# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2006

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Paul Beer'
_publ_contact_author_address     
;
Inorganic Chemistry Laboratory
University of Oxford
South Parks Road
Oxford
OX1 3QR
UNITED KINGDOM
;

_publ_contact_author_email       PAUL.BEER@CHEM.OX.AC.UK

_publ_section_title              
;
Anion Templated Double Cyclization Assembly of a
Chloride Selective [2]Catenane
;
loop_
_publ_author_name
'P. D. Beer'
'Andrew R. Cowley'
'Ka-Yuen Ng.'

data_arc1337
_database_code_depnum_ccdc_archive 'CCDC 602960'
#=============================================================
# Diffractometer details
#=============================================================
_diffrn_measurement_device_type  
;
Oxford Diffraction Gemini
;
_diffrn_radiation_monochromator  graphite
_computing_data_collection       
;
Gemini software 'Crysalis' (Oxford Diffraction, 2005)
;
_computing_data_reduction        
;
Gemini software 'Crysalis' (Oxford Diffraction, 2005)
;
_computing_cell_refinement       
;
Gemini software 'Crysalis' (Oxford Diffraction, 2005)
;
#=============================================================
# General computing
#=============================================================
_computing_structure_refinement  
;
CRYSTALS (Watkin et al, 2001)
;
_computing_publication_material  
;
CRYSTALS (Watkin et al, 2001)
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'

_chemical_name_systematic        # IUPAC name, in full
;
?
;
_chemical_melting_point          ?
_chemical_absolute_configuration ad

_exptl_crystal_thermal_history   
;
The material was crystallised at ambient temperature. A suitable crystal
was cooled rapidly to 150K for single-crystal X-ray diffraction analysis.
;
_refine_ls_matrix_type           full
_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_exptl_special_details           
;
Examination of the diffraction patern showed the crystal to be a
non-merihedral twin composed of two components related by a rotation
of 180 \% about the direct-space a axis. The corresponding twin law in
reciprocal space is approximately:

( h' ) ( 1 0 0 )( h )
( k' ) = ( 0 -1 0 )( k )
( l' ) (-0.103 0 -1 )( l )
Intensity data were inentionally measured with a high degree of redundancy
(typically 4 measurement per crystallographically-independant reflection)
but no other modifications were made to the data collection strategy.
;
_refine_special_details          
;
The contributions of the two twin components to the diffraction pattern were
included as parameters in the refinement.

The absolute structure of the crystal was determined by refinement of the
contributions towards the diffractiion pattern of two further twin
components, one related by inversion to the major contributor and one to the
component related by rotation. These refined to values not significantly
different from 0 and so it was concluded that the crystal consisted of a
single hand. Attempts to refine the Flack or Rogers parameters as a measure
of absolute structure failed to converge.

The large displacement parameters of the polyether fragment suggested
these to be disordered. Multiple discrete positions for their C and O
atoms could not be located and instead a single set of coordinates and
displacement parameters were refined. Geometric and vibrational restraints
were applied - the C-C bond lengths were restrained to 1.52(2) \%A for single
bonds and to 1.32(2) \%A for double bonds, C-O bond lengths were restrained
to 1.42(2) \%A, bond angles at sp^2^ carbon were restrined to 122(2) \%
and at sp^3^ carbon to 112(2) \%. Similarity restraints were applied to the
displacement parameters of directly-bonded pairs of atoms.

All hydrogen atoms were positioned geometrically, assuming bond lengths of
1.0 \%A for C-H bonds and 0.9 \%A for N-H. The preferred orientations of the
N-methyl groups were identified by examination of a difference Fourier map.
;

#=============================================================

_cell_length_a                   21.5488(19)
_cell_angle_alpha                90
_cell_length_b                   13.3481(9)
_cell_angle_beta                 92.313(7)
_cell_length_c                   27.620(3)
_cell_angle_gamma                90
_cell_volume                     7938.0(11)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 1 c 1 '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,y+1/2,z
x,-y,z+1/2
x+1/2,-y+1/2,z+1/2

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 ' 0.0181 0.0091 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
'Cl ' 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 International_Tables_Vol_IV_Table_2.2B
'F ' 0.0727 0.0534 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
'N ' 0.0311 0.0180 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
'O ' 0.0492 0.0322 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
'P ' 0.2955 0.4335 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

_cell_formula_units_Z            4
_chemical_formula_sum            ' C74 H96 Cl5 F6 N6 O20 P '
_chemical_formula_moiety         '2( C36 H46 N3 O10 ), F6 O ,2( C H2 Cl2 ), Cl'
_chemical_compound_source        
;
synthesis as described
;
_chemical_formula_weight         1711.83

_cell_measurement_reflns_used    26601
_cell_measurement_theta_min      5
_cell_measurement_theta_max      74
_cell_measurement_temperature    150

_exptl_crystal_description       ' fragment '
_exptl_crystal_colour            ' pale yellow '
_exptl_crystal_size_min          0.20
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_max          0.42

_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
# Non-dispersive F(000):
_exptl_crystal_F_000             3584
_exptl_absorpt_coefficient_mu    2.615

_diffrn_measurement_method       \w

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Gemini software 'Crysalis' (Oxford Diffraction, 2005)
;
_exptl_absorpt_correction_T_min  0.34
_exptl_absorpt_correction_T_max  0.59

_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0.00

_diffrn_ambient_temperature      150
_diffrn_reflns_number            26601
_reflns_number_total             13870
_diffrn_reflns_av_R_equivalents  0.030

_diffrn_reflns_theta_min         3.898
_diffrn_reflns_theta_max         74.182
_diffrn_measured_fraction_theta_max 0.973

_diffrn_reflns_theta_full        68.
_diffrn_measured_fraction_theta_full 0.994

_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_reflns_limit_h_min              -22
_reflns_limit_h_max              26
_reflns_limit_k_min              0
_reflns_limit_k_max              16
_reflns_limit_l_min              -33
_reflns_limit_l_max              34

_refine_diff_density_min         -0.54
_refine_diff_density_max         0.97

_refine_ls_number_reflns         10548
_refine_ls_number_restraints     298
_refine_ls_number_parameters     1010

#_refine_ls_R_factor_ref 0.0770
_refine_ls_wR_factor_ref         0.0914
_refine_ls_goodness_of_fit_ref   1.0090

#_reflns_number_all 12914
_refine_ls_R_factor_all          0.0870
_refine_ls_wR_factor_all         0.0988

# The I/u(I) cutoff below was used for refinement as
# well as the _gt R-factors:
_reflns_threshold_expression     I>2.00u(I)
_reflns_number_gt                10548
_refine_ls_R_factor_gt           0.0770
_refine_ls_wR_factor_gt          0.0914

_refine_ls_shift/su_max          0.023255
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
23.4 -1.59 19.7
;
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54248

# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom

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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 0.5035(2) -0.1506(3) 0.47940(16) 0.0581 1.0000 Uani . .
C1 C 0.5229(3) -0.0735(4) 0.4587(2) 0.0447 1.0000 Uani . .
N1 N 0.5163(2) 0.0170(3) 0.47751(18) 0.0451 1.0000 Uani . .
C2 C 0.4809(4) 0.0295(5) 0.5215(3) 0.0598 1.0000 Uani . .
C3 C 0.4857(4) 0.1341(5) 0.5417(2) 0.0576 1.0000 Uani . .
O2 O 0.4480(2) 0.1971(3) 0.51110(16) 0.0549 1.0000 Uani . .
C4 C 0.4447(3) 0.2984(5) 0.5229(2) 0.0517 1.0000 Uani . .
C5 C 0.4111(3) 0.3562(5) 0.4912(2) 0.0561 1.0000 Uani . .
C6 C 0.4018(3) 0.4592(5) 0.5002(2) 0.0529 1.0000 Uani . .
C7 C 0.4289(3) 0.5012(5) 0.5419(2) 0.0482 1.0000 Uani . .
C8 C 0.4638(3) 0.4415(5) 0.5739(2) 0.0487 1.0000 Uani . .
C9 C 0.4721(3) 0.3405(5) 0.5645(2) 0.0475 1.0000 Uani . .
O3 O 0.4261(2) 0.6005(3) 0.55364(16) 0.0529 1.0000 Uani D U
C10 C 0.3898(3) 0.6648(5) 0.5221(2) 0.0566 1.0000 Uani D U
C11 C 0.3926(4) 0.7696(5) 0.5425(3) 0.0713 1.0000 Uani D U
O4 O 0.3533(3) 0.7781(5) 0.5809(2) 0.0842 1.0000 Uani D U
C12 C 0.3515(5) 0.8789(7) 0.6009(4) 0.0935 1.0000 Uani D U
C13 C 0.3850(4) 0.8883(10) 0.6486(4) 0.1049 1.0000 Uani D U
O5 O 0.4467(3) 0.8793(8) 0.6450(3) 0.1245 1.0000 Uani D U
C14 C 0.4785(5) 0.8781(10) 0.6907(4) 0.1088 1.0000 Uani D U
C15 C 0.5444(5) 0.9129(8) 0.6879(3) 0.0951 1.0000 Uani D U
C16 C 0.5700(5) 0.9437(8) 0.6498(4) 0.0965 1.0000 Uani D U
C17 C 0.6325(5) 0.9879(7) 0.6487(4) 0.0988 1.0000 Uani D U
O6 O 0.6734(3) 0.9294(4) 0.6197(2) 0.0812 1.0000 Uani D U
C18 C 0.7045(5) 0.8620(7) 0.6482(3) 0.0875 1.0000 Uani D U
C19 C 0.7603(5) 0.8299(8) 0.6201(4) 0.0983 1.0000 Uani D U
O7 O 0.7440(3) 0.7553(4) 0.5861(2) 0.0738 1.0000 Uani D U
C20 C 0.7957(3) 0.7242(6) 0.5608(3) 0.0697 1.0000 Uani D U
C21 C 0.7847(3) 0.6240(5) 0.5377(3) 0.0599 1.0000 Uani D U
O8 O 0.7412(2) 0.6336(3) 0.49816(16) 0.0544 1.0000 Uani D U
C22 C 0.7340(3) 0.5505(4) 0.4687(2) 0.0437 1.0000 Uani . .
C23 C 0.7548(3) 0.4550(4) 0.4819(2) 0.0447 1.0000 Uani . .
C24 C 0.7438(3) 0.3757(4) 0.4495(2) 0.0451 1.0000 Uani . .
C25 C 0.7148(3) 0.3916(4) 0.4051(2) 0.0441 1.0000 Uani . .
C26 C 0.6929(3) 0.4871(4) 0.3919(2) 0.0493 1.0000 Uani . .
C27 C 0.7042(3) 0.5655(4) 0.4235(2) 0.0519 1.0000 Uani . .
O9 O 0.7093(2) 0.3099(3) 0.37508(15) 0.0475 1.0000 Uani . .
C28 C 0.6750(3) 0.3211(4) 0.3306(2) 0.0525 1.0000 Uani . .
C29 C 0.6775(3) 0.2214(4) 0.3040(2) 0.0537 1.0000 Uani . .
N2 N 0.6442(2) 0.1432(4) 0.33127(18) 0.0461 1.0000 Uani . .
C30 C 0.6443(3) 0.0511(4) 0.3151(2) 0.0451 1.0000 Uani . .
O10 O 0.6684(3) 0.0259(3) 0.27779(18) 0.0678 1.0000 Uani . .
C31 C 0.6118(3) -0.0277(4) 0.3449(2) 0.0425 1.0000 Uani . .
C32 C 0.5852(3) -0.0083(4) 0.3888(2) 0.0427 1.0000 Uani . .
C33 C 0.5548(3) -0.0841(4) 0.4122(2) 0.0409 1.0000 Uani . .
C34 C 0.5534(3) -0.1793(4) 0.3909(2) 0.0434 1.0000 Uani . .
N3 N 0.5806(2) -0.1958(3) 0.34869(18) 0.0465 1.0000 Uani . .
C35 C 0.6092(3) -0.1210(4) 0.3261(2) 0.0446 1.0000 Uani . .
C36 C 0.5790(4) -0.2982(4) 0.3272(3) 0.0581 1.0000 Uani . .
O11 O 0.6944(2) 0.4035(3) 0.60209(16) 0.0572 1.0000 Uani . .
C37 C 0.6621(3) 0.3835(4) 0.5665(2) 0.0432 1.0000 Uani . .
N4 N 0.6590(2) 0.2902(3) 0.54722(18) 0.0459 1.0000 Uani . .
C38 C 0.6988(4) 0.2139(5) 0.5701(2) 0.0563 1.0000 Uani . .
C39 C 0.6929(4) 0.1153(5) 0.5436(2) 0.0569 1.0000 Uani . .
O12 O 0.7225(2) 0.1268(3) 0.49882(15) 0.0486 1.0000 Uani . .
C40 C 0.7258(3) 0.0444(4) 0.4695(2) 0.0462 1.0000 Uani . .
C41 C 0.7073(3) -0.0515(5) 0.4840(2) 0.0532 1.0000 Uani . .
C42 C 0.7137(3) -0.1327(4) 0.4512(2) 0.0538 1.0000 Uani . .
C43 C 0.7363(3) -0.1170(4) 0.4065(2) 0.0464 1.0000 Uani . .
C44 C 0.7546(3) -0.0213(4) 0.3920(2) 0.0497 1.0000 Uani . .
C45 C 0.7478(3) 0.0590(4) 0.4245(2) 0.0474 1.0000 Uani . .
O13 O 0.7370(2) -0.1979(3) 0.37624(17) 0.0583 1.0000 Uani D U
C46 C 0.7784(4) -0.1971(6) 0.3380(3) 0.0767 1.0000 Uani D U
C47 C 0.7728(4) -0.2952(6) 0.3119(3) 0.0706 1.0000 Uani D U
O14 O 0.7181(3) -0.2998(7) 0.2835(2) 0.1051 1.0000 Uani D U
C48 C 0.7217(6) -0.2808(14) 0.2353(4) 0.1375 1.0000 Uani D U
C49 C 0.6653(6) -0.2926(12) 0.2062(4) 0.1318 1.0000 Uani D U
O15 O 0.6187(4) -0.2297(7) 0.2201(3) 0.1104 1.0000 Uani D U
C50 C 0.5700(7) -0.2368(12) 0.1857(4) 0.1329 1.0000 Uani D U
C51 C 0.5153(7) -0.1950(14) 0.2076(5) 0.1525 1.0000 Uani D U
C52 C 0.4694(9) -0.2378(14) 0.1946(6) 0.2033 1.0000 Uani D U
C53 C 0.4071(9) -0.2248(13) 0.2100(7) 0.1940 1.0000 Uani D U
O16 O 0.3771(6) -0.3192(9) 0.2124(3) 0.1521 1.0000 Uani D U
C54 C 0.3957(6) -0.3795(10) 0.2498(4) 0.1163 1.0000 Uani D U
C55 C 0.3455(4) -0.3993(7) 0.2858(4) 0.0904 1.0000 Uani D U
