# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Huaqiang Zeng' _publ_contact_author_email g0701201@nus.edu.sg loop_ _publ_author_name 'Huaqiang Zeng' 'Wei Qiang Ong' 'Huaiqing Zhao' 'Zhiyun Du' 'Jared Ze Yang Yeh' 'Changliang Ren' 'Leon Zhen Wei Tan' 'Kun Zhang' data_8185 _database_code_depnum_ccdc_archive 'CCDC 817347' #TrackingRef 'web_deposit_cif_file_0_WeiQiangOng_1300116466.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H16 N4 O4' _chemical_formula_weight 376.37 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.441(2) _cell_length_b 5.2810(3) _cell_length_c 19.1556(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.6040(10) _cell_angle_gamma 90.00 _cell_volume 3483.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 2434 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.40 _exptl_crystal_description ROD _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'Not Measused' _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type 'Sadabs, (Sheldrick 2001)' _exptl_absorpt_correction_T_min 0.9314 _exptl_absorpt_correction_T_max 0.9918 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 11784 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -44 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3989 _reflns_number_gt 3139 _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^)+(0.0446P)^2^+1.8224P] 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 3989 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0614 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1154 _refine_ls_wR_factor_gt 0.1086 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 0.72714(3) -0.3561(2) 0.40232(6) 0.0449(3) Uani 1 1 d . . . O2 O 0.55991(3) 0.3624(3) 0.51785(6) 0.0490(3) Uani 1 1 d . . . O3 O 0.60244(4) 1.0753(3) 0.22126(7) 0.0573(4) Uani 1 1 d . . . O4 O 0.55514(3) 1.3554(2) 0.24011(6) 0.0439(3) Uani 1 1 d . . . N1 N 0.71285(4) 0.0598(3) 0.41813(7) 0.0352(3) Uani 1 1 d . . . H1N H 0.7162(5) 0.207(4) 0.4028(9) 0.042(5) Uiso 1 1 d . . . N2 N 0.59318(4) 0.5154(3) 0.42429(7) 0.0351(3) Uani 1 1 d . . . H2N H 0.6144(5) 0.499(4) 0.4020(9) 0.047(5) Uiso 1 1 d . . . N3 N 0.65184(4) 0.1938(2) 0.45065(7) 0.0326(3) Uani 1 1 d . . . N4 N 0.58200(4) 0.8304(2) 0.34461(7) 0.0328(3) Uani 1 1 d . . . C1 C 0.77891(5) -0.2151(3) 0.29340(8) 0.0370(4) Uani 1 1 d . . . H1 H 0.7652 -0.3665 0.2855 0.044 Uiso 1 1 calc R . . C2 C 0.80976(5) -0.1530(4) 0.25130(9) 0.0420(4) Uani 1 1 d . . . H2 H 0.8168 -0.2615 0.2147 0.050 Uiso 1 1 calc R . . C3 C 0.83034(5) 0.0683(3) 0.26278(9) 0.0420(4) Uani 1 1 d . . . H3 H 0.8511 0.1119 0.2336 0.050 Uiso 1 1 calc R . . C4 C 0.82017(5) 0.2251(3) 0.31748(9) 0.0408(4) Uani 1 1 d . . . H4 H 0.8346 0.3730 0.3263 0.049 Uiso 1 1 calc R . . C5 C 0.78890(4) 0.1661(3) 0.35952(9) 0.0360(4) Uani 1 1 d . . . H5 H 0.7819 0.2752 0.3960 0.043 Uiso 1 1 calc R . . C6 C 0.76800(4) -0.0551(3) 0.34743(8) 0.0315(3) Uani 1 1 d . . . C7 C 0.73464(4) -0.1333(3) 0.39127(8) 0.0332(3) Uani 1 1 d . . . C8 C 0.68011(4) 0.0258(3) 0.46050(8) 0.0326(3) Uani 1 1 d . . . C9 C 0.67862(5) -0.1655(3) 0.51089(8) 0.0375(4) Uani 1 1 d . . . H9 H 0.6989 -0.2840 0.5154 0.045 Uiso 1 1 calc R . . C10 C 0.64699(5) -0.1760(3) 0.55338(9) 0.0415(4) Uani 1 1 d . . . H10 H 0.6454 -0.3004 0.5883 0.050 Uiso 1 1 calc R . . C11 C 0.61728(5) -0.0021(3) 0.54459(8) 0.0391(4) Uani 1 1 d . . . H11 H 0.5953 -0.0055 0.5733 0.047 Uiso 1 1 calc R . . C12 C 0.62085(4) 0.1766(3) 0.49249(8) 0.0331(3) Uani 1 1 d . . . C13 C 0.58816(4) 0.3604(3) 0.48010(8) 0.0349(4) Uani 1 1 d . . . C14 C 0.56830(4) 0.7056(3) 0.39939(8) 0.0326(3) Uani 1 1 d . . . C15 C 0.53216(5) 0.7560(3) 0.42931(9) 0.0407(4) Uani 1 1 d . . . H15 H 0.5231 0.6604 0.4672 0.049 Uiso 1 1 calc R . . C16 C 0.51049(5) 0.9495(4) 0.40147(9) 0.0442(4) Uani 1 1 d . . . H16 H 0.4862 0.9896 0.4206 0.053 Uiso 1 1 calc R . . C17 C 0.52427(5) 1.0859(3) 0.34530(9) 0.0399(4) Uani 1 1 d . . . H17 H 0.5099 1.2205 0.3260 0.048 Uiso 1 1 calc R . . C18 C 0.56000(4) 1.0176(3) 0.31840(8) 0.0332(3) Uani 1 1 d . . . C19 C 0.57581(4) 1.1482(3) 0.25521(9) 0.0360(4) Uani 1 1 d . . . C20 C 0.56585(5) 1.4919(4) 0.17789(10) 0.0503(5) Uani 1 1 d . . . H20A H 0.5921 1.5554 0.1831 0.075 Uiso 1 1 calc R . . H20B H 0.5482 1.6328 0.1708 0.075 Uiso 1 1 calc R . . H20C H 0.5644 1.3792 0.1380 0.075 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 0.0478(7) 0.0300(6) 0.0572(8) 0.0018(5) 0.0086(6) -0.0021(5) O2 0.0414(7) 0.0595(8) 0.0463(7) 0.0097(6) 0.0138(6) 0.0064(6) O3 0.0527(8) 0.0555(8) 0.0641(8) 0.0165(7) 0.0256(7) 0.0142(7) O4 0.0433(6) 0.0410(7) 0.0475(7) 0.0068(6) 0.0036(5) 0.0065(6) N1 0.0352(7) 0.0285(7) 0.0419(8) 0.0054(6) 0.0040(6) 0.0012(6) N2 0.0294(7) 0.0403(8) 0.0358(7) 0.0014(6) 0.0062(6) 0.0035(6) N3 0.0331(7) 0.0311(7) 0.0336(7) 0.0000(6) -0.0001(5) -0.0006(6) N4 0.0296(6) 0.0348(7) 0.0342(7) -0.0032(6) 0.0018(5) -0.0008(6) C1 0.0375(8) 0.0343(9) 0.0390(9) -0.0015(7) -0.0059(7) 0.0022(7) C2 0.0443(9) 0.0454(10) 0.0364(9) -0.0048(8) 0.0004(7) 0.0077(8) C3 0.0347(8) 0.0502(11) 0.0412(9) 0.0079(8) 0.0036(7) 0.0052(8) C4 0.0349(8) 0.0350(9) 0.0525(10) 0.0028(8) 0.0001(8) -0.0013(7) C5 0.0345(8) 0.0307(8) 0.0429(9) -0.0023(7) 0.0007(7) 0.0036(7) C6 0.0298(7) 0.0302(8) 0.0343(8) 0.0026(6) -0.0049(6) 0.0039(6) C7 0.0319(8) 0.0306(8) 0.0369(8) 0.0011(7) -0.0056(6) 0.0004(7) C8 0.0340(8) 0.0307(8) 0.0329(8) -0.0020(6) -0.0021(6) -0.0017(7) C9 0.0398(8) 0.0362(9) 0.0366(8) 0.0035(7) -0.0038(7) 0.0024(7) C10 0.0487(10) 0.0401(10) 0.0356(9) 0.0082(7) -0.0023(7) -0.0040(8) C11 0.0383(8) 0.0445(10) 0.0346(8) 0.0036(7) 0.0041(7) -0.0041(8) C12 0.0330(8) 0.0348(8) 0.0316(8) -0.0011(7) -0.0001(6) -0.0048(7) C13 0.0340(8) 0.0384(9) 0.0323(8) -0.0032(7) 0.0025(7) -0.0035(7) C14 0.0292(7) 0.0363(9) 0.0324(8) -0.0043(7) 0.0007(6) -0.0001(7) C15 0.0347(8) 0.0488(10) 0.0386(9) 0.0015(8) 0.0075(7) 0.0022(8) C16 0.0309(8) 0.0551(11) 0.0466(10) -0.0015(8) 0.0094(7) 0.0076(8) C17 0.0348(8) 0.0424(10) 0.0425(9) -0.0020(8) -0.0005(7) 0.0077(7) C18 0.0299(7) 0.0348(8) 0.0349(8) -0.0040(7) -0.0018(6) -0.0011(7) C19 0.0310(8) 0.0351(9) 0.0419(9) -0.0020(7) -0.0003(7) -0.0012(7) C20 0.0499(10) 0.0457(11) 0.0553(11) 0.0149(9) 0.0003(9) -0.0007(9) _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 C7 1.2237(19) . ? O2 C13 1.2184(18) . ? O3 C19 1.1936(19) . ? O4 C19 1.3359(19) . ? O4 C20 1.444(2) . ? N1 C7 1.369(2) . ? N1 C8 1.408(2) . ? N2 C13 1.359(2) . ? N2 C14 1.401(2) . ? N3 C8 1.3290(19) . ? N3 C12 1.3444(19) . ? N4 C14 1.330(2) . ? N4 C18 1.340(2) . ? C1 C2 1.380(2) . ? C1 C6 1.391(2) . ? C2 C3 1.383(2) . ? C3 C4 1.383(2) . ? C4 C5 1.387(2) . ? C5 C6 1.390(2) . ? C6 C7 1.489(2) . ? C8 C9 1.399(2) . ? C9 C10 1.368(2) . ? C10 C11 1.384(2) . ? C11 C12 1.380(2) . ? C12 C13 1.504(2) . ? C14 C15 1.401(2) . ? C15 C16 1.370(2) . ? C16 C17 1.383(2) . ? C17 C18 1.387(2) . ? C18 C19 1.500(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C19 O4 C20 116.57(13) . . ? C7 N1 C8 124.56(14) . . ? C13 N2 C14 128.11(13) . . ? C8 N3 C12 117.07(13) . . ? C14 N4 C18 117.21(13) . . ? C2 C1 C6 120.39(16) . . ? C1 C2 C3 120.28(16) . . ? C4 C3 C2 119.52(16) . . ? C3 C4 C5 120.64(16) . . ? C4 C5 C6 119.73(15) . . ? C5 C6 C1 119.40(15) . . ? C5 C6 C7 122.72(14) . . ? C1 C6 C7 117.86(14) . . ? O1 C7 N1 122.24(15) . . ? O1 C7 C6 122.01(14) . . ? N1 C7 C6 115.76(14) . . ? N3 C8 C9 123.24(15) . . ? N3 C8 N1 115.03(13) . . ? C9 C8 N1 121.68(14) . . ? C10 C9 C8 118.35(15) . . ? C9 C10 C11 119.56(15) . . ? C12 C11 C10 118.05(15) . . ? N3 C12 C11 123.70(15) . . ? N3 C12 C13 117.39(13) . . ? C11 C12 C13 118.90(14) . . ? O2 C13 N2 124.82(15) . . ? O2 C13 C12 120.88(15) . . ? N2 C13 C12 114.30(13) . . ? N4 C14 N2 113.77(13) . . ? N4 C14 C15 123.55(15) . . ? N2 C14 C15 122.67(15) . . ? C16 C15 C14 117.71(16) . . ? C15 C16 C17 120.08(15) . . ? C16 C17 C18 117.82(16) . . ? N4 C18 C17 123.59(15) . . ? N4 C18 C19 115.64(13) . . ? C17 C18 C19 120.74(15) . . ? O3 C19 O4 123.86(16) . . ? O3 C19 C18 125.38(15) . . ? O4 C19 C18 110.73(13) . . ? 