#------------------------------------------------------------------------------
#$Date: 2020-10-04 06:35:42 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257131 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/88/4038816.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_4038816
loop_
_publ_author_name
'Pozharskii, Alexander F.'
'Dyablo, Olga V.'
'Pogosova, Olga G.'
'Ozeryanskii, Valery A.'
'Filarowski, Aleksander'
'Vasilikhina, Kseniya M.'
'Dzhangiryan, Narek A.'
_publ_section_title
;
 Modeling Biologically Important NH···π Interactions
 Using peri-Disubstituted Naphthalenes.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12468
_journal_page_last               12481
_journal_paper_doi               10.1021/acs.joc.0c01697
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety         'C18 H18 N O +, B F4 -'
_chemical_formula_sum            'C18 H18 B F4 N O'
_chemical_formula_weight         351.14
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                101.102(2)
_cell_angle_beta                 91.828(2)
_cell_angle_gamma                103.786(2)
_cell_formula_units_Z            8
_cell_length_a                   9.2376(7)
_cell_length_b                   16.4663(13)
_cell_length_c                   23.0599(18)
_cell_measurement_reflns_used    4274
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      24.88
_cell_measurement_theta_min      2.32
_cell_volume                     3331.7(4)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_publication_material
'SHELXL-2014/6 (Sheldrick, 2014) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_av_unetI/netI     0.0928
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            32663
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.175
_diffrn_reflns_theta_min         1.423
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_description       needle
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     965
_refine_ls_number_reflns         13319
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.1314
_refine_ls_R_factor_gt           0.0578
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0825P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1348
_refine_ls_wR_factor_ref         0.1662
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6975
_reflns_number_total             13319
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01697_si_001.cif
_cod_data_source_block           Struct-3
_cod_depositor_comments
'Adding full bibliography for 4038815--4038822.cif.'
_cod_database_code               4038816
_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.
;
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_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_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 0.3626(4) 0.6001(2) 0.50348(16) 0.0275(8) Uani 1 1 d . . . . .
B1' B 0.7696(5) 0.8544(3) 0.21122(18) 0.0371(9) Uani 1 1 d . . . . .
B1" B 0.1260(4) 0.3833(3) -0.00422(17) 0.0330(9) Uani 1 1 d . . . . .
B1D B 0.9498(5) 0.1526(3) 0.29322(17) 0.0378(10) Uani 1 1 d . . . . .
F1 F 0.3810(2) 0.53185(12) 0.46049(9) 0.0491(5) Uani 1 1 d . . . . .
F2 F 0.2321(2) 0.57415(14) 0.52857(9) 0.0516(6) Uani 1 1 d . . . . .
F3 F 0.3606(2) 0.66642(12) 0.47448(9) 0.0530(6) Uani 1 1 d . . . . .
F4 F 0.4843(2) 0.62509(13) 0.54503(8) 0.0484(5) Uani 1 1 d . . . . .
F1' F 0.6615(2) 0.79800(13) 0.17032(10) 0.0587(6) Uani 1 1 d . . . . .
F2' F 0.9060(2) 0.86980(16) 0.18871(9) 0.0609(6) Uani 1 1 d . . . . .
F3' F 0.7782(3) 0.82083(14) 0.26154(9) 0.0644(6) Uani 1 1 d . . . . .
F4' F 0.7198(3) 0.93067(14) 0.22448(12) 0.0716(7) Uani 1 1 d . . . . .
F1" F 0.0859(2) 0.34123(15) 0.04091(9) 0.0591(6) Uani 1 1 d . . . . .
F1D F 0.9503(3) 0.16759(14) 0.23693(9) 0.0663(7) Uani 1 1 d . . . . .
F2" F 0.0056(6) 0.3974(4) -0.0363(3) 0.0501(12) Uani 0.75 1 d . . P A 1
F3" F 0.1915(3) 0.32836(19) -0.04311(11) 0.0538(8) Uani 0.75 1 d . . P A 1
F4" F 0.2271(4) 0.45643(18) 0.0154(2) 0.0827(13) Uani 0.75 1 d . . P A 1
F2A F -0.006(2) 0.3711(10) -0.0361(9) 0.039(4) Uiso 0.25 1 d . . P A 2
F3A F 0.2554(13) 0.4163(9) -0.0241(5) 0.078(3) Uiso 0.25 1 d . . P A 2
F4A F 0.1336(14) 0.4712(7) 0.0375(5) 0.079(3) Uiso 0.25 1 d . . P A 2
F2D F 0.9953(5) 0.0782(2) 0.29503(18) 0.0573(11) Uani 0.75 1 d . . P B 3
F3D F 1.0543(3) 0.22248(16) 0.32902(12) 0.0510(7) Uani 0.75 1 d . . P B 3
F4D F 0.8135(3) 0.1489(3) 0.31472(13) 0.0645(9) Uani 0.75 1 d . . P B 3
F2B F 1.0316(12) 0.1068(6) 0.3069(5) 0.031(3) Uiso 0.25 1 d . . P B 4
F3B F 0.9376(18) 0.2183(9) 0.3363(6) 0.102(4) Uiso 0.25 1 d . . P B 4
F4B F 0.7864(14) 0.0893(8) 0.2916(5) 0.084(4) Uiso 0.25 1 d . . P B 4
O1 O 0.5805(3) 1.09335(17) 0.77673(9) 0.0446(6) Uani 1 1 d . . . . .
N1 N 0.6150(3) 0.88578(16) 0.57235(11) 0.0235(6) Uani 1 1 d . . . . .
C1 C 0.7587(3) 0.97639(18) 0.50543(12) 0.0207(6) Uani 1 1 d . . . . .
C2 C 0.6793(3) 0.89485(18) 0.51511(12) 0.0228(7) Uani 1 1 d . . . . .
C3 C 0.6573(3) 0.82104(19) 0.47274(13) 0.0255(7) Uani 1 1 d . . . . .
H3A H 0.6056 0.7682 0.4815 0.031 Uiso 1 1 calc R U . . .
C4 C 0.7107(3) 0.8232(2) 0.41673(13) 0.0290(7) Uani 1 1 d . . . . .
H4A H 0.6937 0.7721 0.3874 0.035 Uiso 1 1 calc R U . . .
C5 C 0.7868(3) 0.89862(19) 0.40453(13) 0.0256(7) Uani 1 1 d . . . . .
H5A H 0.8226 0.8998 0.3665 0.031 Uiso 1 1 calc R U . . .
C6 C 0.8138(3) 0.97603(18) 0.44800(13) 0.0235(7) Uani 1 1 d . . . . .
C7 C 0.8946(3) 1.05319(19) 0.43381(13) 0.0278(7) Uani 1 1 d . . . . .
H7A H 0.9267 1.0530 0.3951 0.033 Uiso 1 1 calc R U . . .
