#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/80/7118015.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7118015
loop_
_publ_author_name
'Aslam C. Shaikh'
'Dnyanesh S. Ranade'
'Shridhar Thorat'
'Arunava Maity'
'Prasad P. Kulkarni'
'Rajesh G. Gonnade'
'Parthapratim Munshi'
'Nitin T. Patil'
_publ_section_title
;
 Highly emissive organic solids with remarkably broad color tunability
 based on N,C-chelate, four-coordinate organoborons
;
_journal_name_full               Chem.Commun.
_journal_page_first              16115
_journal_paper_doi               10.1039/C5cc06351e
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C29 H25 B N2'
_chemical_formula_sum            'C29 H25 B N2'
_chemical_formula_weight         412.32
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-06-25 deposited with the CCDC.
2015-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.4870(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.3899(3)
_cell_length_b                   10.3122(2)
_cell_length_c                   26.5129(5)
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.56
_cell_measurement_theta_min      2.33
_cell_volume                     4509.16(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            63086
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.24
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9848
_exptl_absorpt_correction_T_min  0.9766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1744
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Pet Ether Ethyl Acetate MIxture'
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         7928
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.150
_refine_ls_R_factor_all          0.0965
_refine_ls_R_factor_gt           0.0776
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0471P)²+5.4376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1548
_refine_ls_wR_factor_ref         0.1640
_reflns_number_gt                6507
_reflns_number_total             7928
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc06351e2.cif
_cod_data_source_block           bn201r_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to 'constr'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 4093 2015-10-18 17:28:56Z antanas 
;
_cod_original_cell_volume        4509.15(14)
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               7118015
loop_
_symmetry_equiv_pos_as_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'
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
N1 N 0.37141(13) 0.2294(2) 1.07066(9) 0.0242(5) Uani 1 1 d . . .
N2 N 0.17495(13) 0.6692(2) 0.93252(9) 0.0297(6) Uani 1 1 d . . .
N3 N 0.63452(13) 0.3079(2) 0.83412(9) 0.0241(5) Uani 1 1 d . . .
N4 N 0.43304(14) 0.7357(2) 0.69340(10) 0.0343(6) Uani 1 1 d . . .
C2 C 0.32310(15) 0.3015(3) 1.09017(11) 0.0243(6) Uani 1 1 d . . .
C3 C 0.31732(17) 0.2791(3) 1.14144(11) 0.0294(6) Uani 1 1 d . . .
H3 H 0.2819 0.3299 1.1543 0.035 Uiso 1 1 calc R . .
C4 C 0.36274(18) 0.1846(3) 1.17197(12) 0.0337(7) Uani 1 1 d . . .
H4 H 0.3590 0.1687 1.2064 0.040 Uiso 1 1 calc R . .
C5 C 0.41576(16) 0.1092(3) 1.15308(11) 0.0293(7) Uani 1 1 d . . .
C6 C 0.41886(16) 0.1331(3) 1.10126(11) 0.0270(6) Uani 1 1 d . . .
C7 C 0.47056(16) 0.0571(3) 1.08169(12) 0.0318(7) Uani 1 1 d . . .
H7 H 0.4726 0.0706 1.0467 0.038 Uiso 1 1 calc R . .
C8 C 0.51789(18) -0.0364(3) 1.11360(13) 0.0389(8) Uani 1 1 d . . .
H8 H 0.5531 -0.0869 1.1004 0.047 Uiso 1 1 calc R . .
C9 C 0.51560(18) -0.0593(3) 1.16490(14) 0.0423(8) Uani 1 1 d . . .
H9 H 0.5490 -0.1245 1.1863 0.051 Uiso 1 1 calc R . .
C10 C 0.46563(18) 0.0118(3) 1.18422(13) 0.0386(8) Uani 1 1 d . . .
H10 H 0.4642 -0.0043 1.2192 0.046 Uiso 1 1 calc R . .
C11 C 0.28049(15) 0.3995(3) 1.05259(11) 0.0239(6) Uani 1 1 d . . .
C12 C 0.30020(16) 0.3916(3) 1.00524(11) 0.0240(6) Uani 1 1 d . . .
C13 C 0.32383(19) 0.1573(3) 0.96834(12) 0.0365(7) Uani 1 1 d . . .
H13A H 0.2735 0.1286 0.9741 0.055 Uiso 1 1 calc R . .
H13B H 0.3621 0.0848 0.9747 0.055 Uiso 1 1 calc R . .