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 N1 H1N O1 0.841(19) 2.336(19) 3.1388(18) 159.7(16) 1_565 N2 H2N N3 0.854(18) 2.259(18) 2.6831(18) 110.8(15) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.215 _refine_diff_density_min -0.212 _refine_diff_density_rms 0.040 # Attachment 'web_deposit_cif_file_1_WeiQiangOng_1300116466.cif' data_a173 _database_code_depnum_ccdc_archive 'CCDC 817348' #TrackingRef 'web_deposit_cif_file_1_WeiQiangOng_1300116466.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29.50 H27 N6 O7.50' _chemical_formula_weight 585.57 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 11.0265(11) _cell_length_b 7.7675(8) _cell_length_c 32.872(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.551(3) _cell_angle_gamma 90.00 _cell_volume 2797.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 812 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 21.80 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.391 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.103 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9798 _exptl_absorpt_correction_T_max 0.9939 _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 15771 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0514 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4903 _reflns_number_gt 4255 _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^)+(0.0000P)^2^+19.0270P] 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 4903 _refine_ls_number_parameters 417 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1271 _refine_ls_R_factor_gt 0.1146 _refine_ls_wR_factor_ref 0.2414 _refine_ls_wR_factor_gt 0.2346 _refine_ls_goodness_of_fit_ref 1.326 _refine_ls_restrained_S_all 1.325 _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 0.3832(4) 0.5465(5) 0.13308(12) 0.0240(9) Uani 1 1 d . . . O2 O 0.5323(4) 0.5765(6) 0.18489(13) 0.0324(11) Uani 1 1 d . . . O3 O 0.6669(4) 0.8687(6) -0.02602(13) 0.0340(11) Uani 1 1 d . . . O4 O 0.0460(4) 0.5418(6) -0.12218(13) 0.0340(11) Uani 1 1 d . . . O5 O -0.0704(4) 0.0699(6) 0.07051(12) 0.0278(10) Uani 1 1 d . . . O6 O 0.1204(4) 0.1188(6) 0.10096(12) 0.0242(10) Uani 1 1 d . . . O7 O 0.4834(4) 0.0670(6) 0.26074(14) 0.0380(12) Uani 1 1 d . . . N1 N 0.5143(4) 0.6966(7) 0.08063(15) 0.0239(11) Uani 1 1 d . . . N2 N 0.5246(5) 0.7616(7) 0.01367(16) 0.0271(12) Uani 1 1 d D . . H2N H 0.457(4) 0.698(7) 0.011(2) 0.033 Uiso 1 1 d D . . N3 N 0.3731(4) 0.6843(6) -0.04960(14) 0.0200(11) Uani 1 1 d . . . N4 N 0.1915(5) 0.5536(7) -0.06652(14) 0.0235(11) Uani 1 1 d D . . H4N H 0.209(6) 0.508(8) -0.0416(10) 0.028 Uiso 1 1 d D . . N5 N 0.0669(4) 0.3453(6) -0.02431(14) 0.0211(11) Uani 1 1 d . . . N6 N 0.0727(4) 0.2082(7) 0.03709(15) 0.0212(11) Uani 1 1 d D . . H6N H 0.153(2) 0.230(8) 0.0381(19) 0.025 Uiso 1 1 d D . . C1 C 0.3186(6) 0.4427(9) 0.1597(2) 0.0293(15) Uani 1 1 d . . . H1A H 0.3668 0.3397 0.1678 0.035 Uiso 1 1 calc R . . H1B H 0.2397 0.4082 0.1452 0.035 Uiso 1 1 calc R . . H1C H 0.3053 0.5092 0.1841 0.035 Uiso 1 1 calc R . . C2 C 0.4920(5) 0.6000(8) 0.14974(19) 0.0229(13) Uani 1 1 d . . . C3 C 0.5622(5) 0.6930(7) 0.11986(18) 0.0202(13) Uani 1 1 d . . . C4 C 0.6725(5) 0.7641(8) 0.13399(19) 0.0261(14) Uani 1 1 d . . . H4 H 0.7028 0.7585 0.1622 0.031 Uiso 1 1 calc R . . C5 C 0.7398(5) 0.8454(8) 0.10568(19) 0.0226(13) Uani 1 1 d . . . H5 H 0.8158 0.8984 0.1146 0.027 Uiso 1 1 calc R . . C6 C 0.6945(5) 0.8476(8) 0.06519(19) 0.0255(14) Uani 1 1 d . . . H6 H 0.7387 0.9000 0.0453 0.031 Uiso 1 1 calc R . . C7 C 0.5815(5) 0.7705(8) 0.05397(18) 0.0214(13) Uani 1 1 d . . . C8 C 0.5658(5) 0.8053(8) -0.02242(18) 0.0249(14) Uani 1 1 d . . . C9 C 0.4733(5) 0.7678(8) -0.05834(18) 0.0211(13) Uani 1 1 d . . . C10 C 0.4916(6) 0.8188(8) -0.09747(18) 0.0241(13) Uani 1 1 d . . . H10 H 0.5644 0.8753 -0.1030 0.029 Uiso 1 1 calc R . . C11 C 0.3982(6) 0.7831(8) -0.12838(18) 0.0253(14) Uani 1 1 d . . . H11 H 0.4063 0.8174 -0.1557 0.030 Uiso 1 1 calc R . . C12 C 0.2941(6) 0.6990(8) -0.12002(18) 0.0253(14) Uani 1 1 d . . . H12 H 0.2301 0.6745 -0.1411 0.030 Uiso 1 1 calc R . . C13 C 0.2856(5) 0.6510(8) -0.07975(18) 0.0222(13) Uani 1 1 d . . . C14 C 0.0844(5) 0.5024(8) -0.08729(17) 0.0203(13) Uani 1 1 d . . . C15 C 0.0095(5) 0.3909(7) -0.06112(17) 0.0205(13) Uani 1 1 d . . . C16 C -0.1073(6) 0.3443(9) -0.07482(19) 0.0288(15) Uani 1 1 d . . . H16 H -0.1435 0.3783 -0.1012 0.035 Uiso 1 1 calc R . . C17 C -0.1715(6) 0.2469(8) -0.04961(18) 0.0264(14) Uani 1 1 d . . . H17 H -0.2535 0.2148 -0.0583 0.032 Uiso 1 1 calc R . . C18 C -0.1166(5) 0.1958(8) -0.01172(19) 0.0254(14) Uani 1 1 d . . . H18 H -0.1590 0.1276 0.0061 0.031 Uiso 1 1 calc R . . C19 C 0.0045(5) 0.2489(7) -0.00050(18) 0.0193(12) Uani 1 1 d . . . C20 C 0.0312(5) 0.1262(8) 0.06951(17) 0.0198(13) Uani 1 1 d . . . C21 C 0.0796(5) 0.0439(9) 0.13804(18) 0.0276(15) Uani 1 1 d . . . H21A H 0.0534 -0.0769 0.1329 0.033 Uiso 1 1 calc R . . H21B H 0.0096 0.1100 0.1463 0.033 Uiso 1 1 calc R . . C22 C 0.1855(5) 0.0512(8) 0.17122(17) 0.0216(13) Uani 1 1 d . . . C23 C 0.2933(6) -0.0406(8) 0.16801(19) 0.0284(15) Uani 1 1 d . . . H23 H 0.2999 -0.1103 0.1446 0.034 Uiso 1 1 calc R . . C24 C 0.3888(6) -0.0311(8) 0.19806(19) 0.0258(14) Uani 1 1 d . . . H24 H 0.4612 -0.0941 0.1953 0.031 Uiso 1 1 calc R . . C25 C 0.3819(6) 0.0700(8) 0.23294(18) 0.0242(13) Uani 1 1 d . . . C26 C 0.2749(6) 0.1590(8) 0.23671(17) 0.0236(13) Uani 1 1 d . . . H26 H 0.2679 0.2264 0.2604 0.028 Uiso 1 1 calc R . . C27 C 0.1780(6) 0.1499(8) 0.20591(18) 0.0258(14) Uani 1 1 d . . . H27 H 0.1054 0.2124 0.2087 0.031 Uiso 1 1 calc R . . C28 C 0.4815(7) 0.1798(11) 0.2954(2) 0.046(2) Uani 1 1 d . . . H28A H 0.4662 0.2980 0.2857 0.056 Uiso 1 1 calc R . . H28B H 0.5605 0.1744 0.3123 0.056 Uiso 1 1 calc R . . H28C H 0.4167 0.1437 0.3116 0.056 Uiso 1 1 calc R . . O1S O 0.6510(9) 0.5317(16) 0.3043(3) 0.049(3) Uani 0.50 1 d P A -1 C1S C 0.6998(11) 0.5627(19) 0.2743(4) 0.030(3) Uani 0.50 1 d P A -1 C3S C 0.7378(13) 0.4148(19) 0.2474(4) 0.037(3) Uani 0.50 1 d P A -1 H3SA H 0.7125 0.3048 0.2584 0.045 Uiso 0.50 1 calc PR A -1 H3SB H 0.8266 0.4157 0.2474 0.045 Uiso 0.50 1 calc PR A -1 H3SC H 0.6985 0.4295 0.2194 0.045 Uiso 0.50 1 calc PR A -1 C2S C 0.7303(14) 0.739(2) 0.2627(4) 0.046(4) Uani 0.50 1 d P A -1 H2SA H 0.7011 0.8210 0.2821 0.055 Uiso 0.50 1 calc PR A -1 H2SB H 0.6910 0.7640 0.2351 0.055 Uiso 0.50 1 calc PR A -1 H2SC H 0.8190 0.7502 0.2632 0.055 Uiso 0.50 1 calc PR A -1 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 0.022(2) 0.025(2) 0.025(2) 0.0001(18) 0.0063(17) -0.0055(18) O2 0.031(2) 0.043(3) 0.023(2) -0.001(2) 0.0011(19) -0.007(2) O3 0.023(2) 0.047(3) 0.032(3) 0.003(2) 0.0087(19) -0.008(2) O4 0.041(3) 0.040(3) 0.020(2) 0.006(2) 0.000(2) -0.006(2) O5 0.022(2) 0.036(3) 0.026(2) 0.008(2) 0.0048(18) -0.009(2) O6 0.024(2) 0.032(2) 0.017(2) 0.0060(18) 0.0034(17) -0.0037(19) O7 0.047(3) 0.033(3) 0.031(3) -0.003(2) -0.010(2) 0.006(2) N1 0.025(3) 0.024(3) 0.023(3) -0.003(2) 0.007(2) -0.003(2) N2 0.023(3) 0.033(3) 0.026(3) 0.002(2) 0.007(2) -0.012(2) N3 0.020(3) 0.018(3) 0.023(3) -0.001(2) 0.006(2) 0.003(2) N4 0.026(3) 0.031(3) 0.013(2) 0.006(2) 0.002(2) 0.003(2) N5 0.024(3) 0.022(3) 0.018(2) 0.001(2) 0.004(2) -0.002(2) N6 0.017(2) 0.024(3) 0.022(3) 0.005(2) 0.003(2) -0.002(2) C1 0.027(3) 0.030(4) 0.033(4) 0.000(3) 0.012(3) -0.001(3) C2 0.025(3) 0.016(3) 0.029(3) -0.006(3) 0.008(3) 0.002(3) C3 0.023(3) 0.014(3) 0.024(3) 