Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2002 data_global _publ_requested_journal 'Journal of Materials Chemistry' _journal_coden_Cambridge 1145 loop_ _publ_author_name 'Saito, Gunzi' 'Aoki, Takashi' 'Drozdova, Olga O.' 'Kitagawa, Hiroshi' 'Mitani, Tadaoki' 'Otsuka, Akihiro' 'Sasaki, Hiroshi' 'Yakushi, Kyuya' 'Yamochi, Hideki' 'Yoshida, Yukihiro' _publ_contact_author_name 'Dr Gunzi Saito' _publ_contact_author_address ; Division of Chemistry, Graduate School of Science Kyoto University Sakyo-ku Kyoto 606-8502 JAPAN ; _publ_contact_author_email 'saito@kuchem.kyoto-u.ac.jp' _publ_section_title ; Complex Formation of Ethylenedioxy-Ethylenedithio-Tetrathiafulvalene (EDOEDT-TTF:EOET) and Its Self-assembling Ability ; _publ_section_exptl_refinement '' data_(EOET)(TCNQ) _database_code_CSD 175474 #------------------------------------------------------------------------------ _chemical_compound_source 'Local laboratory' _exptl_crystal_description 'Needle' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _chemical_formula_sum 'C22 H12 O2 N4 S6 ' _chemical_formula_weight 556.76 _cell_length_a 7.213(3) _cell_length_b 19.856(5) _cell_length_c 4.0410(9) _cell_angle_alpha 92.08(1) _cell_angle_beta 89.61(2) _cell_angle_gamma 95.59(1) _cell_volume 575.6(3) _cell_measurement_reflns_used '??' _cell_measurement_theta_min '1' _cell_measurement_theta_max '27.5' _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.606 _exptl_crystal_F_000 284 _diffrn_radiation_type 'Mo K-alpha' _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 0.625 _cell_measurement_temperature 'room temperature' _diffrn_measurement_device 'Mac Science MXC18' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_reflns_number 1870 _reflns_number_total 1822 _reflns_number_observed 1572 _reflns_observed_criterion 'refl_observed_if_I_>_1.50_sigma(I)' _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 25.53 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_limit_l_max 5 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_obs 0.057 _refine_ls_wR_factor_obs 0.134 _refine_ls_hydrogen_treatment mixed _refine_ls_abs_structure_Flack -0.1(2) _refine_ls_number_reflns 1572 _refine_ls_number_parameters 304 _refine_ls_goodness_of_fit_obs 1.071 _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+0.7042P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/esd_max 0.2080 _refine_ls_shift/esd_mean 0.0492 _refine_diff_density_min -0.293 _refine_diff_density_max 0.406 _refine_ls_extinction_method 'None' _atom_type_scat_source 'International Tables (1974)' _publ_section_exptl_refinement '' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z _symmetry_space_group_name_H-M 'P 1 ' _symmetry_cell_setting 'Triclinic' #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.540(2) 0.7236(7) 0.923(4) 0.075(4) Uani 1 d . . . C2 C 0.4078(17) 0.6702(6) 0.955(3) 0.054(3) Uani 1 d . . . C3 C 0.7167(18) 0.8420(5) 0.913(3) 0.049(3) Uani 1 d . . . C4 C 0.836(2) 0.8011(6) 0.768(3) 0.063(4) Uani 1 d . . . C5 C 0.1088(17) 0.5972(6) 1.086(3) 0.055(3) Uani 1 d . . . C6 C 0.218(2) 0.5537(7) 0.943(4) 0.065(4) Uani 1 d . . . C7 C 0.970(2) 0.9459(5) 0.795(4) 0.060(3) Uani 1 d . . . C8 C 1.100(2) 0.8968(5) 0.824(3) 0.058(3) Uani 1 d . . . C9 C -0.152(2) 0.5097(6) 1.015(4) 0.064(4) Uani 1 d . . . C10 C -0.003(2) 0.4583(6) 1.051(4) 0.072(4) Uani 1 d . . . C11 C 0.774(2) 0.0961(5) 0.415(3) 0.054(3) Uani 1 d . . . C12 C 0.4589(19) 0.0419(5) 0.406(3) 0.054(3) Uani 1 d . . . C13 C 0.5847(17) 0.0979(5) 0.520(3) 0.047(3) Uani 1 d . . . C14 C 0.5247(18) 0.1496(5) 0.724(3) 0.046(3) Uani 1 d . . . C15 C 0.6630(18) 0.2053(5) 0.830(3) 0.055(3) Uani 1 d . . . C16 C 0.3398(16) 0.1520(5) 0.835(3) 0.049(3) Uani 1 d . . . C17 C 0.6020(17) 0.2571(5) 1.030(3) 0.050(3) Uani 1 d . . . C18 C 0.2860(17) 0.2012(5) 1.031(3) 0.048(3) Uani 1 d . . . C19 C 0.4136(17) 0.2570(5) 1.136(3) 0.045(3) Uani 1 d . . . C20 C 0.3572(18) 0.3103(5) 1.342(3) 0.051(3) Uani 1 d . . . C21 C 0.491(2) 0.3663(6) 1.449(3) 0.064(4) Uani 1 d . . . C22 C 0.170(2) 0.3109(5) 1.463(3) 0.054(3) Uani 1 d . . . O7 O -0.0880(10) 0.5802(3) 1.2215(16) 0.0401(17) Uani 1 d . . . O8 O 0.1872(12) 0.4792(3) 0.8734(17) 0.054(2) Uani 1 d . . . N11 N 0.9163(16) 0.0936(5) 0.312(3) 0.067(3) Uani 1 d . . . N12 N 0.3502(18) -0.0021(5) 0.302(3) 0.073(3) Uani 1 d . . . N13 N 0.5833(19) 0.4097(5) 1.533(3) 0.086(4) Uani 1 d . . . N14 N 0.0129(18) 0.3111(5) 1.546(4) 0.080(4) Uani 1 d . . . S1 S 0.5019(5) 0.80568(18) 1.0596(10) 0.0712(11) Uani 1 d . . . S2 S 0.7533(5) 0.71395(15) 0.7459(10) 0.0761(12) Uani 1 d . . . S3 S 0.1884(5) 0.67987(16) 1.1414(9) 0.0715(11) Uani 1 d . . . S4 S 0.4364(5) 0.58852(16) 0.8125(10) 0.0724(11) Uani 1 d . . . S5 S 0.7456(6) 0.92625(16) 0.9633(10) 0.0803(12) Uani 1 d . . . S6 S 1.0464(5) 0.81859(16) 0.6238(10) 0.0750(12) Uani 1 d . . . H7A H 0.9557 0.9545 0.5547 0.050 Uiso 1 calc . . . H7B H 1.0250 0.9892 0.9044 0.050 Uiso 1 calc . . . H8A H 1.1161 0.8891 1.0643 0.050 Uiso 1 calc . . . H8B H 1.2225 0.9166 0.7373 0.050 Uiso 1 calc . . . H9A H -0.2750 0.4896 1.1020 0.050 Uiso 1 calc . . . H9B H -0.1681 0.5192 0.7763 0.050 Uiso 1 calc . . . H10A H -0.0547 0.4131 0.9581 0.050 Uiso 1 calc . . . H10B H 0.0216 0.4533 1.2917 0.050 Uiso 1 calc . . . H15 H 0.7964 0.2060 0.7597 0.050 Uiso 1 calc . . . H16 H 0.2446 0.1144 0.7629 0.050 Uiso 1 calc . . . H17 H 0.6937 0.2958 1.1022 0.050 Uiso 1 calc . . . H18 H 0.1533 0.1993 1.1056 0.050 Uiso 1 calc . . . 