Crystal structure of 5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one monohydrate, C16H11NO3 · 0.5H2O
Benites, Julio; Valderrama, Jaime A.; Estela, Cynthia; Ríos, David; Cárdenas, Alejandro; Brito, Iván; Zeitschrift für Kristallographie - New Crystal Structures 231 (2016) 199–201; doi:10.1515/ncrs-2015-0086

data_8106824
_publ_section_title
;
 Crystal structure of
 5-hydroxy-4-((4-hydroxyphenyl)imino)naphthalen-1(4H)-one monohydrate,
 C16H11NO3 &#x00B7; 0.5H2O
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              199
_journal_page_last               201
_journal_paper_doi               10.1515/ncrs-2015-0086
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C16 H11 N O3, 0.5(H2 O)'
_chemical_formula_sum            'C16 H12 N O3.5'
_chemical_formula_weight         274.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_update_record
;
2015-04-29 # Formatted by publCIF
;
_cell_angle_alpha                109.945(5)
_cell_angle_beta                 101.686(4)
_cell_angle_gamma                101.735(4)
_cell_formula_units_Z            4
_cell_length_a                   7.4445(3)
_cell_length_b                   13.7846(7)
_cell_length_c                   14.0875(9)
_cell_measurement_reflns_used    3776
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      61.5003
_cell_measurement_theta_min      3.4906
_cell_volume                     1271.14(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 5.2977
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details
;
  1 omega  -14.00   57.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       -2.1923   38.0000  -60.0000 71

  2 omega   21.00   77.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        2.1923   38.0000 -150.0000 56

  3 omega  -85.00  -35.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        2.1923 -178.0000    0.0000 50

  4 omega  -22.00    3.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        2.1923   38.0000 -150.0000 25

  5 omega -136.00 -111.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000  -94.0000  120.0000 25

  6 omega    5.00  124.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -15.0000 -120.0000 119

  7 omega    1.00   30.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -94.0000  150.0000 29

  8 omega   23.00   89.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -30.0000   90.0000 66

  9 omega   94.00  158.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  131.0000  174.0000 64

 10 omega   61.00  157.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634   45.0000 -120.0000 96

 11 omega   24.00   65.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -77.0000   90.0000 41

 12 omega   47.00  109.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -94.0000  150.0000 62

 13 omega   44.00  105.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634 -125.0000   30.0000 61

 14 omega   38.00  113.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -61.0000 -150.0000 75

 15 omega   56.00   82.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634 -125.0000   60.0000 26

 16 omega   96.00  121.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634 -125.0000   60.0000 25

 17 omega   18.00   44.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       83.6634  -45.0000    0.0000 26
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0244927000
_diffrn_orient_matrix_UB_12      0.0361150000
_diffrn_orient_matrix_UB_13      -0.0927701000
_diffrn_orient_matrix_UB_21      0.0810076000
_diffrn_orient_matrix_UB_22      0.1190755000
_diffrn_orient_matrix_UB_23      0.0788036000
_diffrn_orient_matrix_UB_31      0.2044057000
_diffrn_orient_matrix_UB_32      -0.0029892000
_diffrn_orient_matrix_UB_33      -0.0034085000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0122
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6849
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        61.585
_diffrn_reflns_theta_max         61.585
_diffrn_reflns_theta_min         3.493
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.844
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_description       block
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         3883
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0337
_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^)+(0.0459P)^2^+0.2162P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0928
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3386
_reflns_number_total             3883
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2015-0086_suppl.cif
_cod_data_source_block           curita1
_cod_depositor_comments
;

2025-04-22
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C32 H24 N2 O7'
_cod_original_formula_weight         548.53
_cod_original_formula_moiety         '2(C16 H11 N O3), H2 O'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        1271.15(13)
_cod_database_code               8106824
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     58.86
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C2(H2), C3(H3), C12(H12), C13(H13), C16(H16),
 C17(H17), C26(H26), C27(H27), C28(H28), C22(H22), C23(H23), C212(H212),
 C213(H213), C216(H216), C217(H217)
2.b Tetrahedral OH refined with riding coordinates:
 O18(H18), O218(H218)
;
_shelx_res_checksum              28068
_shelx_hkl_checksum              25897
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'