 
data_97src139
 
_audit_creation_method            SHELXL 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_structural      ? 
_chemical_formula_analytical      ? 
_chemical_formula_sum             'C14 H8 Hg N2 S4' 
_chemical_formula_weight          533.05 
_chemical_melting_point           ? 
_chemical_compound_source         ? 
 
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' 
 'Hg'  'Hg'  -2.3894   9.2266 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Monoclinic 
_symmetry_space_group_name_H-M    P2(1)/n
 
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                    11.817(2) 
_cell_length_b                    5.9830(8) 
_cell_length_c                    31.689(10) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  97.34(4) 
_cell_angle_gamma                 90.00 
_cell_volume                      2222.1(8) 
_cell_formula_units_Z             6 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     8274
_cell_measurement_theta_min       1.78
_cell_measurement_theta_max       24.94
 
_exptl_crystal_description        ? 
_exptl_crystal_colour             ? 
_exptl_crystal_size_max           0.12 
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     2.390 
_exptl_crystal_density_method     ? 
_exptl_crystal_F_000              1500 
_exptl_absorpt_coefficient_mu     10.945 
_exptl_absorpt_correction_type    refdelf 
_exptl_absorpt_correction_T_min   0.28
_exptl_absorpt_correction_T_max   0.335
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      0.71069 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'Nonius FR571 rotating anode' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device        'Nonius FAST TV area detector' 
_diffrn_measurement_method        'Φ & ω scans' 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             8274 
_diffrn_reflns_av_R_equivalents   0.1379 
_diffrn_reflns_av_sigmaI/netI     0.1011 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        13 
_diffrn_reflns_limit_k_min        -6 
_diffrn_reflns_limit_k_max        6 
_diffrn_reflns_limit_l_min        -35 
_diffrn_reflns_limit_l_max        34 
_diffrn_reflns_theta_min          1.78 
_diffrn_reflns_theta_max          24.94 
_reflns_number_total              3319 
_reflns_number_observed           2601 
_reflns_observed_criterion        >2sigma(I) 
 
