#------------------------------------------------------------------------------
#$Date: 2015-11-12 08:45:24 +0200 (Thu, 12 Nov 2015) $
#$Revision: 170264 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/32/7223230.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_7223230
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                68.2700(10)
_cell_angle_beta                 72.8360(10)
_cell_angle_gamma                63.4500(10)
_cell_formula_units_Z            2
_cell_length_a                   6.2401(3)
_cell_length_b                   6.8687(4)
_cell_length_c                   7.4695(4)
_cell_measurement_reflns_used    95
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     262.78(2)
_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      250(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_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  0.0106
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.997
_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            3452
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.992
_diffrn_reflns_theta_min         2.972
_exptl_absorpt_coefficient_mu    0.935
_exptl_absorpt_correction_T_max  0.846
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.948
_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         0.400
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.270
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1533
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.270
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0243
_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)+(0.0337P)²+0.0511P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0697
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1440
_reflns_number_total             1533
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c5ra19870d2.cif
_cod_data_source_block           250
_cod_database_code               7223230
_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   0.773
_shelx_estimated_absorpt_t_max   0.835
_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 0.09759(17) 1.20886(18) 0.47914(13) 0.0266(2) Uani 1 1 d
O1 O 0.42036(16) 1.30179(16) 0.33119(12) 0.02180(19) Uani 1 1 d
O3 O 0.72616(16) 1.16240(16) 0.94099(13) 0.02289(19) Uani 1 1 d
O4 O 0.32462(15) 1.33469(16) 1.01745(12) 0.02081(18) Uani 1 1 d
C1 C 0.2622(2) 1.25983(19) 0.48181(16) 0.0170(2) Uani 1 1 d
C2 C 0.2870(2) 1.2724(2) 0.66979(16) 0.0185(2) Uani 1 1 d
C4 C 0.5186(2) 1.25166(18) 0.90144(15) 0.0161(2) Uani 1 1 d
C3 C 0.4867(2) 1.2643(2) 0.70571(16) 0.0177(2) Uani 1 1 d
H2 H 0.148(4) 1.283(3) 0.761(3) 0.040(5) Uiso 1 1 d
H3 H 0.632(3) 1.258(3) 0.611(3) 0.037(5) Uiso 1 1 d
H1 H 0.371(5) 1.306(5) 0.190(4) 0.102(10) Uiso 1 1 d
K1 K 0.92292(4) 1.19104(5) 0.20000(4) 0.02180(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 135.09(8) . 1_455
C1 O2 K1 111.32(8) . 2_676
K1 O2 K1 103.68(3) 1_455 2_676
C1 O1 K1 143.19(7) . .
C1 O1 H1 110.7(14) . .
K1 O1 H1 97.0(14) . .
C4 O3 K1 132.79(7) . 1_556
C4 O3 K1 121.40(7) . 2_776
K1 O3 K1 105.02(3) 1_556 2_776
C4 O4 K1 129.90(7) . 1_456
C4 O4 K1 106.00(7) . 2_686
K1 O4 K1 101.58(3) 1_456 2_686
O2 C1 O1 124.31(10) . .
O2 C1 C2 118.94(10) . .
O1 C1 C2 116.75(10) . .
C3 C2 C1 124.40(10) . .
C3 C2 H2 123.1(11) . .
C1 C2 H2 112.5(11) . .
O3 C4 O4 124.70(10) . .
O3 C4 C3 118.16(10) . .
O4 C4 C3 117.13(10) . .
C2 C3 C4 123.89(10) . .
C2 C3 H3 124.3(10) . .
C4 C3 H3 111.8(10) . .
O3 K1 O2 175.96(3) 1_554 1_655
O3 K1 O3 74.98(3) 1_554 2_776
O2 K1 O3 106.37(3) 1_655 2_776
O3 K1 O1 70.87(3) 1_554 .
O2 K1 O1 105.82(3) 1_655 .
O3 K1 O1 131.65(3) 2_776 .
O3 K1 O4 112.35(3) 1_554 1_654
O2 K1 O4 71.68(3) 1_655 1_654
O3 K1 O4 75.73(3) 2_776 1_654
O1 K1 O4 149.49(3) . 1_654
O3 K1 O2 100.45(3) 1_554 2_676
O2 K1 O2 76.32(3) 1_655 2_676
O3 K1 O2 76.94(3) 2_776 2_676
O1 K1 O2 76.78(3) . 2_676
O4 K1 O2 129.32(3) 1_654 2_676
O3 K1 O4 75.34(3) 1_554 2_686
O2 K1 O4 106.14(3) 1_655 2_686
O3 K1 O4 128.87(3) 2_776 2_686
O1 K1 O4 73.12(3) . 2_686
O4 K1 O4 78.42(3) 1_654 2_686
O2 K1 O4 149.29(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 1.2314(14) .
O2 K1 2.6833(9) 1_455
O2 K1 2.9265(10) 2_676
O1 C1 1.2968(14) .
O1 K1 2.8248(9) .
O1 H1 1.17(3) .
O3 C4 1.2340(14) .
O3 K1 2.6813(9) 1_556
O3 K1 2.7527(10) 2_776
O4 C4 1.2926(14) .
O4 K1 2.8833(9) 1_456
O4 K1 2.9497(10) 2_686
C1 C2 1.4945(15) .
C2 C3 1.3236(16) .
C2 H2 0.92(2) .
C4 C3 1.4989(14) .
C3 H3 0.964(19) .
K1 O3 2.6813(9) 1_554
K1 O2 2.6833(9) 1_655
K1 O3 2.7527(10) 2_776
K1 O4 2.8833(9) 1_654
K1 O2 2.9265(10) 2_676
K1 O4 2.9497(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 -7.5(2) 1_455
K1 O2 C1 O1 131.22(10) 2_676
K1 O2 C1 C2 173.36(8) 1_455
K1 O2 C1 C2 -47.97(13) 2_676
K1 O1 C1 O2 -129.52(12) .
K1 O1 C1 C2 49.68(17) .
O2 C1 C2 C3 160.94(12) .
O1 C1 C2 C3 -18.31(18) .
K1 O3 C4 O4 -21.59(18) 1_556
K1 O3 C4 O4 146.64(9) 2_776
K1 O3 C4 C3 158.82(8) 1_556
K1 O3 C4 C3 -32.94(13) 2_776
K1 O4 C4 O3 -114.73(11) 1_456
K1 O4 C4 O3 124.46(11) 2_686
K1 O4 C4 C3 64.86(12) 1_456
K1 O4 C4 C3 -55.95(10) 2_686
C1 C2 C3 C4 -173.07(10) .
O3 C4 C3 C2 153.32(12) .
O4 C4 C3 C2 -26.30(17) .
