# Supplementary Material (ESI) for Organic and Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge ? loop_ _publ_author_name 'Philip Gale' 'Salvatore Camiolo' 'Michael B. Hursthouse' 'Mark E. Light' _publ_contact_author_name 'Dr Philip Gale' _publ_contact_author_address ; Department of Chemistry University of Southampton Southampton Hants SO17 1BJ UNITED KINGDOM ; _publ_contact_author_email 'PHILIP.GALE@SOTON.AC.UK' _publ_requested_journal 'Organic & Biomolecular Chemistry' _publ_section_title ; Electron withdrawing groups attached to 2,5-diamidopyrroles: a colorimetric response to fluoride in acetonitrile ; data_compound2 _database_code_CSD 195412 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H21 N5 O6' _chemical_formula_weight 547.52 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 Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 32.285(2) _cell_length_b 11.8982(6) _cell_length_c 19.8475(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7624.2(8) _cell_formula_units_Z 12 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.22 _cell_measurement_theta_max 25.02 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.431 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3408 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9939 _exptl_absorpt_correction_T_max 0.9980 _exptl_absorpt_process_details 40433 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius Kappa CCD Area detector' _diffrn_measurement_method '\f and \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean '9.091 pixels mm^1^' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40433 _diffrn_reflns_av_R_equivalents 0.4075 _diffrn_reflns_av_sigmaI/netI 0.4909 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5946 _reflns_number_gt 1689 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; DENZO (Otwinowski and Minor, 1997), COLLECT (Hooft, 1998) ; _computing_cell_refinement ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998) ; _computing_data_reduction ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998), MAXUS (Mackay et al., 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0320P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5946 _refine_ls_number_parameters 555 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3726 _refine_ls_R_factor_gt 0.0941 _refine_ls_wR_factor_ref 0.1634 _refine_ls_wR_factor_gt 0.1043 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_shift/su_max 0.025 _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 C37 C 0.5737(3) 0.5426(8) 0.2653(4) 0.025(2) Uani 1 1 d . . . C38 C 0.5342(3) 0.4799(7) 0.2557(4) 0.026(2) Uani 1 1 d . . . C39 C 0.5219(2) 0.3670(7) 0.2532(4) 0.022(2) Uani 1 1 d . . . N6 N 0.7758(2) 0.5711(7) 0.3017(4) 0.040(2) Uani 1 1 d . . . N7 N 0.6069(2) 0.4757(5) 0.2801(3) 0.0277(19) Uani 1 1 d . . . H7 H 0.6010 0.4040 0.2856 0.033 Uiso 1 1 calc R . . N8 N 0.5000 0.5465(7) 0.2500 0.026(3) Uani 1 2 d S . . H8 H 0.5000 0.6204 0.2500 0.031 Uiso 1 2 calc SR . . O7 O 0.79986(18) 0.4893(5) 0.3022(3) 0.0522(19) Uani 1 1 d . . . O8 O 0.78747(17) 0.6688(5) 0.3038(3) 0.0452(18) Uani 1 1 d . . . O9 O 0.57511(16) 0.6446(5) 0.2621(3) 0.0328(16) Uani 1 1 d . . . C1 C -0.2008(3) 0.7512(8) 0.4566(4) 0.031(2) Uani 1 1 d . . . C2 C -0.2072(3) 0.8639(7) 0.4641(4) 0.030(2) Uani 1 1 d . . . H2 H -0.2340 0.8923 0.4736 0.036 Uiso 1 1 calc R . . C3 C -0.1738(3) 0.9362(7) 0.4575(4) 0.031(2) Uani 1 1 d . . . H3 H -0.1775 1.0150 0.4617 0.037 Uiso 1 1 calc R . . C4 C -0.1346(3) 0.8921(7) 0.4448(4) 0.025(2) Uani 1 1 d . . . C5 C -0.1282(3) 0.7778(7) 0.4363(4) 0.032(2) Uani 1 1 d . . . H5 H -0.1013 0.7489 0.4270 0.038 Uiso 1 1 calc R . . C6 C -0.1620(3) 0.7072(7) 0.4416(4) 0.040(3) Uani 1 1 d . . . H6 H -0.1587 0.6286 0.4351 0.048 Uiso 1 1 calc R . . C7 C -0.0605(3) 0.9473(8) 0.4317(4) 0.030(3) Uani 1 1 d . . . C8 C -0.0324(3) 1.0450(7) 0.4261(4) 0.028(2) Uani 1 1 d . . . C9 C -0.0351(3) 1.1609(7) 0.4287(4) 0.023(2) Uani 1 1 d . . . C10 C 0.0052(3) 1.2026(6) 0.4157(3) 0.020(2) Uani 1 1 d . . . C11 C 0.0309(3) 1.1115(7) 0.4069(4) 0.021(2) Uani 1 1 d . . . C12 C 0.0756(3) 1.0903(8) 0.3931(4) 0.021(2) Uani 1 1 d . . . C13 C 0.1429(3) 1.1908(9) 0.3786(4) 0.033(3) Uani 1 1 d . . . C14 C 0.1682(3) 1.0977(7) 0.3752(4) 0.032(2) Uani 1 1 d . . . H14 H 0.1566 1.0245 0.3780 0.038 Uiso 1 1 calc R . . C15 C 0.2102(3) 1.1107(8) 0.3678(4) 0.037(3) Uani 1 1 d . . . H15 H 0.2278 1.0468 0.3642 0.044 Uiso 1 1 calc R . . C16 C 0.2265(3) 1.2170(9) 0.3657(4) 0.035(3) Uani 1 1 d . . . C17 C 0.2017(3) 1.3124(7) 0.3674(4) 0.037(3) Uani 1 1 d . . . H17 H 0.2135 1.3853 0.3637 0.045 Uiso 1 1 calc R . . C18 C 0.1599(3) 1.2989(7) 0.3745(4) 0.033(2) Uani 1 1 d . . . H18 H 0.1423 1.3629 0.3767 0.039 Uiso 1 1 calc R . . C19 C 0.0189(2) 1.3227(7) 0.4145(4) 0.023(2) Uani 1 1 d . . . C20 C 0.0351(2) 1.3719(7) 0.4722(4) 0.034(2) Uani 1 1 d . . . H20 H 0.0360 1.3307 0.5131 0.041 Uiso 1 1 calc R . . C21 C 0.0499(2) 1.4805(7) 0.4702(5) 0.041(3) Uani 1 1 d . . . H21 H 0.0610 1.5140 0.5097 0.049 Uiso 1 1 calc R . . C22 C 0.0486(2) 1.5402(7) 0.4108(5) 0.040(3) Uani 1 1 d . . . H22 H 0.0590 1.6148 0.4093 0.049 Uiso 1 1 calc R . . C23 C 0.0323(2) 1.4924(7) 0.3538(4) 0.032(2) Uani 1 1 d . . . H23 H 0.0312 1.5343 0.3131 0.039 Uiso 1 1 calc R . . C24 C 0.0175(2) 1.3823(6) 0.3555(4) 0.027(2) Uani 1 1 d . . . H24 H 0.0064 1.3489 0.3159 0.033 Uiso 1 1 calc R . . C25 C -0.0728(2) 1.2283(7) 0.4421(5) 0.024(2) Uani 1 1 d . . . C26 C -0.0885(3) 1.3036(7) 0.3941(4) 0.032(2) Uani 1 1 d . . . H26 H -0.0745 1.3140 0.3525 0.039 Uiso 1 1 calc R . . C27 C -0.1245(3) 1.3629(7) 0.4075(4) 0.035(2) Uani 1 1 d . . . H27 H -0.1347 1.4139 0.3746 0.042 Uiso 1 1 calc R . . C28 C -0.1457(3) 1.3503(7) 0.4669(5) 0.038(3) Uani 1 1 d . . . H28 H -0.1702 1.3922 0.4752 0.045 Uiso 1 1 calc R . . C29 C -0.1307(3) 1.2751(7) 0.5147(4) 0.038(3) Uani 1 1 d . . . H29 H -0.1450 1.2645 0.5562 0.046 Uiso 1 1 calc R . . C30 C -0.0943(3) 1.2150(6) 0.5008(4) 0.029(2) Uani 1 1 d . . . H30 H -0.0842 1.1634 0.5334 0.035 Uiso 1 1 calc R . . C31 C 0.6772(3) 0.4165(7) 0.2829(4) 0.032(3) Uani 1 1 d . . . H31 H 0.6678 0.3419 0.2755 0.039 Uiso 1 1 calc R . . C32 C 0.7186(3) 0.4379(7) 0.2885(4) 0.030(3) Uani 1 1 d . . . H32 H 0.7383 0.3787 0.2850 0.037 Uiso 1 1 calc R . . C33 C 0.7313(3) 0.5469(8) 0.2992(4) 0.028(2) Uani 1 1 d . . . C34 C 0.7036(3) 0.6355(7) 0.3069(4) 0.030(2) Uani 1 1 d . . . H34 H 0.7130 0.7095 0.3161 0.036 Uiso 1 1 calc R . . C35 C 0.6620(2) 0.6125(7) 0.3007(3) 0.027(2) Uani 1 1 d . . . H35 H 0.6422 0.6712 0.3052 0.032 Uiso 1 1 calc R . . C36 C 0.6488(3) 0.5032(8) 0.2879(4) 0.026(2) Uani 1 1 d . . . C40 C 0.5489(2) 0.2683(7) 0.2577(4) 0.023(2) Uani 1 1 d . . . C41 C 0.5814(3) 0.2534(7) 0.2124(4) 0.030(2) Uani 1 1 d . . . H41 H 0.5847 0.3051 0.1764 0.036 Uiso 1 1 calc R . . C42 C 0.6088(3) 0.1647(8) 0.2189(4) 0.039(3) Uani 1 1 d . . . H42 H 0.6313 0.1571 0.1884 0.047 Uiso 1 1 calc R . . C43 C 0.6032(3) 0.0861(7) 0.2709(5) 0.037(3) Uani 1 1 d . . . H43 H 0.6220 0.0254 0.2765 0.045 Uiso 1 1 calc R . . C44 C 0.5700(3) 0.0989(7) 0.3134(4) 0.030(2) Uani 1 1 d . . . H44 H 0.5654 0.0441 0.3474 0.037 Uiso 1 1 calc R . . C45 C 0.5432(2) 0.1882(7) 0.3084(4) 0.032(2) Uani 1 1 d . . . H45 H 0.5209 0.1954 0.3393 0.038 Uiso 1 1 calc R . . N1 N -0.2355(2) 0.6725(7) 0.4648(3) 0.039(2) Uani 1 1 d . . . N2 N -0.1015(2) 0.9698(5) 0.4414(3) 0.030(2) Uani 1 1 d . . . H2A H -0.1081 1.0411 0.4461 0.036 Uiso 1 1 calc R . . N3 N 0.0074(2) 1.0171(5) 0.4130(3) 0.0236(18) Uani 1 1 d . . . H3A H 0.0167 0.9479 0.4089 0.028 Uiso 1 1 calc R . . N4 N 0.1001(2) 1.1851(5) 0.3898(3) 0.0283(19) Uani 1 1 d . . . H4 H 0.0873 1.2498 0.3954 0.034 Uiso 1 1 calc R . . N5 N 0.2719(3) 1.2299(7) 0.3615(3) 0.038(2) Uani 1 1 d . . . O1 O -0.26994(18) 0.7128(5) 0.4772(3) 0.0515(19) Uani 1 1 d . . . O2 O -0.22935(18) 0.5717(5) 0.4563(3) 0.056(2) Uani 1 1 d . . . O3 O -0.04643(16) 0.8526(5) 0.4268(3) 0.0317(17) Uani 1 1 d . . . O4 O 0.08847(15) 0.9954(4) 0.3868(3) 0.0307(16) Uani 1 1 d . . . O5 O 0.29274(19) 1.1430(5) 0.3592(3) 0.057(2) Uani 1 1 d . . . O6 O 0.28678(18) 1.3255(5) 0.3609(3) 0.056(2) Uani 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 C37 0.032(7) 0.029(6) 0.014(5) -0.004(5) 0.002(5) 0.002(6) C38 0.017(6) 0.034(6) 0.026(6) 0.009(5) 0.004(5) 0.014(5) C39 0.019(5) 0.024(5) 0.024(5) 0.003(5) -0.002(5) -0.006(4) N6 0.033(7) 0.036(6) 0.052(5) 0.013(5) 0.009(5) -0.008(5) N7 0.021(5) 0.019(5) 0.043(5) 0.008(4) -0.007(4) -0.003(4) N8 0.027(7) 0.023(7) 0.026(6) 0.000 0.002(6) 0.000 O7 0.033(5) 0.040(4) 0.084(5) 0.006(4) -0.010(4) 0.008(4) O8 0.046(5) 0.032(4) 0.058(4) 0.005(4) -0.007(4) -0.010(4) O9 0.035(4) 0.022(4) 0.042(4) -0.001(3) -0.006(3) -0.006(3) C1 0.021(6) 0.031(7) 0.042(6) 0.004(5) -0.012(6) -0.012(6) C2 0.025(6) 0.041(7) 0.025(5) 0.002(5) 0.007(5) 0.001(6) C3 0.029(7) 0.034(6) 0.030(6) 0.011(5) 0.006(5) 0.002(5) C4 0.023(7) 0.028(7) 0.026(6) 0.015(5) -0.002(5) -0.001(6) C5 0.037(7) 0.015(6) 0.043(6) 0.008(5) 0.000(5) 0.003(6) C6 0.044(7) 0.031(6) 0.044(6) -0.003(5) -0.005(6) -0.009(6) C7 0.034(8) 0.045(7) 0.011(5) -0.008(5) 0.001(5) 0.002(6) C8 0.022(6) 0.022(6) 0.040(7) -0.006(5) 0.004(5) -0.004(6) C9 0.036(7) 0.024(6) 0.008(5) -0.012(5) -0.004(5) -0.004(6) C10 0.027(6) 0.015(5) 0.018(5) -0.001(5) 0.007(5) -0.004(5) C11 0.019(6) 0.016(5) 0.028(5) 0.000(5) 0.007(5) -0.003(5) C12 0.026(7) 0.026(6) 0.013(5) -0.004(5) 0.004(5) -0.002(6) C13 0.022(6) 0.056(7) 0.020(5) 0.005(5) -0.006(5) -0.019(6) C14 0.017(6) 0.042(7) 0.038(6) -0.005(5) -0.004(5) 0.008(6) C15 0.023(7) 0.052(7) 0.034(6) -0.005(6) -0.009(5) 0.000(6) C16 0.011(6) 0.055(7) 0.040(6) 0.002(6) -0.001(5) -0.015(6) C17 0.050(7) 0.038(6) 0.024(5) -0.002(5) 0.012(6) -0.016(7) C18 0.013(6) 0.025(6) 0.060(7) 0.005(5) 0.001(5) 0.000(5) C19 0.019(6) 0.023(6) 0.028(6) 0.006(6) 0.009(5) -0.002(5) C20 0.040(7) 0.037(7) 0.025(6) -0.005(5) 0.001(5) 0.002(5) C21 0.049(7) 0.026(6) 0.047(7) -0.001(6) -0.018(5) -0.023(5) C22 0.036(7) 0.027(6) 0.058(7) 0.006(7) 