# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1574383'
_audit_update_record             
;
2018-02-19 deposited with the CCDC.
2018-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H26 Co N2 O2 P2, Br,H2 O'
_chemical_formula_sum            'C16 H28 Br Co N2 O3 P2'
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         497.18

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'
O O 0.0106 0.0060 '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'
Co Co 0.3494 0.9721 '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'

_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'
_chemical_absolute_configuration ?

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

_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.
;

_cell_length_a                   12.521(3)
_cell_length_b                   9.249(2)
_cell_length_c                   18.569(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2150.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2969
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      25.31
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    2.821
_shelx_estimated_absorpt_T_min   0.728
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12648
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.460
_diffrn_reflns_theta_max         25.686
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4018
_reflns_number_gt                3124
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.996

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SIR2004
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  enCIFer
_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)+(0.0200P)²] 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   0.366(14)
_refine_ls_number_reflns         4018
_refine_ls_number_parameters     241
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.0625
_refine_ls_wR_factor_gt          0.0584
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.003
_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 0.18280(4) -0.00457(9) 0.01428(3) 0.02899(17) Uani 1 1 d . . . . .
Br1 Br 0.34031(5) 0.47791(7) 0.25128(4) 0.0591(2) Uani 1 1 d . . . . .
P1 P 0.24802(12) -0.17052(18) 0.09394(8) 0.0363(4) Uani 1 1 d . . . . .
P2 P 0.11780(12) 0.16114(17) -0.06552(9) 0.0352(4) Uani 1 1 d . . . . .
O1 O 0.2598(3) 0.1421(4) 0.0660(2) 0.0399(10) Uani 1 1 d . . . . .
O2 O 0.1056(3) -0.1522(4) -0.0373(2) 0.0386(10) Uani 1 1 d . . . . .
O3 O 0.0869(5) -0.1286(7) -0.2699(5) 0.102(2) Uani 1 1 d D . . . .
N1 N 0.0706(3) 0.0441(5) 0.0787(2) 0.0342(11) Uani 1 1 d . . . . .
N2 N 0.2946(3) -0.0515(5) -0.0509(2) 0.0380(12) Uani 1 1 d . . . . .
C2 C 0.0994(4) 0.1563(7) 0.1245(3) 0.0406(14) Uani 1 1 d . . . . .
C3 C 0.0133(5) 0.1848(8) 0.1709(3) 0.0548(18) Uani 1 1 d . . . . .
H3 H 0.011032 0.255788 0.207795 0.066 Uiso 1 1 calc R U . . .
C4 C -0.0659(5) 0.0914(8) 0.1529(4) 0.058(2) Uani 1 1 d . . . . .
H4 H -0.134292 0.085480 0.174788 0.069 Uiso 1 1 calc R U . . .
C5 C -0.0286(4) 0.0054(8) 0.0962(3) 0.0451(14) Uani 1 1 d . . . . .
H5 H -0.068148 -0.069527 0.073544 0.054 Uiso 1 1 calc R U . . .
C6 C 0.2038(4) 0.2011(6) 0.1149(3) 0.0409(15) Uani 1 1 d . . . . .
H6 H 0.233201 0.274928 0.144419 0.049 Uiso 1 1 calc R U . . .
C7 C 0.2641(4) -0.1576(6) -0.0987(3) 0.0338(13) Uani 1 1 d . . . . .
C8 C 0.3441(5) -0.1782(7) -0.1507(3) 0.0520(17) Uani 1 1 d . . . . .
H8 H 0.343573 -0.244783 -0.189626 0.062 Uiso 1 1 calc R U . . .
C9 C 0.4226(5) -0.0827(8) -0.1334(4) 0.0565(19) Uani 1 1 d . . . . .
H9 H 0.488126 -0.069975 -0.158378 0.068 Uiso 1 1 calc R U . . .
C10 C 0.3900(4) -0.0068(8) -0.0725(3) 0.0485(15) Uani 1 1 d . . . . .
H10 H 0.430416 0.066910 -0.049605 0.058 Uiso 1 1 calc R U . . .
C11 C 0.1603(5) -0.2072(6) -0.0874(3) 0.0384(14) Uani 1 1 d . . . . .
H11 H 0.131174 -0.281271 -0.116977 0.046 Uiso 1 1 calc R U . . .
C12 C 0.2273(5) -0.3556(7) 0.0665(4) 0.0646(19) Uani 1 1 d . . . . .
H12A H 0.256349 -0.420731 0.103301 0.097 Uiso 1 1 calc R U . . .
H12B H 0.263738 -0.372931 0.020622 0.097 Uiso 1 1 calc R U . . .
H12C H 0.150690 -0.373766 0.060827 0.097 Uiso 1 1 calc R U . . .
C13 C 0.1902(5) -0.1617(8) 0.1831(3) 0.0641(19) Uani 1 1 d . . . . .
H13A H 0.210348 -0.070247 0.206001 0.096 Uiso 1 1 calc R U . . .
H13B H 0.216734 -0.242614 0.212104 0.096 Uiso 1 1 calc R U . . .
H13C H 0.112254 -0.167529 0.179466 0.096 Uiso 1 1 calc R U . . .
C14 C 0.3898(4) -0.1553(8) 0.1088(4) 0.068(2) Uani 1 1 d . . . . .
H14A H 0.413410 -0.232553 0.141174 0.102 Uiso 1 1 calc R U . . .
H14B H 0.405796 -0.061171 0.130521 0.102 Uiso 1 1 calc R U . . .
H14C H 0.427422 -0.163744 0.062666 0.102 Uiso 1 1 calc R U . . .
C15 C -0.0255(4) 0.1597(8) -0.0722(4) 0.064(2) Uani 1 1 d . . . . .
H15A H -0.049005 0.239981 -0.102783 0.097 Uiso 1 1 calc R U . . .
H15B H -0.056683 0.170295 -0.024070 0.097 Uiso 1 1 calc R U . . .
H15C H -0.049020 0.067995 -0.093382 0.097 Uiso 1 1 calc R U . . .
C16 C 0.1612(5) 0.1415(7) -0.1567(3) 0.0574(18) Uani 1 1 d . . . . .
