4-Hydroxy-3-methoxy-5-nitroacetophenone (5-nitroapocynin)
Babu, Sainath; Raghavamenon, Achuthan C.; Fronczek, Frank R.; Uppu, Rao M.; Acta Crystallographica Section E 65 (2009) o2292–o2293; doi:10.1107/S160053680903390X

data_2223087
_publ_section_title
;
 4-Hydroxy-3-methoxy-5-nitroacetophenone (5-nitroapocynin)
;
_journal_coeditor_code           HB5058
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2292
_journal_page_last               o2293
_journal_paper_doi               10.1107/S160053680903390X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C9 H9 N O5'
_chemical_formula_moiety         'C9 H9 N O5'
_chemical_formula_sum            'C9 H9 N O5'
_chemical_formula_weight         211.17
_chemical_name_systematic
;
4-Hydroxy-3-methoxy-5-nitroacetophenone
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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
_cell_angle_beta                 96.485(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6598(10)
_cell_length_b                   16.815(2)
_cell_length_c                   8.0491(11)
_cell_measurement_reflns_used    4183
_cell_measurement_temperature    90.0(5)
_cell_measurement_theta_max      36.3
_cell_measurement_theta_min      2.5
_cell_volume                     895.6(2)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2000)'
_computing_data_reduction
'DENZO and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare <i>et al.</i>,  1999)'
_diffrn_ambient_temperature      90.0(5)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device
'Nonius KappaCCD diffractometer with Oxford Cryostream'
_diffrn_measurement_method       '\w and \f'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22479
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         36.3
_diffrn_reflns_theta_min         2.8
_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'golden yellow'
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'needle fragment'
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
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_refine_diff_density_min         -0.32
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         4255
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.062
_refine_ls_R_factor_gt           0.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+0.2019P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.109
_refine_ls_wR_factor_ref         0.120
_reflns_number_gt                3226
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_reflns_threshold_expression     I>2\s(I)
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_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2223087
_cod_database_fobs_code          2223087