 
data_dw9810 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C21 H18 As2 N4 S4' 
_chemical_formula_weight          604.47 
 
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' 
 'As'  'As'   0.0499   2.0058 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Triclinic 
_symmetry_space_group_name_H-M    P-1
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    9.725(3) 
_cell_length_b                    14.576(4) 
_cell_length_c                    8.545(4) 
_cell_angle_alpha                 93.58(3) 
_cell_angle_beta                  90.85(4) 
_cell_angle_gamma                 103.34(2) 
_cell_volume                      1175.8(7) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     180(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        ? 
_exptl_crystal_colour             ? 
_exptl_crystal_size_max           0.30 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.15 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.707 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              604 
_exptl_absorpt_coefficient_mu     3.215 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.4455 
_exptl_absorpt_correction_T_max   0.6442 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       180(2) 
_diffrn_radiation_wavelength      0.71069 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'Bruker-Nonius FR591 rotating anode' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker-Nonius KappaCCD' 
_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             5657 
_diffrn_reflns_av_R_equivalents   0.0453 
_diffrn_reflns_av_sigmaI/netI     0.0800 
_diffrn_reflns_limit_h_min        0 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -11 
_diffrn_reflns_limit_l_max        10 
_diffrn_reflns_theta_min          3.62 
_diffrn_reflns_theta_max          27.54 
_reflns_number_total              5345 
_reflns_number_gt                 3888 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'COLLECT (Hooft, 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_structure_solution     'SHELXS-97 (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 w=1/[\s^2^(Fo^2^)+(0.0291P)^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          5345 
_refine_ls_number_parameters      280 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0752 
_refine_ls_R_factor_gt            0.0458 
_refine_ls_wR_factor_ref          0.1027 
_refine_ls_wR_factor_gt           0.0918 
_refine_ls_goodness_of_fit_ref    1.016 
_refine_ls_restrained_S_all       1.016 
_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_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
As1 As 0.50437(5) 0.39380(3) 0.12009(5) 0.02231(12) Uani 1 d . . . 
As2 As 0.63543(5) 0.20450(3) 0.17159(5) 0.02330(12) Uani 1 d . . . 
S1 S 0.29829(12) 0.28356(8) 0.14255(14) 0.0292(3) Uani 1 d . . . 
S2 S 0.51495(13) 0.31911(8) -0.11872(13) 0.0296(3) Uani 1 d . . . 
S3 S 0.75291(12) 0.17236(8) 0.38661(14) 0.0289(3) Uani 1 d . . . 
S4 S 0.84111(12) 0.24830(8) 0.04508(14) 0.0293(3) Uani 1 d . . . 
N1 N 0.3664(4) 0.3868(3) 0.4105(4) 0.0291(9) Uani 1 d . . . 
N2 N 0.7373(4) 0.4616(2) -0.0591(4) 0.0255(8) Uani 1 d . . . 
N3 N 0.4847(4) 0.1614(3) 0.4507(4) 0.0306(9) Uani 1 d . . . 
N4 N 0.7613(4) 0.0603(3) -0.0049(4) 0.0295(9) Uani 1 d . . . 
C1 C 0.2627(5) 0.3229(3) 0.3329(5) 0.0259(9) Uani 1 d . . . 
C2 C 0.1323(5) 0.2876(3) 0.3982(6) 0.0302(10) Uani 1 d . . . 
H2 H 0.0600 0.2435 0.3392 0.036 Uiso 1 calc R . . 
C3 C 0.1102(5) 0.3172(3) 0.5483(6) 0.0356(12) Uani 1 d . . . 
H3 H 0.0220 0.2942 0.5952 0.043 Uiso 1 calc R . . 
C4 C 0.2179(6) 0.3815(4) 0.6318(6) 0.0401(12) Uani 1 d . . . 
H4 H 0.2061 0.4020 0.7374 0.048 Uiso 1 calc R . . 
C5 C 0.3426(6) 0.4147(4) 0.5575(6) 0.0363(11) Uani 1 d . . . 
H5 H 0.4155 0.4598 0.6137 0.044 Uiso 1 calc R . . 
C6 C 0.6739(5) 0.3960(3) -0.1687(5) 0.0271(10) Uani 1 d . . . 
C7 C 0.7272(6) 0.3849(3) -0.3169(5) 0.0353(11) Uani 1 d . . . 
