#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/1/1100688.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_1100688
_chemical_formula_sum            'C7.5 H8 N2 S0.5'
_[local]_cod_chemical_formula_sum_orig 'C7.50 H8 N2 S0.50'
_chemical_formula_weight          142.19
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'
_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    Pmn2(1)
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y, z'
 'x+1/2, -y, z+1/2'
_cell_length_a                    18.381(4)
_cell_length_b                    6.1799(12)
_cell_length_c                    6.1865(12)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      702.7(2)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.344
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              300
_exptl_absorpt_coefficient_mu     0.226
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?
_exptl_absorpt_process_details    ?
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_reflns_number             2213
_diffrn_reflns_av_R_equivalents   0.0731
_diffrn_reflns_av_sigmaI/netI     0.0808
_diffrn_reflns_limit_h_min        -23
_diffrn_reflns_limit_h_max        22
_diffrn_reflns_limit_k_min        -7
_diffrn_reflns_limit_k_max        0
_diffrn_reflns_limit_l_min        -7
_diffrn_reflns_limit_l_max        7
_diffrn_reflns_theta_min          3.30
_diffrn_reflns_theta_max          27.44
_reflns_number_total              1310
_reflns_number_gt                 1036
_reflns_threshold_expression      >2sigma(I)
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.35(8)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^'
_refine_ls_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    0.4(4)
_refine_ls_number_reflns          1310
_refine_ls_number_parameters      95
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.1207
_refine_ls_R_factor_gt            0.1089
_refine_ls_wR_factor_ref          0.3127
_refine_ls_wR_factor_gt           0.3064
_refine_ls_goodness_of_fit_ref    1.219
_refine_ls_restrained_S_all       1.218
_refine_ls_shift/su_max           0.082
_refine_ls_shift/su_mean          0.017
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
S1 S 0.0000 1.1710(4) 0.2148(4) 0.0605(10) Uani 1 2 d S . .
N1 N 0.0363(3) 0.7481(8) 0.6423(9) 0.0418(13) Uani 1 1 d . . .
N2 N 0.0610(3) 0.8900(10) 0.5024(10) 0.0498(15) Uani 1 1 d . . .
H2A H 0.1057 0.9192 0.4737 0.060 Uiso 1 1 calc R . .
C1 C 0.0815(4) 0.6119(12) 0.7721(11) 0.0486(18) Uani 1 1 d . . .
C2 C 0.1045(4) 0.6897(11) 0.9709(13) 0.0504(19) Uani 1 1 d . . .
H2B H 0.0898 0.8254 1.0194 0.060 Uiso 1 1 calc R . .
C3 C 0.1504(4) 0.5586(12) 1.0976(13) 0.057(2) Uani 1 1 d . . .
H3A H 0.1657 0.6059 1.2329 0.068 Uiso 1 1 calc R . .
C4 C 0.1732(5) 0.3545(12) 1.0182(15) 0.059(2) Uani 1 1 d . . .
C5 C 0.1504(4) 0.2861(13) 0.8177(14) 0.056(2) Uani 1 1 d . . .
H5A H 0.1670 0.1545 0.7640 0.067 Uiso 1 1 calc R . .
C6 C 0.1030(4) 0.4097(11) 0.6939(15) 0.0556(18) Uani 1 1 d . . .
H6A H 0.0860 0.3590 0.5617 0.067 Uiso 1 1 calc R . .
C7 C 0.2212(5) 0.2136(15) 1.1530(17) 0.074(3) Uani 1 1 d . . .
H7A H 0.2321 0.2855 1.2866 0.111 Uiso 1 1 calc R . .
H7B H 0.2656 0.1851 1.0763 0.111 Uiso 1 1 calc R . .
H7C H 0.1968 0.0794 1.1825 0.111 Uiso 1 1 calc R . .
C8 C 0.0000 0.9821(19) 0.4114(17) 0.054(3) Uani 1 2 d S . .
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 0.0667(18) 0.0672(16) 0.0477(16) 0.0175(13) 0.000 0.000
N1 0.038(2) 0.050(3) 0.037(3) 0.013(2) 0.001(2) 0.007(2)
N2 0.043(3) 0.059(3) 0.047(4) 0.018(3) 0.004(3) 0.002(3)
C1 0.042(4) 0.065(4) 0.039(4) 0.007(3) 0.007(3) 0.003(3)
C2 0.051(4) 0.064(4) 0.037(4) -0.002(3) -0.001(3) -0.001(3)
C3 0.061(5) 0.066(4) 0.043(4) -0.004(3) -0.004(4) 0.000(3)
C4 0.053(4) 0.067(4) 0.056(5) 0.005(4) -0.015(4) -0.001(3)
C5 0.053(5) 0.061(4) 0.053(4) -0.004(4) 0.002(4) 0.001(3)
C6 0.063(4) 0.057(3) 0.047(4) 0.004(4) -0.005(4) -0.001(3)
C7 0.074(6) 0.073(5) 0.075(7) 0.015(4) -0.010(5) 0.019(4)
C8 0.055(6) 0.077(7) 0.029(5) 0.014(5) 0.000 0.000
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
S1 C8 1.686(10) . ?
N1 N2 1.313(8) . ?
N1 N1 1.333(11) 3 ?
N1 C1 1.430(8) . ?
N2 C8 1.377(8) . ?
C1 C2 1.386(11) . ?
C1 C6 1.397(10) . ?
C2 C3 1.409(10) . ?
C3 C4 1.417(11) . ?
C4 C5 1.376(12) . ?
C4 C7 1.495(11) . ?
C5 C6 1.389(11) . ?
C8 N2 1.377(8) 3 ?
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
 _geom_angle_publ_flag
N2 N1 N1 110.2(3) . 3 ?
N2 N1 C1 124.2(5) . . ?
N1 N1 C1 125.6(3) 3 . ?
N1 N2 C8 105.3(6) . . ?
C2 C1 C6 122.1(7) . . ?
C2 C1 N1 118.1(6) . . ?
C6 C1 N1 119.7(7) . . ?
C1 C2 C3 118.5(7) . . ?
C2 C3 C4 119.7(7) . . ?
C5 C4 C3 119.7(7) . . ?
C5 C4 C7 120.3(8) . . ?
C3 C4 C7 120.0(8) . . ?
C6 C5 C4 121.3(7) . . ?
C5 C6 C1 118.6(8) . . ?
N2 C8 N2 108.9(8) 3 . ?
N2 C8 S1 125.5(4) 3 . ?
N2 C8 S1 125.5(4) . . ?
_diffrn_measured_fraction_theta_max    0.892
_diffrn_reflns_theta_full              27.44
_diffrn_measured_fraction_theta_full   0.892
_refine_diff_density_max    0.934
_refine_diff_density_min   -0.454
_refine_diff_density_rms    0.138
_cod_database_code 1100688
