# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_o1
_database_code_depnum_ccdc_archive 'CCDC 2112061'
loop_
_audit_author_name
_audit_author_address
liujingyuan
;jiangsu university of science and technology
China
;
_audit_update_record             
;
2021-11-28 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 Cu, 2(C6 H14 N O)'
_chemical_formula_sum            'C12 H28 Cl4 Cu N2 O2'
_chemical_formula_weight         437.70
_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'
Cu Cu 0.3201 1.2651 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.5510(7)
_cell_length_b                   7.4842(3)
_cell_length_c                   16.2478(7)
_cell_angle_alpha                90
_cell_angle_beta                 114.157(2)
_cell_angle_gamma                90
_cell_volume                     1947.33(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5394
_cell_measurement_temperature    296
_cell_measurement_theta_max      29.27
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.824
_shelx_estimated_absorpt_T_min   0.799
_exptl_absorpt_coefficient_mu    1.674
_exptl_absorpt_correction_T_max  0.818
_exptl_absorpt_correction_T_min  0.791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             908
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8145
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.986
_diffrn_reflns_theta_max         24.986
_diffrn_reflns_theta_min         1.272
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3056
_reflns_number_total             3419
_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       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0089(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      1.030
_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)+(0.0346P)²+1.0317P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0715
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2)
1.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C4(H4A,H4B), C6(H6A,H6B), C8(H8A,H8B), C10(H10A,H10B), C12(H12A,
 H12B), C3(H3A,H3B), C7(H7A,H7B), C2(H2A,H2B), C5(H5A,H5B)
1.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu1 Cu 0.24667(2) 0.60510(3) 0.66189(2) 0.04038(11) Uani 1 1 d . . . . .
Cl1 Cl 0.13743(4) 0.79287(8) 0.62173(4) 0.05262(17) Uani 1 1 d . . . . .
Cl4 Cl 0.28979(4) 0.68509(10) 0.55423(4) 0.05621(18) Uani 1 1 d . . . . .
Cl2 Cl 0.37143(4) 0.59293(8) 0.78051(5) 0.0677(2) Uani 1 1 d . . . . .
Cl3 Cl 0.19252(4) 0.35942(10) 0.69322(7) 0.0835(3) Uani 1 1 d . . . . .
O1 O 0.05106(10) 0.4958(2) 0.32023(11) 0.0570(4) Uani 1 1 d . . . . .
O2 O 0.45602(12) 0.1895(3) 0.99612(10) 0.0615(5) Uani 1 1 d . . . . .
N1 N 0.39033(10) 0.1630(2) 0.80394(11) 0.0352(4) Uani 1 1 d . . . . .
H1 H 0.371452 0.286788 0.789129 0.042 Uiso 1 1 calc R U . . .
N2 N 0.10006(11) 0.8351(2) 0.40681(11) 0.0424(4) Uani 1 1 d . . . . .
H2 H 0.142120 0.793012 0.464681 0.051 Uiso 1 1 calc R U . . .
C1 C 0.48197(14) 0.1666(3) 0.86136(15) 0.0488(5) Uani 1 1 d . . . . .
H1A H 0.510779 0.224659 0.828897 0.059 Uiso 1 1 calc R U . . .
H1B H 0.502877 0.045398 0.875108 0.059 Uiso 1 1 calc R U . . .
C4 C 0.36747(16) 0.0633(3) 0.71704(15) 0.0487(5) Uani 1 1 d . . . . .
H4A H 0.392413 -0.054692 0.729953 0.058 Uiso 1 1 calc R U . . .
H4B H 0.307326 0.048536 0.688519 0.058 Uiso 1 1 calc R U . . .
C6 C 0.49896(15) 0.2661(4) 0.94759(15) 0.0557(6) Uani 1 1 d . . . . .
H6A H 0.558483 0.264806 0.984946 0.067 Uiso 1 1 calc R U . . .
H6B H 0.481759 0.389595 0.933671 0.067 Uiso 1 1 calc R U . . .
C8 C 0.12621(15) 0.7742(3) 0.33496(15) 0.0510(6) Uani 1 1 d . . . . .
H8A H 0.181089 0.821789 0.346617 0.061 Uiso 1 1 calc R U . . .
H8B H 0.087289 0.819206 0.276976 0.061 Uiso 1 1 calc R U . . .
C10 C 0.01941(14) 0.7468(4) 0.39256(18) 0.0546(6) Uani 1 1 d . . . . .
H10A H 0.003068 0.779653 0.440797 0.066 Uiso 1 1 calc R U . . .
