# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_ep1-41- _database_code_depnum_ccdc_archive 'CCDC 905940' #TrackingRef 'web_deposit_cif_file_0_MalaichamySathiyendiran_1350294454.ep1-41-FINAL-filled.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H36 N6 S3, C H4 O' _chemical_formula_sum 'C46 H40 N6 O S3' _chemical_formula_weight 789.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_space_group_name_H-M 'P b c a' _symmetry_cell_setting orthorhombic _space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 24.0070(17) _cell_length_b 13.3108(7) _cell_length_c 24.2954(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7763.7(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4969 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 25.00 _exptl_crystal_description irregular _exptl_crystal_colour white _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3312 _exptl_absorpt_coefficient_mu 0.237 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9302 _exptl_absorpt_correction_T_max 0.9497 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Xcalibur, Sapphire3' _diffrn_measurement_method 'w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33730 _diffrn_reflns_av_R_equivalents 0.0695 _diffrn_reflns_av_sigmaI/netI 0.0828 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6812 _reflns_number_gt 4097 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis RED (Oxford, 2011)' _computing_cell_refinement 'CrysAlis RED (Oxford, 2011)' _computing_data_reduction 'CrysAlis RED (Oxford, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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^)+(0.0475P)^2^+3.2087P] 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 6812 _refine_ls_number_parameters 540 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1580 _refine_ls_R_factor_gt 0.0909 _refine_ls_wR_factor_ref 0.1739 _refine_ls_wR_factor_gt 0.1479 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 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 S1 S 0.77412(7) -0.41903(11) 0.48260(6) 0.0935(5) Uani 1 1 d . . . S2 S 1.06106(7) 0.28268(10) 0.49908(6) 0.0862(5) Uani 1 1 d . . . S3 S 0.71544(7) 0.15201(12) 0.10236(7) 0.1036(6) Uani 1 1 d . . . N1 N 0.79769(14) -0.2354(2) 0.35509(14) 0.0480(9) Uani 1 1 d . . . N2 N 0.82766(16) -0.3888(2) 0.37692(15) 0.0577(10) Uani 1 1 d . . . N3 N 0.97746(14) 0.0650(2) 0.42315(14) 0.0476(9) Uani 1 1 d . . . N4 N 1.06956(16) 0.0895(3) 0.43101(15) 0.0597(10) Uani 1 1 d . . . N5 N 0.84556(14) 0.1267(2) 0.19915(13) 0.0466(9) Uani 1 1 d . . . N6 N 0.84076(18) 0.0850(3) 0.10981(15) 0.0669(11) Uani 1 1 d . . . O1 O 0.3672(2) 0.4172(3) 0.09368(18) 0.1018(15) Uani 1 1 d . . . C1 C 0.80499(17) -0.0471(3) 0.35085(16) 0.0412(10) Uani 1 1 d . . . C3 C 0.87857(17) 