#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:39:23 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178879 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/08/4110833.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_4110833
loop_
_publ_author_name
'Justin A. Riddle'
'Stephen P. Lathrop'
'John C. Bollinger'
'Dongwhan Lee'
_publ_section_title
;
 Schiff Base Route to Stackable Pseudo-Triphenylenes: Stereoelectronic
 Control of Assembly and Luminescence
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10986
_journal_page_last               10987
_journal_paper_doi               10.1021/ja061307m
_journal_volume                  128
_journal_year                    2006
_chemical_formula_moiety         'C45 H54 B3 F6 N3 O3, 0.8 C6 H6, 0.7 C5 H12'
_chemical_formula_sum            'C53.3 H67.2 B3 F6 N3 O3'
_chemical_formula_weight         944.36
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 98.223(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.275(3)
_cell_length_b                   15.490(3)
_cell_length_c                   20.967(5)
_cell_measurement_reflns_used    1024
_cell_measurement_temperature    122(2)
_cell_measurement_theta_max      31.84
_cell_measurement_theta_min      2.82
_cell_volume                     5231.4(19)
_computing_cell_refinement       'SAINT 6.45A (Bruker, 2004)'
_computing_data_collection       'SMART 5.630 (Bruker, 2003)'
_computing_data_reduction
'SAINT 6.45A (Bruker, 2004), XTEL (local package)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      122(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 44.52
_diffrn_detector_type            'Bruker SMART 6000'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
'   0.30 degree frames measured for   5.17 seconds each'
_diffrn_measurement_device       'three-circle goniometer with fixed chi'
_diffrn_measurement_device_type  'Bruker Platform goniometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_av_sigmaI/netI    0.0698
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            69857
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.98
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; empirical absorption correction for twinned crystals via TWINABS
 (Sheldrick, 2004)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_description       block
_exptl_crystal_F_000             2004
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     740
_refine_ls_number_reflns         15128
_refine_ls_number_restraints     148
_refine_ls_restrained_S_all      1.175
_refine_ls_R_factor_all          0.1333
_refine_ls_R_factor_gt           0.1032
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
; calc
   [σ²(Fo²)+6*Fo²+(0.04Fo²)²]⁻¹
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1684
_refine_ls_wR_factor_ref         0.1779
_reflns_number_gt                11989
_reflns_number_total             15128
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja061307msi20060223_115656.cif
_cod_data_source_block           05148
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4110833
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
O1 O 0.36132(10) 0.52872(10) 0.66846(7) 0.0177(3) Uani 1 1 d . . .
C2 C 0.39971(13) 0.59037(13) 0.64186(10) 0.0140(4) Uani 1 1 d . . .
C3 C 0.48259(13) 0.61151(13) 0.66490(10) 0.0144(4) Uani 1 1 d . . .
C4 C 0.52528(13) 0.56585(13) 0.71848(10) 0.0148(4) Uani 1 1 d . . .
H4 H 0.5818 0.5794 0.7328 0.019(7) Uiso 1 1 calc R . .
N5 N 0.49002(11) 0.50669(11) 0.74843(8) 0.0146(3) Uani 1 1 d . . .
C6 C 0.53876(13) 0.46834(14) 0.80584(10) 0.0148(4) Uani 1 1 d . . .
C7 C 0.57952(13) 0.38988(14) 0.79910(11) 0.0165(4) Uani 1 1 d . . .
C8 C 0.57922(15) 0.34683(15) 0.73367(11) 0.0206(5) Uani 1 1 d . . .
H8 H 0.5272 0.3643 0.7052 0.028(8) Uiso 1 1 calc R . .
C9 C 0.65337(16) 0.37917(18) 0.70299(13) 0.0281(5) Uani 1 1 d . . .
H9A H 0.6498 0.4420 0.6979 0.033(8) Uiso 1 1 calc R . .
H9B H 0.6527 0.3521 0.6607 0.038(9) Uiso 1 1 calc R . .
H9C H 0.7050 0.3642 0.7308 0.040(9) Uiso 1 1 calc R . .
C10 C 0.5816(2) 0.24812(17) 0.73710(15) 0.0350(6) Uani 1 1 d . . .
H10A H 0.5797 0.2244 0.6936 0.049(10) Uiso 1 1 calc R . .
