# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 2154003'
loop_
_audit_author_name
_audit_author_address
'Alexander Medvedev'
;Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-02-22 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2 (C4 H10 O2), C4 H9 O2, K'
_chemical_formula_sum            'C12 H29 K O6'
_chemical_formula_weight         308.45

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'
K K 0.2009 0.2494 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.5398(3)
_cell_length_b                   11.8631(4)
_cell_length_c                   17.8926(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1812.67(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5656
_cell_measurement_theta_min      2.852
_cell_measurement_theta_max      29.085

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   0.6958
_exptl_transmission_factor_max   0.7461
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.309
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15894
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.060
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3954
_reflns_number_gt                3521
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_cell_refinement       'SAINT (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0145P)²+0.4151P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.40(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3954
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0613
_refine_ls_wR_factor_gt          0.0590
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.63168(6) 0.81488(4) 0.49763(3) 0.02061(11) Uani 1 1 d . . . . .
C1 C 0.4767(3) 0.5629(2) 0.60503(14) 0.0263(6) Uani 1 1 d . . . . .
C11 C 0.5038(4) 0.6392(3) 0.67221(15) 0.0412(8) Uani 1 1 d . . . . .
H111 H 0.591931 0.689797 0.661972 0.062 Uiso 1 1 calc R U . . .
H112 H 0.527514 0.593068 0.716206 0.062 Uiso 1 1 calc R U . . .
H113 H 0.409329 0.683897 0.681691 0.062 Uiso 1 1 calc R U . . .
C12 C 0.3385(4) 0.4852(2) 0.61846(16) 0.0387(8) Uani 1 1 d . . . . .
H121 H 0.245963 0.530101 0.631175 0.058 Uiso 1 1 calc R U . . .
H122 H 0.362692 0.433788 0.659778 0.058 Uiso 1 1 calc R U . . .
H123 H 0.317521 0.441347 0.573119 0.058 Uiso 1 1 calc R U . . .
C13 C 0.6218(4) 0.4977(3) 0.58288(16) 0.0475(9) Uani 1 1 d . . . . .
H131 H 0.602187 0.457413 0.535997 0.071 Uiso 1 1 calc R U . . .
H132 H 0.647838 0.443403 0.622245 0.071 Uiso 1 1 calc R U . . .
H133 H 0.709370 0.550106 0.576069 0.071 Uiso 1 1 calc R U . . .
O1 O 0.43795(19) 0.64350(13) 0.54731(9) 0.0193(4) Uani 1 1 d . . . . .
O2 O 0.4034(2) 0.58259(14) 0.47736(9) 0.0231(4) Uani 1 1 d . . . . .
H2 H 0.509(4) 0.601(3) 0.4469(18) 0.072(11) Uiso 1 1 d . . . . .
C2 C 0.5410(3) 0.6981(2) 0.29009(13) 0.0228(5) Uani 1 1 d . . . . .
C21 C 0.5110(4) 0.8128(3) 0.25530(16) 0.0394(7) Uani 1 1 d . . . . .
H211 H 0.438044 0.855349 0.286797 0.059 Uiso 1 1 calc R U . . .
H212 H 0.465536 0.802922 0.205438 0.059 Uiso 1 1 calc R U . . .
H213 H 0.609966 0.854120 0.251215 0.059 Uiso 1 1 calc R U . . .
C22 C 0.3905(3) 0.6316(2) 0.29888(14) 0.0348(7) Uani 1 1 d . . . . .
H221 H 0.412697 0.560525 0.324758 0.052 Uiso 1 1 calc R U . . .
H222 H 0.346454 0.615494 0.249446 0.052 Uiso 1 1 calc R U . . .
H223 H 0.315257 0.675643 0.328107 0.052 Uiso 1 1 calc R U . . .
C23 C 0.6608(3) 0.6317(2) 0.24581(14) 0.0315(6) Uani 1 1 d . . . . .
H231 H 0.757918 0.675228 0.241999 0.047 Uiso 1 1 calc R U . . .
H232 H 0.619883 0.616681 0.195604 0.047 Uiso 1 1 calc R U . . .
H233 H 0.681911 0.560051 0.271192 0.047 Uiso 1 1 calc R U . . .
O3 O 0.6042(2) 0.72759(13) 0.36218(9) 0.0200(4) Uani 1 1 d . . . . .
O4 O 0.6425(2) 0.62508(13) 0.40505(8) 0.0201(4) Uani 1 1 d . . . . .
C3 C 0.4669(3) 1.1069(2) 0.56360(14) 0.0223(5) Uani 1 1 d . . . . .
C31 C 0.3279(3) 1.1397(2) 0.61194(14) 0.0284(6) Uani 1 1 d . . . . .
H311 H 0.231058 1.130992 0.583154 0.043 Uiso 1 1 calc R U . . .
H312 H 0.338973 1.218384 0.627758 0.043 Uiso 1 1 calc R U . . .
H313 H 0.324125 1.090876 0.656087 0.043 Uiso 1 1 calc R U . . .
C32 C 0.6214(3) 1.1148(2) 0.60537(14) 0.0316(6) Uani 1 1 d . . . . .
H321 H 0.618762 1.064535 0.648842 0.047 Uiso 1 1 calc R U . . .
H322 H 0.637910 1.192522 0.622095 0.047 Uiso 1 1 calc R U . . .
H323 H 0.707106 1.092317 0.572144 0.047 Uiso 1 1 calc R U . . .
C33 C 0.4707(3) 1.1758(2) 0.49127(16) 0.0320(6) Uani 1 1 d . . . . .
H331 H 0.556171 1.148868 0.459387 0.048 Uiso 1 1 calc R U . . .
H332 H 0.487439 1.255509 0.503255 0.048 Uiso 1 1 calc R U . . .
H333 H 0.370862 1.167170 0.464869 0.048 Uiso 1 1 calc R U . . .
O5 O 0.44541(19) 0.99342(13) 0.53504(9) 0.0203(4) Uani 1 1 d . . . . .
O6 O 0.4382(2) 0.91448(14) 0.59849(9) 0.0217(4) Uani 1 1 d . . . . .
H6 H 0.328(4) 0.897(3) 0.5943(16) 0.051(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O3 2.6460(16) . ?
K1 O2 2.6580(18) 4_566 ?
K1 O6 2.7168(18) . ?
K1 O5 2.7321(17) . ?
K1 O1 2.7678(17) . ?
K1 O1 2.7805(17) 4_566 ?
K1 O4 2.7969(16) . ?
K1 O2 3.3948(17) . ?
K1 K1 4.5397(3) 4_466 ?
K1 K1 4.5397(4) 4_566 ?
K1 H2 2.90(3) . ?
C1 O1 1.446(3) . ?
C1 C13 1.513(4) . ?
C1 C12 1.517(4) . ?
C1 C11 1.523(4) . ?
C11 H111 0.9800 . ?
C11 H112 0.9800 . ?
C11 H113 0.9800 . ?
C12 H121 0.9800 . ?
C12 H122 0.9800 . ?
C12 H123 0.9800 . ?
C13 H131 0.9800 . ?
C13 H132 0.9800 . ?
C13 H133 0.9800 . ?
O1 O2 1.475(2) . ?
O2 H2 1.07(4) . ?
C2 O3 1.441(3) . ?
C2 C23 1.515(3) . ?
C2 C22 1.516(4) . ?
C2 C21 1.518(4) . ?
C21 H211 0.9800 . ?
C21 H212 0.9800 . ?
C21 H213 0.9800 . ?
C22 H221 0.9800 . ?
C22 H222 0.9800 . ?
C22 H223 0.9800 . ?
C23 H231 0.9800 . ?
C23 H232 0.9800 . ?
C23 H233 0.9800 . ?
O3 O4 1.475(2) . ?
O4 H2 1.40(4) . ?
C3 O5 1.451(3) . ?
C3 C32 1.519(4) . ?
C3 C31 1.520(3) . ?
C3 C33 1.531(3) . ?
C31 H311 0.9800 . ?
C31 H312 0.9800 . ?
C31 H313 0.9800 . ?
C32 H321 0.9800 . ?
C32 H322 0.9800 . ?
C32 H323 0.9800 . ?
C33 H331 0.9800 . ?
C33 H332 0.9800 . ?
C33 H333 0.9800 . ?
O5 O6 1.473(2) . ?
O6 H6 0.97(3) . ?

