 
data_1a 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             S2-dipyridyl 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C10 H8 N2 S2' 
_chemical_formula_sum             'C10 H8 N2 S2' 
_chemical_formula_weight          220.30 
 
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' 
 
_symmetry_cell_setting           'Monoclinic'
_symmetry_space_group_name_H-M   'P21/c  '
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    15.8489(14) 
_cell_length_b                    5.5008(5) 
_cell_length_c                    23.118(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  96.9160(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      2000.8(3) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     2857
_cell_measurement_theta_min       2.59
_cell_measurement_theta_max       27.32
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.45 
_exptl_crystal_size_mid           0.21 
_exptl_crystal_size_min           0.09 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.463 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              912 
_exptl_absorpt_coefficient_mu     0.489 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.86 
_exptl_absorpt_correction_T_max   0.93 
_exptl_absorpt_process_details    'SADABS (sHELDRICK, 2008)' 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  'graphite'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             22851 
_diffrn_reflns_av_R_equivalents   0.0296 
_diffrn_reflns_av_sigmaI/netI     0.0191 
_diffrn_reflns_limit_h_min        -20 
_diffrn_reflns_limit_h_max        20 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        7 
_diffrn_reflns_limit_l_min        0 
_diffrn_reflns_limit_l_max        29 
_diffrn_reflns_theta_min          2.07 
_diffrn_reflns_theta_max          27.35 
_reflns_number_total              4508 
_reflns_number_gt                 3950 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection      'Bruker APEX2'
_computing_cell_refinement      'Bruker SAINT'
_computing_data_reduction       'Bruker SAINT'
_computing_structure_solution   'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics   'Bruker SHELXTL'
_computing_publication_material 'Bruker SHELXTL'
 
