#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:46:20 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180195 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/91/7109181.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_7109181
loop_
_publ_author_name
'Chun-Ju Chuang'
'Ming-Liang Yen'
'Chien-Chen Lai'
'Yi-Hung Liu'
'Shie-Ming Penga'
'Sheng-Hsien Chiu'
_publ_section_title
;
 Observation of face-to-face host-guest associated states prior to
 threading of dialkylammonium ions into the DB24C8-like openings of a
 molecular cage
;
_journal_name_full               Chem.Commun.
_journal_page_first              4199
_journal_paper_doi               10.1039/c2cc34669a
_journal_volume                  49
_journal_year                    2013
_chemical_formula_sum            'C101 H128 F12 N6 O20 P2'
_chemical_formula_weight         2036.03
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 104.640(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.6500(4)
_cell_length_b                   15.8479(4)
_cell_length_c                   23.0752(7)
_cell_measurement_reflns_used    6717
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      76.4433
_cell_measurement_theta_min      3.1152
_cell_volume                     5183.5(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            16542
_diffrn_reflns_theta_full        68.00
_diffrn_reflns_theta_max         68.00
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    1.158
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2148
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.166
_refine_diff_density_min         -0.841
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     648
_refine_ls_number_reflns         9341
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.276
_refine_ls_R_factor_all          0.1138
_refine_ls_R_factor_gt           0.0987
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+8.0061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2554
_refine_ls_wR_factor_ref         0.2675
_reflns_number_gt                7517
_reflns_number_total             9341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc34669a.txt
_cod_data_source_block           ic14971
_cod_original_cell_volume        5183.5(2)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7109181
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, 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 0.1209(2) 0.34142(18) -0.00119(12) 0.0399(6) Uani 1 1 d . . .
O2 O -0.0589(2) 0.41846(17) -0.05744(13) 0.0406(6) Uani 1 1 d . . .
O3 O -0.2502(2) 0.3747(2) -0.08484(15) 0.0518(8) Uani 1 1 d . . .
O4 O -0.2905(2) 0.2326(2) -0.01855(14) 0.0524(8) Uani 1 1 d . . .
O5 O 0.1887(2) 0.30938(18) 0.11190(12) 0.0395(6) Uani 1 1 d . . .
O6 O 0.0673(2) 0.33694(19) 0.18432(12) 0.0416(7) Uani 1 1 d . . .
O7 O -0.1296(3) 0.3150(3) 0.17946(19) 0.0724(12) Uani 1 1 d . . .
O8 O -0.2154(2) 0.19259(19) 0.09568(14) 0.0459(7) Uani 1 1 d . . .
N1 N -0.0175(3) 0.1853(2) 0.13558(18) 0.0459(9) Uani 1 1 d . . .
H3 H -0.078(4) 0.202(3) 0.117(2) 0.045(13) Uiso 1 1 d . . .
H4 H 0.014(3) 0.240(3) 0.151(2) 0.042(12) Uiso 1 1 d . . .
C1 C 0.1824(3) 0.2751(2) 0.01209(17) 0.0354(8) Uani 1 1 d . . .
C2 C 0.2104(3) 0.2256(3) -0.03034(17) 0.0367(8) Uani 1 1 d . . .
H2A H 0.1858 0.2370 -0.0718 0.044 Uiso 1 1 calc R . .
C3 C 0.2738(3) 0.1601(3) -0.01268(17) 0.0357(8) Uani 1 1 d . . .
C4 C 0.3154(3) 0.1066(3) -0.05468(18) 0.0397(9) Uani 1 1 d . . .
C5 C 0.3044(3) 0.0151(3) -0.03797(18) 0.0363(8) Uani 1 1 d . . .
C6 C 0.2648(3) -0.0488(3) -0.07787(18) 0.0370(8) Uani 1 1 d . . .
H6A H 0.2397 -0.0364 -0.1191 0.044 Uiso 1 1 calc R . .
C7 C 0.2621(3) -0.1302(3) -0.05731(18) 0.0391(9) Uani 1 1 d . . .
C8 C 0.2987(3) -0.1496(3) 0.0032(2) 0.0424(9) Uani 1 1 d . . .
C9 C 0.3380(3) -0.0856(3) 0.04345(18) 0.0389(9) Uani 1 1 d . . .
H9A H 0.3630 -0.0980 0.0847 0.047 Uiso 1 1 calc R . .
