# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_Compound_2
_database_code_depnum_ccdc_archive 'CCDC 1534239'
_audit_update_record             
;
2017-02-22 deposited with the CCDC.
2017-07-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_formula_moiety         'C68 H68 N8 O4 Zn, 2(B F4), 2(C2 H3 N)'
_chemical_formula_sum            'C72 H74 B2 F8 N10 O4 Zn'
_chemical_formula_weight         1382.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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'

_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                   35.9399(12)
_cell_length_b                   9.2811(3)
_cell_length_c                   21.8244(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.179(3)
_cell_angle_gamma                90
_cell_volume                     6741.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    3043
_cell_measurement_theta_min      4.18
_cell_measurement_theta_max      59.48

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             2880
_exptl_absorpt_coefficient_mu    1.176
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.817
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         micro-source
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            24622
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.174
_diffrn_reflns_theta_max         66.615
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5906
_reflns_number_gt                4037
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0607P)²+3.2110P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5906
_refine_ls_number_parameters     445
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1246
_refine_ls_wR_factor_gt          0.1103
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.639
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.051

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
Zn1 Zn 0.5000 0.59402(6) 0.2500 0.03312(17) Uani 1 2 d S T P . .
F1 F 0.41052(6) 0.0443(2) 0.42476(11) 0.0709(6) Uani 1 1 d . . . . .
F2 F 0.37390(7) 0.2041(3) 0.45724(13) 0.0951(8) Uani 1 1 d . . . . .
F3 F 0.34669(7) 0.0975(2) 0.35847(10) 0.0755(6) Uani 1 1 d . . . . .
F4 F 0.35890(7) -0.0335(3) 0.44934(12) 0.0883(8) Uani 1 1 d . . . . .
O1 O 0.36994(5) 0.4924(2) 0.24851(9) 0.0359(5) Uani 1 1 d . . . . .
O2 O 0.35559(5) 0.6255(2) 0.10750(9) 0.0377(5) Uani 1 1 d . . . . .
N1 N 0.45897(6) 0.7102(2) 0.26978(10) 0.0312(5) Uani 1 1 d . . . . .
N2 N 0.41073(6) 0.7596(2) 0.30699(10) 0.0296(5) Uani 1 1 d . . . . .
N3 N 0.41794(6) 0.4232(3) 0.07893(11) 0.0357(6) Uani 1 1 d . . . . .
N4 N 0.46972(6) 0.4746(3) 0.17134(11) 0.0375(6) Uani 1 1 d . . . . .
N5 N 0.44551(10) 0.4882(4) 0.44131(16) 0.0705(9) Uani 1 1 d . . . . .
B1 B 0.37277(11) 0.0799(4) 0.42321(19) 0.0474(9) Uani 1 1 d . . . . .
C1 C 0.44020(7) 0.8375(3) 0.24014(13) 0.0320(6) Uani 1 1 d . . . . .
C2 C 0.44691(9) 0.9262(3) 0.19410(15) 0.0426(8) Uani 1 1 d . . . . .
H2 H 0.4674 0.9059 0.1778 0.051 Uiso 1 1 calc R U . . .
C3 C 0.42235(10) 1.0453(4) 0.17318(16) 0.0513(9) Uani 1 1 d . . . . .
H3 H 0.4258 1.1072 0.1411 0.062 Uiso 1 1 calc R U . . .
C4 C 0.39265(9) 1.0778(3) 0.19757(16) 0.0468(8) Uani 1 1 d . . . . .
H4 H 0.3767 1.1617 0.1820 0.056 Uiso 1 1 calc R U . . .
C5 C 0.38573(8) 0.9917(3) 0.24362(14) 0.0380(7) Uani 1 1 d . . . . .
H5 H 0.3657 1.0142 0.2607 0.046 Uiso 1 1 calc R U . . .
C6 C 0.40987(8) 0.8698(3) 0.26351(13) 0.0304(6) Uani 1 1 d . . . . .
C7 C 0.43975(7) 0.6682(3) 0.30820(13) 0.0318(6) Uani 1 1 d . . . . .
H7 H 0.4460 0.5823 0.3338 0.038 Uiso 1 1 calc R U . . .
C8 C 0.37883(7) 0.7297(3) 0.33316(13) 0.0320(6) Uani 1 1 d . . . . .
H8A H 0.3756 0.8137 0.3587 0.038 Uiso 1 1 calc R U . . .