C8 C 0.9270(4) 1.1277(2) 0.47495(14) 0.0318(7) Uani 1 1 d . . . . .
H8A H 0.9849 1.1788 0.4656 0.038 Uiso 1 1 calc R U . . .
C9 C 0.8736(3) 1.12815(19) 0.53147(14) 0.0290(7) Uani 1 1 d . . . . .
H9A H 0.8967 1.1805 0.5598 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7894(3) 1.05620(17) 0.54746(12) 0.0215(6) Uani 1 1 d . . . . .
C11 C 0.7351(3) 1.06705(18) 0.60816(13) 0.0235(7) Uani 1 1 d . . . . .
C12 C 0.8228(3) 1.06510(18) 0.65798(13) 0.0269(7) Uani 1 1 d . . . . .
H12A H 0.9203 1.0567 0.6532 0.032 Uiso 1 1 calc R U . . .
C13 C 0.7727(3) 1.0749(2) 0.71389(13) 0.0291(7) Uani 1 1 d . . . . .
H13A H 0.8350 1.0739 0.7472 0.035 Uiso 1 1 calc R U . . .
C14 C 0.6291(4) 1.0864(2) 0.72073(13) 0.0311(7) Uani 1 1 d . . . . .
C15 C 0.5404(4) 1.0911(2) 0.67251(13) 0.0338(8) Uani 1 1 d . . . . .
H15A H 0.4438 1.1008 0.6777 0.041 Uiso 1 1 calc R U . . .
C16 C 0.5934(3) 1.08157(19) 0.61687(13) 0.0298(7) Uani 1 1 d . . . . .
H16A H 0.5325 1.0850 0.5839 0.036 Uiso 1 1 calc R U . . .
C17 C 0.4465(3) 0.8605(2) 0.56581(14) 0.0357(8) Uani 1 1 d . . . . .
H17A H 0.4097 0.9007 0.5466 0.054 Uiso 1 1 calc R U . . .
H17B H 0.4084 0.8617 0.6051 0.054 Uiso 1 1 calc R U . . .
H17C H 0.4119 0.8027 0.5415 0.054 Uiso 1 1 calc R U . . .
C18 C 0.6795(4) 0.82859(19) 0.60365(13) 0.0326(8) Uani 1 1 d . . . . .
H18A H 0.7885 0.8498 0.6093 0.049 Uiso 1 1 calc R U . . .
H18B H 0.6532 0.7703 0.5797 0.049 Uiso 1 1 calc R U . . .
H18C H 0.6386 0.8284 0.6423 0.049 Uiso 1 1 calc R U . . .
O1' O 0.5227(3) 1.12181(17) 0.28347(10) 0.0450(6) Uani 1 1 d . . . . .
N1' N 0.2941(3) 0.89415(17) 0.07807(11) 0.0238(6) Uani 1 1 d . . . . .
C1' C 0.2271(3) 0.98182(18) 0.00724(12) 0.0224(6) Uani 1 1 d . . . . .
C2' C 0.2375(3) 0.90174(18) 0.01853(12) 0.0230(7) Uani 1 1 d . . . . .
C3' C 0.1949(3) 0.82722(19) -0.02297(13) 0.0290(7) Uani 1 1 d . . . . .
H3'A H 0.2006 0.7749 -0.0125 0.035 Uiso 1 1 calc R U . . .
C4' C 0.1431(3) 0.8272(2) -0.08057(14) 0.0336(8) Uani 1 1 d . . . . .
H4'A H 0.1160 0.7755 -0.1096 0.040 Uiso 1 1 calc R U . . .
C5' C 0.1320(3) 0.9021(2) -0.09451(14) 0.0316(8) Uani 1 1 d . . . . .
H5'A H 0.0979 0.9022 -0.1338 0.038 Uiso 1 1 calc R U . . .
C6' C 0.1700(3) 0.9803(2) -0.05208(13) 0.0286(7) Uani 1 1 d . . . . .
C7' C 0.1528(3) 1.0560(2) -0.06825(15) 0.0359(8) Uani 1 1 d . . . . .
H7'A H 0.1185 1.0545 -0.1078 0.043 Uiso 1 1 calc R U . . .
C8' C 0.1848(4) 1.1312(2) -0.02794(16) 0.0387(9) Uani 1 1 d . . . . .
H8'A H 0.1701 1.1815 -0.0389 0.046 Uiso 1 1 calc R U . . .
C9' C 0.2397(4) 1.1337(2) 0.03007(15) 0.0363(8) Uani 1 1 d . . . . .
H9'A H 0.2605 1.1866 0.0578 0.044 Uiso 1 1 calc R U . . .
C10' C 0.2648(3) 1.06301(18) 0.04864(13) 0.0247(7) Uani 1 1 d . . . . .
C11' C 0.3328(3) 1.07675(17) 0.11037(13) 0.0246(7) Uani 1 1 d . . . . .
C12' C 0.4869(3) 1.08972(19) 0.12151(13) 0.0282(7) Uani 1 1 d . . . . .
H12B H 0.5481 1.0881 0.0892 0.034 Uiso 1 1 calc R U . . .
C13' C 0.5524(3) 1.1049(2) 0.17863(13) 0.0309(7) Uani 1 1 d . . . . .
H13B H 0.6575 1.1137 0.1853 0.037 Uiso 1 1 calc R U . . .
C14' C 0.4638(4) 1.1071(2) 0.22597(14) 0.0319(8) Uani 1 1 d . . . . .
C15' C 0.3104(3) 1.0956(2) 0.21617(14) 0.0306(7) Uani 1 1 d . . . . .
H15B H 0.2499 1.0982 0.2487 0.037 Uiso 1 1 calc R U . . .
C16' C 0.2463(3) 1.08057(18) 0.15898(14) 0.0290(7) Uani 1 1 d . . . . .
H16B H 0.1413 1.0726 0.1525 0.035 Uiso 1 1 calc R U . . .
C17' C 0.4394(3) 0.8671(2) 0.07555(14) 0.0303(7) Uani 1 1 d . . . . .
H17D H 0.5112 0.9053 0.0564 0.045 Uiso 1 1 calc R U . . .
H17E H 0.4212 0.8084 0.0528 0.045 Uiso 1 1 calc R U . . .
H17F H 0.4799 0.8700 0.1159 0.045 Uiso 1 1 calc R U . . .
C18' C 0.1785(3) 0.83755(19) 0.10731(13) 0.0305(7) Uani 1 1 d . . . . .
H18D H 0.0894 0.8600 0.1111 0.046 Uiso 1 1 calc R U . . .
H18E H 0.2197 0.8364 0.1467 0.046 Uiso 1 1 calc R U . . .
H18F H 0.1514 0.7795 0.0831 0.046 Uiso 1 1 calc R U . . .
