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#$Date: 2025-04-05 07:03:47 +0300 (Sat, 05 Apr 2025) $
#$Revision: 299095 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/02/7160219.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_7160219
loop_
_publ_author_name
'Suri Babu, Undamatla'
'Naveen Kumar, Muniganti'
'Mahesh, Shivunapuram'
'Nanubolu, Jagadeesh Babu'
'Sridhar Reddy, Maddi'
_publ_section_title
;
 Pd-catalyzed ortho-/meta-C-H-annulation of biphenyl amines
 with enynes through non-rollover cyclometallation.
;
_journal_issue                   2
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              292
_journal_page_last               296
_journal_paper_doi               10.1039/d4ob01689k
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C33 H24 F4 N2 O2'
_chemical_formula_sum            'C33 H24 F4 N2 O2'
_chemical_formula_weight         556.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2024-06-30 deposited with the CCDC.	2024-11-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.697(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.940(5)
_cell_length_b                   16.898(8)
_cell_length_c                   14.590(8)
_cell_measurement_reflns_used    5990
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      21.978
_cell_measurement_theta_min      2.271
_cell_volume                     2609(2)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON III C7 HPAD'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0907
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            41526
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.415
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1152
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetone'
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         5950
_refine_ls_number_restraints     120
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.0514
_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)+(0.0549P)²+0.4826P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1412
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2929
_reflns_number_total             5950
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01689k2.cif
_cod_data_source_block           KB1371_0m_a
_cod_depositor_comments          'Adding full bibliography for 7160219.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7160219
_shelx_shelxl_version_number     2019/3
_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.
;
_shelx_estimated_absorpt_t_min   0.977
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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
C1 C 0.79362(19) 0.62016(14) 0.58337(16) 0.0532(6) Uani 1 1 d . . . . .
H1 H 0.856561 0.633225 0.553503 0.064 Uiso 1 1 calc R U . . .
C2 C 0.8231(2) 0.61325(14) 0.68036(17) 0.0571(6) Uani 1 1 d . . . . .
H2 H 0.905441 0.621084 0.716303 0.069 Uiso 1 1 calc R U . . .
C3 C 0.7304(2) 0.59492(15) 0.72247(16) 0.0554(6) Uani 1 1 d . . . . .
C4 C 0.6095(2) 0.58233(16) 0.67226(18) 0.0634(7) Uani 1 1 d . . . . .
H4 H 0.547722 0.569537 0.703358 0.076 Uiso 1 1 calc R U . . .
C5 C 0.5788(2) 0.58858(15) 0.57534(17) 0.0576(7) Uani 1 1 d . . . . .
H5 H 0.496125 0.579885 0.540453 0.069 Uiso 1 1 calc R U . . .
C6 C 0.67129(18) 0.60788(13) 0.52963(15) 0.0444(5) Uani 1 1 d . . . . .
C7 C 0.74765(18) 0.61759(15) 0.38314(16) 0.0542(6) Uani 1 1 d . . . . .
H7A H 0.807865 0.575129 0.404290 0.065 Uiso 1 1 calc R U . . .
H7B H 0.791380 0.667851 0.396452 0.065 Uiso 1 1 calc R U . . .
C8 C 0.68390(17) 0.60961(13) 0.27745(15) 0.0459(6) Uani 1 1 d . . . . .
C9 C 0.6939(2) 0.52456(15) 0.24469(18) 0.0615(7) Uani 1 1 d . . . . .
H9A H 0.641884 0.518266 0.181388 0.092 Uiso 1 1 calc R U . . .
H9B H 0.665943 0.488870 0.286373 0.092 Uiso 1 1 calc R U . . .
H9C H 0.780188 0.513095 0.245727 0.092 Uiso 1 1 calc R U . . .
C10 C 0.54835(17) 0.63119(13) 0.27226(15) 0.0418(5) Uani 1 1 d . . . . .
C11 C 0.52816(18) 0.62831(13) 0.36868(15) 0.0437(5) Uani 1 1 d . . . . .
C12 C 0.46779(17) 0.65551(12) 0.19127(15) 0.0415(5) Uani 1 1 d . . . . .
C13 C 0.51675(18) 0.66377(13) 0.10583(15) 0.0430(5) Uani 1 1 d . . . . .
C14 C 0.64834(18) 0.67391(13) 0.11907(16) 0.0463(6) Uani 1 1 d . . . . .
C15 C 0.73327(18) 0.66906(15) 0.21794(16) 0.0528(6) Uani 1 1 d . . . . .
