#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:01:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/86/2108629.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2108629
loop_
_publ_author_name
'Singla, Labhini'
'Yadav, Hare Ram'
'Roy Choudhury, Angshuman'
_publ_section_title
;
 Evaluation of fluorine-mediated intermolecular interactions in
 tetrafluorinated tetrahydroisoquinoline derivatives: synthesis and
 computational studies
;
_journal_coeditor_code           BM5125SUP1
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520620006873
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C22 H17 F4 N O'
_chemical_formula_sum            'C22 H17 F4 N O'
_chemical_formula_weight         387.36
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-03-09T09:03:23-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 130.787(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.3660(13)
_cell_length_b                   11.6008(10)
_cell_length_c                   30.052(3)
_cell_measurement_reflns_used    9130
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3
_cell_volume                     3528.1(6)
_computing_cell_refinement
;
        CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_data_collection
;
        CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_data_reduction
;
        CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            18749
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         3.162
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing 1995'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         6207
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.048
_refine_ls_R_factor_gt           0.0403
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0457P)²+1.6536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1037
_reflns_number_gt                5326
_reflns_number_total             6207
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bm5125sup1.cif
_cod_data_source_block           6-5
_cod_database_code               2108629
_cod_database_fobs_code          2108629
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.21884(16) 0.07705(14) 0.29761(7) 0.0227(3) Uani d 1 . . C
H1 0.3028 0.0364 0.3142 0.027 Uiso calc 1 . . H
C2 0.11783(16) 0.26892(15) 0.26249(7) 0.0262(4) Uani d 1 . . C
H2A 0.138 0.3523 0.2669 0.031 Uiso calc 1 . . H
H2B 0.0722 0.2532 0.2777 0.031 Uiso calc 1 . . H
C3 0.02950(16) 0.23540(15) 0.19830(8) 0.0279(4) Uani d 1 . . C
H3A -0.0609 0.2643 0.1778 0.033 Uiso calc 1 . . H
H3B 0.0622 0.2732 0.1804 0.033 Uiso calc 1 . . H
C4 -0.06875(16) 0.06195(16) 0.13284(7) 0.0279(4) Uani d 1 . . C
H4 -0.129 0.1125 0.1009 0.033 Uiso calc 1 . . H
C5 -0.07507(17) -0.05518(16) 0.12226(8) 0.0287(4) Uani d 1 . . C
C6 0.01387(17) -0.12973(15) 0.16847(8) 0.0274(4) Uani d 1 . . C
H6 0.011 -0.2101 0.1617 0.033 Uiso calc 1 . . H