H16A H 0.239409 0.143920 -0.158493 0.086 Uiso 1 1 calc R U . . .
H16B H 0.132284 0.220745 -0.185790 0.086 Uiso 1 1 calc R U . . .
H16C H 0.135725 0.048944 -0.175850 0.086 Uiso 1 1 calc R U . . .
C17 C 0.1518(6) 0.3446(7) -0.0445(3) 0.0638(19) Uani 1 1 d . . . . .
H17A H 0.121754 0.409029 -0.081230 0.096 Uiso 1 1 calc R U . . .
H17B H 0.229632 0.355101 -0.043622 0.096 Uiso 1 1 calc R U . . .
H17C H 0.122460 0.370070 0.002739 0.096 Uiso 1 1 calc R U . . .
H03A H 0.096(7) -0.221(3) -0.271(5) 0.13(4) Uiso 1 1 d D . . . .
H03B H 0.037(6) -0.114(9) -0.239(4) 0.15(5) 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 N1 1.899(4) . ?
Co1 N2 1.901(4) . ?
Co1 O1 1.921(4) . ?
Co1 O2 1.928(4) . ?
Co1 P2 2.2820(18) . ?
Co1 P1 2.2827(18) . ?
P1 C12 1.805(7) . ?
P1 C14 1.803(6) . ?
P1 C13 1.809(6) . ?
P2 C16 1.788(6) . ?
P2 C17 1.793(6) . ?
P2 C15 1.799(6) . ?
O1 C6 1.271(6) . ?
O2 C11 1.262(6) . ?
O3 H03A 0.86(3) . ?
O3 H03B 0.86(3) . ?
N1 C5 1.332(6) . ?
N1 C2 1.390(7) . ?
N2 C10 1.326(6) . ?
N2 C7 1.377(6) . ?
C2 C6 1.383(7) . ?
C2 C3 1.405(7) . ?
C3 C4 1.357(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.399(8) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C11 1.395(7) . ?
C7 C8 1.404(7) . ?
C8 C9 1.360(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(8) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
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 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 . ?
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
N1 Co1 N2 179.4(2) . . ?
N1 Co1 O1 83.65(17) . . ?
N2 Co1 O1 96.30(17) . . ?
N1 Co1 O2 96.31(17) . . ?
N2 Co1 O2 83.74(18) . . ?
O1 Co1 O2 179.83(19) . . ?
N1 Co1 P2 89.20(14) . . ?
N2 Co1 P2 90.17(14) . . ?
O1 Co1 P2 91.66(14) . . ?
O2 Co1 P2 88.51(12) . . ?
N1 Co1 P1 90.91(14) . . ?
N2 Co1 P1 89.72(14) . . ?
O1 Co1 P1 88.38(12) . . ?
O2 Co1 P1 91.45(13) . . ?
P2 Co1 P1 179.89(7) . . ?
C12 P1 C14 105.0(3) . . ?
C12 P1 C13 104.1(3) . . ?
C14 P1 C13 104.5(3) . . ?
C12 P1 Co1 113.8(2) . . ?
C14 P1 Co1 113.5(2) . . ?
C13 P1 Co1 114.8(2) . . ?
C16 P2 C17 103.3(3) . . ?
C16 P2 C15 103.7(3) . . ?
C17 P2 C15 105.0(4) . . ?
C16 P2 Co1 116.0(2) . . ?
C17 P2 Co1 114.2(2) . . ?
C15 P2 Co1 113.3(2) . . ?
C6 O1 Co1 112.6(3) . . ?
C11 O2 Co1 112.3(3) . . ?
H03A O3 H03B 105(6) . . ?
C5 N1 C2 107.1(5) . . ?
C5 N1 Co1 141.2(4) . . ?
C2 N1 Co1 111.7(3) . . ?
C10 N2 C7 106.0(5) . . ?
C10 N2 Co1 141.7(5) . . ?
C7 N2 Co1 111.6(3) . . ?
C6 C2 N1 113.0(5) . . ?
C6 C2 C3 138.4(6) . . ?
N1 C2 C3 108.4(5) . . ?
C4 C3 C2 106.9(6) . . ?
C4 C3 H3 126.6 . . ?
C2 C3 H3 126.6 . . ?
C3 C4 C5 107.6(6) . . ?
C3 C4 H4 126.2 . . ?
C5 C4 H4 126.2 . . ?
N1 C5 C4 110.0(6) . . ?
N1 C5 H5 125.0 . . ?
C4 C5 H5 125.0 . . ?
O1 C6 C2 119.0(5) . . ?
O1 C6 H6 120.5 . . ?
C2 C6 H6 120.5 . . ?
N2 C7 C11 113.4(5) . . ?
N2 C7 C8 110.0(5) . . ?
C11 C7 C8 136.4(6) . . ?
C9 C8 C7 105.4(6) . . ?
C9 C8 H8 127.3 . . ?
C7 C8 H8 127.3 . . ?
C8 C9 C10 107.9(6) . . ?
C8 C9 H9 126.1 . . ?
C10 C9 H9 126.1 . . ?
N2 C10 C9 110.7(6) . . ?
N2 C10 H10 124.6 . . ?
C9 C10 H10 124.6 . . ?
O2 C11 C7 118.9(5) . . ?
O2 C11 H11 120.6 . . ?
C7 C11 H11 120.6 . . ?
P1 C12 H12A 109.5 . . ?
P1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
P1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
P1 C13 H13A 109.5 . . ?
P1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
P1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
P1 C14 H14A 109.5 . . ?
P1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
P1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
P2 C15 H15A 109.5 . . ?
P2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
P2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
P2 C16 H16A 109.5 . . ?
P2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
P2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
P2 C17 H17A 109.5 . . ?
P2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
P2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
O1 Co1 N1 C5 -176.7(6) . . . . ?
O2 Co1 N1 C5 3.2(6) . . . . ?
P2 Co1 N1 C5 91.6(6) . . . . ?
P1 Co1 N1 C5 -88.4(6) . . . . ?
O1 Co1 N1 C2 2.2(4) . . . . ?
O2 Co1 N1 C2 -178.0(4) . . . . ?
P2 Co1 N1 C2 -89.6(4) . . . . ?
P1 Co1 N1 C2 90.5(4) . . . . ?
C5 N1 C2 C6 176.3(5) . . . . ?
Co1 N1 C2 C6 -3.0(6) . . . . ?
C5 N1 C2 C3 0.0(6) . . . . ?
Co1 N1 C2 C3 -179.2(4) . . . . ?
C6 C2 C3 C4 -175.1(7) . . . . ?
N1 C2 C3 C4 -0.3(7) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C2 N1 C5 C4 0.3(6) . . . . ?
Co1 N1 C5 C4 179.2(5) . . . . ?
C3 C4 C5 N1 -0.5(7) . . . . ?
Co1 O1 C6 C2 -0.5(7) . . . . ?
N1 C2 C6 O1 2.3(8) . . . . ?
C3 C2 C6 O1 177.0(7) . . . . ?
C10 N2 C7 C11 -174.4(5) . . . . ?
Co1 N2 C7 C11 -1.2(6) . . . . ?
C10 N2 C7 C8 0.5(6) . . . . ?
Co1 N2 C7 C8 173.6(4) . . . . ?
N2 C7 C8 C9 -0.3(7) . . . . ?
C11 C7 C8 C9 172.9(6) . . . . ?
C7 C8 C9 C10 0.0(7) . . . . ?
C7 N2 C10 C9 -0.5(7) . . . . ?
Co1 N2 C10 C9 -170.2(5) . . . . ?
C8 C9 C10 N2 0.3(8) . . . . ?
Co1 O2 C11 C7 0.1(6) . . . . ?
N2 C7 C11 O2 0.8(7) . . . . ?
C8 C7 C11 O2 -172.2(6) . . . . ?

