# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_K2ONDI
_database_code_depnum_ccdc_archive 'CCDC 2153468'
loop_
_audit_author_name
_audit_author_address
'Harald Krautscheid'
;Universitaet Leipzig
Germany
;
_audit_update_record             
;
2022-02-20 deposited with the CCDC.	2022-08-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'K2 C14 H4 N2 O6'
_chemical_formula_sum            'C14 H4 K2 N2 O6'
_chemical_formula_weight         374.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   3.77100(10)
_cell_length_b                   7.6058(3)
_cell_length_c                   21.7715(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.894(3)
_cell_angle_gamma                90
_cell_volume                     622.16(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    8106
_cell_measurement_theta_min      4.07
_cell_measurement_theta_max      70.56

_exptl_crystal_description       block
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.998
_exptl_crystal_F_000             376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    7.146
_shelx_estimated_absorpt_T_min   0.279
_shelx_estimated_absorpt_T_max   0.763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1701
_exptl_absorpt_correction_T_max  0.6228
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270.
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54186
_diffrn_radiation_type           CuK\a
_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6144
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.076
_diffrn_reflns_theta_max         70.572
_diffrn_reflns_theta_full        67.686
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             1169
_reflns_number_gt                1071
_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-AREA'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0710P)²+0.5313P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1169
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.1040
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 -0.09192(14) -0.01882(7) 0.27719(2) 0.0269(2) Uani 1 1 d . . . . .
O1 O 0.4645(5) 0.0980(2) 0.36727(8) 0.0280(4) Uani 1 1 d . . . . .
O2 O 0.1118(5) 0.3186(2) 0.29072(8) 0.0294(4) Uani 1 1 d . . . . .
O3 O -0.0323(5) 0.6374(2) 0.32911(8) 0.0310(4) Uani 1 1 d . . . . .
N1 N 0.2220(5) 0.3692(3) 0.34795(9) 0.0221(4) Uani 1 1 d . . . . .
C1 C 0.1393(6) 0.5396(3) 0.36536(11) 0.0218(5) Uani 1 1 d . . . . .
C2 C 0.4079(6) 0.2467(3) 0.38573(10) 0.0213(5) Uani 1 1 d . . . . .
C3 C 0.5264(6) 0.3038(3) 0.44934(10) 0.0186(5) Uani 1 1 d . . . . .
C4 C 0.7114(6) 0.1896(3) 0.48956(11) 0.0204(5) Uani 1 1 d . . . . .
H4 H 0.7676 0.0752 0.4758 0.024 Uiso 1 1 calc R U . . .
C5 C 0.8178(6) 0.2394(3) 0.55028(10) 0.0209(5) Uani 1 1 d . . . . .
H5 H 0.9427 0.1584 0.5774 0.025 Uiso 1 1 calc R U . . .
C6 C 0.7417(6) 0.4057(3) 0.57083(10) 0.0191(5) Uani 1 1 d . . . . .
C7 C 0.5534(6) 0.5252(3) 0.53046(11) 0.0173(5) Uani 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 O2 2.6574(19) 2_445 ?
K1 O2 2.6882(18) . ?
K1 O2 2.7293(19) 2_545 ?
K1 O1 2.8272(18) 1_455 ?
K1 O3 2.8499(18) 1_545 ?
K1 O3 2.8664(18) 2_445 ?
K1 O1 2.8872(18) . ?
K1 N1 3.277(2) 2_545 ?
K1 C2 3.529(2) . ?
K1 K1 3.77100(10) 1_455 ?
K1 K1 3.77100(10) 1_655 ?
K1 K1 4.1284(4) 2_445 ?
O1 C2 1.226(3) . ?
O1 K1 2.8273(18) 1_655 ?
O2 N1 1.336(3) . ?
O2 K1 2.6574(19) 2_455 ?
O2 K1 2.7292(19) 2 ?
O3 C1 1.228(3) . ?
O3 K1 2.8499(18) 1_565 ?
O3 K1 2.8663(18) 2_455 ?
N1 C2 1.392(3) . ?
N1 C1 1.393(3) . ?
N1 K1 3.277(2) 2 ?
C1 C6 1.483(3) 3_666 ?
C2 C3 1.483(3) . ?
C3 C4 1.379(3) . ?
C3 C7 1.414(3) 3_666 ?
C4 C5 1.400(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.413(3) . ?
C6 C1 1.483(3) 3_666 ?
C7 C7 1.406(5) 3_666 ?
C7 C3 1.414(3) 3_666 ?

