# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
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data_gdr-20120716
_database_code_depnum_ccdc_archive 'CCDC 1431670'
_audit_update_record             
;
2016-10-24 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
_audit_creation_date             2016-10-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C16 H25 Cl2 Co N4 P'
_chemical_formula_sum            'C16 H25 Cl2 Co N4 P'
_chemical_formula_weight         434.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.4579(4)
_cell_length_b                   12.4065(5)
_cell_length_c                   14.3704(6)
_cell_angle_alpha                90
_cell_angle_beta                 111.364(4)
_cell_angle_gamma                90
_cell_volume                     2068.45(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2016
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      2
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.171
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            45703
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.518
_diffrn_reflns_theta_min         3.044
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4316
_reflns_number_total             5453
_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 SMART'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         5453
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0381
_refine_ls_restrained_S_all      1.049
_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)+(0.0425P)²+0.8263P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0929
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 P1, Co1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8)
3.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.44400(2) 0.82170(2) 0.16500(2) 0.02356(8) Uani 1 1 d . U . . .
Cl1 Cl 0.46701(4) 0.83211(4) 0.33129(3) 0.03165(12) Uani 1 1 d . . . . .
Cl2 Cl 0.59865(4) 0.73022(4) 0.15167(4) 0.03331(13) Uani 1 1 d . . . . .
P1 P 0.28518(4) 0.68551(4) 0.10585(3) 0.02123(11) Uani 1 1 d . U . . .
N1 N 0.32350(12) 0.90327(13) 0.04411(11) 0.0222(3) Uani 1 1 d . . . . .
N2 N 0.20207(12) 0.75453(13) 0.00134(11) 0.0256(3) Uani 1 1 d . . . . .
H2 H 0.1421 0.7217 -0.0422 0.031 Uiso 1 1 calc R . . . .
N3 N 0.45319(13) 1.04463(13) 0.09317(11) 0.0247(3) Uani 1 1 d . . . . .
N4 N 0.51868(13) 0.97815(13) 0.16751(12) 0.0291(4) Uani 1 1 d . . . . .
C1 C 0.34619(15) 1.00591(15) 0.02583(13) 0.0237(4) Uani 1 1 d . . . . .
C2 C 0.27497(17) 1.06843(17) -0.05008(15) 0.0340(5) Uani 1 1 d . . . . .
H2A H 0.2939 1.1408 -0.0595 0.041 Uiso 1 1 calc R . . . .
C3 C 0.17283(18) 1.02021(18) -0.11305(16) 0.0381(5) Uani 1 1 d . . . . .
H3 H 0.1207 1.0605 -0.1668 0.046 Uiso 1 1 calc R . . . .
C4 C 0.14665(17) 0.91566(17) -0.09845(15) 0.0331(5) Uani 1 1 d . . . . .
H4 H 0.0777 0.8828 -0.1419 0.040 Uiso 1 1 calc R . . . .
C5 C 0.22468(15) 0.85825(16) -0.01743(13) 0.0237(4) Uani 1 1 d . . . . .
C6 C 0.50423(17) 1.14240(17) 0.09807(15) 0.0314(4) Uani 1 1 d . . . . .
H6 H 0.4748 1.2016 0.0543 0.038 Uiso 1 1 calc R . . . .
C7 C 0.60560(17) 1.13918(18) 0.17787(16) 0.0350(5) Uani 1 1 d . . . . .
H7 H 0.6610 1.1952 0.2009 0.042 Uiso 1 1 calc R . . . .
C8 C 0.61087(17) 1.03630(18) 0.21864(16) 0.0351(5) Uani 1 1 d . . . . .
H8 H 0.6726 1.0111 0.2757 0.042 Uiso 1 1 calc R . . . .
C9 C 0.31340(15) 0.55416(15) 0.05467(14) 0.0257(4) Uani 1 1 d . . . . .
C10 C 0.35593(18) 0.58266(18) -0.03049(15) 0.0342(5) Uani 1 1 d . . . . .
H10A H 0.4216 0.6321 -0.0054 0.051 Uiso 1 1 calc GR . . . .
H10B H 0.2935 0.6173 -0.0850 0.051 Uiso 1 1 calc GR . . . .
H10C H 0.3797 0.5167 -0.0552 0.051 Uiso 1 1 calc GR . . . .
C11 C 0.41173(17) 0.49821(18) 0.13927(16) 0.0349(5) Uani 1 1 d . . . . .
H11A H 0.4320 0.4307 0.1143 0.052 Uiso 1 1 calc GR . . . .
H11B H 0.3865 0.4827 0.1950 0.052 Uiso 1 1 calc GR . . . .
H11C H 0.4792 0.5457 0.1623 0.052 Uiso 1 1 calc GR . . . .
C12 C 0.21005(17) 0.47761(17) 0.01378(17) 0.0366(5) Uani 1 1 d . . . . .
H12A H 0.2314 0.4155 -0.0180 0.055 Uiso 1 1 calc GR . . . .
H12B H 0.1453 0.5157 -0.0356 0.055 Uiso 1 1 calc GR . . . .
H12C H 0.1875 0.4527 0.0688 0.055 Uiso 1 1 calc GR . . . .
C13 C 0.18302(17) 0.67264(16) 0.17426(15) 0.0285(4) Uani 1 1 d . . . . .
C14 C 0.06352(17) 0.6281(2) 0.11222(17) 0.0380(5) Uani 1 1 d . . . . .
H14A H 0.0702 0.5519 0.0973 0.057 Uiso 1 1 calc GR . . . .
H14B H 0.0315 0.6687 0.0496 0.057 Uiso 1 1 calc GR . . . .
H14C H 0.0125 0.6353 0.1501 0.057 Uiso 1 1 calc GR . . . .
C15 C 0.2402(2) 0.6039(2) 0.26800(17) 0.0427(5) Uani 1 1 d . . . . .
H15A H 0.3185 0.6304 0.3042 0.064 Uiso 1 1 calc GR . . . .
H15B H 0.2435 0.5287 0.2485 0.064 Uiso 1 1 calc GR . . . .
H15C H 0.1950 0.6088 0.3112 0.064 Uiso 1 1 calc GR . . . .
C16 C 0.16672(18) 0.78794(18) 0.20581(18) 0.0381(5) Uani 1 1 d . . . . .
H16A H 0.1143 0.7869 0.2427 0.057 Uiso 1 1 calc GR . . . .
H16B H 0.1340 0.8332 0.1462 0.057 Uiso 1 1 calc GR . . . .
H16C H 0.2415 0.8172 0.2486 0.057 Uiso 1 1 calc GR . . . .


_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 2.3044(5) . ?
Co1 Cl2 2.3034(5) . ?
Co1 P1 2.5034(5) . ?
Co1 N1 2.0966(15) . ?
Co1 N4 2.1471(16) . ?
P1 N2 1.7110(15) . ?
P1 C9 1.873(2) . ?
P1 C13 1.877(2) . ?
N1 C1 1.351(2) . ?
N1 C5 1.348(2) . ?
N2 H2 0.8800 . ?
N2 C5 1.365(2) . ?
N3 N4 1.361(2) . ?
N3 C1 1.416(2) . ?
N3 C6 1.359(3) . ?
N4 C8 1.328(2) . ?
C1 C2 1.369(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.399(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.372(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.408(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.362(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.396(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.541(3) . ?
C9 C11 1.541(3) . ?
C9 C12 1.534(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.533(3) . ?
C13 C15 1.533(3) . ?
C13 C16 1.536(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
Cl1 Co1 P1 100.040(19) . . ?
