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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/92/1519218.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_1519218
loop_
_publ_author_name
'Threlfall, Terry L'
'Coles, Simon J.'
'Ward, Suzanna C.'
'Hursthouse, Michael B.'
_publ_section_title
;
 N-[4-(1,4-Dihhydro-pyrazin-2-ylsulfamoyl]-acetamide
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              168
_journal_year                    1999
_chemical_formula_sum            'C12 H12 N4 O3 S'
_chemical_formula_weight         292.32
_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                104.79(3)
_cell_angle_beta                 104.05(3)
_cell_angle_gamma                98.40(3)
_cell_formula_units_Z            4
_cell_length_a                   8.453(2)
_cell_length_b                   11.809(2)
_cell_length_c                   14.541(3)
_cell_measurement_temperature    320(2)
_cell_volume                     1327.5(6)
_computing_cell_refinement       'DENZO & COLLECT'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      320(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_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  0.0497
_diffrn_reflns_av_sigmaI/netI    0.0753
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11052
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    0.257
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         4582
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0482
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0615P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1049
_refine_ls_wR_factor_ref         0.1245
_reflns_number_gt                2809
_reflns_number_total             4582
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-168.cif
_cod_data_source_block           99scw1-4
_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/168)

More at:
http://ecrystals.chem.soton.ac.uk/168/
;
_cod_original_cell_volume        1327.5(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1519218
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.00770(9) -0.00736(6) 0.73780(6) 0.0463(2) Uani 1 1 d . . .
O1 O -0.1283(2) 0.05408(16) 0.69826(16) 0.0562(6) Uani 1 1 d . . .
O2 O -0.0627(2) -0.12106(15) 0.75065(16) 0.0571(6) Uani 1 1 d . . .
O3 O 0.4188(3) 0.50049(18) 1.10215(18) 0.0771(7) Uani 1 1 d . . .
N1 N 0.4483(3) 0.3191(2) 1.1200(2) 0.0547(7) Uani 1 1 d . . .
N2 N 0.1034(3) -0.0251(2) 0.66012(19) 0.0468(6) Uani 1 1 d . . .
N3 N 0.3396(3) -0.0466(2) 0.6130(2) 0.0559(7) Uani 1 1 d . . .
N4 N 0.4191(4) -0.1937(2) 0.7311(2) 0.0698(8) Uani 1 1 d . . .
C1 C 0.6117(6) 0.4966(4) 1.2500(3) 0.0731(11) Uani 1 1 d . . .
C2 C 0.4837(4) 0.4409(3) 1.1512(2) 0.0546(8) Uani 1 1 d . . .
C3 C 0.3384(4) 0.2437(2) 1.0292(2) 0.0457(7) Uani 1 1 d . . .
C4 C 0.2608(5) 0.1295(3) 1.0240(3) 0.0640(10) Uani 1 1 d . . .
C5 C 0.1577(4) 0.0517(3) 0.9356(2) 0.0578(9) Uani 1 1 d . . .
C6 C 0.1278(3) 0.0881(2) 0.8513(2) 0.0413(7) Uani 1 1 d . . .
C7 C 0.2055(4) 0.2015(2) 0.8557(3) 0.0505(8) Uani 1 1 d . . .
C8 C 0.3108(4) 0.2784(3) 0.9430(2) 0.0525(8) Uani 1 1 d . . .
C9 C 0.2432(4) -0.0749(2) 0.6677(2) 0.0455(7) Uani 1 1 d . . .
C10 C 0.4730(5) -0.0954(4) 0.6182(3) 0.0710(10) Uani 1 1 d . . .
C11 C 0.5140(5) -0.1647(3) 0.6762(3) 0.0754(11) Uani 1 1 d . . .
C12 C 0.2830(5) -0.1484(3) 0.7265(3) 0.0607(9) Uani 1 1 d . . .
S21 S 0.26061(9) -0.40968(7) 0.37819(6) 0.0512(2) Uani 1 1 d . . .
O21 O 0.3334(2) -0.29229(17) 0.37960(16) 0.0610(6) Uani 1 1 d . . .
O22 O 0.3640(2) -0.48782(19) 0.40588(17) 0.0640(6) Uani 1 1 d . . .
O23 O -0.2139(5) -0.8553(2) -0.0425(2) 0.1302(13) Uani 1 1 d . . .
