#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/09/2230923.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_2230923
loop_
_publ_author_name
'Zhang, Yin-Jun'
'Luo, Chen-Tao'
'Wang, Yu-Guang'
'Wang, Zhao'
_publ_section_title
;
 4,5,6,7-Tetrachloro-N-(2,3,4-trifluorophenyl)phthalimide
;
_journal_coeditor_code           XU5228
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1604
_journal_paper_doi               10.1107/S1600536811020721
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C14 H2 Cl4 F3 N O2'
_chemical_formula_moiety         'C14 H2 Cl4 F3 N O2'
_chemical_formula_sum            'C14 H2 Cl4 F3 N O2'
_chemical_formula_weight         414.97
_chemical_name_common
;
4,5,6,7-Tetrachloro-N-(2,3,4-trifluorophenyl)phthalimide
;
_chemical_name_systematic
;
4,5,6,7-Tetrachloro-2-(2,3,4-trifluorophenyl)isoindoline-1,3-dione
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.777(9)
_cell_angle_beta                 94.514(17)
_cell_angle_gamma                98.839(12)
_cell_formula_units_Z            4
_cell_length_a                   6.7722(7)
_cell_length_b                   8.8052(12)
_cell_length_c                   24.493(3)
_cell_measurement_reflns_used    4943
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      1.7
_cell_volume                     1429.3(3)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 14.22
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Rigaku Saturn 724CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0709
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            13490
_diffrn_reflns_theta_full        27.90
_diffrn_reflns_theta_max         27.90
_diffrn_reflns_theta_min         1.68
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.871
_exptl_absorpt_correction_T_max  0.9027
_exptl_absorpt_correction_T_min  0.8450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.379
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6684
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.984
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0379
_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)+(0.0384P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                4832
_reflns_number_total             6684
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            xu5228.cif
_cod_data_source_block           I
_cod_original_cell_volume        1429.2(3)
_cod_database_code               2230923
_cod_database_fobs_code          2230923
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.32227(8) 0.91214(6) 0.18882(2) 0.01916(13) Uani d . 1 1 . .
Cl Cl2 0.25294(9) 0.79727(7) 0.06239(2) 0.02243(14) Uani d . 1 1 . .
Cl Cl3 0.24340(8) 0.44993(7) 0.02105(2) 0.02233(13) Uani d . 1 1 . .
Cl Cl4 0.28079(8) 0.20952(6) 0.10536(2) 0.01886(13) Uani d . 1 1 . .
Cl Cl5 0.83636(8) 1.38342(6) 0.20872(2) 0.01938(13) Uani d . 1 1 . .
Cl Cl6 0.77697(8) 1.27830(6) 0.08171(2) 0.02106(13) Uani d . 1 1 . .
Cl Cl7 0.75697(8) 0.93290(7) 0.03745(2) 0.02244(14) Uani d . 1 1 . .
Cl Cl8 0.78622(8) 0.68379(6) 0.11969(2) 0.01849(13) Uani d . 1 1 . .
F F1 0.09797(18) 0.52932(15) 0.35163(5) 0.0272(3) Uani d . 1 1 . .
F F2 0.1377(2) 0.44755(17) 0.45515(5) 0.0370(4) Uani d . 1 1 . .
F F3 0.4616(2) 0.32808(17) 0.48974(5) 0.0351(4) Uani d . 1 1 . .
F F4 1.29401(19) 1.04373(16) 0.33909(5) 0.0290(3) Uani d . 1 1 . .
F F5 1.4227(2) 0.98029(18) 0.44020(6) 0.0427(4) Uani d . 1 1 . .
F F6 1.1612(2) 0.82690(18) 0.50178(5) 0.0442(4) Uani d . 1 1 . .
O O1 0.3982(2) 0.74947(18) 0.29461(6) 0.0233(4) Uani d . 1 1 . .
O O2 0.3402(2) 0.23349(17) 0.23416(6) 0.0229(4) Uani d . 1 1 . .
