# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_phenylmacrocycle_3

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. 
;
_refine_special_details          
; 
An area of disordered solvent is present; this was modelled as an acetone
solvate disordered over two positions.  Restraints were applied to bond 
lengths and angles, and thermal and vibrational ellipsoid parameters.  The 
occupancies of the two positions were refined.

There is still some residual electron density around this solvent molecule, 
which could not be satisfactorily modelled.
;

_cell_length_a                   10.4843(2)
_cell_length_b                   12.9226(3)
_cell_length_c                   14.6707(4)
_cell_angle_alpha                101.9535(10)
_cell_angle_beta                 99.7473(10)
_cell_angle_gamma                99.3290(10)
_cell_volume                     1875.98(8)

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C37 H44 N6 O8'
_chemical_formula_moiety         'C34 H38 N6 O7, C3 H6 O'
_chemical_compound_source        synthesized
_chemical_formula_weight         700.79


_cell_measurement_reflns_used    7317
_cell_measurement_theta_min      5
_cell_measurement_theta_max      26
_cell_measurement_temperature    150

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.200
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_max          0.700

_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             744.000
_exptl_absorpt_coefficient_mu    0.089

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.639
_exptl_absorpt_correction_T_max  1.00

_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150
_diffrn_reflns_number            33929
_reflns_number_total             7474
_diffrn_reflns_av_R_equivalents  0.035

_diffrn_reflns_theta_min         5.173
_diffrn_reflns_theta_max         26.338
_diffrn_measured_fraction_theta_max 0.980

_diffrn_reflns_theta_full        25.811
_diffrn_measured_fraction_theta_full 0.983


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -13
_reflns_limit_h_max              12
_reflns_limit_k_min              -16
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   3.15
_oxford_diffrn_Wilson_scale      0.34

_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.44
_refine_diff_density_max         1.16


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6353
_refine_ls_number_restraints     58
_refine_ls_number_parameters     497
_oxford_refine_ls_R_factor_ref   0.0740
_refine_ls_wR_factor_ref         0.1889
_refine_ls_goodness_of_fit_ref   0.9917
_refine_ls_shift/su_max          0.0003982
_refine_ls_shift/su_mean         0.0000236


# The values computed from all data 
_oxford_reflns_number_all        6373
_refine_ls_R_factor_all          0.0744
_refine_ls_wR_factor_all         0.1922

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5221
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_gt          0.1706

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 239. 398. 242. 102. 24.0 
;

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

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
O1 O -0.02741(17) 0.22418(14) 1.21379(12) 0.0486 1.0000 Uani . . . . . . .
C2 C -0.0437(2) 0.1583(2) 1.27871(17) 0.0472 1.0000 Uani . . . . . . .
C3 C -0.0966(2) 0.0431(2) 1.2239(2) 0.0511 1.0000 Uani . . . . . . .
O4 O -0.00420(15) 0.00791(14) 1.17012(13) 0.0478 1.0000 Uani . . . . . . .
C5 C -0.0461(2) -0.1019(2) 1.1193(2) 0.0527 1.0000 Uani . . . . . . .
C6 C 0.0468(2) -0.1294(2) 1.05555(19) 0.0506 1.0000 Uani . . . . . . .
O7 O 0.17479(15) -0.11909(14) 1.11376(12) 0.0467 1.0000 Uani . . . . . . .
C8 C 0.2755(2) -0.13328(18) 1.06557(16) 0.0393 1.0000 Uani . . . . . . .
C9 C 0.4021(2) -0.11357(19) 1.12141(16) 0.0410 1.0000 Uani . . . . . . .
C10 C 0.5087(2) -0.12458(19) 1.07937(15) 0.0396 1.0000 Uani . . . . . . .
C11 C 0.4913(2) -0.15514(18) 0.98128(16) 0.0375 1.0000 Uani . . . . . . .
O12 O 0.60406(15) -0.16458(14) 0.94591(11) 0.0427 1.0000 Uani . . . . . . .
C13 C 0.5883(2) -0.1831(2) 0.84551(16) 0.0413 1.0000 Uani . . . . . . .
C14 C 0.7249(2) -0.17126(19) 0.82352(15) 0.0391 1.0000 Uani . . . . . . .
N15 N 0.71199(17) -0.17484(14) 0.72231(12) 0.0351 1.0000 Uani . . . . . . .
N16 N 0.6852(2) -0.27029(15) 0.65764(14) 0.0421 1.0000 Uani . . . . . . .
N17 N 0.6669(2) -0.24965(15) 0.57289(13) 0.0416 1.0000 Uani . . . . . . .
C18 C 0.6807(2) -0.14034(17) 0.58332(15) 0.0334 1.0000 Uani . . . . . . .
C19 C 0.7097(2) -0.09293(17) 0.67916(15) 0.0340 1.0000 Uani . . . . . . .
C20 C 0.66448(19) -0.09180(17) 0.50089(15) 0.0339 1.0000 Uani . . . . . . .
C21 C 0.6444(2) -0.15568(19) 0.40864(16) 0.0384 1.0000 Uani . . . . . . .
C22 C 0.6312(2) -0.1090(2) 0.33187(16) 0.0438 1.0000 Uani . . . . . . .
C23 C 0.6375(2) 0.00195(19) 0.34521(16) 0.0403 1.0000 Uani . . . . . . .
C24 C 0.6557(2) 0.06651(18) 0.43733(15) 0.0357 1.0000 Uani . . . . . . .
C25 C 0.6688(2) 0.01859(18) 0.51398(15) 0.0358 1.0000 Uani . . . . . . .
C26 C 0.6616(2) 0.18337(19) 0.45317(16) 0.0386 1.0000 Uani . . . . . . .
N27 N 0.6611(2) 0.23623(18) 0.38172(16) 0.0515 1.0000 Uani . . . . . . .
N28 N 0.6694(2) 0.33993(19) 0.41764(17) 0.0557 1.0000 Uani . . . . . . .
N29 N 0.6739(2) 0.35326(16) 0.51184(15) 0.0458 1.0000 Uani . . . . . . .
C30 C 0.6692(2) 0.25846(18) 0.53639(17) 0.0416 1.0000 Uani . . . . . . .
C31 C 0.6831(3) 0.4599(2) 0.5727(2) 0.0564 1.0000 Uani . . . . . . .
C32 C 0.5671(3) 0.4685(2) 0.6187(2) 0.0542 1.0000 Uani . . . . . . .
O33 O 0.5784(2) 0.41305(14) 0.69386(14) 0.0547 1.0000 Uani . . . . . . .
C34 C 0.4934(3) 0.42774(19) 0.75569(18) 0.0487 1.0000 Uani . . . . . . .
C35 C 0.5056(3) 0.37386(19) 0.8283(2) 0.0522 1.0000 Uani . . . . . . .
C36 C 0.4256(3) 0.3843(2) 0.8947(2) 0.0539 1.0000 Uani . . . . . . .
C37 C 0.3344(3) 0.4499(2) 0.8891(2) 0.0574 1.0000 Uani . . . . . . .
O38 O 0.2508(2) 0.46743(18) 0.95119(16) 0.0710 1.0000 Uani . . . . . . .
C39 C 0.2479(3) 0.4065(2) 1.0212(2) 0.0566 1.0000 Uani . . . . . . .
C40 C 0.1414(3) 0.4382(2) 1.0708(2) 0.0627 1.0000 Uani . . . . . . .
O41 O 0.12610(19) 0.37682(15) 1.13897(14) 0.0558 1.0000 Uani . . . . . . .
C42 C 0.0210(3) 0.3990(2) 1.1848(2) 0.0591 1.0000 Uani . . . . . . .
C43 C 0.0115(3) 0.3359(2) 1.25881(19) 0.0547 1.0000 Uani . . . . . . .
C44 C 0.3229(3) 0.5039(2) 0.8161(2) 0.0650 1.0000 Uani . . . . . . .
C45 C 0.4006(3) 0.4928(2) 0.7499(2) 0.0595 1.0000 Uani . . . . . . .
C46 C 0.3652(2) -0.1756(2) 0.92543(17) 0.0467 1.0000 Uani . . . . . . .
C47 C 0.2582(2) -0.1640(2) 0.96793(17) 0.0483 1.0000 Uani . . . . . . .
O48 O -0.0367(7) 0.3456(7) 0.6718(5) 0.1740 0.709(9) Uani D U P . 1 . .
C49 C 0.0246(9) 0.3109(5) 0.6117(6) 0.1136 0.709(9) Uani D U P . 1 . .
C50 C 0.0784(10) 0.3793(7) 0.5486(6) 0.1477 0.709(9) Uani D U P . 1 . .
C51 C 0.0108(6) 0.1906(6) 0.5706(6) 0.1420 0.709(9) Uani D U P . 1 . .
H21 H 0.0429 0.1639 1.3217 0.0470 1.0000 Uiso R . . . . . .
H22 H -0.1057 0.1820 1.3144 0.0482 1.0000 Uiso R . . . . . .
H31 H -0.1827 0.0372 1.1817 0.0530 1.0000 Uiso R . . . . . .
H32 H -0.1056 -0.0023 1.2693 0.0525 1.0000 Uiso R . . . . . .
H51 H -0.0500 -0.1491 1.1630 0.0565 1.0000 Uiso R . . . . . .
H52 H -0.1334 -0.1124 1.0800 0.0564 1.0000 Uiso R . . . . . .
H61 H 0.0554 -0.0752 1.0173 0.0551 1.0000 Uiso R . . . . . .
H62 H 0.0149 -0.1985 1.0109 0.0550 1.0000 Uiso R . . . . . .
H91 H 0.4151 -0.0928 1.1886 0.0394 1.0000 Uiso R . . . . . .
H101 H 0.5943 -0.1101 1.1179 0.0403 1.0000 Uiso R . . . . . .
H132 H 0.5463 -0.1278 0.8261 0.0422 1.0000 Uiso R . . . . . .
H131 H 0.5358 -0.2527 0.8136 0.0422 1.0000 Uiso R . . . . . .
H142 H 0.7820 -0.1034 0.8619 0.0375 1.0000 Uiso R . . . . . .
H141 H 0.7635 -0.2311 0.8370 0.0376 1.0000 Uiso R . . . . . .
H191 H 0.7241 -0.0201 0.7102 0.0331 1.0000 Uiso R . . . . . .
H211 H 0.6386 -0.2318 0.3970 0.0384 1.0000 Uiso R . . . . . .
H221 H 0.6197 -0.1540 0.2686 0.0447 1.0000 Uiso R . . . . . .
H231 H 0.6283 0.0325 0.2914 0.0399 1.0000 Uiso R . . . . . .
H251 H 0.6794 0.0628 0.5767 0.0326 1.0000 Uiso R . . . . . .
H301 H 0.6716 0.2483 0.5974 0.0404 1.0000 Uiso R . . . . . .
H312 H 0.6904 0.5134 0.5343 0.0565 1.0000 Uiso R . . . . . .
H311 H 0.7623 0.4744 0.6223 0.0572 1.0000 Uiso R . . . . . .
H322 H 0.5682 0.5435 0.6472 0.0549 1.0000 Uiso R . . . . . .
H321 H 0.4856 0.4361 0.5698 0.0546 1.0000 Uiso R . . . . . .
H351 H 0.5679 0.3293 0.8341 0.0568 1.0000 Uiso R . . . . . .
H361 H 0.4348 0.3462 0.9456 0.0562 1.0000 Uiso R . . . . . .
H392 H 0.3307 0.4231 1.0672 0.0584 1.0000 Uiso R . . . . . .
H391 H 0.2267 0.3280 0.9913 0.0587 1.0000 Uiso R . . . . . .
H401 H 0.1679 0.5146 1.1026 0.0686 1.0000 Uiso R . . . . . .
H402 H 0.0585 0.4248 1.0254 0.0685 1.0000 Uiso R . . . . . .
H421 H 0.0382 0.4771 1.2145 0.0643 1.0000 Uiso R . . . . . .
H422 H -0.0615 0.3780 1.1369 0.0634 1.0000 Uiso R . . . . . .
H431 H 0.0950 0.3483 1.3029 0.0554 1.0000 Uiso R . . . . . .
H432 H -0.0576 0.3542 1.2909 0.0562 1.0000 Uiso R . . . . . .
H441 H 0.2613 0.5475 0.8134 0.0685 1.0000 Uiso R . . . . . .
H451 H 0.3909 0.5295 0.7007 0.0658 1.0000 Uiso R . . . . . .
H461 H 0.3531 -0.1960 0.8574 0.0476 1.0000 Uiso R . . . . . .
H471 H 0.1729 -0.1780 0.9309 0.0516 1.0000 Uiso R . . . . . .
O58 O -0.0230(13) 0.4191(9) 0.6406(8) 0.0998 0.291(9) Uani D U P . 2 . .
C61 C 0.044(2) 0.2590(13) 0.6745(11) 0.1208 0.291(9) Uani D U P . 2 . .
C60 C 0.061(2) 0.3138(15) 0.5173(10) 0.1256 0.291(9) Uani D U P . 2 . .
C59 C 0.0182(13) 0.3370(7) 0.6122(8) 0.0542 0.291(9) Uani D U P . 2 . .
H501 H 0.1237 0.3388 0.5080 0.1744 0.709(9) Uiso R . P . 1 . .
H502 H 0.0067 0.3983 0.5112 0.1744 0.709(9) Uiso R . P . 1 . .
H503 H 0.1376 0.4432 0.5866 0.1744 0.709(9) Uiso R . P . 1 . .
H511 H 0.0666 0.1800 0.5263 0.1685 0.709(9) Uiso R . P . 1 . .
H512 H -0.0784 0.1597 0.5393 0.1685 0.709(9) Uiso R . P . 1 . .
H513 H 0.0358 0.1568 0.6207 0.1685 0.709(9) Uiso R . P . 1 . .
H611 H 0.0734 0.2002 0.6395 0.1284 0.291(9) Uiso R . P . 2 . .
H612 H -0.0307 0.2322 0.6977 0.1284 0.291(9) Uiso R . P . 2 . .
H613 H 0.1131 0.2989 0.7267 0.1284 0.291(9) Uiso R . P . 2 . .
H601 H 0.0915 0.2478 0.5085 0.1420 0.291(9) Uiso R . P . 2 . .
H602 H -0.0173 0.3060 0.4709 0.1420 0.291(9) Uiso R . P . 2 . .
H603 H 0.1270 0.3697 0.5107 0.1420 0.291(9) Uiso R . P . 2 . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.89(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 . C2 . 1.416(3) yes
O1 . C43 . 1.418(3) yes
C2 . C3 . 1.502(4) yes
C2 . H21 . 0.997 no
C2 . H22 . 0.951 no
C3 . O4 . 1.421(3) yes
C3 . H31 . 0.986 no
C3 . H32 . 0.980 no
O4 . C5 . 1.418(3) yes
C5 . C6 . 1.494(4) yes
C5 . H51 . 0.974 no
C5 . H52 . 0.968 no
C6 . O7 . 1.433(3) yes
C6 . H61 . 0.987 no
C6 . H62 . 0.962 no
O7 . C8 . 1.382(3) yes
C8 . C9 . 1.391(3) yes
C8 . C47 . 1.377(3) yes
C9 . C10 . 1.377(3) yes
C9 . H91 . 0.947 no
C10 . C11 . 1.383(3) yes
C10 . H101 . 0.944 no
C11 . O12 . 1.382(3) yes
C11 . C46 . 1.385(3) yes
O12 . C13 . 1.419(3) yes
C13 . C14 . 1.512(3) yes
C13 . H132 . 0.964 no
C13 . H131 . 0.953 no
C14 . N15 . 1.458(3) yes
C14 . H142 . 0.978 no
C14 . H141 . 0.969 no
N15 . N16 . 1.347(3) yes
N15 . C19 . 1.342(3) yes
N16 . N17 . 1.314(3) yes
N17 . C18 . 1.370(3) yes
C18 . C19 . 1.372(3) yes
C18 . C20 . 1.471(3) yes
C19 . H191 . 0.932 no
C20 . C21 . 1.394(3) yes
C20 . C25 . 1.392(3) yes
C21 . C22 . 1.381(3) yes
C21 . H211 . 0.952 no
C22 . C23 . 1.396(4) yes
C22 . H221 . 0.965 no
C23 . C24 . 1.397(3) yes
C23 . H231 . 0.950 no
C24 . C25 . 1.390(3) yes
C24 . C26 . 1.469(3) yes
C25 . H251 . 0.956 no
C26 . N27 . 1.364(3) yes
C26 . C30 . 1.375(3) yes
N27 . N28 . 1.317(3) yes
N28 . N29 . 1.348(3) yes
N29 . C30 . 1.342(3) yes
N29 . C31 . 1.458(3) yes
C30 . H301 . 0.928 no
C31 . C32 . 1.497(4) yes
C31 . H312 . 0.979 no
C31 . H311 . 0.971 no
C32 . O33 . 1.433(3) yes
C32 . H322 . 0.970 no
C32 . H321 . 0.986 no
O33 . C34 . 1.382(3) yes
C34 . C35 . 1.387(4) yes
C34 . C45 . 1.388(4) yes
C35 . C36 . 1.389(4) yes
C35 . H351 . 0.943 no
C36 . C37 . 1.381(4) yes
C36 . H361 . 0.976 no
C37 . O38 . 1.378(4) yes
C37 . C44 . 1.394(4) yes
O38 . C39 . 1.420(3) yes
C39 . C40 . 1.498(4) yes
C39 . H392 . 0.967 no
C39 . H391 . 0.990 no
C40 . O41 . 1.413(3) yes
C40 . H401 . 0.972 no
C40 . H402 . 0.968 no
O41 . C42 . 1.422(3) yes
C42 . C43 . 1.493(4) yes
C42 . H421 . 0.987 no
C42 . H422 . 0.977 no
C43 . H431 . 0.965 no
C43 . H432 . 0.962 no
C44 . C45 . 1.370(4) yes
C44 . H441 . 0.924 no
C45 . H451 . 0.943 no
C46 . C47 . 1.387(3) yes
C46 . H461 . 0.959 no
C47 . H471 . 0.932 no
O48 . C49 . 1.22999(10) yes
C49 . C50 . 1.51999(10) yes
C49 . C51 . 1.52000(11) yes
C50 . H501 . 0.950 no
C50 . H502 . 0.950 no
C50 . H503 . 0.950 no
C51 . H511 . 0.950 no
C51 . H512 . 0.950 no
C51 . H513 . 0.950 no
O58 . C59 . 1.23000(10) yes
C61 . C59 . 1.52000(10) yes
C61 . H611 . 0.950 no
C61 . H612 . 0.950 no
C61 . H613 . 0.950 no
C60 . C59 . 1.51999(11) yes
C60 . H601 . 0.950 no
C60 . H602 . 0.950 no
C60 . H603 . 0.950 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
C2 . O1 . C43 . 113.13(19) yes
O1 . C2 . C3 . 109.1(2) yes
O1 . C2 . H21 . 109.9 no
C3 . C2 . H21 . 109.6 no
O1 . C2 . H22 . 108.2 no
C3 . C2 . H22 . 109.3 no
H21 . C2 . H22 . 110.7 no
C2 . C3 . O4 . 109.30(19) yes
C2 . C3 . H31 . 109.8 no
O4 . C3 . H31 . 110.7 no
C2 . C3 . H32 . 108.7 no
O4 . C3 . H32 . 107.5 no
H31 . C3 . H32 . 110.8 no
C3 . O4 . C5 . 112.14(18) yes
O4 . C5 . C6 . 109.2(2) yes
O4 . C5 . H51 . 110.8 no
C6 . C5 . H51 . 110.6 no
O4 . C5 . H52 . 109.3 no
C6 . C5 . H52 . 108.3 no
H51 . C5 . H52 . 108.6 no
C5 . C6 . O7 . 108.4(2) yes
C5 . C6 . H61 . 108.2 no
O7 . C6 . H61 . 107.0 no
C5 . C6 . H62 . 113.0 no
O7 . C6 . H62 . 113.6 no
H61 . C6 . H62 . 106.3 no
C6 . O7 . C8 . 115.91(18) yes
O7 . C8 . C9 . 116.3(2) yes
O7 . C8 . C47 . 124.5(2) yes
C9 . C8 . C47 . 119.2(2) yes
C8 . C9 . C10 . 120.3(2) yes
C8 . C9 . H91 . 119.8 no
C10 . C9 . H91 . 119.9 no
C9 . C10 . C11 . 120.5(2) yes
C9 . C10 . H101 . 119.6 no
C11 . C10 . H101 . 119.8 no
C10 . C11 . O12 . 116.23(19) yes
C10 . C11 . C46 . 119.4(2) yes
O12 . C11 . C46 . 124.4(2) yes
C11 . O12 . C13 . 115.94(17) yes
O12 . C13 . C14 . 107.36(18) yes
O12 . C13 . H132 . 107.5 no
C14 . C13 . H132 . 109.3 no
O12 . C13 . H131 . 111.8 no
C14 . C13 . H131 . 110.9 no
H132 . C13 . H131 . 109.9 no
C13 . C14 . N15 . 108.21(18) yes
C13 . C14 . H142 . 111.0 no
N15 . C14 . H142 . 110.3 no
C13 . C14 . H141 . 109.3 no
N15 . C14 . H141 . 108.8 no
H142 . C14 . H141 . 109.2 no
C14 . N15 . N16 . 120.40(18) yes
C14 . N15 . C19 . 128.41(18) yes
N16 . N15 . C19 . 110.82(17) yes
N15 . N16 . N17 . 107.19(17) yes
N16 . N17 . C18 . 109.04(18) yes
N17 . C18 . C19 . 107.57(18) yes
N17 . C18 . C20 . 122.03(19) yes
C19 . C18 . C20 . 130.40(19) yes
C18 . C19 . N15 . 105.37(18) yes
C18 . C19 . H191 . 129.3 no
N15 . C19 . H191 . 125.3 no
C18 . C20 . C21 . 120.5(2) yes
C18 . C20 . C25 . 120.43(19) yes
C21 . C20 . C25 . 119.1(2) yes
C20 . C21 . C22 . 120.0(2) yes
C20 . C21 . H211 . 121.3 no
C22 . C21 . H211 . 118.7 no
C21 . C22 . C23 . 120.8(2) yes
C21 . C22 . H221 . 119.0 no
C23 . C22 . H221 . 120.1 no
C22 . C23 . C24 . 119.6(2) yes
C22 . C23 . H231 . 119.5 no
C24 . C23 . H231 . 120.9 no
C23 . C24 . C25 . 119.0(2) yes
C23 . C24 . C26 . 120.6(2) yes
C25 . C24 . C26 . 120.4(2) yes
C20 . C25 . C24 . 121.5(2) yes
C20 . C25 . H251 . 119.9 no
C24 . C25 . H251 . 118.7 no
C24 . C26 . N27 . 122.9(2) yes
C24 . C26 . C30 . 129.3(2) yes
N27 . C26 . C30 . 107.8(2) yes
C26 . N27 . N28 . 109.0(2) yes
N27 . N28 . N29 . 107.14(19) yes
N28 . N29 . C30 . 110.8(2) yes
N28 . N29 . C31 . 120.8(2) yes
C30 . N29 . C31 . 128.5(2) yes
C26 . C30 . N29 . 105.3(2) yes
C26 . C30 . H301 . 128.9 no
N29 . C30 . H301 . 125.8 no
N29 . C31 . C32 . 113.4(2) yes
N29 . C31 . H312 . 108.8 no
C32 . C31 . H312 . 108.8 no
N29 . C31 . H311 . 107.2 no
C32 . C31 . H311 . 108.6 no
H312 . C31 . H311 . 110.1 no
C31 . C32 . O33 . 108.1(2) yes
C31 . C32 . H322 . 110.4 no
O33 . C32 . H322 . 107.6 no
C31 . C32 . H321 . 108.4 no
O33 . C32 . H321 . 111.6 no
H322 . C32 . H321 . 110.8 no
C32 . O33 . C34 . 116.7(2) yes
O33 . C34 . C35 . 116.2(2) yes
O33 . C34 . C45 . 124.3(2) yes
C35 . C34 . C45 . 119.5(3) yes
C34 . C35 . C36 . 120.6(2) yes
C34 . C35 . H351 . 121.3 no
C36 . C35 . H351 . 118.1 no
C35 . C36 . C37 . 119.7(3) yes
C35 . C36 . H361 . 120.1 no
C37 . C36 . H361 . 120.2 no
C36 . C37 . O38 . 125.0(3) yes
C36 . C37 . C44 . 119.4(3) yes
O38 . C37 . C44 . 115.6(3) yes
C37 . O38 . C39 . 118.4(2) yes
O38 . C39 . C40 . 104.9(2) yes
O38 . C39 . H392 . 112.5 no
C40 . C39 . H392 . 109.3 no
O38 . C39 . H391 . 110.9 no
C40 . C39 . H391 . 110.6 no
H392 . C39 . H391 . 108.5 no
C39 . C40 . O41 . 109.0(2) yes
C39 . C40 . H401 . 108.4 no
O41 . C40 . H401 . 109.6 no
C39 . C40 . H402 . 110.3 no
O41 . C40 . H402 . 109.3 no
H401 . C40 . H402 . 110.2 no
C40 . O41 . C42 . 111.7(2) yes
O41 . C42 . C43 . 110.1(2) yes
O41 . C42 . H421 . 108.8 no
C43 . C42 . H421 . 110.1 no
O41 . C42 . H422 . 108.5 no
C43 . C42 . H422 . 109.3 no
H421 . C42 . H422 . 110.1 no
C42 . C43 . O1 . 109.3(2) yes
C42 . C43 . H431 . 111.4 no
O1 . C43 . H431 . 108.8 no
C42 . C43 . H432 . 109.0 no
O1 . C43 . H432 . 106.4 no
H431 . C43 . H432 . 111.8 no
C37 . C44 . C45 . 121.0(3) yes
C37 . C44 . H441 . 118.2 no
C45 . C44 . H441 . 120.8 no
C34 . C45 . C44 . 119.9(3) yes
C34 . C45 . H451 . 120.4 no
C44 . C45 . H451 . 119.7 no
C11 . C46 . C47 . 120.0(2) yes
C11 . C46 . H461 . 119.5 no
C47 . C46 . H461 . 120.5 no
C46 . C47 . C8 . 120.7(2) yes
C46 . C47 . H471 . 120.6 no
C8 . C47 . H471 . 118.7 no
O48 . C49 . C50 . 122.00(2) yes
O48 . C49 . C51 . 122.00(2) yes
C50 . C49 . C51 . 112.7(5) yes
C49 . C50 . H501 . 109.2 no
C49 . C50 . H502 . 108.9 no
H501 . C50 . H502 . 109.5 no
C49 . C50 . H503 . 110.2 no
H501 . C50 . H503 . 109.5 no
H502 . C50 . H503 . 109.5 no
C49 . C51 . H511 . 109.4 no
C49 . C51 . H512 . 109.5 no
H511 . C51 . H512 . 109.5 no
C49 . C51 . H513 . 109.4 no
H511 . C51 . H513 . 109.5 no
H512 . C51 . H513 . 109.5 no
C59 . C61 . H611 . 109.2 no
C59 . C61 . H612 . 113.5 no
H611 . C61 . H612 . 109.5 no
C59 . C61 . H613 . 105.6 no
H611 . C61 . H613 . 109.5 no
H612 . C61 . H613 . 109.5 no
C59 . C60 . H601 . 109.8 no
C59 . C60 . H602 . 104.6 no
H601 . C60 . H602 . 109.5 no
C59 . C60 . H603 . 113.8 no
H601 . C60 . H603 . 109.5 no
H602 . C60 . H603 . 109.5 no
C61 . C59 . C60 . 115.7(3) yes
C61 . C59 . O58 . 122.00(2) yes
C60 . C59 . O58 . 122.00(2) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C14 . H141 . O41 2_657 175 0.97 2.42 3.385(6) yes
C31 . H311 . O58 1_655 137 0.97 2.46 3.236(6) yes
C32 . H322 . N16 1_565 142 0.97 2.48 3.295(6) yes
C42 . H421 . O48 2_567 161 0.99 2.54 3.490(6) yes
C42 . H421 . O58 2_567 135 0.99 2.31 3.092(6) yes
C47 . H471 . O1 2_557 152 0.93 2.30 3.148(6) yes
_database_code_depnum_ccdc_archive 'CCDC 982137'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_propylmacrocycle4
#==============================================================================
_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. 
;
_refine_special_details          
; 
The polyether parts of the macrocycles required restraints on bond lengths
and angles to achieve a sensible refinement.  There is some residual electron
density around this part of the molecule, suggesting some positional disorder.
Attempts to model this were unsuccessful.
;
_cell_length_a                   9.7515(2)
_cell_length_b                   65.1244(16)
_cell_length_c                   10.1151(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6423.7(3)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21 '
_symmetry_space_group_name_Hall  'P 2c -2n'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,z+1/2
-x+1/2,y+1/2,z+1/2
x+1/2,-y+1/2,z

