#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/66/1506670.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_1506670
loop_
_publ_author_name
'Hinrichs, Heino'
'Fischer, Axel K.'
'Jones, Peter G.'
'Hopf, Henning'
'Haley, Michael M.'
_publ_section_title
;
 [2.2]paracyclophane/dehydroannulene hybrids: probing the aromaticity of
 the dehydro[14]annulene framework.
;
_journal_issue                   17
_journal_name_full               'Organic letters'
_journal_page_first              3793
_journal_page_last               3795
_journal_paper_doi               10.1021/ol0514552
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C40.75 H27 Cl0.5'
_chemical_formula_weight         534.35
_chemical_name_systematic
;
 ?
;
_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                90.687(8)
_cell_angle_beta                 95.682(8)
_cell_angle_gamma                96.926(8)
_cell_formula_units_Z            4
_cell_length_a                   11.903(2)
_cell_length_b                   12.782(2)
_cell_length_c                   18.785(3)
_cell_measurement_reflns_used    5038
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      30.4
_cell_measurement_theta_min      2.2
_cell_volume                     2822.4(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Siemens XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       ω-scan
_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  0.1195
_diffrn_reflns_av_sigmaI/netI    0.1267
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25266
_diffrn_reflns_theta_full        26.25
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.09
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.593
_refine_diff_density_min         -1.039
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     748
_refine_ls_number_reflns         11502
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.0683
_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)+(0.0812P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1663
_refine_ls_wR_factor_ref         0.1862
_reflns_number_gt                7212
_reflns_number_total             11502
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol0514552si20050622_015210.cif
_cod_data_source_block           phine
_cod_original_cell_volume        2822.5(8)
_cod_original_formula_sum        'C40.75 H27 Cl0.50'
_cod_database_code               1506670
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.3542(3) 0.5553(3) 0.7476(2) 0.0709(13) Uani 1 1 d .
H1A H 0.3178 0.4917 0.7199 0.085 Uiso 1 1 calc R
H1B H 0.4026 0.5315 0.7887 0.085 Uiso 1 1 calc R
C2 C 0.4312(2) 0.6231(2) 0.69941(14) 0.0279(6) Uani 1 1 d .
H2A H 0.5064 0.6444 0.7265 0.034 Uiso 1 1 calc R
H2B H 0.4432 0.5801 0.6573 0.034 Uiso 1 1 calc R
C3 C 0.3803(2) 0.72110(19) 0.67407(13) 0.0219(6) Uani 1 1 d .
C4 C 0.2879(2) 0.71719(18) 0.62009(13) 0.0200(5) Uani 1 1 d .
C5 C 0.2125(2) 0.79555(19) 0.62032(13) 0.0218(6) Uani 1 1 d .
C6 C 0.2316(2) 0.87635(19) 0.67396(14) 0.0246(6) Uani 1 1 d .
C7 C 0.3369(2) 0.8903(2) 0.71450(14) 0.0267(6) Uani 1 1 d .
H7 H 0.3592 0.9533 0.7423 0.032 Uiso 1 1 calc R
C8 C 0.4095(2) 0.81349(19) 0.71472(14) 0.0246(6) Uani 1 1 d .
H8 H 0.4807 0.8242 0.7432 0.030 Uiso 1 1 calc R
C9 C 0.1364(3) 0.9311(2) 0.69906(15) 0.0335(7) Uani 1 1 d .
H9A H 0.0768 0.9335 0.6586 0.040 Uiso 1 1 calc R
H9B H 0.1665 1.0047 0.7136 0.040 Uiso 1 1 calc R
C10 C 0.0822(4) 0.8769(3) 0.7620(3) 0.111(2) Uani 1 1 d .
H10A H 0.0975 0.9254 0.8043 0.134 Uiso 1 1 calc R
H10B H -0.0013 0.8649 0.7498 0.134 Uiso 1 1 calc R
C11 C 0.1235(3) 0.7727(3) 0.7823(2) 0.0489(9) Uani 1 1 d .
C12 C 0.2150(3) 0.7679(3) 0.83235(19) 0.0512(10) Uani 1 1 d .
H12 H 0.2311 0.8201 0.8696 0.061 Uiso 1 1 calc R
C13 C 0.2842(3) 0.6888(3) 0.82958(17) 0.0430(8) Uani 1 1 d .
