# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_cxy145_0m-sr
_database_code_depnum_ccdc_archive 'CCDC 1052001'
_audit_update_record             
;
2015-03-03 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;
_audit_creation_date             2014-12-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        C4
_chemical_formula_moiety         'C20 H26 Cl2 Co N4'
_chemical_formula_sum            'C20 H26 Cl2 Co N4'
_chemical_formula_weight         452.28
_chemical_absolute_configuration syn
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   11.8914(7)
_cell_length_b                   12.9438(7)
_cell_length_c                   15.3741(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2366.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    145
_cell_measurement_temperature    100
_cell_measurement_theta_max      45
_cell_measurement_theta_min      3
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.841
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.4637
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1539 before and 0.1217 after correction.
The Ratio of minimum to maximum transmission is 0.6158.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            purple
_exptl_crystal_colour_primary    purple
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             940
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            26322
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.745
_diffrn_reflns_theta_min         5.050
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker Proteum X8'
_diffrn_measurement_method       'Phi and omega scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    0.975
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                2017
_reflns_number_total             2120
_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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        SAINT
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.641
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details 
;
 Flack x determined using 831 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.004(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2120
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0633
_refine_ls_restrained_S_all      1.067
_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)+(0.0776P)²+17.4115P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1615
_refine_ls_wR_factor_ref         0.1640
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained planarity
 N2, C10, C9, C8, C7, C6
 with sigma of 0.1
 N1, C5, C4, C3, C2, C1
 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
Uanis(N2) = Uanis(N1)
Uanis(C10) = Uanis(C5)
Uanis(C9) = Uanis(C4)
Uanis(C8) = Uanis(C3)
Uanis(C7) = Uanis(C2)
Uanis(C6) = Uanis(C1)
Uanis(C12) = Uanis(C11)
4. Same fragment restrains
{C1, C2, C3, C4, C5} sigma for 1-2: 0.02, 1-3: 0.04
{C6, C7, C8, C9, C10} sigma for 1-2: 0.02, 1-3: 0.04
as
{C1, C2, C3, C4, C5}
5. Others
 Sof(C1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(N1)=1-FVAR(1)
 Sof(C6)=Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(N2)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C13(H13)
6.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.1130(11) 0.3074(10) 0.0912(9) 0.023(3) Uani 0.76(3) 1 d D . . A 2
C2 C 0.1016(11) 0.2330(11) 0.1540(10) 0.030(3) Uani 0.76(3) 1 d D . . A 2
H2 H 0.0615 0.1715 0.1410 0.037 Uiso 0.76(3) 1 calc R . . A 2
C3 C 0.1460(11) 0.2455(13) 0.2333(10) 0.041(4) Uani 0.76(3) 1 d D . . A 2
H3 H 0.1379 0.1929 0.2759 0.049 Uiso 0.76(3) 1 calc R . . A 2
C4 C 0.2052(10) 0.3376(13) 0.2537(8) 0.035(4) Uani 0.76(3) 1 d D . . A 2
H4 H 0.2376 0.3500 0.3092 0.042 Uiso 0.76(3) 1 calc R . . A 2
C5 C 0.2116(11) 0.4074(11) 0.1864(8) 0.029(3) Uani 0.76(3) 1 d D . . A 2
H5 H 0.2515 0.4697 0.1971 0.035 Uiso 0.76(3) 1 calc R . . A 2
C6 C 0.125(4) 0.332(3) 0.116(3) 0.023(3) Uani 0.24(3) 1 d D . . A 1
C7 C 0.122(3) 0.263(3) 0.185(3) 0.030(3) Uani 0.24(3) 1 d D . . A 1
H7 H 0.0837 0.1993 0.1790 0.037 Uiso 0.24(3) 1 calc R . . A 1
C8 C 0.172(4) 0.289(4) 0.259(3) 0.041(4) Uani 0.24(3) 1 d D . . A 1
H8 H 0.1713 0.2407 0.3055 0.049 Uiso 0.24(3) 1 calc R . . A 1
C9 C 0.227(3) 0.385(4) 0.270(2) 0.035(4) Uani 0.24(3) 1 d D . . A 1
H9 H 0.2598 0.4068 0.3228 0.042 Uiso 0.24(3) 1 calc R . . A 1
C10 C 0.227(4) 0.442(3) 0.195(2) 0.029(3) Uani 0.24(3) 1 d D . . A 1
H10 H 0.2653 0.5064 0.1972 0.035 Uiso 0.24(3) 1 calc R . . A 1
C11 C 0.075(5) 0.694(5) -0.031(4) 0.025(3) Uani 0.24(3) 1 d . . . A 1
H11A H 0.0072 0.7365 -0.0414 0.031 Uiso 0.24(3) 1 calc R . . A 1
H11B H 0.1294 0.7382 0.0009 0.031 Uiso 0.24(3) 1 calc R . . A 1
C12 C 0.0634(13) 0.7041(13) -0.0025(11) 0.025(3) Uani 0.76(3) 1 d . . . A 2
H12A H 0.1167 0.7412 0.0358 0.031 Uiso 0.76(3) 1 calc R . . A 2
H12B H -0.0069 0.7448 -0.0059 0.031 Uiso 0.76(3) 1 calc R . . A 2
C13 C -0.0661(5) 0.5592(5) -0.0043(6) 0.0280(15) Uani 1 1 d . . . . .
H13 H -0.0718 0.5791 -0.0670 0.034 Uiso 1 1 calc R . . . .
C14 C -0.1628(7) 0.6090(7) 0.0474(6) 0.040(2) Uani 1 1 d . . . . .
H14A H -0.1986 0.6647 0.0130 0.048 Uiso 1 1 calc R . . . .
H14B H -0.2206 0.5567 0.0621 0.048 Uiso 1 1 calc R . . . .
C15 C -0.1099(8) 0.6524(8) 0.1294(7) 0.049(2) Uani 1 1 d . . . . .
H15A H -0.1484 0.6257 0.1819 0.059 Uiso 1 1 calc R . . . .
H15B H -0.1137 0.7288 0.1298 0.059 Uiso 1 1 calc R . . . .
C16 C 0.0131(7) 0.6151(7) 0.1261(6) 0.0385(19) Uani 1 1 d . . . . .
H16A H 0.0638 0.6670 0.1527 0.046 Uiso 1 1 calc R . . . .
H16B H 0.0216 0.5490 0.1579 0.046 Uiso 1 1 calc R . . . .
N1 N 0.1670(11) 0.3956(12) 0.1079(10) 0.023(3) Uani 0.76(3) 1 d . . . A 2
N2 N 0.183(4) 0.420(4) 0.124(4) 0.023(3) Uani 0.24(3) 1 d . . . A 1
N3 N 0.0395(5) 0.6013(5) 0.0335(4) 0.0229(13) Uani 1 1 d . . . . .
Cl1 Cl 0.31456(16) 0.38277(14) -0.06410(13) 0.0346(5) Uani 1 1 d . . . . .
Co1 Co 0.18053(12) 0.5000 0.0000 0.0204(4) Uani 1 2 d S T P A .


_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
C1 C2 1.370(14) . ?
C1 C12 1.492(16) 3_565 ?
C1 N1 1.335(15) . ?
C2 C3 1.34(2) . ?
C3 C4 1.42(2) . ?
C4 C5 1.375(15) . ?
C5 N1 1.327(18) . ?
C6 C7 1.37(3) . ?
C6 C11 1.48(6) 3_565 ?
C6 N2 1.33(6) . ?
C7 C8 1.33(3) . ?
C8 C9 1.41(3) . ?
C9 C10 1.37(3) . ?
C10 N2 1.25(7) . ?
C11 C6 1.48(6) 3_565 ?
C11 N3 1.61(7) . ?
C12 C1 1.492(16) 3_565 ?
C12 N3 1.468(18) . ?
C13 C13 1.539(14) 3_565 ?
C13 C14 1.539(11) . ?
C13 N3 1.487(9) . ?
C14 C15 1.518(14) . ?
C15 C16 1.542(11) . ?
C16 N3 1.470(11) . ?
N1 Co1 2.145(17) . ?
N2 Co1 2.17(7) . ?
N3 Co1 2.190(6) . ?
Cl1 Co1 2.411(2) . ?
Co1 N1 2.145(17) 3_565 ?
Co1 N2 2.17(7) 3_565 ?
Co1 N3 2.190(6) 3_565 ?
Co1 Cl1 2.411(2) 3_565 ?

