# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Zhao Huaiqing' _publ_contact_author_email chmzhq@nus.edu.sg loop_ _publ_author_name 'Ong Wei Qiang' 'Zeng Huaqiang' data_a334 _database_code_depnum_ccdc_archive 'CCDC 838391' #TrackingRef 'web_deposit_cif_file_0_OngWeiQiang_1312792022.A334.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H34 N10 O9' _chemical_formula_weight 798.77 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.3551(9) _cell_length_b 13.6824(11) _cell_length_c 25.595(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3626.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 1019 _cell_measurement_theta_min 2.59 _cell_measurement_theta_max 22.26 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.107 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9625 _exptl_absorpt_correction_T_max 0.9852 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26021 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0676 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8326 _reflns_number_gt 6649 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0676P)^2^+1.0135P] 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 0.0(11) _refine_ls_number_reflns 8326 _refine_ls_number_parameters 571 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0815 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1338 _refine_ls_goodness_of_fit_ref 1.056 _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 O1 O 0.7418(2) 0.20762(14) 0.24156(8) 0.0258(5) Uani 1 1 d . . . O2 O 0.7340(2) 0.27202(15) 0.16115(8) 0.0289(5) Uani 1 1 d . . . O3 O 0.7015(2) -0.16030(15) 0.02584(8) 0.0281(5) Uani 1 1 d . . . O4 O 0.5730(3) 0.17348(17) -0.20441(8) 0.0347(6) Uani 1 1 d . . . O5 O 0.5450(2) 0.64451(15) -0.04832(8) 0.0278(5) Uani 1 1 d . . . O6 O 0.4492(2) 0.38902(15) 0.21195(8) 0.0287(5) Uani 1 1 d . . . O7 O 0.3694(2) -0.11398(15) 0.08816(8) 0.0292(5) Uani 1 1 d . . . O8 O 0.3596(2) -0.04347(15) 0.00859(8) 0.0274(5) Uani 1 1 d . . . N1 N 0.7070(2) 0.09140(17) 0.11873(9) 0.0195(5) Uani 1 1 d . . . N2 N 0.6808(2) 0.00190(17) 0.04453(9) 0.0204(5) Uani 1 1 d D . . H2N H 0.675(3) 0.0598(16) 0.0300(12) 0.025 Uiso 1 1 d D . . N3 N 0.6404(2) 0.04197(18) -0.05683(9) 0.0204(5) Uani 1 1 d . . . N4 N 0.5920(3) 0.16209(18) -0.11537(9) 0.0232(6) Uani 1 1 d D . . H4N H 0.587(3) 0.200(2) -0.0880(10) 0.028 Uiso 1 1 d D . . N5 N 0.5543(2) 0.35378(18) -0.10468(9) 0.0215(5) Uani 1 1 d . . . N6 N 0.5332(3) 0.47757(18) -0.04564(10) 0.0240(6) Uani 1 1 d D . . H6N H 0.519(3) 0.435(2) -0.0203(10) 0.029 Uiso 1 1 d D . . N7 N 0.4833(2) 0.47825(17) 0.05459(9) 0.0195(5) Uani 1 1 d . . . N8 N 0.4385(3) 0.37733(18) 0.12285(9) 0.0222(6) Uani 1 1 d D . . H8N H 0.436(3) 0.3336(19) 0.0989(10) 0.027 Uiso 1 1 d D . . N9 N 0.3982(2) 0.18748(17) 0.12713(9) 0.0190(5) Uani 1 1 d . . . N10 N 0.3714(3) 0.05271(18) 0.07610(9) 0.0239(6) Uani 1 1 d D . . H10N H 0.369(3) 0.1000(19) 0.0524(10) 0.029 Uiso 1 1 d D . . C1 C 0.7518(4) 0.3064(2) 0.26206(13) 0.0335(8) Uani 1 1 d . . . H1A H 0.8322 0.3363 0.2498 0.050 Uiso 1 1 calc R . . H1B H 0.7518 0.3042 0.3003 0.050 Uiso 1 1 calc R . . H1C H 0.6781 0.3451 0.2499 0.050 Uiso 1 1 calc R . . C2 C 0.7325(3) 0.2025(2) 0.18934(12) 0.0223(6) Uani 1 1 d . . . C3 C 0.7186(3) 0.0989(2) 0.17122(12) 0.0211(6) Uani 1 1 d . . . C4 C 0.7159(3) 0.0198(2) 0.20436(11) 0.0228(7) Uani 1 1 d . . . H4 H 0.7240 0.0281 0.2411 0.027 Uiso 1 1 calc R . . C5 C 0.7013(3) -0.0721(2) 0.18281(11) 0.0200(6) Uani 1 1 d . . . H5 H 0.6992 -0.1279 0.2049 0.024 Uiso 1 1 calc R . . C6 C 0.6897(3) -0.0833(2) 0.12946(11) 0.0181(6) Uani 1 1 d . . . H6 H 0.6799 -0.1460 0.1140 0.022 Uiso 1 1 calc R . . C7 C 0.6931(3) 0.0022(2) 0.09884(11) 0.0193(6) Uani 1 1 d . . . C8 C 0.6838(3) -0.0767(2) 0.01172(11) 0.0183(6) Uani 1 1 d . . . C9 C 0.6645(3) -0.0516(2) -0.04518(11) 0.0185(6) Uani 1 1 d . . . C10 C 0.6691(3) -0.1265(2) -0.08130(11) 0.0212(6) Uani 1 1 d . . . H10 H 0.6854 -0.1921 -0.0711 0.025 Uiso 1 1 calc R . . C11 C 0.6486(3) -0.1014(2) -0.13369(11) 0.0227(6) Uani 1 1 d . . . H11 H 0.6523 -0.1503 -0.1600 0.027 Uiso 1 1 calc R . . C12 C 0.6228(3) -0.0053(2) -0.14721(12) 0.0229(7) Uani 1 1 d . . . H12 H 0.6088 0.0131 -0.1826 0.027 Uiso 1 1 calc R . . C13 C 0.6182(3) 0.0636(2) -0.10696(11) 0.0207(6) Uani 1 1 d . . . C14 C 0.5730(3) 0.2108(2) -0.16109(12) 0.0247(7) Uani 1 1 d . . . C15 C 0.5561(3) 0.3197(2) -0.15376(11) 0.0221(6) Uani 1 1 d . . . C16 C 0.5423(3) 0.3789(2) -0.19742(11) 0.0247(7) Uani 1 1 d . . . H16 H 0.5401 0.3519 -0.2316 0.030 Uiso 1 1 calc R . . C17 C 0.5319(3) 0.4784(2) -0.18952(12) 0.0263(7) Uani 1 1 d . . . H17 H 0.5235 0.5210 -0.2187 0.032 Uiso 1 1 calc R . . C18 C 0.5336(3) 0.5167(2) -0.13959(12) 0.0230(6) Uani 1 1 d . . . H18 H 0.5298 0.5851 -0.1336 0.028 Uiso 1 1 calc R . . C19 C 0.5413(3) 0.4493(2) -0.09788(11) 0.0219(6) Uani 1 1 d . . . C20 C 0.5307(3) 0.5677(2) -0.02412(11) 0.0208(6) Uani 1 1 d . . . C21 C 0.5087(3) 0.5666(2) 0.03422(11) 0.0202(6) Uani 1 1 d . . . C22 C 0.5145(3) 0.6510(2) 0.06336(12) 0.0222(6) Uani 1 1 d . . . H22 H 0.5334 0.7121 0.0475 0.027 Uiso 1 1 calc R . . C23 C 0.4921(3) 0.6441(2) 0.11638(12) 0.0234(7) Uani 1 1 d . . . H23 H 0.4942 0.7012 0.1375 0.028 Uiso 1 1 calc R . . C24 C 0.4665(3) 0.5540(2) 0.13880(11) 0.0198(6) Uani 1 1 d . . . H24 H 0.4517 0.5479 0.1753 0.024 Uiso 1 1 calc R . . C25 C 0.4633(3) 0.4725(2) 0.10595(11) 0.0200(6) Uani 1 1 d . . . C26 C 0.4347(3) 0.3405(2) 0.17198(11) 0.0214(6) Uani 1 1 d . . . C27 C 0.4145(3) 0.2321(2) 0.17322(11) 0.0194(6) Uani 1 1 d . . . C28 C 0.4194(3) 0.1816(2) 0.22025(11) 0.0226(6) Uani 1 1 d . . . H28 H 0.4304 0.2149 0.2525 0.027 Uiso 1 1 calc R . . C29 C 0.4075(3) 0.0799(2) 0.21824(12) 0.0227(6) Uani 1 1 d . . . H29 H 0.4119 0.0430 0.2496 0.027 Uiso 1 1 calc R . . C30 C 0.3898(3) 0.0329(2) 0.17177(11) 0.0216(6) Uani 1 1 d . . . H30 H 0.3806 -0.0361 0.1702 0.026 Uiso 1 1 calc R . . C31 C 0.3857(3) 0.0903(2) 0.12629(11) 0.0186(6) Uani 1 1 d . . . C32 C 0.3664(3) -0.0431(2) 0.06095(11) 0.0201(6) Uani 1 1 d . . . C33 C 0.3519(3) -0.1372(2) -0.01717(11) 0.0206(6) Uani 1 1 d . . . H33A H 0.2768 -0.1746 -0.0040 0.025 Uiso 1 1 calc R . . H33B H 0.4312 -0.1757 -0.0105 0.025 Uiso 1 1 calc R . . C34 C 0.3375(3) -0.1175(2) -0.07501(11) 0.0193(6) Uani 1 1 d . . . C35 C 0.3563(3) -0.1938(2) -0.10971(11) 0.0190(6) Uani 1 1 d . . . H35 H 0.3794 -0.2566 -0.0970 0.023 Uiso 1 1 calc R . . C36 C 0.3415(3) -0.1790(2) -0.16313(11) 0.0216(6) Uani 1 1 d . . . H36 H 0.3532 -0.2318 -0.1868 0.026 Uiso 1 1 calc R . . C37 C 0.3098(3) -0.0874(2) -0.18168(11) 0.0209(6) Uani 1 1 d . . . H37 H 0.3003 -0.0772 -0.2182 0.025 Uiso 1 1 calc R . . C38 C 0.2916(3) -0.0097(2) -0.14735(12) 0.0229(7) Uani 1 1 d . . . H38 H 0.2697 0.0533 -0.1602 0.028 Uiso 1 1 calc R . . C39 C 0.3057(3) -0.0255(2) -0.09418(11) 0.0212(6) Uani 1 1 d . . . H39 H 0.2936 0.0272 -0.0705 0.025 Uiso 1 1 calc R . . C1S C 0.7520(7) 0.2573(5) 0.0183(3) 0.0613(19) Uani 0.732(6) 1 d PDU A 1 H1S1 H 0.7879 0.3146 0.0361 0.092 Uiso 0.732(6) 1 calc PR A 1 H1S2 H 0.7402 0.2719 -0.0189 0.092 Uiso 0.732(6) 1 calc PR A 1 H1S3 H 0.8114 0.2020 0.0222 0.092 Uiso 0.732(6) 1 calc PR A 1 O1S O 0.6375(4) 0.2344(3) 0.03969(15) 0.0563(13) Uani 0.732(6) 1 d PDU A 1 H1S H 0.5843 0.2213 0.0159 0.085 Uiso 0.732(6) 1 calc PR A 1 O2S O 0.9345(11) 0.3111(8) 0.0065(5) 0.060(4) Uani 0.268(6) 1 d PDU A 2 H2S H 0.9800 0.2834 -0.0163 0.090 Uiso 0.268(6) 1 calc PR A 2 C2S C 0.8179(13) 0.2498(10) 0.0178(6) 0.032(3) Uani 0.268(6) 1 d PDU A 2 H2S1 H 0.8383 0.2025 0.0453 0.047 Uiso 0.268(6) 1 calc PR A 2 H2S2 H 0.7921 0.2148 -0.0140 0.047 Uiso 0.268(6) 1 calc PR A 2 H2S3 H 0.7468 0.2919 0.0293 0.047 Uiso 0.268(6) 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 O1 0.0446(14) 0.0152(10) 0.0175(10) -0.0033(8) -0.0033(9) 0.0012(9) O2 0.0525(15) 0.0137(10) 0.0205(11) -0.0017(9) -0.0003(10) -0.0035(10) O3 0.0472(14) 0.0149(11) 0.0223(11) -0.0007(8) 0.0024(10) 0.0024(10) O4 0.0608(16) 0.0270(12) 0.0163(11) -0.0012(9) 0.0028(11) 0.0000(11) O5 0.0405(13) 0.0190(11) 0.0239(11) 0.0046(9) 0.0013(10) -0.0003(10) O6 0.0507(14) 0.0194(11) 0.0161(11) -0.0047(8) 0.0043(10) -0.0002(10) O7 0.0487(14) 0.0203(11) 0.0186(11) 0.0040(9) -0.0045(10) -0.0040(10) O8 0.0487(14) 0.0184(11) 0.0151(10) -0.0010(8) -0.0012(10) -0.0068(10) N1 0.0265(13) 0.0146(12) 0.0174(12) -0.0004(10) 0.0033(10) -0.0004(10) N2 0.0317(14) 0.0109(12) 0.0187(13) 0.0024(10) -0.0007(11) -0.0017(10) N3 0.0230(13) 0.0198(13) 0.0183(12) -0.0008(10) 0.0004(10) -0.0018(10) N4 0.0350(15) 0.0184(13) 0.0162(13) -0.0028(10) 0.0002(11) 0.0026(11) N5 0.0283(14) 0.0184(13) 0.0177(12) 0.0026(10) 0.0022(11) 0.0001(11) N6 0.0378(16) 0.0176(13) 0.0165(13) 0.0038(10) 0.0002(11) 0.0038(12) N7 0.0272(14) 0.0138(12) 0.0175(12) 0.0018(9) -0.0013(10) 0.0005(10) N8 0.0401(15) 0.0139(12) 0.0126(12) -0.0034(9) -0.0031(11) -0.0018(11) N9 0.0270(14) 0.0163(12) 0.0138(12) 0.0008(10) 0.0015(10) 0.0004(10) N10 0.0413(16) 0.0173(13) 0.0131(12) 0.0037(10) -0.0024(11) 0.0007(12) C1 0.056(2) 0.0216(17) 0.0234(17) -0.0085(13) -0.0058(16) 0.0031(16) C2 0.0261(16) 0.0213(16) 0.0194(15) -0.0015(13) -0.0017(12) -0.0001(13) C3 0.0222(15) 0.0198(15) 0.0214(15) -0.0041(12) -0.0004(12) 0.0018(12) C4 0.0269(16) 0.0241(16) 0.0173(15) -0.0025(12) 0.0025(12) 0.0003(13) C5 0.0243(15) 0.0163(14) 0.0195(15) 0.0045(11) 0.0036(12) 0.0014(12) C6 0.0226(15) 0.0101(13) 0.0216(15) -0.0021(11) 0.0030(12) -0.0002(11) C7 0.0208(14) 0.0197(15) 0.0174(14) -0.0007(11) 0.0003(12) 0.0002(12) C8 0.0192(14) 0.0152(15) 0.0205(15) -0.0015(11) 0.0007(11) -0.0016(11) C9 0.0163(14) 0.0190(15) 0.0202(15) -0.0013(12) -0.0011(11) -0.0041(11) C10 0.0228(15) 0.0169(14) 0.0239(16) -0.0018(12) 0.0014(12) -0.0005(12) C11 0.0261(16) 0.0216(16) 0.0206(16) -0.0066(12) 0.0038(13) -0.0025(12) C12 0.0238(16) 0.0261(17) 0.0188(15) -0.0020(12) 0.0020(12) 0.0002(13) C13 0.0212(15) 0.0211(15) 0.0198(15) -0.0034(12) 0.0006(12) -0.0012(12) C14 0.0264(17) 0.0267(17) 0.0211(16) 0.0027(13) 0.0011(13) -0.0017(13) C15 0.0189(15) 0.0236(16) 0.0237(15) -0.0025(12) 0.0045(12) -0.0018(12) C16 0.0296(17) 0.0254(16) 0.0189(15) 0.0004(12) 0.0037(13) -0.0014(14) C17 0.0301(17) 0.0296(17) 0.0191(15) 0.0060(13) 0.0016(13) -0.0012(14) C18 0.0238(16) 0.0206(15) 0.0245(16) 0.0037(12) 0.0020(13) 0.0011(13) C19 0.0185(15) 0.0264(17) 0.0208(15) 0.0014(12) 0.0013(12) 0.0007(13) C20 0.0174(14) 0.0236(16) 0.0215(15) 0.0016(12) -0.0008(12) 0.0017(12) C21 0.0178(14) 0.0226(16) 0.0201(15) 0.0022(12) -0.0013(11) 0.0011(12) C22 0.0217(15) 0.0176(15) 0.0273(16) 0.0064(12) -0.0013(12) 0.0003(12) C23 0.0253(16) 0.0182(16) 0.0266(16) -0.0072(12) -0.0026(13) 0.0020(12) C24 0.0212(15) 0.0210(15) 0.0172(14) -0.0005(12) 0.0011(12) 0.0021(12) C25 0.0220(15) 0.0200(15) 0.0181(14) 0.0033(11) -0.0021(12) 0.0025(12) C26 0.0222(15) 0.0225(15) 0.0195(15) 0.0002(12) 0.0016(12) 0.0003(12) C27 0.0221(15) 0.0219(15) 0.0141(14) -0.0015(11) 0.0010(12) 0.0001(12) C28 0.0284(16) 0.0259(16) 0.0136(14) -0.0036(12) 0.0027(12) -0.0011(13) C29 0.0278(16) 0.0237(16) 0.0167(14) 0.0049(12) 0.0043(12) 0.0035(13) C30 0.0233(15) 0.0176(15) 0.0240(16) 0.0018(12) 0.0032(12) -0.0013(12) C31 0.0186(15) 0.0187(15) 0.0184(15) 0.0008(11) 0.0009(11) 0.0006(12) C32 0.0187(15) 0.0219(15) 0.0198(15) -0.0003(12) 0.0021(12) -0.0035(12) C33 0.0291(16) 0.0170(15) 0.0158(14) -0.0037(11) 0.0001(12) -0.0023(12) C34 0.0204(15) 0.0189(15) 0.0185(15) 0.0004(11) -0.0016(11) -0.0040(12) C35 0.0228(15) 0.0162(14) 0.0179(14) 0.0025(11) 0.0002(12) -0.0017(12) C36 0.0242(16) 0.0226(16) 0.0180(14) -0.0060(12) -0.0009(12) -0.0053(12) C37 0.0229(15) 0.0292(17) 0.0105(13) 0.0014(12) -0.0020(11) 0.0003(12) C38 0.0254(16) 0.0188(15) 0.0246(16) 0.0060(12) -0.0020(13) 0.0009(13) C39 0.0261(16) 0.0186(15) 0.0189(15) -0.0018(11) 0.0026(12) -0.0033(13) C1S 0.063(2) 0.059(2) 0.061(2) -0.0017(14) -0.0020(15) -0.0051(15) O1S 0.0599(17) 0.0590(17) 0.0501(17) -0.0007(12) -0.0016(13) 0.0073(13) O2S 0.062(4) 0.059(4) 0.058(4) 0.0005(15) -0.0017(15) -0.0010(15) C2S 0.032(3) 0.031(3) 0.032(3) 0.0006(15) -0.0002(15) 0.0005(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.342(3) . ? O1 C1 1.453(4) . ? O2 C2 1.194(4) . ? O3 C8 1.214(3) . ? O4 C14 1.221(4) . ? O5 C20 1.229(3) . ? O6 C26 1.229(3) . ? O7 C32 1.194(3) . ? O8 C32 1.342(3) . ? O8 C33 1.444(3) . ? N1 C7 1.331(4) . ? N1 C3 1.353(4) . ? N2 C8 1.364(4) . ? N2 C7 1.396(4) . ? N3 C13 1.337(4) . ? N3 C9 1.338(4) . ? N4 C14 1.361(4) . ? N4 C13 1.391(4) . ? N5 C19 1.325(4) . ? N5 C15 1.340(4) . ? N6 C20 1.351(4) . ? N6 C19 1.395(4) . ? N7 C25 1.333(4) . ? N7 C21 1.342(4) . ? N8 C26 1.355(4) . ? N8 C25 1.397(4) . ? N9 C31 1.336(4) . ? N9 C27 1.339(4) . ? N10 C32 1.369(4) . ? N10 C31 1.391(4) . ? C2 C3 1.499(4) . ? C3 C4 1.375(4) . ? C4 C5 1.381(4) . ? C5 C6 1.379(4) . ? C6 C7 1.408(4) . ? C8 C9 1.510(4) . ? C9 C10 1.381(4) . ? C10 C11 1.400(4) . ? C11 C12 1.386(4) . ? C12 C13 1.397(4) . ? C14 C15 1.511(4) . ? C15 C16 1.388(4) . ? C16 C17 1.381(5) . ? C17 C18 1.381(4) . ? C18 C19 1.413(4) . ? C20 C21 1.510(4) . ? C21 C22 1.376(4) . ? C22 C23 1.380(4) . ? C23 C24 1.385(4) . ? C24 C25 1.397(4) . ? C26 C27 1.497(4) . ? C27 C28 1.389(4) . ? C28 C29 1.398(4) . ? C29 C30 1.364(4) . ? C30 C31 1.405(4) . ? C33 C34 1.512(4) . ? C34 C35 1.385(4) . ? C34 C39 1.390(4) . ? C35 C36 1.391(4) . ? C36 C37 1.380(4) . ? C37 C38 1.391(4) . ? C38 C39 1.386(4) . ? C1S O1S 1.342(7) . ? O2S C2S 1.499(14) . ? 