#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/22/2222250.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_2222250
loop_
_publ_author_name
'Zheng, Han'
'Liu, Dong-Qing'
'Yan, Fan-Yong'
_publ_section_title
(E)-2-(2-Chloro-3,3,3-trifluoroprop-1-enyl)-N-(2,4-dimethylphenyl)-3,3-dimethylcyclopropane-1-carboxamide
_journal_coeditor_code           BT2966
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1479
_journal_paper_doi               10.1107/S1600536809019813
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C17 H19 Cl F3 N O'
_chemical_formula_moiety         'C17 H19 Cl F3 N O'
_chemical_formula_sum            'C17 H19 Cl F3 N O'
_chemical_formula_weight         345.78
_chemical_melting_point_gt       366
_chemical_melting_point_lt       368
_chemical_name_systematic
;
(E)-2-(2-Chloro-3,3,3-trifluoroprop-1-enyl)-N-(2,4-
dimethylphenyl)-3,3-dimethylcyclopropane-1-carboxamide
;
_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                98.11(3)
_cell_angle_beta                 94.51(3)
_cell_angle_gamma                97.60(3)
_cell_formula_units_Z            6
_cell_length_a                   8.8497(18)
_cell_length_b                   12.686(3)
_cell_length_c                   23.891(5)
_cell_measurement_reflns_used    6424
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.476
_cell_measurement_theta_min      1.732
_cell_volume                     2619.1(10)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Saturn CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0570
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19478
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  0.9754
_exptl_absorpt_correction_T_min  0.9066
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.388
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     684
_refine_ls_number_reflns         9213
_refine_ls_number_restraints     81
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0500
_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)+(0.0784P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1217
_refine_ls_wR_factor_ref         0.1372
_reflns_number_gt                6737
_reflns_number_total             9213
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2966.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2619.1(9)
_cod_database_code               2222250
_cod_database_fobs_code          2222250
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_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.1893(5) 0.70100(11) 0.05532(6) 0.0636(9) Uani d PU 0.676(8) A 1
Cl Cl1' 0.2962(12) 0.7294(6) 0.06524(18) 0.080(2) Uani d PU 0.324(8) A 2
Cl Cl2 1.16008(7) 0.77856(6) 0.47489(3) 0.0481(2) Uani d . 1 . .
Cl Cl3 0.09570(7) 0.27758(5) 0.42419(2) 0.03712(17) Uani d . 1 . .
F F1 0.1708(15) 1.0056(5) 0.0636(4) 0.0613(19) Uani d PDU 0.61(3) B 3
F F2 0.2499(13) 0.8969(8) -0.0009(4) 0.073(2) Uani d PDU 0.61(3) B 3
F F3 0.0176(9) 0.8747(9) 0.0148(4) 0.079(2) Uani d PDU 0.61(3) B 3
F F1' 0.112(2) 0.9913(11) 0.0630(6) 0.062(3) Uani d PDU 0.39(3) B 4
F F2' 0.2885(14) 0.9340(17) 0.0156(8) 0.081(3) Uani d PDU 0.39(3) B 4
F F3' 0.059(2) 0.8424(12) 0.0040(5) 0.089(4) Uani d PDU 0.39(3) B 4
F F4 1.27615(18) 0.95865(14) 0.41326(7) 0.0614(5) Uani d . 1 . .
F F5 1.1713(2) 1.02023(13) 0.48606(7) 0.0680(5) Uani d . 1 . .
F F6 1.0625(2) 1.01829(12) 0.40246(8) 0.0671(5) Uani d . 1 . .
F F7 0.00296(17) 0.46689(13) 0.37332(8) 0.0616(5) Uani d . 1 . .
F F8 0.1468(2) 0.52082(13) 0.45145(7) 0.0659(5) Uani d . 1 . .
F F9 0.23130(17) 0.54775(11) 0.37203(7) 0.0475(4) Uani d . 1 . .
O O1 0.46317(18) 1.02240(12) 0.20361(6) 0.0324(4) Uani d . 1 . .
O O2 0.73814(19) 0.78140(12) 0.30027(6) 0.0336(4) Uani d . 1 . .
O O3 0.58314(18) 0.39807(12) 0.29590(6) 0.0289(4) Uani d . 1 . .
N N1 0.6568(2) 0.93710(15) 0.23332(8) 0.0295(4) Uani d D 1 . .
N N2 0.6703(2) 0.60563(14) 0.26159(7) 0.0246(4) Uani d D 1 . .
N N3 0.6016(2) 0.25305(15) 0.23034(7) 0.0268(4) Uani d D 1 . .
C C1 0.1621(4) 0.9022(2) 0.04166(11) 0.0541(8) Uani d D 1 . .
C C2 0.2011(3) 0.8357(2) 0.08589(10) 0.0394(6) Uani d . 1 A .
C C3 0.2182(3) 0.8697(2) 0.14038(10) 0.0390(6) Uani d . 1 . .
H H3 0.2040 0.9404 0.1525 0.047 Uiso calc R 1 B .
