“Conformational Simulation” of Sulfamethizole by Molecular Complexation and Insights from Charge Density Analysis: Role of Intramolecular S···O Chalcogen Bonding
Thomas, Sajesh P.; Veccham, Srimukh Prasad K. P.; Farrugia, Louis J.; Guru Row, T. N.; Crystal Growth & Design 15 (2015) 2110–; doi:10.1021/cg5016687

data_4513016
_publ_section_title
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 &#x201C;Conformational Simulation&#x201D; of Sulfamethizole by Molecular
 Complexation and Insights from Charge Density Analysis: Role of
 Intramolecular S&#x00B7;&#x00B7;&#x00B7;O Chalcogen Bonding
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_journal_issue                   5
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              2110
_journal_paper_doi               10.1021/cg5016687
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         '2(C9 H11 N4 O2 S2), O4 Se'
_chemical_formula_sum            'C18 H22 N8 O8 S4 Se'
_chemical_formula_weight         685.64
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                81.747(8)
_cell_angle_beta                 81.388(8)
_cell_angle_gamma                79.170(8)
_cell_formula_units_Z            2
_cell_length_a                   5.8358(5)
_cell_length_b                   14.2437(14)
_cell_length_c                   16.2986(17)
_cell_measurement_reflns_used    1436
_cell_measurement_temperature    293
_cell_measurement_theta_max      30.0234
_cell_measurement_theta_min      2.5407
_cell_volume                     1306.3(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.0839
_diffrn_measured_fraction_theta_full 0.9851
_diffrn_measured_fraction_theta_max 0.9851
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0156603000
_diffrn_orient_matrix_UB_12      -0.0370651000
_diffrn_orient_matrix_UB_13      0.0333301000
_diffrn_orient_matrix_UB_21      0.0416785000
_diffrn_orient_matrix_UB_22      0.0260249000
_diffrn_orient_matrix_UB_23      0.0270065000
_diffrn_orient_matrix_UB_31      -0.1165305000
_diffrn_orient_matrix_UB_32      0.0235847000
_diffrn_orient_matrix_UB_33      0.0111735000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.1007
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7293
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.55
_diffrn_source                   'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.818
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53544
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.7430
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             697.1191
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.8361
_refine_diff_density_min         -1.0500
_refine_diff_density_rms         0.1573
_refine_ls_d_res_high            0.8106
_refine_ls_d_res_low             8.0003
_refine_ls_goodness_of_fit_ref   1.0645
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     355
_refine_ls_number_reflns         4241
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0645
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0622
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0607P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1365
_refine_ls_wR_factor_ref         0.1574
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -6
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                3081
_reflns_number_total             4241
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            cg5016687_si_003.cif
_cod_data_source_block           smzSeO4
_cod_depositor_comments
'Adding full bibliography for 4512912--4513016.cif.'
_cod_original_formula_sum        'C18 H22 N8 O8 S4 Se1'
_cod_database_code               4513016
_chemical_oxdiff_formula         'C18 H22 N8 O8 S4 Se1'
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
3.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C6(H6), C5(H5), C14(H14), C15(H15), C17(H17), C18(H18),
 N6(H6a), N2(H2)
3.b Idealised Me refined as rotating group:
 N4(H4a,H4b,H4c), N8(H8a,H8b,H8c), C10(H10a,H10b,H10c), C1(H1a,H1b,H1c)
;