 
data_2007src1375
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C18 H12 S'
_chemical_formula_weight          260.34
 
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'
 'S'  'S'   0.1246   0.1234
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            ?
_symmetry_space_group_name_H-M    ?
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z'
 'x+1/2, -y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, y, -z-1/2'
 'x, -y-1/2, z'
 '-x-1/2, y-1/2, z-1/2'
 
_cell_length_a                    8.3358(6)
_cell_length_b                    26.3096(17)
_cell_length_c                    5.6923(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      1248.39(14)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        ?
_exptl_crystal_colour             ?
_exptl_crystal_size_max           0.26
_exptl_crystal_size_mid           0.15
_exptl_crystal_size_min           0.01
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.385
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              544
_exptl_absorpt_coefficient_mu     0.239
_exptl_absorpt_correction_type    ?
_exptl_absorpt_correction_T_min   0.9404
_exptl_absorpt_correction_T_max   0.9976
_exptl_absorpt_process_details    ?
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       120(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   ?
_diffrn_measurement_method        ?
_diffrn_detector_area_resol_mean  ?
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             7885
_diffrn_reflns_av_R_equivalents   0.0643
_diffrn_reflns_av_sigmaI/netI     0.0476
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_k_min        -34
_diffrn_reflns_limit_k_max        33
_diffrn_reflns_limit_l_min        -7
_diffrn_reflns_limit_l_max        7
_diffrn_reflns_theta_min          3.10
_diffrn_reflns_theta_max          27.49
_reflns_number_total              1461
_reflns_number_gt                 1201
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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)+(0.0523P)²+2.4881P] 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_extinction_coef        ?
_refine_ls_number_reflns          1461
_refine_ls_number_parameters      88
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0780
_refine_ls_R_factor_gt            0.0629
_refine_ls_wR_factor_ref          0.1586
_refine_ls_wR_factor_gt           0.1449
_refine_ls_goodness_of_fit_ref    1.069
_refine_ls_restrained_S_all       1.069
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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 0.3662(3) 0.29623(9) 0.0799(4) 0.0255(5) Uani 1 1 d . . .
C2 C 0.2804(3) 0.27680(9) -0.1063(4) 0.0242(5) Uani 1 1 d . . .
C3 C 0.2105(3) 0.31895(9) -0.2498(4) 0.0263(5) Uani 1 1 d . . .
H3A H 0.0917 0.3178 -0.2492 0.032 Uiso 1 1 calc R . .
H3B H 0.2494 0.3178 -0.4140 0.032 Uiso 1 1 calc R . .
C4 C 0.2733(3) 0.36587(10) -0.1208(4) 0.0266(6) Uani 1 1 d . . .
C5 C 0.2502(3) 0.41677(10) -0.1715(5) 0.0319(6) Uani 1 1 d . . .
H5 H 0.1889 0.4267 -0.3045 0.038 Uiso 1 1 calc R . .
C6 C 0.3182(4) 0.45307(10) -0.0244(5) 0.0340(7) Uani 1 1 d . . .
H6 H 0.3034 0.4882 -0.0571 0.041 Uiso 1 1 calc R . .
C7 C 0.4073(4) 0.43846(10) 0.1690(5) 0.0344(7) Uani 1 1 d . . .
H7 H 0.4524 0.4639 0.2674 0.041 Uiso 1 1 calc R . .
C8 C 0.4327(3) 0.38786(10) 0.2235(5) 0.0298(6) Uani 1 1 d . . .
H8 H 0.4946 0.3783 0.3565 0.036 Uiso 1 1 calc R . .
C9 C 0.3650(3) 0.35156(9) 0.0778(4) 0.0251(5) Uani 1 1 d . . .
S1 S 0.45076(12) 0.2500 0.25580(16) 0.0275(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
C1 0.0217(12) 0.0301(12) 0.0248(12) 0.0004(10) 0.0025(10) 0.0012(10)
C2 0.0216(12) 0.0289(13) 0.0222(11) 0.0012(10) 0.0020(10) 0.0005(10)
C3 0.0263(13) 0.0323(12) 0.0204(11) 0.0017(10) -0.0030(10) 0.0013(10)
C4 0.0224(12) 0.0317(13) 0.0257(12) -0.0027(10) 0.0035(10) 0.0000(10)
C5 0.0340(15) 0.0338(13) 0.0277(13) 0.0034(11) 0.0036(11) 0.0035(12)
C6 0.0383(16) 0.0261(12) 0.0377(15) 0.0004(11) 0.0068(12) 0.0022(12)
C7 0.0348(16) 0.0309(13) 0.0375(15) -0.0054(11) 0.0047(13) -0.0018(11)
C8 0.0259(13) 0.0341(13) 0.0293(13) -0.0020(11) 0.0003(11) -0.0004(11)
C9 0.0202(12) 0.0309(12) 0.0243(12) 0.0008(10) 0.0051(10) 0.0017(10)
S1 0.0278(5) 0.0291(5) 0.0254(5) 0.000 -0.0065(4) 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
C1 C2 1.377(4) . ?
C1 C9 1.456(3) . ?
C1 S1 1.726(3) . ?
C2 C2 1.410(5) 7_565 ?
C2 C3 1.496(3) . ?
C3 C4 1.529(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.383(4) . ?
C4 C9 1.415(4) . ?
C5 C6 1.391(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.383(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(4) . ?
C8 H8 0.9500 . ?
S1 C1 1.726(3) 7_565 ?
 
