# 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 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_3
_database_code_depnum_ccdc_archive 'CCDC 1578477'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2017-10-16 downloaded from the CCDC.
;
_audit_creation_date             2017-10-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'B F4, C24 H40 Cu N8'
_chemical_formula_sum            'C24 H40 B Cu F4 N8'
_chemical_formula_weight         591.00
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 N5 Cu H10'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.8710(7)
_cell_length_b                   16.8165(14)
_cell_length_c                   21.3749(14)
_cell_angle_alpha                90
_cell_angle_beta                 114.521(2)
_cell_angle_gamma                90
_cell_volume                     2901.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4681
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.8410
_cell_measurement_theta_min      3.2080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabular
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15903
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         2.799
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -82.00   45.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.5593    0.0000   30.0000 127

#__ type_ start__ end____ width___ exp.time_
  2 omega  -87.00  -61.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.5593 -178.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -93.00  -35.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.5593  -57.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
  4 omega   50.00  102.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6531  178.0000  -30.0000 52

#__ type_ start__ end____ width___ exp.time_
  5 omega  -49.00  -23.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.5593  -38.0000  -60.0000 26
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0643510000
_diffrn_orient_matrix_UB_12      -0.0250366000
_diffrn_orient_matrix_UB_13      0.0020325000
_diffrn_orient_matrix_UB_21      -0.0420608000
_diffrn_orient_matrix_UB_22      0.0314473000
_diffrn_orient_matrix_UB_23      0.0150162000
_diffrn_orient_matrix_UB_31      -0.0224090000
_diffrn_orient_matrix_UB_32      0.0128358000
_diffrn_orient_matrix_UB_33      -0.0331009000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5551
_reflns_number_total             6568
_reflns_odcompleteness_completeness 97.20
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.824
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6568
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0420
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²+3.1112P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1082
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B),
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C20(H20A,H20B),
  C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.8098(4) 0.50657(18) 0.75749(15) 0.0291(6) Uani 1 1 d . . . . .
F1 F 0.8695(2) 0.45900(12) 0.81569(9) 0.0507(5) Uani 1 1 d . . . . .
F2 F 0.9384(2) 0.55193(11) 0.75574(12) 0.0599(6) Uani 1 1 d . . . . .
F3 F 0.7484(2) 0.45709(12) 0.70054(9) 0.0492(5) Uani 1 1 d . . . . .
F4 F 0.6853(2) 0.55618(11) 0.75828(10) 0.0470(4) Uani 1 1 d . . . . .
C1 C 0.4578(3) 0.34224(13) 0.48598(11) 0.0167(4) Uani 1 1 d . . . . .
C2 C 0.5552(3) 0.41098(14) 0.41038(11) 0.0212(5) Uani 1 1 d . . . . .
H2A H 0.4407 0.4069 0.3773 0.025 Uiso 1 1 calc R . . . .
H2B H 0.6207 0.3742 0.3969 0.025 Uiso 1 1 calc R . . . .
C3 C 0.6171(3) 0.49521(14) 0.41106(11) 0.0211(5) Uani 1 1 d . . . . .
H3A H 0.5429 0.5324 0.4188 0.025 Uiso 1 1 calc R . . . .
H3B H 0.6179 0.5073 0.3668 0.025 Uiso 1 1 calc R . . . .
C4 C 0.7915(3) 0.50479(15) 0.46753(12) 0.0234(5) Uani 1 1 d . . . . .
H4A H 0.8674 0.4708 0.4577 0.028 Uiso 1 1 calc R . . . .
H4B H 0.8275 0.5594 0.4685 0.028 Uiso 1 1 calc R . . . .
C5 C 0.7955(3) 0.48293(14) 0.53726(12) 0.0223(5) Uani 1 1 d . . . . .
H5A H 0.9080 0.4875 0.5721 0.027 Uiso 1 1 calc R . . . .
H5B H 0.7268 0.5198 0.5487 0.027 Uiso 1 1 calc R . . . .
C6 C 0.7335(3) 0.39866(14) 0.53717(12) 0.0207(5) Uani 1 1 d . . . . .
H6A H 0.8099 0.3609 0.5318 0.025 Uiso 1 1 calc R . . . .
H6B H 0.7265 0.3878 0.5805 0.025 Uiso 1 1 calc R . . . .
C7 C -0.1327(3) 0.28989(13) 0.35117(11) 0.0183(4) Uani 1 1 d . . . . .
C8 C -0.3052(3) 0.37739(14) 0.26218(12) 0.0250(5) Uani 1 1 d . . . . .
H8A H -0.2233 0.4176 0.2864 0.030 Uiso 1 1 calc R . . . .
H8B H -0.4020 0.3863 0.2715 0.030 Uiso 1 1 calc R . . . .
C9 C -0.3521(3) 0.38331(14) 0.18577(12) 0.0245(5) Uani 1 1 d . . . . .
H9A H -0.2528 0.3807 0.1774 0.029 Uiso 1 1 calc R . . . .
H9B H -0.4052 0.4341 0.1689 0.029 Uiso 1 1 calc R . . . .
C10 C -0.4692(3) 0.31636(15) 0.14705(12) 0.0265(5) Uani 1 1 d . . . . .
H10A H -0.4928 0.3198 0.0986 0.032 Uiso 1 1 calc R . . . .
H10B H -0.5728 0.3220 0.1517 0.032 Uiso 1 1 calc R . . . .
C11 C -0.3932(3) 0.23559(15) 0.17479(12) 0.0257(5) Uani 1 1 d . . . . .
H11A H -0.4724 0.1941 0.1512 0.031 Uiso 1 1 calc R . . . .
H11B H -0.2960 0.2276 0.1655 0.031 Uiso 1 1 calc R . . . .
C12 C -0.3443(3) 0.22912(15) 0.25134(12) 0.0246(5) Uani 1 1 d . . . . .
H12A H -0.4426 0.2294 0.2605 0.029 Uiso 1 1 calc R . . . .
H12B H -0.2855 0.1797 0.2686 0.029 Uiso 1 1 calc R . . . .
C13 C 0.1957(3) 0.06792(14) 0.50039(11) 0.0178(4) Uani 1 1 d . . . . .
C14 C 0.2139(3) -0.05386(14) 0.44554(13) 0.0248(5) Uani 1 1 d . . . . .
H14A H 0.3226 -0.0504 0.4451 0.030 Uiso 1 1 calc R . . . .
H14B H 0.1337 -0.0306 0.4033 0.030 Uiso 1 1 calc R . . . .
C15 C 0.1705(3) -0.14006(15) 0.45036(14) 0.0291(6) Uani 1 1 d . . . . .
H15A H 0.1783 -0.1699 0.4130 0.035 Uiso 1 1 calc R . . . .
H15B H 0.0570 -0.1435 0.4456 0.035 Uiso 1 1 calc R . . . .
C16 C 0.2855(3) -0.17673(15) 0.51858(15) 0.0320(6) Uani 1 1 d . . . . .
