#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:49:08 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180317 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/31/7153195.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_7153195
loop_
_publ_author_name
'Ma, Ying-Xian'
'Han, Ying'
'Cao, Jing'
'Chen, Chuan-Feng'
_publ_section_title
;
 Complexation of a pentiptycene-derived trans-bis(crown ether) host with
 different terminally functionalized paraquat derivatives in solution and
 the solid state: a switchable complexation process controlled by
 potassium ions.
;
_journal_issue                   47
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8183
_journal_page_last               8190
_journal_paper_doi               10.1039/c3ob41700j
_journal_volume                  11
_journal_year                    2013
_chemical_formula_moiety         'C76 H86 O20, 2(C24 H20 Br2 N2), 4(F6 P)'
_chemical_formula_sum            'C124 H126 Br4 F24 N4 O20 P4'
_chemical_formula_weight         2891.81
_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                 105.57(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.192(3)
_cell_length_b                   23.492(5)
_cell_length_c                   21.641(4)
_cell_measurement_reflns_used    18970
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      1.31
_cell_volume                     7440(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 Ver 1.1'
_computing_publication_material  'SHELX97 (Sheldrick, 2008)'
_computing_structure_refinement  'Olex2 Ver 1.1'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0887
_diffrn_reflns_av_sigmaI/netI    0.0949
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            50142
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.39
_exptl_absorpt_coefficient_mu    1.213
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2948
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.33
_refine_diff_density_max         2.622
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.168
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.866
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     811
_refine_ls_number_reflns         13068
_refine_ls_number_restraints     542
_refine_ls_restrained_S_all      1.967
_refine_ls_R_factor_all          0.2400
_refine_ls_R_factor_gt           0.2053
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5146
_refine_ls_wR_factor_ref         0.5444
_reflns_number_gt                7752
_reflns_number_total             13068
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ob41700j.txt
_cod_data_source_block           mx2040
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7153195
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
Br1 Br -0.36481(18) 0.59335(12) 0.10800(16) 0.2091(15) Uani 1 1 d U
Br2 Br 0.40333(12) 0.7134(2) 0.71728(10) 0.248(2) Uani 1 1 d U
P1 P -0.3073(4) 0.95217(17) 0.1020(2) 0.1235(15) Uani 1 1 d U
P2 P -0.4473(2) 0.8199(2) 0.41251(17) 0.1147(14) Uani 1 1 d U
F1 F -0.2493(13) 0.9739(7) 0.0639(8) 0.233(6) Uani 1 1 d U
F2 F -0.3620(11) 1.0071(7) 0.0847(8) 0.223(6) Uani 1 1 d U
F3 F -0.3651(13) 0.9292(8) 0.0426(7) 0.249(7) Uani 1 1 d U
F4 F -0.2480(10) 0.8957(5) 0.1173(6) 0.184(4) Uani 1 1 d U
