#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:48:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010287.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_2010287 loop_ _publ_author_name 'Howard, Judith A.K.' 'Batsanov, Andrei S.' 'Bryce, Martin R.' 'Heaton, Julie N.' _publ_section_title ; N-Methylthiocarbamoyltetrathiafulvalene at 150 K ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1956 _journal_page_last 1958 _journal_paper_doi 10.1107/S0108270194006827 _journal_volume 50 _journal_year 1994 _chemical_formula_structural TTF-C(=S)NHMe _chemical_formula_sum 'C8 H7 N S5' _chemical_formula_weight 277.45 _chemical_name_systematic ; N-Methylthioamidotetrathiafulvalene ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.74(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.947(3) _cell_length_b 8.300(3) _cell_length_c 11.031(3) _cell_measurement_reflns_used 24 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 13.6 _cell_volume 1093.7(6) _computing_cell_refinement MSC/AFC _computing_data_collection MSC/AFC _computing_data_reduction 'TEXSAN Version 5.1 (MSC, 1989)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 150(2) _diffrn_measurement_device 'Rigaku AFC6S 4-circle diffractometer' _diffrn_measurement_method '2\q/\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.023 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2448 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.99 _diffrn_standards_decay_% 0.0 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.015 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8527 _exptl_absorpt_correction_type empirical _exptl_crystal_colour Black _exptl_crystal_density_diffrn 1.685 _exptl_crystal_description Plate _exptl_crystal_F_000 568 _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.400 _refine_diff_density_min -0.276 _refine_ls_extinction_coef 0.0020(9) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.070 _refine_ls_goodness_of_fit_obs 1.068 _refine_ls_matrix_type full _refine_ls_number_parameters 156 _refine_ls_number_reflns 2310 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.300 _refine_ls_restrained_S_obs 1.068 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_obs 0.0290 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.9896P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0993 _refine_ls_wR_factor_obs 0.0722 _reflns_number_observed 1842 _reflns_number_total 2317 _reflns_observed_criterion >2sigma(I) _cod_data_source_file ha1115.cif _cod_data_source_block 1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.9896P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.9896P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C8 H7 N1 S5' _cod_database_code 2010287 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' 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 0.0262(3) 0.0262(3) 0.0143(3) -0.0050(3) 0.0010(2) -0.0035(2) S2 0.0308(3) 0.0228(3) 0.0180(3) -0.0059(3) 0.0026(3) -0.0045(3) S3 0.0334(4) 0.0226(3) 0.0199(3) -0.0004(3) 0.0047(3) -0.0008(3) S4 0.0272(3) 0.0317(4) 0.0241(4) -0.0079(3) 