_computing_data_collection        
'MADNESS (Pflugrath & Messerschmidt, 1989)'
_computing_cell_refinement        
'MADNESS (Pflugrath & Messerschmidt, 1989)'
_computing_data_reduction         
'MADNESS (Pflugrath & Messerschmidt, 1989)'
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-92 (Sheldrick, 1993)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement on F² for ALL reflections except for 0 with very negative F² 
 or flagged by the user for potential systematic errors.  Weighted R-factors 
 wR and all goodnesses of fit S are based on F², conventional R-factors R 
 are based on F, with F set to zero for negative F². The observed criterion 
 of F² > 2sigma(F²) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0427P)^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     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3319 
_refine_ls_number_parameters      286 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0638 
_refine_ls_R_factor_obs           0.0459 
_refine_ls_wR_factor_all          0.0997 
_refine_ls_wR_factor_obs          0.0964 
_refine_ls_goodness_of_fit_all    0.940 
_refine_ls_goodness_of_fit_obs    1.038 
_refine_ls_restrained_S_all       0.940 
_refine_ls_restrained_S_obs       1.038 
_refine_ls_shift/esd_max          -0.000 
_refine_ls_shift/esd_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_thermal_displace_type 
 _atom_site_occupancy 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_group 
Hg1 Hg 0.12840(4) 0.61033(7) 0.183009(13) 0.0220(2) Uani 1 d . . 
Hg2 Hg 0.0000 0.0000 0.0000 0.0197(2) Uani 1 d S . 
S1 S 0.2472(3) 0.3371(5) 0.21867(9) 0.0288(7) Uani 1 d . . 
S2 S 0.3539(2) -0.0452(4) 0.17654(8) 0.0203(6) Uani 1 d . . 
S3 S 0.0135(2) 0.8917(5) 0.14850(8) 0.0221(6) Uani 1 d . . 
S4 S -0.0913(2) 1.2681(5) 0.19276(8) 0.0226(6) Uani 1 d . . 
S5 S 0.0815(2) -0.2784(5) 0.04671(8) 0.0196(6) Uani 1 d . . 
S6 S -0.0319(2) -0.6690(4) 0.08133(8) 0.0189(6) Uani 1 d . . 
N1 N 0.2521(7) 0.2901(14) 0.1338(3) 0.016(2) Uani 1 d . . 
N2 N -0.0242(7) 0.8946(16) 0.2312(3) 0.022(2) Uani 1 d . . 
N3 N -0.1493(7) -0.3427(14) 0.0424(3) 0.016(2) Uani 1 d . . 
C1 C 0.2806(9) 0.2113(17) 0.1728(3) 0.019(2) Uani 1 d . . 
C2 C 0.3453(9) -0.0508(17) 0.1210(3) 0.016(2) Uani 1 d . . 
C3 C 0.3837(9) -0.2111(19) 0.0952(3) 0.021(3) Uani 1 d . . 
H3 H 0.4209(9) -0.3382(19) 0.1068(3) 0.025 Uiso 1 calc R . 
C4 C 0.3658(9) -0.1787(19) 0.0517(4) 0.024(3) Uani 1 d . . 
H4 H 0.3903(9) -0.2865(19) 0.0338(4) 0.029 Uiso 1 calc R . 
C5 C 0.3119(10) 0.0118(21) 0.0344(3) 0.028(3) Uani 1 d . . 
H5 H 0.3016(10) 0.0293(21) 0.0050(3) 0.034 Uiso 1 calc R . 
C6 C 0.2730(9) 0.1771(18) 0.0595(3) 0.019(2) Uani 1 d . . 
H6 H 0.2381(9) 0.3054(18) 0.0475(3) 0.023 Uiso 1 calc R . 
C7 C 0.2882(9) 0.1439(19) 0.1048(3) 0.020(3) Uani 1 d . . 
C8 C -0.0280(9) 0.9982(18) 0.1948(3) 0.022(3) Uani 1 d . . 
C9 C -0.1061(8) 1.2428(17) 0.2465(3) 0.017(2) Uani 1 d . . 
C10 C -0.1546(9) 1.3952(20) 0.2723(4) 0.025(3) Uani 1 d . . 
H10 H -0.1794(9) 1.5354(20) 0.2623(4) 0.030 Uiso 1 calc R . 
C11 C -0.1641(9) 1.3263(20) 0.3138(3) 0.026(3) Uani 1 d . . 
H11 H -0.1973(9) 1.4227(20) 0.3317(3) 0.031 Uiso 1 calc R . 
C12 C -0.1263(9) 1.1221(21) 0.3290(3) 0.025(3) Uani 1 d . . 
H12 H -0.1340(9) 1.0836(21) 0.3569(3) 0.030 Uiso 1 calc R . 
C13 C -0.0771(9) 0.9723(20) 0.3038(3) 0.026(3) Uani 1 d . . 
H13 H -0.0509(9) 0.8345(20) 0.3146(3) 0.031 Uiso 1 calc R . 
C14 C -0.0670(9) 1.0331(18) 0.2609(3) 0.019(3) Uani 1 d . . 
C15 C -0.0441(10) -0.4135(17) 0.0545(3) 0.022(3) Uani 1 d . . 
C16 C -0.1811(9) -0.6884(17) 0.0753(3) 0.016(2) Uani 1 d . . 
C17 C -0.2496(9) -0.8542(18) 0.0877(3) 0.020(3) Uani 1 d . . 
H17 H -0.2177(9) -0.9812(18) 0.1014(3) 0.025 Uiso 1 calc R . 
C18 C -0.3659(10) -0.8301(19) 0.0797(3) 0.026(3) Uani 1 d . . 
H18 H -0.4126(10) -0.9416(19) 0.0884(3) 0.031 Uiso 1 calc R . 
C19 C -0.4149(10) -0.6464(20) 0.0593(3) 0.028(3) Uani 1 d . . 
H19 H -0.4939(10) -0.6368(20) 0.0539(3) 0.033 Uiso 1 calc R . 
C20 C -0.3467(9) -0.4682(19) 0.0459(3) 0.024(3) Uani 1 d . . 
H20 H -0.3789(9) -0.3404(19) 0.0326(3) 0.029 Uiso 1 calc R . 
C21 C -0.2276(9) -0.4991(18) 0.0541(3) 0.021(3) Uani 1 d . . 
 
