#------------------------------------------------------------------------------
#$Date: 2019-11-17 07:19:31 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228629 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/94/1549455.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_1549455
loop_
_publ_author_name
'Sharber, Seth A.'
'Shih, Kuo-Chih'
'Mann, Arielle'
'Frausto, Fanny'
'Haas, Terry E.'
'Nieh, Mu-Ping'
'Thomas, Samuel W.'
_publ_section_title
;
 Reversible mechanofluorochromism of aniline-terminated phenylene
 ethynylenes.
;
_journal_issue                   24
_journal_name_full               'Chemical science'
_journal_page_first              5415
_journal_page_last               5426
_journal_paper_doi               10.1039/c8sc00980e
_journal_volume                  9
_journal_year                    2018
_chemical_formula_sum            'C54 H50 F4 N10 O2'
_chemical_formula_weight         947.04
_chemical_name_systematic        A-4
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-02-28 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                95.161(3)
_cell_angle_beta                 103.759(3)
_cell_angle_gamma                106.881(3)
_cell_formula_units_Z            4
_cell_length_a                   12.3920(7)
_cell_length_b                   17.6527(9)
_cell_length_c                   18.8864(10)
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.10
_cell_measurement_theta_min      3.88
_cell_volume                     3783.4(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            64095
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        62.385
_diffrn_reflns_theta_max         62.385
_diffrn_reflns_theta_min         2.445
_diffrn_source
'I\mS micro-focus sealed tube, multilayer optics'
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1984
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Diffusion of hexanes into a solution of chloroform'
_exptl_crystal_size_max          0.336
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.104
_exptl_transmission_factor_max   0.9460
_exptl_transmission_factor_min   0.8390
_refine_diff_density_max         2.446
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.188
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   3.541
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     901
_refine_ls_number_reflns         11878
_refine_ls_number_restraints     61
_refine_ls_restrained_S_all      3.539
_refine_ls_R_factor_all          0.3115
_refine_ls_R_factor_gt           0.2346
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5424
_refine_ls_wR_factor_ref         0.5936
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6470
_reflns_number_total             11878
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8sc00980e2.cif
_cod_data_source_block           A-4_ss02_anis2
_cod_depositor_comments
'Adding full bibliography for 1549452--1549455.cif.'
_cod_database_code               1549455
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.735
_shelx_estimated_absorpt_t_max   0.905
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.2425(7) 0.6731(5) 0.2407(4) 0.046(2) Uani 1 1 d . . . . .
C2A C 0.2529(7) 0.7384(5) 0.2039(4) 0.048(2) Uani 1 1 d . . . . .
H2A H 0.303131 0.789798 0.230267 0.058 Uiso 1 1 calc R U . . .
C3A C 0.1933(8) 0.7318(5) 0.1304(4) 0.053(2) Uani 1 1 d . . . . .
C4A C 0.2077(7) 0.8005(5) 0.0974(4) 0.048(2) Uani 1 1 d . . . . .
C5A C 0.2207(7) 0.8613(5) 0.0707(4) 0.047(2) Uani 1 1 d . . . . .
C6A C 0.2394(7) 0.9328(5) 0.0375(4) 0.045(2) Uani 1 1 d . . . . .
C7A C 0.3228(8) 0.9541(6) -0.0024(4) 0.057(2) Uani 1 1 d . . . . .
H7A H 0.368008 0.919843 -0.007844 0.069 Uiso 1 1 calc R U . . .
C8A C 0.3412(9) 1.0200(7) -0.0327(6) 0.072(3) Uani 1 1 d . . . . .
H8A H 0.397383 1.030623 -0.060168 0.087 Uiso 1 1 calc R U . . .
C9A C 0.2797(9) 1.0747(8) -0.0254(5) 0.072(3) Uani 1 1 d . . . . .
C10A C 0.1970(9) 1.0523(6) 0.0153(5) 0.064(3) Uani 1 1 d . . . . .
H10A H 0.152693 1.086701 0.022231 0.077 Uiso 1 1 calc R U . . .