O O3 0.9291(2) 1.21384(18) 0.31271(6) 0.0216(4) Uani d . 1 1 . .
O O4 0.8648(2) 0.70099(18) 0.24803(6) 0.0257(4) Uani d . 1 1 . .
N N1 0.3776(3) 0.4840(2) 0.27781(7) 0.0171(4) Uani d . 1 1 . .
N N2 0.9077(3) 0.9487(2) 0.29353(7) 0.0177(4) Uani d . 1 1 . .
C C1 0.3739(3) 0.6333(3) 0.26336(9) 0.0176(5) Uani d . 1 1 . .
C C2 0.3363(3) 0.6123(2) 0.20166(8) 0.0151(5) Uani d . 1 1 . .
C C3 0.3126(3) 0.7200(2) 0.16569(9) 0.0163(5) Uani d . 1 1 . .
C C4 0.2817(3) 0.6680(3) 0.10912(8) 0.0168(5) Uani d . 1 1 . .
C C5 0.2751(3) 0.5115(3) 0.09030(8) 0.0166(5) Uani d . 1 1 . .
C C6 0.2956(3) 0.4031(2) 0.12762(8) 0.0164(5) Uani d . 1 1 . .
C C7 0.3259(3) 0.4568(3) 0.18312(8) 0.0160(5) Uani d . 1 1 . .
C C8 0.3474(3) 0.3692(3) 0.23222(8) 0.0169(5) Uani d . 1 1 . .
C C9 0.4061(3) 0.4492(2) 0.33327(8) 0.0180(5) Uani d . 1 1 . .
C C10 0.2611(3) 0.4700(3) 0.36825(9) 0.0208(5) Uani d . 1 1 . .
C C11 0.2802(3) 0.4284(3) 0.42102(9) 0.0241(5) Uani d . 1 1 . .
C C12 0.4469(4) 0.3681(3) 0.43799(9) 0.0254(6) Uani d . 1 1 . .
C C13 0.5958(4) 0.3496(3) 0.40436(9) 0.0251(6) Uani d . 1 1 . .
H H13 0.7109 0.3090 0.4171 0.030 Uiso calc R 1 1 . .
C C14 0.5749(3) 0.3914(3) 0.35132(9) 0.0211(5) Uani d . 1 1 . .
H H14 0.6769 0.3802 0.3274 0.025 Uiso calc R 1 1 . .
C C15 0.8977(3) 1.0995(3) 0.28042(8) 0.0165(5) Uani d . 1 1 . .
C C16 0.8468(3) 1.0809(2) 0.21917(8) 0.0155(5) Uani d . 1 1 . .
C C17 0.8229(3) 1.1919(2) 0.18423(8) 0.0167(5) Uani d . 1 1 . .
C C18 0.7927(3) 1.1435(3) 0.12721(8) 0.0171(5) Uani d . 1 1 . .
C C19 0.7833(3) 0.9880(3) 0.10714(8) 0.0170(5) Uani d . 1 1 . .
C C20 0.8001(3) 0.8765(2) 0.14369(8) 0.0155(5) Uani d . 1 1 . .
C C21 0.8327(3) 0.9259(2) 0.19943(8) 0.0155(5) Uani d . 1 1 . .
C C22 0.8675(3) 0.8368(3) 0.24746(8) 0.0169(5) Uani d . 1 1 . .
C C23 0.9670(3) 0.9153(2) 0.34779(8) 0.0189(5) Uani d . 1 1 . .
C C24 1.1641(3) 0.9649(3) 0.36851(9) 0.0209(5) Uani d . 1 1 . .
C C25 1.2298(4) 0.9340(3) 0.42078(9) 0.0257(6) Uani d . 1 1 . .
C C26 1.0962(4) 0.8546(3) 0.45089(9) 0.0294(6) Uani d . 1 1 . .
C C27 0.8992(4) 0.8043(3) 0.43104(9) 0.0316(6) Uani d . 1 1 . .
