#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:23:41 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180296 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/10/7151087.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7151087
loop_
_publ_author_name
'Cockroft, Scott L.'
'Perkins, Julie'
'Zonta, Cristiano'
'Adams, Harry'
'Spey, Sharon E.'
'Low, Caroline M. R.'
'Vinter, Jeremy G.'
'Lawson, Kevin R.'
'Urch, Christopher J.'
'Hunter, Christopher A.'
_publ_section_title
;
 Substituent effects on aromatic stacking interactions.
;
_journal_issue                   7
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1062
_journal_page_last               1080
_journal_paper_doi               10.1039/b617576g
_journal_volume                  5
_journal_year                    2007
_chemical_formula_sum            'C16 H12 F5 N O'
_chemical_formula_weight         329.27
_chemical_name_systematic
;

?

;
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.122(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.1542(10)
_cell_length_b                   8.4970(7)
_cell_length_c                   31.528(3)
_cell_measurement_reflns_used    6766
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      50.744
_cell_measurement_theta_min      4.677
_cell_volume                     2976.2(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 100
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker SMART1000'
_diffrn_measurement_method       '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  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            32644
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.83
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  0.9582
_exptl_absorpt_correction_T_min  0.9481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     841
_refine_ls_number_reflns         6781
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0502
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0689P)²+0.6168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1371
_reflns_number_gt                4429
_reflns_number_total             6781
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b617576g.txt
_cod_data_source_block           och265m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to
'constr' 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 
;
_cod_original_cell_volume        2976.2(4)
_cod_original_sg_symbol_H-M      Pc
_cod_database_code               7151087
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5339(3) 0.8235(4) 0.52077(11) 0.0482(9) Uani 1 1 d . . .
N1 N 0.3785(3) 0.6756(4) 0.49352(13) 0.0399(9) Uani 1 1 d . . .
C1 C 0.4467(3) 0.5315(5) 0.49963(14) 0.0326(9) Uani 1 1 d . . .
C2 C 0.4516(4) 0.4561(6) 0.53856(14) 0.0390(11) Uani 1 1 d . . .
C3 C 0.5164(4) 0.3160(6) 0.54356(15) 0.0422(11) Uani 1 1 d . . .
H3 H 0.5225 0.2635 0.5703 0.051 Uiso 1 1 calc R . .
C4 C 0.5718(4) 0.2531(5) 0.50993(16) 0.0389(10) Uani 1 1 d . . .
H4 H 0.6155 0.1574 0.5136 0.047 Uiso 1 1 calc R . .
C5 C 0.5640(4) 0.3284(5) 0.47130(15) 0.0381(10) Uani 1 1 d . . .
H5 H 0.6030 0.2840 0.4485 0.046 Uiso 1 1 calc R . .
C6 C 0.5005(4) 0.4680(5) 0.46466(14) 0.0334(9) Uani 1 1 d . . .
C7 C 0.4298(4) 0.8112(5) 0.50648(13) 0.0314(9) Uani 1 1 d . . .
C8 C 0.3489(4) 0.9539(5) 0.50251(15) 0.0349(10) Uani 1 1 d . . .
C9 C 0.3386(4) 1.0457(5) 0.46615(15) 0.0390(11) Uani 1 1 d . . .
C10 C 0.2692(4) 1.1781(6) 0.46308(16) 0.0447(12) Uani 1 1 d . . .
C11 C 0.2056(4) 1.2188(6) 0.4966(2) 0.0528(14) Uani 1 1 d . . .
C12 C 0.2144(5) 1.1310(6) 0.53330(19) 0.0536(14) Uani 1 1 d . . .
C13 C 0.2860(4) 0.9990(6) 0.53580(16) 0.0417(11) Uani 1 1 d . . .
C14 C 0.4882(4) 0.5475(6) 0.42185(15) 0.0462(12) Uani 1 1 d . . .
H14A H 0.5526 0.5114 0.4050 0.069 Uiso 1 1 calc R . .
H14B H 0.4940 0.6617 0.4257 0.069 Uiso 1 1 calc R . .
H14C H 0.4099 0.5210 0.4069 0.069 Uiso 1 1 calc R . .
