#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/51/2225195.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_2225195
loop_
_publ_author_name
'Fun, Hoong-Kun'
'Hemamalini, Madhukar'
'Samshuddin, S.'
'Narayana, B.'
'Yathirajan, H. S.'
_publ_section_title
;
 1-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
;
_journal_coeditor_code           CI5026
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o582
_journal_page_last               o583
_journal_paper_doi               10.1107/S1600536810004435
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C17 H14 F2 N2 O'
_chemical_formula_moiety         'C17 H14 F2 N2 O'
_chemical_formula_sum            'C17 H14 F2 N2 O'
_chemical_formula_weight         300.30
_chemical_name_systematic
;
1-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
;
_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                102.8800(10)
_cell_angle_beta                 97.9410(10)
_cell_angle_gamma                96.3730(10)
_cell_formula_units_Z            6
_cell_length_a                   7.14470(10)
_cell_length_b                   17.2332(3)
_cell_length_c                   18.4871(4)
_cell_measurement_reflns_used    8334
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.96
_cell_measurement_theta_min      2.85
_cell_volume                     2173.86(7)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type
;
Bruker SMART APEXII CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0492
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            40717
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.15
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.9781
_exptl_absorpt_correction_T_min  0.9599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.221
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     726
_refine_ls_number_reflns         12544
_refine_ls_number_restraints     510
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1513
_refine_ls_R_factor_gt           0.0779
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1087P)²+0.1919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1951
_refine_ls_wR_factor_ref         0.2419
_reflns_number_gt                6078
_reflns_number_total             12544
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci5026.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_database_code               2225195
_cod_database_fobs_code          2225195
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
F F2A 0.4613(3) 0.09609(11) 0.49187(11) 0.1240(6) Uani d . 1 A .
O O1A 0.9145(2) -0.05242(8) 0.25336(9) 0.0730(5) Uani d . 1 A .
N N1A 0.9407(2) 0.11515(8) 0.17523(8) 0.0456(4) Uani d . 1 A .
N N2A 0.9414(2) 0.06841(9) 0.22753(8) 0.0512(4) Uani d . 1 A .
F F1A 1.1097(13) 0.42500(19) 0.0516(2) 0.0741(14) Uani d PDU 0.72(2) A 1
C C1A 1.1010(14) 0.3317(5) 0.2059(4) 0.0436(16) Uani d PDU 0.72(2) A 1
H H1AA 1.1266 0.3456 0.2583 0.052 Uiso calc PR 0.72(2) A 1
C C2A 1.1175(13) 0.3910(4) 0.1671(3) 0.0483(15) Uani d PDU 0.72(2) A 1
H H2AA 1.1474 0.4451 0.1922 0.058 Uiso calc PR 0.72(2) A 1
C C3A 1.0883(11) 0.3676(3) 0.0906(3) 0.0477(12) Uani d PDU 0.72(2) A 1
C C4A 1.0423(10) 0.2887(3) 0.0501(3) 0.0489(11) Uani d PDU 0.72(2) A 1
H H4AA 1.0252 0.2754 -0.0022 0.059 Uiso calc PR 0.72(2) A 1
C C5A 1.0224(9) 0.2300(4) 0.0894(4) 0.0431(11) Uani d PDU 0.72(2) A 1
H H5AA 0.9927 0.1761 0.0636 0.052 Uiso calc PR 0.72(2) A 1
C C6A 1.0466(13) 0.2513(4) 0.1680(4) 0.0364(12) Uani d PDU 0.72(2) A 1
F F1X 1.002(4) 0.4294(6) 0.0552(7) 0.097(5) Uani d PDU 0.28(2) A 2
C C1X 1.055(3) 0.3297(12) 0.2090(11) 0.041(4) Uani d PDU 0.28(2) A 2
H H1XA 1.0806 0.3444 0.2614 0.050 Uiso calc PR 0.28(2) A 2
C C2X 1.062(3) 0.3898(12) 0.1703(9) 0.052(4) Uani d PDU 0.28(2) A 2
H H2XA 1.1014 0.4432 0.1964 0.062 Uiso calc PR 0.28(2) A 2
C C3X 1.011(3) 0.3712(8) 0.0948(8) 0.061(4) Uani d PDU 0.28(2) A 2
C C4X 0.966(4) 0.2924(8) 0.0541(9) 0.071(4) Uani d PDU 0.28(2) A 2
H H4XA 0.9397 0.2791 0.0018 0.086 Uiso calc PR 0.28(2) A 2
C C5X 0.962(4) 0.2339(10) 0.0943(10) 0.066(5) Uani d PDU 0.28(2) A 2
H H5XA 0.9226 0.1810 0.0671 0.079 Uiso calc PR 0.28(2) A 2
C C6X 1.012(4) 0.2471(11) 0.1724(11) 0.054(5) Uani d PDU 0.28(2) A 2
C C7A 1.0168(3) 0.18737(10) 0.21017(10) 0.0451(4) Uani d . 1 . .
C C8A 1.0795(3) 0.19916(12) 0.29317(11) 0.0615(6) Uani d . 1 A .
H H8AA 1.0170 0.2399 0.3218 0.074 Uiso calc R 1 . .
H H8AB 1.2168 0.2143 0.3071 0.074 Uiso calc R 1 . .
C C9A 1.0154(3) 0.11514(11) 0.30573(10) 0.0550(5) Uani d . 1 . .
H H9AA 1.1276 0.0937 0.3258 0.066 Uiso calc R 1 A .
C C10A 0.8666(3) 0.11110(11) 0.35581(10) 0.0523(5) Uani d . 1 A .
C C11A 0.8752(3) 0.06103(12) 0.40491(12) 0.0629(6) Uani d . 1 . .
H H11A 0.9747 0.0307 0.4076 0.075 Uiso calc R 1 A .
