# 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_342k
_database_code_depnum_ccdc_archive 'CCDC 2159522'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_342k                
;
PROBLEM: Short Inter D...A Contact  N1       ..N1       .       2.62 Ang.
RESPONSE: This is intramolecular N?N distances in dabco molecule. Such short distances are often observed for dabco.
;
# Added during the CSD deposition process: Thursday 17 March 2022 01:34 AM
# end Validation Reply Form

_audit_creation_date             2020-10-07
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.10.09 svn.r3662 for Rigaku Oxford Diffraction, GUI svn.r5959)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H12 Co1 K1 N5 O3'
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C9H12N5O3CoK
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      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x, y, -z+1/2'
'-y, x-y, -z+1/2'
'-x+y, -x, -z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, z+1/2'

_cell_length_a                   10.4730(10)
_cell_length_b                   10.4730(10)
_cell_length_c                   7.2162(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     685.46(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2049
_cell_measurement_temperature    342
_cell_measurement_theta_max      28.0260
_cell_measurement_theta_min      2.2210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.63a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.221
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            3914
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.914
_diffrn_reflns_theta_min         2.245
_diffrn_ambient_temperature      342
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00   2.00   0.50    0.27    --   21.85  45.00 147.00   68
  2  ω    -28.00  16.00   0.50    0.27    --   21.85 101.00 141.00   88
  3  ω     47.00 100.00   0.50    0.27    --   21.85  45.00 147.00  106
  4  ω      4.00  73.00   0.50    0.27    --   21.85-107.00 135.00  138
  5  ω    -14.00  17.00   0.50    0.27    --  -21.77 -99.00 120.00   62
  6  ω    -18.00  45.00   0.50    0.27    --  -21.77  19.00-120.00  126
  7  ω    -16.00  37.00   0.50    0.27    --  -21.77  19.00  60.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0002747000
_diffrn_orient_matrix_UB_12      0.0174614000
_diffrn_orient_matrix_UB_13      -0.0951662000
_diffrn_orient_matrix_UB_21      0.0745937000
_diffrn_orient_matrix_UB_22      0.0176790000
_diffrn_orient_matrix_UB_23      -0.0070978000
_diffrn_orient_matrix_UB_31      -0.0232556000
_diffrn_orient_matrix_UB_32      -0.0740384000
_diffrn_orient_matrix_UB_33      -0.0242025000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Mova (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.694
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.892
_reflns_number_gt                520
_reflns_number_total             603
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Flack x determined using 194 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       0.009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     36
_refine_ls_number_reflns         603
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.071
_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)+(0.0332P)²+0.1830P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0715
_refine_ls_wR_factor_ref         0.0742
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_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 0.666667 0.333333 0.750000 0.0377(3) Uani 1 6 d S T P . .
K1 K 0.000000 0.000000 0.500000 0.0536(4) Uani 1 6 d S T P . .
N1 N 0.666667 0.333333 0.4314(4) 0.0340(7) Uani 1 3 d S T P . .
O1 O 0.2004(5) 0.0249(7) 0.750000 0.1004(19) Uani 1 2 d S T P . .
N2 N 0.4551(5) 0.1842(5) 0.750000 0.0554(12) Uani 1 2 d S T P . .
C1 C 0.5606(4) 0.3733(4) 0.3565(4) 0.0495(9) Uani 1 1 d . . . . .
H1A H 0.585576 0.470514 0.400982 0.059 Uiso 1 1 calc R U . . .
H1B H 0.462478 0.303687 0.400982 0.059 Uiso 1 1 calc R U . . .
C2 C 0.3316(6) 0.1098(7) 0.750000 0.0540(13) Uani 1 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0403(4) 0.0403(4) 0.0326(4) 0.000 0.000 0.02013(19)
K1 0.0601(7) 0.0601(7) 0.0407(8) 0.000 0.000 0.0301(3)
N1 0.0384(12) 0.0384(12) 0.0252(14) 0.000 0.000 0.0192(6)
O1 0.047(2) 0.156(5) 0.076(3) 0.000 0.000 0.034(3)
N2 0.045(2) 0.067(3) 0.0368(19) 0.000 0.000 0.015(2)
C1 0.062(2) 0.075(2) 0.0295(14) 0.0022(14) 0.0024(13) 0.048(2)
C2 0.044(3) 0.080(4) 0.033(2) 0.000 0.000 0.027(3)

_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 N1 2.299(3) . ?
Co1 N1 2.299(3) 4_556 ?
Co1 N2 1.972(4) 2_655 ?
Co1 N2 1.972(4) . ?
Co1 N2 1.972(4) 3_665 ?
K1 K1 3.6081(3) 4_556 ?
K1 K1 3.6081(3) 4 ?
K1 O1 2.679(3) 9_556 ?
K1 O1 2.679(3) . ?
K1 O1 2.679(3) 8_556 ?
K1 O1 2.679(3) 3 ?
K1 O1 2.679(3) 2 ?
K1 O1 2.679(3) 7_556 ?
N1 C1 1.472(3) 2_655 ?
N1 C1 1.472(3) . ?
N1 C1 1.472(3) 3_665 ?
O1 C2 1.207(7) . ?
N2 C2 1.128(6) . ?
C1 C1 1.537(6) 4 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
N1 Co1 N1 180.0 . 4_556 ?
N2 Co1 N1 90.0 2_655 . ?
N2 Co1 N1 90.0 3_665 4_556 ?
N2 Co1 N1 90.000(1) . 4_556 ?
N2 Co1 N1 90.0 . . ?
N2 Co1 N1 90.0 2_655 4_556 ?
N2 Co1 N1 90.0 3_665 . ?
N2 Co1 N2 120.001(1) . 3_665 ?
N2 Co1 N2 120.000(1) 2_655 3_665 ?
N2 Co1 N2 120.0 2_655 . ?
K1 K1 K1 180.0 4_556 4 ?
O1 K1 K1 132.32(6) . 4 ?
O1 K1 K1 132.32(6) 2 4 ?
O1 K1 K1 47.68(6) . 4_556 ?
O1 K1 K1 132.32(6) 3 4 ?
O1 K1 K1 47.68(6) 9_556 4 ?
O1 K1 K1 47.68(6) 2 4_556 ?
O1 K1 K1 132.32(6) 7_556 4_556 ?
O1 K1 K1 132.32(6) 8_556 4_556 ?
O1 K1 K1 47.68(6) 8_556 4 ?
O1 K1 K1 132.32(6) 9_556 4_556 ?
O1 K1 K1 47.68(6) 3 4_556 ?
O1 K1 K1 47.68(6) 7_556 4 ?
O1 K1 O1 127.8(3) . 7_556 ?
O1 K1 O1 85.46(14) 2 7_556 ?
O1 K1 O1 127.8(3) 2 9_556 ?
O1 K1 O1 79.63(10) 2 3 ?
O1 K1 O1 79.63(10) 8_556 9_556 ?
O1 K1 O1 127.8(3) 8_556 3 ?
O1 K1 O1 79.63(10) 3 . ?
O1 K1 O1 85.46(14) 9_556 3 ?
O1 K1 O1 79.63(10) 9_556 7_556 ?
O1 K1 O1 79.63(10) 2 . ?
O1 K1 O1 85.46(14) 8_556 . ?
O1 K1 O1 145.8(3) 3 7_556 ?
O1 K1 O1 145.8(3) 2 8_556 ?
O1 K1 O1 145.8(3) 9_556 . ?
O1 K1 O1 79.63(10) 8_556 7_556 ?
C1 N1 Co1 111.54(17) . . ?
C1 N1 Co1 111.54(17) 3_665 . ?
C1 N1 Co1 111.54(17) 2_655 . ?
C1 N1 C1 107.33(18) 2_655 . ?
C1 N1 C1 107.33(18) 2_655 3_665 ?
C1 N1 C1 107.33(18) 3_665 . ?
K1 O1 K1 84.64(13) . 4_556 ?
C2 O1 K1 128.3(3) . 4_556 ?
C2 O1 K1 128.3(3) . . ?
C2 N2 Co1 173.4(5) . . ?
N1 C1 C1 111.54(17) . 4 ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C1 C1 H1A 109.3 4 . ?
C1 C1 H1B 109.3 4 . ?
H1A C1 H1B 108.0 . . ?
N2 C2 O1 177.1(8) . . ?

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
Co1 N1 C1 C1 180.000(1) . . . 4 ?
C1 N1 C1 C1 -57.55(19) 2_655 . . 4 ?
C1 N1 C1 C1 57.55(19) 3_665 . . 4 ?

_shelx_res_file                  
;
TITL 363k_a.res in P-62c
    363k.res
    created by SHELXL-2018/3 at 18:22:53 on 07-Oct-2020
REM Old TITL 363K in P6(3)mc
REM SHELXT solution in P-62c: R1 0.090, Rweak 0.003, Alpha 0.011
REM <I/s> 0.230 for 19 systematic absences, Orientation as input
REM Flack x = 0.125 ( 0.028 ) from 163 Parsons' quotients
REM Formula found by SHELXT: C12 N5 K Co
CELL 0.71073 10.473047 10.473047 7.216178 90 90 120
ZERR 2 0.000967 0.000967 0.000574 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,0.5-Z
SYMM -Y,+X-Y,0.5-Z
SYMM +Y-X,-X,0.5-Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,0.5+Z
SYMM -Y+X,-Y,0.5+Z
SYMM -X,-X+Y,0.5+Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 4
PLAN  5
CONF
BOND $H
MORE -1
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\363K.hkl">
REM </olex2.extras>

WGHT    0.033200    0.183000
EXTI    0.008592
FVAR       4.20090
CO1   3    0.666667    0.333333    0.750000    10.16667    0.04025    0.04025 =
         0.03261    0.00000    0.00000    0.02013
K1    4    0.000000    0.000000    0.500000    10.16667    0.06011    0.06011 =
         0.04068    0.00000    0.00000    0.03006
N1    5    0.666667    0.333333    0.431432    10.33333    0.03838    0.03838 =
         0.02519    0.00000    0.00000    0.01919
O1    6    0.200372    0.024891    0.750000    10.50000    0.04679    0.15611 =
         0.07560    0.00000    0.00000    0.03375
N2    5    0.455136    0.184180    0.750000    10.50000    0.04496    0.06696 =
         0.03681    0.00000    0.00000    0.01498
C1    1    0.560562    0.373329    0.356519    11.00000    0.06161    0.07543 =
         0.02952    0.00217    0.00245    0.04775
AFIX  23
H1A   2    0.585576    0.470514    0.400982    11.00000   -1.20000
H1B   2    0.462478    0.303687    0.400982    11.00000   -1.20000
AFIX   0
C2    1    0.331599    0.109798    0.750000    10.50000    0.04430    0.07955 =
         0.03327    0.00000    0.00000    0.02724
HKLF 4




REM  363k_a.res in P-62c
REM wR2 = 0.0742, GooF = S = 1.071, Restrained GooF = 1.071 for all data
REM R1 = 0.0288 for 520 Fo > 4sig(Fo) and 0.0350 for all 603 data
REM 36 parameters refined using 0 restraints

