# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mo_45_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1991064'
loop_
_audit_author_name
_audit_author_address
'Javier A. G. Gomez'
;Universidade Federal Fluminense
Brazil
;
_audit_update_record             
;
2020-03-17 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;
_audit_creation_date             2019-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H28 Co N5 O2, 2(Cl O4)'
_chemical_formula_sum            'C27 H28 Cl2 Co N5 O10'
_chemical_formula_weight         712.37
_chemical_absolute_configuration ad
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.5779(3)
_cell_length_b                   15.3268(4)
_cell_length_c                   16.0033(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3085.10(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9758
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      26.17
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   0.905
_shelx_estimated_absorpt_T_min   0.742
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1006 before and 0.0676 after correction. The Ratio of minimum to maximum transmission is 0.7974. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.401
_exptl_crystal_size_mid          0.294
_exptl_crystal_size_min          0.128
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            37755
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.416
_diffrn_reflns_theta_min         2.451
_diffrn_ambient_temperature      289.68
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                5292
_reflns_number_total             6303
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.283
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 
;
 Flack x determined using 1992 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     406
_refine_ls_number_reflns         6303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0565
_refine_ls_restrained_S_all      1.071
_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)+(0.1052P)²+1.0956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1641
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 N5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C21(H21A,H21B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C12(H12), C17(H17), C15(H15), C9(H9), C16(H16), C10(H10), C1(H1),
 C11(H11), C27(H27), C25(H25), C24(H24), C4(H4), C23(H23), C26(H26), C3(H3),
 C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Co1 Co 0.66903(6) 0.76968(5) 0.65115(5) 0.0264(2) Uani 1 1 d . . . . .
Cl2 Cl 0.42363(15) 0.21101(14) 0.36865(12) 0.0515(5) Uani 1 1 d . . . . .
Cl1 Cl 0.81443(19) 0.95933(16) 0.39000(18) 0.0734(7) Uani 1 1 d . . . . .
O1 O 0.5440(3) 0.7608(3) 0.5878(3) 0.0330(10) Uani 1 1 d . . . . .
O2 O 0.4765(4) 0.7485(3) 0.4609(3) 0.0451(12) Uani 1 1 d . . . . .
N4 N 0.5874(4) 0.7774(4) 0.7518(3) 0.0332(11) Uani 1 1 d . . . . .
N3 N 0.6828(4) 0.6465(3) 0.6721(3) 0.0326(11) Uani 1 1 d . . . . .
N1 N 0.6810(4) 0.8946(3) 0.6409(3) 0.0364(12) Uani 1 1 d . . . . .
N5 N 0.7428(4) 0.7550(4) 0.5433(3) 0.0341(12) Uani 1 1 d . . . . .
H5A H 0.7936 0.7951 0.5383 0.041 Uiso 1 1 calc R . . . .
H5B H 0.7730 0.7026 0.5411 0.041 Uiso 1 1 calc R . . . .
N2 N 0.7944(4) 0.7802(4) 0.7220(3) 0.0329(12) Uani 1 1 d . . . . .
C19 C 0.5531(5) 0.7549(4) 0.5076(4) 0.0298(13) Uani 1 1 d . . . . .
C8 C 0.7760(5) 0.6236(5) 0.7064(4) 0.0369(15) Uani 1 1 d . . . . .
O8 O 0.3223(5) 0.2175(5) 0.4069(4) 0.0745(19) Uani 1 1 d . . . . .
C22 C 0.6963(6) 0.6089(5) 0.4246(4) 0.0389(16) Uani 1 1 d . . . . .
C20 C 0.6651(5) 0.7644(4) 0.4738(4) 0.0308(12) Uani 1 1 d . . . . .
H20 H 0.6717 0.8242 0.4528 0.037 Uiso 1 1 calc R . . . .
C6 C 0.8551(5) 0.8564(5) 0.6914(5) 0.0415(17) Uani 1 1 d . . . . .
H6A H 0.9004 0.8392 0.6453 0.050 Uiso 1 1 calc R . . . .
H6B H 0.8998 0.8792 0.7358 0.050 Uiso 1 1 calc R . . . .
C5 C 0.7782(5) 0.9255(5) 0.6631(5) 0.0414(16) Uani 1 1 d . . . . .
C7 C 0.8538(5) 0.6968(5) 0.7140(4) 0.0382(15) Uani 1 1 d . . . . .
H7A H 0.8984 0.6880 0.7628 0.046 Uiso 1 1 calc R . . . .
H7B H 0.8991 0.6986 0.6650 0.046 Uiso 1 1 calc R . . . .
C18 C 0.4811(5) 0.7695(5) 0.7564(5) 0.0408(15) Uani 1 1 d . . . . .
H18 H 0.4421 0.7656 0.7071 0.049 Uiso 1 1 calc R . . . .
C14 C 0.6438(6) 0.7818(4) 0.8221(4) 0.0382(16) Uani 1 1 d . . . . .
C21 C 0.6901(6) 0.7036(5) 0.4009(4) 0.0418(16) Uani 1 1 d . . . . .
H21A H 0.6356 0.7106 0.3585 0.050 Uiso 1 1 calc R . . . .
H21B H 0.7574 0.7209 0.3764 0.050 Uiso 1 1 calc R . . . .
C12 C 0.6060(6) 0.5855(5) 0.6605(5) 0.0432(17) Uani 1 1 d . . . . .
H12 H 0.5408 0.6021 0.6382 0.052 Uiso 1 1 calc R . . . .
C17 C 0.4283(6) 0.7672(5) 0.8315(5) 0.056(2) Uani 1 1 d . . . . .
H17 H 0.3547 0.7621 0.8334 0.067 Uiso 1 1 calc R . . . .
C13 C 0.7614(6) 0.7955(6) 0.8114(4) 0.0482(19) Uani 1 1 d . . . . .
H13A H 0.7998 0.7557 0.8476 0.058 Uiso 1 1 calc R . . . .
H13B H 0.7797 0.8546 0.8275 0.058 Uiso 1 1 calc R . . . .
C15 C 0.5952(7) 0.7781(5) 0.8988(5) 0.0503(19) Uani 1 1 d . . . . .
H15 H 0.6355 0.7794 0.9475 0.060 Uiso 1 1 calc R . . . .
C9 C 0.7952(7) 0.5382(5) 0.7294(5) 0.052(2) Uani 1 1 d . . . . .
H9 H 0.8598 0.5226 0.7532 0.063 Uiso 1 1 calc R . . . .
C16 C 0.4863(8) 0.7725(6) 0.9029(5) 0.058(2) Uani 1 1 d . . . . .
H16 H 0.4523 0.7723 0.9545 0.069 Uiso 1 1 calc R . . . .
C10 C 0.7180(7) 0.4771(5) 0.7167(6) 0.058(2) Uani 1 1 d . . . . .
H10 H 0.7299 0.4195 0.7323 0.070 Uiso 1 1 calc R . . . .
C1 C 0.6083(7) 0.9496(5) 0.6122(5) 0.0492(18) Uani 1 1 d . . . . .
H1 H 0.5420 0.9282 0.5969 0.059 Uiso 1 1 calc R . . . .
O10 O 0.4250(8) 0.1798(8) 0.2881(5) 0.130(4) Uani 1 1 d . . . . .
C11 C 0.6229(7) 0.5003(5) 0.6810(6) 0.054(2) Uani 1 1 d . . . . .
H11 H 0.5708 0.4586 0.6710 0.065 Uiso 1 1 calc R . . . .
O9 O 0.4836(8) 0.1488(6) 0.4187(7) 0.127(4) Uani 1 1 d . . . . .
C27 C 0.6062(7) 0.5584(5) 0.4299(5) 0.0519(19) Uani 1 1 d . . . . .
H27 H 0.5409 0.5840 0.4182 0.062 Uiso 1 1 calc R . . . .
C25 C 0.7085(9) 0.4346(7) 0.4692(7) 0.073(3) Uani 1 1 d . . . . .
H25 H 0.7135 0.3759 0.4835 0.088 Uiso 1 1 calc R . . . .
C24 C 0.7974(9) 0.4831(7) 0.4655(7) 0.080(3) Uani 1 1 d . . . . .
H24 H 0.8630 0.4579 0.4770 0.096 Uiso 1 1 calc R . . . .
O7 O 0.4802(8) 0.2901(7) 0.3825(6) 0.128(4) Uani 1 1 d . . . . .
C4 C 0.8011(7) 1.0123(5) 0.6570(6) 0.057(2) Uani 1 1 d . . . . .
H4 H 0.8676 1.0333 0.6724 0.068 Uiso 1 1 calc R . . . .
C23 C 0.7912(7) 0.5709(7) 0.4443(6) 0.064(2) Uani 1 1 d . . . . .
H23 H 0.8528 0.6044 0.4436 0.077 Uiso 1 1 calc R . . . .
C26 C 0.6088(9) 0.4704(6) 0.4522(6) 0.065(2) Uani 1 1 d . . . . .
H26 H 0.5471 0.4372 0.4555 0.079 Uiso 1 1 calc R . . . .
O4 O 0.8803(8) 1.0173(6) 0.3491(9) 0.161(6) Uani 1 1 d . . . . .
C3 C 0.7239(8) 1.0685(5) 0.6277(7) 0.069(3) Uani 1 1 d . . . . .
H3 H 0.7378 1.1279 0.6238 0.082 Uiso 1 1 calc R . . . .
C2 C 0.6282(8) 1.0367(6) 0.6047(7) 0.072(3) Uani 1 1 d . . . . .
H2 H 0.5762 1.0739 0.5838 0.086 Uiso 1 1 calc R . . . .
O3 O 0.8506(8) 0.9219(7) 0.4628(7) 0.135(4) Uani 1 1 d . . . . .
O6 O 0.8174(15) 0.8839(8) 0.3338(8) 0.192(7) Uani 1 1 d . . . . .
O5 O 0.7162(8) 0.9915(9) 0.4010(9) 0.163(6) 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 O1 1.876(4) . ?
Co1 N4 1.914(5) . ?
Co1 N3 1.926(5) . ?
Co1 N1 1.928(5) . ?
