#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:47:02 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180276 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/62/7116224.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_7116224
loop_
_publ_author_name
'Sun, Junling'
'Frasconi, Marco'
'Liu, Zhichang'
'Barnes, Jonathan C.'
'Wang, Yuping'
'Chen, Dongyang'
'Stern, Charlotte L.'
'Fraser Stoddart, J.'
_publ_section_title
;
 Formation of ring-in-ring complexes between crown ethers and rigid
 TVBox(8+).
;
_journal_issue                   8
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1432
_journal_page_last               1435
_journal_paper_doi               10.1039/c4cc08053j
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety
'C68 H56 N8, 4(C6 H5 Cl), 8(F6 P), 8(C2 H3 N)'
_chemical_formula_sum            'C108 H100 Cl4 F48 N16 P8'
_chemical_formula_weight         2923.59
_chemical_name_systematic        TVBox-PhCl
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-02-10
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_audit_update_record
;
2014-08-28 deposited with the CCDC.
2014-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.9615(16)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.8603(4)
_cell_length_b                   16.2006(5)
_cell_length_c                   27.9776(8)
_cell_measurement_reflns_used    9924
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.062
_cell_measurement_theta_min      4.261
_cell_volume                     6122.2(3)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.98
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.933
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            35631
_diffrn_reflns_point_group_measured_fraction_full 0.933
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         65.057
_diffrn_reflns_theta_min         4.238
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    3.020
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0520 before and 0.0365 after correction.
The Ratio of minimum to maximum transmission is 0.8088.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_description       needle
_exptl_crystal_F_000             2960
_exptl_crystal_recrystallization_method
'slow vapor diffusion of diisopropyl ether into the sample solution in ACN'
_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.232
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     870
_refine_ls_number_reflns         10353
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0493
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0752P)²+10.6839P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1381
_refine_ls_wR_factor_ref         0.1413
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9480
_reflns_number_total             10353
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4cc08053j2.cif
_cod_data_source_block           n3299
_cod_depositor_comments
'Adding full bibliography for 7116222--7116224.cif.'
_cod_database_code               7116224
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-4
_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_max   0.752
_shelx_estimated_absorpt_t_min   0.432
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 F17A, F13A, F15, F14, F15A, F13, F17, F14A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
F17A \\sim F13A \\sim F15 \\sim F14 \\sim F15A \\sim F13 \\sim F17 \\sim F14A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(F13A)=Sof(F14A)=Sof(F15A)=Sof(F17A)=1-FVAR(1)
 Sof(F13)=Sof(F14)=Sof(F15)=Sof(F17)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C28(H28A,H28B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13),
 C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24),
  C25(H25), C26(H26), C27(H27), C30(H30), C31(H31), C33(H33), C34(H34),
 C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C42(H42), C43(H43), C44(H44),
  C45(H45), C46(H46)
5.c Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C), C54(H54A,H54B,H54C), C48(H48A,H48B,H48C), C50(H50A,H50B,
 H50C)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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
N1 N 0.31736(15) 0.54288(13) 0.21807(8) 0.0176(4) Uani 1 1 d . . . . .
N2 N 0.26719(15) 0.87554(13) 0.05408(8) 0.0171(4) Uani 1 1 d . . . . .
N3 N 0.23100(15) 1.14369(13) -0.07546(7) 0.0163(4) Uani 1 1 d . . . . .
N4 N 0.13554(15) 1.47084(13) -0.24140(8) 0.0190(4) Uani 1 1 d . . . . .
C1 C 0.31666(19) 0.47296(17) 0.25277(10) 0.0212(5) Uani 1 1 d . . . . .
H1A H 0.3643 0.4839 0.2842 0.025 Uiso 1 1 calc R . . . .
H1B H 0.3366 0.4213 0.2388 0.025 Uiso 1 1 calc R . . . .
C2 C 0.3307(2) 0.62049(17) 0.23540(10) 0.0227(6) Uani 1 1 d . . . . .
H2 H 0.3458 0.6298 0.2698 0.027 Uiso 1 1 calc R . . . .
C3 C 0.3229(2) 0.68601(17) 0.20400(10) 0.0228(6) Uani 1 1 d . . . . .
H3 H 0.3324 0.7405 0.2168 0.027 Uiso 1 1 calc R . . . .
C4 C 0.30109(17) 0.67355(15) 0.15328(9) 0.0160(5) Uani 1 1 d . . . . .
C5 C 0.2899(2) 0.59238(16) 0.13668(9) 0.0207(5) Uani 1 1 d . . . . .
H5 H 0.2764 0.5812 0.1025 0.025 Uiso 1 1 calc R . . . .
C6 C 0.2981(2) 0.52856(17) 0.16951(10) 0.0219(5) Uani 1 1 d . . . . .
H6 H 0.2902 0.4734 0.1578 0.026 Uiso 1 1 calc R . . . .
C7 C 0.28922(17) 0.74383(15) 0.11852(9) 0.0160(5) Uani 1 1 d . . . . .
C8 C 0.2797(2) 0.82488(16) 0.13427(9) 0.0211(5) Uani 1 1 d . . . . .