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
_geom_angle_publ_flag
O3 K1 O2 114.25(5) . 4_566 ?
O3 K1 O6 136.44(6) . . ?
O2 K1 O6 102.71(5) 4_566 . ?
O3 K1 O5 118.43(5) . . ?
O2 K1 O5 96.45(5) 4_566 . ?
O6 K1 O5 31.36(5) . . ?
O3 K1 O1 87.34(5) . . ?
O2 K1 O1 143.51(5) 4_566 . ?
O6 K1 O1 75.09(5) . . ?
O5 K1 O1 98.21(5) . . ?
O3 K1 O1 83.57(5) . 4_566 ?
O2 K1 O1 31.37(4) 4_566 4_566 ?
O6 K1 O1 133.38(5) . 4_566 ?
O5 K1 O1 118.74(5) . 4_566 ?
O1 K1 O1 141.77(4) . 4_566 ?
O3 K1 O4 31.28(4) . . ?
O2 K1 O4 116.05(5) 4_566 . ?
O6 K1 O4 139.79(6) . . ?
O5 K1 O4 142.05(5) . . ?
O1 K1 O4 67.58(5) . . ?
O1 K1 O4 86.59(5) 4_566 . ?
O3 K1 O2 62.19(4) . . ?
O2 K1 O2 152.96(5) 4_566 . ?
O6 K1 O2 94.30(5) . . ?
O5 K1 O2 108.73(5) . . ?
O1 K1 O2 25.16(4) . . ?
O1 K1 O2 130.79(5) 4_566 . ?
O4 K1 O2 45.75(4) . . ?
O3 K1 K1 78.52(4) . 4_466 ?
O2 K1 K1 166.71(4) 4_566 4_466 ?
O6 K1 K1 64.10(4) . 4_466 ?
O5 K1 K1 73.18(4) . 4_466 ?
O1 K1 K1 35.19(3) . 4_466 ?
O1 K1 K1 161.87(4) 4_566 4_466 ?
O4 K1 K1 76.66(4) . 4_466 ?
O2 K1 K1 35.58(3) . 4_466 ?
O3 K1 K1 88.16(4) . 4_566 ?
O2 K1 K1 48.00(4) 4_566 4_566 ?
O6 K1 K1 134.99(4) . 4_566 ?
O5 K1 K1 143.70(4) . 4_566 ?
O1 K1 K1 107.89(4) . 4_566 ?
O1 K1 K1 35.00(3) 4_566 4_566 ?
O4 K1 K1 72.95(4) . 4_566 ?
O2 K1 K1 105.47(3) . 4_566 ?
K1 K1 K1 140.29(2) 4_466 4_566 ?
O3 K1 H2 48.5(7) . . ?
O2 K1 H2 140.5(7) 4_566 . ?
O6 K1 H2 111.7(7) . . ?
O5 K1 H2 123.1(7) . . ?
O1 K1 H2 40.5(7) . . ?
O1 K1 H2 114.0(7) 4_566 . ?
O4 K1 H2 28.3(7) . . ?
O2 K1 H2 17.4(7) . . ?
K1 K1 H2 50.7(7) 4_466 . ?
K1 K1 H2 92.8(7) 4_566 . ?
O1 C1 C13 109.8(2) . . ?
O1 C1 C12 109.7(2) . . ?
C13 C1 C12 111.6(2) . . ?
O1 C1 C11 101.8(2) . . ?
C13 C1 C11 112.7(3) . . ?
C12 C1 C11 110.8(2) . . ?
C1 C11 H111 109.5 . . ?
C1 C11 H112 109.5 . . ?
H111 C11 H112 109.5 . . ?
C1 C11 H113 109.5 . . ?
H111 C11 H113 109.5 . . ?
H112 C11 H113 109.5 . . ?
C1 C12 H121 109.5 . . ?
C1 C12 H122 109.5 . . ?
H121 C12 H122 109.5 . . ?
C1 C12 H123 109.5 . . ?
H121 C12 H123 109.5 . . ?
H122 C12 H123 109.5 . . ?
C1 C13 H131 109.5 . . ?
C1 C13 H132 109.5 . . ?
H131 C13 H132 109.5 . . ?
C1 C13 H133 109.5 . . ?
H131 C13 H133 109.5 . . ?
H132 C13 H133 109.5 . . ?
C1 O1 O2 109.14(16) . . ?
C1 O1 K1 125.34(14) . . ?
O2 O1 K1 101.93(10) . . ?
C1 O1 K1 122.63(14) . 4_466 ?
O2 O1 K1 69.73(9) . 4_466 ?
K1 O1 K1 109.81(5) . 4_466 ?
O1 O2 K1 78.90(9) . 4_466 ?
O1 O2 K1 52.91(8) . . ?
K1 O2 K1 96.42(5) 4_466 . ?
O1 O2 H2 99.6(17) . . ?
K1 O2 H2 136.5(18) 4_466 . ?
K1 O2 H2 54.0(17) . . ?
O3 C2 C23 110.0(2) . . ?
O3 C2 C22 110.53(19) . . ?
C23 C2 C22 110.8(2) . . ?
O3 C2 C21 102.3(2) . . ?
C23 C2 C21 111.5(2) . . ?
C22 C2 C21 111.5(2) . . ?
C2 C21 H211 109.5 . . ?
C2 C21 H212 109.5 . . ?
H211 C21 H212 109.5 . . ?
C2 C21 H213 109.5 . . ?
H211 C21 H213 109.5 . . ?
H212 C21 H213 109.5 . . ?
C2 C22 H221 109.5 . . ?
C2 C22 H222 109.5 . . ?
H221 C22 H222 109.5 . . ?
C2 C22 H223 109.5 . . ?
H221 C22 H223 109.5 . . ?
H222 C22 H223 109.5 . . ?
C2 C23 H231 109.5 . . ?
C2 C23 H232 109.5 . . ?
H231 C23 H232 109.5 . . ?
C2 C23 H233 109.5 . . ?
H231 C23 H233 109.5 . . ?
H232 C23 H233 109.5 . . ?
C2 O3 O4 110.42(15) . . ?
C2 O3 K1 161.42(14) . . ?
O4 O3 K1 80.01(9) . . ?
O3 O4 K1 68.71(8) . . ?
O3 O4 H2 105.6(14) . . ?
K1 O4 H2 79.8(13) . . ?
O5 C3 C32 109.90(19) . . ?
O5 C3 C31 109.8(2) . . ?
C32 C3 C31 112.5(2) . . ?
O5 C3 C33 101.56(19) . . ?
C32 C3 C33 111.4(2) . . ?
C31 C3 C33 111.1(2) . . ?
C3 C31 H311 109.5 . . ?
C3 C31 H312 109.5 . . ?
H311 C31 H312 109.5 . . ?
C3 C31 H313 109.5 . . ?
H311 C31 H313 109.5 . . ?
H312 C31 H313 109.5 . . ?
C3 C32 H321 109.5 . . ?
C3 C32 H322 109.5 . . ?
H321 C32 H322 109.5 . . ?
C3 C32 H323 109.5 . . ?
H321 C32 H323 109.5 . . ?
H322 C32 H323 109.5 . . ?
C3 C33 H331 109.5 . . ?
C3 C33 H332 109.5 . . ?
H331 C33 H332 109.5 . . ?
C3 C33 H333 109.5 . . ?
H331 C33 H333 109.5 . . ?
H332 C33 H333 109.5 . . ?
C3 O5 O6 108.88(15) . . ?
C3 O5 K1 137.01(14) . . ?
O6 O5 K1 73.75(9) . . ?
O5 O6 K1 74.89(9) . . ?
O5 O6 H6 96.8(18) . . ?
K1 O6 H6 116.5(18) . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 O5 O6 H6 109.5(18) . . . . ?
C1 O1 O2 H2 -105.5(18) . . . . ?