F5 F -0.2425(11) 0.9716(6) 0.1672(7) 0.212(6) Uani 1 1 d U
F6 F -0.3678(11) 0.9321(7) 0.1447(8) 0.220(6) Uani 1 1 d U
F7 F -0.3461(6) 0.8452(4) 0.4328(7) 0.179(5) Uani 1 1 d U
F8 F -0.4171(5) 0.7682(4) 0.3735(4) 0.124(3) Uani 1 1 d U
F9 F -0.4710(6) 0.8560(4) 0.3496(4) 0.124(3) Uani 1 1 d U
F10 F -0.5484(6) 0.7907(6) 0.3877(7) 0.176(4) Uani 1 1 d U
F11 F -0.4886(8) 0.8639(7) 0.4472(5) 0.199(5) Uani 1 1 d U
F12 F -0.4308(12) 0.7770(7) 0.4704(7) 0.214(6) Uani 1 1 d U
O1 O 0.1767(7) 0.7701(5) 0.2896(4) 0.119(3) Uani 1 1 d U
O2 O 0.2545(6) 0.6825(5) 0.3758(4) 0.117(3) Uani 1 1 d U
O3 O 0.1636(5) 0.6660(3) 0.4705(3) 0.0786(18) Uani 1 1 d U
O4 O 0.0536(4) 0.7201(3) 0.5420(3) 0.0681(16) Uani 1 1 d U
O5 O -0.1205(4) 0.7264(3) 0.5123(3) 0.0709(17) Uani 1 1 d U
O6 O -0.2162(6) 0.6656(3) 0.3995(4) 0.088(2) Uani 1 1 d U
O7 O -0.0974(6) 0.6747(3) 0.3161(4) 0.097(2) Uani 1 1 d U
O8 O -0.0018(6) 0.7399(4) 0.2472(3) 0.090(2) Uani 1 1 d U
O9 O 0.1885(4) 0.9884(3) 0.5379(3) 0.0620(15) Uani 1 1 d U
O10 O 0.316(2) 0.9575(15) 0.6963(12) 0.321(13) Uani 1 1 d DU
N1 N -0.2571(6) 0.8295(4) 0.2858(4) 0.080(2) Uani 1 1 d U
N2 N 0.2058(7) 0.8433(5) 0.4354(5) 0.097(3) Uani 1 1 d U
C1 C 0.0337(6) 0.9487(4) 0.6608(4) 0.062(2) Uani 1 1 d U
C2 C 0.0828(7) 0.9663(4) 0.7233(4) 0.068(2) Uani 1 1 d U
H2 H 0.1475 0.9636 0.7370 0.081 Uiso 1 1 calc R
C3 C 0.0331(8) 0.9876(4) 0.7642(5) 0.076(3) Uani 1 1 d U
H3 H 0.0645 0.9992 0.8064 0.091 Uiso 1 1 calc R
C4 C -0.0563(9) 0.9919(4) 0.7448(6) 0.082(3) Uani 1 1 d U
H4 H -0.0867 1.0074 0.7740 0.098 Uiso 1 1 calc R
C5 C -0.1107(8) 0.9753(4) 0.6836(5) 0.075(3) Uani 1 1 d U
H5 H -0.1754 0.9786 0.6713 0.090 Uiso 1 1 calc R
C6 C -0.0605(6) 0.9529(3) 0.6417(4) 0.059(2) Uani 1 1 d U
C7 C 0.0754(5) 0.9261(3) 0.6090(4) 0.0523(18) Uani 1 1 d U
H7 H 0.1435 0.9224 0.6236 0.063 Uiso 1 1 calc R
C8 C 0.0266(6) 0.8696(4) 0.5866(4) 0.061(2) Uani 1 1 d U
C9 C -0.0659(6) 0.8729(3) 0.5673(4) 0.0517(19) Uani 1 1 d U
C10 C -0.1017(7) 0.9326(4) 0.5720(4) 0.069(2) Uani 1 1 d U
H10 H -0.1699 0.9352 0.5579 0.082 Uiso 1 1 calc R
C11 C -0.0538(6) 0.9716(4) 0.5328(4) 0.068(2) Uani 1 1 d U
C12 C 0.0430(6) 0.9646(4) 0.5525(4) 0.065(2) Uani 1 1 d U
C13 C 0.0973(6) 0.9963(3) 0.5204(4) 0.057(2) Uani 1 1 d U
C14 C 0.2412(8) 1.0317(5) 0.5721(6) 0.091(3) Uani 1 1 d U
H14A H 0.2023 1.0627 0.5814 0.109 Uiso 1 1 calc R
H14B H 0.2828 1.0477 0.5483 0.109 Uiso 1 1 calc R
C15 C 0.301(4) 0.9989(19) 0.641(2) 0.34(2) Uani 1 1 d DU
H15A H 0.3560 0.9886 0.6271 0.411 Uiso 1 1 calc R
H15B H 0.3206 1.0337 0.6673 0.411 Uiso 1 1 calc R
C16 C 0.3841(9) 0.9676(8) 0.7591(9) 0.134(5) Uani 1 1 d DU
H16A H 0.3590 0.9546 0.7938 0.201 Uiso 1 1 calc R
H16B H 0.3978 1.0084 0.7641 0.201 Uiso 1 1 calc R
H16C H 0.4403 0.9465 0.7605 0.201 Uiso 1 1 calc R
C17 C 0.0694(6) 0.8169(3) 0.5808(3) 0.0531(19) Uani 1 1 d U
H17 H 0.1340 0.8137 0.5955 0.064 Uiso 1 1 calc R
C18 C 0.0186(5) 0.7711(3) 0.5543(3) 0.0482(18) Uani 1 1 d U
C19 C -0.0768(6) 0.7751(4) 0.5361(4) 0.058(2) Uani 1 1 d U
C20 C -0.1181(5) 0.8258(4) 0.5424(4) 0.0538(19) Uani 1 1 d U
H20 H -0.1829 0.8286 0.5296 0.065 Uiso 1 1 calc R
C21 C 0.1489(5) 0.7098(4) 0.5649(4) 0.058(2) Uani 1 1 d U
H21A H 0.1671 0.7076 0.6124 0.070 Uiso 1 1 calc R
H21B H 0.1837 0.7410 0.5516 0.070 Uiso 1 1 calc R
