 
#  CIF produced by WinGX routine CIF_UPDATE
#  Created on 2002-01-22 at 17:21:20
#  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  : ljf072 dreduc struct sortav gaussian
 
 
data_ljf072
 
_audit_creation_date            2002-01-22T17:21:20-00:00
_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                'C16 H23 N1 O2 S2'
_chemical_formula_sum                   'C16 H23 N O2 S2'
_chemical_formula_weight                325.47
_chemical_compound_source               'synthesis as described'
 
#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
 
_symmetry_cell_setting                  orthorhombic
_symmetry_space_group_name_H-M          'P 21 21 21'
_symmetry_space_group_name_Hall         'P 2ac 2ab'
_symmetry_Int_Tables_number             19
loop_
    _symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
 
_cell_length_a                          9.43970(10)
_cell_length_b                          11.8345(2)
_cell_length_c                          15.6919(3)
_cell_angle_alpha                       90
_cell_angle_beta                        90
_cell_angle_gamma                       90
_cell_volume                            1753.01(5)
_cell_formula_units_Z                   4
_cell_measurement_temperature           100(2)
_cell_measurement_reflns_used           2784
_cell_measurement_theta_min             2
_cell_measurement_theta_max             30.034
_cell_measurement_wavelength            0.71073
 
#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#
 
_exptl_crystal_description              prism
_exptl_crystal_colour                   colorless
_exptl_crystal_size_max                 0.53
_exptl_crystal_size_mid                 0.24
_exptl_crystal_size_min                 0.17
_exptl_crystal_density_diffrn           1.233
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    696
loop_
    _exptl_crystal_face_index_h
    _exptl_crystal_face_index_k
    _exptl_crystal_face_index_l
    _exptl_crystal_face_perp_dist
0 1 1 0.1
0 -1 -1 0.14
0 -1 1 0.12
0 1 -1 0.05
1 0 0 0.3
-2 -1 -1 0.2
-2 1 1 0.23
 
_exptl_special_details
;
 ?
;
 
#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#
 
_exptl_absorpt_coefficient_mu           0.307
_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         0.879
_exptl_absorpt_correction_T_max         0.957
 
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#
 
_diffrn_source                          'Enraf Nonius FR590'
_diffrn_ambient_temperature             100(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             0.865701E-1
_diffrn_orient_matrix_ub_12             -0.43327E-1
_diffrn_orient_matrix_ub_13             -0.167732E-1
_diffrn_orient_matrix_ub_21             0.404114E-1
_diffrn_orient_matrix_ub_22             0.695853E-1
_diffrn_orient_matrix_ub_23             -0.26759E-1
_diffrn_orient_matrix_ub_31             0.457699E-1
_diffrn_orient_matrix_ub_32             0.205109E-1
_diffrn_orient_matrix_ub_33             0.553513E-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         0.0419
_diffrn_reflns_av_unetI/netI            0.0323
_diffrn_reflns_number                   18559
_diffrn_reflns_limit_h_min              -13
_diffrn_reflns_limit_h_max              13
_diffrn_reflns_limit_k_min              -16
_diffrn_reflns_limit_k_max              16
_diffrn_reflns_limit_l_min              -21
_diffrn_reflns_limit_l_max              22
_diffrn_reflns_theta_min                2.16
_diffrn_reflns_theta_max                30.05
_diffrn_reflns_theta_full               30.05
_diffrn_measured_fraction_theta_full
                                        0.998
_diffrn_measured_fraction_theta_max
                                        0.998
_reflns_number_total                    5110
_reflns_number_gt                       4571
_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)+(0.0225P)²+0.5016P] 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              0.0060(7)
_refine_ls_number_reflns                5110
_refine_ls_number_parameters            195
_refine_ls_number_restraints            0
_refine_ls_R_factor_all                 0.0413
_refine_ls_R_factor_gt                  0.0323
_refine_ls_wR_factor_ref                0.0677
_refine_ls_wR_factor_gt                 0.0646
_refine_ls_goodness_of_fit_ref          1.051
_refine_ls_restrained_S_all             1.051
_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0
_refine_ls_abs_structure_details
                                    'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack          -0.02(5)
_refine_diff_density_max                0.218
_refine_diff_density_min                -0.179
_refine_diff_density_rms                0.043
 
