#------------------------------------------------------------------------------
#$Date: 2022-12-24 22:12:00 +0200 (Sat, 24 Dec 2022) $
#$Revision: 280036 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/94/4519435.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4519435
loop_
_publ_author_name
'Khaoula Chair'
'Cesar Augusto Luna Caceres'
'Sanil Rajak'
'Olivier Schott'
'Gustavo E. Ramírez-Caballero'
'Thierry Maris'
'Garry S. Hanan'
'Adam Duong'
_publ_section_title
;
 Photocatalytic Carbon Dioxide Reduction and Density Functional Theory
 Investigation of 2,6-(Pyridin-2-yl)-1,3,5-triazine-2,4-diamine and Its
 Cobalt and Nickel Complexes
;
_journal_name_full               'ACS Applied Energy Materials'
_journal_page_first              11077
_journal_page_last               11090
_journal_paper_doi               10.1021/acsaem.2c01702
_journal_volume                  5
_journal_year                    2022
_chemical_formula_moiety         'C22 H22 Co N22, 2(Cl O4)'
_chemical_formula_sum            'C22 H22 Cl2 Co N22 O8'
_chemical_formula_weight         852.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 111.3200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.4712(5)
_cell_length_b                   11.0286(3)
_cell_length_c                   17.8449(5)
_cell_measurement_reflns_used    9684
_cell_measurement_temperature    150
_cell_measurement_theta_max      60.728
_cell_measurement_theta_min      4.186
_cell_volume                     3203.10(16)
_computing_cell_refinement
;       
SAINT (2013) V8.38A; Integration Software for Single Crystal Data. 
Bruker AXS Inc., Madison, WI 53719-1173.'
;
_computing_data_collection
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction
;       
SAINT (2013) V8.38A; Integration Software for Single Crystal Data. 
Bruker AXS Inc., Madison, WI 53719-1173.'
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'Bruker Photon 100 CMOS Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            46345
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.697
_diffrn_reflns_theta_min         2.362
_diffrn_source                   'Metal Jet'
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_exptl_absorpt_coefficient_mu    4.454
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.6191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. 
wR2(int) was 0.1126 before and 0.0557 after correction. 
The Ratio of minimum to maximum transmission is 0.8234. 
The λ/2 correction factor is Not present.'
;
_exptl_crystal_colour            'clear light Pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_description       block
_exptl_crystal_F_000             1732
_exptl_crystal_recrystallization_method 'crystallized from Et2O/MeOH'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.916
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       0.00319(16)
_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   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     589
_refine_ls_number_reflns         7378
_refine_ls_number_restraints     45
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0604P)²+2.3949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1064
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6734
_reflns_number_total             7378
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            2-ada163.cif
_cod_data_source_block           ada163
_cod_database_code               4519435
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'
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 0.24326(2) 0.40625(2) 0.73588(2) 0.01904(9) Uani 1 1 d . . . . .
N1 N 0.23134(10) 0.55765(14) 0.66357(9) 0.0201(3) Uani 1 1 d . . . . .
N2 N 0.34577(9) 0.53076(14) 0.80604(9) 0.0201(3) Uani 1 1 d . . . . .
N3 N 0.44268(10) 0.61845(16) 0.92552(10) 0.0258(3) Uani 1 1 d . . . . .
N4 N 0.37634(10) 0.74272(15) 0.81042(10) 0.0246(3) Uani 1 1 d . . . . .
N5 N 0.41429(11) 0.41439(16) 0.91771(11) 0.0251(4) Uani 1 1 d . . . . .
H5A H 0.4538(19) 0.410(2) 0.9589(19) 0.036(8) Uiso 1 1 d . . . . .
H5B H 0.3987(17) 0.348(3) 0.8906(17) 0.036(7) Uiso 1 1 d . . . . .
N6 N 0.46500(13) 0.82516(18) 0.92728(13) 0.0363(4) Uani 1 1 d . . . . .