O17 O 0.3348(3) -0.3136(5) 0.3149(2) 0.0830 1.0000 Uani D U
C56 C 0.3759(4) -0.3090(6) 0.3561(3) 0.0706 1.0000 Uani D U
C57 C 0.3773(3) -0.2035(5) 0.3746(3) 0.0632 1.0000 Uani D U
O18 O 0.4154(2) -0.1434(3) 0.34443(17) 0.0577 1.0000 Uani D U
C58 C 0.4177(3) -0.0418(5) 0.3530(2) 0.0498 1.0000 Uani . .
C59 C 0.3891(4) 0.0073(6) 0.3914(2) 0.0625 1.0000 Uani . .
C60 C 0.3975(3) 0.1086(5) 0.3981(2) 0.0543 1.0000 Uani . .
C61 C 0.4332(3) 0.1639(5) 0.3660(2) 0.0494 1.0000 Uani . .
C62 C 0.4602(3) 0.1168(5) 0.3279(2) 0.0463 1.0000 Uani . .
C63 C 0.4522(3) 0.0139(5) 0.3213(2) 0.0523 1.0000 Uani . .
O19 O 0.4378(2) 0.2644(3) 0.37504(17) 0.0528 1.0000 Uani . .
C64 C 0.4770(3) 0.3224(5) 0.3444(2) 0.0513 1.0000 Uani . .
C65 C 0.4777(3) 0.4295(5) 0.3621(2) 0.0530 1.0000 Uani . .
N5 N 0.5141(2) 0.4369(3) 0.40806(18) 0.0449 1.0000 Uani . .
C66 C 0.5204(3) 0.5253(4) 0.4300(2) 0.0451 1.0000 Uani . .
O20 O 0.4959(2) 0.6021(3) 0.41341(16) 0.0530 1.0000 Uani . .
C67 C 0.5565(2) 0.5282(4) 0.4777(2) 0.0402 1.0000 Uani . .
C68 C 0.5904(2) 0.4499(4) 0.49780(19) 0.0378 1.0000 Uani . .
C69 C 0.6225(2) 0.4626(4) 0.5412(2) 0.0388 1.0000 Uani . .
C70 C 0.6195(3) 0.5531(5) 0.5649(2) 0.0468 1.0000 Uani . .
N6 N 0.5870(2) 0.6297(3) 0.54484(17) 0.0447 1.0000 Uani . .
C71 C 0.5550(3) 0.6200(4) 0.5023(2) 0.0452 1.0000 Uani . .
C72 C 0.5859(4) 0.7277(5) 0.5713(3) 0.0691 1.0000 Uani . .
Cl1 Cl 0.58341(8) 0.22339(10) 0.44103(6) 0.0501 1.0000 Uani . .
P1 P 0.56482(11) 0.58188(18) 0.71178(8) 0.0741 1.0000 Uani . .
F1 F 0.5803(3) 0.4990(4) 0.67287(19) 0.1003 1.0000 Uani . .
F2 F 0.5522(3) 0.6691(5) 0.7488(2) 0.1083 1.0000 Uani . .
F3 F 0.5118(5) 0.5197(9) 0.7297(4) 0.1733 1.0000 Uani . .
F4 F 0.6184(3) 0.6501(6) 0.6909(3) 0.1183 1.0000 Uani . .
F5 F 0.5191(3) 0.6346(5) 0.6729(3) 0.1154 1.0000 Uani . .
F6 F 0.6142(4) 0.5343(6) 0.7488(2) 0.1206 1.0000 Uani . .
C73 C 0.3761(5) 0.6090(11) 0.6690(3) 0.1033 1.0000 Uani . .
Cl2 Cl 0.37445(15) 0.6563(3) 0.72919(10) 0.1069 1.0000 Uani . .
Cl3 Cl 0.30510(15) 0.5706(2) 0.64831(13) 0.1134 1.0000 Uani . .
C74 C 0.7714(10) 0.6208(12) 0.7264(5) 0.1480 1.0000 Uani . .
Cl4 Cl 0.7627(3) 0.5790(4) 0.66871(13) 0.1644 1.0000 Uani . .
Cl5 Cl 0.80335(15) 0.5394(3) 0.76608(14) 0.1249 1.0000 Uani . .
H1 H 0.5335 0.0706 0.4634 0.0543 1.0000 Uiso . .
H2 H 0.6244 0.1590 0.3583 0.0553 1.0000 Uiso . .
H3 H 0.6336 0.2760 0.5215 0.0550 1.0000 Uiso . .
H4 H 0.5321 0.3819 0.4213 0.0538 1.0000 Uiso . .
H21 H 0.4972 -0.0187 0.5467 0.0721 1.0000 Uiso . .
H22 H 0.4362 0.0144 0.5135 0.0721 1.0000 Uiso . .
H31 H 0.4706 0.1355 0.5755 0.0696 1.0000 Uiso . .
H32 H 0.5299 0.1573 0.5420 0.0696 1.0000 Uiso . .
H51 H 0.3925 0.3255 0.4609 0.0672 1.0000 Uiso . .
H61 H 0.3761 0.5011 0.4770 0.0635 1.0000 Uiso . .
H81 H 0.4831 0.4717 0.6041 0.0585 1.0000 Uiso . .
H91 H 0.4976 0.2981 0.5876 0.0571 1.0000 Uiso . .
H101 H 0.4070 0.6641 0.4890 0.0680 1.0000 Uiso . .
H102 H 0.3458 0.6411 0.5201 0.0680 1.0000 Uiso . .
H111 H 0.4362 0.7848 0.5541 0.0857 1.0000 Uiso . .
H112 H 0.3795 0.8184 0.5165 0.0857 1.0000 Uiso . .
H121 H 0.3708 0.9258 0.5777 0.1121 1.0000 Uiso . .
H122 H 0.3071 0.8980 0.6048 0.1121 1.0000 Uiso . .
H131 H 0.3757 0.9554 0.6626 0.1261 1.0000 Uiso . .
H132 H 0.3701 0.8346 0.6705 0.1261 1.0000 Uiso . .
H141 H 0.4563 0.9231 0.7133 0.1303 1.0000 Uiso . .
H142 H 0.4785 0.8081 0.7037 0.1303 1.0000 Uiso . .
H151 H 0.5706 0.9120 0.7186 0.1136 1.0000 Uiso . .
H161 H 0.5458 0.9372 0.6183 0.1161 1.0000 Uiso . .
H171 H 0.6506 0.9917 0.6826 0.1196 1.0000 Uiso . .
H172 H 0.6290 1.0570 0.6348 0.1196 1.0000 Uiso . .
H181 H 0.7183 0.8936 0.6797 0.1048 1.0000 Uiso . .
H182 H 0.6774 0.8030 0.6546 0.1048 1.0000 Uiso . .
H191 H 0.7931 0.8031 0.6433 0.1176 1.0000 Uiso . .
H192 H 0.7769 0.8893 0.6028 0.1176 1.0000 Uiso . .
H201 H 0.8325 0.7198 0.5838 0.0831 1.0000 Uiso . .
H202 H 0.8040 0.7745 0.5350 0.0831 1.0000 Uiso . .
H211 H 0.8248 0.5974 0.5259 0.0717 1.0000 Uiso . .
H212 H 0.7681 0.5766 0.5621 0.0717 1.0000 Uiso . .
H231 H 0.7772 0.4435 0.5138 0.0537 1.0000 Uiso . .
H241 H 0.7573 0.3064 0.4590 0.0545 1.0000 Uiso . .
H261 H 0.6695 0.4980 0.3603 0.0590 1.0000 Uiso . .
H271 H 0.6907 0.6346 0.4139 0.0624 1.0000 Uiso . .
H281 H 0.6939 0.3750 0.3108 0.0630 1.0000 Uiso . .
H282 H 0.6310 0.3389 0.3368 0.0630 1.0000 Uiso . .
H291 H 0.7219 0.2009 0.3011 0.0643 1.0000 Uiso . .
H292 H 0.6574 0.2289 0.2709 0.0643 1.0000 Uiso . .
H321 H 0.5880 0.0602 0.4034 0.0510 1.0000 Uiso . .
H341 H 0.5319 -0.2356 0.4072 0.0522 1.0000 Uiso . .
H351 H 0.6290 -0.1346 0.2946 0.0535 1.0000 Uiso . .
H361 H 0.5560 -0.3444 0.3486 0.0703 1.0000 Uiso . .
H362 H 0.6224 -0.3231 0.3240 0.0703 1.0000 Uiso . .
H363 H 0.5575 -0.2957 0.2944 0.0703 1.0000 Uiso . .