C7 0.10702(16) -0.08490(15) 0.22470(7) 0.0254(4) Uani d 1 . . C
H7 0.1677 -0.1357 0.2564 0.03 Uiso calc 1 . . H
C8 0.11375(16) 0.03283(14) 0.23579(7) 0.0232(4) Uani d 1 . . C
C9 0.02356(16) 0.10702(15) 0.18895(7) 0.0244(4) Uani d 1 . . C
C10 -0.1757(2) -0.20627(19) 0.05167(9) 0.0455(5) Uani d 1 . . C
H10A -0.2421 -0.2176 0.009 0.068 Uiso calc 1 . . H
H10B -0.1986 -0.2533 0.071 0.068 Uiso calc 1 . . H
H10C -0.0887 -0.2294 0.0657 0.068 Uiso calc 1 . . H
C11 0.35025(16) 0.24874(14) 0.35101(7) 0.0245(4) Uani d 1 . . C
C12 0.47736(17) 0.21130(15) 0.37719(8) 0.0272(4) Uani d 1 . . C
C13 0.58695(17) 0.25280(17) 0.43072(8) 0.0324(4) Uani d 1 . . C
C14 0.57649(19) 0.33494(18) 0.46041(8) 0.0385(5) Uani d 1 . . C
H14 0.6526 0.3636 0.4973 0.046 Uiso calc 1 . . H
C15 0.4512(2) 0.37470(18) 0.43475(8) 0.0382(5) Uani d 1 . . C
H15 0.4416 0.4321 0.4543 0.046 Uiso calc 1 . . H
C16 0.33991(18) 0.33239(16) 0.38122(8) 0.0301(4) Uani d 1 . . C
H16 0.2552 0.3607 0.3648 0.036 Uiso calc 1 . . H
C17 0.18909(16) 0.04897(14) 0.33770(7) 0.0223(3) Uani d 1 . . C
C18 0.29373(16) 0.02309(14) 0.39653(7) 0.0239(4) Uani d 1 . . C
H18 0.382 0.0244 0.4114 0.029 Uiso calc 1 . . H
C19 0.26872(17) -0.00433(15) 0.43298(7) 0.0268(4) Uani d 1 . . C
C20 0.14135(18) -0.00512(15) 0.41251(8) 0.0278(4) Uani d 1 . . C
C21 0.03692(17) 0.02178(15) 0.35494(8) 0.0277(4) Uani d 1 . . C
H21 -0.0507 0.0226 0.3409 0.033 Uiso calc 1 . . H
C22 0.06079(16) 0.04774(14) 0.31751(7) 0.0246(4) Uani d 1 . . C
H22 -0.0114 0.065 0.2775 0.03 Uiso calc 1 . . H
N1 0.24120(13) 0.20196(12) 0.29603(6) 0.0235(3) Uani d 1 . . N
O1 -0.17243(12) -0.08812(12) 0.06508(5) 0.0367(3) Uani d 1 . . O
F4 0.12230(11) -0.03170(10) 0.44999(5) 0.0408(3) Uani d 1 . . F
F3 0.36983(10) -0.03215(9) 0.48984(4) 0.0358(3) Uani d 1 . . F
F1 0.49554(10) 0.13345(9) 0.34939(5) 0.0347(3) Uani d 1 . . F
F2 0.70710(10) 0.21302(10) 0.45308(5) 0.0439(3) Uani d 1 . . F
C23 0.37651(16) 0.53834(13) 0.26440(7) 0.0217(3) Uani d 1 . . C
H23 0.3418 0.498 0.2813 0.026 Uiso calc 1 . . H
C24 0.36799(17) 0.72893(14) 0.22633(7) 0.0259(4) Uani d 1 . . C
H24A 0.4592 0.7156 0.2421 0.031 Uiso calc 1 . . H
H24B 0.3572 0.8123 0.2291 0.031 Uiso calc 1 . . H
C25 0.26941(17) 0.69040(14) 0.16267(7) 0.0264(4) Uani d 1 . . C
H25A 0.1823 0.7249 0.1442 0.032 Uiso calc 1 . . H
H25B 0.298 0.7201 0.1416 0.032 Uiso calc 1 . . H
C26 0.18376(16) 0.51224(14) 0.10004(7) 0.0250(4) Uani d 1 . . C
H26 0.152 0.56 0.0675 0.03 Uiso calc 1 . . H
C27 0.15904(16) 0.39509(15) 0.09158(7) 0.0252(4) Uani d 1 . . C
C28 0.20782(16) 0.32379(14) 0.13909(7) 0.0256(4) Uani d 1 . . C
H28 0.192 0.2431 0.1337 0.031 Uiso calc 1 . . H
C29 0.27999(15) 0.37237(14) 0.19454(7) 0.0235(3) Uani d 1 . . C
H29 0.3144 0.3238 0.2272 0.028 Uiso calc 1 . . H
C30 0.30317(15) 0.49035(14) 0.20344(7) 0.0215(3) Uani d 1 . . C
C31 0.25406(16) 0.56104(14) 0.15520(7) 0.0232(3) Uani d 1 . . C
C32 0.0378(2) 0.24149(16) 0.02274(8) 0.0373(4) Uani d 1 . . C