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
C2 C1 C12 122.3(11) . 3_565 ?
N1 C1 C2 120.8(12) . . ?
N1 C1 C12 116.8(11) . 3_565 ?
C3 C2 C1 121.2(12) . . ?
C2 C3 C4 119.9(10) . . ?
C5 C4 C3 114.4(11) . . ?
N1 C5 C4 125.9(12) . . ?
C7 C6 C11 121(4) . 3_565 ?
N2 C6 C7 120(4) . . ?
N2 C6 C11 118(4) . 3_565 ?
C8 C7 C6 119(3) . . ?
C7 C8 C9 122(3) . . ?
C10 C9 C8 112(3) . . ?
N2 C10 C9 128(4) . . ?
C6 C11 N3 119(4) 3_565 . ?
N3 C12 C1 109.3(10) . 3_565 ?
C13 C13 C14 111.9(6) 3_565 . ?
N3 C13 C13 109.4(5) . 3_565 ?
N3 C13 C14 106.1(6) . . ?
C15 C14 C13 105.9(7) . . ?
C14 C15 C16 104.5(7) . . ?
N3 C16 C15 105.8(7) . . ?
C1 N1 Co1 115.2(9) . . ?
C5 N1 C1 117.8(14) . . ?
C5 N1 Co1 126.9(9) . . ?
C6 N2 Co1 109(3) . . ?
C10 N2 C6 119(6) . . ?
C10 N2 Co1 131(4) . . ?
C11 N3 Co1 96(2) . . ?
C12 N3 C13 110.4(8) . . ?
C12 N3 C16 107.3(8) . . ?
C12 N3 Co1 107.8(6) . . ?
C13 N3 C11 105(2) . . ?
C13 N3 Co1 109.6(4) . . ?
C16 N3 C11 124(2) . . ?
C16 N3 C13 104.0(6) . . ?
C16 N3 Co1 117.6(5) . . ?
N1 Co1 N1 171.4(7) . 3_565 ?
N1 Co1 N3 75.4(4) 3_565 . ?
N1 Co1 N3 75.4(4) . 3_565 ?
N1 Co1 N3 97.9(4) 3_565 3_565 ?
N1 Co1 N3 97.9(4) . . ?
N1 Co1 Cl1 97.5(4) 3_565 . ?
N1 Co1 Cl1 97.5(4) . 3_565 ?
N1 Co1 Cl1 88.2(3) 3_565 3_565 ?
N1 Co1 Cl1 88.2(3) . . ?
N2 Co1 N2 179(3) 3_565 . ?
N2 Co1 N3 95.2(13) 3_565 3_565 ?
N2 Co1 N3 85.9(13) 3_565 . ?
N2 Co1 N3 95.2(12) . . ?
N2 Co1 N3 85.9(13) . 3_565 ?
N2 Co1 Cl1 92.8(12) . . ?
N2 Co1 Cl1 86.3(13) . 3_565 ?
N2 Co1 Cl1 92.8(12) 3_565 3_565 ?
N2 Co1 Cl1 86.3(13) 3_565 . ?
N3 Co1 N3 80.1(3) 3_565 . ?
N3 Co1 Cl1 168.23(17) 3_565 3_565 ?
N3 Co1 Cl1 168.23(17) . . ?
N3 Co1 Cl1 91.90(16) 3_565 . ?
N3 Co1 Cl1 91.90(16) . 3_565 ?
Cl1 Co1 Cl1 97.24(11) . 3_565 ?

_olex2_exptl_crystal_mounting_method 'nylon loop'
_olex2_submission_original_sample_id 3-280
_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_chem0035_b0ma
_database_code_depnum_ccdc_archive 'CCDC 1052003'
_audit_update_record             
;
2015-03-03 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;
# CHEM0035_D8V_CMC-MC22_Wang Feng_2015-02-01
_audit_creation_date             2015-02-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        C6
_chemical_formula_moiety         'C17 H24 Cl2 Co N4'
_chemical_formula_sum            'C17 H24 Cl2 Co N4'
_chemical_formula_weight         414.23
_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'
N N 0.0061 0.0033 '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'

_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           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   14.2357(14)
_cell_length_b                   8.2893(8)
_cell_length_c                   15.2974(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1805.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    27330
_cell_measurement_temperature    115(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.593
_exptl_absorpt_coefficient_mu    1.253
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.1412 before and 0.0444 after correction.
The Ratio of minimum to maximum transmission is 0.8539.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.466
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27330
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.520
_diffrn_reflns_theta_min         2.663
_diffrn_ambient_temperature      114.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  
'Bruker D8 Venture with PHOTON100 CMOS detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro focus'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1876
_reflns_number_total             2083
_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       'APEX2 (Bruker, 2014)'
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         2083
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0216
_refine_ls_restrained_S_all      1.060
_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)+(0.0208P)²+1.2763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0517
_refine_ls_wR_factor_ref         0.0540
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C8-H8AB = C8-H8BC = C8-H8AA = C8-H8BD
 0.98 with sigma of 0.01
 C9-H9A
 0.98 with sigma of 0.005
 C9-H9B = C9-H9A
 0.98 with sigma of 0.005
 H8AB-H8AA = H8BC-H8BD
 1.605 with sigma of 0.005
 H8AB-C9
 2.07 with sigma of 0.02
 H8AA-C9
 2.07 with sigma of 0.02
 H9A-H9B
 1.6 with sigma of 0.04
3. Others
 Fixed Sof: C9(0.5) H8BC(0.5) H8BD(0.5) H8AB(0.5) H8AA(0.5) H9A(0.5) H9B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C3(H3), C2(H2)
4.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.5000 0.21451(3) 0.7500 0.01379(8) Uani 1 2 d S T P . .
Cl1 Cl 0.57059(2) 0.01156(4) 0.65456(2) 0.02416(9) Uani 1 1 d . . . . .
N1 N 0.38008(8) 0.24396(13) 0.66809(7) 0.0168(2) Uani 1 1 d . . . . .
N2 N 0.41366(8) 0.40716(14) 0.82240(7) 0.0167(2) Uani 1 1 d . . . . .
C1 C 0.37332(10) 0.20166(16) 0.58362(9) 0.0208(3) Uani 1 1 d . . . . .
H1 H 0.4243 0.1459 0.5572 0.025 Uiso 1 1 calc R . . . .
C7 C 0.42528(10) 0.39886(19) 0.91815(9) 0.0242(3) Uani 1 1 d . . . . .
H7A H 0.4184 0.2868 0.9375 0.036 Uiso 1 1 calc GR . . . .
H7B H 0.3773 0.4657 0.9464 0.036 Uiso 1 1 calc GR . . . .
H7C H 0.4878 0.4385 0.9341 0.036 Uiso 1 1 calc GR . . . .
C6 C 0.31691(9) 0.35528(17) 0.80143(9) 0.0193(3) Uani 1 1 d . . . . .
H6A H 0.2722 0.4414 0.8182 0.023 Uiso 1 1 calc R . . . .
H6B H 0.3013 0.2575 0.8356 0.023 Uiso 1 1 calc R . . . .
C4 C 0.22571(10) 0.35712(18) 0.65982(11) 0.0266(3) Uani 1 1 d . . . . .
H4 H 0.1747 0.4097 0.6880 0.032 Uiso 1 1 calc R . . . .
C3 C 0.22068(12) 0.31635(18) 0.57200(11) 0.0321(4) Uani 1 1 d . . . . .
H3 H 0.1666 0.3433 0.5386 0.039 Uiso 1 1 calc R . . . .
C2 C 0.29494(11) 0.23631(18) 0.53355(10) 0.0271(3) Uani 1 1 d . . . . .
H2 H 0.2923 0.2055 0.4738 0.033 Uiso 1 1 calc R . . . .
C5 C 0.30667(9) 0.31958(16) 0.70554(9) 0.0184(3) Uani 1 1 d . . . . .
C9 C 0.52979(19) 0.6227(3) 0.7867(2) 0.0214(6) Uani 0.5 1 d D . . . .
C8 C 0.42620(10) 0.57844(18) 0.79518(11) 0.0249(3) Uani 1 1 d D . . . .
H8BC H 0.3635(11) 0.629(4) 0.804(2) 0.030 Uiso 0.5 1 d DR . . A -1
H8BD H 0.4690(16) 0.625(4) 0.8398(17) 0.030 Uiso 0.5 1 d DR . . B -1
H8AB H 0.4009(14) 0.579(4) 0.7350(8) 0.030 Uiso 0.5 1 d DR . . C -2
H8AA H 0.3923(14) 0.655(3) 0.8313(15) 0.030 Uiso 0.5 1 d DR . . D -2
H9A H 0.532(2) 0.7386(9) 0.800(2) 0.030 Uiso 0.5 1 d DR . . E -1
H9B H 0.568(2) 0.575(4) 0.8336(15) 0.030 Uiso 0.5 1 d DR . . . .


_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 Cl1 2.4437(4) 4_656 ?
Co1 Cl1 2.4437(4) . ?
Co1 N1 2.1316(11) 4_656 ?
Co1 N1 2.1317(11) . ?
Co1 N2 2.2995(11) . ?
Co1 N2 2.2995(11) 4_656 ?
N1 C1 1.3424(18) . ?
N1 C5 1.3465(18) . ?
N2 C7 1.4757(17) . ?
N2 C6 1.4781(16) . ?
N2 C8 1.4903(18) . ?
C1 H1 0.9500 . ?
C1 C2 1.384(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.5035(19) . ?
C4 H4 0.9500 . ?
C4 C3 1.387(2) . ?
C4 C5 1.3836(19) . ?
C3 H3 0.9500 . ?
C3 C2 1.380(2) . ?
C2 H2 0.9500 . ?
C9 C8 1.525(3) . ?
C9 C8 1.448(3) 4_656 ?
C9 H8BD 1.19(3) . ?
C9 H9A 0.981(4) . ?
C9 H9B 0.982(5) . ?
C8 C9 1.448(3) 4_656 ?
C8 H8BC 0.993(10) . ?
C8 H8BD 0.994(10) . ?
C8 H8AB 0.988(9) . ?
C8 H8AA 0.971(9) . ?

