# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_msnq18at
_audit_block_doi                 10.5517/ccdc.csd.cc255fph
_database_code_depnum_ccdc_archive 'CCDC 2001226'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D0CC03238G 2020
loop_
_audit_author_name
_audit_author_address
'Mohamed R Saber'
;Texas AM University
United States of America
;
_audit_update_record             
;
2020-05-05 deposited with the CCDC.	2020-06-26 downloaded from the CCDC.
;
_audit_creation_date             2020-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H18 Co N6, 2(B F4)'
_chemical_formula_sum            'C12 H18 B2 Co F8 N6'
_chemical_formula_weight         478.87
_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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'

_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                   5.8051(4)
_cell_length_b                   17.7416(11)
_cell_length_c                   22.0260(14)
_cell_angle_alpha                90
_cell_angle_beta                 90.256(2)
_cell_angle_gamma                90
_cell_volume                     2268.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8279
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.20
_cell_measurement_theta_min      2.18
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    0.829
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0730 before and 0.0502 after correction. The Ratio of minimum to maximum transmission is 0.8460. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            30008
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_min         2.177
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker Photon II detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Quest'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3800
_reflns_number_total             4992
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.250
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4992
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0834
_refine_ls_restrained_S_all      1.250
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0247P)²+6.4373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1646
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C00L(H00A,H00B,H00C), C00N(H00D,H00E,H00F), C00O(H00G,H00H,H00I), C00P(H00J,
 H00K,H00L), C00Q(H00M,H00N,H00O), C00S(H00P,H00Q,H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.63234(10) 0.24898(4) 0.37973(3) 0.03179(18) Uani 1 1 d . . . . .
F6 F 0.7713(5) 0.12821(17) 0.64954(15) 0.0554(8) Uani 1 1 d . . . . .
F4 F -0.4531(6) 0.61001(17) 0.40309(15) 0.0575(8) Uani 1 1 d . . . . .
F5 F 0.5352(6) 0.0319(2) 0.62219(16) 0.0717(11) Uani 1 1 d . . . . .
F3 F -0.1990(6) 0.6035(2) 0.32520(19) 0.0771(11) Uani 1 1 d . . . . .
F2 F -0.4978(7) 0.5259(2) 0.32854(17) 0.0836(13) Uani 1 1 d . . . . .
F8 F 0.6882(7) 0.1042(2) 0.55098(16) 0.0778(11) Uani 1 1 d . . . . .
N1 N 0.8395(6) 0.2591(2) 0.45915(18) 0.0346(9) Uani 1 1 d . . . . .
N2 N 0.8191(6) 0.1531(2) 0.34988(18) 0.0351(9) Uani 1 1 d . . . . .
N5 N 0.4389(6) 0.3411(2) 0.41158(18) 0.0353(9) Uani 1 1 d . . . . .
N6 N 0.4207(7) 0.2367(2) 0.30174(18) 0.0349(9) Uani 1 1 d . . . . .
N3 N 0.8459(7) 0.3248(2) 0.33274(18) 0.0355(9) Uani 1 1 d . . . . .
N4 N 0.4164(7) 0.1743(2) 0.42692(18) 0.0364(9) Uani 1 1 d . . . . .
F1 F -0.2181(8) 0.5103(3) 0.39583(17) 0.0965(15) Uani 1 1 d . . . . .
F7 F 0.4183(7) 0.1508(3) 0.6126(2) 0.1148(19) Uani 1 1 d . . . . .
C00G C 0.9436(8) 0.3720(3) 0.3105(2) 0.0334(10) Uani 1 1 d . . . . .
C00H C 0.8830(8) 0.0952(3) 0.3363(2) 0.0351(10) Uani 1 1 d . . . . .
C00I C 0.3142(8) 0.1314(3) 0.4533(2) 0.0348(10) Uani 1 1 d . . . . .
C00J C 0.3508(8) 0.3915(3) 0.4318(2) 0.0327(10) Uani 1 1 d . . . . .
C00K C 0.9252(8) 0.2634(2) 0.5049(2) 0.0344(10) Uani 1 1 d . . . . .
C00L C 0.1800(9) 0.0759(3) 0.4869(2) 0.0466(13) Uani 1 1 d . . . . .
