# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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. 
# 
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data_aze308
_database_code_depnum_ccdc_archive 'CCDC 2247736'
loop_
_audit_author_name
_audit_author_address
'Marcin Moskwa'
;Faculty of Chemistry, University of Wroclaw 
Poland
;
_audit_update_record             
;
2023-03-10 deposited with the CCDC.	2023-04-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT242_aze308              
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        N1A Check
RESPONSE: The structure in the high-temperature phase is highly disordered by symmetry, and atoms of the azetidinium cation are refined based on their positions in the low-temperature phase.
;
# Added during the CSD deposition process: Friday 10 March 2023 10:15 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C3 H8 N 1+), H3 O 1+, C6 Co N6 3-'
_chemical_formula_sum            'C12 H19 Co N8 O'
_chemical_formula_weight         350.28

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'
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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m :H'
_space_group_name_Hall           '-R 3 2"'

_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'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'

_cell_length_a                   8.4901(3)
_cell_length_b                   8.4901(3)
_cell_length_c                   41.463(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2588.3(2)
_cell_formula_units_Z            6
_cell_measurement_temperature    308(2)
_cell_measurement_reflns_used    1713
_cell_measurement_theta_min      3.6990
_cell_measurement_theta_max      27.7380

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1092
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.008
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85607
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      308(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3456
_diffrn_reflns_number            4115
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_theta_min         3.397
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             790
_reflns_number_gt                659
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond 4.0'
_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)+(0.0489P)²+6.2353P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         790
_refine_ls_number_parameters     74
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1083
_refine_ls_wR_factor_gt          0.1034
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.278
_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 0.3333 0.6667 0.6667 0.0378(3) Uani 1 12 d S T P . .
C1 C 0.4393(3) 0.5607(3) 0.64078(9) 0.0616(9) Uani 1 2 d S T P . .
N1 N 0.5050(3) 0.4950(3) 0.62631(11) 0.1152(17) Uani 1 2 d S T P . .
Co2 Co 0.0000 1.0000 0.5000 0.0353(3) Uani 1 12 d S T P . .
C2 C 0.1054(2) 0.8946(2) 0.52618(8) 0.0465(7) Uani 1 2 d S T P . .
N2 N 0.1691(2) 0.8309(2) 0.54164(8) 0.0691(9) Uani 1 2 d S T P . .
O1H O 0.3333 0.6667 0.56527(8) 0.0409(8) Uani 1 6 d S T P . .
H1H H 0.2791 0.5582 0.5581 0.061 Uiso 0.6667 2 d R U P . .
N1A N 0.6667 0.3333 0.58361(11) 0.0625(15) Uani 1 6 d DS T P . .
H1A H 0.6039 0.2377 0.5964 0.343 Uiso 0.3333 1 d . . P . .
C2A C 0.5128(5) 0.2564(3) 0.55906(13) 0.127(4) Uani 0.344(10) 2 d DS TU P A 1
H2AA H 0.4368 0.1250 0.5589 0.152 Uiso 0.3439 1 d . U P A 1
C21A C 0.5898(3) 0.4102(3) 0.55910(13) 0.127(4) Uani 0.323(10) 2 d DS TU P A 2
H21A H 0.4584 0.3549 0.5589 0.152 Uiso 0.3228 1 d . U P A 2
C3A C 0.6667 0.3333 0.53450(19) 0.156(6) Uani 1 6 d DS T P . .
H3AA H 0.7319 0.4638 0.5331 0.187 Uiso 0.172(5) 2 d R U P A 1
H3AB H 0.6387 0.2774 0.5135 0.187 Uiso 0.172(5) 2 d R U P A 1
H3AC H 0.7970 0.3985 0.5327 0.187 Uiso 0.161(5) 2 d R U P A 2
H3AD H 0.6080 0.3040 0.5138 0.187 Uiso 0.161(5) 2 d R U P A 2
N1B N 0.691(2) 0.432(2) 0.6872(3) 0.092(8) Uani 0.1667 1 d D U P . .
H1B1 H 0.7779 0.4847 0.6723 0.110 Uiso 0.1667 1 d R U P . .
H1B2 H 0.6370 0.4971 0.6906 0.110 Uiso 0.1667 1 d R U P . .
C2B C 0.536(2) 0.240(2) 0.6936(4) 0.065(7) Uani 0.1667 1 d D U P . .
H2B1 H 0.4165 0.2082 0.7034 0.078 Uiso 0.6667 2 d R U P . .
H2B2 H 0.5279 0.2059 0.6710 0.078 Uiso 0.1667 1 d R U P . .
C3B C 0.7748(13) 0.4288(17) 0.7195(2) 0.108(5) Uani 0.3333 1 d D U P . .
H3B3 H 0.7049 0.4098 0.7387 0.129 Uiso 0.6667 2 d R U P . .
H3B4 H 0.9050 0.5013 0.7231 0.129 Uiso 0.3333 1 d R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 C1 1.893(4) 3_565 ?
Co1 C1 1.893(4) 2_665 ?
Co1 C1 1.893(4) . ?
Co1 C1 1.893(4) 27_556 ?
Co1 C1 1.893(4) 26_456 ?
Co1 C1 1.893(4) 25_566 ?
C1 N1 1.136(5) . ?
Co2 C2 1.893(3) 20_456 ?
Co2 C2 1.893(3) 2_675 ?
Co2 C2 1.893(3) 21_666 ?
Co2 C2 1.893(3) 3_465 ?
Co2 C2 1.893(3) 19_576 ?
Co2 C2 1.893(3) . ?
C2 N2 1.134(4) . ?
