#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/61/2226147.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_2226147
loop_
_publ_author_name
'Li, Yu-Feng'
'Jian, Fang-Fang'
_publ_section_title
;
 (E)-N'-(4-Methoxybenzylidene)thiophene-2-carbohydrazide
;
_journal_coeditor_code           HB5449
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1400
_journal_paper_doi               10.1107/S1600536810017836
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C13 H12 N2 O2 S'
_chemical_formula_moiety         'C13 H12 N2 O2 S'
_chemical_formula_sum            'C13 H12 N2 O2 S'
_chemical_formula_weight         260.31
_chemical_name_systematic
;
(E)-N'-(4-Methoxybenzylidene)thiophene-2-carbohydrazide
;
_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'
_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                 104.91(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.106(3)
_cell_length_b                   5.3292(11)
_cell_length_c                   14.812(3)
_cell_measurement_reflns_used    2454
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.32
_cell_measurement_theta_min      2.73
_cell_volume                     1228.5(5)
_computing_cell_refinement       'SAINT (Bruker 1997)'
_computing_data_collection       'SMART (Bruker 1997)'
_computing_data_reduction        'SAINT (Bruker 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       'phi and omega 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  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11253
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.34
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.531
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0557
_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/[σ²(Fo²)+(0.1142P)²+0.7797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1710
_refine_ls_wR_factor_ref         0.1770
_reflns_number_gt                2454
_reflns_number_total             2807
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5449.cif
_cod_data_source_block           I
_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 
;
_cod_original_cell_volume        1228.5(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2226147
_cod_database_fobs_code          2226147
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_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
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.19516(4) 0.31168(11) 0.98996(4) 0.0456(2) Uani d . 1 . .
N N2 0.17079(11) 0.7123(3) 1.09840(12) 0.0364(4) Uani d . 1 . .
N N1 0.09320(10) 0.7857(3) 1.04270(12) 0.0372(4) Uani d . 1 . .
H H1A 0.0643 0.9002 1.0620 0.045 Uiso calc R 1 . .
O O2 -0.00677(9) 0.7645(3) 0.90675(11) 0.0437(4) Uani d . 1 . .
C C9 0.06111(12) 0.6815(4) 0.95773(14) 0.0347(4) Uani d . 1 . .
C C8 0.19896(13) 0.8393(4) 1.17289(15) 0.0381(4) Uani d . 1 . .
H H8A 0.1659 0.9700 1.1865 0.046 Uiso calc R 1 . .
C C5 0.28237(13) 0.7838(4) 1.23759(14) 0.0366(4) Uani d . 1 . .
O O1 0.52295(11) 0.6947(4) 1.42184(13) 0.0608(5) Uani d . 1 . .
C C11 0.07350(14) 0.3690(4) 0.83349(18) 0.0449(5) Uani d . 1 . .
H H11A 0.0269 0.4297 0.7878 0.054 Uiso calc R 1 . .
C C10 0.10555(11) 0.4692(4) 0.92598(13) 0.0344(4) Uani d . 1 . .
C C2 0.44404(14) 0.7112(4) 1.35954(15) 0.0428(5) Uani d . 1 . .
C C3 0.41450(15) 0.5483(5) 1.28526(16) 0.0480(5) Uani d . 1 . .
H H3A 0.4485 0.4149 1.2758 0.058 Uiso calc R 1 . .
C C6 0.31271(15) 0.9418(5) 1.31370(16) 0.0473(5) Uani d . 1 . .
H H6A 0.2785 1.0739 1.3239 0.057 Uiso calc R 1 . .
C C7 0.39260(16) 0.9065(5) 1.37430(17) 0.0520(6) Uani d . 1 . .
H H7A 0.4118 1.0136 1.4249 0.062 Uiso calc R 1 . .
C C4 0.33415(15) 0.5854(4) 1.22531(16) 0.0454(5) Uani d . 1 . .
H H4A 0.3144 0.4752 1.1757 0.054 Uiso calc R 1 . .
C C13 0.19081(14) 0.1074(4) 0.90128(16) 0.0447(5) Uani d . 1 . .
H H13A 0.2289 -0.0259 0.9053 0.054 Uiso calc R 1 . .