END

WGHT      0.0332      0.1828

REM Highest difference peak  0.215,  deepest hole -0.182,  1-sigma level  0.043
Q1    1   0.1935  0.1933  0.7500  10.50000  0.05    0.21
Q2    1   0.2334  0.1238  0.8058  11.00000  0.05    0.16
Q3    1   0.4038  0.2204  0.7500  10.50000  0.05    0.15
Q4    1   0.4937  0.3344  0.7500  10.50000  0.05    0.14
Q5    1   0.5788  0.2983  0.8236  11.00000  0.05    0.14
;
_shelx_res_checksum              7329
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.988
_oxdiff_exptl_absorpt_empirical_full_min 0.385
####################################################################### 
# 
# 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_446k
_database_code_depnum_ccdc_archive 'CCDC 2159524'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_audit_creation_date             2020-12-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H12 Co1 K1 N5 O3'
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27
_chemical_melting_point          ?
_chemical_oxdiff_formula         C9H12N5O3CoK
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      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   10.6103(12)
_cell_length_b                   10.6103(12)
_cell_length_c                   7.2328(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     705.17(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1136
_cell_measurement_temperature    446
_cell_measurement_theta_max      28.3880
_cell_measurement_theta_min      2.2030
_shelx_estimated_absorpt_T_max   0.780
_shelx_estimated_absorpt_T_min   0.582
_exptl_absorpt_coefficient_mu    1.522
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.63a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.399
_exptl_crystal_size_mid          0.185
_exptl_crystal_size_min          0.172
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1736
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.513
_diffrn_reflns_theta_min         2.216
_diffrn_ambient_temperature      446
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     10.00  36.00   0.50    1.24    --  -21.62 -99.00-180.00   52
  2  ω    -21.00  41.00   0.50    1.24    --  -21.62  28.00-179.00  124
  3  ω    -21.00   5.00   0.50    1.24    --  -21.62 103.00 -71.00   52
  4  ω     54.00  94.00   0.50    1.24    --   21.69 169.00  43.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0735069000
_diffrn_orient_matrix_UB_12      -0.0167683000
_diffrn_orient_matrix_UB_13      0.0058377000
_diffrn_orient_matrix_UB_21      -0.0231259000
_diffrn_orient_matrix_UB_22      -0.0706808000
_diffrn_orient_matrix_UB_23      -0.0349089000
_diffrn_orient_matrix_UB_31      -0.0041037000
_diffrn_orient_matrix_UB_32      -0.0258569000
_diffrn_orient_matrix_UB_33      0.0915832000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Mova (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                292
_reflns_number_total             340
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     30
_refine_ls_number_reflns         340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0284
_refine_ls_restrained_S_all      1.092
_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)+(0.0478P)²+0.1229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0873
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Others
 Fixed Sof: H1A(0.5) H1B(0.5) O2(0.25) C3(0.25)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_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 0.333333 0.666667 0.750000 0.0471(3) Uani 1 12 d S T P . .
K1 K 0.000000 0.000000 0.500000 0.0719(5) Uani 1 12 d S T P . .
N1 N 0.333333 0.666667 0.4301(4) 0.0426(7) Uani 1 6 d S T P . .
C1 C 0.40763(14) 0.59237(14) 0.3560(3) 0.0666(8) Uani 1 2 d S T P . .
H1A H 0.359311 0.492785 0.400441 0.080 Uiso 0.5 1 calc R U P . .
H1B H 0.507215 0.640689 0.400441 0.080 Uiso 0.5 1 calc R U P . .
N2 N 0.2270(2) 0.4540(4) 0.750000 0.0947(15) Uani 1 4 d S T P . .
O2 O 0.0499(6) 0.2050(5) 0.750000 0.116(3) Uani 0.5 2 d S T P . .
C3 C 0.1363(8) 0.3343(5) 0.750000 0.069(3) Uani 0.5 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0506(4) 0.0506(4) 0.0402(4) 0.000 0.000 0.02528(19)
K1 0.0811(7) 0.0811(7) 0.0533(8) 0.000 0.000 0.0406(3)
N1 0.0498(11) 0.0498(11) 0.0280(13) 0.000 0.000 0.0249(6)
C1 0.1004(18) 0.1004(18) 0.0322(12) 0.0012(5) -0.0012(5) 0.075(2)
N2 0.153(4) 0.055(2) 0.0439(17) 0.000 0.000 0.0273(11)
O2 0.158(7) 0.051(2) 0.112(4) 0.000 0.000 0.032(3)
C3 0.105(8) 0.054(3) 0.045(2) 0.000 0.000 0.037(3)

_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 N1 2.314(3) . ?
Co1 N1 2.314(3) 16_557 ?
Co1 N2 1.954(4) . ?
Co1 N2 1.954(4) 2_665 ?
Co1 N2 1.954(4) 3_565 ?
K1 O2 2.670(3) 3 ?
K1 O2 2.670(3) 19 ?
K1 O2 2.670(3) 13_556 ?
K1 O2 2.670(3) 15_556 ?
K1 O2 2.670(3) 9_556 ?
K1 O2 2.670(3) 21 ?
K1 O2 2.670(3) . ?
K1 O2 2.670(3) 14_556 ?
K1 O2 2.670(3) 20 ?
K1 O2 2.670(3) 2 ?
K1 O2 2.670(3) 8_556 ?
K1 O2 2.670(3) 7_556 ?
N1 C1 1.467(3) 3_565 ?
N1 C1 1.467(3) 2_665 ?
N1 C1 1.467(3) . ?
C1 C1 1.534(4) 16_556 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N2 C3 1.148(6) . ?
N2 C3 1.148(6) 20 ?
O2 O2 1.115(12) 20 ?
O2 C3 1.211(6) . ?
O2 C3 1.481(8) 20 ?
C3 C3 0.654(17) 20 ?

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
N1 Co1 N1 180.0 16_557 . ?
N2 Co1 N1 90.0 3_565 16_557 ?
N2 Co1 N1 90.0 3_565 . ?
N2 Co1 N1 90.000(1) 2_665 . ?
N2 Co1 N1 90.000(1) 2_665 16_557 ?
N2 Co1 N1 90.000(1) . 16_557 ?
N2 Co1 N1 90.0 . . ?
N2 Co1 N2 120.0 3_565 . ?
N2 Co1 N2 120.000(1) 3_565 2_665 ?
N2 Co1 N2 120.0 2_665 . ?
O2 K1 O2 180.0 14_556 2 ?
O2 K1 O2 79.17(10) 21 19 ?
O2 K1 O2 100.83(10) 15_556 2 ?
O2 K1 O2 100.83(10) 8_556 19 ?
O2 K1 O2 91.35(16) 8_556 14_556 ?
O2 K1 O2 79.17(10) . 2 ?
O2 K1 O2 119.1(2) 21 14_556 ?
O2 K1 O2 79.17(10) 8_556 7_556 ?
O2 K1 O2 100.83(10) . 14_556 ?
O2 K1 O2 100.83(10) 21 7_556 ?
O2 K1 O2 79.17(10) 15_556 14_556 ?
O2 K1 O2 24.1(3) . 20 ?
O2 K1 O2 119.1(2) . 7_556 ?
O2 K1 O2 155.9(3) . 8_556 ?
O2 K1 O2 91.35(16) 15_556 7_556 ?
O2 K1 O2 180.0 20 8_556 ?
O2 K1 O2 60.9(2) . 19 ?
O2 K1 O2 180.00(15) . 13_556 ?
O2 K1 O2 88.65(16) 15_556 19 ?
O2 K1 O2 155.9(3) 20 13_556 ?
O2 K1 O2 155.9(3) 14_556 19 ?
O2 K1 O2 24.1(3) 8_556 13_556 ?
O2 K1 O2 88.65(16) 8_556 2 ?
O2 K1 O2 100.83(10) . 15_556 ?
O2 K1 O2 60.9(2) 21 2 ?
O2 K1 O2 119.1(2) 20 15_556 ?
O2 K1 O2 24.1(3) 19 2 ?
O2 K1 O2 60.9(2) 8_556 15_556 ?
O2 K1 O2 88.65(16) 20 14_556 ?
O2 K1 O2 79.17(10) 13_556 15_556 ?
O2 K1 O2 79.17(10) 13_556 14_556 ?
O2 K1 O2 79.17(10) . 3 ?
O2 K1 O2 100.83(10) 3 14_556 ?
O2 K1 O2 60.9(2) 20 3 ?
O2 K1 O2 60.9(2) 9_556 14_556 ?
O2 K1 O2 119.1(2) 8_556 3 ?
O2 K1 O2 100.83(10) 20 7_556 ?
O2 K1 O2 100.83(10) 13_556 3 ?
O2 K1 O2 60.9(2) 13_556 7_556 ?
O2 K1 O2 180.0 15_556 3 ?
O2 K1 O2 88.65(16) 3 7_556 ?
O2 K1 O2 91.35(16) . 21 ?
O2 K1 O2 24.1(3) 14_556 7_556 ?
O2 K1 O2 79.17(10) 20 21 ?
O2 K1 O2 79.17(10) 20 19 ?
O2 K1 O2 100.83(10) 8_556 21 ?
O2 K1 O2 119.1(2) 13_556 19 ?
O2 K1 O2 88.65(16) 13_556 21 ?
O2 K1 O2 91.35(16) 3 19 ?
O2 K1 O2 155.9(3) 15_556 21 ?
O2 K1 O2 100.83(10) 9_556 19 ?
O2 K1 O2 24.1(3) 3 21 ?
O2 K1 O2 180.0 7_556 19 ?
O2 K1 O2 88.65(16) . 9_556 ?
O2 K1 O2 91.35(16) 20 2 ?
O2 K1 O2 100.83(10) 20 9_556 ?
O2 K1 O2 100.83(10) 13_556 2 ?
O2 K1 O2 79.17(10) 8_556 9_556 ?
O2 K1 O2 79.17(10) 3 2 ?
O2 K1 O2 91.35(16) 13_556 9_556 ?
O2 K1 O2 119.1(2) 9_556 2 ?
O2 K1 O2 24.1(3) 15_556 9_556 ?
O2 K1 O2 155.9(3) 7_556 2 ?
O2 K1 O2 155.9(3) 3 9_556 ?
O2 K1 O2 180.0 21 9_556 ?
O2 K1 O2 79.17(10) 9_556 7_556 ?
C1 N1 Co1 111.42(13) 2_665 . ?
C1 N1 Co1 111.42(13) . . ?
C1 N1 Co1 111.42(13) 3_565 . ?
C1 N1 C1 107.46(14) 3_565 2_665 ?
C1 N1 C1 107.46(14) 2_665 . ?
C1 N1 C1 107.46(14) 3_565 . ?
N1 C1 C1 111.42(13) . 16_556 ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C1 C1 H1A 109.3 16_556 . ?
C1 C1 H1B 109.3 16_556 . ?
H1A C1 H1B 108.0 . . ?
C3 N2 Co1 163.4(4) 20 . ?
C3 N2 Co1 163.4(4) . . ?
C3 N2 C3 33.1(8) . 20 ?
K1 O2 K1 85.26(13) . 4 ?
O2 O2 K1 77.94(13) 20 4 ?
O2 O2 K1 77.94(13) 20 . ?
O2 O2 C3 53.3(4) 20 20 ?
O2 O2 C3 79.0(5) 20 . ?
C3 O2 K1 116.2(3) 20 . ?
C3 O2 K1 130.7(3) . . ?
C3 O2 K1 130.7(3) . 4 ?
C3 O2 K1 116.2(3) 20 4 ?
C3 O2 C3 25.7(7) . 20 ?
N2 C3 O2 126.8(7) . 20 ?
N2 C3 O2 174.4(8) . . ?
O2 C3 O2 47.7(5) . 20 ?
C3 C3 N2 73.4(4) 20 . ?
C3 C3 O2 101.0(5) 20 . ?
C3 C3 O2 53.3(4) 20 20 ?

