#------------------------------------------------------------------------------
#$Date: 2018-08-26 02:45:43 +0300 (Sun, 26 Aug 2018) $
#$Revision: 210146 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/83/4308356.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_4308356
loop_
_publ_author_name
'Zhou, Xiangting'
'Day, Anthony I.'
'Edwards, Alison J.'
'Willis, Anthony C.'
'Jackson, W. Gregory'
_publ_section_title
;
 Facile C--H Bond Activation: Synthesis of the N4C Donor Set Pentadentate
 Ligand 1,4-Bis(2-pyridylmethyl)-1,4-diazacyclononane (dmpdacn) and a
 Structural Study of Its Alkyl--Cobalt(III) Complex
 [Co(dmpdacn-C)(OH2)](ClO4)2·H2O and Its Hydroxylated Derivative
 [Co(dmpdacnOH-O)Cl](ClO4)2·C3H6O
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   2
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              452
_journal_page_last               460
_journal_paper_doi               10.1021/ic040081q
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         ' C19 H27 Co N4 O 2+, 2(Cl O4 -), H2 O'
_chemical_formula_sum            'C19 H29 Cl2 Co N4 O10'
_chemical_formula_weight         603.30
_chemical_melting_point          ?
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             03-30-10
_audit_creation_method           CRYSTALS_ver_12-03-99
_audit_update_record
;
Report for 
wgj2
C19 H29 Cl2 Co N4 O10
W. Greg Jackson and Xiangting Zhou, ADFA
2000-05-01  acw finishes refinement and compiles cif
2000-05-02  passes checkcif with minor alerts 
2003-10-29  re-refined in CRYSTALS, relabelled, cif for publication
;
_cell_angle_alpha                90
_cell_angle_beta                 108.4631(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1169(2)
_cell_length_b                   25.5635(6)
_cell_length_c                   11.4461(2)
_cell_measurement_reflns_used    18207
_cell_measurement_temperature    295
_cell_measurement_theta_max      27
_cell_measurement_theta_min      3
_cell_volume                     2530.32(9)
_computing_cell_refinement
; 
 Denzo/Scalepack (Otwinowski & Minor, 1996) 
;
_computing_data_collection
; 
 COLLECT (Nonius BV, 1997) 
;
_computing_data_reduction
; 
 Denzo/Scalepack (Otwinowski & Minor, 1996) 
;
_computing_molecular_graphics
; 
ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997)
;
_computing_publication_material
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_refinement
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_solution
; 
 SIR92 (Altomare et al, 1994) 
;
_diffrn_ambient_temperature      295
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
; 
Enraf Nonius Kappa CCD 
;
_diffrn_measurement_method       ' φ and ω scans with CCD '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26780
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.949
_exptl_absorpt_correction_T_max  .850
_exptl_absorpt_correction_T_min  .751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            ' orange '
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_meas      ?
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             1248.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.50
_refine_diff_density_min         -0.54
_refine_ls_abs_structure_details 'Flack, 2692 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.350(13)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0378
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4592
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.002408
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Chebychev polynomial with 3 parameters, Carruthers & Watkin , 1979, 
0.597    0.340    0.254    
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0386
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              33
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              -14
_reflns_number_gt                4592
_reflns_number_total             5598
_reflns_threshold_expression     >3.00σ(I)
_cod_data_source_file            ic040081q_1.cif
_cod_data_source_block           wgj2new2
_cod_depositor_comments
;
 Homogenising atom type symbols in order to relate data from different loops.

 Antanas Vaitkus,
 2017-03-04

The following automatic conversions were performed:
_chemical_melting_point value 'not measured' changed to '?' - value
is undefined or not given.
