Supramolecular hydrogen-bonding patterns in 1:1 cocrystals of 5-fluorouracil with 4-methylbenzoic acid and 3-nitrobenzoic acid
Mohana, Marimuthu; Muthiah, Packianathan Thomas; McMillen, Colin D.; Acta Crystallographica Section C 73 (2017) 259–263; doi:10.1107/S2053229617001486

data_2020767
_publ_section_title
;
 Supramolecular hydrogen-bonding patterns in 1:1 cocrystals of
 5-fluorouracil with 4-methylbenzoic acid and 3-nitrobenzoic acid
;
_journal_coeditor_code           OV3081
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              259
_journal_page_last               263
_journal_paper_doi               10.1107/S2053229617001486
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C8 H8 O2, C4 H3 F N2 O2'
_chemical_formula_moiety         'C8 H8 O2, C4 H3 F N2 O2'
_chemical_formula_sum            'C12 H11 F N2 O4'
_chemical_formula_weight         266.23
_chemical_name_systematic
;
5-Fluorouracil--4-methylbenzoic acid (1/1)
;
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 105.429(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6345(15)
_cell_length_b                   6.9015(7)
_cell_length_c                   12.6905(14)
_cell_measurement_reflns_used    2342
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.4
_cell_measurement_theta_min      3.1
_cell_volume                     1151.1(2)
_computing_cell_refinement
;
CrystalClear (Rigaku/MSC, 2008)
;
_computing_data_collection
;
CrystalClear (Rigaku/MSC, 2008)
;
_computing_data_reduction
;
CrystalClear (Rigaku/MSC, 2008)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009), Mercury (Macrae <i>et al.</i>, 2008) and
<i>POVRay</i> (Cason, 2004)
;
_computing_publication_material
;
PLATON (Spek, 2009) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku AFC-8S'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0792
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9799
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.374
_diffrn_reflns_theta_min         3.100
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.037
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.299
_refine_ls_extinction_coef       0.013(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2016 (Sheldrick 2015)
;
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2342
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0476
_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^+0.1554P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1204
_reflns_number_gt                1678
_reflns_number_total             2342
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ov3081sup1.cif
_cod_data_source_block           I
_cod_database_code               2020767
_cod_database_fobs_code          2020767
_shelx_estimated_absorpt_t_min   0.946
_shelx_estimated_absorpt_t_max   0.995
_shelx_hkl_checksum              11648
_shelx_res_checksum              17851