O1" O 0.2905(2) 0.64973(13) 0.02448(9) 0.0285(5) Uani 1 1 d . . . . .
N1" N 0.4165(3) 0.43578(16) -0.15589(11) 0.0233(6) Uani 1 1 d . . . . .
C1" C 0.5224(3) 0.51784(18) -0.23379(12) 0.0208(6) Uani 1 1 d . . . . .
C2" C 0.4858(3) 0.43938(19) -0.21316(12) 0.0222(7) Uani 1 1 d . . . . .
C3" C 0.5061(3) 0.36413(19) -0.24464(13) 0.0270(7) Uani 1 1 d . . . . .
H3"A H 0.4805 0.3138 -0.2289 0.032 Uiso 1 1 calc R U . . .
C4" C 0.5644(3) 0.3613(2) -0.29983(14) 0.0309(7) Uani 1 1 d . . . . .
H4"A H 0.5796 0.3091 -0.3214 0.037 Uiso 1 1 calc R U . . .
C5" C 0.5995(3) 0.4326(2) -0.32269(14) 0.0310(8) Uani 1 1 d . . . . .
H5"A H 0.6380 0.4297 -0.3605 0.037 Uiso 1 1 calc R U . . .
C6" C 0.5797(3) 0.51187(19) -0.29110(13) 0.0244(7) Uani 1 1 d . . . . .
C7" C 0.6185(3) 0.5860(2) -0.31564(14) 0.0319(8) Uani 1 1 d . . . . .
H7"A H 0.6512 0.5814 -0.3545 0.038 Uiso 1 1 calc R U . . .
C8" C 0.6097(4) 0.6632(2) -0.28476(15) 0.0356(8) Uani 1 1 d . . . . .
H8"A H 0.6397 0.7125 -0.3013 0.043 Uiso 1 1 calc R U . . .
C9" C 0.5564(3) 0.6699(2) -0.22830(14) 0.0291(7) Uani 1 1 d . . . . .
H9"A H 0.5520 0.7246 -0.2069 0.035 Uiso 1 1 calc R U . . .
C10" C 0.5103(3) 0.60021(18) -0.20265(12) 0.0224(7) Uani 1 1 d . . . . .
C11" C 0.4503(3) 0.61505(17) -0.14300(12) 0.0222(6) Uani 1 1 d . . . . .
C12" C 0.5470(3) 0.64122(17) -0.09154(12) 0.0238(7) Uani 1 1 d . . . . .
H12C H 0.6519 0.6513 -0.0944 0.029 Uiso 1 1 calc R U . . .
C13" C 0.4917(3) 0.65266(18) -0.03625(13) 0.0253(7) Uani 1 1 d . . . . .
H13C H 0.5588 0.6711 -0.0015 0.030 Uiso 1 1 calc R U . . .
C14" C 0.3389(3) 0.63740(17) -0.03130(12) 0.0229(7) Uani 1 1 d . . . . .
C15" C 0.2412(3) 0.61337(18) -0.08207(13) 0.0256(7) Uani 1 1 d . . . . .
H15C H 0.1365 0.6040 -0.0790 0.031 Uiso 1 1 calc R U . . .
C16" C 0.2971(3) 0.60316(18) -0.13727(13) 0.0252(7) Uani 1 1 d . . . . .
H16C H 0.2300 0.5878 -0.1719 0.030 Uiso 1 1 calc R U . . .
C17" C 0.5021(3) 0.4053(2) -0.11178(13) 0.0308(7) Uani 1 1 d . . . . .
H17G H 0.6056 0.4400 -0.1055 0.046 Uiso 1 1 calc R U . . .
H17H H 0.5014 0.3453 -0.1269 0.046 Uiso 1 1 calc R U . . .
H17I H 0.4554 0.4105 -0.0741 0.046 Uiso 1 1 calc R U . . .
C18" C 0.2552(3) 0.3879(2) -0.16587(14) 0.0297(7) Uani 1 1 d . . . . .
H18G H 0.2031 0.4118 -0.1935 0.045 Uiso 1 1 calc R U . . .
H18H H 0.2093 0.3930 -0.1280 0.045 Uiso 1 1 calc R U . . .
H18I H 0.2477 0.3275 -0.1826 0.045 Uiso 1 1 calc R U . . .
O1D O 1.2160(3) 0.35929(14) -0.52758(9) 0.0305(5) Uani 1 1 d . . . . .
N1D N 1.0727(3) 0.55967(16) -0.33930(10) 0.0212(5) Uani 1 1 d . . . . .
C1D C 0.9749(3) 0.46602(18) -0.26629(12) 0.0213(6) Uani 1 1 d . . . . .
C2D C 1.0050(3) 0.54751(18) -0.28296(12) 0.0212(6) Uani 1 1 d . . . . .
C3D C 0.9744(3) 0.6181(2) -0.24819(13) 0.0278(7) Uani 1 1 d . . . . .
H3DA H 0.9936 0.6705 -0.2614 0.033 Uiso 1 1 calc R U . . .
C4D C 0.9153(3) 0.6136(2) -0.19351(13) 0.0298(7) Uani 1 1 d . . . . .
H4DA H 0.8945 0.6628 -0.1697 0.036 Uiso 1 1 calc R U . . .
C5D C 0.8876(3) 0.5388(2) -0.17452(13) 0.0301(8) Uani 1 1 d . . . . .
H5DA H 0.8500 0.5365 -0.1368 0.036 Uiso 1 1 calc R U . . .
C6D C 0.9138(3) 0.4636(2) -0.20982(12) 0.0256(7) Uani 1 1 d . . . . .
C7D C 0.8801(3) 0.3862(2) -0.18947(14) 0.0326(8) Uani 1 1 d . . . . .
H7DA H 0.8425 0.3854 -0.1517 0.039 Uiso 1 1 calc R U . . .
C8D C 0.9003(4) 0.3130(2) -0.22286(14) 0.0366(8) Uani 1 1 d . . . . .
H8DA H 0.8756 0.2612 -0.2088 0.044 Uiso 1 1 calc R U . . .
C9D C 0.9581(3) 0.3143(2) -0.27837(14) 0.0310(7) Uani 1 1 d . . . . .
H9DA H 0.9703 0.2624 -0.3016 0.037 Uiso 1 1 calc R U . . .
C10D C 0.9977(3) 0.38790(18) -0.30040(12) 0.0222(7) Uani 1 1 d . . . . .
C11D C 1.0584(3) 0.38090(17) -0.35978(12) 0.0215(6) Uani 1 1 d . . . . .
C12D C 1.2117(3) 0.39823(18) -0.36577(13) 0.0246(7) Uani 1 1 d . . . . .
H12D H 1.2792 0.4141 -0.3312 0.030 Uiso 1 1 calc R U . . .
C13D C 1.2681(3) 0.39284(18) -0.42118(13) 0.0259(7) Uani 1 1 d . . . . .
