# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C49 H54 B Cu N4'
_chemical_formula_sum            'C49 H54 B Cu N4'
_chemical_formula_iupac          ?
_chemical_formula_weight         773.31

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   11.4316(4)
_cell_length_b                   20.5365(8)
_cell_length_c                   18.7320(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.3710(10)
_cell_angle_gamma                90
_cell_volume                     4240.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.460
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1640

_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2008/1'
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.79

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'

_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            101321
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         30.52
_diffrn_reflns_theta_full        30.52
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;
;

_reflns_number_total             12842
_reflns_number_gt                11404
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_gt          0.0831
_refine_ls_wR_factor_ref         0.0867
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.031
_refine_ls_number_reflns         12842
_refine_ls_number_parameters     548
_refine_ls_number_restraints     6
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+1.7572P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.348
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2011.6.0.0'
_computing_cell_refinement       'APEX2 v2010.11-3 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2013)'
_computing_structure_solution    'SHELXL97 XS (Bruker AXS)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.55413(11) 0.21169(6) 0.10547(6) 0.0175(2) Uani d . . . 1.0 . .
C C1 0.40614(10) 0.28110(5) 0.25052(6) 0.01875(19) Uani d . . . 1.0 . .
H H1 0.3446 0.2669 0.2725 0.023 Uiso calc U . R 1.0 . .
C C2 0.45610(11) 0.34233(5) 0.26864(6) 0.0214(2) Uani d . . . 1.0 . .
H H2 0.4286 0.37 0.3015 0.026 Uiso calc U . R 1.0 . .
C C3 0.54743(10) 0.36178(5) 0.23729(6) 0.0223(2) Uani d . . . 1.0 . .
H H3 0.586 0.4028 0.2497 0.027 Uiso calc U . R 1.0 . .
C C4 0.58196(10) 0.32091(5) 0.18770(6) 0.0203(2) Uani d . . . 1.0 . .
H H4 0.6446 0.3342 0.1662 0.024 Uiso calc U . R 1.0 . .
C C5 0.52598(9) 0.25992(5) 0.16855(6) 0.01607(18) Uani d . . . 1.0 . .
C C6 0.42303(10) 0.19620(5) 0.04597(6) 0.01724(18) Uani d . . . 1.0 . .
C C7 0.39400(11) 0.21455(6) -0.02925(6) 0.0224(2) Uani d . . . 1.0 . .
H H7 0.4533 0.2363 -0.0477 0.027 Uiso calc U . R 1.0 . .
C C8 0.28085(12) 0.20154(6) -0.07708(6) 0.0266(2) Uani d . . . 1.0 . .
H H8 0.2623 0.2149 -0.1274 0.032 Uiso calc U . R 1.0 . .
C C9 0.19542(11) 0.16872(6) -0.05002(6) 0.0254(2) Uani d . . . 1.0 . .
H H9 0.1172 0.159 -0.0811 0.03 Uiso calc U . R 1.0 . .
C C10 0.22792(10) 0.15057(5) 0.02385(6) 0.0210(2) Uani d . . . 1.0 . .
H H10 0.1703 0.1275 0.0425 0.025 Uiso calc U . R 1.0 . .
C C11 0.61187(10) 0.14315(5) 0.14460(6) 0.0212(2) Uani d . . . 1.0 . .
H H11A 0.6883 0.1521 0.1818 0.032 Uiso calc U . R 1.0 . .
H H11B 0.6272 0.1138 0.1069 0.032 Uiso calc U . R 1.0 . .
H H11C 0.5546 0.1227 0.1685 0.032 Uiso calc U . R 1.0 . .
C C12 0.64791(11) 0.24568(6) 0.06421(7) 0.0246(2) Uani d . . . 1.0 . .
H H12A 0.6132 0.2867 0.0414 0.037 Uiso calc U . R 1.0 . .
H H12B 0.6614 0.2163 0.0259 0.037 Uiso calc U . R 1.0 . .
H H12C 0.7253 0.2544 0.1006 0.037 Uiso calc U . R 1.0 . .
C C13 0.32561(9) 0.08584(5) 0.23995(5) 0.01303(16) Uani d . . . 1.0 . .
C C14 0.23405(9) 0.02522(5) 0.31178(5) 0.01419(17) Uani d . . . 1.0 . .
C C15 0.17617(9) -0.01104(5) 0.36063(5) 0.01457(17) Uani d . . . 1.0 . .
C C16 0.08352(9) -0.00195(5) 0.39404(6) 0.01753(18) Uani d . . . 1.0 . .
H H16 0.0386 0.0375 0.3877 0.021 Uiso calc U . R 1.0 . .
C C17 0.05683(10) -0.05341(5) 0.43840(6) 0.0198(2) Uani d . . . 1.0 . .
H H17 -0.0075 -0.0476 0.4612 0.024 Uiso calc U . R 1.0 . .
C C18 0.12033(10) -0.11111(5) 0.44960(6) 0.0197(2) Uani d . . . 1.0 . .
H H18 0.1001 -0.1439 0.4801 0.024 Uiso calc U . R 1.0 . .
C C19 0.21641(9) -0.12177(5) 0.41555(6) 0.01702(18) Uani d . . . 1.0 . .
C C20 0.28929(10) -0.17881(5) 0.42065(6) 0.0209(2) Uani d . . . 1.0 . .
H H20 0.2778 -0.2142 0.4508 0.025 Uiso calc U . R 1.0 . .
C C21 0.37629(10) -0.18279(5) 0.38206(6) 0.0220(2) Uani d . . . 1.0 . .
H H21 0.4231 -0.2215 0.3859 0.026 Uiso calc U . R 1.0 . .
C C22 0.39877(10) -0.13117(5) 0.33660(6) 0.01873(19) Uani d . . . 1.0 . .
H H22 0.4588 -0.1353 0.3102 0.022 Uiso calc U . R 1.0 . .
C C23 0.33100(9) -0.07532(5) 0.33208(5) 0.01478(17) Uani d . . . 1.0 . .
C C24 0.32173(9) -0.01232(5) 0.29491(5) 0.01409(17) Uani d . . . 1.0 . .
C C25 0.24029(9) -0.07151(5) 0.37166(5) 0.01488(17) Uani d . . . 1.0 . .
C C26 0.47468(9) 0.00132(5) 0.22394(5) 0.01434(17) Uani d . . . 1.0 . .
C C27 0.44872(10) -0.02428(5) 0.15204(6) 0.01733(18) Uani d . . . 1.0 . .
C C28 0.54536(11) -0.05144(6) 0.12968(7) 0.0249(2) Uani d . . . 1.0 . .
H H28 0.5312 -0.0699 0.0816 0.03 Uiso calc U . R 1.0 . .
C C29 0.66137(12) -0.05181(7) 0.17666(8) 0.0303(3) Uani d . . . 1.0 . .
H H29 0.7258 -0.0709 0.1607 0.036 Uiso calc U . R 1.0 . .
C C30 0.68461(11) -0.02469(7) 0.24676(7) 0.0281(2) Uani d . . . 1.0 . .
H H30 0.7651 -0.0247 0.2779 0.034 Uiso calc U . R 1.0 . .
C C31 0.59128(10) 0.00265(6) 0.27230(6) 0.0203(2) Uani d . . . 1.0 . .
C C32 0.3126(14) -0.0199(6) 0.1011(9) 0.0153(12) Uani d . P D 0.52(3) A 1
H H32 0.2709 0.0185 0.1163 0.018 Uiso calc U P R 0.52(3) A 1
C C33 0.314(3) -0.0126(14) 0.0197(12) 0.0283(14) Uani d . P D 0.52(3) A 1
H H33A 0.3662 0.0238 0.0148 0.042 Uiso calc U P R 0.52(3) A 1
H H33B 0.2309 -0.0043 -0.0106 0.042 Uiso calc U P R 0.52(3) A 1
H H33C 0.344 -0.0529 0.003 0.042 Uiso calc U P R 0.52(3) A 1
C C34 0.2460(12) -0.0827(6) 0.1113(8) 0.0308(14) Uani d . P D 0.52(3) A 1
H H34A 0.2846 -0.1199 0.0941 0.046 Uiso calc U P R 0.52(3) A 1
H H34B 0.161 -0.0798 0.0824 0.046 Uiso calc U P R 0.52(3) A 1
H H34C 0.2497 -0.0884 0.1638 0.046 Uiso calc U P R 0.52(3) A 1
C C32A 0.3296(13) -0.0275(7) 0.1018(10) 0.0153(12) Uani d . P D 0.48(3) A 2
H H32A 0.2803 0.0061 0.1194 0.018 Uiso calc U P R 0.48(3) A 2
C C33A 0.323(3) -0.0095(15) 0.0215(12) 0.0283(14) Uani d . P D 0.48(3) A 2
H H33D 0.3628 -0.0434 -0.0005 0.042 Uiso calc U P R 0.48(3) A 2
H H33E 0.3637 0.0322 0.0202 0.042 Uiso calc U P R 0.48(3) A 2
H H33F 0.2376 -0.006 -0.0068 0.042 Uiso calc U P R 0.48(3) A 2
C C34A 0.2675(15) -0.0923(8) 0.1061(10) 0.041(2) Uani d . P D 0.48(3) A 2
H H34D 0.183 -0.09 0.0764 0.062 Uiso calc U P R 0.48(3) A 2
H H34E 0.2697 -0.1016 0.1577 0.062 Uiso calc U P R 0.48(3) A 2
H H34F 0.3097 -0.1269 0.0869 0.062 Uiso calc U P R 0.48(3) A 2
C C35 0.6128(9) 0.0304(5) 0.3498(6) 0.0236(8) Uani d . P D 0.63(2) B 3
H H35 0.5338 0.0318 0.3631 0.028 Uiso calc U P R 0.63(2) B 3
C C36 0.6609(9) 0.1000(3) 0.3496(3) 0.0397(12) Uani d . P D 0.63(2) B 3
H H36A 0.7393 0.0991 0.3377 0.06 Uiso calc U P R 0.63(2) B 3
H H36B 0.671 0.1195 0.3986 0.06 Uiso calc U P R 0.63(2) B 3
H H36C 0.6031 0.1259 0.3124 0.06 Uiso calc U P R 0.63(2) B 3
C C37 0.7028(8) -0.0107(5) 0.4075(5) 0.0407(15) Uani d . P D 0.63(2) B 3
H H37A 0.6757 -0.0561 0.4038 0.061 Uiso calc U P R 0.63(2) B 3
H H37B 0.707 0.0059 0.4571 0.061 Uiso calc U P R 0.63(2) B 3
H H37C 0.7833 -0.0081 0.3984 0.061 Uiso calc U P R 0.63(2) B 3
C C35A 0.6241(15) 0.0395(8) 0.3468(11) 0.0236(8) Uani d . P D 0.37(2) B 4
H H35A 0.5461 0.0572 0.3534 0.028 Uiso calc U P R 0.37(2) B 4
C C36A 0.7072(14) 0.0972(5) 0.3514(5) 0.042(2) Uani d . P D 0.37(2) B 4
H H36D 0.7167 0.1194 0.399 0.063 Uiso calc U P R 0.37(2) B 4
H H36E 0.6724 0.1275 0.3109 0.063 Uiso calc U P R 0.37(2) B 4
H H36F 0.7866 0.0823 0.3474 0.063 Uiso calc U P R 0.37(2) B 4
C C37A 0.6714(14) -0.0080(8) 0.4104(9) 0.040(2) Uani d . P D 0.37(2) B 4
H H37D 0.7499 -0.0255 0.4077 0.06 Uiso calc U P R 0.37(2) B 4
H H37E 0.6135 -0.0438 0.4068 0.06 Uiso calc U P R 0.37(2) B 4
H H37F 0.6813 0.0147 0.4577 0.06 Uiso calc U P R 0.37(2) B 4
C C38 0.16318(9) 0.14032(5) 0.28428(5) 0.01340(17) Uani d . . . 1.0 . .
C C39 0.05187(9) 0.14702(5) 0.23073(6) 0.01551(18) Uani d . . . 1.0 . .
C C40 -0.02329(10) 0.19866(6) 0.23920(6) 0.0210(2) Uani d . . . 1.0 . .
H H40 -0.0996 0.2045 0.2042 0.025 Uiso calc U . R 1.0 . .
C C41 0.01278(11) 0.24142(6) 0.29825(7) 0.0231(2) Uani d . . . 1.0 . .
H H41 -0.0398 0.2757 0.3039 0.028 Uiso calc U . R 1.0 . .
C C42 0.12514(10) 0.23459(5) 0.34936(6) 0.0209(2) Uani d . . . 1.0 . .
H H42 0.1487 0.2648 0.389 0.025 Uiso calc U . R 1.0 . .
C C43 0.20407(9) 0.18415(5) 0.34344(5) 0.01603(18) Uani d . . . 1.0 . .
C C44 0.01384(9) 0.09943(5) 0.16653(6) 0.01867(19) Uani d . . . 1.0 . .
H H44 0.0892 0.08 0.158 0.022 Uiso calc U . R 1.0 . .
C C45 -0.05607(11) 0.13233(6) 0.09435(6) 0.0239(2) Uani d . . . 1.0 . .
H H45A -0.136 0.1461 0.0987 0.036 Uiso calc U . R 1.0 . .
H H45B -0.0661 0.1015 0.0532 0.036 Uiso calc U . R 1.0 . .
H H45C -0.0108 0.1705 0.085 0.036 Uiso calc U . R 1.0 . .
C C46 -0.06199(12) 0.04370(6) 0.18565(7) 0.0302(3) Uani d . . . 1.0 . .
H H46A -0.0161 0.0223 0.2313 0.045 Uiso calc U . R 1.0 . .
H H46B -0.0804 0.012 0.1451 0.045 Uiso calc U . R 1.0 . .
H H46C -0.1378 0.0612 0.1928 0.045 Uiso calc U . R 1.0 . .
C C47 0.32939(10) 0.17760(5) 0.39763(6) 0.01935(19) Uani d . . . 1.0 . .
H H47 0.3861 0.1609 0.3694 0.023 Uiso calc U . R 1.0 . .
C C48 0.38049(11) 0.24249(6) 0.43356(6) 0.0239(2) Uani d . . . 1.0 . .
H H48A 0.3719 0.2759 0.3952 0.036 Uiso calc U . R 1.0 . .
H H48B 0.4665 0.2371 0.4594 0.036 Uiso calc U . R 1.0 . .