C C4 0.2583(3) 0.80473(19) 0.18437(9) 0.0330(6) Uani d . 1 B .
H H4 0.2357 0.7267 0.1724 0.040 Uiso calc R 1 . .
C C5 0.4048(3) 0.84262(18) 0.22563(9) 0.0288(5) Uani d . 1 . .
H H5 0.4587 0.7841 0.2356 0.035 Uiso calc R 1 B .
C C6 0.2473(3) 0.84135(18) 0.24663(9) 0.0302(5) Uani d . 1 B .
C C7 0.1860(3) 0.9448(2) 0.26512(11) 0.0389(6) Uani d . 1 . .
H H7A 0.2203 0.9971 0.2418 0.058 Uiso calc R 1 B .
H H7B 0.2225 0.9714 0.3041 0.058 Uiso calc R 1 . .
H H7C 0.0760 0.9316 0.2612 0.058 Uiso calc R 1 . .
C C8 0.2028(3) 0.7533(2) 0.28160(10) 0.0381(6) Uani d . 1 . .
H H8A 0.2497 0.7747 0.3198 0.057 Uiso calc R 1 B .
H H8B 0.2371 0.6881 0.2653 0.057 Uiso calc R 1 . .
H H8C 0.0935 0.7414 0.2818 0.057 Uiso calc R 1 . .
C C9 0.5075(3) 0.94219(18) 0.21988(9) 0.0267(5) Uani d . 1 B .
C C10 0.7772(3) 1.01967(18) 0.22573(9) 0.0283(5) Uani d . 1 . .
C C11 0.8607(3) 1.08240(19) 0.27332(10) 0.0330(6) Uani d . 1 . .
H H11 0.8339 1.0734 0.3094 0.040 Uiso calc R 1 . .
C C12 0.9832(3) 1.1580(2) 0.26734(11) 0.0385(6) Uani d . 1 . .
H H12 1.0382 1.1998 0.2995 0.046 Uiso calc R 1 . .
C C13 1.0253(3) 1.1722(2) 0.21380(12) 0.0391(6) Uani d . 1 . .
C C14 0.9381(3) 1.1105(2) 0.16684(11) 0.0399(6) Uani d . 1 . .
H H14 0.9639 1.1211 0.1308 0.048 Uiso calc R 1 . .
C C15 0.8137(3) 1.03322(19) 0.17109(10) 0.0323(6) Uani d . 1 . .
C C16 0.7241(3) 0.9688(2) 0.11924(10) 0.0481(7) Uani d . 1 . .
H H16A 0.7026 0.8949 0.1247 0.072 Uiso calc R 1 . .
H H16B 0.7824 0.9735 0.0872 0.072 Uiso calc R 1 . .
H H16C 0.6296 0.9964 0.1124 0.072 Uiso calc R 1 . .
C C17 1.1642(3) 1.2511(2) 0.20695(14) 0.0569(8) Uani d . 1 . .
H H17A 1.2523 1.2145 0.2049 0.085 Uiso calc R 1 . .
H H17B 1.1817 1.3079 0.2389 0.085 Uiso calc R 1 . .
H H17C 1.1468 1.2811 0.1727 0.085 Uiso calc R 1 . .
C C18 1.1401(3) 0.9619(2) 0.43435(11) 0.0445(7) Uani d . 1 . .
C C19 1.0569(3) 0.85327(18) 0.43524(9) 0.0280(5) Uani d . 1 . .
C C20 0.9184(3) 0.81789(18) 0.40944(9) 0.0269(5) Uani d . 1 . .
H H20 0.8743 0.8627 0.3874 0.032 Uiso calc R 1 . .
C C21 0.8287(2) 0.71443(17) 0.41270(8) 0.0244(5) Uani d . 1 . .
H H21 0.8793 0.6708 0.4370 0.029 Uiso calc R 1 . .
C C22 0.7221(2) 0.64828(17) 0.36250(9) 0.0259(5) Uani d . 1 . .
H H22 0.7171 0.5702 0.3606 0.031 Uiso calc R 1 . .
C C23 0.6562(3) 0.70290(19) 0.41385(9) 0.0303(5) Uani d . 1 . .
C C24 0.5926(3) 0.6299(2) 0.45425(10) 0.0448(7) Uani d . 1 . .
H H24A 0.5974 0.6705 0.4916 0.067 Uiso calc R 1 . .
H H24B 0.6521 0.5721 0.4555 0.067 Uiso calc R 1 . .
H H24C 0.4880 0.6008 0.4412 0.067 Uiso calc R 1 . .
C C25 0.5733(3) 0.7977(2) 0.40975(11) 0.0436(7) Uani d . 1 . .
H H25A 0.6130 0.8366 0.3811 0.065 Uiso calc R 1 . .
H H25B 0.5878 0.8441 0.4457 0.065 Uiso calc R 1 . .
H H25C 0.4659 0.7730 0.3998 0.065 Uiso calc R 1 . .
C C26 0.7118(2) 0.68547(17) 0.30611(9) 0.0252(5) Uani d . 1 . .