0.0001(3) -0.0005(3) S5 0.0383(4) 0.0418(4) 0.0193(4) -0.0174(3) -0.0011(3) -0.0056(3) N 0.0254(12) 0.0324(12) 0.0204(12) -0.0080(10) 0.0023(9) -0.0026(10) C1 0.0250(12) 0.0216(12) 0.0138(12) -0.0034(10) 0.0006(9) 0.0000(10) C2 0.0216(12) 0.0205(12) 0.0138(12) 0.0011(9) -0.0002(9) 0.0011(9) C3 0.0226(12) 0.0217(12) 0.0159(12) 0.0009(10) 0.0010(10) 0.0011(10) C4 0.0262(12) 0.0198(12) 0.0159(12) -0.0032(10) -0.0011(10) 0.0017(10) C5 0.0280(14) 0.036(2) 0.029(2) 0.0041(12) 0.0112(12) 0.0076(13) C6 0.0232(14) 0.046(2) 0.030(2) -0.0033(13) 0.0038(12) 0.0067(13) C7 0.0208(12) 0.0206(11) 0.0185(13) 0.0009(10) -0.0007(10) 0.0010(10) C8 0.029(2) 0.050(2) 0.030(2) -0.0121(14) 0.0097(13) -0.004(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol S1 0.70583(5) 0.24833(8) 0.41090(6) 0.0222(2) Uani d . 1 . S S2 0.62551(6) -0.00325(8) 0.24133(6) 0.0238(2) Uani d . 1 . S S3 0.45335(6) 0.27483(8) 0.52132(6) 0.0253(2) Uani d . 1 . S S4 0.37148(6) 0.04362(9) 0.33602(6) 0.0277(2) Uani d . 1 . S S5 0.94172(6) 0.40710(10) 0.38440(6) 0.0331(2) Uani d . 1 . S N 0.9344(2) 0.3074(3) 0.1569(2) 0.0261(5) Uani d . 1 . N C1 0.5916(2) 0.1330(3) 0.3573(2) 0.0201(5) Uani d . 1 . C C2 0.7831(2) 0.2165(3) 0.2773(2) 0.0187(5) Uani d . 1 . C C3 0.7458(2) 0.0991(3) 0.2034(2) 0.0200(5) Uani d . 1 . C C4 0.4865(2) 0.1485(3) 0.3988(2) 0.0207(5) Uani d . 1 . C C5 0.3086(2) 0.2629(4) 0.4948(3) 0.0310(6) Uani d . 1 . C C6 0.2727(2) 0.1602(4) 0.4121(3) 0.0330(7) Uani d . 1 . C C7 0.8872(2) 0.3083(3) 0.2645(2) 0.0200(5) Uani d . 1 . C C8 1.0431(3) 0.3780(5) 0.1334(3) 0.0362(7) Uani d . 1 . C H0 0.902(3) 0.257(4) 0.107(3) 0.037(10) Uiso d . 1 . H H3 0.783(2) 0.063(4) 0.135(3) 0.026(8) Uiso d . 1 . H H5 0.263(3) 0.330(4) 0.545(3) 0.036(9) Uiso d . 1 . H H6 0.207(3) 0.143(4) 0.392(3) 0.027(8) Uiso d . 1 . H H8A 1.041(3) 0.496(4) 0.142(3) 0.033(8) Uiso d . 1 . H H8B 1.096(3) 0.329(5) 0.188(3) 0.047(10) Uiso d . 1 . H H8C 1.061(3) 0.354(5) 0.058(4) 0.059(12) Uiso d . 1 . H 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' N N 0.0061 0.0033 '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_ _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 C2 92.83(12) yes C3 S2 C1 93.47(12) yes C5 S3 C4 93.98(14) yes C6 S4 C4 93.77(14) yes C7 N C8 123.5(2) yes C4 C1 S2 122.2(2) yes C4 C1 S1 123.7(2) yes S2 C1 S1 114.10(14) yes C3 C2 C7 126.4(2) yes C3 C2 S1 116.2(2) yes C7 C2 S1 117.0(2) yes C2 C3 S2 118.7(2) yes C1 C4 S3 122.5(2) yes C1 C4 S4 123.0(2) yes S3 C4 S4 114.49(14) yes C6 C5 S3 117.7(2) yes C5 C6 S4 118.3(2) yes N C7 C2 117.2(2) yes N C7 S5 122.9(2) yes C2 C7 S5 119.9(2) yes 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 . 1.763(3) yes S1 C2 . 1.769(2) yes S2 C3 . 1.726(3) yes S2 C1 . 1.758(3) yes S3 C5 . 1.753(3) yes S3 C4 . 1.760(3) yes S4 C6 . 1.749(3) yes S4 C4 . 1.761(3) yes S5 C7 . 1.680(3) yes N C7 . 1.321(3) yes N C8 . 1.450(4) yes C1 C4 . 1.348(3) yes C2 C3 . 1.343(3) yes C2 C7 . 1.467(3) yes C5 C6 . 1.317(5) yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C3 C2 C7 N 18.7(4) C2 C7 N C8 -173.3(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21139221