# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_01
_database_code_depnum_ccdc_archive 'CCDC 2057933'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Department of Inorganic Chemistry, Faculty of Science, Charles University
Czech Republic
;
_audit_update_record             
;
2021-01-22 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H34 Fe N6, 2(Cl O4), H2 O'
_chemical_formula_sum            'C22 H36 Cl2 Fe N6 O9'
_chemical_formula_weight         655.32
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.8497(14)
_cell_length_b                   14.052(2)
_cell_length_c                   19.649(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.004(4)
_cell_angle_gamma                90
_cell_volume                     2719.5(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9830
_cell_measurement_temperature    120.(2)
_cell_measurement_theta_max      24.5621
_cell_measurement_theta_min      2.3129
_shelx_estimated_absorpt_T_max   0.886
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.152
_exptl_special_details           
;

;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.598
_diffrn_reflns_theta_max         24.598
_diffrn_reflns_theta_min         2.313
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4150
_reflns_number_total             4499
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.10'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'XM, VERSION 2013/2'
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       0.0041(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.228
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         4499
_refine_ls_number_restraints     71
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0696
_refine_ls_restrained_S_all      1.230
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+16.4584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1497
_refine_ls_wR_factor_ref         0.1547
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.504(2)
 0.496(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H,H) groups
3. Restrained distances
 O9-H9D
 0.96 with sigma of 0.001
 Cl2-O5 \\sim Cl2A-O5A
 with sigma of 0.02
 Cl2-O6 \\sim Cl2A-O6A
 with sigma of 0.02
 Cl2-O8 \\sim Cl2A-O8A
 with sigma of 0.02
 Cl2-O7 \\sim Cl2A-O7A
 with sigma of 0.02
 O6-O7 \\sim O6A-O7A
 with sigma of 0.04
 O8-O7 \\sim O8A-O7A
 with sigma of 0.04
 O5-O7 \\sim O5A-O7A
 with sigma of 0.04
 O6-O8 \\sim O6A-O8A
 with sigma of 0.04
 O5-O6 \\sim O5A-O6A
 with sigma of 0.04
 O5-O8 \\sim O5A-O8A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(O7) = Uanis(O8)
Uanis(O6A) = Uanis(O6) = Uanis(O5A) = Uanis(O5)
5. Rigid body (RIGU) restrains
 Cl2A, O5A, O6A, O8A, O7A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O5, O8, O6, O7, Cl2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(O7A)=Sof(Cl2A)=Sof(O6A)=Sof(O5A)=Sof(O8A)=1-FVAR(1)
 Sof(Cl2)=Sof(O5)=Sof(O6)=Sof(O8)=Sof(O7)=FVAR(1)
7.a Riding coordinates:
 O9(H9C,H9D)
7.b Ternary CH refined with riding coordinates:
 N2(H2), N4(H4)
7.c Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C3(H3A,H3B), C5(H5A,H5B), C1(H1A,H1B), C8(H8A,H8B), C2(H2A,H2B),
 C7(H7A,H7B), C11(H11A,H11B), C9(H9A,H9B), C10(H10A,H10B), C6(H6A,H6B),
 C17(H17A,H17B)
7.d Aromatic/amide H refined with riding coordinates:
 C21(H21), C22(H22), C14(H14), C20(H20), C13(H13), C15(H15), C16(H16), C19(H19)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O9 O 0.6330(10) 0.8442(10) 0.2985(5) 0.129(5) Uani 1 1 d D . . . .
H9C H 0.6307 0.8863 0.3349 0.155 Uiso 1 1 d R U . . .
H9D H 0.6280 0.7775 0.3092 0.155 Uiso 1 1 d DR U . . .
Fe01 Fe 0.22823(11) 0.76823(6) 0.14426(5) 0.0224(3) Uani 1 1 d . . . . .
N1 N 0.4439(7) 0.7649(5) 0.1259(4) 0.0316(16) Uani 1 1 d . . . . .
Cl2 Cl 0.2357(9) 0.5085(7) -0.0376(5) 0.0345(18) Uani 0.618(16) 1 d D U P A 1
N2 N 0.2250(7) 0.7451(4) 0.0391(3) 0.0297(14) Uani 1 1 d . . . . .
H2 H 0.2208 0.6745 0.0329 0.036 Uiso 1 1 calc R U . . .
Cl1 Cl -0.2154(2) 1.07921(14) 0.16365(10) 0.0431(5) Uani 1 1 d . . . . .
N3 N 0.0109(6) 0.7543(4) 0.1527(4) 0.0291(15) Uani 1 1 d . . . . .
O4 O -0.2508(14) 1.0202(6) 0.2209(4) 0.105(3) Uani 1 1 d . . . . .
N5 N 0.2567(6) 0.9101(4) 0.1242(3) 0.0248(13) Uani 1 1 d . . . . .
C12 C 0.3869(8) 0.9369(6) 0.1180(4) 0.0305(18) Uani 1 1 d . . . . .
N4 N 0.2242(6) 0.6237(4) 0.1703(3) 0.0254(12) Uani 1 1 d . . . . .
H4 H 0.2237 0.5865 0.1269 0.030 Uiso 1 1 calc R U . . .
N6 N 0.2061(7) 0.8028(4) 0.2454(3) 0.0322(16) Uani 1 1 d . . . . .
O2 O -0.2183(8) 1.0240(4) 0.1016(3) 0.0557(18) Uani 1 1 d . . . . .
C21 C 0.2710(11) 0.8478(5) 0.3585(4) 0.043(2) Uani 1 1 d . . . . .
H21 H 0.3419 0.8587 0.3903 0.051 Uiso 1 1 calc R U . . .
O3 O -0.0826(7) 1.1228(7) 0.1699(4) 0.087(3) Uani 1 1 d . . . . .
O1 O -0.3168(6) 1.1534(4) 0.1613(3) 0.0525(18) Uani 1 1 d . . . . .
O5 O 0.2018(15) 0.5306(9) 0.0330(6) 0.0389(15) Uani 0.618(16) 1 d D U P A 1
C22 C 0.3054(9) 0.8181(5) 0.2903(4) 0.038(2) Uani 1 1 d . . . . .
H22 H 0.3976 0.8095 0.2775 0.046 Uiso 1 1 calc R U . . .
O6 O 0.2677(18) 0.4101(7) -0.0419(5) 0.0389(15) Uani 0.618(16) 1 d D U P A 1
C4 C -0.0275(8) 0.7474(6) 0.0262(5) 0.039(2) Uani 1 1 d . . . . .
H4A H -0.0232 0.6771 0.0280 0.046 Uiso 1 1 calc R U . . .
H4B H -0.0968 0.7645 -0.0081 0.046 Uiso 1 1 calc R U . . .
O8 O 0.3532(12) 0.5675(8) -0.0564(6) 0.051(3) Uani 0.618(16) 1 d D U P A 1
O7 O 0.1251(12) 0.5344(8) -0.0808(6) 0.051(3) Uani 0.618(16) 1 d D U P A 1
C3 C 0.1094(9) 0.7837(7) 0.0010(4) 0.037(2) Uani 1 1 d . . . . .
H3A H 0.1197 0.7668 -0.0476 0.045 Uiso 1 1 calc R U . . .
H3B H 0.1108 0.8540 0.0045 0.045 Uiso 1 1 calc R U . . .
C5 C -0.0773(8) 0.7830(6) 0.0959(5) 0.041(2) Uani 1 1 d . . . . .
H5A H -0.0830 0.8533 0.0948 0.050 Uiso 1 1 calc R U . . .
H5B H -0.1699 0.7581 0.1040 0.050 Uiso 1 1 calc R U . . .
C1 C 0.4654(9) 0.7372(6) 0.0519(4) 0.036(2) Uani 1 1 d . . . . .
H1A H 0.5539 0.7620 0.0361 0.043 Uiso 1 1 calc R U . . .
H1B H 0.4673 0.6670 0.0480 0.043 Uiso 1 1 calc R U . . .
C8 C 0.3387(8) 0.5895(5) 0.2110(4) 0.0293(18) Uani 1 1 d . . . . .
H8A H 0.3238 0.5218 0.2230 0.035 Uiso 1 1 calc R U . . .
H8B H 0.3438 0.6264 0.2539 0.035 Uiso 1 1 calc R U . . .
C2 C 0.3555(8) 0.7757(6) 0.0082(4) 0.0316(19) Uani 1 1 d . . . . .
H2A H 0.3637 0.7505 -0.0387 0.038 Uiso 1 1 calc R U . . .
H2B H 0.3606 0.8460 0.0064 0.038 Uiso 1 1 calc R U . . .
C14 C 0.3297(11) 1.0952(6) 0.0890(5) 0.047(2) Uani 1 1 d . . . . .
H14 H 0.3543 1.1579 0.0757 0.057 Uiso 1 1 calc R U . . .
C7 C 0.0913(8) 0.6041(6) 0.2062(4) 0.033(2) Uani 1 1 d . . . . .
H7A H 0.0756 0.5347 0.2097 0.040 Uiso 1 1 calc R U . . .
H7B H 0.0928 0.6313 0.2527 0.040 Uiso 1 1 calc R U . . .
C20 C 0.1407(10) 0.8606(5) 0.3784(4) 0.040(2) Uani 1 1 d . . . . .
H20 H 0.1210 0.8807 0.4235 0.048 Uiso 1 1 calc R U . . .
C11 C 0.4940(9) 0.8637(6) 0.1350(4) 0.039(2) Uani 1 1 d . . . . .
H11A H 0.5740 0.8738 0.1054 0.047 Uiso 1 1 calc R U . . .
H11B H 0.5233 0.8726 0.1828 0.047 Uiso 1 1 calc R U . . .
C13 C 0.4266(10) 1.0291(6) 0.0998(5) 0.041(2) Uani 1 1 d . . . . .
H13 H 0.5200 1.0448 0.0952 0.049 Uiso 1 1 calc R U . . .
C9 C 0.4735(9) 0.5992(6) 0.1722(4) 0.038(2) Uani 1 1 d . . . . .
H9A H 0.5427 0.5593 0.1951 0.045 Uiso 1 1 calc R U . . .
H9B H 0.4610 0.5737 0.1257 0.045 Uiso 1 1 calc R U . . .
C10 C 0.5268(8) 0.6989(6) 0.1670(4) 0.0349(19) Uani 1 1 d . . . . .
H10A H 0.5350 0.7253 0.2135 0.042 Uiso 1 1 calc R U . . .
H10B H 0.6192 0.6965 0.1472 0.042 Uiso 1 1 calc R U . . .
C15 C 0.1925(10) 1.0712(6) 0.0975(5) 0.045(2) Uani 1 1 d . . . . .
H15 H 0.1229 1.1174 0.0918 0.054 Uiso 1 1 calc R U . . .
C6 C -0.0172(7) 0.6492(6) 0.1653(4) 0.0338(19) Uani 1 1 d . . . . .
H6A H -0.1050 0.6424 0.1893 0.041 Uiso 1 1 calc R U . . .
H6B H -0.0248 0.6159 0.1210 0.041 Uiso 1 1 calc R U . . .
