# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2011 data_general _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 #TrackingRef 'web_deposit_cif_file_0_VictorW.Day_1305133643.cif' _publ_contact_author ; Prof. Kristin Bowman-James Department of Chemistry University of Kansas Rm 2010 Malott Hall 1251 Wescoe Hall Dr. Lawrence, KS 66045-7582 USA ; _publ_contact_author_email kbowman-james@ku.edu _publ_contact_author_fax 1(785)8645396 _publ_contact_author_phone 1(785)8643669 loop_ _publ_author_name _publ_author_address Q.Wang ; Department of Chemistry University of Kansas Rm 2010 Malott Hall 1251 Wescoe Hall Dr. Lawrence, KS 66045-7582 USA ; V.W.Day ; Department of Chemistry University of Kansas Rm 6044 Malott Hall 1251 Wescoe Hall Dr. Lawrence, KS 66045-7582 USA ; K.Bowman-James ; Department of Chemistry University of Kansas Rm 2010 Malott Hall 1251 Wescoe Hall Dr. Lawrence, KS 66045-7582 USA ; _publ_section_title ; article title here 'Tunable, Shape-Shifting Capsule for Dicarboxylates' ; _publ_section_references ; Bruker (1998) SMART and SAINT, Bruker AXS, Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (2000) SADABS, University of G\"ottingen, Germany Sheldrick, G. M. (1997) SHELXTL, Bruker AXS, Inc., Madison, Wisconsin, USA. ; _publ_section_acknowledgements ; The authors wish to thank the National Science Foundation (CHE-0079282) and the University of Kansas for funds to acquire the diffractometer and computers used in this work. ; _publ_contact_author_name 'Prof. Kristin Bowman-James' data_k55g_(cmpd_1) _database_code_depnum_ccdc_archive 'CCDC 825550' #TrackingRef 'web_deposit_cif_file_0_VictorW.Day_1305133643.cif' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C75 H86 N22 O23' _chemical_formula_weight 1663.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 34.486(3) _cell_length_b 11.3400(9) _cell_length_c 24.7183(19) _cell_angle_alpha 90.00 _cell_angle_beta 117.519(2) _cell_angle_gamma 90.00 _cell_volume 8573.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7388 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 30.56 _exptl_crystal_description 'Flat plate' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3496 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.739 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 34276 _diffrn_reflns_av_R_equivalents 0.0574 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7548 _reflns_number_gt 4946 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections except those that were flagged by the user for being in the beamstop. 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^)+(0.1400P)^2^+3.8996P] 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 7548 _refine_ls_number_parameters 586 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1117 _refine_ls_R_factor_gt 0.0784 _refine_ls_wR_factor_ref 0.2368 _refine_ls_wR_factor_gt 0.2192 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.01093(8) 0.2603(2) 0.02291(13) 0.0620(8) Uani 1 1 d . . . O2 O 0.10769(10) 0.6481(2) 0.27097(14) 0.0649(8) Uani 1 1 d . . . O3 O 0.18382(8) 0.3974(2) 0.30544(14) 0.0585(7) Uani 1 1 d . . . O4 O 0.12384(9) 0.1272(2) 0.02174(13) 0.0626(8) Uani 1 1 d . . . O5 O 0.08783(9) 0.8303(2) -0.11484(14) 0.0660(8) Uani 1 1 d . . . O6 O 0.27578(8) 1.0293(2) -0.12864(13) 0.0575(7) Uani 1 1 d . . . N1 N 0.10852(9) 0.4630(2) -0.03925(13) 0.0445(7) Uani 1 1 d . . . C2 C 0.06070(11) 0.4743(3) -0.06831(18) 0.0501(9) Uani 1 1 d . . . H2A H 0.0488 0.4601 -0.1127 0.060 Uiso 1 1 calc R . . H2B H 0.0530 0.5559 -0.0627 0.060 Uiso 1 1 calc R . . C3 C 0.03975(11) 0.3899(3) -0.04288(18) 0.0523(10) Uani 1 1 d . . . H3A H 0.0076 0.3937 -0.0681 0.063 Uiso 1 1 calc R . . H3B H 0.0492 0.3087 -0.0458 0.063 Uiso 1 1 calc R . . N4 N 0.05061(9) 0.4143(2) 0.02035(14) 0.0478(8) Uani 1 1 d . . . H4N H 0.0680 0.4734 0.0400 0.057 Uiso 1 1 calc R . . C5 C 0.03397(10) 0.3463(3) 0.04777(19) 0.0496(10) Uani 1 1 d . . . C6 C 0.04357(11) 0.3782(3) 0.11175(19) 0.0482(9) Uani 1 1 d . . . N7 N 0.06561(8) 0.4776(2) 0.13547(15) 0.0462(7) Uani 1 1 d . . . C8 C 0.02732(13) 0.3072(3) 0.1427(2) 0.0604(11) Uani 1 1 d . . . H8 H 0.0113 0.2376 0.1243 0.072 Uiso 1 1 calc R . . C9 C 0.03476(15) 0.3392(4) 0.2003(2) 0.0665(12) Uani 1 1 d . . . H9 H 0.0245 0.2918 0.2227 0.080 Uiso 1 1 calc R . . C10 C 0.05742(13) 0.4413(4) 0.2247(2) 0.0615(11) Uani 1 1 d . . . H10 H 0.0627 0.4661 0.2643 0.074 Uiso 1 1 calc R . . C11 C 0.07258(11) 0.5081(3) 0.19159(19) 0.0500(9) Uani 1 1 d . . . C12 C 0.09657(12) 0.6213(3) 0.2176(2) 0.0522(10) Uani 1 1 d . . . N13 N 0.10192(9) 0.6885(3) 0.17786(15) 0.0504(8) Uani 1 1 d . . . H13N H 0.0919 0.6633 0.1401 0.061 Uiso 1 1 calc R . . C14 C 0.12374(12) 0.8027(3) 0.1941(2) 0.0548(10) Uani 1 1 d . . . H14A H 0.1131 0.8469 0.2192 0.066 Uiso 1 1 calc R . . H14B H 0.1161 0.8486 0.1565 0.066 Uiso 1 1 calc R . . C15 C 0.17320(12) 0.7905(3) 0.22951(19) 0.0519(9) Uani 1 1 d . . . H15A H 0.1866 0.8700 0.2368 0.062 Uiso 1 1 calc R . . H15B H 0.1810 0.7545 0.2697 0.062 Uiso 1 1 calc R . . N16 N 0.19115(9) 0.7187(2) 0.19749(14) 0.0454(7) Uani 1 1 d . . . C17 C 0.23354(11) 0.6688(3) 0.24021(18) 0.0510(9) Uani 1 1 d . . . H17A H 0.2516 0.7312 0.2688 0.061 Uiso 1 1 calc R . . H17B H 0.2489 0.6415 0.2172 0.061 Uiso 1 1 calc R . . C18 C 0.22896(12) 0.5662(3) 0.27646(18) 0.0538(10) Uani 1 1 d . . . H18A H 0.2584 0.5376 0.3056 0.065 Uiso 1 1 calc R . . H18B H 0.2143 0.5940 0.3003 0.065 Uiso 1 1 calc R . . N19 N 0.20416(9) 0.4697(2) 0.23757(15) 0.0499(8) Uani 1 1 d . . . H19N H 0.2029 0.4618 0.2014 0.060 Uiso 1 1 calc R . . C20 C 0.18328(10) 0.3931(3) 0.2553(2) 0.0460(9) Uani 1 1 d . . . C21 C 0.15880(10) 0.2964(3) 0.21095(18) 0.0428(9) Uani 1 1 d . . . N22 N 0.16067(8) 0.2943(2) 0.15854(15) 0.0432(7) Uani 1 1 d . . . C23 C 0.13598(11) 0.2131(3) 0.22625(18) 0.0464(9) Uani 1 1 d . . . H23 H 0.1355 0.2172 0.2643 0.056 Uiso 1 1 calc R . . C24 C 0.11416(12) 0.1250(3) 0.1857(2) 0.0524(10) Uani 1 1 d . . . H24 H 0.0980 0.0676 0.1949 0.063 Uiso 1 1 calc R . . C25 C 0.11601(11) 0.1211(3) 0.1318(2) 0.0518(10) Uani 1 1 d . . . H25 H 0.1014 0.0603 0.1032 0.062 Uiso 1 1 calc R . . C26 C 0.13939(10) 0.2067(3) 0.11917(17) 0.0445(9) Uani 1 1 d . . . C27 C 0.14156(11) 0.2056(3) 0.05995(18) 0.0470(9) Uani 1 1 d . . . N28 N 0.16371(9) 0.2938(2) 0.05217(14) 0.0472(8) Uani 1 1 d . . . H28N H 0.1774 0.3435 0.0824 0.057 Uiso 1 1 calc R . . C29 C 0.16634(12) 0.3116(3) -0.00383(18) 0.0513(9) Uani 1 1 d . . . H29A H 0.1746 0.2363 -0.0161 0.062 Uiso 1 1 calc R . . H29B H 0.1897 0.3697 0.0034 0.062 Uiso 1 1 calc R . . C30 C 0.12374(12) 0.3552(3) -0.05559(18) 0.0520(9) Uani 1 1 d . . . H30A H 0.1280 0.3703 -0.0919 0.062 Uiso 1 1 calc R . . H30B H 0.1012 0.2932 -0.0663 0.062 Uiso 1 1 calc R . . C31 C 0.12931(11) 0.5689(3) -0.04729(17) 0.0490(9) Uani 1 1 d . . . H31A H 0.1614 0.5580 -0.0250 0.059 Uiso 1 1 calc R . . H31B H 0.1219 0.6360 -0.0282 0.059 Uiso 1 1 calc R . . C32 C 0.11686(13) 0.6018(3) -0.11330(19) 0.0555(10) Uani 1 1 d . . . H32A H 0.1251 0.5367 -0.1326 0.067 Uiso 1 1 calc R . . H32B H 0.0848 0.6126 -0.1363 0.067 Uiso 1 1 calc R . . N33 N 0.13841(10) 0.7092(3) -0.11664(16) 0.0557(8) Uani 1 1 d . . . H33N H 0.1634 0.7038 -0.1181 0.067 Uiso 1 1 calc R . . C34 C 0.12208(12) 0.8145(3) -0.11756(18) 0.0513(9) Uani 1 1 d . . . C35 C 0.14811(12) 0.9168(3) -0.12220(17) 0.0498(9) Uani 1 1 d . . . N36 N 0.18712(9) 0.8922(2) -0.11839(13) 0.0459(7) Uani 1 1 d . . . C37 C 0.13168(14) 1.0306(3) -0.13030(19) 0.0609(11) Uani 1 1 d . . . H37 H 0.1037 1.0454 -0.1329 0.073 Uiso 1 1 calc R . . C38 C 0.15652(15) 1.1223(3) -0.1345(2) 0.0628(11) Uani 1 1 d . . . H38 H 0.1458 1.2009 -0.1407 0.075 Uiso 1 1 calc R . . C39 C 0.19675(14) 1.0974(3) -0.12955(18) 0.0541(10) Uani 1 1 d . . . H39 H 0.2148 1.1590 -0.1313 0.065 Uiso 1 1 calc R . . C40 C 0.21100(12) 0.9813(3) -0.12200(17) 0.0471(9) Uani 1 1 d . . . C41 C 0.25416(12) 0.9524(3) -0.11899(17) 0.0496(9) Uani 1 1 d . . . N42 N 0.26699(10) 0.8404(2) -0.10563(15) 0.0519(8) Uani 1 1 d . . . H42N H 0.2487 0.7908 -0.1021 0.062 Uiso 1 1 calc R . . C43 C 0.30874(11) 0.7944(3) -0.09645(18) 0.0499(9) Uani 1 1 d . . . H43A H 0.3218 0.7485 -0.0581 0.060 Uiso 1 1 calc R . . H43B H 0.3285 0.8616 -0.0914 0.060 Uiso 1 1 calc R . . C44 C 0.19344(11) 0.7837(3) 0.14784(18) 0.0479(9) Uani 1 1 d . . . H44A H 0.2211 0.8291 0.1648 0.058 Uiso 1 1 calc R . . H44B H 0.1690 0.8409 0.1308 0.058 Uiso 1 1 calc R . . O1W O -0.07752(9) 0.3058(2) -0.04796(13) 0.0548(7) Uani 1 1 d . . . H1W1 H -0.0471(16) 0.292(4) -0.0272(19) 0.066 Uiso 1 1 d . . . H1W2 H -0.0898(14) 0.254(4) -0.0367(19) 0.066 Uiso 1 1 d . . . O2W O 0.11109(10) -0.1150(2) 0.00889(16) 0.0638(8) Uani 1 1 d . . . H2W1 H 0.1101(15) -0.043(5) 0.011(2) 0.077 Uiso 1 1 d . . . H2W2 H 0.1165(15) -0.124(4) -0.028(2) 0.077 Uiso 1 1 d . . . O3W O 0.0126(2) 0.8861(5) -0.2183(3) 0.086(2) Uani 0.50 1 d P . . O1S O 0.04491(15) 0.7844(4) 0.2813(3) 0.1389(18) Uani 1 1 d . . . C1S C 0.0105(4) 0.7241(10) 0.2816(6) 0.100(4) Uani 0.50 1 d P . . O2S O 0.03434(13) 0.9712(4) 0.1932(2) 0.1284(16) Uani 1 1 d . . . C2S C -0.0122(3) 0.9842(12) 0.1340(5) 0.136(5) Uani 0.65 1 d P . . C2S' C 0.0092(5) 0.8917(15) 0.1305(7) 0.084(4) Uiso 0.35 1 d P . . C3S C 0.0003(3) 0.9608(7) 0.0812(4) 0.149(3) Uani 1 1 d . . . O3S O 0.23239(18) 0.3726(4) 0.4169(2) 0.0644(19) Uani 0.538(7) 1 d P . . O3S' O 0.20114(18) 0.5727(5) 0.4047(3) 0.065(2) Uani 0.462(7) 1 d P . . C4S C 0.2705(9) 0.4741(10) 0.4558(6) 0.084(6) Uani 0.70(5) 1 d P . . C4S' C 0.2519(11) 0.4625(17) 0.4639(8) 0.050(7) Uani 0.30(5) 1 d P . . C5S C 0.24452(15) 0.5879(4) 0.4383(2) 0.0759(14) 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 O1 0.0472(15) 0.0372(14) 0.086(2) 0.0022(13) 0.0176(14) -0.0104(12) O2 0.0707(19) 0.0499(17) 0.069(2) -0.0014(14) 0.0278(16) 0.0089(14) O3 0.0510(16) 0.0432(15) 0.083(2) -0.0037(14) 0.0330(15) -0.0103(12) O4 0.0653(18) 0.0337(14) 0.0816(19) -0.0036(13) 0.0277(15) -0.0057(12) O5 0.0518(17) 0.0506(16) 0.099(2) 0.0028(15) 0.0379(16) 0.0079(13) O6 0.0588(16) 0.0307(13) 0.0807(19) 0.0029(12) 0.0303(14) -0.0069(11) N1 0.0370(15) 0.0261(14) 0.0604(18) 0.0044(13) 0.0140(13) 0.0033(11) C2 0.0397(19) 0.0364(19) 0.058(2) 0.0062(16) 0.0091(17) 0.0041(15) C3 0.0361(18) 0.0357(19) 0.067(3) 0.0051(17) 0.0089(18) -0.0023(15) N4 0.0338(15) 0.0328(15) 0.063(2) 0.0010(14) 0.0110(14) -0.0019(12) C5 0.0268(17) 0.0274(18) 0.085(3) 0.0110(18) 0.0178(18) 0.0026(14) C6 0.0322(17) 0.0319(18) 0.076(3) 0.0075(17) 0.0214(18) 0.0078(14) N7 0.0310(14) 0.0322(15) 0.070(2) 0.0090(14) 0.0184(14) 0.0068(12) C8 0.046(2) 0.034(2) 0.106(4) 0.016(2) 0.039(2) 0.0060(16) C9 0.071(3) 0.051(2) 0.093(3) 0.012(2) 0.051(3) 0.008(2) C10 0.059(2) 0.047(2) 0.083(3) 0.012(2) 0.037(2) 0.0089(19) C11 0.044(2) 0.041(2) 0.065(3) 0.0088(18) 0.0241(19) 0.0143(16) C12 0.042(2) 0.043(2) 0.069(3) 0.010(2) 0.023(2) 0.0147(16) N13 0.0415(17) 0.0379(16) 0.063(2) -0.0020(15) 0.0164(15) 0.0014(13) C14 0.054(2) 