#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:48:51 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180097 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/43/7054361.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_7054361
loop_
_publ_author_name
'Basu, Basudeb'
'Kundu, Samir'
_publ_section_title
;
 Unprecedented amidation of ‘transient’ aryl thioaldehydes
 by N,N-dimethylformamide under basic conditions
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3367
_journal_paper_doi               10.1039/C4NJ00480A
_journal_volume                  38
_journal_year                    2014
_chemical_formula_sum            'C9 H10 N S'
_chemical_formula_weight         164.24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_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                 100.163(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.9271(15)
_cell_length_b                   12.790(3)
_cell_length_c                   12.361(3)
_cell_measurement_temperature    296(2)
_cell_volume                     922.4(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_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  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8365
_diffrn_reflns_theta_full        28.58
_diffrn_reflns_theta_max         28.58
_diffrn_reflns_theta_min         2.31
_exptl_absorpt_coefficient_mu    0.287
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         2267
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.755
_refine_ls_shift/su_mean         0.029
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1287
_refine_ls_wR_factor_ref         0.1447
_reflns_number_gt                1606
_reflns_number_total             2267
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             7054191
_cod_data_source_file            c4nj00480a2.cif
_cod_data_source_block           smk-164
_cod_database_code               7054361
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_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
S1 S 1.12244(7) 0.31720(3) 0.61691(4) 0.0620(2) Uani 1 1 d .
N1 N 0.7236(2) 0.27270(12) 0.48971(12) 0.0579(4) Uani 1 1 d .
C4 C 0.8664(2) 0.14272(11) 0.62666(12) 0.0413(3) Uani 1 1 d .
C3 C 0.8906(2) 0.24433(11) 0.57057(13) 0.0447(4) Uani 1 1 d .
C5 C 0.6884(3) 0.12599(13) 0.68358(14) 0.0533(4) Uani 1 1 d .
H5 H 0.5775 0.1773 0.6842 0.064 Uiso 1 1 calc R
C2 C 0.5364(3) 0.20376(15) 0.43882(16) 0.0660(5) Uani 1 1 d .
H2A H 0.5654 0.1339 0.4661 0.099 Uiso 1 1 calc R
H2B H 0.5271 0.2041 0.3605 0.099 Uiso 1 1 calc R
H2C H 0.3942 0.2282 0.4566 0.099 Uiso 1 1 calc R
C9 C 1.0289(3) 0.06444(12) 0.62618(14) 0.0509(4) Uani 1 1 d .
H9 H 1.1499 0.0746 0.5886 0.061 Uiso 1 1 calc R
C7 C 0.8366(3) -0.04334(13) 0.73829(16) 0.0625(5) Uani 1 1 d .
H7 H 0.8272 -0.1055 0.7763 0.075 Uiso 1 1 calc R
C8 C 1.0115(3) -0.02805(13) 0.68117(16) 0.0616(5) Uani 1 1 d .
H8 H 1.1195 -0.0805 0.6794 0.074 Uiso 1 1 calc R
C6 C 0.6751(3) 0.03320(13) 0.73948(16) 0.0627(5) Uani 1 1 d .
H6 H 0.5559 0.0226 0.7781 0.075 Uiso 1 1 calc R
C1 C 0.7248(5) 0.37569(19) 0.4374(2) 0.0972(8) Uani 1 1 d .
H1A H 0.8086 0.4243 0.4885 0.146 Uiso 1 1 calc R
H1B H 0.5701 0.3998 0.4157 0.146 Uiso 1 1 calc R
H1C H 0.7965 0.3703 0.3738 0.146 Uiso 1 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 0.0587(3) 0.0547(3) 0.0708(4) -0.00493(19) 0.0064(2) -0.01110(18)
N1 0.0628(8) 0.0590(8) 0.0481(9) 0.0101(6) -0.0003(7) 0.0006(6)
C4 0.0422(7) 0.0426(7) 0.0371(9) -0.0041(6) 0.0014(6) 0.0007(5)
C3 0.0486(8) 0.0467(8) 0.0394(9) -0.0037(6) 0.0095(7) 0.0028(6)
C5 0.0452(8) 0.0532(9) 0.0626(12) 0.0021(8) 0.0123(7) 0.0033(6)
C2 0.0568(10) 0.0869(13) 0.0495(12) -0.0030(9) -0.0040(8) 0.0000(9)
C9 0.0511(8) 0.0551(9) 0.0467(10) -0.0032(7) 0.0091(7) 0.0068(7)
C7 0.0727(12) 0.0472(9) 0.0626(12) 0.0077(8) -0.0020(9) -0.0053(7)
C8 0.0646(11) 0.0520(9) 0.0645(12) -0.0034(8) 0.0017(9) 0.0143(8)
C6 0.0578(10) 0.0632(10) 0.0692(13) 0.0080(9) 0.0167(9) -0.0075(8)
C1 0.1135(18) 0.0828(14) 0.0864(16) 0.0414(13) -0.0069(14) 0.0000(13)
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
C3 N1 C1 121.07(16)
C3 N1 C2 124.40(15)
C1 N1 C2 114.33(16)
C5 C4 C9 118.79(14)
C5 C4 C3 121.02(13)
C9 C4 C3 120.15(13)
N1 C3 C4 117.91(13)
N1 C3 S1 124.27(12)
C4 C3 S1 117.78(11)
C6 C5 C4 120.18(15)
C8 C9 C4 120.29(16)
C8 C7 C6 119.84(16)
C7 C8 C9 120.49(15)
C7 C6 C5 120.41(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C3 1.6754(15)
N1 C3 1.327(2)
N1 C1 1.468(3)
N1 C2 1.469(2)
C4 C5 1.384(2)
C4 C9 1.390(2)
C4 C3 1.492(2)
C5 C6 1.383(2)
C9 C8 1.377(2)
C7 C8 1.367(3)
C7 C6 1.371(2)