H8 H 0.2814 0.8353 0.1679 0.025 Uiso 1 1 calc R . . . .
C9 C 0.2679(2) 0.88898(16) 0.10198(9) 0.0210(5) Uani 1 1 d . . . . .
H9 H 0.2601 0.9435 0.1131 0.025 Uiso 1 1 calc R . . . .
C10 C 0.27636(19) 0.79824(16) 0.03749(9) 0.0201(5) Uani 1 1 d . . . . .
H10 H 0.2757 0.7897 0.0038 0.024 Uiso 1 1 calc R . . . .
C11 C 0.28661(19) 0.73193(16) 0.06877(9) 0.0202(5) Uani 1 1 d . . . . .
H11 H 0.2919 0.6778 0.0566 0.024 Uiso 1 1 calc R . . . .
C12 C 0.25721(18) 0.94504(15) 0.02059(9) 0.0172(5) Uani 1 1 d . . . . .
C13 C 0.31910(18) 1.01249(16) 0.03377(9) 0.0187(5) Uani 1 1 d . . . . .
H13 H 0.3667 1.0132 0.0641 0.022 Uiso 1 1 calc R . . . .
C14 C 0.31004(18) 1.07862(16) 0.00194(9) 0.0183(5) Uani 1 1 d . . . . .
H14 H 0.3512 1.1258 0.0099 0.022 Uiso 1 1 calc R . . . .
C15 C 0.23969(18) 1.07465(15) -0.04180(9) 0.0170(5) Uani 1 1 d . . . . .
C16 C 0.17741(18) 1.00748(16) -0.05472(9) 0.0192(5) Uani 1 1 d . . . . .
H16 H 0.1295 1.0070 -0.0849 0.023 Uiso 1 1 calc R . . . .
C17 C 0.18616(19) 0.94129(16) -0.02290(9) 0.0195(5) Uani 1 1 d . . . . .
H17 H 0.1445 0.8944 -0.0307 0.023 Uiso 1 1 calc R . . . .
C18 C 0.21937(19) 1.22093(16) -0.05923(9) 0.0193(5) Uani 1 1 d . . . . .
H18 H 0.2183 1.2297 -0.0258 0.023 Uiso 1 1 calc R . . . .
C19 C 0.20913(18) 1.28659(16) -0.09101(9) 0.0191(5) Uani 1 1 d . . . . .
H19 H 0.2012 1.3408 -0.0795 0.023 Uiso 1 1 calc R . . . .
C20 C 0.21032(17) 1.27404(15) -0.14011(9) 0.0161(5) Uani 1 1 d . . . . .
C21 C 0.22495(18) 1.19398(16) -0.15539(9) 0.0180(5) Uani 1 1 d . . . . .
H21 H 0.2283 1.1840 -0.1884 0.022 Uiso 1 1 calc R . . . .
C22 C 0.23452(18) 1.12969(16) -0.12277(9) 0.0178(5) Uani 1 1 d . . . . .
H22 H 0.2436 1.0751 -0.1334 0.021 Uiso 1 1 calc R . . . .
C23 C 0.19126(17) 1.34365(16) -0.17559(9) 0.0172(5) Uani 1 1 d . . . . .
C24 C 0.1962(2) 1.42547(16) -0.16010(10) 0.0220(5) Uani 1 1 d . . . . .
H24 H 0.2195 1.4383 -0.1263 0.026 Uiso 1 1 calc R . . . .
C25 C 0.16722(19) 1.48794(16) -0.19377(10) 0.0229(6) Uani 1 1 d . . . . .
H25 H 0.1698 1.5437 -0.1830 0.028 Uiso 1 1 calc R . . . .
C26 C 0.1353(2) 1.39310(18) -0.25798(10) 0.0268(6) Uani 1 1 d . . . . .
H26 H 0.1161 1.3826 -0.2922 0.032 Uiso 1 1 calc R . . . .
C27 C 0.1626(2) 1.32859(17) -0.22592(10) 0.0246(6) Uani 1 1 d . . . . .
H27 H 0.1620 1.2737 -0.2380 0.030 Uiso 1 1 calc R . . . .
C28 C 0.08922(19) 1.53790(16) -0.27566(10) 0.0217(6) Uani 1 1 d . . . . .
H28A H 0.0955 1.5254 -0.3095 0.026 Uiso 1 1 calc R . . . .
H28B H 0.1223 1.5913 -0.2655 0.026 Uiso 1 1 calc R . . . .
C29 C -0.01896(19) 1.54242(16) -0.27362(9) 0.0200(5) Uani 1 1 d . . . . .
C30 C -0.05038(19) 1.59645(16) -0.24171(10) 0.0217(5) Uani 1 1 d . . . . .
H30 H -0.0055 1.6359 -0.2240 0.026 Uiso 1 1 calc R . . . .
C31 C -0.1473(2) 1.59328(16) -0.23553(10) 0.0217(5) Uani 1 1 d . . . . .
H31 H -0.1682 1.6303 -0.2136 0.026 Uiso 1 1 calc R . . . .
C32 C -0.21341(19) 1.53598(16) -0.26147(9) 0.0189(5) Uani 1 1 d . . . . .