0.003(6) -0.014(5) C23 0.041(7) 0.036(6) 0.020(6) 0.008(5) -0.001(5) 0.003(6) C24 0.044(7) 0.010(5) 0.028(6) 0.004(5) 0.000(5) -0.008(5) C25 0.016(6) 0.025(6) 0.030(6) -0.003(5) 0.009(5) -0.005(5) C26 0.026(6) 0.040(7) 0.031(6) -0.001(6) 0.007(5) -0.008(5) C27 0.043(7) 0.031(6) 0.030(6) 0.006(5) -0.003(6) -0.010(6) C28 0.029(7) 0.031(6) 0.052(7) -0.007(6) 0.002(6) -0.006(5) C29 0.039(7) 0.037(6) 0.040(6) -0.003(6) 0.020(6) -0.001(6) C30 0.030(7) 0.017(6) 0.041(6) -0.001(5) -0.003(5) -0.002(5) C31 0.049(7) 0.014(6) 0.033(6) -0.001(5) -0.014(6) 0.003(6) C32 0.025(7) 0.031(7) 0.035(6) -0.002(5) 0.002(5) -0.003(5) C33 0.019(6) 0.032(7) 0.032(6) 0.006(5) -0.003(5) -0.017(6) C34 0.015(6) 0.023(6) 0.051(6) -0.006(5) -0.008(5) -0.004(5) C35 0.015(6) 0.027(6) 0.038(5) -0.002(5) 0.002(5) -0.007(5) C36 0.022(6) 0.037(7) 0.018(5) -0.001(5) -0.009(5) -0.017(6) C40 0.017(6) 0.023(6) 0.029(6) -0.013(5) -0.006(5) 0.013(5) C41 0.032(6) 0.027(6) 0.031(6) -0.003(5) 0.002(5) 0.009(5) C42 0.029(6) 0.032(6) 0.056(7) -0.017(6) 0.006(5) 0.006(6) C43 0.025(7) 0.023(6) 0.063(7) -0.001(6) -0.004(6) 0.002(5) C44 0.024(6) 0.023(6) 0.044(6) 0.002(5) -0.005(5) 0.004(5) C45 0.022(6) 0.041(6) 0.032(6) 0.006(6) -0.002(5) -0.006(5) N1 0.037(6) 0.043(6) 0.035(5) -0.011(5) -0.007(5) -0.004(6) N2 0.034(5) 0.021(5) 0.035(5) 0.000(4) 0.006(5) 0.004(4) N3 0.033(5) 0.021(5) 0.016(4) -0.002(4) 0.003(4) 0.002(4) N4 0.036(6) 0.017(5) 0.032(4) -0.006(4) -0.003(4) -0.004(4) N5 0.034(7) 0.057(7) 0.023(5) 0.000(6) 0.004(4) -0.008(6) O1 0.023(4) 0.049(5) 0.082(5) 0.001(4) 0.006(4) -0.001(4) O2 0.057(5) 0.021(4) 0.091(5) 0.000(4) 0.007(4) -0.008(4) O3 0.026(4) 0.030(4) 0.039(4) -0.004(3) 0.004(3) 0.001(3) O4 0.030(4) 0.018(4) 0.044(4) -0.004(3) -0.004(3) 0.003(3) O5 0.040(5) 0.066(5) 0.067(5) -0.008(4) 0.000(4) 0.016(4) O6 0.042(5) 0.061(5) 0.064(5) 0.008(4) 0.000(4) -0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C37 O9 1.217(8) . ? C37 N7 1.368(9) . ? C37 C38 1.489(10) . ? C38 N8 1.364(8) . ? C38 C39 1.402(9) . ? C39 C39 1.420(13) 3_655 ? C39 C40 1.464(9) . ? N6 O8 1.222(7) . ? N6 O7 1.244(8) . ? N6 C33 1.468(9) . ? N7 C36 1.400(8) . ? N8 C38 1.364(8) 3_655 ? C1 C2 1.365(9) . ? C1 C6 1.389(9) . ? C1 N1 1.468(10) . ? C2 C3 1.385(9) . ? C3 C4 1.391(9) . ? C4 C5 1.386(9) . ? C4 N2 1.415(9) . ? C5 C6 1.382(9) . ? C7 O3 1.218(9) . ? C7 N2 1.364(9) . ? C7 C8 1.478(10) . ? C8 N3 1.352(8) . ? C8 C9 1.383(9) . ? C9 C10 1.414(9) . ? C9 C25 1.483(10) . ? C10 C11 1.376(9) . ? C10 C19 1.496(9) . ? C11 N3 1.362(8) . ? C11 C12 1.490(10) . ? C12 O4 1.210(8) . ? C12 N4 1.380(9) . ? C13 C14 1.378(10) . ? C13 C18 1.400(10) . ? C13 N4 1.401(9) . ? C14 C15 1.374(9) . ? C15 C16 1.371(10) . ? C16 C17 1.390(10) . ? C16 N5 1.476(10) . ? C17 C18 1.368(9) . ? C19 C24 1.370(9) . ? C19 C20 1.388(9) . ? C20 C21 1.378(9) . ? C21 C22 1.376(10) . ? C22 C23 1.371(9) . ? C23 C24 1.395(9) . ? C25 C30 1.366(9) . ? C25 C26 1.401(9) . ? C26 C27 1.384(9) . ? C27 C28 1.371(9) . ? C28 C29 1.391(9) . ? C29 C30 1.405(9) . ? C31 C32 1.368(9) . ? C31 C36 1.382(10) . ? C32 C33 1.376(9) . ? C33 C34 1.392(10) . ? C34 C35 1.375(9) . ? C35 C36 1.391(10) . ? C40 C41 1.392(9) . ? C40 C45 1.399(9) . ? C41 C42 1.384(9) . ? C42 C43 1.404(9) . ? C43 C44 1.372(9) . ? C44 C45 1.374(9) . ? N1 O2 1.228(8) . ? N1 O1 1.237(7) . ? N5 O6 1.234(8) . ? N5 O5 1.234(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O9 C37 N7 124.2(9) . . ? O9 C37 C38 121.7(9) . . ? N7 C37 C38 114.0(8) . . ? N8 C38 C39 108.9(8) . . ? N8 C38 C37 114.4(8) . . ? C39 C38 C37 136.6(7) . . ? C38 C39 C39 106.6(4) . 3_655 ? C38 C39 C40 126.8(7) . . ? C39 C39 C40 126.7(4) 3_655 . ? O8 N6 O7 123.5(8) . . ? O8 N6 C33 119.3(8) . . ? O7 N6 C33 117.2(8) . . ? C37 N7 C36 130.2(8) . . ? C38 N8 C38 109.0(10) 3_655 . ? C2 C1 C6 121.9(9) . . ? C2 C1 N1 120.0(9) . . ? C6 C1 N1 118.1(9) . . ? C1 C2 C3 118.9(8) . . ? C2 C3 C4 119.3(8) . . ? C5 C4 C3 121.9(8) . . ? C5 C4 N2 121.4(8) . . ? C3 C4 N2 116.6(8) . . ? C6 C5 C4 117.9(8) . . ? C5 C6 C1 120.0(8) . . ? O3 C7 N2 123.7(9) . . ? O3 C7 C8 119.5(9) . . ? N2 C7 C8 116.9(9) . . ? N3 C8 C9 108.1(8) . . ? N3 C8 C7 113.8(8) . . ? C9 C8 C7 138.0(9) . . ? C8 C9 C10 106.6(8) . . ? C8 C9 C25 126.6(9) . . ? C10 C9 C25 126.7(7) . . ? C11 C10 C9 107.5(7) . . ? C11 C10 C19 124.8(8) . . ? C9 C10 C19 127.6(7) . . ? N3 C11 C10 107.6(7) . . ? N3 C11 C12 114.6(8) . . ? C10 C11 C12 137.8(9) . . ? O4 C12 N4 124.1(8) . . ? O4 C12 C11 120.7(8) . . ? N4 C12 C11 115.2(8) . . ? C14 C13 C18 120.3(9) . . ? C14 C13 N4 123.6(9) . . ? C18 C13 N4 116.1(9) . . ? C15 C14 C13 120.0(9) . . ? C16 C15 C14 119.1(9) . . ? C15 C16 C17 122.1(8) . . ? C15 C16 N5 118.6(9) . . ? C17 C16 N5 119.3(9) . . ? C18 C17 C16 118.4(9) . . ? C17 C18 C13 120.0(8) . . ? C24 C19 C20 119.9(7) . . ? C24 C19 C10 119.9(8) . . ? C20 C19 C10 120.1(8) . . ? C21 C20 C19 120.2(8) . . ? C22 C21 C20 119.9(8) . . ? C23 C22 C21 120.3(8) . . ? C22 C23 C24 120.1(8) . . ? C19 C24 C23 119.7(8) . . ? C30 C25 C26 118.1(8) . . ? C30 C25 C9 120.4(8) . . ? C26 C25 C9 121.4(8) . . ? C27 C26 C25 119.9(8) . . ? C28 C27 C26 121.8(8) . . ? C27 C28 C29 119.0(8) . . ? C28 C29 C30 118.9(8) . . ? C25 C30 C29 122.2(8) . . ? C32 C31 C36 120.3(8) . . ? C31 C32 C33 118.5(9) . . ? C32 C33 C34 122.7(8) . . ? C32 C33 N6 118.7(9) . . ? C34 C33 N6 118.5(8) . . ? C35 C34 C33 117.8(8) . . ? C34 C35 C36 120.0(8) . . ? C31 C36 C35 120.5(8) . . ? C31 C36 N7 117.2(8) . . ? C35 C36 N7 122.3(9) . . ? C41 C40 C45 118.4(8) . . ? C41 C40 C39 120.7(8) . . ? C45 C40 C39 120.9(8) . . ? C42 C41 C40 121.3(8) . . ? C41 C42 C43 119.6(8) . . ? C44 C43 C42 118.5(8) . . ? C43 C44 C45 122.3(8) . . ? C44 C45 C40 119.7(8) . . ? O2 N1 O1 123.4(9) . . ? O2 N1 C1 119.0(8) . . ? O1 N1 C1 117.5(8) . . ? C7 N2 C4 127.7(8) . . ? C8 N3 C11 110.1(7) . . ? C12 N4 C13 127.8(8) . . ? O6 N5 O5 124.1(9) . . ? O6 N5 C16 118.9(9) . . ? O5 N5 C16 117.1(9) . . ? _diffrn_measured_fraction_theta_max 0.883 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.883 _refine_diff_density_max 0.303 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.075 #===END data_compound2_3dmso _database_code_CSD 195413 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H36 N5 O9 S3' _chemical_formula_weight 778.88 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' 'S' 'S' 0.1246 0.1234 '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 11.0659(2) _cell_length_b 12.0400(2) _cell_length_c 15.9608(4) _cell_angle_alpha 84.4620(10) _cell_angle_beta 81.3330(10) _cell_angle_gamma 64.3060(10) _cell_volume 1893.21(7) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 19454 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 25.03 _exptl_crystal_description Plate _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 814 _exptl_absorpt_coefficient_mu 0.256 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9272 _exptl_absorpt_correction_T_max 0.9873 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius Kappa CCD Area detector' _diffrn_measurement_method '\f and \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean '9.091 pixels mm^1^' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19454 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_sigmaI/netI 0.0593 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6390 _reflns_number_gt 4851 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; DENZO (Otwinowski and Minor, 1997), COLLECT (Hooft, 1998) ; _computing_cell_refinement ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998) ; _computing_data_reduction ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998), MAXUS (Mackay et al., 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0640P)^2^+0.5333P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0058(12) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6390 _refine_ls_number_parameters 488 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1222 _refine_ls_wR_factor_gt 0.1118 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 C1 C 0.5433(2) 0.6784(2) 1.01735(14) 0.0229(5) Uani 1 1 d . . . C2 C 0.4948(2) 0.6469(2) 0.95259(14) 0.0233(5) Uani 1 1 d . . . H2 H 0.4197 0.6268 0.9639 0.028 Uiso 1 1 calc R . . C3 C 0.5586(2) 0.6455(2) 0.87118(15) 0.0243(5) Uani 1 1 d . . . H3 H 0.5261 0.6254 0.8257 0.029 Uiso 1 1 calc R . . C4 C 0.6699(2) 0.6732(2) 0.85478(14) 0.0199(5) Uani 1 1 d . . . C5 C 0.7195(2) 0.7013(2) 0.92135(14) 0.0223(5) Uani 1 1 d . . . H5 H 0.7969 0.7180 0.9109 0.027 Uiso 1 1 calc R . . C6 C 0.6541(2) 0.7046(2) 1.00311(15) 0.0239(6) Uani 1 1 d . . . H6 H 0.6856 0.7249 1.0490 0.029 Uiso 1 1 calc R . . C7 C 0.8225(2) 0.7084(2) 0.73267(14) 0.0199(5) Uani 1 1 d . . . C8 C 0.8442(2) 0.7061(2) 0.63910(14) 0.0176(5) Uani 1 1 d . . . C9 C 0.7926(2) 0.6677(2) 0.57853(14) 0.0182(5) Uani 1 1 d . . . C10 C 0.8425(2) 0.7024(2) 0.49793(14) 0.0177(5) Uani 1 1 d . . . C11 C 0.9240(2) 0.7586(2) 0.51200(13) 0.0176(5) Uani 1 1 d . . . C12 C 1.0027(2) 0.8078(2) 0.44846(14) 0.0184(5) Uani 1 1 d . . . C13 C 1.1785(2) 0.8877(2) 0.43512(14) 0.0192(5) Uani 1 1 d . . . C14 C 1.1913(2) 0.9091(2) 0.34728(14) 0.0225(5) Uani 1 1 d . . . H14 H 1.1383 0.8916 0.3135 0.027 Uiso 1 1 calc R . . C15 C 1.2818(2) 0.9558(2) 0.30988(15) 0.0245(6) Uani 1 1 d . . . H15 H 1.2925 0.9694 0.2501 0.029 Uiso 1 1 calc R . . C16 C 1.3563(2) 0.9826(2) 0.35998(15) 0.0225(5) Uani 1 1 d . . . C17 C 1.3451(2) 0.9628(2) 0.44721(15) 0.0242(5) Uani 1 1 d . . . H17 H 1.3973 0.9818 0.4806 0.029 Uiso 1 1 calc R . . C18 C 1.2563(2) 0.9149(2) 0.48432(15) 0.0224(5) Uani 1 1 d . . . H18 H 1.2478 0.9002 0.5440 0.027 Uiso 1 1 calc R . . C19 C 0.7033(2) 0.6023(2) 0.59429(13) 0.0192(5) Uani 1 1 d . . . C20 C 0.7492(3) 0.4849(2) 0.63371(14) 0.0244(6) Uani 1 1 d . . . H20 H 0.8387 0.4453 0.6484 0.029 Uiso 1 1 calc R . . C21 C 0.6643(3) 0.4262(2) 0.65132(16) 0.0308(6) Uani 1 1 d . . . H21 H 0.6952 0.3472 0.6792 0.037 Uiso 1 1 calc R . . C22 C 0.5345(3) 0.4823(3) 0.62857(17) 0.0356(7) Uani 1 1 d . . . H22 H 0.4764 0.4419 0.6410 0.043 Uiso 1 1 calc R . . C23 C 0.4897(3) 