0.0563(3) 0.38662(16) 0.0456(11) Uani 1 1 d . . . C2 C 0.84414(18) -0.0268(3) 0.39203(16) 0.0471(11) Uani 1 1 d . . . C4 C 0.87504(17) 0.1197(3) 0.34095(16) 0.0435(10) Uani 1 1 d . . . C5 C 0.83477(17) 0.0996(3) 0.30092(15) 0.0402(10) Uani 1 1 d . . . C6 C 0.79899(15) 0.0178(3) 0.30636(15) 0.0374(10) Uani 1 1 d . . . C7 C 0.8494(2) -0.0965(3) 0.44104(18) 0.0773(15) Uani 1 1 d . . . H7A H 0.8733 -0.1518 0.4317 0.116 Uiso 1 1 calc R . . H7B H 0.8133 -0.1215 0.4509 0.116 Uiso 1 1 calc R . . H7C H 0.8650 -0.0604 0.4716 0.116 Uiso 1 1 calc R . . C8 C 0.91489(19) 0.2083(3) 0.33543(19) 0.0663(13) Uani 1 1 d . . . H8A H 0.8962 0.2690 0.3460 0.099 Uiso 1 1 calc R . . H8B H 0.9271 0.2137 0.2979 0.099 Uiso 1 1 calc R . . H8C H 0.9465 0.1979 0.3589 0.099 Uiso 1 1 calc R . . C9 C 0.75394(18) 0.0010(3) 0.26389(16) 0.0559(12) Uani 1 1 d . . . H9A H 0.7442 0.0639 0.2472 0.084 Uiso 1 1 calc R . . H9B H 0.7217 -0.0275 0.2814 0.084 Uiso 1 1 calc R . . H9C H 0.7673 -0.0443 0.2361 0.084 Uiso 1 1 calc R . . C10 C 0.7679(2) -0.1383(3) 0.3574(2) 0.0525(12) Uani 1 1 d . . . C11 C 0.79343(18) -0.3156(3) 0.38982(18) 0.0502(11) Uani 1 1 d . . . C12 C 0.85634(19) -0.3560(3) 0.33019(18) 0.0516(11) Uani 1 1 d . . . C13 C 0.89616(19) -0.4052(3) 0.2998(2) 0.0612(13) Uani 1 1 d . . . H13 H 0.9084 -0.4689 0.3097 0.073 Uiso 1 1 calc R . . C14 C 0.9171(2) -0.3572(4) 0.2545(2) 0.0721(14) Uani 1 1 d . . . H14 H 0.9440 -0.3888 0.2331 0.087 Uiso 1 1 calc R . . C15 C 0.8988(2) -0.2617(4) 0.2400(2) 0.0720(14) Uani 1 1 d . . . H15 H 0.9137 -0.2305 0.2091 0.086 Uiso 1 1 calc R . . C16 C 0.8589(2) -0.2123(3) 0.27067(18) 0.0611(13) Uani 1 1 d . . . H16 H 0.8466 -0.1485 0.2610 0.073 Uiso 1 1 calc R . . C17 C 0.83815(18) -0.2612(3) 0.31616(17) 0.0481(11) Uani 1 1 d . . . C18 C 0.7584(2) -0.3236(3) 0.43767(17) 0.0531(12) Uani 1 1 d . . . C19 C 0.7131(2) -0.2713(4) 0.4563(2) 0.0666(13) Uani 1 1 d . . . H19 H 0.6974 -0.2172 0.4376 0.080 Uiso 1 1 calc R . . C20 C 0.6926(2) -0.3084(4) 0.5070(2) 0.0745(15) Uani 1 1 d . . . H20 H 0.6627 -0.2806 0.5259 0.089 Uiso 1 1 calc R . . C21 C 0.7209(2) -0.3867(4) 0.5241(2) 0.0871(17) Uani 1 1 d . . . H21 H 0.7123 -0.4212 0.5563 0.104 Uiso 1 1 calc R . . C22 C 0.9177(2) 0.0849(4) 0.4331(2) 0.0570(13) Uani 1 1 d . . . C23 C 1.01991(19) 0.1161(3) 0.44857(17) 0.0496(11) Uani 1 1 d . . . C24 C 1.05953(19) 0.0158(3) 0.39243(18) 0.0555(12) Uani 1 1 d . . . C25 C 1.0974(2) -0.0409(4) 0.3624(2) 0.0759(15) Uani 1 1 d . . . H25 H 1.1355 -0.0291 0.3650 0.091 Uiso 1 1 calc R . . C26 C 1.0768(3) -0.1151(4) 0.3288(2) 0.0859(17) Uani 1 1 d . . . H26 H 1.1015 -0.1548 0.3088 0.103 Uiso 1 1 calc R . . C27 C 1.0200(2) -0.1321(4) 0.3239(2) 0.0793(16) Uani 1 1 d . . . H27 H 1.0076 -0.1826 0.3004 0.095 Uiso 1 1 calc R . . C28 C 0.9820(2) -0.0768(3) 