# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm #TrackingRef '- 1(744096).cif' _journal_coden_Cambridge 1350 #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2010-02-22 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #============================================================================== # # SUBMISSION DETAILS _publ_contact_author_name 'Gutov, Olexii V.' # Name of author for correspondence _publ_contact_author_address ;Institute of Organic Chemistry NAS Ukraine, Murmanska st. 5, 02094, Kyiv-94, Uk ; # Address of author for correspondence _publ_contact_author_email AVGutov@mail.ru _publ_contact_author_fax 00(000)0000000 _publ_contact_author_phone 00(000)0000000 _publ_contact_letter ; Submission dated :2010-02-22 Please consider this CIF for submission to the Cambridge Crystallographic Data Centre. I certify that all authors have seen and approved of this submission, that all have made significant scientific contributions to the work reported, and that all share responsibility and accountability for the results. This CIF is submitted as a personal communication This CIF is submitted as part of a journal submission Gutov, Olexii V. ; #============================================================================== # # TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_section_title_footnote ; ? ; loop_ _publ_author_name O.Gutov E.Rusanov A.Kudryavtsev S.Garasevych O.Slobodyanyuk ; V.Yashchuk ; A.Chernega # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- 10(744091).cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-08-13 at 13:54:02 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : g10 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_g10 _database_code_depnum_ccdc_archive 'CCDC 744091' #TrackingRef '- 10(744091).cif' _audit_creation_date 2009-08-13T13:54:02-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; '1,4-bis(2-[1-(2-amino-2-oxoethyl)-pyridinium-4-yl]vinyl)benzene dichloride' ; _chemical_formula_sum 'C24 H34 Cl2 N4 O7' _chemical_formula_weight 561.45 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 19.0114(11) _cell_length_b 4.9005(4) _cell_length_c 31.062(2) _cell_angle_alpha 90 _cell_angle_beta 103.635(5) _cell_angle_gamma 90 _cell_volume 2812.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.279 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_unetI/netI 0.0462 _diffrn_reflns_number 5044 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -3 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 26.46 _diffrn_reflns_theta_full 26.46 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _reflns_number_total 2871 _reflns_number_gt 1680 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0599P)^2^+2.0823P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2871 _refine_ls_number_parameters 196 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1039 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1467 _refine_ls_wR_factor_gt 0.1211 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.179 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.046 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0.12817(15) 0.7744(6) 0.13215(9) 0.0446(7) Uani 1 1 d . . . H1 H 0.0791 0.8102 0.1288 0.054 Uiso 1 1 calc R . . C2 C 0.14929(14) 0.5869(6) 0.10551(9) 0.0435(7) Uani 1 1 d . . . H2 H 0.1146 0.4979 0.084 0.052 Uiso 1 1 calc R . . C3 C 0.22242(14) 0.5265(5) 0.11013(8) 0.0355(6) Uani 1 1 d . . . C4 C 0.27113(15) 0.6735(6) 0.14218(8) 0.0415(7) Uani 1 1 d . . . H4 H 0.3205 0.6442 0.1459 0.05 Uiso 1 1 calc R . . C5 C 0.24772(15) 0.8599(6) 0.16824(8) 0.0414(7) Uani 1 1 d . . . H5 H 0.2813 0.9541 0.1897 0.05 Uiso 1 1 calc R . . C6 C 0.24836(14) 0.3185(5) 0.08428(8) 0.0371(6) Uani 1 1 d . . . H6 H 0.2979 0.2855 0.0907 0.044 Uiso 1 1 calc R . . C7 C 0.20693(14) 0.1727(5) 0.05235(8) 0.0362(6) Uani 1 1 d . . . H7 H 0.1576 0.2106 0.0459 0.043 Uiso 1 1 calc R . . C8 C 0.23033(13) -0.0420(5) 0.02610(8) 0.0345(6) Uani 1 1 d . . . C9 C 0.17894(14) -0.1726(6) -0.00688(8) 0.0387(7) Uani 1 1 d . . . H9 H 0.1307 -0.1206 -0.0117 0.046 Uiso 1 1 calc R . . C10 C 0.30232(14) -0.1241(6) 0.03242(8) 0.0382(6) Uani 1 1 d . . . H10 H 0.3379 -0.0403 0.0541 0.046 Uiso 1 1 calc R . . C11 C 0.15186(16) 1.0837(6) 0.19517(8) 0.0416(7) Uani 1 1 d . . . H11A H 0.1051 1.1615 0.1813 0.05 Uiso 1 1 calc R . . H11B H 0.1858 1.2321 0.2045 0.05 Uiso 1 1 calc R . . C12 C 0.14577(14) 0.9157(6) 0.23505(8) 0.0390(6) Uani 1 1 d . . . Cl1 Cl 0.43989(6) 0.2333(2) 0.15556(3) 0.0821(4) Uani 1 1 d . . . H21N H 0.0838(18) 1.175(7) 0.2528(10) 0.064(11) Uiso 1 1 d . . . H22N H 0.1000(16) 0.923(7) 0.2842(11) 0.069(10) Uiso 1 1 d . . . H2O H 0.489(3) 1.041(10) 0.2255(10) 0.17(2) Uiso 1 1 d D . . H31O H 0.475(2) 0.866(9) 0.1185(13) 0.079(15) Uiso 1 1 d . . . H32O H 0.465(2) 0.623(9) 0.1200(13) 0.087(16) Uiso 1 1 d . . . H41O H -0.006(3) 0.165(11) 0.0008(13) 0.18(3) Uiso 1 1 d D . . H42O H 0.0026(19) 0.262(8) 0.0470(7) 0.083(14) Uiso 1 1 d D . . N1 N 0.17693(11) 0.9090(4) 0.16328(6) 0.0355(5) Uani 1 1 d . . . N2 N 0.10589(15) 1.0264(6) 0.26005(9) 0.0497(7) Uani 1 1 d . . . O1 O 0.17764(12) 0.6990(4) 0.24306(6) 0.0577(6) Uani 1 1 d . . . O2 O 0.5 0.9528(8) 0.25 0.0745(10) Uani 1 2 d SD . . O3 O 0.4855(2) 0.7351(9) 0.10669(13) 0.1006(11) Uani 1 1 d . . . O4 O 0.01617(14) 0.2494(7) 0.02366(11) 0.0834(8) Uani 1 1 d 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 0.0411(15) 0.0496(18) 0.0443(15) -0.0096(15) 0.0122(13) 0.0041(14) C2 0.0414(15) 0.0477(17) 0.0408(15) -0.0135(14) 0.0082(12) -0.0027(14) C3 0.0444(15) 0.0332(14) 0.0315(13) -0.0006(12) 0.0139(12) 0.0023(12) C4 0.0414(15) 0.0458(17) 0.0371(14) -0.0071(13) 0.0089(12) 0.0049(13) C5 0.0448(16) 0.0428(16) 0.0346(14) -0.0079(13) 0.0056(12) -0.0025(13) C6 0.0408(14) 0.0356(15) 0.0364(14) -0.0039(12) 0.0124(12) 0.0048(12) C7 0.0413(14) 0.0338(14) 0.0347(14) -0.0004(12) 0.0116(12) 0.0021(12) C8 0.0406(14) 0.0317(14) 0.0339(13) -0.0028(12) 0.0140(12) 0.0002(12) C9 0.0342(13) 0.0417(16) 0.0403(15) -0.0052(13) 0.0091(12) 0.0038(12) C10 0.0370(14) 0.0417(15) 0.0352(14) -0.0093(12) 0.0070(11) -0.0025(13) C11 0.0570(16) 0.0341(14) 0.0353(14) -0.0035(13) 0.0140(13) 0.0061(14) C12 0.0431(15) 0.0380(16) 0.0347(14) -0.0021(13) 0.0069(12) 0.0011(14) Cl1 0.0927(7) 0.0863(7) 0.0728(6) -0.0062(5) 0.0304(5) 0.0196(6) N1 0.0475(13) 0.0316(12) 0.0286(11) -0.0022(10) 0.0113(10) 0.0039(11) N2 0.0616(16) 0.0496(17) 0.0434(14) 0.0015(14) 0.0236(13) 0.0082(14) O1 0.0809(15) 0.0477(13) 0.0484(12) 0.0137(10) 0.0230(11) 0.0207(12) O2 0.071(2) 0.053(2) 0.094(3) 0 0.009(2) 0 O3 0.109(3) 0.081(2) 0.125(3) -0.010(2) 0.053(2) 0.008(2) O4 0.0550(15) 0.110(2) 0.084(2) -0.027(2) 0.0151(15) -0.0059(16) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 1.344(3) . ? C1 C2 1.359(4) . ? C1 H1 0.93 . ? C2 C3 1.395(3) . ? C2 H2 0.93 . ? C3 C4 1.390(4) . ? C3 C6 1.454(3) . ? C4 C5 1.363(4) . ? C4 H4 0.93 . ? C5 N1 1.340(3) . ? C5 H5 0.93 . ? C6 C7 1.321(3) . ? C6 H6 0.93 . ? C7 C8 1.463(3) . ? C7 H7 0.93 . ? C8 C9 1.394(3) . ? C8 C10 1.395(3) . ? C9 C10 1.372(4) 7_545 ? C9 H9 0.93 . ? C10 C9 1.372(4) 7_545 ? C10 H10 0.93 . ? C11 N1 1.471(3) . ? C11 C12 1.514(4) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 O1 1.219(3) . ? C12 N2 1.323(4) . ? N2 H21N 0.84(4) . ? N2 H22N 0.93(3) . ? O2 H2O 0.857(10) . ? O3 H31O 0.79(4) . ? O3 H32O 0.83(4) . ? O4 H41O 0.842(10) . ? O4 H42O 0.828(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 N1 C1 C2 121.1(2) . . ? N1 C1 H1 119.4 . . ? C2 C1 H1 119.4 . . ? C1 C2 C3 120.7(3) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C4 C3 C2 116.3(2) . . ? C4 C3 C6 120.2(2) . . ? C2 C3 C6 123.5(2) . . ? C5 C4 C3 121.1(2) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? N1 C5 C4 120.8(2) . . ? N1 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C7 C6 C3 125.0(2) . . ? C7 C6 H6 117.5 . . ? C3 C6 H6 117.5 . . ? C6 C7 C8 127.0(2) . . ? C6 C7 H7 116.5 . . ? C8 C7 H7 116.5 . . ? C9 C8 C10 117.7(2) . . ? C9 C8 C7 119.2(2) . . ? C10 C8 C7 123.1(2) . . ? C10 C9 C8 121.7(2) 7_545 . ? C10 C9 H9 119.1 7_545 . ? C8 C9 H9 119.1 . . ? C9 C10 C8 120.5(2) 7_545 . ? C9 C10 H10 119.7 7_545 . ? C8 C10 H10 119.7 . . ? N1 C11 C12 109.5(2) . . ? N1 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? N1 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? O1 C12 N2 124.3(3) . . ? O1 C12 C11 120.7(2) . . ? N2 C12 C11 115.0(3) . . ? C5 N1 C1 119.9(2) . . ? C5 N1 C11 120.2(2) . . ? C1 N1 C11 119.5(2) . . ? C12 N2 H21N 121(2) . . ? C12 N2 H22N 116(2) . . ? H21N N2 H22N 122(3) . . ? H31O O3 H32O 96(4) . . ? H41O O4 H42O 126(6) . . ? 