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
Co1 N1 C1 C1 180.000(1) . . . 16_556 ?
Co1 N2 C3 O2 180.000(0) . . . 20 ?
Co1 N2 C3 C3 180.000(1) . . . 20 ?
K1 O2 C3 O2 -63.4(5) . . . 20 ?
K1 O2 C3 O2 63.4(5) 4 . . 20 ?
K1 O2 C3 C3 63.4(5) 4 . . 20 ?
K1 O2 C3 C3 -63.4(5) . . . 20 ?
C1 N1 C1 C1 -57.69(15) 2_665 . . 16_556 ?
C1 N1 C1 C1 57.69(15) 3_565 . . 16_556 ?
O2 O2 C3 C3 0.000(0) 20 . . 20 ?
C3 N2 C3 O2 0.000(0) 20 . . 20 ?
C3 O2 C3 O2 0.000(0) 20 . . 20 ?

_shelx_res_file                  
;
TITL 493k_a.res in P6(3)/mmc
    493k.res
    created by SHELXL-2018/3 at 10:04:18 on 04-Dec-2020
REM Old TITL 493k in P6(3)mc
REM SHELXT solution in P6(3)/mmc: R1 0.159, Rweak 0.010, Alpha 0.033
REM <I/s> 0.812 for 26 systematic absences, Orientation as input
REM Formula found by SHELXT: C9 N8 K1 Co
CELL 0.71073 10.6103 10.6103 7.2328 90 90 120
ZERR 2 0.0012 0.0012 0.0006 0 0 0
LATT 1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM -X,-Y,0.5+Z
SYMM +Y,-X+Y,0.5+Z
SYMM -Y+X,+X,0.5+Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM -Y,-X,0.5-Z
SYMM +Y-X,+Y,0.5-Z
SYMM +X,+X-Y,0.5-Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 20
PLAN  8
SIZE 0.172 0.185 0.399
CONF
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\493k.hkl">
REM </olex2.extras>

WGHT    0.047800    0.122900
FVAR       0.80191
CO1   3    0.333333    0.666667    0.750000    10.08333    0.05057    0.05057 =
         0.04025    0.00000    0.00000    0.02528
K1    4    0.000000    0.000000    0.500000    10.08333    0.08113    0.08113 =
         0.05330    0.00000    0.00000    0.04056
N1    5    0.333333    0.666667    0.430056    10.16667    0.04984    0.04984 =
         0.02804    0.00000    0.00000    0.02492
C1    1    0.407626    0.592374    0.356018    10.50000    0.10042    0.10042 =
         0.03224    0.00123   -0.00123    0.07522
AFIX  23
H1A   2    0.359311    0.492785    0.400441    10.50000   -1.20000
H1B   2    0.507215    0.640689    0.400441    10.50000   -1.20000
AFIX   0
N2    5    0.227024    0.454048    0.750000    10.25000    0.15289    0.05453 =
         0.04391    0.00000    0.00000    0.02727
O2    6    0.049935    0.204993    0.750000    10.25000    0.15819    0.05086 =
         0.11240    0.00000    0.00000    0.03201
C3    1    0.136350    0.334324    0.750000    10.25000    0.10499    0.05397 =
         0.04468    0.00000    0.00000    0.03721
HKLF 4




REM  493k_a.res in P6(3)/mmc
REM wR2 = 0.0873, GooF = S = 1.092, Restrained GooF = 1.092 for all data
REM R1 = 0.0284 for 292 Fo > 4sig(Fo) and 0.0321 for all 340 data
REM 30 parameters refined using 0 restraints

END

WGHT      0.0479      0.1234

REM Highest difference peak  0.203,  deepest hole -0.271,  1-sigma level  0.040
Q1    1   0.1919  0.4943  0.7500  10.50000  0.05    0.20
Q2    1   0.2872  0.5744  0.8324  10.50000  0.05    0.19
Q3    1   0.4457  0.5543  0.4243  10.50000  0.05    0.16
Q4    1   0.3758  0.7516  0.8450  10.50000  0.05    0.16
Q5    1   0.3333  0.6667  0.5489  10.16667  0.05    0.15
Q6    1   0.3592  0.7185  0.3792  10.50000  0.05    0.15
Q7    1   0.1196  0.2392  0.8129  10.50000  0.05    0.13
Q8    1   0.4020  0.5980  0.2500  10.25000  0.05    0.11
;
_shelx_res_checksum              76792
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.007
_oxdiff_exptl_absorpt_empirical_full_min 0.256
####################################################################### 
# 
# 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_187k
_database_code_depnum_ccdc_archive 'CCDC 2159527'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_187k                
;
PROBLEM: Short Inter D...A Contact  N1       ..N1       .       2.62 Ang.
RESPONSE: This is intramolecular N?N distances in dabco molecule. Such short distances are often observed for dabco.
;
# Added during the CSD deposition process: Thursday 17 March 2022 01:34 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27

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'

_space_group_crystal_system      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'

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

_cell_length_a                   10.3782(6)
_cell_length_b                   10.3782(6)
_cell_length_c                   7.1530(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     667.21(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    187
_cell_measurement_reflns_used    3203
_cell_measurement_theta_min      2.2360
_cell_measurement_theta_max      29.5520

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_F_000             342
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.221
_exptl_absorpt_coefficient_mu    1.609
_shelx_estimated_absorpt_T_min   0.653
_shelx_estimated_absorpt_T_max   0.718
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      187
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6158
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.1259
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.266
_diffrn_reflns_theta_max         30.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             670
_reflns_number_gt                593
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.679
_reflns_Friedel_fraction_max     0.871
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0295P)²+0.0191P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.016(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 229 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         670
_refine_ls_number_parameters     36
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0725
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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
Co1 Co 0.333333 0.666667 0.250000 0.0198(3) Uani 1 6 d S T P . .
K1 K 0.000000 0.000000 0.000000 0.0278(3) Uani 1 6 d S T P . .
O1 O 0.1908(3) 0.1950(3) 0.250000 0.0413(8) Uani 1 2 d S T P . .
N1 N 0.333333 0.666667 0.5670(4) 0.0177(6) Uani 1 3 d S T P . .
N2 N 0.2822(4) 0.4542(4) 0.250000 0.0304(7) Uani 1 2 d S T P . .
C1 C 0.1876(3) 0.5525(3) 0.6430(4) 0.0276(6) Uani 1 1 d . . . . .
H1A H 0.164979 0.455145 0.598083 0.033 Uiso 1 1 calc R U . . .
H1B H 0.110602 0.571634 0.598090 0.033 Uiso 1 1 calc R U . . .
C2 C 0.2362(4) 0.3281(4) 0.250000 0.0259(8) Uani 1 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0212(3) 0.0212(3) 0.0171(4) 0.000 0.000 0.01059(15)
K1 0.0306(4) 0.0306(4) 0.0220(6) 0.000 0.000 0.0153(2)
O1 0.0497(19) 0.0223(14) 0.0390(19) 0.000 0.000 0.0084(13)
N1 0.0192(9) 0.0192(9) 0.0147(13) 0.000 0.000 0.0096(5)
N2 0.0450(19) 0.0265(17) 0.0192(15) 0.000 0.000 0.0175(15)
C1 0.0241(12) 0.0315(14) 0.0174(12) -0.0029(10) 0.0001(10) 0.0067(10)
C2 0.0288(19) 0.027(2) 0.0173(16) 0.000 0.000 0.0110(15)

_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 N2 1.993(3) 3_565 ?
Co1 N2 1.993(3) 2_665 ?
Co1 N2 1.993(3) . ?
Co1 N1 2.267(3) . ?
Co1 N1 2.267(3) 4 ?
K1 O1 2.685(2) . ?
K1 O1 2.685(2) 9 ?
K1 O1 2.685(2) 8 ?
K1 O1 2.685(2) 7 ?
K1 O1 2.685(2) 2 ?
K1 O1 2.685(2) 3 ?
K1 C2 3.529(3) . ?
K1 C2 3.529(3) 8 ?
K1 C2 3.529(3) 9 ?
K1 C2 3.529(3) 7 ?
K1 C2 3.529(3) 2 ?
K1 C2 3.529(3) 3 ?
O1 C2 1.216(4) . ?
N1 C1 1.481(3) 3_565 ?
N1 C1 1.481(3) . ?
N1 C1 1.481(3) 2_665 ?
N2 C2 1.147(5) . ?
C1 C1 1.531(5) 4_556 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
N2 Co1 N2 120.0 3_565 2_665 ?
N2 Co1 N2 120.0 3_565 . ?
N2 Co1 N2 120.0 2_665 . ?
N2 Co1 N1 90.0 3_565 . ?
N2 Co1 N1 90.0 2_665 . ?
N2 Co1 N1 90.0 . . ?
N2 Co1 N1 90.0 3_565 4 ?
N2 Co1 N1 90.000(1) 2_665 4 ?
N2 Co1 N1 90.0 . 4 ?
N1 Co1 N1 180.0 . 4 ?
O1 K1 O1 134.71(13) . 9 ?
O1 K1 O1 137.71(14) . 8 ?
O1 K1 O1 80.48(6) 9 8 ?
O1 K1 O1 83.55(8) . 7 ?
O1 K1 O1 80.48(6) 9 7 ?
O1 K1 O1 80.48(6) 8 7 ?
O1 K1 O1 80.48(6) . 2 ?
O1 K1 O1 83.55(8) 9 2 ?
O1 K1 O1 134.71(13) 8 2 ?
O1 K1 O1 137.71(14) 7 2 ?
O1 K1 O1 80.48(6) . 3 ?
O1 K1 O1 137.71(14) 9 3 ?
O1 K1 O1 83.55(8) 8 3 ?
O1 K1 O1 134.71(13) 7 3 ?
O1 K1 O1 80.48(6) 2 3 ?
O1 K1 C2 16.34(7) . . ?
O1 K1 C2 118.95(8) 9 . ?
O1 K1 C2 143.75(9) 8 . ?
O1 K1 C2 73.86(5) 7 . ?
O1 K1 C2 80.36(8) 2 . ?
O1 K1 C2 96.58(7) 3 . ?
O1 K1 C2 143.75(9) . 8 ?
O1 K1 C2 80.36(8) 9 8 ?
O1 K1 C2 16.34(7) 8 8 ?
O1 K1 C2 96.58(7) 7 8 ?
O1 K1 C2 118.95(8) 2 8 ?
O1 K1 C2 73.86(5) 3 8 ?
C2 K1 C2 155.49(13) . 8 ?
O1 K1 C2 118.95(8) . 9 ?
O1 K1 C2 16.34(7) 9 9 ?
O1 K1 C2 96.58(7) 8 9 ?
O1 K1 C2 80.36(8) 7 9 ?
O1 K1 C2 73.86(5) 2 9 ?
O1 K1 C2 143.75(9) 3 9 ?
C2 K1 C2 103.74(12) . 9 ?
C2 K1 C2 96.59(4) 8 9 ?
O1 K1 C2 73.86(5) . 7 ?
O1 K1 C2 96.58(7) 9 7 ?
O1 K1 C2 80.36(8) 8 7 ?
O1 K1 C2 16.34(7) 7 7 ?
O1 K1 C2 143.75(9) 2 7 ?
O1 K1 C2 118.95(8) 3 7 ?
C2 K1 C2 67.85(8) . 7 ?
C2 K1 C2 96.59(4) 8 7 ?
C2 K1 C2 96.59(4) 9 7 ?
O1 K1 C2 96.58(7) . 2 ?
O1 K1 C2 73.86(5) 9 2 ?
O1 K1 C2 118.95(8) 8 2 ?
O1 K1 C2 143.75(9) 7 2 ?
O1 K1 C2 16.34(7) 2 2 ?
O1 K1 C2 80.36(8) 3 2 ?
C2 K1 C2 96.59(4) . 2 ?
C2 K1 C2 103.74(12) 8 2 ?
C2 K1 C2 67.85(8) 9 2 ?
C2 K1 C2 155.49(13) 7 2 ?
O1 K1 C2 80.36(8) . 3 ?
O1 K1 C2 143.75(9) 9 3 ?
O1 K1 C2 73.86(5) 8 3 ?
O1 K1 C2 118.95(8) 7 3 ?
O1 K1 C2 96.58(7) 2 3 ?
O1 K1 C2 16.34(7) 3 3 ?
C2 K1 C2 96.59(4) . 3 ?
C2 K1 C2 67.85(8) 8 3 ?
C2 K1 C2 155.49(13) 9 3 ?
C2 K1 C2 103.74(12) 7 3 ?
C2 K1 C2 96.59(4) 2 3 ?
C2 O1 K1 125.25(17) . . ?
C2 O1 K1 125.25(17) . 4 ?
K1 O1 K1 83.52(8) . 4 ?
C1 N1 C1 107.34(16) 3_565 . ?
C1 N1 C1 107.34(16) 3_565 2_665 ?
C1 N1 C1 107.34(16) . 2_665 ?
C1 N1 Co1 111.53(15) 3_565 . ?
C1 N1 Co1 111.52(15) . . ?
C1 N1 Co1 111.52(15) 2_665 . ?
C2 N2 Co1 172.3(3) . . ?
N1 C1 C1 111.52(15) . 4_556 ?
N1 C1 H1A 109.3 . . ?
C1 C1 H1A 109.3 4_556 . ?
N1 C1 H1B 109.3 . . ?
C1 C1 H1B 109.3 4_556 . ?
H1A C1 H1B 108.0 . . ?
N2 C2 O1 178.5(5) . . ?
N2 C2 K1 142.43(17) . . ?
O1 C2 K1 38.41(13) . . ?
N2 C2 K1 142.43(17) . 4 ?
O1 C2 K1 38.41(13) . 4 ?
K1 C2 K1 60.89(6) . 4 ?