0.5971(3) 0.58783(17) 0.0353(7) Uani 1 1 d . . . H23 H 0.4010 0.6352 0.5716 0.042 Uiso 1 1 calc R . . C24 C 0.5736(2) 0.6569(2) 0.57056(15) 0.0261(6) Uani 1 1 d . . . H24 H 0.5422 0.7357 0.5423 0.031 Uiso 1 1 calc R . . C25 C 0.8148(2) 0.6727(2) 0.41657(14) 0.0177(5) Uani 1 1 d . . . C26 C 0.8537(2) 0.5500(2) 0.39905(15) 0.0224(5) Uani 1 1 d . . . H26 H 0.9007 0.4866 0.4381 0.027 Uiso 1 1 calc R . . C27 C 0.8248(2) 0.5192(2) 0.32531(15) 0.0273(6) Uani 1 1 d . . . H27 H 0.8523 0.4351 0.3140 0.033 Uiso 1 1 calc R . . C28 C 0.7562(2) 0.6108(2) 0.26824(15) 0.0265(6) Uani 1 1 d . . . H28 H 0.7368 0.5897 0.2176 0.032 Uiso 1 1 calc R . . C29 C 0.7157(3) 0.7334(2) 0.28525(15) 0.0270(6) Uani 1 1 d . . . H29 H 0.6675 0.7965 0.2464 0.032 Uiso 1 1 calc R . . C30 C 0.7452(2) 0.7644(2) 0.35874(14) 0.0232(5) Uani 1 1 d . . . H30 H 0.7177 0.8487 0.3697 0.028 Uiso 1 1 calc R . . C31 C 1.1897(3) 0.7221(2) 0.80383(16) 0.0340(6) Uani 1 1 d . . . H31A H 1.1343 0.6758 0.8151 0.051 Uiso 1 1 calc R . . H31B H 1.2050 0.7436 0.8577 0.051 Uiso 1 1 calc R . . H31C H 1.2766 0.6713 0.7720 0.051 Uiso 1 1 calc R . . C32 C 1.2272(3) 0.9188(3) 0.73486(17) 0.0414(8) Uani 1 1 d . . . H32A H 1.1956 0.9975 0.7024 0.062 Uiso 1 1 calc R . . H32B H 1.3126 0.8601 0.7058 0.062 Uiso 1 1 calc R . . H32C H 1.2410 0.9319 0.7917 0.062 Uiso 1 1 calc R . . C33 C 1.1456(3) 0.6187(3) 0.02789(17) 0.0363(7) Uani 1 1 d . . . H33A H 1.1417 0.5701 -0.0166 0.054 Uiso 1 1 calc R . . H33B H 1.2342 0.5778 0.0486 0.054 Uiso 1 1 calc R . . H33C H 1.1318 0.7012 0.0047 0.054 Uiso 1 1 calc R . . C34 C 1.0533(3) 0.7206(4) 0.17898(19) 0.0605(10) Uani 1 1 d . . . H34A H 0.9904 0.7380 0.2314 0.091 Uiso 1 1 calc R . . H34B H 1.0439 0.7984 0.1491 0.091 Uiso 1 1 calc R . . H34C H 1.1461 0.6747 0.1928 0.091 Uiso 1 1 calc R . . N1 N 0.4725(2) 0.6861(2) 1.10347(13) 0.0292(5) Uani 1 1 d . . . N2 N 0.72659(19) 0.66976(18) 0.76977(11) 0.0219(5) Uani 1 1 d . . . H2A H 0.6960 0.6381 0.7351 0.026 Uiso 1 1 calc R . . N3 N 0.92390(18) 0.75900(17) 0.59780(11) 0.0176(4) Uani 1 1 d . . . H3A H 0.9687 0.7890 0.6225 0.021 Uiso 1 1 calc R . . N4 N 1.09143(19) 0.83935(17) 0.47970(11) 0.0202(4) Uani 1 1 d . . . H4 H 1.0944 0.8279 0.5348 0.024 Uiso 1 1 calc R . . N5 N 1.4496(2) 1.03475(19) 0.32054(14) 0.0300(5) Uani 1 1 d . . . O1 O 0.39327(19) 0.63806(18) 1.11954(11) 0.0396(5) Uani 1 1 d . . . O2 O 0.4954(2) 0.7401(2) 1.15608(12) 0.0540(6) Uani 1 1 d . . . O3 O 0.88337(16) 0.74613(15) 0.77227(10) 0.0257(4) Uani 1 1 d . . . O4 O 0.98706(17) 0.81880(16) 0.37335(10) 0.0270(4) Uani 1 1 d . . . O5 O 1.50977(18) 1.06427(17) 0.36715(12) 0.0375(5) Uani 1 1 d . . . O6 O 1.46380(19) 1.04711(18) 0.24266(12) 0.0413(5) Uani 1 1 d . . . O7 O 1.11302(17) 0.81636(16) 0.65548(9) 0.0268(4) Uani 1 1 d . . . O8 O 0.88696(18) 0.71566(19) 0.08114(12) 0.0443(5) Uani 1 1 d . . . S1 S 1.10448(6) 0.85896(6) 0.74350(4) 0.02419(18) Uani 1 1 d . . . S2 S 1.01643(7) 0.63180(7) 0.11351(4) 0.0354(2) Uani 1 1 d . . . S3A S 0.24987(10) 0.92870(8) 1.00973(6) 0.0264(2) Uani 0.70 1 d P A 1 O9A O 0.1865(2) 0.8900(3) 0.95140(15) 0.0696(8) Uani 0.70 1 d P A 1 C35A C 0.3489(3) 0.9969(3) 0.94926(18) 0.0392(7) Uani 0.70 1 d P A 1 H35A H 0.4231 0.9347 0.9140 0.059 Uiso 0.70 1 calc PR A 1 H35B H 0.3860 1.0300 0.9874 0.059 Uiso 0.70 1 calc PR A 1 H35C H 0.2926 1.0639 0.9128 0.059 Uiso 0.70 1 calc PR A 1 C36A C 0.1287(3) 1.0576(3) 1.06473(17) 0.0420(7) Uani 0.70 1 d P A 1 S3B S 0.1803(2) 0.9888(2) 0.96391(15) 0.0326(5) Uani 0.30 1 d P B 2 O9B O 0.1865(2) 0.8900(3) 0.95140(15) 0.0696(8) Uani 0.30 1 d P B 2 C35B C 0.3489(3) 0.9969(3) 0.94926(18) 0.0392(7) Uani 0.30 1 d P B 2 C36B C 0.1287(3) 1.0576(3) 1.06473(17) 0.0420(7) Uani 0.30 1 d P B 2 H36A H 0.0384 1.0639 1.0865 0.063 Uiso 0.30 1 calc PR B 2 H36B H 0.1267 1.1402 1.0589 0.063 Uiso 0.30 1 calc PR B 2 H36C H 0.1928 1.0066 1.1043 0.063 Uiso 0.30 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0252(14) 0.0260(13) 0.0139(12) -0.0005(10) 0.0034(10) -0.0093(11) C2 0.0215(13) 0.0278(14) 0.0222(13) 0.0008(10) 0.0011(10) -0.0134(11) C3 0.0260(14) 0.0321(14) 0.0186(13) -0.0029(10) -0.0018(10) -0.0158(11) C4 0.0232(13) 0.0195(12) 0.0157(12) -0.0021(9) 0.0018(10) -0.0088(10) C5 0.0237(13) 0.0252(13) 0.0210(13) -0.0022(10) 0.0012(10) -0.0141(11) C6 0.0269(14) 0.0267(14) 0.0194(13) -0.0036(10) -0.0018(11) -0.0124(11) C7 0.0208(13) 0.0200(13) 0.0182(12) -0.0007(9) 0.0008(10) -0.0090(10) C8 0.0168(12) 0.0192(12) 0.0164(12) -0.0016(9) 0.0019(9) -0.0084(10) C9 0.0180(12) 0.0170(12) 0.0191(12) -0.0015(9) 0.0001(10) -0.0076(10) C10 0.0178(12) 0.0180(12) 0.0160(12) -0.0004(9) -0.0004(10) -0.0069(10) C11 0.0188(12) 0.0184(12) 0.0145(12) -0.0017(9) -0.0002(10) -0.0073(10) C12 0.0197(13) 0.0173(12) 0.0177(13) -0.0028(9) 0.0000(10) -0.0075(10) C13 0.0191(13) 0.0183(12) 0.0193(12) -0.0029(9) 0.0035(10) -0.0084(10) C14 0.0264(14) 0.0247(13) 0.0178(13) 0.0000(10) -0.0004(10) -0.0131(11) C15 0.0275(14) 0.0239(13) 0.0189(13) 0.0013(10) 0.0035(11) -0.0102(11) C16 0.0168(13) 0.0183(13) 0.0293(14) 0.0021(10) 0.0036(10) -0.0073(10) C17 0.0217(13) 0.0240(13) 0.0279(14) -0.0015(10) -0.0021(11) -0.0108(11) C18 0.0240(13) 0.0267(14) 0.0188(13) -0.0005(10) 0.0005(10) -0.0139(11) C19 0.0234(13) 0.0233(13) 0.0128(12) -0.0050(9) 0.0031(10) -0.0127(11) C20 0.0282(14) 0.0226(13) 0.0234(13) -0.0026(10) -0.0007(11) -0.0120(11) C21 0.0427(17) 0.0268(15) 0.0276(15) -0.0026(11) 0.0038(12) -0.0213(13) C22 0.0415(17) 0.0424(17) 0.0361(16) -0.0103(13) 0.0090(13) -0.0326(14) C23 0.0254(15) 0.0448(18) 0.0423(17) -0.0054(13) -0.0022(13) -0.0208(13) C24 0.0264(14) 0.0270(14) 0.0270(14) -0.0020(11) -0.0036(11) -0.0129(11) C25 0.0165(12) 0.0221(13) 0.0162(12) -0.0024(9) 0.0019(9) -0.0105(10) C26 0.0218(13) 0.0222(13) 0.0229(13) -0.0003(10) -0.0041(10) -0.0087(11) C27 0.0280(15) 0.0244(14) 0.0293(14) -0.0078(11) -0.0032(11) -0.0095(11) C28 0.0288(14) 0.0363(15) 0.0194(13) -0.0044(11) -0.0035(11) -0.0176(12) C29 0.0308(15) 0.0339(15) 0.0187(13) 0.0043(11) -0.0046(11) -0.0166(12) C30 0.0261(14) 0.0220(13) 0.0226(13) -0.0009(10) -0.0021(11) -0.0115(11) C31 0.0500(18) 0.0412(16) 0.0192(14) 0.0024(11) -0.0086(12) -0.0265(14) C32 0.062(2) 0.063(2) 0.0258(15) 0.0050(13) -0.0109(14) -0.0510(17) C33 0.0336(16) 0.0417(16) 0.0292(15) 0.0010(12) 0.0038(12) -0.0150(13) C34 0.045(2) 0.109(3) 0.0307(18) -0.0186(18) -0.0013(15) -0.034(2) N1 0.0280(12) 0.0395(13) 0.0190(12) -0.0031(9) 0.0026(9) -0.0146(11) N2 0.0271(11) 0.0313(12) 0.0141(10) -0.0052(8) 0.0020(8) -0.0191(9) N3 0.0182(10) 0.0225(10) 0.0150(10) -0.0022(8) -0.0001(8) -0.0117(8) N4 0.0246(11) 0.0271(11) 0.0129(10) -0.0004(8) 0.0010(8) -0.0159(9) N5 0.0227(12) 0.0232(12) 0.0390(15) 0.0021(10) 0.0069(10) -0.0091(10) O1 0.0462(12) 0.0530(13) 0.0262(10) -0.0001(8) 0.0084(9) -0.0316(10) O2 0.0554(14) 0.0958(18) 0.0262(11) -0.0256(11) 0.0133(10) -0.0478(13) O3 0.0305(10) 0.0371(10) 0.0178(9) -0.0041(7) 0.0006(7) -0.0226(8) O4 0.0337(10) 0.0421(11) 0.0147(9) 0.0013(7) -0.0029(7) -0.0253(9) O5 0.0313(11) 0.0367(11) 0.0524(13) -0.0019(9) 0.0007(9) -0.0235(9) O6 0.0396(12) 0.0473(12) 0.0361(12) 0.0096(9) 0.0088(9) -0.0240(10) O7 0.0333(10) 0.0446(11) 0.0121(8) -0.0029(7) -0.0004(7) -0.0257(9) O8 0.0278(11) 0.0666(14) 0.0381(12) 0.0028(10) -0.0056(9) -0.0201(10) S1 0.0292(4) 0.0337(4) 0.0153(3) -0.0028(2) 0.0009(3) -0.0194(3) S2 0.0300(4) 0.0438(4) 0.0300(4) 0.0076(3) 0.0011(3) -0.0169(3) S3A 0.0295(5) 0.0271(5) 0.0230(5) -0.0050(4) -0.0005(4) -0.0123(4) O9A 0.0639(16) 0.103(2) 0.0705(17) -0.0575(15) 0.0251(12) -0.0613(15) C35A 0.0314(16) 0.0405(17) 0.0464(18) -0.0108(13) 0.0085(13) -0.0183(13) C36A 0.0391(17) 0.0528(19) 0.0318(16) -0.0193(13) 0.0053(13) -0.0170(15) S3B 0.0303(13) 0.0456(15) 0.0266(12) -0.0053(11) -0.0006(11) -0.0205(11) O9B 0.0639(16) 0.103(2) 0.0705(17) -0.0575(15) 0.0251(12) -0.0613(15) C35B 0.0314(16) 0.0405(17) 0.0464(18) -0.0108(13) 0.0085(13) -0.0183(13) C36B 0.0391(17) 0.0528(19) 0.0318(16) -0.0193(13) 0.0053(13) -0.0170(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 C1 C6 1.376(3) . ? C1 C2 1.385(3) . ? C1 N1 1.466(3) . ? C2 C3 1.380(3) . ? C3 C4 1.393(3) . ? C4 C5 1.396(3) . ? C4 N2 1.403(3) . ? C5 C6 1.389(3) . ? C7 O3 1.228(3) . ? C7 N2 1.371(3) . ? C7 C8 1.477(3) . ? C8 N3 1.359(3) . ? C8 C9 1.399(3) . ? C9 C10 1.420(3) . ? C9 C19 1.490(3) . ? C10 C11 1.394(3) . ? C10 C25 1.487(3) . ? C11 N3 1.370(3) . ? C11 C12 1.484(3) . ? C12 O4 1.223(3) . ? C12 N4 1.366(3) . ? C13 C14 1.398(3) . ? C13 C18 1.402(3) . ? C13 N4 1.405(3) . ? C14 C15 1.386(3) . ? C15 C16 1.379(3) . ? C16 C17 1.386(3) . ? C16 N5 1.465(3) . ? C17 C18 1.377(3) . ? C19 C24 1.391(3) . ? C19 C20 1.398(3) . ? C20 C21 1.386(3) . ? C21 C22 1.385(4) . ? C22 C23 1.381(4) . ? C23 C24 1.386(3) . ? C25 C26 1.393(3) . ? C25 C30 1.394(3) . ? C26 C27 1.388(3) . ? C27 C28 1.382(3) . ? C28 C29 1.387(4) . ? C29 C30 1.388(3) . ? C31 S1 1.775(3) . ? C32 S1 1.777(2) . ? C33 S2 1.787(3) . ? C34 S2 1.767(3) . ? N1 O2 1.226(3) . ? N1 O1 1.230(3) . ? N5 O6 1.232(3) . ? N5 O5 1.237(3) . ? O7 S1 1.5174(16) . ? O8 S2 1.4856(19) . ? S3A O9A 1.462(2) . ? S3A C36A 1.755(3) . ? S3A C35A 1.765(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 C6 C1 C2 122.1(2) . . ? C6 C1 N1 119.1(2) . . ? C2 C1 N1 118.8(2) . . ? C3 C2 C1 118.2(2) . . ? C2 C3 C4 120.9(2) . . ? C3 C4 C5 120.0(2) . . ? C3 C4 N2 116.2(2) . . ? C5 C4 N2 123.8(2) . . ? C6 C5 C4 119.2(2) . . ? C1 C6 C5 119.6(2) . . ? O3 C7 N2 123.9(2) . . ? O3 C7 C8 121.6(2) . . ? N2 C7 C8 114.40(19) . . ? N3 C8 C9 108.30(19) . . ? N3 C8 C7 117.34(19) . . ? C9 C8 C7 134.2(2) . . ? C8 C9 C10 106.68(19) . . ? C8 C9 C19 127.29(19) . . ? C10 C9 C19 126.03(19) . . ? C11 C10 C9 107.22(19) . . ? C11 C10 C25 129.5(2) . . ? C9 C10 C25 123.2(2) . . ? N3 C11 C10 107.90(19) . . ? N3 C11 C12 123.71(19) . . ? C10 C11 C12 128.4(2) . . ? O4 C12 N4 123.3(2) . . ? O4 C12 C11 121.1(2) . . ? N4 C12 C11 115.62(19) . . ? C14 C13 C18 119.6(2) . . ? C14 C13 N4 124.5(2) . . ? C18 C13 N4 115.89(19) . . ? C15 C14 C13 119.5(2) . . ? C16 C15 C14 119.5(2) . . ? C15 C16 C17 122.1(2) . . ? C15 C16 N5 119.5(2) . . ? C17 C16 N5 118.5(2) . . ? C18 C17 C16 118.4(2) . . ? C17 C18 C13 120.8(2) . . ? C24 C19 C20 119.1(2) . . ? C24 C19 C9 120.8(2) . . ? C20 C19 C9 120.1(2) . . ? C21 C20 C19 120.0(2) . . ? C22 C21 C20 120.4(2) . . ? C23 C22 C21 119.9(2) . . ? C22 C23 C24 120.2(2) . . ? C23 C24 C19 120.4(2) . . ? C26 C25 C30 118.7(2) . . ? C26 C25 C10 119.2(2) . . ? C30 C25 C10 122.0(2) . . ? C27 C26 C25 120.8(2) . . ? C28 C27 C26 120.1(2) . . ? C27 C28 C29 119.7(2) . . ? C28 C29 C30 120.3(2) . . ? C29 C30 C25 120.4(2) . . ? O2 N1 O1 123.2(2) . . ? O2 N1 C1 118.3(2) . . ? O1 N1 C1 118.5(2) . . ? C7 N2 C4 129.59(19) . . ? C8 N3 C11 109.89(18) . . ? C12 N4 C13 128.27(19) . . ? O6 N5 O5 123.4(2) . . ? O6 N5 C16 118.3(2) . . ? O5 N5 C16 118.3(2) . . ? O7 S1 C31 105.18(11) . . ? O7 S1 C32 105.06(11) . . ? C31 S1 C32 98.20(13) . . ? O8 S2 C34 106.35(15) . . ? O8 S2 C33 105.71(12) . . ? C34 S2 C33 97.17(14) . . ? O9A S3A C36A 110.18(15) . . ? O9A S3A C35A 108.17(15) . . ? C36A S3A C35A 99.59(14) . . ? 