#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/07/2010740.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2010740 loop_ _publ_author_name 'Yao, Youxin' 'Zeng, Wenju' 'Zhang, Bin' 'Liu, Yunqi' 'Zhu, Daoben' _publ_section_title ; 2,3,4,5-Tetrakis[(2-hydroxyethyl)thio]tetrathiafulvalene tetrafluoroborate ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e90 _journal_page_last e91 _journal_paper_doi 10.1107/S0108270100001219 _journal_volume 56 _journal_year 2000 _chemical_formula_iupac 'C14 H20 O4 S8 1+, B1 F4 1-' _chemical_formula_moiety 'C14 H20 O4 S8 1+, B1 F4 1-' _chemical_formula_sum 'C14 H20 B F4 O4 S8' _chemical_formula_weight 595.59 _chemical_name_systematic ; 4,5-bis[(2-hydroxyethyl)thio]-2-{4,5-bis[(2-hydroxyethyl)thio]-1,3-dithiol-2- ylidene}-1,3-dithiole ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL-97 _cell_angle_alpha 71.333(3) _cell_angle_beta 85.678(4) _cell_angle_gamma 73.601(3) _cell_formula_units_Z 2 _cell_length_a 9.7070(5) _cell_length_b 11.5750(6) _cell_length_c 11.5920(7) _cell_measurement_reflns_used 3980 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.42 _cell_measurement_theta_min .912 _cell_volume 1183.58(12) _computing_cell_refinement 'DENZO and SCALEPACK' _computing_data_collection 'DENZO and SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO and SCALEPACK' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean .84 _diffrn_measured_fraction_theta_full .912 _diffrn_measured_fraction_theta_max .912 _diffrn_measurement_device_type 'MacScience DIP 2030K image-plate system' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0000 _diffrn_reflns_av_sigmaI/netI .0310 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 3980 _diffrn_reflns_theta_full 25.42 _diffrn_reflns_theta_max 25.42 _diffrn_reflns_theta_min 2.49 _exptl_absorpt_coefficient_mu .806 _exptl_absorpt_correction_type none _exptl_crystal_colour 'dark green' _exptl_crystal_density_diffrn 1.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 610 _exptl_crystal_size_max .25 _exptl_crystal_size_mid .15 _exptl_crystal_size_min .10 _refine_diff_density_max .804 _refine_diff_density_min -.465 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 284 _refine_ls_number_reflns 3980 _refine_ls_number_restraints 21 _refine_ls_restrained_S_all 1.083 _refine_ls_R_factor_all .060 _refine_ls_R_factor_gt .055 _refine_ls_shift/su_max .001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0676P)^2^+1.9465P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .149 _reflns_number_gt 3623 _reflns_number_total 3980 _reflns_threshold_expression I>2\s(I) _cod_data_source_file qa0207.cif _cod_data_source_block I _cod_original_cell_volume 1183.58(11) _cod_database_code 2010740 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol S1 .31412(11) .71973(9) .86598(8) .0440(2) Uani d . 