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 N2 H21N O2 0.84(4) 2.08(4) 2.867(4) 155(3) 3_455 N2 H22N Cl1 0.93(3) 2.37(3) 3.282(3) 166(3) 4 O2 H2O Cl1 0.857(10) 2.349(15) 3.1968(19) 170(6) 1_565 O3 H31O Cl1 0.79(4) 2.32(4) 3.104(4) 176(4) 1_565 O3 H32O Cl1 0.83(4) 2.31(4) 3.118(5) 162(4) . O4 H41O O4 0.842(10) 2.16(4) 2.844(6) 138(5) 5 O4 H42O O3 0.828(10) 1.960(13) 2.776(5) 168(4) 3_445 # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF _chemical_name_common ;'1,4-bis(2-(1-(2-amino-2-oxoethyl)-pyridinium-4- yl)vinyl)benzene dichloride' ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- 5(744092).cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-08-14 at 14:47:01 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : gut17 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gut17 _database_code_depnum_ccdc_archive 'CCDC 744092' #TrackingRef '- 5(744092).cif' _audit_creation_date 2009-08-14T14:47:01-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; 1,4-bis(2-[1-ethyl-pyridinium-4-yl]vinyl)benzene di-4-methylbenzenesulphonate tetrahydrate ; _chemical_formula_sum 'C38 H48 N2 O10 S2' _chemical_formula_weight 756.9 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.191(2) _cell_length_b 9.3575(19) _cell_length_c 12.722(3) _cell_angle_alpha 102.463(18) _cell_angle_beta 91.268(19) _cell_angle_gamma 113.860(16) _cell_volume 969.7(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 402 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.195 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0764 _diffrn_reflns_av_unetI/netI 0.108 _diffrn_reflns_number 10889 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 26.5 _diffrn_reflns_theta_full 26.5 _diffrn_measured_fraction_theta_full 0.978 _diffrn_measured_fraction_theta_max 0.978 _reflns_number_total 3944 _reflns_number_gt 1979 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0084(19) _refine_ls_number_reflns 3944 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1421 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.1227 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 1.179 _refine_ls_restrained_S_all 1.179 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.462 _refine_diff_density_min -0.321 _refine_diff_density_rms 0.056 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0.6181(4) 0.2473(4) 0.4920(3) 0.0424(9) Uani 1 1 d . . . C2 C 0.6103(5) 0.2097(4) 0.5907(3) 0.0459(9) Uani 1 1 d . . . C3 C 0.4629(4) 0.1469(4) 0.6290(2) 0.0409(8) Uani 1 1 d . . . C4 C 0.3296(5) 0.1260(4) 0.5656(3) 0.0456(9) Uani 1 1 d . . . C5 C 0.3427(4) 0.1658(4) 0.4685(3) 0.0438(9) Uani 1 1 d . . . C6 C 0.4377(6) 0.0986(4) 0.7332(3) 0.0563(10) Uani 1 1 d . . . C7 C 0.5484(6) 0.1030(4) 0.7996(3) 0.0541(10) Uani 1 1 d . . . C8 C 0.5193(5) 0.0483(4) 0.9024(3) 0.0459(9) Uani 1 1 d . . . C9 C 0.6497(6) 0.0762(5) 0.9719(3) 0.0570(10) Uani 1 1 d . . . C10 C 0.3689(6) -0.0288(5) 0.9318(3) 0.0568(11) Uani 1 1 d . . . C11 C 0.4979(5) 0.2722(4) 0.3266(3) 0.0462(9) Uani 1 1 d . . . C12 C 0.5227(6) 0.4450(5) 0.3432(4) 0.0505(10) Uani 1 1 d . . . C13 C 0.0894(4) 0.3063(4) 0.1839(2) 0.0443(8) Uani 1 1 d . . . C14 C 0.1043(7) 0.4469(5) 0.1643(3) 0.1098(19) Uani 1 1 d . . . H14 H 0.0709 0.5143 0.2124 0.132 Uiso 1 1 calc R . . C15 C 0.1686(8) 0.4918(5) 0.0734(4) 0.136(2) Uani 1 1 d . . . H15 H 0.1775 0.5896 0.0617 0.163 Uiso 1 1 calc R . . C16 C 0.2194(5) 0.3981(6) 0.0003(3) 0.0814(14) Uani 1 1 d . . . C17 C 0.1950(8) 0.2575(8) 0.0195(4) 0.133(2) Uani 1 1 d . . . H17 H 0.2199 0.1857 -0.0313 0.16 Uiso 1 1 calc R . . C18 C 0.1341(6) 0.2114(5) 0.1113(3) 0.1058(18) Uani 1 1 d . . . H18 H 0.1244 0.113 0.1223 0.127 Uiso 1 1 calc R . . C19 C 0.2900(6) 0.4506(6) -0.0996(3) 0.1207(19) Uani 1 1 d . . . H19A H 0.398 0.5313 -0.0789 0.181 Uiso 1 1 calc R . . H19B H 0.2266 0.4942 -0.1313 0.181 Uiso 1 1 calc R . . H19C H 0.2897 0.3592 -0.1515 0.181 Uiso 1 1 calc R . . H1 H 0.710(3) 0.283(3) 0.460(2) 0.037(8) Uiso 1 1 d . . . H2 H 0.706(4) 0.227(4) 0.630(3) 0.066(12) Uiso 1 1 d . . . H4 H 0.225(4) 0.081(4) 0.591(2) 0.065(11) Uiso 1 1 d . . . H5 H 0.261(4) 0.162(4) 0.423(2) 0.053(11) Uiso 1 1 d . . . H6 H 0.328(4) 0.059(4) 0.759(3) 0.078(12) Uiso 1 1 d . . . H7 H 0.664(4) 0.148(4) 0.777(3) 0.087(13) Uiso 1 1 d . . . H9 H 0.747(4) 0.119(3) 0.949(2) 0.041(9) Uiso 1 1 d . . . H10 H 0.279(5) -0.045(5) 0.892(3) 0.107(17) Uiso 1 1 d . . . H11A H 0.591(4) 0.249(4) 0.294(3) 0.074(11) Uiso 1 1 d . . . H12A H 0.432(4) 0.452(4) 0.374(2) 0.065(11) Uiso 1 1 d . . . H11B H 0.397(4) 0.205(3) 0.285(2) 0.041(10) Uiso 1 1 d . . . H12B H 0.625(5) 0.518(4) 0.391(3) 0.077(13) Uiso 1 1 d . . . H12C H 0.523(4) 0.473(4) 0.275(3) 0.069(11) Uiso 1 1 d . . . H1O4 H 0.063(5) 0.351(5) 0.542(4) 0.11(2) Uiso 1 1 d . . . H1O5 H 0.034(5) 0.784(5) 0.317(3) 0.085(15) Uiso 1 1 d . . . H2O4 H 0.055(5) 0.472(5) 0.617(3) 0.093(16) Uiso 1 1 d . . . H2O5 H 0.045(5) 0.916(5) 0.262(3) 0.105(18) Uiso 1 1 d . . . N1 N 0.4861(3) 0.2255(3) 0.43177(19) 0.0373(7) Uani 1 1 d . . . O1 O 0.1392(3) 0.3399(3) 0.39037(17) 0.0590(7) Uani 1 1 d . . . O2 O -0.0415(3) 0.0771(3) 0.2796(2) 0.0674(8) Uani 1 1 d . . . O3 O -0.1232(2) 0.2968(2) 0.31431(16) 0.0487(6) Uani 1 1 d . . . O4 O 0.0361(4) 0.3676(4) 0.5986(3) 0.0733(9) Uani 1 1 d . . . O5 O 0.0892(3) 0.8504(4) 0.2726(3) 0.0740(9) Uani 1 1 d . . . S1 S 0.00966(11) 0.25066(11) 0.30098(7) 0.0462(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 0.040(2) 0.044(2) 0.047(2) 0.0155(18) 0.013(2) 0.0200(19) C2 0.049(3) 0.049(2) 0.045(2) 0.0143(19) 0.001(2) 0.024(2) C3 0.060(2) 0.0323(19) 0.0337(19) 0.0136(16) 0.0113(18) 0.0199(18) C4 0.050(2) 0.048(2) 0.047(2) 0.0244(19) 0.019(2) 0.021(2) C5 0.042(2) 0.040(2) 0.053(2) 0.0188(18) 0.007(2) 0.0177(19) C6 0.066(3) 0.051(2) 0.059(3) 0.017(2) 0.010(2) 0.029(2) C7 0.067(3) 0.041(2) 0.054(2) 0.0079(19) 0.004(2) 0.024(2) C8 0.069(3) 0.034(2) 0.032(2) 0.0094(16) 0.007(2) 0.019(2) C9 0.065(3) 0.058(3) 0.052(3) 0.023(2) 0.017(2) 0.023(2) C10 0.068(3) 0.052(2) 0.049(3) 0.019(2) 0.000(2) 0.022(2) C11 0.061(3) 0.049(2) 0.037(2) 0.0200(19) 0.010(2) 0.027(2) C12 0.056(3) 0.054(3) 0.055(3) 0.031(2) 0.024(2) 0.027(2) C13 0.044(2) 0.044(2) 0.042(2) 0.0145(17) 0.0102(16) 0.0122(18) C14 0.204(6) 0.047(3) 0.060(3) 0.019(2) 0.058(3) 0.030(3) C15 0.249(7) 0.053(3) 0.058(3) 0.022(2) 0.054(4) 0.009(4) C16 0.064(3) 0.098(4) 0.056(3) 0.024(3) 0.020(2) 0.005(3) C17 0.222(7) 0.174(6) 0.098(4) 0.078(4) 0.111(4) 0.150(6) C18 0.189(5) 0.114(4) 0.089(3) 0.058(3) 0.086(3) 0.118(4) C19 0.110(4) 0.158(5) 0.067(3) 0.050(3) 0.041(3) 0.016(4) N1 0.0419(18) 0.0400(16) 0.0358(16) 0.0169(13) 0.0086(14) 0.0190(14) O1 0.0415(14) 0.0934(19) 0.0414(14) 0.0277(14) 0.0007(12) 0.0222(14) O2 0.0737(18) 0.0527(16) 0.099(2) 0.0409(14) 0.0437(15) 0.0366(15) O3 0.0428(14) 0.0606(15) 0.0549(14) 0.0223(12) 0.0152(11) 0.0294(13) O4 0.101(2) 0.060(2) 0.065(2) 0.0228(17) 0.0278(18) 0.0352(19) O5 0.070(2) 0.085(2) 0.094(2) 0.0476(19) 0.0292(17) 0.0461(19) S1 0.0430(6) 0.0546(6) 0.0510(6) 0.0246(5) 0.0171(5) 0.0240(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 1.338(4) . ? C1 C2 1.371(4) . ? C1 H1 0.91(3) . ? C2 C3 1.388(4) . ? C2 H2 0.93(3) . ? C3 C4 1.373(4) . ? C3 C6 1.483(5) . ? C4 C5 1.359(4) . ? C4 H4 0.97(3) . ? C5 N1 1.347(4) . ? C5 H5 0.92(3) . ? C6 C7 1.290(5) . ? C6 H6 1.01(3) . ? C7 C8 1.495(5) . ? C7 H7 1.04(4) . ? C8 C9 1.373(5) . ? C8 C10 1.380(5) . ? C9 C10 1.382(5) 2_657 ? C9 H9 0.90(3) . ? C10 C9 1.382(5) 2_657 ? C10 H10 0.90(4) . ? C11 N1 1.488(4) . ? C11 C12 1.504(5) . ? C11 H11A 1.04(3) . ? C11 H11B 0.95(3) . ? C12 H12A 0.95(3) . ? C12 H12B 1.00(4) . ? C12 H12C 0.96(3) . ? C13 C18 1.330(4) . ? C13 C14 1.345(5) . ? C13 S1 1.761(3) . ? C14 C15 1.379(5) . ? C14 H14 0.93 . ? C15 C16 1.360(6) . ? C15 H15 0.93 . ? C16 C17 1.321(6) . ? C16 C19 1.525(5) . ? C17 C18 1.383(5) . ? C17 H17 0.93 . ? C18 H18 0.93 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? O1 S1 1.461(2) . ? O2 S1 1.455(2) . ? O3 S1 1.4525(19) . ? O4 H1O4 0.77(4) . ? O4 H2O4 0.89(4) . ? O5 H1O5 0.93(4) . ? O5 H2O5 0.90(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 N1 C1 C2 121.3(3) . . ? N1 C1 H1 114.3(17) . . ? C2 C1 H1 124.3(17) . . ? C1 C2 C3 119.7(4) . . ? C1 C2 H2 118(2) . . ? C3 C2 H2 122(2) . . ? C4 C3 C2 117.8(3) . . ? C4 C3 C6 117.2(3) . . ? C2 C3 C6 125.0(4) . . ? C5 C4 C3 120.7(3) . . ? C5 C4 H4 120.6(18) . . ? C3 C4 H4 118.7(18) . . ? N1 C5 C4 121.0(4) . . ? N1 C5 H5 112(2) . . ? C4 C5 H5 126(2) . . ? C7 C6 C3 125.1(4) . . ? C7 C6 H6 113.2(19) . . ? C3 C6 H6 121.7(19) . . ? C6 C7 C8 124.2(4) . . ? C6 C7 H7 115.2(19) . . ? C8 C7 H7 120.6(19) . . ? C9 C8 C10 117.9(4) . . ? C9 C8 C7 118.3(4) . . ? C10 C8 C7 123.8(4) . . ? C8 C9 C10 121.2(4) . 