H8B H 0.3865 0.6454 0.3631 0.038 Uiso 1 1 calc R U . . .
C9 C 0.33969(7) 0.6996(3) 0.27593(13) 0.0299(6) Uani 1 1 d . . . . .
C10 C 0.30706(8) 0.7910(3) 0.26052(13) 0.0336(7) Uani 1 1 d . . . . .
H10 H 0.3082 0.8683 0.2897 0.040 Uiso 1 1 calc R U . . .
C11 C 0.27252(8) 0.7736(3) 0.20353(14) 0.0362(7) Uani 1 1 d . . . . .
C12 C 0.27157(8) 0.6630(3) 0.15893(13) 0.0373(7) Uani 1 1 d . . . . .
C13 C 0.30437(8) 0.5696(3) 0.17331(13) 0.0347(7) Uani 1 1 d . . . . .
C14 C 0.33754(7) 0.5859(3) 0.23313(13) 0.0309(6) Uani 1 1 d . . . . .
C15 C 0.23742(8) 0.8760(4) 0.18862(15) 0.0464(8) Uani 1 1 d . . . . .
H15A H 0.2439 0.9493 0.2234 0.070 Uiso 1 1 calc R U . . .
H15B H 0.2136 0.8222 0.1869 0.070 Uiso 1 1 calc R U . . .
H15C H 0.2320 0.9229 0.1459 0.070 Uiso 1 1 calc R U . . .
C16 C 0.23612(9) 0.6508(4) 0.09417(15) 0.0553(9) Uani 1 1 d . . . . .
H16A H 0.2415 0.5762 0.0668 0.083 Uiso 1 1 calc R U . . .
H16B H 0.2317 0.7434 0.0709 0.083 Uiso 1 1 calc R U . . .
H16C H 0.2121 0.6249 0.1027 0.083 Uiso 1 1 calc R U . . .
C17 C 0.36585(9) 0.3702(3) 0.28559(16) 0.0459(8) Uani 1 1 d . . . . .
H17A H 0.3619 0.4031 0.3253 0.069 Uiso 1 1 calc R U . . .
H17B H 0.3902 0.3112 0.2985 0.069 Uiso 1 1 calc R U . . .
H17C H 0.3427 0.3126 0.2583 0.069 Uiso 1 1 calc R U . . .
C18 C 0.30841(8) 0.4618(3) 0.12530(13) 0.0344(7) Uani 1 1 d . . . . .
C19 C 0.28963(8) 0.3272(3) 0.11344(13) 0.0382(7) Uani 1 1 d . . . . .
C20 C 0.29871(8) 0.2266(3) 0.07331(13) 0.0370(7) Uani 1 1 d . . . . .
C21 C 0.32681(8) 0.2623(3) 0.04593(13) 0.0372(7) Uani 1 1 d . . . . .
H21 H 0.3335 0.1930 0.0197 0.045 Uiso 1 1 calc R U . . .
C22 C 0.34537(8) 0.3960(3) 0.05583(13) 0.0343(7) Uani 1 1 d . . . . .
C23 C 0.33544(7) 0.4949(3) 0.09468(13) 0.0337(7) Uani 1 1 d . . . . .
C24 C 0.25986(10) 0.2881(4) 0.14456(16) 0.0555(9) Uani 1 1 d . . . . .
H24A H 0.2338 0.2655 0.1097 0.083 Uiso 1 1 calc R U . . .
H24B H 0.2568 0.3696 0.1708 0.083 Uiso 1 1 calc R U . . .
H24C H 0.2697 0.2040 0.1733 0.083 Uiso 1 1 calc R U . . .
C25 C 0.27998(10) 0.0785(3) 0.06215(16) 0.0494(8) Uani 1 1 d . . . . .
H25A H 0.2867 0.0296 0.1048 0.074 Uiso 1 1 calc R U . . .
H25B H 0.2903 0.0224 0.0339 0.074 Uiso 1 1 calc R U . . .
H25C H 0.2507 0.0874 0.0405 0.074 Uiso 1 1 calc R U . . .
C26 C 0.33363(10) 0.7497(4) 0.07604(18) 0.0567(9) Uani 1 1 d . . . . .
H26A H 0.3304 0.7502 0.0294 0.085 Uiso 1 1 calc R U . . .
H26B H 0.3482 0.8363 0.0979 0.085 Uiso 1 1 calc R U . . .
H26C H 0.3071 0.7482 0.0791 0.085 Uiso 1 1 calc R U . . .
