Similar sulfonamides with different crystal structures: sulfasymazine and sulfatriazine
Haddow, Mairi F.; Gelbrich, Thomas; Griesser, Ulrich J.; Acta Crystallographica Section C 64 (2008) o309–o312; doi:10.1107/S0108270108011888

data_2016631
_publ_section_title
;
 Similar sulfonamides with different crystal structures: sulfasymazine
 and sulfatriazine
;
_journal_coeditor_code           EM3013
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o309
_journal_page_last               o312
_journal_paper_doi               10.1107/S0108270108011888
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C11 H13 N5 O4 S'
_chemical_formula_moiety         'C11 H13 N5 O4 S'
_chemical_formula_sum            'C11 H13 N5 O4 S'
_chemical_formula_weight         311.32
_chemical_name_common            sulfatriazine
_chemical_name_systematic
;
4-amino-<i>N</i>-(4,6-diethyl-1,3,5-triazin-2-yl)benzenesulfonamide
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.180(3)
_cell_angle_beta                 103.374(2)
_cell_angle_gamma                109.255(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1566(3)
_cell_length_b                   8.6577(4)
_cell_length_c                   10.5410(4)
_cell_measurement_reflns_used    2381
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     667.06(5)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)'
_computing_molecular_graphics
'XP (Bruker, 1998) and Mercury (Bruno <i>et al.</i>,  2002)'
_computing_publication_material  'publCIF (Westrip, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker--Nonius KappaCCD'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_sigmaI/netI    0.0760
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7268
_diffrn_reflns_theta_full        25.49
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    0.268
_exptl_absorpt_correction_T_max  0.9483
_exptl_absorpt_correction_T_min  0.9140
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2007/2 (Sheldrick, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.609
_refine_ls_extinction_coef       0.047(12)
_refine_ls_extinction_expression
Fc\^*\^=kFc[1+0.001xFc\^2\^\\l\^3\^/sin(2\\q)]\^-1/4\^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2448
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0520
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0941P)^2^+0.2249P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1456
_refine_ls_wR_factor_ref         0.1566
_reflns_number_gt                2122
_reflns_number_total             2448
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            em3013.cif
_cod_data_source_block           II
_cod_database_code               2016631
_cod_database_fobs_code          2016631