2_657 ? C8 C9 H9 117.0(18) . . ? C10 C9 H9 121.6(19) 2_657 . ? C8 C10 C9 121.0(4) . 2_657 ? C8 C10 H10 122(3) . . ? C9 C10 H10 116(3) 2_657 . ? N1 C11 C12 110.7(3) . . ? N1 C11 H11A 105.5(18) . . ? C12 C11 H11A 113.9(18) . . ? N1 C11 H11B 105.2(18) . . ? C12 C11 H11B 108.7(17) . . ? H11A C11 H11B 113(2) . . ? C11 C12 H12A 106.4(19) . . ? C11 C12 H12B 111(2) . . ? H12A C12 H12B 112(3) . . ? C11 C12 H12C 111.1(19) . . ? H12A C12 H12C 107(3) . . ? H12B C12 H12C 110(3) . . ? C18 C13 C14 117.7(4) . . ? C18 C13 S1 121.9(3) . . ? C14 C13 S1 120.4(3) . . ? C13 C14 C15 120.5(4) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C16 C15 C14 122.3(4) . . ? C16 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? C17 C16 C15 115.2(4) . . ? C17 C16 C19 123.4(5) . . ? C15 C16 C19 121.3(5) . . ? C16 C17 C18 123.3(4) . . ? C16 C17 H17 118.3 . . ? C18 C17 H17 118.3 . . ? C13 C18 C17 120.7(4) . . ? C13 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C1 N1 C5 119.6(3) . . ? C1 N1 C11 120.4(3) . . ? C5 N1 C11 120.0(3) . . ? H1O4 O4 H2O4 107(4) . . ? H1O5 O5 H2O5 112(4) . . ? O3 S1 O2 112.63(14) . . ? O3 S1 O1 112.30(13) . . ? O2 S1 O1 112.67(15) . . ? O3 S1 C13 106.27(14) . . ? O2 S1 C13 106.00(15) . . ? O1 S1 C13 106.34(15) . . ? _chemical_name_common ; 1,4-bis(2-(1-ethyl-pyridinium-4-yl)vinyl)benzene di-4- methylbenzenesulphonate tetrahydrate ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- 4(744093).cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-02-17 at 13:42:37 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : gut18 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gut18 _database_code_depnum_ccdc_archive 'CCDC 744093' #TrackingRef '- 4(744093).cif' _audit_creation_date 2010-02-17T13:42:37-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C38 H40 N2 O6 S2' _chemical_formula_weight 684.84 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 13.279(2) _cell_length_b 17.696(3) _cell_length_c 14.791(2) _cell_angle_alpha 90 _cell_angle_beta 101.907(4) _cell_angle_gamma 90 _cell_volume 3401.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.207 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0843 _diffrn_reflns_av_unetI/netI 0.1288 _diffrn_reflns_number 16125 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 24.58 _diffrn_reflns_theta_full 24.58 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _reflns_number_total 5620 _reflns_number_gt 3240 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0250P)^2^+0.5678P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0020(5) _refine_ls_number_reflns 5620 _refine_ls_number_parameters 533 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1158 _refine_ls_R_factor_gt 0.0632 _refine_ls_wR_factor_ref 0.172 _refine_ls_wR_factor_gt 0.14 _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_restrained_S_all 1.03 _refine_ls_shift/su_max 0.043 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.3 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.064 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 1.0141(3) 0.2289(3) 0.0864(3) 0.0451(11) Uani 1 1 d . . . C2 C 0.9227(3) 0.2351(3) 0.1149(3) 0.0418(11) Uani 1 1 d . . . C3 C 0.8659(3) 0.1711(2) 0.1254(3) 0.0390(10) Uani 1 1 d . . . C4 C 0.9086(3) 0.1012(3) 0.1095(3) 0.0421(11) Uani 1 1 d . . . C5 C 1.0009(3) 0.0972(3) 0.0833(3) 0.0434(11) Uani 1 1 d . . . C6 C 0.7663(3) 0.1783(2) 0.1516(3) 0.0391(10) Uani 1 1 d . . . H6 H 0.7426 0.2269 0.1588 0.047 Uiso 1 1 calc R . . C7 C 0.7067(3) 0.1211(3) 0.1660(3) 0.0376(10) Uani 1 1 d . . . C8 C 0.6062(3) 0.1256(2) 0.1899(2) 0.0361(10) Uani 1 1 d . . . C9 C 0.5480(3) 0.1917(3) 0.1819(4) 0.0577(14) Uani 1 1 d . . . C10 C 0.4523(4) 0.1926(3) 0.2042(4) 0.0589(14) Uani 1 1 d . . . C11 C 0.4097(3) 0.1290(2) 0.2355(2) 0.0344(9) Uani 1 1 d . . . C12 C 0.4678(3) 0.0644(3) 0.2429(4) 0.0550(13) Uani 1 1 d . . . C13 C 0.5628(3) 0.0624(3) 0.2205(3) 0.0546(13) Uani 1 1 d . . . C14 C 0.3082(3) 0.1348(3) 0.2579(3) 0.0385(10) Uani 1 1 d . . . C15 C 0.2501(3) 0.0779(3) 0.2748(3) 0.0387(10) Uani 1 1 d . . . C16 C -0.0022(3) 0.0303(3) 0.3354(3) 0.0400(10) Uani 1 1 d . . . C17 C 0.0908(3) 0.0235(3) 0.3103(3) 0.0390(10) Uani 1 1 d . . . C18 C 0.1498(3) 0.0869(2) 0.2996(2) 0.0351(10) Uani 1 1 d . . . C19 C 0.1079(3) 0.1569(3) 0.3143(3) 0.0382(10) Uani 1 1 d . . . C20 C 0.0144(3) 0.1623(3) 0.3394(3) 0.0403(10) Uani 1 1 d . . . C21 C 1.1495(3) 0.1552(3) 0.0359(3) 0.0588(13) Uani 1 1 d . . . H21A H 1.1857 0.2031 0.0452 0.071 Uiso 1 1 calc R . . H21B H 1.1935 0.117 0.071 0.071 Uiso 1 1 calc R . . C22 C 1.1298(3) 0.1352(3) -0.0640(3) 0.0696(15) Uani 1 1 d . . . H22A H 1.0904 0.0894 -0.0741 0.104 Uiso 1 1 calc R . . H22B H 1.1941 0.1281 -0.0828 0.104 Uiso 1 1 calc R . . H22C H 1.0921 0.1753 -0.0995 0.104 Uiso 1 1 calc R . . C23 C -0.1365(3) 0.1048(3) 0.3837(3) 0.0440(11) Uani 1 1 d . . . C24 C -0.1212(4) 0.0773(4) 0.4820(3) 0.0490(13) Uani 1 1 d . . . C25 C 0.7132(3) 0.1374(3) 0.8867(3) 0.0412(10) Uani 1 1 d . . . C26 C 0.6626(3) 0.2053(3) 0.8873(3) 0.0664(15) Uani 1 1 d . . . H26 H 0.6919 0.2496 0.8707 0.08 Uiso 1 1 calc R . . C27 C 0.5674(4) 0.2073(4) 0.9128(4) 0.087(2) Uani 1 1 d . . . H27 H 0.5338 0.2534 0.9133 0.105 Uiso 1 1 calc R . . C28 C 0.5218(4) 0.1431(5) 0.9370(4) 0.086(2) Uani 1 1 d . . . C29 C 0.5736(5) 0.0783(5) 0.9379(4) 0.093(2) Uani 1 1 d . . . H29 H 0.5446 0.0344 0.9559 0.112 Uiso 1 1 calc R . . C30 C 0.6693(4) 0.0733(3) 0.9130(3) 0.0644(14) Uani 1 1 d . . . H30 H 0.7027 0.027 0.9143 0.077 Uiso 1 1 calc R . . C31 C 0.4142(4) 0.1458(5) 0.9584(4) 0.131(3) Uani 1 1 d . . . H31A H 0.3706 0.11 0.9202 0.196 Uiso 1 1 calc R . . H31B H 0.3862 0.1956 0.9463 0.196 Uiso 1 1 calc R . . H31C H 0.4181 0.1334 1.0223 0.196 Uiso 1 1 calc R . . C32 C 0.3320(3) 0.1137(2) 0.6299(3) 0.0362(10) Uani 1 1 d . . . C33 C 0.3282(4) 0.1076(3) 0.5363(3) 0.0594(14) Uani 1 1 d . . . C34 C 0.4184(4) 0.1048(4) 0.5035(4) 0.0727(17) Uani 1 1 d . . . C35 C 0.5142(3) 0.1070(3) 0.5621(3) 0.0495(12) Uani 1 1 d . . . C36 C 0.5169(3) 0.1137(2) 0.6553(3) 0.0409(11) Uani 1 1 d . . . C37 C 0.4275(3) 0.1171(2) 0.6891(3) 0.0404(10) Uani 1 1 d . . . C38 C 0.6125(3) 0.1022(3) 0.5271(4) 0.0751(16) Uani 1 1 d . . . H38A H 0.6556 0.1445 0.5498 0.113 Uiso 1 1 calc R . . H38B H 0.597 0.1029 0.4608 0.113 Uiso 1 1 calc R . . H38C H 0.6476 0.0561 0.5484 0.113 Uiso 1 1 calc R . . H1 H 1.058(3) 0.276(3) 0.079(3) 0.077(15) Uiso 1 1 d . . . H2 H 0.896(3) 0.281(3) 0.125(3) 0.060(14) Uiso 1 1 d . . . H4 H 0.879(3) 0.056(2) 0.119(2) 0.025(10) Uiso 1 1 d . . . H5 H 1.030(3) 0.051(2) 0.072(3) 0.048(13) Uiso 1 1 d . . . H7 H 0.725(2) 0.073(2) 0.160(2) 0.018(9) Uiso 1 1 d . . . H9 H 0.578(4) 0.236(3) 0.165(3) 0.086(17) Uiso 1 1 d . . . H10 H 0.420(4) 0.236(3) 0.200(4) 0.10(2) Uiso 1 1 d . . . H12 H 0.440(4) 0.021(3) 0.267(4) 0.099(19) Uiso 1 1 d . . . H13 H 0.605(4) 0.017(3) 0.231(3) 0.077(15) Uiso 1 1 d . . . H14 H 0.281(3) 0.183(3) 0.259(3) 0.061(15) Uiso 1 1 d . . . H15 H 0.268(3) 0.025(2) 0.273(2) 0.042(12) Uiso 1 1 d . . . H16 H -0.041(3) -0.015(2) 0.345(2) 0.033(10) Uiso 