0.35264(19) 0.0678(14) Uani 1 1 d . . . H28 H 0.9440 -0.0886 0.3493 0.081 Uiso 1 1 calc R . . C29 C 1.00232(19) -0.0023(3) 0.38704(17) 0.0523(11) Uani 1 1 d . . . C30 C 1.01165(19) 0.1920(3) 0.49090(18) 0.0515(11) Uani 1 1 d . . . C31 C 0.97031(16) 0.2049(3) 0.52990(15) 0.0400(10) Uani 1 1 d . . . H31 H 0.9386 0.1649 0.5321 0.048 Uiso 1 1 calc R . . C32 C 0.9815(3) 0.2838(4) 0.5651(2) 0.0846(17) Uani 1 1 d . . . H32 H 0.9585 0.3009 0.5945 0.101 Uiso 1 1 calc R . . C33 C 1.0280(3) 0.3328(4) 0.5531(2) 0.0889(19) Uani 1 1 d . . . H33 H 1.0407 0.3885 0.5725 0.107 Uiso 1 1 calc R . . C34 C 0.8287(3) 0.1693(3) 0.25191(19) 0.0532(12) Uani 1 1 d . . . C35 C 0.81786(19) 0.1362(3) 0.14979(17) 0.0498(11) Uani 1 1 d . . . C36 C 0.8862(2) 0.0389(3) 0.13341(19) 0.0582(13) Uani 1 1 d . . . C37 C 0.9248(3) -0.0239(3) 0.1087(2) 0.0784(16) Uani 1 1 d . . . H37 H 0.9217 -0.0412 0.0718 0.094 Uiso 1 1 calc R . . C38 C 0.9675(2) -0.0595(4) 0.1400(3) 0.0806(17) Uani 1 1 d . . . H38 H 0.9943 -0.1009 0.1240 0.097 Uiso 1 1 calc R . . C39 C 0.9717(2) -0.0348(4) 0.1955(2) 0.0732(15) Uani 1 1 d . . . H39 H 1.0011 -0.0606 0.2161 0.088 Uiso 1 1 calc R . . C40 C 0.9335(2) 0.0269(3) 0.2206(2) 0.0639(13) Uani 1 1 d . . . H40 H 0.9365 0.0432 0.2577 0.077 Uiso 1 1 calc R . . C41 C 0.89034(19) 0.0641(3) 0.18856(18) 0.0492(11) Uani 1 1 d . . . C42 C 0.76786(19) 0.1967(3) 0.14269(17) 0.0558(12) Uani 1 1 d . . . C43 C 0.75641(19) 0.2921(3) 0.16108(17) 0.0583(12) Uani 1 1 d . . . H43 H 0.7799 0.3297 0.1835 0.070 Uiso 1 1 calc R . . C44 C 0.7041(2) 0.3255(4) 0.1415(2) 0.0858(17) Uani 1 1 d . . . H44 H 0.6893 0.3884 0.1495 0.103 Uiso 1 1 calc R . . C45 C 0.6785(2) 0.2585(5) 0.1107(2) 0.0972(19) Uani 1 1 d . . . H45 H 0.6436 0.2688 0.0951 0.117 Uiso 1 1 calc R . . C46 C 0.3957(2) 0.4160(4) 0.0434(3) 0.102(2) Uani 1 1 d . . . H46A H 0.3703 0.4316 0.0141 0.152 Uiso 1 1 calc R . . H46B H 0.4114 0.3505 0.0374 0.152 Uiso 1 1 calc R . . H46C H 0.4250 0.4650 0.0442 0.152 Uiso 1 1 calc R . . H1A H 0.351(3) 0.466(5) 0.103(3) 0.15(3) Uiso 1 1 d . . . H10A H 0.7510(16) -0.137(3) 0.3921(16) 0.050(13) Uiso 1 1 d . . . H10B H 0.7378(18) -0.143(3) 0.3297(17) 0.066(14) Uiso 1 1 d . . . H22A H 0.9149(16) 0.163(3) 0.4434(16) 0.064(12) Uiso 1 1 d . . . H22B H 0.9083(16) 0.049(3) 0.4659(17) 0.059(14) Uiso 1 1 d . . . H34A H 0.8485(16) 0.231(3) 0.2568(15) 0.055(13) Uiso 1 1 d . . . H34B H 0.7909(17) 0.188(3) 0.2486(15) 0.051(13) 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 S1 0.1251(14) 0.0816(10) 0.0738(10) 0.0236(8) 0.0236(9) 0.0170(9) S2 0.0961(12) 0.0674(9) 0.0951(11) 0.0015(8) -0.0049(9) -0.0208(8) S3 0.1096(14) 0.0984(12) 0.1026(12) -0.0036(9) -0.0381(11) -0.0216(10) N1 0.054(2) 0.0385(19) 0.051(2) -0.0025(17) 0.0043(19) -0.0028(17) N2 0.068(3) 0.046(2) 