C27 C 0.37673(8) 0.4311(4) 0.02745(13) 0.0404(8) Uani 1 1 d . . . . .
H27A H 0.3743 0.3625 -0.0086 0.049 Uiso 1 1 calc R U . . .
H27B H 0.3719 0.5293 0.0083 0.049 Uiso 1 1 calc R U . . .
C28 C 0.44765(8) 0.3221(3) 0.08430(13) 0.0348(7) Uani 1 1 d . . . . .
C29 C 0.44858(10) 0.2052(3) 0.04492(15) 0.0441(8) Uani 1 1 d . . . . .
H29 H 0.4267 0.1827 0.0051 0.053 Uiso 1 1 calc R U . . .
C30 C 0.48302(11) 0.1247(4) 0.06728(17) 0.0539(9) Uani 1 1 d . . . . .
H30 H 0.4849 0.0440 0.0419 0.065 Uiso 1 1 calc R U . . .
C31 C 0.51552(10) 0.1560(4) 0.12580(17) 0.0519(9) Uani 1 1 d . . . . .
H31 H 0.5387 0.0963 0.1391 0.062 Uiso 1 1 calc R U . . .
C32 C 0.51444(9) 0.2711(3) 0.16424(16) 0.0434(8) Uani 1 1 d . . . . .
H32 H 0.5364 0.2927 0.2041 0.052 Uiso 1 1 calc R U . . .
C33 C 0.47987(8) 0.3552(3) 0.14271(14) 0.0329(6) Uani 1 1 d . . . . .
C34 C 0.43273(8) 0.5094(3) 0.13161(14) 0.0414(7) Uani 1 1 d . . . . .
H34 H 0.4182 0.5878 0.1397 0.050 Uiso 1 1 calc R U . . .
C35 C 0.45568(10) 0.3995(4) 0.47952(17) 0.0521(9) Uani 1 1 d . . . . .
C36 C 0.46895(11) 0.2870(4) 0.52832(17) 0.0642(10) Uani 1 1 d . . . . .
H36A H 0.4884 0.2255 0.5191 0.096 Uiso 1 1 calc R U . . .
H36B H 0.4458 0.2290 0.5268 0.096 Uiso 1 1 calc R U . . .
H36C H 0.4817 0.3299 0.5724 0.096 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
Zn1 N4 1.988(2) . ?
Zn1 N4 1.988(2) 2_655 ?
Zn1 N1 2.001(2) 2_655 ?
Zn1 N1 2.001(2) . ?
F1 B1 1.384(4) . ?
F2 B1 1.364(4) . ?
F3 B1 1.379(4) . ?
F4 B1 1.377(4) . ?
O1 C14 1.387(3) . ?
O1 C17 1.433(4) . ?
O2 C23 1.386(3) . ?
O2 C26 1.419(4) . ?
N1 C7 1.330(3) . ?
N1 C1 1.392(3) . ?
N2 C7 1.337(3) . ?
N2 C6 1.388(3) . ?
N2 C8 1.487(3) . ?
N3 C34 1.336(4) . ?
N3 C28 1.393(3) . ?
N3 C27 1.485(3) . ?
N4 C34 1.324(3) . ?
N4 C33 1.387(4) . ?
N5 C35 1.130(4) . ?
C1 C2 1.389(4) . ?
C1 C6 1.399(4) . ?
C2 C3 1.380(4) . ?
C3 C4 1.394(4) . ?
C4 C5 1.378(4) . ?
C5 C6 1.392(4) . ?
C8 C9 1.513(3) . ?
C9 C10 1.382(4) . ?
C9 C14 1.392(4) . ?
C10 C11 1.396(4) . ?
C11 C12 1.406(4) . ?
C11 C15 1.514(4) . ?
C12 C13 1.400(4) . ?
C12 C16 1.508(4) . ?
C13 C14 1.405(4) . ?
C13 C18 1.495(4) . ?
C18 C19 1.397(4) . ?
C18 C23 1.405(4) . ?
C19 C20 1.401(4) . ?
C19 C24 1.512(4) . ?
C20 C21 1.394(4) . ?
C20 C25 1.509(4) . ?
C21 C22 1.386(4) . ?
C22 C23 1.384(4) . ?
C22 C27 1.512(4) . ?
C28 C29 1.392(4) . ?
C28 C33 1.395(4) . ?
C29 C30 1.368(4) . ?
