# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ch17939
_audit_block_doi                 10.5517/ccdc.csd.cc1mvpw1
_database_code_depnum_ccdc_archive 'CCDC 1515214'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1038/s41566-018-0112-9 2018
2 10.1039/D2SC04725J 2022
_audit_update_record             
;
2016-11-06 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'9,10-bis(4-(9H-carbazol-9-yl)-2,6-dimethylphenyl)-9,10-diboraanthracene '
_chemical_name_common            CzDBA
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H40 B2 N2'
_chemical_formula_sum            'C52 H40 B2 N2'
_chemical_formula_weight         714.48

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

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

_cell_length_a                   26.1224(8)
_cell_length_b                   8.3077(3)
_cell_length_c                   18.9832(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.476(2)
_cell_angle_gamma                90.00
_cell_volume                     3950.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6025
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      24.95

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1504
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9718
_exptl_absorpt_correction_T_max  0.9939
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(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  'Bruker APEX2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12578
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0382
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3422
_reflns_number_gt                2623
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.1031P)²+3.4907P] 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         3422
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1786
_refine_ls_wR_factor_gt          0.1639
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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
C1 C 0.33602(9) 0.1449(3) 0.09385(11) 0.0352(5) Uani 1 1 d . . .
C2 C 0.36394(11) 0.2585(3) 0.06608(13) 0.0483(7) Uani 1 1 d . . .
H2 H 0.3922 0.3189 0.0976 0.058 Uiso 1 1 calc R . .
C3 C 0.34933(12) 0.2804(3) -0.00839(14) 0.0567(7) Uani 1 1 d . . .
H3 H 0.3678 0.3579 -0.0288 0.068 Uiso 1 1 calc R . .
C4 C 0.30815(11) 0.1922(3) -0.05516(13) 0.0542(7) Uani 1 1 d . . .
H4 H 0.2992 0.2099 -0.1067 0.065 Uiso 1 1 calc R . .
C5 C 0.28034(10) 0.0795(3) -0.02739(12) 0.0432(6) Uani 1 1 d . . .
H5 H 0.2523 0.0195 -0.0594 0.052 Uiso 1 1 calc R . .
C6 C 0.29397(8) 0.0549(2) 0.04816(11) 0.0332(5) Uani 1 1 d . . .
C7 C 0.27400(8) -0.0481(2) 0.09563(11) 0.0316(5) Uani 1 1 d . . .
C8 C 0.23237(9) -0.1589(3) 0.08389(13) 0.0414(6) Uani 1 1 d . . .
H8 H 0.2108 -0.1814 0.0355 0.050 Uiso 1 1 calc R . .
C9 C 0.22286(10) -0.2353(3) 0.14303(13) 0.0460(6) Uani 1 1 d . . .
H9 H 0.1946 -0.3113 0.1352 0.055 Uiso 1 1 calc R . .
C10 C 0.25394(9) -0.2031(3) 0.21421(13) 0.0422(6) Uani 1 1 d . . .
H10 H 0.2465 -0.2575 0.2542 0.051 Uiso 1 1 calc R . .
C11 C 0.29538(9) -0.0938(3) 0.22792(12) 0.0369(6) Uani 1 1 d . . .
H11 H 0.3165 -0.0715 0.2766 0.044 Uiso 1 1 calc R . .
C12 C 0.30497(8) -0.0179(2) 0.16794(11) 0.0312(5) Uani 1 1 d . . .
C13 C 0.37689(8) 0.1768(3) 0.22993(11) 0.0343(5) Uani 1 1 d . . .
C14 C 0.41661(9) 0.0928(3) 0.27900(13) 0.0440(6) Uani 1 1 d . . .
H14 H 0.4231 -0.0163 0.2691 0.053 Uiso 1 1 calc R . .
C15 C 0.44765(9) 0.1655(3) 0.34321(12) 0.0427(6) Uani 1 1 d . . .
C16 C 0.49134(13) 0.0708(3) 0.39546(16) 0.0716(10) Uani 1 1 d . . .
H16A H 0.5092 0.1387 0.4375 0.107 Uiso 1 1 calc R . .
H16B H 0.5173 0.0357 0.3702 0.107 Uiso 1 1 calc R . .
H16C H 0.4760 -0.0236 0.4128 0.107 Uiso 1 1 calc R . .
C17 C 0.43816(8) 0.3275(3) 0.35803(11) 0.0342(5) Uani 1 1 d . . .
C18 C 0.39807(8) 0.4122(3) 0.30624(11) 0.0335(5) Uani 1 1 d . . .
C19 C 0.38473(11) 0.5837(3) 0.32047(13) 0.0511(7) Uani 1 1 d . . .
H19A H 0.3559 0.6229 0.2789 0.077 Uiso 1 1 calc R . .
H19B H 0.4164 0.6515 0.3265 0.077 Uiso 1 1 calc R . .
H19C H 0.3733 0.5880 0.3653 0.077 Uiso 1 1 calc R . .
C20 C 0.36795(8) 0.3368(3) 0.24296(11) 0.0333(5) Uani 1 1 d . . .
H20 H 0.3410 0.3953 0.2083 0.040 Uiso 1 1 calc R . .
C21 C 0.51575(8) 0.5355(3) 0.43020(11) 0.0329(5) Uani 1 1 d . . .
C22 C 0.54340(8) 0.6189(2) 0.49520(11) 0.0325(5) Uani 1 1 d . . .
C23 C 0.58357(9) 0.7266(3) 0.49162(13) 0.0432(6) Uani 1 1 d . . .
H23 H 0.6023 0.7831 0.5347 0.052 Uiso 1 1 calc R . .
C24 C 0.59679(10) 0.7535(3) 0.42723(14) 0.0497(7) Uani 1 1 d . . .
H24 H 0.6242 0.8281 0.4264 0.060 Uiso 1 1 calc R . .
C25 C 0.57027(10) 0.6723(3) 0.36399(14) 0.0507(7) Uani 1 1 d . . .
H25 H 0.5793 0.6902 0.3196 0.061 Uiso 1 1 calc R . .
C26 C 0.53029(9) 0.5644(3) 0.36596(13) 0.0423(6) Uani 1 1 d . . .
H26 H 0.5122 0.5084 0.3224 0.051 Uiso 1 1 calc R . .
B1 B 0.47052(10) 0.4132(3) 0.43123(13) 0.0331(6) Uani 1 1 d . . .
N1 N 0.34326(7) 0.0980(2) 0.16630(9) 0.0379(5) 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
C1 C2 1.386(3) . ?
C1 N1 1.390(3) . ?
C1 C6 1.406(3) . ?
C2 C3 1.368(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.443(3) . ?
C7 C8 1.394(3) . ?
C7 C12 1.404(3) . ?
C8 C9 1.372(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.391(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 N1 1.395(3) . ?
C13 C14 1.372(3) . ?
C13 C20 1.384(3) . ?
C13 N1 1.434(3) . ?
C14 C15 1.395(3) . ?
C14 H14 0.9500 . ?
C15 C17 1.411(3) . ?
C15 C16 1.504(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.405(3) . ?
C17 B1 1.577(3) . ?
C18 C20 1.385(3) . ?
C18 C19 1.509(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C21 C26 1.397(3) . ?
C21 C22 1.421(3) . ?
C21 B1 1.562(3) . ?
C22 C23 1.396(3) . ?
C22 B1 1.563(3) 5_666 ?
C23 C24 1.379(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(3) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
B1 C22 1.563(3) 5_666 ?

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
C2 C1 N1 129.0(2) . . ?
C2 C1 C6 122.1(2) . . ?
N1 C1 C6 108.97(19) . . ?
C3 C2 C1 117.5(2) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.8(2) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.1(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 119.0(2) . . ?
C5 C6 C7 134.3(2) . . ?
C1 C6 C7 106.70(18) . . ?
C8 C7 C12 118.8(2) . . ?
C8 C7 C6 134.08(19) . . ?
C12 C7 C6 107.13(18) . . ?
C9 C8 C7 119.3(2) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 121.0(2) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 117.4(2) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
C11 C12 N1 129.10(18) . . ?
C11 C12 C7 122.26(19) . . ?
N1 C12 C7 108.62(18) . . ?
C14 C13 C20 120.02(19) . . ?
C14 C13 N1 120.3(2) . . ?
C20 C13 N1 119.64(19) . . ?
C13 C14 C15 120.9(2) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C17 119.7(2) . . ?
C14 C15 C16 119.6(2) . . ?
C17 C15 C16 120.7(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C15 118.45(19) . . ?
C18 C17 B1 119.79(19) . . ?
C15 C17 B1 121.74(18) . . ?
C20 C18 C17 120.5(2) . . ?
C20 C18 C19 118.63(19) . . ?
C17 C18 C19 120.78(19) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C20 C18 120.42(19) . . ?
C13 C20 H20 119.8 . . ?
C18 C20 H20 119.8 . . ?
C26 C21 C22 118.5(2) . . ?
C26 C21 B1 121.09(19) . . ?
C22 C21 B1 120.41(19) . . ?
C23 C22 C21 118.3(2) . . ?
C23 C22 B1 121.45(19) . 5_666 ?
C21 C22 B1 120.20(19) . 5_666 ?
C24 C23 C22 121.8(2) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C23 C24 C25 120.1(2) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 119.3(2) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C25 C26 C21 121.9(2) . . ?
C25 C26 H26 119.0 . . ?
C21 C26 H26 119.0 . . ?
C21 B1 C22 119.38(18) . 5_666 ?