C C12A 0.7375(4) 0.05556(14) 0.45006(14) 0.0797(7) Uani d . 1 A .
H H12A 0.7432 0.0215 0.4827 0.096 Uiso calc R 1 . .
C C13A 0.5947(4) 0.10047(15) 0.44597(15) 0.0770(7) Uani d . 1 . .
C C14A 0.5789(3) 0.15065(14) 0.39909(13) 0.0708(6) Uani d . 1 A .
H H14A 0.4783 0.1805 0.3973 0.085 Uiso calc R 1 . .
C C15A 0.7175(3) 0.15619(12) 0.35381(11) 0.0613(6) Uani d . 1 . .
H H15A 0.7102 0.1907 0.3217 0.074 Uiso calc R 1 A .
C C16A 0.8997(3) -0.01320(11) 0.20599(11) 0.0527(5) Uani d . 1 . .
C C17A 0.8353(3) -0.04987(11) 0.12432(12) 0.0621(6) Uani d . 1 A .
H H17A 0.8408 -0.1066 0.1142 0.093 Uiso calc R 1 . .
H H17B 0.9171 -0.0255 0.0960 0.093 Uiso calc R 1 . .
H H17C 0.7064 -0.0412 0.1100 0.093 Uiso calc R 1 . .
F F1B 0.6346(2) -0.09751(7) 0.94366(8) 0.0912(5) Uani d . 1 . .
F F2B 1.2124(3) 0.23406(10) 0.50335(11) 0.1207(6) Uani d . 1 . .
O O1B 0.7863(3) 0.38636(8) 0.74826(9) 0.0774(5) Uani d . 1 . .
N N1B 0.7612(2) 0.21708(8) 0.82439(8) 0.0474(4) Uani d . 1 . .
N N2B 0.7549(2) 0.26485(9) 0.77306(9) 0.0544(4) Uani d . 1 . .
C C1B 0.5996(3) 0.00176(11) 0.79147(11) 0.0512(5) Uani d . 1 . .
H H1BA 0.5638 -0.0110 0.7394 0.061 Uiso calc R 1 . .
C C2B 0.5897(3) -0.05886(11) 0.82958(12) 0.0572(5) Uani d . 1 . .
H H2BA 0.5488 -0.1122 0.8038 0.069 Uiso calc R 1 . .
C C3B 0.6414(3) -0.03835(11) 0.90579(12) 0.0575(5) Uani d . 1 . .
C C4B 0.6973(3) 0.03970(11) 0.94695(12) 0.0590(5) Uani d . 1 . .
H H4BA 0.7271 0.0518 0.9992 0.071 Uiso calc R 1 . .
C C5B 0.7078(3) 0.09941(11) 0.90838(11) 0.0516(5) Uani d . 1 . .
H H5BA 0.7458 0.1526 0.9351 0.062 Uiso calc R 1 . .
C C6B 0.6628(2) 0.08176(10) 0.83014(10) 0.0437(4) Uani d . 1 . .
C C7B 0.6789(3) 0.14553(11) 0.78974(10) 0.0458(4) Uani d . 1 . .
C C8B 0.6035(3) 0.13564(12) 0.70780(11) 0.0644(6) Uani d . 1 . .
H H8BA 0.4653 0.1229 0.6973 0.077 Uiso calc R 1 . .
H H8BB 0.6576 0.0938 0.6765 0.077 Uiso calc R 1 . .
C C9B 0.6710(3) 0.21961(12) 0.69536(11) 0.0564(5) Uani d . 1 . .
H H9BA 0.5599 0.2430 0.6773 0.068 Uiso calc R 1 . .
C C10B 0.8155(3) 0.22149(11) 0.64289(10) 0.0517(5) Uani d . 1 . .
C C11B 0.8024(3) 0.27024(12) 0.59256(11) 0.0616(5) Uani d . 1 . .
H H11B 0.7022 0.3002 0.5900 0.074 Uiso calc R 1 . .
C C12B 0.9375(4) 0.27470(14) 0.54602(13) 0.0791(7) Uani d . 1 . .
H H12B 0.9295 0.3077 0.5125 0.095 Uiso calc R 1 . .
C C13B 1.0813(4) 0.23014(14) 0.55029(14) 0.0749(7) Uani d . 1 . .
C C14B 1.1007(3) 0.18113(13) 0.59823(13) 0.0694(6) Uani d . 1 . .
H H14B 1.2015 0.1514 0.5998 0.083 Uiso calc R 1 . .
C C15B 0.9645(3) 0.17688(12) 0.64496(11) 0.0596(5) Uani d . 1 . .
H H15B 0.9741 0.1435 0.6781 0.071 Uiso calc R 1 . .
C C16B 0.8064(3) 0.34635(11) 0.79500(12) 0.0595(5) Uani d . 1 . .
C C17B 0.8895(4) 0.38121(11) 0.87589(12) 0.0752(7) Uani d . 1 . .
H H17D 0.9314 0.4378 0.8837 0.113 Uiso calc R 1 . .
H H17E 0.9964 0.3551 0.8896 0.113 Uiso calc R 1 . .
H H17F 0.7944 0.3731 0.9065 0.113 Uiso calc R 1 . .
F F2C 0.1119(3) 0.42973(11) 0.48513(12) 0.1249(6) Uani d . 1 B .
O O1C 0.6321(3) 0.28974(9) 0.26097(9) 0.0863(6) Uani d . 1 B .
N N1C 0.6015(2) 0.45434(8) 0.18017(8) 0.0458(4) Uani d . 1 B .
N N2C 0.6263(2) 0.40862(9) 0.23277(9) 0.0518(4) Uani d . 1 B .