Automatic conversion script
Id: cif_fix_values 1382 2010-08-28 14:56:29Z saulius 

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic ' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:
data name '_geom_bond_atom_site_label_D' replaced with
'_geom_hbond_atom_site_label_D' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_atom_site_label_H' replaced with
'_geom_hbond_atom_site_label_H' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_atom_site_label_a' replaced with
'_geom_hbond_atom_site_label_A' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_distance_DH' replaced with '_geom_hbond_distance_DH'
as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_distance_HA' replaced with
'_geom_hbond_distance_HA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_distance_DA' replaced with
'_geom_hbond_distance_DA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_angle_DHA' replaced with '_geom_hbond_angle_DHA' as
specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_site_symmetry_A' replaced with
'_geom_hbond_site_symmetry_A' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 5005 2017-03-03 11:38:54Z antanas 
;
_cod_original_sg_symbol_H-M      'C 1 c 1 '
_cod_original_formula_sum        ' C19 H29 Cl2 Co N4 O10 '
_cod_database_code               4308356
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
x,-y,z+1/2
x+1/2,-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_occupancy
_atom_site_adp_type
Co1 Co 0.50239(14) 0.366690(13) 0.50015(12) 0.0394 1.0000 Uani
Cl1 Cl 0.96636(17) 0.52483(3) 0.50895(13) 0.0603 1.0000 Uani
Cl2 Cl 0.91883(18) 0.24300(4) 0.51086(15) 0.0713 1.0000 Uani
O1 O 0.9465(5) 0.41179(12) 0.7098(3) 0.0861 1.0000 Uani
O2 O 1.0832(5) 0.55001(17) 0.4731(5) 0.1222 1.0000 Uani
O3 O 0.8196(6) 0.5412(2) 0.4290(5) 0.1342 0.896(8) Uani
O4 O 0.9797(6) 0.46985(13) 0.5061(6) 0.1106 0.896(8) Uani
O5 O 0.9707(7) 0.5421(3) 0.6268(5) 0.1365 0.896(8) Uani
O6 O 1.0720(5) 0.2378(3) 0.5811(8) 0.1942 1.0000 Uani
O7 O 0.8616(7) 0.19761(17) 0.4374(4) 0.1323 1.0000 Uani
O8 O 0.8880(6) 0.28805(18) 0.4339(5) 0.1442 1.0000 Uani
O9 O 0.8263(5) 0.24578(17) 0.5903(3) 0.1022 1.0000 Uani
O10 O 0.7096(3) 0.3488(1) 0.6099(2) 0.0556 1.0000 Uani
O13 O 1.060(3) 0.4880(12) 0.594(3) 0.097(9) 0.104(8) UisO
O14 O 0.877(3) 0.4994(12) 0.400(2) 0.097(9) 0.104(8) UisO
O15 O 0.889(3) 0.558(1) 0.565(3) 0.097(9) 0.104(8) Uiso
N4 N 0.4128(4) 0.35603(12) 0.6320(3) 0.0594 1.0000 UaNi
N7 N 0.4731(3) 0.28662(9) 0.4789(2) 0.0452 1.0000 UaNi
N10 N 0.2992(3) 0.3855(1) 0.3934(3) 0.0479 1.0000 UaNi
