#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/40/4114027.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_4114027
loop_
_publ_author_name
'Feihe Huang'
'Harry W. Gibson'
'William S. Bryant'
'Devdatt S. Nagvekar'
'Frank R. Fronczek'
_publ_contact_author_address
;
 Department of Chemistry
 Virginia Polytechnic Institute and State University
 Blacksburg, VA, USA, 24061
;
_publ_contact_author_email       hwgibson@vt.edu
_publ_contact_author_fax         540-231-8517
_publ_contact_author_name        'Harry W. Gibson'
_publ_contact_author_phone       540-231-5902
_publ_section_title
;
 First Pseudorotaxane-Like [3]Complexes Based on Cryptands and Paraquat:
 Self-Assembly and Crystal Structures
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9367
_journal_page_last               9371
_journal_paper_doi               10.1021/ja034968h
_journal_volume                  125
_journal_year                    2003
_chemical_compound_source
;
?
;
_chemical_formula_moiety         ' C75 H104 F12 N2 O25 P2 '
_chemical_formula_sum            'C75 H104 F12 N2 O25 P2'
_chemical_formula_weight         1723.57
_chemical_name_systematic
;                                                                               
?                                                                               
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             03-09-02
_audit_creation_method           CRYSTALS_ver_12-03-99
_cell_angle_alpha                93.030(14)
_cell_angle_beta                 93.740(15)
_cell_angle_gamma                105.361(15)
_cell_formula_units_Z            1
_cell_length_a                   10.831(2)
_cell_length_b                   13.165(2)
_cell_length_c                   14.474(3)
_cell_measurement_reflns_used    40888
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.85
_cell_volume                     1980.6(6)
_computing_cell_refinement       'Crysalis (Oxford Diffraction)'
_computing_data_collection       'Crysalis (Oxford Diffraction)'
_computing_data_reduction        'Crysalis (Oxford Diffraction)'
_computing_molecular_graphics
; 
 CAMERON (Watkin et al 1996) 
;
_computing_publication_material
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_refinement
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device_type  'Oxford Diffraction Sapphire2 CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.04
