# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_complex_1_twh11jp10
_database_code_depnum_ccdc_archive 'CCDC 1576529'
_audit_update_record             
;
2017-09-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H24 Cl2 Co N5 O10'
_chemical_formula_weight         504.17

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'
Cl Cl 0.1484 0.1585 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'


_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_int_tables_number      14


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

_cell_length_a                   11.07290(10)
_cell_length_b                   22.0794(2)
_cell_length_c                   16.02540(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.0010(10)
_cell_angle_gamma                90
_cell_volume                     3766.14(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    50138
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      32.8

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.098
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    1.257
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
SCALE3 ABSPACK
;

_diffrn_crystal_treatment        
;
attached with Exxon Paratone N, to a short length 
of fibre supported on a thin piece of copper wire 
inserted in a copper mounting pin.  The crystal was 
quenched in a cold nitrogen gas stream from an 
Oxford Cryosystems Cryostream.
;



_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.5861
_diffrn_reflns_number            120107
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.953
_diffrn_reflns_theta_max         32.924
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13463
_reflns_number_gt                11684
_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, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;

_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    
;
  OLEX2 (Dolomanov,O.V.et al., 2009)
  shelXle (Hübschle,C.B., et al., 2011) 
;
_computing_publication_material  
;    
  WinGX (Farrugia, 1999)
;