Cl2 Co1 Cl1 108.79(2) . . ?
Cl2 Co1 P1 102.75(2) . . ?
N1 Co1 Cl1 127.82(4) . . ?
N1 Co1 Cl2 122.48(4) . . ?
N1 Co1 P1 78.79(4) . . ?
N1 Co1 N4 75.68(6) . . ?
N4 Co1 Cl1 92.44(5) . . ?
N4 Co1 Cl2 94.38(5) . . ?
N4 Co1 P1 154.15(4) . . ?
N2 P1 Co1 96.37(5) . . ?
N2 P1 C9 103.35(8) . . ?
N2 P1 C13 101.14(8) . . ?
C9 P1 Co1 118.84(6) . . ?
C9 P1 C13 113.06(9) . . ?
C13 P1 Co1 118.84(6) . . ?
C1 N1 Co1 118.61(11) . . ?
C5 N1 Co1 123.43(12) . . ?
C5 N1 C1 117.96(15) . . ?
P1 N2 H2 118.6 . . ?
C5 N2 P1 122.87(12) . . ?
C5 N2 H2 118.6 . . ?
N4 N3 C1 118.48(15) . . ?
C6 N3 N4 111.39(15) . . ?
C6 N3 C1 130.12(16) . . ?
N3 N4 Co1 113.74(11) . . ?
C8 N4 Co1 141.47(14) . . ?
C8 N4 N3 104.79(16) . . ?
N1 C1 N3 113.49(15) . . ?
N1 C1 C2 124.64(17) . . ?
C2 C1 N3 121.87(17) . . ?
C1 C2 H2A 121.8 . . ?
C1 C2 C3 116.48(18) . . ?
C3 C2 H2A 121.8 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.07(18) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.9 . . ?
C3 C4 C5 118.27(18) . . ?
C5 C4 H4 120.9 . . ?
N1 C5 N2 117.77(16) . . ?
N1 C5 C4 121.55(17) . . ?
N2 C5 C4 120.68(16) . . ?
N3 C6 H6 126.6 . . ?
N3 C6 C7 106.86(18) . . ?
C7 C6 H6 126.6 . . ?
C6 C7 H7 127.2 . . ?
C6 C7 C8 105.52(18) . . ?
C8 C7 H7 127.2 . . ?
N4 C8 C7 111.43(18) . . ?
N4 C8 H8 124.3 . . ?
C7 C8 H8 124.3 . . ?
C10 C9 P1 106.27(14) . . ?
C11 C9 P1 106.92(13) . . ?
C11 C9 C10 108.98(16) . . ?
C12 C9 P1 115.95(13) . . ?
C12 C9 C10 108.73(16) . . ?
C12 C9 C11 109.77(17) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 P1 115.23(14) . . ?
C14 C13 C15 110.64(18) . . ?
C14 C13 C16 107.60(17) . . ?
C15 C13 P1 108.73(14) . . ?
C15 C13 C16 109.12(18) . . ?
C16 C13 P1 105.25(14) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
Co1 P1 N2 C5 -9.24(16) . . . . ?
Co1 P1 C9 C10 -55.35(13) . . . . ?
Co1 P1 C9 C11 60.94(14) . . . . ?
Co1 P1 C9 C12 -176.29(12) . . . . ?
Co1 P1 C13 C14 154.49(13) . . . . ?
Co1 P1 C13 C15 -80.66(15) . . . . ?
Co1 P1 C13 C16 36.14(16) . . . . ?
Co1 N1 C1 N3 0.7(2) . . . . ?
Co1 N1 C1 C2 -179.69(16) . . . . ?
Co1 N1 C5 N2 0.8(2) . . . . ?
Co1 N1 C5 C4 -179.32(14) . . . . ?
Co1 N4 C8 C7 179.97(17) . . . . ?
P1 N2 C5 N1 7.1(2) . . . . ?
P1 N2 C5 C4 -172.75(15) . . . . ?
N1 C1 C2 C3 -1.0(3) . . . . ?
N2 P1 C9 C10 49.77(13) . . . . ?
N2 P1 C9 C11 166.07(13) . . . . ?
N2 P1 C9 C12 -71.16(16) . . . . ?
N2 P1 C13 C14 50.74(17) . . . . ?
N2 P1 C13 C15 175.59(14) . . . . ?
N2 P1 C13 C16 -67.61(15) . . . . ?
N3 N4 C8 C7 -0.2(2) . . . . ?
N3 C1 C2 C3 178.56(19) . . . . ?
N3 C6 C7 C8 -0.1(2) . . . . ?
N4 N3 C1 N1 -1.2(2) . . . . ?
N4 N3 C1 C2 179.22(18) . . . . ?
N4 N3 C6 C7 0.0(2) . . . . ?
C1 N1 C5 N2 -179.97(16) . . . . ?
C1 N1 C5 C4 -0.1(3) . . . . ?
C1 N3 N4 Co1 1.0(2) . . . . ?
C1 N3 N4 C8 -178.83(17) . . . . ?
C1 N3 C6 C7 178.80(19) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C3 C4 C5 N1 -0.8(3) . . . . ?
C3 C4 C5 N2 179.1(2) . . . . ?
C5 N1 C1 N3 -178.54(15) . . . . ?
C5 N1 C1 C2 1.1(3) . . . . ?
C6 N3 N4 Co1 -179.97(13) . . . . ?
C6 N3 N4 C8 0.2(2) . . . . ?
C6 N3 C1 N1 -179.92(18) . . . . ?
C6 N3 C1 C2 0.5(3) . . . . ?
C6 C7 C8 N4 0.2(3) . . . . ?
C9 P1 N2 C5 -130.94(16) . . . . ?
C9 P1 C13 C14 -59.11(18) . . . . ?
C9 P1 C13 C15 65.73(16) . . . . ?
C9 P1 C13 C16 -177.47(13) . . . . ?
C13 P1 N2 C5 111.87(16) . . . . ?
C13 P1 C9 C10 158.25(12) . . . . ?
C13 P1 C9 C11 -85.46(14) . . . . ?
C13 P1 C9 C12 37.32(17) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_gdr-20120714
_database_code_depnum_ccdc_archive 'CCDC 1431671'
_audit_update_record             
;
2016-10-24 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
_audit_creation_date             2016-10-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H29 Cl2 Co N4 P'
_chemical_formula_sum            'C18 H29 Cl2 Co N4 P'
_chemical_formula_weight         462.25
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   16.2575(8)
_cell_length_b                   9.2445(4)
_cell_length_c                   15.8382(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.243(4)
_cell_angle_gamma                90
_cell_volume                     2273.38(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2025
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      2
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.070
_exptl_absorpt_correction_T_max  0.9086
_exptl_absorpt_correction_T_min  0.8573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3998
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.113
_diffrn_reflns_theta_max         25.113
_diffrn_reflns_theta_min         3.072
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3723
_reflns_number_total             3998
_reflns_special_details          
;
 _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 SMART'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.587
_refine_diff_density_min         -0.646
_refine_diff_density_rms         0.169
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3998
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.1107
_refine_ls_restrained_S_all      1.161
_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)+(0.0620P)²+49.5211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2919
_refine_ls_wR_factor_ref         0.2937
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.891(5) 0.109(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
4.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C7(H7)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C),
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,
 H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.22229(10) 0.86827(15) 0.43357(9) 0.0284(4) Uani 1 1 d . . . . .
Cl1 Cl 0.31218(19) 0.8865(4) 0.34288(18) 0.0436(7) Uani 1 1 d . . . . .
Cl2 Cl 0.10625(18) 0.7171(4) 0.37368(18) 0.0424(7) Uani 1 1 d . . . . .