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 N3 H3A O7 0.88 1.92 2.768(2) 162.0 . N4 H4 O7 0.88 1.95 2.828(2) 172.7 . _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.463 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.056 #===END data_compound3_2dmso _database_code_CSD 195414 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H31 N7 O12 S2' _chemical_formula_weight 793.78 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' 'S' 'S' 0.1246 0.1234 '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 8.608(5) _cell_length_b 15.212(5) _cell_length_c 15.257(5) _cell_angle_alpha 67.786(5) _cell_angle_beta 84.475(5) _cell_angle_gamma 73.886(5) _cell_volume 1776.8(13) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 19499 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 25.03 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 0.225 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9670 _exptl_absorpt_correction_T_max 0.9955 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius Kappa CCD Area detector' _diffrn_measurement_method '\f and \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean '9.091 pixels mm^1^' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19499 _diffrn_reflns_av_R_equivalents 0.1126 _diffrn_reflns_av_sigmaI/netI 0.1403 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6028 _reflns_number_gt 3187 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; DENZO (Otwinowski and Minor, 1997), COLLECT (Hooft, 1998) ; _computing_cell_refinement ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998) ; _computing_data_reduction ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998), MAXUS (Mackay et al., 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0480P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0025(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6028 _refine_ls_number_parameters 501 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1424 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1242 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.909 _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 C1 C 0.1869(4) 0.4926(3) 0.1351(3) 0.0227(9) Uani 1 1 d . . . H1 H 0.2179 0.4567 0.1996 0.027 Uiso 1 1 calc R . . C2 C 0.0499(4) 0.5698(3) 0.1105(3) 0.0218(9) Uani 1 1 d . . . C3 C -0.0024(5) 0.6250(3) 0.0184(3) 0.0239(9) Uani 1 1 d . . . H3 H -0.0972 0.6782 0.0029 0.029 Uiso 1 1 calc R . . C4 C 0.0934(4) 0.5971(3) -0.0500(3) 0.0221(9) Uani 1 1 d . . . C5 C 0.2313(4) 0.5204(3) -0.0308(3) 0.0218(9) Uani 1 1 d . . . H5 H 0.2917 0.5038 -0.0804 0.026 Uiso 1 1 calc R . . C6 C 0.2797(4) 0.4680(3) 0.0632(3) 0.0224(9) Uani 1 1 d . . . C7 C 0.5198(4) 0.3451(3) 0.0369(3) 0.0208(9) Uani 1 1 d . . . C8 C 0.6454(4) 0.2562(3) 0.0902(3) 0.0201(9) Uani 1 1 d . . . C9 C 0.6793(4) 0.2024(3) 0.1852(3) 0.0209(9) Uani 1 1 d . . . C10 C 0.8279(4) 0.1314(3) 0.1905(3) 0.0200(9) Uani 1 1 d . . . C11 C 0.8788(4) 0.1438(3) 0.0978(3) 0.0197(9) Uani 1 1 d . . . C12 C 1.0223(4) 0.0844(3) 0.0665(3) 0.0208(9) Uani 1 1 d . . . C13 C 1.1846(4) 0.0761(3) -0.0742(3) 0.0218(9) Uani 1 1 d . . . C14 C 1.2037(5) 0.1309(3) -0.1689(3) 0.0236(9) Uani 1 1 d . . . H14 H 1.1252 0.1903 -0.2009 0.028 Uiso 1 1 calc R . . C15 C 1.3384(4) 0.0976(3) -0.2157(3) 0.0228(9) Uani 1 1 d . . . C16 C 1.4575(4) 0.0121(3) -0.1734(3) 0.0225(9) Uani 1 1 d . . . H16 H 1.5509 -0.0088 -0.2064 0.027 Uiso 1 1 calc R . . C17 C 1.4315(4) -0.0401(3) -0.0809(3) 0.0215(9) Uani 1 1 d . . . C18 C 1.2992(4) -0.0119(3) -0.0298(3) 0.0213(9) Uani 1 1 d . . . H18 H 1.2866 -0.0517 0.0342 0.026 Uiso 1 1 calc R . . C19 C 0.5763(4) 0.2147(3) 0.2660(3) 0.0226(9) Uani 1 1 d . . . C20 C 0.6320(5) 0.2406(3) 0.3331(3) 0.0267(10) Uani 1 1 d . . . H20 H 0.7387 0.2482 0.3287 0.032 Uiso 1 1 calc R . . C21 C 0.5333(5) 0.2555(3) 0.4060(3) 0.0329(11) Uani 1 1 d . . . H21 H 0.5719 0.2735 0.4513 0.039 Uiso 1 1 calc R . . C22 C 0.3782(5) 0.2440(3) 0.4127(3) 0.0331(11) Uani 1 1 d . . . H22 H 0.3103 0.2542 0.4627 0.040 Uiso 1 1 calc R . . C23 C 0.3222(5) 0.2180(3) 0.3474(3) 0.0300(10) Uani 1 1 d . . . H23 H 0.2154 0.2105 0.3521 0.036 Uiso 1 1 calc R . . C24 C 0.4212(5) 0.2026(3) 0.2748(3) 0.0248(9) Uani 1 1 d . . . H24 H 0.3823 0.1834 0.2304 0.030 Uiso 1 1 calc R . . C25 C 0.9112(4) 0.0569(3) 0.2797(3) 0.0221(9) Uani 1 1 d . . . C26 C 1.0704(4) 0.0483(3) 0.2988(3) 0.0247(9) Uani 1 1 d . . . H26 H 1.1287 0.0898 0.2540 0.030 Uiso 1 1 calc R . . C27 C 1.1446(5) -0.0205(3) 0.3829(3) 0.0319(11) Uani 1 1 d . . . H27 H 1.2536 -0.0260 0.3956 0.038 Uiso 1 1 calc R . . C28 C 1.0599(6) -0.0810(3) 0.4483(3) 0.0376(11) Uani 1 1 d . . . H28 H 1.1117 -0.1288 0.5054 0.045 Uiso 1 1 calc R . . C29 C 0.9007(6) -0.0725(3) 0.4313(3) 0.0353(11) Uani 1 1 d . . . H29 H 0.8426 -0.1141 0.4763 0.042 Uiso 1 1 calc R . . C30 C 0.8266(5) -0.0023(3) 0.3475(3) 0.0279(10) Uani 1 1 d . . . H30 H 0.7161 0.0053 0.3364 0.033 Uiso 1 1 calc R . . C31 C 0.7663(5) 0.5259(3) 0.4853(3) 0.0411(12) Uani 1 1 d . . . H31A H 0.6649 0.5728 0.4904 0.062 Uiso 1 1 calc R . . H31B H 0.8345 0.5607 0.4371 0.062 Uiso 1 1 calc R . . H31C H 0.8232 0.4944 0.5465 0.062 Uiso 1 1 calc R . . C32 C 0.9243(5) 0.3597(3) 0.4584(3) 0.0445(12) Uani 1 1 d . . . H32A H 0.9671 0.3357 0.5229 0.067 Uiso 1 1 calc R . . H32B H 0.9925 0.3982 0.4141 0.067 Uiso 1 1 calc R . . H32C H 0.9239 0.3036 0.4416 0.067 Uiso 1 1 calc R . . C33 C 0.7290(7) 0.2044(4) 0.7351(4) 0.0593(16) Uani 1 1 d . . . H33A H 0.8310 0.1542 0.7394 0.089 Uiso 1 1 calc R . . H33B H 0.6760 0.2232 0.6742 0.089 Uiso 1 1 calc R . . H33C H 0.6581 0.1780 0.7868 0.089 Uiso 1 1 calc R . . C34 C 0.5679(6) 0.3761(5) 0.7450(4) 0.0673(18) Uani 1 1 d . . . H34A H 0.5084 0.3355 0.7944 0.101 Uiso 1 1 calc R . . H34B H 0.5169 0.3963 0.6833 0.101 Uiso 1 1 calc R . . H34C H 0.5664 0.4346 0.7582 0.101 Uiso 1 1 calc R . . N1 N -0.0469(4) 0.5927(3) 0.1879(3) 0.0295(8) Uani 1 1 d . . . N2 N 0.0413(4) 0.6506(2) -0.1489(2) 0.0264(8) Uani 1 1 d . . . N3 N 0.4153(4) 0.3873(2) 0.0920(2) 0.0251(8) Uani 1 1 d . . . H3A H 0.4359 0.3603 0.1532 0.030 Uiso 1 1 calc R . . N4 N 0.7654(3) 0.2207(2) 0.0379(2) 0.0194(7) Uani 1 1 d . . . H4 H 0.7697 0.2433 -0.0244 0.023 Uiso 1 1 calc R . . N5 N 1.0493(4) 0.1152(2) -0.0291(2) 0.0237(8) Uani 1 1 d . . . H5A H 0.9742 0.1644 -0.0656 0.028 Uiso 1 1 calc R . . N6 N 1.3551(4) 0.1585(3) -0.3156(2) 0.0293(8) Uani 1 1 d . . . N7 N 1.5525(4) -0.1327(2) -0.0309(3) 0.0244(8) Uani 1 1 d . . . O1 O 0.0052(3) 0.5475(2) 0.2690(2) 0.0341(7) Uani 1 1 d . . . O2 O -0.1755(3) 0.6564(2) 0.1662(2) 0.0391(8) Uani 1 1 d . . . O3 O -0.0786(4) 0.7208(2) -0.1671(2) 0.0385(8) Uani 1 1 d . . . O4 O 0.1190(3) 0.6215(2) -0.20953(19) 0.0357(7) Uani 1 1 d . . . O5 O 0.5147(3) 0.3793(2) -0.04923(19) 0.0284(7) Uani 1 1 d . . . O6 O 1.1102(3) 0.0112(2) 0.12324(18) 0.0301(7) Uani 1 1 d . . . O7 O 1.2495(4) 0.2339(2) -0.35233(19) 0.0420(8) Uani 1 1 d . . . O8 O 1.4744(4) 0.1290(2) -0.3580(2) 0.0427(8) Uani 1 1 d . . . O9 O 1.6663(3) -0.1620(2) -0.07674(19) 0.0336(7) Uani 1 1 d . . . O10 O 1.5345(3) -0.1748(2) 0.0539(2) 0.0315(7) Uani 1 1 d . . . O11 O 0.6356(3) 0.3780(2) 0.53394(19) 0.0348(7) Uani 1 1 d . . . O12 O 0.8331(3) 0.2750(2) 0.84337(17) 0.0272(7) Uani 1 1 d . . . S1 S 0.72342(13) 0.43523(8) 0.45242(8) 0.0338(3) Uani 1 1 d . . . S2 S 0.76805(12) 0.30797(8) 0.74368(7) 0.0271(3) Uani 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 C1 0.021(2) 0.019(2) 0.027(2) -0.0073(18) -0.0006(16) -0.0055(18) C2 0.020(2) 0.021(2) 0.027(2) -0.0130(19) 0.0065(17) -0.0066(19) C3 0.019(2) 0.017(2) 0.037(3) -0.012(2) -0.0026(17) -0.0018(18) C4 0.018(2) 0.020(2) 0.027(2) -0.0067(18) -0.0019(16) -0.0052(18) C5 0.020(2) 0.022(2) 0.026(2) -0.0102(19) 0.0005(16) -0.0078(18) C6 0.018(2) 0.016(2) 0.029(2) -0.0057(18) 0.0026(17) -0.0024(18) C7 0.020(2) 0.021(2) 0.023(3) -0.0112(19) 0.0025(16) -0.0055(18) C8 0.022(2) 0.019(2) 0.018(2) -0.0073(18) -0.0009(16) -0.0021(18) C9 0.016(2) 0.023(2) 0.026(2) -0.0119(19) 0.0007(16) -0.0061(18) C10 0.020(2) 0.021(2) 0.019(2) -0.0083(18) -0.0014(16) -0.0044(18) C11 0.019(2) 0.021(2) 0.021(2) -0.0079(18) 0.0018(16) -0.0082(18) C12 0.019(2) 0.025(2) 0.019(2) -0.0091(19) -0.0008(16) -0.0062(19) C13 0.020(2) 0.023(2) 0.022(2) -0.0096(19) 0.0028(16) -0.0033(18) C14 0.021(2) 0.025(2) 0.025(2) -0.0092(19) -0.0008(16) -0.0045(18) C15 0.023(2) 0.025(2) 0.021(2) -0.0085(19) 0.0017(16) -0.0079(19) C16 0.019(2) 0.027(2) 0.026(2) -0.015(2) 0.0021(16) -0.0058(19) C17 0.017(2) 0.021(2) 0.028(2) -0.0123(19) -0.0006(16) -0.0025(18) C18 0.021(2) 0.022(2) 0.023(2) -0.0110(18) 0.0008(16) -0.0052(18) C19 0.024(2) 0.021(2) 0.019(2) -0.0065(18) 0.0040(16) -0.0020(18) C20 0.019(2) 0.037(3) 0.024(2) -0.012(2) 0.0036(17) -0.007(2) C21 0.038(3) 0.038(3) 0.027(3) -0.018(2) -0.0020(19) -0.007(2) C22 0.032(3) 0.040(3) 0.026(2) -0.015(2) 0.0069(18) -0.005(2) C23 0.023(2) 0.042(3) 0.028(2) -0.016(2) 0.0048(17) -0.009(2) C24 0.025(2) 0.028(2) 0.022(2) -0.0114(19) 