C1AA C 0.1778(8) 0.9850(5) 0.0446(4) 0.050(2) Uani 1 1 d . . . . .
H1AA H 0.120111 0.973072 0.070909 0.060 Uiso 1 1 calc R U . . .
N9A N 0.3030(11) 1.1444(7) -0.0523(7) 0.101(4) Uani 1 1 d . . . . .
C1 C 0.1159(14) 0.6532(6) 0.0945(5) 0.109(6) Uani 1 1 d . . . . .
C2 C 0.1023(13) 0.5894(6) 0.1327(5) 0.105(5) Uani 1 1 d . . . . .
H2 H 0.044607 0.539320 0.108971 0.126 Uiso 1 1 calc R U . . .
C3 C 0.1704(9) 0.5959(5) 0.2048(4) 0.062(3) Uani 1 1 d . . . . .
C4 C 0.1510(10) 0.5265(5) 0.2380(4) 0.063(3) Uani 1 1 d . . . . .
C5 C 0.1337(9) 0.4639(5) 0.2661(4) 0.060(3) Uani 1 1 d . . . . .
C6 C 0.1082(9) 0.3945(5) 0.2984(4) 0.055(2) Uani 1 1 d . . . . .
C7 C 0.1663(9) 0.3379(5) 0.2948(5) 0.057(2) Uani 1 1 d . . . . .
H7 H 0.227082 0.347483 0.270915 0.068 Uiso 1 1 calc R U . . .
C8 C 0.1393(9) 0.2703(6) 0.3241(6) 0.065(3) Uani 1 1 d . . . . .
H8 H 0.180806 0.233216 0.320188 0.078 Uiso 1 1 calc R U . . .
C9 C 0.0494(8) 0.2540(6) 0.3606(5) 0.060(2) Uani 1 1 d . . . . .
C10 C -0.0075(9) 0.3130(6) 0.3661(5) 0.063(3) Uani 1 1 d . . . . .
H10 H -0.066040 0.305618 0.391705 0.075 Uiso 1 1 calc R U . . .
C11 C 0.0220(9) 0.3804(6) 0.3345(5) 0.064(3) Uani 1 1 d . . . . .
H11 H -0.018321 0.418302 0.337724 0.077 Uiso 1 1 calc R U . . .
N9 N 0.0183(9) 0.1862(6) 0.3897(6) 0.091(3) Uani 1 1 d . . . . .
C11A C 0.3133(10) 0.6914(5) 0.3203(5) 0.069(3) Uani 1 1 d . . . . .
O11A O 0.3957(9) 0.7493(5) 0.3449(4) 0.133(5) Uani 1 1 d . . . . .
C12A C 0.3390(11) 0.6515(6) 0.4368(5) 0.083(4) Uani 1 1 d . . . . .
H12A H 0.328158 0.697877 0.464510 0.100 Uiso 1 1 calc R U . . .
H12B H 0.423615 0.663442 0.441092 0.100 Uiso 1 1 calc R U . . .
O12A O 0.2729(6) 0.6373(4) 0.3601(3) 0.0637(18) Uani 1 1 d . . . . .
C13A C 0.2941(9) 0.5768(5) 0.4676(4) 0.057(3) Uani 1 1 d . . . . .
C14A C 0.3341(9) 0.5136(6) 0.4623(4) 0.060(2) Uani 1 1 d . . . . .
F14A F 0.4151(6) 0.5166(5) 0.4251(3) 0.099(2) Uani 1 1 d . . . . .
C15A C 0.2966(11) 0.4458(6) 0.4918(5) 0.071(3) Uani 1 1 d . . . . .
F15A F 0.3390(9) 0.3861(5) 0.4831(4) 0.121(3) Uani 1 1 d . . . . .
C16A C 0.2137(9) 0.4400(7) 0.5276(5) 0.067(3) Uani 1 1 d . . . . .
F16A F 0.1790(7) 0.3768(4) 0.5577(4) 0.116(3) Uani 1 1 d . . . . .
