#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/12/2001268.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001268
loop_
_publ_author_name
'Terao, H.'
'Kakuta, A.'
'Fukazawa, Y.'
_publ_section_title
;
 3-Aminoxanthene-9-one
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2041
_journal_page_last               2042
_journal_paper_doi               10.1107/S010827019300410X
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C13 H9 N O2'
_chemical_formula_weight         211.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 103.12(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            2
_cell_length_a                   13.394(8)
_cell_length_b                   4.718(2)
_cell_length_c                   8.084(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      11
_cell_measurement_theta_min      8
_cell_volume                     497.5(6)
_diffrn_measurement_device       'Syntex R3'
_diffrn_measurement_method       2\q-\w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            1276
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        0.97-1.02
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.41
_exptl_crystal_description       Plate
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.16
_refine_ls_goodness_of_fit_obs   1.83
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1116
_refine_ls_R_factor_obs          0.043
_refine_ls_shift/esd_max         0.18
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_details     'w = 1/\s(|F~o~|)^2^'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.056
_reflns_number_observed          1116
_reflns_number_total             1275
_reflns_observed_criterion       |F~o~|>3\s(|F~o~|)
_cod_data_source_file            oh1020.cif
_cod_data_source_block           oh1020_structure_1_of_1
_cod_depositor_comments
;
 Adding the _atom_site_type_symbol data item.

 Antanas Vaitkus,
 2017-01-19

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\s(|F~o~|)^2^' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s(|F~o~|)^2^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        497.5(5)
_cod_database_code               2001268
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O1 O .1758(2) .2595 .8055(2)
O2 O .30850(10) .4909(8) .4162(2)
N N .0909(2) -.11050(10) .0262(4)
C1 C .1078(2) .0007(9) .4770(3)
C2 C .0787(2) -.1050(9) .3179(4)
C3 C .1247(2) -.0100(9) .1873(3)
C4 C .2024(2) .19120(10) .2261(3)
C4A C .2312(2) .2954(9) .3890(3)
C4B C .1847(2) .2071(9) .5192(3)
C5 C .4186(2) .80630(10) .5927(4)
C6 C .4525(2) .93620(10) .7464(4)
C7 C .4094(2) .87610(10) .8821(4)
C8 C .3316(2) .6806(9) .8636(4)
C8A C .2956(2) .5418(9) .7090(3)
C8B C .3395(2) .6089(9) .5733(3)
C9 C .2153(2) .3284(9) .6868(3)
H1 H .080(2) -.075(9) .570(3)
H2 H .037(2) -.2400(10) .291(3)
H4 H .240(2) .2500(10) .145(3)
H5 H .441(2) .849(9) .489(4)
H6 H .513(3) 1.0620(10) .758(5)
H7 H .431(2) .9610(10) .991(4)
H8 H .293(2) .637(8) .959(4)
HN1 H .058(2) -.2690(10) .011(4)
HN2 H .114(2) -.0390(10) -.060(4)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C4A O2 C8B 119.1(2) yes
C1 C2 C3 121.0(3) yes
N C3 C4 121.5(3) yes
C3 C4 C4A 119.5(3) yes
C4A C4 H4 118.4(16) no
O2 C4A C4B 121.9(2) yes
C1 C4B C4A 116.8(2) yes
C4A C4B C9 120.5(2) yes
C6 C5 H5 126.0(18) no
C5 C6 C7 121.2(3) yes
C7 C6 H6 122.(2) no
C6 C7 H7 123.6(18) no
C7 C8 C8A 120.8(3) yes
C8A C8 H8 116.0(18) no
C8 C8A C9 122.0(2) yes
O2 C8B C5 116.2(2) yes
C5 C8B C8A 120.7(3) yes
O1 C9 C8A 121.3(2) yes
C3 N HN2 121.(2) no
C2 C1 C4B 121.7(3) yes
C4B C1 H1 116.9(17) no
C1 C2 H2 123.6(19) no
N C3 C2 119.9(3) yes
C2 C3 C4 118.6(3) yes
C3 C4 H4 121.9(16) no
O2 C4A C4 115.6(2) yes
C4 C4A C4B 122.4(2) yes
C1 C4B C9 122.7(2) yes
C6 C5 C8B 119.3(3) yes
C8B C5 H5 114.5(18) no
C5 C6 H6 117.(2) no
C6 C7 C8 119.7(3) yes
C8 C7 H7 116.7(18) no
C7 C8 H8 123.1(18) no
C8 C8A C8B 118.4(2) yes
C8B C8A C9 119.6(2) yes
O2 C8B C8A 123.1(2) yes
O1 C9 C4B 122.9(2) yes
C4B C9 C8A 115.8(2) yes
C3 N HN1 119.(2) no
HN1 N HN2 118.(3) no
C2 C1 H1 121.3(17) no
C3 C2 H2 115.2(19) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C9 1.239(3) yes
O2 C8B 1.362(3) yes
N HN1 0.86(4) no
C1 C2 1.352(4) yes
C2 C3 1.410(4) yes
C1 H1 0.98(3) no
C2 H2 0.84(3) no
C4 C4A 1.376(4) yes
C4B C9 1.442(3) yes
C5 C8B 1.392(4) yes
C7 C8 1.374(4) yes
C8A C8B 1.394(4) yes
O2 C4A 1.366(3) yes
N C3 1.363(4) yes
N HN2 0.89(4) no
C1 C4B 1.402(4) yes
C3 C4 1.391(4) yes
C4 H4 0.96(3) no
C4A C4B 1.403(3) yes
C5 C6 1.367(4) yes
C5 H5 0.98(3) no
C6 H6 0.99(4) no
C7 H7 0.95(3) no
C8 H8 1.04(3) no
C6 C7 1.380(4) yes
C8 C8A 1.397(4) yes
C8A C9 1.454(4) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 14920118