H6A H 0.491(2) 0.825(3) 0.978(2) 0.064(10) Uiso 1 1 d . . . . .
H6B H 0.452(2) 0.896(3) 0.901(2) 0.049(9) Uiso 1 1 d . . . . .
N7 N 0.12731(10) 0.37430(15) 0.62648(10) 0.0219(3) Uani 1 1 d . . . . .
N8 N 0.02582(11) 0.25558(15) 0.52599(10) 0.0245(3) Uani 1 1 d . . . . .
N9 N 0.07882(10) 0.43636(15) 0.48865(10) 0.0224(3) Uani 1 1 d . . . . .
N10 N 0.06761(13) 0.20529(18) 0.65867(12) 0.0329(4) Uani 1 1 d . . . . .
H10A H 0.0222(18) 0.158(3) 0.6424(17) 0.039(7) Uiso 1 1 d . . . . .
H10B H 0.088(2) 0.231(3) 0.707(2) 0.052(9) Uiso 1 1 d . . . . .
N11 N -0.01097(12) 0.31374(18) 0.39371(11) 0.0283(4) Uani 1 1 d . . . . .
H11A H -0.0014(16) 0.358(3) 0.3600(17) 0.031(7) Uiso 1 1 d . . . . .
H11B H -0.0298(16) 0.246(3) 0.3826(16) 0.032(7) Uiso 1 1 d . . . . .
N12 N 0.24970(10) 0.24700(14) 0.79866(9) 0.0207(3) Uani 1 1 d . . . . .
N13 N 0.30764(11) 0.27906(15) 0.68418(10) 0.0251(3) Uani 1 1 d . . . . .
N14 N 0.35737(13) 0.20006(18) 0.58573(12) 0.0346(4) Uani 1 1 d . . . . .
N15 N 0.32532(12) 0.06585(16) 0.67552(12) 0.0309(4) Uani 1 1 d . . . . .
N16 N 0.34640(15) 0.40434(18) 0.59981(14) 0.0368(5) Uani 1 1 d . . . . .
H16A H 0.3563(19) 0.454(3) 0.632(2) 0.048(9) Uiso 1 1 d . . . . .
H16B H 0.3767(19) 0.410(3) 0.570(2) 0.044(8) Uiso 1 1 d . . . . .
N17 N 0.36666(18) -0.0048(2) 0.57452(19) 0.0534(7) Uani 1 1 d . . . . .
H17A H 0.382(2) -0.070(4) 0.602(2) 0.064(11) Uiso 1 1 d . . . . .
H17B H 0.387(2) 0.011(3) 0.542(2) 0.068(11) Uiso 1 1 d . . . . .
N18 N 0.19288(10) 0.45171(15) 0.82762(9) 0.0209(3) Uani 1 1 d . . . . .
N19 N 0.13099(11) 0.57431(16) 0.90038(11) 0.0265(4) Uani 1 1 d . . . . .
N20 N 0.16486(11) 0.36662(16) 0.93805(10) 0.0252(3) Uani 1 1 d . . . . .
N21 N 0.16130(13) 0.65339(18) 0.79679(13) 0.0320(4) Uani 1 1 d . . . . .
H21A H 0.167(2) 0.641(3) 0.755(2) 0.055(9) Uiso 1 1 d . . . . .
H21B H 0.1447(17) 0.715(3) 0.8080(17) 0.032(7) Uiso 1 1 d . . . . .
N22 N 0.10098(15) 0.4901(2) 1.00259(14) 0.0397(5) Uani 1 1 d . . . . .
H22A H 0.078(2) 0.563(3) 1.005(2) 0.052(9) Uiso 1 1 d . . . . .
H22B H 0.105(2) 0.431(4) 1.031(2) 0.073(12) Uiso 1 1 d . . . . .
C1 C 0.17752(12) 0.55737(18) 0.58780(11) 0.0211(4) Uani 1 1 d . . . . .
C2 C 0.17183(12) 0.65323(18) 0.53531(12) 0.0246(4) Uani 1 1 d . . . . .