 
_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 
Hg1 S3 2.344(3) . ? 
Hg1 S1 2.348(3) . ? 
Hg2 S5 2.351(3) . ? 
Hg2 S5 2.351(3) 3 ? 
S1 C1 1.726(11) . ? 
S2 C2 1.750(10) . ? 
S2 C1 1.758(11) . ? 
S3 C8 1.728(11) . ? 
S4 C9 1.740(10) . ? 
S4 C8 1.777(11) . ? 
S5 C15 1.735(12) . ? 
S6 C15 1.747(10) . ? 
S6 C16 1.753(11) . ? 
N1 C1 1.327(13) . ? 
N1 C7 1.374(14) . ? 
N2 C8 1.306(14) . ? 
N2 C14 1.396(14) . ? 
N3 C15 1.323(14) . ? 
N3 C21 1.399(14) . ? 
C2 C3 1.374(15) . ? 
C2 C7 1.41(2) . ? 
C3 C4 1.38(2) . ? 
C4 C5 1.38(2) . ? 
C5 C6 1.38(2) . ? 
C6 C7 1.438(15) . ? 
C9 C14 1.394(15) . ? 
C9 C10 1.395(15) . ? 
C10 C11 1.40(2) . ? 
C11 C12 1.37(2) . ? 
C12 C13 1.38(2) . ? 
C13 C14 1.428(15) . ? 
C16 C17 1.370(15) . ? 
C16 C21 1.39(2) . ? 
C17 C18 1.374(15) . ? 
C18 C19 1.37(2) . ? 
C19 C20 1.43(2) . ? 
C20 C21 1.411(15) . ? 
 
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 
S3 Hg1 S1 178.21(11) . . ? 
S5 Hg2 S5 180.0 . 3 ? 
C1 S1 Hg1 94.9(4) . . ? 
C2 S2 C1 89.1(5) . . ? 
C8 S3 Hg1 94.5(4) . . ? 
C9 S4 C8 88.8(5) . . ? 
C15 S5 Hg2 97.5(4) . . ? 
C15 S6 C16 89.1(5) . . ? 
C1 N1 C7 109.4(8) . . ? 
C8 N2 C14 109.8(9) . . ? 
C15 N3 C21 109.7(9) . . ? 
N1 C1 S1 124.9(8) . . ? 
N1 C1 S2 115.9(8) . . ? 
S1 C1 S2 119.2(6) . . ? 
C3 C2 C7 122.7(10) . . ? 
C3 C2 S2 129.1(8) . . ? 
C7 C2 S2 108.3(8) . . ? 
C2 C3 C4 118.4(11) . . ? 
C3 C4 C5 121.0(11) . . ? 
C4 C5 C6 122.1(10) . . ? 
C5 C6 C7 117.8(10) . . ? 
N1 C7 C2 117.3(9) . . ? 
N1 C7 C6 124.6(10) . . ? 
C2 C7 C6 118.1(10) . . ? 
N2 C8 S3 126.4(8) . . ? 
N2 C8 S4 115.5(8) . . ? 
S3 C8 S4 117.9(6) . . ? 
C14 C9 C10 122.7(10) . . ? 
C14 C9 S4 109.2(7) . . ? 
C10 C9 S4 128.0(9) . . ? 
C9 C10 C11 116.6(11) . . ? 
C12 C11 C10 122.3(10) . . ? 
C11 C12 C13 121.4(10) . . ? 
C12 C13 C14 118.6(11) . . ? 
C9 C14 N2 116.5(9) . . ? 
C9 C14 C13 118.5(10) . . ? 
N2 C14 C13 124.9(10) . . ? 
N3 C15 S5 126.8(8) . . ? 
N3 C15 S6 116.0(8) . . ? 
S5 C15 S6 117.3(7) . . ? 
C17 C16 C21 121.1(10) . . ? 
C17 C16 S6 129.7(9) . . ? 
C21 C16 S6 109.1(8) . . ? 
C16 C17 C18 119.0(10) . . ? 
C19 C18 C17 121.7(11) . . ? 
C18 C19 C20 121.3(11) . . ? 
C21 C20 C19 115.7(10) . . ? 
C16 C21 N3 116.0(9) . . ? 
C16 C21 C20 121.2(10) . . ? 
N3 C21 C20 122.8(10) . . ? 
 