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 0.076(13) 0.079(8) 0.074(9) -0.016(7) -0.017(9) 0.033(7) C2 0.047(8) 0.060(6) 0.055(7) -0.013(5) -0.009(6) 0.008(5) C3 0.045(8) 0.052(5) 0.048(7) -0.009(4) -0.008(5) 0.010(4) C4 0.098(12) 0.056(6) 0.040(6) -0.010(5) -0.007(7) 0.032(6) C5 0.029(7) 0.071(7) 0.064(8) -0.001(6) -0.007(6) -0.002(4) C6 0.068(11) 0.065(7) 0.063(9) 0.000(6) -0.005(8) 0.019(6) C7 0.067(8) 0.043(5) 0.068(8) -0.007(5) 0.001(6) -0.001(5) C8 0.067(9) 0.047(5) 0.057(7) -0.012(5) -0.007(6) -0.009(5) C9 0.057(9) 0.055(6) 0.078(9) -0.001(6) 0.015(7) -0.004(5) C10 0.089(11) 0.049(6) 0.076(10) -0.006(6) 0.010(8) -0.006(6) C11 0.058(9) 0.037(5) 0.065(7) -0.005(4) -0.002(6) 0.002(4) C12 0.060(8) 0.040(5) 0.059(7) 0.001(4) 0.003(6) -0.006(5) C13 0.040(6) 0.039(4) 0.062(7) 0.005(4) 0.001(5) 0.000(4) C14 0.054(8) 0.042(5) 0.039(6) 0.003(4) -0.005(5) -0.004(4) C15 0.045(7) 0.054(6) 0.065(8) -0.003(5) 0.008(6) -0.007(4) C16 0.031(6) 0.052(5) 0.061(7) 0.000(5) -0.003(5) -0.007(4) C17 0.049(7) 0.038(4) 0.063(7) 0.000(4) -0.003(6) -0.007(4) C18 0.031(6) 0.043(5) 0.067(8) 0.002(4) -0.009(5) -0.007(4) C19 0.034(6) 0.039(4) 0.062(7) 0.007(4) -0.004(6) -0.001(4) C20 0.061(8) 0.037(4) 0.054(6) 0.006(4) -0.003(6) 0.000(4) C21 0.070(10) 0.056(6) 0.063(8) -0.008(5) 0.010(7) -0.005(6) C22 0.057(9) 0.041(5) 0.064(7) -0.001(4) -0.005(6) -0.001(4) O7 0.038(5) 0.036(3) 0.044(4) 0.003(3) -0.003(3) -0.007(2) O8 0.069(6) 0.035(3) 0.052(5) -0.015(3) 0.006(4) -0.018(3) N11 0.048(8) 0.065(6) 0.089(8) -0.007(5) 0.000(6) 0.013(4) N12 0.075(9) 0.071(6) 0.070(7) -0.006(5) 0.002(6) -0.005(5) N13 0.091(10) 0.062(6) 0.098(9) -0.016(6) -0.008(7) -0.026(6) N14 0.065(9) 0.061(6) 0.112(10) -0.005(6) 0.032(7) 0.000(5) S1 0.056(3) 0.0699(18) 0.088(2) -0.0173(17) 0.001(2) 0.0165(15) S2 0.064(3) 0.0614(18) 0.103(3) -0.0255(18) 0.000(2) 0.0182(15) S3 0.062(3) 0.0645(18) 0.087(3) -0.0234(17) -0.008(2) 0.0103(15) S4 0.061(3) 0.0672(19) 0.090(3) -0.0201(17) -0.008(2) 0.0184(16) S5 0.093(3) 0.0506(15) 0.096(3) -0.0088(16) 0.012(2) 0.0071(16) S6 0.075(3) 0.0627(19) 0.085(3) -0.0032(17) 0.011(2) 0.0011(16) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 S2 121.8(7) . . ? C2 C1 S1 121.9(9) . . ? S2 C1 S1 116.3(9) . . ? C1 C2 S4 123.6(7) . . ? C1 C2 S3 121.9(7) . . ? S4 C2 S3 114.5(7) . . ? C4 C3 S5 127.5(11) . . ? C4 C3 S1 118.9(10) . . ? S5 C3 S1 113.6(7) . . ? C3 C4 S6 130.6(11) . . ? C3 C4 S2 114.6(12) . . ? S6 C4 S2 114.8(6) . . ? C6 C5 O7 126.4(12) . . ? C6 C5 S3 120.1(11) . . ? O7 C5 S3 113.5(8) . . ? C5 C6 O8 131.5(14) . . ? C5 C6 S4 115.7(11) . . ? O8 C6 S4 112.7(8) . . ? C8 C7 S5 117.1(9) . . ? C7 C8 S6 117.5(11) . . ? C10 C9 O7 110.1(11) . . ? C9 C10 O8 114.3(10) . . ? N11 C11 C13 175.0(15) . . ? N12 C12 C13 176.7(13) . . ? C14 C13 C12 121.5(11) . . ? C14 C13 C11 123.1(10) . . ? C12 C13 C11 115.4(10) . . ? C13 C14 C16 124.3(11) . . ? C13 C14 C15 118.0(11) . . ? C16 C14 C15 117.8(10) . . ? C17 C15 C14 117.7(11) . . ? C18 C16 C14 123.4(11) . . ? C15 C17 C19 122.2(10) . . ? C16 C18 C19 121.2(11) . . ? C20 C19 C17 120.6(10) . . ? C20 C19 C18 121.7(10) . . ? C17 C19 C18 117.7(9) . . ? C19 C20 C22 122.2(10) . . ? C19 C20 C21 120.4(11) . . ? C22 C20 C21 117.4(10) . . ? N13 C21 C20 176.2(16) . . ? N14 C22 C20 176.6(15) . . ? C5 O7 C9 101.4(8) . . ? C6 O8 C10 103.4(8) . . ? C1 S1 C3 94.1(7) . . ? C1 S2 C4 96.0(7) . . ? C5 S3 C2 94.3(6) . . ? C2 S4 C6 95.4(6) . . ? C3 S5 C7 102.1(6) . . ? C4 S6 C8 98.9(6) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.367(14) . ? C1 S2 1.716(16) . ? C1 S1 1.748(12) . ? C2 S4 1.731(11) . ? C2 S3 1.772(13) . ? C3 C4 1.357(16) . ? C3 S5 1.671(11) . ? C3 S1 1.753(14) . ? C4 S6 1.630(17) . ? C4 S2 1.775(13) . ? C5 C6 1.338(17) . ? C5 O7 1.529(14) . ? C5 S3 1.693(12) . ? C6 O8 1.490(15) . ? C6 S4 1.745(17) . ? C7 C8 1.424(18) . ? C7 S5 1.764(15) . ? C8 S6 1.734(11) . ? C9 C10 1.567(19) . ? C9 O7 1.632(14) . ? C10 O8 1.569(17) . ? C11 N11 1.111(14) . ? C11 C13 1.430(16) . ? C12 N12 1.183(16) . ? C12 C13 1.430(15) . ? C13 C14 1.392(14) . ? C14 C16 1.410(16) . ? C14 C15 1.469(14) . ? C15 C17 1.389(15) . ? C16 C18 1.320(16) . ? C17 C19 1.422(16) . ? C18 C19 1.424(14) . ? C19 C20 1.413(15) . ? C20 C22 1.431(18) . ? C20 C21 1.454(17) . ? C21 N13 1.082(17) . ? C22 N14 1.182(16) . ? #=================================================== #===END data_(EOET)2[(MeO)2TCNQ] _database_code_CSD 175475 #------------------------------------------------------------------------------ _chemical_compound_source 'Local laboratory' _exptl_crystal_description 'Block' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.35 _chemical_formula_moiety 'C34 H24 O6 N4 S12 ' _chemical_formula_weight 969.38 _cell_length_a 9.887(4) _cell_length_b 12.024(4) _cell_length_c 9.387(4) _cell_angle_alpha 94.75(3) _cell_angle_beta 109.87(4) _cell_angle_gamma 103.17(3) _cell_volume 1006.2(7) _cell_measurement_reflns_used '??' _cell_measurement_theta_min '1' _cell_measurement_theta_max '27.5' _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.600 _diffrn_radiation_type 'Mo K-alpha' _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 0.674 _exptl_crystal_F_000 496 _cell_measurement_temperature 'room temperature' _diffrn_measurement_device 'Mac Science MXC18' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_reflns_number 5059 _reflns_number_total 4565 _reflns_number_observed 3148 _reflns_observed_criterion 'refl_observed_if_I_>_2.00_sigma(I)' _diffrn_reflns_av_R_equivalents 0.010 _diffrn_reflns_theta_max 24.19 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs 0.055 _refine_ls_wR_factor_obs 0.064 _refine_ls_hydrogen_treatment 'refxyz' _refine_ls_number_reflns 3148 _refine_ls_number_parameters 256 _refine_ls_goodness_of_fit_obs 1.276 _refine_ls_weighting_scheme 'Unit' _refine_ls_shift/esd_max 0.1569 _refine_ls_shift/esd_mean 0.0351 _refine_diff_density_min -0.53 _refine_diff_density_max 0.48 _refine_ls_extinction_method 'None' _atom_type_scat_source 'International Tables (1974)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_collection 'MXC(MAC Science)' _computing_publication_material 'Crystan' _computing_structure_refinement 'Crystan' _computing_structure_solution 'Crystan' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z _symmetry_space_group_name_H-M 'P -1 ' _symmetry_cell_setting 'Triclinic' #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type S1 0.83050(15) 0.09680(11) 0.14470(17) 0.0503(7) 1.000 Uij S2 0.56990(16) -0.02940(11) 0.20830(18) 0.0516(7) 1.000 Uij S3 0.86290(16) -0.13930(12) -0.00100(18) 0.0524(7) 1.000 Uij S4 0.60750(16) -0.27310(12) 0.06970(17) 0.0521(7) 1.000 Uij S5 0.82090(19) 0.32690(12) 0.25110(22) 0.0680(9) 1.000 Uij S6 0.51270(17) 0.18210(13) 0.32940(20) 0.0605(8) 1.000 Uij O7 0.8897(5) -0.3359(3) -0.1270(5) 0.075(3) 1.000 Uij O8 0.6296(5) -0.4710(3) -0.0600(5) 0.064(2) 1.000 Uij O18 1.1239(4) -0.1368(3) 0.3619(5) 0.054(2) 1.000 Uij N1 0.9646(6) -0.3932(4) 0.2954(7) 0.073(3) 1.000 Uij N2 0.6508(7) -0.3393(4) 