# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_PP
_database_code_depnum_ccdc_archive 'CCDC 2069810'
loop_
_audit_author_name
_audit_author_address
'Wei-Jian Xu'
;SYSU
China
;
_audit_update_record             
;
2021-03-11 deposited with the CCDC.	2021-04-22 downloaded from the CCDC.
;
_audit_creation_date             2021-01-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C12 Co2 K2 N12), 1(C6 H20 N2 O2)'
_chemical_formula_sum            'C12 H20.01 Co K N8 O2'
_chemical_formula_weight         406.46
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'
N N 0.0061 0.0033 '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'

_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.
;
_space_group_crystal_system      cubic
_space_group_IT_number           225
_space_group_name_H-M_alt        'F m -3 m'
_space_group_name_Hall           '-F 4 2 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'z, x, y'
'z, -x, -y'
'-z, -x, y'
'-z, x, -y'
'y, z, x'
'-y, z, -x'
'y, -z, -x'
'-y, -z, x'
'y, x, -z'
'-y, -x, -z'
'y, -x, z'
'-y, x, z'
'x, z, -y'
'-x, z, y'
'-x, -z, -y'
'x, -z, y'
'z, y, -x'
'z, -y, x'
'-z, y, x'
'-z, -y, -x'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'z, x+1/2, y+1/2'
'z, -x+1/2, -y+1/2'
'-z, -x+1/2, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z+1/2, x+1/2'
'-y, z+1/2, -x+1/2'
'y, -z+1/2, -x+1/2'
'-y, -z+1/2, x+1/2'
'y, x+1/2, -z+1/2'
'-y, -x+1/2, -z+1/2'
'y, -x+1/2, z+1/2'
'-y, x+1/2, z+1/2'
'x, z+1/2, -y+1/2'
'-x, z+1/2, y+1/2'
'-x, -z+1/2, -y+1/2'
'x, -z+1/2, y+1/2'
'z, y+1/2, -x+1/2'
'z, -y+1/2, x+1/2'
'-z, y+1/2, x+1/2'
'-z, -y+1/2, -x+1/2'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+1/2, y, -z+1/2'
'x+1/2, -y, -z+1/2'
'z+1/2, x, y+1/2'
'z+1/2, -x, -y+1/2'
'-z+1/2, -x, y+1/2'
'-z+1/2, x, -y+1/2'
'y+1/2, z, x+1/2'
'-y+1/2, z, -x+1/2'
'y+1/2, -z, -x+1/2'
'-y+1/2, -z, x+1/2'
'y+1/2, x, -z+1/2'
'-y+1/2, -x, -z+1/2'
'y+1/2, -x, z+1/2'
'-y+1/2, x, z+1/2'
'x+1/2, z, -y+1/2'
'-x+1/2, z, y+1/2'
'-x+1/2, -z, -y+1/2'
'x+1/2, -z, y+1/2'
'z+1/2, y, -x+1/2'
'z+1/2, -y, x+1/2'
'-z+1/2, y, x+1/2'
'-z+1/2, -y, -x+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'z+1/2, x+1/2, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x+1/2, y'
'-z+1/2, x+1/2, -y'
'y+1/2, z+1/2, x'
'-y+1/2, z+1/2, -x'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z+1/2, x'
'y+1/2, x+1/2, -z'
'-y+1/2, -x+1/2, -z'
'y+1/2, -x+1/2, z'
'-y+1/2, x+1/2, z'
'x+1/2, z+1/2, -y'
'-x+1/2, z+1/2, y'
'-x+1/2, -z+1/2, -y'
'x+1/2, -z+1/2, y'
'z+1/2, y+1/2, -x'
'z+1/2, -y+1/2, x'
'-z+1/2, y+1/2, x'
'-z+1/2, -y+1/2, -x'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-z, -x, -y'
'-z, x, y'
'z, x, -y'
'z, -x, y'
'-y, -z, -x'
'y, -z, x'
'-y, z, x'
'y, z, -x'
'-y, -x, z'
'y, x, z'
'-y, x, -z'
'y, -x, -z'
'-x, -z, y'
'x, -z, -y'
'x, z, y'
'-x, z, -y'
'-z, -y, x'
'-z, y, -x'
'z, -y, -x'
'z, y, x'
'-x, -y+1/2, -z+1/2'
'x, y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
'-x, y+1/2, z+1/2'
'-z, -x+1/2, -y+1/2'
'-z, x+1/2, y+1/2'
'z, x+1/2, -y+1/2'
'z, -x+1/2, y+1/2'
'-y, -z+1/2, -x+1/2'
'y, -z+1/2, x+1/2'
'-y, z+1/2, x+1/2'
'y, z+1/2, -x+1/2'
'-y, -x+1/2, z+1/2'
'y, x+1/2, z+1/2'
