#------------------------------------------------------------------------------
#$Date: 2022-09-20 11:32:02 +0300 (Tue, 20 Sep 2022) $
#$Revision: 277994 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/98/1559884.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_1559884
loop_
_publ_author_name
'Zatsikha, Yuriy V.'
'Blesener, Tanner S.'
'King, Alex J.'
'Healy, Andrew T.'
'Goff, Philip C.'
'Didukh, Natalia O.'
'Blank, David A.'
'Kovtun, Yuriy P.'
'Nemykin, Victor N.'
_publ_section_related_literature
; 
? 
;
_publ_section_title
;
 Fully Conjugated Pyrene-BODIPY and Pyrene-BODIPY-Ferrocene Dyads and
 Triads: Synthesis, Characterization, and Selective Noncovalent
 Interactions with Nanocarbon Materials.
;
_journal_name_full               'The journal of physical chemistry. B'
_journal_paper_doi               10.1021/acs.jpcb.0c10074
_journal_year                    2020
_chemical_formula_moiety         'C63 H43 B F2 N2 O4'
_chemical_formula_sum            'C63 H43 B F2 N2 O4'
_chemical_formula_weight         940.85
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2017-05-18
_audit_creation_method           CRYSTALS_ver_14.61
_cell_angle_alpha                112.536(8)
_cell_angle_beta                 98.382(7)
_cell_angle_gamma                90.203(6)
_cell_formula_units_Z            2
_cell_length_a                   12.1367(6)
_cell_length_b                   14.2874(6)
_cell_length_c                   14.5167(10)
_cell_measurement_reflns_used    20401
_cell_measurement_temperature    123
_cell_measurement_theta_max      28
_cell_measurement_theta_min      4
_cell_volume                     2295.3(3)
_computing_cell_refinement       'CrystalClear 2.0'
_computing_data_collection       'CrystalClear 2.0'
_computing_data_reduction        'CrystalClear 2.0'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      123
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device       'Image Plate'
_diffrn_measurement_device_type  'Rigaku RAPID-II'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20401
_diffrn_reflns_theta_full        25.271
_diffrn_reflns_theta_max         27.468
_diffrn_reflns_theta_min         3.078
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_time  2
_diffrn_standards_number         20401
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.77
_refine_diff_density_min         -0.82
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         10263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1701
_refine_ls_R_factor_gt           0.0628
_refine_ls_shift/su_max          0.0001329
_refine_ls_shift/su_mean         0.0000173
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 8.77 9.87 1.54 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2016
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.2016
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              16
_reflns_limit_k_min              -18
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                4193
_reflns_number_total             10289
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.1701
_oxford_refine_ls_scale          0.2788(3)
_oxford_reflns_number_all        10263
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title '_04142015-2'
_cod_data_source_file            jp0c10074_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;

2022-09-17
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C126 H86 B2 F4 N4 O8'
_cod_original_formula_weight         1881.70
_cod_original_formula_moiety         'C126 H86 B2 F4 N4 O8'
_cod_original_formula_units_Z            1
_cod_original_cell_volume        2295.30(16)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               1559884
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
F1 F 0.4783(2) 0.19425(19) 0.6272(2) 0.0387 1.0000 Uani . . . . . .
B1 B 0.5037(4) 0.2759(4) 0.7209(4) 0.0337 1.0000 Uani . . . . . .
F2 F 0.4178(2) 0.2829(2) 0.7761(2) 0.0399 1.0000 Uani . . . . . .
N1 N 0.5209(3) 0.3762(3) 0.7050(3) 0.0313 1.0000 Uani . . . . . .
C4 C 0.6247(3) 0.4300(3) 0.7295(3) 0.0301 1.0000 Uani . . . . . .
C3 C 0.6157(3) 0.5163(3) 0.7037(3) 0.0290 1.0000 Uani . . . . . .
C2 C 0.5041(3) 0.5141(3) 0.6626(3) 0.0289 1.0000 Uani . . . . . .
C1 C 0.4462(3) 0.4273(3) 0.6641(3) 0.0316 1.0000 Uani . . . . . .
C10 C 0.3284(3) 0.4029(3) 0.6322(3) 0.0332 1.0000 Uani . . . . . .