C10 C 0.3401(3) -0.0036(3) 0.02248(18) 0.0372(9) Uani 1 1 d . . .
C11 C 0.3835(3) 0.0722(3) 0.06081(19) 0.0405(9) Uani 1 1 d . . .
C12 C 0.3098(3) 0.1423(3) 0.04785(18) 0.0370(8) Uani 1 1 d . . .
C13 C 0.2827(3) 0.1913(3) 0.09084(17) 0.0377(9) Uani 1 1 d . . .
H13A H 0.3074 0.1793 0.1322 0.045 Uiso 1 1 calc R . .
C14 C 0.2199(3) 0.2574(2) 0.07330(17) 0.0351(8) Uani 1 1 d . . .
C15 C 0.4235(3) 0.1246(3) -0.0349(2) 0.0445(10) Uani 1 1 d . . .
H15A H 0.4562 0.0895 -0.0589 0.053 Uiso 1 1 calc R . .
H15B H 0.4353 0.1846 -0.0424 0.053 Uiso 1 1 calc R . .
C16 C 0.4634(3) 0.1047(3) 0.0324(2) 0.0452(10) Uani 1 1 d . . .
H16A H 0.4922 0.1562 0.0536 0.054 Uiso 1 1 calc R . .
H16B H 0.5132 0.0612 0.0371 0.054 Uiso 1 1 calc R . .
C17 C 0.2757(3) 0.1249(3) -0.12072(19) 0.0452(10) Uani 1 1 d . . .
H17A H 0.2078 0.1133 -0.1318 0.068 Uiso 1 1 calc R . .
H17B H 0.3071 0.0889 -0.1444 0.068 Uiso 1 1 calc R . .
H17C H 0.2866 0.1843 -0.1287 0.068 Uiso 1 1 calc R . .
C18 C 0.4221(3) 0.0526(3) 0.1266(2) 0.0503(11) Uani 1 1 d . . .
H18A H 0.3709 0.0328 0.1434 0.075 Uiso 1 1 calc R . .
H18B H 0.4501 0.1037 0.1477 0.075 Uiso 1 1 calc R . .
H18C H 0.4705 0.0087 0.1312 0.075 Uiso 1 1 calc R . .
C19 C 0.0910(3) 0.3631(3) -0.06309(17) 0.0408(9) Uani 1 1 d . . .
H19A H 0.0571 0.3148 -0.0861 0.049 Uiso 1 1 calc R . .
H19B H 0.1468 0.3757 -0.0785 0.049 Uiso 1 1 calc R . .
C20 C 0.0273(3) 0.4386(3) -0.07138(18) 0.0415(9) Uani 1 1 d . . .
H20A H 0.0589 0.4849 -0.0451 0.050 Uiso 1 1 calc R . .
H20B H 0.0145 0.4582 -0.1134 0.050 Uiso 1 1 calc R . .
C21 C -0.1312(3) 0.4759(3) -0.08556(19) 0.0433(10) Uani 1 1 d . . .
H21A H -0.1432 0.4708 -0.1296 0.052 Uiso 1 1 calc R . .
H21B H -0.1105 0.5344 -0.0742 0.052 Uiso 1 1 calc R . .
C22 C -0.2195(3) 0.4576(3) -0.0672(2) 0.0480(10) Uani 1 1 d . . .
H22A H -0.2078 0.4631 -0.0232 0.058 Uiso 1 1 calc R . .
H22B H -0.2690 0.4986 -0.0861 0.058 Uiso 1 1 calc R . .
C23 C -0.3386(3) 0.3554(3) -0.0741(3) 0.0606(13) Uani 1 1 d . . .
H23A H -0.3897 0.3808 -0.1058 0.073 Uiso 1 1 calc R . .
H23B H -0.3421 0.3793 -0.0351 0.073 Uiso 1 1 calc R . .
C24 C -0.3510(3) 0.2617(3) -0.0736(2) 0.0536(12) Uani 1 1 d . . .
H24A H -0.4175 0.2472 -0.0758 0.064 Uiso 1 1 calc R . .
H24B H -0.3330 0.2357 -0.1082 0.064 Uiso 1 1 calc R . .
C25 C 0.2163(3) 0.2890(3) 0.17431(17) 0.0377(9) Uani 1 1 d . . .