'-y, x+1/2, -z+1/2'
'y, -x+1/2, -z+1/2'
'-x, -z+1/2, y+1/2'
'x, -z+1/2, -y+1/2'
'x, z+1/2, y+1/2'
'-x, z+1/2, -y+1/2'
'-z, -y+1/2, x+1/2'
'-z, y+1/2, -x+1/2'
'z, -y+1/2, -x+1/2'
'z, y+1/2, x+1/2'
'-x+1/2, -y, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y, z+1/2'
'-z+1/2, -x, -y+1/2'
'-z+1/2, x, y+1/2'
'z+1/2, x, -y+1/2'
'z+1/2, -x, y+1/2'
'-y+1/2, -z, -x+1/2'
'y+1/2, -z, x+1/2'
'-y+1/2, z, x+1/2'
'y+1/2, z, -x+1/2'
'-y+1/2, -x, z+1/2'
'y+1/2, x, z+1/2'
'-y+1/2, x, -z+1/2'
'y+1/2, -x, -z+1/2'
'-x+1/2, -z, y+1/2'
'x+1/2, -z, -y+1/2'
'x+1/2, z, y+1/2'
'-x+1/2, z, -y+1/2'
'-z+1/2, -y, x+1/2'
'-z+1/2, y, -x+1/2'
'z+1/2, -y, -x+1/2'
'z+1/2, y, x+1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'-z+1/2, -x+1/2, -y'
'-z+1/2, x+1/2, y'
'z+1/2, x+1/2, -y'
'z+1/2, -x+1/2, y'
'-y+1/2, -z+1/2, -x'
'y+1/2, -z+1/2, x'
'-y+1/2, z+1/2, x'
'y+1/2, z+1/2, -x'
'-y+1/2, -x+1/2, z'
'y+1/2, x+1/2, z'
'-y+1/2, x+1/2, -z'
'y+1/2, -x+1/2, -z'
'-x+1/2, -z+1/2, y'
'x+1/2, -z+1/2, -y'
'x+1/2, z+1/2, y'
'-x+1/2, z+1/2, -y'
'-z+1/2, -y+1/2, x'
'-z+1/2, y+1/2, -x'
'z+1/2, -y+1/2, -x'
'z+1/2, y+1/2, x'

_cell_length_a                   12.318(3)
_cell_length_b                   12.318(3)
_cell_length_c                   12.318(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1869.0(14)
_cell_formula_units_Z            3.99936
_cell_measurement_reflns_used    857
_cell_measurement_temperature    450
_cell_measurement_theta_max      26.8
_cell_measurement_theta_min      3.3
_shelx_estimated_absorpt_T_max   0.845
_shelx_estimated_absorpt_T_min   0.776
_exptl_absorpt_coefficient_mu    1.163
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.38.40t (Rigaku Oxford Diffraction, 2015)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            1624
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.198
_diffrn_reflns_theta_min         3.308
_diffrn_ambient_temperature      450
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                116
_reflns_number_total             142
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.015(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     31
_refine_ls_number_reflns         142
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0626
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1461P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1770
_refine_ls_wR_factor_ref         0.1910
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C2-C4
 2.45 with sigma of 0.02
 C4-C3
 2.45 with sigma of 0.02
 C3-C2
 2.45 with sigma of 0.02
 N2-O1
 1.422 with sigma of 0.002
 O1-C2
 2.34 with sigma of 0.02
 O1-C4
 2.34 with sigma of 0.02
 O1-C3
 2.34 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C4) = Uanis(N2) = Uanis(C2) = Uanis(C3) = Uanis(O1)
4. Others
 Fixed Sof: N2(0.04167) C2(0.04167) H2A(0.04167) H2B(0.04167) H2C(0.04167)
 C3(0.04167) H3A(0.04167) H3B(0.04167) H3C(0.04167) C4(0.04167) H4A(0.04167)
 H4B(0.04167) H4C(0.04167) O1(0.04167) H1(0.04167)
5.a Riding coordinates:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), O1(H1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Co1 Co 0.0000 0.5000 0.5000 0.1160(13) Uani 1 48 d S T P . .