H H48C 0.3357 0.2558 0.469 0.036 Uiso calc U . R 1.0 . .
C C49 0.32938(12) 0.12871(6) 0.45950(7) 0.0287(2) Uani d . . . 1.0 . .
H H49A 0.2743 0.1439 0.4881 0.043 Uiso calc U . R 1.0 . .
H H49B 0.4117 0.1248 0.4922 0.043 Uiso calc U . R 1.0 . .
H H49C 0.3022 0.0861 0.4377 0.043 Uiso calc U . R 1.0 . .
Cu Cu1 0.36536(2) 0.15227(2) 0.18114(2) 0.01460(4) Uani d . . . 1.0 . .
N N1 0.44080(8) 0.24082(4) 0.20322(5) 0.01622(16) Uani d . . . 1.0 . .
N N2 0.33682(8) 0.16394(4) 0.07064(5) 0.01699(16) Uani d . . . 1.0 . .
N N3 0.23846(7) 0.08530(4) 0.27880(4) 0.01261(14) Uani d . . . 1.0 . .
N N4 0.37587(7) 0.02449(4) 0.25112(4) 0.01279(15) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C12 . 1.6349(16) ?
B1 C5 . 1.6378(16) ?
B1 C11 . 1.6424(16) ?
B1 C6 . 1.6444(16) ?
C1 N1 . 1.3463(13) ?
C1 C2 . 1.3856(15) ?
C1 H1 . 0.95 ?
C2 C3 . 1.3855(17) ?
C2 H2 . 0.95 ?
C3 C4 . 1.3847(16) ?
C3 H3 . 0.95 ?
C4 C5 . 1.4090(14) ?
C4 H4 . 0.95 ?
C5 N1 . 1.3634(13) ?
C6 N2 . 1.3657(14) ?
C6 C7 . 1.4106(15) ?
C7 C8 . 1.3903(17) ?
C7 H7 . 0.95 ?
C8 C9 . 1.3883(19) ?
C8 H8 . 0.95 ?
C9 C10 . 1.3854(16) ?
C9 H9 . 0.95 ?
C10 N2 . 1.3472(14) ?
C10 H10 . 0.95 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 N4 . 1.3774(12) ?
C13 N3 . 1.3808(12) ?
C13 Cu1 . 1.8832(10) ?
C14 C24 . 1.3662(13) ?
C14 N3 . 1.3868(12) ?
C14 C15 . 1.4665(13) ?
C15 C16 . 1.3783(14) ?
C15 C25 . 1.4289(14) ?
C16 C17 . 1.4264(14) ?
C16 H16 . 0.95 ?
C17 C18 . 1.3764(16) ?
C17 H17 . 0.95 ?
C18 C19 . 1.4257(15) ?
C18 H18 . 0.95 ?
C19 C25 . 1.3910(14) ?
C19 C20 . 1.4258(15) ?
C20 C21 . 1.3782(17) ?
C20 H20 . 0.95 ?
C21 C22 . 1.4250(15) ?
C21 H21 . 0.95 ?
C22 C23 . 1.3741(14) ?
C22 H22 . 0.95 ?
C23 C25 . 1.4279(14) ?
C23 C24 . 1.4598(13) ?
C24 N4 . 1.3772(12) ?
C26 C31 . 1.3992(14) ?
C26 C27 . 1.4023(14) ?
C26 N4 . 1.4374(12) ?
C27 C28 . 1.3973(15) ?
C27 C32A . 1.437(16) ?
C27 C32 . 1.598(16) ?
C28 C29 . 1.3838(19) ?
C28 H28 . 0.95 ?
C29 C30 . 1.3856(19) ?
C29 H29 . 0.95 ?
C30 C31 . 1.3974(16) ?
C30 H30 . 0.95 ?
C31 C35 . 1.517(12) ?
C31 C35A . 1.54(2) ?
C32 C33 . 1.534(10) ?
C32 C34 . 1.536(9) ?
C32 H32 . 1.0 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C32A C34A . 1.521(10) ?
C32A C33A . 1.531(10) ?
C32A H32A . 1.0 ?
C33A H33D . 0.98 ?
C33A H33E . 0.98 ?
C33A H33F . 0.98 ?
C34A H34D . 0.98 ?
C34A H34E . 0.98 ?
C34A H34F . 0.98 ?
C35 C36 . 1.532(7) ?
C35 C37 . 1.533(8) ?
C35 H35 . 1.0 ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C35A C36A . 1.506(11) ?
C35A C37A . 1.525(12) ?
C35A H35A . 1.0 ?
C36A H36D . 0.98 ?
C36A H36E . 0.98 ?
C36A H36F . 0.98 ?
C37A H37D . 0.98 ?
C37A H37E . 0.98 ?
C37A H37F . 0.98 ?
C38 C39 . 1.4027(14) ?
C38 C43 . 1.4077(14) ?
C38 N3 . 1.4404(12) ?
C39 C40 . 1.4002(14) ?
C39 C44 . 1.5209(14) ?
C40 C41 . 1.3867(16) ?
C40 H40 . 0.95 ?
C41 C42 . 1.3908(16) ?
C41 H41 . 0.95 ?
C42 C43 . 1.3973(14) ?
C42 H42 . 0.95 ?
C43 C47 . 1.5264(14) ?
C44 C45 . 1.5331(15) ?
C44 C46 . 1.5344(16) ?
C44 H44 . 1.0 ?
C45 H45A . 0.98 ?
C45 H45B . 0.98 ?
C45 H45C . 0.98 ?
C46 H46A . 0.98 ?
C46 H46B . 0.98 ?
C46 H46C . 0.98 ?
C47 C49 . 1.5334(17) ?
C47 C48 . 1.5367(15) ?
C47 H47 . 1.0 ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
C49 H49A . 0.98 ?
C49 H49B . 0.98 ?
C49 H49C . 0.98 ?
Cu1 N1 . 2.0081(9) ?
Cu1 N2 . 2.0224(9) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 B1 C5 . . 111.21(9) ?
C12 B1 C11 . . 109.91(9) ?
C5 B1 C11 . . 109.20(8) ?
C12 B1 C6 . . 110.87(9) ?
C5 B1 C6 . . 106.73(8) ?
C11 B1 C6 . . 108.84(9) ?
N1 C1 C2 . . 123.01(10) ?
N1 C1 H1 . . 118.5 ?
C2 C1 H1 . . 118.5 ?
C3 C2 C1 . . 117.76(10) ?
C3 C2 H2 . . 121.1 ?
C1 C2 H2 . . 121.1 ?
C4 C3 C2 . . 119.37(10) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C5 . . 121.24(10) ?
C3 C4 H4 . . 119.4 ?
C5 C4 H4 . . 119.4 ?
N1 C5 C4 . . 117.90(10) ?
N1 C5 B1 . . 118.13(9) ?
C4 C5 B1 . . 123.95(9) ?
N2 C6 C7 . . 117.89(10) ?
N2 C6 B1 . . 118.31(9) ?
C7 C6 B1 . . 123.80(10) ?
C8 C7 C6 . . 121.66(11) ?
C8 C7 H7 . . 119.2 ?
C6 C7 H7 . . 119.2 ?
C9 C8 C7 . . 118.83(11) ?
C9 C8 H8 . . 120.6 ?
C7 C8 H8 . . 120.6 ?
C10 C9 C8 . . 117.84(11) ?
C10 C9 H9 . . 121.1 ?
C8 C9 H9 . . 121.1 ?
N2 C10 C9 . . 123.50(11) ?
N2 C10 H10 . . 118.3 ?
C9 C10 H10 . . 118.3 ?
B1 C11 H11A . . 109.5 ?
B1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
B1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
B1 C12 H12A . . 109.5 ?
B1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
B1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N4 C13 N3 . . 104.06(8) ?
N4 C13 Cu1 . . 126.57(7) ?
N3 C13 Cu1 . . 129.32(7) ?
C24 C14 N3 . . 106.47(8) ?
C24 C14 C15 . . 109.75(8) ?
N3 C14 C15 . . 143.65(9) ?
C16 C15 C25 . . 118.59(9) ?
C16 C15 C14 . . 137.96(10) ?
C25 C15 C14 . . 103.44(8) ?
C15 C16 C17 . . 118.23(10) ?
C15 C16 H16 . . 120.9 ?
C17 C16 H16 . . 120.9 ?
C18 C17 C16 . . 122.75(10) ?
C18 C17 H17 . . 118.6 ?
C16 C17 H17 . . 118.6 ?
C17 C18 C19 . . 120.12(10) ?
C17 C18 H18 . . 119.9 ?
C19 C18 H18 . . 119.9 ?
C25 C19 C18 . . 116.46(10) ?
C25 C19 C20 . . 116.52(10) ?
C18 C19 C20 . . 127.01(10) ?
C21 C20 C19 . . 120.24(10) ?
C21 C20 H20 . . 119.9 ?
C19 C20 H20 . . 119.9 ?
C20 C21 C22 . . 122.60(10) ?
C20 C21 H21 . . 118.7 ?
C22 C21 H21 . . 118.7 ?
C23 C22 C21 . . 118.02(10) ?
C23 C22 H22 . . 121.0 ?
C21 C22 H22 . . 121.0 ?
C22 C23 C25 . . 119.27(9) ?
C22 C23 C24 . . 137.54(9) ?
C25 C23 C24 . . 103.19(8) ?
C14 C24 N4 . . 107.53(8) ?
C14 C24 C23 . . 110.78(8) ?
N4 C24 C23 . . 141.56(9) ?
C19 C25 C23 . . 123.33(9) ?
C19 C25 C15 . . 123.84(9) ?
C23 C25 C15 . . 112.82(9) ?
C31 C26 C27 . . 123.49(9) ?
C31 C26 N4 . . 117.87(9) ?
C27 C26 N4 . . 118.56(9) ?
C28 C27 C26 . . 117.05(10) ?
C28 C27 C32A . . 118.2(7) ?
C26 C27 C32A . . 124.7(7) ?
C28 C27 C32 . . 124.4(6) ?
C26 C27 C32 . . 118.5(6) ?
C29 C28 C27 . . 120.80(11) ?
C29 C28 H28 . . 119.6 ?
C27 C28 H28 . . 119.6 ?
C28 C29 C30 . . 120.75(11) ?
C28 C29 H29 . . 119.6 ?
C30 C29 H29 . . 119.6 ?
C29 C30 C31 . . 120.92(11) ?
C29 C30 H30 . . 119.5 ?
C31 C30 H30 . . 119.5 ?
C30 C31 C26 . . 116.96(10) ?
C30 C31 C35 . . 122.2(4) ?
C26 C31 C35 . . 120.8(4) ?
C30 C31 C35A . . 118.8(7) ?
C26 C31 C35A . . 123.8(7) ?
C33 C32 C34 . . 109.8(12) ?
C33 C32 C27 . . 109.7(16) ?
C34 C32 C27 . . 108.3(9) ?
C33 C32 H32 . . 109.7 ?
C34 C32 H32 . . 109.7 ?
C27 C32 H32 . . 109.7 ?
C32 C33 H33A . . 109.5 ?
C32 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C32 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C32 C34 H34A . . 109.5 ?
C32 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C32 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C27 C32A C34A . . 112.3(11) ?
C27 C32A C33A . . 115.2(17) ?
C34A C32A C33A . . 111.1(13) ?
C27 C32A H32A . . 105.8 ?
C34A C32A H32A . . 105.8 ?
C33A C32A H32A . . 105.8 ?
C32A C33A H33D . . 109.5 ?
C32A C33A H33E . . 109.5 ?
H33D C33A H33E . . 109.5 ?
C32A C33A H33F . . 109.5 ?
H33D C33A H33F . . 109.5 ?
H33E C33A H33F . . 109.5 ?
C32A C34A H34D . . 109.5 ?
C32A C34A H34E . . 109.5 ?
H34D C34A H34E . . 109.5 ?
C32A C34A H34F . . 109.5 ?
H34D C34A H34F . . 109.5 ?
H34E C34A H34F . . 109.5 ?
C31 C35 C36 . . 108.4(6) ?
C31 C35 C37 . . 112.1(9) ?
C36 C35 C37 . . 109.9(7) ?
C31 C35 H35 . . 108.8 ?
C36 C35 H35 . . 108.8 ?
C37 C35 H35 . . 108.8 ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C35 C37 H37A . . 109.5 ?
C35 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C35 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C36A C35A C37A . . 111.8(12) ?
C36A C35A C31 . . 115.8(12) ?
C37A C35A C31 . . 110.0(13) ?
C36A C35A H35A . . 106.2 ?
C37A C35A H35A . . 106.2 ?
C31 C35A H35A . . 106.2 ?
C35A C36A H36D . . 109.5 ?
C35A C36A H36E . . 109.5 ?
H36D C36A H36E . . 109.5 ?
C35A C36A H36F . . 109.5 ?
H36D C36A H36F . . 109.5 ?
H36E C36A H36F . . 109.5 ?
C35A C37A H37D . . 109.5 ?
C35A C37A H37E . . 109.5 ?
H37D C37A H37E . . 109.5 ?
C35A C37A H37F . . 109.5 ?
H37D C37A H37F . . 109.5 ?
H37E C37A H37F . . 109.5 ?
C39 C38 C43 . . 123.32(9) ?
C39 C38 N3 . . 118.15(9) ?
C43 C38 N3 . . 118.53(9) ?
C40 C39 C38 . . 117.43(9) ?
C40 C39 C44 . . 121.40(9) ?
C38 C39 C44 . . 121.17(9) ?
C41 C40 C39 . . 120.56(10) ?
C41 C40 H40 . . 119.7 ?
C39 C40 H40 . . 119.7 ?
C40 C41 C42 . . 120.69(10) ?
C40 C41 H41 . . 119.7 ?
C42 C41 H41 . . 119.7 ?
C41 C42 C43 . . 121.20(10) ?
C41 C42 H42 . . 119.4 ?
C43 C42 H42 . . 119.4 ?
C42 C43 C38 . . 116.73(9) ?
C42 C43 C47 . . 121.63(9) ?
C38 C43 C47 . . 121.63(9) ?
C39 C44 C45 . . 112.77(9) ?
C39 C44 C46 . . 110.82(9) ?
C45 C44 C46 . . 109.88(9) ?
C39 C44 H44 . . 107.7 ?
C45 C44 H44 . . 107.7 ?
C46 C44 H44 . . 107.7 ?
C44 C45 H45A . . 109.5 ?
C44 C45 H45B . . 109.5 ?
H45A C45 H45B . . 109.5 ?
C44 C45 H45C . . 109.5 ?
H45A C45 H45C . . 109.5 ?
H45B C45 H45C . . 109.5 ?
C44 C46 H46A . . 109.5 ?
C44 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
C44 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
C43 C47 C49 . . 111.86(9) ?
C43 C47 C48 . . 113.31(9) ?
C49 C47 C48 . . 108.24(9) ?
C43 C47 H47 . . 107.7 ?
C49 C47 H47 . . 107.7 ?
C48 C47 H47 . . 107.7 ?
C47 C48 H48A . . 109.5 ?
C47 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C47 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C47 C49 H49A . . 109.5 ?
C47 C49 H49B . . 109.5 ?
H49A C49 H49B . . 109.5 ?
C47 C49 H49C . . 109.5 ?
H49A C49 H49C . . 109.5 ?
H49B C49 H49C . . 109.5 ?
C13 Cu1 N1 . . 133.84(4) ?
C13 Cu1 N2 . . 133.32(4) ?
N1 Cu1 N2 . . 92.71(4) ?
C1 N1 C5 . . 120.57(9) ?
C1 N1 Cu1 . . 120.44(7) ?
C5 N1 Cu1 . . 118.97(7) ?
C10 N2 C6 . . 120.26(9) ?
C10 N2 Cu1 . . 120.81(8) ?
C6 N2 Cu1 . . 117.95(7) ?
C13 N3 C14 . . 110.99(8) ?
C13 N3 C38 . . 124.02(8) ?
C14 N3 C38 . . 124.98(8) ?
C24 N4 C13 . . 110.93(8) ?
C24 N4 C26 . . 123.27(8) ?
C13 N4 C26 . . 125.76(8) ?