C15 C 0.3898(5) 0.5227(7) 0.57542(17) 0.0579(14) Uani 1 1 d . . .
H15A H 0.3998 0.4499 0.5996 0.087 Uiso 1 1 calc R . .
H15B H 0.3038 0.5367 0.5668 0.087 Uiso 1 1 calc R . .
H15C H 0.4257 0.6246 0.5838 0.087 Uiso 1 1 calc R . .
C16 C 0.2546(5) 0.6643(7) 0.4733(2) 0.078(2) Uani 1 1 d . . .
H16A H 0.1977 0.6724 0.4951 0.117 Uiso 1 1 calc R . .
H16B H 0.2438 0.5630 0.4586 0.117 Uiso 1 1 calc R . .
H16C H 0.2400 0.7500 0.4527 0.117 Uiso 1 1 calc R . .
F1 F 0.3984(3) 1.0052(3) 0.43285(9) 0.0516(7) Uani 1 1 d . . .
F2 F 0.2594(3) 1.2680(3) 0.42780(10) 0.0604(8) Uani 1 1 d . . .
F3 F 0.1345(3) 1.3479(4) 0.49439(14) 0.0842(12) Uani 1 1 d . . .
F4 F 0.1521(3) 1.1726(4) 0.56602(13) 0.0857(12) Uani 1 1 d . . .
F5 F 0.2941(3) 0.9138(3) 0.57171(10) 0.0580(8) Uani 1 1 d . . .
O1A O 1.0294(3) 0.8275(5) 0.52126(10) 0.0503(9) Uani 1 1 d . . .
N1A N 0.8800(3) 0.7807(4) 0.46958(11) 0.0342(8) Uani 1 1 d . . .
C1A C 0.9446(4) 0.8550(5) 0.43774(13) 0.0306(9) Uani 1 1 d . . .
C2A C 1.0002(4) 0.7620(5) 0.40835(13) 0.0331(9) Uani 1 1 d . . .
C3A C 1.0637(4) 0.8389(6) 0.37833(14) 0.0385(10) Uani 1 1 d . . .
H3A H 1.1044 0.7786 0.3587 0.046 Uiso 1 1 calc R . .
C4A C 1.0685(4) 1.0014(6) 0.37663(14) 0.0391(11) Uani 1 1 d . . .
H4A H 1.1113 1.0516 0.3557 0.047 Uiso 1 1 calc R . .
C5A C 1.0117(4) 1.0900(6) 0.40513(14) 0.0382(10) Uani 1 1 d . . .
H5A H 1.0156 1.2016 0.4037 0.046 Uiso 1 1 calc R . .
C6A C 0.9484(4) 1.0200(5) 0.43614(14) 0.0360(10) Uani 1 1 d . . .
C7A C 0.9297(4) 0.7760(5) 0.50969(13) 0.0337(10) Uani 1 1 d . . .
C8A C 0.8530(4) 0.7021(5) 0.54157(13) 0.0315(9) Uani 1 1 d . . .
C9A C 0.7811(4) 0.7931(6) 0.56506(14) 0.0376(10) Uani 1 1 d . . .
C10A C 0.7131(4) 0.7285(7) 0.59454(14) 0.0480(13) Uani 1 1 d . . .
C11A C 0.7189(5) 0.5723(8) 0.60255(15) 0.0521(13) Uani 1 1 d . . .
C12A C 0.7906(5) 0.4781(6) 0.58066(16) 0.0506(13) Uani 1 1 d . . .
C13A C 0.8574(4) 0.5427(6) 0.54994(15) 0.0410(11) Uani 1 1 d . . .
C14A C 0.8847(5) 1.1175(6) 0.46696(17) 0.0512(13) Uani 1 1 d . . .
H14D H 0.9293 1.1129 0.4952 0.077 Uiso 1 1 calc R . .
H14E H 0.8032 1.0763 0.4687 0.077 Uiso 1 1 calc R . .
H14F H 0.8800 1.2269 0.4571 0.077 Uiso 1 1 calc R . .
C15A C 0.9932(5) 0.5863(6) 0.40953(16) 0.0450(11) Uani 1 1 d . . .