H13C H 0.3119 0.1878 0.9316 0.055 Uiso 1 1 calc R . .
C14 C 0.44983(18) 0.3251(3) 1.00536(14) 0.0395(8) Uani 1 1 d . . .
H14A H 0.4412 0.3723 0.9719 0.059 Uiso 1 1 calc R . .
H14B H 0.4856 0.2509 1.0067 0.059 Uiso 1 1 calc R . .
H14C H 0.4749 0.3830 1.0354 0.059 Uiso 1 1 calc R . .
C15 C 0.26482(16) 0.4803(3) 0.96518(11) 0.0252(6) Uani 1 1 d . . .
H15 H 0.2766 0.4760 0.9326 0.030 Uiso 1 1 calc R . .
C16 C 0.21198(16) 0.5760(3) 0.97219(11) 0.0254(6) Uani 1 1 d . . .
C17 C 0.19395(16) 0.5812(3) 1.02012(11) 0.0256(6) Uani 1 1 d . . .
H17 H 0.1580 0.6459 1.0250 0.031 Uiso 1 1 calc R . .
C18 C 0.22788(15) 0.4934(3) 1.06013(11) 0.0250(6) Uani 1 1 d . . .
H18 H 0.2155 0.4970 1.0925 0.030 Uiso 1 1 calc R . .
C19 C 0.21159(16) 0.7219(3) 0.89674(11) 0.0257(6) Uani 1 1 d . . .
C20 C 0.29575(17) 0.7287(3) 0.90869(11) 0.0279(6) Uani 1 1 d . . .
H20 H 0.3302 0.6954 0.9415 0.033 Uiso 1 1 calc R . .
C21 C 0.32889(18) 0.7839(3) 0.87280(12) 0.0351(7) Uani 1 1 d . . .
H21 H 0.3862 0.7877 0.8813 0.042 Uiso 1 1 calc R . .
C22 C 0.2810(2) 0.8335(3) 0.82500(14) 0.0442(8) Uani 1 1 d . . .
H22 H 0.3046 0.8709 0.8007 0.053 Uiso 1 1 calc R . .
C23 C 0.1980(2) 0.8277(3) 0.81318(14) 0.0470(9) Uani 1 1 d . . .
H23 H 0.1641 0.8628 0.7806 0.056 Uiso 1 1 calc R . .
C24 C 0.16326(18) 0.7715(3) 0.84818(12) 0.0364(7) Uani 1 1 d . . .
H24 H 0.1059 0.7666 0.8390 0.044 Uiso 1 1 calc R . .
C25 C 0.09331(16) 0.7075(3) 0.92739(11) 0.0262(6) Uani 1 1 d . . .
C26 C 0.03419(17) 0.6133(3) 0.91803(12) 0.0338(7) Uani 1 1 d . . .
H26 H 0.0475 0.5248 0.9153 0.041 Uiso 1 1 calc R . .
C27 C -0.04471(18) 0.6491(3) 0.91260(13) 0.0399(8) Uani 1 1 d . . .
H27 H -0.0856 0.5845 0.9064 0.048 Uiso 1 1 calc R . .
C28 C -0.06441(19) 0.7758(3) 0.91610(13) 0.0419(8) Uani 1 1 d . . .
H28 H -0.1189 0.7990 0.9122 0.050 Uiso 1 1 calc R . .
C29 C -0.0059(2) 0.8704(3) 0.92525(12) 0.0423(8) Uani 1 1 d . . .
H29 H -0.0198 0.9588 0.9275 0.051 Uiso 1 1 calc R . .
C30 C 0.07362(19) 0.8358(3) 0.93119(12) 0.0368(7) Uani 1 1 d . . .
H30 H 0.1145 0.9006 0.9379 0.044 Uiso 1 1 calc R . .
C31 C 0.58533(16) 0.3784(3) 0.85358(11) 0.0246(6) Uani 1 1 d . . .
C32 C 0.57946(17) 0.3538(3) 0.90478(11) 0.0283(6) Uani 1 1 d . . .
H32 H 0.5435 0.4031 0.9176 0.034 Uiso 1 1 calc R . .
C33 C 0.62531(17) 0.2600(3) 0.93506(11) 0.0298(7) Uani 1 1 d . . .
H33 H 0.6210 0.2424 0.9692 0.036 Uiso 1 1 calc R . .
C34 C 0.67987(16) 0.1873(3) 0.91645(11) 0.0267(6) Uani 1 1 d . . .
C35 C 0.68288(16) 0.2121(3) 0.86462(11) 0.0247(6) Uani 1 1 d . . .