H16A H 0.3975 -0.1784 0.5214 0.038 Uiso 1 1 calc R . . . .
H16B H 0.2509 -0.2309 0.5213 0.038 Uiso 1 1 calc R . . . .
C17 C 0.2830(3) -0.12855(14) 0.57848(13) 0.0269(5) Uani 1 1 d . . . . .
H17A H 0.1738 -0.1319 0.5784 0.032 Uiso 1 1 calc R . . . .
H17B H 0.3621 -0.1509 0.6214 0.032 Uiso 1 1 calc R . . . .
C18 C 0.3256(3) -0.04203(14) 0.57381(12) 0.0235(5) Uani 1 1 d . . . . .
H18A H 0.3134 -0.0116 0.6100 0.028 Uiso 1 1 calc R . . . .
H18B H 0.4397 -0.0376 0.5796 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1463(3) 0.29692(13) 0.63434(11) 0.0172(4) Uani 1 1 d . . . . .
C20 C 0.1370(3) 0.24024(13) 0.73598(12) 0.0218(5) Uani 1 1 d . . . . .
H20A H 0.1695 0.1909 0.7215 0.026 Uiso 1 1 calc R . . . .
H20B H 0.0198 0.2372 0.7255 0.026 Uiso 1 1 calc R . . . .
C21 C 0.2351(3) 0.25174(15) 0.81205(12) 0.0253(5) Uani 1 1 d . . . . .
H21A H 0.3523 0.2470 0.8229 0.030 Uiso 1 1 calc R . . . .
H21B H 0.2064 0.2103 0.8367 0.030 Uiso 1 1 calc R . . . .
C22 C 0.2019(3) 0.33284(16) 0.83591(12) 0.0294(6) Uani 1 1 d . . . . .
H22A H 0.0882 0.3349 0.8310 0.035 Uiso 1 1 calc R . . . .
H22B H 0.2741 0.3400 0.8842 0.035 Uiso 1 1 calc R . . . .
C23 C 0.2314(3) 0.39986(15) 0.79425(12) 0.0268(5) Uani 1 1 d . . . . .
H23A H 0.2015 0.4502 0.8081 0.032 Uiso 1 1 calc R . . . .
H23B H 0.3481 0.4019 0.8037 0.032 Uiso 1 1 calc R . . . .
C24 C 0.1310(3) 0.38798(14) 0.71824(12) 0.0228(5) Uani 1 1 d . . . . .
H24A H 0.0138 0.3920 0.7075 0.027 Uiso 1 1 calc R . . . .
H24B H 0.1586 0.4287 0.6926 0.027 Uiso 1 1 calc R . . . .
Cu1 Cu 0.15230(3) 0.25377(2) 0.49299(2) 0.01528(8) Uani 1 1 d . . . . .
N1 N 0.3568(2) 0.30303(12) 0.49088(9) 0.0194(4) Uani 1 1 d . . . . .
N2 N 0.5686(2) 0.39037(12) 0.47986(9) 0.0190(4) Uani 1 1 d . . . . .
N3 N -0.0377(2) 0.28366(12) 0.40689(10) 0.0205(4) Uani 1 1 d . . . . .
N4 N -0.2368(2) 0.29735(11) 0.28610(9) 0.0195(4) Uani 1 1 d . . . . .
N5 N 0.1766(2) 0.13596(11) 0.49650(9) 0.0192(4) Uani 1 1 d . . . . .
N6 N 0.2131(2) -0.01003(11) 0.50570(9) 0.0193(4) Uani 1 1 d . . . . .
N7 N 0.1345(2) 0.28719(11) 0.57916(10) 0.0196(4) Uani 1 1 d . . . . .
N8 N 0.1685(2) 0.30829(11) 0.69865(9) 0.0204(4) 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
B1 F1 1.386(3) . ?
B1 F2 1.385(4) . ?
B1 F3 1.386(3) . ?
B1 F4 1.390(3) . ?
C1 N1 1.152(3) . ?
C1 N2 1.321(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.517(3) . ?
C2 N2 1.481(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.525(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.521(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.520(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 N2 1.474(3) . ?
C7 N3 1.143(3) . ?
C7 N4 1.318(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.512(3) . ?
C8 N4 1.478(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.522(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.523(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.513(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 N4 1.480(3) . ?
C13 N5 1.155(3) . ?
C13 N6 1.319(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.514(3) . ?
C14 N6 1.485(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.521(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.523(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.517(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 N6 1.483(3) . ?
C19 N7 1.152(3) . ?
C19 N8 1.319(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.505(3) . ?
C20 N8 1.486(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.527(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.525(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.507(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 N8 1.482(3) . ?
Cu1 N1 2.0119(19) . ?
Cu1 N3 1.9764(19) . ?
Cu1 N5 1.9908(19) . ?
Cu1 N7 1.9936(19) . ?

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
F1 B1 F4 110.2(2) . . ?
F2 B1 F1 109.3(2) . . ?
F2 B1 F3 109.6(3) . . ?
F2 B1 F4 109.7(2) . . ?
F3 B1 F1 107.8(2) . . ?
F3 B1 F4 110.3(2) . . ?
N1 C1 N2 177.1(2) . . ?
H2A C2 H2B 108.3 . . ?
C3 C2 H2A 109.8 . . ?
C3 C2 H2B 109.8 . . ?
N2 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
N2 C2 C3 109.31(18) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 C4 110.52(19) . . ?
H3A C3 H3B 108.1 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C5 C4 C3 110.69(18) . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 C4 111.28(19) . . ?
C6 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C5 C6 H6A 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N2 C6 C5 108.85(18) . . ?
N2 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
N3 C7 N4 177.5(2) . . ?
H8A C8 H8B 108.3 . . ?
C9 C8 H8A 109.9 . . ?
C9 C8 H8B 109.9 . . ?
N4 C8 H8A 109.9 . . ?
N4 C8 H8B 109.9 . . ?
N4 C8 C9 108.84(19) . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C8 C9 C10 111.0(2) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 C11 110.86(19) . . ?
H10A C10 H10B 108.1 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C10 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 111.5(2) . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
N4 C12 C11 108.82(19) . . ?
N4 C12 H12A 109.9 . . ?
N4 C12 H12B 109.9 . . ?
N5 C13 N6 177.8(2) . . ?
H14A C14 H14B 108.3 . . ?
C15 C14 H14A 109.9 . . ?
C15 C14 H14B 109.9 . . ?
N6 C14 H14A 109.9 . . ?
N6 C14 H14B 109.9 . . ?
N6 C14 C15 108.87(19) . . ?
C14 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C14 C15 C16 111.4(2) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 C17 110.6(2) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 C16 111.4(2) . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C17 C18 H18A 109.8 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 108.3 . . ?
N6 C18 C17 109.16(19) . . ?
N6 C18 H18A 109.8 . . ?
N6 C18 H18B 109.8 . . ?
N7 C19 N8 176.9(2) . . ?
H20A C20 H20B 108.3 . . ?