H10B H -0.023946 0.786442 0.335925 0.066 Uiso 1 1 calc R U . . .
C12 C 0.12862(15) 0.5730(3) 0.33215(17) 0.0521(6) Uani 1 1 d . . . . .
H12A H 0.142932 0.536151 0.283009 0.062 Uiso 1 1 calc R U . . .
H12B H 0.171782 0.529354 0.387968 0.062 Uiso 1 1 calc R U . . .
C3 C 0.02885(16) 0.5493(4) 0.39101(18) 0.0581(6) Uani 1 1 d . . . . .
H3A H 0.071536 0.510096 0.448200 0.070 Uiso 1 1 calc R U . . .
H3B H -0.023310 0.492471 0.383361 0.070 Uiso 1 1 calc R U . . .
C7 C 0.34661(16) 0.0860(3) 0.85730(17) 0.0527(6) Uani 1 1 d . . . . .
H7A H 0.362701 -0.038049 0.871373 0.063 Uiso 1 1 calc R U . . .
H7B H 0.286696 0.090486 0.822266 0.063 Uiso 1 1 calc R U . . .
C2 C 0.36923(17) 0.1902(4) 0.94290(17) 0.0613(7) Uani 1 1 d . . . . .
H2A H 0.350362 0.312588 0.928201 0.074 Uiso 1 1 calc R U . . .
H2B H 0.340620 0.139388 0.977385 0.074 Uiso 1 1 calc R U . . .
C9 C 0.39562(18) 0.1563(4) 0.65308(16) 0.0615(7) Uani 1 1 d . . . . .
H9A H 0.377869 0.089404 0.597940 0.092 Uiso 1 1 calc R U . . .
H9B H 0.455419 0.165360 0.679583 0.092 Uiso 1 1 calc R U . . .
H9C H 0.371688 0.273793 0.640577 0.092 Uiso 1 1 calc R U . . .
C5 C 0.09397(17) 1.0348(3) 0.4132(2) 0.0633(7) Uani 1 1 d . . . . .
H5A H 0.058110 1.081677 0.354296 0.076 Uiso 1 1 calc R U . . .
H5B H 0.068390 1.062748 0.454406 0.076 Uiso 1 1 calc R U . . .
C11 C 0.1757(2) 1.1230(4) 0.4444(3) 0.0888(11) Uani 1 1 d . . . . .
H11A H 0.194562 1.123521 0.396699 0.133 Uiso 1 1 calc R U . . .
H11B H 0.215132 1.059353 0.495373 0.133 Uiso 1 1 calc R U . . .
H11C H 0.170865 1.243663 0.461730 0.133 Uiso 1 1 calc R U . . .


_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
Cu1 Cl1 2.2478(6) . ?
Cu1 Cl4 2.2526(6) . ?
Cu1 Cl2 2.2502(6) . ?
Cu1 Cl3 2.2225(7) . ?
O1 C12 1.417(3) . ?
O1 C3 1.415(3) . ?
O2 C6 1.416(3) . ?
O2 C2 1.411(3) . ?
N1 H1 0.9800 . ?
N1 C1 1.493(3) . ?
N1 C4 1.499(3) . ?
N1 C7 1.489(3) . ?
N2 H2 0.9800 . ?
N2 C8 1.490(3) . ?
N2 C10 1.492(3) . ?
N2 C5 1.505(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C6 1.505(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C9 1.493(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C12 1.508(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C3 1.489(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C2 1.500(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C11 1.468(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
Cl1 Cu1 Cl4 97.25(2) . . ?
Cl1 Cu1 Cl2 133.58(3) . . ?
Cl2 Cu1 Cl4 99.06(3) . . ?
Cl3 Cu1 Cl1 100.94(3) . . ?
Cl3 Cu1 Cl4 135.14(4) . . ?
Cl3 Cu1 Cl2 97.34(3) . . ?
C3 O1 C12 110.02(18) . . ?
C2 O2 C6 110.15(17) . . ?
C1 N1 H1 107.8 . . ?
C1 N1 C4 113.72(17) . . ?
C4 N1 H1 107.8 . . ?
C7 N1 H1 107.8 . . ?
C7 N1 C1 108.85(17) . . ?
C7 N1 C4 110.64(17) . . ?
C8 N2 H2 107.5 . . ?
C8 N2 C10 108.64(18) . . ?
C8 N2 C5 114.25(19) . . ?
C10 N2 H2 107.5 . . ?