H7 H 0.6789 0.3369 -0.3918 0.042 Uiso 1 calc R . . 
C8 C 0.8510(6) 0.4450(4) -0.3517(6) 0.0394(12) Uani 1 d . . . 
H8 H 0.8900 0.4393 -0.4522 0.047 Uiso 1 calc R . . 
C9 C 0.9196(5) 0.5140(3) -0.2406(6) 0.0348(11) Uani 1 d . . . 
H9 H 1.0066 0.5559 -0.2623 0.042 Uiso 1 calc R . . 
C10 C 0.8577(5) 0.5202(3) -0.0976(5) 0.0321(11) Uani 1 d . . . 
H10 H 0.9029 0.5688 -0.0221 0.039 Uiso 1 calc R . . 
C11 C 0.6040(5) 0.1391(3) 0.5016(5) 0.0236(9) Uani 1 d . . . 
C12 C 0.6109(5) 0.0920(3) 0.6377(5) 0.0307(10) Uani 1 d . . . 
H12 H 0.6965 0.0768 0.6695 0.037 Uiso 1 calc R . . 
C13 C 0.4931(5) 0.0684(3) 0.7239(5) 0.0336(11) Uani 1 d . . . 
H13 H 0.4953 0.0364 0.8171 0.040 Uiso 1 calc R . . 
C14 C 0.3693(5) 0.0917(3) 0.6743(6) 0.0363(12) Uani 1 d . . . 
H14 H 0.2856 0.0762 0.7326 0.044 Uiso 1 calc R . . 
C15 C 0.3714(5) 0.1374(3) 0.5394(6) 0.0335(11) Uani 1 d . . . 
H15 H 0.2867 0.1532 0.5062 0.040 Uiso 1 calc R . . 
C16 C 0.8553(5) 0.1375(3) -0.0405(5) 0.0249(9) Uani 1 d . . . 
C17 C 0.9638(5) 0.1351(4) -0.1449(5) 0.0336(11) Uani 1 d . . . 
H17 H 1.0307 0.1912 -0.1660 0.040 Uiso 1 calc R . . 
C18 C 0.9713(5) 0.0491(4) -0.2162(6) 0.0431(13) Uani 1 d . . . 
H18 H 1.0430 0.0453 -0.2889 0.052 Uiso 1 calc R . . 
C19 C 0.8736(6) -0.0315(4) -0.1814(6) 0.0406(12) Uani 1 d . . . 
H19 H 0.8771 -0.0916 -0.2288 0.049 Uiso 1 calc R . . 
C20 C 0.7711(6) -0.0224(3) -0.0762(5) 0.0344(11) Uani 1 d . . . 
H20 H 0.7035 -0.0777 -0.0528 0.041 Uiso 1 calc R . . 
C21 C 0.6339(5) 0.3363(3) 0.2394(5) 0.0237(9) Uani 1 d . . . 
H21A H 0.6086 0.3385 0.3511 0.028 Uiso 1 calc R . . 
H21B H 0.7311 0.3756 0.2325 0.028 Uiso 1 calc R . . 
 
 
_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 
As1 C21 1.972(4) . ? 
As1 S2 2.2673(16) . ? 
As1 S1 2.2802(14) . ? 
As2 C21 1.975(4) . ? 
As2 S4 2.2668(15) . ? 
As2 S3 2.2788(15) . ? 
S1 C1 1.757(5) . ? 
S2 C6 1.763(5) . ? 
S3 C11 1.753(4) . ? 
S4 C16 1.766(5) . ? 
N1 C5 1.336(6) . ? 
N1 C1 1.339(6) . ? 
N2 C6 1.331(6) . ? 
N2 C10 1.340(6) . ? 
N3 C15 1.338(6) . ? 
N3 C11 1.348(6) . ? 
N4 C16 1.331(5) . ? 
N4 C20 1.339(6) . ? 
C1 C2 1.393(6) . ? 
C2 C3 1.364(7) . ? 
C2 H2 0.9500 . ? 
C3 C4 1.388(7) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.377(7) . ? 
C4 H4 0.9500 . ? 
C5 H5 0.9500 . ? 
C6 C7 1.390(6) . ? 
C7 C8 1.363(7) . ? 
C7 H7 0.9500 . ? 