1 . . S S2 .51616(10) .53811(9) .76734(8) .0433(2) Uani d . 1 . . S S3 .19900(11) .49342(9) 1.05265(9) .0463(3) Uani d . 1 . . S S4 .40813(11) .30952(9) .96116(8) .0450(2) Uani d . 1 . . S S5 .37452(13) .94793(9) .68362(9) .0529(3) Uani d . 1 . . S S6 .61704(13) .73837(11) .57268(9) .0550(3) Uani d . 1 . . S S7 .06311(12) .29691(10) 1.21829(9) .0531(3) Uani d . 1 . . S S8 .31853(13) .08637(10) 1.13017(9) .0551(3) Uani d . 1 . . S F1 .8136(7) .3574(4) .6852(5) .171(2) Uani d D 1 . . F F2 .8134(5) .2442(4) .8731(3) .1185(14) Uani d D 1 . . F F3 .8909(4) .1478(4) .7339(4) .1159(14) Uani d D 1 . . F F4 .6640(4) .2395(5) .7453(6) .172(2) Uani d D 1 . . F O1 .2341(7) .8653(4) .4824(4) .1145(18) Uani d . 1 . . O H1 .2185 .8634 .4145 .172 Uiso calc R 1 . . H O2 .7894(4) .7111(4) .3641(3) .0765(10) Uani d . 1 . . O H2 .8166 .7417 .2952 .115 Uiso calc R 1 . . H O3 -.1941(4) .3611(4) 1.3698(3) .0819(11) Uani d . 1 . . O H3 -.2005 .2928 1.4168 .123 Uiso calc R 1 . . H O4 .1144(4) .2241(4) .8847(3) .0767(10) Uani d . 1 . . O H4 .0274 .2520 .8723 .115 Uiso calc R 1 . . H B1 .7951(5) .2473(4) .7570(4) .0591(12) Uani d D 1 . . B C1 .3818(4) .5646(3) .8699(3) .0404(8) Uani d . 1 . . C C2 .3337(4) .4655(3) .9513(3) .0400(8) Uani d . 1 . . C C3 .4056(4) .7827(3) .7373(3) .0414(8) Uani d . 1 . . C C4 .5021(4) .6984(3) .6914(3) .0399(8) Uani d . 1 . . C C5 .1955(4) .3362(3) 1.1154(3) .0411(8) Uani d . 1 . . C C6 .2942(4) .2501(3) 1.0732(3) .0427(8) Uani d . 1 . . C C7 .2022(5) .9987(4) .6063(4) .0640(12) Uani d . 1 . . C H7A .1565 1.0845 .6042 .080 Uiso d R 1 . . H H7B .1425 .9471 .6536 .080 Uiso d R 1 . . H C8 .2087(7) .9902(5) .4798(5) .0791(16) Uani d . 1 . . C H8A .1200 1.0398 .4379 .080 Uiso d R 1 . . H H8B .2846 1.0241 .4365 .080 Uiso d R 1 . . H C9 .6041(5) .6376(4) .4832(4) .0547(10) Uani d . 1 . . C H9A .5070 .6327 .4829 .080 Uiso d R 1 . . H H9B .6651 .5536 .5173 .080 Uiso d R 1 . . H C10 .6517(6) .6946(5) .3574(4) .0664(12) Uani d . 1 . . C H10A .6548 .6410 .3083 .080 Uiso d R 1 . . H H10B .5852 .7753 .3208 .080 Uiso d R 1 . . H C11 .0099(5) .4286(4) 1.2806(4) .0551(10) Uani d . 1 . . C H11A -.0526 .5009 1.2249 .080 Uiso d R 1 . . H H11B .0930 .4515 1.2949 .080 Uiso d R 1 . . H C12 -.0675(5) .3859(5) 1.3979(4) .0608(11) Uani d . 1 . . C H12A -.0065 .3109 1.4518 .080 Uiso d R 1 . . H H12B -.0927 .4506 1.4371 .080 Uiso d R 1 . . H C13 .2945(7) .0442(5) .9961(5) .0771(14) Uani d . 