0725 1.000 Uiso calc C34 H H42 0.6647 -0.0254 0.4166 0.0646 1.000 Uiso calc C35 H H43 0.6604 -0.1226 -0.0186 0.0428 1.000 Uiso calc N9 H H44 0.6682 0.0562 0.1476 0.0495 1.000 Uiso calc N11 H H45 0.6962 0.2131 -0.0013 0.0497 1.000 Uiso calc C39 H H46 0.7185 0.2018 0.3850 0.0361 1.000 Uiso calc C41 H H47 0.7673 0.3476 0.1464 0.0444 1.000 Uiso calc N14 H H48 0.7737 0.4309 0.4127 0.0527 1.000 Uiso calc C44 H H49 0.8135 0.5331 0.4230 0.0583 1.000 Uiso calc C45 H H50 0.8557 0.5761 0.2641 0.0517 1.000 Uiso calc C46 H H51 0.8589 0.4959 -0.0071 0.0432 1.000 Uiso calc N16 H H52 0.9966 0.6247 -0.2516 0.0992 1.000 Uiso calc C51 H H53 0.9792 0.5547 -0.2306 0.0992 1.000 Uiso calc C51 H H54 0.9365 0.6067 -0.2548 0.0992 1.000 Uiso calc C51 H H55 1.0432 0.6252 -0.0528 0.1077 1.000 Uiso calc C50 H H56 1.0109 0.5987 0.0497 0.1077 1.000 Uiso calc C50 H H57 1.0269 0.5539 -0.0500 0.1077 1.000 Uiso calc C50 H H58 0.9757 0.7086 -0.0887 0.0877 1.000 Uiso calc C52 H H59 0.9167 0.6894 -0.1093 0.0877 1.000 Uiso calc C52 H H60 0.9409 0.6851 0.0123 0.0877 1.000 Uiso calc C52 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol C1 0.052(4) 0.052(4) 0.059(5) 0.024(4) 0.015(4) -0.002(4) C C2 0.090(6) 0.039(4) 0.075(6) 0.018(4) 0.006(5) -0.014(4) C C3 0.067(6) 0.060(5) 0.135(9) 0.027(5) 0.017(6) -0.006(6) C C4 0.087(6) 0.090(6) 0.072(6) 0.040(5) 0.042(5) 0.001(5) C O1 0.059(3) 0.029(2) 0.042(3) 0.021(2) 0.012(2) -0.001(2) O C5 0.054(4) 0.027(3) 0.043(4) 0.012(3) -0.001(4) 0.003(3) C O2 0.098(4) 0.041(3) 0.066(3) 0.037(3) 0.017(3) 0.023(3) O N1 0.058(4) 0.026(2) 0.029(3) 0.016(3) 0.001(3) 0.006(2) N C6 0.043(4) 0.027(3) 0.028(3) 0.004(3) -0.010(3) -0.000(3) C C7 0.058(4) 0.022(3) 0.030(3) 0.002(3) -0.005(3) 0.005(3) C C8 0.057(4) 0.036(3) 0.028(3) -0.004(3) -0.005(3) 0.009(3) C C9 0.055(4) 0.032(3) 0.029(3) 0.007(3) 0.004(3) -0.005(3) C C10 0.043(4) 0.022(3) 0.030(3) 0.004(3) -0.009(3) -0.003(3) C N2 0.050(3) 0.023(2) 0.025(2) 0.006(2) -0.009(2) 0.001(2) N N3 0.055(3) 0.024(2) 0.031(3) 0.008(3) -0.004(3) -0.000(2) N C11 0.060(4) 0.026(3) 0.034(3) 0.006(3) -0.004(3) -0.005(3) C O3 0.123(5) 0.036(2) 0.034(3) 0.021(3) -0.018(3) -0.009(2) O C12 0.045(4) 0.030(3) 0.041(4) 0.003(3) 0.004(3) -0.000(3) C N4 0.067(4) 0.033(3) 0.034(3) 0.013(3) 0.013(3) 0.004(3) N C13 0.081(6) 0.048(4) 0.029(3) 0.011(4) 0.009(4) 0.003(3) C N5 0.061(4) 