_refine_diff_density_max         0.447
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.064

####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 1574385'
_audit_update_record             
;
2018-02-19 deposited with the CCDC.
2018-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H20 B, C16 H26 Co N2 O2 P2, C H2 Cl2'
_chemical_formula_sum            'C41 H48 B Cl2 Co N2 O2 P2'
_chemical_melting_point          ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ref-orange
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         803.39

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_chemical_absolute_configuration ?

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

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

_cell_length_a                   11.2435(5)
_cell_length_b                   11.6245(5)
_cell_length_c                   16.9612(8)
_cell_angle_alpha                92.816(2)
_cell_angle_beta                 90.8950(10)
_cell_angle_gamma                112.274(2)
_cell_volume                     2047.53(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2809
_cell_measurement_theta_min      3.16
_cell_measurement_theta_max      28.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.664
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16646
_diffrn_reflns_av_unetI/netI     0.1216
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.481
_diffrn_reflns_theta_max         28.885
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             10663
_reflns_number_gt                6908
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SIR2004
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP and Mercury'
_computing_publication_material  enCIFer
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0544P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10663
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1572
_refine_ls_wR_factor_gt          0.1403
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_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
Co2 Co 0.500000 0.500000 0.000000 0.01711(13) Uani 1 2 d S . P . .
Co1 Co 1.000000 0.000000 0.500000 0.01875(14) Uani 1 2 d S . P . .
P1 P 0.50063(7) 0.35267(7) -0.09284(4) 0.02063(17) Uani 1 1 d . . . . .
P2 P 1.15811(8) -0.00506(7) 0.41937(5) 0.02263(18) Uani 1 1 d . . . . .
Cl2 Cl 0.59328(11) -0.02015(10) -0.17958(6) 0.0542(3) Uani 1 1 d . . . . .
Cl1 Cl 0.46955(11) 0.06187(10) -0.30410(6) 0.0545(3) Uani 1 1 d . . . . .
O2 O 0.64483(19) 0.48173(17) 0.05143(11) 0.0201(4) Uani 1 1 d . . . . .
O1 O 0.9771(2) 0.13050(18) 0.44440(11) 0.0229(4) Uani 1 1 d . . . . .
C36 C 0.9494(3) 0.5179(3) 0.19261(16) 0.0186(6) Uani 1 1 d . . . . .
N2 N 0.3726(2) 0.3713(2) 0.05161(14) 0.0206(5) Uani 1 1 d . . . . .
C213 C 1.0248(3) 0.5272(3) 0.12655(17) 0.0212(6) Uani 1 1 d . . . . .
H3 H 1.040658 0.456088 0.108040 0.025 Uiso 1 1 calc R U . . .
N1 N 1.1239(2) 0.1322(2) 0.56266(14) 0.0207(5) Uani 1 1 d . . . . .
C11 C 0.7519(3) 0.5593(3) 0.02814(17) 0.0220(6) Uani 1 1 d . . . . .
H5 H 0.831093 0.559303 0.048463 0.026 Uiso 1 1 calc R U . . .
C30 C 1.1393(3) 0.4072(3) 0.29201(17) 0.0230(6) Uani 1 1 d . . . . .
H6 H 1.138505 0.357604 0.245642 0.028 Uiso 1 1 calc R U . . .
C35 C 0.8107(3) 0.2436(3) 0.11841(17) 0.0223(6) Uani 1 1 d . . . . .
H7 H 0.787201 0.307477 0.098788 0.027 Uiso 1 1 calc R U . . .
C26 C 1.0385(3) 0.5062(3) 0.37809(17) 0.0212(6) Uani 1 1 d . . . . .
H8 H 0.966562 0.525680 0.392205 0.025 Uiso 1 1 calc R U . . .
C29 C 1.2490(3) 0.4524(3) 0.34026(18) 0.0265(7) Uani 1 1 d . . . . .
H9 H 1.321272 0.433220 0.326492 0.032 Uiso 1 1 calc R U . . .
C2 C 1.1425(3) 0.2475(3) 0.53237(18) 0.0238(6) Uani 1 1 d . . . . .
C34 C 0.7797(3) 0.1339(3) 0.07269(18) 0.0280(7) Uani 1 1 d . . . . .
H11 H 0.736058 0.123626 0.022845 0.034 Uiso 1 1 calc R U . . .
C7 C 0.2492(3) 0.3574(3) 0.02669(17) 0.0215(6) Uani 1 1 d . . . . .