C21 B1 C17 120.1(2) . . ?
C22 B1 C17 120.5(2) 5_666 . ?
C1 N1 C12 108.55(16) . . ?
C1 N1 C13 125.79(18) . . ?
C12 N1 C13 124.60(17) . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.043
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_preparation       ', Luminescent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_171129LT
_audit_block_doi                 10.5517/ccdc.csd.cc2d67tp
_database_code_depnum_ccdc_archive 'CCDC 2210542'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D2SC04725J 2022
loop_
_audit_author_name
_audit_author_address
'Tien-Lin Wu'
;NTHU
Taiwan
;
_audit_update_record             
;
2022-09-30 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
5,10-bis(4-(9H-carbazol-9-yl)-2,6-diisopropylphenyl)-5,10-diboranthrene
_chemical_name_common            iCzDBA
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C60 H56 B2 N2'
_chemical_formula_weight         826.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   27.7304(12)
_cell_length_b                   9.0103(4)
_cell_length_c                   18.6100(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.171(2)
_cell_angle_gamma                90
_cell_volume                     4602.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      3.2201
_cell_measurement_theta_max      66.6262

_exptl_crystal_description       tabullar
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             1760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.509
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7249
_exptl_absorpt_correction_T_max  0.9492
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            36127
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.609
_diffrn_reflns_theta_max         66.688
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             8142
_reflns_number_gt                7579
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0493P)²+1.8388P] 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         8142
_refine_ls_number_parameters     585
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0981
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
N1 N 0.58658(3) 0.46851(11) 0.31119(5) 0.0192(2) Uani 1 1 d . . . . .
N2 N 0.92817(4) 1.20966(11) 0.86114(5) 0.0193(2) Uani 1 1 d . . . . .
C1 C 0.47322(5) 0.21757(17) 0.36823(8) 0.0350(3) Uani 1 1 d . . . . .
H1 H 0.4467 0.1587 0.3790 0.042 Uiso 1 1 calc R U . . .
C2 C 0.49060(5) 0.19873(15) 0.30296(7) 0.0315(3) Uani 1 1 d . . . . .
H53 H 0.4765 0.1265 0.2691 0.038 Uiso 1 1 calc R U . . .
C3 C 0.52910(4) 0.28704(13) 0.28727(7) 0.0234(3) Uani 1 1 d . . . . .
C4 C 0.54901(4) 0.39419(13) 0.33825(6) 0.0200(2) Uani 1 1 d . . . . .
C5 C 0.62055(4) 0.56081(13) 0.35622(6) 0.0181(2) Uani 1 1 d . . . . .
C6 C 0.60757(4) 0.70340(13) 0.37355(6) 0.0195(2) Uani 1 1 d . . . . .
H4 H 0.5779 0.7453 0.3505 0.023 Uiso 1 1 calc R U . . .
C7 C 0.63816(4) 0.78577(13) 0.42503(6) 0.0188(2) Uani 1 1 d . . . . .
C8 C 0.68165(4) 0.72250(12) 0.46001(6) 0.0173(2) Uani 1 1 d . . . . .
C9 C 0.70477(4) 0.77088(12) 0.60518(6) 0.0173(2) Uani 1 1 d . . . . .
C10 C 0.73641(4) 0.83055(12) 0.66540(6) 0.0167(2) Uani 1 1 d . . . . .
C11 C 0.81625(4) 1.00333(12) 0.71755(6) 0.0177(2) Uani 1 1 d . . . . .
C12 C 0.85380(4) 0.91817(12) 0.75704(6) 0.0190(2) Uani 1 1 d . . . . .
C13 C 0.89002(4) 0.98743(13) 0.80481(6) 0.0196(2) Uani 1 1 d . . . . .
H16 H 0.9154 0.9298 0.8308 0.024 Uiso 1 1 calc R U . . .
C14 C 0.88937(4) 1.13967(13) 0.81487(6) 0.0182(2) Uani 1 1 d . . . . .
C15 C 0.94310(4) 1.17556(13) 0.93403(6) 0.0199(2) Uani 1 1 d . . . . .
C16 C 0.92288(5) 1.07673(14) 0.97846(7) 0.0248(3) Uani 1 1 d . . . . .
H21 H 0.8954 1.0178 0.9605 0.030 Uiso 1 1 calc R U . . .
C17 C 0.94456(5) 1.06750(15) 1.05049(7) 0.0297(3) Uani 1 1 d . . . . .
H22 H 0.9316 1.0009 1.0824 0.036 Uiso 1 1 calc R U . . .
C18 C 0.98489(5) 1.15408(16) 1.07668(7) 0.0303(3) Uani 1 1 d . . . . .
H2 H 0.9987 1.1460 1.1262 0.036 Uiso 1 1 calc R U . . .
C19 C 0.58930(6) 0.24798(15) 0.11688(7) 0.0335(3) Uani 1 1 d . . . . .
H3 H 0.5889 0.1943 0.0729 0.040 Uiso 1 1 calc R U . . .
C20 C 0.62386(5) 0.36017(15) 0.13444(7) 0.0285(3) Uani 1 1 d . . . . .
H56 H 0.6464 0.3816 0.1019 0.034 Uiso 1 1 calc R U . . .
C21 C 0.62595(4) 0.44081(14) 0.19829(7) 0.0236(3) Uani 1 1 d . . . . .
H55 H 0.6493 0.5175 0.2099 0.028 Uiso 1 1 calc R U . . .
C22 C 0.59259(4) 0.40502(13) 0.24472(6) 0.0201(2) Uani 1 1 d . . . . .
C23 C 0.66439(4) 0.50035(13) 0.38750(6) 0.0189(2) Uani 1 1 d . . . . .
H50 H 0.6737 0.4046 0.3731 0.023 Uiso 1 1 calc R U . . .
C24 C 0.69487(4) 0.57883(13) 0.43990(6) 0.0183(2) Uani 1 1 d . . . . .
C25 C 0.62395(4) 0.94336(13) 0.44296(7) 0.0236(3) Uani 1 1 d . . . . .
H5 H 0.6465 0.9758 0.4869 0.028 Uiso 1 1 calc R U . . .
C26 C 0.57222(5) 0.95298(16) 0.46121(8) 0.0357(3) Uani 1 1 d . . . . .
H6 H 0.5490 0.9285 0.4180 0.054 Uiso 1 1 calc R U . . .
H7 H 0.5660 1.0539 0.4771 0.054 Uiso 1 1 calc R U . . .
H8 H 0.5684 0.8827 0.5002 0.054 Uiso 1 1 calc R U . . .
C27 C 0.63039(6) 1.05122(15) 0.38140(8) 0.0358(3) Uani 1 1 d . . . . .
H10 H 0.6087 1.0222 0.3374 0.054 Uiso 1 1 calc R U . . .
H9 H 0.6643 1.0484 0.3720 0.054 Uiso 1 1 calc R U . . .
H11 H 0.6223 1.1520 0.3954 0.054 Uiso 1 1 calc R U . . .
C28 C 0.72769(4) 0.79491(13) 0.73554(6) 0.0191(2) Uani 1 1 d . . . . .
H15 H 0.7484 0.8347 0.7760 0.023 Uiso 1 1 calc R U . . .
C29 C 0.68947(4) 0.70284(13) 0.74757(6) 0.0218(2) Uani 1 1 d . . . . .
H14 H 0.6845 0.6794 0.7957 0.026 Uiso 1 1 calc R U . . .
C30 C 0.65855(4) 0.64522(14) 0.68903(7) 0.0233(3) Uani 1 1 d . . . . .
H13 H 0.6322 0.5827 0.6969 0.028 Uiso 1 1 calc R U . . .
C31 C 0.66632(4) 0.67956(13) 0.61886(6) 0.0210(2) Uani 1 1 d . . . . .
H12 H 0.6449 0.6399 0.5791 0.025 Uiso 1 1 calc R U . . .
C32 C 0.98415(4) 1.26262(13) 0.95967(6) 0.0210(2) Uani 1 1 d . . . . .
C33 C 0.99496(4) 1.35158(13) 0.89991(7) 0.0210(2) Uani 1 1 d . . . . .
C34 C 0.95974(4) 1.31687(12) 0.83995(6) 0.0186(2) Uani 1 1 d . . . . .
C35 C 0.96003(4) 1.38384(13) 0.77263(7) 0.0220(2) Uani 1 1 d . . . . .
H20 H 0.9365 1.3589 0.7322 0.026 Uiso 1 1 calc R U . . .
C36 C 0.99599(5) 1.48832(14) 0.76669(7) 0.0258(3) Uani 1 1 d . . . . .
H19 H 0.9967 1.5368 0.7215 0.031 Uiso 1 1 calc R U . . .
C37 C 1.03113(5) 1.52387(15) 0.82551(7) 0.0295(3) Uani 1 1 d . . . . .
H18 H 1.0554 1.5957 0.8197 0.035 Uiso 1 1 calc R U . . .
C38 C 1.03114(5) 1.45607(15) 0.89184(7) 0.0274(3) Uani 1 1 d . . . . .
H17 H 1.0554 1.4799 0.9316 0.033 Uiso 1 1 calc R U . . .
C39 C 1.00507(5) 1.25099(15) 1.03221(7) 0.0277(3) Uani 1 1 d . . . . .
H23 H 1.0327 1.3089 1.0505 0.033 Uiso 1 1 calc R U . . .
C40 C 0.85123(4) 1.22326(12) 0.77993(6) 0.0193(2) Uani 1 1 d . . . . .