H13D H 1.3729 0.4058 -0.4245 0.031 Uiso 1 1 calc R U . . .
C14D C 1.1685(3) 0.36818(17) -0.47177(12) 0.0225(7) Uani 1 1 d . . . . .
C15D C 1.0162(3) 0.34998(17) -0.46669(12) 0.0231(7) Uani 1 1 d . . . . .
H15D H 0.9488 0.3330 -0.5013 0.028 Uiso 1 1 calc R U . . .
C16D C 0.9619(3) 0.35637(17) -0.41157(12) 0.0224(7) Uani 1 1 d . . . . .
H16D H 0.8569 0.3439 -0.4086 0.027 Uiso 1 1 calc R U . . .
C17D C 1.2211(3) 0.6244(2) -0.32893(15) 0.0381(8) Uani 1 1 d . . . . .
H17J H 1.2849 0.6107 -0.2994 0.057 Uiso 1 1 calc R U . . .
H17K H 1.2057 0.6815 -0.3145 0.057 Uiso 1 1 calc R U . . .
H17L H 1.2694 0.6233 -0.3662 0.057 Uiso 1 1 calc R U . . .
C18D C 0.9699(3) 0.5782(2) -0.38385(12) 0.0276(7) Uani 1 1 d . . . . .
H18J H 0.8764 0.5332 -0.3911 0.041 Uiso 1 1 calc R U . . .
H18K H 1.0178 0.5800 -0.4210 0.041 Uiso 1 1 calc R U . . .
H18L H 0.9482 0.6335 -0.3686 0.041 Uiso 1 1 calc R U . . .
H1 H 0.645(4) 0.941(2) 0.5950(14) 0.037(9) Uiso 1 1 d . . . . .
H2 H 0.476(4) 1.086(2) 0.7796(16) 0.055(11) Uiso 1 1 d . . . . .
H1' H 0.314(4) 0.948(2) 0.1012(16) 0.053(11) Uiso 1 1 d . . . . .
H2' H 0.633(6) 1.135(3) 0.293(2) 0.097(16) Uiso 1 1 d . . . . .
H1" H 0.411(3) 0.4911(18) -0.1382(12) 0.016(7) Uiso 1 1 d . . . . .
H2" H 0.182(5) 0.620(2) 0.0226(16) 0.064(12) Uiso 1 1 d . . . . .
H1D H 1.090(3) 0.5114(19) -0.3552(13) 0.023(8) Uiso 1 1 d . . . . .
H2D H 1.316(4) 0.384(2) -0.5277(15) 0.050(11) Uiso 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'
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
_geom_angle_publ_flag
F2 B1 F4 111.6(3) . . ?
F2 B1 F3 112.3(3) . . ?
F4 B1 F3 109.0(3) . . ?
F2 B1 F1 108.5(3) . . ?
F4 B1 F1 108.8(3) . . ?
F3 B1 F1 106.5(3) . . ?
F2' B1' F1' 111.5(3) . . ?
F2' B1' F3' 109.8(3) . . ?
F1' B1' F3' 109.2(3) . . ?
F2' B1' F4' 110.5(3) . . ?
F1' B1' F4' 105.3(3) . . ?
F3' B1' F4' 110.5(3) . . ?
F3A B1" F2A 121.8(10) . . ?
F4" B1" F1" 111.2(3) . . ?
F3A B1" F1" 134.2(6) . . ?
F2A B1" F1" 103.0(8) . . ?
F4" B1" F2" 110.1(4) . . ?
F1" B1" F2" 114.4(4) . . ?
F4" B1" F3" 108.7(4) . . ?
F1" B1" F3" 104.4(3) . . ?
F2" B1" F3" 107.7(4) . . ?
F3A B1" F4A 90.0(7) . . ?
F2A B1" F4A 100.3(9) . . ?
F1" B1" F4A 91.1(5) . . ?
F2B B1D F3B 116.1(8) . . ?
F2B B1D F1D 118.0(6) . . ?
F3B B1D F1D 115.6(6) . . ?
F4D B1D F1D 111.5(3) . . ?
F4D B1D F2D 111.2(4) . . ?
F1D B1D F2D 110.6(3) . . ?
F4D B1D F3D 108.1(3) . . ?
F1D B1D F3D 106.6(3) . . ?
F2D B1D F3D 108.7(4) . . ?
F2B B1D F4B 100.7(7) . . ?
F3B B1D F4B 100.0(8) . . ?
F1D B1D F4B 101.7(5) . . ?
C14 O1 H2 117(2) . . ?
C2 N1 C18 113.1(2) . . ?
C2 N1 C17 112.0(2) . . ?
C18 N1 C17 112.4(2) . . ?
C2 N1 H1 103(2) . . ?
C18 N1 H1 108(2) . . ?
C17 N1 H1 108(2) . . ?
C2 C1 C6 115.3(2) . . ?
C2 C1 C10 126.5(3) . . ?
C6 C1 C10 118.2(3) . . ?
C3 C2 C1 122.8(3) . . ?
C3 C2 N1 116.1(3) . . ?
C1 C2 N1 121.1(2) . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 H3A 119.8 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4A 120.1 . . ?
C3 C4 H4A 120.1 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5A 119.5 . . ?
C6 C5 H5A 119.5 . . ?
C7 C6 C5 119.4(3) . . ?
C7 C6 C1 120.0(3) . . ?
C5 C6 C1 120.7(3) . . ?
C8 C7 C6 120.9(3) . . ?
C8 C7 H7A 119.6 . . ?
C6 C7 H7A 119.6 . . ?
C7 C8 C9 119.2(3) . . ?
C7 C8 H8A 120.4 . . ?
C9 C8 H8A 120.4 . . ?
C10 C9 C8 123.0(3) . . ?
C10 C9 H9A 118.5 . . ?
C8 C9 H9A 118.5 . . ?
C9 C10 C1 118.7(3) . . ?
C9 C10 C11 117.0(3) . . ?
C1 C10 C11 124.3(2) . . ?
C12 C11 C16 117.5(3) . . ?
C12 C11 C10 122.1(3) . . ?
C16 C11 C10 120.3(3) . . ?
C13 C12 C11 122.2(3) . . ?
C13 C12 H12A 118.9 . . ?
C11 C12 H12A 118.9 . . ?
C12 C13 C14 118.8(3) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
O1 C14 C15 121.9(3) . . ?
O1 C14 C13 117.5(3) . . ?
C15 C14 C13 120.6(3) . . ?
C16 C15 C14 119.5(3) . . ?
C16 C15 H15A 120.2 . . ?
C14 C15 H15A 120.2 . . ?
C15 C16 C11 121.3(3) . . ?
C15 C16 H16A 119.3 . . ?
C11 C16 H16A 119.3 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14' O1' H2' 121(3) . . ?
C2' N1' C18' 112.6(2) . . ?