H2 H 0.135604 0.649361 0.480743 0.030 Uiso 1 1 calc R . . . .
C3 C 0.22053(13) 0.75467(19) 0.56489(12) 0.0281(4) Uani 1 1 d . . . . .
H3 H 0.217505 0.821819 0.530578 0.034 Uiso 1 1 calc R . . . .
C4 C 0.27378(12) 0.75791(18) 0.64480(12) 0.0258(4) Uani 1 1 d . . . . .
H4 H 0.305207 0.828331 0.666869 0.031 Uiso 1 1 calc R . . . .
C5 C 0.27950(11) 0.65506(17) 0.69117(11) 0.0211(4) Uani 1 1 d . . . . .
C6 C 0.33865(11) 0.64331(17) 0.77516(11) 0.0210(4) Uani 1 1 d . . . . .
C7 C 0.42770(12) 0.72608(18) 0.88793(12) 0.0262(4) Uani 1 1 d . . . . .
C8 C 0.40162(11) 0.52325(17) 0.88240(11) 0.0210(4) Uani 1 1 d . . . . .
C9 C 0.12427(12) 0.44860(17) 0.56530(11) 0.0209(4) Uani 1 1 d . . . . .
C10 C 0.07273(12) 0.28097(17) 0.60265(11) 0.0230(4) Uani 1 1 d . . . . .
C11 C 0.03241(12) 0.33395(18) 0.47137(11) 0.0229(4) Uani 1 1 d . . . . .
C12 C 0.22420(11) 0.24381(18) 0.86135(11) 0.0215(4) Uani 1 1 d . . . . .
C13 C 0.22765(13) 0.13817(19) 0.90457(12) 0.0275(4) Uani 1 1 d . . . . .
H13 H 0.209967 0.137331 0.949011 0.033 Uiso 1 1 calc R . . . .
C14 C 0.25758(13) 0.03335(19) 0.88142(13) 0.0296(4) Uani 1 1 d . . . . .
H14 H 0.261168 -0.039911 0.910507 0.035 Uiso 1 1 calc R . . . .
C15 C 0.28217(12) 0.03619(18) 0.81568(13) 0.0268(4) Uani 1 1 d . . . . .
H15 H 0.301548 -0.034960 0.798318 0.032 Uiso 1 1 calc R . . . .
C16 C 0.27771(12) 0.14564(18) 0.77604(12) 0.0228(4) Uani 1 1 d . . . . .
C17 C 0.30509(12) 0.16287(18) 0.70696(12) 0.0246(4) Uani 1 1 d . . . . .
C18 C 0.33777(13) 0.2916(2) 0.62418(13) 0.0289(4) Uani 1 1 d . . . . .
C19 C 0.34967(16) 0.0901(2) 0.61274(16) 0.0356(5) Uani 1 1 d . . . . .
C20 C 0.19209(11) 0.36148(17) 0.87799(11) 0.0211(4) Uani 1 1 d . . . . .
C21 C 0.13304(13) 0.47680(19) 0.94517(12) 0.0268(4) Uani 1 1 d . . . . .
C22 C 0.16156(12) 0.55799(18) 0.84244(12) 0.0236(4) Uani 1 1 d . . . . .
Cl1 Cl -0.05026(3) 0.07113(4) 0.24079(3) 0.02684(12) Uani 1 1 d . . . . .
O1 O -0.09292(12) 0.08130(16) 0.29590(11) 0.0425(4) Uani 1 1 d . . . . .
O2 O 0.02493(11) 0.13712(18) 0.27351(11) 0.0446(4) Uani 1 1 d . . . . .
O3 O -0.09963(11) 0.12232(15) 0.16446(10) 0.0393(4) Uani 1 1 d . . . . .
O4 O -0.03444(13) -0.05441(15) 0.22999(11) 0.0438(4) Uani 1 1 d . . . . .