H15D H 0.9189 0.5514 0.3933 0.067 Uiso 1 1 calc R . .
H15E H 0.9932 0.5510 0.4391 0.067 Uiso 1 1 calc R . .
H15F H 1.0627 0.5414 0.3969 0.067 Uiso 1 1 calc R . .
C16A C 0.7599(4) 0.7184(7) 0.45659(16) 0.0536(14) Uani 1 1 d . . .
H16D H 0.7585 0.6051 0.4623 0.080 Uiso 1 1 calc R . .
H16E H 0.7405 0.7370 0.4261 0.080 Uiso 1 1 calc R . .
H16F H 0.7005 0.7715 0.4727 0.080 Uiso 1 1 calc R . .
F1A F 0.7747(2) 0.9491(3) 0.55784(9) 0.0519(7) Uani 1 1 d . . .
F2A F 0.6393(3) 0.8191(5) 0.61560(9) 0.0713(10) Uani 1 1 d . . .
F3A F 0.6562(3) 0.5075(5) 0.63240(9) 0.0793(11) Uani 1 1 d . . .
F4A F 0.7999(3) 0.3226(4) 0.58899(12) 0.0762(10) Uani 1 1 d . . .
F5A F 0.9271(3) 0.4499(3) 0.52806(11) 0.0613(8) Uani 1 1 d . . .
O1B O 1.0352(3) 0.8159(4) 0.77202(10) 0.0490(9) Uani 1 1 d . . .
N1B N 0.8752(3) 0.8238(5) 0.72363(11) 0.0361(9) Uani 1 1 d . . .
C1B C 0.9442(4) 0.7696(6) 0.68988(13) 0.0366(10) Uani 1 1 d . . .
C2B C 0.9891(4) 0.8812(7) 0.66263(14) 0.0460(12) Uani 1 1 d . . .
C3B C 1.0546(5) 0.8239(10) 0.63040(15) 0.0657(19) Uani 1 1 d . . .
H3B H 1.0875 0.8960 0.6116 0.079 Uiso 1 1 calc R . .
C4B C 1.0727(5) 0.6646(11) 0.62520(19) 0.079(2) Uani 1 1 d . . .
H4B H 1.1164 0.6279 0.6026 0.095 Uiso 1 1 calc R . .
C5B C 1.0271(5) 0.5585(9) 0.6530(2) 0.072(2) Uani 1 1 d . . .
H5B H 1.0417 0.4492 0.6497 0.086 Uiso 1 1 calc R . .
C6B C 0.9605(4) 0.6088(7) 0.68549(16) 0.0484(13) Uani 1 1 d . . .
C7B C 0.9286(4) 0.8400(5) 0.76235(13) 0.0339(10) Uani 1 1 d . . .
C8B C 0.8488(4) 0.8902(6) 0.79645(13) 0.0400(11) Uani 1 1 d . . .
C9B C 0.7940(5) 0.7807(8) 0.82014(16) 0.0575(15) Uani 1 1 d . . .
C10B C 0.7234(6) 0.8221(12) 0.85177(18) 0.089(3) Uani 1 1 d . . .
C11B C 0.7068(5) 0.9795(12) 0.85969(18) 0.082(2) Uani 1 1 d . . .
C12B C 0.7602(5) 1.0906(10) 0.83785(17) 0.0671(19) Uani 1 1 d . . .
C13B C 0.8301(4) 1.0471(7) 0.80581(15) 0.0490(13) Uani 1 1 d . . .
C14B C 0.9685(6) 1.0525(7) 0.66773(19) 0.0649(16) Uani 1 1 d . . .
H14G H 1.0287 1.1115 0.6534 0.097 Uiso 1 1 calc R . .
H14H H 0.9754 1.0791 0.6981 0.097 Uiso 1 1 calc R . .
H14I H 0.8878 1.0798 0.6550 0.097 Uiso 1 1 calc R . .
C15B C 0.9082(6) 0.4950(7) 0.7154(2) 0.0711(17) Uani 1 1 d . . .
H15G H 0.9208 0.3870 0.7058 0.107 Uiso 1 1 calc R . .
H15H H 0.8217 0.5148 0.7158 0.107 Uiso 1 1 calc R . .
