#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/98/1519816.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_1519816
loop_
_publ_author_name
'Huth, Susanne L.'
'Hursthouse, Michael B.'
_publ_section_title
;
 4-Methylthiophene-2-carboxamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              374
_journal_year                    2007
_chemical_formula_sum            'C6 H7 N O S'
_chemical_formula_weight         141.19
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                106.7180(10)
_cell_angle_beta                 111.473(2)
_cell_angle_gamma                95.603(2)
_cell_formula_units_Z            6
_cell_length_a                   10.0846(3)
_cell_length_b                   10.4718(3)
_cell_length_c                   10.9149(3)
_cell_measurement_reflns_used    55607
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1000.33(5)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0709
_diffrn_reflns_av_sigmaI/netI    0.0530
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20416
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.31
_exptl_absorpt_coefficient_mu    0.394
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_correction_T_min  0.9767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.897
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4571
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0699
_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)+(0.0983P)²+1.4846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.1960
_reflns_number_gt                3522
_reflns_number_total             4571
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-374.cif
_cod_data_source_block           2007may0016
_cod_depositor_comments
;
Citation :
Sample, Donated and Huth, Susanne L. and Hursthouse, Michael B. (2007) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/374)

More at:
http://ecrystals.chem.soton.ac.uk/374/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519816
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1537(4) 0.2535(3) 0.3445(3) 0.0232(7) Uani 1 1 d . . .
C2 C 0.2993(4) 0.3010(3) 0.4276(4) 0.0243(7) Uani 1 1 d . . .
H2 H 0.3728 0.2725 0.3982 0.029 Uiso 1 1 calc R . .
C3 C 0.3316(4) 0.3969(3) 0.5622(4) 0.0248(7) Uani 1 1 d . . .
C4 C 0.2066(4) 0.4183(4) 0.5774(4) 0.0292(7) Uani 1 1 d . . .
H4 H 0.2058 0.4794 0.6604 0.035 Uiso 1 1 calc R . .
C5 C 0.0889(4) 0.1522(3) 0.1994(3) 0.0229(7) Uani 1 1 d . . .
C6 C 0.4843(4) 0.4663(4) 0.6737(4) 0.0322(8) Uani 1 1 d . . .
H6A H 0.5175 0.5520 0.6632 0.048 Uiso 1 1 calc R . .
H6B H 0.5507 0.4057 0.6635 0.048 Uiso 1 1 calc R . .
H6C H 0.4838 0.4860 0.7669 0.048 Uiso 1 1 calc R . .
N1 N -0.0539(3) 0.1295(3) 0.1240(3) 0.0275(6) Uani 1 1 d D . .
O1 O 0.1700(3) 0.0914(2) 0.1525(3) 0.0271(5) Uani 1 1 d . . .
S1 S 0.05129(9) 0.32415(9) 0.43226(9) 0.0270(2) Uani 1 1 d . . .
C11 C 0.1674(4) 0.7481(3) 0.2977(4) 0.0231(7) Uani 1 1 d . . .
C12 C 0.0540(4) 0.7426(3) 0.1775(4) 0.0269(7) Uani 1 1 d . . .
H12 H 0.0500 0.8133 0.1386 0.032 Uiso 1 1 calc R . .
C13 C -0.0571(4) 0.6207(3) 0.1170(4) 0.0268(7) Uani 1 1 d . . .
C14 C -0.0223(4) 0.5373(4) 0.1942(4) 0.0301(8) Uani 1 1 d . . .
H14 H -0.0831 0.4507 0.1700 0.036 Uiso 1 1 calc R . .
C15 C 0.3039(4) 0.8535(3) 0.3907(3) 0.0240(7) Uani 1 1 d . . .
C16 C -0.1947(4) 0.5892(4) -0.0136(4) 0.0335(8) Uani 1 1 d . . .
H16A H -0.2206 0.4911 -0.0686 0.050 Uiso 1 1 calc R . .
H16B H -0.1788 0.6420 -0.0699 0.050 Uiso 1 1 calc R . .
H16C H -0.2744 0.6137 0.0126 0.050 Uiso 1 1 calc R . .
N2 N 0.3197(3) 0.9690(3) 0.3631(3) 0.0267(6) Uani 1 1 d D . .
O2 O 0.4002(3) 0.8341(2) 0.4898(3) 0.0284(5) Uani 1 1 d . . .
S2 S 0.14069(10) 0.60346(9) 0.33849(9) 0.0279(2) Uani 1 1 d . . .
H1N H -0.086(5) 0.069(4) 0.039(3) 0.038(12) Uiso 1 1 d D . .
H2N H -0.118(3) 0.160(4) 0.154(4) 0.018(9) Uiso 1 1 d D . .
H3N H 0.253(3) 0.979(4) 0.291(3) 0.027(10) Uiso 1 1 d D . .
H4N H 0.403(3) 1.028(4) 0.412(4) 0.038(12) Uiso 1 1 d D . .
H5N H 0.420(2) 0.136(4) 1.181(4) 0.030(11) Uiso 1 1 d D . .
H6N H 0.561(4) 0.170(4) 1.309(2) 0.020(9) Uiso 1 1 d D . .
C21 C 0.5011(4) 0.1747(3) 1.0008(4) 0.0248(7) Uani 1 1 d . . .
C22 C 0.3550(4) 0.1239(3) 0.9163(4) 0.0249(7) Uani 1 1 d . . .
H22 H 0.2857 0.0958 0.9488 0.030 Uiso 1 1 calc R . .
C23 C 0.3170(4) 0.1172(4) 0.7749(4) 0.0281(7) Uani 1 1 d . . .