C36 C 0.73569(17) 0.1397(3) 0.84534(12) 0.0321(7) Uani 1 1 d . . .
H36 H 0.7368 0.1532 0.8101 0.038 Uiso 1 1 calc R . .
C37 C 0.78577(18) 0.0492(3) 0.87735(12) 0.0368(7) Uani 1 1 d . . .
H37 H 0.8220 0.0011 0.8642 0.044 Uiso 1 1 calc R . .
C38 C 0.78430(19) 0.0265(3) 0.92907(12) 0.0376(8) Uani 1 1 d . . .
H38 H 0.8199 -0.0356 0.9510 0.045 Uiso 1 1 calc R . .
C39 C 0.73197(18) 0.0934(3) 0.94790(12) 0.0344(7) Uani 1 1 d . . .
H39 H 0.7305 0.0766 0.9828 0.041 Uiso 1 1 calc R . .
C40 C 0.54199(16) 0.4756(3) 0.81589(11) 0.0251(6) Uani 1 1 d . . .
C41 C 0.56243(17) 0.4677(3) 0.76888(11) 0.0270(6) Uani 1 1 d . . .
C42 C 0.5872(2) 0.2370(3) 0.73177(12) 0.0449(9) Uani 1 1 d . . .
H42A H 0.5376 0.2063 0.7379 0.067 Uiso 1 1 calc R . .
H42B H 0.6262 0.1655 0.7375 0.067 Uiso 1 1 calc R . .
H42C H 0.5743 0.2686 0.6952 0.067 Uiso 1 1 calc R . .
C43 C 0.7134(2) 0.4062(3) 0.77006(14) 0.0444(9) Uani 1 1 d . . .
H43A H 0.7047 0.4603 0.7383 0.067 Uiso 1 1 calc R . .
H43B H 0.7479 0.3324 0.7684 0.067 Uiso 1 1 calc R . .
H43C H 0.7398 0.4578 0.8019 0.067 Uiso 1 1 calc R . .
C44 C 0.52550(17) 0.5535(3) 0.72807(11) 0.0297(7) Uani 1 1 d . . .
H44 H 0.5378 0.5488 0.6957 0.036 Uiso 1 1 calc R . .
C45 C 0.47062(16) 0.6465(3) 0.73386(11) 0.0281(6) Uani 1 1 d . . .
C46 C 0.45310(16) 0.6536(3) 0.78208(11) 0.0276(6) Uani 1 1 d . . .
H46 H 0.4171 0.7185 0.7867 0.033 Uiso 1 1 calc R . .
C47 C 0.48738(16) 0.5679(3) 0.82237(11) 0.0260(6) Uani 1 1 d . . .
H47 H 0.4741 0.5714 0.8544 0.031 Uiso 1 1 calc R . .
C48 C 0.45884(16) 0.7525(3) 0.64766(11) 0.0273(6) Uani 1 1 d . . .
C49 C 0.53924(17) 0.7780(3) 0.65306(12) 0.0329(7) Uani 1 1 d . . .
H49 H 0.5778 0.7861 0.6875 0.039 Uiso 1 1 calc R . .
C50 C 0.56343(18) 0.7917(3) 0.60877(13) 0.0355(7) Uani 1 1 d . . .
H50 H 0.6189 0.8081 0.6129 0.043 Uiso 1 1 calc R . .
C51 C 0.50835(19) 0.7820(3) 0.55851(13) 0.0392(8) Uani 1 1 d . . .
H51 H 0.5255 0.7907 0.5281 0.047 Uiso 1 1 calc R . .
C52 C 0.42805(19) 0.7593(3) 0.55289(13) 0.0404(8) Uani 1 1 d . . .
H52 H 0.3894 0.7547 0.5183 0.048 Uiso 1 1 calc R . .
C53 C 0.40317(17) 0.7434(3) 0.59711(12) 0.0326(7) Uani 1 1 d . . .
H53 H 0.3478 0.7262 0.5928 0.039 Uiso 1 1 calc R . .
C54 C 0.35434(17) 0.7851(3) 0.68952(11) 0.0318(7) Uani 1 1 d . . .
C55 C 0.3406(2) 0.9161(3) 0.68914(13) 0.0458(9) Uani 1 1 d . . .
H55 H 0.3835 0.9752 0.6916 0.055 Uiso 1 1 calc R . .
C56 C 0.2645(3) 0.9619(5) 0.68515(15) 0.0698(14) Uani 1 1 d . . .