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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O4 1.07(4) 1.40(4) 2.469(2) 178(3) . yes
O6 H6 O4 0.97(3) 1.61(3) 2.569(2) 174(3) 4_466 yes

_refine_diff_density_max         0.167
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.038



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2154004'
loop_
_audit_author_name
_audit_author_address
'Alexander Medvedev'
;Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-07-18 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H12 O4, C6 H11 O4, K'
_chemical_formula_sum            'C12 H23 K O8'
_chemical_formula_weight         334.40

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   24.9888(10)
_cell_length_b                   6.3547(3)
_cell_length_c                   9.8148(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1558.55(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8894
_cell_measurement_theta_min      3.261
_cell_measurement_theta_max      30.508

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.400
_exptl_absorpt_coefficient_mu    0.375
_shelx_estimated_absorpt_T_min   0.835
_shelx_estimated_absorpt_T_max   0.864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8345
_exptl_absorpt_correction_T_max  0.8644
_exptl_absorpt_process_details   'SADABS (Bruker, 2018)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART APEX II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16054
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.261
_diffrn_reflns_theta_max         29.993
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2258
_reflns_number_gt                2057
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_cell_refinement       'SAINT (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2018)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0380P)²+3.9711P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2258
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1377
_refine_ls_wR_factor_gt          0.1355
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_restrained_S_all      1.166
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.750000 0.750000 0.44764(7) 0.01574(17) Uani 1 2 d S T P . .
O1 O 0.65950(6) 0.7370(2) 0.25066(16) 0.0153(3) Uani 1 1 d . . . . .
O2 O 0.67166(7) 0.8926(3) 0.14376(18) 0.0189(3) Uani 1 1 d . . . . .
H2 H 0.7027(18) 0.963(8) 0.200(5) 0.074(15) Uiso 1 1 d . . . . .
O3 O 0.70673(6) 0.4662(3) 0.14180(16) 0.0158(3) Uani 1 1 d . . . . .
O4 O 0.74391(6) 0.4400(2) 0.25768(17) 0.0157(3) Uani 1 1 d . . . . .
H4 H 0.747(3) 0.310(9) 0.256(6) 0.024 Uiso 0.5 1 d . U P . .
C1 C 0.65598(8) 0.5337(3) 0.1903(2) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.63334(9) 0.3961(4) 0.3043(2) 0.0175(4) Uani 1 1 d . . . . .
C3 C 0.57440(10) 0.4457(4) 0.3337(2) 0.0205(5) Uani 1 1 d . . . . .
C4 C 0.54041(10) 0.4417(4) 0.2052(3) 0.0237(5) Uani 1 1 d . . . . .
C5 C 0.56321(9) 0.5899(4) 0.0970(3) 0.0216(5) Uani 1 1 d . . . . .
C6 C 0.62085(9) 0.5295(4) 0.0637(2) 0.0172(4) Uani 1 1 d . . . . .
H21 H 0.6374(11) 0.255(5) 0.272(3) 0.018(7) Uiso 1 1 d . . . . .
H22 H 0.6553(12) 0.419(5) 0.390(3) 0.023(8) Uiso 1 1 d . . . . .
H31 H 0.5611(13) 0.350(6) 0.410(4) 0.031(9) Uiso 1 1 d . . . . .
H32 H 0.5717(12) 0.584(5) 0.380(3) 0.023(8) Uiso 1 1 d . . . . .
H41 H 0.5403(13) 0.301(6) 0.167(4) 0.030(9) Uiso 1 1 d . . . . .
H42 H 0.5034(13) 0.474(5) 0.227(3) 0.022(8) Uiso 1 1 d . . . . .
H51 H 0.5421(13) 0.581(6) 0.014(4) 0.035(9) Uiso 1 1 d . . . . .
H52 H 0.5618(11) 0.737(5) 0.130(3) 0.020(7) Uiso 1 1 d . . . . .
H61 H 0.6226(13) 0.384(6) 0.028(3) 0.029(8) Uiso 1 1 d . . . . .
H62 H 0.6352(13) 0.616(5) -0.002(3) 0.026(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O4 2.7165(17) . ?
