# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # 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_1 #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H36 N2 S6' _chemical_formula_weight 737.07 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0851(18) _cell_length_b 13.860(3) _cell_length_c 16.244(3) _cell_angle_alpha 105.68(3) _cell_angle_beta 106.12(3) _cell_angle_gamma 99.11(3) _cell_volume 1830.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 0.406 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7917 _exptl_absorpt_correction_T_max 0.9640 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16954 _diffrn_reflns_av_R_equivalents 0.1352 _diffrn_reflns_av_sigmaI/netI 0.1906 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7749 _reflns_number_gt 2550 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.023(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7749 _refine_ls_number_parameters 420 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.3287 _refine_ls_R_factor_gt 0.1892 _refine_ls_wR_factor_ref 0.5530 _refine_ls_wR_factor_gt 0.5106 _refine_ls_goodness_of_fit_ref 1.424 _refine_ls_restrained_S_all 1.424 _refine_ls_shift/su_max 1.151 _refine_ls_shift/su_mean 0.033 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.105(2) 0.9854(12) 0.1059(11) 0.080(5) Uani 1 1 d . . . H1 H -0.0960 0.9258 0.0664 0.096 Uiso 1 1 calc R . . C2 C -0.243(2) 1.0126(15) 0.0901(13) 0.097(6) Uani 1 1 d . . . H2 H -0.3271 0.9703 0.0387 0.116 Uiso 1 1 calc R . . C3 C -0.269(3) 1.0978(16) 0.1440(16) 0.104(6) Uani 1 1 d . . . H3 H -0.3669 1.1130 0.1301 0.125 Uiso 1 1 calc R . . C4 C -0.143(2) 1.1608(14) 0.2204(16) 0.105(6) Uani 1 1 d . . . H4 H -0.1536 1.2209 0.2586 0.126 Uiso 1 1 calc R . . C5 C 0.001(2) 1.1311(11) 0.2385(15) 0.096(6) Uani 1 1 d . . . H5 H 0.0846 1.1704 0.2915 0.115 Uiso 1 1 calc R . . C6 C 0.022(2) 1.0457(12) 0.1802(11) 0.079(5) Uani 1 1 d . . . C7 C 0.1803(19) 1.0228(10) 0.2001(11) 0.071(4) Uani 1 1 d . . . C8 C 0.277(2) 1.0417(11) 0.2861(11) 0.076(4) Uani 1 1 d . . . H8 H 0.2476 1.0751 0.3347 0.091 Uiso 1 1 calc R . . C9 C 0.416(2) 1.0128(10) 0.3027(10) 0.073(4) Uani 1 1 d . . . H9 H 0.4789 1.0255 0.3623 0.087 Uiso 1 1 calc R . . C10 C 0.4661(19) 0.9639(10) 0.2309(11) 0.071(4) Uani 1 1 d . . . C11 C 0.3713(17) 0.9449(10) 0.1447(10) 0.062(4) Uani 1 1 d . . . H11 H 0.4015 0.9125 0.0962 0.074 Uiso 1 1 calc R . . C12 C 0.232(2) 0.9732(12) 0.1289(12) 0.080(4) Uani 1 1 d . . . H12 H 0.1678 0.9594 0.0692 0.096 Uiso 1 1 calc R . . C13 C 0.6120(17) 0.9246(9) 0.2513(9) 0.059(3) Uani 1 1 d . . . C14 C 0.6107(18) 0.8268(11) 0.2034(10) 0.067(4) Uani 1 1 d . . . C15 C 0.7518(18) 0.7951(10) 0.2275(9) 0.065(4) Uani 1 1 d . . . C16 C 0.8814(17) 0.8646(10) 0.2945(10) 0.064(4) Uani 1 1 d . . . C17 C 1.0403(19) 0.8440(10) 0.3230(10) 0.070(4) Uani 1 1 d . . . C18 C 1.1322(19) 0.8735(11) 0.4132(10) 0.075(4) Uani 1 1 d . . . H18 H 1.0965 0.9093 0.4578 0.089 Uiso 1 1 calc R . . C19 C 1.2814(19) 0.8496(11) 0.4384(11) 0.075(4) Uani 1 1 d . . . H19 H 1.3438 0.8706 0.4993 0.091 Uiso 1 1 calc R . . C20 C 1.3350(17) 0.7933(10) 0.3698(11) 0.069(4) Uani 1 1 d . . . C21 C 1.234(2) 0.7631(11) 0.2809(11) 0.074(4) Uani 1 1 d . . . H21 H 1.2650 0.7241 0.2353 0.088 Uiso 1 1 calc R . . C22 