Co1 N5 1.973(5) . ?
Co1 N2 1.949(5) . ?
Cl2 O8 1.417(6) . ?
Cl2 O10 1.375(8) . ?
Cl2 O9 1.456(9) . ?
Cl2 O7 1.423(8) . ?
Cl1 O4 1.379(9) . ?
Cl1 O3 1.376(9) . ?
Cl1 O6 1.465(13) . ?
Cl1 O5 1.342(9) . ?
O1 C19 1.293(8) . ?
O2 C19 1.223(8) . ?
N4 C18 1.344(8) . ?
N4 C14 1.332(9) . ?
N3 C8 1.340(9) . ?
N3 C12 1.358(8) . ?
N1 C5 1.358(9) . ?
N1 C1 1.325(9) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N5 C20 1.486(8) . ?
N2 C6 1.479(9) . ?
N2 C7 1.486(9) . ?
N2 C13 1.507(8) . ?
C19 C20 1.516(8) . ?
C8 C7 1.494(10) . ?
C8 C9 1.380(11) . ?
C22 C21 1.502(10) . ?
C22 C27 1.374(11) . ?
C22 C23 1.365(11) . ?
C20 H20 0.9800 . ?
C20 C21 1.526(9) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C5 1.504(10) . ?
C5 C4 1.365(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C17 1.374(10) . ?
C14 C13 1.504(10) . ?
C14 C15 1.373(10) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C12 H12 0.9300 . ?
C12 C11 1.362(10) . ?
C17 H17 0.9300 . ?
C17 C16 1.358(13) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 H15 0.9300 . ?
C15 C16 1.374(12) . ?
C9 H9 0.9300 . ?
C9 C10 1.364(12) . ?
C16 H16 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.372(13) . ?
C1 H1 0.9300 . ?
C1 C2 1.363(12) . ?
C11 H11 0.9300 . ?
C27 H27 0.9300 . ?
C27 C26 1.396(12) . ?
C25 H25 0.9300 . ?
C25 C24 1.344(16) . ?
C25 C26 1.395(14) . ?
C24 H24 0.9300 . ?
C24 C23 1.391(14) . ?
C4 H4 0.9300 . ?
C4 C3 1.379(13) . ?
C23 H23 0.9300 . ?
C26 H26 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.350(14) . ?
C2 H2 0.9300 . ?

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
O1 Co1 N4 90.5(2) . . ?
O1 Co1 N3 95.6(2) . . ?
O1 Co1 N1 95.3(2) . . ?
O1 Co1 N5 85.0(2) . . ?
O1 Co1 N2 177.0(2) . . ?
N4 Co1 N3 87.8(2) . . ?
N4 Co1 N1 93.0(2) . . ?
N4 Co1 N5 174.8(2) . . ?
N4 Co1 N2 86.5(2) . . ?
N3 Co1 N1 169.0(2) . . ?
N3 Co1 N5 89.9(2) . . ?
N3 Co1 N2 84.7(2) . . ?
N1 Co1 N5 90.1(2) . . ?
N1 Co1 N2 84.5(2) . . ?
N2 Co1 N5 98.0(2) . . ?
O8 Cl2 O9 105.9(6) . . ?
O8 Cl2 O7 108.8(5) . . ?
O10 Cl2 O8 116.2(6) . . ?
O10 Cl2 O9 106.3(7) . . ?
O10 Cl2 O7 115.9(6) . . ?
O7 Cl2 O9 102.3(7) . . ?
O4 Cl1 O6 101.7(8) . . ?
O3 Cl1 O4 118.1(8) . . ?
O3 Cl1 O6 100.5(8) . . ?
O5 Cl1 O4 112.2(7) . . ?
O5 Cl1 O3 110.2(8) . . ?
O5 Cl1 O6 113.2(11) . . ?
C19 O1 Co1 117.8(4) . . ?
C18 N4 Co1 125.0(5) . . ?
C14 N4 Co1 115.3(4) . . ?
C14 N4 C18 119.3(6) . . ?
C8 N3 Co1 114.0(5) . . ?
C8 N3 C12 119.9(6) . . ?
C12 N3 Co1 126.0(5) . . ?
C5 N1 Co1 113.2(5) . . ?
C1 N1 Co1 127.4(5) . . ?
C1 N1 C5 119.3(6) . . ?
Co1 N5 H5A 109.8 . . ?
Co1 N5 H5B 109.8 . . ?
H5A N5 H5B 108.2 . . ?
C20 N5 Co1 109.6(4) . . ?
C20 N5 H5A 109.8 . . ?
C20 N5 H5B 109.8 . . ?
C6 N2 Co1 106.9(4) . . ?
C6 N2 C7 113.0(5) . . ?
C6 N2 C13 109.5(6) . . ?
C7 N2 Co1 106.6(4) . . ?
C7 N2 C13 110.7(5) . . ?
C13 N2 Co1 110.0(4) . . ?
O1 C19 C20 115.5(5) . . ?
O2 C19 O1 122.8(6) . . ?
O2 C19 C20 121.5(6) . . ?
N3 C8 C7 114.2(6) . . ?
N3 C8 C9 120.6(7) . . ?
C9 C8 C7 125.2(7) . . ?
C27 C22 C21 121.1(6) . . ?
C23 C22 C21 121.0(7) . . ?
C23 C22 C27 117.8(8) . . ?
N5 C20 C19 109.6(5) . . ?
N5 C20 H20 106.9 . . ?
N5 C20 C21 112.2(5) . . ?
C19 C20 H20 106.9 . . ?
C19 C20 C21 113.9(5) . . ?
C21 C20 H20 106.9 . . ?
N2 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
N2 C6 C5 108.9(5) . . ?
H6A C6 H6B 108.3 . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
N1 C5 C6 114.3(6) . . ?
N1 C5 C4 120.7(7) . . ?
C4 C5 C6 124.9(7) . . ?
N2 C7 C8 108.9(5) . . ?
N2 C7 H7A 109.9 . . ?
N2 C7 H7B 109.9 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
N4 C18 H18 119.0 . . ?
N4 C18 C17 122.0(7) . . ?
C17 C18 H18 119.0 . . ?
N4 C14 C13 115.8(6) . . ?
N4 C14 C15 121.0(7) . . ?
C15 C14 C13 123.2(7) . . ?
C22 C21 C20 114.0(5) . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C20 C21 H21A 108.8 . . ?
C20 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
N3 C12 H12 119.5 . . ?
N3 C12 C11 121.0(7) . . ?
C11 C12 H12 119.5 . . ?
C18 C17 H17 120.8 . . ?
C16 C17 C18 118.4(7) . . ?
C16 C17 H17 120.8 . . ?
N2 C13 H13A 109.4 . . ?
N2 C13 H13B 109.4 . . ?
C14 C13 N2 110.9(6) . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.3(8) . . ?
C16 C15 H15 120.3 . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(7) . . ?
C10 C9 H9 120.4 . . ?
C17 C16 C15 119.9(7) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.3(7) . . ?
C11 C10 H10 119.9 . . ?
N1 C1 H1 119.1 . . ?
N1 C1 C2 121.8(8) . . ?
C2 C1 H1 119.1 . . ?
C12 C11 C10 119.0(8) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C22 C27 H27 118.6 . . ?
C22 C27 C26 122.8(8) . . ?
C26 C27 H27 118.6 . . ?
C24 C25 H25 119.3 . . ?
C24 C25 C26 121.4(9) . . ?
C26 C25 H25 119.3 . . ?
C25 C24 H24 120.0 . . ?
C25 C24 C23 120.0(9) . . ?
C23 C24 H24 120.0 . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 119.0(8) . . ?
C3 C4 H4 120.5 . . ?
C22 C23 C24 121.2(10) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C27 C26 H26 121.6 . . ?
C25 C26 C27 116.8(9) . . ?
C25 C26 H26 121.6 . . ?
C4 C3 H3 120.2 . . ?
C2 C3 C4 119.7(8) . . ?
C2 C3 H3 120.2 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.5(9) . . ?
C3 C2 H2 120.3 . . ?

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 O1 C19 O2 179.7(5) . . . . ?
Co1 O1 C19 C20 -5.4(7) . . . . ?
Co1 N4 C18 C17 173.5(6) . . . . ?
Co1 N4 C14 C13 10.0(8) . . . . ?
Co1 N4 C14 C15 -173.0(6) . . . . ?
Co1 N3 C8 C7 -5.3(7) . . . . ?
Co1 N3 C8 C9 176.3(6) . . . . ?
Co1 N3 C12 C11 -177.0(6) . . . . ?
Co1 N1 C5 C6 -0.4(7) . . . . ?
Co1 N1 C5 C4 177.9(6) . . . . ?
Co1 N1 C1 C2 -177.1(8) . . . . ?
Co1 N5 C20 C19 -16.8(6) . . . . ?
Co1 N5 C20 C21 -144.4(4) . . . . ?
Co1 N2 C6 C5 36.1(6) . . . . ?
Co1 N2 C7 C8 -36.2(6) . . . . ?
Co1 N2 C13 C14 10.4(8) . . . . ?
O1 C19 C20 N5 15.0(7) . . . . ?
O1 C19 C20 C21 141.6(6) . . . . ?
O2 C19 C20 N5 -170.1(6) . . . . ?
O2 C19 C20 C21 -43.5(8) . . . . ?
N4 Co1 O1 C19 178.8(5) . . . . ?
N4 C18 C17 C16 -0.4(12) . . . . ?
N4 C14 C13 N2 -13.4(9) . . . . ?
N4 C14 C15 C16 -2.0(12) . . . . ?
N3 Co1 O1 C19 -93.3(5) . . . . ?
N3 C8 C7 N2 28.0(8) . . . . ?
N3 C8 C9 C10 0.1(12) . . . . ?
N3 C12 C11 C10 2.3(13) . . . . ?
N1 Co1 O1 C19 85.8(5) . . . . ?
N1 C5 C4 C3 -0.1(13) . . . . ?
N1 C1 C2 C3 -0.7(16) . . . . ?
N5 Co1 O1 C19 -3.9(5) . . . . ?