_database_code_depnum_ccdc_archive 'CCDC 976577'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_mo_Valentina120912_0m

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H36 B Cu N4'
_chemical_formula_sum            'C35 H36 B Cu N4'
_chemical_formula_weight         587.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_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'

_cell_length_a                   11.5950(5)
_cell_length_b                   11.6113(5)
_cell_length_c                   24.2450(10)
_cell_angle_alpha                95.8960(10)
_cell_angle_beta                 102.6010(10)
_cell_angle_gamma                102.6940(10)
_cell_volume                     3068.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9599
_cell_measurement_theta_min      2.2105
_cell_measurement_theta_max      30.5348

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.271
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.335
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.742
_shelx_estimated_absorpt_T_min   0.789
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_process_details   'Bruker SADABS V2012/1'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'
_diffrn_source                   'fine-focus tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            66941
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.743
_diffrn_reflns_theta_max         30.586
_diffrn_reflns_theta_full        29.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             18417
_reflns_number_gt                12834
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2012.10.0.0'
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0420P)²+0.7503P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         18417
_refine_ls_number_parameters     751
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1045
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.0137(2) 0.33918(19) 0.37530(10) 0.0163(4) Uani 1 1 d . . . . .
B2 B 0.4568(2) 0.1275(2) 0.12653(10) 0.0175(4) Uani 1 1 d . . . . .
C1 C 0.37202(17) 0.64215(16) 0.37489(8) 0.0141(4) Uani 1 1 d . . . . .
C2 C 0.52978(17) 0.79251(17) 0.36658(8) 0.0148(4) Uani 1 1 d . . . . .
C3 C 0.60703(18) 0.90108(17) 0.36454(8) 0.0189(4) Uani 1 1 d . . . . .
H3 H 0.5810 0.9731 0.3665 0.023 Uiso 1 1 calc R U . . .
C4 C 0.72341(19) 0.90005(18) 0.35951(9) 0.0219(4) Uani 1 1 d . . . . .
H4 H 0.7787 0.9729 0.3583 0.026 Uiso 1 1 calc R U . . .
C5 C 0.76130(19) 0.79326(19) 0.35622(9) 0.0214(4) Uani 1 1 d . . . . .
H5 H 0.8413 0.7952 0.3521 0.026 Uiso 1 1 calc R U . . .
C6 C 0.68445(17) 0.68482(18) 0.35884(8) 0.0171(4) Uani 1 1 d . . . . .
H6 H 0.7104 0.6127 0.3569 0.020 Uiso 1 1 calc R U . . .
C7 C 0.56838(17) 0.68646(16) 0.36433(8) 0.0139(4) Uani 1 1 d . . . . .
C8 C 0.33125(17) 0.84098(16) 0.37288(8) 0.0157(4) Uani 1 1 d . . . . .
C9 C 0.30567(17) 0.90024(17) 0.32657(9) 0.0168(4) Uani 1 1 d . . . . .
H9 H 0.3445 0.8923 0.2962 0.020 Uiso 1 1 calc R U . . .
C10 C 0.22264(18) 0.97167(17) 0.32464(9) 0.0188(4) Uani 1 1 d . . . . .
C11 C 0.1672(2) 0.98050(18) 0.37007(10) 0.0235(5) Uani 1 1 d . . . . .
H11 H 0.1093 1.0274 0.3688 0.028 Uiso 1 1 calc R U . . .
C12 C 0.1938(2) 0.92302(18) 0.41718(10) 0.0255(5) Uani 1 1 d . . . . .
C13 C 0.2776(2) 0.85269(17) 0.41822(9) 0.0216(4) Uani 1 1 d . . . . .
H13 H 0.2977 0.8130 0.4500 0.026 Uiso 1 1 calc R U . . .
C14 C 0.1941(2) 1.0365(2) 0.27487(9) 0.0277(5) Uani 1 1 d . . . . .
H14A H 0.2337 1.1219 0.2866 0.041 Uiso 1 1 calc R U . . .
H14B H 0.1056 1.0254 0.2622 0.041 Uiso 1 1 calc R U . . .
H14C H 0.2244 1.0045 0.2434 0.041 Uiso 1 1 calc R U . . .
C15 C 0.1340(3) 0.9368(2) 0.46598(12) 0.0431(7) Uani 1 1 d . . . . .
H15A H 0.1335 1.0208 0.4754 0.065 Uiso 1 1 calc R U . . .
H15B H 0.1797 0.9113 0.4995 0.065 Uiso 1 1 calc R U . . .
H15C H 0.0499 0.8873 0.4547 0.065 Uiso 1 1 calc R U . . .
C16 C 0.47248(16) 0.47585(16) 0.37724(8) 0.0132(4) Uani 1 1 d . . . . .
C17 C 0.50735(16) 0.40397(17) 0.33746(8) 0.0147(4) Uani 1 1 d . . . . .
H17 H 0.5307 0.4346 0.3056 0.018 Uiso 1 1 calc R U . . .
C18 C 0.50747(17) 0.28633(17) 0.34502(8) 0.0165(4) Uani 1 1 d . . . . .
C19 C 0.46889(18) 0.24301(17) 0.39150(9) 0.0187(4) Uani 1 1 d . . . . .
H19 H 0.4670 0.1625 0.3962 0.022 Uiso 1 1 calc R U . . .
C20 C 0.43325(18) 0.31433(17) 0.43091(8) 0.0174(4) Uani 1 1 d . . . . .
C21 C 0.43702(17) 0.43248(17) 0.42380(8) 0.0151(4) Uani 1 1 d . . . . .
H21 H 0.4153 0.4835 0.4509 0.018 Uiso 1 1 calc R U . . .
C22 C 0.54575(19) 0.20516(18) 0.30356(9) 0.0220(4) Uani 1 1 d . . . . .
H22A H 0.5686 0.2486 0.2734 0.033 Uiso 1 1 calc R U . . .
H22B H 0.4777 0.1352 0.2864 0.033 Uiso 1 1 calc R U . . .
H22C H 0.6158 0.1790 0.3240 0.033 Uiso 1 1 calc R U . . .
C23 C 0.3893(2) 0.26545(19) 0.47997(9) 0.0260(5) Uani 1 1 d . . . . .
H23A H 0.3404 0.1829 0.4670 0.039 Uiso 1 1 calc R U . . .
H23B H 0.3393 0.3145 0.4936 0.039 Uiso 1 1 calc R U . . .
H23C H 0.4597 0.2671 0.5112 0.039 Uiso 1 1 calc R U . . .
C24 C 0.01271(19) 0.62072(18) 0.30472(8) 0.0195(4) Uani 1 1 d . . . . .
H24 H 0.0713 0.6928 0.3056 0.023 Uiso 1 1 calc R U . . .
C25 C -0.10389(19) 0.6046(2) 0.27146(9) 0.0225(4) Uani 1 1 d . . . . .
H25 H -0.1256 0.6641 0.2501 0.027 Uiso 1 1 calc R U . . .
C26 C -0.18860(19) 0.4988(2) 0.27017(9) 0.0230(4) Uani 1 1 d . . . . .
H26 H -0.2695 0.4835 0.2471 0.028 Uiso 1 1 calc R U . . .
C27 C -0.15353(18) 0.41591(19) 0.30293(8) 0.0198(4) Uani 1 1 d . . . . .
H27 H -0.2117 0.3437 0.3024 0.024 Uiso 1 1 calc R U . . .
C28 C -0.03375(17) 0.43548(17) 0.33719(8) 0.0157(4) Uani 1 1 d . . . . .
C29 C 0.07886(17) 0.40422(17) 0.44165(8) 0.0156(4) Uani 1 1 d . . . . .
C30 C 0.04543(18) 0.36041(18) 0.48939(8) 0.0179(4) Uani 1 1 d . . . . .
H30 H -0.0189 0.2902 0.4834 0.022 Uiso 1 1 calc R U . . .
C31 C 0.10318(18) 0.41622(19) 0.54458(9) 0.0204(4) Uani 1 1 d . . . . .
H31 H 0.0783 0.3857 0.5762 0.024 Uiso 1 1 calc R U . . .
C32 C 0.19853(18) 0.51797(18) 0.55327(9) 0.0192(4) Uani 1 1 d . . . . .
H32 H 0.2404 0.5586 0.5907 0.023 Uiso 1 1 calc R U . . .
C33 C 0.23013(17) 0.55771(18) 0.50581(8) 0.0174(4) Uani 1 1 d . . . . .
H33 H 0.2957 0.6267 0.5114 0.021 Uiso 1 1 calc R U . . .
C34 C 0.11766(19) 0.29576(18) 0.34765(9) 0.0204(4) Uani 1 1 d . . . . .
H34A H 0.0801 0.2546 0.3083 0.031 Uiso 1 1 calc R U . . .
H34B H 0.1521 0.2411 0.3707 0.031 Uiso 1 1 calc R U . . .
H34C H 0.1827 0.3657 0.3475 0.031 Uiso 1 1 calc R U . . .
C35 C -0.0968(2) 0.22318(18) 0.37383(9) 0.0232(4) Uani 1 1 d . . . . .
H35A H -0.1583 0.2491 0.3906 0.035 Uiso 1 1 calc R U . . .
H35B H -0.0640 0.1663 0.3959 0.035 Uiso 1 1 calc R U . . .
H35C H -0.1344 0.1846 0.3341 0.035 Uiso 1 1 calc R U . . .
C36 C 0.76514(16) 0.47651(16) 0.12092(8) 0.0131(4) Uani 1 1 d . . . . .
C37 C 0.82077(17) 0.68126(16) 0.12974(8) 0.0139(4) Uani 1 1 d . . . . .
C38 C 0.82477(18) 0.80221(17) 0.13410(8) 0.0175(4) Uani 1 1 d . . . . .
H38 H 0.7548 0.8309 0.1359 0.021 Uiso 1 1 calc R U . . .
C39 C 0.93612(19) 0.87935(18) 0.13575(9) 0.0224(4) Uani 1 1 d . . . . .
H39 H 0.9423 0.9628 0.1383 0.027 Uiso 1 1 calc R U . . .
C40 C 1.03919(19) 0.83689(18) 0.13375(10) 0.0239(5) Uani 1 1 d . . . . .
H40 H 1.1139 0.8922 0.1351 0.029 Uiso 1 1 calc R U . . .
C41 C 1.03509(18) 0.71645(18) 0.12981(9) 0.0206(4) Uani 1 1 d . . . . .
H41 H 1.1053 0.6879 0.1284 0.025 Uiso 1 1 calc R U . . .
C42 C 0.92389(17) 0.63885(17) 0.12804(8) 0.0158(4) Uani 1 1 d . . . . .
C43 C 0.60115(16) 0.57926(16) 0.12354(8) 0.0126(4) Uani 1 1 d . . . . .
C44 C 0.50957(17) 0.50987(16) 0.07804(8) 0.0143(4) Uani 1 1 d . . . . .