C2' N1' C17' 111.6(2) . . ?
C18' N1' C17' 112.0(2) . . ?
C2' N1' H1' 106(2) . . ?
C18' N1' H1' 107(2) . . ?
C17' N1' H1' 107(2) . . ?
C2' C1' C6' 115.3(3) . . ?
C2' C1' C10' 127.0(3) . . ?
C6' C1' C10' 117.6(3) . . ?
C3' C2' C1' 123.2(3) . . ?
C3' C2' N1' 115.9(3) . . ?
C1' C2' N1' 120.9(3) . . ?
C2' C3' C4' 120.7(3) . . ?
C2' C3' H3'A 119.7 . . ?
C4' C3' H3'A 119.7 . . ?
C5' C4' C3' 119.0(3) . . ?
C5' C4' H4'A 120.5 . . ?
C3' C4' H4'A 120.5 . . ?
C4' C5' C6' 121.9(3) . . ?
C4' C5' H5'A 119.0 . . ?
C6' C5' H5'A 119.0 . . ?
C7' C6' C5' 119.8(3) . . ?
C7' C6' C1' 120.4(3) . . ?
C5' C6' C1' 119.8(3) . . ?
C8' C7' C6' 120.8(3) . . ?
C8' C7' H7'A 119.6 . . ?
C6' C7' H7'A 119.6 . . ?
C7' C8' C9' 119.5(3) . . ?
C7' C8' H8'A 120.3 . . ?
C9' C8' H8'A 120.3 . . ?
C10' C9' C8' 123.1(3) . . ?
C10' C9' H9'A 118.4 . . ?
C8' C9' H9'A 118.4 . . ?
C9' C10' C1' 118.5(3) . . ?
C9' C10' C11' 117.0(3) . . ?
C1' C10' C11' 124.5(2) . . ?
C12' C11' C16' 117.8(3) . . ?
C12' C11' C10' 120.6(3) . . ?
C16' C11' C10' 121.5(3) . . ?
C13' C12' C11' 121.4(3) . . ?
C13' C12' H12B 119.3 . . ?
C11' C12' H12B 119.3 . . ?
C12' C13' C14' 119.6(3) . . ?
C12' C13' H13B 120.2 . . ?
C14' C13' H13B 120.2 . . ?
O1' C14' C13' 122.1(3) . . ?
O1' C14' C15' 117.8(3) . . ?
C13' C14' C15' 120.1(3) . . ?
C16' C15' C14' 119.7(3) . . ?
C16' C15' H15B 120.1 . . ?
C14' C15' H15B 120.1 . . ?
C15' C16' C11' 121.3(3) . . ?
C15' C16' H16B 119.4 . . ?
C11' C16' H16B 119.4 . . ?
N1' C17' H17D 109.5 . . ?
N1' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
N1' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
N1' C18' H18D 109.5 . . ?
N1' C18' H18E 109.5 . . ?
H18D C18' H18E 109.5 . . ?
N1' C18' H18F 109.5 . . ?
H18D C18' H18F 109.5 . . ?
H18E C18' H18F 109.5 . . ?
C14" O1" H2" 109(2) . . ?
C2" N1" C18" 111.3(2) . . ?
C2" N1" C17" 114.5(2) . . ?
C18" N1" C17" 112.5(2) . . ?
C2" N1" H1" 108.3(16) . . ?
C18" N1" H1" 102.5(16) . . ?
C17" N1" H1" 106.8(16) . . ?
C2" C1" C6" 115.0(3) . . ?
C2" C1" C10" 126.8(3) . . ?
C6" C1" C10" 118.2(3) . . ?
C3" C2" C1" 123.2(3) . . ?
C3" C2" N1" 116.4(3) . . ?
C1" C2" N1" 120.3(3) . . ?
C2" C3" C4" 120.0(3) . . ?
C2" C3" H3"A 120.0 . . ?
C4" C3" H3"A 120.0 . . ?
C5" C4" C3" 120.2(3) . . ?
C5" C4" H4"A 119.9 . . ?
C3" C4" H4"A 119.9 . . ?
C4" C5" C6" 121.2(3) . . ?
C4" C5" H5"A 119.4 . . ?
C6" C5" H5"A 119.4 . . ?
C7" C6" C5" 120.3(3) . . ?
C7" C6" C1" 119.4(3) . . ?
C5" C6" C1" 120.4(3) . . ?
C8" C7" C6" 121.3(3) . . ?
C8" C7" H7"A 119.4 . . ?
C6" C7" H7"A 119.4 . . ?
C7" C8" C9" 119.7(3) . . ?
C7" C8" H8"A 120.1 . . ?
C9" C8" H8"A 120.1 . . ?
C10" C9" C8" 122.4(3) . . ?
C10" C9" H9"A 118.8 . . ?
C8" C9" H9"A 118.8 . . ?
C9" C10" C1" 119.0(3) . . ?
C9" C10" C11" 117.4(3) . . ?
C1" C10" C11" 123.6(2) . . ?
C12" C11" C16" 118.2(3) . . ?
C12" C11" C10" 120.5(3) . . ?
C16" C11" C10" 121.3(3) . . ?
C13" C12" C11" 120.7(3) . . ?
C13" C12" H12C 119.7 . . ?
C11" C12" H12C 119.7 . . ?
C12" C13" C14" 120.3(3) . . ?
C12" C13" H13C 119.8 . . ?
C14" C13" H13C 119.8 . . ?
O1" C14" C13" 117.8(3) . . ?
O1" C14" C15" 122.4(3) . . ?
C13" C14" C15" 119.8(3) . . ?
C16" C15" C14" 119.7(3) . . ?
C16" C15" H15C 120.2 . . ?
C14" C15" H15C 120.2 . . ?
C15" C16" C11" 121.2(3) . . ?
C15" C16" H16C 119.4 . . ?
C11" C16" H16C 119.4 . . ?
N1" C17" H17G 109.5 . . ?
N1" C17" H17H 109.5 . . ?
H17G C17" H17H 109.5 . . ?
N1" C17" H17I 109.5 . . ?
H17G C17" H17I 109.5 . . ?
H17H C17" H17I 109.5 . . ?
N1" C18" H18G 109.5 . . ?
N1" C18" H18H 109.5 . . ?
H18G C18" H18H 109.5 . . ?
N1" C18" H18I 109.5 . . ?
H18G C18" H18I 109.5 . . ?
H18H C18" H18I 109.5 . . ?
C14D O1D H2D 112(2) . . ?
C2D N1D C18D 113.8(2) . . ?
C2D N1D C17D 112.2(2) . . ?
C18D N1D C17D 111.7(2) . . ?
C2D N1D H1D 106.1(19) . . ?
C18D N1D H1D 105.6(19) . . ?
C17D N1D H1D 106.8(19) . . ?
