 
data_99scw105
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 Acetoamidobenzenesulfonaminopyrazine 
; 
_chemical_name_common             Acetoamidobenzenesulfonaminopyrazine 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C12 H12 N4 O3 S' 
_chemical_formula_weight          292.32 
 
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' 
 'O'  'O'   0.0106   0.0060 
 '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            Triclinic 
_symmetry_space_group_name_H-M    P-1 
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    8.422(2) 
_cell_length_b                    11.734(2) 
_cell_length_c                    14.333(3) 
_cell_angle_alpha                 104.74(3) 
_cell_angle_beta                  103.07(3) 
_cell_angle_gamma                 99.03(3) 
_cell_volume                      1299.3(5) 
_cell_formula_units_Z             4 
_cell_measurement_temperature    150(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       1.84
_cell_measurement_theta_max       25.01
 
_exptl_crystal_description        blocks 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.4 
_exptl_crystal_size_mid           0.4 
_exptl_crystal_size_min           0.4
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.494 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              608 
_exptl_absorpt_coefficient_mu     0.263 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9 
_exptl_absorpt_correction_T_max   0.9
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature      150(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Nonius KappaCCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             16216 
_diffrn_reflns_av_R_equivalents   0.0490 
_diffrn_reflns_av_sigmaI/netI     0.0441 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        13 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          1.84 
_diffrn_reflns_theta_max          25.01 
_reflns_number_total              4550 
_reflns_number_gt                 3709 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection      
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_cell_refinement        'DENZO & COLLECT'
_computing_data_reduction         'DENZO & COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Ortep and Platon' 
_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^)+(0.0619P)^2^+0.6347P] 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     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          4550 
_refine_ls_number_parameters      449 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0551 
_refine_ls_R_factor_gt            0.0422 
_refine_ls_wR_factor_ref          0.1162 
_refine_ls_wR_factor_gt           0.1075 
_refine_ls_goodness_of_fit_ref    1.036 
_refine_ls_restrained_S_all       1.036 
_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 
S1 S 0.26393(7) 0.09512(5) 0.87859(4) 0.02669(17) Uani 1 d . . . 
O1 O 0.33677(19) 0.21412(14) 0.87979(12) 0.0327(4) Uani 1 d . . . 
O2 O 0.36816(19) 0.01701(15) 0.90584(12) 0.0333(4) Uani 1 d . . . 
O3 O -0.2032(3) -0.35524(16) 0.45309(15) 0.0623(6) Uani 1 d . . . 
N1 N -0.2271(2) -0.15958(17) 0.48154(15) 0.0294(4) Uani 1 d . . . 
N2 N 0.1521(2) 0.10809(17) 0.96000(14) 0.0252(4) Uani 1 d . . . 
N3 N -0.1014(2) 0.12503(16) 0.99189(14) 0.0260(4) Uani 1 d . . . 
N4 N -0.1054(2) 0.32637(16) 0.92371(13) 0.0268(4) Uani 1 d . . . 
C1 C -0.3909(3) -0.3102(2) 0.3240(2) 0.0380(6) Uani 1 d . . . 
C2 C -0.2668(3) -0.2793(2) 0.42466(19) 0.0363(6) Uani 1 d . . . 
C3 C -0.1093(3) -0.10368(19) 0.57478(17) 0.0267(5) Uani 1 d . . . 
C4 C -0.0632(3) 0.0229(2) 0.60773(17) 0.0280(5) Uani 1 d . . . 
C5 C 0.0514(3) 0.0845(2) 0.69899(17) 0.0269(5) Uani 1 d . . . 
C6 C 0.1225(3) 0.01994(19) 0.76018(17) 0.0258(5) Uani 1 d . . . 
C7 C 0.0792(3) -0.1054(2) 0.72828(18) 0.0323(5) Uani 1 d . . . 
C9 C 0.0224(3) 0.16944(19) 0.95779(16) 0.0231(5) Uani 1 d . . . 
C8 C -0.0348(3) -0.1674(2) 0.63619(19) 0.0337(6) Uani 1 d . . . 
C10 C -0.2271(3) 0.1829(2) 0.99167(17) 0.0272(5) Uani 1 d . . . 
C11 C -0.2309(3) 0.2810(2) 0.95649(17) 0.0290(5) Uani 1 d . . . 
C12 C 0.0215(3) 0.2717(2) 0.92532(17) 0.0259(5) Uani 1 d . . . 
H1A H -0.267(3) -0.108(2) 0.456(2) 0.044(8) Uiso 1 d . . . 
H1B H -0.435(3) -0.241(3) 0.308(2) 0.047(8) Uiso 1 d . . . 
H1C H -0.332(4) -0.341(3) 0.271(3) 0.071(10) Uiso 1 d . . . 