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 Co1 Cl1 92.99(2) . 4_656 ?
N1 Co1 Cl1 95.78(3) . 4_656 ?
N1 Co1 Cl1 95.78(3) 4_656 . ?
N1 Co1 Cl1 93.26(3) 4_656 4_656 ?
N1 Co1 Cl1 93.27(3) . . ?
N1 Co1 N1 166.85(6) 4_656 . ?
N1 Co1 N2 93.75(4) . 4_656 ?
N1 Co1 N2 77.03(4) 4_656 4_656 ?
N1 Co1 N2 93.75(4) 4_656 . ?
N1 Co1 N2 77.03(4) . . ?
N2 Co1 Cl1 88.31(3) . 4_656 ?
N2 Co1 Cl1 88.31(3) 4_656 . ?
N2 Co1 Cl1 170.29(3) 4_656 4_656 ?
N2 Co1 Cl1 170.29(3) . . ?
N2 Co1 N2 92.03(6) . 4_656 ?
C1 N1 Co1 126.39(10) . . ?
C1 N1 C5 118.39(12) . . ?
C5 N1 Co1 115.14(9) . . ?
C7 N2 Co1 112.69(9) . . ?
C7 N2 C6 107.84(11) . . ?
C7 N2 C8 107.96(11) . . ?
C6 N2 Co1 101.04(8) . . ?
C6 N2 C8 109.16(11) . . ?
C8 N2 Co1 117.58(8) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.44(14) . . ?
C2 C1 H1 118.8 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
N2 C6 C5 111.06(11) . . ?
H6A C6 H6B 108.0 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C5 C4 C3 118.54(14) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 C4 119.37(14) . . ?
C2 C3 H3 120.3 . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.80(14) . . ?
C3 C2 H2 120.6 . . ?
N1 C5 C6 115.56(11) . . ?
N1 C5 C4 122.42(13) . . ?
C4 C5 C6 121.98(13) . . ?
C8 C9 C8 115.5(2) 4_656 . ?
C8 C9 H8BD 155.8(7) 4_656 . ?
C8 C9 H9A 104(2) . . ?
C8 C9 H9A 114(2) 4_656 . ?
C8 C9 H9B 112(2) . . ?
C8 C9 H9B 107(2) 4_656 . ?
H8BD C9 H9A 82(3) . . ?
H8BD C9 H9B 85(2) . . ?
H9A C9 H9B 104(2) . . ?
N2 C8 C9 111.65(15) . . ?
N2 C8 H8BC 105(2) . . ?
N2 C8 H8BD 105(2) . . ?
N2 C8 H8AB 102.8(17) . . ?
N2 C8 H8AA 114.0(19) . . ?
C9 C8 N2 122.35(16) 4_656 . ?
C9 C8 C9 56.4(2) 4_656 . ?
C9 C8 H8BC 141(2) . . ?
C9 C8 H8BC 113(2) 4_656 . ?
C9 C8 H8BD 51.1(18) . . ?
C9 C8 H8BD 103(2) 4_656 . ?
C9 C8 H8AB 105.8(13) . . ?
C9 C8 H8AB 49.5(13) 4_656 . ?
C9 C8 H8AA 111.8(15) . . ?
C9 C8 H8AA 122.7(19) 4_656 . ?
H8BC C8 H8BD 107.3(11) . . ?
H8AB C8 H8AA 110.1(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 N1 C1 C2 -175.02(11) . . . . ?
Co1 N1 C5 C6 -6.25(15) . . . . ?
Co1 N1 C5 C4 175.93(11) . . . . ?
Co1 N2 C6 C5 -47.09(12) . . . . ?
Co1 N2 C8 C9 -47.04(18) . . . . ?
Co1 N2 C8 C9 16.0(2) . . . 4_656 ?
N1 C1 C2 C3 -0.4(2) . . . . ?
N2 C6 C5 N1 39.41(16) . . . . ?
N2 C6 C5 C4 -142.75(13) . . . . ?
C1 N1 C5 C6 176.78(12) . . . . ?
C1 N1 C5 C4 -1.0(2) . . . . ?
C7 N2 C6 C5 -165.50(11) . . . . ?
C7 N2 C8 C9 144.86(18) . . . 4_656 ?
C7 N2 C8 C9 81.78(18) . . . . ?
C6 N2 C8 C9 -161.25(16) . . . . ?
C6 N2 C8 C9 -98.17(19) . . . 4_656 ?
C4 C3 C2 C1 -1.2(2) . . . . ?
C3 C4 C5 N1 -0.6(2) . . . . ?
C3 C4 C5 C6 -178.26(14) . . . . ?
C5 N1 C1 C2 1.6(2) . . . . ?
C5 C4 C3 C2 1.7(2) . . . . ?
C8 N2 C6 C5 77.46(14) . . . . ?
C8 C9 C8 N2 82.7(2) 4_656 . . . ?
C8 C9 C8 C9 -32.6(3) 4_656 . . 4_656 ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT002_mo_chem0035_b0ma    
;
PROBLEM: Number of Distance or Angle Restraints on AtSite          8 Note
RESPONSE: The atoms C8, C9, H8AA, H8AB, H8BC ,8BD, H9A and H9B are having
bond distance or angle restraints.
;
_vrf_PLAT232_mo_chem0035_b0ma    
;
PROBLEM:  Hirshfeld Test Diff (M-X)  Co1    --  Cl1     ..       13.5 su
Hirshfeld Test Diff (M-X)  Co1    --  N1      ..        5.6 su
RESPONSE:  
;
_vrf_PLAT300_mo_chem0035_b0ma    
;
PROBLEM:  
Atom Site Occupancy of *C9 is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8BC is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8BD is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8AB is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8AA is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H9A is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H9B is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *C9_a is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8BC_a is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8BD_a is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8AB_a is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H8AA_a is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H9A_a is Constrained at 0.500 Check
PLAT300_ALERT_4_G Atom Site Occupancy of *H9B_a is Constrained at 0.500 Check
RESPONSE: The propylene group were having disorder due to the
incompatibility with the symmetry elements present in the space group.
The above atoms were arbitrarily set at occupancy of 0.5.
;
_vrf_PLAT301_mo_chem0035_b0ma    
;
PROBLEM:  Main Residue  Disorder ............ Percentage =          4 Note
RESPONSE: The propylene group were having disorder due to the
incompatibility with the symmetry elements present in the space group.
;
_vrf_PLAT720_mo_chem0035_b0ma    
;
PROBLEM: Number of Unusual/Non-Standard Labels ..........          4 Note
RESPONSE: 
;
_vrf_PLAT789_mo_chem0035_b0ma    
;
PROBLEM:  Atoms with Negative _atom_site_disorder_group  #          5 Check
RESPONSE: The propylene group were having disorder due to the
incompatibility with the symmetry elements present in the space group.
;
_vrf_PLAT795_mo_chem0035_b0ma    
;
PROBLEM:  C-Atom in CIF Coordinate List out of Sequence ..         C6 Note
RESPONSE: 
;
_vrf_PLAT860_mo_chem0035_b0ma    
;
PROBLEM:   Number of Least-Squares Restraints .............         12 Note
RESPONSE: 
Restrained distances
 C8-H8AB = C8-H8BC = C8-H8AA = C8-H8BD:
 0.98 with sigma of 0.01;
 C9-H9A:
 0.98 with sigma of 0.005;
 C9-H9B = C9-H9A:
 0.98 with sigma of 0.005;
 H8AB-H8AA = H8BC-H8BD:
 1.605 with sigma of 0.005;
 H8AB-C9:
 2.07 with sigma of 0.02;
 H8AA-C9:
 2.07 with sigma of 0.02;
 H9A-H9B:
 1.6 with sigma of 0.04.
;
_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_CHEM0028_0m
_database_code_depnum_ccdc_archive 'CCDC 1052004'
_audit_update_record             
;
2015-03-03 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;
# CHEM0028_CMC-MC12-2 Red_WANG FENG 
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        C7
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H28 Cl2 Co N4, C2 H3 N'
_chemical_formula_sum            'C28 H31 Cl2 Co N5'
_chemical_formula_weight         567.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.1898(10)
_cell_length_b                   8.5968(8)
_cell_length_c                   14.2382(13)
_cell_angle_alpha                90
_cell_angle_beta                 103.253(3)
_cell_angle_gamma                90
_cell_volume                     1333.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    22802
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      25.027

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_F_000             590
_exptl_transmission_factor_min   0.6976
_exptl_transmission_factor_max   0.7459
_exptl_crystal_size_max          0.159
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.051
_exptl_absorpt_coefficient_mu    0.871
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6976
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus Mo source'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon100 CMOS'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22802
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.630
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             4696
_reflns_number_gt                4555
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.865
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    0.977