0.0290(19) 0.075(3) -0.0051(17) 0.025(2) 0.0024(16) C15 0.052(2) 0.0282(18) 0.068(2) -0.0060(16) 0.0212(19) -0.0035(15) N16 0.0373(15) 0.0268(14) 0.0617(19) 0.0004(13) 0.0139(14) -0.0025(12) C17 0.0364(18) 0.0328(18) 0.066(2) 0.0019(16) 0.0087(17) -0.0062(14) C18 0.046(2) 0.0314(18) 0.071(3) 0.0018(17) 0.0153(19) -0.0064(15) N19 0.0452(17) 0.0285(15) 0.066(2) 0.0061(13) 0.0174(15) -0.0029(12) C20 0.0305(17) 0.0317(18) 0.074(3) 0.0081(17) 0.0223(18) 0.0053(14) C21 0.0285(17) 0.0245(16) 0.068(2) 0.0067(15) 0.0161(16) 0.0061(13) N22 0.0291(14) 0.0214(14) 0.070(2) 0.0081(13) 0.0150(14) 0.0045(11) C23 0.0366(18) 0.0316(18) 0.068(2) 0.0066(16) 0.0221(17) 0.0023(14) C24 0.044(2) 0.0305(18) 0.083(3) 0.0078(18) 0.030(2) -0.0017(15) C25 0.0396(19) 0.0245(17) 0.086(3) 0.0038(17) 0.025(2) -0.0019(14) C26 0.0331(17) 0.0229(16) 0.070(2) 0.0076(16) 0.0175(17) 0.0062(13) C27 0.0349(18) 0.0216(17) 0.075(3) 0.0055(17) 0.0175(18) 0.0061(14) N28 0.0407(16) 0.0280(15) 0.064(2) 0.0077(13) 0.0170(15) 0.0041(12) C29 0.048(2) 0.0335(19) 0.070(3) 0.0094(17) 0.0245(19) 0.0116(15) C30 0.049(2) 0.0308(18) 0.067(2) 0.0020(17) 0.0190(19) 0.0065(15) C31 0.0418(19) 0.0340(18) 0.065(2) 0.0060(17) 0.0200(18) 0.0035(15) C32 0.054(2) 0.039(2) 0.073(3) 0.0075(18) 0.028(2) 0.0064(17) N33 0.0523(19) 0.0395(17) 0.083(2) 0.0193(16) 0.0376(18) 0.0137(14) C34 0.048(2) 0.046(2) 0.058(2) 0.0084(17) 0.0235(19) 0.0098(17) C35 0.053(2) 0.040(2) 0.055(2) 0.0078(17) 0.0233(18) 0.0116(17) N36 0.0484(17) 0.0333(15) 0.0532(18) 0.0087(13) 0.0210(14) 0.0077(13) C37 0.064(2) 0.047(2) 0.076(3) 0.012(2) 0.036(2) 0.019(2) C38 0.084(3) 0.036(2) 0.078(3) 0.0146(19) 0.046(2) 0.021(2) C39 0.071(3) 0.0318(19) 0.064(3) 0.0085(17) 0.036(2) 0.0054(17) C40 0.053(2) 0.0330(19) 0.052(2) 0.0051(15) 0.0210(17) 0.0027(16) C41 0.051(2) 0.0320(18) 0.061(2) 0.0023(16) 0.0214(18) -0.0013(16) N42 0.0473(17) 0.0293(15) 0.077(2) 0.0105(14) 0.0268(16) 0.0025(13) C43 0.0403(19) 0.0335(19) 0.070(2) 0.0062(17) 0.0199(18) 0.0012(15) C44 0.0379(18) 0.0282(17) 0.069(2) 0.0022(16) 0.0178(17) -0.0013(14) O1W 0.0454(15) 0.0385(15) 0.0723(18) 0.0094(13) 0.0202(14) -0.0052(11) O2W 0.0675(18) 0.0272(13) 0.097(2) 0.0084(14) 0.0378(17) 0.0017(13) O3W 0.066(4) 0.058(4) 0.136(6) -0.013(3) 0.049(4) -0.008(3) O1S 0.108(3) 0.098(3) 0.207(5) -0.020(3) 0.069(4) 0.004(3) C1S 0.084(8) 0.099(8) 0.152(11) -0.015(7) 0.083(9) -0.028(6) O2S 0.082(3) 0.122(4) 0.181(4) 0.004(3) 0.061(3) -0.026(2) C2S 0.090(7) 0.182(12) 0.121(8) 0.016(8) 0.035(6) -0.060(8) C3S 0.200(8) 0.115(5) 0.128(6) -0.064(5) 0.071(6) -0.091(6) O3S 0.082(4) 0.039(3) 0.059(3) -0.011(2) 0.021(3) 0.014(2) O3S' 0.041(3) 0.060(4) 0.083(5) -0.026(3) 0.019(3) -0.013(3) C4S 0.098(11) 0.072(5) 0.085(6) -0.005(4) 0.044(6) 0.025(5) C4S' 0.044(13) 0.077(10) 0.039(9) -0.031(7) 0.027(6) -0.003(8) C5S 0.069(3) 0.053(3) 0.102(4) -0.028(2) 0.036(3) -0.020(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C5 1.229(4) . ? O2 C12 1.231(5) . ? O3 C20 1.232(5) . ? O4 C27 1.234(4) . ? O5 C34 1.227(4) . ? O6 C41 1.240(4) . ? N1 C31 1.458(4) . ? N1 C30 1.459(4) . ? N1 C2 1.469(4) . ? C2 C3 1.501(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N4 1.456(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N4 C5 1.320(5) . ? N4 H4N 0.8800 . ? C5 C6 1.503(6) . ? C6 N7 1.334(4) . ? C6 C8 1.395(5) . ? N7 C11 1.339(5) . ? C8 C9 1.375(6) . ? C8 H8 0.9500 . ? C9 C10 1.370(6) . ? C9 H9 0.9500 . ? C10 C11 1.384(5) . ? C10 H10 0.9500 . ? C11 C12 1.501(6) . ? C12 N13 1.321(5) . ? N13 C14 1.458(5) . ? N13 H13N 0.8800 . ? C14 C15 1.522(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 N16 1.458(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? N16 C17 1.464(4) . ? N16 C44 1.465(5) . ? C17 C18 1.520(5) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N19 1.447(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? N19 C20 1.326(4) . ? N19 H19N 0.8800 . ? C20 C21 1.504(5) . ? C21 N22 1.327(5) . ? C21 C23 1.389(5) . ? N22 C26 1.346(4) . ? C23 C24 1.369(5) . ? C23 H23 0.9500 . ? C24 C25 1.362(6) . ? C24 H24 0.9500 . ? C25 C26 1.387(5) . ? C25 H25 0.9500 . ? C26 C27 1.500(6) . ? C27 N28 1.325(4) . ? N28 C29 1.443(5) . ? N28 H28N 0.8800 . ? C29 C30 1.518(5) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.530(5) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N33 1.449(5) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? N33 C34 1.316(5) . ? N33 H33N 0.8800 . ? C34 C35 1.503(5) . ? C35 N36 1.333(5) . ? C35 C37 1.387(5) . ? N36 C40 1.332(4) . ? C37 C38 1.381(6) . ? C37 H37 0.9500 . ? C38 C39 1.365(6) . ? C38 H38 0.9500 . ? C39 C40 1.387(5) . ? C39 H39 0.9500 . ? C40 C41 1.492(5) . ? C41 N42 1.335(5) . ? N42 C43 1.447(5) . ? N42 H42N 0.8800 . ? C43 C44 1.522(5) 7_565 ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C43 1.522(5) 7_565 ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? O1W H1W1 0.94(5) . ? O1W H1W2 0.84(5) . ? O2W H2W1 0.82(5) . ? O2W H2W2 1.01(5) . ? O3W O3W 1.399(14) 2_554 ? O1S C1S 1.371(11) . ? C1S C1S 1.38(3) 2 ? O2S C2S 1.602(12) . ? O2S C2S' 1.650(17) . ? C2S C2S' 1.307(19) . ? C2S C3S 1.575(14) . ? C2S' C3S 1.360(17) . ? O3S C4S' 1.456(16) . ? O3S C4S 1.68(2) . ? O3S' C5S 1.345(7) . ? C4S C4S' 0.765(14) . ? C4S C5S 1.516(13) . ? C4S' C5S 1.53(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C31 N1 C30 112.9(3) . . ? C31 N1 C2 111.9(3) . . ? C30 N1 C2 113.8(3) . . ? N1 C2 C3 112.9(3) . . ? N1 C2 H2A 109.0 . . ? C3 C2 H2A 109.0 . . ? N1 C2 H2B 109.0 . . ? C3 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? N4 C3 C2 113.2(3) . . ? N4 C3 H3A 108.9 . . ? C2 C3 H3A 108.9 . . ? N4 C3 H3B 108.9 . . ? C2 C3 H3B 108.9 . . ? H3A C3 H3B 107.8 . . ? C5 N4 C3 118.9(3) . . ? C5 N4 H4N 120.6 . . ? C3 N4 H4N 120.6 . . ? O1 C5 N4 122.8(4) . . ? O1 C5 C6 119.7(3) . . ? N4 C5 C6 117.6(3) . . ? N7 C6 C8 122.6(4) . . ? N7 C6 C5 118.0(3) . . ? C8 C6 C5 119.3(3) . . ? C6 N7 C11 117.8(3) . . ? C9 C8 C6 119.1(4) . . ? C9 C8 H8 120.5 . . ? C6 C8 H8 120.5 . . ? C10 C9 C8 118.4(4) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C9 C10 C11 119.8(4) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? N7 C11 C10 122.4(4) . . ? N7 C11 C12 117.6(3) . . ? C10 C11 C12 119.9(4) . . ? O2 C12 N13 125.0(4) . . ? O2 C12 C11 120.5(4) . . ? N13 C12 C11 114.4(4) . . ? C12 N13 C14 122.6(4) . . ? C12 N13 H13N 118.7 . . ? C14 N13 H13N 118.7 . . ? N13 C14 C15 112.1(3) . . ? N13 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? N13 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? N16 C15 C14 112.5(3) . . ? N16 C15 H15A 109.1 . . ? C14 C15 H15A 109.1 . . ? N16 C15 H15B 109.1 . . ? C14 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? C15 N16 C17 110.9(3) . . ? C15 N16 C44 112.0(3) . . ? C17 N16 C44 112.1(3) . . ? N16 C17 C18 112.3(3) . . ? N16 C17 H17A 109.1 . . ? C18 C17 H17A 109.1 . . ? N16 C17 H17B 109.1 . . ? C18 C17 H17B 109.1 . . ? H17A C17 H17B 107.9 . . ? N19 C18 C17 112.2(3) . . ? N19 C18 H18A 109.2 . . ? C17 C18 H18A 109.2 . . ? N19 C18 H18B 109.2 . . ? C17 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C20 N19 C18 121.4(4) . . ? C20 N19 H19N 119.3 . . ? C18 N19 H19N 119.3 . . ? O3 C20 N19 123.3(4) . . ? O3 C20 C21 120.3(3) . . ? N19 C20 C21 116.4(4) . . ? N22 C21 C23 122.9(3) . . ? N22 C21 C20 117.5(3) . . ? C23 C21 C20 119.7(4) . . ? C21 N22 C26 117.6(3) . . ? C24 C23 C21 119.0(4) . . ? C24 C23 H23 120.5 . . ? C21 C23 H23 120.5 . . ? C25 C24 C23 118.8(3) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? C24 C25 C26 119.5(4) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? N22 C26 C25 122.2(4) . . ? N22 C26 C27 117.1(3) . . ? C25 C26 C27 120.7(3) . . ? O4 C27 N28 123.2(4) . . ? O4 C27 C26 121.5(3) . . ? N28 C27 C26 115.3(3) . . ? C27 N28 C29 122.8(3) . . ? C27 N28 H28N 118.6 . . ? C29 N28 H28N 118.6 . . ? N28 C29 C30 112.9(3) . . ? N28 C29 H29A 109.0 . . ? C30 C29 H29A 109.0 . . ? N28 C29 H29B 109.0 . . ? C30 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? N1 C30 C29 111.8(3) . . ? N1 C30 H30A 109.3 . . ? C29 C30 H30A 109.3 . . ? N1 C30 H30B 109.3 . . ? C29 C30 H30B 109.3 . . ? H30A C30 H30B 107.9 . . ? N1 C31 C32 115.7(3) . . ? N1 C31 H31A 108.4 . . ? C32 C31 H31A 108.4 . . ? N1 C31 H31B 108.4 . . ? C32 C31 H31B 108.4 . . ? H31A C31 H31B 107.4 . . ? N33 C32 C31 111.6(3) . . ? N33 C32 H32A 109.3 . . ? C31 C32 H32A 109.3 . . ? N33 C32 H32B 109.3 . . ? C31 C32 H32B 109.3 . . ? H32A C32 H32B 108.0 . . ? C34 N33 C32 122.5(3) . . ? C34 N33 H33N 118.8 . . ? C32 N33 H33N 118.8 . . ? O5 C34 N33 123.1(4) . . ? O5 C34 C35 121.1(3) . . ? N33 C34 C35 115.8(3) . . ? N36 C35 C37 122.4(4) . . ? N36 C35 C34 116.9(3) . . ? C37 C35 C34 120.7(3) . . ? C40 N36 C35 118.1(3) . . ? C38 C37 C35 119.0(4) . . ? C38 C37 H37 120.5 . . ? C35 C37 H37 120.5 . . ? C39 C38 C37 118.5(3) . . ? C39 C38 H38 120.7 . . ? C37 C38 H38 120.7 . . ? C38 C39 C40 119.4(4) . . ? C38 C39 H39 120.3 . . ? C40 C39 H39 120.3 . . ? N36 C40 C39 122.5(3) . . ? N36 C40 C41 117.6(3) . . ? C39 C40 C41 119.9(3) . . ? O6 C41 N42 123.8(3) . . ? O6 C41 C40 120.7(3) . . ? N42 C41 C40 115.5(3) . . ? C41 N42 C43 125.0(3) . . ? C41 N42 H42N 117.5 . . ? C43 N42 H42N 117.5 . . ? N42 C43 C44 114.7(3) . 7_565 ? N42 C43 H43A 108.6 . . ? C44 C43 H43A 108.6 7_565 . ? N42 C43 H43B 108.6 . . ? C44 C43 H43B 108.6 7_565 . ? H43A C43 H43B 107.6 . . ? N16 C44 C43 113.9(3) . 7_565 ? N16 C44 H44A 108.8 . . ? C43 C44 H44A 108.8 7_565 . ? N16 C44 H44B 108.8 . . ? C43 C44 H44B 108.8 7_565 . ? H44A C44 H44B 107.7 . . ? H1W1 O1W H1W2 108(4) . . ? H2W1 O2W H2W2 101(4) . . ? O1S C1S C1S 90.0(9) . 