H32A -0.0267 0.2293 -0.0199 0.056 Uiso calc 1 . . H
H32B -0.0042 0.227 0.0394 0.056 Uiso calc 1 . . H
H32C 0.1123 0.1885 0.0404 0.056 Uiso calc 1 . . H
C33 0.39700(16) 0.71268(14) 0.31486(7) 0.0245(4) Uani d 1 . . C
C34 0.34683(16) 0.67661(15) 0.34112(7) 0.0271(4) Uani d 1 . . C
C35 0.39475(17) 0.72025(17) 0.39438(8) 0.0311(4) Uani d 1 . . C
C36 0.49246(18) 0.80268(16) 0.42378(8) 0.0333(4) Uani d 1 . . C
H36 0.525 0.8319 0.4607 0.04 Uiso calc 1 . . H
C37 0.54161(18) 0.84145(16) 0.39790(8) 0.0325(4) Uani d 1 . . C
H37 0.608 0.8994 0.4169 0.039 Uiso calc 1 . . H
C38 0.49561(17) 0.79715(15) 0.34458(8) 0.0279(4) Uani d 1 . . C
H38 0.5317 0.8247 0.3279 0.033 Uiso calc 1 . . H
C39 0.52510(16) 0.51766(13) 0.30627(7) 0.0209(3) Uani d 1 . . C
C40 0.59111(16) 0.49473(14) 0.36511(7) 0.0242(4) Uani d 1 . . C
H40 0.5428 0.4882 0.378 0.029 Uiso calc 1 . . H
C41 0.72664(16) 0.48140(14) 0.40470(7) 0.0244(4) Uani d 1 . . C
C42 0.79816(16) 0.49020(14) 0.38643(8) 0.0248(4) Uani d 1 . . C
C43 0.73610(16) 0.51379(14) 0.32911(7) 0.0241(4) Uani d 1 . . C
H43 0.7857 0.5215 0.3169 0.029 Uiso calc 1 . . H
C44 0.59888(16) 0.52649(13) 0.28866(7) 0.0220(3) Uani d 1 . . C
H44 0.5552 0.5414 0.2486 0.026 Uiso calc 1 . . H
N2 0.34520(13) 0.66325(11) 0.26058(6) 0.0231(3) Uani d 1 . . N
O2 0.08430(12) 0.35726(10) 0.03476(5) 0.0320(3) Uani d 1 . . O
F7 0.79186(10) 0.46026(10) 0.46179(4) 0.0358(3) Uani d 1 . . F
F8 0.93073(9) 0.47588(9) 0.42659(4) 0.0326(2) Uani d 1 . . F
F5 0.24758(10) 0.59821(10) 0.31391(4) 0.0346(3) Uani d 1 . . F
F6 0.34051(11) 0.68169(11) 0.41684(5) 0.0459(3) Uani d 1 . . F
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 0 '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 0.006 '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 C1 H1 107 . . ?
C8 C1 C17 112.66(13) . . ?
C17 C1 H1 107 . . ?
N1 C1 H1 107 . . ?
N1 C1 C8 109.68(13) . . ?
N1 C1 C17 113.19(13) . . ?
H2A C2 H2B 108.3 . . ?
C3 C2 H2A 109.8 . . ?
C3 C2 H2B 109.8 . . ?
N1 C2 H2A 109.8 . . ?
N1 C2 H2B 109.8 . . ?
N1 C2 C3 109.23(13) . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.8 . . ?
C9 C3 C2 113.17(14) . . ?
C9 C3 H3A 108.9 . . ?
C9 C3 H3B 108.9 . . ?
C5 C4 H4 119.3 . . ?
C5 C4 C9 121.44(16) . . ?
C9 C4 H4 119.3 . . ?
C4 C5 C6 119.78(16) . . ?
O1 C5 C4 115.32(16) . . ?
O1 C5 C6 124.89(17) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 C5 118.98(16) . . ?
C7 C6 H6 120.5 . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.61(16) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C1 119.33(15) . . ?
C7 C8 C9 118.89(15) . . ?
C9 C8 C1 121.78(15) . . ?
C4 C9 C3 119.73(15) . . ?
C4 C9 C8 119.28(16) . . ?
C8 C9 C3 120.93(15) . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
C12 C11 C16 116.80(16) . . ?
C12 C11 N1 119.01(15) . . ?
C16 C11 N1 124.18(15) . . ?
C13 C12 C11 121.69(17) . . ?
F1 C12 C11 120.14(15) . . ?
F1 C12 C13 118.16(15) . . ?