N13 N 0.5621(3) 0.3793(1) 0.3550(3) 0.0433 1.0000 Uani
C1 C 0.5305(5) 0.44083(13) 0.5485(3) 0.0585 1.0000 Uani
C2 C 0.4876(6) 0.44751(16) 0.6682(4) 0.0770 1.0000 Uani
C3 C 0.4859(6) 0.39496(17) 0.7300(3) 0.0762 1.0000 Uani
C5 C 0.4482(6) 0.30116(15) 0.6792(4) 0.0701 1.0000 Uani
C6 C 0.4414(4) 0.26464(13) 0.5753(4) 0.0567 1.0000 Uani
C8 C 0.4295(5) 0.47196(13) 0.4398(4) 0.0637 1.0000 Uani
C9 C 0.2731(4) 0.44429(14) 0.3937(4) 0.0638 1.0000 Uani
C11 C 0.2899(4) 0.36734(13) 0.2679(3) 0.0511 1.0000 Uani
C12 C 0.4405(4) 0.38065(11) 0.2497(3) 0.0458 1.0000 Uani
C14 C 0.2408(5) 0.36443(18) 0.5809(4) 0.0752 1.0000 Uani
C15 C 0.1875(4) 0.35726(16) 0.4424(4) 0.0648 1.0000 Uani
C16 C 0.4147(5) 0.21177(16) 0.5805(5) 0.0778 1.0000 Uani
C17 C 0.4255(6) 0.18006(15) 0.4864(5) 0.0891 1.0000 Uani
C18 C 0.4630(5) 0.20193(15) 0.3898(4) 0.0781 1.0000 Uani
C19 C 0.4847(4) 0.25513(13) 0.3883(3) 0.0553 1.0000 Uani
C20 C 0.4603(5) 0.39327(14) 0.1376(3) 0.0613 1.0000 Uani
C21 C 0.6071(5) 0.40480(16) 0.1343(4) 0.0724 1.0000 Uani
C22 C 0.7293(5) 0.40399(16) 0.2417(4) 0.0684 1.0000 Uani
C23 C 0.7036(4) 0.39098(13) 0.3501(3) 0.0533 1.0000 Uani
H1 H 0.764(3) 0.3749(12) 0.627(3) 0.0670 1.0000 Uiso
H2 H 0.754(3) 0.3283(14) 0.578(3) 0.0670 1.0000 Uiso
H3 H 0.957(6) 0.4301(18) 0.654(4) 0.1030 1.0000 Uiso
H4 H 0.899(7) 0.4304(19) 0.747(5) 0.1030 1.0000 Uiso
H11 H 0.6391(5) 0.45370(13) 0.5674(3) 0.0690 1.0000 Uiso
H21 H 0.5655(6) 0.47080(16) 0.7261(4) 0.0934 1.0000 Uiso
H22 H 0.3828(6) 0.46380(16) 0.6476(4) 0.0934 1.0000 Uiso
H31 H 0.4247(6) 0.39771(17) 0.7884(3) 0.0942 1.0000 Uiso
H32 H 0.5940(6) 0.38395(17) 0.7760(3) 0.0942 1.0000 Uiso
H51 H 0.5541(6) 0.30003(15) 0.7409(4) 0.0892 1.0000 Uiso
H52 H 0.3706(6) 0.28998(15) 0.7194(4) 0.0892 1.0000 Uiso
H81 H 0.4157(5) 0.50841(13) 0.4662(4) 0.0757 1.0000 Uiso
H82 H 0.4783(5) 0.47314(13) 0.3729(4) 0.0757 1.0000 Uiso
H91 H 0.2111(4) 0.45272(14) 0.4494(4) 0.0767 1.0000 Uiso
H92 H 0.2161(4) 0.45633(14) 0.3082(4) 0.0767 1.0000 Uiso
H111 H 0.2033(4) 0.38549(13) 0.2047(3) 0.0587 1.0000 Uiso
H112 H 0.2726(4) 0.32868(13) 0.2611(3) 0.0587 1.0000 Uiso
H141 H 0.2153(5) 0.40069(18) 0.6010(4) 0.0975 1.0000 Uiso
H142 H 0.1868(5) 0.33852(18) 0.6185(4) 0.0975 1.0000 Uiso
H151 H 0.0814(4) 0.37216(16) 0.4056(4) 0.0807 1.0000 Uiso
H152 H 0.1862(4) 0.31922(16) 0.4218(4) 0.0807 1.0000 Uiso
H161 H 0.3879(5) 0.19664(16) 0.6517(5) 0.0926 1.0000 Uiso
H171 H 0.4062(6) 0.14160(15) 0.4882(5) 0.0995 1.0000 Uiso
H181 H 0.4743(5) 0.17946(15) 0.3217(4) 0.0853 1.0000 Uiso
H191 H 0.5100(4) 0.27096(13) 0.3171(3) 0.0624 1.0000 Uiso