0.4854(7) 0.081(4) 1.000 Uij C1 0.7078(6) -0.0373(4) 0.1339(6) 0.043(3) 1.000 Uij C2 0.7237(6) -0.1373(4) 0.0738(6) 0.044(3) 1.000 Uij C3 0.7375(6) 0.1793(4) 0.2200(6) 0.046(3) 1.000 Uij C4 0.6208(6) 0.1227(4) 0.2499(6) 0.047(3) 1.000 Uij C5 0.8040(6) -0.2906(5) -0.0583(7) 0.053(3) 1.000 Uij C6 0.6910(6) -0.3491(5) -0.0268(7) 0.051(3) 1.000 Uij C7 0.7133(7) 0.3859(5) 0.3405(9) 0.074(4) 1.000 Uij C8 0.6531(7) 0.3129(5) 0.4384(8) 0.063(3) 1.000 Uij C9 0.8147(13) -0.4582(7) -0.1798(15) 0.165(8) 1.000 Uij C10 0.7194(13) -0.5179(6) -0.1296(15) 0.166(8) 1.000 Uij C11 0.9313(6) -0.3222(4) 0.3521(7) 0.049(3) 1.000 Uij C12 0.7515(7) -0.2953(4) 0.4594(7) 0.052(3) 1.000 Uij C13 0.8794(6) -0.2416(4) 0.4255(6) 0.042(2) 1.000 Uij C14 0.9409(5) -0.1226(4) 0.4636(6) 0.038(2) 1.000 Uij C15 1.0685(5) -0.0648(4) 0.4287(6) 0.040(2) 1.000 Uij C16 1.1234(6) 0.0517(4) 0.4625(6) 0.041(2) 1.000 Uij C17 1.2424(7) -0.0885(5) 0.3116(8) 0.062(3) 1.000 Uij H16 1.208(6) 0.084(5) 0.435(6) 0.050 1.000 Uiso H10A 0.65360 -0.58450 -0.20510 0.05(4) 1.000 Uiso H10B 0.78640 -0.54320 -0.04630 0.05(7) 1.000 Uiso H9A 0.88860 -0.49770 -0.18080 0.05(4) 1.000 Uiso H9B 0.75030 -0.46110 -0.28380 0.1(1) 1.000 Uiso H7A 0.62880 0.39680 0.26010 0.05(3) 1.000 Uiso H7B 0.77390 0.46000 0.40180 0.05(3) 1.000 Uiso H8A 0.73510 0.29250 0.51070 0.05(2) 1.000 Uiso H8B 0.61130 0.35700 0.49380 0.05(2) 1.000 Uiso H17A 1.28190 -0.13990 0.26360 0.050 1.000 Uiso H17B 1.32380 -0.04130 0.40030 0.050 1.000 Uiso H17C 1.20680 -0.03980 0.23950 0.050 1.000 Uiso loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 S1 0.0443(8) 0.0366(7) 0.0603(9) 0.0077(6) 0.0278(7) 0.0018(6) S2 0.0448(8) 0.0367(7) 0.0624(9) 0.0048(6) 0.0282(7) -.0012(6) S3 0.0450(8) 0.0405(7) 0.0611(9) 0.0065(6) 0.0280(7) 0.0002(6) S4 0.0493(8) 0.0371(7) 0.0589(9) 0.0049(6) 0.0295(7) -.0024(6) S5 0.072(1) 0.032(1) 0.090(1) 0.010(1) 0.049(1) 0.006(1) S6 0.0520(9) 0.0425(8) 0.0756(11) 0.0101(6) 0.0342(8) -.0022(7) O7 0.089(3) 0.036(2) 0.092(3) 0.019(2) 0.065(3) 0.000(2) O8 0.064(3) 0.022(2) 0.091(3) 0.007(2) 0.041(2) -0.011(2) O18 0.054(2) 0.028(2) 0.072(3) 0.010(2) 0.041(2) 0.004(2) N1 0.069(3) 0.033(3) 0.103(4) 0.006(2) 0.051(3) -0.006(3) N2 0.077(4) 0.045(3) 0.108(5) 0.006(3) 0.063(4) 0.006(3) C1 0.037(3) 0.037(3) 0.045(3) 0.006(2) 0.016(2) 0.003(2) C2 0.038(3) 0.039(3) 0.045(3) 0.008(2) 0.018(2) 0.002(2) C3 0.046(3) 0.032(3) 0.052(3) 0.012(2) 0.023(3) 0.006(2) C4 0.046(3) 0.033(3) 0.052(3) 0.012(2) 0.022(3) 0.003(2) C5 0.053(3) 0.038(3) 0.059(4) 0.015(2) 0.027(3) 0.004(3) C6 0.050(3) 0.038(3) 0.056(3) 0.012(2) 0.024(3) 0.001(2) C7 0.068(4) 0.032(3) 0.109(6) 0.012(3) 0.048(4) -0.001(3) C8 0.053(3) 0.045(3) 0.074(4) 0.008(3) 0.030(3) -0.014(3) C9 0.17(1) 0.05(0) 0.27(1) 0.03(1) 0.17(1) -0.01(1) C10 0.18(1) 0.04(0) 0.26(1) 0.00(1) 0.17(1) -0.03(1) C11 0.047(3) 0.028(3) 0.061(4) 0.002(2) 0.026(3) 0.003(2) C12 0.056(3) 0.027(3) 0.062(4) 0.008(2) 0.031(3) 0.001(2) C13 0.044(3) 0.027(2) 0.046(3) 0.009(2) 0.021(2) 0.005(2) C14 0.038(3) 0.027(2) 0.042(3) 0.010(2) 0.017(2) 0.005(2) C15 0.039(3) 0.031(2) 0.043(3) 0.013(2) 0.020(2) 0.005(2) C16 0.039(3) 0.029(2) 0.049(3) 0.007(2) 0.024(2) 0.005(2) C17 0.058(4) 0.045(3) 0.076(4) 0.017(3) 0.044(3) 0.011(3) loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 S1 C1 S2 -3.9(4) . . . . yes C1 S1 C3 S5 -179.5(4) . . . . yes C3 S1 C1 C2 177.0(5) . . . . yes C1 S1 C3 C4 2.9(5) . . . . yes C4 S2 C1 S1 3.6(4) . . . . yes C1 S2 C4 S6 179.4(4) . . . . yes C4 S2 C1 C2 -177.3(6) . . . . yes C1 S2 C4 C3 -1.7(5) . . . . yes C5 S3 C2 S4 3.5(4) . . . . yes C2 S3 C5 O7 -179.0(5) . . . . yes C5 S3 C2 C1 -177.6(5) . . . . yes C2 S3 C5 C6 -2.0(5) . . . . yes C6 S4 C2 S3 -3.5(4) . . . . yes C2 S4 C6 O8 -179.3(5) . . . . yes C6 S4 C2 C1 177.6(5) . . . . yes C2 S4 C6 C5 2.2(5) . . . . yes C7 S5 C3 S1 -175.5(4) . . . . yes C7 S5 C3 C4 1.7(6) . . . . yes C3 S5 C7 C8 32.0(5) . . . . yes C8 S6 C4 S2 151.0(4) . . . . yes C8 S6 C4 C3 -27.8(6) . . . . yes C4 S6 C8 C7 59.5(5) . . . . yes C9 O7 C5 S3 -174.1(7) . . . . yes C9 O7 C5 C6 9.2(7) . . . . yes C5 O7 C9 C10 -20.1(11) . . . . yes C10 O8 C6 S4 -176.2(7) . . . . yes C10 O8 C6 C5 2.1(7) . . . . yes C6 O8 C10 C9 -13.1(11) . . . . yes C17 O18 C15 C14 175.2(7) . . . . yes C17 O18 C15 C16 -4.9(5) . . . . yes S1 C1 C2 S3 -1.7(3) . . . . yes S1 C1 C2 S4 177.1(7) . . . . yes S2 C1 C2 S3 179.2(7) . . . . yes S2 C1 C2 S4 -2.0(3) . . . . yes S1 C3 C4 S2 -0.9(3) . . . . yes S1 C3 C4 S6 178.0(8) . . . . yes S5 C3 C4 S2 -178.0(8) . . . . yes S5 C3 C4 S6 0.9(4) . . . . yes S3 C5 C6 S4 -0.1(4) . . . . yes S3 C5 C6 O8 -178.4(9) . . . . yes O7 C5 C6 S4 176.4(9) . . . . yes O7 C5 C6 O8 -1.8(6) . . . . yes S5 C7 C8 S6 -67.6(5) . . . . yes O7 C9 C10 O8 24.5(9) . . . . yes N1 C11 C13 C12 -6.1(62) . . . . yes N1 C11 C13 C14 173.8(66) . . . . yes N2 C12 C13 C11 6.0(332) . . . . yes N2 C12 C13 C14 -174.0(336) . . . . yes C11 C13 C14 C15 1.2(5) . . . . yes C12 C13 C14 C15 -178.8(8) . . . . yes C13 C14 C15 O18 -2.2(5) . . . . yes C13 C14 C15 C16 177.8(8) . . . . yes C16 C14 C13 C11 179.9(8) . . . . yes C16 C14 C13 C12 -0.1(5) . . . . yes C16 C14 C15 O18 179.0(7) . . . . yes C16 C14 C15 C16 -1.0(5) . . . . yes C14 C16 C15 O18 -179.0(8) . . . . yes C14 C16 C15 C14 1.0(5) . . . . yes C3 S5 C7 H7A -87.5(6) . . . . yes C3 S5 C7 H7B 154.9(6) . . . . yes C4 S6 C8 H8A -60.0(5) . . . . yes C4 S6 C8 H8B -178.6(6) . . . . yes C5 O7 C9 H9A -152.6(11) . . . . yes C5 O7 C9 H9B 92.2(9) . . . . yes C6 O8 C10 H10A -145.5(10) . . . . yes C6 O8 C10 H10B 99.4(9) . . . . yes C15 O18 C17 H17A -179.8(9) . . . . yes C15 O18 C17 H17B 58.7(6) . . . . yes C15 O18 C17 H17C -58.1(6) . . . . yes S5 C7 C8 H8A 52.4(6) . . . . yes S5 C7 C8 H8B 170.8(8) . . . . yes H7A C7 C8 S6 52.3(6) . . . . yes H7A C7 C8 H8A 172.3(8) . . . . yes H7A C7 C8 H8B -69.3(7) . . . . yes H7B C7 C8 S6 169.9(8) . . . . yes H7B C7 C8 H8A -70.1(7) . . . . yes H7B C7 C8 H8B 48.3(7) . . . . yes O7 C9 C10 H10A 155.5(17) . . . . yes O7 C9 C10 H10B -89.9(13) . . . . yes H9A C9 C10 O8 156.0(17) . . . . yes H9A C9 C10 H10A -73.0(13) . . . . yes H9A C9 C10 H10B 41.6(11) . . . . yes H9B C9 C10 O8 -89.2(13) . . . . yes H9B C9 C10 H10A 41.7(11) . . . . yes H9B C9 C10 H10B 156.4(12) . . . . yes O18 C15 C16 H16 0.3(36) . . . . yes C14 C15 C16 H16 -179.7(37) . . . . yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S1 C1 1.755(6) . . yes S1 C3 1.752(6) . . yes S2 C1 1.747(6) . . yes S2 C4 1.755(5) . . yes S3 C2 1.748(6) . . yes S3 C5 1.755(6) . . yes S4 C2 1.759(6) . . yes S4 C6 1.747(6) . . yes S5 C3 1.732(6) . . yes S5 C7 1.786(8) . . yes S6 C4 1.735(6) . . yes S6 C8 1.795(6) . . yes O7 C5 1.398(8) . . yes O7 C9 1.446(9) . . yes O8 C6 1.416(7) . . yes O8 C10 1.447(13) . . yes O18 C15 1.343(6) . . yes O18 C17 1.430(8) . . yes N1 C11 1.137(8) . . yes N2 C12 1.130(9) . . yes C1 C2 1.350(8) . . yes C3 C4 1.329(8) . . yes C5 C6 1.316(9) . . yes C7 C8 1.496(10) . . yes C9 C10 1.294(17) . . yes C11 C13 1.426(8) . . yes C12 C13 1.433(8) . . yes C13 C14 1.384(7) . . yes C14 C15 1.450(7) . . yes C14 C16 1.436(7) . 