#------------------------------------------------------------------------------
#$Date: 2022-08-06 14:38:24 +0300 (Sat, 06 Aug 2022) $
#$Revision: 277093 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/70/1567081.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_1567081
loop_
_publ_author_name
'Kuehn, Laura'
'Zapf, Ludwig'
'Werner, Luis'
'Stang, Martin'
'Würtemberger-Pietsch, Sabrina'
'Krummenacher, Ivo'
'Braunschweig, Holger'
'Lacôte, Emmanuel'
'Marder, Todd B.'
'Radius, Udo'
_publ_section_title
;
 NHC induced radical formation via homolytic cleavage of B-B bonds
 and its role in organic reactions.
;
_journal_issue                   28
_journal_name_full               'Chemical science'
_journal_page_first              8321
_journal_page_last               8333
_journal_paper_doi               10.1039/d2sc02096c
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C20 H36 B I N4 O2'
_chemical_formula_sum            'C20 H36 B I N4 O2'
_chemical_formula_weight         502.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-03-28 deposited with the CCDC.	2022-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.650(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3858(2)
_cell_length_b                   14.2988(2)
_cell_length_c                   13.1709(2)
_cell_measurement_reflns_used    14290
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.4690
_cell_measurement_theta_min      3.1360
_cell_volume                     2374.11(7)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0538
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26822
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        72.000
_diffrn_reflns_theta_max         77.414
_diffrn_reflns_theta_min         3.091
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.760
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23213
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.137
_refine_diff_density_max         0.889
_refine_diff_density_min         -1.368
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         5002
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0581P)²+2.4580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1018
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4539
_reflns_number_total             5002
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc02096c2.cif
_cod_data_source_block           compound_7
_cod_depositor_comments
'Adding full bibliography for 1567080--1567081.cif.'
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               1567081
_shelx_shelxl_version_number     2018/3
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.592
_oxdiff_exptl_absorpt_empirical_full_max 2.432
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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_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
O1 O 0.42018(17) 0.53547(15) 0.76839(17) 0.0233(4) Uani 1 1 d . . . . .
I1 I 0.500000 0.95092(2) 0.750000 0.02625(10) Uani 1 2 d S T P . .
N1 N 0.50418(19) 0.72239(17) 0.60202(19) 0.0199(5) Uani 1 1 d . . . . .
C1 C 0.4473(2) 0.6655(2) 0.6441(2) 0.0199(5) Uani 1 1 d . . . . .
B1 B 0.500000 0.5961(3) 0.750000 0.0202(9) Uani 1 2 d S T P A .
O2 O 0.05498(15) 0.65220(14) 0.69680(16) 0.0203(4) Uani 1 1 d . . . . .
I2 I 0.000000 0.89343(2) 0.250000 0.02621(10) Uani 1 2 d S T P . .
C2 C 0.4387(2) 0.7697(2) 0.5124(2) 0.0228(6) Uani 1 1 d . . . . .
N2 N 0.34634(19) 0.67677(18) 0.5802(2) 0.0217(5) Uani 1 1 d . . . . .
B2 B 0.000000 0.7142(3) 0.750000 0.0191(8) Uani 1 2 d S T P . .
C4 C 0.6190(2) 0.7354(2) 0.6482(2) 0.0234(6) Uani 1 1 d . . . . .
H4A H 0.647347 0.750649 0.590618 0.035 Uiso 1 1 calc R U . . .
H4B H 0.651913 0.677598 0.684129 0.035 Uiso 1 1 calc R U . . .
H4C H 0.634603 0.786520 0.700710 0.035 Uiso 1 1 calc R U . . .
N4 N 0.11291(19) 0.78789(17) 0.9481(2) 0.0205(5) Uani 1 1 d . . . . .
C3 C 0.3387(2) 0.7406(2) 0.4975(2) 0.0236(6) Uani 1 1 d . . . . .
N3 N 0.14320(18) 0.85065(17) 0.8131(2) 0.0204(5) Uani 1 1 d . . . . .
C7 C 0.2527(2) 0.6320(3) 0.5928(3) 0.0293(6) Uani 1 1 d . . . . .
H7A H 0.210539 0.602691 0.524577 0.044 Uiso 1 1 calc R U . . .
H7B H 0.209646 0.679172 0.612978 0.044 Uiso 1 1 calc R U . . .
H7C H 0.275259 0.584216 0.649282 0.044 Uiso 1 1 calc R U . . .
