#------------------------------------------------------------------------------ #$Date: 2012-02-28 14:14:52 +0200 (Tue, 28 Feb 2012) $ #$Revision: 35911 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/10/06/1100679.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_1100679 _chemical_formula_sum 'C14 H16 N2 S' _chemical_formula_weight 244.35 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4686(16) _cell_length_b 11.9543(16) _cell_length_c 5.9271(16) _cell_angle_alpha 102.365(16) _cell_angle_beta 92.120(16) _cell_angle_gamma 65.302(15) _cell_volume 657.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'prism' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 260 _exptl_absorpt_coefficient_mu 0.226 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4029 _diffrn_reflns_av_R_equivalents 0.0101 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 30.00 _reflns_number_total 3836 _reflns_number_gt 2561 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0551P)^2^+0.1601P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.027(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3836 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0727 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1333 _refine_ls_wR_factor_gt 0.1149 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 S1 S 0.29613(5) 0.29883(4) 1.02974(10) 0.06480(18) Uani 1 d . . . N1 N 0.51156(16) 0.36496(15) 1.1237(3) 0.0718(5) Uani 1 d . . . H1A H 0.5563 0.4107 1.1190 0.086 Uiso 1 calc R . . H1B H 0.5459 0.3029 1.1922 0.086 Uiso 1 calc R . . N2 N 0.32819(13) 0.48227(12) 0.9170(2) 0.0460(3) Uani 1 d . . .. C1 C 0.38836(16) 0.39043(14) 1.0244(3) 0.0498(4) Uani 1 d . . . C2 C 0.16829(19) 0.39381(16) 0.8776(4) 0.0584(4) Uani 1 d . . . H2 H 0.0873 0.3835 0.8317 0.070 Uiso 1 calc R . . C3 C 0.20124(16) 0.48482(15) 0.8341(3) 0.0462(3) Uani 1 d . . .. C4 C 0.11132(16) 0.58942(15) 0.7207(3) 0.0473(4) Uani 1 d . . . H4 H 0.0238 0.5820 0.6749 0.057 Uiso 1 calc R . . C5 C 0.07999(17) 0.72492(14) 0.8578(3) 0.0462(3) Uani 1 d . . . H5A H -0.0166 0.7727 0.9204 0.055 Uiso 1 calc R . .. H5B H 0.1455 0.7280 0.9765 0.055 Uiso 1 calc R . . C6 C 0.17879(18) 0.61554(15) 0.5214(3) 0.0504(4) Uani 1 d . . . H6A H 0.1446 0.5944 0.3711 0.061 Uiso 1 calc R . . H6B H 0.2809 0.5781 0.5152 0.061 Uiso 1 calc R . . C7 C 0.11056(16) 0.75928(15) 0.6341(3) 0.0453(3) Uani 1 d . . .. C8 C -0.0263(2) 0.83151(19) 0.5245(3) 0.0617(5) Uani 1 d . . . H8A H -0.0732 0.9155 0.6170 0.093 Uiso 1 calc R . . H8B H -0.0867 0.7887 0.5168 0.093 Uiso 1 calc R . . H8C H -0.0046 0.8355 0.3712 0.093 Uiso 1 calc R . . C9 C 0.20555(17) 0.82621(14) 0.6526(3) 0.0470(3) Uani 1 d . . .. C10 C 0.3009(2) 0.80162(19) 0.4722(3) 0.0643(5) Uani 1 d . . . H10 H 0.3048 0.7441 0.3363 0.077 Uiso 1 calc R . . C11 C 0.3900(3) 0.8611(2) 0.4910(4) 0.0805(6) Uani 1 d . . . H11 H 0.4528 0.8438 0.3678 0.097 Uiso 1 calc R . . C12 C 0.3867(2) 0.9463(2) 0.6915(5) 0.0784(6) Uani 1 d .. . . H12 H 0.4481 0.9851 0.7049 0.094 Uiso 1 calc R . . C13 C 0.2918(2) 0.97311(18) 0.8709(4) 0.0672(5) Uani 1 d . . . H13 H 0.2877 1.0316 1.0054 0.081 Uiso 1 calc R . . C14 C 0.20254(18) 0.91343(15) 0.8520(3) 0.0539(4) Uani 1 d . . .. H14 H 0.1392 0.9320 0.9751 0.065 Uiso 1 calc R . . 