C200 C 0.8753(3) 0.2653(3) 0.19264(16) 0.0205(6) Uani 1 1 d . . . . .
C31 C 0.9019(3) 0.1647(3) 0.21915(18) 0.0239(6) Uani 1 1 d . . . . .
H14 H 0.942621 0.172919 0.269783 0.029 Uiso 1 1 calc R U . . .
C19 C 0.7713(3) 0.3729(3) 0.29122(16) 0.0195(6) Uani 1 1 d . . . . .
C18 C 0.4505(4) -0.0533(3) -0.2362(2) 0.0382(8) Uani 1 1 d . . . . .
H16A H 0.380015 -0.057630 -0.200765 0.046 Uiso 1 1 calc R U . . .
H16B H 0.426660 -0.135443 -0.265181 0.046 Uiso 1 1 calc R U . . .
C37 C 0.9277(3) 0.6255(3) 0.21602(17) 0.0244(6) Uani 1 1 d . . . . .
H17 H 0.875554 0.623579 0.259838 0.029 Uiso 1 1 calc R U . . .
C4 C 1.2826(3) 0.2830(3) 0.63297(18) 0.0312(7) Uani 1 1 d . . . . .
H18 H 1.349395 0.321610 0.671975 0.037 Uiso 1 1 calc R U . . .
C27 C 1.1482(3) 0.5527(3) 0.42704(18) 0.0263(7) Uani 1 1 d . . . . .
H19 H 1.150149 0.603177 0.473186 0.032 Uiso 1 1 calc R U . . .
C20 C 0.7446(3) 0.3137(3) 0.36283(17) 0.0215(6) Uani 1 1 d . . . . .
H20 H 0.808285 0.290189 0.386683 0.026 Uiso 1 1 calc R U . . .
C214 C 1.0775(3) 0.6359(3) 0.08683(17) 0.0251(7) Uani 1 1 d . . . . .
H21 H 1.128362 0.637729 0.042348 0.030 Uiso 1 1 calc R U . . .
C10 C 0.3609(3) 0.2871(3) 0.10485(18) 0.0256(7) Uani 1 1 d . . . . .
H22 H 0.430377 0.275958 0.131523 0.031 Uiso 1 1 calc R U . . .
C25 C 1.0284(3) 0.4314(2) 0.30855(16) 0.0186(6) Uani 1 1 d . . . . .
C17 C 0.5240(4) 0.2234(3) -0.04969(19) 0.0333(8) Uani 1 1 d . . . . .
H24A H 0.450005 0.179008 -0.018136 0.050 Uiso 1 1 calc R U . . .
H24B H 0.602355 0.254567 -0.015738 0.050 Uiso 1 1 calc R U . . .
H24C H 0.532369 0.166367 -0.091790 0.050 Uiso 1 1 calc R U . . .
C28 C 1.2554(3) 0.5259(3) 0.40898(18) 0.0261(7) Uani 1 1 d . . . . .
H25 H 1.330762 0.556617 0.442403 0.031 Uiso 1 1 calc R U . . .
C6 C 1.0576(3) 0.2385(3) 0.46931(18) 0.0256(7) Uani 1 1 d . . . . .
H26 H 1.059415 0.311202 0.445193 0.031 Uiso 1 1 calc R U . . .
C24 C 0.6700(3) 0.3989(3) 0.25806(17) 0.0239(6) Uani 1 1 d . . . . .
H27 H 0.681278 0.435230 0.208386 0.029 Uiso 1 1 calc R U . . .
C8 C 0.1585(3) 0.2608(3) 0.06664(18) 0.0279(7) Uani 1 1 d . . . . .
H28 H 0.067493 0.231722 0.061107 0.033 Uiso 1 1 calc R U . . .
C38 C 0.9807(3) 0.7353(3) 0.17669(18) 0.0274(7) Uani 1 1 d . . . . .
H29 H 0.964968 0.806763 0.194600 0.033 Uiso 1 1 calc R U . . .
C3 C 1.2419(3) 0.3429(3) 0.57652(18) 0.0276(7) Uani 1 1 d . . . . .
H30 H 1.273958 0.429654 0.568991 0.033 Uiso 1 1 calc R U . . .
C22 C 0.5331(3) 0.3192(3) 0.36740(19) 0.0309(7) Uani 1 1 d . . . . .
H31 H 0.454906 0.303893 0.393567 0.037 Uiso 1 1 calc R U . . .
C16 C 0.3532(3) 0.2842(3) -0.15188(18) 0.0280(7) Uani 1 1 d . . . . .
H32A H 0.358523 0.218410 -0.188351 0.042 Uiso 1 1 calc R U . . .
H32B H 0.340049 0.348413 -0.182092 0.042 Uiso 1 1 calc R U . . .
H32C H 0.280872 0.248553 -0.117288 0.042 Uiso 1 1 calc R U . . .
C32 C 0.8709(3) 0.0534(3) 0.1739(2) 0.0305(7) Uani 1 1 d . . . . .
H33 H 0.889777 -0.012830 0.194130 0.037 Uiso 1 1 calc R U . . .
C5 C 1.2071(3) 0.1532(3) 0.62252(17) 0.0263(7) Uani 1 1 d . . . . .
H34 H 1.215453 0.091117 0.653979 0.032 Uiso 1 1 calc R U . . .
C9 C 0.2291(3) 0.2172(3) 0.11529(19) 0.0293(7) Uani 1 1 d . . . . .
H35 H 0.195183 0.151595 0.149895 0.035 Uiso 1 1 calc R U . . .
B1 B 0.9047(3) 0.3948(3) 0.24604(18) 0.0176(6) Uani 1 1 d . . . . .
C14 C 1.3151(3) 0.0446(3) 0.4679(2) 0.0358(8) Uani 1 1 d . . . . .
H37A H 1.377942 0.040708 0.429535 0.054 Uiso 1 1 calc R U . . .
H37B H 1.312313 -0.010226 0.510496 0.054 Uiso 1 1 calc R U . . .
H37C H 1.340282 0.130387 0.490003 0.054 Uiso 1 1 calc R U . . .
C12 C 1.1361(3) -0.1565(3) 0.3753(2) 0.0399(9) Uani 1 1 d . . . . .
H38A H 1.056231 -0.188942 0.342730 0.060 Uiso 1 1 calc R U . . .
H38B H 1.131208 -0.213440 0.416962 0.060 Uiso 1 1 calc R U . . .
H38C H 1.208897 -0.149500 0.342141 0.060 Uiso 1 1 calc R U . . .
C215 C 1.0562(3) 0.7415(3) 0.11174(18) 0.0284(7) Uani 1 1 d . . . . .
H39 H 1.092325 0.816317 0.085082 0.034 Uiso 1 1 calc R U . . .