H H27 0.8088 0.7490 0.4526 0.038 Uiso calc R 1 1 . .
C C28 0.8346(4) 0.8359(3) 0.37858(9) 0.0254(5) Uani d . 1 1 . .
H H28 0.6988 0.8026 0.3641 0.031 Uiso calc R 1 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C8 . . 113.57(17) ?
C1 N1 C9 . . 123.83(18) ?
C8 N1 C9 . . 122.60(18) ?
C22 N2 C15 . . 113.18(17) ?
C22 N2 C23 . . 123.55(18) ?
C15 N2 C23 . . 123.13(18) ?
O1 C1 N1 . . 125.92(19) ?
O1 C1 C2 . . 129.4(2) ?
N1 C1 C2 . . 104.68(17) ?
C3 C2 C7 . . 121.54(19) ?
C3 C2 C1 . . 129.7(2) ?
C7 C2 C1 . . 108.72(18) ?
C2 C3 C4 . . 117.8(2) ?
C2 C3 Cl1 . . 121.46(17) ?
C4 C3 Cl1 . . 120.77(16) ?
C5 C4 C3 . . 120.72(19) ?
C5 C4 Cl2 . . 119.49(16) ?
C3 C4 Cl2 . . 119.79(17) ?
C4 C5 C6 . . 120.68(19) ?
C4 C5 Cl3 . . 120.40(16) ?
C6 C5 Cl3 . . 118.92(17) ?
C7 C6 C5 . . 117.6(2) ?
C7 C6 Cl4 . . 121.10(17) ?
C5 C6 Cl4 . . 121.33(17) ?
C6 C7 C2 . . 121.7(2) ?
C6 C7 C8 . . 129.7(2) ?
C2 C7 C8 . . 108.60(18) ?
O2 C8 N1 . . 125.93(19) ?
O2 C8 C7 . . 129.7(2) ?
N1 C8 C7 . . 104.38(18) ?
C10 C9 C14 . . 120.17(19) ?
C10 C9 N1 . . 119.27(19) ?
C14 C9 N1 . . 120.53(19) ?
F1 C10 C9 . . 120.85(19) ?
F1 C10 C11 . . 119.0(2) ?
C9 C10 C11 . . 120.2(2) ?
F2 C11 C12 . . 120.8(2) ?
F2 C11 C10 . . 120.3(2) ?
C12 C11 C10 . . 118.9(2) ?
F3 C12 C13 . . 120.3(2) ?
F3 C12 C11 . . 117.7(2) ?
C13 C12 C11 . . 122.0(2) ?
C12 C13 C14 . . 118.6(2) ?
C12 C13 H13 . . 120.7 ?
C14 C13 H13 . . 120.7 ?
C9 C14 C13 . . 120.1(2) ?
C9 C14 H14 . . 120.0 ?
C13 C14 H14 . . 120.0 ?
O3 C15 N2 . . 125.24(19) ?
O3 C15 C16 . . 130.1(2) ?
N2 C15 C16 . . 104.68(17) ?
C17 C16 C21 . . 121.68(19) ?
C17 C16 C15 . . 129.5(2) ?
C21 C16 C15 . . 108.75(18) ?
C16 C17 C18 . . 117.6(2) ?
C16 C17 Cl5 . . 121.73(16) ?
C18 C17 Cl5 . . 120.65(16) ?
C19 C18 C17 . . 120.79(19) ?
C19 C18 Cl6 . . 119.63(16) ?
C17 C18 Cl6 . . 119.54(17) ?
C18 C19 C20 . . 120.45(19) ?
C18 C19 Cl7 . . 119.97(16) ?
C20 C19 Cl7 . . 119.56(17) ?
C21 C20 C19 . . 118.1(2) ?
C21 C20 Cl8 . . 120.78(16) ?
C19 C20 Cl8 . . 121.09(16) ?
C20 C21 C16 . . 121.3(2) ?
C20 C21 C22 . . 130.2(2) ?
C16 C21 C22 . . 108.44(18) ?