0.000(2) 0.004(2) 0.003(2) C4 0.025(3) 0.024(3) 0.029(3) -0.005(3) 0.002(3) 0.001(3) C5 0.014(3) 0.017(3) 0.037(4) -0.003(3) 0.005(2) -0.004(2) C6 0.019(3) 0.029(4) 0.030(3) -0.003(3) 0.006(3) -0.004(3) C7 0.022(3) 0.021(3) 0.023(3) 0.002(3) 0.007(2) 0.001(3) C8 0.017(3) 0.031(4) 0.027(3) 0.003(3) 0.007(2) -0.003(3) C9 0.019(3) 0.021(3) 0.025(3) -0.005(3) 0.008(2) -0.001(2) C10 0.026(3) 0.023(3) 0.025(3) 0.006(3) 0.011(3) 0.003(3) C11 0.033(3) 0.025(3) 0.019(3) 0.002(3) 0.010(3) 0.000(3) C12 0.038(4) 0.018(3) 0.020(3) 0.002(2) 0.004(3) 0.001(3) C13 0.026(3) 0.018(3) 0.022(3) -0.004(3) 0.006(2) -0.002(3) C14 0.025(3) 0.019(3) 0.017(3) -0.004(2) 0.003(2) -0.002(3) C15 0.026(3) 0.013(3) 0.022(3) -0.002(2) 0.002(2) 0.002(2) C16 0.031(3) 0.032(4) 0.022(3) 0.003(3) -0.005(3) -0.004(3) C17 0.020(3) 0.032(4) 0.026(3) 0.001(3) -0.002(3) -0.006(3) C18 0.021(3) 0.023(3) 0.033(4) -0.004(3) 0.006(3) -0.006(3) C19 0.021(3) 0.017(3) 0.021(3) -0.002(2) 0.007(2) 0.001(2) C20 0.019(3) 0.021(3) 0.020(3) -0.004(2) 0.005(2) 0.003(3) C21 0.022(3) 0.041(4) 0.021(3) 0.010(3) 0.009(2) -0.003(3) C22 0.021(3) 0.025(3) 0.020(3) 0.004(3) 0.007(2) 0.000(3) C23 0.042(4) 0.021(3) 0.023(3) -0.006(3) 0.007(3) -0.002(3) C24 0.023(3) 0.023(3) 0.032(3) -0.005(3) 0.007(3) 0.005(3) C25 0.027(3) 0.019(3) 0.026(3) 0.007(3) 0.002(3) 0.003(3) C26 0.039(4) 0.017(3) 0.016(3) -0.002(2) 0.005(3) -0.002(3) C27 0.032(3) 0.024(3) 0.024(3) 0.007(3) 0.010(3) 0.005(3) C28 0.051(5) 0.062(5) 0.027(4) -0.009(4) 0.006(3) -0.019(4) O1S 0.040(6) 0.068(8) 0.041(6) -0.010(6) 0.011(5) -0.010(6) C1S 0.023(6) 0.046(9) 0.022(7) 0.001(6) 0.005(5) -0.005(6) C3S 0.039(8) 0.038(8) 0.033(7) -0.006(6) -0.004(6) 0.008(7) C2S 0.049(9) 0.058(11) 0.032(8) 0.001(7) 0.013(7) -0.005(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C2 1.327(7) . ? O1 C1 1.437(7) . ? O2 C2 1.204(7) . ? O3 C8 1.237(7) . ? O4 C14 1.215(7) . ? O5 C20 1.207(7) . ? O6 C20 1.345(7) . ? O6 C21 1.467(7) . ? O7 C25 1.361(7) . ? O7 C28 1.438(8) . ? N1 C3 1.337(7) . ? N1 C7 1.339(7) . ? N2 C8 1.361(8) . ? N2 C7 1.401(8) . ? N3 C13 1.327(7) . ? N3 C9 1.341(7) . ? N4 C14 1.355(8) . ? N4 C13 1.394(8) . ? N5 C19 1.331(7) . ? N5 C15 1.348(7) . ? N6 C20 1.365(7) . ? N6 C19 1.407(8) . ? C2 C3 1.503(8) . ? C3 C4 1.367(8) . ? C4 C5 1.405(8) . ? C5 C6 1.367(9) . ? C6 C7 1.394(8) . ? C8 C9 1.498(8) . ? C9 C10 1.382(8) . ? C10 C11 1.390(9) . ? C11 C12 1.375(9) . ? C12 C13 1.388(8) . ? C14 C15 1.528(8) . ? C15 C16 1.363(8) . ? C16 C17 1.377(9) . ? C17 C18 1.379(9) . ? C18 C19 1.406(8) . ? C21 C22 1.505(8) . ? C22 C27 1.384(8) . ? C22 C23 1.401(9) . ? C23 C24 1.361(9) . ? C24 C25 1.399(9) . ? C25 C26 1.385(9) . ? C26 C27 1.387(9) . ? O1S C1S 1.200(15) . ? C1S C2S 1.47(2) . ? C1S C3S 1.537(19) . ? 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(5) . . ? C20 O6 C21 112.9(4) . . ? C25 O7 C28 115.8(5) . . ? C3 N1 C7 117.0(5) . . ? C8 N2 C7 130.8(5) . . ? C13 N3 C9 118.7(5) . . ? C14 N4 C13 129.8(5) . . ? C19 N5 C15 117.0(5) . . ? C20 N6 C19 126.6(5) . . ? O2 C2 O1 124.5(6) . . ? O2 C2 C3 122.6(6) . . ? O1 C2 C3 112.9(5) . . ? N1 C3 C4 123.9(6) . . ? N1 C3 C2 117.7(5) . . ? C4 C3 C2 118.4(5) . . ? C3 C4 C5 118.2(6) . . ? C6 C5 C4 119.3(5) . . ? C5 C6 C7 117.9(6) . . ? N1 C7 C6 123.7(6) . . ? N1 C7 N2 112.1(5) . . ? C6 C7 N2 124.2(5) . . ? O3 C8 N2 125.2(6) . . ? O3 C8 C9 122.8(5) . . ? N2 C8 C9 112.0(5) . . ? N3 C9 C10 123.3(6) . . ? N3 C9 C8 115.4(5) . . ? C10 C9 C8 121.3(5) . . ? C9 C10 C11 116.6(5) . . ? C12 C11 C10 121.0(6) . . ? C11 C12 C13 117.8(6) . . ? N3 C13 C12 122.5(6) . . ? N3 C13 N4 112.1(5) . . ? C12 C13 N4 125.2(5) . . ? O4 C14 N4 126.3(6) . . ? O4 C14 C15 121.4(5) . . ? N4 C14 C15 112.3(5) . . ? N5 C15 C16 123.8(6) . . ? N5 C15 C14 115.2(5) . . ? C16 C15 C14 121.0(5) . . ? C15 C16 C17 118.6(6) . . ? C16 C17 C18 119.9(6) . . ? C17 C18 C19 117.3(6) . . ? N5 C19 C18 123.4(6) . . ? N5 C19 N6 112.5(5) . . ? C18 C19 N6 124.2(5) . . ? O5 C20 O6 124.3(5) . . ? O5 C20 N6 125.9(5) . . ? O6 C20 N6 109.8(5) . . ? O6 C21 C22 107.5(5) . . ? C27 C22 C23 118.3(6) . . ? C27 C22 C21 120.2(5) . . ? C23 C22 C21 121.4(6) . . ? C24 C23 C22 120.7(6) . . ? C23 C24 C25 121.1(6) . . ? O7 C25 C26 126.3(6) . . ? O7 C25 C24 115.1(5) . . ? C26 C25 C24 118.6(6) . . ? C25 C26 C27 120.2(6) . . ? C22 C27 C26 121.1(6) . . ? O1S C1S C2S 122.4(14) . . ? O1S C1S C3S 120.0(14) . . ? C2S C1S C3S 117.6(12) . . ? 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 N3 0.89(2) 2.10(6) 2.585(7) 113(5) . N4 H4N N5 0.89(2) 2.14(6) 2.620(7) 113(5) . N6 H6N O3 0.89(2) 2.21(4) 2.995(6) 146(6) 3_665 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.791 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.088 # Attachment 'web_deposit_cif_file_2_WeiQiangOng_1300116466.cif' data_b116 _database_code_depnum_ccdc_archive 'CCDC 817349' #TrackingRef 'web_deposit_cif_file_2_WeiQiangOng_1300116466.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H28 Cl2 N8 O7' _chemical_formula_weight 731.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 14.2827(5) _cell_length_b 18.5948(8) _cell_length_c 25.6428(10) _cell_angle_alpha 90.00 _cell_angle_beta 101.1340(10) _cell_angle_gamma 90.00 _cell_volume 6682.1(5) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6730 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 24.56 _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.454 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3024 _exptl_absorpt_coefficient_mu 0.257 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8609 _exptl_absorpt_correction_T_max 0.9361 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 47121 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 27.50 _reflns_number_total 15349 _reflns_number_gt 10786 _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^)+(0.0571P)^2^+2.9405P] 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 15349 _refine_ls_number_parameters 953 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1085 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.1644 _refine_ls_wR_factor_gt 0.1488 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _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 Cl1S Cl 0.27124(10) 0.32381(6) 0.02970(6) 0.1111(4) Uani 1 1 d . . . Cl2S Cl 0.31393(9) 0.44374(6) -0.03201(6) 0.1032(4) Uani 1 1 d . . . Cl3S Cl 0.87952(6) 0.13655(5) 0.00525(3) 0.0632(2) Uani 1 1 d . . . Cl4S Cl 0.69276(7) 0.11402(5) 0.03191(4) 0.0779(3) Uani 1 1 d . . . O1 O 0.79297(15) 0.33362(10) 0.97436(9) 0.0586(6) Uani 1 1 d . . . O2 O 0.78503(18) 0.42705(11) 0.91904(11) 0.0793(8) Uani 1 1 d . . . O3 O 0.69426(15) 0.06673(11) 0.78951(8) 0.0575(6) Uani 1 1 d . . . O4 O 0.89562(15) -0.18348(9) 1.01382(8) 0.0513(5) Uani 1 1 d . . . O5 O 1.04201(17) 0.09571(11) 1.22657(7) 0.0591(6) Uani 1 1 d . . . O6 O 1.05982(16) 0.41833(9) 1.05192(8) 0.0552(5) Uani 1 1 d . . . O7 O 1.02668(14) 0.35370(8) 0.97648(7) 0.0429(4) Uani 1 1 d . . . O8 O 0.81487(18) 0.33783(18) 0.20195(11) 0.0918(10) Uani 1 1 d . . . O9 O 0.80560(17) 0.28426(13) 0.12360(10) 0.0736(7) Uani 1 1 d . . . O10 O 0.79987(18) -0.06292(17) 0.21864(9) 0.0933(9) Uani 1 1 d . . . O11 O 0.54324(16) -0.16171(11) -0.05582(9) 0.0654(6) Uani 1 1 d . . . O12 O 0.50504(16) 0.21240(11) -0.17351(7) 0.0559(5) Uani 1 1 d . . . O13 O 0.58107(17) 0.40588(12) 0.09042(8) 0.0651(6) Uani 1 1 d . . . O14 O 0.57889(14) 0.30099(11) 0.13484(7) 0.0484(5) Uani 1 1 d . . . N1 N 0.76892(15) 0.23923(11) 0.89395(9) 0.0422(5) Uani 1 1 d . . . N2 N 0.75847(16) 0.12075(12) 0.86833(10) 0.0396(5) Uani 1 1 d . . . H2N H 0.7791(19) 0.1132(14) 0.8989(11) 0.039(8) Uiso 1 1 d . . . N3 N 0.79604(14) -0.00819(10) 0.91436(8) 0.0314(4) Uani 1 1 d . . . N4 N 0.86403(16) -0.06587(12) 0.99091(8) 