C2D C1D C10D 126.6(3) . . ?
C2D C1D C6D 115.4(3) . . ?
C10D C1D C6D 117.9(3) . . ?
C3D C2D C1D 122.4(3) . . ?
C3D C2D N1D 116.6(3) . . ?
C1D C2D N1D 121.0(2) . . ?
C2D C3D C4D 120.7(3) . . ?
C2D C3D H3DA 119.6 . . ?
C4D C3D H3DA 119.6 . . ?
C5D C4D C3D 119.7(3) . . ?
C5D C4D H4DA 120.1 . . ?
C3D C4D H4DA 120.1 . . ?
C4D C5D C6D 121.4(3) . . ?
C4D C5D H5DA 119.3 . . ?
C6D C5D H5DA 119.3 . . ?
C7D C6D C5D 120.0(3) . . ?
C7D C6D C1D 119.7(3) . . ?
C5D C6D C1D 120.3(3) . . ?
C8D C7D C6D 121.3(3) . . ?
C8D C7D H7DA 119.4 . . ?
C6D C7D H7DA 119.4 . . ?
C7D C8D C9D 119.5(3) . . ?
C7D C8D H8DA 120.2 . . ?
C9D C8D H8DA 120.2 . . ?
C10D C9D C8D 122.5(3) . . ?
C10D C9D H9DA 118.7 . . ?
C8D C9D H9DA 118.7 . . ?
C9D C10D C1D 119.0(3) . . ?
C9D C10D C11D 117.3(3) . . ?
C1D C10D C11D 123.7(3) . . ?
C12D C11D C16D 117.9(3) . . ?
C12D C11D C10D 121.6(3) . . ?
C16D C11D C10D 120.5(3) . . ?
C13D C12D C11D 121.5(3) . . ?
C13D C12D H12D 119.3 . . ?
C11D C12D H12D 119.3 . . ?
C12D C13D C14D 119.0(3) . . ?
C12D C13D H13D 120.5 . . ?
C14D C13D H13D 120.5 . . ?
O1D C14D C15D 117.6(3) . . ?
O1D C14D C13D 122.1(3) . . ?
C15D C14D C13D 120.3(3) . . ?
C16D C15D C14D 120.1(3) . . ?
C16D C15D H15D 120.0 . . ?
C14D C15D H15D 120.0 . . ?
C15D C16D C11D 121.3(3) . . ?
C15D C16D H16D 119.4 . . ?
C11D C16D H16D 119.4 . . ?
N1D C17D H17J 109.5 . . ?
N1D C17D H17K 109.5 . . ?
H17J C17D H17K 109.5 . . ?
N1D C17D H17L 109.5 . . ?
H17J C17D H17L 109.5 . . ?
H17K C17D H17L 109.5 . . ?
N1D C18D H18J 109.5 . . ?
N1D C18D H18K 109.5 . . ?
H18J C18D H18K 109.5 . . ?
N1D C18D H18L 109.5 . . ?
H18J C18D H18L 109.5 . . ?
H18K C18D H18L 109.5 . . ?
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 F2 1.366(4) . ?
B1 F4 1.382(4) . ?
B1 F3 1.390(4) . ?
B1 F1 1.395(4) . ?
B1' F2' 1.364(4) . ?
B1' F1' 1.382(4) . ?
B1' F3' 1.385(4) . ?
B1' F4' 1.422(4) . ?
B1" F4" 1.324(5) . ?
B1" F3A 1.324(12) . ?
B1" F2A 1.35(2) . ?
B1" F1" 1.372(4) . ?
B1" F2" 1.405(6) . ?
B1" F3" 1.405(5) . ?
B1" F4A 1.560(12) . ?
B1D F2B 1.259(12) . ?
B1D F3B 1.351(13) . ?
B1D F4D 1.360(5) . ?
B1D F1D 1.367(4) . ?
B1D F2D 1.393(5) . ?
B1D F3D 1.411(5) . ?
B1D F4B 1.612(13) . ?
O1 C14 1.374(4) . ?
O1 H2 0.95(4) . ?
N1 C2 1.483(4) . ?
N1 C18 1.504(4) . ?
N1 C17 1.507(4) . ?
N1 H1 0.93(3) . ?
C1 C2 1.431(4) . ?
C1 C6 1.433(4) . ?
C1 C10 1.436(4) . ?
C2 C3 1.373(4) . ?
C3 C4 1.401(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.359(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.426(4) . ?
C5 H5A 0.9500 . ?
C6 C7 1.415(4) . ?
C7 C8 1.362(4) . ?
C7 H7A 0.9500 . ?
C8 C9 1.408(4) . ?
C8 H8A 0.9500 . ?
C9 C10 1.375(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.494(4) . ?
C11 C12 1.394(4) . ?
C11 C16 1.399(4) . ?
C12 C13 1.377(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.393(4) . ?
C13 H13A 0.9500 . ?
C14 C15 1.386(4) . ?
C15 C16 1.382(4) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
O1' C14' 1.371(4) . ?
O1' H2' 0.99(5) . ?
N1' C2' 1.492(4) . ?
N1' C18' 1.509(4) . ?
N1' C17' 1.511(4) . ?
N1' H1' 0.91(4) . ?
C1' C2' 1.417(4) . ?
C1' C6' 1.444(4) . ?
C1' C10' 1.444(4) . ?
C2' C3' 1.367(4) . ?
C3' C4' 1.397(4) . ?
C3' H3'A 0.9500 . ?
C4' C5' 1.359(5) . ?
C4' H4'A 0.9500 . ?
C5' C6' 1.419(4) . ?
C5' H5'A 0.9500 . ?
C6' C7' 1.411(4) . ?
C7' C8' 1.359(5) . ?
C7' H7'A 0.9500 . ?
C8' C9' 1.405(5) . ?
C8' H8'A 0.9500 . ?
C9' C10' 1.381(4) . ?
C9' H9'A 0.9500 . ?
C10' C11' 1.491(4) . ?
C11' C12' 1.395(4) . ?
C11' C16' 1.398(4) . ?
C12' C13' 1.383(4) . ?
C12' H12B 0.9500 . ?
C13' C14' 1.385(4) . ?
C13' H13B 0.9500 . ?
C14' C15' 1.389(4) . ?
C15' C16' 1.380(4) . ?
C15' H15B 0.9500 . ?
C16' H16B 0.9500 . ?
C17' H17D 0.9800 . ?
C17' H17E 0.9800 . ?
C17' H17F 0.9800 . ?
C18' H18D 0.9800 . ?
C18' H18E 0.9800 . ?
C18' H18F 0.9800 . ?
O1" C14" 1.369(3) . ?
O1" H2" 1.00(4) . ?
N1" C2" 1.491(4) . ?
N1" C18" 1.498(4) . ?
N1" C17" 1.499(4) . ?