C 1.095(2) 0.7872(12) 0.2570(11) 0.079(4) Uani 1 1 d . . . H22 H 1.0334 0.7660 0.1960 0.095 Uiso 1 1 calc R . . C23 C 1.4872(19) 0.7680(12) 0.3941(11) 0.075(4) Uani 1 1 d . . . C24 C 1.6154(19) 0.8393(13) 0.4593(11) 0.082(5) Uani 1 1 d . . . H24 H 1.6025 0.9026 0.4904 0.098 Uiso 1 1 calc R . . C25 C 1.770(2) 0.8208(14) 0.4823(12) 0.095(5) Uani 1 1 d . . . H25 H 1.8579 0.8722 0.5241 0.114 Uiso 1 1 calc R . . C26 C 1.783(2) 0.7227(16) 0.4392(14) 0.098(6) Uani 1 1 d . . . H26 H 1.8773 0.7040 0.4576 0.117 Uiso 1 1 calc R . . C27 C 1.652(3) 0.6526(15) 0.3681(14) 0.103(6) Uani 1 1 d . . . H27 H 1.6641 0.5912 0.3326 0.124 Uiso 1 1 calc R . . C28 C 1.507(2) 0.6745(13) 0.3510(13) 0.091(5) Uani 1 1 d . . . H28 H 1.4194 0.6237 0.3083 0.109 Uiso 1 1 calc R . . C29 C 0.5422(17) 0.6319(10) 0.1258(10) 0.067(4) Uani 1 1 d . . . C30 C 0.4516(17) 0.5357(11) 0.1015(9) 0.066(4) Uani 1 1 d . . . C31 C 0.220(2) 0.3788(12) 0.0689(12) 0.094(5) Uani 1 1 d . . . C32 C 0.3549(19) 0.3471(11) 0.0972(10) 0.075(4) Uani 1 1 d . . . C33 C 0.483(2) 0.2604(13) 0.2222(12) 0.104(6) Uani 1 1 d D . . H33A H 0.4883 0.1960 0.2343 0.125 Uiso 1 1 calc R . . H33B H 0.5874 0.2924 0.2246 0.125 Uiso 1 1 calc R . . C37 C -0.042(3) 0.386(3) 0.1139(17) 0.163(12) Uani 1 1 d . . . H37A H -0.0510 0.4472 0.0971 0.196 Uiso 1 1 calc R . . H37B H -0.1483 0.3488 0.1051 0.196 Uiso 1 1 calc R . . C38 C 0.046(3) 0.4188(16) 0.208(2) 0.135(9) Uani 1 1 d . . . H38A H 0.1486 0.4619 0.2177 0.162 Uiso 1 1 calc R . . H38B H 0.0654 0.3577 0.2234 0.162 Uiso 1 1 calc R . . C39 C -0.019(4) 0.477(3) 0.275(3) 0.196(14) Uani 1 1 d . . . H39A H -0.1237 0.4343 0.2628 0.235 Uiso 1 1 calc R . . H39B H -0.0345 0.5384 0.2605 0.235 Uiso 1 1 calc R . . C40 C 0.061(5) 0.511(3) 0.375(3) 0.233(18) Uani 1 1 d . . . H40A H 0.0321 0.4572 0.3989 0.350 Uiso 1 1 d R . . H40B H 0.0316 0.5717 0.4040 0.350 Uiso 1 1 d R . . H40C H 0.1731 0.5272 0.3874 0.350 Uiso 1 1 d R . . N1 N 0.7283(17) 0.9849(10) 0.3223(10) 0.085(4) Uani 1 1 d . . . N2 N 0.8706(15) 0.9587(9) 0.3443(9) 0.077(4) Uani 1 1 d . . . S1 S 0.7454(5) 0.6675(3) 0.1682(3) 0.0752(12) Uani 1 1 d . . . S2 S 0.4541(5) 0.7341(3) 0.1127(3) 0.0724(12) Uani 1 1 d . . . S3 S 0.5329(5) 0.4310(3) 0.1137(3) 0.0748(12) Uani 1 1 d . . . S4 S 0.2475(5) 0.4991(3) 0.0507(3) 0.0779(13) Uani 1 1 d . . . S5 S 0.3556(7) 0.2286(3) 0.1108(4) 0.1087(19) Uani 1 1 d . . . S6 S 0.0291(7) 0.3064(5) 0.0372(5) 0.131(2) Uani 1 1 d . . . C34 C 0.448(3) 0.3293(17) 0.2984(14) 0.134(8) Uiso 1 1 d D . . H34A H 0.3406 0.3017 0.2949 0.161 Uiso 1 1 calc R . . H34B H 0.4548 0.3973 0.2921 0.161 Uiso 1 1 calc R . . C35 C 0.560(4) 0.340(3) 0.390(2) 0.249(17) Uiso 1 1 d D . . H35A H 0.5561 0.2739 0.4002 0.298 Uiso 1 1 calc R . . H35B H 0.6685 0.3731 0.3990 0.298 Uiso 1 1 calc R . . C36 C 0.490(8) 0.408(5) 0.448(5) 0.46(5) Uiso 1 1 d D . . H36A H 0.5703 0.4693 0.4894 0.690 Uiso 1 1 calc R . . H36B H 0.4475 0.3717 0.4824 0.690 Uiso 1 1 calc R . . H36C H 0.4067 0.4281 0.4105 0.690 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.082(11) 0.068(9) 0.075(11) 0.006(8) 0.018(9) 0.020(9) C2 0.084(13) 0.107(14) 0.081(12) 0.026(11) 0.015(10) 0.005(11) C3 0.109(15) 0.093(13) 0.138(19) 0.048(13) 0.070(15) 0.034(12) C4 0.098(14) 0.075(11) 0.133(18) 0.020(11) 0.040(13) 0.018(11) C5 