P P 0.31963(17) 0.7211(3) 0.55143(18) 0.0296(6) Uani 1 1 d . . . . .
N1 N 0.1909(5) 0.9386(9) 0.5471(5) 0.0260(18) Uani 1 1 d . . . . .
N2 N 0.2753(5) 0.7592(10) 0.6324(5) 0.031(2) Uani 1 1 d . . . . .
H2 H 0.2924 0.7079 0.6813 0.037 Uiso 1 1 calc R . . . .
N3 N 0.1121(6) 1.1122(10) 0.4545(6) 0.031(2) Uani 1 1 d . . . . .
N4 N 0.1494(7) 1.0580(11) 0.3947(6) 0.045(3) Uani 1 1 d . . . . .
C1 C 0.2155(5) 0.8625(9) 0.6279(6) 0.0162(17) Uani 1 1 d . U . . .
C2 C 0.1755(7) 0.8888(12) 0.6905(7) 0.034(2) Uani 1 1 d . . . . .
H2A H 0.1922 0.8364 0.7445 0.041 Uiso 1 1 calc R . . . .
C3 C 0.1112(8) 0.9902(13) 0.6764(7) 0.037(3) Uani 1 1 d . . . . .
H3 H 0.0828 1.0059 0.7201 0.044 Uiso 1 1 calc R . . . .
C4 C 0.0871(8) 1.0713(13) 0.5975(7) 0.036(3) Uani 1 1 d . . . . .
H4 H 0.0433 1.1429 0.5869 0.044 Uiso 1 1 calc R . . . .
C5 C 0.0582(7) 1.2256(11) 0.4185(7) 0.033(2) Uani 1 1 d . . . . .
C6 C 0.0083(8) 1.3138(14) 0.4644(9) 0.047(3) Uani 1 1 d . . . . .
H6A H -0.0345 1.2526 0.4796 0.071 Uiso 1 1 calc GR . . . .
H6B H -0.0211 1.3923 0.4254 0.071 Uiso 1 1 calc GR . . . .
H6C H 0.0474 1.3548 0.5185 0.071 Uiso 1 1 calc GR . . . .
C7 C 0.0626(9) 1.2405(14) 0.3348(8) 0.049(3) Uani 1 1 d . . . . .
H7 H 0.0342 1.3121 0.2933 0.058 Uiso 1 1 calc R . . . .
C8 C 0.1160(10) 1.1324(15) 0.3205(9) 0.054(4) Uani 1 1 d . . . . .
C9 C 0.1380(14) 1.100(2) 0.2377(9) 0.090(7) Uani 1 1 d . . . . .
H9A H 0.1959 1.1363 0.2429 0.134 Uiso 1 1 calc GR . . . .
H9B H 0.0963 1.1472 0.1876 0.134 Uiso 1 1 calc GR . . . .
H9C H 0.1363 0.9952 0.2280 0.134 Uiso 1 1 calc GR . . . .
C10 C 0.4329(7) 0.7878(16) 0.5964(9) 0.049(3) Uani 1 1 d . . . . .
C11 C 0.4774(10) 0.7463(19) 0.6928(10) 0.070(5) Uani 1 1 d . . . . .
H11A H 0.4791 0.6407 0.6985 0.105 Uiso 1 1 calc GR . . . .
H11B H 0.4454 0.7872 0.7307 0.105 Uiso 1 1 calc GR . . . .
H11C H 0.5364 0.7843 0.7109 0.105 Uiso 1 1 calc GR . . . .
C12 C 0.4236(9) 0.9555(16) 0.5944(11) 0.060(4) Uani 1 1 d . . . . .
H12A H 0.4808 0.9998 0.6155 0.089 Uiso 1 1 calc GR . . . .
H12B H 0.3890 0.9848 0.6328 0.089 Uiso 1 1 calc GR . . . .
H12C H 0.3951 0.9873 0.5338 0.089 Uiso 1 1 calc GR . . . .
C13 C 0.4849(8) 0.7415(19) 0.5350(10) 0.062(4) Uani 1 1 d . . . . .
H13A H 0.5410 0.7900 0.5527 0.092 Uiso 1 1 calc GR . . . .
H13B H 0.4536 0.7682 0.4741 0.092 Uiso 1 1 calc GR . . . .
H13C H 0.4934 0.6365 0.5389 0.092 Uiso 1 1 calc GR . . . .
C14 C 0.3140(8) 0.5181(13) 0.5415(7) 0.041(3) Uani 1 1 d . . . . .
C15 C 0.2247(9) 0.4720(14) 0.5446(9) 0.051(3) Uani 1 1 d . . . . .
H15A H 0.2124 0.3738 0.5210 0.077 Uiso 1 1 calc GR . . . .
H15B H 0.1813 0.5387 0.5089 0.077 Uiso 1 1 calc GR . . . .
H15C H 0.2229 0.4740 0.6059 0.077 Uiso 1 1 calc GR . . . .
C16 C 0.3826(11) 0.4361(16) 0.6111(11) 0.067(4) Uani 1 1 d . . . . .
H16A H 0.3809 0.4650 0.6701 0.101 Uiso 1 1 calc GR . . . .
H16B H 0.4395 0.4586 0.6048 0.101 Uiso 1 1 calc GR . . . .
H16C H 0.3719 0.3320 0.6032 0.101 Uiso 1 1 calc GR . . . .
C17 C 0.3200(11) 0.4843(15) 0.4465(10) 0.063(4) Uani 1 1 d . . . . .
H17A H 0.3708 0.5321 0.4381 0.094 Uiso 1 1 calc GR . . . .
H17B H 0.2681 0.5200 0.4023 0.094 Uiso 1 1 calc GR . . . .
H17C H 0.3247 0.3795 0.4396 0.094 Uiso 1 1 calc GR . . . .
C18 C 0.1300(6) 1.0414(11) 0.5367(6) 0.026(2) 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 Cl1 2.339(3) . ?
Co1 Cl2 2.313(3) . ?
Co1 P 2.468(3) . ?
Co1 N1 2.112(8) . ?
Co1 N4 2.104(10) . ?
P N2 1.684(8) . ?
P C10 1.871(12) . ?
P C14 1.883(13) . ?
N1 C1 1.410(11) . ?
N1 C18 1.346(13) . ?
N2 H2 0.8800 . ?
N2 C1 1.349(12) . ?
N3 N4 1.362(12) . ?
N3 C5 1.377(13) . ?
N3 C18 1.409(13) . ?
N4 C8 1.330(15) . ?
C1 C2 1.359(13) . ?
C2 H2A 0.9500 . ?
C2 C3 1.373(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.409(15) . ?
C4 H4 0.9500 . ?
C4 C18 1.376(14) . ?
C5 C6 1.483(16) . ?
C5 C7 1.357(16) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.385(17) . ?
C8 C9 1.490(17) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.533(18) . ?
C10 C12 1.56(2) . ?
C10 C13 1.526(19) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.528(18) . ?
C14 C16 1.518(17) . ?
C14 C17 1.569(18) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
Cl1 Co1 P 97.29(11) . . ?
Cl2 Co1 Cl1 111.94(11) . . ?
Cl2 Co1 P 103.84(12) . . ?
N1 Co1 Cl1 148.6(3) . . ?
N1 Co1 Cl2 99.3(2) . . ?
N1 Co1 P 77.8(2) . . ?
N4 Co1 Cl1 99.2(3) . . ?
N4 Co1 Cl2 93.6(3) . . ?
N4 Co1 P 149.4(3) . . ?
N4 Co1 N1 74.7(3) . . ?