C33 C -0.1825(2) 1.48321(17) -0.29429(9) 0.0232(6) Uani 1 1 d . . . . .
H33 H -0.2279 1.4448 -0.3127 0.028 Uiso 1 1 calc R . . . .
C34 C -0.0861(2) 1.48633(17) -0.30038(10) 0.0237(6) Uani 1 1 d . . . . .
H34 H -0.0657 1.4501 -0.3229 0.028 Uiso 1 1 calc R . . . .
Cl1 Cl -0.05864(6) 1.39884(5) -0.16670(3) 0.0453(2) Uani 1 1 d . . . . .
C35 C -0.0452(2) 1.3091(2) -0.13096(12) 0.0305(7) Uani 1 1 d . . . . .
C36 C -0.0419(2) 1.2335(2) -0.15393(11) 0.0311(7) Uani 1 1 d . . . . .
H36 H -0.0476 1.2303 -0.1884 0.037 Uiso 1 1 calc R . . . .
C37 C -0.0300(2) 1.1624(2) -0.12527(11) 0.0313(7) Uani 1 1 d . . . . .
H37 H -0.0271 1.1101 -0.1402 0.038 Uiso 1 1 calc R . . . .
C38 C -0.0223(2) 1.1675(2) -0.07534(11) 0.0322(7) Uani 1 1 d . . . . .
H38 H -0.0145 1.1187 -0.0560 0.039 Uiso 1 1 calc R . . . .
C39 C -0.0259(2) 1.2435(2) -0.05336(11) 0.0360(7) Uani 1 1 d . . . . .
H39 H -0.0202 1.2466 -0.0189 0.043 Uiso 1 1 calc R . . . .
C40 C -0.0377(2) 1.3152(2) -0.08117(12) 0.0345(7) Uani 1 1 d . . . . .
H40 H -0.0406 1.3675 -0.0662 0.041 Uiso 1 1 calc R . . . .
Cl4 Cl 0.47472(5) 1.11180(4) -0.08263(3) 0.03512(19) Uani 1 1 d . . . . .
C41 C 0.47037(19) 1.21826(17) -0.09298(11) 0.0247(6) Uani 1 1 d . . . . .
C42 C 0.46046(19) 1.24756(18) -0.14018(10) 0.0246(6) Uani 1 1 d . . . . .
H42 H 0.4555 1.2103 -0.1669 0.030 Uiso 1 1 calc R . . . .
C43 C 0.4578(2) 1.33121(18) -0.14798(11) 0.0277(6) Uani 1 1 d . . . . .
H43 H 0.4501 1.3520 -0.1804 0.033 Uiso 1 1 calc R . . . .
C44 C 0.4662(2) 1.38530(19) -0.10922(12) 0.0314(7) Uani 1 1 d . . . . .
H44 H 0.4658 1.4431 -0.1149 0.038 Uiso 1 1 calc R . . . .
C45 C 0.4753(2) 1.3553(2) -0.06192(12) 0.0354(7) Uani 1 1 d . . . . .
H45 H 0.4803 1.3928 -0.0354 0.042 Uiso 1 1 calc R . . . .
C46 C 0.4770(2) 1.2704(2) -0.05309(11) 0.0311(7) Uani 1 1 d . . . . .
H46 H 0.4826 1.2492 -0.0209 0.037 Uiso 1 1 calc R . . . .
P1 P 0.08696(5) 1.04887(4) -0.26064(3) 0.02310(17) Uani 1 1 d . . . . .
F1 F -0.01004(13) 1.07119(11) -0.30188(6) 0.0355(4) Uani 1 1 d . . . . .
F2 F 0.18373(12) 1.02642(12) -0.21914(7) 0.0364(4) Uani 1 1 d . . . . .
F3 F 0.04243(13) 1.09686(13) -0.22057(7) 0.0409(5) Uani 1 1 d . . . . .
F4 F 0.13939(15) 1.13180(12) -0.27213(7) 0.0458(5) Uani 1 1 d . . . . .
F5 F 0.13115(13) 1.00114(13) -0.30051(7) 0.0447(5) Uani 1 1 d . . . . .
F6 F 0.03401(13) 0.96598(11) -0.24889(7) 0.0382(4) Uani 1 1 d . . . . .
P2 P 0.40846(5) 0.87365(4) -0.09172(2) 0.01992(16) Uani 1 1 d . . . . .
F7 F 0.38219(13) 0.81073(10) -0.13722(6) 0.0286(4) Uani 1 1 d . . . . .
F8 F 0.43539(13) 0.93655(11) -0.04724(6) 0.0330(4) Uani 1 1 d . . . . .
F9 F 0.49355(12) 0.91341(11) -0.11545(6) 0.0308(4) Uani 1 1 d . . . . .
F10 F 0.33108(13) 0.93883(10) -0.12247(6) 0.0321(4) Uani 1 1 d . . . . .
F11 F 0.32327(13) 0.83404(11) -0.06939(6) 0.0357(4) Uani 1 1 d . . . . .
F12 F 0.48706(13) 0.80876(11) -0.06250(6) 0.0324(4) Uani 1 1 d . . . . .