N1" H1" 0.94(3) . ?
C1" C2" 1.431(4) . ?
C1" C6" 1.434(4) . ?
C1" C10" 1.439(4) . ?
C2" C3" 1.368(4) . ?
C3" C4" 1.395(4) . ?
C3" H3"A 0.9500 . ?
C4" C5" 1.353(4) . ?
C4" H4"A 0.9500 . ?
C5" C6" 1.422(4) . ?
C5" H5"A 0.9500 . ?
C6" C7" 1.417(4) . ?
C7" C8" 1.354(5) . ?
C7" H7"A 0.9500 . ?
C8" C9" 1.401(4) . ?
C8" H8"A 0.9500 . ?
C9" C10" 1.376(4) . ?
C9" H9"A 0.9500 . ?
C10" C11" 1.497(4) . ?
C11" C12" 1.394(4) . ?
C11" C16" 1.396(4) . ?
C12" C13" 1.385(4) . ?
C12" H12C 0.9500 . ?
C13" C14" 1.386(4) . ?
C13" H13C 0.9500 . ?
C14" C15" 1.388(4) . ?
C15" C16" 1.384(4) . ?
C15" H15C 0.9500 . ?
C16" H16C 0.9500 . ?
C17" H17G 0.9800 . ?
C17" H17H 0.9800 . ?
C17" H17I 0.9800 . ?
C18" H18G 0.9800 . ?
C18" H18H 0.9800 . ?
C18" H18I 0.9800 . ?
O1D C14D 1.365(3) . ?
O1D H2D 0.92(4) . ?
N1D C2D 1.487(4) . ?
N1D C18D 1.499(4) . ?
N1D C17D 1.502(4) . ?
N1D H1D 0.86(3) . ?
C1D C2D 1.433(4) . ?
C1D C10D 1.438(4) . ?
C1D C6D 1.439(4) . ?
C2D C3D 1.373(4) . ?
C3D C4D 1.398(4) . ?
C3D H3DA 0.9500 . ?
C4D C5D 1.357(4) . ?
C4D H4DA 0.9500 . ?
C5D C6D 1.421(4) . ?
C5D H5DA 0.9500 . ?
C6D C7D 1.411(4) . ?
C7D C8D 1.357(5) . ?
C7D H7DA 0.9500 . ?
C8D C9D 1.404(4) . ?
C8D H8DA 0.9500 . ?
C9D C10D 1.378(4) . ?
C9D H9DA 0.9500 . ?
C10D C11D 1.491(4) . ?
C11D C12D 1.393(4) . ?
C11D C16D 1.400(4) . ?
C12D C13D 1.390(4) . ?
C12D H12D 0.9500 . ?
C13D C14D 1.394(4) . ?
C13D H13D 0.9500 . ?
C14D C15D 1.381(4) . ?
C15D C16D 1.376(4) . ?
C15D H15D 0.9500 . ?
C16D H16D 0.9500 . ?
C17D H17J 0.9800 . ?
C17D H17K 0.9800 . ?
C17D H17L 0.9800 . ?
C18D H18J 0.9800 . ?
C18D H18K 0.9800 . ?
C18D H18L 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(4) . . . . ?
C10 C1 C2 C3 -178.7(3) . . . . ?
C6 C1 C2 N1 -179.5(2) . . . . ?
C10 C1 C2 N1 1.6(4) . . . . ?
C18 N1 C2 C3 61.4(3) . . . . ?
C17 N1 C2 C3 -66.9(3) . . . . ?
C18 N1 C2 C1 -118.8(3) . . . . ?
C17 N1 C2 C1 112.9(3) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
N1 C2 C3 C4 178.5(3) . . . . ?
C2 C3 C4 C5 1.1(4) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C7 179.5(3) . . . . ?
C4 C5 C6 C1 -1.1(4) . . . . ?
C2 C1 C6 C7 -179.7(3) . . . . ?
C10 C1 C6 C7 -0.7(4) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
C10 C1 C6 C5 179.9(3) . . . . ?
C5 C6 C7 C8 -177.6(3) . . . . ?
C1 C6 C7 C8 3.0(4) . . . . ?
C6 C7 C8 C9 -2.7(5) . . . . ?
C7 C8 C9 C10 0.1(5) . . . . ?
C8 C9 C10 C1 2.2(4) . . . . ?
C8 C9 C10 C11 -177.5(3) . . . . ?
C2 C1 C10 C9 177.1(3) . . . . ?
C6 C1 C10 C9 -1.8(4) . . . . ?
C2 C1 C10 C11 -3.2(4) . . . . ?
C6 C1 C10 C11 177.9(3) . . . . ?
C9 C10 C11 C12 -85.0(4) . . . . ?
C1 C10 C11 C12 95.3(4) . . . . ?
C9 C10 C11 C16 93.6(3) . . . . ?
C1 C10 C11 C16 -86.2(4) . . . . ?
C16 C11 C12 C13 1.5(4) . . . . ?
C10 C11 C12 C13 -179.9(3) . . . . ?
C11 C12 C13 C14 0.6(5) . . . . ?
C12 C13 C14 O1 178.0(3) . . . . ?
C12 C13 C14 C15 -2.4(5) . . . . ?
O1 C14 C15 C16 -178.4(3) . . . . ?
C13 C14 C15 C16 2.1(5) . . . . ?
C14 C15 C16 C11 0.1(5) . . . . ?
C12 C11 C16 C15 -1.9(4) . . . . ?
C10 C11 C16 C15 179.5(3) . . . . ?
C6' C1' C2' C3' -1.0(4) . . . . ?
C10' C1' C2' C3' 177.9(3) . . . . ?
C6' C1' C2' N1' -179.7(2) . . . . ?
C10' C1' C2' N1' -0.8(4) . . . . ?
C18' N1' C2' C3' -61.1(3) . . . . ?
C17' N1' C2' C3' 66.0(3) . . . . ?
C18' N1' C2' C1' 117.8(3) . . . . ?
C17' N1' C2' C1' -115.1(3) . . . . ?
C1' C2' C3' C4' 2.5(5) . . . . ?
N1' C2' C3' C4' -178.7(3) . . . . ?
C2' C3' C4' C5' -1.6(5) . . . . ?
C3' C4' C5' C6' -0.7(5) . . . . ?
C4' C5' C6' C7' -178.3(3) . . . . ?
C4' C5' C6' C1' 2.2(4) . . . . ?
C2' C1' C6' C7' 179.2(3) . . . . ?
C10' C1' C6' C7' 0.2(4) . . . . ?
C2' C1' C6' C5' -1.3(4) . . . . ?
C10' C1' C6' C5' 179.7(2) . . . . ?
C5' C6' C7' C8' 178.3(3) . . . . ?
C1' C6' C7' C8' -2.2(4) . . . . ?
C6' C7' C8' C9' 1.9(5) . . . . ?