H13 H 0.3472 0.6874 0.8647 0.052 Uiso 1 1 calc R
C14 C 0.2623(3) 0.6116(2) 0.77580(17) 0.0366(7) Uani 1 1 d .
C15 C 0.1563(3) 0.6039(2) 0.73675(15) 0.0358(7) Uani 1 1 d .
H15 H 0.1303 0.5427 0.7078 0.043 Uiso 1 1 calc R
C16 C 0.0884(3) 0.6829(3) 0.73916(17) 0.0417(8) Uani 1 1 d .
H16 H 0.0169 0.6765 0.7112 0.050 Uiso 1 1 calc R
C17 C 0.2714(2) 0.6286(2) 0.57103(13) 0.0223(6) Uani 1 1 d .
C18 C 0.2765(2) 0.55060(19) 0.53530(13) 0.0219(6) Uani 1 1 d .
C19 C 0.2921(2) 0.45942(19) 0.49340(13) 0.0222(6) Uani 1 1 d .
C20 C 0.3887(2) 0.4083(2) 0.50890(14) 0.0270(6) Uani 1 1 d .
H20 H 0.4424 0.4329 0.5481 0.032 Uiso 1 1 calc R
C21 C 0.4076(2) 0.3222(2) 0.46815(15) 0.0303(6) Uani 1 1 d .
H21 H 0.4743 0.2891 0.4793 0.036 Uiso 1 1 calc R
C22 C 0.3295(2) 0.2842(2) 0.41115(15) 0.0320(7) Uani 1 1 d .
H22 H 0.3423 0.2249 0.3835 0.038 Uiso 1 1 calc R
C23 C 0.2331(2) 0.3332(2) 0.39488(15) 0.0287(6) Uani 1 1 d .
H23 H 0.1800 0.3073 0.3557 0.034 Uiso 1 1 calc R
C24 C 0.2122(2) 0.42044(19) 0.43531(13) 0.0224(6) Uani 1 1 d .
C25 C 0.1139(2) 0.47277(19) 0.41976(13) 0.0232(6) Uani 1 1 d .
C26 C 0.0400(2) 0.5297(2) 0.41432(13) 0.0240(6) Uani 1 1 d .
C17' C 0.1111(2) 0.79272(19) 0.57204(13) 0.0221(6) Uani 1 1 d .
C18' C 0.0240(2) 0.80646(19) 0.53637(13) 0.0227(6) Uani 1 1 d .
C19' C -0.0768(2) 0.83325(19) 0.49661(13) 0.0220(6) Uani 1 1 d .
C20' C -0.1228(2) 0.9249(2) 0.51533(14) 0.0274(6) Uani 1 1 d .
H20' H -0.0873 0.9672 0.5551 0.033 Uiso 1 1 calc R
C21' C -0.2184(2) 0.9547(2) 0.47717(16) 0.0322(7) Uani 1 1 d .
H21' H -0.2479 1.0170 0.4908 0.039 Uiso 1 1 calc R
C22' C -0.2717(2) 0.8939(2) 0.41896(16) 0.0351(7) Uani 1 1 d .
H22' H -0.3369 0.9150 0.3924 0.042 Uiso 1 1 calc R
C23' C -0.2299(2) 0.8028(2) 0.39964(15) 0.0301(6) Uani 1 1 d .
H23' H -0.2674 0.7610 0.3602 0.036 Uiso 1 1 calc R
C24' C -0.1326(2) 0.77110(19) 0.43756(13) 0.0217(6) Uani 1 1 d .
C25' C -0.0867(2) 0.6779(2) 0.41926(13) 0.0227(6) Uani 1 1 d .
C26' C -0.0332(2) 0.6042(2) 0.41409(13) 0.0226(6) Uani 1 1 d .
C1" C 0.9410(2) 0.1342(2) 0.76231(15) 0.0334(7) Uani 1 1 d .
H1"1 H 0.9363 0.0811 0.8001 0.040 Uiso 1 1 calc R
H1"2 H 1.0225 0.1555 0.7571 0.040 Uiso 1 1 calc R
C2" C 0.8808(2) 0.0825(2) 0.68920(14) 0.0280(6) Uani 1 1 d .
H2"1 H 0.9329 0.0956 0.6515 0.034 Uiso 1 1 calc R
H2"2 H 0.8657 0.0052 0.6946 0.034 Uiso 1 1 calc R
C3" C 0.7699(2) 0.1249(2) 0.66562(13) 0.0254(6) Uani 1 1 d .