H201 H 0.3698(5) 0.39400(14) 0.0605(3) 0.0729 1.0000 Uiso
H211 H 0.6241(5) 0.41364(16) 0.0544(4) 0.0924 1.0000 Uiso
H221 H 0.8359(5) 0.41277(16) 0.2410(4) 0.0876 1.0000 Uiso
H231 H 0.7932(4) 0.39023(13) 0.4279(3) 0.0659 1.0000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997
0.0030 International_Tables_Vol_IV_Table_2.2B
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 International_Tables_Vol_IV_Table_2.2B
Co 0.2990 0.9730 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 International_Tables_Vol_IV_Table_2.2B
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O10 . Co1 . N4 . 91.51(12) yes
O10 . Co1 . N7 . 84.7(1) yes
N4 . Co1 . N7 . 83.25(12) yes
O10 . Co1 . N10 . 178.95(12) yes
N4 . Co1 . N10 . 88.37(12) yes
N7 . Co1 . N10 . 96.3(1) yes
O10 . Co1 . N13 . 96.48(11) yes
N4 . Co1 . N13 . 172.01(13) yes
N7 . Co1 . N13 . 97.2(1) yes
N10 . Co1 . N13 . 83.65(11) yes
O10 . Co1 . C1 . 91.77(13) yes
N4 . Co1 . C1 . 88.06(15) yes
N7 . Co1 . C1 . 170.51(13) yes
N10 . Co1 . C1 . 87.19(14) yes
N13 . Co1 . C1 . 91.97(13) yes
O2 . Cl1 . O3 . 108.7(3) yes
O2 . Cl1 . O4 . 111.6(2) yes
O3 . Cl1 . O4 . 110.3(4) yes
O2 . Cl1 . O5 . 109.9(4) yes
O3 . Cl1 . O5 . 105.1(3) yes
O4 . Cl1 . O5 . 110.9(4) yes
O2 . Cl1 . O13 . 98.7(12) yes
O2 . Cl1 . O14 . 103.3(12) yes
O13 . Cl1 . O14 . 110.5(15) yes
O2 . Cl1 . O15 . 113.8(12) yes
O13 . Cl1 . O15 . 111.9(15) yes
O14 . Cl1 . O15 . 116.9(14) yes
O6 . Cl2 . O7 . 112.2(4) yes
O6 . Cl2 . O8 . 113.8(3) yes
O7 . Cl2 . O8 . 109.2(3) yes
O6 . Cl2 . O9 . 109.1(4) yes
O7 . Cl2 . O9 . 103.7(3) yes
O8 . Cl2 . O9 . 108.3(3) yes
H3 . O1 . H4 . 106.0(27) no
Co1 . O10 . H1 . 110.6(17) no
Co1 . O10 . H2 . 112.0(16) no
H1 . O10 . H2 . 106.5(24) no
Co1 . N4 . C3 . 107.0(3) yes
Co1 . N4 . C5 . 108.3(2) yes
C3 . N4 . C5 . 111.1(3) yes
Co1 . N4 . C14 . 108.6(2) yes
C3 . N4 . C14 . 111.1(3) yes
C5 . N4 . C14 . 110.6(3) yes
Co1 . N7 . C6 . 111.7(2) yes
Co1 . N7 . C19 . 130.1(2) yes
C6 . N7 . C19 . 118.2(3) yes
Co1 . N10 . C9 . 111.4(2) yes
Co1 . N10 . C11 . 106.43(18) yes
C9 . N10 . C11 . 110.5(3) yes
Co1 . N10 . C15 . 105.8(2) yes
C9 . N10 . C15 . 110.6(3) yes
C11 . N10 . C15 . 112.0(3) yes
Co1 . N13 . C12 . 113.3(2) yes
Co1 . N13 . C23 . 127.5(2) yes
C12 . N13 . C23 . 118.9(3) yes
Co1 . C1 . C2 . 107.9(3) yes
Co1 . C1 . C8 . 106.5(2) yes
C2 . C1 . C8 . 114.2(3) yes
Co1 . C1 . H11 . 114.16(12) no
C2 . C1 . H11 . 106.4(2) no
C8 . C1 . H11 . 107.9(2) no
C1 . C2 . C3 . 110.9(3) yes
C1 . C2 . H21 . 109.1(2) no
C3 . C2 . H21 . 109.1(2) no