C11 C 0.2696(3) 0.3148(3) 0.6098(3) 0.0323 1.0000 Uani . . . . . .
C12 C 0.1494(3) 0.2987(3) 0.5843(3) 0.0299 1.0000 Uani . . . . . .
C25 C 0.0937(3) 0.2169(3) 0.5946(3) 0.0306 1.0000 Uani . . . . . .
C26 C -0.0242(3) 0.2060(3) 0.5760(3) 0.0306 1.0000 Uani . . . . . .
C15 C -0.0870(3) 0.2744(3) 0.5425(3) 0.0318 1.0000 Uani . . . . . .
C14 C -0.0291(3) 0.3510(3) 0.5277(3) 0.0343 1.0000 Uani . . . . . .
C13 C 0.0860(4) 0.3628(3) 0.5478(3) 0.0336 1.0000 Uani . . . . . .
C16 C -0.2066(4) 0.2634(3) 0.5273(4) 0.0364 1.0000 Uani . . . . . .
C17 C -0.2607(4) 0.1905(4) 0.5442(4) 0.0407 1.0000 Uani . . . . . .
C18 C -0.2008(4) 0.1201(3) 0.5773(4) 0.0365 1.0000 Uani . . . . . .
C27 C -0.0827(3) 0.1279(3) 0.5915(3) 0.0323 1.0000 Uani . . . . . .
C22 C -0.0219(4) 0.0589(3) 0.6248(4) 0.0353 1.0000 Uani . . . . . .
C23 C 0.0967(4) 0.0705(4) 0.6406(4) 0.0385 1.0000 Uani . . . . . .
C24 C 0.1527(4) 0.1466(3) 0.6291(4) 0.0362 1.0000 Uani . . . . . .
C21 C -0.0796(4) -0.0175(4) 0.6395(4) 0.0421 1.0000 Uani . . . . . .
C20 C -0.1958(4) -0.0248(4) 0.6261(4) 0.0430 1.0000 Uani . . . . . .
C19 C -0.2552(4) 0.0431(4) 0.5946(4) 0.0412 1.0000 Uani . . . . . .
C28 C 0.4523(3) 0.5821(3) 0.6157(3) 0.0311 1.0000 Uani . . . . . .
O2 O 0.5263(3) 0.6553(2) 0.6227(3) 0.0378 1.0000 Uani . . . . . .
C29 C 0.4856(4) 0.7274(3) 0.5813(4) 0.0339 1.0000 Uani . . . . . .
C30 C 0.5815(4) 0.8045(4) 0.6044(4) 0.0397 1.0000 Uani . . . . . .
O1 O 0.3560(3) 0.5744(3) 0.5747(3) 0.0457 1.0000 Uani . . . . . .
C31 C 0.7103(3) 0.5882(3) 0.7206(3) 0.0297 1.0000 Uani . . . . . .
C32 C 0.7094(4) 0.6896(3) 0.7824(3) 0.0346 1.0000 Uani . . . . . .
C33 C 0.8001(4) 0.7569(4) 0.8004(4) 0.0397 1.0000 Uani . . . . . .
C34 C 0.8933(4) 0.7240(4) 0.7581(4) 0.0431 1.0000 Uani . . . . . .
C35 C 0.8977(4) 0.6217(4) 0.6965(4) 0.0405 1.0000 Uani . . . . . .
C36 C 0.8068(4) 0.5540(4) 0.6786(4) 0.0357 1.0000 Uani . . . . . .
C5 C 0.7161(4) 0.4031(3) 0.7806(3) 0.0328 1.0000 Uani . . . . . .
C6 C 0.7119(3) 0.3183(3) 0.8042(3) 0.0313 1.0000 Uani . . . . . .
N2 N 0.6139(3) 0.2574(3) 0.7789(3) 0.0301 1.0000 Uani . . . . . .
C9 C 0.6323(3) 0.1806(3) 0.8123(3) 0.0315 1.0000 Uani . . . . . .
C46 C 0.5443(4) 0.1046(3) 0.7910(4) 0.0363 1.0000 Uani . . . . . .
C47 C 0.5397(4) 0.0378(3) 0.8359(4) 0.0334 1.0000 Uani . . . . . .