O1H H1H 0.8511 . ?
N1A C21A 1.5205(15) 3_665 ?
N1A C21A 1.5206(15) 2_655 ?
N1A C21A 1.5206(15) . ?
N1A C2A 1.521(2) 3_665 ?
N1A C2A 1.522(2) 2_655 ?
N1A C2A 1.522(2) . ?
N1A H1A 0.8894 . ?
C2A C3A 1.522(2) . ?
C2A C2A 1.959(7) 3_665 ?
C2A C2A 1.959(7) 2_655 ?
C2A H2AA 0.9703 . ?
C21A C3A 1.523(2) . ?
C21A C21A 1.959(7) 3_665 ?
C21A C21A 1.959(7) 2_655 ?
C21A H21A 0.9702 . ?
C3A C2A 1.522(2) 2_655 ?
C3A C2A 1.522(2) 3_665 ?
C3A C21A 1.523(2) 2_655 ?
C3A C21A 1.523(2) 3_665 ?
C3A H3AA 0.9610 . ?
C3A H3AB 0.9618 . ?
C3A H3AC 0.9610 . ?
C3A H3AD 0.9619 . ?
N1B C2B 0.36(3) 3_665 ?
N1B N1B 0.42(4) 23_655 ?
N1B C2B 0.57(3) 22_665 ?
N1B N1B 1.05(3) 22_665 ?
N1B C2B 1.28(2) 24 ?
N1B N1B 1.31(3) 3_665 ?
N1B N1B 1.31(3) 2_655 ?
N1B C3B 1.372(14) 23_655 ?
N1B N1B 1.46(4) 24 ?
N1B C3B 1.520(2) . ?
N1B C2B 1.520(2) . ?
N1B C2B 1.56(2) 2_655 ?
N1B H1B1 0.8915 . ?
N1B H1B2 0.8910 . ?
C2B N1B 0.36(3) 2_655 ?
C2B C2B 0.46(3) 24 ?
C2B N1B 0.57(3) 22_665 ?
C2B C3B 1.141(15) 22_665 ?
C2B N1B 1.277(19) 24 ?
C2B C3B 1.33(2) 2_655 ?
C2B C2B 1.44(4) 23_655 ?
C2B C3B 1.521(2) 3_665 ?
C2B N1B 1.56(2) 3_665 ?
C2B N1B 1.706(18) 23_655 ?
C2B C2B 1.72(3) 2_655 ?
C2B H2B1 0.9941 . ?
C2B H2B2 0.9720 . ?
C3B C3B 0.70(3) 24 ?
C3B C3B 1.03(2) 23_655 ?
C3B C2B 1.141(15) 22_665 ?
C3B C2B 1.33(2) 3_665 ?
C3B N1B 1.372(14) 23_655 ?
C3B C3B 1.506(19) 3_665 ?
C3B C3B 1.506(19) 2_655 ?
C3B C2B 1.521(2) 2_655 ?
C3B N1B 1.617(19) 3_665 ?
C3B C3B 1.73(2) 22_665 ?
C3B C2B 1.765(16) 23_655 ?
C3B H3B3 0.9584 . ?
C3B H3B4 0.9711 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Co1 C1 91.01(16) 3_565 2_665 ?
C1 Co1 C1 91.00(16) 3_565 . ?
C1 Co1 C1 91.00(16) 2_665 . ?
C1 Co1 C1 180.0 3_565 27_556 ?
C1 Co1 C1 89.00(16) 2_665 27_556 ?
C1 Co1 C1 89.00(17) . 27_556 ?
C1 Co1 C1 89.00(16) 3_565 26_456 ?
C1 Co1 C1 180.00(13) 2_665 26_456 ?
C1 Co1 C1 89.00(16) . 26_456 ?
C1 Co1 C1 91.00(16) 27_556 26_456 ?
C1 Co1 C1 89.00(16) 3_565 25_566 ?
C1 Co1 C1 89.00(16) 2_665 25_566 ?
C1 Co1 C1 180.00(9) . 25_566 ?
C1 Co1 C1 91.00(16) 27_556 25_566 ?
C1 Co1 C1 91.00(16) 26_456 25_566 ?
N1 C1 Co1 177.3(4) . . ?
C2 Co2 C2 180.00(16) 20_456 2_675 ?
C2 Co2 C2 90.39(13) 20_456 21_666 ?
C2 Co2 C2 89.61(13) 2_675 21_666 ?
C2 Co2 C2 89.61(13) 20_456 3_465 ?
C2 Co2 C2 90.39(13) 2_675 3_465 ?
C2 Co2 C2 180.0 21_666 3_465 ?
C2 Co2 C2 90.39(14) 20_456 19_576 ?
C2 Co2 C2 89.61(14) 2_675 19_576 ?
C2 Co2 C2 90.39(13) 21_666 19_576 ?
C2 Co2 C2 89.61(13) 3_465 19_576 ?
C2 Co2 C2 89.62(13) 20_456 . ?
C2 Co2 C2 90.38(13) 2_675 . ?
C2 Co2 C2 89.62(14) 21_666 . ?
C2 Co2 C2 90.38(14) 3_465 . ?
C2 Co2 C2 180.0 19_576 . ?
N2 C2 Co2 179.4(3) . . ?
C21A N1A C21A 80.2(3) 3_665 2_655 ?
C21A N1A C21A 80.2(3) 3_665 . ?
C21A N1A C21A 80.2(3) 2_655 . ?
C2A N1A C2A 80.2(3) 3_665 2_655 ?
C2A N1A C2A 80.2(3) 3_665 . ?
C2A N1A C2A 80.1(3) 2_655 . ?