H381 H 0.7430 0.2369 0.5699 0.0673 1.0000 Uiso . .
H382 H 0.6866 0.2043 0.6044 0.0673 1.0000 Uiso . .
H391 H 0.7137 0.0610 0.5633 0.0678 1.0000 Uiso . .
H392 H 0.6481 0.0981 0.5376 0.0678 1.0000 Uiso . .
H411 H 0.6900 -0.0625 0.5166 0.0635 1.0000 Uiso . .
H421 H 0.7014 -0.2018 0.4611 0.0641 1.0000 Uiso . .
H441 H 0.7719 -0.0102 0.3594 0.0593 1.0000 Uiso . .
H451 H 0.7594 0.1282 0.4143 0.0564 1.0000 Uiso . .
H461 H 0.8219 -0.1881 0.3514 0.0926 1.0000 Uiso . .
H462 H 0.7676 -0.1410 0.3152 0.0926 1.0000 Uiso . .
H471 H 0.8090 -0.3031 0.2906 0.0852 1.0000 Uiso . .
H472 H 0.7731 -0.3508 0.3361 0.0852 1.0000 Uiso . .
H481 H 0.7534 -0.3272 0.2223 0.1659 1.0000 Uiso . .
H482 H 0.7359 -0.2099 0.2318 0.1659 1.0000 Uiso . .
H491 H 0.6507 -0.3634 0.2090 0.1583 1.0000 Uiso . .
H492 H 0.6743 -0.2779 0.1717 0.1583 1.0000 Uiso . .
H501 H 0.5625 -0.3085 0.1767 0.1585 1.0000 Uiso . .
H502 H 0.5799 -0.1978 0.1561 0.1585 1.0000 Uiso . .
H511 H 0.5163 -0.1373 0.2307 0.1820 1.0000 Uiso . .
H521 H 0.4748 -0.2904 0.1693 0.2430 1.0000 Uiso . .
H531 H 0.4083 -0.1929 0.2428 0.2314 1.0000 Uiso . .
H532 H 0.3836 -0.1808 0.1864 0.2314 1.0000 Uiso . .
H541 H 0.4318 -0.3471 0.2675 0.1395 1.0000 Uiso . .
H542 H 0.4091 -0.4452 0.2363 0.1395 1.0000 Uiso . .
H551 H 0.3587 -0.4562 0.3074 0.1077 1.0000 Uiso . .
H552 H 0.3060 -0.4173 0.2676 0.1077 1.0000 Uiso . .
H561 H 0.3611 -0.3550 0.3817 0.0842 1.0000 Uiso . .
H562 H 0.4185 -0.3295 0.3469 0.0842 1.0000 Uiso . .
H571 H 0.3950 -0.2027 0.4087 0.0756 1.0000 Uiso . .
H572 H 0.3342 -0.1759 0.3739 0.0756 1.0000 Uiso . .
H591 H 0.3628 -0.0315 0.4138 0.0751 1.0000 Uiso . .
H601 H 0.3782 0.1430 0.4260 0.0654 1.0000 Uiso . .
H621 H 0.4856 0.1561 0.3050 0.0555 1.0000 Uiso . .
H631 H 0.4715 -0.0201 0.2933 0.0626 1.0000 Uiso . .
H641 H 0.5202 0.2947 0.3462 0.0613 1.0000 Uiso . .
H642 H 0.4603 0.3198 0.3101 0.0613 1.0000 Uiso . .
H651 H 0.4967 0.4734 0.3374 0.0630 1.0000 Uiso . .
H652 H 0.4341 0.4519 0.3672 0.0630 1.0000 Uiso . .
H681 H 0.5916 0.3839 0.4807 0.0456 1.0000 Uiso . .
H701 H 0.6415 0.5619 0.5971 0.0563 1.0000 Uiso . .
H711 H 0.5304 0.6775 0.4885 0.0545 1.0000 Uiso . .
H721 H 0.5601 0.7769 0.5521 0.0827 1.0000 Uiso . .
H722 H 0.6292 0.7539 0.5759 0.0827 1.0000 Uiso . .
H723 H 0.5677 0.7176 0.6037 0.0827 1.0000 Uiso . .
H731 H 0.4055 0.5510 0.6685 0.1241 1.0000 Uiso . .
H732 H 0.3910 0.6631 0.6473 0.1241 1.0000 Uiso . .
H741 H 0.7983 0.6818 0.7263 0.1792 1.0000 Uiso . .
H742 H 0.7294 0.6392 0.7378 0.1792 1.0000 Uiso . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.074(3) 0.048(2) 0.054(2) 0.0052(19) 0.021(2) 0.003(2)
C1 0.044(3) 0.046(3) 0.044(3) 0.003(2) -0.001(2) 0.005(2)
N1 0.052(3) 0.041(2) 0.043(2) 0.0015(19) 0.008(2) 0.0052(19)
C2 0.071(4) 0.053(3) 0.056(4) -0.004(3) 0.011(3) 0.006(3)
C3 0.070(4) 0.056(3) 0.048(3) -0.007(3) 0.018(3) 0.010(3)
O2 0.061(3) 0.052(2) 0.052(2) -0.0040(18) 0.005(2) 0.0020(19)
C4 0.048(3) 0.058(3) 0.050(3) -0.001(3) 0.011(3) -0.003(3)
C5 0.064(4) 0.059(4) 0.045(3) 0.004(3) -0.004(3) -0.004(3)
C6 0.053(3) 0.060(4) 0.045(3) 0.014(3) 0.001(3) 0.009(3)
C7 0.043(3) 0.054(3) 0.049(3) 0.005(2) 0.010(3) 0.007(2)
C8 0.041(3) 0.064(3) 0.041(3) -0.006(3) 0.003(2) 0.009(3)
C9 0.049(3) 0.054(3) 0.040(3) 0.005(2) 0.004(2) 0.009(3)
O3 0.049(2) 0.051(2) 0.059(2) -0.0003(18) 0.0020(19) 0.0065(17)
C10 0.055(3) 0.059(3) 0.056(3) 0.000(2) 0.006(3) 0.017(3)
C11 0.071(4) 0.062(3) 0.081(4) -0.009(3) 0.009(3) 0.028(3)
O4 0.082(3) 0.089(3) 0.082(3) -0.019(3) 0.016(3) 0.004(3)
C12 0.079(5) 0.099(5) 0.102(5) -0.035(5) 0.001(4) 0.015(5)
C13 0.079(3) 0.145(8) 0.091(5) -0.037(6) 0.009(4) 0.030(5)
O5 0.074(3) 0.200(8) 0.098(4) -0.068(5) -0.008(3) 0.029(4)
C14 0.089(5) 0.147(8) 0.089(5) -0.047(6) -0.003(4) 0.023(5)
C15 0.105(5) 0.104(6) 0.075(4) -0.018(4) -0.011(4) 0.006(5)
C16 0.108(5) 0.093(6) 0.089(5) -0.033(4) 0.013(5) 0.009(4)
C17 0.122(6) 0.077(5) 0.100(6) -0.013(4) 0.036(5) 0.001(4)
O6 0.115(4) 0.066(3) 0.063(3) -0.009(2) 0.016(3) -0.001(3)
C18 0.119(6) 0.075(5) 0.067(4) -0.017(3) -0.004(4) 0.000(4)
C19 0.110(6) 0.084(5) 0.100(6) -0.042(4) -0.008(5) 0.001(5)
O7 0.087(3) 0.065(3) 0.069(3) -0.021(2) -0.007(2) 0.013(2)
C20 0.062(3) 0.069(4) 0.077(4) -0.013(3) -0.011(3) -0.002(3)
C21 0.053(3) 0.059(3) 0.067(4) 0.000(3) -0.003(3) -0.002(3)
O8 0.064(3) 0.041(2) 0.057(2) -0.0058(17) -0.0023(19) 0.0003(18)
C22 0.043(3) 0.039(3) 0.050(3) -0.002(2) 0.009(2) -0.007(2)
C23 0.053(3) 0.042(3) 0.039(3) -0.001(2) 0.006(2) -0.002(2)
C24 0.057(3) 0.030(2) 0.050(3) 0.004(2) 0.012(3) 0.003(2)
C25 0.051(3) 0.033(2) 0.048(3) 0.004(2) 0.008(3) -0.002(2)
C26 0.063(4) 0.036(3) 0.049(3) 0.003(2) -0.001(3) -0.003(2)
C27 0.063(4) 0.029(2) 0.064(4) 0.007(2) 0.006(3) 0.003(2)