C48 C 0.4510(3) -0.0395(3) 0.8144(3) 0.0312 1.0000 Uani . . . . . .
C61 C 0.4633(3) -0.1112(3) 0.8604(3) 0.0290 1.0000 Uani . . . . . .
C63 C 0.3773(3) -0.1887(3) 0.8361(3) 0.0297 1.0000 Uani . . . . . .
C51 C 0.2788(4) -0.1931(3) 0.7671(4) 0.0333 1.0000 Uani . . . . . .
C50 C 0.2681(4) -0.1190(3) 0.7265(4) 0.0364 1.0000 Uani . . . . . .
C49 C 0.3520(4) -0.0452(3) 0.7484(4) 0.0352 1.0000 Uani . . . . . .
C52 C 0.1944(4) -0.2730(4) 0.7431(4) 0.0381 1.0000 Uani . . . . . .
C53 C 0.2062(4) -0.3438(4) 0.7828(4) 0.0420 1.0000 Uani . . . . . .
C54 C 0.3030(4) -0.3413(3) 0.8530(4) 0.0358 1.0000 Uani . . . . . .
C62 C 0.3888(4) -0.2639(3) 0.8787(3) 0.0312 1.0000 Uani . . . . . .
C58 C 0.4843(4) -0.2600(3) 0.9485(3) 0.0333 1.0000 Uani . . . . . .
C59 C 0.5683(4) -0.1800(3) 0.9738(3) 0.0340 1.0000 Uani . . . . . .
C60 C 0.5590(4) -0.1093(3) 0.9321(3) 0.0336 1.0000 Uani . . . . . .
C57 C 0.4942(4) -0.3340(4) 0.9892(4) 0.0404 1.0000 Uani . . . . . .
C56 C 0.4099(4) -0.4101(4) 0.9637(4) 0.0462 1.0000 Uani . . . . . .
C55 C 0.3155(4) -0.4139(4) 0.8959(4) 0.0462 1.0000 Uani . . . . . .
C8 C 0.7458(4) 0.1932(3) 0.8615(4) 0.0340 1.0000 Uani . . . . . .
C7 C 0.7957(4) 0.2786(3) 0.8564(3) 0.0328 1.0000 Uani . . . . . .
C37 C 0.9114(4) 0.3215(3) 0.8946(4) 0.0336 1.0000 Uani . . . . . .
C42 C 0.9767(4) 0.3392(4) 0.8316(4) 0.0377 1.0000 Uani . . . . . .
C41 C 1.0879(4) 0.3738(4) 0.8655(4) 0.0435 1.0000 Uani . . . . . .
C40 C 1.1335(4) 0.3946(4) 0.9662(4) 0.0426 1.0000 Uani . . . . . .
C39 C 1.0681(4) 0.3789(4) 1.0302(4) 0.0431 1.0000 Uani . . . . . .
C38 C 0.9581(4) 0.3433(4) 0.9954(3) 0.0359 1.0000 Uani . . . . . .
C43 C 0.8068(4) 0.1242(4) 0.9007(4) 0.0402 1.0000 Uani . . . . . .
O4 O 0.9126(3) 0.1207(2) 0.8813(3) 0.0409 1.0000 Uani . . . . . .
C44 C 0.9860(4) 0.0647(4) 0.9257(5) 0.0496 1.0000 Uani . . . . . .
C45 C 1.1024(4) 0.0843(5) 0.9109(5) 0.0557 1.0000 Uani . . . . . .
O3 O 0.7728(3) 0.0772(3) 0.9462(3) 0.0582 1.0000 Uani . . . . . .
H91 H 0.2871 0.4574 0.6260 0.0404 1.0000 Uiso R . . . . .
H101 H 0.3125 0.2576 0.6121 0.0418 1.0000 Uiso R . . . . .
H151 H -0.0709 0.3989 0.5038 0.0409 1.0000 Uiso R . . . . .
H161 H 0.1250 0.4152 0.5350 0.0413 1.0000 Uiso R . . . . .
H171 H -0.2463 0.3097 0.5057 0.0432 1.0000 Uiso R . . . . .