C22 C 0.1681(7) 0.6534(4) 0.5361(5) 0.078(3) Uani 1 1 d U
H22A H 0.2294 0.6388 0.5589 0.093 Uiso 1 1 calc R
H22B H 0.1218 0.6245 0.5388 0.093 Uiso 1 1 calc R
C23 C 0.1882(11) 0.6202(6) 0.4392(7) 0.113(4) Uani 1 1 d U
H23A H 0.1436 0.5890 0.4371 0.136 Uiso 1 1 calc R
H23B H 0.2489 0.6063 0.4639 0.136 Uiso 1 1 calc R
C24 C 0.1915(12) 0.6355(7) 0.3722(8) 0.126(5) Uani 1 1 d U
H24A H 0.2122 0.6023 0.3517 0.151 Uiso 1 1 calc R
H24B H 0.1299 0.6465 0.3460 0.151 Uiso 1 1 calc R
C25 C 0.2729(13) 0.6852(9) 0.3183(8) 0.139(5) Uani 1 1 d U
H25A H 0.2752 0.6460 0.3019 0.166 Uiso 1 1 calc R
H25B H 0.3341 0.7024 0.3241 0.166 Uiso 1 1 calc R
C26 C 0.1991(10) 0.7217(7) 0.2650(7) 0.117(4) Uani 1 1 d U
H26A H 0.2251 0.7308 0.2288 0.140 Uiso 1 1 calc R
H26B H 0.1435 0.6985 0.2481 0.140 Uiso 1 1 calc R
C27 C 0.1136(10) 0.8074(6) 0.2421(6) 0.104(4) Uani 1 1 d U
C28 C 0.1473(11) 0.8590(7) 0.2169(8) 0.116(4) Uani 1 1 d U
H28 H 0.2087 0.8722 0.2297 0.139 Uiso 1 1 calc R
C29 C 0.0779(13) 0.8854(7) 0.1724(8) 0.125(5) Uani 1 1 d U
H29 H 0.0951 0.9192 0.1546 0.150 Uiso 1 1 calc R
C30 C -0.0111(15) 0.8711(8) 0.1498(10) 0.141(6) Uani 1 1 d U
H30 H -0.0526 0.8933 0.1184 0.169 Uiso 1 1 calc R
C31 C -0.0378(10) 0.8229(6) 0.1747(6) 0.101(4) Uani 1 1 d U
H31 H -0.0994 0.8105 0.1607 0.121 Uiso 1 1 calc R
C32 C 0.0277(10) 0.7909(6) 0.2222(6) 0.095(3) Uani 1 1 d U
C33 C -0.0861(10) 0.7175(6) 0.2192(6) 0.098(3) Uani 1 1 d U
H33A H -0.0927 0.7100 0.1732 0.118 Uiso 1 1 calc R
H33B H -0.1344 0.7447 0.2228 0.118 Uiso 1 1 calc R
C34 C -0.0950(10) 0.6640(6) 0.2527(6) 0.105(4) Uani 1 1 d U
H34A H -0.1517 0.6442 0.2294 0.126 Uiso 1 1 calc R
H34B H -0.0427 0.6388 0.2529 0.126 Uiso 1 1 calc R
C35 C -0.1096(10) 0.6262(6) 0.3466(7) 0.108(4) Uani 1 1 d U
H35A H -0.0548 0.6018 0.3526 0.130 Uiso 1 1 calc R
H35B H -0.1625 0.6050 0.3197 0.130 Uiso 1 1 calc R
C36 C -0.1257(10) 0.6385(6) 0.4107(8) 0.112(4) Uani 1 1 d U
H36A H -0.1240 0.6027 0.4352 0.134 Uiso 1 1 calc R
H36B H -0.0777 0.6643 0.4357 0.134 Uiso 1 1 calc R
C37 C -0.2417(8) 0.6707(5) 0.4587(6) 0.087(3) Uani 1 1 d U
H37A H -0.2122 0.6395 0.4875 0.105 Uiso 1 1 calc R
H37B H -0.3086 0.6653 0.4494 0.105 Uiso 1 1 calc R
C38 C -0.2173(7) 0.7260(4) 0.4935(5) 0.075(3) Uani 1 1 d U
H38A H -0.2415 0.7586 0.4650 0.090 Uiso 1 1 calc R
H38B H -0.2419 0.7277 0.5315 0.090 Uiso 1 1 calc R
C39 C -0.3423(12) 0.7162(7) 0.1232(9) 0.126(5) Uani 1 1 d U
H39 H -0.3293 0.7148 0.0826 0.151 Uiso 1 1 calc R
C40 C -0.3614(11) 0.6621(7) 0.1563(9) 0.126(5) Uani 1 1 d U
C41 C -0.3844(11) 0.6649(7) 0.2131(9) 0.122(5) Uani 1 1 d U
H41 H -0.3973 0.6314 0.2337 0.147 Uiso 1 1 calc R
C42 C -0.3885(10) 0.7184(6) 0.2398(7) 0.107(4) Uani 1 1 d U
H42 H -0.4091 0.7211 0.2774 0.129 Uiso 1 1 calc R
C43 C -0.3634(7) 0.7684(5) 0.2134(5) 0.080(3) Uani 1 1 d U
C44 C -0.3444(10) 0.7641(7) 0.1523(7) 0.109(4) Uani 1 1 d U
H44 H -0.3327 0.7981 0.1320 0.131 Uiso 1 1 calc R
C45 C -0.3572(9) 0.8221(5) 0.2472(6) 0.090(3) Uani 1 1 d U
H45A H -0.3976 0.8218 0.2763 0.108 Uiso 1 1 calc R
H45B H -0.3761 0.8538 0.2163 0.108 Uiso 1 1 calc R
C46 C -0.2208(8) 0.7909(4) 0.3313(5) 0.074(3) Uani 1 1 d U
H46 H -0.2581 0.7614 0.3404 0.089 Uiso 1 1 calc R
C47 C -0.1353(8) 0.7937(4) 0.3630(5) 0.078(3) Uani 1 1 d U
H47 H -0.1105 0.7658 0.3946 0.094 Uiso 1 1 calc R