C16 C 0.1617(9) 0.9772(6) 0.1145(4) 0.039(2) Uani 1 1 d . . . . .
H16 H 0.0690 0.9599 0.1194 0.047 Uiso 1 1 calc R U . . .
C19 C 0.0384(10) 0.8445(6) 0.3338(4) 0.042(2) Uani 1 1 d . . . . .
H19 H -0.0539 0.8515 0.3469 0.050 Uiso 1 1 calc R U . . .
C17 C -0.0352(9) 0.8078(7) 0.2150(5) 0.044(2) Uani 1 1 d . . . . .
H17A H -0.0661 0.8720 0.2014 0.052 Uiso 1 1 calc R U . . .
H17B H -0.1134 0.7741 0.2356 0.052 Uiso 1 1 calc R U . . .
C18 C 0.0742(8) 0.8170(5) 0.2666(4) 0.0323(19) Uani 1 1 d . . . . .
O7A O 0.209(3) 0.5711(15) -0.0868(9) 0.083(6) Uani 0.382(16) 1 d D U P A 2
Cl2A Cl 0.2581(16) 0.5091(11) -0.0354(8) 0.037(3) Uani 0.382(16) 1 d D U P A 2
O6A O 0.262(3) 0.4124(11) -0.0581(9) 0.0389(15) Uani 0.382(16) 1 d D U P A 2
O5A O 0.177(2) 0.5190(15) 0.0260(10) 0.0389(15) Uani 0.382(16) 1 d D U P A 2
O8A O 0.4050(19) 0.5301(15) -0.0258(12) 0.067(6) Uani 0.382(16) 1 d D U P A 2


_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
O9 H9C 0.9285 . ?
O9 H9D 0.9623 . ?
Fe01 N1 2.156(7) . ?
Fe01 N2 2.092(6) . ?
Fe01 N3 2.156(6) . ?
Fe01 N5 2.051(6) . ?
Fe01 N4 2.095(5) . ?
Fe01 N6 2.058(7) . ?
N1 C1 1.520(10) . ?
N1 C11 1.485(10) . ?
N1 C10 1.475(10) . ?
Cl2 O5 1.460(10) . ?
Cl2 O6 1.421(9) . ?
Cl2 O8 1.472(12) . ?
Cl2 O7 1.428(11) . ?
N2 H2 1.0000 . ?
N2 C3 1.466(10) . ?
N2 C2 1.485(10) . ?
Cl1 O4 1.440(7) . ?
Cl1 O2 1.445(6) . ?
Cl1 O3 1.450(7) . ?
Cl1 O1 1.444(6) . ?
N3 C5 1.472(10) . ?
N3 C6 1.522(9) . ?
N3 C17 1.507(11) . ?
N5 C12 1.342(10) . ?
N5 C16 1.343(10) . ?
C12 C11 1.510(11) . ?
C12 C13 1.399(11) . ?
N4 H4 1.0000 . ?
N4 C8 1.464(9) . ?
N4 C7 1.512(10) . ?
N6 C22 1.334(10) . ?
N6 C18 1.378(11) . ?
C21 H21 0.9500 . ?
C21 C22 1.445(12) . ?
C21 C20 1.354(14) . ?
C22 H22 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.524(12) . ?
C4 C5 1.537(13) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.484(11) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.538(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C14 H14 0.9500 . ?
C14 C13 1.349(13) . ?
C14 C15 1.402(14) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.480(11) . ?
C20 H20 0.9500 . ?
C20 C19 1.355(12) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 H13 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.500(12) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C15 H15 0.9500 . ?
C15 C16 1.396(12) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C16 H16 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.420(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.485(12) . ?
O7A Cl2A 1.418(15) . ?
Cl2A O6A 1.430(13) . ?
Cl2A O5A 1.453(13) . ?
Cl2A O8A 1.488(16) . ?

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
H9C O9 H9D 116.8 . . ?
N1 Fe01 N3 171.7(2) . . ?
N2 Fe01 N1 81.2(3) . . ?
N2 Fe01 N3 92.7(3) . . ?
N2 Fe01 N4 95.2(2) . . ?
N5 Fe01 N1 81.6(2) . . ?
N5 Fe01 N2 87.9(2) . . ?
N5 Fe01 N3 103.8(2) . . ?
N5 Fe01 N4 172.6(2) . . ?
N5 Fe01 N6 88.3(2) . . ?
N4 Fe01 N1 92.2(3) . . ?
N4 Fe01 N3 82.8(2) . . ?
N6 Fe01 N1 105.7(3) . . ?
N6 Fe01 N2 171.5(3) . . ?
N6 Fe01 N3 80.9(3) . . ?
N6 Fe01 N4 89.5(2) . . ?
C1 N1 Fe01 107.6(4) . . ?
C11 N1 Fe01 106.7(5) . . ?
C11 N1 C1 108.0(7) . . ?
C10 N1 Fe01 117.9(5) . . ?
C10 N1 C1 106.6(6) . . ?
C10 N1 C11 109.8(6) . . ?
O5 Cl2 O8 107.4(9) . . ?
O6 Cl2 O5 108.4(8) . . ?
O6 Cl2 O8 111.0(10) . . ?
O6 Cl2 O7 112.4(9) . . ?
O7 Cl2 O5 109.7(9) . . ?
O7 Cl2 O8 107.9(9) . . ?
Fe01 N2 H2 105.9 . . ?
C3 N2 Fe01 117.3(5) . . ?
C3 N2 H2 105.9 . . ?
C3 N2 C2 110.9(5) . . ?
C2 N2 Fe01 110.2(4) . . ?
C2 N2 H2 105.9 . . ?
O4 Cl1 O2 110.2(4) . . ?
O4 Cl1 O3 113.3(6) . . ?
O4 Cl1 O1 105.9(6) . . ?
O2 Cl1 O3 108.4(5) . . ?
O1 Cl1 O2 110.3(4) . . ?
O1 Cl1 O3 108.8(5) . . ?
C5 N3 Fe01 120.2(6) . . ?
C5 N3 C6 106.4(6) . . ?
C5 N3 C17 107.5(6) . . ?
C6 N3 Fe01 106.4(4) . . ?
C17 N3 Fe01 108.4(5) . . ?
C17 N3 C6 107.3(7) . . ?
C12 N5 Fe01 114.9(5) . . ?
C12 N5 C16 117.1(7) . . ?
C16 N5 Fe01 128.0(5) . . ?
N5 C12 C11 117.1(7) . . ?
N5 C12 C13 123.4(7) . . ?
C13 C12 C11 119.4(8) . . ?
Fe01 N4 H4 107.4 . . ?
C8 N4 Fe01 115.9(4) . . ?
C8 N4 H4 107.4 . . ?
C8 N4 C7 110.6(5) . . ?
C7 N4 Fe01 107.9(4) . . ?
C7 N4 H4 107.4 . . ?
C22 N6 Fe01 126.7(6) . . ?
C22 N6 C18 117.9(7) . . ?
C18 N6 Fe01 115.2(5) . . ?
C22 C21 H21 119.0 . . ?
C20 C21 H21 119.0 . . ?
C20 C21 C22 122.0(9) . . ?
N6 C22 C21 119.2(8) . . ?
N6 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
H4A C4 H4B 107.2 . . ?
C3 C4 H4A 107.9 . . ?
C3 C4 H4B 107.9 . . ?
C3 C4 C5 117.5(7) . . ?
C5 C4 H4A 107.9 . . ?
C5 C4 H4B 107.9 . . ?
N2 C3 C4 113.4(7) . . ?
N2 C3 H3A 108.9 . . ?
N2 C3 H3B 108.9 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
N3 C5 C4 113.4(7) . . ?
N3 C5 H5A 108.9 . . ?
N3 C5 H5B 108.9 . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 N1 111.0(7) . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
N4 C8 H8A 109.3 . . ?
N4 C8 H8B 109.3 . . ?
N4 C8 C9 111.4(6) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
N2 C2 H2A 110.4 . . ?
N2 C2 H2B 110.4 . . ?
C1 C2 N2 106.8(6) . . ?
C1 C2 H2A 110.4 . . ?
C1 C2 H2B 110.4 . . ?
H2A C2 H2B 108.6 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.9(9) . . ?
C15 C14 H14 120.1 . . ?
N4 C7 H7A 110.3 . . ?
N4 C7 H7B 110.3 . . ?
H7A C7 H7B 108.6 . . ?
C6 C7 N4 107.1(7) . . ?
C6 C7 H7A 110.3 . . ?
C6 C7 H7B 110.3 . . ?
C21 C20 H20 120.2 . . ?
C21 C20 C19 119.7(9) . . ?
C19 C20 H20 120.2 . . ?
N1 C11 C12 112.3(6) . . ?
N1 C11 H11A 109.2 . . ?
N1 C11 H11B 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C12 C13 H13 120.7 . . ?
C14 C13 C12 118.7(9) . . ?
C14 C13 H13 120.7 . . ?
C8 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 C8 114.7(7) . . ?
C10 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
N1 C10 C9 115.5(7) . . ?
N1 C10 H10A 108.4 . . ?
N1 C10 H10B 108.4 . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
H10A C10 H10B 107.5 . . ?
C14 C15 H15 121.2 . . ?
C16 C15 C14 117.7(8) . . ?
C16 C15 H15 121.2 . . ?
N3 C6 H6A 109.3 . . ?
N3 C6 H6B 109.3 . . ?
C7 C6 N3 111.8(6) . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
N5 C16 C15 123.2(8) . . ?
N5 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C20 C19 H19 121.2 . . ?
C20 C19 C18 117.6(9) . . ?
C18 C19 H19 121.2 . . ?
N3 C17 H17A 109.1 . . ?
N3 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 N3 112.3(7) . . ?
C18 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
N6 C18 C19 123.6(8) . . ?
N6 C18 C17 117.7(8) . . ?
C19 C18 C17 118.6(8) . . ?
O7A Cl2A O6A 111.8(14) . . ?
O7A Cl2A O5A 110.2(15) . . ?
O7A Cl2A O8A 107.4(16) . . ?
O6A Cl2A O5A 111.3(13) . . ?
O6A Cl2A O8A 101.8(14) . . ?
O5A Cl2A O8A 114.1(15) . . ?

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
Fe01 N1 C1 C2 33.9(8) . . . . ?
Fe01 N1 C11 C12 -29.1(8) . . . . ?
Fe01 N1 C10 C9 47.7(9) . . . . ?
Fe01 N2 C3 C4 -57.6(8) . . . . ?
Fe01 N2 C2 C1 45.8(7) . . . . ?
Fe01 N3 C5 C4 45.5(8) . . . . ?
Fe01 N3 C6 C7 33.7(8) . . . . ?
Fe01 N3 C17 C18 -24.9(8) . . . . ?
Fe01 N5 C12 C11 -7.4(9) . . . . ?
Fe01 N5 C12 C13 175.6(7) . . . . ?
Fe01 N5 C16 C15 -176.5(7) . . . . ?
Fe01 N4 C8 C9 -62.8(7) . . . . ?
