#------------------------------------------------------------------------------
#$Date: 2015-11-12 08:45:24 +0200 (Thu, 12 Nov 2015) $
#$Revision: 170264 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/32/7223231.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7223231
loop_
_publ_author_name
'Ananyev, Ivan V.'
'Bushmarinov, Ivan S.'
'Ushakov, Ivan E.'
'Aitkulova, Liliya I.'
'Lyssenko, Konstantin A.'
_publ_section_title
;
 Tuning of double-well potential of short strong hydrogen bond by ionic
 interactions in alkali metal hydrodicarboxylates
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA19870D
_journal_year                    2015
_chemical_formula_moiety         'C4 H3 K O4'
_chemical_formula_sum            'C4 H3 K O4'
_chemical_formula_weight         154.16
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2015-09-24 deposited with the CCDC.
2015-11-05 downloaded from the CCDC.
;
_cell_angle_alpha                68.4070(10)
_cell_angle_beta                 72.9030(10)
_cell_angle_gamma                63.5040(10)
_cell_formula_units_Z            2
_cell_length_a                   6.2421(4)
_cell_length_b                   6.8981(5)
_cell_length_c                   7.4726(5)
_cell_measurement_reflns_used    95
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     264.48(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX II CCD area detector''
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0101
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3476
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.991
_diffrn_reflns_theta_min         2.968
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.936
_exptl_crystal_description       prism
_exptl_crystal_F_000             156
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1545
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.188
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0247
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0336P)²+0.0687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0701
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1430
_reflns_number_total             1545
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c5ra19870d2.cif
_cod_data_source_block           300
_cod_database_code               7223231
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.775
_shelx_estimated_absorpt_t_max   0.836
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
O2 O 0.09845(18) 1.20824(19) 0.47873(14) 0.0319(2) Uani 1 1 d
O1 O 0.41987(16) 1.30188(17) 0.33132(12) 0.0259(2) Uani 1 1 d
O3 O 0.72534(17) 1.16243(17) 0.94080(13) 0.0272(2) Uani 1 1 d
O4 O 0.32460(16) 1.33470(17) 1.01682(12) 0.02441(19) Uani 1 1 d
C1 C 0.2621(2) 1.25983(19) 0.48141(16) 0.0197(2) Uani 1 1 d
C2 C 0.2870(2) 1.2724(2) 0.66920(16) 0.0219(2) Uani 1 1 d
C4 C 0.5184(2) 1.25163(19) 0.90114(16) 0.0188(2) Uani 1 1 d
C3 C 0.4861(2) 1.2643(2) 0.70559(16) 0.0210(2) Uani 1 1 d
H2 H 0.149(4) 1.282(3) 0.762(3) 0.046(5) Uiso 1 1 d
H3 H 0.631(3) 1.258(3) 0.612(3) 0.041(5) Uiso 1 1 d
H1 H 0.371(5) 1.305(5) 0.188(4) 0.104(10) Uiso 1 1 d
K1 K 0.92288(5) 1.19092(5) 0.19972(4) 0.02608(10) Uani 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 O2 K1 135.11(8) . 1_455
C1 O2 K1 111.56(8) . 2_676
K1 O2 K1 103.68(3) 1_455 2_676
C1 O1 K1 143.18(8) . .
C1 O1 H1 110.7(14) . .
K1 O1 H1 96.8(14) . .
C4 O3 K1 132.80(8) . 1_556
C4 O3 K1 121.61(8) . 2_776
K1 O3 K1 104.82(3) 1_556 2_776
C4 O4 K1 129.81(8) . 1_456
C4 O4 K1 106.18(7) . 2_686
K1 O4 K1 101.81(3) 1_456 2_686
O2 C1 O1 124.38(11) . .
O2 C1 C2 118.93(11) . .
O1 C1 C2 116.67(10) . .
C3 C2 C1 124.54(11) . .
C3 C2 H2 122.0(12) . .
C1 C2 H2 113.4(12) . .
O3 C4 O4 124.74(10) . .
O3 C4 C3 118.26(10) . .
O4 C4 C3 117.00(10) . .
C2 C3 C4 124.10(11) . .
C2 C3 H3 124.3(11) . .
C4 C3 H3 111.5(11) . .
O3 K1 O2 175.94(3) 1_554 1_655
O3 K1 O3 75.18(3) 1_554 2_776
O2 K1 O3 106.12(3) 1_655 2_776
O3 K1 O1 70.89(3) 1_554 .
O2 K1 O1 105.81(3) 1_655 .
O3 K1 O1 131.77(3) 2_776 .
O3 K1 O4 112.33(3) 1_554 1_654
O2 K1 O4 71.71(3) 1_655 1_654
O3 K1 O4 75.81(3) 2_776 1_654
O1 K1 O4 149.33(3) . 1_654
O3 K1 O2 100.41(3) 1_554 2_676
O2 K1 O2 76.32(3) 1_655 2_676
O3 K1 O2 76.86(3) 2_776 2_676
O1 K1 O2 76.73(3) . 2_676
O4 K1 O2 129.49(3) 1_654 2_676
O3 K1 O4 75.58(3) 1_554 2_686
O2 K1 O4 105.96(3) 1_655 2_686
O3 K1 O4 129.17(3) 2_776 2_686
O1 K1 O4 73.16(3) . 2_686
O4 K1 O4 78.19(3) 1_654 2_686
O2 K1 O4 149.25(3) 2_676 2_686
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C1 1.2297(14) .
O2 K1 2.6844(9) 1_455
O2 K1 2.9397(11) 2_676
O1 C1 1.2953(14) .
O1 K1 2.8294(9) .
O1 H1 1.19(3) .
O3 C4 1.2316(14) .
O3 K1 2.6835(9) 1_556
O3 K1 2.7601(10) 2_776
O4 C4 1.2924(14) .
O4 K1 2.8889(10) 1_456
O4 K1 2.9623(10) 2_686
C1 C2 1.4935(15) .
C2 C3 1.3217(17) .
C2 H2 0.93(2) .
C4 C3 1.4990(15) .
C3 H3 0.962(19) .
K1 O3 2.6835(9) 1_554
K1 O2 2.6844(9) 1_655
K1 O3 2.7601(10) 2_776
K1 O4 2.8889(10) 1_654
K1 O2 2.9397(11) 2_676
K1 O4 2.9623(10) 2_686
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
K1 O2 C1 O1 -7.9(2) 1_455
K1 O2 C1 O1 131.30(11) 2_676
K1 O2 C1 C2 173.13(8) 1_455
K1 O2 C1 C2 -47.66(13) 2_676
K1 O1 C1 O2 -128.91(12) .
K1 O1 C1 C2 50.07(18) .
O2 C1 C2 C3 160.62(13) .
O1 C1 C2 C3 -18.41(19) .
K1 O3 C4 O4 -21.79(19) 1_556
K1 O3 C4 O4 146.59(10) 2_776
K1 O3 C4 C3 158.71(8) 1_556
K1 O3 C4 C3 -32.91(14) 2_776
K1 O4 C4 O3 -114.35(12) 1_456
K1 O4 C4 O3 124.36(11) 2_686
K1 O4 C4 C3 65.15(13) 1_456
K1 O4 C4 C3 -56.13(11) 2_686
C1 C2 C3 C4 -173.02(11) .
O3 C4 C3 C2 153.07(13) .
O4 C4 C3 C2 -26.47(18) .