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 N1 C1 C1 -57.57(17) 3_565 . . 4_556 ?
C1 N1 C1 C1 57.56(17) 2_665 . . 4_556 ?
Co1 N1 C1 C1 179.998(0) . . . 4_556 ?
K1 O1 C2 K1 -109.3(4) 4 . . . ?
K1 O1 C2 K1 109.3(4) . . . 4 ?

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.067

_shelx_res_file                  
;
TITL 183k_a.res in P-62c
    183k.res
    created by SHELXL-2018/3 at 17:22:19 on 07-Oct-2020
REM Old TITL 183k in P6(3)mc
REM SHELXT solution in P-62c: R1 0.070, Rweak 0.004, Alpha 0.007
REM <I/s> 0.312 for 25 systematic absences, Orientation as input
REM Flack x = 0.016 ( 0.027 ) from 190 Parsons' quotients
REM Formula found by SHELXT: C12 N2 O1 K Co
CELL 0.71073 10.3782 10.3782 7.153 90 90 120
ZERR 2 0.0006 0.0006 0.0004 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,0.5-Z
SYMM -Y,+X-Y,0.5-Z
SYMM +Y-X,-X,0.5-Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,0.5+Z
SYMM -Y+X,-Y,0.5+Z
SYMM -X,-X+Y,0.5+Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 4
PLAN  5
SIZE 0.221 0.266 0.29
CONF
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\183k.hkl">
REM </olex2.extras>

WGHT    0.029500    0.019100
EXTI    0.015619
FVAR       3.43226
CO1   3    0.333333    0.666667    0.250000    10.16667    0.02118    0.02118 =
         0.01712    0.00000    0.00000    0.01059
K1    4    0.000000    0.000000    0.000000    10.16667    0.03064    0.03064 =
         0.02201    0.00000    0.00000    0.01532
O1    6    0.190838    0.195035    0.250000    10.50000    0.04974    0.02232 =
         0.03904    0.00000    0.00000    0.00842
N1    5    0.333333    0.666667    0.566972    10.33333    0.01918    0.01918 =
         0.01468    0.00000    0.00000    0.00959
N2    5    0.282151    0.454190    0.250000    10.50000    0.04499    0.02649 =
         0.01924    0.00000    0.00000    0.01753
C1    1    0.187645    0.552467    0.642950    11.00000    0.02415    0.03153 =
         0.01738   -0.00285    0.00008    0.00672
AFIX  23
H1A   2    0.164979    0.455145    0.598083    11.00000   -1.20000
H1B   2    0.110602    0.571634    0.598090    11.00000   -1.20000
AFIX   0
C2    1    0.236221    0.328071    0.250000    10.50000    0.02876    0.02740 =
         0.01731    0.00000    0.00000    0.01098
HKLF 4




REM  183k_a.res in P-62c
REM wR2 = 0.0747, GooF = S = 1.086, Restrained GooF = 1.086 for all data
REM R1 = 0.0300 for 593 Fo > 4sig(Fo) and 0.0352 for all 670 data
REM 36 parameters refined using 0 restraints

END

WGHT      0.0295      0.0191

REM Highest difference peak  0.311,  deepest hole -0.296,  1-sigma level  0.067
Q1    1   0.1809  0.3651  0.2500  10.50000  0.05    0.31
Q2    1   0.2852  0.5566  0.2500  10.50000  0.05    0.26
Q3    1  -0.0395 -0.0984  0.0177  11.00000  0.05    0.24
Q4    1   0.2446  0.4790  0.1657  11.00000  0.05    0.23
Q5    1   0.1207  0.2331  0.2500  10.50000  0.05    0.21
;
_shelx_res_checksum              2977
####################################################################### 
# 
# 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_390k
_database_code_depnum_ccdc_archive 'CCDC 2159528'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT241_390k                
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of         O1 Check
RESPONSE: This is due to greater thermal disorder of terminal O atom. 
;
_vrf_PLAT430_390k                
;
PROBLEM: Short Inter D...A Contact  N3       ..N3       .       2.61 Ang.
RESPONSE: This is intramolecular N?N distances in dabco molecule. Such short distances are often observed for dabco.
;
# Added during the CSD deposition process: Thursday 17 March 2022 01:34 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27

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'

_space_group_crystal_system      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'

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

_cell_length_a                   10.5556(6)
_cell_length_b                   10.5556(6)
_cell_length_c                   7.2239(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     697.06(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    390
_cell_measurement_reflns_used    2093
_cell_measurement_theta_min      2.2010
_cell_measurement_theta_max      27.5730

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_F_000             342
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.540
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      390
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4706
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.1077
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.228
_diffrn_reflns_theta_max         28.907
_diffrn_reflns_theta_full        28.500
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_point_group_measured_fraction_full 0.953
_reflns_number_total             618
_reflns_number_gt                495
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.698
_reflns_Friedel_fraction_max     0.891
_reflns_Friedel_fraction_full    0.937

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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)+(0.0805P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 179 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         618
_refine_ls_number_parameters     35
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1161
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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
Co1 Co 0.666667 0.333333 0.750000 0.0419(4) Uani 1 6 d S T P . .
K2 K 1.000000 0.000000 1.000000 0.0616(6) Uani 1 6 d S T P . .
N3 N 0.666667 0.333333 0.4309(6) 0.0369(10) Uani 1 3 d S T P . .
N5 N 0.7395(8) 0.1944(8) 0.750000 0.070(2) Uani 1 2 d S T P . .
C4 C 0.6171(7) 0.4307(5) 0.3558(6) 0.0578(12) Uani 1 1 d . . . . .
H4A H 0.680886 0.529484 0.400170 0.069 Uiso 1 1 calc R U . . .
H4B H 0.518967 0.399221 0.400168 0.069 Uiso 1 1 calc R U . . .
O1 O 0.8377(10) 0.0418(11) 0.750000 0.136(4) Uani 1 2 d S T P . .
C6 C 0.7903(10) 0.1235(10) 0.750000 0.063(2) Uani 1 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0438(5) 0.0438(5) 0.0380(6) 0.000 0.000 0.0219(3)
K2 0.0685(9) 0.0685(9) 0.0477(11) 0.000 0.000 0.0342(5)
N3 0.0417(16) 0.0417(16) 0.0275(18) 0.000 0.000 0.0208(8)
N5 0.105(6) 0.095(5) 0.041(2) 0.000 0.000 0.074(6)
C4 0.090(3) 0.074(4) 0.0338(18) -0.004(2) -0.003(2) 0.059(3)
O1 0.190(9) 0.218(10) 0.096(5) 0.000 0.000 0.175(9)
C6 0.085(6) 0.098(6) 0.038(3) 0.000 0.000 0.071(6)

_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 N5 1.967(6) . ?
Co1 N5 1.967(6) 2_655 ?
Co1 N5 1.967(6) 3_665 ?
Co1 N3 2.305(4) 4_556 ?
Co1 N3 2.305(4) . ?
K2 O1 2.674(5) . ?
K2 O1 2.674(5) 9_767 ?
K2 O1 2.674(5) 2_645 ?
K2 O1 2.674(5) 7_647 ?
K2 O1 2.674(5) 8_557 ?
K2 O1 2.674(5) 3_765 ?
K2 K2 3.61195(15) 4_556 ?
K2 K2 3.61195(16) 4_557 ?
N3 C4 1.471(4) 3_665 ?
N3 C4 1.471(4) 2_655 ?
N3 C4 1.471(4) . ?
N5 C6 1.118(8) . ?
C4 C4 1.529(8) 4 ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
O1 C6 1.194(9) . ?