2 ? C2S O2S C2S' 47.4(7) . . ? C2S' C2S C3S 55.4(9) . . ? C2S' C2S O2S 68.2(9) . . ? C3S C2S O2S 101.5(8) . . ? C2S C2S' C3S 72.3(11) . . ? C2S C2S' O2S 64.4(9) . . ? C3S C2S' O2S 109.3(11) . . ? C2S' C3S C2S 52.3(8) . . ? C4S' O3S C4S 27.1(7) . . ? C4S' C4S C5S 76(2) . . ? C4S' C4S O3S 60.2(18) . . ? C5S C4S O3S 102.6(13) . . ? C4S C4S' O3S 93(2) . . ? C4S C4S' C5S 74(2) . . ? O3S C4S' C5S 113.2(12) . . ? O3S' C5S C4S 114.1(10) . . ? O3S' C5S C4S' 93.5(12) . . ? C4S C5S C4S' 29.1(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C31 N1 C2 C3 -159.2(3) . . . . ? C30 N1 C2 C3 71.3(4) . . . . ? N1 C2 C3 N4 66.7(4) . . . . ? C2 C3 N4 C5 179.7(3) . . . . ? C3 N4 C5 O1 2.8(5) . . . . ? C3 N4 C5 C6 -176.4(3) . . . . ? O1 C5 C6 N7 -174.5(3) . . . . ? N4 C5 C6 N7 4.7(4) . . . . ? O1 C5 C6 C8 2.1(5) . . . . ? N4 C5 C6 C8 -178.7(3) . . . . ? C8 C6 N7 C11 0.9(5) . . . . ? C5 C6 N7 C11 177.4(3) . . . . ? N7 C6 C8 C9 -1.0(5) . . . . ? C5 C6 C8 C9 -177.5(3) . . . . ? C6 C8 C9 C10 1.0(6) . . . . ? C8 C9 C10 C11 -0.8(6) . . . . ? C6 N7 C11 C10 -0.7(5) . . . . ? C6 N7 C11 C12 -178.7(3) . . . . ? C9 C10 C11 N7 0.7(5) . . . . ? C9 C10 C11 C12 178.7(3) . . . . ? N7 C11 C12 O2 -172.8(3) . . . . ? C10 C11 C12 O2 9.1(5) . . . . ? N7 C11 C12 N13 10.7(4) . . . . ? C10 C11 C12 N13 -167.4(3) . . . . ? O2 C12 N13 C14 2.6(5) . . . . ? C11 C12 N13 C14 178.9(3) . . . . ? C12 N13 C14 C15 76.8(4) . . . . ? N13 C14 C15 N16 54.6(4) . . . . ? C14 C15 N16 C17 -156.8(3) . . . . ? C14 C15 N16 C44 77.1(4) . . . . ? C15 N16 C17 C18 75.7(4) . . . . ? C44 N16 C17 C18 -158.3(3) . . . . ? N16 C17 C18 N19 60.8(4) . . . . ? C17 C18 N19 C20 -155.6(3) . . . . ? C18 N19 C20 O3 -0.8(5) . . . . ? C18 N19 C20 C21 -179.7(3) . . . . ? O3 C20 C21 N22 -177.8(3) . . . . ? N19 C20 C21 N22 1.2(4) . . . . ? O3 C20 C21 C23 1.3(5) . . . . ? N19 C20 C21 C23 -179.7(3) . . . . ? C23 C21 N22 C26 -0.2(4) . . . . ? C20 C21 N22 C26 178.9(3) . . . . ? N22 C21 C23 C24 -0.4(5) . . . . ? C20 C21 C23 C24 -179.4(3) . . . . ? C21 C23 C24 C25 0.8(5) . . . . ? C23 C24 C25 C26 -0.7(5) . . . . ? C21 N22 C26 C25 0.3(4) . . . . ? C21 N22 C26 C27 179.7(3) . . . . ? C24 C25 C26 N22 0.2(5) . . . . ? C24 C25 C26 C27 -179.2(3) . . . . ? N22 C26 C27 O4 178.4(3) . . . . ? C25 C26 C27 O4 -2.2(5) . . . . ? N22 C26 C27 N28 -1.5(4) . . . . ? C25 C26 C27 N28 178.0(3) . . . . ? O4 C27 N28 C29 5.0(5) . . . . ? C26 C27 N28 C29 -175.2(3) . . . . ? C27 N28 C29 C30 71.9(4) . . . . ? C31 N1 C30 C29 82.8(4) . . . . ? C2 N1 C30 C29 -148.2(3) . . . . ? N28 C29 C30 N1 55.6(4) . . . . ? C30 N1 C31 C32 68.8(4) . . . . ? C2 N1 C31 C32 -61.2(4) . . . . ? N1 C31 C32 N33 178.8(3) . . . . ? C31 C32 N33 C34 -86.3(4) . . . . ? C32 N33 C34 O5 1.0(6) . . . . ? C32 N33 C34 C35 -179.0(3) . . . . ? O5 C34 C35 N36 173.1(4) . . . . ? N33 C34 C35 N36 -6.9(5) . . . . ? O5 C34 C35 C37 -7.2(6) . . . . ? N33 C34 C35 C37 172.8(4) . . . . ? C37 C35 N36 C40 0.6(6) . . . . ? C34 C35 N36 C40 -179.6(3) . . . . ? N36 C35 C37 C38 -0.1(6) . . . . ? C34 C35 C37 C38 -179.8(4) . . . . ? C35 C37 C38 C39 -1.0(6) . . . . ? C37 C38 C39 C40 1.6(6) . . . . ? C35 N36 C40 C39 0.0(5) . . . . ? C35 N36 C40 C41 -178.7(3) . . . . ? C38 C39 C40 N36 -1.1(6) . . . . ? C38 C39 C40 C41 177.6(4) . . . . ? N36 C40 C41 O6 172.2(3) . . . . ? C39 C40 C41 O6 -6.5(6) . . . . ? N36 C40 C41 N42 -7.7(5) . . . . ? C39 C40 C41 N42 173.6(4) . . . . ? O6 C41 N42 C43 4.4(6) . . . . ? C40 C41 N42 C43 -175.8(3) . . . . ? C41 N42 C43 C44 -107.6(4) . . . 7_565 ? C15 N16 C44 C43 -153.3(3) . . . 7_565 ? C17 N16 C44 C43 81.3(4) . . . 7_565 ? C2S' O2S C2S C3S -45.1(9) . . . . ? O2S C2S C2S' C3S -122.4(8) . . . . ? C3S C2S C2S' O2S 122.4(8) . . . . ? C2S O2S C2S' C3S 58.4(11) . . . . ? O2S C2S' C3S C2S -53.7(9) . . . . ? O2S C2S C3S C2S' 53.1(10) . . . . ? C4S' O3S C4S C5S -66(2) . . . . ? C5S C4S C4S' O3S 113.4(10) . . . . ? O3S C4S C4S' C5S -113.4(10) . . . . ? C4S O3S C4S' C5S 74(3) . . . . ? C4S' C4S C5S O3S' -48.2(17) . . . . ? O3S C4S C5S O3S' 6.5(18) . . . . ? O3S C4S C5S C4S' 54.7(18) . . . . ? C4S C4S' C5S O3S' 137.1(15) . . . . ? O3S C4S' C5S O3S' 51(2) . . . . ? O3S C4S' C5S C4S -86(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 H4N O1W 0.88 2.52 3.289(4) 146.1 5_565 N13 H13N O1W 0.88 2.12 2.920(4) 150.1 5_565 N19 H19N O6 0.88 2.24 3.074(4) 158.8 7_565 N28 H28N O6 0.88 2.07 2.882(4) 152.9 7_565 N33 H33N O3S 0.88 2.29 3.093(6) 151.0 6_565 N33 H33N O3 0.88 2.57 3.226(4) 131.8 6_565 N42 H42N O3S 0.88 2.05 2.860(5) 152.2 6_565 O1W H1W1 O1 0.94(5) 1.84(5) 2.775(4) 172(4) . O1W H1W2 O2W 0.84(5) 1.99(5) 2.826(4) 171(4) 5 O2W H2W1 O4 0.82(5) 1.97(5) 2.776(4) 165(5) . O2W H2W2 O5 1.01(5) 1.98(5) 2.849(5) 143(4) 1_545 N4 H4N N7 0.88 2.40 2.742(5) 103.5 . N13 H13N N7 0.88 2.27 2.678(4) 107.8 . N19 H19N N22 0.88 2.33 2.705(4) 105.8 . N28 H28N N22 0.88 2.28 2.679(5) 107.7 . N33 H33N N36 0.88 2.29 2.683(4) 107.1 . N42 H42N N36 0.88 2.28 2.689(4) 108.2 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.668 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.066 data_k03i_(cmpd_1_tere) _database_code_depnum_ccdc_archive 'CCDC 825551' #TrackingRef 'web_deposit_cif_file_0_VictorW.Day_1305133643.cif' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C114 H178 N28 O22' _chemical_formula_weight 2292.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.477(4) _cell_length_b 15.019(4) _cell_length_c 17.319(5) _cell_angle_alpha 98.171(5) _cell_angle_beta 109.671(4) _cell_angle_gamma 102.737(5) _cell_volume 3129.2(15) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5864 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 29.05 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1234 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.770 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 28008 _diffrn_reflns_av_R_equivalents 0.0431 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.50 _reflns_number_total 14109 _reflns_number_gt 12208 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections except those that were flagged by the user for being in the beamstop. 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^)+(0.0653P)^2^+1.6518P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14109 _refine_ls_number_parameters 1095 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0757 _refine_ls_R_factor_gt 0.0665 _refine_ls_wR_factor_ref 0.1577 _refine_ls_wR_factor_gt 0.1526 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.11781(12) 0.04485(10) 0.05792(9) 0.0322(3) Uani 1 1 d . . . O2 O -0.15965(12) 0.15552(10) -0.32982(9) 0.0285(3) Uani 1 1 d . . . O3 O 0.48760(12) 0.64503(10) -0.01993(9) 0.0278(3) Uani 1 1 d . . . O4 O 0.37110(13) 0.64890(11) 0.34638(9) 0.0338(3) Uani 1 1 d . . . O5 O -0.00473(13) 0.18060(10) 0.46355(10) 0.0333(3) Uani 1 1 d . . . O6 O -0.30457(12) 0.50844(10) 0.45589(9) 0.0307(3) Uani 1 1 d . . . N1 N 0.08870(13) 0.33258(11) 0.25726(10) 0.0211(3) Uani 1 1 d . . . C2 C 0.02247(16) 0.28419(14) 0.16846(12) 0.0219(4) Uani 1 1 d . . . H2A H 0.0198(17) 0.3311(15) 0.1338(14) 0.022(5) Uiso 1 1 d . . . H2B H -0.0559(19) 0.2546(15) 0.1624(14) 0.024(5) Uiso 1 1 d . . . C3 C 0.06393(17) 0.20710(14) 0.13230(12) 0.0247(4) Uani 1 1 d . . . H3A H 0.1386(18) 0.2317(14) 0.1399(13) 0.019(5) Uiso 1 1 d . . . H3B H 0.0567(19) 0.1544(17) 0.1597(15) 0.031(6) Uiso 1 1 d . . . N4 N 0.00085(14) 0.16797(12) 0.04287(10) 0.0239(3) Uani 1 1 d . . . H4N H 0.0204(19) 0.1953(16) 0.0102(15) 0.026(6) Uiso 1 1 d . . . C5 C -0.08219(16) 0.08921(13) 0.01324(12) 0.0240(4) Uani 1 1 d . . . C6 C -0.13099(15) 0.05684(13) -0.08152(12) 0.0219(4) Uani 1 1 d . . . N7 N -0.10731(13) 0.12111(11) -0.12353(10) 0.0209(3) Uani 1 1 d . . . C8 C -0.19523(17) -0.03485(14) -0.12108(13) 0.0255(4) Uani 1 1 d . . . H8 H -0.2099(19) -0.0782(16) -0.0897(15) 0.029(6) Uiso 1 1 d . . . C9 C -0.23605(17) -0.06036(14) -0.20842(13) 0.0261(4) Uani 1 1 d . . . H9 H -0.2805(18) -0.1233(16) -0.2367(14) 0.025(6) Uiso 1 1 d . . . C10 C -0.21256(16) 0.00578(14) -0.25276(13) 0.0242(4) Uani 1 1 d . . . H10 H -0.2392(18) -0.0059(15) -0.3101(15) 0.024(5) Uiso 1 1 d . . . C11 C -0.14812(15) 0.09586(13) -0.20755(12) 0.0211(4) Uani 1 1 d . . . C12 C -0.12087(15) 0.17151(13) -0.25251(12) 0.0221(4) Uani 1 1 d . . . N13 N -0.05269(14) 0.25291(11) -0.20082(11) 0.0230(3) Uani 1 1 d . . . H13N H -0.0209(19) 0.2568(16) -0.1497(16) 0.028(6) Uiso 1 1 d . . . C14 C -0.01008(17) 0.33421(14) -0.22930(13) 0.0237(4) Uani 1 1 d . . . H14A H -0.0038(17) 0.3892(15) -0.1898(14) 0.022(5) Uiso 1 1 d . . . H14B H -0.0624(19) 0.3335(16) -0.2835(15) 0.029(6) Uiso 1 1 d . . . C15 C 0.10338(16) 0.33671(13) -0.23045(12) 0.0221(4) Uani 1 1 d . . . H15A H 0.1470(17) 0.3172(14) -0.1801(13) 0.017(5) Uiso 1 1 d . . . H15B H 0.0931(17) 0.2922(15) -0.2803(14) 0.023(5) Uiso 1 1 d . . . N16 N 0.16474(13) 0.43029(11) -0.23273(10) 0.0201(3) Uani 1 1 d . . . C17 C 0.22286(16) 0.49273(13) -0.14771(12) 0.0214(4) Uani 1 1 d . . . H17A H 0.2439(18) 0.5551(16) -0.1531(14) 0.023(5) Uiso 1 1 d . . . H17B H 0.1716(17) 0.4904(14) -0.1201(13) 0.018(5) Uiso 1 1 d . . . C18 C 0.32455(16) 0.47038(14) -0.09076(12) 0.0223(4) Uani 1 1 d . . . H18A H 0.3051(17) 0.4064(15) -0.0901(13) 0.018(5) Uiso 1 1 d . . . H18B H 0.3839(18) 0.4855(15) -0.1110(14) 0.023(5) Uiso 1 1 d . . . N19 N 0.36523(14) 0.52553(11) -0.00459(10) 0.0224(3) Uani 1 1 d . . . H19N H 0.3389(19) 0.5039(15) 0.0274(15) 0.023(6) Uiso 1 1 d . . . C20 C 0.44378(15) 0.60683(13) 0.02381(12) 0.0213(4) Uani 1 1 d . . . C21 C 0.47776(15) 0.65065(13) 0.11650(12) 0.0205(4) Uani 1 1 d . . . N22 N 0.41187(12) 0.61322(11) 0.15370(10) 0.0199(3) Uani 1 1 d . . . C23 C 0.57217(16) 0.72550(13) 0.15863(13) 0.0234(4) Uani 1 1 d . . . H23 H 0.6180(18) 0.7474(15) 0.1328(14) 0.023(5) Uiso 1 1 d . . . C24 C 0.59998(17) 0.76158(14) 0.24375(13) 0.0260(4) Uani 1 1 d . . . H24 H 0.6633(19) 0.8102(15) 0.2712(14) 0.022(5) Uiso 1 1 d . . . C25 C 0.53179(16) 0.72408(14) 0.28315(13) 0.0249(4) Uani 1 1 d . . . H25 H 0.5470(18) 0.7479(15) 0.3394(15) 0.025(6) Uiso 1 1 d . . . C26 C 0.43820(15) 0.65062(13) 0.23546(12) 0.0217(4) Uani 1 1 d . . . C27 C 0.35837(16) 0.61048(14) 0.27471(12) 0.0233(4) Uani 1 1 d . . . N28 N 0.27740(13) 0.53451(12) 0.22556(11) 0.0232(3) Uani 1 1 d . . . H28N H 0.278(2) 0.5096(17) 0.1781(16) 0.033(6) Uiso 1 1 d . . . C29 C 0.18665(16) 0.48923(14) 0.24728(13) 0.0240(4) Uani 1 1 d . . . H29A H 0.1149(18) 0.4796(15) 0.1979(14) 0.022(5) Uiso 1 1 d . . . H29B H 0.1854(18) 0.5301(15) 0.2956(14) 0.023(5) Uiso 1 1 d . . . C30 C 0.19620(16) 0.39507(14) 0.26739(13) 0.0233(4) Uani 1 1 d . . . H30A H 0.2286(18) 0.3645(15) 0.2315(14) 0.023(5) Uiso 1 1 d . . . H30B H 0.2470(16) 0.4052(13) 0.3252(13) 0.014(5) Uiso 1 1 d . . . C31 C 0.10321(17) 0.26186(14) 0.30880(12) 0.0233(4) Uani 1 1 d . . . H31C H 0.1654(18) 0.2367(15) 0.3074(14) 0.023(5) Uiso 1 1 d . . . H31D H 0.0304(19) 0.2089(16) 0.2881(14) 0.029(6) Uiso 1 1 d . . . C32 C 0.12604(17) 0.30043(15) 0.40049(13) 0.0260(4) Uani 1 1 d . . . H32A H 0.1550(18) 0.2535(15) 0.4327(14) 0.026(6) Uiso 1 1 d . . . H32B H 0.1850(17) 0.3618(15) 0.4207(13) 0.018(5) Uiso 1 1 d . . . N33 N 0.02830(15) 0.31209(13) 0.41441(11) 0.0273(4) Uani 1 1 d . . . H33N H 0.005(2) 0.3612(18) 0.4027(16) 0.035(7) Uiso 1 1 d . . . C34 C -0.02599(17) 0.25267(14) 0.44740(12) 0.0243(4) Uani 1 1 d . . . C35 C -0.11481(16) 0.28360(13) 0.46866(11) 0.0217(4) Uani 1 1 d . . . N36 N -0.13446(13) 0.36160(11) 0.44683(9) 0.0208(3) Uani 1 1 d . . . C37 C -0.16859(17) 0.23339(15) 0.51148(13) 0.0276(4) Uani 1 1 d . . . H37 H -0.1497(18) 0.1783(16) 0.5256(14) 0.026(6) Uiso 1 1 d . . . C38 C -0.24519(18) 0.26713(16) 0.53422(14) 0.0312(5) Uani 1 1 d . . . H38 H -0.279(2) 0.2389(18) 0.5649(17) 0.040(7) Uiso 1 1 d . . . C39 C -0.26622(17) 0.34726(16) 0.51220(13) 0.0278(4) Uani 1 1 d . . . H39 H -0.3151(19) 0.3709(16) 0.5261(14) 0.028(6) Uiso 1 1 d . . . C40 C -0.20986(16) 0.39200(13) 0.46807(11) 0.0223(4) Uani 1 1 d . . . C41 C -0.23249(16) 0.47927(13) 0.44173(11) 0.0231(4) Uani 1 1 d . . . N42 N -0.17002(15) 0.51919(12) 0.40324(10) 0.0243(3) Uani 1 1 d . . . H42N H -0.122(2) 0.4935(17) 0.3943(16) 0.035(6) Uiso 1 1 d . . . C43 C -0.18462(19) 0.60180(14) 0.37109(12) 0.0255(4) Uani 1 1 d . . . H43A H -0.1141(18) 0.6463(15) 0.3891(13) 0.019(5) Uiso 1 1 d . . . H43B H -0.230(2) 0.6291(17) 0.3956(15) 0.035(6) Uiso 1 1 d . . . C44 C 0.24170(17) 