H1D H -0.488(4) -0.378(3) 0.317(3) 0.079(11) Uiso 1 d . . . 
H2A H 0.132(3) 0.044(2) 0.980(2) 0.039(7) Uiso 1 d . . . 
H4 H -0.112(3) 0.066(2) 0.563(2) 0.037(7) Uiso 1 d . . . 
H5 H 0.085(3) 0.170(2) 0.7217(17) 0.028(6) Uiso 1 d . . . 
H7 H 0.131(3) -0.145(2) 0.772(2) 0.045(7) Uiso 1 d . . . 
H8 H -0.059(3) -0.254(2) 0.6143(17) 0.028(6) Uiso 1 d . . . 
H10 H 0.107(3) 0.305(2) 0.9050(18) 0.029(6) Uiso 1 d . . . 
H11 H -0.327(3) 0.317(2) 0.9515(19) 0.036(7) Uiso 1 d . . . 
H12 H -0.316(3) 0.146(2) 1.0139(19) 0.035(7) Uiso 1 d . . . 
S21 S -0.01003(7) 0.49000(5) 1.23773(4) 0.02460(16) Uani 1 d . . . 
O21 O -0.13032(19) 0.55189(14) 1.19901(12) 0.0303(4) Uani 1 d . . . 
O22 O -0.06565(19) 0.37478(13) 1.25090(12) 0.0302(4) Uani 1 d . . . 
O23 O 0.4228(2) 1.00179(14) 1.60367(13) 0.0407(4) Uani 1 d . . . 
N21 N 0.4505(2) 0.81869(17) 1.62250(15) 0.0298(4) Uani 1 d . . . 
N22 N 0.1010(2) 0.47312(17) 1.15754(14) 0.0253(4) Uani 1 d . . . 
N23 N 0.3411(2) 0.45576(17) 1.11051(14) 0.0301(4) Uani 1 d . . . 
N24 N 0.4193(3) 0.30670(18) 1.22971(16) 0.0374(5) Uani 1 d . . . 
C21 C 0.6188(4) 0.9995(3) 1.7520(2) 0.0399(6) Uani 1 d . . . 
C22 C 0.4880(3) 0.9415(2) 1.65302(18) 0.0295(5) Uani 1 d . . . 
C23 C 0.3399(3) 0.74270(19) 1.53063(17) 0.0260(5) Uani 1 d . . . 
C24 C 0.2607(3) 0.6271(2) 1.52597(19) 0.0337(6) Uani 1 d . . . 
C25 C 0.1553(3) 0.5492(2) 1.43735(18) 0.0312(5) Uani 1 d . . . 
C26 C 0.1272(3) 0.58559(19) 1.35195(16) 0.0238(5) Uani 1 d . . . 
C27 C 0.2066(3) 0.7003(2) 1.35529(18) 0.0277(5) Uani 1 d . . . 
C28 C 0.3136(3) 0.7780(2) 1.44398(18) 0.0292(5) Uani 1 d . . . 
C29 C 0.2431(3) 0.42451(19) 1.16585(16) 0.0255(5) Uani 1 d . . . 
C210 C 0.4770(3) 0.4105(2) 1.1155(2) 0.0363(6) Uani 1 d . . . 
C211 C 0.5171(3) 0.3380(2) 1.1745(2) 0.0392(6) Uani 1 d . . . 
C212 C 0.2813(3) 0.3498(2) 1.22489(19) 0.0319(5) Uani 1 d . . . 
H21A H 0.489(3) 0.783(2) 1.668(2) 0.041(7) Uiso 1 d . . . 
H22A H 0.105(4) 0.532(3) 1.128(2) 0.052(8) Uiso 1 d . . . 
H24 H 0.272(3) 0.602(2) 1.582(2) 0.045(8) Uiso 1 d . . . 
H25 H 0.102(3) 0.474(2) 1.434(2) 0.041(7) Uiso 1 d . . . 
H27 H 0.188(3) 0.7203(19) 1.2951(18) 0.024(6) Uiso 1 d . . . 
H28 H 0.372(3) 0.857(2) 1.4452(18) 0.034(6) Uiso 1 d . . . 
H210 H 0.543(4) 0.436(3) 1.080(2) 0.058(9) Uiso 1 d . . . 
H211 H 0.615(4) 0.311(2) 1.183(2) 0.049(8) Uiso 1 d . . . 
H212 H 0.214(3) 0.329(2) 1.262(2) 0.042(8) Uiso 1 d . . . 
H21B H 0.612(5) 0.972(3) 1.790(3) 0.081(14) Uiso 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 
S1 O1 1.4285(16) . ? 
S1 O2 1.4293(16) . ? 
S1 N2 1.6500(19) . ? 
S1 C6 1.753(2) . ? 
O3 C2 1.217(3) . ? 
N1 C2 1.377(3) . ? 
N1 C3 1.397(3) . ? 
