#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519209.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1519209
loop_
_publ_author_name
'Threlfall, Terry L.'
'Coles, Simon J.'
'Ward, Suzanna C'
'Hursthouse, Michael B.'
_publ_section_title
;
 N-[4-(1,4-Dihydro-pyrazin-2-ylsulfamoyl)-phenyl]-acetamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              171
_journal_year                    1999
_chemical_formula_sum            'C12 H12 N4 O3 S'
_chemical_formula_weight         292.32
_chemical_name_common            Acetoamidobenzenesulfonaminopyrazine
_chemical_name_systematic
; 
 Acetoamidobenzenesulfonaminopyrazine 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                104.74(3)
_cell_angle_beta                 103.07(3)
_cell_angle_gamma                99.03(3)
_cell_formula_units_Z            4
_cell_length_a                   8.422(2)
_cell_length_b                   11.734(2)
_cell_length_c                   14.333(3)
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      1.84
_cell_volume                     1299.3(6)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_molecular_graphics    'Ortep and Platon'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_sigmaI/netI    0.0441
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16216
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.263
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_correction_T_min  0.9
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.459
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         4550
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w=1/[\s^2^(Fo^2^)+(0.0619P)^2^+0.6347P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_gt          0.1075
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                3709
_reflns_number_total             4550
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-171.cif
_cod_data_source_block           99scw105
_cod_depositor_comments
;
Citation :
Threlfall, Terry L and Coles, Simon J. and Ward, Suzanna C and 
Hursthouse, Michael B. (1999) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/171)

More at:
http://ecrystals.chem.soton.ac.uk/171/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_cell_volume        1299.3(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519209
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 . . .
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'
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
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) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
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) .