C10 N2 C5 111.19(19) . . ?
C5 N2 H2 107.5 . . ?
N1 C1 H1A 109.6 . . ?
N1 C1 H1B 109.6 . . ?
N1 C1 C6 110.07(18) . . ?
H1A C1 H1B 108.2 . . ?
C6 C1 H1A 109.6 . . ?
C6 C1 H1B 109.6 . . ?
N1 C4 H4A 109.0 . . ?
N1 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C9 C4 N1 112.74(19) . . ?
C9 C4 H4A 109.0 . . ?
C9 C4 H4B 109.0 . . ?
O2 C6 C1 111.7(2) . . ?
O2 C6 H6A 109.3 . . ?
O2 C6 H6B 109.3 . . ?
C1 C6 H6A 109.3 . . ?
C1 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 C12 110.54(19) . . ?
H8A C8 H8B 108.1 . . ?
C12 C8 H8A 109.5 . . ?
C12 C8 H8B 109.5 . . ?
N2 C10 H10A 109.7 . . ?
N2 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C3 C10 N2 109.74(19) . . ?
C3 C10 H10A 109.7 . . ?
C3 C10 H10B 109.7 . . ?
O1 C12 C8 112.0(2) . . ?
O1 C12 H12A 109.2 . . ?
O1 C12 H12B 109.2 . . ?
C8 C12 H12A 109.2 . . ?
C8 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
O1 C3 C10 111.4(2) . . ?
O1 C3 H3A 109.4 . . ?
O1 C3 H3B 109.4 . . ?
C10 C3 H3A 109.4 . . ?
C10 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C7 H7A 109.8 . . ?
N1 C7 H7B 109.8 . . ?
N1 C7 C2 109.6(2) . . ?
H7A C7 H7B 108.2 . . ?
C2 C7 H7A 109.8 . . ?
C2 C7 H7B 109.8 . . ?
O2 C2 C7 112.1(2) . . ?
O2 C2 H2A 109.2 . . ?
O2 C2 H2B 109.2 . . ?
C7 C2 H2A 109.2 . . ?
C7 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C5 H5A 109.1 . . ?
N2 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
C11 C5 N2 112.5(2) . . ?
C11 C5 H5A 109.1 . . ?
C11 C5 H5B 109.1 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C6 O2 57.5(3) . . . . ?
N1 C7 C2 O2 -58.8(3) . . . . ?
N2 C8 C12 O1 56.0(3) . . . . ?
N2 C10 C3 O1 -60.6(3) . . . . ?
C1 N1 C4 C9 -68.6(3) . . . . ?
C1 N1 C7 C2 55.4(2) . . . . ?
C4 N1 C1 C6 -178.95(19) . . . . ?
C4 N1 C7 C2 -178.90(19) . . . . ?
C6 O2 C2 C7 59.9(3) . . . . ?
C8 N2 C10 C3 56.1(2) . . . . ?
C8 N2 C5 C11 -67.7(3) . . . . ?
C10 N2 C8 C12 -53.9(2) . . . . ?
C10 N2 C5 C11 168.9(3) . . . . ?
C12 O1 C3 C10 61.0(3) . . . . ?
C3 O1 C12 C8 -58.5(3) . . . . ?
C7 N1 C1 C6 -55.1(2) . . . . ?
C7 N1 C4 C9 168.5(2) . . . . ?
C2 O2 C6 C1 -59.0(3) . . . . ?
C5 N2 C8 C12 -178.66(19) . . . . ?
C5 N2 C10 C3 -177.3(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_mn
_database_code_depnum_ccdc_archive 'CCDC 2112062'
loop_
_audit_author_name
_audit_author_address
liujingyuan
;Jiangsu University of Science and Technology
China
;
_audit_update_record             
;
2021-11-28 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_audit_creation_date             2021-11-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl4 Mn, 2(C6 H14 N O)'
_chemical_formula_sum            'C12 H28 Cl4 Mn N2 O2'
_chemical_formula_weight         429.10
_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'
Mn Mn 0.3368 0.7283 '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           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2737(12)
_cell_length_b                   10.4938(15)
_cell_length_c                   12.0521(17)
_cell_angle_alpha                89.6020(10)
_cell_angle_beta                 79.5170(10)
_cell_angle_gamma                84.3770(10)
_cell_volume                     1023.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5882
_cell_measurement_temperature    296
_cell_measurement_theta_max      23.95
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.853
_exptl_absorpt_coefficient_mu    1.170
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic light white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             446
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21103
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.718
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2906
_reflns_number_total             3600
_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       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       0.0114(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3600
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.032
_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)+(0.0250P)²+0.6527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0741
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C4(H4A,H4B), C6(H6A,H6B), C8(H8A,H8B), C10(H10A,H10B), C12(H12A,
 H12B), C3(H3A,H3B), C7(H7A,H7B), C2(H2A,H2B), C9(H9A,H9B)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Mn1 Mn 0.35325(5) 0.78083(3) 0.77906(3) 0.04322(13) Uani 1 1 d . . . . .