C21 C20 H20A 109.9 . . ?
C21 C20 H20B 109.9 . . ?
N8 C20 H20A 109.9 . . ?
N8 C20 H20B 109.9 . . ?
N8 C20 C21 109.13(19) . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
C20 C21 C22 111.7(2) . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C21 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C23 C22 C21 111.2(2) . . ?
C23 C22 H22A 109.4 . . ?
C23 C22 H22B 109.4 . . ?
C22 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 111.3(2) . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
N8 C24 C23 108.85(19) . . ?
N8 C24 H24A 109.9 . . ?
N8 C24 H24B 109.9 . . ?
N3 Cu1 N1 107.64(8) . . ?
N3 Cu1 N5 108.99(8) . . ?
N3 Cu1 N7 115.13(8) . . ?
N5 Cu1 N1 109.02(8) . . ?
N5 Cu1 N7 107.13(8) . . ?
N7 Cu1 N1 108.81(8) . . ?
C1 N1 Cu1 168.70(19) . . ?
C1 N2 C2 119.28(18) . . ?
C1 N2 C6 119.88(18) . . ?
C6 N2 C2 116.78(17) . . ?
C7 N3 Cu1 165.60(19) . . ?
C7 N4 C8 117.32(19) . . ?
C7 N4 C12 118.64(19) . . ?
C8 N4 C12 116.48(18) . . ?
C13 N5 Cu1 177.73(19) . . ?
C13 N6 C14 117.46(19) . . ?
C13 N6 C18 116.88(18) . . ?
C18 N6 C14 115.28(19) . . ?
C19 N7 Cu1 167.91(18) . . ?
C19 N8 C20 117.90(19) . . ?
C19 N8 C24 118.13(19) . . ?
C24 N8 C20 115.48(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1578479'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2017-10-16 downloaded from the CCDC.
;
_audit_creation_date             2017-10-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'B F4, C20 H32 Cu N8 O4'
_chemical_formula_sum            'C20 H32 B Cu F4 N8 O4'
_chemical_formula_weight         598.90
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu N2 O2 C15 H20'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.8926(2)
_cell_length_b                   17.9661(3)
_cell_length_c                   15.0570(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.906(2)
_cell_angle_gamma                90
_cell_volume                     2674.62(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12600
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.3345
_cell_measurement_theta_min      2.7416
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.887
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24671
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_min         2.747
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00  -23.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.4031   38.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -80.00  -35.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.4031 -178.0000  -60.0000 45

#__ type_ start__ end____ width___ exp.time_
  3 omega    8.00   86.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4968   57.0000 -120.0000 78

#__ type_ start__ end____ width___ exp.time_
  4 omega   26.00   95.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4968   57.0000   30.0000 69

#__ type_ start__ end____ width___ exp.time_
  5 omega   32.00  100.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4968 -178.0000 -150.0000 68

#__ type_ start__ end____ width___ exp.time_
  6 omega   60.00   99.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4968    0.0000   30.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega  -42.00   71.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4968  -19.0000 -150.0000 113

#__ type_ start__ end____ width___ exp.time_
  8 omega  -28.00    1.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.4968    0.0000   30.0000 29
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0026163000
_diffrn_orient_matrix_UB_12      0.0193774000
_diffrn_orient_matrix_UB_13      0.0409455000
_diffrn_orient_matrix_UB_21      0.0578206000
_diffrn_orient_matrix_UB_22      0.0209021000
_diffrn_orient_matrix_UB_23      -0.0112047000
_diffrn_orient_matrix_UB_31      -0.0424026000
_diffrn_orient_matrix_UB_32      0.0273121000
_diffrn_orient_matrix_UB_33      -0.0204784000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.939
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                11785
_reflns_number_total             12292
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_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    'J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.493(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     686
_refine_ls_number_reflns         12292
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0327P)²+0.6195P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0618
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.507(7)
 0.493(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B),
 C15(H15A,H15B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B),
  C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C27(H27A,
 H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,H32B),
 C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C37(H37A,H37B), C38(H38A,H38B),
  C39(H39A,H39B), C40(H40A,H40B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.7064(3) 0.59113(18) 0.2981(2) 0.0238(6) Uani 1 1 d . . . . .
F1 F 0.8325(2) 0.57772(17) 0.3313(2) 0.0727(8) Uani 1 1 d . . . . .
F2 F 0.6571(2) 0.65653(11) 0.33533(14) 0.0409(5) Uani 1 1 d . . . . .
F3 F 0.7111(3) 0.60262(15) 0.20746(14) 0.0597(7) Uani 1 1 d . . . . .
F4 F 0.6197(2) 0.53509(12) 0.31492(19) 0.0590(7) Uani 1 1 d . . . . .
B2 B 0.2339(3) 0.61606(18) 0.7824(2) 0.0249(7) Uani 1 1 d . . . . .
F5 F 0.1877(2) 0.68476(12) 0.81165(13) 0.0425(5) Uani 1 1 d . . . . .
F6 F 0.22547(19) 0.61452(10) 0.68954(11) 0.0293(4) Uani 1 1 d . . . . .
F7 F 0.15642(19) 0.55945(12) 0.81640(13) 0.0399(5) Uani 1 1 d . . . . .
F8 F 0.36895(17) 0.60697(10) 0.81106(13) 0.0328(4) Uani 1 1 d . . . . .
C1 C 0.6058(3) 0.24002(14) -0.06567(18) 0.0174(5) Uani 1 1 d . . . . .
C2 C 0.7597(3) 0.14178(15) -0.02539(19) 0.0221(5) Uani 1 1 d . . . . .
H2A H 0.7595 0.1602 0.0352 0.026 Uiso 1 1 calc R . . . .
H2B H 0.8413 0.1592 -0.0527 0.026 Uiso 1 1 calc R . . . .
C3 C 0.7552(3) 0.05785(16) -0.0259(2) 0.0292(7) Uani 1 1 d . . . . .
H3A H 0.8355 0.0384 0.0046 0.035 Uiso 1 1 calc R . . . .
H3B H 0.6769 0.0409 0.0055 0.035 Uiso 1 1 calc R . . . .
C4 C 0.6248(4) 0.05394(16) -0.1576(2) 0.0313(7) Uani 1 1 d . . . . .
H4A H 0.5489 0.0372 -0.1237 0.038 Uiso 1 1 calc R . . . .
H4B H 0.6169 0.0315 -0.2162 0.038 Uiso 1 1 calc R . . . .
C5 C 0.6204(3) 0.13806(14) -0.16630(18) 0.0227(6) Uani 1 1 d . . . . .
H5A H 0.6920 0.1552 -0.2038 0.027 Uiso 1 1 calc R . . . .
H5B H 0.5342 0.1537 -0.1927 0.027 Uiso 1 1 calc R . . . .
C6 C 0.2025(2) 0.35767(14) -0.14531(15) 0.0148(4) Uani 1 1 d . . . . .