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
N5 Co1 N5 120.000(1) . 2_655 ?
N5 Co1 N5 120.000(1) . 3_665 ?
N5 Co1 N5 120.0 2_655 3_665 ?
N5 Co1 N3 90.0 . 4_556 ?
N5 Co1 N3 90.000(1) 2_655 4_556 ?
N5 Co1 N3 90.001(1) 3_665 4_556 ?
N5 Co1 N3 90.0 . . ?
N5 Co1 N3 90.000(1) 2_655 . ?
N5 Co1 N3 90.000(1) 3_665 . ?
N3 Co1 N3 180.0 4_556 . ?
O1 K2 O1 121.9(4) . 9_767 ?
O1 K2 O1 79.37(15) . 2_645 ?
O1 K2 O1 152.5(5) 9_767 2_645 ?
O1 K2 O1 152.5(5) . 7_647 ?
O1 K2 O1 79.37(15) 9_767 7_647 ?
O1 K2 O1 87.3(2) 2_645 7_647 ?
O1 K2 O1 87.3(2) . 8_557 ?
O1 K2 O1 79.37(15) 9_767 8_557 ?
O1 K2 O1 121.9(4) 2_645 8_557 ?
O1 K2 O1 79.37(15) 7_647 8_557 ?
O1 K2 O1 79.37(15) . 3_765 ?
O1 K2 O1 87.3(2) 9_767 3_765 ?
O1 K2 O1 79.37(15) 2_645 3_765 ?
O1 K2 O1 121.9(4) 7_647 3_765 ?
O1 K2 O1 152.5(5) 8_557 3_765 ?
O1 K2 K2 47.51(10) . 4_556 ?
O1 K2 K2 132.49(10) 9_767 4_556 ?
O1 K2 K2 47.51(10) 2_645 4_556 ?
O1 K2 K2 132.49(10) 7_647 4_556 ?
O1 K2 K2 132.49(10) 8_557 4_556 ?
O1 K2 K2 47.51(10) 3_765 4_556 ?
O1 K2 K2 132.49(10) . 4_557 ?
O1 K2 K2 47.51(10) 9_767 4_557 ?
O1 K2 K2 132.49(10) 2_645 4_557 ?
O1 K2 K2 47.51(10) 7_647 4_557 ?
O1 K2 K2 47.51(10) 8_557 4_557 ?
O1 K2 K2 132.49(10) 3_765 4_557 ?
K2 K2 K2 180.0 4_556 4_557 ?
C4 N3 C4 107.2(2) 3_665 2_655 ?
C4 N3 C4 107.2(2) 3_665 . ?
C4 N3 C4 107.2(2) 2_655 . ?
C4 N3 Co1 111.7(2) 3_665 . ?
C4 N3 Co1 111.7(2) 2_655 . ?
C4 N3 Co1 111.7(2) . . ?
C6 N5 Co1 175.3(8) . . ?
N3 C4 C4 111.7(2) . 4 ?
N3 C4 H4A 109.3 . . ?
C4 C4 H4A 109.3 4 . ?
N3 C4 H4B 109.3 . . ?
C4 C4 H4B 109.3 4 . ?
H4A C4 H4B 108.0 . . ?
C6 O1 K2 130.8(4) . . ?
C6 O1 K2 130.8(4) . 4_556 ?
K2 O1 K2 85.0(2) . 4_556 ?
N5 C6 O1 176.8(12) . . ?

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
C4 N3 C4 C4 57.4(2) 3_665 . . 4 ?
C4 N3 C4 C4 -57.4(2) 2_655 . . 4 ?
Co1 N3 C4 C4 180.000(1) . . . 4 ?

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.074

_shelx_res_file                  
;
TITL 423k_a.res in P-62c
    423k.res
    created by SHELXL-2018/3 at 17:29:57 on 07-Oct-2020
REM Old TITL 423k in P6(3)mc
REM SHELXT solution in P-62c: R1 0.107, Rweak 0.005, Alpha 0.029
REM <I/s> 0.318 for 26 systematic absences, Orientation as input
REM Flack x = 0.109 ( 0.044 ) from 172 Parsons' quotients
REM Formula found by SHELXT: C12 N5 K Co
CELL 0.71073 10.5556 10.5556 7.2239 90 90 120
ZERR 2 0.0006 0.0006 0.0003 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,0.5-Z
SYMM -Y,+X-Y,0.5-Z
SYMM +Y-X,-X,0.5-Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,0.5+Z
SYMM -Y+X,-Y,0.5+Z
SYMM -X,-X+Y,0.5+Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 4
PLAN  5
CONF
MORE -1
BOND $H
fmap 2
acta 57
REM <olex2.extras>
REM <HklSrc "%.\\423k.hkl">
REM </olex2.extras>

WGHT    0.080500
FVAR       0.85633
CO1   3    0.666667    0.333333    0.750000    10.16667    0.04384    0.04384 =
         0.03796    0.00000    0.00000    0.02192
K2    4    1.000000    0.000000    1.000000    10.16667    0.06848    0.06848 =
         0.04772    0.00000    0.00000    0.03424
N3    5    0.666667    0.333333    0.430947    10.33333    0.04168    0.04168 =
         0.02746    0.00000    0.00000    0.02084
N5    5    0.739505    0.194445    0.750000    10.50000    0.10521    0.09457 =
         0.04076    0.00000    0.00000    0.07365
C4    1    0.617052    0.430733    0.355808    11.00000    0.09031    0.07387 =
         0.03380   -0.00364   -0.00322    0.05938
AFIX  23
H4A   2    0.680886    0.529484    0.400170    11.00000   -1.20000
H4B   2    0.518967    0.399221    0.400168    11.00000   -1.20000
AFIX   0
O1    6    0.837684    0.041818    0.750000    10.50000    0.18998    0.21791 =
         0.09629    0.00000    0.00000    0.17503
C6    1    0.790262    0.123465    0.750000    10.50000    0.08540    0.09816 =
         0.03832    0.00000    0.00000    0.07107
HKLF 4




REM  423k_a.res in P-62c
REM wR2 = 0.1259, GooF = S = 1.005, Restrained GooF = 1.005 for all data
REM R1 = 0.0452 for 495 Fo > 4sig(Fo) and 0.0574 for all 618 data
REM 35 parameters refined using 0 restraints

END

WGHT      0.0805      0.0000

REM Highest difference peak  0.402,  deepest hole -0.405,  1-sigma level  0.074
Q1    1   0.9876  0.1902  0.7500  10.50000  0.05    0.40
Q2    1   0.8267  0.2782  0.7500  10.50000  0.05    0.31
Q3    1   0.9415  0.2351  0.7500  10.50000  0.05    0.23
Q4    1   0.9014  0.2545  0.7500  10.50000  0.05    0.19
Q5    1   0.6420  0.6371  0.2500  10.50000  0.05    0.17
;
_shelx_res_checksum              76253
####################################################################### 
# 
# 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_303k
_database_code_depnum_ccdc_archive 'CCDC 2159523'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_303k                
;
PROBLEM: Short Inter D...A Contact  N1       ..N1       .       2.63 Ang.
RESPONSE: This is intramolecular N?N distances in dabco molecule. Such short distances are often observed for dabco.
;
# Added during the CSD deposition process: Thursday 17 March 2022 01:34 AM
# end Validation Reply Form

_audit_creation_date             2020-10-05
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.10.09 svn.r3662 for Rigaku Oxford Diffraction, GUI svn.r5959)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H12 Co1 K1 N5 O3'
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C9H12N5O3CoK
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      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x, y, -z+1/2'
'-y, x-y, -z+1/2'
'-x+y, -x, -z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, z+1/2'

_cell_length_a                   10.4530(5)
_cell_length_b                   10.4530(5)
_cell_length_c                   7.1875(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     680.13(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2024
_cell_measurement_temperature    303
_cell_measurement_theta_max      27.8660
_cell_measurement_theta_min      2.2160
_shelx_estimated_absorpt_T_max   0.722
_shelx_estimated_absorpt_T_min   0.658
_exptl_absorpt_coefficient_mu    1.578
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.63a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.221
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0558
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4236
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.104
_diffrn_reflns_theta_min         2.250
_diffrn_ambient_temperature      303
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     48.00  93.00   0.50    0.16    --   21.85-178.00 150.00   90
  2  ω    -41.00  30.00   0.50    0.16    --   21.85  40.00 149.00  142
  3  ω     71.00 104.00   0.50    0.16    --   21.85  40.00 149.00   66
  4  ω     50.00 103.00   0.50    0.16    --   21.85 178.00-180.00  106
  5  ω     -5.00  59.00   0.50    0.16    --  -21.77  19.00-120.00  128
  6  ω    -87.00  -3.00   0.50    0.16    --  -21.77 110.00-129.00  168
  7  ω    -72.00 -46.00   0.50    0.16    --  -21.77 178.00-120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0018589000
_diffrn_orient_matrix_UB_12      0.0154069000
_diffrn_orient_matrix_UB_13      -0.0963788000
_diffrn_orient_matrix_UB_21      0.0735906000
_diffrn_orient_matrix_UB_22      0.0137898000
_diffrn_orient_matrix_UB_23      -0.0050869000
_diffrn_orient_matrix_UB_31      -0.0267661000
_diffrn_orient_matrix_UB_32      -0.0755935000
_diffrn_orient_matrix_UB_33      -0.0205063000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Mova (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.685
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.872
_reflns_number_gt                503
_reflns_number_total             605
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 193 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       0.010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     36
_refine_ls_number_reflns         605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0279
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0235P)²+0.2383P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0682
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_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 0.666667 0.333333 0.250000 0.0311(3) Uani 1 6 d S T P . .
K1 K 1.000000 1.000000 0.500000 0.0434(4) Uani 1 6 d S T P . .
N1 N 0.666667 0.333333 0.5673(4) 0.0276(7) Uani 1 3 d S T P . .
O1 O 0.8177(5) 0.8020(4) 0.250000 0.0742(14) Uani 1 2 d S T P . .
C1 C 0.5565(4) 0.3684(4) 0.6429(4) 0.0412(8) Uani 1 1 d . . . . .
H1A H 0.459133 0.296140 0.598345 0.049 Uiso 1 1 calc R U . . .
H1B H 0.578176 0.464763 0.598348 0.049 Uiso 1 1 calc R U . . .
N2 N 0.7235(5) 0.5447(5) 0.250000 0.0448(11) Uani 1 2 d S T P . .
C2 C 0.7706(6) 0.6691(6) 0.250000 0.0429(12) Uani 1 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0328(4) 0.0328(4) 0.0276(4) 0.000 0.000 0.01642(18)
K1 0.0473(6) 0.0473(6) 0.0356(8) 0.000 0.000 0.0236(3)
N1 0.0304(12) 0.0304(12) 0.0220(15) 0.000 0.000 0.0152(6)
O1 0.094(3) 0.034(2) 0.066(3) 0.000 0.000 0.011(2)
C1 0.049(2) 0.064(2) 0.0251(14) -0.0021(13) -0.0023(12) 0.039(2)
N2 0.067(3) 0.032(2) 0.033(2) 0.000 0.000 0.023(2)
C2 0.052(3) 0.041(3) 0.025(2) 0.000 0.000 0.015(3)

_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 N1 2.281(3) 4 ?
Co1 N1 2.281(3) . ?
Co1 N2 1.981(4) 3_665 ?
Co1 N2 1.981(4) 2_655 ?
Co1 N2 1.981(4) . ?
K1 K1 3.59377(17) 4_556 ?
K1 K1 3.59377(17) 4 ?
K1 O1 2.683(3) 9_766 ?
K1 O1 2.683(3) 3_675 ?
K1 O1 2.683(3) 8_676 ?
K1 O1 2.683(3) 7_556 ?
K1 O1 2.683(3) . ?
K1 O1 2.683(3) 2_765 ?
N1 C1 1.475(3) 2_655 ?
N1 C1 1.475(3) . ?
N1 C1 1.475(3) 3_665 ?
O1 C2 1.220(7) . ?
C1 C1 1.539(6) 4_556 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N2 C2 1.137(6) . ?