H10B H 0.5338 0.2272 0.7561 0.047(10) Uiso 1 1 calc R . .
H10C H 0.6330 0.2296 0.7638 0.043(9) Uiso 1 1 calc R . .
C11 C 0.62680(14) 0.35657(16) 0.85456(11) 0.0208(5) Uani 1 1 d . . .
H11 H 0.6549 0.3031 0.8523 0.021(7) Uiso 1 1 calc R . .
C12 C 0.63345(14) 0.40016(17) 0.91285(11) 0.0237(5) Uani 1 1 d . . .
H12 H 0.6658 0.3763 0.9499 0.034(8) Uiso 1 1 calc R . .
C13 C 0.59337(15) 0.47799(16) 0.91741(11) 0.0218(5) Uani 1 1 d . . .
H13 H 0.5993 0.5076 0.9575 0.032(8) Uiso 1 1 calc R . .
C14 C 0.54405(14) 0.51379(14) 0.86379(11) 0.0175(4) Uani 1 1 d . . .
C15 C 0.50214(15) 0.60067(15) 0.87017(11) 0.0216(5) Uani 1 1 d . . .
H15 H 0.4660 0.6130 0.8285 0.017(6) Uiso 1 1 calc R . .
C16 C 0.44675(18) 0.59901(18) 0.92340(13) 0.0312(6) Uani 1 1 d . . .
H16A H 0.4808 0.5871 0.9649 0.038(9) Uiso 1 1 calc R . .
H16B H 0.4047 0.5538 0.9140 0.032(8) Uiso 1 1 calc R . .
H16C H 0.4194 0.6551 0.9253 0.038(9) Uiso 1 1 calc R . .
C17 C 0.5668(2) 0.67289(18) 0.88210(16) 0.0382(7) Uani 1 1 d . . .
H17A H 0.5386 0.7284 0.8846 0.041(9) Uiso 1 1 calc R . .
H17B H 0.5999 0.6744 0.8466 0.037(9) Uiso 1 1 calc R . .
H17C H 0.6032 0.6621 0.9227 0.062(12) Uiso 1 1 calc R . .
B18 B 0.39403(15) 0.48505(16) 0.73088(12) 0.0158(5) Uani 1 1 d . . .
F19 F 0.35299(9) 0.51559(10) 0.77849(7) 0.0253(3) Uani 1 1 d . . .
F20 F 0.38344(8) 0.39780(8) 0.72246(7) 0.0222(3) Uani 1 1 d . . .
O21 O 0.60076(10) 0.69378(11) 0.65553(8) 0.0213(3) Uani 1 1 d . . .
C22 C 0.52320(13) 0.67698(14) 0.63349(10) 0.0156(4) Uani 1 1 d . . .
C23 C 0.48038(13) 0.72180(13) 0.58047(10) 0.0146(4) Uani 1 1 d . . .
C24 C 0.52225(13) 0.78816(14) 0.55087(10) 0.0155(4) Uani 1 1 d . . .
H24 H 0.4929 0.8189 0.5155 0.023(7) Uiso 1 1 calc R . .
N25 N 0.59916(11) 0.80808(11) 0.57055(9) 0.0150(4) Uani 1 1 d . . .
C26 C 0.63823(13) 0.87337(13) 0.53450(11) 0.0152(4) Uani 1 1 d . . .
C27 C 0.66803(13) 0.84761(14) 0.47812(11) 0.0171(4) Uani 1 1 d . . .
C28 C 0.66230(15) 0.75554(15) 0.45272(11) 0.0202(5) Uani 1 1 d . . .
H28 H 0.6380 0.7191 0.4847 0.016(6) Uiso 1 1 calc R . .
C29 C 0.74771(17) 0.71909(18) 0.44596(15) 0.0324(6) Uani 1 1 d . . .
H29A H 0.7727 0.7533 0.4144 0.033(8) Uiso 1 1 calc R . .
H29B H 0.7420 0.6590 0.4314 0.034(8) Uiso 1 1 calc R . .
H29C H 0.7834 0.7215 0.4878 0.054(11) Uiso 1 1 calc R . .
C30 C 0.60348(19) 0.75135(19) 0.38858(14) 0.0361(7) Uani 1 1 d . . .
H30A H 0.5478 0.7700 0.3954 0.053(11) Uiso 1 1 calc R . .