O9 0.063(2) 0.0272(16) 0.052(2) -0.0026(15) -0.0007(19) -0.0003(16)
C28 0.066(4) 0.038(3) 0.053(3) -0.004(2) 0.001(3) -0.006(3)
C29 0.070(4) 0.043(3) 0.048(3) 0.000(2) -0.001(3) -0.008(3)
N2 0.052(3) 0.044(2) 0.043(2) 0.0037(19) 0.000(2) -0.002(2)
C30 0.055(3) 0.043(3) 0.037(3) -0.006(2) 0.002(2) 0.001(2)
O10 0.099(4) 0.048(2) 0.057(3) -0.008(2) 0.018(3) -0.013(2)
C31 0.045(3) 0.042(3) 0.040(3) 0.005(2) -0.001(2) -0.001(2)
C32 0.045(3) 0.038(3) 0.045(3) -0.006(2) -0.002(2) 0.002(2)
C33 0.040(3) 0.040(3) 0.042(3) -0.004(2) -0.004(2) 0.009(2)
C34 0.042(3) 0.045(3) 0.044(3) 0.001(2) 0.005(2) -0.002(2)
N3 0.054(3) 0.040(2) 0.046(2) -0.0065(19) -0.002(2) -0.004(2)
C35 0.048(3) 0.046(3) 0.040(3) 0.002(2) 0.003(2) 0.001(2)
C36 0.077(4) 0.037(3) 0.062(4) -0.009(3) 0.019(3) -0.003(3)
O11 0.069(3) 0.056(2) 0.045(2) -0.0057(18) -0.012(2) 0.017(2)
C37 0.047(3) 0.041(3) 0.042(3) 0.000(2) -0.002(2) 0.008(2)
N4 0.051(3) 0.040(2) 0.047(2) -0.0027(19) -0.002(2) 0.011(2)
C38 0.085(5) 0.042(3) 0.042(3) 0.004(2) -0.005(3) 0.008(3)
C39 0.077(4) 0.041(3) 0.052(3) 0.008(3) -0.012(3) -0.003(3)
O12 0.068(3) 0.0312(17) 0.046(2) 0.0001(15) -0.0066(19) 0.0017(17)
C40 0.064(3) 0.025(2) 0.049(3) 0.003(2) -0.014(3) 0.004(2)
C41 0.060(4) 0.044(3) 0.054(3) 0.005(3) -0.009(3) 0.005(3)
C42 0.069(4) 0.031(3) 0.059(3) 0.008(2) -0.014(3) -0.002(2)
C43 0.050(3) 0.038(3) 0.051(3) -0.003(2) -0.007(3) -0.004(2)
C44 0.058(3) 0.045(3) 0.046(3) 0.006(2) -0.005(3) 0.003(2)
C45 0.052(3) 0.036(3) 0.052(3) 0.005(2) -0.013(3) 0.005(2)
O13 0.081(3) 0.039(2) 0.054(2) -0.0032(18) 0.000(2) -0.002(2)
C46 0.066(4) 0.065(4) 0.101(5) -0.025(4) 0.021(3) 0.010(3)
C47 0.074(4) 0.067(4) 0.072(4) -0.018(3) 0.016(3) 0.009(3)
O14 0.081(3) 0.167(6) 0.068(3) -0.027(4) 0.012(3) 0.017(4)
C48 0.119(7) 0.226(11) 0.070(4) -0.028(6) 0.031(5) -0.002(8)
C49 0.146(7) 0.181(10) 0.069(5) -0.026(6) 0.008(5) 0.013(7)
O15 0.117(5) 0.145(6) 0.068(4) -0.006(4) -0.004(3) -0.004(4)
C50 0.161(8) 0.159(10) 0.076(6) 0.017(6) -0.029(5) -0.044(8)
C51 0.136(9) 0.217(14) 0.101(9) 0.045(9) -0.026(7) -0.038(10)
C52 0.231(15) 0.257(17) 0.119(11) 0.102(11) -0.025(12) -0.074(15)
C53 0.232(14) 0.204(11) 0.143(10) 0.093(10) -0.035(11) -0.038(11)
O16 0.194(9) 0.156(7) 0.102(5) 0.000(5) -0.048(6) 0.003(7)
C54 0.123(7) 0.112(7) 0.114(7) -0.002(5) 0.003(5) 0.026(6)
C55 0.086(5) 0.077(5) 0.106(6) -0.024(4) -0.019(4) 0.011(4)
O17 0.062(3) 0.087(4) 0.098(4) -0.028(3) -0.023(3) 0.013(3)
C56 0.062(4) 0.067(3) 0.082(4) 0.000(3) -0.014(3) 0.002(3)
C57 0.053(3) 0.070(3) 0.065(4) 0.000(3) -0.004(3) -0.008(3)
O18 0.055(2) 0.055(2) 0.063(3) -0.0005(19) 0.001(2) 0.0038(18)
C58 0.050(3) 0.058(3) 0.041(3) -0.006(2) -0.005(3) 0.007(3)
C59 0.072(4) 0.068(4) 0.048(3) -0.008(3) 0.004(3) -0.017(3)
C60 0.058(4) 0.065(4) 0.040(3) -0.012(3) 0.008(3) -0.011(3)
C61 0.049(3) 0.055(3) 0.044(3) 0.000(2) -0.008(3) -0.007(3)
C62 0.042(3) 0.056(3) 0.041(3) 0.000(2) 0.000(2) -0.003(2)
C63 0.052(3) 0.056(3) 0.048(3) -0.007(3) -0.002(3) 0.006(3)
O19 0.049(2) 0.050(2) 0.059(2) -0.0154(19) 0.0030(19) -0.0080(18)
C64 0.060(4) 0.058(3) 0.035(3) -0.001(2) -0.006(3) 0.000(3)
C65 0.058(4) 0.051(3) 0.049(3) -0.006(3) -0.015(3) -0.001(3)
N5 0.049(3) 0.040(2) 0.045(2) 0.0020(19) -0.002(2) -0.0022(19)
C66 0.050(3) 0.043(3) 0.043(3) 0.008(2) 0.008(2) 0.000(2)
O20 0.065(3) 0.038(2) 0.055(2) 0.0070(18) -0.008(2) -0.0013(18)
C67 0.036(3) 0.042(3) 0.043(3) 0.000(2) 0.010(2) -0.004(2)
C68 0.039(3) 0.035(2) 0.040(3) -0.003(2) 0.007(2) -0.003(2)
C69 0.040(3) 0.037(2) 0.040(3) -0.003(2) 0.011(2) 0.000(2)
C70 0.041(3) 0.057(3) 0.043(3) -0.006(2) 0.003(2) 0.008(2)
N6 0.057(3) 0.036(2) 0.041(2) -0.0073(18) 0.005(2) 0.003(2)
C71 0.050(3) 0.043(3) 0.044(3) 0.000(2) 0.009(2) 0.009(2)
C72 0.108(6) 0.047(3) 0.052(3) -0.020(3) -0.005(4) 0.009(4)
Cl1 0.0577(7) 0.0398(6) 0.0524(7) -0.0077(5) -0.0027(6) 0.0005(6)
P1 0.0706(12) 0.0941(14) 0.0569(10) -0.0196(10) -0.0053(9) 0.0035(10)
F1 0.143(5) 0.085(3) 0.073(3) -0.024(3) 0.001(3) 0.003(3)
F2 0.111(4) 0.128(5) 0.086(4) -0.044(3) -0.004(3) 0.019(4)
F3 0.142(6) 0.221(10) 0.160(8) -0.035(7) 0.043(6) -0.086(7)
F4 0.095(4) 0.119(5) 0.141(6) -0.012(4) 0.010(4) -0.015(3)
F5 0.115(4) 0.125(5) 0.104(4) -0.014(4) -0.023(4) 0.022(4)
F6 0.138(5) 0.126(5) 0.096(4) -0.026(4) -0.028(4) 0.038(4)
C73 0.089(6) 0.161(10) 0.060(5) -0.034(6) 0.007(5) 0.015(7)
Cl2 0.1129(19) 0.132(2) 0.0757(14) -0.0204(14) 0.0045(14) -0.0007(16)
Cl3 0.114(2) 0.0985(18) 0.125(2) 0.0035(15) -0.0301(18) -0.0190(15)
C74 0.224(18) 0.121(10) 0.103(9) -0.009(8) 0.051(10) 0.045(11)
Cl4 0.191(4) 0.224(5) 0.0786(18) -0.044(2) 0.004(2) -0.013(4)
Cl5 0.1013(17) 0.123(2) 0.148(3) 0.061(2) -0.0197(18) -0.0019(16)
_refine_ls_extinction_method     None