_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)+(0.0362P)²+0.7686P] 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_coef        0.0151(6) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          4508 
_refine_ls_number_parameters      254 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0339 
_refine_ls_R_factor_gt            0.0286 
_refine_ls_wR_factor_ref          0.0786 
_refine_ls_wR_factor_gt           0.0745 
_refine_ls_goodness_of_fit_ref    1.041 
_refine_ls_restrained_S_all       1.041 
_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 
N1A N 0.41020(8) 0.7497(2) 0.05416(5) 0.0331(3) Uani 1 1 d . . . 
C2A C 0.40875(10) 0.7474(3) -0.00387(7) 0.0387(4) Uani 1 1 d . . . 
H2A H 0.4357 0.8770 -0.0217 0.046 Uiso 1 1 calc R . . 
C3A C 0.37018(10) 0.5668(3) -0.03921(7) 0.0370(3) Uani 1 1 d . . . 
H3A H 0.3695 0.5744 -0.0803 0.044 Uiso 1 1 calc R . . 
C4A C 0.33281(10) 0.3755(3) -0.01356(7) 0.0366(3) Uani 1 1 d . . . 
H4A H 0.3063 0.2478 -0.0368 0.044 Uiso 1 1 calc R . . 
C5A C 0.33420(9) 0.3710(3) 0.04661(6) 0.0317(3) Uani 1 1 d . . . 
H5A H 0.3094 0.2408 0.0656 0.038 Uiso 1 1 calc R . . 
C6A C 0.37306(8) 0.5635(2) 0.07779(6) 0.0251(3) Uani 1 1 d . . . 
S1A S 0.37820(2) 0.60478(7) 0.154800(15) 0.02788(10) Uani 1 1 d . . . 
S2A S 0.33111(2) 0.29532(7) 0.185588(15) 0.02893(10) Uani 1 1 d . . . 
C7A C 0.21859(8) 0.3355(2) 0.17827(5) 0.0227(3) Uani 1 1 d . . . 
C8A C 0.17589(8) 0.5331(2) 0.15206(6) 0.0251(3) Uani 1 1 d . . . 
H8A H 0.2057 0.6646 0.1372 0.030 Uiso 1 1 calc R . . 
C9A C 0.08821(8) 0.5324(3) 0.14827(6) 0.0294(3) Uani 1 1 d . . . 
H9A H 0.0562 0.6631 0.1299 0.035 Uiso 1 1 calc R . . 
C10A C 0.04751(9) 0.3396(3) 0.17142(6) 0.0313(3) Uani 1 1 d . . . 
H10A H -0.0127 0.3355 0.1693 0.038 Uiso 1 1 calc R . . 
C11A C 0.09619(9) 0.1532(3) 0.19771(6) 0.0304(3) Uani 1 1 d . . . 
H11A H 0.0681 0.0227 0.2143 0.037 Uiso 1 1 calc R . . 
N2A N 0.18131(7) 0.1469(2) 0.20095(5) 0.0268(2) Uani 1 1 d . . . 
N1B N 0.08652(7) 0.2235(2) 0.44962(5) 0.0316(3) Uani 1 1 d . . . 
C2B C 0.08364(10) 0.2580(3) 0.50675(6) 0.0358(3) Uani 1 1 d . . . 
H2B H 0.0556 0.1395 0.5275 0.043 Uiso 1 1 calc R . . 
C3B C 0.11918(10) 0.4563(3) 0.53707(6) 0.0358(3) Uani 1 1 d . . . 
H3B H 0.1166 0.4723 0.5777 0.043 Uiso 1 1 calc R . . 
C4B C 0.15860(10) 0.6308(3) 0.50690(7) 0.0364(3) Uani 1 1 d . . . 
H4B H 0.1832 0.7700 0.5266 0.044 Uiso 1 1 calc R . . 
C5B C 0.16197(9) 0.6018(3) 0.44785(6) 0.0314(3) Uani 1 1 d . . . 
H5B H 0.1882 0.7199 0.4259 0.038 Uiso 1 1 calc R . . 
C6B C 0.12570(8) 0.3940(2) 0.42186(6) 0.0249(3) Uani 1 1 d . . . 
S1B S 0.12772(2) 0.31377(7) 0.347233(15) 0.02940(10) Uani 1 1 d . . . 
S2B S 0.16689(2) 0.61660(7) 0.309160(15) 0.02815(10) Uani 1 1 d . . . 
C7B C 0.28043(8) 0.6043(2) 0.32021(5) 0.0229(3) Uani 1 1 d . . . 
C8B C 0.32129(9) 0.7899(3) 0.29400(6) 0.0282(3) Uani 1 1 d . . . 
H8B H 0.2900 0.9129 0.2720 0.034 Uiso 1 1 calc R . . 
C9B C 0.40893(9) 0.7894(3) 0.30108(6) 0.0316(3) Uani 1 1 d . . . 
H9B H 0.4396 0.9129 0.2839 0.038 Uiso 1 1 calc R . . 
C10B C 0.45149(9) 0.6062(3) 0.33366(7) 0.0325(3) Uani 1 1 d . . . 
H10B H 0.5118 0.6012 0.3391 0.039 Uiso 1 1 calc R . . 
C11B C 0.40449(9) 0.4315(3) 0.35800(6) 0.0307(3) Uani 1 1 d . . . 
H11B H 0.4341 0.3061 0.3802 0.037 Uiso 1 1 calc R . . 
N2B N 0.31912(7) 0.4281(2) 0.35212(5) 0.0275(2) 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 
N1A C6A 1.3312(18) . ? 
N1A C2A 1.3389(19) . ? 
C2A C3A 1.381(2) . ? 
C2A H2A 0.9500 . ? 
C3A C4A 1.376(2) . ? 
C3A H3A 0.9500 . ? 
C4A C5A 1.389(2) . ? 
C4A H4A 0.9500 . ? 
C5A C6A 1.3829(19) . ? 
C5A H5A 0.9500 . ? 
C6A S1A 1.7869(14) . ? 
S1A S2A 2.0222(5) . ? 
S2A C7A 1.7846(13) . ? 
C7A N2A 1.3321(17) . ? 
C7A C8A 1.3816(18) . ? 
C8A C9A 1.3818(18) . ? 
C8A H8A 0.9500 . ? 
C9A C10A 1.382(2) . ? 
C9A H9A 0.9500 . ? 
C10A C11A 1.380(2) . ? 
C10A H10A 0.9500 . ? 
C11A N2A 1.3426(18) . ? 
C11A H11A 0.9500 . ? 
N1B C6B 1.3314(18) . ? 
N1B C2B 1.3405(19) . ? 
C2B C3B 1.380(2) . ? 
C2B H2B 0.9500 . ? 
C3B C4B 1.380(2) . ? 
C3B H3B 0.9500 . ? 
C4B C5B 1.382(2) . ? 
C4B H4B 0.9500 . ? 
C5B C6B 1.3838(19) . ? 
C5B H5B 0.9500 . ? 
C6B S1B 1.7847(14) . ? 
S1B S2B 2.0165(5) . ? 
S2B C7B 1.7881(13) . ? 
C7B N2B 1.3233(17) . ? 
C7B C8B 1.3867(18) . ? 
C8B C9B 1.3789(19) . ? 
C8B H8B 0.9500 . ? 
C9B C10B 1.384(2) . ? 
C9B H9B 0.9500 . ? 
C10B C11B 1.377(2) . ? 
C10B H10B 0.9500 . ? 
C11B N2B 1.3437(17) . ? 
C11B H11B 0.9500 . ? 
 