_refine_special_details          
;
 The asymmetric unit contains two crystallographically independent cobalt
 complex cations together with four perchlorate anions. One of the anions
 exhibits rotational disorder about an oxygen - chlorine bond, which was
 modelled with three orientations for the other three oxygen sites of the
 anion, with occupancies refined and then fixed at 0.45, 0.3 and 0.25.
 In general the non-hydrogen sites were modelled with anisotropic
 displacement parameters and a riding atom model was used for the hydrogen
 sites. The partially occupied perchlorate sites were modelled with isotropic
 displacement parameters. The amine hydrogen sites were located in final
 difference maps and modelled with isotropic displacement parameters.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.038P)²+4.5P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13463
_refine_ls_number_parameters     556
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0933
_refine_ls_wR_factor_gt          0.0879
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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 0.66358(2) 0.25248(2) 0.20294(2) 0.01346(5) Uani 1 1 d . . . . .
O1 O 0.75957(11) 0.31962(5) 0.18013(8) 0.0201(2) Uani 1 1 d . . . . .
O2 O 0.52538(11) 0.28866(5) 0.12074(7) 0.0180(2) Uani 1 1 d . . . . .
N1 N 0.81389(13) 0.22244(6) 0.28562(9) 0.0182(2) Uani 1 1 d . . . . .
H1N H 0.801(2) 0.1894(10) 0.3112(14) 0.015(5) Uiso 1 1 d . . . . .
N2 N 0.62629(14) 0.29104(6) 0.30345(9) 0.0189(2) Uani 1 1 d . . . . .
H2N H 0.609(2) 0.3285(12) 0.2924(16) 0.032(6) Uiso 1 1 d . . . . .
N3 N 0.54575(13) 0.19122(6) 0.21253(9) 0.0171(2) Uani 1 1 d . . . . .
H3N H 0.480(2) 0.2037(11) 0.1778(16) 0.027(6) Uiso 1 1 d . . . . .
N4 N 0.70947(13) 0.19825(6) 0.11923(9) 0.0186(2) Uani 1 1 d . . . . .
H4N H 0.712(2) 0.2187(11) 0.0756(16) 0.028(6) Uiso 1 1 d . . . . .
N5 N 0.56884(14) 0.34313(6) 0.09810(10) 0.0205(3) Uani 1 1 d . . . . .
C1 C 0.85373(17) 0.27031(8) 0.35324(11) 0.0248(3) Uani 1 1 d . . . . .
H1A H 0.885284 0.306337 0.329012 0.030 Uiso 1 1 calc R U . . .
H1B H 0.921222 0.255027 0.403014 0.030 Uiso 1 1 calc R U . . .
C2 C 0.73820(18) 0.28623(8) 0.38158(11) 0.0238(3) Uani 1 1 d . . . . .
H2A H 0.722935 0.254594 0.421267 0.029 Uiso 1 1 calc R U . . .
H2B H 0.751502 0.325246 0.413240 0.029 Uiso 1 1 calc R U . . .
C3 C 0.51425(17) 0.25999(8) 0.31833(11) 0.0225(3) Uani 1 1 d . . . . .
H3A H 0.436219 0.277017 0.279383 0.027 Uiso 1 1 calc R U . . .
H3B H 0.512021 0.265874 0.379132 0.027 Uiso 1 1 calc R U . . .
C4 C 0.52432(16) 0.19298(7) 0.29969(11) 0.0211(3) Uani 1 1 d . . . . .
H4A H 0.595365 0.174174 0.343523 0.025 Uiso 1 1 calc R U . . .
H4B H 0.445908 0.171439 0.299675 0.025 Uiso 1 1 calc R U . . .
C5 C 0.57561(16) 0.13296(7) 0.17688(11) 0.0215(3) Uani 1 1 d . . . . .
H5B H 0.501969 0.105574 0.163443 0.026 Uiso 1 1 calc R U . . .
H5C H 0.646842 0.112559 0.218514 0.026 Uiso 1 1 calc R U . . .
C6 C 0.61017(17) 0.15054(8) 0.09460(11) 0.0236(3) Uani 1 1 d . . . . .
H6B H 0.642250 0.114875 0.069923 0.028 Uiso 1 1 calc R U . . .
H6C H 0.535583 0.166408 0.050658 0.028 Uiso 1 1 calc R U . . .
C7 C 0.83651(16) 0.17091(9) 0.15910(12) 0.0248(3) Uani 1 1 d . . . . .
H7B H 0.884896 0.169438 0.115591 0.030 Uiso 1 1 calc R U . . .
H7C H 0.826833 0.128990 0.178221 0.030 Uiso 1 1 calc R U . . .
C8 C 0.90590(16) 0.20865(9) 0.23576(12) 0.0246(3) Uani 1 1 d . . . . .
H8B H 0.978438 0.185931 0.272281 0.030 Uiso 1 1 calc R U . . .
H8C H 0.937066 0.246531 0.215934 0.030 Uiso 1 1 calc R U . . .
C9 C 0.68684(16) 0.35667(7) 0.12818(11) 0.0207(3) Uani 1 1 d . . . . .
C10 C 0.7363(2) 0.41499(9) 0.10398(15) 0.0338(4) Uani 1 1 d . . . . .
H10A H 0.761258 0.441287 0.155118 0.051 Uiso 1 1 calc R U . . .
H10B H 0.670748 0.435043 0.058603 0.051 Uiso 1 1 calc R U . . .
H10C H 0.809283 0.406943 0.082313 0.051 Uiso 1 1 calc R U . . .
H10 H 0.522(3) 0.3624(13) 0.0674(17) 0.036(7) Uiso 1 1 d . . . . .
Co2 Co 0.76492(2) 0.05992(2) 0.73090(2) 0.01485(5) Uani 1 1 d . . . . .
O3 O 0.63040(11) 0.10513(5) 0.65718(8) 0.0211(2) Uani 1 1 d . . . . .
O4 O 0.87154(11) 0.11940(5) 0.70465(8) 0.0196(2) Uani 1 1 d . . . . .
N6 N 0.64200(14) 0.00390(7) 0.75044(10) 0.0233(3) Uani 1 1 d . . . . .
N7 N 0.77823(16) 0.00435(7) 0.63763(10) 0.0241(3) Uani 1 1 d . . . . .
H7N H 0.770(2) 0.0234(11) 0.5908(16) 0.028(6) Uiso 1 1 d . . . . .
N8 N 0.91541(14) 0.02254(7) 0.79965(9) 0.0204(3) Uani 1 1 d . . . . .
H8N H 0.971(3) 0.0463(13) 0.7960(17) 0.039(7) Uiso 1 1 d . . . . .
N9 N 0.75377(14) 0.09876(7) 0.83901(9) 0.0217(3) Uani 1 1 d . . . . .
H9N H 0.739(2) 0.1362(12) 0.8305(16) 0.029(6) Uiso 1 1 d . . . . .
N10 N 0.79537(14) 0.15795(6) 0.64472(9) 0.0195(3) Uani 1 1 d . . . . .
H10N H 0.835(2) 0.1838(11) 0.6243(16) 0.027(6) Uiso 1 1 d . . . . .
C11 C 0.57848(19) -0.02276(9) 0.66516(14) 0.0334(4) Uani 1 1 d . . . . .
H11A H 0.523456 0.007685 0.627829 0.040 Uiso 1 1 calc R U . . .
H11B H 0.526159 -0.057642 0.672496 0.040 Uiso 1 1 calc R U . . .
C12 C 0.6782(2) -0.04300(9) 0.62461(14) 0.0358(4) Uani 1 1 d . . . . .
H12A H 0.640812 -0.050038 0.561755 0.043 Uiso 1 1 calc R U . . .
H12B H 0.715317 -0.081561 0.651324 0.043 Uiso 1 1 calc R U . . .
H12 H 0.677(3) -0.0273(13) 0.7877(18) 0.040(7) Uiso 1 1 d . . . . .
C13 C 0.9074(2) -0.02269(9) 0.66402(13) 0.0318(4) Uani 1 1 d . . . . .
H13A H 0.968859 0.005810 0.651016 0.038 Uiso 1 1 calc R U . . .
H13B H 0.909141 -0.060782 0.631788 0.038 Uiso 1 1 calc R U . . .
C14 C 0.94037(18) -0.03518(8) 0.76082(13) 0.0274(4) Uani 1 1 d . . . . .
H14A H 0.887351 -0.068067 0.773576 0.033 Uiso 1 1 calc R U . . .
H14B H 1.029776 -0.046864 0.783392 0.033 Uiso 1 1 calc R U . . .
C15 C 0.92006(17) 0.02471(9) 0.89270(11) 0.0256(3) Uani 1 1 d . . . . .
H15A H 1.006621 0.017731 0.929646 0.031 Uiso 1 1 calc R U . . .
H15B H 0.863702 -0.006131 0.906669 0.031 Uiso 1 1 calc R U . . .
C16 C 0.87599(18) 0.08805(9) 0.90572(11) 0.0273(4) Uani 1 1 d . . . . .
H16A H 0.864981 0.092073 0.964717 0.033 Uiso 1 1 calc R U . . .
H16B H 0.938948 0.118204 0.899213 0.033 Uiso 1 1 calc R U . . .
C17 C 0.64570(19) 0.07259(10) 0.86694(13) 0.0310(4) Uani 1 1 d . . . . .
H17A H 0.677828 0.045091 0.916942 0.037 Uiso 1 1 calc R U . . .
H17B H 0.598027 0.105561 0.885247 0.037 Uiso 1 1 calc R U . . .
C18 C 0.56098(18) 0.03824(10) 0.79259(15) 0.0319(4) Uani 1 1 d . . . . .
H18A H 0.506395 0.010285 0.814103 0.038 Uiso 1 1 calc R U . . .
H18B H 0.506926 0.066644 0.750738 0.038 Uiso 1 1 calc R U . . .
C19 C 0.67458(16) 0.14939(7) 0.62230(11) 0.0200(3) Uani 1 1 d . . . . .
C20 C 0.58711(19) 0.18811(9) 0.55682(13) 0.0307(4) Uani 1 1 d . . . . .
H20A H 0.539035 0.162822 0.508854 0.046 Uiso 1 1 calc R U . . .
H20B H 0.635332 0.218232 0.534509 0.046 Uiso 1 1 calc R U . . .
H20C H 0.529310 0.208806 0.583922 0.046 Uiso 1 1 calc R U . . .
Cl1 Cl 0.76536(4) 0.46421(2) 0.37760(3) 0.02481(8) Uani 1 1 d . . . . .
O5 O 0.87377(14) 0.42823(8) 0.41490(13) 0.0435(4) Uani 1 1 d . . . . .
O6 O 0.66368(13) 0.42517(6) 0.33125(11) 0.0356(3) Uani 1 1 d . . . . .
O7 O 0.79152(17) 0.50654(8) 0.31746(13) 0.0479(4) Uani 1 1 d . . . . .
O8 O 0.72549(17) 0.49735(10) 0.44231(13) 0.0548(5) Uani 1 1 d . . . . .
Cl2 Cl 0.80753(4) 0.08626(2) 0.43593(2) 0.02215(8) Uani 1 1 d . . . . .
O9 O 0.91464(14) 0.05688(6) 0.49314(9) 0.0310(3) Uani 1 1 d . . . . .
O10 O 0.69557(15) 0.06357(8) 0.45398(12) 0.0403(4) Uani 1 1 d . . . . .
O11 O 0.81720(15) 0.15069(6) 0.45239(10) 0.0315(3) Uani 1 1 d . . . . .
O12 O 0.8041(2) 0.07574(9) 0.34752(10) 0.0500(5) Uani 1 1 d . . . . .
Cl3 Cl 0.73791(4) 0.26087(2) 0.90903(3) 0.02420(8) Uani 1 1 d . . . . .
O13 O 0.83061(17) 0.22183(8) 0.96659(11) 0.0429(4) Uani 1 1 d . . . . .
O14 O 0.6851(2) 0.22893(8) 0.82995(11) 0.0538(5) Uani 1 1 d . . . . .
O15 O 0.8001(2) 0.31373(8) 0.89201(15) 0.0560(5) Uani 1 1 d . . . . .
O16 O 0.64411(17) 0.27598(11) 0.95093(13) 0.0549(5) Uani 1 1 d . . . . .
Cl4 Cl 0.20904(4) 0.15415(2) 0.11061(3) 0.02554(8) Uani 1 1 d . . . . .
O17 O 0.29196(13) 0.20058(6) 0.09394(9) 0.0298(3) Uani 1 1 d . . . . .
O18A O 0.1380(5) 0.1817(2) 0.1672(3) 0.0347(8) Uiso 0.45 1 d . . P A 1
O19A O 0.2833(3) 0.10485(16) 0.1526(3) 0.0254(6) Uiso 0.45 1 d . . P A 1
O20A O 0.1196(5) 0.1400(2) 0.0299(3) 0.0356(8) Uiso 0.45 1 d . . P A 1
O18B O 0.1774(8) 0.1669(4) 0.1884(6) 0.063(2) Uiso 0.3 1 d . . P A 2
O19B O 0.2731(6) 0.0943(3) 0.1165(5) 0.0420(13) Uiso 0.3 1 d . . P A 2
O20B O 0.0950(8) 0.1514(4) 0.0487(6) 0.059(2) Uiso 0.3 1 d . . P A 2
O18C O 0.1077(8) 0.1733(4) 0.1407(6) 0.0423(18) Uiso 0.25 1 d . . P A 3
O19C O 0.2833(5) 0.1158(3) 0.1816(4) 0.0246(11) Uiso 0.25 1 d . . P A 3
O20C O 0.1519(7) 0.1219(3) 0.0317(4) 0.0347(14) Uiso 0.25 1 d . . P A 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 O2 1.8983(11) . ?
Co1 N3 1.9147(13) . ?
Co1 O1 1.9170(12) . ?
Co1 N1 1.9365(14) . ?
Co1 N2 1.9637(14) . ?
Co1 N4 1.9667(14) . ?
O1 C9 1.281(2) . ?
O2 N5 1.3805(17) . ?
N1 C8 1.489(2) . ?
N1 C1 1.491(2) . ?
N1 H1N 0.87(2) . ?
N2 C3 1.493(2) . ?
N2 C2 1.503(2) . ?
N2 H2N 0.86(3) . ?
N3 C4 1.480(2) . ?
N3 C5 1.481(2) . ?
N3 H3N 0.83(3) . ?
N4 C6 1.495(2) . ?
N4 C7 1.502(2) . ?
N4 H4N 0.84(3) . ?
N5 C9 1.297(2) . ?
N5 H10 0.74(3) . ?
C1 C2 1.512(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.520(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.521(2) . ?
C5 H5B 0.9900 . ?
C5 H5C 0.9900 . ?
C6 H6B 0.9900 . ?
C6 H6C 0.9900 . ?
C7 C8 1.508(3) . ?
C7 H7B 0.9900 . ?
C7 H7C 0.9900 . ?
C8 H8B 0.9900 . ?
C8 H8C 0.9900 . ?
C9 C10 1.492(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
Co2 O4 1.8891(11) . ?
Co2 O3 1.9079(12) . ?
Co2 N8 1.9130(14) . ?
Co2 N6 1.9276(14) . ?
Co2 N9 1.9673(15) . ?
Co2 N7 1.9704(15) . ?
O3 C19 1.2875(19) . ?
O4 N10 1.3827(17) . ?
N6 C18 1.473(3) . ?
N6 C11 1.476(3) . ?
N6 H12 0.92(3) . ?
N7 C12 1.496(3) . ?
N7 C13 1.499(3) . ?
N7 H7N 0.84(2) . ?
N8 C14 1.477(2) . ?
N8 C15 1.479(2) . ?
N8 H8N 0.82(3) . ?
N9 C16 1.494(2) . ?
N9 C17 1.504(2) . ?
N9 H9N 0.85(3) . ?
N10 C19 1.300(2) . ?
N10 H10N 0.84(3) . ?
C11 C12 1.495(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.518(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.515(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.503(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.487(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
Cl1 O5 1.4261(16) . ?
Cl1 O7 1.4285(17) . ?
Cl1 O8 1.4346(18) . ?
Cl1 O6 1.4495(15) . ?
Cl2 O12 1.4258(16) . ?
Cl2 O9 1.4382(13) . ?
Cl2 O10 1.4385(17) . ?
Cl2 O11 1.4453(14) . ?
Cl3 O15 1.4192(18) . ?
Cl3 O16 1.4232(17) . ?
Cl3 O14 1.4272(17) . ?
Cl3 O13 1.4579(17) . ?
Cl4 O20B 1.375(8) . ?
Cl4 O18C 1.404(8) . ?
Cl4 O18B 1.412(8) . ?
Cl4 O19A 1.417(3) . ?
Cl4 O20A 1.430(4) . ?
Cl4 O20C 1.436(7) . ?
Cl4 O17 1.4492(14) . ?
Cl4 O19C 1.474(6) . ?
Cl4 O18A 1.485(4) . ?
Cl4 O19B 1.490(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
O2 Co1 N3 85.19(5) . . ?
O2 Co1 O1 85.73(5) . . ?
N3 Co1 O1 170.92(6) . . ?
O2 Co1 N1 174.46(6) . . ?
N3 Co1 N1 100.33(6) . . ?
O1 Co1 N1 88.75(6) . . ?
O2 Co1 N2 94.32(6) . . ?
N3 Co1 N2 86.47(6) . . ?
O1 Co1 N2 94.26(6) . . ?
N1 Co1 N2 85.56(6) . . ?
O2 Co1 N4 95.36(5) . . ?
N3 Co1 N4 86.25(6) . . ?
O1 Co1 N4 94.57(6) . . ?
N1 Co1 N4 85.59(6) . . ?
N2 Co1 N4 167.36(6) . . ?
C9 O1 Co1 109.60(10) . . ?
N5 O2 Co1 106.03(9) . . ?
C8 N1 C1 115.20(14) . . ?
C8 N1 Co1 106.80(10) . . ?
C1 N1 Co1 106.30(10) . . ?
C8 N1 H1N 108.1(14) . . ?
C1 N1 H1N 107.9(14) . . ?
Co1 N1 H1N 112.6(14) . . ?
C3 N2 C2 111.41(13) . . ?
C3 N2 Co1 107.69(10) . . ?
C2 N2 Co1 109.95(10) . . ?
C3 N2 H2N 109.1(17) . . ?
C2 N2 H2N 109.1(17) . . ?
Co1 N2 H2N 109.6(17) . . ?
C4 N3 C5 119.83(13) . . ?
C4 N3 Co1 110.32(10) . . ?
C5 N3 Co1 110.67(10) . . ?
C4 N3 H3N 106.4(16) . . ?
C5 N3 H3N 106.1(17) . . ?
Co1 N3 H3N 101.8(17) . . ?
C6 N4 C7 111.32(13) . . ?
C6 N4 Co1 107.43(10) . . ?
C7 N4 Co1 110.02(10) . . ?
C6 N4 H4N 110.7(17) . . ?
C7 N4 H4N 108.9(17) . . ?
Co1 N4 H4N 108.4(17) . . ?
C9 N5 O2 119.45(13) . . ?
C9 N5 H10 124(2) . . ?
O2 N5 H10 116(2) . . ?
N1 C1 C2 106.13(14) . . ?
N1 C1 H1A 110.5 . . ?
C2 C1 H1A 110.5 . . ?
N1 C1 H1B 110.5 . . ?
C2 C1 H1B 110.5 . . ?
H1A C1 H1B 108.7 . . ?
N2 C2 C1 109.73(13) . . ?
N2 C2 H2A 109.7 . . ?
C1 C2 H2A 109.7 . . ?
N2 C2 H2B 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C4 107.84(13) . . ?
N2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.5 . . ?
N3 C4 C3 104.51(12) . . ?
N3 C4 H4A 110.8 . . ?
C3 C4 H4A 110.8 . . ?
N3 C4 H4B 110.8 . . ?
C3 C4 H4B 110.8 . . ?
H4A C4 H4B 108.9 . . ?
N3 C5 C6 104.42(13) . . ?
N3 C5 H5B 110.9 . . ?
C6 C5 H5B 110.9 . . ?
N3 C5 H5C 110.9 . . ?
C6 C5 H5C 110.9 . . ?
H5B C5 H5C 108.9 . . ?
N4 C6 C5 107.06(13) . . ?
N4 C6 H6B 110.3 . . ?
C5 C6 H6B 110.3 . . ?
N4 C6 H6C 110.3 . . ?
C5 C6 H6C 110.3 . . ?
H6B C6 H6C 108.6 . . ?
N4 C7 C8 109.37(14) . . ?
N4 C7 H7B 109.8 . . ?
C8 C7 H7B 109.8 . . ?
N4 C7 H7C 109.8 . . ?
C8 C7 H7C 109.8 . . ?
H7B C7 H7C 108.2 . . ?
N1 C8 C7 106.25(14) . . ?
N1 C8 H8B 110.5 . . ?
C7 C8 H8B 110.5 . . ?
N1 C8 H8C 110.5 . . ?
C7 C8 H8C 110.5 . . ?
H8B C8 H8C 108.7 . . ?
O1 C9 N5 118.87(15) . . ?
O1 C9 C10 120.68(16) . . ?
N5 C9 C10 120.44(16) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O4 Co2 O3 85.85(5) . . ?
O4 Co2 N8 85.96(6) . . ?
O3 Co2 N8 171.77(6) . . ?
O4 Co2 N6 174.16(6) . . ?
O3 Co2 N6 88.31(6) . . ?
N8 Co2 N6 99.88(6) . . ?
O4 Co2 N9 95.04(6) . . ?
O3 Co2 N9 95.13(6) . . ?
N8 Co2 N9 86.39(6) . . ?
N6 Co2 N9 85.30(7) . . ?
O4 Co2 N7 94.70(6) . . ?
O3 Co2 N7 93.72(6) . . ?
N8 Co2 N7 86.15(7) . . ?
N6 Co2 N7 85.84(7) . . ?
N9 Co2 N7 167.27(6) . . ?
C19 O3 Co2 109.92(10) . . ?
N10 O4 Co2 106.47(9) . . ?
C18 N6 C11 115.77(16) . . ?
C18 N6 Co2 106.90(12) . . ?
C11 N6 Co2 106.45(12) . . ?
C18 N6 H12 106.7(17) . . ?
C11 N6 H12 108.0(17) . . ?
Co2 N6 H12 113.3(17) . . ?
C12 N7 C13 111.93(16) . . ?
C12 N7 Co2 109.50(12) . . ?
C13 N7 Co2 107.40(12) . . ?
C12 N7 H7N 109.2(17) . . ?
C13 N7 H7N 108.1(17) . . ?
Co2 N7 H7N 110.6(17) . . ?
C14 N8 C15 119.62(14) . . ?
C14 N8 Co2 111.34(12) . . ?
C15 N8 Co2 110.46(11) . . ?
C14 N8 H8N 106.8(19) . . ?
C15 N8 H8N 103.5(19) . . ?
Co2 N8 H8N 103.5(19) . . ?
C16 N9 C17 111.37(14) . . ?
C16 N9 Co2 107.27(11) . . ?
C17 N9 Co2 110.05(12) . . ?
C16 N9 H9N 111.2(17) . . ?
C17 N9 H9N 107.1(17) . . ?
Co2 N9 H9N 109.8(17) . . ?
C19 N10 O4 119.13(13) . . ?
C19 N10 H10N 126.7(17) . . ?
O4 N10 H10N 114.1(17) . . ?
N6 C11 C12 107.52(16) . . ?
N6 C11 H11A 110.2 . . ?
C12 C11 H11A 110.2 . . ?
N6 C11 H11B 110.2 . . ?
C12 C11 H11B 110.2 . . ?
H11A C11 H11B 108.5 . . ?
C11 C12 N7 109.73(16) . . ?
C11 C12 H12A 109.7 . . ?
N7 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
N7 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
N7 C13 C14 107.60(15) . . ?
N7 C13 H13A 110.2 . . ?
C14 C13 H13A 110.2 . . ?
N7 C13 H13B 110.2 . . ?
C14 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
N8 C14 C13 104.69(14) . . ?
N8 C14 H14A 110.8 . . ?
C13 C14 H14A 110.8 . . ?
N8 C14 H14B 110.8 . . ?
C13 C14 H14B 110.8 . . ?
H14A C14 H14B 108.9 . . ?
N8 C15 C16 104.23(14) . . ?
N8 C15 H15A 110.9 . . ?
C16 C15 H15A 110.9 . . ?
N8 C15 H15B 110.9 . . ?
C16 C15 H15B 110.9 . . ?
H15A C15 H15B 108.9 . . ?
N9 C16 C15 108.07(14) . . ?
N9 C16 H16A 110.1 . . ?
C15 C16 H16A 110.1 . . ?
N9 C16 H16B 110.1 . . ?
C15 C16 H16B 110.1 . . ?
H16A C16 H16B 108.4 . . ?
C18 C17 N9 109.39(15) . . ?
C18 C17 H17A 109.8 . . ?
N9 C17 H17A 109.8 . . ?
C18 C17 H17B 109.8 . . ?
N9 C17 H17B 109.8 . . ?
H17A C17 H17B 108.2 . . ?
N6 C18 C17 107.30(15) . . ?
N6 C18 H18A 110.3 . . ?
C17 C18 H18A 110.3 . . ?
N6 C18 H18B 110.3 . . ?
C17 C18 H18B 110.3 . . ?
H18A C18 H18B 108.5 . . ?
O3 C19 N10 118.40(15) . . ?
O3 C19 C20 119.44(16) . . ?
N10 C19 C20 122.15(15) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O5 Cl1 O7 110.08(10) . . ?
O5 Cl1 O8 111.86(13) . . ?
O7 Cl1 O8 108.30(13) . . ?
O5 Cl1 O6 109.20(10) . . ?
O7 Cl1 O6 108.46(11) . . ?
O8 Cl1 O6 108.87(10) . . ?
O12 Cl2 O9 110.57(10) . . ?
O12 Cl2 O10 110.77(12) . . ?
O9 Cl2 O10 108.64(10) . . ?
O12 Cl2 O11 108.78(10) . . ?
O9 Cl2 O11 108.73(9) . . ?
O10 Cl2 O11 109.31(10) . . ?
O15 Cl3 O16 110.72(13) . . ?
O15 Cl3 O14 109.73(14) . . ?
O16 Cl3 O14 111.15(13) . . ?
O15 Cl3 O13 108.27(12) . . ?
O16 Cl3 O13 108.55(12) . . ?
O14 Cl3 O13 108.33(10) . . ?
O20B Cl4 O18B 104.1(5) . . ?
O19A Cl4 O20A 115.3(3) . . ?
O18C Cl4 O20C 104.6(5) . . ?
O20B Cl4 O17 113.6(4) . . ?
O18C Cl4 O17 117.2(4) . . ?
O18B Cl4 O17 110.3(4) . . ?
O19A Cl4 O17 108.47(15) . . ?
O20A Cl4 O17 107.71(18) . . ?
O20C Cl4 O17 109.6(3) . . ?
O18C Cl4 O19C 103.7(4) . . ?
O20C Cl4 O19C 114.3(4) . . ?
O17 Cl4 O19C 107.6(2) . . ?
O19A Cl4 O18A 111.1(3) . . ?
O20A Cl4 O18A 106.9(3) . . ?
O17 Cl4 O18A 106.97(18) . . ?
O20B Cl4 O19B 109.4(5) . . ?
O18B Cl4 O19B 110.5(5) . . ?
O17 Cl4 O19B 108.9(2) . . ?