C21A N1A H1A 141.7 3_665 . ?
C21A N1A H1A 79.1 2_655 . ?
C21A N1A H1A 126.9 . . ?
C2A N1A H1A 170.4 3_665 . ?
C2A N1A H1A 101.4 2_655 . ?
C2A N1A H1A 90.7 . . ?
N1A C2A C3A 84.0(4) . . ?
N1A C2A C2A 49.92(16) . 3_665 ?
C3A C2A C2A 49.94(16) . 3_665 ?
N1A C2A C2A 49.93(16) . 2_655 ?
C3A C2A C2A 49.94(16) . 2_655 ?
C2A C2A C2A 60.000(1) 3_665 2_655 ?
N1A C2A H2AA 115.7 . . ?
C3A C2A H2AA 115.0 . . ?
C2A C2A H2AA 155.2 3_665 . ?
C2A C2A H2AA 95.2 2_655 . ?
N1A C21A C3A 84.0(4) . . ?
N1A C21A C21A 49.90(16) . 3_665 ?
C3A C21A C21A 49.97(16) . 3_665 ?
N1A C21A C21A 49.90(16) . 2_655 ?
C3A C21A C21A 49.97(16) . 2_655 ?
C21A C21A C21A 60.000(3) 3_665 2_655 ?
N1A C21A H21A 115.7 . . ?
C3A C21A H21A 115.0 . . ?
C21A C21A H21A 155.2 3_665 . ?
C21A C21A H21A 95.2 2_655 . ?
C2A C3A C2A 80.1(3) 2_655 . ?
C2A C3A C2A 80.1(3) 2_655 3_665 ?
C2A C3A C2A 80.1(3) . 3_665 ?
C21A C3A C21A 80.1(3) 2_655 . ?
C21A C3A C21A 80.1(3) 2_655 3_665 ?
C21A C3A C21A 80.1(3) . 3_665 ?
C2A C3A H3AA 114.3 2_655 . ?
C2A C3A H3AA 114.3 . . ?
C2A C3A H3AA 45.5 3_665 . ?
C2A C3A H3AB 116.5 2_655 . ?
C2A C3A H3AB 116.5 . . ?
C2A C3A H3AB 157.3 3_665 . ?
H3AA C3A H3AB 111.9 . . ?
C21A C3A H3AC 115.0 2_655 . ?
C21A C3A H3AC 115.0 . . ?
C21A C3A H3AC 46.5 3_665 . ?
C21A C3A H3AD 115.6 2_655 . ?
C21A C3A H3AD 115.6 . . ?
C21A C3A H3AD 158.7 3_665 . ?
H3AC C3A H3AD 112.2 . . ?
C2B N1B N1B 94(4) 3_665 23_655 ?
C2B N1B C2B 55(5) 3_665 22_665 ?
N1B N1B C2B 39(4) 23_655 22_665 ?
C2B N1B N1B 123(4) 3_665 22_665 ?
N1B N1B N1B 120.00(5) 23_655 22_665 ?
C2B N1B N1B 139(2) 22_665 22_665 ?
C2B N1B C2B 110(4) 3_665 24 ?
N1B N1B C2B 125.5(12) 23_655 24 ?
C2B N1B C2B 134(3) 22_665 24 ?
N1B N1B C2B 13.5(11) 22_665 24 ?
C2B N1B N1B 121(4) 3_665 3_665 ?
N1B N1B N1B 43.9(15) 23_655 3_665 ?
C2B N1B N1B 74(4) 22_665 3_665 ?
N1B N1B N1B 76.1(14) 22_665 3_665 ?
C2B N1B N1B 82.7(16) 24 3_665 ?
C2B N1B N1B 130(4) 3_665 2_655 ?
N1B N1B N1B 103.9(15) 23_655 2_655 ?
C2B N1B N1B 127(3) 22_665 2_655 ?
N1B N1B N1B 16.1(14) 22_665 2_655 ?
C2B N1B N1B 25.3(15) 24 2_655 ?
N1B N1B N1B 60.00(3) 3_665 2_655 ?
C2B N1B C3B 44(4) 3_665 23_655 ?
N1B N1B C3B 102.8(9) 23_655 23_655 ?
C2B N1B C3B 74(3) 22_665 23_655 ?
N1B N1B C3B 82.8(8) 22_665 23_655 ?
C2B N1B C3B 70.0(9) 24 23_655 ?
N1B N1B C3B 98.5(8) 3_665 23_655 ?
N1B N1B C3B 86.0(9) 2_655 23_655 ?
C2B N1B N1B 128(4) 3_665 24 ?
N1B N1B N1B 60.00(7) 23_655 24 ?
C2B N1B N1B 89(3) 22_665 24 ?
N1B N1B N1B 60.00(3) 22_665 24 ?
C2B N1B N1B 67.0(13) 24 24 ?
N1B N1B N1B 16.1(15) 3_665 24 ?
N1B N1B N1B 43.9(14) 2_655 24 ?
C3B N1B N1B 95.5(9) 23_655 24 ?
C2B N1B C3B 53(3) 3_665 . ?
N1B N1B C3B 61.6(9) 23_655 . ?
C2B N1B C3B 40(2) 22_665 . ?
N1B N1B C3B 103.0(7) 22_665 . ?
C2B N1B C3B 94.8(11) 24 . ?
N1B N1B C3B 69.4(13) 3_665 . ?
N1B N1B C3B 95.7(9) 2_655 . ?
C3B N1B C3B 41.2(9) 23_655 . ?
N1B N1B C3B 75.5(9) 24 . ?
C2B N1B C2B 118(4) 3_665 . ?