C48 C -0.0778(7) 0.8382(4) 0.3509(5) 0.075(3) Uani 1 1 d U
C49 C -0.1166(7) 0.8790(4) 0.3039(5) 0.073(3) Uani 1 1 d U
H49 H -0.0825 0.9104 0.2949 0.088 Uiso 1 1 calc R
C50 C -0.2027(10) 0.8710(5) 0.2732(6) 0.094(3) Uani 1 1 d U
H50 H -0.2291 0.8966 0.2392 0.113 Uiso 1 1 calc R
C51 C 0.0183(7) 0.8397(4) 0.3820(5) 0.072(2) Uani 1 1 d U
C52 C 0.0685(9) 0.8918(6) 0.3973(7) 0.098(3) Uani 1 1 d U
H52 H 0.0361 0.9267 0.3878 0.117 Uiso 1 1 calc R
C53 C 0.1596(9) 0.8938(7) 0.4246(7) 0.108(4) Uani 1 1 d U
H53 H 0.1904 0.9290 0.4358 0.130 Uiso 1 1 calc R
C54 C 0.1636(9) 0.7931(5) 0.4239(5) 0.085(3) Uani 1 1 d U
H54 H 0.1993 0.7596 0.4347 0.102 Uiso 1 1 calc R
C55 C 0.0709(9) 0.7875(4) 0.3971(5) 0.079(3) Uani 1 1 d U
H55 H 0.0427 0.7512 0.3888 0.095 Uiso 1 1 calc R
C56 C 0.3050(9) 0.8446(6) 0.4619(7) 0.106(4) Uani 1 1 d U
H56A H 0.3255 0.8848 0.4680 0.127 Uiso 1 1 calc R
H56B H 0.3341 0.8271 0.4307 0.127 Uiso 1 1 calc R
C57 C 0.3366(8) 0.8134(6) 0.5256(6) 0.095(3) Uani 1 1 d U
C58 C 0.3291(9) 0.8402(6) 0.5848(8) 0.107(4) Uani 1 1 d U
H58 H 0.3085 0.8783 0.5861 0.129 Uiso 1 1 calc R
C59 C 0.3542(10) 0.8066(8) 0.6385(7) 0.112(4) Uani 1 1 d U
H59 H 0.3524 0.8240 0.6777 0.135 Uiso 1 1 calc R
C60 C 0.3786(9) 0.7567(7) 0.6418(7) 0.100(4) Uani 1 1 d U
C61 C 0.3913(11) 0.7320(8) 0.5874(8) 0.125(5) Uani 1 1 d U
H61 H 0.4153 0.6945 0.5901 0.150 Uiso 1 1 calc R
C62 C 0.3714(9) 0.7587(6) 0.5305(6) 0.095(3) Uani 1 1 d U
H62 H 0.3812 0.7402 0.4939 0.114 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
F1 P1 F3 86.7(12) . .
F1 P1 F2 86.4(9) . .
F3 P1 F2 86.4(10) . .
F1 P1 F6 176.8(11) . .
F3 P1 F6 95.8(12) . .
F2 P1 F6 91.8(9) . .
F1 P1 F5 94.6(10) . .
F3 P1 F5 175.2(10) . .
F2 P1 F5 98.3(9) . .
F6 P1 F5 83.1(10) . .
F1 P1 F4 90.9(9) . .
F3 P1 F4 92.8(9) . .
F2 P1 F4 177.3(9) . .
F6 P1 F4 90.9(8) . .
F5 P1 F4 82.6(8) . .
F11 P2 F9 91.8(6) . .
F11 P2 F12 92.4(8) . .
F9 P2 F12 172.5(8) . .
F11 P2 F7 96.1(8) . .
F9 P2 F7 91.0(7) . .
F12 P2 F7 94.8(9) . .
F11 P2 F8 171.8(7) . .
F9 P2 F8 89.1(5) . .
F12 P2 F8 85.9(7) . .
F7 P2 F8 92.0(5) . .
F11 P2 F10 88.4(7) . .
F9 P2 F10 88.0(6) . .
F12 P2 F10 85.9(9) . .
F7 P2 F10 175.4(6) . .
F8 P2 F10 83.5(5) . .
C26 O1 C27 114.3(10) . .
C25 O2 C24 106.5(13) . .
C23 O3 C22 112.2(9) . .
C18 O4 C21 119.6(6) . .
C19 O5 C38 118.6(7) . .
C37 O6 C36 110.6(9) . .
C35 O7 C34 111.7(10) . .
C33 O8 C32 120.2(10) . .
C13 O9 C14 117.0(7) . .
C16 O10 C15 122(3) . .
C46 N1 C50 118.8(10) . .
C46 N1 C45 118.3(9) . .
C50 N1 C45 122.7(10) . .
C54 N2 C53 122.5(11) . .
C54 N2 C56 119.0(11) . .
C53 N2 C56 118.5(12) . .
C6 C1 C2 120.1(8) . .
C6 C1 C7 114.0(8) . .
C2 C1 C7 125.9(8) . .
C3 C2 C1 118.1(10) . .
C3 C2 H2 120.9 . .
C1 C2 H2 120.9 . .
C4 C3 C2 120.8(10) . .
C4 C3 H3 119.6 . .
C2 C3 H3 119.6 . .
C3 C4 C5 124.9(10) . .
C3 C4 H4 117.5 . .
C5 C4 H4 117.5 . .
C4 C5 C6 114.6(10) . .
C4 C5 H5 122.7 . .
C6 C5 H5 122.7 . .
C1 C6 C5 121.4(9) . .
C1 C6 C10 112.7(7) . .
C5 C6 C10 125.9(9) . .
C12 C7 C1 106.2(6) . .
C12 C7 C8 104.0(7) . .
C1 C7 C8 105.8(7) . .
C12 C7 H7 113.4 . .
C1 C7 H7 113.4 . .
C8 C7 H7 113.4 . .
C9 C8 C17 119.0(8) . .
C9 C8 C7 114.9(7) . .
C17 C8 C7 126.0(8) . .
C8 C9 C20 120.7(7) . .
C8 C9 C10 113.2(8) . .
C20 C9 C10 126.0(8) . .
C9 C10 C6 107.0(7) . .
C9 C10 C11 106.1(7) . .
C6 C10 C11 102.9(8) . .