C C27 0.6653(3) 0.62123(17) 0.20348(8) 0.0257(5) Uani d . 1 . .
C C28 0.7859(3) 0.68320(19) 0.18391(10) 0.0328(6) Uani d . 1 . .
H H28 0.8687 0.7173 0.2093 0.039 Uiso calc R 1 . .
C C29 0.7843(3) 0.6947(2) 0.12749(10) 0.0420(7) Uani d . 1 . .
H H29 0.8658 0.7366 0.1152 0.050 Uiso calc R 1 . .
C C30 0.6631(4) 0.6448(2) 0.08916(10) 0.0480(7) Uani d . 1 . .
C C31 0.5446(3) 0.5821(2) 0.10882(10) 0.0421(7) Uani d . 1 . .
H H31 0.4635 0.5471 0.0829 0.050 Uiso calc R 1 . .
C C32 0.5411(3) 0.56908(18) 0.16563(9) 0.0292(5) Uani d . 1 . .
C C33 0.4088(3) 0.5011(2) 0.18502(10) 0.0374(6) Uani d . 1 . .
H H33A 0.3261 0.4846 0.1552 0.056 Uiso calc R 1 . .
H H33B 0.3752 0.5398 0.2181 0.056 Uiso calc R 1 . .
H H33C 0.4407 0.4355 0.1941 0.056 Uiso calc R 1 . .
C C34 0.6602(5) 0.6578(3) 0.02673(11) 0.0816(12) Uani d . 1 . .
H H34A 0.6963 0.7313 0.0236 0.122 Uiso calc R 1 . .
H H34B 0.5573 0.6384 0.0089 0.122 Uiso calc R 1 . .
H H34C 0.7253 0.6118 0.0083 0.122 Uiso calc R 1 . .
C C35 0.1473(3) 0.4760(2) 0.39733(11) 0.0382(6) Uani d . 1 . .
C C36 0.2059(3) 0.37096(18) 0.39228(9) 0.0286(5) Uani d . 1 . .
C C37 0.3284(2) 0.35039(18) 0.36670(9) 0.0281(5) Uani d . 1 . .
H H37 0.3838 0.4066 0.3526 0.034 Uiso calc R 1 . .
C C38 0.3833(2) 0.24578(17) 0.35896(9) 0.0251(5) Uani d . 1 . .
H H38 0.3056 0.1848 0.3620 0.030 Uiso calc R 1 . .
C C39 0.4964(2) 0.22032(17) 0.31554(8) 0.0248(5) Uani d . 1 . .
H H39 0.4778 0.1458 0.2960 0.030 Uiso calc R 1 . .
C C40 0.5456(2) 0.23111(17) 0.37855(9) 0.0253(5) Uani d . 1 . .
C C41 0.6566(3) 0.32675(19) 0.40892(9) 0.0312(6) Uani d . 1 . .
H H41A 0.7597 0.3142 0.4039 0.047 Uiso calc R 1 . .
H H41B 0.6430 0.3366 0.4487 0.047 Uiso calc R 1 . .
H H41C 0.6377 0.3901 0.3934 0.047 Uiso calc R 1 . .
C C42 0.5648(3) 0.12680(19) 0.40059(10) 0.0342(6) Uani d . 1 . .
H H42A 0.4944 0.0690 0.3786 0.051 Uiso calc R 1 . .
H H42B 0.5443 0.1331 0.4397 0.051 Uiso calc R 1 . .
H H42C 0.6678 0.1123 0.3974 0.051 Uiso calc R 1 . .
C C43 0.5625(2) 0.29966(18) 0.28017(9) 0.0243(5) Uani d . 1 . .
C C44 0.6903(3) 0.30899(18) 0.19294(9) 0.0287(5) Uani d . 1 . .
C C45 0.8212(3) 0.38029(19) 0.21508(10) 0.0346(6) Uani d . 1 . .
H H45 0.8484 0.3942 0.2541 0.042 Uiso calc R 1 . .
C C46 0.9112(3) 0.4306(2) 0.17886(11) 0.0428(7) Uani d . 1 . .
H H46 0.9974 0.4794 0.1940 0.051 Uiso calc R 1 . .
C C47 0.8754(3) 0.4096(2) 0.12100(12) 0.0463(7) Uani d . 1 . .
C C48 0.7443(3) 0.3385(2) 0.09992(11) 0.0472(7) Uani d . 1 . .
H H48 0.7186 0.3246 0.0608 0.057 Uiso calc R 1 . .
C C49 0.6486(3) 0.28675(19) 0.13466(10) 0.0356(6) Uani d . 1 . .
C C50 0.5068(3) 0.2126(2) 0.10972(10) 0.0509(8) Uani d . 1 . .
H H50A 0.4967 0.1504 0.1285 0.076 Uiso calc R 1 . .
H H50B 0.5131 0.1907 0.0699 0.076 Uiso calc R 1 . .
H H50C 0.4192 0.2491 0.1146 0.076 Uiso calc R 1 . .
