#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/19/2011987.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2011987 loop_ _publ_author_name 'Sato, Akane' 'Okada, Mizuho' 'Saito, Kazuya' 'Sorai, Michio' _publ_section_title 'The charge-transfer complex trans-STB--TCNQF4' _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C Crystal Structure Communications' _journal_page_first 564 _journal_page_last 565 _journal_paper_doi 10.1107/S0108270100019454 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C14 H12, C12 F4 N4' _chemical_formula_sum 'C26 H12 F4 N4' _chemical_formula_weight 456.40 _chemical_name_systematic ; trans-stilbene - 2,2'-(2,3,5,6-tetrafluorobenzene-1,4-diylidene)- propanedinitrile (1/1) ; _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90.00 _cell_angle_beta 99.990(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 9.555(2) _cell_length_b 6.287(2) _cell_length_c 17.295(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 30.0 _cell_measurement_theta_min 29.4 _cell_volume 1023.2(4) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics 'PLATON (Spek, 2001)' _computing_publication_material TEXSAN _computing_structure_refinement 'TEXSAN and SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .015 _diffrn_reflns_av_sigmaI/netI .0536 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 2716 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 2.65 _diffrn_standards_decay_% 1.63 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .115 _exptl_absorpt_correction_type none _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_meas ? _exptl_crystal_description needle _exptl_crystal_F_000 464.00 _exptl_crystal_size_max .2 _exptl_crystal_size_mid .2 _exptl_crystal_size_min .2 _refine_diff_density_max .196 _refine_diff_density_min -.177 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 154 _refine_ls_number_reflns 2347 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_R_factor_all .0870 _refine_ls_R_factor_gt .0400 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0513P)^2^+0.1154P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1238 _reflns_number_gt 1463 _reflns_number_total 2347 _reflns_threshold_expression >2sigma(I) _cod_data_source_file oa1110sup1.cif _cod_data_source_block oa1110 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2011987 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' 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 C1 .15683(17) .0100(3) .08790(10) .0385(4) Uani d . 1 . . C C2 .20911(19) .1646(3) .14274(11) .0459(5) Uani d . 1 . . C H2 .1620 .2942 .1424 .055 Uiso calc R 1 . . H C3 .3302(2) .1288(4) .19781(11) .0494(5) Uani d . 1 . . C H3 .3639 .2341 .2341 .059 Uiso calc R 1 . . H C4 .40076(19) -.0623(3) .19906(11) .0461(5) Uani d . 1 . . C H4 .4829 -.0854 .2356 .055 Uiso calc R 1 . . H C5 .34932(19) -.2197(3) .14593(11) .0449(5) Uani d . 1 . . C H5 .3961 -.3497 .1473 .054 Uiso calc R 1 . . H C6 .22822(19) -.1845(3) .09053(10) .0414(4) Uani d . 1 . . C H6 .1943 -.2911 .0549 .050 Uiso calc R 1 . . H C7 .02950(17) .0600(3) .02951(10) .0414(4) Uani d . 1 . . C H7 -.0137 .1904 .0350 .050 Uiso calc R 1 . . H F1 .60329(11) .27403(16) .11706(6) .0465(3) Uani d . 1 . . F F2 .62162(10) -.38391(16) -.01573(6) .0451(3) Uani d . 1 . . F N1 .8412(2) .0810(3) .23756(11) .0657(5) Uani d . 1 . . N N2 .88659(19) -.4638(3) .10582(12) .0641(5) Uani d . 1 . . N C10 .62444(15) -.0618(3) .05665(9) .0309(3) Uani d . 1 . . C C11 .55158(16) .1375(3) .06035(9) .0324(4) Uani d . 1 . . C C12 .56340(17) -.1935(3) -.00834(10) .0327(4) Uani d . 1 . . C C13 .74051(17) -.1224(3) .11100(10) .0357(4) Uani d . 