C1 . C2 . H22 . 109.1(2) no
C3 . C2 . H22 . 109.1(3) no
H21 . C2 . H22 . 109.467 no
N4 . C3 . C2 . 107.9(3) yes
N4 . C3 . H31 . 109.9(2) no
C2 . C3 . H31 . 109.9(2) no
N4 . C3 . H32 . 109.9(2) no
C2 . C3 . H32 . 109.9(3) no
H31 . C3 . H32 . 109.467 no
N4 . C5 . C6 . 110.3(3) yes
N4 . C5 . H51 . 109.3(2) no
C6 . C5 . H51 . 109.3(2) no
N4 . C5 . H52 . 109.28(19) no
C6 . C5 . H52 . 109.3(2) no
H51 . C5 . H52 . 109.467 no
N7 . C6 . C5 . 115.1(3) yes
N7 . C6 . C16 . 122.1(4) yes
C5 . C6 . C16 . 122.7(3) yes
C1 . C8 . C9 . 107.3(3) yes
C1 . C8 . H81 . 110.01(18) no
C9 . C8 . H81 . 110.01(18) no
C1 . C8 . H82 . 110.0(2) no
C9 . C8 . H82 . 110.0(2) no
H81 . C8 . H82 . 109.467 no
N10 . C9 . C8 . 109.2(3) yes
N10 . C9 . H91 . 109.54(18) no
C8 . C9 . H91 . 109.5(2) no
N10 . C9 . H92 . 109.54(18) no
C8 . C9 . H92 . 109.5(2) no
H91 . C9 . H92 . 109.467 no
N10 . C11 . C12 . 106.9(2) yes
N10 . C11 . H111 . 110.11(15) no
C12 . C11 . H111 . 110.11(16) no
N10 . C11 . H112 . 110.11(17) no
C12 . C11 . H112 . 110.12(17) no
H111 . C11 . H112 . 109.467 no
N13 . C12 . C11 . 113.6(2) yes
N13 . C12 . C20 . 121.2(3) yes
C11 . C12 . C20 . 125.2(3) yes
N4 . C14 . C15 . 109.8(3) yes
N4 . C14 . H141 . 109.4(2) no
C15 . C14 . H141 . 109.4(2) no
N4 . C14 . H142 . 109.39(19) no
C15 . C14 . H142 . 109.4(2) no
H141 . C14 . H142 . 109.467 no
N10 . C15 . C14 . 107.7(3) yes
N10 . C15 . H151 . 109.92(17) no
C14 . C15 . H151 . 109.9(2) no
N10 . C15 . H152 . 109.92(19) no
C14 . C15 . H152 . 109.9(2) no
H151 . C15 . H152 . 109.467 no
C6 . C16 . C17 . 119.1(4) yes
C6 . C16 . H161 . 120.5(3) no
C17 . C16 . H161 . 120.5(2) no
C16 . C17 . C18 . 119.2(4) yes
C16 . C17 . H171 . 120.4(2) no
C18 . C17 . H171 . 120.4(3) no
C17 . C18 . C19 . 119.1(4) yes
C17 . C18 . H181 . 120.5(3) no
C19 . C18 . H181 . 120.5(3) no
N7 . C19 . C18 . 122.4(4) yes
N7 . C19 . H191 . 118.8(2) no
C18 . C19 . H191 . 118.8(3) no
C12 . C20 . C21 . 119.0(3) yes
C12 . C20 . H201 . 120.5(2) no
C21 . C20 . H201 . 120.5(2) no
C20 . C21 . C22 . 119.3(3) yes
C20 . C21 . H211 . 120.3(2) no
C22 . C21 . H211 . 120.3(2) no
C21 . C22 . C23 . 119.3(3) yes
C21 . C22 . H221 . 120.3(2) no
C23 . C22 . H221 . 120.3(2) no
N13 . C23 . C22 . 122.2(3) yes
N13 . C23 . H231 . 118.92(18) no
C22 . C23 . H231 . 118.9(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 . O10 . 1.963(2) yes
Co1 . N4 . 1.949(3) yes
Co1 . N7 . 2.069(2) yes
Co1 . N10 . 1.930(3) yes
Co1 . N13 . 1.932(3) yes
Co1 . C1 . 1.968(3) yes
Cl1 . O2 . 1.412(4) yes
Cl1 . O3 . 1.424(4) yes
Cl1 . O4 . 1.412(3) yes