H56 H 0.2553 1.0528 0.6850 0.084 Uiso 1 1 calc R . .
C57 C 0.2025(3) 0.8780(6) 0.68147(15) 0.0779(16) Uani 1 1 d . . .
H57 H 0.1501 0.9102 0.6786 0.093 Uiso 1 1 calc R . .
C58 C 0.2158(2) 0.7472(6) 0.68190(15) 0.0679(13) Uani 1 1 d . . .
H58 H 0.1724 0.6889 0.6792 0.082 Uiso 1 1 calc R . .
C59 C 0.29209(19) 0.6990(4) 0.68621(13) 0.0457(9) Uani 1 1 d . . .
H59 H 0.3014 0.6081 0.6869 0.055 Uiso 1 1 calc R . .
B1 B 0.36320(19) 0.2741(3) 1.00884(13) 0.0267(7) Uani 1 1 d . . .
B2 B 0.6261(2) 0.3533(3) 0.77264(13) 0.0301(8) Uani 1 1 d . . .
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'
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
C2 N1 C6 120.2(2) . .
C2 N1 B1 110.9(2) . .
C6 N1 B1 128.9(2) . .
C19 N2 C16 124.4(2) . .
C19 N2 C25 118.3(2) . .
C16 N2 C25 117.3(2) . .
C31 N3 C35 120.4(2) . .
C31 N3 B2 110.9(2) . .
C35 N3 B2 128.7(2) . .
C45 N4 C48 122.1(2) . .
C45 N4 C54 119.3(2) . .
C48 N4 C54 116.4(2) . .
N1 C2 C3 121.6(2) . .
N1 C2 C11 111.6(2) . .
C3 C2 C11 126.8(3) . .
C4 C3 C2 119.2(3) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C3 C4 C5 120.5(3) . .
C3 C4 H4 119.7 . .
C5 C4 H4 119.7 . .
C10 C5 C6 119.1(3) . .
C10 C5 C4 122.3(3) . .
C6 C5 C4 118.6(3) . .
N1 C6 C7 121.1(3) . .
N1 C6 C5 119.8(3) . .
C7 C6 C5 119.1(3) . .
C8 C7 C6 119.4(3) . .
C8 C7 H7 120.3 . .
C6 C7 H7 120.3 . .
C7 C8 C9 121.6(3) . .
C7 C8 H8 119.2 . .
C9 C8 H8 119.2 . .
C10 C9 C8 119.9(3) . .
C10 C9 H9 120.1 . .
C8 C9 H9 120.1 . .
C9 C10 C5 120.9(3) . .
C9 C10 H10 119.6 . .
C5 C10 H10 119.6 . .
C18 C11 C12 121.8(2) . .
C18 C11 C2 127.2(2) . .
C12 C11 C2 111.0(2) . .
C15 C12 C11 118.1(2) . .
C15 C12 B1 131.8(2) . .
C11 C12 B1 110.1(2) . .
B1 C13 H13A 109.5 . .
B1 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
B1 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
B1 C14 H14A 109.5 . .
B1 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
B1 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C12 C15 C16 120.9(3) . .
C12 C15 H15 119.6 . .
C16 C15 H15 119.6 . .
C15 C16 C17 119.4(2) . .
C15 C16 N2 122.8(2) . .
C17 C16 N2 117.8(2) . .
C18 C17 C16 120.6(2) . .
C18 C17 H17 119.7 . .
C16 C17 H17 119.7 . .
C17 C18 C11 119.2(2) . .
C17 C18 H18 120.4 . .
C11 C18 H18 120.4 . .
C24 C19 C20 118.2(3) . .
C24 C19 N2 119.7(2) . .
C20 C19 N2 122.1(2) . .
C21 C20 C19 120.0(3) . .
C21 C20 H20 120.0 . .
C19 C20 H20 120.0 . .
C22 C21 C20 121.6(3) . .
C22 C21 H21 119.2 . .
C20 C21 H21 119.2 . .
C21 C22 C23 118.6(3) . .
C21 C22 H22 120.7 . .
C23 C22 H22 120.7 . .
C22 C23 C24 120.9(3) . .
C22 C23 H23 119.6 . .
C24 C23 H23 119.6 . .
C23 C24 C19 120.6(3) . .
C23 C24 H24 119.7 . .
C19 C24 H24 119.7 . .
C26 C25 C30 120.1(3) . .
C26 C25 N2 118.8(2) . .
C30 C25 N2 121.1(3) . .