C7 C 0.0990(3) 0.26698(14) -0.24333(17) 0.0196(5) Uani 1 1 d . . . . .
H7A H 0.1846 0.2412 -0.2348 0.023 Uiso 1 1 calc R . . . .
H7B H 0.0755 0.2673 -0.3064 0.023 Uiso 1 1 calc R . . . .
C8 C -0.0093(3) 0.22673(15) -0.19365(18) 0.0214(5) Uani 1 1 d . . . . .
H8A H -0.0222 0.1774 -0.2189 0.026 Uiso 1 1 calc R . . . .
H8B H 0.0203 0.2209 -0.1320 0.026 Uiso 1 1 calc R . . . .
C9 C -0.1192(3) 0.33808(16) -0.15894(18) 0.0222(5) Uani 1 1 d . . . . .
H9A H -0.0883 0.3332 -0.0974 0.027 Uiso 1 1 calc R . . . .
H9B H -0.2060 0.3632 -0.1601 0.027 Uiso 1 1 calc R . . . .
C10 C -0.0188(2) 0.38391(16) -0.20890(16) 0.0198(5) Uani 1 1 d . . . . .
H10A H -0.0529 0.3923 -0.2692 0.024 Uiso 1 1 calc R . . . .
H10B H -0.0065 0.4319 -0.1802 0.024 Uiso 1 1 calc R . . . .
C11 C 0.6229(3) 0.52506(14) -0.07702(17) 0.0167(5) Uani 1 1 d . . . . .
C12 C 0.6661(3) 0.65435(15) -0.1048(2) 0.0221(6) Uani 1 1 d . . . . .
H12A H 0.5697 0.6574 -0.1181 0.027 Uiso 1 1 calc R . . . .
H12B H 0.7125 0.6819 -0.1501 0.027 Uiso 1 1 calc R . . . .
C13 C 0.6980(3) 0.68847(16) -0.0144(2) 0.0248(6) Uani 1 1 d . . . . .
H13A H 0.6764 0.7411 -0.0159 0.030 Uiso 1 1 calc R . . . .
H13B H 0.6426 0.6651 0.0297 0.030 Uiso 1 1 calc R . . . .
C14 C 0.8680(3) 0.60181(16) 0.0180(2) 0.0251(6) Uani 1 1 d . . . . .
H14A H 0.8085 0.5788 0.0600 0.030 Uiso 1 1 calc R . . . .
H14B H 0.9605 0.5957 0.0404 0.030 Uiso 1 1 calc R . . . .
C15 C 0.8507(3) 0.56415(15) -0.07123(19) 0.0213(5) Uani 1 1 d . . . . .
H15A H 0.9137 0.5851 -0.1124 0.026 Uiso 1 1 calc R . . . .
H15B H 0.8696 0.5114 -0.0652 0.026 Uiso 1 1 calc R . . . .
C16 C 0.4721(3) 0.35919(15) 0.18414(16) 0.0180(5) Uani 1 1 d . . . . .
C17 C 0.4400(3) 0.38375(16) 0.33995(15) 0.0209(5) Uani 1 1 d . . . . .
H17A H 0.3516 0.3622 0.3488 0.025 Uiso 1 1 calc R . . . .
H17B H 0.4282 0.4358 0.3245 0.025 Uiso 1 1 calc R . . . .
C18 C 0.5276(3) 0.37661(15) 0.42431(16) 0.0232(6) Uani 1 1 d . . . . .
H18A H 0.6129 0.4021 0.4166 0.028 Uiso 1 1 calc R . . . .
H18B H 0.4825 0.4001 0.4732 0.028 Uiso 1 1 calc R . . . .
C19 C 0.6279(3) 0.26646(16) 0.37626(18) 0.0243(6) Uani 1 1 d . . . . .
H19A H 0.6510 0.2157 0.3928 0.029 Uiso 1 1 calc R . . . .
H19B H 0.7114 0.2937 0.3688 0.029 Uiso 1 1 calc R . . . .
C20 C 0.5458(3) 0.26627(15) 0.28915(18) 0.0232(6) Uani 1 1 d . . . . .
H20A H 0.5988 0.2455 0.2421 0.028 Uiso 1 1 calc R . . . .
H20B H 0.4651 0.2362 0.2948 0.028 Uiso 1 1 calc R . . . .
Cu1 Cu 0.45435(3) 0.38707(2) -0.02123(2) 0.01450(7) Uani 1 1 d . . . . .
N1 N 0.5710(2) 0.30036(13) -0.05527(16) 0.0213(5) Uani 1 1 d . . . . .
N2 N 0.6386(2) 0.16917(12) -0.07607(15) 0.0167(4) Uani 1 1 d . . . . .
N3 N 0.2851(2) 0.37118(12) -0.09240(13) 0.0173(4) Uani 1 1 d . . . . .
N4 N 0.1121(2) 0.34432(11) -0.21047(13) 0.0156(4) Uani 1 1 d . . . . .
N5 N 0.5515(2) 0.47862(12) -0.05424(15) 0.0183(5) Uani 1 1 d . . . . .
N6 N 0.7098(2) 0.57514(13) -0.10602(14) 0.0181(4) Uani 1 1 d . . . . .
N7 N 0.4471(2) 0.37250(12) 0.11058(13) 0.0207(5) Uani 1 1 d . . . . .
N8 N 0.5083(2) 0.34396(12) 0.26786(14) 0.0187(5) Uani 1 1 d . . . . .
O1 O 0.7481(2) 0.03050(12) -0.11441(17) 0.0366(5) Uani 1 1 d . . . . .
O2 O -0.13440(19) 0.26576(11) -0.19779(12) 0.0214(4) Uani 1 1 d . . . . .
O3 O 0.8373(2) 0.67892(11) 0.01019(15) 0.0296(5) Uani 1 1 d . . . . .
O4 O 0.5530(2) 0.30012(10) 0.44517(12) 0.0221(4) Uani 1 1 d . . . . .
C21 C 0.8313(3) 0.21467(15) 0.57358(19) 0.0191(5) Uani 1 1 d . . . . .
C22 C 0.8602(3) 0.08486(17) 0.6112(3) 0.0344(8) Uani 1 1 d . . . . .
H22A H 0.8455 0.0644 0.6697 0.041 Uiso 1 1 calc R . . . .
H22B H 0.9551 0.0978 0.6078 0.041 Uiso 1 1 calc R . . . .
C23 C 0.8235(3) 0.02839(16) 0.5416(2) 0.0291(6) Uani 1 1 d . . . . .
H23A H 0.8466 0.0472 0.4836 0.035 Uiso 1 1 calc R . . . .
H23B H 0.8747 -0.0169 0.5527 0.035 Uiso 1 1 calc R . . . .
C24 C 0.6048(3) 0.07655(15) 0.51970(19) 0.0239(6) Uani 1 1 d . . . . .
H24A H 0.5095 0.0639 0.5185 0.029 Uiso 1 1 calc R . . . .
H24B H 0.6273 0.0934 0.4608 0.029 Uiso 1 1 calc R . . . .