Cl1 . O5 . 1.408(4) yes
Cl1 . O13 . 1.427(18) yes
Cl1 . O14 . 1.413(18) yes
Cl1 . O15 . 1.374(18) yes
Cl2 . O6 . 1.379(5) yes
Cl2 . O7 . 1.431(4) yes
Cl2 . O8 . 1.423(4) yes
Cl2 . O9 . 1.424(4) yes
O1 . H3 . 0.83(4) no
O1 . H4 . 0.84(4) no
O10 . H1 . 0.82(3) no
O10 . H2 . 0.81(3) no
N4 . C3 . 1.490(5) yes
N4 . C5 . 1.501(5) yes
N4 . C14 . 1.506(5) yes
N7 . C6 . 1.348(4) yes
N7 . C19 . 1.344(4) yes
N10 . C9 . 1.521(4) yes
N10 . C11 . 1.486(4) yes
N10 . C15 . 1.495(4) yes
N13 . C12 . 1.355(4) yes
N13 . C23 . 1.343(4) yes
C1 . C2 . 1.549(5) yes
C1 . C8 . 1.518(5) yes
C1 . H11 . 1.000 no
C2 . C3 . 1.521(6) yes
C2 . H21 . 1.000 no
C2 . H22 . 1.000 no
C3 . H31 . 1.000 no
C3 . H32 . 1.000 no
C5 . C6 . 1.498(5) yes
C5 . H51 . 1.000 no
C5 . H52 . 1.000 no
C6 . C16 . 1.378(5) yes
C8 . C9 . 1.528(6) yes
C8 . H81 . 1.000 no
C8 . H82 . 1.000 no
C9 . H91 . 1.000 no
C9 . H92 . 1.000 no
C11 . C12 . 1.492(5) yes
C11 . H111 . 1.000 no
C11 . H112 . 1.000 no
C12 . C20 . 1.390(4) yes
C14 . C15 . 1.515(6) yes
C14 . H141 . 1.000 no
C14 . H142 . 1.000 no
C15 . H151 . 1.000 no
C15 . H152 . 1.000 no
C16 . C17 . 1.377(7) yes
C16 . H161 . 1.000 no
C17 . C18 . 1.375(7) yes
C17 . H171 . 1.000 no
C18 . C19 . 1.375(5) yes
C18 . H181 . 1.000 no
C19 . H191 . 1.000 no
C20 . C21 . 1.382(6) yes
C20 . H201 . 1.000 no
C21 . C22 . 1.373(6) yes
C21 . H211 . 1.000 no
C22 . C23 . 1.375(5) yes
C22 . H221 . 1.000 no
C23 . H231 . 1.000 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 O10 2.646(4) . . no
O1 O13 2.74(3) . . no
O1 O4 2.860(7) . . no
O1 O2 3.035(6) . 3_565 no
O1 O3 3.304(7) . 3_565 no
O1 O14 3.34(3) . 3_565 no
O1 O5 3.490(8) . . no
O1 C18 3.539(5) . 4 no
O2 C9 3.482(6) . 1_655 no
O3 C2 3.526(6) . 3_564 no
O3 C3 3.566(6) . 3_564 no
O4 C23 3.278(5) . . no
O4 C9 3.379(8) . 1_655 no
O4 C14 3.517(6) . 1_655 no
O4 C22 3.582(6) . . no
O5 C22 3.210(9) . 3_565 no
O5 C9 3.423(6) . 3_665 no
O6 C16 3.197(7) . 1_655 no
O6 C6 3.458(7) . 1_655 no
O6 C14 3.585(9) . 1_655 no
O7 C20 3.186(5) . 4 no
O7 C5 3.292(8) . 4_554 no
O7 C18 3.502(8) . . no
O8 C23 3.106(6) . . no
O8 C15 3.229(7) . 1_655 no
O8 O10 3.345(7) . . no
O9 O10 2.876(5) . . no
O9 N7 3.238(5) . . no
O9 C19 3.247(5) . . no
O9 C19 3.256(4) . 4 no
O9 C6 3.492(6) . . no
O9 C18 3.519(5) . 4 no
O9 C18 3.561(5) . . no
O10 C18 3.549(4) . 4 no
O13 C14 3.59(3) . 1_655 no
O14 C22 3.08(3) . . no
O14 C23 3.15(3) . . no
O15 C22 3.00(4) . 3_565 no
O15 C21 3.07(3) . 3_565 no
O15 C17 3.29(3) . 2 no
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
O1 H3 O13 0.82(5) 1.99(6) 2.74(3) 151(4) .