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            40888
_diffrn_reflns_theta_full        24.023
_diffrn_reflns_theta_max         29.386
_diffrn_reflns_theta_min         2.828
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            ' yellow '
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_description       ' prism '
_exptl_crystal_F_000             906.000
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.78
_refine_diff_density_min         -0.39
_refine_ls_extinction_coef       5.9(20)
_refine_ls_extinction_method
'Larson 1970 Crystallographic Computing eq 22'
_refine_ls_goodness_of_fit_ref   0.9627
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         4019
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0470
_refine_ls_shift/su_max          0.000126
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
Method = Prince modified Chebychev polynomial, (Watkin, 1994) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2]^2 
 
 815. 397. 651. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1014
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0766
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              17
_reflns_limit_k_min              -18
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                4019
_reflns_number_total             10001
_reflns_threshold_expression     I>2.00u(I)
_cod_data_source_file            ja034968h.cif
_cod_data_source_block           2hfh73/hfh62
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        ' C75 H104 F12 N2 O25 P2 '
_cod_database_code               4114027
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
C1 C -0.4370(8) -0.5130(7) 0.5057(6) 0.0270 0.5000 Uani
C2 C -0.4681(4) -0.4840(4) 0.5883(4) 0.0489 1.0000 Uani
O3 O -0.3429(6) -0.5423(5) 0.4926(4) 0.0384 0.5000 Uani
C4 C -0.0298(4) 0.4445(3) 0.0111(3) 0.0219 1.0000 Uani
C5 C -0.1045(4) 0.3707(3) -0.0570(3) 0.0282 1.0000 Uani
C6 C -0.1584(4) 0.2681(3) -0.0357(3) 0.0274 1.0000 Uani
N7 N -0.1394(3) 0.2386(3) 0.0502(2) 0.0256 1.0000 Uani
C8 C -0.0697(4) 0.3077(3) 0.1185(3) 0.0278 1.0000 Uani
C9 C -0.0138(4) 0.4109(3) 0.0999(3) 0.0254 1.0000 Uani
C10 C -0.1968(4) 0.1272(3) 0.0703(3) 0.0358 1.0000 Uani
P11 P -0.29056(11) -0.18483(9) 0.40353(8) 0.0269 1.0000 Uani
F12 F -0.1485(2) -0.1996(2) 0.40718(18) 0.0476 1.0000 Uani
F13 F -0.3343(2) -0.2752(2) 0.32025(18) 0.0425 1.0000 Uani
F14 F -0.2549(3) -0.0988(2) 0.32927(17) 0.0475 1.0000 Uani
