#------------------------------------------------------------------------------
#$Date: 2022-10-03 16:40:12 +0200 (Mon 03 de Oct de 2022) $
#$Revision: 278324 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005145.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_2005145
loop_
_publ_author_name
'Okabe, N.'
'Miura, J.'
'Shimosaki, A.'
_publ_section_title
;
 Kynurenic Acid Monohydrate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1827
_journal_page_last               1829
_journal_paper_doi               10.1107/S0108270196001734
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C10 H7 N1 O3, H2 O1'
_chemical_formula_moiety         'C10 H9 N1 O4'
_chemical_formula_sum            'C10 H9 N O4'
_chemical_formula_weight         207.19
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 94.10(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.713(3)
_cell_length_b                   12.602(4)
_cell_length_c                   10.869(6)
_cell_measurement_reflns_used    11
_cell_measurement_temperature    296
_cell_measurement_theta_max      12.25
_cell_measurement_theta_min      4.45
_cell_volume                     917.1(7)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1985)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  TEXSAN
_computing_structure_solution
'SHELX86 (Sheldrick, 1985) and DIRDIF (Beurskens, 1984)'
_diffrn_measurement_device       'Rigaku AFC5R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.134
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2385
_diffrn_reflns_theta_max         27.50
_diffrn_standards_decay_%        0.40
_diffrn_standards_interval_count 150
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.43
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.620
_refine_ls_hydrogen_treatment    'H-atom parameters refined isotropically'
_refine_ls_number_parameters     131
_refine_ls_number_reflns         670
_refine_ls_R_factor_obs          0.096
_refine_ls_shift/esd_max         0.009
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fₒ²/σ²(Fₒ²)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.079
_reflns_number_observed          670
_reflns_number_total             2207
_reflns_observed_criterion       I>1.5\s(I)
_cod_data_source_file            kh1080.cif
_cod_data_source_block           kynu
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-03-24

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 4F~o~^2^/\s^2^(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 =
4F~o~^2^/\s^2^(F~o~^2^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C10 H9 N1 O4'
_cod_database_code               2005145
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O(1) 0.116(9) 0.019(4) 0.027(5) 0.007(5) 0.005(5) -0.010(4)
O(2) 0.089(7) 0.026(5) 0.032(5) 0.001(5) -0.007(5) -0.005(4)
O(3) 0.089(7) 0.026(4) 0.038(5) -0.006(5) -0.014(5) -0.002(4)
O(4) 0.069(6) 0.020(4) 0.029(5) 0.004(4) 0.000(5) -0.006(4)
N(1) 0.045(7) 0.019(5) 0.021(5) -0.008(5) 0.010(5) -0.008(5)
C(2) 0.026(7) 0.029(6) 0.017(6) -0.002(6) 0.005(5) 0.000(5)
C(3) 0.044(9) 0.026(6) 0.027(7) 0.003(6) 0.009(6) -0.004(6)
C(4) 0.024(7) 0.032(6) 0.032(7) -0.004(6) -0.004(6) 0.005(6)
C(5) 0.041(8) 0.026(6) 0.026(7) -0.001(6) -0.004(6) -0.009(7)
C(6) 0.070(10) 0.027(7) 0.029(8) -0.005(7) -0.005(7) -0.007(7)
C(7) 0.070(10) 0.044(8) 0.030(8) -0.005(8) 0.004(7) 0.012(7)
C(8) 0.050(9) 0.028(7) 0.025(7) -0.007(7) 0.001(6) 0.012(6)
C(9) 0.021(3) ? ? ? ? ?
C(10) 0.035(7) 0.012(5) 0.023(6) -0.001(5) 0.001(6) -0.002(5)
C(11) 0.049(9) 0.021(6) 0.026(7) -0.001(6) -0.010(6) 0.001(6)
H(1) 0.07(5) ? ? ? ? ?
H(3) 0.09(4) ? ? ? ? ?
H(4) 0.11(5) ? ? ? ? ?
H(5) 0.05(3) ? ? ? ? ?