H15A H 0.738776 0.720745 0.247643 0.063 Uiso 1 1 calc R U . . .
H15B H 0.817569 0.653760 0.214800 0.063 Uiso 1 1 calc R U . . .
C16 C 0.6973(2) 0.68747(14) 0.04221(17) 0.0536(6) Uani 1 1 d . . . . .
H16 H 0.783952 0.694503 0.051627 0.064 Uiso 1 1 calc R U . . .
C17 C 0.6197(2) 0.69076(14) -0.04846(18) 0.0571(6) Uani 1 1 d . . . . .
H17 H 0.653146 0.702076 -0.099581 0.069 Uiso 1 1 calc R U . . .
C18 C 0.4923(2) 0.67712(14) -0.06240(16) 0.0538(6) Uani 1 1 d . . . . .
H18 H 0.440457 0.677903 -0.123718 0.065 Uiso 1 1 calc R U . . .
C19 C 0.43943(19) 0.66226(13) 0.01262(15) 0.0439(5) Uani 1 1 d . . . . .
C20 C 0.30668(19) 0.63156(14) -0.01229(14) 0.0442(5) Uani 1 1 d . . . . .
C21 C 0.2914(2) 0.55012(15) -0.00460(16) 0.0553(6) Uani 1 1 d . . . . .
H21 H 0.361855 0.519071 0.021301 0.066 Uiso 1 1 calc R U . . .
C22 C 0.1755(2) 0.51449(16) -0.03407(18) 0.0627(7) Uani 1 1 d . . . . .
H22 H 0.167248 0.460225 -0.026878 0.075 Uiso 1 1 calc R U . . .
C23 C 0.0716(2) 0.56004(16) -0.07443(17) 0.0619(7) Uani 1 1 d . . . . .
H23 H -0.006912 0.536126 -0.096543 0.074 Uiso 1 1 calc R U . . .
C24 C 0.0828(2) 0.64038(15) -0.08235(16) 0.0550(6) Uani 1 1 d . . . . .
H24 H 0.011667 0.670587 -0.109101 0.066 Uiso 1 1 calc R U . . .
C25 C 0.19967(18) 0.67709(13) -0.05072(14) 0.0434(5) Uani 1 1 d . . . . .
C27 C 0.1546(3) 0.89910(17) -0.0414(2) 0.0698(8) Uani 1 1 d . U . . .
C28 C 0.33638(17) 0.68207(13) 0.18870(14) 0.0408(5) Uani 1 1 d . . . . .
C29 C 0.3079(2) 0.76169(15) 0.18434(15) 0.0514(6) Uani 1 1 d . . . . .
H29 H 0.369767 0.798399 0.180648 0.062 Uiso 1 1 calc R U . . .
C30 C 0.1886(2) 0.78754(17) 0.18540(17) 0.0652(7) Uani 1 1 d . . . . .
H30 H 0.171123 0.841432 0.184404 0.078 Uiso 1 1 calc R U . . .
C31 C 0.0963(2) 0.7337(2) 0.18791(18) 0.0693(8) Uani 1 1 d . . . . .
H31 H 0.015366 0.750948 0.187225 0.083 Uiso 1 1 calc R U . . .
C32 C 0.1225(2) 0.65468(18) 0.19142(17) 0.0620(7) Uani 1 1 d . . . . .
H32 H 0.059187 0.618281 0.192765 0.074 Uiso 1 1 calc R U . . .
C33 C 0.24215(19) 0.62857(15) 0.19298(16) 0.0516(6) Uani 1 1 d . . . . .
H33 H 0.259826 0.574664 0.196931 0.062 Uiso 1 1 calc R U . . .
N1 N 0.64423(14) 0.61288(11) 0.42974(12) 0.0464(5) Uani 1 1 d . . . . .
N2 N 0.21174(16) 0.76058(12) -0.05349(13) 0.0475(5) Uani 1 1 d D . . . .
H2N H 0.2864(17) 0.7806(14) -0.0475(17) 0.071(8) Uiso 1 1 d D . . . .
O1 O 0.42986(12) 0.63871(10) 0.39222(10) 0.0546(4) Uani 1 1 d . . . . .
F1 F 0.75963(14) 0.58775(10) 0.81904(10) 0.0803(5) Uani 1 1 d . . . . .
C26 C 0.1193(2) 0.81206(16) -0.05340(19) 0.0621(7) Uani 1 1 d . U . . .