C25 C26 C27 119.3(3) . .
C25 C26 H26 120.4 . .
C27 C26 H26 120.4 . .
C28 C27 C26 120.8(3) . .
C28 C27 H27 119.6 . .
C26 C27 H27 119.6 . .
C27 C28 C29 120.3(3) . .
C27 C28 H28 119.8 . .
C29 C28 H28 119.8 . .
C28 C29 C30 119.5(3) . .
C28 C29 H29 120.2 . .
C30 C29 H29 120.2 . .
C25 C30 C29 120.0(3) . .
C25 C30 H30 120.0 . .
C29 C30 H30 120.0 . .
N3 C31 C32 121.3(2) . .
N3 C31 C40 111.4(2) . .
C32 C31 C40 127.3(3) . .
C33 C32 C31 119.5(3) . .
C33 C32 H32 120.3 . .
C31 C32 H32 120.3 . .
C32 C33 C34 120.6(3) . .
C32 C33 H33 119.7 . .
C34 C33 H33 119.7 . .
C39 C34 C35 119.1(3) . .
C39 C34 C33 122.4(3) . .
C35 C34 C33 118.6(2) . .
N3 C35 C36 121.1(2) . .
N3 C35 C34 119.7(2) . .
C36 C35 C34 119.2(2) . .
C37 C36 C35 119.9(3) . .
C37 C36 H36 120.0 . .
C35 C36 H36 120.0 . .
C36 C37 C38 121.0(3) . .
C36 C37 H37 119.5 . .
C38 C37 H37 119.5 . .
C39 C38 C37 119.9(3) . .
C39 C38 H38 120.0 . .
C37 C38 H38 120.0 . .
C38 C39 C34 120.9(3) . .
C38 C39 H39 119.6 . .
C34 C39 H39 119.6 . .
C47 C40 C41 121.6(2) . .
C47 C40 C31 127.9(2) . .
C41 C40 C31 110.5(2) . .
C44 C41 C40 118.1(3) . .
C44 C41 B2 131.2(3) . .
C40 C41 B2 110.7(2) . .
B2 C42 H42A 109.5 . .
B2 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
B2 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
B2 C43 H43A 109.5 . .
B2 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
B2 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C41 C44 C45 121.1(3) . .
C41 C44 H44 119.5 . .
C45 C44 H44 119.5 . .
C44 C45 C46 119.2(2) . .
C44 C45 N4 122.3(3) . .
C46 C45 N4 118.5(2) . .
C47 C46 C45 120.6(3) . .
C47 C46 H46 119.7 . .
C45 C46 H46 119.7 . .
C46 C47 C40 119.4(3) . .
C46 C47 H47 120.3 . .
C40 C47 H47 120.3 . .
C49 C48 C53 119.1(3) . .
C49 C48 N4 120.9(3) . .
C53 C48 N4 120.1(2) . .
C50 C49 C48 120.2(3) . .
C50 C49 H49 119.9 . .
C48 C49 H49 119.9 . .
C49 C50 C51 120.8(3) . .
C49 C50 H50 119.6 . .
C51 C50 H50 119.6 . .
C52 C51 C50 119.2(3) . .
C52 C51 H51 120.4 . .
C50 C51 H51 120.4 . .
C51 C52 C53 120.5(3) . .
C51 C52 H52 119.7 . .
C53 C52 H52 119.7 . .
C52 C53 C48 120.1(3) . .
C52 C53 H53 119.9 . .
C48 C53 H53 119.9 . .
C55 C54 C59 120.1(3) . .
C55 C54 N4 120.8(3) . .
C59 C54 N4 119.2(3) . .
C54 C55 C56 120.0(4) . .
C54 C55 H55 120.0 . .
C56 C55 H55 120.0 . .
C57 C56 C55 120.5(4) . .
C57 C56 H56 119.8 . .
C55 C56 H56 119.8 . .
C56 C57 C58 119.8(4) . .
C56 C57 H57 120.1 . .
C58 C57 H57 120.1 . .
C57 C58 C59 120.6(4) . .
C57 C58 H58 119.7 . .
C59 C58 H58 119.7 . .
C54 C59 C58 119.0(4) . .
C54 C59 H59 120.5 . .
C58 C59 H59 120.5 . .
C13 B1 C12 112.5(2) . .
C13 B1 C14 114.1(3) . .
C12 B1 C14 112.1(2) . .
C13 B1 N1 109.5(2) . .
C12 B1 N1 96.4(2) . .
C14 B1 N1 110.7(2) . .