C C12 0.12683(14) 0.1562(5) 0.82410(17) 0.0457(5) Uani d . 1 . .
H H12A 0.1178 0.0615 0.7697 0.055 Uiso calc R 1 . .
C C1 0.57849(17) 0.5001(7) 1.4092(2) 0.0675(8) Uani d . 1 . .
H H1B 0.6315 0.5105 1.4569 0.101 Uiso calc R 1 . .
H H1C 0.5898 0.5168 1.3489 0.101 Uiso calc R 1 . .
H H1D 0.5518 0.3407 1.4131 0.101 Uiso calc R 1 . .
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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C13 S1 C10 . . 91.43(11) ?
C8 N2 N1 . . 115.96(18) ?
C9 N1 N2 . . 121.10(17) ?
C9 N1 H1A . . 119.4 ?
N2 N1 H1A . . 119.4 ?
O2 C9 N1 . . 119.15(19) ?
O2 C9 C10 . . 120.17(19) ?
N1 C9 C10 . . 120.68(17) ?
N2 C8 C5 . . 121.42(19) ?
N2 C8 H8A . . 119.3 ?
C5 C8 H8A . . 119.3 ?
C4 C5 C6 . . 118.0(2) ?
C4 C5 C8 . . 123.29(19) ?
C6 C5 C8 . . 118.65(19) ?
C2 O1 C1 . . 117.9(2) ?
C10 C11 C12 . . 107.8(2) ?
C10 C11 H11A . . 126.1 ?
C12 C11 H11A . . 126.1 ?
C11 C10 C9 . . 120.20(18) ?
C11 C10 S1 . . 112.76(16) ?
C9 C10 S1 . . 127.02(15) ?
O1 C2 C7 . . 115.6(2) ?
O1 C2 C3 . . 124.4(2) ?
C7 C2 C3 . . 120.0(2) ?
C4 C3 C2 . . 119.6(2) ?
C4 C3 H3A . . 120.2 ?
C2 C3 H3A . . 120.2 ?
C7 C6 C5 . . 121.3(2) ?
C7 C6 H6A . . 119.4 ?
C5 C6 H6A . . 119.4 ?
C6 C7 C2 . . 119.8(2) ?
C6 C7 H7A . . 120.1 ?
C2 C7 H7A . . 120.1 ?
C3 C4 C5 . . 121.3(2) ?
C3 C4 H4A . . 119.3 ?
C5 C4 H4A . . 119.3 ?
C12 C13 S1 . . 113.72(18) ?
C12 C13 H13A . . 123.1 ?
S1 C13 H13A . . 123.1 ?
C13 C12 C11 . . 114.2(2) ?
C13 C12 H12A . . 122.9 ?
C11 C12 H12A . . 122.9 ?
O1 C1 H1B . . 109.5 ?
O1 C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
O1 C1 H1D . . 109.5 ?
H1B C1 H1D . . 109.5 ?
H1C C1 H1D . . 109.5 ?
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 C13 . 1.694(2) ?
S1 C10 . 1.727(2) ?
N2 C8 . 1.274(3) ?
N2 N1 . 1.366(2) ?
N1 C9 . 1.351(3) ?
N1 H1A . 0.8600 ?
O2 C9 . 1.239(2) ?
C9 C10 . 1.479(3) ?
C8 C5 . 1.466(3) ?
C8 H8A . 0.9300 ?
C5 C4 . 1.387(3) ?
C5 C6 . 1.391(3) ?
O1 C2 . 1.368(3) ?
O1 C1 . 1.413(3) ?
C11 C10 . 1.437(3) ?
C11 C12 . 1.451(3) ?
C11 H11A . 0.9300 ?
C2 C7 . 1.382(3) ?
C2 C3 . 1.386(3) ?
C3 C4 . 1.382(3) ?
C3 H3A . 0.9300 ?
C6 C7 . 1.379(3) ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9300 ?
C4 H4A . 0.9300 ?
C13 C12 . 1.353(3) ?
C13 H13A . 0.9300 ?
C12 H12A . 0.9300 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C1 H1D . 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 O2 3_577 0.86 2.12 2.963(2) 167
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 5264575