F F1C 0.6000(10) 0.7682(4) 0.0556(5) 0.0767(13) Uani d PDU 0.67(2) B 1
C C1C 0.712(2) 0.6756(5) 0.2086(5) 0.0469(16) Uani d PDU 0.67(2) B 1
H H1CA 0.7713 0.6896 0.2588 0.056 Uiso calc PR 0.67(2) B 1
C C2C 0.6924(16) 0.7348(5) 0.1691(4) 0.0506(17) Uani d PDU 0.67(2) B 1
H H2CA 0.7318 0.7889 0.1926 0.061 Uiso calc PR 0.67(2) B 1
C C3C 0.6135(11) 0.7112(4) 0.0953(4) 0.0487(13) Uani d PDU 0.67(2) B 1
C C4C 0.5451(11) 0.6328(3) 0.0575(4) 0.0527(12) Uani d PDU 0.67(2) B 1
H H4CA 0.4924 0.6196 0.0067 0.063 Uiso calc PR 0.67(2) B 1
C C5C 0.5571(12) 0.5745(4) 0.0975(4) 0.0461(12) Uani d PDU 0.67(2) B 1
H H5CA 0.5068 0.5212 0.0741 0.055 Uiso calc PR 0.67(2) B 1
C C6C 0.6446(13) 0.5950(5) 0.1731(4) 0.0395(14) Uani d PDU 0.67(2) B 1
F F1Y 0.671(5) 0.7647(9) 0.0556(10) 0.123(6) Uani d PDU 0.33(2) B 2
C C1Y 0.718(5) 0.6637(12) 0.2093(10) 0.057(4) Uani d PDU 0.33(2) B 2
H H1YA 0.7473 0.6776 0.2615 0.068 Uiso calc PR 0.33(2) B 2
C C2Y 0.733(3) 0.7245(11) 0.1713(9) 0.056(4) Uani d PDU 0.33(2) B 2
H H2YA 0.7820 0.7771 0.1976 0.068 Uiso calc PR 0.33(2) B 2
C C3Y 0.676(3) 0.7066(8) 0.0951(9) 0.064(4) Uani d PDU 0.33(2) B 2
C C4Y 0.623(4) 0.6273(7) 0.0549(8) 0.075(4) Uani d PDU 0.33(2) B 2
H H4YA 0.5864 0.6145 0.0029 0.090 Uiso calc PR 0.33(2) B 2
C C5Y 0.626(3) 0.5680(8) 0.0937(8) 0.056(3) Uani d PDU 0.33(2) B 2
H H5YA 0.6051 0.5148 0.0660 0.068 Uiso calc PR 0.33(2) B 2
C C6Y 0.660(3) 0.5826(11) 0.1730(8) 0.057(4) Uani d PDU 0.33(2) B 2
C C7C 0.6597(2) 0.52828(10) 0.21396(10) 0.0450(4) Uani d . 1 . .
C C8C 0.7417(3) 0.54173(12) 0.29583(11) 0.0606(5) Uani d . 1 B .
H H8CA 0.6840 0.5823 0.3270 0.073 Uiso calc R 1 . .
H H8CB 0.8791 0.5577 0.3049 0.073 Uiso calc R 1 . .
C C9C 0.6887(3) 0.45806(11) 0.31055(11) 0.0552(5) Uani d . 1 . .
H H9CA 0.8033 0.4405 0.3337 0.066 Uiso calc R 1 B .
C C10C 0.5332(3) 0.45217(11) 0.35786(10) 0.0506(5) Uani d . 1 B .
C C11C 0.5377(3) 0.40019(12) 0.40562(11) 0.0615(5) Uani d . 1 . .
H H11C 0.6378 0.3703 0.4090 0.074 Uiso calc R 1 B .
C C12C 0.3949(4) 0.39252(14) 0.44809(14) 0.0780(7) Uani d . 1 B .
H H12C 0.3976 0.3577 0.4799 0.094 Uiso calc R 1 . .
C C13C 0.2514(4) 0.43678(15) 0.44227(15) 0.0762(7) Uani d . 1 . .
C C14C 0.2400(3) 0.48843(13) 0.39656(13) 0.0682(6) Uani d . 1 B .
H H14C 0.1389 0.5179 0.3939 0.082 Uiso calc R 1 . .
C C15C 0.3827(3) 0.49603(12) 0.35406(11) 0.0572(5) Uani d . 1 . .
H H15C 0.3775 0.5311 0.3225 0.069 Uiso calc R 1 B .
C C16C 0.6052(3) 0.32713(11) 0.21266(12) 0.0598(5) Uani d . 1 . .
C C17C 0.5497(4) 0.28828(11) 0.13118(12) 0.0732(7) Uani d . 1 B .
H H17G 0.5667 0.2327 0.1224 0.110 Uiso calc R 1 . .
H H17H 0.6285 0.3149 0.1033 0.110 Uiso calc R 1 . .
H H17I 0.4182 0.2921 0.1151 0.110 Uiso calc R 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'
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
C7A N1A N2A . . 108.01(14) ?
C16A N2A N1A . . 121.67(15) ?
C16A N2A C9A . . 124.59(15) ?
N1A N2A C9A . . 113.27(13) ?
C2A C1A C6A . . 121.0(5) ?
C2A C1A H1AA . . 119.5 ?
C6A C1A H1AA . . 119.5 ?
C3A C2A C1A . . 117.5(5) ?
C3A C2A H2AA . . 121.2 ?
C1A C2A H2AA . . 121.2 ?
F1A C3A C2A . . 118.2(4) ?
F1A C3A C4A . . 117.7(4) ?
C2A C3A C4A . . 124.1(4) ?
C5A C4A C3A . . 117.9(5) ?
C5A C4A H4AA . . 121.0 ?
C3A C4A H4AA . . 121.0 ?
C4A C5A C6A . . 120.1(5) ?