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
N3 Co1 O2 N5 175.15(10) . . . . ?
O1 Co1 O2 N5 -4.89(9) . . . . ?
N2 Co1 O2 N5 89.07(10) . . . . ?
N4 Co1 O2 N5 -99.09(10) . . . . ?
Co1 O2 N5 C9 5.12(17) . . . . ?
C8 N1 C1 C2 168.22(14) . . . . ?
Co1 N1 C1 C2 50.16(14) . . . . ?
C3 N2 C2 C1 135.70(14) . . . . ?
Co1 N2 C2 C1 16.38(16) . . . . ?
N1 C1 C2 N2 -43.12(17) . . . . ?
C2 N2 C3 C4 -83.19(16) . . . . ?
Co1 N2 C3 C4 37.46(15) . . . . ?
C5 N3 C4 C3 172.66(14) . . . . ?
Co1 N3 C4 C3 42.40(15) . . . . ?
N2 C3 C4 N3 -51.65(17) . . . . ?
C4 N3 C5 C6 -171.71(14) . . . . ?
Co1 N3 C5 C6 -41.61(15) . . . . ?
C7 N4 C6 C5 80.43(16) . . . . ?
Co1 N4 C6 C5 -40.08(15) . . . . ?
N3 C5 C6 N4 52.74(16) . . . . ?
C6 N4 C7 C8 -138.32(15) . . . . ?
Co1 N4 C7 C8 -19.34(17) . . . . ?
C1 N1 C8 C7 -167.21(14) . . . . ?
Co1 N1 C8 C7 -49.42(15) . . . . ?
N4 C7 C8 N1 44.52(18) . . . . ?
Co1 O1 C9 N5 -2.6(2) . . . . ?
Co1 O1 C9 C10 176.16(15) . . . . ?
O2 N5 C9 O1 -1.8(2) . . . . ?
O2 N5 C9 C10 179.41(16) . . . . ?
O3 Co2 O4 N10 -3.88(10) . . . . ?
N8 Co2 O4 N10 175.32(10) . . . . ?
N9 Co2 O4 N10 -98.68(10) . . . . ?
N7 Co2 O4 N10 89.53(10) . . . . ?
Co2 O4 N10 C19 3.25(17) . . . . ?
C18 N6 C11 C12 167.39(16) . . . . ?
Co2 N6 C11 C12 48.75(18) . . . . ?
N6 C11 C12 N7 -43.1(2) . . . . ?
C13 N7 C12 C11 136.33(17) . . . . ?
Co2 N7 C12 C11 17.3(2) . . . . ?
C12 N7 C13 C14 -81.1(2) . . . . ?
Co2 N7 C13 C14 39.15(18) . . . . ?
C15 N8 C14 C13 171.32(16) . . . . ?
Co2 N8 C14 C13 40.49(17) . . . . ?
N7 C13 C14 N8 -51.3(2) . . . . ?
C14 N8 C15 C16 -173.91(15) . . . . ?
Co2 N8 C15 C16 -42.69(16) . . . . ?
C17 N9 C16 C15 82.61(18) . . . . ?
Co2 N9 C16 C15 -37.86(16) . . . . ?
N8 C15 C16 N9 52.14(18) . . . . ?
C16 N9 C17 C18 -134.05(17) . . . . ?
Co2 N9 C17 C18 -15.23(19) . . . . ?
C11 N6 C18 C17 -167.67(16) . . . . ?
Co2 N6 C18 C17 -49.29(17) . . . . ?
N9 C17 C18 N6 41.7(2) . . . . ?
Co2 O3 C19 N10 -3.49(19) . . . . ?
Co2 O3 C19 C20 175.28(13) . . . . ?
O4 N10 C19 O3 0.1(2) . . . . ?
O4 N10 C19 C20 -178.58(16) . . . . ?