H(6) 0.02(3) ? ? ? ? ?
H(7) 0.06(4) ? ? ? ? ?
H(8) 0.09(5) ? ? ? ? ?
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
_atom_site_attached_hydrogens
O(1) .2760(10) .2862(6) .7122(7) 4.3(5) 0
O(2) .2120(10) .4389(6) .6159(7) 3.9(4) 0
O(3) .3740(10) .1475(6) .9601(6) 4.1(4) 2
O(4) .2260(10) .6905(6) .9869(7) 3.1(4) 0
N(1) .2690(10) .3718(8) .9324(8) 2.2(4) 0
C(2) .249(2) .4379(8) .8360(10) 1.9(5) 0
C(3) .227(2) .5456(8) .8480(10) 2.5(6) 0
C(4) .236(2) .5879(9) .9660(10) 2.3(5) 0
C(5) .267(2) .5570(8) 1.1960(10) 2.5(6) 0
C(6) .285(2) .4850(10) 1.2900(10) 3.2(6) 0
C(7) .293(2) .3780(10) 1.2660(10) 3.9(7) 0
C(8) .290(2) .3390(10) 1.1490(10) 2.7(6) 0
C(9) .271(2) .4083(8) 1.0510(10) 1.6(2) 0
C(10) .257(2) .5184(8) 1.0720(10) 1.8(5) 0
C(11) .243(2) .3849(8) .7100(10) 2.6(5) 0
H(1) .28(2) .300(10) .910(10) 6(4) 0
H(3) .21(2) .594(8) .750(10) 7(3) 0
H(4) .23(2) .720(10) .880(10) 9(4) 0
H(5) .280(10) .632(8) 1.213(9) 4(3) 0
H(6) .310(10) .522(7) 1.354(8) 1(2) 0
H(7) .31(2) .327(8) 1.330(10) 5(3) 0
H(8) .30(2) .260(10) 1.140(10) 7(4) 0
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
C(2) N(1) C(9) 122.0(10) yes
N(1) C(2) C(3) 123.0(10) yes
N(1) C(2) C(11) 115.2(9) yes
C(3) C(2) C(11) 122.0(10) yes
C(2) C(3) C(4) 118.0(10) yes
O(4) C(4) C(3) 122.0(10) yes
O(4) C(4) C(10) 117.0(10) yes
C(3) C(4) C(10) 120.0(10) yes
C(6) C(5) C(10) 119.0(10) yes
C(5) C(6) C(7) 121.0(10) yes
C(6) C(7) C(8) 122.0(10) yes
C(7) C(8) C(9) 119.0(10) yes
N(1) C(9) C(8) 121.0(10) yes
N(1) C(9) C(10) 119.0(10) yes
C(8) C(9) C(10) 120.0(10) yes
C(4) C(10) C(5) 123.0(10) yes
C(4) C(10) C(9) 118.0(10) yes
C(5) C(10) C(9) 120.0(10) yes
O(1) C(11) O(2) 125.0(10) yes
O(1) C(11) C(2) 115.0(10) yes
O(2) C(11) C(2) 119.7(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(11) 1.260(10) yes
O(2) C(11) 1.240(10) yes
O(4) C(4) 1.320(10) yes
N(1) C(2) 1.340(10) yes
N(1) C(9) 1.370(10) yes
C(2) C(3) 1.370(10) yes
C(2) C(11) 1.520(10) yes
C(3) C(4) 1.390(10) yes
C(4) C(10) 1.450(10) yes
C(5) C(6) 1.360(10) yes
C(5) C(10) 1.420(10) yes
C(6) C(7) 1.39(2) yes
C(7) C(8) 1.36(2) yes
C(8) C(9) 1.380(10) yes
C(9) C(10) 1.410(10) yes
O(4) H(4) 1.20(10) no
N(1) H(1) 1.00(10) no
C(3) H(3) 1.20(10) no
C(5) H(5) 1.00(10) no
C(6) H(6) 0.84(8) no
C(7) H(7) 0.90(10) no
C(8) H(8) 1.10(10) no