K1 O4 2.7165(17) 2_665 ?
K1 O3 2.8377(17) 7_576 ?
K1 O3 2.8377(17) 8_756 ?
K1 O2 2.8912(18) 8_756 ?
K1 O2 2.8912(18) 7_576 ?
K1 O1 2.9764(16) . ?
K1 O1 2.9764(16) 2_665 ?
K1 K1 4.90740(18) 7_576 ?
K1 K1 4.9074(2) 7_575 ?
K1 H2 3.02(5) . ?
O1 C1 1.424(2) . ?
O1 O2 1.474(2) . ?
O2 H2 1.06(5) . ?
O3 C1 1.421(3) . ?
O3 O4 1.478(2) . ?
O4 H4 0.83(6) . ?
C1 C6 1.522(3) . ?
C1 C2 1.529(3) . ?
C2 C3 1.534(3) . ?
C2 H21 0.96(3) . ?
C2 H22 1.02(3) . ?
C3 C4 1.521(4) . ?
C3 H31 1.02(4) . ?
C3 H32 0.99(3) . ?
C4 C5 1.530(4) . ?
C4 H41 0.97(4) . ?
C4 H42 0.97(3) . ?
C5 C6 1.526(3) . ?
C5 H51 0.97(4) . ?
C5 H52 0.99(3) . ?
C6 H61 0.99(4) . ?
C6 H62 0.92(3) . ?

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
_geom_angle_publ_flag
O4 K1 O4 93.32(7) . 2_665 ?
O4 K1 O3 154.20(5) . 7_576 ?
O4 K1 O3 91.23(5) 2_665 7_576 ?
O4 K1 O3 91.23(5) . 8_756 ?
O4 K1 O3 154.20(5) 2_665 8_756 ?
O3 K1 O3 95.63(7) 7_576 8_756 ?
O4 K1 O2 136.24(5) . 8_756 ?
O4 K1 O2 101.05(5) 2_665 8_756 ?
O3 K1 O2 67.15(5) 7_576 8_756 ?
O3 K1 O2 59.61(5) 8_756 8_756 ?
O4 K1 O2 101.05(5) . 7_576 ?
O4 K1 O2 136.24(5) 2_665 7_576 ?
O3 K1 O2 59.61(5) 7_576 7_576 ?
O3 K1 O2 67.15(5) 8_756 7_576 ?
O2 K1 O2 96.52(7) 8_756 7_576 ?
O4 K1 O1 59.43(5) . . ?
O4 K1 O1 67.48(5) 2_665 . ?
O3 K1 O1 99.46(4) 7_576 . ?
O3 K1 O1 135.08(4) 8_756 . ?
O2 K1 O1 162.87(4) 8_756 . ?
O2 K1 O1 84.79(5) 7_576 . ?
O4 K1 O1 67.48(5) . 2_665 ?
O4 K1 O1 59.43(5) 2_665 2_665 ?
O3 K1 O1 135.08(4) 7_576 2_665 ?
O3 K1 O1 99.46(4) 8_756 2_665 ?
O2 K1 O1 84.79(5) 8_756 2_665 ?
O2 K1 O1 162.87(4) 7_576 2_665 ?
O1 K1 O1 98.99(6) . 2_665 ?
O4 K1 K1 133.34(4) . 7_576 ?
O4 K1 K1 133.34(4) 2_665 7_576 ?
O3 K1 K1 47.81(3) 7_576 7_576 ?
O3 K1 K1 47.81(3) 8_756 7_576 ?
O2 K1 K1 48.26(4) 8_756 7_576 ?
O2 K1 K1 48.26(4) 7_576 7_576 ?
O1 K1 K1 130.51(3) . 7_576 ?
O1 K1 K1 130.51(3) 2_665 7_576 ?
O4 K1 K1 46.66(4) . 7_575 ?
O4 K1 K1 46.66(4) 2_665 7_575 ?
O3 K1 K1 132.19(3) 7_576 7_575 ?
O3 K1 K1 132.19(3) 8_756 7_575 ?
O2 K1 K1 131.74(4) 8_756 7_575 ?
O2 K1 K1 131.74(4) 7_576 7_575 ?
O1 K1 K1 49.49(3) . 7_575 ?
O1 K1 K1 49.49(3) 2_665 7_575 ?
K1 K1 K1 180.0 7_576 7_575 ?
O4 K1 H2 75.6(10) . . ?
O4 K1 H2 31.2(9) 2_665 . ?
O3 K1 H2 96.0(9) 7_576 . ?
O3 K1 H2 166.9(10) 8_756 . ?
O2 K1 H2 131.2(10) 8_756 . ?
O2 K1 H2 114.3(9) 7_576 . ?
O1 K1 H2 36.2(9) . . ?
O1 K1 H2 76.3(9) 2_665 . ?
K1 K1 H2 143.5(9) 7_576 . ?
K1 K1 H2 36.5(9) 7_575 . ?
C1 O1 O2 108.99(15) . . ?
C1 O1 K1 110.02(12) . . ?
O2 O1 K1 106.69(10) . . ?
O1 O2 K1 113.78(10) . 7_575 ?
O1 O2 H2 94(3) . . ?
K1 O2 H2 89(3) 7_575 . ?
C1 O3 O4 109.70(15) . . ?
C1 O3 K1 111.91(12) . 7_575 ?
O4 O3 K1 110.42(10) . 7_575 ?
O3 O4 K1 118.80(10) . . ?
O3 O4 H4 98(5) . . ?
K1 O4 H4 137(4) . . ?
O3 C1 O1 111.00(17) . . ?
O3 C1 C6 103.64(17) . . ?
O1 C1 C6 113.05(17) . . ?
O3 C1 C2 113.75(17) . . ?
O1 C1 C2 103.75(17) . . ?
C6 C1 C2 111.94(18) . . ?
C1 C2 C3 112.05(19) . . ?
C1 C2 H21 104.7(18) . . ?
C3 C2 H21 110.9(17) . . ?
C1 C2 H22 109.0(17) . . ?
C3 C2 H22 109.4(17) . . ?
H21 C2 H22 111(2) . . ?
C4 C3 C2 112.1(2) . . ?
C4 C3 H31 114.5(19) . . ?
C2 C3 H31 109.1(19) . . ?
C4 C3 H32 110.8(18) . . ?
C2 C3 H32 109.6(18) . . ?
H31 C3 H32 100(3) . . ?
C3 C4 C5 110.9(2) . . ?
C3 C4 H41 110(2) . . ?
C5 C4 H41 107(2) . . ?
C3 C4 H42 110.3(19) . . ?
C5 C4 H42 112.0(19) . . ?
H41 C4 H42 106(3) . . ?
C6 C5 C4 110.2(2) . . ?
C6 C5 H51 109(2) . . ?
C4 C5 H51 110(2) . . ?
C6 C5 H52 110.0(17) . . ?
C4 C5 H52 109.7(18) . . ?
H51 C5 H52 108(3) . . ?
C1 C6 C5 111.45(19) . . ?
C1 C6 H61 106.4(19) . . ?
C5 C6 H61 110.6(19) . . ?
C1 C6 H62 110(2) . . ?
C5 C6 H62 111(2) . . ?
H61 C6 H62 107(3) . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 O2 H2 -132(3) . . . . ?
C1 O3 O4 H4 111(5) . . . . ?