C6 C 0.2360(3) 0.7652(2) 0.4151(3) 0.0317(7) Uani 1 1 d . . . . .
H6A H 0.198064 0.707887 0.383488 0.048 Uiso 1 1 calc R U . . .
H6B H 0.248643 0.802829 0.358394 0.048 Uiso 1 1 calc R U . . .
H6C H 0.193138 0.801226 0.448686 0.048 Uiso 1 1 calc R U . . .
C5 C 0.4794(3) 0.8395(2) 0.4518(3) 0.0276(6) Uani 1 1 d . . . . .
H5A H 0.421771 0.858589 0.386647 0.041 Uiso 1 1 calc R U . . .
H5B H 0.536784 0.811486 0.431473 0.041 Uiso 1 1 calc R U . . .
H5C H 0.506391 0.894357 0.497396 0.041 Uiso 1 1 calc R U . . .
C11 C 0.0852(2) 0.7834(2) 0.8394(2) 0.0207(5) Uani 1 1 d . . . . .
C12 C 0.2064(2) 0.8979(2) 0.9040(3) 0.0232(6) Uani 1 1 d . . . . .
C13 C 0.1883(2) 0.8577(2) 0.9898(2) 0.0212(5) Uani 1 1 d . . . . .
C14 C 0.1394(2) 0.8739(2) 0.7035(2) 0.0236(6) Uani 1 1 d . . . . .
H14A H 0.210834 0.889748 0.704163 0.035 Uiso 1 1 calc R U . . .
H14B H 0.092145 0.927494 0.676979 0.035 Uiso 1 1 calc R U . . .
H14C H 0.112652 0.820066 0.656127 0.035 Uiso 1 1 calc R U . . .
C15 C 0.2756(2) 0.9782(2) 0.8988(3) 0.0266(6) Uani 1 1 d . . . . .
H15A H 0.312345 1.001694 0.971798 0.040 Uiso 1 1 calc R U . . .
H15B H 0.231987 1.028204 0.854783 0.040 Uiso 1 1 calc R U . . .
H15C H 0.327951 0.957561 0.866475 0.040 Uiso 1 1 calc R U . . .
C16 C 0.2335(3) 0.8776(2) 1.1078(3) 0.0291(7) Uani 1 1 d . . . . .
H16A H 0.283122 0.930234 1.120070 0.044 Uiso 1 1 calc R U . . .
H16B H 0.271121 0.822209 1.145601 0.044 Uiso 1 1 calc R U . . .
H16C H 0.176029 0.893526 1.135130 0.044 Uiso 1 1 calc R U . . .
C17 C 0.0717(3) 0.7309(2) 1.0178(2) 0.0259(6) Uani 1 1 d . . . . .
H17A H 0.042937 0.771919 1.060846 0.039 Uiso 1 1 calc R U . . .
H17B H 0.129116 0.692891 1.065828 0.039 Uiso 1 1 calc R U . . .
H17C H 0.015339 0.689837 0.973152 0.039 Uiso 1 1 calc R U . . .
C18 C 0.0533(2) 0.5595(2) 0.7381(2) 0.0213(6) Uani 1 1 d . . . . .
C19 C 0.0555(3) 0.4882(2) 0.6532(3) 0.0270(6) Uani 1 1 d . . . . .
H19A H 0.045443 0.425343 0.677736 0.040 Uiso 1 1 calc R U . . .
H19B H 0.123982 0.491427 0.641604 0.040 Uiso 1 1 calc R U . . .
H19C H -0.001639 0.501975 0.585413 0.040 Uiso 1 1 calc R U . . .
C20 C 0.1503(3) 0.5456(2) 0.8386(3) 0.0275(6) Uani 1 1 d . . . . .
H20A H 0.152846 0.480579 0.862921 0.041 Uiso 1 1 calc R U . . .
H20B H 0.145744 0.587484 0.895812 0.041 Uiso 1 1 calc R U . . .
H20C H 0.214635 0.559794 0.821827 0.041 Uiso 1 1 calc R U . . .