C30 C31 1.398(5) . ?
C31 C32 1.369(4) . ?
C32 C33 1.390(4) . ?
C35 C36 1.438(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Zn1 N4 112.19(14) . 2_655 ?
N4 Zn1 N1 108.79(9) . 2_655 ?
N4 Zn1 N1 106.21(9) 2_655 2_655 ?
N4 Zn1 N1 106.21(9) . . ?
N4 Zn1 N1 108.79(9) 2_655 . ?
N1 Zn1 N1 114.77(13) 2_655 . ?
C14 O1 C17 112.1(2) . . ?
C23 O2 C26 117.4(2) . . ?
C7 N1 C1 105.4(2) . . ?
C7 N1 Zn1 125.31(19) . . ?
C1 N1 Zn1 128.62(17) . . ?
C7 N2 C6 107.3(2) . . ?
C7 N2 C8 125.6(2) . . ?
C6 N2 C8 125.4(2) . . ?
C34 N3 C28 106.7(2) . . ?
C34 N3 C27 125.5(2) . . ?
C28 N3 C27 127.7(2) . . ?
C34 N4 C33 105.7(2) . . ?
C34 N4 Zn1 121.1(2) . . ?
C33 N4 Zn1 133.11(18) . . ?
F2 B1 F4 111.2(3) . . ?
F2 B1 F3 109.0(3) . . ?
F4 B1 F3 107.6(3) . . ?
F2 B1 F1 111.1(3) . . ?
F4 B1 F1 108.2(3) . . ?
F3 B1 F1 109.5(3) . . ?
C2 C1 N1 130.8(2) . . ?
C2 C1 C6 120.6(3) . . ?
N1 C1 C6 108.7(2) . . ?
C3 C2 C1 116.7(3) . . ?
C2 C3 C4 122.2(3) . . ?
C5 C4 C3 121.9(3) . . ?
C4 C5 C6 115.8(3) . . ?
N2 C6 C5 131.5(2) . . ?
N2 C6 C1 105.8(2) . . ?
C5 C6 C1 122.7(3) . . ?
N1 C7 N2 112.8(2) . . ?
N2 C8 C9 109.2(2) . . ?
C10 C9 C14 118.4(2) . . ?
C10 C9 C8 121.8(2) . . ?
C14 C9 C8 119.5(2) . . ?
C9 C10 C11 122.2(3) . . ?
C10 C11 C12 118.8(3) . . ?
C10 C11 C15 120.5(3) . . ?
C12 C11 C15 120.6(3) . . ?
C13 C12 C11 119.9(2) . . ?
C13 C12 C16 120.4(3) . . ?
C11 C12 C16 119.6(3) . . ?
C12 C13 C14 119.3(2) . . ?
C12 C13 C18 123.6(2) . . ?
C14 C13 C18 116.8(2) . . ?
O1 C14 C9 118.9(2) . . ?
O1 C14 C13 119.9(2) . . ?
C9 C14 C13 121.2(2) . . ?
C19 C18 C23 118.7(3) . . ?
C19 C18 C13 124.1(2) . . ?
C23 C18 C13 117.0(3) . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 C24 120.4(3) . . ?
C20 C19 C24 119.5(3) . . ?
C21 C20 C19 119.1(3) . . ?
C21 C20 C25 119.9(3) . . ?
C19 C20 C25 120.9(3) . . ?
C22 C21 C20 122.0(3) . . ?
C23 C22 C21 117.9(2) . . ?
C23 C22 C27 120.8(3) . . ?
C21 C22 C27 121.2(3) . . ?
C22 C23 O2 117.9(2) . . ?
C22 C23 C18 122.1(3) . . ?
O2 C23 C18 119.8(2) . . ?
N3 C27 C22 111.3(2) . . ?
C29 C28 N3 132.0(3) . . ?
C29 C28 C33 122.1(3) . . ?
N3 C28 C33 105.9(2) . . ?
C30 C29 C28 115.8(3) . . ?
C29 C30 C31 123.0(3) . . ?
C32 C31 C30 121.0(3) . . ?
C31 C32 C33 117.4(3) . . ?
N4 C33 C32 130.5(3) . . ?
N4 C33 C28 108.6(2) . . ?
C32 C33 C28 120.8(3) . . ?
N4 C34 N3 113.1(3) . . ?
N5 C35 C36 179.5(4) . . ?