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
N1 H1N O11 0.87(2) 2.38(2) 3.098(2) 140.5(18) .
N1 H1N O12 0.87(2) 2.57(2) 3.398(2) 158.6(18) .
N2 H2N O6 0.86(3) 2.26(3) 3.007(2) 146(2) .
N3 H3N O17 0.83(3) 2.14(3) 2.9338(19) 158(2) .
N4 H4N Cl3 0.84(3) 2.91(3) 3.7340(14) 166(2) 1_554
N4 H4N O13 0.84(3) 2.45(2) 3.141(2) 139(2) 1_554
N4 H4N O16 0.84(3) 2.31(3) 3.109(3) 159(2) 1_554
C1 H1B O16 0.99 2.47 3.326(3) 144.3 4_665
C2 H2A O11 0.99 2.51 3.234(2) 129.5 .
C2 H2B O5 0.99 2.64 3.454(2) 139.2 .
C2 H2B O6 0.99 2.61 3.221(2) 119.6 .
C3 H3A O4 0.99 2.59 3.365(2) 135.2 4_565
C4 H4A O11 0.99 2.64 3.606(2) 164.3 .
C4 H4B O15 0.99 2.49 3.225(3) 130.4 4_565
C4 H4B O19C 0.99 2.54 3.290(6) 132.4 .
C5 H5B O19A 0.99 2.38 3.212(4) 141.3 .
C5 H5B O19B 0.99 2.45 3.331(7) 148.1 .
C5 H5B O19C 0.99 2.53 3.281(6) 132.7 .
C5 H5C O7 0.99 2.55 3.145(2) 118.6 2_645
C5 H5C O12 0.99 2.45 3.415(2) 166.0 .
C7 H7B O13 0.99 2.57 3.267(2) 127.3 1_554
C7 H7B O18C 0.99 2.39 3.097(8) 127.9 1_655
N5 H10 Cl2 0.74(3) 2.93(3) 3.6621(15) 168(3) 4_565
N5 H10 O9 0.74(3) 2.28(3) 3.006(2) 163(3) 4_565
N5 H10 O11 0.74(3) 2.51(3) 3.106(2) 138(3) 4_565
N7 H7N Cl2 0.84(2) 2.97(3) 3.7951(16) 166(2) .
N7 H7N O9 0.84(2) 2.64(2) 3.304(2) 137(2) .
N7 H7N O10 0.84(2) 2.30(3) 3.118(2) 165(2) .
N8 H8N O6 0.82(3) 2.15(3) 2.895(2) 151(3) 4_666
N9 H9N O14 0.85(3) 2.13(3) 2.966(2) 168(2) .
N10 H10N O2 0.84(3) 2.21(2) 2.9263(18) 143(2) 4_666
N10 H10N O17 0.84(3) 2.62(3) 3.226(2) 131(2) 4_666
C12 H12B O15 0.99 2.41 3.189(3) 135.5 2_646
N6 H12 O19A 0.92(3) 1.95(3) 2.856(4) 166(3) 3_656
N6 H12 O19B 0.92(3) 2.10(3) 3.005(7) 168(2) 3_656
N6 H12 O19C 0.92(3) 2.03(3) 2.891(6) 154(2) 3_656
C14 H14A O19A 0.99 2.62 3.510(4) 149.7 3_656
C14 H14A O18B 0.99 2.43 3.377(9) 160.9 3_656
C14 H14A O19C 0.99 2.44 3.378(6) 158.4 3_656
C15 H15A O8 0.99 2.40 3.290(3) 149.5 4_666
C15 H15B O19B 0.99 2.43 3.366(7) 157.1 3_656
C16 H16B O20A 0.99 2.51 3.097(5) 117.6 1_656
C16 H16B O20B 0.99 2.64 3.166(9) 113.2 1_656
C17 H17A O8 0.99 2.45 3.426(3) 167.5 2_646
C18 H18A O7 0.99 2.42 3.270(3) 143.2 4_566
C20 H20B O17 0.98 2.49 3.286(3) 137.7 4_666

_refine_diff_density_max         1.028
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.079

####################################################################### 
# 
# 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_complex_2_twh11jp01
_database_code_depnum_ccdc_archive 'CCDC 1576530'
_audit_update_record             
;
2017-09-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H26 Cl2 Co N5 O10'
_chemical_formula_weight         566.24

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'
Cl Cl 0.1484 0.1585 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_int_tables_number      14

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

_cell_length_a                   16.7154(4)
_cell_length_b                   8.95880(10)
_cell_length_c                   16.7610(4)
_cell_angle_alpha                90
_cell_angle_beta                 118.994(3)
_cell_angle_gamma                90
_cell_volume                     2195.39(10)
_cell_formula_units_Z            4


_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    6405
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      32.7

_exptl_crystal_description       chunk
_exptl_crystal_colour            'dark purple'
_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    1.089
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_crystal_treatment        
;
attached with Exxon Paratone N, to a short length 
of fibre supported on a thin piece of copper wire 
inserted in a copper mounting pin.  The crystal was 
quenched in a cold nitrogen gas stream from an 
Oxford Cryosystems Cryostream.
;


_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            101780
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.779
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6405
_reflns_number_gt                6081
_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, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;

_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    
;
  OLEX2 (Dolomanov,O.V.et al., 2009)
  shelXle (Hübschle,C.B., et al., 2011) 
;
_computing_publication_material  
;    
  WinGX (Farrugia, 1999)
;