1 1 d . . . H17 H 0.111(3) -0.023(2) 0.297(2) 0.032(11) Uiso 1 1 d . . . H19 H 0.142(2) 0.2014(19) 0.3042(19) 0.016(9) Uiso 1 1 d . . . H20 H -0.018(3) 0.211(2) 0.351(3) 0.055(13) Uiso 1 1 d . . . H33 H 0.261(4) 0.100(3) 0.496(4) 0.099(18) Uiso 1 1 d . . . H34 H 0.415(4) 0.099(3) 0.435(3) 0.081(16) Uiso 1 1 d . . . H36 H 0.581(3) 0.119(2) 0.695(2) 0.042(11) Uiso 1 1 d . . . H37 H 0.428(3) 0.124(2) 0.751(3) 0.049(12) Uiso 1 1 d . . . H23A H -0.159(3) 0.158(2) 0.378(2) 0.034(11) Uiso 1 1 d . . . H24A H -0.069(4) 0.100(3) 0.518(3) 0.054(14) Uiso 1 1 d . . . H23B H -0.192(4) 0.077(3) 0.341(3) 0.072(15) Uiso 1 1 d . . . H24B H -0.101(3) 0.023(3) 0.485(3) 0.069(16) Uiso 1 1 d . . . H24C H -0.180(3) 0.086(2) 0.508(2) 0.040(11) Uiso 1 1 d . . . N1 N 1.0523(2) 0.1609(2) 0.0714(2) 0.0435(9) Uani 1 1 d . . . N2 N -0.0386(2) 0.0993(2) 0.3507(2) 0.0371(8) Uani 1 1 d . . . O1 O 0.7955(2) 0.13321(17) 0.74496(17) 0.0484(8) Uani 1 1 d . . . O2 O 0.8779(2) 0.06234(17) 0.87974(18) 0.0506(8) Uani 1 1 d . . . O3 O 0.8868(2) 0.19915(16) 0.88081(19) 0.0510(8) Uani 1 1 d . . . O4 O 0.2259(2) 0.05745(17) 0.7408(2) 0.0527(8) Uani 1 1 d . . . O5 O 0.13317(19) 0.11208(16) 0.59736(19) 0.0513(8) Uani 1 1 d . . . O6 O 0.2231(2) 0.19337(16) 0.7192(2) 0.0547(8) Uani 1 1 d . . . S1 S 0.82814(7) 0.13260(6) 0.84477(7) 0.0388(3) Uani 1 1 d . . . S2 S 0.21920(8) 0.11977(6) 0.67571(8) 0.0434(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 0.040(2) 0.052(3) 0.042(3) 0.005(2) 0.007(2) -0.007(2) C2 0.038(2) 0.040(3) 0.049(3) 0.003(2) 0.011(2) -0.003(2) C3 0.036(2) 0.042(3) 0.037(2) 0.000(2) 0.0047(18) -0.001(2) C4 0.035(2) 0.042(3) 0.048(3) 0.003(2) 0.0052(19) -0.005(2) C5 0.037(2) 0.046(3) 0.045(3) -0.004(2) 0.0024(19) 0.002(2) C6 0.036(2) 0.038(3) 0.045(2) 0.001(2) 0.0116(19) 0.0029(19) C7 0.034(2) 0.038(3) 0.041(2) 0.000(2) 0.0080(18) 0.003(2) C8 0.032(2) 0.041(3) 0.036(2) -0.0006(19) 0.0078(17) -0.0023(19) C9 0.043(3) 0.037(3) 0.101(4) 0.014(3) 0.033(3) 0.003(2) C10 0.050(3) 0.035(3) 0.101(4) 0.008(3) 0.035(3) 0.006(2) C11 0.035(2) 0.033(3) 0.037(2) 0.0023(19) 0.0104(17) -0.0020(19) C12 0.043(3) 0.040(3) 0.090(4) 0.015(3) 0.030(2) 0.003(2) C13 0.041(3) 0.041(3) 0.087(4) 0.011(3) 0.025(2) 0.008(2) C14 0.029(2) 0.043(3) 0.042(2) 0.000(2) 0.0060(18) 0.001(2) C15 0.039(2) 0.039(3) 0.040(2) -0.002(2) 0.0139(19) 0.001(2) C16 0.043(2) 0.035(3) 0.043(2) 0.001(2) 0.012(2) -0.002(2) C17 0.042(2) 0.039(3) 0.037(2) -0.002(2) 0.0114(19) 0.002(2) C18 0.039(2) 0.035(3) 0.030(2) 0.0047(18) 0.0047(17) 0.0014(19) C19 0.037(2) 0.031(3) 0.047(2) 0.005(2) 0.0109(19) -0.002(2) C20 0.037(2) 0.036(3) 0.048(3) 0.001(2) 0.0100(19) 0.002(2) C21 0.032(2) 0.085(4) 0.062(3) 0.005(3) 0.015(2) -0.005(2) C22 0.044(3) 0.108(5) 0.063(3) 0.004(3) 0.025(2) 0.005(3) C23 0.032(2) 0.051(3) 0.051(3) 0.007(2) 0.014(2) 0.006(2) C24 0.030(3) 0.072(4) 0.048(3) -0.005(3) 0.017(2) 0.002(3) C25 0.035(2) 0.056(3) 0.032(2) -0.005(2) 0.0057(17) 0.000(2) C26 0.040(3) 0.076(4) 0.084(4) -0.021(3) 0.015(2) 0.002(3) C27 0.043(3) 0.128(6) 0.088(4) -0.045(4) 0.006(3) 0.018(3) C28 0.044(3) 0.168(8) 0.048(3) -0.026(4) 0.011(3) -0.025(4) C29 0.072(4) 0.138(7) 0.077(4) 0.005(4) 0.034(3) -0.038(4) C30 0.057(3) 0.079(4) 0.062(3) 0.008(3) 0.021(3) -0.015(3) C31 0.040(3) 0.280(11) 0.078(4) -0.041(5) 0.024(3) -0.016(4) C32 0.032(2) 0.030(3) 0.046(2) -0.0021(19) 0.0066(18) -0.0006(17) C33 0.037(3) 0.089(4) 0.050(3) 0.000(3) 0.002(2) -0.006(3) C34 0.052(3) 0.125(6) 0.043(3) -0.002(3) 0.014(2) 0.002(3) C35 0.033(2) 0.060(3) 0.056(3) 0.001(2) 0.010(2) -0.001(2) C36 0.029(2) 0.035(3) 0.056(3) 0.004(2) 0.003(2) -0.0014(18) C37 0.045(2) 0.033(3) 0.041(2) -0.001(2) 0.006(2) 0.0020(19) C38 0.043(3) 0.109(5) 0.079(4) 0.004(3) 0.025(3) -0.001(3) N1 0.0325(18) 0.055(3) 0.043(2) 0.0003(18) 0.0071(15) -0.0033(18) N2 0.0327(18) 0.042(2) 0.0378(18) 0.0032(16) 0.0100(14) -0.0017(16) O1 0.0505(17) 0.057(2) 0.0379(15) 0.0057(14) 0.0099(13) 0.0068(14) O2 0.0522(18) 0.045(2) 0.0529(18) 0.0066(14) 0.0065(14) 0.0131(15) O3 0.0438(17) 0.042(2) 0.069(2) -0.0112(15) 0.0146(15) -0.0109(14) O4 0.0460(18) 0.046(2) 0.070(2) 0.0089(16) 0.0204(15) 0.0031(14) O5 0.0317(15) 0.052(2) 0.0661(19) -0.0069(15) 0.0016(14) 0.0012(13) O6 0.0463(18) 0.042(2) 0.078(2) -0.0206(16) 0.0180(15) -0.0038(14) S1 0.0326(5) 0.0425(7) 0.0414(6) -0.0011(5) 0.0081(4) 0.0009(5) S2 0.0332(6) 0.0382(7) 0.0592(7) -0.0057(6) 0.0103(5) -0.0002(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 1.341(5) . ? C1 C2 1.369(6) . ? C2 C3 1.387(6) . ? C3 C4 1.401(6) . ? C3 C6 1.457(5) . ? C4 C5 1.361(6) . ? C5 N1 1.349(6) . ? C6 C7 1.330(6) . ? C7 C8 1.451(5) . ? C8 C13 1.377(6) . ? C8 C9 1.394(6) . ? C9 C10 1.378(6) . ? C10 C11 1.382(6) . ? C11 C12 1.371(6) . ? C11 C14 1.456(5) . ? C12 C13 1.370(6) . ? C14 C15 1.324(6) . ? C15 C18 1.461(5) . ? C16 N2 1.349(5) . ? C16 C17 1.366(6) . ? C17 C18 1.397(6) . ? C18 C19 1.393(6) . ? C19 C20 1.370(6) . ? C20 N2 1.346(5) . ? C21 C22 1.490(6) . ? C21 N1 1.493(5) . ? C23 N2 1.484(5) . ? C23 C24 1.506(6) . ? C25 C30 1.368(6) . ? C25 C26 1.378(6) . ? C25 S1 1.765(4) . ? C26 C27 1.393(7) . ? C27 C28 1.369(9) . ? C28 C29 1.336(9) . ? C28 C31 1.527(7) . ? C29 C30 1.396(7) . ? C32 C33 1.378(6) . ? C32 C37 1.386(5) . ? C32 S2 1.771(4) . ? C33 C34 1.383(6) . ? C34 C35 1.385(6) . ? C35 C36 1.377(6) . ? C35 C38 1.502(6) . ? C36 C37 1.381(6) . ? O1 S1 1.450(3) . ? O2 S1 1.452(3) . ? O3 S1 1.452(3) . ? O4 S2 1.455(3) . ? O5 S2 1.456(3) . ? O6 S2 1.449(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 120.9(4) . . ? C1 C2 C3 120.3(5) . . ? C2 C3 C4 117.0(4) . . ? C2 C3 C6 120.1(4) . . ? C4 C3 C6 122.9(4) . . ? C5 C4 C3 120.9(5) . . ? N1 C5 C4 120.3(5) . . ? C7 C6 C3 125.4(4) . . ? C6 C7 C8 127.2(4) . . ? C13 C8 C9 116.6(4) . . ? C13 C8 C7 120.2(4) . . ? C9 C8 C7 123.2(4) . . ? C10 C9 C8 120.8(5) . . ? C9 C10 C11 122.2(5) . . ? C12 C11 C10 116.3(4) . . ? C12 C11 C14 125.0(4) . . ? C10 C11 C14 118.7(4) . . ? C13 C12 C11 122.2(5) . . ? C12 C13 C8 121.9(5) . . ? C15 C14 C11 126.3(4) . . ? C14 C15 C18 124.1(4) . . ? N2 C16 C17 120.0(4) . . ? C16 C17 C18 121.3(4) . . ? C19 C18 C17 116.4(4) . . ? C19 C18 C15 123.4(4) . . ? C17 C18 C15 120.2(4) . . ? C20 C19 C18 121.2(4) . . ? N2 C20 C19 120.1(4) . . ? C22 C21 N1 112.1(3) . . ? N2 C23 C24 110.1(3) . . ? C30 C25 C26 119.0(4) . . ? C30 C25 S1 120.7(4) . . ? C26 C25 S1 120.1(4) . . ? C25 C26 C27 119.6(5) . . ? C28 C27 C26 121.7(6) . . ? C29 C28 C27 117.4(6) . . ? C29 C28 C31 121.8(7) . . ? C27 C28 C31 120.8(7) . . ? C28 C29 C30 123.2(6) . . ? C25 C30 C29 119.1(6) . . ? C33 C32 C37 118.6(4) . . ? C33 C32 S2 122.0(3) . . ? C37 C32 S2 119.4(3) . . ? C32 C33 C34 120.0(4) . . ? C33 C34 C35 122.0(4) . . ? C36 C35 C34 117.3(4) . . ? C36 C35 C38 120.4(4) . . ? C34 C35 C38 122.3(4) . . ? C35 C36 C37 121.3(4) . . ? C36 C37 C32 120.8(4) . . ? C1 N1 C5 120.5(4) . . ? C1 N1 C21 120.3(4) . . ? C5 N1 C21 119.1(4) . . ? C20 N2 C16 120.9(4) . . ? C20 N2 C23 120.2(4) . . ? C16 N2 C23 118.8(4) . . ? O1 S1 O3 113.13(18) . . ? O1 S1 O2 112.80(17) . . ? O3 S1 O2 113.18(18) . . ? O1 S1 C25 105.01(17) . . ? O3 S1 C25 105.65(19) . . ? O2 S1 C25 106.18(19) . . ? O6 S2 O4 113.34(19) . . ? O6 S2 O5 112.81(18) . . ? O4 S2 O5 112.74(18) . . ? O6 S2 C32 105.58(18) . . ? O4 S2 C32 105.48(18) . . ? O5 S2 C32 106.04(18) . . ? _chemical_name_common ;1,4-bis(2-(1-ethyl-pyridinium-4-yl)vinyl)benzene di-4- methylbenzenesulphonate ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- 2(744094).cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-02-17 at 14:23:22 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : gut19 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_gut19 _database_code_depnum_ccdc_archive 'CCDC 744094' #TrackingRef '- 2(744094).cif' _audit_creation_date 2010-02-17T14:23:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C37 H40 N2 O7 S2' _chemical_formula_weight 688.83 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9786(3) _cell_length_b 12.2743(4) _cell_length_c 14.0937(4) _cell_angle_alpha 88.107(2) _cell_angle_beta 87.121(2) _cell_angle_gamma 63.853(2) _cell_volume 