C12 C13 C14 121.38(17) . . ?
F2 C13 C12 118.25(17) . . ?
F2 C13 C14 120.34(17) . . ?
C13 C14 H14 121.1 . . ?
C13 C14 C15 117.89(17) . . ?
C15 C14 H14 121.1 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.24(18) . . ?
C16 C15 H15 119.4 . . ?
C11 C16 H16 119.5 . . ?
C15 C16 C11 120.98(17) . . ?
C15 C16 H16 119.5 . . ?
C18 C17 C1 118.90(14) . . ?
C18 C17 C22 118.62(15) . . ?
C22 C17 C1 122.49(14) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.72(15) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C20 121.13(16) . . ?
F3 C19 C18 119.93(15) . . ?
F3 C19 C20 118.95(15) . . ?
C21 C20 C19 120.17(16) . . ?
F4 C20 C19 118.80(16) . . ?
F4 C20 C21 121.03(15) . . ?
C20 C21 H21 120.4 . . ?
C20 C21 C22 119.20(16) . . ?
C22 C21 H21 120.4 . . ?
C17 C22 H22 119.4 . . ?
C21 C22 C17 121.15(16) . . ?
C21 C22 H22 119.4 . . ?
C2 N1 C1 112.18(12) . . ?
C11 N1 C1 114.32(13) . . ?
C11 N1 C2 115.84(13) . . ?
C5 O1 C10 116.97(15) . . ?
C30 C23 H23 107.1 . . ?
C30 C23 C39 114.01(13) . . ?
C39 C23 H23 107.1 . . ?
N2 C23 H23 107.1 . . ?
N2 C23 C30 109.73(13) . . ?
N2 C23 C39 111.43(13) . . ?
H24A C24 H24B 108.3 . . ?
C25 C24 H24A 109.9 . . ?
C25 C24 H24B 109.9 . . ?
N2 C24 H24A 109.9 . . ?
N2 C24 H24B 109.9 . . ?
N2 C24 C25 108.97(13) . . ?
C24 C25 H25A 108.8 . . ?
C24 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C31 C25 C24 113.67(14) . . ?
C31 C25 H25A 108.8 . . ?
C31 C25 H25B 108.8 . . ?
C27 C26 H26 119.5 . . ?
C27 C26 C31 121.05(15) . . ?
C31 C26 H26 119.5 . . ?
C26 C27 C28 120.06(16) . . ?
O2 C27 C26 115.85(14) . . ?
O2 C27 C28 124.09(15) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 C27 118.92(16) . . ?
C29 C28 H28 120.5 . . ?
C28 C29 H29 119.2 . . ?
C28 C29 C30 121.59(15) . . ?
C30 C29 H29 119.2 . . ?
C29 C30 C23 118.88(14) . . ?
C29 C30 C31 118.84(15) . . ?
C31 C30 C23 122.25(15) . . ?
C26 C31 C25 120.26(15) . . ?
C26 C31 C30 119.51(15) . . ?
C30 C31 C25 120.09(15) . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O2 C32 H32A 109.5 . . ?
O2 C32 H32B 109.5 . . ?
O2 C32 H32C 109.5 . . ?
C34 C33 C38 116.77(16) . . ?
C34 C33 N2 118.59(15) . . ?
C38 C33 N2 124.65(15) . . ?
C35 C34 C33 121.25(16) . . ?
F5 C34 C33 120.23(15) . . ?
F5 C34 C35 118.51(15) . . ?
C34 C35 C36 121.90(16) . . ?
F6 C35 C34 117.81(16) . . ?
F6 C35 C36 120.27(16) . . ?
C35 C36 H36 121.1 . . ?
C35 C36 C37 117.78(17) . . ?
C37 C36 H36 121.1 . . ?
C36 C37 H37 119.5 . . ?
C36 C37 C38 121.02(17) . . ?
C38 C37 H37 119.5 . . ?
C33 C38 H38 119.4 . . ?
C37 C38 C33 121.26(16) . . ?
C37 C38 H38 119.4 . . ?
C40 C39 C23 118.81(14) . . ?
C40 C39 C44 118.52(15) . . ?