H00A H 0.2193 0.0252 0.4728 0.070 Uiso 1 1 calc GR . . . .
H00B H 0.0154 0.0851 0.4802 0.070 Uiso 1 1 calc GR . . . .
H00C H 0.2151 0.0802 0.5303 0.070 Uiso 1 1 calc GR . . . .
C00M C 0.3088(9) 0.2245(3) 0.2609(2) 0.0377(11) Uani 1 1 d . . . . .
C00N C 1.0752(9) 0.4324(3) 0.2814(2) 0.0465(13) Uani 1 1 d . . . . .
H00D H 1.0629 0.4275 0.2372 0.070 Uiso 1 1 calc GR . . . .
H00E H 1.2374 0.4287 0.2936 0.070 Uiso 1 1 calc GR . . . .
H00F H 1.0135 0.4814 0.2939 0.070 Uiso 1 1 calc GR . . . .
C00O C 0.2321(9) 0.4565(3) 0.4578(2) 0.0478(13) Uani 1 1 d . . . . .
H00G H 0.2988 0.5030 0.4416 0.072 Uiso 1 1 calc GR . . . .
H00H H 0.2498 0.4559 0.5021 0.072 Uiso 1 1 calc GR . . . .
H00I H 0.0681 0.4543 0.4473 0.072 Uiso 1 1 calc GR . . . .
C00P C 1.0374(10) 0.2689(3) 0.5641(3) 0.0554(15) Uani 1 1 d . . . . .
H00J H 1.2049 0.2696 0.5588 0.083 Uiso 1 1 calc GR . . . .
H00K H 0.9943 0.2253 0.5890 0.083 Uiso 1 1 calc GR . . . .
H00L H 0.9884 0.3153 0.5843 0.083 Uiso 1 1 calc GR . . . .
C00Q C 0.9678(10) 0.0218(3) 0.3184(3) 0.0507(14) Uani 1 1 d . . . . .
H00M H 0.9614 0.0173 0.2741 0.076 Uiso 1 1 calc GR . . . .
H00N H 0.8721 -0.0174 0.3368 0.076 Uiso 1 1 calc GR . . . .
H00O H 1.1275 0.0160 0.3323 0.076 Uiso 1 1 calc GR . . . .
B1 B -0.3386(11) 0.5636(4) 0.3631(3) 0.0445(14) Uani 1 1 d . . . . .
C00S C 0.1644(10) 0.2060(3) 0.2091(2) 0.0553(15) Uani 1 1 d . . . . .
H00P H 0.1591 0.2491 0.1812 0.083 Uiso 1 1 calc GR . . . .
H00Q H 0.0082 0.1944 0.2230 0.083 Uiso 1 1 calc GR . . . .
H00R H 0.2282 0.1622 0.1880 0.083 Uiso 1 1 calc GR . . . .
B2 B 0.6015(10) 0.1045(4) 0.6087(3) 0.0434(14) 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 N1 2.126(4) . ?
Co1 N2 2.123(4) . ?
Co1 N5 2.105(4) . ?
Co1 N6 2.119(4) . ?
Co1 N3 2.104(4) . ?
Co1 N4 2.102(4) . ?
F6 B2 1.396(7) . ?
F4 B1 1.378(7) . ?
F5 B2 1.378(7) . ?
F3 B1 1.364(7) . ?
F2 B1 1.370(7) . ?
F8 B2 1.370(7) . ?
N1 C00K 1.124(6) . ?
N2 C00H 1.134(6) . ?
N5 C00J 1.123(6) . ?
N6 C00M 1.128(6) . ?
N3 C00G 1.126(6) . ?
N4 C00I 1.128(6) . ?
F1 B1 1.378(7) . ?
F7 B2 1.346(7) . ?
C00G C00N 1.465(7) . ?
C00H C00Q 1.446(7) . ?
C00I C00L 1.460(7) . ?
C00J C00O 1.463(7) . ?
C00K C00P 1.459(7) . ?
C00L H00A 0.9800 . ?
C00L H00B 0.9800 . ?
C00L H00C 0.9800 . ?
C00M C00S 1.451(7) . ?
C00N H00D 0.9800 . ?
C00N H00E 0.9800 . ?
C00N H00F 0.9800 . ?