C4" C 0.6728(2) 0.10208(19) 0.70354(13) 0.0219(6) Uani 1 1 d .
C5" C 0.5911(2) 0.1745(2) 0.70246(13) 0.0226(6) Uani 1 1 d .
C6" C 0.6080(2) 0.2688(2) 0.66315(13) 0.0256(6) Uani 1 1 d .
C7" C 0.6882(2) 0.2742(2) 0.61398(14) 0.0286(6) Uani 1 1 d .
H7" H 0.6884 0.3273 0.5791 0.034 Uiso 1 1 calc R
C8" C 0.7680(2) 0.2035(2) 0.61485(14) 0.0281(6) Uani 1 1 d .
H8" H 0.8219 0.2088 0.5806 0.034 Uiso 1 1 calc R
C9" C 0.5602(2) 0.3681(2) 0.68426(15) 0.0297(6) Uani 1 1 d .
H9"1 H 0.4771 0.3516 0.6861 0.036 Uiso 1 1 calc R
H9"2 H 0.5726 0.4212 0.6470 0.036 Uiso 1 1 calc R
C10" C 0.6158(2) 0.4172(2) 0.75923(15) 0.0328(7) Uani 1 1 d .
H10C H 0.6324 0.4946 0.7553 0.039 Uiso 1 1 calc R
H10D H 0.5608 0.4031 0.7952 0.039 Uiso 1 1 calc R
C11" C 0.7250(2) 0.3720(2) 0.78433(14) 0.0255(6) Uani 1 1 d .
C12" C 0.8212(2) 0.3943(2) 0.74759(14) 0.0280(6) Uani 1 1 d .
H12" H 0.8315 0.4577 0.7219 0.034 Uiso 1 1 calc R
C13" C 0.9018(2) 0.3243(2) 0.74833(14) 0.0271(6) Uani 1 1 d .
H13" H 0.9671 0.3406 0.7234 0.033 Uiso 1 1 calc R
C14" C 0.8881(2) 0.2300(2) 0.78539(14) 0.0244(6) Uani 1 1 d .
C15" C 0.8050(2) 0.2202(2) 0.83329(13) 0.0247(6) Uani 1 1 d .
H15" H 0.8034 0.1648 0.8666 0.030 Uiso 1 1 calc R
C16" C 0.7246(2) 0.2907(2) 0.83274(13) 0.0246(6) Uani 1 1 d .
H16" H 0.6689 0.2832 0.8658 0.029 Uiso 1 1 calc R
C17" C 0.6697(2) 0.0104(2) 0.74735(13) 0.0223(6) Uani 1 1 d .
C18" C 0.6833(2) -0.0686(2) 0.77946(13) 0.0241(6) Uani 1 1 d .
C19" C 0.7050(2) -0.16545(19) 0.81410(13) 0.0238(6) Uani 1 1 d .
C20" C 0.7852(2) -0.2253(2) 0.78968(15) 0.0296(6) Uani 1 1 d .
H20" H 0.8243 -0.2019 0.7500 0.035 Uiso 1 1 calc R
C21" C 0.8085(2) -0.3176(2) 0.82226(16) 0.0343(7) Uani 1 1 d .
H21" H 0.8637 -0.3568 0.8051 0.041 Uiso 1 1 calc R
C22" C 0.7516(3) -0.3532(2) 0.87996(16) 0.0377(7) Uani 1 1 d .
H22" H 0.7675 -0.4168 0.9022 0.045 Uiso 1 1 calc R
C23" C 0.6721(2) -0.2963(2) 0.90498(15) 0.0333(7) Uani 1 1 d .
H23" H 0.6330 -0.3215 0.9442 0.040 Uiso 1 1 calc R
C24" C 0.6478(2) -0.2015(2) 0.87345(14) 0.0251(6) Uani 1 1 d .
C25" C 0.5654(2) -0.1412(2) 0.89717(14) 0.0272(6) Uani 1 1 d .
C26" C 0.4985(2) -0.0807(2) 0.90752(14) 0.0283(6) Uani 1 1 d .
C17# C 0.4984(2) 0.16647(19) 0.74618(13) 0.0232(6) Uani 1 1 d .
C18# C 0.4190(2) 0.17865(19) 0.77927(14) 0.0244(6) Uani 1 1 d .