0.42103(14) -0.27532(12) 0.0228(4) Uani 1 1 d . . . H44A H 0.2767(17) 0.3718(14) -0.2593(13) 0.017(5) Uiso 1 1 d . . . H44B H 0.2981(18) 0.4792(15) -0.2588(13) 0.019(5) Uiso 1 1 d . . . O1A O 0.10564(11) 0.29784(9) -0.02950(8) 0.0232(3) Uani 1 1 d . . . O2A O 0.24098(11) 0.41321(9) 0.07000(8) 0.0229(3) Uani 1 1 d . . . C1A C 0.14452(15) 0.37991(12) 0.01729(11) 0.0180(3) Uani 1 1 d . . . C2A C 0.06925(15) 0.44212(12) 0.00802(11) 0.0181(3) Uani 1 1 d . . . C3A C -0.04468(15) 0.40324(13) -0.02689(11) 0.0199(4) Uani 1 1 d . . . H3 H -0.0745(16) 0.3395(14) -0.0445(12) 0.013(5) Uiso 1 1 d . . . C4A C -0.11315(15) 0.46068(13) -0.03474(11) 0.0195(4) Uani 1 1 d . . . H4 H -0.1884(17) 0.4347(13) -0.0567(12) 0.012(5) Uiso 1 1 d . . . N1C N 0.62894(13) 0.11679(11) 0.20165(10) 0.0218(3) Uani 1 1 d . . . C51 C 0.53920(17) 0.04271(14) 0.21106(13) 0.0252(4) Uani 1 1 d . . . H51A H 0.4711(19) 0.0510(15) 0.1738(14) 0.025(6) Uiso 1 1 d . . . H51B H 0.5437(17) -0.0154(15) 0.1845(13) 0.019(5) Uiso 1 1 d . . . C52 C 0.5446(2) 0.04435(17) 0.30000(15) 0.0345(5) Uani 1 1 d . . . H52A H 0.521(2) 0.0969(17) 0.3188(15) 0.034(6) Uiso 1 1 d . . . H52B H 0.619(2) 0.0511(18) 0.3367(17) 0.045(7) Uiso 1 1 d . . . C53 C 0.4712(2) -0.0476(2) 0.30150(19) 0.0440(6) Uani 1 1 d . . . H53A H 0.498(2) -0.0988(19) 0.2827(17) 0.045(7) Uiso 1 1 d . . . H53B H 0.399(2) -0.0599(17) 0.2595(16) 0.037(7) Uiso 1 1 d . . . C54 C 0.4674(3) -0.0496(3) 0.3877(3) 0.0686(10) Uani 1 1 d . . . H54A H 0.415(3) -0.113(3) 0.384(2) 0.077(11) Uiso 1 1 d . . . H54B H 0.439(3) -0.002(2) 0.402(2) 0.072(11) Uiso 1 1 d . . . H54C H 0.538(3) -0.041(2) 0.427(2) 0.069(10) Uiso 1 1 d . . . C55 C 0.63421(17) 0.21420(14) 0.24348(13) 0.0248(4) Uani 1 1 d . . . H55A H 0.7001(19) 0.2561(16) 0.2429(14) 0.026(6) Uiso 1 1 d . . . H55B H 0.6459(18) 0.2130(15) 0.3013(15) 0.024(5) Uiso 1 1 d . . . C56 C 0.53462(18) 0.24747(15) 0.20443(14) 0.0277(4) Uani 1 1 d . . . H56A H 0.467(2) 0.2005(18) 0.1962(16) 0.040(7) Uiso 1 1 d . . . H56B H 0.5304(19) 0.2583(16) 0.1505(16) 0.030(6) Uiso 1 1 d . . . C57 C 0.5458(2) 0.33835(16) 0.26207(15) 0.0325(5) Uani 1 1 d . . . H57A H 0.540(2) 0.325(2) 0.3153(19) 0.053(8) Uiso 1 1 d . . . H57B H 0.620(2) 0.3801(17) 0.2786(15) 0.031(6) Uiso 1 1 d . . . C58 C 0.4604(3) 0.3861(2) 0.2227(2) 0.0482(7) Uani 1 1 d . . . H58A H 0.467(2) 0.442(2) 0.263(2) 0.061(9) Uiso 1 1 d . . . H58B H 0.390(3) 0.344(2) 0.211(2) 0.066(10) Uiso 1 1 d . . . H58C H 0.466(3) 0.402(3) 0.167(3) 0.086(12) Uiso 1 1 d . . . C59 C 0.60036(15) 0.10543(13) 0.10747(12) 0.0207(4) Uani 1 1 d . . . H59A H 0.6002(16) 0.0430(14) 0.0861(12) 0.014(5) Uiso 1 1 d . . . H59B H 0.5287(17) 0.1122(13) 0.0848(12) 0.013(5) Uiso 1 1 d . . . C60 C 0.67826(17) 0.17304(14) 0.08193(13) 0.0258(4) Uani 1 1 d . . . H60A H 0.753(2) 0.1629(17) 0.1014(16) 0.036(6) Uiso 1 1 d . . . H60B H 0.6865(18) 0.2387(16) 0.1070(14) 0.027(6) Uiso 1 1 d . . . C61 C 0.63298(18) 0.15797(15) -0.01374(13) 0.0274(4) Uani 1 1 d . . . H61A H 0.6230(19) 0.0942(17) -0.0372(15) 0.030(6) Uiso 1 1 d . . . H61B H 0.562(2) 0.1670(16) -0.0326(15) 0.033(6) Uiso 1 1 d . . . C62 C 0.7079(2) 0.22302(18) -0.04365(17) 0.0354(5) Uani 1 1 d . . . H62A H 0.676(3) 0.212(2) -0.105(2) 0.063(9) Uiso 1 1 d . . . H62B H 0.781(2) 0.2108(18) -0.0278(17) 0.046(7) Uiso 1 1 d . . . H62C H 0.719(2) 0.2877(19) -0.0192(17) 0.041(7) Uiso 1 1 d . . . C63 C 0.74167(16) 0.10322(14) 0.24467(13) 0.0244(4) Uani 1 1 d . . . H63A H 0.7943(19) 0.1513(16) 0.2330(14) 0.025(6) Uiso 1 1 d . . . H63B H 0.7589(18) 0.1204(15) 0.3056(15) 0.026(6) Uiso 1 1 d . . . C64 C 0.75079(17) 0.00600(14) 0.21992(14) 0.0261(4) Uani 1 1 d . . . H64A H 0.7176(19) -0.0174(16) 0.1604(16) 0.031(6) Uiso 1 1 d . . . H64B H 0.7115(19) -0.0362(17) 0.2438(15) 0.031(6) Uiso 1 1 d . . . C65 C 0.87143(17) 0.00758(15) 0.25140(14) 0.0267(4) Uani 1 1 d . . . H65A H 0.908(2) 0.0470(17) 0.2211(16) 0.037(7) Uiso 1 1 d . . . H65B H 0.9043(19) 0.0372(16) 0.3106(16) 0.031(6) Uiso 1 1 d . . . C66 C 0.8848(2) -0.09007(17) 0.23845(17) 0.0364(5) Uani 1 1 d . . . H66A H 0.960(2) -0.0887(18) 0.2573(17) 0.044(7) Uiso 1 1 d . . . H66B H 0.848(2) -0.1239(19) 0.1812(18) 0.044(7) Uiso 1 1 d . . . H66C H 0.854(2) -0.126(2) 0.2721(19) 0.054(8) Uiso 1 1 d . . . O1W O -0.02826(18) 0.45657(16) 0.31802(13) 0.0532(6) Uani 1 1 d . . . H1W1 H -0.003(3) 0.423(2) 0.294(2) 0.064(10) Uiso 1 1 d . . . H1W2 H -0.055(2) 0.491(2) 0.2916(18) 0.046(8) Uiso 1 1 d . . . O2W O 0.29534(15) 0.24015(11) -0.02234(12) 0.0363(4) Uani 1 1 d . . . H2W1 H 0.246(3) 0.263(2) -0.017(2) 0.062(9) Uiso 1 1 d . . . H2W2 H 0.353(2) 0.286(2) 0.0057(18) 0.042(8) Uiso 1 1 d . . . O3W O -0.33670(13) -0.07172(12) 0.00260(10) 0.0318(3) Uani 1 1 d . . . H3W1 H -0.274(2) -0.0322(19) 0.0191(17) 0.039(7) Uiso 1 1 d . . . H3W2 H -0.325(2) -0.128(2) 0.0074(19) 0.056(9) Uiso 1 1 d . . . N1S N -0.3789(3) 0.7945(2) -0.3941(2) 0.1011(13) Uani 1 1 d . . . C1S C -0.4123(2) 0.7202(2) -0.43204(17) 0.0546(7) Uani 1 1 d . . . C2S C -0.4558(2) 0.6237(2) -0.48031(18) 0.0470(7) Uani 1 1 d . . . H2SA H -0.502(2) 0.6223(19) -0.5337(19) 0.046(8) Uiso 1 1 d . . . H2SB H -0.397(3) 0.599(2) -0.484(2) 0.069(10) Uiso 1 1 d . . . H2SC H -0.501(4) 0.578(3) -0.453(3) 0.113(15) Uiso 1 1 d . . . N2S N 0.7528(2) -0.05407(19) 0.40427(15) 0.0590(7) Uani 1 1 d . . . C3S C 0.8179(2) -0.03112(17) 0.46957(15) 0.0388(5) Uani 1 1 d . . . C4S C 0.9061(2) 0.0026(2) 0.55283(16) 0.0442(6) Uani 1 1 d . . . H4SA H 0.870(3) 0.022(2) 0.591(2) 0.074(10) Uiso 1 1 d . . . H4SB H 0.927(3) -0.052(3) 0.568(2) 0.080(11) Uiso 1 1 d . . . H4SC H 0.974(3) 0.059(2) 0.551(2) 0.075(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0361(8) 0.0345(8) 0.0254(7) 0.0120(6) 0.0140(6) 0.0021(6) O2 0.0353(8) 0.0293(7) 0.0202(7) 0.0064(6) 0.0100(6) 0.0086(6) O3 0.0293(7) 0.0335(8) 0.0250(7) 0.0092(6) 0.0159(6) 0.0071(6) O4 0.0368(8) 0.0379(8) 0.0237(7) -0.0025(6) 0.0180(6) 0.0007(7) O5 0.0439(9) 0.0316(8) 0.0395(9) 0.0165(7) 0.0251(7) 0.0199(7) O6 0.0384(8) 0.0343(8) 0.0327(8) 0.0111(6) 0.0230(7) 0.0191(7) N1 0.0212(8) 0.0276(8) 0.0174(7) 0.0076(6) 0.0101(6) 0.0069(6) C2 0.0213(9) 0.0260(9) 0.0196(9) 0.0064(7) 0.0084(7) 0.0072(8) C3 0.0248(10) 0.0267(10) 0.0225(10) 0.0052(8) 0.0082(8) 0.0088(8) N4 0.0289(9) 0.0250(8) 0.0199(8) 0.0074(7) 0.0118(7) 0.0062(7) C5 0.0265(10) 0.0242(9) 0.0247(10) 0.0073(8) 0.0118(8) 0.0098(8) C6 0.0229(9) 0.0246(9) 0.0233(9) 0.0073(7) 0.0128(8) 0.0094(7) N7 0.0218(8) 0.0218(8) 0.0223(8) 0.0063(6) 0.0111(6) 0.0076(6) C8 0.0308(10) 0.0232(9) 0.0280(10) 0.0084(8) 0.0162(9) 0.0089(8) C9 0.0275(10) 0.0214(10) 0.0291(10) 0.0026(8) 0.0130(8) 0.0054(8) C10 0.0266(10) 0.0259(10) 0.0206(10) 0.0036(8) 0.0100(8) 0.0083(8) C11 0.0204(9) 0.0257(9) 0.0220(9) 0.0071(7) 0.0111(7) 0.0103(7) C12 0.0219(9) 0.0242(9) 0.0249(10) 0.0064(7) 0.0121(8) 0.0103(7) N13 0.0267(8) 0.0240(8) 0.0196(8) 0.0074(7) 0.0105(7) 0.0058(7) C14 0.0276(10) 0.0230(10) 0.0233(10) 0.0081(8) 0.0120(8) 0.0073(8) C15 0.0271(10) 0.0211(9) 0.0217(9) 0.0063(8) 0.0125(8) 0.0081(8) N16 0.0259(8) 0.0216(8) 0.0178(7) 0.0069(6) 0.0126(6) 0.0083(6) C17 0.0258(10) 0.0208(9) 0.0200(9) 0.0050(7) 0.0106(8) 0.0083(7) C18 0.0259(10) 0.0239(10) 0.0201(9) 0.0058(7) 0.0115(8) 0.0086(8) N19 0.0258(8) 0.0262(8) 0.0175(8) 0.0057(6) 0.0114(7) 0.0066(7) C20 0.0217(9) 0.0267(9) 0.0212(9) 0.0092(7) 0.0106(7) 0.0120(7) C21 0.0219(9) 0.0220(9) 0.0218(9) 0.0074(7) 0.0095(7) 0.0110(7) N22 0.0201(7) 0.0219(8) 0.0200(8) 0.0049(6) 0.0093(6) 0.0077(6) C23 0.0222(9) 0.0246(9) 0.0278(10) 0.0082(8) 0.0135(8) 0.0077(8) C24 0.0236(10) 0.0220(9) 0.0286(10) 0.0026(8) 0.0084(8) 0.0038(8) C25 0.0269(10) 0.0256(10) 0.0220(10) 0.0025(8) 0.0096(8) 0.0086(8) C26 0.0238(9) 0.0231(9) 0.0212(9) 0.0054(7) 0.0104(7) 0.0095(7) C27 0.0247(9) 0.0277(10) 0.0216(9) 0.0070(8) 0.0121(8) 0.0098(8) N28 0.0243(8) 0.0269(8) 0.0208(8) 0.0040(7) 0.0138(7) 0.0049(7) C29 0.0243(10) 0.0269(10) 0.0245(10) 0.0054(8) 0.0151(8) 0.0060(8) C30 0.0201(9) 0.0300(10) 0.0213(9) 0.0068(8) 0.0093(8) 0.0074(8) C31 0.0268(10) 0.0278(10) 0.0214(9) 0.0095(8) 0.0134(8) 0.0107(8) C32 0.0259(10) 0.0347(11) 0.0219(10) 0.0091(8) 0.0118(8) 0.0115(9) N33 0.0345(10) 0.0342(9) 0.0264(9) 0.0137(7) 0.0196(8) 0.0188(8) C34 0.0312(10) 0.0274(10) 0.0181(9) 0.0055(7) 0.0117(8) 0.0121(8) C35 0.0252(9) 0.0257(9) 0.0155(8) 0.0045(7) 0.0092(7) 0.0081(8) N36 0.0247(8) 0.0254(8) 0.0154(7) 0.0056(6) 0.0095(6) 0.0093(6) C37 0.0328(11) 0.0311(11) 0.0261(10) 0.0146(8) 0.0148(9) 0.0124(9) C38 0.0337(11) 0.0426(12) 0.0292(11) 0.0199(9) 0.0202(9) 0.0138(9) C39 0.0269(10) 0.0418(12) 0.0243(10) 0.0124(9) 0.0162(8) 0.0152(9) C40 0.0245(9) 0.0277(10) 0.0160(8) 0.0051(7) 0.0087(7) 0.0088(8) C41 0.0269(10) 0.0284(10) 0.0154(8) 0.0038(7) 0.0090(7) 0.0101(8) N42 0.0326(9) 0.0300(9) 0.0200(8) 0.0105(7) 0.0158(7) 0.0160(7) C43 0.0361(11) 0.0269(10) 0.0211(9) 0.0089(8) 0.0162(9) 0.0131(9) C44 0.0289(10) 0.0271(10) 0.0209(9) 0.0107(8) 0.0154(8) 0.0120(8) O1A 0.0245(7) 0.0218(7) 0.0246(7) 0.0038(5) 0.0110(6) 0.0075(5) O2A 0.0212(7) 0.0269(7) 0.0205(7) 0.0042(5) 0.0078(5) 0.0079(5) C1A 0.0207(9) 0.0213(9) 0.0174(8) 0.0085(7) 0.0122(7) 0.0062(7) C2A 0.0209(9) 0.0224(9) 0.0144(8) 0.0060(7) 0.0100(7) 0.0066(7) C3A 0.0244(9) 0.0188(9) 0.0171(8) 0.0042(7) 0.0095(7) 0.0048(7) C4A 0.0164(8) 0.0258(9) 0.0162(8) 0.0054(7) 0.0077(7) 0.0031(7) N1C 0.0205(8) 0.0232(8) 0.0213(8) 0.0055(6) 0.0061(6) 0.0080(6) C51 0.0249(10) 0.0250(10) 0.0286(10) 0.0077(8) 0.0122(8) 0.0086(8) C52 0.0384(13) 0.0448(13) 0.0325(12) 0.0170(10) 0.0203(10) 0.0198(11) C53 0.0454(15) 0.0518(15) 0.0600(17) 0.0326(13) 0.0354(14) 0.0263(13) C54 0.063(2) 0.108(3) 0.073(2) 0.060(2) 0.048(2) 0.040(2) C55 0.0271(10) 0.0231(10) 0.0218(10) 0.0013(8) 0.0069(8) 0.0087(8) C56 0.0270(11) 0.0285(10) 0.0277(11) 0.0054(8) 0.0081(8) 0.0129(9) C57 0.0378(13) 0.0326(11) 0.0303(11) 0.0056(9) 0.0133(10) 0.0166(10) C58 0.0501(16) 0.0457(15) 0.0550(17) 0.0071(13) 0.0195(14) 0.0294(13) C59 0.0196(9) 0.0223(9) 0.0185(9) 0.0041(7) 0.0053(7) 0.0059(7) C60 0.0243(10) 0.0253(10) 0.0265(10) 0.0066(8) 0.0097(8) 0.0044(8) C61 0.0296(11) 0.0302(11) 0.0260(10) 0.0107(8) 0.0118(8) 0.0112(9) C62 0.0411(13) 0.0398(13) 0.0430(14) 0.0226(11) 0.0259(11) 0.0223(11) C63 0.0215(9) 0.0292(10) 0.0210(9) 0.0061(8) 0.0042(8) 0.0101(8) C64 0.0245(10) 0.0268(10) 0.0257(10) 0.0065(8) 0.0066(8) 0.0094(8) C65 0.0238(10) 0.0298(10) 0.0258(10) 0.0055(8) 0.0073(8) 0.0105(8) C66 0.0285(12) 0.0369(12) 0.0430(14) 0.0055(11) 0.0100(10) 0.0162(10) O1W 0.0820(15) 0.0803(14) 0.0545(12) 0.0508(11) 0.0556(11) 0.0654(13) O2W 0.0300(9) 0.0276(8) 0.0552(11) 0.0052(7) 0.0224(8) 0.0092(7) O3W 0.0249(8) 0.0303(8) 0.0399(9) 0.0088(7) 0.0117(7) 0.0085(7) N1S 0.098(3) 0.079(2) 0.073(2) -0.0306(18) -0.0155(18) 0.0287(19) C1S 0.0448(15) 0.0657(19) 0.0379(14) -0.0076(13) -0.0005(12) 0.0243(14) C2S 0.0363(13) 0.0590(17) 0.0402(15) -0.0041(12) 0.0082(12) 0.0229(13) N2S 0.0548(14) 0.0718(17) 0.0340(12) -0.0017(11) 0.0026(11) 0.0185(13) C3S 0.0479(14) 0.0428(13) 