1 . . C C14 .79472(18) -.0020(3) .17994(11) .0439(4) Uani d . 1 . . C C15 .81832(18) -.3151(3) .10589(11) .0421(4) Uani d . 1 . . C 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 C1 .0306(8) .0492(11) .0366(9) .0022(8) .0081(7) .0036(8) C2 .0421(10) .0524(11) .0438(10) .0083(9) .0094(8) -.0034(9) C3 .0448(10) .0637(13) .0396(10) -.0017(10) .0075(8) -.0094(9) C4 .0365(9) .0644(13) .0364(9) .0025(9) .0037(7) .0078(9) C5 .0402(10) .0489(11) .0462(10) .0080(8) .0090(8) .0093(9) C6 .0398(9) .0448(10) .0387(9) -.0013(8) .0045(7) -.0014(8) C7 .0348(9) .0452(10) .0446(10) .0081(8) .0081(7) .0015(8) F1 .0478(6) .0415(6) .0454(6) -.0012(5) -.0053(5) -.0122(5) F2 .0459(6) .0360(6) .0510(6) .0106(4) .0015(5) -.0057(5) N1 .0689(12) .0644(12) .0538(10) -.0085(10) -.0174(9) -.0017(9) N2 .0546(10) .0612(12) .0734(13) .0212(9) .0026(9) .0085(10) C10 .0273(7) .0343(9) .0312(8) -.0019(7) .0059(6) .0032(7) C11 .0332(8) .0316(8) .0317(8) -.0038(7) .0040(6) -.0042(7) C12 .0324(8) .0296(8) .0369(8) .0030(7) .0085(7) -.0010(7) C13 .0302(8) .0378(9) .0381(9) -.0005(7) .0037(6) .0036(7) C14 .0383(9) .0453(11) .0436(10) -.0019(8) -.0055(8) .0061(8) C15 .0344(9) .0469(11) .0427(10) .0033(8) .0004(7) .0064(8) 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' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 1 -3 -2 0 0 -2 0 -2 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 C1 C6 . . 118.33(15) ? C2 C1 C7 . . 118.34(17) ? C6 C1 C7 . . 123.32(16) ? C3 C2 C1 . . 120.98(18) ? C3 C2 H2 . . 119.5 ? C1 C2 H2 . . 119.5 ? C4 C3 C2 . . 120.14(18) ? C4 C3 H3 . . 119.9 ? C2 C3 H3 . . 119.9 ? C3 C4 C5 . . 119.87(16) ? C3 C4 H4 . . 120.1 ? C5 C4 H4 . . 120.1 ? C4 C5 C6 . . 120.22(18) ? C4 C5 H5 . . 119.9 ? C6 C5 H5 . . 119.9 ? C5 C6 C1 . . 120.43(17) ? C5 C6 H6 . . 119.8 ? C1 C6 H6 . . 119.8 ? C7 C7 C1 3 . 126.9(2) ? C7 C7 H7 3 . 116.5 ? C1 C7 H7 . . 116.5 ? C13 C10 C12 . . 123.00(15) ? C13 C10 C11 . . 123.25(15) ? C12 C10 C11 . . 113.74(13) ? F1 C11 C12 . 3_655 118.74(15) ? F1 C11 C10 . . 118.22(13) ? C12 C11 C10 3_655 . 123.02(14) ? F2 C12 C11 . 3_655 118.53(15) ? F2 C12 C10 . . 118.19(14) ? C11 C12 C10 3_655 . 123.24(15) ? C10 C13 C14 . . 123.69(16) ? C10 C13 C15 . . 123.84(16) ? C14 C13 C15 . . 112.46(14) ? N1 C14 C13 . . 175.2(2) ? N2 C15 C13 . . 175.5(2) ? 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 C1 C2 . 1.389(3) y C1 C6 . 1.397(3) y C1 C7 . 1.474(2) y C2 C3 . 1.383(3) y C2 H2 . .93 ? C3 C4 . 1.376(3) y C3 H3 . .93 ? C4 C5 . 1.382(3) y C4 H4 . .93 ? C5 C6 . 1.386(2) y C5 H5 . .93 ? C6 H6 . .93 ? C7 C7 3 1.315(4) y C7 H7 . .93 ? F1 C11 . 1.3324(17) y F2 C12 . 1.3356(18) y N1 C14 . 1.144(2) y N2 C15 . 1.140(2) y C10 C13 . 1.377(2) y C10 C12 . 1.436(2) y C10 C11 . 1.440(2) y C11 C12 3_655 1.341(2) y C12 C11 3_655 1.341(2) y C13 C14 . 1.431(3) y C13 C15 . 1.432(3) y 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C6 C1 C2 C3 . . . . 1.1(3) ? C7 C1 C2 C3 . . . . -178.47(17) ? C1 C2 C3 C4 . . . . -.1(3) ? C2 C3 C4 C5 . . . . -1.0(3) ? C3 C4 C5 C6 . . . . 1.1(3) ? C4 C5 C6 C1 . . . . -.1(3) ? C2 C1 C6 C5 . . . . -1.0(3) ? C7 C1 C6 C5 . . . . 178.56(17) ? C2 C1 C7 C7 . . . 3 175.4(2) ? C6 C1 C7 C7 . . . 3 -4.2(4) ? C13 C10 C11 F1 . . . . 3.3(2) ? C12 C10 C11 F1 . . . . -177.68(13) ? C13 C10 C11 C12 . . . 3_655 -178.37(16) ? C12 C10 C11 C12 . . . 3_655 .7(3) ? C13 C10 C12 F2 . . . . .6(2) ? C11 C10 C12 F2 . . . . -178.46(13) ? C13 C10 C12 C11 . . . 3_655 178.37(16) ? C11 C10 C12 C11 . . . 3_655 -.7(3) ? C12 C10 C13 C14 . . . . -174.10(16) ? C11 C10 C13 C14 . . . . 4.8(3) ? C12 C10 C13 C15 . . . . 4.3(3) ? C11 C10 C13 C15 . . . . -176.74(16) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139058213