C C51 0.9757(4) 0.4620(3) 0.08105(13) 0.0714(10) Uani d . 1 . .
H H51A 1.0371 0.5260 0.1014 0.107 Uiso calc R 1 . .
H H51B 0.9124 0.4802 0.0504 0.107 Uiso calc R 1 . .
H H51C 1.0414 0.4128 0.0660 0.107 Uiso calc R 1 . .
H H1A 0.676(3) 0.8827(14) 0.2518(9) 0.039(7) Uiso d D 1 . .
H H2A 0.638(3) 0.5393(11) 0.2698(10) 0.041(7) Uiso d D 1 . .
H H3A 0.574(3) 0.1820(9) 0.2195(10) 0.045(8) Uiso d D 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
C9 N1 C10 . . 122.98(19) ?
C9 N1 H1A . . 115.2(16) ?
C10 N1 H1A . . 121.3(16) ?
C26 N2 C27 . . 124.14(18) ?
C26 N2 H2A . . 116.9(16) ?
C27 N2 H2A . . 118.9(16) ?
C43 N3 C44 . . 124.30(19) ?
C43 N3 H3A . . 119.3(16) ?
C44 N3 H3A . . 116.4(16) ?
F3' C1 F1' . . 111.1(7) ?
F3' C1 F2 . . 83.6(6) ?
F1' C1 F2 . . 123.1(8) ?
F3' C1 F1 . . 129.4(7) ?
F1' C1 F1 . . 22.7(7) ?
F2 C1 F1 . . 107.4(5) ?
F3' C1 F3 . . 27.2(6) ?
F1' C1 F3 . . 84.6(6) ?
F2 C1 F3 . . 103.2(5) ?
F1 C1 F3 . . 104.9(5) ?
F3' C1 F2' . . 109.1(8) ?
F1' C1 F2' . . 105.9(8) ?
F2 C1 F2' . . 26.4(6) ?
F1 C1 F2' . . 85.8(7) ?
F3 C1 F2' . . 124.4(7) ?
F3' C1 C2 . . 107.5(7) ?
F1' C1 C2 . . 112.6(7) ?
F2 C1 C2 . . 114.1(4) ?
F1 C1 C2 . . 111.6(5) ?
F3 C1 C2 . . 114.8(4) ?
F2' C1 C2 . . 110.6(6) ?
C3 C2 C1 . . 124.7(3) ?
C3 C2 Cl1' . . 114.3(3) ?
C1 C2 Cl1' . . 116.7(2) ?
C3 C2 Cl1 . . 124.4(2) ?
C1 C2 Cl1 . . 110.2(2) ?
Cl1' C2 Cl1 . . 32.3(3) ?
C2 C3 C4 . . 125.0(2) ?
C2 C3 H3 . . 117.5 ?
C4 C3 H3 . . 117.5 ?
C3 C4 C6 . . 122.1(2) ?
C3 C4 C5 . . 119.69(19) ?
C6 C4 C5 . . 59.57(14) ?
C3 C4 H4 . . 114.8 ?
C6 C4 H4 . . 114.8 ?
C5 C4 H4 . . 114.8 ?
C9 C5 C6 . . 124.1(2) ?
C9 C5 C4 . . 120.18(18) ?
C6 C5 C4 . . 59.09(15) ?
C9 C5 H5 . . 114.2 ?
C6 C5 H5 . . 114.2 ?
C4 C5 H5 . . 114.2 ?
C7 C6 C4 . . 119.8(2) ?
C7 C6 C8 . . 114.0(2) ?
C4 C6 C8 . . 116.0(2) ?
C7 C6 C5 . . 120.94(19) ?
C4 C6 C5 . . 61.34(15) ?
C8 C6 C5 . . 114.9(2) ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C6 C8 H8A . . 109.5 ?
C6 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C6 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O1 C9 N1 . . 122.2(2) ?
O1 C9 C5 . . 124.4(2) ?
N1 C9 C5 . . 113.4(2) ?
C11 C10 C15 . . 120.8(2) ?
C11 C10 N1 . . 119.1(2) ?
C15 C10 N1 . . 120.1(2) ?
C12 C11 C10 . . 120.3(2) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C11 C12 C13 . . 120.6(2) ?
C11 C12 H12 . . 119.7 ?
C13 C12 H12 . . 119.7 ?
C14 C13 C12 . . 118.0(2) ?
C14 C13 C17 . . 121.0(2) ?
C12 C13 C17 . . 121.0(2) ?
C13 C14 C15 . . 123.0(2) ?
C13 C14 H14 . . 118.5 ?
C15 C14 H14 . . 118.5 ?
C14 C15 C10 . . 117.1(2) ?
C14 C15 C16 . . 120.9(2) ?
C10 C15 C16 . . 122.0(2) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C13 C17 H17A . . 109.5 ?
C13 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C13 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
F6 C18 F5 . . 107.1(2) ?
F6 C18 F4 . . 106.2(2) ?
F5 C18 F4 . . 105.6(2) ?