C8_1 C 0.4634(4) 0.4412(3) 0.7848(5) 0.0288(10) Uani 0.743(8) 1 d . U P A 1
C9_1 C 0.3719(5) 0.3717(4) 0.7501(6) 0.0378(11) Uani 0.743(8) 1 d . U P A 1
H9A_1 H 0.400163 0.307975 0.755791 0.057 Uiso 0.743(8) 1 calc R U P A 1
H9B_1 H 0.327851 0.384264 0.675277 0.057 Uiso 0.743(8) 1 calc R U P A 1
H9C_1 H 0.328861 0.378204 0.796945 0.057 Uiso 0.743(8) 1 calc R U P A 1
C10_1 C 0.5262(4) 0.4275(4) 0.9047(4) 0.0372(11) Uani 0.743(8) 1 d . U P A 1
H10A_1 H 0.552453 0.363012 0.917070 0.056 Uiso 0.743(8) 1 calc R U P A 1
H10B_1 H 0.479967 0.439682 0.947270 0.056 Uiso 0.743(8) 1 calc R U P A 1
H10C_1 H 0.586355 0.470852 0.926623 0.056 Uiso 0.743(8) 1 calc R U P A 1
C8_11 C 0.4407(14) 0.4471(11) 0.7370(15) 0.029(2) Uani 0.257(8) 1 d . U P A 2
C9_11 C 0.3969(14) 0.3782(11) 0.8042(15) 0.032(2) Uani 0.257(8) 1 d . U P A 2
H9D_11 H 0.418946 0.314246 0.795169 0.048 Uiso 0.257(8) 1 calc R U P A 2
H9E_11 H 0.319303 0.381603 0.779017 0.048 Uiso 0.257(8) 1 calc R U P A 2
H9F_11 H 0.425117 0.395542 0.880581 0.048 Uiso 0.257(8) 1 calc R U P A 2
C10_11 C 0.3763(11) 0.4301(10) 0.6176(11) 0.034(3) Uani 0.257(8) 1 d . U P A 2
H10D_11 H 0.389417 0.366454 0.597424 0.051 Uiso 0.257(8) 1 calc R U P A 2
H10E_11 H 0.397809 0.475237 0.572872 0.051 Uiso 0.257(8) 1 calc R U P A 2
H10F_11 H 0.300545 0.437745 0.606266 0.051 Uiso 0.257(8) 1 calc R U P 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 '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
C8_11 O1 B1 105.2(7) . . ?
C8_1 O1 B1 107.4(3) . . ?
C1 N1 C2 111.1(2) . . ?
C1 N1 C4 124.3(2) . . ?
C2 N1 C4 124.5(2) . . ?
N2 C1 N1 105.0(2) . . ?
N2 C1 B1 130.7(2) . . ?
N1 C1 B1 124.3(2) . . ?
O1 B1 O1 107.1(3) . 2_656 ?
O1 B1 C1 111.50(13) . . ?
O1 B1 C1 110.08(12) 2_656 . ?
O1 B1 C1 110.07(12) . 2_656 ?
O1 B1 C1 111.50(13) 2_656 2_656 ?
C1 B1 C1 106.7(3) . 2_656 ?
C18 O2 B2 107.5(2) . . ?
C3 C2 N1 106.5(3) . . ?
C3 C2 C5 130.6(3) . . ?
N1 C2 C5 122.8(3) . . ?
C1 N2 C3 111.2(2) . . ?
C1 N2 C7 126.6(3) . . ?
C3 N2 C7 122.1(3) . . ?
O2 B2 O2 106.0(3) . 2_556 ?
O2 B2 C11 110.80(12) . 2_556 ?
O2 B2 C11 111.23(12) 2_556 2_556 ?
O2 B2 C11 111.23(12) . . ?
O2 B2 C11 110.80(12) 2_556 . ?
C11 B2 C11 106.9(3) 2_556 . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C11 N4 C13 110.8(2) . . ?
C11 N4 C17 127.5(2) . . ?
C13 N4 C17 121.8(2) . . ?
C2 C3 N2 106.2(3) . . ?
C2 C3 C6 131.6(3) . . ?
N2 C3 C6 122.3(3) . . ?
C11 N3 C12 111.2(2) . . ?
C11 N3 C14 125.5(2) . . ?
C12 N3 C14 123.3(2) . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C11 N4 105.1(2) . . ?
N3 C11 B2 123.9(2) . . ?
N4 C11 B2 130.9(2) . . ?
C13 C12 N3 106.5(2) . . ?
C13 C12 C15 130.6(3) . . ?
N3 C12 C15 122.9(3) . . ?
C12 C13 N4 106.4(2) . . ?
C12 C13 C16 131.3(3) . . ?