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
O2 K1 O2 134.06(5) 2_445 . ?
O2 K1 O2 88.85(5) 2_445 2_545 ?
O2 K1 O2 107.17(4) . 2_545 ?
O2 K1 O1 94.59(6) 2_445 1_455 ?
O2 K1 O1 78.72(5) . 1_455 ?
O2 K1 O1 167.74(6) 2_545 1_455 ?
O2 K1 O3 79.83(5) 2_445 1_545 ?
O2 K1 O3 145.13(6) . 1_545 ?
O2 K1 O3 76.46(5) 2_545 1_545 ?
O1 K1 O3 92.54(6) 1_455 1_545 ?
O2 K1 O3 56.86(5) 2_445 2_445 ?
O2 K1 O3 79.02(5) . 2_445 ?
O2 K1 O3 93.18(5) 2_545 2_445 ?
O1 K1 O3 98.56(6) 1_455 2_445 ?
O3 K1 O3 135.84(5) 1_545 2_445 ?
O2 K1 O1 168.48(6) 2_445 . ?
O2 K1 O1 56.46(5) . . ?
O2 K1 O1 91.72(5) 2_545 . ?
O1 K1 O1 82.58(5) 1_455 . ?
O3 K1 O1 89.12(5) 1_545 . ?
O3 K1 O1 134.54(5) 2_445 . ?
O2 K1 N1 76.28(5) 2_445 2_545 ?
O2 K1 N1 101.61(5) . 2_545 ?
O2 K1 N1 23.51(5) 2_545 2_545 ?
O1 K1 N1 167.75(5) 1_455 2_545 ?
O3 K1 N1 93.82(5) 1_545 2_545 ?
O3 K1 N1 69.68(5) 2_445 2_545 ?
O1 K1 N1 107.96(5) . 2_545 ?
O2 K1 C2 164.83(6) 2_445 . ?
O2 K1 C2 41.32(5) . . ?
O2 K1 C2 106.31(5) 2_545 . ?
O1 K1 C2 70.70(5) 1_455 . ?
O3 K1 C2 103.88(5) 1_545 . ?
O3 K1 C2 120.15(5) 2_445 . ?
O1 K1 C2 18.82(5) . . ?
N1 K1 C2 117.67(5) 2_545 . ?
O2 K1 K1 46.35(4) 2_445 1_455 ?
O2 K1 K1 106.04(4) . 1_455 ?
O2 K1 K1 135.21(4) 2_545 1_455 ?
O1 K1 K1 49.39(4) 1_455 1_455 ?
O3 K1 K1 92.58(4) 1_545 1_455 ?
O3 K1 K1 64.82(4) 2_445 1_455 ?
O1 K1 K1 131.97(4) . 1_455 ?
N1 K1 K1 119.77(4) 2_545 1_455 ?
C2 K1 K1 118.48(4) . 1_455 ?
O2 K1 K1 133.65(4) 2_445 1_655 ?
O2 K1 K1 73.96(4) . 1_655 ?
O2 K1 K1 44.79(4) 2_545 1_655 ?
O1 K1 K1 130.61(4) 1_455 1_655 ?
O3 K1 K1 87.42(4) 1_545 1_655 ?
O3 K1 K1 115.18(4) 2_445 1_655 ?
O1 K1 K1 48.03(4) . 1_655 ?
N1 K1 K1 60.23(4) 2_545 1_655 ?
C2 K1 K1 61.52(4) . 1_655 ?
K1 K1 K1 180.0 1_455 1_655 ?
O2 K1 K1 39.71(4) 2_445 2_445 ?
O2 K1 K1 169.67(4) . 2_445 ?
O2 K1 K1 67.43(4) 2_545 2_445 ?
O1 K1 K1 108.35(4) 1_455 2_445 ?
O3 K1 K1 43.92(4) 1_545 2_445 ?
O3 K1 K1 92.27(4) 2_445 2_445 ?
O1 K1 K1 130.81(4) . 2_445 ?
N1 K1 K1 69.84(4) 2_545 2_445 ?
C2 K1 K1 147.54(4) . 2_445 ?
K1 K1 K1 74.673(14) 1_455 2_445 ?
K1 K1 K1 105.326(14) 1_655 2_445 ?
C2 O1 K1 130.35(15) . 1_655 ?
C2 O1 K1 111.72(15) . . ?
K1 O1 K1 82.58(5) 1_655 . ?
N1 O2 K1 122.75(14) . 2_455 ?
N1 O2 K1 116.13(13) . . ?
K1 O2 K1 101.12(6) 2_455 . ?
N1 O2 K1 101.93(13) . 2 ?
K1 O2 K1 88.85(5) 2_455 2 ?
K1 O2 K1 124.73(7) . 2 ?
C1 O3 K1 146.11(16) . 1_565 ?
C1 O3 K1 117.71(15) . 2_455 ?
K1 O3 K1 92.48(5) 1_565 2_455 ?
O2 N1 C2 117.35(19) . . ?
O2 N1 C1 117.54(19) . . ?
C2 N1 C1 125.1(2) . . ?
O2 N1 K1 54.57(11) . 2 ?
C2 N1 K1 115.88(14) . 2 ?
C1 N1 K1 96.06(13) . 2 ?
O3 C1 N1 120.4(2) . . ?
O3 C1 C6 122.2(2) . 3_666 ?
N1 C1 C6 117.3(2) . 3_666 ?
O1 C2 N1 121.1(2) . . ?
O1 C2 C3 121.9(2) . . ?
N1 C2 C3 116.9(2) . . ?
O1 C2 K1 49.46(12) . . ?
N1 C2 K1 76.95(12) . . ?
C3 C2 K1 153.34(14) . . ?
C4 C3 C7 119.4(2) . 3_666 ?
C4 C3 C2 120.3(2) . . ?
C7 C3 C2 120.3(2) 3_666 . ?
C3 C4 C5 121.2(2) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 119.7(2) . . ?
C5 C6 C1 120.4(2) . 3_666 ?
C7 C6 C1 119.9(2) . 3_666 ?
C7 C7 C6 120.0(2) 3_666 . ?
C7 C7 C3 119.5(3) 3_666 3_666 ?
C6 C7 C3 120.5(2) . 3_666 ?