H25A H 0.2854 0.2952 0.1899 0.045 Uiso 1 1 calc R . .
H25B H 0.1989 0.2300 0.1807 0.045 Uiso 1 1 calc R . .
C26 C 0.1657(3) 0.3488(3) 0.20581(17) 0.0389(9) Uani 1 1 d . . .
H26A H 0.1850 0.3384 0.2495 0.047 Uiso 1 1 calc R . .
H26B H 0.1823 0.4077 0.1984 0.047 Uiso 1 1 calc R . .
C27 C 0.0131(3) 0.3928(3) 0.2109(2) 0.0486(10) Uani 1 1 d . . .
H27A H 0.0392 0.4506 0.2124 0.058 Uiso 1 1 calc R . .
H27B H 0.0164 0.3746 0.2524 0.058 Uiso 1 1 calc R . .
C28 C -0.0866(4) 0.3929(4) 0.1753(2) 0.0601(13) Uani 1 1 d . . .
H28A H -0.1216 0.4381 0.1901 0.072 Uiso 1 1 calc R . .
H28B H -0.0891 0.4050 0.1328 0.072 Uiso 1 1 calc R . .
C29 C -0.2264(4) 0.3200(5) 0.1456(5) 0.119(4) Uani 1 1 d . . .
H29A H -0.2634 0.3488 0.1701 0.143 Uiso 1 1 calc R . .
H29B H -0.2299 0.3548 0.1095 0.143 Uiso 1 1 calc R . .
C30 C -0.2674(4) 0.2412(4) 0.1278(3) 0.0718(16) Uani 1 1 d . . .
H30A H -0.3320 0.2499 0.1023 0.086 Uiso 1 1 calc R . .
H30B H -0.2724 0.2093 0.1638 0.086 Uiso 1 1 calc R . .
C31 C 0.0283(3) 0.0367(3) 0.0178(2) 0.0588(13) Uani 1 1 d . . .
H31A H 0.0882 0.0149 0.0435 0.071 Uiso 1 1 calc R . .
H31B H 0.0438 0.0781 -0.0104 0.071 Uiso 1 1 calc R . .
C32 C -0.0271(4) 0.0793(3) 0.0558(2) 0.0589(13) Uani 1 1 d . . .
H32A H -0.0424 0.0379 0.0841 0.071 Uiso 1 1 calc R . .
H32B H -0.0871 0.1010 0.0301 0.071 Uiso 1 1 calc R . .
C33 C 0.0290(3) 0.1516(3) 0.0905(2) 0.0444(10) Uani 1 1 d . . .
H33A H 0.0931 0.1317 0.1109 0.053 Uiso 1 1 calc R . .
H33B H 0.0352 0.1971 0.0624 0.053 Uiso 1 1 calc R . .
C34 C -0.0200(4) 0.1273(4) 0.1873(2) 0.0587(12) Uani 1 1 d . . .
H34A H -0.0579 0.1537 0.2123 0.070 Uiso 1 1 calc R . .
H34B H -0.0506 0.0735 0.1715 0.070 Uiso 1 1 calc R . .
C35 C 0.0773(4) 0.1100(3) 0.2249(2) 0.0553(12) Uani 1 1 d . . .
C36 C 0.1150(5) 0.1602(4) 0.2747(2) 0.0645(14) Uani 1 1 d . A .
H36A H 0.0767 0.2030 0.2853 0.077 Uiso 1 1 calc R . .
C37 C 0.2046(5) 0.1501(4) 0.3086(2) 0.0732(17) Uani 1 1 d . . .
C39 C 0.2265(4) 0.0335(4) 0.2451(3) 0.0728(17) Uani 1 1 d . . .
C40 C 0.1333(4) 0.0463(3) 0.2114(2) 0.0593(13) Uani 1 1 d . A .
H40A H 0.1080 0.0102 0.1784 0.071 Uiso 1 1 calc R . .