C4A C5A H5AA . . 119.9 ?
C6A C5A H5AA . . 119.9 ?
C1A C6A C5A . . 119.2(5) ?
C1A C6A C7A . . 121.0(5) ?
C5A C6A C7A . . 119.8(5) ?
C2X C1X C6X . . 122.8(15) ?
C2X C1X H1XA . . 118.6 ?
C6X C1X H1XA . . 118.6 ?
C3X C2X C1X . . 120.2(15) ?
C3X C2X H2XA . . 119.9 ?
C1X C2X H2XA . . 119.9 ?
C2X C3X F1X . . 121.8(12) ?
C2X C3X C4X . . 121.1(12) ?
F1X C3X C4X . . 117.1(12) ?
C3X C4X C5X . . 117.1(13) ?
C3X C4X H4XA . . 121.4 ?
C5X C4X H4XA . . 121.4 ?
C4X C5X C6X . . 125.9(14) ?
C4X C5X H5XA . . 117.1 ?
C6X C5X H5XA . . 117.1 ?
C7A C6X C5X . . 124.4(15) ?
C7A C6X C1X . . 123.0(14) ?
C5X C6X C1X . . 112.6(14) ?
N1A C7A C6X . . 119.1(8) ?
N1A C7A C6A . . 120.7(3) ?
N1A C7A C8A . . 114.60(15) ?
C6X C7A C8A . . 125.8(8) ?
C6A C7A C8A . . 124.6(3) ?
C7A C8A C9A . . 102.63(15) ?
C7A C8A H8AA . . 111.2 ?
C9A C8A H8AA . . 111.2 ?
C7A C8A H8AB . . 111.2 ?
C9A C8A H8AB . . 111.2 ?
H8AA C8A H8AB . . 109.2 ?
N2A C9A C10A . . 111.54(15) ?
N2A C9A C8A . . 101.25(13) ?
C10A C9A C8A . . 116.02(17) ?
N2A C9A H9AA . . 109.2 ?
C10A C9A H9AA . . 109.2 ?
C8A C9A H9AA . . 109.2 ?
C11A C10A C15A . . 118.2(2) ?
C11A C10A C9A . . 120.21(18) ?
C15A C10A C9A . . 121.60(17) ?
C12A C11A C10A . . 120.8(2) ?
C12A C11A H11A . . 119.6 ?
C10A C11A H11A . . 119.6 ?
C13A C12A C11A . . 118.9(2) ?
C13A C12A H12A . . 120.6 ?
C11A C12A H12A . . 120.6 ?
C12A C13A C14A . . 123.0(2) ?
C12A C13A F2A . . 118.6(2) ?
C14A C13A F2A . . 118.4(3) ?
C13A C14A C15A . . 118.1(2) ?
C13A C14A H14A . . 121.0 ?
C15A C14A H14A . . 121.0 ?
C10A C15A C14A . . 121.08(19) ?
C10A C15A H15A . . 119.5 ?
C14A C15A H15A . . 119.5 ?
O1A C16A N2A . . 119.64(18) ?
O1A C16A C17A . . 123.35(17) ?
N2A C16A C17A . . 117.00(15) ?
C16A C17A H17A . . 109.5 ?
C16A C17A H17B . . 109.5 ?
H17A C17A H17B . . 109.5 ?
C16A C17A H17C . . 109.5 ?
H17A C17A H17C . . 109.5 ?
H17B C17A H17C . . 109.5 ?
C7B N1B N2B . . 108.18(15) ?
C16B N2B N1B . . 121.94(16) ?
C16B N2B C9B . . 124.58(15) ?
N1B N2B C9B . . 113.25(14) ?
C2B C1B C6B . . 120.88(18) ?
C2B C1B H1BA . . 119.6 ?
C6B C1B H1BA . . 119.6 ?
C3B C2B C1B . . 118.29(17) ?
C3B C2B H2BA . . 120.9 ?
C1B C2B H2BA . . 120.9 ?
F1B C3B C2B . . 118.77(17) ?
F1B C3B C4B . . 117.96(18) ?
C2B C3B C4B . . 123.26(17) ?
C3B C4B C5B . . 117.89(18) ?
C3B C4B H4BA . . 121.1 ?
C5B C4B H4BA . . 121.1 ?
C4B C5B C6B . . 121.40(17) ?
C4B C5B H5BA . . 119.3 ?
C6B C5B H5BA . . 119.3 ?
C5B C6B C1B . . 118.20(16) ?
C5B C6B C7B . . 120.86(16) ?
C1B C6B C7B . . 120.94(17) ?
N1B C7B C6B . . 120.47(16) ?
N1B C7B C8B . . 114.47(15) ?
C6B C7B C8B . . 125.06(16) ?
C7B C8B C9B . . 102.45(15) ?
C7B C8B H8BA . . 111.3 ?
C9B C8B H8BA . . 111.3 ?
C7B C8B H8BB . . 111.3 ?
C9B C8B H8BB . . 111.3 ?
H8BA C8B H8BB . . 109.2 ?
N2B C9B C10B . . 111.14(16) ?
N2B C9B C8B . . 101.28(14) ?
C10B C9B C8B . . 115.55(17) ?
N2B C9B H9BA . . 109.5 ?
C10B C9B H9BA . . 109.5 ?
C8B C9B H9BA . . 109.5 ?
C15B C10B C11B . . 118.6(2) ?
C15B C10B C9B . . 121.48(16) ?
C11B C10B C9B . . 119.88(18) ?
C12B C11B C10B . . 120.5(2) ?
C12B C11B H11B . . 119.7 ?
C10B C11B H11B . . 119.7 ?
C13B C12B C11B . . 118.7(2) ?
C13B C12B H12B . . 120.6 ?