P3 P 0.10047(6) 1.12687(5) 0.09169(3) 0.03019(19) Uani 1 1 d . . . . .
F13 F 0.0672(2) 1.0717(2) 0.04339(12) 0.0666(10) Uani 0.852(5) 1 d . U P A 1
F14 F 0.12953(18) 1.1781(2) 0.14068(10) 0.0545(9) Uani 0.852(5) 1 d . U P A 1
F15 F 0.1404(2) 1.1937(2) 0.06077(13) 0.0618(9) Uani 0.852(5) 1 d . U P A 1
F16 F -0.00586(14) 1.16947(16) 0.07899(8) 0.0578(6) Uani 1 1 d . . . . .
F17 F 0.0547(3) 1.0581(2) 0.12125(15) 0.0798(11) Uani 0.852(5) 1 d . U P A 1
F18 F 0.20899(17) 1.08715(15) 0.10446(7) 0.0553(6) Uani 1 1 d . . . . .
P4 P 0.25799(7) 1.43588(5) 0.02363(3) 0.0398(2) Uani 1 1 d . . . . .
F19 F 0.15958(18) 1.38533(16) 0.00116(8) 0.0636(7) Uani 1 1 d . . . . .
F20 F 0.35610(19) 1.48268(17) 0.04757(9) 0.0695(7) Uani 1 1 d . . . . .
F21 F 0.1940(2) 1.51646(15) 0.02666(8) 0.0691(8) Uani 1 1 d . . . . .
F22 F 0.2699(2) 1.45780(12) -0.03033(8) 0.0567(6) Uani 1 1 d . . . . .
F23 F 0.31826(19) 1.35218(14) 0.02175(8) 0.0592(6) Uani 1 1 d . . . . .
F24 F 0.2452(2) 1.41236(15) 0.07796(8) 0.0595(6) Uani 1 1 d . . . . .
N7 N 0.3203(2) 1.26165(18) 0.22172(11) 0.0410(7) Uani 1 1 d . . . . .
C51 C 0.3436(2) 1.25802(18) 0.18527(12) 0.0311(7) Uani 1 1 d . . . . .
C52 C 0.3731(3) 1.2549(2) 0.13869(14) 0.0466(9) Uani 1 1 d . . . . .
H52A H 0.3408 1.2997 0.1175 0.070 Uiso 1 1 calc GR . . . .
H52B H 0.3533 1.2017 0.1227 0.070 Uiso 1 1 calc GR . . . .
H52C H 0.4451 1.2610 0.1443 0.070 Uiso 1 1 calc GR . . . .
N8 N 0.2861(4) 0.6597(2) -0.03410(15) 0.0814(13) Uani 1 1 d . . . . .
C53 C 0.3334(4) 0.6402(2) -0.06110(15) 0.0563(10) Uani 1 1 d . . . . .
C54 C 0.3920(5) 0.6164(3) -0.0934(2) 0.0839(18) Uani 1 1 d . . . . .
H54A H 0.3750 0.6501 -0.1232 0.126 Uiso 1 1 calc GR . . . .
H54B H 0.3801 0.5581 -0.1020 0.126 Uiso 1 1 calc GR . . . .
H54C H 0.4620 0.6244 -0.0777 0.126 Uiso 1 1 calc GR . . . .
N5 N 0.1508(2) 0.73650(18) -0.24092(10) 0.0394(6) Uani 1 1 d . . . . .
C47 C 0.1410(2) 0.77497(19) -0.20804(11) 0.0310(7) Uani 1 1 d . . . . .
C48 C 0.1278(3) 0.8238(2) -0.16640(12) 0.0412(8) Uani 1 1 d . . . . .
H48A H 0.1491 0.8807 -0.1701 0.062 Uiso 1 1 calc GR . . . .
H48B H 0.1677 0.8001 -0.1361 0.062 Uiso 1 1 calc GR . . . .
H48C H 0.0578 0.8234 -0.1650 0.062 Uiso 1 1 calc GR . . . .
N6 N 0.0927(3) 0.6292(3) -0.13325(14) 0.0718(11) Uani 1 1 d . . . . .
C49 C 0.0575(3) 0.6191(3) -0.09990(15) 0.0551(10) Uani 1 1 d . . . . .
C50 C 0.0159(4) 0.6091(3) -0.05855(18) 0.0734(14) Uani 1 1 d . . . . .
H50A H -0.0331 0.6527 -0.0583 0.110 Uiso 1 1 calc GR . . . .
H50B H 0.0683 0.6127 -0.0286 0.110 Uiso 1 1 calc GR . . . .
H50C H -0.0164 0.5551 -0.0601 0.110 Uiso 1 1 calc GR . . . .
F13A F 0.1139(14) 1.1434(16) 0.0390(6) 0.066(4) Uani 0.148(5) 1 d . U P A 2
F14A F 0.0955(11) 1.0984(13) 0.1448(5) 0.053(4) Uani 0.148(5) 1 d . U P A 2
F15A F 0.1403(12) 1.2187(11) 0.1120(9) 0.066(5) Uani 0.148(5) 1 d . U P A 2
F17A F 0.0823(12) 1.0387(10) 0.0749(9) 0.065(5) Uani 0.148(5) 1 d . U P A 2
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'
Cl Cl 0.3639 0.7018 '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'
N N 0.0311 0.0180 '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
C2 N1 C1 119.7(2) . .
