#------------------------------------------------------------------------------ #$Date: 2016-02-19 22:18:51 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176760 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011650.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_2011650 loop_ _publ_author_name 'Lynch, Daniel E.' 'McClenaghan, Ian' _publ_section_title ; Redetermination of 4-(phenyl)thiosemicarbazide ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e587 _journal_page_last e587 _journal_paper_doi 10.1107/S0108270100015390 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C7 H9 N3 S' _chemical_formula_weight 167.23 _chemical_melting_point 412.0(10) _chemical_name_systematic ; 4-(Phenyl)thiosemicarbazide ; _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-97 _cell_angle_alpha 90.00 _cell_angle_beta 91.527(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.9231(7) _cell_length_b 5.4888(3) _cell_length_c 12.3788(8) _cell_measurement_reflns_used 6169 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 1.00 _cell_volume 809.82(8) _computing_cell_refinement 'DENZO and COLLECT' _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_data_reduction 'DENZO and COLLECT' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean 9.091 _diffrn_measured_fraction_theta_full .974 _diffrn_measured_fraction_theta_max .974 _diffrn_measurement_device_type 'Enraf Nonius KappaCCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enraf Nonius FR591 rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .037 _diffrn_reflns_av_sigmaI/netI .0427 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4691 _diffrn_reflns_theta_full 27.47 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_min 1.71 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .334 _exptl_absorpt_correction_T_max .936 _exptl_absorpt_correction_T_min .878 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1995)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 352 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .20 _refine_diff_density_max .240 _refine_diff_density_min -.319 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 116 _refine_ls_number_reflns 1803 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.130 _refine_ls_R_factor_all .052 _refine_ls_R_factor_gt .040 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0669P)^2^+0.3297P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .132 _reflns_number_gt 1483 _reflns_number_total 1803 _reflns_threshold_expression I>2\s(I) _cod_data_source_file qa0447.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '411-413 K' was changed to '412.0(10)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '411-413 K' was changed to '412.0(10)' - the average value was taken and precision was estimated. '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' 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 ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2011650 _cod_database_fobs_code 2011650 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_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 N1 .14402(15) -.5007(3) -.06846(14) .0262(4) Uani d . 1 . . N H11 .166(2) -.449(4) -.131(2) .037(7) Uiso d . 1 . . H H12 .087(2) -.612(5) -.077(2) .044(7) Uiso d . 1 . . H N2 .10107(14) -.3002(3) -.01129(12) .0253(4) Uani d . 1 . . N H2 .047(2) -.207(4) -.0406(18) .032(6) Uiso d . 