N5 C20 C21 C22 56.2(8) . . . . ?
N2 C6 C5 N1 -24.1(8) . . . . ?
N2 C6 C5 C4 157.6(7) . . . . ?
C19 C20 C21 C22 -69.0(7) . . . . ?
C8 N3 C12 C11 -1.8(11) . . . . ?
C8 C9 C10 C11 0.4(14) . . . . ?
C22 C27 C26 C25 0.0(14) . . . . ?
C6 N2 C7 C8 -153.3(6) . . . . ?
C6 N2 C13 C14 127.5(7) . . . . ?
C6 C5 C4 C3 178.1(8) . . . . ?
C5 N1 C1 C2 -0.3(13) . . . . ?
C5 C4 C3 C2 -0.8(15) . . . . ?
C7 N2 C6 C5 153.1(5) . . . . ?
C7 N2 C13 C14 -107.2(7) . . . . ?
C7 C8 C9 C10 -178.0(8) . . . . ?
C18 N4 C14 C13 -176.8(7) . . . . ?
C18 N4 C14 C15 0.3(10) . . . . ?
C18 C17 C16 C15 -1.4(13) . . . . ?
C14 N4 C18 C17 1.0(11) . . . . ?
C14 C15 C16 C17 2.6(13) . . . . ?
C21 C22 C27 C26 -179.7(8) . . . . ?
C21 C22 C23 C24 -179.3(8) . . . . ?
C12 N3 C8 C7 178.9(6) . . . . ?
C12 N3 C8 C9 0.6(10) . . . . ?
C13 N2 C6 C5 -83.0(7) . . . . ?
C13 N2 C7 C8 83.5(6) . . . . ?
C13 C14 C15 C16 174.8(8) . . . . ?
C15 C14 C13 N2 169.6(7) . . . . ?
C9 C8 C7 N2 -153.7(7) . . . . ?
C9 C10 C11 C12 -1.6(14) . . . . ?
C1 N1 C5 C6 -177.7(7) . . . . ?
C1 N1 C5 C4 0.7(11) . . . . ?
C27 C22 C21 C20 83.9(8) . . . . ?
C27 C22 C23 C24 2.8(13) . . . . ?
C25 C24 C23 C22 -2.0(17) . . . . ?
C24 C25 C26 C27 0.9(16) . . . . ?
C4 C3 C2 C1 1.3(17) . . . . ?
C23 C22 C21 C20 -93.9(9) . . . . ?
C23 C22 C27 C26 -1.8(12) . . . . ?
C26 C25 C24 C23 0.1(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_mo_276_0m
_database_code_depnum_ccdc_archive 'CCDC 1991247'
loop_
_audit_author_name
_audit_author_address
'Guilherme P. Guedes'
;Universidade Federal Fluminense
Brazil
;
_audit_update_record             
;
2020-03-18 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;
_audit_creation_date             2019-09-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C29 H26 Co N5 O2, 2(Cl O4), C2 H3 N'
_chemical_formula_sum            'C31 H29 Cl2 Co N6 O10'
_chemical_formula_weight         775.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_chemical_absolute_configuration unk
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_diffrn_ambient_temperature      298
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.
;

_cell_length_a                   12.5559(6)
_cell_length_b                   9.9926(4)
_cell_length_c                   14.5754(7)
_cell_angle_alpha                90
_cell_angle_beta                 113.235(2)
_cell_angle_gamma                90
_cell_volume                     1680.40(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.870
_shelx_estimated_absorpt_T_min   0.743
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0913 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.8788.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.429
_exptl_crystal_size_mid          0.364
_exptl_crystal_size_min          0.194
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            61651
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         2.697
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5337
_reflns_number_total             5921
_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_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 2369 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         5893
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0401
_refine_ls_restrained_S_all      1.085
_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)+(0.0487P)²+1.4576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1079
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 N5(H5A,H5B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C8(H8), C20(H20), C9(H9), C10(H10), C2(H2), C1(H1), C7(H7),
 C17(H17), C4(H4), C3(H3), C27(H27), C29(H29), C19(H19), C14(H14), C18(H18),
 C12(H12), C25(H25), C28(H28), C26(H26), C13(H13)
2.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_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
Co1 Co 0.06402(4) 0.43700(6) 0.33960(4) 0.03121(17) Uani 1 1 d . . . . .
Cl2 Cl 0.78027(10) 0.4436(2) 0.58565(9) 0.0501(3) Uani 1 1 d . . . . .
Cl1 Cl 0.32158(12) 0.4399(3) 0.08140(11) 0.0629(4) Uani 1 1 d . . . . .
O1 O 0.0707(4) 0.5709(4) 0.4327(3) 0.0386(9) Uani 1 1 d . . . . .
N3 N 0.0665(4) 0.2949(5) 0.2512(4) 0.0352(11) Uani 1 1 d . . . . .
O2 O 0.0793(3) 0.6069(4) 0.5853(3) 0.0496(9) Uani 1 1 d . . . . .
N4 N 0.2293(3) 0.4349(6) 0.3796(3) 0.0359(8) Uani 1 1 d . . . . .
N5 N 0.0834(4) 0.3115(4) 0.4469(3) 0.0320(10) Uani 1 1 d . . . . .
H5A H 0.0317 0.2458 0.4241 0.038 Uiso 1 1 calc R . . . .
H5B H 0.1539 0.2754 0.4681 0.038 Uiso 1 1 calc R . . . .
C21 C 0.0739(4) 0.5308(6) 0.5182(4) 0.0359(12) Uani 1 1 d . . . . .
C11 C -0.0255(5) 0.2266(6) 0.1886(5) 0.0480(15) Uani 1 1 d . . . . .
H11 H -0.0991 0.2464 0.1859 0.058 Uiso 1 1 calc R . . . .
N1 N -0.1041(3) 0.4504(6) 0.2875(3) 0.0409(10) Uani 1 1 d . . . . .
O3 O 0.2065(4) 0.4292(8) 0.0766(4) 0.0840(14) Uani 1 1 d . . . . .
C8 C -0.0007(7) 0.7622(7) 0.0915(5) 0.0640(19) Uani 1 1 d . . . . .
H8 H -0.0170 0.8256 0.0411 0.077 Uiso 1 1 calc R . . . .
O5 O 0.3772(8) 0.3156(9) 0.1079(9) 0.149(4) Uani 1 1 d . . . . .
C20 C 0.3060(5) 0.5158(6) 0.4451(4) 0.0472(13) Uani 1 1 d . . . . .
H20 H 0.2804 0.5783 0.4791 0.057 Uiso 1 1 calc R . . . .
C9 C 0.1104(7) 0.7209(7) 0.1428(5) 0.0640(19) Uani 1 1 d . . . . .
H9 H 0.1707 0.7564 0.1286 0.077 Uiso 1 1 calc R . . . .
C10 C 0.1318(6) 0.6247(6) 0.2164(5) 0.0534(16) Uani 1 1 d . . . . .
H10 H 0.2074 0.5955 0.2513 0.064 Uiso 1 1 calc R . . . .
C2 C -0.2952(5) 0.4085(8) 0.2771(5) 0.063(2) Uani 1 1 d . . . . .
H2 H -0.3445 0.3584 0.2974 0.075 Uiso 1 1 calc R . . . .
C1 C -0.1776(5) 0.3847(6) 0.3163(5) 0.0505(14) Uani 1 1 d . . . . .
H1 H -0.1482 0.3195 0.3654 0.061 Uiso 1 1 calc R . . . .
O7 O 0.8924(4) 0.4361(14) 0.6576(4) 0.140(3) Uani 1 1 d . . . . .
C15 C 0.1740(5) 0.2619(5) 0.2575(4) 0.0411(13) Uani 1 1 d . . . . .
N2 N 0.0476(5) 0.5732(5) 0.2386(4) 0.0386(11) Uani 1 1 d . . . . .
C5 C -0.1469(5) 0.5493(5) 0.2169(4) 0.0444(13) Uani 1 1 d . . . . .
C16 C 0.2667(5) 0.3419(6) 0.3305(4) 0.0445(12) Uani 1 1 d . . . . .
C22 C 0.0680(5) 0.3799(6) 0.5313(4) 0.0343(12) Uani 1 1 d . . . . .
H22 H -0.0110 0.3601 0.5248 0.041 Uiso 1 1 calc R . . . .
C7 C -0.0879(7) 0.7113(7) 0.1137(5) 0.0616(17) Uani 1 1 d . . . . .
H7 H -0.1637 0.7405 0.0796 0.074 Uiso 1 1 calc R . . . .
C17 C 0.3839(6) 0.3313(8) 0.3494(5) 0.0635(18) Uani 1 1 d . . . . .
H17 H 0.4099 0.2670 0.3169 0.076 Uiso 1 1 calc R . . . .
C24 C 0.2762(5) 0.3634(6) 0.6643(4) 0.0467(13) Uani 1 1 d . . . . .
C4 C -0.2642(5) 0.5787(7) 0.1776(5) 0.0582(17) Uani 1 1 d . . . . .
H4 H -0.2928 0.6468 0.1308 0.070 Uiso 1 1 calc R . . . .
C6 C -0.0625(5) 0.6146(6) 0.1882(4) 0.0451(14) Uani 1 1 d . . . . .
C3 C -0.3377(6) 0.5084(8) 0.2072(5) 0.0667(19) Uani 1 1 d . . . . .
H3 H -0.4165 0.5278 0.1802 0.080 Uiso 1 1 calc R . . . .
O6 O 0.3173(7) 0.4808(9) -0.0113(6) 0.136(3) Uani 1 1 d . . . . .
C27 C 0.5109(6) 0.4238(13) 0.7177(6) 0.086(2) Uani 1 1 d . . . . .
H27 H 0.5884 0.4452 0.7344 0.103 Uiso 1 1 calc R . . . .
C29 C 0.3494(5) 0.2766(7) 0.6430(5) 0.0589(16) Uani 1 1 d . . . . .
H29 H 0.3199 0.1964 0.6105 0.071 Uiso 1 1 calc R . . . .
C19 C 0.4218(5) 0.5095(8) 0.4639(5) 0.0632(18) Uani 1 1 d . . . . .