C38 C 0.2618(5) 0.0881(4) 0.2945(3) 0.082(2) Uani 0.50 1 d P A 1
C41 C 0.3596(7) 0.0762(5) 0.3352(5) 0.127(4) Uani 0.50 1 d PD A 1
C42 C 0.3456(12) 0.0031(12) 0.3809(8) 0.119(7) Uani 0.50 1 d P A 1
H42A H 0.3272 -0.0495 0.3587 0.179 Uiso 0.50 1 calc PR A 1
H42B H 0.2961 0.0200 0.4003 0.179 Uiso 0.50 1 calc PR A 1
H42C H 0.4049 -0.0054 0.4114 0.179 Uiso 0.50 1 calc PR A 1
C43 C 0.3857(8) 0.1564(9) 0.3800(7) 0.088(4) Uani 0.50 1 d P A 1
H43A H 0.3918 0.2070 0.3569 0.132 Uiso 0.50 1 calc PR A 1
H43B H 0.4455 0.1456 0.4096 0.132 Uiso 0.50 1 calc PR A 1
H43C H 0.3356 0.1649 0.4006 0.132 Uiso 0.50 1 calc PR A 1
C44 C 0.4227(11) 0.0551(14) 0.3013(8) 0.122(7) Uani 0.50 1 d PD A 1
H44A H 0.3991 0.0057 0.2765 0.183 Uiso 0.50 1 calc PR A 1
H44B H 0.4844 0.0420 0.3281 0.183 Uiso 0.50 1 calc PR A 1
H44C H 0.4289 0.1027 0.2755 0.183 Uiso 0.50 1 calc PR A 1
C38' C 0.2618(5) 0.0881(4) 0.2945(3) 0.082(2) Uani 0.50 1 d P A 2
C45 C 0.3596(7) 0.0762(5) 0.3352(5) 0.127(4) Uani 0.50 1 d P A 2
H45A H 0.3672 0.1125 0.3705 0.190 Uiso 0.50 1 calc PR A 2
H45B H 0.4068 0.0913 0.3135 0.190 Uiso 0.50 1 calc PR A 2
H45C H 0.3681 0.0171 0.3479 0.190 Uiso 0.50 1 calc PR A 2
P1 P 0.46874(11) 0.80886(10) 0.25130(7) 0.0664(4) Uani 1 1 d . . .
F1 F 0.4070(5) 0.7384(3) 0.2149(3) 0.178(3) Uani 1 1 d . . .
F2 F 0.5382(4) 0.8758(4) 0.2867(3) 0.147(2) Uani 1 1 d . . .
F3 F 0.5402(4) 0.7418(4) 0.2829(4) 0.178(3) Uani 1 1 d . . .
F4 F 0.4206(6) 0.8044(8) 0.2997(4) 0.251(6) Uani 1 1 d . . .
F5 F 0.4015(6) 0.8740(4) 0.2136(4) 0.193(4) Uani 1 1 d . . .
F6 F 0.5180(7) 0.8220(7) 0.2002(4) 0.221(4) Uani 1 1 d . . .
N11 N 0.1977(5) 0.5691(4) 0.2532(3) 0.0955(19) Uani 1 1 d . . .
C46 C 0.2716(5) 0.5620(4) 0.2496(2) 0.0649(14) Uani 1 1 d . . .
C47 C 0.3666(5) 0.5498(6) 0.2419(4) 0.106(3) Uani 1 1 d . . .
H47A H 0.4131 0.5669 0.2786 0.159 Uiso 1 1 calc R . .
H47B H 0.3748 0.5842 0.2083 0.159 Uiso 1 1 calc R . .
H47C H 0.3759 0.4901 0.2337 0.159 Uiso 1 1 calc R . .
N12 N 0.0045(5) 0.8548(5) 0.1368(3) 0.104(2) Uani 1 1 d . . .
C48 C 0.0728(6) 0.8194(5) 0.1458(4) 0.089(2) Uani 1 1 d . . .
C49 C 0.1585(8) 0.7729(9) 0.1593(8) 0.203(8) Uani 1 1 d . . .
H49A H 0.2109 0.8102 0.1783 0.304 Uiso 1 1 calc R . .
H49B H 0.1694 0.7497 0.1223 0.304 Uiso 1 1 calc R . .
H49C H 0.1542 0.7266 0.1867 0.304 Uiso 1 1 calc R . .
O9 O -0.0995(3) 0.3055(3) 0.03351(16) 0.0639(10) Uani 1 1 d . . .
H1 H -0.076(5) 0.335(5) 0.013(3) 0.096 Uiso 1 1 d . . .
H2 H -0.1646(8) 0.2821(6) 0.0054(4) 0.096 Uiso 1 1 d . . .
O10 O 0.5747(8) 0.8661(6) 0.4412(4) 0.326(8) Uani 1 1 d RDU . .