C21 C 0.6293(3) 0.2883(3) 0.40022(18) 0.0281(7) Uani 1 1 d . . . . .
H40 H 0.616378 0.249060 0.448955 0.034 Uiso 1 1 calc R U . . .
C23 C 0.5538(3) 0.3738(3) 0.29455(19) 0.0284(7) Uani 1 1 d . . . . .
H103 H 0.488215 0.393879 0.269963 0.034 Uiso 1 1 calc R U . . .
C33 C 0.8126(3) 0.0388(3) 0.09985(19) 0.0307(7) Uani 1 1 d . . . . .
H102 H 0.795240 -0.035517 0.067812 0.037 Uiso 1 1 calc R U . . .
C13 C 1.1785(4) 0.0908(4) 0.3360(2) 0.0394(9) Uani 1 1 d . . . . .
H10A H 1.246471 0.083166 0.303251 0.059 Uiso 1 1 calc R U . . .
H10B H 1.202313 0.177860 0.354982 0.059 Uiso 1 1 calc R U . . .
H10C H 1.097658 0.063197 0.304527 0.059 Uiso 1 1 calc R U . . .
C15 C 0.6232(3) 0.4049(3) -0.1658(2) 0.0370(8) Uani 1 1 d . . . . .
H10D H 0.616240 0.334683 -0.202528 0.056 Uiso 1 1 calc R U . . .
H10E H 0.708445 0.437753 -0.139202 0.056 Uiso 1 1 calc R U . . .
H10F H 0.611079 0.470475 -0.195112 0.056 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co2 N2 1.898(2) 2_665 ?
Co2 N2 1.898(2) . ?
Co2 O2 1.9218(19) 2_665 ?
Co2 O2 1.9219(19) . ?
Co2 P1 2.2709(7) . ?
Co2 P1 2.2709(7) 2_665 ?
Co1 N1 1.898(2) . ?
Co1 N1 1.898(2) 2_756 ?
Co1 O1 1.9199(19) . ?
Co1 O1 1.9199(19) 2_756 ?
Co1 P2 2.2762(7) . ?
Co1 P2 2.2762(7) 2_756 ?
P1 C16 1.804(3) . ?
P1 C17 1.807(3) . ?
P1 C15 1.814(3) . ?
P2 C12 1.804(3) . ?
P2 C14 1.806(3) . ?
P2 C13 1.807(3) . ?
Cl2 C18 1.759(4) . ?
Cl1 C18 1.763(4) . ?
O2 C11 1.282(3) . ?
O1 C6 1.285(4) . ?
C36 C213 1.399(4) . ?
C36 C37 1.403(4) . ?
C36 B1 1.648(4) . ?
N2 C10 1.335(4) . ?
N2 C7 1.391(4) . ?
C213 C214 1.389(4) . ?
C213 H3 0.9500 . ?
N1 C5 1.318(4) . ?
N1 C2 1.401(4) . ?
C11 C7 1.378(4) 2_665 ?
C11 H5 0.9500 . ?
C30 C29 1.379(4) . ?
C30 C25 1.407(4) . ?
C30 H6 0.9500 . ?
C35 C34 1.380(4) . ?
C35 C200 1.406(4) . ?
C35 H7 0.9500 . ?
C26 C27 1.386(4) . ?
C26 C25 1.407(4) . ?
C26 H8 0.9500 . ?
C29 C28 1.395(4) . ?
C29 H9 0.9500 . ?
C2 C6 1.395(4) . ?
C2 C3 1.412(4) . ?
C34 C33 1.388(4) . ?
C34 H11 0.9500 . ?
C7 C8 1.410(4) . ?
C200 C31 1.405(4) . ?
C200 B1 1.636(4) . ?
C31 C32 1.391(4) . ?
C31 H14 0.9500 . ?
C19 C24 1.401(4) . ?
C19 C20 1.405(4) . ?
C19 B1 1.634(4) . ?
C18 H16A 0.9900 . ?
C18 H16B 0.9900 . ?
C37 C38 1.396(4) . ?
C37 H17 0.9500 . ?
C4 C3 1.380(4) . ?
C4 C5 1.423(4) . ?
C4 H18 0.9500 . ?
C27 C28 1.389(4) . ?
C27 H19 0.9500 . ?
C20 C21 1.387(4) . ?
C20 H20 0.9500 . ?
C214 C215 1.385(4) . ?
C214 H21 0.9500 . ?
C10 C9 1.413(4) . ?
C10 H22 0.9500 . ?
C25 B1 1.643(4) . ?
C17 H24A 0.9800 . ?
C17 H24B 0.9800 . ?
C17 H24C 0.9800 . ?
C28 H25 0.9500 . ?
C6 H26 0.9500 . ?
C24 C23 1.389(4) . ?
C24 H27 0.9500 . ?
C8 C9 1.376(4) . ?
C8 H28 0.9500 . ?
C38 C215 1.389(4) . ?
C38 H29 0.9500 . ?
C3 H30 0.9500 . ?
C22 C21 1.380(4) . ?
C22 C23 1.399(5) . ?
C22 H31 0.9500 . ?
C16 H32A 0.9800 . ?
C16 H32B 0.9800 . ?
C16 H32C 0.9800 . ?
C32 C33 1.381(5) . ?
C32 H33 0.9500 . ?
C5 H34 0.9500 . ?
C9 H35 0.9500 . ?
C14 H37A 0.9800 . ?
C14 H37B 0.9800 . ?
C14 H37C 0.9800 . ?
C12 H38A 0.9800 . ?
C12 H38B 0.9800 . ?
C12 H38C 0.9800 . ?
C215 H39 0.9500 . ?
C21 H40 0.9500 . ?
C23 H103 0.9500 . ?
C33 H102 0.9500 . ?
C13 H10A 0.9800 . ?
C13 H10B 0.9800 . ?
C13 H10C 0.9800 . ?
C15 H10D 0.9800 . ?
C15 H10E 0.9800 . ?
C15 H10F 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
N2 Co2 N2 180.0 2_665 . ?
N2 Co2 O2 95.87(9) 2_665 2_665 ?
N2 Co2 O2 84.13(9) . 2_665 ?
N2 Co2 O2 84.13(9) 2_665 . ?
N2 Co2 O2 95.87(9) . . ?
O2 Co2 O2 180.0 2_665 . ?
N2 Co2 P1 92.27(7) 2_665 . ?
N2 Co2 P1 87.73(7) . . ?
O2 Co2 P1 92.05(6) 2_665 . ?
O2 Co2 P1 87.95(6) . . ?
N2 Co2 P1 87.73(7) 2_665 2_665 ?
N2 Co2 P1 92.27(7) . 2_665 ?
O2 Co2 P1 87.95(6) 2_665 2_665 ?
O2 Co2 P1 92.05(6) . 2_665 ?
P1 Co2 P1 180.0 . 2_665 ?
N1 Co1 N1 180.0 . 2_756 ?
N1 Co1 O1 84.73(9) . . ?
N1 Co1 O1 95.27(9) 2_756 . ?
N1 Co1 O1 95.28(9) . 2_756 ?
N1 Co1 O1 84.73(9) 2_756 2_756 ?
O1 Co1 O1 180.00(12) . 2_756 ?
N1 Co1 P2 89.53(7) . . ?
N1 Co1 P2 90.47(7) 2_756 . ?
O1 Co1 P2 92.17(6) . . ?