H31 H 0.8500 1.3269 0.7890 0.023 Uiso 1 1 calc R U . . .
C41 C 0.81458(4) 1.15706(12) 0.73164(6) 0.0186(2) Uani 1 1 d . . . . .
C42 C 0.77087(5) 1.24962(13) 0.69904(7) 0.0237(3) Uani 1 1 d . . . . .
H24 H 0.7549 1.1975 0.6545 0.028 Uiso 1 1 calc R U . . .
C43 C 0.73353(5) 1.25898(16) 0.75282(8) 0.0323(3) Uani 1 1 d . . . . .
H26 H 0.7481 1.3113 0.7968 0.048 Uiso 1 1 calc R U . . .
H25 H 0.7242 1.1586 0.7656 0.048 Uiso 1 1 calc R U . . .
H27 H 0.7046 1.3130 0.7303 0.048 Uiso 1 1 calc R U . . .
C44 C 0.78432(5) 1.40530(14) 0.67702(8) 0.0339(3) Uani 1 1 d . . . . .
H30 H 0.7975 1.4617 0.7204 0.051 Uiso 1 1 calc R U . . .
H29 H 0.7552 1.4554 0.6524 0.051 Uiso 1 1 calc R U . . .
H28 H 0.8089 1.3990 0.6441 0.051 Uiso 1 1 calc R U . . .
C45 C 0.85659(4) 0.75103(13) 0.74607(7) 0.0234(3) Uani 1 1 d . . . . .
H35 H 0.8225 0.7136 0.7337 0.028 Uiso 1 1 calc R U . . .
C46 C 0.88377(6) 0.71230(15) 0.68295(8) 0.0373(3) Uani 1 1 d . . . . .
H32 H 0.8682 0.7620 0.6388 0.056 Uiso 1 1 calc R U . . .
H33 H 0.8829 0.6046 0.6754 0.056 Uiso 1 1 calc R U . . .
H34 H 0.9177 0.7453 0.6940 0.056 Uiso 1 1 calc R U . . .
C47 C 0.87960(5) 0.66993(14) 0.81459(7) 0.0313(3) Uani 1 1 d . . . . .
H37 H 0.8752 0.5627 0.8078 0.047 Uiso 1 1 calc R U . . .
H38 H 0.8639 0.7023 0.8559 0.047 Uiso 1 1 calc R U . . .
H36 H 0.9145 0.6928 0.8240 0.047 Uiso 1 1 calc R U . . .
C48 C 0.78909(4) 0.96624(12) 0.57341(6) 0.0182(2) Uani 1 1 d . . . . .
C49 C 0.75750(4) 0.90664(12) 0.51330(6) 0.0190(2) Uani 1 1 d . . . . .
C50 C 0.76707(4) 0.93902(14) 0.44322(6) 0.0236(3) Uani 1 1 d . . . . .
H42 H 0.7462 0.8999 0.4027 0.028 Uiso 1 1 calc R U . . .
C51 C 0.80628(5) 1.02691(15) 0.43139(7) 0.0275(3) Uani 1 1 d . . . . .
H41 H 0.8116 1.0488 0.3832 0.033 Uiso 1 1 calc R U . . .
C52 C 0.83758(5) 1.08265(14) 0.48971(7) 0.0266(3) Uani 1 1 d . . . . .
H39 H 0.8648 1.1414 0.4818 0.032 Uiso 1 1 calc R U . . .
C53 C 0.82892(4) 1.05201(13) 0.55987(7) 0.0227(3) Uani 1 1 d . . . . .
H40 H 0.8506 1.0902 0.5997 0.027 Uiso 1 1 calc R U . . .
C54 C 0.74124(4) 0.50518(14) 0.47690(7) 0.0236(3) Uani 1 1 d . . . . .
H46 H 0.7530 0.5637 0.5216 0.028 Uiso 1 1 calc R U . . .
C55 C 0.73163(5) 0.34607(15) 0.50075(8) 0.0347(3) Uani 1 1 d . . . . .
H45 H 0.7217 0.2844 0.4578 0.052 Uiso 1 1 calc R U . . .
H44 H 0.7056 0.3469 0.5313 0.052 Uiso 1 1 calc R U . . .
H43 H 0.7614 0.3053 0.5284 0.052 Uiso 1 1 calc R U . . .
C56 C 0.78136(5) 0.50721(19) 0.42887(8) 0.0378(3) Uani 1 1 d . . . . .
H47 H 0.7704 0.4533 0.3838 0.057 Uiso 1 1 calc R U . . .
H48 H 0.8106 0.4595 0.4545 0.057 Uiso 1 1 calc R U . . .
H49 H 0.7888 0.6101 0.4175 0.057 Uiso 1 1 calc R U . . .
C57 C 0.49415(5) 0.32229(16) 0.41872(7) 0.0306(3) Uani 1 1 d . . . . .
H51 H 0.4819 0.3322 0.4636 0.037 Uiso 1 1 calc R U . . .
C58 C 0.53234(4) 0.41193(14) 0.40483(7) 0.0241(3) Uani 1 1 d . . . . .
H52 H 0.5466 0.4827 0.4393 0.029 Uiso 1 1 calc R U . . .
C59 C 0.55720(5) 0.29350(13) 0.22758(7) 0.0234(3) Uani 1 1 d . . . . .
C60 C 0.55585(5) 0.21439(15) 0.16264(7) 0.0313(3) Uani 1 1 d . . . . .
H54 H 0.5323 0.1388 0.1503 0.038 Uiso 1 1 calc R U . . .
B1 B 0.71428(5) 0.80315(14) 0.52563(7) 0.0181(3) Uani 1 1 d . . . . .
B2 B 0.77995(5) 0.93321(14) 0.65312(7) 0.0177(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
N1 C4 1.3915(15) . ?
N1 C22 1.3941(15) . ?
N1 C5 1.4343(14) . ?
N2 C15 1.3952(15) . ?
N2 C34 1.3975(15) . ?
N2 C14 1.4260(14) . ?
C1 C2 1.379(2) . ?
C1 C57 1.398(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.3953(18) . ?
C2 H53 0.9500 . ?
C3 C4 1.4100(17) . ?
C3 C59 1.4459(18) . ?
C4 C58 1.3919(18) . ?
C5 C23 1.3828(16) . ?
C5 C6 1.3847(16) . ?
C6 C7 1.3988(16) . ?
C6 H4 0.9500 . ?
C7 C8 1.4073(16) . ?
C7 C25 1.5232(16) . ?
C8 C24 1.4103(16) . ?
C8 B1 1.5887(16) . ?
C9 C31 1.3985(16) . ?
C9 C10 1.4267(15) . ?
C9 B1 1.5673(17) . ?
C10 C28 1.3984(16) . ?
C10 B2 1.5632(17) . ?
C11 C41 1.4117(16) . ?
C11 C12 1.4126(16) . ?
C11 B2 1.5834(16) . ?
C12 C13 1.3910(16) . ?
C12 C45 1.5232(16) . ?
C13 C14 1.3850(16) . ?
C13 H16 0.9500 . ?
C14 C40 1.3832(16) . ?
C15 C16 1.3866(18) . ?
C15 C32 1.4087(17) . ?
C16 C17 1.3914(18) . ?
C16 H21 0.9500 . ?
C17 C18 1.394(2) . ?
C17 H22 0.9500 . ?
C18 C39 1.376(2) . ?
C18 H2 0.9500 . ?
C19 C60 1.379(2) . ?
C19 C20 1.3992(19) . ?
C19 H3 0.9500 . ?
C20 C21 1.3869(18) . ?
C20 H56 0.9500 . ?
C21 C22 1.3906(18) . ?
C21 H55 0.9500 . ?
C22 C59 1.4089(17) . ?
C23 C24 1.3897(16) . ?
C23 H50 0.9500 . ?
C24 C54 1.5219(16) . ?
C25 C26 1.5229(18) . ?
C25 C27 1.5318(19) . ?
C25 H5 1.0000 . ?
C26 H6 0.9800 . ?
C26 H7 0.9800 . ?
C26 H8 0.9800 . ?
C27 H10 0.9800 . ?
C27 H9 0.9800 . ?
C27 H11 0.9800 . ?
C28 C29 1.3889(17) . ?
C28 H15 0.9500 . ?
C29 C30 1.3877(17) . ?
C29 H14 0.9500 . ?
C30 C31 1.3883(17) . ?
C30 H13 0.9500 . ?
C31 H12 0.9500 . ?
C32 C39 1.3956(17) . ?
C32 C33 1.4366(18) . ?
C33 C38 1.3993(17) . ?
C33 C34 1.4096(16) . ?
C34 C35 1.3917(17) . ?
C35 C36 1.3872(18) . ?
C35 H20 0.9500 . ?
C36 C37 1.3954(19) . ?
C36 H19 0.9500 . ?
C37 C38 1.3771(19) . ?
C37 H18 0.9500 . ?
C38 H17 0.9500 . ?
C39 H23 0.9500 . ?
C40 C41 1.3916(16) . ?
C40 H31 0.9500 . ?
C41 C42 1.5245(16) . ?
C42 C44 1.5225(17) . ?
C42 C43 1.5411(19) . ?
C42 H24 1.0000 . ?
C43 H26 0.9800 . ?
C43 H25 0.9800 . ?
C43 H27 0.9800 . ?
C44 H30 0.9800 . ?
C44 H29 0.9800 . ?
C44 H28 0.9800 . ?
C45 C46 1.5237(19) . ?
C45 C47 1.5283(18) . ?
C45 H35 1.0000 . ?