N1B N1B C2B 109.6(11) 23_655 . ?
C2B N1B C2B 125(3) 22_665 . ?
N1B N1B C2B 14.1(6) 22_665 . ?
C2B N1B C2B 16.3(13) 24 . ?
N1B N1B C2B 66.4(11) 3_665 . ?
N1B N1B C2B 11.6(10) 2_655 . ?
C3B N1B C2B 75.0(10) 23_655 . ?
N1B N1B C2B 50.6(12) 24 . ?
C3B N1B C2B 89.6(7) . . ?
C2B N1B C2B 111(3) 3_665 2_655 ?
N1B N1B C2B 41.9(12) 23_655 2_655 ?
C2B N1B C2B 67(3) 22_665 2_655 ?
N1B N1B C2B 79.2(11) 22_665 2_655 ?
C2B N1B C2B 84(2) 24 2_655 ?
N1B N1B C2B 10.2(9) 3_665 2_655 ?
N1B N1B C2B 63.4(11) 2_655 2_655 ?
C3B N1B C2B 89.4(9) 23_655 2_655 ?
N1B N1B C2B 21.3(9) 24 2_655 ?
C3B N1B C2B 59.2(5) . 2_655 ?
C2B N1B C2B 67.8(12) . 2_655 ?
C2B N1B H1B1 104.9 3_665 . ?
N1B N1B H1B1 55.0 23_655 . ?
C2B N1B H1B1 72.0 22_665 . ?
N1B N1B H1B1 131.6 22_665 . ?
C2B N1B H1B1 144.9 24 . ?
N1B N1B H1B1 83.6 3_665 . ?
N1B N1B H1B1 124.1 2_655 . ?
C3B N1B H1B1 144.2 23_655 . ?
N1B N1B H1B1 95.2 24 . ?
C3B N1B H1B1 110.2 . . ?
C2B N1B H1B1 135.7 . . ?
C2B N1B H1B1 88.4 2_655 . ?
C2B N1B H1B2 58.0 3_665 . ?
N1B N1B H1B2 145.9 23_655 . ?
C2B N1B H1B2 110.2 22_665 . ?
N1B N1B H1B2 93.0 22_665 . ?
C2B N1B H1B2 84.9 24 . ?
N1B N1B H1B2 165.9 3_665 . ?
N1B N1B H1B2 108.8 2_655 . ?
C3B N1B H1B2 71.0 23_655 . ?
N1B N1B H1B2 151.7 24 . ?
C3B N1B H1B2 105.4 . . ?
C2B N1B H1B2 101.2 . . ?
C2B N1B H1B2 159.8 2_655 . ?
H1B1 N1B H1B2 110.4 . . ?
N1B C2B C2B 86(4) 2_655 24 ?
N1B C2B N1B 47(5) 2_655 22_665 ?
C2B C2B N1B 39(3) 24 22_665 ?
N1B C2B C3B 124(5) 2_655 22_665 ?
C2B C2B C3B 104.3(11) 24 22_665 ?
N1B C2B C3B 122(3) 22_665 22_665 ?
N1B C2B N1B 43(3) 2_655 24 ?
C2B C2B N1B 113.0(13) 24 24 ?
N1B C2B N1B 80(4) 22_665 24 ?
C3B C2B N1B 83.7(14) 22_665 24 ?
N1B C2B C3B 115(4) 2_655 2_655 ?
C2B C2B C3B 56.0(5) 24 2_655 ?
N1B C2B C3B 82(3) 22_665 2_655 ?
C3B C2B C3B 48.2(10) 22_665 2_655 ?
N1B C2B C3B 102.0(14) 24 2_655 ?
N1B C2B C2B 57(3) 2_655 23_655 ?
C2B C2B C2B 120.00(10) 24 23_655 ?
N1B C2B C2B 91(3) 22_665 23_655 ?
C3B C2B C2B 71.2(14) 22_665 23_655 ?
N1B C2B C2B 13.5(11) 24 23_655 ?
C3B C2B C2B 96.3(10) 2_655 23_655 ?
N1B C2B N1B 47(4) 2_655 . ?
C2B C2B N1B 50.6(12) 24 . ?
N1B C2B N1B 27(2) 22_665 . ?
C3B C2B N1B 98.4(13) 22_665 . ?
N1B C2B N1B 62(2) 24 . ?
C3B C2B N1B 68.7(12) 2_655 . ?
C2B C2B N1B 70.4(11) 23_655 . ?
N1B C2B C3B 99(4) 2_655 3_665 ?
C2B C2B C3B 114.6(8) 24 3_665 ?
N1B C2B C3B 114(3) 22_665 3_665 ?
C3B C2B C3B 25.9(12) 22_665 3_665 ?
N1B C2B C3B 57.9(6) 24 3_665 ?
C3B C2B C3B 63.3(11) 2_655 3_665 ?
C2B C2B C3B 45.3(9) 23_655 3_665 ?
N1B C2B C3B 87.4(8) . 3_665 ?
N1B C2B N1B 40(4) 2_655 3_665 ?
C2B C2B N1B 100.8(10) 24 3_665 ?
N1B C2B N1B 70(4) 22_665 3_665 ?
C3B C2B N1B 83.7(14) 22_665 3_665 ?
N1B C2B N1B 12.6(12) 24 3_665 ?
C3B C2B N1B 92.9(16) 2_655 3_665 ?
C2B C2B N1B 21.3(9) 23_655 3_665 ?
N1B C2B N1B 50.2(13) . 3_665 ?
C3B C2B N1B 59.2(5) 3_665 3_665 ?
N1B C2B N1B 43(4) 2_655 23_655 ?