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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C62 H80 N12 O14'
_chemical_formula_moiety         '2(C31 H40 N6 O7)'
_chemical_compound_source        synthesized
_chemical_formula_weight         1217.39


_cell_measurement_reflns_used    10973
_cell_measurement_theta_min      1.8186
_cell_measurement_theta_max      32.1020
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.03
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.12

_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2592
_exptl_absorpt_coefficient_mu    0.090

_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrysAlis Pro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.729
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68889
_diffrn_measurement_method       ω/2θ

_computing_data_collection       'CrystalClear (Rigaku, 1997--2002)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'


_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0

_diffrn_ambient_temperature      150
_diffrn_reflns_number            79874
_reflns_number_total             12155
_diffrn_reflns_av_R_equivalents  0.102

_diffrn_reflns_theta_min         1.876
_diffrn_reflns_theta_max         33.245
_diffrn_measured_fraction_theta_max 0.939

_diffrn_reflns_theta_full        31.583
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -99
_diffrn_reflns_limit_k_max       95
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              0
_reflns_limit_h_max              14
_reflns_limit_k_min              0
_reflns_limit_k_max              99
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   2.81
_oxford_diffrn_Wilson_scale      9.85

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.50
_refine_diff_density_max         1.07


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         8626
_refine_ls_number_restraints     25
_refine_ls_number_parameters     793
_oxford_refine_ls_R_factor_ref   0.0799
_refine_ls_wR_factor_ref         0.1911
_refine_ls_goodness_of_fit_ref   0.9502
_refine_ls_shift/su_max          0.0005411
_refine_ls_shift/su_mean         0.0000386


# The values computed from all data 
_oxford_reflns_number_all        8626
_refine_ls_R_factor_all          0.0799
_refine_ls_wR_factor_all         0.1911

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7461
_refine_ls_R_factor_gt           0.0716
_refine_ls_wR_factor_gt          0.1855

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration unk


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 62.1 100. 57.4 21.8 4.43 
;