C9 C10 H10 113.3 . .
C6 C10 H10 113.3 . .
C11 C10 H10 113.3 . .
C13 C11 C12 122.4(8) 3_576 .
C13 C11 C10 125.7(8) 3_576 .
C12 C11 C10 111.4(7) . .
C13 C12 C11 118.7(7) . .
C13 C12 C7 127.5(8) . .
C11 C12 C7 113.7(7) . .
O9 C13 C11 122.3(7) . 3_576
O9 C13 C12 118.5(7) . .
C11 C13 C12 118.7(8) 3_576 .
O9 C14 C15 103.6(18) . .
O9 C14 H14A 111.0 . .
C15 C14 H14A 111.0 . .
O9 C14 H14B 111.0 . .
C15 C14 H14B 111.1 . .
H14A C14 H14B 109.0 . .
O10 C15 C14 156(4) . .
O10 C15 H15A 97.4 . .
C14 C15 H15A 97.5 . .
O10 C15 H15B 97.5 . .
C14 C15 H15B 97.5 . .
H15A C15 H15B 103.6 . .
O10 C16 H16A 109.5 . .
O10 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
O10 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C18 C17 C8 120.5(8) . .
C18 C17 H17 119.8 . .
C8 C17 H17 119.8 . .
C17 C18 O4 124.8(7) . .
C17 C18 C19 119.6(7) . .
O4 C18 C19 115.6(7) . .
O5 C19 C20 125.6(8) . .
O5 C19 C18 114.5(7) . .
C20 C19 C18 119.9(8) . .
C19 C20 C9 120.3(7) . .
C19 C20 H20 119.9 . .
C9 C20 H20 119.9 . .
O4 C21 C22 107.1(7) . .
O4 C21 H21A 110.3 . .
C22 C21 H21A 110.3 . .
O4 C21 H21B 110.3 . .
C22 C21 H21B 110.3 . .
H21A C21 H21B 108.6 . .
O3 C22 C21 105.1(8) . .
O3 C22 H22A 110.7 . .
C21 C22 H22A 110.7 . .
O3 C22 H22B 110.7 . .
C21 C22 H22B 110.7 . .
H22A C22 H22B 108.8 . .
O3 C23 C24 111.8(12) . .
O3 C23 H23A 109.3 . .
C24 C23 H23A 109.3 . .
O3 C23 H23B 109.3 . .
C24 C23 H23B 109.3 . .
H23A C23 H23B 107.9 . .
O2 C24 C23 108.8(13) . .
O2 C24 H24A 109.9 . .
C23 C24 H24A 109.9 . .
O2 C24 H24B 109.9 . .
C23 C24 H24B 109.9 . .
H24A C24 H24B 108.3 . .
O2 C25 C26 113.9(13) . .
O2 C25 H25A 108.8 . .
C26 C25 H25A 108.8 . .
O2 C25 H25B 108.8 . .
C26 C25 H25B 108.8 . .
H25A C25 H25B 107.7 . .
O1 C26 C25 111.7(13) . .
O1 C26 H26A 109.3 . .
C25 C26 H26A 109.3 . .
O1 C26 H26B 109.3 . .
C25 C26 H26B 109.3 . .
H26A C26 H26B 108.0 . .
C32 C27 C28 122.2(14) . .
C32 C27 O1 116.7(14) . .
C28 C27 O1 121.1(13) . .
C29 C28 C27 110.7(16) . .
C29 C28 H28 124.7 . .
C27 C28 H28 124.7 . .
C30 C29 C28 130(2) . .
C30 C29 H29 114.8 . .
C28 C29 H29 114.8 . .
C29 C30 C31 116.0(19) . .
C29 C30 H30 122.0 . .
C31 C30 H30 122.0 . .
C30 C31 C32 119.8(16) . .
C30 C31 H31 120.1 . .
C32 C31 H31 120.1 . .
C27 C32 C31 120.9(14) . .
C27 C32 O8 120.3(13) . .
C31 C32 O8 118.8(12) . .
O8 C33 C34 107.9(11) . .
O8 C33 H33A 110.1 . .
C34 C33 H33A 110.1 . .
O8 C33 H33B 110.1 . .
C34 C33 H33B 110.1 . .
H33A C33 H33B 108.4 . .
O7 C34 C33 111.0(10) . .
O7 C34 H34A 109.4 . .
C33 C34 H34A 109.4 . .
O7 C34 H34B 109.4 . .
C33 C34 H34B 109.4 . .
H34A C34 H34B 108.0 . .
O7 C35 C36 111.5(11) . .
O7 C35 H35A 109.3 . .
C36 C35 H35A 109.3 . .
O7 C35 H35B 109.3 . .
C36 C35 H35B 109.3 . .
H35A C35 H35B 108.0 . .
O6 C36 C35 108.0(11) . .
O6 C36 H36A 110.1 . .
C35 C36 H36A 110.1 . .
O6 C36 H36B 110.1 . .
C35 C36 H36B 110.1 . .
H36A C36 H36B 108.4 . .
O6 C37 C38 115.6(9) . .
O6 C37 H37A 108.4 . .
C38 C37 H37A 108.4 . .
O6 C37 H37B 108.4 . .
C38 C37 H37B 108.4 . .
H37A C37 H37B 107.5 . .
O5 C38 C37 104.3(8) . .
O5 C38 H38A 110.9 . .
C37 C38 H38A 110.9 . .