C19# C 0.3278(2) 0.20299(19) 0.81888(14) 0.0238(6) Uani 1 1 d .
C20# C 0.2674(2) 0.2876(2) 0.79912(14) 0.0275(6) Uani 1 1 d .
H20# H 0.2839 0.3256 0.7575 0.033 Uiso 1 1 calc R
C21# C 0.1843(2) 0.3167(2) 0.83903(16) 0.0333(7) Uani 1 1 d .
H21# H 0.1452 0.3749 0.8251 0.040 Uiso 1 1 calc R
C22# C 0.1579(3) 0.2611(2) 0.89950(17) 0.0376(7) Uani 1 1 d .
H22# H 0.1009 0.2814 0.9270 0.045 Uiso 1 1 calc R
C23# C 0.2145(3) 0.1765(2) 0.91950(16) 0.0357(7) Uani 1 1 d .
H23# H 0.1954 0.1382 0.9605 0.043 Uiso 1 1 calc R
C24# C 0.2998(2) 0.1461(2) 0.88032(14) 0.0278(6) Uani 1 1 d .
C25# C 0.3628(2) 0.0610(2) 0.90083(14) 0.0298(6) Uani 1 1 d .
C26# C 0.4239(2) -0.0070(2) 0.90888(14) 0.0289(6) Uani 1 1 d .
C90 C -0.0383(3) 0.4535(2) -0.06592(16) 0.0374(7) Uani 1 1 d .
H90 H -0.0647 0.4211 -0.1112 0.045 Uiso 1 1 calc R
C91 C 0.0416(3) 0.5422(2) -0.06129(16) 0.0374(7) Uani 1 1 d .
H91 H 0.0700 0.5713 -0.1032 0.045 Uiso 1 1 calc R
C92 C 0.0795(3) 0.5876(2) 0.00512(17) 0.0373(7) Uani 1 1 d .
H92 H 0.1348 0.6481 0.0088 0.045 Uiso 1 1 calc R
C93 C -0.0177(3) 0.9188(2) -0.05033(16) 0.0466(9) Uani 1 1 d .
H93 H -0.0297 0.8623 -0.0847 0.056 Uiso 1 1 calc R
C94 C -0.0907(3) 0.9939(3) -0.05265(17) 0.0474(9) Uani 1 1 d .
H94 H -0.1527 0.9903 -0.0889 0.057 Uiso 1 1 calc R
C95 C -0.0735(3) 1.0751(3) -0.00195(18) 0.0489(9) Uani 1 1 d .
H95 H -0.1246 1.1269 -0.0030 0.059 Uiso 1 1 calc R
C96 C 0.4738(3) 0.4264(2) -0.05489(15) 0.0400(8) Uani 1 1 d .
H96 H 0.4557 0.3754 -0.0928 0.048 Uiso 1 1 calc R
C97 C 0.3971(3) 0.4946(2) -0.04162(16) 0.0418(8) Uani 1 1 d .
H97 H 0.3263 0.4910 -0.0703 0.050 Uiso 1 1 calc R
C98 C 0.4237(3) 0.5688(2) 0.01374(18) 0.0429(8) Uani 1 1 d .
H98 H 0.3710 0.6162 0.0232 0.052 Uiso 1 1 calc R
C99 C 0.5211(6) 0.0567(5) 0.5231(3) 0.0436(16) Uani 0.50 1 d P
H99A H 0.5979 0.0864 0.5385 0.052 Uiso 0.50 1 d PR
H99B H 0.4716 0.1033 0.5403 0.052 Uiso 0.50 1 d PR
Cl Cl 0.49569(10) -0.05974(8) 0.56542(5) 0.0723(3) 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C14 C1 C2 114.3(2) . .
C3 C2 C1 112.3(2) . .
C8 C3 C4 118.1(2) . .
C8 C3 C2 118.2(2) . .
C4 C3 C2 122.4(2) . .
C3 C4 C5 119.2(2) . .
C3 C4 C17 117.0(2) . .
C5 C4 C17 123.7(2) . .
C6 C5 C4 119.6(2) . .
C6 C5 C17' 117.0(2) . .
C4 C5 C17' 123.2(2) . .
C7 C6 C5 117.9(2) . .
C7 C6 C9 118.3(2) . .
C5 C6 C9 122.5(2) . .
C8 C7 C6 120.7(2) . .
C7 C8 C3 121.2(2) . .
C6 C9 C10 113.4(2) . .