0.0003(17) -0.0059(19) C25 0.022(2) 0.024(2) 0.019(2) -0.0115(19) -0.0001(16) -0.0004(18) C26 0.021(2) 0.026(2) 0.025(2) -0.0106(19) 0.0015(17) -0.0012(19) C27 0.030(3) 0.032(3) 0.030(3) -0.013(2) -0.0085(19) 0.002(2) C28 0.044(3) 0.028(3) 0.030(3) -0.009(2) -0.012(2) 0.006(2) C29 0.051(3) 0.026(2) 0.025(3) -0.002(2) -0.002(2) -0.014(2) C30 0.028(2) 0.029(2) 0.027(2) -0.011(2) -0.0014(18) -0.007(2) C31 0.033(3) 0.035(3) 0.055(3) -0.014(2) 0.001(2) -0.011(2) C32 0.035(3) 0.036(3) 0.054(3) -0.015(2) 0.009(2) -0.002(2) C33 0.099(5) 0.037(3) 0.046(3) -0.009(3) -0.025(3) -0.024(3) C34 0.041(3) 0.098(5) 0.044(3) -0.035(3) -0.020(2) 0.031(3) N1 0.026(2) 0.027(2) 0.036(2) -0.0149(18) 0.0034(16) -0.0026(17) N2 0.021(2) 0.025(2) 0.032(2) -0.0083(17) -0.0033(15) -0.0069(17) N3 0.0248(19) 0.0253(19) 0.0201(18) -0.0082(15) -0.0021(14) 0.0022(16) N4 0.0201(18) 0.0196(18) 0.0175(18) -0.0068(14) -0.0002(13) -0.0034(14) N5 0.0178(18) 0.0237(19) 0.023(2) -0.0075(15) -0.0004(13) 0.0028(15) N6 0.030(2) 0.034(2) 0.026(2) -0.0150(18) 0.0044(16) -0.0074(19) N7 0.020(2) 0.0238(19) 0.032(2) -0.0140(18) -0.0012(15) -0.0029(16) O1 0.0387(19) 0.0309(17) 0.0269(18) -0.0092(15) 0.0053(13) -0.0039(15) O2 0.0236(18) 0.0426(19) 0.047(2) -0.0222(16) 0.0025(13) 0.0045(16) O3 0.0353(19) 0.0309(18) 0.0372(19) -0.0057(14) -0.0093(14) 0.0033(16) O4 0.0359(18) 0.0360(18) 0.0252(17) -0.0072(14) 0.0009(13) 0.0001(15) O5 0.0288(17) 0.0282(16) 0.0228(17) -0.0079(13) 0.0015(12) -0.0015(13) O6 0.0277(16) 0.0263(16) 0.0226(16) -0.0044(13) -0.0001(12) 0.0079(13) O7 0.049(2) 0.0330(19) 0.0246(17) -0.0018(14) 0.0046(14) 0.0049(17) O8 0.0352(19) 0.054(2) 0.0289(18) -0.0111(16) 0.0088(14) -0.0042(17) O9 0.0221(17) 0.0386(18) 0.0386(18) -0.0217(15) -0.0004(13) 0.0051(14) O10 0.0309(17) 0.0275(17) 0.0293(19) -0.0074(14) -0.0021(13) -0.0003(14) O11 0.0334(17) 0.0360(17) 0.0332(17) -0.0065(14) 0.0007(13) -0.0153(15) O12 0.0234(16) 0.0333(17) 0.0206(15) -0.0105(13) -0.0032(11) 0.0010(13) S1 0.0318(7) 0.0336(7) 0.0304(7) -0.0055(5) -0.0042(5) -0.0072(5) S2 0.0274(6) 0.0273(6) 0.0232(6) -0.0076(5) -0.0023(4) -0.0034(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 C1 C2 1.376(5) . ? C1 C6 1.398(5) . ? C2 C3 1.379(5) . ? C2 N1 1.473(5) . ? C3 C4 1.387(5) . ? C4 C5 1.377(5) . ? C4 N2 1.463(5) . ? C5 C6 1.390(5) . ? C6 N3 1.400(5) . ? C7 O5 1.216(4) . ? C7 N3 1.368(5) . ? C7 C8 1.478(5) . ? C8 N4 1.362(5) . ? C8 C9 1.381(5) . ? C9 C10 1.413(5) . ? C9 C19 1.489(5) . ? C10 C11 1.396(5) . ? C10 C25 1.491(5) . ? C11 N4 1.374(5) . ? C11 C12 1.471(5) . ? C12 O6 1.221(4) . ? C12 N5 1.371(5) . ? C13 C14 1.389(5) . ? C13 C18 1.391(5) . ? C13 N5 1.398(5) . ? C14 C15 1.377(5) . ? C15 C16 1.382(5) . ? C15 N6 1.473(5) . ? C16 C17 1.365(5) . ? C17 C18 1.377(5) . ? C17 N7 1.476(5) . ? C19 C24 1.385(5) . ? C19 C20 1.391(5) . ? C20 C21 1.383(5) . ? C21 C22 1.383(6) . ? C22 C23 1.370(6) . ? C23 C24 1.384(5) . ? C25 C30 1.388(5) . ? C25 C26 1.388(5) . ? C26 C27 1.385(6) . ? C27 C28 1.383(6) . ? C28 C29 1.381(6) . ? C29 C30 1.388(6) . ? C31 S1 1.769(4) . ? C32 S1 1.780(4) . ? C33 S2 1.753(5) . ? C34 S2 1.749(5) . ? N1 O1 1.223(4) . ? N1 O2 1.228(4) . ? N2 O3 1.226(4) . ? N2 O4 1.235(4) . ? N6 O7 1.220(4) . ? N6 O8 1.229(4) . ? N7 O10 1.223(4) . ? N7 O9 1.229(4) . ? O11 S1 1.497(3) . ? O12 S2 1.520(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 C2 C1 C6 118.7(4) . . ? C1 C2 C3 123.8(3) . . ? C1 C2 N1 117.4(3) . . ? C3 C2 N1 118.8(3) . . ? C2 C3 C4 115.1(4) . . ? C5 C4 C3 124.4(4) . . ? C5 C4 N2 117.8(3) . . ? C3 C4 N2 117.7(3) . . ? C4 C5 C6 118.1(4) . . ? C5 C6 C1 119.9(4) . . ? C5 C6 N3 123.5(3) . . ? C1 C6 N3 116.5(3) . . ? O5 C7 N3 123.2(4) . . ? O5 C7 C8 122.1(3) . . ? N3 C7 C8 114.6(3) . . ? N4 C8 C9 109.2(3) . . ? N4 C8 C7 116.2(3) . . ? C9 C8 C7 134.4(3) . . ? C8 C9 C10 106.7(3) . . ? C8 C9 C19 126.5(3) . . ? C10 C9 C19 126.7(3) . . ? C11 C10 C9 107.4(3) . . ? C11 C10 C25 127.3(3) . . ? C9 C10 C25 125.3(3) . . ? N4 C11 C10 107.7(3) . . ? N4 C11 C12 124.4(3) . . ? C10 C11 C12 127.9(3) . . ? O6 C12 N5 122.5(3) . . ? O6 C12 C11 121.2(3) . . ? N5 C12 C11 116.3(3) . . ? C14 C13 C18 119.3(3) . . ? C14 C13 N5 116.5(3) . . ? C18 C13 N5 124.1(3) . . ? C15 C14 C13 118.9(4) . . ? C14 C15 C16 123.6(4) . . ? C14 C15 N6 117.1(3) . . ? C16 C15 N6 119.3(3) . . ? C17 C16 C15 115.3(3) . . ? C16 C17 C18 124.3(4) . . ? C16 C17 N7 118.6(3) . . ? C18 C17 N7 117.0(3) . . ? C17 C18 C13 118.5(4) . . ? C24 C19 C20 118.7(3) . . ? C24 C19 C9 120.4(3) . . ? C20 C19 C9 120.9(3) . . ? C21 C20 C19 120.5(4) . . ? C20 C21 C22 119.8(4) . . ? C23 C22 C21 120.2(4) . . ? C22 C23 C24 120.0(4) . . ? C23 C24 C19 120.8(4) . . ? C30 C25 C26 118.8(4) . . ? C30 C25 C10 119.7(3) . . ? C26 C25 C10 121.4(3) . . ? C27 C26 C25 120.4(4) . . ? C28 C27 C26 119.9(4) . . ? C29 C28 C27 120.5(4) . . ? C28 C29 C30 119.1(4) . . ? C25 C30 C29 121.1(4) . . ? O1 N1 O2 124.3(3) . . ? O1 N1 C2 118.5(3) . . ? O2 N1 C2 117.2(3) . . ? O3 N2 O4 123.4(3) . . ? O3 N2 C4 118.4(3) . . ? O4 N2 C4 118.2(3) . . ? C7 N3 C6 128.1(3) . . ? C8 N4 C11 109.0(3) . . ? C12 N5 C13 126.4(3) . . ? O7 N6 O8 123.6(3) . . ? O7 N6 C15 118.8(3) . . ? O8 N6 C15 117.5(3) . . ? O10 N7 O9 124.1(3) . . ? O10 N7 C17 118.0(3) . . ? O9 N7 C17 117.9(3) . . ? O11 S1 C31 106.3(2) . . ? O11 S1 C32 106.1(2) . . ? C31 S1 C32 98.0(2) . . ? O12 S2 C34 105.52(19) . . ? O12 S2 C33 106.0(2) . . ? C34 S2 C33 98.3(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 N4 H4 O12 0.88 1.95 2.812(4) 166.2 1_554 N5 H5A O12 0.88 1.91 2.787(4) 172.5 1_554 _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.297 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.069 #===END data_compound3 _database_code_CSD 195415 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H19 N7 O10' _chemical_formula_weight 637.52 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.3034(11) _cell_length_b 10.1636(5) _cell_length_c 13.4570(6) _cell_angle_alpha 90.00 _cell_angle_beta 104.057(2) _cell_angle_gamma 90.00 _cell_volume 2693.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 17978 _cell_measurement_theta_min 3.04 _cell_measurement_theta_max 25.03 _exptl_crystal_description Colourless _exptl_crystal_colour Prism _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.122 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9879 _exptl_absorpt_correction_T_max 0.9964 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius Kappa CCD Area detector' _diffrn_measurement_method '\f and \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean '9.091 pixels mm^1^' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17978 _diffrn_reflns_av_R_equivalents 0.0965 _diffrn_reflns_av_sigmaI/netI 0.1142 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4716 _reflns_number_gt 2684 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; DENZO (Otwinowski and Minor, 1997), COLLECT (Hooft, 1998) ; _computing_cell_refinement ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998) ; _computing_data_reduction ; DENZO (Otwinowski and MInor, 1997), COLLECT (Hooft, 1998), MAXUS (Mackay et al., 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0563P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0021(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4716 _refine_ls_number_parameters 425 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1256 _refine_ls_R_factor_gt 0.0550 _refine_ls_wR_factor_ref 0.1308 _refine_ls_wR_factor_gt 0.1074 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.928 _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 C1 C -0.40669(14) 1.0375(3) -0.2050(2) 0.0270(7) Uani 1 1 d . . . H1 H -0.4151 0.9783 -0.2613 0.032 Uiso 1 1 calc R . . C2 C -0.43992(15) 1.1556(3) -0.2127(2) 0.0278(7) Uani 1 1 d . . . C3 C -0.42798(15) 1.2483(3) -0.1355(2) 0.0294(8) Uani 1 1 d . . . H3 H -0.4497 1.3318 -0.1433 0.035 Uiso 1 1 calc R . . C4 C -0.38242(15) 1.2116(3) -0.0466(2) 0.0279(7) Uani 1 1 d . . . C5 C -0.34863(14) 1.0928(3) -0.0319(2) 0.0261(7) Uani 1 1 d . . . H5 H -0.3184 1.0716 0.0319 0.031 Uiso 1 1 calc R . . C6 C -0.36028(14) 1.0051(3) -0.1136(2) 0.0270(7) Uani 1 1 d . . . C7 C -0.26762(15) 0.8457(3) -0.0489(2) 0.0256(7) Uani 1 1 d . . . C8 C -0.24326(14) 0.7157(3) -0.0705(2) 0.0240(7) Uani 1 1 d . . . C9 C -0.26185(14) 0.6255(3) -0.1505(2) 0.0257(7) Uani 1 1 d . . . C10 C -0.21605(14) 0.5188(3) -0.1269(2) 0.0249(7) Uani 1 1 d . . . C11 C -0.17056(15) 0.5484(3) -0.0348(2) 0.0260(7) Uani 1 1 d . . . C12 C -0.10639(15) 0.4869(3) 0.0234(2) 0.0288(8) Uani 1 1 d . . . C13 C -0.02639(15) 0.3073(3) 0.0031(2) 0.0266(7) Uani 1 1 d . . . C14 C 0.01781(14) 0.3106(3) 0.1000(2) 0.0266(7) Uani 1 1 d . . . H14 H 0.0121 0.3732 0.1497 0.032 Uiso 1 1 calc R . . C15 C 0.06985(14) 0.2206(3) 0.1217(2) 0.0254(7) Uani 1 1 d . . . C16 C 0.08126(14) 0.1269(3) 0.0543(2) 0.0266(7) Uani 1 1 d . . . H16 H 0.1180 0.0665 0.0718 0.032 Uiso 1 1 calc R . . C17 C 0.03604(15) 0.1260(3) -0.0405(2) 0.0266(7) Uani 1 1 d . . . C18 C -0.01630(15) 0.2143(3) -0.0679(2) 0.0292(7) Uani 1 1 d . . . H18 H -0.0455 0.2120 -0.1348 0.035 Uiso 1 1 calc R . . C19 C -0.31778(14) 0.6361(3) -0.2445(2) 0.0259(7) Uani 1 1 d . . . C20 C -0.36823(15) 0.5396(3) -0.2666(2) 0.0293(8) Uani 1 1 d . . . H20 H -0.3667 0.4674 -0.2213 0.035 Uiso 1 1 calc R . . C21 C -0.42029(15) 0.5487(3) -0.3540(2) 0.0324(8) Uani 1 1 d . . . H21 H -0.4542 0.4824 -0.3686 0.039 Uiso 1 1 calc R . . C22 C -0.42343(16) 0.6531(3) -0.4199(2) 0.0334(8) Uani 1 1 d . . . H22 H -0.4596 0.6589 -0.4796 0.040 Uiso 1 1 calc R . . C23 C -0.37428(15) 0.7490(3) -0.3996(2) 0.0307(8) Uani 1 1 d . . . H23 H -0.3767 0.8214 -0.4450 0.037 Uiso 1 1 calc R . . C24 C -0.32138(15) 0.7402(3) -0.3130(2) 0.0280(7) Uani 1 1 d . . . H24 H -0.2871 0.8059 -0.3001 0.034 Uiso 1 1 calc R . . C25 C -0.21548(14) 0.3967(3) -0.1873(2) 0.0259(7) Uani 1 1 d . . . C26 C -0.22702(14) 0.2750(3) -0.1461(2) 0.0283(8) Uani 1 1 d . . . H26 H -0.2393 0.2722 -0.0824 0.034 Uiso 1 1 calc R . . C27 C -0.22091(15) 0.1589(3) -0.1963(2) 0.0325(8) Uani 