C2B C2B N1B 63.7(8) 24 23_655 ?
N1B C2B N1B 38(3) 22_665 23_655 ?
C3B C2B N1B 92.9(15) 22_665 23_655 ?
N1B C2B N1B 49.4(14) 24 23_655 ?
C3B C2B N1B 72.7(10) 2_655 23_655 ?
C2B C2B N1B 57.1(8) 23_655 23_655 ?
N1B C2B N1B 13.3(12) . 23_655 ?
C3B C2B N1B 77.7(11) 3_665 23_655 ?
N1B C2B N1B 37.0(15) 3_665 23_655 ?
N1B C2B C2B 51(3) 2_655 2_655 ?
C2B C2B C2B 106.5(10) 24 2_655 ?
N1B C2B C2B 79(3) 22_665 2_655 ?
C3B C2B C2B 73.1(15) 22_665 2_655 ?
N1B C2B C2B 13.8(6) 24 2_655 ?
C3B C2B C2B 88.3(9) 2_655 2_655 ?
C2B C2B C2B 13.5(10) 23_655 2_655 ?
N1B C2B C2B 57.1(8) . 2_655 ?
C3B C2B C2B 48.2(10) 3_665 2_655 ?
N1B C2B C2B 11.2(9) 3_665 2_655 ?
N1B C2B C2B 43.8(9) 23_655 2_655 ?
N1B C2B H2B1 151.7 2_655 . ?
C2B C2B H2B1 76.5 24 . ?
N1B C2B H2B1 112.4 22_665 . ?
C3B C2B H2B1 82.6 22_665 . ?
N1B C2B H2B1 165.0 24 . ?
C3B C2B H2B1 73.2 2_655 . ?
C2B C2B H2B1 151.6 23_655 . ?
N1B C2B H2B1 125.9 . . ?
C3B C2B H2B1 108.1 3_665 . ?
N1B C2B H2B1 164.9 3_665 . ?
N1B C2B H2B1 137.6 23_655 . ?
C2B C2B H2B1 155.6 2_655 . ?
N1B C2B H2B2 49.3 2_655 . ?
C2B C2B H2B2 105.6 24 . ?
N1B C2B H2B2 77.7 22_665 . ?
C3B C2B H2B2 148.5 22_665 . ?
N1B C2B H2B2 75.4 24 . ?
C3B C2B H2B2 159.4 2_655 . ?
C2B C2B H2B2 85.2 23_655 . ?
N1B C2B H2B2 92.7 . . ?
C3B C2B H2B2 126.9 3_665 . ?
N1B C2B H2B2 81.0 3_665 . ?
N1B C2B H2B2 91.2 23_655 . ?
C2B C2B H2B2 88.8 2_655 . ?
H2B1 C2B H2B2 114.1 . . ?
C3B C3B C3B 120.00(7) 24 23_655 ?
C3B C3B C2B 108.8(14) 24 22_665 ?
C3B C3B C2B 75.7(11) 23_655 22_665 ?
C3B C3B C2B 116.7(10) 24 3_665 ?
C3B C3B C2B 56.0(5) 23_655 3_665 ?
C2B C3B C2B 19.7(13) 22_665 3_665 ?
C3B C3B N1B 97.2(8) 24 23_655 ?
C3B C3B N1B 77.2(9) 23_655 23_655 ?
C2B C3B N1B 12.5(16) 22_665 23_655 ?
C2B C3B N1B 24.1(12) 3_665 23_655 ?
C3B C3B C3B 36.2(8) 24 3_665 ?
C3B C3B C3B 83.8(8) 23_655 3_665 ?
C2B C3B C3B 101.7(12) 22_665 3_665 ?
C2B C3B C3B 97.8(10) 3_665 3_665 ?
N1B C3B C3B 89.6(8) 23_655 3_665 ?
C3B C3B C3B 96.2(8) 24 2_655 ?
C3B C3B C3B 23.8(8) 23_655 2_655 ?
C2B C3B C3B 82.4(11) 22_665 2_655 ?
C2B C3B C3B 64.4(7) 3_665 2_655 ?
N1B C3B C3B 78.7(10) 23_655 2_655 ?
C3B C3B C3B 60.001(14) 3_665 2_655 ?
C3B C3B N1B 104.5(9) 24 . ?
C3B C3B N1B 61.6(9) 23_655 . ?
C2B C3B N1B 18.4(15) 22_665 . ?
C2B C3B N1B 12.2(14) 3_665 . ?
N1B C3B N1B 15.5(16) 23_655 . ?
C3B C3B N1B 87.9(7) 3_665 . ?
C3B C3B N1B 64.6(8) 2_655 . ?
C3B C3B C2B 45.3(9) 24 2_655 ?
C3B C3B C2B 106.7(8) 23_655 2_655 ?
C2B C3B C2B 64(2) 22_665 2_655 ?
C2B C3B C2B 73.7(16) 3_665 2_655 ?
N1B C3B C2B 52.1(8) 23_655 2_655 ?
C3B C3B C2B 52.3(10) 3_665 2_655 ?
C3B C3B C2B 90.1(9) 2_655 2_655 ?
N1B C3B C2B 61.6(10) . 2_655 ?
C3B C3B N1B 57.3(6) 24 3_665 ?
C3B C3B N1B 97.8(9) 23_655 3_665 ?
C2B C3B N1B 51.7(10) 22_665 3_665 ?
C2B C3B N1B 61.1(5) 3_665 3_665 ?
N1B C3B N1B 39.9(11) 23_655 3_665 ?
C3B C3B N1B 58.1(7) 3_665 3_665 ?