H15I H 0.9479 0.5089 0.7442 0.107 Uiso 1 1 calc R . .
C16B C 0.7464(4) 0.8528(8) 0.71205(16) 0.0586(16) Uani 1 1 d . . .
H16G H 0.7105 0.9002 0.7363 0.088 Uiso 1 1 calc R . .
H16H H 0.7059 0.7529 0.7045 0.088 Uiso 1 1 calc R . .
H16I H 0.7369 0.9245 0.6876 0.088 Uiso 1 1 calc R . .
F1B F 0.8080(4) 0.6273(5) 0.81152(10) 0.0847(13) Uani 1 1 d . . .
F2B F 0.6695(5) 0.7113(8) 0.87322(12) 0.151(3) Uani 1 1 d . . .
F3B F 0.6373(3) 1.0188(8) 0.89082(12) 0.135(2) Uani 1 1 d . . .
F4B F 0.7460(4) 1.2429(6) 0.84683(11) 0.0999(16) Uani 1 1 d . . .
F5B F 0.8824(3) 1.1579(4) 0.78369(9) 0.0666(9) Uani 1 1 d . . .
O1C O 0.5303(3) 0.8219(4) 0.77762(11) 0.0429(8) Uani 1 1 d . . .
N1C N 0.4291(4) 0.8313(5) 0.75876(13) 0.0484(10) Uani 1 1 d . . .
C1C C 0.4483(4) 1.1078(5) 0.74689(14) 0.0328(9) Uani 1 1 d . . .
C2C C 0.5068(4) 1.1671(5) 0.71284(14) 0.0377(10) Uani 1 1 d . . .
C3C C 0.5705(4) 1.3077(6) 0.71959(18) 0.0491(13) Uani 1 1 d . . .
H3C H 0.6106 1.3520 0.6971 0.059 Uiso 1 1 calc R . .
C4C C 0.5760(4) 1.3828(6) 0.7581(2) 0.0550(14) Uani 1 1 d . . .
H4C H 0.6214 1.4770 0.7622 0.066 Uiso 1 1 calc R . .
C5C C 0.5167(4) 1.3236(6) 0.79115(18) 0.0500(13) Uani 1 1 d . . .
H5C H 0.5201 1.3781 0.8175 0.060 Uiso 1 1 calc R . .
C6C C 0.4519(4) 1.1846(5) 0.78585(15) 0.0405(11) Uani 1 1 d . . .
C7C C 0.3810(3) 0.9635(4) 0.74113(11) 0.0175(7) Uani 1 1 d . . .
C8C C 0.3488(4) 0.6879(5) 0.75527(14) 0.0324(9) Uani 1 1 d . . .
C9C C 0.2861(4) 0.6433(6) 0.78886(16) 0.0440(11) Uani 1 1 d . . .
C10C C 0.2156(5) 0.5101(7) 0.7870(2) 0.0609(16) Uani 1 1 d . . .
C11C C 0.2097(5) 0.4180(6) 0.7513(2) 0.0574(15) Uani 1 1 d . . .
C12C C 0.2719(4) 0.4583(6) 0.71762(17) 0.0477(13) Uani 1 1 d . . .
C13C C 0.3397(4) 0.5927(5) 0.71968(15) 0.0401(11) Uani 1 1 d . . .
C14C C 0.3865(5) 1.1210(7) 0.82185(16) 0.0539(13) Uani 1 1 d . . .
H14J H 0.3866 1.2001 0.8445 0.081 Uiso 1 1 calc R . .
H14K H 0.4269 1.0254 0.8331 0.081 Uiso 1 1 calc R . .
H14L H 0.3033 1.0960 0.8114 0.081 Uiso 1 1 calc R . .
C15C C 0.4982(4) 1.0848(6) 0.67041(15) 0.0496(13) Uani 1 1 d . . .
H15J H 0.4991 0.9706 0.6749 0.074 Uiso 1 1 calc R . .
H15K H 0.5668 1.1151 0.6548 0.074 Uiso 1 1 calc R . .
H15L H 0.4231 1.1151 0.6539 0.074 Uiso 1 1 calc R . .
