 
#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2000-08-28 at 09:56:10
#  Using CIFtbx version 2.6.2 16 Jun 1998
 
#  Dictionary name : cif_core.dic
#  Dictionary vers : 2.1
#  Request file    : c:\wingx\files\archive.dat
#  CIF files read  : ljf012a dreduc struct sortav
 
 
data_ljf012a
 
_audit_creation_date            2000-08-28T09:56:10-00:00
_audit_creation_method         'WinGX routine CIF_UPDATE'
_audit_conform_dict_name        cif_core.dic
_audit_conform_dict_version     2.1
_audit_conform_dict_location    ftp://ftp.iucr.org/pub/cif_core.dic
_publ_requested_category        FO
 
#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#
 
_chemical_name_systematic
;
 ?
;
_chemical_formula_moiety                'C19 H15 Cl O S2'
_chemical_formula_structural            'C19 H15 Cl O S2'
_chemical_formula_sum                   'C19 H15 Cl O S2'
_chemical_formula_weight                358.88
_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                          6.41170(10)
_cell_length_b                          17.6379(4)
_cell_length_c                          15.5537(4)
_cell_angle_alpha                       90
_cell_angle_beta                        101.7420(10)
_cell_angle_gamma                       90
_cell_volume                            1722.14(6)
_cell_formula_units_Z                   4
_cell_measurement_temperature           293(2)
_cell_measurement_reflns_used           7110
_cell_measurement_theta_min             3.395
_cell_measurement_theta_max             27.485
_cell_measurement_wavelength            0.71073
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description
                                'irregular prism cleaved from larger crystal'
_exptl_crystal_colour                   colourless
_exptl_crystal_size_max                 0.4
_exptl_crystal_size_mid                 0.15
_exptl_crystal_size_min                 0.1
_exptl_crystal_density_diffrn           1.384
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    744
_exptl_special_details
;
 ?
;
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           0.465
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_correction_T_min         0.867
_exptl_absorpt_correction_T_max         0.945
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_source                          'Enraf Nonius FR590'
_diffrn_ambient_temperature             293(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             -0.603587E-1
_diffrn_orient_matrix_ub_12             -0.145799
_diffrn_orient_matrix_ub_13             -0.21807E-1
_diffrn_orient_matrix_ub_21             0.301801E-1
_diffrn_orient_matrix_ub_22             -0.53604E-2
_diffrn_orient_matrix_ub_23             -0.476956E-1
_diffrn_orient_matrix_ub_31             0.436068E-1
_diffrn_orient_matrix_ub_32             -0.374091E-1
_diffrn_orient_matrix_ub_33             0.317972E-1
_diffrn_measurement_device              '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type         KappaCCD
_diffrn_measurement_method              CCD
_diffrn_reflns_number                   6868
_diffrn_reflns_av_R_equivalents         0.0339
_diffrn_reflns_av_unetI/netI            0.0627
_diffrn_reflns_limit_h_min              -8
_diffrn_reflns_limit_h_max              8
_diffrn_reflns_limit_k_min              -22
_diffrn_reflns_limit_k_max              19
_diffrn_reflns_limit_l_min              0
_diffrn_reflns_limit_l_max              20
_diffrn_reflns_theta_min                3.45
_diffrn_reflns_theta_max                27.47
_diffrn_reflns_theta_full               27.47
_diffrn_measured_fraction_theta_full
                                        0.996
_diffrn_measured_fraction_theta_max
                                        0.996
_reflns_number_total                    3936
_reflns_number_gt                       2683
_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_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)+(0.0405P)²+0.0549P] 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            none
_refine_ls_number_reflns                3936
_refine_ls_number_parameters            209
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.0765
_refine_ls_R_factor_gt                  0.0405
_refine_ls_wR_factor_ref                0.0939
_refine_ls_wR_factor_gt                 0.0845
_refine_ls_goodness_of_fit_ref          1.023
_refine_ls_restrained_S_all             1.023
_refine_ls_shift/su_max                 0
_refine_ls_shift/su_mean                0
_refine_diff_density_max                0.208
_refine_diff_density_min                -0.303
_refine_diff_density_rms                0.054
 
#----------------------------------------------------------------------------#
#                   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'
Cl Cl 0.1484 0.1585 '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'
 