#----------------------------------------------------------------------------#
#                   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'
 
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
C1A C 0.94955(14) 0.94492(11) 0.15566(8) 0.0172(2) Uani 1 1 d . . .
C1B C 1.22899(16) 0.83665(13) 0.27245(10) 0.0246(3) Uani 1 1 d . . .
H1B1 H 1.3289 0.8214 0.26 0.037 Uiso 1 1 calc R . .
H1B2 H 1.1714 0.7719 0.2548 0.037 Uiso 1 1 calc R . .
H1B3 H 1.2172 0.8492 0.3338 0.037 Uiso 1 1 calc R . .
C2 C 1.00884(14) 0.89469(11) 0.07515(8) 0.0179(3) Uani 1 1 d . . .
H2 H 1.1143 0.8912 0.0804 0.021 Uiso 1 1 calc R . .
C2A C 1.03481(13) 0.96484(11) 0.22709(8) 0.0165(2) Uani 1 1 d . . .
C3A C 0.97709(14) 1.00680(12) 0.30175(9) 0.0211(3) Uani 1 1 d . . .
H3A H 1.0362 1.0198 0.3498 0.025 Uiso 1 1 calc R . .
C4 C 1.05650(19) 0.90234(14) -0.09750(9) 0.0317(3) Uani 1 1 d . . .
H4A H 1.0451 0.9417 -0.1528 0.038 Uiso 1 1 calc R . .
H4B H 1.1589 0.9013 -0.0838 0.038 Uiso 1 1 calc R . .
C4A C 0.83256(15) 1.03008(13) 0.30671(10) 0.0261(3) Uani 1 1 d . . .
H4A1 H 0.7931 1.0589 0.358 0.031 Uiso 1 1 calc R . .
C5 C 1.00528(18) 0.78130(15) -0.10725(10) 0.0349(4) Uani 1 1 d . . .
H5A H 0.9021 0.782 -0.1184 0.042 Uiso 1 1 calc R . .
H5B H 1.0523 0.7471 -0.1574 0.042 Uiso 1 1 calc R . .
C5A C 0.74678(14) 1.01104(13) 0.23674(10) 0.0256(3) Uani 1 1 d . . .
H5A1 H 0.6482 1.0265 0.24 0.031 Uiso 1 1 calc R . .
C6 C 1.03408(17) 0.70809(13) -0.02982(10) 0.0297(3) Uani 1 1 d . . .
H6A H 1.1371 0.7088 -0.0182 0.036 Uiso 1 1 calc R . .
H6B H 1.0069 0.6293 -0.0434 0.036 Uiso 1 1 calc R . .
C6A C 0.80458(14) 0.96941(13) 0.16194(9) 0.0231(3) Uani 1 1 d . . .
H6A1 H 0.745 0.9572 0.114 0.028 Uiso 1 1 calc R . .
C7 C 1.28144(13) 1.00433(11) 0.18725(8) 0.0165(3) Uani 1 1 d . . .
C8 C 1.29985(15) 1.17350(12) 0.09757(9) 0.0221(3) Uani 1 1 d . . .
C81 C 1.40869(16) 1.23666(14) 0.15128(10) 0.0295(3) Uani 1 1 d . . .
H81A H 1.3613 1.2722 0.1999 0.044 Uiso 1 1 calc R . .
H81B H 1.4544 1.2949 0.1164 0.044 Uiso 1 1 calc R . .
H81C H 1.4804 1.1834 0.172 0.044 Uiso 1 1 calc R . .
C82 C 1.36640(17) 1.11080(15) 0.02307(10) 0.0302(3) Uani 1 1 d . . .
H82A H 1.446 1.0651 0.0436 0.045 Uiso 1 1 calc R . .
H82B H 1.4006 1.1654 -0.0191 0.045 Uiso 1 1 calc R . .
H82C H 1.2955 1.0614 -0.0033 0.045 Uiso 1 1 calc R . .
C83 C 1.18493(16) 1.25301(14) 0.06667(11) 0.0308(3) Uani 1 1 d . . .
H83A H 1.1159 1.2107 0.0326 0.046 Uiso 1 1 calc R . .
H83B H 1.2274 1.3126 0.0316 0.046 Uiso 1 1 calc R . .
H83C H 1.1372 1.2871 0.1158 0.046 Uiso 1 1 calc R . .
N1 N 1.18346(11) 0.93727(9) 0.22594(7) 0.0165(2) Uani 1 1 d . . .
O1 O 1.40818(9) 0.98330(9) 0.18595(6) 0.0224(2) Uani 1 1 d . . .
O2 O 1.21863(9) 1.09422(8) 0.15148(6) 0.0201(2) Uani 1 1 d . . .
S1 S 0.94146(4) 0.75143(3) 0.06569(2) 0.02592(9) Uani 1 1 d . . .
S3 S 0.96466(4) 0.98232(3) -0.01598(2) 0.02567(9) 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
C1A C2A 1.4000(17) . ?
C1A C6A 1.4024(19) . ?
C1A C2 1.5042(18) . ?
C1B N1 1.4612(17) . ?
C1B H1B1 0.98 . ?
C1B H1B2 0.98 . ?
C1B H1B3 0.98 . ?
C2 S3 1.8150(14) . ?
C2 S1 1.8169(14) . ?
C2 H2 1 . ?
C2A C3A 1.3841(18) . ?
C2A N1 1.4407(16) . ?
C3A C4A 1.3940(19) . ?
C3A H3A 0.95 . ?
C4 C5 1.520(2) . ?
C4 S3 1.8122(16) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C4A C5A 1.383(2) . ?
C4A H4A1 0.95 . ?
C5 C6 1.517(2) . ?
C5 H5A 0.99 . ?
C5 H5B 0.99 . ?
C5A C6A 1.385(2) . ?
C5A H5A1 0.95 . ?
C6 S1 1.8093(15) . ?
C6 H6A 0.99 . ?
C6 H6B 0.99 . ?
C6A H6A1 0.95 . ?
C7 O1 1.2222(15) . ?
C7 O2 1.3410(16) . ?
C7 N1 1.3616(17) . ?
C8 O2 1.4778(17) . ?
C8 C83 1.516(2) . ?
C8 C82 1.520(2) . ?
C8 C81 1.525(2) . ?
C81 H81A 0.98 . ?
C81 H81B 0.98 . ?
C81 H81C 0.98 . ?
C82 H82A 0.98 . ?
C82 H82B 0.98 . ?
C82 H82C 0.98 . ?
C83 H83A 0.98 . ?
C83 H83B 0.98 . ?
C83 H83C 0.98 . ?
 