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 O1 C1 114.4(2) . . ? C32 O8 C33 117.5(2) . . ? C7 N1 C3 117.3(2) . . ? C8 N2 C7 127.8(2) . . ? C13 N3 C9 117.2(2) . . ? C14 N4 C13 129.5(3) . . ? C19 N5 C15 117.9(2) . . ? C20 N6 C19 130.2(3) . . ? C25 N7 C21 117.8(2) . . ? C26 N8 C25 129.8(3) . . ? C31 N9 C27 118.7(2) . . ? C32 N10 C31 128.3(2) . . ? O2 C2 O1 124.0(3) . . ? O2 C2 C3 124.6(3) . . ? O1 C2 C3 111.4(3) . . ? N1 C3 C4 123.4(3) . . ? N1 C3 C2 112.8(2) . . ? C4 C3 C2 123.8(3) . . ? C3 C4 C5 118.2(3) . . ? C6 C5 C4 120.4(3) . . ? C5 C6 C7 117.2(3) . . ? N1 C7 N2 113.2(2) . . ? N1 C7 C6 123.5(3) . . ? N2 C7 C6 123.4(3) . . ? O3 C8 N2 124.3(3) . . ? O3 C8 C9 121.4(3) . . ? N2 C8 C9 114.3(2) . . ? N3 C9 C10 124.6(3) . . ? N3 C9 C8 117.2(2) . . ? C10 C9 C8 118.2(3) . . ? C9 C10 C11 117.0(3) . . ? C12 C11 C10 120.1(3) . . ? C11 C12 C13 117.6(3) . . ? N3 C13 N4 113.4(2) . . ? N3 C13 C12 123.5(3) . . ? N4 C13 C12 123.1(3) . . ? O4 C14 N4 125.1(3) . . ? O4 C14 C15 121.7(3) . . ? N4 C14 C15 113.1(3) . . ? N5 C15 C16 123.4(3) . . ? N5 C15 C14 117.5(3) . . ? C16 C15 C14 119.2(3) . . ? C17 C16 C15 117.8(3) . . ? C18 C17 C16 120.5(3) . . ? C17 C18 C19 116.9(3) . . ? N5 C19 N6 113.9(3) . . ? N5 C19 C18 123.4(3) . . ? N6 C19 C18 122.7(3) . . ? O5 C20 N6 124.9(3) . . ? O5 C20 C21 121.7(3) . . ? N6 C20 C21 113.4(2) . . ? N7 C21 C22 123.6(3) . . ? N7 C21 C20 115.0(3) . . ? C22 C21 C20 121.4(3) . . ? C21 C22 C23 117.9(3) . . ? C22 C23 C24 120.0(3) . . ? C23 C24 C25 117.7(3) . . ? N7 C25 N8 112.9(3) . . ? N7 C25 C24 122.9(3) . . ? N8 C25 C24 124.2(3) . . ? O6 C26 N8 124.6(3) . . ? O6 C26 C27 122.3(3) . . ? N8 C26 C27 113.1(2) . . ? N9 C27 C28 122.7(3) . . ? N9 C27 C26 116.8(2) . . ? C28 C27 C26 120.4(3) . . ? C27 C28 C29 117.4(3) . . ? C30 C29 C28 120.8(3) . . ? C29 C30 C31 117.6(3) . . ? N9 C31 N10 113.1(2) . . ? N9 C31 C30 122.7(3) . . ? N10 C31 C30 124.2(3) . . ? O7 C32 O8 125.5(3) . . ? O7 C32 N10 127.7(3) . . ? O8 C32 N10 106.7(2) . . ? O8 C33 C34 107.1(2) . . ? C35 C34 C39 119.3(3) . . ? C35 C34 C33 118.6(3) . . ? C39 C34 C33 122.0(3) . . ? C34 C35 C36 120.3(3) . . ? C37 C36 C35 119.8(3) . . ? C36 C37 C38 120.6(3) . . ? C39 C38 C37 119.1(3) . . ? C38 C39 C34 120.8(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 N2 H2N O1S 0.878(18) 2.43(2) 3.215(5) 149(3) . N4 H4N N5 0.876(18) 2.17(3) 2.666(3) 115(3) . N6 H6N N7 0.884(18) 2.04(3) 2.617(3) 122(3) . N8 H8N N9 0.856(18) 2.16(3) 2.633(3) 114(3) . N10 H10N O2S 0.888(18) 2.05(2) 2.893(12) 158(3) 4_455 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.590 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.068 # Attachment 'web_deposit_cif_file_1_OngWeiQiang_1312792022.A417.cif' data_a417 _database_code_depnum_ccdc_archive 'CCDC 838392' #TrackingRef 'web_deposit_cif_file_1_OngWeiQiang_1312792022.A417.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H32 Cl2 N10 O8' _chemical_formula_weight 851.66 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 P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.5103(13) _cell_length_b 13.6620(16) _cell_length_c 25.537(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3666.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 731 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 19.99 _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.543 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.250 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9066 _exptl_absorpt_correction_T_max 0.9611 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26068 _diffrn_reflns_av_R_equivalents 0.0848 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8409 _reflns_number_gt 6316 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0797P)^2^+3.0167P] 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 0.0(2) _refine_ls_number_reflns 8409 _refine_ls_number_parameters 572 _refine_ls_number_restraints 35 _refine_ls_R_factor_all 0.1167 _refine_ls_R_factor_gt 0.0866 _refine_ls_wR_factor_ref 0.2012 _refine_ls_wR_factor_gt 0.1850 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.129 _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 C1S C 0.1643(11) 0.287(2) 0.9511(8) 0.100 Uiso 0.50 1 d PD A 1 H1S1 H 0.1700 0.2565 0.9159 0.120 Uiso 0.50 1 calc PR A 1 H1S2 H 0.1565 0.3587 0.9469 0.120 Uiso 0.50 1 calc PR A 1 Cl1 Cl 0.2986(7) 0.2568(4) 0.9894(2) 0.118(2) Uani 0.50 1 d PDU A 1 Cl2 Cl 0.0327(7) 0.2388(4) 0.9867(2) 0.109(2) Uani 0.50 1 d PDU A 1 C2S C 0.3209(10) 0.2717(16) 0.9438(5) 0.100 Uiso 0.50 1 d PD B 2 H2S1 H 0.3414 0.3298 0.9222 0.120 Uiso 0.50 1 calc PR B 2 H2S2 H 0.3252 0.2127 0.9213 0.120 Uiso 0.50 1 calc PR B 2 Cl3 Cl 0.1684(6) 0.2835(4) 0.9714(2) 0.108(2) Uani 0.50 1 d PDU B 2 Cl4 Cl 0.4286(7) 0.2616(4) 0.99664(19) 0.0980(19) Uani 0.50 1 d PDU B 2 O1 O 0.2354(4) 0.2025(2) 0.75644(13) 0.0301(8) Uani 1 1 d . . . O2 O 0.2380(4) 0.2716(2) 0.83556(15) 0.0385(10) Uani 1 1 d . . . O3 O 0.1920(3) -0.1569(2) 0.97699(13) 0.0286(8) Uani 1 1 d . . . O4 O 0.0694(4) 0.1775(3) 1.20771(13) 0.0341(9) Uani 1 1 d . . . O5 O 0.0400(3) 0.6460(2) 1.04908(12) 0.0274(8) Uani 1 1 d . . . O6 O -0.0485(3) 0.3924(2) 0.78867(12) 0.0234(7) Uani 1 1 d . . . O7 O -0.1294(4) -0.1122(2) 0.90990(12) 0.0277(8) Uani 1 1 d . . . O8 O -0.1650(3) -0.0418(2) 0.98873(12) 0.0253(8) Uani 1 1 d . . . N1 N 0.2020(4) 0.0926(3) 0.88174(16) 0.0234(9) Uani 1 1 d . . . N2 N 0.1702(4) 0.0059(3) 0.95676(16) 0.0265(9) Uani 1 1 d D . . H2N H 0.155(5) 0.064(2) 0.970(2) 0.032 Uiso 1 1 d D . . N3 N 0.1325(4) 0.0466(3) 1.05901(15) 0.0232(9) Uani 1 1 d . . . N4 N 0.0893(4) 0.1676(3) 1.11856(15) 0.0258(9) Uani 1 1 d D . . H4N H 0.094(5) 0.210(3) 1.0919(14) 0.031 Uiso 1 1 d D . . N5 N 0.0435(4) 0.3580(3) 1.10785(14) 0.0230(9) Uani 1 1 d . . . N6 N 0.0159(4) 0.4795(3) 1.04797(15) 0.0215(9) Uani 1 1 d D . . H6N H 0.011(5) 0.423(2) 1.0319(18) 0.026 Uiso 1 1 d D . . N7 N -0.0308(4) 0.4800(3) 0.94617(14) 0.0187(8) Uani 1 1 d . . . N8 N -0.0771(4) 0.3806(3) 0.87733(14) 0.0203(8) Uani 1 1 d D . . H8N H -0.104(5) 0.334(3) 0.8994(16) 0.024 Uiso 1 1 d D . . N9 N -0.1168(3) 0.1897(3) 0.87117(13) 0.0161(8) Uani 1 1 d . . . N10 N -0.1529(4) 0.0540(3) 0.92092(14) 0.0238(9) Uani 1 1 d D . . H10N H -0.181(5) 0.101(3) 0.9425(17) 0.029 Uiso 1 1 d D . . C1 C 0.2478(6) 0.3007(4) 0.7342(2) 0.0376(14) Uani 1 1 d . . . H1A H 0.3266 0.3308 0.7468 0.056 Uiso 1 1 calc R . . H1B H 0.1750 0.3407 0.7449 0.056 Uiso 1 1 calc R . . H1C H 0.2500 0.2962 0.6959 0.056 Uiso 1 1 calc R . . C2 C 0.2313(5) 0.2002(4) 0.8086(2) 0.0289(11) Uani 1 1 d . . . C3 C 0.2159(5) 0.0975(3) 0.8289(2) 0.0255(11) Uani 1 1 d . . . C4 C 0.2111(4) 0.0174(4) 0.7966(2) 0.0263(11) Uani 1 1 d . . . H4 H 0.2202 0.0238 0.7597 0.032 Uiso 1 1 calc R . . C5 C 0.1926(5) -0.0730(4) 0.81960(19) 0.0261(11) Uani 1 1 d . . . H5 H 0.1901 -0.1298 0.7982 0.031 Uiso 1 1 calc R . . C6 C 0.1778(4) -0.0826(3) 0.8724(2) 0.0254(11) Uani 1 1 d . . . H6 H 0.1636 -0.1445 0.8883 0.031 Uiso 1 1 calc R . . C7 C 0.1848(5) 0.0043(4) 0.9026(2) 0.0250(11) Uani 1 1 d . . . C8 C 0.1737(4) -0.0727(3) 0.99013(19) 0.0224(10) Uani 1 1 d . . . C9 C 0.1527(4) -0.0468(3) 1.04723(19) 0.0238(10) Uani 1 1 d . . . C10 C 0.1539(5) -0.1228(3) 1.08349(19) 0.0239(10) Uani 1 1 d . . . H10 H 0.1664 -0.1889 1.0731 0.029 Uiso 1 1 calc R . . C11 C 0.1358(5) -0.0973(4) 1.1354(2) 0.0286(11) Uani 1 1 d . . . H11 H 0.1385 -0.1466 1.1617 0.034 Uiso 1 1 calc R . . C12 C 0.1138(5) -0.0018(3) 1.1495(2) 0.0246(11) Uani 1 1 d . . . H12 H 0.0999 0.0158 1.1850 0.030 Uiso 1 1 calc R . . C13 C 0.1128(4) 0.0689(4) 1.10963(18) 0.0217(10) Uani 1 1 d . . . C14 C 0.0704(5) 0.2167(4) 1.1645(2) 0.0276(11) Uani 1 1 d . . . C15 C 0.0506(5) 0.3238(3) 1.15751(18) 0.0230(10) Uani 1 1 d . . . C16 C 0.0395(5) 0.3845(4) 1.20071(18) 0.0277(11) Uani 1 1 d . . . H16 H 0.0403 0.3582 1.2352 0.033 Uiso 1 1 calc R . . C17 C 0.0275(5) 0.4839(4) 1.19267(18) 0.0262(11) Uani 1 1 d . . . H17 H 0.0224 0.5269 1.2218 0.031 Uiso 1 1 calc R . . C18 C 0.0227(5) 0.5217(4) 1.14174(17) 0.0228(10) Uani 1 1 d . . . H18 H 0.0156 0.5900 1.1353 0.027 Uiso 1 1 calc R . . C19 C 0.0289(5) 0.4533(4) 1.10055(17) 0.0235(10) Uani 1 1 d . . . C20 C 0.0196(4) 0.5707(3) 1.02551(18) 0.0215(10) Uani 1 1 d . . . C21 C -0.0036(4) 0.5683(4) 0.96725(17) 0.0206(10) Uani 1 1 d . . . C22 C 0.0048(4) 0.6535(3) 0.93822(18) 0.0210(10) Uani 1 1 d . . . H22 H 0.0258 0.7143 0.9541 0.025 Uiso 1 1 calc R . . C23 C -0.0187(5) 0.6465(3) 0.88510(19) 0.0244(10) Uani 1 1 d . . . H23 H -0.0156 0.7037 0.8640 0.029 Uiso 1 1 calc R . . C24 C -0.0465(4) 0.5583(3) 0.86240(17) 0.0206(10) Uani 1 1 d . . . H24 H -0.0627 0.5533 0.8259 0.025 Uiso 1 1 calc R . . C25 C -0.0501(4) 0.4761(3) 0.89480(17) 0.0197(10) Uani 1 1 d . . . C26 C -0.0704(4) 0.3436(3) 0.82761(17) 0.0183(9) Uani 1 1 d . . . C27 C -0.0909(4) 0.2352(3) 0.82540(16) 0.0151(9) Uani 1 1 d . . . C28 C -0.0772(4) 0.1851(3) 0.77879(17) 0.0202(10) Uani 1 1 d . . . H28 H -0.0600 0.2187 0.7470 0.024 Uiso 1 1 calc R . . C29 C -0.0896(4) 0.0841(3) 0.78011(16) 0.0186(9) Uani 1 1 d . . . H29 H -0.0811 0.0478 0.7486 0.022 Uiso 1 1 calc R . . C30 C -0.1141(4) 0.0354(3) 0.82637(17) 0.0172(9) Uani 1 1 d . . . H30 H -0.1212 -0.0339 0.8277 0.021 Uiso 1 1 calc R . . C31 C -0.1280(4) 0.0937(3) 0.87126(16) 0.0178(9) Uani 1 1 d . . . C32 C -0.1471(4) -0.0411(3) 0.93649(17) 0.0195(9) Uani 1 1 d . . . C33 C -0.1599(5) -0.1363(3) 1.01440(16) 0.0177(9) Uani 1 1 d . . . H33A H -0.0775 -0.1688 1.0072 0.021 Uiso 1 1 calc R . . H33B H -0.2293 -0.1790 1.0016 0.021 Uiso 1 1 calc R . . C34 C -0.1746(4) -0.1175(3) 1.07234(18) 0.0196(10) Uani 1 1 d . . . C35 C -0.1557(4) -0.1947(3) 1.10695(17) 0.0202(10) Uani 1 1 d . . . H35 H -0.1342 -0.2577 1.0939 0.024 Uiso 1 1 calc R . . C36 C -0.1680(5) -0.1800(4) 1.16080(18) 0.0258(11) Uani 1 1 d . . . H36 H -0.1549 -0.2330 1.1843 0.031 Uiso 1 1 calc R . . C37 C -0.1993(5) -0.0887(4) 1.17997(18) 0.0288(12) Uani 1 1 d . . . H37 H -0.2071 -0.0791 1.2167 0.035 Uiso 1 1 calc R . . C38 C -0.2193(6) -0.0116(4) 1.1466(2) 0.0358(13) Uani 1 1 d . . . H38 H -0.2419 0.0509 1.1599 0.043 Uiso 1 1 calc R . . C39 C -0.2059(5) -0.0263(4) 1.0920(2) 0.0320(12) Uani 1 1 d . . . H39 H -0.2186 0.0270 1.0686 0.038 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 0.181(6) 0.074(3) 0.099(4) -0.024(3) -0.007(4) 0.016(4) Cl2 0.200(6) 0.051(2) 0.075(3) 0.009(2) -0.062(4) -0.014(4) Cl3 0.159(5) 0.057(3) 0.108(4) 0.011(3) 0.052(4) 0.044(3) Cl4 0.187(6) 0.063(3) 0.044(2) -0.0133(19) 0.002(3) 0.009(4) O1 0.041(2) 0.0221(18) 0.0274(19) 0.0086(15) 0.0068(16) 0.0054(16) O2 0.062(3) 0.0206(18) 0.033(2) 0.0116(16) 0.0003(19) 0.0002(18) O3 0.042(2) 0.0174(17) 0.0263(18) 0.0035(14) -0.0051(16) 0.0009(15) O4 0.044(2) 0.035(2) 0.0228(19) 0.0038(16) -0.0040(16) 0.0042(18) O5 0.042(2) 0.0195(17) 0.0205(17) -0.0070(13) 0.0038(16) -0.0055(16) O6 0.038(2) 0.0183(16) 0.0143(15) 0.0008(12) 0.0000(14) 0.0015(15) O7 0.051(2) 0.0203(17) 0.0114(15) 0.0000(13) 0.0063(15) 0.0037(16) O8 0.043(2) 0.0184(16) 0.0150(16) 0.0022(12) 0.0057(14) -0.0067(15) N1 0.022(2) 0.020(2) 0.028(2) 0.0011(17) 