C6 N1 C1 119.8(2) . .
C6 N1 C2 120.4(2) . .
C9 N2 C12 119.5(2) . .
C10 N2 C9 120.5(2) . .
C10 N2 C12 120.0(2) . .
C18 N3 C15 119.6(2) . .
C18 N3 C22 121.1(2) . .
C22 N3 C15 119.3(2) . .
C25 N4 C26 121.0(2) . .
C25 N4 C28 119.1(2) . .
C26 N4 C28 119.5(2) . .
N1 C1 H1A 109.9 . .
N1 C1 H1B 109.9 . .
N1 C1 C32 108.8(2) . 3_575
H1A C1 H1B 108.3 . .
C32 C1 H1A 109.9 3_575 .
C32 C1 H1B 109.9 3_575 .
N1 C2 H2 119.7 . .
N1 C2 C3 120.6(2) . .
C3 C2 H2 119.7 . .
C2 C3 H3 119.7 . .
C2 C3 C4 120.6(2) . .
C4 C3 H3 119.7 . .
C3 C4 C7 121.5(2) . .
C5 C4 C3 117.2(2) . .
C5 C4 C7 121.3(2) . .
C4 C5 H5 119.9 . .
C6 C5 C4 120.2(2) . .
C6 C5 H5 119.9 . .
N1 C6 C5 121.0(2) . .
N1 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C8 C7 C4 121.2(2) . .
C11 C7 C4 121.4(2) . .
C11 C7 C8 117.3(2) . .
C7 C8 H8 119.6 . .
C9 C8 C7 120.8(2) . .
C9 C8 H8 119.6 . .
N2 C9 C8 120.4(2) . .
N2 C9 H9 119.8 . .
C8 C9 H9 119.8 . .
N2 C10 H10 119.6 . .
N2 C10 C11 120.7(2) . .
C11 C10 H10 119.6 . .
C7 C11 H11 119.9 . .
C10 C11 C7 120.2(2) . .
C10 C11 H11 119.9 . .
C13 C12 N2 118.4(2) . .
C17 C12 N2 118.6(2) . .
C17 C12 C13 122.9(2) . .
C12 C13 H13 120.7 . .
C14 C13 C12 118.6(2) . .
C14 C13 H13 120.7 . .
C13 C14 H14 120.7 . .
C13 C14 C15 118.6(2) . .
C15 C14 H14 120.7 . .
C14 C15 N3 118.5(2) . .
C14 C15 C16 122.8(2) . .
C16 C15 N3 118.7(2) . .
C15 C16 H16 120.6 . .
C17 C16 C15 118.8(2) . .
C17 C16 H16 120.6 . .
C12 C17 H17 120.8 . .
C16 C17 C12 118.3(2) . .
C16 C17 H17 120.8 . .
N3 C18 H18 119.9 . .
N3 C18 C19 120.1(2) . .
C19 C18 H18 119.9 . .
C18 C19 H19 119.9 . .
C18 C19 C20 120.2(2) . .
C20 C19 H19 119.9 . .
C19 C20 C21 118.2(2) . .
C19 C20 C23 120.6(2) . .
C21 C20 C23 121.1(2) . .
C20 C21 H21 120.0 . .
C22 C21 C20 120.1(2) . .
C22 C21 H21 120.0 . .
N3 C22 C21 120.3(2) . .
N3 C22 H22 119.9 . .
C21 C22 H22 119.9 . .
C24 C23 C20 121.7(2) . .
C24 C23 C27 117.6(2) . .
C27 C23 C20 120.6(2) . .
C23 C24 H24 120.0 . .
C25 C24 C23 120.0(2) . .
C25 C24 H24 120.0 . .
N4 C25 C24 120.6(2) . .
N4 C25 H25 119.7 . .
C24 C25 H25 119.7 . .
N4 C26 H26 119.7 . .
N4 C26 C27 120.6(3) . .
C27 C26 H26 119.7 . .
C23 C27 H27 120.0 . .
C26 C27 C23 120.0(3) . .
C26 C27 H27 120.0 . .
N4 C28 H28A 110.3 . .
N4 C28 H28B 110.3 . .
N4 C28 C29 107.3(2) . .
H28A C28 H28B 108.5 . .
C29 C28 H28A 110.3 . .
C29 C28 H28B 110.3 . .
C30 C29 C28 120.7(2) . .
C30 C29 C34 119.3(2) . .
C34 C29 C28 119.7(2) . .
C29 C30 H30 119.8 . .
C29 C30 C31 120.4(3) . .
C31 C30 H30 119.8 . .
C30 C31 H31 120.0 . .
C32 C31 C30 120.1(2) . .
C32 C31 H31 120.0 . .
C31 C32 C1 121.2(2) . 3_575
C31 C32 C33 119.4(2) . .
C33 C32 C1 119.3(2) . 3_575
C32 C33 H33 119.8 . .
