# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _audit_creation_date 'Mon Jun 18 23:55:45 2007' _audit_creation_method 'by teXsan' _audit_update_record ? _publ_contact_author_name 'Yasushi Morita' _publ_contact_author_address ; Machikaneyamacho 1-1, Toyonaka, Osaka, Japan ; _publ_contact_author_email morita@chem.sci.osaka-u.ac.jp _publ_contact_author_fax ' +81-6-6850-5395 ' _publ_contact_author_phone ' +81-6-6850-5393 ' _publ_section_references ; Molecular Structure Corporation, Rigaku Corporation. (2000). teXsan. Single Crystal Structure Analysis Software. Version 1.11. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Rigaku, 3-9-12 Akishima, Tokyo, Japan. ; _publ_section_title ; Zwitterionic pi-radical involving EDT-TTF-Imidazole and F4TCNQ: Redox properties and self-assembled structure by hydrogen-bonds and multiple S***S interactions ; loop_ _publ_author_name 'Yasushi Morita' 'Tomoaki Ise' 'Tsuyoshi Murata' 'Kazuhiro Nakasuji' 'Yoshie Nishimura' 'Kazunobu Sato' ; D.Shiomi ; 'Takeji Takui' 'Yumi Yakiyama' #------------------------------------------------------------------------------ data_tm5307 _database_code_depnum_ccdc_archive 'CCDC 646929' #------------------------------------------------------------------------------ # CHEMICAL DATA _chemical_formula_sum 'C31 H21 F4 N8 O S6 ' _chemical_formula_moiety 'C23 H7 F4 N6 S6, C4 H8 O, 2(C2 H3 N)' _chemical_formula_weight 789.91 _chemical_melting_point ? #------------------------------------------------------------------------------ # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 11.050(7) _cell_length_b 25.24(2) _cell_length_c 12.334(8) _cell_angle_alpha 90 _cell_angle_beta 104.751(2) _cell_angle_gamma 90 _cell_volume 3326(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 6184 _cell_measurement_theta_min 4.8 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 150.2 #------------------------------------------------------------------------------ _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.800 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.400 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1612.00 _exptl_absorpt_coefficient_mu 0.476 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.827 _exptl_absorpt_correction_T_max 0.827 #------------------------------------------------------------------------------ # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_measurement_device_type 'Rigaku/MSC Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_reflns_number 23718 _diffrn_reflns_av_R_equivalents 0.037 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.9705 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.9705 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 #------------------------------------------------------------------------------ # REFINEMENT DATA _refine_special_details ; Refinement was carried out using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). THF solvent was refined using rigid model. ; _reflns_number_total 7402 _reflns_number_gt 5520 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0735 _refine_ls_wR_factor_ref 0.2017 _refine_ls_hydrogen_treatment ? _refine_ls_number_reflns 7402 _refine_ls_number_parameters 413 _refine_ls_goodness_of_fit_ref 1.522 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^) + (0.05100(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]' _refine_ls_shift/su_max 0.0002 _refine_diff_density_max 1.84 _refine_diff_density_min -1.54 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; F F 0.017 0.010 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; S S 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O O 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS 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 S(1) S 0.48681(7) 0.02591(3) 0.20171(6) 0.0283(2) Uani 1.00 1 d . . . S(2) S 0.56903(7) 0.10108(3) 0.05536(6) 0.0293(2) Uani 1.00 1 d . . . S(3) S 0.67531(7) -0.06114(3) 0.15238(6) 0.0310(2) Uani 1.00 1 d . . . S(4) S 0.76028(7) 0.01148(3) 0.00526(7) 0.0301(2) Uani 1.00 1 d . . . S(5) S 0.81772(9) -0.15235(4) 0.10785(8) 0.0421(2) Uani 1.00 1 d . . . S(6) S 0.93646(8) -0.06594(4) -0.05528(7) 0.0350(2) Uani 1.00 1 d . . . F(1) F -0.1283(2) 0.06373(9) 0.2633(2) 0.0500(6) Uani 1.00 1 d . . . F(2) F 0.1515(2) 0.11369(9) 0.6029(2) 0.0448(5) Uani 1.00 1 d . . . F(3) F -0.2977(2) 0.12751(10) 0.3050(2) 0.0620(7) Uani 1.00 1 d . . . F(4) F -0.0164(2) 0.17846(9) 0.6442(2) 0.0460(6) Uani 1.00 1 d . . . O(1) O 0.3784(4) -0.1142(2) 0.2248(3) 0.1356 Uiso 1.00 1 d G . . N(1) N 0.2702(3) 0.1431(1) 0.2608(2) 0.0330(7) Uani 1.00 1 d . . . N(2) N 0.2875(2) 0.0574(1) 0.3053(2) 0.0273(6) Uani 1.00 1 d . . . N(3) N 0.0271(3) -0.0349(1) 0.2843(3) 0.0462(9) Uani 1.00 1 d . . . N(4) N 0.2637(3) 0.0040(1) 0.5852(3) 0.0485(9) Uani 1.00 1 d . . . N(5) N -0.4826(4) 0.2037(2) 0.3767(4) 0.098(2) Uani 1.00 1 d . . . N(6) N -0.2173(3) 0.2624(1) 0.6519(3) 0.0560(10) Uani 1.00 1 d . . . N(7) N -0.0866(6) 0.1885(3) 0.1591(5) 0.139(2) Uani 1.00 1 d . . . N(8) N 0.4696(5) -0.2245(2) 0.0311(4) 0.092(2) Uani 1.00 1 d . . . C(1) C 0.1839(3) 0.1331(1) 0.3195(3) 0.0311(8) Uani 1.00 1 d . . . C(2) C 0.1955(3) 0.0806(1) 0.3461(2) 0.0262(7) Uani 1.00 1 d . . . C(3) C 0.3293(3) 0.0969(1) 0.2537(2) 0.0271(7) Uani 1.00 1 d . . . C(4) C 0.4235(3) 0.0894(1) 0.1917(3) 0.0276(7) Uani 1.00 1 d . . . C(5) C 0.4632(3) 0.1242(1) 0.1254(3) 0.0279(7) Uani 1.00 1 d . . . C(6) C 0.5810(3) 0.0387(1) 0.1134(2) 0.0270(7) Uani 1.00 1 d . . . C(7) C 