#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/54/2215450.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_2215450
loop_
_publ_author_name
'Valdés-Martínez, Jesús'
'Toscano, Rubén A.'
_publ_section_title
;
 2-Methyl-3-thiosemicarbazide
;
_journal_coeditor_code           DN2229
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4082
_journal_page_last               o4082
_journal_paper_doi               10.1107/S1600536807045102
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C2 H7 N3 S'
_chemical_formula_moiety         'C2 H7 N3 S'
_chemical_formula_sum            'C2 H7 N3 S'
_chemical_formula_weight         105.17
_chemical_name_systematic
;
 2-Methyl-3-thiosemicarbazide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.641(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.606(2)
_cell_length_b                   5.9400(10)
_cell_length_c                   9.843(2)
_cell_measurement_reflns_used    2596
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      2.93
_cell_volume                     497.46(17)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'X-seed (Barbour, 2001)'
_computing_publication_material  'PublCIF (Westrip, 2007)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2000)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2000)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 0.661
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       ω-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  0.0804
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3668
_diffrn_reflns_theta_full        25.40
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_min         2.93
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.497
_exptl_absorpt_correction_T_max  0.9153
_exptl_absorpt_correction_T_min  0.8140
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(XPREP in SHELXTL; Sheldrick, 2000)'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.332
_exptl_crystal_size_min          0.192
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         912
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0392P)²+0.0728P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0877
_reflns_number_gt                805
_reflns_number_total             912
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2229.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2215450
_cod_database_fobs_code          2215450
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_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 0.94085(5) 0.40767(8) 0.26511(6) 0.0435(2) Uani d . 1
N N1 1.2493(2) 0.8483(3) 0.4444(2) 0.0470(5) Uani d D 1
H H1A 1.279(3) 0.839(4) 0.5340(19) 0.070 Uiso d D 1
H H1B 1.335(3) 0.868(4) 0.409(3) 0.070 Uiso d D 1
N N2 1.18369(17) 0.6403(2) 0.39541(17) 0.0360(4) Uani d . 1
N N3 0.9600(2) 0.8401(3) 0.3293(2) 0.0454(5) Uani d D 1
H H3A 1.014(3) 0.958(4) 0.363(3) 0.068 Uiso d D 1
H H3B 0.863(2) 0.845(4) 0.291(3) 0.068 Uiso d D 1
C C1 1.0337(2) 0.6427(3) 0.33555(19) 0.0332(4) Uani d . 1
C C2 1.2784(2) 0.4402(3) 0.4250(2) 0.0452(5) Uani d . 1
H H2A 1.2199 0.3108 0.3880 0.068 Uiso calc R 1
H H2B 1.3059 0.4235 0.5227 0.068 Uiso calc R 1
H H2C 1.3724 0.4533 0.3840 0.068 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 0.0331(3) 0.0333(3) 0.0622(4) -0.00350(19) 0.0011(2) -0.0053(2)
N1 0.0418(10) 0.0371(10) 0.0599(12) -0.0072(7) 0.0007(9) -0.0092(8)
N2 0.0307(8) 0.0276(8) 0.0486(10) -0.0008(6) 0.0029(7) -0.0021(7)
N3 0.0337(9) 0.0314(9) 0.0694(13) 0.0038(7) 0.0021(8) -0.0028(8)
C1 0.0306(10) 0.0299(10) 0.0405(10) 0.0002(7) 0.0102(8) 0.0023(7)
C2 0.0354(10) 0.0385(12) 0.0596(14) 0.0067(8) -0.0003(9) 0.0009(9)
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
N2 N1 H1A 109(2)
N2 N1 H1B 107(2)
H1A N1 H1B 106(3)
C1 N2 N1 116.80(10)
C1 N2 C2 125.2(2)
N1 N2 C2 117.8(2)
C1 N3 H3A 117(2)
C1 N3 H3B 118(2)
H3A N3 H3B 124(2)
N3 C1 N2 116.9(2)
N3 C1 S1 120.8(2)
N2 C1 S1 122.20(10)
N2 C2 H2A 109.5
N2 C2 H2B 109.5
H2A C2 H2B 109.5
N2 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.704(3)
N1 N2 1.413(2)
N1 H1A 0.88(2)
N1 H1B 0.87(2)
N2 C1 1.336(2)
N2 C2 1.446(2)
N3 C1 1.330(2)
N3 H3A 0.87(2)
N3 H3B 0.86(2)
C2 H2A 0.9600
C2 H2B 0.9600
C2 H2C 0.9600
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 H1A S1 4_676 0.88(2) 2.90(2) 3.636(2) 142(2)
N1 H1B S1 2_755 0.87(2) 2.78(2) 3.625(2) 166(3)
N3 H3A N1 . 0.87(2) 2.17(3) 2.576(3) 108(2)
N3 H3A S1 1_565 0.87(2) 2.88(2) 3.430(2) 123(2)
N3 H3B S1 2_655 0.86(2) 2.62(2) 3.460(2) 165(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2298697