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXS (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (Macrae et. al, 2008)'
_computing_publication_material  'SHELXL (Sheldrick, 2013)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0250P)²+0.1387P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0028(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.044(11)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4696
_refine_ls_number_parameters     330
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0193
_refine_ls_wR_factor_ref         0.0468
_refine_ls_wR_factor_gt          0.0464
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.35647(3) -0.05723(4) 0.22314(2) 0.01151(9) Uani 1 1 d . . . . .
Cl1 Cl 0.55754(5) 0.05716(7) 0.24245(4) 0.01560(14) Uani 1 1 d . . . . .
Cl2 Cl 0.41426(6) -0.32522(7) 0.23913(4) 0.01692(14) Uani 1 1 d . . . . .
N3 N 0.1642(2) -0.1215(2) 0.23090(15) 0.0161(5) Uani 1 1 d . . . . .
N4 N 0.36090(17) -0.0510(3) 0.37350(13) 0.0150(4) Uani 1 1 d . . . . .
N2 N 0.26448(17) 0.1688(2) 0.17763(14) 0.0131(4) Uani 1 1 d . . . . .
N1 N 0.33696(16) -0.0583(3) 0.07059(13) 0.0125(4) Uani 1 1 d . . . . .
N5 N 0.1514(3) 0.2112(4) 0.4540(2) 0.0536(9) Uani 1 1 d . . . . .
C17 C 0.1088(3) -0.2230(3) 0.1486(2) 0.0235(7) Uani 1 1 d . . . . .
H17C H 0.1585 -0.3173 0.1505 0.035 Uiso 1 1 calc R U . . .
H17A H 0.1058 -0.1673 0.0880 0.035 Uiso 1 1 calc R U . . .
H17B H 0.0253 -0.2515 0.1526 0.035 Uiso 1 1 calc R U . . .
C19 C 0.1765(2) -0.1973(3) 0.32357(19) 0.0176(6) Uani 1 1 d . . . . .
C18 C 0.2751(2) -0.1463(3) 0.39798(19) 0.0168(6) Uani 1 1 d . . . . .
C26 C 0.4516(3) 0.0010(3) 0.44307(19) 0.0202(6) Uani 1 1 d . . . . .
H26 H 0.5113 0.0669 0.4259 0.024 Uiso 1 1 calc R U . . .
C25 C 0.4643(3) -0.0358(3) 0.54051(18) 0.0244(6) Uani 1 1 d . . . . .
H25 H 0.5286 0.0085 0.5884 0.029 Uiso 1 1 calc R U . . .
C24 C 0.3829(3) -0.1363(3) 0.5655(2) 0.0260(7) Uani 1 1 d . . . . .
H24 H 0.3912 -0.1644 0.6313 0.031 Uiso 1 1 calc R U . . .
C23 C 0.2863(3) -0.1987(3) 0.49416(19) 0.0218(6) Uani 1 1 d . . . . .
C22 C 0.2025(3) -0.3105(4) 0.5122(2) 0.0324(8) Uani 1 1 d . . . . .
H22 H 0.2081 -0.3465 0.5762 0.039 Uiso 1 1 calc R U . . .
C21 C 0.1134(3) -0.3672(4) 0.4386(2) 0.0336(8) Uani 1 1 d . . . . .
H21 H 0.0602 -0.4468 0.4512 0.040 Uiso 1 1 calc R U . . .
C20 C 0.0989(3) -0.3097(3) 0.3440(2) 0.0268(7) Uani 1 1 d . . . . .
H20 H 0.0349 -0.3491 0.2939 0.032 Uiso 1 1 calc R U . . .
C16 C 0.0982(2) 0.0308(3) 0.23341(19) 0.0178(6) Uani 1 1 d . . . . .
H16 H 0.1313 0.0777 0.2984 0.021 Uiso 1 1 calc R U . . .
C15 C -0.0402(2) 0.0110(3) 0.2222(2) 0.0229(6) Uani 1 1 d . . . . .
H15B H -0.0750 -0.0435 0.1607 0.027 Uiso 1 1 calc R U . . .
H15A H -0.0552 -0.0545 0.2755 0.027 Uiso 1 1 calc R U . . .
C14 C -0.1052(2) 0.1662(4) 0.2228(2) 0.0279(7) Uani 1 1 d . . . . .
H14B H -0.1945 0.1487 0.2142 0.033 Uiso 1 1 calc R U . . .
H14A H -0.0746 0.2184 0.2857 0.033 Uiso 1 1 calc R U . . .
C13 C -0.0824(3) 0.2684(4) 0.1427(2) 0.0307(7) Uani 1 1 d . . . . .
H13A H -0.1246 0.3694 0.1434 0.037 Uiso 1 1 calc R U . . .
H13B H -0.1154 0.2180 0.0796 0.037 Uiso 1 1 calc R U . . .
C12 C 0.0559(2) 0.2949(3) 0.1567(2) 0.0232(6) Uani 1 1 d . . . . .
H12B H 0.0707 0.3607 0.1034 0.028 Uiso 1 1 calc R U . . .
H12A H 0.0868 0.3519 0.2179 0.028 Uiso 1 1 calc R U . . .
C11 C 0.1271(2) 0.1437(3) 0.1592(2) 0.0172(6) Uani 1 1 d . . . . .
H11 H 0.1001 0.0938 0.0944 0.021 Uiso 1 1 calc R U . . .
C10 C 0.3113(2) 0.2828(3) 0.25551(18) 0.0179(6) Uani 1 1 d . . . . .
H10B H 0.4012 0.2858 0.2689 0.027 Uiso 1 1 calc R U . . .
H10A H 0.2853 0.2519 0.3140 0.027 Uiso 1 1 calc R U . . .
H10C H 0.2784 0.3862 0.2351 0.027 Uiso 1 1 calc R U . . .
C8 C 0.2948(2) 0.2120(3) 0.08737(18) 0.0133(5) Uani 1 1 d . . . . .
C7 C 0.2940(2) 0.3604(3) 0.05348(19) 0.0172(6) Uani 1 1 d . . . . .
H7 H 0.2781 0.4446 0.0921 0.021 Uiso 1 1 calc R U . . .
C6 C 0.3165(2) 0.3903(3) -0.03860(19) 0.0200(6) Uani 1 1 d . . . . .
H6 H 0.3143 0.4944 -0.0614 0.024 Uiso 1 1 calc R U . . .
C5 C 0.3413(2) 0.2728(3) -0.09497(19) 0.0182(6) Uani 1 1 d . . . . .
H5 H 0.3550 0.2948 -0.1571 0.022 Uiso 1 1 calc R U . . .
C4 C 0.3468(2) 0.1177(3) -0.06138(18) 0.0158(5) Uani 1 1 d . . . . .
C3 C 0.3788(2) -0.0096(3) -0.11297(18) 0.0176(6) Uani 1 1 d . . . . .
H3 H 0.3941 0.0059 -0.1752 0.021 Uiso 1 1 calc R U . . .
C2 C 0.3877(2) -0.1550(3) -0.07370(19) 0.0168(6) Uani 1 1 d . . . . .
H2 H 0.4073 -0.2420 -0.1084 0.020 Uiso 1 1 calc R U . . .
C1 C 0.3671(2) -0.1729(3) 0.01940(18) 0.0155(6) Uani 1 1 d . . . . .
H1 H 0.3754 -0.2740 0.0470 0.019 Uiso 1 1 calc R U . . .
C9 C 0.3248(2) 0.0876(3) 0.03132(18) 0.0129(5) Uani 1 1 d . . . . .
C28 C 0.2633(3) 0.2458(5) 0.6315(3) 0.0505(10) Uani 1 1 d . . . . .
H28A H 0.2688 0.3569 0.6473 0.076 Uiso 1 1 calc R U . . .
H28C H 0.3462 0.2017 0.6424 0.076 Uiso 1 1 calc R U . . .
H28B H 0.2171 0.1923 0.6726 0.076 Uiso 1 1 calc R U . . .
C27 C 0.2014(3) 0.2257(4) 0.5315(2) 0.0309(8) 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 N4 2.1307(19) . ?
Co1 N1 2.1326(18) . ?
Co1 N2 2.225(2) . ?
Co1 N3 2.249(2) . ?
Co1 Cl2 2.3896(7) . ?
Co1 Cl1 2.4128(7) . ?
N3 C19 1.450(3) . ?
N3 C17 1.478(3) . ?
N3 C16 1.508(3) . ?
N4 C26 1.323(3) . ?
N4 C18 1.367(3) . ?
N2 C8 1.451(3) . ?
N2 C10 1.483(3) . ?
N2 C11 1.515(3) . ?
N1 C1 1.314(3) . ?
N1 C9 1.368(4) . ?
N5 C27 1.124(4) . ?
C17 H17C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C19 C20 1.374(4) . ?
C19 C18 1.413(4) . ?
C18 C23 1.419(4) . ?
C26 C25 1.398(4) . ?
C26 H26 0.9500 . ?
C25 C24 1.361(4) . ?
C25 H25 0.9500 . ?
C24 C23 1.409(4) . ?
C24 H24 0.9500 . ?
C23 C22 1.407(4) . ?
C22 C21 1.360(5) . ?
C22 H22 0.9500 . ?
C21 C20 1.409(4) . ?
C21 H21 0.9500 . ?
C20 H20 0.9500 . ?
C16 C11 1.523(4) . ?
C16 C15 1.530(4) . ?
C16 H16 1.0000 . ?
C15 C14 1.521(4) . ?
C15 H15B 0.9900 . ?
C15 H15A 0.9900 . ?
C14 C13 1.508(4) . ?
C14 H14B 0.9900 . ?
C14 H14A 0.9900 . ?
C13 C12 1.531(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C12 C11 1.521(4) . ?
C12 H12B 0.9900 . ?
C12 H12A 0.9900 . ?
C11 H11 1.0000 . ?
C10 H10B 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10C 0.9800 . ?
C8 C7 1.363(4) . ?
C8 C9 1.420(4) . ?
C7 C6 1.414(4) . ?
C7 H7 0.9500 . ?
C6 C5 1.358(4) . ?
C6 H6 0.9500 . ?
C5 C4 1.413(4) . ?
C5 H5 0.9500 . ?
C4 C3 1.409(4) . ?
C4 C9 1.421(3) . ?
C3 C2 1.363(4) . ?
C3 H3 0.9500 . ?
C2 C1 1.405(4) . ?
C2 H2 0.9500 . ?
C1 H1 0.9500 . ?
C28 C27 1.444(5) . ?
C28 H28A 0.9800 . ?
C28 H28C 0.9800 . ?
C28 H28B 0.9800 . ?