O1 Co1 P2 87.83(6) 2_756 . ?
N1 Co1 P2 90.47(7) . 2_756 ?
N1 Co1 P2 89.53(7) 2_756 2_756 ?
O1 Co1 P2 87.83(6) . 2_756 ?
O1 Co1 P2 92.17(6) 2_756 2_756 ?
P2 Co1 P2 180.0 . 2_756 ?
C16 P1 C17 105.29(16) . . ?
C16 P1 C15 103.42(16) . . ?
C17 P1 C15 105.12(16) . . ?
C16 P1 Co2 114.03(10) . . ?
C17 P1 Co2 112.19(10) . . ?
C15 P1 Co2 115.73(11) . . ?
C12 P2 C14 102.78(16) . . ?
C12 P2 C13 103.97(17) . . ?
C14 P2 C13 105.66(18) . . ?
C12 P2 Co1 115.42(12) . . ?
C14 P2 Co1 114.19(11) . . ?
C13 P2 Co1 113.58(11) . . ?
C11 O2 Co2 111.79(18) . . ?
C6 O1 Co1 111.83(19) . . ?
C213 C36 C37 115.7(3) . . ?
C213 C36 B1 122.0(2) . . ?
C37 C36 B1 121.9(2) . . ?
C10 N2 C7 107.5(3) . . ?
C10 N2 Co2 140.9(2) . . ?
C7 N2 Co2 111.56(19) . . ?
C214 C213 C36 123.0(3) . . ?
C214 C213 H3 118.5 . . ?
C36 C213 H3 118.5 . . ?
C5 N1 C2 107.3(3) . . ?
C5 N1 Co1 141.5(2) . . ?
C2 N1 Co1 110.96(19) . . ?
O2 C11 C7 119.3(3) . 2_665 ?
O2 C11 H5 120.3 . . ?
C7 C11 H5 120.3 2_665 . ?
C29 C30 C25 122.8(3) . . ?
C29 C30 H6 118.6 . . ?
C25 C30 H6 118.6 . . ?
C34 C35 C200 123.2(3) . . ?
C34 C35 H7 118.4 . . ?
C200 C35 H7 118.4 . . ?
C27 C26 C25 123.2(3) . . ?
C27 C26 H8 118.4 . . ?
C25 C26 H8 118.4 . . ?
C30 C29 C28 121.0(3) . . ?
C30 C29 H9 119.5 . . ?
C28 C29 H9 119.5 . . ?
C6 C2 N1 113.1(3) . . ?
C6 C2 C3 137.2(3) . . ?
N1 C2 C3 109.6(3) . . ?
C35 C34 C33 119.7(3) . . ?
C35 C34 H11 120.1 . . ?
C33 C34 H11 120.1 . . ?
C11 C7 N2 113.2(3) 2_665 . ?
C11 C7 C8 137.6(3) 2_665 . ?
N2 C7 C8 109.2(3) . . ?
C31 C200 C35 115.1(3) . . ?
C31 C200 B1 123.5(3) . . ?
C35 C200 B1 121.2(2) . . ?
C32 C31 C200 122.4(3) . . ?
C32 C31 H14 118.8 . . ?
C200 C31 H14 118.8 . . ?
C24 C19 C20 114.9(3) . . ?
C24 C19 B1 122.9(3) . . ?
C20 C19 B1 121.8(2) . . ?
Cl2 C18 Cl1 110.9(2) . . ?
Cl2 C18 H16A 109.5 . . ?
Cl1 C18 H16A 109.5 . . ?
Cl2 C18 H16B 109.5 . . ?
Cl1 C18 H16B 109.5 . . ?
H16A C18 H16B 108.0 . . ?
C38 C37 C36 121.8(3) . . ?
C38 C37 H17 119.1 . . ?
C36 C37 H17 119.1 . . ?
C3 C4 C5 108.0(3) . . ?
C3 C4 H18 126.0 . . ?
C5 C4 H18 126.0 . . ?
C26 C27 C28 120.4(3) . . ?
C26 C27 H19 119.8 . . ?
C28 C27 H19 119.8 . . ?
C21 C20 C19 122.9(3) . . ?
C21 C20 H20 118.5 . . ?
C19 C20 H20 118.5 . . ?
C215 C214 C213 120.3(3) . . ?
C215 C214 H21 119.8 . . ?
C213 C214 H21 119.8 . . ?
N2 C10 C9 109.3(3) . . ?
N2 C10 H22 125.3 . . ?
C9 C10 H22 125.3 . . ?
C26 C25 C30 114.7(3) . . ?
C26 C25 B1 121.4(2) . . ?
C30 C25 B1 123.3(2) . . ?
P1 C17 H24A 109.5 . . ?
P1 C17 H24B 109.5 . . ?
H24A C17 H24B 109.5 . . ?
P1 C17 H24C 109.5 . . ?
H24A C17 H24C 109.5 . . ?
H24B C17 H24C 109.5 . . ?
C27 C28 C29 118.0(3) . . ?
C27 C28 H25 121.0 . . ?
C29 C28 H25 121.0 . . ?
O1 C6 C2 118.9(3) . . ?
O1 C6 H26 120.5 . . ?
C2 C6 H26 120.5 . . ?
C23 C24 C19 122.9(3) . . ?
C23 C24 H27 118.5 . . ?
C19 C24 H27 118.5 . . ?
C9 C8 C7 105.8(3) . . ?
C9 C8 H28 127.1 . . ?
C7 C8 H28 127.1 . . ?
C215 C38 C37 120.9(3) . . ?
C215 C38 H29 119.5 . . ?
C37 C38 H29 119.5 . . ?
C4 C3 C2 105.2(3) . . ?
C4 C3 H30 127.4 . . ?
C2 C3 H30 127.4 . . ?
C21 C22 C23 118.2(3) . . ?
C21 C22 H31 120.9 . . ?
C23 C22 H31 120.9 . . ?
P1 C16 H32A 109.5 . . ?
P1 C16 H32B 109.5 . . ?
H32A C16 H32B 109.5 . . ?
P1 C16 H32C 109.5 . . ?
H32A C16 H32C 109.5 . . ?
H32B C16 H32C 109.5 . . ?
C33 C32 C31 120.2(3) . . ?
C33 C32 H33 119.9 . . ?
C31 C32 H33 119.9 . . ?
N1 C5 C4 109.8(3) . . ?
N1 C5 H34 125.1 . . ?
C4 C5 H34 125.1 . . ?
C8 C9 C10 108.1(3) . . ?
C8 C9 H35 125.9 . . ?
C10 C9 H35 125.9 . . ?
C19 B1 C200 104.6(2) . . ?
C19 B1 C25 111.9(2) . . ?
C200 B1 C25 114.0(2) . . ?
C19 B1 C36 112.8(2) . . ?
C200 B1 C36 112.6(2) . . ?
C25 B1 C36 101.4(2) . . ?
P2 C14 H37A 109.5 . . ?
P2 C14 H37B 109.5 . . ?
H37A C14 H37B 109.5 . . ?
P2 C14 H37C 109.5 . . ?
H37A C14 H37C 109.5 . . ?
H37B C14 H37C 109.5 . . ?
P2 C12 H38A 109.5 . . ?
P2 C12 H38B 109.5 . . ?
H38A C12 H38B 109.5 . . ?
P2 C12 H38C 109.5 . . ?
H38A C12 H38C 109.5 . . ?
H38B C12 H38C 109.5 . . ?
C214 C215 C38 118.3(3) . . ?