Fe01 N4 C7 C6 46.7(7) . . . . ?
Fe01 N6 C22 C21 176.1(5) . . . . ?
Fe01 N6 C18 C19 -177.7(6) . . . . ?
Fe01 N6 C18 C17 -1.1(9) . . . . ?
N1 C1 C2 N2 -52.8(8) . . . . ?
N3 C17 C18 N6 18.3(10) . . . . ?
N3 C17 C18 C19 -165.0(7) . . . . ?
N5 C12 C11 N1 25.8(10) . . . . ?
N5 C12 C13 C14 1.2(13) . . . . ?
C12 N5 C16 C15 1.1(12) . . . . ?
N4 C8 C9 C10 74.4(8) . . . . ?
N4 C7 C6 N3 -54.2(9) . . . . ?
C21 C20 C19 C18 -1.6(12) . . . . ?
C22 N6 C18 C19 -1.6(11) . . . . ?
C22 N6 C18 C17 175.0(7) . . . . ?
C22 C21 C20 C19 0.6(12) . . . . ?
C3 N2 C2 C1 177.3(7) . . . . ?
C3 C4 C5 N3 -63.1(10) . . . . ?
C5 N3 C6 C7 163.0(7) . . . . ?
C5 N3 C17 C18 -156.4(7) . . . . ?
C5 C4 C3 N2 70.7(10) . . . . ?
C1 N1 C11 C12 86.3(8) . . . . ?
C1 N1 C10 C9 -73.3(9) . . . . ?
C8 N4 C7 C6 174.5(6) . . . . ?
C8 C9 C10 N1 -66.2(10) . . . . ?
C2 N2 C3 C4 174.7(7) . . . . ?
C14 C15 C16 N5 1.3(15) . . . . ?
C7 N4 C8 C9 174.0(6) . . . . ?
C20 C21 C22 N6 0.1(11) . . . . ?
C20 C19 C18 N6 2.2(12) . . . . ?
C20 C19 C18 C17 -174.4(7) . . . . ?
C11 N1 C1 C2 -80.9(8) . . . . ?
C11 N1 C10 C9 170.0(7) . . . . ?
C11 C12 C13 C14 -175.8(8) . . . . ?
C13 C12 C11 N1 -157.0(8) . . . . ?
C13 C14 C15 C16 -2.5(16) . . . . ?
C10 N1 C1 C2 161.2(7) . . . . ?
C10 N1 C11 C12 -157.9(7) . . . . ?
C15 C14 C13 C12 1.3(15) . . . . ?
C6 N3 C5 C4 -75.2(8) . . . . ?
C6 N3 C17 C18 89.6(8) . . . . ?
C16 N5 C12 C11 174.7(7) . . . . ?
C16 N5 C12 C13 -2.4(11) . . . . ?
C17 N3 C5 C4 170.1(7) . . . . ?
C17 N3 C6 C7 -82.2(8) . . . . ?
C18 N6 C22 C21 0.4(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.504(2)
2 0.496(2)

####################################################################### 
# 
# 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_co-1
_database_code_depnum_ccdc_archive 'CCDC 2057936'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Department of Inorganic Chemistry, Faculty of Science, Charles University
Czech Republic
;
_audit_update_record             
;
2021-01-22 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H34 Co N6, 2(Cl O4), H2 O'
_chemical_formula_sum            'C22 H36 Cl2 Co N6 O9'
_chemical_formula_weight         658.40
_chemical_melting_point          ?
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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.8295(8)
_cell_length_b                   14.0388(11)
_cell_length_c                   19.7163(16)
_cell_angle_alpha                90
_cell_angle_beta                 90.258(3)
_cell_angle_gamma                90
_cell_volume                     2720.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9951
_cell_measurement_temperature    120.(2)
_cell_measurement_theta_max      26.0146
_cell_measurement_theta_min      2.5295
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.660
_exptl_absorpt_coefficient_mu    0.890
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light pink'
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1372
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.072
_exptl_special_details           
;

;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            39892
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.039
_diffrn_reflns_theta_min         2.311
_diffrn_ambient_temperature      120.01
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5124
_reflns_number_total             5335
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.10'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_refine_diff_density_max         0.922
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       0.0079(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5335
_refine_ls_number_restraints     80
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.180
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0231P)²+9.0632P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1170
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5698(14)
 0.4302(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Restrained distances
 O5-O7 \\sim O5-O8 \\sim O6-O7 \\sim O6-O8 \\sim O7-O8
 with sigma of 0.02
 Cl2-O6 \\sim Cl2A-O6A
 with sigma of 0.02
 Cl2-O8 \\sim Cl2A-O8A
 with sigma of 0.02
 Cl2-O5 \\sim Cl2A-O5A
 with sigma of 0.02
 O5-O7 \\sim O5A-O7A
 with sigma of 0.04
 O6-O7 \\sim O6A-O7A
 with sigma of 0.04
 Cl2-O7 \\sim Cl2A-O7A
 with sigma of 0.02
 O5-O6 \\sim O5A-O6A
 with sigma of 0.04
 O8-O5 \\sim O8A-O5A
 with sigma of 0.04
 O8-O6 \\sim O8A-O6A
 with sigma of 0.04
 O8-O7 \\sim O8A-O7A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Uanis(O5) = Uanis(O5A) = Uanis(O6) = Uanis(O6A)
5. Rigid body (RIGU) restrains
 O8, O6, O5, O7, Cl2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl2A, O5A, O6A, O7A, O8A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(O9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(1)
 Sof(O9)=Sof(H9C)=Sof(H9D)=FVAR(1)
 Sof(O8A)=Sof(Cl2A)=Sof(O6A)=Sof(O5A)=Sof(O7A)=1-FVAR(2)
 Sof(Cl2)=Sof(O8)=Sof(O5)=Sof(O6)=Sof(O7)=FVAR(2)
7.a Riding coordinates:
 O9(H9C,H9D), N2(H2), N4(H4), O9A(H9AA,H9AB)
7.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C5(H5A,H5B), C4(H4A,H4B), C3(H3A,H3B), C11(H11A,H11B),
 C10(H10A,H10B), C9(H9A,H9B), C8(H8A,H8B), C7(H7A,H7B), C6(H6A,H6B), C2(H2A,
 H2B), C1(H1A,H1B)
7.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C21(H21), C20(H20), C19(H19), C13(H13), C14(H14), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O9 O 0.3730(8) 0.1672(9) 0.3041(5) 0.057(4) Uani 0.70(2) 1 d . . P A 1
H9C H 0.3727 0.1262 0.3371 0.085 Uiso 0.70(2) 1 d R U P A 1
H9D H 0.4051 0.2297 0.3164 0.085 Uiso 0.70(2) 1 d R U P A 1
Co1 Co 0.77033(7) 0.23333(3) 0.14561(3) 0.01576(15) Uani 1 1 d . . . . .
C18 C 0.9315(5) 0.1864(3) 0.2699(2) 0.0246(10) Uani 1 1 d . . . . .
Cl2 Cl 0.2673(6) 0.0112(4) 0.4629(3) 0.0289(11) Uani 0.691(12) 1 d D U P B 1
C22 C 0.7037(5) 0.1787(3) 0.2951(2) 0.0254(11) Uani 1 1 d . . . . .
H22 H 0.6112 0.1860 0.2820 0.030 Uiso 1 1 calc R U . . .
C21 C 0.7349(6) 0.1499(3) 0.3616(2) 0.0309(10) Uani 1 1 d . . . . .
H21 H 0.6640 0.1370 0.3929 0.037 Uiso 1 1 calc R U . . .
C20 C 0.8664(6) 0.1406(3) 0.3808(3) 0.0335(13) Uani 1 1 d . . . . .
H20 H 0.8879 0.1213 0.4258 0.040 Uiso 1 1 calc R U . . .
C19 C 0.9687(6) 0.1589(3) 0.3358(3) 0.0313(12) Uani 1 1 d . . . . .
H19 H 1.0615 0.1531 0.3488 0.038 Uiso 1 1 calc R U . . .
N6 N 0.8010(5) 0.1960(3) 0.25010(19) 0.0254(10) Uani 1 1 d . . . . .
C17 C 1.0415(6) 0.1982(4) 0.2177(3) 0.0314(12) Uani 1 1 d . . . . .
H17A H 1.1186 0.2333 0.2383 0.038 Uiso 1 1 calc R U . . .
H17B H 1.0750 0.1345 0.2042 0.038 Uiso 1 1 calc R U . . .
O8 O 0.3754(8) 0.0373(5) 0.4202(3) 0.054(2) Uani 0.691(12) 1 d D U P B 1
C5 C 1.0780(6) 0.2194(4) 0.0982(3) 0.0329(12) Uani 1 1 d . . . . .
H5A H 1.0813 0.1489 0.0983 0.039 Uiso 1 1 calc R U . . .
H5B H 1.1721 0.2426 0.1056 0.039 Uiso 1 1 calc R U . . .
C4 C 1.0306(6) 0.2523(4) 0.0286(3) 0.0335(13) Uani 1 1 d . . . . .
H4A H 1.1023 0.2361 -0.0045 0.040 Uiso 1 1 calc R U . . .
H4B H 1.0229 0.3226 0.0296 0.040 Uiso 1 1 calc R U . . .
C3 C 0.8959(6) 0.2119(4) 0.0024(3) 0.0303(12) Uani 1 1 d . . . . .
H3A H 0.8874 0.2256 -0.0467 0.036 Uiso 1 1 calc R U . . .
H3B H 0.8962 0.1419 0.0082 0.036 Uiso 1 1 calc R U . . .
C12 C 0.6025(5) 0.0610(4) 0.1187(2) 0.0249(10) Uani 1 1 d . . . . .
C11 C 0.4983(5) 0.1379(3) 0.1348(3) 0.0274(11) Uani 1 1 d . . . . .
H11A H 0.4170 0.1283 0.1057 0.033 Uiso 1 1 calc R U . . .
H11B H 0.4696 0.1311 0.1826 0.033 Uiso 1 1 calc R U . . .
C10 C 0.4686(5) 0.3018(4) 0.1655(3) 0.0288(11) Uani 1 1 d . . . . .
H10A H 0.4603 0.2751 0.2117 0.035 Uiso 1 1 calc R U . . .
H10B H 0.3759 0.3050 0.1458 0.035 Uiso 1 1 calc R U . . .
C9 C 0.5241(5) 0.4029(4) 0.1712(3) 0.0292(11) Uani 1 1 d . . . . .
H9A H 0.5396 0.4277 0.1248 0.035 Uiso 1 1 calc R U . . .
H9B H 0.4537 0.4434 0.1924 0.035 Uiso 1 1 calc R U . . .
C8 C 0.6552(5) 0.4136(3) 0.2115(2) 0.0229(10) Uani 1 1 d . . . . .
H8A H 0.6675 0.4813 0.2243 0.027 Uiso 1 1 calc R U . . .
H8B H 0.6488 0.3758 0.2537 0.027 Uiso 1 1 calc R U . . .