H30B H 0.6010 0.6919 0.3724 0.040(9) Uiso 1 1 calc R . .
H30C H 0.6241 0.7895 0.3571 0.046(10) Uiso 1 1 calc R . .
C31 C 0.70392(14) 0.91106(15) 0.44329(11) 0.0203(5) Uani 1 1 d . . .
H31 H 0.7240 0.8959 0.4044 0.025(7) Uiso 1 1 calc R . .
C32 C 0.71053(15) 0.99568(15) 0.46497(11) 0.0220(5) Uani 1 1 d . . .
H32 H 0.7354 1.0380 0.4410 0.029(8) Uiso 1 1 calc R . .
C33 C 0.68120(15) 1.01870(14) 0.52115(12) 0.0214(5) Uani 1 1 d . . .
H33 H 0.6863 1.0769 0.5354 0.020(7) Uiso 1 1 calc R . .
C34 C 0.64419(14) 0.95838(14) 0.55751(11) 0.0168(4) Uani 1 1 d . . .
C35 C 0.61176(16) 0.98806(15) 0.61824(11) 0.0222(5) Uani 1 1 d . . .
H35 H 0.5901 0.9364 0.6391 0.021(7) Uiso 1 1 calc R . .
C36 C 0.54036(19) 1.05189(19) 0.60175(15) 0.0348(6) Uani 1 1 d . . .
H36A H 0.5186 1.0685 0.6412 0.028(8) Uiso 1 1 calc R . .
H36B H 0.4961 1.0248 0.5717 0.053(11) Uiso 1 1 calc R . .
H36C H 0.5605 1.1034 0.5817 0.043(9) Uiso 1 1 calc R . .
C37 C 0.68168(19) 1.02842(17) 0.66638(13) 0.0318(6) Uani 1 1 d . . .
H37A H 0.7025 1.0805 0.6474 0.047(10) Uiso 1 1 calc R . .
H37B H 0.7271 0.9868 0.6762 0.038(9) Uiso 1 1 calc R . .
H37C H 0.6600 1.0437 0.7062 0.046(10) Uiso 1 1 calc R . .
B38 B 0.65380(15) 0.75816(16) 0.62806(13) 0.0181(5) Uani 1 1 d . . .
F39 F 0.68378(9) 0.81485(9) 0.67559(7) 0.0251(3) Uani 1 1 d . . .
F40 F 0.71600(9) 0.71561(9) 0.60347(7) 0.0250(3) Uani 1 1 d . . .
O41 O 0.35908(10) 0.74105(10) 0.50709(8) 0.0205(3) Uani 1 1 d . . .
C42 C 0.39690(13) 0.69991(13) 0.55778(10) 0.0145(4) Uani 1 1 d . . .
C43 C 0.35596(13) 0.63503(13) 0.58809(10) 0.0138(4) Uani 1 1 d . . .
C44 C 0.27158(13) 0.61556(14) 0.56425(11) 0.0159(4) Uani 1 1 d . . .
H44 H 0.2449 0.5702 0.5839 0.015(6) Uiso 1 1 calc R . .
N45 N 0.22963(11) 0.65766(11) 0.51659(9) 0.0155(4) Uani 1 1 d . . .
C46 C 0.14026(13) 0.64310(14) 0.50032(11) 0.0165(4) Uani 1 1 d . . .
C47 C 0.11093(14) 0.59577(14) 0.44472(11) 0.0185(4) Uani 1 1 d . . .
C48 C 0.16828(16) 0.55480(16) 0.40218(13) 0.0264(5) Uani 1 1 d . . .
H48 H 0.2244 0.5815 0.4136 0.030(8) Uiso 1 1 calc R . .
C49 C 0.1391(2) 0.5732(4) 0.33107(16) 0.0638(13) Uani 1 1 d . . .
H49A H 0.1360 0.6357 0.3241 0.19(4) Uiso 1 1 calc R . .
H49B H 0.0840 0.5477 0.3185 0.096(16) Uiso 1 1 calc R . .
H49C H 0.1784 0.5480 0.3050 0.070(13) Uiso 1 1 calc R . .
C50 C 0.1769(3) 0.4593(2) 0.4162(3) 0.0850(19) Uani 1 1 d . . .