0.033(3) 0.027(3) 0.015(3) 0.014(3) 0.002(2) N C14 0.040(4) 0.029(3) 0.031(3) 0.003(3) 0.004(3) -0.001(3) C C15 0.055(4) 0.026(3) 0.027(3) 0.006(3) 0.002(3) -0.005(3) C C16 0.045(4) 0.023(3) 0.029(3) 0.004(3) 0.006(3) -0.001(3) C O4 0.103(4) 0.035(2) 0.032(2) 0.022(3) -0.007(3) -0.004(2) O N6 0.064(4) 0.034(3) 0.024(3) 0.013(3) 0.007(3) 0.001(2) N C17 0.040(4) 0.023(3) 0.036(3) -0.003(3) -0.002(3) 0.004(3) C C18 0.070(5) 0.034(3) 0.024(3) 0.009(4) -0.005(3) -0.000(3) C C19 0.079(5) 0.037(3) 0.028(3) 0.008(4) 0.003(4) -0.008(3) C C20 0.062(5) 0.022(3) 0.042(4) 0.009(3) -0.005(4) -0.007(3) C C21 0.036(3) 0.023(3) 0.033(3) -0.004(3) -0.013(3) -0.003(3) C N7 0.038(3) 0.029(2) 0.024(2) 0.003(2) -0.004(2) 0.000(2) N N8 0.042(3) 0.029(3) 0.035(3) -0.005(3) -0.005(3) 0.002(2) N C22 0.042(4) 0.029(3) 0.045(4) -0.006(3) -0.009(3) 0.010(3) C O5 0.072(3) 0.038(2) 0.051(3) 0.015(3) 0.004(3) 0.006(2) O O6 0.072(3) 0.039(3) 0.042(3) 0.006(3) -0.011(3) 0.013(2) O C23 0.055(5) 0.040(4) 0.064(5) -0.002(4) -0.017(4) 0.023(4) C C24 0.122(8) 0.070(5) 0.060(5) 0.011(6) -0.025(5) 0.037(4) C C25 0.099(7) 0.039(4) 0.075(6) -0.014(5) -0.010(6) 0.021(4) C C26 0.053(5) 0.098(6) 0.153(8) -0.013(5) -0.037(6) 0.074(6) C C27 0.049(4) 0.036(3) 0.049(4) -0.006(3) 0.004(4) -0.015(3) C C28 0.065(5) 0.059(5) 0.056(5) -0.002(4) -0.017(4) -0.011(4) C C29 0.080(6) 0.032(4) 0.078(6) -0.000(4) -0.013(5) -0.020(4) C C30 0.049(5) 0.073(5) 0.074(5) -0.009(4) -0.003(4) -0.032(5) C O7 0.052(3) 0.031(2) 0.034(2) 0.000(2) -0.007(2) -0.008(2) O C31 0.040(4) 0.026(3) 0.042(4) -0.000(3) -0.002(3) 0.002(3) C O8 0.102(4) 0.034(2) 0.045(3) -0.022(3) 0.004(3) -0.004(2) O N9 0.050(3) 0.022(2) 0.027(3) -0.004(3) -0.001(3) -0.001(2) N C32 0.041(4) 0.027(3) 0.032(3) -0.007(3) -0.004(3) 0.001(3) C C33 0.062(5) 0.030(3) 0.034(3) -0.002(3) -0.005(4) 0.002(3) C C34 0.091(6) 0.039(4) 0.037(4) -0.015(4) -0.004(4) 0.010(3) C C35 0.091(6) 0.033(3) 0.025(3) -0.011(4) -0.007(4) -0.003(3) C C36 0.061(4) 0.026(3) 0.029(3) -0.006(3) -0.001(3) 0.001(3) C N10 0.038(3) 0.024(2) 0.031(3) 0.001(2) -0.002(3) 0.001(2) N N11 0.063(4) 0.026(2) 0.025(3) -0.011(3) -0.010(3) -0.001(2) N C37 0.041(4) 0.028(3) 0.033(3) 0.001(3) 0.005(3) 0.004(3) C O9 0.079(3) 0.033(2) 0.028(2) -0.011(3) -0.006(3) 0.005(2) O C38 0.029(3) 0.026(3) 0.035(3) -0.000(3) 0.004(3) 0.001(3) C N12 