C7 C 0.9050(5) 0.4001(3) 0.2078(3) 0.0254(11) Uani 1 1 d . . . . .
H7A H 0.9034 0.3718 0.2538 0.030 Uiso 1 1 calc R U . . .
H7B H 0.9202 0.4695 0.2123 0.030 Uiso 1 1 calc R U . . .
C6 C 1.0164(5) 0.3561(3) 0.1670(3) 0.0278(11) Uani 1 1 d . . . . .
H6A H 1.1043 0.3659 0.1907 0.033 Uiso 1 1 calc R U . . .
H6B H 1.0216 0.3885 0.1225 0.033 Uiso 1 1 calc R U . . .
N3 N 0.9946(4) 0.2504(3) 0.1557(2) 0.0246(9) Uani 1 1 d . . . . .
N5 N 0.7346(4) 0.0838(2) 0.12786(17) 0.0196(8) Uani 1 1 d . . . . .
N2 N 0.7778(5) 0.2519(2) 0.03779(18) 0.0224(8) Uani 1 1 d . . . . .
H2 H 0.7630 0.3155 0.0345 0.027 Uiso 1 1 d R U . . .
N4 N 0.7735(4) 0.3817(2) 0.17249(17) 0.0193(7) Uani 1 1 d . . . . .
H4 H 0.7766 0.4174 0.1317 0.023 Uiso 1 1 d R U . . .
C13 C 0.5606(6) -0.0284(4) 0.0975(3) 0.0331(12) Uani 1 1 d . . . . .
H13 H 0.4672 -0.0416 0.0893 0.040 Uiso 1 1 calc R U . . .
C14 C 0.6563(6) -0.0960(4) 0.0888(3) 0.0357(13) Uani 1 1 d . . . . .
H14 H 0.6294 -0.1582 0.0752 0.043 Uiso 1 1 calc R U . . .
C15 C 0.7956(7) -0.0764(4) 0.0995(3) 0.0354(14) Uani 1 1 d . . . . .
H15 H 0.8635 -0.1239 0.0941 0.042 Uiso 1 1 calc R U . . .
C16 C 0.8280(6) 0.0168(3) 0.1186(3) 0.0277(11) Uani 1 1 d . . . . .
H16 H 0.9210 0.0329 0.1252 0.033 Uiso 1 1 calc R U . . .
C2 C 0.6453(5) 0.2214(4) 0.0086(2) 0.0246(11) Uani 1 1 d . . . . .
H2A H 0.6367 0.2444 -0.0387 0.029 Uiso 1 1 calc R U . . .
H2B H 0.6391 0.1511 0.0083 0.029 Uiso 1 1 calc R U . . .
C1 C 0.5351(5) 0.2622(4) 0.0508(3) 0.0264(11) Uani 1 1 d . . . . .
H1A H 0.4461 0.2390 0.0338 0.032 Uiso 1 1 calc R U . . .
H1B H 0.5360 0.3325 0.0465 0.032 Uiso 1 1 calc R U . . .
Cl1 Cl 0.29125(14) 0.42226(9) 0.33707(6) 0.0339(3) Uani 1 1 d . . . . .
N1 N 0.5507(4) 0.2356(3) 0.1242(2) 0.0236(9) Uani 1 1 d . . . . .
O5 O 0.2369(9) -0.0885(4) 0.4579(3) 0.0328(10) Uani 0.691(12) 1 d D U P B 1
O6 O 0.2964(9) 0.0325(5) 0.5334(3) 0.0328(10) Uani 0.691(12) 1 d D U P B 1
O3 O 0.2867(5) 0.4759(3) 0.3993(2) 0.0482(11) Uani 1 1 d . . . . .
O7 O 0.1478(9) 0.0670(6) 0.4448(4) 0.065(3) Uani 0.691(12) 1 d D U P B 1
O2 O 0.2574(9) 0.4824(4) 0.2815(3) 0.094(2) Uani 1 1 d . . . . .
O4 O 0.1928(4) 0.3473(3) 0.3394(2) 0.0509(12) Uani 1 1 d . . . . .
O1 O 0.4237(5) 0.3804(5) 0.3296(3) 0.0681(16) Uani 1 1 d . . . . .
O9A O 0.384(3) 0.105(3) 0.2894(11) 0.099(10) Uani 0.30(2) 1 d . . P A 2
H9AA H 0.3682 0.0588 0.2582 0.148 Uiso 0.30(2) 1 d R U P A 2
H9AB H 0.3378 0.0829 0.3250 0.148 Uiso 0.30(2) 1 d R U P A 2
O8A O 0.274(2) 0.0737(12) 0.4162(7) 0.070(5) Uani 0.309(12) 1 d D U P B 2
Cl2A Cl 0.2340(13) 0.0083(9) 0.4663(6) 0.024(2) Uani 0.309(12) 1 d D U P B 2
O6A O 0.318(2) 0.0195(13) 0.5257(8) 0.0328(10) Uani 0.309(12) 1 d D U P B 2
O5A O 0.241(2) -0.0864(9) 0.4405(7) 0.0328(10) Uani 0.309(12) 1 d D U P B 2
O7A O 0.0881(14) 0.0236(12) 0.4779(8) 0.048(4) Uani 0.309(12) 1 d D U P B 2


_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
O9 H9C 0.8686 . ?
O9 H9D 0.9629 . ?
Co1 N6 2.146(4) . ?
Co1 N3 2.225(4) . ?
Co1 N5 2.156(3) . ?
Co1 N2 2.143(3) . ?
Co1 N4 2.150(3) . ?
Co1 N1 2.198(4) . ?
C18 C19 1.403(7) . ?
C18 N6 1.346(7) . ?
C18 C17 1.505(7) . ?
Cl2 O8 1.408(8) . ?
Cl2 O5 1.435(6) . ?
Cl2 O6 1.448(7) . ?
Cl2 O7 1.455(8) . ?
C22 H22 0.9500 . ?
C22 C21 1.404(6) . ?
C22 N6 1.330(6) . ?
C21 H21 0.9500 . ?
C21 C20 1.352(9) . ?
C20 H20 0.9500 . ?
C20 C19 1.368(8) . ?
C19 H19 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 N3 1.496(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.519(8) . ?
C5 N3 1.467(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.529(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 N2 1.469(7) . ?
C12 C11 1.522(7) . ?
C12 N5 1.349(6) . ?
C12 C13 1.384(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 N1 1.480(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.525(7) . ?
C10 N1 1.479(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.518(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 N4 1.467(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.496(7) . ?
C7 N4 1.488(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 N3 1.515(6) . ?
N5 C16 1.328(6) . ?
N2 H2 0.9070 . ?
N2 C2 1.485(6) . ?
N4 H4 0.9478 . ?
C13 H13 0.9500 . ?
C13 C14 1.348(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.411(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.398(7) . ?
C16 H16 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.484(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 N1 1.502(6) . ?
Cl1 O3 1.440(4) . ?
Cl1 O2 1.422(5) . ?
Cl1 O4 1.431(4) . ?
Cl1 O1 1.437(5) . ?
O9A H9AA 0.9052 . ?
O9A H9AB 0.8939 . ?
O8A Cl2A 1.407(14) . ?
Cl2A O6A 1.436(13) . ?
Cl2A O5A 1.426(13) . ?
Cl2A O7A 1.468(14) . ?

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
H9C O9 H9D 114.7 . . ?
N6 Co1 N3 78.82(17) . . ?
N6 Co1 N5 86.58(14) . . ?
N6 Co1 N4 89.90(13) . . ?
N6 Co1 N1 108.77(16) . . ?
N5 Co1 N3 106.26(15) . . ?
N5 Co1 N1 79.84(15) . . ?
N2 Co1 N6 167.61(17) . . ?
N2 Co1 N3 92.11(17) . . ?
N2 Co1 N5 87.92(13) . . ?
N2 Co1 N4 97.24(13) . . ?
N2 Co1 N1 81.10(16) . . ?
N4 Co1 N3 81.98(15) . . ?
N4 Co1 N5 170.18(15) . . ?
N4 Co1 N1 92.67(15) . . ?
N1 Co1 N3 170.81(15) . . ?
C19 C18 C17 118.7(5) . . ?
N6 C18 C19 122.7(5) . . ?
N6 C18 C17 118.5(4) . . ?
O8 Cl2 O5 111.7(6) . . ?
O8 Cl2 O6 111.9(6) . . ?
O8 Cl2 O7 108.9(6) . . ?
O5 Cl2 O6 108.0(5) . . ?
O5 Cl2 O7 109.9(6) . . ?
O6 Cl2 O7 106.3(6) . . ?
C21 C22 H22 119.3 . . ?
N6 C22 H22 119.3 . . ?
N6 C22 C21 121.4(5) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 C22 119.6(5) . . ?
C20 C21 H21 120.2 . . ?
C21 C20 H20 119.9 . . ?
C21 C20 C19 120.3(5) . . ?
C19 C20 H20 119.9 . . ?
C18 C19 H19 121.2 . . ?
C20 C19 C18 117.6(5) . . ?
C20 C19 H19 121.2 . . ?
C18 N6 Co1 115.6(3) . . ?
C22 N6 Co1 125.9(4) . . ?
C22 N6 C18 118.4(4) . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.8 . . ?
N3 C17 C18 113.2(4) . . ?
N3 C17 H17A 108.9 . . ?
N3 C17 H17B 108.9 . . ?
H5A C5 H5B 107.4 . . ?
C4 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
N3 C5 H5A 108.3 . . ?
N3 C5 H5B 108.3 . . ?
N3 C5 C4 115.9(5) . . ?
C5 C4 H4A 108.0 . . ?
C5 C4 H4B 108.0 . . ?
C5 C4 C3 117.0(5) . . ?
H4A C4 H4B 107.3 . . ?
C3 C4 H4A 108.0 . . ?
C3 C4 H4B 108.0 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
N2 C3 C4 112.5(4) . . ?
N2 C3 H3A 109.1 . . ?
N2 C3 H3B 109.1 . . ?
N5 C12 C11 116.8(4) . . ?
N5 C12 C13 122.8(5) . . ?
C13 C12 C11 120.4(5) . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.8 . . ?
N1 C11 C12 113.2(4) . . ?
N1 C11 H11A 108.9 . . ?
N1 C11 H11B 108.9 . . ?
H10A C10 H10B 107.5 . . ?
C9 C10 H10A 108.4 . . ?
C9 C10 H10B 108.4 . . ?
N1 C10 H10A 108.4 . . ?
N1 C10 H10B 108.4 . . ?
N1 C10 C9 115.5(4) . . ?
C10 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
H9A C9 H9B 107.4 . . ?
C8 C9 C10 115.7(4) . . ?
C8 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
N4 C8 C9 111.6(4) . . ?
N4 C8 H8A 109.3 . . ?
N4 C8 H8B 109.3 . . ?
H7A C7 H7B 108.4 . . ?
C6 C7 H7A 110.1 . . ?
C6 C7 H7B 110.1 . . ?
N4 C7 H7A 110.1 . . ?
N4 C7 H7B 110.1 . . ?