Cl2 Cl 0.47810(4) 0.66758(6) 0.64106(4) 0.04597(16) Uani 1 1 d D . . . .
O5 O 0.46968(18) 0.5851(2) 0.69767(16) 0.0723(7) Uani 1 1 d . . . . .
O6A O 0.5417(2) 0.6517(5) 0.6085(3) 0.0467(11) Uani 0.640(9) 1 d D U P A 1
O7A O 0.4815(5) 0.7895(3) 0.6701(5) 0.096(2) Uani 0.640(9) 1 d D U P A 1
O8A O 0.40200(17) 0.6559(6) 0.5733(2) 0.0799(19) Uani 0.640(9) 1 d D U P A 1
O6B O 0.5276(7) 0.6007(10) 0.6063(6) 0.061(3) Uani 0.360(9) 1 d D U P A 2
O7B O 0.5332(6) 0.7538(6) 0.6946(4) 0.067(3) Uani 0.360(9) 1 d D U P A 2
O8B O 0.4097(4) 0.7298(7) 0.5835(3) 0.053(2) Uani 0.360(9) 1 d D U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -0.6627 2.9049 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1 Co1 N2 74.55(6) . .
N1 Co1 N7 74.56(6) . .
N1 Co1 N13 101.74(6) . .
N1 Co1 N18 107.78(6) . .
N2 Co1 N7 148.88(6) . .
N12 Co1 N1 174.92(6) . .
N12 Co1 N2 110.06(6) . .
N12 Co1 N7 100.96(6) . .
N12 Co1 N13 75.50(6) . .
N12 Co1 N18 75.25(6) . .
N13 Co1 N2 101.43(6) . .
N13 Co1 N7 88.44(6) . .
N18 Co1 N2 84.18(6) . .
N18 Co1 N7 101.75(6) . .
N18 Co1 N13 150.36(6) . .
C1 N1 Co1 120.13(13) . .
C1 N1 C5 119.29(16) . .
C5 N1 Co1 120.54(12) . .
C6 N2 Co1 113.58(12) . .
C6 N2 C8 113.11(16) . .
C8 N2 Co1 131.19(13) . .
C7 N3 C8 115.99(17) . .
C6 N4 C7 113.86(17) . .
H5A N5 H5B 117(3) . .
C8 N5 H5A 115(2) . .
C8 N5 H5B 122.1(19) . .
H6A N6 H6B 120(3) . .
C7 N6 H6A 122(3) . .
C7 N6 H6B 117(2) . .
C9 N7 Co1 111.17(12) . .
C9 N7 C10 112.88(16) . .
C10 N7 Co1 133.61(13) . .
C11 N8 C10 115.12(17) . .
C9 N9 C11 113.97(17) . .
H10A N10 H10B 121(3) . .
C10 N10 H10A 114.3(18) . .
C10 N10 H10B 116(2) . .
H11A N11 H11B 122(3) . .
C11 N11 H11A 117.7(19) . .
C11 N11 H11B 115.7(19) . .
C12 N12 Co1 120.25(13) . .
C16 N12 Co1 120.01(13) . .
C16 N12 C12 119.72(17) . .
C17 N13 Co1 113.65(13) . .
C17 N13 C18 113.46(17) . .
C18 N13 Co1 131.90(14) . .
C19 N14 C18 115.18(19) . .
C17 N15 C19 113.83(18) . .
H16A N16 H16B 112(3) . .
C18 N16 H16A 116(2) . .
C18 N16 H16B 115.4(19) . .
H17A N17 H17B 118(4) . .
C19 N17 H17A 116(3) . .
C19 N17 H17B 116(3) . .
C20 N18 Co1 115.91(13) . .
C20 N18 C22 113.91(16) . .
C22 N18 Co1 130.18(13) . .
C21 N19 C22 115.09(18) . .
C20 N20 C21 113.16(17) . .
H21A N21 H21B 124(3) . .
C22 N21 H21A 118(3) . .
C22 N21 H21B 116(2) . .