F6 C18 C19 . . 112.3(2) ?
F5 C18 C19 . . 112.8(2) ?
F4 C18 C19 . . 112.3(2) ?
C20 C19 C18 . . 123.9(2) ?
C20 C19 Cl2 . . 123.72(18) ?
C18 C19 Cl2 . . 112.34(18) ?
C19 C20 C21 . . 125.4(2) ?
C19 C20 H20 . . 117.3 ?
C21 C20 H20 . . 117.3 ?
C20 C21 C23 . . 121.1(2) ?
C20 C21 C22 . . 123.12(17) ?
C23 C21 C22 . . 59.62(14) ?
C20 C21 H21 . . 114.1 ?
C23 C21 H21 . . 114.1 ?
C22 C21 H21 . . 114.1 ?
C26 C22 C23 . . 123.0(2) ?
C26 C22 C21 . . 120.64(17) ?
C23 C22 C21 . . 59.53(14) ?
C26 C22 H22 . . 114.3 ?
C23 C22 H22 . . 114.3 ?
C21 C22 H22 . . 114.3 ?
C25 C23 C21 . . 120.5(2) ?
C25 C23 C22 . . 120.9(2) ?
C21 C23 C22 . . 60.85(14) ?
C25 C23 C24 . . 113.8(2) ?
C21 C23 C24 . . 114.8(2) ?
C22 C23 C24 . . 116.1(2) ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
O2 C26 N2 . . 122.58(19) ?
O2 C26 C22 . . 123.05(19) ?
N2 C26 C22 . . 114.37(18) ?
C28 C27 C32 . . 120.00(19) ?
C28 C27 N2 . . 120.8(2) ?
C32 C27 N2 . . 119.17(19) ?
C29 C28 C27 . . 120.9(2) ?
C29 C28 H28 . . 119.6 ?
C27 C28 H28 . . 119.6 ?
C28 C29 C30 . . 120.5(2) ?
C28 C29 H29 . . 119.8 ?
C30 C29 H29 . . 119.8 ?
C29 C30 C31 . . 118.3(2) ?
C29 C30 C34 . . 120.7(3) ?
C31 C30 C34 . . 121.0(3) ?
C30 C31 C32 . . 123.1(2) ?
C30 C31 H31 . . 118.5 ?
C32 C31 H31 . . 118.5 ?
C31 C32 C27 . . 117.3(2) ?
C31 C32 C33 . . 121.1(2) ?
C27 C32 C33 . . 121.65(19) ?
C32 C33 H33A . . 109.5 ?
C32 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C32 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C30 C34 H34A . . 109.5 ?
C30 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C30 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
F8 C35 F9 . . 106.8(2) ?
F8 C35 F7 . . 106.5(2) ?
F9 C35 F7 . . 106.4(2) ?
F8 C35 C36 . . 112.3(2) ?
F9 C35 C36 . . 112.2(2) ?
F7 C35 C36 . . 112.2(2) ?
C37 C36 C35 . . 124.3(2) ?
C37 C36 Cl3 . . 123.44(19) ?
C35 C36 Cl3 . . 112.24(17) ?
C36 C37 C38 . . 125.0(2) ?
C36 C37 H37 . . 117.5 ?
C38 C37 H37 . . 117.5 ?
C37 C38 C40 . . 122.90(19) ?
C37 C38 C39 . . 121.05(18) ?
C40 C38 C39 . . 59.66(14) ?
C37 C38 H38 . . 114.2 ?
C40 C38 H38 . . 114.2 ?
C39 C38 H38 . . 114.2 ?
C43 C39 C40 . . 121.59(18) ?
C43 C39 C38 . . 123.25(19) ?
C40 C39 C38 . . 59.84(14) ?
C43 C39 H39 . . 113.9 ?
C40 C39 H39 . . 113.9 ?
C38 C39 H39 . . 113.9 ?
C41 C40 C39 . . 121.13(18) ?
C41 C40 C42 . . 113.58(19) ?
C39 C40 C42 . . 115.55(19) ?
C41 C40 C38 . . 119.7(2) ?
C39 C40 C38 . . 60.50(14) ?
C42 C40 C38 . . 116.51(18) ?
C40 C41 H41A . . 109.5 ?
C40 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
C40 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
C40 C42 H42A . . 109.5 ?
C40 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
C40 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
O3 C43 N3 . . 123.50(19) ?
O3 C43 C39 . . 123.32(19) ?
N3 C43 C39 . . 113.15(19) ?
C45 C44 C49 . . 120.8(2) ?
C45 C44 N3 . . 119.6(2) ?
C49 C44 N3 . . 119.5(2) ?
C46 C45 C44 . . 119.8(2) ?
C46 C45 H45 . . 120.1 ?
C44 C45 H45 . . 120.1 ?
C47 C46 C45 . . 121.2(3) ?
C47 C46 H46 . . 119.4 ?
C45 C46 H46 . . 119.4 ?
C46 C47 C48 . . 118.0(2) ?
C46 C47 C51 . . 121.5(3) ?