0.0025(17) 0.0047(17) N2 0.033(2) 0.018(2) 0.029(2) 0.0038(17) 0.0026(19) 0.0014(18) N3 0.021(2) 0.023(2) 0.026(2) 0.0040(16) 0.0006(16) 0.0019(16) N4 0.032(2) 0.024(2) 0.021(2) 0.0033(16) 0.0086(18) 0.0055(18) N5 0.023(2) 0.029(2) 0.0175(19) -0.0066(16) 0.0022(16) 0.0018(18) N6 0.031(2) 0.0162(19) 0.0176(19) -0.0059(15) 0.0002(17) 0.0022(17) N7 0.024(2) 0.0151(18) 0.0170(19) -0.0036(14) 0.0047(16) 0.0022(16) N8 0.033(2) 0.0150(19) 0.0131(18) -0.0006(14) 0.0042(16) -0.0052(16) N9 0.0178(19) 0.0177(18) 0.0129(17) -0.0011(14) -0.0040(14) -0.0028(15) N10 0.042(3) 0.0166(19) 0.0130(19) -0.0026(15) 0.0066(17) -0.0015(18) C1 0.053(4) 0.025(3) 0.034(3) 0.020(2) 0.010(3) 0.004(3) C2 0.029(3) 0.025(3) 0.032(3) 0.008(2) -0.002(2) 0.001(2) C3 0.019(2) 0.028(3) 0.030(3) 0.008(2) -0.001(2) 0.003(2) C4 0.018(2) 0.030(3) 0.031(3) 0.006(2) -0.006(2) 0.003(2) C5 0.025(3) 0.025(2) 0.029(3) 0.000(2) -0.008(2) -0.001(2) C6 0.017(2) 0.023(2) 0.037(3) 0.009(2) 0.000(2) 0.0019(19) C7 0.019(2) 0.025(2) 0.031(3) 0.005(2) 0.001(2) 0.005(2) C8 0.018(2) 0.017(2) 0.032(3) 0.0020(19) -0.002(2) -0.0005(19) C9 0.016(2) 0.028(3) 0.028(3) 0.000(2) 0.004(2) 0.000(2) C10 0.030(3) 0.014(2) 0.028(3) -0.0055(18) 0.000(2) 0.002(2) C11 0.025(3) 0.031(3) 0.030(3) 0.007(2) -0.004(2) -0.002(2) C12 0.021(2) 0.025(3) 0.028(3) 0.000(2) 0.000(2) 0.002(2) C13 0.013(2) 0.027(2) 0.025(2) -0.0013(19) -0.0002(18) 0.0027(19) C14 0.022(3) 0.032(3) 0.029(3) 0.001(2) 0.001(2) 0.006(2) C15 0.019(2) 0.029(3) 0.021(2) 0.0064(19) -0.0024(19) 0.004(2) C16 0.032(3) 0.036(3) 0.015(2) 0.002(2) -0.006(2) 0.006(2) C17 0.027(3) 0.036(3) 0.016(2) -0.008(2) -0.0009(19) -0.002(2) C18 0.024(2) 0.027(3) 0.017(2) -0.0041(19) -0.0020(19) 0.000(2) C19 0.024(3) 0.028(3) 0.018(2) -0.0059(19) 0.0056(19) 0.001(2) C20 0.021(2) 0.024(2) 0.020(2) -0.0024(19) 0.0006(19) 0.001(2) C21 0.018(2) 0.028(2) 0.016(2) -0.0014(18) 0.0012(17) -0.0008(19) C22 0.022(2) 0.014(2) 0.027(2) -0.0046(18) 0.0047(19) -0.0029(18) C23 0.030(3) 0.016(2) 0.027(3) 0.0013(19) 0.005(2) 0.002(2) C24 0.025(2) 0.023(2) 0.015(2) -0.0032(18) 0.0016(19) -0.001(2) C25 0.022(2) 0.019(2) 0.018(2) -0.0029(18) 0.0036(19) -0.0022(19) C26 0.021(2) 0.017(2) 0.016(2) 0.0026(17) -0.0040(18) 0.0005(18) C27 0.012(2) 0.019(2) 0.014(2) 0.0038(17) 0.0019(16) 0.0026(17) C28 0.021(2) 0.028(2) 0.012(2) 0.0057(18) -0.0014(17) 0.002(2) C29 0.024(2) 0.021(2) 0.010(2) -0.0097(17) 0.0008(17) 0.0000(19) C30 0.016(2) 0.015(2) 0.020(2) -0.0053(17) -0.0033(18) -0.0017(17) C31 0.019(2) 0.024(2) 0.011(2) -0.0006(17) -0.0017(17) -0.0002(18) C32 0.017(2) 0.023(2) 0.018(2) 0.0019(19) 0.0001(18) -0.0018(19) C33 0.029(3) 0.0075(19) 0.017(2) 0.0027(16) 0.0040(18) -0.0030(18) C34 0.022(2) 0.018(2) 0.019(2) 0.0009(17) 0.0029(18) -0.0008(18) C35 0.021(2) 0.017(2) 0.022(2) -0.0004(18) -0.0036(19) -0.0032(19) C36 0.030(3) 0.031(3) 0.017(2) 0.003(2) 0.005(2) -0.009(2) C37 0.030(3) 0.044(3) 0.012(2) -0.001(2) 0.002(2) -0.006(2) C38 0.055(4) 0.026(3) 0.026(3) -0.007(2) 0.011(3) 0.007(3) C39 0.043(3) 0.027(3) 0.025(3) 0.004(2) 0.002(2) 0.000(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 C1S Cl1 1.767(10) . ? C1S Cl2 1.781(10) . ? C2S Cl3 1.758(10) . ? C2S Cl4 1.767(10) . ? O1 C2 1.333(6) . ? O1 C1 1.463(6) . ? O2 C2 1.197(6) . ? O3 C8 1.213(6) . ? O4 C14 1.227(6) . ? O5 C20 1.211(5) . ? O6 C26 1.219(5) . ? O7 C32 1.199(5) . ? O8 C32 1.347(5) . ? O8 C33 1.449(5) . ? N1 C7 1.331(6) . ? N1 C3 1.359(6) . ? N2 C8 1.371(6) . ? N2 C7 1.392(6) . ? N3 C9 1.328(6) . ? N3 C13 1.344(6) . ? N4 C14 1.366(6) . ? N4 C13 1.391(6) . ? N5 C19 1.324(6) . ? N5 C15 1.353(6) . ? N6 C20 1.373(6) . ? N6 C19 1.396(6) . ? N7 C25 1.329(6) . ? N7 C21 1.351(6) . ? N8 C26 1.368(6) . ? N8 C25 1.408(6) . ? N9 C31 1.318(6) . ? N9 C27 1.352(5) . ? N10 C32 1.360(6) . ? N10 C31 1.404(5) . ? C2 C3 1.504(7) . ? C3 C4 1.372(7) . ? C4 C5 1.381(7) . ? C5 C6 1.365(7) . ? C6 C7 1.417(7) . ? C8 C9 1.517(7) . ? C9 C10 1.391(7) . ? C10 C11 1.384(7) . ? C11 C12 1.373(7) . ? C12 C13 1.403(7) . ? C14 C15 1.488(7) . ? C15 C16 1.385(7) . ? C16 C17 1.379(7) . ? C17 C18 1.401(7) . ? C18 C19 1.409(6) . ? C20 C21 1.508(6) . ? C21 C22 1.383(6) . ? C22 C23 1.382(7) . ? C23 C24 1.368(6) . ? C24 C25 1.396(6) . ? C26 C27 1.497(6) . ? C27 C28 1.380(6) . ? C28 C29 1.387(6) . ? C29 C30 1.380(6) . ? C30 C31 1.403(6) . ? C33 C34 1.510(6) . ? C34 C39 1.383(7) . ? C34 C35 1.391(6) . ? C35 C36 1.396(6) . ? C36 C37 1.380(7) . ? C37 C38 1.371(7) . ? C38 C39 1.415(7) . ? 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 Cl1 C1S Cl2 104.6(7) . . ? Cl3 C2S Cl4 106.5(7) . . ? C2 O1 C1 114.4(4) . . ? C32 O8 C33 116.7(3) . . ? C7 N1 C3 117.2(4) . . ? C8 N2 C7 127.1(4) . . ? C9 N3 C13 117.4(4) . . ? C14 N4 C13 130.0(4) . . ? C19 N5 C15 118.5(4) . . ? C20 N6 C19 129.2(4) . . ? C25 N7 C21 117.5(4) . . ? C26 N8 C25 128.7(4) . . ? C31 N9 C27 118.5(4) . . ? C32 N10 C31 128.6(4) . . ? O2 C2 O1 123.6(5) . . ? O2 C2 C3 124.7(5) . . ? O1 C2 C3 111.7(4) . . ? N1 C3 C4 123.7(4) . . ? N1 C3 C2 113.6(4) . . ? C4 C3 C2 122.7(5) . . ? C3 C4 C5 117.5(5) . . ? C6 C5 C4 121.5(5) . . ? C5 C6 C7 116.8(4) . . ? N1 C7 N2 113.5(4) . . ? N1 C7 C6 123.3(5) . . ? N2 C7 C6 123.1(4) . . ? O3 C8 N2 125.1(5) . . ? O3 C8 C9 120.7(4) . . ? N2 C8 C9 114.2(4) . . ? N3 C9 C10 124.6(4) . . ? N3 C9 C8 117.7(4) . . ? C10 C9 C8 117.7(4) . . ? C11 C10 C9 116.6(4) . . ? C12 C11 C10 120.9(5) . . ? C11 C12 C13 117.7(5) . . ? N3 C13 N4 113.9(4) . . ? N3 C13 C12 122.7(4) . . ? N4 C13 C12 123.4(4) . . ? O4 C14 N4 124.0(5) . . ? O4 C14 C15 122.5(5) . . ? N4 C14 C15 113.5(4) . . ? N5 C15 C16 122.4(4) . . ? N5 C15 C14 117.4(4) . . ? C16 C15 C14 120.3(4) . . ? C17 C16 C15 118.6(4) . . ? C16 C17 C18 120.3(4) . . ? C17 C18 C19 116.5(4) . . ? N5 C19 N6 113.5(4) . . ? N5 C19 C18 123.6(4) . . ? N6 C19 C18 122.9(4) . . ? O5 C20 N6 124.7(4) . . ? O5 C20 C21 122.5(4) . . ? N6 C20 C21 112.8(4) . . ? N7 C21 C22 123.5(4) . . ? N7 C21 C20 116.5(4) . . ? C22 C21 C20 120.0(4) . . ? C23 C22 C21 117.1(4) . . ? C24 C23 C22 121.0(4) . . ? C23 C24 C25 117.6(4) . . ? N7 C25 C24 123.3(4) . . ? N7 C25 N8 112.4(4) . . ? C24 C25 N8 124.3(4) . . ? O6 C26 N8 124.4(4) . . ? O6 C26 C27 122.5(4) . . ? N8 C26 C27 113.1(4) . . ? N9 C27 C28 122.6(4) . . ? N9 C27 C26 116.8(4) . . ? C28 C27 C26 120.5(4) . . ? C27 C28 C29 117.6(4) . . ? C30 C29 C28 121.2(4) . . ? C29 C30 C31 116.4(4) . . ? N9 C31 C30 123.7(4) . . ? N9 C31 N10 113.8(4) . . ? C30 C31 N10 122.6(4) . . ? O7 C32 O8 125.2(4) . . ? O7 C32 N10 127.9(4) . . ? O8 C32 N10 106.8(4) . . ? O8 C33 C34 106.7(3) . . ? C39 C34 C35 119.2(4) . . ? C39 C34 C33 122.2(4) . . ? C35 C34 C33 118.6(4) . . ? C34 C35 C36 120.2(4) . . ? C37 C36 C35 120.1(5) . . ? C38 C37 C36 120.7(4) . . ? C37 C38 C39 119.3(5) . . ? C34 C39 C38 120.6(5) . . ? 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 N10 H10N Cl4 0.90(2) 2.69(4) 3.393(6) 136(4) 4_457 N10 H10N Cl1 0.90(2) 2.61(2) 3.491(7) 166(4) 4_457 N8 H8N Cl4 0.89(2) 2.98(3) 3.760(6) 147(4) 4_457 N8 H8N Cl2 0.89(2) 2.96(4) 3.589(6) 130(4) . N8 H8N N9 0.89(2) 2.11(5) 2.645(5) 118(4) . N6 H6N Cl3 0.88(2) 2.96(4) 3.682(6) 141(4) . N6 H6N Cl2 0.88(2) 2.78(2) 3.646(7) 171(4) . N6 H6N Cl4 0.88(2) 2.76(3) 3.604(7) 161(4) 4_457 N4 H4N Cl4 0.90(2) 2.88(4) 3.527(7) 130(4) 4_457 N4 H4N Cl2 0.90(2) 2.79(4) 3.555(7) 144(4) . N4 H4N N5 0.90(2) 2.13(5) 2.659(6) 117(4) . N2 H2N Cl2 0.88(2) 2.75(3) 3.578(7) 158(5) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.458 _refine_diff_density_min -0.901 _refine_diff_density_rms 0.098 # Attachment 'web_deposit_cif_file_2_OngWeiQiang_1312792022.A384.cif' data_a384 _database_code_depnum_ccdc_archive 'CCDC 838393' #TrackingRef 'web_deposit_cif_file_2_OngWeiQiang_1312792022.A384.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H32 Cl2 N10 O8' _chemical_formula_weight 851.66 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 P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.5003(13) _cell_length_b 13.6695(17) _cell_length_c 25.510(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3661.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 928 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 25.72 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.545 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1760 _exptl_absorpt_coefficient_mu 0.250 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9065 _exptl_absorpt_correction_T_max 0.9610 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25780 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8402 _reflns_number_gt 7226 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0827P)^2^+3.0303P] 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 -0.08(18) _refine_ls_number_reflns 8402 _refine_ls_number_parameters 572 _refine_ls_number_restraints 35 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1665 _refine_ls_wR_factor_gt 0.1579 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.123 _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 C1S C 0.8362(10) 0.7093(17) 0.0475(7) 0.100 Uiso 0.50 1 d PD A 1 H1S1 H 0.8442 0.6373 0.0496 0.120 Uiso 0.50 1 calc PR A 1 H1S2 H 0.8305 0.7360 0.0835 0.120 Uiso 0.50 1 calc PR A 1 Cl1 Cl 0.7019(6) 0.7427(3) 0.01044(16) 0.1167(17) Uani 0.50 1 d PDU A 1 Cl2 Cl 0.9686(6) 0.7612(2) 0.01332(15) 0.1134(19) Uani 0.50 1 d PDU A 1 C2S C 0.6805(9) 0.7288(13) 0.0545(5) 0.100 Uiso 0.50 1 d PD B 2 H2S1 H 0.6763 0.7882 0.0767 0.120 Uiso 0.50 1 calc PR B 2 H2S2 H 0.6607 0.6715 0.0768 0.120 Uiso 0.50 1 calc PR B 2 Cl3 Cl 0.8328(5) 0.7168(3) 0.02839(18) 0.122(2) Uani 0.50 1 d PDU B 2 Cl4 Cl 0.5689(7) 0.7375(3) 0.00361(15) 0.1095(19) Uani 0.50 1 d PDU B 2 O1 O 0.7642(3) 0.79776(18) 0.24377(10) 0.0322(6) Uani 1 1 d . . . O2 O 0.7622(3) 0.72822(19) 0.16417(12) 0.0410(7) Uani 1 1 d . . . O3 O 0.8084(3) 1.15662(18) 0.02334(10) 0.0330(6) Uani 1 1 d . . . O4 O 0.9316(3) 0.8222(2) -0.20792(10) 0.0374(6) Uani 1 1 d . . . O5 O 0.9593(3) 0.35452(17) -0.04924(9) 0.0312(6) Uani 1 1 d . . . O6 O 1.0483(3) 0.60778(17) 0.21137(9) 0.0282(5) Uani 1 1 d . . . O7 O 1.1294(3) 1.11153(17) 0.09044(9) 0.0309(6) Uani 1 1 d . . . O8 O 1.1658(3) 1.04216(16) 0.01152(9) 0.0282(5) Uani 1 1 d . . . N1 N 0.7980(3) 0.9078(2) 0.11842(12) 0.0253(6) Uani 1 1 d . . . N2 N 0.8303(3) 0.9944(2) 0.04308(12) 0.0283(6) Uani 1 1 d D . . H2N H 0.834(4) 0.9370(19) 0.0280(15) 0.034 Uiso 1 1 d D . . N3 N 0.8678(3) 0.9538(2) -0.05925(11) 0.0248(6) Uani 1 1 d . . . N4 N 0.9105(3) 0.8323(2) -0.11852(11) 0.0288(6) Uani 1 1 d D . . H4N H 0.911(4) 0.788(2) -0.0936(13) 0.035 Uiso 1 1 d D . . N5 N 0.9557(3) 0.6423(2) -0.10814(11) 0.0242(6) Uani 1 1 d . . . N6 N 0.9848(3) 0.5209(2) -0.04806(11) 0.0228(6) Uani 1 1 d D . . H6N H 0.998(4) 0.575(2) -0.0297(14) 0.027 Uiso 1 1 d D . . N7 N 1.0314(3) 0.52002(19) 0.05364(10) 0.0214(5) Uani 1 1 d . . . N8 N 1.0776(3) 0.61934(19) 0.12264(11) 0.0225(6) Uani 1 1 d D . . H8N H 1.093(4) 0.664(2) 0.0978(12) 0.027 Uiso 1 1 d D . . N9 N 1.1179(3) 0.80993(19) 0.12896(10) 0.0190(5) Uani 1 1 d . . . N10 N 1.1531(3) 0.9455(2) 0.07939(10) 0.0255(6) Uani 1 1 d D . . H10N H 1.171(4) 0.900(2) 0.0567(13) 0.031 Uiso 1 1 d D . . C1 C 0.7520(4) 0.7000(3) 0.26568(16) 0.0389(9) Uani 1 1 d . . . H1A H 0.6691 0.6725 0.2559 0.058 Uiso 1 1 calc R . . H1B H 0.7585 0.7034 0.3040 0.058 Uiso 1 1 calc R . . H1C H 0.8201 0.6582 0.2519 0.058 Uiso 1 1 calc R . . C2 C 0.7688(3) 0.7996(3) 0.19150(15) 0.0292(8) Uani 1 1 d . . . C3 C 0.7845(3) 0.9023(2) 0.17086(14) 0.0261(7) Uani 1 1 d . . . C4 C 0.7886(3) 0.9828(3) 0.20368(14) 0.0272(7) Uani 1 1 d . . . H4 H 0.7789 0.9760 0.2405 0.033 Uiso 1 1 calc R . . C5 C 0.8073(3) 1.0739(3) 0.18088(14) 0.0284(7) Uani 1 1 d . . . H5 H 0.8106 1.1307 0.2022 0.034 Uiso 1 1 calc R . . C6 C 0.8210(3) 1.0820(2) 0.12764(15) 0.0279(7) Uani 1 1 d . . . H6 H 0.8342 1.1439 0.1116 0.033 Uiso 1 1 calc R . . C7 C 0.8151(3) 0.9958(3) 0.09719(14) 0.0263(7) Uani 1 1 d . . . C8 C 0.8266(3) 1.0728(2) 0.00971(14) 0.0247(7) Uani 1 1 d . . . C9 C 0.8471(3) 1.0469(3) -0.04726(14) 0.0252(7) Uani 1 1 d . . . C10 C 0.8459(3) 1.1233(2) -0.08396(14) 0.0273(7) Uani 1 1 d . . . H10 H 0.8326 1.1893 -0.0737 0.033 Uiso 1 1 calc R . . C11 C 0.8649(3) 1.0981(3) -0.13544(15) 0.0306(8) Uani 1 1 d . . . H11 H 0.8631 1.1474 -0.1617 0.037 Uiso 1 1 calc