O2 O 0.0126(3) 0.7952(2) -0.0462(4) 0.0821(12) Uani 0.738(7) 1 d . U P A 1
F2 F 0.2718(3) 0.9098(2) 0.0214(3) 0.0745(9) Uani 0.738(7) 1 d . U P A 1
F3 F 0.1695(6) 0.93362(16) -0.1190(2) 0.1080(15) Uani 0.738(7) 1 d . U P A 1
F4 F 0.0769(5) 0.9380(5) -0.0063(5) 0.112(2) Uani 0.738(7) 1 d . U P A 1
O2D O 0.0077(8) 0.8000(7) -0.1045(8) 0.066(3) Uani 0.262(7) 1 d . U P A 2
F2D F 0.2520(11) 0.9169(7) -0.0369(13) 0.105(3) Uani 0.262(7) 1 d . U P A 2
F3D F 0.0653(13) 0.9330(5) -0.1186(7) 0.106(3) Uani 0.262(7) 1 d . U P A 2
F4D F 0.1078(18) 0.9289(16) 0.0263(13) 0.097(4) Uani 0.262(7) 1 d . 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 0.0033 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'
F F 0.0171 0.0103 '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'
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 C6 120.7(2) . . ?
C2 C1 H1 119.6 . . ?
C6 C1 H1 119.6 . . ?
C3 C2 C1 118.8(2) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 122.2(2) . . ?
C2 C3 F1 118.9(2) . . ?
C4 C3 F1 118.9(2) . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 119.8(2) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 N1 119.62(19) . . ?
C5 C6 N1 121.52(18) . . ?
N1 C7 C8 104.80(16) . . ?
N1 C7 H7A 110.8 . . ?
C8 C7 H7A 110.8 . . ?
N1 C7 H7B 110.8 . . ?
C8 C7 H7B 110.8 . . ?
H7A C7 H7B 108.9 . . ?
C10 C8 C15 107.43(17) . . ?
C10 C8 C9 111.04(17) . . ?
C15 C8 C9 112.37(19) . . ?
C10 C8 C7 102.72(17) . . ?
C15 C8 C7 112.46(18) . . ?
C9 C8 C7 110.37(18) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C10 C11 128.48(18) . . ?
C12 C10 C8 122.24(19) . . ?
C11 C10 C8 109.03(16) . . ?
O1 C11 N1 125.3(2) . . ?
O1 C11 C10 128.10(18) . . ?
N1 C11 C10 106.59(17) . . ?
C10 C12 C13 118.08(18) . . ?
C10 C12 C28 121.59(19) . . ?
C13 C12 C28 120.00(17) . . ?
C19 C13 C14 118.40(19) . . ?
C19 C13 C12 123.62(18) . . ?
C14 C13 C12 117.98(18) . . ?
C16 C14 C13 120.1(2) . . ?
C16 C14 C15 120.99(19) . . ?
C13 C14 C15 118.91(19) . . ?
C14 C15 C8 111.22(17) . . ?
C14 C15 H15A 109.4 . . ?
C8 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
C8 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C14 C16 C17 121.0(2) . . ?
C14 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 119.3(2) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C17 C18 C19 121.6(2) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C13 119.4(2) . . ?
C18 C19 C20 116.42(19) . . ?
C13 C19 C20 123.28(19) . . ?
C25 C20 C21 118.11(19) . . ?
C25 C20 C19 124.8(2) . . ?
C21 C20 C19 116.82(18) . . ?
C22 C21 C20 121.9(2) . . ?
C22 C21 H21 119.0 . . ?
C20 C21 H21 119.0 . . ?
C21 C22 C23 119.1(2) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 120.6(2) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 120.6(2) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C20 119.7(2) . . ?
C24 C25 N2 121.25(19) . . ?
C20 C25 N2 119.05(18) . . ?
F4 C27 F3 110.8(4) . . ?
F2D C27 F4D 114.0(12) . . ?
F4 C27 F2 105.4(4) . . ?
F3 C27 F2 102.4(3) . . ?
F2D C27 F3D 113.8(8) . . ?
F4D C27 F3D 96.9(8) . . ?
F2D C27 C26 119.3(6) . . ?
F4 C27 C26 111.6(5) . . ?
F3 C27 C26 114.3(3) . . ?
F4D C27 C26 108.6(12) . . ?
F2 C27 C26 111.6(3) . . ?
F3D C27 C26 101.3(4) . . ?
C29 C28 C33 118.48(19) . . ?
C29 C28 C12 119.88(18) . . ?