0.089(12) 0.054(8) 0.148(17) 0.022(10) 0.058(12) 0.015(8) C6 0.121(14) 0.075(9) 0.078(11) 0.037(8) 0.062(11) 0.052(10) C7 0.095(11) 0.058(8) 0.065(10) 0.019(7) 0.033(9) 0.026(8) C8 0.104(13) 0.060(8) 0.062(10) 0.020(7) 0.026(9) 0.024(9) C9 0.101(12) 0.055(8) 0.043(8) -0.001(6) 0.015(8) 0.016(8) C10 0.088(11) 0.042(7) 0.078(11) 0.021(7) 0.028(9) -0.001(7) C11 0.080(10) 0.061(8) 0.053(9) 0.021(7) 0.027(8) 0.027(8) C12 0.099(12) 0.078(10) 0.074(11) 0.035(8) 0.036(10) 0.024(9) C13 0.077(9) 0.042(6) 0.049(8) 0.012(6) 0.013(7) 0.012(7) C14 0.085(10) 0.063(8) 0.059(9) 0.033(7) 0.024(8) 0.013(8) C15 0.088(10) 0.051(7) 0.052(8) 0.012(6) 0.021(8) 0.021(7) C16 0.078(10) 0.049(7) 0.058(8) 0.011(6) 0.023(8) 0.008(7) C17 0.098(11) 0.050(7) 0.066(10) 0.027(7) 0.030(9) 0.014(8) C18 0.091(12) 0.071(9) 0.058(9) 0.015(7) 0.030(9) 0.014(8) C19 0.072(10) 0.072(9) 0.064(10) 0.011(8) 0.017(8) -0.001(8) C20 0.068(10) 0.052(7) 0.076(11) 0.023(7) 0.012(8) 0.005(7) C21 0.079(11) 0.066(9) 0.067(10) 0.016(7) 0.026(9) -0.001(8) C22 0.079(11) 0.085(10) 0.064(10) 0.014(8) 0.024(9) 0.013(9) C23 0.082(11) 0.073(10) 0.070(10) 0.020(8) 0.036(9) 0.007(9) C24 0.082(11) 0.086(11) 0.070(10) 0.009(9) 0.027(9) 0.025(10) C25 0.114(15) 0.089(12) 0.076(12) 0.017(9) 0.035(11) 0.023(11) C26 0.079(12) 0.109(14) 0.114(16) 0.050(13) 0.034(12) 0.021(11) C27 0.118(16) 0.086(12) 0.114(16) 0.025(11) 0.051(14) 0.043(12) C28 0.073(11) 0.076(10) 0.105(14) 0.022(10) 0.024(10) -0.003(9) C29 0.073(9) 0.047(7) 0.077(10) 0.023(7) 0.020(8) 0.013(7) C30 0.077(10) 0.064(8) 0.053(8) 0.021(7) 0.016(7) 0.015(7) C31 0.108(14) 0.070(10) 0.091(13) 0.023(9) 0.032(11) -0.001(10) C32 0.075(10) 0.054(8) 0.069(10) 0.008(7) 0.001(8) 0.007(7) C33 0.148(17) 0.079(11) 0.105(15) 0.046(10) 0.045(13) 0.053(12) C37 0.13(2) 0.26(4) 0.094(18) 0.06(2) 0.008(15) 0.08(2) C38 0.129(19) 0.096(14) 0.21(3) 0.051(17) 0.10(2) 0.035(14) C39 0.13(2) 0.25(4) 0.23(4) 0.09(3) 0.09(3) 0.04(3) C40 0.23(4) 0.23(4) 0.21(4) 0.06(3) 0.04(3) 0.07(3) N1 0.094(10) 0.073(8) 0.081(10) 0.031(7) 0.015(8) 0.021(8) N2 0.078(9) 0.060(7) 0.079(9) 0.019(6) 0.018(7) 0.006(6) S1 0.084(3) 0.059(2) 0.079(3) 0.0158(19) 0.028(2) 0.0201(19) S2 0.085(3) 0.0513(19) 0.068(3) 0.0153(17) 0.012(2) 0.0164(19) S3 0.088(3) 0.061(2) 0.077(3) 0.0259(19) 0.027(2) 0.021(2) S4 0.081(3) 0.068(2) 0.078(3) 0.028(2) 0.014(2) 0.016(2) S5 0.143(5) 0.058(2) 0.106(4) 0.031(2) 0.013(3) 0.013(3) S6 0.092(4) 0.105(4) 0.154(6) 0.041(4) 0.002(4) -0.011(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.34(2) . ? C1 C6 1.36(2) . ? C2 C3 1.36(2) . ? C3 C4 1.38(3) . ? C4 C5 1.41(2) . ? C5 C6 1.38(2) . ? C6 C7 1.49(2) . ? C7 C8 1.36(2) . ? C7 C12 1.41(2) . ? C8 C9 1.36(2) . ? C9 C10 1.411(19) . ? C10 C11 1.35(2) . ? C10 C13 1.50(2) . ? C11 C12 1.37(2) . ? C13 N1 1.292(17) . ? C13 C14 1.365(17) . ? C14 C15 1.41(2) . ? C14 S2 1.755(15) . ? C15 C16 1.365(19) . ? C15 S1 1.753(12) . ? C16 N2 1.371(16) . ? C16 C17 1.49(2) . ? C17 C18 1.38(2) . ? C17 C22 1.41(2) . ? C18 C19 1.42(2) . ? C19 C20 1.43(2) . ? C20 C21 1.38(2) . ? C20 C23 1.45(2) . ? C21 C22 1.34(2) . ? C23 C24 1.36(2) . ? C23 C28 1.36(2) . ? C24 C25 1.43(2) . ? C25 C26 1.39(2) . ? C26 C27 1.40(2) . ? C27 C28 1.37(2) . ? C29 C30 1.341(18) . ? C29 S1 1.717(15) . ? C29 S2 