C1 C 0.0000 0.5000 0.6535(8) 0.132(2) Uani 1 8 d S T P . .
N1 N 0.0000 0.5000 0.7486(4) 0.153(3) Uani 1 8 d S T P . .
K1 K 0.0000 0.5000 1.0000 0.1331(17) Uani 1 48 d S T P . .
N2 N 0.251(13) 0.746(6) 0.763(4) 0.135(10) Uani 0.0417 1 d D . . A -1
C2 C 0.324(9) 0.753(4) 0.671(5) 0.135(10) Uani 0.0417 1 d D . . A -1
H2A H 0.3760 0.6950 0.6795 0.202 Uiso 0.0417 1 d R . . A -1
H2B H 0.3607 0.8213 0.6764 0.202 Uiso 0.0417 1 d R . . A -1
H2C H 0.2894 0.7467 0.6019 0.202 Uiso 0.0417 1 d R . . A -1
C3 C 0.138(6) 0.788(6) 0.733(7) 0.135(10) Uani 0.0417 1 d D . . A -1
H3A H 0.0960 0.7332 0.6963 0.202 Uiso 0.0417 1 d R . . A -1
H3B H 0.1506 0.8477 0.6851 0.202 Uiso 0.0417 1 d R . . A -1
H3C H 0.0989 0.8124 0.7959 0.202 Uiso 0.0417 1 d R . . A -1
C4 C 0.241(6) 0.636(4) 0.809(5) 0.135(10) Uani 0.0417 1 d D . . A -1
H4A H 0.2585 0.5869 0.7505 0.202 Uiso 0.0417 1 d R . . A -1
H4B H 0.1678 0.6235 0.8319 0.202 Uiso 0.0417 1 d RS T P A -1
H4C H 0.2896 0.6225 0.8686 0.202 Uiso 0.0417 1 d R . . A -1
O1 O 0.289(6) 0.816(4) 0.847(3) 0.135(10) Uani 0.0417 1 d D . . A -1
H1 H 0.2686 0.8776 0.8316 0.202 Uiso 0.0417 1 d R . . A -1


_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
Co1 C1 1.891(9) . ?
Co1 C1 1.891(9) 173_556 ?
Co1 C1 1.891(9) 77_455 ?
Co1 C1 1.891(9) 153_565 ?
Co1 C1 1.891(9) 97_566 ?
Co1 C1 1.891(9) 57_455 ?
C1 N1 1.172(11) . ?
N1 K1 3.096(5) . ?
K1 N1 3.096(5) 125_656 ?
K1 N1 3.096(5) 29_455 ?
K1 N1 3.096(5) 81_446 ?
K1 N1 3.096(5) 97_567 ?
K1 N1 3.096(5) 177_566 ?
N2 C2 1.45(14) . ?
N2 C3 1.54(16) . ?
N2 C4 1.48(8) . ?
N2 O1 1.422(2) . ?

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
C1 Co1 C1 90.0 . 153_565 ?
C1 Co1 C1 90.000(2) 97_566 173_556 ?
C1 Co1 C1 90.0 97_566 57_455 ?
C1 Co1 C1 180.0 . 97_566 ?
C1 Co1 C1 90.000(1) . 57_455 ?
C1 Co1 C1 90.0 153_565 97_566 ?
C1 Co1 C1 90.000(1) 173_556 57_455 ?
C1 Co1 C1 90.000(2) . 77_455 ?
C1 Co1 C1 180.0 77_455 173_556 ?
C1 Co1 C1 90.000(1) 153_565 77_455 ?
C1 Co1 C1 180.0 153_565 57_455 ?