C33 C28 C12 121.6(2) . . ?
C28 C29 C30 120.8(2) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C31 C30 C29 119.8(2) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C32 C31 C30 120.2(2) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C33 120.3(2) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C32 C33 C28 120.4(2) . . ?
C32 C33 H33 119.8 . . ?
C28 C33 H33 119.8 . . ?
C11 N1 C6 126.52(17) . . ?
C11 N1 C7 112.56(18) . . ?
C6 N1 C7 119.86(16) . . ?
C26 N2 C25 124.9(2) . . ?
C26 N2 H2N 116.1(17) . . ?
C25 N2 H2N 118.5(17) . . ?
O2 C26 N2 125.8(3) . . ?
O2D C26 N2 120.6(6) . . ?
O2 C26 C27 115.6(3) . . ?
O2D C26 C27 113.6(5) . . ?
N2 C26 C27 117.4(2) . . ?
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 1.374(3) . ?
C1 C6 1.384(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.348(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.356(3) . ?
C3 F1 1.369(3) . ?
C4 C5 1.372(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(3) . ?
C5 H5 0.9300 . ?
C6 N1 1.414(3) . ?
C7 N1 1.463(3) . ?
C7 C8 1.529(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.510(3) . ?
C8 C15 1.514(3) . ?
C8 C9 1.527(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C12 1.347(3) . ?
C10 C11 1.479(3) . ?
C11 O1 1.222(2) . ?
C11 N1 1.378(2) . ?
C12 C13 1.483(3) . ?
C12 C28 1.497(3) . ?
C13 C19 1.408(3) . ?
C13 C14 1.414(3) . ?
C14 C16 1.379(3) . ?
C14 C15 1.507(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.380(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.385(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.498(3) . ?
C20 C25 1.394(3) . ?
C20 C21 1.394(3) . ?
C21 C22 1.370(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.375(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.371(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.390(3) . ?
C24 H24 0.9300 . ?
C25 N2 1.418(3) . ?
C27 F2D 1.092(10) . ?
C27 F4 1.280(8) . ?
C27 F3 1.320(4) . ?
C27 F4D 1.32(2) . ?
C27 F2 1.385(5) . ?
C27 F3D 1.412(10) . ?
C27 C26 1.520(4) . ?
C28 C29 1.379(3) . ?
C28 C33 1.384(3) . ?
C29 C30 1.379(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.367(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.363(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.376(3) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
N2 C26 1.335(3) . ?
N2 H2N 0.868(16) . ?
C26 O2 1.231(4) . ?
C26 O2D 1.275(9) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2N O1 0.868(16) 2.407(19) 3.190(3) 150(2) 4_575 yes
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 -0.5(4) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C1 C2 C3 F1 179.8(2) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
F1 C3 C4 C5 -179.4(2) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C2 C1 C6 N1 -178.0(2) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C4 C5 C6 N1 178.3(2) . . . . ?
N1 C7 C8 C10 20.2(2) . . . . ?
N1 C7 C8 C15 135.35(19) . . . . ?
N1 C7 C8 C9 -98.3(2) . . . . ?
C15 C8 C10 C12 40.2(3) . . . . ?
C9 C8 C10 C12 -83.0(3) . . . . ?
C7 C8 C10 C12 159.0(2) . . . . ?
C15 C8 C10 C11 -134.35(19) . . . . ?
C9 C8 C10 C11 102.4(2) . . . . ?
C7 C8 C10 C11 -15.6(2) . . . . ?
C12 C10 C11 O1 9.3(4) . . . . ?
C8 C10 C11 O1 -176.6(2) . . . . ?
C12 C10 C11 N1 -169.5(2) . . . . ?
C8 C10 C11 N1 4.7(2) . . . . ?
C11 C10 C12 C13 171.2(2) . . . . ?
C8 C10 C12 C13 -2.2(3) . . . . ?
C11 C10 C12 C28 -2.2(3) . . . . ?
C8 C10 C12 C28 -175.7(2) . . . . ?
C10 C12 C13 C19 157.9(2) . . . . ?
C28 C12 C13 C19 -28.6(3) . . . . ?
C10 C12 C13 C14 -22.3(3) . . . . ?
C28 C12 C13 C14 151.25(19) . . . . ?
C19 C13 C14 C16 4.4(3) . . . . ?
C12 C13 C14 C16 -175.4(2) . . . . ?
C19 C13 C14 C15 -175.1(2) . . . . ?