H50A H 0.2004 0.4508 0.4615 0.067(16) Uiso 1 1 calc R . .
H50B H 0.2137 0.4334 0.3884 0.084(15) Uiso 1 1 calc R . .
H50C H 0.1221 0.4319 0.4079 0.12(2) Uiso 1 1 calc R . .
C51 C 0.02510(15) 0.58556(16) 0.43001(13) 0.0252(5) Uani 1 1 d . . .
H51 H 0.0029 0.5528 0.3933 0.029(8) Uiso 1 1 calc R . .
C52 C -0.02783(15) 0.62237(18) 0.46804(14) 0.0303(6) Uani 1 1 d . . .
H52 H -0.0861 0.6153 0.4570 0.042(9) Uiso 1 1 calc R . .
C53 C 0.00316(15) 0.66953(18) 0.52213(14) 0.0297(6) Uani 1 1 d . . .
H53 H -0.0343 0.6949 0.5475 0.027(7) Uiso 1 1 calc R . .
C54 C 0.08867(15) 0.68069(16) 0.54024(12) 0.0233(5) Uani 1 1 d . . .
C55 C 0.12002(17) 0.7306(2) 0.60166(13) 0.0320(6) Uani 1 1 d . . .
H55 H 0.1820 0.7325 0.6063 0.024(7) Uiso 1 1 calc R . .
C56 C 0.0881(2) 0.8240(2) 0.59830(17) 0.0464(9) Uani 1 1 d . . .
H56A H 0.1056 0.8530 0.5610 0.053(11) Uiso 1 1 calc R . .
H56B H 0.1108 0.8546 0.6378 0.061(12) Uiso 1 1 calc R . .
H56C H 0.0273 0.8238 0.5940 0.055(11) Uiso 1 1 calc R . .
C57 C 0.0959(3) 0.6832(3) 0.66043(16) 0.0634(12) Uani 1 1 d . . .
H57A H 0.1212 0.6257 0.6635 0.058(12) Uiso 1 1 calc R . .
H57B H 0.0353 0.6776 0.6558 0.088(15) Uiso 1 1 calc R . .
H57C H 0.1156 0.7161 0.6996 0.065(12) Uiso 1 1 calc R . .
B58 B 0.26827(15) 0.73909(16) 0.48586(13) 0.0168(5) Uani 1 1 d . . .
F59 F 0.25447(9) 0.73569(9) 0.42022(7) 0.0255(3) Uani 1 1 d . . .
F60 F 0.23312(9) 0.81083(9) 0.50930(8) 0.0277(3) Uani 1 1 d . . .
C61 C 0.4287(2) 0.45801(18) 0.51189(16) 0.0406(7) Uani 1 1 d . . .
H61 H 0.3798 0.4291 0.5200 0.058(11) Uiso 1 1 calc R . .
C62 C 0.4258(2) 0.51443(19) 0.46004(16) 0.0409(7) Uani 1 1 d . . .
H62 H 0.3747 0.5242 0.4328 0.050(10) Uiso 1 1 calc R . .
C63 C 0.4966(2) 0.5560(2) 0.44815(16) 0.0438(8) Uani 1 1 d . . .
H63 H 0.4945 0.5943 0.4126 0.063(12) Uiso 1 1 calc R . .