C1 Co1 C1 90.0 97_566 77_455 ?
C1 Co1 C1 90.000(2) 77_455 57_455 ?
C1 Co1 C1 90.0 . 173_556 ?
C1 Co1 C1 90.000(2) 153_565 173_556 ?
N1 C1 Co1 180.0 . . ?
C1 N1 K1 180.0 . . ?
N1 K1 N1 90.000(1) 97_567 125_656 ?
N1 K1 N1 90.0 97_567 81_446 ?
N1 K1 N1 90.0 . 177_566 ?
N1 K1 N1 90.000(1) . 81_446 ?
N1 K1 N1 90.0 177_566 97_567 ?
N1 K1 N1 90.0 125_656 81_446 ?
N1 K1 N1 90.000(1) . 29_455 ?
N1 K1 N1 180.0 29_455 125_656 ?
N1 K1 N1 90.0 177_566 29_455 ?
N1 K1 N1 180.0 177_566 81_446 ?
N1 K1 N1 90.0 97_567 29_455 ?
N1 K1 N1 90.000(1) 29_455 81_446 ?
N1 K1 N1 90.0 . 125_656 ?
N1 K1 N1 90.000(1) 177_566 125_656 ?
N1 K1 N1 180.0 . 97_567 ?
C2 N2 C3 111(5) . . ?
C2 N2 C4 114(9) . . ?
C4 N2 C3 109(8) . . ?
O1 N2 C2 110(8) . . ?
O1 N2 C3 106(9) . . ?
O1 N2 C4 108(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_FP
_database_code_depnum_ccdc_archive 'CCDC 2069811'
loop_
_audit_author_name
_audit_author_address
'Wei-Jian Xu'
;SYSU
China
;
_audit_update_record             
;
2021-03-11 deposited with the CCDC.	2021-04-22 downloaded from the CCDC.
;
_audit_creation_date             2021-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H20 Co K N8 O2'
_chemical_formula_sum            'C12 H20 Co K N8 O2'
_chemical_formula_weight         406.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'
Co Co 0.3494 0.9721 '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'
N N 0.0061 0.0033 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   15.133(3)
_cell_length_b                   8.7750(17)
_cell_length_c                   14.290(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.326(4)
_cell_angle_gamma                90
_cell_volume                     1877.5(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3620
_cell_measurement_temperature    230(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.157
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.620
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    "'not measured'"
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3548
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_min         3.144
_diffrn_ambient_temperature      230
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_full    0.953
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                3514
_reflns_number_total             3548
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.134
_refine_ls_abs_structure_details 
;
 Flack x determined using 1441 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.177
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3548
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.176
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0471P)²+0.9933P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0936
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.50(2)
 0.50(2)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained distances
 O2-H2
 0.85 with sigma of 0.01
 O1-H1
 0.85 with sigma of 0.01
 N8-H2
 1.892953 with sigma of 0.02
 K1-H2
 3.315414 with sigma of 0.02
 N7-H1
 1.890406 with sigma of 0.02
 K1-H1
 3.332147 with sigma of 0.02
4.a Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C),
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Co1 Co 0.18348(3) 1.09956(5) 0.07279(3) 0.01445(14) Uani 1 1 d . . . . .
K1 K 0.42324(6) 0.75606(13) 0.32072(7) 0.0204(2) Uani 1 1 d D . . . .
N7 N 0.5422(3) 1.1096(4) 0.2150(3) 0.0208(9) Uani 1 1 d D . . . .
N8 N 0.3283(3) 0.3884(4) 0.4381(3) 0.0190(9) Uani 1 1 d D . . . .
O2 O 0.3316(2) 0.4838(4) 0.3579(2) 0.0256(7) Uani 1 1 d D . . . .
H2 H 0.312(3) 0.432(4) 0.3087(12) 0.038 Uiso 1 1 d DR . . . .
C1 C 0.0942(3) 1.1256(5) 0.1527(4) 0.0220(9) Uani 1 1 d . . . . .
O1 O 0.5068(2) 1.0420(4) 0.2924(2) 0.0277(8) Uani 1 1 d D . . . .
H1 H 0.530(3) 1.088(4) 0.3426(12) 0.042 Uiso 1 1 d DR . . . .