1.766(13) . ? C30 S4 1.733(15) . ? C30 S3 1.761(14) . ? C31 C32 1.37(2) . ? C31 S6 1.717(18) . ? C31 S4 1.762(18) . ? C32 S5 1.716(16) . ? C32 S3 1.742(16) . ? C33 C34 1.489(10) . ? C33 S5 1.746(19) . ? C37 C38 1.42(3) . ? C37 S6 1.77(3) . ? C38 C39 1.49(4) . ? C39 C40 1.49(4) . ? N1 N2 1.376(17) . ? C34 C35 1.507(10) . ? C35 C36 1.498(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 119.7(15) . . ? C1 C2 C3 124.7(18) . . ? C2 C3 C4 117.5(19) . . ? C3 C4 C5 118.0(17) . . ? C6 C5 C4 122.0(19) . . ? C1 C6 C5 118.0(16) . . ? C1 C6 C7 122.7(13) . . ? C5 C6 C7 119.3(17) . . ? C8 C7 C12 117.0(15) . . ? C8 C7 C6 122.1(14) . . ? C12 C7 C6 120.7(15) . . ? C7 C8 C9 121.2(14) . . ? C8 C9 C10 121.2(15) . . ? C11 C10 C9 118.3(15) . . ? C11 C10 C13 121.8(13) . . ? C9 C10 C13 119.6(14) . . ? C10 C11 C12 120.1(14) . . ? C11 C12 C7 122.3(16) . . ? N1 C13 C14 124.0(14) . . ? N1 C13 C10 114.9(12) . . ? C14 C13 C10 120.7(13) . . ? C13 C14 C15 117.2(13) . . ? C13 C14 S2 128.0(12) . . ? C15 C14 S2 114.7(10) . . ? C16 C15 C14 118.3(12) . . ? C16 C15 S1 125.2(11) . . ? C14 C15 S1 116.5(11) . . ? C15 C16 N2 121.0(13) . . ? C15 C16 C17 124.1(12) . . ? N2 C16 C17 114.8(12) . . ? C18 C17 C22 118.6(15) . . ? C18 C17 C16 121.8(14) . . ? C22 C17 C16 119.5(14) . . ? C17 C18 C19 120.5(14) . . ? C18 C19 C20 119.6(14) . . ? C21 C20 C19 116.8(14) . . ? C21 C20 C23 122.6(15) . . ? C19 C20 C23 120.6(14) . . ? C22 C21 C20 123.5(15) . . ? C21 C22 C17 120.9(16) . . ? C24 C23 C28 118.0(16) . . ? C24 C23 C20 120.2(14) . . ? C28 C23 C20 121.8(15) . . ? C23 C24 C25 122.5(15) . . ? C26 C25 C24 117.1(17) . . ? C25 C26 C27 119.4(18) . . ? C28 C27 C26 119.8(17) . . ? C23 C28 C27 122.4(17) . . ? C30 C29 S1 125.4(11) . . ? C30 C29 S2 120.2(11) . . ? S1 C29 S2 114.3(8) . . ? C29 C30 S4 124.8(11) . . ? C29 C30 S3 122.2(11) . . ? S4 C30 S3 112.9(8) . . ? C32 C31 S6 126.2(14) . . ? C32 C31 S4 115.5(13) . . ? S6 C31 S4 117.9(12) . . ? C31 C32 S5 123.7(13) . . ? C31 C32 S3 116.7(13) . . ? S5 C32 S3 119.5(10) . . ? C34 C33 S5 119.9(15) . . ? C38 C37 S6 118.3(18) . . ? C37 C38 C39 119(3) . . ? C38 C39 C40 124(3) . . ? C13 N1 N2 119.6(13) . . ? C16 N2 N1 118.9(12) . . ? C29 S1 C15 93.0(7) . . ? C14 S2 C29 92.5(7) . . ? C32 S3 C30 95.7(7) . . ? C30 S4 C31 96.1(8) . . ? C32 S5 C33 103.2(8) . . ? C31 S6 C37 100.9(12) . . ? C33 C34 C35 113(2) . . ? C36 C35 C34 99(4) . . ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.925 _refine_diff_density_max 0.770 _refine_diff_density_min -0.562 _refine_diff_density_rms 0.148 _database_code_depnum_ccdc_archive 'CCDC 932895' ####################################################################### # # 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_znt01 #TrackingRef 'ZNT01.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H28 N2 S6' _chemical_formula_weight 584.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.734(3) _cell_length_b 8.0689(16) _cell_length_c 25.063(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.52(3) _cell_angle_gamma 90.00 _cell_volume 2871.