“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_4512912
_publ_contact_author
;
 Prof. T. N. Guru Row
 Solid State and Structural Chemistry Unit
 Indian Institute of Science
 Bangalore, 560 012
 India
;
_publ_section_title
;
 &#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
;
_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_compound_source        'see text'
_chemical_formula_moiety         '2(C9 H11 N4 O2 S2), O4 S'
_chemical_formula_sum            'C18 H22 N8 O8 S5'
_chemical_formula_weight         638.79
_chemical_name_common            sulphamethizole
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             '07-Oct-10 T11:55:43-00:00'
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                81.4790(10)
_cell_angle_beta                 82.2630(10)
_cell_angle_gamma                79.1580(10)
_cell_formula_units_Z            2
_cell_length_a                   5.69640(10)
_cell_length_b                   14.2090(2)
_cell_length_c                   15.9716(2)
_cell_measurement_reflns_used    78902
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      55.5633
_cell_measurement_theta_min      2.5895
_cell_volume                     1248.05(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Volkov et al, (2006)'
_computing_publication_material  'Volkov et al, (2006)'
_computing_structure_refinement  'Volkov et al, (2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      105(2)
_diffrn_detector_area_resol_mean 8.0419
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -57.00   36.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5257   37.0000    0.0000 93

  2 omega  -37.00  -10.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.0000  -80.0000 -167.2414 27

  3 omega  -74.00  -24.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000   80.0000   44.3922 50

  4 omega   57.00   83.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -78.0000   45.9013 26

  5 omega   11.00   36.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -78.0000   45.9013 25

  6 omega   28.00   93.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000  -82.9389 65

  7 omega -106.00  -10.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5257  -37.0000 -180.0000 96

  8 omega   83.00  108.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000   85.3944 25

  9 omega   68.00   94.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000 -118.6784 26

 10 omega   62.00   88.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000  112.8793 26

 11 omega   52.00  153.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   30.0000  -60.0000 101

 12 omega   52.00  154.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   30.0000   30.0000 102

 13 omega  -29.00   55.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       33.5257  -57.0000   60.0000 84

 14 omega   11.00  113.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000  152.5159 102

 15 omega   70.00   95.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000   68.1455 25

 16 omega   13.00   69.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -30.0000  120.0000 56

 17 omega   11.00   41.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000   68.1455 30

 18 omega   28.00   69.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -30.0000   30.0000 41

 19 omega   16.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   80.0000  -69.5818 30

 20 omega   38.00   65.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -30.0000 -120.0000 27

 21 omega   76.00  102.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000 -162.8627 26

 22 omega   69.00   97.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   45.0000 -120.0000 28

 23 omega  111.00  137.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   45.0000 -120.0000 26

 24 omega   65.00  103.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   61.0000  120.0000 38

 25 omega  124.00  149.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   61.0000  120.0000 25

 26 omega   32.00  112.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000  -10.4752 80

 27 omega   16.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   80.0000   -4.7575 30

 28 omega   12.00   46.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   80.0000   73.5285 34

 29 omega   16.00   46.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   80.0000 -166.5850 30

 30 omega   17.00   49.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   78.0000  122.3600 32

 31 omega  -49.00  -21.00   1.0000   17.0000
omega____ theta____ kappa____ phi______ frames
    -      -52.0000  -78.0000  147.5752 28

 32 omega -126.00  -26.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.0000  -77.0000   14.0273 100

 33 omega -126.00  -28.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.0000  -74.0000  -60.4476 98

 34 omega -134.00  -35.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -76.0000 -128.8003 99

 35 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  120.0000 100

 36 omega  -77.00    7.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000   45.0000  -90.0000 84

 37 omega   10.00   77.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -45.0000 -180.0000 67

 38 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000   60.0000 101

 39 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000  -90.0000 101

 40 omega   11.00  112.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -77.0000    0.0000 101

 41 omega  -35.00   55.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       33.5257  -57.0000  150.0000 90

 42 omega   60.00  149.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   61.0000 -180.0000 89

 43 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000 -150.0000 101

 44 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000  -60.0000 101

 45 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000    0.0000 101

 46 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000  120.0000 101

 47 omega    5.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       36.0000   78.0000 -117.5087 44

 48 omega  -46.00   -8.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.0000  -80.0000  107.9778 38

 49 omega  -46.00   -8.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.0000  -80.0000   21.1740 38

 50 omega   16.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   80.0000 -116.0533 30

 51 omega -130.00  -30.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -60.0000  -77.0000   60.6581 100

 52 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  -90.0000 100

 53 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000    0.0000 100

 54 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000 -180.0000 100

 55 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  -30.0000 100

 56 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000 -150.0000 100

 57 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000   90.0000 101

 58 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000  150.0000 101

 59 omega -106.00   -8.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5257  -37.0000   60.0000 98

 60 omega   11.00  113.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -80.0000  152.5159 102

 61 omega  -46.00  -16.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -48.0000  -80.0000 -111.5917 30

 62 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000  -30.0000 101

 63 omega   10.00   77.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -45.0000   60.0000 67

 64 omega   13.00  102.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       33.5257   57.0000  -60.0000 89

 65 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000 -120.0000 101

 66 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000 -180.0000 101

 67 omega   11.00  112.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792  -77.0000  -60.0000 101

 68 omega   51.00  152.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -       81.4792   77.0000   30.0000 101

 69 omega   17.00   49.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   78.0000  -15.5658 32

 70 omega   17.00   49.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       48.0000   78.0000  156.6158 32

 71 omega -134.00  -69.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   30.0000 65

 72 omega -134.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   90.0000 100

 73 omega  -10.00   70.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       10.0000   57.0000    0.0000 80

;
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0094480000
_diffrn_orient_matrix_UB_12      -0.0507396000
_diffrn_orient_matrix_UB_13      0.0018339000
_diffrn_orient_matrix_UB_21      -0.0240058000
_diffrn_orient_matrix_UB_22      -0.0039730000
_diffrn_orient_matrix_UB_23      0.0450107000
_diffrn_orient_matrix_UB_31      -0.1249178000
_diffrn_orient_matrix_UB_32      0.0059035000
_diffrn_orient_matrix_UB_33      -0.0034410000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Mova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0771
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            302886
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         50.14
_diffrn_reflns_theta_min         2.60
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.528
_exptl_absorpt_correction_T_max  1.300
_exptl_absorpt_correction_T_min  1.015
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.3172
_exptl_crystal_size_mid          0.1241
_exptl_crystal_size_min          0.1036
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     736
_refine_ls_number_reflns         22565
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.031
_refine_ls_R_factor_gt           0.023
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'calc w1 = 1/[s^2^(Fo)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.024
_reflns_number_gt                22565
_reflns_number_total             26248
_reflns_threshold_expression     I>3\s(I)
_cod_data_source_file            cg5016687_si_002.cif
_cod_data_source_block           saj
_cod_depositor_comments
'Adding full bibliography for 4512912--4513016.cif.'
_cod_database_code               4512912