R . . C12 C 0.8865(3) 1.0017(3) -0.14963(14) 0.0287(7) Uani 1 1 d . . . H12 H 0.9003 0.9838 -0.1852 0.034 Uiso 1 1 calc R . . C13 C 0.8873(3) 0.9316(3) -0.10946(14) 0.0263(7) Uani 1 1 d . . . C14 C 0.9296(3) 0.7845(3) -0.16458(14) 0.0285(7) Uani 1 1 d . . . C15 C 0.9499(3) 0.6758(3) -0.15741(13) 0.0252(7) Uani 1 1 d . . . C16 C 0.9600(3) 0.6158(3) -0.20095(14) 0.0292(7) Uani 1 1 d . . . H16 H 0.9584 0.6420 -0.2354 0.035 Uiso 1 1 calc R . . C17 C 0.9724(3) 0.5158(3) -0.19241(13) 0.0291(8) Uani 1 1 d . . . H17 H 0.9779 0.4725 -0.2214 0.035 Uiso 1 1 calc R . . C18 C 0.9768(3) 0.4792(3) -0.14224(13) 0.0251(7) Uani 1 1 d . . . H18 H 0.9833 0.4109 -0.1359 0.030 Uiso 1 1 calc R . . C19 C 0.9713(3) 0.5464(2) -0.10065(13) 0.0232(7) Uani 1 1 d . . . C20 C 0.9803(3) 0.4301(2) -0.02579(13) 0.0237(7) Uani 1 1 d . . . C21 C 1.0038(3) 0.4323(2) 0.03249(13) 0.0221(6) Uani 1 1 d . . . C22 C 0.9958(3) 0.3463(2) 0.06155(14) 0.0248(7) Uani 1 1 d . . . H22 H 0.9754 0.2856 0.0455 0.030 Uiso 1 1 calc R . . C23 C 1.0189(3) 0.3531(2) 0.11481(13) 0.0255(7) Uani 1 1 d . . . H23 H 1.0155 0.2958 0.1359 0.031 Uiso 1 1 calc R . . C24 C 1.0467(3) 0.4419(2) 0.13775(13) 0.0247(7) Uani 1 1 d . . . H24 H 1.0627 0.4471 0.1743 0.030 Uiso 1 1 calc R . . C25 C 1.0506(3) 0.5244(2) 0.10489(12) 0.0217(6) Uani 1 1 d . . . C26 C 1.0711(3) 0.6558(2) 0.17248(12) 0.0206(6) Uani 1 1 d . . . C27 C 1.0917(3) 0.7650(2) 0.17446(12) 0.0185(6) Uani 1 1 d . . . C28 C 1.0773(3) 0.8147(2) 0.22166(12) 0.0209(6) Uani 1 1 d . . . H28 H 1.0607 0.7809 0.2535 0.025 Uiso 1 1 calc R . . C29 C 1.0882(3) 0.9165(2) 0.22018(12) 0.0219(6) Uani 1 1 d . . . H29 H 1.0779 0.9532 0.2515 0.026 Uiso 1 1 calc R . . C30 C 1.1137(3) 0.9642(2) 0.17400(12) 0.0204(6) Uani 1 1 d . . . H30 H 1.1216 1.0334 0.1727 0.024 Uiso 1 1 calc R . . C31 C 1.1278(3) 0.9066(2) 0.12888(12) 0.0190(6) Uani 1 1 d . . . C32 C 1.1478(3) 1.0408(2) 0.06351(12) 0.0211(6) Uani 1 1 d . . . C33 C 1.1606(3) 1.1362(2) -0.01446(12) 0.0222(6) Uani 1 1 d . . . H33A H 1.2303 1.1788 -0.0018 0.027 Uiso 1 1 calc R . . H33B H 1.0784 1.1688 -0.0071 0.027 Uiso 1 1 calc R . . C34 C 1.1747(3) 1.1177(2) -0.07229(12) 0.0213(6) Uani 1 1 d . . . C35 C 1.1559(3) 1.1950(2) -0.10697(12) 0.0240(7) Uani 1 1 d . . . H35 H 1.1343 1.2579 -0.0939 0.029 Uiso 1 1 calc R . . C36 C 1.1684(3) 1.1807(3) -0.16062(13) 0.0277(7) Uani 1 1 d . . . H36 H 1.1557 1.2338 -0.1841 0.033 Uiso 1 1 calc R . . C37 C 1.1996(3) 1.0890(3) -0.17997(13) 0.0299(8) Uani 1 1 d . . . H37 H 1.2081 1.0793 -0.2167 0.036 Uiso 1 1 calc R . . C38 C 1.2183(4) 1.0119(3) -0.14595(15) 0.0349(9) Uani 1 1 d . . . H38 H 1.2401 0.9492 -0.1593 0.042 Uiso 1 1 calc R . . C39 C 1.2053(4) 1.0256(3) -0.09211(14) 0.0320(8) Uani 1 1 d . . . H39 H 1.2174 0.9722 -0.0688 0.038 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 0.217(5) 0.061(2) 0.073(2) -0.0222(17) -0.018(3) 0.021(3) Cl2 0.245(6) 0.0349(14) 0.061(2) 0.0096(15) -0.071(3) -0.017(3) Cl3 0.201(5) 0.0498(19) 0.115(3) 0.015(2) 0.072(3) 0.054(3) Cl4 0.228(6) 0.060(2) 0.0413(18) -0.0108(15) -0.002(3) 0.015(3) O1 0.0420(15) 0.0225(12) 0.0322(13) 0.0100(10) 0.0067(11) 0.0046(11) O2 0.0611(19) 0.0230(13) 0.0390(15) 0.0089(12) -0.0012(14) 0.0002(12) O3 0.0487(16) 0.0194(12) 0.0308(13) 0.0044(10) -0.0035(12) 0.0013(11) O4 0.0497(16) 0.0349(15) 0.0276(13) 0.0070(11) -0.0022(12) 0.0042(12) O5 0.0474(15) 0.0215(12) 0.0246(12) -0.0079(10) 0.0034(11) -0.0065(11) O6 0.0471(15) 0.0198(11) 0.0178(11) 0.0035(9) 0.0004(10) -0.0008(11) O7 0.0530(16) 0.0207(12) 0.0190(12) -0.0015(9) 0.0066(11) 0.0030(11) O8 0.0485(15) 0.0183(11) 0.0179(11) 0.0013(9) 0.0047(10) -0.0053(10) N1 0.0227(14) 0.0210(14) 0.0323(16) 0.0059(12) 0.0030(11) 0.0024(11) N2 0.0339(16) 0.0202(14) 0.0309(16) 0.0034(12) 0.0015(13) 0.0014(12) N3 0.0237(13) 0.0203(14) 0.0303(15) 0.0039(11) 0.0019(11) 0.0021(11) N4 0.0352(16) 0.0249(15) 0.0262(15) 0.0067(12) 0.0063(12) 0.0054(12) N5 0.0220(13) 0.0285(15) 0.0223(13) -0.0029(11) 0.0023(11) 0.0021(12) N6 0.0317(15) 0.0167(13) 0.0202(13) -0.0073(10) 0.0020(11) 0.0007(11) N7 0.0294(14) 0.0162(12) 0.0185(13) -0.0018(10) 0.0039(11) 0.0002(11) N8 0.0364(16) 0.0149(13) 0.0161(13) 0.0016(10) 0.0046(11) -0.0036(11) N9 0.0260(13) 0.0170(12) 0.0141(12) -0.0023(10) -0.0019(10) -0.0008(10) N10 0.0435(17) 0.0175(13) 0.0156(13) -0.0038(10) 0.0040(12) -0.0021(12) C1 0.054(3) 0.0242(19) 0.038(2) 0.0140(16) 0.0105(18) 0.0047(17) C2 0.0286(17) 0.0220(17) 0.037(2) 0.0091(15) 0.0016(15) 0.0022(14) C3 0.0199(15) 0.0231(16) 0.0352(19) 0.0096(14) -0.0008(14) 0.0027(13) C4 0.0263(16) 0.0276(18) 0.0276(17) 0.0075(14) -0.0020(14) 0.0015(14) C5 0.0309(18) 0.0224(16) 0.0319(18) -0.0001(14) -0.0072(14) 0.0008(14) C6 0.0279(17) 0.0173(15) 0.0385(19) 0.0093(14) -0.0043(14) -0.0003(13) C7 0.0180(15) 0.0257(17) 0.0352(19) 0.0076(14) 0.0013(13) 0.0027(13) C8 0.0217(15) 0.0199(15) 0.0323(18) 0.0032(13) -0.0010(13) -0.0004(13) C9 0.0155(14) 0.0270(17) 0.0331(18) 0.0024(14) 0.0013(13) -0.0026(13) C10 0.0292(17) 0.0182(16) 0.0345(19) 0.0041(13) -0.0051(14) 0.0008(13) C11 0.0274(17) 0.0306(18) 0.034(2) 0.0119(15) -0.0040(15) -0.0004(14) C12 0.0268(17) 0.0293(18) 0.0300(18) 0.0017(14) -0.0009(14) 0.0019(14) C13 0.0193(15) 0.0269(17) 0.0327(18) 0.0035(14) 0.0025(13) 0.0039(13) C14 0.0218(16) 0.0316(19) 0.0322(18) 0.0017(15) -0.0025(14) 0.0027(13) C15 0.0193(15) 0.0302(18) 0.0262(16) 0.0012(14) 0.0018(13) 0.0013(13) C16 0.0313(18) 0.035(2) 0.0211(16) 0.0015(14) -0.0016(14) -0.0016(15) C17 0.0299(18) 0.036(2) 0.0216(16) -0.0080(14) 0.0013(14) -0.0018(15) C18 0.0266(16) 0.0241(17) 0.0244(16) -0.0061(13) 0.0005(13) 0.0006(13) C19 0.0223(15) 0.0250(17) 0.0223(15) -0.0028(13) 0.0021(13) 0.0023(13) C20 0.0236(15) 0.0232(16) 0.0241(16) -0.0040(13) 0.0038(13) 0.0003(13) C21 0.0240(15) 0.0196(15) 0.0227(16) -0.0033(12) 0.0026(12) -0.0008(12) C22 0.0288(17) 0.0149(15) 0.0308(17) -0.0058(13) 0.0046(13) -0.0026(12) C23 0.0317(17) 0.0166(15) 0.0282(17) 0.0028(13) 0.0057(14) 0.0024(13) C24 0.0289(17) 0.0259(17) 0.0194(15) 0.0011(13) 0.0017(13) -0.0001(13) C25 0.0259(16) 0.0171(15) 0.0221(15) -0.0020(12) 0.0071(13) -0.0018(12) C26 0.0224(14) 0.0191(15) 0.0203(15) -0.0009(12) -0.0003(12) 0.0007(12) C27 0.0209(15) 0.0195(15) 0.0150(14) 0.0001(11) -0.0009(11) -0.0016(11) C28 0.0255(15) 0.0227(16) 0.0146(14) 0.0019(12) 0.0015(12) 0.0005(12) C29 0.0279(16) 0.0225(16) 0.0154(14) -0.0075(12) -0.0011(12) 0.0004(13) C30 0.0233(15) 0.0148(14) 0.0231(16) -0.0029(12) -0.0029(12) 0.0004(11) C31 0.0196(14) 0.0230(15) 0.0144(14) -0.0023(12) -0.0011(11) 0.0002(12) C32 0.0225(15) 0.0194(15) 0.0213(15) 0.0035(12) -0.0023(12) -0.0054(12) C33 0.0288(16) 0.0185(15) 0.0194(15) 0.0058(12) 0.0018(12) -0.0005(13) C34 0.0237(15) 0.0204(15) 0.0197(15) -0.0004(12) 0.0024(12) -0.0036(12) C35 0.0288(17) 0.0203(15) 0.0229(16) 0.0007(12) -0.0007(13) -0.0021(13) C36 0.0304(17) 0.0294(18) 0.0233(16) 0.0087(14) 0.0025(13) -0.0055(14) C37 0.0332(18) 0.042(2) 0.0147(15) -0.0026(14) 0.0042(13) -0.0064(15) C38 0.049(2) 0.0281(19) 0.0275(18) -0.0063(15) 0.0065(16) 0.0036(17) C39 0.050(2) 0.0207(17) 0.0252(17) 0.0024(13) 0.0026(16) 0.0040(16) _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 C1S Cl1 1.759(10) . ? C1S Cl2 1.788(10) . ? C2S Cl3 1.740(9) . ? C2S Cl4 1.754(9) . ? O1 C2 1.334(4) . ? O1 C1 1.454(4) . ? O2 C2 1.201(5) . ? O3 C8 1.212(4) . ? O4 C14 1.220(4) . ? O5 C20 1.214(4) . ? O6 C26 1.213(4) . ? O7 C32 1.202(4) . ? O8 C32 1.340(4) . ? O8 C33 1.447(4) . ? N1 C7 1.331(4) . ? N1 C3 1.347(5) . ? N2 C8 1.369(4) . ? N2 C7 1.390(5) . ? N3 C9 1.328(4) . ? N3 C13 1.332(5) . ? N4 C14 1.360(5) . ? N4 C13 1.398(5) . ? N5 C19 1.335(4) . ? N5 C15 1.339(4) . ? N6 C20 1.366(4) . ? N6 C19 1.393(4) . ? N7 C25 1.324(4) . ? N7 C21 1.346(4) . ? N8 C26 1.367(4) . ? N8 C25 1.404(4) . ? N9 C31 1.326(4) . ? N9 C27 1.342(4) . ? N10 C32 1.365(4) . ? N10 C31 1.395(4) . ? C2 C3 1.509(5) . ? C3 C4 1.383(5) . ? C4 C5 1.388(5) . ? C5 C6 1.370(5) . ? C6 C7 1.413(5) . ? C8 C9 1.511(5) . ? C9 C10 1.402(5) . ? C10 C11 1.372(5) . ? C11 C12 1.385(5) . ? C12 C13 1.402(5) . ? C14 C15 1.512(5) . ? C15 C16 1.385(5) . ? C16 C17 1.390(5) . ? C17 C18 1.375(5) . ? C18 C19 1.404(4) . ? C20 C21 1.507(5) . ? C21 C22 1.392(5) . ? C22 C23 1.383(5) . ? C23 C24 1.379(5) . ? C24 C25 1.405(4) . ? C26 C27 1.509(4) . ? C27 C28 1.391(4) . ? C28 C29 1.397(5) . ? C29 C30 1.372(5) . ? C30 C31 1.402(4) . ? C33 C34 1.504(4) . ? C34 C35 1.392(5) . ? C34 C39 1.394(5) . ? C35 C36 1.389(5) . ? C36 C37 1.386(5) . ? C37 C38 1.379(5) . ? C38 C39 1.393(5) . ? 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 Cl1 C1S Cl2 105.0(7) . . ? Cl3 C2S Cl4 109.7(7) . . ? C2 O1 C1 113.8(3) . . ? C32 O8 C33 117.4(2) . . ? C7 N1 C3 117.9(3) . . ? C8 N2 C7 127.2(3) . . ? C9 N3 C13 117.7(3) . . ? C14 N4 C13 129.5(3) . . ? C19 N5 C15 118.4(3) . . ? C20 N6 C19 128.6(3) . . ? C25 N7 C21 117.9(3) . . ? C26 N8 C25 128.8(3) . . ? C31 N9 C27 118.3(3) . . ? C32 N10 C31 128.6(3) . . ? O2 C2 O1 124.3(3) . . ? O2 C2 C3 124.0(3) . . ? O1 C2 C3 111.7(3) . . ? N1 C3 C4 123.6(3) . . ? N1 C3 C2 114.2(3) . . ? C4 C3 C2 122.2(3) . . ? C3 C4 C5 117.7(3) . . ? C6 C5 C4 120.2(3) . . ? C5 C6 C7 118.2(3) . . ? N1 C7 N2 114.1(3) . . ? N1 C7 C6 122.4(3) . . ? N2 C7 C6 123.5(3) . . ? O3 C8 N2 124.5(3) . . ? O3 C8 C9 121.3(3) . . ? N2 C8 C9 114.3(3) . . ? N3 C9 C10 124.2(3) . . ? N3 C9 C8 118.0(3) . . ? C10 C9 C8 117.8(3) . . ? C11 C10 C9 116.8(3) . . ? C10 C11 C12 120.9(3) . . ? C11 C12 C13 117.4(3) . . ? N3 C13 N4 114.0(3) . . ? N3 C13 C12 123.1(3) . . ? N4 C13 C12 122.9(3) . . ? O4 C14 N4 125.6(3) . . ? O4 C14 C15 121.5(3) . . ? N4 C14 C15 112.9(3) . . ? N5 C15 C16 123.1(3) . . ? N5 C15 C14 117.1(3) . . ? C16 C15 C14 119.7(3) . . ? C15 C16 C17 117.6(3) . . ? C18 C17 C16 120.5(3) . . ? C17 C18 C19 117.6(3) . . ? N5 C19 N6 113.3(3) . . ? N5 C19 C18 122.6(3) . . ? N6 C19 C18 124.1(3) . . ? O5 C20 N6 125.1(3) . . ? O5 C20 C21 122.2(3) . . ? N6 C20 C21 112.7(3) . . ? N7 C21 C22 123.5(3) . . ? N7 C21 C20 116.6(3) . . ? C22 C21 C20 119.9(3) . . ? C23 C22 C21 117.1(3) . . ? C24 C23 C22 120.8(3) . . ? C23 C24 C25 117.3(3) . . ? N7 C25 N8 113.0(3) . . ? N7 C25 C24 123.3(3) . . ? N8 C25 C24 123.7(3) . . ? O6 C26 N8 125.0(3) . . ? O6 C26 C27 122.4(3) . . ? N8 C26 C27 112.6(3) . . ? N9 C27 C28 123.2(3) . . ? N9 C27 C26 117.0(3) . . ? C28 C27 C26 119.8(3) . . ? C27 C28 C29 117.0(3) . . ? C30 C29 C28 120.8(3) . . ? C29 C30 C31 117.3(3) . . ? N9 C31 N10 113.3(3) . . ? N9 C31 C30 123.4(3) . . ? N10 C31 C30 123.3(3) . . ? O7 C32 O8 125.2(3) . . ? O7 C32 N10 127.2(3) . . ? O8 C32 N10 107.6(3) . . ? O8 C33 C34 107.3(3) . . ? C35 C34 C39 119.2(3) . . ? C35 C34 C33 118.8(3) . . ? C39 C34 C33 122.0(3) . . ? C36 C35 C34 120.4(3) . . ? C37 C36 C35 120.1(3) . . ? C38 C37 C36 120.0(3) . . ? C37 C38 C39 120.2(3) . . ? C38 C39 C34 120.1(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 N10 H10N Cl4 0.87(2) 2.65(3) 3.395(5) 143(3) 4_565 N10 H10N Cl1 0.87(2) 2.61(2) 3.483(5) 174(4) 4_565 N8 H8N Cl2 0.889(19) 2.85(3) 3.584(4) 141(3) . N8 H8N Cl4 0.889(19) 2.93(2) 3.770(5) 158(3) 4_565 N6 H6N Cl3 0.88(2) 3.00(3) 3.677(5) 135(3) . N6 H6N Cl4 0.88(2) 2.75(2) 3.601(5) 161(3) 4_565 N6 H6N Cl2 0.88(2) 2.79(2) 3.642(5) 162(3) . N4 H4N Cl4 0.88(2) 2.86(3) 3.503(6) 132(3) 4_565 N4 H4N Cl2 0.88(2) 2.82(3) 3.554(4) 142(3) . N4 H4N N5 0.88(2) 2.08(4) 2.654(4) 122(3) . N2 H2N Cl2 0.88(2) 2.81(3) 3.585(6) 148(4) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.555 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.088 data_b378n _database_code_depnum_ccdc_archive 'CCDC 865971' #TrackingRef 'web_deposit_cif_file_0_ZhaoHuaiqing_1328610041.b378n.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H33.25 Cl0.25 F N9 O8.75' _chemical_formula_weight 819.88 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' F F 0.0171 0.0103 '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 P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.4183(10) _cell_length_b 13.6836(13) _cell_length_c 25.671(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3659.