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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O4 1.06(5) 1.57(5) 2.614(2) 168(4) 2_665 yes
O4 H4 O4 0.83(6) 1.61(6) 2.434(3) 176(8) 2_655 yes

_refine_diff_density_max         1.019
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.089



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2154005'
loop_
_audit_author_name
_audit_author_address
'Alexander Medvedev'
;Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-02-22 deposited with the CCDC.	2022-08-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H14 O4, C7 H13 O4, K'
_chemical_formula_sum            'C14 H27 K O8'
_chemical_formula_weight         362.45

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'
K K 0.2009 0.2494 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.4395(12)
_cell_length_b                   10.8481(9)
_cell_length_c                   10.6569(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.627(3)
_cell_angle_gamma                90
_cell_volume                     1759.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4389
_cell_measurement_theta_min      2.306
_cell_measurement_theta_max      30.408

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   0.6623
_exptl_transmission_factor_max   0.7461
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.338
_shelx_estimated_absorpt_T_min   0.967
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15973
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.305
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4227
_reflns_number_gt                3287
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2018)'
_computing_cell_refinement       'SAINT (Bruker, 2018)'
_computing_data_reduction        'SAINT (Bruker, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0252P)²+1.1945P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4227
_refine_ls_number_parameters     268
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.0940
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.43746(3) 0.33307(4) 1.00189(4) 0.01574(10) Uani 1 1 d . . . . .
C1 C 0.58082(12) 0.40461(16) 0.76256(18) 0.0129(4) Uani 1 1 d . . . . .
C2 C 0.59941(13) 0.46159(18) 0.63932(18) 0.0156(4) Uani 1 1 d . . . . .
H2A H 0.615050 0.549503 0.654173 0.019 Uiso 1 1 calc R U . . .
H2B H 0.545604 0.457610 0.574254 0.019 Uiso 1 1 calc R U . . .
C3 C 0.67419(13) 0.39546(19) 0.58929(19) 0.0195(4) Uani 1 1 d . . . . .
H3A H 0.654482 0.311602 0.561061 0.023 Uiso 1 1 calc R U . . .
H3B H 0.687901 0.440589 0.514281 0.023 Uiso 1 1 calc R U . . .
C4 C 0.75693(13) 0.3855(2) 0.6878(2) 0.0210(4) Uani 1 1 d . . . . .
H4A H 0.778601 0.470672 0.710980 0.025 Uiso 1 1 calc R U . . .
C5 C 0.73570(13) 0.3228(2) 0.80775(19) 0.0204(4) Uani 1 1 d . . . . .
H5A H 0.716355 0.237015 0.787301 0.025 Uiso 1 1 calc R U . . .
H5B H 0.789353 0.319666 0.873167 0.025 Uiso 1 1 calc R U . . .
C6 C 0.66361(13) 0.39209(18) 0.86067(18) 0.0159(4) Uani 1 1 d . . . . .
H6A H 0.649662 0.347604 0.935910 0.019 Uiso 1 1 calc R U . . .
H6B H 0.685263 0.475190 0.888686 0.019 Uiso 1 1 calc R U . . .
C7 C 0.82913(16) 0.3157(3) 0.6352(2) 0.0378(6) Uani 1 1 d . . . . .
H7A H 0.810742 0.230136 0.617554 0.057 Uiso 1 1 calc R U . . .
H7B H 0.883326 0.317239 0.697911 0.057 Uiso 1 1 calc R U . . .
H7C H 0.839595 0.355165 0.556325 0.057 Uiso 1 1 calc R U . . .
O1 O 0.52337(9) 0.47626(12) 0.82486(13) 0.0153(3) Uani 1 1 d . . . . .
O2 O 0.44293(9) 0.50626(12) 0.73354(14) 0.0188(3) Uani 1 1 d . . . . .
O3 O 0.53983(9) 0.29046(12) 0.72197(12) 0.0145(3) Uani 1 1 d . . . . .
O4 O 0.52294(10) 0.22208(13) 0.83481(14) 0.0195(3) Uani 1 1 d . . . . .
H4 H 0.5376(17) 0.140(2) 0.806(3) 0.041(8) Uiso 1 1 d . . . . .
C8 C 0.22928(14) 0.3698(2) 0.7326(2) 0.0279(5) Uani 1 1 d . . . . .
C9 C 0.14808(14) 0.4496(2) 0.7037(2) 0.0274(5) Uani 1 1 d . . . . .
H9BA H 0.165296 0.535831 0.689953 0.033 Uiso 0.5 1 calc R U P A 2