O4 C22 N2 . . 125.79(19) ?
O4 C22 C21 . . 129.3(2) ?
N2 C22 C21 . . 104.91(18) ?
C28 C23 C24 . . 120.4(2) ?
C28 C23 N2 . . 121.9(2) ?
C24 C23 N2 . . 117.7(2) ?
F4 C24 C23 . . 120.94(19) ?
F4 C24 C25 . . 119.1(2) ?
C23 C24 C25 . . 120.0(2) ?
F5 C25 C26 . . 121.5(2) ?
F5 C25 C24 . . 119.6(2) ?
C26 C25 C24 . . 118.9(2) ?
F6 C26 C25 . . 118.4(2) ?
F6 C26 C27 . . 119.6(2) ?
C25 C26 C27 . . 122.0(2) ?
C26 C27 C28 . . 118.6(2) ?
C26 C27 H27 . . 120.7 ?
C28 C27 H27 . . 120.7 ?
C23 C28 C27 . . 120.0(2) ?
C23 C28 H28 . . 120.0 ?
C27 C28 H28 . . 120.0 ?
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
Cl1 C3 . 1.719(2) ?
Cl2 C4 . 1.714(2) ?
Cl3 C5 . 1.714(2) ?
Cl4 C6 . 1.722(2) ?
Cl5 C17 . 1.718(2) ?
Cl6 C18 . 1.717(2) ?
Cl7 C19 . 1.715(2) ?
Cl8 C20 . 1.725(2) ?
F1 C10 . 1.344(2) ?
F2 C11 . 1.344(2) ?
F3 C12 . 1.350(2) ?
F4 C24 . 1.337(2) ?
F5 C25 . 1.341(3) ?
F6 C26 . 1.347(2) ?
O1 C1 . 1.196(2) ?
O2 C8 . 1.194(2) ?
O3 C15 . 1.197(2) ?
O4 C22 . 1.195(2) ?
N1 C1 . 1.399(3) ?
N1 C8 . 1.409(2) ?
N1 C9 . 1.427(2) ?
N2 C22 . 1.402(2) ?
N2 C15 . 1.407(3) ?
N2 C23 . 1.430(2) ?
C1 C2 . 1.500(3) ?
C2 C3 . 1.376(3) ?
C2 C7 . 1.387(3) ?
C3 C4 . 1.404(3) ?
C4 C5 . 1.401(3) ?
C5 C6 . 1.401(3) ?
C6 C7 . 1.382(3) ?
C7 C8 . 1.503(3) ?
C9 C10 . 1.375(3) ?
C9 C14 . 1.381(3) ?
C10 C11 . 1.380(3) ?
C11 C12 . 1.373(3) ?
C12 C13 . 1.370(3) ?
C13 C14 . 1.388(3) ?
C13 H13 . 0.9500 ?
C14 H14 . 0.9500 ?
C15 C16 . 1.499(3) ?
C16 C17 . 1.382(3) ?
C16 C21 . 1.387(3) ?
C17 C18 . 1.408(3) ?
C18 C19 . 1.398(3) ?
C19 C20 . 1.404(3) ?
C20 C21 . 1.380(3) ?
C21 C22 . 1.501(3) ?
C23 C28 . 1.371(3) ?
C23 C24 . 1.378(3) ?
C24 C25 . 1.389(3) ?
C25 C26 . 1.366(3) ?
C26 C27 . 1.374(3) ?
C27 C28 . 1.393(3) ?
C27 H27 . 0.9500 ?
C28 H28 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C14 H14 O3 1_545 0.95 2.44 3.210(3) 138.1
C27 H27 F3 2_666 0.95 2.45 3.379(3) 164.5
C28 H28 O1 . 0.95 2.50 3.403(3) 158.2
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 N1 C1 O1 . . . . -179.0(2) ?
C9 N1 C1 O1 . . . . 1.9(4) ?
C8 N1 C1 C2 . . . . 0.2(2) ?