0.059(3) -0.0011(18) 0.000(2) 0.007(2) N3 0.043(2) 0.050(2) 0.050(2) -0.0064(18) -0.0111(19) 0.0106(18) N4 0.050(3) 0.070(3) 0.059(3) 0.000(2) -0.007(2) 0.002(2) N5 0.054(2) 0.046(2) 0.040(2) 0.0000(16) 0.0072(19) 0.0049(18) N6 0.098(3) 0.056(2) 0.047(2) -0.001(2) 0.013(2) 0.011(2) O1 0.156(4) 0.062(2) 0.087(3) -0.007(2) 0.002(3) 0.026(3) C1 0.044(3) 0.039(2) 0.041(2) -0.0027(19) 0.002(2) 0.004(2) C3 0.042(3) 0.049(3) 0.046(3) -0.012(2) -0.006(2) 0.008(2) C2 0.054(3) 0.044(2) 0.043(3) -0.007(2) -0.002(2) 0.010(2) C4 0.043(3) 0.041(2) 0.047(3) -0.009(2) 0.003(2) 0.003(2) C5 0.043(3) 0.038(2) 0.039(2) -0.0046(18) 0.001(2) 0.005(2) C6 0.034(2) 0.042(2) 0.036(2) -0.0062(18) 0.0014(19) 0.008(2) C7 0.108(4) 0.066(3) 0.058(3) 0.011(3) -0.028(3) -0.001(3) C8 0.067(3) 0.057(3) 0.074(3) -0.009(2) -0.010(3) -0.008(3) C9 0.056(3) 0.061(3) 0.050(3) -0.001(2) -0.008(2) -0.001(2) C10 0.054(3) 0.048(3) 0.056(3) 0.005(2) 0.004(3) 0.001(2) C11 0.051(3) 0.045(3) 0.055(3) 0.001(2) -0.003(2) -0.008(2) C12 0.055(3) 0.052(3) 0.047(3) -0.002(2) -0.003(2) 0.001(2) C13 0.063(3) 0.050(3) 0.070(3) -0.004(2) 0.013(3) 0.014(2) C14 0.072(4) 0.078(4) 0.067(3) -0.015(3) 0.019(3) 0.015(3) C15 0.082(4) 0.079(4) 0.055(3) 0.004(3) 0.014(3) 0.004(3) C16 0.074(4) 0.057(3) 0.052(3) 0.004(2) 0.013(3) 0.008(3) C17 0.053(3) 0.045(2) 0.046(3) -0.004(2) 0.002(2) -0.002(2) C18 0.057(3) 0.053(3) 0.049(3) 0.000(2) 0.005(3) -0.010(2) C19 0.064(3) 0.073(3) 0.063(3) 0.012(3) 0.007(3) -0.008(3) C20 0.073(4) 0.080(4) 0.070(4) 0.000(3) 0.015(3) -0.010(3) C21 0.112(5) 0.090(4) 0.059(3) 0.013(3) 0.024(3) -0.014(4) C22 0.053(3) 0.067(3) 0.051(3) -0.016(3) -0.011(3) 0.007(3) C23 0.050(3) 0.048(3) 0.051(3) 0.006(2) -0.013(2) 0.003(2) C24 0.051(3) 0.062(3) 0.053(3) 0.002(2) -0.007(3) 0.011(2) C25 0.060(4) 0.091(4) 0.076(4) -0.008(3) 0.002(3) 0.016(3) C26 0.077(4) 0.098(4) 0.083(4) -0.015(3) -0.002(3) 0.039(4) C27 0.090(5) 0.074(3) 0.073(4) -0.027(3) -0.016(3) 0.033(3) C28 0.059(3) 0.069(3) 0.076(3) -0.020(3) -0.015(3) 0.018(3) C29 0.054(3) 0.054(3) 0.049(3) -0.005(2) -0.010(2) 0.013(2) C30 0.060(3) 0.043(2) 0.052(3) 0.005(2) -0.019(3) 0.004(2) C31 0.038(3) 0.050(2) 0.033(2) -0.0110(19) -0.005(2) -0.009(2) C32 0.110(5) 0.079(4) 0.064(4) -0.003(3) 0.000(4) 0.008(4) C33 0.143(6) 0.056(3) 0.068(4) -0.020(3) -0.013(4) -0.006(4) C34 0.066(4) 0.044(3) 0.049(3) 0.002(2) -0.001(3) 0.003(3) C35 0.063(3) 0.045(2) 0.041(3) 0.006(2) 0.005(3) -0.004(2) C36 0.079(4) 0.043(2) 0.053(3) 0.003(2) 0.025(3) 0.004(3) C37 0.106(5) 0.058(3) 0.071(4) 0.007(3) 0.034(4) 0.014(3) C38 0.089(5) 0.057(3) 0.096(5) 0.002(3) 0.049(4) 0.014(3) C39 0.053(3) 0.076(3) 0.090(4) 0.006(3) 0.020(3) 0.003(3) C40 0.059(3) 0.067(3) 0.066(3) -0.008(3) 0.013(3) 0.006(3) C41 0.052(3) 0.046(2) 0.050(3) 0.006(2) 