C48 C47 C51 . . 120.6(3) ?
C47 C48 C49 . . 123.1(2) ?
C47 C48 H48 . . 118.5 ?
C49 C48 H48 . . 118.5 ?
C44 C49 C48 . . 117.1(2) ?
C44 C49 C50 . . 122.1(2) ?
C48 C49 C50 . . 120.8(2) ?
C49 C50 H50A . . 109.5 ?
C49 C50 H50B . . 109.5 ?
H50A C50 H50B . . 109.5 ?
C49 C50 H50C . . 109.5 ?
H50A C50 H50C . . 109.5 ?
H50B C50 H50C . . 109.5 ?
C47 C51 H51A . . 109.5 ?
C47 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
C47 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
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 C2 . 1.748(3) ?
Cl1' C2 . 1.717(4) ?
Cl2 C19 . 1.725(2) ?
Cl3 C36 . 1.732(2) ?
F1 C1 . 1.332(6) ?
F2 C1 . 1.327(6) ?
F3 C1 . 1.364(6) ?
F1' C1 . 1.318(8) ?
F2' C1 . 1.365(8) ?
F3' C1 . 1.306(8) ?
F4 C18 . 1.344(3) ?
F5 C18 . 1.336(3) ?
F6 C18 . 1.328(3) ?
F7 C35 . 1.342(3) ?
F8 C35 . 1.337(3) ?
F9 C35 . 1.339(3) ?
O1 C9 . 1.238(3) ?
O2 C26 . 1.238(2) ?
O3 C43 . 1.237(3) ?
N1 C9 . 1.347(3) ?
N1 C10 . 1.433(3) ?
N1 H1A . 0.897(10) ?
N2 C26 . 1.352(3) ?
N2 C27 . 1.428(3) ?
N2 H2A . 0.905(10) ?
N3 C43 . 1.344(3) ?
N3 C44 . 1.435(3) ?
N3 H3A . 0.897(10) ?
C1 C2 . 1.489(4) ?
C2 C3 . 1.303(3) ?
C3 C4 . 1.474(3) ?
C3 H3 . 0.9300 ?
C4 C6 . 1.509(3) ?
C4 C5 . 1.544(3) ?
C4 H4 . 0.9800 ?
C5 C9 . 1.485(3) ?
C5 C6 . 1.517(3) ?
C5 H5 . 0.9800 ?
C6 C7 . 1.508(3) ?
C6 C8 . 1.516(3) ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C10 C11 . 1.389(3) ?
C10 C15 . 1.397(3) ?
C11 C12 . 1.380(3) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.389(4) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.387(4) ?
C13 C17 . 1.514(3) ?
C14 C15 . 1.394(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.490(3) ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C18 C19 . 1.478(3) ?
C19 C20 . 1.320(3) ?
C20 C21 . 1.456(3) ?
C20 H20 . 0.9300 ?
C21 C23 . 1.517(3) ?
C21 C22 . 1.537(3) ?
C21 H21 . 0.9800 ?
C22 C26 . 1.489(3) ?
C22 C23 . 1.518(3) ?
C22 H22 . 0.9800 ?
C23 C25 . 1.500(4) ?
C23 C24 . 1.519(3) ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C27 C28 . 1.391(3) ?
C27 C32 . 1.395(3) ?
C28 C29 . 1.376(3) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.376(4) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.384(4) ?
C30 C34 . 1.522(4) ?
C31 C32 . 1.392(3) ?
C31 H31 . 0.9300 ?
C32 C33 . 1.503(3) ?
C33 H33A . 0.9600 ?
C33 H33B . 0.9600 ?
C33 H33C . 0.9600 ?
C34 H34A . 0.9600 ?
C34 H34B . 0.9600 ?
C34 H34C . 0.9600 ?
C35 C36 . 1.486(3) ?
C36 C37 . 1.324(3) ?
C37 C38 . 1.465(3) ?
C37 H37 . 0.9300 ?
C38 C40 . 1.519(3) ?
C38 C39 . 1.529(3) ?
C38 H38 . 0.9800 ?
C39 C43 . 1.494(3) ?
C39 C40 . 1.516(3) ?
C39 H39 . 0.9800 ?
C40 C41 . 1.512(3) ?
C40 C42 . 1.516(3) ?
C41 H41A . 0.9600 ?
C41 H41B . 0.9600 ?
C41 H41C . 0.9600 ?
C42 H42A . 0.9600 ?
C42 H42B . 0.9600 ?
C42 H42C . 0.9600 ?
C44 C45 . 1.390(3) ?
C44 C49 . 1.391(3) ?
C45 C46 . 1.385(3) ?
C45 H45 . 0.9300 ?
C46 C47 . 1.374(4) ?
C46 H46 . 0.9300 ?
C47 C48 . 1.384(4) ?
C47 C51 . 1.516(3) ?
C48 C49 . 1.398(3) ?
C48 H48 . 0.9300 ?
C49 C50 . 1.492(4) ?
C50 H50A . 0.9600 ?