C11B C12B H12B . . 120.6 ?
C12B C13B C14B . . 123.3(2) ?
C12B C13B F2B . . 118.3(2) ?
C14B C13B F2B . . 118.4(2) ?
C13B C14B C15B . . 117.8(2) ?
C13B C14B H14B . . 121.1 ?
C15B C14B H14B . . 121.1 ?
C10B C15B C14B . . 121.08(19) ?
C10B C15B H15B . . 119.5 ?
C14B C15B H15B . . 119.5 ?
O1B C16B N2B . . 119.4(2) ?
O1B C16B C17B . . 123.72(18) ?
N2B C16B C17B . . 116.87(16) ?
C16B C17B H17D . . 109.5 ?
C16B C17B H17E . . 109.5 ?
H17D C17B H17E . . 109.5 ?
C16B C17B H17F . . 109.5 ?
H17D C17B H17F . . 109.5 ?
H17E C17B H17F . . 109.5 ?
C7C N1C N2C . . 108.00(14) ?
C16C N2C N1C . . 122.17(16) ?
C16C N2C C9C . . 124.71(15) ?
N1C N2C C9C . . 113.01(13) ?
C2C C1C C6C . . 120.1(6) ?
C2C C1C H1CA . . 119.9 ?
C6C C1C H1CA . . 119.9 ?
C3C C2C C1C . . 117.9(6) ?
C3C C2C H2CA . . 121.1 ?
C1C C2C H2CA . . 121.1 ?
C2C C3C F1C . . 118.3(6) ?
C2C C3C C4C . . 124.4(6) ?
F1C C3C C4C . . 117.4(6) ?
C3C C4C C5C . . 117.8(6) ?
C3C C4C H4CA . . 121.1 ?
C5C C4C H4CA . . 121.1 ?
C4C C5C C6C . . 120.3(5) ?
C4C C5C H5CA . . 119.9 ?
C6C C5C H5CA . . 119.9 ?
C1C C6C C5C . . 119.5(6) ?
C1C C6C C7C . . 122.2(6) ?
C5C C6C C7C . . 118.2(5) ?
C2Y C1Y C6Y . . 123.4(14) ?
C2Y C1Y H1YA . . 118.3 ?
C6Y C1Y H1YA . . 118.3 ?
C3Y C2Y C1Y . . 119.5(13) ?
C3Y C2Y H2YA . . 120.2 ?
C1Y C2Y H2YA . . 120.2 ?
F1Y C3Y C2Y . . 122.2(13) ?
F1Y C3Y C4Y . . 117.5(12) ?
C2Y C3Y C4Y . . 120.2(11) ?
C5Y C4Y C3Y . . 118.4(11) ?
C5Y C4Y H4YA . . 120.8 ?
C3Y C4Y H4YA . . 120.8 ?
C4Y C5Y C6Y . . 124.3(12) ?
C4Y C5Y H5YA . . 117.9 ?
C6Y C5Y H5YA . . 117.9 ?
C7C C6Y C1Y . . 118.9(13) ?
C7C C6Y C5Y . . 127.3(13) ?
C1Y C6Y C5Y . . 113.4(13) ?
N1C C7C C6Y . . 118.2(7) ?
N1C C7C C8C . . 114.27(15) ?
C6Y C7C C8C . . 127.2(7) ?
N1C C7C C6C . . 121.6(3) ?
C8C C7C C6C . . 124.1(3) ?
C7C C8C C9C . . 102.18(15) ?
C7C C8C H8CA . . 111.3 ?
C9C C8C H8CA . . 111.3 ?
C7C C8C H8CB . . 111.3 ?
C9C C8C H8CB . . 111.3 ?
H8CA C8C H8CB . . 109.2 ?
N2C C9C C10C . . 111.47(15) ?
N2C C9C C8C . . 100.87(13) ?
C10C C9C C8C . . 115.30(17) ?
N2C C9C H9CA . . 109.6 ?
C10C C9C H9CA . . 109.6 ?
C8C C9C H9CA . . 109.6 ?
C15C C10C C11C . . 118.38(19) ?
C15C C10C C9C . . 121.91(16) ?
C11C C10C C9C . . 119.70(18) ?
C12C C11C C10C . . 120.7(2) ?
C12C C11C H11C . . 119.7 ?
C10C C11C H11C . . 119.7 ?
C13C C12C C11C . . 118.5(2) ?
C13C C12C H12C . . 120.7 ?
C11C C12C H12C . . 120.7 ?
C12C C13C C14C . . 123.2(2) ?
C12C C13C F2C . . 118.2(2) ?
C14C C13C F2C . . 118.5(2) ?
C13C C14C C15C . . 118.2(2) ?
C13C C14C H14C . . 120.9 ?
C15C C14C H14C . . 120.9 ?
C14C C15C C10C . . 120.96(19) ?
C14C C15C H15C . . 119.5 ?
C10C C15C H15C . . 119.5 ?
O1C C16C N2C . . 119.7(2) ?
O1C C16C C17C . . 123.49(18) ?
N2C C16C C17C . . 116.85(16) ?
C16C C17C H17G . . 109.5 ?
C16C C17C H17H . . 109.5 ?
H17G C17C H17H . . 109.5 ?
C16C C17C H17I . . 109.5 ?
H17G C17C H17I . . 109.5 ?
H17H C17C H17I . . 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
F2A C13A . 1.368(3) ?
O1A C16A . 1.220(2) ?
N1A C7A . 1.287(2) ?
N1A N2A . 1.3895(18) ?
N2A C16A . 1.360(2) ?
N2A C9A . 1.481(2) ?
F1A C3A . 1.355(4) ?
C1A C2A . 1.379(6) ?
C1A C6A . 1.390(6) ?
C1A H1AA . 0.93 ?
