#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:13:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180294 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/08/7150863.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_7150863
loop_
_publ_author_name
'Maeda, Hiromitsu'
'Terasaki, Masahiro'
'Haketa, Yohei'
'Mihashi, Yuta'
'Kusunose, Yukio'
_publ_section_title
;
 BF2 complexes of α-alkyl-substituted dipyrrolyldiketones as acyclic
 anion receptors
;
_journal_issue                   3
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              433
_journal_page_last               436
_journal_paper_doi               10.1039/b718317h
_journal_volume                  6
_journal_year                    2008
_chemical_formula_moiety         '(C15 H17 N2 O2 B F2), (C16 H36 N), Cl'
_chemical_formula_sum            'C31 H53 B Cl F2 N3 O2'
_chemical_formula_weight         584.02
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 128.066(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   27.621(8)
_cell_length_b                   13.498(3)
_cell_length_c                   22.643(6)
_cell_measurement_reflns_used    25410
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     6646(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            31576
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.9545
_exptl_absorpt_correction_T_min  0.9258
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.970
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         7573
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.1324
_refine_ls_R_factor_gt           0.1199
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0375P)²+154.6432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3261
_refine_ls_wR_factor_ref         0.3307
_reflns_number_gt                6082
_reflns_number_total             7573
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b718317h.txt
_cod_data_source_block           71103mae
_cod_original_cell_volume        6647(3)
_cod_database_code               7150863
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0611(6) -0.5310(8) -0.0785(6) 0.085(4) Uani 1 1 d . . .
H1 H 0.1021 -0.5248 -0.0650 0.127 Uiso 1 1 calc R . .
H2 H 0.0316 -0.5501 -0.1314 0.127 Uiso 1 1 calc R . .
H3 H 0.0618 -0.5819 -0.0471 0.127 Uiso 1 1 calc R . .
C2 C 0.0422(4) -0.4339(6) -0.0663(4) 0.0482(18) Uani 1 1 d . . .
H4 H -0.0007 -0.4389 -0.0844 0.058 Uiso 1 1 calc R . .
H5 H 0.0436 -0.3822 -0.0962 0.058 Uiso 1 1 calc R . .
C3 C 0.0830(3) -0.4034(5) 0.0148(4) 0.0373(15) Uani 1 1 d . . .
C4 C 0.1053(3) -0.4540(5) 0.0808(4) 0.0433(16) Uani 1 1 d . . .
H6 H 0.0967 -0.5211 0.0840 0.052 Uiso 1 1 calc R . .
C5 C 0.1417(3) -0.3909(5) 0.1404(4) 0.0370(14) Uani 1 1 d . . .
H7 H 0.1625 -0.4066 0.1917 0.044 Uiso 1 1 calc R . .
C6 C 0.1426(3) -0.2996(5) 0.1122(3) 0.0310(13) Uani 1 1 d . . .
C7 C 0.1748(3) -0.2108(5) 0.1486(3) 0.0305(13) Uani 1 1 d . . .
C8 C 0.1776(3) -0.1327(5) 0.1112(3) 0.0338(13) Uani 1 1 d . . .
H8 H 0.1615 -0.1406 0.0604 0.041 Uiso 1 1 calc R . .
C9 C 0.2035(3) -0.0434(5) 0.1468(3) 0.0301(12) Uani 1 1 d . . .
C10 C 0.2014(3) 0.0415(5) 0.1081(4) 0.0334(13) Uani 1 1 d . . .
C11 C 0.2254(3) 0.1368(5) 0.1343(4) 0.0394(15) Uani 1 1 d . . .
H9 H 0.2475 0.1596 0.1844 0.047 Uiso 1 1 calc R . .
C12 C 0.2108(4) 0.1916(5) 0.0735(4) 0.0433(17) Uani 1 1 d . . .
H10 H 0.2208 0.2592 0.0745 0.052 Uiso 1 1 calc R . .
C13 C 0.1788(3) 0.1297(5) 0.0104(4) 0.0390(15) Uani 1 1 d . . .
