Modulating the solubility and pharmacokinetic property of 5-fluorouracil via cocrystals
Dai, Xia-Lin; Wu, Chao; Li, Jin-Hui; Liu, Lian-Chao; He, Xin; Lu, Tong-Bu; Chen, Jia-Mei; CrystEngComm  (2020) –; doi:10.1039/D0CE00409J

data_7240384
_publ_section_title
;
 Modulating the solubility and pharmacokinetic property of 5-fluorouracil
 via cocrystals
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00409J
_journal_year                    2020
_chemical_formula_moiety         'C4 H3 F N2 O2, C7 H6 O4, 2(H2 O)'
_chemical_formula_sum            'C11 H13 F N2 O8'
_chemical_formula_weight         320.23
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2019-09-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-09 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_cell_angle_alpha                103.754(5)
_cell_angle_beta                 102.275(5)
_cell_angle_gamma                108.186(5)
_cell_formula_units_Z            2
_cell_length_a                   7.2314(4)
_cell_length_b                   9.9761(6)
_cell_length_c                   10.2732(5)
_cell_measurement_reflns_used    4295
_cell_measurement_temperature    150(10)
_cell_measurement_theta_max      65.3760
_cell_measurement_theta_min      4.6270
_cell_volume                     650.04(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      150(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5058
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
  1 omega  -35.00   67.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938  -38.0000  -60.0000 102

  2 omega   14.00  117.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938   38.0000  120.0000 103

  3 omega   44.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938  167.0000  -28.0000 80

  4 omega -158.00  -94.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000 -126.0000 -180.0000 64

  5 omega -122.00  -19.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  126.0000 -150.0000 103

  6 omega  -69.00   -5.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000   30.0000 -180.0000 64

  7 omega -122.00  -19.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  126.0000   90.0000 103

  8 omega   63.00  165.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218   45.0000  -30.0000 102

  9 omega   60.00  165.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218   61.0000   60.0000 105

 10 omega   16.00  121.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218  -61.0000   90.0000 105

 11 omega    7.00   84.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218  -95.0000    0.0000 77

 12 omega   16.00   97.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218 -126.0000  120.0000 81

 13 omega   57.00  169.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218   77.0000    0.0000 112

 14 omega   11.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938   57.0000 -120.0000 104

 15 omega    7.00  120.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938   77.0000  -30.0000 113

 16 omega   11.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938   57.0000  150.0000 104

 17 omega -162.00  -49.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000   90.0000 113

 18 omega -162.00  -49.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  -30.0000 113

 19 omega -162.00  -49.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  -90.0000 113

 20 omega -162.00  -49.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000  150.0000 113

 21 omega -162.00  -49.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  -77.0000 -150.0000 113

 22 omega   16.00   73.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218  -45.0000  -30.0000 57

 23 omega   60.00  165.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218   61.0000  120.0000 105

 24 omega   60.00  165.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218   61.0000 -120.0000 105

 25 omega   63.00  165.00   1.0000    2.0850
omega____ theta____ kappa____ phi______ frames
    -       90.6218   45.0000 -180.0000 102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0840556000
_diffrn_orient_matrix_UB_12      -0.1465082000
_diffrn_orient_matrix_UB_13      -0.1248510000
_diffrn_orient_matrix_UB_21      -0.0386455000
_diffrn_orient_matrix_UB_22      -0.0901679000
_diffrn_orient_matrix_UB_23      0.1009729000
_diffrn_orient_matrix_UB_31      -0.2170255000
_diffrn_orient_matrix_UB_32      0.0013433000
_diffrn_orient_matrix_UB_33      -0.0245044000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10247
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        63.677
_diffrn_reflns_theta_max         63.677
_diffrn_reflns_theta_min         4.662
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.315
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_description       block
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.174
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2111
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0404
_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^)+(0.0637P)^2^+0.1328P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1075
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1783
_reflns_number_total             2111
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00409j2.cif
_cod_data_source_block           5FU-34DHBA-2H2O
_cod_original_cell_volume        650.05(7)
_cod_database_code               7240384
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.962
_shelx_estimated_absorpt_t_min   0.880
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2.a Free rotating group:
 O8(H8A,H8B), O7(H7A)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2B), N1(H1), C9(H9), C6(H6), C5(H5), C2(H2A)
2.c Idealised tetrahedral OH refined as rotating group:
 O4(H4), O3(H3), O2(H2)
;
_shelx_res_checksum              62450
_olex2_submission_special_instructions 'No special instructions were received'