C3B C3B N1B 84.4(8) 2_655 3_665 ?
N1B C3B N1B 49.1(14) . 3_665 ?
C2B C3B N1B 12.5(12) 2_655 3_665 ?
C3B C3B C3B 60.000(19) 24 22_665 ?
C3B C3B C3B 60.000(16) 23_655 22_665 ?
C2B C3B C3B 94.4(12) 22_665 22_665 ?
C2B C3B C3B 83.7(11) 3_665 22_665 ?
N1B C3B C3B 84.5(9) 23_655 22_665 ?
C3B C3B C3B 23.8(8) 3_665 22_665 ?
C3B C3B C3B 36.2(8) 2_655 22_665 ?
N1B C3B C3B 77.0(7) . 22_665 ?
C2B C3B C3B 65.4(8) 2_655 22_665 ?
N1B C3B C3B 66.1(8) 3_665 22_665 ?
C3B C3B C2B 42.4(7) 24 23_655 ?
C3B C3B C2B 96.7(7) 23_655 23_655 ?
C2B C3B C2B 68.6(17) 22_665 23_655 ?
C2B C3B C2B 74.3(16) 3_665 23_655 ?
N1B C3B C2B 56.3(5) 23_655 23_655 ?
C3B C3B C2B 39.9(7) 3_665 23_655 ?
C3B C3B C2B 77.9(9) 2_655 23_655 ?
N1B C3B C2B 62.1(8) . 23_655 ?
C2B C3B C2B 13.8(10) 2_655 23_655 ?
N1B C3B C2B 18.6(8) 3_665 23_655 ?
C3B C3B C2B 51.6(5) 22_665 23_655 ?
C3B C3B H3B3 98.2 24 . ?
C3B C3B H3B3 57.6 23_655 . ?
C2B C3B H3B3 133.2 22_665 . ?
C2B C3B H3B3 113.6 3_665 . ?
N1B C3B H3B3 134.0 23_655 . ?
C3B C3B H3B3 78.3 3_665 . ?
C3B C3B H3B3 56.7 2_655 . ?
N1B C3B H3B3 118.7 . . ?
C2B C3B H3B3 130.4 2_655 . ?
N1B C3B H3B3 132.9 3_665 . ?
C3B C3B H3B3 66.8 22_665 . ?
C2B C3B H3B3 117.1 23_655 . ?
C3B C3B H3B4 93.8 24 . ?
C3B C3B H3B4 145.2 23_655 . ?
C2B C3B H3B4 102.9 22_665 . ?
C2B C3B H3B4 118.4 3_665 . ?
N1B C3B H3B4 109.0 23_655 . ?
C3B C3B H3B4 129.4 3_665 . ?
C3B C3B H3B4 166.6 2_655 . ?
N1B C3B H3B4 121.3 . . ?
C2B C3B H3B4 103.2 2_655 . ?
N1B C3B H3B4 108.6 3_665 . ?
C3B C3B H3B4 152.4 22_665 . ?
C2B C3B H3B4 115.5 23_655 . ?
H3B3 C3B H3B4 112.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1H H1H N2 0.85 1.76 2.606(3) 177.5 2_665
N1A H1A N1 0.89 2.09 2.965(5) 168.2 2_655

_refine_diff_density_max         0.458
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.056


####################################################################### 
# 
# 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_aze200_twin1_hklf5
_database_code_depnum_ccdc_archive 'CCDC 2247737'
loop_
_audit_author_name
_audit_author_address
'Marcin Moskwa'
;Faculty of Chemistry, University of Wroclaw 
Poland
;
_audit_update_record             
;
2023-03-10 deposited with the CCDC.	2023-04-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C3 H8 N 1+), H3 O 1+, C6 Co N6 3-'
_chemical_formula_sum            'C12 H19 Co N8 O'
_chemical_formula_weight         350.28

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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14:b3
_space_group_name_H-M_alt        'P 1 21/a 1'
_space_group_name_Hall           '-P 2yab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.497(3)
_cell_length_b                   8.5378(3)
_cell_length_c                   14.317(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.12(3)
_cell_angle_gamma                90
_cell_volume                     1684(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1801
_cell_measurement_theta_min      3.7740
_cell_measurement_theta_max      28.2520

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.033
_shelx_estimated_absorpt_T_min   0.836
_shelx_estimated_absorpt_T_max   0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3456
_diffrn_reflns_number            7535
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.391
_diffrn_reflns_theta_max         28.859
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7535
_reflns_number_gt                3779
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Diamond 4.0'
_computing_publication_material  ?
_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0324P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   direct
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7535
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.5000 0.5000 1.0000 0.01688(16) Uani 1 2 d S . P . .
Co2 Co 0.0000 0.5000 0.5000 0.01730(16) Uani 1 2 d S . P . .
C1 C 0.5772(3) 0.4754(4) 0.9150(2) 0.0220(9) Uani 1 1 d . . . . .
N1 N 0.6285(2) 0.4602(4) 0.86802(19) 0.0368(9) Uani 1 1 d . . . . .
C2 C 0.4134(3) 0.6390(4) 0.9099(2) 0.0218(9) Uani 1 1 d . . . . .
N2 N 0.3589(2) 0.7245(4) 0.85999(19) 0.0326(8) Uani 1 1 d . . . . .
C3 C 0.4216(3) 0.3248(4) 0.9425(2) 0.0228(8) Uani 1 1 d . . . . .
N3 N 0.3730(3) 0.2179(4) 0.91312(19) 0.0363(8) Uani 1 1 d . . . . .