F15 F -0.2472(3) -0.0949(2) 0.48739(17) 0.0451 1.0000 Uani
F16 F -0.4342(3) -0.1730(3) 0.39984(19) 0.0583 1.0000 Uani
F17 F -0.3269(3) -0.2716(2) 0.47816(18) 0.0484 1.0000 Uani
C18 C 0.1263(4) 0.2045(3) -0.0230(3) 0.0222 1.0000 Uani
C19 C 0.1236(4) 0.1526(3) 0.0588(3) 0.0220 1.0000 Uani
C20 C 0.1921(4) 0.2077(3) 0.1395(3) 0.0207 1.0000 Uani
C21 C 0.2647(4) 0.3111(3) 0.1389(3) 0.0215 1.0000 Uani
C22 C 0.2685(4) 0.3600(3) 0.0559(3) 0.0224 1.0000 Uani
C23 C 0.2008(4) 0.3081(3) -0.0259(3) 0.0224 1.0000 Uani
O24 O 0.3358(3) 0.4633(2) 0.04775(18) 0.0255 1.0000 Uani
C25 C 0.4324(4) 0.5191(3) 0.1198(3) 0.0247 1.0000 Uani
C26 C 0.3903(4) 0.5987(3) 0.1775(3) 0.0249 1.0000 Uani
O27 O 0.2864(2) 0.5494(2) 0.23140(18) 0.0251 1.0000 Uani
C28 C 0.2658(4) 0.6248(3) 0.2999(3) 0.0255 1.0000 Uani
C29 C 0.1578(4) 0.5733(3) 0.3558(3) 0.0275 1.0000 Uani
O30 O 0.0391(3) 0.5599(2) 0.30118(19) 0.0311 1.0000 Uani
C31 C -0.0690(4) 0.5128(3) 0.3510(3) 0.0316 1.0000 Uani
C32 C -0.1848(4) 0.5425(3) 0.3110(3) 0.0327 1.0000 Uani
O33 O -0.2253(3) 0.4981(2) 0.2172(2) 0.0297 1.0000 Uani
C34 C -0.3060(4) 0.3967(3) 0.2042(3) 0.0238 1.0000 Uani
C35 C -0.3490(4) 0.3643(3) 0.1124(3) 0.0244 1.0000 Uani
C36 C -0.4301(4) 0.2636(3) 0.0914(3) 0.0238 1.0000 Uani
C37 C -0.4686(4) 0.1952(3) 0.1606(3) 0.0249 1.0000 Uani
C38 C -0.4217(4) 0.2301(3) 0.2520(3) 0.0250 1.0000 Uani
C39 C -0.3395(4) 0.3299(3) 0.2754(3) 0.0252 1.0000 Uani
O40 O -0.4633(3) 0.1564(2) 0.3152(2) 0.0334 1.0000 Uani
C41 C -0.4413(4) 0.1832(3) 0.4136(3) 0.0295 1.0000 Uani
C42 C -0.3249(4) 0.1557(3) 0.4555(3) 0.0325 1.0000 Uani
O43 O -0.2101(3) 0.2347(2) 0.4389(2) 0.0298 1.0000 Uani
C44 C -0.0962(4) 0.2039(4) 0.4653(3) 0.0331 1.0000 Uani
C45 C -0.0527(4) 0.1470(3) 0.3866(3) 0.0312 1.0000 Uani
O46 O -0.0055(3) 0.2170(2) 0.31495(19) 0.0297 1.0000 Uani
C47 C 0.1276(4) 0.2731(3) 0.3319(3) 0.0259 1.0000 Uani
C48 C 0.2172(4) 0.2054(3) 0.3068(3) 0.0276 1.0000 Uani
O49 O 0.1809(3) 0.1503(2) 0.21637(18) 0.0257 1.0000 Uani
O50 O -0.4649(3) 0.2364(2) -0.00187(19) 0.0265 1.0000 Uani
C51 C -0.5518(4) 0.1349(3) -0.0286(3) 0.0271 1.0000 Uani
C52 C -0.5461(4) 0.1150(3) -0.1313(3) 0.0269 1.0000 Uani
O53 O -0.4243(3) 0.0966(2) -0.14727(19) 0.0269 1.0000 Uani
C54 C -0.4092(4) 0.0895(3) -0.2451(3) 0.0238 1.0000 Uani
C55 C -0.2888(4) 0.0572(3) -0.2615(3) 0.0271 1.0000 Uani
O56 O -0.1792(2) 0.1380(2) -0.22146(19) 0.0266 1.0000 Uani
C57 C -0.0604(4) 0.1196(3) -0.2468(3) 0.0277 1.0000 Uani