N4 C13 C16 122.2(3) . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 H17A 109.5 . . ?
N4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 C19 109.5(2) . . ?
O2 C18 C20 109.4(2) . . ?
C19 C18 C20 109.3(2) . . ?
O2 C18 C18 102.01(16) . 2_556 ?
C19 C18 C18 113.1(3) . 2_556 ?
C20 C18 C18 113.2(3) . 2_556 ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C8_1 C9_1 108.7(4) . . ?
O1 C8_1 C10_1 109.0(4) . . ?
C9_1 C8_1 C10_1 109.4(5) . . ?
O1 C8_1 C8_1 102.2(3) . 2_656 ?
C9_1 C8_1 C8_1 115.3(6) . 2_656 ?
C10_1 C8_1 C8_1 111.9(6) . 2_656 ?
C8_1 C9_1 H9A_1 109.5 . . ?
C8_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
C8_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
C8_1 C10_1 H10A_1 109.5 . . ?
C8_1 C10_1 H10B_1 109.5 . . ?
H10A_1 C10_1 H10B_1 109.5 . . ?
C8_1 C10_1 H10C_1 109.5 . . ?
H10A_1 C10_1 H10C_1 109.5 . . ?
H10B_1 C10_1 H10C_1 109.5 . . ?
O1 C8_11 C8_11 103.4(10) . 2_656 ?
O1 C8_11 C10_11 110.5(13) . . ?
C8_11 C8_11 C10_11 114.7(18) 2_656 . ?
O1 C8_11 C9_11 104.8(12) . . ?
C8_11 C8_11 C9_11 116.0(17) 2_656 . ?
C10_11 C8_11 C9_11 107.0(13) . . ?
C8_11 C9_11 H9D_11 109.5 . . ?
C8_11 C9_11 H9E_11 109.5 . . ?
H9D_11 C9_11 H9E_11 109.5 . . ?
C8_11 C9_11 H9F_11 109.5 . . ?
H9D_11 C9_11 H9F_11 109.5 . . ?
H9E_11 C9_11 H9F_11 109.5 . . ?
C8_11 C10_11 H10D_11 109.5 . . ?
C8_11 C10_11 H10E_11 109.5 . . ?
H10D_11 C10_11 H10E_11 109.5 . . ?
C8_11 C10_11 H10F_11 109.5 . . ?
H10D_11 C10_11 H10F_11 109.5 . . ?
H10E_11 C10_11 H10F_11 109.5 . . ?
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
O1 C8_11 1.386(16) . ?
O1 C8_1 1.454(5) . ?
O1 B1 1.458(3) . ?
N1 C1 1.353(4) . ?
N1 C2 1.387(4) . ?
N1 C4 1.462(4) . ?
C1 N2 1.340(4) . ?
C1 B1 1.664(4) . ?
O2 C18 1.436(3) . ?
O2 B2 1.471(3) . ?
C2 C3 1.352(4) . ?
C2 C5 1.491(4) . ?
N2 C3 1.398(4) . ?
N2 C7 1.466(4) . ?
B2 C11 1.663(4) 2_556 ?
B2 C11 1.663(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
N4 C11 1.354(4) . ?
N4 C13 1.394(4) . ?
N4 C17 1.467(4) . ?
C3 C6 1.480(4) . ?
N3 C11 1.352(4) . ?
N3 C12 1.387(4) . ?
N3 C14 1.465(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C12 C13 1.360(4) . ?
C12 C15 1.492(4) . ?
C13 C16 1.494(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.520(4) . ?
C18 C20 1.524(4) . ?
C18 C18 1.561(6) 2_556 ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C8_1 C9_1 1.523(8) . ?
C8_1 C10_1 1.533(8) . ?
C8_1 C8_1 1.550(11) 2_656 ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C10_1 H10A_1 0.9800 . ?
C10_1 H10B_1 0.9800 . ?
C10_1 H10C_1 0.9800 . ?
C8_11 C8_11 1.51(3) 2_656 ?
C8_11 C10_11 1.54(2) . ?
C8_11 C9_11 1.56(2) . ?
C9_11 H9D_11 0.9800 . ?
C9_11 H9E_11 0.9800 . ?
C9_11 H9F_11 0.9800 . ?
C10_11 H10D_11 0.9800 . ?
C10_11 H10E_11 0.9800 . ?
C10_11 H10F_11 0.9800 . ?