C4 C 0.1274(3) 0.4941(4) 0.5897(2) 0.0226(8) Uani 1 1 d . . . . .
N4 N 0.2050(2) 0.4915(4) 0.64305(19) 0.0339(8) Uani 1 1 d . . . . .
C5 C 0.0394(3) 0.3653(4) 0.4141(2) 0.0227(9) Uani 1 1 d . . . . .
N5 N 0.0626(2) 0.2803(4) 0.3632(2) 0.0345(8) Uani 1 1 d . . . . .
C6 C 0.0325(3) 0.6791(4) 0.4387(2) 0.0217(8) Uani 1 1 d . . . . .
N6 N 0.0516(2) 0.7883(4) 0.4018(2) 0.0352(8) Uani 1 1 d . . . . .
N1A N 0.7455(2) 0.5199(3) 0.74361(18) 0.0268(6) Uani 1 1 d . . . . .
H1A1 H 0.7906 0.5926 0.7743 0.032 Uiso 1 1 calc R U . . .
H1A2 H 0.7154 0.4800 0.7855 0.032 Uiso 1 1 calc R U . . .
C2A C 0.6762(3) 0.5755(6) 0.6473(2) 0.0515(13) Uani 1 1 d . . . . .
H2A1 H 0.6071 0.5639 0.6429 0.062 Uiso 1 1 calc R U . . .
H2A2 H 0.6898 0.6832 0.6295 0.062 Uiso 1 1 calc R U . . .
C3A C 0.7112(3) 0.4517(5) 0.5932(2) 0.0474(13) Uani 1 1 d . . . . .
H3A1 H 0.7424 0.4933 0.5459 0.057 Uiso 1 1 calc R U . . .
H3A2 H 0.6613 0.3725 0.5618 0.057 Uiso 1 1 calc R U . . .
C4A C 0.7832(3) 0.3975(5) 0.6902(2) 0.0424(12) Uani 1 1 d . . . . .
H4A1 H 0.7718 0.2891 0.7085 0.051 Uiso 1 1 calc R U . . .
H4A2 H 0.8519 0.4129 0.6940 0.051 Uiso 1 1 calc R U . . .
N1B N 0.8129(2) 0.4133(4) 1.07203(19) 0.0360(8) Uani 1 1 d . . . . .
H1B1 H 0.8194 0.3675 1.0170 0.043 Uiso 1 1 calc R U . . .
H1B2 H 0.7531 0.3939 1.0777 0.043 Uiso 1 1 calc R U . . .
C2B C 0.8403(3) 0.5826(5) 1.0818(3) 0.0483(12) Uani 1 1 d . . . . .
H2B1 H 0.7952 0.6493 1.1038 0.058 Uiso 1 1 calc R U . . .
H2B2 H 0.8521 0.6271 1.0227 0.058 Uiso 1 1 calc R U . . .
C3B C 0.9331(4) 0.5399(5) 1.1637(3) 0.0553(15) Uani 1 1 d . . . . .
H3B1 H 0.9925 0.5459 1.1437 0.066 Uiso 1 1 calc R U . . .
H3B2 H 0.9415 0.5976 1.2258 0.066 Uiso 1 1 calc R U . . .
C4B C 0.8948(3) 0.3771(5) 1.1637(2) 0.0438(12) Uani 1 1 d . . . . .
H4B1 H 0.8732 0.3537 1.2213 0.053 Uiso 1 1 calc R U . . .
H4B2 H 0.9394 0.2949 1.1545 0.053 Uiso 1 1 calc R U . . .
O1H O 0.39476(18) 0.5055(3) 0.69559(13) 0.0220(5) Uani 1 1 d . . . . .
H1H H 0.4104 0.4423 0.6572 0.033 Uiso 1 1 d R U . . .
H2H H 0.4194 0.5918 0.6856 0.033 Uiso 1 1 d R U . . .
H3H H 0.3332 0.5042 0.6807 0.033 Uiso 1 1 d R U . . .


_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 C3 1.904(4) . ?
Co1 C3 1.904(4) 3_667 ?
Co1 C1 1.904(4) . ?
Co1 C1 1.904(4) 3_667 ?
Co1 C2 1.908(4) 3_667 ?
Co1 C2 1.908(4) . ?
Co2 C6 1.894(4) . ?
Co2 C6 1.894(4) 3_566 ?
Co2 C4 1.895(4) . ?
Co2 C4 1.895(4) 3_566 ?
Co2 C5 1.897(4) . ?
Co2 C5 1.897(4) 3_566 ?
C1 N1 1.155(4) . ?
C2 N2 1.147(4) . ?
C3 N3 1.150(4) . ?
C4 N4 1.146(4) . ?
C5 N5 1.150(4) . ?
C6 N6 1.147(4) . ?
N1A C4A 1.495(4) . ?
N1A C2A 1.508(4) . ?
N1A H1A1 0.9100 . ?
N1A H1A2 0.9100 . ?
C2A C3A 1.488(5) . ?
C2A H2A1 0.9900 . ?
C2A H2A2 0.9900 . ?
C3A C4A 1.527(5) . ?
C3A H3A1 0.9900 . ?
C3A H3A2 0.9900 . ?
C4A H4A1 0.9900 . ?
C4A H4A2 0.9900 . ?
N1B C2B 1.494(5) . ?
N1B C4B 1.503(4) . ?
N1B H1B1 0.9100 . ?
N1B H1B2 0.9100 . ?
C2B C3B 1.528(6) . ?
C2B H2B1 0.9900 . ?
C2B H2B2 0.9900 . ?
C3B C4B 1.497(6) . ?
C3B H3B1 0.9900 . ?