C6 C 0.1052(3) 0.9603(5) -0.0007(3) 0.0201(9) Uani 1 1 d . . . . .
C4 C 0.2718(4) 1.0894(5) -0.0097(3) 0.0197(10) Uani 1 1 d . . . . .
C2 C 0.2403(3) 0.9312(6) 0.1410(3) 0.0204(9) Uani 1 1 d . . . . .
C5 C 0.1329(3) 1.2652(5) -0.0012(3) 0.0195(9) Uani 1 1 d . . . . .
N3 N 0.3013(3) 1.3093(5) 0.2057(3) 0.0269(8) Uani 1 1 d . . . . .
N2 N 0.2789(3) 0.8290(5) 0.1763(3) 0.0300(9) Uani 1 1 d . . . . .
N6 N 0.0556(3) 0.8751(5) -0.0398(3) 0.0313(10) Uani 1 1 d . . . . .
N4 N 0.3261(3) 1.0865(5) -0.0575(3) 0.0308(10) Uani 1 1 d . . . . .
N5 N 0.1023(3) 1.3634(5) -0.0482(3) 0.0283(9) Uani 1 1 d . . . . .
C12 C 0.2393(3) 0.3111(6) 0.4288(4) 0.0298(10) Uani 1 1 d . . . . .
H12A H 0.1929 0.3865 0.4236 0.045 Uiso 1 1 calc GR . . . .
H12B H 0.2363 0.2490 0.4835 0.045 Uiso 1 1 calc GR . . . .
H12C H 0.2317 0.2482 0.3732 0.045 Uiso 1 1 calc GR . . . .
N1 N 0.0365(3) 1.1491(5) 0.1948(3) 0.0319(10) Uani 1 1 d . . . . .
C3 C 0.2580(3) 1.2310(5) 0.1544(3) 0.0187(8) Uani 1 1 d . . . . .
C11 C 0.4025(3) 0.2765(6) 0.4448(4) 0.0341(11) Uani 1 1 d . . . . .
H11A H 0.3926 0.2080 0.3919 0.051 Uiso 1 1 calc GR . . . .
H11B H 0.4049 0.2197 0.5025 0.051 Uiso 1 1 calc GR . . . .
H11C H 0.4579 0.3294 0.4443 0.051 Uiso 1 1 calc GR . . . .
C7 C 0.4816(4) 1.0575(7) 0.1297(4) 0.0373(12) Uani 1 1 d . . . . .
H7A H 0.4807 0.9482 0.1279 0.056 Uiso 1 1 calc GR . . . .
H7B H 0.5025 1.0959 0.0739 0.056 Uiso 1 1 calc GR . . . .
H7C H 0.4223 1.0949 0.1322 0.056 Uiso 1 1 calc GR . . . .
C8 C 0.5412(4) 1.2787(5) 0.2238(4) 0.0338(11) Uani 1 1 d . . . . .
H8A H 0.4809 1.3130 0.2231 0.051 Uiso 1 1 calc GR . . . .
H8B H 0.5655 1.3236 0.1718 0.051 Uiso 1 1 calc GR . . . .
H8C H 0.5765 1.3085 0.2822 0.051 Uiso 1 1 calc GR . . . .
C10 C 0.3406(4) 0.4938(6) 0.5204(3) 0.0315(11) Uani 1 1 d . . . . .
H10A H 0.3972 0.5442 0.5236 0.047 Uiso 1 1 calc GR . . . .
H10B H 0.3389 0.4369 0.5775 0.047 Uiso 1 1 calc GR . . . .
H10C H 0.2936 0.5682 0.5133 0.047 Uiso 1 1 calc GR . . . .
C9 C 0.6339(3) 1.0509(7) 0.2140(4) 0.0371(12) Uani 1 1 d . . . . .
H9A H 0.6718 1.0842 0.2699 0.056 Uiso 1 1 calc GR . . . .
H9B H 0.6566 1.0888 0.1591 0.056 Uiso 1 1 calc GR . . . .
H9C H 0.6327 0.9415 0.2122 0.056 Uiso 1 1 calc GR . . . .


_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
Co1 C1 1.905(5) . ?