N2 P Co1 97.9(3) . . ?
N2 P C10 103.7(6) . . ?
N2 P C14 104.5(5) . . ?
C10 P Co1 116.4(5) . . ?
C10 P C14 112.2(6) . . ?
C14 P Co1 118.8(4) . . ?
C1 N1 Co1 122.9(6) . . ?
C18 N1 Co1 117.8(6) . . ?
C18 N1 C1 117.7(8) . . ?
P N2 H2 117.5 . . ?
C1 N2 P 124.9(7) . . ?
C1 N2 H2 117.5 . . ?
N4 N3 C5 110.7(9) . . ?
N4 N3 C18 117.3(8) . . ?
C5 N3 C18 131.9(9) . . ?
N3 N4 Co1 115.5(7) . . ?
C8 N4 Co1 137.5(8) . . ?
C8 N4 N3 105.9(9) . . ?
N2 C1 N1 114.0(8) . . ?
N2 C1 C2 125.5(9) . . ?
C2 C1 N1 120.2(8) . . ?
C1 C2 H2A 119.7 . . ?
C1 C2 C3 120.7(10) . . ?
C3 C2 H2A 119.7 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(10) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 121.7 . . ?
C18 C4 C3 116.7(10) . . ?
C18 C4 H4 121.7 . . ?
N3 C5 C6 126.2(10) . . ?
C7 C5 N3 105.6(10) . . ?
C7 C5 C6 128.2(10) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7 126.2 . . ?
C5 C7 C8 107.7(11) . . ?
C8 C7 H7 126.2 . . ?
N4 C8 C7 110.0(11) . . ?
N4 C8 C9 122.1(11) . . ?
C7 C8 C9 127.9(12) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 P 114.7(10) . . ?
C11 C10 C12 106.5(12) . . ?
C12 C10 P 104.0(9) . . ?
C13 C10 P 109.5(9) . . ?
C13 C10 C11 112.1(12) . . ?
C13 C10 C12 109.6(12) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 P 107.4(8) . . ?
C15 C14 C17 107.7(11) . . ?
C16 C14 P 115.5(10) . . ?
C16 C14 C15 109.8(11) . . ?
C16 C14 C17 110.8(11) . . ?
C17 C14 P 105.3(8) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 N3 112.6(8) . . ?
N1 C18 C4 124.3(9) . . ?
C4 C18 N3 123.1(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 P N2 C1 -10.4(9) . . . . ?
Co1 P C10 C11 151.3(10) . . . . ?
Co1 P C10 C12 35.5(11) . . . . ?
Co1 P C10 C13 -81.6(11) . . . . ?
Co1 P C14 C15 -63.8(9) . . . . ?
Co1 P C14 C16 173.3(9) . . . . ?
Co1 P C14 C17 50.7(10) . . . . ?
Co1 N1 C1 N2 13.1(11) . . . . ?
Co1 N1 C1 C2 -162.3(8) . . . . ?
Co1 N1 C18 N3 -15.2(11) . . . . ?
Co1 N1 C18 C4 162.4(9) . . . . ?
Co1 N4 C8 C7 171.1(11) . . . . ?
Co1 N4 C8 C9 -10(3) . . . . ?
P N2 C1 N1 0.7(12) . . . . ?
P N2 C1 C2 175.9(8) . . . . ?
N1 C1 C2 C3 -0.5(16) . . . . ?
N2 P C10 C11 45.1(12) . . . . ?
N2 P C10 C12 -70.7(10) . . . . ?
N2 P C10 C13 172.2(10) . . . . ?
N2 P C14 C15 43.9(9) . . . . ?
N2 P C14 C16 -79.0(11) . . . . ?
N2 P C14 C17 158.5(9) . . . . ?
N2 C1 C2 C3 -175.4(10) . . . . ?
N3 N4 C8 C7 4.4(17) . . . . ?
N3 N4 C8 C9 -177.2(16) . . . . ?
N3 C5 C7 C8 2.5(15) . . . . ?
N4 N3 C5 C6 -178.3(12) . . . . ?
N4 N3 C5 C7 0.2(14) . . . . ?
N4 N3 C18 N1 7.4(14) . . . . ?
N4 N3 C18 C4 -170.1(11) . . . . ?
C1 N1 C18 N3 178.7(8) . . . . ?
C1 N1 C18 C4 -3.8(15) . . . . ?
C1 C2 C3 C4 -1.5(18) . . . . ?
C2 C3 C4 C18 0.9(18) . . . . ?
C3 C4 C18 N1 1.8(17) . . . . ?
C3 C4 C18 N3 179.1(10) . . . . ?
C5 N3 N4 Co1 -173.0(7) . . . . ?
C5 N3 N4 C8 -2.9(15) . . . . ?
C5 N3 C18 N1 -177.0(10) . . . . ?
C5 N3 C18 C4 5.4(18) . . . . ?
C5 C7 C8 N4 -4.5(18) . . . . ?
C5 C7 C8 C9 177.3(18) . . . . ?
C6 C5 C7 C8 -179.0(13) . . . . ?
C10 P N2 C1 109.3(9) . . . . ?
C10 P C14 C15 155.6(8) . . . . ?
C10 P C14 C16 32.7(12) . . . . ?
C10 P C14 C17 -89.8(10) . . . . ?
C14 P N2 C1 -133.0(9) . . . . ?
C14 P C10 C11 -67.1(12) . . . . ?
C14 P C10 C12 177.1(9) . . . . ?
C14 P C10 C13 60.0(12) . . . . ?
C18 N1 C1 N2 178.6(9) . . . . ?
C18 N1 C1 C2 3.1(14) . . . . ?
C18 N3 N4 Co1 3.5(13) . . . . ?
C18 N3 N4 C8 173.6(11) . . . . ?
C18 N3 C5 C6 6(2) . . . . ?
C18 N3 C5 C7 -175.6(12) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.891(5)
2 0.109(5)

# start Validation Reply Form
_vrf_PLAT341_gdr-20120714        
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01821 Ang ?
RESPONSE: The bond precision was low because of the non-merohedral twin.
The struture was carefully refined with HKL 5 and BASF instructions.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_gdr-co5
_database_code_depnum_ccdc_archive 'CCDC 1431672'
_audit_update_record             
;
2016-10-24 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
_audit_creation_date             2016-10-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H29 Co I2 N4 P'
_chemical_formula_sum            'C18 H29 Co I2 N4 P'
_chemical_formula_weight         645.15
_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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
P P 0.1023 0.0942 '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                   16.0679(6)
_cell_length_b                   8.9042(4)
_cell_length_c                   17.2884(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.574(3)
_cell_angle_gamma                90
_cell_volume                     2404.39(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3012
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.358
_exptl_absorpt_correction_T_max  0.9086
_exptl_absorpt_correction_T_min  0.8573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1252
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9857
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.010
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3775
_reflns_number_total             4891
_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 SMART'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.560
_refine_diff_density_min         -1.304
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         4891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.056
_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)+(0.0342P)²+0.4644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0879
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C15(H15)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.09945(2) 0.30489(4) 0.17896(2) 0.04350(11) Uani 1 1 d . . . . .
I2 I 0.34091(2) 0.16509(4) 0.31449(2) 0.05232(13) Uani 1 1 d . . . . .
Co Co 0.23419(4) 0.13931(6) 0.17042(3) 0.03061(15) Uani 1 1 d . . . . .
P P 0.32654(7) 0.28165(12) 0.09907(6) 0.0302(3) Uani 1 1 d . . . . .