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
N1 Co1 N1 180.0 4 . ?
N2 Co1 N1 90.0 3_665 4 ?
N2 Co1 N1 90.0 . . ?
N2 Co1 N1 90.0 2_655 . ?
N2 Co1 N1 90.000(1) 2_655 4 ?
N2 Co1 N1 90.0 3_665 . ?
N2 Co1 N1 90.0 . 4 ?
N2 Co1 N2 120.0 2_655 . ?
N2 Co1 N2 120.0 3_665 . ?
N2 Co1 N2 120.0 3_665 2_655 ?
K1 K1 K1 180.0 4_556 4 ?
O1 K1 K1 47.95(6) 3_675 4 ?
O1 K1 K1 47.95(6) . 4 ?
O1 K1 K1 132.05(6) 3_675 4_556 ?
O1 K1 K1 132.05(6) 7_556 4 ?
O1 K1 K1 132.05(6) 9_766 4 ?
O1 K1 K1 132.05(6) . 4_556 ?
O1 K1 K1 132.05(6) 2_765 4_556 ?
O1 K1 K1 47.95(6) 8_676 4_556 ?
O1 K1 K1 132.05(6) 8_676 4 ?
O1 K1 K1 47.95(6) 9_766 4_556 ?
O1 K1 K1 47.95(6) 7_556 4_556 ?
O1 K1 K1 47.95(6) 2_765 4 ?
O1 K1 O1 80.05(9) 3_675 2_765 ?
O1 K1 O1 80.05(9) . 2_765 ?
O1 K1 O1 130.8(2) . 9_766 ?
O1 K1 O1 84.41(12) . 7_556 ?
O1 K1 O1 80.05(9) 8_676 9_766 ?
O1 K1 O1 80.05(9) 8_676 7_556 ?
O1 K1 O1 130.8(2) 7_556 3_675 ?
O1 K1 O1 80.05(9) 9_766 7_556 ?
O1 K1 O1 84.41(12) 9_766 2_765 ?
O1 K1 O1 80.05(9) . 3_675 ?
O1 K1 O1 84.41(12) 8_676 3_675 ?
O1 K1 O1 142.1(2) 7_556 2_765 ?
O1 K1 O1 142.1(2) . 8_676 ?
O1 K1 O1 142.1(2) 9_766 3_675 ?
O1 K1 O1 130.8(2) 8_676 2_765 ?
C1 N1 Co1 111.62(17) . . ?
C1 N1 Co1 111.62(17) 3_665 . ?
C1 N1 Co1 111.62(17) 2_655 . ?
C1 N1 C1 107.24(19) 2_655 . ?
C1 N1 C1 107.24(19) 2_655 3_665 ?
C1 N1 C1 107.24(19) 3_665 . ?
K1 O1 K1 84.09(11) . 4 ?
C2 O1 K1 127.2(3) . 4 ?
C2 O1 K1 127.2(3) . . ?
N1 C1 C1 111.62(17) . 4_556 ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C1 C1 H1A 109.3 4_556 . ?
C1 C1 H1B 109.3 4_556 . ?
H1A C1 H1B 108.0 . . ?
C2 N2 Co1 173.1(5) . . ?
N2 C2 O1 178.5(7) . . ?

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
Co1 N1 C1 C1 179.999(1) . . . 4_556 ?
C1 N1 C1 C1 57.5(2) 2_655 . . 4_556 ?
C1 N1 C1 C1 -57.5(2) 3_665 . . 4_556 ?

_shelx_res_file                  
;
TITL 303k_a.res in P-62c
    303k.res
    created by SHELXL-2018/3 at 17:19:12 on 05-Oct-2020
REM Old TITL 303K in P6(3)mc
REM SHELXT solution in P-62c: R1 0.144, Rweak 0.008, Alpha 0.028
REM <I/s> 0.343 for 22 systematic absences, Orientation as input
REM Flack x = 0.491 ( 0.163 ) from 100 Parsons' quotients
REM Formula found by SHELXT: C9 N8 K Co
CELL 0.71073 10.452954 10.452954 7.187549 90 90 120
ZERR 2 0.000512 0.000512 0.000326 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,0.5-Z
SYMM -Y,+X-Y,0.5-Z
SYMM +Y-X,-X,0.5-Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,0.5+Z
SYMM -Y+X,-Y,0.5+Z
SYMM -X,-X+Y,0.5+Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 4
PLAN  5
SIZE 0.221 0.266 0.29
CONF
BOND $H
MORE -1
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\303K.hkl">
REM </olex2.extras>

WGHT    0.023500    0.238300
EXTI    0.009894
FVAR       0.83093
CO1   3    0.666667    0.333333    0.250000    10.16667    0.03284    0.03284 =
         0.02759    0.00000    0.00000    0.01642
K1    4    1.000000    1.000000    0.500000    10.16667    0.04726    0.04726 =
         0.03563    0.00000    0.00000    0.02363
N1    5    0.666667    0.333333    0.567307    10.33333    0.03036    0.03036 =
         0.02197    0.00000    0.00000    0.01518
O1    6    0.817702    0.802049    0.250000    10.50000    0.09383    0.03432 =
         0.06618    0.00000    0.00000    0.01078
C1    1    0.556542    0.368390    0.642946    11.00000    0.04907    0.06355 =
         0.02510   -0.00213   -0.00229    0.03873
AFIX  23
H1A   2    0.459133    0.296140    0.598345    11.00000   -1.20000
H1B   2    0.578176    0.464763    0.598348    11.00000   -1.20000
AFIX   0
N2    5    0.723523    0.544740    0.250000    10.50000    0.06718    0.03228 =
         0.03306    0.00000    0.00000    0.02348
C2    1    0.770562    0.669142    0.250000    10.50000    0.05154    0.04137 =
         0.02503    0.00000    0.00000    0.01511
HKLF 4




REM  303k_a.res in P-62c
REM wR2 = 0.0682, GooF = S = 1.097, Restrained GooF = 1.097 for all data
REM R1 = 0.0279 for 503 Fo > 4sig(Fo) and 0.0374 for all 605 data
REM 36 parameters refined using 0 restraints

END

WGHT      0.0237      0.2344

REM Highest difference peak  0.188,  deepest hole -0.233,  1-sigma level  0.051
Q1    1   0.8879  0.7680  0.2500  10.50000  0.05    0.19
Q2    1   1.0032  0.8109  0.2500  10.50000  0.05    0.17
Q3    1   0.7271  0.4454  0.1544  11.00000  0.05    0.17
Q4    1   0.7755  0.5862  0.1778  11.00000  0.05    0.16
Q5    1   0.7229  0.3541  0.6030  11.00000  0.05    0.16
;
_shelx_res_checksum              64121
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.851
_oxdiff_exptl_absorpt_empirical_full_min 0.455
####################################################################### 
# 
# 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_135k
_database_code_depnum_ccdc_archive 'CCDC 2159526'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_135k                
;
PROBLEM: Short Inter D...A Contact  N1       ..N1       .       2.62 Ang.
RESPONSE: This is intramolecular N?N distances in dabco molecule. Such short distances are often observed for dabco.
;
# Added during the CSD deposition process: Thursday 17 March 2022 01:34 AM
# end Validation Reply Form

_audit_creation_date             2020-10-05
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.10.09 svn.r3662 for Rigaku Oxford Diffraction, GUI svn.r5959)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H12 Co1 K1 N5 O3'
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         KCoOCN
_chemical_oxdiff_usercomment     005
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      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x, y, -z+1/2'
'-y, x-y, -z+1/2'
'-x+y, -x, -z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, z+1/2'

_cell_length_a                   10.3499(5)
_cell_length_b                   10.3499(5)
_cell_length_c                   7.1351(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     661.92(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4054
_cell_measurement_temperature    135
_cell_measurement_theta_max      30.9800
_cell_measurement_theta_min      2.2430
_shelx_estimated_absorpt_T_max   0.716
_shelx_estimated_absorpt_T_min   0.651
_exptl_absorpt_coefficient_mu    1.622
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.63a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.221
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5956
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.006
_diffrn_reflns_theta_min         2.272
_diffrn_ambient_temperature      135
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  18.00   0.50    0.21    --    5.18 -19.00 -60.00  174
  2  ω     -6.00  22.00   0.50    0.21    --   -4.95 -99.00-180.00   56
  3  ω     -6.00  28.00   0.50    0.21    --   -4.95 -99.00 -60.00   68
  4  ω      1.00  32.00   0.50    0.21    --    5.18 -97.00  38.00   62
  5  ω     -7.00  78.00   0.50    0.21    --    5.18  20.00 129.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0029668000
_diffrn_orient_matrix_UB_12      -0.0141520000
_diffrn_orient_matrix_UB_13      -0.0967677000
_diffrn_orient_matrix_UB_21      -0.0742745000
_diffrn_orient_matrix_UB_22      -0.0148802000
_diffrn_orient_matrix_UB_23      -0.0112382000
_diffrn_orient_matrix_UB_31      0.0270737000
_diffrn_orient_matrix_UB_32      0.0764418000
_diffrn_orient_matrix_UB_33      -0.0199403000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Mova (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.612
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.753
_reflns_number_gt                603
_reflns_number_total             643
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 224 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.710
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     35
_refine_ls_number_reflns         643
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0261
_refine_ls_restrained_S_all      0.710
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0834
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_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 0.333333 0.666667 0.750000 0.0150(2) Uani 1 6 d S T P . .
K1 K 1.000000 1.000000 1.000000 0.0212(3) Uani 1 6 d S T P . .
O1 O 0.8067(3) 1.0005(3) 0.750000 0.0301(6) Uani 1 2 d S T P . .
N1 N 0.333333 0.666667 0.4339(4) 0.0140(5) Uani 1 3 d S T P . .
N2 N 0.5455(3) 0.8290(3) 0.750000 0.0231(6) Uani 1 2 d S T P . .
C1 C 0.4488(2) 0.6360(3) 0.3583(3) 0.0219(4) Uani 1 1 d . . . . .
H1A H 0.429751 0.537795 0.404317 0.026 Uiso 1 1 calc R U . . .
H1B H 0.548102 0.712929 0.404320 0.026 Uiso 1 1 calc R U . . .
C2 C 0.6735(3) 0.9120(4) 0.750000 0.0198(6) Uani 1 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0155(3) 0.0155(3) 0.0140(4) 0.000 0.000 0.00776(14)
K1 0.0231(4) 0.0231(4) 0.0173(5) 0.000 0.000 0.01157(18)
O1 0.0177(11) 0.0375(12) 0.0300(15) 0.000 0.000 0.0099(10)
N1 0.0138(8) 0.0138(8) 0.0146(12) 0.000 0.000 0.0069(4)
N2 0.0227(13) 0.0260(13) 0.0153(12) 0.000 0.000 0.0081(11)
C1 0.0252(10) 0.0346(9) 0.0136(9) -0.0030(8) -0.0027(8) 0.0207(9)
C2 0.0226(17) 0.0238(14) 0.0143(14) 0.000 0.000 0.0126(13)

_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 N1 2.256(3) . ?
Co1 N1 2.256(3) 4_556 ?
Co1 N2 1.989(3) 3_565 ?
Co1 N2 1.989(3) 2_665 ?
Co1 N2 1.989(3) . ?
K1 O1 2.6820(18) 3_675 ?
K1 O1 2.6820(18) 8_677 ?
K1 O1 2.6820(18) 9_767 ?
K1 O1 2.6820(18) 7_557 ?
K1 O1 2.6819(18) . ?
K1 O1 2.6820(18) 2_765 ?
K1 C2 3.515(2) . ?
K1 C2 3.515(2) 7_557 ?
K1 C2 3.515(2) 8_677 ?
K1 C2 3.515(2) 2_765 ?
K1 C2 3.515(2) 3_675 ?
K1 C2 3.515(2) 9_767 ?
O1 C2 1.216(4) . ?
N1 C1 1.482(2) 3_565 ?
N1 C1 1.482(2) 2_665 ?
N1 C1 1.482(2) . ?
N2 C2 1.163(4) . ?
C1 C1 1.546(5) 4 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?