C17A C 0.1695(9) 0.5024(9) 0.5355(5) 0.074(3) Uani 1 1 d . . . . .
F17A F 0.0843(6) 0.4965(6) 0.5702(4) 0.117(3) Uani 1 1 d . . . . .
C18A C 0.2075(9) 0.5693(7) 0.5038(4) 0.064(3) Uani 1 1 d . . . . .
F18A F 0.1604(8) 0.6289(5) 0.5108(3) 0.118(3) Uani 1 1 d . . . . .
O11B O -0.0493(16) 0.5817(8) -0.0054(6) 0.261(12) Uani 1 1 d . . . . .
C11B C 0.0374(19) 0.6377(8) 0.0169(6) 0.171(10) Uani 1 1 d . . . . .
C12B C 0.0047(15) 0.6745(7) -0.0993(5) 0.122(7) Uani 1 1 d . . . . .
H12C H -0.079497 0.662696 -0.102295 0.147 Uiso 1 1 calc R U . . .
H12D H 0.014230 0.628659 -0.128588 0.147 Uiso 1 1 calc R U . . .
O12B O 0.0728(7) 0.6869(4) -0.0234(3) 0.083(2) Uani 1 1 d . . . . .
C13B C 0.0483(10) 0.7495(6) -0.1286(5) 0.067(3) Uani 1 1 d . . . . .
C14B C 0.1258(10) 0.7577(7) -0.1677(5) 0.068(3) Uani 1 1 d . . . . .
F14B F 0.1700(8) 0.6983(5) -0.1794(4) 0.120(3) Uani 1 1 d . . . . .
C15B C 0.1657(8) 0.8245(7) -0.1982(5) 0.067(3) Uani 1 1 d . . . . .
F15B F 0.2428(6) 0.8300(6) -0.2385(4) 0.118(3) Uani 1 1 d . . . . .
C16B C 0.1218(11) 0.8859(6) -0.1879(6) 0.073(3) Uani 1 1 d . . . . .
F16B F 0.1572(9) 0.9528(5) -0.2175(4) 0.140(4) Uani 1 1 d . . . . .
C17B C 0.0409(12) 0.8796(7) -0.1479(6) 0.079(4) Uani 1 1 d . . . . .
F17B F -0.0056(8) 0.9383(5) -0.1388(4) 0.135(4) Uani 1 1 d . . . . .
C18B C 0.0091(9) 0.8110(7) -0.1188(5) 0.067(3) Uani 1 1 d . . . . .
F18B F -0.0703(6) 0.8051(6) -0.0805(3) 0.120(3) Uani 1 1 d . . . . .
C91 C 0.068(2) 0.1054(16) 0.3620(15) 0.183(9) Uiso 1 1 d . U . . .
C92 C 0.126(3) 0.144(2) 0.430(2) 0.248(13) Uiso 1 1 d . U . . .
C93 C 0.288(4) 0.147(3) 0.464(3) 0.37(2) Uiso 1 1 d . U . . .
C94 C 0.3222(18) 0.2241(13) 0.5568(11) 0.144(7) Uiso 1 1 d . . . . .
C95 C -0.0763(11) 0.1680(9) 0.4249(7) 0.092(4) Uani 1 1 d . U . . .
H95A H -0.104936 0.109379 0.424213 0.111 Uiso 1 1 calc R U . . .
H95B H -0.142171 0.183338 0.396007 0.111 Uiso 1 1 calc R U . . .
C96 C -0.0391(14) 0.2114(11) 0.5043(8) 0.128(6) Uani 1 1 d . U . . .
H96A H -0.011881 0.270087 0.504834 0.154 Uiso 1 1 calc R U . . .
H96B H 0.027860 0.196963 0.532894 0.154 Uiso 1 1 calc R U . . .
C97 C -0.1374(15) 0.1914(10) 0.5422(9) 0.117(5) Uani 1 1 d . U . . .
H97A H -0.166018 0.132867 0.542185 0.140 Uiso 1 1 calc R U . . .
H97B H -0.203877 0.207718 0.515757 0.140 Uiso 1 1 calc R U . . .