C58 C 0.0481(4) 0.1909(3) -0.1850(3) 0.0282 1.0000 Uani
O59 O 0.0472(3) 0.1461(2) -0.09583(18) 0.0264 1.0000 Uani
H51 H -0.1188(4) 0.3921(3) -0.1212(3) 0.0350 1.0000 Uiso
H61 H -0.2121(4) 0.2156(3) -0.0846(3) 0.0341 1.0000 Uiso
H81 H -0.0585(4) 0.2843(3) 0.1824(3) 0.0352 1.0000 Uiso
H91 H 0.0385(4) 0.4621(3) 0.1503(3) 0.0311 1.0000 Uiso
H101 H -0.1740(4) 0.1179(3) 0.1368(3) 0.0446 1.0000 Uiso
H102 H -0.2924(4) 0.1094(3) 0.0584(3) 0.0446 1.0000 Uiso
H103 H -0.1625(4) 0.0793(3) 0.0294(3) 0.0446 1.0000 Uiso
H191 H 0.0732(4) 0.0771(3) 0.0598(3) 0.0275 1.0000 Uiso
H211 H 0.3132(4) 0.3501(3) 0.1970(3) 0.0266 1.0000 Uiso
H231 H 0.2058(4) 0.3441(3) -0.0852(3) 0.0283 1.0000 Uiso
H251 H 0.5112(4) 0.5561(3) 0.0901(3) 0.0302 1.0000 Uiso
H252 H 0.4534(4) 0.4664(3) 0.1612(3) 0.0302 1.0000 Uiso
H261 H 0.4644(4) 0.6401(3) 0.2207(3) 0.0300 1.0000 Uiso
H262 H 0.3609(4) 0.6473(3) 0.1358(3) 0.0300 1.0000 Uiso
H281 H 0.3459(4) 0.6526(3) 0.3421(3) 0.0314 1.0000 Uiso
H282 H 0.2442(4) 0.6844(3) 0.2683(3) 0.0314 1.0000 Uiso
H291 H 0.1594(4) 0.6190(3) 0.4135(3) 0.0339 1.0000 Uiso
H292 H 0.1668(4) 0.5029(3) 0.3729(3) 0.0339 1.0000 Uiso
H311 H -0.0509(4) 0.5389(3) 0.4179(3) 0.0370 1.0000 Uiso
H312 H -0.0854(4) 0.4342(3) 0.3453(3) 0.0370 1.0000 Uiso
H321 H -0.1638(4) 0.6212(3) 0.3112(3) 0.0378 1.0000 Uiso
H322 H -0.2571(4) 0.5167(3) 0.3509(3) 0.0378 1.0000 Uiso
H351 H -0.3221(4) 0.4127(3) 0.0621(3) 0.0312 1.0000 Uiso
H371 H -0.5282(4) 0.1231(3) 0.1453(3) 0.0311 1.0000 Uiso
H391 H -0.3056(4) 0.3532(3) 0.3412(3) 0.0306 1.0000 Uiso
H411 H -0.5181(4) 0.1438(3) 0.4442(3) 0.0356 1.0000 Uiso
H412 H -0.4294(4) 0.2609(3) 0.4253(3) 0.0356 1.0000 Uiso
H421 H -0.3308(4) 0.1514(3) 0.5239(3) 0.0394 1.0000 Uiso
H422 H -0.3214(4) 0.0858(3) 0.4268(3) 0.0394 1.0000 Uiso
H441 H -0.1139(4) 0.1563(4) 0.5172(3) 0.0418 1.0000 Uiso
H442 H -0.0261(4) 0.2688(4) 0.4869(3) 0.0418 1.0000 Uiso
H451 H 0.0180(4) 0.1176(3) 0.4112(3) 0.0394 1.0000 Uiso
H452 H -0.1265(4) 0.0880(3) 0.3589(3) 0.0394 1.0000 Uiso
H471 H 0.1455(4) 0.2972(3) 0.3993(3) 0.0317 1.0000 Uiso
H472 H 0.1454(4) 0.3359(3) 0.2940(3) 0.0317 1.0000 Uiso
H481 H 0.3066(4) 0.2521(3) 0.3077(3) 0.0350 1.0000 Uiso
H482 H 0.2142(4) 0.1523(3) 0.3541(3) 0.0350 1.0000 Uiso
H511 H -0.6411(4) 0.1350(3) -0.0149(3) 0.0329 1.0000 Uiso
H512 H -0.5253(4) 0.0792(3) 0.0058(3) 0.0329 1.0000 Uiso
H521 H -0.5557(4) 0.1779(3) -0.1640(3) 0.0319 1.0000 Uiso
