2-Chloro-3-[(2-oxo-2<i>H</i>-chromen-6-yl)amino]naphthalene-1,4-dione
Sousa, Mikaelly O. B.; Silveira, Gleiciani Q.; Gomez, Javier A. G.; Acta Crystallographica Section E 69 (2013) o1317–; doi:10.1107/S1600536813019922

data_2238325
_publ_section_title
;
 2-Chloro-3-[(2-oxo-2<i>H</i>-chromen-6-yl)amino]naphthalene-1,4-dione
;
_journal_coeditor_code           BX2446
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1317
_journal_paper_doi               10.1107/S1600536813019922
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C19 H10 Cl1 N1 O4'
_chemical_formula_moiety         'C19 H10 Cl1 N1 O4'
_chemical_formula_sum            'C19 H10 Cl N O4'
_chemical_formula_weight         351.73
_chemical_name_systematic
;
2-Chloro-3-[(2-oxo-2<i>H</i>-chromen-6-yl)amino]naphthalene-1,4-dione
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 108.533(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9371(5)
_cell_length_b                   10.4462(5)
_cell_length_c                   13.5104(7)
_cell_measurement_reflns_used    5237
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.4768
_cell_measurement_theta_min      1.9456
_cell_volume                     1463.53(13)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4186
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type
'Oxford Xcalibur Gemini Ultra diffractometer with Atlas detector'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15281
_diffrn_reflns_theta_full        28.49
_diffrn_reflns_theta_max         28.49
_diffrn_reflns_theta_min         2.77
_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.94656
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.0714
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.206
_refine_ls_abs_structure_details 'Flack (1983), 1217 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.07(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.908
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3527
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.908
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0362
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0290P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.065
_reflns_number_gt                2714
_reflns_number_total             3527
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            bx2446.cif
_cod_data_source_block           I
_cod_original_cell_volume        1463.53(12)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2238325
_cod_database_fobs_code          2238325