loop_
_oxford_twin_element_scale_factors
0.694(2)
0.306(2)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C1 . 1.257(7) yes
C1 . N1 . 1.324(8) yes
C1 . C33 . 1.488(8) yes
N1 . C2 . 1.470(9) yes
N1 . H1 . 0.900 no
C2 . C3 . 1.506(9) yes
C2 . H21 . 1.000 no
C2 . H22 . 1.000 no
C3 . O2 . 1.425(9) yes
C3 . H31 . 1.000 no
C3 . H32 . 1.000 no
O2 . C4 . 1.392(8) yes
C4 . C5 . 1.36(1) yes
C4 . C9 . 1.389(9) yes
C5 . C6 . 1.412(10) yes
C5 . H51 . 1.000 no
C6 . C7 . 1.387(10) yes
C6 . H61 . 1.000 no
C7 . C8 . 1.390(9) yes
C7 . O3 . 1.367(8) yes
C8 . C9 . 1.387(9) yes
C8 . H81 . 1.000 no
C9 . H91 . 1.000 no
O3 . C10 . 1.431(7) yes
C10 . C11 . 1.509(9) yes
C10 . H101 . 1.000 no
C10 . H102 . 1.000 no
C11 . O4 . 1.390(9) yes
C11 . H111 . 1.000 no
C11 . H112 . 1.000 no
O4 . C12 . 1.455(10) yes
C12 . C13 . 1.481(12) yes
C12 . H121 . 1.000 no
C12 . H122 . 1.000 no
C13 . O5 . 1.343(10) yes
C13 . H131 . 1.000 no
C13 . H132 . 1.000 no
O5 . C14 . 1.414(11) yes
C14 . C15 . 1.499(13) yes
C14 . H141 . 1.000 no
C14 . H142 . 1.000 no
C15 . C16 . 1.274(12) yes
C15 . H151 . 1.000 no
C16 . C17 . 1.473(13) yes
C16 . H161 . 1.000 no
C17 . O6 . 1.444(10) yes
C17 . H171 . 1.000 no
C17 . H172 . 1.000 no
O6 . C18 . 1.355(10) yes
C18 . C19 . 1.519(12) yes
C18 . H181 . 1.000 no
C18 . H182 . 1.000 no
C19 . O7 . 1.403(9) yes
C19 . H191 . 1.000 no
C19 . H192 . 1.000 no
O7 . C20 . 1.401(9) yes
C20 . C21 . 1.497(9) yes
C20 . H201 . 1.000 no
C20 . H202 . 1.000 no
C21 . O8 . 1.417(8) yes
C21 . H211 . 1.000 no
C21 . H212 . 1.000 no
O8 . C22 . 1.382(7) yes
C22 . C23 . 1.394(8) yes
C22 . C27 . 1.394(9) yes
C23 . C24 . 1.399(8) yes
C23 . H231 . 1.000 no
C24 . C25 . 1.372(9) yes
C24 . H241 . 1.000 no
C25 . C26 . 1.401(8) yes
C25 . O9 . 1.372(7) yes
C26 . C27 . 1.379(9) yes
C26 . H261 . 1.000 no
C27 . H271 . 1.000 no
O9 . C28 . 1.416(8) yes
C28 . C29 . 1.522(8) yes
C28 . H281 . 1.000 no
C28 . H282 . 1.000 no
C29 . N2 . 1.489(8) yes
C29 . H291 . 1.000 no
C29 . H292 . 1.000 no
N2 . C30 . 1.307(7) yes
N2 . H2 . 0.900 no
C30 . O10 . 1.220(8) yes
C30 . C31 . 1.524(8) yes
C31 . C32 . 1.386(8) yes
C31 . C35 . 1.349(8) yes
C32 . C33 . 1.381(8) yes
C32 . H321 . 1.000 no
C33 . C34 . 1.401(8) yes
C34 . N3 . 1.343(8) yes
C34 . H341 . 1.000 no
N3 . C35 . 1.341(8) yes
N3 . C36 . 1.490(7) yes
C35 . H351 . 1.000 no
C36 . H361 . 1.000 no
C36 . H362 . 1.000 no
C36 . H363 . 1.000 no
O11 . C37 . 1.211(7) yes
C37 . N4 . 1.354(7) yes
C37 . C69 . 1.510(7) yes
N4 . C38 . 1.460(8) yes
N4 . H3 . 0.900 no
C38 . C39 . 1.509(9) yes
C38 . H381 . 1.000 no
C38 . H382 . 1.000 no
C39 . O12 . 1.424(9) yes
C39 . H391 . 1.000 no
C39 . H392 . 1.000 no
O12 . C40 . 1.370(7) yes
C40 . C41 . 1.404(8) yes
C40 . C45 . 1.361(9) yes
C41 . C42 . 1.422(9) yes
C41 . H411 . 1.000 no
C42 . C43 . 1.362(9) yes
C42 . H421 . 1.000 no
C43 . C44 . 1.400(8) yes
C43 . O13 . 1.366(7) yes
C44 . C45 . 1.410(9) yes
C44 . H441 . 1.000 no
C45 . H451 . 1.000 no
O13 . C46 . 1.410(9) yes
C46 . C47 . 1.499(9) yes
C46 . H461 . 1.000 no
C46 . H462 . 1.000 no
C47 . O14 . 1.390(10) yes
C47 . H471 . 1.000 no
C47 . H472 . 1.000 no
O14 . C48 . 1.358(11) yes
C48 . C49 . 1.440(14) yes
C48 . H481 . 1.000 no
C48 . H482 . 1.000 no
C49 . O15 . 1.376(13) yes
C49 . H491 . 1.000 no
C49 . H492 . 1.000 no
O15 . C50 . 1.390(12) yes
C50 . C51 . 1.458(15) yes
C50 . H501 . 1.000 no
C50 . H502 . 1.000 no
C51 . C52 . 1.185(15) yes
C51 . H511 . 1.000 no
C52 . C53 . 1.435(17) yes
C52 . H521 . 1.000 no
C53 . O16 . 1.419(15) yes
C53 . H531 . 1.000 no
C53 . H532 . 1.000 no
O16 . C54 . 1.359(12) yes
C54 . C55 . 1.523(13) yes
C54 . H541 . 1.000 no
C54 . H542 . 1.000 no
C55 . O17 . 1.421(9) yes
C55 . H551 . 1.000 no
C55 . H552 . 1.000 no
O17 . C56 . 1.414(9) yes
C56 . C57 . 1.498(10) yes
C56 . H561 . 1.000 no
C56 . H562 . 1.000 no
C57 . O18 . 1.438(8) yes
C57 . H571 . 1.000 no
C57 . H572 . 1.000 no
O18 . C58 . 1.377(8) yes
C58 . C59 . 1.409(10) yes
C58 . C63 . 1.388(10) yes
C59 . C60 . 1.376(10) yes
C59 . H591 . 1.000 no
C60 . C61 . 1.408(9) yes
C60 . H601 . 1.000 no
C61 . C62 . 1.375(9) yes
C61 . O19 . 1.367(7) yes
C62 . C63 . 1.396(9) yes
C62 . H621 . 1.000 no
C63 . H631 . 1.000 no
O19 . C64 . 1.445(8) yes
C64 . C65 . 1.511(9) yes
C64 . H641 . 1.000 no
C64 . H642 . 1.000 no
C65 . N5 . 1.469(7) yes
C65 . H651 . 1.000 no
C65 . H652 . 1.000 no
N5 . C66 . 1.331(8) yes
N5 . H4 . 0.900 no
C66 . O20 . 1.234(7) yes
C66 . C67 . 1.503(8) yes
C67 . C68 . 1.380(8) yes
C67 . C71 . 1.403(8) yes
C68 . C69 . 1.371(8) yes
C68 . H681 . 1.000 no
C69 . C70 . 1.375(8) yes
C70 . N6 . 1.346(8) yes
C70 . H701 . 1.000 no
N6 . C71 . 1.344(8) yes
N6 . C72 . 1.499(7) yes
C71 . H711 . 1.000 no
C72 . H721 . 1.000 no
C72 . H722 . 1.000 no
C72 . H723 . 1.000 no
P1 . F1 . 1.587(5) yes
P1 . F2 . 1.581(6) yes
P1 . F3 . 1.512(9) yes
P1 . F4 . 1.597(7) yes
P1 . F5 . 1.591(7) yes
P1 . F6 . 1.579(7) yes
C73 . Cl2 . 1.779(9) yes
C73 . Cl3 . 1.692(11) yes
C73 . H731 . 1.000 no
C73 . H732 . 1.000 no
C74 . Cl4 . 1.692(16) yes
C74 . Cl5 . 1.671(17) yes
C74 . H741 . 1.000 no
C74 . H742 . 1.000 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 . C1 . N1 . 121.7(5) yes
O1 . C1 . C33 . 119.2(5) yes
N1 . C1 . C33 . 119.1(5) yes
C1 . N1 . C2 . 119.6(5) yes
C1 . N1 . H1 . 120.179 no
C2 . N1 . H1 . 120.179 no
N1 . C2 . C3 . 112.4(6) yes
N1 . C2 . H21 . 108.739 no
C3 . C2 . H21 . 108.738 no
N1 . C2 . H22 . 108.739 no
C3 . C2 . H22 . 108.739 no
H21 . C2 . H22 . 109.466 no
C2 . C3 . O2 . 107.4(6) yes
C2 . C3 . H31 . 110.000 no
O2 . C3 . H31 . 109.999 no