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
N4 Co1 N1 175.43(8) . . ?
N4 Co1 N2 99.99(8) . . ?
N1 Co1 N2 76.98(8) . . ?
N4 Co1 N3 76.05(8) . . ?
N1 Co1 N3 99.98(7) . . ?
N2 Co1 N3 81.08(7) . . ?
N4 Co1 Cl2 89.14(7) . . ?
N1 Co1 Cl2 93.15(7) . . ?
N2 Co1 Cl2 165.20(5) . . ?
N3 Co1 Cl2 89.96(6) . . ?
N4 Co1 Cl1 93.96(6) . . ?
N1 Co1 Cl1 89.59(5) . . ?
N2 Co1 Cl1 91.97(5) . . ?
N3 Co1 Cl1 166.51(6) . . ?
Cl2 Co1 Cl1 99.04(2) . . ?
C19 N3 C17 113.1(2) . . ?
C19 N3 C16 108.3(2) . . ?
C17 N3 C16 114.4(2) . . ?
C19 N3 Co1 105.25(15) . . ?
C17 N3 Co1 109.77(16) . . ?
C16 N3 Co1 105.47(14) . . ?
C26 N4 C18 118.3(2) . . ?
C26 N4 Co1 126.72(17) . . ?
C18 N4 Co1 112.66(17) . . ?
C8 N2 C10 112.24(19) . . ?
C8 N2 C11 108.50(18) . . ?
C10 N2 C11 113.20(19) . . ?
C8 N2 Co1 107.18(14) . . ?
C10 N2 Co1 107.41(15) . . ?
C11 N2 Co1 108.05(15) . . ?
C1 N1 C9 118.3(2) . . ?
C1 N1 Co1 126.07(18) . . ?
C9 N1 Co1 112.93(17) . . ?
N3 C17 H17C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
H17C C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17C C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C20 C19 C18 118.8(2) . . ?
C20 C19 N3 125.2(3) . . ?
C18 C19 N3 116.0(2) . . ?
N4 C18 C19 117.9(2) . . ?
N4 C18 C23 121.6(2) . . ?
C19 C18 C23 120.4(2) . . ?
N4 C26 C25 123.5(3) . . ?
N4 C26 H26 118.2 . . ?
C25 C26 H26 118.2 . . ?
C24 C25 C26 118.8(3) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C25 C24 C23 120.1(3) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C22 C23 C24 124.1(3) . . ?
C22 C23 C18 118.5(3) . . ?
C24 C23 C18 117.3(3) . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C19 C20 C21 120.6(3) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
N3 C16 C11 110.8(2) . . ?
N3 C16 C15 113.0(2) . . ?
C11 C16 C15 111.6(2) . . ?
N3 C16 H16 107.0 . . ?
C11 C16 H16 107.0 . . ?
C15 C16 H16 107.0 . . ?
C14 C15 C16 112.1(2) . . ?
C14 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C14 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
H15B C15 H15A 107.9 . . ?
C13 C14 C15 110.0(2) . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
H14B C14 H14A 108.2 . . ?
C14 C13 C12 109.3(2) . . ?
C14 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C11 C12 C13 112.6(2) . . ?
C11 C12 H12B 109.1 . . ?
C13 C12 H12B 109.1 . . ?
C11 C12 H12A 109.1 . . ?
C13 C12 H12A 109.1 . . ?
H12B C12 H12A 107.8 . . ?
N2 C11 C12 112.8(2) . . ?
N2 C11 C16 109.8(2) . . ?
C12 C11 C16 111.6(2) . . ?
N2 C11 H11 107.5 . . ?
C12 C11 H11 107.5 . . ?
C16 C11 H11 107.5 . . ?
N2 C10 H10B 109.5 . . ?
N2 C10 H10A 109.5 . . ?
H10B C10 H10A 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
C7 C8 C9 119.3(2) . . ?
C7 C8 N2 124.7(2) . . ?
C9 C8 N2 116.0(2) . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C5 C6 C7 121.1(2) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C6 C5 C4 120.1(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C3 C4 C5 123.6(2) . . ?
C3 C4 C9 117.5(2) . . ?
C5 C4 C9 118.9(2) . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
N1 C1 C2 124.0(2) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
N1 C9 C8 118.4(2) . . ?
N1 C9 C4 121.7(2) . . ?
C8 C9 C4 119.9(2) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28C C28 H28B 109.5 . . ?
N5 C27 C28 178.8(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
C17 N3 C19 C20 -31.2(4) . . . . ?
C16 N3 C19 C20 96.5(3) . . . . ?
Co1 N3 C19 C20 -151.0(2) . . . . ?
C17 N3 C19 C18 150.5(2) . . . . ?
C16 N3 C19 C18 -81.8(3) . . . . ?
Co1 N3 C19 C18 30.7(3) . . . . ?
C26 N4 C18 C19 178.0(2) . . . . ?
Co1 N4 C18 C19 -17.9(3) . . . . ?
C26 N4 C18 C23 -4.6(4) . . . . ?
Co1 N4 C18 C23 159.5(2) . . . . ?
C20 C19 C18 N4 171.1(3) . . . . ?
N3 C19 C18 N4 -10.5(3) . . . . ?
C20 C19 C18 C23 -6.3(4) . . . . ?
N3 C19 C18 C23 172.1(2) . . . . ?
C18 N4 C26 C25 -0.2(4) . . . . ?
Co1 N4 C26 C25 -161.8(2) . . . . ?
N4 C26 C25 C24 3.2(4) . . . . ?
C26 C25 C24 C23 -1.4(4) . . . . ?
C25 C24 C23 C22 175.9(3) . . . . ?
C25 C24 C23 C18 -3.1(4) . . . . ?
N4 C18 C23 C22 -172.8(3) . . . . ?
C19 C18 C23 C22 4.4(4) . . . . ?
N4 C18 C23 C24 6.2(4) . . . . ?
C19 C18 C23 C24 -176.5(2) . . . . ?
C24 C23 C22 C21 -178.5(3) . . . . ?
C18 C23 C22 C21 0.4(4) . . . . ?
C23 C22 C21 C20 -3.5(5) . . . . ?
C18 C19 C20 C21 3.3(4) . . . . ?
N3 C19 C20 C21 -174.9(3) . . . . ?