0.040(3) 0.034(3) 0.022(2) -0.007(3) 0.000(2) -0.000(2) N C39 0.055(4) 0.041(3) 0.019(3) 0.001(4) -0.000(3) 0.008(3) C N13 0.045(3) 0.029(2) 0.025(2) -0.005(3) -0.002(2) 0.000(2) N C40 0.034(3) 0.027(3) 0.035(3) -0.002(3) 0.000(3) 0.003(3) C C41 0.034(3) 0.027(3) 0.022(3) 0.004(3) -0.004(3) -0.001(2) C C42 0.039(3) 0.022(3) 0.037(3) 0.006(3) 0.004(3) 0.005(3) C O10 0.068(3) 0.033(2) 0.025(2) -0.010(2) 0.001(2) 0.003(2) O N14 0.052(3) 0.021(2) 0.030(3) -0.004(2) 0.003(3) -0.003(2) N C43 0.042(4) 0.022(3) 0.044(4) 0.002(3) -0.002(3) 0.002(3) C C44 0.062(4) 0.033(3) 0.027(3) -0.002(3) 0.008(3) -0.002(3) C C45 0.071(5) 0.032(3) 0.032(3) 0.006(4) -0.002(4) -0.009(3) C C46 0.060(4) 0.022(3) 0.038(4) -0.007(3) -0.005(4) -0.006(3) C C47 0.045(4) 0.025(3) 0.028(3) 0.001(3) -0.012(3) -0.005(3) C N15 0.039(3) 0.022(2) 0.029(2) 0.000(2) 0.001(2) -0.004(2) N N16 0.047(3) 0.026(2) 0.027(3) -0.009(3) -0.001(2) -0.006(2) N C48 0.049(4) 0.024(3) 0.048(4) -0.006(3) 0.003(3) -0.010(3) C O11 0.076(4) 0.063(3) 0.063(3) -0.036(3) 0.010(3) -0.030(3) O O12 0.045(3) 0.033(2) 0.041(2) -0.008(2) 0.003(2) 0.002(2) O C49 0.045(4) 0.032(3) 0.072(5) -0.009(3) 0.013(4) -0.007(4) C C50 0.043(5) 0.063(6) 0.142(9) -0.003(5) -0.004(6) 0.002(7) C C51 0.077(6) 0.063(5) 0.089(7) -0.014(5) 0.029(5) 0.008(5) C C52 0.057(5) 0.032(4) 0.113(7) -0.012(4) 0.006(5) 0.019(5) C # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.52(1) . . ? C1 C3 1.48(2) . . ? C1 C4 1.53(1) . . ? C1 O1 1.481(9) . . ? O1 C5 1.325(9) . . ? C5 O2 1.200(8) . . ? C5 N1 1.384(9) . . ? N1 C6 1.404(8) . . ? C6 C7 1.391(9) . . ? C6 N2 1.342(8) . . ? C7 C8 1.34(1) . . ? C8 C9 1.39(1) . . ? C9 C10 1.388(9) . . ? C10 N2 1.326(8) . . ? C10 N3 1.422(8) . . ? N3 C11 1.347(9) . . ? C11 O3 1.219(9) . . ? C11 C12 1.51(1) . . ? C12 N4 1.343(9) . . ? C12 C15 1.375(9) . . ? N4 C13 1.32(1) . . ? C13 N5 1.321(9) . . ? N5 C14 1.333(9) . . ? C14 C15 1.401(9) . . ? C14 C16 1.514(9) . . ? C16 O4 1.195(8) . . ? C16 N6 1.350(8) . . ? N6 C17 1.403(9) . . ? C17 C18 1.37(1) . . ? C17 N7 1.325(8) . . ? C18 C19 1.38(1) . . ? C19 C20 1.39(1) . . ? C20 C21 1.36(1) . . ? C21 N7 1.347(8) . . ? C21 N8 1.404(9) . . ? N8 C22 1.367(9) . . ? C22 O5 1.202(9) . . ? C22 O6 1.348(9) . . ? O6 C23 1.477(9) . . ? C23 C24 1.51(1) . . ? C23 C25 1.51(1) . . ? C23 C26 1.47(1) . . ? C27 C28 1.49(1) . . ? C27 