#------------------------------------------------------------------------------
#$Date: 2017-03-29 14:06:36 +0300 (Wed, 29 Mar 2017) $
#$Revision: 194580 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/11/2011160.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_2011160
loop_
_publ_author_name
'Paredes-García, Verónica'
'Venegas-Yazigi, Diego'
'Lough, Alan J.'
'Latorre, Ramón'
_publ_section_title
;
 Potassium N-(6-oxocyclohexa-1,3-dien-5-ylidenemethyl)glycinate
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e283
_journal_page_last               e283
_journal_paper_doi               10.1107/S0108270100007666
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac          'K 1+, C9 H8 N O3 1-'
_chemical_formula_moiety         'K 1+, C9 H8 N O3 1-'
_chemical_formula_sum            'C9 H8 K N O3'
_chemical_formula_weight         217.26
_chemical_name_systematic
'N-glicyl-2-hydroxibenzaldiminate potasium salt'
_space_group_IT_number           54
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2a 2ac'
_symmetry_space_group_name_H-M   'P c c a'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.8864(2)
_cell_length_b                   18.4943(7)
_cell_length_c                   6.9664(9)
_cell_measurement_reflns_used    18191
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.93
_cell_volume                     1789.1(2)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD server software (Nonius, 1997)'
_computing_data_reduction        DENZO-SMN
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  SHELXTL/PC
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1997)'
_diffrn_ambient_temperature      100.0(10)
_diffrn_measured_fraction_theta_full .990
_diffrn_measured_fraction_theta_max .990
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'φ and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .065
_diffrn_reflns_av_sigmaI/netI    .0411
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            18191
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.93
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .570
_exptl_absorpt_correction_T_max  .945
_exptl_absorpt_correction_T_min  .848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO-SMN; Otwinowski & Minor, 1997)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          .30
_exptl_crystal_size_mid          .30
_exptl_crystal_size_min          .10
_refine_diff_density_max         .315
_refine_diff_density_min         -.438
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         2036
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          .049
_refine_ls_R_factor_gt           .034
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0531P)²+0.0850P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .091
_reflns_number_gt                1580
_reflns_number_total             2036
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qa0306.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Removing the "\" symbol from the _chemical_name_systematic data item value.

 Antanas Vaitkus,
 2017-03-29

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2011160
_cod_database_fobs_code          2011160
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x, y, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'x, -y, z-1/2'
'-x-1/2, y, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
K1 .37216(2) .566063(19) .61305(5) .02087(13) Uani d . 1 . . K
O1 .44004(8) .41710(7) .49912(17) .0243(3) Uani d . 1 . . O
O2 .32160(8) .42719(6) .71803(16) .0231(3) Uani d . 1 . . O
O3 .61865(8) .28272(6) .37158(16) .0242(3) Uani d . 1 . . O
N1 .44982(10) .27315(8) .54113(19) .0214(3) Uani d . 1 . . N
C1 .37832(11) .39230(9) .6127(2) .0198(3) Uani d . 1 . . C
C2 .36668(12) .30998(9) .6223(2) .0226(4) Uani d . 1 . . C
H2A .3584 .2950 .7577 .027 Uiso calc R 1 . . H
H2B .3081 .2956 .5509 .027 Uiso calc R 1 . . H
C3 .46524(12) .20415(9) .5471(2) .0208(4) Uani d . 1 . . C
H3A .4185 .1743 .6076 .025 Uiso calc R 1 . . H
C4 .54831(12) .17059(9) .4681(2) .0208(4) Uani d . 1 . . C
C5 .55599(12) .09424(10) .4748(2) .0248(4) Uani d . 1 . . C