C98 C -0.0850(19) 0.2390(12) 0.6246(10) 0.155(7) Uani 1 1 d . U . . .
H98A H -0.134631 0.214234 0.655092 0.233 Uiso 1 1 calc R U . . .
H98B H -0.082663 0.295058 0.624958 0.233 Uiso 1 1 calc R U . . .
H98C H -0.005325 0.237307 0.644521 0.233 Uiso 1 1 calc R U . . .
C91B C 0.389(4) 1.1673(19) -0.0941(16) 0.216(16) Uani 1 1 d . . . . .
C92B C 0.357(2) 1.134(2) -0.1548(17) 0.177(11) Uani 0.896(14) 1 d . U P A 1
C93B C 0.461(2) 1.1414(19) -0.2067(15) 0.180(10) Uani 0.896(14) 1 d . U P A 1
C94B C 0.370(2) 1.0734(15) -0.2924(9) 0.140(9) Uani 0.896(14) 1 d . . P A 1
C93D C 0.543(9) 1.256(6) -0.074(5) 0.07(2) Uiso 0.104(14) 1 d . U P A 2
C94D C 0.522(5) 1.315(4) -0.123(3) 0.027(15) Uiso 0.104(14) 1 d . U P A 2
C92D C 0.493(7) 1.178(5) -0.102(4) 0.049(19) Uiso 0.104(14) 1 d . U P A 2
C95B C 0.238(2) 1.1951(13) -0.0487(10) 0.148(6) Uani 1 1 d . U . . .
H95C H 0.282206 1.247771 -0.058647 0.178 Uiso 1 1 calc R U . . .
H95D H 0.232165 1.203704 0.002509 0.178 Uiso 1 1 calc R U . . .
C96B C 0.106(2) 1.1653(15) -0.1054(13) 0.176(8) Uani 1 1 d . U . . .
H96C H 0.057992 1.119158 -0.088059 0.211 Uiso 1 1 calc R U . . .
H96D H 0.072130 1.209242 -0.100004 0.211 Uiso 1 1 calc R U . . .
C97B C 0.088(2) 1.1392(17) -0.1912(14) 0.204(10) Uani 1 1 d . U . . .
H97C H 0.131662 1.101199 -0.195527 0.245 Uiso 1 1 calc R U . . .
H97D H 0.127131 1.187759 -0.209292 0.245 Uiso 1 1 calc R U . . .
C98B C -0.043(2) 1.0980(17) -0.2504(16) 0.265(15) Uani 1 1 d . U . . .
H98D H -0.041974 1.053638 -0.284890 0.397 Uiso 1 1 calc R U . . .
H98E H -0.064515 1.138440 -0.277967 0.397 Uiso 1 1 calc R U . . .
H98F H -0.101138 1.077567 -0.223403 0.397 Uiso 1 1 calc R U . . .
C1C C 0.5624(14) 1.0753(6) 0.5389(6) 0.119(6) Uani 1 1 d . . . . .
H1C H 0.605615 1.127833 0.565780 0.142 Uiso 1 1 calc R U . . .
C2C C 0.5515(16) 1.0134(7) 0.5768(6) 0.126(7) Uani 1 1 d . . . . .
C3C C 0.4860(16) 0.9331(7) 0.5379(5) 0.133(7) Uani 1 1 d . . . . .
C4C C 0.4730(14) 0.8642(8) 0.5711(5) 0.111(6) Uani 1 1 d . . . . .
C5C C 0.4613(11) 0.8021(6) 0.5982(5) 0.087(4) Uani 1 1 d . . . . .
C6C C 0.4411(11) 0.7346(6) 0.6314(5) 0.076(3) Uani 1 1 d . . . . .
C7C C 0.5033(9) 0.6806(7) 0.6283(5) 0.075(3) Uani 1 1 d . . . . .
H7C H 0.562537 0.690093 0.603049 0.090 Uiso 1 1 calc R U . . .
C8C C 0.4796(9) 0.6130(7) 0.6618(6) 0.070(3) Uani 1 1 d . . . . .