C2 . C3 . H32 . 110.001 no
O2 . C3 . H32 . 110.000 no
H31 . C3 . H32 . 109.467 no
C3 . O2 . C4 . 117.9(5) yes
O2 . C4 . C5 . 115.6(6) yes
O2 . C4 . C9 . 124.2(6) yes
C5 . C4 . C9 . 120.2(6) yes
C4 . C5 . C6 . 121.0(6) yes
C4 . C5 . H51 . 119.481 no
C6 . C5 . H51 . 119.480 no
C5 . C6 . C7 . 118.8(5) yes
C5 . C6 . H61 . 120.593 no
C7 . C6 . H61 . 120.591 no
C6 . C7 . C8 . 119.7(6) yes
C6 . C7 . O3 . 124.6(5) yes
C8 . C7 . O3 . 115.6(6) yes
C7 . C8 . C9 . 120.6(6) yes
C7 . C8 . H81 . 119.722 no
C9 . C8 . H81 . 119.722 no
C4 . C9 . C8 . 119.7(5) yes
C4 . C9 . H91 . 120.165 no
C8 . C9 . H91 . 120.164 no
C7 . O3 . C10 . 117.7(5) yes
O3 . C10 . C11 . 108.5(5) yes
O3 . C10 . H101 . 109.724 no
C11 . C10 . H101 . 109.723 no
O3 . C10 . H102 . 109.725 no
C11 . C10 . H102 . 109.724 no
H101 . C10 . H102 . 109.467 no
C10 . C11 . O4 . 110.1(6) yes
C10 . C11 . H111 . 109.319 no
O4 . C11 . H111 . 109.318 no
C10 . C11 . H112 . 109.320 no
O4 . C11 . H112 . 109.319 no
H111 . C11 . H112 . 109.467 no
C11 . O4 . C12 . 113.0(7) yes
O4 . C12 . C13 . 113.4(8) yes
O4 . C12 . H121 . 108.491 no
C13 . C12 . H121 . 108.489 no
O4 . C12 . H122 . 108.490 no
C13 . C12 . H122 . 108.489 no
H121 . C12 . H122 . 109.468 no
C12 . C13 . O5 . 112.0(8) yes
C12 . C13 . H131 . 108.833 no
O5 . C13 . H131 . 108.832 no
C12 . C13 . H132 . 108.833 no
O5 . C13 . H132 . 108.830 no
H131 . C13 . H132 . 109.465 no
C13 . O5 . C14 . 112.4(8) yes
O5 . C14 . C15 . 112.0(8) yes
O5 . C14 . H141 . 108.839 no
C15 . C14 . H141 . 108.836 no
O5 . C14 . H142 . 108.839 no
C15 . C14 . H142 . 108.837 no
H141 . C14 . H142 . 109.467 no
C14 . C15 . C16 . 125.9(8) yes
C14 . C15 . H151 . 117.039 no
C16 . C15 . H151 . 117.040 no
C15 . C16 . C17 . 125.0(9) yes
C15 . C16 . H161 . 117.502 no
C17 . C16 . H161 . 117.505 no
C16 . C17 . O6 . 111.9(7) yes
C16 . C17 . H171 . 108.857 no
O6 . C17 . H171 . 108.859 no
C16 . C17 . H172 . 108.854 no
O6 . C17 . H172 . 108.857 no
H171 . C17 . H172 . 109.468 no
C17 . O6 . C18 . 109.6(7) yes
O6 . C18 . C19 . 105.9(8) yes
O6 . C18 . H181 . 110.348 no
C19 . C18 . H181 . 110.346 no
O6 . C18 . H182 . 110.348 no
C19 . C18 . H182 . 110.346 no
H181 . C18 . H182 . 109.468 no
C18 . C19 . O7 . 111.1(7) yes
C18 . C19 . H191 . 109.060 no
O7 . C19 . H191 . 109.057 no
C18 . C19 . H192 . 109.058 no
O7 . C19 . H192 . 109.056 no
H191 . C19 . H192 . 109.467 no
C19 . O7 . C20 . 111.3(6) yes
O7 . C20 . C21 . 111.3(6) yes
O7 . C20 . H201 . 109.017 no
C21 . C20 . H201 . 109.015 no
O7 . C20 . H202 . 109.019 no
C21 . C20 . H202 . 109.017 no
H201 . C20 . H202 . 109.466 no
C20 . C21 . O8 . 109.6(5) yes
C20 . C21 . H211 . 109.453 no
O8 . C21 . H211 . 109.452 no
C20 . C21 . H212 . 109.452 no
O8 . C21 . H212 . 109.451 no
H211 . C21 . H212 . 109.467 no
C21 . O8 . C22 . 115.9(5) yes
O8 . C22 . C23 . 123.6(5) yes
O8 . C22 . C27 . 116.6(5) yes
C23 . C22 . C27 . 119.8(5) yes
C22 . C23 . C24 . 118.7(5) yes
C22 . C23 . H231 . 120.651 no
C24 . C23 . H231 . 120.652 no
C23 . C24 . C25 . 120.9(5) yes
C23 . C24 . H241 . 119.556 no
C25 . C24 . H241 . 119.554 no
C24 . C25 . C26 . 120.6(5) yes
C24 . C25 . O9 . 116.2(5) yes
C26 . C25 . O9 . 123.1(5) yes
C25 . C26 . C27 . 118.5(5) yes
C25 . C26 . H261 . 120.738 no
C27 . C26 . H261 . 120.739 no
C22 . C27 . C26 . 121.3(5) yes
C22 . C27 . H271 . 119.332 no
C26 . C27 . H271 . 119.332 no
C25 . O9 . C28 . 118.0(4) yes
O9 . C28 . C29 . 107.4(5) yes
O9 . C28 . H281 . 109.998 no
C29 . C28 . H281 . 109.998 no
O9 . C28 . H282 . 109.998 no
C29 . C28 . H282 . 109.998 no
H281 . C28 . H282 . 109.467 no
C28 . C29 . N2 . 110.0(5) yes
C28 . C29 . H291 . 109.335 no
N2 . C29 . H291 . 109.336 no
C28 . C29 . H292 . 109.334 no
N2 . C29 . H292 . 109.335 no
H291 . C29 . H292 . 109.467 no
C29 . N2 . C30 . 118.6(5) yes
C29 . N2 . H2 . 120.693 no
C30 . N2 . H2 . 120.693 no
N2 . C30 . O10 . 123.7(6) yes
N2 . C30 . C31 . 117.3(5) yes
O10 . C30 . C31 . 119.0(5) yes
C30 . C31 . C32 . 123.9(5) yes
C30 . C31 . C35 . 116.3(5) yes
C32 . C31 . C35 . 119.8(5) yes
C31 . C32 . C33 . 119.6(5) yes
C31 . C32 . H321 . 120.198 no
C33 . C32 . H321 . 120.197 no
C1 . C33 . C32 . 125.4(5) yes
C1 . C33 . C34 . 116.5(5) yes
C32 . C33 . C34 . 118.0(5) yes
C33 . C34 . N3 . 120.7(5) yes
C33 . C34 . H341 . 119.644 no
N3 . C34 . H341 . 119.643 no
C34 . N3 . C35 . 120.5(5) yes
C34 . N3 . C36 . 119.5(5) yes
C35 . N3 . C36 . 120.0(5) yes
C31 . C35 . N3 . 121.3(5) yes
C31 . C35 . H351 . 119.330 no
N3 . C35 . H351 . 119.332 no
N3 . C36 . H361 . 109.466 no
N3 . C36 . H362 . 109.466 no
H361 . C36 . H362 . 109.475 no
N3 . C36 . H363 . 109.467 no
H361 . C36 . H363 . 109.477 no
H362 . C36 . H363 . 109.477 no
O11 . C37 . N4 . 122.7(5) yes
O11 . C37 . C69 . 121.1(5) yes
N4 . C37 . C69 . 116.3(5) yes
C37 . N4 . C38 . 116.8(5) yes
C37 . N4 . H3 . 121.578 no
C38 . N4 . H3 . 121.579 no
N4 . C38 . C39 . 111.2(5) yes
N4 . C38 . H381 . 109.035 no
C39 . C38 . H381 . 109.035 no
N4 . C38 . H382 . 109.037 no
C39 . C38 . H382 . 109.037 no
H381 . C38 . H382 . 109.467 no
C38 . C39 . O12 . 107.2(5) yes
C38 . C39 . H391 . 110.038 no
O12 . C39 . H391 . 110.038 no
C38 . C39 . H392 . 110.038 no
O12 . C39 . H392 . 110.039 no
H391 . C39 . H392 . 109.466 no
C39 . O12 . C40 . 117.6(5) yes
O12 . C40 . C41 . 122.8(6) yes
O12 . C40 . C45 . 116.9(5) yes
C41 . C40 . C45 . 120.3(5) yes
C40 . C41 . C42 . 118.5(6) yes
C40 . C41 . H411 . 120.726 no
C42 . C41 . H411 . 120.727 no
C41 . C42 . C43 . 120.5(5) yes
C41 . C42 . H421 . 119.767 no
C43 . C42 . H421 . 119.766 no
C42 . C43 . C44 . 121.0(6) yes
C42 . C43 . O13 . 116.5(5) yes