C46 H32 0.9800 . ?
C46 H33 0.9800 . ?
C46 H34 0.9800 . ?
C47 H37 0.9800 . ?
C47 H38 0.9800 . ?
C47 H36 0.9800 . ?
C48 C53 1.3999(17) . ?
C48 C49 1.4244(16) . ?
C48 B2 1.5685(17) . ?
C49 C50 1.3982(17) . ?
C49 B1 1.5610(17) . ?
C50 C51 1.3877(18) . ?
C50 H42 0.9500 . ?
C51 C52 1.3842(19) . ?
C51 H41 0.9500 . ?
C52 C53 1.3884(18) . ?
C52 H39 0.9500 . ?
C53 H40 0.9500 . ?
C54 C56 1.5229(19) . ?
C54 C55 1.5353(18) . ?
C54 H46 1.0000 . ?
C55 H45 0.9800 . ?
C55 H44 0.9800 . ?
C55 H43 0.9800 . ?
C56 H47 0.9800 . ?
C56 H48 0.9800 . ?
C56 H49 0.9800 . ?
C57 C58 1.3851(18) . ?
C57 H51 0.9500 . ?
C58 H52 0.9500 . ?
C59 C60 1.3990(18) . ?
C60 H54 0.9500 . ?

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
C4 N1 C22 108.28(9) . . ?
C4 N1 C5 122.06(9) . . ?
C22 N1 C5 127.23(10) . . ?
C15 N2 C34 108.38(9) . . ?
C15 N2 C14 125.72(10) . . ?
C34 N2 C14 125.77(10) . . ?
C2 C1 C57 120.74(13) . . ?
C2 C1 H1 119.6 . . ?
C57 C1 H1 119.6 . . ?
C1 C2 C3 119.18(12) . . ?
C1 C2 H53 120.4 . . ?
C3 C2 H53 120.4 . . ?
C2 C3 C4 119.20(12) . . ?
C2 C3 C59 134.09(12) . . ?
C4 C3 C59 106.68(10) . . ?
N1 C4 C58 128.86(11) . . ?
N1 C4 C3 109.13(10) . . ?
C58 C4 C3 121.98(11) . . ?
C23 C5 C6 120.63(10) . . ?
C23 C5 N1 118.86(10) . . ?
C6 C5 N1 120.21(10) . . ?
C5 C6 C7 119.96(10) . . ?
C5 C6 H4 120.0 . . ?
C7 C6 H4 120.0 . . ?
C6 C7 C8 119.89(10) . . ?
C6 C7 C25 119.61(10) . . ?
C8 C7 C25 120.50(10) . . ?
C7 C8 C24 119.15(10) . . ?
C7 C8 B1 121.83(10) . . ?
C24 C8 B1 118.86(10) . . ?
C31 C9 C10 118.59(10) . . ?
C31 C9 B1 121.07(10) . . ?
C10 C9 B1 120.31(10) . . ?
C28 C10 C9 118.55(10) . . ?
C28 C10 B2 120.80(10) . . ?
C9 C10 B2 120.65(10) . . ?
C41 C11 C12 118.53(10) . . ?
C41 C11 B2 119.87(10) . . ?
C12 C11 B2 121.30(10) . . ?
C13 C12 C11 120.05(10) . . ?
C13 C12 C45 118.91(10) . . ?
C11 C12 C45 120.99(10) . . ?
C14 C13 C12 120.57(11) . . ?
C14 C13 H16 119.7 . . ?
C12 C13 H16 119.7 . . ?
C40 C14 C13 119.98(10) . . ?
C40 C14 N2 120.27(10) . . ?
C13 C14 N2 119.76(10) . . ?
C16 C15 N2 129.20(11) . . ?
C16 C15 C32 122.11(11) . . ?
N2 C15 C32 108.69(10) . . ?
C15 C16 C17 117.18(12) . . ?
C15 C16 H21 121.4 . . ?
C17 C16 H21 121.4 . . ?
C16 C17 C18 121.27(12) . . ?
C16 C17 H22 119.4 . . ?
C18 C17 H22 119.4 . . ?
C39 C18 C17 121.31(12) . . ?
C39 C18 H2 119.3 . . ?
C17 C18 H2 119.3 . . ?
C60 C19 C20 120.85(12) . . ?
C60 C19 H3 119.6 . . ?
C20 C19 H3 119.6 . . ?
C21 C20 C19 121.49(13) . . ?
C21 C20 H56 119.3 . . ?
C19 C20 H56 119.3 . . ?
C20 C21 C22 117.41(12) . . ?
C20 C21 H55 121.3 . . ?
C22 C21 H55 121.3 . . ?
C21 C22 N1 129.06(11) . . ?
C21 C22 C59 121.88(11) . . ?
N1 C22 C59 109.05(11) . . ?
C5 C23 C24 120.37(11) . . ?
C5 C23 H50 119.8 . . ?
C24 C23 H50 119.8 . . ?
C23 C24 C8 119.87(10) . . ?
C23 C24 C54 119.09(10) . . ?
C8 C24 C54 120.99(10) . . ?
C26 C25 C7 112.52(10) . . ?
C26 C25 C27 110.13(11) . . ?
C7 C25 C27 111.49(10) . . ?
C26 C25 H5 107.5 . . ?
C7 C25 H5 107.5 . . ?
C27 C25 H5 107.5 . . ?
C25 C26 H6 109.5 . . ?
C25 C26 H7 109.5 . . ?
H6 C26 H7 109.5 . . ?
C25 C26 H8 109.5 . . ?
H6 C26 H8 109.5 . . ?
H7 C26 H8 109.5 . . ?
C25 C27 H10 109.5 . . ?
C25 C27 H9 109.5 . . ?
H10 C27 H9 109.5 . . ?
C25 C27 H11 109.5 . . ?
H10 C27 H11 109.5 . . ?
H9 C27 H11 109.5 . . ?
C29 C28 C10 121.66(11) . . ?
C29 C28 H15 119.2 . . ?
C10 C28 H15 119.2 . . ?
C30 C29 C28 119.82(11) . . ?
C30 C29 H14 120.1 . . ?
C28 C29 H14 120.1 . . ?
C29 C30 C31 119.60(11) . . ?
C29 C30 H13 120.2 . . ?
C31 C30 H13 120.2 . . ?
C30 C31 C9 121.77(11) . . ?
C30 C31 H12 119.1 . . ?
C9 C31 H12 119.1 . . ?
C39 C32 C15 119.38(12) . . ?
C39 C32 C33 133.38(12) . . ?
C15 C32 C33 107.23(10) . . ?
C38 C33 C34 119.40(11) . . ?
C38 C33 C32 133.65(11) . . ?
C34 C33 C32 106.95(10) . . ?
C35 C34 N2 129.62(10) . . ?
C35 C34 C33 121.62(11) . . ?
N2 C34 C33 108.75(10) . . ?
C36 C35 C34 117.53(11) . . ?
C36 C35 H20 121.2 . . ?
C34 C35 H20 121.2 . . ?
C35 C36 C37 121.53(12) . . ?
C35 C36 H19 119.2 . . ?
C37 C36 H19 119.2 . . ?
C38 C37 C36 120.82(12) . . ?
C38 C37 H18 119.6 . . ?
C36 C37 H18 119.6 . . ?
C37 C38 C33 119.08(12) . . ?
C37 C38 H17 120.5 . . ?
C33 C38 H17 120.5 . . ?
C18 C39 C32 118.75(12) . . ?
C18 C39 H23 120.6 . . ?
C32 C39 H23 120.6 . . ?
C14 C40 C41 120.64(10) . . ?
C14 C40 H31 119.7 . . ?
C41 C40 H31 119.7 . . ?
C40 C41 C11 120.02(10) . . ?
C40 C41 C42 119.27(10) . . ?
C11 C41 C42 120.54(10) . . ?
C44 C42 C41 113.56(10) . . ?
C44 C42 C43 109.71(11) . . ?
C41 C42 C43 109.94(10) . . ?
C44 C42 H24 107.8 . . ?
C41 C42 H24 107.8 . . ?
C43 C42 H24 107.8 . . ?
C42 C43 H26 109.5 . . ?
C42 C43 H25 109.5 . . ?
H26 C43 H25 109.5 . . ?
C42 C43 H27 109.5 . . ?
H26 C43 H27 109.5 . . ?
H25 C43 H27 109.5 . . ?
C42 C44 H30 109.5 . . ?
C42 C44 H29 109.5 . . ?
H30 C44 H29 109.5 . . ?
C42 C44 H28 109.5 . . ?
H30 C44 H28 109.5 . . ?
H29 C44 H28 109.5 . . ?
C12 C45 C46 111.71(11) . . ?
C12 C45 C47 112.58(10) . . ?
C46 C45 C47 109.88(11) . . ?
C12 C45 H35 107.5 . . ?
C46 C45 H35 107.5 . . ?
C47 C45 H35 107.5 . . ?
C45 C46 H32 109.5 . . ?
C45 C46 H33 109.5 . . ?
H32 C46 H33 109.5 . . ?
C45 C46 H34 109.5 . . ?
H32 C46 H34 109.5 . . ?
H33 C46 H34 109.5 . . ?
C45 C47 H37 109.5 . . ?
C45 C47 H38 109.5 . . ?
H37 C47 H38 109.5 . . ?
C45 C47 H36 109.5 . . ?
H37 C47 H36 109.5 . . ?
H38 C47 H36 109.5 . . ?
C53 C48 C49 118.67(11) . . ?
C53 C48 B2 120.85(10) . . ?