C44 C39 C23 122.59(14) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 C39 120.16(15) . . ?
C41 C40 H40 119.9 . . ?
C40 C41 C42 120.53(15) . . ?
F7 C41 C40 120.80(15) . . ?
F7 C41 C42 118.67(15) . . ?
C43 C42 C41 120.54(15) . . ?
F8 C42 C41 118.63(15) . . ?
F8 C42 C43 120.83(15) . . ?
C42 C43 H43 120.3 . . ?
C42 C43 C44 119.31(15) . . ?
C44 C43 H43 120.3 . . ?
C39 C44 C43 120.93(15) . . ?
C39 C44 H44 119.5 . . ?
C43 C44 H44 119.5 . . ?
C24 N2 C23 112.51(12) . . ?
C33 N2 C23 113.86(13) . . ?
C33 N2 C24 115.51(14) . . ?
C27 O2 C32 117.41(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 H1 . 1 ?
C1 C8 . 1.509(2) ?
C1 C17 . 1.530(2) ?
C1 N1 . 1.487(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C2 C3 . 1.514(2) ?
C2 N1 . 1.472(2) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C3 C9 . 1.508(2) ?
C4 H4 . 0.95 ?
C4 C5 . 1.385(3) ?
C4 C9 . 1.386(2) ?
C5 C6 . 1.390(3) ?
C5 O1 . 1.368(2) ?
C6 H6 . 0.95 ?
C6 C7 . 1.388(2) ?
C7 H7 . 0.95 ?
C7 C8 . 1.395(2) ?
C8 C9 . 1.399(2) ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C10 O1 . 1.421(2) ?
C11 C12 . 1.396(2) ?
C11 C16 . 1.396(2) ?
C11 N1 . 1.415(2) ?
C12 C13 . 1.374(3) ?
C12 F1 . 1.356(2) ?
C13 C14 . 1.374(3) ?
C13 F2 . 1.354(2) ?
C14 H14 . 0.95 ?
C14 C15 . 1.388(3) ?
C15 H15 . 0.95 ?
C15 C16 . 1.384(3) ?
C16 H16 . 0.95 ?
C17 C18 . 1.393(2) ?
C17 C22 . 1.396(2) ?
C18 H18 . 0.95 ?
C18 C19 . 1.375(2) ?
C19 C20 . 1.382(2) ?
C19 F3 . 1.3542(19) ?
C20 C21 . 1.372(3) ?
C20 F4 . 1.3428(19) ?
C21 H21 . 0.95 ?
C21 C22 . 1.388(2) ?
C22 H22 . 0.95 ?
C23 H23 . 1 ?
C23 C30 . 1.510(2) ?
C23 C39 . 1.523(2) ?
C23 N2 . 1.492(2) ?
C24 H24A . 0.99 ?
C24 H24B . 0.99 ?
C24 C25 . 1.517(2) ?
C24 N2 . 1.464(2) ?
C25 H25A . 0.99 ?
C25 H25B . 0.99 ?
C25 C31 . 1.511(2) ?
C26 H26 . 0.95 ?
C26 C27 . 1.382(2) ?
C26 C31 . 1.384(2) ?
C27 C28 . 1.390(2) ?
C27 O2 . 1.370(2) ?
C28 H28 . 0.95 ?
C28 C29 . 1.387(2) ?
C29 H29 . 0.95 ?
C29 C30 . 1.390(2) ?
C30 C31 . 1.401(2) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C32 O2 . 1.424(2) ?
C33 C34 . 1.392(2) ?
C33 C38 . 1.399(2) ?
C33 N2 . 1.412(2) ?
C34 C35 . 1.374(2) ?
C34 F5 . 1.356(2) ?
C35 C36 . 1.376(3) ?
C35 F6 . 1.349(2) ?
C36 H36 . 0.95 ?
C36 C37 . 1.380(3) ?
C37 H37 . 0.95 ?
C37 C38 . 1.387(3) ?
C38 H38 . 0.95 ?
C39 C40 . 1.392(2) ?
C39 C44 . 1.395(2) ?
C40 H40 . 0.95 ?
C40 C41 . 1.380(2) ?