0.0287(12) 0.0041(10) 0.0141(11) 0.0222(11) C4S 0.0521(16) 0.0492(15) 0.0304(12) 0.0044(11) 0.0076(11) 0.0286(13) _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 C5 1.237(2) . ? O2 C12 1.227(2) . ? O3 C20 1.236(2) . ? O4 C27 1.230(2) . ? O5 C34 1.225(2) . ? O6 C41 1.230(2) . ? N1 C2 1.470(2) . ? N1 C30 1.481(2) . ? N1 C31 1.485(2) . ? C2 C3 1.536(3) . ? C2 H2A 0.99(2) . ? C2 H2B 1.01(2) . ? C3 N4 1.450(3) . ? C3 H3A 0.95(2) . ? C3 H3B 0.98(2) . ? N4 C5 1.331(3) . ? N4 H4N 0.82(2) . ? C5 C6 1.506(3) . ? C6 N7 1.335(2) . ? C6 C8 1.386(3) . ? N7 C11 1.333(2) . ? C8 C9 1.386(3) . ? C8 H8 0.94(2) . ? C9 C10 1.385(3) . ? C9 H9 0.96(2) . ? C10 C11 1.386(3) . ? C10 H10 0.91(2) . ? C11 C12 1.514(3) . ? C12 N13 1.334(3) . ? N13 C14 1.455(2) . ? N13 H13N 0.83(2) . ? C14 C15 1.528(3) . ? C14 H14A 0.96(2) . ? C14 H14B 0.96(2) . ? C15 N16 1.478(2) . ? C15 H15A 1.00(2) . ? C15 H15B 0.96(2) . ? N16 C17 1.472(2) . ? N16 C44 1.480(2) . ? C17 C18 1.533(3) . ? C17 H17A 0.94(2) . ? C17 H17B 0.96(2) . ? C18 N19 1.453(2) . ? C18 H18A 0.94(2) . ? C18 H18B 0.97(2) . ? N19 C20 1.327(3) . ? N19 H19N 0.82(2) . ? C20 C21 1.514(3) . ? C21 N22 1.337(2) . ? C21 C23 1.388(3) . ? N22 C26 1.339(2) . ? C23 C24 1.385(3) . ? C23 H23 0.91(2) . ? C24 C25 1.389(3) . ? C24 H24 0.92(2) . ? C25 C26 1.384(3) . ? C25 H25 0.92(2) . ? C26 C27 1.519(3) . ? C27 N28 1.329(3) . ? N28 C29 1.454(2) . ? N28 H28N 0.86(3) . ? C29 C30 1.526(3) . ? C29 H29A 1.02(2) . ? C29 H29B 0.97(2) . ? C30 H30A 0.99(2) . ? C30 H30B 0.97(2) . ? C31 C32 1.511(3) . ? C31 H31C 1.00(2) . ? C31 H31D 1.03(2) . ? C32 N33 1.459(3) . ? C32 H32A 1.02(2) . ? C32 H32B 1.00(2) . ? N33 C34 1.340(3) . ? N33 H33N 0.89(3) . ? C34 C35 1.509(3) . ? C35 N36 1.334(2) . ? C35 C37 1.387(3) . ? N36 C40 1.336(2) . ? C37 C38 1.388(3) . ? C37 H37 0.96(2) . ? C38 C39 1.372(3) . ? C38 H38 0.90(3) . ? C39 C40 1.387(3) . ? C39 H39 0.90(2) . ? C40 C41 1.507(3) . ? C41 N42 1.335(2) . ? N42 C43 1.455(3) . ? N42 H42N 0.86(3) . ? C43 C44 1.524(3) 2_565 ? C43 H43A 0.95(2) . ? C43 H43B 0.98(3) . ? C44 C43 1.524(3) 2_565 ? C44 H44A 0.98(2) . ? C44 H44B 0.96(2) . ? O1A C1A 1.263(2) . ? O2A C1A 1.248(2) . ? C1A C2A 1.510(2) . ? C2A C4A 1.392(3) 2_565 ? C2A C3A 1.394(3) . ? C3A C4A 1.384(3) . ? C3A H3 0.91(2) . ? C4A C2A 1.392(3) 2_565 ? C4A H4 0.92(2) . ? N1C C55 1.513(2) . ? N1C C59 1.519(2) . ? N1C C51 1.522(3) . ? N1C C63 1.524(2) . ? C51 C52 1.514(3) . ? C51 H51A 0.97(2) . ? C51 H51B 0.95(2) . ? C52 C53 1.520(4) . ? C52 H52A 0.97(3) . ? C52 H52B 0.96(3) . ? C53 C54 1.515(4) . ? C53 H53A 0.98(3) . ? C53 H53B 0.96(3) . ? C54 H54A 1.03(4) . ? C54 H54B 0.92(4) . ? C54 H54C 0.93(4) . ? C55 C56 1.513(3) . ? C55 H55A 0.97(2) . ? C55 H55B 0.96(2) . ? C56 C57 1.518(3) . ? C56 H56A 0.97(3) . ? C56 H56B 0.96(2) . ? C57 C58 1.510(3) . ? C57 H57A 0.99(3) . ? C57 H57B 0.98(2) . ? C58 H58A 0.98(3) . ? C58 H58B 0.95(3) . ? C58 H58C 1.05(4) . ? C59 C60 1.516(3) . ? C59 H59A 0.96(2) . ? C59 H59B 0.95(2) . ? C60 C61 1.523(3) . ? C60 H60A 1.00(3) . ? C60 H60B 0.99(2) . ? C61 C62 1.518(3) . ? C61 H61A 0.95(2) . ? C61 H61B 0.95(2) . ? C62 H62A 0.98(3) . ? C62 H62B 1.00(3) . ? C62 H62C 0.96(3) . ? C63 C64 1.506(3) . ? C63 H63A 0.99(2) . ? C63 H63B 0.98(2) . ? C64 C65 1.524(3) . ? C64 H64A 0.95(2) . ? C64 H64B 0.96(2) . ? C65 C66 1.511(3) . ? C65 H65A 1.00(3) . ? C65 H65B 0.96(2) . ? C66 H66A 0.95(3) . ? C66 H66B 0.95(3) . ? C66 H66C 0.98(3) . ? O1W H1W1 0.80(4) . ? O1W H1W2 0.81(3) . ? O2W H2W1 0.84(4) . ? O2W H2W2 0.85(3) . ? O3W H3W1 0.84(3) . ? O3W H3W2 0.90(3) . ? N1S C1S 1.117(4) . ? C1S C2S 1.448(4) . ? C2S H2SA 0.92(3) . ? C2S H2SB 0.96(3) . ? C2S H2SC 1.09(5) . ? N2S C3S 1.120(3) . ? C3S C4S 1.457(3) . ? C4S H4SA 0.99(4) . ? C4S H4SB 0.97(4) . ? C4S H4SC 1.11(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C30 111.62(14) . . ? C2 N1 C31 109.35(15) . . ? C30 N1 C31 111.26(15) . . ? N1 C2 C3 114.89(16) . . ? N1 C2 H2A 108.9(13) . . ? C3 C2 H2A 108.7(12) . . ? N1 C2 H2B 109.0(12) . . ? C3 C2 H2B 108.1(12) . . ? H2A C2 H2B 107.0(17) . . ? N4 C3 C2 112.04(16) . . ? N4 C3 H3A 107.8(13) . . ? C2 C3 H3A 110.3(13) . . ? N4 C3 H3B 106.2(14) . . ? C2 C3 H3B 110.8(14) . . ? H3A C3 H3B 109.5(19) . . ? C5 N4 C3 122.65(17) . . ? C5 N4 H4N 120.3(16) . . ? C3 N4 H4N 117.0(16) . . ? O1 C5 N4 124.35(19) . . ? O1 C5 C6 121.55(18) . . ? N4 C5 C6 114.10(17) . . ? N7 C6 C8 123.18(18) . . ? N7 C6 C5 115.92(16) . . ? C8 C6 C5 120.90(17) . . ? C11 N7 C6 118.27(16) . . ? C9 C8 C6 117.90(18) . . ? C9 C8 H8 121.2(14) . . ? C6 C8 H8 120.9(14) . . ? C10 C9 C8 119.50(19) . . ? C10 C9 H9 121.5(14) . . ? C8 C9 H9 119.0(14) . . ? C9 C10 C11 118.33(19) . . ? C9 C10 H10 123.7(14) . . ? C11 C10 H10 117.9(14) . . ? N7 C11 C10 122.82(17) . . ? N7 C11 C12 116.41(16) . . ? C10 C11 C12 120.77(17) . . ? O2 C12 N13 125.38(18) . . ? O2 C12 C11 120.63(17) . . ? N13 C12 C11 113.99(17) . . ? C12 N13 C14 124.04(17) . . ? C12 N13 H13N 120.7(16) . . ? C14 N13 H13N 114.1(16) . . ? N13 C14 C15 110.58(16) . . ? N13 C14 H14A 107.1(13) . . ? C15 C14 H14A 109.2(13) . . ? N13 C14 H14B 109.3(14) . . ? C15 C14 H14B 112.6(14) . . ? H14A C14 H14B 107.7(19) . . ? N16 C15 C14 112.58(15) . . ? N16 C15 H15A 109.8(11) . . ? C14 C15 H15A 109.7(12) . . ? N16 C15 H15B 108.4(13) . . ? C14 C15 H15B 107.9(13) . . ? H15A C15 H15B 108.4(17) . . ? C17 N16 C15 111.72(14) . . ? C17 N16 C44 111.16(15) . . ? C15 N16 C44 110.36(14) . . ? N16 C17 C18 115.88(15) . . ? N16 C17 H17A 108.6(13) . . ? C18 C17 H17A 108.8(13) . . ? N16 C17 H17B 108.1(12) . . ? C18 C17 H17B 108.4(12) . . ? H17A C17 H17B 106.6(18) . . ? N19 C18 C17 111.60(15) . . ? N19 C18 H18A 108.1(13) . . ? C17 C18 H18A 108.7(13) . . ? N19 C18 H18B 107.1(13) . . ? C17 C18 H18B 110.1(13) . . ? H18A C18 H18B 111.3(18) . . ? C20 N19 C18 122.82(17) . . ? C20 N19 H19N 119.8(16) . . ? C18 N19 H19N 117.3(16) . . ? O3 C20 N19 124.27(18) . . ? O3 C20 C21 121.38(17) . . ? N19 C20 C21 114.35(16) . . ? N22 C21 C23 123.22(17) . . ? N22 C21 C20 116.13(16) . . ? C23 C21 C20 120.65(17) . . ? C21 N22 C26 118.09(16) . . ? C24 C23 C21 117.97(18) . . ? C24 C23 H23 120.3(14) . . ? C21 C23 H23 121.6(14) . . ? C23 C24 C25 119.51(19) . . ? C23 C24 H24 117.2(14) . . ? C25 C24 H24 123.3(14) . . ? C26 C25 C24 118.30(18) . . ? C26 C25 H25 120.2(14) . . ? C24 C25 H25 121.5(14) . . ? N22 C26 C25 122.87(18) . . ? N22 C26 C27 116.93(16) . . ? C25 C26 C27 120.17(17) . . ? O4 C27 N28 125.27(18) . . ? O4 C27 C26 119.94(17) . . ? N28 C27 C26 114.79(16) . . ? C27 N28 C29 124.16(17) . . ? C27 N28 H28N 118.7(17) . . ? C29 N28 H28N 117.1(17) . . ? N28 C29 C30 111.40(16) . . ? N28 C29 H29A 108.5(12) . . ? C30 C29 H29A 110.0(12) . . ? N28 C29 H29B 109.7(13) . . ? C30 C29 H29B 109.6(13) . . ? H29A C29 H29B 107.5(18) . . ? N1 C30 C29 111.91(16) . . ? N1 C30 H30A 110.9(12) . . ? C29 C30 H30A 109.8(12) . . ? N1 C30 H30B 108.4(12) . . ? C29 C30 H30B 109.8(12) . . ? H30A C30 H30B 105.9(17) . . ? N1 C31 C32 113.05(16) . . ? N1 C31 H31C 111.8(12) . . ? C32 C31 H31C 106.9(13) . . ? N1 C31 H31D 109.2(13) . . ? C32 C31 H31D 104.2(13) . . ? H31C C31 H31D 111.5(17) . . ? N33 C32 C31 112.84(17) . . ? N33 C32 H32A 109.4(13) . . ? C31 C32 H32A 106.7(13) . . ? N33 C32 H32B 110.6(12) . . ? C31 C32 H32B 108.2(12) . . ? H32A C32 H32B 109.0(17) . . ? C34 N33 C32 122.25(17) . . ? C34 N33 H33N 117.9(16) . . ? C32 N33 H33N 119.8(16) . . ? O5 C34 N33 124.72(18) . . ? O5 C34 C35 120.64(18) . . ? N33 C34 C35 114.56(17) . . ? N36 C35 C37 123.40(18) . . ? N36 C35 C34 116.62(16) . . ? C37 C35 C34 119.94(17) . . ? C35 N36 C40 117.41(16) . . ? C35 C37 C38 118.23(19) . . ? C35 C37 H37 118.9(13) . . ? C38 C37 H37 122.9(13) . . ? C39 C38 C37 119.00(19) . . ? C39 C38 H38 119.5(16) . . ? C37 C38 H38 121.4(17) . . ? C38 C39 C40 118.80(19) . . ? C38 C39 H39 121.2(15) . . ? C40 C39 H39 120.0(15) . . ? N36 C40 C39 123.15(18) . . ? N36 C40 C41 116.79(16) . . ? C39 C40 C41 120.06(17) . . ? O6 C41 N42 124.85(18) . . ? O6 C41 C40 120.02(17) . . ? N42 C41 C40 115.12(17) . . ? C41 N42 C43 121.81(17) . . ? C41 N42 H42N 119.3(16) . . ? C43 N42 H42N 118.8(16) . . ? N42 C43 C44 112.71(16) . 2_565 ? N42 C43 H43A 108.2(13) . . ? C44 C43 H43A 110.5(13) 2_565 . ? N42 C43 H43B 108.4(14) . . ? C44 C43 H43B 108.2(14) 2_565 . ? H43A C43 H43B 108.7(19) . . ? N16 C44 C43 112.07(16) . 2_565 ? N16 C44 H44A 110.9(12) . . ? C43 C44 H44A 108.9(12) 2_565 . ? N16 C44 H44B 109.2(13) . . ? C43 C44 H44B 107.4(13) 2_565 . ? H44A C44 H44B 108.3(17) . . ? O2A C1A O1A 124.50(16) . . ? O2A C1A C2A 117.91(16) . . ? O1A C1A C2A 117.59(16) . . ? C4A C2A C3A 119.21(17) 2_565 . ? C4A C2A C1A 120.16(16) 2_565 . ? C3A C2A C1A 120.63(16) . . ? C4A C3A C2A 120.30(17) . . ? C4A C3A H3 119.7(12) . . ? C2A C3A H3 120.0(12) . . ? C3A C4A C2A 120.49(17) . 2_565 ? C3A C4A H4 120.1(12) . . ? C2A C4A H4 119.4(12) 2_565 . ? C55 N1C C59 111.50(14) . . ? C55 N1C C51 110.76(15) . . ? C59 N1C C51 106.25(14) . . ? C55 N1C C63 106.63(14) . . ? C59 N1C C63 110.85(14) . . ? C51 N1C C63 110.92(15) . . ? C52 C51 N1C 116.44(18) . . ? C52 C51 H51A 113.5(13) . . ? N1C C51 H51A 104.0(13) . . ? C52 C51 H51B 112.0(13) . . ? N1C C51 H51B 104.5(12) . . ? H51A C51 H51B 105.4(18) . . ? C51 C52 C53 109.7(2) . . ? C51 C52 H52A 108.7(15) . . ? C53 C52 H52A 110.9(15) . . ? C51 C52 H52B 109.6(16) . . ? C53 C52 H52B 108.3(16) . . ? H52A C52 H52B 110(2) . . ? C54 C53 C52 113.0(3) . . ? C54 C53 H53A 110.1(16) . . ? C52 C53 H53A 108.5(16) . . ? C54 C53 H53B 111.3(15) . . ? C52 C53 H53B 109.6(15) . . ? H53A C53 H53B 104(2) . . ? C53 C54 H54A 109(2) . . ? C53 C54 H54B 108(2) . . ? H54A C54 H54B 108(3) . . ? C53 C54 H54C 110(2) . . ? H54A C54 H54C 111(3) . . ? H54B C54 H54C 111(3) . . ? N1C C55 C56 116.00(16) . . ? N1C C55 H55A 105.8(13) . . ? C56 C55 H55A 110.8(13) . . ? N1C C55 H55B 105.5(13) . . ? C56 C55 H55B 110.3(13) . . ? H55A C55 H55B 107.9(18) . . ? C55 C56 C57 108.73(18) . . ? C55 C56 H56A 110.8(15) . . ? C57 C56 H56A 110.1(15) . . ? C55 C56 H56B 109.8(14) . . ? C57 C56 H56B 109.4(14) . . ? H56A C56 H56B 108(2) . . ? C58 C57 C56 113.1(2) . . ? C58 C57 H57A 109.4(17) . . ? C56 C57 H57A 109.1(16) . . ? C58 C57 H57B 110.9(14) . . ? C56 C57 H57B 108.6(14) . . ? H57A C57 H57B 105(2) . . ? C57 C58 H58A 110.5(19) . . ? C57 C58 H58B 107(2) . . ? H58A C58 H58B 106(3) . . ? C57 C58 H58C 110(2) . . ? H58A C58 H58C 112(3) . . ? H58B C58 H58C 111(3) . . ? C60 C59 N1C 116.10(15) . . ? C60 C59 H59A 108.0(12) . . ? N1C C59 H59A 106.4(12) . . ? C60 C59 H59B 109.8(12) . . ? N1C C59 H59B 106.1(12) . . ? H59A C59 H59B 110.4(17) . . ? C59 C60 C61 109.50(16) . . ? C59 C60 H60A 110.6(14) . . ? C61 C60 H60A 109.3(14) . . ? C59 C60 H60B 111.0(13) . . ? C61 C60 H60B 108.4(13) . . ? H60A C60 H60B 108.0(19) . . ? C62 C61 C60 112.18(19) . . ? C62 C61 H61A 111.1(14) . . ? C60 C61 H61A 107.8(14) . . ? C62 C61 H61B 110.0(14) . . ? C60 C61 H61B 109.5(15) . . ? H61A C61 H61B 106(2) . . ? C61 C62 H62A 110.1(18) . . ? C61 C62 H62B 110.5(15) . . ? H62A C62 H62B 108(2) . . ? C61 C62 