H522 H -0.6168(4) 0.0516(3) -0.1554(3) 0.0319 1.0000 Uiso
H541 H -0.4850(4) 0.0357(3) -0.2773(3) 0.0279 1.0000 Uiso
H542 H -0.4033(4) 0.1597(3) -0.2702(3) 0.0279 1.0000 Uiso
H551 H -0.2823(4) 0.0471(3) -0.3298(3) 0.0319 1.0000 Uiso
H552 H -0.2917(4) -0.0104(3) -0.2323(3) 0.0319 1.0000 Uiso
H571 H -0.0485(4) 0.1352(3) -0.3130(3) 0.0334 1.0000 Uiso
H572 H -0.0621(4) 0.0443(3) -0.2389(3) 0.0334 1.0000 Uiso
H581 H 0.0356(4) 0.2634(3) -0.1777(3) 0.0343 1.0000 Uiso
H582 H 0.1316(4) 0.1947(3) -0.2122(3) 0.0343 1.0000 Uiso
H21 H -0.5504(4) -0.4633(4) 0.5813(4) 0.0571 1.0000 Uiso
H22 H -0.4784(4) -0.5440(4) 0.6293(4) 0.0571 1.0000 Uiso
H23 H -0.3980(4) -0.4224(4) 0.6167(4) 0.0571 1.0000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'P   ' 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 International_Tables_Vol_IV_Table_2.2B
'F   ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 2_446 C1 C2 . 71.0(7) yes
C1 2_446 C1 C2 2_446 49.8(5) yes
C2 . C1 C2 2_446 120.7(7) yes
C1 2_446 C1 O3 . 164.1(11) yes
C2 . C1 O3 . 124.7(8) yes
C2 2_446 C1 O3 . 114.5(7) yes
C1 2_446 C1 H21 2_446 87.2(7) no
C2 . C1 H21 2_446 158.1(8) no
C2 2_446 C1 H21 2_446 37.4(3) no
O3 . C1 H21 2_446 77.0(6) no
C1 . C2 C1 2_446 59.3(7) yes
C1 . C2 H21 . 109.8(4) no
C1 2_446 C2 H21 . 50.6(4) no
C1 . C2 H22 . 109.6(4) no
C1 2_446 C2 H22 . 123.3(3) no
H21 . C2 H22 . 109.476 no
C1 . C2 H23 . 109.0(4) no
C1 2_446 C2 H23 . 127.0(3) no
H21 . C2 H23 . 109.476 no
H22 . C2 H23 . 109.476 no
C4 2_565 C4 C5 . 120.6(4) yes
C4 2_565 C4 C9 . 121.7(4) yes
C5 . C4 C9 . 117.7(4) yes
C4 . C5 C6 . 120.1(4) yes
C4 . C5 H51 . 119.9(2) no
C6 . C5 H51 . 120.1(3) no
C5 . C6 N7 . 120.5(4) yes
C5 . C6 H61 . 119.7(3) no
N7 . C6 H61 . 119.8(2) no
C6 . N7 C8 . 121.5(3) yes
C6 . N7 C10 . 119.1(3) yes
C8 . N7 C10 . 119.5(4) yes
N7 . C8 C9 . 119.8(4) yes
N7 . C8 H81 . 120.1(2) no
C9 . C8 H81 . 120.1(3) no
C4 . C9 C8 . 120.5(4) yes
C4 . C9 H91 . 119.6(2) no
C8 . C9 H91 . 119.8(3) no
N7 . C10 H101 . 109.3(2) no
N7 . C10 H102 . 109.6(2) no
H101 . C10 H102 . 109.476 no
N7 . C10 H103 . 109.4(2) no
H101 . C10 H103 . 109.476 no
H102 . C10 H103 . 109.476 no
F12 . P11 F13 . 89.73(15) yes
F12 . P11 F14 . 90.73(16) yes
F13 . P11 F14 . 89.31(15) yes
F12 . P11 F15 . 90.37(15) yes
F13 . P11 F15 . 179.60(16) yes
F14 . P11 F15 . 91.08(15) yes
F12 . P11 F16 . 178.65(19) yes
F13 . P11 F16 . 89.36(16) yes
F14 . P11 F16 . 90.26(16) yes
F15 . P11 F16 . 90.54(16) yes