1 1 d . . . H27 H -0.2284 0.0769 -0.1669 0.039 Uiso 1 1 calc R . . C28 C -0.20386(15) 0.1627(3) -0.2897(2) 0.0346(8) Uani 1 1 d . . . H28 H -0.1991 0.0831 -0.3243 0.042 Uiso 1 1 calc R . . C29 C -0.19366(16) 0.2824(3) -0.3328(2) 0.0347(8) Uani 1 1 d . . . H29 H -0.1827 0.2849 -0.3976 0.042 Uiso 1 1 calc R . . C30 C -0.19938(14) 0.3985(3) -0.2816(2) 0.0310(8) Uani 1 1 d . . . H30 H -0.1922 0.4803 -0.3115 0.037 Uiso 1 1 calc R . . N1 N -0.49155(13) 1.1836(3) -0.3074(2) 0.0348(7) Uani 1 1 d . . . N2 N -0.37043(13) 1.3051(3) 0.0394(2) 0.0383(7) Uani 1 1 d . . . N3 N -0.32903(12) 0.8820(2) -0.10999(18) 0.0275(6) Uani 1 1 d . . . H3A H -0.3513 0.8213 -0.1515 0.033 Uiso 1 1 calc R . . N4 N -0.18831(12) 0.6659(2) -0.00170(18) 0.0269(6) Uani 1 1 d . . . H4 H -0.1674 0.7045 0.0559 0.032 Uiso 1 1 calc R . . N5 N -0.08228(12) 0.3901(2) -0.02924(18) 0.0305(6) Uani 1 1 d . . . H5A H -0.1055 0.3784 -0.0929 0.037 Uiso 1 1 calc R . . N6 N 0.11675(13) 0.2197(2) 0.2247(2) 0.0287(6) Uani 1 1 d . . . N7 N 0.04281(14) 0.0217(2) -0.1136(2) 0.0311(6) Uani 1 1 d . . . O1 O -0.50316(11) 1.0999(2) -0.37534(17) 0.0428(6) Uani 1 1 d . . . O2 O -0.52156(11) 1.2890(2) -0.31318(17) 0.0433(6) Uani 1 1 d . . . O3 O -0.36997(14) 1.4222(2) 0.01907(19) 0.0594(8) Uani 1 1 d . . . O4 O -0.36157(11) 1.2602(2) 0.12555(19) 0.0436(6) Uani 1 1 d . . . O5 O -0.23393(10) 0.9170(2) 0.01782(16) 0.0350(6) Uani 1 1 d . . . O6 O -0.07720(10) 0.5250(2) 0.10779(16) 0.0363(6) Uani 1 1 d . . . O7 O 0.10674(10) 0.2968(2) 0.28898(16) 0.0369(6) Uani 1 1 d . . . O8 O 0.16390(10) 0.1413(2) 0.24050(16) 0.0366(6) Uani 1 1 d . . . O9 O 0.08917(11) -0.0576(2) -0.08543(16) 0.0377(6) Uani 1 1 d . . . O10 O 0.00039(11) 0.0177(2) -0.19608(17) 0.0367(6) Uani 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 C1 0.0285(17) 0.0286(17) 0.0241(19) -0.0008(14) 0.0066(15) -0.0021(14) C2 0.0259(17) 0.0338(18) 0.0224(19) 0.0080(15) 0.0037(15) 0.0009(14) C3 0.0319(18) 0.0256(17) 0.031(2) 0.0046(15) 0.0080(16) 0.0001(14) C4 0.0309(17) 0.0294(17) 0.0241(19) -0.0046(15) 0.0083(15) -0.0033(15) C5 0.0269(17) 0.0303(17) 0.0200(18) 0.0020(14) 0.0038(14) -0.0016(14) C6 0.0297(18) 0.0255(17) 0.0271(19) 0.0009(15) 0.0092(15) -0.0045(14) C7 0.0257(17) 0.0331(18) 0.0176(18) 0.0049(15) 0.0046(15) -0.0024(14) C8 0.0295(17) 0.0238(16) 0.0182(18) 0.0014(14) 0.0051(14) 0.0022(13) C9 0.0250(16) 0.0280(17) 0.0220(18) 0.0050(14) 0.0019(14) -0.0002(14) C10 0.0265(17) 0.0282(17) 0.0188(18) 0.0028(14) 0.0032(14) -0.0015(13) C11 0.0314(18) 0.0268(17) 0.0191(18) 0.0009(14) 0.0050(15) 0.0032(14) C12 0.0312(19) 0.0315(18) 0.0230(19) 0.0044(16) 0.0052(16) 0.0008(15) C13 0.0295(18) 0.0281(16) 0.0209(18) 0.0027(15) 0.0040(15) -0.0001(14) C14 0.0294(18) 0.0295(17) 0.0203(19) -0.0006(14) 0.0047(15) -0.0002(14) C15 0.0264(17) 0.0290(17) 0.0195(18) 0.0029(14) 0.0027(15) -0.0003(14) C16 0.0262(17) 0.0295(17) 0.0245(19) 0.0023(14) 0.0072(15) -0.0005(14) C17 0.0336(18) 0.0264(17) 0.0225(19) -0.0030(14) 0.0118(16) -0.0034(14) C18 0.0295(18) 0.0328(18) 0.0237(19) 0.0017(15) 0.0032(15) -0.0034(15) C19 0.0271(17) 0.0299(17) 0.0196(18) -0.0009(14) 0.0035(14) 0.0049(14) C20 0.0346(19) 0.0295(17) 0.0232(19) -0.0003(14) 0.0058(16) 0.0028(15) C21 0.0315(19) 0.0352(19) 0.027(2) -0.0079(16) 0.0005(16) -0.0032(15) C22 0.0324(19) 0.043(2) 0.0216(19) -0.0052(17) -0.0003(15) 0.0075(16) C23 0.0361(19) 0.0351(18) 0.0204(19) 0.0034(15) 0.0059(16) 0.0062(16) C24 0.0299(18) 0.0331(18) 0.0187(18) 0.0016(14) 0.0014(15) 0.0018(14) C25 0.0234(17) 0.0284(18) 0.0242(19) 0.0027(14) 0.0027(14) 0.0045(13) C26 0.0290(18) 0.037(2) 0.0189(18) 0.0029(15) 0.0051(14) 0.0010(14) C27 0.0375(19) 0.0264(17) 0.033(2) 0.0026(15) 0.0084(17) 0.0003(14) C28 0.0346(19) 0.0310(18) 0.037(2) -0.0087(16) 0.0072(17) -0.0007(14) C29 0.041(2) 0.041(2) 0.0244(19) -0.0047(16) 0.0123(16) -0.0023(15) C30 0.0330(19) 0.0323(18) 0.026(2) 0.0032(15) 0.0047(16) -0.0056(15) N1 0.0312(16) 0.0380(17) 0.0344(18) 0.0074(15) 0.0063(14) 0.0001(14) N2 0.0411(17) 0.0393(18) 0.034(2) -0.0046(15) 0.0076(15) 0.0076(14) N3 0.0310(15) 0.0238(14) 0.0238(15) -0.0034(11) -0.0010(12) 0.0012(11) N4 0.0289(14) 0.0337(15) 0.0148(14) -0.0016(12) -0.0011(12) 0.0028(12) N5 0.0307(15) 0.0365(15) 0.0189(15) -0.0014(12) -0.0045(12) 0.0076(12) N6 0.0275(15) 0.0294(15) 0.0279(17) 0.0045(13) 0.0045(13) 0.0019(13) N7 0.0360(17) 0.0316(15) 0.0280(17) -0.0007(13) 0.0124(14) -0.0031(13) O1 0.0471(14) 0.0426(14) 0.0306(14) -0.0029(12) -0.0064(12) 0.0088(11) O2 0.0459(15) 0.0377(13) 0.0428(16) 0.0073(12) 0.0043(12) 0.0143(12) O3 0.089(2) 0.0265(14) 0.0556(18) -0.0049(13) 0.0027(15) 0.0027(13) O4 0.0501(15) 0.0481(14) 0.0316(16) -0.0057(12) 0.0079(12) 0.0055(11) O5 0.0336(13) 0.0345(12) 0.0301(14) -0.0073(11) -0.0053(11) 0.0023(10) O6 0.0374(13) 0.0420(13) 0.0223(13) -0.0050(11) -0.0066(11) 0.0081(10) O7 0.0429(14) 0.0410(13) 0.0228(13) -0.0088(11) 0.0001(11) 0.0083(11) O8 0.0318(13) 0.0383(13) 0.0358(14) 0.0021(11) 0.0008(11) 0.0098(11) O9 0.0391(13) 0.0360(13) 0.0394(15) -0.0013(11) 0.0121(12) 0.0059(11) O10 0.0432(14) 0.0431(13) 0.0209(13) -0.0029(11) 0.0024(11) -0.0051(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 C1 C2 1.368(4) . ? C1 C6 1.395(4) . ? C2 C3 1.380(4) . ? C2 N1 1.468(4) . ? C3 C4 1.375(4) . ? C4 C5 1.379(4) . ? C4 N2 1.471(4) . ? C5 C6 1.391(4) . ? C6 N3 1.399(3) . ? C7 O5 1.225(3) . ? C7 N3 1.367(4) . ? C7 C8 1.464(4) . ? C8 N4 1.362(3) . ? C8 C9 1.395(4) . ? C9 C10 1.413(4) . ? C9 C19 1.485(4) . ? C10 C11 1.387(4) . ? C10 C25 1.486(4) . ? C11 N4 1.354(3) . ? C11 C12 1.485(4) . ? C12 O6 1.209(3) . ? C12 N5 1.371(4) . ? C13 C14 1.392(4) . ? C13 N5 1.395(4) . ? C13 C18 1.395(4) . ? C14 C15 1.374(4) . ? C15 C16 1.374(4) . ? C15 N6 1.478(4) . ? C16 C17 1.379(4) . ? C17 C18 1.371(4) . ? C17 N7 1.475(4) . ? C19 C24 1.394(4) . ? C19 C20 1.397(4) . ? C20 C21 1.380(4) . ? C21 C22 1.374(4) . ? C22 C23 1.374(4) . ? C23 C24 1.382(4) . ? C25 C30 1.385(4) . ? C25 C26 1.399(4) . ? C26 C27 1.380(4) . ? C27 C28 1.383(4) . ? C28 C29 1.385(4) . ? C29 C30 1.385(4) . ? N1 O2 1.226(3) . ? N1 O1 1.229(3) . ? N2 O4 1.218(3) . ? N2 O3 1.222(3) . ? N6 O7 1.220(3) . ? N6 O8 1.224(3) . ? N7 O9 1.227(3) . ? N7 O10 1.229(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 C2 C1 C6 119.3(3) . . ? C1 C2 C3 123.3(3) . . ? C1 C2 N1 118.1(3) . . ? C3 C2 N1 118.6(3) . . ? C4 C3 C2 115.3(3) . . ? C3 C4 C5 124.7(3) . . ? C3 C4 N2 117.2(3) . . ? C5 C4 N2 118.1(3) . . ? C4 C5 C6 117.7(3) . . ? C5 C6 C1 119.6(3) . . ? C5 C6 N3 123.9(3) . . ? C1 C6 N3 116.5(3) . . ? O5 C7 N3 123.1(3) . . ? O5 C7 C8 121.6(3) . . ? N3 C7 C8 115.3(3) . . ? N4 C8 C9 107.7(2) . . ? N4 C8 C7 117.4(3) . . ? C9 C8 C7 134.8(3) . . ? C8 C9 C10 106.9(3) . . ? C8 C9 C19 128.2(3) . . ? C10 C9 C19 124.9(3) . . ? C11 C10 C9 107.1(3) . . ? C11 C10 C25 125.3(2) . . ? C9 C10 C25 127.6(3) . . ? N4 C11 C10 108.2(2) . . ? N4 C11 C12 117.8(3) . . ? C10 C11 C12 133.6(3) . . ? O6 C12 N5 124.0(3) . . ? O6 C12 C11 121.9(3) . . ? N5 C12 C11 114.0(3) . . ? C14 C13 N5 124.6(3) . . ? C14 C13 C18 119.3(3) . . ? N5 C13 C18 116.0(3) . . ? C15 C14 C13 118.1(3) . . ? C16 C15 C14 124.4(3) . . ? C16 C15 N6 116.2(3) . . ? C14 C15 N6 119.3(3) . . ? C15 C16 C17 115.8(3) . . ? C18 C17 C16 122.9(3) . . ? C18 C17 N7 118.8(3) . . ? C16 C17 N7 118.2(3) . . ? C17 C18 C13 119.5(3) . . ? C24 C19 C20 118.3(3) . . ? C24 C19 C9 121.7(3) . . ? C20 C19 C9 120.0(3) . . ? C21 C20 C19 120.3(3) . . ? C22 C21 C20 120.5(3) . . ? C21 C22 C23 120.1(3) . . ? C22 C23 C24 120.0(3) . . ? C23 C24 C19 120.8(3) . . ? C30 C25 C26 118.3(3) . . ? C30 C25 C10 121.7(3) . . ? C26 C25 C10 119.8(3) . . ? C27 C26 C25 121.2(3) . . ? C26 C27 C28 119.6(3) . . ? C27 C28 C29 120.1(3) . . ? C28 C29 C30 120.0(3) . . ? C29 C30 C25 120.8(3) . . ? O2 N1 O1 123.7(3) . . ? O2 N1 C2 117.6(3) . . ? O1 N1 C2 118.6(3) . . ? O4 N2 O3 124.8(3) . . ? O4 N2 C4 117.7(3) . . ? O3 N2 C4 117.5(3) . . ? C7 N3 C6 127.0(2) . . ? C11 N4 C8 110.1(2) . . ? C12 N5 C13 129.6(3) . . ? O7 N6 O8 123.6(3) . . ? O7 N6 C15 118.7(2) . . ? O8 N6 C15 117.7(3) . . ? O9 N7 O10 125.0(2) . . ? O9 N7 C17 117.0(3) . . ? O10 N7 C17 117.9(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 N3 H3A O2 0.88 2.53 3.105(3) 123.6 2_444 N4 H4 O7 0.88 2.35 3.225(3) 176.5 2 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.266 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.062 #===END data_compound3_cl _database_code_CSD 195416 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H90 Cl N9 O10' _chemical_formula_weight 1156.88 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.408(5) _cell_length_b 15.847(5) _cell_length_c 17.023(5) _cell_angle_alpha 73.042(5) _cell_angle_beta 74.733(5) _cell_angle_gamma 68.046(5) _cell_volume 3159.9(18) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.216 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1244 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9926 _exptl_absorpt_correction_T_max 0.9988 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius Kappa CCD' _diffrn_measurement_method '\f and \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19191 _diffrn_reflns_av_R_equivalents 0.2915 _diffrn_reflns_av_sigmaI/netI 0.7011 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8690 _reflns_number_gt 1664 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0634P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0015(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 8690 _refine_ls_number_parameters 700 _refine_ls_number_restraints 378 _refine_ls_R_factor_all 0.4834 _refine_ls_R_factor_gt 0.1330 _refine_ls_wR_factor_ref 0.2967 _refine_ls_wR_factor_gt 0.1941 _refine_ls_goodness_of_fit_ref 0.830 _refine_ls_restrained_S_all 0.816 _refine_ls_shift/su_max 0.080 _refine_ls_shift/su_mean 0.004 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.4148(4) 0.6478(3) 0.1889(3) 0.0765(15) Uani 1 1 d U . . O1 O 0.0534(10) 0.3343(9) 0.2169(8) 0.093(4) Uani 1 1 d . . . O2 O -0.0660(9) 0.4568(8) 0.1563(7) 0.077(4) Uani 1 1 d . . . O3 O -0.0118(11) 0.7557(9) 0.0811(8) 0.096(5) Uani 1 1 d . . . O4 O 0.1313(11) 0.7688(8) 0.1067(9) 0.090(5) Uani 1 1 d . . . O5 O 0.3580(7) 0.2970(7) 0.2800(6) 0.060(3) Uani 1 1 d . . . O6 O 0.7712(7) 0.4187(6) 0.3443(6) 0.051(3) Uani 1 1 d . . . O7 O 0.5347(10) 0.8639(7) 0.1167(8) 0.078(4) Uani 1 1 d . . . O8 O 0.6360(9) 0.9271(9) 0.1471(9) 0.095(4) Uani 1 1 d . . . O9 O 0.9387(10) 0.7339(8) 0.2853(7) 0.076(4) Uani 1 1 d . . . O10 O 0.9478(9) 0.5917(8) 0.3521(7) 0.075(4) Uani 1 1 d . . . N1 N 0.0167(12) 0.4184(11) 0.1888(9) 0.064(4) Uani 1 1 d . . . N2 N 0.0759(16) 0.7226(11) 0.1083(10) 0.091(6) Uani 1 1 d . . . N3 N 0.3400(8) 0.4534(7) 0.2398(7) 0.047(3) Uani 1 1 d . . . H3 H 0.3732 0.4930 0.2370 0.057 Uiso 1 1 calc R . . N4 N 0.5297(9) 0.4191(7) 0.2922(7) 0.044(3) Uani 1 1 d . . . N5 N 0.6455(9) 0.5345(7) 0.2721(7) 0.043(3) Uani 1 1 d . . . H5 H 0.5855 0.5470 0.2531 0.051 Uiso 1 1 calc R . . N6 N 0.6053(12) 0.8590(9) 0.1494(9) 0.068(4) Uani 1 1 d . . . N7 N 0.9070(10) 0.6661(12) 0.3067(9) 0.058(4) Uani 1 1 d . . . C1 C 0.1807(8) 0.4350(5) 0.2158(6) 0.058(5) Uani 1 1 d GU . . H1 H 0.2053 0.3702 0.2399 0.070 Uiso 1 1 calc R . . C2 C 0.0832(7) 0.4741(6) 0.1851(6) 0.054(4) Uani 1 1 d GU . . C3 C 0.0472(6) 0.5689(7) 0.1498(6) 0.051(4) Uani 1 1 d GU . . H3A H -0.0194 0.5956 0.1288 0.061 Uiso 1 1 calc R . . C4 C 0.1087(8) 0.6245(5) 0.1454(6) 0.057(5) Uani 1 1 d GU . . C5 C 0.2062(7) 0.5853(6) 0.1761(6) 0.044(4) Uani 1 1 d GU . . H5A H 0.2482 0.6233 0.1730 0.053 Uiso 1 1 calc R . . C6 C 0.2422(6) 0.4905(7) 0.2113(6) 0.050(4) Uani 1 1 d GU . . C7 C 0.3918(13) 0.3609(12) 0.2722(10) 0.053(5) Uani 1 1 d U . . C8 C 0.4978(12) 0.3432(11) 0.2982(9) 0.050(4) Uani 1 1 d U . . C9 C 0.5796(11) 0.2602(9) 0.3208(8) 0.039(4) Uani 1 1 d U . . C10 C 0.6656(11) 0.2847(9) 0.3339(8) 0.043(4) Uani 1 1 d U . . C11 C 0.6321(12) 0.3815(10) 0.3111(9) 0.045(4) Uani 1 1 d U . . C12 C 0.6911(12) 0.4433(10) 0.3122(10) 0.045(4) Uani 1 1 d U . . C13 C 0.6845(7) 0.6096(6) 0.2584(6) 0.044(4) Uani 1 1 d GU . . C14 C 0.6297(6) 0.6955(7) 0.2128(6) 0.053(4) Uani 1 1 d GU . . H14 H 0.5678 0.7024 0.1913 0.063 Uiso 1 1 calc R . . C15 C 0.6654(7) 0.7714(5) 0.1986(5) 0.053(4) Uani 1 1 d GU . . C16 C 0.7559(8) 0.7614(6) 0.2300(6) 0.055(5) Uani 1 1 d GU . . H16 H 0.7803 0.8132 0.2203 0.066 Uiso 1 1 calc R . . C17 C 0.8107(6) 0.6755(7) 0.2756(6) 0.046(4) Uani 1 1 d GU . . C18 C 0.7751(7) 0.5996(5) 0.2898(5) 0.051(4) Uani 1 1 d GU . . H18 H 0.8125 0.5409 0.3210 0.062 Uiso 1 1 calc R . . C19 C 0.5861(8) 0.1611(5) 0.3272(6) 0.047(4) Uani 1 1 d GU . . C20 C 0.5050(6) 0.1260(6) 0.3791(6) 0.055(4) Uani 1 1 d GU . . H20 H 0.4431 0.1653 0.4085 0.066 Uiso 1 1 calc R . . C21 C 0.5143(7) 0.0335(7) 0.3879(5) 0.060(5) Uani 1 1 d GU . . H21 H 0.4589 0.0095 0.4233 0.071 Uiso 1 1 calc R . . C22 C 0.6048(8) -0.0239(5) 0.3448(6) 0.060(5) Uani 1 1 d GU . . H22 H 0.6112 -0.0871 0.3508 0.072 Uiso 1 1 calc R . . C23 C 0.6859(7) 0.0112(6) 0.2930(6) 0.061(5) Uani 1 1 d GU . . H23 H 0.7478 -0.0281 0.2635 0.074 Uiso 1 1 calc R . . C24 C 0.6766(7) 0.1037(6) 0.2841(5) 0.047(4) Uani 1 1 d GU . . H24 H 0.7320 0.1277 0.2487 0.056 Uiso 1 1 calc R . . C25 C 0.7700(6) 0.2162(6) 0.3559(6) 0.036(4) Uani 1 1 d GU . . C26 C 0.7701(6) 0.1382(7) 0.4200(5) 0.051(4) Uani 1 1 d GU . . H26 H 0.7030 0.1306 0.4516 0.061 Uiso 1 1 calc R . . C27 C 0.8684(8) 0.0713(5) 0.4379(5) 0.055(4) Uani 1 1 d GU . . H27 H 0.8685 0.0180 0.4817 0.066 Uiso 1 1 calc R . . C28 C 0.9667(6) 0.0825(6) 0.3917(6) 0.068(5) Uani 1 1 d GU . . H28 H 1.0339 0.0368 0.4039 0.081 Uiso 1 1 calc R . . C29 C 0.9666(6) 0.1605(7) 0.3276(6) 0.063(5) Uani 1 1 d GU . . H29 H 1.0337 0.1682 0.2960 0.076 Uiso 1 1 calc R . . C30 C 0.8683(8) 0.2274(5) 0.3097(5) 0.053(4) Uani 1 1 d GU . . H30 H 0.8682 0.2808 0.2660 0.064 Uiso 1 1 calc R . . N8 N 0.5213(10) 0.2177(8) 0.0653(8) 0.055(4) Uani 1 1 d . . . C31 C 0.4715(11) 0.1599(9) 0.1418(9) 0.048(4) Uani 1 1 d U . . H31A H 0.5311 0.1179 0.1729 0.058 Uiso 1 1 calc R . . H31B H 0.4204 0.2029 0.1776 0.058 Uiso 1 1 calc R . . C32 C 0.4115(11) 0.1012(9) 0.1328(9) 0.046(4) Uani 1 1 d U . . H32A H 0.3465 0.1422 0.1074 0.055 Uiso 1 1 calc R . . H32B H 0.4594 0.0597 0.0947 0.055 Uiso 1 1 calc R . . C33 C 0.3764(11) 0.0439(9) 0.2136(9) 0.059(5) Uani 1 1 d U . . H33A H 0.4408 0.0073 0.2410 0.071 Uiso 1 1 calc R . . H33B H 0.3487 -0.0007 0.2028 0.071 Uiso 1 1 calc R . . C34 C 0.2891(12) 0.0992(11) 0.2727(10) 0.075(5) Uani 1 1 d U . . H34A H 0.2223 0.1309 0.2486 0.113 Uiso 1 1 calc R . . H34B H 0.3143 0.1456 0.2820 0.113 Uiso 1 1 calc R . . H34C H 0.2741 0.0571 0.3260 0.113 Uiso 1 1 calc R . . C35 C 0.6097(11) 0.1573(10) 0.0100(10) 0.058(4) Uani 1 1 d U . . H35A H 0.6292 0.1973 -0.0444 0.070 Uiso 1 1 calc R . . H35B H 0.5811 0.1131 -0.0005 0.070 Uiso 1 1 calc R . . C36 C 0.7133(11) 0.1020(10) 0.0494(9) 0.056(4) Uani 1 1 d U . . H36A H 0.7419 0.1464 0.0594 0.068 Uiso 1 1 calc R . . H36B H 0.6933 0.0628 0.1040 0.068 Uiso 1 1 calc R . . C37 C 0.8030(13) 0.0400(11) -0.0047(11) 0.080(5) Uani 1 1 d U . . H37A H 0.8659 0.0060 0.0248 0.096 Uiso 1 1 calc R . . H37B H 0.8278 0.0799 -0.0572 0.096 Uiso 1 1 calc R . . C38 C 0.767(3) -0.032(2) -0.027(2) 0.276(17) Uani 1 1 d U . . H38A H 0.7482 -0.0754 0.0246 0.414 Uiso 1 1 calc R . . H38B H 0.8272 -0.0671 -0.0640 0.414 Uiso 1 1 calc R . . H38C H 0.7034 0.0006 -0.0544 0.414 Uiso 1 1 calc R . . C39 C 0.5613(12) 0.2802(10) 0.0927(9) 0.057(5) Uani 1 1 d U . . H39A H 0.4995 0.3176 0.1281 0.068 Uiso 1 1 calc R . . H39B H 0.6175 0.2405 0.1276 0.068 Uiso 1 1 calc R . . C40 C 0.6090(12) 0.3459(10) 0.0229(9) 0.060(5) Uani 1 1 d U . . H40A H 0.5528 0.3885 -0.0111 0.072 Uiso 1 1 calc R . . H40B H 0.6705 0.3098 -0.0137 0.072 Uiso 1 1 calc R . . C41 C 0.6500(12) 0.4035(10) 0.0597(10) 0.066(5) Uani 1 1 d U . . H41A H 0.6674 0.4544 0.0146 0.079 Uiso 1 1 calc R . . H41B H 0.5907 0.4322 0.1022 0.079 Uiso 1 1 calc R . . C42 C 0.7517(12) 0.3442(10) 0.0998(10) 0.072(5) Uani 1 1 d U . . H42A H 0.7313 0.3023 0.1515 0.108 Uiso 1 1 calc R . . H42B H 0.7822 0.3852 0.1124 0.108 Uiso 1 1 calc R . . H42C H 0.8064 0.3075 0.0612 0.108 Uiso 1 1 calc R . . C43 C 0.4374(12) 0.2747(10) 0.0114(10) 0.068(5) Uani 1 1 d U . . H43A H 0.4154 0.2318 -0.0074 0.081 Uiso 1 1 calc R . . H43B H 0.4719 0.3111 -0.0389 0.081 Uiso 1 1 calc R . . C44 C 0.3327(11) 0.3433(10) 0.0517(9) 0.059(5) Uani 1 1 d U . . H44A H 0.3022 0.3094 0.1058 0.071 Uiso 1 1 calc R . . H44B H 0.3519 0.3928 0.0628 0.071 Uiso 1 1 calc R . . C45 C 0.2455(13) 0.3883(11) -0.0052(11) 0.079(6) Uani 1 1 d U . . H45A H 0.2807 0.4072 -0.0634 0.095 Uiso 1 1 calc R . . H45B H 0.1913 0.4449 0.0127 0.095 Uiso 1 1 calc R . . N9 N 0.7986(9) 0.3028(8) 0.5779(8) 0.047(3) Uani 1 1 d . . . C46 C 0.1863(14) 0.3184(11) -0.0011(11) 0.102(7) Uani 1 1 d U . . H46A H 0.2402 0.2616 -0.0173 0.152 Uiso 1 1 calc R . . H46B H 0.1335 0.3472 -0.0394 0.152 Uiso 1 1 calc R . . H46C H 0.1479 0.3025 0.0559 0.152 Uiso 1 1 calc R . . C47 C 0.8991(10) 0.2683(9) 0.5143(9) 0.043(4) Uani 1 1 d U . . H47A H 0.8962 0.3174 0.4625 0.052 Uiso 1 1 calc R . . H47B H 0.8950 0.2131 0.5008 0.052 Uiso 1 1 calc R . . C48 C 1.0097(10) 0.2419(9) 0.5401(9) 0.051(4) Uani 1 1 d U . . H48A H 1.0182 0.2975 0.5494 0.061 Uiso 1 1 calc R . . H48B H 1.0134 0.1944 0.5930 0.061 Uiso 1 1 calc R . . C49 C 1.1023(10) 0.2032(9) 0.4718(9) 0.047(4) Uani 1 1 d U . . H49A H 1.0886 0.1532 0.4569 0.057 Uiso 1 1 calc R . . H49B H 1.1053 0.2534 0.4212 0.057 Uiso 1 1 calc R . . C50 C 1.2104(11) 0.1649(10) 0.5030(10) 0.069(5) Uani 1 1 d U . . H50A H 1.2200 0.2128 0.5232 0.104 Uiso 1 1 calc R . . H50B H 1.2703 0.1469 0.4573 0.104 Uiso 1 1 calc R . . H50C H 1.2105 0.1102 0.5486 0.104 Uiso 1 1 calc R . . C51 C 0.7897(11) 0.3959(9) 0.5902(8) 0.046(4) Uani 1 1 d U . . H51A H 0.8533 0.3881 0.6140 0.055 Uiso 1 1 calc R . . H51B H 0.7232 0.4165 0.6315 0.055 Uiso 1 1 calc R . . C52 C 0.7847(11) 0.4737(9) 0.5091(9) 0.052(4) Uani 1 1 d U . . H52A H 0.8561 0.4598 0.4712 0.063 Uiso 1 1 calc R . . H52B H 0.7285 0.4760 0.4800 0.063 Uiso 1 1 calc R . . C53 C 0.7572(11) 0.5664(9) 0.5309(9) 0.051(4) Uani 1 1 d U . . H53A H 0.6880 0.5772 0.5716 0.062 Uiso 1 1 calc R . . H53B H 0.7445 0.6160 0.4799 0.062 Uiso 1 1 calc R . . C54 C 0.8453(11) 0.5753(9) 0.5679(9) 0.059(5) Uani 1 1 d U . . H54A H 0.8623 0.5240 0.6163 0.088 Uiso 1 1 calc R . . H54B H 0.8181 0.6349 0.5853 0.088 Uiso 1 1 calc R . . H54C H 0.9115 0.5728 0.5257 0.088 Uiso 1 1 calc R . . C55 C 0.7042(11) 0.3075(10) 0.5439(9) 0.053(4) Uani 1 1 d U . . H55A H 0.7084 0.2431 0.5465 0.063 Uiso 1 1 calc R . . H55B H 0.7126 0.3394 0.4843 0.063 Uiso 1 1 calc R . . C56 C 0.5906(11) 0.3571(10) 0.5873(10) 0.061(5) Uani 1 1 d U . . H56A H 0.5821 0.3285 0.6477 0.073 Uiso 1 1 calc R . . H56B H 0.5821 0.4234 0.5806 0.073 Uiso 1 1 calc R . . C57 C 0.5023(11) 0.3500(10) 0.5504(9) 0.055(5) Uani 1 1 d U . . H57A H 0.5183 0.3703 0.4890 0.066 Uiso 1 1 calc R . . H57B H 0.4312 0.3939 0.5705 0.066 Uiso 1 1 calc R . . C58 C 0.4916(12) 0.2528(10) 0.5717(9) 0.065(5) Uani 1 1 d U . . H58A H 0.5572 0.2108 0.5444 0.097 Uiso 1 1 calc R . . H58B H 0.4274 0.2562 0.5520 0.097 Uiso 1 1 calc R . . H58C H 0.4831 0.2291 0.6322 0.097 Uiso 1 1 calc R . . C59 C 0.8042(12) 0.2375(10) 0.6623(10) 0.061(5) Uani 1 1 d U . . H59A H 0.8658 0.2386 0.6833 0.073 Uiso 1 1 calc R . . H59B H 0.7365 0.2627 0.7007 0.073 Uiso 1 1 calc R . . C60 C 0.8181(12) 0.1372(9) 0.6674(9) 0.057(5) Uani 1 1 d U . . H60A H 0.7501 0.1332 0.6583 0.068 Uiso 1 1 calc R . . H60B H 0.8780 0.1136 0.6228 0.068 Uiso 1 1 calc R . . C61 C 0.8435(12) 0.0775(11) 0.7506(10) 0.074(5) Uani 1 1 d U . . H61A H 0.8376 0.0155 0.7561 0.089 Uiso 1 1 calc R . . H61B H 0.7887 0.1061 0.7952 0.089 Uiso 1 1 calc R . . C62 C 0.9579(12) 0.0649(10) 0.7628(10) 0.074(5) Uani 1 1 d U . . H62A H 1.0129 0.0320 0.7216 0.112 Uiso 1 1 calc R . . H62B H 0.9688 0.0285 0.8191 0.112 Uiso 1 1 calc R . . H62C H 0.9652 0.1261 0.7555 0.112 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 0.0770(17) 0.0776(17) 0.0760(17) -0.0170(10) -0.0136(10) -0.0255(10) O1 