Co1 C6 1.908(5) . ?
Co1 C4 1.907(5) . ?
Co1 C2 1.904(5) . ?
Co1 C5 1.893(5) . ?
Co1 C3 1.892(4) . ?
K1 O2 2.851(4) . ?
K1 O1 2.865(4) . ?
K1 N2 2.852(4) . ?
K1 N6 2.855(4) 4_565 ?
K1 N4 2.799(4) 2_575 ?
K1 N1 2.820(4) 3_545 ?
N7 O1 1.427(5) . ?
N7 C7 1.487(7) . ?
N7 C8 1.489(6) . ?
N7 C9 1.482(7) . ?
N8 O2 1.426(5) . ?
N8 C12 1.496(7) . ?
N8 C11 1.484(6) . ?
N8 C10 1.487(6) . ?
C1 N1 1.147(6) . ?
C6 N6 1.146(6) . ?
C4 N4 1.144(7) . ?
C2 N2 1.148(6) . ?
C5 N5 1.148(6) . ?
N3 C3 1.141(6) . ?
N6 K1 2.855(4) 4_464 ?
N4 K1 2.799(4) 2_574 ?
N1 K1 2.820(4) 3_455 ?

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
C1 Co1 C6 88.2(2) . . ?
C1 Co1 C4 175.6(2) . . ?
C4 Co1 C6 93.7(2) . . ?
C2 Co1 C1 95.3(2) . . ?
C2 Co1 C6 89.02(19) . . ?
C2 Co1 C4 88.6(2) . . ?
C5 Co1 C1 88.7(2) . . ?
C5 Co1 C6 90.9(2) . . ?
C5 Co1 C4 87.35(19) . . ?
C5 Co1 C2 175.9(2) . . ?
C3 Co1 C1 88.2(2) . . ?
C3 Co1 C6 175.41(19) . . ?
C3 Co1 C4 90.06(19) . . ?
C3 Co1 C2 88.45(18) . . ?
C3 Co1 C5 91.90(18) . . ?
O2 K1 O1 175.54(11) . . ?
O2 K1 N2 88.89(11) . . ?
O2 K1 N6 80.97(12) . 4_565 ?
N2 K1 O1 90.50(11) . . ?
N2 K1 N6 169.07(13) . 4_565 ?
N6 K1 O1 99.92(12) 4_565 . ?
N4 K1 O2 89.11(12) 2_575 . ?
N4 K1 O1 86.44(12) 2_575 . ?
N4 K1 N2 85.59(14) 2_575 . ?
N4 K1 N6 98.23(14) 2_575 4_565 ?
N4 K1 N1 169.51(13) 2_575 3_545 ?
N1 K1 O2 101.38(12) 3_545 . ?
N1 K1 O1 83.08(12) 3_545 . ?
N1 K1 N2 94.91(14) 3_545 . ?
N1 K1 N6 83.21(14) 3_545 4_565 ?
O1 N7 C7 104.5(4) . . ?
O1 N7 C8 109.8(4) . . ?
O1 N7 C9 108.6(4) . . ?
C7 N7 C8 111.3(4) . . ?
C9 N7 C7 110.7(4) . . ?
C9 N7 C8 111.6(4) . . ?
O2 N8 C12 109.3(4) . . ?
O2 N8 C11 109.0(4) . . ?
O2 N8 C10 104.8(3) . . ?
C11 N8 C12 111.6(4) . . ?
C11 N8 C10 110.7(4) . . ?
C10 N8 C12 111.1(4) . . ?
N8 O2 K1 135.8(3) . . ?
N1 C1 Co1 174.1(5) . . ?
N7 O1 K1 134.2(3) . . ?
N6 C6 Co1 175.5(4) . . ?
N4 C4 Co1 178.0(5) . . ?
N2 C2 Co1 174.3(4) . . ?
N5 C5 Co1 178.2(4) . . ?
C2 N2 K1 141.4(4) . . ?
C6 N6 K1 161.2(4) . 4_464 ?
C4 N4 K1 148.0(4) . 2_574 ?
C1 N1 K1 166.6(4) . 3_455 ?
N3 C3 Co1 177.9(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.50(2)
2 0.50(2)