F12 . P11 F17 . 89.42(15) yes
F13 . P11 F17 . 90.58(15) yes
F14 . P11 F17 . 179.81(17) yes
F15 . P11 F17 . 89.03(15) yes
F16 . P11 F17 . 89.59(16) yes
C19 . C18 C23 . 120.9(4) yes
C19 . C18 O59 . 114.2(3) yes
C23 . C18 O59 . 124.9(3) yes
C18 . C19 C20 . 119.0(3) yes
C18 . C19 H191 . 120.6(2) no
C20 . C19 H191 . 120.4(2) no
C19 . C20 C21 . 121.3(4) yes
C19 . C20 O49 . 114.4(3) yes
C21 . C20 O49 . 124.4(4) yes
C20 . C21 C22 . 118.6(4) yes
C20 . C21 H211 . 120.8(2) no
C22 . C21 H211 . 120.7(2) no
C21 . C22 C23 . 122.0(3) yes
C21 . C22 O24 . 123.5(3) yes
C23 . C22 O24 . 114.6(3) yes
C18 . C23 C22 . 118.2(4) yes
C18 . C23 H231 . 120.9(2) no
C22 . C23 H231 . 120.9(2) no
C22 . O24 C25 . 120.4(3) yes
O24 . C25 C26 . 113.1(3) yes
O24 . C25 H251 . 108.62(19) no
C26 . C25 H251 . 108.5(2) no
O24 . C25 H252 . 108.52(19) no
C26 . C25 H252 . 108.6(2) no
H251 . C25 H252 . 109.467 no
C25 . C26 O27 . 111.6(3) yes
C25 . C26 H261 . 109.1(2) no
O27 . C26 H261 . 108.85(19) no
C25 . C26 H262 . 108.9(2) no
O27 . C26 H262 . 108.92(19) no
H261 . C26 H262 . 109.467 no
C26 . O27 C28 . 110.3(3) yes
O27 . C28 C29 . 110.1(3) yes
O27 . C28 H281 . 109.16(19) no
C29 . C28 H281 . 109.2(2) no
O27 . C28 H282 . 109.40(19) no
C29 . C28 H282 . 109.5(2) no
H281 . C28 H282 . 109.467 no
C28 . C29 O30 . 108.7(3) yes
C28 . C29 H291 . 109.7(2) no
O30 . C29 H291 . 109.6(2) no
C28 . C29 H292 . 109.8(2) no
O30 . C29 H292 . 109.7(2) no
H291 . C29 H292 . 109.467 no
C29 . O30 C31 . 111.8(3) yes
O30 . C31 C32 . 109.2(3) yes
O30 . C31 H311 . 109.5(2) no
C32 . C31 H311 . 109.5(2) no
O30 . C31 H312 . 109.6(2) no
C32 . C31 H312 . 109.5(2) no
H311 . C31 H312 . 109.467 no
C31 . C32 O33 . 112.8(3) yes
C31 . C32 H321 . 108.6(2) no
O33 . C32 H321 . 108.6(2) no
C31 . C32 H322 . 108.6(2) no
O33 . C32 H322 . 108.7(2) no
H321 . C32 H322 . 109.467 no
C32 . O33 C34 . 118.3(3) yes
O33 . C34 C35 . 114.2(3) yes
O33 . C34 C39 . 124.2(4) yes
C35 . C34 C39 . 121.7(4) yes
C34 . C35 C36 . 118.9(4) yes
C34 . C35 H351 . 120.6(2) no
C36 . C35 H351 . 120.5(2) no
C35 . C36 C37 . 121.3(4) yes
C35 . C36 O50 . 115.2(3) yes
C37 . C36 O50 . 123.5(4) yes
C36 . C37 C38 . 118.0(4) yes
C36 . C37 H371 . 121.1(2) no
C38 . C37 H371 . 120.9(2) no
C37 . C38 C39 . 122.2(4) yes
C37 . C38 O40 . 113.8(3) yes
C39 . C38 O40 . 124.1(4) yes
C34 . C39 C38 . 117.9(4) yes
C34 . C39 H391 . 121.0(2) no
C38 . C39 H391 . 121.1(2) no
C38 . O40 C41 . 121.6(3) yes
O40 . C41 C42 . 112.6(3) yes