C3B H3B2 0.9900 . ?
C4B H4B1 0.9900 . ?
C4B H4B2 0.9900 . ?
O1H H1H 0.8499 . ?
O1H H2H 0.8499 . ?
O1H H3H 0.8500 . ?

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
C3 Co1 C3 180.0 . 3_667 ?
C3 Co1 C1 91.58(14) . . ?
C3 Co1 C1 88.43(15) 3_667 . ?
C3 Co1 C1 88.43(15) . 3_667 ?
C3 Co1 C1 91.57(14) 3_667 3_667 ?
C1 Co1 C1 180.0 . 3_667 ?
C3 Co1 C2 89.00(16) . 3_667 ?
C3 Co1 C2 91.00(17) 3_667 3_667 ?
C1 Co1 C2 88.26(13) . 3_667 ?
C1 Co1 C2 91.74(13) 3_667 3_667 ?
C3 Co1 C2 91.00(16) . . ?
C3 Co1 C2 89.00(16) 3_667 . ?
C1 Co1 C2 91.74(13) . . ?
C1 Co1 C2 88.26(13) 3_667 . ?
C2 Co1 C2 180.0(2) 3_667 . ?
C6 Co2 C6 180.0 . 3_566 ?
C6 Co2 C4 90.29(15) . . ?
C6 Co2 C4 89.70(15) 3_566 . ?
C6 Co2 C4 89.70(15) . 3_566 ?
C6 Co2 C4 90.30(15) 3_566 3_566 ?
C4 Co2 C4 180.0 . 3_566 ?
C6 Co2 C5 91.20(16) . . ?
C6 Co2 C5 88.80(16) 3_566 . ?
C4 Co2 C5 89.81(14) . . ?
C4 Co2 C5 90.18(14) 3_566 . ?
C6 Co2 C5 88.80(16) . 3_566 ?
C6 Co2 C5 91.20(16) 3_566 3_566 ?
C4 Co2 C5 90.19(14) . 3_566 ?
C4 Co2 C5 89.81(14) 3_566 3_566 ?
C5 Co2 C5 180.0 . 3_566 ?
N1 C1 Co1 176.1(3) . . ?
N2 C2 Co1 176.0(3) . . ?
N3 C3 Co1 175.8(3) . . ?
N4 C4 Co2 179.0(3) . . ?
N5 C5 Co2 178.2(3) . . ?
N6 C6 Co2 179.5(4) . . ?
C4A N1A C2A 89.9(2) . . ?
C4A N1A H1A1 113.7 . . ?
C2A N1A H1A1 113.7 . . ?
C4A N1A H1A2 113.7 . . ?
C2A N1A H1A2 113.7 . . ?
H1A1 N1A H1A2 110.9 . . ?
C3A C2A N1A 90.8(3) . . ?
C3A C2A H2A1 113.5 . . ?
N1A C2A H2A1 113.5 . . ?
C3A C2A H2A2 113.5 . . ?
N1A C2A H2A2 113.5 . . ?
H2A1 C2A H2A2 110.8 . . ?
C2A C3A C4A 89.4(3) . . ?
C2A C3A H3A1 113.7 . . ?
C4A C3A H3A1 113.7 . . ?
C2A C3A H3A2 113.7 . . ?
C4A C3A H3A2 113.7 . . ?
H3A1 C3A H3A2 111.0 . . ?
N1A C4A C3A 89.9(3) . . ?
N1A C4A H4A1 113.7 . . ?
C3A C4A H4A1 113.7 . . ?
N1A C4A H4A2 113.7 . . ?
C3A C4A H4A2 113.7 . . ?
H4A1 C4A H4A2 110.9 . . ?
C2B N1B C4B 90.1(3) . . ?
C2B N1B H1B1 113.6 . . ?
C4B N1B H1B1 113.6 . . ?
C2B N1B H1B2 113.6 . . ?
C4B N1B H1B2 113.6 . . ?
H1B1 N1B H1B2 110.9 . . ?
N1B C2B C3B 89.2(3) . . ?
N1B C2B H2B1 113.8 . . ?
C3B C2B H2B1 113.8 . . ?
N1B C2B H2B2 113.8 . . ?
C3B C2B H2B2 113.8 . . ?
H2B1 C2B H2B2 111.0 . . ?
C4B C3B C2B 89.1(3) . . ?
C4B C3B H3B1 113.8 . . ?
C2B C3B H3B1 113.8 . . ?
C4B C3B H3B2 113.8 . . ?
C2B C3B H3B2 113.8 . . ?
H3B1 C3B H3B2 111.0 . . ?
C3B C4B N1B 90.1(3) . . ?
C3B C4B H4B1 113.6 . . ?
N1B C4B H4B1 113.6 . . ?
C3B C4B H4B2 113.6 . . ?
N1B C4B H4B2 113.6 . . ?
H4B1 C4B H4B2 110.9 . . ?
H1H O1H H2H 103.4 . . ?
H1H O1H H3H 107.4 . . ?
H2H O1H H3H 115.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1A H1A2 N1 0.91 1.98 2.861(4) 161.3 .
N1A H1A1 N2 0.91 2.04 2.922(4) 162.5 4_675
N1B H1B2 N2 0.91 2.32 3.169(5) 156.2 3_667
N1B H1B1 N3 0.91 2.02 2.902(4) 164.0 4_665
O1H H3H N4 0.85 1.77 2.619(4) 175.9 .
O1H H2H N5 0.85 1.81 2.630(4) 163.0 2_556
O1H H1H N6 0.85 1.74 2.581(4) 168.9 2_546

_refine_diff_density_max         0.574
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.079