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.353 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.497 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7980 _exptl_absorpt_correction_T_max 0.9323 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25657 _diffrn_reflns_av_R_equivalents 0.0692 _diffrn_reflns_av_sigmaI/netI 0.0598 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6411 _reflns_number_gt 3608 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0562P)^2^+0.6890P] 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 6411 _refine_ls_number_parameters 360 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1132 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1396 _refine_ls_wR_factor_gt 0.1160 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.079 _refine_ls_shift/su_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0113(3) 0.4940(5) 0.36389(16) 0.0701(10) Uani 1 1 d . . . H1 H 0.9835 0.5256 0.3916 0.084 Uiso 1 1 calc R . . C2 C 0.9677(4) 0.5342(6) 0.30966(18) 0.0938(15) Uani 1 1 d . . . H2 H 0.9112 0.5926 0.3010 0.113 Uiso 1 1 calc R . . C3 C 1.0071(5) 0.4887(7) 0.2689(2) 0.1086(19) Uani 1 1 d . . . H3 H 0.9778 0.5161 0.2323 0.130 Uiso 1 1 calc R . . C4 C 1.0899(5) 0.4026(6) 0.2814(2) 0.1067(19) Uani 1 1 d . . . H4 H 1.1165 0.3711 0.2532 0.128 Uiso 1 1 calc R . . C5 C 1.1348(4) 0.3618(5) 0.33598(18) 0.0855(14) Uani 1 1 d . . . H5 H 1.1913 0.3036 0.3443 0.103 Uiso 1 1 calc R . . C6 C 1.0948(3) 0.4083(4) 0.37797(15) 0.0599(9) Uani 1 1 d . . . C7 C 1.1438(3) 0.3664(4) 0.43632(14) 0.0547(8) Uani 1 1 d . . . C8 C 1.0970(2) 0.3100(4) 0.47446(13) 0.0502(8) Uani 1 1 d . . . C9 C 1.1509(2) 0.2695(4) 0.52739(13) 0.0502(8) Uani 1 1 d . . . C10 C 1.2484(2) 0.2903(4) 0.53981(15) 0.0571(9) Uani 1 1 d . . . C11 C 1.3134(2) 0.2521(4) 0.59453(16) 0.0600(9) Uani 1 1 d . . . C12 C 1.3986(2) 0.1712(5) 0.59723(18) 0.0723(11) Uani 1 1 d . . . H12 H 1.4135 0.1399 0.5649 0.087 Uiso 1 1 calc R . . C13 C 1.4604(3) 0.1380(6) 0.6480(2) 0.0911(14) Uani 1 1 d . . . H13 H 1.5163 0.0824 0.6496 0.109 Uiso 1 1 calc R . . C14 C 1.4406(3) 0.1853(7) 0.6958(2) 0.0998(15) Uani 1 1 d . . . H14 H 1.4834 0.1627 0.7297 0.120 Uiso 1 1 calc R . . C15 C 1.3573(3) 0.2670(7) 0.69433(19) 0.0959(15) Uani 1 1 d . . . H15 H 1.3437 0.2991 0.7270 0.115 Uiso 1 1 calc R . . C16 C 1.2944(3) 0.3002(5) 0.64355(17) 0.0738(11) Uani 1 1 d . . . H16 H 1.2386 0.3556 0.6423 0.089 Uiso 1 1 calc R . . C17 C 0.9794(2) 0.1940(4) 0.52576(12) 0.0507(8) Uani 1 1 d . . . C18 C 0.9014(2) 0.1529(4) 0.54085(12) 0.0479(7) Uani 1 1 d . . . C19 C 0.7800(2) 0.0957(4) 0.59653(13) 0.0493(8) Uani 1 1 d . . . C20 C 0.7282(2) 0.1389(4) 0.54552(13) 0.0512(8) Uani 1 1 d . A . C21 C 0.7679(3) 0.2247(5) 0.69535(15) 0.0840(13) Uani 1 1 d . . . H21A H 0.8357 0.2397 0.7050 0.101 Uiso 1 1 calc R . . H21B H 0.7384 0.3230 0.6759 0.101 Uiso 1 1 calc R . . C22 C 0.7352(3) 0.1983(6) 0.74803(16) 0.0837(12) Uani 1 1 d . . . H22A H 0.6670 0.1910 0.7377 0.100 Uiso 1 1 calc R . . H22B H 0.7597 0.0931 0.7644 0.100 Uiso 1 1 calc R . . C23 C 0.7644(5) 0.3292(7) 0.79020(19) 0.1180(19) Uani 1 1 d . . . H23A H 0.7400 0.4346 0.7739 0.142 Uiso 1 1 calc R . . H23B H 0.8326 0.3364 0.8008 0.142 Uiso 1 1 calc R . . C24 C 0.7318(4) 0.3013(7) 0.84065(18) 0.1197(19) Uani 1 1 d . . . H24A H 0.6643 0.2940 0.8305 0.180 Uiso 1 1 calc R . . H24B H 0.7517 0.3919 0.8659 0.180 Uiso 1 1 calc R . . H24C H 0.7582 0.1999 0.8581 0.180 Uiso 1 1 calc R . . C25 C 0.5813(6) 0.2852(11) 0.4619(4) 0.078(2) Uani 