#\#CIF_1.1
 
#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2003-10-05 at 17:52:58
#  Using CIFtbx version 2.6.2 16 Jun 1998
 
#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.2
#  Request file    : c:\wingx\files\archive.dat
#  CIF files read  : ljf103 dreduc gaussian sortav struct
 
 
data_ljf103
 
_audit_creation_date            2003-10-05T17:52:58-00:00
_audit_creation_method         'WinGX routine CIF_UPDATE'
_audit_conform_dict_name        cif_core.dic
_audit_conform_dict_version     2.2
_audit_conform_dict_location    ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category        FO
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
 
_chemical_name_systematic
;
 ?
;
_chemical_formula_moiety                'C9 H8 Cl N O2 S2'
_chemical_formula_sum                   'C9 H8 Cl N O2 S2'
_chemical_formula_weight                261.73
_chemical_compound_source               'synthesis as described'
 
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
 
_symmetry_cell_setting                  monoclinic
_symmetry_space_group_name_H-M          'P 21/n'
_symmetry_space_group_name_Hall         '-P 2yn'
_symmetry_Int_Tables_number             14
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'
 
_cell_length_a                          10.5802(3)
_cell_length_b                          7.0199(2)
_cell_length_c                          15.0247(5)
_cell_angle_alpha                       90
_cell_angle_beta                        105.39(1)
_cell_angle_gamma                       90
_cell_volume                            1075.89(6)
_cell_formula_units_Z                   4
_cell_measurement_temperature           150(2)
_cell_measurement_reflns_used           4618
_cell_measurement_theta_min             2
_cell_measurement_theta_max             34.972
_cell_measurement_wavelength            0.71073
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description              prism
_exptl_crystal_colour                   colourless
_exptl_crystal_size_max                 0.6
_exptl_crystal_size_mid                 0.5
_exptl_crystal_size_min                 0.4
_exptl_crystal_density_diffrn           1.616
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    536
loop_
    _exptl_crystal_face_index_h
    _exptl_crystal_face_index_k
    _exptl_crystal_face_index_l
    _exptl_crystal_face_perp_dist
1 -1 0 0.128
1 1 0 0.229
-1 -1 0 0.192
-1 1 0 0.379
-1 3 0 0.358
-1 0 0 0.325
0 0 -1 0.285
0 0 1 0.266
-1 1 2 0.32
 
_exptl_special_details
;
 ?
;
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           0.719
_exptl_absorpt_correction_type          gaussian
_exptl_absorpt_process_details
;
   P. Coppens, L. Leiserowitz, D Rabinovich, Acta Cryst.
   (1965), 18, 1035-1038
;
_exptl_absorpt_correction_T_min         0.684
_exptl_absorpt_correction_T_max         0.801
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_source                          'Enraf Nonius FR590'
_diffrn_ambient_temperature             150(2)
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_type                  MoK\a
_diffrn_radiation_monochromator         graphite
_diffrn_radiation_probe                 x-ray
_diffrn_detector                        'CCD plate'
_diffrn_orient_matrix_type              'by Nonius Collect from scalepack cell'
_diffrn_orient_matrix_ub_11             0.230504E-1
_diffrn_orient_matrix_ub_12             0.138262
_diffrn_orient_matrix_ub_13             0.8664E-3
_diffrn_orient_matrix_ub_21             -0.845912E-1
_diffrn_orient_matrix_ub_22             0.262059E-1
_diffrn_orient_matrix_ub_23             -0.471395E-1
_diffrn_orient_matrix_ub_31             -0.438554E-1
_diffrn_orient_matrix_ub_32             0.22123E-1
_diffrn_orient_matrix_ub_33             0.504248E-1
_diffrn_measurement_device              '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type         KappaCCD
_diffrn_measurement_method              'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents         0.0282
_diffrn_reflns_av_unetI/netI            0.0196
_diffrn_reflns_number                   19094
_diffrn_reflns_limit_h_min              -16
_diffrn_reflns_limit_h_max              17
_diffrn_reflns_limit_k_min              -11
_diffrn_reflns_limit_k_max              10
_diffrn_reflns_limit_l_min              -24
_diffrn_reflns_limit_l_max              24
_diffrn_reflns_theta_min                2.11
_diffrn_reflns_theta_max                35.05
_diffrn_reflns_theta_full               35.05
_diffrn_measured_fraction_theta_full
                                        0.989
_diffrn_measured_fraction_theta_max
                                        0.989
_reflns_number_total                    4705
_reflns_number_gt                       4145
_reflns_threshold_expression            >2sigma(I)
_diffrn_reflns_reduction_process
;
 Scaled and merged with SORTAV
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
 
#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#
 
_computing_data_collection              'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement
                                       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
                             'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution           'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement         'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics           'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material
                                   'WinGX publication routines (Farrugia, 1999)'
 
#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0374P)²+0.3085P] where P=(Fo²+2Fc²)/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_expression
                                    Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef              0.0182(13)
_refine_ls_number_reflns                4705
_refine_ls_number_parameters            137
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.033
_refine_ls_R_factor_gt                  0.0274
_refine_ls_wR_factor_ref                0.0754
_refine_ls_wR_factor_gt                 0.0731
_refine_ls_goodness_of_fit_ref          1.055
_refine_ls_restrained_S_all             1.055
_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0
_refine_diff_density_max                0.475
_refine_diff_density_min                -0.397
_refine_diff_density_rms                0.057
 