C49 C48 B2 120.47(10) . . ?
C50 C49 C48 118.47(11) . . ?
C50 C49 B1 120.89(10) . . ?
C48 C49 B1 120.61(10) . . ?
C51 C50 C49 121.60(11) . . ?
C51 C50 H42 119.2 . . ?
C49 C50 H42 119.2 . . ?
C52 C51 C50 120.05(11) . . ?
C52 C51 H41 120.0 . . ?
C50 C51 H41 120.0 . . ?
C51 C52 C53 119.49(11) . . ?
C51 C52 H39 120.3 . . ?
C53 C52 H39 120.3 . . ?
C52 C53 C48 121.70(11) . . ?
C52 C53 H40 119.2 . . ?
C48 C53 H40 119.2 . . ?
C24 C54 C56 111.71(10) . . ?
C24 C54 C55 111.57(10) . . ?
C56 C54 C55 110.62(11) . . ?
C24 C54 H46 107.6 . . ?
C56 C54 H46 107.6 . . ?
C55 C54 H46 107.6 . . ?
C54 C55 H45 109.5 . . ?
C54 C55 H44 109.5 . . ?
H45 C55 H44 109.5 . . ?
C54 C55 H43 109.5 . . ?
H45 C55 H43 109.5 . . ?
H44 C55 H43 109.5 . . ?
C54 C56 H47 109.5 . . ?
C54 C56 H48 109.5 . . ?
H47 C56 H48 109.5 . . ?
C54 C56 H49 109.5 . . ?
H47 C56 H49 109.5 . . ?
H48 C56 H49 109.5 . . ?
C58 C57 C1 121.56(13) . . ?
C58 C57 H51 119.2 . . ?
C1 C57 H51 119.2 . . ?
C57 C58 C4 117.31(12) . . ?
C57 C58 H52 121.3 . . ?
C4 C58 H52 121.3 . . ?
C60 C59 C22 119.43(12) . . ?
C60 C59 C3 133.77(12) . . ?
C22 C59 C3 106.79(10) . . ?
C19 C60 C59 118.93(12) . . ?
C19 C60 H54 120.5 . . ?
C59 C60 H54 120.5 . . ?
C49 B1 C9 119.04(10) . . ?
C49 B1 C8 121.70(10) . . ?
C9 B1 C8 119.17(10) . . ?
C10 B2 C48 118.85(10) . . ?
C10 B2 C11 123.13(10) . . ?
C48 B2 C11 118.01(10) . . ?

_refine_diff_density_max         0.245
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.041

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_171130lt_0m_a
_audit_block_doi                 10.5517/ccdc.csd.cc2d67sn
_database_code_depnum_ccdc_archive 'CCDC 2210541'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D2SC04725J 2022
loop_
_audit_author_name
_audit_author_address
'Tien-Lin Wu'
;NTHU
Taiwan
;
_audit_update_record             
;
2022-09-30 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
5,10-bis(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)-2,6-dimethylphenyl)-5,10-diboranthrene
_chemical_name_common            tBuCzDBA
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H72 B2 N2'
_chemical_formula_weight         938.89

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'

_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                   9.5981(5)
_cell_length_b                   11.9160(5)
_cell_length_c                   25.0597(11)
_cell_angle_alpha                85.521(2)
_cell_angle_beta                 89.469(2)
_cell_angle_gamma                89.876(2)
_cell_volume                     2857.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5902
_cell_measurement_theta_min      2.2801
_cell_measurement_theta_max      24.4017

_exptl_crystal_description       Lump
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.062
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8865
_exptl_absorpt_correction_T_max  0.9485
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            46194
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         0.815
_diffrn_reflns_theta_max         26.432
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             11610
_reflns_number_gt                7168
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0866P)²+1.2121P] 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         11610
_refine_ls_number_parameters     745
_refine_ls_number_restraints     264
_refine_ls_R_factor_all          0.1122
_refine_ls_R_factor_gt           0.0679
_refine_ls_wR_factor_ref         0.2002
_refine_ls_wR_factor_gt          0.1756
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.002
_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 0.5612(4) 0.9691(3) 0.94769(13) 0.0582(9) Uani 1 1 d . . . . .
B2 B 0.0848(4) 0.5251(3) 0.04751(12) 0.0517(8) Uani 1 1 d . . . . .
C1 C 0.6245(3) 0.9419(2) 0.89138(11) 0.0547(8) Uani 1 1 d . . . . .
C2 C 0.5938(4) 0.8432(3) 0.86800(13) 0.0749(11) Uani 1 1 d . . . . .
C3 C 0.6474(4) 0.8253(3) 0.81732(12) 0.0673(10) Uani 1 1 d . . . . .
H3 H 0.6267 0.7574 0.8015 0.081 Uiso 1 1 calc R U . . .
C4 C 0.7290(3) 0.9043(2) 0.79048(10) 0.0427(6) Uani 1 1 d . . . . .
C5 C 0.7609(3) 1.0029(2) 0.81332(10) 0.0474(7) Uani 1 1 d . . . . .
H5 H 0.8187 1.0575 0.7945 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7086(3) 1.0224(2) 0.86366(10) 0.0478(7) Uani 1 1 d . . . . .
C7 C 0.4978(7) 0.7556(4) 0.8964(2) 0.155(3) Uani 1 1 d . . . . .
H7A H 0.4013 0.7824 0.8942 0.233 Uiso 1 1 calc R U . . .
H7B H 0.5245 0.7432 0.9341 0.233 Uiso 1 1 calc R U . . .
H7C H 0.5058 0.6847 0.8792 0.233 Uiso 1 1 calc R U . . .
C8 C 0.7459(4) 1.1292(3) 0.88900(12) 0.0703(10) Uani 1 1 d . . . . .
H8A H 0.6610 1.1638 0.9023 0.105 Uiso 1 1 calc R U . . .
H8B H 0.7913 1.1817 0.8623 0.105 Uiso 1 1 calc R U . . .
H8C H 0.8095 1.1113 0.9188 0.105 Uiso 1 1 calc R U . . .
C9 C 0.7603(3) 0.9497(2) 0.69143(9) 0.0383(6) Uani 1 1 d . . . . .
C10 C 0.6553(3) 1.0277(2) 0.67974(11) 0.0467(7) Uani 1 1 d . . . . .
H10 H 0.5878 1.0443 0.7060 0.056 Uiso 1 1 calc R U . . .
C11 C 0.6520(3) 1.0803(2) 0.62881(11) 0.0429(6) Uani 1 1 d . . . . .
H11 H 0.5802 1.1335 0.6202 0.052 Uiso 1 1 calc R U . . .
C12 C 0.7504(2) 1.0585(2) 0.58912(9) 0.0357(6) Uani 1 1 d . . . . .
C13 C 0.8553(2) 0.98054(19) 0.60214(9) 0.0313(5) Uani 1 1 d . . . . .
H13 H 0.9230 0.9643 0.5759 0.038 Uiso 1 1 calc R U . . .
C14 C 0.8617(2) 0.92628(19) 0.65319(9) 0.0322(5) Uani 1 1 d . . . . .
C15 C 0.9589(2) 0.84691(19) 0.67933(9) 0.0317(5) Uani 1 1 d . . . . .
C16 C 1.0837(2) 0.79797(19) 0.66412(9) 0.0325(5) Uani 1 1 d . . . . .
H16 H 1.1179 0.8126 0.6286 0.039 Uiso 1 1 calc R U . . .
C17 C 1.1588(3) 0.7279(2) 0.70047(9) 0.0373(6) Uani 1 1 d . . . . .
C18 C 1.1045(3) 0.7072(2) 0.75222(10) 0.0450(6) Uani 1 1 d . . . . .
H18 H 1.1545 0.6585 0.7771 0.054 Uiso 1 1 calc R U . . .
C19 C 0.9819(3) 0.7542(2) 0.76876(10) 0.0464(7) Uani 1 1 d . . . . .
H19 H 0.9478 0.7387 0.8043 0.056 Uiso 1 1 calc R U . . .
C20 C 0.9100(3) 0.8246(2) 0.73224(9) 0.0391(6) Uani 1 1 d . . . . .
C25 C 1.2986(3) 0.6778(2) 0.68316(10) 0.0450(6) Uani 1 1 d . . . . .
C26 C 1.2730(3) 0.6049(3) 0.63625(11) 0.0562(8) Uani 1 1 d . . . . .
H26A H 1.3617 0.5739 0.6245 0.084 Uiso 1 1 calc R U . . .
H26B H 1.2312 0.6511 0.6065 0.084 Uiso 1 1 calc R U . . .
H26C H 1.2097 0.5431 0.6479 0.084 Uiso 1 1 calc R U . . .
C27 C 1.3989(3) 0.7726(3) 0.66526(14) 0.0628(8) Uani 1 1 d . . . . .
H27A H 1.4155 0.8191 0.6951 0.094 Uiso 1 1 calc R U . . .
H27B H 1.3583 0.8192 0.6354 0.094 Uiso 1 1 calc R U . . .
H27C H 1.4873 0.7405 0.6538 0.094 Uiso 1 1 calc R U . . .
C28 C 1.3671(3) 0.6039(3) 0.72855(12) 0.0628(8) Uani 1 1 d . . . . .
H28A H 1.4574 0.5769 0.7163 0.094 Uiso 1 1 calc R U . . .
H28B H 1.3068 0.5395 0.7390 0.094 Uiso 1 1 calc R U . . .
H28C H 1.3807 0.6483 0.7594 0.094 Uiso 1 1 calc R U . . .