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 930 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 20.40 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1702 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9699 _exptl_absorpt_correction_T_max 0.9873 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26354 _diffrn_reflns_av_R_equivalents 0.0665 _diffrn_reflns_av_sigmaI/netI 0.0761 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8395 _reflns_number_gt 6784 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0564P)^2^+1.1388P] 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 0.3(4) _refine_ls_number_reflns 8395 _refine_ls_number_parameters 589 _refine_ls_number_restraints 75 _refine_ls_R_factor_all 0.0921 _refine_ls_R_factor_gt 0.0719 _refine_ls_wR_factor_ref 0.1469 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C3S C 0.1421(17) 0.245(3) 0.9731(10) 0.030 Uiso 0.13 1 d PD A 5 H3S1 H 0.1456 0.2777 0.9386 0.036 Uiso 0.13 1 calc PR A 5 H3S2 H 0.1519 0.1740 0.9684 0.036 Uiso 0.13 1 calc PR A 5 Cl3S Cl 0.0022(7) 0.2727(7) 1.0051(3) 0.0397(17) Uani 0.13 1 d PD A 5 Cl4S Cl 0.2587(8) 0.2914(11) 1.0145(4) 0.0397(17) Uani 0.13 1 d PD A 5 C2S C 0.1341(8) 0.2664(9) 0.9901(4) 0.0215(14) Uiso 0.38 1 d PD B 4 H2S1 H 0.1215 0.1985 1.0011 0.032 Uiso 0.38 1 calc PR B 4 H2S2 H 0.1164 0.2722 0.9527 0.032 Uiso 0.38 1 calc PR B 4 H2S3 H 0.0755 0.3090 1.0095 0.032 Uiso 0.38 1 calc PR B 4 O2S O 0.2667(7) 0.2957(8) 1.0004(3) 0.0243(13) Uani 0.38 1 d PDU B 4 H2S H 0.2705 0.3251 1.0291 0.036 Uiso 0.38 1 calc PR B 4 C1S C 0.1338(8) 0.2810(8) 0.9783(4) 0.0215(14) Uiso 0.38 1 d PD C 3 H1S1 H 0.2038 0.3275 0.9845 0.032 Uiso 0.38 1 calc PR C 3 H1S2 H 0.1213 0.2726 0.9408 0.032 Uiso 0.38 1 calc PR C 3 H1S3 H 0.1555 0.2179 0.9941 0.032 Uiso 0.38 1 calc PR C 3 O1S O 0.0186(6) 0.3175(5) 1.0011(3) 0.0243(13) Uani 0.38 1 d PDU C 3 H1S H -0.0034 0.3692 0.9859 0.036 Uiso 0.38 1 calc PR C 3 O1 O 0.6298(5) -0.0482(5) 0.98849(18) 0.0195(10) Uani 0.50 1 d PDU D 1 O2 O 0.6423(6) -0.1152(8) 0.9089(5) 0.0354(6) Uani 0.50 1 d PDU D 1 N1 N 0.6668(6) 0.0491(4) 0.9188(2) 0.0192(12) Uani 0.50 1 d PDU D 1 H1A H 0.7099 0.0882 0.9397 0.023 Uiso 0.50 1 calc PR D 1 O1A O 0.6824(5) -0.0447(5) 0.98659(18) 0.0195(10) Uani 0.50 1 d PDU D 2 O2A O 0.6370(6) -0.1152(8) 0.9091(5) 0.0354(6) Uani 0.50 1 d PDU D 2 N1A N 0.6205(6) 0.0497(4) 0.9216(2) 0.0192(12) Uani 0.50 1 d PDU D 2 H1 H 0.5992 0.0903 0.9468 0.023 Uiso 0.50 1 calc PR D 2 F1 F 0.3100(2) 0.17269(14) 0.91260(7) 0.0349(5) Uani 1 1 d . . . O3 O 0.5532(2) 0.38847(17) 0.78902(8) 0.0292(6) Uani 1 1 d . . . O4 O 0.4680(2) 0.64352(16) 1.04880(8) 0.0286(5) Uani 1 1 d . . . O5 O 0.4328(3) 0.17769(18) 1.20849(9) 0.0322(6) Uani 1 1 d . . . O6 O 0.3179(2) -0.15805(17) 0.97810(9) 0.0305(6) Uani 1 1 d . . . O7 O 0.2535(3) 0.27703(17) 0.82949(10) 0.0389(7) Uani 1 1 d . . . O8 O 0.2735(2) 0.20232(16) 0.75282(8) 0.0260(5) Uani 1 1 d . . . N2 N 0.6109(3) 0.18511(19) 0.87108(10) 0.0211(6) Uani 1 1 d . D . N3 N 0.5658(3) 0.37433(19) 0.87780(10) 0.0196(6) Uani 1 1 d D . . H3N H 0.585(3) 0.3256(16) 0.8995(10) 0.024 Uiso 1 1 d D . . N4 N 0.5228(3) 0.47373(19) 0.94694(10) 0.0201(6) Uani 1 1 d . . . N5 N 0.4747(3) 0.4765(2) 1.04796(10) 0.0257(6) Uani 1 1 d D . . H5N H 0.479(3) 0.4268(17) 1.0253(10) 0.031 Uiso 1 1 d D . . N6 N 0.4497(3) 0.3567(2) 1.10856(9) 0.0225(6) Uani 1 1 d . . . N7 N 0.4010(3) 0.1678(2) 1.12033(10) 0.0230(6) Uani 1 1 d D . . H7N H 0.403(3) 0.2124(18) 1.0948(9) 0.028 Uiso 1 1 d D . . N8 N 0.3661(3) 0.04602(19) 1.06100(9) 0.0204(6) Uani 1 1 d . . . N9 N 0.3313(3) 0.0035(2) 0.95975(10) 0.0269(7) Uani 1 1 d D . . H9N H 0.336(3) 0.0630(12) 0.9742(12) 0.032 Uiso 1 1 d D . . C1 C 0.6732(3) -0.1186(2) 1.07128(12) 0.0206(7) Uani 1 1 d . D . C2 C 0.6559(3) -0.1954(2) 1.10599(12) 0.0234(7) Uani 1 1 d . . . H2 H 0.6366 -0.2589 1.0933 0.028 Uiso 1 1 calc R . . C3 C 0.6667(3) -0.1792(2) 1.15911(12) 0.0235(7) Uani 1 1 d . . . H3 H 0.6542 -0.2318 1.1828 0.028 Uiso 1 1 calc R . . C4 C 0.6954(3) -0.0873(3) 1.17787(12) 0.0255(8) Uani 1 1 d . . . H4 H 0.7037 -0.0769 1.2143 0.031 Uiso 1 1 calc R . . C5 C 0.7123(3) -0.0102(2) 1.14370(13) 0.0246(7) Uani 1 1 d . . . H5 H 0.7313 0.0532 1.1566 0.030 Uiso 1 1 calc R . . C6 C 0.7013(3) -0.0259(2) 1.09050(12) 0.0212(7) Uani 1 1 d . . . H6 H 0.7130 0.0270 1.0670 0.025 Uiso 1 1 calc R . . C7 C 0.6607(3) -0.1392(2) 1.01404(12) 0.0215(7) Uani 1 1 d . . . H72 H 0.583(3) -0.172(2) 1.0063(12) 0.026 Uiso 1 1 d . . . H71 H 0.733(3) -0.173(3) 1.0015(13) 0.026 Uiso 1 1 d . . . C8 C 0.6458(2) -0.0456(2) 0.93592(11) 0.0215(7) Uani 1 1 d D . . C9 C 0.6252(3) 0.0886(2) 0.87088(12) 0.0223(7) Uani 1 1 d D . . C10 C 0.6167(3) 0.0322(2) 0.82528(12) 0.0209(7) Uani 1 1 d . D . H10 H 0.6251 -0.0369 0.8263 0.025 Uiso 1 1 calc R . . C11 C 0.5959(3) 0.0803(2) 0.77958(12) 0.0207(7) Uani 1 1 d . . . H11 H 0.5902 0.0444 0.7480 0.025 Uiso 1 1 calc R D . C12 C 0.5829(3) 0.1809(2) 0.77874(12) 0.0221(7) Uani 1 1 d . D . H12 H 0.5692 0.2149 0.7469 0.027 Uiso 1 1 calc R . . C13 C 0.5906(3) 0.2306(2) 0.82532(11) 0.0173(6) Uani 1 1 d . . . C14 C 0.5680(3) 0.3391(2) 0.82783(11) 0.0189(7) Uani 1 1 d . D . C15 C 0.5419(3) 0.4692(2) 0.89552(11) 0.0176(7) Uani 1 1 d . . . C16 C 0.5400(3) 0.5511(2) 0.86267(12) 0.0217(7) Uani 1 1 d . . . H16 H 0.5550 0.5453 0.8263 0.026 Uiso 1 1 calc R . . C17 C 0.5156(3) 0.6402(2) 0.88541(13) 0.0245(7) Uani 1 1 d . . . H17 H 0.5136 0.6974 0.8644 0.029 Uiso 1 1 calc R . . C18 C 0.4942(3) 0.6476(2) 0.93822(13) 0.0229(7) Uani 1 1 d . . . H18 H 0.4765 0.7089 0.9540 0.028 Uiso 1 1 calc R . . C19 C 0.4993(3) 0.5628(2) 0.96747(12) 0.0196(7) Uani 1 1 d . . . C20 C 0.4797(3) 0.5669(2) 1.02527(13) 0.0229(7) Uani 1 1 d . . . C21 C 0.4652(3) 0.4519(2) 1.10068(12) 0.0235(7) Uani 1 1 d . . . C22 C 0.4752(3) 0.5198(2) 1.14156(13) 0.0242(7) Uani 1 1 d . . . H22 H 0.4836 0.5878 1.1349 0.029 Uiso 1 1 calc R . . C23 C 0.4723(3) 0.4840(3) 1.19176(13) 0.0275(8) Uani 1 1 d . . . H23 H 0.4783 0.5278 1.2204 0.033 Uiso 1 1 calc R . . C24 C 0.4606(3) 0.3840(3) 1.20074(13) 0.0248(7) Uani 1 1 d . . . H24 H 0.4618 0.3581 1.2351 0.030 Uiso 1 1 calc R . . C25 C 0.4471(3) 0.3240(2) 1.15769(12) 0.0215(7) Uani 1 1 d . . . C26 C 0.4275(3) 0.2158(2) 1.16560(12) 0.0220(7) Uani 1 1 d . . . C27 C 0.3812(3) 0.0686(2) 1.11127(12) 0.0218(7) Uani 1 1 d . . . C28 C 0.3792(3) -0.0010(2) 1.15103(12) 0.0222(7) Uani 1 1 d . . . H28 H 0.3897 0.0175 1.1864 0.027 Uiso 1 1 calc R . . C29 C 0.3618(3) -0.0966(2) 1.13741(13) 0.0245(7) Uani 1 1 d . . . H29 H 0.3606 -0.1455 1.1636 0.029 Uiso 1 1 calc R . . C30 C 0.3457(3) -0.1228(2) 1.08546(12) 0.0230(7) Uani 1 1 d . . . H30 H 0.3341 -0.1891 1.0754 0.028 Uiso 1 1 calc R . . C31 C 0.3474(3) -0.0483(2) 1.04897(12) 0.0203(7) Uani 1 1 d . . . C32 C 0.3308(3) -0.0746(2) 0.99254(12) 0.0194(7) Uani 1 1 d . . . C33 C 0.3174(3) 0.0041(2) 0.90545(12) 0.0228(7) Uani 1 1 d . . . C34 C 0.3182(3) -0.0804(2) 0.87385(12) 0.0212(7) Uani 1 1 d . . . H34 H 0.3271 -0.1434 0.8890 0.025 Uiso 1 1 calc R . . C35 C 0.3056(3) -0.0698(2) 0.82047(12) 0.0212(7) Uani 1 1 d . . . H35 H 0.3077 -0.1264 0.7990 0.025 Uiso 1 1 calc R . . C36 C 0.2903(3) 0.0204(2) 0.79768(12) 0.0203(7) Uani 1 1 d . . . H36 H 0.2813 0.0250 0.7609 0.024 Uiso 1 1 calc R . . C37 C 0.2878(3) 0.1048(2) 0.82771(12) 0.0203(7) Uani 1 1 d . . . C38 C 0.3035(3) 0.0935(2) 0.88077(12) 0.0224(7) Uani 1 1 d . . . C39 C 0.2700(3) 0.2038(2) 0.80477(12) 0.0222(7) Uani 1 1 d . . . C40 C 0.2601(4) 0.2976(3) 0.72841(14) 0.0374(10) Uani 1 1 d . . . H40A H 0.3251 0.3422 0.7424 0.056 Uiso 1 1 calc R . . H40B H 0.1743 0.3237 0.7356 0.056 Uiso 1 1 calc R . . H40C H 0.2718 0.2911 0.6907 0.056 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 Cl3S 0.045(4) 0.054(4) 0.020(3) -0.017(3) -0.008(2) 0.001(3) Cl4S 0.045(4) 0.054(4) 0.020(3) -0.017(3) -0.008(2) 0.001(3) O2S 0.034(2) 0.022(2) 0.017(2) -0.003(2) -0.0055(18) -0.0027(18) O1S 0.034(2) 0.022(2) 0.017(2) -0.003(2) -0.0055(18) -0.0027(18) O1 0.028(3) 0.0156(12) 0.0153(12) 0.0007(10) 0.0002(18) 0.002(2) O2 0.0630(16) 0.0228(12) 0.0204(12) 0.0014(10) -0.0037(12) 0.0011(12) N1 0.025(3) 0.0208(15) 0.0122(14) -0.0054(11) 0.0016(19) 0.0023(19) O1A 0.028(3) 0.0156(12) 0.0153(12) 0.0007(10) 0.0002(18) 0.002(2) O2A 0.0630(16) 0.0228(12) 0.0204(12) 0.0014(10) -0.0037(12) 0.0011(12) N1A 0.025(3) 0.0208(15) 0.0122(14) -0.0054(11) 0.0016(19) 0.0023(19) F1 0.0701(15) 0.0158(10) 0.0188(10) -0.0026(8) -0.0017(10) 0.0012(10) O3 0.0479(15) 0.0217(12) 0.0179(12) 0.0029(10) 0.0029(11) -0.0018(11) O4 0.0425(14) 0.0177(12) 0.0256(12) -0.0065(10) -0.0007(11) 0.0040(11) O5 0.0492(16) 0.0298(14) 0.0175(12) 0.0024(10) 0.0000(11) -0.0035(12) O6 0.0513(16) 0.0154(12) 0.0249(12) 0.0024(9) 0.0011(11) -0.0003(11) O7 0.073(2) 0.0170(13) 0.0267(14) 0.0034(11) -0.0008(13) 0.0050(13) O8 0.0383(14) 0.0190(12) 0.0207(12) 0.0052(9) -0.0049(10) -0.0020(11) N2 0.0339(16) 0.0146(13) 0.0148(13) 0.0001(10) -0.0007(11) 0.0014(12) N3 0.0306(15) 0.0145(14) 0.0137(13) 0.0033(10) -0.0048(11) 0.0043(12) N4 0.0198(13) 0.0181(13) 0.0224(14) 0.0011(11) -0.0016(11) 0.0008(11) N5 0.0409(17) 0.0175(14) 0.0188(14) -0.0068(11) 0.0051(13) -0.0025(13) N6 0.0281(15) 0.0244(15) 0.0151(13) -0.0071(11) 0.0040(11) -0.0010(12) N7 0.0302(16) 0.0223(15) 0.0164(14) 0.0044(11) 0.0001(11) -0.0025(12) N8 0.0222(13) 0.0230(14) 0.0160(13) 0.0030(11) 0.0010(10) -0.0004(12) N9 0.0486(19) 0.0140(14) 0.0181(14) -0.0026(11) -0.0020(13) -0.0042(13) C1 0.0185(15) 0.0219(17) 0.0215(16) -0.0038(13) -0.0013(12) 0.0032(13) C2 0.0277(18) 0.0173(16) 0.0251(17) 0.0019(13) 0.0003(14) 0.0026(14) C3 0.0273(18) 0.0236(18) 0.0198(16) 0.0058(13) -0.0015(13) 0.0006(14) C4 0.0263(17) 0.035(2) 0.0150(16) 0.0002(14) -0.0015(14) 0.0019(15) C5 0.0303(18) 0.0173(17) 0.0263(18) -0.0030(13) -0.0044(14) 0.0014(14) C6 0.0265(17) 0.0166(16) 0.0206(16) 0.0022(12) 0.0017(14) 0.0021(13) C7 0.0291(18) 0.0128(16) 0.0226(17) 0.0028(13) -0.0023(14) 0.0004(14) C8 0.0280(17) 0.0203(16) 0.0163(16) -0.0011(13) 0.0030(13) 0.0035(14) C9 0.0327(18) 0.0221(17) 0.0122(15) -0.0013(13) 0.0022(13) -0.0001(14) C10 0.0242(17) 0.0176(16) 0.0210(16) -0.0027(13) 0.0046(13) 0.0024(13) C11 0.0247(16) 0.0247(17) 0.0128(15) -0.0070(13) 0.0019(13) -0.0016(14) C12 0.0224(16) 0.0306(19) 0.0134(15) 0.0065(14) 0.0006(13) 0.0009(14) C13 0.0161(15) 0.0207(16) 0.0151(15) 0.0015(12) 0.0003(12) -0.0031(12) C14 0.0184(15) 0.0240(17) 0.0144(15) 0.0033(13) 0.0046(12) -0.0002(13) C15 0.0202(16) 0.0175(16) 0.0151(15) -0.0002(12) -0.0040(12) 0.0002(13) C16 0.0257(17) 0.0217(17) 0.0177(15) 0.0002(13) 0.0006(13) 0.0011(14) C17 0.0293(18) 0.0173(16) 0.0269(18) 0.0042(13) -0.0031(14) -0.0025(14) C18 0.0220(16) 0.0118(15) 0.0349(19) -0.0033(13) -0.0013(14) 0.0001(13) C19 0.0161(15) 0.0222(17) 0.0206(16) -0.0051(13) -0.0002(12) -0.0009(13) C20 0.0170(15) 0.0214(17) 0.0303(18) -0.0021(14) -0.0003(14) 0.0019(14) C21 0.0214(16) 0.0267(19) 0.0224(16) -0.0031(14) 0.0008(13) -0.0009(15) C22 0.0269(17) 0.0213(17) 0.0245(17) -0.0052(13) 0.0024(14) -0.0002(14) C23 0.0277(18) 0.033(2) 0.0220(17) -0.0113(14) 0.0015(14) 0.0033(16) C24 0.0234(17) 0.0296(19) 0.0213(17) -0.0005(14) 0.0030(14) 0.0028(15) C25 0.0151(15) 0.0302(19) 0.0192(16) -0.0024(14) 0.0044(12) -0.0004(14) C26 0.0189(16) 0.0250(18) 0.0220(17) -0.0028(14) 0.0028(13) 0.0021(14) C27 0.0217(16) 0.0252(18) 0.0185(16) 0.0013(13) 0.0006(13) -0.0037(14) C28 0.0241(17) 0.0265(18) 0.0160(16) -0.0007(13) -0.0024(13) -0.0032(14) C29 0.0233(17) 0.0271(18) 0.0230(17) 0.0087(14) 0.0036(14) 0.0006(14) C30 0.0249(17) 0.0177(16) 0.0263(17) -0.0010(14) 0.0031(14) -0.0017(14) C31 0.0162(15) 0.0172(16) 0.0275(17) -0.0022(13) -0.0022(13) 0.0010(13) C32 0.0162(15) 0.0163(16) 0.0256(17) -0.0019(13) 0.0002(13) 0.0002(13) C33 0.0286(18) 0.0216(17) 0.0182(16) -0.0003(13) 0.0000(13) -0.0025(14) C34 0.0220(16) 0.0155(15) 0.0262(17) -0.0004(13) 0.0045(13) -0.0013(13) C35 0.0285(17) 0.0164(16) 0.0186(16) -0.0066(13) 0.0047(13) -0.0009(13) C36 0.0226(16) 0.0228(17) 0.0156(16) 0.0006(13) 0.0037(13) -0.0018(13) C37 0.0149(15) 0.0212(17) 0.0250(17) 0.0007(14) 0.0000(13) -0.0009(13) C38 0.0315(19) 0.0179(17) 0.0178(16) -0.0067(13) 0.0017(14) -0.0025(14) C39 0.0255(17) 0.0162(17) 0.0249(18) -0.0004(13) 0.0023(14) -0.0012(14) C40 0.065(3) 0.0229(19) 0.0240(19) 0.0119(15) -0.0055(18) -0.0053(19) _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 C3S Cl3S 1.715(17) . ? C3S Cl4S 1.733(18) . ? C2S O2S 1.463(8) . ? C1S O1S 