0.666(15) 1 d P A 1 H25A H 0.6094 0.3933 0.4722 0.093 Uiso 0.666(15) 1 calc PR A 1 H25B H 0.6081 0.2382 0.4338 0.093 Uiso 0.666(15) 1 calc PR A 1 C26 C 0.4769(6) 0.3006(11) 0.4401(4) 0.098(3) Uani 0.666(15) 1 d P A 1 H26A H 0.4513 0.1952 0.4244 0.117 Uiso 0.666(15) 1 calc PR A 1 H26B H 0.4501 0.3257 0.4705 0.117 Uiso 0.666(15) 1 calc PR A 1 C27 C 0.4492(11) 0.4280(15) 0.3982(5) 0.120(4) Uani 0.666(15) 1 d P A 1 H27A H 0.3849 0.4615 0.3955 0.144 Uiso 0.666(15) 1 calc PR A 1 H27B H 0.4894 0.5241 0.4092 0.144 Uiso 0.666(15) 1 calc PR A 1 C28 C 0.4555(11) 0.373(2) 0.3458(7) 0.152(6) Uani 0.666(15) 1 d P A 1 H28A H 0.5200 0.3478 0.3476 0.229 Uiso 0.666(15) 1 calc PR A 1 H28B H 0.4329 0.4576 0.3187 0.229 Uiso 0.666(15) 1 calc PR A 1 H28C H 0.4180 0.2746 0.3355 0.229 Uiso 0.666(15) 1 calc PR A 1 C25' C 0.5639(9) 0.3036(17) 0.4944(9) 0.073(5) Uani 0.334(15) 1 d P A 2 H25C H 0.5095 0.3387 0.5064 0.088 Uiso 0.334(15) 1 calc PR A 2 H25D H 0.6107 0.3910 0.5035 0.088 Uiso 0.334(15) 1 calc PR A 2 C26' C 0.535(2) 0.276(3) 0.4314(10) 0.136(10) Uiso 0.334(15) 1 d P A 2 H26C H 0.5937 0.2476 0.4235 0.163 Uiso 0.334(15) 1 calc PR A 2 H26D H 0.4994 0.1734 0.4274 0.163 Uiso 0.334(15) 1 calc PR A 2 C27' C 0.485(2) 0.371(5) 0.382(2) 0.22(2) Uani 0.334(15) 1 d P A 2 H27C H 0.5121 0.4797 0.3914 0.260 Uiso 0.334(15) 1 calc PR A 2 H27D H 0.5164 0.3288 0.3551 0.260 Uiso 0.334(15) 1 calc PR A 2 C28' C 0.397(3) 0.418(5) 0.3447(13) 0.188(16) Uani 0.334(15) 1 d P A 2 H28D H 0.3876 0.3591 0.3104 0.282 Uiso 0.334(15) 1 calc PR A 2 H28E H 0.3963 0.5348 0.3380 0.282 Uiso 0.334(15) 1 calc PR A 2 H28F H 0.3464 0.3905 0.3611 0.282 Uiso 0.334(15) 1 calc PR A 2 N1 N 1.2375(2) 0.3802(4) 0.45001(14) 0.0735(9) Uani 1 1 d . . . N2 N 1.2892(2) 0.3443(4) 0.50103(15) 0.0731(9) Uani 1 1 d . . . S1 S 1.09311(6) 0.17199(12) 0.57137(3) 0.0575(2) Uani 1 1 d . . . S2 S 0.97638(6) 0.26955(12) 0.45957(3) 0.0588(2) Uani 1 1 d . . . S3 S 0.90230(6) 0.07275(12) 0.60570(3) 0.0550(2) Uani 1 1 d . . . S4 S 0.78835(6) 0.16971(13) 0.49493(3) 0.0602(3) Uani 1 1 d . . . S5 S 0.73533(7) 0.04619(12) 0.65212(4) 0.0633(3) Uani 1 1 d . . . S6 S 0.60543(6) 0.14121(16) 0.52605(4) 0.0776(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.082(3) 0.068(2) 0.064(2) 0.0061(19) 0.026(2) -0.008(2) C2 0.105(4) 0.097(3) 0.073(3) 0.021(3) 0.013(3) -0.020(3) C3 0.159(6) 0.092(4) 0.066(3) 0.004(3) 0.016(4) -0.043(4) C4 0.197(6) 0.071(3) 0.076(3) -0.015(3) 0.078(4) -0.034(4) C5 0.133(4) 0.054(2) 0.091(3) -0.001(2) 0.068(3) -0.008(2) C6 0.079(3) 0.0460(18) 0.064(2) -0.0034(17) 0.036(2) -0.0141(19) C7 0.062(2) 0.0457(18) 0.066(2) -0.0009(16) 0.0337(18) -0.0067(16) C8 0.0502(18) 0.0473(18) 0.0573(19) -0.0061(16) 0.0219(15) -0.0064(15) C9 0.0474(17) 0.0517(19) 0.0579(19) -0.0090(16) 0.0255(15) -0.0033(15) C10 0.0454(18) 0.055(2) 0.074(2) -0.0033(18) 0.0218(17) -0.0073(16) C11 0.0446(19) 0.059(2) 0.079(2) -0.0102(19) 0.0209(17) -0.0123(17) C12 0.0425(19) 0.084(3) 0.093(3) -0.011(2) 0.023(2) -0.0053(19) C13 0.052(2) 0.116(4) 0.100(3) 0.000(3) 0.012(2) 0.010(2) C14 0.065(3) 0.134(4) 0.088(3) 0.001(3) -0.001(3) 0.002(3) C15 0.070(3) 0.127(4) 0.083(3) -0.020(3) 0.009(2) 0.002(3) C16 0.050(2) 0.085(3) 0.084(3) -0.013(2) 0.014(2) 0.003(2) C17 0.0455(17) 0.061(2) 0.0469(17) -0.0023(15) 