0.0369(5) Uani 1 1 d . . . H4N H 0.8741(17) -0.0248(14) 1.0036(10) 0.035(7) Uiso 1 1 d . . . N5 N 0.95640(14) -0.02205(10) 1.08557(8) 0.0321(5) Uani 1 1 d . . . N6 N 1.00380(15) 0.07636(11) 1.13703(8) 0.0356(5) Uani 1 1 d . . . H6N H 0.9925(17) 0.1003(13) 1.1092(10) 0.030(7) Uiso 1 1 d . . . N7 N 1.02785(14) 0.21501(10) 1.11812(8) 0.0322(5) Uani 1 1 d . . . N8 N 1.02975(17) 0.29774(11) 1.05285(9) 0.0392(5) Uani 1 1 d . . . H8N H 1.0269(17) 0.2630(13) 1.0342(10) 0.029(7) Uiso 1 1 d . . . N9 N 0.79084(16) 0.15297(17) 0.17031(10) 0.0555(7) Uani 1 1 d . . . N10 N 0.77193(18) 0.03125(17) 0.16119(11) 0.0571(8) Uani 1 1 d . . . H10N H 0.756(2) 0.0407(15) 0.1312(12) 0.041(8) Uiso 1 1 d . . . N11 N 0.69566(16) -0.06005(13) 0.08179(9) 0.0448(6) Uani 1 1 d . . . N12 N 0.61557(17) -0.06963(13) -0.00416(9) 0.0435(6) Uani 1 1 d . . . H12N H 0.6222(19) -0.0248(16) -0.0032(11) 0.047(9) Uiso 1 1 d . . . N13 N 0.54751(14) 0.02562(11) -0.07850(8) 0.0360(5) Uani 1 1 d . . . N14 N 0.53952(16) 0.14539(12) -0.09789(9) 0.0388(5) Uani 1 1 d . . . H14N H 0.5565(17) 0.1483(12) -0.0652(10) 0.028(7) Uiso 1 1 d . . . N15 N 0.55065(14) 0.26105(11) -0.03814(8) 0.0356(5) Uani 1 1 d . . . N16 N 0.56618(17) 0.29750(13) 0.04777(9) 0.0435(6) Uani 1 1 d . . . H16N H 0.558(2) 0.2552(16) 0.0540(11) 0.046(9) Uiso 1 1 d . . . C1 C 0.8044(3) 0.38369(17) 1.01853(15) 0.0720(10) Uani 1 1 d . . . H1A H 0.8571 0.4160 1.0168 0.108 Uiso 1 1 calc R . . H1B H 0.8175 0.3572 1.0517 0.108 Uiso 1 1 calc R . . H1C H 0.7462 0.4114 1.0165 0.108 Uiso 1 1 calc R . . C2 C 0.7843(2) 0.36330(15) 0.92643(15) 0.0545(8) Uani 1 1 d . . . C3 C 0.77401(19) 0.30945(15) 0.88237(13) 0.0485(7) Uani 1 1 d . . . C4 C 0.7692(2) 0.33531(17) 0.83169(15) 0.0619(9) Uani 1 1 d . . . H4 H 0.7723 0.3849 0.8252 0.074 Uiso 1 1 calc R . . C5 C 0.7598(2) 0.28638(19) 0.79089(14) 0.0662(10) Uani 1 1 d . . . H5 H 0.7566 0.3025 0.7559 0.079 Uiso 1 1 calc R . . C6 C 0.7550(2) 0.21429(17) 0.80083(12) 0.0562(8) Uani 1 1 d . . . H6 H 0.7487 0.1803 0.7732 0.067 Uiso 1 1 calc R . . C7 C 0.75977(18) 0.19315(14) 0.85351(11) 0.0400(6) Uani 1 1 d . . . C8 C 0.73114(18) 0.06308(14) 0.83649(11) 0.0394(6) Uani 1 1 d . . . C9 C 0.74953(17) -0.00827(14) 0.86375(10) 0.0349(6) Uani 1 1 d . . . C10 C 0.71993(19) -0.07047(15) 0.83595(11) 0.0463(7) Uani 1 1 d . . . H10 H 0.6891 -0.0687 0.8001 0.056 Uiso 1 1 calc R . . C11 C 0.7370(2) -0.13500(15) 0.86224(12) 0.0499(7) Uani 1 1 d . . . H11 H 0.7165 -0.1781 0.8445 0.060 Uiso 1 1 calc R . . C12 C 0.78359(19) -0.13691(14) 0.91422(11) 0.0428(6) Uani 1 1 d . . . H12 H 0.7950 -0.1806 0.9328 0.051 Uiso 1 1 calc R . . C13 C 0.81351(17) -0.07152(13) 0.93859(10) 0.0337(5) Uani 1 1 d . . . C14 C 0.90123(18) -0.11964(13) 1.02471(10) 0.0364(6) Uani 1 1 d . . . C15 C 0.95053(17) -0.09334(13) 1.07840(10) 0.0349(6) Uani 1 1 d . . . C16 C 0.9848(2) -0.14284(14) 1.11764(11) 0.0447(7) Uani 1 1 d . . . H16 H 0.9811 -0.1925 1.1107 0.054 Uiso 1 1 calc R . . C17 C 1.0246(2) -0.11666(15) 1.16734(11) 0.0482(7) Uani 1 1 d . . . H17 H 1.0473 -0.1488 1.1952 0.058 Uiso 1 1 calc R . . C18 C 1.03122(19) -0.04398(15) 1.17628(10) 0.0423(6) Uani 1 1 d . . . H18 H 1.0579 -0.0255 1.2100 0.051 Uiso 1 1 calc R . . C19 C 0.99672(17) 0.00181(13) 1.13340(9) 0.0330(5) Uani 1 1 d . . . C20 C 1.02719(19) 0.11815(14) 1.18137(10) 0.0386(6) Uani 1 1 d . . . C21 C 1.03290(17) 0.19701(14) 1.16928(9) 0.0341(5) Uani 1 1 d . . . C22 C 1.04402(18) 0.24599(15) 1.21020(10) 0.0402(6) Uani 1 1 d . . . H22 H 1.0461 0.2313 1.2455 0.048 Uiso 1 1 calc R . . C23 C 1.05196(19) 0.31745(15) 1.19753(10) 0.0439(7) Uani 1 1 d . . . H23 H 1.0601 0.3525 1.2245 0.053 Uiso 1 1 calc R . . C24 C 1.04808(19) 0.33754(14) 1.14570(10) 0.0402(6) Uani 1 1 d . . . H24 H 1.0537 0.3861 1.1366 0.048 Uiso 1 1 calc R . . C25 C 1.03556(17) 0.28402(13) 1.10675(9) 0.0329(5) Uani 1 1 d . . . C26 C 1.04129(19) 0.36188(13) 1.02966(10) 0.0378(6) Uani 1 1 d . . . C27 C 1.0383(2) 0.41856(13) 0.94752(11) 0.0462(7) Uani 1 1 d . . . H27A H 1.1011 0.4398 0.9610 0.055 Uiso 1 1 calc R . . H27B H 0.9893 0.4537 0.9520 0.055 Uiso 1 1 calc R . . C28 C 1.02906(19) 0.39964(13) 0.89002(11) 0.0414(6) Uani 1 1 d . . . C29 C 0.9790(2) 0.44529(15) 0.85213(12) 0.0521(7) Uani 1 1 d . . . H29 H 0.9498 0.4866 0.8628 0.062 Uiso 1 1 calc R . . C30 C 0.9716(3) 0.43084(18) 0.79877(13) 0.0646(9) Uani 1 1 d . . . H30 H 0.9395 0.4632 0.7733 0.077 Uiso 1 1 calc R . . C31 C 1.0108(3) 0.36952(19) 0.78288(13) 0.0738(11) Uani 1 1 d . . . H31 H 1.0040 0.3588 0.7465 0.089 Uiso 1 1 calc R . . C32 C 1.0603(3) 0.3236(2) 0.82053(15) 0.0786(11) Uani 1 1 d . . . H32 H 1.0878 0.2815 0.8098 0.094 Uiso 1 1 calc R . . C33 C 1.0697(3) 0.33889(16) 0.87368(13) 0.0598(9) Uani 1 1 d . . . H33 H 1.1043 0.3075 0.8991 0.072 Uiso 1 1 calc R . . C34 C 0.8194(3) 0.4059(3) 0.1770(2) 0.1042(18) Uani 1 1 d . . . H34A H 0.8768 0.4082 0.1620 0.156 Uiso 1 1 calc R . . H34B H 0.8208 0.4438 0.2031 0.156 Uiso 1 1 calc R . . H34C H 0.7639 0.4118 0.1489 0.156 Uiso 1 1 calc R . . C35 C 0.8079(2) 0.2803(2) 0.17066(15) 0.0694(11) Uani 1 1 d . . . C36 C 0.8047(2) 0.2121(2) 0.20052(13) 0.0662(10) Uani 1 1 d . . . C37 C 0.8172(3) 0.2111(3) 0.25540(16) 0.0968(16) Uani 1 1 d . . . H37 H 0.8269 0.2538 0.2753 0.116 Uiso 1 1 calc R . . C38 C 0.8148(3) 0.1456(4) 0.27972(16) 0.117(2) Uani 1 1 d . . . H38 H 0.8223 0.1432 0.3169 0.140 Uiso 1 1 calc R . . C39 C 0.8016(3) 0.0841(3) 0.25055(13) 0.0893(14) Uani 1 1 d . . . H39 H 0.8006 0.0389 0.2669 0.107 Uiso 1 1 calc R . . C40 C 0.7894(2) 0.0904(2) 0.19515(12) 0.0611(9) Uani 1 1 d . . . C41 C 0.7734(2) -0.0400(2) 0.17364(13) 0.0637(10) Uani 1 1 d . . . C42 C 0.7376(2) -0.08966(18) 0.12816(13) 0.0537(8) Uani 1 1 d . . . C43 C 0.7453(2) -0.1628(2) 0.13624(17) 0.0746(12) Uani 1 1 d . . . H43 H 0.7747 -0.1814 0.1694 0.089 Uiso 1 1 calc R . . C44 C 0.7093(3) -0.2078(2) 0.09487(19) 0.0795(12) Uani 1 1 d . . . H44 H 0.7147 -0.2579 0.0993 0.095 Uiso 1 1 calc R . . C45 C 0.6651(2) -0.17922(17) 0.04690(15) 0.0613(9) Uani 1 1 d . . . H45 H 0.6395 -0.2090 0.0181 0.074 Uiso 1 1 calc R . . C46 C 0.6596(2) -0.10480(15) 0.04248(12) 0.0461(7) Uani 1 1 d . . . C47 C 0.5619(2) -0.09805(15) -0.04870(12) 0.0450(7) Uani 1 1 d . . . C48 C 0.52629(18) -0.04332(15) -0.09133(11) 0.0410(6) Uani 1 1 d . . . C49 C 0.4772(2) -0.06499(16) -0.14021(12) 0.0494(7) Uani 1 1 d . . . H49 H 0.4620 -0.1136 -0.1474 0.059 Uiso 1 1 calc R . . C50 C 0.4510(2) -0.01233(17) -0.17845(11) 0.0502(7) Uani 1 1 d . . . H50 H 0.4178 -0.0253 -0.2124 0.060 Uiso 1 1 calc R . . C51 C 0.47291(19) 0.05821(16) -0.16739(10) 0.0437(7) Uani 1 1 d . . . H51 H 0.4569 0.0940 -0.1935 0.052 Uiso 1 1 calc R . . C52 C 0.52007(18) 0.07520(14) -0.11588(10) 0.0360(6) Uani 1 1 d . . . C53 C 0.52652(18) 0.20807(15) -0.12539(10) 0.0381(6) Uani 1 1 d . . . C54 C 0.53861(17) 0.27358(14) -0.09027(10) 0.0371(6) Uani 1 1 d . . . C55 C 0.5337(2) 0.34172(15) -0.11216(11) 0.0470(7) Uani 1 1 d . . . H55 H 0.5255 0.3486 -0.1491 0.056 Uiso 1 1 calc R . . C56 C 0.5413(2) 0.39920(16) -0.07761(13) 0.0533(8) Uani 1 1 d . . . H56 H 0.5390 0.4464 -0.0909 0.064 Uiso 1 1 calc R . . C57 C 0.5522(2) 0.38791(15) -0.02392(12) 0.0476(7) Uani 1 1 d . . . H57 H 0.5567 0.4268 -0.0002 0.057 Uiso 1 1 calc R . . C58 C 0.55640(18) 0.31736(14) -0.00550(10) 0.0366(6) Uani 1 1 d . . . C59 C 0.57561(19) 0.34130(16) 0.09085(11) 0.0443(7) Uani 1 1 d . . . C60 C 0.5732(2) 0.34124(18) 0.18275(11) 0.0536(8) Uani 1 1 d . . . H60A H 0.6192 0.3809 0.1868 0.064 Uiso 1 1 calc R . . H60B H 0.5900 0.3097 0.2137 0.064 Uiso 1 1 calc R . . C61 C 0.47478(19) 0.37085(15) 0.18057(10) 0.0419(6) Uani 1 1 d . . . C62 C 0.3982(2) 0.32515(18) 0.17357(15) 0.0683(10) Uani 1 1 d . . . H62 H 0.4077 0.2754 0.1706 0.082 