C29 C 0.6420(4) 0.9408(3) 1.00107(12) 0.0656(9) Uani 1 1 d . . . . .
C30 C 0.7705(4) 0.8875(3) 1.00150(15) 0.0873(12) Uani 1 1 d . . . . .
H30 H 0.8094 0.8660 0.9688 0.105 Uiso 1 1 calc R U . . .
C31 C 0.8440(5) 0.8647(4) 1.04892(17) 0.1068(16) Uani 1 1 d . . . . .
H31 H 0.9321 0.8284 1.0481 0.128 Uiso 1 1 calc R U . . .
C32 C 0.7892(5) 0.8945(4) 1.09707(16) 0.0974(14) Uani 1 1 d . . . . .
H32 H 0.8395 0.8803 1.1294 0.117 Uiso 1 1 calc R U . . .
C33 C 0.6599(4) 0.9455(3) 1.09722(13) 0.0764(10) Uani 1 1 d . . . . .
H33 H 0.6210 0.9638 1.1304 0.092 Uiso 1 1 calc R U . . .
C34 C 0.5840(4) 0.9712(3) 1.05069(12) 0.0624(8) Uani 1 1 d . . . . .
C35 C 0.1554(3) 0.5536(2) 0.10156(10) 0.0496(7) Uani 1 1 d . . . . .
C36 C 0.0702(3) 0.5777(2) 0.14510(10) 0.0459(7) Uani 1 1 d . . . . .
C37 C 0.1310(3) 0.5993(2) 0.19359(10) 0.0433(6) Uani 1 1 d . . . . .
H37 H 0.0738 0.6189 0.2226 0.052 Uiso 1 1 calc R U . . .
C38 C 0.2741(3) 0.5925(2) 0.19976(9) 0.0430(6) Uani 1 1 d . . . . .
C39 C 0.3588(3) 0.5694(3) 0.15710(10) 0.0521(7) Uani 1 1 d . . . . .
H39 H 0.4569 0.5648 0.1616 0.062 Uiso 1 1 calc R U . . .
C40 C 0.3008(3) 0.5529(3) 0.10735(11) 0.0558(8) Uani 1 1 d . . . . .
C41 C -0.0862(3) 0.5819(3) 0.14059(11) 0.0565(8) Uani 1 1 d . . . . .
H41A H -0.1228 0.5052 0.1407 0.085 Uiso 1 1 calc R U . . .
H41B H -0.1118 0.6247 0.1071 0.085 Uiso 1 1 calc R U . . .
H41C H -0.1257 0.6186 0.1710 0.085 Uiso 1 1 calc R U . . .
C42 C 0.3968(4) 0.5340(4) 0.06047(13) 0.0846(12) Uani 1 1 d . . . . .
H42A H 0.4905 0.5155 0.0737 0.127 Uiso 1 1 calc R U . . .
H42B H 0.4006 0.6026 0.0362 0.127 Uiso 1 1 calc R U . . .
H42C H 0.3613 0.4718 0.0412 0.127 Uiso 1 1 calc R U . . .
C43 C 0.2925(2) 0.5509(2) 0.29899(9) 0.0363(6) Uani 1 1 d . . . . .
C44 C 0.1868(3) 0.4725(2) 0.30983(10) 0.0428(6) Uani 1 1 d . . . . .
H44 H 0.1253 0.4531 0.2826 0.051 Uiso 1 1 calc R U . . .
C45 C 0.1742(3) 0.4242(2) 0.36122(10) 0.0411(6) Uani 1 1 d . . . . .
H45 H 0.1012 0.3716 0.3690 0.049 Uiso 1 1 calc R U . . .
C46 C 0.2642(2) 0.4487(2) 0.40305(9) 0.0332(5) Uani 1 1 d . . . . .
C47 C 0.3704(2) 0.52591(19) 0.39084(9) 0.0300(5) Uani 1 1 d . . . . .
H47 H 0.4333 0.5438 0.4179 0.036 Uiso 1 1 calc R U . . .
C48 C 0.3851(2) 0.57718(19) 0.33928(9) 0.0304(5) Uani 1 1 d . . . . .
C49 C 0.4884(2) 0.65306(19) 0.31406(9) 0.0306(5) Uani 1 1 d . . . . .
C50 C 0.6071(2) 0.70321(19) 0.33241(9) 0.0317(5) Uani 1 1 d . . . . .
H50 H 0.6316 0.6908 0.3690 0.038 Uiso 1 1 calc R U . . .
C51 C 0.6905(2) 0.7714(2) 0.29787(9) 0.0358(6) Uani 1 1 d . . . . .
C52 C 0.6487(3) 0.7900(2) 0.24445(10) 0.0450(6) Uani 1 1 d . . . . .
H52 H 0.7034 0.8382 0.2207 0.054 Uiso 1 1 calc R U . . .
C53 C 0.5313(3) 0.7411(2) 0.22483(10) 0.0452(7) Uani 1 1 d . . . . .
H53 H 0.5053 0.7555 0.1884 0.054 Uiso 1 1 calc R U . . .
C54 C 0.4528(2) 0.6708(2) 0.25967(9) 0.0372(6) Uani 1 1 d . . . . .
C59 C 0.8243(3) 0.8230(2) 0.31865(10) 0.0424(6) Uani 1 1 d . . . . .
C60 C 0.9060(3) 0.8911(3) 0.27464(11) 0.0630(9) Uani 1 1 d . . . . .
H60A H 0.8492 0.9547 0.2603 0.094 Uiso 1 1 calc R U . . .
H60B H 0.9291 0.8429 0.2459 0.094 Uiso 1 1 calc R U . . .
H60C H 0.9920 0.9193 0.2895 0.094 Uiso 1 1 calc R U . . .
C61 C 0.9189(3) 0.7284(3) 0.34172(13) 0.0597(8) Uani 1 1 d . . . . .
H61A H 1.0076 0.7602 0.3523 0.089 Uiso 1 1 calc R U . . .
H61B H 0.9362 0.6750 0.3146 0.089 Uiso 1 1 calc R U . . .
H61C H 0.8736 0.6893 0.3731 0.089 Uiso 1 1 calc R U . . .
C62 C 0.7863(3) 0.9006(3) 0.36252(11) 0.0536(8) Uani 1 1 d . . . . .
H62A H 0.8715 0.9326 0.3763 0.080 Uiso 1 1 calc R U . . .
H62B H 0.7371 0.8573 0.3917 0.080 Uiso 1 1 calc R U . . .
H62C H 0.7261 0.9615 0.3476 0.080 Uiso 1 1 calc R U . . .
C63 C 0.0148(3) 0.4076(3) 0.04450(10) 0.0559(8) Uani 1 1 d . . . . .
C64 C 0.0336(4) 0.3220(3) 0.08497(11) 0.0665(9) Uani 1 1 d . . . . .
H64 H 0.0952 0.3341 0.1134 0.080 Uiso 1 1 calc R U . . .
C65 C -0.0351(4) 0.2195(3) 0.08485(12) 0.0715(10) Uani 1 1 d . . . . .
H65 H -0.0210 0.1626 0.1130 0.086 Uiso 1 1 calc R U . . .
C66 C -0.1248(4) 0.2010(3) 0.04310(12) 0.0674(9) Uani 1 1 d . . . . .
H66 H -0.1744 0.1321 0.0432 0.081 Uiso 1 1 calc R U . . .
C67 C -0.1417(3) 0.2832(3) 0.00154(11) 0.0591(8) Uani 1 1 d . . . . .
H67 H -0.2015 0.2689 -0.0271 0.071 Uiso 1 1 calc R U . . .
C68 C -0.0733(3) 0.3863(3) 0.00056(10) 0.0514(7) Uani 1 1 d . . . . .