0.013(3) -0.003(2) C42 0.067(3) 0.059(3) 0.042(3) 0.007(2) -0.006(2) -0.005(3) C43 0.056(3) 0.066(3) 0.053(3) 0.001(2) -0.012(3) 0.020(3) C44 0.088(5) 0.095(4) 0.075(4) -0.007(3) -0.006(3) 0.022(4) C45 0.068(4) 0.125(5) 0.099(5) 0.013(4) -0.017(4) 0.019(4) C46 0.110(5) 0.076(4) 0.119(5) -0.019(4) 0.020(4) -0.007(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 S1 C21 1.684(5) . ? S1 C18 1.717(4) . ? S2 C33 1.674(6) . ? S2 C30 1.704(4) . ? S3 C45 1.684(6) . ? S3 C42 1.702(4) . ? N1 C11 1.365(5) . ? N1 C17 1.399(5) . ? N1 C10 1.478(5) . ? N2 C11 1.312(5) . ? N2 C12 1.398(5) . ? N3 C23 1.373(5) . ? N3 C29 1.388(5) . ? N3 C22 1.479(5) . ? N4 C23 1.314(5) . ? N4 C24 1.379(5) . ? N5 C35 1.377(5) . ? N5 C41 1.384(5) . ? N5 C34 1.459(5) . ? N6 C35 1.307(5) . ? N6 C36 1.376(6) . ? O1 C46 1.401(6) . ? O1 H1A 0.80(6) . ? C1 C6 1.392(5) . ? C1 C2 1.399(5) . ? C1 C10 1.514(6) . ? C3 C2 1.387(5) . ? C3 C4 1.397(5) . ? C3 C22 1.517(6) . ? C2 C7 1.515(5) . ? C4 C5 1.397(5) . ? C4 C8 1.524(5) . ? C5 C6 1.393(5) . ? C5 C34 1.517(5) . ? C6 C9 1.511(5) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.94(4) . ? C10 H10B 0.99(4) . ? C11 C18 1.439(6) . ? C12 C13 1.374(6) . ? C12 C17 1.378(5) . ? C13 C14 1.369(6) . ? C13 H13 0.9300 . ? C14 C15 1.390(6) . ? C14 H14 0.9300 . ? C15 C16 1.379(6) . ? C15 H15 0.9300 . ? C16 C17 1.377(5) . ? C16 H16 0.9300 . ? C18 C19 1.368(6) . ? C19 C20 1.415(6) . ? C19 H19 0.9300 . ? C20 C21 1.311(7) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22A 1.07(4) . ? C22 H22B 0.96(4) . ? C23 C30 1.455(6) . ? C24 C25 1.389(6) . ? C24 C29 1.400(6) . ? C25 C26 1.374(7) . ? C25 H25 0.9300 . ? C26 C27 1.386(7) . ? C26 H26 0.9300 . ? C27 C28 1.366(6) . ? C27 H27 0.9300 . ? C28 C29 1.386(6) . ? C28 H28 0.9300 . ? C30 C31 1.383(5) . ? C31 C32 1.381(6) . ? C31 H31 0.9300 . ? C32 C33 1.325(7) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 H34A 0.95(4) . ? C34 H34B 0.94(4) . ? C35 C42 1.456(6) . ? C36 C41 1.385(6) . ? C36 C37 1.385(6) . ? C37 C38 1.361(7) . ? C37 H37 0.9300 . ? C38 C39 1.391(7) . ? C38 H38 0.9300 . ? C39 C40 1.374(6) . ? C39 H39 0.9300 . ? C40 C41 1.386(6) . ? C40 H40 0.9300 . ? C42 C43 1.373(6) . ? C43 C44 1.414(6) . ? C43 H43 0.9300 . ? C44 C45 1.317(7) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? 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 C21 S1 C18 91.4(3) . . ? C33 S2 C30 92.5(3) . . ? C45 S3 C42 91.5(3) . . ? C11 N1 C17 106.1(3) . . ? C11 N1 C10 128.7(4) . . ? C17 N1 C10 125.2(4) . . ? C11 N2 C12 105.7(4) . . ? C23 N3 C29 106.6(4) . . ? C23 N3 C22 123.9(4) . . ? C29 N3 C22 129.5(4) . . ? C23 N4 C24 104.7(4) . . ? C35 N5 C41 105.6(3) . . ? C35 N5 C34 126.6(4) . . ? C41 N5 C34 127.8(4) . . ? C35 N6 C36 104.8(4) . . ? C46 O1 H1A 120(5) . . ? C6 C1 C2 