N4 C7 C6 108.2(4) . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C7 C6 N3 112.3(4) . . ?
H6A C6 H6B 107.9 . . ?
N3 C6 H6A 109.1 . . ?
N3 C6 H6B 109.1 . . ?
C17 N3 Co1 108.7(3) . . ?
C17 N3 C6 108.4(4) . . ?
C5 N3 Co1 117.1(3) . . ?
C5 N3 C17 108.3(4) . . ?
C5 N3 C6 109.0(4) . . ?
C6 N3 Co1 105.0(3) . . ?
C12 N5 Co1 114.2(3) . . ?
C16 N5 Co1 126.9(3) . . ?
C16 N5 C12 118.6(4) . . ?
Co1 N2 H2 100.6 . . ?
C3 N2 Co1 117.1(3) . . ?
C3 N2 H2 118.0 . . ?
C3 N2 C2 113.5(3) . . ?
C2 N2 Co1 108.4(3) . . ?
C2 N2 H2 96.7 . . ?
Co1 N4 H4 107.7 . . ?
C8 N4 Co1 114.5(3) . . ?
C8 N4 C7 113.0(3) . . ?
C8 N4 H4 108.2 . . ?
C7 N4 Co1 107.1(3) . . ?
C7 N4 H4 105.9 . . ?
C12 C13 H13 121.0 . . ?
C14 C13 C12 118.0(5) . . ?
C14 C13 H13 121.0 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.4(5) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 121.9 . . ?
C16 C15 C14 116.3(5) . . ?
C16 C15 H15 121.9 . . ?
N5 C16 C15 122.9(5) . . ?
N5 C16 H16 118.5 . . ?
C15 C16 H16 118.5 . . ?
N2 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C1 C2 N2 108.2(4) . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
C2 C1 N1 111.9(4) . . ?
H1A C1 H1B 107.9 . . ?
N1 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
O2 Cl1 O3 109.8(3) . . ?
O2 Cl1 O4 107.8(4) . . ?
O2 Cl1 O1 111.9(4) . . ?
O4 Cl1 O3 109.5(3) . . ?
O4 Cl1 O1 108.4(3) . . ?
O1 Cl1 O3 109.5(3) . . ?
C11 N1 Co1 107.6(3) . . ?
C11 N1 C1 109.4(4) . . ?
C10 N1 Co1 116.2(3) . . ?
C10 N1 C11 108.3(4) . . ?
C10 N1 C1 108.7(4) . . ?
C1 N1 Co1 106.6(3) . . ?
H9AA O9A H9AB 101.5 . . ?
O8A Cl2A O6A 109.8(13) . . ?
O8A Cl2A O5A 110.2(13) . . ?
O8A Cl2A O7A 107.1(13) . . ?
O6A Cl2A O7A 114.3(13) . . ?
O5A Cl2A O6A 111.4(11) . . ?
O5A Cl2A O7A 103.8(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N5 C16 C15 -172.3(4) . . . . ?
Co1 N2 C2 C1 45.1(4) . . . . ?
C18 C17 N3 Co1 -24.6(5) . . . . ?
C18 C17 N3 C5 -152.9(4) . . . . ?
C18 C17 N3 C6 89.0(5) . . . . ?
C22 C21 C20 C19 -0.2(7) . . . . ?
C21 C22 N6 Co1 176.6(3) . . . . ?
C21 C22 N6 C18 -0.8(7) . . . . ?
C21 C20 C19 C18 -0.5(7) . . . . ?
C19 C18 N6 Co1 -177.6(4) . . . . ?
C19 C18 N6 C22 0.1(7) . . . . ?
C19 C18 C17 N3 -165.5(4) . . . . ?
N6 C18 C19 C20 0.6(7) . . . . ?
N6 C18 C17 N3 19.1(6) . . . . ?
N6 C22 C21 C20 0.9(7) . . . . ?
C17 C18 C19 C20 -174.5(4) . . . . ?
C17 C18 N6 Co1 -2.5(5) . . . . ?
C17 C18 N6 C22 175.2(4) . . . . ?
C5 C4 C3 N2 72.5(6) . . . . ?
C4 C5 N3 Co1 47.0(5) . . . . ?
C4 C5 N3 C17 170.3(4) . . . . ?
C4 C5 N3 C6 -71.9(6) . . . . ?
C4 C3 N2 Co1 -58.4(5) . . . . ?
C4 C3 N2 C2 174.0(5) . . . . ?
C3 N2 C2 C1 177.0(4) . . . . ?
C12 C11 N1 Co1 -31.3(5) . . . . ?
C12 C11 N1 C10 -157.6(4) . . . . ?
C12 C11 N1 C1 84.1(5) . . . . ?
C12 N5 C16 C15 0.2(7) . . . . ?
C12 C13 C14 C15 -1.3(9) . . . . ?
C11 C12 N5 Co1 -10.9(5) . . . . ?
C11 C12 N5 C16 175.7(4) . . . . ?
C11 C12 C13 C14 -175.1(5) . . . . ?
C10 C9 C8 N4 76.4(5) . . . . ?
C9 C10 N1 Co1 48.0(5) . . . . ?
C9 C10 N1 C11 169.2(4) . . . . ?
C9 C10 N1 C1 -72.1(5) . . . . ?
C9 C8 N4 Co1 -62.7(4) . . . . ?
C9 C8 N4 C7 174.3(4) . . . . ?
C7 C6 N3 Co1 34.9(5) . . . . ?
C7 C6 N3 C17 -81.2(5) . . . . ?
C7 C6 N3 C5 161.1(4) . . . . ?
C6 C7 N4 Co1 47.4(4) . . . . ?
C6 C7 N4 C8 174.4(4) . . . . ?
N3 C5 C4 C3 -67.0(6) . . . . ?
N5 C12 C11 N1 29.5(6) . . . . ?
N5 C12 C13 C14 3.1(8) . . . . ?
N2 C2 C1 N1 -55.1(5) . . . . ?
N4 C7 C6 N3 -57.0(5) . . . . ?
C13 C12 C11 N1 -152.2(5) . . . . ?
C13 C12 N5 Co1 170.9(4) . . . . ?
C13 C12 N5 C16 -2.5(7) . . . . ?
C13 C14 C15 C16 -0.8(9) . . . . ?
C14 C15 C16 N5 1.4(8) . . . . ?
C2 C1 N1 Co1 35.7(5) . . . . ?
C2 C1 N1 C11 -80.3(5) . . . . ?
C2 C1 N1 C10 161.6(4) . . . . ?
N1 C10 C9 C8 -68.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5698(14)
2 0.4302(14)

####################################################################### 
# 
# 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_co_trans
_database_code_depnum_ccdc_archive 'CCDC 2057934'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Department of Inorganic Chemistry, Faculty of Science, Charles University
Czech Republic
;
_audit_update_record             
;
2021-01-22 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H34 Co N6, 2(Cl O4)'
_chemical_formula_sum            'C22 H34 Cl2 Co N6 O8'
_chemical_formula_weight         640.38
_chemical_melting_point          ?
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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.2833(6)
_cell_length_b                   14.1761(10)
_cell_length_c                   10.5176(7)
_cell_angle_alpha                90
_cell_angle_beta                 110.258(2)
_cell_angle_gamma                90
_cell_volume                     1298.51(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9789
_cell_measurement_temperature    120.(2)
_cell_measurement_theta_max      27.5352
_cell_measurement_theta_min      2.7449
_shelx_estimated_absorpt_T_max   0.903
_shelx_estimated_absorpt_T_min   0.808
_exptl_absorpt_coefficient_mu    0.927
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             666
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.112
_exptl_special_details           
;

;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            28808
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.549
_diffrn_reflns_theta_min         2.515
_diffrn_ambient_temperature      120.01
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2863
_reflns_number_total             2993
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.420
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0155(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2993
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0234
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+0.9724P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0615
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C3(H3A,H3B), C2(H2A,H2B), C6(H6A,H6B), C5(H5A,H5B), C1(H1A,H1B)
1.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C11(H11), C10(H10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co01 Co 0.5000 0.5000 0.5000 0.00881(8) Uani 1 2 d S . P . .
Cl1 Cl 0.35226(3) 0.84519(2) 0.61181(3) 0.01418(9) Uani 1 1 d . . . . .
N1 N 0.37686(12) 0.53333(7) 0.30297(10) 0.0108(2) Uani 1 1 d . . . . .
N2 N 0.35500(12) 0.58257(8) 0.54946(11) 0.0119(2) Uani 1 1 d . . . . .
O1 O 0.40623(13) 0.93345(8) 0.67708(13) 0.0316(3) Uani 1 1 d . . . . .
O2 O 0.43223(14) 0.82196(10) 0.52104(12) 0.0334(3) Uani 1 1 d . . . . .
O3 O 0.37869(16) 0.77132(9) 0.71119(12) 0.0364(3) Uani 1 1 d . . . . .
O4 O 0.18983(11) 0.85139(8) 0.53643(11) 0.0235(2) Uani 1 1 d . . . . .
C8 C 0.06509(15) 0.36019(9) 0.28937(13) 0.0146(2) Uani 1 1 d . . . . .
H8 H -0.0110 0.3791 0.2066 0.019(4) Uiso 1 1 calc R . . . .
C4 C 0.29462(14) 0.54715(10) 0.65372(13) 0.0153(3) Uani 1 1 d . . . . .
H4A H 0.2390 0.4872 0.6223 0.020(4) Uiso 1 1 calc R . . . .
H4B H 0.2209 0.5935 0.6663 0.020(4) Uiso 1 1 calc R . . . .
C3 C 0.22894(14) 0.61221(9) 0.42421(13) 0.0143(2) Uani 1 1 d . . . . .
H3A H 0.1839 0.6726 0.4395 0.016(4) Uiso 1 1 calc R . . . .
H3B H 0.1469 0.5639 0.3975 0.015(4) Uiso 1 1 calc R . . . .
C9 C 0.03127(15) 0.29456(9) 0.37226(14) 0.0166(3) Uani 1 1 d . . . . .
H9 H -0.0690 0.2686 0.3483 0.023(4) Uiso 1 1 calc R . . . .
C7 C 0.21262(14) 0.39814(8) 0.32917(13) 0.0120(2) Uani 1 1 d . . . . .
C2 C 0.29834(15) 0.62356(9) 0.31481(13) 0.0144(2) Uani 1 1 d . . . . .
H2A H 0.2170 0.6384 0.2274 0.020(4) Uiso 1 1 calc R . . . .
H2B H 0.3733 0.6760 0.3381 0.014(4) Uiso 1 1 calc R . . . .
C6 C 0.25711(14) 0.46126(9) 0.23467(12) 0.0133(2) Uani 1 1 d . . . . .
H6A H 0.2956 0.4216 0.1758 0.020(4) Uiso 1 1 calc R . . . .
H6B H 0.1641 0.4944 0.1756 0.017(4) Uiso 1 1 calc R . . . .
C11 C 0.28894(16) 0.30941(10) 0.52318(13) 0.0183(3) Uani 1 1 d . . . . .