C64 C 0.7036(4) 0.2730(3) 0.2312(3) 0.0546(14) Uani 0.703(5) 1 d PDU A 1
H64A H 0.6903 0.3049 0.1907 0.082 Uiso 0.703(5) 1 calc PR A 1
H64B H 0.7570 0.2435 0.2320 0.082 Uiso 0.703(5) 1 calc PR A 1
H64C H 0.7070 0.3133 0.2676 0.082 Uiso 0.703(5) 1 calc PR A 1
C65 C 0.6376(5) 0.2083(7) 0.2365(6) 0.0745(19) Uani 0.703(5) 1 d PDU A 1
H65A H 0.6341 0.1677 0.1997 0.089 Uiso 0.703(5) 1 calc PR A 1
H65B H 0.5834 0.2380 0.2345 0.089 Uiso 0.703(5) 1 calc PR A 1
C66 C 0.6554(4) 0.1577(4) 0.2997(3) 0.0652(14) Uani 0.703(5) 1 d PDU A 1
H66A H 0.7093 0.1277 0.3009 0.078 Uiso 0.703(5) 1 calc PR A 1
H66B H 0.6609 0.1990 0.3361 0.078 Uiso 0.703(5) 1 calc PR A 1
C67 C 0.5906(6) 0.0925(6) 0.3094(5) 0.0712(16) Uani 0.703(5) 1 d PDU A 1
H67A H 0.5348 0.1184 0.2980 0.085 Uiso 0.703(5) 1 calc PR A 1
H67B H 0.5971 0.0753 0.3553 0.085 Uiso 0.703(5) 1 calc PR A 1
C68A C 0.598(3) 0.0139(17) 0.2682(16) 0.077(2) Uani 0.351(3) 1 d PDU A 1
H68A H 0.5519 -0.0256 0.2721 0.115 Uiso 0.351(3) 1 calc PR A 1
H68B H 0.6508 -0.0153 0.2827 0.115 Uiso 0.351(3) 1 calc PR A 1
H68C H 0.5960 0.0315 0.2231 0.115 Uiso 0.351(3) 1 calc PR A 1
C66B C 0.6554(4) 0.1577(4) 0.2997(3) 0.0652(14) Uani 0.00 1 d PU A 3
C67B C 0.5906(6) 0.0925(6) 0.3094(5) 0.0712(16) Uani 0.00 1 d PU A 3
C68B C 0.604(3) 0.0049(18) 0.2607(16) 0.077(2) Uani 0.351(3) 1 d PU A 3
H68D H 0.5721 -0.0442 0.2732 0.115 Uiso 0.351(3) 1 calc PR A 3
H68E H 0.6632 -0.0105 0.2657 0.115 Uiso 0.351(3) 1 calc PR A 3
H68F H 0.5850 0.0199 0.2156 0.115 Uiso 0.351(3) 1 calc PR A 3
C69 C 0.6315(10) 0.2254(17) 0.2254(14) 0.074(3) Uani 0.297(5) 1 d PDU A 2
H69 H 0.6407 0.2742 0.1999 0.089 Uiso 0.297(5) 1 calc PR A 2
C70 C 0.6945(9) 0.1713(14) 0.2498(9) 0.150(12) Uani 0.297(5) 1 d PDU A 2
H70 H 0.7488 0.1823 0.2401 0.180 Uiso 0.297(5) 1 calc PR A 2
C71 C 0.6822(10) 0.1011(11) 0.2884(9) 0.111(8) Uani 0.297(5) 1 d PDU A 2
H71 H 0.7280 0.0661 0.3056 0.133 Uiso 0.297(5) 1 calc PR A 2
C72 C 0.6050(11) 0.0824(15) 0.3015(13) 0.074(2) Uani 0.297(5) 1 d PDU A 2
H72 H 0.5942 0.0314 0.3240 0.088 Uiso 0.297(5) 1 calc PR A 2
C73 C 0.5432(9) 0.1404(10) 0.2807(7) 0.071(4) Uani 0.297(5) 1 d PDU A 2
H73 H 0.4911 0.1347 0.2957 0.085 Uiso 0.297(5) 1 calc PR A 2
C74 C 0.5540(8) 0.2052(9) 0.2396(7) 0.065(4) Uani 0.297(5) 1 d PDU A 2
H74 H 0.5073 0.2374 0.2203 0.078 Uiso 0.297(5) 1 calc PR A 2
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 O1 B18 124.67(17) . .
O1 C2 C3 121.13(19) . .
O1 C2 C43 118.48(19) . .
C3 C2 C43 120.39(19) . .
C2 C3 C4 119.49(19) . .
C2 C3 C22 119.60(19) . .
C4 C3 C22 120.9(2) . .
N5 C4 C3 122.4(2) . .
C4 N5 C6 117.39(18) . .
C4 N5 B18 121.87(18) . .
C6 N5 B18 120.15(17) . .
C14 C6 C7 123.6(2) . .
C14 C6 N5 117.91(19) . .
C7 C6 N5 118.42(19) . .
C11 C7 C6 116.6(2) . .
C11 C7 C8 121.2(2) . .
C6 C7 C8 121.97(19) . .
C7 C8 C9 109.5(2) . .
C7 C8 C10 113.4(2) . .
C9 C8 C10 109.3(2) . .
C12 C11 C7 121.2(2) . .
