Synthesis, Characterization, and Analysis of Probenecid and Pyridine Compound Salts
Zhang, Menglong; Hou, Xinyu; Yu, Fuhai; Zhang, Liang; Hou, Baohong; Zhou, Lina; Xie, Chuang; Wu, Songgu; Chen, Wei; Crystals 14 (2024) 670–; doi:10.3390/cryst14070670

data_1572298
_publ_section_title
;
 Synthesis, Characterization, and Analysis of Probenecid and Pyridine
 Compound Salts
;
_journal_issue                   7
_journal_name_full               Crystals
_journal_page_first              670
_journal_paper_doi               10.3390/cryst14070670
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C13 H18 N O4 S, C7 H11 N2'
_chemical_formula_sum            'C20 H29 N3 O4 S'
_chemical_formula_weight         407.52
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-06-25
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.680(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.88300(10)
_cell_length_b                   7.1512(2)
_cell_length_c                   43.1607(8)
_cell_measurement_reflns_used    14636
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4050
_cell_measurement_theta_min      1.9160
_cell_volume                     2120.06(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.123a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.123a (release 20-05-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.123a (Rigaku OD, 2024)'
_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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.951
_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    -22.00  16.00   0.50   20.00    --  -18.70 -70.00 150.00   76
  2  \w   -102.00  -7.00   0.50   20.00    --  -18.70 -70.00 -60.00  190
  3  \w    -57.00  15.00   0.50   20.00    --  -18.70  57.00 150.00  144
  4  \w     20.00  65.00   0.50   20.00    --  -18.70  57.00 150.00   90
  5  \w    -60.00  56.00   0.50   20.00    --  -18.70  70.00-120.00  232
  6  \w    -35.00  15.00   0.50   20.00    --  -18.70 -57.00 -30.00  100
  7  \w    -62.00  31.00   0.50   20.00    --  -18.70  70.00  30.00  186
  8  \w    -81.00 -38.00   0.50   20.00    --  -18.70 -70.00 150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0054708000
_diffrn_orient_matrix_UB_12      0.0259780000
_diffrn_orient_matrix_UB_13      -0.0158907000
_diffrn_orient_matrix_UB_21      0.0196249000
_diffrn_orient_matrix_UB_22      0.0942392000
_diffrn_orient_matrix_UB_23      0.0042721000
_diffrn_orient_matrix_UB_31      0.1012386000
_diffrn_orient_matrix_UB_32      -0.0168731000
_diffrn_orient_matrix_UB_33      -0.0006094000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       57
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            24119
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.697
_diffrn_reflns_theta_min         3.001
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.183
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.123a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         5223
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.0767P)^2^+0.5501P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1496
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4795
_reflns_number_total             5223
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            PRO-4DAP.cif
_cod_data_source_block           PRO-4DAP
_cod_database_code               1572298
_shelxl_version_number           2013-2
_shelx_estimated_absorpt_t_max   0.961
_shelx_estimated_absorpt_t_min   0.944
_reflns_odcompleteness_completeness 99.43
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12-C11 = C13-C12 = C9-C8 = C9A-C8A = C10A-C9A = C10-C9
 1.54 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C10) = Uanis(C10A)
4. Others
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(C10A)=Sof(H10D)=
 Sof(H10E)=Sof(H10F)=1-FVAR(1)
 Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C10)=Sof(H10A)=
 Sof(H10B)=Sof(H10C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B), C8A(H8AA,H8AB),
 C9A(H9AA,H9AB)
5.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C4(H4), C3(H3), C7(H7), C6(H6), C18(H18), C17(H17), C15(H15), C14(H14)
5.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C19(H19A,H19B,H19C), C10(H10A,H10B,H10C), C13(H13A,H13B,
 H13C), C10A(H10D,H10E,H10F)
;
_shelx_res_checksum              2111
_shelx_hkl_checksum              76924
_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 1.377
_oxdiff_exptl_absorpt_empirical_full_min 0.613