####################################################################### 
# 
# 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_Compound_1
_database_code_depnum_ccdc_archive 'CCDC 1534238'
_audit_update_record             
;
2017-02-22 deposited with the CCDC.
2017-07-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_formula_moiety         'C68 H68 Co N8 O4, 2(B F4), 2(C2 H3 N)'
_chemical_formula_sum            'C72 H74 B2 Co F8 N10 O4'
_chemical_formula_weight         1375.96

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'
F F 0.0171 0.0103 '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'

_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                   35.9304(11)
_cell_length_b                   9.2813(2)
_cell_length_c                   21.8455(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.1730(10)
_cell_angle_gamma                90
_cell_volume                     6746.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(1)
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      29.69

_exptl_crystal_description       prism
_exptl_crystal_colour            violet
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_F_000             2868
_exptl_absorpt_coefficient_mu    0.334
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
; 
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;

_diffrn_ambient_temperature      200(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            59038
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.921
_diffrn_reflns_theta_max         30.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10317
_reflns_number_gt                7515
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0741P)²+7.4120P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         10317
_refine_ls_number_parameters     445
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1479
_refine_ls_wR_factor_gt          0.1306
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.200
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.067

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 0.0000 0.59225(4) 0.2500 0.02356(9) Uani 1 2 d S T P . .
F1 F 0.08949(5) 0.04394(18) 0.07535(9) 0.0620(4) Uani 1 1 d . . . . .
F2 F 0.12641(6) 0.2047(2) 0.04338(11) 0.0874(6) Uani 1 1 d . . . . .
F3 F 0.15352(6) 0.09693(18) 0.14210(8) 0.0660(4) Uani 1 1 d . . . . .
F4 F 0.14125(6) -0.0338(2) 0.05121(10) 0.0794(6) Uani 1 1 d . . . . .
O1 O 0.13003(4) 0.49208(14) 0.25153(6) 0.0271(3) Uani 1 1 d . . . . .
O2 O 0.14432(4) 0.62534(14) 0.39231(7) 0.0292(3) Uani 1 1 d . . . . .
N1 N 0.04103(4) 0.70925(16) 0.23042(7) 0.0242(3) Uani 1 1 d . . . . .
N2 N 0.08934(4) 0.75943(15) 0.19308(7) 0.0212(3) Uani 1 1 d . . . . .
N3 N 0.08210(4) 0.42243(17) 0.42126(8) 0.0277(3) Uani 1 1 d . . . . .
N4 N 0.03009(4) 0.47354(18) 0.32861(8) 0.0293(3) Uani 1 1 d . . . . .
N5 N 0.05463(8) 0.4888(3) 0.05851(12) 0.0615(6) Uani 1 1 d . . . . .
B1 B 0.12761(8) 0.0795(3) 0.07722(14) 0.0416(5) Uani 1 1 d . . . . .
C1 C 0.05988(5) 0.83697(19) 0.26015(9) 0.0238(3) Uani 1 1 d . . . . .
C2 C 0.05300(6) 0.9253(2) 0.30636(11) 0.0348(4) Uani 1 1 d . . . . .
H2 H 0.0325 0.9047 0.3226 0.042 Uiso 1 1 calc R U . . .
C3 C 0.07766(7) 1.0447(2) 0.32730(12) 0.0431(5) Uani 1 1 d . . . . .
H3 H 0.0742 1.1065 0.3595 0.052 Uiso 1 1 calc R U . . .
C4 C 0.10735(7) 1.0776(2) 0.30287(11) 0.0393(5) Uani 1 1 d . . . . .
H4 H 0.1232 1.1617 0.3183 0.047 Uiso 1 1 calc R U . . .
C5 C 0.11433(6) 0.9910(2) 0.25665(10) 0.0298(4) Uani 1 1 d . . . . .
H5 H 0.1344 1.0134 0.2397 0.036 Uiso 1 1 calc R U . . .
C6 C 0.09024(5) 0.86953(18) 0.23667(8) 0.0224(3) Uani 1 1 d . . . . .
C7 C 0.06021(5) 0.66778(19) 0.19184(8) 0.0233(3) Uani 1 1 d . . . . .
H7 H 0.0539 0.5822 0.1661 0.028 Uiso 1 1 calc R U . . .
C8 C 0.12097(5) 0.7296(2) 0.16702(8) 0.0235(3) Uani 1 1 d . . . . .
H8A H 0.1242 0.8136 0.1415 0.028 Uiso 1 1 calc R U . . .