C2A C3A . 1.360(5) ?
C2A H2AA . 0.93 ?
C3A C4A . 1.377(5) ?
C4A C5A . 1.376(5) ?
C4A H4AA . 0.93 ?
C5A C6A . 1.399(6) ?
C5A H5AA . 0.93 ?
C6A C7A . 1.497(6) ?
F1X C3X . 1.369(11) ?
C1X C2X . 1.385(13) ?
C1X C6X . 1.413(13) ?
C1X H1XA . 0.93 ?
C2X C3X . 1.348(13) ?
C2X H2XA . 0.93 ?
C3X C4X . 1.377(12) ?
C4X C5X . 1.379(13) ?
C4X H4XA . 0.93 ?
C5X C6X . 1.399(14) ?
C5X H5XA . 0.93 ?
C6X C7A . 1.367(18) ?
C7A C8A . 1.499(2) ?
C8A C9A . 1.547(2) ?
C8A H8AA . 0.97 ?
C8A H8AB . 0.97 ?
C9A C10A . 1.509(3) ?
C9A H9AA . 0.98 ?
C10A C11A . 1.385(2) ?
C10A C15A . 1.388(3) ?
C11A C12A . 1.384(3) ?
C11A H11A . 0.93 ?
C12A C13A . 1.351(4) ?
C12A H12A . 0.93 ?
C13A C14A . 1.357(3) ?
C14A C15A . 1.391(3) ?
C14A H14A . 0.93 ?
C15A H15A . 0.93 ?
C16A C17A . 1.486(3) ?
C17A H17A . 0.96 ?
C17A H17B . 0.96 ?
C17A H17C . 0.96 ?
F1B C3B . 1.360(2) ?
F2B C13B . 1.368(3) ?
O1B C16B . 1.223(2) ?
N1B C7B . 1.288(2) ?
N1B N2B . 1.3873(18) ?
N2B C16B . 1.365(2) ?
N2B C9B . 1.480(2) ?
C1B C2B . 1.385(2) ?
C1B C6B . 1.396(2) ?
C1B H1BA . 0.93 ?
C2B C3B . 1.361(3) ?
C2B H2BA . 0.93 ?
C3B C4B . 1.374(3) ?
C4B C5B . 1.377(2) ?
C4B H4BA . 0.93 ?
C5B C6B . 1.394(3) ?
C5B H5BA . 0.93 ?
C6B C7B . 1.463(2) ?
C7B C8B . 1.501(3) ?
C8B C9B . 1.550(3) ?
C8B H8BA . 0.97 ?
C8B H8BB . 0.97 ?
C9B C10B . 1.514(3) ?
C9B H9BA . 0.98 ?
C10B C15B . 1.382(3) ?
C10B C11B . 1.386(2) ?
C11B C12B . 1.386(3) ?
C11B H11B . 0.93 ?
C12B C13B . 1.353(4) ?
C12B H12B . 0.93 ?
C13B C14B . 1.358(3) ?
C14B C15B . 1.394(3) ?
C14B H14B . 0.93 ?
C15B H15B . 0.93 ?
C16B C17B . 1.492(3) ?
C17B H17D . 0.96 ?
C17B H17E . 0.96 ?
C17B H17F . 0.96 ?
F2C C13C . 1.368(3) ?
O1C C16C . 1.219(2) ?
N1C C7C . 1.282(2) ?
N1C N2C . 1.3867(18) ?
N2C C16C . 1.356(2) ?
N2C C9C . 1.478(2) ?
F1C C3C . 1.355(6) ?
C1C C2C . 1.390(7) ?
C1C C6C . 1.396(6) ?
C1C H1CA . 0.93 ?
C2C C3C . 1.354(7) ?
C2C H2CA . 0.93 ?
C3C C4C . 1.375(6) ?
C4C C5C . 1.376(6) ?
C4C H4CA . 0.93 ?
C5C C6C . 1.400(7) ?
C5C H5CA . 0.93 ?
C6C C7C . 1.516(7) ?
F1Y C3Y . 1.365(11) ?
C1Y C2Y . 1.388(13) ?
C1Y C6Y . 1.396(12) ?
C1Y H1YA . 0.93 ?
C2Y C3Y . 1.367(12) ?
C2Y H2YA . 0.93 ?
C3Y C4Y . 1.384(11) ?
C4Y C5Y . 1.373(11) ?
C4Y H4YA . 0.93 ?
C5Y C6Y . 1.412(12) ?
C5Y H5YA . 0.93 ?
C6Y C7C . 1.329(16) ?
C7C C8C . 1.502(2) ?
C8C C9C . 1.542(2) ?
C8C H8CA . 0.97 ?
C8C H8CB . 0.97 ?
C9C C10C . 1.514(3) ?
C9C H9CA . 0.98 ?
C10C C15C . 1.384(3) ?
C10C C11C . 1.391(2) ?
C11C C12C . 1.383(3) ?
C11C H11C . 0.93 ?
C12C C13C . 1.351(4) ?
C12C H12C . 0.93 ?
C13C C14C . 1.358(3) ?
C14C C15C . 1.383(3) ?
C14C H14C . 0.93 ?
C15C H15C . 0.93 ?
C16C C17C . 1.483(3) ?
C17C H17G . 0.96 ?
C17C H17H . 0.96 ?
C17C H17I . 0.96 ?
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
_geom_hbond_publ_flag
C12A H12A F2A 2_656 0.93 2.53 3.294(3) 139 yes
C12B H12B F2C 1_655 0.93 2.53 3.309(3) 141 yes
C12C H12C F2B 1_455 0.93 2.53 3.320(3) 143 yes
C17A H17A F1C 1_545 0.96 2.53 3.276(8) 134 yes
C17B H17D F1A 2_766 0.96 2.47 3.309(4) 146 yes
C17C H17G F1B 2_656 0.96 2.55 3.311(2) 137 yes
C15A H15A O1C . 0.93 2.32 3.225(3) 165 yes
C15B H15B O1A 2_756 0.93 2.36 3.262(3) 162 yes
C15C H15C O1B 2_666 0.93 2.42 3.281(3) 153 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7A N1A N2A C16A . . . . -168.87(17) ?