H181 H -0.3409 0.1837 0.5362 0.0488 1.0000 Uiso R . . . . .
H221 H 0.1388 0.0207 0.6603 0.0452 1.0000 Uiso R . . . . .
H231 H 0.2346 0.1524 0.6434 0.0451 1.0000 Uiso R . . . . .
H241 H -0.0365 -0.0668 0.6589 0.0527 1.0000 Uiso R . . . . .
H251 H -0.2336 -0.0776 0.6367 0.0533 1.0000 Uiso R . . . . .
H261 H -0.3359 0.0407 0.5872 0.0513 1.0000 Uiso R . . . . .
H291 H 0.4240 0.7593 0.6126 0.0458 1.0000 Uiso R . . . . .
H292 H 0.4638 0.6929 0.5079 0.0468 1.0000 Uiso R . . . . .
H303 H 0.5610 0.8530 0.5709 0.0672 1.0000 Uiso R . . . . .
H302 H 0.6035 0.8410 0.6786 0.0681 1.0000 Uiso R . . . . .
H301 H 0.6426 0.7672 0.5763 0.0678 1.0000 Uiso R . . . . .
H331 H 0.6438 0.7143 0.8148 0.0431 1.0000 Uiso R . . . . .
H341 H 0.7971 0.8253 0.8440 0.0536 1.0000 Uiso R . . . . .
H351 H 0.9548 0.7705 0.7691 0.0516 1.0000 Uiso R . . . . .
H361 H 0.9631 0.6004 0.6665 0.0467 1.0000 Uiso R . . . . .
H371 H 0.8078 0.4827 0.6362 0.0463 1.0000 Uiso R . . . . .
H381 H 0.7848 0.4471 0.8003 0.0371 1.0000 Uiso R . . . . .
H421 H 0.4840 0.1024 0.7406 0.0422 1.0000 Uiso R . . . . .
H431 H 0.6032 0.0446 0.8863 0.0433 1.0000 Uiso R . . . . .
H481 H 0.1994 -0.1219 0.6799 0.0433 1.0000 Uiso R . . . . .
H491 H 0.3434 0.0033 0.7164 0.0416 1.0000 Uiso R . . . . .
H501 H 0.1295 -0.2752 0.6965 0.0478 1.0000 Uiso R . . . . .
H511 H 0.1478 -0.3959 0.7685 0.0507 1.0000 Uiso R . . . . .
H551 H 0.6329 -0.1766 1.0218 0.0428 1.0000 Uiso R . . . . .
H561 H 0.6185 -0.0589 0.9490 0.0385 1.0000 Uiso R . . . . .
H571 H 0.5600 -0.3315 1.0365 0.0495 1.0000 Uiso R . . . . .
H581 H 0.4175 -0.4600 0.9937 0.0581 1.0000 Uiso R . . . . .
H591 H 0.2577 -0.4656 0.8794 0.0552 1.0000 Uiso R . . . . .
H631 H 0.9456 0.3291 0.7661 0.0475 1.0000 Uiso R . . . . .
H641 H 1.1341 0.3846 0.8223 0.0509 1.0000 Uiso R . . . . .
H651 H 1.2123 0.4212 0.9925 0.0538 1.0000 Uiso R . . . . .
H661 H 1.0997 0.3913 1.0988 0.0510 1.0000 Uiso R . . . . .
H671 H 0.9117 0.3321 1.0411 0.0439 1.0000 Uiso R . . . . .
H701 H 0.9831 0.0905 0.9993 0.0615 1.0000 Uiso R . . . . .
H702 H 0.9625 -0.0089 0.8915 0.0620 1.0000 Uiso R . . . . .
H711 H 1.1576 0.0474 0.9378 0.0836 1.0000 Uiso R . . . . .
H712 H 1.1239 0.1572 0.9418 0.0849 1.0000 Uiso R . . . . .