C12 C13 C14 C15 5.0(3) . . . . ?
C16 C14 C15 C8 -145.5(2) . . . . ?
C13 C14 C15 C8 34.0(3) . . . . ?
C10 C8 C15 C14 -53.5(2) . . . . ?
C9 C8 C15 C14 68.9(2) . . . . ?
C7 C8 C15 C14 -165.83(18) . . . . ?
C13 C14 C16 C17 -0.5(3) . . . . ?
C15 C14 C16 C17 179.0(2) . . . . ?
C14 C16 C17 C18 -2.6(3) . . . . ?
C16 C17 C18 C19 1.8(4) . . . . ?
C17 C18 C19 C13 2.2(3) . . . . ?
C17 C18 C19 C20 -167.4(2) . . . . ?
C14 C13 C19 C18 -5.3(3) . . . . ?
C12 C13 C19 C18 174.6(2) . . . . ?
C14 C13 C19 C20 163.6(2) . . . . ?
C12 C13 C19 C20 -16.5(3) . . . . ?
C18 C19 C20 C25 -74.6(3) . . . . ?
C13 C19 C20 C25 116.2(2) . . . . ?
C18 C19 C20 C21 99.0(2) . . . . ?
C13 C19 C20 C21 -70.2(3) . . . . ?
C25 C20 C21 C22 0.4(3) . . . . ?
C19 C20 C21 C22 -173.6(2) . . . . ?
C20 C21 C22 C23 1.5(4) . . . . ?
C21 C22 C23 C24 -2.1(4) . . . . ?
C22 C23 C24 C25 0.8(4) . . . . ?
C23 C24 C25 C20 1.2(3) . . . . ?
C23 C24 C25 N2 -176.4(2) . . . . ?
C21 C20 C25 C24 -1.8(3) . . . . ?
C19 C20 C25 C24 171.7(2) . . . . ?
C21 C20 C25 N2 175.90(19) . . . . ?
C19 C20 C25 N2 -10.6(3) . . . . ?
C10 C12 C28 C29 103.1(3) . . . . ?
C13 C12 C28 C29 -70.2(3) . . . . ?
C10 C12 C28 C33 -75.3(3) . . . . ?
C13 C12 C28 C33 111.4(2) . . . . ?
C33 C28 C29 C30 0.8(3) . . . . ?
C12 C28 C29 C30 -177.6(2) . . . . ?
C28 C29 C30 C31 -2.0(4) . . . . ?
C29 C30 C31 C32 1.4(4) . . . . ?
C30 C31 C32 C33 0.4(4) . . . . ?
C31 C32 C33 C28 -1.6(4) . . . . ?
C29 C28 C33 C32 1.0(3) . . . . ?
C12 C28 C33 C32 179.4(2) . . . . ?
O1 C11 N1 C6 -1.4(3) . . . . ?
C10 C11 N1 C6 177.45(19) . . . . ?
O1 C11 N1 C7 -169.5(2) . . . . ?
C10 C11 N1 C7 9.3(2) . . . . ?
C1 C6 N1 C11 -157.0(2) . . . . ?
C5 C6 N1 C11 24.9(3) . . . . ?
C1 C6 N1 C7 10.3(3) . . . . ?
C5 C6 N1 C7 -167.7(2) . . . . ?
C8 C7 N1 C11 -19.2(2) . . . . ?
C8 C7 N1 C6 171.77(18) . . . . ?
C24 C25 N2 C26 24.3(3) . . . . ?
C20 C25 N2 C26 -153.4(2) . . . . ?
C25 N2 C26 O2 3.8(5) . . . . ?
C25 N2 C26 O2D -43.1(7) . . . . ?
C25 N2 C26 C27 170.8(2) . . . . ?
F4 C27 C26 O2 13.6(6) . . . . ?
F3 C27 C26 O2 -113.1(6) . . . . ?
F2 C27 C26 O2 131.2(5) . . . . ?
F2D C27 C26 O2D -145.3(15) . . . . ?
F4D C27 C26 O2D 81.8(11) . . . . ?
F3D C27 C26 O2D -19.6(10) . . . . ?
F2D C27 C26 N2 3.0(12) . . . . ?
F4 C27 C26 N2 -154.8(4) . . . . ?
F3 C27 C26 N2 78.6(4) . . . . ?
F4D C27 C26 N2 -129.9(8) . . . . ?
F2 C27 C26 N2 -37.1(4) . . . . ?
F3D C27 C26 N2 128.8(6) . . . . ?