H44 H 0.5299 0.4660 0.0478 0.017 Uiso 1 1 calc R U . . .
C45 C 0.38755(17) 0.50464(17) 0.07665(8) 0.0154(4) Uani 1 1 d . . . . .
C46 C 0.36139(18) 0.57177(17) 0.12094(8) 0.0173(4) Uani 1 1 d . . . . .
H46 H 0.2786 0.5696 0.1199 0.021 Uiso 1 1 calc R U . . .
C47 C 0.45248(18) 0.64222(17) 0.16690(8) 0.0168(4) Uani 1 1 d . . . . .
C48 C 0.57354(17) 0.64540(16) 0.16825(8) 0.0153(4) Uani 1 1 d . . . . .
H48 H 0.6371 0.6921 0.1993 0.018 Uiso 1 1 calc R U . . .
C49 C 0.28702(18) 0.4267(2) 0.02801(9) 0.0234(4) Uani 1 1 d . . . . .
H49A H 0.2133 0.4004 0.0416 0.035 Uiso 1 1 calc R U . . .
H49B H 0.3131 0.3567 0.0141 0.035 Uiso 1 1 calc R U . . .
H49C H 0.2695 0.4725 -0.0032 0.035 Uiso 1 1 calc R U . . .
C50 C 0.4191(2) 0.71136(19) 0.21485(9) 0.0245(5) Uani 1 1 d . . . . .
H50A H 0.4934 0.7635 0.2408 0.037 Uiso 1 1 calc R U . . .
H50B H 0.3774 0.6553 0.2360 0.037 Uiso 1 1 calc R U . . .
H50C H 0.3650 0.7601 0.1988 0.037 Uiso 1 1 calc R U . . .
C51 C 0.96541(17) 0.43448(17) 0.12507(8) 0.0146(4) Uani 1 1 d . . . . .
C52 C 1.06258(17) 0.45228(17) 0.17249(8) 0.0150(4) Uani 1 1 d . . . . .
H52 H 1.0786 0.5187 0.2018 0.018 Uiso 1 1 calc R U . . .
C53 C 1.13674(17) 0.37245(17) 0.17699(8) 0.0161(4) Uani 1 1 d . . . . .
C54 C 1.10924(18) 0.27468(18) 0.13333(9) 0.0189(4) Uani 1 1 d . . . . .
H54 H 1.1580 0.2186 0.1365 0.023 Uiso 1 1 calc R U . . .
C55 C 1.01258(18) 0.25733(18) 0.08546(9) 0.0209(4) Uani 1 1 d . . . . .
C56 C 0.93960(18) 0.33894(18) 0.08122(9) 0.0195(4) Uani 1 1 d . . . . .
H56 H 0.8733 0.3290 0.0488 0.023 Uiso 1 1 calc R U . . .
C57 C 1.24474(18) 0.39217(19) 0.22772(9) 0.0199(4) Uani 1 1 d . . . . .
H57A H 1.3202 0.4225 0.2161 0.030 Uiso 1 1 calc R U . . .
H57B H 1.2468 0.3163 0.2418 0.030 Uiso 1 1 calc R U . . .
H57C H 1.2374 0.4505 0.2582 0.030 Uiso 1 1 calc R U . . .
C58 C 0.9864(2) 0.1520(2) 0.03832(11) 0.0337(6) Uani 1 1 d . . . . .
H58A H 1.0615 0.1262 0.0385 0.051 Uiso 1 1 calc R U . . .
H58B H 0.9566 0.1758 0.0013 0.051 Uiso 1 1 calc R U . . .
H58C H 0.9243 0.0860 0.0447 0.051 Uiso 1 1 calc R U . . .
C59 C 0.80117(19) 0.17673(18) 0.18952(8) 0.0190(4) Uani 1 1 d . . . . .
H59 H 0.8723 0.2352 0.1890 0.023 Uiso 1 1 calc R U . . .
C60 C 0.8147(2) 0.08266(18) 0.21851(9) 0.0219(4) Uani 1 1 d . . . . .
H60 H 0.8934 0.0754 0.2370 0.026 Uiso 1 1 calc R U . . .
C61 C 0.7099(2) -0.00134(18) 0.21997(9) 0.0219(4) Uani 1 1 d . . . . .
H61 H 0.7154 -0.0667 0.2401 0.026 Uiso 1 1 calc R U . . .
C62 C 0.59760(19) 0.01178(17) 0.19158(8) 0.0181(4) Uani 1 1 d . . . . .
H62 H 0.5259 -0.0455 0.1925 0.022 Uiso 1 1 calc R U . . .
C63 C 0.58652(17) 0.10778(16) 0.16136(8) 0.0144(4) Uani 1 1 d . . . . .
C64 C 0.45911(17) 0.13150(17) 0.05939(9) 0.0160(4) Uani 1 1 d . . . . .
C65 C 0.37061(18) 0.05742(17) 0.01289(9) 0.0201(4) Uani 1 1 d . . . . .
H65 H 0.3064 -0.0010 0.0200 0.024 Uiso 1 1 calc R U . . .
C66 C 0.37456(19) 0.06727(18) -0.04285(9) 0.0223(4) Uani 1 1 d . . . . .
H66 H 0.3145 0.0155 -0.0737 0.027 Uiso 1 1 calc R U . . .
C67 C 0.46717(19) 0.15366(18) -0.05338(9) 0.0210(4) Uani 1 1 d . . . . .
H67 H 0.4716 0.1633 -0.0914 0.025 Uiso 1 1 calc R U . . .
C68 C 0.55236(18) 0.22499(17) -0.00697(8) 0.0168(4) Uani 1 1 d . . . . .
H68 H 0.6163 0.2842 -0.0138 0.020 Uiso 1 1 calc R U . . .
C69 C 0.34180(19) 0.0232(2) 0.13166(10) 0.0275(5) Uani 1 1 d . . . . .
H69A H 0.3500 -0.0549 0.1158 0.041 Uiso 1 1 calc R U . . .
H69B H 0.2656 0.0376 0.1103 0.041 Uiso 1 1 calc R U . . .
H69C H 0.3407 0.0241 0.1720 0.041 Uiso 1 1 calc R U . . .
C70 C 0.44217(19) 0.25851(18) 0.15339(9) 0.0213(4) Uani 1 1 d . . . . .
H70A H 0.3756 0.2801 0.1275 0.032 Uiso 1 1 calc R U . . .
H70B H 0.5184 0.3193 0.1579 0.032 Uiso 1 1 calc R U . . .
H70C H 0.4238 0.2538 0.1908 0.032 Uiso 1 1 calc R U . . .
Cu1 Cu 0.21844(2) 0.56778(2) 0.38364(2) 0.01482(6) Uani 1 1 d . . . . .
Cu2 Cu 0.67823(2) 0.31772(2) 0.11395(2) 0.01391(6) Uani 1 1 d . . . . .
N1 N 0.47022(14) 0.59715(13) 0.37012(7) 0.0126(3) Uani 1 1 d . . . . .
N2 N 0.41102(14) 0.76184(13) 0.37270(7) 0.0145(3) Uani 1 1 d . . . . .
N3 N 0.04825(15) 0.53941(14) 0.33620(7) 0.0160(3) Uani 1 1 d . . . . .
N4 N 0.17302(14) 0.50405(14) 0.45162(7) 0.0147(3) Uani 1 1 d . . . . .
N5 N 0.88637(14) 0.51498(14) 0.12263(7) 0.0136(3) Uani 1 1 d . . . . .
N6 N 0.72570(13) 0.57954(13) 0.12516(7) 0.0123(3) Uani 1 1 d . . . . .
N7 N 0.54977(14) 0.21510(14) 0.04783(7) 0.0146(3) Uani 1 1 d . . . . .
N8 N 0.69130(14) 0.18979(14) 0.16180(7) 0.0153(3) 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 C28 1.633(3) . ?
B1 C35 1.634(3) . ?
B1 C29 1.643(3) . ?
B1 C34 1.645(3) . ?
B2 C69 1.629(3) . ?
B2 C63 1.632(3) . ?
B2 C64 1.639(3) . ?
B2 C70 1.651(3) . ?
C1 N2 1.374(2) . ?
C1 N1 1.374(2) . ?
C1 Cu1 1.8678(19) . ?
C2 C3 1.389(3) . ?
C2 N2 1.389(2) . ?
C2 C7 1.400(3) . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.385(3) . ?
C6 H6 0.9500 . ?
C7 N1 1.404(2) . ?
C8 C13 1.385(3) . ?
C8 C9 1.388(3) . ?
C8 N2 1.440(2) . ?
C9 C10 1.399(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(3) . ?
C10 C14 1.501(3) . ?
C11 C12 1.392(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.398(3) . ?
C12 C15 1.508(3) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C21 1.388(3) . ?
C16 C17 1.394(3) . ?
C16 N1 1.442(2) . ?
C17 C18 1.397(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.400(3) . ?
C18 C22 1.510(3) . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.393(3) . ?
C20 C23 1.507(3) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 N3 1.351(2) . ?
C24 C25 1.377(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.387(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.382(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.411(3) . ?
C27 H27 0.9500 . ?
C28 N3 1.368(2) . ?
C29 N4 1.366(2) . ?
C29 C30 1.407(3) . ?
C30 C31 1.378(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.391(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.375(3) . ?
C32 H32 0.9500 . ?
C33 N4 1.350(2) . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 N5 1.368(2) . ?
C36 N6 1.374(2) . ?
C36 Cu2 1.8678(19) . ?
C37 C38 1.387(3) . ?
C37 C42 1.396(3) . ?
C37 N6 1.404(2) . ?
C38 C39 1.390(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.397(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.381(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.390(3) . ?
C41 H41 0.9500 . ?
C42 N5 1.392(2) . ?
C43 C44 1.387(3) . ?
C43 C48 1.398(3) . ?
C43 N6 1.435(2) . ?
C44 C45 1.396(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.388(3) . ?
C45 C49 1.512(3) . ?
C46 C47 1.395(3) . ?
C46 H46 0.9500 . ?
C47 C48 1.389(3) . ?
C47 C50 1.512(3) . ?
C48 H48 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 C52 1.385(3) . ?
C51 C56 1.387(3) . ?
C51 N5 1.443(2) . ?
C52 C53 1.393(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.399(3) . ?
C53 C57 1.509(3) . ?
C54 C55 1.389(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.400(3) . ?
C55 C58 1.514(3) . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 N8 1.353(2) . ?
C59 C60 1.377(3) . ?
C59 H59 0.9500 . ?
C60 C61 1.391(3) . ?
C60 H60 0.9500 . ?
C61 C62 1.382(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.409(3) . ?
C62 H62 0.9500 . ?
C63 N8 1.366(2) . ?
C64 N7 1.365(2) . ?
C64 C65 1.404(3) . ?
C65 C66 1.378(3) . ?
C65 H65 0.9500 . ?
C66 C67 1.387(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.375(3) . ?
C67 H67 0.9500 . ?
C68 N7 1.351(2) . ?
C68 H68 0.9500 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
Cu1 N3 1.9929(16) . ?
Cu1 N4 1.9997(16) . ?
Cu2 N8 1.9879(16) . ?
Cu2 N7 1.9985(16) . ?