C11 C10 C9 115.0(3) . .
C12 C11 C16 116.7(3) . .
C12 C11 C10 121.3(4) . .
C16 C11 C10 120.2(4) . .
C11 C12 C13 121.4(3) . .
C12 C13 C14 120.4(3) . .
C15 C14 C13 116.6(3) . .
C15 C14 C1 118.8(3) . .
C13 C14 C1 123.1(3) . .
C16 C15 C14 121.2(3) . .
C15 C16 C11 120.6(3) . .
C18 C17 C4 168.2(3) . .
C17 C18 C19 175.5(3) . .
C20 C19 C24 118.5(2) . .
C20 C19 C18 120.0(2) . .
C24 C19 C18 121.5(2) . .
C21 C20 C19 121.2(3) . .
C20 C21 C22 120.2(3) . .
C23 C22 C21 119.7(3) . .
C22 C23 C24 121.1(3) . .
C23 C24 C19 119.2(2) . .
C23 C24 C25 122.4(2) . .
C19 C24 C25 118.3(2) . .
C26 C25 C24 169.2(3) . .
C25 C26 C26' 171.9(3) . .
C18' C17' C5 169.1(3) . .
C17' C18' C19' 174.4(3) . .
C20' C19' C24' 117.9(2) . .
C20' C19' C18' 119.8(2) . .
C24' C19' C18' 122.3(2) . .
C21' C20' C19' 121.4(3) . .
C20' C21' C22' 120.2(3) . .
C23' C22' C21' 120.0(3) . .
C22' C23' C24' 120.8(3) . .
C23' C24' C19' 119.6(2) . .
C23' C24' C25' 122.5(2) . .
C19' C24' C25' 117.8(2) . .
C26' C25' C24' 168.1(3) . .
C25' C26' C26 171.5(3) . .
C14" C1" C2" 112.7(2) . .
C3" C2" C1" 112.9(2) . .
C8" C3" C4" 117.9(2) . .
C8" C3" C2" 119.6(2) . .
C4" C3" C2" 121.3(2) . .
C3" C4" C5" 119.5(2) . .
C3" C4" C17" 116.7(2) . .
C5" C4" C17" 123.5(2) . .
C4" C5" C6" 119.3(2) . .
C4" C5" C17# 124.1(2) . .
C6" C5" C17# 116.1(2) . .
C7" C6" C5" 117.6(2) . .
C7" C6" C9" 119.6(2) . .
C5" C6" C9" 121.6(2) . .
C8" C7" C6" 121.3(2) . .
C7" C8" C3" 120.5(2) . .
C6" C9" C10" 113.3(2) . .
C11" C10" C9" 112.0(2) . .
C16" C11" C12" 117.6(2) . .
C16" C11" C10" 120.8(3) . .
C12" C11" C10" 120.0(2) . .
C13" C12" C11" 120.5(2) . .
C12" C13" C14" 120.8(3) . .
C15" C14" C13" 117.0(2) . .
C15" C14" C1" 120.7(2) . .
C13" C14" C1" 120.9(2) . .
C16" C15" C14" 120.7(2) . .
C11" C16" C15" 120.7(2) . .
C18" C17" C4" 169.3(3) . .
C17" C18" C19" 175.8(3) . .
C20" C19" C24" 118.5(2) . .
C20" C19" C18" 120.0(2) . .
C24" C19" C18" 121.5(2) . .
C21" C20" C19" 121.2(3) . .
C20" C21" C22" 120.1(3) . .
C23" C22" C21" 120.0(3) . .
C22" C23" C24" 121.1(3) . .
C23" C24" C19" 119.1(2) . .
C23" C24" C25" 122.7(2) . .
C19" C24" C25" 118.1(2) . .
C26" C25" C24" 169.3(3) . .
C25" C26" C26# 171.3(3) . .
C18# C17# C5" 167.9(3) . .
C17# C18# C19# 174.9(3) . .
C20# C19# C24# 118.3(2) . .
C20# C19# C18# 120.2(2) . .
C24# C19# C18# 121.4(2) . .
C21# C20# C19# 121.3(3) . .
C20# C21# C22# 120.1(3) . .
C23# C22# C21# 119.8(3) . .
C22# C23# C24# 121.1(3) . .
C23# C24# C19# 119.4(3) . .
C23# C24# C25# 122.6(3) . .
C19# C24# C25# 118.1(2) . .