C8 C9 1.383(7) . ? 
C8 H8 0.9500 . ? 
C9 C10 1.377(6) . ? 
C9 H9 0.9500 . ? 
C10 H10 0.9500 . ? 
C11 C12 1.395(6) . ? 
C12 C13 1.360(7) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.391(7) . ? 
C13 H13 0.9500 . ? 
C14 C15 1.365(6) . ? 
C14 H14 0.9500 . ? 
C15 H15 0.9500 . ? 
C16 C17 1.397(6) . ? 
C17 C18 1.376(7) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.382(7) . ? 
C18 H18 0.9500 . ? 
C19 C20 1.376(7) . ? 
C19 H19 0.9500 . ? 
C20 H20 0.9500 . ? 
C21 H21A 0.9900 . ? 
C21 H21B 0.9900 . ? 
 
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 
C21 As1 S2 99.05(14) . . ? 
C21 As1 S1 99.78(13) . . ? 
S2 As1 S1 85.19(6) . . ? 
C21 As2 S4 92.88(13) . . ? 
C21 As2 S3 97.31(13) . . ? 
S4 As2 S3 91.04(6) . . ? 
C1 S1 As1 96.10(16) . . ? 
C6 S2 As1 94.79(16) . . ? 
C11 S3 As2 96.55(15) . . ? 
C16 S4 As2 100.12(15) . . ? 
C5 N1 C1 117.5(4) . . ? 
C6 N2 C10 116.9(4) . . ? 
C15 N3 C11 116.5(4) . . ? 
C16 N4 C20 117.6(4) . . ? 
N1 C1 C2 122.5(4) . . ? 
N1 C1 S1 117.0(3) . . ? 
C2 C1 S1 120.5(4) . . ? 
C3 C2 C1 118.9(4) . . ? 
C3 C2 H2 120.5 . . ? 
C1 C2 H2 120.5 . . ? 
C2 C3 C4 119.2(4) . . ? 
C2 C3 H3 120.4 . . ? 
C4 C3 H3 120.4 . . ? 
C5 C4 C3 118.3(5) . . ? 
C5 C4 H4 120.9 . . ? 
C3 C4 H4 120.9 . . ? 
N1 C5 C4 123.5(5) . . ? 
N1 C5 H5 118.2 . . ? 
C4 C5 H5 118.2 . . ? 
N2 C6 C7 123.6(4) . . ? 
N2 C6 S2 117.0(3) . . ? 
C7 C6 S2 119.4(4) . . ? 
C8 C7 C6 118.0(5) . . ? 
C8 C7 H7 121.0 . . ? 
C6 C7 H7 121.0 . . ? 
C7 C8 C9 119.9(5) . . ? 
C7 C8 H8 120.0 . . ? 
C9 C8 H8 120.0 . . ? 
C10 C9 C8 117.8(5) . . ? 
C10 C9 H9 121.1 . . ? 
C8 C9 H9 121.1 . . ? 
N2 C10 C9 123.7(5) . . ? 
N2 C10 H10 118.2 . . ? 
C9 C10 H10 118.2 . . ? 
N3 C11 C12 122.7(4) . . ? 
N3 C11 S3 116.4(3) . . ? 
C12 C11 S3 120.9(4) . . ? 
C13 C12 C11 118.9(4) . . ? 
C13 C12 H12 120.6 . . ? 
C11 C12 H12 120.6 . . ? 
C12 C13 C14 119.3(4) . . ? 
C12 C13 H13 120.4 . . ? 
C14 C13 H13 120.4 . . ? 
C15 C14 C13 118.1(5) . . ? 
C15 C14 H14 121.0 . . ? 
C13 C14 H14 121.0 . . ? 
N3 C15 C14 124.5(4) . . ? 
N3 C15 H15 117.7 . . ? 
C14 C15 H15 117.7 . . ? 
N4 C16 C17 122.8(4) . . ? 
N4 C16 S4 118.8(3) . . ? 
C17 C16 S4 118.3(4) . . ? 
C18 C17 C16 118.2(5) . . ? 
C18 C17 H17 120.9 . . ? 
C16 C17 H17 120.9 . . ? 
C17 C18 C19 119.5(5) . . ? 
C17 C18 H18 120.2 . . ? 
C19 C18 H18 120.2 . . ? 
