#------------------------------------------------------------------------------
#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/58/1545833.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_1545833
loop_
_publ_author_name
'Bolla, Geetha'
'Nangia, Ashwini'
_publ_section_title
;
 Binary and ternary cocrystals of sulfa drug acetazolamide with pyridine
 carboxamides and cyclic amides
;
_journal_coeditor_code           ED5007
_journal_issue                   2
_journal_name_full               IUCrJ
_journal_page_first              152
_journal_page_last               160
_journal_paper_doi               10.1107/S2052252516000543
_journal_volume                  3
_journal_year                    2016
_chemical_formula_moiety         'C4H6N4O3S2, 0.5(C2H6OS)'
_chemical_formula_sum            'C5 H9 N4 O3.5 S2.5'
_chemical_formula_weight         261.31
_chemical_melting_point          423
_chemical_name_common            ACETAZOLAMIDE;DMSO
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.785(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   52.62(3)
_cell_length_b                   4.816(2)
_cell_length_c                   17.814(9)
_cell_measurement_reflns_used    8298
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.67
_cell_measurement_theta_min      2.43
_cell_volume                     4322(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_h_min       -64
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21342
_diffrn_reflns_theta_full        26.45
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.587
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorles
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4378
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0543P)²+4.6734P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1005
_reflns_number_gt                3834
_reflns_number_total             4378
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ed5007.cif
_cod_data_source_block           ACZDMSO
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

2019-01-25
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_moiety     2(C4H6N4O3S2),C2H6OS
_cod_original_formula_sum        'C10 H18 N8 O7 S5'
_cod_original_formula_units_Z    8
_cod_original_formula_weight     522.62
_cod_database_code               1545833
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S3 S 0.006883(10) -0.05456(11) 0.15916(3) 0.03631(14) Uani 1 1 d .
S4 S 0.063213(11) -0.27631(11) 0.21613(3) 0.03644(14) Uani 1 1 d .
O4 O -0.04452(3) 0.0799(3) 0.12430(9) 0.0474(4) Uani 1 1 d .
N7 N -0.02235(3) 0.3259(4) 0.05622(10) 0.0355(4) Uani 1 1 d .
O6 O 0.04826(3) -0.4541(3) 0.25137(10) 0.0513(4) Uani 1 1 d .
C6 C 0.00128(4) 0.1927(4) 0.08639(11) 0.0317(4) Uani 1 1 d .
N5 N 0.04358(3) 0.0927(4) 0.09867(10) 0.0369(4) Uani 1 1 d .
N8 N 0.08079(4) -0.0763(4) 0.28187(12) 0.0416(4) Uani 1 1 d .
O5 O 0.07982(3) -0.3869(4) 0.17311(10) 0.0516(4) Uani 1 1 d .
N6 N 0.02160(3) 0.2467(4) 0.06040(10) 0.0374(4) Uani 1 1 d .
C7 C -0.04479(4) 0.2645(5) 0.07735(12) 0.0368(5) Uani 1 1 d .
C5 C 0.03872(4) -0.0674(4) 0.15096(11) 0.0328(4) Uani 1 1 d .
C8 C -0.06839(5) 0.4366(6) 0.03851(15) 0.0510(6) Uani 1 1 d .
H8A H -0.0841 0.3476 0.0437 0.077 Uiso 1 1 calc R
H8B H -0.0697 0.4570 -0.0161 0.077 Uiso 1 1 calc R
H8C H -0.0666 0.6163 0.0628 0.077 Uiso 1 1 calc R
S2 S 0.145927(11) 0.33975(11) 0.45615(3) 0.03771(14) Uani 1 1 d .
S1 S 0.193875(12) 0.26355(14) 0.39428(4) 0.04959(17) Uani 1 1 d .
N4 N 0.12674(4) 0.4870(5) 0.38253(13) 0.0435(5) Uani 1 1 d .
O3 O 0.14239(4) 0.4519(4) 0.52612(9) 0.0549(4) Uani 1 1 d .
N2 N 0.21778(4) 0.6305(5) 0.49380(12) 0.0495(5) Uani 1 1 d .
C2 C 0.22078(4) 0.4699(5) 0.43775(13) 0.0423(5) Uani 1 1 d .
C1 C 0.17893(4) 0.4219(5) 0.45742(12) 0.0383(5) Uani 1 1 d .
N1 N 0.19316(4) 0.6020(4) 0.50505(12) 0.0467(5) Uani 1 1 d .
O2 O 0.14364(4) 0.0484(3) 0.44237(11) 0.0542(4) Uani 1 1 d .
N3 N 0.24391(4) 0.4683(5) 0.41755(13) 0.0484(5) Uani 1 1 d .
C3 C 0.24843(5) 0.3005(6) 0.36117(15) 0.0576(7) Uani 1 1 d .