C25 C 0.6307(3) 0.13842(15) 0.5853(2) 0.0222(5) Uani 1 1 d . . . . .
H25A H 0.5865 0.1835 0.5640 0.027 Uiso 1 1 calc R . . . .
H25B H 0.5931 0.1253 0.6419 0.027 Uiso 1 1 calc R . . . .
C26 C 0.9639(2) 0.37468(13) 0.31490(16) 0.0176(5) Uani 1 1 d . . . . .
C27 C 1.0840(3) 0.3885(2) 0.18080(18) 0.0302(6) Uani 1 1 d . . . . .
H27A H 1.1542 0.3571 0.2073 0.036 Uiso 1 1 calc R . . . .
H27B H 1.1129 0.4399 0.1862 0.036 Uiso 1 1 calc R . . . .
C28 C 1.0615(3) 0.3687(2) 0.08465(18) 0.0373(8) Uani 1 1 d . . . . .
H28A H 1.1427 0.3797 0.0528 0.045 Uiso 1 1 calc R . . . .
H28B H 1.0441 0.3157 0.0795 0.045 Uiso 1 1 calc R . . . .
C29 C 0.8301(3) 0.3921(3) 0.08911(19) 0.0406(8) Uani 1 1 d . . . . .
H29A H 0.8132 0.3390 0.0864 0.049 Uiso 1 1 calc R . . . .
H29B H 0.7548 0.4173 0.0591 0.049 Uiso 1 1 calc R . . . .
C30 C 0.8400(3) 0.4167(2) 0.1851(2) 0.0363(8) Uani 1 1 d . . . . .
H30A H 0.8531 0.4701 0.1886 0.044 Uiso 1 1 calc R . . . .
H30B H 0.7578 0.4040 0.2150 0.044 Uiso 1 1 calc R . . . .
C31 C 0.8653(3) 0.52026(15) 0.57545(18) 0.0195(5) Uani 1 1 d . . . . .
C32 C 0.7453(3) 0.63644(16) 0.55543(18) 0.0223(5) Uani 1 1 d . . . . .
H32A H 0.6609 0.6248 0.5833 0.027 Uiso 1 1 calc R . . . .
H32B H 0.7354 0.6253 0.4925 0.027 Uiso 1 1 calc R . . . .
C33 C 0.7797(3) 0.71808(16) 0.5688(2) 0.0267(6) Uani 1 1 d . . . . .
H33A H 0.8603 0.7300 0.5366 0.032 Uiso 1 1 calc R . . . .
H33B H 0.7061 0.7484 0.5448 0.032 Uiso 1 1 calc R . . . .
C34 C 0.9177(3) 0.69441(16) 0.6939(2) 0.0266(6) Uani 1 1 d . . . . .
H34A H 0.9378 0.7088 0.7550 0.032 Uiso 1 1 calc R . . . .
H34B H 0.9957 0.7063 0.6591 0.032 Uiso 1 1 calc R . . . .
C35 C 0.8905(3) 0.61166(15) 0.68933(18) 0.0225(6) Uani 1 1 d . . . . .
H35A H 0.9699 0.5843 0.7101 0.027 Uiso 1 1 calc R . . . .
H35B H 0.8160 0.5989 0.7268 0.027 Uiso 1 1 calc R . . . .
C36 C 1.2615(2) 0.37892(14) 0.61004(15) 0.0162(5) Uani 1 1 d . . . . .
C37 C 1.4059(3) 0.46109(14) 0.69698(18) 0.0187(5) Uani 1 1 d . . . . .
H37A H 1.3813 0.4555 0.7584 0.022 Uiso 1 1 calc R . . . .
H37B H 1.3522 0.5010 0.6705 0.022 Uiso 1 1 calc R . . . .
C38 C 1.5552(3) 0.47881(16) 0.69200(19) 0.0230(6) Uani 1 1 d . . . . .
H38A H 1.5770 0.4882 0.6307 0.028 Uiso 1 1 calc R . . . .
H38B H 1.5753 0.5236 0.7259 0.028 Uiso 1 1 calc R . . . .
C39 C 1.6134(3) 0.35345(18) 0.67538(19) 0.0265(6) Uani 1 1 d . . . . .
H39A H 1.6722 0.3142 0.6982 0.032 Uiso 1 1 calc R . . . .
H39B H 1.6354 0.3626 0.6140 0.032 Uiso 1 1 calc R . . . .
C40 C 1.4668(3) 0.32852(15) 0.6795(2) 0.0235(6) Uani 1 1 d . . . . .
H40A H 1.4513 0.2852 0.6421 0.028 Uiso 1 1 calc R . . . .
H40B H 1.4456 0.3155 0.7400 0.028 Uiso 1 1 calc R . . . .
Cu2 Cu 0.97009(3) 0.36371(2) 0.52333(2) 0.01725(7) Uani 1 1 d . . . . .
N9 N 0.8804(2) 0.27054(13) 0.55630(16) 0.0212(5) Uani 1 1 d . . . . .
N10 N 0.7762(3) 0.15168(14) 0.5972(2) 0.0384(7) Uani 1 1 d . . . . .
N11 N 0.9697(2) 0.36872(13) 0.39058(14) 0.0220(5) Uani 1 1 d . . . . .
N12 N 0.9567(2) 0.37765(13) 0.22684(13) 0.0180(4) Uani 1 1 d . . . . .
N13 N 0.8811(2) 0.45858(13) 0.55903(16) 0.0228(5) Uani 1 1 d . . . . .
N14 N 0.8563(2) 0.59205(12) 0.59609(15) 0.0192(4) Uani 1 1 d . . . . .
N15 N 1.1582(2) 0.36983(12) 0.57358(14) 0.0191(4) Uani 1 1 d . . . . .
N16 N 1.3812(2) 0.39101(14) 0.64798(14) 0.0193(4) Uani 1 1 d . . . . .
O5 O 0.6824(2) 0.01231(10) 0.54198(15) 0.0285(5) Uani 1 1 d . . . . .
O6 O 0.9509(2) 0.40854(12) 0.04529(13) 0.0299(5) Uani 1 1 d . . . . .
O7 O 0.8022(2) 0.73511(11) 0.66013(14) 0.0264(4) Uani 1 1 d . . . . .
O8 O 1.63610(19) 0.41926(12) 0.72590(13) 0.0246(4) 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
B1 F1 1.349(4) . ?
B1 F2 1.397(4) . ?
B1 F3 1.382(4) . ?
B1 F4 1.352(4) . ?
B2 F5 1.393(4) . ?
B2 F6 1.398(4) . ?
B2 F7 1.382(4) . ?
B2 F8 1.400(4) . ?
C1 N1 1.150(4) . ?
C1 N2 1.324(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.509(4) . ?
C2 N2 1.483(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 O1 1.419(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.518(4) . ?
C4 O1 1.427(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 N2 1.474(3) . ?
C6 N3 1.148(3) . ?