C22 C21 C20 C19 1.5(5) . . . . ?
C19 N3 C16 C11 156.8(2) . . . . ?
C17 N3 C16 C11 -76.2(3) . . . . ?
Co1 N3 C16 C11 44.5(2) . . . . ?
C19 N3 C16 C15 -77.1(3) . . . . ?
C17 N3 C16 C15 49.9(3) . . . . ?
Co1 N3 C16 C15 170.60(17) . . . . ?
N3 C16 C15 C14 -178.8(2) . . . . ?
C11 C16 C15 C14 -53.2(3) . . . . ?
C16 C15 C14 C13 58.3(3) . . . . ?
C15 C14 C13 C12 -59.4(3) . . . . ?
C14 C13 C12 C11 57.9(3) . . . . ?
C8 N2 C11 C12 -81.1(3) . . . . ?
C10 N2 C11 C12 44.2(3) . . . . ?
Co1 N2 C11 C12 163.01(17) . . . . ?
C8 N2 C11 C16 153.8(2) . . . . ?
C10 N2 C11 C16 -81.0(3) . . . . ?
Co1 N2 C11 C16 37.9(2) . . . . ?
C13 C12 C11 N2 -177.4(2) . . . . ?
C13 C12 C11 C16 -53.2(3) . . . . ?
N3 C16 C11 N2 -57.3(3) . . . . ?
C15 C16 C11 N2 175.9(2) . . . . ?
N3 C16 C11 C12 176.9(2) . . . . ?
C15 C16 C11 C12 50.0(3) . . . . ?
C10 N2 C8 C7 -38.3(3) . . . . ?
C11 N2 C8 C7 87.6(3) . . . . ?
Co1 N2 C8 C7 -156.0(2) . . . . ?
C10 N2 C8 C9 142.9(2) . . . . ?
C11 N2 C8 C9 -91.2(2) . . . . ?
Co1 N2 C8 C9 25.2(2) . . . . ?
C9 C8 C7 C6 3.2(4) . . . . ?
N2 C8 C7 C6 -175.5(2) . . . . ?
C8 C7 C6 C5 -1.0(4) . . . . ?
C7 C6 C5 C4 -1.0(4) . . . . ?
C6 C5 C4 C3 -176.3(2) . . . . ?
C6 C5 C4 C9 0.6(4) . . . . ?
C5 C4 C3 C2 176.9(3) . . . . ?
C9 C4 C3 C2 -0.1(4) . . . . ?
C4 C3 C2 C1 -1.4(4) . . . . ?
C9 N1 C1 C2 0.0(4) . . . . ?
Co1 N1 C1 C2 -160.21(19) . . . . ?
C3 C2 C1 N1 1.5(4) . . . . ?
C1 N1 C9 C8 -178.7(2) . . . . ?
Co1 N1 C9 C8 -16.0(3) . . . . ?
C1 N1 C9 C4 -1.6(3) . . . . ?
Co1 N1 C9 C4 161.11(17) . . . . ?
C7 C8 C9 N1 173.7(2) . . . . ?
N2 C8 C9 N1 -7.5(3) . . . . ?
C7 C8 C9 C4 -3.5(3) . . . . ?
N2 C8 C9 C4 175.3(2) . . . . ?
C3 C4 C9 N1 1.6(3) . . . . ?
C5 C4 C9 N1 -175.5(2) . . . . ?
C3 C4 C9 C8 178.7(2) . . . . ?
C5 C4 C9 C8 1.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C28 H28C Cl2 0.98 2.83 3.706(3) 149.1 2_656
C28 H28A Cl1 0.98 2.79 3.572(4) 136.7 2_656
C1 H1 Cl2 0.95 2.71 3.320(3) 123.1 .
C2 H2 Cl1 0.95 2.67 3.598(3) 166.3 2_645
C10 H10C Cl2 0.98 2.90 3.586(3) 127.5 1_565
C10 H10B Cl1 0.98 2.71 3.410(3) 128.3 .
C16 H16 N5 1.00 2.46 3.430(4) 163.8 .
C25 H25 Cl2 0.95 2.79 3.608(3) 145.2 2_656
C26 H26 Cl1 0.95 2.78 3.369(3) 121.2 .
C17 H17C Cl2 0.98 2.85 3.479(3) 122.5 .
C17 H17C Cl2 0.98 2.85 3.479(3) 122.5 .
C26 H26 Cl1 0.95 2.78 3.369(3) 121.2 .
C25 H25 Cl2 0.95 2.79 3.608(3) 145.2 2_656
C16 H16 N5 1.00 2.46 3.430(4) 163.8 .
C10 H10B Cl1 0.98 2.71 3.410(3) 128.3 .
C10 H10C Cl2 0.98 2.90 3.586(3) 127.5 1_565
C2 H2 Cl1 0.95 2.67 3.598(3) 166.3 2_645
C1 H1 Cl2 0.95 2.71 3.320(3) 123.1 .
C28 H28A Cl1 0.98 2.79 3.572(4) 136.7 2_656
C28 H28C Cl2 0.98 2.83 3.706(3) 149.1 2_656
C17 H17C Cl2 0.98 2.85 3.479(3) 122.5 .
C26 H26 Cl1 0.95 2.78 3.369(3) 121.2 .
C25 H25 Cl2 0.95 2.79 3.608(3) 145.2 2_656
C16 H16 N5 1.00 2.46 3.430(4) 163.8 .
C10 H10B Cl1 0.98 2.71 3.410(3) 128.3 .
C10 H10C Cl2 0.98 2.90 3.586(3) 127.5 1_565
C2 H2 Cl1 0.95 2.67 3.598(3) 166.3 2_645
C1 H1 Cl2 0.95 2.71 3.320(3) 123.1 .
C28 H28A Cl1 0.98 2.79 3.572(4) 136.7 2_656
C28 H28C Cl2 0.98 2.83 3.706(3) 149.1 2_656
C17 H17C Cl2 0.98 2.85 3.479(3) 122.5 .
C26 H26 Cl1 0.95 2.78 3.369(3) 121.2 .
C25 H25 Cl2 0.95 2.79 3.608(3) 145.2 2_656
C16 H16 N5 1.00 2.46 3.430(4) 163.8 .
C10 H10B Cl1 0.98 2.71 3.410(3) 128.3 .
C10 H10C Cl2 0.98 2.90 3.586(3) 127.5 1_565
C2 H2 Cl1 0.95 2.67 3.598(3) 166.3 2_645
C1 H1 Cl2 0.95 2.71 3.320(3) 123.1 .
C28 H28A Cl1 0.98 2.79 3.572(4) 136.7 2_656
C28 H28C Cl2 0.98 2.83 3.706(3) 149.1 2_656
C17 H17C Cl2 0.98 2.85 3.479(3) 122.5 .
C26 H26 Cl1 0.95 2.78 3.369(3) 121.2 .
C25 H25 Cl2 0.95 2.79 3.608(3) 145.2 2_656
C16 H16 N5 1.00 2.46 3.430(4) 163.8 .
C10 H10B Cl1 0.98 2.71 3.410(3) 128.3 .
C10 H10C Cl2 0.98 2.90 3.586(3) 127.5 1_565
C2 H2 Cl1 0.95 2.67 3.598(3) 166.3 2_645
C1 H1 Cl2 0.95 2.71 3.320(3) 123.1 .
C28 H28A Cl1 0.98 2.79 3.572(4) 136.7 2_656
C28 H28C Cl2 0.98 2.83 3.706(3) 149.1 2_656
C17 H17C Cl2 0.98 2.85 3.479(3) 122.5 .
C26 H26 Cl1 0.95 2.78 3.369(3) 121.2 .
C25 H25 Cl2 0.95 2.79 3.608(3) 145.2 2_656
C16 H16 N5 1.00 2.46 3.430(4) 163.8 .
C10 H10B Cl1 0.98 2.71 3.410(3) 128.3 .
C10 H10C Cl2 0.98 2.90 3.586(3) 127.5 1_565
C2 H2 Cl1 0.95 2.67 3.598(3) 166.3 2_645
C1 H1 Cl2 0.95 2.71 3.320(3) 123.1 .
C28 H28A Cl1 0.98 2.79 3.572(4) 136.7 2_656
C28 H28C Cl2 0.98 2.83 3.706(3) 149.1 2_656