1 . . C H13A .3250 -.0464 1.0165 .080 Uiso d R 1 . . H H13B .3572 .0774 .9336 .080 Uiso d R 1 . . H C14 .1493(7) .0900(5) .9450(6) .0829(16) Uani d . 1 . . C H14A .1430 .0474 .8877 .080 Uiso d R 1 . . H H14B .0821 .0708 1.0094 .080 Uiso d R 1 . . H 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 .0496(5) .0433(5) .0387(5) -.0155(4) .0064(4) -.0111(4) S2 .0482(5) .0418(5) .0394(5) -.0159(4) .0062(4) -.0101(4) S3 .0515(6) .0409(5) .0445(5) -.0176(5) .0094(4) -.0083(4) S4 .0551(6) .0443(5) .0377(5) -.0184(5) .0044(4) -.0123(4) S5 .0678(7) .0407(5) .0525(6) -.0224(5) -.0057(5) -.0096(4) S6 .0688(7) .0634(7) .0463(5) -.0399(6) .0189(5) -.0204(5) S7 .0606(6) .0530(6) .0503(6) -.0298(5) .0140(5) -.0129(4) S8 .0755(8) .0412(5) .0462(5) -.0202(5) -.0053(5) -.0051(4) F1 .223(6) .096(3) .163(5) -.045(4) .093(4) -.016(3) F2 .139(4) .140(3) .088(2) -.025(3) .007(2) -.065(2) F3 .117(3) .109(3) .123(3) .019(2) -.019(2) -.076(2) F4 .085(3) .187(5) .280(7) -.024(3) -.042(4) -.124(5) O1 .208(6) .084(3) .071(3) -.068(3) -.030(3) -.018(2) O2 .080(2) .099(3) .064(2) -.046(2) .0266(18) -.0294(19) O3 .063(2) .111(3) .071(2) -.044(2) .0024(17) -.011(2) O4 .070(2) .088(3) .074(2) -.032(2) -.0093(18) -.0163(19) B1 .064(3) .054(3) .063(3) -.013(3) .006(2) -.027(2) C1 .046(2) .0441(19) .0321(17) -.0187(17) .0020(14) -.0083(14) C2 .047(2) .0424(19) .0308(16) -.0186(17) .0018(14) -.0071(14) C3 .049(2) .0419(19) .0350(17) -.0205(17) .0006(15) -.0066(14) C4 .046(2) .0424(19) .0343(17) -.0211(17) .0026(14) -.0084(14) C5 .050(2) .0427(19) .0323(17) -.0225(17) -.0003(14) -.0047(14) C6 .052(2) .0411(19) .0368(18) -.0202(18) -.0002(15) -.0080(15) C7 .065(3) .048(2) .069(3) -.008(2) -.013(2) -.008(2) C8 .110(5) .064(3) .061(3) -.037(3) -.025(3) .002(2) C9 .062(3) .063(3) .049(2) -.028(2) .0101(19) -.0232(19) C10 .077(3) .088(3) .047(2) -.036(3) .009(2) -.027(2) C11 .054(2) .051(2) .060(2) -.020(2) .0089(19) -.0139(19) C12 .055(3) .071(3) .058(3) -.022(2) .009(2) -.020(2) C13 .097(4) .060(3) .081(3) -.025(3) .008(3) -.028(3) C14 .093(4) .075(3) .091(4) -.039(3) -.017(3) -.022(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C1 S1 C3 95.98(17) yes C1 S2 C4 95.67(17) yes C2 S3 C5 95.67(18) yes C2 S4 C6 95.78(17) yes C3 S5 C7 102.11(19) yes C4 S6 C9 101.87(18) yes C5 S7 C11 102.88(18) yes C6 S8 C13 103.4(2) yes C8 O1 H1 109.5 no C10 O2 H2 109.5 no C12 O3 H3 109.5 no C14 O4 H4 109.5 no F4 B1 F1 111.5(5) yes F4 B1 F3 109.0(4) yes F1 B1 F3 111.7(4) yes F4 B1 F2 108.4(4) yes F1 B1 F2 106.2(4) yes F3 B1 F2 109.9(4) yes C2 C1 S1 122.8(3) yes C2 C1 S2 122.0(3) yes S1 C1 S2 115.18(19) yes C1 C2 S4 122.9(3) yes C1 C2 S3 121.5(3) yes S4 C2 S3 115.59(19) yes C4 C3 S1 116.7(3) yes C4 C3 S5 125.7(3) yes S1 C3 