C14 C 0.1551(5) 0.1506(6) -0.0687(5) 0.060(2) Uani 1 1 d . . .
H11 H 0.1867 0.1298 -0.0740 0.072 Uiso 1 1 calc R . .
H12 H 0.1179 0.1101 -0.1037 0.072 Uiso 1 1 calc R . .
C15 C 0.1401(7) 0.2548(7) -0.0905(6) 0.098(5) Uani 1 1 d . . .
H13 H 0.1104 0.2772 -0.0831 0.147 Uiso 1 1 calc R . .
H14 H 0.1222 0.2622 -0.1434 0.147 Uiso 1 1 calc R . .
H15 H 0.1776 0.2948 -0.0594 0.147 Uiso 1 1 calc R . .
C16 C 0.3207(3) -0.3689(5) 0.1982(3) 0.0315(13) Uani 1 1 d . . .
H16 H 0.3046 -0.4238 0.2107 0.038 Uiso 1 1 calc R . .
H17 H 0.2991 -0.3077 0.1942 0.038 Uiso 1 1 calc R . .
C17 C 0.3046(3) -0.3896(6) 0.1234(4) 0.0402(16) Uani 1 1 d . . .
H18 H 0.3178 -0.4576 0.1229 0.048 Uiso 1 1 calc R . .
H19 H 0.3269 -0.3428 0.1142 0.048 Uiso 1 1 calc R . .
C18 C 0.2358(3) -0.3794(7) 0.0615(4) 0.050(2) Uani 1 1 d . . .
H20 H 0.2227 -0.3115 0.0623 0.061 Uiso 1 1 calc R . .
H21 H 0.2137 -0.4264 0.0708 0.061 Uiso 1 1 calc R . .
C19 C 0.2186(4) -0.4000(9) -0.0155(4) 0.073(3) Uani 1 1 d . . .
H22 H 0.2510 -0.3749 -0.0172 0.109 Uiso 1 1 calc R . .
H23 H 0.1797 -0.3667 -0.0541 0.109 Uiso 1 1 calc R . .
H24 H 0.2139 -0.4715 -0.0249 0.109 Uiso 1 1 calc R . .
C20 C 0.4258(3) -0.4452(5) 0.2697(4) 0.0329(13) Uani 1 1 d . . .
H25 H 0.4215 -0.4499 0.2230 0.039 Uiso 1 1 calc R . .
H26 H 0.4697 -0.4320 0.3113 0.039 Uiso 1 1 calc R . .
C21 C 0.4093(3) -0.5449(5) 0.2837(4) 0.0364(14) Uani 1 1 d . . .
H27 H 0.3662 -0.5619 0.2413 0.044 Uiso 1 1 calc R . .
H28 H 0.4130 -0.5422 0.3300 0.044 Uiso 1 1 calc R . .
C22 C 0.4525(3) -0.6236(5) 0.2916(5) 0.0442(17) Uani 1 1 d . . .
H29 H 0.4488 -0.6249 0.2452 0.053 Uiso 1 1 calc R . .
H30 H 0.4954 -0.6054 0.3337 0.053 Uiso 1 1 calc R . .
C23 C 0.4391(4) -0.7261(5) 0.3057(4) 0.0478(18) Uani 1 1 d . . .
H31 H 0.4432 -0.7255 0.3519 0.072 Uiso 1 1 calc R . .
H32 H 0.4683 -0.7737 0.3108 0.072 Uiso 1 1 calc R . .
H33 H 0.3971 -0.7454 0.2634 0.072 Uiso 1 1 calc R . .
C24 C 0.4159(3) -0.2688(5) 0.2501(4) 0.0305(13) Uani 1 1 d . . .
H34 H 0.4140 -0.2832 0.2058 0.037 Uiso 1 1 calc R . .
H35 H 0.4598 -0.2632 0.2940 0.037 Uiso 1 1 calc R . .
C25 C 0.3852(3) -0.1690(5) 0.2380(4) 0.0367(14) Uani 1 1 d . . .
