#------------------------------------------------------------------------------
#$Date: 2015-11-12 08:45:24 +0200 (Thu, 12 Nov 2015) $
#$Revision: 170264 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/32/7223227.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_7223227
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                67.8720(10)
_cell_angle_beta                 72.6380(10)
_cell_angle_gamma                63.2960(10)
_cell_formula_units_Z            2
_cell_length_a                   6.2337(4)
_cell_length_b                   6.7932(5)
_cell_length_c                   7.4636(5)
_cell_measurement_reflns_used    723
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     258.35(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      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.966
_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  0.0401
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_laue_measured_fraction_full 0.994
_diffrn_reflns_laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            66424
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         62.288
_diffrn_reflns_theta_min         3.502
_exptl_absorpt_coefficient_mu    0.951
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_correction_T_min  0.771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.982
_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         0.827
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         8081
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0310P)²+0.0194P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0611
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6928
_reflns_number_total             8081
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c5ra19870d2.cif
_cod_data_source_block           a
_cod_database_code               7223227
_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   0.770
_shelx_estimated_absorpt_t_max   0.833
_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 0.09514(5) 1.20993(5) 0.48046(4) 0.01155(3) Uani 1 1 d
O1 O 0.42216(5) 1.30058(5) 0.33125(3) 0.00954(3) Uani 1 1 d
O3 O 0.72812(4) 1.16239(5) 0.94163(4) 0.01012(3) Uani 1 1 d
O4 O 0.32428(4) 1.33453(4) 1.01922(3) 0.00922(3) Uani 1 1 d
C1 C 0.26215(5) 1.26008(5) 0.48275(4) 0.00748(3) Uani 1 1 d
C2 C 0.28574(5) 1.27287(5) 0.67092(4) 0.00853(3) Uani 1 1 d
C4 C 0.51935(5) 1.25208(5) 0.90190(4) 0.00724(3) Uani 1 1 d
C3 C 0.48830(5) 1.26414(5) 0.70627(4) 0.00812(3) Uani 1 1 d
H2 H 0.145(2) 1.2766(18) 0.7679(16) 0.022(2) Uiso 1 1 d
H3 H 0.6347(18) 1.2578(17) 0.6054(15) 0.020(2) Uiso 1 1 d
H1 H 0.372(3) 1.308(3) 0.189(3) 0.073(6) Uiso 1 1 d
K1 K 0.92290(2) 1.19155(2) 0.20083(2) 0.00896(1) 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 134.87(2) . 1_455
C1 O2 K1 110.85(2) . 2_676
K1 O2 K1 103.764(10) 1_455 2_676
C1 O1 K1 143.55(2) . .
C1 O1 H1 111.1(9) . .
K1 O1 H1 97.3(9) . .
C4 O3 K1 132.82(2) . 1_556
C4 O3 K1 120.768(19) . 2_776
K1 O3 K1 105.612(9) 1_556 2_776
C4 O4 K1 130.38(2) . 1_456
C4 O4 K1 105.341(18) . 2_686
K1 O4 K1 101.023(8) 1_456 2_686
O2 C1 O1 124.21(3) . .
O2 C1 C2 118.69(3) . .
O1 C1 C2 117.09(2) . .
C3 C2 C1 123.95(3) . .
C3 C2 H2 122.9(6) . .
C1 C2 H2 113.0(6) . .
O3 C4 O4 124.50(3) . .
O3 C4 C3 118.12(3) . .
O4 C4 C3 117.38(2) . .
C2 C3 C4 123.61(3) . .
C2 C3 H3 122.3(6) . .
C4 C3 H3 114.0(6) . .
O3 K1 O2 175.916(8) 1_554 1_655
O3 K1 O3 74.388(9) 1_554 2_776
O2 K1 O3 107.033(9) 1_655 2_776
O3 K1 O1 70.811(8) 1_554 .
O2 K1 O1 105.801(9) 1_655 .
O3 K1 O1 131.218(8) 2_776 .
O3 K1 O4 112.390(9) 1_554 1_654
O2 K1 O4 71.690(8) 1_655 1_654
O3 K1 O4 75.525(9) 2_776 1_654
O1 K1 O4 150.028(9) . 1_654
O3 K1 O2 100.539(9) 1_554 2_676
O2 K1 O2 76.236(10) 1_655 2_676
O3 K1 O2 77.154(10) 2_776 2_676
O1 K1 O2 76.816(8) . 2_676
O4 K1 O2 128.818(8) 1_654 2_676
O3 K1 O4 74.756(9) 1_554 2_686
O2 K1 O4 106.702(9) 1_655 2_686
O3 K1 O4 128.000(9) 2_776 2_686
O1 K1 O4 73.176(8) . 2_686
O4 K1 O4 78.977(9) 1_654 2_686
O2 K1 O4 149.489(8) 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 1.2385(4) .
O2 K1 2.6792(3) 1_455
O2 K1 2.8876(3) 2_676
O1 C1 1.2993(4) .
O1 K1 2.8092(3) .
O1 H1 1.172(17) .
O3 C4 1.2387(4) .
O3 K1 2.6764(3) 1_556
O3 K1 2.7366(3) 2_776
O4 C4 1.2966(4) .
O4 K1 2.8651(3) 1_456
O4 K1 2.9163(3) 2_686
C1 C2 1.4928(4) .
C2 C3 1.3369(4) .
C2 H2 0.955(11) .
C4 C3 1.4968(4) .
C3 H3 0.990(10) .
K1 O3 2.6764(3) 1_554
K1 O2 2.6792(3) 1_655
K1 O3 2.7365(3) 2_776
K1 O4 2.8651(3) 1_654
K1 O2 2.8876(3) 2_676
K1 O4 2.9163(3) 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 -7.07(5) 1_455
K1 O2 C1 O1 130.52(3) 2_676
K1 O2 C1 C2 173.69(2) 1_455
K1 O2 C1 C2 -48.72(3) 2_676
K1 O1 C1 O2 -131.05(3) .
K1 O1 C1 C2 48.20(5) .
O2 C1 C2 C3 161.46(3) .
O1 C1 C2 C3 -17.83(5) .
K1 O3 C4 O4 -21.60(5) 1_556
K1 O3 C4 O4 146.57(2) 2_776
K1 O3 C4 C3 159.21(2) 1_556
K1 O3 C4 C3 -32.62(4) 2_776
K1 O4 C4 O3 -115.46(3) 1_456
K1 O4 C4 O3 124.97(3) 2_686
K1 O4 C4 C3 63.74(3) 1_456
K1 O4 C4 C3 -55.83(3) 2_686
C1 C2 C3 C4 -173.30(3) .
O3 C4 C3 C2 153.89(3) .
O4 C4 C3 C2 -25.36(4) .