H8B H 0.1133 0.6452 0.1371 0.028 Uiso 1 1 calc R U . . .
C9 C 0.16018(5) 0.69960(19) 0.22417(8) 0.0230(3) Uani 1 1 d . . . . .
C10 C 0.19299(5) 0.7912(2) 0.23942(9) 0.0259(3) Uani 1 1 d . . . . .
H10 H 0.1919 0.8683 0.2102 0.031 Uiso 1 1 calc R U . . .
C11 C 0.22741(5) 0.7733(2) 0.29629(9) 0.0282(4) Uani 1 1 d . . . . .
C12 C 0.22837(5) 0.6631(2) 0.34095(9) 0.0304(4) Uani 1 1 d . . . . .
C13 C 0.19552(5) 0.5692(2) 0.32650(9) 0.0263(4) Uani 1 1 d . . . . .
C14 C 0.16243(5) 0.58594(19) 0.26688(9) 0.0234(3) Uani 1 1 d . . . . .
C15 C 0.26266(6) 0.8754(3) 0.31126(11) 0.0385(5) Uani 1 1 d . . . . .
H15A H 0.2562 0.9487 0.2765 0.058 Uiso 1 1 calc R U . . .
H15B H 0.2864 0.8212 0.3130 0.058 Uiso 1 1 calc R U . . .
H15C H 0.2681 0.9222 0.3540 0.058 Uiso 1 1 calc R U . . .
C16 C 0.26381(6) 0.6508(3) 0.40567(11) 0.0478(6) Uani 1 1 d . . . . .
H16A H 0.2877 0.6223 0.3972 0.072 Uiso 1 1 calc R U . . .
H16B H 0.2581 0.5781 0.4335 0.072 Uiso 1 1 calc R U . . .
H16C H 0.2686 0.7441 0.4284 0.072 Uiso 1 1 calc R U . . .
C17 C 0.13413(6) 0.3701(2) 0.21436(11) 0.0375(4) Uani 1 1 d . . . . .
H17A H 0.1383 0.4033 0.1748 0.056 Uiso 1 1 calc R U . . .
H17B H 0.1097 0.3114 0.2012 0.056 Uiso 1 1 calc R U . . .
H17C H 0.1572 0.3122 0.2417 0.056 Uiso 1 1 calc R U . . .
C18 C 0.19153(5) 0.4612(2) 0.37475(9) 0.0268(4) Uani 1 1 d . . . . .
C19 C 0.21049(5) 0.3271(2) 0.38652(9) 0.0300(4) Uani 1 1 d . . . . .
C20 C 0.20125(6) 0.2261(2) 0.42659(9) 0.0297(4) Uani 1 1 d . . . . .
C21 C 0.17329(5) 0.2612(2) 0.45410(9) 0.0293(4) Uani 1 1 d . . . . .
H21 H 0.1667 0.1916 0.4803 0.035 Uiso 1 1 calc R U . . .
C22 C 0.15466(5) 0.3956(2) 0.44425(8) 0.0265(4) Uani 1 1 d . . . . .
C23 C 0.16457(5) 0.49512(19) 0.40509(9) 0.0251(3) Uani 1 1 d . . . . .
C24 C 0.24035(7) 0.2881(3) 0.35550(12) 0.0471(6) Uani 1 1 d . . . . .
H24A H 0.2442 0.3708 0.3306 0.071 Uiso 1 1 calc R U . . .
H24B H 0.2301 0.2062 0.3255 0.071 Uiso 1 1 calc R U . . .
H24C H 0.2661 0.2621 0.3903 0.071 Uiso 1 1 calc R U . . .
C25 C 0.22028(7) 0.0784(2) 0.43778(12) 0.0407(5) Uani 1 1 d . . . . .
H25A H 0.2097 0.0213 0.4653 0.061 Uiso 1 1 calc R U . . .
H25B H 0.2495 0.0879 0.4602 0.061 Uiso 1 1 calc R U . . .
H25C H 0.2140 0.0302 0.3951 0.061 Uiso 1 1 calc R U . . .
C26 C 0.16640(7) 0.7502(3) 0.42345(13) 0.0478(6) Uani 1 1 d . . . . .
H26A H 0.1733 0.7440 0.4713 0.072 Uiso 1 1 calc R U . . .
H26B H 0.1500 0.8362 0.4061 0.072 Uiso 1 1 calc R U . . .