H8C H 0.524097 0.577661 0.659254 0.084 Uiso 1 1 calc R U . . .
C9C C 0.3943(9) 0.5950(6) 0.6986(5) 0.065(3) Uani 1 1 d . . . . .
C10C C 0.3308(9) 0.6498(6) 0.7019(5) 0.066(3) Uani 1 1 d . . . . .
H10C H 0.271628 0.640254 0.727151 0.080 Uiso 1 1 calc R U . . .
C21C C 0.3546(10) 0.7166(6) 0.6687(5) 0.067(3) Uani 1 1 d . . . . .
H21C H 0.310375 0.752102 0.671347 0.081 Uiso 1 1 calc R U . . .
N9C N 0.3687(10) 0.5283(6) 0.7314(6) 0.094(3) Uani 1 1 d . . . . .
C11C C 0.6158(14) 1.0304(6) 0.6574(5) 0.108(5) Uani 1 1 d . . . . .
O11C O 0.6937(11) 1.0936(5) 0.6851(4) 0.131(4) Uani 1 1 d . . . . .
C12C C 0.6341(11) 0.9923(6) 0.7726(5) 0.080(4) Uani 1 1 d . . . . .
H12E H 0.720356 1.016912 0.784869 0.096 Uiso 1 1 calc R U . . .
H12F H 0.601923 1.030167 0.795624 0.096 Uiso 1 1 calc R U . . .
O12C O 0.5828(7) 0.9747(4) 0.6922(3) 0.079(2) Uani 1 1 d . . . . .
C13C C 0.6043(9) 0.9164(6) 0.7999(4) 0.062(3) Uani 1 1 d . . . . .
C14C C 0.6622(9) 0.8609(7) 0.7912(5) 0.070(3) Uani 1 1 d . . . . .
F14C F 0.7434(6) 0.8745(5) 0.7545(4) 0.105(3) Uani 1 1 d . . . . .
C15C C 0.6381(8) 0.7899(6) 0.8189(5) 0.063(3) Uani 1 1 d . . . . .
F15C F 0.6927(6) 0.7375(5) 0.8109(4) 0.104(3) Uani 1 1 d . . . . .
C16C C 0.5533(8) 0.7724(6) 0.8570(5) 0.061(3) Uani 1 1 d . . . . .
F16C F 0.5268(6) 0.7044(4) 0.8851(4) 0.089(2) Uani 1 1 d . . . . .
C17C C 0.4987(9) 0.8265(6) 0.8658(5) 0.063(3) Uani 1 1 d . . . . .
F17C F 0.4131(6) 0.8110(4) 0.9026(4) 0.087(2) Uani 1 1 d . . . . .
C18C C 0.5220(8) 0.8973(6) 0.8365(5) 0.061(3) Uani 1 1 d . . . . .
F18C F 0.4648(6) 0.9494(4) 0.8474(3) 0.086(2) Uani 1 1 d . . . . .
C91C C 0.4403(16) 0.4723(11) 0.7346(10) 0.124(5) Uiso 1 1 d . U . . .
C92C C 0.579(3) 0.5120(19) 0.7772(18) 0.224(11) Uiso 1 1 d . U . . .
C93C C 0.590(3) 0.5285(18) 0.8616(17) 0.200(11) Uiso 1 1 d . U . . .
C94C C 0.683(2) 0.5556(13) 0.8932(12) 0.142(7) Uiso 1 1 d . U . . .
C95C C 0.228(3) 0.476(2) 0.7423(19) 0.229(12) Uiso 1 1 d . U . . .
C96C C 0.296(2) 0.5232(17) 0.7972(15) 0.179(9) Uiso 1 1 d . U . . .
C97C C 0.193(3) 0.521(2) 0.871(2) 0.258(15) Uiso 1 1 d . . . . .
C98C C 0.303(3) 0.610(2) 0.9546(18) 0.245(14) Uiso 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
C2A C1A C3 121.2(7) . .
C2A C1A C11A 115.7(7) . .
