5,5-Dichloro-6-hydroxydihydropyrimidine-2,4(1<i>H</i>,3<i>H</i>)-dione: molecular and crystal structure, Hirshfeld surface analysis and the new route for synthesis with Mg(ReO~4~)~2~ as a new catalyst
Novikov, Anton P.; Ryagin, Sergey N.; Grigoriev, Mikhail S.; Safonov, Alexey V.; German, Konstantin E.; Acta Crystallographica Section E 76 (2020) 1557–1561; doi:10.1107/S2056989020011809

data_2243588
_publ_section_title
;
 5,5-Dichloro-6-hydroxydihydropyrimidine-2,4(1<i>H</i>,3<i>H</i>)-dione:
 molecular and crystal structure, Hirshfeld surface analysis and the new
 route for synthesis with Mg(ReO~4~)~2~ as a new catalyst
;
_journal_coeditor_code           ZQ2257
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1557
_journal_page_last               1561
_journal_paper_doi               10.1107/S2056989020011809
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C4 H4 Cl2 N2 O3'
_chemical_formula_moiety         'C4 H4 Cl2 N2 O3'
_chemical_formula_sum            'C4 H4 Cl2 N2 O3'
_chemical_formula_weight         198.99
_chemical_name_systematic
;
5,5-Dichloro-6-hydroxydihydropyrimidine-2,4(1<i>H</i>,3<i>H</i>)-dione
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90.819(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.9042(10)
_cell_length_b                   6.6243(4)
_cell_length_c                   10.5636(7)
_cell_measurement_reflns_used    3314
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.72
_cell_measurement_theta_min      3.76
_cell_volume                     1392.68(14)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2012)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type
'Bruker Kappa APEXII area-detector diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12430
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.984
_diffrn_reflns_theta_min         4.096
_exptl_absorpt_coefficient_mu    0.885
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2008)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.912
_refine_diff_density_min         -0.545
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         3046
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0419
_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^)+(0.0468P)^2^+0.9220P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.1029
_reflns_number_gt                2128
_reflns_number_total             3046
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            zq2257sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2243588
_cod_database_fobs_code          2243588
_shelx_estimated_absorpt_t_min   0.666
_shelx_estimated_absorpt_t_max   0.983
_shelx_hkl_checksum              37605
_shelx_res_checksum              69166