7-Bromo-1,4-dibutyl-1,2,3,4-tetrahydropyrido[2,3-<i>b</i>]pyrazine-2,3-dione
Hjouji, Mohammed Yassin; Mague, Joel T.; Kandri Rodi, Youssef; Ouzidan, Younes; Ouazzani Chahdi, Fouad; Essassi, El Mokhtar; IUCrData 2 (2017) x170984–; doi:10.1107/S2414314617009841

data_1546646
_publ_section_title
;
 7-Bromo-1,4-dibutyl-1,2,3,4-tetrahydropyrido[2,3-<i>b</i>]pyrazine-2,3-dione
;
_journal_coeditor_code           ZQ4022
_journal_issue                   7
_journal_name_full               IUCrData
_journal_page_first              x170984
_journal_paper_doi               10.1107/S2414314617009841
_journal_volume                  2
_journal_year                    2017
_chemical_formula_iupac          'C15 H20 Br N3 O2'
_chemical_formula_moiety         'C15 H20 Br N3 O2'
_chemical_formula_sum            'C15 H20 Br N3 O2'
_chemical_formula_weight         354.25
_chemical_name_systematic
;
7-Bromo-1,4-dibutyl-1,2,3,4-tetrahydropyrido[2,3-<i>b</i>]pyrazine-2,3-dione
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.569(6)
_cell_length_b                   5.1097(13)
_cell_length_c                   13.497(3)
_cell_measurement_reflns_used    3677
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      26.0557
_cell_measurement_theta_min      2.3525
_cell_volume                     1556.5(7)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_data_collection
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_reduction
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXTL</i> (Sheldrick, 2008)
;
_computing_structure_refinement
;
<i>SHELXL2014</i> (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0910
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13413
_diffrn_reflns_theta_full        28.500
_diffrn_reflns_theta_max         28.702
_diffrn_reflns_theta_min         1.805
_exptl_absorpt_coefficient_mu    2.649
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Bruker, 2016)
;
_exptl_crystal_colour            'pale blue'
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.216
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.015
_refine_diff_density_max         2.331
_refine_diff_density_min         -1.383
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 1091 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>, 2013)
;
_refine_ls_abs_structure_Flack   0.038(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3859
_refine_ls_number_restraints     94
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0680
_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^)+6.1176P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1472
_refine_ls_wR_factor_ref         0.1560
_reflns_number_gt                2916
_reflns_number_total             3859
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            zq4022sup1.cif
_cod_data_source_block           I
_cod_database_code               1546646
_cod_database_fobs_code          1546646
_shelx_estimated_absorpt_t_min   0.598
_shelx_estimated_absorpt_t_max   0.961
_shelx_hkl_checksum              63550
_shelx_res_checksum              37618