0.085(10) 0.074(9) 0.135(13) -0.014(9) -0.048(9) -0.029(8) O2 0.063(9) 0.106(10) 0.069(9) -0.009(7) -0.028(7) -0.033(8) O3 0.086(10) 0.092(10) 0.105(12) 0.004(8) -0.047(9) -0.022(8) O4 0.106(12) 0.050(9) 0.109(12) -0.021(8) -0.019(9) -0.016(8) O5 0.055(7) 0.051(7) 0.074(9) -0.010(6) -0.010(6) -0.021(6) O6 0.051(7) 0.047(7) 0.066(8) -0.004(5) -0.029(6) -0.022(6) O7 0.097(10) 0.063(8) 0.090(11) 0.003(7) -0.061(8) -0.028(7) O8 0.085(10) 0.073(9) 0.144(14) -0.022(9) -0.043(8) -0.028(8) O9 0.109(11) 0.073(9) 0.071(10) -0.017(7) -0.023(7) -0.050(8) O10 0.066(9) 0.075(9) 0.084(10) 0.005(7) -0.048(7) -0.017(7) N1 0.068(11) 0.063(11) 0.070(12) -0.005(9) -0.031(9) -0.024(10) N2 0.119(18) 0.071(14) 0.068(13) -0.017(10) -0.034(12) 0.000(12) N3 0.027(7) 0.037(8) 0.085(10) -0.018(7) -0.006(7) -0.017(6) N4 0.046(8) 0.039(8) 0.045(9) -0.010(6) -0.004(6) -0.015(7) N5 0.045(8) 0.039(8) 0.054(9) -0.015(7) -0.016(6) -0.016(7) N6 0.079(13) 0.052(11) 0.061(12) -0.012(9) -0.011(9) -0.010(9) N7 0.051(10) 0.076(12) 0.060(12) -0.034(10) 0.000(8) -0.026(10) C1 0.055(6) 0.059(6) 0.060(6) -0.011(4) -0.013(4) -0.017(4) C2 0.053(6) 0.056(6) 0.057(6) -0.011(4) -0.016(4) -0.020(4) C3 0.050(6) 0.055(6) 0.054(6) -0.018(4) -0.016(4) -0.014(4) C4 0.055(6) 0.056(6) 0.062(6) -0.013(4) -0.009(4) -0.021(5) C5 0.042(6) 0.042(6) 0.044(6) -0.009(4) -0.006(4) -0.013(4) C6 0.050(6) 0.053(6) 0.049(6) -0.014(4) -0.014(4) -0.013(4) C7 0.053(6) 0.053(6) 0.048(6) -0.012(4) -0.005(4) -0.015(5) C8 0.047(6) 0.053(6) 0.049(6) -0.013(4) -0.012(4) -0.012(4) C9 0.038(5) 0.036(5) 0.041(6) -0.004(4) -0.007(4) -0.013(4) C10 0.041(6) 0.046(6) 0.040(6) -0.006(4) -0.014(4) -0.009(4) C11 0.047(6) 0.045(6) 0.043(6) -0.012(4) -0.008(4) -0.015(4) C12 0.044(6) 0.048(6) 0.046(6) -0.011(4) -0.010(4) -0.016(4) C13 0.043(6) 0.045(6) 0.041(6) -0.009(4) -0.005(4) -0.014(4) C14 0.055(6) 0.052(6) 0.051(6) -0.012(4) -0.013(4) -0.015(4) C15 0.053(6) 0.052(6) 0.049(6) -0.009(4) -0.006(4) -0.017(4) C16 0.060(6) 0.052(6) 0.053(6) -0.014(4) -0.009(4) -0.018(4) C17 0.045(6) 0.049(6) 0.044(6) -0.009(4) -0.012(4) -0.015(4) C18 0.052(6) 0.052(6) 0.047(6) -0.012(4) -0.009(4) -0.013(4) C19 0.048(6) 0.050(6) 0.046(6) -0.012(4) -0.013(4) -0.016(4) C20 0.057(6) 0.056(6) 0.050(6) -0.013(4) -0.013(4) -0.014(4) C21 0.065(6) 0.061(6) 0.058(6) -0.014(4) -0.017(4) -0.022(4) C22 0.064(6) 0.062(6) 0.060(6) -0.013(4) -0.020(4) -0.022(4) C23 0.060(6) 0.062(6) 0.062(6) -0.014(4) -0.011(4) -0.019(4) C24 0.049(6) 0.045(6) 0.043(6) -0.010(4) -0.008(4) -0.011(4) C25 0.037(5) 0.037(5) 0.038(6) -0.010(4) -0.009(4) -0.012(4) C26 0.053(6) 0.052(6) 0.052(6) -0.014(4) -0.012(4) -0.017(4) C27 0.057(6) 0.058(6) 0.053(6) -0.012(4) -0.017(4) -0.016(4) C28 0.072(7) 0.067(6) 0.068(7) -0.023(4) -0.017(4) -0.016(5) C29 0.066(6) 0.063(6) 0.060(6) -0.017(4) -0.012(4) -0.018(4) C30 0.055(6) 0.050(6) 0.054(6) -0.011(4) -0.014(4) -0.014(4) N8 0.059(9) 0.058(9) 0.054(10) -0.015(8) -0.024(7) -0.013(8) C31 0.046(6) 0.048(6) 0.050(6) -0.010(4) -0.015(4) -0.012(4) C32 0.050(6) 0.045(6) 0.047(6) -0.009(4) -0.011(4) -0.018(4) C33 0.060(6) 0.059(6) 0.063(6) -0.017(4) -0.013(4) -0.020(4) C34 0.076(7) 0.076(7) 0.080(7) -0.017(5) -0.014(5) -0.029(5) C35 0.056(6) 0.058(6) 0.062(6) -0.015(4) -0.013(4) -0.017(4) C36 0.056(6) 0.058(6) 0.059(6) -0.014(4) -0.011(4) -0.021(4) C37 0.083(7) 0.078(7) 0.081(7) -0.019(5) -0.008(5) -0.032(5) C38 0.275(18) 0.275(18) 0.275(18) -0.058(6) -0.045(6) -0.088(7) C39 0.061(6) 0.056(6) 0.055(6) -0.013(4) -0.008(4) -0.022(4) C40 0.062(6) 0.062(6) 0.061(6) -0.017(4) -0.012(4) -0.023(4) C41 0.070(6) 0.066(6) 0.068(7) -0.015(4) -0.012(4) -0.027(5) C42 0.072(7) 0.075(7) 0.071(7) -0.014(5) -0.015(5) -0.025(5) C43 0.067(6) 0.068(6) 0.068(7) -0.013(4) -0.012(5) -0.023(5) C44 0.058(6) 0.061(6) 0.061(6) -0.016(4) -0.010(4) -0.019(4) C45 0.079(7) 0.078(7) 0.077(7) -0.017(5) -0.012(5) -0.023(5) N9 0.037(8) 0.047(8) 0.061(10) -0.022(7) -0.015(7) -0.006(6) C46 0.102(8) 0.101(8) 0.101(8) -0.022(5) -0.018(5) -0.031(5) C47 0.043(6) 0.044(6) 0.043(6) -0.012(4) -0.008(4) -0.011(4) C48 0.051(6) 0.051(6) 0.051(6) -0.012(4) -0.010(4) -0.017(4) C49 0.048(6) 0.048(6) 0.053(6) -0.012(4) -0.014(4) -0.019(4) C50 0.068(6) 0.070(6) 0.072(7) -0.015(4) -0.014(4) -0.024(5) C51 0.048(6) 0.045(6) 0.048(6) -0.010(4) -0.009(4) -0.018(4) C52 0.052(6) 0.054(6) 0.052(6) -0.013(4) -0.011(4) -0.015(4) C53 0.054(6) 0.048(6) 0.054(6) -0.010(4) -0.007(4) -0.020(4) C54 0.060(6) 0.058(6) 0.061(6) -0.011(4) -0.013(4) -0.022(4) C55 0.054(6) 0.053(6) 0.052(6) -0.012(4) -0.007(4) -0.018(4) C56 0.064(6) 0.059(6) 0.059(6) -0.016(4) -0.005(4) -0.020(4) C57 0.052(6) 0.058(6) 0.053(6) -0.013(4) -0.009(4) -0.015(4) C58 0.063(6) 0.066(6) 0.065(7) -0.016(4) -0.011(4) -0.019(4) C59 0.059(6) 0.063(6) 0.059(6) -0.016(4) -0.010(4) -0.017(4) C60 0.057(6) 0.059(6) 0.051(6) -0.010(4) -0.012(4) -0.015(4) C61 0.073(7) 0.072(7) 0.071(7) -0.012(5) -0.010(4) -0.021(5) C62 0.077(7) 0.077(7) 0.070(7) -0.015(5) -0.017(5) -0.024(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 N1 1.229(14) . ? O2 N1 1.236(14) . ? O3 N2 1.249(17) . ? O4 N2 1.213(17) . ? O5 C7 1.217(15) . ? O6 C12 1.214(15) . ? O7 N6 1.188(15) . ? O8 N6 1.279(15) . ? O9 N7 1.224(13) . ? O10 N7 1.223(14) . ? N1 C2 1.451(14) . ? N2 C4 1.440(17) . ? N3 C7 1.381(17) . ? N3 C6 1.375(12) . ? N4 C11 1.361(15) . ? N4 C8 1.389(16) . ? N5 C12 1.383(16) . ? N5 C13 1.409(11) . ? N6 C15 1.455(14) . ? N7 C17 1.462(14) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C2 C3 1.3900 . ? C3 C4 1.3900 . ? C4 C5 1.3900 . ? C5 C6 1.3900 . ? C7 C8 1.501(18) . ? C8 C9 1.389(17) . ? C9 C10 1.431(16) . ? C9 C19 1.512(14) . ? C10 C11 1.392(16) . ? C10 C25 1.477(14) . ? C11 C12 1.477(17) . ? C13 C14 1.3900 . ? C13 C18 1.3900 . ? C14 C15 1.3900 . ? C15 C16 1.3900 . ? C16 C17 1.3900 . ? C17 C18 1.3900 . ? C19 C20 1.3900 . ? C19 C24 1.3900 . ? C20 C21 1.3900 . ? C21 C22 1.3900 . ? C22 C23 1.3900 . ? C23 C24 1.3900 . ? C25 C26 1.3900 . ? C25 C30 1.3900 . ? C26 C27 1.3900 . ? C27 C28 1.3900 . ? C28 C29 1.3900 . ? C29 C30 1.3900 . ? N8 C43 1.491(16) . ? N8 C35 1.516(17) . ? N8 C31 1.512(15) . ? N8 C39 1.512(16) . ? C31 C32 1.497(15) . ? C32 C33 1.479(16) . ? C33 C34 1.510(17) . ? C35 C36 1.544(17) . ? C36 C37 1.524(18) . ? C37 C38 1.56(3) . ? C39 C40 1.509(17) . ? C40 C41 1.555(17) . ? C41 C42 1.538(18) . ? C43 C44 1.552(18) . ? C44 C45 1.544(18) . ? C45 C46 1.565(19) . ? N9 C55 1.493(15) . ? N9 C59 1.507(16) . ? N9 C51 1.508(14) . ? N9 C47 1.521(15) . ? C47 C48 1.530(16) . ? C48 C49 1.535(17) . ? C49 C50 1.519(17) . ? C51 C52 1.558(16) . ? C52 C53 1.507(16) . ? C53 C54 1.544(16) . ? C55 C56 1.528(17) . ? C56 C57 1.529(17) . ? C57 C58 1.530(16) . ? C59 C60 1.510(16) . ? C60 C61 1.499(17) . ? C61 C62 1.534(17) . ? 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 O1 N1 O2 124.9(14) . . ? O1 N1 C2 116.6(13) . . ? O2 N1 C2 118.1(13) . . ? O4 N2 O3 123.6(18) . . ? O4 N2 C4 120.1(17) . . ? O3 N2 C4 116.3(17) . . ? C7 N3 C6 127.2(11) . . ? C11 N4 C8 105.1(11) . . ? C12 N5 C13 127.3(11) . . ? O7 N6 O8 125.5(15) . . ? O7 N6 C15 121.5(14) . . ? O8 N6 C15 113.0(14) . . ? O10 N7 O9 126.0(14) . . ? O10 N7 C17 117.1(13) . . ? O9 N7 C17 116.8(15) . . ? C2 C1 C6 120.0 . . ? C3 C2 C1 120.0 . . ? C3 C2 N1 118.4(9) . . ? C1 C2 N1 121.6(9) . . ? C2 C3 C4 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 N2 117.8(11) . . ? C3 C4 N2 122.2(11) . . ? C4 C5 C6 120.0 . . ? N3 C6 C5 118.7(8) . . ? N3 C6 C1 121.3(8) . . ? C5 C6 C1 120.0 . . ? O5 C7 N3 125.1(15) . . ? O5 C7 C8 120.9(15) . . ? N3 C7 C8 114.0(14) . . ? C9 C8 N4 110.7(12) . . ? C9 C8 C7 130.5(14) . . ? N4 C8 C7 118.5(14) . . ? C8 C9 C10 106.7(12) . . ? C8 C9 C19 129.6(12) . . ? C10 C9 C19 123.7(11) . . ? C11 C10 C9 104.5(12) . . ? C11 C10 C25 131.0(12) . . ? C9 C10 C25 124.0(12) . . ? N4 C11 C10 112.8(12) . . ? N4 C11 C12 119.8(13) . . ? C10 C11 C12 127.2(14) . . ? O6 C12 N5 122.2(13) . . ? O6 C12 C11 125.1(14) . . ? N5 C12 C11 112.8(13) . . ? C14 C13 C18 120.0 . . ? C14 C13 N5 118.4(8) . . ? C18 C13 N5 121.6(8) . . ? C13 C14 C15 120.0 . . ? C14 C15 C16 120.0 . . ? C14 C15 N6 117.3(10) . . ? C16 C15 N6 122.7(10) . . ? C17 C16 C15 120.0 . . ? C18 C17 C16 120.0 . . ? C18 C17 N7 120.9(10) . . ? C16 C17 N7 119.1(10) . . ? C17 C18 C13 120.0 . . ? C20 C19 C24 120.0 . . ? C20 C19 C9 120.4(8) . . ? C24 C19 C9 119.6(8) . . ? C19 C20 C21 120.0 . . ? C22 C21 C20 120.0 . . ? C21 C22 C23 120.0 . . ? C24 C23 C22 120.0 . . ? C23 C24 C19 120.0 . . ? C26 C25 C30 120.0 . . ? C26 C25 C10 120.0(9) . . ? C30 C25 C10 119.9(9) . . ? C25 C26 C27 120.0 . . ? C28 C27 C26 120.0 . . ? C27 C28 C29 120.0 . . ? C28 C29 C30 120.0 . . ? C29 C30 C25 120.0 . . ? C43 N8 C35 103.6(12) . . ? C43 N8 C31 109.4(11) . . ? C35 N8 C31 111.7(11) . . ? C43 N8 C39 110.3(11) . . ? C35 N8 C39 113.0(11) . . ? C31 N8 C39 108.8(11) . . ? C32 C31 N8 120.2(12) . . ? C33 C32 C31 112.4(12) . . ? C32 C33 C34 114.3(12) . . ? N8 C35 C36 112.3(12) . . ? C37 C36 C35 113.2(13) . . ? C36 C37 C38 114.0(17) . . ? C40 C39 N8 115.3(12) . . ? C39 C40 C41 109.9(13) . . ? C42 C41 C40 112.8(12) . . ? N8 C43 C44 116.3(13) . . ? C45 C44 C43 111.6(13) . . ? C44 C45 C46 110.7(13) . . ? C55 N9 C59 110.8(11) . . ? C55 N9 C51 112.4(10) . . ? C59 N9 C51 106.1(11) . . ? C55 N9 C47 105.3(11) . . ? C59 N9 C47 111.5(10) . . ? C51 N9 C47 110.9(10) . . ? N9 C47 C48 116.3(12) . . ? C49 C48 C47 110.1(12) . . ? C50 C49 C48 109.5(12) . . ? N9 C51 C52 114.3(11) . . ? C53 C52 C51 109.5(12) . . ? C52 C53 C54 114.8(12) . . ? N9 C55 C56 116.4(12) . . ? C57 C56 C55 110.6(12) . . ? C56 C57 C58 114.9(12) . . ? C60 C59 N9 117.4(12) . . ? C61 C60 C59 111.2(13) . . ? C60 C61 C62 112.7(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 N3 H3 Cl1 0.88 2.57 3.398(11) 156.7 . N5 H5 Cl1 0.88 2.56 3.388(12) 157.3 . _diffrn_measured_fraction_theta_max 0.780 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.780 _refine_diff_density_max 0.646 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.063 #===END