H62C 111.2(16) . . ? H62A C62 H62C 109(2) . . ? H62B C62 H62C 108(2) . . ? C64 C63 N1C 115.56(16) . . ? C64 C63 H63A 112.0(13) . . ? N1C C63 H63A 105.9(13) . . ? C64 C63 H63B 110.1(13) . . ? N1C C63 H63B 106.1(13) . . ? H63A C63 H63B 106.6(18) . . ? C63 C64 C65 109.89(17) . . ? C63 C64 H64A 110.8(14) . . ? C65 C64 H64A 109.8(14) . . ? C63 C64 H64B 109.5(14) . . ? C65 C64 H64B 110.0(14) . . ? H64A C64 H64B 107(2) . . ? C66 C65 C64 112.03(18) . . ? C66 C65 H65A 111.0(14) . . ? C64 C65 H65A 108.1(14) . . ? C66 C65 H65B 109.2(14) . . ? C64 C65 H65B 107.8(14) . . ? H65A C65 H65B 109(2) . . ? C65 C66 H66A 111.7(16) . . ? C65 C66 H66B 111.9(16) . . ? H66A C66 H66B 110(2) . . ? C65 C66 H66C 110.3(17) . . ? H66A C66 H66C 106(2) . . ? H66B C66 H66C 107(2) . . ? H1W1 O1W H1W2 116(3) . . ? H2W1 O2W H2W2 101(3) . . ? H3W1 O3W H3W2 107(3) . . ? N1S C1S C2S 179.3(4) . . ? C1S C2S H2SA 108.2(17) . . ? C1S C2S H2SB 110.2(19) . . ? H2SA C2S H2SB 109(3) . . ? C1S C2S H2SC 113(2) . . ? H2SA C2S H2SC 109(3) . . ? H2SB C2S H2SC 107(3) . . ? N2S C3S C4S 176.8(3) . . ? C3S C4S H4SA 104(2) . . ? C3S C4S H4SB 106(2) . . ? H4SA C4S H4SB 106(3) . . ? C3S C4S H4SC 109.7(18) . . ? H4SA C4S H4SC 116(3) . . ? H4SB C4S H4SC 115(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C30 N1 C2 C3 71.6(2) . . . . ? C31 N1 C2 C3 -51.9(2) . . . . ? N1 C2 C3 N4 -174.99(16) . . . . ? C2 C3 N4 C5 -96.6(2) . . . . ? C3 N4 C5 O1 4.3(3) . . . . ? C3 N4 C5 C6 -175.53(16) . . . . ? O1 C5 C6 N7 162.73(18) . . . . ? N4 C5 C6 N7 -17.4(2) . . . . ? O1 C5 C6 C8 -18.0(3) . . . . ? N4 C5 C6 C8 161.84(18) . . . . ? C8 C6 N7 C11 0.5(3) . . . . ? C5 C6 N7 C11 179.70(16) . . . . ? N7 C6 C8 C9 0.3(3) . . . . ? C5 C6 C8 C9 -178.95(17) . . . . ? C6 C8 C9 C10 -0.6(3) . . . . ? C8 C9 C10 C11 0.2(3) . . . . ? C6 N7 C11 C10 -0.9(3) . . . . ? C6 N7 C11 C12 178.90(16) . . . . ? C9 C10 C11 N7 0.6(3) . . . . ? C9 C10 C11 C12 -179.21(17) . . . . ? N7 C11 C12 O2 -176.32(17) . . . . ? C10 C11 C12 O2 3.5(3) . . . . ? N7 C11 C12 N13 4.2(2) . . . . ? C10 C11 C12 N13 -176.06(17) . . . . ? O2 C12 N13 C14 -2.9(3) . . . . ? C11 C12 N13 C14 176.57(16) . . . . ? C12 N13 C14 C15 -95.7(2) . . . . ? N13 C14 C15 N16 -162.14(15) . . . . ? C14 C15 N16 C17 84.16(19) . . . . ? C14 C15 N16 C44 -151.62(16) . . . . ? C15 N16 C17 C18 72.7(2) . . . . ? C44 N16 C17 C18 -51.0(2) . . . . ? N16 C17 C18 N19 -170.62(16) . . . . ? C17 C18 N19 C20 -93.7(2) . . . . ? C18 N19 C20 O3 2.3(3) . . . . ? C18 N19 C20 C21 -177.29(16) . . . . ? O3 C20 C21 N22 167.86(17) . . . . ? N19 C20 C21 N22 -12.6(2) . . . . ? O3 C20 C21 C23 -12.0(3) . . . . ? N19 C20 C21 C23 167.62(17) . . . . ? C23 C21 N22 C26 0.6(3) . . . . ? C20 C21 N22 C26 -179.22(15) . . . . ? N22 C21 C23 C24 1.3(3) . . . . ? C20 C21 C23 C24 -178.93(17) . . . . ? C21 C23 C24 C25 -1.9(3) . . . . ? C23 C24 C25 C26 0.7(3) . . . . ? C21 N22 C26 C25 -1.9(3) . . . . ? C21 N22 C26 C27 176.49(16) . . . . ? C24 C25 C26 N22 1.3(3) . . . . ? C24 C25 C26 C27 -177.06(17) . . . . ? N22 C26 C27 O4 -171.46(18) . . . . ? C25 C26 C27 O4 7.0(3) . . . . ? N22 C26 C27 N28 7.8(2) . . . . ? C25 C26 C27 N28 -173.75(18) . . . . ? O4 C27 N28 C29 4.7(3) . . . . ? C26 C27 N28 C29 -174.55(17) . . . . ? C27 N28 C29 C30 -108.8(2) . . . . ? C2 N1 C30 C29 81.35(19) . . . . ? C31 N1 C30 C29 -156.20(16) . . . . ? N28 C29 C30 N1 -157.99(16) . . . . ? C2 N1 C31 C32 -155.78(16) . . . . ? C30 N1 C31 C32 80.46(19) . . . . ? N1 C31 C32 N33 74.9(2) . . . . ? C31 C32 N33 C34 104.2(2) . . . . ? C32 N33 C34 O5 -5.2(3) . . . . ? C32 N33 C34 C35 171.63(17) . . . . ? O5 C34 C35 N36 -178.28(18) . . . . ? N33 C34 C35 N36 4.8(3) . . . . ? O5 C34 C35 C37 3.9(3) . . . . ? N33 C34 C35 C37 -173.01(18) . . . . ? C37 C35 N36 C40 0.2(3) . . . . ? C34 C35 N36 C40 -177.48(16) . . . . ? N36 C35 C37 C38 -1.3(3) . . . . ? C34 C35 C37 C38 176.29(19) . . . . ? C35 C37 C38 C39 1.3(3) . . . . ? C37 C38 C39 C40 -0.2(3) . . . . ? C35 N36 C40 C39 1.0(3) . . . . ? C35 N36 C40 C41 -179.02(16) . . . . ? C38 C39 C40 N36 -1.0(3) . . . . ? C38 C39 C40 C41 179.00(19) . . . . ? N36 C40 C41 O6 176.63(17) . . . . ? C39 C40 C41 O6 -3.4(3) . . . . ? N36 C40 C41 N42 -3.1(2) . . . . ? C39 C40 C41 N42 176.91(18) . . . . ? O6 C41 N42 C43 -2.1(3) . . . . ? C40 C41 N42 C43 177.61(17) . . . . ? C41 N42 C43 C44 -104.9(2) . . . 2_565 ? C17 N16 C44 C43 -153.25(16) . . . 2_565 ? C15 N16 C44 C43 82.21(19) . . . 2_565 ? O2A C1A C2A C4A 20.9(2) . . . 2_565 ? O1A C1A C2A C4A -158.45(16) . . . 2_565 ? O2A C1A C2A C3A -158.76(16) . . . . ? O1A C1A C2A C3A 21.9(2) . . . . ? C4A C2A C3A C4A -0.1(3) 2_565 . . . ? C1A C2A C3A C4A 179.62(16) . . . . ? C2A C3A C4A C2A 0.1(3) . . . 2_565 ? C55 N1C C51 C52 -54.4(2) . . . . ? C59 N1C C51 C52 -175.60(17) . . . . ? C63 N1C C51 C52 63.8(2) . . . . ? N1C C51 C52 C53 -164.43(18) . . . . ? C51 C52 C53 C54 -177.0(2) . . . . ? C59 N1C C55 C56 52.5(2) . . . . ? C51 N1C C55 C56 -65.6(2) . . . . ? C63 N1C C55 C56 173.59(18) . . . . ? N1C C55 C56 C57 170.78(18) . . . . ? C55 C56 C57 C58 170.6(2) . . . . ? C55 N1C C59 C60 58.6(2) . . . . ? C51 N1C C59 C60 179.42(16) . . . . ? C63 N1C C59 C60 -60.0(2) . . . . ? N1C C59 C60 C61 -175.18(16) . . . . ? C59 C60 C61 C62 -179.41(17) . . . . ? C55 N1C C63 C64 172.85(17) . . . . ? C59 N1C C63 C64 -65.6(2) . . . . ? C51 N1C C63 C64 52.2(2) . . . . ? N1C C63 C64 C65 167.28(17) . . . . ? C63 C64 C65 C66 172.44(19) . . . . ? 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 H4N O1A 0.82(2) 2.05(2) 2.836(2) 159(2) . N13 H13N O1A 0.83(2) 2.10(3) 2.889(2) 159(2) . N19 H19N O2A 0.82(2) 2.07(2) 2.855(2) 160(2) . N28 H28N O2A 0.86(3) 2.03(3) 2.853(2) 160(2) . N33 H33N O1W 0.89(3) 2.20(3) 2.996(3) 149(2) . N42 H42N O1W 0.86(3) 2.21(3) 3.001(2) 152(2) . O1W H1W1 N1 0.80(4) 2.20(4) 2.986(2) 168(3) . O1W H1W2 N16 0.81(3) 2.17(3) 2.952(2) 164(3) 2_565 O2W H2W1 O1A 0.84(4) 2.02(4) 2.845(2) 167(3) . O2W H2W1 O2A 0.84(4) 2.55(3) 3.209(2) 135(3) . O2W H2W2 O3 0.85(3) 2.09(3) 2.836(2) 147(3) 2_665 O3W H3W1 O1 0.84(3) 2.00(3) 2.833(2) 171(3) . O3W H3W2 O2W 0.90(3) 1.85(3) 2.751(2) 177(3) 2 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.556 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.058 data_k08i_(cmpd_1_succ) _database_code_depnum_ccdc_archive 'CCDC 825552' #TrackingRef 'web_deposit_cif_file_0_VictorW.Day_1305133643.cif' _audit_creation_method SHELXLTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H118 Cl6 N26 O19' _chemical_formula_weight 2008.74 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 12.360(3) _cell_length_b 14.699(4) _cell_length_c 15.587(4) _cell_angle_alpha 70.114(4) _cell_angle_beta 82.103(4) _cell_angle_gamma 66.078(4) _cell_volume 2434.2(11) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5301 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 28.87 _exptl_crystal_description Irregular _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1058 _exptl_absorpt_coefficient_mu 0.256 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.827 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 21116 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10954 _reflns_number_gt 9674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0907P)^2^+2.5882P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10954 _refine_ls_number_parameters 643 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0736 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.1805 _refine_ls_wR_factor_gt 0.1753 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.96313(17) 0.27840(16) -0.27491(12) 0.0409(5) Uani 1 1 d . . . O2 O 0.93160(15) 0.03699(13) 0.19613(11) 0.0271(3) Uani 1 1 d . . . O3 O 0.08220(15) 0.45810(13) 0.17581(11) 0.0287(4) Uani 1 1 d . . . O4 O 0.15884(14) 0.75194(12) -0.27147(10) 0.0257(3) Uani 1 1 d . . . O5 O 0.75988(15) 0.62681(12) -0.56684(11) 0.0268(3) Uani 1 1 d . . . O6 O 0.62956(14) 1.09795(12) -0.48004(11) 0.0243(3) Uani 1 1 d . . . N1 N 0.57092(17) 0.54245(15) -0.34034(12) 0.0227(4) Uani 1 1 d . . . C2 C 0.6690(2) 0.47311(18) -0.27620(16) 0.0272(5) Uani 1 1 d . . . H2A H 0.6437 0.4810 -0.2152 0.033 Uiso 1 1 calc R . . H2B H 0.7362 0.4959 -0.2958 0.033 Uiso 1 1 calc R . . C3 C 0.7121(2) 0.35706(19) -0.26806(16) 0.0290(5) Uani 1 1 d . . . H3A H 0.6435 0.3363 -0.2588 0.035 Uiso 1 1 calc R . . H3B H 0.7520 0.3460 -0.3254 0.035 Uiso 1 1 calc R . . N4 N 0.79365(18) 0.29232(16) -0.19239(13) 0.0302(4) Uani 1 1 d . . . H4N H 0.7643 0.2745 -0.1374 0.036 Uiso 1 1 calc R . . C5 C 0.9109(2) 0.25843(19) -0.20183(16) 0.0296(5) Uani 1 1 d . . . C6 C 0.9785(2) 0.18867(17) -0.11448(15) 0.0243(4) Uani 1 1 d . . . N7 N 0.91276(16) 0.17744(14) -0.03905(12) 0.0213(4) Uani 1 1 d . . . C8 C 1.1005(2) 0.13581(18) -0.11407(16) 0.0264(5) Uani 1 1 d . . . H8 H 1.1453 0.1472 -0.1685 0.032 Uiso 1 1 calc R . . C9 C 1.1552(2) 0.06631(18) -0.03261(17) 0.0269(5) Uani 1 1 d . . . H9 H 1.2384 0.0281 -0.0304 0.032 Uiso 1 1 calc R . . C10 C 1.0878(2) 0.05276(17) 0.04581(16) 0.0243(4) Uani 1 1 d . . . H10 H 1.1233 0.0048 0.1025 0.029 Uiso 1 1 calc R . . C11 C 0.96670(19) 0.11141(16) 0.03905(14) 0.0202(4) Uani 1 1 d . . . C12 C 0.88886(19) 0.09931(16) 0.12242(14) 0.0204(4) Uani 1 1 d . . . N13 N 0.77507(16) 0.16164(14) 0.10644(12) 0.0214(4) Uani 1 1 d . . . H13N H 0.7541 0.2048 0.0509 0.026 Uiso 1 1 calc R . . C14 C 0.68392(19) 0.16211(17) 0.17584(14) 0.0217(4) Uani 1 1 d . . . H14A H 0.6313 0.2355 0.1708 0.026 Uiso 1 1 calc R . . H14B H 0.7214 0.1288 0.2369 0.026 Uiso 1 1 calc R . . C15 C 0.61015(19) 0.10400(16) 0.16692(14) 0.0204(4) Uani 1 1 d . . . H15A H 0.6062 0.1109 0.1019 0.025 Uiso 1 1 calc R . . H15B H 0.6494 0.0286 0.2009 0.025 Uiso 1 1 calc R . . N16 N 0.48909(15) 0.14451(13) 0.20214(11) 0.0184(3) Uani 1 1 d . . . C17 C 0.41972(19) 0.24174(16) 0.13294(14) 0.0214(4) Uani 1 1 d . . . H17A H 0.3969 0.2236 0.0844 0.026 Uiso 1 1 calc R . . H17B H 0.4703 0.2819 0.1048 0.026 Uiso 1 1 calc R . . C18 C 0.30901(19) 0.31085(16) 0.16977(14) 0.0220(4) Uani 1 1 d . . . H18A H 0.2562 0.2726 0.1968 0.026 Uiso 1 1 calc R . . H18B H 0.3301 0.3307 0.2179 0.026 Uiso 1 1 calc R . . N19 N 0.24897(16) 0.40442(14) 0.09482(12) 0.0207(4) Uani 1 1 d . . . H19N H 0.2857 0.4177 0.0423 0.025 Uiso 1 1 calc R . . C20 C 0.13919(19) 0.47031(17) 0.10454(15) 0.0215(4) Uani 1 1 d . . . C21 C 0.08652(19) 0.56241(16) 0.02129(14) 0.0194(4) Uani 1 1 d . . . N22 N 0.15709(15) 0.57482(13) -0.05085(12) 0.0188(3) Uani 1 1 d . . . C23 C -0.03141(19) 0.63013(17) 0.02242(15) 0.0229(4) Uani 1 1 d . . . H23 H -0.0787 0.6197 0.0755 0.027 Uiso 1 1 calc R . . C24 C -0.07761(19) 0.71279(17) -0.05563(16) 0.0243(4) Uani 1 1 d . . . H24 H -0.1581 0.7595 -0.0575 0.029 Uiso 1 1 calc R . . C25 C -0.00556(19) 0.72707(17) -0.13114(15) 0.0223(4) Uani 1 1 d . . . H25 H -0.0353 0.7835 -0.1856 0.027 Uiso 1 1 calc R . . C26 C 0.11137(19) 0.65656(16) -0.12503(14) 0.0195(4) Uani 1 1 d . . . C27 C 0.19422(19) 0.67415(17) -0.20367(14) 0.0206(4) Uani 1 1 d . . . N28 N 0.30436(16) 0.60180(14) -0.19186(12) 