C44 . C43 . O13 . 122.4(6) yes
C43 . C44 . C45 . 118.2(6) yes
C43 . C44 . H441 . 120.878 no
C45 . C44 . H441 . 120.878 no
C40 . C45 . C44 . 121.4(5) yes
C40 . C45 . H451 . 119.287 no
C44 . C45 . H451 . 119.288 no
C43 . O13 . C46 . 118.4(5) yes
O13 . C46 . C47 . 108.3(6) yes
O13 . C46 . H461 . 109.762 no
C47 . C46 . H461 . 109.762 no
O13 . C46 . H462 . 109.764 no
C47 . C46 . H462 . 109.765 no
H461 . C46 . H462 . 109.468 no
C46 . C47 . O14 . 111.1(6) yes
C46 . C47 . H471 . 109.058 no
O14 . C47 . H471 . 109.056 no
C46 . C47 . H472 . 109.058 no
O14 . C47 . H472 . 109.055 no
H471 . C47 . H472 . 109.467 no
C47 . O14 . C48 . 117.6(8) yes
O14 . C48 . C49 . 116.6(10) yes
O14 . C48 . H481 . 107.674 no
C49 . C48 . H481 . 107.674 no
O14 . C48 . H482 . 107.670 no
C49 . C48 . H482 . 107.668 no
H481 . C48 . H482 . 109.468 no
C48 . C49 . O15 . 112.7(10) yes
C48 . C49 . H491 . 108.658 no
O15 . C49 . H491 . 108.660 no
C48 . C49 . H492 . 108.662 no
O15 . C49 . H492 . 108.664 no
H491 . C49 . H492 . 109.465 no
C49 . O15 . C50 . 107.8(10) yes
O15 . C50 . C51 . 106.9(10) yes
O15 . C50 . H501 . 110.107 no
C51 . C50 . H501 . 110.116 no
O15 . C50 . H502 . 110.106 no
C51 . C50 . H502 . 110.110 no
H501 . C50 . H502 . 109.465 no
C50 . C51 . C52 . 111.6(13) yes
C50 . C51 . H511 . 124.187 no
C52 . C51 . H511 . 124.190 no
C51 . C52 . C53 . 129.0(14) yes
C51 . C52 . H521 . 115.490 no
C53 . C52 . H521 . 115.476 no
C52 . C53 . O16 . 109.9(13) yes
C52 . C53 . H531 . 109.359 no
O16 . C53 . H531 . 109.380 no
C52 . C53 . H532 . 109.373 no
O16 . C53 . H532 . 109.389 no
H531 . C53 . H532 . 109.462 no
C53 . O16 . C54 . 116.1(11) yes
O16 . C54 . C55 . 113.8(10) yes
O16 . C54 . H541 . 108.390 no
C55 . C54 . H541 . 108.386 no
O16 . C54 . H542 . 108.387 no
C55 . C54 . H542 . 108.385 no
H541 . C54 . H542 . 109.468 no
C54 . C55 . O17 . 111.4(8) yes
C54 . C55 . H551 . 108.980 no
O17 . C55 . H551 . 108.979 no
C54 . C55 . H552 . 108.980 no
O17 . C55 . H552 . 108.978 no
H551 . C55 . H552 . 109.465 no
C55 . O17 . C56 . 112.3(6) yes
O17 . C56 . C57 . 108.6(6) yes
O17 . C56 . H561 . 109.678 no
C57 . C56 . H561 . 109.678 no
O17 . C56 . H562 . 109.677 no
C57 . C56 . H562 . 109.677 no
H561 . C56 . H562 . 109.467 no
C56 . C57 . O18 . 109.3(6) yes
C56 . C57 . H571 . 109.523 no
O18 . C57 . H571 . 109.523 no
C56 . C57 . H572 . 109.522 no
O18 . C57 . H572 . 109.522 no
H571 . C57 . H572 . 109.467 no
C57 . O18 . C58 . 117.9(5) yes
O18 . C58 . C59 . 125.0(6) yes
O18 . C58 . C63 . 115.8(5) yes
C59 . C58 . C63 . 119.2(6) yes
C58 . C59 . C60 . 120.0(6) yes
C58 . C59 . H591 . 120.003 no
C60 . C59 . H591 . 120.001 no
C59 . C60 . C61 . 120.1(6) yes
C59 . C60 . H601 . 119.930 no
C61 . C60 . H601 . 119.929 no
C60 . C61 . C62 . 120.1(6) yes
C60 . C61 . O19 . 115.8(6) yes
C62 . C61 . O19 . 124.0(6) yes
C61 . C62 . C63 . 119.8(6) yes
C61 . C62 . H621 . 120.116 no
C63 . C62 . H621 . 120.118 no
C58 . C63 . C62 . 120.7(6) yes
C58 . C63 . H631 . 119.629 no
C62 . C63 . H631 . 119.628 no
C61 . O19 . C64 . 117.2(5) yes
O19 . C64 . C65 . 108.4(5) yes
O19 . C64 . H641 . 109.748 no
C65 . C64 . H641 . 109.749 no
O19 . C64 . H642 . 109.748 no
C65 . C64 . H642 . 109.749 no
H641 . C64 . H642 . 109.467 no
C64 . C65 . N5 . 109.9(5) yes
C64 . C65 . H651 . 109.362 no
N5 . C65 . H651 . 109.362 no
C64 . C65 . H652 . 109.361 no
N5 . C65 . H652 . 109.361 no
H651 . C65 . H652 . 109.466 no
C65 . N5 . C66 . 119.6(5) yes
C65 . N5 . H4 . 120.203 no
C66 . N5 . H4 . 120.204 no
N5 . C66 . O20 . 122.3(5) yes
N5 . C66 . C67 . 117.5(5) yes
O20 . C66 . C67 . 120.2(5) yes
C66 . C67 . C68 . 125.5(5) yes
C66 . C67 . C71 . 115.2(5) yes
C68 . C67 . C71 . 119.3(5) yes
C67 . C68 . C69 . 119.9(5) yes
C67 . C68 . H681 . 120.034 no
C69 . C68 . H681 . 120.034 no
C37 . C69 . C68 . 125.0(5) yes
C37 . C69 . C70 . 115.5(5) yes
C68 . C69 . C70 . 119.5(5) yes
C69 . C70 . N6 . 120.4(5) yes
C69 . C70 . H701 . 119.780 no
N6 . C70 . H701 . 119.781 no
C70 . N6 . C71 . 121.7(5) yes
C70 . N6 . C72 . 118.7(5) yes
C71 . N6 . C72 . 119.5(5) yes
C67 . C71 . N6 . 119.2(5) yes
C67 . C71 . H711 . 120.424 no
N6 . C71 . H711 . 120.424 no
N6 . C72 . H721 . 109.467 no
N6 . C72 . H722 . 109.467 no
H721 . C72 . H722 . 109.477 no
N6 . C72 . H723 . 109.466 no
H721 . C72 . H723 . 109.474 no
H722 . C72 . H723 . 109.476 no
F1 . P1 . F2 . 176.4(4) yes
F1 . P1 . F3 . 91.2(5) yes
F2 . P1 . F3 . 92.3(5) yes
F1 . P1 . F4 . 88.8(4) yes
F2 . P1 . F4 . 87.6(4) yes
F3 . P1 . F4 . 177.1(6) yes
F1 . P1 . F5 . 89.6(4) yes
F2 . P1 . F5 . 89.6(4) yes
F3 . P1 . F5 . 90.5(6) yes
F4 . P1 . F5 . 86.6(4) yes
F1 . P1 . F6 . 90.2(3) yes
F2 . P1 . F6 . 90.3(4) yes
F3 . P1 . F6 . 93.7(6) yes
F4 . P1 . F6 . 89.1(4) yes
F5 . P1 . F6 . 175.8(5) yes
Cl2 . C73 . Cl3 . 111.8(6) yes
Cl2 . C73 . H731 . 108.895 no
Cl3 . C73 . H731 . 108.897 no
Cl2 . C73 . H732 . 108.894 no
Cl3 . C73 . H732 . 108.895 no
H731 . C73 . H732 . 109.466 no
Cl4 . C74 . Cl5 . 115.5(9) yes
Cl4 . C74 . H741 . 107.958 no
Cl5 . C74 . H741 . 107.964 no
Cl4 . C74 . H742 . 107.949 no
Cl5 . C74 . H742 . 107.955 no
H741 . C74 . H742 . 109.466 no

loop_
_geom_hbond_atom_site_label_d
_geom_hbond_atom_site_label_h
_geom_hbond_atom_site_label_a
_geom_hbond_distance_dh
_geom_hbond_distance_ha
_geom_hbond_distance_da
_geom_hbond_angle_dha
_geom_hbond_publ_flag
N1 H1 Cl1 0.90 2.40 3.288(5) 169 yes
C32 H321 Cl1 1.00 2.41 3.414(5) 174 yes
N2 H2 Cl1 0.90 2.63 3.518(5) 170 yes
N4 H3 Cl1 0.90 2.53 3.415(5) 168 yes
C68 H681 Cl1 1.00 2.41 3.406(5) 174 yes
N5 H4 Cl1 0.90 2.44 3.327(5) 169 yes