C3 C1A C11A 123.1(8) . .
C3A C2A C1A 122.9(7) . .
C2A C3A C4A 119.5(7) . .
C2A C3A C1 115.8(8) . .
C4A C3A C1 124.7(7) . .
C5A C4A C3A 178.2(8) . .
C4A C5A C6A 177.7(10) . .
C1AA C6A C7A 116.1(8) . .
C1AA C6A C5A 121.5(8) . .
C7A C6A C5A 122.3(8) . .
C8A C7A C6A 122.8(10) . .
C7A C8A C9A 121.9(11) . .
N9A C9A C8A 122.2(11) . .
N9A C9A C10A 123.6(12) . .
C8A C9A C10A 114.2(10) . .
C1AA C10A C9A 123.5(10) . .
C10A C1AA C6A 121.6(9) . .
C9A N9A C95B 121.8(13) . .
C9A N9A C91B 123.2(14) . .
C95B N9A C91B 114.6(14) . .
C2 C1 C3A 120.7(9) . .
C2 C1 C11B 116.8(10) . .
C3A C1 C11B 122.1(10) . .
C1 C2 C3 122.4(9) . .
C2 C3 C1A 116.5(9) . .
C2 C3 C4 117.7(8) . .
C1A C3 C4 125.4(7) . .
C5 C4 C3 178.6(9) . .
C4 C5 C6 176.5(12) . .
C11 C6 C7 117.9(9) . .
C11 C6 C5 119.5(10) . .
C7 C6 C5 122.6(10) . .
C8 C7 C6 122.5(10) . .
C7 C8 C9 120.5(10) . .
N9 C9 C8 122.4(10) . .
N9 C9 C10 120.7(10) . .
C8 C9 C10 116.9(9) . .
C11 C10 C9 120.4(10) . .
C10 C11 C6 121.8(10) . .
C9 N9 C95 122.6(11) . .
C9 N9 C92 120.1(14) . .
C95 N9 C92 109.9(13) . .
C9 N9 C91 117.5(12) . .
C95 N9 C91 117.8(12) . .
C92 N9 C91 43.7(12) . .
O11A C11A O12A 123.6(8) . .
O11A C11A C1A 122.6(9) . .
O12A C11A C1A 113.8(7) . .
O12A C12A C13A 107.4(7) . .
C11A O12A C12A 116.0(7) . .
C14A C13A C18A 115.9(9) . .
C14A C13A C12A 123.3(11) . .
C18A C13A C12A 120.8(10) . .
F14A C14A C13A 118.3(10) . .
F14A C14A C15A 117.6(10) . .
C13A C14A C15A 124.1(11) . .
F15A C15A C16A 120.7(11) . .
F15A C15A C14A 120.3(11) . .
C16A C15A C14A 119.0(11) . .
F16A C16A C15A 119.9(12) . .
F16A C16A C17A 120.1(11) . .
C15A C16A C17A 120.0(11) . .
F17A C17A C16A 120.3(12) . .
F17A C17A C18A 120.0(12) . .
C16A C17A C18A 119.5(10) . .
F18A C18A C17A 118.4(11) . .
F18A C18A C13A 120.3(11) . .
C17A C18A C13A 121.3(10) . .
O11B C11B O12B 122.4(11) . .
O11B C11B C1 122.5(13) . .
O12B C11B C1 115.1(12) . .
O12B C12B C13B 107.4(8) . .
C11B O12B C12B 118.5(9) . .
C18B C13B C14B 116.4(11) . .
C18B C13B C12B 121.6(13) . .
C14B C13B C12B 121.9(12) . .
C13B C14B F14B 119.9(12) . .
C13B C14B C15B 124.3(11) . .
F14B C14B C15B 115.8(12) . .
F15B C15B C16B 120.0(12) . .
F15B C15B C14B 122.5(12) . .
C16B C15B C14B 117.4(11) . .
F16B C16B C15B 119.9(13) . .
F16B C16B C17B 120.0(12) . .
C15B C16B C17B 120.1(11) . .