H19 H 0.4735 0.5684 0.5091 0.076 Uiso 1 1 calc R . . . .
C14 C 0.1898(6) 0.1651(6) 0.1970(5) 0.0542(15) Uani 1 1 d . . . . .
H14 H 0.2638 0.1456 0.2007 0.065 Uiso 1 1 calc R . . . .
C18 C 0.4605(5) 0.4172(12) 0.4166(5) 0.076(2) Uani 1 1 d . . . . .
H18 H 0.5391 0.4120 0.4297 0.092 Uiso 1 1 calc R . . . .
C23 C 0.1492(5) 0.3304(6) 0.6348(4) 0.0434(12) Uani 1 1 d . . . . .
H23A H 0.1241 0.3690 0.6841 0.052 Uiso 1 1 calc R . . . .
H23B H 0.1413 0.2341 0.6371 0.052 Uiso 1 1 calc R . . . .
N6 N 0.2451(8) 0.8979(9) 0.0136(6) 0.110(3) Uani 1 1 d . . . . .
C12 C -0.0123(7) 0.1268(7) 0.1279(5) 0.0622(19) Uani 1 1 d . . . . .
H12 H -0.0768 0.0800 0.0850 0.075 Uiso 1 1 calc R . . . .
C25 C 0.3232(6) 0.4803(7) 0.7149(5) 0.0645(18) Uani 1 1 d . . . . .
H25 H 0.2767 0.5399 0.7314 0.077 Uiso 1 1 calc R . . . .
C30 C 0.3310(9) 0.8544(10) 0.0205(7) 0.088(3) Uani 1 1 d . . . . .
O8 O 0.7113(7) 0.3989(16) 0.6314(7) 0.197(6) Uani 1 1 d . . . . .
C28 C 0.4666(7) 0.3067(10) 0.6692(6) 0.078(2) Uani 1 1 d . . . . .
H28 H 0.5141 0.2473 0.6538 0.093 Uiso 1 1 calc R . . . .
C26 C 0.4413(6) 0.5091(9) 0.7415(6) 0.081(2) Uani 1 1 d . . . . .
H26 H 0.4722 0.5877 0.7758 0.098 Uiso 1 1 calc R . . . .
C13 C 0.0949(7) 0.0968(7) 0.1308(5) 0.0590(17) Uani 1 1 d . . . . .
H13 H 0.1041 0.0316 0.0890 0.071 Uiso 1 1 calc R . . . .
C31 C 0.4405(9) 0.8012(12) 0.0294(9) 0.111(3) Uani 1 1 d . . . . .
H31A H 0.4294 0.7428 -0.0259 0.166 Uiso 1 1 calc GR . . . .
H31B H 0.4744 0.7519 0.0907 0.166 Uiso 1 1 calc GR . . . .
H31C H 0.4911 0.8732 0.0295 0.166 Uiso 1 1 calc GR . . . .
O4 O 0.3789(7) 0.5422(9) 0.1507(6) 0.129(3) Uani 1 1 d . . . . .
O9 O 0.7566(8) 0.3535(10) 0.5059(5) 0.135(3) Uani 1 1 d . . . . .
O10 O 0.7459(14) 0.5601(8) 0.5545(8) 0.273(10) 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 O1 1.884(4) . ?
Co1 N3 1.925(5) . ?
Co1 N4 1.921(3) . ?
Co1 N5 1.943(4) . ?
Co1 N1 1.945(4) . ?
Co1 N2 1.955(5) . ?
Cl2 O7 1.387(5) . ?
Cl2 O8 1.360(7) . ?
Cl2 O9 1.407(7) . ?
Cl2 O10 1.262(9) . ?
Cl1 O3 1.423(4) . ?
Cl1 O5 1.403(8) . ?
Cl1 O6 1.392(7) . ?
Cl1 O4 1.417(7) . ?
O1 C21 1.294(7) . ?
N3 C11 1.342(8) . ?
N3 C15 1.358(7) . ?
O2 C21 1.219(7) . ?
N4 C20 1.329(7) . ?
N4 C16 1.365(8) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N5 C22 1.486(7) . ?
C21 C22 1.525(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(9) . ?
N1 C1 1.329(7) . ?
N1 C5 1.374(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.361(11) . ?
C8 C7 1.357(11) . ?
C20 H20 0.9300 . ?
C20 C19 1.370(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.386(9) . ?
C10 H10 0.9300 . ?
C10 N2 1.326(8) . ?
C2 H2 0.9300 . ?
C2 C1 1.377(8) . ?
C2 C3 1.376(10) . ?
C1 H1 0.9300 . ?
C15 C16 1.466(8) . ?
C15 C14 1.375(8) . ?
N2 C6 1.350(8) . ?
C5 C4 1.385(8) . ?
C5 C6 1.441(9) . ?
C16 C17 1.390(8) . ?
C22 H22 0.9800 . ?
C22 C23 1.532(7) . ?
C7 H7 0.9300 . ?
C7 C6 1.392(9) . ?
C17 H17 0.9300 . ?
C17 C18 1.371(11) . ?
C24 C29 1.385(9) . ?
C24 C23 1.515(8) . ?
C24 C25 1.384(8) . ?
C4 H4 0.9300 . ?
C4 C3 1.357(10) . ?
C3 H3 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.367(14) . ?
C27 C26 1.359(13) . ?
C29 H29 0.9300 . ?
C29 C28 1.400(10) . ?
C19 H19 0.9300 . ?
C19 C18 1.351(12) . ?
C14 H14 0.9300 . ?
C14 C13 1.381(10) . ?
C18 H18 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
N6 C30 1.130(11) . ?
C12 H12 0.9300 . ?
C12 C13 1.363(10) . ?
C25 H25 0.9300 . ?
C25 C26 1.406(10) . ?
C30 C31 1.431(14) . ?
C28 H28 0.9300 . ?
C26 H26 0.9300 . ?
C13 H13 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?

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
O1 Co1 N3 176.1(2) . . ?
O1 Co1 N4 93.1(2) . . ?
O1 Co1 N5 85.58(14) . . ?
O1 Co1 N1 88.04(19) . . ?
O1 Co1 N2 90.5(2) . . ?
N3 Co1 N5 91.9(2) . . ?
N3 Co1 N1 95.2(2) . . ?
N3 Co1 N2 91.97(15) . . ?
N4 Co1 N3 83.9(2) . . ?
N4 Co1 N5 88.36(19) . . ?
N4 Co1 N1 174.1(2) . . ?
N4 Co1 N2 90.9(2) . . ?
N5 Co1 N1 97.5(2) . . ?
N5 Co1 N2 176.0(2) . . ?
N1 Co1 N2 83.2(2) . . ?
O7 Cl2 O9 114.3(6) . . ?
O8 Cl2 O7 105.3(6) . . ?
O8 Cl2 O9 103.1(8) . . ?
O10 Cl2 O7 115.0(8) . . ?
O10 Cl2 O8 106.7(12) . . ?
O10 Cl2 O9 111.2(7) . . ?
O5 Cl1 O3 109.4(5) . . ?
O5 Cl1 O4 112.6(6) . . ?
O6 Cl1 O3 108.9(4) . . ?
O6 Cl1 O5 110.6(6) . . ?
O6 Cl1 O4 107.1(6) . . ?
O4 Cl1 O3 108.1(5) . . ?
C21 O1 Co1 116.7(4) . . ?
C11 N3 Co1 126.4(4) . . ?
C11 N3 C15 119.2(5) . . ?
C15 N3 Co1 114.3(4) . . ?
C20 N4 Co1 126.9(4) . . ?
C20 N4 C16 119.3(4) . . ?
C16 N4 Co1 113.7(4) . . ?
Co1 N5 H5A 109.5 . . ?
Co1 N5 H5B 109.5 . . ?
H5A N5 H5B 108.1 . . ?
C22 N5 Co1 110.7(3) . . ?
C22 N5 H5A 109.5 . . ?
C22 N5 H5B 109.5 . . ?
O1 C21 C22 116.2(5) . . ?
O2 C21 O1 123.4(5) . . ?
O2 C21 C22 120.4(5) . . ?
N3 C11 H11 119.6 . . ?
N3 C11 C12 120.8(6) . . ?
C12 C11 H11 119.6 . . ?
C1 N1 Co1 128.7(4) . . ?
C1 N1 C5 118.4(5) . . ?
C5 N1 Co1 112.7(4) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.3(6) . . ?
N4 C20 H20 119.1 . . ?
N4 C20 C19 121.8(6) . . ?
C19 C20 H20 119.1 . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.6(7) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 H10 119.0 . . ?
N2 C10 C9 121.9(7) . . ?
N2 C10 H10 119.0 . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C3 C2 C1 118.1(6) . . ?
N1 C1 C2 123.3(6) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
N3 C15 C16 113.6(5) . . ?
N3 C15 C14 121.3(6) . . ?
C14 C15 C16 125.1(5) . . ?
C10 N2 Co1 126.6(4) . . ?
C10 N2 C6 119.5(5) . . ?
C6 N2 Co1 113.9(4) . . ?
N1 C5 C4 120.1(6) . . ?
N1 C5 C6 115.3(5) . . ?
C4 C5 C6 124.6(6) . . ?
N4 C16 C15 114.4(4) . . ?
N4 C16 C17 120.3(6) . . ?
C17 C16 C15 125.3(6) . . ?
N5 C22 C21 108.9(5) . . ?
N5 C22 H22 106.5 . . ?
N5 C22 C23 114.5(4) . . ?
C21 C22 H22 106.5 . . ?
C21 C22 C23 113.3(5) . . ?
C23 C22 H22 106.5 . . ?
C8 C7 H7 120.4 . . ?
C8 C7 C6 119.2(7) . . ?
C6 C7 H7 120.4 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.9(7) . . ?
C18 C17 H17 120.6 . . ?
C29 C24 C23 121.2(6) . . ?
C25 C24 C29 117.8(6) . . ?
C25 C24 C23 121.0(6) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.3(6) . . ?
C3 C4 H4 119.9 . . ?