Uiso 1 1 calc R . . C63 C 0.3077(3) 0.3515(2) 0.17085(18) 0.0818(12) Uani 1 1 d . . . H63 H 0.2557 0.3196 0.1663 0.098 Uiso 1 1 calc R . . C64 C 0.2925(2) 0.4234(2) 0.17474(14) 0.0722(10) Uani 1 1 d . . . H64 H 0.2302 0.4412 0.1724 0.087 Uiso 1 1 calc R . . C65 C 0.3682(3) 0.46957(19) 0.18205(13) 0.0641(9) Uani 1 1 d . . . H65 H 0.3582 0.5192 0.1850 0.077 Uiso 1 1 calc R . . C66 C 0.4587(2) 0.44344(16) 0.18499(11) 0.0511(7) Uani 1 1 d . . . H66 H 0.5106 0.4755 0.1901 0.061 Uiso 1 1 calc R . . C1S C 0.3063(3) 0.41314(19) 0.03204(17) 0.0837(12) Uani 1 1 d . . . H1S1 H 0.3686 0.4182 0.0557 0.100 Uiso 1 1 calc R . . H1S2 H 0.2601 0.4425 0.0463 0.100 Uiso 1 1 calc R . . C2S C 0.7810(2) 0.17694(15) 0.02558(12) 0.0538(8) Uani 1 1 d . . . H2S1 H 0.8025 0.2010 0.0598 0.065 Uiso 1 1 calc R . . H2S2 H 0.7537 0.2135 -0.0005 0.065 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 Cl1S 0.1440(11) 0.0521(6) 0.1452(11) -0.0046(6) 0.0482(9) 0.0034(6) Cl2S 0.0966(8) 0.0702(7) 0.1570(12) 0.0006(7) 0.0597(8) 0.0051(6) Cl3S 0.0663(5) 0.0656(5) 0.0523(5) -0.0096(4) -0.0019(4) 0.0150(4) Cl4S 0.0794(6) 0.0827(6) 0.0625(5) 0.0168(5) -0.0094(4) -0.0314(5) O1 0.0622(14) 0.0330(11) 0.0806(16) -0.0048(11) 0.0138(12) 0.0012(9) O2 0.0882(18) 0.0305(12) 0.122(2) 0.0098(12) 0.0281(16) -0.0002(11) O3 0.0628(14) 0.0645(14) 0.0386(12) 0.0018(10) -0.0066(10) -0.0037(11) O4 0.0701(14) 0.0251(10) 0.0590(13) -0.0015(8) 0.0131(10) 0.0055(9) O5 0.0929(17) 0.0564(13) 0.0260(10) 0.0053(9) 0.0064(10) 0.0049(11) O6 0.0843(16) 0.0269(10) 0.0512(12) -0.0074(9) 0.0050(11) -0.0039(9) O7 0.0646(13) 0.0234(9) 0.0391(10) 0.0025(7) 0.0063(9) -0.0017(8) O8 0.0586(16) 0.119(2) 0.097(2) -0.0735(19) 0.0121(14) 0.0017(16) O9 0.0717(16) 0.0770(17) 0.0743(17) -0.0368(13) 0.0190(13) -0.0089(12) O10 0.0719(17) 0.150(3) 0.0535(15) 0.0522(16) 0.0014(13) 0.0106(16) O11 0.0721(15) 0.0420(13) 0.0843(17) -0.0027(11) 0.0204(13) -0.0137(10) O12 0.0743(15) 0.0656(14) 0.0269(10) 0.0076(9) 0.0079(10) -0.0011(11) O13 0.0908(17) 0.0502(14) 0.0603(14) -0.0167(10) 0.0299(12) -0.0223(12) O14 0.0497(12) 0.0610(13) 0.0348(10) -0.0095(9) 0.0088(9) 0.0033(9) N1 0.0354(12) 0.0355(12) 0.0556(15) 0.0092(11) 0.0086(10) 0.0022(9) N2 0.0442(13) 0.0399(13) 0.0331(13) 0.0042(10) 0.0036(11) 0.0017(10) N3 0.0335(11) 0.0286(11) 0.0337(11) -0.0042(8) 0.0105(9) -0.0017(8) N4 0.0502(14) 0.0235(11) 0.0371(12) -0.0037(9) 0.0089(10) -0.0030(9) N5 0.0361(11) 0.0310(11) 0.0308(11) 0.0047(8) 0.0101(9) 0.0024(8) N6 0.0446(13) 0.0357(12) 0.0259(11) 0.0063(9) 0.0057(10) 0.0006(9) N7 0.0338(11) 0.0322(11) 0.0298(11) -0.0041(8) 0.0043(9) 0.0013(8) N8 0.0607(15) 0.0221(11) 0.0347(12) -0.0083(9) 0.0092(11) 0.0005(10) N9 0.0304(13) 0.098(2) 0.0378(14) -0.0180(14) 0.0062(10) -0.0004(13) N10 0.0409(15) 0.102(2) 0.0279(14) 0.0140(15) 0.0042(11) 0.0044(14) N11 0.0382(13) 0.0556(15) 0.0449(14) 0.0190(12) 0.0193(11) 0.0110(11) N12 0.0525(15) 0.0337(13) 0.0473(14) 0.0013(11) 0.0172(11) 0.0021(11) N13 0.0342(11) 0.0441(13) 0.0320(11) -0.0045(9) 0.0124(9) -0.0009(9) N14 0.0451(13) 0.0494(14) 0.0209(11) -0.0007(10) 0.0035(10) 0.0004(10) N15 0.0354(12) 0.0407(12) 0.0310(11) 0.0023(9) 0.0073(9) -0.0005(9) N16 0.0574(15) 0.0369(14) 0.0373(13) -0.0028(10) 0.0123(11) -0.0060(11) C1 0.068(2) 0.0474(19) 0.101(3) -0.0217(19) 0.016(2) -0.0002(16) C2 0.0367(16) 0.0341(16) 0.093(3) 0.0083(16) 0.0138(16) -0.0010(12) C3 0.0321(14) 0.0388(16) 0.074(2) 0.0172(14) 0.0080(14) 0.0018(11) C4 0.053(2) 0.0439(18) 0.087(3) 0.0267(18) 0.0082(18) -0.0011(14) C5 0.061(2) 0.070(2) 0.062(2) 0.0328(19) 0.0015(17) -0.0086(17) C6 0.0553(19) 0.063(2) 0.0468(18) 0.0136(15) 0.0017(14) -0.0064(15) C7 0.0297(13) 0.0419(15) 0.0466(16) 0.0088(12) 0.0032(12) 0.0017(11) C8 0.0312(14) 0.0474(16) 0.0390(15) -0.0001(12) 0.0052(11) -0.0005(11) C9 0.0276(13) 0.0428(15) 0.0355(14) -0.0044(11) 0.0092(11) -0.0002(10) C10 0.0424(16) 0.0493(17) 0.0440(16) -0.0149(13) 0.0004(13) -0.0046(13) C11 0.0522(18) 0.0400(16) 0.0568(19) -0.0193(14) 0.0084(15) -0.0083(13) C12 0.0474(16) 0.0314(14) 0.0526(17) -0.0074(12) 0.0170(14) -0.0030(11) C13 0.0309(13) 0.0342(14) 0.0390(14) -0.0071(11) 0.0142(11) -0.0019(10) C14 0.0399(14) 0.0310(14) 0.0424(15) 0.0031(11) 0.0181(12) 0.0033(11) C15 0.0351(14) 0.0311(13) 0.0421(14) 0.0054(11) 0.0163(11) 0.0055(10) C16 0.0528(17) 0.0317(14) 0.0516(17) 0.0103(12) 0.0152(14) 0.0080(12) C17 0.0546(18) 0.0448(17) 0.0456(17) 0.0203(13) 0.0107(14) 0.0124(13) C18 0.0444(16) 0.0501(17) 0.0320(14) 0.0088(12) 0.0064(12) 0.0066(12) C19 0.0326(13) 0.0366(14) 0.0320(13) 0.0049(10) 0.0119(11) 0.0035(10) C20 0.0415(15) 0.0453(15) 0.0287(14) -0.0003(11) 0.0062(11) 0.0027(12) C21 0.0293(13) 0.0454(15) 0.0274(13) -0.0049(11) 0.0052(10) 0.0047(11) C22 0.0399(15) 0.0525(17) 0.0273(13) -0.0078(11) 0.0043(11) 0.0004(12) C23 0.0420(16) 0.0526(17) 0.0359(15) -0.0221(12) 0.0044(12) -0.0006(12) C24 0.0419(15) 0.0329(14) 0.0443(16) -0.0113(11) 0.0049(12) -0.0011(11) C25 0.0322(13) 0.0341(14) 0.0317(13) -0.0056(10) 0.0043(10) 0.0028(10) C26 0.0439(15) 0.0261(13) 0.0419(15) -0.0034(11) 0.0044(12) 0.0037(11) C27 0.0593(18) 0.0239(13) 0.0522(17) 0.0074(11) 0.0027(14) -0.0037(12) C28 0.0469(16) 0.0288(14) 0.0472(16) 0.0085(11) 0.0059(13) -0.0053(11) C29 0.0595(19) 0.0376(16) 0.0554(19) 0.0123(13) 0.0020(15) -0.0022(13) C30 0.084(3) 0.052(2) 0.051(2) 0.0202(15) -0.0021(17) -0.0102(17) C31 0.121(3) 0.061(2) 0.0413(18) 0.0068(16) 0.021(2) -0.021(2) C32 0.123(3) 0.054(2) 0.067(2) 0.0051(18) 0.038(2) 0.009(2) C33 0.085(2) 0.0433(18) 0.0526(19) 0.0110(14) 0.0165(17) 0.0114(16) C34 0.060(2) 0.105(4) 0.146(4) -0.082(3) 0.017(3) 0.004(2) C35 0.0334(16) 0.109(3) 0.066(2) -0.055(2) 0.0100(16) -0.0028(17) C36 0.0324(16) 0.119(3) 0.0479(19) -0.035(2) 0.0110(14) -0.0121(18) C37 0.060(2) 0.179(5) 0.056(2) -0.055(3) 0.022(2) -0.039(3) C38 0.074(3) 0.241(7) 0.035(2) -0.027(3) 0.009(2) -0.047(4) C39 0.055(2) 0.176(5) 0.0348(19) -0.001(2) 0.0021(16) -0.022(2) C40 0.0298(15) 0.118(3) 0.0350(16) -0.0046(19) 0.0041(13) -0.0037(17) C41 0.0367(17) 0.101(3) 0.055(2) 0.039(2) 0.0129(15) 0.0134(17) C42 0.0335(15) 0.074(2) 0.0580(19) 0.0292(16) 0.0192(14) 0.0115(14) C43 0.048(2) 0.087(3) 0.092(3) 0.053(2) 0.020(2) 0.0159(19) C44 0.058(2) 0.057(2) 0.129(4) 0.047(2) 0.033(2) 0.0166(18) C45 0.0498(19) 0.0476(18) 0.093(3) 0.0198(17) 0.0301(18) 0.0091(14) C46 0.0398(16) 0.0475(17) 0.0580(19) 0.0140(14) 0.0269(14) 0.0096(13) C47 0.0413(16) 0.0433(17) 0.0566(18) -0.0060(13) 0.0250(14) -0.0025(12) C48 0.0345(14) 0.0482(16) 0.0445(16) -0.0074(12) 0.0185(12) -0.0006(12) C49 0.0462(17) 0.0514(18) 0.0539(18) -0.0195(14) 0.0178(14) -0.0092(13) C50 0.0428(16) 0.073(2) 0.0351(15) -0.0192(15) 0.0086(13) -0.0018(14) C51 0.0395(15) 0.0606(19) 0.0319(14) -0.0059(12) 0.0096(12) 0.0017(13) C52 0.0345(14) 0.0460(15) 0.0303(13) -0.0049(11) 0.0133(11) 0.0005(11) C53 0.0354(14) 0.0512(16) 0.0279(14) 0.0064(11) 0.0069(11) 0.0016(11) C54 0.0317(13) 0.0438(15) 0.0366(14) 0.0055(11) 0.0086(11) 0.0000(11) C55 0.0449(16) 0.0533(18) 0.0420(16) 0.0139(13) 0.0064(13) -0.0020(13) C56 0.0577(19) 0.0410(17) 0.062(2) 0.0118(14) 0.0136(15) -0.0041(14) C57 0.0484(17) 0.0418(16) 0.0539(18) -0.0033(13) 0.0132(14) -0.0063(13) C58 0.0317(13) 0.0396(15) 0.0398(14) -0.0016(11) 0.0101(11) -0.0022(11) C59 0.0358(15) 0.0531(19) 0.0451(17) -0.0126(13) 0.0109(12) -0.0082(12) C60 0.0509(18) 0.074(2) 0.0350(15) -0.0164(14) 0.0071(13) 0.0008(15) C61 0.0412(15) 0.0559(18) 0.0283(13) -0.0047(12) 0.0060(11) -0.0019(13) C62 0.051(2) 0.053(2) 0.104(3) -0.0033(18) 0.0215(19) -0.0039(15) C63 0.049(2) 0.076(3) 0.125(4) -0.005(2) 0.029(2) -0.0095(18) C64 0.048(2) 0.096(3) 0.074(2) -0.007(2) 0.0149(18) 0.0148(19) C65 0.072(2) 0.061(2) 0.057(2) -0.0110(16) 0.0067(17) 