1702.56(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.344 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.209 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_unetI/netI 0.1166 _diffrn_reflns_number 9972 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 26.41 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.73 _diffrn_measured_fraction_theta_max 0.73 _reflns_number_total 5107 _reflns_number_gt 2921 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0880P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0092(17) _refine_ls_number_reflns 5107 _refine_ls_number_parameters 457 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1066 _refine_ls_R_factor_gt 0.0615 _refine_ls_wR_factor_ref 0.1757 _refine_ls_wR_factor_gt 0.1568 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.899 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.314 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N1 N 0.6403(4) 0.1528(3) 0.5969(2) 0.0410(9) Uani 1 1 d . . . N2 N 1.2002(4) 0.4913(3) -0.3750(2) 0.0369(8) Uani 1 1 d . . . C1 C 0.7703(5) 0.1275(4) 0.5711(3) 0.0436(10) Uani 1 1 d . . . H1 H 0.8382 0.0903 0.6145 0.052 Uiso 1 1 calc R . . C2 C 0.8025(5) 0.1561(4) 0.4823(3) 0.0413(10) Uani 1 1 d . . . H2 H 0.8924 0.138 0.4657 0.05 Uiso 1 1 calc R . . C3 C 0.7027(4) 0.2122(4) 0.4155(3) 0.0360(9) Uani 1 1 d . . . C4 C 0.5696(5) 0.2383(4) 0.4452(3) 0.0434(10) Uani 1 1 d . . . H4 H 0.4995 0.2765 0.4036 0.052 Uiso 1 1 calc R . . C5 C 0.5421(5) 0.2077(4) 0.5353(3) 0.0444(11) Uani 1 1 d . . . H5 H 0.4529 0.2255 0.554 0.053 Uiso 1 1 calc R . . C6 C 0.7295(4) 0.2437(4) 0.3188(3) 0.0402(10) Uani 1 1 d . . . H6 H 0.6574 0.2745 0.2781 0.048 Uiso 1 1 calc R . . C7 C 0.8494(4) 0.2315(4) 0.2847(3) 0.0367(9) Uani 1 1 d . . . H7 H 0.9206 0.1983 0.326 0.044 Uiso 1 1 calc R . . C8 C 0.8820(4) 0.2643(4) 0.1904(3) 0.0354(9) Uani 1 1 d . . . C9 C 1.0049(4) 0.2723(4) 0.1749(3) 0.0369(9) Uani 1 1 d . . . H9 H 1.0635 0.2544 0.2247 0.044 Uiso 1 1 calc R . . C10 C 1.0411(4) 0.3059(4) 0.0884(3) 0.0354(9) Uani 1 1 d . . . C11 C 0.9565(4) 0.3304(4) 0.0108(3) 0.0325(8) Uani 1 1 d . . . C12 C 0.8349(4) 0.3207(4) 0.0257(3) 0.0381(9) Uani 1 1 d . . . H12 H 0.7777 0.336 -0.0246 0.046 Uiso 1 1 calc R . . C13 C 0.7980(4) 0.2892(4) 0.1131(3) 0.0403(10) Uani 1 1 d . . . H13 H 0.7159 0.2843 0.121 0.048 Uiso 1 1 calc R . . C14 C 0.9919(4) 0.3646(4) -0.0825(3) 0.0341(9) Uani 1 1 d . . . H14 H 0.9281 0.3826 -0.1288 0.041 Uiso 1 1 calc R . . C15 C 1.1056(4) 0.3730(4) -0.1088(3) 0.0348(9) Uani 1 1 d . . . H15 H 1.1709 0.353 -0.0635 0.042 Uiso 1 1 calc R . . C16 C 1.2908(4) 0.4516(4) -0.3056(3) 0.0380(10) Uani 1 1 d . . . H16 H 1.3751 0.4516 -0.3165 0.046 Uiso 1 1 calc R . . C17 C 1.2621(4) 0.4122(4) -0.2209(3) 0.0383(9) Uani 1 1 d . . . H17 H 1.3267 0.3857 -0.1746 0.046 Uiso 1 1 calc R . . C18 C 1.1367(4) 0.4103(3) -0.2017(3) 0.0333(9) Uani 1 1 d . . . C19 C 1.0460(4) 0.4497(4) -0.2760(3) 0.0343(9) Uani 1 1 d . . . H19 H 0.9626 0.4475 -0.2676 0.041 Uiso 1 1 calc R . . C20 C 1.0774(4) 0.4912(4) -0.3599(3) 0.0386(9) Uani 1 1 d . . . H20 H 1.0143 0.5196 -0.4072 0.046 Uiso 1 1 calc R . . C21 C 1.2304(5) 0.5375(5) -0.4660(3) 0.0514(12) Uani 1 1 d . . . H21A H 1.1546 0.5609 -0.5063 0.077 Uiso 1 1 calc R . . H21B H 1.3096 0.4753 -0.4963 0.077 Uiso 1 1 calc R . . H21C H 1.2466 0.6067 -0.4551 0.077 Uiso 1 1 calc R . . C22 C 0.6063(6) 0.1175(5) 0.6917(3) 0.0581(14) Uani 1 1 d . . . H22A H 0.6871 0.0796 0.7273 0.087 Uiso 1 1 calc R . . H22B H 0.5679 0.0615 0.6852 0.087 Uiso 1 1 calc R . . H22C H 0.5417 0.1883 0.7244 0.087 Uiso 1 1 calc R . . S1 S 0.35030(10) 0.58326(9) 0.26176(7) 0.0371(3) Uani 1 1 d . . . O1 O 0.2069(3) 0.6520(3) 0.2795(3) 0.0746(13) Uani 1 1 d . . . O2 O 0.4256(3) 0.5406(3) 0.34743(19) 0.0468(8) Uani 1 1 d . . . O3 O 0.4092(4) 0.6440(3) 0.1981(2) 0.0543(9) Uani 1 1 d . . . C45 C 0.3697(3) 0.4524(3) 0.2017(2) 0.0280(8) Uani 1 1 d . . . C46 C 0.4247(4) 0.4298(4) 0.1104(3) 0.0384(9) Uani 1 1 d . . . C47 C 0.4379(5) 0.3263(4) 0.0638(3) 0.0460(11) Uani 1 1 d . . . H47 H 0.4726 0.3124 0.0014 0.055 Uiso 1 1 calc R . . C48 C 0.3997(4) 0.2443(4) 0.1099(3) 0.0448(11) Uani 1 1 d . . . C49 C 0.3464(4) 0.2667(4) 0.2012(3) 0.0393(10) Uani 1 1 d . . . H49 H 0.3201 0.2118 0.232 0.047 Uiso 1 1 calc R . . C50 C 0.3311(4) 0.3689(3) 0.2480(3) 0.0322(8) Uani 1 1 d . . . H50 H 0.2953 0.3825 0.3101 0.039 Uiso 1 1 calc R . . C51 C 0.4178(6) 0.1294(5) 0.0608(5) 0.079(2) Uani 1 1 d . . . H51A H 0.3857 0.0836 0.1028 0.119 Uiso 1 1 calc R . . H51B H 0.5123 0.0813 0.0445 0.119 Uiso 1 1 calc R . . H51C H 0.3669 0.1506 0.0041 0.119 Uiso 1 1 calc R . . S2 S 0.20915(10) 0.19386(8) 0.45759(6) 0.0289(3) Uani 1 1 d . . . O7 O 0.1012(4) 0.1833(4) 0.4138(2) 0.0744(12) Uani 1 1 d . . . O8 O 0.1901(4) 0.3168(3) 0.4680(2) 0.0581(10) Uani 1 1 d . . . O9 O 0.3401(3) 0.1189(3) 0.4145(2) 0.0552(8) Uani 1 1 d . . . C59 C 0.2114(4) 0.1368(3) 0.5750(2) 0.0265(8) Uani 1 1 d . . . C60 C 0.3302(4) 0.0549(3) 0.6136(3) 0.0310(8) Uani 1 1 d . . . C61 C 0.3304(4) 0.0150(4) 0.7064(3) 0.0378(9) Uani 1 1 d . . . C62 C 0.2120(4) 0.0559(3) 0.7623(3) 0.0353(9) Uani 1 1 d . . . C63 C 0.0931(4) 0.1380(4) 0.7227(3) 0.0350(9) Uani 1 1 d . . . C64 C 0.0913(4) 0.1788(3) 0.6311(2) 0.0293(8) Uani 1 1 d . . . H64 H 0.0101 0.2344 0.6061 0.035 Uiso 1 1 calc R . . C65 C 0.2127(5) 0.0123(5) 0.8639(3) 0.0520(12) Uani 1 1 d . . . H65A H 0.2938 -0.0613 0.8732 0.078 Uiso 1 1 calc R . . H65B H 0.1347 -0.0026 0.877 0.078 Uiso 1 1 calc R . . H65C H 0.2101 0.0732 0.9061 0.078 Uiso 1 1 calc R . . O14 O 0.3047(4) 0.8603(4) 0.0891(3) 0.0714(11) Uani 1 1 d . . . H14A H 0.3222 0.7904 0.1052 0.107 Uiso 1 1 calc R . . C74 C 0.1669(6) 0.9342(6) 0.1062(4) 0.0692(15) Uani 1 1 d . . . H74A H 0.144 0.9296 0.1723 0.104 Uiso 1 1 calc R . . H74B H 0.1148 0.9075 0.0688 0.104 Uiso 1 1 calc R . . H74C H 0.147 1.0166 0.0892 0.104 Uiso 1 1 calc R . . H46 H 0.444(4) 0.496(4) 0.084(3) 0.042(11) Uiso 1 1 d . . . H61 H 0.413(5) -0.043(4) 0.724(3) 0.041(11) Uiso 1 1 d . . . H60 H 0.404(4) 0.025(4) 0.571(3) 0.030(10) Uiso 1 1 d . . . H10 H 1.123(4) 0.315(3) 0.078(2) 0.021(9) Uiso 1 1 d . . . H63 H 0.013(5) 0.165(4) 0.759(3) 0.036(11) 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 N1 0.058(3) 0.043(2) 0.0358(18) -0.0029(16) -0.0049(17) -0.035(2) N2 0.039(2) 0.0380(19) 0.0395(18) -0.0051(15) 0.0008(15) -0.0218(18) C1 0.045(3) 0.039(2) 0.049(2) 0.004(2) -0.015(2) -0.019(2) C2 0.042(3) 0.039(2) 0.047(2) 0.0052(19) -0.008(2) -0.021(2) C3 0.039(2) 0.032(2) 0.040(2) -0.0001(17) -0.0047(18) -0.018(2) C4 0.039(3) 0.045(2) 0.047(2) -0.005(2) -0.0082(19) -0.018(2) C5 0.040(3) 0.051(3) 0.047(2) -0.007(2) 0.001(2) -0.025(2) C6 0.033(2) 0.037(2) 0.049(2) 0.0016(19) -0.0123(19) -0.013(2) C7 0.032(2) 0.035(2) 0.040(2) 0.0010(18) -0.0111(18) -0.012(2) C8 0.035(2) 0.032(2) 0.037(2) -0.0061(17) -0.0009(17) -0.012(2) C9 0.033(2) 0.043(2) 0.032(2) -0.0041(18) -0.0083(17) -0.014(2) C10 0.029(2) 0.038(2) 0.035(2) -0.0019(18) -0.0050(17) -0.011(2) C11 0.032(2) 0.030(2) 0.0336(19) -0.0052(16) -0.0041(17) -0.0108(19) C12 0.030(2) 0.043(2) 0.042(2) 0.0030(19) -0.0110(18) -0.015(2) C13 0.027(2) 0.044(2) 0.051(2) 0.003(2) -0.0059(18) -0.017(2) C14 0.032(2) 0.036(2) 0.0335(19) -0.0016(17) -0.0089(17) -0.0132(19) C15 0.030(2) 0.035(2) 0.036(2) 0.0011(17) -0.0102(17) -0.0099(19) C16 0.026(2) 0.040(2) 0.048(2) -0.008(2) 0.0014(18) -0.014(2) C17 0.031(2) 0.035(2) 0.047(2) 0.0012(19) -0.0089(19) -0.012(2) C18 0.029(2) 0.031(2) 0.038(2) -0.0059(17) -0.0036(17) -0.0105(19) C19 0.024(2) 0.040(2) 0.038(2) -0.0041(18) 0.0005(16) -0.0124(19) C20 0.031(2) 0.043(2) 0.040(2) -0.0061(19) -0.0050(18) -0.014(2) C21 0.065(3) 0.057(3) 0.042(2) -0.006(2) 0.009(2) -0.037(3) C22 0.084(4) 0.067(3) 0.038(2) -0.003(2) -0.003(2) -0.046(3) S1 0.0258(6) 0.0328(6) 0.0506(6) -0.0103(5) -0.0043(4) -0.0100(5) O1 0.0237(17) 0.064(2) 0.125(3) -0.058(3) 0.0029(19) -0.0059(18) O2 0.0452(19) 0.063(2) 0.0401(16) -0.0099(15) -0.0046(13) -0.0306(18) O3 0.068(2) 0.0395(17) 0.064(2) 0.0093(15) -0.0123(17) -0.0308(18) C45 0.0140(17) 0.0313(19) 0.0342(19) -0.0014(16) -0.0056(15) -0.0052(16) C46 0.030(2) 0.043(2) 0.041(2) 