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
C28 B1 C35 112.05(17) . . ?
C28 B1 C29 110.05(16) . . ?
C35 B1 C29 110.16(16) . . ?
C28 B1 C34 106.73(16) . . ?
C35 B1 C34 109.56(16) . . ?
C29 B1 C34 108.16(16) . . ?
C69 B2 C63 111.55(17) . . ?
C69 B2 C64 110.85(17) . . ?
C63 B2 C64 109.03(16) . . ?
C69 B2 C70 109.08(17) . . ?
C63 B2 C70 108.72(16) . . ?
C64 B2 C70 107.51(16) . . ?
N2 C1 N1 104.18(15) . . ?
N2 C1 Cu1 124.76(13) . . ?
N1 C1 Cu1 131.05(14) . . ?
C3 C2 N2 132.47(18) . . ?
C3 C2 C7 121.44(18) . . ?
N2 C2 C7 106.05(16) . . ?
C4 C3 C2 117.32(18) . . ?
C4 C3 H3 121.3 . . ?
C2 C3 H3 121.3 . . ?
C3 C4 C5 121.19(19) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 121.50(19) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C7 C6 C5 117.10(18) . . ?
C7 C6 H6 121.5 . . ?
C5 C6 H6 121.5 . . ?
C6 C7 C2 121.44(18) . . ?
C6 C7 N1 132.63(17) . . ?
C2 C7 N1 105.91(16) . . ?
C13 C8 C9 121.23(18) . . ?
C13 C8 N2 119.32(17) . . ?
C9 C8 N2 119.39(17) . . ?
C8 C9 C10 119.94(18) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 118.19(19) . . ?
C11 C10 C14 121.23(18) . . ?
C9 C10 C14 120.58(19) . . ?
C12 C11 C10 122.29(19) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 118.40(19) . . ?
C11 C12 C15 120.7(2) . . ?
C13 C12 C15 120.9(2) . . ?
C8 C13 C12 119.94(19) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C21 C16 C17 121.28(17) . . ?
C21 C16 N1 118.36(16) . . ?
C17 C16 N1 120.35(17) . . ?
C16 C17 C18 119.20(18) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C19 118.86(18) . . ?
C17 C18 C22 121.33(18) . . ?
C19 C18 C22 119.80(17) . . ?
C20 C19 C18 121.94(18) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C21 118.58(18) . . ?
C19 C20 C23 121.23(18) . . ?
C21 C20 C23 120.18(18) . . ?
C16 C21 C20 120.10(18) . . ?
C16 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 C25 123.5(2) . . ?
N3 C24 H24 118.3 . . ?
C25 C24 H24 118.3 . . ?
C24 C25 C26 117.87(19) . . ?
C24 C25 H25 121.1 . . ?
C26 C25 H25 121.1 . . ?
C27 C26 C25 119.05(19) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 C28 121.8(2) . . ?
C26 C27 H27 119.1 . . ?
C28 C27 H27 119.1 . . ?
N3 C28 C27 117.52(18) . . ?
N3 C28 B1 118.50(16) . . ?
C27 C28 B1 123.92(18) . . ?
N4 C29 C30 117.69(17) . . ?
N4 C29 B1 118.83(16) . . ?
C30 C29 B1 123.45(17) . . ?
C31 C30 C29 121.97(19) . . ?
C31 C30 H30 119.0 . . ?
C29 C30 H30 119.0 . . ?
C30 C31 C32 118.91(19) . . ?
C30 C31 H31 120.5 . . ?
C32 C31 H31 120.5 . . ?
C33 C32 C31 117.75(19) . . ?
C33 C32 H32 121.1 . . ?
C31 C32 H32 121.1 . . ?
N4 C33 C32 123.57(18) . . ?
N4 C33 H33 118.2 . . ?
C32 C33 H33 118.2 . . ?
B1 C34 H34A 109.5 . . ?
B1 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
B1 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
B1 C35 H35A 109.5 . . ?
B1 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
B1 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N5 C36 N6 104.36(15) . . ?
N5 C36 Cu2 126.00(13) . . ?
N6 C36 Cu2 129.64(14) . . ?
C38 C37 C42 121.78(18) . . ?
C38 C37 N6 132.44(17) . . ?
C42 C37 N6 105.77(16) . . ?
C37 C38 C39 116.77(18) . . ?
C37 C38 H38 121.6 . . ?
C39 C38 H38 121.6 . . ?
C38 C39 C40 121.46(19) . . ?
C38 C39 H39 119.3 . . ?
C40 C39 H39 119.3 . . ?
C41 C40 C39 121.61(19) . . ?
C41 C40 H40 119.2 . . ?
C39 C40 H40 119.2 . . ?
C40 C41 C42 117.18(19) . . ?
C40 C41 H41 121.4 . . ?
C42 C41 H41 121.4 . . ?
C41 C42 N5 132.58(18) . . ?
C41 C42 C37 121.19(18) . . ?
N5 C42 C37 106.19(16) . . ?
C44 C43 C48 121.07(17) . . ?
C44 C43 N6 118.92(16) . . ?
C48 C43 N6 119.98(16) . . ?
C43 C44 C45 119.93(18) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C46 C45 C44 118.44(18) . . ?
C46 C45 C49 121.28(17) . . ?
C44 C45 C49 120.28(18) . . ?
C45 C46 C47 122.29(18) . . ?
C45 C46 H46 118.9 . . ?
C47 C46 H46 118.9 . . ?
C48 C47 C46 118.76(18) . . ?
C48 C47 C50 120.94(18) . . ?
C46 C47 C50 120.28(18) . . ?
C47 C48 C43 119.49(18) . . ?
C47 C48 H48 120.3 . . ?
C43 C48 H48 120.3 . . ?
C45 C49 H49A 109.5 . . ?
C45 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C45 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C52 C51 C56 121.74(17) . . ?
C52 C51 N5 118.79(17) . . ?
C56 C51 N5 119.42(17) . . ?
C51 C52 C53 119.78(18) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C52 C53 C54 118.51(18) . . ?
C52 C53 C57 120.43(18) . . ?
C54 C53 C57 121.07(17) . . ?
C55 C54 C53 121.81(18) . . ?
C55 C54 H54 119.1 . . ?
C53 C54 H54 119.1 . . ?
C54 C55 C56 119.05(18) . . ?
C54 C55 C58 120.67(18) . . ?
C56 C55 C58 120.28(19) . . ?
C51 C56 C55 119.10(18) . . ?
C51 C56 H56 120.5 . . ?
C55 C56 H56 120.5 . . ?
C53 C57 H57A 109.5 . . ?
C53 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C53 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
N8 C59 C60 123.09(19) . . ?
N8 C59 H59 118.5 . . ?
C60 C59 H59 118.5 . . ?
C59 C60 C61 118.05(19) . . ?
C59 C60 H60 121.0 . . ?
C61 C60 H60 121.0 . . ?
C62 C61 C60 118.91(19) . . ?
C62 C61 H61 120.5 . . ?
C60 C61 H61 120.5 . . ?
C61 C62 C63 121.84(19) . . ?
C61 C62 H62 119.1 . . ?
C63 C62 H62 119.1 . . ?
N8 C63 C62 117.60(17) . . ?
N8 C63 B2 118.23(16) . . ?
C62 C63 B2 124.18(17) . . ?
N7 C64 C65 117.89(18) . . ?
N7 C64 B2 118.04(16) . . ?
C65 C64 B2 124.01(17) . . ?
C66 C65 C64 121.65(19) . . ?
C66 C65 H65 119.2 . . ?
C64 C65 H65 119.2 . . ?
C65 C66 C67 119.24(19) . . ?
C65 C66 H66 120.4 . . ?
C67 C66 H66 120.4 . . ?
C68 C67 C66 117.75(19) . . ?
C68 C67 H67 121.1 . . ?
C66 C67 H67 121.1 . . ?
N7 C68 C67 123.35(19) . . ?
N7 C68 H68 118.3 . . ?
C67 C68 H68 118.3 . . ?
B2 C69 H69A 109.5 . . ?
B2 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
B2 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
B2 C70 H70A 109.5 . . ?
B2 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
B2 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C1 Cu1 N3 134.32(7) . . ?
C1 Cu1 N4 129.27(7) . . ?
N3 Cu1 N4 96.14(6) . . ?
C36 Cu2 N8 133.95(7) . . ?
C36 Cu2 N7 129.41(7) . . ?
N8 Cu2 N7 96.28(6) . . ?
C1 N1 C7 111.58(15) . . ?
C1 N1 C16 122.05(15) . . ?
C7 N1 C16 125.98(15) . . ?
C1 N2 C2 112.26(15) . . ?
C1 N2 C8 121.81(16) . . ?
C2 N2 C8 125.79(15) . . ?
C24 N3 C28 120.23(17) . . ?
C24 N3 Cu1 121.66(14) . . ?
C28 N3 Cu1 118.09(13) . . ?
C33 N4 C29 120.09(17) . . ?
C33 N4 Cu1 122.29(13) . . ?
C29 N4 Cu1 117.61(13) . . ?
C36 N5 C42 112.09(15) . . ?
C36 N5 C51 122.03(15) . . ?
C42 N5 C51 125.52(15) . . ?
C36 N6 C37 111.58(15) . . ?
C36 N6 C43 122.70(15) . . ?
C37 N6 C43 125.70(15) . . ?
C68 N7 C64 120.10(16) . . ?
C68 N7 Cu2 121.94(13) . . ?
C64 N7 Cu2 117.94(13) . . ?
C59 N8 C63 120.50(17) . . ?
C59 N8 Cu2 121.24(14) . . ?
C63 N8 Cu2 117.94(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C2 C3 C4 178.2(2) . . . . ?
C7 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C4 C5 C6 C7 0.6(3) . . . . ?
C5 C6 C7 C2 0.6(3) . . . . ?
C5 C6 C7 N1 -177.50(19) . . . . ?
C3 C2 C7 C6 -1.3(3) . . . . ?
N2 C2 C7 C6 -179.39(17) . . . . ?
C3 C2 C7 N1 177.26(17) . . . . ?
N2 C2 C7 N1 -0.8(2) . . . . ?
C13 C8 C9 C10 -1.2(3) . . . . ?
N2 C8 C9 C10 176.15(17) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C8 C9 C10 C14 179.92(19) . . . . ?
C9 C10 C11 C12 1.4(3) . . . . ?
C14 C10 C11 C12 -178.8(2) . . . . ?
C10 C11 C12 C13 -1.1(3) . . . . ?
C10 C11 C12 C15 178.7(2) . . . . ?
C9 C8 C13 C12 1.5(3) . . . . ?
N2 C8 C13 C12 -175.80(19) . . . . ?
C11 C12 C13 C8 -0.4(3) . . . . ?
C15 C12 C13 C8 179.8(2) . . . . ?
C21 C16 C17 C18 -0.5(3) . . . . ?
N1 C16 C17 C18 -179.30(16) . . . . ?
C16 C17 C18 C19 1.9(3) . . . . ?
C16 C17 C18 C22 -179.32(17) . . . . ?
C17 C18 C19 C20 -1.5(3) . . . . ?
C22 C18 C19 C20 179.75(18) . . . . ?
C18 C19 C20 C21 -0.4(3) . . . . ?
C18 C19 C20 C23 178.63(19) . . . . ?
C17 C16 C21 C20 -1.4(3) . . . . ?
N1 C16 C21 C20 177.43(16) . . . . ?
C19 C20 C21 C16 1.8(3) . . . . ?
C23 C20 C21 C16 -177.23(18) . . . . ?
N3 C24 C25 C26 -0.4(3) . . . . ?
C24 C25 C26 C27 1.4(3) . . . . ?
C25 C26 C27 C28 -0.6(3) . . . . ?
C26 C27 C28 N3 -1.1(3) . . . . ?
C26 C27 C28 B1 -178.20(18) . . . . ?
C35 B1 C28 N3 177.60(16) . . . . ?
C29 B1 C28 N3 54.7(2) . . . . ?
C34 B1 C28 N3 -62.5(2) . . . . ?
C35 B1 C28 C27 -5.4(3) . . . . ?
C29 B1 C28 C27 -128.29(19) . . . . ?
C34 B1 C28 C27 114.6(2) . . . . ?
C28 B1 C29 N4 -55.3(2) . . . . ?
C35 B1 C29 N4 -179.38(16) . . . . ?
C34 B1 C29 N4 60.9(2) . . . . ?
C28 B1 C29 C30 126.74(19) . . . . ?
C35 B1 C29 C30 2.7(3) . . . . ?
C34 B1 C29 C30 -117.0(2) . . . . ?
N4 C29 C30 C31 1.1(3) . . . . ?
B1 C29 C30 C31 179.04(18) . . . . ?
C29 C30 C31 C32 -0.9(3) . . . . ?
C30 C31 C32 C33 0.1(3) . . . . ?
C31 C32 C33 N4 0.6(3) . . . . ?
C42 C37 C38 C39 1.0(3) . . . . ?
N6 C37 C38 C39 -177.6(2) . . . . ?
C37 C38 C39 C40 -0.7(3) . . . . ?
C38 C39 C40 C41 0.3(3) . . . . ?
C39 C40 C41 C42 -0.2(3) . . . . ?
C40 C41 C42 N5 177.9(2) . . . . ?
C40 C41 C42 C37 0.5(3) . . . . ?
C38 C37 C42 C41 -1.0(3) . . . . ?
N6 C37 C42 C41 177.97(18) . . . . ?
C38 C37 C42 N5 -178.98(17) . . . . ?
N6 C37 C42 N5 0.0(2) . . . . ?
C48 C43 C44 C45 -0.5(3) . . . . ?
N6 C43 C44 C45 177.58(16) . . . . ?
C43 C44 C45 C46 1.2(3) . . . . ?
C43 C44 C45 C49 -178.38(17) . . . . ?
C44 C45 C46 C47 -1.0(3) . . . . ?
C49 C45 C46 C47 178.54(18) . . . . ?
C45 C46 C47 C48 0.1(3) . . . . ?
C45 C46 C47 C50 -178.50(18) . . . . ?
C46 C47 C48 C43 0.6(3) . . . . ?
C50 C47 C48 C43 179.23(18) . . . . ?
C44 C43 C48 C47 -0.4(3) . . . . ?
N6 C43 C48 C47 -178.48(16) . . . . ?
C56 C51 C52 C53 -0.4(3) . . . . ?
N5 C51 C52 C53 177.05(17) . . . . ?
C51 C52 C53 C54 -0.9(3) . . . . ?
C51 C52 C53 C57 178.57(18) . . . . ?
C52 C53 C54 C55 1.6(3) . . . . ?
C57 C53 C54 C55 -177.88(19) . . . . ?
C53 C54 C55 C56 -1.0(3) . . . . ?
C53 C54 C55 C58 178.8(2) . . . . ?
C52 C51 C56 C55 1.0(3) . . . . ?
N5 C51 C56 C55 -176.38(18) . . . . ?
C54 C55 C56 C51 -0.3(3) . . . . ?
C58 C55 C56 C51 179.9(2) . . . . ?
N8 C59 C60 C61 -1.1(3) . . . . ?
C59 C60 C61 C62 1.2(3) . . . . ?
C60 C61 C62 C63 -0.1(3) . . . . ?
C61 C62 C63 N8 -1.2(3) . . . . ?
C61 C62 C63 B2 179.40(18) . . . . ?
C69 B2 C63 N8 -178.82(17) . . . . ?
C64 B2 C63 N8 58.4(2) . . . . ?
C70 B2 C63 N8 -58.5(2) . . . . ?
C69 B2 C63 C62 0.6(3) . . . . ?
C64 B2 C63 C62 -122.15(19) . . . . ?
C70 B2 C63 C62 120.92(19) . . . . ?
C69 B2 C64 N7 179.48(17) . . . . ?
C63 B2 C64 N7 -57.4(2) . . . . ?
C70 B2 C64 N7 60.3(2) . . . . ?
C69 B2 C64 C65 2.2(3) . . . . ?
C63 B2 C64 C65 125.40(19) . . . . ?
C70 B2 C64 C65 -116.9(2) . . . . ?
N7 C64 C65 C66 0.5(3) . . . . ?
B2 C64 C65 C66 177.72(18) . . . . ?
C64 C65 C66 C67 -1.0(3) . . . . ?
C65 C66 C67 C68 0.8(3) . . . . ?
C66 C67 C68 N7 -0.2(3) . . . . ?
N2 C1 Cu1 N3 64.6(2) . . . . ?
N1 C1 Cu1 N3 -116.47(17) . . . . ?
N2 C1 Cu1 N4 -107.86(16) . . . . ?
N1 C1 Cu1 N4 71.1(2) . . . . ?
N5 C36 Cu2 N8 61.9(2) . . . . ?
N6 C36 Cu2 N8 -118.48(16) . . . . ?
N5 C36 Cu2 N7 -109.62(16) . . . . ?
N6 C36 Cu2 N7 70.0(2) . . . . ?
N2 C1 N1 C7 -0.7(2) . . . . ?
Cu1 C1 N1 C7 -179.81(14) . . . . ?
N2 C1 N1 C16 172.58(16) . . . . ?
Cu1 C1 N1 C16 -6.5(3) . . . . ?
C6 C7 N1 C1 179.3(2) . . . . ?
C2 C7 N1 C1 1.0(2) . . . . ?
C6 C7 N1 C16 6.3(3) . . . . ?
C2 C7 N1 C16 -171.99(17) . . . . ?
C21 C16 N1 C1 -46.8(2) . . . . ?
C17 C16 N1 C1 131.99(19) . . . . ?
C21 C16 N1 C7 125.5(2) . . . . ?
C17 C16 N1 C7 -55.7(3) . . . . ?
N1 C1 N2 C2 0.2(2) . . . . ?
Cu1 C1 N2 C2 179.34(13) . . . . ?
N1 C1 N2 C8 176.18(16) . . . . ?
Cu1 C1 N2 C8 -4.7(3) . . . . ?
C3 C2 N2 C1 -177.4(2) . . . . ?
C7 C2 N2 C1 0.4(2) . . . . ?
C3 C2 N2 C8 6.8(3) . . . . ?
C7 C2 N2 C8 -175.39(17) . . . . ?
C13 C8 N2 C1 58.5(3) . . . . ?
C9 C8 N2 C1 -118.9(2) . . . . ?
C13 C8 N2 C2 -126.1(2) . . . . ?
C9 C8 N2 C2 56.6(3) . . . . ?
C25 C24 N3 C28 -1.4(3) . . . . ?
C25 C24 N3 Cu1 -179.93(15) . . . . ?
C27 C28 N3 C24 2.1(3) . . . . ?
B1 C28 N3 C24 179.33(17) . . . . ?
C27 C28 N3 Cu1 -179.31(13) . . . . ?
B1 C28 N3 Cu1 -2.1(2) . . . . ?
C32 C33 N4 C29 -0.4(3) . . . . ?
C32 C33 N4 Cu1 178.02(15) . . . . ?
C30 C29 N4 C33 -0.4(3) . . . . ?
B1 C29 N4 C33 -178.45(16) . . . . ?
C30 C29 N4 Cu1 -178.95(13) . . . . ?
B1 C29 N4 Cu1 3.0(2) . . . . ?
N6 C36 N5 C42 0.3(2) . . . . ?
Cu2 C36 N5 C42 179.98(14) . . . . ?
N6 C36 N5 C51 173.67(16) . . . . ?
Cu2 C36 N5 C51 -6.6(3) . . . . ?
C41 C42 N5 C36 -177.8(2) . . . . ?
C37 C42 N5 C36 -0.1(2) . . . . ?
C41 C42 N5 C51 9.0(3) . . . . ?
C37 C42 N5 C51 -173.27(17) . . . . ?
C52 C51 N5 C36 -117.5(2) . . . . ?
C56 C51 N5 C36 60.0(3) . . . . ?
C52 C51 N5 C42 55.0(3) . . . . ?
C56 C51 N5 C42 -127.5(2) . . . . ?
N5 C36 N6 C37 -0.3(2) . . . . ?
Cu2 C36 N6 C37 180.00(14) . . . . ?
N5 C36 N6 C43 178.32(16) . . . . ?
Cu2 C36 N6 C43 -1.4(3) . . . . ?
C38 C37 N6 C36 179.0(2) . . . . ?
C42 C37 N6 C36 0.2(2) . . . . ?
C38 C37 N6 C43 0.4(3) . . . . ?
C42 C37 N6 C43 -178.34(17) . . . . ?
C44 C43 N6 C36 -53.6(2) . . . . ?
C48 C43 N6 C36 124.52(19) . . . . ?
C44 C43 N6 C37 124.8(2) . . . . ?
C48 C43 N6 C37 -57.1(2) . . . . ?
C67 C68 N7 C64 -0.3(3) . . . . ?
C67 C68 N7 Cu2 178.25(14) . . . . ?
C65 C64 N7 C68 0.2(3) . . . . ?
B2 C64 N7 C68 -177.24(16) . . . . ?
C65 C64 N7 Cu2 -178.43(13) . . . . ?
B2 C64 N7 Cu2 4.1(2) . . . . ?
C60 C59 N8 C63 -0.1(3) . . . . ?
C60 C59 N8 Cu2 -173.52(15) . . . . ?
C62 C63 N8 C59 1.3(3) . . . . ?
B2 C63 N8 C59 -179.27(17) . . . . ?
C62 C63 N8 Cu2 174.87(13) . . . . ?
B2 C63 N8 Cu2 -5.7(2) . . . . ?