O1 O 0.23177(4) 0.1342(6) 0.32735(14) 0.0918(8) Uani 1 1 d .
C4 C 0.27461(6) 0.3372(8) 0.34596(17) 0.0676(8) Uani 1 1 d .
H4A H 0.2827 0.1589 0.3449 0.101 Uiso 1 1 calc R
H4B H 0.2859 0.4485 0.3868 0.101 Uiso 1 1 calc R
H4C H 0.2721 0.4279 0.2964 0.101 Uiso 1 1 calc R
S5 S 0.134755(13) 0.27251(13) 0.18180(4) 0.04840(17) Uani 1 1 d .
O7 O 0.13023(4) 0.1643(4) 0.25691(9) 0.0564(5) Uani 1 1 d .
C9 C 0.11184(5) 0.0939(6) 0.10491(13) 0.0504(6) Uani 1 1 d .
H9A H 0.1137 -0.1024 0.1142 0.076 Uiso 1 1 calc R
H9B H 0.1152 0.1371 0.0561 0.076 Uiso 1 1 calc R
H9C H 0.0941 0.1500 0.1026 0.076 Uiso 1 1 calc R
C10 C 0.16389(5) 0.1016(8) 0.17402(17) 0.0722(9) Uani 1 1 d .
H10A H 0.1790 0.1680 0.2144 0.108 Uiso 1 1 calc R
H10B H 0.1663 0.1397 0.1236 0.108 Uiso 1 1 calc R
H10C H 0.1621 -0.0949 0.1799 0.108 Uiso 1 1 calc R
H4D H 0.1278(5) 0.415(6) 0.3405(17) 0.056(8) Uiso 1 1 d .
H7A H -0.0230(4) 0.441(5) 0.0219(12) 0.029(6) Uiso 1 1 d .
H4E H 0.1260(5) 0.634(6) 0.3891(15) 0.039(8) Uiso 1 1 d .
H8D H 0.0928(6) 0.013(6) 0.2678(15) 0.052(8) Uiso 1 1 d .
H8E H 0.0721(6) -0.010(6) 0.3084(16) 0.060(9) Uiso 1 1 d .
H3A H 0.2545(5) 0.567(6) 0.4397(15) 0.050(8) Uiso 1 1 d .
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
C6 S3 C5 85.43(10)
O5 S4 O6 121.06(11)
O5 S4 N8 107.84(12)
O6 S4 N8 108.49(12)
O5 S4 C5 107.61(10)
O6 S4 C5 103.86(10)
N8 S4 C5 107.22(11)
C6 N7 C7 123.36(19)
N6 C6 N7 120.83(18)
N6 C6 S3 115.10(16)
N7 C6 S3 124.07(15)
C5 N5 N6 111.46(17)
C6 N6 N5 111.91(17)
O4 C7 N7 120.4(2)
O4 C7 C8 124.7(2)
N7 C7 C8 114.93(19)
N5 C5 S3 116.08(15)
N5 C5 S4 123.54(16)
S3 C5 S4 120.27(12)
O3 S2 O2 120.03(11)
O3 S2 N4 110.19(13)
O2 S2 N4 107.36(12)
O3 S2 C1 106.27(11)
O2 S2 C1 104.81(11)
N4 S2 C1 107.46(11)
C2 S1 C1 85.53(11)
C2 N2 N1 112.29(19)
N2 C2 N3 121.2(2)
N2 C2 S1 114.83(18)
N3 C2 S1 123.97(19)
N1 C1 S1 116.01(17)
N1 C1 S2 122.54(18)
S1 C1 S2 121.45(13)
C1 N1 N2 111.32(19)
C3 N3 C2 123.8(2)
O1 C3 N3 120.2(3)
O1 C3 C4 124.2(3)
N3 C3 C4 115.5(2)
O7 S5 C9 105.72(12)
O7 S5 C10 105.53(13)
C9 S5 C10 97.18(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S3 C6 1.722(2)
S3 C5 1.724(2)
S4 O5 1.4217(17)
S4 O6 1.4252(17)
S4 N8 1.590(2)
S4 C5 1.777(2)
O4 C7 1.218(3)
N7 C6 1.364(3)
N7 C7 1.371(3)
C6 N6 1.308(3)
N5 C5 1.290(3)
N5 N6 1.378(2)
C7 C8 1.487(3)
S2 O3 1.4192(18)
S2 O2 1.4235(19)
S2 N4 1.574(2)
S2 C1 1.775(2)
S1 C2 1.720(2)
S1 C1 1.725(2)
N2 C2 1.308(3)
N2 N1 1.374(3)
C2 N3 1.365(3)
C1 N1 1.291(3)
N3 C3 1.363(3)
C3 O1 1.211(3)
C3 C4 1.489(4)
S5 O7 1.5172(19)
S5 C9 1.765(3)
S5 C10 1.780(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139049938