0.000(2) 0.0010(18) -0.015(2) C47 0.031(2) 0.055(3) 0.040(2) -0.020(2) 0.0039(18) -0.007(2) C48 0.030(2) 0.035(2) 0.061(3) -0.018(2) -0.014(2) -0.005(2) C49 0.027(2) 0.031(2) 0.059(3) -0.001(2) -0.0067(19) -0.0118(19) C50 0.0203(19) 0.035(2) 0.038(2) -0.0004(17) -0.0040(16) -0.0085(18) C51 0.044(3) 0.055(3) 0.125(5) -0.057(4) -0.007(3) -0.005(3) S2 0.0281(5) 0.0281(5) 0.0290(5) -0.0003(4) -0.0013(4) -0.0111(4) O7 0.081(3) 0.138(4) 0.0434(18) 0.034(2) -0.0313(17) -0.083(3) O8 0.097(3) 0.0316(17) 0.0435(17) 0.0027(14) 0.0037(17) -0.0270(19) O9 0.0408(19) 0.054(2) 0.0454(17) 0.0057(15) 0.0130(15) 0.0000(17) C59 0.024(2) 0.0202(17) 0.0342(19) -0.0027(15) -0.0014(15) -0.0090(17) C60 0.022(2) 0.027(2) 0.039(2) 0.0029(17) -0.0025(17) -0.0063(18) C61 0.028(2) 0.029(2) 0.050(2) 0.0082(19) -0.009(2) -0.006(2) C62 0.043(3) 0.031(2) 0.035(2) 0.0030(17) -0.0058(18) -0.019(2) C63 0.030(2) 0.031(2) 0.038(2) -0.0036(18) 0.0054(18) -0.009(2) C64 0.021(2) 0.0272(19) 0.0345(19) 0.0023(16) -0.0012(16) -0.0063(17) C65 0.063(3) 0.051(3) 0.042(2) 0.017(2) -0.008(2) -0.026(3) O14 0.077(3) 0.073(3) 0.059(2) 0.009(2) 0.0037(19) -0.030(2) C74 0.064(4) 0.068(4) 0.062(3) 0.009(3) -0.003(3) -0.017(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 C5 1.337(6) . ? N1 C1 1.352(5) . ? N1 C22 1.472(5) . ? N2 C16 1.350(5) . ? N2 C20 1.354(5) . ? N2 C21 1.468(5) . ? C1 C2 1.360(6) . ? C2 C3 1.400(6) . ? C3 C4 1.395(6) . ? C3 C6 1.456(6) . ? C4 C5 1.370(6) . ? C6 C7 1.324(6) . ? C7 C8 1.449(5) . ? C8 C13 1.401(5) . ? C8 C9 1.402(5) . ? C9 C10 1.371(6) . ? C10 C11 1.407(5) . ? C11 C12 1.397(5) . ? C11 C14 1.453(5) . ? C12 C13 1.373(6) . ? C14 C15 1.330(5) . ? C15 C18 1.447(5) . ? C16 C17 1.348(6) . ? C17 C18 1.399(5) . ? C18 C19 1.402(5) . ? C19 C20 1.360(5) . ? S1 O1 1.434(3) . ? S1 O2 1.446(3) . ? S1 O3 1.450(3) . ? S1 C45 1.764(4) . ? C45 C46 1.376(5) . ? C45 C50 1.404(5) . ? C46 C47 1.397(6) . ? C47 C48 1.383(7) . ? C48 C49 1.371(6) . ? C48 C51 1.520(6) . ? C49 C50 1.377(5) . ? S2 O7 1.420(3) . ? S2 O9 1.438(3) . ? S2 O8 1.440(3) . ? S2 C59 1.773(4) . ? C59 C60 1.373(5) . ? C59 C64 1.397(5) . ? C60 C61 1.382(6) . ? C61 C62 1.382(6) . ? C62 C63 1.381(6) . ? C62 C65 1.512(5) . ? C63 C64 1.367(5) . ? O14 C74 1.392(7) . ? 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 C5 N1 C1 120.0(4) . . ? C5 N1 C22 119.5(4) . . ? C1 N1 C22 120.5(4) . . ? C16 N2 C20 119.6(3) . . ? C16 N2 C21 121.4(4) . . ? C20 N2 C21 119.0(4) . . ? N1 C1 C2 120.5(4) . . ? C1 C2 C3 121.1(4) . . ? C4 C3 C2 116.6(4) . . ? C4 C3 C6 119.1(4) . . ? C2 C3 C6 124.3(4) . . ? C5 C4 C3 120.2(4) . . ? N1 C5 C4 121.5(4) . . ? C7 C6 C3 124.5(4) . . ? C6 C7 C8 127.3(4) . . ? C13 C8 C9 117.4(4) . . ? C13 C8 C7 124.2(4) . . ? C9 C8 C7 118.4(3) . . ? C10 C9 C8 121.8(4) . . ? C9 C10 C11 120.6(4) . . ? C12 C11 C10 117.8(4) . . ? C12 C11 C14 119.9(3) . . ? C10 C11 C14 122.4(4) . . ? C13 C12 C11 121.4(3) . . ? C12 C13 C8 121.0(4) . . ? C15 C14 C11 127.1(4) . . ? C14 C15 C18 125.9(4) . . ? C17 C16 N2 121.6(4) . . ? C16 C17 C18 121.1(4) . . ? C17 C18 C19 115.9(4) . . ? C17 C18 C15 120.1(3) . . ? C19 C18 C15 124.0(3) . . ? C20 C19 C18 121.5(4) . . ? N2 C20 C19 120.4(4) . . ? O1 S1 O2 113.5(2) . . ? O1 S1 O3 113.6(2) . . ? O2 S1 O3 111.54(18) . . ? O1 S1 C45 105.51(17) . . ? O2 S1 C45 106.20(18) . . ? O3 S1 C45 105.80(17) . . ? C46 C45 C50 119.4(3) . . ? C46 C45 S1 120.9(3) . . ? C50 C45 S1 119.7(3) . . ? C45 C46 C47 120.0(4) . . ? C48 C47 C46 120.3(4) . . ? C49 C48 C47 119.4(3) . . ? C49 C48 C51 119.9(5) . . ? C47 C48 C51 120.7(4) . . ? C48 C49 C50 121.2(4) . . ? C49 C50 C45 119.7(3) . . ? O7 S2 O9 113.0(2) . . ? O7 S2 O8 114.5(3) . . ? O9 S2 O8 111.4(2) . . ? O7 S2 C59 105.86(17) . . ? O9 S2 C59 105.86(19) . . ? O8 S2 C59 105.38(16) . . ? C60 C59 C64 119.0(4) . . ? C60 C59 S2 121.3(3) . . ? C64 C59 S2 119.7(3) . . ? C59 C60 C61 120.3(4) . . ? C60 C61 C62 121.1(4) . . ? C61 C62 C63 118.1(4) . . ? C61 C62 C65 121.0(4) . . ? C63 C62 C65 120.9(4) . . ? C64 C63 C62 121.5(4) . . ? C63 C64 C59 120.0(4) . . ? _chemical_name_common ; 1,4-bis(2-(1-methyl-pyridinium-4-yl)vinyl)benzene di-4- methylbenzenesulphonate - methanol (2:1) ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- 3(744095).cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-02-22 at 15:57:22 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : gut20 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gut20 _database_code_depnum_ccdc_archive 'CCDC 744095' #TrackingRef '- 3(744095).cif' _audit_creation_date 2010-02-22T15:57:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C36 H40 N2 O7 S2' _chemical_formula_weight 676.82 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.9032(11) _cell_length_b 18.990(2) _cell_length_c 9.9994(11) _cell_angle_alpha 90 _cell_angle_beta 92.093(5) _cell_angle_gamma 90 _cell_volume 1689.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.33 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.209 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_unetI/netI 0.0379 _diffrn_reflns_number 7816 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 23.93 _diffrn_reflns_theta_full 23.93 _diffrn_measured_fraction_theta_full 0.986 _diffrn_measured_fraction_theta_max 0.986 _reflns_number_total 2594 _reflns_number_gt 1848 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0442P)^2^+1.0353P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2594 _refine_ls_number_parameters 310 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.1104 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.978 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.258 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.038 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0.03795(8) 0.63130(4) 0.64821(7) 0.0520(3) Uani 1 1 d . . . C4 C 0.8590(3) 0.63325(15) 0.0370(3) 0.0485(7) Uani 1 1 d . . . C7 C 1.2147(3) 0.53755(15) 0.1043(3) 0.0478(7) Uani 1 1 d . . . C8 C 1.3589(3) 0.51926(13) 0.0479(3) 0.0411(6) Uani 1 1 d . . . C9 C 1.4622(3) 0.48028(15) 0.1262(3) 0.0475(7) Uani 1 1 d . . . C10 C 1.4001(3) 0.53867(14) -0.0795(3) 0.0457(7) Uani 1 1 d . . . C6 C 1.1078(3) 0.57621(15) 0.0482(3) 0.0472(7) Uani 1 1 d . . . C12 C 0.0375(3) 0.68409(13) 0.5018(2) 0.0399(6) Uani 1 1 d . . . C17 C -0.0881(3) 0.72411(14) 0.4678(3) 0.0444(7) Uani 1 1 d . . . C3 C 0.9642(3) 0.59281(13) 0.1078(3) 0.0421(6) Uani 1 1 d . . . C14 C 0.1579(3) 0.72981(16) 0.3108(3) 0.0513(8) Uani 1 1 d . . . C16 C -0.0897(3) 0.76591(15) 0.3550(3) 0.0461(7) Uani 1 1 d . . . C13 C 0.1606(3) 0.68722(16) 0.4222(3) 0.0489(7) Uani 1 1 d . . . C1 C 0.7887(3) 0.58706(15) 0.2823(3) 0.0538(8) Uani 1 1 d . . . C2 C 0.9244(3) 0.56915(15) 0.2330(3) 0.0504(7) Uani 1 1 d . . . C15 C 0.0331(3) 0.76978(14) 0.2748(2) 0.0430(7) Uani 1 1 d . . . C5 C 0.7255(3) 0.64934(15) 0.0893(3) 0.0505(7) Uani 1 1 d . . . C11 C 0.5450(4) 0.6470(2) 0.2686(5) 0.0707(10) Uani 1 1 d . . . C18 C 0.0302(5) 0.8146(2) 0.1510(4) 0.0638(9) Uani 1 1 d . . . N1 N 0.6910(2) 0.62685(11) 0.2113(2) 0.0470(6) Uani 1 1 d . . . O3 O 0.0387(3) 0.68003(12) 0.7586(2) 0.0842(7) Uani 1 1 d . . . O1 O 0.1747(2) 0.59064(12) 0.6489(2) 0.0779(7) Uani 1 1 d . . . O2 O -0.0961(3) 0.59001(13) 0.6393(2) 0.0931(8) Uani 1 1 d . . . H9 H 1.437(3) 0.4672(13) 0.211(3) 0.043(7) Uiso 1 1 d . . . H16 H -0.174(3) 0.7908(12) 0.335(2) 0.038(7) Uiso 1 1 d . . . H5 H 0.652(3) 0.6756(15) 0.041(3) 0.065(9) Uiso 1 1 d . . . H4 H 0.878(3) 0.6496(14) -0.047(3) 0.054(8) Uiso 1 1 d . . . H1 H 0.760(3) 0.5717(14) 0.364(3) 0.052(8) Uiso 1 1 d . . . H17 H -0.175(3) 0.7206(12) 0.523(2) 0.040(7) Uiso 1 1 d . . . H14 H 0.244(3) 0.7336(14) 0.257(3) 0.065(9) Uiso 1 1 d . . . H10 H 1.335(3) 0.5647(14) -0.138(3) 0.057(8) Uiso 1 1 d . . . H18A H -0.046(4) 0.8472(17) 0.147(3) 0.071(10) Uiso 1 1 d . . . H13 H 0.245(3) 0.6585(14) 0.443(3) 0.055(8) Uiso 1 1 d . . . O4 O 0.6984(9) 0.4924(5) 0.5503(8) 0.084(2) Uani 0.5 1 d PD . . H7 H 1.194(3) 0.5170(15) 0.186(3) 0.068(10) Uiso 1 1 d . . . H2 H 0.986(3) 0.5434(15) 0.287(3) 0.064(9) Uiso 1 1 d . . . H18C H 0.028(3) 0.7843(16) 0.072(3) 0.072(10) Uiso 1 1 d . . . H6 H 1.126(3) 0.5959(16) -0.037(3) 0.073(10) Uiso 1 1 d . . . H11C H 0.546(4) 0.696(2) 0.295(3) 0.085(11) Uiso 1 1 d . . . H11B H 0.523(4) 0.612(2) 0.336(4) 0.109(15) Uiso 1 1 d . . . H11A H 0.468(5) 0.642(2) 0.196(5) 0.132(17) Uiso 1 1 d . . . H18B H 0.119(4) 0.8429(19) 0.147(3) 0.094(13) Uiso 1 1 d . . . H1O4 H 0.693(3) 0.460(2) 0.486(4) 0.18(3) Uiso 1 1 d D . . H2O4 H 0.546(6) 0.511(2) 0.512(8) 0.08(3) Uiso 0.5 1 d PD . . O4A O 0.6153(9) 0.4773(6) 0.5313(10) 0.109(3) Uani 0.5 1 d PD . . H3O4 H 0.774(7) 0.521(4) 0.576(9) 0.13(4) Uiso 0.5 1 d PD . . 