_refine_special_details          
;
 The asymmetric unit contains the cobalt complex cation together with two
 perchlorate anions. One of the anions exhibits a significant degree of
 disorder, which was modelled with three orientations having occupancies
 refined and then fixed at 0.5, 0.4 and 0.1.  In general the non-hydrogen
 sites were modelled with anisotropic displacement parameters and a riding
 atom model was used for the hydrogen sites. The minor occupancy perchlorate
 sites were modelled with isotropic displacement parameters. The displacement
 ellipsoids for the higher occupany chlorine sites were constrained to 
 be the same, as were the higher occupany oxygen sites.The amine
 hydrogen sites were located in final difference maps and modelled with
 isotropic displacement parameters.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.031P)²+3.5P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6405
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.1048
_refine_ls_goodness_of_fit_ref   1.267
_refine_ls_restrained_S_all      1.267
_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 0.23908(2) 0.26995(3) 0.22819(2) 0.01399(7) Uani 1 1 d . . . . .
O1 O 0.22573(10) 0.40724(16) 0.13454(10) 0.0175(3) Uani 1 1 d . . . . .
O2 O 0.33620(10) 0.39319(17) 0.30762(10) 0.0194(3) Uani 1 1 d . . . . .
N1 N 0.13627(12) 0.1574(2) 0.13764(12) 0.0182(3) Uani 1 1 d . . . . .
H1N H 0.124(2) 0.071(4) 0.155(2) 0.037(9) Uiso 1 1 d . . . . .
N2 N 0.31499(12) 0.1322(2) 0.20235(13) 0.0188(3) Uani 1 1 d . . . . .
H2N H 0.350(2) 0.178(4) 0.194(2) 0.024(7) Uiso 1 1 d . . . . .
N3 N 0.27270(12) 0.1519(2) 0.33611(12) 0.0180(3) Uani 1 1 d . . . . .
H3N H 0.322(2) 0.202(4) 0.379(2) 0.036(9) Uiso 1 1 d . . . . .
N4 N 0.14891(12) 0.3661(2) 0.25494(12) 0.0185(3) Uani 1 1 d . . . . .
H4N H 0.1539(19) 0.461(3) 0.2530(19) 0.020(7) Uiso 1 1 d . . . . .
N5 N 0.34562(12) 0.5038(2) 0.25581(12) 0.0168(3) Uani 1 1 d . . . . .
H5N H 0.383(2) 0.565(4) 0.281(2) 0.034(9) Uiso 1 1 d . . . . .
C1 C 0.16266(16) 0.1094(3) 0.06907(15) 0.0233(4) Uani 1 1 d . . . . .
H1A H 0.165165 0.196324 0.033882 0.028 Uiso 1 1 calc R U . . .
H1B H 0.117725 0.036895 0.026123 0.028 Uiso 1 1 calc R U . . .
C2 C 0.25564(16) 0.0381(3) 0.12105(16) 0.0244(4) Uani 1 1 d . . . . .
H2A H 0.249615 -0.063286 0.141098 0.029 Uiso 1 1 calc R U . . .
H2B H 0.283778 0.028924 0.081147 0.029 Uiso 1 1 calc R U . . .
C3 C 0.36900(15) 0.0396(3) 0.28608(17) 0.0241(4) Uani 1 1 d . . . . .
H3A H 0.423870 0.095062 0.330448 0.029 Uiso 1 1 calc R U . . .
H3B H 0.389207 -0.054070 0.269925 0.029 Uiso 1 1 calc R U . . .
C4 C 0.30789(15) 0.0046(2) 0.32745(15) 0.0215(4) Uani 1 1 d . . . . .
H4A H 0.257114 -0.062293 0.287105 0.026 Uiso 1 1 calc R U . . .
H4B H 0.343247 -0.043551 0.387859 0.026 Uiso 1 1 calc R U . . .
C5 C 0.20212(16) 0.1621(3) 0.36500(15) 0.0223(4) Uani 1 1 d . . . . .
H5A H 0.227601 0.133430 0.429851 0.027 Uiso 1 1 calc R U . . .
H5B H 0.149495 0.096484 0.327224 0.027 Uiso 1 1 calc R U . . .
C6 C 0.17358(16) 0.3252(3) 0.35081(15) 0.0235(4) Uani 1 1 d . . . . .
H6A H 0.120400 0.340304 0.360758 0.028 Uiso 1 1 calc R U . . .
H6B H 0.224494 0.388674 0.394527 0.028 Uiso 1 1 calc R U . . .
C7 C 0.05431(15) 0.3149(3) 0.18821(16) 0.0249(4) Uani 1 1 d . . . . .
H7A H 0.010830 0.399226 0.171447 0.030 Uiso 1 1 calc R U . . .
H7B H 0.034479 0.235434 0.215842 0.030 Uiso 1 1 calc R U . . .
C8 C 0.05551(15) 0.2562(3) 0.10477(15) 0.0238(4) Uani 1 1 d . . . . .
H8A H -0.001195 0.199630 0.066030 0.029 Uiso 1 1 calc R U . . .
H8B H 0.060289 0.339474 0.068496 0.029 Uiso 1 1 calc R U . . .
C9 C 0.28970(13) 0.5060(2) 0.16816(13) 0.0151(3) Uani 1 1 d . . . . .
C10 C 0.30078(14) 0.6152(2) 0.10817(14) 0.0163(3) Uani 1 1 d . . . . .
C11 C 0.22637(16) 0.6435(2) 0.02243(14) 0.0212(4) Uani 1 1 d . . . . .
H11 H 0.168979 0.597781 0.005138 0.025 Uiso 1 1 calc R U . . .
C12 C 0.23622(19) 0.7385(3) -0.03762(16) 0.0276(5) Uani 1 1 d . . . . .
H12 H 0.185214 0.758972 -0.095644 0.033 Uiso 1 1 calc R U . . .
C13 C 0.32052(19) 0.8040(3) -0.01323(17) 0.0284(5) Uani 1 1 d . . . . .
H13 H 0.327400 0.866798 -0.055181 0.034 Uiso 1 1 calc R U . . .
C14 C 0.39450(18) 0.7774(2) 0.07243(19) 0.0269(5) Uani 1 1 d . . . . .
H14 H 0.451664 0.823873 0.089606 0.032 Uiso 1 1 calc R U . . .
C15 C 0.38510(15) 0.6828(2) 0.13320(16) 0.0219(4) Uani 1 1 d . . . . .
H15 H 0.435906 0.664174 0.191658 0.026 Uiso 1 1 calc R U . . .
Cl1 Cl 0.44856(3) 0.26928(6) 0.08337(3) 0.01871(10) Uani 1 1 d . . . . .
O3 O 0.44289(12) 0.3105(2) 0.16434(11) 0.0254(3) Uani 1 1 d . . . . .
O4 O 0.44061(14) 0.3991(2) 0.03062(13) 0.0333(4) Uani 1 1 d . . . . .
O5 O 0.53683(14) 0.2036(3) 0.11192(14) 0.0415(5) Uani 1 1 d . . . . .
O6 O 0.37628(16) 0.1672(3) 0.02966(14) 0.0443(5) Uani 1 1 d . . . . .
Cl2A Cl 0.0766(4) 0.7705(7) 0.1687(5) 0.0150(5) Uani 0.5 1 d . . P A 1
O7A O 0.0390(3) 0.9105(5) 0.1748(3) 0.0278(4) Uani 0.5 1 d . . P A 1
O8A O 0.1161(3) 0.7718(4) 0.1134(3) 0.0278(4) Uani 0.5 1 d . . P A 1
O9A O 0.1207(3) 0.6914(4) 0.2493(3) 0.0278(4) Uani 0.5 1 d . . P A 1
O10A O -0.0153(3) 0.6769(5) 0.1076(3) 0.0278(4) Uani 0.5 1 d . . P A 1
Cl2B Cl 0.0624(5) 0.7525(9) 0.1600(6) 0.0150(5) Uani 0.4 1 d . . P B 2
O7B O 0.0564(5) 0.9008(7) 0.2015(4) 0.0278(4) Uani 0.4 1 d . . P B 2
O8B O 0.0986(4) 0.8081(6) 0.0970(4) 0.0278(4) Uani 0.4 1 d . . P B 2
O9B O -0.0005(4) 0.6629(6) 0.1359(3) 0.0278(4) Uani 0.4 1 d . . P B 2
O10B O 0.1571(4) 0.6921(5) 0.2416(3) 0.0278(4) Uani 0.4 1 d . . P B 2
Cl2C Cl 0.0791(4) 0.7494(7) 0.1984(5) 0.0344(19) Uiso 0.1 1 d G . P C 3
O7C O 0.1658(6) 0.7131(12) 0.2076(9) 0.017(3) Uiso 0.1 1 d G . P C 3
O8C O 0.0557(10) 0.6467(11) 0.2485(10) 0.033(4) Uiso 0.1 1 d G . P C 3
O9C O 0.0828(8) 0.8977(8) 0.2308(9) 0.014(3) Uiso 0.1 1 d G . P C 3
O10C O 0.0128(8) 0.7447(18) 0.1037(6) 0.089(11) Uiso 0.1 1 d G . P C 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 O2 1.8792(15) . ?
Co1 O1 1.9201(15) . ?
Co1 N3 1.9289(17) . ?
Co1 N1 1.9352(18) . ?
Co1 N2 1.9630(18) . ?
Co1 N4 1.9671(18) . ?
O1 C9 1.288(2) . ?
O2 N5 1.376(2) . ?
N1 C8 1.479(3) . ?
N1 C1 1.480(3) . ?
N1 H1N 0.89(4) . ?
N2 C2 1.497(3) . ?
N2 C3 1.498(3) . ?
N2 H2N 0.78(3) . ?
N3 C5 1.479(3) . ?
N3 C4 1.480(3) . ?
N3 H3N 0.91(3) . ?
N4 C6 1.498(3) . ?
N4 C7 1.499(3) . ?
N4 H4N 0.86(3) . ?
N5 C9 1.304(3) . ?
N5 H5N 0.78(3) . ?
C1 C2 1.507(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.520(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.520(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.503(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.478(3) . ?
C10 C11 1.394(3) . ?
C10 C15 1.399(3) . ?
C11 C12 1.388(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.391(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
Cl1 O4 1.4277(18) . ?
Cl1 O6 1.4325(19) . ?
Cl1 O5 1.4378(18) . ?
Cl1 O3 1.4532(17) . ?
Cl2A O8A 1.374(9) . ?
Cl2A O9A 1.380(8) . ?
Cl2A O7A 1.429(9) . ?
Cl2A O10A 1.609(6) . ?
Cl2B O9B 1.225(9) . ?
Cl2B O7B 1.525(11) . ?
Cl2B O8B 1.534(11) . ?
Cl2B O10B 1.603(10) . ?
Cl2C O7C 1.4189 . ?
Cl2C O8C 1.4223 . ?
Cl2C O9C 1.4256 . ?
Cl2C O10C 1.4294 . ?