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

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
O1 O 0.2951(4) 0.57143(5) 0.2154(3) 0.0402 1.0000 Uani D . . . . . .
C2 C 0.3172(4) 0.59071(6) 0.2686(4) 0.0294 1.0000 Uani . . . . . . .
C3 C 0.3339(4) 0.60620(7) 0.1752(4) 0.0322 1.0000 Uani . . . . . . .
C4 C 0.3590(4) 0.62619(6) 0.2165(5) 0.0323 1.0000 Uani . . . . . . .
C5 C 0.3646(4) 0.63088(7) 0.3506(4) 0.0305 1.0000 Uani . . . . . . .
O6 O 0.3824(4) 0.65122(5) 0.3786(3) 0.0403 1.0000 Uani . . . . . . .
C7 C 0.3971(6) 0.65690(7) 0.5138(5) 0.0416 1.0000 Uani . . . . . . .
C8 C 0.3957(6) 0.68026(7) 0.5163(5) 0.0405 1.0000 Uani . . . . . . .
N9 N 0.5079(4) 0.68924(6) 0.4421(4) 0.0363 1.0000 Uani . . . . . . .
N10 N 0.6262(5) 0.69429(7) 0.5012(4) 0.0444 1.0000 Uani . . . . . . .
N11 N 0.7043(4) 0.70250(7) 0.4121(5) 0.0454 1.0000 Uani . . . . . . .
C12 C 0.6403(5) 0.70287(7) 0.2952(5) 0.0365 1.0000 Uani . . . . . . .
C13 C 0.5120(5) 0.69437(8) 0.3133(5) 0.0390 1.0000 Uani . . . . . . .
C14 C 0.7070(5) 0.71199(8) 0.1758(5) 0.0429 1.0000 Uani . . . . . . .
C15 C 0.6068(5) 0.72205(7) 0.0808(5) 0.0373 1.0000 Uani . . . . . . .
C16 C 0.6763(5) 0.73503(7) -0.0261(5) 0.0362 1.0000 Uani . . . . . . .
C17 C 0.7791(4) 0.72379(6) -0.1071(4) 0.0299 1.0000 Uani . . . . . . .
N18 N 0.9161(3) 0.72454(6) -0.0760(4) 0.0348 1.0000 Uani . . . . . . .
N19 N 0.9861(3) 0.71386(6) -0.1652(4) 0.0364 1.0000 Uani . . . . . . .
N20 N 0.8939(3) 0.70650(5) -0.2527(4) 0.0303 1.0000 Uani . . . . . . .
C21 C 0.7654(4) 0.71218(6) -0.2204(5) 0.0311 1.0000 Uani . . . . . . .
C22 C 0.9417(4) 0.69492(8) -0.3660(5) 0.0371 1.0000 Uani . . . . . . .
C23 C 0.9107(5) 0.67210(7) -0.3567(5) 0.0376 1.0000 Uani . . . . . . .
O24 O 0.9795(4) 0.66442(5) -0.2422(4) 0.0405 1.0000 Uani . . . . . . .
C25 C 0.9652(4) 0.64380(7) -0.2141(4) 0.0338 1.0000 Uani . . . . . . .
C26 C 0.9654(4) 0.63838(7) -0.0813(4) 0.0331 1.0000 Uani . . . . . . .
C27 C 0.9615(5) 0.61808(8) -0.0436(4) 0.0347 1.0000 Uani . . . . . . .
C28 C 0.9573(4) 0.60261(7) -0.1392(4) 0.0337 1.0000 Uani . . . . . . .
O29 O 0.9552(4) 0.58189(5) -0.1127(3) 0.0419 1.0000 Uani D . . . . . .
C30 C 0.9551(5) 0.57604(7) 0.0225(4) 0.0382 1.0000 Uani D . . . . . .
C31 C 0.9565(4) 0.55311(7) 0.0313(5) 0.0416 1.0000 Uani D . . . . . .
H31 H 0.3310 0.6029 0.0876 0.0340 1.0000 Uiso . . . . . . .
O32 O 0.8323(3) 0.54509(4) -0.0193(3) 0.0390 1.0000 Uani D . . . . . .
C33 C 0.8228(6) 0.52343(6) -0.0052(5) 0.0449 1.0000 Uani D . . . . . .
C34 C 0.6968(5) 0.51630(7) -0.0747(6) 0.0535 1.0000 Uani D . . . . . .
O35 O 0.5726(5) 0.52180(6) -0.0128(6) 0.0842 1.0000 Uani D . . . . . .
C36 C 0.5146(8) 0.50655(9) 0.0660(8) 0.0918 1.0000 Uani D . . . . . .
C37 C 0.3753(6) 0.51223(8) 0.1043(6) 0.0563 1.0000 Uani D . . . . . .
O38 O 0.3780(3) 0.52925(6) 0.1902(5) 0.0602 1.0000 Uani D . . . . . .
C39 C 0.2469(4) 0.53575(6) 0.2282(5) 0.0374 1.0000 Uani D . . . . . .
C40 C 0.2601(4) 0.55531(6) 0.3036(4) 0.0347 1.0000 Uani D . . . . . .
C41 C 0.9548(6) 0.60803(8) -0.2728(5) 0.0442 1.0000 Uani . . . . . . .
H41 H 0.3718 0.6366 0.1542 0.0378 1.0000 Uiso . . . . . . .
C42 C 0.9585(6) 0.62863(8) -0.3095(5) 0.0466 1.0000 Uani . . . . . . .
C43 C 0.3501(4) 0.61520(7) 0.4430(4) 0.0321 1.0000 Uani . . . . . . .
C44 C 0.3270(4) 0.59505(7) 0.4021(4) 0.0326 1.0000 Uani . . . . . . .
O45 O 0.4313(3) 0.68940(4) 0.8699(4) 0.0357 1.0000 Uani D . . . . . .
C46 C 0.4344(4) 0.66835(6) 0.8712(4) 0.0261 1.0000 Uani . . . . . . .
C47 C 0.5643(4) 0.65955(6) 0.8730(5) 0.0335 1.0000 Uani . . . . . . .
C48 C 0.5801(4) 0.63844(6) 0.8722(5) 0.0352 1.0000 Uani . . . . . . .
C49 C 0.4650(4) 0.62587(6) 0.8692(4) 0.0264 1.0000 Uani . . . . . . .
O50 O 0.4686(3) 0.60466(4) 0.8726(4) 0.0335 1.0000 Uani . . . . . . .
C51 C 0.5982(4) 0.59481(6) 0.8757(6) 0.0372 1.0000 Uani . . . . . . .
C52 C 0.5724(5) 0.57246(7) 0.9053(6) 0.0411 1.0000 Uani . . . . . . .
N53 N 0.4743(4) 0.56352(5) 0.8123(4) 0.0331 1.0000 Uani . . . . . . .
N54 N 0.5135(4) 0.55679(6) 0.6934(5) 0.0417 1.0000 Uani . . . . . . .
N55 N 0.3999(4) 0.55085(7) 0.6307(4) 0.0417 1.0000 Uani . . . . . . .
C56 C 0.2909(4) 0.55417(6) 0.7111(5) 0.0312 1.0000 Uani . . . . . . .
C57 C 0.3377(5) 0.56221(7) 0.8274(5) 0.0354 1.0000 Uani . . . . . . .
C58 C 0.1471(4) 0.54824(7) 0.6739(5) 0.0328 1.0000 Uani . . . . . . .
C59 C 0.1246(5) 0.52530(7) 0.6824(5) 0.0380 1.0000 Uani . . . . . . .
C60 C -0.0260(5) 0.51906(7) 0.6723(5) 0.0361 1.0000 Uani . . . . . . .
C61 C -0.0935(4) 0.52551(6) 0.5467(4) 0.0282 1.0000 Uani . . . . . . .
N62 N -0.0461(4) 0.52002(7) 0.4265(4) 0.0403 1.0000 Uani . . . . . . .
N63 N -0.1270(4) 0.52739(7) 0.3348(4) 0.0437 1.0000 Uani . . . . . . .
N64 N -0.2282(4) 0.53752(5) 0.3960(4) 0.0328 1.0000 Uani . . . . . . .
C65 C -0.2110(4) 0.53677(6) 0.5290(5) 0.0306 1.0000 Uani . . . . . . .
C66 C -0.3339(5) 0.54792(8) 0.3186(6) 0.0460 1.0000 Uani . . . . . . .
C67 C -0.3358(4) 0.57073(7) 0.3438(6) 0.0415 1.0000 Uani . . . . . . .
O68 O -0.2015(3) 0.57822(5) 0.3248(4) 0.0418 1.0000 Uani . . . . . . .
C69 C -0.1798(4) 0.59920(7) 0.3222(5) 0.0353 1.0000 Uani . . . . . . .
C70 C -0.0451(4) 0.60529(7) 0.3318(5) 0.0348 1.0000 Uani . . . . . . .
C71 C -0.0088(4) 0.62574(7) 0.3150(5) 0.0359 1.0000 Uani . . . . . . .
H71 H 0.4843 0.6520 0.5470 0.0529 1.0000 Uiso . . . . . . .
C72 C -0.1096(5) 0.64022(7) 0.2915(5) 0.0369 1.0000 Uani . . . . . . .
H72 H 0.3222 0.6512 0.5664 0.0532 1.0000 Uiso . . . . . . .
O73 O -0.0844(3) 0.66080(5) 0.2684(5) 0.0505 1.0000 Uani D . . . . . .
C74 C 0.0524(4) 0.66753(8) 0.2661(6) 0.0493 1.0000 Uani D . . . . . .
C75 C 0.0431(5) 0.69000(8) 0.2330(7) 0.0568 1.0000 Uani D . . . . . .
O76 O 0.1737(4) 0.69862(5) 0.2469(5) 0.0607 1.0000 Uani D . . . . . .
C77 C 0.1717(8) 0.72016(7) 0.2264(6) 0.0667 1.0000 Uani D . . . . . .
C78 C 0.1526(8) 0.73223(9) 0.3512(8) 0.0900 1.0000 Uani D . . . . . .
O79 O 0.2694(6) 0.72971(7) 0.4332(5) 0.0715 1.0000 Uani D . . . . . .
C80 C 0.2799(7) 0.74291(8) 0.5423(7) 0.0764 1.0000 Uani D . . . . . .
C81 C 0.4022(7) 0.73898(7) 0.6215(7) 0.0634 1.0000 Uani D . . . . . .
H81 H 0.4026 0.6847 0.6089 0.0482 1.0000 Uiso . . . . . . .
O82 O 0.3905(5) 0.72008(5) 0.6891(4) 0.0582 1.0000 Uani D . . . . . .
H82 H 0.3097 0.6849 0.4802 0.0479 1.0000 Uiso . . . . . . .
C83 C 0.3247(4) 0.72084(6) 0.8139(4) 0.0323 1.0000 Uani D . . . . . .
C84 C 0.3019(3) 0.69919(6) 0.8590(5) 0.0316 1.0000 Uani D . . . . . .
C85 C -0.2475(5) 0.63413(8) 0.2874(7) 0.0517 1.0000 Uani . . . . . . .
C86 C -0.2813(4) 0.61383(8) 0.3013(7) 0.0475 1.0000 Uani . . . . . . .
C87 C 0.3366(4) 0.63462(6) 0.8673(4) 0.0262 1.0000 Uani . . . . . . .
C88 C 0.3193(4) 0.65567(6) 0.8683(4) 0.0269 1.0000 Uani . . . . . . .
H131 H 0.4433 0.6925 0.2503 0.0477 1.0000 Uiso . . . . . . .
H141 H 0.7764 0.7219 0.2023 0.0511 1.0000 Uiso . . . . . . .
H142 H 0.7511 0.7007 0.1322 0.0499 1.0000 Uiso . . . . . . .
H151 H 0.5505 0.7312 0.1329 0.0460 1.0000 Uiso . . . . . . .
H152 H 0.5495 0.7117 0.0373 0.0474 1.0000 Uiso . . . . . . .
H161 H 0.7214 0.7465 0.0203 0.0426 1.0000 Uiso . . . . . . .
H162 H 0.6073 0.7402 -0.0853 0.0421 1.0000 Uiso . . . . . . .
H211 H 0.6861 0.7092 -0.2679 0.0400 1.0000 Uiso . . . . . . .
H221 H 0.9028 0.7005 -0.4468 0.0431 1.0000 Uiso . . . . . . .
H222 H 1.0408 0.6965 -0.3682 0.0446 1.0000 Uiso . . . . . . .
H231 H 0.9431 0.6651 -0.4361 0.0460 1.0000 Uiso . . . . . . .
H232 H 0.8131 0.6699 -0.3461 0.0457 1.0000 Uiso . . . . . . .
H261 H 0.9700 0.6482 -0.0168 0.0383 1.0000 Uiso . . . . . . .
H271 H 0.9597 0.6142 0.0449 0.0384 1.0000 Uiso . . . . . . .
H301 H 1.0337 0.5816 0.0683 0.0501 1.0000 Uiso . . . . . . .
H302 H 0.8715 0.5811 0.0636 0.0506 1.0000 Uiso . . . . . . .
H311 H 1.0349 0.5476 -0.0148 0.0527 1.0000 Uiso . . . . . . .
H312 H 0.9609 0.5493 0.1237 0.0519 1.0000 Uiso . . . . . . .
H331 H 0.8158 0.5199 0.0885 0.0582 1.0000 Uiso . . . . . . .
H332 H 0.9034 0.5166 -0.0429 0.0579 1.0000 Uiso . . . . . . .
H341 H 0.6950 0.5230 -0.1607 0.0674 1.0000 Uiso . . . . . . .
H342 H 0.7018 0.5015 -0.0863 0.0672 1.0000 Uiso . . . . . . .
H361 H 0.5664 0.5052 0.1382 0.1171 1.0000 Uiso . . . . . . .
H362 H 0.5104 0.4946 0.0083 0.1170 1.0000 Uiso . . . . . . .
H371 H 0.3252 0.5161 0.0260 0.0701 1.0000 Uiso . . . . . . .
H372 H 0.3313 0.5007 0.1480 0.0704 1.0000 Uiso . . . . . . .
H391 H 0.1879 0.5375 0.1501 0.0452 1.0000 Uiso . . . . . . .
H392 H 0.2079 0.5251 0.2842 0.0474 1.0000 Uiso . . . . . . .
H401 H 0.1713 0.5585 0.3466 0.0465 1.0000 Uiso . . . . . . .
H402 H 0.3321 0.5537 0.3709 0.0456 1.0000 Uiso . . . . . . .
H411 H 0.9504 0.5979 -0.3390 0.0501 1.0000 Uiso . . . . . . .
H421 H 0.9583 0.6323 -0.3985 0.0544 1.0000 Uiso . . . . . . .
H431 H 0.3501 0.6183 0.5340 0.0380 1.0000 Uiso . . . . . . .
H441 H 0.3194 0.5842 0.4639 0.0431 1.0000 Uiso . . . . . . .
H471 H 0.6396 0.6682 0.8742 0.0447 1.0000 Uiso . . . . . . .
H481 H 0.6688 0.6328 0.8740 0.0412 1.0000 Uiso . . . . . . .
H511 H 0.6541 0.6005 0.9450 0.0504 1.0000 Uiso . . . . . . .
H512 H 0.6470 0.5959 0.7919 0.0494 1.0000 Uiso . . . . . . .
H521 H 0.5330 0.5715 0.9937 0.0493 1.0000 Uiso . . . . . . .
H522 H 0.6588 0.5650 0.9012 0.0496 1.0000 Uiso . . . . . . .
H571 H 0.2866 0.5658 0.9013 0.0445 1.0000 Uiso . . . . . . .
H581 H 0.0792 0.5556 0.7290 0.0411 1.0000 Uiso . . . . . . .
H582 H 0.1327 0.5523 0.5811 0.0439 1.0000 Uiso . . . . . . .
H591 H 0.1552 0.5210 0.7670 0.0465 1.0000 Uiso . . . . . . .
H592 H 0.1780 0.5186 0.6125 0.0439 1.0000 Uiso . . . . . . .
H601 H -0.0781 0.5250 0.7451 0.0429 1.0000 Uiso . . . . . . .
H602 H -0.0314 0.5043 0.6758 0.0440 1.0000 Uiso . . . . . . .
H651 H -0.2680 0.5429 0.5930 0.0401 1.0000 Uiso . . . . . . .
H661 H -0.3180 0.5456 0.2252 0.0521 1.0000 Uiso . . . . . . .
H662 H -0.4224 0.5421 0.3437 0.0530 1.0000 Uiso . . . . . . .
H671 H -0.3981 0.5771 0.2796 0.0497 1.0000 Uiso . . . . . . .
H672 H -0.3689 0.5737 0.4320 0.0499 1.0000 Uiso . . . . . . .
H701 H 0.0215 0.5953 0.3513 0.0402 1.0000 Uiso . . . . . . .
H711 H 0.0837 0.6295 0.3197 0.0416 1.0000 Uiso . . . . . . .
H741 H 0.0927 0.6656 0.3534 0.0553 1.0000 Uiso . . . . . . .
H742 H 0.1052 0.6598 0.2008 0.0552 1.0000 Uiso . . . . . . .
H751 H -0.0167 0.6967 0.2946 0.0626 1.0000 Uiso . . . . . . .
H752 H 0.0115 0.6922 0.1436 0.0620 1.0000 Uiso . . . . . . .
H771 H 0.2619 0.7240 0.1905 0.0860 1.0000 Uiso . . . . . . .
H772 H 0.1021 0.7240 0.1621 0.0861 1.0000 Uiso . . . . . . .
H781 H 0.1364 0.7466 0.3312 0.1099 1.0000 Uiso . . . . . . .
H782 H 0.0713 0.7270 0.3972 0.1101 1.0000 Uiso . . . . . . .
H801 H 0.2791 0.7569 0.5110 0.0971 1.0000 Uiso . . . . . . .
H802 H 0.2017 0.7400 0.5953 0.0971 1.0000 Uiso . . . . . . .
H811 H 0.4128 0.7501 0.6834 0.0860 1.0000 Uiso . . . . . . .
H812 H 0.4794 0.7385 0.5618 0.0862 1.0000 Uiso . . . . . . .
H831 H 0.3843 0.7286 0.8757 0.0399 1.0000 Uiso . . . . . . .
H832 H 0.2346 0.7277 0.8083 0.0416 1.0000 Uiso . . . . . . .
H841 H 0.2568 0.6989 0.9449 0.0418 1.0000 Uiso . . . . . . .
H842 H 0.2439 0.6918 0.7964 0.0400 1.0000 Uiso . . . . . . .
H851 H -0.3161 0.6440 0.2775 0.0635 1.0000 Uiso . . . . . . .
H861 H -0.3722 0.6097 0.2956 0.0602 1.0000 Uiso . . . . . . .
H871 H 0.2603 0.6259 0.8639 0.0338 1.0000 Uiso . . . . . . .
H881 H 0.2316 0.6613 0.8687 0.0390 1.0000 Uiso . . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3509(5)
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 . C2 . 1.383(5) yes
O1 . C40 . 1.419(4) yes
C2 . C3 . 1.391(6) yes
C2 . C44 . 1.383(6) yes
C3 . C4 . 1.388(6) yes
C3 . H31 . 0.913 no
C4 . C5 . 1.392(6) yes
C4 . H41 . 0.933 no
C5 . O6 . 1.366(5) yes
C5 . C43 . 1.392(6) yes
O6 . C7 . 1.423(6) yes
C7 . C8 . 1.521(6) yes
C7 . H71 . 0.969 no
C7 . H72 . 0.976 no
C8 . N9 . 1.449(7) yes
C8 . H81 . 0.983 no
C8 . H82 . 0.963 no
N9 . N10 . 1.341(6) yes
N9 . C13 . 1.346(6) yes
N10 . N11 . 1.296(7) yes
N11 . C12 . 1.337(6) yes
C12 . C13 . 1.381(7) yes
C12 . C14 . 1.494(7) yes
C13 . H131 . 0.932 no
C14 . C15 . 1.519(7) yes
C14 . H141 . 0.972 no
C14 . H142 . 0.962 no
C15 . C16 . 1.531(7) yes
C15 . H151 . 0.965 no
C15 . H152 . 0.979 no
C16 . C17 . 1.488(6) yes
C16 . H161 . 0.987 no
C16 . H162 . 0.962 no
C17 . N18 . 1.373(5) yes
C17 . C21 . 1.379(6) yes
N18 . N19 . 1.327(6) yes
N19 . N20 . 1.350(5) yes
N20 . C21 . 1.347(5) yes
N20 . C22 . 1.449(6) yes
C21 . H211 . 0.931 no
C22 . C23 . 1.520(7) yes
C22 . H221 . 0.971 no
C22 . H222 . 0.972 no
C23 . O24 . 1.429(5) yes
C23 . H231 . 0.977 no
C23 . H232 . 0.968 no
O24 . C25 . 1.380(6) yes
C25 . C26 . 1.389(6) yes
C25 . C42 . 1.382(7) yes
C26 . C27 . 1.377(7) yes
C26 . H261 . 0.915 no
C27 . C28 . 1.398(6) yes
C27 . H271 . 0.930 no
C28 . O29 . 1.375(6) yes
C28 . C41 . 1.397(6) yes
O29 . C30 . 1.420(4) yes