C6 N4 1.327(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.511(4) . ?
C7 N4 1.479(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 O2 1.422(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.509(4) . ?
C9 O2 1.431(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 N4 1.479(3) . ?
C11 N5 1.153(4) . ?
C11 N6 1.328(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.517(4) . ?
C12 N6 1.487(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 O3 1.426(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.509(4) . ?
C14 O3 1.423(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 N6 1.486(3) . ?
C16 N7 1.152(3) . ?
C16 N8 1.328(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.519(3) . ?
C17 N8 1.481(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 O4 1.430(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.520(4) . ?
C19 O4 1.429(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 N8 1.477(3) . ?
Cu1 N1 2.015(2) . ?
Cu1 N3 1.9786(19) . ?
Cu1 N5 1.977(2) . ?
Cu1 N7 2.005(2) . ?
C21 N9 1.149(4) . ?
C21 N10 1.310(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.496(4) . ?
C22 N10 1.471(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 O5 1.425(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.503(4) . ?
C24 O5 1.420(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 N10 1.464(3) . ?
C26 N11 1.144(3) . ?
C26 N12 1.327(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.500(4) . ?
C27 N12 1.470(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 O6 1.421(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.511(4) . ?
C29 O6 1.415(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 N12 1.474(4) . ?
C31 N13 1.147(4) . ?
C31 N14 1.330(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.518(4) . ?
C32 N14 1.474(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 O7 1.419(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.512(4) . ?
C34 O7 1.435(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 N14 1.476(3) . ?
C36 N15 1.155(3) . ?
C36 N16 1.315(3) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.515(4) . ?
C37 N16 1.476(3) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 O8 1.421(4) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 C40 1.521(4) . ?
C39 O8 1.420(3) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 N16 1.476(4) . ?
Cu2 N9 1.966(2) . ?
Cu2 N11 2.001(2) . ?
Cu2 N13 2.000(2) . ?
Cu2 N15 1.989(2) . ?

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
F1 B1 F2 109.4(3) . . ?
F1 B1 F3 109.4(3) . . ?
F1 B1 F4 112.4(3) . . ?
F3 B1 F2 107.1(3) . . ?
F4 B1 F2 108.6(3) . . ?
F4 B1 F3 109.8(3) . . ?
F5 B2 F6 108.9(2) . . ?
F5 B2 F8 109.0(3) . . ?
F6 B2 F8 109.3(3) . . ?
F7 B2 F5 110.1(3) . . ?
F7 B2 F6 109.9(3) . . ?
F7 B2 F8 109.6(3) . . ?
N1 C1 N2 176.5(3) . . ?
H2A C2 H2B 108.5 . . ?
C3 C2 H2A 110.1 . . ?
C3 C2 H2B 110.1 . . ?
N2 C2 H2A 110.1 . . ?
N2 C2 H2B 110.1 . . ?
N2 C2 C3 107.8(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.1 . . ?
O1 C3 C2 110.6(2) . . ?
O1 C3 H3A 109.5 . . ?
O1 C3 H3B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
O1 C4 H4A 109.5 . . ?
O1 C4 H4B 109.5 . . ?
O1 C4 C5 110.8(2) . . ?
C4 C5 H5A 110.3 . . ?
C4 C5 H5B 110.3 . . ?
H5A C5 H5B 108.5 . . ?
N2 C5 C4 107.2(2) . . ?
N2 C5 H5A 110.3 . . ?
N2 C5 H5B 110.3 . . ?
N3 C6 N4 176.1(3) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
N4 C7 H7A 109.7 . . ?
N4 C7 H7B 109.7 . . ?
N4 C7 C8 109.9(2) . . ?
C7 C8 H8A 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O2 C8 C7 111.9(2) . . ?
O2 C8 H8A 109.2 . . ?
O2 C8 H8B 109.2 . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 C10 110.7(2) . . ?
C9 C10 H10A 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N4 C10 C9 109.7(2) . . ?
N4 C10 H10A 109.7 . . ?
N4 C10 H10B 109.7 . . ?
N5 C11 N6 176.2(3) . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 H12A 109.6 . . ?
C13 C12 H12B 109.6 . . ?
N6 C12 H12A 109.6 . . ?
N6 C12 H12B 109.6 . . ?
N6 C12 C13 110.2(2) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
O3 C13 C12 110.8(2) . . ?
O3 C13 H13A 109.5 . . ?
O3 C13 H13B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
O3 C14 H14A 109.6 . . ?
O3 C14 H14B 109.6 . . ?
O3 C14 C15 110.2(2) . . ?
C14 C15 H15A 109.8 . . ?
C14 C15 H15B 109.8 . . ?
H15A C15 H15B 108.2 . . ?
N6 C15 C14 109.4(2) . . ?
N6 C15 H15A 109.8 . . ?
N6 C15 H15B 109.8 . . ?
N7 C16 N8 176.7(3) . . ?
H17A C17 H17B 108.4 . . ?
C18 C17 H17A 110.1 . . ?
C18 C17 H17B 110.1 . . ?
N8 C17 H17A 110.1 . . ?
N8 C17 H17B 110.1 . . ?
N8 C17 C18 108.1(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
O4 C18 C17 110.8(2) . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H19A C19 H19B 108.1 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
O4 C19 H19A 109.5 . . ?
O4 C19 H19B 109.5 . . ?
O4 C19 C20 110.6(2) . . ?
C19 C20 H20A 110.1 . . ?
C19 C20 H20B 110.1 . . ?
H20A C20 H20B 108.4 . . ?
N8 C20 C19 108.0(2) . . ?
N8 C20 H20A 110.1 . . ?
N8 C20 H20B 110.1 . . ?
N3 Cu1 N1 103.43(9) . . ?
N3 Cu1 N7 117.37(9) . . ?
N5 Cu1 N1 106.98(9) . . ?
N5 Cu1 N3 113.18(9) . . ?
N5 Cu1 N7 113.02(9) . . ?
N7 Cu1 N1 100.98(9) . . ?
C1 N1 Cu1 160.1(2) . . ?
C1 N2 C2 117.0(2) . . ?
C1 N2 C5 116.8(2) . . ?
C5 N2 C2 114.8(2) . . ?
C6 N3 Cu1 167.5(2) . . ?
C6 N4 C7 117.8(2) . . ?
C6 N4 C10 118.0(2) . . ?
C10 N4 C7 113.0(2) . . ?
C11 N5 Cu1 170.0(2) . . ?
C11 N6 C12 116.9(2) . . ?
C11 N6 C15 113.8(2) . . ?
C15 N6 C12 113.1(2) . . ?
C16 N7 Cu1 164.8(2) . . ?
C16 N8 C17 118.7(2) . . ?
C16 N8 C20 117.3(2) . . ?
C20 N8 C17 114.5(2) . . ?
C3 O1 C4 109.9(2) . . ?
C8 O2 C9 110.49(19) . . ?
C14 O3 C13 109.9(2) . . ?
C19 O4 C18 109.8(2) . . ?