C50 H50B . 0.9600 ?
C50 H50C . 0.9600 ?
C51 H51A . 0.9600 ?
C51 H51B . 0.9600 ?
C51 H51C . 0.9600 ?
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
N1 H1A O2 . 0.897(10) 1.950(11) 2.840(2) 171(2)
N2 H2A O3 . 0.91 1.99 2.893(2) 173.5
N3 H3A O1 1_545 0.90 2.10 2.980(2) 166.5
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
F3' C1 C2 C3 . . . . -137.2(10) ?
F1' C1 C2 C3 . . . . -14.5(11) ?
F2 C1 C2 C3 . . . . 132.1(7) ?
F1 C1 C2 C3 . . . . 10.0(7) ?
F3 C1 C2 C3 . . . . -109.1(8) ?
F2' C1 C2 C3 . . . . 103.8(11) ?
F3' C1 C2 Cl1' . . . . 67.7(11) ?
F1' C1 C2 Cl1' . . . . -169.6(11) ?
F2 C1 C2 Cl1' . . . . -23.0(8) ?
F1 C1 C2 Cl1' . . . . -145.1(8) ?
F3 C1 C2 Cl1' . . . . 95.8(9) ?
F2' C1 C2 Cl1' . . . . -51.4(12) ?
F3' C1 C2 Cl1 . . . . 33.0(10) ?
F1' C1 C2 Cl1 . . . . 155.8(10) ?
F2 C1 C2 Cl1 . . . . -57.7(7) ?
F1 C1 C2 Cl1 . . . . -179.7(6) ?
F3 C1 C2 Cl1 . . . . 61.2(8) ?
F2' C1 C2 Cl1 . . . . -86.0(11) ?
C1 C2 C3 C4 . . . . -179.3(2) ?
Cl1' C2 C3 C4 . . . . -23.7(5) ?
Cl1 C2 C3 C4 . . . . 11.8(5) ?
C2 C3 C4 C6 . . . . -168.2(3) ?
C2 C3 C4 C5 . . . . 121.1(3) ?
C3 C4 C5 C9 . . . . -2.0(3) ?
C6 C4 C5 C9 . . . . -114.0(2) ?
C3 C4 C5 C6 . . . . 112.0(3) ?
C3 C4 C6 C7 . . . . 3.2(3) ?
C5 C4 C6 C7 . . . . 111.2(2) ?
C3 C4 C6 C8 . . . . 146.5(2) ?
C5 C4 C6 C8 . . . . -105.5(2) ?
C3 C4 C6 C5 . . . . -108.0(2) ?
C9 C5 C6 C7 . . . . -1.9(3) ?
C4 C5 C6 C7 . . . . -109.5(2) ?
C9 C5 C6 C4 . . . . 107.6(2) ?
C9 C5 C6 C8 . . . . -145.1(2) ?
C4 C5 C6 C8 . . . . 107.3(2) ?
C10 N1 C9 O1 . . . . -5.1(3) ?
C10 N1 C9 C5 . . . . 173.88(19) ?
C6 C5 C9 O1 . . . . -37.7(3) ?
C4 C5 C9 O1 . . . . 33.3(3) ?
C6 C5 C9 N1 . . . . 143.3(2) ?
C4 C5 C9 N1 . . . . -145.6(2) ?
C9 N1 C10 C11 . . . . 111.4(3) ?
C9 N1 C10 C15 . . . . -71.4(3) ?
C15 C10 C11 C12 . . . . -1.2(4) ?
N1 C10 C11 C12 . . . . 176.0(2) ?
C10 C11 C12 C13 . . . . -0.2(4) ?
C11 C12 C13 C14 . . . . 1.7(4) ?
C11 C12 C13 C17 . . . . -177.0(2) ?
C12 C13 C14 C15 . . . . -1.8(4) ?
C17 C13 C14 C15 . . . . 176.9(2) ?
C13 C14 C15 C10 . . . . 0.4(4) ?
C13 C14 C15 C16 . . . . -179.8(2) ?
C11 C10 C15 C14 . . . . 1.1(4) ?
N1 C10 C15 C14 . . . . -176.1(2) ?
C11 C10 C15 C16 . . . . -178.7(2) ?
N1 C10 C15 C16 . . . . 4.1(4) ?
F6 C18 C19 C20 . . . . -2.9(4) ?
F5 C18 C19 C20 . . . . 118.3(3) ?
F4 C18 C19 C20 . . . . -122.5(3) ?
F6 C18 C19 Cl2 . . . . 178.17(18) ?
F5 C18 C19 Cl2 . . . . -60.7(3) ?
F4 C18 C19 Cl2 . . . . 58.5(2) ?
C18 C19 C20 C21 . . . . -175.4(2) ?
Cl2 C19 C20 C21 . . . . 3.4(3) ?
C19 C20 C21 C23 . . . . 143.6(2) ?
C19 C20 C21 C22 . . . . -144.6(2) ?
C20 C21 C22 C26 . . . . 3.2(3) ?
C23 C21 C22 C26 . . . . 112.7(2) ?