H36 H 0.3412 -0.1724 0.1937 0.044 Uiso 1 1 calc R . .
H37 H 0.3878 -0.1518 0.2823 0.044 Uiso 1 1 calc R . .
C26 C 0.4177(3) -0.0903(5) 0.2257(4) 0.0349(14) Uani 1 1 d . . .
H38 H 0.4142 -0.1077 0.1807 0.042 Uiso 1 1 calc R . .
H39 H 0.4619 -0.0894 0.2694 0.042 Uiso 1 1 calc R . .
C27 C 0.3905(4) 0.0130(6) 0.2152(5) 0.053(2) Uani 1 1 d . . .
H40 H 0.3457 0.0099 0.1779 0.080 Uiso 1 1 calc R . .
H41 H 0.4069 0.0587 0.1978 0.080 Uiso 1 1 calc R . .
H42 H 0.4016 0.0365 0.2631 0.080 Uiso 1 1 calc R . .
C28 C 0.3927(3) -0.3435(5) 0.3319(3) 0.0350(14) Uani 1 1 d . . .
H47 H 0.3676 -0.3953 0.3326 0.042 Uiso 0.515(17) 1 calc PR A 1
H48 H 0.3753 -0.2783 0.3297 0.042 Uiso 0.515(17) 1 calc PR A 1
H49 H 0.3861 -0.4090 0.3456 0.042 Uiso 0.485(17) 1 calc PR A 2
H50 H 0.3584 -0.3001 0.3188 0.042 Uiso 0.485(17) 1 calc PR A 2
N1 N 0.1057(2) -0.3099(4) 0.0347(3) 0.0315(11) Uani 1 1 d . . .
H51 H 0.0982 -0.2628 0.0032 0.038 Uiso 1 1 calc R . .
N2 N 0.1731(3) 0.0405(4) 0.0317(3) 0.0359(12) Uani 1 1 d . . .
H52 H 0.1543 -0.0109 0.0019 0.043 Uiso 1 1 calc R . .
N3 N 0.3885(2) -0.3565(4) 0.2627(3) 0.0291(10) Uani 1 1 d . A .
O1 O 0.2016(2) -0.2038(3) 0.2209(2) 0.0356(10) Uani 1 1 d . . .
O2 O 0.2287(2) -0.0305(3) 0.2183(2) 0.0331(10) Uani 1 1 d . . .
B1 B 0.2453(3) -0.1213(5) 0.2659(4) 0.0301(14) Uani 1 1 d . . .
F1 F 0.30369(18) -0.1499(3) 0.2944(2) 0.0420(9) Uani 1 1 d . . .
F2 F 0.24090(17) -0.0972(3) 0.3210(2) 0.0352(8) Uani 1 1 d . . .
Cl1 Cl 0.08914(6) -0.14652(12) -0.08530(7) 0.0306(3) Uani 1 1 d . . .
C29 C 0.4603(7) -0.3503(14) 0.4058(9) 0.036(3) Uani 0.515(17) 1 d P A 1
H53 H 0.4867 -0.3019 0.4048 0.044 Uiso 0.515(17) 1 calc PR A 1
H54 H 0.4770 -0.4176 0.4118 0.044 Uiso 0.515(17) 1 calc PR A 1
C30 C 0.4536(8) -0.2995(17) 0.4026(9) 0.037(4) Uani 0.485(17) 1 d P A 2
H55 H 0.4539 -0.2267 0.3976 0.045 Uiso 0.485(17) 1 calc PR A 2
H56 H 0.4892 -0.3276 0.4080 0.045 Uiso 0.485(17) 1 calc PR A 2
C31 C 0.4581(4) -0.3256(11) 0.4734(5) 0.080(4) Uani 1 1 d . . .