N1 N 0.1936(2) 0.0587(4) 0.05100(16) 0.0269(8) Uani 1 1 d . . . . .
N2 N 0.2784(2) 0.2295(4) 0.00439(17) 0.0335(9) Uani 1 1 d . . . . .
H2 H 0.2950 0.2710 -0.0357 0.040 Uiso 1 1 calc R . . . .
N3 N 0.1214(2) -0.1166(4) 0.10804(18) 0.0320(9) Uani 1 1 d . . . . .
N4 N 0.1705(3) -0.0634(4) 0.17911(19) 0.0508(12) Uani 1 1 d . . . . .
C1 C 0.1340(3) -0.0490(4) 0.0378(2) 0.0286(9) Uani 1 1 d . . . . .
C2 C 0.0889(3) -0.0902(5) -0.0371(2) 0.0375(11) Uani 1 1 d . . . . .
H2A H 0.0457 -0.1651 -0.0448 0.045 Uiso 1 1 calc R . . . .
C3 C 0.1099(3) -0.0167(5) -0.1010(2) 0.0421(12) Uani 1 1 d . . . . .
H3 H 0.0796 -0.0406 -0.1536 0.051 Uiso 1 1 calc R . . . .
C4 C 0.1728(3) 0.0884(5) -0.0896(2) 0.0367(11) Uani 1 1 d . . . . .
H4 H 0.1883 0.1360 -0.1334 0.044 Uiso 1 1 calc R . . . .
C5 C 0.2142(3) 0.1243(5) -0.0109(2) 0.0293(10) Uani 1 1 d . . . . .
C6 C 0.4376(3) 0.2054(6) 0.1101(3) 0.0442(12) Uani 1 1 d . . . . .
C7 C 0.4308(3) 0.0376(6) 0.1252(3) 0.0558(14) Uani 1 1 d . . . . .
H7A H 0.4862 -0.0104 0.1275 0.084 Uiso 1 1 calc GR . . . .
H7B H 0.3872 -0.0069 0.0819 0.084 Uiso 1 1 calc GR . . . .
H7C H 0.4145 0.0224 0.1758 0.084 Uiso 1 1 calc GR . . . .
C8 C 0.4724(3) 0.2265(7) 0.0352(3) 0.0657(17) Uani 1 1 d . . . . .
H8A H 0.5297 0.1824 0.0441 0.098 Uiso 1 1 calc GR . . . .
H8B H 0.4755 0.3339 0.0239 0.098 Uiso 1 1 calc GR . . . .
H8C H 0.4342 0.1767 -0.0100 0.098 Uiso 1 1 calc GR . . . .
C9 C 0.4991(3) 0.2780(7) 0.1820(3) 0.0640(17) Uani 1 1 d . . . . .
H9A H 0.4781 0.2603 0.2301 0.096 Uiso 1 1 calc GR . . . .
H9B H 0.5023 0.3863 0.1731 0.096 Uiso 1 1 calc GR . . . .
H9C H 0.5562 0.2336 0.1888 0.096 Uiso 1 1 calc GR . . . .
C10 C 0.3218(3) 0.4914(5) 0.0938(2) 0.0402(12) Uani 1 1 d . . . . .
C11 C 0.3835(3) 0.5638(6) 0.0498(3) 0.0603(15) Uani 1 1 d . . . . .
H11A H 0.3725 0.6721 0.0449 0.090 Uiso 1 1 calc GR . . . .
H11B H 0.3750 0.5194 -0.0034 0.090 Uiso 1 1 calc GR . . . .
H11C H 0.4426 0.5464 0.0795 0.090 Uiso 1 1 calc GR . . . .
C12 C 0.3367(5) 0.5495(6) 0.1797(3) 0.0712(19) Uani 1 1 d . . . . .
H12A H 0.3944 0.5217 0.2093 0.107 Uiso 1 1 calc GR . . . .
H12B H 0.2944 0.5049 0.2053 0.107 Uiso 1 1 calc GR . . . .
H12C H 0.3309 0.6591 0.1791 0.107 Uiso 1 1 calc GR . . . .
C13 C 0.2292(3) 0.5323(6) 0.0505(3) 0.0551(14) Uani 1 1 d . . . . .
H13A H 0.2208 0.6408 0.0543 0.083 Uiso 1 1 calc GR . . . .
H13B H 0.1890 0.4788 0.0754 0.083 Uiso 1 1 calc GR . . . .
H13C H 0.2192 0.5033 -0.0056 0.083 Uiso 1 1 calc GR . . . .
C14 C 0.0669(3) -0.2272(5) 0.1202(2) 0.0378(11) Uani 1 1 d . . . . .
C15 C 0.0801(4) -0.2422(6) 0.1999(3) 0.0634(17) Uani 1 1 d . . . . .
H15 H 0.0509 -0.3091 0.2273 0.076 Uiso 1 1 calc R . . . .
C16 C 0.1447(5) -0.1410(6) 0.2346(3) 0.081(2) Uani 1 1 d . . . . .
C17 C 0.0062(3) -0.3139(5) 0.0583(3) 0.0510(14) Uani 1 1 d . . . . .
H17A H -0.0257 -0.3846 0.0839 0.077 Uiso 1 1 calc GR . . . .
H17B H 0.0381 -0.3696 0.0258 0.077 Uiso 1 1 calc GR . . . .
H17C H -0.0339 -0.2448 0.0244 0.077 Uiso 1 1 calc GR . . . .
C18 C 0.1762(7) -0.1121(10) 0.3218(3) 0.167(5) Uani 1 1 d . . . . .
H18A H 0.2337 -0.1546 0.3404 0.250 Uiso 1 1 calc GR . . . .
H18B H 0.1372 -0.1592 0.3506 0.250 Uiso 1 1 calc GR . . . .
H18C H 0.1782 -0.0036 0.3316 0.250 Uiso 1 1 calc GR . . . .


_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
I1 Co 2.6519(7) . ?
I2 Co 2.6818(6) . ?
Co P 2.4878(13) . ?
Co N1 2.138(3) . ?
Co N4 2.098(4) . ?
P N2 1.703(3) . ?
P C6 1.876(5) . ?
P C10 1.871(4) . ?
N1 C1 1.337(5) . ?
N1 C5 1.327(5) . ?
N2 H2 0.8800 . ?
N2 C5 1.371(5) . ?
N3 N4 1.379(4) . ?
N3 C1 1.412(5) . ?
N3 C14 1.366(6) . ?
N4 C16 1.326(6) . ?
C1 C2 1.378(5) . ?
C2 H2A 0.9500 . ?
C2 C3 1.391(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.358(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.405(5) . ?
C6 C7 1.525(7) . ?
C6 C8 1.538(7) . ?
C6 C9 1.537(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.527(7) . ?
C10 C12 1.537(6) . ?
C10 C13 1.544(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.352(6) . ?
C14 C17 1.484(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.400(7) . ?
C16 C18 1.495(7) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
I1 Co I2 104.66(2) . . ?
P Co I1 109.52(3) . . ?
P Co I2 95.23(3) . . ?
N1 Co I1 99.92(9) . . ?
N1 Co I2 155.41(9) . . ?
N1 Co P 76.97(9) . . ?
N4 Co I1 93.21(14) . . ?
N4 Co I2 102.91(9) . . ?
N4 Co P 146.28(12) . . ?
N4 Co N1 74.75(13) . . ?
N2 P Co 98.52(13) . . ?
N2 P C6 101.9(2) . . ?
N2 P C10 102.79(18) . . ?
C6 P Co 115.38(15) . . ?
C10 P Co 120.72(17) . . ?
C10 P C6 113.1(2) . . ?