O10 H1 O1 0.82(3) 1.89(3) 2.646(4) 154(3) .
O10 H2 O9 0.82(4) 2.20(4) 2.876(5) 140(3) .
O1 H3 O4 0.82(5) 2.04(5) 2.860(7) 175(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Co1 N4 C3 C2 . . . . 45.1(4) no
Co1 N4 C5 C6 . . . . -36.7(4) no
Co1 N4 C14 C15 . . . . 21.9(4) no
Co1 N7 C6 C5 . . . . -5.2(4) no
Co1 N7 C6 C16 . . . . 178.9(3) no
Co1 N7 C19 C18 . . . . 179.2(3) no
Co1 N10 C9 C8 . . . . 20.0(4) no
Co1 N10 C11 C12 . . . . -42.3(3) no
Co1 N10 C15 C14 . . . . 45.6(3) no
Co1 N13 C12 C11 . . . . -5.2(3) no
Co1 N13 C12 C20 . . . . 175.0(2) no
Co1 N13 C23 C22 . . . . -173.7(3) no
Co1 C1 C2 C3 . . . . 17.1(4) no
Co1 C1 C8 C9 . . . . 44.7(4) no
O10 Co1 N4 C3 . . . . 62.3(2) no
O10 Co1 N4 C5 . . . . -57.5(2) no
O10 Co1 N4 C14 . . . . -177.7(2) no
O10 Co1 N7 C6 . . . . 79.2(2) no
O10 Co1 N7 C19 . . . . -99.0(3) no
O10 Co1 N13 C12 . . . . 164.8(2) no
O10 Co1 N13 C23 . . . . -21.5(3) no
O10 Co1 C1 C2 . . . . -84.7(3) no
O10 Co1 C1 C8 . . . . 152.3(3) no
O13 Cl1 O3 O14 . . . . -65(3) no
O13 Cl1 O3 O15 . . . . 93(3) no
O13 Cl1 O4 O14 . . . . -177(2) no
O13 Cl1 O5 O15 . . . . -163(2) no
O13 O4 Cl1 O14 . . . . 177(2) no
O13 O4 Cl1 O15 . . . . -80(2) no
O13 O5 Cl1 O14 . . . . 103(2) no
O13 O5 Cl1 O15 . . . . 163(2) no
O14 Cl1 O3 O15 . . . . 159(2) no
O14 Cl1 O5 O15 . . . . -60(3) no
O14 O3 Cl1 O15 . . . . -159(2) no
O14 O4 Cl1 O15 . . . . 103(2) no
N4 Co1 N7 C6 . . . . -13.0(2) no
N4 Co1 N7 C19 . . . . 168.8(3) no
N4 Co1 N10 C9 . . . . 92.6(3) no
N4 Co1 N10 C11 . . . . -146.9(2) no
N4 Co1 N10 C15 . . . . -27.5(2) no
N4 Co1 C1 C2 . . . . 6.8(3) no
N4 Co1 C1 C8 . . . . -116.2(3) no
N4 C3 C2 C1 . . . . -40.9(5) no
N4 C5 C6 N7 . . . . 27.5(5) no
N4 C5 C6 C16 . . . . -156.6(4) no
N4 C14 C15 N10 . . . . -44.7(4) no
N7 Co1 N4 C3 . . . . 146.7(3) no
N7 Co1 N4 C5 . . . . 26.9(2) no
N7 Co1 N4 C14 . . . . -93.2(2) no
N7 Co1 N10 C9 . . . . 175.6(3) no
N7 Co1 N10 C11 . . . . -63.9(2) no
N7 Co1 N10 C15 . . . . 55.5(2) no
N7 Co1 N13 C12 . . . . 79.4(2) no