0.6636(3) 0.0001(1) 0.0918(2) 0.0270(7) Uani 1.00 1 d . . . C(8) C 0.8226(3) -0.0515(1) 0.0156(3) 0.0298(8) Uani 1.00 1 d . . . C(9) C 0.7801(3) -0.0859(1) 0.0823(3) 0.0290(7) Uani 1.00 1 d . . . C(10) C 1.0248(3) -0.1116(2) 0.0437(4) 0.050(1) Uani 1.00 1 d . . . C(11) C 0.9563(4) -0.1614(2) 0.0589(4) 0.058(1) Uani 1.00 1 d . . . C(12) C 0.1181(3) 0.0485(1) 0.4075(2) 0.0271(7) Uani 1.00 1 d . . . C(13) C 0.0641(3) 0.0017(1) 0.3363(3) 0.0320(8) Uani 1.00 1 d . . . C(14) C 0.1998(3) 0.0241(1) 0.5096(3) 0.0319(8) Uani 1.00 1 d . . . C(15) C 0.0179(3) 0.0829(1) 0.4352(2) 0.0265(7) Uani 1.00 1 d . . . C(16) C -0.0999(3) 0.0903(1) 0.3607(3) 0.0319(8) Uani 1.00 1 d . . . C(17) C 0.0396(3) 0.1153(1) 0.5291(2) 0.0284(7) Uani 1.00 1 d . . . C(18) C -0.1867(3) 0.1241(1) 0.3820(3) 0.0365(8) Uani 1.00 1 d . . . C(19) C -0.0486(3) 0.1494(1) 0.5492(3) 0.0299(8) Uani 1.00 1 d . . . C(20) C -0.1672(3) 0.1564(1) 0.4774(3) 0.0290(7) Uani 1.00 1 d . . . C(21) C -0.2584(3) 0.1932(1) 0.4977(3) 0.0376(9) Uani 1.00 1 d . . . C(22) C -0.3808(4) 0.1977(2) 0.4282(4) 0.058(1) Uani 1.00 1 d . . . C(23) C -0.2313(3) 0.2301(1) 0.5833(3) 0.0368(9) Uani 1.00 1 d . . . C(24) C -0.1491(6) 0.2166(3) 0.1892(5) 0.091(2) Uani 1.00 1 d . . . C(25) C -0.2313(7) 0.2518(3) 0.2274(6) 0.110(2) Uani 1.00 1 d . . . C(26) C 0.3844(5) -0.2250(2) 0.0663(4) 0.069(1) Uani 1.00 1 d . . . C(27) C 0.2760(7) -0.2245(3) 0.1112(6) 0.119(2) Uani 1.00 1 d . . . C(28) C 0.5306(5) -0.1151(3) 0.4126(4) 0.1356 Uiso 1.00 1 d G . . C(29) C 0.4233(6) -0.0771(2) 0.4182(4) 0.1356 Uiso 1.00 1 d G . . C(30) C 0.3293(5) -0.0765(2) 0.3021(4) 0.1356 Uiso 1.00 1 d G . . C(31) C 0.5028(4) -0.1381(2) 0.2931(4) 0.1356 Uiso 1.00 1 d G . . H(1) H 0.2868 0.1763 0.2305 0.0396 Uiso 1.00 1 calc . . . H(2) H 0.1273 0.1578 0.3385 0.0382 Uiso 1.00 1 calc . . . H(3) H 0.4328 0.1597 0.1164 0.0350 Uiso 1.00 1 calc . . . H(4) H 1.0503 -0.0946 0.1164 0.0597 Uiso 1.00 1 calc . . . H(5) H 1.0990 -0.1215 0.0225 0.0597 Uiso 1.00 1 calc . . . H(6) H 1.0109 -0.1844 0.1099 0.0718 Uiso 1.00 1 calc . . . H(7) H 0.9312 -0.1786 -0.0128 0.0718 Uiso 1.00 1 calc . . . H(8) H -0.1991 0.2866 0.2324 0.1234 Uiso 1.00 1 calc . . . H(9) H -0.2433 0.2405 0.2961 0.1234 Uiso 1.00 1 calc . . . H(10) H -0.3127 0.2521 0.1724 0.1234 Uiso 1.00 1 calc . . . H(11) H 0.2359 -0.2583 0.1003 0.1315 Uiso 1.00 1 calc . . . H(12) H 0.3007 -0.2168 0.1890 0.1315 Uiso 1.00 1 calc . . . H(13) H 0.2186 -0.1983 0.0736 0.1315 Uiso 1.00 1 calc . . . H(14) H 0.4948 -0.1814 0.2962 0.1356 Uiso 1.00 1 calc G . . H(15) H 0.5787 -0.1275 0.2541 0.1356 Uiso 1.00 1 calc G . . H(16) H 0.6199 -0.0934 0.4315 0.1356 Uiso 1.00 1 calc G . . H(17) H 0.5360 -0.1474 0.4736 0.1356 Uiso 1.00 1 calc G . . H(18) H 0.3768 -0.0909 0.4819 0.1356 Uiso 1.00 1 calc G . . H(19) H 0.4606 -0.0370 0.4398 0.1356 Uiso 1.00 1 calc G . . H(20) H 0.3210 -0.0361 0.2675 0.1356 Uiso 1.00 1 calc G . . H(21) H 0.2371 -0.0901 0.3096 0.1356 Uiso 1.00 1 calc G . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S(1) 0.0245(3) 0.0364(4) 0.0263(3) 0.0006(3) 0.0106(3) 0.0018(3) S(2) 0.0257(3) 0.0366(4) 0.0275(4) -0.0055(3) 0.0103(3) -0.0001(3) S(3) 0.0293(4) 0.0409(4) 0.0250(4) 0.0002(3) 0.0109(3) 0.0007(3) S(4) 0.0249(3) 0.0356(4) 0.0332(4) -0.0042(3) 0.0134(3) -0.0021(3) S(5) 0.0452(5) 0.0396(5) 0.0464(5) 0.0034(4) 0.0205(4) 0.0069(4) S(6) 0.0305(4) 0.0442(5) 0.0346(4) 0.0006(3) 0.0164(3) -0.0038(3) F(1) 0.053(1) 0.058(1) 0.030(1) 0.009(1) -0.0045(9) -0.0208(9) F(2) 0.0297(10) 0.057(1) 0.041(1) 0.0102(9) -0.0045(9) -0.0197(10) F(3) 0.042(1) 0.071(2) 0.055(1) 0.019(1) -0.021(1) -0.031(1) F(4) 0.044(1) 0.055(1) 0.032(1) 0.0132(10) -0.0037(9) -0.0219(9) N(1) 0.035(1) 0.030(1) 0.039(1) -0.004(1) 0.018(1) 0.002(1) N(2) 0.029(1) 0.030(1) 0.025(1) -0.001(1) 0.0095(10) 0.000(1) N(3) 0.054(2) 0.041(2) 0.045(2) -0.007(1) 0.016(1) -0.006(1) N(4) 0.059(2) 0.047(2) 0.039(2) 0.013(2) 0.013(1) 0.002(1) N(5) 0.050(2) 0.085(3) 0.131(4) 0.024(2) -0.030(2) -0.052(3) N(6) 0.059(2) 0.053(2) 0.050(2) 0.014(2) 0.003(2) -0.019(2) N(7) 0.164(5) 0.170(5) 0.107(4) 0.104(4) 0.077(3) 0.040(4) N(8) 0.091(3) 0.104(4) 0.093(3) 0.018(3) 0.044(2) 0.013(3) C(1) 0.032(1) 0.033(2) 0.033(2) 0.001(1) 0.017(1) -0.001(1) C(2) 0.025(1) 0.031(1) 0.024(1) -0.002(1) 0.008(1) -0.001(1) C(3) 0.024(1) 0.034(2) 0.024(1) -0.002(1) 0.009(1) 0.001(1) C(4) 0.019(1) 0.037(2) 0.026(1) 0.000(1) 0.005(1) 0.002(1) C(5) 0.022(1) 0.035(2) 0.026(1) -0.001(1) 0.005(1) -0.001(1) C(6) 0.022(1) 0.038(2) 0.021(1) -0.005(1) 0.006(1) -0.002(1) C(7) 0.018(1) 0.040(2) 0.022(1) -0.007(1) 0.005(1) -0.005(1) C(8) 0.028(1) 0.037(2) 0.024(1) -0.002(1) 0.007(1) -0.003(1) C(9) 0.025(1) 0.037(2) 0.025(1) -0.003(1) 0.006(1) -0.003(1) C(10) 0.036(2) 0.053(2) 0.064(2) 0.010(2) 0.019(2) 0.000(2) C(11) 0.056(2) 0.041(2) 0.087(3) 0.009(2) 0.039(2) 0.006(2) C(12) 0.028(1) 0.032(2) 0.023(1) -0.001(1) 0.010(1) -0.001(1) C(13) 0.038(2) 0.032(2) 0.030(1) -0.003(1) 0.017(1) -0.002(1) C(14) 0.038(2) 0.031(2) 0.029(2) 0.004(1) 0.012(1) 0.000(1) C(15) 0.029(1) 0.034(2) 0.019(1) -0.001(1) 0.010(1) -0.002(1) C(16) 0.031(2) 0.038(2) 0.023(1) 0.002(1) 0.001(1) -0.006(1) C(17) 0.025(1) 0.035(2) 0.023(1) 0.000(1) 0.001(1) -0.003(1) C(18) 0.031(2) 0.043(2) 0.029(2) -0.001(1) -0.003(1) -0.009(1) C(19) 0.032(2) 0.033(2) 0.022(1) -0.001(1) 0.003(1) -0.006(1) C(20) 0.027(1) 0.025(1) 0.033(2) 0.000(1) 0.004(1) -0.004(1) C(21) 0.032(2) 0.036(2) 0.040(2) 0.001(1) 0.001(1) -0.008(1) C(22) 0.033(2) 0.046(2) 0.085(3) 0.009(2) -0.003(2) -0.022(2) C(23) 