C13 C12 C11 120.5(2) . .
C12 C13 C14 120.9(2) . .
C6 C14 C13 117.2(2) . .
C6 C14 C15 123.3(2) . .
C13 C14 C15 119.5(2) . .
C14 C15 C17 110.7(2) . .
C14 C15 C16 111.5(2) . .
C17 C15 C16 110.8(2) . .
F19 B18 F20 111.77(19) . .
F19 B18 O1 109.41(19) . .
F20 B18 O1 108.03(18) . .
F19 B18 N5 109.02(18) . .
F20 B18 N5 109.84(18) . .
O1 B18 N5 108.73(17) . .
C22 O21 B38 125.54(18) . .
O21 C22 C23 121.67(19) . .
O21 C22 C3 117.88(19) . .
C23 C22 C3 120.5(2) . .
C22 C23 C42 119.37(19) . .
C22 C23 C24 119.1(2) . .
C42 C23 C24 121.51(19) . .
N25 C24 C23 122.2(2) . .
C24 N25 C26 118.11(18) . .
C24 N25 B38 122.28(18) . .
C26 N25 B38 119.37(17) . .
C27 C26 C34 123.0(2) . .
C27 C26 N25 117.96(19) . .
C34 C26 N25 119.1(2) . .
C26 C27 C31 117.5(2) . .
C26 C27 C28 123.5(2) . .
C31 C27 C28 119.0(2) . .
C27 C28 C29 111.6(2) . .
C27 C28 C30 110.2(2) . .
C29 C28 C30 111.4(2) . .
C32 C31 C27 120.7(2) . .
C33 C32 C31 120.3(2) . .
C32 C33 C34 121.5(2) . .
C33 C34 C26 117.1(2) . .
C33 C34 C35 119.0(2) . .
C26 C34 C35 123.9(2) . .
C34 C35 C36 110.5(2) . .
C34 C35 C37 111.1(2) . .
C36 C35 C37 110.6(2) . .
F39 B38 F40 112.2(2) . .
F39 B38 O21 108.4(2) . .
F40 B38 O21 108.92(19) . .
F39 B38 N25 110.06(19) . .
F40 B38 N25 108.14(19) . .
O21 B38 N25 109.05(18) . .
C42 O41 B58 124.37(17) . .
O41 C42 C43 121.0(2) . .
O41 C42 C23 118.15(19) . .
C43 C42 C23 120.88(19) . .
C42 C43 C2 119.30(19) . .
C42 C43 C44 119.19(19) . .
C2 C43 C44 121.52(19) . .
N45 C44 C43 122.4(2) . .
C44 N45 C46 119.76(18) . .
C44 N45 B58 121.01(19) . .
C46 N45 B58 117.80(17) . .
C54 C46 C47 123.7(2) . .
C54 C46 N45 117.4(2) . .
C47 C46 N45 118.9(2) . .
C51 C47 C46 117.0(2) . .
C51 C47 C48 120.2(2) . .
C46 C47 C48 122.8(2) . .
C50 C48 C47 110.0(3) . .
C50 C48 C49 112.4(4) . .
C47 C48 C49 111.3(2) . .
C52 C51 C47 120.9(2) . .
C51 C52 C53 120.6(2) . .
C52 C53 C54 121.3(2) . .
C46 C54 C53 116.5(2) . .
C46 C54 C55 124.1(2) . .
C53 C54 C55 119.4(2) . .
C54 C55 C57 110.1(3) . .
C54 C55 C56 111.6(2) . .
C57 C55 C56 111.3(3) . .
F59 B58 F60 112.07(19) . .
F59 B58 O41 108.49(19) . .
F60 B58 O41 108.95(19) . .
F59 B58 N45 111.20(19) . .
F60 B58 N45 106.77(19) . .
O41 B58 N45 109.31(17) . .
C62 C61 C63 119.9(3) . 3_666
C63 C62 C61 120.0(3) . .
C62 C63 C61 120.1(3) . 3_666
C64 C65 C66 111.1(8) . .
C67 C66 C65 114.4(7) . .
C66 C67 C68A 110.6(15) . .
C70 C69 C74 116.3(13) . .
C69 C70 C71 122.5(12) . .
C72 C71 C70 120.0(12) . .
C71 C72 C73 117.1(14) . .