C24 C 0.4376(4) 0.1641(4) 0.7577(4) 0.0329(8) Uani 1 1 d . . .
H24 H 0.4344 0.1681 0.6709 0.040 Uiso 1 1 calc R . .
C25 C 0.5873(4) 0.1950(3) 1.1502(4) 0.0243(7) Uani 1 1 d . . .
C26 C 0.1668(4) 0.0617(5) 0.6581(4) 0.0389(9) Uani 1 1 d . . .
H26A H 0.1670 0.0791 0.5746 0.058 Uiso 1 1 calc R . .
H26B H 0.0970 0.1067 0.6872 0.058 Uiso 1 1 calc R . .
H26C H 0.1381 -0.0372 0.6360 0.058 Uiso 1 1 calc R . .
N3 N 0.5138(3) 0.1696(3) 1.2232(3) 0.0265(6) Uani 1 1 d D . .
O3 O 0.7218(3) 0.2352(3) 1.2030(3) 0.0319(6) Uani 1 1 d . . .
S3 S 0.59544(10) 0.21520(11) 0.90858(10) 0.0364(3) Uani 1 1 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C1 C5 125.4(3) . .
C2 C1 S1 110.9(2) . .
C5 C1 S1 123.7(2) . .
C1 C2 C3 113.8(3) . .
C1 C2 H2 123.1 . .
C3 C2 H2 123.1 . .
C4 C3 C2 111.0(3) . .
C4 C3 C6 124.6(3) . .
C2 C3 C6 124.5(3) . .
C3 C4 S1 113.2(3) . .
C3 C4 H4 123.4 . .
S1 C4 H4 123.4 . .
O1 C5 N1 122.3(3) . .
O1 C5 C1 119.1(3) . .
N1 C5 C1 118.6(3) . .
C3 C6 H6A 109.5 . .
C3 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C3 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 N1 H1N 115(3) . .
C5 N1 H2N 127(2) . .
H1N N1 H2N 118(4) . .
C4 S1 C1 91.11(17) . .
C12 C11 C15 130.7(3) . .
C12 C11 S2 111.6(2) . .
C15 C11 S2 117.7(3) . .
C11 C12 C13 113.2(3) . .
C11 C12 H12 123.4 . .
C13 C12 H12 123.4 . .
C14 C13 C12 110.8(3) . .
C14 C13 C16 124.9(3) . .
C12 C13 C16 124.3(3) . .
C13 C14 S2 113.6(3) . .
C13 C14 H14 123.2 . .
S2 C14 H14 123.2 . .
O2 C15 N2 121.9(3) . .
O2 C15 C11 120.9(3) . .
N2 C15 C11 117.2(3) . .
C13 C16 H16A 109.5 . .
C13 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C13 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C15 N2 H3N 120(3) . .
C15 N2 H4N 118(3) . .
H3N N2 H4N 122(4) . .
C14 S2 C11 90.87(17) . .
C22 C21 C25 131.5(3) . .
C22 C21 S3 111.2(3) . .
C25 C21 S3 117.2(2) . .
C21 C22 C23 113.5(3) . .
C21 C22 H22 123.3 . .
C23 C22 H22 123.3 . .
C24 C23 C22 110.8(3) . .
C24 C23 C26 123.7(3) . .
C22 C23 C26 125.4(3) . .
C23 C24 S3 113.3(3) . .
C23 C24 H24 123.4 . .
S3 C24 H24 123.4 . .
O3 C25 N3 122.6(3) . .
O3 C25 C21 120.2(3) . .
N3 C25 C21 117.3(3) . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 N3 H5N 120(3) . .
C25 N3 H6N 120(3) . .
H5N N3 H6N 119(4) . .
C24 S3 C21 91.25(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.360(5) .
C1 C5 1.484(5) .
C1 S1 1.731(3) .
C2 C3 1.418(5) .
C2 H2 0.9500 .
C3 C4 1.361(5) .
C3 C6 1.511(5) .
C4 S1 1.708(4) .
C4 H4 0.9500 .
C5 O1 1.249(4) .
C5 N1 1.326(4) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
N1 H1N 0.874(19) .
N1 H2N 0.868(18) .
C11 C12 1.370(5) .
C11 C15 1.476(5) .
C11 S2 1.721(3) .
C12 C13 1.419(5) .
C12 H12 0.9500 .
C13 C14 1.365(5) .
C13 C16 1.503(5) .
C14 S2 1.708(4) .
C14 H14 0.9500 .
C15 O2 1.245(4) .
C15 N2 1.337(4) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
N2 H3N 0.870(19) .
N2 H4N 0.869(19) .
C21 C22 1.369(5) .
C21 C25 1.479(5) .
C21 S3 1.722(3) .
C22 C23 1.427(5) .
C22 H22 0.9500 .
C23 C24 1.363(5) .
C23 C26 1.499(5) .
C24 S3 1.715(4) .
C24 H24 0.9500 .
C25 O3 1.235(4) .
C25 N3 1.330(5) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
N3 H5N 0.872(19) .
N3 H6N 0.878(18) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O1 0.874(19) 2.08(2) 2.949(4) 173(4) 2
N1 H2N O3 0.868(18) 2.04(2) 2.908(4) 174(3) 1_454
N2 H3N O1 0.870(19) 2.16(3) 2.956(4) 152(4) 1_565
N2 H4N O2 0.869(19) 2.04(2) 2.906(4) 175(4) 2_676
N3 H5N O1 0.872(19) 2.40(2) 3.227(4) 158(4) 1_556
N3 H6N O2 0.878(18) 2.10(2) 2.942(4) 160(3) 2_667