2_756 yes C15 C16 1.349(7) . . yes C7 H7A 0.960(8) . . yes C7 H7B 0.960(6) . . yes C8 H8A 0.960(7) . . yes C8 H8B 0.961(7) . . yes C9 H9A 0.960(11) . . yes C9 H9B 0.960(14) . . yes C10 H10A 0.960(10) . . yes C10 H10B 0.960(13) . . yes C16 H16 0.97(6) . . yes C17 H17A 0.960(6) . . yes C17 H17B 0.960(6) . . yes C17 H17C 0.960(7) . . yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 S1 C3 94.8(3) . . . yes C1 S2 C4 95.1(3) . . . yes C2 S3 C5 93.6(3) . . . yes C2 S4 C6 93.3(3) . . . yes C3 S5 C7 102.2(3) . . . yes C4 S6 C8 97.8(3) . . . yes C5 O7 C9 106.2(6) . . . yes C6 O8 C10 106.3(5) . . . yes C15 O18 C17 118.9(4) . . . yes S1 C1 S2 114.9(3) . . . yes S1 C1 C2 120.9(4) . . . yes S2 C1 C2 124.2(4) . . . yes S3 C2 S4 116.3(3) . . . yes S3 C2 C1 122.0(4) . . . yes S4 C2 C1 121.8(4) . . . yes S1 C3 S5 112.5(3) . . . yes S1 C3 C4 117.7(4) . . . yes S5 C3 C4 129.7(5) . . . yes S2 C4 S6 115.3(3) . . . yes S2 C4 C3 117.4(5) . . . yes S6 C4 C3 127.3(5) . . . yes S3 C5 O7 114.8(4) . . . yes S3 C5 C6 117.9(5) . . . yes O7 C5 C6 127.2(5) . . . yes S4 C6 O8 114.8(4) . . . yes S4 C6 C5 118.7(5) . . . yes O8 C6 C5 126.5(6) . . . yes S5 C7 C8 116.1(5) . . . yes S6 C8 C7 113.0(5) . . . yes O7 C9 C10 124.9(11) . . . yes O8 C10 C9 125.4(8) . . . yes N1 C11 C13 174.6(6) . . . yes N2 C12 C13 178.9(6) . . . yes C11 C13 C12 113.3(5) . . . yes C11 C13 C14 126.1(5) . . . yes C12 C13 C14 120.5(5) . . . yes C13 C14 C15 122.2(5) . . . yes C13 C14 C16 120.1(5) . . 2_756 yes C15 C14 C16 117.7(5) . . 2_756 yes O18 C15 C14 114.3(5) . . . yes O18 C15 C16 124.7(5) . . . yes C14 C15 C16 121.1(5) . . . yes C14 C16 C15 121.2(5) 2_756 . . yes S5 C7 H7A 107.5(6) . . . yes S5 C7 H7B 108.3(6) . . . yes C8 C7 H7A 106.9(6) . . . yes C8 C7 H7B 108.9(7) . . . yes H7A C7 H7B 109.0(6) . . . yes S6 C8 H8A 108.7(5) . . . yes S6 C8 H8B 108.9(5) . . . yes C7 C8 H8A 107.7(6) . . . yes C7 C8 H8B 109.5(6) . . . yes H8A C8 H8B 109.0(7) . . . yes O7 C9 H9A 107.9(10) . . . yes O7 C9 H9B 103.1(8) . . . yes C10 C9 H9A 110.6(9) . . . yes C10 C9 H9B 99.9(11) . . . yes H9A C9 H9B 109.0(13) . . . yes O8 C10 H10A 107.1(10) . . . yes O8 C10 H10B 103.6(11) . . . yes C9 C10 H10A 110.8(13) . . . yes C9 C10 H10B 99.7(11) . . . yes H10A C10 H10B 108.9(8) . . . yes C14 C16 H16 122.4(33) 2_756 . . yes C15 C16 H16 116.4(33) . . . yes O18 C17 H17A 119.0(6) . . . yes O18 C17 H17B 107.0(6) . . . yes O18 C17 H17C 107.2(6) . . . yes H17A C17 H17B 107.2(6) . . . yes H17A C17 H17C 107.2(7) . . . yes H17B C17 H17C 109.0(6) . . . yes #=================================================== #===END data_(EOET)(BTDA) _database_code_CSD 175473 #------------------------------------------------------------------------------ _publ_section_exptl_refinement '?' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '?' _chemical_formula_sum 'C22 H8 O2 N8 S8' _chemical_formula_weight 672.89 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' _symmetry_space_group_name_H-M 'P 21/n' _symmetry_cell_setting 'Monoclinic' _cell_length_a 7.6200(6) _cell_length_b 12.973(2) _cell_length_c 13.247(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.316(8) _cell_angle_gamma 90.00 _cell_volume 1309.2(3) _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.707 _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 'room temperature' _exptl_crystal_F_000 210 _exptl_absorpt_coefficient_mu 0.732 _exptl_crystal_description 'Needle' _exptl_crystal_colour 'Black' _diffrn_measurement_device_type 'Mac Science DIP-2020K' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_radiation_monochromator 'graphite' _diffrn_reflns_number 2361 _reflns_number_total 2517 _reflns_observed_criterion >2sigma(I) _refine_ls_extinction_method 'none' _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 26.48 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_obs 0.0699 _refine_ls_wR_factor_all 0.1707 _refine_ls_wR_factor_obs 0.1707 _refine_ls_goodness_of_fit_all 1.209 _refine_ls_goodness_of_fit_obs 1.209 _refine_ls_restrained_S_all 1.209 _refine_ls_restrained_S_obs 1.209 _refine_ls_shift/esd_max -0.002 _refine_ls_shift/esd_mean 0.001 _refine_ls_number_reflns 2361 _refine_ls_number_parameters 193 _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0522P)^2^+3.0711P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment ? _refine_diff_density_max 0.404 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.069 _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 '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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S1 S 0.6189(2) -0.09549(11) 0.11889(11) 0.0615(4) Uani 1 d . . S2 S 0.5133(2) 0.12525(12) 0.11171(12) 0.0660(4) Uani 1 d . . S10 S 1.0160(2) 0.19679(9) 0.17782(9) 0.0506(4) Uani 1 d . . S3 S 0.7523(3) -0.0841(2) 0.3176(2) 0.059(2) Uani 0.50 d P . O3 O 0.7523(3) -0.0841(2) 0.3176(2) 0.117(8) Uani 0.50 d PR . S4 S 0.6370(3) 0.1675(2) 0.3091(2) 0.063(2) Uani 0.50 d P . O4 O 0.6370(3) 0.1675(2) 0.3091(2) 0.108(9) Uani 0.50 d PR . N1 N 0.7571(8) 0.0963(4) -0.3298(4) 0.081(2) Uani 1 d . . N2 N 0.7085(7) 0.3165(4) -0.1024(4) 0.0706(14) Uani 1 d . . N3 N 0.9494(5) 0.1988(3) 0.0618(3) 0.0473(9) Uani 1 d . . N4 N 1.0704(5) 0.0773(3) 0.1880(3) 0.0467(9) Uani 1 d . . C1 C 0.5281(7) 0.0067(4) 0.0484(4) 0.0587(13) Uani 1 d . . C2 C 0.6599(7) -0.0200(4) 0.2268(4) 0.0571(13) Uani 1 d . . C3 C 0.6129(7) 0.0794(4) 0.2239(4) 