H713 H 1.1038 0.0613 0.8389 0.0842 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
F1 . B1 . F2 . 109.5(4) yes
F1 . B1 . N1 . 110.0(4) yes
F2 . B1 . N1 . 110.2(4) yes
F1 . B1 . N2 . 108.8(4) yes
F2 . B1 . N2 . 109.8(4) yes
N1 . B1 . N2 . 108.5(3) yes
B1 . N1 . C4 . 122.9(3) yes
B1 . N1 . C1 . 130.1(4) yes
C4 . N1 . C1 . 107.0(3) yes
N1 . C4 . C3 . 110.3(3) yes
N1 . C4 . C5 . 121.3(4) yes
C3 . C4 . C5 . 128.1(4) yes
C4 . C3 . C2 . 105.6(3) yes
C4 . C3 . C31 . 123.3(4) yes
C2 . C3 . C31 . 131.1(4) yes
C3 . C2 . C1 . 108.4(4) yes
C3 . C2 . C28 . 127.5(4) yes
C1 . C2 . C28 . 123.8(4) yes
C2 . C1 . N1 . 108.7(4) yes
C2 . C1 . C10 . 124.3(4) yes
N1 . C1 . C10 . 127.0(4) yes
C1 . C10 . C11 . 129.1(4) yes
C1 . C10 . H91 . 114.4 no
C11 . C10 . H91 . 116.5 no
C10 . C11 . C12 . 125.4(4) yes
C10 . C11 . H101 . 116.5 no
C12 . C11 . H101 . 118.1 no
C11 . C12 . C25 . 120.3(4) yes
C11 . C12 . C13 . 120.9(4) yes
C25 . C12 . C13 . 118.8(4) yes
C12 . C25 . C26 . 119.8(4) yes
C12 . C25 . C24 . 122.2(4) yes
C26 . C25 . C24 . 118.0(4) yes
C25 . C26 . C15 . 120.3(4) yes
C25 . C26 . C27 . 121.0(4) yes
C15 . C26 . C27 . 118.7(4) yes
C26 . C15 . C14 . 118.4(4) yes
C26 . C15 . C16 . 119.0(4) yes
C14 . C15 . C16 . 122.6(4) yes
C15 . C14 . C13 . 121.3(4) yes
C15 . C14 . H151 . 119.8 no
C13 . C14 . H151 . 118.9 no
C12 . C13 . C14 . 121.3(4) yes
C12 . C13 . H161 . 118.5 no
C14 . C13 . H161 . 120.2 no
C15 . C16 . C17 . 121.7(4) yes
C15 . C16 . H171 . 117.5 no
C17 . C16 . H171 . 120.8 no
C16 . C17 . C18 . 121.1(4) yes
C16 . C17 . H181 . 122.4 no
C18 . C17 . H181 . 116.4 no
C17 . C18 . C27 . 118.7(4) yes
C17 . C18 . C19 . 122.2(4) yes
C27 . C18 . C19 . 119.1(4) yes
C26 . C27 . C18 . 120.8(4) yes
C26 . C27 . C22 . 119.7(4) yes
C18 . C27 . C22 . 119.4(4) yes
C27 . C22 . C23 . 117.9(4) yes
C27 . C22 . C21 . 119.4(4) yes
C23 . C22 . C21 . 122.8(4) yes
C22 . C23 . C24 . 122.7(4) yes
C22 . C23 . H221 . 117.8 no
C24 . C23 . H221 . 119.5 no
C25 . C24 . C23 . 120.7(4) yes
C25 . C24 . H231 . 120.1 no
C23 . C24 . H231 . 119.2 no
C22 . C21 . C20 . 121.2(5) yes
C22 . C21 . H241 . 118.4 no
C20 . C21 . H241 . 120.4 no
C21 . C20 . C19 . 119.4(4) yes
C21 . C20 . H251 . 119.8 no
C19 . C20 . H251 . 120.8 no
C18 . C19 . C20 . 121.4(4) yes
C18 . C19 . H261 . 118.0 no
C20 . C19 . H261 . 120.5 no
C2 . C28 . O2 . 111.1(4) yes
C2 . C28 . O1 . 126.1(4) yes
O2 . C28 . O1 . 122.8(4) yes
C28 . O2 . C29 . 116.5(3) yes
O2 . C29 . C30 . 106.2(4) yes