H26C H 0.1911 0.7562 0.4144 0.072 Uiso 1 1 calc R U . . .
C27 C 0.12325(5) 0.4307(2) 0.47240(9) 0.0317(4) Uani 1 1 d . . . . .
H27A H 0.1257 0.3623 0.5085 0.038 Uiso 1 1 calc R U . . .
H27B H 0.1280 0.5290 0.4914 0.038 Uiso 1 1 calc R U . . .
C28 C 0.05253(5) 0.32098(19) 0.41617(9) 0.0268(4) Uani 1 1 d . . . . .
C29 C 0.05166(7) 0.2049(2) 0.45576(11) 0.0360(4) Uani 1 1 d . . . . .
H29 H 0.0735 0.1832 0.4957 0.043 Uiso 1 1 calc R U . . .
C30 C 0.01695(8) 0.1226(2) 0.43332(13) 0.0453(6) Uani 1 1 d . . . . .
H30 H 0.0151 0.0418 0.4587 0.054 Uiso 1 1 calc R U . . .
C31 C -0.01559(7) 0.1537(2) 0.37474(13) 0.0447(5) Uani 1 1 d . . . . .
H31 H -0.0388 0.0942 0.3615 0.054 Uiso 1 1 calc R U . . .
C32 C -0.01447(6) 0.2695(2) 0.33593(11) 0.0349(4) Uani 1 1 d . . . . .
H32 H -0.0364 0.2909 0.2960 0.042 Uiso 1 1 calc R U . . .
C33 C 0.02012(5) 0.35356(19) 0.35759(9) 0.0262(3) Uani 1 1 d . . . . .
C34 C 0.06713(5) 0.5086(2) 0.36839(10) 0.0325(4) Uani 1 1 d . . . . .
H34 H 0.0816 0.5871 0.3602 0.039 Uiso 1 1 calc R U . . .
C35 C 0.04450(8) 0.4004(3) 0.02075(11) 0.0440(5) Uani 1 1 d . . . . .
C36 C 0.03119(9) 0.2875(3) -0.02872(13) 0.0557(6) Uani 1 1 d . . . . .
H36A H 0.0097 0.3245 -0.0684 0.084 Uiso 1 1 calc R U . . .
H36B H 0.0211 0.2057 -0.0111 0.084 Uiso 1 1 calc R U . . .
H36C H 0.0538 0.2559 -0.0401 0.084 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 N4 1.9825(16) 2 ?
Co1 N4 1.9825(16) . ?
Co1 N1 2.0028(14) . ?
Co1 N1 2.0029(14) 2 ?
F1 B1 1.395(3) . ?
F2 B1 1.369(3) . ?
F3 B1 1.380(3) . ?
F4 B1 1.371(3) . ?
O1 C14 1.390(2) . ?
O1 C17 1.433(2) . ?
O2 C23 1.384(2) . ?
O2 C26 1.424(2) . ?
N1 C7 1.331(2) . ?
N1 C1 1.398(2) . ?
N2 C7 1.341(2) . ?
N2 C6 1.389(2) . ?
N2 C8 1.477(2) . ?
N3 C34 1.340(2) . ?
N3 C28 1.392(2) . ?
N3 C27 1.481(2) . ?
N4 C34 1.326(2) . ?
N4 C33 1.393(2) . ?
N5 C35 1.122(3) . ?
C1 C2 1.393(3) . ?
C1 C6 1.402(2) . ?
C2 C3 1.385(3) . ?
C3 C4 1.395(3) . ?
C4 C5 1.385(3) . ?
C5 C6 1.388(2) . ?
C8 C9 1.514(2) . ?
C9 C10 1.388(2) . ?
C9 C14 1.390(2) . ?
C10 C11 1.393(3) . ?
C11 C12 1.405(3) . ?
C11 C15 1.515(3) . ?
C12 C13 1.404(2) . ?
C12 C16 1.508(3) . ?
C13 C14 1.402(2) . ?
C13 C18 1.500(2) . ?
C18 C19 1.396(3) . ?
C18 C23 1.400(2) . ?
C19 C20 1.405(3) . ?
C19 C24 1.514(3) . ?
C20 C21 1.390(3) . ?
C20 C25 1.510(3) . ?
C21 C22 1.394(3) . ?
C22 C23 1.393(2) . ?
C22 C27 1.511(3) . ?
C28 C29 1.390(3) . ?
C28 C33 1.400(3) . ?
