 
data_97src139
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C14 H8 Hg N2 S4'
_chemical_formula_weight          533.05
 
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     'not measured'
_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_absorpt_process_details    ?
 
_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_type   'Nonius FAST TV area detector' 
_diffrn_measurement_method        'Φ & ω scans' 
_diffrn_detector_area_resol_mean  ?
_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_gt                 2601
_reflns_threshold_expression      >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-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)+(0.0421P)²+0.0000P] where P=(Fo²+2Fc²)/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_gt            0.0459
_refine_ls_wR_factor_ref          0.0996
_refine_ls_wR_factor_gt           0.0963
_refine_ls_goodness_of_fit_ref    0.944
_refine_ls_restrained_S_all       0.944
_refine_ls_shift/su_max           0.001
_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
Hg1 Hg 0.12840(4) 0.61033(7) 0.183009(13) 0.02199(16) Uani 1 1 d . . .
Hg2 Hg 0.0000 0.0000 0.0000 0.01973(18) Uani 1 2 d S . .
S1 S 0.2472(3) 0.3371(5) 0.21867(9) 0.0288(7) Uani 1 1 d . . .
S2 S 0.3539(2) -0.0452(4) 0.17654(8) 0.0203(6) Uani 1 1 d . . .
S3 S 0.0135(2) 0.8917(5) 0.14850(8) 0.0221(6) Uani 1 1 d . . .
S4 S -0.0913(2) 1.2681(5) 0.19276(8) 0.0226(6) Uani 1 1 d . . .
S5 S 0.0815(2) -0.2784(5) 0.04671(8) 0.0196(6) Uani 1 1 d . . .
S6 S -0.0319(2) -0.6690(4) 0.08133(8) 0.0189(6) Uani 1 1 d . . .
N1 N 0.2521(7) 0.2901(14) 0.1338(3) 0.0163(19) Uani 1 1 d . . .
N2 N -0.0242(7) 0.8946(16) 0.2312(3) 0.022(2) Uani 1 1 d . . .
N3 N -0.1493(7) -0.3426(14) 0.0424(3) 0.016(2) Uani 1 1 d . . .
C1 C 0.2807(9) 0.2113(17) 0.1728(3) 0.019(2) Uani 1 1 d . . .
C2 C 0.3453(9) -0.0508(17) 0.1210(3) 0.016(2) Uani 1 1 d . . .
C3 C 0.3837(9) -0.2111(19) 0.0952(3) 0.021(3) Uani 1 1 d . . .
H3 H 0.4209 -0.3382 0.1068 0.025 Uiso 1 1 calc R . .
C4 C 0.3658(9) -0.1787(19) 0.0517(4) 0.024(3) Uani 1 1 d . . .
H4 H 0.3903 -0.2865 0.0338 0.029 Uiso 1 1 calc R . .
C5 C 0.3119(10) 0.012(2) 0.0344(3) 0.028(3) Uani 1 1 d . . .
H5 H 0.3016 0.0293 0.0050 0.034 Uiso 1 1 calc R . .
C6 C 0.2730(9) 0.1771(18) 0.0595(3) 0.019(2) Uani 1 1 d . . .
H6 H 0.2381 0.3054 0.0475 0.023 Uiso 1 1 calc R . .
C7 C 0.2882(9) 0.1439(19) 0.1048(3) 0.020(3) Uani 1 1 d . . .
C8 C -0.0280(9) 0.9982(18) 0.1948(3) 0.022(3) Uani 1 1 d . . .
C9 C -0.1061(8) 1.2428(17) 0.2465(3) 0.017(2) Uani 1 1 d . . .
C10 C -0.1546(9) 1.395(2) 0.2723(4) 0.025(3) Uani 1 1 d . . .
H10 H -0.1794 1.5354 0.2623 0.030 Uiso 1 1 calc R . .
C11 C -0.1641(9) 1.326(2) 0.3138(3) 0.026(3) Uani 1 1 d . . .
H11 H -0.1973 1.4227 0.3317 0.031 Uiso 1 1 calc R . .
C12 C -0.1263(9) 1.122(2) 0.3290(3) 0.025(3) Uani 1 1 d . . .
H12 H -0.1340 1.0836 0.3569 0.030 Uiso 1 1 calc R . .
C13 C -0.0771(9) 0.972(2) 0.3038(3) 0.026(3) Uani 1 1 d . . .
H13 H -0.0509 0.8345 0.3146 0.031 Uiso 1 1 calc R . .
C14 C -0.0670(9) 1.0331(18) 0.2609(3) 0.019(3) Uani 1 1 d . . .
C15 C -0.0441(10) -0.4135(17) 0.0545(3) 0.022(3) Uani 1 1 d . . .
C16 C -0.1811(9) -0.6884(17) 0.0753(3) 0.016(2) Uani 1 1 d . . .
C17 C -0.2496(10) -0.8542(18) 0.0877(3) 0.020(3) Uani 1 1 d . . .
H17 H -0.2177 -0.9812 0.1014 0.025 Uiso 1 1 calc R . .
C18 C -0.3659(10) -0.8301(19) 0.0797(3) 0.026(3) Uani 1 1 d . . .
H18 H -0.4126 -0.9417 0.0884 0.031 Uiso 1 1 calc R . .
C19 C -0.4149(10) -0.646(2) 0.0593(3) 0.028(3) Uani 1 1 d . . .
H19 H -0.4939 -0.6368 0.0539 0.033 Uiso 1 1 calc R . .
C20 C -0.3467(9) -0.4682(19) 0.0459(3) 0.024(3) Uani 1 1 d . . .
H20 H -0.3789 -0.3404 0.0326 0.029 Uiso 1 1 calc R . .
C21 C -0.2276(9) -0.4991(18) 0.0541(3) 0.021(3) Uani 1 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) 3 ?
Hg2 S5 2.351(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 1.409(15) . ?
C3 C4 1.382(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(16) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(16) . ?
C5 H5 0.9300 . ?
C6 C7 1.438(15) . ?
C6 H6 0.9300 . ?
C9 C14 1.394(15) . ?
C9 C10 1.395(15) . ?
C10 C11 1.397(16) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(17) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(16) . ?
C12 H12 0.9300 . ?
C13 C14 1.428(15) . ?
C13 H13 0.9300 . ?
C16 C17 1.370(15) . ?
C16 C21 1.393(15) . ?
C17 C18 1.373(15) . ?
C17 H17 0.9300 . ?
C18 C19 1.367(17) . ?
C18 H18 0.9300 . ?
C19 C20 1.433(17) . ?
C19 H19 0.9300 . ?
C20 C21 1.411(15) . ?
C20 H20 0.9300 . ?
 