C29 1.51(1) . . ? C27 C30 1.55(1) . . ? C27 O7 1.482(8) . . ? O7 C31 1.365(9) . . ? C31 O8 1.191(8) . . ? C31 N9 1.379(8) . . ? N9 C32 1.382(9) . . ? C32 C33 1.39(1) . . ? C32 N10 1.319(8) . . ? C33 C34 1.38(1) . . ? C34 C35 1.39(1) . . ? C35 C36 1.37(1) . . ? C36 N10 1.356(9) . . ? C36 N11 1.406(8) . . ? N11 C37 1.353(9) . . ? C37 O9 1.205(8) . . ? C37 C38 1.515(9) . . ? C38 N12 1.328(8) . . ? C38 C41 1.396(9) . . ? N12 C39 1.341(8) . . ? C39 N13 1.327(9) . . ? N13 C40 1.339(8) . . ? C40 C41 1.380(9) . . ? C40 C42 1.501(9) . . ? C42 O10 1.222(8) . . ? C42 N14 1.362(8) . . ? N14 C43 1.393(8) . . ? C43 C44 1.38(1) . . ? C43 N15 1.348(9) . . ? C44 C45 1.40(1) . . ? C45 C46 1.36(1) . . ? C46 C47 1.400(9) . . ? C47 N15 1.320(8) . . ? C47 N16 1.412(9) . . ? N16 C48 1.362(9) . . ? C48 O11 1.217(9) . . ? C48 O12 1.342(9) . . ? O12 C49 1.485(9) . . ? C49 C50 1.49(1) . . ? C49 C51 1.54(1) . . ? C49 C52 1.52(1) . . ? C53 CL1 1.628(9) . . ? C53 CL2 1.815(9) . . ? C54 CL4 1.66(1) . 2_665 ? C54 CL5 1.88(1) . . ? O13 O13 1.99(3) . 2_665 ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C3 114.4(8) . . . ? C2 C1 C4 110.4(9) . . . ? C2 C1 O1 110.9(7) . . . ? C3 C1 C4 110.7(9) . . . ? C3 C1 O1 108.5(7) . . . ? C4 C1 O1 101.2(7) . . . ? C1 O1 C5 120.7(6) . . . ? O1 C5 O2 126.8(7) . . . ? O1 C5 N1 108.8(6) . . . ? O2 C5 N1 124.4(7) . . . ? C5 N1 C6 128.0(6) . . . ? N1 C6 C7 123.8(6) . . . ? N1 C6 N2 112.7(6) . . . ? C7 C6 N2 123.5(6) . . . ? C6 C7 C8 117.8(6) . . . ? C7 C8 C9 121.1(6) . . . ? C8 C9 C10 116.6(6) . . . ? C9 C10 N2 124.0(6) . . . ? C9 C10 N3 122.0(6) . . . ? N2 C10 N3 114.0(6) . . . ? C6 N2 C10 116.8(6) . . . ? C10 N3 C11 126.0(6) . . . ? N3 C11 O3 126.6(7) . . . ? N3 C11 C12 114.5(6) . . . ? O3 C11 C12 119.0(6) . . . ? C11 C12 N4 118.2(6) . . . ? C11 C12 C15 119.0(6) . . . ? N4 C12 C15 122.9(7) . . . ? C12 N4 C13 115.6(6) . . . ? N4 C13 N5 126.8(7) . . . ? C13 N5 C14 117.4(6) . . . ? N5 C14 C15 121.0(6) . . . ? N5 C14 C16 117.4(6) . . . ? C15 C14 C16 121.6(6) . . . ? C12 C15 C14 116.3(6) . . . ? C14 C16 O4 123.3(6) . . . ? C14 C16 N6 109.2(6) . . . ? O4 C16 N6 127.5(6) . . . ? C16 N6 C17 132.8(6) . . . ? N6 C17 C18 125.6(6) . . . ? N6 C17 N7 111.0(6) . . . ? C18 C17 N7 123.4(6) . . . ? C17 C18 C19 117.0(6) . . . ? C18 C19 C20 120.3(7) . . . ? C19 C20 C21 118.5(6) . . . ? C20 C21 N7 