C7A N1A N2A C9A . . . . 3.5(2) ?
C6A C1A C2A C3A . . . . -3.3(11) ?
C1A C2A C3A F1A . . . . -178.0(6) ?
C1A C2A C3A C4A . . . . 0.5(9) ?
F1A C3A C4A C5A . . . . 179.3(4) ?
C2A C3A C4A C5A . . . . 0.8(7) ?
C3A C4A C5A C6A . . . . 0.7(7) ?
C2A C1A C6A C5A . . . . 4.8(12) ?
C2A C1A C6A C7A . . . . -176.1(7) ?
C4A C5A C6A C1A . . . . -3.4(11) ?
C4A C5A C6A C7A . . . . 177.5(5) ?
C6X C1X C2X C3X . . . . 5(3) ?
C1X C2X C3X F1X . . . . 175.1(15) ?
C1X C2X C3X C4X . . . . -5(2) ?
C2X C3X C4X C5X . . . . 5(2) ?
F1X C3X C4X C5X . . . . -175.6(12) ?
C3X C4X C5X C6X . . . . -5(2) ?
C4X C5X C6X C7A . . . . -176.1(18) ?
C4X C5X C6X C1X . . . . 5(3) ?
C2X C1X C6X C7A . . . . 176(2) ?
C2X C1X C6X C5X . . . . -5(3) ?
N2A N1A C7A C6X . . . . -172.3(15) ?
N2A N1A C7A C6A . . . . 176.6(4) ?
N2A N1A C7A C8A . . . . -0.3(2) ?
C5X C6X C7A N1A . . . . -12(3) ?
C1X C6X C7A N1A . . . . 166.6(18) ?
C5X C6X C7A C6A . . . . 90(7) ?
C1X C6X C7A C6A . . . . -91(7) ?
C5X C6X C7A C8A . . . . 176.6(16) ?
C1X C6X C7A C8A . . . . -4(3) ?
C1A C6A C7A N1A . . . . 170.0(6) ?
C5A C6A C7A N1A . . . . -10.9(9) ?
C1A C6A C7A C6X . . . . 87(6) ?
C5A C6A C7A C6X . . . . -94(6) ?
C1A C6A C7A C8A . . . . -13.4(10) ?
C5A C6A C7A C8A . . . . 165.7(5) ?
N1A C7A C8A C9A . . . . -2.7(2) ?
C6X C7A C8A C9A . . . . 168.6(16) ?
C6A C7A C8A C9A . . . . -179.4(5) ?
C16A N2A C9A C10A . . . . -68.8(2) ?
N1A N2A C9A C10A . . . . 119.06(16) ?
C16A N2A C9A C8A . . . . 167.22(18) ?
N1A N2A C9A C8A . . . . -4.9(2) ?
C7A C8A C9A N2A . . . . 4.23(19) ?
C7A C8A C9A C10A . . . . -116.68(18) ?
N2A C9A C10A C11A . . . . 102.35(19) ?
C8A C9A C10A C11A . . . . -142.43(18) ?
N2A C9A C10A C15A . . . . -77.0(2) ?
C8A C9A C10A C15A . . . . 38.2(2) ?
C15A C10A C11A C12A . . . . 0.7(3) ?
C9A C10A C11A C12A . . . . -178.70(19) ?
C10A C11A C12A C13A . . . . -0.5(4) ?
C11A C12A C13A C14A . . . . 0.4(4) ?
C11A C12A C13A F2A . . . . -178.6(2) ?
C12A C13A C14A C15A . . . . -0.5(4) ?
F2A C13A C14A C15A . . . . 178.6(2) ?
C11A C10A C15A C14A . . . . -0.8(3) ?
C9A C10A C15A C14A . . . . 178.59(18) ?
C13A C14A C15A C10A . . . . 0.7(3) ?
N1A N2A C16A O1A . . . . 175.02(16) ?
C9A N2A C16A O1A . . . . 3.5(3) ?
N1A N2A C16A C17A . . . . -5.7(3) ?
C9A N2A C16A C17A . . . . -177.21(18) ?
C7B N1B N2B C16B . . . . 170.59(18) ?
C7B N1B N2B C9B . . . . -4.1(2) ?
C6B C1B C2B C3B . . . . 0.6(3) ?
C1B C2B C3B F1B . . . . -179.15(18) ?
C1B C2B C3B C4B . . . . 2.1(3) ?
F1B C3B C4B C5B . . . . 178.73(18) ?
C2B C3B C4B C5B . . . . -2.5(3) ?
C3B C4B C5B C6B . . . . 0.2(3) ?
C4B C5B C6B C1B . . . . 2.3(3) ?
C4B C5B C6B C7B . . . . -178.54(18) ?
C2B C1B C6B C5B . . . . -2.7(3) ?
C2B C1B C6B C7B . . . . 178.12(17) ?
N2B N1B C7B C6B . . . . -179.56(15) ?
N2B N1B C7B C8B . . . . -0.1(2) ?
C5B C6B C7B N1B . . . . 10.3(3) ?
C1B C6B C7B N1B . . . . -170.53(17) ?
C5B C6B C7B C8B . . . . -169.09(19) ?
C1B C6B C7B C8B . . . . 10.1(3) ?
N1B C7B C8B C9B . . . . 3.8(2) ?
C6B C7B C8B C9B . . . . -176.74(18) ?