Cl1 Cl 0.15329(9) 0.67872(6) 0.90390(6) 0.0576(2) Uani 1 1 d . . . . .
Cl4 Cl 0.61462(9) 0.71644(7) 0.82479(6) 0.0609(2) Uani 1 1 d . . . . .
Cl2 Cl 0.34701(10) 0.70456(7) 0.59741(6) 0.0682(2) Uani 1 1 d . . . . .
Cl3 Cl 0.32374(11) 1.00419(6) 0.77681(6) 0.0699(2) Uani 1 1 d . . . . .
O1 O 0.8652(3) 0.8590(2) 0.48370(15) 0.0667(5) Uani 1 1 d . . . . .
O2 O 0.5879(3) 0.32836(19) 0.78132(16) 0.0658(5) Uani 1 1 d . . . . .
N1 N 0.2438(3) 0.39780(19) 0.79164(18) 0.0504(5) Uani 1 1 d . . . . .
H1 H 0.237185 0.490797 0.802233 0.060 Uiso 1 1 calc R U . . .
N2 N 0.7907(3) 0.9556(2) 0.71008(17) 0.0495(5) Uani 1 1 d . . . . .
H2 H 0.701261 0.905183 0.744184 0.059 Uiso 1 1 calc R U . . .
C1 C 0.9391(3) 0.8649(3) 0.6680(2) 0.0538(7) Uani 1 1 d . . . . .
H1A H 0.964805 0.810542 0.729131 0.065 Uiso 1 1 calc R U . . .
H1B H 1.033064 0.912631 0.641558 0.065 Uiso 1 1 calc R U . . .
C4 C 0.3589(3) 0.3647(3) 0.6835(2) 0.0548(7) Uani 1 1 d . . . . .
H4A H 0.321231 0.413194 0.622630 0.066 Uiso 1 1 calc R U . . .
H4B H 0.359992 0.274345 0.666697 0.066 Uiso 1 1 calc R U . . .
C6 C 0.5291(4) 0.3944(3) 0.6916(2) 0.0580(7) Uani 1 1 d . . . . .
H6A H 0.603144 0.370651 0.621161 0.070 Uiso 1 1 calc R U . . .
H6B H 0.528892 0.485850 0.702971 0.070 Uiso 1 1 calc R U . . .
C8 C 0.3133(4) 0.3368(3) 0.8877(2) 0.0666(8) Uani 1 1 d . . . . .
H8A H 0.245182 0.366735 0.958659 0.080 Uiso 1 1 calc R U . . .
H8B H 0.312471 0.244593 0.883439 0.080 Uiso 1 1 calc R U . . .
C10 C 0.9088(4) 0.7838(3) 0.5739(2) 0.0616(7) Uani 1 1 d . . . . .
H10A H 1.007622 0.727234 0.546150 0.074 Uiso 1 1 calc R U . . .
H10B H 0.820550 0.731097 0.602194 0.074 Uiso 1 1 calc R U . . .
C12 C 0.7377(4) 1.0264(3) 0.6130(3) 0.0658(8) Uani 1 1 d . . . . .
H12A H 0.634136 1.078098 0.639041 0.079 Uiso 1 1 calc R U . . .
H12B H 0.819763 1.083392 0.582325 0.079 Uiso 1 1 calc R U . . .
C3 C 0.4859(4) 0.3692(3) 0.8837(2) 0.0677(8) Uani 1 1 d . . . . .
H3A H 0.485605 0.461142 0.892022 0.081 Uiso 1 1 calc R U . . .
H3B H 0.529644 0.328615 0.945963 0.081 Uiso 1 1 calc R U . . .
C7 C 0.7165(4) 0.9371(3) 0.5232(3) 0.0716(9) Uani 1 1 d . . . . .
H7A H 0.629819 0.883443 0.552492 0.086 Uiso 1 1 calc R U . . .
H7B H 0.683264 0.985725 0.460917 0.086 Uiso 1 1 calc R U . . .