0.0606(13) Uani 1 d . . C4 C 0.7908(12) 0.0082(6) 0.4054(5) 0.096(2) Uani 1 d . . C5 C 0.6521(12) 0.0898(7) 0.4122(5) 0.103(3) Uani 1 d . . C11 C 0.7940(7) 0.1097(4) -0.2470(4) 0.0553(13) Uani 1 d . . C12 C 0.7698(7) 0.2381(4) -0.1174(4) 0.0509(12) Uani 1 d . . C13 C 0.8339(6) 0.1371(3) -0.1441(3) 0.0439(10) Uani 1 d . . C14 C 0.9175(6) 0.0737(3) -0.0770(3) 0.0378(9) Uani 1 d . . C15 C 0.9666(6) 0.1032(3) 0.0265(3) 0.0368(9) Uani 1 d . . C16 C 1.0397(6) 0.0336(3) 0.0992(3) 0.0376(9) Uani 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 0.0659(10) 0.0552(8) 0.0631(8) 0.0059(6) -0.0061(6) -0.0046(6) S2 0.0649(10) 0.0614(9) 0.0715(9) 0.0077(7) -0.0010(7) 0.0036(7) S10 0.0712(9) 0.0414(6) 0.0387(6) -0.0078(5) -0.0099(5) -0.0011(5) S3 0.077(4) 0.055(3) 0.045(3) 0.006(2) -0.018(3) -0.008(3) O3 0.108(20) 0.135(17) 0.106(16) 0.065(13) -0.025(13) -0.021(14) S4 0.071(5) 0.066(3) 0.051(5) -0.009(3) 0.005(4) 0.005(3) O4 0.098(19) 0.177(19) 0.048(15) -0.035(12) -0.003(13) -0.007(13) N1 0.115(5) 0.077(3) 0.048(3) -0.007(2) -0.027(3) 0.035(3) N2 0.099(4) 0.051(3) 0.061(3) -0.006(2) -0.026(2) 0.016(3) N3 0.060(3) 0.041(2) 0.040(2) -0.005(2) -0.007(2) 0.000(2) N4 0.060(3) 0.043(2) 0.037(2) -0.006(2) -0.009(2) -0.001(2) C1 0.048(3) 0.060(3) 0.068(3) 0.006(3) -0.001(2) -0.008(2) C2 0.050(3) 0.063(3) 0.058(3) 0.008(2) -0.005(2) -0.006(2) C3 0.048(3) 0.062(3) 0.072(4) 0.001(3) 0.002(2) -0.003(2) C4 0.144(7) 0.089(5) 0.056(4) -0.002(3) -0.023(4) 0.017(5) C5 0.153(8) 0.112(6) 0.045(3) 0.004(3) -0.001(4) 0.033(5) C11 0.071(4) 0.051(3) 0.044(3) 0.000(2) -0.012(2) 0.013(2) C12 0.062(3) 0.045(3) 0.045(2) 0.002(2) -0.016(2) 0.004(2) C13 0.052(3) 0.043(2) 0.036(2) 0.001(2) -0.009(2) 0.003(2) C14 0.041(3) 0.041(2) 0.031(2) 0.000(2) -0.003(2) -0.003(2) C15 0.042(2) 0.036(2) 0.032(2) -0.002(2) -0.002(2) -0.003(2) C16 0.042(2) 0.035(2) 0.035(2) -0.003(2) -0.004(2) -0.003(2) 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 C1 1.755(6) . ? S1 C2 1.755(6) . ? S2 C1 1.757(6) . ? S2 C3 1.757(6) . ? S10 N3 1.608(4) . ? S10 N4 1.609(4) . ? S3 C2 1.610(5) . ? S3 C4 1.691(8) . ? O3 C2 1.610(5) . ? O3 C4 1.691(8) . ? S4 C3 1.615(6) . ? S4 C5 1.699(7) . ? O4 C3 1.615(6) . ? O4 C5 1.699(7) . ? N1 C11 1.139(6) . ? N2 C12 1.139(6) . ? N3 C15 1.332(5) . ? N4 C16 1.322(5) . ? C1 C1 1.353(11) 3_655 ? C2 C3 1.338(8) . ? C4 C5 1.499(11) . ? C11 C13 1.435(6) . ? C12 C13 1.445(6) . ? C13 C14 1.358(6) . ? C14 C15 1.464(5) . ? C14 C16 1.460(6) 3_755 ? C15 C16 1.425(6) . ? C16 C14 1.460(6) 3_755 ? 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 C1 S1 C2 94.2(3) . . ? C1 S2 C3 94.4(3) . . ? N3 S10 N4 99.8(2) . . ? C2 S3 C4 102.3(3) . . ? C2 O3 C4 102.3(3) . . ? C3 S4 C5 98.4(4) . . ? C3 O4 C5 98.4(4) . . ? C15 N3 S10 106.8(3) . . ? C16 N4 S10 107.4(3) . . ? C1 C1 S1 121.3(6) 3_655 . ? C1 C1 S2 122.9(6) 3_655 . ? S1 C1 S2 115.8(3) . . ? C3 C2 O3 129.2(5) . . ? C3 C2 S3 129.2(5) . . ? O3 C2 S3 0.0(2) . . ? C3 C2 S1 118.1(4) . . ? O3 C2 S1 112.7(3) . . ? S3 C2 S1 112.7(3) . . ? C2 C3 O4 129.5(5) . . ? C2 C3 S4 129.5(5) . . ? O4 C3 S4 0.0(2) . . ? C2 C3 S2 117.5(5) . . ? O4 C3 S2 113.1(3) . . ? S4 C3 S2 113.1(3) . . ? C5 C4 S3 115.5(6) . . ? C5 C4 O3 115.5(6) . . ? S3 C4 O3 0.0(2) . . ? C4 C5 S4 113.9(5) . . ? C4 C5 O4 113.9(5) . . ? S4 C5 O4 0.0(2) . . ? N1 C11 C13 174.2(5) . . ? N2 C12 C13 174.3(5) . . ? C14 C13 C11 123.9(4) . . ? C14 C13 C12 123.0(4) . . ? C11 C13 C12 113.0(4) . . ? C13 C14 C15 124.0(4) . . ? C13 C14 C16 123.3(4) . 3_755 ? C15 C14 C16 112.6(4) . 3_755 ? N3 C15 C16 113.1(4) . . ? N3 C15 C14 123.2(4) . . ? C16 C15 C14 123.7(4) . . ? N4 C16 C15 112.8(4) . . ? N4 C16 C14 123.5(4) . 3_755 ? C15 C16 C14 123.6(4) . 3_755 ? #=================================================== #===END data_(EOET)(BTDA)2 _database_code_CSD 175476 #------------------------------------------------------------------------------ _chemical_compound_source 'Local laboratory' _exptl_crystal_description 'Plate' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.06 _chemical_formula_moiety 'C34 H8 O2 N16 S10 ' _chemical_formula_weight 993.20 _cell_length_a 7.541(1) _cell_length_b 9.1690(8) _cell_length_c 15.216(2) _cell_angle_alpha 93.948(7) _cell_angle_beta 101.680(6) _cell_angle_gamma 106.924(8) _cell_volume 976.5(2) _cell_measurement_reflns_used '??' _cell_measurement_theta_min '1' _cell_measurement_theta_max '27.5' _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 1.689 _diffrn_radiation_type 'Mo K-alpha' _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 0.595 _cell_measurement_temperature 'room temperature' _diffrn_measurement_device 'Mac Science MXC18' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_reflns_number 3651 _reflns_number_total 3410 _reflns_number_observed 3021 _reflns_observed_criterion 'refl_observed_if_I_>_1.00_sigma(I)' _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 25.49 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_obs 0.063 _refine_ls_wR_factor_obs 0.161 _refine_ls_hydrogen_treatment mixed _refine_ls_abs_structure_Flack 0.07(19) _refine_ls_number_reflns 3021 _refine_ls_number_parameters 540 _refine_ls_goodness_of_fit_obs 1.264 _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+0.7042P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/esd_max 0.3428 _refine_ls_shift/esd_mean 0.0893 _refine_diff_density_min -0.31 _refine_diff_density_max 0.73 _refine_ls_extinction_method 'None' _atom_type_scat_source 'International Tables (1974)' _publ_section_exptl_refinement '' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z _symmetry_space_group_name_H-M 'P 1 ' _symmetry_cell_setting 'Triclinic' #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3950(19) 0.348(2) 0.4836(11) 0.075(5) Uani 1 d . . . C2 C 0.466(2) 0.474(2) 0.5429(11) 0.070(4) Uani 1 d . . . C3 C 0.561(3) 0.7497(19) 0.6251(11) 0.082(5) Uani 1 d . . . C4 C 0.629(2) 0.667(2) 0.6886(12) 0.097(6) Uani 1 d . . . C5 C 0.236(3) 0.151(2) 0.3425(13) 0.086(5) Uani 1 d . . . C6 C 0.299(2) 0.076(2) 0.4021(16) 0.100(6) Uani 1 d . . . C7 C 0.5733(18) 0.9297(17) 0.7622(9) 0.072(4) Uani 1 d . . . C8 C 0.724(3) 0.902(3) 0.8260(17) 0.120(7) Uani 1 d . . . C9 C 0.132(3) -0.0774(18) 0.2222(11) 0.095(6) Uani 1 d . . . C10 C 