C16B N2B C9B C10B . . . . 68.4(2) ?
N1B N2B C9B C10B . . . . -117.15(16) ?
C16B N2B C9B C8B . . . . -168.37(19) ?
N1B N2B C9B C8B . . . . 6.1(2) ?
C7B C8B C9B N2B . . . . -5.5(2) ?
C7B C8B C9B C10B . . . . 114.70(18) ?
N2B C9B C10B C15B . . . . 73.5(2) ?
C8B C9B C10B C15B . . . . -41.2(2) ?
N2B C9B C10B C11B . . . . -104.97(19) ?
C8B C9B C10B C11B . . . . 140.37(18) ?
C15B C10B C11B C12B . . . . -0.8(3) ?
C9B C10B C11B C12B . . . . 177.75(19) ?
C10B C11B C12B C13B . . . . 0.5(3) ?
C11B C12B C13B C14B . . . . -0.2(4) ?
C11B C12B C13B F2B . . . . 179.1(2) ?
C12B C13B C14B C15B . . . . 0.2(4) ?
F2B C13B C14B C15B . . . . -179.1(2) ?
C11B C10B C15B C14B . . . . 0.7(3) ?
C9B C10B C15B C14B . . . . -177.75(18) ?
C13B C14B C15B C10B . . . . -0.4(3) ?
N1B N2B C16B O1B . . . . -175.16(17) ?
C9B N2B C16B O1B . . . . -1.1(3) ?
N1B N2B C16B C17B . . . . 6.2(3) ?
C9B N2B C16B C17B . . . . -179.76(19) ?
C7C N1C N2C C16C . . . . -169.85(17) ?
C7C N1C N2C C9C . . . . 6.5(2) ?
C6C C1C C2C C3C . . . . -2.9(18) ?
C1C C2C C3C F1C . . . . -177.5(10) ?
C1C C2C C3C C4C . . . . 2.7(14) ?
C2C C3C C4C C5C . . . . 0.2(9) ?
F1C C3C C4C C5C . . . . -179.6(5) ?
C3C C4C C5C C6C . . . . -2.9(8) ?
C2C C1C C6C C5C . . . . 0.3(18) ?
C2C C1C C6C C7C . . . . -178.9(10) ?
C4C C5C C6C C1C . . . . 2.7(12) ?
C4C C5C C6C C7C . . . . -178.1(5) ?
C6Y C1Y C2Y C3Y . . . . 5(4) ?
C1Y C2Y C3Y F1Y . . . . 174(2) ?
C1Y C2Y C3Y C4Y . . . . -7(3) ?
F1Y C3Y C4Y C5Y . . . . -179.6(12) ?
C2Y C3Y C4Y C5Y . . . . 1(2) ?
C3Y C4Y C5Y C6Y . . . . 7(2) ?
C2Y C1Y C6Y C7C . . . . 176(3) ?
C2Y C1Y C6Y C5Y . . . . 3(4) ?
C4Y C5Y C6Y C7C . . . . 178.1(15) ?
C4Y C5Y C6Y C1Y . . . . -9(3) ?
N2C N1C C7C C6Y . . . . 176.0(12) ?
N2C N1C C7C C8C . . . . 2.6(2) ?
N2C N1C C7C C6C . . . . -177.3(4) ?
C1Y C6Y C7C N1C . . . . 178(2) ?
C5Y C6Y C7C N1C . . . . -9(3) ?
C1Y C6Y C7C C8C . . . . -9(3) ?
C5Y C6Y C7C C8C . . . . 163.3(15) ?
C1Y C6Y C7C C6C . . . . 56(8) ?
C5Y C6Y C7C C6C . . . . -131(10) ?
C1C C6C C7C N1C . . . . -178.1(9) ?
C5C C6C C7C N1C . . . . 2.8(9) ?
C1C C6C C7C C6Y . . . . -117(9) ?
C5C C6C C7C C6Y . . . . 64(8) ?
C1C C6C C7C C8C . . . . 2.0(12) ?
C5C C6C C7C C8C . . . . -177.1(5) ?
N1C C7C C8C C9C . . . . -9.8(2) ?
C6Y C7C C8C C9C . . . . 177.4(13) ?
C6C C7C C8C C9C . . . . 170.1(4) ?
C16C N2C C9C C10C . . . . -72.8(2) ?
N1C N2C C9C C10C . . . . 110.90(16) ?
C16C N2C C9C C8C . . . . 164.28(18) ?
N1C N2C C9C C8C . . . . -12.0(2) ?
C7C C8C C9C N2C . . . . 11.94(19) ?
C7C C8C C9C C10C . . . . -108.26(18) ?
N2C C9C C10C C15C . . . . -80.1(2) ?
C8C C9C C10C C15C . . . . 34.1(2) ?
N2C C9C C10C C11C . . . . 98.58(19) ?
C8C C9C C10C C11C . . . . -147.21(17) ?
C15C C10C C11C C12C . . . . 0.1(3) ?
C9C C10C C11C C12C . . . . -178.56(19) ?
C10C C11C C12C C13C . . . . -0.2(4) ?
C11C C12C C13C C14C . . . . 0.2(4) ?
C11C C12C C13C F2C . . . . -179.2(2) ?
C12C C13C C14C C15C . . . . -0.1(4) ?
F2C C13C C14C C15C . . . . 179.2(2) ?
C13C C14C C15C C10C . . . . 0.1(3) ?
C11C C10C C15C C14C . . . . -0.1(3) ?
C9C C10C C15C C14C . . . . 178.58(18) ?
N1C N2C C16C O1C . . . . 178.61(17) ?
C9C N2C C16C O1C . . . . 2.7(3) ?
N1C N2C C16C C17C . . . . -1.3(3) ?
C9C N2C C16C C17C . . . . -177.25(19) ?
