Supramolecular architectures in two 1:1 cocrystals of 5-fluorouracil with 5-bromothiophene-2-carboxylic acid and thiophene-2-carboxylic acid
Mohana, Marimuthu; Thomas Muthiah, Packianathan; McMillen, Colin D.; Acta Crystallographica Section C 73 (2017) 481–485; doi:10.1107/S2053229617007550

data_2020808
_publ_section_title
;
 Supramolecular architectures in two 1:1 cocrystals of 5-fluorouracil with
 5-bromothiophene-2-carboxylic acid and thiophene-2-carboxylic acid
;
_journal_coeditor_code           OV3090
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              481
_journal_page_last               485
_journal_paper_doi               10.1107/S2053229617007550
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C5 H3 Br O2 S, C4 H3 F N2 O2'
_chemical_formula_moiety         'C5 H3 Br O2 S, C4 H3 F N2 O2'
_chemical_formula_sum            'C9 H6 Br F N2 O4 S'
_chemical_formula_weight         337.13
_chemical_name_common
;
5-Fluorouracil--5-bromothiophene-2-carboxylic acid (1/1)
;
_chemical_name_systematic
;
5-Fluoro-1,3-dihydropyrimidine-2,4-dione--5-bromothiophene-2-carboxylic 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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                73.608(2)
_cell_angle_beta                 87.634(2)
_cell_angle_gamma                69.969(2)
_cell_formula_units_Z            2
_cell_length_a                   6.8884(4)
_cell_length_b                   9.5036(6)
_cell_length_c                   9.6180(6)
_cell_measurement_reflns_used    15925
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.4
_cell_measurement_theta_min      2.2
_cell_volume                     566.43(6)
_computing_cell_refinement
;
SAINT (Bruker, 2015)
;
_computing_data_collection
;
APEX3 (Bruker, 2015)
;
_computing_data_reduction
;
SAINT (Bruker, 2015)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009), Mercury (Macrae <i>et al.</i>, 2008)
and POVRay (Cason, 2004)
;
_computing_publication_material
;
PLATON (Spek, 2009) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            15925
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.419
_diffrn_reflns_theta_min         2.211
_exptl_absorpt_coefficient_mu    3.834
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7448
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_exptl_absorpt_process_details
;
(SADABS; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.977
_exptl_crystal_description       column
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.067
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.395
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2317
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0191
_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^)+(0.0276P)^2^+0.2836P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0497
_refine_ls_wR_factor_ref         0.0508
_reflns_number_gt                2194
_reflns_number_total             2317
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ov3090sup1.cif
_cod_data_source_block           I
_cod_database_code               2020808
_cod_database_fobs_code          2020808
_shelx_estimated_absorpt_t_min   0.366
_shelx_estimated_absorpt_t_max   0.783
_shelx_hkl_checksum              69092
_shelx_res_checksum              42816