H9BB H 0.116089 0.448242 0.776812 0.033 Uiso 0.5 1 calc R U P A 2
H9AA H 0.109713 0.416359 0.627451 0.033 Uiso 0.5 1 calc R U P B 1
H9AB H 0.166008 0.533742 0.682766 0.033 Uiso 0.5 1 calc R U P B 1
C10 C 0.0923(3) 0.4586(4) 0.8176(4) 0.0251(10) Uani 0.5 1 d . . P C 1
H10A H 0.128669 0.494563 0.894220 0.030 Uiso 0.5 1 calc R U P C 1
H10B H 0.040110 0.511555 0.792501 0.030 Uiso 0.5 1 calc R U P C 1
C11 C 0.0644(3) 0.3291(5) 0.8453(4) 0.0256(9) Uani 0.5 1 d . . P C 1
H11 H 0.028920 0.294983 0.765807 0.031 Uiso 0.5 1 calc R U P C 1
C12 C 0.1451(3) 0.2478(4) 0.8821(4) 0.0254(10) Uani 0.5 1 d . . P C 1
H12A H 0.178782 0.277110 0.963917 0.030 Uiso 0.5 1 calc R U P C 1
H12B H 0.125883 0.162275 0.894781 0.030 Uiso 0.5 1 calc R U P C 1
C13 C 0.2047(3) 0.2479(4) 0.7820(5) 0.0204(10) Uani 0.5 1 d . . P C 1
H13A H 0.259654 0.204482 0.818167 0.024 Uiso 0.5 1 calc R U P C 1
H13B H 0.175729 0.198644 0.708678 0.024 Uiso 0.5 1 calc R U P C 1
C14 C 0.0070(7) 0.3298(7) 0.9491(11) 0.040(2) Uani 0.5 1 d . . P C 1
H14A H -0.011297 0.245390 0.964421 0.059 Uiso 0.5 1 calc R U P C 1
H14B H -0.045115 0.380896 0.921722 0.059 Uiso 0.5 1 calc R U P C 1
H14C H 0.040510 0.363643 1.027813 0.059 Uiso 0.5 1 calc R U P C 1
C15 C 0.0840(3) 0.3983(4) 0.5759(4) 0.0244(10) Uani 0.5 1 d . . P C 2
H15A H 0.027828 0.444271 0.565820 0.029 Uiso 0.5 1 calc R U P C 2
H15B H 0.111901 0.417280 0.501012 0.029 Uiso 0.5 1 calc R U P C 2
C16 C 0.0633(3) 0.2600(4) 0.5748(4) 0.0225(9) Uani 0.5 1 d . . P C 2
H16 H 0.031931 0.242431 0.647651 0.027 Uiso 0.5 1 calc R U P C 2
C17 C 0.1489(3) 0.1863(4) 0.5957(4) 0.0226(9) Uani 0.5 1 d . . P C 2
H17A H 0.135143 0.097369 0.599873 0.027 Uiso 0.5 1 calc R U P C 2
H17B H 0.179725 0.199086 0.522413 0.027 Uiso 0.5 1 calc R U P C 2
C18 C 0.2093(3) 0.2240(4) 0.7177(5) 0.0218(10) Uani 0.5 1 d . . P C 2
H18A H 0.265874 0.179911 0.721695 0.026 Uiso 0.5 1 calc R U P C 2
H18B H 0.182629 0.196390 0.791120 0.026 Uiso 0.5 1 calc R U P C 2
C19 C 0.0034(7) 0.2216(7) 0.4527(10) 0.0300(18) Uani 0.5 1 d . . P C 2
H19A H -0.050213 0.271582 0.441462 0.045 Uiso 0.5 1 calc R U P C 2
H19B H -0.011985 0.134341 0.457945 0.045 Uiso 0.5 1 calc R U P C 2
H19C H 0.033859 0.234252 0.380063 0.045 Uiso 0.5 1 calc R U P C 2
O5 O 0.27175(9) 0.38970(14) 0.62650(15) 0.0242(3) Uani 1 1 d . . . . .
O6 O 0.35178(11) 0.31526(17) 0.6408(2) 0.0442(6) Uani 1 1 d . . . . .
H6 H 0.389(2) 0.373(3) 0.664(3) 0.056(10) Uiso 1 1 d . . . . .
O7 O 0.28524(10) 0.40031(18) 0.84726(16) 0.0394(5) Uani 1 1 d . . . . .
O8 O 0.30777(12) 0.53090(19) 0.84755(16) 0.0392(5) Uani 1 1 d . . . . .
H8 H 0.3530(19) 0.526(3) 0.811(3) 0.050(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
K1 O4 2.6735(14) . ?
K1 O6 2.6809(17) 4_566 ?
K1 O7 2.7341(17) . ?
K1 O1 2.7712(14) 3_667 ?
K1 O3 2.9249(14) 4_566 ?
K1 O1 2.9271(14) . ?
K1 O8 3.197(2) . ?
K1 K1 4.1077(9) 3_667 ?
K1 H8 3.05(3) . ?
C1 O1 1.424(2) . ?
C1 O3 1.425(2) . ?
C1 C6 1.516(3) . ?
C1 C2 1.522(3) . ?
C2 C3 1.529(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.515(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C7 1.529(3) . ?
C4 C5 1.531(3) . ?
C4 H4A 1.0000 . ?
C5 C6 1.527(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
O1 O2 1.4802(19) . ?
O3 O4 1.4728(18) . ?
O4 H4 0.98(3) . ?
C8 O7 1.413(3) . ?
C8 O5 1.415(3) . ?
C8 C13 1.496(5) . ?
C8 C9 1.512(3) . ?
C8 C18 1.614(5) . ?
C9 C10 1.604(4) . ?
C9 C15 1.641(5) . ?
C9 H9BA 0.9900 . ?
C9 H9BB 0.9900 . ?
C9 H9AA 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 C11 1.512(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.523(6) . ?
C11 C14 1.530(11) . ?
C11 H11 1.0000 . ?
C12 C13 1.521(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.534(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C19 1.523(11) . ?
C16 C17 1.528(6) . ?
C16 H16 1.0000 . ?
C17 C18 1.524(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
O5 O6 1.463(2) . ?
O6 H6 0.86(3) . ?
O7 O8 1.459(3) . ?
O8 H8 0.86(3) . ?