F17B C17B C18B 121.5(14) . .
F17B C17B C16B 121.0(13) . .
C18B C17B C16B 117.5(10) . .
C13B C18B F18B 118.7(12) . .
C13B C18B C17B 124.2(12) . .
F18B C18B C17B 117.1(11) . .
C92 C91 N9 67(2) . .
C91 C92 N9 69(2) . .
C91 C92 C93 116(3) . .
N9 C92 C93 151(3) . .
C92 C93 C94 94(3) . .
N9 C95 C96 112.9(12) . .
C95 C96 C97 113.2(13) . .
C96 C97 C98 107.4(14) . .
C92B C91B N9A 114(4) . .
C92D C91B N9A 152(4) . .
C92D C91B C93D 41(5) . .
N9A C91B C93D 133(4) . .
C91B C92B C93B 119(3) . .
C92B C93B C94B 101.3(16) . .
C92D C93D C94D 117(8) . .
C92D C93D C91B 40(5) . .
C94D C93D C91B 107(6) . .
C91B C92D C93D 100(8) . .
N9A C95B C96B 116.1(19) . .
C97B C96B C95B 120(2) . .
C96B C97B C98B 123(3) . .
C2C C1C C3C 124.2(8) . 2_676
C1C C2C C3C 119.4(10) . .
C1C C2C C11C 118.4(9) . .
C3C C2C C11C 122.1(11) . .
C4C C3C C1C 119.4(8) . 2_676
C4C C3C C2C 124.2(10) . .
C1C C3C C2C 116.4(11) 2_676 .
C5C C4C C3C 177.9(12) . .
C4C C5C C6C 174.8(16) . .
C5C C6C C7C 122.4(12) . .
C5C C6C C21C 120.9(13) . .
C7C C6C C21C 116.8(11) . .
C8C C7C C6C 120.6(11) . .
C9C C8C C7C 122.8(11) . .
N9C C9C C8C 123.7(11) . .
N9C C9C C10C 119.5(11) . .
C8C C9C C10C 116.8(11) . .
C21C C10C C9C 120.2(11) . .
C10C C21C C6C 122.8(12) . .
C9C N9C C91C 121.2(13) . .
C9C N9C C96C 121.3(13) . .
C91C N9C C96C 113.5(13) . .
C9C N9C C95C 125.7(14) . .
C91C N9C C95C 109.0(14) . .
C96C N9C C95C 41.0(12) . .
O11C C11C O12C 124.2(10) . .
O11C C11C C2C 121.2(11) . .
O12C C11C C2C 114.6(9) . .
C13C C12C O12C 107.4(7) . .
C11C O12C C12C 116.3(7) . .
C18C C13C C14C 116.5(10) . .
C18C C13C C12C 122.0(11) . .
C14C C13C C12C 121.5(11) . .
F14C C14C C15C 117.2(11) . .
F14C C14C C13C 120.4(11) . .
C15C C14C C13C 122.4(10) . .
F15C C15C C14C 122.6(11) . .
F15C C15C C16C 117.9(11) . .
C14C C15C C16C 119.5(10) . .
F16C C16C C17C 120.3(10) . .
F16C C16C C15C 121.9(10) . .
C17C C16C C15C 117.8(11) . .
C16C C17C F17C 119.5(10) . .
C16C C17C C18C 122.2(11) . .
F17C C17C C18C 118.2(10) . .
C13C C18C F18C 118.9(10) . .
C13C C18C C17C 121.5(11) . .
F18C C18C C17C 119.6(10) . .
N9C C91C C92C 116.0(17) . .
C93C C92C C91C 107(2) . .
C94C C93C C92C 110(3) . .
C96C C95C N9C 65(2) . .
C95C C96C N9C 74(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1A C2A 1.388(11) .
C1A C3 1.399(11) .
C1A C11A 1.502(10) .
C2A C3A 1.386(10) .
C3A C4A 1.398(12) .
C3A C1 1.433(12) .
C4A C5A 1.211(11) .
C5A C6A 1.442(11) .