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 0.0585(3) 0.0459(2) 0.1010(4) 0.0248(2) -0.0051(2) -0.0283(2) N1 0.0525(9) 0.0640(9) 0.1174(15) 0.0512(10) -0.0285(9) -0.0291(7) N2 0.0397(6) 0.0429(6) 0.0606(8) 0.0152(6) -0.0074(6) -0.0209(5) C1 0.0429(8) 0.0412(7) 0.0676(10) 0.0149(7) -0.0023(7) -0.0185(6) C2 0.0502(9) 0.0502(9) 0.0815(13) 0.0107(8) -0.0076(8) -0.0296(8) C3 0.0423(7) 0.0431(7) 0.0548(9) 0.0067(6) -0.0043(6) -0.0215(6) C4 0.0423(8) 0.0507(8) 0.0497(9) 0.0086(7) -0.0097(6) -0.0220(7) C5 0.0449(8) 0.0473(8) 0.0420(8) 0.0077(6) -0.0048(6) -0.0163(6) C6 0.0534(9) 0.0509(8) 0.0407(8) 0.0029(6) -0.0057(7) -0.0195(7) C7 0.0461(8) 0.0463(8) 0.0380(7) 0.0086(6) -0.0086(6) -0.0147(6) C8 0.0560(10) 0.0656(11) 0.0540(10) 0.0158(8) -0.0183(8) -0.0163(8) C9 0.0474(8) 0.0437(8) 0.0474(8) 0.0158(6) -0.0076(6) -0.0143(6) C10 0.0747(13) 0.0712(12) 0.0520(10) 0.0165(9) 0.0029(9) -0.0334(10) C11 0.0866(16) 0.0885(15) 0.0811(15) 0.0281(13) 0.0114(12) -0.0449(13) C12 0.0787(14) 0.0713(13) 0.1046(18) 0.0322(13) -0.0070(13) -0.0441(12) C13 0.0719(12) 0.0494(9) 0.0827(14) 0.0125(9) -0.0090(10) -0.0290(9) C14 0.0534(9) 0.0448(8) 0.0586(10) 0.0079(7) -0.0033(8) -0.0174(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C2 1.724(2) . ? S1 C1 1.7415(16) . ? N1 C1 1.340(2) . ? N2 C1 1.304(2) . ? N2 C3 1.3903(19) . ? C2 C3 1.345(2) . ? C3 C4 1.493(2) . ? C4 C6 1.548(2) . ? C4 C5 1.550(2) . ? C5 C7 1.550(2) . ? C6 C7 1.558(2) . ? C7 C9 1.503(2) . ? C7 C8 1.536(2) . ? C9 C10 1.388(2) . ? C9 C14 1.390(2) . ? C10 C11 1.379(3) . ? C11 C12 1.380(3) . ? C12 C13 1.373(3) . ? C13 C14 1.382(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 S1 C1 88.57(8) . . ? C1 N2 C3 110.78(13) . . ? N2 C1 N1 124.35(15) . . ? N2 C1 S1 114.67(12) . . ? N1 C1 S1 120.98(12) . . ? C3 C2 S1 111.04(13) . . ? C2 C3 N2 114.94(15) . . ? C2 C3 C4 126.19(15) . . ? N2 C3 C4 118.76(13) . . ? C3 C4 C6 118.51(14) . . ? C3 C4 C5 116.02(13) . . ? C6 C4 C5 88.33(12) . . ? C7 C5 C4 90.16(12) . . ? C4 C6 C7 89.95(12) . . ? C9 C7 C8 110.40(14) .. . ? C9 C7 C5 116.61(12) . . ? C8 C7 C5 111.35(14) . . ? C9 C7 C6 116.26(13) . . ? C8 C7 C6 112.63(13) . . ? C5 C7 C6 87.99(12) . . ? C10 C9 C14 117.64(17) . . ? C10 C9 C7 121.08(16) . . ? C14 C9 C7 121.27(15) . . ? C11 C10 C9 121.1(2) . . ? C10 C11 C12 120.5(2) . . ? C13 C12 C11 119.3(2) . . ? C12 C13 C14 120.2(2) . . ? C13 C14 C9 121.29(18) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.224 _refine_diff_density_min -0.262 _refine_diff_density_rms 0.037 _cod_database_code 1100679