C2 C 0.0730(4) 0.3637(3) 0.7911(4) 0.0881(11) Uani 1 1 d . . . . .
H2A H 0.078163 0.273614 0.771909 0.106 Uiso 1 1 calc R U . . .
H2B H 0.008135 0.376616 0.866399 0.106 Uiso 1 1 calc R U . . .
C9 C 0.8170(5) 1.0482(3) 0.7975(3) 0.0832(10) Uani 1 1 d . . . . .
H9A H 0.919847 1.085131 0.770881 0.100 Uiso 1 1 calc R U . . .
H9B H 0.728565 1.117198 0.805697 0.100 Uiso 1 1 calc R U . . .
C5 C 0.8227(7) 0.9942(4) 0.9050(3) 0.1192(16) Uani 1 1 d . . . . .
H5A H 0.906931 0.923474 0.897655 0.179 Uiso 1 1 calc R U . . .
H5B H 0.717674 0.964684 0.935613 0.179 Uiso 1 1 calc R U . . .
H5C H 0.847325 1.057898 0.954569 0.179 Uiso 1 1 calc R U . . .
C11 C -0.0117(5) 0.4402(4) 0.7102(4) 0.1122(15) Uani 1 1 d . . . . .
H11A H 0.047794 0.423499 0.634772 0.168 Uiso 1 1 calc R U . . .
H11B H -0.015391 0.529653 0.727655 0.168 Uiso 1 1 calc R U . . .
H11C H -0.122167 0.416723 0.715947 0.168 Uiso 1 1 calc R U . . .


_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
Mn1 Cl1 2.3597(7) . ?
Mn1 Cl4 2.3619(9) . ?
Mn1 Cl2 2.3474(8) . ?
Mn1 Cl3 2.3332(8) . ?
O1 C10 1.417(3) . ?
O1 C7 1.417(4) . ?
O2 C6 1.415(3) . ?
O2 C3 1.405(3) . ?
N1 H1 0.9800 . ?
N1 C4 1.489(3) . ?
N1 C8 1.497(4) . ?
N1 C2 1.492(4) . ?
N2 H2 0.9800 . ?
N2 C1 1.491(3) . ?
N2 C12 1.492(3) . ?
N2 C9 1.497(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C10 1.494(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C6 1.492(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C3 1.492(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C7 1.481(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C11 1.488(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C5 1.417(5) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
Cl1 Mn1 Cl4 108.05(3) . . ?
Cl2 Mn1 Cl1 106.39(3) . . ?
Cl2 Mn1 Cl4 108.98(3) . . ?
Cl3 Mn1 Cl1 117.43(3) . . ?
Cl3 Mn1 Cl4 107.31(3) . . ?
Cl3 Mn1 Cl2 108.47(3) . . ?
C7 O1 C10 109.1(2) . . ?
C3 O2 C6 108.9(2) . . ?
C4 N1 H1 107.5 . . ?
C4 N1 C8 109.7(2) . . ?
C4 N1 C2 112.8(2) . . ?
C8 N1 H1 107.5 . . ?
C2 N1 H1 107.5 . . ?
C2 N1 C8 111.7(2) . . ?
C1 N2 H2 107.9 . . ?
C1 N2 C12 109.4(2) . . ?
C1 N2 C9 113.5(2) . . ?
C12 N2 H2 107.9 . . ?
C12 N2 C9 110.1(2) . . ?
C9 N2 H2 107.9 . . ?
N2 C1 H1A 109.6 . . ?
N2 C1 H1B 109.6 . . ?
N2 C1 C10 110.5(2) . . ?
H1A C1 H1B 108.1 . . ?
C10 C1 H1A 109.6 . . ?
C10 C1 H1B 109.6 . . ?
N1 C4 H4A 109.6 . . ?
N1 C4 H4B 109.6 . . ?
N1 C4 C6 110.2(2) . . ?
H4A C4 H4B 108.1 . . ?
C6 C4 H4A 109.6 . . ?
C6 C4 H4B 109.6 . . ?
O2 C6 C4 111.7(2) . . ?
O2 C6 H6A 109.3 . . ?
O2 C6 H6B 109.3 . . ?
C4 C6 H6A 109.3 . . ?
C4 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
N1 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C3 C8 N1 110.3(2) . . ?
C3 C8 H8A 109.6 . . ?
C3 C8 H8B 109.6 . . ?
O1 C10 C1 111.8(2) . . ?
O1 C10 H10A 109.3 . . ?
O1 C10 H10B 109.3 . . ?