N2 C6 C5 114.5(5) . . ?
N2 C6 C7 120.5(6) . . ?
C7 C6 C5 124.9(6) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(6) . . ?
C4 C3 H3 120.1 . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.8(7) . . ?
C24 C29 H29 119.2 . . ?
C24 C29 C28 121.6(7) . . ?
C28 C29 H29 119.2 . . ?
C20 C19 H19 120.1 . . ?
C18 C19 C20 119.7(6) . . ?
C18 C19 H19 120.1 . . ?
C15 C14 H14 120.2 . . ?
C15 C14 C13 119.5(6) . . ?
C13 C14 H14 120.2 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.0(6) . . ?
C19 C18 H18 120.0 . . ?
C22 C23 H23A 108.5 . . ?
C22 C23 H23B 108.5 . . ?
C24 C23 C22 115.2(4) . . ?
C24 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(7) . . ?
C13 C12 H12 119.9 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.1(7) . . ?
C26 C25 H25 119.9 . . ?
N6 C30 C31 179.1(12) . . ?
C27 C28 C29 119.6(8) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C27 C26 C25 121.0(8) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C14 C13 H13 120.6 . . ?
C12 C13 C14 118.8(6) . . ?
C12 C13 H13 120.6 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

_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_mo_141p1_0m_b
_database_code_depnum_ccdc_archive 'CCDC 1991066'
loop_
_audit_author_name
_audit_author_address
'Javier A. G. Gomez'
;Universidade Federal Fluminense
Brazil
;
_audit_update_record             
;
2020-03-17 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;
_audit_creation_date             2019-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H28 Co N5 O2, 2(Cl O4)'
_chemical_formula_sum            'C23 H28 Cl2 Co N5 O10'
_chemical_formula_weight         664.33
_chemical_absolute_configuration ad
_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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   6.5320(11)
_cell_length_b                   9.9881(18)
_cell_length_c                   11.068(2)
_cell_angle_alpha                71.076(6)
_cell_angle_beta                 86.884(5)
_cell_angle_gamma                89.537(5)
_cell_volume                     682.0(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9864
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      3.34
_shelx_estimated_absorpt_T_max   0.849
_shelx_estimated_absorpt_T_min   0.763
_exptl_absorpt_coefficient_mu    0.890
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0766 before and 0.0639 after correction. The Ratio of minimum to maximum transmission is 0.9501. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.291
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            46056
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.393
_diffrn_reflns_theta_min         2.391
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_full    0.984
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                5303
_reflns_number_total             5340
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.022(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5340
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.044
_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)+(0.0452P)²+0.1431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0660
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.978(11)
 0.022(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
3.a Ternary CH refined with riding coordinates:
 N3(H3), N2(H2), C16(H16)
3.b Secondary CH2 refined with riding coordinates:
 N5(H5A,H5B), C9(H9A,H9B), C17(H17A,H17B), C8(H8A,H8B), C6(H6A,H6B), C7(H7A,H7B)
3.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C11(H11), C2(H2A), C12(H12), C13(H13), C1(H1), C23(H23), C19(H19),
 C3(H3A), C20(H20), C4(H4), C22(H22), C21(H21)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Co1 Co 0.47866(2) 0.37705(2) 0.59301(2) 0.02042(9) Uani 1 1 d . . . . .
Cl2 Cl 0.13397(13) 0.81028(9) 0.61118(9) 0.0452(2) Uani 1 1 d . . . . .
Cl1 Cl 0.77468(18) 0.36103(13) 0.16022(9) 0.0606(3) Uani 1 1 d . . . . .
O1 O 0.7608(3) 0.4177(2) 0.5515(2) 0.0281(5) Uani 1 1 d . . . . .
N4 N 0.5600(4) 0.1987(3) 0.7187(2) 0.0224(5) Uani 1 1 d . . . . .
N1 N 0.4541(5) 0.4657(3) 0.7230(3) 0.0319(6) Uani 1 1 d . . . . .
N5 N 0.4394(4) 0.5583(3) 0.4592(3) 0.0263(5) Uani 1 1 d . . . . .
H5A H 0.3340 0.5514 0.4137 0.032 Uiso 1 1 calc R . . . .
H5B H 0.4113 0.6250 0.4946 0.032 Uiso 1 1 calc R . . . .
O2 O 0.9873(3) 0.5529(3) 0.4090(2) 0.0438(6) Uani 1 1 d . . . . .
N3 N 0.4597(5) 0.2627(3) 0.4771(3) 0.0331(6) Uani 1 1 d . . . . .
H3 H 0.5200 0.3169 0.3925 0.040 Uiso 1 1 calc R . . . .
C10 C 0.6009(4) 0.0945(3) 0.6680(3) 0.0255(5) Uani 1 1 d . . . . .
N2 N 0.1896(5) 0.3408(3) 0.6320(3) 0.0392(7) Uani 1 1 d . . . . .
H2 H 0.1176 0.4222 0.5766 0.047 Uiso 1 1 calc R . . . .
O10 O 0.0220(7) 0.9157(4) 0.5221(4) 0.0813(11) Uani 1 1 d . . . . .
C15 C 0.8094(4) 0.5210(3) 0.4474(3) 0.0278(5) Uani 1 1 d . . . . .
C14 C 0.5978(4) 0.1754(3) 0.8428(3) 0.0287(5) Uani 1 1 d . . . . .
H14 H 0.5711 0.2469 0.8780 0.034 Uiso 1 1 calc R . . . .
C9 C 0.5754(5) 0.1303(3) 0.5278(3) 0.0315(6) Uani 1 1 d . . . . .
H9A H 0.7093 0.1407 0.4832 0.038 Uiso 1 1 calc R . . . .
H9B H 0.5033 0.0535 0.5121 0.038 Uiso 1 1 calc R . . . .
O7 O 0.3420(6) 0.8046(4) 0.5641(4) 0.0769(10) Uani 1 1 d . . . . .
C16 C 0.6293(4) 0.5978(3) 0.3735(3) 0.0261(5) Uani 1 1 d . . . . .
H16 H 0.6139 0.5630 0.3013 0.031 Uiso 1 1 calc R . . . .
O4 O 0.5615(6) 0.3694(5) 0.2001(4) 0.0851(12) Uani 1 1 d . . . . .
C5 C 0.2812(7) 0.4315(4) 0.7982(3) 0.0549(11) Uani 1 1 d . . . . .
O6 O 0.7905(7) 0.2986(5) 0.0618(4) 0.0869(12) Uani 1 1 d . . . . .
C11 C 0.6735(5) -0.0352(3) 0.7404(3) 0.0374(7) Uani 1 1 d . . . . .
H11 H 0.6956 -0.1067 0.7045 0.045 Uiso 1 1 calc R . . . .
C18 C 0.4940(5) 0.8386(3) 0.2427(3) 0.0380(7) Uani 1 1 d . . . . .
C17 C 0.6660(5) 0.7574(3) 0.3196(3) 0.0359(6) Uani 1 1 d . . . . .
H17A H 0.6859 0.7929 0.3900 0.043 Uiso 1 1 calc R . . . .
H17B H 0.7915 0.7755 0.2656 0.043 Uiso 1 1 calc R . . . .
O9 O 0.1426(8) 0.8454(7) 0.7250(4) 0.1104(18) Uani 1 1 d . . . . .
O5 O 0.8484(8) 0.5021(5) 0.1111(4) 0.0969(14) Uani 1 1 d . . . . .
O3 O 0.8734(8) 0.2831(8) 0.2709(4) 0.1167(18) Uani 1 1 d . . . . .
C2 C 0.5762(14) 0.5929(5) 0.8520(5) 0.094(2) Uani 1 1 d . . . . .
H2A H 0.6783 0.6467 0.8702 0.112 Uiso 1 1 calc R . . . .
C8 C 0.2395(6) 0.2371(4) 0.4663(5) 0.0571(11) Uani 1 1 d . . . . .
H8A H 0.2224 0.1540 0.4405 0.069 Uiso 1 1 calc R . . . .
H8B H 0.1818 0.3177 0.4028 0.069 Uiso 1 1 calc R . . . .
O8 O 0.0468(8) 0.6753(4) 0.6361(6) 0.117(2) Uani 1 1 d . . . . .
C12 C 0.7129(6) -0.0577(4) 0.8670(4) 0.0454(8) Uani 1 1 d . . . . .
H12 H 0.7646 -0.1438 0.9168 0.054 Uiso 1 1 calc R . . . .
C13 C 0.6745(5) 0.0493(3) 0.9182(3) 0.0387(7) Uani 1 1 d . . . . .
H13 H 0.7003 0.0363 1.0031 0.046 Uiso 1 1 calc R . . . .
C1 C 0.5992(8) 0.5470(3) 0.7478(4) 0.0519(10) Uani 1 1 d . . . . .
H1 H 0.7165 0.5724 0.6937 0.062 Uiso 1 1 calc R . . . .
C23 C 0.4557(9) 0.9758(5) 0.2429(4) 0.0652(12) Uani 1 1 d . . . . .
H23 H 0.5361 1.0145 0.2903 0.078 Uiso 1 1 calc R . . . .
C6 C 0.1382(6) 0.3341(5) 0.7646(4) 0.0619(13) Uani 1 1 d . . . . .
H6A H 0.1526 0.2381 0.8217 0.074 Uiso 1 1 calc R . . . .
H6B H -0.0026 0.3629 0.7732 0.074 Uiso 1 1 calc R . . . .
C7 C 0.1335(5) 0.2150(4) 0.5953(6) 0.0625(13) Uani 1 1 d . . . . .
H7A H -0.0138 0.2089 0.5908 0.075 Uiso 1 1 calc R . . . .
H7B H 0.1798 0.1285 0.6572 0.075 Uiso 1 1 calc R . . . .
C19 C 0.3739(8) 0.7854(5) 0.1719(5) 0.0643(12) Uani 1 1 d . . . . .
H19 H 0.3966 0.6941 0.1701 0.077 Uiso 1 1 calc R . . . .
C3 C 0.3963(18) 0.5572(8) 0.9300(5) 0.120(4) Uani 1 1 d . . . . .