1.425(8) . ? O1 C8 1.360(5) . ? O1 C7 1.444(7) . ? O2 C8 1.178(6) . ? N1 C8 1.386(6) . ? N1 C9 1.411(6) . ? O1A C8 1.356(5) . ? O1A C7 1.489(7) . ? O2A C8 1.178(6) . ? N1A C8 1.381(6) . ? N1A C9 1.408(6) . ? F1 C38 1.359(4) . ? O3 C14 1.214(4) . ? O4 C20 1.216(4) . ? O5 C26 1.220(4) . ? O6 C32 1.208(4) . ? O7 C39 1.198(4) . ? O8 C39 1.334(4) . ? O8 C40 1.453(4) . ? N2 C9 1.329(4) . ? N2 C13 1.346(4) . ? N3 C14 1.371(4) . ? N3 C15 1.398(4) . ? N4 C15 1.336(4) . ? N4 C19 1.350(4) . ? N5 C20 1.368(4) . ? N5 C21 1.398(4) . ? N6 C21 1.327(4) . ? N6 C25 1.339(4) . ? N7 C26 1.363(4) . ? N7 C27 1.393(4) . ? N8 C27 1.336(4) . ? N8 C31 1.341(4) . ? N9 C32 1.360(4) . ? N9 C33 1.402(4) . ? C1 C2 1.389(5) . ? C1 C6 1.392(4) . ? C1 C7 1.502(4) . ? C2 C3 1.386(4) . ? C3 C4 1.380(5) . ? C4 C5 1.383(5) . ? C5 C6 1.387(5) . ? C9 C10 1.405(4) . ? C10 C11 1.362(4) . ? C11 C12 1.384(5) . ? C12 C13 1.377(4) . ? C13 C14 1.505(4) . ? C15 C16 1.403(4) . ? C16 C17 1.375(5) . ? C17 C18 1.378(4) . ? C18 C19 1.383(4) . ? C19 C20 1.499(4) . ? C21 C22 1.406(4) . ? C22 C23 1.379(5) . ? C23 C24 1.392(5) . ? C24 C25 1.384(4) . ? C25 C26 1.508(5) . ? C27 C28 1.396(4) . ? C28 C29 1.365(5) . ? C29 C30 1.391(5) . ? C30 C31 1.385(4) . ? C31 C32 1.503(4) . ? C33 C38 1.385(5) . ? C33 C34 1.413(4) . ? C34 C35 1.384(4) . ? C35 C36 1.375(4) . ? C36 C37 1.389(4) . ? C37 C38 1.381(4) . ? C37 C39 1.489(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl3S C3S Cl4S 102.8(11) . . ? C8 O1 C7 116.5(5) . . ? C8 N1 C9 125.9(5) . . ? C8 O1A C7 113.8(5) . . ? C8 N1A C9 126.6(5) . . ? C39 O8 C40 114.5(3) . . ? C9 N2 C13 118.3(3) . . ? C14 N3 C15 129.4(3) . . ? C15 N4 C19 117.0(3) . . ? C20 N5 C21 129.2(3) . . ? C21 N6 C25 118.3(3) . . ? C26 N7 C27 129.9(3) . . ? C27 N8 C31 117.5(3) . . ? C32 N9 C33 128.3(3) . . ? C2 C1 C6 119.3(3) . . ? C2 C1 C7 118.3(3) . . ? C6 C1 C7 122.4(3) . . ? C3 C2 C1 120.0(3) . . ? C4 C3 C2 120.4(3) . . ? C3 C4 C5 120.1(3) . . ? C4 C5 C6 119.7(3) . . ? C5 C6 C1 120.5(3) . . ? O1 C7 O1A 21.6(3) . . ? O1 C7 C1 107.6(3) . . ? O1A C7 C1 106.7(3) . . ? O2 C8 O2A 2.7(6) . . ? O2 C8 O1A 125.5(8) . . ? O2A C8 O1A 126.1(9) . . ? O2 C8 O1 124.0(9) . . ? O2A C8 O1 123.3(8) . . ? O1A C8 O1 23.5(3) . . ? O2 C8 N1A 127.0(8) . . ? O2A C8 N1A 126.4(9) . . ? O1A C8 N1A 107.5(5) . . ? O1 C8 N1A 105.4(4) . . ? O2 C8 N1 125.0(9) . . ? O2A C8 N1 125.6(8) . . ? O1A C8 N1 104.6(4) . . ? O1 C8 N1 111.0(4) . . ? N1A C8 N1 20.3(4) . . ? N2 C9 C10 122.8(3) . . ? N2 C9 N1A 111.6(4) . . ? C10 C9 N1A 124.2(4) . . ? N2 C9 N1 114.3(4) . . ? C10 C9 N1 122.4(4) . . ? N1A C9 N1 19.9(4) . . ? C11 C10 C9 117.6(3) . . ? C10 C11 C12 120.6(3) . . ? C13 C12 C11 118.1(3) . . ? N2 C13 C12 122.6(3) . . ? N2 C13 C14 116.3(3) . . ? C12 C13 C14 121.0(3) . . ? O3 C14 N3 124.8(3) . . ? O3 C14 C13 122.3(3) . . ? N3 C14 C13 112.9(3) . . ? N4 C15 N3 113.0(3) . . ? N4 C15 C16 123.7(3) . . ? N3 C15 C16 123.3(3) . . ? C17 C16 C15 117.1(3) . . ? C16 C17 C18 120.8(3) . . ? C17 C18 C19 117.8(3) . . ? N4 C19 C18 123.5(3) . . ? N4 C19 C20 116.5(3) . . ? C18 C19 C20 120.0(3) . . ? O4 C20 N5 124.4(3) . . ? O4 C20 C19 122.6(3) . . ? N5 C20 C19 113.1(3) . . ? N6 C21 N5 113.1(3) . . ? N6 C21 C22 122.9(3) . . ? N5 C21 C22 123.9(3) . . ? C23 C22 C21 117.5(3) . . ? C22 C23 C24 120.4(3) . . ? C25 C24 C23 117.4(3) . . ? N6 C25 C24 123.5(3) . . ? N6 C25 C26 117.3(3) . . ? C24 C25 C26 119.3(3) . . ? O5 C26 N7 124.9(3) . . ? O5 C26 C25 122.4(3) . . ? N7 C26 C25 112.7(3) . . ? N8 C27 N7 113.8(3) . . ? N8 C27 C28 123.1(3) . . ? N7 C27 C28 123.0(3) . . ? C29 C28 C27 117.9(3) . . ? C28 C29 C30 120.6(3) . . ? C31 C30 C29 117.2(3) . . ? N8 C31 C30 123.7(3) . . ? N8 C31 C32 118.0(3) . . ? C30 C31 C32 118.3(3) . . ? O6 C32 N9 123.6(3) . . ? O6 C32 C31 122.3(3) . . ? N9 C32 C31 114.1(3) . . ? C38 C33 N9 118.1(3) . . ? C38 C33 C34 117.4(3) . . ? N9 C33 C34 124.4(3) . . ? C35 C34 C33 118.8(3) . . ? C36 C35 C34 121.7(3) . . ? C35 C36 C37 120.8(3) . . ? C38 C37 C36 116.9(3) . . ? C38 C37 C39 120.5(3) . . ? C36 C37 C39 122.7(3) . . ? F1 C38 C37 120.6(3) . . ? F1 C38 C33 115.1(3) . . ? C37 C38 C33 124.3(3) . . ? O7 C39 O8 123.1(3) . . ? O7 C39 C37 124.7(3) . . ? O8 C39 C37 112.2(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.331 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.062 # Attachment 'web_deposit_cif_file_1_ZhaoHuaiqing_1328610041.b315.cif' data_b315 _database_code_depnum_ccdc_archive 'CCDC 865972' #TrackingRef 'web_deposit_cif_file_1_ZhaoHuaiqing_1328610041.b315.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H33 N9 O9' _chemical_formula_weight 795.76 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.8466(7) _cell_length_b 33.387(3) _cell_length_c 14.0698(14) _cell_angle_alpha 90.00 _cell_angle_beta 94.602(2) _cell_angle_gamma 90.00 _cell_volume 3674.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 973 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 24.74 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1656 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9794 _exptl_absorpt_correction_T_max 0.9896 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26161 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.0696 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8421 _reflns_number_gt 5969 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0499P)^2^+1.1325P] 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 8421 _refine_ls_number_parameters 549 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0925 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1333 _refine_ls_wR_factor_gt 0.1222 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 O1 O 0.1380(2) 0.16081(4) 0.70209(11) 0.0228(4) Uani 1 1 d . . . O2 O 0.1500(2) 0.22043(4) 0.62704(12) 0.0289(4) Uani 1 1 d . . . O3 O 0.5127(2) 0.12884(4) 0.19688(11) 0.0262(4) Uani 1 1 d . . . O4 O 0.8439(2) -0.06375(5) 0.42426(12) 0.0296(4) Uani 1 1 d . . . O5 O 0.7001(2) -0.00334(5) 0.93217(11) 0.0245(4) Uani 1 1 d . . . O6 O 0.5022(2) 0.21021(4) 0.81382(12) 0.0267(4) Uani 1 1 d . . . O7 O 0.67820(18) 0.13425(4) 0.53804(10) 0.0179(3) Uani 1 1 d . . . O8 O 0.8784(2) 0.14701(4) 0.37931(12) 0.0264(4) Uani 1 1 d . . . O9 O 0.7984(2) 0.20565(4) 0.31218(11) 0.0249(4) Uani 1 1 d . . . N1 N 0.2271(2) 0.16149(5) 0.55753(14) 0.0207(4) Uani 1 1 d D . . H1N H 0.235(3) 0.1351(3) 0.5680(17) 0.025 Uiso 1 1 d D . . N2 N 0.3506(2) 0.14642(5) 0.42040(13) 0.0177(4) Uani 1 1 d . . . N3 N 0.5395(2) 0.09227(5) 0.33496(13) 0.0182(4) Uani 1 1 d D . . H3N H 0.525(3) 0.0936(7) 0.3970(8) 0.022 Uiso 1 1 d D . . N4 N 0.6711(2) 0.03308(5) 0.37844(13) 0.0173(4) Uani 1 1 d . . . N5 N 0.7766(2) -0.01336(5) 0.52490(14) 0.0216(4) Uani 1 1 d D . . H5N H 0.727(3) 0.0110(4) 0.5236(17) 0.026 Uiso 1 1 d D . . N6 N 0.7447(2) -0.00758(5) 0.68346(13) 0.0180(4) Uani 1 1 d . . . N7 N 0.6162(2) 0.03897(5) 0.80878(13) 0.0186(4) Uani 1 1 d D . . H7N H 0.629(3) 0.0409(7) 0.7461(8) 0.022 Uiso 1 1 d D . . N8 N 0.5559(2) 0.10532(5) 0.80311(13) 0.0170(4) Uani 1 1 d . . . N9 N 0.5811(2) 0.16801(5) 0.69611(13) 0.0193(4) Uani 1 1 d D . . H9N H 0.591(3) 0.1419(3) 0.6847(16) 0.023 Uiso 1 1 d D . . C1 C -0.0702(3) 0.16274(7) 0.92800(17) 0.0272(5) Uani 1 1 d . . . H1 H -0.0925 0.1904 0.9365 0.033 Uiso 1 1 calc R . . C2 C -0.1206(3) 0.13517(8) 0.99391(17) 0.0320(6) Uani 1 1 d . . . H2 H -0.1782 0.1440 1.0470 0.038 Uiso 1 1 calc R . . C3 C -0.0875(3) 0.09500(8) 0.98278(17) 0.0302(6) Uani 1 1 d . . . H3 H -0.1218 0.0762 1.0281 0.036 Uiso 1 1 calc R . . C4 C -0.0043(3) 0.08218(7) 0.90539(18) 0.0279(6) Uani 1 1 d . . . H4 H 0.0199 0.0545 0.8980 0.033 Uiso 1 1 calc R . . C5 C 0.0442(3) 0.10953(7) 0.83838(17) 0.0242(5) Uani 1 1 d . . . H5 H 0.0992 0.1004 0.7846 0.029 Uiso 1 1 calc R . . C6 C 0.0129(3) 0.15009(7) 0.84934(16) 0.0221(5) Uani 1 1 d . . . C7 C 0.0644(3) 0.18115(7) 0.77958(17) 0.0242(5) Uani 1 1 d . . . H7A H -0.0368 0.1968 0.7550 0.029 Uiso 1 1 calc R . . H7B H 0.1489 0.1998 0.8114 0.029 Uiso 1 1 calc R . . C8 C 0.1697(3) 0.18488(6) 0.62809(16) 0.0202(5) Uani 1 1 d . . . C9 C 0.2774(3) 0.17492(6) 0.46944(16) 0.0190(5) Uani 1 1 d . . . C10 C 0.2525(3) 0.21402(7) 0.43669(17) 0.0230(5) Uani 1 1 d . . . H10 H 0.1992 0.2335 0.4736 0.028 Uiso 1 1 calc R . . C11 C 0.3078(3) 0.22341(6) 0.34893(17) 0.0235(5) Uani 1 1 d . . . H11 H 0.2941 0.2499 0.3247 0.028 Uiso 1 1 calc R . . C12 C 0.3834(3) 0.19437(6) 0.29578(17) 0.0222(5) Uani 1 1 d . . . H12 H 0.4213 0.2002 0.2349 0.027 Uiso 1 1 calc R . . C13 C 0.4012(3) 0.15667(6) 0.33504(16) 0.0184(5) Uani 1 1 d . . . C14 C 0.4894(3) 0.12476(6) 0.28128(16) 0.0189(5) Uani 1 1 d . . . C15 C 0.6265(3) 0.05822(6) 0.30709(16) 0.0177(5) Uani 1 1 d . . . C16 C 0.6602(3) 0.05064(6) 0.21217(16) 0.0197(5) Uani 1 1 d . . . H16 H 0.6277 0.0692 0.1629 0.024 Uiso 1 1 calc R . . C17 C 0.7417(3) 0.01552(7) 0.19294(16) 0.0224(5) Uani 1 1 d . . . H17 H 0.7666 0.0095 0.1295 0.027 Uiso 1 1 calc R . . C18 C 0.7879(3) -0.01128(6) 0.26594(16) 0.0211(5) Uani 1 1 d . . . H18 H 0.8439 -0.0358 0.2537 0.025 Uiso 1 1 calc R . . C19 C 0.7494(3) -0.00108(6) 0.35702(16) 0.0193(5) Uani 1 1 d . . . C20 C 0.7951(3) -0.02969(6) 0.43791(16) 0.0195(5) Uani 1 1 d . . . C21 C 0.8054(3) -0.03016(6) 0.61612(16) 0.0177(5) Uani 1 1 d . . . C22 C 0.8905(3) -0.06631(6) 0.63495(17) 0.0210(5) Uani 1 1 d . . . H22 H 0.9351 -0.0814 0.5853 0.025 Uiso 1 1 calc R . . C23 C 0.9078(3) -0.07946(6) 0.72844(17) 0.0220(5) Uani 1 1 d . . . H23 H 0.9648 -0.1040 0.7439 0.026 Uiso 1 1 calc R . . C24 C 0.8418(3) -0.05683(6) 0.79948(16) 0.0207(5) Uani 1 1 d . . . H24 H 0.8509 -0.0656 0.8639 0.025 Uiso 1 1 calc R . . C25 C 0.7624(3) -0.02110(6) 0.77331(16) 0.0177(5) Uani 1 1 d . . . C26 C 0.6902(3) 0.00525(6) 0.84769(16) 0.0189(5) Uani 1 1 d . . . C27 C 0.5507(3) 0.07196(6) 0.85431(15) 0.0174(5) Uani 1 1 d . . . C28 C 0.4857(3) 0.07054(7) 0.94369(16) 0.0204(5) Uani 1 1 d . . . H28 H 0.4799 0.0461 0.9778 0.024 Uiso 1 1 calc R . . C29 C 0.4299(3) 0.10620(7) 0.98062(16) 0.0217(5) Uani 1 1 d . . . H29 H 0.3831 0.1065 1.0408 0.026 Uiso 1 1 calc R . . C30 C 0.4422(3) 0.14135(7) 0.93022(16) 0.0207(5) Uani 1 1 d . . . H30 H 0.4089 0.1662 0.9560 0.025 Uiso 1 1 calc R . . C31 C 0.5041(3) 0.13949(6) 0.84141(15) 0.0170(4) Uani 1 1 d . . . C32 C 0.5271(3) 0.17668(6) 0.78304(16) 0.0189(5) Uani 1 1 d . . . C33 C 0.6374(3) 0.19388(6) 0.62633(16) 0.0179(5) Uani 1 1 d . . . C34 C 0.6973(3) 0.17518(6) 0.54557(15) 0.0160(4) Uani 1 1 d . . . C35 C 0.7591(3) 0.19869(6) 0.47373(16) 0.0179(5) Uani 1 1 d . . . C36 C 0.7612(3) 0.24017(6) 0.48310(16) 0.0218(5) Uani 1 1 d . . . H36 H 0.8040 0.2562 0.4346 0.026 Uiso 1 1 calc R . . C37 C 0.7018(3) 0.25808(6) 0.56211(16) 0.0230(5) Uani 1 1 d . . . H37 H 0.7049 0.2864 0.5679 0.028 Uiso 1 1 calc R . . C38 C 0.6375(3) 0.23526(6) 0.63340(16) 0.0218(5) Uani 1 1 d . . . H38 H 0.5937 0.2479 0.6868 0.026 Uiso 1 1 calc R . . C39 C 0.8261(3) 0.11109(6) 0.57296(17) 0.0241(5) Uani 1 1 d . . . H39A H 0.9262 0.1200 0.5413 0.036 Uiso 1 1 calc R . . H39B H 0.8051 0.0827 0.5593 0.036 Uiso 1 1 calc R . . H39C H 0.8471 0.1149 0.6420 0.036 Uiso 1 1 calc R . . C40 C 0.8190(3) 0.18007(6) 0.38575(16) 0.0193(5) Uani 1 1 d . . . C41 C 0.8523(3) 0.19108(7) 0.22299(17) 0.0293(6) Uani 1 1 d . . . H41A H 0.9752 0.1854 0.2300 0.044 Uiso 1 1 calc R . . H41B H 0.8288 0.2114 0.1735 0.044 Uiso 1 1 calc R . . H41C H 0.7896 0.1665 0.2048 0.044 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 O1 0.0266(9) 0.0209(8) 0.0218(9) -0.0030(7) 0.0073(7) 0.0012(7) O2 0.0393(10) 0.0199(8) 0.0282(10) -0.0033(7) 0.0060(8) -0.0012(8) O3 0.0392(10) 0.0231(8) 0.0164(9) 0.0012(7) 0.0031(7) -0.0010(7) O4 0.0402(10) 0.0243(9) 0.0240(9) -0.0023(7) 0.0019(8) 0.0106(8) O5 0.0297(9) 0.0252(8) 0.0190(9) 0.0058(7) 0.0032(7) 0.0007(7) O6 0.0365(10) 0.0181(8) 0.0266(9) -0.0044(7) 0.0098(8) 0.0009(7) O7 0.0196(8) 0.0140(7) 0.0197(8) -0.0001(6) -0.0004(6) 0.0013(6) O8 0.0355(10) 0.0201(8) 0.0246(9) -0.0003(7) 0.0093(7) 0.0042(7) O9 0.0358(10) 0.0230(8) 0.0166(8) 0.0026(7) 0.0063(7) -0.0012(7) N1 0.0248(10) 0.0162(9) 0.0211(10) 0.0007(8) 0.0029(8) 0.0008(8) N2 0.0161(9) 0.0176(9) 0.0188(10) 0.0016(8) -0.0022(7) 0.0005(8) N3 0.0227(10) 0.0197(9) 0.0126(9) 0.0008(8) 0.0025(8) 0.0026(8) N4 0.0162(9) 0.0196(9) 0.0163(10) -0.0009(8) 0.0020(7) -0.0014(8) N5 