0.0136(18) C66 0.0555(19) 0.0541(19) 0.0424(16) -0.0114(13) 0.0062(14) -0.0101(14) C1S 0.074(3) 0.057(2) 0.114(3) -0.018(2) 0.001(2) -0.0067(18) C2S 0.069(2) 0.0352(16) 0.0582(19) -0.0113(13) 0.0149(16) -0.0062(14) _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 Cl1S C1S 1.733(4) . ? Cl2S C1S 1.761(4) . ? Cl3S C2S 1.761(3) . ? Cl4S C2S 1.750(3) . ? O1 C2 1.331(4) . ? O1 C1 1.451(4) . ? O2 C2 1.201(3) . ? O3 C8 1.220(3) . ? O4 C14 1.219(3) . ? O5 C20 1.211(3) . ? O6 C26 1.200(3) . ? O7 C26 1.348(3) . ? O7 C27 1.442(3) . ? O8 C35 1.329(4) . ? O8 C34 1.425(6) . ? O9 C35 1.203(4) . ? O10 C41 1.220(4) . ? O11 C47 1.219(3) . ? O12 C53 1.215(3) . ? O13 C59 1.203(3) . ? O14 C59 1.348(3) . ? O14 C60 1.454(3) . ? N1 C7 1.332(3) . ? N1 C3 1.344(3) . ? N2 C8 1.359(3) . ? N2 C7 1.400(3) . ? N3 C13 1.332(3) . ? N3 C9 1.339(3) . ? N4 C14 1.362(3) . ? N4 C13 1.399(3) . ? N5 C19 1.327(3) . ? N5 C15 1.339(3) . ? N6 C20 1.365(3) . ? N6 C19 1.392(3) . ? N7 C25 1.325(3) . ? N7 C21 1.342(3) . ? N8 C26 1.357(3) . ? N8 C25 1.392(3) . ? N9 C40 1.328(4) . ? N9 C36 1.337(4) . ? N10 C41 1.361(4) . ? N10 C40 1.396(4) . ? N11 C46 1.332(4) . ? N11 C42 1.342(3) . ? N12 C47 1.354(4) . ? N12 C46 1.401(4) . ? N13 C52 1.333(3) . ? N13 C48 1.343(3) . ? N14 C53 1.357(3) . ? N14 C52 1.394(3) . ? N15 C58 1.333(3) . ? N15 C54 1.335(3) . ? N16 C59 1.358(3) . ? N16 C58 1.396(3) . ? C2 C3 1.496(5) . ? C3 C4 1.375(4) . ? C4 C5 1.373(5) . ? C5 C6 1.369(4) . ? C6 C7 1.396(4) . ? C8 C9 1.499(4) . ? C9 C10 1.382(4) . ? C10 C11 1.375(4) . ? C11 C12 1.371(4) . ? C12 C13 1.396(3) . ? C14 C15 1.502(4) . ? C15 C16 1.382(3) . ? C16 C17 1.380(4) . ? C17 C18 1.371(4) . ? C18 C19 1.403(3) . ? C20 C21 1.504(4) . ? C21 C22 1.375(3) . ? C22 C23 1.378(4) . ? C23 C24 1.371(4) . ? C24 C25 1.397(3) . ? C27 C28 1.497(4) . ? C28 C33 1.372(4) . ? C28 C29 1.381(4) . ? C29 C30 1.378(4) . ? C30 C31 1.367(5) . ? C31 C32 1.378(5) . ? C32 C33 1.373(5) . ? C35 C36 1.487(5) . ? C36 C37 1.384(5) . ? C37 C38 1.372(7) . ? C38 C39 1.360(7) . ? C39 C40 1.402(4) . ? C41 C42 1.498(5) . ? C42 C43 1.376(5) . ? C43 C44 1.372(6) . ? C44 C45 1.376(5) . ? C45 C46 1.389(4) . ? C47 C48 1.508(4) . ? C48 C49 1.373(4) . ? C49 C50 1.385(4) . ? C50 C51 1.366(4) . ? C51 C52 1.398(4) . ? C53 C54 1.505(4) . ? C54 C55 1.382(4) . ? C55 C56 1.379(4) . ? C56 C57 1.372(4) . ? C57 C58 1.392(4) . ? C60 C61 1.500(4) . ? C61 C62 1.369(4) . ? C61 C66 1.378(4) . ? C62 C63 1.372(5) . ? C63 C64 1.362(5) . ? C64 C65 1.365(5) . ? C65 C66 1.369(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 O1 C1 115.5(3) . . ? C26 O7 C27 114.57(19) . . ? C35 O8 C34 116.6(4) . . ? C59 O14 C60 115.0(2) . . ? C7 N1 C3 117.0(2) . . ? C8 N2 C7 127.8(2) . . ? C13 N3 C9 117.7(2) . . ? C14 N4 C13 128.4(2) . . ? C19 N5 C15 117.6(2) . . ? C20 N6 C19 128.7(2) . . ? C25 N7 C21 117.7(2) . . ? C26 N8 C25 127.4(2) . . ? C40 N9 C36 117.2(3) . . ? C41 N10 C40 128.9(3) . . ? C46 N11 C42 117.1(3) . . ? C47 N12 C46 128.7(3) . . ? C52 N13 C48 117.6(2) . . ? C53 N14 C52 129.3(2) . . ? C58 N15 C54 118.2(2) . . ? C59 N16 C58 127.8(3) . . ? O2 C2 O1 123.6(3) . . ? O2 C2 C3 123.0(3) . . ? O1 C2 C3 113.5(2) . . ? N1 C3 C4 123.6(3) . . ? N1 C3 C2 119.0(3) . . ? C4 C3 C2 117.4(3) . . ? C5 C4 C3 117.9(3) . . ? C6 C5 C4 120.5(3) . . ? C5 C6 C7 117.5(3) . . ? N1 C7 C6 123.5(3) . . ? N1 C7 N2 114.3(2) . . ? C6 C7 N2 122.2(3) . . ? O3 C8 N2 124.7(3) . . ? O3 C8 C9 120.9(2) . . ? N2 C8 C9 114.5(2) . . ? N3 C9 C10 123.1(2) . . ? N3 C9 C8 117.4(2) . . ? C10 C9 C8 119.5(2) . . ? C11 C10 C9 118.0(3) . . ? C12 C11 C10 120.4(2) . . ? C11 C12 C13 117.5(3) . . ? N3 C13 C12 123.2(2) . . ? N3 C13 N4 113.3(2) . . ? C12 C13 N4 123.5(2) . . ? O4 C14 N4 124.7(2) . . ? O4 C14 C15 121.7(2) . . ? N4 C14 C15 113.6(2) . . ? N5 C15 C16 123.8(2) . . ? N5 C15 C14 117.0(2) . . ? C16 C15 C14 119.2(2) . . ? C17 C16 C15 117.5(3) . . ? C18 C17 C16 120.3(2) . . ? C17 C18 C19 117.7(3) . . ? N5 C19 N6 114.1(2) . . ? N5 C19 C18 123.1(2) . . ? N6 C19 C18 122.8(2) . . ? O5 C20 N6 124.8(3) . . ? O5 C20 C21 121.8(2) . . ? N6 C20 C21 113.4(2) . . ? N7 C21 C22 123.8(2) . . ? N7 C21 C20 116.7(2) . . ? C22 C21 C20 119.4(2) . . ? C21 C22 C23 117.5(2) . . ? C24 C23 C22 120.1(2) . . ? C23 C24 C25 118.3(2) . . ? N7 C25 N8 113.8(2) . . ? N7 C25 C24 122.5(2) . . ? N8 C25 C24 123.7(2) . . ? O6 C26 O7 123.9(2) . . ? O6 C26 N8 126.5(3) . . ? O7 C26 N8 109.6(2) . . ? O7 C27 C28 108.3(2) . . ? C33 C28 C29 118.9(3) . . ? C33 C28 C27 122.2(2) . . ? C29 C28 C27 118.9(3) . . ? C30 C29 C28 120.6(3) . . ? C31 C30 C29 120.1(3) . . ? C30 C31 C32 119.5(3) . . ? C33 C32 C31 120.3(3) . . ? C28 C33 C32 120.5(3) . . ? O9 C35 O8 122.7(4) . . ? O9 C35 C36 124.8(3) . . ? O8 C35 C36 112.5(3) . . ? N9 C36 C37 123.6(4) . . ? N9 C36 C35 114.8(3) . . ? C37 C36 C35 121.6(4) . . ? C38 C37 C36 117.7(4) . . ? C39 C38 C37 120.6(4) . . ? C38 C39 C40 117.6(5) . . ? N9 C40 N10 114.1(3) . . ? N9 C40 C39 123.3(4) . . ? N10 C40 C39 122.5(4) . . ? O10 C41 N10 123.4(4) . . ? O10 C41 C42 121.1(4) . . ? N10 C41 C42 115.5(3) . . ? N11 C42 C43 123.2(3) . . ? N11 C42 C41 117.6(3) . . ? C43 C42 C41 119.1(3) . . ? C44 C43 C42 118.7(3) . . ? C43 C44 C45 119.6(3) . . ? C44 C45 C46 117.8(4) . . ? N11 C46 C45 123.6(3) . . ? N11 C46 N12 113.5(2) . . ? C45 C46 N12 122.9(3) . . ? O11 C47 N12 125.2(3) . . ? O11 C47 C48 120.9(3) . . ? N12 C47 C48 113.9(2) . . ? N13 C48 C49 123.7(3) . . ? N13 C48 C47 116.0(2) . . ? C49 C48 C47 120.3(3) . . ? C48 C49 C50 117.3(3) . . ? C51 C50 C49 120.8(3) . . ? C50 C51 C52 117.6(3) . . ? N13 C52 N14 113.4(2) . . ? N13 C52 C51 123.0(2) . . ? N14 C52 C51 123.6(2) . . ? O12 C53 N14 124.6(3) . . ? O12 C53 C54 122.1(2) . . ? N14 C53 C54 113.3(2) . . ? N15 C54 C55 123.6(2) . . ? N15 C54 C53 115.8(2) . . ? C55 C54 C53 120.5(2) . . ? C56 C55 C54 117.3(3) . . ? C57 C56 C55 120.4(3) . . ? C56 C57 C58 118.3(3) . . ? N15 C58 C57 122.3(2) . . ? N15 C58 N16 112.9(2) . . ? C57 C58 N16 124.8(2) . . ? O13 C59 O14 124.8(3) . . ? O13 C59 N16 126.0(3) . . ? O14 C59 N16 109.2(2) . . ? O14 C60 C61 111.2(2) . . ? C62 C61 C66 118.5(3) . . ? C62 C61 C60 119.7(3) . . ? C66 C61 C60 121.8(3) . . ? C61 C62 C63 120.4(3) . . ? C64 C63 C62 120.6(3) . . ? C63 C64 C65 119.6(3) . . ? C64 C65 C66 119.9(3) . . ? C65 C66 C61 120.9(3) . . ? Cl1S C1S Cl2S 110.3(2) . . ? Cl4S C2S Cl3S 111.92(16) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.475 _refine_diff_density_min -0.417 _refine_diff_density_rms 0.050 # Attachment 'web_deposit_cif_file_3_WeiQiangOng_1300116466.cif' data_b042 _database_code_depnum_ccdc_archive 'CCDC 817350' #TrackingRef 'web_deposit_cif_file_3_WeiQiangOng_1300116466.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H32 N10 O8' _chemical_formula_weight 744.73 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 8.0823(7) _cell_length_b 16.6905(14) _cell_length_c 25.880(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.306(2) _cell_angle_gamma 90.00 _cell_volume 3462.