C34 C33 C32 120.5(3) . .
C34 C33 H33 119.8 . .
C29 C34 H34 119.9 . .
C33 C34 C29 120.3(3) . .
C33 C34 H34 119.9 . .
C36 C35 Cl1 118.6(2) . .
C40 C35 Cl1 119.5(3) . .
C40 C35 C36 121.9(3) . .
C35 C36 H36 120.8 . .
C35 C36 C37 118.4(3) . .
C37 C36 H36 120.8 . .
C36 C37 H37 119.8 . .
C38 C37 C36 120.5(3) . .
C38 C37 H37 119.8 . .
C37 C38 H38 120.0 . .
C37 C38 C39 120.1(3) . .
C39 C38 H38 120.0 . .
C38 C39 H39 119.7 . .
C38 C39 C40 120.5(3) . .
C40 C39 H39 119.7 . .
C35 C40 C39 118.6(3) . .
C35 C40 H40 120.7 . .
C39 C40 H40 120.7 . .
C42 C41 Cl4 119.3(2) . .
C42 C41 C46 122.3(3) . .
C46 C41 Cl4 118.3(2) . .
C41 C42 H42 120.5 . .
C43 C42 C41 119.0(3) . .
C43 C42 H42 120.5 . .
C42 C43 H43 119.7 . .
C42 C43 C44 120.6(3) . .
C44 C43 H43 119.7 . .
C43 C44 H44 120.0 . .
C43 C44 C45 120.1(3) . .
C45 C44 H44 120.0 . .
C44 C45 H45 119.8 . .
C44 C45 C46 120.5(3) . .
C46 C45 H45 119.8 . .
C41 C46 C45 117.6(3) . .
C41 C46 H46 121.2 . .
C45 C46 H46 121.2 . .
F1 P1 F2 179.69(11) . .
F3 P1 F1 90.09(10) . .
F3 P1 F2 89.68(10) . .
F3 P1 F6 89.84(11) . .
F4 P1 F1 90.65(11) . .
F4 P1 F2 89.55(11) . .
F4 P1 F3 89.82(11) . .
F4 P1 F6 179.65(12) . .
F5 P1 F1 89.86(10) . .
F5 P1 F2 90.36(10) . .
F5 P1 F3 179.95(13) . .
F5 P1 F4 90.21(11) . .
F5 P1 F6 90.14(11) . .
F6 P1 F1 89.30(10) . .
F6 P1 F2 90.49(10) . .
F7 P2 F9 89.09(9) . .
F7 P2 F10 89.28(9) . .
F8 P2 F7 179.14(10) . .
F8 P2 F9 90.07(9) . .
F8 P2 F10 90.52(10) . .
F8 P2 F11 90.91(10) . .
F8 P2 F12 90.44(9) . .
F10 P2 F9 88.80(9) . .
F11 P2 F7 89.94(9) . .
F11 P2 F9 178.85(10) . .
F11 P2 F10 90.59(10) . .
F11 P2 F12 90.83(10) . .
F12 P2 F7 89.73(9) . .
F12 P2 F9 89.76(10) . .
F12 P2 F10 178.27(10) . .
F13 P3 F17 88.5(2) . .
F13 P3 F18 92.43(15) . .
F14 P3 F13 176.8(2) . .
F14 P3 F16 90.52(13) . .
F14 P3 F17 88.3(2) . .
F14 P3 F18 88.49(13) . .
F15 P3 F13 89.5(2) . .
F15 P3 F14 93.6(2) . .
F15 P3 F16 90.05(15) . .
F15 P3 F17 177.1(2) . .
F15 P3 F18 88.31(14) . .
F16 P3 F13 88.65(14) . .
F16 P3 F17 87.87(18) . .
F16 P3 F18 178.03(15) . .
F16 P3 F15A 84.7(5) . .
F18 P3 F17 93.80(18) . .
F18 P3 F15A 93.5(5) . .
F13A P3 F16 90.9(6) . .
F13A P3 F18 88.5(6) . .
F13A P3 F14A 171.8(10) . .
F13A P3 F15A 94.0(13) . .
F14A P3 F16 96.0(5) . .
F14A P3 F18 84.8(5) . .
F14A P3 F15A 91.3(12) . .
F17A P3 F16 105.0(6) . .
F17A P3 F18 76.8(6) . .
F17A P3 F13A 85.1(13) . .
F17A P3 F14A 88.7(12) . .
F17A P3 F15A 170.3(8) . .
F19 P4 F22 90.12(13) . .
F19 P4 F23 87.62(14) . .
F19 P4 F24 89.13(13) . .
F20 P4 F19 177.47(17) . .
F20 P4 F21 91.20(15) . .
F20 P4 F22 91.88(15) . .
F20 P4 F23 90.84(15) . .
F20 P4 F24 88.86(14) . .
F21 P4 F19 90.27(15) . .
F21 P4 F22 92.58(14) . .
F21 P4 F23 177.01(16) . .
F21 P4 F24 87.88(13) . .
F22 P4 F23 89.54(13) . .
F22 P4 F24 179.12(13) . .