120.3(4) . . ? C6 C1 C10 121.2(4) . . ? C2 C1 C10 118.4(4) . . ? C2 C3 C4 121.4(4) . . ? C2 C3 C22 119.9(4) . . ? C4 C3 C22 118.5(4) . . ? C3 C2 C1 119.1(4) . . ? C3 C2 C7 120.9(4) . . ? C1 C2 C7 120.0(4) . . ? C3 C4 C5 118.6(4) . . ? C3 C4 C8 119.9(4) . . ? C5 C4 C8 121.4(4) . . ? C6 C5 C4 120.7(3) . . ? C6 C5 C34 119.6(4) . . ? C4 C5 C34 119.7(4) . . ? C1 C6 C5 119.7(4) . . ? C1 C6 C9 120.8(4) . . ? C5 C6 C9 119.5(3) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 C1 114.3(4) . . ? N1 C10 H10A 105(2) . . ? C1 C10 H10A 109(2) . . ? N1 C10 H10B 106(2) . . ? C1 C10 H10B 114(2) . . ? H10A C10 H10B 107(3) . . ? N2 C11 N1 112.7(4) . . ? N2 C11 C18 120.3(4) . . ? N1 C11 C18 126.9(4) . . ? C13 C12 C17 121.6(4) . . ? C13 C12 N2 129.1(4) . . ? C17 C12 N2 109.3(4) . . ? C14 C13 C12 117.8(4) . . ? C14 C13 H13 121.1 . . ? C12 C13 H13 121.1 . . ? C13 C14 C15 120.9(4) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C16 C15 C14 121.3(4) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C17 C16 C15 117.3(4) . . ? C17 C16 H16 121.3 . . ? C15 C16 H16 121.3 . . ? C16 C17 C12 121.1(4) . . ? C16 C17 N1 132.7(4) . . ? C12 C17 N1 106.1(4) . . ? C19 C18 C11 134.0(4) . . ? C19 C18 S1 110.0(3) . . ? C11 C18 S1 116.1(3) . . ? C18 C19 C20 112.7(5) . . ? C18 C19 H19 123.7 . . ? C20 C19 H19 123.7 . . ? C21 C20 C19 112.0(5) . . ? C21 C20 H20 124.0 . . ? C19 C20 H20 124.0 . . ? C20 C21 S1 113.9(4) . . ? C20 C21 H21 123.0 . . ? S1 C21 H21 123.0 . . ? N3 C22 C3 115.7(4) . . ? N3 C22 H22A 106(2) . . ? C3 C22 H22A 112(2) . . ? N3 C22 H22B 106(2) . . ? C3 C22 H22B 111(2) . . ? H22A C22 H22B 106(3) . . ? N4 C23 N3 113.2(4) . . ? N4 C23 C30 122.7(4) . . ? N3 C23 C30 124.1(4) . . ? N4 C24 C25 129.0(5) . . ? N4 C24 C29 110.9(4) . . ? C25 C24 C29 120.0(4) . . ? C26 C25 C24 117.8(5) . . ? C26 C25 H25 121.1 . . ? C24 C25 H25 121.1 . . ? C25 C26 C27 121.6(5) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C28 C27 C26 121.7(5) . . ? C28 C27 H27 119.2 . . ? C26 C27 H27 119.2 . . ? C27 C28 C29 117.3(5) . . ? C27 C28 H28 121.4 . . ? C29 C28 H28 121.4 . . ? C28 C29 N3 133.7(4) . . ? C28 C29 C24 121.7(4) . . ? N3 C29 C24 104.6(4) . . ? C31 C30 C23 131.9(4) . . ? C31 C30 S2 109.4(3) . . ? C23 C30 S2 118.6(4) . . ? C32 C31 C30 112.3(4) . . ? C32 C31 H31 123.8 . . ? C30 C31 H31 123.8 . . ? C33 C32 C31 113.6(5) . . ? C33 C32 H32 123.2 . . ? C31 C32 H32 123.2 . . ? C32 C33 S2 112.1(4) . . ? C32 C33 H33 123.9 . . ? S2 C33 H33 123.9 . . ? N5 C34 C5 115.2(3) . . ? N5 C34 H34A 108(2) . . ? C5 C34 H34A 112(2) . . ? N5 C34 H34B 107(2) . . ? C5 C34 H34B 109(2) . . ? H34A C34 H34B 105(3) . . ? N6 C35 N5 113.3(4) . . ? N6 C35 C42 123.2(4) . . ? N5 C35 C42 123.5(4) . . ? N6 C36 C41 110.6(4) . . ? N6 C36 C37 128.3(5) . . ? C41 C36 C37 121.1(5) . . ? C38 C37 C36 