H22A N22 H22B 129(4) . .
C21 N22 H22A 116(2) . .
C21 N22 H22B 115(3) . .
N1 C1 C2 122.05(18) . .
N1 C1 C9 114.67(16) . .
C2 C1 C9 123.27(17) . .
C1 C2 H2 120.9 . .
C3 C2 C1 118.18(18) . .
C3 C2 H2 120.9 . .
C2 C3 H3 120.0 . .
C2 C3 C4 119.96(18) . .
C4 C3 H3 120.0 . .
C3 C4 H4 121.1 . .
C5 C4 C3 117.84(19) . .
C5 C4 H4 121.1 . .
N1 C5 C4 122.43(17) . .
N1 C5 C6 114.43(16) . .
C4 C5 C6 123.14(17) . .
N2 C6 C5 114.88(16) . .
N4 C6 N2 128.13(17) . .
N4 C6 C5 116.98(17) . .
N3 C7 N4 124.37(18) . .
N6 C7 N3 119.50(19) . .
N6 C7 N4 116.12(19) . .
N3 C8 N2 124.41(17) . .
N5 C8 N2 117.57(17) . .
N5 C8 N3 117.98(18) . .
N7 C9 C1 115.85(16) . .
N9 C9 N7 127.58(18) . .
N9 C9 C1 116.57(17) . .
N8 C10 N7 125.03(17) . .
N10 C10 N7 118.06(18) . .
N10 C10 N8 116.84(18) . .
N8 C11 N9 125.01(17) . .
N11 C11 N8 118.78(18) . .
N11 C11 N9 116.19(18) . .
N12 C12 C13 121.57(18) . .
N12 C12 C20 113.96(16) . .
C13 C12 C20 124.47(18) . .
C12 C13 H13 120.7 . .
C12 C13 C14 118.54(19) . .
C14 C13 H13 120.7 . .
C13 C14 H14 120.1 . .
C15 C14 C13 119.81(19) . .
C15 C14 H14 120.1 . .
C14 C15 H15 120.9 . .
C16 C15 C14 118.24(19) . .
C16 C15 H15 120.9 . .
N12 C16 C15 122.10(18) . .
N12 C16 C17 113.94(17) . .
C15 C16 C17 123.94(18) . .
N13 C17 C16 115.24(17) . .
N15 C17 N13 126.91(19) . .
N15 C17 C16 117.83(18) . .
N14 C18 N13 124.92(19) . .
N14 C18 N16 117.0(2) . .
N16 C18 N13 118.04(19) . .
N14 C19 N15 125.5(2) . .
N14 C19 N17 117.2(2) . .
N17 C19 N15 117.3(2) . .
N18 C20 C12 114.61(16) . .
N20 C20 N18 127.18(18) . .
N20 C20 C12 118.19(17) . .
N19 C21 N20 125.96(18) . .
N19 C21 N22 116.2(2) . .
N22 C21 N20 117.8(2) . .
N19 C22 N18 124.65(18) . .
N21 C22 N18 118.36(18) . .
N21 C22 N19 116.99(19) . .
O1 Cl1 O4 109.84(10) . .
O2 Cl1 O1 108.02(11) . .
O2 Cl1 O3 109.47(11) . .
O2 Cl1 O4 110.62(12) . .
O3 Cl1 O1 109.63(11) . .
O3 Cl1 O4 109.24(10) . .
O5 Cl2 O6A 120.6(3) . .
O5 Cl2 O7A 110.3(3) . .
O5 Cl2 O8A 103.9(2) . .
O5 Cl2 O6B 102.4(4) . .
O5 Cl2 O7B 99.8(3) . .
O5 Cl2 O8B 123.1(4) . .
O6A Cl2 O8A 105.2(3) . .
O7A Cl2 O6A 108.8(3) . .
O7A Cl2 O8A 106.9(4) . .
O6B Cl2 O7B 105.2(6) . .
O8B Cl2 O6B 114.3(5) . .