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 180.00(19) 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) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 121.0(11) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 122.1(10) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 117.8(10) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
N1 C7 C2 117.3(9) . . ?
N1 C7 C6 124.6(10) . . ?
C2 C7 C6 118.1(10) . . ?
N2 C8 S3 126.5(9) . . ?
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) . . ?
C9 C10 H10 121.7 . . ?
C11 C10 H10 121.7 . . ?
C12 C11 C10 122.3(10) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 121.3(10) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C14 118.6(11) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
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) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 121.7(11) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C18 C19 C20 121.3(11) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 115.7(10) . . ?
C21 C20 H20 122.2 . . ?
C19 C20 H20 122.2 . . ?
C16 C21 N3 116.0(10) . . ?
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) . . . . ?
S1 Hg1 S3 C8 -64(3) . . . . ?
S5 Hg2 S5 C15 71(41) 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 -0.5(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 3.4(9) . . . . ?
C9 S4 C8 S3 179.3(7) . . . . ?
C8 S4 C9 C14 -2.3(8) . . . . ?
C8 S4 C9 C10 -178.7(11) . . . . ?
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 -179.0(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) . . . . ?
 
_diffrn_measured_fraction_theta_max    0.857
_diffrn_reflns_theta_full              24.94
_diffrn_measured_fraction_theta_full   0.857
_refine_diff_density_max    2.077
_refine_diff_density_min   -1.572
_refine_diff_density_rms    0.273