C41 B2 C42 111.8(3) . .
C41 B2 C43 112.6(3) . .
C42 B2 C43 114.7(3) . .
C41 B2 N3 96.5(2) . .
C42 B2 N3 109.7(2) . .
C43 B2 N3 110.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.342(3) .
N1 C6 1.379(3) .
N1 B1 1.664(4) .
N2 C19 1.409(3) .
N2 C16 1.419(3) .
N2 C25 1.438(3) .
N3 C31 1.344(3) .
N3 C35 1.380(3) .
N3 B2 1.657(4) .
N4 C45 1.407(3) .
N4 C48 1.431(4) .
N4 C54 1.433(4) .
C2 C3 1.413(4) .
C2 C11 1.447(4) .
C3 C4 1.350(4) .
C3 H3 0.9500 .
C4 C5 1.414(4) .
C4 H4 0.9500 .
C5 C10 1.410(4) .
C5 C6 1.414(4) .
C6 C7 1.409(4) .
C7 C8 1.372(4) .
C7 H7 0.9500 .
C8 C9 1.393(5) .
C8 H8 0.9500 .
C9 C10 1.355(5) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C18 1.390(4) .
C11 C12 1.405(4) .
C12 C15 1.389(4) .
C12 B1 1.616(4) .
C13 B1 1.614(4) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 B1 1.626(4) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C16 1.401(4) .
C15 H15 0.9500 .
C16 C17 1.403(4) .
C17 C18 1.377(4) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 C24 1.392(4) .
C19 C20 1.397(4) .
C20 C21 1.382(4) .
C20 H20 0.9500 .
C21 C22 1.376(4) .
C21 H21 0.9500 .
C22 C23 1.377(5) .
C22 H22 0.9500 .
C23 C24 1.385(4) .
C23 H23 0.9500 .
C24 H24 0.9500 .
C25 C26 1.378(4) .
C25 C30 1.378(4) .
C26 C27 1.383(4) .
C26 H26 0.9500 .
C27 C28 1.362(5) .
C27 H27 0.9500 .
C28 C29 1.374(5) .
C28 H28 0.9500 .
C29 C30 1.388(4) .
C29 H29 0.9500 .
C30 H30 0.9500 .
C31 C32 1.416(4) .
C31 C40 1.447(4) .
C32 C33 1.345(4) .
C32 H32 0.9500 .
C33 C34 1.415(4) .
C33 H33 0.9500 .
C34 C39 1.405(4) .
C34 C35 1.415(4) .
C35 C36 1.400(4) .
C36 C37 1.371(4) .
C36 H36 0.9500 .
C37 C38 1.399(4) .
C37 H37 0.9500 .
C38 C39 1.357(4) .
C38 H38 0.9500 .
C39 H39 0.9500 .
C40 C47 1.393(4) .
C40 C41 1.403(4) .
C41 C44 1.387(4) .
C41 B2 1.599(4) .
C42 B2 1.614(5) .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 B2 1.634(5) .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 C45 1.396(4) .
C44 H44 0.9500 .
C45 C46 1.407(4) .
C46 C47 1.369(4) .
C46 H46 0.9500 .
C47 H47 0.9500 .
C48 C49 1.385(4) .
C48 C53 1.385(4) .
C49 C50 1.375(4) .
C49 H49 0.9500 .
C50 C51 1.376(4) .
C50 H50 0.9500 .
C51 C52 1.376(4) .
C51 H51 0.9500 .
C52 C53 1.382(4) .
C52 H52 0.9500 .
C53 H53 0.9500 .
C54 C55 1.371(4) .
C54 C59 1.382(4) .
C55 C56 1.376(5) .
C55 H55 0.9500 .
C56 C57 1.363(7) .
C56 H56 0.9500 .
C57 C58 1.368(7) .
C57 H57 0.9500 .
C58 C59 1.388(5) .
C58 H58 0.9500 .
C59 H59 0.9500 .
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
C6 N1 C2 C3 -1.9(4) . . . .
B1 N1 C2 C3 177.8(2) . . . .
C6 N1 C2 C11 178.2(2) . . . .
B1 N1 C2 C11 -2.1(3) . . . .
N1 C2 C3 C4 1.4(4) . . . .
C11 C2 C3 C4 -178.7(3) . . . .
C2 C3 C4 C5 0.3(4) . . . .
C3 C4 C5 C10 178.4(3) . . . .
C3 C4 C5 C6 -1.3(4) . . . .
C2 N1 C6 C7 -179.4(2) . . . .