C26# C25# C24# 170.1(3) . .
C25# C26# C26" 170.9(3) . .
C92 C90 C91 120.1(3) 2_565 .
C92 C91 C90 119.0(3) . .
C90 C92 C91 120.9(3) 2_565 .
C94 C93 C95 120.1(3) . 2_575
C93 C94 C95 119.6(3) . .
C94 C95 C93 120.2(3) . 2_575
C98 C96 C97 120.5(3) 2_665 .
C96 C97 C98 119.7(3) . .
C96 C98 C97 119.8(3) 2_665 .
Cl C99 C99 61.5(4) 2_656 2_656
Cl C99 Cl 120.1(3) 2_656 .
C99 C99 Cl 58.6(4) 2_656 .
C99 Cl C99 59.9(3) 2_656 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C14 1.514(4) .
C1 C2 1.550(4) .
C2 C3 1.518(3) .
C3 C8 1.388(4) .
C3 C4 1.416(3) .
C4 C5 1.423(3) .
C4 C17 1.434(3) .
C5 C6 1.417(3) .
C5 C17' 1.433(4) .
C6 C7 1.392(4) .
C6 C9 1.512(4) .
C7 C8 1.384(4) .
C9 C10 1.535(5) .
C10 C11 1.515(5) .
C11 C12 1.374(5) .
C11 C16 1.394(5) .
C12 C13 1.383(5) .
C13 C14 1.387(5) .
C14 C15 1.387(4) .
C15 C16 1.371(4) .
C17 C18 1.206(3) .
C18 C19 1.439(3) .
C19 C20 1.398(4) .
C19 C24 1.418(4) .
C20 C21 1.386(4) .
C21 C22 1.388(4) .
C22 C23 1.383(4) .
C23 C24 1.402(4) .
C24 C25 1.424(4) .
C25 C26 1.206(4) .
C26 C26' 1.365(4) .
C17' C18' 1.210(4) .
C18' C19' 1.429(4) .
C19' C20' 1.407(4) .
C19' C24' 1.417(3) .
C20' C21' 1.379(4) .
C21' C22' 1.387(4) .
C22' C23' 1.378(4) .
C23' C24' 1.404(4) .
C24' C25' 1.421(3) .
C25' C26' 1.207(3) .
C1" C14" 1.520(4) .
C1" C2" 1.584(4) .
C2" C3" 1.515(4) .
C3" C8" 1.395(4) .
C3" C4" 1.419(4) .
C4" C5" 1.420(4) .
C4" C17" 1.439(4) .
C5" C6" 1.426(3) .
C5" C17# 1.434(4) .
C6" C7" 1.389(4) .
C6" C9" 1.516(4) .
C7" C8" 1.386(4) .
C9" C10" 1.584(4) .
C10" C11" 1.521(4) .
C11" C16" 1.389(4) .
C11" C12" 1.397(4) .
C12" C13" 1.388(4) .
C13" C14" 1.400(4) .
C14" C15" 1.398(4) .
C15" C16" 1.391(4) .
C17" C18" 1.202(4) .
C18" C19" 1.444(4) .
C19" C20" 1.401(4) .
C19" C24" 1.416(4) .
C20" C21" 1.381(4) .
C21" C22" 1.387(4) .
C22" C23" 1.375(4) .
C23" C24" 1.403(4) .
C24" C25" 1.420(4) .
C25" C26" 1.202(4) .
C26" C26# 1.372(4) .
C17# C18# 1.206(4) .
C18# C19# 1.437(4) .
C19# C20# 1.403(4) .
C19# C24# 1.418(4) .
C20# C21# 1.381(4) .
C21# C22# 1.389(4) .
C22# C23# 1.380(4) .
C23# C24# 1.399(4) .
C24# C25# 1.429(4) .
C25# C26# 1.200(4) .
C90 C92 1.372(4) 2_565
C90 C91 1.386(4) .
C91 C92 1.380(4) .
C92 C90 1.372(4) 2_565
C93 C94 1.368(5) .
C93 C95 1.384(5) 2_575
C94 C95 1.383(5) .
C95 C93 1.384(5) 2_575
C96 C98 1.373(4) 2_665
C96 C97 1.374(5) .
C97 C98 1.385(4) .
C98 C96 1.373(4) 2_665
C99 Cl 1.657(6) 2_656
C99 C99 1.679(12) 2_656
C99 Cl 1.705(6) .