C50 C 0.4339(8) 0.8130(6) 0.4696(4) 0.329(11) Uani 1 1 d RDU . .
C51 C 0.4891(8) 0.8817(6) 0.4489(4) 0.339(9) Uani 1 1 d RDU . .
C52 C 0.6208(8) 0.9400(6) 0.4623(4) 0.346(9) Uani 1 1 d RDU . .
C53 C 0.6474(8) 0.9366(6) 0.5300(4) 0.39(2) Uani 1 1 d RD . .
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'
P P 0.2955 0.4335 '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
C1 O1 C19 115.3(3) . .
C20 O2 C21 110.9(3) . .
C23 O3 C22 112.9(4) . .
C8 O4 C24 117.6(3) 3 .
C14 O5 C25 117.5(3) . .
C26 O6 C27 113.3(3) . .
C28 O7 C29 108.3(6) . .
C7 O8 C30 118.6(3) 3 .
C33 N1 C34 116.2(4) . .
C33 N1 H3 110(3) . .
C34 N1 H3 109(3) . .
C33 N1 H4 108(3) . .
C34 N1 H4 110(3) . .
H3 N1 H4 102(4) . .
O1 C1 C2 124.7(3) . .
O1 C1 C14 116.5(3) . .
C2 C1 C14 118.8(3) . .
C3 C2 C1 120.7(4) . .
C3 C2 H2A 119.7 . .
C1 C2 H2A 119.7 . .
C2 C3 C12 120.2(4) . .
C2 C3 C4 125.2(4) . .
C12 C3 C4 114.4(3) . .
C17 C4 C5 113.5(4) . .
C17 C4 C3 114.8(3) . .
C5 C4 C3 106.5(3) . .
C17 C4 C15 111.3(4) . .
C5 C4 C15 105.4(3) . .
C3 C4 C15 104.5(3) . .
C10 C5 C6 119.7(4) . .
C10 C5 C4 114.8(4) . .
C6 C5 C4 125.4(4) . .
C7 C6 C5 119.8(4) . .
C7 C6 H6A 120.1 . .
C5 C6 H6A 120.1 . .
C6 C7 O8 120.0(4) . 3
C6 C7 C8 120.9(4) . .
O8 C7 C8 118.9(4) 3 .
O4 C8 C9 124.9(4) 3 .
O4 C8 C7 115.5(4) 3 .
C9 C8 C7 119.6(4) . .
C10 C9 C8 119.3(4) . .
C10 C9 H9A 120.4 . .
C8 C9 H9A 120.4 . .
C9 C10 C5 120.8(4) . .
C9 C10 C11 125.1(4) . .
C5 C10 C11 114.1(4) . .
C18 C11 C12 114.4(4) . .
C18 C11 C10 114.5(4) . .
C12 C11 C10 106.7(3) . .
C18 C11 C16 111.0(4) . .
C12 C11 C16 104.2(3) . .
C10 C11 C16 105.1(3) . .
C3 C12 C13 119.8(4) . .
C3 C12 C11 114.5(4) . .
C13 C12 C11 125.5(4) . .
C14 C13 C12 120.1(4) . .
C14 C13 H13A 120.0 . .
C12 C13 H13A 120.0 . .
O5 C14 C13 124.7(3) . .
O5 C14 C1 114.9(3) . .
C13 C14 C1 120.4(4) . .
C16 C15 C4 110.9(3) . .
C16 C15 H15A 109.5 . .
C4 C15 H15A 109.5 . .
C16 C15 H15B 109.5 . .
C4 C15 H15B 109.5 . .
H15A C15 H15B 108.1 . .
C15 C16 C11 110.7(3) . .
C15 C16 H16A 109.5 . .
C11 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
C11 C16 H16B 109.5 . .
H16A C16 H16B 108.1 . .
C4 C17 H17A 109.5 . .
C4 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C4 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C11 C18 H18A 109.5 . .
C11 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C11 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
O1 C19 C20 110.1(3) . .
O1 C19 H19A 109.6 . .
C20 C19 H19A 109.6 . .
O1 C19 H19B 109.6 . .
C20 C19 H19B 109.6 . .
H19A C19 H19B 108.2 . .
O2 C20 C19 110.7(3) . .
O2 C20 H20A 109.5 . .
C19 C20 H20A 109.5 . .
O2 C20 H20B 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 108.1 . .