O2 . C29 . H291 . 109.6 no
C30 . C29 . H291 . 110.6 no
O2 . C29 . H292 . 109.5 no
C30 . C29 . H292 . 109.7 no
H291 . C29 . H292 . 111.2 no
C29 . C30 . H303 . 110.1 no
C29 . C30 . H302 . 110.5 no
H303 . C30 . H302 . 111.1 no
C29 . C30 . H301 . 106.6 no
H303 . C30 . H301 . 108.9 no
H302 . C30 . H301 . 109.5 no
C3 . C31 . C32 . 121.2(4) yes
C3 . C31 . C36 . 120.3(4) yes
C32 . C31 . C36 . 118.4(4) yes
C31 . C32 . C33 . 121.1(4) yes
C31 . C32 . H331 . 119.5 no
C33 . C32 . H331 . 119.4 no
C32 . C33 . C34 . 120.6(4) yes
C32 . C33 . H341 . 118.7 no
C34 . C33 . H341 . 120.7 no
C33 . C34 . C35 . 119.8(4) yes
C33 . C34 . H351 . 120.5 no
C35 . C34 . H351 . 119.7 no
C34 . C35 . C36 . 119.7(4) yes
C34 . C35 . H361 . 118.6 no
C36 . C35 . H361 . 121.6 no
C31 . C36 . C35 . 120.4(4) yes
C31 . C36 . H371 . 118.4 no
C35 . C36 . H371 . 121.2 no
C4 . C5 . C6 . 122.0(4) yes
C4 . C5 . H381 . 117.2 no
C6 . C5 . H381 . 120.8 no
C5 . C6 . N2 . 120.9(4) yes
C5 . C6 . C7 . 130.4(4) yes
N2 . C6 . C7 . 108.6(4) yes
B1 . N2 . C6 . 124.0(3) yes
B1 . N2 . C9 . 127.2(3) yes
C6 . N2 . C9 . 108.8(3) yes
N2 . C9 . C46 . 119.2(4) yes
N2 . C9 . C8 . 108.1(3) yes
C46 . C9 . C8 . 132.6(4) yes
C9 . C46 . C47 . 126.3(4) yes
C9 . C46 . H421 . 115.5 no
C47 . C46 . H421 . 118.2 no
C46 . C47 . C48 . 126.6(4) yes
C46 . C47 . H431 . 113.7 no
C48 . C47 . H431 . 119.7 no
C47 . C48 . C61 . 120.1(4) yes
C47 . C48 . C49 . 121.2(4) yes
C61 . C48 . C49 . 118.7(4) yes
C48 . C61 . C63 . 119.5(4) yes
C48 . C61 . C60 . 123.1(4) yes
C63 . C61 . C60 . 117.5(4) yes
C61 . C63 . C51 . 120.1(4) yes
C61 . C63 . C62 . 120.8(4) yes
C51 . C63 . C62 . 119.1(4) yes
C63 . C51 . C50 . 118.6(4) yes
C63 . C51 . C52 . 118.7(4) yes
C50 . C51 . C52 . 122.6(4) yes
C51 . C50 . C49 . 121.3(4) yes
C51 . C50 . H481 . 118.1 no
C49 . C50 . H481 . 120.5 no
C48 . C49 . C50 . 121.7(4) yes
C48 . C49 . H491 . 119.1 no
C50 . C49 . H491 . 119.2 no
C51 . C52 . C53 . 121.8(4) yes
C51 . C52 . H501 . 117.6 no
C53 . C52 . H501 . 120.6 no
C52 . C53 . C54 . 121.1(4) yes
C52 . C53 . H511 . 121.4 no
C54 . C53 . H511 . 117.3 no
C53 . C54 . C62 . 119.0(4) yes
C53 . C54 . C55 . 121.6(4) yes
C62 . C54 . C55 . 119.4(4) yes
C63 . C62 . C54 . 120.2(4) yes
C63 . C62 . C58 . 120.1(4) yes
C54 . C62 . C58 . 119.7(4) yes
C62 . C58 . C59 . 118.2(4) yes
C62 . C58 . C57 . 119.3(4) yes
C59 . C58 . C57 . 122.5(4) yes
C58 . C59 . C60 . 122.0(4) yes
C58 . C59 . H551 . 118.5 no
C60 . C59 . H551 . 119.5 no
