#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/21/2202106.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2202106
loop_
_publ_author_name
'Ning Ma'
'Zhengming Li'
'Jianguo Wang'
'Haibin Song'
_publ_section_title
;
 1-(4-Methoxypyrimidin-2-yl)-3-(2-nitrophenylsulfonyl)urea
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o275
_journal_page_last               o276
_journal_paper_doi               10.1107/S1600536803001181
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C12 H11 N5 O6 S'
_chemical_formula_moiety         'C12 H11 N5 O6 S'
_chemical_formula_sum            'C12 H11 N5 O6 S'
_chemical_formula_weight         353.32
_chemical_name_systematic
;
?
;
_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                80.493(6)
_cell_angle_beta                 79.839(8)
_cell_angle_gamma                76.896(9)
_cell_formula_units_Z            2
_cell_length_a                   5.470(5)
_cell_length_b                   11.413(7)
_cell_length_c                   12.131(9)
_cell_measurement_reflns_used    531
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.22
_cell_measurement_theta_min      3.69
_cell_volume                     719.8(10)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0688
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4129
_diffrn_reflns_theta_full        26.65
_diffrn_reflns_theta_max         26.65
_diffrn_reflns_theta_min         2.35
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.269
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_correction_T_min  0.796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.351
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2912
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0522
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0466P)²+0.1893P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1171
_reflns_number_gt                1846
_reflns_number_total             2912
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob6208.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        719.8(9)
_cod_database_code               2202106
_cod_database_fobs_code          2202106
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 0.18833(14) 0.80930(7) 0.29539(6) 0.0357(2) Uani d . 1 . . S
N1 0.3760(4) 0.8432(2) 0.17963(18) 0.0357(6) Uani d . 1 . . N
H1A 0.3955 0.8011 0.1250 0.043 Uiso calc R 1 . . H
N2 0.7125(4) 0.9317(2) 0.08109(18) 0.0345(6) Uani d . 1 . . N
H2A 0.7900 0.9910 0.0729 0.041 Uiso calc R 1 . . H
N3 0.7016(4) 0.7558(2) 0.00874(19) 0.0349(6) Uani d . 1 . . N
N4 1.0272(5) 0.8686(2) -0.0596(2) 0.0388(6) Uani d . 1 . . N
N5 0.6605(5) 0.5868(2) 0.3587(2) 0.0408(6) Uani d . 1 . . N
O1 0.4484(4) 1.01928(18) 0.22284(16) 0.0413(5) Uani d . 1 . . O
O2 -0.0080(4) 0.9118(2) 0.31589(17) 0.0505(6) Uani d . 1 . . O
O3 0.1231(4) 0.6987(2) 0.28334(17) 0.0475(6) Uani d . 1 . . O
O4 0.6376(4) 0.6089(2) 0.2594(2) 0.0527(6) Uani d . 1 . . O
O5 0.7579(5) 0.4867(2) 0.4031(2) 0.0667(7) Uani d . 1 . . O
O6 0.6803(4) 0.5903(2) -0.05860(18) 0.0534(6) Uani d . 1 . . O
C1 0.5054(5) 0.9376(3) 0.1660(2) 0.0321(7) Uani d . 1 . . C
C2 0.3774(5) 0.7845(3) 0.4065(2) 0.0309(7) Uani d . 1 . . C
C3 0.5712(5) 0.6852(3) 0.4299(2) 0.0334(7) Uani d . 1 . . C
C4 0.6976(6) 0.6760(3) 0.5210(3) 0.0487(9) Uani d . 1 . . C
H4A 0.8265 0.6092 0.5356 0.058 Uiso calc R 1 . . H
C5 0.6326(7) 0.7655(3) 0.5897(3) 0.0533(9) Uani d . 1 . . C
H5A 0.7196 0.7601 0.6503 0.064 Uiso calc R 1 . . H
C6 0.4402(7) 0.8628(3) 0.5696(3) 0.0501(9) Uani d . 1 . . C
H6A 0.3942 0.9226 0.6172 0.060 Uiso calc R 1 . . H
C7 0.3139(6) 0.8719(3) 0.4781(2) 0.0415(8) Uani d . 1 . . C
H7A 0.1836 0.9384 0.4648 0.050 Uiso calc R 1 . . H
C8 0.8156(5) 0.8472(3) 0.0075(2) 0.0314(7) Uani d . 1 . . C
C9 0.8073(6) 0.6785(3) -0.0661(2) 0.0370(7) Uani d . 1 . . C
C10 1.0251(6) 0.6925(3) -0.1409(3) 0.0429(8) Uani d . 1 . . C
H10A 1.0984 0.6391 -0.1934 0.052 Uiso calc R 1 . . H
C11 1.1255(6) 0.7894(3) -0.1329(3) 0.0464(8) Uani d . 1 . . C
H11A 1.2720 0.8008 -0.1817 0.056 Uiso calc R 1 . . H
C12 0.7668(7) 0.5012(3) -0.1356(3) 0.0567(10) Uani d . 1 . . C
H12A 0.6595 0.4428 -0.1191 0.085 Uiso calc R 1 . . H
H12B 0.9381 0.4609 -0.1273 0.085 Uiso calc R 1 . . H
H12C 0.7607 0.5405 -0.2117 0.085 Uiso calc R 1 . . H
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_publ_flag
O2 S1 O3 119.19(14) yes
O2 S1 N1 109.24(14) yes
O3 S1 N1 105.72(13) ?
O2 S1 C2 106.56(13) yes
O3 S1 C2 109.94(14) ?
N1 S1 C2 105.40(14) yes
C1 N1 S1 122.61(19) yes
C1 N1 H1A 118.7 ?