121.8(6) . . . ? C20 C21 N8 128.0(6) . . . ? N7 C21 N8 110.2(6) . . . ? C17 N7 C21 118.9(6) . . . ? C21 N8 C22 125.9(6) . . . ? N8 C22 O5 126.4(7) . . . ? N8 C22 O6 107.2(7) . . . ? O5 C22 O6 126.4(7) . . . ? C22 O6 C23 121.5(7) . . . ? O6 C23 C24 101.1(7) . . . ? O6 C23 C25 108.8(7) . . . ? O6 C23 C26 109.0(7) . . . ? C24 C23 C25 110.2(8) . . . ? C24 C23 C26 112.1(9) . . . ? C25 C23 C26 114(1) . . . ? C28 C27 C29 111.2(7) . . . ? C28 C27 C30 110.2(8) . . . ? C28 C27 O7 102.9(6) . . . ? C29 C27 C30 113.2(8) . . . ? C29 C27 O7 110.0(6) . . . ? C30 C27 O7 108.9(6) . . . ? C27 O7 C31 120.6(6) . . . ? O7 C31 O8 126.2(7) . . . ? O7 C31 N9 107.3(6) . . . ? O8 C31 N9 126.4(7) . . . ? C31 N9 C32 126.2(6) . . . ? N9 C32 C33 124.5(6) . . . ? N9 C32 N10 112.4(6) . . . ? C33 C32 N10 123.0(6) . . . ? C32 C33 C34 116.9(6) . . . ? C33 C34 C35 122.0(7) . . . ? C34 C35 C36 115.9(7) . . . ? C35 C36 N10 123.8(6) . . . ? C35 C36 N11 123.6(6) . . . ? N10 C36 N11 112.5(6) . . . ? C32 N10 C36 118.3(6) . . . ? C36 N11 C37 129.4(6) . . . ? N11 C37 O9 126.0(6) . . . ? N11 C37 C38 112.2(6) . . . ? O9 C37 C38 121.8(6) . . . ? C37 C38 N12 117.3(6) . . . ? C37 C38 C41 119.8(6) . . . ? N12 C38 C41 122.9(6) . . . ? C38 N12 C39 115.9(6) . . . ? N12 C39 N13 126.2(6) . . . ? C39 N13 C40 116.5(6) . . . ? N13 C40 C41 122.4(6) . . . ? N13 C40 C42 116.3(6) . . . ? C41 C40 C42 121.3(6) . . . ? C38 C41 C40 115.8(6) . . . ? C40 C42 O10 121.9(6) . . . ? C40 C42 N14 112.4(6) . . . ? O10 C42 N14 125.6(7) . . . ? C42 N14 C43 128.9(6) . . . ? N14 C43 C44 123.5(7) . . . ? N14 C43 N15 112.5(6) . . . ? C44 C43 N15 123.9(6) . . . ? C43 C44 C45 116.5(7) . . . ? C44 C45 C46 120.9(6) . . . ? C45 C46 C47 117.6(6) . . . ? C46 C47 N15 123.3(6) . . . ? C46 C47 N16 123.6(6) . . . ? N15 C47 N16 113.2(6) . . . ? C43 N15 C47 117.7(6) . . . ? C47 N16 C48 126.5(6) . . . ? N16 C48 O11 125.3(7) . . . ? N16 C48 O12 108.5(6) . . . ? O11 C48 O12 126.1(7) . . . ? C48 O12 C49 120.1(6) . . . ? O12 C49 C50 110.3(7) . . . ? O12 C49 C51 101.2(7) . . . ? O12 C49 C52 110.2(6) . . . ? C50 C49 C51 111.2(9) . . . ? C50 C49 C52 111.6(8) . . . ? C51 C49 C52 111.9(8) . . . ? CL1 C53 CL2 96.8(5) . . . ? C54 C54 CL4 95(1) 2_665 . . ? C54 C54 CL5 104(1) 2_665 . . ? CL4 C54 CL4 123.2(7) . . 2_665 ? CL4 C54 CL5 130.7(5) 2_665 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.997