0.286(4) -0.124(3) 0.2834(18) 0.154(11) Uani 1 d . . . C11 C 0.656(2) 0.3382(19) 0.2686(9) 0.062(4) Uani 1 d . . . C12 C 0.710(2) 0.599(2) 0.3233(9) 0.074(5) Uani 1 d . . . C13 C 0.7391(17) 0.4597(15) 0.3427(8) 0.051(3) Uani 1 d . . . C14 C 0.8318(18) 0.4356(15) 0.4289(8) 0.049(3) Uani 1 d . . . C15 C 0.8526(19) 0.2863(18) 0.4477(9) 0.062(4) Uani 1 d . . . C16 C 0.9186(17) 0.5599(18) 0.5022(10) 0.057(4) Uani 1 d . . . C17 C 0.9440(19) 0.2626(16) 0.5319(10) 0.055(3) Uani 1 d . . . C18 C 1.0241(18) 0.5309(13) 0.5896(9) 0.046(3) Uani 1 d . . . C19 C 1.0339(16) 0.3840(15) 0.6125(9) 0.050(3) Uani 1 d . . . C20 C 1.127(2) 0.3624(19) 0.6903(10) 0.066(4) Uani 1 d . . . C21 C 1.1430(19) 0.2183(19) 0.7111(11) 0.067(4) Uani 1 d . . . C22 C 1.215(2) 0.4787(17) 0.7698(10) 0.063(4) Uani 1 d . . . C31 C 0.809(2) 0.373(2) -0.1101(13) 0.075(5) Uani 1 d . . . C32 C 0.914(2) 0.6288(17) -0.0302(11) 0.069(4) Uani 1 d . . . C33 C 0.7645(18) 0.4773(16) -0.0496(10) 0.062(4) Uani 1 d . . . C34 C 0.6089(17) 0.4458(13) -0.0189(8) 0.052(3) Uani 1 d . . . C35 C 0.4734(17) 0.2885(13) -0.0314(9) 0.047(3) Uani 1 d . . . C36 C 0.5556(18) 0.5565(13) 0.0339(7) 0.045(3) Uani 1 d . . . C37 C 0.3110(18) 0.2539(14) 0.0080(8) 0.050(3) Uani 1 d . . . C38 C 0.3938(17) 0.5207(14) 0.0680(8) 0.047(3) Uani 1 d . . . C39 C 0.2546(17) 0.3685(13) 0.0584(8) 0.048(3) Uani 1 d . . . C40 C 0.0943(19) 0.3299(13) 0.0922(8) 0.050(3) Uani 1 d . . . C41 C -0.0526(19) 0.1857(17) 0.0691(11) 0.065(4) Uani 1 d . . . C42 C 0.048(2) 0.4409(17) 0.1461(11) 0.062(4) Uani 1 d . . . O7 O 0.2858(11) -0.1060(9) 0.3906(5) 0.053(2) Uiso 1 d . . . O8 O 0.1586(17) 0.0823(14) 0.2427(8) 0.102(4) Uiso 1 d . . . N11 N 0.5805(18) 0.2555(16) 0.2050(9) 0.079(4) Uani 1 d . . . N12 N 0.685(2) 0.7049(18) 0.3016(10) 0.089(4) Uani 1 d . . . N13 N 1.176(2) 0.1035(18) 0.7367(9) 0.095(5) Uani 1 d . . . N14 N 1.296(2) 0.5593(19) 0.8374(10) 0.095(5) Uani 1 d . . . N15 N 0.9299(16) 0.7002(12) 0.4997(8) 0.063(3) Uani 1 d . . . N16 N 1.0953(17) 0.6530(14) 0.6476(9) 0.063(3) Uani 1 d . . . N17 N 0.7719(16) 0.1507(13) 0.3878(7) 0.059(3) Uani 1 d . . . N18 N 0.9419(17) 0.1098(16) 0.5359(8) 0.071(3) Uani 1 d . . . N31 N 0.867(3) 0.2997(17) -0.1554(13) 0.100(5) Uani 1 d . . . N32 N 1.0432(19) 0.7362(13) -0.0141(10) 0.078(4) Uani 1 d . . . N33 N -0.1717(19) 0.0745(16) 0.0605(11) 0.091(4) Uani 1 d . . . N34 N 0.004(2) 0.5176(15) 0.1931(11) 0.095(5) Uani 1 d . . . N35 N 0.6479(14) 0.7073(10) 0.0449(6) 0.048(2) Uani 1 d . . . N36 N 0.3663(17) 0.6478(11) 0.1110(7) 0.060(3) Uani 1 d . . . N37 N 0.4939(14) 0.1684(12) -0.0725(8) 0.058(3) Uani 1 d . . . N38 N 0.2074(15) 0.1031(11) -0.0103(8) 0.061(3) Uani 1 d . . . S1 S 0.5838(11) 0.9211(6) 0.6452(5) 0.123(2) Uani 1 d . . . S2 S 0.7844(6) 0.7217(4) 0.7877(2) 0.0819(10) Uani 1 d . . . S3 S 0.4396(6) 0.6468(6) 0.5212(3) 0.0829(14) Uani 1 d . . . S4 S 0.5879(6) 0.4689(5) 0.6582(3) 0.0763(12) Uani 1 d . . . S5 S 0.2778(6) 0.3438(6) 0.3749(3) 0.0810(13) Uani 1 d . . . S6 S 0.4202(6) 0.1662(5) 0.5143(3) 0.0826(14) Uani 1 d . . . S11 S 1.0446(6) 0.7956(4) 0.5972(3) 0.0756(12) Uani 1 d . . . S12 S 0.8198(6) 0.0188(4) 0.4379(3) 0.0750(12) Uani 1 d . . . S31 S 0.5408(5) 0.7948(3) 0.1016(2) 0.0579(9) Uani 1 d . . . S32 S 0.3213(5) 0.0208(3) -0.0645(2) 0.0614(9) Uani 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 0.039(7) 0.129(13) 0.071(9) 0.039(10) 0.043(7) 0.021(8) C2 0.067(9) 0.084(10) 0.069(9) 0.021(8) 0.007(7) 0.043(8) C3 0.090(12) 0.071(10) 0.062(8) 0.013(7) -0.005(8) 0.003(8) C4 0.062(10) 0.093(11) 0.081(11) 0.025(9) -0.024(8) -0.034(8) C5 0.086(13) 0.089(12) 0.083(12) 0.020(9) 0.012(9) 0.032(9) C6 0.044(9) 0.097(12) 0.146(16) 0.053(11) 0.009(9) 0.000(8) C7 0.052(7) 0.084(9) 0.062(8) -0.025(6) 0.005(6) 0.006(6) C8 0.106(16) 0.104(15) 0.138(19) 0.019(13) 0.011(13) 0.028(13) C9 0.141(16) 0.055(8) 0.062(8) -0.029(7) -0.001(9) 0.014(9) C10 0.23(3) 0.123(18) 0.14(2) 0.009(14) 0.016(19) 0.118(19) C11 0.052(9) 0.096(11) 0.036(7) 0.028(7) 0.010(6) 0.016(8) C12 0.089(11) 0.072(10) 0.048(7) 0.023(7) -0.019(7) 0.024(8) C13 0.034(7) 0.064(8) 0.044(7) 0.008(5) -0.001(5) 0.007(6) C14 0.049(8) 0.063(8) 0.035(6) 0.014(5) 0.014(5) 0.014(6) C15 0.027(6) 0.098(11) 0.050(8) 0.008(7) 0.000(5) 0.007(6) C16 0.031(7) 0.076(9) 0.064(9) 0.031(7) 0.016(6) 0.010(6) C17 0.043(8) 0.059(8) 0.060(8) 0.014(6) 0.009(6) 0.014(6) C18 0.047(7) 0.037(6) 0.057(7) 0.019(5) 0.015(6) 0.013(5) C19 0.021(6) 0.065(8) 0.057(7) 0.020(6) 0.003(5) 0.004(5) C20 0.044(8) 0.093(11) 0.068(9) 0.049(8) 0.021(7) 0.014(7) C21 0.044(8) 0.081(10) 0.072(9) 0.020(8) 0.021(6) 0.005(7) C22 0.050(9) 0.065(9) 0.066(10) 0.012(7) 0.003(7) 0.009(7) C31 0.063(11) 0.055(10) 0.106(13) 0.007(9) 0.035(9) 0.006(8) C32 0.064(10) 0.047(8) 0.081(10) -0.001(7) 0.012(8) 0.003(7) C33 0.038(7) 0.050(7) 0.081(9) 0.015(6) 0.000(6) -0.005(6) C34 0.045(7) 0.050(6) 0.050(6) 0.012(5) 0.026(5) -0.012(5) C35 0.038(7) 0.032(6) 0.065(8) 0.003(5) 0.010(6) 0.005(5) C36 0.051(8) 0.035(6) 0.041(6) 0.007(4) 0.000(5) 0.008(5) C37 0.038(7) 0.046(7) 0.052(7) 0.015(5) 0.009(5) -0.009(5) C38 0.041(8) 0.047(7) 0.039(6) 0.016(5) 0.002(5) -0.004(5) C39 0.046(7) 0.039(6) 0.045(6) 0.004(5) -0.015(5) 0.010(5) C40 0.056(8) 0.036(6) 0.058(7) 0.004(5) 0.029(6) 0.004(5) C41 0.035(8) 0.058(8) 0.101(11) 0.019(8) 0.033(7) -0.001(6) C42 0.050(9) 0.053(8) 0.078(10) 0.009(7) 0.036(7) -0.005(7) N11 0.055(8) 0.096(10) 0.068(8) 0.031(7) 0.002(6) 0.003(7) N12 0.083(10) 0.092(11) 0.084(10) 0.001(8) -0.001(8) 0.029(8) N13 0.121(12) 0.091(10) 0.067(9) 0.047(7) -0.003(8) 0.033(9) N14 0.100(11) 0.112(12) 0.063(9) 0.003(8) 0.006(8) 0.030(10) N15 0.059(8) 0.044(6) 0.074(8) 0.012(5) -0.005(6) 0.011(5) N16 0.045(7) 0.072(8) 0.070(7) 0.019(6) 0.009(5) 0.015(6) N17 0.054(7) 0.069(7) 0.051(6) 0.007(5) 0.009(5) 0.020(6) N18 0.059(8) 0.089(9) 0.072(8) 0.027(7) 0.008(6) 0.033(7) N31 0.108(14) 0.065(9) 0.138(14) 0.029(9) 0.063(11) 0.017(9) N32 0.064(9) 0.042(6) 0.117(11) 0.005(6) 0.024(7) -0.002(6) N33 0.044(7) 0.084(9) 0.137(12) 0.023(8) 0.040(8) -0.006(7) N34 0.091(11) 0.056(7) 0.129(13) -0.014(8) 0.068(10) -0.015(7) N35 0.046(6) 0.041(5) 0.048(6) 0.004(4) 0.009(4) 0.004(4) N36 0.071(8) 0.037(6) 0.058(7) -0.002(5) 0.013(5) 0.001(5) N37 0.037(6) 0.053(6) 0.075(8) 