O8B Cl2 O7B 109.9(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 N1 2.0739(16) .
Co1 N2 2.2428(16) .
Co1 N7 2.2723(16) .
Co1 N12 2.0642(16) .
Co1 N13 2.1997(17) .
Co1 N18 2.1802(16) .
N1 C1 1.337(2) .
N1 C5 1.343(2) .
N2 C6 1.345(2) .
N2 C8 1.360(2) .
N3 C7 1.342(3) .
N3 C8 1.345(3) .
N4 C6 1.315(2) .
N4 C7 1.360(3) .
N5 H5A 0.81(3) .
N5 H5B 0.86(3) .
N5 C8 1.336(2) .
N6 H6A 0.86(4) .
N6 H6B 0.90(3) .
N6 C7 1.334(3) .
N7 C9 1.351(2) .
N7 C10 1.362(3) .
N8 C10 1.344(2) .
N8 C11 1.339(3) .
N9 C9 1.315(2) .
N9 C11 1.359(3) .
N10 H10A 0.90(3) .
N10 H10B 0.86(3) .
N10 C10 1.330(3) .
N11 H11A 0.83(3) .
N11 H11B 0.82(3) .
N11 C11 1.335(3) .
N12 C12 1.347(2) .
N12 C16 1.340(2) .
N13 C17 1.350(3) .
N13 C18 1.361(3) .
N14 C18 1.334(3) .
N14 C19 1.330(3) .
N15 C17 1.315(3) .
N15 C19 1.362(3) .
N16 H16A 0.76(3) .
N16 H16B 0.88(3) .
N16 C18 1.343(3) .
N17 H17A 0.86(4) .
N17 H17B 0.81(4) .
N17 C19 1.340(3) .
N18 C20 1.344(2) .
N18 C22 1.360(3) .
N19 C21 1.333(3) .
N19 C22 1.337(3) .
N20 C20 1.323(2) .
N20 C21 1.361(3) .
N21 H21A 0.80(4) .
N21 H21B 0.79(3) .
N21 C22 1.330(3) .
N22 H22A 0.91(3) .
N22 H22B 0.81(4) .
N22 C21 1.343(3) .
C1 C2 1.392(3) .
C1 C9 1.481(3) .
C2 H2 0.9500 .
C2 C3 1.388(3) .
C3 H3 0.9500 .
C3 C4 1.391(3) .
C4 H4 0.9500 .
C4 C5 1.386(3) .
C5 C6 1.485(3) .
C12 C13 1.386(3) .
C12 C20 1.486(3) .
C13 H13 0.9500 .
C13 C14 1.392(3) .
C14 H14 0.9500 .
C14 C15 1.389(3) .
C15 H15 0.9500 .
C15 C16 1.387(3) .
C16 C17 1.488(3) .
Cl1 O1 1.4380(17) .
Cl1 O2 1.4279(18) .
Cl1 O3 1.4366(16) .
Cl1 O4 1.4385(17) .
Cl2 O5 1.406(2) .
Cl2 O6A 1.439(2) .
Cl2 O7A 1.435(2) .
Cl2 O8A 1.442(2) .
Cl2 O6B 1.438(2) .
Cl2 O7B 1.440(2) .