H3A H 0.3779 0.5873 1.0010 0.143 Uiso 1 1 calc R . . . .
C20 C 0.2172(10) 0.8653(7) 0.1019(6) 0.099(2) Uani 1 1 d . . . . .
H20 H 0.1374 0.8270 0.0540 0.119 Uiso 1 1 calc R . . . .
C4 C 0.2483(13) 0.4785(8) 0.9024(4) 0.099(3) Uani 1 1 d . . . . .
H4 H 0.1267 0.4566 0.9528 0.119 Uiso 1 1 calc R . . . .
C22 C 0.3006(11) 1.0562(7) 0.1743(5) 0.089(2) Uani 1 1 d . . . . .
H22 H 0.2774 1.1477 0.1758 0.106 Uiso 1 1 calc R . . . .
C21 C 0.1813(9) 0.9992(8) 0.1040(7) 0.098(2) Uani 1 1 d . . . . .
H21 H 0.0765 1.0520 0.0579 0.118 Uiso 1 1 calc R . . . .


_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 O1 1.890(2) . ?
Co1 N4 1.962(2) . ?
Co1 N1 1.918(3) . ?
Co1 N5 1.957(3) . ?
Co1 N3 1.984(3) . ?
Co1 N2 1.924(3) . ?
Cl2 O10 1.418(4) . ?
Cl2 O7 1.436(4) . ?
Cl2 O9 1.417(4) . ?
Cl2 O8 1.405(4) . ?
Cl1 O4 1.448(4) . ?
Cl1 O6 1.419(4) . ?
Cl1 O5 1.414(5) . ?
Cl1 O3 1.408(5) . ?
O1 C15 1.299(4) . ?
N4 C10 1.352(4) . ?
N4 C14 1.353(4) . ?
N1 C5 1.344(5) . ?
N1 C1 1.349(5) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N5 C16 1.494(4) . ?
O2 C15 1.223(4) . ?
N3 H3 0.9800 . ?
N3 C9 1.478(4) . ?
N3 C8 1.481(5) . ?
C10 C9 1.494(4) . ?
C10 C11 1.379(4) . ?
N2 H2 0.9800 . ?
N2 C6 1.468(6) . ?
N2 C7 1.495(5) . ?
C15 C16 1.525(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.374(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C16 H16 0.9800 . ?
C16 C17 1.526(4) . ?
C5 C6 1.498(8) . ?
C5 C4 1.386(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.384(5) . ?
C18 C17 1.512(4) . ?
C18 C23 1.392(6) . ?
C18 C19 1.362(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C2 H2A 0.9300 . ?
C2 C1 1.372(6) . ?
C2 C3 1.396(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.503(8) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(5) . ?
C13 H13 0.9300 . ?
C1 H1 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.387(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C19 H19 0.9300 . ?
C19 C20 1.398(7) . ?
C3 H3A 0.9300 . ?
C3 C4 1.358(13) . ?
C20 H20 0.9300 . ?
C20 C21 1.364(11) . ?
C4 H4 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.378(11) . ?
C21 H21 0.9300 . ?

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
O1 Co1 N4 87.42(10) . . ?
O1 Co1 N1 95.98(12) . . ?
O1 Co1 N5 84.39(10) . . ?
O1 Co1 N3 93.74(12) . . ?
O1 Co1 N2 178.39(13) . . ?
N4 Co1 N3 84.67(11) . . ?
N1 Co1 N4 90.87(10) . . ?
N1 Co1 N5 91.22(11) . . ?
N1 Co1 N3 169.11(13) . . ?
N1 Co1 N2 83.88(14) . . ?
N5 Co1 N4 171.72(11) . . ?
N5 Co1 N3 94.60(11) . . ?
N2 Co1 N4 94.18(11) . . ?
N2 Co1 N5 94.01(12) . . ?
N2 Co1 N3 86.54(15) . . ?
O10 Cl2 O7 111.3(3) . . ?
O9 Cl2 O10 108.9(3) . . ?
O9 Cl2 O7 106.8(3) . . ?
O8 Cl2 O10 111.4(3) . . ?
O8 Cl2 O7 107.2(3) . . ?
O8 Cl2 O9 111.1(4) . . ?
O6 Cl1 O4 110.0(3) . . ?
O5 Cl1 O4 106.1(3) . . ?
O5 Cl1 O6 109.1(3) . . ?
O3 Cl1 O4 106.2(3) . . ?
O3 Cl1 O6 113.3(3) . . ?
O3 Cl1 O5 111.8(4) . . ?
C15 O1 Co1 117.17(19) . . ?
C10 N4 Co1 113.7(2) . . ?
C10 N4 C14 118.5(3) . . ?
C14 N4 Co1 127.4(2) . . ?
C5 N1 Co1 114.1(3) . . ?
C5 N1 C1 120.3(4) . . ?
C1 N1 Co1 125.4(3) . . ?
Co1 N5 H5A 109.7 . . ?
Co1 N5 H5B 109.7 . . ?
H5A N5 H5B 108.2 . . ?
C16 N5 Co1 109.69(18) . . ?
C16 N5 H5A 109.7 . . ?
C16 N5 H5B 109.7 . . ?
Co1 N3 H3 109.0 . . ?
C9 N3 Co1 109.51(19) . . ?
C9 N3 H3 109.0 . . ?
C9 N3 C8 112.7(3) . . ?
C8 N3 Co1 107.6(3) . . ?
C8 N3 H3 109.0 . . ?
N4 C10 C9 116.4(2) . . ?
N4 C10 C11 121.8(3) . . ?
C11 C10 C9 121.8(2) . . ?
Co1 N2 H2 107.2 . . ?
C6 N2 Co1 109.7(3) . . ?
C6 N2 H2 107.2 . . ?
C6 N2 C7 117.0(4) . . ?
C7 N2 Co1 108.2(2) . . ?
C7 N2 H2 107.2 . . ?
O1 C15 C16 115.5(2) . . ?
O2 C15 O1 122.6(3) . . ?
O2 C15 C16 121.9(3) . . ?
N4 C14 H14 119.0 . . ?
N4 C14 C13 122.0(3) . . ?
C13 C14 H14 119.0 . . ?
N3 C9 C10 111.3(2) . . ?
N3 C9 H9A 109.4 . . ?
N3 C9 H9B 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N5 C16 C15 108.2(2) . . ?
N5 C16 H16 107.8 . . ?
N5 C16 C17 113.0(2) . . ?
C15 C16 H16 107.8 . . ?
C15 C16 C17 112.0(2) . . ?
C17 C16 H16 107.8 . . ?
N1 C5 C6 114.9(3) . . ?
N1 C5 C4 121.0(6) . . ?
C4 C5 C6 124.0(5) . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.3(3) . . ?
C12 C11 H11 120.4 . . ?
C23 C18 C17 118.7(4) . . ?
C19 C18 C17 123.7(3) . . ?
C19 C18 C23 117.6(4) . . ?
C16 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
C18 C17 C16 114.2(3) . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C1 C2 H2A 120.7 . . ?
C1 C2 C3 118.7(6) . . ?
C3 C2 H2A 120.7 . . ?
N3 C8 H8A 110.2 . . ?
N3 C8 H8B 110.2 . . ?
N3 C8 C7 107.5(3) . . ?
H8A C8 H8B 108.5 . . ?
C7 C8 H8A 110.2 . . ?
C7 C8 H8B 110.2 . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.0(3) . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
N1 C1 C2 120.9(6) . . ?
N1 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C18 C23 H23 119.2 . . ?
C22 C23 C18 121.7(5) . . ?
C22 C23 H23 119.2 . . ?
N2 C6 C5 108.2(3) . . ?
N2 C6 H6A 110.1 . . ?
N2 C6 H6B 110.1 . . ?
C5 C6 H6A 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 C8 105.7(3) . . ?
N2 C7 H7A 110.6 . . ?
N2 C7 H7B 110.6 . . ?
C8 C7 H7A 110.6 . . ?
C8 C7 H7B 110.6 . . ?
H7A C7 H7B 108.7 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.4(5) . . ?
C20 C19 H19 119.3 . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 C2 120.2(5) . . ?
C4 C3 H3A 119.9 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.1(6) . . ?
C21 C20 H20 120.0 . . ?
C5 C4 H4 120.5 . . ?
C3 C4 C5 119.0(6) . . ?
C3 C4 H4 120.5 . . ?
C23 C22 H22 120.3 . . ?
C21 C22 C23 119.3(5) . . ?
C21 C22 H22 120.3 . . ?
C20 C21 C22 119.9(5) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.978(11)
2 0.022(11)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_mo_50_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1991065'
loop_
_audit_author_name
_audit_author_address
'Javier A. G. Gomez'
;Universidade Federal Fluminense
Brazil
;
_audit_update_record             
;
2020-03-17 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;
_audit_creation_date             2019-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H32 Co N5 O2, 2(Cl O4)'
_chemical_formula_sum            'C25 H32 Cl2 Co N5 O10'
_chemical_formula_weight         692.38
_chemical_absolute_configuration ad
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.4694(3)
_cell_length_b                   12.8698(5)
_cell_length_c                   22.5611(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3039.86(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9884
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.47
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.763
_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1043 before and 0.0625 after correction. The Ratio of minimum to maximum transmission is 0.8896. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.356
_exptl_crystal_size_mid          0.278
_exptl_crystal_size_min          0.078
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            20827
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.473
_diffrn_reflns_theta_min         2.144
_diffrn_ambient_temperature      297.92
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.778
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                5029
_reflns_number_total             6235
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         6235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      1.047
_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)+(0.0759P)²+1.2400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1333
_refine_ls_wR_factor_ref         0.1447
_refine_special_details          
'Refined as a 2-component inversion twin.,SQUEEZE'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.96(3)
 0.04(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C18(H18)
3.b Secondary CH2 refined with riding coordinates:
 N5(H5A,H5B), C19(H19A,H19B), C9(H9A,H9B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
3.c Aromatic/amide H refined with riding coordinates:
 C21(H21), C13(H13), C2(H2), C22(H22), C14(H14), C25(H25), C3(H3), C1(H1),
 C11(H11), C4(H4), C23(H23), C24(H24), C12(H12)
3.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_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
Co1 Co 0.22144(7) 0.61370(6) 0.60253(3) 0.0414(2) Uani 1 1 d . . . . .