C20 C19 C18 118.2(5) . . ? 
C20 C19 H19 120.9 . . ? 
C18 C19 H19 120.9 . . ? 
N4 C20 C19 123.6(5) . . ? 
N4 C20 H20 118.2 . . ? 
C19 C20 H20 118.2 . . ? 
As1 C21 As2 115.9(2) . . ? 
As1 C21 H21A 108.3 . . ? 
As2 C21 H21A 108.3 . . ? 
As1 C21 H21B 108.3 . . ? 
As2 C21 H21B 108.3 . . ? 
H21A C21 H21B 107.4 . . ? 
 
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 
C21 As1 S1 C1 79.9(2) . . . . ? 
S2 As1 S1 C1 178.30(15) . . . . ? 
C21 As1 S2 C6 -81.91(19) . . . . ? 
S1 As1 S2 C6 178.93(15) . . . . ? 
C21 As2 S3 C11 85.58(19) . . . . ? 
S4 As2 S3 C11 178.62(15) . . . . ? 
C21 As2 S4 C16 -175.48(18) . . . . ? 
S3 As2 S4 C16 87.15(15) . . . . ? 
C5 N1 C1 C2 1.8(7) . . . . ? 
C5 N1 C1 S1 -177.6(3) . . . . ? 
As1 S1 C1 N1 -10.6(3) . . . . ? 
As1 S1 C1 C2 170.0(3) . . . . ? 
N1 C1 C2 C3 -1.6(7) . . . . ? 
S1 C1 C2 C3 177.7(4) . . . . ? 
C1 C2 C3 C4 -0.2(7) . . . . ? 
C2 C3 C4 C5 1.7(7) . . . . ? 
C1 N1 C5 C4 -0.2(7) . . . . ? 
C3 C4 C5 N1 -1.5(8) . . . . ? 
C10 N2 C6 C7 1.1(6) . . . . ? 
C10 N2 C6 S2 -179.7(3) . . . . ? 
As1 S2 C6 N2 4.8(3) . . . . ? 
As1 S2 C6 C7 -176.0(4) . . . . ? 
N2 C6 C7 C8 -0.3(7) . . . . ? 
S2 C6 C7 C8 -179.5(4) . . . . ? 
C6 C7 C8 C9 0.2(7) . . . . ? 
C7 C8 C9 C10 -1.0(7) . . . . ? 
C6 N2 C10 C9 -2.0(7) . . . . ? 
C8 C9 C10 N2 1.9(7) . . . . ? 
C15 N3 C11 C12 1.1(7) . . . . ? 
C15 N3 C11 S3 -179.1(4) . . . . ? 
As2 S3 C11 N3 -14.0(3) . . . . ? 
As2 S3 C11 C12 165.9(3) . . . . ? 
N3 C11 C12 C13 -0.7(7) . . . . ? 
S3 C11 C12 C13 179.4(4) . . . . ? 
C11 C12 C13 C14 0.0(7) . . . . ? 
C12 C13 C14 C15 0.2(7) . . . . ? 
C11 N3 C15 C14 -0.8(7) . . . . ? 
C13 C14 C15 N3 0.1(8) . . . . ? 
C20 N4 C16 C17 -1.6(7) . . . . ? 
C20 N4 C16 S4 177.4(3) . . . . ? 
As2 S4 C16 N4 -5.6(4) . . . . ? 
As2 S4 C16 C17 173.4(3) . . . . ? 
N4 C16 C17 C18 1.5(7) . . . . ? 
S4 C16 C17 C18 -177.4(4) . . . . ? 
C16 C17 C18 C19 -0.9(7) . . . . ? 
C17 C18 C19 C20 0.4(8) . . . . ? 
C16 N4 C20 C19 1.0(7) . . . . ? 
C18 C19 C20 N4 -0.5(8) . . . . ? 
S2 As1 C21 As2 -32.6(2) . . . . ? 
S1 As1 C21 As2 54.0(2) . . . . ? 
S4 As2 C21 As1 102.6(2) . . . . ? 
S3 As2 C21 As1 -165.94(19) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.986 
_diffrn_reflns_theta_full              27.54 
_diffrn_measured_fraction_theta_full   0.986 
_refine_diff_density_max    0.497 
_refine_diff_density_min   -0.658 
_refine_diff_density_rms    0.115 