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
O2 Co1 O1 85.46(6) . . ?
O2 Co1 N3 84.20(7) . . ?
O1 Co1 N3 169.54(7) . . ?
O2 Co1 N1 174.57(7) . . ?
O1 Co1 N1 89.17(7) . . ?
N3 Co1 N1 101.19(8) . . ?
O2 Co1 N2 95.56(7) . . ?
O1 Co1 N2 93.08(7) . . ?
N3 Co1 N2 86.36(8) . . ?
N1 Co1 N2 85.57(8) . . ?
O2 Co1 N4 94.33(7) . . ?
O1 Co1 N4 96.18(7) . . ?
N3 Co1 N4 86.18(8) . . ?
N1 Co1 N4 85.39(8) . . ?
N2 Co1 N4 166.94(8) . . ?
C9 O1 Co1 109.84(12) . . ?
N5 O2 Co1 107.46(11) . . ?
C8 N1 C1 116.51(18) . . ?
C8 N1 Co1 106.47(13) . . ?
C1 N1 Co1 105.95(13) . . ?
C8 N1 H1N 109(2) . . ?
C1 N1 H1N 102(2) . . ?
Co1 N1 H1N 117(2) . . ?
C2 N2 C3 111.90(18) . . ?
C2 N2 Co1 109.93(13) . . ?
C3 N2 Co1 107.58(13) . . ?
C2 N2 H2N 111(2) . . ?
C3 N2 H2N 107(2) . . ?
Co1 N2 H2N 109(2) . . ?
C5 N3 C4 120.32(17) . . ?
C5 N3 Co1 110.91(13) . . ?
C4 N3 Co1 110.24(13) . . ?
C5 N3 H3N 106(2) . . ?
C4 N3 H3N 106(2) . . ?
Co1 N3 H3N 102(2) . . ?
C6 N4 C7 111.60(18) . . ?
C6 N4 Co1 107.13(13) . . ?
C7 N4 Co1 110.10(13) . . ?
C6 N4 H4N 107.5(19) . . ?
C7 N4 H4N 111.2(19) . . ?
Co1 N4 H4N 109.1(19) . . ?
C9 N5 O2 118.84(17) . . ?
C9 N5 H5N 123(2) . . ?
O2 N5 H5N 118(2) . . ?
N1 C1 C2 106.64(17) . . ?
N1 C1 H1A 110.4 . . ?
C2 C1 H1A 110.4 . . ?
N1 C1 H1B 110.4 . . ?
C2 C1 H1B 110.4 . . ?
H1A C1 H1B 108.6 . . ?
N2 C2 C1 109.26(18) . . ?
N2 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
N2 C3 C4 107.98(17) . . ?
N2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
N3 C4 C3 104.33(17) . . ?
N3 C4 H4A 110.9 . . ?
C3 C4 H4A 110.9 . . ?
N3 C4 H4B 110.9 . . ?
C3 C4 H4B 110.9 . . ?
H4A C4 H4B 108.9 . . ?
N3 C5 C6 104.35(17) . . ?
N3 C5 H5A 110.9 . . ?
C6 C5 H5A 110.9 . . ?
N3 C5 H5B 110.9 . . ?
C6 C5 H5B 110.9 . . ?
H5A C5 H5B 108.9 . . ?
N4 C6 C5 107.77(18) . . ?
N4 C6 H6A 110.2 . . ?
C5 C6 H6A 110.2 . . ?
N4 C6 H6B 110.2 . . ?
C5 C6 H6B 110.2 . . ?
H6A C6 H6B 108.5 . . ?
N4 C7 C8 108.44(18) . . ?
N4 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
N4 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
N1 C8 C7 106.51(17) . . ?
N1 C8 H8A 110.4 . . ?
C7 C8 H8A 110.4 . . ?
N1 C8 H8B 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
O1 C9 N5 118.20(18) . . ?
O1 C9 C10 120.55(18) . . ?
N5 C9 C10 121.22(18) . . ?
C11 C10 C15 119.74(19) . . ?
C11 C10 C9 118.58(18) . . ?
C15 C10 C9 121.55(19) . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.9(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.1(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C10 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
O4 Cl1 O6 109.51(13) . . ?
O4 Cl1 O5 108.17(12) . . ?
O6 Cl1 O5 111.40(15) . . ?
O4 Cl1 O3 110.04(11) . . ?
O6 Cl1 O3 109.40(12) . . ?
O5 Cl1 O3 108.30(11) . . ?
O8A Cl2A O9A 117.4(6) . . ?
O8A Cl2A O7A 114.5(5) . . ?
O9A Cl2A O7A 115.2(6) . . ?
O8A Cl2A O10A 101.4(5) . . ?
O9A Cl2A O10A 104.3(4) . . ?
O7A Cl2A O10A 100.6(5) . . ?
O9B Cl2B O7B 119.1(8) . . ?
O9B Cl2B O8B 123.2(7) . . ?
O7B Cl2B O8B 99.5(5) . . ?
O9B Cl2B O10B 113.3(7) . . ?
O7B Cl2B O10B 99.3(5) . . ?
O8B Cl2B O10B 98.1(6) . . ?
O7C Cl2C O8C 110.3 . . ?
O7C Cl2C O9C 108.6 . . ?
O8C Cl2C O9C 110.6 . . ?
O7C Cl2C O10C 108.3 . . ?
O8C Cl2C O10C 110.5 . . ?
O9C Cl2C O10C 108.5 . . ?

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
O1 Co1 O2 N5 -2.63(12) . . . . ?
N3 Co1 O2 N5 175.79(13) . . . . ?
N2 Co1 O2 N5 90.04(13) . . . . ?
N4 Co1 O2 N5 -98.50(13) . . . . ?
Co1 O2 N5 C9 0.9(2) . . . . ?
C8 N1 C1 C2 168.66(18) . . . . ?
Co1 N1 C1 C2 50.49(19) . . . . ?
C3 N2 C2 C1 136.73(19) . . . . ?
Co1 N2 C2 C1 17.3(2) . . . . ?
N1 C1 C2 N2 -44.1(2) . . . . ?
C2 N2 C3 C4 -82.7(2) . . . . ?
Co1 N2 C3 C4 38.1(2) . . . . ?
C5 N3 C4 C3 173.36(18) . . . . ?
Co1 N3 C4 C3 42.34(19) . . . . ?
N2 C3 C4 N3 -52.1(2) . . . . ?
C4 N3 C5 C6 -171.14(18) . . . . ?
Co1 N3 C5 C6 -40.4(2) . . . . ?
C7 N4 C6 C5 80.1(2) . . . . ?
Co1 N4 C6 C5 -40.5(2) . . . . ?
N3 C5 C6 N4 52.4(2) . . . . ?
C6 N4 C7 C8 -139.93(19) . . . . ?
Co1 N4 C7 C8 -21.1(2) . . . . ?
C1 N1 C8 C7 -168.34(18) . . . . ?
Co1 N1 C8 C7 -50.5(2) . . . . ?
N4 C7 C8 N1 46.4(2) . . . . ?
Co1 O1 C9 N5 -4.6(2) . . . . ?
Co1 O1 C9 C10 173.43(14) . . . . ?
O2 N5 C9 O1 2.6(3) . . . . ?
O2 N5 C9 C10 -175.43(17) . . . . ?
O1 C9 C10 C11 21.0(3) . . . . ?
N5 C9 C10 C11 -160.97(19) . . . . ?
O1 C9 C10 C15 -155.0(2) . . . . ?
N5 C9 C10 C15 23.0(3) . . . . ?
C15 C10 C11 C12 0.0(3) . . . . ?
C9 C10 C11 C12 -176.07(19) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C14 -1.7(3) . . . . ?
C12 C13 C14 C15 1.4(3) . . . . ?
C13 C14 C15 C10 -0.4(3) . . . . ?
C11 C10 C15 C14 -0.3(3) . . . . ?
C9 C10 C15 C14 175.66(19) . . . . ?

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
N1 H1N Cl2A^a 0.89(4) 2.85(4) 3.712(6) 166(3) 1_545 yes
N1 H1N O7A^a 0.89(4) 2.16(4) 2.985(5) 155(3) 1_545 yes
N1 H1N O7B^b 0.89(4) 2.25(4) 3.098(7) 160(3) 1_545 yes
N1 H1N O8B^b 0.89(4) 2.51(4) 3.199(5) 135(3) 1_545 yes
N1 H1N O9C^c 0.89(4) 2.31(5) 3.16(4) 161(3) 1_545 yes
N2 H2N O3 0.78(3) 2.19(3) 2.975(2) 177(3) . yes
N3 H3N O4 0.91(3) 2.51(3) 3.138(3) 126(3) 4_566 yes
N3 H3N O6 0.91(3) 2.52(3) 3.272(3) 140(3) 4_566 yes
N4 H4N O9A^a 0.86(3) 2.13(3) 2.946(4) 159(3) . yes
N4 H4N O10B^b 0.86(3) 2.08(3) 2.937(5) 176(3) . yes
N4 H4N Cl2C^c 0.86(3) 2.82(3) 3.603(7) 152(2) . yes
N4 H4N O7C^c 0.86(3) 2.42(3) 3.254(12) 164(3) . yes
N4 H4N O8C^c 0.86(3) 2.31(3) 2.932(12) 129(2) . yes
N5 H5N O5 0.78(3) 2.06(3) 2.785(3) 156(3) 2_655 yes
C1 H1B O8B^b 0.99 2.47 3.023(6) 115.1 1_545 yes
C2 H2A O8A^a 0.99 2.52 3.295(5) 134.5 1_545 yes
C2 H2A O8B^b 0.99 2.54 3.205(6) 124.6 1_545 yes
C2 H2B O6 0.99 2.44 3.278(3) 141.8 . yes
C4 H4A O7C^c 0.99 2.49 3.45(6) 163.0 1_545 yes
C4 H4A O9C^c 0.99 2.62 3.43(6) 140.0 1_545 yes
C4 H4B O4 0.99 2.50 3.153(3) 122.8 4_566 yes
C5 H5B O7B^b 0.99 2.60 3.529(7) 156.3 1_545 yes
C5 H5B O9C^c 0.99 2.30 3.21(5) 152.6 1_545 yes
C6 H6A O7A^a 0.99 2.51 3.451(6) 158.4 2_545 yes
C6 H6A O10A^a 0.99 2.53 3.323(5) 136.6 2_545 yes
C6 H6A O9B^b 0.99 2.58 3.340(7) 133.6 2_545 yes
C6 H6A O10C^c 0.99 2.71 3.62(4) 153.5 2_545 yes
C6 H6B O6 0.99 2.50 3.260(3) 133.4 4_566 yes
C7 H7A O10A^a 0.99 2.66 3.489(5) 141.5 . yes
C7 H7A O9B^b 0.99 2.42 3.248(6) 140.7 . yes
C7 H7A O8C^c 0.99 2.49 3.136(12) 122.5 . yes
C7 H7B Cl2C^c 0.99 2.89 3.611(7) 130.7 2_545 yes
C7 H7B O8C^c 0.99 2.03 2.94(4) 152.0 2_545 yes
C8 H8A O8A^a 0.99 2.68 3.391(5) 128.6 3_565 yes
C8 H8A O8B^b 0.99 2.41 3.156(6) 131.6 3_565 yes

_refine_diff_density_max         1.794
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_complex_3_twh13pt1
_database_code_depnum_ccdc_archive 'CCDC 1576531'
_audit_update_record             
;
2017-09-26 deposited with the CCDC.
2017-10-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 Cl2 Co N5 O10'
_chemical_formula_weight         630.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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

_cell_length_a                   15.74190(10)
_cell_length_b                   17.22010(10)
_cell_length_c                   9.39560(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.7320(10)
_cell_angle_gamma                90
_cell_volume                     2544.04(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    30968
_cell_measurement_theta_min      3.80
_cell_measurement_theta_max      76.20

_exptl_crystal_description       prism
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.047
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_exptl_absorpt_coefficient_mu    7.799
_exptl_absorpt_correction_T_min  0.609
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 CrysAlisPro, Agilent Technologies,
 SCALE3 ABSPACK scaling algorithm.
;