O2 C21 C22 110.2(3) . .
O2 C21 H21A 109.6 . .
C22 C21 H21A 109.6 . .
O2 C21 H21B 109.6 . .
C22 C21 H21B 109.6 . .
H21A C21 H21B 108.1 . .
O3 C22 C21 109.6(4) . .
O3 C22 H22A 109.8 . .
C21 C22 H22A 109.8 . .
O3 C22 H22B 109.8 . .
C21 C22 H22B 109.8 . .
H22A C22 H22B 108.2 . .
O3 C23 C24 109.5(4) . .
O3 C23 H23A 109.8 . .
C24 C23 H23A 109.8 . .
O3 C23 H23B 109.8 . .
C24 C23 H23B 109.8 . .
H23A C23 H23B 108.2 . .
O4 C24 C23 106.1(4) . .
O4 C24 H24A 110.5 . .
C23 C24 H24A 110.5 . .
O4 C24 H24B 110.5 . .
C23 C24 H24B 110.5 . .
H24A C24 H24B 108.7 . .
O5 C25 C26 107.2(3) . .
O5 C25 H25A 110.3 . .
C26 C25 H25A 110.3 . .
O5 C25 H25B 110.3 . .
C26 C25 H25B 110.3 . .
H25A C25 H25B 108.5 . .
O6 C26 C25 109.3(3) . .
O6 C26 H26A 109.8 . .
C25 C26 H26A 109.8 . .
O6 C26 H26B 109.8 . .
C25 C26 H26B 109.8 . .
H26A C26 H26B 108.3 . .
O6 C27 C28 109.9(4) . .
O6 C27 H27A 109.7 . .
C28 C27 H27A 109.7 . .
O6 C27 H27B 109.7 . .
C28 C27 H27B 109.7 . .
H27A C27 H27B 108.2 . .
O7 C28 C27 111.0(5) . .
O7 C28 H28A 109.4 . .
C27 C28 H28A 109.4 . .
O7 C28 H28B 109.4 . .
C27 C28 H28B 109.4 . .
H28A C28 H28B 108.0 . .
C30 C29 O7 113.7(7) . .
C30 C29 H29A 108.8 . .
O7 C29 H29A 108.8 . .
C30 C29 H29B 108.8 . .
O7 C29 H29B 108.8 . .
H29A C29 H29B 107.7 . .
C29 C30 O8 113.0(5) . .
C29 C30 H30A 109.0 . .
O8 C30 H30A 109.0 . .
C29 C30 H30B 109.0 . .
O8 C30 H30B 109.0 . .
H30A C30 H30B 107.8 . .
C32 C31 C31 110.8(5) . 3
C32 C31 H31A 109.5 . .
C31 C31 H31A 109.5 3 .
C32 C31 H31B 109.5 . .
C31 C31 H31B 109.5 3 .
H31A C31 H31B 108.1 . .
C31 C32 C33 110.5(4) . .
C31 C32 H32A 109.6 . .
C33 C32 H32A 109.6 . .
C31 C32 H32B 109.6 . .
C33 C32 H32B 109.6 . .
H32A C32 H32B 108.1 . .
N1 C33 C32 111.1(4) . .
N1 C33 H33A 109.4 . .
C32 C33 H33A 109.4 . .
N1 C33 H33B 109.4 . .
C32 C33 H33B 109.4 . .
H33A C33 H33B 108.0 . .
C35 C34 N1 111.1(4) . .
C35 C34 H34A 109.4 . .
N1 C34 H34A 109.4 . .
C35 C34 H34B 109.4 . .
N1 C34 H34B 109.4 . .
H34A C34 H34B 108.0 . .
C40 C35 C36 117.9(5) . .
C40 C35 C34 122.4(5) . .
C36 C35 C34 119.7(5) . .
C37 C36 C35 122.2(6) . .
C37 C36 H36A 118.9 . .
C35 C36 H36A 118.9 . .
C36 C37 C38 120.3(5) . .
C40 C39 C38 117.5(6) . .
C35 C40 C39 122.0(5) . .
C35 C40 H40A 119.0 . .
C39 C40 H40A 119.0 . .
C37 C38 C39 120.1(6) . .
C37 C38 C41 118.5(7) . .
C39 C38 C41 121.2(8) . .
C44 C41 C38 109.9(10) . .
C44 C41 C42 114.0(14) . .