O5 C38 H38B 110.9 . .
C37 C38 H38B 110.9 . .
H38A C38 H38B 108.9 . .
C44 C39 C40 117.6(16) . .
C44 C39 H39 121.2 . .
C40 C39 H39 121.2 . .
C41 C40 C39 120.6(14) . .
C41 C40 Br1 123.7(13) . .
C39 C40 Br1 115.3(13) . .
C40 C41 C42 117.9(15) . .
C40 C41 H41 121.1 . .
C42 C41 H41 121.1 . .
C41 C42 C43 122.8(14) . .
C41 C42 H42 118.6 . .
C43 C42 H42 118.6 . .
C42 C43 C44 117.3(11) . .
C42 C43 C45 120.9(12) . .
C44 C43 C45 121.8(11) . .
C39 C44 C43 123.4(15) . .
C39 C44 H44 118.3 . .
C43 C44 H44 118.3 . .
C43 C45 N1 107.1(9) . .
C43 C45 H45A 110.3 . .
N1 C45 H45A 110.3 . .
C43 C45 H45B 110.3 . .
N1 C45 H45B 110.3 . .
H45A C45 H45B 108.6 . .
C47 C46 N1 120.6(10) . .
C47 C46 H46 119.7 . .
N1 C46 H46 119.7 . .
C46 C47 C48 120.9(10) . .
C46 C47 H47 119.5 . .
C48 C47 H47 119.5 . .
C49 C48 C47 118.2(10) . .
C49 C48 C51 119.9(9) . .
C47 C48 C51 121.7(9) . .
C50 C49 C48 115.8(10) . .
C50 C49 H49 122.1 . .
C48 C49 H49 122.1 . .
C49 C50 N1 125.5(11) . .
C49 C50 H50 117.2 . .
N1 C50 H50 117.2 . .
C52 C51 C48 122.7(10) . .
C52 C51 C55 116.3(10) . .
C48 C51 C55 120.9(10) . .
C53 C52 C51 123.3(12) . .
C53 C52 H52 118.4 . .
C51 C52 H52 118.4 . .
C52 C53 N2 117.6(13) . .
C52 C53 H53 121.2 . .
N2 C53 H53 121.2 . .
N2 C54 C55 123.3(11) . .
N2 C54 H54 118.3 . .
C55 C54 H54 118.3 . .
C54 C55 C51 116.8(10) . .
C54 C55 H55 121.6 . .
C51 C55 H55 121.6 . .
N2 C56 C57 112.7(10) . .
N2 C56 H56A 109.0 . .
C57 C56 H56A 109.0 . .
N2 C56 H56B 109.0 . .
C57 C56 H56B 109.0 . .
H56A C56 H56B 107.8 . .
C62 C57 C58 116.8(12) . .
C62 C57 C56 122.6(11) . .
C58 C57 C56 120.5(13) . .
C59 C58 C57 115.2(14) . .
C59 C58 H58 122.4 . .
C57 C58 H58 122.4 . .
C60 C59 C58 127.7(15) . .
C60 C59 H59 116.1 . .
C58 C59 H59 116.1 . .
C59 C60 C61 117.6(15) . .
C59 C60 Br2 123.8(13) . .
C61 C60 Br2 118.5(13) . .
C62 C61 C60 122.8(16) . .
C62 C61 H61 118.6 . .
C60 C61 H61 118.6 . .
C61 C62 C57 119.5(13) . .
C61 C62 H62 120.3 . .
C57 C62 H62 120.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C40 1.916(17) .
Br2 C60 1.874(14) .
P1 F1 1.451(18) .
P1 F3 1.452(13) .
P1 F2 1.526(14) .
P1 F6 1.543(15) .
P1 F5 1.557(13) .
P1 F4 1.588(12) .
P2 F11 1.509(11) .
P2 F9 1.563(9) .
P2 F12 1.575(13) .
P2 F7 1.597(11) .
P2 F8 1.615(10) .
P2 F10 1.635(12) .
O1 C26 1.338(16) .
O1 C27 1.488(17) .
O2 C25 1.350(18) .
O2 C24 1.450(19) .
O3 C23 1.376(13) .
O3 C22 1.434(12) .
O4 C18 1.366(9) .
O4 C21 1.419(10) .
O5 C19 1.354(11) .
O5 C38 1.418(12) .
O6 C37 1.438(13) .
O6 C36 1.475(16) .
O7 C35 1.354(16) .
O7 C34 1.405(15) .
O8 C33 1.367(15) .
O8 C32 1.436(15) .
O9 C13 1.347(9) .
O9 C14 1.381(14) .
O10 C16 1.489(19) .
O10 C15 1.50(2) .
N1 C46 1.342(14) .
N1 C50 1.353(14) .
N1 C45 1.536(15) .
N2 C54 1.333(15) .
N2 C53 1.364(17) .
N2 C56 1.463(16) .
C1 C6 1.383(12) .
C1 C2 1.418(13) .
C1 C7 1.525(12) .
C2 C3 1.401(14) .
C2 H2 0.9500 .
C3 C4 1.313(15) .
C3 H3 0.9500 .
C4 C5 1.416(16) .
C4 H4 0.9500 .
C5 C6 1.432(13) .
C5 H5 0.9500 .
C6 C10 1.545(13) .
C7 C12 1.494(11) .
C7 C8 1.534(13) .
C7 H7 1.0000 .