C61 . C60 . C59 . 121.4(4) yes
C61 . C60 . H561 . 119.4 no
C59 . C60 . H561 . 119.3 no
C58 . C57 . C56 . 120.8(5) yes
C58 . C57 . H571 . 119.2 no
C56 . C57 . H571 . 120.0 no
C57 . C56 . C55 . 120.2(4) yes
C57 . C56 . H581 . 119.7 no
C55 . C56 . H581 . 120.2 no
C54 . C55 . C56 . 120.6(5) yes
C54 . C55 . H591 . 119.6 no
C56 . C55 . H591 . 119.7 no
C9 . C8 . C7 . 108.1(4) yes
C9 . C8 . C43 . 127.9(4) yes
C7 . C8 . C43 . 123.7(4) yes
C6 . C7 . C8 . 106.4(4) yes
C6 . C7 . C37 . 125.0(4) yes
C8 . C7 . C37 . 128.5(4) yes
C7 . C37 . C42 . 120.8(4) yes
C7 . C37 . C38 . 120.3(4) yes
C42 . C37 . C38 . 118.9(4) yes
C37 . C42 . C41 . 121.0(5) yes
C37 . C42 . H631 . 119.8 no
C41 . C42 . H631 . 119.2 no
C42 . C41 . C40 . 119.3(5) yes
C42 . C41 . H641 . 121.8 no
C40 . C41 . H641 . 118.9 no
C41 . C40 . C39 . 119.9(4) yes
C41 . C40 . H651 . 120.6 no
C39 . C40 . H651 . 119.5 no
C40 . C39 . C38 . 120.2(5) yes
C40 . C39 . H661 . 120.1 no
C38 . C39 . H661 . 119.6 no
C37 . C38 . C39 . 120.5(4) yes
C37 . C38 . H671 . 119.4 no
C39 . C38 . H671 . 120.1 no
C8 . C43 . O4 . 109.9(4) yes
C8 . C43 . O3 . 127.8(4) yes
O4 . C43 . O3 . 122.4(4) yes
C43 . O4 . C44 . 115.8(4) yes
O4 . C44 . C45 . 107.8(4) yes
O4 . C44 . H701 . 108.9 no
C45 . C44 . H701 . 108.9 no
O4 . C44 . H702 . 109.1 no
C45 . C44 . H702 . 110.5 no
H701 . C44 . H702 . 111.6 no
C44 . C45 . H711 . 112.9 no
C44 . C45 . H712 . 110.3 no
H711 . C45 . H712 . 109.7 no
C44 . C45 . H713 . 108.4 no
H711 . C45 . H713 . 107.3 no
H712 . C45 . H713 . 108.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 . B1 . 1.402(6) yes
B1 . F2 . 1.387(5) yes
B1 . N1 . 1.555(6) yes
B1 . N2 . 1.553(6) yes
N1 . C4 . 1.399(5) yes
N1 . C1 . 1.373(5) yes
C4 . C3 . 1.419(6) yes
C4 . C5 . 1.383(6) yes
C3 . C2 . 1.393(6) yes
C3 . C31 . 1.467(5) yes
C2 . C1 . 1.432(5) yes
C2 . C28 . 1.480(6) yes
C1 . C10 . 1.435(6) yes
C10 . C11 . 1.347(6) yes
C10 . H91 . 0.953 no
C11 . C12 . 1.447(5) yes
C11 . H101 . 0.979 no
C12 . C25 . 1.416(6) yes
C12 . C13 . 1.404(6) yes
C25 . C26 . 1.414(6) yes
C25 . C24 . 1.435(6) yes
C26 . C15 . 1.426(6) yes
C26 . C27 . 1.427(6) yes
C15 . C14 . 1.398(6) yes
C15 . C16 . 1.435(6) yes
C14 . C13 . 1.380(6) yes
C14 . H151 . 0.990 no
C13 . H161 . 0.974 no
C16 . C17 . 1.347(6) yes
C16 . H171 . 0.941 no
C17 . C18 . 1.430(6) yes
C17 . H181 . 0.963 no
C18 . C27 . 1.417(6) yes
C18 . C19 . 1.401(6) yes
C27 . C22 . 1.420(6) yes
C22 . C23 . 1.423(6) yes
C22 . C21 . 1.394(6) yes