_refine_diff_density_max         0.180
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.036

_shelxl_version_number           2013-4


_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_cxy163_p-1
_database_code_depnum_ccdc_archive 'CCDC 1052005'
_audit_update_record             
;
2015-03-03 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;
_audit_creation_date             2015-01-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.19 svn.r3143 for OlexSys, GUI svn.r4992)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        C8
_chemical_formula_moiety         'C12 H30 Cl Co N4, Cl, 2(H2 O)'
_chemical_formula_sum            'C12 H34 Cl2 Co N4 O2'
_chemical_formula_weight         396.26
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.0263(11)
_cell_length_b                   9.1900(11)
_cell_length_c                   13.2981(16)
_cell_angle_alpha                83.343(3)
_cell_angle_beta                 81.332(3)
_cell_angle_gamma                61.722(3)
_cell_volume                     959.1(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8108
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.55
_cell_measurement_theta_min      3.37
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.651
_exptl_absorpt_correction_T_max  0.3490
_exptl_absorpt_correction_T_min  0.1271
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1501 before and 0.1089 after correction.
The Ratio of minimum to maximum transmission is 0.3642.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_av_unetI/netI     0.0584
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16339
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.500
_diffrn_reflns_theta_min         3.366
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3249
_reflns_number_total             3390
_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, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.688
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3390
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.081
_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)+(0.0933P)²+0.2555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1316
_refine_ls_wR_factor_ref         0.1333
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-H1D = O1-H1C = O2-H2C = O2-H2D
 0.99 with sigma of 0.02
 H1D-H1C = H2C-H2D
 1.58 with sigma of 0.04
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C10(H10A,H10B), C9(H9A,H9B), C6(H6A,H6B), C2(H2A,H2B), C1(H1A,H1B)
3.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C3(H3A,H3B,H3C), C8(H8A,H8B,H8C), C4(H4A,H4B,H4C),
 C11(H11A,H11B,H11C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.79461(5) 0.78979(5) 0.18119(3) 0.01645(18) Uani 1 1 d . . . . .
Cl1 Cl 0.76563(8) 0.82452(9) 0.01079(5) 0.0249(2) Uani 1 1 d . . . . .
N1 N 0.8283(3) 0.7515(3) 0.34448(16) 0.0207(5) Uani 1 1 d . . . . .
N4 N 0.7618(3) 0.5727(3) 0.21436(17) 0.0219(5) Uani 1 1 d . . . . .
N3 N 0.5881(3) 1.0170(3) 0.23100(17) 0.0227(5) Uani 1 1 d . . . . .
C5 C 0.6759(4) 0.8810(4) 0.3986(2) 0.0229(6) Uani 1 1 d . . . . .
H5A H 0.7031 0.8974 0.4645 0.027 Uiso 1 1 calc R . . . .
H5B H 0.5863 0.8460 0.4128 0.027 Uiso 1 1 calc R . . . .
N2 N 1.0465(3) 0.7655(3) 0.17072(17) 0.0247(5) Uani 1 1 d . . . . .
C10 C 0.7332(4) 0.5474(4) 0.3264(2) 0.0245(6) Uani 1 1 d . . . . .
H10A H 0.7561 0.4315 0.3437 0.029 Uiso 1 1 calc R . . . .
H10B H 0.6135 0.6207 0.3506 0.029 Uiso 1 1 calc R . . . .
C12 C 0.9203(4) 0.4321(4) 0.1719(2) 0.0304(7) Uani 1 1 d . . . . .
H12A H 0.9392 0.4525 0.0983 0.046 Uiso 1 1 calc GR . . . .
H12B H 0.9104 0.3298 0.1852 0.046 Uiso 1 1 calc GR . . . .
H12C H 1.0158 0.4213 0.2043 0.046 Uiso 1 1 calc GR . . . .
C9 C 0.8482(4) 0.5853(4) 0.3793(2) 0.0242(6) Uani 1 1 d . . . . .
H9A H 0.8188 0.5808 0.4539 0.029 Uiso 1 1 calc R . . . .
H9B H 0.9674 0.5014 0.3633 0.029 Uiso 1 1 calc R . . . .
C3 C 1.1621(4) 0.6624(5) 0.0869(2) 0.0349(7) Uani 1 1 d . . . . .
H3A H 1.1706 0.5514 0.0971 0.052 Uiso 1 1 calc GR . . . .
H3B H 1.2744 0.6544 0.0863 0.052 Uiso 1 1 calc GR . . . .
H3C H 1.1179 0.7129 0.0218 0.052 Uiso 1 1 calc GR . . . .
C6 C 0.6128(4) 1.0421(4) 0.3343(2) 0.0277(6) Uani 1 1 d . . . . .
H6A H 0.5043 1.1251 0.3679 0.033 Uiso 1 1 calc R . . . .
H6B H 0.6958 1.0851 0.3285 0.033 Uiso 1 1 calc R . . . .
C2 C 1.1165(4) 0.6912(4) 0.2690(2) 0.0305(7) Uani 1 1 d . . . . .
H2A H 1.2129 0.7121 0.2745 0.037 Uiso 1 1 calc R . . . .
H2B H 1.1587 0.5700 0.2713 0.037 Uiso 1 1 calc R . . . .
C8 C 0.4278(4) 1.0063(4) 0.2344(2) 0.0284(6) Uani 1 1 d . . . . .
H8A H 0.4156 0.9846 0.1665 0.043 Uiso 1 1 calc GR . . . .
H8B H 0.3318 1.1111 0.2561 0.043 Uiso 1 1 calc GR . . . .
H8C H 0.4307 0.9163 0.2828 0.043 Uiso 1 1 calc GR . . . .
C4 C 1.0349(4) 0.9319(5) 0.1514(2) 0.0356(7) Uani 1 1 d . . . . .
H4A H 0.9740 0.9864 0.0917 0.053 Uiso 1 1 calc GR . . . .
H4B H 1.1490 0.9219 0.1387 0.053 Uiso 1 1 calc GR . . . .
H4C H 0.9739 0.9978 0.2109 0.053 Uiso 1 1 calc GR . . . .
C1 C 0.9814(4) 0.7648(4) 0.3576(2) 0.0279(6) Uani 1 1 d . . . . .
H1A H 1.0257 0.7055 0.4221 0.033 Uiso 1 1 calc R . . . .
H1B H 0.9518 0.8826 0.3616 0.033 Uiso 1 1 calc R . . . .
C11 C 0.6196(4) 0.5802(4) 0.1676(3) 0.0314(7) Uani 1 1 d . . . . .
H11A H 0.5134 0.6715 0.1950 0.047 Uiso 1 1 calc GR . . . .
H11B H 0.6144 0.4758 0.1832 0.047 Uiso 1 1 calc GR . . . .
H11C H 0.6369 0.5983 0.0936 0.047 Uiso 1 1 calc GR . . . .
C7 C 0.5714(4) 1.1624(4) 0.1627(2) 0.0321(7) Uani 1 1 d . . . . .
H7A H 0.6779 1.1688 0.1546 0.048 Uiso 1 1 calc GR . . . .
H7B H 0.4799 1.2634 0.1924 0.048 Uiso 1 1 calc GR . . . .
H7C H 0.5454 1.1509 0.0960 0.048 Uiso 1 1 calc GR . . . .
Cl2 Cl 0.70180(7) 0.20377(8) 0.53328(5) 0.0223(2) Uani 1 1 d . . . . .
O1 O 0.4006(3) 0.4352(2) 0.39591(16) 0.0283(5) Uani 1 1 d D . . . .
O2 O 1.0242(3) 0.1400(3) 0.37012(18) 0.0415(6) Uani 1 1 d D . . . .
H2C H 0.926(4) 0.155(6) 0.417(3) 0.078(16) Uiso 1 1 d D . . . .
H1C H 0.495(4) 0.367(4) 0.436(3) 0.045(11) Uiso 1 1 d D . . . .
H1D H 0.365(4) 0.545(3) 0.417(3) 0.039(10) Uiso 1 1 d D . . . .
H2D H 1.122(4) 0.044(4) 0.392(4) 0.070(15) Uiso 1 1 d 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 Cl1 2.2884(7) . ?
Co1 N1 2.203(2) . ?
Co1 N4 2.140(2) . ?
Co1 N3 2.130(2) . ?
Co1 N2 2.161(2) . ?
N1 C5 1.475(4) . ?
N1 C9 1.477(4) . ?
N1 C1 1.481(4) . ?
N4 C10 1.483(4) . ?
N4 C12 1.486(4) . ?
N4 C11 1.478(4) . ?
N3 C6 1.484(4) . ?
N3 C8 1.489(4) . ?
N3 C7 1.483(4) . ?
C5 C6 1.517(4) . ?
N2 C3 1.479(4) . ?
N2 C2 1.485(4) . ?
N2 C4 1.476(4) . ?
C10 C9 1.520(4) . ?
C2 C1 1.518(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 Cl1 178.68(6) . . ?
N4 Co1 Cl1 98.60(7) . . ?
N4 Co1 N1 81.02(9) . . ?
N4 Co1 N2 118.82(9) . . ?
N3 Co1 Cl1 99.46(6) . . ?
N3 Co1 N1 81.82(9) . . ?
N3 Co1 N4 116.79(9) . . ?
N3 Co1 N2 117.63(10) . . ?
N2 Co1 Cl1 98.10(6) . . ?
N2 Co1 N1 81.02(8) . . ?
C5 N1 Co1 107.56(16) . . ?
C5 N1 C9 110.9(2) . . ?
C5 N1 C1 111.0(2) . . ?
C9 N1 Co1 108.34(16) . . ?
C9 N1 C1 110.6(2) . . ?
C1 N1 Co1 108.36(16) . . ?
C10 N4 Co1 108.99(17) . . ?
C10 N4 C12 110.6(2) . . ?
C12 N4 Co1 106.80(18) . . ?
C11 N4 Co1 113.49(18) . . ?
C11 N4 C10 109.0(2) . . ?
C11 N4 C12 108.0(2) . . ?
C6 N3 Co1 108.03(17) . . ?
C6 N3 C8 110.2(2) . . ?
C8 N3 Co1 108.81(17) . . ?
C7 N3 Co1 113.56(18) . . ?
C7 N3 C6 109.1(2) . . ?
C7 N3 C8 107.1(2) . . ?
N1 C5 C6 110.0(2) . . ?
C3 N2 Co1 112.98(18) . . ?
C3 N2 C2 109.3(2) . . ?
C2 N2 Co1 108.47(17) . . ?
C4 N2 Co1 108.48(19) . . ?
C4 N2 C3 107.6(2) . . ?
C4 N2 C2 109.9(2) . . ?
N4 C10 C9 110.5(2) . . ?
N1 C9 C10 109.7(2) . . ?
N3 C6 C5 110.8(2) . . ?
N2 C2 C1 110.4(2) . . ?
N1 C1 C2 110.3(2) . . ?

_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_CHEM0150_a0ma
_database_code_depnum_ccdc_archive 'CCDC 1446373'
_audit_update_record             
;
2016-01-11 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            '[Co(DMPDP)Cl2]'
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Cl2 Co N4, H2 O'
_chemical_formula_sum            'C22 H32 Cl2 Co N4 O'
_chemical_formula_weight         498.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.2962(6)
_cell_length_b                   13.9276(8)
_cell_length_c                   14.5394(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2287.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    108(2)
_cell_measurement_reflns_used    5591
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      26.40