H11 H 0.3675 0.2903 0.6043 0.024(5) Uiso 1 1 calc R . . . .
C5 C 0.42283(15) 0.53087(10) 0.78837(13) 0.0157(3) Uani 1 1 d . . . . .
H5A H 0.3765 0.5174 0.8582 0.025(5) Uiso 1 1 calc R . . . .
H5B H 0.4832 0.5897 0.8150 0.019(4) Uiso 1 1 calc R . . . .
C1 C 0.46851(14) 0.54920(9) 0.21249(13) 0.0139(2) Uani 1 1 d . . . . .
H1A H 0.5292 0.6077 0.2414 0.015(4) Uiso 1 1 calc R . . . .
H1B H 0.3967 0.5591 0.1188 0.016(4) Uiso 1 1 calc R . . . .
C10 C 0.14633(17) 0.26734(9) 0.49095(14) 0.0185(3) Uani 1 1 d . . . . .
H10 H 0.1276 0.2210 0.5486 0.027(5) Uiso 1 1 calc R . . . .
N3 N 0.32307(12) 0.37569(8) 0.44662(11) 0.0146(2) Uani 1 1 d . . . . .
H2 H 0.4083(19) 0.6343(12) 0.5824(17) 0.014(4) Uiso 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
Co01 N1 2.0455(10) . ?
Co01 N1 2.0455(10) 3_666 ?
Co01 N2 1.9843(10) . ?
Co01 N2 1.9843(10) 3_666 ?
Co01 N3 2.3409(11) . ?
Co01 N3 2.3410(11) 3_666 ?
Cl1 O1 1.4316(11) . ?
Cl1 O2 1.4359(11) . ?
Cl1 O3 1.4393(11) . ?
Cl1 O4 1.4430(10) . ?
N1 C2 1.4987(16) . ?
N1 C6 1.4975(15) . ?
N1 C1 1.4970(15) . ?
N2 C4 1.4813(16) . ?
N2 C3 1.4879(16) . ?
N2 H2 0.886(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.3834(19) . ?
C8 C7 1.3940(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.5192(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.5094(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(2) . ?
C7 C6 1.4977(17) . ?
C7 N3 1.3422(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C10 1.3830(19) . ?
C11 N3 1.3447(17) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C1 1.5207(18) 3_666 ?
C1 C5 1.5207(18) 3_666 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co01 N1 180.0 3_666 . ?
N1 Co01 N3 99.71(4) . 3_666 ?
N1 Co01 N3 80.29(4) . . ?
N1 Co01 N3 80.29(4) 3_666 3_666 ?
N1 Co01 N3 99.71(4) 3_666 . ?
N2 Co01 N1 93.58(4) . 3_666 ?
N2 Co01 N1 86.42(4) 3_666 3_666 ?
N2 Co01 N1 93.58(4) 3_666 . ?
N2 Co01 N1 86.42(4) . . ?
N2 Co01 N2 180.00(5) . 3_666 ?
N2 Co01 N3 91.35(4) 3_666 3_666 ?
N2 Co01 N3 91.35(4) . . ?
N2 Co01 N3 88.65(4) 3_666 . ?
N2 Co01 N3 88.65(4) . 3_666 ?
N3 Co01 N3 180.0 . 3_666 ?
O1 Cl1 O2 110.09(8) . . ?
O1 Cl1 O3 110.14(8) . . ?
O1 Cl1 O4 109.63(7) . . ?
O2 Cl1 O3 108.57(8) . . ?
O2 Cl1 O4 109.34(7) . . ?
O3 Cl1 O4 109.04(7) . . ?
C2 N1 Co01 103.31(7) . . ?
C6 N1 Co01 112.96(7) . . ?
C6 N1 C2 108.70(10) . . ?
C1 N1 Co01 115.94(8) . . ?
C1 N1 C2 108.93(9) . . ?
C1 N1 C6 106.77(9) . . ?
Co01 N2 H2 104.7(11) . . ?
C4 N2 Co01 117.33(8) . . ?
C4 N2 C3 111.59(10) . . ?
C4 N2 H2 107.1(11) . . ?
C3 N2 Co01 109.36(8) . . ?
C3 N2 H2 105.9(11) . . ?
C9 C8 H8 120.5 . . ?
C9 C8 C7 118.95(12) . . ?
C7 C8 H8 120.5 . . ?
N2 C4 H4A 109.3 . . ?
N2 C4 H4B 109.3 . . ?
N2 C4 C5 111.50(10) . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
N2 C3 H3A 110.3 . . ?
N2 C3 H3B 110.3 . . ?
N2 C3 C2 107.02(10) . . ?
H3A C3 H3B 108.6 . . ?
C2 C3 H3A 110.3 . . ?
C2 C3 H3B 110.3 . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.82(12) . . ?
C10 C9 H9 120.6 . . ?
C8 C7 C6 119.95(11) . . ?
N3 C7 C8 122.88(12) . . ?
N3 C7 C6 117.01(11) . . ?
N1 C2 C3 108.70(10) . . ?
N1 C2 H2A 110.0 . . ?
N1 C2 H2B 110.0 . . ?
C3 C2 H2A 110.0 . . ?
C3 C2 H2B 110.0 . . ?
H2A C2 H2B 108.3 . . ?
N1 C6 C7 114.75(10) . . ?
N1 C6 H6A 108.6 . . ?
N1 C6 H6B 108.6 . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C10 C11 H11 118.0 . . ?
N3 C11 H11 118.0 . . ?
N3 C11 C10 123.96(13) . . ?
C4 C5 H5A 108.6 . . ?
C4 C5 H5B 108.6 . . ?
C4 C5 C1 114.52(11) . 3_666 ?
H5A C5 H5B 107.6 . . ?
C1 C5 H5A 108.6 3_666 . ?
C1 C5 H5B 108.6 3_666 . ?
N1 C1 C5 114.57(10) . 3_666 ?
N1 C1 H1A 108.6 . . ?
N1 C1 H1B 108.6 . . ?
C5 C1 H1A 108.6 3_666 . ?
C5 C1 H1B 108.6 3_666 . ?
H1A C1 H1B 107.6 . . ?
C9 C10 H10 120.9 . . ?
C11 C10 C9 118.30(12) . . ?
C11 C10 H10 120.9 . . ?
C7 N3 Co01 106.93(8) . . ?
C7 N3 C11 116.97(11) . . ?
C11 N3 Co01 132.35(9) . . ?

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
Co01 N1 C2 C3 -46.51(11) . . . . ?
Co01 N1 C6 C7 19.59(13) . . . . ?
Co01 N1 C1 C5 53.41(12) . . . 3_666 ?
Co01 N2 C4 C5 61.29(13) . . . . ?
Co01 N2 C3 C2 -34.75(11) . . . . ?
N2 C4 C5 C1 -67.40(14) . . . 3_666 ?
N2 C3 C2 N1 55.17(13) . . . . ?
C8 C9 C10 C11 1.97(19) . . . . ?
C8 C7 C6 N1 150.86(11) . . . . ?
C8 C7 N3 Co01 -156.95(10) . . . . ?
C8 C7 N3 C11 3.94(18) . . . . ?
C4 N2 C3 C2 -166.23(10) . . . . ?
C3 N2 C4 C5 -171.43(10) . . . . ?
C9 C8 C7 C6 173.43(12) . . . . ?
C9 C8 C7 N3 -1.78(19) . . . . ?
C7 C8 C9 C10 -1.28(19) . . . . ?
C2 N1 C6 C7 -94.44(12) . . . . ?
C2 N1 C1 C5 169.36(10) . . . 3_666 ?
C6 N1 C2 C3 73.71(12) . . . . ?
C6 N1 C1 C5 -73.43(13) . . . 3_666 ?
C6 C7 N3 Co01 27.71(13) . . . . ?
C6 C7 N3 C11 -171.39(11) . . . . ?
C1 N1 C2 C3 -170.31(10) . . . . ?
C1 N1 C6 C7 148.19(11) . . . . ?
C10 C11 N3 Co01 151.71(11) . . . . ?
C10 C11 N3 C7 -3.2(2) . . . . ?
N3 C7 C6 N1 -33.66(16) . . . . ?
N3 C11 C10 C9 0.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_01_250
_database_code_depnum_ccdc_archive 'CCDC 2057935'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Department of Inorganic Chemistry, Faculty of Science, Charles University
Czech Republic
;
_audit_update_record             
;
2021-01-22 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H34 Fe N6, 2(Cl O4), H2 O'
_chemical_formula_sum            'C22 H36 Cl2 Fe N6 O9'
_chemical_formula_weight         655.32
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.9415(6)
_cell_length_b                   14.1336(8)
_cell_length_c                   19.9165(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.212(2)
_cell_angle_gamma                90
_cell_volume                     2798.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9725
_cell_measurement_temperature    250.(2)
_cell_measurement_theta_max      25.9694
_cell_measurement_theta_min      2.5048
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.735
_exptl_absorpt_coefficient_mu    0.791
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow-green
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.414
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.064
_exptl_special_details           
;

;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            45073
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.040
_diffrn_reflns_theta_min         2.286
_diffrn_ambient_temperature      250.0
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5081
_reflns_number_total             5506
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.10'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         5506
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0449
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0490P)²+3.1966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1145
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6476(12)
 0.3524(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Rigid body (RIGU) restrains
 Cl2, O7, O5, O6, O8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl2A, O6A, O5A, O7A, O8A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(O9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(1)
 Sof(O9)=Sof(H9C)=Sof(H9D)=FVAR(1)
 Sof(O8A)=Sof(Cl2A)=Sof(O5A)=Sof(O6A)=Sof(O7A)=1-FVAR(2)
 Sof(Cl2)=Sof(O5)=Sof(O6)=Sof(O8)=Sof(O7)=FVAR(2)
5.a Riding coordinates:
 O9(H9C,H9D), O9A(H9AA,H9AB)
5.b Ternary CH refined with riding coordinates:
 N2(H2), N4(H4)
5.c Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C17(H17A,H17B), C11(H11A,H11B), C4(H4A,H4B), C2(H2A,H2B),
 C5(H5A,H5B), C9(H9A,H9B), C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C1(H1A,H1B),
 C8(H8A,H8B)
5.d Aromatic/amide H refined with riding coordinates:
 C16(H16), C14(H14), C13(H13), C20(H20), C21(H21), C19(H19), C22(H22), C15(H15)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe01 Fe 0.77056(5) 0.76771(3) 0.14716(2) 0.02779(12) Uani 1 1 d . . . . .
C16 C 0.8234(5) 0.9855(3) 0.1205(2) 0.0476(10) Uani 1 1 d . . . . .
H16 H 0.9145 0.9709 0.1280 0.057 Uiso 1 1 calc R U . . .
Cl2 Cl 0.2669(7) 0.9866(6) 0.4610(4) 0.0429(10) Uani 0.660(12) 1 d . U P A 1
C14 C 0.6556(6) 1.0955(3) 0.0891(3) 0.0617(13) Uani 1 1 d . . . . .
H14 H 0.6291 1.1564 0.0756 0.074 Uiso 1 1 calc R U . . .