C74 C73 C72 122.1(12) . .
C73 C74 C69 121.0(12) . .
N5 C4 H4 118.8 . .
C3 C4 H4 118.8 . .
C7 C8 H8 108.2 . .
C9 C8 H8 108.2 . .
C10 C8 H8 108.2 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C12 C11 H11 119.4 . .
C7 C11 H11 119.4 . .
C13 C12 H12 119.7 . .
C11 C12 H12 119.7 . .
C12 C13 H13 119.6 . .
C14 C13 H13 119.6 . .
C14 C15 H15 107.9 . .
C17 C15 H15 107.9 . .
C16 C15 H15 107.9 . .
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 . .
C15 C17 H17A 109.5 . .
C15 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C15 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
N25 C24 H24 118.9 . .
C23 C24 H24 118.9 . .
C27 C28 H28 107.8 . .
C29 C28 H28 107.8 . .
C30 C28 H28 107.8 . .
C28 C29 H29A 109.5 . .
C28 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C28 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C28 C30 H30A 109.5 . .
C28 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C28 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C32 C31 H31 119.6 . .
C27 C31 H31 119.6 . .
C33 C32 H32 119.9 . .
C31 C32 H32 119.9 . .
C32 C33 H33 119.3 . .
C34 C33 H33 119.3 . .
C34 C35 H35 108.2 . .
C36 C35 H35 108.2 . .
C37 C35 H35 108.2 . .
C35 C36 H36A 109.5 . .
C35 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C35 C37 H37A 109.5 . .
C35 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C35 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
N45 C44 H44 118.8 . .
C43 C44 H44 118.8 . .
C50 C48 H48 107.6 . .
C47 C48 H48 107.6 . .
C49 C48 H48 107.6 . .
C48 C49 H49A 109.5 . .
C48 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C48 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C48 C50 H50A 109.5 . .
C48 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C48 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C52 C51 H51 119.5 . .
C47 C51 H51 119.5 . .
C51 C52 H52 119.7 . .
C53 C52 H52 119.7 . .
C52 C53 H53 119.3 . .
C54 C53 H53 119.3 . .
C54 C55 H55 107.9 . .
C57 C55 H55 107.9 . .
C56 C55 H55 107.9 . .
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 . .
C62 C61 H61 120.1 . .
C63 C61 H61 120.1 3_666 .
C63 C62 H62 120.0 . .
C61 C62 H62 120.0 . .
C62 C63 H63 120.0 . .
C61 C63 H63 120.0 3_666 .
C65 C64 H64A 109.5 . .
C65 C64 H64B 109.5 . .
H64A C64 H64B 109.5 . .
C65 C64 H64C 109.5 . .
H64A C64 H64C 109.5 . .
H64B C64 H64C 109.5 . .
C64 C65 H65A 109.4 . .
C66 C65 H65A 109.4 . .
C64 C65 H65B 109.4 . .
C66 C65 H65B 109.4 . .
H65A C65 H65B 108.0 . .
C67 C66 H66A 108.7 . .
C65 C66 H66A 108.7 . .
C67 C66 H66B 108.7 . .
C65 C66 H66B 108.7 . .
H66A C66 H66B 107.6 . .
C66 C67 H67A 109.5 . .
C68A C67 H67A 109.5 . .
C66 C67 H67B 109.5 . .
C68A C67 H67B 109.5 . .
H67A C67 H67B 108.1 . .
C67 C68A H68A 109.5 . .
C67 C68A H68B 109.5 . .
H68A C68A H68B 109.5 . .
C67 C68A H68C 109.5 . .
H68A C68A H68C 109.5 . .
H68B C68A H68C 109.5 . .
H68D C68B H68E 109.5 . .
H68D C68B H68F 109.5 . .
H68E C68B H68F 109.5 . .
C70 C69 H69 121.9 . .
C74 C69 H69 121.9 . .
C69 C70 H70 118.8 . .
C71 C70 H70 118.8 . .
C72 C71 H71 120.0 . .
C70 C71 H71 120.0 . .
C71 C72 H72 121.5 . .
C73 C72 H72 121.5 . .
C74 C73 H73 118.9 . .
C72 C73 H73 118.9 . .
C73 C74 H74 119.5 . .
C69 C74 H74 119.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.309(3) .