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 990 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 24.30 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8267 _exptl_absorpt_correction_T_max 0.9749 _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 24661 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0444 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 27.49 _reflns_number_total 7945 _reflns_number_gt 6080 _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^)+(0.0758P)^2^+1.0342P] 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 7945 _refine_ls_number_parameters 572 _refine_ls_number_restraints 116 _refine_ls_R_factor_all 0.0722 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1437 _refine_ls_wR_factor_gt 0.1351 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.093 _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 1.20600(17) 0.24281(9) 0.16219(6) 0.0385(4) Uani 1 1 d . . . O2 O 0.40671(18) 0.08128(9) 0.01287(5) 0.0329(3) Uani 1 1 d . . . O3 O 0.04971(18) -0.07981(9) 0.24850(6) 0.0400(4) Uani 1 1 d . . . O4 O 0.55953(17) 0.17819(8) 0.44592(5) 0.0297(3) Uani 1 1 d . . . O5 O 0.90114(16) 0.42323(8) 0.23652(5) 0.0285(3) Uani 1 1 d . . . O6 O 0.76199(19) 0.34440(9) 0.17451(5) 0.0386(4) Uani 1 1 d D . . N1 N 1.00314(18) 0.14908(9) 0.29275(6) 0.0264(3) Uani 1 1 d . . . N2 N 1.01705(19) 0.17934(10) 0.20732(6) 0.0258(3) Uani 1 1 d . . . H2N H 0.923(3) 0.1531(14) 0.2013(9) 0.037(6) Uiso 1 1 d . . . N3 N 0.82216(18) 0.14647(9) 0.12114(6) 0.0214(3) Uani 1 1 d . . . N4 N 0.56944(19) 0.09302(9) 0.09182(6) 0.0234(3) Uani 1 1 d . . . H4N H 0.566(2) 0.0882(11) 0.1233(8) 0.019(5) Uiso 1 1 d . . . N5 N 0.32554(18) 0.03166(9) 0.14074(6) 0.0217(3) Uani 1 1 d . . . N6 N 0.24841(19) 0.00117(9) 0.22012(6) 0.0239(3) Uani 1 1 d . . . H6N H 0.341(3) 0.0268(14) 0.2328(9) 0.041(6) Uiso 1 1 d . . . N7 N 0.36026(18) 0.04310(8) 0.31608(6) 0.0197(3) Uani 1 1 d . . . N8 N 0.54157(18) 0.12774(9) 0.36301(6) 0.0208(3) Uani 1 1 d . . . H8N H 0.565(3) 0.1401(13) 0.3316(9) 0.030(6) Uiso 1 1 d . . . N9 N 0.68371(17) 0.25504(8) 0.32953(5) 0.0185(3) Uani 1 1 d . . . N10 N 0.75403(18) 0.31118(9) 0.25568(5) 0.0189(3) Uani 1 1 d . . . H10N H 0.686(3) 0.2749(13) 0.2380(8) 0.029(5) Uiso 1 1 d . . . C1 C 1.0473(2) 0.16080(13) 0.34395(8) 0.0321(4) Uani 1 1 d . . . H1 H 0.9954 0.1290 0.3678 0.039 Uiso 1 1 calc R . . C2 C 1.1640(3) 0.21665(13) 0.36368(9) 0.0376(5) Uani 1 1 d . . . H2 H 1.1911 0.2238 0.4002 0.045 Uiso 1 1 calc R . . C3 C 1.2406(3) 0.26200(13) 0.32874(9) 0.0381(5) Uani 1 1 d . . . H3 H 1.3215 0.3010 0.3413 0.046 Uiso 1 1 calc R . . C4 C 1.2000(2) 0.25084(12) 0.27573(9) 0.0323(5) Uani 1 1 d . . . H4 H 1.2528 0.2809 0.2513 0.039 Uiso 1 1 calc R . . C5 C 1.0781(2) 0.19365(11) 0.25946(8) 0.0256(4) Uani 1 1 d . . . C6 C 1.0754(2) 0.20590(11) 0.16341(8) 0.0259(4) Uani 1 1 d . . . C7 C 0.9614(2) 0.18637(11) 0.11447(7) 0.0249(4) Uani 1 1 d . . . C8 C 0.9993(2) 0.21065(12) 0.06622(8) 0.0329(5) Uani 1 1 d . . . H8 H 1.0988 0.2395 0.0629 0.040 Uiso 1 1 calc R . . C9 C 0.8874(3) 0.19148(12) 0.02284(8) 0.0336(5) Uani 1 1 d . . . H9 H 0.9107 0.2064 -0.0109 0.040 Uiso 1 1 calc R . . C10 C 0.7423(2) 0.15080(12) 0.02858(7) 0.0287(4) Uani 1 1 d . . . H10 H 0.6645 0.1372 -0.0008 0.034 Uiso 1 1 calc R . . C11 C 0.7137(2) 0.13030(10) 0.07925(7) 0.0221(4) Uani 1 1 d . . . C12 C 0.4291(2) 0.07224(10) 0.05990(7) 0.0230(4) Uani 1 1 d . . . C13 C 0.2971(2) 0.03454(10) 0.08848(7) 0.0228(4) Uani 1 1 d . . . C14 C 0.1532(2) 0.00460(11) 0.06006(8) 0.0294(4) Uani 1 1 d . . . H14 H 0.1373 0.0072 0.0231 0.035 Uiso 1 1 calc R . . C15 C 0.0336(2) -0.02919(12) 0.08705(8) 0.0326(5) Uani 1 1 d . . . H15 H -0.0660 -0.0502 0.0686 0.039 Uiso 1 1 calc R . . C16 C 0.0589(2) -0.03236(11) 0.14077(8) 0.0286(4) Uani 1 1 d . . . H16 H -0.0222 -0.0551 0.1600 0.034 Uiso 1 1 calc R . . C17 C 0.2092(2) -0.00070(10) 0.16606(7) 0.0224(4) Uani 1 1 d . . . C18 C 0.1701(2) -0.03603(11) 0.25709(8) 0.0257(4) Uani 1 1 d . . . C19 C 0.2482(2) -0.01636(10) 0.31157(7) 0.0233(4) Uani 1 1 d . . . C20 C 0.2010(3) -0.05759(11) 0.35395(8) 0.0292(4) Uani 1 1 d . . . H20 H 0.1218 -0.0999 0.3494 0.035 Uiso 1 1 calc R . . C21 C 0.2733(3) -0.03473(11) 0.40303(8) 0.0295(4) Uani 1 1 d . . . H21 H 0.2448 -0.0621 0.4329 0.035 Uiso 1 1 calc R . . C22 C 0.3872(2) 0.02776(11) 0.40907(7) 0.0254(4) Uani 1 1 d . . . H22 H 0.4363 0.0447 0.4426 0.030 Uiso 1 1 calc R . . C23 C 0.4270(2) 0.06493(10) 0.36362(7) 0.0211(4) Uani 1 1 d . . . C24 C 0.5882(2) 0.18228(11) 0.40081(7) 0.0213(4) Uani 1 1 d . . . C25 C 0.6836(2) 0.25175(10) 0.38112(7) 0.0201(4) Uani 1 1 d . . . C26 C 0.7642(2) 0.30719(10) 0.41544(7) 0.0222(4) Uani 1 1 d . . . H26 H 0.7605 0.3035 0.4519 0.027 Uiso 1 1 calc R . . C27 C 0.8507(2) 0.36839(11) 0.39414(7) 0.0242(4) Uani 1 1 d . A . H27 H 0.9082 0.4073 0.4164 0.029 Uiso 1 1 calc R . . C28 C 0.8540(2) 0.37322(10) 0.34115(7) 0.0220(4) Uani 1 1 d . . . H28 H 0.9135 0.4146 0.3264 0.026 Uiso 1 1 calc R A . C29 C 0.7657(2) 0.31441(10) 0.30972(6) 0.0182(3) Uani 1 1 d . A . C30 C 0.8135(2) 0.36536(11) 0.22409(7) 0.0221(4) Uani 1 1 d . A . C31 C 0.7904(5) 0.4050(3) 0.13617(13) 0.0303(8) Uani 0.540(5) 1 d PDU A 1 H31A H 0.9085 0.4039 0.1297 0.036 Uiso 0.540(5) 1 calc PR A 1 H31B H 0.7656 0.4588 0.1493 0.036 Uiso 0.540(5) 1 calc PR A 1 C32 C 0.6776(4) 0.3875(2) 0.08613(8) 0.0310(7) Uani 0.540(5) 1 d PGDU A 1 C33 C 0.6725(3) 0.44171(18) 0.04518(10) 0.0355(7) Uani 0.540(5) 1 d PGU A 1 H33A H 0.7412 0.4881 0.0485 0.043 Uiso 0.540(5) 1 calc PR A 1 C34 C 0.5668(4) 0.42807(19) -0.00068(9) 0.0367(7) Uani 0.540(5) 1 d PGU A 1 H34A H 0.5632 0.4651 -0.0287 0.044 Uiso 0.540(5) 1 calc PR A 1 C35 C 0.4662(3) 0.3602(2) -0.00558(10) 0.0338(7) Uani 0.540(5) 1 d PGU A 1 H35A H 0.3940 0.3509 -0.0369 0.041 Uiso 0.540(5) 1 calc PR A 1 C36 C 0.4714(4) 0.30604(17) 0.03537(14) 0.0303(7) Uani 0.540(5) 1 d PGU A 1 H36A H 0.4027 0.2597 0.0320 0.036 Uiso 0.540(5) 1 calc PR A 1 C37 C 0.5771(5) 0.31967(19) 0.08122(11) 0.0286(7) Uani 0.540(5) 1 d PGU A 1 H37A H 0.5806 0.2826 0.1092 0.034 Uiso 0.540(5) 1 calc PR A 1 C31A C 0.8227(6) 0.3888(3) 0.13248(14) 0.0278(9) Uani 0.460(5) 1 d PDU A 2 H31C H 0.9384 0.3729 0.1285 0.033 Uiso 0.460(5) 1 calc PR A 2 H31D H 0.8204 0.4472 0.1393 0.033 Uiso 0.460(5) 1 calc PR A 2 C32A C 0.7052(5) 0.3676(2) 0.08414(10) 0.0288(7) Uani 0.460(5) 1 d PGDU A 2 C33A C 0.7382(4) 0.4015(2) 0.03746(11) 0.0329(8) Uani 0.460(5) 1 d PGU A 2 H33B H 0.8328 0.4351 0.0368 0.040 Uiso 0.460(5) 1 calc PR A 2 C34A C 0.6328(4) 0.3862(2) -0.00822(10) 0.0341(8) Uani 0.460(5) 1 d PGU A 2 H34B H 0.6554 0.4093 -0.0401 0.041 Uiso 0.460(5) 1 calc PR A 2 C35A C 0.4944(4) 0.3371(2) -0.00722(12) 0.0313(8) Uani 0.460(5) 1 d PGU A 2 H35B H 0.4224 0.3266 -0.0384 0.038 Uiso 0.460(5) 1 calc PR A 2 C36A C 0.4614(4) 0.3032(2) 0.03946(16) 0.0285(8) Uani 0.460(5) 1 d PGU A 2 H36B H 0.3668 0.2696 0.0401 0.034 Uiso 0.460(5) 1 calc PR A 2 C37A C 0.5668(5) 0.3185(2) 0.08514(12) 0.0268(8) Uani 0.460(5) 1 d PGU A 2 H37B H 0.5443 0.2953 0.1170 0.032 Uiso 0.460(5) 1 calc PR A 2 O1W O 0.54179(17) 0.19913(9) 0.19739(5) 0.0277(3) Uani 1 1 d . . . H1W H 0.559(3) 0.1554(18) 0.2188(11) 0.061(8) Uiso 1 1 d . . . H2W H 0.428(4) 0.2062(18) 0.1902(11) 0.067(9) Uiso 1 1 d . . . O2W O 0.6861(2) 0.08341(10) 0.26126(7) 0.0435(4) Uani 1 1 d . . . H3W H 0.799(4) 0.0962(18) 0.2708(11) 0.068(9) Uiso 1 1 d . . . H4W H 0.681(4) 0.030(2) 0.2572(13) 0.083(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0211(7) 0.0413(9) 0.0522(10) 0.0128(7) 0.0013(6) -0.0074(6) O2 0.0396(8) 0.0387(8) 0.0185(7) 0.0034(6) -0.0038(6) -0.0015(6) O3 0.0346(8) 0.0430(9) 0.0424(9) 0.0009(7) 0.0044(7) -0.0231(7) O4 0.0347(8) 0.0356(7) 0.0203(7) -0.0012(5) 0.0085(6) -0.0021(6) O5 0.0298(7) 0.0246(7) 0.0293(7) 0.0027(5) -0.0033(6) -0.0090(6) O6 0.0521(9) 0.0428(8) 0.0196(7) 0.0037(6) -0.0004(6) -0.0264(7) N1 0.0195(7) 0.0291(8) 0.0297(9) -0.0038(7) -0.0005(6) 0.0063(6) N2 0.0187(8) 0.0270(8) 0.0310(9) -0.0017(7) 0.0002(6) -0.0022(6) N3 0.0211(7) 0.0193(7) 0.0239(8) 0.0010(6) 0.0037(6) 0.0035(6) N4 0.0257(8) 0.0297(8) 0.0144(8) 0.0023(6) 0.0007(6) -0.0022(6) N5 0.0203(7) 0.0188(7) 0.0245(8) -0.0005(6) -0.0033(6) -0.0008(6) N6 0.0193(8) 0.0245(8) 0.0273(8) -0.0003(6) 0.0006(6) -0.0066(6) N7 0.0189(7) 0.0195(7) 0.0215(8) 0.0022(6) 0.0057(6) 0.0032(6) N8 0.0221(7) 0.0240(8) 0.0168(8) 0.0037(6) 0.0046(6) -0.0005(6) N9 0.0167(7) 0.0192(7) 0.0193(7) -0.0006(5) 0.0014(6) 0.0023(5) N10 0.0187(7) 0.0193(7) 