0.0280(11) 0.0152(9) 0.0215(10) 0.0015(8) 0.0015(8) 0.0054(8) N6 0.0171(9) 0.0176(9) 0.0193(10) 0.0014(8) 0.0014(8) -0.0013(7) N7 0.0255(10) 0.0183(9) 0.0124(9) 0.0032(8) 0.0037(8) 0.0010(8) N8 0.0171(9) 0.0185(9) 0.0154(9) 0.0002(8) 0.0007(7) -0.0011(7) N9 0.0265(10) 0.0125(8) 0.0191(10) -0.0009(8) 0.0036(8) 0.0005(8) C1 0.0283(13) 0.0310(13) 0.0221(13) -0.0064(11) 0.0010(10) 0.0019(11) C2 0.0318(14) 0.0465(16) 0.0181(13) -0.0078(12) 0.0034(11) -0.0018(12) C3 0.0217(12) 0.0472(15) 0.0210(13) 0.0070(12) -0.0026(10) -0.0053(11) C4 0.0251(13) 0.0274(12) 0.0309(14) 0.0033(11) 0.0005(11) 0.0000(10) C5 0.0214(12) 0.0271(12) 0.0245(13) -0.0042(10) 0.0046(10) -0.0004(10) C6 0.0172(11) 0.0287(12) 0.0200(12) -0.0050(10) -0.0018(9) -0.0019(10) C7 0.0268(12) 0.0218(11) 0.0246(13) -0.0087(10) 0.0059(10) 0.0016(10) C8 0.0198(11) 0.0189(11) 0.0216(12) -0.0023(10) -0.0008(9) -0.0011(9) C9 0.0158(11) 0.0200(11) 0.0207(12) -0.0014(10) -0.0022(9) -0.0020(9) C10 0.0232(12) 0.0185(11) 0.0269(13) -0.0016(10) -0.0009(10) 0.0021(9) C11 0.0274(13) 0.0142(10) 0.0279(13) 0.0053(10) -0.0039(10) 0.0015(9) C12 0.0244(12) 0.0226(11) 0.0189(12) 0.0036(10) -0.0028(9) -0.0021(10) C13 0.0166(11) 0.0199(11) 0.0176(11) 0.0006(9) -0.0047(9) -0.0024(9) C14 0.0193(11) 0.0177(10) 0.0191(12) 0.0006(9) -0.0014(9) -0.0053(9) C15 0.0143(11) 0.0177(10) 0.0208(12) -0.0020(9) 0.0008(9) -0.0027(9) C16 0.0199(11) 0.0222(11) 0.0172(11) 0.0015(10) 0.0025(9) -0.0019(9) C17 0.0251(12) 0.0261(12) 0.0165(12) -0.0044(10) 0.0052(9) -0.0047(10) C18 0.0223(12) 0.0198(11) 0.0216(12) -0.0049(10) 0.0050(9) 0.0004(9) C19 0.0175(11) 0.0204(11) 0.0202(12) -0.0019(9) 0.0024(9) -0.0005(9) C20 0.0186(11) 0.0194(11) 0.0207(12) -0.0028(10) 0.0024(9) 0.0002(9) C21 0.0178(11) 0.0161(10) 0.0192(11) 0.0001(9) 0.0008(9) -0.0020(9) C22 0.0188(11) 0.0193(11) 0.0248(13) -0.0030(10) 0.0008(9) 0.0001(9) C23 0.0215(12) 0.0140(10) 0.0301(13) 0.0026(10) -0.0013(10) 0.0017(9) C24 0.0190(11) 0.0230(11) 0.0195(12) 0.0065(10) -0.0011(9) -0.0037(9) C25 0.0169(11) 0.0171(10) 0.0189(12) 0.0019(9) -0.0006(9) -0.0040(9) C26 0.0172(11) 0.0187(11) 0.0207(12) 0.0028(10) 0.0021(9) -0.0046(9) C27 0.0173(11) 0.0186(10) 0.0160(11) -0.0007(9) -0.0007(9) -0.0022(9) C28 0.0182(11) 0.0249(11) 0.0180(12) 0.0037(10) 0.0009(9) -0.0022(9) C29 0.0195(11) 0.0308(12) 0.0151(11) -0.0014(10) 0.0040(9) -0.0015(10) C30 0.0201(11) 0.0214(11) 0.0207(12) -0.0046(10) 0.0027(9) 0.0018(9) C31 0.0146(10) 0.0189(10) 0.0170(11) -0.0024(9) -0.0020(9) -0.0007(9) C32 0.0163(11) 0.0218(11) 0.0184(12) -0.0003(10) 0.0004(9) -0.0002(9) C33 0.0166(11) 0.0185(10) 0.0180(11) 0.0018(9) -0.0012(9) 0.0016(9) C34 0.0151(10) 0.0144(10) 0.0181(11) 0.0001(9) -0.0021(8) 0.0004(8) C35 0.0175(11) 0.0187(10) 0.0173(11) 0.0018(9) -0.0008(9) -0.0001(9) C36 0.0263(12) 0.0197(11) 0.0190(12) 0.0034(10) -0.0007(10) -0.0024(10) C37 0.0308(13) 0.0122(10) 0.0253(13) 0.0010(10) -0.0017(10) 0.0023(9) C38 0.0262(12) 0.0185(11) 0.0205(12) -0.0038(10) 0.0004(10) 0.0041(9) C39 0.0244(12) 0.0175(11) 0.0295(13) 0.0000(10) -0.0023(10) 0.0039(10) C40 0.0168(11) 0.0205(11) 0.0206(12) 0.0012(10) 0.0012(9) -0.0065(9) C41 0.0389(15) 0.0307(13) 0.0192(13) -0.0001(11) 0.0081(11) -0.0063(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 O1 C8 1.354(3) . ? O1 C7 1.444(3) . ? O2 C8 1.197(3) . ? O3 C14 1.223(3) . ? O4 C20 1.220(3) . ? O5 C26 1.219(3) . ? O6 C32 1.222(3) . ? O7 C34 1.378(2) . ? O7 C39 1.447(3) . ? O8 C40 1.205(3) . ? O9 C40 1.342(3) . ? O9 C41 1.441(3) . ? N1 C8 1.367(3) . ? N1 C9 1.404(3) . ? N2 C9 1.332(3) . ? N2 C13 1.339(3) . ? N3 C14 1.362(3) . ? N3 C15 1.398(3) . ? N4 C15 1.334(3) . ? N4 C19 1.341(3) . ? N5 C20 1.358(3) . ? N5 C21 1.402(3) . ? N6 C21 1.328(3) . ? N6 C25 1.339(3) . ? N7 C26 1.361(3) . ? N7 C27 1.393(3) . ? N8 C27 1.329(3) . ? N8 C31 1.339(3) . ? N9 C32 1.357(3) . ? N9 C33 1.405(3) . ? C1 C2 1.386(3) . ? C1 C6 1.395(3) . ? C2 C3 1.377(4) . ? C3 C4 1.382(3) . ? C4 C5 1.388(3) . ? C5 C6 1.387(3) . ? C6 C7 1.505(3) . ? C9 C10 1.393(3) . ? C10 C11 1.377(3) . ? C11 C12 1.386(3) . ? C12 C13 1.377(3) . ? C13 C14 1.507(3) . ? C15 C16 1.405(3) . ? C16 C17 1.373(3) . ? C17 C18 1.388(3) . ? C18 C19 1.382(3) . ? C19 C20 1.507(3) . ? C21 C22 1.394(3) . ? C22 C23 1.383(3) . ? C23 C24 1.386(3) . ? C24 C25 1.382(3) . ? C25 C26 1.512(3) . ? C27 C28 1.395(3) . ? C28 C29 1.384(3) . ? C29 C30 1.379(3) . ? C30 C31 1.378(3) . ? C31 C32 1.507(3) . ? C33 C38 1.385(3) . ? C33 C34 1.410(3) . ? C34 C35 1.397(3) . ? C35 C36 1.391(3) . ? C35 C40 1.494(3) . ? C36 C37 1.376(3) . ? C37 C38 1.387(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 C8 O1 C7 114.26(17) . . ? C34 O7 C39 115.12(16) . . ? C40 O9 C41 115.56(17) . . ? C8 N1 C9 126.21(19) . . ? C9 N2 C13 116.95(18) . . ? C14 N3 C15 128.16(19) . . ? C15 N4 C19 117.60(19) . . ? C20 N5 C21 130.02(18) . . ? C21 N6 C25 117.79(18) . . ? C26 N7 C27 129.06(19) . . ? C27 N8 C31 118.21(18) . . ? C32 N9 C33 129.57(18) . . ? C2 C1 C6 120.4(2) . . ? C3 C2 C1 120.3(2) . . ? C2 C3 C4 119.8(2) . . ? C3 C4 C5 120.3(2) . . ? C6 C5 C4 120.4(2) . . ? C5 C6 C1 118.8(2) . . ? C5 C6 C7 122.8(2) . . ? C1 C6 C7 118.4(2) . . ? O1 C7 C6 108.23(17) . . ? O2 C8 O1 124.5(2) . . ? O2 C8 N1 127.4(2) . . ? O1 C8 N1 108.11(18) . . ? N2 C9 C10 123.6(2) . . ? N2 C9 N1 113.12(18) . . ? C10 C9 N1 123.3(2) . . ? C11 C10 C9 117.6(2) . . ? C10 C11 C12 120.3(2) . . ? C13 C12 C11 117.2(2) . . ? N2 C13 C12 124.4(2) . . ? N2 C13 C14 116.79(18) . . ? C12 C13 C14 118.7(2) . . ? O3 C14 N3 124.6(2) . . ? O3 C14 C13 121.3(2) . . ? N3 C14 C13 114.12(19) . . ? N4 C15 N3 113.89(19) . . ? N4 C15 C16 122.96(19) . . ? N3 C15 C16 123.1(2) . . ? C17 C16 C15 117.9(2) . . ? C16 C17 C18 120.2(2) . . ? C19 C18 C17 117.6(2) . . ? N4 C19 C18 123.8(2) . . ? N4 C19 C20 117.06(19) . . ? C18 C19 C20 119.18(19) . . ? O4 C20 N5 125.0(2) . . ? O4 C20 C19 122.0(2) . . ? N5 C20 C19 112.94(18) . . ? N6 C21 C22 123.3(2) . . ? N6 C21 N5 112.65(18) . . ? C22 C21 N5 124.0(2) . . ? C23 C22 C21 117.7(2) . . ? C22 C23 C24 119.9(2) . . ? C25 C24 C23 117.7(2) . . ? N6 C25 C24 123.6(2) . . ? N6 C25 C26 116.18(18) . . ? C24 C25 C26 120.26(19) . . ? O5 C26 N7 125.4(2) . . ? O5 C26 C25 122.7(2) . . ? N7 C26 C25 111.99(18) . . ? N8 C27 N7 112.64(18) . . ? N8 C27 C28 123.12(19) . . ? N7 C27 C28 124.24(19) . . ? C29 C28 C27 117.3(2) . . ? C30 C29 C28 120.1(2) . . ? C31 C30 C29 118.2(2) . . ? N8 C31 C30 122.9(2) . . ? N8 C31 C32 115.41(18) . . ? C30 C31 C32 121.55(19) . . ? O6 C32 N9 125.8(2) . . ? O6 C32 C31 122.1(2) . . ? N9 C32 C31 112.03(18) . . ? C38 C33 N9 124.1(2) . . ? C38 C33 C34 120.1(2) . . ? N9 C33 C34 115.75(18) . . ? O7 C34 C35 122.92(18) . . ? O7 C34 C33 117.41(18) . . ? C35 C34 C33 119.45(19) . . ? C36 C35 C34 119.5(2) . . ? C36 C35 C40 119.37(19) . . ? C34 C35 C40 121.08(19) . . ? C37 C36 C35 120.5(2) . . ? C36 C37 C38 120.8(2) . . ? C33 C38 C37 119.6(2) . . ? O8 C40 O9 123.3(2) . . ? O8 C40 C35 126.4(2) . . ? O9 C40 C35 110.36(18) . . ? 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 N9 H9N N8 0.891(9) 2.10(2) 2.595(2) 114.1(18) . N7 H7N N6 0.897(10) 2.09(2) 2.613(2) 116.4(18) . N5 H5N N4 0.900(10) 2.18(2) 2.657(3) 112.3(18) . N1 H1N O4 0.894(9) 2.467(12) 3.324(2) 161(2) 3_656 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.376 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.061 # Attachment 'web_deposit_cif_file_2_ZhaoHuaiqing_1328610041.b233.cif' data_b233 _database_code_depnum_ccdc_archive 'CCDC 865973' #TrackingRef 'web_deposit_cif_file_2_ZhaoHuaiqing_1328610041.b233.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H36 N10 O9' _chemical_formula_weight 872.85 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' _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 10.6110(10) _cell_length_b 12.9590(12) _cell_length_c 16.4525(16) _cell_angle_alpha 73.499(2) _cell_angle_beta 77.989(3) _cell_angle_gamma 72.668(3) _cell_volume 2051.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 872 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 24.31 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9644 _exptl_absorpt_correction_T_max 0.9840 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27469 _diffrn_reflns_av_R_equivalents 0.0483 _diffrn_reflns_av_sigmaI/netI 0.0564 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9399 _reflns_number_gt 7098 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0626P)^2^+0.4361P] 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 9399 _refine_ls_number_parameters 617 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1335 _refine_ls_wR_factor_gt 0.1240 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.98436(12) 0.69439(11) 0.23371(8) 0.0223(3) Uani 1 1 d . . . O2 O 1.01204(14) 0.69847(13) 0.09286(9) 0.0289(3) Uani 1 1 d . . . O3 O 0.39331(13) 0.49774(12) 0.14544(8) 0.0247(3) Uani 1 1 d . . . O4 O 0.22225(14) 0.50438(12) 0.61709(8) 0.0268(3) Uani 1 1 d . . . O5 O 0.62893(14) 0.90132(12) 0.60565(8) 0.0272(3) Uani 1 1 d . . . O6 O 0.88930(13) 0.99978(11) 0.13249(8) 0.0229(3) Uani 1 1 d . . . O7 O 0.49573(13) 0.85952(12) 0.18642(8) 0.0241(3) Uani 1 1 d . . . O8 O 0.33401(13) 0.80319(12) 0.09864(8) 0.0264(3) Uani 1 1 d . . . O9 O 0.41935(13) 0.79100(12) -0.03538(8) 0.0246(3) Uani 1 1 d . . . N1 N 0.84511(16) 0.63421(14) 0.18788(10) 0.0202(3) Uani 1 1 d . . . H1N H 0.812(2) 0.6264(17) 0.2381(14) 0.021(5) Uiso 1 1 d . . . N2 N 0.66072(15) 0.58933(12) 0.17288(9) 0.0166(3) Uani 1 1 d . . . N3 N 0.43152(15) 0.55588(13) 0.25566(9) 0.0168(3) Uani 1 1 d . . . H3N H 0.491(2) 0.5836(18) 0.2678(13) 0.027(6) Uiso 1 1 d . . . N4 N 0.35277(14) 0.54232(12) 0.39685(9) 0.0155(3) Uani 1 1 d . . . N5 N 0.36436(15) 0.60838(13) 0.53305(10) 0.0172(3) Uani 1 1 d . . . H5N H 0.401(2) 0.6239(18) 0.4802(14) 0.026(6) Uiso 1 1 d . . . N6 N 0.46688(14) 0.73000(12) 0.55326(9) 0.0168(3) Uani 1 1 d . . . N7 N 0.61843(15) 0.87148(13) 0.47696(10) 0.0189(3) Uani 1 1 d . . . H7N H 0.582(2) 0.8375(18) 0.4553(13) 0.024(6) Uiso 1 1 d . . . N8 N 0.71225(14) 0.92562(12) 0.33925(9) 0.0173(3) Uani 1 1 d . . . N9 N 0.70881(16) 0.92612(13) 0.17856(10) 0.0192(3) Uani 1 1 d . . . H9N H 0.654(2) 0.9101(19) 0.2220(15) 0.034(6) Uiso 1 1 d . . . N10 N 0.72591(14) 0.91714(12) -0.04448(9) 0.0162(3) Uani 1 1 d . . . C1 C 1.22135(18) 0.80483(15) 0.29921(12) 0.0192(4) Uani 1 1 d . . . H1 H 1.2839 0.8149 0.2490 0.023 Uiso 1 1 calc R . . C2 C 1.2373(2) 0.83086(16) 0.37174(13) 0.0239(4) Uani 1 1 d . . . H2 H 1.3096 0.8605 0.3706 0.029 Uiso 1 1 calc R . . C3 C 1.1487(2) 0.81408(16) 0.44585(13) 0.0264(4) Uani 1 1 d . . . H3 H 1.1601 0.8319 0.4956 0.032 Uiso 1 1 calc R . . C4 C 1.0431(2) 0.77108(16) 0.44720(12) 0.0261(4) Uani 1 1 d . . . H4 H 0.9831 0.7582 0.4984 0.031 Uiso 1 1 calc R . . C5 C 1.02444(19) 0.74664(15) 0.37444(12) 0.0216(4) Uani 1 1 d . . . H5 H 0.9510 0.7183 0.3757 0.026 Uiso 1 1 calc R . . C6 C 1.11297(18) 0.76354(14) 0.29970(12) 0.0178(4) Uani 1 1 d . . . C7 C 1.09821(18) 0.74040(16) 0.21812(12) 0.0200(4) Uani 1 1 d . . . H7A H 1.0851 0.8101 0.1726 0.024 Uiso 1 1 calc R . . H7B H 1.1797 0.6870 0.1990 0.024 Uiso 1 1 calc R . . C8 C 0.95370(18) 0.67783(15) 0.16415(11) 0.0190(4) Uani 1 1 d . . . C9 C 0.77693(17) 0.61085(14) 0.13403(11) 0.0167(4) Uani 1 1 d . . . C10 C 0.82533(18) 0.60701(15) 0.04895(11) 0.0199(4) Uani 1 1 d . . . H10 H 0.9087 0.6222 0.0231 0.024 Uiso 1 1 calc R . . C11 C 0.74874(19) 0.58061(16) 0.00364(12) 0.0207(4) Uani 1 1 d . . . H11 H 0.7788 0.5779 -0.0545 0.025 Uiso 1 1 calc R . . C12 C 0.62713(18) 0.55781(15) 0.04304(11) 0.0191(4) Uani 1 1 d . . . H12 H 0.5730 0.5393 0.0128 0.023 Uiso 1 1 calc R . . C13 C 0.58824(17) 0.56305(14) 0.12758(11) 0.0167(4) Uani 1 1 d . . . C14 C 0.46001(18) 0.53533(15) 0.17598(11) 0.0176(4) Uani 1 1 d . . . C15 C 0.34034(17) 0.52043(14) 0.32465(11) 0.0158(4) Uani 1 1 d . . . C16 C 0.24514(18) 0.46840(15) 0.31938(12) 0.0195(4) Uani 1 1 d . . . H16 H 0.2374 0.4555 0.2668 0.023 Uiso 1 1 calc R . . C17 C 0.16284(19) 0.43659(16) 0.39356(12) 0.0224(4) Uani 1 1 d . . . H17 H 0.0968 0.4013 0.3923 0.027 Uiso 1 1 calc R . . C18 C 0.17577(19) 0.45564(15) 0.46958(12) 0.0213(4) Uani 1 1 d . . . H18 H 0.1211 0.4325 0.5212 0.026 Uiso 1 1 calc R . . C19 C 0.27171(17) 0.50985(14) 0.46763(11) 0.0165(4) Uani 