H63 H 0.4317 -0.3770 0.4718 0.096 Uiso 0.515(17) 1 calc PR A 1
H64 H 0.5002 -0.3371 0.5203 0.096 Uiso 0.515(17) 1 calc PR A 1
H65 H 0.4902 -0.2812 0.5137 0.096 Uiso 0.485(17) 1 calc PR A 2
H66 H 0.4187 -0.3031 0.4613 0.096 Uiso 0.485(17) 1 calc PR A 2
C33 C 0.4402(7) -0.2417(12) 0.4819(8) 0.047(4) Uani 0.515(17) 1 d P A 1
H57 H 0.3960 -0.2336 0.4421 0.071 Uiso 0.515(17) 1 calc PR A 1
H58 H 0.4625 -0.1876 0.4793 0.071 Uiso 0.515(17) 1 calc PR A 1
H59 H 0.4488 -0.2405 0.5308 0.071 Uiso 0.515(17) 1 calc PR A 1
C34 C 0.4683(9) -0.4083(14) 0.5038(10) 0.058(5) Uani 0.485(17) 1 d P A 2
H60 H 0.4608 -0.4049 0.5407 0.087 Uiso 0.485(17) 1 calc PR A 2
H61 H 0.5112 -0.4271 0.5290 0.087 Uiso 0.485(17) 1 calc PR A 2
H62 H 0.4410 -0.4578 0.4655 0.087 Uiso 0.485(17) 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'
Cl Cl 0.1484 0.1585 '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
C2 C1 H1 109.5 . . ?
C2 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
C2 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?
C1 C2 C3 112.4(7) . . ?
C1 C2 H4 109.1 . . ?
C3 C2 H4 109.1 . . ?
C1 C2 H5 109.1 . . ?
C3 C2 H5 109.1 . . ?
H4 C2 H5 107.9 . . ?
N1 C3 C4 107.0(6) . . ?
N1 C3 C2 120.3(7) . . ?
C4 C3 C2 132.7(7) . . ?
C5 C4 C3 108.7(6) . . ?
C5 C4 H6 125.6 . . ?
C3 C4 H6 125.6 . . ?
C4 C5 C6 107.9(6) . . ?
C4 C5 H7 126.0 . . ?
C6 C5 H7 126.0 . . ?
N1 C6 C5 106.4(5) . . ?
N1 C6 C7 121.9(6) . . ?
C5 C6 C7 131.6(6) . . ?
O1 C7 C8 120.3(6) . . ?
O1 C7 C6 116.9(6) . . ?
C8 C7 C6 122.7(6) . . ?
C9 C8 C7 120.8(6) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
O2 C9 C8 121.6(6) . . ?
O2 C9 C10 116.1(6) . . ?
C8 C9 C10 122.2(5) . . ?
N2 C10 C11 107.0(6) . . ?
N2 C10 C9 122.4(6) . . ?
C11 C10 C9 130.6(6) . . ?
C12 C11 C10 107.3(6) . . ?
C12 C11 H9 126.3 . . ?
C10 C11 H9 126.3 . . ?
C11 C12 C13 108.0(6) . . ?
C11 C12 H10 126.0 . . ?
C13 C12 H10 126.0 . . ?
N2 C13 C12 108.0(6) . . ?
N2 C13 C14 122.4(6) . . ?
C12 C13 C14 129.6(7) . . ?
C15 C14 C13 113.9(7) . . ?
C15 C14 H11 108.8 . . ?
C13 C14 H11 108.8 . . ?
C15 C14 H12 108.8 . . ?
C13 C14 H12 108.8 . . ?
H11 C14 H12 107.7 . . ?
C14 C15 H13 109.5 . . ?
C14 C15 H14 109.5 . . ?
H13 C15 H14 109.5 . . ?
C14 C15 H15 109.5 . . ?
H13 C15 H15 109.5 . . ?
H14 C15 H15 109.5 . . ?
C17 C16 N3 116.1(5) . . ?
C17 C16 H16 108.3 . . ?
N3 C16 H16 108.3 . . ?
C17 C16 H17 108.3 . . ?
N3 C16 H17 108.3 . . ?
H16 C16 H17 107.4 . . ?
C16 C17 C18 111.0(6) . . ?
C16 C17 H18 109.4 . . ?