Cl2 O8B 1.436(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N5 H5A N3 0.81(3) 2.22(3) 3.020(2) 175(3) 3_667 yes
N5 H5B O6A 0.86(3) 2.40(3) 3.076(5) 135(2) 2_646 yes
N5 H5B O7B 0.86(3) 2.48(3) 3.055(8) 125(2) 2_646 yes
N6 H6A O6A 0.86(4) 2.18(4) 3.028(6) 169(3) 4_576 yes
N6 H6A O6B 0.86(4) 2.29(4) 3.086(9) 154(3) 4_576 yes
N6 H6B O6B 0.90(3) 2.30(3) 3.109(10) 150(3) 2_656 yes
N10 H10A N19 0.90(3) 2.67(3) 3.547(3) 164(2) 2_546 yes
N10 H10B O2 0.86(3) 2.39(3) 2.981(3) 127(3) 4_566 yes
N11 H11A O4 0.83(3) 2.16(3) 2.982(3) 171(3) 2 yes
N11 H11B O1 0.82(3) 2.38(3) 3.139(3) 156(3) . yes
N16 H16A O5 0.76(3) 2.39(3) 2.988(3) 136(3) . yes
N17 H17A O7A 0.86(4) 2.31(4) 3.097(9) 152(3) 1_545 yes
N17 H17A O8B 0.86(4) 2.31(4) 3.012(7) 139(3) 1_545 yes
N17 H17B N5 0.81(4) 2.56(4) 3.348(3) 164(3) 4_565 yes
N21 H21A N1 0.80(4) 2.48(4) 3.222(3) 157(3) . yes
N21 H21B Cl1 0.79(3) 2.83(3) 3.535(2) 150(3) 3_566 yes
N21 H21B O3 0.79(3) 2.09(3) 2.881(3) 179(3) 3_566 yes
N22 H22B N8 0.81(4) 2.47(4) 3.105(3) 136(4) 4_566 yes
C2 H2 O3 0.95 2.45 3.339(3) 155.2 2 yes
C4 H4 N15 0.95 2.64 3.505(3) 151.6 1_565 yes
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
Co1 N1 C1 C2 -175.07(14) . . . .
Co1 N1 C1 C9 5.9(2) . . . .
Co1 N1 C5 C4 179.78(15) . . . .
Co1 N1 C5 C6 -0.5(2) . . . .
Co1 N2 C6 N4 163.04(16) . . . .
Co1 N2 C6 C5 -15.9(2) . . . .
Co1 N2 C8 N3 -158.34(15) . . . .
Co1 N2 C8 N5 19.3(3) . . . .
Co1 N7 C9 N9 161.72(16) . . . .
Co1 N7 C9 C1 -19.3(2) . . . .
Co1 N7 C10 N8 -154.29(15) . . . .
Co1 N7 C10 N10 22.5(3) . . . .
Co1 N12 C12 C13 179.89(15) . . . .
Co1 N12 C12 C20 0.6(2) . . . .
Co1 N12 C16 C15 -179.15(15) . . . .
Co1 N12 C16 C17 2.4(2) . . . .
Co1 N13 C17 N15 167.40(18) . . . .
Co1 N13 C17 C16 -13.8(2) . . . .
Co1 N13 C18 N14 -162.63(17) . . . .
Co1 N13 C18 N16 15.3(3) . . . .
Co1 N18 C20 N20 180.00(15) . . . .
Co1 N18 C20 C12 -1.4(2) . . . .
Co1 N18 C22 N19 178.89(14) . . . .
Co1 N18 C22 N21 -1.5(3) . . . .
N1 C1 C2 C3 -3.9(3) . . . .
N1 C1 C9 N7 10.3(2) . . . .
N1 C1 C9 N9 -170.61(17) . . . .
N1 C5 C6 N2 11.4(2) . . . .
N1 C5 C6 N4 -167.63(17) . . . .
N12 C12 C13 C14 -0.6(3) . . . .
N12 C12 C20 N18 0.6(2) . . . .
N12 C12 C20 N20 179.33(17) . . . .
N12 C16 C17 N13 8.1(3) . . . .
N12 C16 C17 N15 -173.01(18) . . . .
C1 N1 C5 C4 2.2(3) . . . .
C1 N1 C5 C6 -178.07(16) . . . .
C1 C2 C3 C4 0.7(3) . . . .
C2 C1 C9 N7 -168.71(18) . . . .
C2 C1 C9 N9 10.3(3) . . . .
C2 C3 C4 C5 3.7(3) . . . .
C3 C4 C5 N1 -5.3(3) . . . .
C3 C4 C5 C6 175.06(18) . . . .