N21 N -0.2232(3) -0.6610(2) -0.0178(2) 0.0553(7) Uani 1 1 d . . .
N22 N 0.1494(3) -0.3955(2) 0.45761(19) 0.0498(7) Uani 1 1 d . . .
N23 N -0.1010(3) -0.37541(19) 0.48963(18) 0.0460(6) Uani 1 1 d . . .
N24 N -0.1055(3) -0.17525(19) 0.42263(18) 0.0510(6) Uani 1 1 d . . .
C21 C -0.3876(6) -0.8104(4) -0.1743(3) 0.0745(11) Uani 1 1 d . . .
C22 C -0.2691(4) -0.7800(3) -0.0726(3) 0.0662(10) Uani 1 1 d . . .
C23 C -0.1081(4) -0.6061(2) 0.0755(2) 0.0476(7) Uani 1 1 d . . .
C24 C -0.0622(4) -0.4812(3) 0.1078(2) 0.0504(8) Uani 1 1 d . . .
C25 C 0.0507(4) -0.4209(3) 0.1989(2) 0.0505(8) Uani 1 1 d . . .
C26 C 0.1203(3) -0.4839(2) 0.2607(2) 0.0462(7) Uani 1 1 d . . .
C27 C 0.0750(5) -0.6084(3) 0.2278(3) 0.0606(9) Uani 1 1 d . . .
C28 C -0.0360(4) -0.6690(3) 0.1375(3) 0.0624(10) Uani 1 1 d . . .
C29 C 0.0211(3) -0.3326(2) 0.4562(2) 0.0419(7) Uani 1 1 d . . .
C210 C -0.2245(4) -0.3152(3) 0.4902(2) 0.0527(8) Uani 1 1 d . . .
C211 C -0.2277(4) -0.2189(3) 0.4555(2) 0.0546(8) Uani 1 1 d . . .
C212 C 0.0195(4) -0.2314(3) 0.4240(2) 0.0489(8) Uani 1 1 d . . .
H1A H 0.495(4) 0.286(3) 1.168(2) 0.064(10) Uiso 1 1 d . . .
H1B H 0.592(8) 0.468(5) 1.308(5) 0.22(3) Uiso 1 1 d . . .
H1C H 0.606(6) 0.564(4) 1.269(4) 0.125(19) Uiso 1 1 d . . .
H1D H 0.708(6) 0.476(4) 1.246(3) 0.124(18) Uiso 1 1 d . . .
H2A H 0.109(4) 0.030(3) 0.636(3) 0.074(11) Uiso 1 1 d . . .
H4 H 0.281(4) 0.105(3) 1.078(3) 0.080(11) Uiso 1 1 d . . .
H5 H 0.113(4) -0.028(3) 0.932(2) 0.067(9) Uiso 1 1 d . . .
H7 H 0.185(3) 0.225(2) 0.799(2) 0.048(8) Uiso 1 1 d . . .
H8 H 0.362(3) 0.355(3) 0.945(2) 0.069(9) Uiso 1 1 d . . .
H11 H 0.611(4) -0.199(2) 0.683(2) 0.070(10) Uiso 1 1 d . . .
H10 H 0.537(4) -0.070(3) 0.585(3) 0.077(12) Uiso 1 1 d . . .
H12 H 0.222(4) -0.162(3) 0.769(3) 0.084(12) Uiso 1 1 d . . .
H21A H -0.273(4) -0.614(3) -0.047(2) 0.064(10) Uiso 1 1 d . . .
H21B H -0.491(6) -0.879(4) -0.181(3) 0.139(16) Uiso 1 1 d . . .
H21C H -0.426(4) -0.745(3) -0.188(3) 0.093(13) Uiso 1 1 d . . .
H21D H -0.336(8) -0.848(5) -0.221(5) 0.21(3) Uiso 1 1 d . . .
H22A H 0.131(4) -0.454(3) 0.479(2) 0.062(10) Uiso 1 1 d . . .
H24 H -0.106(3) -0.436(2) 0.065(2) 0.055(8) Uiso 1 1 d . . .
H25 H 0.082(3) -0.340(2) 0.221(2) 0.059(9) Uiso 1 1 d . . .
H27 H 0.125(4) -0.643(3) 0.271(3) 0.074(10) Uiso 1 1 d . . .
H28 H -0.053(4) -0.754(3) 0.119(2) 0.075(10) Uiso 1 1 d . . .