C41 C42 . 1.382(2) ?
C41 F7 . 1.3451(19) ?
C42 C43 . 1.365(2) ?
C42 F8 . 1.3528(19) ?
C43 H43 . 0.95 ?
C43 C44 . 1.397(2) ?
C44 H44 . 0.95 ?
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 C8 C9 C3 1.1(2) . . . . ?
C1 C8 C9 C4 178.40(14) . . . . ?
C1 C17 C18 C19 -178.87(15) . . . . ?
C1 C17 C22 C21 179.91(16) . . . . ?
C2 C3 C9 C4 169.80(14) . . . . ?
C2 C3 C9 C8 -13.0(2) . . . . ?
C3 C2 N1 C1 -67.13(17) . . . . ?
C3 C2 N1 C11 159.11(14) . . . . ?
C4 C5 C6 C7 0.6(2) . . . . ?
C4 C5 O1 C10 175.32(15) . . . . ?
C5 C4 C9 C3 178.34(15) . . . . ?
C5 C4 C9 C8 1.1(2) . . . . ?
C5 C6 C7 C8 -0.3(2) . . . . ?
C6 C5 O1 C10 -4.9(2) . . . . ?
C6 C7 C8 C1 -178.78(14) . . . . ?
C6 C7 C8 C9 0.4(2) . . . . ?
C7 C8 C9 C3 -178.03(14) . . . . ?
C7 C8 C9 C4 -0.8(2) . . . . ?
C8 C1 C17 C18 144.54(15) . . . . ?
C8 C1 C17 C22 -35.2(2) . . . . ?
C8 C1 N1 C2 53.70(16) . . . . ?
C8 C1 N1 C11 -171.81(13) . . . . ?
C9 C4 C5 C6 -0.9(2) . . . . ?
C9 C4 C5 O1 178.81(14) . . . . ?
C11 C12 C13 C14 -1.3(3) . . . . ?
C11 C12 C13 F2 -179.46(15) . . . . ?
C12 C11 C16 C15 -0.5(2) . . . . ?
C12 C11 N1 C1 65.93(19) . . . . ?
C12 C11 N1 C2 -161.29(14) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
C14 C15 C16 C11 -0.5(3) . . . . ?
C16 C11 C12 C13 1.4(2) . . . . ?
C16 C11 C12 F1 -177.51(14) . . . . ?
C16 C11 N1 C1 -114.95(17) . . . . ?
C16 C11 N1 C2 17.8(2) . . . . ?
C17 C1 C8 C7 -74.25(18) . . . . ?
C17 C1 C8 C9 106.58(17) . . . . ?
C17 C1 N1 C2 -73.04(17) . . . . ?
C17 C1 N1 C11 61.44(17) . . . . ?
C17 C18 C19 C20 -0.9(3) . . . . ?
C17 C18 C19 F3 178.47(15) . . . . ?
C18 C17 C22 C21 0.2(2) . . . . ?
C18 C19 C20 C21 0.0(3) . . . . ?
C18 C19 C20 F4 -179.53(16) . . . . ?
C19 C20 C21 C22 1.1(3) . . . . ?
C20 C21 C22 C17 -1.2(3) . . . . ?
C22 C17 C18 C19 0.8(2) . . . . ?
N1 C1 C8 C7 158.70(13) . . . . ?
N1 C1 C8 C9 -20.46(19) . . . . ?
N1 C1 C17 C18 -90.30(17) . . . . ?
N1 C1 C17 C22 90.01(18) . . . . ?
N1 C2 C3 C9 44.03(18) . . . . ?
N1 C11 C12 C13 -179.44(15) . . . . ?
N1 C11 C12 F1 1.7(2) . . . . ?
N1 C11 C16 C15 -179.61(16) . . . . ?
O1 C5 C6 C7 -179.18(15) . . . . ?
F4 C20 C21 C22 -179.42(16) . . . . ?
F3 C19 C20 C21 -179.45(16) . . . . ?
F3 C19 C20 F4 1.0(2) . . . . ?
F1 C12 C13 C14 177.59(16) . . . . ?
F1 C12 C13 F2 -0.6(2) . . . . ?