C1 N1 Co 116.7(3) . . ?
C5 N1 Co 123.6(3) . . ?
C5 N1 C1 118.9(3) . . ?
P N2 H2 119.2 . . ?
C5 N2 P 121.5(3) . . ?
C5 N2 H2 119.2 . . ?
N4 N3 C1 116.9(3) . . ?
C14 N3 N4 111.4(3) . . ?
C14 N3 C1 131.8(3) . . ?
N3 N4 Co 114.7(2) . . ?
C16 N4 Co 137.8(3) . . ?
C16 N4 N3 104.8(4) . . ?
N1 C1 N3 113.7(3) . . ?
N1 C1 C2 123.3(4) . . ?
C2 C1 N3 123.1(4) . . ?
C1 C2 H2A 121.6 . . ?
C1 C2 C3 116.7(4) . . ?
C3 C2 H2A 121.6 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(4) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.7(4) . . ?
C5 C4 H4 121.2 . . ?
N1 C5 N2 117.7(3) . . ?
N1 C5 C4 122.0(4) . . ?
N2 C5 C4 120.4(4) . . ?
C7 C6 P 105.5(3) . . ?
C7 C6 C8 108.6(5) . . ?
C7 C6 C9 109.4(4) . . ?
C8 C6 P 113.3(3) . . ?
C9 C6 P 110.3(4) . . ?
C9 C6 C8 109.7(4) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 P 115.0(4) . . ?
C11 C10 C12 111.5(4) . . ?
C11 C10 C13 108.9(4) . . ?
C12 C10 P 107.1(3) . . ?
C12 C10 C13 107.6(4) . . ?
C13 C10 P 106.4(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C17 126.9(4) . . ?
C15 C14 N3 106.0(4) . . ?
C15 C14 C17 127.1(5) . . ?
C14 C15 H15 126.4 . . ?
C14 C15 C16 107.3(5) . . ?
C16 C15 H15 126.4 . . ?
N4 C16 C15 110.6(4) . . ?
N4 C16 C18 123.5(5) . . ?
C15 C16 C18 125.8(6) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
Co P N2 C5 -5.9(4) . . . . ?
Co P C6 C7 27.3(4) . . . . ?
Co P C6 C8 145.9(3) . . . . ?
Co P C6 C9 -90.7(3) . . . . ?
Co P C10 C11 178.7(3) . . . . ?
Co P C10 C12 54.1(4) . . . . ?
Co P C10 C13 -60.7(3) . . . . ?
Co N1 C1 N3 -13.8(5) . . . . ?
Co N1 C1 C2 166.2(3) . . . . ?
Co N1 C5 N2 13.7(5) . . . . ?
Co N1 C5 C4 -166.5(3) . . . . ?
Co N4 C16 C15 159.4(5) . . . . ?
Co N4 C16 C18 -15.7(13) . . . . ?
P N2 C5 N1 -3.2(6) . . . . ?
P N2 C5 C4 177.0(3) . . . . ?
N1 C1 C2 C3 1.9(7) . . . . ?
N2 P C6 C7 -78.2(3) . . . . ?
N2 P C6 C8 40.4(4) . . . . ?
N2 P C6 C9 163.8(3) . . . . ?
N2 P C10 C11 -73.2(4) . . . . ?
N2 P C10 C12 162.3(4) . . . . ?
N2 P C10 C13 47.4(4) . . . . ?
N3 N4 C16 C15 -0.1(8) . . . . ?
N3 N4 C16 C18 -175.1(8) . . . . ?
N3 C1 C2 C3 -178.2(4) . . . . ?
N3 C14 C15 C16 -1.3(7) . . . . ?
N4 N3 C1 N1 0.4(6) . . . . ?
N4 N3 C1 C2 -179.5(4) . . . . ?
N4 N3 C14 C15 1.4(6) . . . . ?
N4 N3 C14 C17 -178.1(5) . . . . ?
C1 N1 C5 N2 -177.1(4) . . . . ?
C1 N1 C5 C4 2.7(6) . . . . ?
C1 N3 N4 Co 13.2(5) . . . . ?
C1 N3 N4 C16 178.1(5) . . . . ?
C1 N3 C14 C15 -177.4(5) . . . . ?
C1 N3 C14 C17 3.1(8) . . . . ?
C1 C2 C3 C4 1.2(7) . . . . ?
C2 C3 C4 C5 -2.1(7) . . . . ?
C3 C4 C5 N1 0.1(7) . . . . ?
C3 C4 C5 N2 179.9(4) . . . . ?
C5 N1 C1 N3 176.2(4) . . . . ?
C5 N1 C1 C2 -3.8(6) . . . . ?
C6 P N2 C5 112.4(4) . . . . ?
C6 P C10 C11 35.9(4) . . . . ?
C6 P C10 C12 -88.6(4) . . . . ?
C6 P C10 C13 156.5(3) . . . . ?
C10 P N2 C5 -130.2(4) . . . . ?
C10 P C6 C7 172.2(3) . . . . ?
C10 P C6 C8 -69.2(4) . . . . ?
C10 P C6 C9 54.1(4) . . . . ?
C14 N3 N4 Co -165.8(3) . . . . ?
C14 N3 N4 C16 -0.8(6) . . . . ?
C14 N3 C1 N1 179.1(4) . . . . ?
C14 N3 C1 C2 -0.9(8) . . . . ?
C14 C15 C16 N4 0.9(8) . . . . ?
C14 C15 C16 C18 175.8(8) . . . . ?
C17 C14 C15 C16 178.2(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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_gdr-20120423-co2
_database_code_depnum_ccdc_archive 'CCDC 1431673'
_audit_update_record             
;
2016-10-24 deposited with the CCDC.
2016-11-11 downloaded from the CCDC.
;
_audit_creation_date             2016-10-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H37 Br2 Co N4 P'
_chemical_formula_sum            'C22 H37 Br2 Co N4 P'
_chemical_formula_weight         607.27
_chemical_absolute_configuration .
_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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.5226(7)
_cell_length_b                   12.0510(6)
_cell_length_c                   19.2018(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2666.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2046
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      2
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.717
_exptl_absorpt_correction_T_max  0.9086
_exptl_absorpt_correction_T_min  0.8573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1236
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0638
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9476
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.712
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.684
_reflns_Friedel_fraction_full    0.908
_reflns_Friedel_fraction_max     0.883
_reflns_number_gt                4404
_reflns_number_total             5164
_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 SMART'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.742
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 1481 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.024(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.006
_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)+(0.0463P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0991
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(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:
 C7(H7), C12(H12)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2A), C2(H2), C3(H3), C4(H4), C10(H10)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.21385(8) 0.44271(7) 0.24915(4) 0.0599(3) Uani 1 1 d . . . . .
Br2 Br 0.43184(6) 0.37789(6) 0.09209(4) 0.0517(2) Uani 1 1 d . . . . .
Co Co 0.23265(7) 0.43217(6) 0.12377(4) 0.0267(2) Uani 1 1 d . . . . .
P P 0.10003(14) 0.26873(13) 0.11098(9) 0.0310(4) Uani 1 1 d . . . . .
N1 N 0.1687(4) 0.4546(4) 0.0224(3) 0.0253(11) Uani 1 1 d . . . . .
N2 N 0.0640(5) 0.2900(4) 0.0265(3) 0.0345(13) Uani 1 1 d . . . . .
H2A H 0.0204 0.2403 0.0054 0.041 Uiso 1 1 calc R . . . .
N3 N 0.2716(4) 0.6186(4) 0.0279(2) 0.0260(11) Uani 1 1 d . . . . .