0.0204(4) Uani 1 1 d . . . H28N H 0.3181 0.5427 -0.1468 0.024 Uiso 1 1 calc R . . C29 C 0.40308(19) 0.61583(17) -0.24986(14) 0.0219(4) Uani 1 1 d . . . H29A H 0.4657 0.6075 -0.2111 0.026 Uiso 1 1 calc R . . H29B H 0.3756 0.6883 -0.2926 0.026 Uiso 1 1 calc R . . C30 C 0.4564(2) 0.53966(17) -0.30471(15) 0.0238(4) Uani 1 1 d . . . H30A H 0.4666 0.4678 -0.2653 0.029 Uiso 1 1 calc R . . H30B H 0.4030 0.5598 -0.3557 0.029 Uiso 1 1 calc R . . C31 C 0.5977(2) 0.53044(17) -0.43073(14) 0.0241(4) Uani 1 1 d . . . H31A H 0.5725 0.4758 -0.4341 0.029 Uiso 1 1 calc R . . H31B H 0.6843 0.5065 -0.4406 0.029 Uiso 1 1 calc R . . C32 C 0.5364(2) 0.63201(17) -0.50599(14) 0.0236(4) Uani 1 1 d . . . H32A H 0.5484 0.6176 -0.5649 0.028 Uiso 1 1 calc R . . H32B H 0.4503 0.6587 -0.4937 0.028 Uiso 1 1 calc R . . N33 N 0.58083(17) 0.71173(14) -0.51306(12) 0.0220(4) Uani 1 1 d . . . H33N H 0.5354 0.7668 -0.4962 0.026 Uiso 1 1 calc R . . C34 C 0.68830(19) 0.70305(16) -0.54434(13) 0.0208(4) Uani 1 1 d . . . C35 C 0.72097(19) 0.79422(16) -0.55534(13) 0.0198(4) Uani 1 1 d . . . N36 N 0.66435(15) 0.85646(13) -0.50396(11) 0.0186(3) Uani 1 1 d . . . C37 C 0.8057(2) 0.81179(17) -0.62041(14) 0.0238(4) Uani 1 1 d . . . H37 H 0.8462 0.7642 -0.6538 0.029 Uiso 1 1 calc R . . C38 C 0.8295(2) 0.90011(18) -0.63536(15) 0.0265(5) Uani 1 1 d . . . H38 H 0.8858 0.9149 -0.6800 0.032 Uiso 1 1 calc R . . C39 C 0.7701(2) 0.96660(17) -0.58417(15) 0.0247(4) Uani 1 1 d . . . H39 H 0.7837 1.0285 -0.5937 0.030 Uiso 1 1 calc R . . C40 C 0.69018(18) 0.94056(16) -0.51864(13) 0.0193(4) Uani 1 1 d . . . C41 C 0.62839(18) 1.00915(16) -0.45947(14) 0.0189(4) Uani 1 1 d . . . N42 N 0.57657(16) 0.96679(13) -0.38566(11) 0.0189(3) Uani 1 1 d . . . H42N H 0.5719 0.9068 -0.3796 0.023 Uiso 1 1 calc R . . C43 C 0.5271(2) 1.01502(16) -0.31423(14) 0.0205(4) Uani 1 1 d . . . H43A H 0.4397 1.0469 -0.3190 0.025 Uiso 1 1 calc R . . H43B H 0.5557 1.0713 -0.3219 0.025 Uiso 1 1 calc R . . C44 C 0.43653(19) 0.06624(16) 0.22134(14) 0.0201(4) Uani 1 1 d . . . H44A H 0.4618 0.0309 0.1739 0.024 Uiso 1 1 calc R . . H44B H 0.3492 0.1019 0.2187 0.024 Uiso 1 1 calc R . . N1C N -0.03765(16) 0.39416(14) 0.39257(12) 0.0215(4) Uani 1 1 d . . . C1C C -0.1362(2) 0.45334(18) 0.32449(16) 0.0255(5) Uani 1 1 d . . . H1CA H -0.1868 0.5197 0.3354 0.038 Uiso 1 1 calc R . . H1CB H -0.1832 0.4114 0.3307 0.038 Uiso 1 1 calc R . . H1CC H -0.1032 0.4677 0.2628 0.038 Uiso 1 1 calc R . . C2C C 0.0416(2) 0.29459(18) 0.37337(16) 0.0279(5) Uani 1 1 d . . . H2CA H 0.0769 0.3113 0.3127 0.042 Uiso 1 1 calc R . . H2CB H -0.0048 0.2533 0.3755 0.042 Uiso 1 1 calc R . . H2CC H 0.1045 0.2540 0.4194 0.042 Uiso 1 1 calc R . . C3C C 0.0303(2) 0.4605(2) 0.38537(17) 0.0291(5) Uani 1 1 d . . . H3CA H -0.0231 0.5264 0.3957 0.044 Uiso 1 1 calc R . . H3CB H 0.0652 0.4754 0.3244 0.044 Uiso 1 1 calc R . . H3CC H 0.0933 0.4231 0.4313 0.044 Uiso 1 1 calc R . . C4C C -0.0885(2) 0.36858(19) 0.48647(16) 0.0296(5) Uani 1 1 d . . . H4CA H -0.1403 0.4337 0.4991 0.044 Uiso 1 1 calc R . . H4CB H -0.0241 0.3290 0.5313 0.044 Uiso 1 1 calc R . . H4CC H -0.1343 0.3263 0.4905 0.044 Uiso 1 1 calc R . . O1A O 0.61552(13) 0.30117(12) -0.05122(10) 0.0216(3) Uani 1 1 d . . . O2A O 0.42384(13) 0.40409(11) -0.06686(10) 0.0199(3) Uani 1 1 d . . . C1A C 0.52868(18) 0.38220(15) -0.04645(12) 0.0169(4) Uani 1 1 d . . . C2A C 0.55387(18) 0.45818(16) -0.01295(15) 0.0204(4) Uani 1 1 d . . . H2AA H 0.6066 0.4169 0.0409 0.024 Uiso 1 1 calc R . . H2AB H 0.5975 0.4935 -0.0614 0.024 Uiso 1 1 calc R . . Cl1 Cl 0.61661(7) 0.12797(7) -0.14853(9) 0.0619(3) Uani 0.910(2) 1 d PD A 1 Cl2 Cl 0.39994(11) 0.27362(6) -0.24233(6) 0.0562(3) Uani 0.910(2) 1 d PD A 1 Cl3 Cl 0.39438(14) 0.14050(10) -0.06086(6) 0.0672(4) Uani 0.910(2) 1 d PD A 1 C1S C 0.4710(3) 0.2125(2) -0.13659(16) 0.0227(5) Uani 0.910(2) 1 d PD A 1 H1S H 0.4720 0.2669 -0.1121 0.027 Uiso 0.910(2) 1 calc PR A 1 Cl1' Cl 0.4898(14) 0.2404(12) -0.2484(10) 0.082(4) Uiso 0.090(2) 1 d PD A 2 Cl2' Cl 0.282(3) 0.285(3) -0.153(3) 0.245(19) Uiso 0.090(2) 1 d PD A 2 Cl3' Cl 0.4717(9) 0.1087(6) -0.0573(6) 0.039(2) Uiso 0.090(2) 1 d PD A 2 C1S' C 0.436(3) 0.233(2) -0.1378(17) 0.15(5) Uiso 0.090(2) 1 d PD A 2 H1S' H 0.4581 0.2786 -0.1143 0.175 Uiso 0.090(2) 1 calc PR A 2 N1S N -0.16199(19) -0.07334(18) 0.67820(16) 0.0344(5) Uani 1 1 d . . . C2S C -0.1572(3) -0.0006(3) 0.6739(2) 0.0536(8) Uani 1 1 d . . . C3S C -0.1510(3) 0.1107(3) 0.6650(2) 0.0545(9) Uani 1 1 d . . . H3SA H -0.0935 0.0992 0.7089 0.082 Uiso 1 1 calc R . . H3SB H -0.2292 0.1587 0.6776 0.082 Uiso 1 1 calc R . . H3SC H -0.1266 0.1412 0.6030 0.082 Uiso 1 1 calc R . . O1W O 0.2327(2) 0.77363(17) -0.45080(14) 0.0411(5) Uani 1 1 d . . . H1W1 H 0.213(4) 0.771(3) -0.393(3) 0.069(12) Uiso 1 1 d . . . H1W2 H 0.274(4) 0.820(3) -0.474(3) 0.072(12) Uiso 1 1 d . . . O2W O -0.0244(8) 0.0210(8) 0.5320(5) 0.114(3) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0360(10) 0.0474(11) 0.0257(9) -0.0092(8) 0.0136(8) -0.0087(8) O2 0.0310(8) 0.0247(8) 0.0227(8) -0.0033(6) 0.0004(6) -0.0114(7) O3 0.0315(9) 0.0273(8) 0.0221(8) -0.0090(6) 0.0112(7) -0.0088(7) O4 0.0298(8) 0.0225(8) 0.0208(7) -0.0055(6) 0.0008(6) -0.0076(6) O5 0.0332(9) 0.0209(8) 0.0252(8) -0.0131(6) 0.0076(7) -0.0071(6) O6 0.0311(8) 0.0167(7) 0.0240(8) -0.0060(6) 0.0076(6) -0.0109(6) N1 0.0270(9) 0.0233(9) 0.0161(8) -0.0085(7) 0.0060(7) -0.0079(7) C2 0.0311(12) 0.0279(11) 0.0227(11) -0.0112(9) 0.0069(9) -0.0108(9) C3 0.0333(12) 0.0272(11) 0.0232(11) -0.0090(9) 0.0051(9) -0.0091(10) N4 0.0304(10) 0.0313(11) 0.0204(9) -0.0055(8) 0.0067(8) -0.0079(8) C5 0.0314(12) 0.0289(12) 0.0239(11) -0.0106(9) 0.0098(9) -0.0084(10) C6 0.0260(11) 0.0234(11) 0.0244(11) -0.0119(9) 0.0068(9) -0.0090(9) N7 0.0226(9) 0.0200(9) 0.0223(9) -0.0103(7) 0.0068(7) -0.0085(7) C8 0.0272(11) 0.0279(11) 0.0282(11) -0.0167(9) 0.0112(9) -0.0117(9) C9 0.0199(10) 0.0261(11) 0.0384(13) -0.0191(10) 0.0052(9) -0.0067(9) C10 0.0247(11) 0.0205(10) 0.0291(11) -0.0111(9) -0.0002(9) -0.0074(8) C11 0.0234(10) 0.0170(9) 0.0242(10) -0.0104(8) 0.0034(8) -0.0094(8) C12 0.0250(10) 0.0181(10) 0.0219(10) -0.0088(8) 0.0044(8) -0.0113(8) N13 0.0243(9) 0.0221(9) 0.0177(8) -0.0065(7) 0.0055(7) -0.0105(7) C14 0.0247(10) 0.0222(10) 0.0198(10) -0.0089(8) 0.0057(8) -0.0106(8) C15 0.0243(10) 0.0185(9) 0.0194(9) -0.0089(8) 0.0069(8) -0.0088(8) N16 0.0223(9) 0.0156(8) 0.0171(8) -0.0055(6) 0.0050(7) -0.0085(7) C17 0.0266(11) 0.0191(10) 0.0161(9) -0.0053(8) 0.0055(8) -0.0084(8) C18 0.0271(11) 0.0190(10) 0.0173(9) -0.0062(8) 0.0047(8) -0.0074(8) N19 0.0239(9) 0.0193(8) 0.0172(8) -0.0058(7) 0.0055(7) -0.0083(7) C20 0.0261(10) 0.0195(10) 0.0224(10) -0.0105(8) 0.0060(8) -0.0108(8) C21 0.0231(10) 0.0175(9) 0.0219(10) -0.0107(8) 0.0043(8) -0.0096(8) N22 0.0216(8) 0.0179(8) 0.0197(8) -0.0105(7) 0.0033(7) -0.0077(7) C23 0.0229(10) 0.0235(10) 0.0261(11) -0.0130(9) 0.0067(8) -0.0106(8) C24 0.0203(10) 0.0215(10) 0.0333(12) -0.0140(9) 0.0016(9) -0.0063(8) C25 0.0244(10) 0.0195(10) 0.0241(10) -0.0089(8) -0.0020(8) -0.0072(8) C26 0.0238(10) 0.0187(9) 0.0206(10) -0.0111(8) 0.0018(8) -0.0094(8) C27 0.0266(10) 0.0210(10) 0.0182(9) -0.0105(8) 0.0021(8) -0.0102(8) N28 0.0253(9) 0.0194(8) 0.0151(8) -0.0067(7) 0.0044(7) -0.0076(7) C29 0.0258(10) 0.0226(10) 0.0192(10) -0.0102(8) 0.0059(8) -0.0100(8) C30 0.0290(11) 0.0228(10) 0.0220(10) -0.0106(8) 0.0081(8) -0.0119(9) C31 0.0342(12) 0.0196(10) 0.0182(10) -0.0088(8) 0.0072(9) -0.0100(9) C32 0.0326(11) 0.0219(10) 0.0179(10) -0.0079(8) 0.0039(8) -0.0121(9) N33 0.0292(9) 0.0163(8) 0.0199(8) -0.0080(7) 0.0047(7) -0.0079(7) C34 0.0274(11) 0.0197(10) 0.0135(9) -0.0063(7) 0.0018(8) -0.0070(8) C35 0.0233(10) 0.0169(9) 0.0146(9) -0.0038(7) 0.0005(8) -0.0043(8) N36 0.0218(8) 0.0166(8) 0.0147(8) -0.0053(6) 0.0035(6) -0.0057(7) C37 0.0263(11) 0.0230(10) 0.0171(9) -0.0073(8) 0.0049(8) -0.0054(8) C38 0.0282(11) 0.0268(11) 0.0206(10) -0.0062(9) 0.0097(9) -0.0108(9) C39 0.0278(11) 0.0212(10) 0.0225(10) -0.0044(8) 0.0062(9) -0.0108(9) C40 0.0220(10) 0.0166(9) 0.0156(9) -0.0037(7) 0.0021(8) -0.0057(8) C41 0.0197(9) 0.0168(9) 0.0188(9) -0.0059(7) 0.0030(7) -0.0064(8) N42 0.0268(9) 0.0150(8) 0.0164(8) -0.0066(6) 0.0047(7) -0.0095(7) C43 0.0283(11) 0.0159(9) 0.0175(9) -0.0069(8) 0.0066(8) -0.0093(8) C44 0.0264(10) 0.0199(10) 0.0168(9) -0.0079(8) 0.0052(8) -0.0116(8) N1C 0.0232(9) 0.0219(9) 0.0199(8) -0.0107(7) 0.0036(7) -0.0067(7) C1C 0.0254(11) 0.0254(11) 0.0253(11) -0.0129(9) -0.0005(9) -0.0051(9) C2C 0.0282(11) 0.0248(11) 0.0270(11) -0.0142(9) 0.0030(9) -0.0026(9) C3C 0.0303(12) 0.0356(13) 0.0288(12) -0.0164(10) 0.0047(9) -0.0165(10) C4C 0.0350(13) 0.0295(12) 0.0213(11) -0.0105(9) 0.0083(9) -0.0098(10) O1A 0.0243(7) 0.0202(7) 0.0217(7) -0.0116(6) 0.0053(6) -0.0077(6) O2A 0.0245(7) 0.0182(7) 0.0191(7) -0.0079(6) 0.0014(6) -0.0091(6) C1A 0.0236(10) 0.0175(9) 0.0103(8) -0.0045(7) 0.0048(7) -0.0100(8) C2A 0.0215(10) 0.0223(10) 0.0227(10) -0.0135(8) 0.0042(8) -0.0097(8) Cl1 0.0352(4) 0.0452(5) 0.1241(9) -0.0551(6) -0.0066(5) -0.0087(3) Cl2 0.0938(8) 0.0319(4) 0.0383(4) -0.0092(3) -0.0315(5) -0.0114(4) Cl3 0.1192(12) 0.0885(8) 0.0468(5) -0.0427(5) 0.0450(6) -0.0883(9) C1S 0.0336(13) 0.0216(11) 0.0191(11) -0.0083(9) 0.0004(9) -0.0152(10) N1S 0.0261(10) 0.0312(12) 0.0429(13) -0.0109(10) -0.0091(9) -0.0058(9) C2S 0.0409(17) 0.062(2) 0.0424(17) -0.0034(15) -0.0098(13) -0.0117(15) C3S 0.0491(17) 0.062(2) 0.0235(13) -0.0094(13) -0.0091(12) 0.0060(15) O1W 0.0586(13) 0.0505(12) 0.0286(10) -0.0128(9) 0.0082(9) -0.0375(11) O2W 0.124(6) 0.184(9) 0.089(5) -0.088(6) 0.044(4) -0.090(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C5 1.235(3) . ? O2 C12 1.223(3) . ? O3 C20 1.231(3) . ? O4 C27 1.231(3) . ? O5 C34 1.241(3) . ? O6 C41 1.239(3) . ? N1 C31 1.456(3) . ? N1 C30 1.459(3) . ? N1 C2 1.465(3) . ? C2 C3 1.531(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N4 1.448(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N4 C5 1.332(3) . ? N4 H4N 0.8800 . ? C5 C6 1.507(3) . ? C6 N7 1.336(3) . ? C6 C8 1.389(3) . ? N7 C11 1.328(3) . ? C8 C9 1.380(3) . ? C8 H8 0.9500 . ? C9 C10 1.384(3) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 H10 0.9500 . ? C11 C12 1.511(3) . ? C12 N13 1.332(3) . ? N13 C14 1.450(3) . ? N13 H13N 0.8800 . ? C14 C15 1.526(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 N16 1.473(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? N16 C17 1.467(3) . ? N16 C44 1.467(3) . ? C17 C18 1.512(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N19 1.458(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? N19 C20 1.334(3) . ? N19 H19N 0.8800 . ? C20 C21 1.504(3) . ? C21 N22 1.334(3) . ? C21 C23 1.394(3) . ? N22 C26 1.335(3) . ? C23 C24 1.380(3) . ? C23 H23 0.9500 . ? C24 C25 1.385(3) . ? C24 H24 0.9500 . ? C25 C26 1.388(3) . ? C25 H25 0.9500 . ? C26 C27 1.507(3) . ? C27 N28 1.334(3) . ? N28 C29 1.457(3) . ? N28 H28N 0.8800 . ? C29 C30 1.522(3) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.521(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N33 1.450(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? N33 C34 1.321(3) . ? N33 H33N 0.8800 . ? C34 C35 1.501(3) . ? C35 N36 1.339(3) . ? C35 C37 1.393(3) . ? N36 C40 1.338(3) . ? C37 C38 1.383(3) . ? C37 H37 0.9500 . ? C38 C39 1.385(3) . ? C38 H38 0.9500 . ? C39 C40 1.389(3) . ? C39 H39 0.9500 . ? C40 C41 1.505(3) . ? C41 N42 1.325(3) . ? N42 C43 1.454(3) . ? N42 H42N 0.8800 . ? C43 C44 1.514(3) 2_665 ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C43 1.514(3) 2_665 ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? N1C C3C 1.493(3) . ? N1C C1C 1.495(3) . ? N1C C4C 1.498(3) . ? N1C C2C 1.499(3) . ? C1C H1CA 0.9800 . ? C1C H1CB 0.9800 . ? C1C H1CC 0.9800 . ? C2C H2CA 0.9800 . ? C2C H2CB 0.9800 . ? C2C H2CC 0.9800 . ? C3C H3CA 0.9800 . ? C3C H3CB 0.9800 . ? C3C H3CC 0.9800 . ? C4C H4CA 0.9800 . ? C4C H4CB 0.9800 . ? C4C H4CC 0.9800 . ? O1A C1A 1.256(2) . ? O2A C1A 1.261(3) . ? C1A C2A 1.530(3) . ? C2A C2A 1.520(4) 2_665 ? C2A H2AA 0.9900 . ? C2A H2AB 0.9900 . ? Cl1 C1S 1.752(3) . ? Cl2 C1S 1.745(3) . ? Cl3 C1S 1.751(3) . ? C1S H1S 1.0000 . ? Cl1' C1S' 1.75(2) . ? Cl2' C1S' 1.75(2) . ? Cl3' C1S' 1.75(2) . ? C1S' H1S' 1.0000 . ? N1S C2S 1.074(4) . ? C2S C3S 1.625(6) . ? C3S H3SA 0.9800 . ? C3S H3SB 0.9800 . ? C3S H3SC 0.9800 . ? O1W H1W1 0.89(5) . ? O1W H1W2 0.96(5) . ? O2W O2W 1.301(13) 2_556 ? 