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 
C6A N1A C2A 116.66(13) . . ? 
N1A C2A C3A 123.53(14) . . ? 
N1A C2A H2A 118.2 . . ? 
C3A C2A H2A 118.2 . . ? 
C4A C3A C2A 118.54(14) . . ? 
C4A C3A H3A 120.7 . . ? 
C2A C3A H3A 120.7 . . ? 
C3A C4A C5A 119.29(14) . . ? 
C3A C4A H4A 120.4 . . ? 
C5A C4A H4A 120.4 . . ? 
C4A C5A C6A 117.44(14) . . ? 
C4A C5A H5A 121.3 . . ? 
C6A C5A H5A 121.3 . . ? 
N1A C6A C5A 124.51(13) . . ? 
N1A C6A S1A 109.98(10) . . ? 
C5A C6A S1A 125.49(11) . . ? 
C6A S1A S2A 105.61(5) . . ? 
C7A S2A S1A 105.63(5) . . ? 
N2A C7A C8A 124.64(12) . . ? 
N2A C7A S2A 110.60(9) . . ? 
C8A C7A S2A 124.76(10) . . ? 
C9A C8A C7A 117.47(12) . . ? 
C9A C8A H8A 121.3 . . ? 
C7A C8A H8A 121.3 . . ? 
C8A C9A C10A 119.37(13) . . ? 
C8A C9A H9A 120.3 . . ? 
C10A C9A H9A 120.3 . . ? 
C11A C10A C9A 118.60(13) . . ? 
C11A C10A H10A 120.7 . . ? 
C9A C10A H10A 120.7 . . ? 
N2A C11A C10A 123.26(13) . . ? 
N2A C11A H11A 118.4 . . ? 
C10A C11A H11A 118.4 . . ? 
C7A N2A C11A 116.64(12) . . ? 
C6B N1B C2B 116.64(13) . . ? 
N1B C2B C3B 123.52(14) . . ? 
N1B C2B H2B 118.2 . . ? 
C3B C2B H2B 118.2 . . ? 
C2B C3B C4B 118.39(13) . . ? 
C2B C3B H3B 120.8 . . ? 
C4B C3B H3B 120.8 . . ? 
C3B C4B C5B 119.50(14) . . ? 
C3B C4B H4B 120.2 . . ? 
C5B C4B H4B 120.2 . . ? 
C4B C5B C6B 117.46(14) . . ? 
C4B C5B H5B 121.3 . . ? 
C6B C5B H5B 121.3 . . ? 
N1B C6B C5B 124.47(13) . . ? 
N1B C6B S1B 110.82(10) . . ? 
C5B C6B S1B 124.69(11) . . ? 
C6B S1B S2B 105.07(5) . . ? 
C7B S2B S1B 105.30(5) . . ? 
N2B C7B C8B 125.00(12) . . ? 
N2B C7B S2B 119.87(10) . . ? 
C8B C7B S2B 115.13(10) . . ? 
C9B C8B C7B 117.61(13) . . ? 
C9B C8B H8B 121.2 . . ? 
C7B C8B H8B 121.2 . . ? 
C8B C9B C10B 118.94(13) . . ? 
C8B C9B H9B 120.5 . . ? 
C10B C9B H9B 120.5 . . ? 
C11B C10B C9B 118.59(13) . . ? 
C11B C10B H10B 120.7 . . ? 
C9B C10B H10B 120.7 . . ? 
N2B C11B C10B 123.78(13) . . ? 
N2B C11B H11B 118.1 . . ? 
C10B C11B H11B 118.1 . . ? 
C7B N2B C11B 116.07(12) . . ? 
 