1 . . H C3 .14740(15) -.2346(3) .08389(14) .0226(4) Uani d . 1 . . C S3 .09915(5) .01116(9) .15019(4) .0322(2) Uani d . 1 . . S N4 .22921(14) -.3795(3) .12235(12) .0262(4) Uani d . 1 . . N H4 .225(2) -.515(5) .093(2) .049(8) Uiso d . 1 . . H C41 .29000(15) -.3449(3) .22171(14) .0223(4) Uani d . 1 . . C C42 .36142(16) -.1471(3) .23506(15) .0264(4) Uani d . 1 . . C H42 .3684 -.0311 .1787 .033 Uiso calc R 1 . . H C43 .42258(16) -.1195(4) .33101(16) .0295(4) Uani d . 1 . . C H43 .4716 .0158 .3405 .037 Uiso calc R 1 . . H C44 .41248(17) -.2885(4) .41313(16) .0305(5) Uani d . 1 . . C H44 .4540 -.2685 .4791 .038 Uiso calc R 1 . . H C45 .34203(19) -.4863(4) .39914(17) .0316(5) Uani d . 1 . . C H45 .3359 -.6033 .4552 .039 Uiso calc R 1 . . H C46 .28022(18) -.5144(3) .30350(16) .0269(4) Uani d . 1 . . C H46 .2313 -.6498 .2942 .034 Uiso calc 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 N1 .0322(10) .0280(9) .0184(8) -.0009(7) .0030(7) -.0051(6) N2 .0288(8) .0279(8) .0190(7) .0046(7) -.0031(6) -.0027(6) S3 .0430(4) .0302(3) .0229(3) .0131(2) -.0104(2) -.00705(18) C3 .0271(9) .0227(9) .0181(8) -.0026(7) .0011(7) .0021(7) N4 .0337(9) .0233(8) .0214(8) .0045(7) -.0044(6) -.0056(6) C41 .0219(9) .0238(9) .0209(9) .0058(7) -.0015(7) -.0021(7) C42 .0279(10) .0254(9) .0259(9) .0012(8) .0020(7) .0023(7) C43 .0221(9) .0300(10) .0361(11) -.0019(8) -.0018(8) -.0056(8) C44 .0289(10) .0360(11) .0261(10) .0057(9) -.0082(8) -.0044(8) C45 .0384(12) .0314(11) .0247(10) .0033(9) -.0033(8) .0047(8) C46 .0302(10) .0229(9) .0275(10) -.0016(7) -.0015(8) .0009(7) 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' N N .0061 .0033 '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 C3 N4 C41 125.37(16) C3 N4 H4 110(2) C41 N4 H4 122(2) C3 N2 N1 120.31(16) C3 N2 H2 118.7(15) N1 N2 H2 120.8(15) N2 N1 H11 108.2(17) N2 N1 H12 107.0(16) H11 N1 H12 111(2) C46 C41 C42 120.21(17) C46 C41 N4 119.50(17) C42 C41 N4 120.26(16) C43 C42 C41 119.68(17) C43 C42 H42 120.2 C41 C42 H42 120.2 C42 C43 C44 120.16(18) C42 C43 H43 119.9 C44 C43 H43 119.9 C45 C44 C43 119.96(17) C45 C44 H44 120.0 C43 C44 H44 120.0 C44 C45 C46 120.16(18) C44 C45 H45 119.9 C46 C45 H45 119.9 C41 C46 C45 119.82(18) C41 C46 H46 120.1 C45 C46 H46 120.1 N2 C3 N4 115.74(17) N2 C3 S3 120.36(14) N4 C3 S3 123.86(14) 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 S3 C3 . 1.6882(19) ? N4 C3 . 1.336(2) ? N4 C41 . 1.424(2) ? N4 H4 . .83(3) ? N2 C3 . 1.337(2) ? N2 N1 . 1.412(2) ? N2 H2 . .89(2) ? N1 H11 . .87(3) ? N1 H12 . .92(3) ? C41 C46 . 1.382(3) ? C41 C42 . 1.387(3) ? C42 C43 . 1.385(3) ? C42 H42 . .9500 ? C43 C44 . 1.384(3) ? C43 H43 . .9500 ? C44 C45 . 1.381(3) ? C44 H44 . .9500 ? C45 C46 . 1.386(3) ? C45 H45 . .9500 ? C46 H46 . .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 _geom_hbond_publ_flag N4 H4 N1 . .83(2) 2.19(2) 2.6317(17) 113(2) yes N2 H2 S3 3 .89(2) 2.43(2) 3.3097(17) 168(2) yes N1 H11 S3 4 .87(3) 2.83(3) 3.5100(18) 137(2) yes N1 H12 N2 3_545 .92(3) 2.56(3) 3.296(2) 137(2) 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 N4 C41 C46 115.1(2) C3 N4 C41 C42 -67.0(3) C46 C41 C42 C43 -.3(3) N4 C41 C42 C43 -178.13(16) C41 C42 C43 C44 .0(3) C42 C43 C44 C45 .5(3) C43 C44 C45 C46 -.8(3) C42 C41 C46 C45 .0(3) N4 C41 C46 C45 177.86(18) C44 C45 C46 C41 .6(3) N1 N2 C3 N4 -4.4(3) N1 N2 C3 S3 177.77(13) C41 N4 C3 N2 -179.97(17) C41 N4 C3 S3 -2.3(3)