C16C C 0.2626(4) 0.9690(6) 0.71737(17) 0.0496(13) Uani 1 1 d . . .
H16J H 0.2582 0.8889 0.6949 0.074 Uiso 1 1 calc R . .
H16K H 0.2498 1.0733 0.7045 0.074 Uiso 1 1 calc R . .
H16L H 0.2004 0.9485 0.7367 0.074 Uiso 1 1 calc R . .
F1C F 0.2917(3) 0.7326(4) 0.82387(9) 0.0593(8) Uani 1 1 d . . .
F2C F 0.1533(4) 0.4704(4) 0.81949(15) 0.0939(13) Uani 1 1 d . . .
F3C F 0.1429(3) 0.2871(4) 0.74970(15) 0.0890(13) Uani 1 1 d . . .
F4C F 0.2657(3) 0.3670(4) 0.68223(12) 0.0701(10) Uani 1 1 d . . .
F5C F 0.3992(3) 0.6313(3) 0.68595(9) 0.0533(7) Uani 1 1 d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C1 119.0(3) . . ?
C7 N1 C16 123.3(4) . . ?
C1 N1 C16 117.7(4) . . ?
C6 C1 C2 122.2(4) . . ?
C6 C1 N1 118.4(4) . . ?
C2 C1 N1 119.3(4) . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 C15 120.0(4) . . ?
C1 C2 C15 121.6(4) . . ?
C4 C3 C2 120.4(4) . . ?
C5 C4 C3 120.2(4) . . ?
C4 C5 C6 121.6(4) . . ?
C5 C6 C1 117.2(4) . . ?
C5 C6 C14 121.6(4) . . ?
C1 C6 C14 121.3(4) . . ?
O1 C7 N1 124.0(4) . . ?
O1 C7 C8 120.5(4) . . ?
N1 C7 C8 115.5(3) . . ?
C13 C8 C9 117.9(4) . . ?
C13 C8 C7 120.3(4) . . ?
C9 C8 C7 121.8(4) . . ?
F1 C9 C10 118.4(4) . . ?
F1 C9 C8 119.6(4) . . ?
C10 C9 C8 121.9(5) . . ?
F2 C10 C9 122.1(5) . . ?
F2 C10 C11 119.0(5) . . ?
C9 C10 C11 118.9(5) . . ?
F3 C11 C10 120.5(5) . . ?
F3 C11 C12 118.9(5) . . ?
C10 C11 C12 120.7(4) . . ?
F4 C12 C13 120.6(5) . . ?
F4 C12 C11 120.1(5) . . ?
C13 C12 C11 119.3(5) . . ?
F5 C13 C12 119.0(4) . . ?
F5 C13 C8 119.8(4) . . ?
C12 C13 C8 121.3(5) . . ?
C7A N1A C1A 118.9(3) . . ?
C7A N1A C16A 123.1(4) . . ?
C1A N1A C16A 117.9(3) . . ?
C2A C1A C6A 121.5(4) . . ?
C2A C1A N1A 119.6(4) . . ?
C6A C1A N1A 118.9(4) . . ?
C3A C2A C1A 117.7(4) . . ?
C3A C2A C15A 121.1(4) . . ?
C1A C2A C15A 121.2(4) . . ?
C4A C3A C2A 121.2(4) . . ?
C3A C4A C5A 120.1(4) . . ?
C6A C5A C4A 121.3(4) . . ?
C5A C6A C1A 118.1(4) . . ?
C5A C6A C14A 121.2(4) . . ?
C1A C6A C14A 120.7(4) . . ?
O1A C7A N1A 124.2(4) . . ?
O1A C7A C8A 120.3(4) . . ?
N1A C7A C8A 115.5(3) . . ?
C13A C8A C9A 117.4(4) . . ?
C13A C8A C7A 121.5(4) . . ?
C9A C8A C7A 121.0(4) . . ?
F1A C9A C10A 119.1(4) . . ?
F1A C9A C8A 119.1(4) . . ?
C10A C9A C8A 121.7(5) . . ?
F2A C10A C11A 119.4(5) . . ?
F2A C10A C9A 120.5(5) . . ?
C11A C10A C9A 120.1(5) . . ?