S5 117.5(2) yes C3 C4 S6 124.9(3) yes C3 C4 S2 115.9(3) yes S6 C4 S2 119.1(2) yes C6 C5 S3 116.3(3) yes C6 C5 S7 123.2(3) yes S3 C5 S7 120.3(2) yes C5 C6 S4 116.5(3) yes C5 C6 S8 124.2(3) yes S4 C6 S8 119.2(2) yes C8 C7 S5 114.9(4) yes C8 C7 H7A 109.4 no S5 C7 H7A 108.4 no C8 C7 H7B 108.0 no S5 C7 H7B 108.6 no H7A C7 H7B 107.3 no O1 C8 C7 110.7(4) yes O1 C8 H8A 109.7 no C7 C8 H8A 109.4 no O1 C8 H8B 109.5 no C7 C8 H8B 109.3 no H8A C8 H8B 108.3 no C10 C9 S6 107.3(3) yes C10 C9 H9A 111.3 no S6 C9 H9A 109.8 no C10 C9 H9B 109.4 no S6 C9 H9B 110.6 no H9A C9 H9B 108.4 no O2 C10 C9 109.0(4) yes O2 C10 H10A 109.9 no C9 C10 H10A 110.6 no O2 C10 H10B 109.4 no C9 C10 H10B 109.1 no H10A C10 H10B 108.8 no C12 C11 S7 107.4(3) yes C12 C11 H11A 109.8 no S7 C11 H11A 110.5 no C12 C11 H11B 111.0 no S7 C11 H11B 109.9 no H11A C11 H11B 108.3 no O3 C12 C11 108.3(4) yes O3 C12 H12A 110.2 no C11 C12 H12A 109.6 no O3 C12 H12B 109.7 no C11 C12 H12B 110.5 no H12A C12 H12B 108.6 no C14 C13 S8 115.8(4) yes C14 C13 H13A 108.9 no S8 C13 H13A 108.3 no C14 C13 H13B 108.0 no S8 C13 H13B 108.3 no H13A C13 H13B 107.3 no O4 C14 C13 110.3(4) yes O4 C14 H14A 109.5 no C13 C14 H14A 109.2 no O4 C14 H14B 110.1 no C13 C14 H14B 109.5 no H14A C14 H14B 108.4 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag S1 C1 . 1.715(4) yes S1 C3 . 1.736(4) yes S2 C1 . 1.727(4) yes S2 C4 . 1.751(4) yes S3 C2 . 1.722(4) yes S3 C5 . 1.740(4) yes S4 C2 . 1.715(4) yes S4 C6 . 1.738(4) yes S5 C3 . 1.754(4) yes S5 C7 . 1.811(5) yes S6 C4 . 1.734(3) yes S6 C9 . 1.825(4) yes S7 C5 . 1.742(4) yes S7 C11 . 1.821(4) yes S8 C6 . 1.748(4) yes S8 C13 . 1.820(5) yes F1 B1 . 1.333(5) yes F2 B1 . 1.358(5) yes F3 B1 . 1.349(5) yes F4 B1 . 1.321(5) yes O1 C8 . 1.387(6) yes O1 H1 . .8200 no O2 C10 . 1.414(6) yes O2 H2 . .8200 no O3 C12 . 1.421(5) yes O3 H3 . .8200 no O4 C14 . 1.434(6) yes O4 H4 . .8200 no C1 C2 . 1.403(5) yes C3 C4 . 1.361(5) yes C5 C6 . 1.361(6) yes C7 C8 . 1.497(7) yes C7 H7A . .9599 no C7 H7B . .9639 no C8 H8A . .9549 no C8 H8B . .9645 no C9 C10 . 1.494(6) yes C9 H9A . .9600 no C9 H9B . .9572 no C10 H10A . .9602 no C10 H10B . .9567 no C11 C12 . 1.511(6) yes C11 H11A . .9552 no C11 H11B . .9584 no C12 H12A . .9555 no C12 H12B . .9613 no C13 C14 . 1.456(8) yes C13 H13A . .9592 no C13 H13B . .9654 no C14 H14A . .9595 no C14 H14B . .9659 no S4 S1 2_667 3.3560(10) yes S3 S2 2_667 3.4560(10) yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O2 H2 O4 2_666 .820 2.089 2.891(5) 165.6 yes O1 H1 F3 2_666 .820 2.145 2.930(5) 142.6 yes O1 H1 F4 2_666 .820 2.546 3.224(7) 152.8 yes O3 H3 O1 2_567 .820 1.932 2.748(6) 173.8 yes O4 H4 F2 1_455 .820 2.104 2.875(6) 156.5 yes