F23 P4 F24 89.96(13) . .
N7 C51 C52 179.1(4) . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52B 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
N8 C53 C54 179.3(6) . .
C53 C54 H54A 109.5 . .
C53 C54 H54B 109.5 . .
C53 C54 H54C 109.5 . .
H54A C54 H54B 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
N5 C47 C48 179.6(4) . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48B 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
N6 C49 C50 178.3(5) . .
C49 C50 H50A 109.5 . .
C49 C50 H50B 109.5 . .
C49 C50 H50C 109.5 . .
H50A C50 H50B 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.493(3) .
N1 C2 1.345(4) .
N1 C6 1.345(3) .
N2 C9 1.356(3) .
N2 C10 1.351(3) .
N2 C12 1.451(3) .
N3 C15 1.450(3) .
N3 C18 1.353(3) .
N3 C22 1.354(3) .
N4 C25 1.335(4) .
N4 C26 1.342(4) .
N4 C28 1.495(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C1 C32 1.511(4) 3_575
C2 H2 0.9500 .
C2 C3 1.367(4) .
C3 H3 0.9500 .
C3 C4 1.398(4) .
C4 C5 1.392(4) .
C4 C7 1.482(3) .
C5 H5 0.9500 .
C5 C6 1.371(4) .
C6 H6 0.9500 .
C7 C8 1.401(4) .
C7 C11 1.398(4) .
C8 H8 0.9500 .
C8 C9 1.362(4) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C10 C11 1.373(4) .
C11 H11 0.9500 .
C12 C13 1.387(4) .
C12 C17 1.384(4) .
C13 H13 0.9500 .
C13 C14 1.381(4) .
C14 H14 0.9500 .
C14 C15 1.385(4) .
C15 C16 1.386(4) .
C16 H16 0.9500 .
C16 C17 1.382(4) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C18 C19 1.373(4) .
C19 H19 0.9500 .
C19 C20 1.393(4) .
C20 C21 1.395(4) .
C20 C23 1.486(3) .
C21 H21 0.9500 .
C21 C22 1.372(4) .
C22 H22 0.9500 .
C23 C24 1.392(4) .
C23 C27 1.396(4) .
C24 H24 0.9500 .
C24 C25 1.379(4) .
C25 H25 0.9500 .
C26 H26 0.9500 .
C26 C27 1.374(4) .
C27 H27 0.9500 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C28 C29 1.515(4) .
C29 C30 1.388(4) .
C29 C34 1.393(4) .
C30 H30 0.9500 .
C30 C31 1.393(4) .
C31 H31 0.9500 .
C31 C32 1.389(4) .
C32 C1 1.511(4) 3_575
C32 C33 1.390(4) .
C33 H33 0.9500 .
C33 C34 1.386(4) .
C34 H34 0.9500 .
Cl1 C35 1.751(3) .
C35 C36 1.389(5) .
C35 C40 1.377(5) .
C36 H36 0.9500 .
C36 C37 1.391(5) .
C37 H37 0.9500 .
C37 C38 1.379(4) .
C38 H38 0.9500 .
C38 C39 1.382(5) .
C39 H39 0.9500 .
C39 C40 1.388(5) .
C40 H40 0.9500 .
Cl4 C41 1.748(3) .
C41 C42 1.381(4) .
C41 C46 1.386(4) .
C42 H42 0.9500 .
C42 C43 1.372(4) .
C43 H43 0.9500 .
C43 C44 1.379(4) .
C44 H44 0.9500 .
C44 C45 1.388(5) .
C45 H45 0.9500 .
C45 C46 1.397(5) .
C46 H46 0.9500 .
P1 F1 1.6043(18) .
P1 F2 1.6064(18) .
P1 F3 1.5978(17) .
P1 F4 1.5941(19) .
P1 F5 1.5887(18) .
P1 F6 1.5994(19) .
P2 F7 1.6075(16) .
P2 F8 1.5868(17) .
P2 F9 1.6117(16) .
P2 F10 1.6097(17) .
P2 F11 1.5897(17) .
P2 F12 1.6003(17) .
P3 F13 1.600(3) .
P3 F14 1.575(2) .
P3 F15 1.563(3) .
P3 F16 1.594(2) .
P3 F17 1.601(3) .
P3 F18 1.601(2) .
P3 F13A 1.549(16) .
P3 F14A 1.571(13) .
P3 F15A 1.643(16) .
P3 F17A 1.507(15) .
P4 F19 1.594(2) .
P4 F20 1.570(2) .
P4 F21 1.591(2) .
P4 F22 1.595(2) .
P4 F23 1.600(2) .
P4 F24 1.615(2) .
N7 C51 1.138(4) .
C51 C52 1.452(5) .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
N8 C53 1.150(6) .
C53 C54 1.397(7) .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
N5 C47 1.144(4) .
C47 C48 1.453(5) .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
N6 C49 1.157(6) .
C49 C50 1.413(6) .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
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
N1 C2 C3 C4 -0.2(4) . .
N2 C10 C11 C7 -1.0(4) . .
N2 C12 C13 C14 179.8(2) . .
N2 C12 C17 C16 -179.7(2) . .