C9 N1 C1 C2 . . . . -178.89(19) ?
O1 C1 C2 C3 . . . . -2.9(4) ?
N1 C1 C2 C3 . . . . 177.9(2) ?
O1 C1 C2 C7 . . . . 177.5(2) ?
N1 C1 C2 C7 . . . . -1.7(2) ?
C7 C2 C3 C4 . . . . -1.4(3) ?
C1 C2 C3 C4 . . . . 179.1(2) ?
C7 C2 C3 Cl1 . . . . 179.12(16) ?
C1 C2 C3 Cl1 . . . . -0.4(3) ?
C2 C3 C4 C5 . . . . 0.1(3) ?
Cl1 C3 C4 C5 . . . . 179.60(16) ?
C2 C3 C4 Cl2 . . . . -179.57(16) ?
Cl1 C3 C4 Cl2 . . . . -0.1(3) ?
C3 C4 C5 C6 . . . . 1.2(3) ?
Cl2 C4 C5 C6 . . . . -179.15(16) ?
C3 C4 C5 Cl3 . . . . -178.42(16) ?
Cl2 C4 C5 Cl3 . . . . 1.3(3) ?
C4 C5 C6 C7 . . . . -1.1(3) ?
Cl3 C5 C6 C7 . . . . 178.44(15) ?
C4 C5 C6 Cl4 . . . . 178.15(16) ?
Cl3 C5 C6 Cl4 . . . . -2.3(3) ?
C5 C6 C7 C2 . . . . -0.1(3) ?
Cl4 C6 C7 C2 . . . . -179.42(16) ?
C5 C6 C7 C8 . . . . 178.2(2) ?
Cl4 C6 C7 C8 . . . . -1.1(3) ?
C3 C2 C7 C6 . . . . 1.4(3) ?
C1 C2 C7 C6 . . . . -178.94(19) ?
C3 C2 C7 C8 . . . . -177.2(2) ?
C1 C2 C7 C8 . . . . 2.4(2) ?
C1 N1 C8 O2 . . . . -178.4(2) ?
C9 N1 C8 O2 . . . . 0.8(4) ?
C1 N1 C8 C7 . . . . 1.1(2) ?
C9 N1 C8 C7 . . . . -179.71(18) ?
C6 C7 C8 O2 . . . . -1.2(4) ?
C2 C7 C8 O2 . . . . 177.3(2) ?
C6 C7 C8 N1 . . . . 179.3(2) ?
C2 C7 C8 N1 . . . . -2.2(2) ?
C1 N1 C9 C10 . . . . 66.6(3) ?
C8 N1 C9 C10 . . . . -112.4(2) ?
C1 N1 C9 C14 . . . . -115.1(2) ?
C8 N1 C9 C14 . . . . 65.9(3) ?
C14 C9 C10 F1 . . . . 178.6(2) ?
N1 C9 C10 F1 . . . . -3.1(3) ?
C14 C9 C10 C11 . . . . -2.1(4) ?
N1 C9 C10 C11 . . . . 176.2(2) ?
F1 C10 C11 F2 . . . . -0.2(4) ?
C9 C10 C11 F2 . . . . -179.5(2) ?
F1 C10 C11 C12 . . . . -179.9(2) ?
C9 C10 C11 C12 . . . . 0.8(4) ?
F2 C11 C12 F3 . . . . 0.4(4) ?
C10 C11 C12 F3 . . . . -179.8(2) ?
F2 C11 C12 C13 . . . . -179.0(2) ?
C10 C11 C12 C13 . . . . 0.7(4) ?
F3 C12 C13 C14 . . . . 179.7(2) ?
C11 C12 C13 C14 . . . . -0.9(4) ?
C10 C9 C14 C13 . . . . 2.0(4) ?
N1 C9 C14 C13 . . . . -176.3(2) ?
C12 C13 C14 C9 . . . . -0.5(4) ?
C22 N2 C15 O3 . . . . -178.8(2) ?
C23 N2 C15 O3 . . . . -3.1(4) ?