N4 N 0.2728(4) 0.6031(4) 0.0987(2) 0.0256(11) Uani 1 1 d . . . . .
C1 C 0.1000(5) 0.3818(5) -0.0108(3) 0.0263(13) Uani 1 1 d . . . . .
C2 C 0.0659(6) 0.3955(5) -0.0795(3) 0.0327(14) Uani 1 1 d . . . . .
H2 H 0.0199 0.3412 -0.1024 0.039 Uiso 1 1 calc R . . . .
C3 C 0.1007(5) 0.4895(5) -0.1133(3) 0.0339(15) Uani 1 1 d . . . . .
H3 H 0.0780 0.5012 -0.1603 0.041 Uiso 1 1 calc R . . . .
C4 C 0.1692(5) 0.5687(6) -0.0798(3) 0.0351(15) Uani 1 1 d . . . . .
H4 H 0.1923 0.6350 -0.1027 0.042 Uiso 1 1 calc R . . . .
C5 C 0.2018(5) 0.5469(4) -0.0121(3) 0.0232(13) Uani 1 1 d . . . . .
C6 C 0.3435(6) 0.7052(5) 0.0080(4) 0.0357(16) Uani 1 1 d . . . . .
C7 C 0.3661(6) 0.7455(6) -0.0646(4) 0.0434(18) Uani 1 1 d . . . . .
H7 H 0.3586 0.6812 -0.0973 0.052 Uiso 1 1 calc R . . . .
C8 C 0.4889(8) 0.7913(8) -0.0703(5) 0.074(3) Uani 1 1 d . . . . .
H8A H 0.4982 0.8534 -0.0377 0.111 Uiso 1 1 calc GR . . . .
H8B H 0.5028 0.8173 -0.1179 0.111 Uiso 1 1 calc GR . . . .
H8C H 0.5448 0.7328 -0.0588 0.111 Uiso 1 1 calc GR . . . .
C9 C 0.2755(8) 0.8335(7) -0.0850(5) 0.070(3) Uani 1 1 d . . . . .
H9A H 0.1974 0.8049 -0.0756 0.105 Uiso 1 1 calc GR . . . .
H9B H 0.2829 0.8507 -0.1346 0.105 Uiso 1 1 calc GR . . . .
H9C H 0.2884 0.9010 -0.0576 0.105 Uiso 1 1 calc GR . . . .
C10 C 0.3877(6) 0.7439(6) 0.0687(4) 0.0420(18) Uani 1 1 d . . . . .
H10 H 0.4395 0.8048 0.0732 0.050 Uiso 1 1 calc R . . . .
C11 C 0.3449(5) 0.6801(5) 0.1233(3) 0.0329(15) Uani 1 1 d . . . . .
C12 C 0.3724(6) 0.6904(5) 0.1990(3) 0.0365(16) Uani 1 1 d . . . . .
H12 H 0.3130 0.6480 0.2261 0.044 Uiso 1 1 calc R . . . .
C13 C 0.3686(9) 0.8128(7) 0.2224(4) 0.066(3) Uani 1 1 d . . . . .
H13A H 0.4286 0.8548 0.1976 0.099 Uiso 1 1 calc GR . . . .
H13B H 0.3827 0.8171 0.2727 0.099 Uiso 1 1 calc GR . . . .
H13C H 0.2921 0.8441 0.2118 0.099 Uiso 1 1 calc GR . . . .
C14 C 0.4912(7) 0.6402(9) 0.2135(4) 0.067(3) Uani 1 1 d . . . . .
H14A H 0.4882 0.5598 0.2059 0.100 Uiso 1 1 calc GR . . . .
H14B H 0.5133 0.6552 0.2619 0.100 Uiso 1 1 calc GR . . . .
H14C H 0.5487 0.6733 0.1821 0.100 Uiso 1 1 calc GR . . . .
C15 C -0.0453(6) 0.2772(6) 0.1546(4) 0.0417(17) Uani 1 1 d . . . . .
C16 C -0.0779(7) 0.4017(6) 0.1514(5) 0.061(2) Uani 1 1 d . . . . .
H16A H -0.1534 0.4130 0.1738 0.091 Uiso 1 1 calc GR . . . .
H16B H -0.0823 0.4253 0.1026 0.091 Uiso 1 1 calc GR . . . .
H16C H -0.0187 0.4454 0.1756 0.091 Uiso 1 1 calc GR . . . .
C17 C -0.1412(6) 0.2106(7) 0.1190(4) 0.059(2) Uani 1 1 d . . . . .
H17A H -0.1270 0.1311 0.1259 0.088 Uiso 1 1 calc GR . . . .
H17B H -0.1416 0.2273 0.0691 0.088 Uiso 1 1 calc GR . . . .
H17C H -0.2164 0.2305 0.1393 0.088 Uiso 1 1 calc GR . . . .
C18 C -0.0331(7) 0.2405(7) 0.2316(4) 0.063(2) Uani 1 1 d . . . . .
H18A H -0.1016 0.2645 0.2579 0.094 Uiso 1 1 calc GR . . . .
H18B H 0.0365 0.2744 0.2518 0.094 Uiso 1 1 calc GR . . . .
H18C H -0.0265 0.1595 0.2339 0.094 Uiso 1 1 calc GR . . . .
C19 C 0.1620(7) 0.1258(6) 0.1131(4) 0.050(2) Uani 1 1 d . . . . .
C20 C 0.2466(8) 0.1183(7) 0.0510(5) 0.070(3) Uani 1 1 d . . . . .
H20A H 0.2979 0.1831 0.0511 0.105 Uiso 1 1 calc GR . . . .
H20B H 0.2024 0.1163 0.0074 0.105 Uiso 1 1 calc GR . . . .
H20C H 0.2932 0.0506 0.0551 0.105 Uiso 1 1 calc GR . . . .
C21 C 0.2290(9) 0.1169(8) 0.1813(5) 0.078(3) Uani 1 1 d . . . . .
H21A H 0.2741 0.0479 0.1816 0.117 Uiso 1 1 calc GR . . . .
H21B H 0.1744 0.1166 0.2204 0.117 Uiso 1 1 calc GR . . . .
H21C H 0.2817 0.1803 0.1857 0.117 Uiso 1 1 calc GR . . . .
C22 C 0.0743(8) 0.0301(6) 0.1073(5) 0.072(3) Uani 1 1 d . . . . .
H22A H 0.0328 0.0354 0.0629 0.107 Uiso 1 1 calc GR . . . .
H22B H 0.0186 0.0347 0.1458 0.107 Uiso 1 1 calc GR . . . .
H22C H 0.1156 -0.0410 0.1097 0.107 Uiso 1 1 calc GR . . . .


_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
Br1 Co 2.4206(10) . ?
Br2 Co 2.4630(11) . ?
Co P 2.5050(17) . ?
Co N1 2.100(5) . ?
Co N4 2.165(5) . ?
P N2 1.693(5) . ?
P C15 1.875(7) . ?
P C19 1.865(7) . ?
N1 C1 1.342(7) . ?
N1 C5 1.349(7) . ?
N2 H2A 0.8800 . ?
N2 C1 1.382(8) . ?
N3 N4 1.373(6) . ?
N3 C5 1.408(7) . ?
N3 C6 1.386(8) . ?
N4 C11 1.332(8) . ?
C1 C2 1.387(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.366(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(8) . ?
C6 C7 1.499(9) . ?
C6 C10 1.354(9) . ?
C7 H7 1.0000 . ?
C7 C8 1.523(10) . ?
C7 C9 1.539(11) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C11 1.391(9) . ?