C00O H00G 0.9800 . ?
C00O H00H 0.9800 . ?
C00O H00I 0.9800 . ?
C00P H00J 0.9800 . ?
C00P H00K 0.9800 . ?
C00P H00L 0.9800 . ?
C00Q H00M 0.9800 . ?
C00Q H00N 0.9800 . ?
C00Q H00O 0.9800 . ?
C00S H00P 0.9800 . ?
C00S H00Q 0.9800 . ?
C00S H00R 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 Co1 N1 91.99(15) . . ?
N5 Co1 N1 87.75(15) . . ?
N5 Co1 N2 177.64(15) . . ?
N5 Co1 N6 92.40(15) . . ?
N6 Co1 N1 178.50(15) . . ?
N6 Co1 N2 87.79(15) . . ?
N3 Co1 N1 91.06(15) . . ?
N3 Co1 N2 93.26(15) . . ?
N3 Co1 N5 89.09(15) . . ?
N3 Co1 N6 90.44(15) . . ?
N4 Co1 N1 89.02(15) . . ?
N4 Co1 N2 87.42(15) . . ?
N4 Co1 N5 90.23(15) . . ?
N4 Co1 N6 89.49(15) . . ?
N4 Co1 N3 179.31(16) . . ?
C00K N1 Co1 171.7(4) . . ?
C00H N2 Co1 167.6(4) . . ?
C00J N5 Co1 174.2(4) . . ?
C00M N6 Co1 174.9(4) . . ?
C00G N3 Co1 171.6(4) . . ?
C00I N4 Co1 175.0(4) . . ?
N3 C00G C00N 178.7(5) . . ?
N2 C00H C00Q 179.0(6) . . ?
N4 C00I C00L 179.4(6) . . ?
N5 C00J C00O 179.0(5) . . ?
N1 C00K C00P 179.8(6) . . ?
C00I C00L H00A 109.5 . . ?
C00I C00L H00B 109.5 . . ?
C00I C00L H00C 109.5 . . ?
H00A C00L H00B 109.5 . . ?
H00A C00L H00C 109.5 . . ?
H00B C00L H00C 109.5 . . ?
N6 C00M C00S 177.9(5) . . ?
C00G C00N H00D 109.5 . . ?
C00G C00N H00E 109.5 . . ?
C00G C00N H00F 109.5 . . ?
H00D C00N H00E 109.5 . . ?
H00D C00N H00F 109.5 . . ?
H00E C00N H00F 109.5 . . ?
C00J C00O H00G 109.5 . . ?
C00J C00O H00H 109.5 . . ?
C00J C00O H00I 109.5 . . ?
H00G C00O H00H 109.5 . . ?
H00G C00O H00I 109.5 . . ?
H00H C00O H00I 109.5 . . ?
C00K C00P H00J 109.5 . . ?
C00K C00P H00K 109.5 . . ?
C00K C00P H00L 109.5 . . ?
H00J C00P H00K 109.5 . . ?
H00J C00P H00L 109.5 . . ?
H00K C00P H00L 109.5 . . ?
C00H C00Q H00M 109.5 . . ?
C00H C00Q H00N 109.5 . . ?
C00H C00Q H00O 109.5 . . ?
H00M C00Q H00N 109.5 . . ?
H00M C00Q H00O 109.5 . . ?
H00N C00Q H00O 109.5 . . ?
F3 B1 F4 111.8(5) . . ?
F3 B1 F2 108.3(5) . . ?
F3 B1 F1 112.0(5) . . ?
F2 B1 F4 108.7(5) . . ?
F2 B1 F1 107.1(5) . . ?
F1 B1 F4 108.8(5) . . ?
C00M C00S H00P 109.5 . . ?
C00M C00S H00Q 109.5 . . ?
C00M C00S H00R 109.5 . . ?
H00P C00S H00Q 109.5 . . ?
H00P C00S H00R 109.5 . . ?
H00Q C00S H00R 109.5 . . ?
F5 B2 F6 109.9(4) . . ?
F8 B2 F6 109.7(5) . . ?
F8 B2 F5 107.4(5) . . ?
F7 B2 F6 109.4(5) . . ?
F7 B2 F5 109.6(5) . . ?
F7 B2 F8 110.8(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