C214 C215 H39 120.8 . . ?
C38 C215 H39 120.8 . . ?
C22 C21 C20 120.7(3) . . ?
C22 C21 H40 119.6 . . ?
C20 C21 H40 119.6 . . ?
C24 C23 C22 120.2(3) . . ?
C24 C23 H103 119.9 . . ?
C22 C23 H103 119.9 . . ?
C32 C33 C34 119.3(3) . . ?
C32 C33 H102 120.4 . . ?
C34 C33 H102 120.4 . . ?
P2 C13 H10A 109.5 . . ?
P2 C13 H10B 109.5 . . ?
H10A C13 H10B 109.5 . . ?
P2 C13 H10C 109.5 . . ?
H10A C13 H10C 109.5 . . ?
H10B C13 H10C 109.5 . . ?
P1 C15 H10D 109.5 . . ?
P1 C15 H10E 109.5 . . ?
H10D C15 H10E 109.5 . . ?
P1 C15 H10F 109.5 . . ?
H10D C15 H10F 109.5 . . ?
H10E C15 H10F 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
O2 Co2 N2 C10 -179.9(3) 2_665 . . . ?
O2 Co2 N2 C10 0.1(3) . . . . ?
P1 Co2 N2 C10 87.8(3) . . . . ?
P1 Co2 N2 C10 -92.2(3) 2_665 . . . ?
O2 Co2 N2 C7 0.42(18) 2_665 . . . ?
O2 Co2 N2 C7 -179.58(18) . . . . ?
P1 Co2 N2 C7 -91.87(18) . . . . ?
P1 Co2 N2 C7 88.13(18) 2_665 . . . ?
C37 C36 C213 C214 1.1(4) . . . . ?
B1 C36 C213 C214 -171.4(3) . . . . ?
O1 Co1 N1 C5 -178.9(3) . . . . ?
O1 Co1 N1 C5 1.1(3) 2_756 . . . ?
P2 Co1 N1 C5 -86.7(3) . . . . ?
P2 Co1 N1 C5 93.3(3) 2_756 . . . ?
O1 Co1 N1 C2 -5.96(19) . . . . ?
O1 Co1 N1 C2 174.04(19) 2_756 . . . ?
P2 Co1 N1 C2 86.27(18) . . . . ?
P2 Co1 N1 C2 -93.74(18) 2_756 . . . ?
Co2 O2 C11 C7 0.9(3) . . . 2_665 ?
C25 C30 C29 C28 -0.1(5) . . . . ?
C5 N1 C2 C6 -178.6(2) . . . . ?
Co1 N1 C2 C6 6.0(3) . . . . ?
C5 N1 C2 C3 -0.1(3) . . . . ?
Co1 N1 C2 C3 -175.55(19) . . . . ?
C200 C35 C34 C33 0.1(5) . . . . ?
C10 N2 C7 C11 179.3(2) . . . 2_665 ?
Co2 N2 C7 C11 -1.0(3) . . . 2_665 ?
C10 N2 C7 C8 0.1(3) . . . . ?
Co2 N2 C7 C8 179.91(18) . . . . ?
C34 C35 C200 C31 -2.6(4) . . . . ?
C34 C35 C200 B1 -177.6(3) . . . . ?
C35 C200 C31 C32 2.3(4) . . . . ?
B1 C200 C31 C32 177.1(3) . . . . ?
C213 C36 C37 C38 -1.4(4) . . . . ?
B1 C36 C37 C38 171.1(3) . . . . ?
C25 C26 C27 C28 -0.4(5) . . . . ?
C24 C19 C20 C21 -3.0(4) . . . . ?
B1 C19 C20 C21 -176.6(3) . . . . ?
C36 C213 C214 C215 -0.3(5) . . . . ?
C7 N2 C10 C9 -0.1(3) . . . . ?
Co2 N2 C10 C9 -179.7(2) . . . . ?
C27 C26 C25 C30 -0.1(4) . . . . ?
C27 C26 C25 B1 -171.3(3) . . . . ?
C29 C30 C25 C26 0.3(4) . . . . ?
C29 C30 C25 B1 171.3(3) . . . . ?
C26 C27 C28 C29 0.6(4) . . . . ?
C30 C29 C28 C27 -0.4(4) . . . . ?
Co1 O1 C6 C2 -2.9(3) . . . . ?
N1 C2 C6 O1 -2.1(4) . . . . ?
C3 C2 C6 O1 -180.0(3) . . . . ?
C20 C19 C24 C23 2.9(4) . . . . ?
B1 C19 C24 C23 176.4(3) . . . . ?
C11 C7 C8 C9 -179.0(3) 2_665 . . . ?
N2 C7 C8 C9 -0.2(3) . . . . ?
C36 C37 C38 C215 0.8(5) . . . . ?
C5 C4 C3 C2 -0.4(3) . . . . ?
C6 C2 C3 C4 178.2(3) . . . . ?
N1 C2 C3 C4 0.3(3) . . . . ?
C200 C31 C32 C33 0.5(5) . . . . ?
C2 N1 C5 C4 -0.1(3) . . . . ?
Co1 N1 C5 C4 173.0(2) . . . . ?
C3 C4 C5 N1 0.3(4) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
N2 C10 C9 C8 0.0(3) . . . . ?
C24 C19 B1 C200 -87.4(3) . . . . ?
C20 C19 B1 C200 85.7(3) . . . . ?
C24 C19 B1 C25 148.8(3) . . . . ?
C20 C19 B1 C25 -38.2(4) . . . . ?
C24 C19 B1 C36 35.3(4) . . . . ?
C20 C19 B1 C36 -151.7(3) . . . . ?
C31 C200 B1 C19 -92.1(3) . . . . ?
C35 C200 B1 C19 82.5(3) . . . . ?
C31 C200 B1 C25 30.4(4) . . . . ?
C35 C200 B1 C25 -155.0(3) . . . . ?
C31 C200 B1 C36 145.1(3) . . . . ?
C35 C200 B1 C36 -40.4(4) . . . . ?
C26 C25 B1 C19 -36.1(4) . . . . ?
C30 C25 B1 C19 153.6(3) . . . . ?
C26 C25 B1 C200 -154.5(3) . . . . ?
C30 C25 B1 C200 35.2(4) . . . . ?
C26 C25 B1 C36 84.4(3) . . . . ?
C30 C25 B1 C36 -86.0(3) . . . . ?
C213 C36 B1 C19 -153.5(3) . . . . ?
C37 C36 B1 C19 34.5(4) . . . . ?
C213 C36 B1 C200 -35.4(4) . . . . ?
C37 C36 B1 C200 152.5(3) . . . . ?
C213 C36 B1 C25 86.7(3) . . . . ?
C37 C36 B1 C25 -85.3(3) . . . . ?
C213 C214 C215 C38 -0.4(5) . . . . ?
C37 C38 C215 C214 0.1(5) . . . . ?
C23 C22 C21 C20 1.7(5) . . . . ?
C19 C20 C21 C22 0.8(5) . . . . ?
C19 C24 C23 C22 -0.6(5) . . . . ?
C21 C22 C23 C24 -1.8(5) . . . . ?
C31 C32 C33 C34 -3.2(5) . . . . ?
C35 C34 C33 C32 2.9(5) . . . . ?