C6A C1AA 1.373(12) .
C6A C7A 1.404(12) .
C7A C8A 1.328(14) .
C8A C9A 1.410(16) .
C9A N9A 1.352(15) .
C9A C10A 1.410(14) .
C10A C1AA 1.338(13) .
N9A C95B 1.37(2) .
N9A C91B 1.46(3) .
C1 C2 1.382(15) .
C1 C11B 1.505(13) .
C2 C3 1.396(13) .
C3 C4 1.411(13) .
C4 C5 1.253(13) .
C5 C6 1.405(13) .
C6 C11 1.376(14) .
C6 C7 1.395(13) .
C7 C8 1.348(13) .
C8 C9 1.420(14) .
C9 N9 1.355(13) .
C9 C10 1.425(14) .
C10 C11 1.371(14) .
N9 C95 1.452(16) .
N9 C92 1.77(4) .
N9 C91 1.79(3) .
C11A O11A 1.177(12) .
C11A O12A 1.325(12) .
C12A O12A 1.444(9) .
C12A C13A 1.500(13) .
C13A C14A 1.351(14) .
C13A C18A 1.385(14) .
C14A F14A 1.347(12) .
C14A C15A 1.371(14) .
C15A F15A 1.321(13) .
C15A C16A 1.345(16) .
C16A F16A 1.307(12) .
C16A C17A 1.375(17) .
C17A F17A 1.355(12) .
C17A C18A 1.383(16) .
C18A F18A 1.355(12) .
O11B C11B 1.183(18) .
C11B O12B 1.257(16) .
C12B O12B 1.442(11) .
C12B C13B 1.485(15) .
C13B C18B 1.327(15) .
C13B C14B 1.328(16) .
C14B F14B 1.341(12) .
C14B C15B 1.373(16) .
C15B F15B 1.345(12) .
C15B C16B 1.365(16) .
C16B F16B 1.356(12) .
C16B C17B 1.377(18) .
C17B F17B 1.340(12) .
C17B C18B 1.367(17) .
C18B F18B 1.339(12) .
C91 C92 1.33(4) .
C92 C93 1.94(5) .
C93 C94 2.01(5) .
C95 C96 1.52(2) .
C96 C97 1.53(2) .
C97 C98 1.59(2) .
C91B C92B 1.16(4) .
C91B C92D 1.30(9) .
C91B C93D 2.01(11) .
C92B C93B 1.78(4) .
C93B C94B 1.82(3) .
C93D C92D 1.32(13) .
C93D C94D 1.50(12) .
C95B C96B 1.64(3) .
C96B C97B 1.59(3) .
C97B C98B 1.65(3) .
C1C C2C 1.350(17) .
C1C C3C 1.407(15) 2_676
C2C C3C 1.439(12) .
C2C C11C 1.498(15) .
C3C C4C 1.403(17) .
C4C C5C 1.236(16) .
C5C C6C 1.383(15) .
C6C C7C 1.395(17) .
C6C C21C 1.396(15) .
C7C C8C 1.390(16) .
C8C C9C 1.376(15) .
C9C N9C 1.372(14) .
C9C C10C 1.418(15) .
C10C C21C 1.375(14) .
N9C C91C 1.50(2) .
N9C C96C 1.70(3) .
N9C C95C 1.79(4) .
C11C O11C 1.217(13) .
C11C O12C 1.256(13) .
C12C C13C 1.457(14) .
C12C O12C 1.466(10) .
C13C C18C 1.343(14) .
C13C C14C 1.392(16) .
C14C F14C 1.332(12) .
C14C C15C 1.381(15) .
C15C F15C 1.314(12) .
C15C C16C 1.389(15) .
C16C F16C 1.342(12) .
C16C C17C 1.342(15) .
C17C F17C 1.376(12) .
C17C C18C 1.394(14) .
C18C F18C 1.345(12) .
C91C C92C 1.63(3) .
C92C C93C 1.56(4) .
C93C C94C 1.10(3) .
C95C C96C 1.23(3) .
C97C C98C 2.03(4) .