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 C31 N1 C30 113.96(18) . . ? C31 N1 C2 112.37(17) . . ? C30 N1 C2 113.80(17) . . ? N1 C2 C3 114.3(2) . . ? N1 C2 H2A 108.7 . . ? C3 C2 H2A 108.7 . . ? N1 C2 H2B 108.7 . . ? C3 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N4 C3 C2 110.7(2) . . ? N4 C3 H3A 109.5 . . ? C2 C3 H3A 109.5 . . ? N4 C3 H3B 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? C5 N4 C3 123.3(2) . . ? C5 N4 H4N 118.3 . . ? C3 N4 H4N 118.3 . . ? O1 C5 N4 124.8(2) . . ? O1 C5 C6 121.0(2) . . ? N4 C5 C6 114.3(2) . . ? N7 C6 C8 122.7(2) . . ? N7 C6 C5 115.6(2) . . ? C8 C6 C5 121.6(2) . . ? C11 N7 C6 118.29(19) . . ? C9 C8 C6 118.3(2) . . ? C9 C8 H8 120.8 . . ? C6 C8 H8 120.8 . . ? C8 C9 C10 119.5(2) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C9 C10 C11 118.0(2) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? N7 C11 C10 123.2(2) . . ? N7 C11 C12 116.62(18) . . ? C10 C11 C12 120.19(19) . . ? O2 C12 N13 125.8(2) . . ? O2 C12 C11 120.37(19) . . ? N13 C12 C11 113.79(18) . . ? C12 N13 C14 123.44(18) . . ? C12 N13 H13N 118.3 . . ? C14 N13 H13N 118.3 . . ? N13 C14 C15 112.04(17) . . ? N13 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? N13 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? N16 C15 C14 112.23(17) . . ? N16 C15 H15A 109.2 . . ? C14 C15 H15A 109.2 . . ? N16 C15 H15B 109.2 . . ? C14 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C17 N16 C44 110.61(17) . . ? C17 N16 C15 108.15(16) . . ? C44 N16 C15 109.68(16) . . ? N16 C17 C18 113.96(17) . . ? N16 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? N16 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? N19 C18 C17 108.49(17) . . ? N19 C18 H18A 110.0 . . ? C17 C18 H18A 110.0 . . ? N19 C18 H18B 110.0 . . ? C17 C18 H18B 110.0 . . ? H18A C18 H18B 108.4 . . ? C20 N19 C18 121.02(18) . . ? C20 N19 H19N 119.5 . . ? C18 N19 H19N 119.5 . . ? O3 C20 N19 123.6(2) . . ? O3 C20 C21 120.8(2) . . ? N19 C20 C21 115.63(18) . . ? N22 C21 C23 123.2(2) . . ? N22 C21 C20 117.16(18) . . ? C23 C21 C20 119.66(19) . . ? C21 N22 C26 117.67(18) . . ? C24 C23 C21 118.2(2) . . ? C24 C23 H23 120.9 . . ? C21 C23 H23 120.9 . . ? C23 C24 C25 119.4(2) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C24 C25 C26 118.1(2) . . ? C24 C25 H25 120.9 . . ? C26 C25 H25 120.9 . . ? N22 C26 C25 123.41(19) . . ? N22 C26 C27 117.15(18) . . ? C25 C26 C27 119.38(19) . . ? O4 C27 N28 125.0(2) . . ? O4 C27 C26 119.99(19) . . ? N28 C27 C26 115.03(18) . . ? C27 N28 C29 123.22(18) . . ? C27 N28 H28N 118.4 . . ? C29 N28 H28N 118.4 . . ? N28 C29 C30 114.13(18) . . ? N28 C29 H29A 108.7 . . ? C30 C29 H29A 108.7 . . ? N28 C29 H29B 108.7 . . ? C30 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? N1 C30 C29 108.74(18) . . ? N1 C30 H30A 109.9 . . ? C29 C30 H30A 109.9 . . ? N1 C30 H30B 109.9 . . ? C29 C30 H30B 109.9 . . ? H30A C30 H30B 108.3 . . ? N1 C31 C32 112.32(18) . . ? N1 C31 H31A 109.1 . . ? C32 C31 H31A 109.1 . . ? N1 C31 H31B 109.1 . . ? C32 C31 H31B 109.1 . . ? H31A C31 H31B 107.9 . . ? N33 C32 C31 112.25(19) . . ? N33 C32 H32A 109.2 . . ? C31 C32 H32A 109.2 . . ? N33 C32 H32B 109.2 . . ? C31 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C34 N33 C32 121.09(18) . . ? C34 N33 H33N 119.5 . . ? C32 N33 H33N 119.5 . . ? O5 C34 N33 124.0(2) . . ? O5 C34 C35 119.7(2) . . ? N33 C34 C35 116.25(18) . . ? N36 C35 C37 123.4(2) . . ? N36 C35 C34 118.15(18) . . ? C37 C35 C34 118.44(19) . . ? C40 N36 C35 117.04(18) . . ? C38 C37 C35 118.5(2) . . ? C38 C37 H37 120.7 . . ? C35 C37 H37 120.7 . . ? C37 C38 C39 118.9(2) . . ? C37 C38 H38 120.5 . . ? C39 C38 H38 120.5 . . ? C38 C39 C40 118.4(2) . . ? C38 C39 H39 120.8 . . ? C40 C39 H39 120.8 . . ? N36 C40 C39 123.73(19) . . ? N36 C40 C41 116.96(18) . . ? C39 C40 C41 119.31(19) . . ? O6 C41 N42 124.26(19) . . ? O6 C41 C40 120.47(18) . . ? N42 C41 C40 115.26(18) . . ? C41 N42 C43 122.96(17) . . ? C41 N42 H42N 118.5 . . ? C43 N42 H42N 118.5 . . ? N42 C43 C44 110.19(17) . 2_665 ? N42 C43 H43A 109.6 . . ? C44 C43 H43A 109.6 2_665 . ? N42 C43 H43B 109.6 . . ? C44 C43 H43B 109.6 2_665 . ? H43A C43 H43B 108.1 . . ? N16 C44 C43 111.71(17) . 2_665 ? N16 C44 H44A 109.3 . . ? C43 C44 H44A 109.3 2_665 . ? N16 C44 H44B 109.3 . . ? C43 C44 H44B 109.3 2_665 . ? H44A C44 H44B 107.9 . . ? C3C N1C C1C 109.07(18) . . ? C3C N1C C4C 109.76(18) . . ? C1C N1C C4C 109.18(18) . . ? C3C N1C C2C 110.26(18) . . ? C1C N1C C2C 109.11(17) . . ? C4C N1C C2C 109.44(18) . . ? N1C C1C H1CA 109.5 . . ? N1C C1C H1CB 109.5 . . ? H1CA C1C H1CB 109.5 . . ? N1C C1C H1CC 109.5 . . ? H1CA C1C H1CC 109.5 . . ? H1CB C1C H1CC 109.5 . . ? N1C C2C H2CA 109.5 . . ? N1C C2C H2CB 109.5 . . ? H2CA C2C H2CB 109.5 . . ? N1C C2C H2CC 109.5 . . ? H2CA C2C H2CC 109.5 . . ? H2CB C2C H2CC 109.5 . . ? N1C C3C H3CA 109.5 . . ? N1C C3C H3CB 109.5 . . ? H3CA C3C H3CB 109.5 . . ? N1C C3C H3CC 109.5 . . ? H3CA C3C H3CC 109.5 . . ? H3CB C3C H3CC 109.5 . . ? N1C C4C H4CA 109.5 . . ? N1C C4C H4CB 109.5 . . ? H4CA C4C H4CB 109.5 . . ? N1C C4C H4CC 109.5 . . ? H4CA C4C H4CC 109.5 . . ? H4CB C4C H4CC 109.5 . . ? O1A C1A O2A 124.53(19) . . ? O1A C1A C2A 116.75(18) . . ? O2A C1A C2A 118.72(17) . . ? C2A C2A C1A 115.9(2) 2_665 . ? C2A C2A H2AA 108.3 2_665 . ? C1A C2A H2AA 108.3 . . ? C2A C2A H2AB 108.3 2_665 . ? C1A C2A H2AB 108.3 . . ? H2AA C2A H2AB 107.4 . . ? Cl2 C1S Cl3 109.21(17) . . ? Cl2 C1S Cl1 109.83(15) . . ? Cl3 C1S Cl1 109.41(16) . . ? Cl2 C1S H1S 109.5 . . ? Cl3 C1S H1S 109.5 . . ? Cl1 C1S H1S 109.5 . . ? Cl1' C1S' Cl3' 117.5(18) . . ? Cl1' C1S' Cl2' 103(2) . . ? Cl3' C1S' Cl2' 106(2) . . ? Cl1' C1S' H1S' 109.9 . . ? Cl3' C1S' H1S' 109.9 . . ? Cl2' C1S' H1S' 109.9 . . ? N1S C2S C3S 178.7(3) . . ? C2S C3S H3SA 109.5 . . ? C2S C3S H3SB 109.5 . . ? H3SA C3S H3SB 109.5 . . ? C2S C3S H3SC 109.5 . . ? H3SA C3S H3SC 109.5 . . ? H3SB C3S H3SC 109.5 . . ? H1W1 O1W H1W2 108(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C31 N1 C2 C3 -54.4(3) . . . . ? C30 N1 C2 C3 77.0(2) . . . . ? N1 C2 C3 N4 -169.78(18) . . . . ? C2 C3 N4 C5 -96.3(3) . . . . ? C3 N4 C5 O1 0.5(4) . . . . ? C3 N4 C5 C6 -177.7(2) . . . . ? O1 C5 C6 N7 176.4(2) . . . . ? N4 C5 C6 N7 -5.3(3) . . . . ? O1 C5 C6 C8 -6.7(4) . . . . ? N4 C5 C6 C8 171.6(2) . . . . ? C8 C6 N7 C11 -1.3(3) . . . . ? C5 C6 N7 C11 175.56(19) . . . . ? N7 C6 C8 C9 2.2(3) . . . . ? C5 C6 C8 C9 -174.5(2) . . . . ? C6 C8 C9 C10 -1.1(3) . . . . ? C8 C9 C10 C11 -0.7(3) . . . . ? C6 N7 C11 C10 -0.7(3) . . . . ? C6 N7 C11 C12 -178.77(18) . . . . ? C9 C10 C11 N7 1.7(3) . . . . ? C9 C10 C11 C12 179.68(19) . . . . ? N7 C11 C12 O2 177.25(19) . . . . ? C10 C11 C12 O2 -0.9(3) . . . . ? N7 C11 C12 N13 -3.0(3) . . . . ? C10 C11 C12 N13 178.82(19) . . . . ? O2 C12 N13 C14 -1.5(3) . . . . ? C11 C12 N13 C14 178.82(18) . . . . ? C12 N13 C14 C15 -102.8(2) . . . . ? N13 C14 C15 N16 -151.95(17) . . . . ? C14 C15 N16 C17 78.7(2) . . . . ? C14 C15 N16 C44 -160.63(17) . . . . ? C44 N16 C17 C18 79.3(2) . . . . ? C15 N16 C17 C18 -160.54(18) . . . . ? N16 C17 C18 N19 179.69(17) . . . . ? C17 C18 N19 C20 168.60(19) . . . . ? C18 N19 C20 O3 0.7(3) . . . . ? C18 N19 C20 C21 -178.62(18) . . . . ? O3 C20 C21 N22 174.68(19) . . . . ? N19 C20 C21 N22 -5.9(3) . . . . ? O3 C20 C21 C23 -5.2(3) . . . . ? N19 C20 C21 C23 174.18(19) . . . . ? C23 C21 N22 C26 0.1(3) . . . . ? C20 C21 N22 C26 -179.75(17) . . . . ? N22 C21 C23 C24 1.3(3) . . . . ? C20 C21 C23 C24 -178.86(19) . . . . ? C21 C23 C24 C25 -1.4(3) . . . . ? C23 C24 C25 C26 0.2(3) . . . . ? C21 N22 C26 C25 -1.4(3) . . . . ? C21 N22 C26 C27 175.77(17) . . . . ? C24 C25 C26 N22 1.3(3) . . . . ? C24 C25 C26 C27 -175.86(19) . . . . ? N22 C26 C27 O4 -175.40(19) . . . . ? C25 C26 C27 O4 1.9(3) . . . . ? N22 C26 C27 N28 3.3(3) . . . . ? C25 C26 C27 N28 -179.39(18) . . . . ? O4 C27 N28 C29 12.3(3) . . . . ? C26 C27 N28 C29 -166.28(18) . . . . ? C27 N28 C29 C30 -115.6(2) . . . . ? C31 N1 C30 C29 -144.19(19) . . . . ? C2 N1 C30 C29 85.2(2) . . . . ? N28 C29 C30 N1 -165.23(18) . . . . ? C30 N1 C31 C32 80.0(2) . . . . ? C2 N1 C31 C32 -148.67(19) . . . . ? N1 C31 C32 N33 66.5(2) . . . . ? C31 C32 N33 C34 70.4(2) . . . . ? C32 N33 C34 O5 -2.4(3) . . . . ? C32 N33 C34 C35 175.43(18) . . . . ? O5 C34 C35 N36 -157.3(2) . . . . ? N33 C34 C35 N36 24.8(3) . . . . ? O5 C34 C35 C37 24.8(3) . . . . ? N33 C34 C35 C37 -153.2(2) . . . . ? C37 C35 N36 C40 1.5(3) . . . . ? C34 C35 N36 C40 -176.32(18) . . . . ? N36 C35 C37 C38 -2.5(3) . . . . ? C34 C35 C37 C38 175.3(2) . . . . ? C35 C37 C38 C39 1.1(3) . . . . ? C37 C38 C39 C40 1.1(3) . . . . ? C35 N36 C40 C39 0.9(3) . . . . ? C35 N36 C40 C41 -178.73(18) . . . . ? C38 C39 C40 N36 -2.2(3) . . . . ? C38 C39 C40 C41 177.4(2) . . . . ? N36 C40 C41 O6 -165.92(19) . . . . ? C39 C40 C41 O6 14.4(3) . . . . ? N36 C40 C41 N42 15.1(3) . . . . ? C39 C40 C41 N42 -164.5(2) . . . . ? O6 C41 N42 C43 -7.7(3) . . . . ? C40 C41 N42 C43 171.17(18) . . . . ? C41 N42 C43 C44 -134.7(2) . . . 2_665 ? C17 N16 C44 C43 -157.46(17) . . . 2_665 ? C15 N16 C44 C43 83.3(2) . . . 2_665 ? O1A C1A C2A C2A -166.6(2) . . . 2_665 ? O2A C1A C2A C2A 13.1(3) . . . 2_665 ? 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 H4N O1A 0.88 2.11 2.888(3) 147.6 . N13 H13N O1A 0.88 2.17 2.959(2) 148.5 . N19 H19N O2A 0.88 2.24 3.086(2) 161.9 . N28 H28N O2A 0.88 1.99 2.807(2) 153.2 . N33 H33N O6 0.88 2.16 2.928(2) 145.4 2_674 O1W H1W1 O4 0.89(5) 1.89(5) 2.771(3) 171(4) . O1W H1W2 O6 0.96(5) 1.93(5) 2.888(3) 175(4) 2_674 _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.213 _refine_diff_density_min -0.740 _refine_diff_density_rms 0.089