O40 . C41 H411 . 108.7(2) no
C42 . C41 H411 . 108.5(2) no
O40 . C41 H412 . 108.8(2) no
C42 . C41 H412 . 108.7(2) no
H411 . C41 H412 . 109.467 no
C41 . C42 O43 . 110.4(3) yes
C41 . C42 H421 . 109.3(2) no
O43 . C42 H421 . 109.3(2) no
C41 . C42 H422 . 109.2(2) no
O43 . C42 H422 . 109.2(2) no
H421 . C42 H422 . 109.467 no
C42 . O43 C44 . 112.2(3) yes
O43 . C44 C45 . 112.3(3) yes
O43 . C44 H441 . 108.8(2) no
C45 . C44 H441 . 108.8(2) no
O43 . C44 H442 . 108.7(2) no
C45 . C44 H442 . 108.8(2) no
H441 . C44 H442 . 109.467 no
C44 . C45 O46 . 111.6(3) yes
C44 . C45 H451 . 108.7(2) no
O46 . C45 H451 . 108.8(2) no
C44 . C45 H452 . 109.1(2) no
O46 . C45 H452 . 109.1(2) no
H451 . C45 H452 . 109.467 no
C45 . O46 C47 . 113.5(3) yes
O46 . C47 C48 . 112.7(3) yes
O46 . C47 H471 . 108.6(2) no
C48 . C47 H471 . 108.7(2) no
O46 . C47 H472 . 108.70(19) no
C48 . C47 H472 . 108.6(2) no
H471 . C47 H472 . 109.467 no
C47 . C48 O49 . 112.2(3) yes
C47 . C48 H481 . 108.8(2) no
O49 . C48 H481 . 108.9(2) no
C47 . C48 H482 . 108.7(2) no
O49 . C48 H482 . 108.73(19) no
H481 . C48 H482 . 109.467 no
C20 . O49 C48 . 118.9(3) yes
C36 . O50 C51 . 118.3(3) yes
O50 . C51 C52 . 106.8(3) yes
O50 . C51 H511 . 110.1(2) no
C52 . C51 H511 . 109.9(2) no
O50 . C51 H512 . 110.2(2) no
C52 . C51 H512 . 110.3(2) no
H511 . C51 H512 . 109.467 no
C51 . C52 O53 . 108.7(3) yes
C51 . C52 H521 . 109.8(2) no
O53 . C52 H521 . 109.59(19) no
C51 . C52 H522 . 109.7(2) no
O53 . C52 H522 . 109.59(19) no
H521 . C52 H522 . 109.467 no
C52 . O53 C54 . 110.3(3) yes
O53 . C54 C55 . 109.8(3) yes
O53 . C54 H541 . 109.36(18) no
C55 . C54 H541 . 109.4(2) no
O53 . C54 H542 . 109.43(18) no
C55 . C54 H542 . 109.4(2) no
H541 . C54 H542 . 109.466 no
C54 . C55 O56 . 109.5(3) yes
C54 . C55 H551 . 109.4(2) no
O56 . C55 H551 . 109.4(2) no
C54 . C55 H552 . 109.5(2) no
O56 . C55 H552 . 109.5(2) no
H551 . C55 H552 . 109.467 no
C55 . O56 C57 . 112.2(3) yes
O56 . C57 C58 . 108.8(3) yes
O56 . C57 H571 . 109.5(2) no
C58 . C57 H571 . 109.7(2) no
O56 . C57 H572 . 109.7(2) no
C58 . C57 H572 . 109.6(2) no
H571 . C57 H572 . 109.467 no
C57 . C58 O59 . 107.2(3) yes
C57 . C58 H581 . 110.1(2) no
O59 . C58 H581 . 110.0(2) no
C57 . C58 H582 . 109.9(2) no
O59 . C58 H582 . 110.1(2) no
H581 . C58 H582 . 109.467 no
C18 . O59 C58 . 118.4(3) yes
C1 2_446 H21 C2 . 92.0(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C1 2_446 1.495(17) yes
C1 C2 . 1.33(1) yes
C1 C2 2_446 1.64(1) yes