118.2(5) . . ? C38 C37 H37 120.9 . . ? C36 C37 H37 120.9 . . ? C37 C38 C39 120.8(5) . . ? C37 C38 H38 119.6 . . ? C39 C38 H38 119.6 . . ? C40 C39 C38 121.5(5) . . ? C40 C39 H39 119.2 . . ? C38 C39 H39 119.2 . . ? C39 C40 C41 117.6(5) . . ? C39 C40 H40 121.2 . . ? C41 C40 H40 121.2 . . ? N5 C41 C36 105.6(4) . . ? N5 C41 C40 133.7(4) . . ? C36 C41 C40 120.7(4) . . ? C43 C42 C35 129.6(4) . . ? C43 C42 S3 111.3(4) . . ? C35 C42 S3 119.0(3) . . ? C42 C43 C44 111.0(5) . . ? C42 C43 H43 124.5 . . ? C44 C43 H43 124.5 . . ? C45 C44 C43 113.1(5) . . ? C45 C44 H44 123.4 . . ? C43 C44 H44 123.4 . . ? C44 C45 S3 113.1(5) . . ? C44 C45 H45 123.4 . . ? S3 C45 H45 123.4 . . ? O1 C46 H46A 109.5 . . ? O1 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? O1 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? 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 C4 C3 C2 C1 -0.2(6) . . . . ? C22 C3 C2 C1 174.6(4) . . . . ? C4 C3 C2 C7 178.4(4) . . . . ? C22 C3 C2 C7 -6.8(6) . . . . ? C6 C1 C2 C3 -2.9(6) . . . . ? C10 C1 C2 C3 179.8(4) . . . . ? C6 C1 C2 C7 178.5(4) . . . . ? C10 C1 C2 C7 1.2(6) . . . . ? C2 C3 C4 C5 1.7(6) . . . . ? C22 C3 C4 C5 -173.1(4) . . . . ? C2 C3 C4 C8 -177.9(4) . . . . ? C22 C3 C4 C8 7.3(6) . . . . ? C3 C4 C5 C6 -0.2(5) . . . . ? C8 C4 C5 C6 179.4(4) . . . . ? C3 C4 C5 C34 177.9(4) . . . . ? C8 C4 C5 C34 -2.5(6) . . . . ? C2 C1 C6 C5 4.4(5) . . . . ? C10 C1 C6 C5 -178.4(4) . . . . ? C2 C1 C6 C9 -175.3(4) . . . . ? C10 C1 C6 C9 1.8(6) . . . . ? C4 C5 C6 C1 -2.9(5) . . . . ? C34 C5 C6 C1 179.0(4) . . . . ? C4 C5 C6 C9 176.9(3) . . . . ? C34 C5 C6 C9 -1.2(5) . . . . ? C11 N1 C10 C1 132.3(4) . . . . ? C17 N1 C10 C1 -45.8(6) . . . . ? C6 C1 C10 N1 116.7(4) . . . . ? C2 C1 C10 N1 -66.0(5) . . . . ? C12 N2 C11 N1 -0.7(5) . . . . ? C12 N2 C11 C18 -178.1(4) . . . . ? C17 N1 C11 N2 0.8(5) . . . . ? C10 N1 C11 N2 -177.6(4) . . . . ? C17 N1 C11 C18 177.9(4) . . . . ? C10 N1 C11 C18 -0.4(7) . . . . ? C11 N2 C12 C13 -178.7(4) . . . . ? C11 N2 C12 C17 0.3(5) . . . . ? C17 C12 C13 C14 -0.5(7) . . . . ? N2 C12 C13 C14 178.4(4) . . . . ? C12 C13 C14 C15 0.3(7) . . . . ? C13 C14 C15 C16 -0.1(8) . . . . ? C14 C15 C16 C17 0.1(7) . . . . ? C15 C16 C17 C12 -0.4(7) . . . . ? C15 C16 C17 N1 -178.7(4) . . . . ? C13 C12 C17 C16 0.6(7) . . . . ? N2 C12 C17 C16 -178.5(4) . . . . ? C13 C12 C17 N1 179.3(4) . . . . ? N2 C12 C17 N1 0.2(5) . . . . ? C11 N1 C17 C16 178.0(5) . . . . ? C10 N1 C17 C16 -3.6(7) . . . . ? C11 N1 C17 C12 -0.5(4) . . . . ? C10 N1 C17 C12 177.9(4) . . . . ? N2 C11 C18 C19 -166.5(5) . . . . ? N1 C11 C18 C19 16.5(8) . . . . ? N2 C11 C18 S1 12.7(5) . . . . ? N1 C11 C18 S1 -164.3(3) . . . . ? C21 S1 C18 C19 -0.1(4) . . . . ? C21 S1 C18 C11 -179.5(4) . . . . ? C11 C18 C19 C20 -179.8(5) . . . . ? S1 C18 C19 