Cl1 Cl 0.29603(12) 0.57734(9) 0.33801(6) 0.0586(3) Uani 1 1 d . . . . .
C13 C 0.5616(6) 1.0273(3) 0.0965(3) 0.0578(12) Uani 1 1 d . . . . .
H13 H 0.4706 1.0398 0.0870 0.069 Uiso 1 1 calc R U . . .
C10 C 0.4695(4) 0.6991(3) 0.1631(2) 0.0458(9) Uani 1 1 d . . . . .
H10A H 0.3796 0.6962 0.1429 0.055 Uiso 1 1 calc R U . . .
H10B H 0.4595 0.7250 0.2085 0.055 Uiso 1 1 calc R U . . .
C18 C 0.9306(4) 0.8106(3) 0.2714(2) 0.0410(9) Uani 1 1 d . . . . .
C20 C 0.8685(6) 0.8576(3) 0.3814(2) 0.0624(15) Uani 1 1 d . . . . .
H20 H 0.8909 0.8766 0.4253 0.075 Uiso 1 1 calc R U . . .
C21 C 0.7368(6) 0.8502(3) 0.36296(19) 0.0515(10) Uani 1 1 d . . . . .
H21 H 0.6679 0.8643 0.3936 0.062 Uiso 1 1 calc R U . . .
C17 C 1.0388(4) 0.7968(4) 0.2203(2) 0.0516(11) Uani 1 1 d . . . . .
H17A H 1.0745 0.8589 0.2076 0.062 Uiso 1 1 calc R U . . .
H17B H 1.1124 0.7608 0.2408 0.062 Uiso 1 1 calc R U . . .
C19 C 0.9682(5) 0.8375(3) 0.3365(2) 0.0538(11) Uani 1 1 d . . . . .
H19 H 1.0593 0.8417 0.3489 0.065 Uiso 1 1 calc R U . . .
C11 C 0.4998(4) 0.8622(3) 0.1333(2) 0.0457(10) Uani 1 1 d . . . . .
H11A H 0.4700 0.8689 0.1799 0.055 Uiso 1 1 calc R U . . .
H11B H 0.4211 0.8712 0.1042 0.055 Uiso 1 1 calc R U . . .
C4 C 1.0331(5) 0.7474(4) 0.0317(2) 0.0561(12) Uani 1 1 d . . . . .
H4A H 1.0244 0.6783 0.0320 0.067 Uiso 1 1 calc R U . . .
H4B H 1.1046 0.7634 -0.0001 0.067 Uiso 1 1 calc R U . . .
C2 C 0.6538(5) 0.7795(3) 0.0094(2) 0.0433(10) Uani 1 1 d . . . . .
H2A H 0.6467 0.7571 -0.0370 0.052 Uiso 1 1 calc R U . . .
H2B H 0.6486 0.8487 0.0093 0.052 Uiso 1 1 calc R U . . .
C5 C 1.0780(5) 0.7788(3) 0.1014(2) 0.0519(11) Uani 1 1 d . . . . .
H5A H 1.1699 0.7561 0.1089 0.062 Uiso 1 1 calc R U . . .
H5B H 1.0809 0.8481 0.1021 0.062 Uiso 1 1 calc R U . . .
C9 C 0.5231(4) 0.5993(3) 0.1690(2) 0.0468(10) Uani 1 1 d . . . . .
H9A H 0.5394 0.5752 0.1236 0.056 Uiso 1 1 calc R U . . .
H9B H 0.4529 0.5598 0.1890 0.056 Uiso 1 1 calc R U . . .
O5 O 0.2764(13) 0.9684(11) 0.5340(5) 0.064(3) Uani 0.660(12) 1 d . U P A 1
O6 O 0.2345(16) 1.0879(7) 0.4587(5) 0.059(2) Uani 0.660(12) 1 d . U P A 1
C3 C 0.9016(5) 0.7892(4) 0.0055(2) 0.0497(11) Uani 1 1 d . . . . .
H3A H 0.9024 0.8578 0.0125 0.060 Uiso 1 1 calc R U . . .
H3B H 0.8946 0.7775 -0.0428 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6014(4) 0.9390(3) 0.11830(19) 0.0402(9) Uani 1 1 d . . . . .
O2 O 0.2886(5) 0.5267(3) 0.3999(2) 0.0937(14) Uani 1 1 d . . . . .
O1 O 0.1968(5) 0.6476(4) 0.3393(3) 0.1123(18) Uani 1 1 d . . . . .
C22 C 0.7062(5) 0.8212(3) 0.29727(19) 0.0458(10) Uani 1 1 d . . . . .
H22 H 0.6155 0.8145 0.2845 0.055 Uiso 1 1 calc R U . . .
N2 N 0.7831(4) 0.7485(2) 0.03921(15) 0.0384(7) Uani 1 1 d . . . . .
H2 H 0.7881 0.6794 0.0317 0.046 Uiso 1 1 calc R U . . .
C6 C 1.0110(4) 0.6416(3) 0.1674(2) 0.0475(10) Uani 1 1 d . . . . .
H6A H 1.0152 0.6114 0.1232 0.057 Uiso 1 1 calc R U . . .
H6B H 1.0965 0.6294 0.1905 0.057 Uiso 1 1 calc R U . . .
N1 N 0.5519(3) 0.7652(2) 0.12352(16) 0.0364(7) Uani 1 1 d . . . . .
C7 C 0.8983(4) 0.5981(3) 0.2070(2) 0.0408(9) Uani 1 1 d . . . . .
H7A H 0.9120 0.5296 0.2109 0.049 Uiso 1 1 calc R U . . .
H7B H 0.8964 0.6250 0.2523 0.049 Uiso 1 1 calc R U . . .
N4 N 0.7694(3) 0.61774(19) 0.17195(13) 0.0333(6) Uani 1 1 d . . . . .
H4 H 0.7703 0.5821 0.1291 0.040 Uiso 1 1 calc R U . . .
C1 C 0.5422(5) 0.7391(3) 0.0506(2) 0.0436(10) Uani 1 1 d . . . . .
H1A H 0.5433 0.6700 0.0465 0.052 Uiso 1 1 calc R U . . .
H1B H 0.4560 0.7617 0.0327 0.052 Uiso 1 1 calc R U . . .
N5 N 0.7319(3) 0.91808(19) 0.12903(15) 0.0363(7) Uani 1 1 d . . . . .
N6 N 0.8019(4) 0.8028(2) 0.25249(15) 0.0401(8) Uani 1 1 d . . . . .
N3 N 0.9938(3) 0.7468(2) 0.15837(18) 0.0393(7) Uani 1 1 d . . . . .
C8 C 0.6505(4) 0.5869(3) 0.2097(2) 0.0405(9) Uani 1 1 d . . . . .
H8A H 0.6438 0.6238 0.2512 0.049 Uiso 1 1 calc R U . . .
H8B H 0.6607 0.5201 0.2220 0.049 Uiso 1 1 calc R U . . .
O4 O 0.4225(4) 0.6257(5) 0.3330(3) 0.118(2) Uani 1 1 d . . . . .
C15 C 0.7893(6) 1.0771(3) 0.1009(3) 0.0599(13) Uani 1 1 d . . . . .
H15 H 0.8550 1.1244 0.0959 0.072 Uiso 1 1 calc R U . . .
O8 O 0.3801(9) 0.9621(6) 0.4254(4) 0.097(3) Uani 0.660(12) 1 d . U P A 1
O7 O 0.1535(10) 0.9326(6) 0.4414(5) 0.101(3) Uani 0.660(12) 1 d . U P A 1
O3 O 0.2769(11) 0.5176(5) 0.2846(3) 0.178(3) Uani 1 1 d . . . . .
O9 O 0.379(2) 0.900(3) 0.2869(8) 0.081(8) Uani 0.34(5) 1 d . . P B 1
H9C H 0.3475 0.9426 0.2572 0.121 Uiso 0.34(5) 1 d R U P B 1
H9D H 0.3771 0.9089 0.3295 0.121 Uiso 0.34(5) 1 d R U P B 1
O9A O 0.3755(13) 0.840(3) 0.3029(12) 0.140(9) Uani 0.66(5) 1 d . . P B 2
H9AA H 0.3127 0.8711 0.3228 0.5(3) Uiso 0.66(5) 1 d R . P B 2
H9AB H 0.3835 0.7738 0.3186 1.0(7) Uiso 0.66(5) 1 d R . P B 2
O8A O 0.261(2) 0.9235(11) 0.4176(6) 0.101(5) Uani 0.340(12) 1 d . U P A 2
Cl2A Cl 0.2344(14) 0.9925(11) 0.4702(7) 0.0402(18) Uani 0.340(12) 1 d . U P A 2
O5A O 0.318(2) 0.971(2) 0.5238(10) 0.050(4) Uani 0.340(12) 1 d . U P A 2
O6A O 0.253(3) 1.0775(15) 0.4395(10) 0.058(4) Uani 0.340(12) 1 d . U P A 2
O7A O 0.0891(14) 0.9748(12) 0.4767(8) 0.085(4) Uani 0.340(12) 1 d . U P A 2


_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
Fe01 N2 2.171(3) . ?
Fe01 N1 2.223(3) . ?
Fe01 N4 2.176(3) . ?
Fe01 N5 2.189(3) . ?
Fe01 N6 2.177(3) . ?
Fe01 N3 2.249(3) . ?
C16 H16 0.9400 . ?
C16 N5 1.329(5) . ?
C16 C15 1.394(6) . ?
Cl2 O5 1.481(14) . ?
Cl2 O6 1.468(14) . ?
Cl2 O8 1.376(9) . ?
Cl2 O7 1.415(10) . ?
C14 H14 0.9400 . ?
C14 C13 1.351(8) . ?
C14 C15 1.373(8) . ?
Cl1 O2 1.427(4) . ?
Cl1 O1 1.400(4) . ?
Cl1 O4 1.434(5) . ?
Cl1 O3 1.372(5) . ?
C13 H13 0.9400 . ?
C13 C12 1.379(6) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 C9 1.512(6) . ?
C10 N1 1.473(5) . ?
C18 C17 1.498(6) . ?
C18 C19 1.399(6) . ?
C18 N6 1.336(5) . ?
C20 H20 0.9400 . ?
C20 C21 1.362(8) . ?
C20 C19 1.368(7) . ?
C21 H21 0.9400 . ?
C21 C22 1.404(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 N3 1.489(5) . ?
C19 H19 0.9400 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 C12 1.513(6) . ?
C11 N1 1.479(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 C5 1.523(7) . ?
C4 C3 1.526(7) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 N2 1.479(5) . ?
C2 C1 1.496(6) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 N3 1.483(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C8 1.512(6) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 N2 1.474(6) . ?
C12 N5 1.347(5) . ?
C22 H22 0.9400 . ?
C22 N6 1.333(5) . ?
N2 H2 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 C7 1.504(6) . ?
C6 N3 1.507(5) . ?
N1 C1 1.501(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 N4 1.484(5) . ?
N4 H4 0.9900 . ?