0.0152(14) -0.0034(16) C18 0.0416(16) 0.0597(19) 0.0448(16) -0.0070(15) 0.0156(13) -0.0054(15) C19 0.0479(18) 0.0551(19) 0.0504(17) -0.0093(15) 0.0225(15) -0.0066(15) C20 0.0416(17) 0.062(2) 0.0551(18) -0.0143(16) 0.0211(15) -0.0060(15) C21 0.113(4) 0.083(3) 0.069(2) -0.016(2) 0.049(2) -0.009(3) C22 0.088(3) 0.103(3) 0.068(2) -0.012(2) 0.036(2) 0.000(3) C23 0.169(6) 0.119(4) 0.085(3) -0.023(3) 0.066(3) -0.011(4) C24 0.159(5) 0.142(5) 0.069(3) -0.017(3) 0.050(3) -0.010(4) C25 0.061(4) 0.093(5) 0.084(6) 0.000(5) 0.028(4) -0.012(4) C26 0.059(5) 0.111(6) 0.115(6) 0.046(5) 0.009(4) 0.002(4) C27 0.123(10) 0.111(8) 0.121(9) 0.021(7) 0.022(7) 0.013(7) C28 0.118(12) 0.214(15) 0.102(9) 0.020(10) -0.009(9) 0.057(12) C25' 0.050(7) 0.061(7) 0.106(14) 0.019(8) 0.018(8) 0.017(6) C27' 0.16(3) 0.22(3) 0.21(4) -0.05(3) -0.06(3) 0.14(2) C28' 0.18(3) 0.22(3) 0.118(19) 0.06(2) -0.03(2) 0.02(3) N1 0.064(2) 0.081(2) 0.085(2) 0.0090(19) 0.0363(18) -0.0118(18) N2 0.0541(18) 0.080(2) 0.092(2) 0.0085(19) 0.0330(18) -0.0118(17) S1 0.0411(4) 0.0794(6) 0.0544(5) 0.0048(4) 0.0172(4) -0.0047(4) S2 0.0487(5) 0.0805(6) 0.0503(4) 0.0053(4) 0.0188(4) -0.0060(5) S3 0.0426(4) 0.0765(6) 0.0487(4) 0.0032(4) 0.0170(4) -0.0031(4) S4 0.0432(5) 0.0909(7) 0.0475(4) -0.0018(5) 0.0139(4) -0.0013(5) S5 0.0647(6) 0.0710(6) 0.0659(5) -0.0063(5) 0.0377(5) -0.0118(5) S6 0.0399(5) 0.1164(9) 0.0777(6) -0.0057(6) 0.0176(4) -0.0002(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.373(5) . ? C1 C2 1.378(5) . ? C1 H1 0.9300 . ? C2 C3 1.354(7) . ? C2 H2 0.9300 . ? C3 C4 1.365(7) . ? C3 H3 0.9300 . ? C4 C5 1.390(6) . ? C4 H4 0.9300 . ? C5 C6 1.388(5) . ? C5 H5 0.9300 . ? C6 C7 1.486(5) . ? C7 N1 1.336(4) . ? C7 C8 1.396(4) . ? C8 C9 1.391(4) . ? C8 S2 1.746(3) . ? C9 C10 1.395(4) . ? C9 S1 1.750(3) . ? C10 N2 1.345(4) . ? C10 C11 1.480(5) . ? C11 C16 1.386(5) . ? C11 C12 1.401(5) . ? C12 C13 1.378(5) . ? C12 H12 0.9300 . ? C13 C14 1.361(6) . ? C13 H13 0.9300 . ? C14 C15 1.386(6) . ? C14 H14 0.9300 . ? C15 C16 1.385(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.344(4) . ? C17 S2 1.757(3) . ? C17 S1 1.767(3) . ? C18 S3 1.746(3) . ? C18 S4 1.758(3) . ? C19 C20 1.348(4) . ? C19 S5 1.739(3) . ? C19 S3 1.764(3) . ? C20 S6 1.743(3) . ? C20 S4 1.748(3) . ? C21 C22 1.537(5) . ? C21 S5 1.789(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.475(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.485(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.494(12) . ? C25 S6 1.939(9) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.447(15) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.41(2) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C25' C26' 1.54(3) . ? C25' S6 1.568(12) . ? C25' H25C 0.9700 . ? C25' H25D 0.9700 . ? C26' C27' 1.48(5) . ? C26' H26C 0.9700 . ? C26' H26D 0.9700 . ? C27' C28' 1.43(4) . ? C27' H27C 0.9700 . ? C27' H27D 0.9700 . ? C28' H28D 0.9600 . ? C28' H28E 0.9600 . ? C28' H28F 0.9600 . ? N1 N2 1.333(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 C6 C1 C2 121.4(4) . . ? C6 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? C3 C2 C1 120.0(5) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 120.1(5) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C3 C4 C5 120.5(5) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C6 