C1 C10 H10A 109.3 . . ?
C1 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
N2 C12 H12A 109.4 . . ?
N2 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C7 C12 N2 111.3(2) . . ?
C7 C12 H12A 109.4 . . ?
C7 C12 H12B 109.4 . . ?
O2 C3 C8 111.1(2) . . ?
O2 C3 H3A 109.4 . . ?
O2 C3 H3B 109.4 . . ?
C8 C3 H3A 109.4 . . ?
C8 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
O1 C7 C12 111.0(3) . . ?
O1 C7 H7A 109.4 . . ?
O1 C7 H7B 109.4 . . ?
C12 C7 H7A 109.4 . . ?
C12 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N1 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C11 C2 N1 113.3(3) . . ?
C11 C2 H2A 108.9 . . ?
C11 C2 H2B 108.9 . . ?
N2 C9 H9A 108.6 . . ?
N2 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C5 C9 N2 114.6(3) . . ?
C5 C9 H9A 108.6 . . ?
C5 C9 H9B 108.6 . . ?
C9 C5 H5A 109.5 . . ?
C9 C5 H5B 109.5 . . ?
C9 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C11 H11A 109.5 . . ?
C2 C11 H11B 109.5 . . ?
C2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C6 O2 57.7(3) . . . . ?
N1 C8 C3 O2 -58.6(3) . . . . ?
N2 C1 C10 O1 57.3(3) . . . . ?
N2 C12 C7 O1 -58.5(3) . . . . ?
C1 N2 C12 C7 52.6(3) . . . . ?
C1 N2 C9 C5 -73.6(4) . . . . ?
C4 N1 C8 C3 52.3(3) . . . . ?
C4 N1 C2 C11 -66.3(4) . . . . ?
C6 O2 C3 C8 62.8(3) . . . . ?
C8 N1 C4 C6 -51.8(3) . . . . ?
C8 N1 C2 C11 169.7(3) . . . . ?
C10 O1 C7 C12 61.9(3) . . . . ?
C12 N2 C1 C10 -51.4(3) . . . . ?
C12 N2 C9 C5 163.4(3) . . . . ?
C3 O2 C6 C4 -62.6(3) . . . . ?
C7 O1 C10 C1 -61.7(3) . . . . ?
C2 N1 C4 C6 -176.9(2) . . . . ?
C2 N1 C8 C3 178.1(2) . . . . ?
C9 N2 C1 C10 -174.8(2) . . . . ?
C9 N2 C12 C7 178.0(3) . . . . ?

_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_co1
_database_code_depnum_ccdc_archive 'CCDC 2112060'
loop_
_audit_author_name
_audit_author_address
liujingyuan
;jiangsu university of science and technology
China
;
_audit_update_record             
;
2021-11-28 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_audit_creation_date             2021-11-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_chemical_formula_moiety         'Cl4 Co, 2(C6 H14 N O)'
_chemical_formula_sum            'C12 H28 Cl4 Co N2 O2'
_chemical_formula_weight         433.112
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Co 0.35655 0.96576 12.28410 7.34090 4.00340 2.34880 4.27910 0.27840 13.53590
71.16920 1.01180005074
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.2361(4)
_cell_length_b                   10.4179(4)
_cell_length_c                   12.0049(5)
_cell_angle_alpha                89.486(3)
_cell_angle_beta                 79.688(3)
_cell_angle_gamma                84.884(3)
_cell_volume                     1009.35(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6633
_cell_measurement_temperature    296
_cell_measurement_theta_max      29.49
_cell_measurement_theta_min      2.52
_exptl_absorpt_coefficient_mu    1.384
_exptl_absorpt_correction_T_max  0.847
_exptl_absorpt_correction_T_min  0.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             452.033
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.9941
_diffrn_reflns_Laue_measured_fraction_max 0.9941
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16224
_diffrn_reflns_point_group_measured_fraction_full 0.9941
_diffrn_reflns_point_group_measured_fraction_max 0.9941
_diffrn_reflns_theta_full        24.9999
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.60
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full 0.9941
_diffrn_measured_fraction_theta_max 0.9941
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3179
_reflns_number_total             3534
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.4265
_refine_diff_density_min         -0.3012
_refine_diff_density_rms         0.0445
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             7.8229
_refine_ls_extinction_coef       0.0294(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0511
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    42
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3534
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0256
_refine_ls_restrained_S_all      1.0511
_refine_ls_shift/su_max          0.0010
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+0.4241P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0683
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C4(H4a,H4b), C6(H6a,H6b), C8(H8a,H8b), C10(H10a,H10b), C12(H12a,
 H12b), C3(H3a,H3b), C7(H7a,H7b), C2(H2a,H2b), C9(H9a,H9b)
2.c Idealised Me refined as rotating group:
 C5(H5a,H5b,H5c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
Co1 Co 0.64568(3) 0.22269(2) 0.22149(2) 0.04081(11) Uani 1.000000 .