Cl1 Cl 0.72701(18) 0.49032(13) 0.53994(9) 0.0704(5) Uani 1 1 d . . . . .
Cl2 Cl -0.2725(2) 0.72441(14) 0.76915(8) 0.0668(4) Uani 1 1 d . . . . .
O1 O 0.0831(3) 0.6415(3) 0.55107(18) 0.0478(10) Uani 1 1 d . . . . .
O2 O 0.0298(4) 0.7105(3) 0.46472(18) 0.0528(10) Uani 1 1 d . . . . .
N5 N 0.3289(4) 0.6432(4) 0.5330(2) 0.0416(10) Uani 1 1 d . . . . .
H5A H 0.3947 0.6828 0.5437 0.050 Uiso 1 1 calc R . . . .
H5B H 0.3594 0.5841 0.5183 0.050 Uiso 1 1 calc R . . . .
N3 N 0.1016(5) 0.5900(4) 0.6698(2) 0.0542(13) Uani 1 1 d . . . . .
N1 N 0.2276(5) 0.4701(4) 0.5788(2) 0.0481(11) Uani 1 1 d . . . . .
C20 C 0.2671(7) 0.5528(5) 0.4091(3) 0.0532(15) Uani 1 1 d . . . . .
C17 C 0.1111(5) 0.6827(4) 0.5007(3) 0.0421(12) Uani 1 1 d . . . . .
N2 N 0.3622(5) 0.5728(5) 0.6563(2) 0.0564(14) Uani 1 1 d . . . . .
N4 N 0.2063(5) 0.7584(4) 0.6280(2) 0.0549(12) Uani 1 1 d . . . . .
C18 C 0.2519(5) 0.6976(4) 0.4873(2) 0.0412(13) Uani 1 1 d . . . . .
H18 H 0.2701 0.7720 0.4911 0.049 Uiso 1 1 calc R . . . .
C21 C 0.1519(7) 0.5190(6) 0.3868(3) 0.0671(19) Uani 1 1 d . . . . .
H21 H 0.0854 0.5663 0.3826 0.080 Uiso 1 1 calc R . . . .
O4 O 0.8354(6) 0.4831(7) 0.5031(3) 0.114(2) Uani 1 1 d . . . . .
C19 C 0.2886(6) 0.6659(5) 0.4243(3) 0.0502(13) Uani 1 1 d . . . . .
H19A H 0.2402 0.7082 0.3967 0.060 Uiso 1 1 calc R . . . .
H19B H 0.3783 0.6818 0.4184 0.060 Uiso 1 1 calc R . . . .
C10 C 0.0981(6) 0.7762(6) 0.6590(3) 0.0599(17) Uani 1 1 d . . . . .
C5 C 0.3393(7) 0.4218(6) 0.5933(3) 0.0635(18) Uani 1 1 d . . . . .
C13 C 0.2506(8) 0.9399(6) 0.6306(4) 0.079(2) Uani 1 1 d . . . . .
H13 H 0.3046 0.9948 0.6211 0.095 Uiso 1 1 calc R . . . .
C2 C 0.1627(11) 0.3169(7) 0.5303(4) 0.084(3) Uani 1 1 d . . . . .
H2 H 0.1016 0.2812 0.5084 0.101 Uiso 1 1 calc R . . . .
C9 C 0.0184(7) 0.6842(6) 0.6721(3) 0.0685(19) Uani 1 1 d . . . . .
H9A H -0.0498 0.6784 0.6432 0.082 Uiso 1 1 calc R . . . .
H9B H -0.0197 0.6908 0.7111 0.082 Uiso 1 1 calc R . . . .
O7 O -0.2599(8) 0.6279(6) 0.7422(5) 0.151(4) Uani 1 1 d . . . . .
C22 C 0.1330(10) 0.4182(7) 0.3709(4) 0.088(3) Uani 1 1 d . . . . .
H22 H 0.0550 0.3986 0.3547 0.105 Uiso 1 1 calc R . . . .
C14 C 0.2775(8) 0.8404(5) 0.6134(3) 0.0652(17) Uani 1 1 d . . . . .
H14 H 0.3496 0.8293 0.5901 0.078 Uiso 1 1 calc R . . . .
C25 C 0.3611(8) 0.4799(6) 0.4170(3) 0.073(2) Uani 1 1 d . . . . .
H25 H 0.4387 0.4994 0.4336 0.088 Uiso 1 1 calc R . . . .
C15 C 0.0183(7) 0.4981(7) 0.6671(4) 0.075(2) Uani 1 1 d . . . . .
H15A H -0.0238 0.4959 0.6293 0.113 Uiso 1 1 calc GR . . . .
H15B H -0.0444 0.5021 0.6981 0.113 Uiso 1 1 calc GR . . . .
H15C H 0.0687 0.4365 0.6722 0.113 Uiso 1 1 calc GR . . . .
C3 C 0.2716(12) 0.2693(7) 0.5454(4) 0.095(3) Uani 1 1 d . . . . .
H3 H 0.2845 0.2002 0.5349 0.113 Uiso 1 1 calc R . . . .
C6 C 0.4322(6) 0.4881(6) 0.6257(4) 0.0690(19) Uani 1 1 d . . . . .
H6A H 0.4784 0.4466 0.6544 0.083 Uiso 1 1 calc R . . . .
H6B H 0.4934 0.5173 0.5981 0.083 Uiso 1 1 calc R . . . .
C1 C 0.1403(8) 0.4176(5) 0.5470(3) 0.0646(18) Uani 1 1 d . . . . .
H1 H 0.0644 0.4499 0.5362 0.078 Uiso 1 1 calc R . . . .
O6 O 0.7442(9) 0.5674(5) 0.5827(4) 0.133(3) Uani 1 1 d . . . . .
O3 O 0.6966(11) 0.4014(5) 0.5653(6) 0.190(5) Uani 1 1 d . . . . .
O8 O -0.1671(7) 0.7466(9) 0.8045(4) 0.159(4) Uani 1 1 d . . . . .
C11 C 0.0647(8) 0.8726(8) 0.6780(4) 0.087(3) Uani 1 1 d . . . . .
H11 H -0.0080 0.8826 0.7010 0.104 Uiso 1 1 calc R . . . .
C4 C 0.3658(10) 0.3225(7) 0.5766(4) 0.084(3) Uani 1 1 d . . . . .
H4 H 0.4436 0.2914 0.5858 0.101 Uiso 1 1 calc R . . . .
C16 C 0.4557(8) 0.6561(8) 0.6718(4) 0.090(3) Uani 1 1 d . . . . .
H16A H 0.4931 0.6833 0.6362 0.134 Uiso 1 1 calc GR . . . .
H16B H 0.5215 0.6276 0.6966 0.134 Uiso 1 1 calc GR . . . .
H16C H 0.4125 0.7108 0.6927 0.134 Uiso 1 1 calc GR . . . .
C23 C 0.2249(13) 0.3465(7) 0.3782(4) 0.093(3) Uani 1 1 d . . . . .
H23 H 0.2106 0.2772 0.3686 0.112 Uiso 1 1 calc R . . . .
C7 C 0.3011(8) 0.5298(7) 0.7098(3) 0.079(2) Uani 1 1 d . . . . .
H7A H 0.2812 0.4571 0.7034 0.095 Uiso 1 1 calc R . . . .
H7B H 0.3599 0.5344 0.7430 0.095 Uiso 1 1 calc R . . . .
O5 O 0.6248(8) 0.5198(14) 0.5078(4) 0.211(7) Uani 1 1 d . . . . .
C24 C 0.3418(12) 0.3787(7) 0.4005(4) 0.101(3) Uani 1 1 d . . . . .
H24 H 0.4080 0.3310 0.4044 0.121 Uiso 1 1 calc R . . . .
C12 C 0.1412(9) 0.9553(8) 0.6623(5) 0.096(3) Uani 1 1 d . . . . .
H12 H 0.1180 1.0223 0.6734 0.115 Uiso 1 1 calc R . . . .
C8 C 0.1838(7) 0.5864(8) 0.7241(3) 0.079(2) Uani 1 1 d . . . . .
H8A H 0.2043 0.6564 0.7369 0.095 Uiso 1 1 calc R . . . .
H8B H 0.1387 0.5516 0.7560 0.095 Uiso 1 1 calc R . . . .
O9 O -0.2612(14) 0.7917(7) 0.7227(4) 0.186(5) Uani 1 1 d . . . . .
O10 O -0.3855(7) 0.7427(11) 0.7953(4) 0.196(6) 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 O1 1.890(4) . ?
Co1 N5 1.967(5) . ?
Co1 N3 1.992(5) . ?
Co1 N1 1.925(5) . ?
Co1 N2 1.979(5) . ?
Co1 N4 1.956(5) . ?
Cl1 O4 1.410(6) . ?
Cl1 O6 1.395(6) . ?
Cl1 O3 1.318(8) . ?
Cl1 O5 1.347(9) . ?
Cl2 O7 1.389(7) . ?
Cl2 O8 1.392(7) . ?
Cl2 O9 1.365(8) . ?
Cl2 O10 1.343(8) . ?
O1 C17 1.288(7) . ?
O2 C17 1.230(7) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N5 C18 1.485(7) . ?
N3 C9 1.495(9) . ?
N3 C15 1.470(9) . ?
N3 C8 1.498(8) . ?
N1 C5 1.365(9) . ?
N1 C1 1.344(8) . ?
C20 C21 1.377(10) . ?
C20 C19 1.513(8) . ?
C20 C25 1.370(10) . ?
C17 C18 1.517(8) . ?
N2 C6 1.484(9) . ?
N2 C16 1.493(10) . ?
N2 C7 1.475(9) . ?
N4 C10 1.352(8) . ?
N4 C14 1.333(8) . ?
C18 H18 0.9800 . ?
C18 C19 1.526(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.361(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C10 C9 1.478(10) . ?