C30 . C31 . 1.496(6) yes
C30 . H301 . 0.967 no
C30 . H302 . 0.973 no
C31 . O32 . 1.415(4) yes
C31 . H311 . 0.965 no
C31 . H312 . 0.968 no
O32 . C33 . 1.421(4) yes
C33 . C34 . 1.489(6) yes
C33 . H331 . 0.979 no
C33 . H332 . 0.980 no
C34 . O35 . 1.410(4) yes
C34 . H341 . 0.972 no
C34 . H342 . 0.970 no
O35 . C36 . 1.393(4) yes
C36 . C37 . 1.460(7) yes
C36 . H361 . 0.892 no
C36 . H362 . 0.975 no
C37 . O38 . 1.409(4) yes
C37 . H371 . 0.964 no
C37 . H372 . 0.973 no
O38 . C39 . 1.400(4) yes
C39 . C40 . 1.491(5) yes
C39 . H391 . 0.984 no
C39 . H392 . 0.974 no
C40 . H401 . 0.991 no
C40 . H402 . 0.984 no
C41 . C42 . 1.392(7) yes
C41 . H411 . 0.939 no
C42 . H421 . 0.932 no
C43 . C44 . 1.394(6) yes
C43 . H431 . 0.942 no
C44 . H441 . 0.945 no
O45 . C46 . 1.371(4) yes
O45 . C84 . 1.418(3) yes
C46 . C47 . 1.390(5) yes
C46 . C88 . 1.394(5) yes
C47 . C48 . 1.383(6) yes
C47 . H471 . 0.927 no
C48 . C49 . 1.390(5) yes
C48 . H481 . 0.940 no
C49 . O50 . 1.382(4) yes
C49 . C87 . 1.376(5) yes
O50 . C51 . 1.418(4) yes
C51 . C52 . 1.507(6) yes
C51 . H511 . 0.963 no
C51 . H512 . 0.975 no
C52 . N53 . 1.463(6) yes
C52 . H521 . 0.976 no
C52 . H522 . 0.975 no
N53 . N54 . 1.336(6) yes
N53 . C57 . 1.343(6) yes
N54 . N55 . 1.334(6) yes
N55 . C56 . 1.355(6) yes
C56 . C57 . 1.366(6) yes
C56 . C58 . 1.502(6) yes
C57 . H571 . 0.929 no
C58 . C59 . 1.513(6) yes
C58 . H581 . 0.990 no
C58 . H582 . 0.985 no
C59 . C60 . 1.527(6) yes
C59 . H591 . 0.949 no
C59 . H592 . 0.979 no
C60 . C61 . 1.492(6) yes
C60 . H601 . 0.974 no
C60 . H602 . 0.966 no
C61 . N62 . 1.349(6) yes
C61 . C65 . 1.371(6) yes
N62 . N63 . 1.309(6) yes
N63 . N64 . 1.339(5) yes
N64 . C65 . 1.356(6) yes
N64 . C66 . 1.461(6) yes
C65 . H651 . 0.942 no
C66 . C67 . 1.507(7) yes
C66 . H661 . 0.969 no
C66 . H662 . 0.976 no
C67 . O68 . 1.410(5) yes
C67 . H671 . 0.981 no
C67 . H672 . 0.968 no
O68 . C69 . 1.383(5) yes
C69 . C70 . 1.376(6) yes
C69 . C86 . 1.390(6) yes
C70 . C71 . 1.388(7) yes
C70 . H701 . 0.938 no
C71 . C72 . 1.383(6) yes
C71 . H711 . 0.936 no
C72 . O73 . 1.383(6) yes
C72 . C85 . 1.403(6) yes
O73 . C74 . 1.405(4) yes
C74 . C75 . 1.504(6) yes
C74 . H741 . 0.974 no
C74 . H742 . 0.977 no
C75 . O76 . 1.398(4) yes
C75 . H751 . 0.960 no
C75 . H752 . 0.965 no
O76 . C77 . 1.418(4) yes
C77 . C78 . 1.498(8) yes
C77 . H771 . 0.985 no
C77 . H772 . 0.972 no
C78 . O79 . 1.419(4) yes
C78 . H781 . 0.972 no
C78 . H782 . 0.981 no
O79 . C80 . 1.402(4) yes
C80 . C81 . 1.460(7) yes
C80 . H801 . 0.962 no
C80 . H802 . 0.952 no
C81 . O82 . 1.412(4) yes
C81 . H811 . 0.964 no
C81 . H812 . 0.966 no
O82 . C83 . 1.417(4) yes
C83 . C84 . 1.498(5) yes
C83 . H831 . 0.993 no
C83 . H832 . 0.989 no
C84 . H841 . 0.974 no
C84 . H842 . 0.975 no
C85 . C86 . 1.369(7) yes
C85 . H851 . 0.932 no
C86 . H861 . 0.929 no
C87 . C88 . 1.382(5) yes
C87 . H871 . 0.934 no
C88 . H881 . 0.932 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
C2 . O1 . C40 . 117.7(3) yes
O1 . C2 . C3 . 114.4(4) yes
O1 . C2 . C44 . 125.2(4) yes
C3 . C2 . C44 . 120.4(4) yes
C2 . C3 . C4 . 119.8(4) yes
C2 . C3 . H31 . 119.0 no
C4 . C3 . H31 . 121.2 no
C3 . C4 . C5 . 120.4(4) yes
C3 . C4 . H41 . 120.1 no
C5 . C4 . H41 . 119.5 no
C4 . C5 . O6 . 114.9(4) yes
C4 . C5 . C43 . 119.3(4) yes
O6 . C5 . C43 . 125.8(4) yes
C5 . O6 . C7 . 117.7(3) yes
O6 . C7 . C8 . 105.9(4) yes
O6 . C7 . H71 . 109.6 no
C8 . C7 . H71 . 109.3 no
O6 . C7 . H72 . 110.5 no
C8 . C7 . H72 . 111.2 no
H71 . C7 . H72 . 110.1 no
C7 . C8 . N9 . 112.9(4) yes
C7 . C8 . H81 . 108.1 no
N9 . C8 . H81 . 108.9 no
C7 . C8 . H82 . 108.2 no
N9 . C8 . H82 . 109.6 no
H81 . C8 . H82 . 109.2 no
C8 . N9 . N10 . 121.1(4) yes
C8 . N9 . C13 . 128.6(4) yes
N10 . N9 . C13 . 110.2(4) yes
N9 . N10 . N11 . 107.2(4) yes
N10 . N11 . C12 . 110.4(4) yes
N11 . C12 . C13 . 107.4(4) yes
N11 . C12 . C14 . 121.3(4) yes
C13 . C12 . C14 . 131.3(4) yes
C12 . C13 . N9 . 104.8(4) yes
C12 . C13 . H131 . 127.8 no
N9 . C13 . H131 . 127.5 no
C12 . C14 . C15 . 113.8(4) yes
C12 . C14 . H141 . 110.1 no
C15 . C14 . H141 . 109.6 no
C12 . C14 . H142 . 105.1 no
C15 . C14 . H142 . 109.2 no
H141 . C14 . H142 . 108.9 no
C14 . C15 . C16 . 113.6(4) yes
C14 . C15 . H151 . 106.6 no
C16 . C15 . H151 . 107.3 no
C14 . C15 . H152 . 110.8 no
C16 . C15 . H152 . 108.3 no
H151 . C15 . H152 . 110.1 no
C15 . C16 . C17 . 114.6(4) yes
C15 . C16 . H161 . 106.3 no
C17 . C16 . H161 . 109.6 no
C15 . C16 . H162 . 108.9 no
C17 . C16 . H162 . 107.5 no
H161 . C16 . H162 . 110.0 no
C16 . C17 . N18 . 120.8(4) yes
C16 . C17 . C21 . 131.4(4) yes
N18 . C17 . C21 . 107.7(4) yes
C17 . N18 . N19 . 109.0(4) yes
N18 . N19 . N20 . 106.8(3) yes
N19 . N20 . C21 . 111.2(4) yes
N19 . N20 . C22 . 119.3(3) yes
C21 . N20 . C22 . 129.4(4) yes
C17 . C21 . N20 . 105.2(3) yes
C17 . C21 . H211 . 128.7 no
N20 . C21 . H211 . 126.0 no
N20 . C22 . C23 . 113.3(4) yes
N20 . C22 . H221 . 110.1 no
C23 . C22 . H221 . 110.0 no
N20 . C22 . H222 . 106.3 no
C23 . C22 . H222 . 107.8 no
H221 . C22 . H222 . 109.2 no
C22 . C23 . O24 . 107.4(4) yes
C22 . C23 . H231 . 110.0 no
O24 . C23 . H231 . 110.5 no
C22 . C23 . H232 . 110.2 no
O24 . C23 . H232 . 108.8 no
H231 . C23 . H232 . 110.0 no
C23 . O24 . C25 . 117.4(3) yes
O24 . C25 . C26 . 116.5(4) yes
O24 . C25 . C42 . 123.8(4) yes
C26 . C25 . C42 . 119.6(4) yes
C25 . C26 . C27 . 120.8(4) yes
C25 . C26 . H261 . 120.8 no
C27 . C26 . H261 . 118.4 no
C26 . C27 . C28 . 120.1(4) yes
C26 . C27 . H271 . 121.8 no
C28 . C27 . H271 . 118.1 no
C27 . C28 . O29 . 124.9(4) yes
C27 . C28 . C41 . 119.2(4) yes
O29 . C28 . C41 . 115.9(4) yes
C28 . O29 . C30 . 116.8(4) yes
O29 . C30 . C31 . 109.0(4) yes
O29 . C30 . H301 . 111.1 no
C31 . C30 . H301 . 109.9 no
O29 . C30 . H302 . 108.8 no
C31 . C30 . H302 . 108.6 no
H301 . C30 . H302 . 109.4 no
C30 . C31 . O32 . 109.8(3) yes
C30 . C31 . H311 . 110.5 no
O32 . C31 . H311 . 111.4 no
C30 . C31 . H312 . 108.3 no
O32 . C31 . H312 . 107.0 no
H311 . C31 . H312 . 109.7 no
C31 . O32 . C33 . 112.7(3) yes
O32 . C33 . C34 . 108.5(4) yes
O32 . C33 . H331 . 109.7 no
C34 . C33 . H331 . 109.0 no
O32 . C33 . H332 . 111.0 no
C34 . C33 . H332 . 109.6 no
H331 . C33 . H332 . 109.0 no
C33 . C34 . O35 . 114.8(5) yes
C33 . C34 . H341 . 107.3 no
O35 . C34 . H341 . 105.6 no
C33 . C34 . H342 . 109.0 no
O35 . C34 . H342 . 110.4 no
H341 . C34 . H342 . 109.5 no
C34 . O35 . C36 . 115.0(5) yes
O35 . C36 . C37 . 110.4(6) yes
O35 . C36 . H361 . 107.8 no
C37 . C36 . H361 . 109.5 no
O35 . C36 . H362 . 104.2 no
C37 . C36 . H362 . 108.9 no
H361 . C36 . H362 . 115.9 no
C36 . C37 . O38 . 110.2(5) yes
C36 . C37 . H371 . 108.6 no
O38 . C37 . H371 . 108.1 no
C36 . C37 . H372 . 109.5 no
O38 . C37 . H372 . 109.7 no
H371 . C37 . H372 . 110.6 no
C37 . O38 . C39 . 113.0(4) yes
O38 . C39 . C40 . 108.6(3) yes
O38 . C39 . H391 . 110.4 no
C40 . C39 . H391 . 111.2 no
O38 . C39 . H392 . 107.5 no
C40 . C39 . H392 . 110.3 no
H391 . C39 . H392 . 108.8 no
C39 . C40 . O1 . 109.4(4) yes
C39 . C40 . H401 . 109.0 no
O1 . C40 . H401 . 109.5 no
C39 . C40 . H402 . 108.9 no
O1 . C40 . H402 . 110.0 no
H401 . C40 . H402 . 110.0 no
C28 . C41 . C42 . 120.0(5) yes
C28 . C41 . H411 . 120.8 no
C42 . C41 . H411 . 119.1 no
C41 . C42 . C25 . 120.3(5) yes
C41 . C42 . H421 . 120.3 no
C25 . C42 . H421 . 119.4 no
C5 . C43 . C44 . 120.5(4) yes
C5 . C43 . H431 . 120.1 no
C44 . C43 . H431 . 119.3 no
C43 . C44 . C2 . 119.6(4) yes
C43 . C44 . H441 . 121.2 no
C2 . C44 . H441 . 119.2 no
C46 . O45 . C84 . 118.0(3) yes
O45 . C46 . C47 . 115.6(3) yes
O45 . C46 . C88 . 125.1(3) yes
C47 . C46 . C88 . 119.3(3) yes
C46 . C47 . C48 . 120.8(3) yes
C46 . C47 . H471 . 118.1 no
C48 . C47 . H471 . 121.1 no
C47 . C48 . C49 . 119.7(3) yes
C47 . C48 . H481 . 119.4 no
C49 . C48 . H481 . 121.0 no
C48 . C49 . O50 . 124.5(3) yes
C48 . C49 . C87 . 119.5(3) yes
O50 . C49 . C87 . 115.9(3) yes
C49 . O50 . C51 . 118.4(3) yes
O50 . C51 . C52 . 107.0(3) yes
O50 . C51 . H511 . 110.2 no
C52 . C51 . H511 . 108.9 no
O50 . C51 . H512 . 112.5 no
C52 . C51 . H512 . 108.9 no
H511 . C51 . H512 . 109.2 no
C51 . C52 . N53 . 111.5(4) yes
C51 . C52 . H521 . 108.1 no
N53 . C52 . H521 . 107.7 no
C51 . C52 . H522 . 109.4 no
N53 . C52 . H522 . 109.8 no
H521 . C52 . H522 . 110.3 no
C52 . N53 . N54 . 121.5(4) yes
C52 . N53 . C57 . 127.0(4) yes
N54 . N53 . C57 . 111.4(4) yes
N53 . N54 . N55 . 106.6(4) yes
N54 . N55 . C56 . 108.6(4) yes
N55 . C56 . C57 . 108.4(4) yes
N55 . C56 . C58 . 122.7(4) yes
C57 . C56 . C58 . 128.8(4) yes
C56 . C57 . N53 . 105.0(4) yes
C56 . C57 . H571 . 127.6 no
N53 . C57 . H571 . 127.4 no
C56 . C58 . C59 . 112.0(3) yes
C56 . C58 . H581 . 111.0 no
C59 . C58 . H581 . 110.6 no
C56 . C58 . H582 . 107.6 no
C59 . C58 . H582 . 107.3 no
H581 . C58 . H582 . 108.2 no
C58 . C59 . C60 . 113.5(4) yes
C58 . C59 . H591 . 107.3 no
C60 . C59 . H591 . 106.5 no
C58 . C59 . H592 . 108.7 no
C60 . C59 . H592 . 110.2 no
H591 . C59 . H592 . 110.7 no
C59 . C60 . C61 . 114.0(4) yes
C59 . C60 . H601 . 110.3 no
C61 . C60 . H601 . 107.6 no
C59 . C60 . H602 . 108.4 no
C61 . C60 . H602 . 106.7 no
H601 . C60 . H602 . 109.8 no
C60 . C61 . N62 . 122.8(4) yes
C60 . C61 . C65 . 129.1(4) yes
N62 . C61 . C65 . 108.1(4) yes
C61 . N62 . N63 . 109.5(4) yes
N62 . N63 . N64 . 107.3(4) yes
N63 . N64 . C65 . 110.5(4) yes
N63 . N64 . C66 . 120.0(4) yes
C65 . N64 . C66 . 129.5(4) yes
C61 . C65 . N64 . 104.6(4) yes
C61 . C65 . H651 . 129.0 no
N64 . C65 . H651 . 126.4 no
N64 . C66 . C67 . 112.0(4) yes
N64 . C66 . H661 . 109.7 no
C67 . C66 . H661 . 108.7 no
N64 . C66 . H662 . 107.8 no
C67 . C66 . H662 . 109.0 no
H661 . C66 . H662 . 109.6 no
C66 . C67 . O68 . 107.8(4) yes
C66 . C67 . H671 . 108.0 no
O68 . C67 . H671 . 109.9 no
C66 . C67 . H672 . 111.0 no
O68 . C67 . H672 . 111.5 no
H671 . C67 . H672 . 108.6 no
C67 . O68 . C69 . 119.1(3) yes
O68 . C69 . C70 . 115.4(3) yes
O68 . C69 . C86 . 124.9(4) yes
C70 . C69 . C86 . 119.5(4) yes
C69 . C70 . C71 . 120.8(4) yes
C69 . C70 . H701 . 118.5 no
C71 . C70 . H701 . 120.8 no
C70 . C71 . C72 . 119.6(4) yes
C70 . C71 . H711 . 119.5 no
C72 . C71 . H711 . 120.9 no
C71 . C72 . O73 . 124.3(4) yes
C71 . C72 . C85 . 119.6(4) yes
O73 . C72 . C85 . 116.1(4) yes
C72 . O73 . C74 . 118.3(4) yes
O73 . C74 . C75 . 104.5(4) yes
O73 . C74 . H741 . 109.1 no
C75 . C74 . H741 . 110.6 no
O73 . C74 . H742 . 110.5 no
C75 . C74 . H742 . 112.5 no
H741 . C74 . H742 . 109.5 no
C74 . C75 . O76 . 108.2(4) yes
C74 . C75 . H751 . 109.7 no
O76 . C75 . H751 . 107.7 no
C74 . C75 . H752 . 111.7 no
O76 . C75 . H752 . 109.1 no
H751 . C75 . H752 . 110.4 no
C75 . O76 . C77 . 111.7(4) yes
O76 . C77 . C78 . 113.4(5) yes
O76 . C77 . H771 . 107.2 no
C78 . C77 . H771 . 106.7 no
O76 . C77 . H772 . 111.0 no
C78 . C77 . H772 . 110.1 no
H771 . C77 . H772 . 108.1 no
C77 . C78 . O79 . 109.4(6) yes
C77 . C78 . H781 . 110.6 no
O79 . C78 . H781 . 111.3 no
C77 . C78 . H782 . 108.5 no
O79 . C78 . H782 . 109.3 no
H781 . C78 . H782 . 107.6 no
C78 . O79 . C80 . 116.6(5) yes
O79 . C80 . C81 . 112.6(5) yes
O79 . C80 . H801 . 108.7 no
C81 . C80 . H801 . 110.7 no
O79 . C80 . H802 . 105.2 no
C81 . C80 . H802 . 108.1 no
H801 . C80 . H802 . 111.5 no
C80 . C81 . O82 . 110.6(5) yes
C80 . C81 . H811 . 108.2 no
O82 . C81 . H811 . 110.5 no
C80 . C81 . H812 . 107.4 no
O82 . C81 . H812 . 109.8 no
H811 . C81 . H812 . 110.2 no
C81 . O82 . C83 . 115.9(4) yes
O82 . C83 . C84 . 107.8(3) yes
O82 . C83 . H831 . 108.3 no
C84 . C83 . H831 . 112.1 no
O82 . C83 . H832 . 111.6 no
C84 . C83 . H832 . 108.2 no
H831 . C83 . H832 . 108.9 no
C83 . C84 . O45 . 108.3(3) yes
C83 . C84 . H841 . 110.8 no
O45 . C84 . H841 . 108.9 no
C83 . C84 . H842 . 110.5 no
O45 . C84 . H842 . 110.2 no
H841 . C84 . H842 . 108.0 no
C72 . C85 . C86 . 120.0(4) yes
C72 . C85 . H851 . 119.8 no
C86 . C85 . H851 . 120.2 no
C69 . C86 . C85 . 120.4(4) yes
C69 . C86 . H861 . 119.4 no
C85 . C86 . H861 . 120.2 no
C49 . C87 . C88 . 121.5(3) yes
C49 . C87 . H871 . 118.3 no
C88 . C87 . H871 . 120.2 no
C46 . C88 . C87 . 119.3(3) yes
C46 . C88 . H881 . 120.3 no
C87 . C88 . H881 . 120.4 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C3 . H31 . O50 1_554 143 0.91 2.56 3.332(7) yes
C8 . H81 . O82 . 126 0.98 2.45 3.128(7) yes
C15 . H152 . O45 1_554 164 0.98 2.51 3.465(7) yes
C21 . H211 . N10 1_554 137 0.93 2.60 3.336(7) yes
C22 . H221 . N11 1_554 146 0.97 2.41 3.262(7) yes
C33 . H331 . N63 1_655 150 0.98 2.60 3.484(7) yes
C52 . H522 . O32 1_556 156 0.97 2.28 3.191(7) yes
C65 . H651 . N54 1_455 158 0.94 2.53 3.419(7) yes
C83 . H832 . N19 1_456 132 0.99 2.60 3.340(7) yes
_database_code_depnum_ccdc_archive 'CCDC 982138'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_triazoliummacrocycle5BF4
#==============================================================================
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material

