Syntheses and crystal structures of a nitro–anthracene–isoxazole and its oxidation product
Li, Chun; Weaver, Matthew J.; Campbell, Michael J.; Natale, Nicholas R.; Acta Crystallographica Section E 78 (2022) –; doi:10.1107/S2056989022005710

data_2244115
_publ_section_title
;
 Syntheses and crystal structures of a nitro--anthracene--isoxazole and
 its oxidation product
;
_journal_coeditor_code           HB8020
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2056989022005710
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          'C21 H16 N2 O5'
_chemical_formula_moiety         'C21 H16 N2 O5'
_chemical_formula_sum            'C21 H16 N2 O5'
_chemical_formula_weight         376.36
_chemical_name_systematic
;
Ethyl
5-methyl-3-(10-nitroanthracen-9-yl)isoxazole-4-carboxylate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_cell_angle_alpha                90
_cell_angle_beta                 114.879(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.4968(10)
_cell_length_b                   14.8697(9)
_cell_length_c                   16.1836(9)
_cell_measurement_reflns_used    7597
_cell_measurement_temperature    99.9
_cell_measurement_theta_max      20.97
_cell_measurement_theta_min      2.69
_cell_volume                     3601.5(4)
_computing_cell_refinement
;
SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2018)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
_computing_publication_material
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
_computing_structure_refinement
;
<i>SHELXL2018/1</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS  (Sheldrick, 2008)
;
_diffrn_ambient_temperature      99.9
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART Breeze CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45790
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.722
_diffrn_reflns_theta_min         2.691
_diffrn_source                   '2 kW sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_description       prism
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.294
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.223
_refine_diff_density_max         0.549
_refine_diff_density_min         -0.190
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2257 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.5(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     546
_refine_ls_number_reflns         7615
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0587
_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^)+(0.0864P)^2^+2.3310P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1584
_reflns_number_gt                5596
_reflns_number_total             7615
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb8020sup1.cif
_cod_data_source_block           I
_cod_database_code               2244115
_shelx_estimated_absorpt_t_min   0.971
_shelx_estimated_absorpt_t_max   0.978
_shelx_hkl_checksum              2066
_shelx_res_checksum              35890
_cod_database_fobs_code 2244115