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
C2A C1A C6A 118.03(12) . . ?
C2A C1A C2 121.68(12) . . ?
C6A C1A C2 120.26(12) . . ?
N1 C1B H1B1 109.5 . . ?
N1 C1B H1B2 109.5 . . ?
H1B1 C1B H1B2 109.5 . . ?
N1 C1B H1B3 109.5 . . ?
H1B1 C1B H1B3 109.5 . . ?
H1B2 C1B H1B3 109.5 . . ?
C1A C2 S3 110.51(9) . . ?
C1A C2 S1 107.89(9) . . ?
S3 C2 S1 112.86(7) . . ?
C1A C2 H2 108.5 . . ?
S3 C2 H2 108.5 . . ?
S1 C2 H2 108.5 . . ?
C3A C2A C1A 120.78(12) . . ?
C3A C2A N1 118.38(11) . . ?
C1A C2A N1 120.78(11) . . ?
C2A C3A C4A 120.23(13) . . ?
C2A C3A H3A 119.9 . . ?
C4A C3A H3A 119.9 . . ?
C5 C4 S3 114.28(12) . . ?
C5 C4 H4A 108.7 . . ?
S3 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
S3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C5A C4A C3A 119.77(13) . . ?
C5A C4A H4A1 120.1 . . ?
C3A C4A H4A1 120.1 . . ?
C6 C5 C4 113.63(13) . . ?
C6 C5 H5A 108.8 . . ?
C4 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C4 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C4A C5A C6A 120.01(13) . . ?
C4A C5A H5A1 120 . . ?
C6A C5A H5A1 120 . . ?
C5 C6 S1 114.52(11) . . ?
C5 C6 H6A 108.6 . . ?
S1 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
S1 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C5A C6A C1A 121.17(13) . . ?
C5A C6A H6A1 119.4 . . ?
C1A C6A H6A1 119.4 . . ?
O1 C7 O2 125.97(12) . . ?
O1 C7 N1 123.62(13) . . ?
O2 C7 N1 110.41(10) . . ?
O2 C8 C83 101.88(11) . . ?
O2 C8 C82 110.17(12) . . ?
C83 C8 C82 110.65(13) . . ?
O2 C8 C81 110.14(12) . . ?
C83 C8 C81 110.78(13) . . ?
C82 C8 C81 112.70(13) . . ?
C8 C81 H81A 109.5 . . ?
C8 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
C8 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C8 C82 H82A 109.5 . . ?
C8 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C8 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C8 C83 H83A 109.5 . . ?
C8 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
C8 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C7 N1 C2A 122.35(11) . . ?
C7 N1 C1B 119.86(11) . . ?
C2A N1 C1B 117.70(11) . . ?
C7 O2 C8 120.92(10) . . ?
C6 S1 C2 99.38(7) . . ?
C4 S3 C2 98.50(7) . . ?
 
