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_2020768
_publ_section_title
;
 Supramolecular hydrogen-bonding patterns in 1:1 cocrystals of
 5-fluorouracil with 4-methylbenzoic acid and 3-nitrobenzoic acid
;
_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          'C7 H5 N O4, C4 H3 F N2 O2'
_chemical_formula_moiety         'C7 H5 N O4, C4 H3 F N2 O2'
_chemical_formula_sum            'C11 H8 F N3 O6'
_chemical_formula_weight         297.20
_chemical_name_systematic
;
5-Fluorouracil--3-nitrobenzoic acid (1/1)
;
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                110.76(3)
_cell_angle_beta                 91.84(3)
_cell_angle_gamma                99.59(3)
_cell_formula_units_Z            2
_cell_length_a                   5.9011(12)
_cell_length_b                   9.795(2)
_cell_length_c                   11.674(2)
_cell_measurement_reflns_used    2561
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.7
_cell_measurement_theta_min      3.4
_cell_volume                     619.1(3)
_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
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXL97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.971
_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  0.0158
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5924
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.708
_diffrn_reflns_theta_min         3.429
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.290
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         2561
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0658
_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^)+(0.1390P)^2^+0.1069P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1813
_refine_ls_wR_factor_ref         0.2045
_reflns_number_gt                2105
_reflns_number_total             2561
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ov3081sup1.cif
_cod_data_source_block           II
_cod_original_cell_volume        619.1(2)
_cod_database_code               2020768
_cod_database_fobs_code          2020768
_shelx_estimated_absorpt_t_min   0.918
_shelx_estimated_absorpt_t_max   0.985
_shelx_hkl_checksum              50865
_shelx_res_checksum              52175