H5A .5088 .0672 .5426 .030 Uiso calc R 1 . . H
C6 .63001(13) .05864(10) .3855(2) .0274(4) Uani d . 1 . . C
H6A .6353 .0075 .3936 .033 Uiso calc R 1 . . H
C7 .69775(12) .09911(10) .2821(2) .0261(4) Uani d . 1 . . C
H7A .7473 .0745 .2146 .031 Uiso calc R 1 . . H
C8 .69451(12) .17329(9) .2756(2) .0236(4) Uani d . 1 . . C
H8A .7423 .1986 .2047 .028 Uiso calc R 1 . . H
C9 .62095(12) .21367(9) .3729(2) .0211(4) Uani d . 1 . . C
H1N .4944(16) .3002(11) .479(3) .036(6) Uiso d . 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K .2009 .2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 K1 O2 5_666 . 115.04(4)
O1 K1 O2 5_666 2_565 170.80(4)
O2 K1 O2 . 2_565 74.16(4)
O1 K1 O3 5_666 5_666 81.61(4)
O2 K1 O3 . 5_666 158.43(3)
O2 K1 O3 2_565 5_666 89.39(3)
O1 K1 O2 5_666 7_565 87.36(3)
O2 K1 O2 . 7_565 103.56(3)
O2 K1 O2 2_565 7_565 90.78(3)
O3 K1 O2 5_666 7_565 90.26(3)
O1 K1 O1 5_666 7_566 86.69(4)
O2 K1 O1 . 7_566 86.34(4)
O2 K1 O1 2_565 7_566 93.80(3)
O3 K1 O1 5_666 7_566 80.84(3)
O2 K1 O1 7_565 7_566 169.93(4)
O1 K1 O1 5_666 . 74.43(4)
O2 K1 O1 . . 45.57(3)
O2 K1 O1 2_565 . 114.25(3)
O3 K1 O1 5_666 . 155.10(3)
O2 K1 O1 7_565 . 82.10(3)
O1 K1 O1 7_566 . 104.07(3)
O1 K1 C1 5_666 . 95.05(4)
O2 K1 C1 . . 22.65(3)
O2 K1 C1 2_565 . 94.04(4)
O3 K1 C1 5_666 . 175.34(4)
O2 K1 C1 7_565 . 92.85(4)
O1 K1 C1 7_566 . 95.77(4)
O1 K1 C1 . . 22.92(3)
O1 K1 K1 5_666 3_656 45.31(3)
O2 K1 K1 . 3_656 95.66(2)
O2 K1 K1 2_565 3_656 136.48(3)
O3 K1 K1 5_666 3_656 86.66(2)
O2 K1 K1 7_565 3_656 132.52(3)
O1 K1 K1 7_566 3_656 42.80(2)
O1 K1 K1 . 3_656 81.34(2)
C1 K1 K1 . 3_656 88.68(3)
O1 K1 K1 5_666 2_565 147.00(3)
O2 K1 K1 . 2_565 41.42(2)
O2 K1 K1 2_565 2_565 40.88(2)
O3 K1 K1 5_666 2_565 128.34(3)
O2 K1 K1 7_565 2_565 79.94(2)
O1 K1 K1 7_566 2_565 109.28(2)
O1 K1 K1 . 2_565 73.74(2)
C1 K1 K1 . 2_565 55.76(3)
K1 K1 K1 3_656 2_565 135.623(8)
O1 K1 K1 5_666 7_565 80.32(3)
O2 K1 K1 . 7_565 71.50(3)
O2 K1 K1 2_565 7_565 103.90(2)
O3 K1 K1 5_666 7_565 127.20(2)
O2 K1 K1 7_565 7_565 39.89(2)
O1 K1 K1 7_566 7_565 146.14(3)
O1 K1 K1 . 7_565 42.31(2)
C1 K1 K1 . 7_565 54.92(3)
K1 K1 K1 3_656 7_565 112.802(8)
K1 K1 K1 2_565 7_565 70.388(9)
O1 K1 K1 5_666 7_566 107.38(3)
O2 K1 K1 . 7_566 41.32(2)
O2 K1 K1 2_565 7_566 79.11(2)
O3 K1 K1 5_666 7_566 122.82(2)
O2 K1 K1 7_565 7_566 144.85(3)
O1 K1 K1 7_566 7_566 45.12(3)
O1 K1 K1 . 7_566 72.00(3)
C1 K1 K1 . 7_566 55.01(3)
K1 K1 K1 3_656 7_566 67.198(8)
K1 K1 K1 2_565 7_566 70.388(9)
K1 K1 K1 7_565 7_566 109.898(17)
C1 O1 K1 . 5_666 150.74(11)
C1 O1 K1 . 7_565 114.02(10)
K1 O1 K1 5_666 7_565 91.89(4)
C1 O1 K1 . . 87.39(10)
K1 O1 K1 5_666 . 105.58(4)
K1 O1 K1 7_565 . 92.57(3)
C1 O2 K1 . . 99.43(10)
C1 O2 K1 . 2_565 118.34(10)
K1 O2 K1 . 2_565 97.71(4)
C1 O2 K1 . 7_566 115.70(9)
K1 O2 K1 . 7_566 98.79(4)
K1 O2 K1 2_565 7_566 119.33(4)
C9 O3 K1 . 5_666 175.20(10)
C3 N1 C2 . . 125.47(15)
O1 C1 O2 . . 127.59(16)
O1 C1 C2 . . 117.59(14)
O2 C1 C2 . . 114.78(14)
O1 C1 K1 . . 69.69(9)
O2 C1 K1 . . 57.92(9)
C2 C1 K1 . . 172.00(10)
N1 C2 C1 . . 111.38(13)
N1 C3 C4 . . 123.53(15)
C5 C4 C3 . . 118.92(15)
C5 C4 C9 . . 120.77(15)
C3 C4 C9 . . 120.22(15)
C6 C5 C4 . . 121.36(16)
C5 C6 C7 . . 118.71(17)
C8 C7 C6 . . 121.91(16)
C7 C8 C9 . . 121.82(15)
O3 C9 C8 . . 122.31(15)
O3 C9 C4 . . 122.44(15)
C8 C9 C4 . . 115.23(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
K1 O1 5_666 2.7402(12) ?
K1 O2 . 2.7612(12) ?
K1 O2 2_565 2.7911(12) ?
K1 O3 5_666 2.8016(12) ?
K1 O2 7_565 2.8427(12) ?
K1 O1 7_566 2.8669(13) ?
K1 O1 . 3.0180(13) ?
K1 C1 . 3.2147(18) ?
K1 K1 3_656 4.0308(7) ?
K1 K1 2_565 4.1811(7) ?
K1 K1 7_565 4.2549(6) ?
K1 K1 7_566 4.2549(6) ?
O1 C1 . 1.2533(19) ?
O1 K1 5_666 2.7402(12) ?
O1 K1 7_565 2.8669(13) ?
O2 C1 . 1.2551(19) ?
O2 K1 2_565 2.7911(12) ?
O2 K1 7_566 2.8427(12) ?
O3 C9 . 1.277(2) ?
O3 K1 5_666 2.8016(12) ?
N1 C3 . 1.295(2) ?
N1 C2 . 1.455(2) ?
C1 C2 . 1.533(2) ?
C3 C4 . 1.421(2) ?
C4 C5 . 1.417(2) ?
C4 C9 . 1.446(2) ?
C5 C6 . 1.370(2) ?
C6 C7 . 1.401(2) ?
C7 C8 . 1.373(2) ?
C8 C9 . 1.435(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N O3 .91(2) 1.91(2) 2.6310(19) 135.4(18)