O1 B18 1.502(3) .
C2 C3 1.405(3) .
C2 C43 1.424(3) .
C3 C4 1.422(3) .
C3 C22 1.422(3) .
C4 N5 1.291(3) .
N5 C6 1.469(3) .
N5 B18 1.589(3) .
C6 C14 1.396(3) .
C6 C7 1.401(3) .
C7 C11 1.398(3) .
C7 C8 1.525(3) .
C8 C9 1.531(3) .
C8 C10 1.531(4) .
C11 C12 1.387(3) .
C12 C13 1.380(4) .
C13 C14 1.399(3) .
C14 C15 1.523(3) .
C15 C17 1.532(4) .
C15 C16 1.532(4) .
B18 F19 1.363(3) .
B18 F20 1.371(3) .
O21 C22 1.307(3) .
O21 B38 1.488(3) .
C22 C23 1.408(3) .
C23 C42 1.415(3) .
C23 C24 1.424(3) .
C24 N25 1.298(3) .
N25 C26 1.462(3) .
N25 B38 1.592(3) .
C26 C27 1.398(3) .
C26 C34 1.401(3) .
C27 C31 1.401(3) .
C27 C28 1.521(3) .
C28 C29 1.526(3) .
C28 C30 1.537(4) .
C31 C32 1.386(3) .
C32 C33 1.380(3) .
C33 C34 1.396(3) .
C34 C35 1.518(3) .
C35 C36 1.527(4) .
C35 C37 1.542(4) .
B38 F39 1.365(3) .
B38 F40 1.369(3) .
O41 C42 1.314(3) .
O41 B58 1.481(3) .
C42 C43 1.407(3) .
C43 C44 1.425(3) .
C44 N45 1.302(3) .
N45 C46 1.463(3) .
N45 B58 1.587(3) .
C46 C54 1.395(3) .
C46 C47 1.402(3) .
C47 C51 1.396(3) .
C47 C48 1.519(3) .
C48 C50 1.511(4) .
C48 C49 1.526(4) .
C51 C52 1.378(4) .
C52 C53 1.382(4) .
C53 C54 1.400(3) .
C54 C55 1.526(4) .
C55 C57 1.533(4) .
C55 C56 1.535(4) .
B58 F59 1.364(3) .
B58 F60 1.373(3) .
C61 C62 1.390(4) .
C61 C63 1.391(5) 3_666
C62 C63 1.374(5) .
C63 C61 1.391(5) 3_666
C64 C65 1.484(11) .
C65 C66 1.531(10) .
C66 C67 1.495(10) .
C67 C68A 1.507(17) .
C69 C70 1.366(14) .
C69 C74 1.372(15) .
C70 C71 1.386(13) .
C71 C72 1.356(15) .
C72 C73 1.372(15) .
C73 C74 1.352(13) .
C4 H4 0.9500 .
C8 H8 1.0000 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 H11 0.9500 .
C12 H12 0.9500 .
C13 H13 0.9500 .
C15 H15 1.0000 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C24 H24 0.9500 .
C28 H28 1.0000 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 H31 0.9500 .
C32 H32 0.9500 .
C33 H33 0.9500 .
C35 H35 1.0000 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C44 H44 0.9500 .
C48 H48 1.0000 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C51 H51 0.9500 .
C52 H52 0.9500 .
C53 H53 0.9500 .
C55 H55 1.0000 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
C57 H57A 0.9800 .
C57 H57B 0.9800 .
C57 H57C 0.9800 .
C61 H61 0.9500 .
C62 H62 0.9500 .
C63 H63 0.9500 .
C64 H64A 0.9800 .
C64 H64B 0.9800 .
C64 H64C 0.9800 .
C65 H65A 0.9900 .
C65 H65B 0.9900 .
C66 H66A 0.9900 .
C66 H66B 0.9900 .
C67 H67A 0.9900 .
C67 H67B 0.9900 .
C68A H68A 0.9800 .
C68A H68B 0.9800 .
C68A H68C 0.9800 .
C68B H68D 0.9800 .
C68B H68E 0.9800 .
C68B H68F 0.9800 .
C69 H69 0.9500 .
C70 H70 0.9500 .
C71 H71 0.9500 .
C72 H72 0.9500 .
C73 H73 0.9500 .
C74 H74 0.9500 .