N2 C9 1.399(3) . ? 
N3 C9 1.336(3) . ? 
N3 C10 1.345(3) . ? 
N4 C12 1.329(3) . ? 
N4 C11 1.340(3) . ? 
C1 C2 1.496(4) . ? 
C3 C8 1.399(3) . ? 
C3 C4 1.400(3) . ? 
C4 C5 1.376(3) . ? 
C5 C6 1.394(3) . ? 
C6 C7 1.386(3) . ? 
C7 C8 1.383(4) . ? 
C9 C12 1.394(3) . ? 
C10 C11 1.371(3) . ? 
S21 O21 1.4295(16) . ? 
S21 O22 1.4332(16) . ? 
S21 N22 1.6315(19) . ? 
S21 C26 1.754(2) . ? 
O23 C22 1.226(3) . ? 
N21 C22 1.357(3) . ? 
N21 C23 1.408(3) . ? 
N22 C29 1.399(3) . ? 
N23 C210 1.331(3) . ? 
N23 C29 1.339(3) . ? 
N24 C212 1.333(3) . ? 
N24 C211 1.337(3) . ? 
C21 C22 1.502(4) . ? 
C23 C28 1.389(3) . ? 
C23 C24 1.393(3) . ? 
C24 C25 1.372(3) . ? 
C25 C26 1.380(3) . ? 
C26 C27 1.390(3) . ? 
C27 C28 1.376(3) . ? 
C29 C212 1.389(3) . ? 
C210 C211 1.371(4) . ? 
 
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 
O1 S1 O2 120.33(10) . . ? 
O1 S1 N2 107.96(10) . . ? 
O2 S1 N2 103.69(10) . . ? 
O1 S1 C6 108.61(10) . . ? 
O2 S1 C6 109.01(11) . . ? 
N2 S1 C6 106.35(10) . . ? 
C2 N1 C3 128.3(2) . . ? 
C9 N2 S1 124.38(15) . . ? 
C9 N3 C10 116.57(19) . . ? 
C12 N4 C11 117.53(19) . . ? 
O3 C2 N1 122.6(2) . . ? 
O3 C2 C1 121.8(2) . . ? 
N1 C2 C1 115.6(2) . . ? 
N1 C3 C8 123.6(2) . . ? 
N1 C3 C4 117.8(2) . . ? 
C8 C3 C4 118.6(2) . . ? 
C5 C4 C3 121.2(2) . . ? 
C4 C5 C6 119.6(2) . . ? 
C7 C6 C5 119.9(2) . . ? 
C7 C6 S1 119.11(17) . . ? 
C5 C6 S1 120.93(17) . . ? 
C8 C7 C6 120.5(2) . . ? 
N3 C9 C12 121.4(2) . . ? 
N3 C9 N2 115.21(18) . . ? 
C12 C9 N2 123.4(2) . . ? 
C7 C8 C3 120.2(2) . . ? 
N3 C10 C11 122.1(2) . . ? 
N4 C11 C10 121.1(2) . . ? 
N4 C12 C9 121.2(2) . . ? 
O21 S21 O22 119.70(10) . . ? 
O21 S21 N22 103.70(10) . . ? 
O22 S21 N22 108.73(10) . . ? 
O21 S21 C26 109.63(10) . . ? 
O22 S21 C26 108.26(10) . . ? 
N22 S21 C26 105.97(10) . . ? 
C22 N21 C23 126.3(2) . . ? 
C29 N22 S21 125.98(16) . . ? 
C210 N23 C29 115.7(2) . . ? 
C212 N24 C211 116.7(2) . . ? 
O23 C22 N21 123.2(2) . . ? 
O23 C22 C21 121.9(2) . . ? 
N21 C22 C21 114.9(2) . . ? 
C28 C23 C24 119.3(2) . . ? 
C28 C23 N21 121.8(2) . . ? 
C24 C23 N21 118.8(2) . . ? 
C25 C24 C23 120.6(2) . . ? 
C24 C25 C26 119.8(2) . . ? 
C25 C26 C27 120.2(2) . . ? 
C25 C26 S21 121.24(17) . . ? 
C27 C26 S21 118.53(17) . . ? 
C28 C27 C26 120.0(2) . . ? 
C27 C28 C23 120.0(2) . . ? 
N23 C29 C212 122.1(2) . . ? 
N23 C29 N22 113.78(19) . . ? 
C212 C29 N22 124.2(2) . . ? 
N23 C210 C211 122.7(3) . . ? 
N24 C211 C210 121.6(2) . . ? 
N24 C212 C29 121.2(2) . . ? 
 
_diffrn_measured_fraction_theta_max    0.996 
_diffrn_reflns_theta_full              25.01 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.459 
_refine_diff_density_min   -0.433 
_refine_diff_density_rms    0.061 