F2 C13 C14 C15 178.40(16) . . . . ?
C23 C30 C31 C25 -2.2(2) . . . . ?
C23 C30 C31 C26 -177.83(14) . . . . ?
C23 C39 C40 C41 -176.72(15) . . . . ?
C23 C39 C44 C43 176.08(14) . . . . ?
C24 C25 C31 C26 -169.97(14) . . . . ?
C24 C25 C31 C30 14.4(2) . . . . ?
C25 C24 N2 C23 66.76(17) . . . . ?
C25 C24 N2 C33 -160.16(13) . . . . ?
C26 C27 C28 C29 0.6(2) . . . . ?
C26 C27 O2 C32 -169.50(15) . . . . ?
C27 C26 C31 C25 -174.40(15) . . . . ?
C27 C26 C31 C30 1.3(2) . . . . ?
C27 C28 C29 C30 0.7(2) . . . . ?
C28 C27 O2 C32 9.7(2) . . . . ?
C28 C29 C30 C23 176.91(14) . . . . ?
C28 C29 C30 C31 -1.1(2) . . . . ?
C29 C30 C31 C25 175.77(14) . . . . ?
C29 C30 C31 C26 0.1(2) . . . . ?
C30 C23 C39 C40 -143.68(15) . . . . ?
C30 C23 C39 C44 39.6(2) . . . . ?
C30 C23 N2 C24 -53.10(17) . . . . ?
C30 C23 N2 C33 173.02(13) . . . . ?
C31 C26 C27 C28 -1.6(2) . . . . ?
C31 C26 C27 O2 177.63(14) . . . . ?
C33 C34 C35 C36 1.1(3) . . . . ?
C33 C34 C35 F6 179.54(15) . . . . ?
C34 C33 C38 C37 0.7(2) . . . . ?
C34 C33 N2 C23 -66.97(18) . . . . ?
C34 C33 N2 C24 160.58(15) . . . . ?
C34 C35 C36 C37 0.3(3) . . . . ?
C35 C36 C37 C38 -1.2(3) . . . . ?
C36 C37 C38 C33 0.7(3) . . . . ?
C38 C33 C34 C35 -1.6(2) . . . . ?
C38 C33 C34 F5 177.50(14) . . . . ?
C38 C33 N2 C23 113.62(17) . . . . ?
C38 C33 N2 C24 -18.8(2) . . . . ?
C39 C23 C30 C29 76.55(18) . . . . ?
C39 C23 C30 C31 -105.52(17) . . . . ?
C39 C23 N2 C24 74.14(16) . . . . ?
C39 C23 N2 C33 -59.74(17) . . . . ?
C39 C40 C41 C42 -0.2(2) . . . . ?
C39 C40 C41 F7 179.39(15) . . . . ?
C40 C39 C44 C43 -0.6(2) . . . . ?
C40 C41 C42 C43 0.9(2) . . . . ?
C40 C41 C42 F8 -179.61(14) . . . . ?
C41 C42 C43 C44 -1.4(2) . . . . ?
C42 C43 C44 C39 1.3(2) . . . . ?
C44 C39 C40 C41 0.1(2) . . . . ?
N2 C23 C30 C29 -157.67(14) . . . . ?
N2 C23 C30 C31 20.3(2) . . . . ?
N2 C23 C39 C40 91.44(17) . . . . ?
N2 C23 C39 C44 -85.25(18) . . . . ?
N2 C24 C25 C31 -44.91(18) . . . . ?
N2 C33 C34 C35 178.97(15) . . . . ?
N2 C33 C34 F5 -2.0(2) . . . . ?
N2 C33 C38 C37 -179.90(15) . . . . ?
O2 C27 C28 C29 -178.57(15) . . . . ?
F7 C41 C42 C43 -178.73(15) . . . . ?
F7 C41 C42 F8 0.7(2) . . . . ?
F8 C42 C43 C44 179.13(14) . . . . ?
F5 C34 C35 C36 -177.95(16) . . . . ?
F5 C34 C35 F6 0.4(2) . . . . ?
F6 C35 C36 C37 -178.10(16) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168308509