C21 C 0.7417(14) 1.1137(13) 0.5344(8) 0.041(2) Uani 0.409(4) 1 d D U P A 1
C22 C 0.8613(8) 1.0847(6) 0.4966(3) 0.0529(19) Uani 0.409(4) 1 d D U P A 1
H22A H 0.9505 1.1049 0.5120 0.079 Uiso 0.409(4) 1 calc R U P A 1
H22B H 0.8495 1.1270 0.4618 0.079 Uiso 0.409(4) 1 calc R U P A 1
H22C H 0.8602 1.0039 0.4919 0.079 Uiso 0.409(4) 1 calc R U P A 1
C23 C 0.7405(7) 1.2424(5) 0.5364(3) 0.0467(17) Uani 0.409(4) 1 d D U P A 1
H23A H 0.6576 1.2650 0.5560 0.070 Uiso 0.409(4) 1 calc R U P A 1
H23B H 0.7389 1.2783 0.4998 0.070 Uiso 0.409(4) 1 calc R U P A 1
H23C H 0.8243 1.2660 0.5545 0.070 Uiso 0.409(4) 1 calc R U P A 1
C24 C 0.6060(7) 1.0769(6) 0.5102(3) 0.0525(18) Uani 0.409(4) 1 d D U P A 1
H24A H 0.6104 0.9962 0.5051 0.079 Uiso 0.409(4) 1 calc R U P A 1
H24B H 0.5920 1.1192 0.4755 0.079 Uiso 0.409(4) 1 calc R U P A 1
H24C H 0.5282 1.0915 0.5343 0.079 Uiso 0.409(4) 1 calc R U P A 1
C21' C 0.7425(10) 1.1229(9) 0.5320(5) 0.0397(18) Uani 0.591(4) 1 d D U P A 2
C22' C 0.7467(6) 1.0365(4) 0.49009(17) 0.0503(13) Uani 0.591(4) 1 d D U P A 2
H22D H 0.6668 0.9856 0.4955 0.075 Uiso 0.591(4) 1 calc R U P A 2
H22E H 0.8333 0.9930 0.4936 0.075 Uiso 0.591(4) 1 calc R U P A 2
H22F H 0.7425 1.0755 0.4542 0.075 Uiso 0.591(4) 1 calc R U P A 2
C23' C 0.8728(5) 1.1970(4) 0.5249(2) 0.0578(14) Uani 0.591(4) 1 d D U P A 2
H23D H 0.8726 1.2371 0.4892 0.087 Uiso 0.591(4) 1 calc R U P A 2
H23E H 0.9563 1.1497 0.5288 0.087 Uiso 0.591(4) 1 calc R U P A 2
H23F H 0.8728 1.2517 0.5522 0.087 Uiso 0.591(4) 1 calc R U P A 2
C24' C 0.6148(5) 1.1962(4) 0.5234(2) 0.0538(13) Uani 0.591(4) 1 d D U P A 2
H24D H 0.6137 1.2537 0.5493 0.081 Uiso 0.591(4) 1 calc R U P A 2
H24E H 0.5309 1.1496 0.5283 0.081 Uiso 0.591(4) 1 calc R U P A 2
H24F H 0.6169 1.2329 0.4870 0.081 Uiso 0.591(4) 1 calc R U P A 2
C55 C 0.2521(12) 0.3854(11) 0.4590(7) 0.039(2) Uani 0.480(4) 1 d D U P B 1
C56 C 0.3758(6) 0.3034(6) 0.4672(3) 0.0604(17) Uani 0.480(4) 1 d D U P B 1
H56A H 0.4634 0.3454 0.4628 0.091 Uiso 0.480(4) 1 calc R U P B 1
H56B H 0.3718 0.2471 0.4408 0.091 Uiso 0.480(4) 1 calc R U P B 1
H56C H 0.3708 0.2657 0.5033 0.091 Uiso 0.480(4) 1 calc R U P B 1
C57 C 0.2597(7) 0.4687(5) 0.5016(2) 0.0440(14) Uani 0.480(4) 1 d D U P B 1
H57A H 0.3484 0.5093 0.4982 0.066 Uiso 0.480(4) 1 calc R U P B 1
H57B H 0.2530 0.4283 0.5371 0.066 Uiso 0.480(4) 1 calc R U P B 1
H57C H 0.1825 0.5225 0.4970 0.066 Uiso 0.480(4) 1 calc R U P B 1
C58 C 0.1174(6) 0.3174(5) 0.4666(2) 0.0494(16) Uani 0.480(4) 1 d D U P B 1
H58A H 0.1148 0.2791 0.5026 0.074 Uiso 0.480(4) 1 calc R U P B 1
H58B H 0.1138 0.2613 0.4400 0.074 Uiso 0.480(4) 1 calc R U P B 1
H58C H 0.0371 0.3681 0.4620 0.074 Uiso 0.480(4) 1 calc R U P B 1
C55' C 0.2383(10) 0.3963(10) 0.4595(6) 0.040(2) Uani 0.520(4) 1 d D U P B 2
C56' C 0.2404(6) 0.2677(4) 0.4588(2) 0.0474(14) Uani 0.520(4) 1 d D U P B 2
H56D H 0.1655 0.2439 0.4359 0.071 Uiso 0.520(4) 1 calc R U P B 2
H56E H 0.2267 0.2333 0.4953 0.071 Uiso 0.520(4) 1 calc R U P B 2
H56F H 0.3304 0.2437 0.4447 0.071 Uiso 0.520(4) 1 calc R U P B 2
C57' C 0.3472(6) 0.4289(5) 0.4992(2) 0.0432(13) Uani 0.520(4) 1 d D U P B 2
H57D H 0.4398 0.4067 0.4869 0.065 Uiso 0.520(4) 1 calc R U P B 2
H57E H 0.3273 0.3904 0.5344 0.065 Uiso 0.520(4) 1 calc R U P B 2
H57F H 0.3447 0.5105 0.5017 0.065 Uiso 0.520(4) 1 calc R U P B 2
C58' C 0.0944(5) 0.4350(5) 0.4786(2) 0.0494(14) Uani 0.520(4) 1 d D U P B 2
H58D H 0.0911 0.5174 0.4763 0.074 Uiso 0.520(4) 1 calc R U P B 2
H58E H 0.0785 0.4055 0.5157 0.074 Uiso 0.520(4) 1 calc R U P B 2
H58F H 0.0220 0.4067 0.4558 0.074 Uiso 0.520(4) 1 calc R U P B 2
N1 N 0.7872(2) 0.88510(19) 0.73915(8) 0.0437(5) Uani 1 1 d . . . . .
N2 N 0.3326(2) 0.60872(18) 0.25060(7) 0.0417(5) 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 C34 1.565(5) 2_677 ?
B1 C29 1.566(5) . ?
B1 C1 1.587(4) . ?
B2 C68 1.543(4) 2_565 ?
B2 C63 1.562(5) . ?
B2 C35 1.581(4) . ?
C1 C2 1.388(4) . ?
C1 C6 1.394(4) . ?
C2 C3 1.398(4) . ?
C2 C7 1.524(5) . ?
C3 C4 1.358(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(4) . ?
C4 N1 1.432(3) . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 C8 1.511(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.387(4) . ?
C9 N1 1.397(3) . ?
C9 C14 1.402(3) . ?
C10 C11 1.378(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.404(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.392(3) . ?
C12 C21 1.48(2) . ?
C12 C21' 1.572(14) . ?
C13 C14 1.389(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.450(3) . ?
C15 C16 1.395(3) . ?
C15 C20 1.408(3) . ?
C16 C17 1.391(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(3) . ?
C17 C25 1.540(4) . ?
C18 C19 1.377(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.381(4) . ?
C19 H19 0.9500 . ?
C20 N1 1.396(3) . ?
C25 C27 1.524(4) . ?
C25 C28 1.535(4) . ?
C25 C26 1.537(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.386(5) . ?
C29 C34 1.430(4) . ?
C30 C31 1.396(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.383(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.380(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.394(5) . ?
C33 H33 0.9500 . ?
C34 B1 1.565(5) 2_677 ?
C35 C40 1.404(4) . ?
C35 C36 1.405(4) . ?
C36 C37 1.395(3) . ?
C36 C41 1.506(4) . ?
C37 C38 1.385(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.381(4) . ?
C38 N2 1.424(3) . ?
C39 C40 1.398(4) . ?
C39 H39 0.9500 . ?
C40 C42 1.517(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.391(3) . ?
C43 N2 1.398(3) . ?
C43 C48 1.405(3) . ?
C44 C45 1.373(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.412(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.391(3) . ?
C46 C55' 1.519(16) . ?
C46 C55 1.542(18) . ?
C47 C48 1.391(3) . ?
C47 H47 0.9500 . ?
C48 C49 1.450(3) . ?
C49 C50 1.386(3) . ?
C49 C54 1.408(3) . ?
C50 C51 1.390(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.402(3) . ?
C51 C59 1.537(3) . ?
C52 C53 1.381(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.381(3) . ?
C53 H53 0.9500 . ?
C54 N2 1.402(3) . ?
C59 C61 1.527(4) . ?
C59 C60 1.528(4) . ?
C59 C62 1.532(4) . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 C64 1.393(4) . ?
C63 C68 1.433(4) . ?
C64 C65 1.390(4) . ?
C64 H64 0.9500 . ?
C65 C66 1.392(4) . ?
C65 H65 0.9500 . ?
C66 C67 1.383(4) . ?
C66 H66 0.9500 . ?
C67 C68 1.392(4) . ?
C67 H67 0.9500 . ?
C68 B2 1.543(4) 2_565 ?
C21 C24 1.522(14) . ?
C21 C22 1.538(14) . ?
C21 C23 1.539(14) . ?
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 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C21' C24' 1.512(11) . ?
C21' C22' 1.528(10) . ?
C21' C23' 1.534(10) . ?
C22' H22D 0.9800 . ?
C22' H22E 0.9800 . ?
C22' H22F 0.9800 . ?
C23' H23D 0.9800 . ?
C23' H23E 0.9800 . ?
C23' H23F 0.9800 . ?
C24' H24D 0.9800 . ?
C24' H24E 0.9800 . ?
C24' H24F 0.9800 . ?
C55 C57 1.517(12) . ?
C55 C58 1.530(13) . ?
C55 C56 1.540(12) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C55' C57' 1.521(11) . ?
C55' C56' 1.534(12) . ?
C55' C58' 1.539(11) . ?
C56' H56D 0.9800 . ?
C56' H56E 0.9800 . ?
C56' H56F 0.9800 . ?
C57' H57D 0.9800 . ?
C57' H57E 0.9800 . ?
C57' H57F 0.9800 . ?
C58' H58D 0.9800 . ?
C58' H58E 0.9800 . ?
C58' H58F 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
C34 B1 C29 119.5(3) 2_677 . ?
C34 B1 C1 118.7(3) 2_677 . ?
C29 B1 C1 121.7(3) . . ?
C68 B2 C63 119.4(2) 2_565 . ?
C68 B2 C35 121.5(3) 2_565 . ?
C63 B2 C35 118.9(3) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 B1 122.2(3) . . ?
C6 C1 B1 118.6(3) . . ?
C1 C2 C3 120.0(3) . . ?