C18 C17 H18 109.4 . . ?
C16 C17 H19 109.4 . . ?
C18 C17 H19 109.4 . . ?
H18 C17 H19 108.0 . . ?
C17 C18 C19 111.7(7) . . ?
C17 C18 H20 109.3 . . ?
C19 C18 H20 109.3 . . ?
C17 C18 H21 109.3 . . ?
C19 C18 H21 109.3 . . ?
H20 C18 H21 107.9 . . ?
C18 C19 H22 109.5 . . ?
C18 C19 H23 109.5 . . ?
H22 C19 H23 109.5 . . ?
C18 C19 H24 109.5 . . ?
H22 C19 H24 109.5 . . ?
H23 C19 H24 109.5 . . ?
C21 C20 N3 116.7(5) . . ?
C21 C20 H25 108.1 . . ?
N3 C20 H25 108.1 . . ?
C21 C20 H26 108.1 . . ?
N3 C20 H26 108.1 . . ?
H25 C20 H26 107.3 . . ?
C20 C21 C22 109.2(5) . . ?
C20 C21 H27 109.8 . . ?
C22 C21 H27 109.8 . . ?
C20 C21 H28 109.8 . . ?
C22 C21 H28 109.8 . . ?
H27 C21 H28 108.3 . . ?
C23 C22 C21 112.7(6) . . ?
C23 C22 H29 109.1 . . ?
C21 C22 H29 109.1 . . ?
C23 C22 H30 109.1 . . ?
C21 C22 H30 109.1 . . ?
H29 C22 H30 107.8 . . ?
C22 C23 H31 109.5 . . ?
C22 C23 H32 109.5 . . ?
H31 C23 H32 109.5 . . ?
C22 C23 H33 109.5 . . ?
H31 C23 H33 109.5 . . ?
H32 C23 H33 109.5 . . ?
N3 C24 C25 115.9(5) . . ?
N3 C24 H34 108.3 . . ?
C25 C24 H34 108.3 . . ?
N3 C24 H35 108.3 . . ?
C25 C24 H35 108.3 . . ?
H34 C24 H35 107.4 . . ?
C26 C25 C24 109.0(5) . . ?
C26 C25 H36 109.9 . . ?
C24 C25 H36 109.9 . . ?
C26 C25 H37 109.9 . . ?
C24 C25 H37 109.9 . . ?
H36 C25 H37 108.3 . . ?
C25 C26 C27 112.1(6) . . ?
C25 C26 H38 109.2 . . ?
C27 C26 H38 109.2 . . ?
C25 C26 H39 109.2 . . ?
C27 C26 H39 109.2 . . ?
H38 C26 H39 107.9 . . ?
C26 C27 H40 109.5 . . ?
C26 C27 H41 109.5 . . ?
H40 C27 H41 109.5 . . ?
C26 C27 H42 109.5 . . ?
H40 C27 H42 109.5 . . ?
H41 C27 H42 109.5 . . ?
N3 C28 C30 117.0(7) . . ?
N3 C28 C29 112.4(7) . . ?
C30 C28 C29 26.0(7) . . ?
N3 C28 H47 109.1 . . ?
C30 C28 H47 125.1 . . ?
C29 C28 H47 109.1 . . ?
N3 C28 H48 109.1 . . ?
C30 C28 H48 83.9 . . ?
C29 C28 H48 109.1 . . ?
H47 C28 H48 107.9 . . ?
N3 C28 H49 108.0 . . ?
C30 C28 H49 108.0 . . ?
C29 C28 H49 86.7 . . ?
H47 C28 H49 25.9 . . ?
H48 C28 H49 129.3 . . ?
N3 C28 H50 108.0 . . ?
C30 C28 H50 108.0 . . ?
C29 C28 H50 130.3 . . ?
H47 C28 H50 82.8 . . ?
H48 C28 H50 27.6 . . ?
H49 C28 H50 107.3 . . ?
C3 N1 C6 109.9(5) . . ?
C3 N1 H51 125.0 . . ?