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             1044
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.206
_exptl_absorpt_coefficient_mu    1.005
_shelx_estimated_absorpt_T_min   0.738
_shelx_estimated_absorpt_T_max   0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6780
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014/5)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      108(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus I\mS'
_diffrn_measurement_device_type  
'Bruker D8 Venture with Photon100 CMOS detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 1024
_diffrn_reflns_number            5429
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.712
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_full        25.019
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2000
_reflns_number_gt                1979
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 v2015.1-0 (Bruker, 2015)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2014)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury (Macrae et. al, 2008)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0136P)²+1.0732P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.023(17)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         2000
_refine_ls_number_parameters     143
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0168
_refine_ls_wR_factor_ref         0.0438
_refine_ls_wR_factor_gt          0.0437
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.24347(3) 0.5000 0.5000 0.00866(11) Uani 1 2 d S T P . .
Cl1 Cl 0.38795(4) 0.62260(4) 0.53439(4) 0.01335(13) Uani 1 1 d . . . . .
N1 N 0.09518(15) 0.40286(12) 0.47472(12) 0.0099(4) Uani 1 1 d . . . . .
N2 N 0.22231(15) 0.41700(12) 0.63610(12) 0.0109(4) Uani 1 1 d . . . . .
C1 C -0.01706(17) 0.44631(14) 0.51000(15) 0.0105(4) Uani 1 1 d . . . . .
H1 H -0.0230 0.4356 0.5779 0.013 Uiso 1 1 calc R U . . .
C2 C -0.11847(19) 0.39262(15) 0.46085(16) 0.0163(5) Uani 1 1 d . . . . .
H2A H -0.1548 0.3446 0.5024 0.020 Uiso 1 1 calc R U . . .
H2B H -0.1805 0.4382 0.4406 0.020 Uiso 1 1 calc R U . . .
C3 C -0.06129(19) 0.34306(17) 0.37765(15) 0.0181(5) Uani 1 1 d . . . . .
H3A H -0.0641 0.2724 0.3844 0.022 Uiso 1 1 calc R U . . .
H3B H -0.1022 0.3612 0.3200 0.022 Uiso 1 1 calc R U . . .
C4 C 0.06684(19) 0.37896(16) 0.37729(14) 0.0129(4) Uani 1 1 d . . . . .
H4A H 0.1208 0.3285 0.3540 0.015 Uiso 1 1 calc R U . . .
H4B H 0.0747 0.4365 0.3378 0.015 Uiso 1 1 calc R U . . .
C5 C 0.12079(19) 0.31345(14) 0.52608(15) 0.0124(5) Uani 1 1 d . . . . .
H5A H 0.1833 0.2769 0.4937 0.015 Uiso 1 1 calc R U . . .
H5B H 0.0487 0.2731 0.5282 0.015 Uiso 1 1 calc R U . . .
C6 C 0.16068(18) 0.33523(15) 0.62225(15) 0.0117(4) Uani 1 1 d . . . . .
C7 C 0.1362(2) 0.27050(16) 0.69194(17) 0.0163(5) Uani 1 1 d . . . . .
H7 H 0.0915 0.2142 0.6797 0.020 Uiso 1 1 calc R U . . .
C8 C 0.1777(2) 0.28896(17) 0.77958(17) 0.0184(5) Uani 1 1 d . . . . .
H8 H 0.1615 0.2459 0.8287 0.022 Uiso 1 1 calc R U . . .
C9 C 0.2429(2) 0.37094(16) 0.79413(14) 0.0174(4) Uani 1 1 d . . . . .
H9 H 0.2734 0.3846 0.8536 0.021 Uiso 1 1 calc R U . . .
C10 C 0.2642(2) 0.43394(15) 0.72158(14) 0.0128(4) Uani 1 1 d . . . . .
C11 C 0.3336(2) 0.52329(16) 0.73815(16) 0.0191(5) Uani 1 1 d . . . . .
H11A H 0.4026 0.5243 0.6974 0.029 Uiso 1 1 calc R U . . .
H11B H 0.3600 0.5249 0.8023 0.029 Uiso 1 1 calc R U . . .
H11C H 0.2837 0.5794 0.7256 0.029 Uiso 1 1 calc R U . . .
O1 O 0.6208(2) 0.5000 0.5000 0.0413(7) Uani 1 2 d S T P . .
H1O H 0.581(3) 0.549(2) 0.510(3) 0.053(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 2.1844(17) . ?
Co1 N1 2.1844(17) 4_566 ?
Co1 N2 2.3041(17) 4_566 ?
Co1 N2 2.3041(17) . ?
Co1 Cl1 2.4145(5) . ?
Co1 Cl1 2.4145(5) 4_566 ?
N1 C5 1.481(3) . ?
N1 C4 1.490(3) . ?
N1 C1 1.496(3) . ?
N2 C6 1.350(3) . ?
N2 C10 1.351(3) . ?
C1 C1 1.524(4) 4_566 ?
C1 C2 1.543(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.535(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.531(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.500(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.384(3) . ?
C7 C8 1.382(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.375(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.490(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
O1 H1O 0.83(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N1 79.86(9) . 4_566 ?
N1 Co1 N2 94.97(6) . 4_566 ?
N1 Co1 N2 75.77(6) 4_566 4_566 ?
N1 Co1 N2 75.77(6) . . ?
N1 Co1 N2 94.97(6) 4_566 . ?
N2 Co1 N2 168.09(9) 4_566 . ?
N1 Co1 Cl1 172.42(5) . . ?
N1 Co1 Cl1 92.61(5) 4_566 . ?
N2 Co1 Cl1 83.87(4) 4_566 . ?
N2 Co1 Cl1 104.30(5) . . ?
N1 Co1 Cl1 92.61(5) . 4_566 ?
N1 Co1 Cl1 172.42(5) 4_566 4_566 ?
N2 Co1 Cl1 104.31(5) 4_566 4_566 ?
N2 Co1 Cl1 83.87(4) . 4_566 ?
Cl1 Co1 Cl1 94.94(3) . 4_566 ?
C5 N1 C4 109.49(16) . . ?
C5 N1 C1 109.45(16) . . ?
C4 N1 C1 103.55(15) . . ?
C5 N1 Co1 106.63(12) . . ?
C4 N1 Co1 117.59(13) . . ?
C1 N1 Co1 109.98(12) . . ?
C6 N2 C10 117.71(17) . . ?
C6 N2 Co1 110.41(13) . . ?
C10 N2 Co1 131.79(14) . . ?
N1 C1 C1 109.37(14) . 4_566 ?
N1 C1 C2 105.92(16) . . ?
C1 C1 C2 112.78(16) 4_566 . ?
N1 C1 H1 109.6 . . ?
C1 C1 H1 109.6 4_566 . ?
C2 C1 H1 109.6 . . ?
C3 C2 C1 105.68(17) . . ?
C3 C2 H2A 110.6 . . ?
C1 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
C1 C2 H2B 110.6 . . ?
H2A C2 H2B 108.7 . . ?
C4 C3 C2 104.69(17) . . ?
C4 C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
C4 C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
N1 C4 C3 105.83(17) . . ?
N1 C4 H4A 110.6 . . ?
C3 C4 H4A 110.6 . . ?
N1 C4 H4B 110.6 . . ?
C3 C4 H4B 110.6 . . ?
H4A C4 H4B 108.7 . . ?
N1 C5 C6 111.03(17) . . ?
N1 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
N1 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
N2 C6 C7 122.9(2) . . ?
N2 C6 C5 117.68(18) . . ?
C7 C6 C5 119.38(19) . . ?
C8 C7 C6 119.1(2) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
N2 C10 C9 121.8(2) . . ?
N2 C10 C11 118.60(18) . . ?
C9 C10 C11 119.63(19) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 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
C5 N1 C1 C1 155.8(2) . . . 4_566 ?
C4 N1 C1 C1 -87.5(2) . . . 4_566 ?
Co1 N1 C1 C1 39.0(2) . . . 4_566 ?
C5 N1 C1 C2 -82.38(19) . . . . ?
C4 N1 C1 C2 34.3(2) . . . . ?
Co1 N1 C1 C2 160.79(13) . . . . ?
N1 C1 C2 C3 -17.5(2) . . . . ?
C1 C1 C2 C3 102.1(2) 4_566 . . . ?
C1 C2 C3 C4 -5.7(2) . . . . ?
C5 N1 C4 C3 78.4(2) . . . . ?
C1 N1 C4 C3 -38.3(2) . . . . ?
Co1 N1 C4 C3 -159.78(13) . . . . ?
C2 C3 C4 N1 27.1(2) . . . . ?
C4 N1 C5 C6 174.74(17) . . . . ?
C1 N1 C5 C6 -72.4(2) . . . . ?
Co1 N1 C5 C6 46.54(18) . . . . ?
C10 N2 C6 C7 1.9(3) . . . . ?
Co1 N2 C6 C7 179.02(17) . . . . ?
C10 N2 C6 C5 -176.25(19) . . . . ?
Co1 N2 C6 C5 0.8(2) . . . . ?
N1 C5 C6 N2 -32.1(3) . . . . ?
N1 C5 C6 C7 149.66(19) . . . . ?
N2 C6 C7 C8 -1.0(3) . . . . ?
C5 C6 C7 C8 177.2(2) . . . . ?
C6 C7 C8 C9 -0.5(3) . . . . ?
C7 C8 C9 C10 1.0(3) . . . . ?
C6 N2 C10 C9 -1.4(3) . . . . ?
Co1 N2 C10 C9 -177.76(15) . . . . ?
C6 N2 C10 C11 179.34(19) . . . . ?
Co1 N2 C10 C11 3.0(3) . . . . ?
C8 C9 C10 N2 0.0(3) . . . . ?
C8 C9 C10 C11 179.2(2) . . . . ?

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.042


# start Validation Reply Form
_vrf_PLAT090_mo_CHEM0150_a0ma    
;
PROBLEM: Poor Data / Parameter Ratio (Zmax > 18) ........ 8.08 Note
RESPONSE: It is unfortunate that the data / parameter ratio was low. 
The data collection scheme was determined by the program and was 
supposed to be sufficient...
;
_vrf_PLAT791_mo_CHEM0150_a0ma    
;
PROBLEM: The Model has Chirality at N1 (Chiral SPGR) S Verify
The Model has Chirality at C1 (Chiral SPGR) R Verify
RESPONSE: 
;
_vrf_PLAT909_mo_CHEM0150_a0ma    
;
PROBLEM: Percentage of Observed Data at Theta(Max) Still 98 %
RESPONSE: 
;
_vrf_PLAT910_mo_CHEM0150_a0ma    
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ... 1 Report
RESPONSE: The reflection may be blocked by beam stop.
;
_vrf_PLAT_mo_CHEM0150_a0ma       
;
PROBLEM: 
RESPONSE: 
;