_refine_diff_density_max         0.457
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.075

_shelxl_version_number           2012-6

_database_code_depnum_ccdc_archive 'CCDC 976578'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C33 H34 B Cu N6'
_chemical_formula_sum            'C33 H34 B Cu N6'
_chemical_formula_iupac          ?
_chemical_formula_weight         589.01

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   19.1311(10)
_cell_length_b                   8.4051(5)
_cell_length_c                   19.2334(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.483(2)
_cell_angle_gamma                90
_cell_volume                     2949.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    127
_cell_measurement_theta_min      2.6685
_cell_measurement_theta_max      24.6311
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear orange'
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.470
_exptl_crystal_size_min          0.380
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232

_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS V2012/1'
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.76

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'

_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            70436
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0153
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         30.48
_diffrn_reflns_theta_full        27.5
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             8876
_reflns_number_gt                8132
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0783
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_number_reflns         8876
_refine_ls_number_parameters     377
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0380P)²+1.5888P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.288
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0016(3)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2012.10.0.0'
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.57985(7) 0.04340(15) 0.20225(7) 0.0146(2) Uani d . 1 . .
C C1 0.52816(6) -0.04832(12) 0.13019(6) 0.01322(18) Uani d . 1 . .
C C2 0.55579(6) -0.13042(13) 0.08028(6) 0.0165(2) Uani d . 1 . .
H H2 0.6071 -0.131 0.0874 0.02 Uiso calc R 1 . .
C C3 0.51002(7) -0.21043(14) 0.02101(6) 0.0200(2) Uani d . 1 . .
H H3 0.5296 -0.2648 -0.0123 0.024 Uiso calc R 1 . .
C C4 0.43512(7) -0.20993(14) 0.01102(7) 0.0212(2) Uani d . 1 . .
H H4 0.4023 -0.2651 -0.0286 0.025 Uiso calc R 1 . .
C C5 0.40963(6) -0.12677(14) 0.06047(6) 0.0184(2) Uani d . 1 . .
H H5 0.3584 -0.1253 0.0537 0.022 Uiso calc R 1 . .
C C6 0.56073(6) 0.23271(13) 0.19317(6) 0.01402(19) Uani d . 1 . .
C C7 0.61393(7) 0.35270(15) 0.20084(6) 0.0190(2) Uani d . 1 . .
H H7 0.6638 0.3235 0.2095 0.023 Uiso calc R 1 . .
C C8 0.59508(7) 0.51214(15) 0.19599(7) 0.0228(2) Uani d . 1 . .
H H8 0.6317 0.5918 0.2021 0.027 Uiso calc R 1 . .
C C9 0.52212(8) 0.55418(14) 0.18211(7) 0.0236(2) Uani d . 1 . .
H H9 0.5075 0.6626 0.178 0.028 Uiso calc R 1 . .
C C10 0.47148(7) 0.43371(14) 0.17451(7) 0.0197(2) Uani d . 1 . .
H H10 0.4214 0.4618 0.1648 0.024 Uiso calc R 1 . .
C C11 0.66679(6) 0.01152(16) 0.21298(7) 0.0227(2) Uani d . 1 . .
H H11A 0.6768 -0.1029 0.2182 0.034 Uiso calc R 1 . .
H H11B 0.6964 0.0668 0.2568 0.034 Uiso calc R 1 . .
H H11C 0.6793 0.0516 0.1704 0.034 Uiso calc R 1 . .
C C12 0.55957(7) -0.01787(15) 0.27526(6) 0.0196(2) Uani d . 1 . .
H H12A 0.5687 -0.1325 0.2815 0.029 Uiso calc R 1 . .
H H12B 0.5078 0.0039 0.2695 0.029 Uiso calc R 1 . .
H H12C 0.5902 0.0386 0.3182 0.029 Uiso calc R 1 . .
C C13 0.32213(6) 0.13239(13) 0.19305(6) 0.01359(18) Uani d . 1 . .
C C14 0.35657(6) 0.16849(13) 0.32797(6) 0.01389(19) Uani d . 1 . .
C C15 0.41570(6) 0.27063(14) 0.33743(6) 0.0173(2) Uani d . 1 . .
H H15 0.4219 0.3284 0.2972 0.021 Uiso calc R 1 . .
C C16 0.46597(6) 0.28752(14) 0.40662(7) 0.0200(2) Uani d . 1 . .
C C17 0.45483(7) 0.20186(15) 0.46446(6) 0.0207(2) Uani d . 1 . .
H H17 0.4889 0.2133 0.5116 0.025 Uiso calc R 1 . .
C C18 0.39534(6) 0.10019(14) 0.45528(6) 0.0181(2) Uani d . 1 . .
C C19 0.34548(6) 0.08397(14) 0.38561(6) 0.01584(19) Uani d . 1 . .
H H19 0.3043 0.0155 0.3779 0.019 Uiso calc R 1 . .
C C20 0.53115(8) 0.39519(18) 0.41775(9) 0.0319(3) Uani d . 1 . .
H H20A 0.5144 0.5033 0.4023 0.048 Uiso calc R 1 . .
H H20B 0.5619 0.3564 0.3888 0.048 Uiso calc R 1 . .
H H20C 0.5596 0.396 0.4695 0.048 Uiso calc R 1 . .
C C21 0.38453(7) 0.00701(18) 0.51812(7) 0.0262(3) Uani d . 1 . .
H H21A 0.4269 0.0228 0.5614 0.039 Uiso calc R 1 . .
H H21B 0.3797 -0.1063 0.5056 0.039 Uiso calc R 1 . .
H H21C 0.34 0.0439 0.5283 0.039 Uiso calc R 1 . .
C C22 0.25026(6) 0.13756(14) 0.06268(6) 0.01483(19) Uani d . 1 . .
C C23 0.27704(6) 0.26832(14) 0.03491(6) 0.0179(2) Uani d . 1 . .
H H23 0.2999 0.3529 0.0663 0.022 Uiso calc R 1 . .
C C24 0.27031(6) 0.27527(16) -0.03922(6) 0.0205(2) Uani d . 1 . .
C C25 0.23754(7) 0.14714(17) -0.08301(6) 0.0218(2) Uani d . 1 . .
H H25 0.2325 0.1507 -0.1337 0.026 Uiso calc R 1 . .
C C26 0.21194(6) 0.01392(16) -0.05494(6) 0.0209(2) Uani d . 1 . .
C C27 0.21773(6) 0.01024(14) 0.01940(6) 0.0179(2) Uani d . 1 . .
H H27 0.1997 -0.078 0.0397 0.021 Uiso calc R 1 . .
C C28 0.29663(8) 0.41960(19) -0.07053(8) 0.0301(3) Uani d . 1 . .
H H28A 0.344 0.3962 -0.0782 0.045 Uiso calc R 1 . .
H H28B 0.3022 0.509 -0.0366 0.045 Uiso calc R 1 . .
H H28C 0.2608 0.4475 -0.1172 0.045 Uiso calc R 1 . .
C C29 0.17872(9) -0.12433(18) -0.10355(8) 0.0318(3) Uani d . 1 . .
H H29A 0.1515 -0.0848 -0.1521 0.048 Uiso calc R 1 . .
H H29B 0.1453 -0.1821 -0.0827 0.048 Uiso calc R 1 . .
H H29C 0.2177 -0.196 -0.1075 0.048 Uiso calc R 1 . .
C C30 0.19839(6) 0.16631(13) 0.16702(6) 0.01408(19) Uani d . 1 . .
C C31 0.08959(6) 0.22540(14) 0.17858(7) 0.0192(2) Uani d . 1 . .
H H31 0.0385 0.2442 0.1586 0.023 Uiso calc R 1 . .
C C32 0.12041(6) 0.23643(14) 0.25396(7) 0.0189(2) Uani d . 1 . .
H H32 0.0893 0.2634 0.2825 0.023 Uiso calc R 1 . .
C C33 0.22936(6) 0.17605(13) 0.24270(6) 0.01400(19) Uani d . 1 . .
Cu Cu1 0.41185(7) 0.1111(16) 0.172627(7) 0.01329(5) Uani d . 1 . .
N N1 0.45408(5) -0.04736(11) 0.11804(5) 0.01429(17) Uani d . 1 . .
N N2 0.48935(5) 0.27796(11) 0.18013(5) 0.01505(17) Uani d . 1 . .
N N3 0.25598(5) 0.13864(11) 0.13885(5) 0.01412(17) Uani d . 1 . .
N N4 0.30442(5) 0.15324(11) 0.25688(5) 0.01376(16) Uani d . 1 . .
N N5 0.12824(5) 0.18959(12) 0.13235(5) 0.01729(18) Uani d . 1 . .
N N6 0.19222(5) 0.21080(12) 0.28852(5) 0.01749(18) Uani d . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C6 . 1.6303(16) ?
B1 C1 . 1.6339(16) ?
B1 C11 . 1.6354(17) ?
B1 C12 . 1.6476(17) ?
C1 N1 . 1.3653(14) ?
C1 C2 . 1.4078(15) ?
C2 C3 . 1.3851(17) ?
C2 H2 . 0.95 ?
C3 C4 . 1.3874(18) ?
C3 H3 . 0.95 ?
C4 C5 . 1.3818(17) ?
C4 H4 . 0.95 ?
C5 N1 . 1.3524(14) ?
C5 H5 . 0.95 ?
C6 N2 . 1.3662(14) ?
C6 C7 . 1.4087(15) ?
C7 C8 . 1.3836(17) ?
C7 H7 . 0.95 ?
C8 C9 . 1.3858(19) ?
C8 H8 . 0.95 ?
C9 C10 . 1.3784(17) ?
C9 H9 . 0.95 ?
C10 N2 . 1.3490(14) ?
C10 H10 . 0.95 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 N3 . 1.3778(14) ?
C13 N4 . 1.3793(13) ?
C13 Cu1 . 1.8808(11) ?
C14 C19 . 1.3857(15) ?
C14 C15 . 1.3878(15) ?
C14 N4 . 1.4358(13) ?
C15 C16 . 1.3954(16) ?
C15 H15 . 0.95 ?
C16 C17 . 1.3942(17) ?
C16 C20 . 1.5031(17) ?
C17 C18 . 1.3914(17) ?
C17 H17 . 0.95 ?
C18 C19 . 1.3985(15) ?
C18 C21 . 1.5058(17) ?
C19 H19 . 0.95 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C27 . 1.3835(16) ?
C22 C23 . 1.3857(16) ?
C22 N3 . 1.4359(13) ?
