An acetonitrile-solvated cocrystal of piroxicam and succinic acid with co-existing zwitterionic and non-ionized piroxicam molecules
Liu, Xiaojiao; Michalchuk, Adam A. L.; Pulham, Colin R.; Boldyreva, Elena V.; Acta Crystallographica Section C 75 (2019) 29–37; doi:10.1107/S2053229618016911

data_2021405
_publ_section_title
;
 An acetonitrile-solvated cocrystal of piroxicam and succinic acid with
 co-existing zwitterionic and non-ionized piroxicam molecules
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              29
_journal_page_last               37
_journal_paper_doi               10.1107/S2053229618016911
_journal_volume                  75
_journal_year                    2019
_chemical_formula_moiety         '2(C15 H13 N3 O4 S), C4 H6 O4'
_chemical_formula_sum            'C34 H32 N6 O12 S2'
_chemical_formula_weight         780.77
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                79.528(8)
_cell_angle_beta                 74.650(8)
_cell_angle_gamma                72.820(10)
_cell_formula_units_Z            1
_cell_length_a                   7.6779(9)
_cell_length_b                   8.4177(9)
_cell_length_c                   14.3934(10)
_cell_measurement_reflns_used    2888
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      74.1820
_cell_measurement_theta_min      5.5180
_cell_volume                     851.61(16)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -75.00  -9.00   1.00    2.50    --  -42.17 125.00-150.00   66
  2  \w   -112.00 -30.00   1.00    2.50    --  -42.17 -38.00  30.00   82
  3  \w   -116.00 -12.00   1.00    2.50    --  -42.17 -77.00 150.00  104
  4  \w     86.00 111.00   1.00    2.50    --   42.17  38.00-180.00   25
  5  \w     24.00  96.00   1.00    2.50    --   42.17-125.00   0.00   72
  6  \w     53.00 135.00   1.00    2.50    --  107.14 -61.00 120.00   82
  7  \w     34.00  60.00   1.00    2.50    --  107.14 -94.00 150.00   26
  8  \w     56.00 104.00   1.00    2.50    --  107.14 -94.00  90.00   48
  9  \w     32.00 131.00   1.00    2.50    --  107.14 -30.00-150.00   99
 10  \w    112.00 147.00   1.00    2.50    --  107.14  30.00  90.00   35
 11  \w     71.00 110.00   1.00    2.50    --  107.14-125.00  60.00   39
 12  \w     85.00 110.00   1.00    2.50    --  107.14 -94.00 150.00   25
 13  \w     83.00 108.00   1.00    2.50    --  107.14  45.00  30.00   25
 14  \w    128.00 166.00   1.00    2.50    --  107.14  45.00  30.00   38
 15  \w     53.00 130.00   1.00    2.50    --  107.14 -45.00 -30.00   77
 16  \w     54.00 137.00   1.00    2.50    --  107.14 -77.00-120.00   83
 17  \w     27.00 147.00   1.00    2.50    --  107.14 -15.00  60.00  120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2118492000
_diffrn_orient_matrix_UB_12      -0.0158243000
_diffrn_orient_matrix_UB_13      -0.0320547000
_diffrn_orient_matrix_UB_21      0.0035212000
_diffrn_orient_matrix_UB_22      -0.0527496000
_diffrn_orient_matrix_UB_23      -0.0976571000
_diffrn_orient_matrix_UB_31      -0.0394918000
_diffrn_orient_matrix_UB_32      0.1847504000
_diffrn_orient_matrix_UB_33      -0.0437314000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5601
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.118
_diffrn_reflns_theta_min         5.536
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_description       block
_exptl_crystal_F_000             406
_exptl_crystal_size_max          0.303
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.085
_refine_diff_density_max         0.487
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3323
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0548
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0957P)^2^+0.0074P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1437
_refine_ls_wR_factor_ref         0.1538
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2847
_reflns_number_total             3323
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ku3231sup3.txt
_cod_data_source_block           cp18079
_cod_depositor_comments
'Adding full bibliography for 2021404--2021405.cif.'
_cod_database_code               2021405
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C15H17N3O5S
_reflns_odcompleteness_completeness 99.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C5(H5), C14(H14), C3(H3), C11(H11), C4(H4), C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_shelx_res_checksum              23083
_shelx_hkl_checksum              73035
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.268
_oxdiff_exptl_absorpt_empirical_full_min 0.855