0.040(2) 0.031(2) 0.040(2) 0.010(1) 0.010(1) -0.004(1) C(24) 0.111(4) 0.106(4) 0.065(3) 0.051(3) 0.036(3) 0.008(3) C(25) 0.131(5) 0.113(5) 0.090(4) 0.054(4) 0.036(4) -0.007(4) C(26) 0.080(3) 0.064(3) 0.066(3) 0.017(3) 0.025(2) 0.019(2) C(27) 0.132(5) 0.102(5) 0.154(5) 0.031(4) 0.093(4) 0.040(4) #------------------------------------------------------------------------------ _computing_data_collection CRYSTALCLEAR _computing_cell_refinement CRYSTALCLEAR _computing_data_reduction 'teXsan Ver. 2.0' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 2.0' _computing_publication_material 'teXsan Ver. 2.0' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S(1) C(4) 1.739(3) . . yes S(1) C(6) 1.718(3) . . yes S(2) C(5) 1.724(4) . . yes S(2) C(6) 1.721(3) . . yes S(3) C(7) 1.708(3) . . yes S(3) C(9) 1.729(4) . . yes S(4) C(7) 1.715(3) . . yes S(4) C(8) 1.724(3) . . yes S(5) C(9) 1.738(3) . . yes S(5) C(11) 1.798(5) . . yes S(6) C(8) 1.743(4) . . yes S(6) C(10) 1.779(4) . . yes F(1) C(16) 1.341(4) . . yes F(2) C(17) 1.337(3) . . yes F(3) C(18) 1.350(4) . . yes F(4) C(19) 1.350(4) . . yes N(1) C(1) 1.360(5) . . yes N(1) C(3) 1.351(4) . . yes N(2) C(2) 1.375(4) . . yes N(2) C(3) 1.327(4) . . yes N(3) C(13) 1.140(4) . . yes N(4) C(14) 1.136(4) . . yes N(5) C(22) 1.152(6) . . yes N(6) C(23) 1.157(5) . . yes N(7) C(24) 1.118(10) . . yes N(8) C(26) 1.133(8) . . yes C(1) C(2) 1.365(4) . . yes C(2) C(12) 1.513(5) . . yes C(3) C(4) 1.452(5) . . yes C(4) C(5) 1.349(5) . . yes C(6) C(7) 1.405(5) . . yes C(8) C(9) 1.359(5) . . yes C(10) C(11) 1.503(6) . . yes C(12) C(13) 1.502(4) . . yes C(12) C(14) 1.483(4) . . yes C(12) C(15) 1.514(5) . . yes C(15) C(16) 1.401(4) . . yes C(15) C(17) 1.388(4) . . yes C(16) C(18) 1.358(5) . . yes C(17) C(19) 1.370(5) . . yes C(18) C(20) 1.402(5) . . yes C(19) C(20) 1.394(4) . . yes C(20) C(21) 1.439(5) . . yes C(21) C(22) 1.409(5) . . yes C(21) C(23) 1.382(5) . . yes C(24) C(25) 1.43(1) . . yes C(26) C(27) 1.44(1) . . yes O(1) C(30) 1.540 . . yes O(1) C(31) 1.540 . . yes C(28) C(29) 1.540 . . yes C(28) C(31) 1.540 . . yes C(29) C(30) 1.540 . . yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C(4) S(1) C(6) 94.6(2) . . . yes C(5) S(2) C(6) 95.3(2) . . . yes C(7) S(3) C(9) 95.4(2) . . . yes C(7) S(4) C(8) 95.8(2) . . . yes C(9) S(5) C(11) 104.3(2) . . . yes C(8) S(6) C(10) 97.6(2) . . . yes C(1) N(1) C(3) 106.9(3) . . . yes C(2) N(2) C(3) 103.6(3) . . . yes N(1) C(1) C(2) 105.8(3) . . . yes N(2) C(2) C(1) 111.0(3) . . . yes N(2) C(2) C(12) 121.4(3) . . . yes C(1) C(2) C(12) 127.6(3) . . . yes N(1) C(3) N(2) 112.6(3) . . . yes N(1) C(3) C(4) 124.8(3) . . . yes N(2) C(3) C(4) 122.5(3) . . . yes S(1) C(4) C(3) 114.4(2) . . . yes S(1) C(4) C(5) 117.2(3) . . . yes