0.023(6) 0.015(5) -0.004(5) N38 0.046(7) 0.032(5) 0.090(8) 0.010(5) 0.013(6) -0.008(4) S1 0.174(5) 0.076(3) 0.121(4) 0.020(2) 0.024(3) 0.045(3) S2 0.096(3) 0.080(2) 0.0500(16) -0.0018(13) -0.0065(15) 0.0165(17) S3 0.078(3) 0.125(4) 0.063(2) 0.033(3) 0.025(2) 0.047(3) S4 0.068(3) 0.103(3) 0.064(2) 0.026(2) 0.0178(19) 0.031(2) S5 0.061(3) 0.114(4) 0.081(3) 0.035(3) 0.025(2) 0.036(3) S6 0.073(3) 0.112(4) 0.078(3) 0.034(3) 0.030(2) 0.040(3) S11 0.084(3) 0.060(2) 0.075(3) 0.0112(18) -0.004(2) 0.025(2) S12 0.066(3) 0.072(3) 0.077(3) 0.005(2) 0.000(2) 0.019(2) S31 0.053(2) 0.0385(18) 0.071(2) 0.0048(14) 0.0172(17) -0.0051(15) S32 0.060(2) 0.0399(19) 0.080(2) 0.0106(16) 0.0215(18) 0.0047(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.313(14) . ? C1 S5 1.701(17) . ? C1 S6 1.816(17) . ? C2 S3 1.702(16) . ? C2 S4 1.818(16) . ? C3 C4 1.38(2) . ? C3 S1 1.533(18) . ? C3 S3 1.714(16) . ? C4 S2 1.655(16) . ? C4 S4 1.76(2) . ? C5 C6 1.28(2) . ? C5 O8 1.53(2) . ? C5 S5 1.72(2) . ? C6 O7 1.63(2) . ? C6 S6 1.78(2) . ? C7 C8 1.44(3) . ? C7 S1 1.795(16) . ? C8 S2 1.92(2) . ? C9 O8 1.422(19) . ? C9 C10 1.52(3) . ? C10 O7 1.63(3) . ? C11 N11 1.123(18) . ? C11 C13 1.43(2) . ? C12 N12 1.101(17) . ? C12 C13 1.40(2) . ? C13 C14 1.420(16) . ? C14 C16 1.44(2) . ? C14 C15 1.46(2) . ? C15 C17 1.389(19) . ? C15 N17 1.388(19) . ? C16 N15 1.267(17) . ? C16 C18 1.488(18) . ? C17 N18 1.403(18) . ? C17 C19 1.497(19) . ? C18 N16 1.282(17) . ? C18 C19 1.433(17) . ? C19 C20 1.308(17) . ? C20 C21 1.41(2) . ? C20 C22 1.46(2) . ? C21 N13 1.221(19) . ? C22 N14 1.165(19) . ? C31 N31 1.16(2) . ? C31 C33 1.44(2) . ? C32 N32 1.135(18) . ? C32 C33 1.479(18) . ? C33 C34 1.312(18) . ? C34 C36 1.446(17) . ? C34 C35 1.479(15) . ? C35 N37 1.292(15) . ? C35 C37 1.434(17) . ? C36 N35 1.336(14) . ? C36 C38 1.383(18) . ? C37 N38 1.352(14) . ? C37 C39 1.468(18) . ? C38 N36 1.385(16) . ? C38 C39 1.459(16) . ? C39 C40 1.371(17) . ? C40 C42 1.428(19) . ? C40 C41 1.423(17) . ? C41 N33 1.125(18) . ? C42 N34 1.129(17) . ? N15 S11 1.605(12) . ? N16 S11 1.660(12) . ? N17 S12 1.563(12) . ? N18 S12 1.610(13) . ? N35 S31 1.614(10) . ? N36 S31 1.624(11) . ? N37 S32 1.614(10) . ? N38 S32 1.602(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 S5 123.6(11) . . ? C2 C1 S6 120.7(10) . . ? S5 C1 S6 115.7(11) . . ? C1 C2 S3 123.6(10) . . ? C1 C2 S4 121.0(9) . . ? S3 C2 S4 115.3(11) . . ? C4 C3 S1 123.4(13) . . ? C4 C3 S3 115.6(13) . . ? S1 C3 S3 121.0(11) . . ? C3 C4 S2 131.7(14) . . ? C3 C4 S4 119.1(12) . . ? S2 C4 S4 107.9(10) . . ? C6 C5 O8 121.7(18) . . ? C6 C5 S5 117.1(16) . . ? O8 C5 S5 120.3(12) . . ? C5 C6 O7 128.1(19) . . ? C5 C6 S6 121.0(17) . . ? O7 C6 S6 110.8(11) . . ? C8 C7 S1 118.2(14) . . ? C7 C8 S2 113.4(15) . . ? O8 C9 C10 110.9(15) . . ? C9 C10 O7 114.9(17) . . ? N11 C11 C13 171.2(15) . . ? N12 C12 C13 174.9(18) . . ? C12 C13 C11 113.6(11) . . ? C12 C13 C14 124.3(12) . . ? C11 C13 C14 122.0(12) . . ? C16 C14 C13 121.3(12) . . ? C16 C14 C15 115.9(11) . . ? C13 C14 C15 122.7(12) . . ? C17 C15 N17 112.1(13) . . ? C17 C15 C14 122.8(13) . . ? N17 C15 C14 124.9(12) . . ? N15 C16 C14 127.0(12) . . ? N15 C16 C18 113.5(13) . . ? C14 C16 C18 119.3(12) . . ? C15 C17 N18 113.4(13) . . ? C15 C17 C19 124.9(13) . . ? N18 C17 C19 121.7(12) . . ? N16 C18 C19 121.9(12) . . ? N16 C18 C16 111.9(11) . . ? C19 C18 C16 125.9(12) . . ? C20 C19 C18 124.4(14) . . ? C20 C19 C17 124.5(14) . . ? C18 C19 C17 110.7(11) . . ? C19 C20 C21 124.2(17) . . ? C19 C20 C22 125.4(14) . . ? C21 C20 C22 110.3(12) . . ? N13 C21 C20 172.3(16) . . ? N14 C22 C20 171.7(16) . . ? N31 C31 C33 172.0(18) . . ? N32 C32 C33 172.3(18) . . ? C34 C33 C32 124.3(14) . . ? C34 C33 C31 125.0(13) . . ? C32 C33 C31 110.6(13) . . ? C33 C34 C36 124.6(11) . . ? C33 C34 C35 122.5(12) . . ? C36 C34 C35 112.8(9) . . ? N37 C35 C37 113.4(10) . . ? N37 C35 C34 124.6(11) . . ? C37 C35 C34 121.8(11) . . ? N35 C36 C38 113.5(11) . . ? N35 C36 C34 122.1(11) . . ? C38 C36 C34 124.0(10) . . ? N38 C37 C39 122.8(11) . . ? N38 C37 C35 112.5(12) . . ? C39 C37 C35 124.7(10) . . ? N36 C38 C36 113.4(10) . . ? N36 C38 C39 120.5(11) . . ? C36 C38 C39 126.1(12) . . ? C40 C39 C37 122.4(10) . . ? C40 C39 C38 127.2(11) . . ? C37 C39 C38 110.5(11) . . ? C42 C40 C39 121.7(11) . . ? C42 C40 C41 113.0(11) . . ? C39 C40 C41 124.8(11) . . ? N33 C41 C40 172.1(17) . . ? N34 C42 C40 173.4(15) . . ? C6 O7 C10 97.3(12) . . ? C9 O8 C5 116.3(12) . . ? C16 N15 S11 108.6(10) . . ? C18 N16 S11 107.3(10) . . ? C15 N17 S12 107.6(9) . . ? C17 N18 S12 104.8(9) . . ? C36 N35 S31 108.1(9) . . ? C38 N36 S31 105.8(9) . . ? C35 N37 S32 107.8(9) . . ? C37 N38 S32 106.1(9) . . ? C3 S1 C7 99.0(9) . . ? C4 S2 C8 98.8(10) . . ? C3 S3 C2 97.8(8) . . ? C4 S4 C2 92.1(8) . . ? C1 S5 C5 96.1(9) . . ? C1 S6 C6 90.0(8) . . ? N15 S11 N16 98.5(6) . . ? N17 S12 N18 102.1(6) . . ? N35 S31 N36 99.2(5) . . ? N38 S32 N37 100.1(6) . . ? #=================================================== #===END data_(EOET)2(p-iodanil) _database_code_CSD 175477 #------------------------------------------------------------------------------ _chemical_compound_source 'Local laboratory' _exptl_crystal_description 'Plate' _exptl_crystal_colour 'Black' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _chemical_formula_sum 'C26 H16 O6 S12 I4 ' _chemical_formula_weight 1316.82 _cell_length_a 8.1200(5) _cell_length_b 12.0000(9) _cell_length_c 10.9670(5) _cell_angle_alpha 69.558(4) _cell_angle_beta 108.343(4) _cell_angle_gamma 104.786(4) _cell_volume 937.7(1) _cell_measurement_reflns_used '??' _cell_measurement_theta_min '1' _cell_measurement_theta_max '27.5' _cell_formula_units_Z 1 _exptl_crystal_density_diffrn 2.332 _diffrn_radiation_type 'Mo K-alpha' _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 3.625 _cell_measurement_temperature 'room temperature' _diffrn_measurement_device 'Mac Science MXC18' _diffrn_measurement_method 'theta/2theta' _exptl_absorpt_correction_type 'none' _diffrn_reflns_number 3555 _reflns_number_total 3576 _reflns_number_observed 2904 _reflns_observed_criterion 'refl_observed_if_I_>_1.00_sigma(I)' _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_max 24.23 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_obs 0.033 _refine_ls_wR_factor_obs 