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 0.0556(5) 0.0530(5) 0.0474(4) 0.0114(4) 0.0025(3) -0.0046(4) C4 0.0478(18) 0.0485(18) 0.0494(17) 0.0045(15) 0.0054(14) 0.0060(14) C7 0.0425(17) 0.0475(17) 0.0532(18) -0.0037(15) -0.0012(14) 0.0032(14) C8 0.0372(15) 0.0355(15) 0.0501(16) -0.0060(13) -0.0050(12) 0.0037(12) C9 0.0477(17) 0.0500(18) 0.0449(17) 0.0029(15) 0.0037(14) 0.0073(14) C10 0.0436(17) 0.0437(16) 0.0492(17) 0.0022(14) -0.0088(14) 0.0107(13) C6 0.0434(17) 0.0459(17) 0.0522(18) -0.0006(15) -0.0005(14) 0.0032(13) C12 0.0394(15) 0.0403(15) 0.0398(14) 0.0002(12) -0.0010(12) -0.0037(12) C17 0.0373(16) 0.0492(17) 0.0472(16) 0.0008(14) 0.0076(13) -0.0042(13) C3 0.0387(15) 0.0359(15) 0.0516(16) -0.0070(13) 0.0000(13) -0.0010(12) C14 0.0414(17) 0.069(2) 0.0436(17) 0.0081(15) 0.0087(14) 0.0057(15) C16 0.0384(16) 0.0453(17) 0.0542(18) 0.0007(14) -0.0045(14) 0.0066(13) C13 0.0385(16) 0.0586(19) 0.0498(17) 0.0079(15) 0.0023(14) 0.0091(14) C1 0.061(2) 0.0467(18) 0.0545(19) 0.0029(16) 0.0112(16) -0.0028(15) C2 0.0479(18) 0.0468(18) 0.0562(19) 0.0044(15) -0.0023(15) 0.0044(14) C15 0.0440(16) 0.0462(16) 0.0386(15) 0.0006(13) 0.0008(12) 0.0002(13) C5 0.0473(18) 0.0465(18) 0.0576(19) 0.0007(15) -0.0014(15) 0.0091(14) C11 0.057(2) 0.060(3) 0.097(3) -0.019(2) 0.026(2) 0.0059(18) C18 0.071(3) 0.069(2) 0.051(2) 0.012(2) 0.0027(17) 0.009(2) N1 0.0390(13) 0.0377(13) 0.0648(16) -0.0089(12) 0.0076(11) 0.0025(10) O3 0.132(2) 0.0777(16) 0.0437(12) 0.0028(12) 0.0109(12) 0.0011(14) O1 0.0738(15) 0.0868(17) 0.0733(15) 0.0318(13) 0.0056(11) 0.0259(13) O2 0.0753(16) 0.0947(18) 0.1080(19) 0.0489(16) -0.0146(13) -0.0378(14) O4 0.083(6) 0.095(5) 0.074(4) -0.004(4) 0.008(4) -0.009(5) O4A 0.122(8) 0.121(8) 0.085(5) -0.015(5) 0.006(6) 0.032(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 S1 O2 1.428(2) . ? S1 O3 1.440(2) . ? S1 O1 1.442(2) . ? S1 C12 1.774(3) . ? C4 C5 1.351(4) . ? C4 C3 1.386(4) . ? C7 C6 1.312(4) . ? C7 C8 1.463(4) . ? C8 C10 1.388(4) . ? C8 C9 1.398(4) . ? C9 C10 1.376(4) 3_865 ? C10 C9 1.376(4) 3_865 ? C6 C3 1.464(4) . ? C12 C13 1.379(4) . ? C12 C17 1.384(4) . ? C17 C16 1.378(4) . ? C3 C2 1.389(4) . ? C14 C13 1.376(4) . ? C14 C15 1.382(4) . ? C16 C15 1.382(4) . ? C1 N1 1.337(4) . ? C1 C2 1.364(4) . ? C15 C18 1.501(4) . ? C5 N1 1.338(3) . ? C11 N1 1.489(4) . ? O4 O4A 0.809(9) . ? 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 O2 S1 O3 112.40(16) . . ? O2 S1 O1 114.20(16) . . ? O3 S1 O1 111.11(15) . . ? O2 S1 C12 106.38(12) . . ? O3 S1 C12 105.61(13) . . ? O1 S1 C12 106.46(12) . . ? C5 C4 C3 121.0(3) . . ? C6 C7 C8 127.0(3) . . ? C10 C8 C9 117.7(2) . . ? C10 C8 C7 123.7(2) . . ? C9 C8 C7 118.6(3) . . ? C10 C9 C8 121.6(3) 3_865 . ? C9 C10 C8 120.7(3) 3_865 . ? C7 C6 C3 125.3(3) . . ? C13 C12 C17 119.1(2) . . ? C13 C12 S1 121.5(2) . . ? C17 C12 S1 119.39(19) . . ? C16 C17 C12 120.1(3) . . ? C4 C3 C2 116.8(3) . . ? C4 C3 C6 119.7(3) . . ? C2 C3 C6 123.5(3) . . ? C13 C14 C15 121.6(3) . . ? C17 C16 C15 121.4(3) . . ? C14 C13 C12 120.1(3) . . ? N1 C1 C2 121.1(3) . . ? C1 C2 C3 120.2(3) . . ? C16 C15 C14 117.7(3) . . ? C16 C15 C18 121.3(3) . . ? C14 C15 C18 121.0(3) . . ? N1 C5 C4 121.0(3) . . ? C1 N1 C5 119.8(2) . . ? C1 N1 C11 120.0(3) . . ? C5 N1 C11 120.1(3) . . ? _chemical_name_common ; 1,4-bis(2-(1-methyl-pyridinium-4-yl)vinyl)benzene di-4- methylbenzenesulphonate dihydrate ; #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_gut21 _database_code_depnum_ccdc_archive 'CCDC 744096' #TrackingRef '- 1(744096).cif' _audit_creation_date 2010-02-22T16:09:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C36 H36 N2 O6 S2' _chemical_formula_weight 656.79 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.806(2) _cell_length_b 12.627(3) _cell_length_c 13.592(3) _cell_angle_alpha 90.359(9) _cell_angle_beta 93.936(8) _cell_angle_gamma 114.693(7) _cell_volume 1679.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_diffrn 1.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.207 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_unetI/netI 0.0767 _diffrn_reflns_number 22599 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.7 _diffrn_reflns_theta_full 26.7 _diffrn_measured_fraction_theta_full 0.922 _diffrn_measured_fraction_theta_max 0.922 _reflns_number_total 6555 _reflns_number_gt 3311 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0808P)^2^+0.2786P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 6555 _refine_ls_number_parameters 511 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1411 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1765 _refine_ls_wR_factor_gt 0.1415 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.371 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.048 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' 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 0.21921(8) 0.31296(7) 1.03605(6) 0.0524(3) Uani 1 1 d . . . S2 S 0.63430(8) 1.07372(8) 0.76669(7) 0.0607(3) Uani 1 1 d . . . C11 C 0.9482(3) 0.1703(3) 0.4852(2) 0.0515(8) Uani 1 1 d . . . C12 C 1.0368(4) 0.2005(3) 0.4107(3) 0.0589(10) Uani 1 1 d . . . C23 C 0.6165(3) 0.9477(3) 0.6994(2) 0.0441(8) Uani 1 1 d . . . C15 C 1.0903(4) 0.1177(3) 0.6099(3) 0.0569(9) Uani 1 1 d . . . C18 C 1.1187(3) 0.0769(3) 0.7045(2) 0.0495(8) Uani 1 1 d . . . C8 C 0.8817(3) 0.2437(3) 0.3018(2) 0.0514(8) Uani 1 1 d . . . C35 C 0.0857(4) 0.3196(3) 0.8593(3) 0.0553(10) Uani 1 1 d . . . C17 C 1.2448(4) 0.0760(3) 0.7282(3) 0.0606(10) Uani 1 1 d . . . C30 C 0.2086(3) 0.3627(2) 0.9162(2) 0.0451(8) Uani 1 1 d . . . C7 C 0.8511(4) 0.2780(3) 0.2040(3) 0.0573(9) Uani 1 1 d . . . C3 C 0.7095(4) 0.2982(3) 0.0628(3) 0.0559(9) Uani 1 1 d . . . C14 C 0.9781(4) 0.1304(3) 0.5801(3) 0.0578(9) Uani 1 1 d . . . C31 C 0.3224(4) 0.4441(3) 0.8755(3) 0.0573(9) Uani 1 1 d . . . C33 C 0.1879(4) 0.4368(3) 0.7235(3) 0.0627(10) Uani 1 1 d . . . C6 C 0.7325(4) 0.2658(3) 0.1633(3) 0.0605(10) Uani 1 1 d . . . C16 C 1.2720(4) 0.0357(3) 0.8158(3) 0.0619(10) Uani 1 1 d . . . C19 C 1.0239(4) 0.0351(3) 0.7755(3) 0.0557(9) Uani 1 1 d . . . C28 C 0.5747(3) 0.9328(4) 0.6009(3) 0.0595(10) Uani 1 1 d . . . C24 C 0.6455(3) 0.8627(3) 0.7452(3) 0.0567(9) Uani 1 1 d . . . C9 C 0.7909(4) 0.2136(3) 0.3761(3) 0.0614(10) Uani 1 1 d . . . C13 C 1.0061(4) 0.2384(3) 0.3228(3) 0.0595(10) Uani 1 1 d . . . C4 C 0.8128(4) 0.3504(3) 0.0007(3) 0.0639(10) Uani 1 1 d . . . C34 C 0.0756(4) 0.3565(3) 0.7658(3) 0.0622(10) Uani 1 1 d . . . C10 C 0.8254(4) 0.1797(3) 0.4654(3) 0.0639(10) Uani 1 1 d . . . C22 C 1.2110(4) -0.0463(3) 0.9760(3) 0.0741(11) Uani 1 1 d . . . H22A H 1.1325 -0.0722 1.0139 0.111 Uiso 1 1 calc R . . H22B H 1.286 0.0162 1.0118 0.111 Uiso 1 1 calc R . . H22C H 1.2356 -0.1099 0.9644 0.111 Uiso 1 1 calc R . . C5 C 0.7838(5) 0.3793(4) -0.0912(4) 0.0729(12) Uani 1 1 d . . . C20 C 1.0550(4) -0.0062(3) 0.8602(3) 0.0581(10) Uani 1 1 d . . . C32 C 0.3109(4) 0.4797(3) 0.7816(3) 0.0707(11) Uani 1 1 d . . . C27 C 0.5626(4) 0.8345(5) 0.5492(4) 0.0805(14) Uani 1 1 d . . . C26 C 0.5901(4) 0.7497(4) 0.5935(4) 0.0790(13) Uani 1 1 d . . . C2 C 0.5783(4) 0.2749(4) 0.0242(4) 0.0715(11) Uani 1 1 d . . . C25 C 0.6323(4) 0.7648(4) 0.6927(4) 0.0763(12) Uani 1 1 d . . . C1 C 0.5554(5) 0.3064(4) -0.0674(4) 0.0775(12) Uani 1 1 d . . . C21 C 0.6298(5) 0.3929(4) -0.2253(3) 0.1023(15) Uani 1 1 d . . . H21A H 0.7143 0.4284 -0.256 0.153 Uiso 1 1 calc R . . H21B H 0.59 0.4478 -0.2206 0.153 Uiso 1 1 calc R . . H21C H 0.5681 0.3254 -0.2642 0.153 Uiso 1 1 calc R . . C36 C 0.1762(5) 0.4770(4) 0.6201(3) 0.0964(14) Uani 1 1 d . . . H36A H 0.0834 0.4378 0.5926 0.145 Uiso 