C(3) C(4) C(5) 128.4(3) . . . yes S(2) C(5) C(4) 116.7(2) . . . yes S(1) C(6) S(2) 116.1(2) . . . yes S(1) C(6) C(7) 121.3(2) . . . yes S(2) C(6) C(7) 122.6(3) . . . yes S(3) C(7) S(4) 115.7(2) . . . yes S(3) C(7) C(6) 121.6(3) . . . yes S(4) C(7) C(6) 122.7(3) . . . yes S(4) C(8) S(6) 118.8(2) . . . yes S(4) C(8) C(9) 116.1(3) . . . yes S(6) C(8) C(9) 125.0(3) . . . yes S(3) C(9) S(5) 114.7(2) . . . yes S(3) C(9) C(8) 116.8(3) . . . yes S(5) C(9) C(8) 128.5(3) . . . yes S(6) C(10) C(11) 114.9(3) . . . yes S(5) C(11) C(10) 115.8(3) . . . yes C(2) C(12) C(13) 108.6(3) . . . yes C(2) C(12) C(14) 110.4(3) . . . yes C(2) C(12) C(15) 110.2(3) . . . yes C(13) C(12) C(14) 103.6(3) . . . yes C(13) C(12) C(15) 112.2(3) . . . yes C(14) C(12) C(15) 111.6(3) . . . yes N(3) C(13) C(12) 177.3(3) . . . yes N(4) C(14) C(12) 177.3(4) . . . yes C(12) C(15) C(16) 122.6(3) . . . yes C(12) C(15) C(17) 123.1(2) . . . yes C(16) C(15) C(17) 113.8(3) . . . yes F(1) C(16) C(15) 119.2(3) . . . yes F(1) C(16) C(18) 118.1(3) . . . yes C(15) C(16) C(18) 122.7(3) . . . yes F(2) C(17) C(15) 118.9(3) . . . yes F(2) C(17) C(19) 118.2(3) . . . yes C(15) C(17) C(19) 122.9(3) . . . yes F(3) C(18) C(16) 117.7(3) . . . yes F(3) C(18) C(20) 118.1(3) . . . yes C(16) C(18) C(20) 124.2(3) . . . yes F(4) C(19) C(17) 117.1(3) . . . yes F(4) C(19) C(20) 118.8(3) . . . yes C(17) C(19) C(20) 124.1(3) . . . yes C(18) C(20) C(19) 112.3(3) . . . yes C(18) C(20) C(21) 123.9(3) . . . yes C(19) C(20) C(21) 123.9(3) . . . yes C(20) C(21) C(22) 123.5(3) . . . yes C(20) C(21) C(23) 122.9(3) . . . yes C(22) C(21) C(23) 113.5(3) . . . yes N(5) C(22) C(21) 175.3(5) . . . yes N(6) C(23) C(21) 175.0(4) . . . yes N(7) C(24) C(25) 178.8(7) . . . yes N(8) C(26) C(27) 178.8(6) . . . yes C(30) O(1) C(31) 108.0 . . . yes O(1) C(30) C(29) 108.0 . . . yes C(30) C(29) C(28) 108.0 . . . yes C(29) C(28) C(31) 108.0 . . . yes O(1) C(31) C(28) 108.0 . . . yes #------------------------------------------------------------------------------ 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 S(1) C(4) C(3) N(1) 178.0(2) . . . . yes S(1) C(4) C(3) N(2) -5.6(3) . . . . yes S(1) C(4) C(5) S(2) 1.7(3) . . . . yes S(1) C(6) S(2) C(5) 2.9(2) . . . . yes S(1) C(6) C(7) S(3) -0.4(3) . . . . yes S(1) C(6) C(7) S(4) -179.4(2) . . . . yes S(2) C(5) C(4) C(3) -175.4(2) . . . . yes S(2) C(6) S(1) C(4) -2.2(2) . . . . yes S(2) C(6) C(7) S(3) 178.9(2) . . . . yes S(2) C(6) C(7) S(4) -0.1(3) . . . . yes S(3) C(7) S(4) C(8) 3.5(2) . . . . yes S(3) C(9) S(5) C(11) -164.1(2) . . . . yes S(3) C(9) C(8) S(4) -2.9(3) . . . . yes S(3) C(9) C(8) S(6) 175.2(2) . . . . yes S(4) C(7) S(3) C(9) -4.7(2) . . . . yes S(4) C(8) S(6) C(10) 146.4(2) . . . . yes S(4) C(8) C(9) S(5) 177.5(2) . . . . yes