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
_geom_angle_publ_flag
O4 K1 O6 116.21(6) . 4_566 ?
O4 K1 O7 100.90(5) . . ?
O6 K1 O7 92.24(5) 4_566 . ?
O4 K1 O1 134.66(4) . 3_667 ?
O6 K1 O1 98.80(6) 4_566 3_667 ?
O7 K1 O1 105.80(5) . 3_667 ?
O4 K1 O3 93.84(4) . 4_566 ?
O6 K1 O3 62.13(5) 4_566 4_566 ?
O7 K1 O3 154.19(4) . 4_566 ?
O1 K1 O3 77.25(4) 3_667 4_566 ?
O4 K1 O1 58.83(4) . . ?
O6 K1 O1 173.28(6) 4_566 . ?
O7 K1 O1 84.63(4) . . ?
O1 K1 O1 87.79(4) 3_667 . ?
O3 K1 O1 121.17(4) 4_566 . ?
O4 K1 O8 107.23(5) . . ?
O6 K1 O8 111.26(5) 4_566 . ?
O7 K1 O8 27.06(5) . . ?
O1 K1 O8 83.68(4) 3_667 . ?
O3 K1 O8 158.15(4) 4_566 . ?
O1 K1 O8 67.94(4) . . ?
O4 K1 K1 96.05(3) . 3_667 ?
O6 K1 K1 144.18(5) 4_566 3_667 ?
O7 K1 K1 96.72(4) . 3_667 ?
O1 K1 K1 45.40(3) 3_667 3_667 ?
O3 K1 K1 102.71(3) 4_566 3_667 ?
O1 K1 K1 42.39(3) . 3_667 ?
O8 K1 K1 70.01(4) . 3_667 ?
O4 K1 H8 93.9(5) . . ?
O6 K1 H8 125.7(5) 4_566 . ?
O7 K1 H8 35.7(5) . . ?
O1 K1 H8 87.3(5) 3_667 . ?
O3 K1 H8 164.0(6) 4_566 . ?
O1 K1 H8 52.8(5) . . ?
O8 K1 H8 15.5(5) . . ?
K1 K1 H8 62.5(5) 3_667 . ?
O1 C1 O3 109.64(14) . . ?
O1 C1 C6 104.26(15) . . ?
O3 C1 C6 114.33(15) . . ?
O1 C1 C2 113.75(15) . . ?
O3 C1 C2 103.26(15) . . ?
C6 C1 C2 111.88(15) . . ?
C1 C2 C3 111.89(16) . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C2 112.98(17) . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C3 C4 C7 111.30(18) . . ?
C3 C4 C5 109.68(17) . . ?
C7 C4 C5 110.94(18) . . ?
C3 C4 H4A 108.3 . . ?
C7 C4 H4A 108.3 . . ?
C5 C4 H4A 108.3 . . ?
C6 C5 C4 111.13(17) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C1 C6 C5 111.84(16) . . ?
C1 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C1 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 O1 O2 109.44(13) . . ?
C1 O1 K1 129.37(11) . 3_667 ?
O2 O1 K1 109.85(8) . 3_667 ?
C1 O1 K1 113.30(10) . . ?
O2 O1 K1 96.87(8) . . ?
K1 O1 K1 92.21(4) 3_667 . ?
C1 O3 O4 108.68(13) . . ?
C1 O3 K1 142.63(11) . 4_565 ?
O4 O3 K1 106.16(9) . 4_565 ?
O3 O4 K1 119.43(9) . . ?
O3 O4 H4 96.9(15) . . ?
K1 O4 H4 141.6(15) . . ?
O7 C8 O5 110.93(16) . . ?
O7 C8 C13 93.2(3) . . ?
O5 C8 C13 126.5(3) . . ?
O7 C8 C9 114.1(2) . . ?
O5 C8 C9 103.25(17) . . ?
C13 C8 C9 109.1(2) . . ?
O7 C8 C18 113.2(2) . . ?
O5 C8 C18 100.2(2) . . ?
C9 C8 C18 113.8(2) . . ?
C8 C9 C10 114.3(2) . . ?
C8 C9 C15 109.8(2) . . ?
C8 C9 H9BA 109.7 . . ?
C15 C9 H9BA 109.7 . . ?
C8 C9 H9BB 109.7 . . ?
C15 C9 H9BB 109.7 . . ?
H9BA C9 H9BB 108.2 . . ?
C8 C9 H9AA 108.7 . . ?
C10 C9 H9AA 108.7 . . ?
C8 C9 H9AB 108.7 . . ?
C10 C9 H9AB 108.7 . . ?
H9AA C9 H9AB 107.6 . . ?
C11 C10 C9 107.3(3) . . ?
C11 C10 H10A 110.3 . . ?
C9 C10 H10A 110.3 . . ?
C11 C10 H10B 110.3 . . ?
C9 C10 H10B 110.3 . . ?
H10A C10 H10B 108.5 . . ?
C10 C11 C12 109.9(3) . . ?
C10 C11 C14 110.8(5) . . ?
C12 C11 C14 111.4(5) . . ?
C10 C11 H11 108.2 . . ?
C12 C11 H11 108.2 . . ?
C14 C11 H11 108.2 . . ?
C13 C12 C11 112.6(4) . . ?
C13 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.8 . . ?
C8 C13 C12 117.8(4) . . ?
C8 C13 H13A 107.8 . . ?
C12 C13 H13A 107.8 . . ?
C8 C13 H13B 107.8 . . ?
C12 C13 H13B 107.8 . . ?
H13A C13 H13B 107.2 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C9 115.7(3) . . ?
C16 C15 H15A 108.4 . . ?
C9 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
C9 C15 H15B 108.4 . . ?
H15A C15 H15B 107.4 . . ?
C19 C16 C17 111.6(4) . . ?
C19 C16 C15 111.7(5) . . ?
C17 C16 C15 109.7(3) . . ?
C19 C16 H16 107.9 . . ?
C17 C16 H16 107.9 . . ?
C15 C16 H16 107.9 . . ?
C18 C17 C16 112.0(4) . . ?
C18 C17 H17A 109.2 . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C16 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 C8 115.3(4) . . ?
C17 C18 H18A 108.5 . . ?
C8 C18 H18A 108.5 . . ?
C17 C18 H18B 108.5 . . ?
C8 C18 H18B 108.5 . . ?
H18A C18 H18B 107.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 O5 O6 109.18(16) . . ?
O5 O6 K1 139.47(13) . 4_565 ?
O5 O6 H6 98(2) . . ?
K1 O6 H6 103(2) 4_565 . ?
C8 O7 O8 109.91(15) . . ?
C8 O7 K1 142.97(15) . . ?
O8 O7 K1 94.43(11) . . ?
O7 O8 K1 58.51(9) . . ?
O7 O8 H8 99(2) . . ?
K1 O8 H8 73(2) . . ?