F3A C11A C12A 118.8(5) . . ?
F3A C11A C10A 121.0(5) . . ?
C12A C11A C10A 120.2(5) . . ?
F4A C12A C11A 121.0(5) . . ?
F4A C12A C13A 119.1(5) . . ?
C11A C12A C13A 119.9(5) . . ?
F5A C13A C8A 119.4(4) . . ?
F5A C13A C12A 120.0(5) . . ?
C8A C13A C12A 120.7(4) . . ?
C7B N1B C1B 119.3(3) . . ?
C7B N1B C16B 124.3(3) . . ?
C1B N1B C16B 116.4(3) . . ?
C6B C1B C2B 123.3(4) . . ?
C6B C1B N1B 118.1(4) . . ?
C2B C1B N1B 118.6(4) . . ?
C3B C2B C1B 116.8(6) . . ?
C3B C2B C14B 121.2(5) . . ?
C1B C2B C14B 122.0(4) . . ?
C4B C3B C2B 121.5(6) . . ?
C3B C4B C5B 119.8(5) . . ?
C4B C5B C6B 121.2(6) . . ?
C5B C6B C1B 117.5(6) . . ?
C5B C6B C15B 121.9(6) . . ?
C1B C6B C15B 120.6(5) . . ?
O1B C7B N1B 124.4(4) . . ?
O1B C7B C8B 119.4(4) . . ?
N1B C7B C8B 116.2(4) . . ?
C9B C8B C13B 117.0(5) . . ?
C9B C8B C7B 120.9(5) . . ?
C13B C8B C7B 122.1(4) . . ?
F1B C9B C10B 118.7(6) . . ?
F1B C9B C8B 118.9(5) . . ?
C10B C9B C8B 122.4(7) . . ?
F2B C10B C9B 120.2(8) . . ?
F2B C10B C11B 121.3(7) . . ?
C9B C10B C11B 118.4(6) . . ?
F3B C11B C12B 120.8(8) . . ?
F3B C11B C10B 118.0(8) . . ?
C12B C11B C10B 121.2(5) . . ?
F4B C12B C11B 120.4(6) . . ?
F4B C12B C13B 120.0(7) . . ?
C11B C12B C13B 119.6(7) . . ?
F5B C13B C12B 119.6(6) . . ?
F5B C13B C8B 119.1(4) . . ?
C12B C13B C8B 121.3(6) . . ?
O1C N1C C7C 124.7(4) . . ?
O1C N1C C8C 119.7(4) . . ?
C7C N1C C8C 115.6(4) . . ?
C6C C1C C2C 122.0(4) . . ?
C6C C1C C7C 119.1(4) . . ?
C2C C1C C7C 118.9(4) . . ?
C1C C2C C3C 117.2(4) . . ?
C1C C2C C15C 121.2(4) . . ?
C3C C2C C15C 121.6(4) . . ?
C4C C3C C2C 121.0(5) . . ?
C3C C4C C5C 121.0(5) . . ?
C4C C5C C6C 120.0(5) . . ?
C5C C6C C1C 118.8(5) . . ?
C5C C6C C14C 119.9(5) . . ?
C1C C6C C14C 121.4(4) . . ?
N1C C7C C1C 118.4(3) . . ?
N1C C7C C16C 123.3(4) . . ?
C1C C7C C16C 118.3(3) . . ?
C9C C8C C13C 117.4(4) . . ?
C9C C8C N1C 120.4(4) . . ?
C13C C8C N1C 122.1(4) . . ?
F1C C9C C8C 119.4(4) . . ?
F1C C9C C10C 119.1(5) . . ?
C8C C9C C10C 121.5(5) . . ?
F2C C10C C11C 119.9(5) . . ?
F2C C10C C9C 120.7(6) . . ?
C11C C10C C9C 119.5(5) . . ?
F3C C11C C10C 119.6(6) . . ?
F3C C11C C12C 120.0(6) . . ?
C10C C11C C12C 120.4(5) . . ?
F4C C12C C11C 120.3(5) . . ?
F4C C12C C13C 120.3(5) . . ?
C11C C12C C13C 119.4(5) . . ?