S(5) C(9) S(3) C(7) -175.8(2) . . . . yes S(5) C(9) C(8) S(6) -4.4(4) . . . . yes S(5) C(11) C(10) S(6) -60.6(4) . . . . yes S(6) C(8) S(4) C(7) -178.6(2) . . . . yes F(1) C(16) C(15) C(12) 3.7(5) . . . . yes F(1) C(16) C(15) C(17) 175.6(3) . . . . yes F(1) C(16) C(18) F(3) 2.0(5) . . . . yes F(1) C(16) C(18) C(20) -176.5(3) . . . . yes F(2) C(17) C(15) C(12) -4.7(5) . . . . yes F(2) C(17) C(15) C(16) -176.5(3) . . . . yes F(2) C(17) C(19) F(4) -1.2(5) . . . . yes F(2) C(17) C(19) C(20) 177.8(3) . . . . yes F(3) C(18) C(16) C(15) -179.1(3) . . . . yes F(3) C(18) C(20) C(19) -179.2(3) . . . . yes F(3) C(18) C(20) C(21) -0.3(5) . . . . yes F(4) C(19) C(17) C(15) 179.3(3) . . . . yes F(4) C(19) C(20) C(18) 179.4(3) . . . . yes F(4) C(19) C(20) C(21) 0.5(5) . . . . yes N(1) C(1) C(2) N(2) 0.1(3) . . . . yes N(1) C(1) C(2) C(12) -177.5(3) . . . . yes N(1) C(3) N(2) C(2) 0.6(3) . . . . yes N(1) C(3) C(4) C(5) -4.9(5) . . . . yes N(2) C(2) C(12) C(13) -52.4(3) . . . . yes N(2) C(2) C(12) C(14) 60.6(4) . . . . yes N(2) C(2) C(12) C(15) -175.7(2) . . . . yes N(2) C(3) N(1) C(1) -0.6(3) . . . . yes N(2) C(3) C(4) C(5) 171.5(3) . . . . yes C(1) N(1) C(3) C(4) 176.1(3) . . . . yes C(1) C(2) N(2) C(3) -0.4(3) . . . . yes C(1) C(2) C(12) C(13) 125.0(3) . . . . yes C(1) C(2) C(12) C(14) -122.0(3) . . . . yes C(1) C(2) C(12) C(15) 1.6(4) . . . . yes C(2) N(2) C(3) C(4) -176.2(2) . . . . yes C(2) C(1) N(1) C(3) 0.3(3) . . . . yes C(2) C(12) C(15) C(16) 87.4(4) . . . . yes C(2) C(12) C(15) C(17) -83.7(4) . . . . yes C(3) N(2) C(2) C(12) 177.3(2) . . . . yes C(3) C(4) S(1) C(6) 177.8(2) . . . . yes C(4) S(1) C(6) C(7) 177.2(2) . . . . yes C(4) C(5) S(2) C(6) -2.7(2) . . . . yes C(5) S(2) C(6) C(7) -176.4(2) . . . . yes C(5) C(4) S(1) C(6) 0.3(2) . . . . yes C(6) C(7) S(3) C(9) 176.2(2) . . . . yes C(6) C(7) S(4) C(8) -177.5(2) . . . . yes C(7) S(3) C(9) C(8) 4.5(2) . . . . yes C(7) S(4) C(8) C(9) -0.4(2) . . . . yes C(8) S(6) C(10) C(11) 64.0(4) . . . . yes C(8) C(9) S(5) C(11) 15.5(3) . . . . yes C(9) S(5) C(11) C(10) 17.5(3) . . . . yes C(9) C(8) S(6) C(10) -31.7(3) . . . . yes C(12) C(15) C(16) C(18) -175.1(3) . . . . yes C(12) C(15) C(17) C(19) 174.8(3) . . . . yes C(13) C(12) C(15) C(16) -33.8(4) . . . . yes C(13) C(12) C(15) C(17) 155.1(3) . . . . yes C(14) C(12) C(15) C(16) -149.7(3) . . . . yes C(14) C(12) C(15) C(17) 39.2(4) . . . . yes C(15) C(16) C(18) C(20) 2.4(6) . . . . yes C(15) C(17) C(19) C(20) -1.7(5) . . . . yes C(16) C(15) C(17) C(19) 3.0(5) . . . . yes C(16) C(18) C(20) C(19) -0.8(5) . . . . yes C(16) C(18) C(20) C(21) 178.2(4) . . . . yes C(17) C(15) C(16) C(18) -3.3(5) . . . . yes C(17) C(19) C(20) C(18) 0.4(5) . . . . yes C(17) C(19) C(20) C(21) -178.5(3) . . . . yes