Cl1 Cl 0.84041(7) 0.31934(5) 0.09810(5) 0.05486(16) Uani 1.000000 .
Cl4 Cl 0.39336(7) 0.28636(6) 0.17668(5) 0.05759(16) Uani 1.000000 .
Cl2 Cl 0.65578(8) 0.29597(6) 0.39691(5) 0.06293(18) Uani 1.000000 .
Cl3 Cl 0.67343(9) 0.00534(5) 0.22219(5) 0.06476(18) Uani 1.000000 .
O1 O 0.4113(2) 0.67624(16) 0.22090(14) 0.0648(4) Uani 1.000000 .
O2 O 0.1366(2) 0.14278(17) 0.51777(13) 0.0622(4) Uani 1.000000 .
N1 N 0.7565(2) 0.60397(16) 0.20811(16) 0.0504(4) Uani 1.000000 .
H1 H 0.7599(2) 0.51713(16) 0.19881(16) 0.0604(5) Uiso 1.000000 R
N2 N 0.2109(2) 0.04567(16) 0.29039(15) 0.0467(4) Uani 1.000000 .
H2 H 0.2953(2) 0.09262(16) 0.25886(15) 0.0560(5) Uiso 1.000000 R
C1 C 0.4704(3) 0.6094(2) 0.31063(19) 0.0557(6) Uani 1.000000 .
H1a H 0.3975(3) 0.6335(2) 0.38150(19) 0.0669(7) Uiso 1.000000 R
H1b H 0.4687(3) 0.5174(2) 0.29950(19) 0.0669(7) Uiso 1.000000 R
C4 C 0.6429(3) 0.6386(2) 0.31753(18) 0.0542(5) Uani 1.000000 .
H4a H 0.6808(3) 0.5899(2) 0.37868(18) 0.0650(6) Uiso 1.000000 R
H4b H 0.6440(3) 0.7296(2) 0.33351(18) 0.0650(6) Uiso 1.000000 R
C6 C 0.0627(3) 0.1377(2) 0.33190(19) 0.0517(5) Uani 1.000000 .
H6a H 0.0384(3) 0.1927(2) 0.27025(19) 0.0621(6) Uiso 1.000000 R
H6b H -0.0326(3) 0.0899(2) 0.35793(19) 0.0621(6) Uiso 1.000000 R
C8 C 0.6851(4) 0.6662(2) 0.1119(2) 0.0660(7) Uani 1.000000 .
H8a H 0.6879(4) 0.7590(2) 0.1159(2) 0.0792(8) Uiso 1.000000 R
H8b H 0.7516(4) 0.6361(2) 0.0404(2) 0.0792(8) Uiso 1.000000 R
C10 C 0.0938(3) 0.2190(2) 0.4268(2) 0.0591(6) Uani 1.000000 .
H10a H -0.0049(3) 0.2758(2) 0.4543(2) 0.0709(7) Uiso 1.000000 R
H10b H 0.1830(3) 0.2722(2) 0.3987(2) 0.0709(7) Uiso 1.000000 R
C12 C 0.2629(3) -0.0263(2) 0.3884(2) 0.0602(6) Uani 1.000000 .
H12a H 0.1797(3) -0.0838(2) 0.4189(2) 0.0722(7) Uiso 1.000000 R
H12b H 0.3663(3) -0.0784(2) 0.3627(2) 0.0722(7) Uiso 1.000000 R
C3 C 0.5104(3) 0.6346(3) 0.1172(2) 0.0668(7) Uani 1.000000 .
H3a H 0.5083(3) 0.5422(3) 0.1091(2) 0.0801(8) Uiso 1.000000 R
H3b H 0.4658(3) 0.6761(3) 0.0552(2) 0.0801(8) Uiso 1.000000 R
C7 C 0.1829(4) -0.0469(3) 0.2023(2) 0.0757(8) Uani 1.000000 .
H7a H 0.2717(4) -0.1157(3) 0.1929(2) 0.0909(9) Uiso 1.000000 R
H7b H 0.0799(4) -0.0850(3) 0.2291(2) 0.0909(9) Uiso 1.000000 R
C2 C 0.2848(3) 0.0631(3) 0.4784(2) 0.0650(7) Uani 1.000000 .