0.099 _refine_ls_hydrogen_treatment mixed _refine_ls_number_reflns 2904 _refine_ls_number_parameters 217 _refine_ls_goodness_of_fit_obs 1.029 _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0706P)^2^+0.8948P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/esd_max 0.4330 _refine_ls_shift/esd_mean 0.0478 _refine_diff_density_min -1.224 _refine_diff_density_max 0.660 _refine_ls_extinction_method 'None' _atom_type_scat_source 'International Tables (1974)' _publ_section_exptl_refinement '' _computing_data_collection 'MXC(MAC Science)' _computing_cell_refinement 'MXC(MAC Science)' _computing_data_reduction 'Crystan' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III' _computing_publication_material '' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z _symmetry_space_group_name_H-M 'P -1 ' _symmetry_cell_setting 'Triclinic' #================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7982(5) -0.0006(3) 0.8726(4) 0.0358(7) Uani 1 d . . . C2 C 0.8067(5) 0.1187(3) 0.8127(4) 0.0341(7) Uani 1 d . . . C3 C 0.7737(5) -0.2278(3) 0.9114(4) 0.0391(8) Uani 1 d . . . C4 C 0.7028(5) -0.2203(3) 1.0021(4) 0.0380(7) Uani 1 d . . . C5 C 0.8099(5) 0.3226(3) 0.6322(4) 0.0348(7) Uani 1 d . . . C6 C 0.7428(5) 0.3344(3) 0.7228(4) 0.0362(7) Uani 1 d . . . C7 C 0.8243(8) -0.4551(5) 1.0568(6) 0.0676(14) Uani 1 d . . . C8 C 0.7305(11) -0.4561(6) 1.1451(6) 0.090(2) Uani 1 d . . . C9 C 0.7462(6) 0.5087(4) 0.4913(4) 0.0464(9) Uani 1 d . . . C10 C 0.7687(6) 0.5389(3) 0.6179(4) 0.0488(9) Uani 1 d . . . C11 C 0.5062(5) -0.1284(3) 0.5506(4) 0.0367(7) Uani 1 d . . . C12 C 0.4011(5) -0.0726(3) 0.5974(4) 0.0368(7) Uani 1 d . . . C13 C 0.3968(5) 0.0458(3) 0.5506(4) 0.0368(7) Uani 1 d . . . O7 O 0.8360(4) 0.4099(2) 0.5170(3) 0.0424(6) Uani 1 d . . . O8 O 0.6939(4) 0.4381(2) 0.7156(3) 0.0472(7) Uani 1 d . . . O10 O 0.5110(4) -0.2358(3) 0.5932(3) 0.0501(7) Uani 1 d . . . S1 S 0.87829(14) -0.09239(8) 0.81729(10) 0.0429(2) Uani 1 d . . . S2 S 0.71970(14) -0.07654(8) 1.01726(10) 0.0424(2) Uani 1 d . . . S3 S 0.88738(14) 0.18838(8) 0.66786(10) 0.0425(2) Uani 1 d . . . S4 S 0.73638(15) 0.21437(8) 0.87033(10) 0.0433(2) Uani 1 d . . . S5 S 0.7797(2) -0.36135(10) 0.88522(11) 0.0598(3) Uani 1 d . . . S6 S 0.60526(16) -0.34171(10) 1.11363(12) 0.0542(3) Uani 1 d . . . I1 I 0.26257(4) -0.19242(3) 0.73458(3) 0.05702(13) Uani 1 d . . . I2 I 0.25322(5) 0.12924(3) 0.61025(3) 0.06045(13) Uani 1 d . . . H7A H 0.8074 -0.5400 1.0546 0.050 Uiso 1 calc . . . H7B H 0.9519 -0.4323 1.0982 0.050 Uiso 1 calc . . . H8A H 0.8174 -0.4594 1.2337 0.050 Uiso 1 calc . . . H8B H 0.6475 -0.5343 1.1581 0.050 Uiso 1 calc . . . H9A H 0.6181 0.4863 0.4511 0.050 Uiso 1 calc . . . H9B H 0.7939 0.5813 0.4250 0.050 Uiso 1 calc . . . H10A H 0.8968 0.5617 0.6577 0.050 Uiso 1 calc . . . H10B H 0.7103 0.6099 0.5959 0.050 Uiso 1 calc . . . 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 0.0408(17) 0.0302(17) 0.0395(18) -0.0074(13) 0.0160(15) 0.0076(13) C2 0.0396(16) 0.0315(17) 0.0336(16) -0.0056(13) 0.0138(15) 0.0098(13) C3 0.0506(19) 0.0292(17) 0.0406(19) -0.0080(14) 0.0158(17) 0.0097(14) C4 0.0455(18) 0.0288(17) 0.044(2) -0.0091(14) 0.0186(16) 0.0068(14) C5 0.0407(17) 0.0288(16) 0.0366(17) -0.0050(13) 0.0153(15) 0.0078(13) C6 0.0458(18) 0.0257(16) 0.0406(18) -0.0039(13) 0.0190(16) 0.0097(13) C7 0.082(3) 0.054(3) 0.069(3) 0.006(2) 0.029(3) 0.036(3) C8 0.157(7) 0.068(4) 0.063(3) 0.017(3) 0.051(4) 0.071(4) C9 0.057(2) 0.038(2) 0.046(2) -0.0007(15) 0.0207(19) 0.0166(17) C10 0.068(3) 0.0274(18) 0.053(2) -0.0026(15) 0.027(2) 0.0097(17) C11 0.0413(17) 0.0319(17) 0.0403(18) -0.0093(13) 0.0109(15) 0.0127(13) C12 0.0444(18) 0.0335(17) 0.0384(18) -0.0079(13) 0.0168(16) 0.0117(14) C13 0.0437(18) 0.0364(18) 0.0378(18) -0.0106(14) 0.0136(15) 0.0151(14) O7 0.0560(15) 0.0308(13) 0.0442(14) 0.0009(10) 0.0276(13) 0.0114(11) O8 0.0692(18) 0.0295(13) 0.0547(16) -0.0024(11) 0.0362(15) 0.0161(12) O10 0.0607(17) 0.0340(14) 0.0619(18) -0.0058(12) 0.0260(15) 0.0161(12) S1 0.0600(6) 0.0315(4) 0.0474(5) -0.0067(4) 0.0301(5) 0.0106(4) S2 0.0616(6) 0.0306(4) 0.0448(5) -0.0084(4) 0.0283(5) 0.0087(4) S3 0.0555(5) 0.0349(5) 0.0467(5) -0.0033(4) 0.0280(4) 0.0164(4) S4 0.0663(6) 0.0311(4) 0.0412(5) -0.0030(3) 0.0283(5) 0.0148(4) S5 0.1078(10) 0.0351(5) 0.0478(6) -0.0118(4) 0.0278(6) 0.0209(5) S6 0.0646(6) 0.0355(5) 0.0664(7) 0.0025(4) 0.0392(6) 0.0105(4) I1 0.0723(2) 0.04424(19) 0.0590(2) 0.00378(13) 0.03852(17) 0.01612(14) I2 0.0873(3) 0.04623(19) 0.0686(2) -0.00649(14) 0.04545(19) 0.02802(15) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.344(5) . ? C1 S2 1.756(4) . ? C1 S1 1.756(4) . ? C2 S3 1.760(4) . ? C2 S4 1.765(4) . ? C3 C4 1.334(5) . ? C3 S5 1.739(4) . ? C3 S1 1.761(4) . ? C4 S6 1.738(4) . ? C4 S2 1.757(4) . ? C5 C6 1.335(5) . ? C5 O7 1.368(4) . ? C5 S3 1.751(4) . ? C6 O8 1.369(4) . ? C6 S4 1.756(4) . ? C7 C8 1.404(8) . ? C7 S5 1.800(5) . ? C8 S6 1.788(6) . ? C9 O7 1.448(5) . ? C9 C10 1.500(6) . ? C10 O8 1.453(5) . ? C11 O10 1.215(5) . ? C11 C13 1.489(5) 2_656 ? C11 C12 1.499(5) . ? C12 C13 1.337(5) . ? C12 I1 2.079(4) . ? C13 C11 1.489(5) 2_656 ? C13 I2 2.080(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 C2 C1 S2 123.6(3) . . ? C2 C1 S1 122.1(3) . . ? S2 C1 S1 114.2(2) . . ? C1 C2 S3 120.9(3) . . ? C1 C2 S4 123.2(3) . . ? S3 C2 S4 115.88(19) . . ? C4 C3 S5 124.9(3) . . ? C4 C3 S1 117.1(3) . . ? S5 C3 S1 117.9(2) . . ? C3 C4 S6 125.5(3) . . ? C3 C4 S2 117.5(3) . . ? S6 C4 S2 116.8(2) . . ? C6 C5 O7 125.8(3) . . ? C6 C5 S3 118.0(3) . . ? O7 C5 S3 116.0(3) . . ? C5 C6 O8 124.6(3) . . ? C5 C6 S4 118.2(3) . . ? O8 C6 S4 116.9(3) . . ? C8 C7 S5 120.8(4) . . ? C7 C8 S6 123.4(4) . . ? O7 C9 C10 111.4(3) . . ? O8 C10 C9 111.6(3) . . ? O10 C11 C13 122.0(3) . 2_656 ? O10 C11 C12 121.3(4) . . ? C13 C11 C12 116.8(3) 2_656 . ? C13 C12 C11 121.1(3) . . ? C13 C12 I1 123.7(3) . . ? C11 C12 I1 115.3(2) . . ? C12 C13 C11 122.2(3) . 2_656 ? C12 C13 I2 123.2(3) . . ? C11 C13 I2 114.6(2) 2_656 . ? C5 O7 C9 110.0(3) . . ? C6 O8 C10 109.4(3) . . ? C3 S1 C1 94.00(17) . . ? C1 S2 C4 94.00(17) . . ? C5 S3 C2 93.33(16) . . ? C6 S4 C2 93.05(17) . . ? C3 S5 C7 99.3(2) . . ? C4 S6 C8 102.1(3) . . ? #=================================================== #===END