C6 N1 H51 125.0 . . ?
C13 N2 C10 109.7(5) . . ?
C13 N2 H52 125.1 . . ?
C10 N2 H52 125.1 . . ?
C28 N3 C16 105.7(4) . . ?
C28 N3 C20 111.7(5) . . ?
C16 N3 C20 111.6(5) . . ?
C28 N3 C24 112.0(5) . . ?
C16 N3 C24 111.5(5) . . ?
C20 N3 C24 104.4(4) . . ?
C7 O1 B1 119.9(5) . . ?
C9 O2 B1 117.9(5) . . ?
F2 B1 F1 112.2(5) . . ?
F2 B1 O1 108.1(5) . . ?
F1 B1 O1 109.5(5) . . ?
F2 B1 O2 107.6(5) . . ?
F1 B1 O2 108.5(5) . . ?
O1 B1 O2 111.0(5) . . ?
C28 C29 C31 106.6(10) . . ?
C28 C29 H53 110.4 . . ?
C31 C29 H53 110.4 . . ?
C28 C29 H54 110.4 . . ?
C31 C29 H54 110.4 . . ?
H53 C29 H54 108.6 . . ?
C28 C30 C31 108.6(11) . . ?
C28 C30 H55 110.0 . . ?
C31 C30 H55 110.0 . . ?
C28 C30 H56 110.0 . . ?
C31 C30 H56 110.0 . . ?
H55 C30 H56 108.3 . . ?
C34 C31 C33 132.7(13) . . ?
C34 C31 C30 127.7(16) . . ?
C33 C31 C30 99.0(15) . . ?
C34 C31 C29 102.2(14) . . ?
C33 C31 C29 124.3(14) . . ?
C30 C31 C29 25.5(7) . . ?
C34 C31 H63 46.1 . . ?
C33 C31 H63 106.2 . . ?
C30 C31 H63 121.8 . . ?
C29 C31 H63 106.2 . . ?
C34 C31 H64 63.4 . . ?
C33 C31 H64 106.2 . . ?
C30 C31 H64 115.5 . . ?
C29 C31 H64 106.2 . . ?
H63 C31 H64 106.4 . . ?
C34 C31 H65 105.4 . . ?
C33 C31 H65 62.6 . . ?
C30 C31 H65 105.4 . . ?
C29 C31 H65 117.6 . . ?
H63 C31 H65 132.9 . . ?
H64 C31 H65 46.7 . . ?
C34 C31 H66 105.4 . . ?
C33 C31 H66 47.2 . . ?
C30 C31 H66 105.4 . . ?
C29 C31 H66 118.7 . . ?
H63 C31 H66 63.2 . . ?
H64 C31 H66 135.1 . . ?
H65 C31 H66 106.0 . . ?
C31 C33 H57 109.5 . . ?
C31 C33 H58 109.5 . . ?
C31 C33 H59 109.5 . . ?
C31 C34 H60 109.5 . . ?
C31 C34 H61 109.5 . . ?
H60 C34 H61 109.5 . . ?
C31 C34 H62 109.5 . . ?
H60 C34 H62 109.5 . . ?
H61 C34 H62 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
C1 C2 1.497(12) . ?
C1 H1 0.9800 . ?
C1 H2 0.9800 . ?
C1 H3 0.9800 . ?
C2 C3 1.504(9) . ?
C2 H4 0.9900 . ?
C2 H5 0.9900 . ?
C3 N1 1.356(8) . ?
C3 C4 1.393(10) . ?
C4 C5 1.372(10) . ?
C4 H6 0.9500 . ?
C5 C6 1.395(9) . ?
C5 H7 0.9500 . ?
C6 N1 1.390(8) . ?
C6 C7 1.416(8) . ?
C7 O1 1.321(7) . ?
C7 C8 1.384(9) . ?
C8 C9 1.379(9) . ?
C8 H8 0.9500 . ?
C9 O2 1.320(7) . ?
C9 C10 1.423(9) . ?
C10 N2 1.391(8) . ?