H2a H 0.3730(3) 0.1168(3) 0.4492(2) 0.0780(8) Uiso 1.000000 R
H2b H 0.3171(3) 0.0139(3) 0.5411(2) 0.0780(8) Uiso 1.000000 R
C9 C 0.9302(4) 0.6364(3) 0.2072(3) 0.0885(9) Uani 1.000000 .
H9a H 0.9937(4) 0.6230(3) 0.1314(3) 0.1062(11) Uiso 1.000000 R
H9b H 0.9282(4) 0.7270(3) 0.2261(3) 0.1062(11) Uiso 1.000000 R
C5 C 0.1754(5) 0.0109(4) 0.0936(3) 0.1052(12) Uani 1.000000 .
H5a H 0.152(4) -0.0528(8) 0.0426(8) 0.1579(17) Uiso 1.000000 GR
H5b H 0.089(2) 0.0802(18) 0.1020(5) 0.1579(17) Uiso 1.000000 GR
H5c H 0.2797(12) 0.044(2) 0.0638(11) 0.1579(17) Uiso 1.000000 GR
C11 C 1.0144(4) 0.5582(4) 0.2879(4) 0.1094(12) Uani 1.000000 .
H11a H 1.013(3) 0.4683(4) 0.2716(16) 0.1641(19) Uiso 1.000000 GR
H11b H 1.1270(11) 0.579(2) 0.2803(18) 0.1641(19) Uiso 1.000000 GR
H11c H 0.958(2) 0.577(2) 0.3639(4) 0.1641(19) Uiso 1.000000 GR


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 Cl1 2.2784(6) . ?
Co1 Cl4 2.2794(6) . ?
Co1 Cl2 2.2644(6) . ?
Co1 Cl3 2.2555(6) . ?
O1 C1 1.413(3) . ?
O1 C3 1.409(3) . ?
O2 C10 1.421(3) . ?
O2 C2 1.422(3) . ?
N1 C4 1.497(3) . ?
N1 C8 1.504(3) . ?
N1 C9 1.497(3) . ?
N2 C6 1.497(3) . ?
N2 C12 1.496(3) . ?
N2 C7 1.499(3) . ?
C1 C4 1.496(3) . ?
C6 C10 1.497(3) . ?
C8 C3 1.495(4) . ?
C12 C2 1.478(4) . ?
C7 C5 1.440(4) . ?
C9 C11 1.486(5) . ?

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
Cl4 Co1 Cl1 107.68(2) . . ?
Cl2 Co1 Cl1 107.01(3) . . ?
Cl2 Co1 Cl4 109.44(2) . . ?
Cl3 Co1 Cl1 116.05(2) . . ?
Cl3 Co1 Cl4 107.69(3) . . ?
Cl3 Co1 Cl2 108.84(2) . . ?
C3 O1 C1 109.28(17) . . ?
C2 O2 C10 109.21(17) . . ?
C8 N1 C4 109.36(17) . . ?
C9 N1 C4 112.9(2) . . ?
C9 N1 C8 112.0(2) . . ?
C12 N2 C6 109.56(16) . . ?
C7 N2 C6 113.30(18) . . ?
C7 N2 C12 110.22(19) . . ?
C4 C1 O1 111.6(2) . . ?
C1 C4 N1 110.04(18) . . ?
C10 C6 N2 110.50(17) . . ?
C3 C8 N1 110.50(19) . . ?
C6 C10 O2 111.85(19) . . ?
C2 C12 N2 111.10(19) . . ?
C8 C3 O1 110.7(2) . . ?
C5 C7 N2 114.0(2) . . ?
C12 C2 O2 111.42(19) . . ?
C11 C9 N1 113.1(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
O1 C1 C4 N1 -58.1(2) . . . . ?
O1 C3 C8 N1 58.6(2) . . . . ?
O2 C10 C6 N2 -56.9(2) . . . . ?
O2 C2 C12 N2 58.3(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
__vrf_PLAT926_co1                
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0067 Check.
RESPONSE: Due to the application of extinction correction, the R1 value will be reduced to 2.56%, resulting in different reporting and calculation of R1.
;
__vrf_PLAT927_co1                
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0113 Check.
RESPONSE: Due to the application of extinction correction, the R1 value will be reduced to 2.56%, resulting in different reporting and calculation of wR2.
;
# end Validation Reply Form