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
N1 Co1 N1 180.0 . 4_556 ?
N2 Co1 N1 90.0 2_665 . ?
N2 Co1 N1 90.0 2_665 4_556 ?
N2 Co1 N1 90.000(1) . 4_556 ?
N2 Co1 N1 90.000(1) . . ?
N2 Co1 N1 90.0 3_565 . ?
N2 Co1 N1 90.0 3_565 4_556 ?
N2 Co1 N2 120.0 2_665 3_565 ?
N2 Co1 N2 120.000(1) 2_665 . ?
N2 Co1 N2 120.0 . 3_565 ?
O1 K1 O1 135.97(11) 2_765 8_677 ?
O1 K1 O1 80.59(5) 2_765 3_675 ?
O1 K1 O1 80.59(5) 9_767 8_677 ?
O1 K1 O1 83.38(7) 9_767 3_675 ?
O1 K1 O1 136.33(10) . 7_557 ?
O1 K1 O1 83.38(7) . 8_677 ?
O1 K1 O1 83.38(7) 2_765 7_557 ?
O1 K1 O1 136.33(10) 9_767 2_765 ?
O1 K1 O1 136.33(10) 3_675 8_677 ?
O1 K1 O1 80.59(5) . 3_675 ?
O1 K1 O1 80.59(5) 9_767 7_557 ?
O1 K1 O1 135.97(11) . 9_767 ?
O1 K1 O1 135.97(11) 3_675 7_557 ?
O1 K1 O1 80.59(5) . 2_765 ?
O1 K1 O1 80.59(5) 8_677 7_557 ?
O1 K1 C2 142.39(8) 2_765 8_677 ?
O1 K1 C2 142.39(8) 8_677 2_765 ?
O1 K1 C2 80.01(7) 9_767 8_677 ?
O1 K1 C2 16.59(6) 8_677 8_677 ?
O1 K1 C2 16.59(6) 3_675 3_675 ?
O1 K1 C2 120.29(7) . 7_557 ?
O1 K1 C2 16.59(6) 2_765 2_765 ?
O1 K1 C2 73.49(5) 2_765 7_557 ?
O1 K1 C2 80.01(7) . 3_675 ?
O1 K1 C2 80.01(7) 8_677 7_557 ?
O1 K1 C2 142.39(8) 7_557 3_675 ?
O1 K1 C2 120.29(7) 7_557 . ?
O1 K1 C2 120.29(7) 9_767 2_765 ?
O1 K1 C2 142.39(8) . 9_767 ?
O1 K1 C2 80.01(7) 3_675 2_765 ?
O1 K1 C2 16.59(6) 9_767 9_767 ?
O1 K1 C2 73.49(5) 7_557 2_765 ?
O1 K1 C2 120.29(7) 2_765 9_767 ?
O1 K1 C2 73.49(5) 9_767 3_675 ?
O1 K1 C2 73.49(5) 3_675 9_767 ?
O1 K1 C2 120.29(7) 8_677 3_675 ?
O1 K1 C2 96.85(6) 8_677 9_767 ?
O1 K1 C2 73.50(5) . 8_677 ?
O1 K1 C2 80.01(7) 7_557 9_767 ?
O1 K1 C2 96.85(6) . 2_765 ?
O1 K1 C2 120.29(7) 3_675 8_677 ?
O1 K1 C2 16.59(6) . . ?
O1 K1 C2 96.85(6) 7_557 8_677 ?
O1 K1 C2 142.39(7) 9_767 . ?
O1 K1 C2 96.85(6) 9_767 7_557 ?
O1 K1 C2 80.01(7) 2_765 . ?
O1 K1 C2 142.39(7) 3_675 7_557 ?
O1 K1 C2 96.85(6) 3_675 . ?
O1 K1 C2 16.59(6) 7_557 7_557 ?
O1 K1 C2 73.49(5) 8_677 . ?
O1 K1 C2 96.85(6) 2_765 3_675 ?
C2 K1 C2 67.40(7) . 8_677 ?
C2 K1 C2 96.53(3) . 3_675 ?
C2 K1 C2 96.53(3) 8_677 7_557 ?
C2 K1 C2 96.53(3) 9_767 8_677 ?
C2 K1 C2 96.53(3) 9_767 7_557 ?
C2 K1 C2 154.39(11) 2_765 8_677 ?
C2 K1 C2 96.53(3) . 2_765 ?
C2 K1 C2 104.78(10) 3_675 8_677 ?
C2 K1 C2 104.78(10) . 7_557 ?
C2 K1 C2 96.53(3) 2_765 3_675 ?
C2 K1 C2 154.39(11) 3_675 7_557 ?
C2 K1 C2 104.78(10) 9_767 2_765 ?
C2 K1 C2 67.40(7) 9_767 3_675 ?
C2 K1 C2 154.39(11) . 9_767 ?
C2 K1 C2 67.40(7) 2_765 7_557 ?
K1 O1 K1 83.38(7) . 4_556 ?
C2 O1 K1 124.39(14) . . ?
C2 O1 K1 124.39(14) . 4_556 ?
C1 N1 Co1 111.33(14) 2_665 . ?
C1 N1 Co1 111.33(14) 3_565 . ?
C1 N1 Co1 111.33(14) . . ?
C1 N1 C1 107.55(15) 3_565 . ?
C1 N1 C1 107.55(15) 2_665 . ?
C1 N1 C1 107.55(15) 2_665 3_565 ?
C2 N2 Co1 172.7(3) . . ?
N1 C1 C1 111.33(14) . 4 ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
C1 C1 H1A 109.4 4 . ?
C1 C1 H1B 109.4 4 . ?
H1A C1 H1B 108.0 . . ?
K1 C2 K1 60.99(5) . 4_556 ?
O1 C2 K1 39.02(11) . 4_556 ?
O1 C2 K1 39.02(11) . . ?
N2 C2 K1 141.56(15) . 4_556 ?
N2 C2 K1 141.56(15) . . ?
N2 C2 O1 179.0(4) . . ?

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
Co1 N1 C1 C1 180.001(1) . . . 4 ?
K1 O1 C2 K1 107.4(3) 4_556 . . . ?
K1 O1 C2 K1 -107.4(3) . . . 4_556 ?
C1 N1 C1 C1 -57.79(16) 2_665 . . 4 ?
C1 N1 C1 C1 57.79(16) 3_565 . . 4 ?

_shelx_res_file                  
;
TITL 123k_a.res in P-62c
    123k.res
    created by SHELXL-2018/3 at 16:04:34 on 05-Oct-2020
REM Old TITL 123k in P6(3)mc
REM SHELXT solution in P-62c: R1 0.050, Rweak 0.004, Alpha 0.007
REM <I/s> 0.583 for 25 systematic absences, Orientation as input
REM Flack x = 0.019 ( 0.024 ) from 196 Parsons' quotients
REM Formula found by SHELXT: C9 N5 O3 K Co
CELL 0.71073 10.3499 10.3499 7.1351 90 90 120
ZERR 2 0.0005 0.0005 0.0004 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,0.5-Z
SYMM -Y,+X-Y,0.5-Z
SYMM +Y-X,-X,0.5-Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,0.5+Z
SYMM -Y+X,-Y,0.5+Z
SYMM -X,-X+Y,0.5+Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 4 0 0
PLAN  5
SIZE 0.221 0.266 0.29
TEMP -150.15
CONF
list 4
MORE -1
BOND $H
fmap 2 53
acta
REM <olex2.extras>
REM <HklSrc "%.\\123k.hkl">
REM </olex2.extras>

WGHT    0.100000
FVAR       0.78748
CO1   3    0.333333    0.666667    0.750000    10.16667    0.01553    0.01553 =
         0.01401    0.00000    0.00000    0.00776
K1    4    1.000000    1.000000    1.000000    10.16667    0.02315    0.02315 =
         0.01727    0.00000    0.00000    0.01157
O1    6    0.806750    1.000506    0.750000    10.50000    0.01771    0.03748 =
         0.03004    0.00000    0.00000    0.00991
N1    5    0.333333    0.666667    0.433868    10.33333    0.01376    0.01376 =
         0.01461    0.00000    0.00000    0.00688
N2    5    0.545532    0.829043    0.750000    10.50000    0.02266    0.02596 =
         0.01529    0.00000    0.00000    0.00809
C1    1    0.448756    0.636026    0.358313    11.00000    0.02519    0.03455 =
         0.01360   -0.00304   -0.00271    0.02073
AFIX  23
H1A   2    0.429751    0.537795    0.404317    11.00000   -1.20000
H1B   2    0.548102    0.712929    0.404320    11.00000   -1.20000
AFIX   0
C2    1    0.673469    0.912005    0.750000    10.50000    0.02255    0.02381 =
         0.01432    0.00000    0.00000    0.01261
HKLF 4




REM  123k_a.res in P-62c
REM wR2 = 0.0834, GooF = S = 0.710, Restrained GooF = 0.710 for all data
REM R1 = 0.0261 for 603 Fo > 4sig(Fo) and 0.0282 for all 643 data
REM 35 parameters refined using 0 restraints

END

WGHT      0.0406      0.0056

REM Highest difference peak  0.217,  deepest hole -0.312,  1-sigma level  0.057
Q1    1   0.6021  0.8434  0.6813  11.00000  0.05    0.22
Q2    1   0.5139  0.7655  0.7500  10.50000  0.05    0.22
Q3    1   0.5325  0.6640  0.4146  11.00000  0.05    0.20
Q4    1   0.5977  0.7911  0.8007  11.00000  0.05    0.19
Q5    1   0.9974  1.2243  0.7500  10.50000  0.05    0.18
;
_shelx_res_checksum              44759
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.583
_oxdiff_exptl_absorpt_empirical_full_min 0.490
####################################################################### 
# 
# 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_239k
_database_code_depnum_ccdc_archive 'CCDC 2159525'
loop_
_audit_author_name
_audit_author_address
'Ryo Tsunashima'
;yamaguchi university
Japan
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT430_239k                
;
PROBLEM: Short Inter D...A Contact  N1       ..N1       .       2.62 Ang.
RESPONSE: This is intramolecular N?N distances in dabco molecule. Such short distances are often observed for dabco.
;
# Added during the CSD deposition process: Thursday 17 March 2022 01:34 AM
# end Validation Reply Form

_audit_creation_date             2020-10-07
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.10.09 svn.r3662 for Rigaku Oxford Diffraction, GUI svn.r5959)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H12 Co1 K1 N5 O3'
_chemical_formula_sum            'C9 H12 Co K N5 O3'
_chemical_formula_weight         336.27
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CoKN5O3C9H12
_chemical_oxdiff_usercomment     005
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      hexagonal
_space_group_IT_number           190
_space_group_name_H-M_alt        'P -6 2 c'
_space_group_name_Hall           'P -6c -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x, y, -z+1/2'
'-y, x-y, -z+1/2'
'-x+y, -x, -z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, z+1/2'