#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#
 
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 0 '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 0.006 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
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
C2 C 0.49636(8) 0.14831(12) 0.75787(6) 0.01751(14) Uani 1 1 d . . .
C4 C 0.46553(8) 0.20157(13) 0.61017(6) 0.01822(14) Uani 1 1 d . . .
C5 C 0.60338(8) 0.21367(14) 0.63822(6) 0.01938(15) Uani 1 1 d . . .
C6 C 0.67641(9) 0.24899(16) 0.57499(7) 0.02514(18) Uani 1 1 d . . .
H6 H 0.7673 0.2586 0.594 0.03 Uiso 1 1 calc R . .
C7 C 0.60860(11) 0.26916(16) 0.48302(7) 0.02717(19) Uani 1 1 d . . .
H7 H 0.6548 0.2911 0.4393 0.033 Uiso 1 1 calc R . .
C8 C 0.47120(10) 0.25706(16) 0.45472(7) 0.02661(19) Uani 1 1 d . . .
H8 H 0.4282 0.2717 0.3925 0.032 Uiso 1 1 calc R . .
C9 C 0.39875(9) 0.22410(15) 0.51690(7) 0.02394(17) Uani 1 1 d . . .
H9 H 0.3078 0.217 0.4975 0.029 Uiso 1 1 calc R . .
C10 C 0.35340(8) -0.08863(13) 0.84936(6) 0.01872(15) Uani 1 1 d . . .
H10A H 0.2986 -0.079 0.8917 0.022 Uiso 1 1 calc R . .
H10B H 0.296 -0.0863 0.7872 0.022 Uiso 1 1 calc R . .
C11 C 0.42327(9) -0.27814(13) 0.86452(6) 0.02063(15) Uani 1 1 d . . .
H11A H 0.3622 -0.3764 0.8716 0.025 Uiso 1 1 calc R . .
H11B H 0.4935 -0.273 0.9211 0.025 Uiso 1 1 calc R . .
N3 N 0.40662(7) 0.16487(11) 0.68081(5) 0.01899(13) Uani 1 1 d . . .
O21 O 0.58037(7) 0.07738(12) 0.93119(5) 0.02538(14) Uani 1 1 d . . .
O22 O 0.37905(8) 0.27448(11) 0.87819(6) 0.02998(17) Uani 1 1 d . . .
S1 S 0.65868(2) 0.17344(4) 0.756198(15) 0.02167(6) Uani 1 1 d . . .
S2 S 0.45715(2) 0.11506(3) 0.864472(15) 0.01809(5) Uani 1 1 d . . .
Cl1 Cl 0.49030(3) -0.33926(4) 0.770202(18) 0.02719(6) Uani 1 1 d . . .
 
 
 
#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#
 
_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
C2 N3 1.2931(12) . ?
C2 S1 1.7332(9) . ?
C2 S2 1.7734(9) . ?
C4 N3 1.3901(11) . ?
C4 C9 1.4009(13) . ?
C4 C5 1.4091(12) . ?
C5 C6 1.3968(13) . ?
C5 S1 1.7359(9) . ?
C6 C7 1.3848(15) . ?
C6 H6 0.93 . ?
C7 C8 1.4047(15) . ?
C7 H7 0.93 . ?
C8 C9 1.3762(14) . ?
C8 H8 0.93 . ?
C9 H9 0.93 . ?
C10 C11 1.5095(13) . ?
C10 S2 1.7801(9) . ?
C10 H10A 0.97 . ?
C10 H10B 0.97 . ?
C11 Cl1 1.7968(9) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
O21 S2 1.4424(8) . ?
O22 S2 1.4382(8) . ?
 
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
N3 C2 S1 118.22(7) . . ?
N3 C2 S2 121.89(7) . . ?
S1 C2 S2 119.78(5) . . ?
N3 C4 C9 125.12(8) . . ?
N3 C4 C5 114.90(8) . . ?
C9 C4 C5 119.98(8) . . ?
C6 C5 C4 121.52(8) . . ?
C6 C5 S1 128.76(7) . . ?
C4 C5 S1 109.71(6) . . ?
C7 C6 C5 117.60(9) . . ?
C7 C6 H6 121.2 . . ?
C5 C6 H6 121.2 . . ?
C6 C7 C8 121.08(9) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C7 121.52(9) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C4 118.30(9) . . ?
C8 C9 H9 120.9 . . ?
C4 C9 H9 120.9 . . ?
C11 C10 S2 115.34(6) . . ?
C11 C10 H10A 108.4 . . ?
S2 C10 H10A 108.4 . . ?
C11 C10 H10B 108.4 . . ?
S2 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C10 C11 Cl1 111.80(6) . . ?
C10 C11 H11A 109.3 . . ?
Cl1 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
Cl1 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C2 N3 C4 109.19(7) . . ?
C2 S1 C5 87.97(4) . . ?
O22 S2 O21 119.40(5) . . ?
O22 S2 C2 107.94(4) . . ?
O21 S2 C2 105.48(4) . . ?
O22 S2 C10 106.56(5) . . ?
O21 S2 C10 110.75(4) . . ?
C2 S2 C10 105.94(4) . . ?
 