C11 C12 1.494(9) . ?
C12 H12 1.0000 . ?
C12 C13 1.542(10) . ?
C12 C14 1.522(11) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.547(10) . ?
C15 C17 1.527(10) . ?
C15 C18 1.550(10) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.542(11) . ?
C19 C21 1.525(11) . ?
C19 C22 1.538(10) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
Br1 Co Br2 110.06(4) . . ?
Br1 Co P 94.83(5) . . ?
Br2 Co P 109.60(5) . . ?
N1 Co Br1 152.15(14) . . ?
N1 Co Br2 97.61(14) . . ?
N1 Co P 78.24(13) . . ?
N1 Co N4 75.29(18) . . ?
N4 Co Br1 100.97(13) . . ?
N4 Co Br2 89.93(13) . . ?
N4 Co P 148.92(14) . . ?
N2 P Co 97.16(18) . . ?
N2 P C15 101.6(3) . . ?
N2 P C19 104.7(3) . . ?
C15 P Co 117.3(2) . . ?
C19 P Co 119.4(2) . . ?
C19 P C15 112.5(3) . . ?
C1 N1 Co 124.2(4) . . ?
C1 N1 C5 118.2(5) . . ?
C5 N1 Co 117.5(4) . . ?
P N2 H2A 118.5 . . ?
C1 N2 P 123.0(4) . . ?
C1 N2 H2A 118.5 . . ?
N4 N3 C5 117.5(5) . . ?
N4 N3 C6 111.7(5) . . ?
C6 N3 C5 130.8(5) . . ?
N3 N4 Co 110.4(3) . . ?
C11 N4 Co 135.8(4) . . ?
C11 N4 N3 105.2(5) . . ?
N1 C1 N2 117.1(5) . . ?
N1 C1 C2 122.7(6) . . ?
N2 C1 C2 120.3(5) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.9(6) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(6) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 121.4 . . ?
C5 C4 C3 117.3(6) . . ?
C5 C4 H4 121.4 . . ?
N1 C5 N3 113.5(5) . . ?
N1 C5 C4 122.9(5) . . ?
C4 C5 N3 123.6(5) . . ?
N3 C6 C7 127.1(6) . . ?
C10 C6 N3 104.3(6) . . ?
C10 C6 C7 128.6(6) . . ?
C6 C7 H7 108.5 . . ?
C6 C7 C8 110.1(6) . . ?
C6 C7 C9 110.0(6) . . ?
C8 C7 H7 108.5 . . ?
C8 C7 C9 111.2(7) . . ?
C9 C7 H7 108.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10 125.5 . . ?
C6 C10 C11 109.0(6) . . ?
C11 C10 H10 125.5 . . ?
N4 C11 C10 109.8(6) . . ?
N4 C11 C12 122.4(6) . . ?
C10 C11 C12 127.8(6) . . ?
C11 C12 H12 108.5 . . ?
C11 C12 C13 110.9(6) . . ?
C11 C12 C14 109.7(6) . . ?
C13 C12 H12 108.5 . . ?
C14 C12 H12 108.5 . . ?
C14 C12 C13 110.6(7) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 P 104.6(5) . . ?
C16 C15 C18 109.7(6) . . ?
C17 C15 P 114.7(5) . . ?
C17 C15 C16 108.4(6) . . ?
C17 C15 C18 110.0(6) . . ?
C18 C15 P 109.3(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 P 106.3(5) . . ?
C21 C19 P 106.1(5) . . ?
C21 C19 C20 109.8(7) . . ?
C21 C19 C22 109.9(7) . . ?
C22 C19 P 116.1(6) . . ?
C22 C19 C20 108.4(7) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
Co P N2 C1 -4.8(5) . . . . ?
Co P C15 C16 32.6(6) . . . . ?
Co P C15 C17 151.1(5) . . . . ?
Co P C15 C18 -84.8(5) . . . . ?
Co P C19 C20 -61.4(6) . . . . ?
Co P C19 C21 55.5(7) . . . . ?
Co P C19 C22 178.0(5) . . . . ?
Co N1 C1 N2 4.3(7) . . . . ?
Co N1 C1 C2 -175.3(5) . . . . ?
Co N1 C5 N3 -3.2(6) . . . . ?
Co N1 C5 C4 177.5(5) . . . . ?
Co N4 C11 C10 143.4(5) . . . . ?
Co N4 C11 C12 -36.0(9) . . . . ?
P N2 C1 N1 1.5(8) . . . . ?
P N2 C1 C2 -178.8(5) . . . . ?
N1 C1 C2 C3 -2.6(9) . . . . ?
N2 P C15 C16 -71.8(5) . . . . ?
N2 P C15 C17 46.7(6) . . . . ?
N2 P C15 C18 170.8(5) . . . . ?
N2 P C19 C20 45.8(6) . . . . ?
N2 P C19 C21 162.7(6) . . . . ?
N2 P C19 C22 -74.8(7) . . . . ?
N2 C1 C2 C3 177.8(6) . . . . ?
N3 N4 C11 C10 0.5(7) . . . . ?
N3 N4 C11 C12 -178.8(6) . . . . ?
N3 C6 C7 C8 -148.8(7) . . . . ?
N3 C6 C7 C9 88.3(8) . . . . ?
N3 C6 C10 C11 1.3(8) . . . . ?
N4 N3 C5 N1 -16.2(7) . . . . ?
N4 N3 C5 C4 163.1(5) . . . . ?
N4 N3 C6 C7 179.0(6) . . . . ?
N4 N3 C6 C10 -1.0(7) . . . . ?
N4 C11 C12 C13 -135.3(7) . . . . ?
N4 C11 C12 C14 102.3(7) . . . . ?
C1 N1 C5 N3 178.8(5) . . . . ?
C1 N1 C5 C4 -0.6(8) . . . . ?
C1 C2 C3 C4 0.5(10) . . . . ?
C2 C3 C4 C5 1.3(9) . . . . ?
C3 C4 C5 N1 -1.3(9) . . . . ?
C3 C4 C5 N3 179.4(5) . . . . ?
C5 N1 C1 N2 -177.8(5) . . . . ?
C5 N1 C1 C2 2.6(8) . . . . ?
C5 N3 N4 Co 26.3(6) . . . . ?
C5 N3 N4 C11 179.6(5) . . . . ?
C5 N3 C6 C7 -0.2(11) . . . . ?
C5 N3 C6 C10 179.8(6) . . . . ?
C6 N3 N4 Co -153.0(4) . . . . ?
C6 N3 N4 C11 0.3(7) . . . . ?
C6 N3 C5 N1 163.0(6) . . . . ?
C6 N3 C5 C4 -17.7(9) . . . . ?
C6 C10 C11 N4 -1.2(8) . . . . ?
C6 C10 C11 C12 178.1(7) . . . . ?
C7 C6 C10 C11 -178.7(7) . . . . ?
C10 C6 C7 C8 31.2(11) . . . . ?
C10 C6 C7 C9 -91.8(9) . . . . ?
C10 C11 C12 C13 45.5(10) . . . . ?
C10 C11 C12 C14 -77.0(9) . . . . ?
C15 P N2 C1 115.0(5) . . . . ?
C15 P C19 C20 155.3(5) . . . . ?
C15 P C19 C21 -87.8(6) . . . . ?
C15 P C19 C22 34.7(7) . . . . ?
C19 P N2 C1 -127.8(5) . . . . ?
C19 P C15 C16 176.7(5) . . . . ?
C19 P C15 C17 -64.7(6) . . . . ?
C19 P C15 C18 59.3(6) . . . . ?

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