C8 C9 1.357(12) .
C8 C17 1.418(12) .
C9 C20 1.385(12) .
C9 C10 1.517(12) .
C10 C11 1.556(12) .
C10 H10 1.0000 .
C11 C13 1.386(12) 3_576
C11 C12 1.426(13) .
C12 C13 1.425(12) .
C13 C11 1.386(12) 3_576
C14 C15 1.72(4) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.359(11) .
C17 H17 0.9500 .
C18 C19 1.399(11) .
C19 C20 1.370(12) .
C20 H20 0.9500 .
C21 C22 1.527(13) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.51(2) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 C26 1.62(2) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C32 1.319(18) .
C27 C28 1.48(2) .
C28 C29 1.37(2) .
C28 H28 0.9500 .
C29 C30 1.35(2) .
C29 H29 0.9500 .
C30 C31 1.36(2) .
C30 H30 0.9500 .
C31 C32 1.436(19) .
C31 H31 0.9500 .
C33 C34 1.474(18) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.50(2) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 C38 1.497(15) .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 C44 1.294(19) .
C39 C40 1.52(2) .
C39 H39 0.9500 .
C40 C41 1.37(2) .
C41 C42 1.39(2) .
C41 H41 0.9500 .
C42 C43 1.404(17) .
C42 H42 0.9500 .
C43 C44 1.432(18) .
C43 C45 1.447(15) .
C44 H44 0.9500 .
C45 H45A 0.9900 .
C45 H45B 0.9900 .
C46 C47 1.298(15) .
C46 H46 0.9500 .
C47 C48 1.430(15) .
C47 H47 0.9500 .
C48 C49 1.408(14) .
C48 C51 1.436(15) .
C49 C50 1.312(16) .
C49 H49 0.9500 .
C50 H50 0.9500 .
C51 C52 1.433(16) .
C51 C55 1.451(14) .
C52 C53 1.352(18) .
C52 H52 0.9500 .
C53 H53 0.9500 .
C54 C55 1.378(16) .
C54 H54 0.9500 .
C55 H55 0.9500 .
C56 C57 1.521(19) .
C56 H56A 0.9900 .
C56 H56B 0.9900 .
C57 C62 1.383(18) .
C57 C58 1.461(18) .
C58 C59 1.37(2) .
C58 H58 0.9500 .
C59 C60 1.227(19) .
C59 H59 0.9500 .
C60 C61 1.37(2) .
C61 C62 1.34(2) .
C61 H61 0.9500 .
C62 H62 0.9500 .
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
C6 C1 C2 C3 0.0(12) . .
C7 C1 C2 C3 178.1(8) . .
C1 C2 C3 C4 -0.8(13) . .
C2 C3 C4 C5 1.2(15) . .
C3 C4 C5 C6 -0.6(14) . .
C2 C1 C6 C5 0.6(12) . .
C7 C1 C6 C5 -177.8(7) . .
C2 C1 C6 C10 179.2(7) . .
C7 C1 C6 C10 0.9(10) . .
C4 C5 C6 C1 -0.3(12) . .
C4 C5 C6 C10 -178.8(8) . .
C6 C1 C7 C12 56.1(9) . .
C2 C1 C7 C12 -122.1(9) . .
C6 C1 C7 C8 -53.9(8) . .
C2 C1 C7 C8 127.8(8) . .
C12 C7 C8 C9 -57.2(8) . .
C1 C7 C8 C9 54.4(8) . .
C12 C7 C8 C17 118.3(8) . .
C1 C7 C8 C17 -130.0(8) . .
C17 C8 C9 C20 0.3(11) . .
C7 C8 C9 C20 176.2(7) . .
C17 C8 C9 C10 -176.0(6) . .
C7 C8 C9 C10 -0.1(9) . .
C8 C9 C10 C6 -54.2(8) . .
C20 C9 C10 C6 129.7(8) . .
C8 C9 C10 C11 55.2(9) . .
C20 C9 C10 C11 -120.8(9) . .
C1 C6 C10 C9 53.9(9) . .
C5 C6 C10 C9 -127.5(8) . .
C1 C6 C10 C11 -57.8(9) . .
C5 C6 C10 C11 120.8(9) . .
C9 C10 C11 C13 119.5(10) . 3_576
C6 C10 C11 C13 -128.2(10) . 3_576
C9 C10 C11 C12 -52.3(10) . .
C6 C10 C11 C12 60.0(10) . .
C13 C11 C12 C13 6.4(15) 3_576 .
C10 C11 C12 C13 178.5(8) . .
C13 C11 C12 C7 -177.1(8) 3_576 .
C10 C11 C12 C7 -5.0(11) . .
C1 C7 C12 C13 123.3(9) . .
C8 C7 C12 C13 -125.4(9) . .
C1 C7 C12 C11 -52.9(10) . .
C8 C7 C12 C11 58.5(9) . .
C14 O9 C13 C11 80.9(11) . 3_576
C14 O9 C13 C12 -107.5(10) . .
C11 C12 C13 O9 -178.1(8) . .
C7 C12 C13 O9 5.9(14) . .
C11 C12 C13 C11 -6.2(15) . 3_576
C7 C12 C13 C11 177.9(9) . 3_576
C13 O9 C14 C15 123(2) . .
C16 O10 C15 C14 -155(8) . .
O9 C14 C15 O10 -35(10) . .
C9 C8 C17 C18 2.0(11) . .