C5 C4 119.7(5) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C1 C6 C5 118.3(4) . . ? C1 C6 C7 122.2(3) . . ? C5 C6 C7 119.5(4) . . ? N1 C7 C8 121.2(3) . . ? N1 C7 C6 115.5(3) . . ? C8 C7 C6 123.3(3) . . ? C9 C8 C7 118.0(3) . . ? C9 C8 S2 116.7(2) . . ? C7 C8 S2 125.1(3) . . ? C8 C9 C10 118.4(3) . . ? C8 C9 S1 117.2(2) . . ? C10 C9 S1 124.0(3) . . ? N2 C10 C9 120.7(3) . . ? N2 C10 C11 115.7(3) . . ? C9 C10 C11 123.6(3) . . ? C16 C11 C12 118.6(4) . . ? C16 C11 C10 121.9(3) . . ? C12 C11 C10 119.4(3) . . ? C13 C12 C11 119.8(4) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C14 C13 C12 121.0(4) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 120.4(4) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C16 C15 C14 119.1(4) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C15 C16 C11 121.1(4) . . ? C15 C16 H16 119.4 . . ? C11 C16 H16 119.4 . . ? C18 C17 S2 123.0(2) . . ? C18 C17 S1 121.8(2) . . ? S2 C17 S1 115.21(18) . . ? C17 C18 S3 124.0(2) . . ? C17 C18 S4 121.9(2) . . ? S3 C18 S4 114.07(17) . . ? C20 C19 S5 125.4(3) . . ? C20 C19 S3 116.8(2) . . ? S5 C19 S3 117.63(19) . . ? C19 C20 S6 123.4(3) . . ? C19 C20 S4 117.1(2) . . ? S6 C20 S4 119.01(19) . . ? C22 C21 S5 108.3(3) . . ? C22 C21 H21A 110.0 . . ? S5 C21 H21A 110.0 . . ? C22 C21 H21B 110.0 . . ? S5 C21 H21B 110.0 . . ? H21A C21 H21B 108.4 . . ? C23 C22 C21 114.7(4) . . ? C23 C22 H22A 108.6 . . ? C21 C22 H22A 108.6 . . ? C23 C22 H22B 108.6 . . ? C21 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? C22 C23 C24 113.7(5) . . ? C22 C23 H23A 108.8 . . ? C24 C23 H23A 108.8 . . ? C22 C23 H23B 108.8 . . ? C24 C23 H23B 108.8 . . ? H23A C23 H23B 107.7 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 S6 107.2(7) . . ? C26 C25 H25A 110.3 . . ? S6 C25 H25A 110.3 . . ? C26 C25 H25B 110.3 . . ? S6 C25 H25B 110.3 . . ? H25A C25 H25B 108.5 . . ? C27 C26 C25 112.8(8) . . ? C27 C26 H26A 109.1 . . ? C25 C26 H26A 109.0 . . ? C27 C26 H26B 109.0 . . ? C25 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? C28 C27 C26 111.8(13) . . ? C28 C27 H27A 109.2 . . ? C26 C27 H27A 109.2 . . ? C28 C27 H27B 109.2 . . ? C26 C27 H27B 109.3 . . ? H27A C27 H27B 107.9 . . ? C26' C25' S6 111.3(17) . . ? C26' C25' H25C 109.3 . . ? S6 C25' H25C 109.4 . . ? C26' C25' H25D 109.4 . . ? S6 C25' H25D 109.4 . . ? H25C C25' H25D 108.0 . . ? C27' C26' C25' 137(3) . . ? C27' C26' H26C 102.9 . . ? C25' C26' H26C 102.9 . . ? C27' C26' H26D 102.8 . . ? C25' C26' H26D 102.9 . . ? H26C C26' H26D 105.1 . . ? C28' C27' C26' 147(5) . . ? C28' C27' H27C 99.9 . . ? C26' C27' H27C 99.9 . . ? C28' C27' H27D 100.0 . . ? C26' C27' H27D 99.9 . . ? H27C C27' H27D 104.2 . . ? C27' C28' H28D 109.4 . . ? C27' C28' H28E 109.5 . . ? H28D C28' H28E 109.5 . . ? C27' C28' H28F 109.6 . . ? H28D C28' H28F 109.5 . . ? H28E C28' H28F 109.5 . . ? N2 N1 C7 120.9(3) . . ? N1 N2 C10 120.8(3) . . ? C9 S1 C17 94.84(15) . . ? C8 S2 C17 95.50(16) . . ? C18 S3 C19 94.97(15) . . ? C20 S4 C18 95.15(15) . . ? C19 S5 C21 101.68(17) . . ? C25' S6 C20 112.7(6) . . ? C25' S6 C25 28.4(7) . . ? C20 S6 C25 100.7(3) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.248 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.051 _database_code_depnum_ccdc_archive 'CCDC 932896'