C23 . C24 . 1.356(6) yes
C23 . H221 . 0.982 no
C24 . H231 . 0.981 no
C21 . C20 . 1.393(7) yes
C21 . H241 . 0.981 no
C20 . C19 . 1.385(7) yes
C20 . H251 . 0.955 no
C19 . H261 . 0.969 no
C28 . O2 . 1.340(5) yes
C28 . O1 . 1.217(5) yes
O2 . C29 . 1.436(5) yes
C29 . C30 . 1.508(6) yes
C29 . H291 . 0.956 no
C29 . H292 . 0.982 no
C30 . H303 . 1.001 no
C30 . H302 . 0.994 no
C30 . H301 . 0.961 no
C31 . C32 . 1.383(6) yes
C31 . C36 . 1.401(6) yes
C32 . C33 . 1.386(6) yes
C32 . H331 . 0.982 no
C33 . C34 . 1.365(7) yes
C33 . H341 . 0.944 no
C34 . C35 . 1.397(7) yes
C34 . H351 . 0.951 no
C35 . C36 . 1.393(6) yes
C35 . H361 . 0.956 no
C36 . H371 . 0.969 no
C5 . C6 . 1.381(6) yes
C5 . H381 . 0.981 no
C6 . N2 . 1.388(5) yes
C6 . C7 . 1.429(6) yes
N2 . C9 . 1.367(5) yes
C9 . C46 . 1.433(6) yes
C9 . C8 . 1.433(6) yes
C46 . C47 . 1.351(6) yes
C46 . H421 . 0.947 no
C47 . C48 . 1.451(6) yes
C47 . H431 . 0.959 no
C48 . C61 . 1.420(6) yes
C48 . C49 . 1.405(6) yes
C61 . C63 . 1.423(6) yes
C61 . C60 . 1.434(6) yes
C63 . C51 . 1.427(6) yes
C63 . C62 . 1.429(6) yes
C51 . C50 . 1.394(6) yes
C51 . C52 . 1.435(6) yes
C50 . C49 . 1.375(6) yes
C50 . H481 . 0.984 no
C49 . H491 . 0.969 no
C52 . C53 . 1.342(7) yes
C52 . H501 . 0.953 no
C53 . C54 . 1.428(7) yes
C53 . H511 . 0.967 no
C54 . C62 . 1.417(6) yes
C54 . C55 . 1.399(6) yes
C62 . C58 . 1.409(6) yes
C58 . C59 . 1.427(6) yes
C58 . C57 . 1.395(6) yes
C59 . C60 . 1.361(6) yes
C59 . H551 . 0.957 no
C60 . H561 . 0.954 no
C57 . C56 . 1.392(7) yes
C57 . H571 . 0.965 no
C56 . C55 . 1.383(7) yes
C56 . H581 . 0.966 no
C55 . H591 . 0.952 no
C8 . C7 . 1.391(6) yes
C8 . C43 . 1.468(6) yes
C7 . C37 . 1.471(6) yes
C37 . C42 . 1.384(6) yes
C37 . C38 . 1.402(6) yes
C42 . C41 . 1.387(6) yes
C42 . H631 . 0.926 no
C41 . C40 . 1.401(7) yes
C41 . H641 . 0.953 no
C40 . C39 . 1.385(7) yes
C40 . H651 . 0.992 no
C39 . C38 . 1.378(6) yes
C39 . H661 . 0.960 no
C38 . H671 . 0.987 no
C43 . O4 . 1.351(6) yes
C43 . O3 . 1.215(6) yes
O4 . C44 . 1.442(5) yes
C44 . C45 . 1.500(7) yes
C44 . H701 . 0.994 no
C44 . H702 . 0.996 no
C45 . H711 . 0.981 no
C45 . H712 . 0.980 no
C45 . H713 . 0.971 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C10 . H91 . O1 . 123.18(14) 0.953 2.275 2.908(7) yes
C32 . H331 . C59 1_565 147.68(14) 0.982 2.530 3.401(7) yes
C47 . H431 . O3 . 153.00(16) 0.959 2.091 2.977(7) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
2 -1 6 x .
2 -2 7 x .
-2 15 3 x .