C10 C11 1.358(11) . ?
C5 C6 1.485(10) . ?
C5 C4 1.361(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.367(10) . ?
C13 C12 1.365(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.338(14) . ?
C2 C1 1.370(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C22 H22 0.9300 . ?
C22 C23 1.344(14) . ?
C14 H14 0.9300 . ?
C25 H25 0.9300 . ?
C25 C24 1.369(12) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C4 1.392(13) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C1 H1 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.379(13) . ?
C4 H4 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C24 1.387(15) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.463(11) . ?
C24 H24 0.9300 . ?
C12 H12 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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
O1 Co1 N5 84.94(18) . . ?
O1 Co1 N3 90.82(19) . . ?
O1 Co1 N1 92.1(2) . . ?
O1 Co1 N2 175.4(2) . . ?
O1 Co1 N4 86.5(2) . . ?
N5 Co1 N3 175.5(2) . . ?
N5 Co1 N2 96.6(2) . . ?
N1 Co1 N5 86.8(2) . . ?
N1 Co1 N3 94.9(2) . . ?
N1 Co1 N2 83.7(2) . . ?
N1 Co1 N4 177.1(2) . . ?
N2 Co1 N3 87.8(2) . . ?
N4 Co1 N5 95.5(2) . . ?
N4 Co1 N3 82.6(2) . . ?
N4 Co1 N2 97.7(2) . . ?
O6 Cl1 O4 110.5(5) . . ?
O3 Cl1 O4 113.1(5) . . ?
O3 Cl1 O6 110.4(6) . . ?
O3 Cl1 O5 106.6(8) . . ?
O5 Cl1 O4 109.9(5) . . ?
O5 Cl1 O6 105.9(7) . . ?
O7 Cl2 O8 111.0(6) . . ?
O9 Cl2 O7 102.8(6) . . ?
O9 Cl2 O8 104.0(8) . . ?
O10 Cl2 O7 115.7(6) . . ?
O10 Cl2 O8 114.2(5) . . ?
O10 Cl2 O9 107.6(8) . . ?
C17 O1 Co1 116.4(3) . . ?
Co1 N5 H5A 109.8 . . ?
Co1 N5 H5B 109.8 . . ?
H5A N5 H5B 108.2 . . ?
C18 N5 Co1 109.6(3) . . ?
C18 N5 H5A 109.8 . . ?
C18 N5 H5B 109.8 . . ?
C9 N3 Co1 105.6(4) . . ?
C9 N3 C8 109.3(6) . . ?
C15 N3 Co1 117.8(5) . . ?
C15 N3 C9 107.9(5) . . ?
C15 N3 C8 110.5(6) . . ?
C8 N3 Co1 105.5(4) . . ?
C5 N1 Co1 113.5(4) . . ?
C1 N1 Co1 127.5(5) . . ?
C1 N1 C5 118.8(6) . . ?
C21 C20 C19 121.1(6) . . ?
C25 C20 C21 117.4(7) . . ?
C25 C20 C19 121.5(7) . . ?
O1 C17 C18 116.7(5) . . ?
O2 C17 O1 123.0(5) . . ?
O2 C17 C18 120.3(5) . . ?
C6 N2 Co1 106.2(4) . . ?
C6 N2 C16 108.2(6) . . ?
C16 N2 Co1 116.2(5) . . ?
C7 N2 Co1 106.2(4) . . ?
C7 N2 C6 108.7(6) . . ?
C7 N2 C16 111.2(6) . . ?
C10 N4 Co1 112.4(5) . . ?
C14 N4 Co1 129.5(5) . . ?
C14 N4 C10 117.6(6) . . ?
N5 C18 C17 109.2(4) . . ?
N5 C18 H18 107.1 . . ?
N5 C18 C19 112.6(4) . . ?
C17 C18 H18 107.1 . . ?
C17 C18 C19 113.4(5) . . ?
C19 C18 H18 107.1 . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.6(8) . . ?
C22 C21 H21 119.2 . . ?
C20 C19 C18 115.5(5) . . ?
C20 C19 H19A 108.4 . . ?
C20 C19 H19B 108.4 . . ?
C18 C19 H19A 108.4 . . ?
C18 C19 H19B 108.4 . . ?
H19A C19 H19B 107.5 . . ?
N4 C10 C9 116.2(6) . . ?
N4 C10 C11 122.3(7) . . ?
C11 C10 C9 121.6(7) . . ?
N1 C5 C6 114.7(6) . . ?
C4 C5 N1 122.4(8) . . ?
C4 C5 C6 122.8(8) . . ?
C14 C13 H13 121.4 . . ?
C12 C13 H13 121.4 . . ?
C12 C13 C14 117.3(8) . . ?
C3 C2 H2 119.7 . . ?
C3 C2 C1 120.6(9) . . ?
C1 C2 H2 119.7 . . ?
N3 C9 H9A 110.0 . . ?
N3 C9 H9B 110.0 . . ?
C10 C9 N3 108.3(5) . . ?
C10 C9 H9A 110.0 . . ?
C10 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(9) . . ?
C23 C22 H22 119.4 . . ?
N4 C14 C13 123.7(7) . . ?
N4 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.7(9) . . ?
C24 C25 H25 119.7 . . ?
N3 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
N3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(8) . . ?
C4 C3 H3 119.8 . . ?
N2 C6 C5 109.1(5) . . ?
N2 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N1 C1 C2 120.4(8) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C10 C11 H11 120.8 . . ?
C10 C11 C12 118.3(7) . . ?
C12 C11 H11 120.8 . . ?
C5 C4 C3 117.2(9) . . ?
C5 C4 H4 121.4 . . ?
C3 C4 H4 121.4 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C23 H23 120.9 . . ?
C22 C23 C24 118.1(8) . . ?
C24 C23 H23 120.9 . . ?
N2 C7 H7A 109.4 . . ?
N2 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 N2 111.0(6) . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C25 C24 C23 120.9(9) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C13 C12 C11 120.7(8) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
N3 C8 H8A 110.0 . . ?
N3 C8 H8B 110.0 . . ?
C7 C8 N3 108.5(6) . . ?
C7 C8 H8A 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_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 O1 C17 O2 -175.4(4) . . . . ?
Co1 O1 C17 C18 3.7(6) . . . . ?
Co1 N5 C18 C17 -17.3(5) . . . . ?
Co1 N5 C18 C19 -144.2(4) . . . . ?
Co1 N3 C9 C10 -38.6(6) . . . . ?
Co1 N3 C8 C7 -39.6(8) . . . . ?
Co1 N1 C5 C6 1.6(7) . . . . ?
Co1 N1 C5 C4 -175.2(6) . . . . ?
Co1 N1 C1 C2 175.7(5) . . . . ?
Co1 N2 C6 C5 -36.8(7) . . . . ?
Co1 N2 C7 C8 -36.4(8) . . . . ?
Co1 N4 C10 C9 4.8(8) . . . . ?
Co1 N4 C10 C11 -176.1(6) . . . . ?
Co1 N4 C14 C13 174.5(6) . . . . ?
O1 C17 C18 N5 9.6(7) . . . . ?
O1 C17 C18 C19 136.0(5) . . . . ?
O2 C17 C18 N5 -171.2(5) . . . . ?
O2 C17 C18 C19 -44.8(7) . . . . ?
N5 Co1 O1 C17 -11.5(4) . . . . ?
N5 C18 C19 C20 62.8(7) . . . . ?
N3 Co1 O1 C17 166.9(4) . . . . ?
N1 Co1 O1 C17 -98.1(4) . . . . ?
N1 C5 C6 N2 24.2(8) . . . . ?
N1 C5 C4 C3 -2.1(11) . . . . ?
C20 C21 C22 C23 2.3(13) . . . . ?
C20 C25 C24 C23 -3.1(13) . . . . ?
C17 C18 C19 C20 -61.7(7) . . . . ?
N2 C7 C8 N3 51.9(9) . . . . ?
N4 Co1 O1 C17 84.4(4) . . . . ?
N4 C10 C9 N3 23.3(8) . . . . ?
N4 C10 C11 C12 3.3(12) . . . . ?
C21 C20 C19 C18 88.5(7) . . . . ?
C21 C20 C25 C24 3.0(11) . . . . ?
C21 C22 C23 C24 -2.3(14) . . . . ?
C19 C20 C21 C22 177.5(7) . . . . ?
C19 C20 C25 C24 -177.1(7) . . . . ?
C10 N4 C14 C13 3.5(11) . . . . ?
C10 C11 C12 C13 -2.8(14) . . . . ?
C5 N1 C1 C2 1.1(9) . . . . ?
C2 C3 C4 C5 3.1(13) . . . . ?
C9 N3 C8 C7 -152.8(7) . . . . ?
C9 C10 C11 C12 -177.6(8) . . . . ?
C22 C23 C24 C25 2.7(14) . . . . ?
C14 N4 C10 C9 177.3(6) . . . . ?
C14 N4 C10 C11 -3.6(10) . . . . ?
C14 C13 C12 C11 2.6(14) . . . . ?
C25 C20 C21 C22 -2.6(11) . . . . ?
C25 C20 C19 C18 -91.4(8) . . . . ?
C15 N3 C9 C10 -165.4(6) . . . . ?
C15 N3 C8 C7 88.6(8) . . . . ?
C3 C2 C1 N1 -0.2(12) . . . . ?
C6 N2 C7 C8 -150.2(7) . . . . ?
C6 C5 C4 C3 -178.6(8) . . . . ?
C1 N1 C5 C6 176.8(6) . . . . ?
C1 N1 C5 C4 0.1(10) . . . . ?
C1 C2 C3 C4 -2.0(14) . . . . ?
C11 C10 C9 N3 -155.8(7) . . . . ?
C4 C5 C6 N2 -159.1(7) . . . . ?
C16 N2 C6 C5 -162.2(6) . . . . ?
C16 N2 C7 C8 90.8(8) . . . . ?
C7 N2 C6 C5 77.0(7) . . . . ?
C12 C13 C14 N4 -3.0(13) . . . . ?
C8 N3 C9 C10 74.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.96(3)
2 0.04(3)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