N9 C21 N10 177.3(3) . . ?
H22A C22 H22B 108.3 . . ?
C23 C22 H22A 109.8 . . ?
C23 C22 H22B 109.8 . . ?
N10 C22 H22A 109.8 . . ?
N10 C22 H22B 109.8 . . ?
N10 C22 C23 109.3(3) . . ?
C22 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
O5 C23 C22 110.5(3) . . ?
O5 C23 H23A 109.6 . . ?
O5 C23 H23B 109.6 . . ?
H24A C24 H24B 108.0 . . ?
C25 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
O5 C24 H24A 109.3 . . ?
O5 C24 H24B 109.3 . . ?
O5 C24 C25 111.5(2) . . ?
C24 C25 H25A 109.6 . . ?
C24 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
N10 C25 C24 110.3(2) . . ?
N10 C25 H25A 109.6 . . ?
N10 C25 H25B 109.6 . . ?
N11 C26 N12 176.9(3) . . ?
H27A C27 H27B 108.3 . . ?
C28 C27 H27A 109.9 . . ?
C28 C27 H27B 109.9 . . ?
N12 C27 H27A 109.9 . . ?
N12 C27 H27B 109.9 . . ?
N12 C27 C28 108.7(2) . . ?
C27 C28 H28A 109.3 . . ?
C27 C28 H28B 109.3 . . ?
H28A C28 H28B 107.9 . . ?
O6 C28 C27 111.8(3) . . ?
O6 C28 H28A 109.3 . . ?
O6 C28 H28B 109.3 . . ?
H29A C29 H29B 108.1 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
O6 C29 H29A 109.5 . . ?
O6 C29 H29B 109.5 . . ?
O6 C29 C30 110.8(3) . . ?
C29 C30 H30A 110.3 . . ?
C29 C30 H30B 110.3 . . ?
H30A C30 H30B 108.6 . . ?
N12 C30 C29 107.1(3) . . ?
N12 C30 H30A 110.3 . . ?
N12 C30 H30B 110.3 . . ?
N13 C31 N14 175.9(3) . . ?
H32A C32 H32B 108.4 . . ?
C33 C32 H32A 110.1 . . ?
C33 C32 H32B 110.1 . . ?
N14 C32 H32A 110.1 . . ?
N14 C32 H32B 110.1 . . ?
N14 C32 C33 107.9(2) . . ?
C32 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
O7 C33 C32 111.4(2) . . ?
O7 C33 H33A 109.4 . . ?
O7 C33 H33B 109.4 . . ?
H34A C34 H34B 108.1 . . ?
C35 C34 H34A 109.6 . . ?
C35 C34 H34B 109.6 . . ?
O7 C34 H34A 109.6 . . ?
O7 C34 H34B 109.6 . . ?
O7 C34 C35 110.3(2) . . ?
C34 C35 H35A 110.1 . . ?
C34 C35 H35B 110.1 . . ?
H35A C35 H35B 108.4 . . ?
N14 C35 C34 108.2(2) . . ?
N14 C35 H35A 110.1 . . ?
N14 C35 H35B 110.1 . . ?
N15 C36 N16 177.1(3) . . ?
H37A C37 H37B 108.5 . . ?
C38 C37 H37A 110.2 . . ?
C38 C37 H37B 110.2 . . ?
N16 C37 H37A 110.2 . . ?
N16 C37 H37B 110.2 . . ?
N16 C37 C38 107.5(2) . . ?
C37 C38 H38A 109.4 . . ?
C37 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
O8 C38 C37 111.2(2) . . ?
O8 C38 H38A 109.4 . . ?
O8 C38 H38B 109.4 . . ?
H39A C39 H39B 108.0 . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
O8 C39 H39A 109.5 . . ?
O8 C39 H39B 109.5 . . ?
O8 C39 C40 110.9(2) . . ?
C39 C40 H40A 110.2 . . ?
C39 C40 H40B 110.2 . . ?
H40A C40 H40B 108.5 . . ?
N16 C40 C39 107.5(2) . . ?
N16 C40 H40A 110.2 . . ?
N16 C40 H40B 110.2 . . ?
N9 Cu2 N11 107.74(10) . . ?
N9 Cu2 N13 116.82(9) . . ?
N9 Cu2 N15 112.06(9) . . ?
N13 Cu2 N11 104.12(10) . . ?
N15 Cu2 N11 110.38(9) . . ?
N15 Cu2 N13 105.39(9) . . ?
C21 N9 Cu2 177.4(2) . . ?
C21 N10 C22 120.4(3) . . ?
C21 N10 C25 121.5(2) . . ?
C25 N10 C22 115.7(2) . . ?
C26 N11 Cu2 176.1(2) . . ?
C26 N12 C27 117.3(2) . . ?
C26 N12 C30 117.4(2) . . ?
C27 N12 C30 114.0(2) . . ?
C31 N13 Cu2 161.0(2) . . ?
C31 N14 C32 118.8(2) . . ?
C31 N14 C35 116.0(2) . . ?
C32 N14 C35 114.2(2) . . ?
C36 N15 Cu2 172.0(2) . . ?
C36 N16 C37 119.3(2) . . ?
C36 N16 C40 120.9(2) . . ?
C40 N16 C37 113.9(2) . . ?
C24 O5 C23 110.8(2) . . ?
C29 O6 C28 110.5(2) . . ?
C33 O7 C34 109.3(2) . . ?
C39 O8 C38 110.9(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.507(7)
2 0.493(7)

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1578478'
_audit_update_record             
;
2017-10-05 deposited with the CCDC.
2017-10-16 downloaded from the CCDC.
;
_audit_creation_date             2017-10-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C12 H24 Cu N8'
_chemical_formula_sum            'C12 H24 B Cu F4 N8'
_chemical_formula_weight         430.74
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 '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      tetragonal
_space_group_IT_number           122
_space_group_name_H-M_alt        'I -4 2 d'
_space_group_name_Hall           'I -4 2bw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x, -y+1/2, -z+1/4'
'-x, y+1/2, -z+1/4'
'-y, -x+1/2, z+1/4'
'y, x+1/2, z+1/4'
'x+1/2, y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'x+1/2, -y+1, -z+3/4'
'-x+1/2, y+1, -z+3/4'
'-y+1/2, -x+1, z+3/4'
'y+1/2, x+1, z+3/4'

_cell_length_a                   12.4230(4)
_cell_length_b                   12.4230(4)
_cell_length_c                   26.376(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4070.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4633
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.3953
_cell_measurement_theta_min      2.7805
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    1.121
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            9749
_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         27.493
_diffrn_reflns_theta_min         2.786
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.2096
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -52.00   34.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.5593   77.0000 -150.0000 86

#__ type_ start__ end____ width___ exp.time_
  2 omega  -28.00    4.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -25.5593  -77.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega   15.00   71.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6531  -19.0000    0.0000 56

#__ type_ start__ end____ width___ exp.time_
  4 omega   -3.00   76.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       26.6531   77.0000 -120.0000 79
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                2033
_reflns_number_total             2340
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_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    ?