F5C C13C C8C 119.7(4) . . ?
F5C C13C C12C 118.4(5) . . ?
C8C C13C C12C 121.9(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.212(5) . ?
N1 C7 1.334(5) . ?
N1 C1 1.445(5) . ?
N1 C16 1.472(6) . ?
C1 C6 1.409(6) . ?
C1 C2 1.381(6) . ?
C2 C3 1.395(7) . ?
C2 C15 1.513(6) . ?
C3 C4 1.381(7) . ?
C4 C5 1.372(6) . ?
C5 C6 1.388(6) . ?
C6 C14 1.504(6) . ?
C7 C8 1.510(6) . ?
C8 C13 1.368(6) . ?
C8 C9 1.383(6) . ?
C9 F1 1.338(5) . ?
C9 C10 1.364(7) . ?
C10 F2 1.346(6) . ?
C10 C11 1.369(8) . ?
C11 F3 1.352(5) . ?
C11 C12 1.372(8) . ?
C12 F4 1.342(6) . ?
C12 C13 1.375(7) . ?
C13 F5 1.340(6) . ?
O1A C7A 1.220(5) . ?
N1A C7A 1.335(5) . ?
N1A C1A 1.434(5) . ?
N1A C16A 1.464(5) . ?
C1A C2A 1.404(6) . ?
C1A C6A 1.403(6) . ?
C2A C3A 1.394(6) . ?
C2A C15A 1.495(7) . ?
C3A C4A 1.383(7) . ?
C4A C5A 1.371(7) . ?
C5A C6A 1.390(6) . ?
C6A C14A 1.503(6) . ?
C7A C8A 1.513(6) . ?
C8A C13A 1.380(7) . ?
C8A C9A 1.377(6) . ?
C9A F1A 1.346(5) . ?
C9A C10A 1.366(7) . ?
C10A F2A 1.345(6) . ?
C10A C11A 1.351(8) . ?
C11A F3A 1.340(6) . ?
C11A C12A 1.362(8) . ?
C12A F4A 1.349(6) . ?
C12A C13A 1.386(7) . ?
C13A F5A 1.340(5) . ?
O1B C7B 1.218(5) . ?
N1B C7B 1.317(5) . ?
N1B C1B 1.444(5) . ?
N1B C16B 1.471(6) . ?
C1B C6B 1.387(7) . ?
C1B C2B 1.401(7) . ?
C2B C3B 1.391(7) . ?
C2B C14B 1.484(8) . ?
C3B C4B 1.380(10) . ?
C4B C5B 1.386(10) . ?
C5B C6B 1.385(8) . ?
C6B C15B 1.505(8) . ?
C7B C8B 1.517(6) . ?
C8B C9B 1.370(7) . ?
C8B C13B 1.385(8) . ?
C9B F1B 1.344(8) . ?
C9B C10B 1.371(9) . ?
C10B F2B 1.333(8) . ?
C10B C11B 1.377(12) . ?
C11B F3B 1.346(6) . ?
C11B C12B 1.339(11) . ?
C12B F4B 1.337(9) . ?
C12B C13B 1.381(7) . ?
C13B F5B 1.336(6) . ?
O1C N1C 1.230(5) . ?
N1C C7C 1.344(5) . ?
N1C C8C 1.510(6) . ?
C1C C6C 1.388(6) . ?
C1C C2C 1.399(6) . ?
C1C C7C 1.440(6) . ?
C2C C3C 1.397(7) . ?
C2C C15C 1.505(7) . ?
C3C C4C 1.369(8) . ?
C4C C5C 1.377(8) . ?
C5C C6C 1.387(7) . ?
C6C C14C 1.504(7) . ?
C7C C16C 1.460(5) . ?
C8C C9C 1.373(6) . ?
C8C C13C 1.380(7) . ?
C9C F1C 1.336(6) . ?
C9C C10C 1.377(7) . ?
C10C F2C 1.332(6) . ?
C10C C11C 1.367(9) . ?
C11C F3C 1.337(6) . ?
C11C C12C 1.364(8) . ?
C12C F4C 1.356(6) . ?
C12C C13C 1.367(7) . ?
C13C F5C 1.344(5) . ?