C1 C2 C7 120.4(3) . . ?
C3 C2 C7 119.6(3) . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 N1 120.7(2) . . ?
C5 C4 N1 119.0(2) . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 C8 120.2(3) . . ?
C1 C6 C8 120.0(2) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N1 129.5(2) . . ?
C10 C9 C14 121.4(2) . . ?
N1 C9 C14 109.1(2) . . ?
C11 C10 C9 117.8(2) . . ?
C11 C10 H10 121.1 . . ?
C9 C10 H10 121.1 . . ?
C10 C11 C12 122.7(2) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C13 C12 C11 118.2(2) . . ?
C13 C12 C21 120.3(5) . . ?
C11 C12 C21 121.4(6) . . ?
C13 C12 C21' 121.5(4) . . ?
C11 C12 C21' 120.2(4) . . ?
C14 C13 C12 120.5(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C9 119.3(2) . . ?
C13 C14 C15 133.6(2) . . ?
C9 C14 C15 107.0(2) . . ?
C16 C15 C20 118.9(2) . . ?
C16 C15 C14 134.5(2) . . ?
C20 C15 C14 106.5(2) . . ?
C17 C16 C15 120.7(2) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 118.1(2) . . ?
C16 C17 C25 119.7(2) . . ?
C18 C17 C25 122.2(2) . . ?
C19 C18 C17 122.9(2) . . ?
C19 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C18 C19 C20 118.1(2) . . ?
C18 C19 H19 121.0 . . ?
C20 C19 H19 121.0 . . ?
C19 C20 N1 129.4(2) . . ?
C19 C20 C15 121.3(2) . . ?
N1 C20 C15 109.2(2) . . ?
C27 C25 C28 108.3(2) . . ?
C27 C25 C26 109.4(2) . . ?
C28 C25 C26 108.3(2) . . ?
C27 C25 C17 109.6(2) . . ?
C28 C25 C17 112.4(2) . . ?
C26 C25 C17 108.9(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C34 118.6(3) . . ?
C30 C29 B1 121.5(3) . . ?
C34 C29 B1 119.9(3) . . ?
C29 C30 C31 121.4(3) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 H30 119.3 . . ?
C32 C31 C30 120.4(4) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C31 118.6(4) . . ?
C33 C32 H32 120.7 . . ?
C31 C32 H32 120.7 . . ?
C32 C33 C34 122.8(3) . . ?
C32 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
C33 C34 C29 118.1(3) . . ?
C33 C34 B1 121.3(3) . 2_677 ?
C29 C34 B1 120.5(3) . 2_677 ?
C40 C35 C36 119.4(2) . . ?
C40 C35 B2 121.6(2) . . ?
C36 C35 B2 119.0(3) . . ?
C37 C36 C35 119.6(2) . . ?
C37 C36 C41 118.9(2) . . ?
C35 C36 C41 121.5(2) . . ?
C38 C37 C36 120.5(2) . . ?
C38 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C39 C38 C37 120.2(2) . . ?
C39 C38 N2 120.5(2) . . ?
C37 C38 N2 119.3(2) . . ?
C38 C39 C40 120.3(3) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C39 C40 C35 119.8(2) . . ?
C39 C40 C42 119.1(3) . . ?
C35 C40 C42 121.1(2) . . ?
C36 C41 H41A 109.5 . . ?
C36 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C36 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 N2 130.0(2) . . ?
C44 C43 C48 120.6(2) . . ?
N2 C43 C48 109.25(19) . . ?
C45 C44 C43 117.9(2) . . ?
C45 C44 H44 121.1 . . ?
C43 C44 H44 121.1 . . ?
C44 C45 C46 123.4(2) . . ?
C44 C45 H45 118.3 . . ?
C46 C45 H45 118.3 . . ?
C47 C46 C45 117.4(2) . . ?
C47 C46 C55' 122.4(4) . . ?
C45 C46 C55' 120.1(4) . . ?
C47 C46 C55 121.2(5) . . ?
C45 C46 C55 121.2(5) . . ?
C46 C47 C48 120.6(2) . . ?
C46 C47 H47 119.7 . . ?
C48 C47 H47 119.7 . . ?
C47 C48 C43 120.1(2) . . ?
C47 C48 C49 133.02(19) . . ?
C43 C48 C49 106.77(19) . . ?
C50 C49 C54 119.5(2) . . ?
C50 C49 C48 133.5(2) . . ?
C54 C49 C48 106.98(19) . . ?
C49 C50 C51 120.8(2) . . ?
C49 C50 H50 119.6 . . ?
C51 C50 H50 119.6 . . ?
C50 C51 C52 117.8(2) . . ?
C50 C51 C59 119.9(2) . . ?
C52 C51 C59 122.3(2) . . ?
C53 C52 C51 122.8(2) . . ?
C53 C52 H52 118.6 . . ?
C51 C52 H52 118.6 . . ?
C54 C53 C52 118.0(2) . . ?
C54 C53 H53 121.0 . . ?
C52 C53 H53 121.0 . . ?
C53 C54 N2 130.2(2) . . ?
C53 C54 C49 120.9(2) . . ?
N2 C54 C49 108.9(2) . . ?
C61 C59 C60 107.8(2) . . ?
C61 C59 C62 109.5(2) . . ?
C60 C59 C62 108.6(2) . . ?
C61 C59 C51 109.0(2) . . ?
C60 C59 C51 112.7(2) . . ?
C62 C59 C51 109.2(2) . . ?
C59 C60 H60A 109.5 . . ?
C59 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C59 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C59 C61 H61A 109.5 . . ?
C59 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C59 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C59 C62 H62A 109.5 . . ?
C59 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C59 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C64 C63 C68 118.4(3) . . ?
C64 C63 B2 121.0(2) . . ?
C68 C63 B2 120.6(3) . . ?
C65 C64 C63 121.8(3) . . ?
C65 C64 H64 119.1 . . ?
C63 C64 H64 119.1 . . ?
C64 C65 C66 119.4(3) . . ?
C64 C65 H65 120.3 . . ?
C66 C65 H65 120.3 . . ?
C67 C66 C65 119.9(3) . . ?
C67 C66 H66 120.1 . . ?
C65 C66 H66 120.1 . . ?
C66 C67 C68 121.8(3) . . ?
C66 C67 H67 119.1 . . ?
C68 C67 H67 119.1 . . ?
C67 C68 C63 118.6(3) . . ?
C67 C68 B2 121.8(2) . 2_565 ?
C63 C68 B2 119.6(3) . 2_565 ?
C12 C21 C24 107.7(10) . . ?
C12 C21 C22 114.8(11) . . ?
C24 C21 C22 107.8(10) . . ?
C12 C21 C23 110.1(10) . . ?
C24 C21 C23 109.1(11) . . ?
C22 C21 C23 107.2(11) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C24' C21' C22' 109.2(7) . . ?
C24' C21' C23' 108.9(7) . . ?
C22' C21' C23' 108.5(7) . . ?
C24' C21' C12 114.3(7) . . ?
C22' C21' C12 108.5(7) . . ?
C23' C21' C12 107.3(7) . . ?
C21' C22' H22D 109.5 . . ?
C21' C22' H22E 109.5 . . ?
H22D C22' H22E 109.5 . . ?
C21' C22' H22F 109.5 . . ?
H22D C22' H22F 109.5 . . ?
H22E C22' H22F 109.5 . . ?
C21' C23' H23D 109.5 . . ?
C21' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C21' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
C21' C24' H24D 109.5 . . ?
C21' C24' H24E 109.5 . . ?
H24D C24' H24E 109.5 . . ?
C21' C24' H24F 109.5 . . ?
H24D C24' H24F 109.5 . . ?
H24E C24' H24F 109.5 . . ?
C57 C55 C58 109.2(9) . . ?
C57 C55 C56 107.8(9) . . ?
C58 C55 C56 108.1(9) . . ?
C57 C55 C46 109.6(9) . . ?
C58 C55 C46 112.8(9) . . ?
C56 C55 C46 109.3(9) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 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 . . ?
C46 C55' C57' 113.1(8) . . ?
C46 C55' C56' 109.0(8) . . ?
C57' C55' C56' 107.8(8) . . ?
C46 C55' C58' 108.5(8) . . ?
C57' C55' C58' 108.6(8) . . ?
C56' C55' C58' 109.7(8) . . ?
C55' C56' H56D 109.5 . . ?
C55' C56' H56E 109.5 . . ?
H56D C56' H56E 109.5 . . ?
C55' C56' H56F 109.5 . . ?
H56D C56' H56F 109.5 . . ?
H56E C56' H56F 109.5 . . ?
C55' C57' H57D 109.5 . . ?
C55' C57' H57E 109.5 . . ?
H57D C57' H57E 109.5 . . ?
C55' C57' H57F 109.5 . . ?
H57D C57' H57F 109.5 . . ?
H57E C57' H57F 109.5 . . ?
C55' C58' H58D 109.5 . . ?
C55' C58' H58E 109.5 . . ?
H58D C58' H58E 109.5 . . ?
C55' C58' H58F 109.5 . . ?
H58D C58' H58F 109.5 . . ?
H58E C58' H58F 109.5 . . ?
C20 N1 C9 108.09(19) . . ?
C20 N1 C4 123.5(2) . . ?
C9 N1 C4 125.4(2) . . ?
C43 N2 C54 108.13(18) . . ?
C43 N2 C38 125.2(2) . . ?
C54 N2 C38 126.0(2) . . ?

_refine_diff_density_max         0.297
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.046

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_preparation       Luminescent