1 1 calc R . . H36B H 0.235 0.459 0.5798 0.145 Uiso 1 1 calc R . . H36C H 0.2028 0.5597 0.6223 0.145 Uiso 1 1 calc R . . C29 C 0.5739(5) 0.6410(4) 0.5364(5) 0.147(2) Uani 1 1 d . . . H29A H 0.5983 0.5917 0.5795 0.22 Uiso 1 1 calc R . . H29B H 0.6324 0.6624 0.483 0.22 Uiso 1 1 calc R . . H29C H 0.4806 0.6 0.5104 0.22 Uiso 1 1 calc R . . N2 N 1.1788(3) -0.0048(2) 0.8811(2) 0.0521(7) Uani 1 1 d . . . N1 N 0.6561(4) 0.3578(3) -0.1255(2) 0.0687(9) Uani 1 1 d . . . O2 O 0.7782(2) 1.1368(2) 0.7899(2) 0.0966(10) Uani 1 1 d . . . O1 O 0.5611(2) 1.0312(2) 0.85386(18) 0.0791(8) Uani 1 1 d . . . O4 O 0.3488(3) 0.3921(2) 1.0832(2) 0.0902(9) Uani 1 1 d . . . O5 O 0.2142(3) 0.1989(2) 1.0227(2) 0.0963(9) Uani 1 1 d . . . O3 O 0.5718(3) 1.1316(2) 0.7033(2) 0.0884(8) Uani 1 1 d . . . O6 O 0.1073(3) 0.3161(3) 1.0822(2) 0.1091(11) Uani 1 1 d . . . H2 H 0.504(4) 0.247(3) 0.062(3) 0.094(14) Uiso 1 1 d . . . H5 H 0.844(4) 0.411(3) -0.134(3) 0.068(12) Uiso 1 1 d . . . H4 H 0.903(4) 0.374(3) 0.019(3) 0.074(12) Uiso 1 1 d . . . H7 H 0.931(3) 0.311(3) 0.165(2) 0.067(10) Uiso 1 1 d . . . H6 H 0.653(4) 0.230(3) 0.199(3) 0.087(13) Uiso 1 1 d . . . H10 H 0.769(3) 0.163(2) 0.515(2) 0.049(9) Uiso 1 1 d . . . H9 H 0.705(4) 0.214(3) 0.360(2) 0.075(11) Uiso 1 1 d . . . H12 H 1.117(3) 0.193(3) 0.424(2) 0.057(10) Uiso 1 1 d . . . H13 H 1.066(3) 0.260(3) 0.273(3) 0.072(11) Uiso 1 1 d . . . H15 H 1.160(3) 0.136(3) 0.566(2) 0.063(10) Uiso 1 1 d . . . H17 H 1.306(4) 0.100(3) 0.677(3) 0.080(12) Uiso 1 1 d . . . H14 H 0.910(3) 0.112(3) 0.629(3) 0.075(11) Uiso 1 1 d . . . H16 H 1.356(4) 0.040(3) 0.835(3) 0.093(14) Uiso 1 1 d . . . H20 H 0.998(3) -0.040(3) 0.908(3) 0.066(11) Uiso 1 1 d . . . H19 H 0.938(4) 0.033(3) 0.761(2) 0.076(12) Uiso 1 1 d . . . H28 H 0.554(3) 0.992(3) 0.574(2) 0.060(11) Uiso 1 1 d . . . H31 H 0.410(4) 0.474(3) 0.916(2) 0.071(11) Uiso 1 1 d . . . H32 H 0.387(4) 0.540(3) 0.757(2) 0.076(11) Uiso 1 1 d . . . H35 H 0.015(3) 0.270(3) 0.883(2) 0.048(10) Uiso 1 1 d . . . H1 H 0.466(4) 0.295(3) -0.091(3) 0.098(14) Uiso 1 1 d . . . H24 H 0.673(3) 0.873(3) 0.812(2) 0.051(10) Uiso 1 1 d . . . H25 H 0.651(3) 0.709(3) 0.725(3) 0.079(13) Uiso 1 1 d . . . H27 H 0.532(4) 0.834(3) 0.487(3) 0.084(14) Uiso 1 1 d . . . H34 H -0.012(3) 0.326(3) 0.726(2) 0.066(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 S1 0.0417(5) 0.0479(5) 0.0661(6) -0.0018(4) 0.0036(4) 0.0174(4) S2 0.0419(5) 0.0659(6) 0.0756(7) -0.0143(5) -0.0005(5) 0.0250(5) C11 0.044(2) 0.055(2) 0.055(2) 0.0019(17) 0.0067(17) 0.0197(17) C12 0.043(2) 0.076(3) 0.058(3) -0.0040(19) 0.0031(19) 0.026(2) C23 0.0276(16) 0.051(2) 0.051(2) 0.0016(16) 0.0053(14) 0.0137(15) C15 0.049(2) 0.066(2) 0.056(2) 0.0038(18) 0.0117(19) 0.0226(19) C18 0.0379(19) 0.050(2) 0.059(2) -0.0040(16) 0.0020(17) 0.0181(16) C8 0.049(2) 0.0487(19) 0.053(2) -0.0007(16) 0.0080(17) 0.0165(16) C35 0.044(2) 0.045(2) 0.070(3) 0.0037(19) 0.012(2) 0.0108(19) C17 0.046(2) 0.067(2) 0.069(3) 0.003(2) 0.012(2) 0.0237(19) C30 0.0362(19) 0.0320(17) 0.066(2) -0.0054(15) 0.0073(16) 0.0125(15) C7 0.050(2) 0.056(2) 0.067(3) 0.0001(18) 0.011(2) 0.0220(19) C3 0.059(2) 0.049(2) 0.067(3) -0.0015(18) 0.003(2) 0.0301(18) C14 0.050(2) 0.065(2) 0.058(2) 0.0001(18) 0.0091(19) 0.0231(19) C31 0.045(2) 0.048(2) 0.074(3) -0.0004(19) 0.008(2) 0.0139(18) C33 0.077(3) 0.049(2) 0.067(3) 0.0016(19) 0.013(2) 0.030(2) C6 0.052(2) 0.061(2) 0.072(3) 0.004(2) 0.012(2) 0.027(2) C16 0.043(2) 0.070(3) 0.077(3) -0.003(2) -0.001(2) 0.029(2) C19 0.042(2) 0.073(2) 0.055(2) 0.0010(19) 0.0038(19) 0.0278(19) C28 0.052(2) 0.064(3) 0.056(3) 0.003(2) 0.0000(18) 0.018(2) C24 0.043(2) 0.060(3) 0.059(3) 0.006(2) 0.0008(18) 0.0135(18) C9 0.044(2) 0.071(2) 0.073(3) 0.011(2) 0.010(2) 0.0264(19) C13 0.048(2) 0.074(3) 0.057(3) 0.001(2) 0.013(2) 0.024(2) C4 0.057(3) 0.068(3) 0.071(3) 0.011(2) 0.007(2) 0.031(2) C34 0.056(3) 0.059(2) 0.072(3) -0.004(2) -0.001(2) 0.025(2) C10 0.053(2) 0.077(3) 0.067(3) 0.016(2) 0.022(2) 0.029(2) C22 0.094(3) 0.084(3) 0.061(3) -0.007(2) -0.014(2) 0.058(2) C5 0.081(3) 0.071(3) 0.077(3) 0.011(2) 0.018(3) 0.040(3) C20 0.051(2) 0.071(2) 0.057(3) -0.001(2) 0.007(2) 0.030(2) C32 0.065(3) 0.050(2) 0.094(3) 0.011(2) 0.027(3) 0.016(2) C27 0.061(3) 0.092(4) 0.063(3) -0.018(3) 0.009(2) 0.006(2) C26 0.048(2) 0.058(3) 0.118(4) -0.027(3) 0.023(2) 0.009(2) C2 0.068(3) 0.082(3) 0.074(3) 0.002(2) 0.002(3) 0.041(2) C25 0.056(3) 0.051(3) 0.123(4) 0.008(3) 0.016(3) 0.022(2) C1 0.073(3) 0.086(3) 0.082(4) -0.010(3) -0.011(3) 0.045(3) C21 0.162(5) 0.096(3) 0.065(3) -0.004(2) -0.021(3) 0.075(3) C36 0.132(4) 0.088(3) 0.073(3) 0.018(2) 0.019(3) 0.048(3) C29 0.103(4) 0.090(4) 0.220(6) -0.079(4) 0.035(4) 0.012(3) N2 0.0543(18) 0.0568(17) 0.0519(18) -0.0108(14) -0.0039(15) 0.0314(15) N1 0.095(3) 0.063(2) 0.063(2) -0.0061(17) -0.007(2) 0.051(2) O2 0.0390(15) 0.0897(19) 0.145(3) -0.0509(18) -0.0040(14) 0.0134(14) O1 0.0655(16) 0.121(2) 0.0647(16) -0.0147(15) 0.0093(13) 0.0518(16) O4 0.0672(17) 0.0874(19) 0.0855(19) -0.0024(15) -0.0161(14) 0.0059(15) O5 0.149(3) 0.0526(16) 0.087(2) 0.0007(14) -0.0081(18) 0.0449(17) O3 0.101(2) 0.0800(19) 0.102(2) 0.0042(16) -0.0014(16) 0.0572(17) O6 0.083(2) 0.198(3) 0.083(2) 0.043(2) 0.0385(16) 0.090(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 S1 O6 1.414(3) . ? S1 O5 1.428(3) . ? S1 O4 1.439(2) . ? S1 C30 1.763(3) . ? S2 O2 1.430(2) . ? S2 O3 1.440(3) . ? S2 O1 1.449(3) . ? S2 C23 1.763(3) . ? C11 C12 1.385(5) . ? C11 C10 1.389(5) . ? C11 C14 1.452(5) . ? C12 C13 1.361(5) . ? C23 C28 1.369(5) . ? C23 C24 1.378(5) . ? C15 C14 1.326(5) . ? C15 C18 1.448(5) . ? C18 C17 1.383(4) . ? C18 C19 1.396(4) . ? C8 C13 1.384(5) . ? C8 C9 1.398(5) . ? C8 C7 1.459(5) . ? C35 C34 1.369(5) . ? C35 C30 1.382(4) . ? C17 C16 1.360(5) . ? C30 C31 1.385(4) . ? C7 C6 1.308(5) . ? C3 C4 1.384(5) . ? C3 C2 1.385(5) . ? C3 C6 1.462(5) . ? C31 C32 1.371(5) . ? C33 C34 1.381(5) . ? C33 C32 1.390(5) . ? C33 C36 1.512(5) . ? C16 N2 1.327(4) . ? C19 C20 1.347(5) . ? C28 C27 1.375(6) . ? C24 C25 1.373(6) . ? C9 C10 1.368(5) . ? C4 C5 1.356(5) . ? C22 N2 1.469(4) . ? C5 N1 1.339(5) . ? C20 N2 1.342(4) . ? C27 C26 1.360(7) . ? C26 C25 1.378(6) . ? C26 C29 1.510(6) . ? C2 C1 1.348(6) . ? C1 N1 1.328(5) . ? C21 N1 1.475(5) . ? 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 O6 S1 O5 114.5(2) . . ? O6 S1 O4 112.59(19) . . ? O5 S1 O4 111.08(18) . . ? O6 S1 C30 105.62(15) . . ? O5 S1 C30 105.65(15) . . ? O4 S1 C30 106.67(15) . . ? O2 S2 O3 115.30(18) . . ? O2 S2 O1 112.30(17) . . ? O3 S2 O1 112.23(16) . . ? O2 S2 C23 104.89(14) . . ? O3 S2 C23 105.83(16) . . ? O1 S2 C23 105.25(16) . . ? C12 C11 C10 116.6(3) . . ? C12 C11 C14 123.4(3) . . ? C10 C11 C14 120.0(3) . . ? C13 C12 C11 121.9(4) . . ? C28 C23 C24 118.9(3) . . ? C28 C23 S2 120.8(3) . . ? C24 C23 S2 120.3(3) . . ? C14 C15 C18 126.6(4) . . ? C17 C18 C19 116.1(3) . . ? C17 C18 C15 120.1(3) . . ? C19 C18 C15 123.8(3) . . ? C13 C8 C9 117.4(3) . . ? C13 C8 C7 118.9(3) . . ? C9 C8 C7 123.6(3) . . ? C34 C35 C30 121.4(4) . . ? C16 C17 C18 120.9(4) . . ? C35 C30 C31 117.9(3) . . ? C35 C30 S1 120.5(3) . . ? C31 C30 S1 121.6(3) . . ? C6 C7 C8 128.0(4) . . ? C4 C3 C2 116.2(4) . . ? C4 C3 C6 123.6(3) . . ? C2 C3 C6 120.2(4) . . ? C15 C14 C11 127.0(4) . . ? C32 C31 C30 120.0(4) . . ? C34 C33 C32 116.4(4) . . ? C34 C33 C36 121.4(4) . . ? C32 C33 C36 122.1(4) . . ? C7 C6 C3 124.6(4) . . ? N2 C16 C17 121.4(4) . . ? C20 C19 C18 120.7(4) . . ? C23 C28 C27 120.1(4) . . ? C25 C24 C23 120.3(4) . . ? C10 C9 C8 120.4(4) . . ? C12 C13 C8 121.4(4) . . ? C5 C4 C3 120.3(4) . . ? C35 C34 C33 121.6(4) . . ? C9 C10 C11 122.2(4) . . ? N1 C5 C4 121.9(4) . . ? N2 C20 C19 121.5(4) . . ? C31 C32 C33 122.6(4) . . ? C26 C27 C28 121.7(5) . . ? C27 C26 C25 118.1(4) . . ? C27 C26 C29 121.2(5) . . ? C25 C26 C29 120.6(5) . . ? C1 C2 C3 121.0(5) . . ? C24 C25 C26 120.9(4) . . ? N1 C1 C2 121.9(4) . . ? C16 N2 C20 119.3(3) . . ? C16 N2 C22 120.6(3) . . ? C20 N2 C22 120.1(3) . . ? C1 N1 C5 118.6(4) . . ? C1 N1 C21 121.4(4) . . ? C5 N1 C21 120.0(4) . . ? _chemical_name_common ;1,4-bis(2-(1-methyl-pyridinium-4-yl)vinyl)benzene di-4- methylbenzenesulphonate ;