#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2216728.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_2216728 loop_ _publ_author_name '\'Smiszek-Lindert, Wioleta' 'Nowak, Maria' 'Kusz, Joachim' _publ_section_title ; N-Benzylthioformamide ; _journal_coeditor_code RK2054 _journal_issue 12 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o4587 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac 'C8 H9 N S' _chemical_formula_moiety 'C8 H9 N S' _chemical_formula_sum 'C8 H9 N S' _chemical_formula_weight 151.22 _chemical_melting_point 339 _chemical_name_systematic ; N-Benzylthioformamide ; _space_group_IT_number 56 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ab 2ac' _symmetry_space_group_name_H-M 'P c c n' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 17.421(4) _cell_length_b 9.5509(19) _cell_length_c 9.6729(19) _cell_measurement_reflns_used 6843 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 32.71 _cell_measurement_theta_min 3.22 _cell_volume 1609.4(6) _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2006)' _computing_data_reduction 'CrysAlis RED (Oxford Diffraction, 2006)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'publCIF (Version 1.9_c; Westrip, 2007)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.933 _diffrn_measurement_device_type 'Kuma KM4 CCD Sapphire3' _diffrn_measurement_method \q _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 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 14474 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 32.71 _diffrn_reflns_theta_min 3.22 _exptl_absorpt_coefficient_mu 0.323 _exptl_absorpt_correction_T_max 0.99315 _exptl_absorpt_correction_T_min 0.96738 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; (CrysAlis CCD; Oxford Diffraction, 2006) Analytical numerical absorption correction using a multifaceted crystal model based on expressions derived by Clark & Reid (1995). ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.248 _exptl_crystal_density_method 'Not measured' _exptl_crystal_description needle _exptl_crystal_F_000 640 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.288 _refine_diff_density_min -0.319 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 94 _refine_ls_number_reflns 2777 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.000 _refine_ls_R_factor_all 0.0579 _refine_ls_R_factor_gt 0.0369 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0614P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0966 _refine_ls_wR_factor_ref 0.1016 _reflns_number_gt 1847 _reflns_number_total 2777 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file rk2054.cif _[local]_cod_data_source_block I _cod_original_cell_volume 1609.5(6) _cod_database_code 2216728 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' loop_ _atom_site_type_symbol _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 S S1 0.665841(16) 0.07223(3) 0.11629(3) 0.03143(11) Uani d . 1 N N1 0.69486(6) 0.08107(10) 0.38624(9) 0.0299(2) Uani d . 1 H H1 0.7292(8) 0.0826(13) 0.4483(15) 0.036 Uiso d . 1 C C1 0.60240(6) 0.01605(13) 0.56620(10) 0.0275(2) Uani d . 1 C C2 0.62914(8) -0.11766(14) 0.59359(12) 0.0375(3) Uani d . 1 H H2 0.6556 -0.1683 0.5237 0.045 Uiso calc R 1 C C3 0.61756(8) -0.17825(14) 0.72271(13) 0.0440(3) Uani d . 1 H H3 0.6361 -0.2700 0.7407 0.053 Uiso calc R 1 C C4 0.57927(8) -0.10556(13) 0.82450(12) 0.0384(3) Uani d . 1 H H4 0.5713 -0.1472 0.9125 0.046 Uiso calc R 1 C C5 0.55260(6) 0.02737(14) 0.79845(11) 0.0326(3) Uani d . 1 H H5 0.5262 0.0774 0.8688 0.039 Uiso calc R 1 C C6 0.56401(6) 0.08897(12) 0.66989(11) 0.0293(2) Uani d . 1 H H6 0.5456 0.1810 0.6528 0.035 Uiso calc R 1 C C7 0.61376(7) 0.08306(14) 0.42613(12) 0.0363(3) Uani d . 1 H H7A 0.5832 0.0319 0.3562 0.044 Uiso calc R 1 H H7B 0.5953 0.1810 0.4289 0.044 Uiso calc R 1 C C8 0.71943(6) 0.07808(11) 0.25872(11) 0.0264(2) Uani d . 1 H H8 0.7735 0.0794 0.2459 0.032 Uiso calc R 1 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 0.02432(15) 0.0501(2) 0.01989(14) -0.00018(12) 0.00029(9) 0.00021(11) N1 0.0214(4) 0.0468(6) 0.0215(4) -0.0054(4) -0.0028(3) 0.0005(4) C1 0.0220(5) 0.0387(6) 0.0219(4) -0.0064(4) -0.0012(4) -0.0012(4) C2 0.0440(7) 0.0348(6) 0.0337(6) -0.0063(5) 0.0049(5) -0.0102(5) C3 0.0574(8) 0.0285(6) 0.0462(7) -0.0058(6) 0.0024(6) 0.0036(5) C4 0.0443(7) 0.0419(7) 0.0289(6) -0.0136(5) 0.0015(5) 0.0060(5) C5 0.0277(5) 0.0450(7) 0.0251(5) -0.0078(5) 0.0043(4) -0.0041(5) C6 0.0221(5) 0.0381(6) 0.0277(5) -0.0003(4) 0.0011(4) 0.0005(4) C7 0.0229(5) 0.0627(9) 0.0233(5) 0.0003(5) 0.0005(4) 0.0048(5) C8 0.0215(5) 0.0325(6) 0.0253(5) -0.0016(4) 0.0005(4) -0.0001(4) 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 C8 N1 C7 124.42(9) C8 N1 H1 116.0(9) C7 N1 H1 119.6(9) C2 C1 C6 119.01(10) C2 C1 C7 121.20(10) C6 C1 C7 119.79(11) C1 C2 C3 120.44(11) C1 C2 H2 119.8 C3 C2 H2 119.8 C4 C3 C2 120.16(13) C4 C3 H3 119.9 C2 C3 H3 119.9 C5 C4 C3 119.87(11) C5 C4 H4 120.1 C3 C4 H4 120.1 C4 C5 C6 120.42(11) C4 C5 H5 119.8 C6 C5 H5 119.8 C5 C6 C1 120.10(11) C5 C6 H6 120.0 C1 C6 H6 120.0 N1 C7 C1 110.91(9) N1 C7 H7A 109.5 C1 C7 H7A 109.5 N1 C7 H7B 109.5 C1 C7 H7B 109.5 H7A C7 H7B 108.0 N1 C8 S1 126.76(9) N1 C8 H8 116.6 S1 C8 H8 116.6 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 C8 1.6652(11) N1 C8 1.3059(14) N1 C7 1.4648(15) N1 H1 0.848(14) C1 C2 1.3849(18) C1 C6 1.3923(15) C1 C7 1.5114(15) C2 C3 1.3912(16) C2 H2 0.9500 C3 C4 1.3771(18) C3 H3 0.9500 C4 C5 1.3752(18) C4 H4 0.9500 C5 C6 1.3899(16) C5 H5 0.9500 C6 H6 0.9500 C7 H7A 0.9900 C7 H7B 0.9900 C8 H8 0.9500 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 N1 H1 S1 8_756 0.848(14) 2.448(15) 3.2937(11) 175.2(12)