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 
C6A N1A C2A C3A 1.0(2) . . . . ? 
N1A C2A C3A C4A -1.5(2) . . . . ? 
C2A C3A C4A C5A 0.7(2) . . . . ? 
C3A C4A C5A C6A 0.6(2) . . . . ? 
C2A N1A C6A C5A 0.3(2) . . . . ? 
C2A N1A C6A S1A -177.91(11) . . . . ? 
C4A C5A C6A N1A -1.1(2) . . . . ? 
C4A C5A C6A S1A 176.84(11) . . . . ? 
N1A C6A S1A S2A -174.22(8) . . . . ? 
C5A C6A S1A S2A 7.58(13) . . . . ? 
C6A S1A S2A C7A -85.28(6) . . . . ? 
S1A S2A C7A N2A -175.96(8) . . . . ? 
S1A S2A C7A C8A 4.80(12) . . . . ? 
N2A C7A C8A C9A -1.2(2) . . . . ? 
S2A C7A C8A C9A 177.91(10) . . . . ? 
C7A C8A C9A C10A 1.2(2) . . . . ? 
C8A C9A C10A C11A 0.0(2) . . . . ? 
C9A C10A C11A N2A -1.4(2) . . . . ? 
C8A C7A N2A C11A -0.08(19) . . . . ? 
S2A C7A N2A C11A -179.32(10) . . . . ? 
C10A C11A N2A C7A 1.4(2) . . . . ? 
C6B N1B C2B C3B -0.5(2) . . . . ? 
N1B C2B C3B C4B 1.1(2) . . . . ? 
C2B C3B C4B C5B -0.5(2) . . . . ? 
C3B C4B C5B C6B -0.7(2) . . . . ? 
C2B N1B C6B C5B -0.8(2) . . . . ? 
C2B N1B C6B S1B 177.54(10) . . . . ? 
C4B C5B C6B N1B 1.4(2) . . . . ? 
C4B C5B C6B S1B -176.73(11) . . . . ? 
N1B C6B S1B S2B 168.91(8) . . . . ? 
C5B C6B S1B S2B -12.76(13) . . . . ? 
C6B S1B S2B C7B 86.16(6) . . . . ? 
S1B S2B C7B N2B -4.70(11) . . . . ? 
S1B S2B C7B C8B 176.10(9) . . . . ? 
N2B C7B C8B C9B 0.8(2) . . . . ? 
S2B C7B C8B C9B -179.99(11) . . . . ? 
C7B C8B C9B C10B -0.1(2) . . . . ? 
C8B C9B C10B C11B -0.2(2) . . . . ? 
C9B C10B C11B N2B -0.1(2) . . . . ? 
C8B C7B N2B C11B -1.2(2) . . . . ? 
S2B C7B N2B C11B 179.68(10) . . . . ? 
C10B C11B N2B C7B 0.8(2) . . . . ? 
 
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
C11B H11B N1A  0.95 2.75 3.5089(18) 137.0 2_645 
C8B H8B N2A  0.95 2.58 3.5009(19) 164.4 1_565 
C9A H9A N1B  0.95 2.76 3.5194(18) 137.7 2 
C4A H4A N2B  0.95 2.77 3.5091(19) 134.8 4_565 
 
_diffrn_measured_fraction_theta_max    0.998 
_diffrn_reflns_theta_full              27.35 
_diffrn_measured_fraction_theta_full   0.998 
_refine_diff_density_max    0.270 
_refine_diff_density_min   -0.220 
_refine_diff_density_rms    0.043 