B1 N1 C6 C7 0.9(4) . . . .
C2 N1 C6 C5 0.8(4) . . . .
B1 N1 C6 C5 -178.9(2) . . . .
C10 C5 C6 N1 -179.0(3) . . . .
C4 C5 C6 N1 0.8(4) . . . .
C10 C5 C6 C7 1.2(4) . . . .
C4 C5 C6 C7 -179.0(3) . . . .
N1 C6 C7 C8 178.9(3) . . . .
C5 C6 C7 C8 -1.3(4) . . . .
C6 C7 C8 C9 0.6(4) . . . .
C7 C8 C9 C10 0.1(5) . . . .
C8 C9 C10 C5 -0.2(5) . . . .
C6 C5 C10 C9 -0.5(4) . . . .
C4 C5 C10 C9 179.7(3) . . . .
N1 C2 C11 C18 -177.7(3) . . . .
C3 C2 C11 C18 2.4(4) . . . .
N1 C2 C11 C12 0.9(3) . . . .
C3 C2 C11 C12 -179.0(3) . . . .
C18 C11 C12 C15 -0.6(4) . . . .
C2 C11 C12 C15 -179.3(2) . . . .
C18 C11 C12 B1 179.3(2) . . . .
C2 C11 C12 B1 0.7(3) . . . .
C11 C12 C15 C16 0.9(4) . . . .
B1 C12 C15 C16 -179.0(3) . . . .
C12 C15 C16 C17 -0.7(4) . . . .
C12 C15 C16 N2 179.5(2) . . . .
C19 N2 C16 C15 -33.5(4) . . . .
C25 N2 C16 C15 143.7(3) . . . .
C19 N2 C16 C17 146.7(3) . . . .
C25 N2 C16 C17 -36.0(4) . . . .
C15 C16 C17 C18 0.2(4) . . . .
N2 C16 C17 C18 179.9(2) . . . .
C16 C17 C18 C11 0.2(4) . . . .
C12 C11 C18 C17 0.1(4) . . . .
C2 C11 C18 C17 178.5(3) . . . .
C16 N2 C19 C24 155.6(3) . . . .
C25 N2 C19 C24 -21.6(4) . . . .
C16 N2 C19 C20 -25.6(4) . . . .
C25 N2 C19 C20 157.2(3) . . . .
C24 C19 C20 C21 0.2(4) . . . .
N2 C19 C20 C21 -178.6(3) . . . .
C19 C20 C21 C22 0.2(5) . . . .
C20 C21 C22 C23 0.2(5) . . . .
C21 C22 C23 C24 -1.0(5) . . . .
C22 C23 C24 C19 1.4(5) . . . .
C20 C19 C24 C23 -1.0(5) . . . .
N2 C19 C24 C23 177.8(3) . . . .
C19 N2 C25 C26 120.6(3) . . . .
C16 N2 C25 C26 -56.8(4) . . . .
C19 N2 C25 C30 -58.8(4) . . . .
C16 N2 C25 C30 123.8(3) . . . .
C30 C25 C26 C27 -0.1(4) . . . .
N2 C25 C26 C27 -179.5(3) . . . .
C25 C26 C27 C28 0.4(5) . . . .
C26 C27 C28 C29 -0.2(5) . . . .
C27 C28 C29 C30 -0.3(5) . . . .
C26 C25 C30 C29 -0.4(4) . . . .
N2 C25 C30 C29 179.0(3) . . . .
C28 C29 C30 C25 0.6(5) . . . .
C35 N3 C31 C32 -2.3(4) . . . .
B2 N3 C31 C32 177.5(2) . . . .
C35 N3 C31 C40 178.3(2) . . . .
B2 N3 C31 C40 -2.0(3) . . . .
N3 C31 C32 C33 1.5(4) . . . .
C40 C31 C32 C33 -179.1(3) . . . .
C31 C32 C33 C34 0.9(4) . . . .
C32 C33 C34 C39 176.5(3) . . . .
C32 C33 C34 C35 -2.3(4) . . . .
C31 N3 C35 C36 -178.7(3) . . . .
B2 N3 C35 C36 1.7(4) . . . .
C31 N3 C35 C34 0.7(4) . . . .
B2 N3 C35 C34 -179.0(3) . . . .
C39 C34 C35 N3 -177.3(2) . . . .
C33 C34 C35 N3 1.6(4) . . . .
C39 C34 C35 C36 2.1(4) . . . .
C33 C34 C35 C36 -179.1(3) . . . .