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
C2 C1 C9 111.2(2) . . ?
C2 C1 S1 113.39(19) . . ?
C9 C1 S1 135.4(2) . . ?
C1 C2 C2 111.79(15) . 7_565 ?
C1 C2 C3 110.3(2) . . ?
C2 C2 C3 137.85(13) 7_565 . ?
C2 C3 C4 101.7(2) . . ?
C2 C3 H3A 111.4 . . ?
C4 C3 H3A 111.4 . . ?
C2 C3 H3B 111.4 . . ?
C4 C3 H3B 111.4 . . ?
H3A C3 H3B 109.3 . . ?
C5 C4 C9 120.0(2) . . ?
C5 C4 C3 129.3(2) . . ?
C9 C4 C3 110.7(2) . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 121.9(3) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C7 C8 C9 117.9(3) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
C8 C9 C4 121.0(2) . . ?
C8 C9 C1 133.0(2) . . ?
C4 C9 C1 106.0(2) . . ?
C1 S1 C1 89.61(17) 7_565 . ?
 
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
C9 C1 C2 C2 -179.91(15) . . . 7_565 ?
S1 C1 C2 C2 0.9(2) . . . 7_565 ?
C9 C1 C2 C3 -1.0(3) . . . . ?
S1 C1 C2 C3 179.78(18) . . . . ?
C1 C2 C3 C4 1.5(3) . . . . ?
C2 C2 C3 C4 179.98(13) 7_565 . . . ?
C2 C3 C4 C5 179.4(3) . . . . ?
C2 C3 C4 C9 -1.5(3) . . . . ?
C9 C4 C5 C6 0.0(4) . . . . ?
C3 C4 C5 C6 179.0(3) . . . . ?
C4 C5 C6 C7 0.0(4) . . . . ?
C5 C6 C7 C8 0.2(4) . . . . ?
C6 C7 C8 C9 -0.3(4) . . . . ?
C7 C8 C9 C4 0.2(4) . . . . ?
C7 C8 C9 C1 179.9(3) . . . . ?
C5 C4 C9 C8 -0.1(4) . . . . ?
C3 C4 C9 C8 -179.2(2) . . . . ?
C5 C4 C9 C1 -179.8(2) . . . . ?
C3 C4 C9 C1 1.0(3) . . . . ?
C2 C1 C9 C8 -179.7(3) . . . . ?
S1 C1 C9 C8 -0.7(5) . . . . ?
C2 C1 C9 C4 0.0(3) . . . . ?
S1 C1 C9 C4 179.0(2) . . . . ?
C2 C1 S1 C1 -1.1(3) . . . 7_565 ?
C9 C1 S1 C1 179.9(2) . . . 7_565 ?
 
_diffrn_measured_fraction_theta_max    0.995
_diffrn_reflns_theta_full              27.49
_diffrn_measured_fraction_theta_full   0.995
_refine_diff_density_max    0.913
_refine_diff_density_min   -0.336
_refine_diff_density_rms    0.078