C7' C8' C9' C10' 0.6(5) . . . . ?
C8' C9' C10' C1' -2.7(5) . . . . ?
C8' C9' C10' C11' 176.0(3) . . . . ?
C2' C1' C10' C9' -176.7(3) . . . . ?
C6' C1' C10' C9' 2.2(4) . . . . ?
C2' C1' C10' C11' 4.7(4) . . . . ?
C6' C1' C10' C11' -176.4(3) . . . . ?
C9' C10' C11' C12' -95.7(3) . . . . ?
C1' C10' C11' C12' 82.9(4) . . . . ?
C9' C10' C11' C16' 81.6(4) . . . . ?
C1' C10' C11' C16' -99.7(3) . . . . ?
C16' C11' C12' C13' 0.8(4) . . . . ?
C10' C11' C12' C13' 178.2(3) . . . . ?
C11' C12' C13' C14' 0.1(5) . . . . ?
C12' C13' C14' O1' 180.0(3) . . . . ?
C12' C13' C14' C15' -1.1(5) . . . . ?
O1' C14' C15' C16' -179.9(3) . . . . ?
C13' C14' C15' C16' 1.1(5) . . . . ?
C14' C15' C16' C11' -0.2(5) . . . . ?
C12' C11' C16' C15' -0.8(4) . . . . ?
C10' C11' C16' C15' -178.2(3) . . . . ?
C6" C1" C2" C3" 1.3(4) . . . . ?
C10" C1" C2" C3" -177.3(3) . . . . ?
C6" C1" C2" N1" -176.3(2) . . . . ?
C10" C1" C2" N1" 5.1(4) . . . . ?
C18" N1" C2" C3" -69.7(3) . . . . ?
C17" N1" C2" C3" 59.3(3) . . . . ?
C18" N1" C2" C1" 108.0(3) . . . . ?
C17" N1" C2" C1" -122.9(3) . . . . ?
C1" C2" C3" C4" -0.4(4) . . . . ?
N1" C2" C3" C4" 177.3(2) . . . . ?
C2" C3" C4" C5" -0.7(4) . . . . ?
C3" C4" C5" C6" 0.7(4) . . . . ?
C4" C5" C6" C7" 179.4(3) . . . . ?
C4" C5" C6" C1" 0.3(4) . . . . ?
C2" C1" C6" C7" 179.6(2) . . . . ?
C10" C1" C6" C7" -1.6(4) . . . . ?
C2" C1" C6" C5" -1.3(4) . . . . ?
C10" C1" C6" C5" 177.5(2) . . . . ?
C5" C6" C7" C8" -175.7(3) . . . . ?
C1" C6" C7" C8" 3.4(4) . . . . ?
C6" C7" C8" C9" -2.3(5) . . . . ?
C7" C8" C9" C10" -0.7(5) . . . . ?
C8" C9" C10" C1" 2.5(4) . . . . ?
C8" C9" C10" C11" -177.8(3) . . . . ?
C2" C1" C10" C9" 177.4(3) . . . . ?
C6" C1" C10" C9" -1.2(4) . . . . ?
C2" C1" C10" C11" -2.3(4) . . . . ?
C6" C1" C10" C11" 179.1(3) . . . . ?
C9" C10" C11" C12" -85.3(3) . . . . ?
C1" C10" C11" C12" 94.4(3) . . . . ?
C9" C10" C11" C16" 94.8(3) . . . . ?
C1" C10" C11" C16" -85.6(4) . . . . ?
C16" C11" C12" C13" 1.8(4) . . . . ?
C10" C11" C12" C13" -178.2(3) . . . . ?
C11" C12" C13" C14" 0.6(4) . . . . ?
C12" C13" C14" O1" 180.0(2) . . . . ?
C12" C13" C14" C15" -2.2(4) . . . . ?
O1" C14" C15" C16" 179.0(3) . . . . ?
C13" C14" C15" C16" 1.3(4) . . . . ?
C14" C15" C16" C11" 1.2(4) . . . . ?
C12" C11" C16" C15" -2.7(4) . . . . ?
C10" C11" C16" C15" 177.2(3) . . . . ?
C10D C1D C2D C3D 177.6(3) . . . . ?
C6D C1D C2D C3D -1.5(4) . . . . ?
C10D C1D C2D N1D -2.8(4) . . . . ?
C6D C1D C2D N1D 178.1(2) . . . . ?
C18D N1D C2D C3D -67.2(3) . . . . ?
C17D N1D C2D C3D 60.8(3) . . . . ?
C18D N1D C2D C1D 113.2(3) . . . . ?
C17D N1D C2D C1D -118.8(3) . . . . ?
C1D C2D C3D C4D 1.7(4) . . . . ?
N1D C2D C3D C4D -177.9(2) . . . . ?
C2D C3D C4D C5D -0.1(4) . . . . ?
C3D C4D C5D C6D -1.7(4) . . . . ?
C4D C5D C6D C7D -178.3(3) . . . . ?
C4D C5D C6D C1D 1.8(4) . . . . ?
C2D C1D C6D C7D 179.9(3) . . . . ?
C10D C1D C6D C7D 0.7(4) . . . . ?
C2D C1D C6D C5D -0.2(4) . . . . ?
C10D C1D C6D C5D -179.4(2) . . . . ?
C5D C6D C7D C8D 178.3(3) . . . . ?
C1D C6D C7D C8D -1.8(4) . . . . ?
C6D C7D C8D C9D 1.0(5) . . . . ?
C7D C8D C9D C10D 1.0(5) . . . . ?
C8D C9D C10D C1D -2.0(4) . . . . ?
C8D C9D C10D C11D 179.7(3) . . . . ?
C2D C1D C10D C9D -178.0(3) . . . . ?
C6D C1D C10D C9D 1.1(4) . . . . ?
C2D C1D C10D C11D 0.2(4) . . . . ?
C6D C1D C10D C11D 179.3(3) . . . . ?
C9D C10D C11D C12D -94.9(3) . . . . ?
C1D C10D C11D C12D 86.9(4) . . . . ?
C9D C10D C11D C16D 85.0(3) . . . . ?
C1D C10D C11D C16D -93.2(3) . . . . ?
C16D C11D C12D C13D 1.0(4) . . . . ?
C10D C11D C12D C13D -179.1(3) . . . . ?
C11D C12D C13D C14D -1.1(4) . . . . ?
C12D C13D C14D O1D -178.2(3) . . . . ?
C12D C13D C14D C15D 0.4(4) . . . . ?
O1D C14D C15D C16D 178.9(2) . . . . ?
C13D C14D C15D C16D 0.2(4) . . . . ?
C14D C15D C16D C11D -0.2(4) . . . . ?
C12D C11D C16D C15D -0.4(4) . . . . ?
C10D C11D C16D C15D 179.7(3) . . . . ?