C38 C41 C42 103.8(8) . .
C44 C41 C43 117.6(11) . .
C38 C41 C43 109.4(8) . .
C42 C41 C43 101.2(12) . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C41 C43 H43A 109.5 . .
C41 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
C41 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C41 C44 H44A 109.5 . .
C41 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C41 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
F4 P1 F5 95.7(6) . .
F4 P1 F3 90.4(6) . .
F5 P1 F3 173.7(5) . .
F4 P1 F6 175.0(7) . .
F5 P1 F6 80.5(5) . .
F3 P1 F6 93.5(6) . .
F4 P1 F1 92.9(5) . .
F5 P1 F1 88.5(3) . .
F3 P1 F1 89.6(3) . .
F6 P1 F1 90.2(5) . .
F4 P1 F2 90.5(5) . .
F5 P1 F2 94.6(4) . .
F3 P1 F2 86.9(3) . .
F6 P1 F2 86.5(5) . .
F1 P1 F2 175.1(4) . .
N11 C46 C47 176.8(7) . .
C46 C47 H47A 109.5 . .
C46 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
C46 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
N12 C48 C49 177.6(12) . .
C48 C49 H49A 109.5 . .
C48 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C48 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
H1 O9 H2 107(5) . .
C51 O10 C52 101.0 . .
O10 C51 C50 120.6 . .
O10 C52 C53 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.367(5) .
O1 C19 1.426(5) .
O2 C20 1.416(5) .
O2 C21 1.422(5) .
O3 C23 1.412(6) .
O3 C22 1.415(5) .
O4 C8 1.375(5) 3
O4 C24 1.430(5) .
O5 C14 1.373(5) .
O5 C25 1.431(5) .
O6 C26 1.413(5) .
O6 C27 1.427(5) .
O7 C28 1.401(7) .
O7 C29 1.437(8) .
O8 C7 1.387(5) 3
O8 C30 1.416(6) .
N1 C33 1.479(6) .
N1 C34 1.514(6) .
N1 H3 0.92(5) .
N1 H4 1.00(5) .
C1 C2 1.395(6) .
C1 C14 1.408(5) .
C2 C3 1.384(6) .
C2 H2A 0.9500 .
C3 C12 1.392(5) .
C3 C4 1.526(5) .
C4 C17 1.516(6) .
C4 C5 1.519(6) .
C4 C15 1.559(6) .
C5 C10 1.392(6) .
C5 C6 1.393(6) .
C6 C7 1.378(6) .
C6 H6A 0.9500 .
C7 O8 1.387(5) 3
C7 C8 1.398(6) .
C8 O4 1.375(5) 3
C8 C9 1.396(6) .
C9 C10 1.391(6) .
C9 H9A 0.9500 .
C10 C11 1.531(6) .
C11 C18 1.512(6) .
C11 C12 1.524(5) .
C11 C16 1.567(6) .
C12 C13 1.394(6) .
C13 C14 1.386(6) .
C13 H13A 0.9500 .
C15 C16 1.546(6) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 C20 1.500(6) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.488(7) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.496(7) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 C26 1.500(6) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C28 1.483(7) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 C30 1.402(9) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 C32 1.498(7) .
C31 C31 1.537(9) 3
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 C33 1.516(6) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 C35 1.495(8) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C40 1.385(8) .
C35 C36 1.392(7) .
C36 C37 1.357(9) .
C36 H36A 0.9500 .
C37 C38 1.383(11) .
C39 C40 1.403(8) .
C39 C38 1.421(9) .
C40 H40A 0.9500 .
C38 C41 1.513(9) .
C41 C44 1.393(15) .
C41 C42 1.614(19) .
C41 C43 1.622(16) .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
P1 F4 1.465(6) .
P1 F5 1.537(6) .
P1 F3 1.540(5) .
P1 F6 1.543(7) .
P1 F1 1.546(5) .
P1 F2 1.552(5) .
N11 C46 1.112(8) .
C46 C47 1.460(11) .
C47 H47A 0.9800 .
C47 H47B 0.9800 .
C47 H47C 0.9800 .
N12 C48 1.121(10) .
C48 C49 1.420(13) .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
O9 H1 0.80(8) .
O9 H2 1.074(11) .
O10 C51 1.3326 .
O10 C52 1.3769 .
C50 C51 1.5043 .
C52 C53 1.5117 .