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 0.4681(3) 0.19248(10) 0.29621(11) 0.0340(4) Uani 1 1 d . . .
H1 H 0.3413 0.1788 0.2523 0.041 Uiso 1 1 calc R . .
C101 C 0.4585(3) 0.31521(10) 0.49621(12) 0.0407(4) Uani 1 1 d . . .
C102 C 0.5218(3) 0.28566(10) 0.42290(12) 0.0368(4) Uani 1 1 d . . .
H102 H 0.6469 0.3027 0.4078 0.044 Uiso 1 1 calc R . .
C103 C 0.4000(3) 0.23111(10) 0.37235(11) 0.0325(4) Uani 1 1 d . . .
C104 C 0.2124(3) 0.20617(11) 0.39633(12) 0.0379(4) Uani 1 1 d . . .
C105 C 0.1497(3) 0.23707(12) 0.46893(13) 0.0455(5) Uani 1 1 d . . .
H105 H 0.0238 0.2209 0.484 0.055 Uiso 1 1 calc R . .
C106 C 0.2718(3) 0.29156(11) 0.51894(13) 0.0464(5) Uani 1 1 d . . .
H106 H 0.2289 0.3122 0.5676 0.056 Uiso 1 1 calc R . .
C111 C 0.4913(3) 0.31761(10) 0.18334(12) 0.0394(4) Uani 1 1 d . . .
C112 C 0.2751(3) 0.31251(12) 0.14878(14) 0.0545(6) Uani 1 1 d . . .
H112 H 0.1992 0.2706 0.1618 0.065 Uiso 1 1 calc R . .
C113 C 0.1710(4) 0.36895(14) 0.09526(16) 0.0645(6) Uani 1 1 d . . .
H113 H 0.0257 0.3647 0.0724 0.077 Uiso 1 1 calc R . .
C114 C 0.2796(4) 0.43083(14) 0.07573(15) 0.0646(6) Uani 1 1 d . . .
H114 H 0.2094 0.4684 0.039 0.078 Uiso 1 1 calc R . .
C115 C 0.4920(4) 0.43730(14) 0.11039(16) 0.0696(7) Uani 1 1 d . . .
H115 H 0.5661 0.4798 0.0976 0.084 Uiso 1 1 calc R . .
C116 C 0.5979(3) 0.38154(13) 0.16426(14) 0.0564(6) Uani 1 1 d . . .
H116 H 0.7425 0.387 0.188 0.068 Uiso 1 1 calc R . .
C211 C 0.5758(3) 0.04647(10) 0.24589(11) 0.0348(4) Uani 1 1 d . . .
C212 C 0.3978(3) -0.00024(12) 0.22601(13) 0.0475(5) Uani 1 1 d . . .
H212 H 0.2934 0.0019 0.2596 0.057 Uiso 1 1 calc R . .
C213 C 0.3769(4) -0.04975(13) 0.15609(15) 0.0620(6) Uani 1 1 d . . .
H213 H 0.2584 -0.0812 0.1427 0.074 Uiso 1 1 calc R . .
C214 C 0.5308(4) -0.05268(13) 0.10614(15) 0.0635(6) Uani 1 1 d . . .
H214 H 0.516 -0.0862 0.0591 0.076 Uiso 1 1 calc R . .
C215 C 0.7049(4) -0.00676(13) 0.12525(14) 0.0597(6) Uani 1 1 d . . .
H215 H 0.8078 -0.0089 0.0909 0.072 Uiso 1 1 calc R . .
C216 C 0.7299(3) 0.04298(11) 0.19509(13) 0.0460(5) Uani 1 1 d . . .
H216 H 0.8495 0.074 0.208 0.055 Uiso 1 1 calc R . .
Cl1 Cl 0.61959(9) 0.38261(3) 0.55987(4) 0.06250(18) Uani 1 1 d . . .
O1 O 0.10325(19) 0.15017(8) 0.34619(9) 0.0534(4) Uani 1 1 d . . .
H1A H -0.0142 0.1451 0.3587 0.08 Uiso 1 1 calc R . .
S1 S 0.64916(7) 0.24540(3) 0.24323(3) 0.04228(15) Uani 1 1 d . . .
S2 S 0.60779(7) 0.10572(3) 0.34006(3) 0.03629(14) 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
C1 C103 1.506(2) . ?
C1 S1 1.8130(16) . ?
C1 S2 1.8332(18) . ?
C101 C106 1.380(2) . ?
C101 C102 1.387(2) . ?
C101 Cl1 1.7447(19) . ?
C102 C103 1.380(3) . ?
C103 C104 1.401(2) . ?
C104 O1 1.361(2) . ?
C104 C105 1.385(3) . ?
C105 C106 1.376(3) . ?
C111 C116 1.382(3) . ?
C111 C112 1.384(3) . ?
C111 S1 1.769(2) . ?
C112 C113 1.380(3) . ?
C113 C114 1.362(3) . ?
C114 C115 1.364(3) . ?
C115 C116 1.378(3) . ?
C211 C216 1.386(2) . ?
C211 C212 1.391(2) . ?
C211 S2 1.7768(18) . ?
C212 C213 1.380(3) . ?
C213 C214 1.376(3) . ?
C214 C215 1.362(3) . ?
C215 C216 1.380(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
C103 C1 S1 116.07(12) . . ?
C103 C1 S2 106.43(12) . . ?
S1 C1 S2 106.82(8) . . ?
C106 C101 C102 120.74(18) . . ?
C106 C101 Cl1 120.31(14) . . ?
C102 C101 Cl1 118.94(14) . . ?
C103 C102 C101 120.25(16) . . ?
C102 C103 C104 118.98(15) . . ?
C102 C103 C1 122.84(14) . . ?
C104 C103 C1 118.00(16) . . ?
O1 C104 C105 123.51(16) . . ?
O1 C104 C103 116.41(15) . . ?
C105 C104 C103 120.07(18) . . ?
C106 C105 C104 120.62(16) . . ?
C105 C106 C101 119.32(17) . . ?
C116 C111 C112 118.03(19) . . ?
C116 C111 S1 116.43(16) . . ?
C112 C111 S1 125.33(15) . . ?
C113 C112 C111 120.73(19) . . ?
C114 C113 C112 120.4(2) . . ?
C113 C114 C115 119.6(2) . . ?
C114 C115 C116 120.6(2) . . ?
C115 C116 C111 120.6(2) . . ?
C216 C211 C212 119.67(17) . . ?
C216 C211 S2 121.33(14) . . ?
C212 C211 S2 118.91(13) . . ?
C213 C212 C211 119.59(18) . . ?
C214 C213 C212 120.2(2) . . ?
C215 C214 C213 120.3(2) . . ?
C214 C215 C216 120.6(2) . . ?
C215 C216 C211 119.66(18) . . ?
C111 S1 C1 105.02(8) . . ?
C211 S2 C1 102.63(8) . . ?
 