C7 C8 C17 C18 -173.3(7) . .
C8 C17 C18 O4 174.6(7) . .
C8 C17 C18 C19 -3.6(11) . .
C21 O4 C18 C17 8.6(11) . .
C21 O4 C18 C19 -173.2(7) . .
C38 O5 C19 C20 -1.9(12) . .
C38 O5 C19 C18 178.9(7) . .
C17 C18 C19 O5 -177.9(7) . .
O4 C18 C19 O5 3.8(10) . .
C17 C18 C19 C20 2.9(11) . .
O4 C18 C19 C20 -175.4(7) . .
O5 C19 C20 C9 -179.7(7) . .
C18 C19 C20 C9 -0.6(11) . .
C8 C9 C20 C19 -0.9(11) . .
C10 C9 C20 C19 174.8(7) . .
C18 O4 C21 C22 -172.6(7) . .
C23 O3 C22 C21 174.2(10) . .
O4 C21 C22 O3 75.5(9) . .
C22 O3 C23 C24 -174.8(12) . .
C25 O2 C24 C23 164.9(12) . .
O3 C23 C24 O2 56.9(16) . .
C24 O2 C25 C26 85.4(17) . .
C27 O1 C26 C25 176.2(13) . .
O2 C25 C26 O1 44(2) . .
C26 O1 C27 C32 73.7(15) . .
C26 O1 C27 C28 -103.9(14) . .
C32 C27 C28 C29 0.5(17) . .
O1 C27 C28 C29 178.0(10) . .
C27 C28 C29 C30 -1(2) . .
C28 C29 C30 C31 0(2) . .
C29 C30 C31 C32 0(2) . .
C28 C27 C32 C31 -0.2(17) . .
O1 C27 C32 C31 -177.8(10) . .
C28 C27 C32 O8 178.9(10) . .
O1 C27 C32 O8 1.3(15) . .
C30 C31 C32 C27 -0.1(18) . .
C30 C31 C32 O8 -179.3(11) . .
C33 O8 C32 C27 -168.9(10) . .
C33 O8 C32 C31 10.2(15) . .
C32 O8 C33 C34 176.9(9) . .
C35 O7 C34 C33 177.3(11) . .
O8 C33 C34 O7 67.2(14) . .
C34 O7 C35 C36 -171.7(12) . .
C37 O6 C36 C35 171.3(10) . .
O7 C35 C36 O6 69.3(14) . .
C36 O6 C37 C38 93.1(11) . .
C19 O5 C38 C37 169.5(8) . .
O6 C37 C38 O5 -65.8(11) . .
C44 C39 C40 C41 3(2) . .
C44 C39 C40 Br1 176.2(13) . .
C39 C40 C41 C42 -1(2) . .
Br1 C40 C41 C42 -173.2(12) . .
C40 C41 C42 C43 -5(2) . .
C41 C42 C43 C44 8(2) . .
C41 C42 C43 C45 -171.9(13) . .
C40 C39 C44 C43 0(2) . .
C42 C43 C44 C39 -6(2) . .
C45 C43 C44 C39 174.4(14) . .
C42 C43 C45 N1 94.2(13) . .
C44 C43 C45 N1 -85.8(13) . .
C46 N1 C45 C43 -61.7(12) . .
C50 N1 C45 C43 114.1(12) . .
C50 N1 C46 C47 0.5(15) . .
C45 N1 C46 C47 176.5(9) . .
N1 C46 C47 C48 0.8(15) . .
C46 C47 C48 C49 0.2(14) . .
C46 C47 C48 C51 -175.5(9) . .
C47 C48 C49 C50 -2.6(14) . .
C51 C48 C49 C50 173.2(10) . .
C48 C49 C50 N1 4.2(17) . .
C46 N1 C50 C49 -3.3(17) . .
C45 N1 C50 C49 -179.1(11) . .
C49 C48 C51 C52 35.8(14) . .
C47 C48 C51 C52 -148.6(10) . .
C49 C48 C51 C55 -141.2(9) . .
C47 C48 C51 C55 34.4(13) . .
C48 C51 C52 C53 -177.5(11) . .
C55 C51 C52 C53 -0.4(17) . .
C51 C52 C53 N2 2.7(19) . .
C54 N2 C53 C52 -4.3(18) . .
C56 N2 C53 C52 177.0(11) . .
C53 N2 C54 C55 3.5(17) . .
C56 N2 C54 C55 -177.8(10) . .
N2 C54 C55 C51 -0.9(15) . .
C52 C51 C55 C54 -0.6(13) . .
C48 C51 C55 C54 176.6(9) . .
C54 N2 C56 C57 -58.2(15) . .
C53 N2 C56 C57 120.6(13) . .
N2 C56 C57 C62 100.0(14) . .
N2 C56 C57 C58 -78.5(15) . .
C62 C57 C58 C59 -2.8(16) . .
C56 C57 C58 C59 175.9(11) . .
C57 C58 C59 C60 -3(2) . .
C58 C59 C60 C61 7(2) . .
C58 C59 C60 Br2 -175.5(11) . .
C59 C60 C61 C62 -5(2) . .
Br2 C60 C61 C62 176.8(11) . .
C60 C61 C62 C57 0(2) . .
C58 C57 C62 C61 3.8(18) . .
C56 C57 C62 C61 -174.8(12) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.015 0.000 -0.004 785 223 ' '
2 -0.048 0.500 0.480 786 222 ' '