_refine_diff_density_max         0.828
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.099

####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 1574384'
_audit_update_record             
;
2018-02-19 deposited with the CCDC.
2018-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H26 Co N2 O2 P2, B F4'
_chemical_formula_sum            'C16 H26 B Co F4 N2 O2 P2'
_chemical_melting_point          ?

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         486.07

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.0060 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_chemical_absolute_configuration ?


_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+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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'

_cell_length_a                   20.429(8)
_cell_length_b                   12.230(5)
_cell_length_c                   10.184(4)
_cell_angle_alpha                90
_cell_angle_beta                 117.496(12)
_cell_angle_gamma                90
_cell_volume                     2257.1(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9364
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      26.92
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.948
_shelx_estimated_absorpt_T_min   0.681
_shelx_estimated_absorpt_T_max   0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22833
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.604
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_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 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2070
_reflns_number_gt                1822
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SIR97
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  enCIFer
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1092P)²+1.9427P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2070
_refine_ls_number_parameters     130
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1617
_refine_ls_wR_factor_gt          0.1537
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_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 0.750000 0.750000 0.000000 0.0400(3) Uani 1 2 d S . P . .
P1 P 0.67362(5) 0.81605(8) -0.22987(10) 0.0624(3) Uani 1 1 d . . . . .
O1 O 0.69470(13) 0.82996(19) 0.0766(3) 0.0627(6) Uani 1 1 d . . . . .
N1 N 0.68156(13) 0.6365(2) -0.0270(3) 0.0505(6) Uani 1 1 d . . . . .
C2 C 0.63294(18) 0.6670(3) 0.0270(4) 0.0595(8) Uani 1 1 d . . . . .
C3 C 0.5827(2) 0.5808(4) 0.0020(6) 0.0812(12) Uani 1 1 d . . . . .
H3 H 0.543808 0.579197 0.028532 0.097 Uiso 1 1 calc R U . . .
C4 C 0.6007(2) 0.5012(3) -0.0668(6) 0.0857(13) Uani 1 1 d . . . . .
H4 H 0.576358 0.432856 -0.098524 0.103 Uiso 1 1 calc R U . . .
C5 C 0.6619(2) 0.5369(3) -0.0834(5) 0.0705(10) Uani 1 1 d . . . . .
H5 H 0.685646 0.495792 -0.128389 0.085 Uiso 1 1 calc R U . . .
C6 C 0.6427(2) 0.7720(4) 0.0787(5) 0.0700(10) Uani 1 1 d . . . . .
H6 H 0.611452 0.801697 0.115582 0.084 Uiso 1 1 calc R U . . .
C7 C 0.7003(5) 0.7732(7) -0.3701(6) 0.134(3) Uani 1 1 d . . . . .
H7A H 0.752213 0.791506 -0.337135 0.200 Uiso 1 1 calc R U . . .
H7B H 0.693426 0.694008 -0.385093 0.200 Uiso 1 1 calc R U . . .
H7C H 0.669459 0.810962 -0.463403 0.200 Uiso 1 1 calc R U . . .
C8 C 0.6733(4) 0.9616(5) -0.2446(8) 0.137(3) Uani 1 1 d . . . . .
H8A H 0.724071 0.988009 -0.206977 0.205 Uiso 1 1 calc R U . . .
H8B H 0.644528 0.982929 -0.348627 0.205 Uiso 1 1 calc R U . . .
H8C H 0.651080 0.993715 -0.186392 0.205 Uiso 1 1 calc R U . . .
B1 B 0.500000 0.8406(9) -0.750000 0.094(3) Uani 1 2 d S T P . .
F1 F 0.5194(4) 0.9016(5) -0.6320(5) 0.236(3) Uani 1 1 d . . . . .
F2 F 0.5493(6) 0.7843(10) -0.7468(12) 0.340(6) Uani 1 1 d . . . . .
C9 C 0.5797(3) 0.7792(9) -0.3007(9) 0.183(5) Uani 1 1 d . . . . .
H9A H 0.575662 0.699565 -0.295977 0.274 Uiso 1 1 calc R U . . .
H9B H 0.558964 0.814134 -0.241579 0.274 Uiso 1 1 calc R U . . .
H9C H 0.552411 0.803347 -0.403814 0.274 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.898(2) 7_665 ?
Co1 N1 1.898(2) . ?
Co1 O1 1.912(2) . ?
Co1 O1 1.912(2) 7_665 ?
Co1 P1 2.2792(11) 7_665 ?
Co1 P1 2.2793(11) . ?
P1 C9 1.769(5) . ?
P1 C8 1.786(6) . ?
P1 C7 1.824(7) . ?
O1 C6 1.285(5) . ?
N1 C5 1.327(4) . ?
N1 C2 1.390(4) . ?
C2 C6 1.366(5) . ?
C2 C3 1.410(5) . ?
C3 C4 1.346(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.406(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
B1 F2 1.208(9) 2_653 ?
B1 F2 1.208(9) . ?
B1 F1 1.310(8) 2_653 ?
B1 F1 1.310(8) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 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
N1 Co1 N1 180.0 7_665 . ?
N1 Co1 O1 95.82(10) 7_665 . ?
N1 Co1 O1 84.18(10) . . ?
N1 Co1 O1 84.18(10) 7_665 7_665 ?
N1 Co1 O1 95.82(11) . 7_665 ?
O1 Co1 O1 180.0 . 7_665 ?
N1 Co1 P1 90.08(9) 7_665 7_665 ?
N1 Co1 P1 89.92(9) . 7_665 ?
O1 Co1 P1 90.88(9) . 7_665 ?
O1 Co1 P1 89.12(9) 7_665 7_665 ?
N1 Co1 P1 89.92(9) 7_665 . ?
N1 Co1 P1 90.08(9) . . ?
O1 Co1 P1 89.12(9) . . ?
O1 Co1 P1 90.88(9) 7_665 . ?
P1 Co1 P1 180.0 7_665 . ?
C9 P1 C8 105.0(4) . . ?
C9 P1 C7 105.5(4) . . ?
C8 P1 C7 102.2(4) . . ?
C9 P1 Co1 115.3(2) . . ?
C8 P1 Co1 114.4(2) . . ?
C7 P1 Co1 113.1(3) . . ?
C6 O1 Co1 111.9(2) . . ?
C5 N1 C2 106.8(3) . . ?
C5 N1 Co1 142.1(3) . . ?
C2 N1 Co1 111.0(2) . . ?
C6 C2 N1 113.6(3) . . ?
C6 C2 C3 137.4(4) . . ?
N1 C2 C3 108.7(4) . . ?
C4 C3 C2 106.5(4) . . ?
C4 C3 H3 126.8 . . ?
C2 C3 H3 126.8 . . ?
C3 C4 C5 108.1(3) . . ?
C3 C4 H4 126.0 . . ?
C5 C4 H4 126.0 . . ?
N1 C5 C4 109.9(4) . . ?
N1 C5 H5 125.0 . . ?
C4 C5 H5 125.0 . . ?
O1 C6 C2 119.1(3) . . ?
O1 C6 H6 120.4 . . ?
C2 C6 H6 120.4 . . ?
P1 C7 H7A 109.5 . . ?
P1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
P1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
P1 C8 H8A 109.5 . . ?
P1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
P1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
F2 B1 F2 110.5(15) 2_653 . ?
F2 B1 F1 113.8(7) 2_653 2_653 ?
F2 B1 F1 104.2(5) . 2_653 ?
F2 B1 F1 104.2(5) 2_653 . ?
F2 B1 F1 113.8(7) . . ?
F1 B1 F1 110.6(10) 2_653 . ?
P1 C9 H9A 109.5 . . ?
P1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
P1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
O1 Co1 N1 C5 174.7(4) . . . . ?
O1 Co1 N1 C5 -5.3(4) 7_665 . . . ?
P1 Co1 N1 C5 -94.4(4) 7_665 . . . ?
P1 Co1 N1 C5 85.6(4) . . . . ?
O1 Co1 N1 C2 -3.0(2) . . . . ?
O1 Co1 N1 C2 177.0(2) 7_665 . . . ?
P1 Co1 N1 C2 87.9(2) 7_665 . . . ?
P1 Co1 N1 C2 -92.1(2) . . . . ?
C5 N1 C2 C6 -175.2(4) . . . . ?
Co1 N1 C2 C6 3.4(4) . . . . ?
C5 N1 C2 C3 0.5(4) . . . . ?
Co1 N1 C2 C3 179.0(3) . . . . ?
C6 C2 C3 C4 173.5(5) . . . . ?
N1 C2 C3 C4 -0.6(5) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C2 N1 C5 C4 -0.2(4) . . . . ?
Co1 N1 C5 C4 -177.9(3) . . . . ?
C3 C4 C5 N1 -0.2(5) . . . . ?
Co1 O1 C6 C2 -0.9(5) . . . . ?
N1 C2 C6 O1 -1.7(6) . . . . ?
C3 C2 C6 O1 -175.6(4) . . . . ?

_refine_diff_density_max         0.882
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.101