H210 H -0.298(4) -0.347(2) 0.514(2) 0.055(9) Uiso 1 1 d . . .
H211 H -0.315(4) -0.185(2) 0.451(2) 0.053(9) Uiso 1 1 d . . .
H212 H 0.104(3) -0.200(2) 0.404(2) 0.049(8) Uiso 1 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 119.62(12) . .
O1 S1 N2 103.94(13) . .
O2 S1 N2 108.63(13) . .
O1 S1 C6 109.26(12) . .
O2 S1 C6 108.40(13) . .
N2 S1 C6 106.17(13) . .
C2 N1 C3 126.7(3) . .
C9 N2 S1 127.0(2) . .
C9 N3 C10 115.3(3) . .
C11 N4 C12 116.4(3) . .
O3 C2 N1 123.1(3) . .
O3 C2 C1 122.4(3) . .
N1 C2 C1 114.5(3) . .
C4 C3 C8 119.1(3) . .
C4 C3 N1 119.0(3) . .
C8 C3 N1 121.9(3) . .
C5 C4 C3 120.6(3) . .
C4 C5 C6 119.8(3) . .
C5 C6 C7 119.9(3) . .
C5 C6 S1 121.1(2) . .
C7 C6 S1 119.0(2) . .
C8 C7 C6 120.6(3) . .
C7 C8 C3 120.0(3) . .
N3 C9 C12 121.4(3) . .
N3 C9 N2 114.6(3) . .
C12 C9 N2 124.1(3) . .
N3 C10 C11 123.7(4) . .
N4 C11 C10 121.6(4) . .
N4 C12 C9 121.6(4) . .
O21 S21 O22 120.45(13) . .
O21 S21 N22 107.97(13) . .
O22 S21 N22 103.70(13) . .
O21 S21 C26 108.55(13) . .
O22 S21 C26 108.73(14) . .
N22 S21 C26 106.60(13) . .
C22 N21 C23 129.0(3) . .
C29 N22 S21 125.2(2) . .
C29 N23 C210 116.1(2) . .
C212 N24 C211 116.8(3) . .
O23 C22 N21 122.3(4) . .
O23 C22 C21 121.3(3) . .
N21 C22 C21 116.4(3) . .
N21 C23 C24 117.6(3) . .
N21 C23 C28 123.7(3) . .
C24 C23 C28 118.6(3) . .
C25 C24 C23 120.8(3) . .
C24 C25 C26 120.2(3) . .
C25 C26 C27 118.6(3) . .
C25 C26 S21 121.3(2) . .
C27 C26 S21 120.1(2) . .
C28 C27 C26 121.6(3) . .
C27 C28 C23 120.0(3) . .
N23 C29 C212 121.3(3) . .
N23 C29 N22 115.2(2) . .
C212 C29 N22 123.4(3) . .
N23 C210 C211 122.1(3) . .
N24 C211 C210 122.0(3) . .
N24 C212 C29 121.6(3) . .
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(19) .
S1 O2 1.4289(18) .
S1 N2 1.629(3) .
S1 C6 1.750(3) .
O3 C2 1.218(3) .
N1 C2 1.356(4) .
N1 C3 1.401(4) .
N2 C9 1.388(3) .
N3 C9 1.333(4) .
N3 C10 1.334(4) .
N4 C11 1.330(5) .
N4 C12 1.332(4) .
C1 C2 1.491(5) .
C3 C4 1.386(4) .
C3 C8 1.393(4) .
C4 C5 1.369(5) .
C5 C6 1.378(4) .
C6 C7 1.381(4) .
C7 C8 1.362(4) .
C9 C12 1.387(4) .
C10 C11 1.340(5) .
S21 O21 1.4251(19) .
S21 O22 1.425(2) .
S21 N22 1.649(3) .
S21 C26 1.744(3) .
O23 C22 1.192(4) .
N21 C22 1.371(4) .
N21 C23 1.390(4) .
N22 C29 1.400(3) .
N23 C29 1.332(3) .
N23 C210 1.346(4) .
N24 C212 1.326(4) .
N24 C211 1.331(4) .
C21 C22 1.491(5) .
C23 C24 1.393(4) .
C23 C28 1.394(4) .
C24 C25 1.371(4) .
C25 C26 1.385(4) .
C26 C27 1.388(4) .
C27 C28 1.357(5) .
C29 C212 1.391(4) .
C210 C211 1.358(4) .