C22 N2 C15 C16 . . . . -0.4(2) ?
C23 N2 C15 C16 . . . . 175.38(19) ?
O3 C15 C16 C17 . . . . -0.1(4) ?
N2 C15 C16 C17 . . . . -178.4(2) ?
O3 C15 C16 C21 . . . . 177.4(2) ?
N2 C15 C16 C21 . . . . -0.9(2) ?
C21 C16 C17 C18 . . . . -2.9(3) ?
C15 C16 C17 C18 . . . . 174.3(2) ?
C21 C16 C17 Cl5 . . . . 178.95(16) ?
C15 C16 C17 Cl5 . . . . -3.8(3) ?
C16 C17 C18 C19 . . . . 1.3(3) ?
Cl5 C17 C18 C19 . . . . 179.47(16) ?
C16 C17 C18 Cl6 . . . . -176.17(16) ?
Cl5 C17 C18 Cl6 . . . . 2.0(3) ?
C17 C18 C19 C20 . . . . 1.2(3) ?
Cl6 C18 C19 C20 . . . . 178.69(16) ?
C17 C18 C19 Cl7 . . . . -177.29(16) ?
Cl6 C18 C19 Cl7 . . . . 0.2(3) ?
C18 C19 C20 C21 . . . . -2.1(3) ?
Cl7 C19 C20 C21 . . . . 176.36(16) ?
C18 C19 C20 Cl8 . . . . 179.31(16) ?
Cl7 C19 C20 Cl8 . . . . -2.2(3) ?
C19 C20 C21 C16 . . . . 0.6(3) ?
Cl8 C20 C21 C16 . . . . 179.13(16) ?
C19 C20 C21 C22 . . . . -176.3(2) ?
Cl8 C20 C21 C22 . . . . 2.2(3) ?
C17 C16 C21 C20 . . . . 2.0(3) ?
C15 C16 C21 C20 . . . . -175.73(19) ?
C17 C16 C21 C22 . . . . 179.53(19) ?
C15 C16 C21 C22 . . . . 1.8(2) ?
C15 N2 C22 O4 . . . . -179.2(2) ?
C23 N2 C22 O4 . . . . 5.1(4) ?
C15 N2 C22 C21 . . . . 1.4(2) ?
C23 N2 C22 C21 . . . . -174.33(19) ?
C20 C21 C22 O4 . . . . -4.1(4) ?
C16 C21 C22 O4 . . . . 178.7(2) ?
C20 C21 C22 N2 . . . . 175.3(2) ?
C16 C21 C22 N2 . . . . -2.0(2) ?
C22 N2 C23 C28 . . . . -72.5(3) ?
C15 N2 C23 C28 . . . . 112.2(3) ?
C22 N2 C23 C24 . . . . 107.1(2) ?
C15 N2 C23 C24 . . . . -68.2(3) ?
C28 C23 C24 F4 . . . . -179.3(2) ?
N2 C23 C24 F4 . . . . 1.1(3) ?
C28 C23 C24 C25 . . . . 0.2(3) ?
N2 C23 C24 C25 . . . . -179.4(2) ?
F4 C24 C25 F5 . . . . -1.6(3) ?
C23 C24 C25 F5 . . . . 178.8(2) ?
F4 C24 C25 C26 . . . . 179.4(2) ?
C23 C24 C25 C26 . . . . -0.1(4) ?
F5 C25 C26 F6 . . . . 1.8(4) ?
C24 C25 C26 F6 . . . . -179.3(2) ?
F5 C25 C26 C27 . . . . -178.8(2) ?
C24 C25 C26 C27 . . . . 0.1(4) ?
F6 C26 C27 C28 . . . . 179.2(2) ?
C25 C26 C27 C28 . . . . -0.2(4) ?
C24 C23 C28 C27 . . . . -0.3(3) ?
N2 C23 C28 C27 . . . . 179.3(2) ?
C26 C27 C28 C23 . . . . 0.3(4) ?