C23 C24 . 1.3936(16) ?
C23 H23 . 0.95 ?
C24 C25 . 1.3946(19) ?
C24 C28 . 1.5067(18) ?
C25 C26 . 1.3944(19) ?
C25 H25 . 0.95 ?
C26 C27 . 1.4008(16) ?
C26 C29 . 1.5070(18) ?
C27 H27 . 0.95 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C30 N5 . 1.3214(14) ?
C30 N3 . 1.3858(13) ?
C30 C33 . 1.3995(15) ?
C31 N5 . 1.3502(15) ?
C31 C32 . 1.3944(17) ?
C31 H31 . 0.95 ?
C32 N6 . 1.3517(15) ?
C32 H32 . 0.95 ?
C33 N6 . 1.3202(14) ?
C33 N4 . 1.3921(13) ?
Cu1 N1 . 2.010(9) ?
Cu1 N2 . 2.014(9) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 B1 C1 . . 108.09(8) ?
C6 B1 C11 . . 111.13(9) ?
C1 B1 C11 . . 111.29(9) ?
C6 B1 C12 . . 107.08(9) ?
C1 B1 C12 . . 109.75(9) ?
C11 B1 C12 . . 109.40(9) ?
N1 C1 C2 . . 117.98(10) ?
N1 C1 B1 . . 118.36(9) ?
C2 C1 B1 . . 123.65(9) ?
C3 C2 C1 . . 121.68(11) ?
C3 C2 H2 . . 119.2 ?
C1 C2 H2 . . 119.2 ?
C2 C3 C4 . . 118.94(11) ?
C2 C3 H3 . . 120.5 ?
C4 C3 H3 . . 120.5 ?
C5 C4 C3 . . 118.00(11) ?
C5 C4 H4 . . 121.0 ?
C3 C4 H4 . . 121.0 ?
N1 C5 C4 . . 123.23(11) ?
N1 C5 H5 . . 118.4 ?
C4 C5 H5 . . 118.4 ?
N2 C6 C7 . . 118.08(10) ?
N2 C6 B1 . . 118.11(9) ?
C7 C6 B1 . . 123.76(10) ?
C8 C7 C6 . . 121.39(11) ?
C8 C7 H7 . . 119.3 ?
C6 C7 H7 . . 119.3 ?
C7 C8 C9 . . 119.14(11) ?
C7 C8 H8 . . 120.4 ?
C9 C8 H8 . . 120.4 ?
C10 C9 C8 . . 117.92(11) ?
C10 C9 H9 . . 121.0 ?
C8 C9 H9 . . 121.0 ?
N2 C10 C9 . . 123.45(11) ?
N2 C10 H10 . . 118.3 ?
C9 C10 H10 . . 118.3 ?
B1 C11 H11A . . 109.5 ?
B1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
B1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
B1 C12 H12A . . 109.5 ?
B1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
B1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
N3 C13 N4 . . 104.67(9) ?
N3 C13 Cu1 . . 122.27(8) ?
N4 C13 Cu1 . . 132.96(8) ?
C19 C14 C15 . . 121.80(10) ?
C19 C14 N4 . . 119.11(10) ?
C15 C14 N4 . . 119.07(10) ?
C14 C15 C16 . . 119.29(10) ?
C14 C15 H15 . . 120.4 ?
C16 C15 H15 . . 120.4 ?
C17 C16 C15 . . 118.79(11) ?
C17 C16 C20 . . 121.09(11) ?
C15 C16 C20 . . 120.12(11) ?
C18 C17 C16 . . 122.09(11) ?
C18 C17 H17 . . 119.0 ?
C16 C17 H17 . . 119.0 ?
C17 C18 C19 . . 118.55(11) ?
C17 C18 C21 . . 121.46(11) ?
C19 C18 C21 . . 119.99(11) ?
C14 C19 C18 . . 119.49(10) ?
C14 C19 H19 . . 120.3 ?
C18 C19 H19 . . 120.3 ?
C16 C20 H20A . . 109.5 ?
C16 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C16 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C18 C21 H21A . . 109.5 ?
C18 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C18 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C27 C22 C23 . . 122.22(10) ?
C27 C22 N3 . . 120.09(10) ?
C23 C22 N3 . . 117.69(10) ?
C22 C23 C24 . . 119.76(11) ?
C22 C23 H23 . . 120.1 ?
C24 C23 H23 . . 120.1 ?
C23 C24 C25 . . 118.18(11) ?
C23 C24 C28 . . 120.22(12) ?
C25 C24 C28 . . 121.59(11) ?
C26 C25 C24 . . 122.18(11) ?
C26 C25 H25 . . 118.9 ?
C24 C25 H25 . . 118.9 ?
C25 C26 C27 . . 118.93(11) ?
C25 C26 C29 . . 120.70(12) ?
C27 C26 C29 . . 120.37(12) ?
C22 C27 C26 . . 118.71(11) ?
C22 C27 H27 . . 120.6 ?
C26 C27 H27 . . 120.6 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
N5 C30 N3 . . 129.33(10) ?
N5 C30 C33 . . 124.37(10) ?
N3 C30 C33 . . 106.18(9) ?
N5 C31 C32 . . 123.74(10) ?
N5 C31 H31 . . 118.1 ?
C32 C31 H31 . . 118.1 ?
N6 C32 C31 . . 123.40(10) ?
N6 C32 H32 . . 118.3 ?
C31 C32 H32 . . 118.3 ?
N6 C33 N4 . . 129.05(10) ?
N6 C33 C30 . . 124.24(10) ?
N4 C33 C30 . . 106.57(9) ?
C13 Cu1 N1 . . 135.0(6) ?
C13 Cu1 N2 . . 128.1(7) ?
N1 Cu1 N2 . . 95.51(4) ?
C5 N1 C1 . . 120.16(10) ?
C5 N1 Cu1 . . 120.14(8) ?
C1 N1 Cu1 . . 118.30(16) ?
C10 N2 C6 . . 120.00(10) ?
C10 N2 Cu1 . . 120.4(3) ?
C6 N2 Cu1 . . 119.5(3) ?
C13 N3 C30 . . 111.59(9) ?
C13 N3 C22 . . 122.88(9) ?
C30 N3 C22 . . 125.04(9) ?
C13 N4 C33 . . 110.97(9) ?
C13 N4 C14 . . 124.94(9) ?
C33 N4 C14 . . 123.71(9) ?
C30 N5 C31 . . 112.01(10) ?
C33 N6 C32 . . 112.23(10) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 B1 C1 N1 . . . . -64.54(12) ?
C11 B1 C1 N1 . . . . 173.17(9) ?
C12 B1 C1 N1 . . . . 51.92(12) ?
C6 B1 C1 C2 . . . . 116.37(11) ?
C11 B1 C1 C2 . . . . -5.92(14) ?
C12 B1 C1 C2 . . . . -127.17(11) ?
N1 C1 C2 C3 . . . . -0.99(16) ?
B1 C1 C2 C3 . . . . 178.11(10) ?
C1 C2 C3 C4 . . . . -0.31(17) ?
C2 C3 C4 C5 . . . . 1.03(17) ?
C3 C4 C5 N1 . . . . -0.47(18) ?
C1 B1 C6 N2 . . . . 54.45(12) ?
C11 B1 C6 N2 . . . . 176.85(9) ?
C12 B1 C6 N2 . . . . -63.73(12) ?
C1 B1 C6 C7 . . . . -128.16(11) ?
C11 B1 C6 C7 . . . . -5.76(15) ?
C12 B1 C6 C7 . . . . 113.66(11) ?
N2 C6 C7 C8 . . . . 0.50(17) ?
B1 C6 C7 C8 . . . . -176.89(11) ?
C6 C7 C8 C9 . . . . -1.05(18) ?
C7 C8 C9 C10 . . . . 0.67(19) ?
C8 C9 C10 N2 . . . . 0.25(19) ?
C19 C14 C15 C16 . . . . 0.81(17) ?
N4 C14 C15 C16 . . . . 179.12(10) ?
C14 C15 C16 C17 . . . . -0.54(18) ?
C14 C15 C16 C20 . . . . 178.85(12) ?
C15 C16 C17 C18 . . . . 0.10(19) ?
C20 C16 C17 C18 . . . . -179.29(12) ?
C16 C17 C18 C19 . . . . 0.10(18) ?
C16 C17 C18 C21 . . . . 179.27(12) ?
C15 C14 C19 C18 . . . . -0.61(17) ?
N4 C14 C19 C18 . . . . -178.92(10) ?
C17 C18 C19 C14 . . . . 0.15(17) ?
C21 C18 C19 C14 . . . . -179.04(11) ?
C27 C22 C23 C24 . . . . 1.18(17) ?
N3 C22 C23 C24 . . . . -177.68(10) ?
C22 C23 C24 C25 . . . . -1.13(17) ?
C22 C23 C24 C28 . . . . 177.67(11) ?
C23 C24 C25 C26 . . . . -0.22(18) ?
C28 C24 C25 C26 . . . . -179.01(12) ?
C24 C25 C26 C27 . . . . 1.55(18) ?
C24 C25 C26 C29 . . . . -178.29(12) ?
C23 C22 C27 C26 . . . . 0.16(17) ?
N3 C22 C27 C26 . . . . 179.00(10) ?
C25 C26 C27 C22 . . . . -1.49(17) ?
C29 C26 C27 C22 . . . . 178.34(11) ?
N5 C31 C32 N6 . . . . -0.7(2) ?
N5 C30 C33 N6 . . . . -0.49(18) ?
N3 C30 C33 N6 . . . . 175.91(10) ?
N5 C30 C33 N4 . . . . -176.59(10) ?
N3 C30 C33 N4 . . . . -0.19(12) ?
N3 C13 Cu1 N1 . . . . -57.0(8) ?
N4 C13 Cu1 N1 . . . . 127.08(10) ?
N3 C13 Cu1 N2 . . . . 106.34(9) ?
N4 C13 Cu1 N2 . . . . -69.6(6) ?
C4 C5 N1 C1 . . . . -0.86(17) ?
C4 C5 N1 Cu1 . . . . 165.40(9) ?
C2 C1 N1 C5 . . . . 1.55(15) ?
B1 C1 N1 C5 . . . . -177.59(10) ?
C2 C1 N1 Cu1 . . . . -164.96(8) ?
B1 C1 N1 Cu1 . . . . 15.90(12) ?
C13 Cu1 N1 C5 . . . . 30.6(7) ?
N2 Cu1 N1 C5 . . . . -136.31(9) ?
C13 Cu1 N1 C1 . . . . -162.9(4) ?
N2 Cu1 N1 C1 . . . . 30.20(8) ?
C9 C10 N2 C6 . . . . -0.80(18) ?
C9 C10 N2 Cu1 . . . . 177.24(10) ?
C7 C6 N2 C10 . . . . 0.41(15) ?
B1 C6 N2 C10 . . . . 177.95(10) ?
C7 C6 N2 Cu1 . . . . -177.64(8) ?
B1 C6 N2 Cu1 . . . . -0.10(13) ?
C13 Cu1 N2 C10 . . . . -25.32(11) ?
N1 Cu1 N2 C10 . . . . 142.90(9) ?
C13 Cu1 N2 C6 . . . . 152.72(8) ?
N1 Cu1 N2 C6 . . . . -39.05(8) ?
N4 C13 N3 C30 . . . . 1.40(12) ?
Cu1 C13 N3 C30 . . . . -175.6(5) ?
N4 C13 N3 C22 . . . . 173.71(10) ?
Cu1 C13 N3 C22 . . . . -3.24(15) ?
N5 C30 N3 C13 . . . . 175.38(11) ?
C33 C30 N3 C13 . . . . -0.77(12) ?
N5 C30 N3 C22 . . . . 3.27(19) ?
C33 C30 N3 C22 . . . . -172.88(10) ?
C27 C22 N3 C13 . . . . 114.26(12) ?
C23 C22 N3 C13 . . . . -66.86(14) ?
C27 C22 N3 C30 . . . . -74.48(14) ?
C23 C22 N3 C30 . . . . 104.40(13) ?
N3 C13 N4 C33 . . . . -1.52(12) ?
Cu1 C13 N4 C33 . . . . 175.0(6) ?
N3 C13 N4 C14 . . . . -174.64(10) ?
Cu1 C13 N4 C14 . . . . 1.84(17) ?
N6 C33 N4 C13 . . . . -174.76(11) ?
C30 C33 N4 C13 . . . . 1.09(12) ?
N6 C33 N4 C14 . . . . -1.53(18) ?
C30 C33 N4 C14 . . . . 174.31(10) ?
C19 C14 N4 C13 . . . . -134.94(11) ?
C15 C14 N4 C13 . . . . 46.70(15) ?
C19 C14 N4 C33 . . . . 52.78(15) ?
C15 C14 N4 C33 . . . . -125.58(12) ?
N3 C30 N5 C31 . . . . -175.03(11) ?
C33 C30 N5 C31 . . . . 0.49(16) ?
C32 C31 N5 C30 . . . . 0.04(17) ?
N4 C33 N6 C32 . . . . 175.07(11) ?
C30 C33 N6 C32 . . . . -0.12(16) ?
C31 C32 N6 C33 . . . . 0.64(17) ?