_diffrn_crystal_treatment        
;
attached with Exxon Paratone N, to a short length 
of fibre supported on a thin piece of copper wire 
inserted in a copper mounting pin.  The crystal was 
quenched in a cold nitrogen gas stream from an 
Oxford Cryosystems Cryostream. 
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector_area_resol_mean 10.5861
_diffrn_measurement_method       ω
_diffrn_reflns_number            50246
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.807
_diffrn_reflns_theta_max         76.485
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5324
_reflns_number_gt                5188
_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, Agilent Technologies,
Version 1.171.36.24a (release 19-12-2012 CrysAlis171 .NET)
(compiled Dec 19 2012,11:08:27)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24a (release 19-12-2012 CrysAlis171 .NET)
(compiled Dec 19 2012,11:08:27)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24a (release 19-12-2012 CrysAlis171 .NET)
(compiled Dec 19 2012,11:08:27)
;
_computing_structure_solution    'SIR97 (Altomare, et. al. 1997)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    
;
  OLEX2 (Dolomanov,O.V.et al., 2009)
  shelXle (Hübschle,C.B., et al., 2011) 
;
_computing_publication_material  
;    
  WinGX (Farrugia, 1999)
;

_refine_special_details          
;
 The asymmetric unit contains the complex molecule and two perchlorate
 counterions. The non-hydrogen atoms in the asymmetric unit were 
 modelled with anisotropic displacement parameters and in general a 
 riding atom model was used for the remainder. The amine hydrogen 
 sites were located in final difference maps. 
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.03P)²+1.0P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5324
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0696
_refine_ls_wR_factor_gt          0.0692
_refine_ls_goodness_of_fit_ref   1.291
_refine_ls_restrained_S_all      1.291
_refine_ls_shift/su_max          0.001
_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 0.16982(2) 0.49450(2) 0.12937(2) 0.01111(7) Uani 1 1 d . . . . .
O1 O 0.26094(6) 0.55516(6) 0.05826(11) 0.0159(2) Uani 1 1 d . . . . .
O2 O 0.10093(6) 0.54018(6) -0.02043(11) 0.0157(2) Uani 1 1 d . . . . .
N1 N 0.25049(8) 0.45227(7) 0.27119(14) 0.0176(3) Uani 1 1 d . . . . .
H1N H 0.2273(12) 0.4202(11) 0.327(2) 0.017(4) Uiso 1 1 d . . . . .
N2 N 0.14423(8) 0.57237(7) 0.27519(13) 0.0147(2) Uani 1 1 d . . . . .
H2N H 0.1488(12) 0.6188(12) 0.239(2) 0.019(5) Uiso 1 1 d . . . . .
N3 N 0.06840(8) 0.44145(7) 0.18319(13) 0.0140(2) Uani 1 1 d . . . . .
H3N H 0.0309(12) 0.4569(11) 0.120(2) 0.017(4) Uiso 1 1 d . . . . .
N4 N 0.19458(8) 0.40143(7) 0.01832(15) 0.0161(2) Uani 1 1 d . . . . .
H4N H 0.2029(13) 0.4153(13) -0.065(2) 0.029(5) Uiso 1 1 d . . . . .
N5 N 0.15288(8) 0.59252(7) -0.08710(14) 0.0146(2) Uani 1 1 d . . . . .
H5N H 0.1293(13) 0.6201(12) -0.154(2) 0.026(5) Uiso 1 1 d . . . . .
C1 C 0.28319(10) 0.51904(10) 0.35785(18) 0.0211(3) Uani 1 1 d . . . . .
H1A H 0.320697 0.551873 0.301340 0.025 Uiso 1 1 calc R U . . .
H1B H 0.316153 0.500333 0.443454 0.025 Uiso 1 1 calc R U . . .
C2 C 0.20662(10) 0.56490(9) 0.40063(17) 0.0205(3) Uani 1 1 d . . . . .
H2A H 0.179295 0.538218 0.479809 0.025 Uiso 1 1 calc R U . . .
H2B H 0.224719 0.617141 0.433992 0.025 Uiso 1 1 calc R U . . .
C3 C 0.05496(9) 0.55839(9) 0.31587(17) 0.0179(3) Uani 1 1 d . . . . .
H3A H 0.014413 0.581876 0.244480 0.022 Uiso 1 1 calc R U . . .
H3B H 0.045529 0.582053 0.409843 0.022 Uiso 1 1 calc R U . . .
C4 C 0.04159(10) 0.47109(9) 0.32228(16) 0.0179(3) Uani 1 1 d . . . . .
H4A H 0.076638 0.447997 0.401690 0.022 Uiso 1 1 calc R U . . .
H4B H -0.018922 0.458715 0.335683 0.022 Uiso 1 1 calc R U . . .
C5 C 0.07880(9) 0.35652(8) 0.16066(17) 0.0173(3) Uani 1 1 d . . . . .
H5A H 0.023195 0.329633 0.160192 0.021 Uiso 1 1 calc R U . . .
H5B H 0.117076 0.333612 0.236071 0.021 Uiso 1 1 calc R U . . .
C6 C 0.11749(10) 0.35063(9) 0.01612(17) 0.0187(3) Uani 1 1 d . . . . .
H6A H 0.133449 0.296167 -0.003230 0.022 Uiso 1 1 calc R U . . .
H6B H 0.075863 0.367823 -0.059706 0.022 Uiso 1 1 calc R U . . .
C7 C 0.27094(10) 0.36010(10) 0.0826(2) 0.0248(3) Uani 1 1 d . . . . .
H7A H 0.309893 0.346395 0.006838 0.030 Uiso 1 1 calc R U . . .
H7B H 0.252879 0.311430 0.128411 0.030 Uiso 1 1 calc R U . . .
C8 C 0.31666(10) 0.41110(10) 0.19163(19) 0.0247(3) Uani 1 1 d . . . . .
H8A H 0.353033 0.379234 0.257671 0.030 Uiso 1 1 calc R U . . .
H8B H 0.353125 0.449030 0.144100 0.030 Uiso 1 1 calc R U . . .
C9 C 0.23201(9) 0.59921(8) -0.04296(15) 0.0143(3) Uani 1 1 d . . . . .
C10 C 0.28553(9) 0.66157(8) -0.10499(17) 0.0175(3) Uani 1 1 d . . . . .
H10A H 0.312206 0.692138 -0.025598 0.021 Uiso 1 1 calc R U . . .
H10B H 0.247591 0.697012 -0.161419 0.021 Uiso 1 1 calc R U . . .
C11 C 0.35500(9) 0.63408(9) -0.19911(16) 0.0175(3) Uani 1 1 d . . . . .
C12 C 0.36966(10) 0.55717(10) -0.22453(18) 0.0235(3) Uani 1 1 d . . . . .
H12 H 0.335984 0.519033 -0.180727 0.028 Uiso 1 1 calc R U . . .
C13 C 0.43420(11) 0.53340(11) -0.3151(2) 0.0311(4) Uani 1 1 d . . . . .
H13 H 0.443578 0.479659 -0.330919 0.037 Uiso 1 1 calc R U . . .
C14 C 0.48273(11) 0.58695(12) -0.3793(2) 0.0316(4) Uani 1 1 d . . . . .
H14 H 0.525388 0.570263 -0.440644 0.038 Uiso 1 1 calc R U . . .
C15 C 0.47061(10) 0.66744(11) -0.35611(18) 0.0260(4) Uani 1 1 d . . . . .
C16 C 0.52131(11) 0.72397(14) -0.4212(2) 0.0371(5) Uani 1 1 d . . . . .
H16 H 0.564228 0.707988 -0.482590 0.045 Uiso 1 1 calc R U . . .
C17 C 0.50915(12) 0.80119(14) -0.3965(3) 0.0432(5) Uani 1 1 d . . . . .
H17 H 0.543539 0.838547 -0.440933 0.052 Uiso 1 1 calc R U . . .
C18 C 0.44613(12) 0.82565(12) -0.3059(3) 0.0390(5) Uani 1 1 d . . . . .
H18 H 0.438265 0.879513 -0.289062 0.047 Uiso 1 1 calc R U . . .
C19 C 0.39575(10) 0.77245(10) -0.2414(2) 0.0276(4) Uani 1 1 d . . . . .
H19 H 0.353282 0.789985 -0.180427 0.033 Uiso 1 1 calc R U . . .
C20 C 0.40610(9) 0.69166(10) -0.26426(17) 0.0205(3) Uani 1 1 d . . . . .
Cl1 Cl 0.10697(2) 0.76397(2) 0.08840(3) 0.01490(8) Uani 1 1 d . . . . .
O3 O 0.18562(7) 0.72957(7) 0.14369(12) 0.0224(2) Uani 1 1 d . . . . .
O4 O 0.03721(8) 0.71725(8) 0.12956(14) 0.0310(3) Uani 1 1 d . . . . .
O5 O 0.09944(8) 0.84132(6) 0.14755(12) 0.0221(2) Uani 1 1 d . . . . .
O6 O 0.10739(9) 0.76988(7) -0.06401(12) 0.0275(3) Uani 1 1 d . . . . .
Cl2 Cl 0.22576(3) 0.36711(2) 0.63878(4) 0.02748(10) Uani 1 1 d . . . . .
O7 O 0.18364(12) 0.35055(9) 0.50408(15) 0.0495(4) Uani 1 1 d . . . . .
O8 O 0.31471(12) 0.37678(12) 0.6154(2) 0.0666(5) Uani 1 1 d . . . . .
O9 O 0.19334(12) 0.43815(8) 0.69529(16) 0.0465(4) Uani 1 1 d . . . . .
O10 O 0.21353(13) 0.30517(8) 0.73621(15) 0.0505(4) Uani 1 1 d . . . . .


_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 O2 1.9054(10) . ?
Co1 O1 1.9200(10) . ?
Co1 N3 1.9277(12) . ?
Co1 N1 1.9379(13) . ?
Co1 N4 1.9616(13) . ?
Co1 N2 1.9723(12) . ?
O1 C9 1.2829(18) . ?
O2 N5 1.3865(15) . ?
N1 C1 1.487(2) . ?
N1 C8 1.490(2) . ?
N1 H1N 0.85(2) . ?
N2 C3 1.4934(18) . ?
N2 C2 1.5033(19) . ?
N2 H2N 0.87(2) . ?
N3 C4 1.4830(19) . ?
N3 C5 1.4878(18) . ?
N3 H3N 0.86(2) . ?
N4 C6 1.4953(18) . ?
N4 C7 1.499(2) . ?
N4 H4N 0.83(2) . ?
N5 C9 1.2991(19) . ?
N5 H5N 0.86(2) . ?
C1 C2 1.511(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.520(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.518(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.506(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.4997(19) . ?
C10 C11 1.515(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.367(2) . ?
C11 C20 1.432(2) . ?
C12 C13 1.416(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.357(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.417(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.416(3) . ?
C15 C20 1.426(2) . ?
C16 C17 1.365(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.403(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.372(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.418(2) . ?
C19 H19 0.9500 . ?
Cl1 O4 1.4295(12) . ?
Cl1 O6 1.4359(12) . ?
Cl1 O3 1.4464(11) . ?
Cl1 O5 1.4504(11) . ?
Cl2 O10 1.4247(14) . ?
Cl2 O7 1.4293(15) . ?
Cl2 O9 1.4368(14) . ?
Cl2 O8 1.4375(19) . ?