Cl C99 1.657(6) 2_656
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C14 C1 C2 C3 -15.4(5) . .
C1 C2 C3 C8 92.2(3) . .
C1 C2 C3 C4 -74.6(4) . .
C8 C3 C4 C5 -14.9(3) . .
C2 C3 C4 C5 151.9(2) . .
C8 C3 C4 C17 169.7(2) . .
C2 C3 C4 C17 -23.6(3) . .
C3 C4 C5 C6 0.5(3) . .
C17 C4 C5 C6 175.7(2) . .
C3 C4 C5 C17' -174.1(2) . .
C17 C4 C5 C17' 1.0(4) . .
C4 C5 C6 C7 14.4(4) . .
C17' C5 C6 C7 -170.7(2) . .
C4 C5 C6 C9 -152.4(2) . .
C17' C5 C6 C9 22.6(4) . .
C5 C6 C7 C8 -15.2(4) . .
C9 C6 C7 C8 152.1(3) . .
C6 C7 C8 C3 0.7(4) . .
C4 C3 C8 C7 14.5(4) . .
C2 C3 C8 C7 -152.8(2) . .
C7 C6 C9 C10 -76.8(4) . .
C5 C6 C9 C10 89.9(4) . .
C6 C9 C10 C11 -6.6(6) . .
C9 C10 C11 C12 90.6(5) . .
C9 C10 C11 C16 -73.8(5) . .
C16 C11 C12 C13 14.1(5) . .
C10 C11 C12 C13 -150.7(3) . .
C11 C12 C13 C14 -0.2(5) . .
C12 C13 C14 C15 -14.4(4) . .
C12 C13 C14 C1 151.2(3) . .
C2 C1 C14 C15 91.6(4) . .
C2 C1 C14 C13 -73.7(4) . .
C13 C14 C15 C16 15.1(4) . .
C1 C14 C15 C16 -151.1(3) . .
C14 C15 C16 C11 -1.3(4) . .
C12 C11 C16 C15 -13.4(4) . .
C10 C11 C16 C15 151.7(3) . .
C3 C4 C17 C18 -11.0(14) . .
C5 C4 C17 C18 173.8(12) . .
C4 C17 C18 C19 -27(4) . .
C17 C18 C19 C20 31(3) . .
C17 C18 C19 C24 -148(3) . .
C24 C19 C20 C21 0.9(4) . .
C18 C19 C20 C21 -178.1(2) . .
C19 C20 C21 C22 -0.7(4) . .
C20 C21 C22 C23 0.5(4) . .
C21 C22 C23 C24 -0.4(4) . .
C22 C23 C24 C19 0.6(4) . .
C22 C23 C24 C25 179.8(2) . .
C20 C19 C24 C23 -0.8(4) . .
C18 C19 C24 C23 178.2(2) . .
C20 C19 C24 C25 179.9(2) . .
C18 C19 C24 C25 -1.1(3) . .
C23 C24 C25 C26 -167.6(13) . .
C19 C24 C25 C26 11.6(16) . .
C24 C25 C26 C26' 6(3) . .
C6 C5 C17' C18' 10.2(15) . .
C4 C5 C17' C18' -175.0(13) . .
C5 C17' C18' C19' 14(4) . .
C17' C18' C19' C20' -20(3) . .
C17' C18' C19' C24' 160(3) . .
C24' C19' C20' C21' -0.8(4) . .
C18' C19' C20' C21' 178.5(2) . .
C19' C20' C21' C22' 0.1(4) . .
C20' C21' C22' C23' 0.8(4) . .
C21' C22' C23' C24' -0.9(4) . .
C22' C23' C24' C19' 0.2(4) . .
C22' C23' C24' C25' -179.9(3) . .
C20' C19' C24' C23' 0.6(4) . .
C18' C19' C24' C23' -178.6(2) . .
C20' C19' C24' C25' -179.3(2) . .
C18' C19' C24' C25' 1.5(4) . .
C23' C24' C25' C26' -180(100) . .
C19' C24' C25' C26' 0.0(14) . .
C24' C25' C26' C26 -18(3) . .
C25 C26 C26' C25' 1(3) . .
C14" C1" C2" C3" -11.5(3) . .
C1" C2" C3" C8" 98.4(3) . .
C1" C2" C3" C4" -69.0(3) . .
C8" C3" C4" C5" -15.5(4) . .