N7 Co1 N13 C23 . . . . -106.9(3) no
N7 C6 C16 C17 . . . . 2.1(6) no
N7 C19 C18 C17 . . . . 1.1(6) no
N10 Co1 N4 C3 . . . . -116.7(3) no
N10 Co1 N4 C5 . . . . 123.5(2) no
N10 Co1 N4 C14 . . . . 3.3(3) no
N10 Co1 N7 C6 . . . . -100.6(2) no
N10 Co1 N7 C19 . . . . 81.2(3) no
N10 Co1 N13 C12 . . . . -16.2(2) no
N10 Co1 N13 C23 . . . . 157.5(3) no
N10 Co1 C1 C2 . . . . 95.2(3) no
N10 Co1 C1 C8 . . . . -27.8(3) no
N10 C9 C8 C1 . . . . -42.1(5) no
N10 C11 C12 N13 . . . . 31.5(3) no
N10 C11 C12 C20 . . . . -148.7(3) no
N13 Co1 N7 C6 . . . . 175.0(2) no
N13 Co1 N7 C19 . . . . -3.1(3) no
N13 Co1 N10 C9 . . . . -87.8(3) no
N13 Co1 N10 C11 . . . . 32.7(2) no
N13 Co1 N10 C15 . . . . 152.0(2) no
N13 Co1 C1 C2 . . . . 178.8(3) no
N13 Co1 C1 C8 . . . . 55.8(3) no
N13 C12 C20 C21 . . . . -0.2(5) no
N13 C23 C22 C21 . . . . -0.5(6) no
C1 Co1 N4 C3 . . . . -29.4(3) no
C1 Co1 N4 C5 . . . . -149.2(3) no
C1 Co1 N4 C14 . . . . 90.6(3) no
C1 Co1 N10 C9 . . . . 4.5(3) no
C1 Co1 N10 C11 . . . . 125.0(2) no
C1 Co1 N10 C15 . . . . -115.7(3) no
C1 Co1 N13 C12 . . . . -103.2(2) no
C1 Co1 N13 C23 . . . . 70.5(3) no
C2 C1 C8 C9 . . . . -74.3(4) no
C2 C3 N4 C5 . . . . 163.1(4) no
C2 C3 N4 C14 . . . . -73.3(5) no
C3 N4 C5 C6 . . . . -153.9(4) no
C3 N4 C14 C15 . . . . 139.3(4) no
C3 C2 C1 C8 . . . . 135.3(4) no
C5 N4 C14 C15 . . . . -96.9(4) no
C5 C6 N7 C19 . . . . 173.3(3) no
C5 C6 C16 C17 . . . . -173.6(4) no
C6 N7 C19 C18 . . . . 1.1(5) no
C6 C5 N4 C14 . . . . 82.3(5) no
C6 C16 C17 C18 . . . . 0.2(6) no
C8 C9 N10 C11 . . . . -98.1(4) no
C8 C9 N10 C15 . . . . 137.4(3) no
C9 N10 C11 C12 . . . . 78.7(3) no
C9 N10 C15 C14 . . . . -75.1(4) no
C11 N10 C15 C14 . . . . 161.3(3) no
C11 C12 N13 C23 . . . . -179.5(3) no
C11 C12 C20 C21 . . . . -180.0(3) no
C12 N13 C23 C22 . . . . -0.4(5) no
C12 C11 N10 C15 . . . . -157.6(3) no
C12 C20 C21 C22 . . . . -0.6(6) no
C16 C6 N7 C19 . . . . -2.7(5) no
C16 C17 C18 C19 . . . . -1.7(6) no
C20 C12 N13 C23 . . . . 0.7(5) no
C20 C21 C22 C23 . . . . 0.9(6) no