C10 C11 1.400(9) . ?
C11 C12 1.385(10) . ?
C11 H9 0.9500 . ?
C12 C13 1.401(9) . ?
C12 H10 0.9500 . ?
C13 N2 1.342(8) . ?
C13 C14 1.509(10) . ?
C14 C15 1.463(12) . ?
C14 H11 0.9900 . ?
C14 H12 0.9900 . ?
C15 H13 0.9800 . ?
C15 H14 0.9800 . ?
C15 H15 0.9800 . ?
C16 C17 1.489(9) . ?
C16 N3 1.515(7) . ?
C16 H16 0.9900 . ?
C16 H17 0.9900 . ?
C17 C18 1.522(9) . ?
C17 H18 0.9900 . ?
C17 H19 0.9900 . ?
C18 C19 1.523(11) . ?
C18 H20 0.9900 . ?
C18 H21 0.9900 . ?
C19 H22 0.9800 . ?
C19 H23 0.9800 . ?
C19 H24 0.9800 . ?
C20 C21 1.516(9) . ?
C20 N3 1.522(8) . ?
C20 H25 0.9900 . ?
C20 H26 0.9900 . ?
C21 C22 1.523(9) . ?
C21 H27 0.9900 . ?
C21 H28 0.9900 . ?
C22 C23 1.517(10) . ?
C22 H29 0.9900 . ?
C22 H30 0.9900 . ?
C23 H31 0.9800 . ?
C23 H32 0.9800 . ?
C23 H33 0.9800 . ?
C24 N3 1.522(7) . ?
C24 C25 1.524(9) . ?
C24 H34 0.9900 . ?
C24 H35 0.9900 . ?
C25 C26 1.522(9) . ?
C25 H36 0.9900 . ?
C25 H37 0.9900 . ?
C26 C27 1.530(10) . ?
C26 H38 0.9900 . ?
C26 H39 0.9900 . ?
C27 H40 0.9800 . ?
C27 H41 0.9800 . ?
C27 H42 0.9800 . ?
C28 N3 1.509(8) . ?
C28 C30 1.558(17) . ?
C28 C29 1.563(17) . ?
C28 H47 0.9900 . ?
C28 H48 0.9900 . ?
C28 H49 0.9900 . ?
C28 H50 0.9900 . ?
N1 H51 0.8800 . ?
N2 H52 0.8800 . ?
O1 B1 1.491(8) . ?
O2 B1 1.505(8) . ?
B1 F2 1.365(8) . ?
B1 F1 1.372(8) . ?
C29 C31 1.605(18) . ?
C29 H53 0.9900 . ?
C29 H54 0.9900 . ?
C30 C31 1.570(18) . ?
C30 H55 0.9900 . ?
C30 H56 0.9900 . ?
C31 C34 1.25(2) . ?
C31 C33 1.296(18) . ?
C31 H63 0.9900 . ?
C31 H64 0.9900 . ?
C31 H65 0.9900 . ?
C31 H66 0.9900 . ?
C33 H57 0.9800 . ?
C33 H58 0.9800 . ?
C33 H59 0.9800 . ?
C34 H60 0.9800 . ?
C34 H61 0.9800 . ?
C34 H62 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
C1 C2 C3 N1 132.7(9) . . . . ?
C1 C2 C3 C4 -46.9(12) . . . . ?
N1 C3 C4 C5 -0.3(8) . . . . ?
C2 C3 C4 C5 179.3(8) . . . . ?
C3 C4 C5 C6 -0.1(9) . . . . ?
C4 C5 C6 N1 0.4(8) . . . . ?
C4 C5 C6 C7 -176.5(7) . . . . ?
N1 C6 C7 O1 170.8(6) . . . . ?
C5 C6 C7 O1 -12.7(11) . . . . ?
N1 C6 C7 C8 -7.5(10) . . . . ?
C5 C6 C7 C8 169.0(7) . . . . ?
O1 C7 C8 C9 -5.7(10) . . . . ?