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 0.000 0.500 0.000 156 41 ' '
2 0.000 0.500 0.500 156 41 ' '
3 0.500 0.000 0.000 156 41 ' '
4 0.500 1.000 0.500 156 41 ' '
_platon_squeeze_details          
;
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
One of the BF4 anions appears to be disorded.  This was modelled over two
positions, with restraints applied to the bond lengths, angles and 
thermal and vibrational ellipsoid parameters of the disordered anion.

An area of ill-defined electron density was present, presumably arising from
disordered solvent molecules.  It was not possible to sensibly refine this, and
so PLATON SQUEEZE was used to include the electron density in the refinement.
;

_cell_length_a                   31.547(3)
_cell_length_b                   8.7265(7)
_cell_length_c                   32.508(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.017(13)
_cell_angle_gamma                90
_cell_volume                     8601.8(17)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1 '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
B 0.0090 0.0039 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

_chemical_formula_sum            'C37 H45.5 B2 F8 N6.5 O7'
_chemical_formula_moiety         'C36 H44 N6 O7, 0.5(C2 H3 N), 2(B F4)'
_chemical_compound_source        synthesized
_chemical_formula_weight         866.92

_cell_measurement_reflns_used    2197
_cell_measurement_theta_min      3.4541
_cell_measurement_theta_max      77.1507
_cell_measurement_temperature    150

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_max          0.40

_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3608.000
_exptl_absorpt_coefficient_mu    0.993

_exptl_absorpt_correction_T_min  0.37309
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       ω/2θ

_computing_data_collection       'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'


_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0

_diffrn_ambient_temperature      150
_diffrn_reflns_number            24424
_reflns_number_total             8924
_diffrn_reflns_av_R_equivalents  0.1082

_diffrn_reflns_theta_min         3.457
_diffrn_reflns_theta_max         77.354
_diffrn_measured_fraction_theta_max 0.979

_diffrn_reflns_theta_full        74.260
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       40
_reflns_limit_h_min              -39
_reflns_limit_h_max              37
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              40

_oxford_diffrn_Wilson_B_factor   3.05
_oxford_diffrn_Wilson_scale      1.34

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.61
_refine_diff_density_max         0.77


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6706
_refine_ls_number_restraints     82
_refine_ls_number_parameters     576
_oxford_refine_ls_R_factor_ref   0.1135
_refine_ls_wR_factor_ref         0.1834
_refine_ls_goodness_of_fit_ref   0.8725
_refine_ls_shift/su_max          0.0020778
_refine_ls_shift/su_mean         0.0000405


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6706
_refine_ls_R_factor_all          0.1135
_refine_ls_wR_factor_all         0.1834

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3733
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_gt          0.1457

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 0.00P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

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

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
F1 F 0.78426(10) 0.4345(3) 0.64018(9) 0.0558 1.0000 Uani D U . . . .
B1 B 0.75242(14) 0.5006(5) 0.65709(13) 0.0462 1.0000 Uani D U . . . .
F3 F 0.73073(15) 0.6189(5) 0.62930(13) 0.0630 0.8000 Uani D U . . 1 .
F4 F 0.77306(13) 0.5757(5) 0.69493(12) 0.0610 0.8000 Uani D U . . 1 .
F2 F 0.72183(18) 0.3968(6) 0.66074(19) 0.0813 0.8000 Uani D U . . 1 .
F6 F 0.89016(14) 1.2644(6) 0.60337(13) 0.1021 1.0000 Uani . . . . . .
B2 B 0.9177(2) 1.2397(9) 0.6440(2) 0.0611 1.0000 Uani . . . . . .
F8 F 0.95950(11) 1.1960(4) 0.64160(12) 0.0713 1.0000 Uani . . . . . .
F9 F 0.92116(16) 1.3768(5) 0.66665(15) 0.0961 1.0000 Uani . . . . . .
F7 F 0.90089(12) 1.1290(4) 0.66459(12) 0.0749 1.0000 Uani . . . . . .
O11 O 0.92454(10) 1.4467(4) 0.85211(10) 0.0403 1.0000 Uani . . . . . .
C12 C 0.89592(14) 1.3635(5) 0.82080(14) 0.0341 1.0000 Uani . . . . . .
C13 C 0.89707(14) 1.3540(5) 0.77866(14) 0.0356 1.0000 Uani . . . . . .
C14 C 0.86547(14) 1.2687(5) 0.74889(14) 0.0366 1.0000 Uani . . . . . .
C15 C 0.83251(14) 1.1921(5) 0.76187(14) 0.0345 1.0000 Uani . . . . . .
O16 O 0.80075(10) 1.1003(4) 0.73664(10) 0.0452 1.0000 Uani . . . . . .
C17 C 0.80038(14) 1.0782(6) 0.69316(14) 0.0382 1.0000 Uani . . . . . .
C18 C 0.76250(16) 0.9706(6) 0.67496(16) 0.0440 1.0000 Uani . . . . . .
N19 N 0.71954(13) 1.0480(4) 0.67119(12) 0.0366 1.0000 Uani . . . . . .
N20 N 0.69265(12) 1.0697(4) 0.63246(11) 0.0360 1.0000 Uani . . . . . .
N21 N 0.65883(12) 1.1452(4) 0.63921(11) 0.0346 1.0000 Uani . . . . . .
C22 C 0.66351(14) 1.1723(5) 0.68165(13) 0.0335 1.0000 Uani . . . . . .
C23 C 0.70306(15) 1.1061(5) 0.70205(13) 0.0374 1.0000 Uani . . . . . .
C24 C 0.63208(14) 1.2552(5) 0.69985(14) 0.0362 1.0000 Uani . . . . . .
C25 C 0.60575(16) 1.3738(5) 0.67862(15) 0.0407 1.0000 Uani . . . . . .
C26 C 0.57896(16) 1.4517(5) 0.69920(15) 0.0405 1.0000 Uani . . . . . .
C27 C 0.57795(14) 1.4140(5) 0.74040(15) 0.0401 1.0000 Uani . . . . . .
C28 C 0.60413(14) 1.2938(5) 0.76149(14) 0.0349 1.0000 Uani . . . . . .
C29 C 0.63104(14) 1.2146(5) 0.74107(14) 0.0354 1.0000 Uani . . . . . .
C30 C 0.60696(15) 1.2503(5) 0.80547(14) 0.0364 1.0000 Uani . . . . . .
N31 N 0.57663(13) 1.2751(5) 0.82860(12) 0.0416 1.0000 Uani . . . . . .
N32 N 0.59034(13) 1.2244(5) 0.86818(12) 0.0435 1.0000 Uani . . . . . .
N33 N 0.62937(13) 1.1634(5) 0.87118(12) 0.0427 1.0000 Uani . . . . . .
C34 C 0.64057(16) 1.1754(6) 0.83413(14) 0.0450 1.0000 Uani . . . . . .
C35 C 0.65468(18) 1.0975(7) 0.91181(15) 0.0523 1.0000 Uani . . . . . .
C36 C 0.69799(17) 1.1830(6) 0.92741(15) 0.0490 1.0000 Uani . . . . . .
O37 O 0.68813(12) 1.3411(5) 0.92767(12) 0.0564 1.0000 Uani . . . . . .
C38 C 0.72298(18) 1.4427(6) 0.93809(15) 0.0477 1.0000 Uani . . . . . .
C39 C 0.71264(18) 1.5952(7) 0.93000(16) 0.0524 1.0000 Uani . . . . . .
C40 C 0.74466(17) 1.7081(7) 0.94126(15) 0.0506 1.0000 Uani . . . . . .
C41 C 0.78855(18) 1.6666(6) 0.96138(15) 0.0481 1.0000 Uani . . . . . .
O42 O 0.82253(12) 1.7687(4) 0.97467(11) 0.0514 1.0000 Uani . . . . . .
C43 C 0.81252(19) 1.9296(6) 0.96978(17) 0.0560 1.0000 Uani . . . . . .
C44 C 0.85200(19) 2.0186(7) 0.99514(18) 0.0590 1.0000 Uani . . . . . .
O45 O 0.89056(13) 2.0052(4) 0.97970(12) 0.0563 1.0000 Uani . . . . . .
C46 C 0.88886(18) 2.0968(6) 0.94351(17) 0.0518 1.0000 Uani . . . . . .
C47 C 0.93503(17) 2.1026(6) 0.93844(17) 0.0500 1.0000 Uani . . . . . .
O48 O 0.94781(11) 1.9511(4) 0.93052(11) 0.0466 1.0000 Uani . . . . . .
C49 C 0.99296(15) 1.9438(6) 0.92885(16) 0.0482 1.0000 Uani . . . . . .
C50 C 1.00645(15) 1.7797(6) 0.92745(15) 0.0458 1.0000 Uani . . . . . .
O51 O 0.98148(10) 1.7122(4) 0.88850(10) 0.0413 1.0000 Uani . . . . . .
C52 C 0.99421(15) 1.5561(6) 0.88546(15) 0.0424 1.0000 Uani . . . . . .
C53 C 0.96599(15) 1.4875(6) 0.84526(15) 0.0404 1.0000 Uani . . . . . .
C54 C 0.79910(18) 1.5128(6) 0.96844(15) 0.0490 1.0000 Uani . . . . . .
C55 C 0.76716(17) 1.4011(6) 0.95696(14) 0.0472 1.0000 Uani . . . . . .
C56 C 0.53256(15) 1.3459(6) 0.81521(15) 0.0472 1.0000 Uani . . . . . .
C57 C 0.62318(16) 1.1827(6) 0.60096(14) 0.0461 1.0000 Uani . . . . . .
C58 C 0.83127(14) 1.2038(5) 0.80447(14) 0.0377 1.0000 Uani . . . . . .
C59 C 0.86226(14) 1.2879(5) 0.83332(13) 0.0344 1.0000 Uani . . . . . .
N60 N 1.0000 1.5550(9) 0.7500 0.0716 1.0000 Uani S T . . . .
C61 C 1.0000 1.4285(10) 0.7500 0.0499 1.0000 Uani S T . . . .
C62 C 1.000000(10) 1.2605(8) 0.750000(10) 0.0568 1.0000 Uani S T . . . .
H131 H 0.9182 1.4073 0.7696 0.0458 1.0000 Uiso R . . . . .
H141 H 0.8669 1.2608 0.7206 0.0470 1.0000 Uiso R . . . . .
H171 H 0.8279 1.0316 0.6909 0.0510 1.0000 Uiso R . . . . .
H172 H 0.7953 1.1751 0.6778 0.0509 1.0000 Uiso R . . . . .
H181 H 0.7645 0.8808 0.6936 0.0561 1.0000 Uiso R . . . . .
H182 H 0.7633 0.9378 0.6467 0.0561 1.0000 Uiso R . . . . .
H231 H 0.7168 1.1036 0.7314 0.0504 1.0000 Uiso R . . . . .
H251 H 0.6061 1.3988 0.6507 0.0512 1.0000 Uiso R . . . . .
H261 H 0.5612 1.5327 0.6849 0.0561 1.0000 Uiso R . . . . .
H271 H 0.5604 1.4678 0.7540 0.0522 1.0000 Uiso R . . . . .
H291 H 0.6484 1.1330 0.7550 0.0450 1.0000 Uiso R . . . . .
H341 H 0.6662 1.1373 0.8292 0.0552 1.0000 Uiso R . . . . .
H352 H 0.6384 1.1104 0.9328 0.0641 1.0000 Uiso R . . . . .
H351 H 0.6601 0.9893 0.9082 0.0641 1.0000 Uiso R . . . . .
H362 H 0.7132 1.1483 0.9562 0.0601 1.0000 Uiso R . . . . .
H361 H 0.7160 1.1622 0.9080 0.0598 1.0000 Uiso R . . . . .
H391 H 0.6833 1.6221 0.9163 0.0639 1.0000 Uiso R . . . . .
H401 H 0.7372 1.8101 0.9360 0.0630 1.0000 Uiso R . . . . .
H431 H 0.7875 1.9527 0.9805 0.0711 1.0000 Uiso R . . . . .
H432 H 0.8054 1.9574 0.9396 0.0709 1.0000 Uiso R . . . . .
H441 H 0.8600 1.9795 1.0243 0.0703 1.0000 Uiso R . . . . .
H442 H 0.8433 2.1272 0.9949 0.0698 1.0000 Uiso R . . . . .
H461 H 0.8788 2.1993 0.9481 0.0637 1.0000 Uiso R . . . . .
H462 H 0.8689 2.0509 0.9180 0.0642 1.0000 Uiso R . . . . .
H471 H 0.9547 2.1410 0.9650 0.0633 1.0000 Uiso R . . . . .
H472 H 0.9357 2.1700 0.9150 0.0630 1.0000 Uiso R . . . . .
H491 H 1.0125 1.9900 0.9541 0.0592 1.0000 Uiso R . . . . .
H492 H 0.9959 1.9922 0.9031 0.0593 1.0000 Uiso R . . . . .
H502 H 1.0378 1.7766 0.9289 0.0590 1.0000 Uiso R . . . . .
H501 H 1.0013 1.7268 0.9517 0.0589 1.0000 Uiso R . . . . .
H522 H 1.0247 1.5524 0.8849 0.0501 1.0000 Uiso R . . . . .
H521 H 0.9912 1.4969 0.9099 0.0499 1.0000 Uiso R . . . . .
H531 H 0.9804 1.3957 0.8381 0.0529 1.0000 Uiso R . . . . .
H532 H 0.9621 1.5615 0.8222 0.0530 1.0000 Uiso R . . . . .
H541 H 0.8284 1.4880 0.9815 0.0613 1.0000 Uiso R . . . . .
H551 H 0.7749 1.2973 0.9621 0.0619 1.0000 Uiso R . . . . .
H562 H 0.5173 1.3208 0.8363 0.0709 1.0000 Uiso R . . . . .
H561 H 0.5351 1.4560 0.8137 0.0711 1.0000 Uiso R . . . . .
H563 H 0.5158 1.3046 0.7875 0.0709 1.0000 Uiso R . . . . .
H573 H 0.5957 1.1926 0.6080 0.0702 1.0000 Uiso R . . . . .
H571 H 0.6292 1.2788 0.5897 0.0697 1.0000 Uiso R . . . . .
H572 H 0.6213 1.1036 0.5798 0.0701 1.0000 Uiso R . . . . .
H581 H 0.8092 1.1519 0.8132 0.0472 1.0000 Uiso R . . . . .
H591 H 0.8609 1.2975 0.8615 0.0430 1.0000 Uiso R . . . . .
H621 H 0.9988 1.2192 0.7772 0.0702 0.5000 Uiso R . . . . .
H622 H 0.9750 1.2192 0.7286 0.0702 0.5000 Uiso R . . . . .
H623 H 0.9738 1.2192 0.7558 0.0702 0.5000 Uiso R . . . . .
F12 F 0.7640(5) 0.465(2) 0.7011(3) 0.0836 0.2000 Uani D U . . 2 .
F14 F 0.7501(5) 0.6553(11) 0.6509(6) 0.0776 0.2000 Uani D U . . 2 .
F13 F 0.7112(4) 0.4311(18) 0.6400(5) 0.0573 0.2000 Uani D U . . 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.936(4)
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
F1 . B1 . 1.396(5) yes
B1 . F3 . 1.417(5) yes
B1 . F4 . 1.387(5) yes
B1 . F2 . 1.352(6) yes
F6 . B2 . 1.384(8) yes
B2 . F8 . 1.394(7) yes
B2 . F9 . 1.393(8) yes
B2 . F7 . 1.364(8) yes
O11 . C12 . 1.368(6) yes
O11 . C53 . 1.431(5) yes
C12 . C13 . 1.383(6) yes
C12 . C59 . 1.402(6) yes
C13 . C14 . 1.397(6) yes
C13 . H131 . 0.926 no
C14 . C15 . 1.396(6) yes
C14 . H141 . 0.936 no
C15 . O16 . 1.365(6) yes
C15 . C58 . 1.400(6) yes
O16 . C17 . 1.423(5) yes
C17 . C18 . 1.507(7) yes
C17 . H171 . 0.979 no
C17 . H172 . 0.972 no
C18 . N19 . 1.489(6) yes
C18 . H181 . 0.981 no
C18 . H182 . 0.970 no
N19 . N20 . 1.323(5) yes
N19 . C23 . 1.350(5) yes
N20 . N21 . 1.323(5) yes
N21 . C22 . 1.367(5) yes
N21 . C57 . 1.465(6) yes
C22 . C23 . 1.369(7) yes
C22 . C24 . 1.477(6) yes
C23 . H231 . 0.933 no
C24 . C25 . 1.386(7) yes
C24 . C29 . 1.395(6) yes
C25 . C26 . 1.391(6) yes
C25 . H251 . 0.937 no
C26 . C27 . 1.388(6) yes
C26 . H261 . 0.941 no
C27 . C28 . 1.393(7) yes
C27 . H271 . 0.926 no
C28 . C29 . 1.396(6) yes
C28 . C30 . 1.458(6) yes
C29 . H291 . 0.936 no
C30 . N31 . 1.387(5) yes
C30 . C34 . 1.369(7) yes
N31 . N32 . 1.316(6) yes
N31 . C56 . 1.474(6) yes
N32 . N33 . 1.320(6) yes
N33 . C34 . 1.349(5) yes
N33 . C35 . 1.460(6) yes
C34 . H341 . 0.928 no
C35 . C36 . 1.516(7) yes
C35 . H352 . 0.967 no
C35 . H351 . 0.973 no
C36 . O37 . 1.415(6) yes
C36 . H362 . 0.975 no
C36 . H361 . 0.975 no
O37 . C38 . 1.380(7) yes
C38 . C39 . 1.379(7) yes
C38 . C55 . 1.407(7) yes
C39 . C40 . 1.386(8) yes
C39 . H391 . 0.940 no
C40 . C41 . 1.406(7) yes
C40 . H401 . 0.925 no
C41 . O42 . 1.369(7) yes
C41 . C54 . 1.387(7) yes
O42 . C43 . 1.439(6) yes
C43 . C44 . 1.506(8) yes
C43 . H431 . 0.966 no
C43 . H432 . 0.974 no
C44 . O45 . 1.443(6) yes
C44 . H441 . 0.974 no
C44 . H442 . 0.986 no
O45 . C46 . 1.411(6) yes
C46 . C47 . 1.511(7) yes
C46 . H461 . 0.973 no
C46 . H462 . 0.979 no
C47 . O48 . 1.427(6) yes
C47 . H471 . 0.973 no
C47 . H472 . 0.966 no
O48 . C49 . 1.442(5) yes
C49 . C50 . 1.497(7) yes
C49 . H491 . 0.969 no
C49 . H492 . 0.964 no
C50 . O51 . 1.421(6) yes
C50 . H502 . 0.978 no
C50 . H501 . 0.965 no
O51 . C52 . 1.432(6) yes
C52 . C53 . 1.489(7) yes
C52 . H522 . 0.966 no
C52 . H521 . 0.976 no
C53 . H531 . 0.980 no
C53 . H532 . 0.970 no
C54 . C55 . 1.377(8) yes
C54 . H541 . 0.929 no
C55 . H551 . 0.941 no
C56 . H562 . 0.965 no
C56 . H561 . 0.966 no
C56 . H563 . 0.977 no
C57 . H573 . 0.959 no
C57 . H571 . 0.954 no
C57 . H572 . 0.964 no
C58 . C59 . 1.367(6) yes
C58 . H581 . 0.938 no
C59 . H591 . 0.932 no
N60 . C61 . 1.104(10) yes
C61 . C62 . 1.466(10) yes
C62 . H623 5_756 0.966 no
C62 . H622 5_756 0.966 no
C62 . H621 5_756 0.966 no
C62 . H621 . 0.966 no
C62 . H622 . 0.966 no
C62 . H623 . 0.966 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
F1 . B1 . F3 . 108.9(3) yes
F1 . B1 . F4 . 109.4(3) yes
F3 . B1 . F4 . 104.3(4) yes
F1 . B1 . F2 . 111.5(4) yes
F3 . B1 . F2 . 108.2(4) yes
F4 . B1 . F2 . 114.2(4) yes
F6 . B2 . F8 . 110.1(5) yes
F6 . B2 . F9 . 107.9(6) yes
F8 . B2 . F9 . 109.2(6) yes
F6 . B2 . F7 . 110.5(6) yes
F8 . B2 . F7 . 109.6(6) yes
F9 . B2 . F7 . 109.5(5) yes
C12 . O11 . C53 . 117.4(3) yes
O11 . C12 . C13 . 125.2(4) yes
O11 . C12 . C59 . 115.5(4) yes
C13 . C12 . C59 . 119.2(4) yes
C12 . C13 . C14 . 120.6(4) yes
C12 . C13 . H131 . 120.3 no
C14 . C13 . H131 . 119.0 no
C13 . C14 . C15 . 119.6(4) yes
C13 . C14 . H141 . 120.2 no
C15 . C14 . H141 . 120.2 no
C14 . C15 . O16 . 125.7(4) yes
C14 . C15 . C58 . 119.4(4) yes
O16 . C15 . C58 . 114.9(4) yes
C15 . O16 . C17 . 118.6(3) yes
O16 . C17 . C18 . 105.2(3) yes
O16 . C17 . H171 . 111.5 no
C18 . C17 . H171 . 109.5 no
O16 . C17 . H172 . 110.3 no
C18 . C17 . H172 . 110.0 no
H171 . C17 . H172 . 110.2 no
C17 . C18 . N19 . 110.8(4) yes
C17 . C18 . H181 . 110.2 no
N19 . C18 . H181 . 108.4 no
C17 . C18 . H182 . 109.3 no
N19 . C18 . H182 . 108.5 no
H181 . C18 . H182 . 109.6 no
C18 . N19 . N20 . 118.2(3) yes
C18 . N19 . C23 . 129.6(4) yes
N20 . N19 . C23 . 112.1(4) yes
N19 . N20 . N21 . 104.4(3) yes
N20 . N21 . C22 . 112.7(4) yes
N20 . N21 . C57 . 115.9(3) yes
C22 . N21 . C57 . 131.4(4) yes
N21 . C22 . C23 . 104.3(4) yes
N21 . C22 . C24 . 126.3(4) yes
C23 . C22 . C24 . 129.5(4) yes
C22 . C23 . N19 . 106.5(4) yes
C22 . C23 . H231 . 127.6 no
N19 . C23 . H231 . 125.8 no
C22 . C24 . C25 . 122.9(4) yes
C22 . C24 . C29 . 117.2(4) yes
C25 . C24 . C29 . 119.9(4) yes
C24 . C25 . C26 . 119.0(4) yes
C24 . C25 . H251 . 119.4 no
C26 . C25 . H251 . 121.6 no
C25 . C26 . C27 . 121.8(5) yes
C25 . C26 . H261 . 119.1 no
C27 . C26 . H261 . 119.1 no
C26 . C27 . C28 . 119.0(4) yes
C26 . C27 . H271 . 121.1 no
C28 . C27 . H271 . 119.9 no
C27 . C28 . C29 . 119.6(4) yes
C27 . C28 . C30 . 123.1(4) yes
C29 . C28 . C30 . 117.2(4) yes
C28 . C29 . C24 . 120.6(4) yes
C28 . C29 . H291 . 119.8 no
C24 . C29 . H291 . 119.6 no
C28 . C30 . N31 . 128.8(4) yes
C28 . C30 . C34 . 128.2(4) yes
N31 . C30 . C34 . 103.0(4) yes
C30 . N31 . N32 . 112.8(4) yes
C30 . N31 . C56 . 129.9(4) yes
N32 . N31 . C56 . 117.3(3) yes
N31 . N32 . N33 . 104.8(3) yes
N32 . N33 . C34 . 111.8(4) yes
N32 . N33 . C35 . 119.5(3) yes
C34 . N33 . C35 . 128.7(4) yes
C30 . C34 . N33 . 107.5(4) yes
C30 . C34 . H341 . 127.0 no
N33 . C34 . H341 . 125.5 no
N33 . C35 . C36 . 109.1(4) yes
N33 . C35 . H352 . 109.1 no
C36 . C35 . H352 . 108.2 no
N33 . C35 . H351 . 110.1 no
C36 . C35 . H351 . 110.2 no
H352 . C35 . H351 . 110.1 no
C35 . C36 . O37 . 107.6(4) yes
C35 . C36 . H362 . 109.2 no
O37 . C36 . H362 . 110.4 no
C35 . C36 . H361 . 109.0 no
O37 . C36 . H361 . 110.7 no
H362 . C36 . H361 . 109.9 no
C36 . O37 . C38 . 117.8(4) yes
O37 . C38 . C39 . 116.3(5) yes
O37 . C38 . C55 . 124.6(5) yes
C39 . C38 . C55 . 119.1(5) yes
C38 . C39 . C40 . 121.3(5) yes
C38 . C39 . H391 . 118.8 no
C40 . C39 . H391 . 119.9 no
C39 . C40 . C41 . 119.5(5) yes
C39 . C40 . H401 . 120.4 no
C41 . C40 . H401 . 120.1 no
C40 . C41 . O42 . 124.4(5) yes
C40 . C41 . C54 . 119.1(6) yes
O42 . C41 . C54 . 116.5(5) yes
C41 . O42 . C43 . 118.1(4) yes
O42 . C43 . C44 . 108.7(5) yes
O42 . C43 . H431 . 109.9 no
C44 . C43 . H431 . 109.2 no
O42 . C43 . H432 . 109.7 no
C44 . C43 . H432 . 110.4 no
H431 . C43 . H432 . 109.1 no
C43 . C44 . O45 . 114.6(4) yes
C43 . C44 . H441 . 107.8 no
O45 . C44 . H441 . 107.1 no
C43 . C44 . H442 . 107.7 no
O45 . C44 . H442 . 109.6 no
H441 . C44 . H442 . 109.9 no
C44 . O45 . C46 . 113.7(4) yes
O45 . C46 . C47 . 107.1(4) yes
O45 . C46 . H461 . 109.4 no
C47 . C46 . H461 . 110.4 no
O45 . C46 . H462 . 110.1 no
C47 . C46 . H462 . 109.6 no
H461 . C46 . H462 . 110.2 no
C46 . C47 . O48 . 108.5(4) yes
C46 . C47 . H471 . 108.2 no
O48 . C47 . H471 . 109.7 no
C46 . C47 . H472 . 109.6 no
O48 . C47 . H472 . 110.7 no
H471 . C47 . H472 . 110.1 no
C47 . O48 . C49 . 112.3(4) yes
O48 . C49 . C50 . 109.6(4) yes
O48 . C49 . H491 . 110.6 no
C50 . C49 . H491 . 107.7 no
O48 . C49 . H492 . 110.2 no
C50 . C49 . H492 . 107.3 no
H491 . C49 . H492 . 111.3 no
C49 . C50 . O51 . 109.3(4) yes
C49 . C50 . H502 . 108.5 no
O51 . C50 . H502 . 109.6 no
C49 . C50 . H501 . 108.6 no
O51 . C50 . H501 . 110.6 no
H502 . C50 . H501 . 110.1 no
C50 . O51 . C52 . 111.0(4) yes
O51 . C52 . C53 . 109.4(4) yes
O51 . C52 . H522 . 109.4 no
C53 . C52 . H522 . 109.1 no
O51 . C52 . H521 . 110.8 no
C53 . C52 . H521 . 109.5 no
H522 . C52 . H521 . 108.6 no
C52 . C53 . O11 . 108.3(3) yes
C52 . C53 . H531 . 109.4 no
O11 . C53 . H531 . 109.7 no
C52 . C53 . H532 . 109.1 no
O11 . C53 . H532 . 111.1 no
H531 . C53 . H532 . 109.2 no
C41 . C54 . C55 . 121.1(5) yes
C41 . C54 . H541 . 117.6 no
C55 . C54 . H541 . 121.3 no
C38 . C55 . C54 . 119.9(5) yes
C38 . C55 . H551 . 120.2 no
C54 . C55 . H551 . 119.9 no
N31 . C56 . H562 . 108.1 no
N31 . C56 . H561 . 110.3 no
H562 . C56 . H561 . 109.1 no
N31 . C56 . H563 . 110.1 no
H562 . C56 . H563 . 108.7 no
H561 . C56 . H563 . 110.6 no
N21 . C57 . H573 . 110.4 no
N21 . C57 . H571 . 109.4 no
H573 . C57 . H571 . 107.6 no
N21 . C57 . H572 . 109.1 no
H573 . C57 . H572 . 110.7 no
H571 . C57 . H572 . 109.6 no
C15 . C58 . C59 . 120.5(4) yes
C15 . C58 . H581 . 119.4 no
C59 . C58 . H581 . 120.1 no
C12 . C59 . C58 . 120.6(4) yes
C12 . C59 . H591 . 119.1 no
C58 . C59 . H591 . 120.3 no
N60 . C61 . C62 . 179.992 yes
C61 . C62 . H623 5_756 111.9 no
C61 . C62 . H622 5_756 111.9 no
H623 5_756 C62 . H622 5_756 55.2 no
C61 . C62 . H621 5_756 111.9 no
H623 5_756 C62 . H621 5_756 55.2 no
H622 5_756 C62 . H621 5_756 106.9 no
C61 . C62 . H621 . 111.9 no
H623 5_756 C62 . H621 . 106.9 no
H622 5_756 C62 . H621 . 55.3 no
H621 5_756 C62 . H621 . 136.2 no
C61 . C62 . H622 . 111.9 no
H623 5_756 C62 . H622 . 106.9 no
H622 5_756 C62 . H622 . 136.2 no
H621 5_756 C62 . H622 . 55.3 no
H621 . C62 . H622 . 106.9 no
C61 . C62 . H623 . 111.9 no
H623 5_756 C62 . H623 . 136.2 no
H622 5_756 C62 . H623 . 106.9 no
H621 5_756 C62 . H623 . 106.9 no
H621 . C62 . H623 . 55.2 no
H622 . C62 . H623 . 55.2 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C56 . H562 . O51 3_445 170.57(14) 0.965 2.473 3.428(7) yes
C56 . H563 . N60 3_445 139.57(15) 0.977 2.479 3.285(7) yes
C57 . H573 . O51 7_646 169.07(13) 0.959 2.476 3.422(7) yes
_database_code_depnum_ccdc_archive 'CCDC 982139'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_triazoliummacrocycle5Cl
#==============================================================================