C(18) C(20) C(21) C(22) 5.2(6) . . . . yes C(18) C(20) C(21) C(23) -170.2(4) . . . . yes C(19) C(20) C(21) C(22) -176.0(4) . . . . yes C(19) C(20) C(21) C(23) 8.6(6) . . . . yes O(1) C(30) C(29) C(28) 0.0 . . . . yes O(1) C(31) C(28) C(29) 0.0 . . . . yes C(30) O(1) C(31) C(28) 0.0 . . . . yes C(30) C(29) C(28) C(31) 0.0 . . . . yes C(29) C(30) O(1) C(31) 0.0 . . . . yes #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag S(1) S(4) 3.363(1) . 3_655 ? S(1) N(4) 3.375(3) . 3_656 ? S(1) F(3) 3.510(3) . 1_655 ? S(1) C(30) 3.513(6) . . ? S(2) F(3) 3.128(2) . 1_655 ? S(2) N(8) 3.284(5) . 3_655 ? S(2) S(3) 3.369(2) . 3_655 ? S(2) C(26) 3.563(5) . 3_655 ? S(3) F(2) 3.404(2) . 3_656 ? S(3) N(4) 3.450(3) . 3_656 ? S(3) C(31) 3.478(6) . . ? S(4) F(1) 3.375(2) . 1_655 ? S(4) S(6) 3.528(2) . 3_755 ? S(5) F(4) 3.345(2) . 3_656 ? S(5) C(25) 3.448(8) . 2_545 ? S(6) C(3) 3.400(3) . 3_655 ? S(6) N(2) 3.434(3) . 3_655 ? S(6) C(2) 3.530(3) . 3_655 ? S(6) N(1) 3.534(3) . 3_655 ? F(1) C(7) 3.140(4) . 1_455 ? F(1) N(4) 3.174(4) . 3_556 ? F(1) C(6) 3.332(4) . 1_455 ? F(1) N(7) 3.476(7) . . ? F(2) N(3) 3.343(4) . 3_556 ? F(2) C(28) 3.567(6) . 3_656 ? F(3) C(5) 2.985(4) . 1_455 ? F(3) C(4) 3.190(4) . 1_455 ? F(3) C(6) 3.285(4) . 1_455 ? F(3) C(24) 3.315(7) . . ? F(3) C(25) 3.412(8) . . ? F(3) N(4) 3.569(4) . 3_556 ? F(4) N(8) 3.394(6) . 2_555 ? F(4) C(25) 3.526(8) . 4_555 ? F(4) C(11) 3.577(5) . 3_656 ? N(1) N(6) 2.758(4) . 4_554 ? N(1) N(5) 3.139(5) . 1_655 ? N(2) C(30) 3.412(6) . . ? N(3) C(17) 3.290(5) . 3_556 ? N(3) C(9) 3.443(4) . 1_455 ? N(3) C(30) 3.453(7) . . ? N(3) C(19) 3.518(5) . 3_556 ? N(3) C(8) 3.529(4) . 1_455 ? N(3) C(10) 3.538(6) . 1_455 ? N(4) C(16) 3.162(5) . 3_556 ? N(4) C(18) 3.393(5) . 3_556 ? N(5) N(6) 3.389(6) . 4_454 ? N(5) C(11) 3.492(6) . 2_555 ? N(5) C(3) 3.504(5) . 1_455 ? N(5) C(28) 3.568(8) . 3_556 ? N(6) C(27) 3.292(9) . 3_556 ? N(6) C(5) 3.550(5) . 4_455 ? N(7) C(10) 3.370(8) . 3_655 ? N(7) C(11) 3.427(9) . 3_655 ? N(7) C(1) 3.434(7) . . ? N(7) C(16) 3.541(7) . . ? N(7) C(27) 3.573(9) . 3_555 ? N(8) C(5) 3.378(6) . 3_655 ? N(8) C(19) 3.509(6) . 2_545 ? C(3) C(8) 3.510(4) . 3_655 ? C(4) C(8) 3.362(4) . 3_655 ? C(4) C(9) 3.552(4) . 3_655 ? C(5) C(9) 3.349(4) . 3_655 ? C(6) C(7) 3.345(4) . 3_655 ? C(6) C(6) 3.507(6) . 3_655 ? C(18) C(24) 3.433(7) . . ? C(22) C(28) 3.549(8) . 3_556 ? C(22) C(25) 3.579(10) . . ? C(24) C(26) 3.545(7) . 3_555 ? C(26) O(1) 3.423(7) . . ? C(26) C(31) 3.534(7) . . ? C(27) O(1) 3.192(8) . . ? #------------------------------------------------------------------------------ loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(1) H(1) N(6) . . 4_554 0.95 1.82 2.758(4) 167 no #------------------------------------------------------------------------------