_database_code_depnum_ccdc_archive 'CCDC 976579'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_vk03

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H50 B Cu N4'
_chemical_formula_sum            'C39 H50 B Cu N4'
_chemical_formula_weight         649.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma
_symmetry_space_group_name_Hall  -P2ac2n

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

_cell_length_a                   16.5350(15)
_cell_length_b                   20.3273(19)
_cell_length_c                   11.0518(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3714.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    145(2)
_cell_measurement_reflns_used    5037
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      27.16

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      145(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31313
_diffrn_reflns_av_R_equivalents  0.0972
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         27.51
_reflns_number_total             4375
_reflns_number_gt                3073
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4375
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.0769
_refine_ls_wR_factor_gt          0.0748
_refine_ls_goodness_of_fit_ref   1.524
_refine_ls_restrained_S_all      1.524
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.245223(18) 0.2500 0.35840(3) 0.03529(11) Uani 1 2 d S . .
N1 N 0.39127(8) 0.30245(7) 0.23968(13) 0.0285(4) Uani 1 1 d . . .
N2 N 0.17253(8) 0.32325(8) 0.41939(16) 0.0362(4) Uani 1 1 d . . .
B1 B 0.15139(19) 0.2500 0.6079(3) 0.0447(9) Uani 1 2 d S . .
C1 C 0.34462(14) 0.2500 0.2730(2) 0.0293(6) Uani 1 2 d S . .
C2 C 0.46381(10) 0.28304(8) 0.18824(17) 0.0345(5) Uani 1 1 d . . .
H2 H 0.5054 0.3110 0.1587 0.041 Uiso 1 1 calc R . .
C3 C 0.36573(10) 0.37071(9) 0.24354(18) 0.0317(5) Uani 1 1 d . . .
C4 C 0.33075(10) 0.39663(9) 0.13929(19) 0.0357(5) Uani 1 1 d . . .
C5 C 0.30988(12) 0.46307(10) 0.1419(2) 0.0465(6) Uani 1 1 d . . .
H5 H 0.2864 0.4827 0.0723 0.056 Uiso 1 1 calc R . .
C6 C 0.32283(13) 0.50050(10) 0.2434(2) 0.0530(6) Uani 1 1 d . . .
H6 H 0.3089 0.5458 0.2429 0.064 Uiso 1 1 calc R . .
C7 C 0.35567(12) 0.47300(10) 0.3457(2) 0.0497(6) Uani 1 1 d . . .
H7 H 0.3635 0.4996 0.4154 0.060 Uiso 1 1 calc R . .
C8 C 0.37772(11) 0.40681(9) 0.34933(19) 0.0363(5) Uani 1 1 d . . .
C9 C 0.31265(11) 0.35547(10) 0.02778(19) 0.0417(5) Uani 1 1 d . . .
H9 H 0.3401 0.3120 0.0381 0.050 Uiso 1 1 calc R . .
C10 C 0.22262(12) 0.34265(12) 0.0160(2) 0.0725(8) Uani 1 1 d . . .
H10A H 0.2026 0.3219 0.0903 0.109 Uiso 1 1 calc R . .
H10B H 0.2128 0.3134 -0.0529 0.109 Uiso 1 1 calc R . .
H10C H 0.1943 0.3844 0.0031 0.109 Uiso 1 1 calc R . .
C11 C 0.34408(13) 0.38617(11) -0.0881(2) 0.0642(7) Uani 1 1 d . . .
H11A H 0.3167 0.4282 -0.1021 0.096 Uiso 1 1 calc R . .
H11B H 0.3334 0.3565 -0.1562 0.096 Uiso 1 1 calc R . .
H11C H 0.4024 0.3936 -0.0810 0.096 Uiso 1 1 calc R . .
C12 C 0.41511(12) 0.37631(10) 0.46094(19) 0.0442(5) Uani 1 1 d . . .
H12 H 0.4031 0.3281 0.4587 0.053 Uiso 1 1 calc R . .
C13 C 0.38067(15) 0.40328(12) 0.5784(2) 0.0731(7) Uani 1 1 d . . .
H13A H 0.3947 0.4499 0.5859 0.110 Uiso 1 1 calc R . .
H13B H 0.4034 0.3789 0.6469 0.110 Uiso 1 1 calc R . .
H13C H 0.3217 0.3984 0.5780 0.110 Uiso 1 1 calc R . .
C14 C 0.50723(12) 0.38418(13) 0.4595(2) 0.0763(8) Uani 1 1 d . . .
H14A H 0.5294 0.3621 0.3880 0.114 Uiso 1 1 calc R . .
H14B H 0.5302 0.3644 0.5327 0.114 Uiso 1 1 calc R . .
H14C H 0.5210 0.4310 0.4568 0.114 Uiso 1 1 calc R . .
C15 C 0.15955(11) 0.37736(10) 0.3529(2) 0.0449(6) Uani 1 1 d . . .
H15 H 0.1887 0.3821 0.2793 0.054 Uiso 1 1 calc R . .
C16 C 0.10668(13) 0.42626(10) 0.3848(3) 0.0608(7) Uani 1 1 d . . .
H16 H 0.0984 0.4636 0.3347 0.073 Uiso 1 1 calc R . .
C17 C 0.06620(14) 0.41899(12) 0.4923(3) 0.0702(8) Uani 1 1 d . . .
H17 H 0.0290 0.4518 0.5180 0.084 Uiso 1 1 calc R . .
C18 C 0.07924(12) 0.36462(11) 0.5626(2) 0.0552(6) Uani 1 1 d . . .
H18 H 0.0513 0.3603 0.6373 0.066 Uiso 1 1 calc R . .
C19 C 0.13312(11) 0.31508(10) 0.52640(19) 0.0406(5) Uani 1 1 d . . .
C20 C 0.09748(17) 0.2500 0.7318(3) 0.0710(11) Uani 1 2 d S . .
H20A H 0.1135 0.2873 0.7827 0.106 Uiso 0.50 1 calc PR . .
H20B H 0.1065 0.2088 0.7759 0.106 Uiso 0.50 1 calc PR . .
H20C H 0.0400 0.2539 0.7111 0.106 Uiso 0.50 1 calc PR . .
C21 C 0.24864(15) 0.2500 0.6439(3) 0.0580(9) Uani 1 2 d S . .
H21A H 0.2604 0.2121 0.6958 0.087 Uiso 0.50 1 calc PR . .
H21B H 0.2618 0.2907 0.6872 0.087 Uiso 0.50 1 calc PR . .
H21C H 0.2812 0.2472 0.5700 0.087 Uiso 0.50 1 calc PR . .


_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
Cu1 C1 1.895(2) . ?
Cu1 N2 2.0288(15) 7_565 ?
Cu1 N2 2.0288(15) . ?
N1 C1 1.3665(18) . ?
N1 C2 1.385(2) . ?
N1 C3 1.451(2) . ?
N2 C15 1.340(2) . ?
N2 C19 1.361(2) . ?
B1 C19 1.629(3) 7_565 ?
B1 C19 1.629(3) . ?
B1 C20 1.634(4) . ?
B1 C21 1.657(4) . ?
C1 N1 1.3665(18) 7_565 ?
C2 C2 1.343(3) 7_565 ?
C2 H2 0.9500 . ?
C3 C4 1.393(3) . ?
C3 C8 1.395(2) . ?
C4 C5 1.394(2) . ?
C4 C9 1.519(3) . ?
C5 C6 1.373(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.373(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.395(2) . ?
C7 H7 0.9500 . ?
C8 C12 1.513(3) . ?
C9 C11 1.517(3) . ?
C9 C10 1.517(3) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.520(3) . ?
C12 C14 1.532(3) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.370(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.371(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.368(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.403(3) . ?
C18 H18 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C1 Cu1 N2 132.78(4) . 7_565 ?
C1 Cu1 N2 132.78(4) . . ?
N2 Cu1 N2 94.43(9) 7_565 . ?
C1 N1 C2 112.16(15) . . ?
C1 N1 C3 125.02(13) . . ?
C2 N1 C3 122.46(14) . . ?
C15 N2 C19 120.02(17) . . ?
C15 N2 Cu1 121.00(14) . . ?
C19 N2 Cu1 118.88(14) . . ?
C19 B1 C19 108.6(2) 7_565 . ?
C19 B1 C20 111.25(15) 7_565 . ?
C19 B1 C20 111.25(15) . . ?
C19 B1 C21 108.23(15) 7_565 . ?
C19 B1 C21 108.23(15) . . ?
C20 B1 C21 109.2(3) . . ?
N1 C1 N1 102.56(19) 7_565 . ?
N1 C1 Cu1 128.59(10) 7_565 . ?
N1 C1 Cu1 128.58(10) . . ?
C2 C2 N1 106.56(9) 7_565 . ?
C2 C2 H2 126.7 7_565 . ?
N1 C2 H2 126.7 . . ?
C4 C3 C8 123.61(17) . . ?
C4 C3 N1 117.28(17) . . ?
C8 C3 N1 119.10(17) . . ?
C3 C4 C5 116.90(19) . . ?
C3 C4 C9 122.98(16) . . ?
C5 C4 C9 120.08(19) . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C7 C6 C5 120.6(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 121.3(2) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C3 C8 C7 116.50(19) . . ?
C3 C8 C12 121.74(17) . . ?
C7 C8 C12 121.73(19) . . ?
C11 C9 C10 109.55(19) . . ?
C11 C9 C4 113.01(17) . . ?
C10 C9 C4 110.94(18) . . ?
C11 C9 H9 107.7 . . ?
C10 C9 H9 107.7 . . ?
C4 C9 H9 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 C13 113.29(18) . . ?
C8 C12 C14 110.79(18) . . ?
C13 C12 C14 110.13(19) . . ?
C8 C12 H12 107.5 . . ?
C13 C12 H12 107.5 . . ?
C14 C12 H12 107.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 123.8(2) . . ?
N2 C15 H15 118.1 . . ?
C16 C15 H15 118.1 . . ?
C15 C16 C17 117.2(2) . . ?
C15 C16 H16 121.4 . . ?
C17 C16 H16 121.4 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C19 121.2(2) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
N2 C19 C18 117.7(2) . . ?
N2 C19 B1 119.42(19) . . ?
C18 C19 B1 122.9(2) . . ?
B1 C20 H20A 109.5 . . ?
B1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
B1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
B1 C21 H21A 109.5 . . ?
B1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
B1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.054

_database_code_depnum_ccdc_archive 'CCDC 990891'
