Absolute configuration from a redetermination of (+)-5-bromo-1-[(2<i>R</i>,4<i>S</i>,5<i>R</i>)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione at 118(2) K
Pawel Sledz; Maksymilian Chruszcz; Wladek Minor; Acta Crystallographica Section E 63 (2007) o4159–o4160; doi:10.1107/S1600536807046077

data_2215590
_publ_section_title
;Absolute configuration from a redetermination of
 (+)-5-bromo-1-[(2<i>R</i>,4<i>S</i>,5<i>R</i>)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
 at 118(2) K
;
_journal_coeditor_code           LH2504
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4159
_journal_page_last               o4160
_journal_paper_doi               10.1107/S1600536807046077
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C9 H11 Br N2 O5'
_chemical_formula_moiety         'C9 H11 Br N2 O5'
_chemical_formula_sum            'C9 H11 Br N2 O5'
_chemical_formula_weight         307.10
_chemical_name_common            (+)-5-bromo-2'-deoxyuridine
_chemical_name_systematic
;
(+)-5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-
pyrimidine-2,4-dione
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.27(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.1590(10)
_cell_length_b                   5.0670(10)
_cell_length_c                   12.0410(10)
_cell_measurement_reflns_used    50017
_cell_measurement_temperature    118(2)
_cell_measurement_theta_max      36.3
_cell_measurement_theta_min      3.4
_cell_volume                     530.64(14)
_computing_cell_refinement       'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL-2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
HKL-3000SM (Minor <i>et al.</i>,  2006),
Mercury (Macrae <i>et al.</i>,  2006),
ORTEPIII (Burnett & Johnson, 1996) and
ORTEP-3 (Farrugia, 1997)
;
_computing_publication_material  'HKL-3000SM (Minor <i>et al.</i>,  2006)'
_computing_structure_refinement
'SHELXL97 (Sheldrick, 1997) and HKL-3000SM (Minor <i>et al.</i>,  2006)'
_computing_structure_solution
'SHELXS97 (Sheldrick, 1990) and HKL-3000SM (Minor <i>et al.</i>,  2006)'
_diffrn_ambient_temperature      118(2)
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       '\w scans with \c offset'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71074
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.0142
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            50017
_diffrn_reflns_theta_full        36.32
_diffrn_reflns_theta_max         36.3
_diffrn_reflns_theta_min         3.4
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.887
_exptl_absorpt_correction_T_max  0.34
_exptl_absorpt_correction_T_min  0.20
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Otwinowski <i>et al.</i>,  2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.713
_refine_ls_abs_structure_details 'Flack (1983), 2325 Friedel pairs'
_refine_ls_abs_structure_Flack   0.003(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         5127
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0209
_refine_ls_R_factor_gt           0.0206
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0319P)^2^+0.2794P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0549
_reflns_number_gt                5084
_reflns_number_total             5127
_reflns_observed_criterion       I>-3\s(I)
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            lh2504.cif
_cod_data_source_block           I
_cod_original_cell_volume        530.64(13)
_cod_database_code               2215590