C20 1.0(5) . . . . ? C18 C19 C20 C21 -1.7(7) . . . . ? C19 C20 C21 S1 1.6(6) . . . . ? C18 S1 C21 C20 -0.9(5) . . . . ? C23 N3 C22 C3 154.8(4) . . . . ? C29 N3 C22 C3 -22.6(7) . . . . ? C2 C3 C22 N3 107.4(5) . . . . ? C4 C3 C22 N3 -77.6(5) . . . . ? C24 N4 C23 N3 -0.9(5) . . . . ? C24 N4 C23 C30 178.9(4) . . . . ? C29 N3 C23 N4 1.6(5) . . . . ? C22 N3 C23 N4 -176.3(4) . . . . ? C29 N3 C23 C30 -178.1(4) . . . . ? C22 N3 C23 C30 4.0(6) . . . . ? C23 N4 C24 C25 -177.5(5) . . . . ? C23 N4 C24 C29 -0.2(5) . . . . ? N4 C24 C25 C26 175.8(5) . . . . ? C29 C24 C25 C26 -1.2(7) . . . . ? C24 C25 C26 C27 1.2(8) . . . . ? C25 C26 C27 C28 -0.7(9) . . . . ? C26 C27 C28 C29 0.1(8) . . . . ? C27 C28 C29 N3 -177.4(5) . . . . ? C27 C28 C29 C24 -0.2(7) . . . . ? C23 N3 C29 C28 176.0(5) . . . . ? C22 N3 C29 C28 -6.3(8) . . . . ? C23 N3 C29 C24 -1.6(4) . . . . ? C22 N3 C29 C24 176.2(4) . . . . ? N4 C24 C29 C28 -176.8(4) . . . . ? C25 C24 C29 C28 0.7(7) . . . . ? N4 C24 C29 N3 1.2(5) . . . . ? C25 C24 C29 N3 178.7(4) . . . . ? N4 C23 C30 C31 -150.6(4) . . . . ? N3 C23 C30 C31 29.1(7) . . . . ? N4 C23 C30 S2 26.4(5) . . . . ? N3 C23 C30 S2 -153.8(3) . . . . ? C33 S2 C30 C31 1.2(3) . . . . ? C33 S2 C30 C23 -176.5(4) . . . . ? C23 C30 C31 C32 175.1(4) . . . . ? S2 C30 C31 C32 -2.2(5) . . . . ? C30 C31 C32 C33 2.4(6) . . . . ? C31 C32 C33 S2 -1.5(7) . . . . ? C30 S2 C33 C32 0.2(5) . . . . ? C35 N5 C34 C5 137.1(4) . . . . ? C41 N5 C34 C5 -38.9(7) . . . . ? C6 C5 C34 N5 -70.7(6) . . . . ? C4 C5 C34 N5 111.2(5) . . . . ? C36 N6 C35 N5 -0.1(5) . . . . ? C36 N6 C35 C42 -179.8(4) . . . . ? C41 N5 C35 N6 0.6(5) . . . . ? C34 N5 C35 N6 -176.2(4) . . . . ? C41 N5 C35 C42 -179.8(4) . . . . ? C34 N5 C35 C42 3.5(6) . . . . ? C35 N6 C36 C41 -0.4(5) . . . . ? C35 N6 C36 C37 -179.7(4) . . . . ? N6 C36 C37 C38 178.5(5) . . . . ? C41 C36 C37 C38 -0.7(7) . . . . ? C36 C37 C38 C39 1.0(8) . . . . ? C37 C38 C39 C40 -0.7(8) . . . . ? C38 C39 C40 C41 0.0(7) . . . . ? C35 N5 C41 C36 -0.8(4) . . . . ? C34 N5 C41 C36 175.9(4) . . . . ? C35 N5 C41 C40 179.3(5) . . . . ? C34 N5 C41 C40 -4.0(7) . . . . ? N6 C36 C41 N5 0.7(5) . . . . ? C37 C36 C41 N5 -179.9(4) . . . . ? N6 C36 C41 C40 -179.3(4) . . . . ? C37 C36 C41 C40 0.0(7) . . . . ? C39 C40 C41 N5 -179.7(4) . . . . ? C39 C40 C41 C36 0.3(6) . . . . ? N6 C35 C42 C43 -135.3(5) . . . . ? N5 C35 C42 C43 45.0(7) . . . . ? N6 C35 C42 S3 39.7(6) . . . . ? N5 C35 C42 S3 -140.0(3) . . . . ? C45 S3 C42 C43 -0.7(4) . . . . ? C45 S3 C42 C35 -176.6(4) . . . . ? C35 C42 C43 C44 175.7(4) . . . . ? S3 C42 C43 C44 0.4(5) . . . . ? C42 C43 C44 C45 0.3(7) . . . . ? C43 C44 C45 S3 -0.8(7) . . . . ? C42 S3 C45 C44 0.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.230 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.042