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material

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 0.083 0.216 -0.032 93 24 ' '
2 0.417 0.284 0.032 92 24 ' '
3 0.583 0.717 -0.032 93 24 ' '
4 0.917 0.783 0.032 92 24 ' '
5 0.500 0.445 0.250 56 29 ' '
6 1.000 -0.055 0.250 56 29 ' '
7 0.083 0.784 0.468 93 24 ' '
8 0.583 0.284 0.468 93 24 ' '
9 0.417 0.717 0.532 92 24 ' '
10 0.917 0.217 0.532 92 24 ' '
11 0.500 0.555 0.750 56 29 ' '
12 1.000 1.055 0.750 56 29 ' '

_platon_squeeze_details          
;
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
Crystals were thin and poorly-diffracting.  Despite the use of Cu radiation 
and long exposure times, the data are relatively weak.

An area of ill-defined electron density was present, presumably arising from
disordered solvent molecules.  It was not possible to sensibly refine this, and
so PLATON SQUEEZE was used to include the electron density in the refinement.
;

_cell_length_a                   32.984(3)
_cell_length_b                   7.9218(9)
_cell_length_c                   31.212(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.499(10)
_cell_angle_gamma                90
_cell_volume                     7962.3(15)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

_chemical_formula_sum            'C36 H44 Cl2 N6 O7'
_chemical_formula_moiety         'C36 H44 N6 O7, 2(Cl)'
_chemical_compound_source        synthesized
_chemical_formula_weight         743.69


_cell_measurement_temperature    150.0
_cell_measurement_reflns_used    1188
_cell_measurement_theta_min      3.3678
_cell_measurement_theta_max      73.9124


_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.015
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_max          0.22

_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3136
_exptl_absorpt_coefficient_mu    1.900

_exptl_absorpt_correction_T_min  0.57364
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω/2θ

_computing_data_collection       'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction, 2011)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0

_diffrn_ambient_temperature      150
_diffrn_reflns_number            17300
_reflns_number_total             7825
_diffrn_reflns_av_R_equivalents  0.103

_diffrn_reflns_theta_min         3.536
_diffrn_reflns_theta_max         74.078
_diffrn_measured_fraction_theta_max 0.969

_diffrn_reflns_theta_full        68.893
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       38
_reflns_limit_h_min              -40
_reflns_limit_h_max              39
_reflns_limit_k_min              0
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              38

_oxford_diffrn_Wilson_B_factor   3.30
_oxford_diffrn_Wilson_scale      1.81

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.91
_refine_diff_density_max         0.97

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         5171
_refine_ls_number_restraints     0
_refine_ls_number_parameters     460
_oxford_refine_ls_R_factor_ref   0.1278
_refine_ls_wR_factor_ref         0.2220
_refine_ls_goodness_of_fit_ref   0.9649
_refine_ls_shift/su_max          0.0001309
_refine_ls_shift/su_mean         0.0000150

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5171
_refine_ls_R_factor_all          0.1278
_refine_ls_wR_factor_all         0.2220

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2919
_refine_ls_R_factor_gt           0.0736
_refine_ls_wR_factor_gt          0.1758

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.08P)² + 3.58P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