1 1 d . . . C20 C 0.28333(17) 0.53940(15) 0.54757(11) 0.0178(4) Uani 1 1 d . . . C21 C 0.38521(17) 0.66329(15) 0.58903(11) 0.0164(4) Uani 1 1 d . . . C22 C 0.32591(18) 0.65055(15) 0.67412(11) 0.0201(4) Uani 1 1 d . . . H22 H 0.2664 0.6041 0.6972 0.024 Uiso 1 1 calc R . . C23 C 0.35626(19) 0.70733(16) 0.72365(12) 0.0223(4) Uani 1 1 d . . . H23 H 0.3167 0.7007 0.7817 0.027 Uiso 1 1 calc R . . C24 C 0.44400(19) 0.77395(16) 0.68931(12) 0.0213(4) Uani 1 1 d . . . H24 H 0.4683 0.8116 0.7231 0.026 Uiso 1 1 calc R . . C25 C 0.49489(17) 0.78344(15) 0.60371(11) 0.0172(4) Uani 1 1 d . . . C26 C 0.58811(18) 0.85808(15) 0.56299(11) 0.0192(4) Uani 1 1 d . . . C27 C 0.70477(17) 0.93116(15) 0.42003(11) 0.0174(4) Uani 1 1 d . . . C28 C 0.77741(18) 0.98832(15) 0.44502(12) 0.0203(4) Uani 1 1 d . . . H28 H 0.7669 0.9931 0.5027 0.024 Uiso 1 1 calc R . . C29 C 0.86476(18) 1.03743(16) 0.38280(12) 0.0212(4) Uani 1 1 d . . . H29 H 0.9172 1.0756 0.3976 0.025 Uiso 1 1 calc R . . C30 C 0.87641(18) 1.03126(15) 0.29867(12) 0.0192(4) Uani 1 1 d . . . H30 H 0.9366 1.0644 0.2552 0.023 Uiso 1 1 calc R . . C31 C 0.79773(17) 0.97544(15) 0.28033(11) 0.0179(4) Uani 1 1 d . . . C32 C 0.80483(17) 0.96857(15) 0.18956(11) 0.0174(4) Uani 1 1 d . . . C33 C 0.76046(17) 0.93276(15) 0.02591(11) 0.0170(4) Uani 1 1 d . . . H33 H 0.8375 0.9583 0.0208 0.020 Uiso 1 1 calc R . . C34 C 0.68459(17) 0.91171(15) 0.10307(11) 0.0167(4) Uani 1 1 d . . . C35 C 0.56380(17) 0.87311(15) 0.11488(11) 0.0170(4) Uani 1 1 d . . . C36 C 0.53799(17) 0.85454(14) 0.03765(11) 0.0156(4) Uani 1 1 d . . . C37 C 0.61939(17) 0.87796(14) -0.03773(11) 0.0170(4) Uani 1 1 d . . . H37 H 0.5997 0.8660 -0.0875 0.020 Uiso 1 1 calc R . . C38 C 0.80257(18) 0.94871(15) -0.13006(11) 0.0185(4) Uani 1 1 d . . . H38A H 0.8745 0.9794 -0.1245 0.022 Uiso 1 1 calc R . . H38B H 0.7428 1.0075 -0.1681 0.022 Uiso 1 1 calc R . . C39 C 0.86246(17) 0.85035(15) -0.16949(11) 0.0170(4) Uani 1 1 d . . . C40 C 0.96758(18) 0.76456(15) -0.13625(12) 0.0197(4) Uani 1 1 d . . . H40 H 1.0015 0.7680 -0.0883 0.024 Uiso 1 1 calc R . . C41 C 1.02255(19) 0.67448(16) -0.17301(13) 0.0247(4) Uani 1 1 d . . . H41 H 1.0938 0.6161 -0.1500 0.030 Uiso 1 1 calc R . . C42 C 0.9741(2) 0.66914(17) -0.24328(14) 0.0298(5) Uani 1 1 d . . . H42 H 1.0120 0.6072 -0.2683 0.036 Uiso 1 1 calc R . . C43 C 0.8704(2) 0.75419(18) -0.27693(13) 0.0299(5) Uani 1 1 d . . . H43 H 0.8374 0.7508 -0.3253 0.036 Uiso 1 1 calc R . . C44 C 0.81470(19) 0.84442(16) -0.24002(12) 0.0224(4) Uani 1 1 d . . . H44 H 0.7434 0.9025 -0.2632 0.027 Uiso 1 1 calc R . . C45 C 0.41992(18) 0.81457(14) 0.03889(11) 0.0166(4) Uani 1 1 d . . . C46 C 0.3085(2) 0.74781(19) -0.03667(14) 0.0314(5) Uani 1 1 d . . . H46A H 0.3036 0.6848 0.0127 0.047 Uiso 1 1 calc R . . H46B H 0.3218 0.7231 -0.0896 0.047 Uiso 1 1 calc R . . H46C H 0.2254 0.8064 -0.0340 0.047 Uiso 1 1 calc R . . O1W O 0.5589(11) 0.7190(9) 0.3566(7) 0.041(4) Uani 0.149(6) 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 O1 0.0195(7) 0.0329(8) 0.0194(7) -0.0050(6) -0.0019(5) -0.0156(6) O2 0.0267(7) 0.0437(9) 0.0211(7) -0.0046(6) 0.0004(6) -0.0213(7) O3 0.0273(7) 0.0349(8) 0.0197(7) -0.0090(6) -0.0018(6) -0.0179(6) O4 0.0342(8) 0.0315(8) 0.0172(7) -0.0057(6) 0.0058(6) -0.0184(7) O5 0.0332(8) 0.0354(8) 0.0202(7) -0.0076(6) -0.0039(6) -0.0183(7) O6 0.0216(7) 0.0300(8) 0.0197(7) -0.0057(6) 0.0011(6) -0.0131(6) O7 0.0225(7) 0.0374(8) 0.0162(7) -0.0089(6) 0.0031(5) -0.0150(6) O8 0.0250(7) 0.0389(8) 0.0222(7) -0.0124(6) 0.0040(6) -0.0183(6) O9 0.0288(7) 0.0344(8) 0.0183(7) -0.0091(6) -0.0012(6) -0.0179(6) N1 0.0203(8) 0.0292(9) 0.0130(8) -0.0045(7) 0.0010(6) -0.0119(7) N2 0.0189(8) 0.0146(7) 0.0163(7) -0.0030(6) -0.0011(6) -0.0056(6) N3 0.0165(7) 0.0209(8) 0.0161(8) -0.0053(6) -0.0007(6) -0.0096(6) N4 0.0149(7) 0.0147(7) 0.0163(7) -0.0035(6) -0.0021(6) -0.0031(6) N5 0.0180(8) 0.0210(8) 0.0130(8) -0.0050(6) 0.0006(6) -0.0065(6) N6 0.0155(7) 0.0181(8) 0.0157(7) -0.0030(6) -0.0021(6) -0.0037(6) N7 0.0221(8) 0.0229(8) 0.0168(8) -0.0056(7) -0.0027(6) -0.0122(7) N8 0.0169(7) 0.0182(8) 0.0174(8) -0.0056(6) -0.0021(6) -0.0042(6) N9 0.0188(8) 0.0263(9) 0.0142(8) -0.0043(7) 0.0005(6) -0.0106(7) N10 0.0187(7) 0.0162(8) 0.0138(7) -0.0040(6) 0.0019(6) -0.0069(6) C1 0.0195(9) 0.0149(9) 0.0227(10) -0.0013(7) -0.0036(7) -0.0059(7) C2 0.0259(10) 0.0177(10) 0.0289(11) -0.0038(8) -0.0087(8) -0.0051(8) C3 0.0370(12) 0.0197(10) 0.0234(10) -0.0076(8) -0.0107(9) -0.0017(9) C4 0.0296(11) 0.0228(10) 0.0206(10) -0.0031(8) 0.0001(8) -0.0034(9) C5 0.0217(9) 0.0174(9) 0.0234(10) -0.0010(8) -0.0023(8) -0.0056(8) C6 0.0187(9) 0.0129(9) 0.0205(9) -0.0012(7) -0.0047(7) -0.0031(7) C7 0.0168(9) 0.0235(10) 0.0206(9) -0.0006(8) -0.0022(7) -0.0110(8) C8 0.0172(9) 0.0202(9) 0.0185(9) -0.0015(7) -0.0017(7) -0.0064(8) C9 0.0184(9) 0.0134(9) 0.0187(9) -0.0023(7) -0.0031(7) -0.0056(7) C10 0.0187(9) 0.0202(9) 0.0190(9) -0.0025(8) 0.0012(7) -0.0066(8) C11 0.0254(10) 0.0230(10) 0.0139(9) -0.0065(7) 0.0016(7) -0.0072(8) C12 0.0225(9) 0.0190(9) 0.0178(9) -0.0052(7) -0.0035(7) -0.0069(8) C13 0.0185(9) 0.0128(8) 0.0193(9) -0.0029(7) -0.0039(7) -0.0049(7) C14 0.0206(9) 0.0157(9) 0.0164(9) -0.0017(7) -0.0044(7) -0.0052(7) C15 0.0149(8) 0.0128(8) 0.0179(9) -0.0022(7) -0.0011(7) -0.0030(7) C16 0.0211(9) 0.0193(9) 0.0203(9) -0.0066(8) -0.0020(7) -0.0073(8) C17 0.0217(10) 0.0226(10) 0.0271(10) -0.0092(8) 0.0010(8) -0.0115(8) C18 0.0230(10) 0.0178(9) 0.0221(10) -0.0042(8) 0.0050(8) -0.0099(8) C19 0.0159(8) 0.0142(9) 0.0186(9) -0.0039(7) -0.0012(7) -0.0033(7) C20 0.0175(9) 0.0158(9) 0.0190(9) -0.0035(7) -0.0017(7) -0.0035(7) C21 0.0155(8) 0.0154(9) 0.0170(9) -0.0036(7) -0.0035(7) -0.0014(7) C22 0.0224(9) 0.0200(9) 0.0166(9) -0.0019(7) 0.0008(7) -0.0079(8) C23 0.0262(10) 0.0266(10) 0.0123(9) -0.0054(8) 0.0007(7) -0.0059(8) C24 0.0243(10) 0.0219(10) 0.0175(9) -0.0057(8) -0.0041(8) -0.0039(8) C25 0.0154(9) 0.0179(9) 0.0168(9) -0.0038(7) -0.0046(7) -0.0006(7) C26 0.0188(9) 0.0207(10) 0.0175(9) -0.0049(8) -0.0043(7) -0.0028(8) C27 0.0170(9) 0.0184(9) 0.0176(9) -0.0045(7) -0.0013(7) -0.0065(7) C28 0.0229(10) 0.0220(10) 0.0190(9) -0.0084(8) -0.0023(8) -0.0071(8) C29 0.0209(9) 0.0226(10) 0.0259(10) -0.0102(8) -0.0031(8) -0.0097(8) C30 0.0182(9) 0.0188(9) 0.0214(9) -0.0051(7) 0.0014(7) -0.0085(7) C31 0.0166(9) 0.0157(9) 0.0198(9) -0.0041(7) -0.0015(7) -0.0025(7) C32 0.0170(9) 0.0156(9) 0.0196(9) -0.0038(7) -0.0024(7) -0.0045(7) C33 0.0165(9) 0.0163(9) 0.0194(9) -0.0043(7) -0.0025(7) -0.0060(7) C34 0.0168(9) 0.0162(9) 0.0176(9) -0.0043(7) -0.0028(7) -0.0041(7) C35 0.0166(9) 0.0158(9) 0.0175(9) -0.0035(7) -0.0004(7) -0.0044(7) C36 0.0164(9) 0.0129(8) 0.0167(9) -0.0044(7) -0.0003(7) -0.0030(7) C37 0.0195(9) 0.0136(9) 0.0185(9) -0.0052(7) -0.0025(7) -0.0037(7) C38 0.0220(9) 0.0201(9) 0.0139(9) -0.0038(7) 0.0033(7) -0.0106(8) C39 0.0174(9) 0.0178(9) 0.0160(9) -0.0041(7) 0.0044(7) -0.0092(7) C40 0.0198(9) 0.0221(10) 0.0174(9) -0.0032(7) 0.0008(7) -0.0093(8) C41 0.0210(10) 0.0218(10) 0.0258(10) -0.0024(8) 0.0029(8) -0.0045(8) C42 0.0317(11) 0.0248(11) 0.0339(12) -0.0163(9) 0.0044(9) -0.0057(9) C43 0.0326(11) 0.0354(12) 0.0273(11) -0.0170(9) -0.0043(9) -0.0079(10) C44 0.0222(10) 0.0248(10) 0.0209(10) -0.0067(8) -0.0024(8) -0.0062(8) C45 0.0204(9) 0.0133(9) 0.0164(9) -0.0037(7) -0.0027(7) -0.0042(7) C46 0.0386(12) 0.0391(13) 0.0272(11) -0.0075(9) -0.0096(9) -0.0226(10) O1W 0.044(7) 0.041(7) 0.033(6) -0.003(5) -0.001(5) -0.012(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 O1 C8 1.341(2) . ? O1 C7 1.447(2) . ? O2 C8 1.204(2) . ? O3 C14 1.218(2) . ? O4 C20 1.227(2) . ? O5 C26 1.220(2) . ? O6 C32 1.224(2) . ? O7 C35 1.242(2) . ? O8 C45 1.202(2) . ? O9 C45 1.343(2) . ? O9 C46 1.451(2) . ? N1 C8 1.369(2) . ? N1 C9 1.396(2) . ? N2 C9 1.335(2) . ? N2 C13 1.342(2) . ? N3 C14 1.366(2) . ? N3 C15 1.395(2) . ? N4 C15 1.337(2) . ? N4 C19 1.339(2) . ? N5 C20 1.359(2) . ? N5 C21 1.398(2) . ? N6 C21 1.338(2) . ? N6 C25 1.345(2) . ? N7 C26 1.357(2) . ? N7 C27 1.403(2) . ? N8 C27 1.336(2) . ? N8 C31 1.344(2) . ? N9 C32 1.357(2) . ? N9 C34 1.392(2) . ? N10 C37 1.344(2) . ? N10 C33 1.368(2) . ? N10 C38 1.485(2) . ? C1 C2 1.383(3) . ? C1 C6 1.403(2) . ? C2 C3 1.383(3) . ? C3 C4 1.386(3) . ? C4 C5 1.387(3) . ? C5 C6 1.390(3) . ? C6 C7 1.503(3) . ? C9 C10 1.397(3) . ? C10 C11 1.377(3) . ? C11 C12 1.394(3) . ? C12 C13 1.381(3) . ? C13 C14 1.514(2) . ? C15 C16 1.399(2) . ? C16 C17 1.381(3) . ? C17 C18 1.382(3) . ? C18 C19 1.389(2) . ? C19 C20 1.508(2) . ? C21 C22 1.395(2) . ? C22 C23 1.379(3) . ? C23 C24 1.384(3) . ? C24 C25 1.384(3) . ? C25 C26 1.513(3) . ? C27 C28 1.399(2) . ? C28 C29 1.378(3) . ? C29 C30 1.387(3) . ? C30 C31 1.378(2) . ? C31 C32 1.506(2) . ? C33 C34 1.358(2) . ? C34 C35 1.468(2) . ? C35 C36 1.451(2) . ? C36 C37 1.369(2) . ? C36 C45 1.486(2) . ? C38 C39 1.505(2) . ? C39 C44 1.389(3) . ? C39 C40 1.396(3) . ? C40 C41 1.385(3) . ? C41 C42 1.385(3) . ? C42 C43 1.384(3) . ? C43 C44 1.388(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 C8 O1 C7 114.71(13) . . ? C45 O9 C46 114.48(14) . . ? C8 N1 C9 126.86(16) . . ? C9 N2 C13 118.02(15) . . ? C14 N3 C15 129.11(15) . . ? C15 N4 C19 117.70(15) . . ? C20 N5 C21 128.66(16) . . ? C21 N6 C25 117.27(15) . . ? C26 N7 C27 128.56(16) . . ? C27 N8 C31 117.14(15) . . ? C32 N9 C34 128.09(16) . . ? C37 N10 C33 120.65(15) . . ? C37 N10 C38 119.35(15) . . ? C33 N10 C38 119.93(14) . . ? C2 C1 C6 120.10(18) . . ? C3 C2 C1 120.50(18) . . ? C2 C3 C4 119.61(18) . . ? C3 C4 C5 120.52(18) . . ? C4 C5 C6 120.13(18) . . ? C5 C6 C1 119.12(17) . . ? C5 C6 C7 123.15(16) . . ? C1 C6 C7 117.73(16) . . ? O1 C7 C6 108.61(14) . . ? O2 C8 O1 125.39(16) . . ? O2 C8 N1 126.01(17) . . ? O1 C8 N1 108.60(15) . . ? N2 C9 N1 112.98(15) . . ? N2 C9 C10 122.77(16) . . ? N1 C9 C10 124.23(16) . . ? C11 C10 C9 118.12(17) . . ? C10 C11 C12 120.01(17) . . ? C13 C12 C11 117.56(17) . . ? N2 C13 C12 123.52(17) . . ? N2 C13 C14 115.60(15) . . ? C12 C13 C14 120.86(16) . . ? O3 C14 N3 125.56(17) . . ? O3 C14 C13 122.00(16) . . ? N3 C14 C13 112.43(15) . . ? N4 C15 N3 112.67(15) . . ? N4 C15 C16 123.25(16) . . ? N3 C15 C16 124.08(16) . . ? C17 C16 C15 117.41(17) . . ? C16 C17 C18 120.55(17) . . ? C17 C18 C19 117.53(17) . . ? N4 C19 C18 123.52(17) . . ? N4 C19 C20 116.93(15) . . ? C18 C19 C20 119.48(16) . . ? O4 C20 N5 125.43(17) . . ? O4 C20 C19 121.50(16) . . ? N5 C20 C19 113.06(15) . . ? N6 C21 C22 122.97(16) . . ? N6 C21 N5 113.70(15) . . ? C22 C21 N5 123.34(16) . . ? C23 C22 C21 118.05(17) . . ? C22 C23 C24 120.33(17) . . ? C23 C24 C25 117.24(17) . . ? N6 C25 C24 124.08(17) . . ? N6 C25 C26 116.99(15) . . ? C24 C25 C26 118.93(16) . . ? O5 C26 N7 125.10(18) . . ? O5 C26 C25 121.36(16) . . ? N7 C26 C25 113.54(15) . . ? N8 C27 C28 123.51(17) . . ? N8 C27 N7 112.56(15) . . ? C28 C27 N7 123.91(16) . . ? C29 C28 C27 117.48(17) . . ? C28 C29 C30 120.23(17) . . ? C31 C30 C29 117.72(17) . . ? N8 C31 C30 123.88(17) . . ? N8 C31 C32 116.47(15) . . ? C30 C31 C32 119.65(16) . . ? O6 C32 N9 124.65(17) . . ? O6 C32 C31 122.03(16) . . ? N9 C32 C31 113.32(15) . . ? C34 C33 N10 119.98(16) . . ? C33 C34 N9 125.02(16) . . ? C33 C34 C35 122.56(16) . . ? N9 C34 C35 112.40(15) . . ? O7 C35 C36 126.92(16) . . ? O7 C35 C34 119.49(16) . . ? C36 C35 C34 113.60(15) . . ? C37 C36 C35 120.15(16) . . ? C37 C36 C45 119.45(16) . . ? C35 C36 C45 120.35(15) . . ? N10 C37 C36 122.97(16) . . ? N10 C38 C39 111.41(14) . . ? C44 C39 C40 119.17(17) . . ? C44 C39 C38 120.34(17) . . ? C40 C39 C38 120.49(16) . . ? C41 C40 C39 120.20(18) . . ? C40 C41 C42 120.24(19) . . ? C43 C42 C41 119.91(18) . . ? C42 C43 C44 120.00(19) . . ? C43 C44 C39 120.48(18) . . ? O8 C45 O9 122.67(16) . . ? O8 C45 C36 125.17(16) . . ? O9 C45 C36 112.15(15) . . ? 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 N9 H9N N8 0.84(2) 2.22(2) 2.650(2) 111.4(18) . N9 H9N O7 0.84(2) 2.21(2) 2.617(2) 110.1(18) . N7 H7N N6 0.85(2) 2.22(2) 2.671(2) 112.9(17) . N5 H5N O1W 0.87(2) 2.62(2) 3.413(11) 152.7(18) . N5 H5N N4 0.87(2) 2.17(2) 2.653(2) 115.0(17) . N3 H3N N2 0.89(2) 2.13(2) 2.621(2) 114.0(17) . N1 H1N O4 0.82(2) 2.53(2) 3.251(2) 148.0(19) 2_666 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.389 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.058