_cell_length_a                   10.4110(7)
_cell_length_b                   10.4110(7)
_cell_length_c                   7.1669(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     672.75(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3548
_cell_measurement_temperature    239
_cell_measurement_theta_max      30.2400
_cell_measurement_theta_min      2.2320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.595
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.63a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.266
_exptl_crystal_size_min          0.221
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            6166
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.820
_diffrn_reflns_theta_min         2.259
_diffrn_ambient_temperature      239
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  65.00   0.50    0.22    --   -5.03  19.00  60.00  166
  2  ω    -18.00  66.00   0.50    0.22    --   -5.03  19.00 124.00  168
  3  ω      2.00  27.00   0.50    0.22    --    5.18 -95.00  34.00   50
  4  ω    -13.00  25.00   0.50    0.22    --   -5.03 -99.00 -30.00   76
  5  ω    -13.00  27.00   0.50    0.22    --   -5.03 -99.00 -60.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0015084000
_diffrn_orient_matrix_UB_12      -0.0150028000
_diffrn_orient_matrix_UB_13      -0.0968003000
_diffrn_orient_matrix_UB_21      -0.0734171000
_diffrn_orient_matrix_UB_22      -0.0125293000
_diffrn_orient_matrix_UB_23      -0.0056604000
_diffrn_orient_matrix_UB_31      0.0283026000
_diffrn_orient_matrix_UB_32      0.0761943000
_diffrn_orient_matrix_UB_33      -0.0198782000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Mova (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.658
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.821
_reflns_number_gt                598
_reflns_number_total             670
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.63a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 225 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(17)
_refine_ls_extinction_coef       0.012(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     36
_refine_ls_number_reflns         670
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0274
_refine_ls_restrained_S_all      1.138
_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)+(0.0303P)²+0.1961P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
;
_atom_sites_solution_hydrogens   geom
_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 0.333333 0.666667 0.250000 0.0245(2) Uani 1 6 d S T P . .
K1 K 0.000000 1.000000 0.500000 0.0346(3) Uani 1 6 d S T P . .
O1 O 0.0084(5) 0.8125(4) 0.250000 0.0541(9) Uani 1 2 d S T P . .
N1 N 0.333333 0.666667 0.5671(4) 0.0225(6) Uani 1 3 d S T P . .
N2 N 0.1743(4) 0.7196(4) 0.250000 0.0374(8) Uani 1 2 d S T P . .
C1 C 0.1879(3) 0.5542(3) 0.6425(3) 0.0328(6) Uani 1 1 d . . . . .
H1A H 0.164266 0.456873 0.597682 0.039 Uiso 1 1 calc R U . . .
H1B H 0.111864 0.574410 0.597677 0.039 Uiso 1 1 calc R U . . .
C2 C 0.0949(5) 0.7659(5) 0.250000 0.0325(8) Uani 1 2 d S T P . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0265(3) 0.0265(3) 0.0206(4) 0.000 0.000 0.01323(14)
K1 0.0384(4) 0.0384(4) 0.0270(6) 0.000 0.000 0.0192(2)
O1 0.074(2) 0.069(2) 0.049(2) 0.000 0.000 0.058(2)
N1 0.0252(9) 0.0252(9) 0.0173(13) 0.000 0.000 0.0126(4)
N2 0.045(2) 0.057(2) 0.0243(16) 0.000 0.000 0.0357(18)
C1 0.0283(12) 0.0398(15) 0.0180(11) -0.0035(9) -0.0006(9) 0.0077(11)
C2 0.045(2) 0.039(2) 0.0205(17) 0.000 0.000 0.0256(19)

_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 N1 2.273(3) . ?
Co1 N1 2.273(3) 4 ?
Co1 N2 1.989(3) . ?
Co1 N2 1.989(3) 3_565 ?
Co1 N2 1.989(3) 2_665 ?
K1 K1 3.5835(2) 4 ?
K1 K1 3.5835(2) 4_556 ?
K1 O1 2.684(2) . ?
K1 O1 2.684(2) 9_556 ?
K1 O1 2.684(2) 3_465 ?
K1 O1 2.684(2) 2_675 ?
K1 O1 2.684(2) 8_676 ?
K1 O1 2.684(2) 7_466 ?
O1 C2 1.217(5) . ?
N1 C1 1.477(3) 3_565 ?
N1 C1 1.477(3) . ?
N1 C1 1.477(3) 2_665 ?
N2 C2 1.146(5) . ?
C1 C1 1.541(5) 4_556 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
N1 Co1 N1 180.0 . 4 ?
N2 Co1 N1 90.0 . . ?
N2 Co1 N1 90.000(1) 3_565 4 ?
N2 Co1 N1 90.0 . 4 ?
N2 Co1 N1 90.0 2_665 4 ?
N2 Co1 N1 90.0 2_665 . ?
N2 Co1 N1 90.0 3_565 . ?
N2 Co1 N2 120.0 . 2_665 ?
N2 Co1 N2 120.0 3_565 2_665 ?
N2 Co1 N2 120.000(1) . 3_565 ?
K1 K1 K1 180.0 4 4_556 ?
O1 K1 K1 48.11(4) 9_556 4_556 ?
O1 K1 K1 131.89(4) 9_556 4 ?
O1 K1 K1 48.11(4) 8_676 4_556 ?
O1 K1 K1 131.89(4) 2_675 4_556 ?
O1 K1 K1 131.89(4) 8_676 4 ?
O1 K1 K1 131.89(4) 7_466 4 ?
O1 K1 K1 131.89(4) . 4_556 ?
O1 K1 K1 131.89(4) 3_465 4_556 ?
O1 K1 K1 48.11(4) . 4 ?
O1 K1 K1 48.11(4) 3_465 4 ?
O1 K1 K1 48.11(4) 2_675 4 ?
O1 K1 K1 48.11(4) 7_466 4_556 ?
O1 K1 O1 133.27(16) 2_675 7_466 ?
O1 K1 O1 139.35(18) 8_676 3_465 ?
O1 K1 O1 139.35(18) . 7_466 ?
O1 K1 O1 80.29(7) 9_556 7_466 ?
O1 K1 O1 80.29(7) 8_676 7_466 ?
O1 K1 O1 80.29(7) 3_465 . ?
O1 K1 O1 133.27(16) 3_465 9_556 ?
O1 K1 O1 83.86(9) 8_676 2_675 ?
O1 K1 O1 133.27(16) 8_676 . ?
O1 K1 O1 80.29(7) 3_465 2_675 ?
O1 K1 O1 83.86(9) 3_465 7_466 ?
O1 K1 O1 80.29(7) . 2_675 ?
O1 K1 O1 80.29(7) 8_676 9_556 ?
O1 K1 O1 83.86(9) . 9_556 ?
O1 K1 O1 139.35(18) 2_675 9_556 ?
K1 O1 K1 83.77(9) . 4 ?
C2 O1 K1 126.1(2) . 4 ?
C2 O1 K1 126.1(2) . . ?
C1 N1 Co1 111.44(15) 3_565 . ?
C1 N1 Co1 111.44(15) . . ?
C1 N1 Co1 111.44(15) 2_665 . ?
C1 N1 C1 107.43(16) . 3_565 ?
C1 N1 C1 107.43(16) 3_565 2_665 ?
C1 N1 C1 107.43(16) . 2_665 ?
C2 N2 Co1 172.5(4) . . ?
N1 C1 C1 111.44(15) . 4_556 ?
N1 C1 H1A 109.3 . . ?
N1 C1 H1B 109.3 . . ?
C1 C1 H1A 109.3 4_556 . ?
C1 C1 H1B 109.3 4_556 . ?
H1A C1 H1B 108.0 . . ?
N2 C2 O1 178.8(5) . . ?

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
Co1 N1 C1 C1 180.002(0) . . . 4_556 ?
C1 N1 C1 C1 -57.66(17) 3_565 . . 4_556 ?
C1 N1 C1 C1 57.66(17) 2_665 . . 4_556 ?

_shelx_res_file                  
;
TITL 243k_a.res in P-62c
    243k.res
    created by SHELXL-2018/3 at 17:24:21 on 07-Oct-2020
REM Old TITL 243K in P6(3)mc
REM SHELXT solution in P-62c: R1 0.103, Rweak 0.005, Alpha 0.012
REM <I/s> 0.365 for 25 systematic absences, Orientation as input
REM Flack x = -0.019 ( 0.022 ) from 171 Parsons' quotients
REM Formula found by SHELXT: C9 N2 O1 K Co
CELL 0.71073 10.41102 10.41102 7.166944 90 90 120
ZERR 2 0.000664 0.000664 0.000437 0 0 0
LATT -1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM +X,+Y,0.5-Z
SYMM -Y,+X-Y,0.5-Z
SYMM +Y-X,-X,0.5-Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,0.5+Z
SYMM -Y+X,-Y,0.5+Z
SYMM -X,-X+Y,0.5+Z
SFAC C H Co K N O
UNIT 18 24 2 2 10 6

L.S. 4
PLAN  5
CONF
BOND $H
MORE -1
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\243K.hkl">
REM </olex2.extras>

WGHT    0.030300    0.196100
EXTI    0.011646
FVAR       4.59056
CO1   3    0.333333    0.666667    0.250000    10.16667    0.02646    0.02646 =
         0.02058    0.00000    0.00000    0.01323
K1    4    0.000000    1.000000    0.500000    10.16667    0.03836    0.03836 =
         0.02702    0.00000    0.00000    0.01918
O1    6    0.008449    0.812458    0.250000    10.50000    0.07433    0.06919 =
         0.04872    0.00000    0.00000    0.05837
N1    5    0.333333    0.666667    0.567150    10.33333    0.02516    0.02516 =
         0.01731    0.00000    0.00000    0.01258
N2    5    0.174300    0.719612    0.250000    10.50000    0.04477    0.05686 =
         0.02434    0.00000    0.00000    0.03569
C1    1    0.187906    0.554191    0.642498    11.00000    0.02830    0.03977 =
         0.01801   -0.00353   -0.00062    0.00772
AFIX  23
H1A   2    0.164266    0.456873    0.597682    11.00000   -1.20000
H1B   2    0.111864    0.574410    0.597677    11.00000   -1.20000
AFIX   0
C2    1    0.094906    0.765935    0.250000    10.50000    0.04454    0.03869 =
         0.02053    0.00000    0.00000    0.02560
HKLF 4




REM  243k_a.res in P-62c
REM wR2 = 0.0680, GooF = S = 1.138, Restrained GooF = 1.138 for all data
REM R1 = 0.0274 for 598 Fo > 4sig(Fo) and 0.0317 for all 670 data
REM 36 parameters refined using 0 restraints

END

WGHT      0.0303      0.1961

REM Highest difference peak  0.346,  deepest hole -0.445,  1-sigma level  0.050
Q1    1   0.2987  0.6051  0.1729  11.00000  0.05    0.35
Q2    1   0.1056  0.8987  0.2500  10.50000  0.05    0.32
Q3    1   0.2586  0.7368  0.2500  10.50000  0.05    0.23
Q4    1   0.3800  0.6947  0.6264  11.00000  0.05    0.23
Q5    1   0.1263  0.4861  0.5720  11.00000  0.05    0.22
;
_shelx_res_checksum              90008
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.222
_oxdiff_exptl_absorpt_empirical_full_min 0.553