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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 169.05(16) . . . . ?
O3 C1 C2 C3 -72.2(2) . . . . ?
C6 C1 C2 C3 51.2(2) . . . . ?
C1 C2 C3 C4 -53.1(2) . . . . ?
C2 C3 C4 C7 178.43(18) . . . . ?
C2 C3 C4 C5 55.3(2) . . . . ?
C3 C4 C5 C6 -56.6(2) . . . . ?
C7 C4 C5 C6 179.99(19) . . . . ?
O1 C1 C6 C5 -176.93(15) . . . . ?
O3 C1 C6 C5 63.4(2) . . . . ?
C2 C1 C6 C5 -53.6(2) . . . . ?
C4 C5 C6 C1 56.6(2) . . . . ?
O3 C1 O1 O2 -63.11(17) . . . . ?
C6 C1 O1 O2 174.06(13) . . . . ?
C2 C1 O1 O2 51.93(19) . . . . ?
O3 C1 O1 K1 157.82(10) . . . 3_667 ?
C6 C1 O1 K1 34.99(19) . . . 3_667 ?
C2 C1 O1 K1 -87.14(18) . . . 3_667 ?
O3 C1 O1 K1 43.76(17) . . . . ?
C6 C1 O1 K1 -79.07(14) . . . . ?
C2 C1 O1 K1 158.80(12) . . . . ?
O1 C1 O3 O4 -61.74(18) . . . . ?
C6 C1 O3 O4 54.91(18) . . . . ?
C2 C1 O3 O4 176.70(13) . . . . ?
O1 C1 O3 K1 96.18(18) . . . 4_565 ?
C6 C1 O3 K1 -147.17(13) . . . 4_565 ?
C2 C1 O3 K1 -25.4(2) . . . 4_565 ?
C1 O3 O4 K1 52.06(15) . . . . ?
K1 O3 O4 K1 -114.20(8) 4_565 . . . ?
O7 C8 C9 C10 -52.3(3) . . . . ?
O5 C8 C9 C10 -172.7(3) . . . . ?
C13 C8 C9 C10 50.5(4) . . . . ?
O7 C8 C9 C15 -175.0(2) . . . . ?
O5 C8 C9 C15 64.6(3) . . . . ?
C18 C8 C9 C15 -43.1(3) . . . . ?
C8 C9 C10 C11 -59.6(4) . . . . ?
C9 C10 C11 C12 59.1(4) . . . . ?
C9 C10 C11 C14 -177.3(5) . . . . ?
C10 C11 C12 C13 -55.3(5) . . . . ?
C14 C11 C12 C13 -178.5(5) . . . . ?
O7 C8 C13 C12 71.6(4) . . . . ?
O5 C8 C13 C12 -169.2(3) . . . . ?
C9 C8 C13 C12 -45.3(5) . . . . ?
C11 C12 C13 C8 48.8(6) . . . . ?
C8 C9 C15 C16 50.3(4) . . . . ?
C9 C15 C16 C19 179.9(5) . . . . ?
C9 C15 C16 C17 -55.8(4) . . . . ?
C19 C16 C17 C18 180.0(5) . . . . ?
C15 C16 C17 C18 55.6(5) . . . . ?
C16 C17 C18 C8 -52.4(5) . . . . ?
O7 C8 C18 C17 179.7(3) . . . . ?
O5 C8 C18 C17 -62.1(4) . . . . ?
C9 C8 C18 C17 47.4(4) . . . . ?
O7 C8 O5 O6 58.4(2) . . . . ?
C13 C8 O5 O6 -52.6(4) . . . . ?
C9 C8 O5 O6 -178.98(17) . . . . ?
C18 C8 O5 O6 -61.4(2) . . . . ?
C8 O5 O6 K1 135.42(19) . . . 4_565 ?
O5 C8 O7 O8 62.1(2) . . . . ?
C13 C8 O7 O8 -166.6(2) . . . . ?
C9 C8 O7 O8 -53.9(2) . . . . ?
C18 C8 O7 O8 173.9(2) . . . . ?
O5 C8 O7 K1 -65.9(3) . . . . ?
C13 C8 O7 K1 65.4(3) . . . . ?
C9 C8 O7 K1 178.00(15) . . . . ?
C18 C8 O7 K1 45.8(3) . . . . ?
C8 O7 O8 K1 -151.60(16) . . . . ?
C1 O3 O4 H4 -141.1(16) . . . . ?
C8 O5 O6 H6 -103(2) . . . . ?
C8 O7 O8 H8 -88(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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O4 H4 O2 0.98(3) 1.56(3) 2.5333(19) 176(2) 2_646 yes
O6 H6 O2 0.86(3) 1.77(3) 2.605(2) 164(3) . yes
O8 H8 O2 0.86(3) 1.74(3) 2.598(2) 176(3) . yes

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.061