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

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cl1 Cl 0.27762(5) 0.5851(2) 0.17509(6) 0.0495 1.0000 Uani . . . . . .
Cl2 Cl 0.08634(11) 0.7946(4) 0.34443(10) 0.1333 1.0000 Uani . . . . . .
O3 O 0.05049(12) 1.4947(6) 0.05171(15) 0.0532 1.0000 Uani . . . . . .
C4 C 0.01032(19) 1.4677(10) 0.0602(2) 0.0608 1.0000 Uani . . . . . .
C5 C 0.00146(19) 1.2850(10) 0.0633(2) 0.0561 1.0000 Uani . . . . . .
O6 O 0.02483(12) 1.2248(6) 0.10458(14) 0.0501 1.0000 Uani . . . . . .
C7 C 0.01234(18) 1.0580(9) 0.1139(2) 0.0523 1.0000 Uani . . . . . .
C8 C 0.04132(17) 1.0004(9) 0.1555(2) 0.0490 1.0000 Uani . . . . . .
O9 O 0.07965(12) 0.9549(6) 0.14369(14) 0.0486 1.0000 Uani . . . . . .
C10 C 0.11001(18) 0.8817(8) 0.1756(2) 0.0422 1.0000 Uani . . . . . .
C11 C 0.10964(19) 0.8763(8) 0.2195(2) 0.0443 1.0000 Uani . . . . . .
C12 C 0.14197(17) 0.7969(8) 0.2488(2) 0.0411 1.0000 Uani . . . . . .
C13 C 0.17372(17) 0.7249(8) 0.2336(2) 0.0394 1.0000 Uani . . . . . .
O14 O 0.20645(12) 0.6386(6) 0.25964(14) 0.0490 1.0000 Uani . . . . . .
C15 C 0.20646(18) 0.6239(9) 0.3054(2) 0.0464 1.0000 Uani . . . . . .
C16 C 0.24305(17) 0.5138(8) 0.3250(2) 0.0449 1.0000 Uani . . . . . .
N17 N 0.28278(14) 0.6048(7) 0.32830(17) 0.0428 1.0000 Uani . . . . . .
N18 N 0.30628(15) 0.6196(7) 0.36864(17) 0.0431 1.0000 Uani . . . . . .
N19 N 0.33994(14) 0.6991(7) 0.36202(17) 0.0410 1.0000 Uani . . . . . .
C20 C 0.37334(19) 0.7246(10) 0.4017(2) 0.0525 1.0000 Uani . . . . . .
C21 C 0.33816(18) 0.7336(8) 0.3184(2) 0.0414 1.0000 Uani . . . . . .
C22 C 0.30076(18) 0.6689(8) 0.2983(2) 0.0389 1.0000 Uani . . . . . .
C23 C 0.37042(17) 0.8140(8) 0.3007(2) 0.0396 1.0000 Uani . . . . . .
C24 C 0.37216(18) 0.7782(8) 0.2573(2) 0.0422 1.0000 Uani . . . . . .
C25 C 0.40157(17) 0.8503(8) 0.2377(2) 0.0413 1.0000 Uani . . . . . .
C26 C 0.40069(18) 0.8095(9) 0.1920(2) 0.0449 1.0000 Uani . . . . . .
N27 N 0.43024(15) 0.8313(7) 0.16847(19) 0.0492 1.0000 Uani . . . . . .
N28 N 0.41884(15) 0.7760(8) 0.12682(19) 0.0536 1.0000 Uani . . . . . .
N29 N 0.38126(14) 0.7152(7) 0.12572(18) 0.0462 1.0000 Uani . . . . . .
C30 C 0.36860(18) 0.7309(8) 0.1634(2) 0.0443 1.0000 Uani . . . . . .
C31 C 0.35837(19) 0.6442(9) 0.0839(2) 0.0498 1.0000 Uani . . . . . .
C32 C 0.3175(2) 0.7321(9) 0.0698(2) 0.0537 1.0000 Uani . . . . . .
O33 O 0.32690(12) 0.9065(6) 0.06618(15) 0.0531 1.0000 Uani . . . . . .
C34 C 0.29342(19) 1.0181(9) 0.0626(2) 0.0477 1.0000 Uani . . . . . .
C35 C 0.3012(2) 1.1686(9) 0.0855(2) 0.0494 1.0000 Uani . . . . . .
C36 C 0.26998(19) 1.2876(9) 0.0825(2) 0.0494 1.0000 Uani . . . . . .
C37 C 0.23123(18) 1.2584(9) 0.0544(2) 0.0464 1.0000 Uani . . . . . .
O38 O 0.19837(13) 1.3688(6) 0.04789(15) 0.0512 1.0000 Uani . . . . . .
C39 C 0.2053(2) 1.5299(9) 0.0693(2) 0.0561 1.0000 Uani . . . . . .
C40 C 0.17077(19) 1.6451(9) 0.0484(2) 0.0525 1.0000 Uani . . . . . .
O41 O 0.13397(13) 1.6025(6) 0.06148(14) 0.0489 1.0000 Uani . . . . . .
C42 C 0.1001(2) 1.7026(10) 0.0397(2) 0.0570 1.0000 Uani . . . . . .
C43 C 0.0625(2) 1.6681(10) 0.0575(2) 0.0578 1.0000 Uani . . . . . .
C44 C 0.2240(2) 1.1058(10) 0.0328(2) 0.0551 1.0000 Uani . . . . . .
C45 C 0.25486(19) 0.9882(9) 0.0364(2) 0.0519 1.0000 Uani . . . . . .
C46 C 0.47266(19) 0.9008(11) 0.1816(2) 0.0682 1.0000 Uani . . . . . .
C47 C 0.42955(18) 0.9673(8) 0.2618(2) 0.0489 1.0000 Uani . . . . . .
C48 C 0.42823(18) 1.0012(8) 0.3047(2) 0.0452 1.0000 Uani . . . . . .
C49 C 0.39942(17) 0.9292(9) 0.3244(2) 0.0437 1.0000 Uani . . . . . .
C50 C 0.17489(18) 0.7295(8) 0.1898(2) 0.0438 1.0000 Uani . . . . . .
C51 C 0.14267(17) 0.8093(8) 0.1607(2) 0.0411 1.0000 Uani . . . . . .
H41 H -0.0104 1.5206 0.0368 0.0738 1.0000 Uiso R . . . . .
H42 H 0.0092 1.5194 0.0885 0.0744 1.0000 Uiso R . . . . .
H52 H -0.0283 1.2687 0.0603 0.0709 1.0000 Uiso R . . . . .
H51 H 0.0104 1.2251 0.0399 0.0713 1.0000 Uiso R . . . . .
H72 H -0.0160 1.0580 0.1173 0.0641 1.0000 Uiso R . . . . .
H71 H 0.0146 0.9801 0.0903 0.0641 1.0000 Uiso R . . . . .
H81 H 0.0301 0.9032 0.1681 0.0630 1.0000 Uiso R . . . . .
H82 H 0.0461 1.0910 0.1773 0.0635 1.0000 Uiso R . . . . .
H111 H 0.0871 0.9270 0.2291 0.0521 1.0000 Uiso R . . . . .
H121 H 0.1417 0.7925 0.2790 0.0545 1.0000 Uiso R . . . . .
H152 H 0.1811 0.5721 0.3100 0.0578 1.0000 Uiso R . . . . .
H151 H 0.2100 0.7339 0.3190 0.0584 1.0000 Uiso R . . . . .
H161 H 0.2426 0.4130 0.3059 0.0573 1.0000 Uiso R . . . . .
H162 H 0.2408 0.4787 0.3547 0.0570 1.0000 Uiso R . . . . .
H203 H 0.3999 0.6957 0.3955 0.0780 1.0000 Uiso R . . . . .
H202 H 0.3728 0.8416 0.4103 0.0782 1.0000 Uiso R . . . . .
H201 H 0.3678 0.6529 0.4249 0.0781 1.0000 Uiso R . . . . .
H221 H 0.2894 0.6694 0.2681 0.0526 1.0000 Uiso R . . . . .
H241 H 0.3526 0.7034 0.2415 0.0554 1.0000 Uiso R . . . . .
H301 H 0.3437 0.6961 0.1690 0.0543 1.0000 Uiso R . . . . .
H312 H 0.3750 0.6575 0.0620 0.0624 1.0000 Uiso R . . . . .
H311 H 0.3535 0.5249 0.0888 0.0618 1.0000 Uiso R . . . . .
H321 H 0.3030 0.6889 0.0413 0.0703 1.0000 Uiso R . . . . .
H322 H 0.3008 0.7140 0.0913 0.0699 1.0000 Uiso R . . . . .
H351 H 0.3276 1.1881 0.1029 0.0580 1.0000 Uiso R . . . . .
H361 H 0.2748 1.3859 0.0995 0.0664 1.0000 Uiso R . . . . .
H391 H 0.2315 1.5761 0.0656 0.0750 1.0000 Uiso R . . . . .
H392 H 0.2052 1.5171 0.1004 0.0749 1.0000 Uiso R . . . . .
H402 H 0.1671 1.6363 0.0167 0.0674 1.0000 Uiso R . . . . .
H401 H 0.1781 1.7609 0.0581 0.0674 1.0000 Uiso R . . . . .
H422 H 0.0944 1.6773 0.0083 0.0721 1.0000 Uiso R . . . . .
H421 H 0.1085 1.8208 0.0445 0.0722 1.0000 Uiso R . . . . .
H431 H 0.0398 1.7353 0.0406 0.0733 1.0000 Uiso R . . . . .
H432 H 0.0671 1.6987 0.0884 0.0730 1.0000 Uiso R . . . . .
H441 H 0.1975 1.0848 0.0149 0.0683 1.0000 Uiso R . . . . .
H451 H 0.2496 0.8863 0.0216 0.0663 1.0000 Uiso R . . . . .
H463 H 0.4885 0.8709 0.1599 0.0978 1.0000 Uiso R . . . . .
H462 H 0.4708 1.0226 0.1833 0.0983 1.0000 Uiso R . . . . .
H461 H 0.4865 0.8548 0.2098 0.0980 1.0000 Uiso R . . . . .
H471 H 0.4494 1.0212 0.2489 0.0602 1.0000 Uiso R . . . . .
H481 H 0.4475 1.0761 0.3204 0.0622 1.0000 Uiso R . . . . .
H491 H 0.3985 0.9543 0.3539 0.0573 1.0000 Uiso R . . . . .
H501 H 0.1974 0.6791 0.1798 0.0563 1.0000 Uiso R . . . . .
H511 H 0.1426 0.8152 0.1304 0.0542 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.792(4)
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
O3 . C4 . 1.422(7) yes
O3 . C43 . 1.431(8) yes
C4 . C5 . 1.484(10) yes
C4 . H41 . 0.979 no
C4 . H42 . 0.982 no
C5 . O6 . 1.432(8) yes
C5 . H52 . 0.974 no
C5 . H51 . 0.970 no
O6 . C7 . 1.433(8) yes
C7 . C8 . 1.506(9) yes
C7 . H72 . 0.963 no
C7 . H71 . 0.978 no
C8 . O9 . 1.437(6) yes
C8 . H81 . 0.974 no
C8 . H82 . 0.978 no
O9 . C10 . 1.377(8) yes
C10 . C11 . 1.376(9) yes
C10 . C51 . 1.386(8) yes
C11 . C12 . 1.395(8) yes
C11 . H111 . 0.947 no
C12 . C13 . 1.366(8) yes
C12 . H121 . 0.946 no
C13 . O14 . 1.384(7) yes
C13 . C50 . 1.376(9) yes
O14 . C15 . 1.434(7) yes
C15 . C16 . 1.507(8) yes
C15 . H152 . 0.968 no
C15 . H151 . 0.965 no
C16 . N17 . 1.480(7) yes
C16 . H161 . 0.995 no
C16 . H162 . 0.985 no
N17 . N18 . 1.333(7) yes
N17 . C22 . 1.313(7) yes
N18 . N19 . 1.331(6) yes
N19 . C20 . 1.482(8) yes
N19 . C21 . 1.376(8) yes
C20 . H203 . 0.966 no
C20 . H202 . 0.966 no
C20 . H201 . 0.968 no
C21 . C22 . 1.358(8) yes
C21 . C23 . 1.448(8) yes
C22 . H221 . 0.936 no
C23 . C24 . 1.399(8) yes
C23 . C49 . 1.411(9) yes
C24 . C25 . 1.377(8) yes
C24 . H241 . 0.934 no
C25 . C26 . 1.456(9) yes
C25 . C47 . 1.406(9) yes
C26 . N27 . 1.353(7) yes
C26 . C30 . 1.377(9) yes
N27 . N28 . 1.346(7) yes
N27 . C46 . 1.477(8) yes
N28 . N29 . 1.323(7) yes
N29 . C30 . 1.337(8) yes
N29 . C31 . 1.470(8) yes
C30 . H301 . 0.917 no
C31 . C32 . 1.496(9) yes
C31 . H312 . 0.971 no
C31 . H311 . 0.977 no
C32 . O33 . 1.425(8) yes
C32 . H321 . 0.976 no
C32 . H322 . 0.967 no
O33 . C34 . 1.400(8) yes
C34 . C35 . 1.386(9) yes
C34 . C45 . 1.375(9) yes
C35 . C36 . 1.385(9) yes
C35 . H351 . 0.933 no
C36 . C37 . 1.405(9) yes
C36 . H361 . 0.935 no
C37 . O38 . 1.373(8) yes
C37 . C44 . 1.379(10) yes
O38 . C39 . 1.435(8) yes
C39 . C40 . 1.495(9) yes
C39 . H391 . 0.967 no
C39 . H392 . 0.976 no
C40 . O41 . 1.403(7) yes
C40 . H402 . 0.974 no
C40 . H401 . 0.980 no
O41 . C42 . 1.418(8) yes
C42 . C43 . 1.488(9) yes
C42 . H422 . 0.977 no
C42 . H421 . 0.979 no
C43 . H431 . 0.976 no
C43 . H432 . 0.973 no
C44 . C45 . 1.366(9) yes
C44 . H441 . 0.946 no
C45 . H451 . 0.928 no
C46 . H463 . 0.970 no
C46 . H462 . 0.968 no
C46 . H461 . 0.972 no
C47 . C48 . 1.374(9) yes
C47 . H471 . 0.942 no
C48 . C49 . 1.364(8) yes
C48 . H481 . 0.928 no
C49 . H491 . 0.949 no
C50 . C51 . 1.391(8) yes
C50 . H501 . 0.952 no
C51 . H511 . 0.947 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
C4 . O3 . C43 . 111.4(5) yes
O3 . C4 . C5 . 111.3(6) yes
O3 . C4 . H41 . 109.1 no
C5 . C4 . H41 . 110.5 no
O3 . C4 . H42 . 108.8 no
C5 . C4 . H42 . 107.5 no
H41 . C4 . H42 . 109.6 no
C4 . C5 . O6 . 108.0(6) yes
C4 . C5 . H52 . 109.4 no
O6 . C5 . H52 . 112.2 no
C4 . C5 . H51 . 109.3 no
O6 . C5 . H51 . 108.9 no
H52 . C5 . H51 . 109.0 no
C5 . O6 . C7 . 111.6(5) yes
O6 . C7 . C8 . 107.3(5) yes
O6 . C7 . H72 . 110.6 no
C8 . C7 . H72 . 110.8 no
O6 . C7 . H71 . 110.8 no
C8 . C7 . H71 . 108.8 no
H72 . C7 . H71 . 108.5 no
C7 . C8 . O9 . 106.5(5) yes
C7 . C8 . H81 . 111.2 no
O9 . C8 . H81 . 109.8 no
C7 . C8 . H82 . 110.6 no
O9 . C8 . H82 . 110.2 no
H81 . C8 . H82 . 108.5 no
C8 . O9 . C10 . 117.5(5) yes
O9 . C10 . C11 . 124.9(5) yes
O9 . C10 . C51 . 115.4(6) yes
C11 . C10 . C51 . 119.8(6) yes
C10 . C11 . C12 . 119.8(6) yes
C10 . C11 . H111 . 118.5 no
C12 . C11 . H111 . 121.7 no
C11 . C12 . C13 . 119.7(6) yes
C11 . C12 . H121 . 119.9 no
C13 . C12 . H121 . 120.4 no
C12 . C13 . O14 . 124.1(6) yes
C12 . C13 . C50 . 121.6(6) yes
O14 . C13 . C50 . 114.3(5) yes
C13 . O14 . C15 . 117.3(5) yes
O14 . C15 . C16 . 106.1(5) yes
O14 . C15 . H152 . 111.5 no
C16 . C15 . H152 . 109.6 no
O14 . C15 . H151 . 109.8 no
C16 . C15 . H151 . 109.6 no
H152 . C15 . H151 . 110.1 no
C15 . C16 . N17 . 111.5(5) yes
C15 . C16 . H161 . 108.4 no
N17 . C16 . H161 . 109.3 no
C15 . C16 . H162 . 109.1 no
N17 . C16 . H162 . 108.6 no
H161 . C16 . H162 . 110.0 no
C16 . N17 . N18 . 115.7(5) yes
C16 . N17 . C22 . 131.9(6) yes
N18 . N17 . C22 . 112.3(5) yes
N17 . N18 . N19 . 103.3(5) yes
N18 . N19 . C20 . 115.4(5) yes
N18 . N19 . C21 . 112.9(5) yes
C20 . N19 . C21 . 131.6(5) yes
N19 . C20 . H203 . 110.1 no
N19 . C20 . H202 . 107.9 no
H203 . C20 . H202 . 110.9 no
N19 . C20 . H201 . 108.5 no
H203 . C20 . H201 . 109.7 no
H202 . C20 . H201 . 109.6 no
N19 . C21 . C22 . 102.8(5) yes
N19 . C21 . C23 . 125.9(6) yes
C22 . C21 . C23 . 131.2(6) yes
C21 . C22 . N17 . 108.7(6) yes
C21 . C22 . H221 . 126.2 no
N17 . C22 . H221 . 125.1 no
C21 . C23 . C24 . 118.0(6) yes
C21 . C23 . C49 . 123.7(6) yes
C24 . C23 . C49 . 118.3(6) yes
C23 . C24 . C25 . 121.8(6) yes
C23 . C24 . H241 . 118.1 no
C25 . C24 . H241 . 120.1 no
C24 . C25 . C26 . 118.4(6) yes
C24 . C25 . C47 . 118.6(6) yes
C26 . C25 . C47 . 122.9(6) yes
C25 . C26 . N27 . 129.8(6) yes
C25 . C26 . C30 . 125.8(5) yes
N27 . C26 . C30 . 104.4(6) yes
C26 . N27 . N28 . 113.6(5) yes
C26 . N27 . C46 . 130.4(6) yes
N28 . N27 . C46 . 116.0(5) yes
N27 . N28 . N29 . 102.0(5) yes
N28 . N29 . C30 . 114.4(5) yes
N28 . N29 . C31 . 117.4(5) yes
C30 . N29 . C31 . 128.2(5) yes
C26 . C30 . N29 . 105.6(5) yes
C26 . C30 . H301 . 127.4 no
N29 . C30 . H301 . 127.0 no
N29 . C31 . C32 . 109.9(5) yes
N29 . C31 . H312 . 108.9 no
C32 . C31 . H312 . 110.6 no
N29 . C31 . H311 . 107.6 no
C32 . C31 . H311 . 109.1 no
H312 . C31 . H311 . 110.7 no
C31 . C32 . O33 . 106.1(5) yes
C31 . C32 . H321 . 109.9 no
O33 . C32 . H321 . 109.9 no
C31 . C32 . H322 . 109.8 no
O33 . C32 . H322 . 111.3 no
H321 . C32 . H322 . 109.7 no
C32 . O33 . C34 . 116.0(5) yes
O33 . C34 . C35 . 116.5(6) yes
O33 . C34 . C45 . 123.5(6) yes
C35 . C34 . C45 . 120.0(7) yes
C34 . C35 . C36 . 119.8(6) yes
C34 . C35 . H351 . 119.3 no
C36 . C35 . H351 . 120.8 no
C35 . C36 . C37 . 119.6(6) yes
C35 . C36 . H361 . 119.7 no
C37 . C36 . H361 . 120.7 no
C36 . C37 . O38 . 124.8(6) yes
C36 . C37 . C44 . 119.1(7) yes
O38 . C37 . C44 . 116.0(6) yes
C37 . O38 . C39 . 117.1(5) yes
O38 . C39 . C40 . 108.1(6) yes
O38 . C39 . H391 . 109.8 no
C40 . C39 . H391 . 109.5 no
O38 . C39 . H392 . 109.6 no
C40 . C39 . H392 . 109.3 no
H391 . C39 . H392 . 110.6 no
C39 . C40 . O41 . 110.6(6) yes
C39 . C40 . H402 . 108.4 no
O41 . C40 . H402 . 110.6 no
C39 . C40 . H401 . 108.8 no
O41 . C40 . H401 . 107.9 no
H402 . C40 . H401 . 110.5 no
C40 . O41 . C42 . 111.6(5) yes
O41 . C42 . C43 . 110.6(6) yes
O41 . C42 . H422 . 109.0 no
C43 . C42 . H422 . 110.0 no
O41 . C42 . H421 . 107.1 no
C43 . C42 . H421 . 110.4 no
H422 . C42 . H421 . 109.7 no
C42 . C43 . O3 . 111.1(6) yes
C42 . C43 . H431 . 107.5 no
O3 . C43 . H431 . 107.2 no
C42 . C43 . H432 . 111.1 no
O3 . C43 . H432 . 110.1 no
H431 . C43 . H432 . 109.8 no
C37 . C44 . C45 . 120.8(6) yes
C37 . C44 . H441 . 118.9 no
C45 . C44 . H441 . 120.3 no
C34 . C45 . C44 . 120.5(7) yes
C34 . C45 . H451 . 119.7 no
C44 . C45 . H451 . 119.7 no
N27 . C46 . H463 . 109.8 no
N27 . C46 . H462 . 108.7 no
H463 . C46 . H462 . 109.3 no
N27 . C46 . H461 . 110.1 no
H463 . C46 . H461 . 108.7 no
H462 . C46 . H461 . 110.3 no
C25 . C47 . C48 . 119.7(6) yes
C25 . C47 . H471 . 120.4 no
C48 . C47 . H471 . 119.9 no
C47 . C48 . C49 . 122.0(6) yes
C47 . C48 . H481 . 118.5 no
C49 . C48 . H481 . 119.6 no
C23 . C49 . C48 . 119.5(6) yes
C23 . C49 . H491 . 119.0 no
C48 . C49 . H491 . 121.5 no
C13 . C50 . C51 . 118.6(6) yes
C13 . C50 . H501 . 120.3 no
C51 . C50 . H501 . 121.1 no
C50 . C51 . C10 . 120.6(6) yes
C50 . C51 . H511 . 120.6 no
C10 . C51 . H511 . 118.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C20 . H203 . O6 8_545 157.8(2) 0.966 2.493 3.407(9) yes
C20 . H203 . O9 8_545 130.37(18) 0.966 2.438 3.151(9) yes
C20 . H202 . O41 8_545 171.15(19) 0.966 2.276 3.234(9) yes
C46 . H463 . O6 3_545 167.3(2) 0.970 2.579 3.532(9) yes
C47 . H471 . C46 . 122.7(2) 0.942 2.572 3.181(9) yes
_database_code_depnum_ccdc_archive 'CCDC 982140'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_triazoliummacrocycle5I

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. 
;
_refine_special_details          
; 
One of the acetonitrile solvents is located along a symmetry operator; it was 
necessary to apply restraints to vibrational and thermal ellipsoid parameters
to this molecule to achieve a sensible refinement.