C20 C21 C22 C23 . . . . -109.5(3) ?
C20 C21 C23 C25 . . . . 2.0(3) ?
C22 C21 C23 C25 . . . . -110.7(2) ?
C20 C21 C23 C22 . . . . 112.7(2) ?
C20 C21 C23 C24 . . . . -140.0(2) ?
C22 C21 C23 C24 . . . . 107.3(2) ?
C26 C22 C23 C25 . . . . 1.2(3) ?
C21 C22 C23 C25 . . . . 110.1(2) ?
C26 C22 C23 C21 . . . . -108.8(2) ?
C26 C22 C23 C24 . . . . 146.1(2) ?
C21 C22 C23 C24 . . . . -105.1(2) ?
C27 N2 C26 O2 . . . . 5.7(4) ?
C27 N2 C26 C22 . . . . -174.6(2) ?
C23 C22 C26 O2 . . . . 44.6(3) ?
C21 C22 C26 O2 . . . . -26.9(3) ?
C23 C22 C26 N2 . . . . -135.1(2) ?
C21 C22 C26 N2 . . . . 153.5(2) ?
C26 N2 C27 C28 . . . . 46.4(3) ?
C26 N2 C27 C32 . . . . -136.8(2) ?
C32 C27 C28 C29 . . . . 0.5(4) ?
N2 C27 C28 C29 . . . . 177.3(2) ?
C27 C28 C29 C30 . . . . -0.2(4) ?
C28 C29 C30 C31 . . . . -0.7(4) ?
C28 C29 C30 C34 . . . . 179.7(3) ?
C29 C30 C31 C32 . . . . 1.3(4) ?
C34 C30 C31 C32 . . . . -179.1(3) ?
C30 C31 C32 C27 . . . . -1.0(4) ?
C30 C31 C32 C33 . . . . 179.3(3) ?
C28 C27 C32 C31 . . . . 0.0(3) ?
N2 C27 C32 C31 . . . . -176.8(2) ?
C28 C27 C32 C33 . . . . 179.8(2) ?
N2 C27 C32 C33 . . . . 3.0(3) ?
F8 C35 C36 C37 . . . . -119.2(2) ?
F9 C35 C36 C37 . . . . 1.1(3) ?
F7 C35 C36 C37 . . . . 120.9(2) ?
F8 C35 C36 Cl3 . . . . 60.5(2) ?
F9 C35 C36 Cl3 . . . . -179.19(16) ?
F7 C35 C36 Cl3 . . . . -59.5(2) ?
C35 C36 C37 C38 . . . . -176.9(2) ?
Cl3 C36 C37 C38 . . . . 3.5(3) ?
C36 C37 C38 C40 . . . . -125.4(2) ?
C36 C37 C38 C39 . . . . 162.8(2) ?
C37 C38 C39 C43 . . . . 2.4(3) ?
C40 C38 C39 C43 . . . . -110.1(2) ?
C37 C38 C39 C40 . . . . 112.5(2) ?
C43 C39 C40 C41 . . . . 3.9(3) ?
C38 C39 C40 C41 . . . . -108.9(2) ?
C43 C39 C40 C42 . . . . -139.9(2) ?
C38 C39 C40 C42 . . . . 107.3(2) ?
C43 C39 C40 C38 . . . . 112.8(2) ?
C37 C38 C40 C41 . . . . 1.7(3) ?
C39 C38 C40 C41 . . . . 111.2(2) ?
C37 C38 C40 C39 . . . . -109.5(2) ?
C37 C38 C40 C42 . . . . 144.8(2) ?
C39 C38 C40 C42 . . . . -105.8(2) ?
C44 N3 C43 O3 . . . . 9.0(4) ?
C44 N3 C43 C39 . . . . -169.05(19) ?
C40 C39 C43 O3 . . . . -43.1(3) ?
C38 C39 C43 O3 . . . . 29.3(3) ?
C40 C39 C43 N3 . . . . 134.9(2) ?
C38 C39 C43 N3 . . . . -152.7(2) ?
C43 N3 C44 C45 . . . . 45.3(3) ?
C43 N3 C44 C49 . . . . -138.2(2) ?
C49 C44 C45 C46 . . . . 0.4(4) ?
N3 C44 C45 C46 . . . . 176.9(2) ?
C44 C45 C46 C47 . . . . -1.4(4) ?
C45 C46 C47 C48 . . . . 1.6(4) ?
C45 C46 C47 C51 . . . . -178.3(3) ?
C46 C47 C48 C49 . . . . -0.8(4) ?
C51 C47 C48 C49 . . . . 179.1(3) ?
C45 C44 C49 C48 . . . . 0.4(4) ?
N3 C44 C49 C48 . . . . -176.2(2) ?
C45 C44 C49 C50 . . . . -178.5(2) ?
N3 C44 C49 C50 . . . . 5.0(4) ?
C47 C48 C49 C44 . . . . -0.2(4) ?
C47 C48 C49 C50 . . . . 178.7(3) ?