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 
 S3 Hg1 S1 C1 -121.3(30) . . . . ? 
 S1 Hg1 S3 C8 -63.7(31) . . . . ? 
 S5 Hg2 S5 C15 -14.5(1000) 3 . . . ? 
 C7 N1 C1 S1 -177.6(8) . . . . ? 
 C7 N1 C1 S2 0.3(11) . . . . ? 
 Hg1 S1 C1 N1 7.7(10) . . . . ? 
 Hg1 S1 C1 S2 -170.1(6) . . . . ? 
 C2 S2 C1 N1 -0.4(9) . . . . ? 
 C2 S2 C1 S1 177.6(7) . . . . ? 
 C1 S2 C2 C3 -178.8(11) . . . . ? 
 C1 S2 C2 C7 0.4(8) . . . . ? 
 C7 C2 C3 C4 0.2(16) . . . . ? 
 S2 C2 C3 C4 179.4(8) . . . . ? 
 C2 C3 C4 C5 0.9(16) . . . . ? 
 C3 C4 C5 C6 -0.4(17) . . . . ? 
 C4 C5 C6 C7 -1.1(16) . . . . ? 
 C1 N1 C7 C2 0.0(13) . . . . ? 
 C1 N1 C7 C6 -179.2(10) . . . . ? 
 C3 C2 C7 N1 178.9(9) . . . . ? 
 S2 C2 C7 N1 -0.4(12) . . . . ? 
 C3 C2 C7 C6 -1.8(16) . . . . ? 
 S2 C2 C7 C6 178.9(8) . . . . ? 
 C5 C6 C7 N1 -178.6(10) . . . . ? 
 C5 C6 C7 C2 2.1(15) . . . . ? 
 C14 N2 C8 S3 -178.8(8) . . . . ? 
 C14 N2 C8 S4 -3.2(12) . . . . ? 
 Hg1 S3 C8 N2 -20.1(11) . . . . ? 
 Hg1 S3 C8 S4 164.4(6) . . . . ? 
 C9 S4 C8 N2 3.3(9) . . . . ? 
 C9 S4 C8 S3 179.3(7) . . . . ? 
 C8 S4 C9 C14 -2.3(8) . . . . ? 
 C8 S4 C9 C10 -178.7(10) . . . . ? 
 C14 C9 C10 C11 -0.9(16) . . . . ? 
 S4 C9 C10 C11 175.1(8) . . . . ? 
 C9 C10 C11 C12 1.1(16) . . . . ? 
 C10 C11 C12 C13 -0.3(18) . . . . ? 
 C11 C12 C13 C14 -0.7(17) . . . . ? 
 C10 C9 C14 N2 177.8(9) . . . . ? 
 S4 C9 C14 N2 1.1(12) . . . . ? 
 C10 C9 C14 C13 -0.1(16) . . . . ? 
 S4 C9 C14 C13 -176.7(8) . . . . ? 
 C8 N2 C14 C9 1.3(13) . . . . ? 
 C8 N2 C14 C13 179.0(10) . . . . ? 
 C12 C13 C14 C9 0.9(15) . . . . ? 
 C12 C13 C14 N2 -176.8(10) . . . . ? 
 C21 N3 C15 S5 179.5(7) . . . . ? 
 C21 N3 C15 S6 -1.0(11) . . . . ? 
 Hg2 S5 C15 N3 -10.2(9) . . . . ? 
 Hg2 S5 C15 S6 170.3(5) . . . . ? 
 C16 S6 C15 N3 1.1(8) . . . . ? 
 C16 S6 C15 S5 -179.3(6) . . . . ? 
 C15 S6 C16 C17 178.7(10) . . . . ? 
 C15 S6 C16 C21 -0.9(7) . . . . ? 
 C21 C16 C17 C18 -1.1(15) . . . . ? 
 S6 C16 C17 C18 179.3(8) . . . . ? 
 C16 C17 C18 C19 0.7(16) . . . . ? 
 C17 C18 C19 C20 -1.1(17) . . . . ? 
 C18 C19 C20 C21 1.8(16) . . . . ? 
 C17 C16 C21 N3 -179.1(9) . . . . ? 
 S6 C16 C21 N3 0.6(11) . . . . ? 
 C17 C16 C21 C20 1.9(15) . . . . ? 
 S6 C16 C21 C20 -178.4(8) . . . . ? 
 C15 N3 C21 C16 0.2(12) . . . . ? 
 C15 N3 C21 C20 179.2(9) . . . . ? 
 C19 C20 C21 C16 -2.2(15) . . . . ? 
 C19 C20 C21 N3 178.9(9) . . . . ? 
 
_refine_diff_density_max    2.077 
_refine_diff_density_min   -1.543 
_refine_diff_density_rms    0.273 
