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_7240385
_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         'C7 H6 O4, C4 H3 F N2 O2'
_chemical_formula_sum            'C11 H9 F N2 O6'
_chemical_formula_weight         284.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-11-25
_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                90
_cell_angle_beta                 94.115(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.5121(4)
_cell_length_b                   5.5084(3)
_cell_length_c                   21.2993(8)
_cell_measurement_reflns_used    2350
_cell_measurement_temperature    150(10)
_cell_measurement_theta_max      67.0340
_cell_measurement_theta_min      4.1200
_cell_volume                     1113.13(9)
_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    'SHELXS-97 (Sheldrick, 1990)'
_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 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega  -22.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.3352  -99.0000   90.0000 97

  2 omega   37.00   88.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000 -112.0000   90.0000 51

  3 omega   50.00   75.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000  -45.0000  120.0000 25

  4 omega   10.00   82.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000  -95.0000    0.0000 72

  5 omega   40.00   67.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.3352  -99.0000 -120.0000 27

  6 omega   25.00   75.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000 -112.0000 -120.0000 50

  7 omega   52.00   78.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000  -95.0000 -180.0000 26

  8 omega   17.00   50.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000 -112.0000 -150.0000 33

  9 omega  -24.00   37.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.3352  -99.0000 -120.0000 61

 10 omega   78.00  104.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000   45.0000 -180.0000 26

 11 omega  118.00  158.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000   45.0000 -180.0000 40

 12 omega  133.00  159.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000   61.0000 -120.0000 26

 13 omega   79.00  168.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000  112.0000 -120.0000 89

 14 omega   79.00  158.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000  112.0000    0.0000 79

 15 omega   83.00  114.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.3352  126.0000   90.0000 31

 16 omega  135.00  169.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000   77.0000  150.0000 34

 17 omega   63.00   88.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000   77.0000  150.0000 25

 18 omega   10.00   39.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000  -95.0000  150.0000 29

 19 omega   76.00  126.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -       96.5000   61.0000 -120.0000 50

 20 omega  -86.00  -58.00   1.0000    3.5000
omega____ theta____ kappa____ phi______ frames
    -      -90.0000   54.0000  105.0000 28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0259273000
_diffrn_orient_matrix_UB_12      -0.2338459000
_diffrn_orient_matrix_UB_13      -0.0387858000
_diffrn_orient_matrix_UB_21      0.1457027000
_diffrn_orient_matrix_UB_22      0.0277595000
_diffrn_orient_matrix_UB_23      -0.0264158000
_diffrn_orient_matrix_UB_31      0.0667505000
_diffrn_orient_matrix_UB_32      -0.1509405000
_diffrn_orient_matrix_UB_33      0.0552909000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5282
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.265
_diffrn_reflns_theta_max         67.265
_diffrn_reflns_theta_min         4.162
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.316
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74859
_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    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         1995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0601P)^2^+0.2862P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1121
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1712
_reflns_number_total             1995
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00409j2.cif
_cod_data_source_block           5FU-25DHBA
_cod_database_code               7240385
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 99.55
_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 N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C9(H9), N1(H1), N2(H2A)
2.b Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3), O4(H4A)
;
_shelx_res_checksum              53595
_olex2_submission_special_instructions 'No special instructions were received'