C2" C3" C4" C5" 152.2(2) . .
C8" C3" C4" C17" 170.8(2) . .
C2" C3" C4" C17" -21.6(3) . .
C3" C4" C5" C6" 0.1(4) . .
C17" C4" C5" C6" 173.4(2) . .
C3" C4" C5" C17# -171.3(2) . .
C17" C4" C5" C17# 2.0(4) . .
C4" C5" C6" C7" 15.2(4) . .
C17# C5" C6" C7" -172.7(2) . .
C4" C5" C6" C9" -152.1(2) . .
C17# C5" C6" C9" 20.0(3) . .
C5" C6" C7" C8" -15.4(4) . .
C9" C6" C7" C8" 152.1(3) . .
C6" C7" C8" C3" -0.1(4) . .
C4" C3" C8" C7" 15.7(4) . .
C2" C3" C8" C7" -152.1(2) . .
C7" C6" C9" C10" -101.2(3) . .
C5" C6" C9" C10" 65.8(3) . .
C6" C9" C10" C11" 15.1(3) . .
C9" C10" C11" C16" -97.8(3) . .
C9" C10" C11" C12" 67.7(3) . .
C16" C11" C12" C13" 13.1(4) . .
C10" C11" C12" C13" -152.8(2) . .
C11" C12" C13" C14" 0.4(4) . .
C12" C13" C14" C15" -13.5(4) . .
C12" C13" C14" C1" 152.9(2) . .
C2" C1" C14" C15" 95.3(3) . .
C2" C1" C14" C13" -70.6(3) . .
C13" C14" C15" C16" 13.1(4) . .
C1" C14" C15" C16" -153.3(2) . .
C12" C11" C16" C15" -13.5(4) . .
C10" C11" C16" C15" 152.4(2) . .
C14" C15" C16" C11" 0.3(4) . .
C3" C4" C17" C18" -3.7(16) . .
C5" C4" C17" C18" -177.2(13) . .
C4" C17" C18" C19" -22(5) . .
C17" C18" C19" C20" 7(4) . .
C17" C18" C19" C24" -174(4) . .
C24" C19" C20" C21" 0.2(4) . .
C18" C19" C20" C21" 179.3(3) . .
C19" C20" C21" C22" 0.4(4) . .
C20" C21" C22" C23" -0.2(4) . .
C21" C22" C23" C24" -0.6(4) . .
C22" C23" C24" C19" 1.2(4) . .
C22" C23" C24" C25" 179.2(3) . .
C20" C19" C24" C23" -1.0(4) . .
C18" C19" C24" C23" 179.9(2) . .
C20" C19" C24" C25" -179.1(2) . .
C18" C19" C24" C25" 1.8(4) . .
C23" C24" C25" C26" -171.3(15) . .
C19" C24" C25" C26" 6.7(17) . .
C24" C25" C26" C26# 13(3) . .
C4" C5" C17# C18# 165.7(12) . .
C6" C5" C17# C18# -6.0(14) . .
C5" C17# C18# C19# -26(4) . .
C17# C18# C19# C20# 45(3) . .
C17# C18# C19# C24# -132(3) . .
C24# C19# C20# C21# 1.4(4) . .
C18# C19# C20# C21# -175.8(2) . .
C19# C20# C21# C22# -0.9(4) . .
C20# C21# C22# C23# -0.2(4) . .
C21# C22# C23# C24# 0.8(5) . .
C22# C23# C24# C19# -0.4(4) . .
C22# C23# C24# C25# 177.9(3) . .
C20# C19# C24# C23# -0.7(4) . .
C18# C19# C24# C23# 176.4(2) . .
C20# C19# C24# C25# -179.0(2) . .
C18# C19# C24# C25# -1.9(4) . .
C23# C24# C25# C26# 178.7(17) . .
C19# C24# C25# C26# -3.1(19) . .
C24# C25# C26# C26" -7(3) . .
C25" C26" C26# C25# -5(4) . .
C92 C90 C91 C92 0.5(5) 2_565 .
C90 C91 C92 C90 -0.5(5) . 2_565
C95 C93 C94 C95 -0.8(5) 2_575 .
C93 C94 C95 C93 0.8(5) . 2_575
C98 C96 C97 C98 -0.1(5) 2_665 .
C96 C97 C98 C96 0.1(5) . 2_665
Cl C99 Cl C99 0.0 2_656 2_656
