SO chalcogen bonding in sulfa drugs: insights from multipole charge density and X-ray wavefunction of acetazolamide.
Thomas, Sajesh P.; Jayatilaka, Dylan; Guru Row, T. N.; Physical chemistry chemical physics : PCCP 17 (2015) 25411–25420; doi:10.1039/c5cp04412j

data_7221877
_publ_section_title
;
 SO chalcogen bonding in sulfa drugs: insights from multipole charge
 density and X-ray wavefunction of acetazolamide.
;
_journal_issue                   38
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              25411
_journal_page_last               25420
_journal_paper_doi               10.1039/c5cp04412j
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C4 H6 N4 O3 S2'
_chemical_formula_sum            'C4 H6 N4 O3 S2'
_chemical_formula_weight         222.27
_chemical_name_common            acetazolamide
_chemical_name_systematic        acetazolamide
_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
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_audit_creation_date             '07-Oct-10 T11:24:03-00:00'
_audit_creation_method           'XD routine XDCIF'
_audit_update_record
;
2015-07-27 deposited with the CCDC.
2015-08-25 downloaded from the CCDC.
;
_cell_angle_alpha                104.658(9)
_cell_angle_beta                 99.308(8)
_cell_angle_gamma                99.803(8)
_cell_formula_units_Z            2
_cell_length_a                   5.2819(5)
_cell_length_b                   8.9293(9)
_cell_length_c                   9.3525(9)
_cell_measurement_reflns_used    57667
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.0090
_cell_measurement_theta_min      2.4135
_cell_volume                     410.69(7)
_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)
;
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_diffrn_ambient_temperature      100(2)
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_diffrn_measurement_details
;
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omega____ theta____ kappa____ phi______ frames
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  2 omega  -37.00   60.00   1.0000    8.0000
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  3 omega   11.00   42.00   1.0000    9.0000
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  4 omega   20.00   46.00   1.0000   10.0000
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  5 omega   73.00  145.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega    0.00   68.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega   20.00   92.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   64.00   90.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega    5.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 10 omega   14.00   57.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -30.0000  -60.0000 43

 11 omega   62.00  146.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   30.0000 -120.0000 84

 12 omega    6.00   96.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -80.0000  -93.7036 90

 13 omega    6.00   32.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -45.0000  150.0000 26

 14 omega   41.00   75.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -45.0000  150.0000 34

 15 omega   18.00   91.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 16 omega   28.00   65.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 17 omega   39.00   94.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 18 omega -116.00  -27.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
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 19 omega  -46.00  -20.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
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 20 omega   21.00   47.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   79.0000   45.7266 26

 21 omega   20.00   46.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
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 22 omega  -47.00  -21.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
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 23 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
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 24 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  120.0000 100

 25 omega   51.00  141.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   61.0000    0.0000 90

 26 omega    3.00  103.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -77.0000  -60.0000 100

 27 omega   51.00  141.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   61.0000   60.0000 90

 28 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000 -120.0000 100

 29 omega   51.00  141.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   61.0000  -60.0000 90

 30 omega   12.00   46.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       44.0000   80.0000  104.5876 34

 31 omega   21.00   49.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   78.0000 -130.9484 28

 32 omega   20.00   46.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       52.0000   80.0000  166.9644 26

 33 omega -130.00  -31.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -60.0000  -75.0000  -23.9765 99

 34 omega  -94.00    6.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000   77.0000  -30.0000 100

 35 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
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 36 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 37 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000   90.0000 100

 38 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000   30.0000 100

 39 omega    0.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -30.0000   90.0000 69

 40 omega    2.00  105.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 41 omega    0.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -30.0000 -180.0000 69

 42 omega    0.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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 43 omega  -35.00   55.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       33.4007  -57.0000 -120.0000 90

 44 omega    9.00   47.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   79.0000 -119.3880 38

 45 omega -126.00  -27.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.0000  -76.0000 -120.3123 99

 46 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   60.0000 100

 47 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000 -150.0000 100

 48 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000  120.0000 100

 49 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000    0.0000 100

 50 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000  -30.0000 100

 51 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000  -60.0000 100

 52 omega    5.00   95.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -61.0000 -180.0000 90

 53 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000  150.0000 100

 54 omega    8.00   46.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -       40.0000   80.0000  154.7406 38

 55 omega  -46.00  -16.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -48.0000  -80.0000   55.3881 30

 56 omega   17.00   49.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
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 57 omega -129.00  -33.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
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 58 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   30.0000 100

 59 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  -60.0000 100

 60 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000  150.0000 100

 61 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000 -150.0000 100

 62 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
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 63 omega    2.00  105.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 64 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
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 65 omega   43.00  143.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180   77.0000   60.0000 100

 66 omega    3.00  104.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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 67 omega    8.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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 68 omega   17.00   47.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
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 69 omega -126.00  -27.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -56.0000  -75.0000  166.4891 99

 70 omega -130.00  -32.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -60.0000  -74.0000  114.6133 98

 71 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   76.1375 100

 72 omega -134.00  -35.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -76.0000  -75.5477 99

 73 omega -134.00  -34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  -77.0000   90.0000 100

 74 omega    3.00  104.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -79.0000    0.0000 101

 75 omega    0.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       73.1180  -30.0000   30.0000 69
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Nova'
_diffrn_measurement_method       '\w scans'
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_diffrn_radiation_source         'Mova (Mo) X-ray Source'
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_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)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             228
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.3819
_exptl_crystal_size_mid          0.2022
_exptl_crystal_size_min          0.2002
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.15
_refine_diff_density_rms         0.03
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         5603
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_refine_ls_R_factor_all          0.015
_refine_ls_R_factor_gt           0.013
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
        calc w2 = 1/[s^2^(Fo^2^)]
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.034
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_cod_data_source_block           new
_cod_depositor_comments          'Adding full bibliography for 7221877.cif.'
_cod_database_code               7221877