N3 C15 C16 C17 179.4(2) . .
N3 C18 C19 C20 0.2(4) . .
N4 C26 C27 C23 -0.2(4) . .
N4 C28 C29 C30 93.2(3) . .
N4 C28 C29 C34 -80.4(3) . .
C1 N1 C2 C3 -174.2(2) . .
C1 N1 C6 C5 174.3(2) . .
C1 C32 C33 C34 -175.5(2) 3_575 .
C2 N1 C1 C32 85.2(3) . 3_575
C2 N1 C6 C5 -1.3(4) . .
C2 C3 C4 C5 -1.2(4) . .
C2 C3 C4 C7 178.1(2) . .
C3 C4 C5 C6 1.4(4) . .
C3 C4 C7 C8 -12.9(4) . .
C3 C4 C7 C11 167.4(2) . .
C4 C5 C6 N1 -0.1(4) . .
C4 C7 C8 C9 -179.4(2) . .
C4 C7 C11 C10 -179.5(2) . .
C5 C4 C7 C8 166.4(2) . .
C5 C4 C7 C11 -13.3(4) . .
C6 N1 C1 C32 -90.4(3) . 3_575
C6 N1 C2 C3 1.4(4) . .
C7 C4 C5 C6 -178.0(2) . .
C7 C8 C9 N2 -1.4(4) . .
C8 C7 C11 C10 0.8(4) . .
C9 N2 C10 C11 -0.1(4) . .
C9 N2 C12 C13 50.2(3) . .
C9 N2 C12 C17 -129.5(3) . .
C10 N2 C9 C8 1.2(4) . .
C10 N2 C12 C13 -129.4(3) . .
C10 N2 C12 C17 50.9(3) . .
C11 C7 C8 C9 0.3(4) . .
C12 N2 C9 C8 -178.3(2) . .
C12 N2 C10 C11 179.5(2) . .
C12 C13 C14 C15 -0.1(4) . .
C13 C12 C17 C16 0.7(4) . .
C13 C14 C15 N3 -179.3(2) . .
C13 C14 C15 C16 0.7(4) . .
C14 C15 C16 C17 -0.5(4) . .
C15 N3 C18 C19 -178.7(2) . .
C15 N3 C22 C21 179.0(2) . .
C15 C16 C17 C12 -0.1(4) . .
C17 C12 C13 C14 -0.5(4) . .
C18 N3 C15 C14 -52.7(3) . .
C18 N3 C15 C16 127.3(3) . .
C18 N3 C22 C21 -0.9(4) . .
C18 C19 C20 C21 -1.8(4) . .
C18 C19 C20 C23 175.1(2) . .
C19 C20 C21 C22 2.1(4) . .
C19 C20 C23 C24 16.3(4) . .
C19 C20 C23 C27 -160.4(2) . .
C20 C21 C22 N3 -0.8(4) . .
C20 C23 C24 C25 -172.7(2) . .
C20 C23 C27 C26 173.3(2) . .
C21 C20 C23 C24 -166.9(2) . .
C21 C20 C23 C27 16.4(4) . .
C22 N3 C15 C14 127.4(3) . .
C22 N3 C15 C16 -52.6(3) . .
C22 N3 C18 C19 1.2(4) . .
C23 C20 C21 C22 -174.8(2) . .
C23 C24 C25 N4 -0.9(4) . .
C24 C23 C27 C26 -3.5(4) . .
C25 N4 C26 C27 3.6(4) . .
C25 N4 C28 C29 -84.1(3) . .
C26 N4 C25 C24 -3.1(4) . .
C26 N4 C28 C29 89.0(3) . .
C27 C23 C24 C25 4.1(4) . .
C28 N4 C25 C24 170.0(2) . .
C28 N4 C26 C27 -169.4(3) . .
C28 C29 C30 C31 -172.0(2) . .
C28 C29 C34 C33 172.1(2) . .
C29 C30 C31 C32 -0.2(4) . .
C30 C29 C34 C33 -1.6(4) . .
C30 C31 C32 C1 175.5(2) . 3_575
C30 C31 C32 C33 -1.3(4) . .
C31 C32 C33 C34 1.4(4) . .
C32 C33 C34 C29 0.1(4) . .
C34 C29 C30 C31 1.6(4) . .
Cl1 C35 C36 C37 179.2(2) . .
Cl1 C35 C40 C39 -179.2(2) . .
C35 C36 C37 C38 0.3(4) . .
C36 C35 C40 C39 0.4(4) . .
C36 C37 C38 C39 -0.3(4) . .
C37 C38 C39 C40 0.3(4) . .
C38 C39 C40 C35 -0.3(4) . .
C40 C35 C36 C37 -0.4(4) . .
Cl4 C41 C42 C43 -179.5(2) . .
Cl4 C41 C46 C45 178.8(2) . .
C41 C42 C43 C44 0.9(4) . .
C42 C41 C46 C45 -1.2(4) . .
C42 C43 C44 C45 -1.5(4) . .
C43 C44 C45 C46 0.7(5) . .
C44 C45 C46 C41 0.6(5) . .
C46 C41 C42 C43 0.5(4) . .