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
K1 O2 N1 C2 159.99(15) 2_455 . . . ?
K1 O2 N1 C2 35.2(2) . . . . ?
K1 O2 N1 C2 -103.60(18) 2 . . . ?
K1 O2 N1 C1 -19.4(3) 2_455 . . . ?
K1 O2 N1 C1 -144.23(16) . . . . ?
K1 O2 N1 C1 77.0(2) 2 . . . ?
K1 O2 N1 K1 -96.41(13) 2_455 . . 2 ?
K1 O2 N1 K1 138.77(15) . . . 2 ?
K1 O3 C1 N1 -134.5(2) 1_565 . . . ?
K1 O3 C1 N1 15.9(3) 2_455 . . . ?
K1 O3 C1 C6 47.1(4) 1_565 . . 3_666 ?
K1 O3 C1 C6 -162.48(16) 2_455 . . 3_666 ?
O2 N1 C1 O3 0.8(3) . . . . ?
C2 N1 C1 O3 -178.6(2) . . . . ?
K1 N1 C1 O3 53.8(2) 2 . . . ?
O2 N1 C1 C6 179.24(19) . . . 3_666 ?
C2 N1 C1 C6 -0.1(3) . . . 3_666 ?
K1 N1 C1 C6 -127.79(18) 2 . . 3_666 ?
K1 O1 C2 N1 68.7(3) 1_655 . . . ?
K1 O1 C2 N1 -30.2(3) . . . . ?
K1 O1 C2 C3 -112.5(2) 1_655 . . . ?
K1 O1 C2 C3 148.49(17) . . . . ?
K1 O1 C2 K1 98.97(18) 1_655 . . . ?
O2 N1 C2 O1 -0.7(3) . . . . ?
C1 N1 C2 O1 178.6(2) . . . . ?
K1 N1 C2 O1 -62.4(3) 2 . . . ?
O2 N1 C2 C3 -179.51(19) . . . . ?
C1 N1 C2 C3 -0.2(3) . . . . ?
K1 N1 C2 C3 118.82(17) 2 . . . ?
O2 N1 C2 K1 -23.85(17) . . . . ?
C1 N1 C2 K1 155.5(2) . . . . ?
K1 N1 C2 K1 -85.52(9) 2 . . . ?
O1 C2 C3 C4 1.1(3) . . . . ?
N1 C2 C3 C4 179.8(2) . . . . ?
K1 C2 C3 C4 63.4(4) . . . . ?
O1 C2 C3 C7 -178.1(2) . . . 3_666 ?
N1 C2 C3 C7 0.7(3) . . . 3_666 ?
K1 C2 C3 C7 -115.8(3) . . . 3_666 ?
C7 C3 C4 C5 0.8(3) 3_666 . . . ?
C2 C3 C4 C5 -178.4(2) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C4 C5 C6 C7 0.5(3) . . . . ?
C4 C5 C6 C1 -178.6(2) . . . 3_666 ?
C5 C6 C7 C7 -0.4(4) . . . 3_666 ?
C1 C6 C7 C7 178.7(2) 3_666 . . 3_666 ?
C5 C6 C7 C3 -179.9(2) . . . 3_666 ?
C1 C6 C7 C3 -0.8(3) 3_666 . . 3_666 ?

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.080



_exptl_crystal_recrystallization_method 'solvothermal synthesis'