N3 C35 C36 C37 177.0(3) . . . .
C34 C35 C36 C37 -2.3(4) . . . .
C35 C36 C37 C38 0.8(5) . . . .
C36 C37 C38 C39 0.9(5) . . . .
C37 C38 C39 C34 -1.1(5) . . . .
C35 C34 C39 C38 -0.4(4) . . . .
C33 C34 C39 C38 -179.2(3) . . . .
N3 C31 C40 C47 -178.4(3) . . . .
C32 C31 C40 C47 2.1(5) . . . .
N3 C31 C40 C41 1.0(3) . . . .
C32 C31 C40 C41 -178.4(3) . . . .
C47 C40 C41 C44 -1.2(4) . . . .
C31 C40 C41 C44 179.3(2) . . . .
C47 C40 C41 B2 180.0(3) . . . .
C31 C40 C41 B2 0.4(3) . . . .
C40 C41 C44 C45 1.1(4) . . . .
B2 C41 C44 C45 179.7(3) . . . .
C41 C44 C45 C46 0.4(4) . . . .
C41 C44 C45 N4 179.2(3) . . . .
C48 N4 C45 C44 -11.3(4) . . . .
C54 N4 C45 C44 151.2(3) . . . .
C48 N4 C45 C46 167.5(3) . . . .
C54 N4 C45 C46 -30.0(4) . . . .
C44 C45 C46 C47 -2.0(4) . . . .
N4 C45 C46 C47 179.2(3) . . . .
C45 C46 C47 C40 2.0(4) . . . .
C41 C40 C47 C46 -0.4(4) . . . .
C31 C40 C47 C46 179.1(3) . . . .
C45 N4 C48 C49 -53.1(4) . . . .
C54 N4 C48 C49 143.9(3) . . . .
C45 N4 C48 C53 126.9(3) . . . .
C54 N4 C48 C53 -36.0(4) . . . .
C53 C48 C49 C50 -1.2(4) . . . .
N4 C48 C49 C50 178.9(3) . . . .
C48 C49 C50 C51 0.8(5) . . . .
C49 C50 C51 C52 0.6(5) . . . .
C50 C51 C52 C53 -1.6(5) . . . .
C51 C52 C53 C48 1.2(5) . . . .
C49 C48 C53 C52 0.2(4) . . . .
N4 C48 C53 C52 -179.9(3) . . . .
C45 N4 C54 C55 125.7(3) . . . .
C48 N4 C54 C55 -70.9(4) . . . .
C45 N4 C54 C59 -54.2(4) . . . .
C48 N4 C54 C59 109.2(3) . . . .
C59 C54 C55 C56 -0.4(5) . . . .
N4 C54 C55 C56 179.7(3) . . . .
C54 C55 C56 C57 -0.1(6) . . . .
C55 C56 C57 C58 0.2(6) . . . .
C56 C57 C58 C59 0.2(6) . . . .
C55 C54 C59 C58 0.8(5) . . . .
N4 C54 C59 C58 -179.3(3) . . . .
C57 C58 C59 C54 -0.7(5) . . . .
C15 C12 B1 C13 -67.4(4) . . . .
C11 C12 B1 C13 112.6(3) . . . .
C15 C12 B1 C14 62.9(4) . . . .
C11 C12 B1 C14 -117.0(3) . . . .
C15 C12 B1 N1 178.4(3) . . . .
C11 C12 B1 N1 -1.6(3) . . . .
C2 N1 B1 C13 -114.5(3) . . . .
C6 N1 B1 C13 65.3(3) . . . .
C2 N1 B1 C12 2.2(3) . . . .
C6 N1 B1 C12 -178.1(2) . . . .
C2 N1 B1 C14 118.8(2) . . . .
C6 N1 B1 C14 -61.5(3) . . . .
C44 C41 B2 C42 -65.8(4) . . . .
C40 C41 B2 C42 112.9(3) . . . .
C44 C41 B2 C43 65.0(4) . . . .
C40 C41 B2 C43 -116.3(3) . . . .
C44 C41 B2 N3 179.9(3) . . . .
C40 C41 B2 N3 -1.4(3) . . . .
C31 N3 B2 C41 2.0(3) . . . .
C35 N3 B2 C41 -178.3(2) . . . .
C31 N3 B2 C42 -113.9(3) . . . .
C35 N3 B2 C42 65.7(4) . . . .
C31 N3 B2 C43 119.0(3) . . . .
C35 N3 B2 C43 -61.3(4) . . . .