0.0180(7) -0.0017(6) -0.0008(6) -0.0023(6) C1 0.0262(10) 0.0366(11) 0.0327(11) -0.0045(9) 0.0005(8) 0.0136(8) C2 0.0312(11) 0.0420(12) 0.0358(12) -0.0141(9) -0.0106(9) 0.0163(9) C3 0.0245(10) 0.0298(11) 0.0561(15) -0.0166(10) -0.0109(9) 0.0081(8) C4 0.0202(9) 0.0258(10) 0.0490(13) -0.0058(9) -0.0037(8) 0.0031(8) C5 0.0163(8) 0.0243(9) 0.0351(11) -0.0036(8) -0.0008(7) 0.0058(7) C6 0.0174(8) 0.0230(9) 0.0372(11) 0.0055(8) 0.0030(8) 0.0025(7) C7 0.0205(9) 0.0221(9) 0.0329(10) 0.0023(7) 0.0065(7) 0.0044(7) C8 0.0260(10) 0.0352(11) 0.0400(12) 0.0098(9) 0.0132(9) 0.0038(8) C9 0.0366(11) 0.0380(11) 0.0290(11) 0.0102(9) 0.0155(9) 0.0078(9) C10 0.0321(10) 0.0316(10) 0.0230(10) 0.0032(8) 0.0061(8) 0.0063(8) C11 0.0247(9) 0.0193(8) 0.0229(9) 0.0005(7) 0.0049(7) 0.0038(7) C12 0.0287(9) 0.0177(8) 0.0212(9) -0.0009(7) -0.0024(7) 0.0035(7) C13 0.0248(9) 0.0180(8) 0.0236(9) 0.0000(7) -0.0052(7) 0.0018(7) C14 0.0318(10) 0.0262(9) 0.0267(10) -0.0010(8) -0.0099(8) -0.0024(8) C15 0.0278(10) 0.0268(10) 0.0387(12) 0.0009(8) -0.0128(8) -0.0066(8) C16 0.0227(9) 0.0235(9) 0.0381(11) 0.0024(8) -0.0015(8) -0.0027(7) C17 0.0220(9) 0.0164(8) 0.0272(10) -0.0015(7) -0.0030(7) 0.0008(7) C18 0.0221(9) 0.0201(9) 0.0357(11) 0.0011(8) 0.0066(8) -0.0021(7) C19 0.0218(9) 0.0188(8) 0.0309(10) 0.0010(7) 0.0095(7) 0.0025(7) C20 0.0315(10) 0.0215(9) 0.0375(11) 0.0015(8) 0.0154(9) -0.0039(8) C21 0.0385(11) 0.0240(9) 0.0296(10) 0.0082(8) 0.0177(9) 0.0030(8) C22 0.0281(9) 0.0251(9) 0.0241(9) 0.0041(7) 0.0079(8) 0.0033(7) C23 0.0181(8) 0.0189(8) 0.0273(9) 0.0033(7) 0.0069(7) 0.0044(7) C24 0.0180(8) 0.0264(9) 0.0195(9) 0.0017(7) 0.0023(7) 0.0063(7) C25 0.0170(8) 0.0224(9) 0.0207(9) 0.0004(7) 0.0020(7) 0.0060(7) C26 0.0237(9) 0.0248(9) 0.0171(9) -0.0023(7) -0.0018(7) 0.0054(7) C27 0.0227(9) 0.0234(9) 0.0247(9) -0.0059(7) -0.0043(7) 0.0017(7) C28 0.0192(8) 0.0205(8) 0.0252(9) -0.0007(7) -0.0018(7) 0.0000(7) C29 0.0146(8) 0.0184(8) 0.0210(9) -0.0006(6) 0.0004(6) 0.0047(6) C30 0.0201(8) 0.0236(9) 0.0222(9) 0.0023(7) 0.0005(7) -0.0018(7) C31 0.0277(13) 0.0430(15) 0.0210(13) 0.0044(11) 0.0056(11) -0.0086(12) C32 0.0281(11) 0.0435(13) 0.0219(11) 0.0027(9) 0.0055(9) -0.0067(10) C33 0.0325(11) 0.0482(13) 0.0255(11) 0.0054(10) 0.0027(9) -0.0104(10) C34 0.0331(12) 0.0501(14) 0.0265(11) 0.0049(10) 0.0025(9) -0.0087(10) C35 0.0294(11) 0.0470(13) 0.0251(12) -0.0001(10) 0.0036(10) -0.0043(10) C36 0.0258(11) 0.0420(13) 0.0238(12) -0.0026(10) 0.0059(10) -0.0015(10) C37 0.0254(11) 0.0398(13) 0.0217(12) -0.0014(10) 0.0072(10) -0.0009(10) C31A 0.0328(15) 0.0263(15) 0.0238(15) 0.0040(12) 0.0018(12) -0.0106(12) C32A 0.0334(13) 0.0270(12) 0.0252(13) 0.0031(9) 0.0009(10) -0.0091(10) C33A 0.0373(13) 0.0321(13) 0.0280(13) 0.0045(10) -0.0012(10) -0.0130(11) C34A 0.0389(14) 0.0327(13) 0.0289(13) 0.0044(10) -0.0020(11) -0.0126(11) C35A 0.0356(14) 0.0283(13) 0.0284(14) 0.0017(10) -0.0026(11) -0.0086(11) C36A 0.0325(14) 0.0244(13) 0.0275(14) -0.0007(11) -0.0001(11) -0.0058(11) C37A 0.0314(13) 0.0228(13) 0.0256(14) -0.0001(10) 0.0017(11) -0.0050(11) O1W 0.0227(7) 0.0313(8) 0.0282(7) 0.0006(6) 0.0001(5) -0.0035(6) O2W 0.0265(8) 0.0305(8) 0.0711(12) 0.0109(8) -0.0028(7) -0.0022(6) _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 C6 1.226(2) . ? O2 C12 1.217(2) . ? O3 C18 1.215(2) . ? O4 C24 1.221(2) . ? O5 C30 1.217(2) . ? O6 C30 1.344(2) . ? O6 C31A 1.452(4) . ? O6 C31 1.455(3) . ? N1 C5 1.340(2) . ? N1 C1 1.342(3) . ? N2 C6 1.359(2) . ? N2 C5 1.397(2) . ? N3 C11 1.332(2) . ? N3 C7 1.337(2) . ? N4 C12 1.360(2) . ? N4 C11 1.396(2) . ? N5 C17 1.327(2) . ? N5 C13 1.344(2) . ? N6 C18 1.362(2) . ? N6 C17 1.395(2) . ? N7 C23 1.330(2) . ? N7 C19 1.338(2) . ? N8 C24 1.354(2) . ? N8 C23 1.400(2) . ? N9 C29 1.331(2) . ? N9 C25 1.336(2) . ? N10 C30 1.348(2) . ? N10 C29 1.391(2) . ? C1 C2 1.377(3) . ? C2 C3 1.385(3) . ? C3 C4 1.382(3) . ? C4 C5 1.397(3) . ? C6 C7 1.505(3) . ? C7 C8 1.384(3) . ? C8 C9 1.387(3) . ? C9 C10 1.379(3) . ? C10 C11 1.403(2) . ? C12 C13 1.511(3) . ? C13 C14 1.387(3) . ? C14 C15 1.383(3) . ? C15 C16 1.380(3) . ? C16 C17 1.408(3) . ? C18 C19 1.506(3) . ? C19 C20 1.389(3) . ? C20 C21 1.383(3) . ? C21 C22 1.387(3) . ? C22 C23 1.403(2) . ? C24 C25 1.516(2) . ? C25 C26 1.386(2) . ? C26 C27 1.390(3) . ? C27 C28 1.377(3) . ? C28 C29 1.410(2) . ? C31 C32 1.514(3) . ? C32 C33 1.3900 . ? C32 C37 1.3900 . ? C33 C34 1.3900 . ? C34 C35 1.3900 . ? C35 C36 1.3900 . ? C36 C37 1.3900 . ? C31A C32A 1.513(3) . ? C32A C33A 1.3900 . ? C32A C37A 1.3900 . ? C33A C34A 1.3900 . ? C34A C35A 1.3900 . ? C35A C36A 1.3900 . ? C36A C37A 1.3900 . ? 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 C30 O6 C31A 119.3(2) . . ? C30 O6 C31 114.4(2) . . ? C31A O6 C31 15.6(3) . . ? C5 N1 C1 117.95(17) . . ? C6 N2 C5 129.36(17) . . ? C11 N3 C7 118.24(16) . . ? C12 N4 C11 128.94(16) . . ? C17 N5 C13 118.05(15) . . ? C18 N6 C17 128.90(16) . . ? C23 N7 C19 118.31(15) . . ? C24 N8 C23 128.24(15) . . ? C29 N9 C25 118.63(15) . . ? C30 N10 C29 126.87(15) . . ? N1 C1 C2 123.2(2) . . ? C1 C2 C3 118.0(2) . . ? C4 C3 C2 120.34(19) . . ? C3 C4 C5 117.4(2) . . ? N1 C5 N2 113.13(16) . . ? N1 C5 C4 122.98(18) . . ? N2 C5 C4 123.83(19) . . ? O1 C6 N2 125.25(19) . . ? O1 C6 C7 121.64(17) . . ? N2 C6 C7 113.11(15) . . ? N3 C7 C8 123.29(18) . . ? N3 C7 C6 115.77(16) . . ? C8 C7 C6 120.92(17) . . ? C7 C8 C9 117.80(18) . . ? C10 C9 C8 120.15(18) . . ? C9 C10 C11 117.67(18) . . ? N3 C11 N4 112.54(15) . . ? N3 C11 C10 122.79(17) . . ? N4 C11 C10 124.65(17) . . ? O2 C12 N4 125.62(18) . . ? O2 C12 C13 121.11(16) . . ? N4 C12 C13 113.27(15) . . ? N5 C13 C14 123.04(17) . . ? N5 C13 C12 117.81(15) . . ? C14 C13 C12 119.15(16) . . ? C15 C14 C13 118.15(18) . . ? C16 C15 C14 120.08(17) . . ? C15 C16 C17 117.52(18) . . ? N5 C17 N6 113.67(15) . . ? N5 C17 C16 123.15(17) . . ? N6 C17 C16 123.16(17) . . ? O3 C18 N6 125.34(19) . . ? O3 C18 C19 122.22(17) . . ? N6 C18 C19 112.43(15) . . ? N7 C19 C20 123.34(18) . . ? N7 C19 C18 116.21(15) . . ? C20 C19 C18 120.44(16) . . ? C21 C20 C19 117.51(17) . . ? C20 C21 C22 120.56(17) . . ? C21 C22 C23 117.24(17) . . ? N7 C23 N8 112.70(15) . . ? N7 C23 C22 123.03(16) . . ? N8 C23 C22 124.27(17) . . ? O4 C24 N8 125.73(17) . . ? O4 C24 C25 122.06(16) . . ? N8 C24 C25 112.21(14) . . ? N9 C25 C26 123.55(16) . . ? N9 C25 C24 115.60(15) . . ? C26 C25 C24 120.85(16) . . ? C25 C26 C27 117.09(16) . . ? C28 C27 C26 120.80(16) . . ? C27 C28 C29 117.47(16) . . ? N9 C29 N10 112.65(14) . . ? N9 C29 C28 122.46(16) . . ? N10 C29 C28 124.90(15) . . ? O5 C30 O6 123.92(16) . . ? O5 C30 N10 127.79(17) . . ? O6 C30 N10 108.28(15) . . ? O6 C31 C32 108.7(2) . . ? C33 C32 C37 120.0 . . ? C33 C32 C31 118.9(2) . . ? C37 C32 C31 121.1(2) . . ? C32 C33 C34 120.0 . . ? C35 C34 C33 120.0 . . ? C34 C35 C36 120.0 . . ? C35 C36 C37 120.0 . . ? C36 C37 C32 120.0 . . ? O6 C31A C32A 105.3(3) . . ? C33A C32A C37A 120.0 . . ? C33A C32A C31A 117.0(2) . . ? C37A C32A C31A 123.0(2) . . ? C32A C33A C34A 120.0 . . ? C35A C34A C33A 120.0 . . ? C34A C35A C36A 120.0 . . ? C35A C36A C37A 120.0 . . ? C36A C37A C32A 120.0 . . ? 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 N3 0.87(2) 2.13(2) 2.620(2) 114.6(18) . N4 H4N N5 0.82(2) 2.256(19) 2.678(2) 112.3(16) . N6 H6N N7 0.89(3) 2.16(2) 2.628(2) 112.6(18) . N8 H8N N9 0.88(2) 2.15(2) 2.615(2) 112.4(17) . N8 H8N O2W 0.88(2) 2.37(2) 3.103(2) 140.7(18) . N10 H10N O1W 0.90(2) 1.94(2) 2.839(2) 178(2) . O1W H1W O2W 0.92(3) 1.85(3) 2.708(2) 155(3) . O1W H2W O1 0.92(3) 1.95(3) 2.846(2) 165(3) 1_455 O2W H3W N1 0.94(3) 1.90(3) 2.810(2) 165(3) . O2W H4W O5 0.89(4) 1.92(4) 2.768(2) 158(3) 2_645 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.608 _refine_diff_density_min -0.506 _refine_diff_density_rms 0.064