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion_publ_flag
C2A C1A C2 S3 -127.27(11) . . . . ?
C6A C1A C2 S3 55.05(15) . . . . ?
C2A C1A C2 S1 108.91(12) . . . . ?
C6A C1A C2 S1 -68.77(14) . . . . ?
C6A C1A C2A C3A 0.41(19) . . . . ?
C2 C1A C2A C3A -177.32(12) . . . . ?
C6A C1A C2A N1 177.51(12) . . . . ?
C2 C1A C2A N1 -0.22(18) . . . . ?
C1A C2A C3A C4A -0.1(2) . . . . ?
N1 C2A C3A C4A -177.30(13) . . . . ?
C2A C3A C4A C5A 0.1(2) . . . . ?
S3 C4 C5 C6 -65.51(17) . . . . ?
C3A C4A C5A C6A -0.3(2) . . . . ?
C4 C5 C6 S1 64.17(17) . . . . ?
C4A C5A C6A C1A 0.6(2) . . . . ?
C2A C1A C6A C5A -0.6(2) . . . . ?
C2 C1A C6A C5A 177.14(13) . . . . ?
O1 C7 N1 C2A 179.41(12) . . . . ?
O2 C7 N1 C2A -0.88(17) . . . . ?
O1 C7 N1 C1B 3.0(2) . . . . ?
O2 C7 N1 C1B -177.33(11) . . . . ?
C3A C2A N1 C7 -104.12(15) . . . . ?
C1A C2A N1 C7 78.71(16) . . . . ?
C3A C2A N1 C1B 72.40(16) . . . . ?
C1A C2A N1 C1B -104.77(14) . . . . ?
O1 C7 O2 C8 6.4(2) . . . . ?
N1 C7 O2 C8 -173.32(11) . . . . ?
C83 C8 O2 C7 175.60(12) . . . . ?
C82 C8 O2 C7 58.13(16) . . . . ?
C81 C8 O2 C7 -66.79(16) . . . . ?
C5 C6 S1 C2 -58.24(12) . . . . ?
C1A C2 S1 C6 -176.77(9) . . . . ?
S3 C2 S1 C6 60.85(9) . . . . ?
C5 C4 S3 C2 60.27(12) . . . . ?
C1A C2 S3 C4 177.61(10) . . . . ?
S1 C2 S3 C4 -61.49(9) . . . . ?
 