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 803 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.016(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0265P)²+0.5313P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0528
_refine_ls_wR_factor_ref         0.0557
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.5034(4) 0.2500 0.1250 0.0211(6) Uani 1 2 d S T P . .
F1 F 0.56778(12) 0.31077(11) 0.09287(6) 0.0359(4) Uani 1 1 d . . . . .
F2 F 0.43946(13) 0.18260(12) 0.09594(6) 0.0416(4) Uani 1 1 d . . . . .
C1 C -0.15719(18) 0.08621(17) 0.07375(8) 0.0220(4) Uani 1 1 d . . . . .
C4 C 0.15847(17) 0.40670(16) 0.07116(8) 0.0196(4) Uani 1 1 d . . . . .
C2 C -0.3428(2) 0.0493(2) 0.05489(10) 0.0280(5) Uani 1 1 d . . . . .
H2A H -0.376(2) 0.030(2) 0.0216(12) 0.054(9) Uiso 1 1 d . . . . .
H2B H -0.355(3) 0.122(3) 0.0607(13) 0.062(12) Uiso 1 1 d . . . . .
H2C H -0.380(2) 0.014(3) 0.0799(9) 0.041(7) Uiso 1 1 d . . . . .
C5 C 0.19683(18) 0.58403(18) 0.04011(9) 0.0240(5) Uani 1 1 d . . . . .
H5A H 0.247(3) 0.637(2) 0.0477(9) 0.043(8) Uiso 1 1 d . . . . .
H5B H 0.124(2) 0.599(2) 0.0559(10) 0.030(7) Uiso 1 1 d . . . . .
H5C H 0.1953(17) 0.5862(18) 0.0012(9) 0.016(5) Uiso 1 1 d . . . . .
C3 C -0.2009(2) -0.09330(18) 0.04666(10) 0.0260(5) Uani 1 1 d . . . . .
H3A H -0.125(2) -0.110(2) 0.0529(11) 0.036(8) Uiso 1 1 d . . . . .
H3B H -0.216(2) -0.114(2) 0.0138(10) 0.036(7) Uiso 1 1 d . . . . .
H3C H -0.239(2) -0.141(2) 0.0704(9) 0.047(8) Uiso 1 1 d . . . . .
C6 C 0.34034(19) 0.44340(19) 0.04636(10) 0.0260(5) Uani 1 1 d . . . . .
H6A H 0.346(3) 0.436(2) 0.0125(13) 0.050(9) Uiso 1 1 d . . . . .
H6B H 0.354(2) 0.374(2) 0.0601(11) 0.036(8) Uiso 1 1 d . . . . .
H6C H 0.390(2) 0.491(3) 0.0592(9) 0.042(7) Uiso 1 1 d . . . . .
Cu1 Cu -0.00090(4) 0.2500 0.1250 0.01828(11) Uani 1 2 d S T P . .
N1 N -0.09475(14) 0.14777(14) 0.08757(8) 0.0258(4) Uani 1 1 d . . . . .
N3 N 0.09528(14) 0.34374(14) 0.08287(7) 0.0254(4) Uani 1 1 d . . . . .
N2 N -0.22887(16) 0.01836(15) 0.05648(8) 0.0280(5) Uani 1 1 d . . . . .
N4 N 0.23132(15) 0.47934(13) 0.05947(7) 0.0206(4) 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
B1 F1 1.389(3) . ?
B1 F1 1.389(3) 5 ?
B1 F2 1.385(4) 5 ?
B1 F2 1.385(4) . ?
C1 N1 1.149(3) . ?
C1 N2 1.308(3) . ?
C4 N3 1.150(3) . ?
C4 N4 1.315(3) . ?
C2 H2A 1.00(3) . ?
C2 H2B 0.93(4) . ?
C2 H2C 0.91(3) . ?
C2 N2 1.467(3) . ?
C5 H5A 0.93(3) . ?
C5 H5B 1.01(3) . ?
C5 H5C 1.03(2) . ?
C5 N4 1.461(3) . ?
C3 H3A 0.98(3) . ?
C3 H3B 0.92(3) . ?
C3 H3C 0.98(3) . ?
C3 N2 1.453(3) . ?
C6 H6A 0.90(3) . ?
C6 H6B 0.95(3) . ?
C6 H6C 0.92(3) . ?
C6 N4 1.467(3) . ?
Cu1 N1 1.9867(18) 5 ?
Cu1 N1 1.9867(18) . ?
Cu1 N3 2.0045(18) . ?
Cu1 N3 2.0046(18) 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
F1 B1 F1 109.6(4) 5 . ?
F2 B1 F1 108.73(10) . . ?
F2 B1 F1 109.83(9) . 5 ?
F2 B1 F1 108.74(10) 5 5 ?
F2 B1 F1 109.84(9) 5 . ?
F2 B1 F2 110.1(4) 5 . ?
N1 C1 N2 177.8(3) . . ?
N3 C4 N4 178.0(3) . . ?
H2A C2 H2B 108(3) . . ?
H2A C2 H2C 108(2) . . ?
H2B C2 H2C 105(3) . . ?
N2 C2 H2A 111.0(17) . . ?
N2 C2 H2B 114(2) . . ?
N2 C2 H2C 109.9(17) . . ?
H5A C5 H5B 113(2) . . ?
H5A C5 H5C 102.1(19) . . ?
H5B C5 H5C 112.9(19) . . ?
N4 C5 H5A 110.9(17) . . ?
N4 C5 H5B 106.3(15) . . ?
N4 C5 H5C 112.2(13) . . ?
H3A C3 H3B 107(2) . . ?
H3A C3 H3C 103(2) . . ?
H3B C3 H3C 109(2) . . ?
N2 C3 H3A 113.5(17) . . ?
N2 C3 H3B 112.5(16) . . ?
N2 C3 H3C 110.6(16) . . ?
H6A C6 H6B 106(3) . . ?
H6A C6 H6C 112(2) . . ?
H6B C6 H6C 109(3) . . ?
N4 C6 H6A 109(2) . . ?
N4 C6 H6B 110.7(17) . . ?
N4 C6 H6C 109.5(18) . . ?
N1 Cu1 N1 108.13(10) . 5 ?
N1 Cu1 N3 104.71(8) . 5 ?
N1 Cu1 N3 116.46(9) . . ?
N1 Cu1 N3 104.71(8) 5 . ?
N1 Cu1 N3 116.47(9) 5 5 ?
N3 Cu1 N3 106.83(10) . 5 ?
C1 N1 Cu1 168.40(19) . . ?
C4 N3 Cu1 161.9(2) . . ?
C1 N2 C2 119.86(19) . . ?
C1 N2 C3 120.94(18) . . ?
C3 N2 C2 118.41(19) . . ?
C4 N4 C5 119.40(18) . . ?
C4 N4 C6 118.80(17) . . ?
C5 N4 C6 117.32(18) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