C29 C30 1.384(3) . ?
C30 C31 1.400(4) . ?
C31 C32 1.378(3) . ?
C32 C33 1.391(3) . ?
C35 C36 1.451(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Co1 N4 112.47(10) 2 . ?
N4 Co1 N1 108.73(6) 2 . ?
N4 Co1 N1 106.36(6) . . ?
N4 Co1 N1 106.35(6) 2 2 ?
N4 Co1 N1 108.73(6) . 2 ?
N1 Co1 N1 114.33(9) . 2 ?
C14 O1 C17 112.10(14) . . ?
C23 O2 C26 117.31(15) . . ?
C7 N1 C1 105.27(14) . . ?
C7 N1 Co1 125.25(12) . . ?
C1 N1 Co1 128.86(12) . . ?
C7 N2 C6 107.26(14) . . ?
C7 N2 C8 125.56(15) . . ?
C6 N2 C8 125.45(14) . . ?
C34 N3 C28 106.80(15) . . ?
C34 N3 C27 125.53(15) . . ?
C28 N3 C27 127.58(15) . . ?
C34 N4 C33 105.37(15) . . ?
C34 N4 Co1 121.02(13) . . ?
C33 N4 Co1 133.49(12) . . ?
F2 B1 F4 111.8(2) . . ?
F2 B1 F3 109.1(2) . . ?
F4 B1 F3 107.9(2) . . ?
F2 B1 F1 110.8(2) . . ?
F4 B1 F1 107.9(2) . . ?
F3 B1 F1 109.4(2) . . ?
C2 C1 N1 130.40(16) . . ?
C2 C1 C6 120.91(17) . . ?
N1 C1 C6 108.69(15) . . ?
C3 C2 C1 116.35(18) . . ?
C2 C3 C4 122.38(19) . . ?
C5 C4 C3 121.77(19) . . ?
C4 C5 C6 115.96(18) . . ?
C5 C6 N2 131.60(16) . . ?
C5 C6 C1 122.61(16) . . ?
N2 C6 C1 105.79(14) . . ?
N1 C7 N2 112.98(15) . . ?
N2 C8 C9 109.18(13) . . ?
C10 C9 C14 118.32(15) . . ?
C10 C9 C8 121.80(15) . . ?
C14 C9 C8 119.55(15) . . ?
C9 C10 C11 121.92(16) . . ?
C10 C11 C12 119.14(16) . . ?
C10 C11 C15 120.42(17) . . ?
C12 C11 C15 120.38(17) . . ?
C13 C12 C11 119.84(16) . . ?
C13 C12 C16 120.31(17) . . ?
C11 C12 C16 119.79(17) . . ?
C14 C13 C12 119.10(16) . . ?
C14 C13 C18 117.03(15) . . ?
C12 C13 C18 123.50(16) . . ?
O1 C14 C9 118.83(15) . . ?
O1 C14 C13 119.61(15) . . ?
C9 C14 C13 121.45(16) . . ?
C19 C18 C23 119.33(16) . . ?
C19 C18 C13 123.77(16) . . ?
C23 C18 C13 116.70(16) . . ?
C18 C19 C20 119.75(17) . . ?
C18 C19 C24 120.66(17) . . ?
C20 C19 C24 119.58(18) . . ?
C21 C20 C19 119.50(17) . . ?
C21 C20 C25 119.98(18) . . ?
C19 C20 C25 120.49(18) . . ?
C20 C21 C22 121.74(17) . . ?
C23 C22 C21 117.98(17) . . ?
C23 C22 C27 120.69(17) . . ?
C21 C22 C27 121.27(16) . . ?
O2 C23 C22 117.78(16) . . ?
O2 C23 C18 120.37(15) . . ?
C22 C23 C18 121.64(17) . . ?
N3 C27 C22 111.61(15) . . ?
C29 C28 N3 132.11(18) . . ?
C29 C28 C33 122.01(18) . . ?
N3 C28 C33 105.86(15) . . ?
C30 C29 C28 115.9(2) . . ?
C29 C30 C31 122.7(2) . . ?
C32 C31 C30 121.0(2) . . ?
C31 C32 C33 117.3(2) . . ?
C32 C33 N4 130.11(18) . . ?
C32 C33 C28 121.20(18) . . ?
N4 C33 C28 108.67(15) . . ?
N4 C34 N3 113.29(17) . . ?
N5 C35 C36 179.3(3) . . ?