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
O2 Co1 O1 85.79(4) . . ?
O2 Co1 N3 86.57(5) . . ?
O1 Co1 N3 172.27(5) . . ?
O2 Co1 N1 173.75(5) . . ?
O1 Co1 N1 88.13(5) . . ?
N3 Co1 N1 99.53(6) . . ?
O2 Co1 N4 93.72(5) . . ?
O1 Co1 N4 95.09(5) . . ?
N3 Co1 N4 86.58(5) . . ?
N1 Co1 N4 85.35(6) . . ?
O2 Co1 N2 96.00(5) . . ?
O1 Co1 N2 93.01(5) . . ?
N3 Co1 N2 86.61(5) . . ?
N1 Co1 N2 85.78(5) . . ?
N4 Co1 N2 167.77(6) . . ?
C9 O1 Co1 109.57(9) . . ?
N5 O2 Co1 105.96(8) . . ?
C1 N1 C8 114.25(13) . . ?
C1 N1 Co1 106.55(9) . . ?
C8 N1 Co1 106.52(10) . . ?
C1 N1 H1N 108.2(13) . . ?
C8 N1 H1N 109.1(13) . . ?
Co1 N1 H1N 112.2(13) . . ?
C3 N2 C2 111.91(12) . . ?
C3 N2 Co1 107.10(9) . . ?
C2 N2 Co1 109.81(9) . . ?
C3 N2 H2N 110.1(12) . . ?
C2 N2 H2N 108.9(13) . . ?
Co1 N2 H2N 109.0(13) . . ?
C4 N3 C5 120.11(12) . . ?
C4 N3 Co1 110.00(9) . . ?
C5 N3 Co1 109.30(9) . . ?
C4 N3 H3N 106.7(13) . . ?
C5 N3 H3N 106.4(13) . . ?
Co1 N3 H3N 102.8(13) . . ?
C6 N4 C7 111.25(12) . . ?
C6 N4 Co1 107.67(9) . . ?
C7 N4 Co1 110.45(10) . . ?
C6 N4 H4N 108.5(15) . . ?
C7 N4 H4N 110.8(15) . . ?
Co1 N4 H4N 108.1(15) . . ?
C9 N5 O2 119.38(12) . . ?
C9 N5 H5N 124.0(14) . . ?
O2 N5 H5N 116.6(14) . . ?
N1 C1 C2 106.86(12) . . ?
N1 C1 H1A 110.3 . . ?
C2 C1 H1A 110.3 . . ?
N1 C1 H1B 110.3 . . ?
C2 C1 H1B 110.3 . . ?
H1A C1 H1B 108.6 . . ?
N2 C2 C1 109.62(12) . . ?
N2 C2 H2A 109.7 . . ?
C1 C2 H2A 109.7 . . ?
N2 C2 H2B 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C4 107.67(12) . . ?
N2 C3 H3A 110.2 . . ?
C4 C3 H3A 110.2 . . ?
N2 C3 H3B 110.2 . . ?
C4 C3 H3B 110.2 . . ?
H3A C3 H3B 108.5 . . ?
N3 C4 C3 105.06(12) . . ?
N3 C4 H4A 110.7 . . ?
C3 C4 H4A 110.7 . . ?
N3 C4 H4B 110.7 . . ?
C3 C4 H4B 110.7 . . ?
H4A C4 H4B 108.8 . . ?
N3 C5 C6 104.15(12) . . ?
N3 C5 H5A 110.9 . . ?
C6 C5 H5A 110.9 . . ?
N3 C5 H5B 110.9 . . ?
C6 C5 H5B 110.9 . . ?
H5A C5 H5B 108.9 . . ?
N4 C6 C5 107.97(12) . . ?
N4 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
N4 C6 H6B 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
N4 C7 C8 110.20(13) . . ?
N4 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
N4 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
N1 C8 C7 107.21(13) . . ?
N1 C8 H8A 110.3 . . ?
C7 C8 H8A 110.3 . . ?
N1 C8 H8B 110.3 . . ?
C7 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
O1 C9 N5 119.03(13) . . ?
O1 C9 C10 121.69(13) . . ?
N5 C9 C10 119.16(13) . . ?
C9 C10 C11 115.96(12) . . ?
C9 C10 H10A 108.3 . . ?
C11 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
C11 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C12 C11 C20 119.54(14) . . ?
C12 C11 C10 122.49(14) . . ?
C20 C11 C10 117.97(14) . . ?
C11 C12 C13 121.11(16) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 120.39(17) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 120.88(16) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 121.55(17) . . ?
C16 C15 C20 119.51(17) . . ?
C14 C15 C20 118.95(16) . . ?
C17 C16 C15 120.67(18) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.30(18) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.00(17) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C19 C20 C15 117.96(15) . . ?
C19 C20 C11 122.91(14) . . ?
C15 C20 C11 119.13(15) . . ?
O4 Cl1 O6 110.48(8) . . ?
O4 Cl1 O3 109.13(7) . . ?
O6 Cl1 O3 110.04(7) . . ?
O4 Cl1 O5 109.59(8) . . ?
O6 Cl1 O5 108.75(7) . . ?
O3 Cl1 O5 108.83(7) . . ?
O10 Cl2 O7 110.39(10) . . ?
O10 Cl2 O9 109.80(9) . . ?
O7 Cl2 O9 109.82(10) . . ?
O10 Cl2 O8 110.34(12) . . ?
O7 Cl2 O8 107.56(12) . . ?
O9 Cl2 O8 108.89(11) . . ?

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 O2 N5 C9 1.66(15) . . . . ?
C8 N1 C1 C2 166.44(13) . . . . ?
Co1 N1 C1 C2 49.10(14) . . . . ?
C3 N2 C2 C1 136.19(13) . . . . ?
Co1 N2 C2 C1 17.39(14) . . . . ?
N1 C1 C2 N2 -43.23(16) . . . . ?
C2 N2 C3 C4 -80.73(14) . . . . ?
Co1 N2 C3 C4 39.66(13) . . . . ?
C5 N3 C4 C3 169.01(12) . . . . ?
Co1 N3 C4 C3 40.87(13) . . . . ?
N2 C3 C4 N3 -52.53(15) . . . . ?
C4 N3 C5 C6 -172.63(12) . . . . ?
Co1 N3 C5 C6 -44.17(13) . . . . ?
C7 N4 C6 C5 84.02(15) . . . . ?
Co1 N4 C6 C5 -37.14(14) . . . . ?
N3 C5 C6 N4 52.79(15) . . . . ?
C6 N4 C7 C8 -132.11(14) . . . . ?
Co1 N4 C7 C8 -12.59(17) . . . . ?
C1 N1 C8 C7 -165.65(13) . . . . ?
Co1 N1 C8 C7 -48.29(15) . . . . ?
N4 C7 C8 N1 39.46(18) . . . . ?
Co1 O1 C9 N5 -5.10(16) . . . . ?
Co1 O1 C9 C10 170.88(11) . . . . ?
O2 N5 C9 O1 2.4(2) . . . . ?
O2 N5 C9 C10 -173.68(12) . . . . ?
O1 C9 C10 C11 73.08(18) . . . . ?
N5 C9 C10 C11 -110.94(16) . . . . ?
C9 C10 C11 C12 -1.2(2) . . . . ?
C9 C10 C11 C20 178.14(13) . . . . ?
C20 C11 C12 C13 -0.4(2) . . . . ?
C10 C11 C12 C13 178.90(15) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C16 179.33(18) . . . . ?
C13 C14 C15 C20 -0.3(3) . . . . ?
C14 C15 C16 C17 -179.43(19) . . . . ?
C20 C15 C16 C17 0.2(3) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C18 C19 C20 C15 0.2(3) . . . . ?
C18 C19 C20 C11 179.97(17) . . . . ?
C16 C15 C20 C19 -0.3(2) . . . . ?
C14 C15 C20 C19 179.31(16) . . . . ?
C16 C15 C20 C11 179.89(15) . . . . ?
C14 C15 C20 C11 -0.5(2) . . . . ?
C12 C11 C20 C19 -178.96(16) . . . . ?
C10 C11 C20 C19 1.7(2) . . . . ?
C12 C11 C20 C15 0.9(2) . . . . ?
C10 C11 C20 C15 -178.51(14) . . . . ?

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
N1 H1N O7 0.85(2) 2.19(2) 3.030(2) 168.0(18) .
N2 H2N Cl1 0.87(2) 2.93(2) 3.7698(13) 161.6(16) .
N2 H2N O3 0.87(2) 2.20(2) 3.0586(17) 169.2(17) .
N2 H2N O4 0.87(2) 2.61(2) 3.2733(18) 132.9(15) .
N3 H3N O2 0.86(2) 2.24(2) 3.0258(16) 152.7(17) 3_565
N4 H4N Cl2 0.83(2) 2.94(2) 3.6706(14) 147.0(19) 1_554
N4 H4N O9 0.83(2) 2.28(2) 3.099(2) 166(2) 1_554
N5 H5N O5 0.86(2) 2.01(2) 2.8321(17) 159.3(19) 4_575
C2 H2A O9 0.99 2.66 3.539(2) 148.1 .
C3 H3A O4 0.99 2.60 3.253(2) 123.4 .
C4 H4A O7 0.99 2.53 3.444(2) 152.7 .
C4 H4B O5 0.99 2.40 3.1722(18) 134.9 2_545
C6 H6A O7 0.99 2.65 3.621(2) 167.8 4_565
C6 H6B O4 0.99 2.37 2.9753(19) 118.4 3_565
C7 H7B O10 0.99 2.35 3.335(2) 178.6 4_565
C10 H10B O3 0.99 2.39 3.3481(19) 161.5 4_575

_refine_diff_density_max         0.363
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.056