C1 O3 . 1.20(1) yes
C1 H21 2_446 1.270(11) no
C2 H21 . 1.000 no
C2 H22 . 1.000 no
C2 H23 . 1.000 no
C4 C4 2_565 1.494(7) yes
C4 C5 . 1.396(5) yes
C4 C9 . 1.395(5) yes
C5 C6 . 1.382(6) yes
C5 H51 . 1.000 no
C6 N7 . 1.341(5) yes
C6 H61 . 1.000 no
N7 C8 . 1.349(5) yes
N7 C10 . 1.486(5) yes
C8 C9 . 1.382(5) yes
C8 H81 . 1.000 no
C9 H91 . 1.000 no
C10 H101 . 1.000 no
C10 H102 . 1.000 no
C10 H103 . 1.000 no
P11 F12 . 1.599(3) yes
P11 F13 . 1.602(3) yes
P11 F14 . 1.593(3) yes
P11 F15 . 1.604(3) yes
P11 F16 . 1.602(3) yes
P11 F17 . 1.605(3) yes
C18 C19 . 1.396(5) yes
C18 C23 . 1.393(5) yes
C18 O59 . 1.373(5) yes
C19 C20 . 1.397(5) yes
C19 H191 . 1.000 no
C20 C21 . 1.380(5) yes
C20 O49 . 1.372(4) yes
C21 C22 . 1.392(5) yes
C21 H211 . 1.000 no
C22 C23 . 1.394(5) yes
C22 O24 . 1.377(4) yes
C23 H231 . 1.000 no
O24 C25 . 1.447(4) yes
C25 C26 . 1.489(5) yes
C25 H251 . 1.000 no
C25 H252 . 1.000 no
C26 O27 . 1.440(4) yes
C26 H261 . 1.000 no
C26 H262 . 1.000 no
O27 C28 . 1.435(4) yes
C28 C29 . 1.498(5) yes
C28 H281 . 1.000 no
C28 H282 . 1.000 no
C29 O30 . 1.429(5) yes
C29 H291 . 1.000 no
C29 H292 . 1.000 no
O30 C31 . 1.431(4) yes
C31 C32 . 1.500(6) yes
C31 H311 . 1.000 no
C31 H312 . 1.000 no
C32 O33 . 1.442(5) yes
C32 H321 . 1.000 no
C32 H322 . 1.000 no
O33 C34 . 1.384(4) yes
C34 C35 . 1.384(6) yes
C34 C39 . 1.394(6) yes
C35 C36 . 1.389(5) yes
C35 H351 . 1.000 no
C36 C37 . 1.392(5) yes
C36 O50 . 1.380(5) yes
C37 C38 . 1.395(6) yes
C37 H371 . 1.000 no
C38 C39 . 1.387(5) yes
C38 O40 . 1.378(5) yes
C39 H391 . 1.000 no
O40 C41 . 1.438(5) yes
C41 C42 . 1.501(6) yes
C41 H411 . 1.000 no
C41 H412 . 1.000 no
C42 O43 . 1.437(5) yes
C42 H421 . 1.000 no
C42 H422 . 1.000 no
O43 C44 . 1.432(5) yes
C44 C45 . 1.500(6) yes
C44 H441 . 1.000 no
C44 H442 . 1.000 no
C45 O46 . 1.451(5) yes
C45 H451 . 1.000 no
C45 H452 . 1.000 no
O46 C47 . 1.433(4) yes
C47 C48 . 1.529(5) yes
C47 H471 . 1.000 no
C47 H472 . 1.000 no
C48 O49 . 1.441(5) yes
C48 H481 . 1.000 no
C48 H482 . 1.000 no
O50 C51 . 1.432(4) yes
C51 C52 . 1.505(6) yes
C51 H511 . 1.000 no
C51 H512 . 1.000 no
C52 O53 . 1.434(5) yes
C52 H521 . 1.000 no
C52 H522 . 1.000 no
O53 C54 . 1.436(5) yes
C54 C55 . 1.503(5) yes
C54 H541 . 1.000 no
C54 H542 . 1.000 no
C55 O56 . 1.433(4) yes
C55 H551 . 1.000 no
C55 H552 . 1.000 no
O56 C57 . 1.438(5) yes
C57 C58 . 1.500(5) yes
C57 H571 . 1.000 no
C57 H572 . 1.000 no
C58 O59 . 1.447(5) yes
C58 H581 . 1.000 no
C58 H582 . 1.000 no