N4 C8 1.469(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C15 H15 0.9400 . ?
O9 H9C 0.9049 . ?
O9 H9D 0.8598 . ?
O9A H9AA 0.8593 . ?
O9A H9AB 0.9954 . ?
O8A Cl2A 1.455(17) . ?
Cl2A O5A 1.39(3) . ?
Cl2A O6A 1.36(3) . ?
Cl2A O7A 1.472(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
N2 Fe01 N1 81.25(13) . . ?
N2 Fe01 N4 95.94(11) . . ?
N2 Fe01 N5 88.20(11) . . ?
N2 Fe01 N6 166.95(14) . . ?
N2 Fe01 N3 91.24(14) . . ?
N1 Fe01 N3 169.34(12) . . ?
N4 Fe01 N1 91.51(12) . . ?
N4 Fe01 N5 169.02(13) . . ?
N4 Fe01 N6 90.24(11) . . ?
N4 Fe01 N3 81.69(12) . . ?
N5 Fe01 N1 79.04(12) . . ?
N5 Fe01 N3 108.46(12) . . ?
N6 Fe01 N1 110.14(13) . . ?
N6 Fe01 N5 87.83(11) . . ?
N6 Fe01 N3 78.26(13) . . ?
N5 C16 H16 118.8 . . ?
N5 C16 C15 122.4(5) . . ?
C15 C16 H16 118.8 . . ?
O6 Cl2 O5 102.3(9) . . ?
O8 Cl2 O5 114.4(9) . . ?
O8 Cl2 O6 114.2(8) . . ?
O8 Cl2 O7 112.0(8) . . ?
O7 Cl2 O5 103.0(8) . . ?
O7 Cl2 O6 110.1(9) . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.1(4) . . ?
C15 C14 H14 119.5 . . ?
O2 Cl1 O4 110.3(3) . . ?
O1 Cl1 O2 107.5(3) . . ?
O1 Cl1 O4 106.3(4) . . ?
O3 Cl1 O2 110.7(4) . . ?
O3 Cl1 O1 110.8(5) . . ?
O3 Cl1 O4 111.0(5) . . ?
C14 C13 H13 120.6 . . ?
C14 C13 C12 118.8(5) . . ?
C12 C13 H13 120.6 . . ?
H10A C10 H10B 107.4 . . ?
C9 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
N1 C10 H10A 108.3 . . ?
N1 C10 H10B 108.3 . . ?
N1 C10 C9 115.9(3) . . ?
C19 C18 C17 118.4(4) . . ?
N6 C18 C17 119.1(3) . . ?
N6 C18 C19 122.4(4) . . ?
C21 C20 H20 119.8 . . ?
C21 C20 C19 120.3(4) . . ?
C19 C20 H20 119.8 . . ?
C20 C21 H21 120.7 . . ?
C20 C21 C22 118.6(5) . . ?
C22 C21 H21 120.7 . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
N3 C17 C18 114.3(3) . . ?
N3 C17 H17A 108.7 . . ?
N3 C17 H17B 108.7 . . ?
C18 C19 H19 121.0 . . ?
C20 C19 C18 118.1(5) . . ?
C20 C19 H19 121.0 . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
N1 C11 H11A 108.8 . . ?
N1 C11 H11B 108.8 . . ?
N1 C11 C12 113.9(3) . . ?
H4A C4 H4B 107.3 . . ?
C5 C4 H4A 108.2 . . ?
C5 C4 H4B 108.2 . . ?
C5 C4 C3 116.5(4) . . ?
C3 C4 H4A 108.2 . . ?
C3 C4 H4B 108.2 . . ?
H2A C2 H2B 108.4 . . ?
N2 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
N2 C2 C1 108.2(3) . . ?
C1 C2 H2A 110.1 . . ?
C1 C2 H2B 110.1 . . ?
C4 C5 H5A 108.2 . . ?
C4 C5 H5B 108.2 . . ?
H5A C5 H5B 107.4 . . ?
N3 C5 C4 116.3(4) . . ?
N3 C5 H5A 108.2 . . ?
N3 C5 H5B 108.2 . . ?
C10 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C10 C9 C8 116.4(3) . . ?
H9A C9 H9B 107.3 . . ?
C8 C9 H9A 108.2 . . ?
C8 C9 H9B 108.2 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
N2 C3 C4 112.3(3) . . ?
N2 C3 H3A 109.1 . . ?
N2 C3 H3B 109.1 . . ?
C13 C12 C11 121.3(4) . . ?
N5 C12 C13 121.6(4) . . ?
N5 C12 C11 117.1(3) . . ?
C21 C22 H22 119.1 . . ?
N6 C22 C21 121.8(5) . . ?
N6 C22 H22 119.1 . . ?
Fe01 N2 H2 106.0 . . ?
C2 N2 Fe01 107.9(2) . . ?
C2 N2 H2 106.0 . . ?
C3 N2 Fe01 116.8(3) . . ?
C3 N2 C2 113.4(3) . . ?
C3 N2 H2 106.0 . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
C7 C6 N3 112.4(3) . . ?
N3 C6 H6A 109.1 . . ?
N3 C6 H6B 109.1 . . ?
C10 N1 Fe01 116.2(2) . . ?
C10 N1 C11 108.8(3) . . ?
C10 N1 C1 109.1(3) . . ?
C11 N1 Fe01 107.4(2) . . ?
C11 N1 C1 109.5(3) . . ?
C1 N1 Fe01 105.6(2) . . ?
C6 C7 H7A 110.0 . . ?
C6 C7 H7B 110.0 . . ?
H7A C7 H7B 108.3 . . ?
N4 C7 C6 108.7(3) . . ?
N4 C7 H7A 110.0 . . ?
N4 C7 H7B 110.0 . . ?
Fe01 N4 H4 107.4 . . ?
C7 N4 Fe01 106.5(2) . . ?
C7 N4 H4 107.4 . . ?
C8 N4 Fe01 114.2(2) . . ?
C8 N4 C7 113.5(3) . . ?
C8 N4 H4 107.4 . . ?
C2 C1 N1 113.0(3) . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C16 N5 Fe01 126.7(3) . . ?
C16 N5 C12 118.8(3) . . ?
C12 N5 Fe01 114.0(3) . . ?
C18 N6 Fe01 115.1(3) . . ?
C22 N6 Fe01 126.1(3) . . ?
C22 N6 C18 118.7(4) . . ?
C17 N3 Fe01 108.3(3) . . ?
C17 N3 C6 109.6(3) . . ?
C5 N3 Fe01 116.3(3) . . ?
C5 N3 C17 108.6(3) . . ?
C5 N3 C6 109.2(3) . . ?
C6 N3 Fe01 104.7(2) . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
N4 C8 C9 111.4(3) . . ?
N4 C8 H8A 109.3 . . ?
N4 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C16 C15 H15 121.4 . . ?
C14 C15 C16 117.2(5) . . ?
C14 C15 H15 121.4 . . ?
H9C O9 H9D 122.0 . . ?
H9AA O9A H9AB 112.9 . . ?
O8A Cl2A O7A 97.3(15) . . ?
O5A Cl2A O8A 107.3(17) . . ?
O5A Cl2A O7A 118.8(13) . . ?
O6A Cl2A O8A 104.1(14) . . ?
O6A Cl2A O5A 117(2) . . ?
O6A Cl2A O7A 108.8(18) . . ?

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
Fe01 N1 C1 C2 -35.4(4) . . . . ?
Fe01 N4 C8 C9 63.5(4) . . . . ?
C14 C13 C12 C11 174.7(4) . . . . ?
C14 C13 C12 N5 -3.3(7) . . . . ?
C13 C14 C15 C16 0.2(9) . . . . ?
C13 C12 N5 Fe01 -170.4(3) . . . . ?
C13 C12 N5 C16 2.4(6) . . . . ?
C10 C9 C8 N4 -76.5(4) . . . . ?
C10 N1 C1 C2 -161.1(3) . . . . ?
C18 C17 N3 Fe01 24.3(4) . . . . ?
C18 C17 N3 C5 151.4(4) . . . . ?
C18 C17 N3 C6 -89.4(4) . . . . ?
C20 C21 C22 N6 -1.5(6) . . . . ?
C21 C20 C19 C18 0.8(7) . . . . ?
C21 C22 N6 Fe01 -175.0(3) . . . . ?
C21 C22 N6 C18 1.3(6) . . . . ?
C17 C18 C19 C20 174.7(4) . . . . ?
C17 C18 N6 Fe01 1.1(5) . . . . ?
C17 C18 N6 C22 -175.7(4) . . . . ?
C19 C18 C17 N3 166.1(4) . . . . ?
C19 C18 N6 Fe01 176.6(3) . . . . ?
C19 C18 N6 C22 -0.1(6) . . . . ?
C19 C20 C21 C22 0.4(6) . . . . ?
C11 C12 N5 Fe01 11.5(4) . . . . ?
C11 C12 N5 C16 -175.8(4) . . . . ?
C11 N1 C1 C2 80.0(4) . . . . ?
C4 C5 N3 Fe01 -48.3(5) . . . . ?
C4 C5 N3 C17 -170.7(4) . . . . ?
C4 C5 N3 C6 69.8(5) . . . . ?
C4 C3 N2 Fe01 60.3(5) . . . . ?
C4 C3 N2 C2 -173.3(4) . . . . ?
C5 C4 C3 N2 -73.3(6) . . . . ?
C9 C10 N1 Fe01 -48.1(4) . . . . ?
C9 C10 N1 C11 -169.5(3) . . . . ?
C9 C10 N1 C1 71.1(4) . . . . ?
C3 C4 C5 N3 67.7(6) . . . . ?
C12 C11 N1 Fe01 31.5(4) . . . . ?
C12 C11 N1 C10 158.1(3) . . . . ?
C12 C11 N1 C1 -82.7(4) . . . . ?
N2 C2 C1 N1 55.9(4) . . . . ?
C6 C7 N4 Fe01 -47.6(3) . . . . ?
C6 C7 N4 C8 -174.1(3) . . . . ?
N1 C10 C9 C8 68.1(5) . . . . ?
N1 C11 C12 C13 151.7(4) . . . . ?
N1 C11 C12 N5 -30.2(5) . . . . ?
C7 C6 N3 Fe01 -35.6(4) . . . . ?
C7 C6 N3 C17 80.3(4) . . . . ?
C7 C6 N3 C5 -160.8(4) . . . . ?
C7 N4 C8 C9 -174.2(3) . . . . ?
C1 C2 N2 Fe01 -45.2(3) . . . . ?
C1 C2 N2 C3 -176.2(4) . . . . ?
N5 C16 C15 C14 -1.2(8) . . . . ?
N6 C18 C17 N3 -18.1(6) . . . . ?
N6 C18 C19 C20 -0.9(6) . . . . ?
N3 C6 C7 N4 58.3(4) . . . . ?
C15 C16 N5 Fe01 171.7(3) . . . . ?
C15 C16 N5 C12 0.0(6) . . . . ?
C15 C14 C13 C12 2.0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6476(12)
2 0.3524(12)