C4 C5 C6 N2 -168.89(18) . . . .
C4 C5 C6 N4 12.1(3) . . . .
C5 N1 C1 C2 2.5(3) . . . .
C5 N1 C1 C9 -176.56(16) . . . .
C6 N2 C8 N3 3.7(3) . . . .
C6 N2 C8 N5 -178.68(17) . . . .
C6 N4 C7 N3 2.9(3) . . . .
C6 N4 C7 N6 -177.53(19) . . . .
C7 N3 C8 N2 -2.0(3) . . . .
C7 N3 C8 N5 -179.56(18) . . . .
C7 N4 C6 N2 -0.8(3) . . . .
C7 N4 C6 C5 178.14(17) . . . .
C8 N2 C6 N4 -2.3(3) . . . .
C8 N2 C6 C5 178.78(16) . . . .
C8 N3 C7 N4 -1.6(3) . . . .
C8 N3 C7 N6 178.8(2) . . . .
C9 N7 C10 N8 6.4(3) . . . .
C9 N7 C10 N10 -176.85(18) . . . .
C9 N9 C11 N8 5.8(3) . . . .
C9 N9 C11 N11 -176.05(18) . . . .
C9 C1 C2 C3 175.07(18) . . . .
C10 N7 C9 N9 -3.4(3) . . . .
C10 N7 C9 C1 175.55(16) . . . .
C10 N8 C11 N9 -3.2(3) . . . .
C10 N8 C11 N11 178.68(18) . . . .
C11 N8 C10 N7 -3.4(3) . . . .
C11 N8 C10 N10 179.79(19) . . . .
C11 N9 C9 N7 -2.2(3) . . . .
C11 N9 C9 C1 178.87(16) . . . .
C12 N12 C16 C15 -0.6(3) . . . .
C12 N12 C16 C17 -179.01(16) . . . .
C12 C13 C14 C15 -0.8(3) . . . .
C13 C12 C20 N18 -178.71(18) . . . .
C13 C12 C20 N20 0.0(3) . . . .
C13 C14 C15 C16 1.5(3) . . . .
C14 C15 C16 N12 -0.8(3) . . . .
C14 C15 C16 C17 177.46(19) . . . .
C15 C16 C17 N13 -170.34(19) . . . .
C15 C16 C17 N15 8.6(3) . . . .
C16 N12 C12 C13 1.3(3) . . . .
C16 N12 C12 C20 -178.00(16) . . . .
C17 N13 C18 N14 5.1(3) . . . .
C17 N13 C18 N16 -176.9(2) . . . .
C17 N15 C19 N14 3.2(4) . . . .
C17 N15 C19 N17 -176.2(2) . . . .
C18 N13 C17 N15 -2.6(3) . . . .
C18 N13 C17 C16 176.16(17) . . . .
C18 N14 C19 N15 -1.1(4) . . . .
C18 N14 C19 N17 178.3(3) . . . .
C19 N14 C18 N13 -3.4(3) . . . .
C19 N14 C18 N16 178.6(2) . . . .
C19 N15 C17 N13 -1.2(3) . . . .
C19 N15 C17 C16 -179.9(2) . . . .
C20 N18 C22 N19 -1.0(3) . . . .
C20 N18 C22 N21 178.61(18) . . . .
C20 N20 C21 N19 -2.8(3) . . . .
C20 N20 C21 N22 177.6(2) . . . .
C20 C12 C13 C14 178.60(18) . . . .
C21 N19 C22 N18 0.2(3) . . . .
C21 N19 C22 N21 -179.45(19) . . . .
C21 N20 C20 N18 1.8(3) . . . .
C21 N20 C20 C12 -176.79(17) . . . .
C22 N18 C20 N20 -0.1(3) . . . .
C22 N18 C20 C12 178.55(16) . . . .
C22 N19 C21 N20 1.9(3) . . . .
C22 N19 C21 N22 -178.5(2) . . . .

_cod_database_fobs_code 4519435