C6 C7 C8 C9 172.5(6) . . . . ?
C7 C8 C9 O2 2.9(10) . . . . ?
C7 C8 C9 C10 -173.3(6) . . . . ?
O2 C9 C10 N2 -176.3(6) . . . . ?
C8 C9 C10 N2 0.2(10) . . . . ?
O2 C9 C10 C11 4.6(11) . . . . ?
C8 C9 C10 C11 -179.0(7) . . . . ?
N2 C10 C11 C12 0.4(8) . . . . ?
C9 C10 C11 C12 179.7(7) . . . . ?
C10 C11 C12 C13 -0.8(9) . . . . ?
C11 C12 C13 N2 0.9(9) . . . . ?
C11 C12 C13 C14 -176.7(8) . . . . ?
N2 C13 C14 C15 154.1(10) . . . . ?
C12 C13 C14 C15 -28.5(15) . . . . ?
N3 C16 C17 C18 -168.3(6) . . . . ?
C16 C17 C18 C19 179.8(8) . . . . ?
N3 C20 C21 C22 -178.2(6) . . . . ?
C20 C21 C22 C23 -179.9(6) . . . . ?
N3 C24 C25 C26 -179.5(5) . . . . ?
C24 C25 C26 C27 -178.4(6) . . . . ?
C4 C3 N1 C6 0.5(8) . . . . ?
C2 C3 N1 C6 -179.2(6) . . . . ?
C5 C6 N1 C3 -0.6(7) . . . . ?
C7 C6 N1 C3 176.7(6) . . . . ?
C12 C13 N2 C10 -0.6(8) . . . . ?
C14 C13 N2 C10 177.2(7) . . . . ?
C11 C10 N2 C13 0.1(8) . . . . ?
C9 C10 N2 C13 -179.2(6) . . . . ?
C30 C28 N3 C16 -162.9(11) . . . . ?
C29 C28 N3 C16 168.8(9) . . . . ?
C30 C28 N3 C20 75.5(12) . . . . ?
C29 C28 N3 C20 47.3(10) . . . . ?
C30 C28 N3 C24 -41.2(12) . . . . ?
C29 C28 N3 C24 -69.5(10) . . . . ?
C17 C16 N3 C28 -176.2(6) . . . . ?
C17 C16 N3 C20 -54.6(7) . . . . ?
C17 C16 N3 C24 61.8(7) . . . . ?
C21 C20 N3 C28 58.1(7) . . . . ?
C21 C20 N3 C16 -60.0(7) . . . . ?
C21 C20 N3 C24 179.3(5) . . . . ?
C25 C24 N3 C28 -61.3(7) . . . . ?
C25 C24 N3 C16 57.0(7) . . . . ?
C25 C24 N3 C20 177.7(5) . . . . ?
C8 C7 O1 B1 -12.6(9) . . . . ?
C6 C7 O1 B1 169.1(6) . . . . ?
C8 C9 O2 B1 17.5(9) . . . . ?
C10 C9 O2 B1 -166.1(6) . . . . ?
C7 O1 B1 F2 148.0(5) . . . . ?
C7 O1 B1 F1 -89.5(7) . . . . ?
C7 O1 B1 O2 30.2(8) . . . . ?
C9 O2 B1 F2 -150.4(5) . . . . ?
C9 O2 B1 F1 87.9(6) . . . . ?
C9 O2 B1 O1 -32.4(8) . . . . ?
N3 C28 C29 C31 175.1(10) . . . . ?
C30 C28 C29 C31 69(2) . . . . ?
N3 C28 C30 C31 -160.7(11) . . . . ?
C29 C28 C30 C31 -75(2) . . . . ?
C28 C30 C31 C34 72(2) . . . . ?
C28 C30 C31 C33 -100.3(15) . . . . ?
C28 C30 C31 C29 73(2) . . . . ?
C28 C29 C31 C34 108.5(15) . . . . ?
C28 C29 C31 C33 -62.5(18) . . . . ?
C28 C29 C31 C30 -70(2) . . . . ?