S1 N1 H1A 118.7 ?
C8 N2 C1 131.1(2) yes
C8 N2 H2A 114.5 ?
C1 N2 H2A 114.5 ?
C8 N3 C9 116.4(2) ?
C11 N4 C8 114.7(3) ?
O4 N5 O5 123.3(3) ?
O4 N5 C3 118.7(3) yes
O5 N5 C3 117.9(3) ?
C9 O6 C12 118.9(2) yes
O1 C1 N2 120.7(3) yes
O1 C1 N1 124.0(3) ?
N2 C1 N1 115.3(2) yes
C7 C2 C3 117.8(3) ?
C7 C2 S1 115.1(2) ?
C3 C2 S1 127.1(2) ?
C4 C3 C2 121.0(3) ?
C4 C3 N5 115.8(3) ?
C2 C3 N5 123.1(3) ?
C5 C4 C3 119.8(3) ?
C5 C4 H4A 120.1 ?
C3 C4 H4A 120.1 ?
C6 C5 C4 120.2(3) ?
C6 C5 H5A 119.9 ?
C4 C5 H5A 119.9 ?
C5 C6 C7 119.8(3) ?
C5 C6 H6A 120.1 ?
C7 C6 H6A 120.1 ?
C2 C7 C6 121.3(3) ?
C2 C7 H7A 119.3 ?
C6 C7 H7A 119.3 ?
N3 C8 N4 126.7(3) ?
N3 C8 N2 119.2(3) ?
N4 C8 N2 114.0(3) ?
O6 C9 N3 112.1(3) ?
O6 C9 C10 126.0(3) ?
N3 C9 C10 121.9(3) ?
C11 C10 C9 116.0(3) ?
C11 C10 H10A 122.0 ?
C9 C10 H10A 122.0 ?
N4 C11 C10 124.2(3) ?
N4 C11 H11A 117.9 ?
C10 C11 H11A 117.9 ?
O6 C12 H12A 109.5 ?
O6 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
O6 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O2 . 1.420(2) yes
S1 O3 . 1.424(2) ?
S1 N1 . 1.633(3) yes
S1 C2 . 1.789(3) yes
N1 C1 . 1.390(4) yes
N1 H1A . 0.8600 ?
N2 C8 . 1.381(3) yes
N2 C1 . 1.387(4) yes
N2 H2A . 0.8600 ?
N3 C8 . 1.328(4) yes
N3 C9 . 1.335(3) yes
N4 C11 . 1.330(4) ?
N4 C8 . 1.339(4) ?
N5 O4 . 1.213(3) yes
N5 O5 . 1.225(3) yes
N5 C3 . 1.473(4) yes
O1 C1 . 1.203(3) yes
O6 C9 . 1.331(3) yes
O6 C12 . 1.438(3) yes
C2 C7 . 1.375(4) ?
C2 C3 . 1.394(4) ?
C3 C4 . 1.381(4) ?
C4 C5 . 1.370(4) ?
C4 H4A . 0.9300 ?
C5 C6 . 1.368(5) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.385(4) ?
C6 H6A . 0.9300 ?
C7 H7A . 0.9300 ?
C9 C10 . 1.388(4) ?
C10 C11 . 1.365(4) ?
C10 H10A . 0.9300 ?
C11 H11A . 0.9300 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A N3 . 0.86 2.02 2.653(6) 130
N2 H2A N4 2_775 0.86 2.05 2.904(7) 178
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_publ_flag
O2 S1 N1 C1 59.0(3) ?
O3 S1 N1 C1 -171.6(2) ?
C2 S1 N1 C1 -55.2(3) ?
C8 N2 C1 O1 178.7(3) ?
C8 N2 C1 N1 -0.7(4) ?
S1 N1 C1 O1 -18.8(4) ?
S1 N1 C1 N2 160.6(2) yes
O2 S1 C2 C7 -6.1(3) ?
O3 S1 C2 C7 -136.6(2) ?
N1 S1 C2 C7 109.9(2) ?
O2 S1 C2 C3 171.0(2) ?
O3 S1 C2 C3 40.6(3) ?
N1 S1 C2 C3 -72.9(3) ?
C7 C2 C3 C4 -1.0(4) ?
S1 C2 C3 C4 -178.1(2) ?
C7 C2 C3 N5 -178.8(3) ?
S1 C2 C3 N5 4.2(4) ?
O4 N5 C3 C4 -151.0(3) ?
O5 N5 C3 C4 28.0(4) ?
O4 N5 C3 C2 26.9(4) ?
O5 N5 C3 C2 -154.1(3) ?
C2 C3 C4 C5 0.0(5) ?
N5 C3 C4 C5 177.9(3) ?
C3 C4 C5 C6 1.1(5) ?
C4 C5 C6 C7 -1.2(5) ?
C3 C2 C7 C6 0.9(4) ?
S1 C2 C7 C6 178.3(2) ?
C5 C6 C7 C2 0.2(5) ?
C9 N3 C8 N4 -1.1(4) ?
C9 N3 C8 N2 178.6(2) ?
C11 N4 C8 N3 1.2(4) ?
C11 N4 C8 N2 -178.5(2) ?
C1 N2 C8 N3 3.9(4) ?
C1 N2 C8 N4 -176.4(3) ?
C12 O6 C9 N3 178.5(3) ?
C12 O6 C9 C10 -1.7(5) ?
C8 N3 C9 O6 -180.0(3) ?
C8 N3 C9 C10 0.2(4) ?
O6 C9 C10 C11 -179.3(3) ?
N3 C9 C10 C11 0.4(5) ?
C8 N4 C11 C10 -0.5(4) ?
C9 C10 C11 N4 -0.3(5) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21131907