There is a relatively large peak in the electron density map close to
one of the iodide anions.   
;
_cell_length_a                   31.693(15)
_cell_length_b                   8.641(4)
_cell_length_c                   32.276(15)
_cell_angle_alpha                90
_cell_angle_beta                 105.480(5)
_cell_angle_gamma                90
_cell_volume                     8519(7)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,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 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

_chemical_formula_sum            'C39 H48.5 I2 N7.50 O7'
_chemical_formula_moiety         '(C36 H44 N6 O7), 2(I), 1.5(C2 H3 N)'
_chemical_compound_source        synthesized
_chemical_formula_weight         988.68


_cell_measurement_reflns_used    10975
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      31.7
_cell_measurement_temperature    150

_exptl_crystal_description       'long plate'
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_max          0.12

_exptl_crystal_density_diffrn    1.543
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3976
_exptl_absorpt_coefficient_mu    1.532

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear (Rigaku, 1997--2002)
;
_exptl_absorpt_correction_T_min  0.826
_exptl_absorpt_correction_T_max  1.000
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68889
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'CrystalClear (Rigaku, 1997--2002)'
_computing_cell_refinement       'CrystalClear (Rigaku, 1997--2002)'
_computing_data_reduction        'CrystalClear (Rigaku, 1997--2002)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0

_diffrn_ambient_temperature      150
_diffrn_reflns_number            52507
_reflns_number_total             14415
_diffrn_reflns_av_R_equivalents  0.067

_diffrn_reflns_theta_min         2.104
_diffrn_reflns_theta_max         32.903
_diffrn_measured_fraction_theta_max 0.905

_diffrn_reflns_theta_full        25.007
_diffrn_measured_fraction_theta_full 0.995


_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       49
_reflns_limit_h_min              -47
_reflns_limit_h_max              46
_reflns_limit_k_min              0
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              49

_oxford_diffrn_Wilson_B_factor   3.54
_oxford_diffrn_Wilson_scale      86.83

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -2.40
_refine_diff_density_max         4.53

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6826
_refine_ls_number_restraints     21
_refine_ls_number_parameters     502
_oxford_refine_ls_R_factor_ref   0.0903
_refine_ls_wR_factor_ref         0.1785
_refine_ls_goodness_of_fit_ref   0.9071
_refine_ls_shift/su_max          0.0014362
_refine_ls_shift/su_mean         0.0000247


# The values computed from all data 
_oxford_reflns_number_all        6826
_refine_ls_R_factor_all          0.0903
_refine_ls_wR_factor_all         0.1785

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6189
_refine_ls_R_factor_gt           0.0830
_refine_ls_wR_factor_gt          0.1760

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 63.0 96.6 55.4 20.3 3.85 
;

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

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
I1 I 0.744487(18) 0.53075(6) 0.836158(17) 0.0420 1.0000 Uani . . . . . . .
I2 I 0.58483(2) -0.22819(9) 0.85857(2) 0.0674 1.0000 Uani . . . . . . .
O3 O 0.98023(16) -0.2089(6) 0.88974(16) 0.0349 1.0000 Uani . . . . . . .
C4 C 0.9942(2) -0.0515(9) 0.8884(3) 0.0385 1.0000 Uani . . . . . . .
C5 C 0.9666(2) 0.0191(9) 0.8472(2) 0.0351 1.0000 Uani . . . . . . .
O6 O 0.92501(16) 0.0555(6) 0.85355(16) 0.0350 1.0000 Uani . . . . . . .
C7 C 0.8966(2) 0.1391(8) 0.8220(2) 0.0303 1.0000 Uani . . . . . . .
C8 C 0.8626(2) 0.2124(8) 0.8344(2) 0.0324 1.0000 Uani . . . . . . .
C9 C 0.8320(2) 0.2969(9) 0.8059(2) 0.0320 1.0000 Uani . . . . . . .
C10 C 0.8344(2) 0.3143(8) 0.7631(2) 0.0311 1.0000 Uani . . . . . . .
O11 O 0.80271(16) 0.4070(7) 0.73856(16) 0.0383 1.0000 Uani . . . . . . .
C12 C 0.8033(2) 0.4377(9) 0.6953(2) 0.0347 1.0000 Uani . . . . . . .
C13 C 0.7640(3) 0.5412(9) 0.6766(3) 0.0384 1.0000 Uani . . . . . . .
N14 N 0.72312(18) 0.4601(7) 0.67368(18) 0.0293 1.0000 Uani . . . . . . .
N15 N 0.69705(19) 0.4356(7) 0.63477(18) 0.0301 1.0000 Uani . . . . . . .
N16 N 0.66388(17) 0.3595(7) 0.64141(17) 0.0280 1.0000 Uani . . . . . . .
C17 C 0.6675(2) 0.3347(8) 0.6843(2) 0.0276 1.0000 Uani . . . . . . .
C18 C 0.7061(2) 0.4012(9) 0.7046(2) 0.0321 1.0000 Uani . . . . . . .
C19 C 0.6355(2) 0.2540(8) 0.7018(2) 0.0261 1.0000 Uani . . . . . . .
C20 C 0.6087(2) 0.1342(8) 0.6805(2) 0.0328 1.0000 Uani . . . . . . .
C21 C 0.5803(2) 0.0589(8) 0.6997(2) 0.0342 1.0000 Uani . . . . . . .
C22 C 0.5782(2) 0.1013(9) 0.7406(2) 0.0324 1.0000 Uani . . . . . . .
C23 C 0.6043(2) 0.2234(8) 0.7618(2) 0.0266 1.0000 Uani . . . . . . .
C24 C 0.6326(2) 0.2974(8) 0.7425(2) 0.0253 1.0000 Uani . . . . . . .
C25 C 0.6061(2) 0.2689(8) 0.8071(2) 0.0272 1.0000 Uani . . . . . . .
N26 N 0.57622(18) 0.2399(7) 0.82988(17) 0.0282 1.0000 Uani . . . . . . .
N27 N 0.5888(2) 0.2942(7) 0.86930(19) 0.0346 1.0000 Uani . . . . . . .
N28 N 0.62709(19) 0.3565(8) 0.87172(18) 0.0341 1.0000 Uani . . . . . . .
C29 C 0.6390(2) 0.3455(9) 0.8351(2) 0.0346 1.0000 Uani . . . . . . .
C30 C 0.6530(3) 0.4202(11) 0.9132(2) 0.0429 1.0000 Uani . . . . . . .
C31 C 0.6957(3) 0.3367(10) 0.9261(2) 0.0403 1.0000 Uani . . . . . . .
O32 O 0.68644(18) 0.1766(7) 0.92612(18) 0.0467 1.0000 Uani . . . . . . .
C33 C 0.7206(3) 0.0729(9) 0.9362(2) 0.0386 1.0000 Uani . . . . . . .
C34 C 0.7643(3) 0.1131(10) 0.9556(2) 0.0403 1.0000 Uani . . . . . . .
C35 C 0.7956(3) 0.0001(10) 0.9663(2) 0.0393 1.0000 Uani . . . . . . .
C36 C 0.7849(3) -0.1557(10) 0.9591(2) 0.0383 1.0000 Uani . . . . . . .
O37 O 0.81851(18) -0.2576(7) 0.97266(18) 0.0426 1.0000 Uani . . . . . . .
C38 C 0.8073(3) -0.4212(10) 0.9682(3) 0.0485 1.0000 Uani . . . . . . .
C39 C 0.8475(3) -0.5090(12) 0.9932(4) 0.0578 1.0000 Uani . . . . . . .
O40 O 0.8849(2) -0.4993(7) 0.9767(2) 0.0634 1.0000 Uani . . . . . . .
C41 C 0.8850(3) -0.5912(13) 0.9432(3) 0.0615 1.0000 Uani . . . . . . .
C42 C 0.9310(3) -0.6004(10) 0.9380(3) 0.0427 1.0000 Uani . . . . . . .
O43 O 0.9455(2) -0.4507(7) 0.9314(2) 0.0533 1.0000 Uani . . . . . . .
C44 C 0.9897(3) -0.4460(10) 0.9285(3) 0.0411 1.0000 Uani . . . . . . .
C45 C 1.0041(3) -0.2828(10) 0.9283(2) 0.0404 1.0000 Uani . . . . . . .
C46 C 0.7410(3) -0.1937(11) 0.9385(3) 0.0484 1.0000 Uani . . . . . . .
C47 C 0.7101(3) -0.0808(11) 0.9275(2) 0.0433 1.0000 Uani . . . . . . .
C48 C 0.5329(2) 0.1663(10) 0.8165(3) 0.0389 1.0000 Uani . . . . . . .
C49 C 0.6284(3) 0.3205(10) 0.6031(2) 0.0389 1.0000 Uani . . . . . . .
C50 C 0.8671(2) 0.2411(9) 0.7503(2) 0.0304 1.0000 Uani . . . . . . .
C51 C 0.8986(2) 0.1545(8) 0.7799(2) 0.0328 1.0000 Uani . . . . . . .
N52 N 0.5000 -0.5432(14) 0.7500 0.0600 1.0000 Uani S T . . . . .
C53 C 0.5000 -0.4151(18) 0.7500 0.0469 1.0000 Uani S T . . . . .
C54 C 0.5000 -0.2474(14) 0.7500 0.0476 1.0000 Uani S T . . . . .
N55 N 0.9139(5) 0.0619(13) 1.0000(4) 0.1147 1.0000 Uani . U . . . . .
C56 C 0.9270(5) -0.0583(14) 1.0090(4) 0.0853 1.0000 Uani . U . . . . .
C57 C 0.9372(4) -0.2058(13) 1.0234(4) 0.0747 1.0000 Uani . U . . . . .
H41 H 1.0247 -0.0462 0.8885 0.0470 1.0000 Uiso R . . . . . .
H42 H 0.9899 0.0041 0.9130 0.0468 1.0000 Uiso R . . . . . .
H51 H 0.9802 0.1123 0.8402 0.0471 1.0000 Uiso R . . . . . .
H52 H 0.9636 -0.0546 0.8241 0.0472 1.0000 Uiso R . . . . . .
H81 H 0.8613 0.2039 0.8624 0.0392 1.0000 Uiso R . . . . . .
H91 H 0.8090 0.3422 0.8145 0.0398 1.0000 Uiso R . . . . . .
H121 H 0.8301 0.4879 0.6942 0.0435 1.0000 Uiso R . . . . . .
H122 H 0.7997 0.3423 0.6791 0.0426 1.0000 Uiso R . . . . . .
H131 H 0.7656 0.6290 0.6960 0.0470 1.0000 Uiso R . . . . . .
H132 H 0.7640 0.5780 0.6482 0.0474 1.0000 Uiso R . . . . . .
H181 H 0.7182 0.4063 0.7339 0.0370 1.0000 Uiso R . . . . . .
H201 H 0.6098 0.1044 0.6532 0.0385 1.0000 Uiso R . . . . . .
H211 H 0.5631 -0.0220 0.6852 0.0451 1.0000 Uiso R . . . . . .
H221 H 0.5599 0.0504 0.7536 0.0408 1.0000 Uiso R . . . . . .
H241 H 0.6501 0.3775 0.7568 0.0321 1.0000 Uiso R . . . . . .
H291 H 0.6646 0.3833 0.8302 0.0423 1.0000 Uiso R . . . . . .
H301 H 0.6372 0.4050 0.9348 0.0530 1.0000 Uiso R . . . . . .
H302 H 0.6578 0.5298 0.9103 0.0530 1.0000 Uiso R . . . . . .
H311 H 0.7124 0.3704 0.9545 0.0501 1.0000 Uiso R . . . . . .
H312 H 0.7126 0.3563 0.9055 0.0499 1.0000 Uiso R . . . . . .
H341 H 0.7717 0.2157 0.9621 0.0473 1.0000 Uiso R . . . . . .
H351 H 0.8246 0.0275 0.9788 0.0521 1.0000 Uiso R . . . . . .
H381 H 0.7832 -0.4411 0.9807 0.0560 1.0000 Uiso R . . . . . .
H382 H 0.7984 -0.4522 0.9382 0.0560 1.0000 Uiso R . . . . . .
H391 H 0.8557 -0.4642 1.0219 0.0650 1.0000 Uiso R . . . . . .
H392 H 0.8398 -0.6170 0.9944 0.0649 1.0000 Uiso R . . . . . .
H411 H 0.8745 -0.6926 0.9488 0.0672 1.0000 Uiso R . . . . . .
H412 H 0.8655 -0.5491 0.9170 0.0670 1.0000 Uiso R . . . . . .
H421 H 0.9502 -0.6448 0.9633 0.0502 1.0000 Uiso R . . . . . .
H422 H 0.9308 -0.6652 0.9133 0.0502 1.0000 Uiso R . . . . . .
H441 H 1.0085 -0.4998 0.9525 0.0483 1.0000 Uiso R . . . . . .
H442 H 0.9915 -0.4959 0.9021 0.0482 1.0000 Uiso R . . . . . .
H451 H 1.0353 -0.2808 0.9307 0.0543 1.0000 Uiso R . . . . . .
H452 H 0.9984 -0.2300 0.9525 0.0541 1.0000 Uiso R . . . . . .
H461 H 0.7333 -0.2962 0.9326 0.0570 1.0000 Uiso R . . . . . .
H471 H 0.6812 -0.1063 0.9144 0.0540 1.0000 Uiso R . . . . . .
H483 H 0.5172 0.1883 0.8374 0.0588 1.0000 Uiso R . . . . . .
H484 H 0.5366 0.0575 0.8154 0.0591 1.0000 Uiso R . . . . . .
H485 H 0.5164 0.2032 0.7888 0.0591 1.0000 Uiso R . . . . . .
H493 H 0.6013 0.3121 0.6108 0.0607 1.0000 Uiso R . . . . . .
H494 H 0.6348 0.2233 0.5918 0.0611 1.0000 Uiso R . . . . . .
H495 H 0.6260 0.4009 0.5820 0.0611 1.0000 Uiso R . . . . . .
H501 H 0.8683 0.2493 0.7221 0.0399 1.0000 Uiso R . . . . . .
H511 H 0.9209 0.1061 0.7713 0.0372 1.0000 Uiso R . . . . . .
H541 H 0.5085 -0.2068 0.7257 0.0611 0.5000 Uiso R . . . . . .
H542 H 0.5201 -0.2068 0.7755 0.0611 0.5000 Uiso R . . . . . .
H543 H 0.4714 -0.2068 0.7488 0.0611 0.5000 Uiso R . . . . . .
H571 H 0.9492 -0.2591 1.0035 0.0915 1.0000 Uiso R . . . . . .
H572 H 0.9581 -0.2026 1.0507 0.0915 1.0000 Uiso R . . . . . .
H573 H 0.9116 -0.2583 1.0259 0.0915 1.0000 Uiso R . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.11460(7)
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
O3 . C4 . 1.435(10) yes
O3 . C45 . 1.423(9) yes
C4 . C5 . 1.510(11) yes
C4 . H41 . 0.967 no
C4 . H42 . 0.970 no
C5 . O6 . 1.423(8) yes
C5 . H51 . 0.967 no
C5 . H52 . 0.966 no
O6 . C7 . 1.371(9) yes
C7 . C8 . 1.396(10) yes
C7 . C51 . 1.384(10) yes
C8 . C9 . 1.358(11) yes
C8 . H81 . 0.920 no
C9 . C10 . 1.414(10) yes
C9 . H91 . 0.931 no
C10 . O11 . 1.362(9) yes
C10 . C50 . 1.367(10) yes
O11 . C12 . 1.425(9) yes
C12 . C13 . 1.520(11) yes
C12 . H121 . 0.964 no
C12 . H122 . 0.966 no
C13 . N14 . 1.454(9) yes
C13 . H131 . 0.976 no
C13 . H132 . 0.970 no
N14 . N15 . 1.323(8) yes
N14 . C18 . 1.354(9) yes
N15 . N16 . 1.306(8) yes
N16 . C17 . 1.375(9) yes
N16 . C49 . 1.471(9) yes
C17 . C18 . 1.353(10) yes
C17 . C19 . 1.463(10) yes
C18 . H181 . 0.921 no
C19 . C20 . 1.398(10) yes
C19 . C24 . 1.391(9) yes
C20 . C21 . 1.383(11) yes
C20 . H201 . 0.928 no
C21 . C22 . 1.390(10) yes
C21 . H211 . 0.933 no
C22 . C23 . 1.400(10) yes
C22 . H221 . 0.914 no
C23 . C24 . 1.381(10) yes
C23 . C25 . 1.499(9) yes
C24 . H241 . 0.928 no
C25 . N26 . 1.370(9) yes
C25 . C29 . 1.355(10) yes
N26 . N27 . 1.314(8) yes
N26 . C48 . 1.469(9) yes
N27 . N28 . 1.311(9) yes
N28 . C29 . 1.337(9) yes
N28 . C30 . 1.478(9) yes
C29 . H291 . 0.927 no
C30 . C31 . 1.493(12) yes
C30 . H301 . 0.967 no
C30 . H302 . 0.969 no
C31 . O32 . 1.414(11) yes
C31 . H311 . 0.971 no
C31 . H312 . 0.975 no
O32 . C33 . 1.375(10) yes
C33 . C34 . 1.405(11) yes
C33 . C47 . 1.380(12) yes
C34 . C35 . 1.368(12) yes
C34 . H341 . 0.926 no
C35 . C36 . 1.393(12) yes
C35 . H351 . 0.932 no
C36 . O37 . 1.362(10) yes
C36 . C46 . 1.411(12) yes
O37 . C38 . 1.456(10) yes
C38 . C39 . 1.519(14) yes
C38 . H381 . 0.971 no
C38 . H382 . 0.971 no
C39 . O40 . 1.424(10) yes
C39 . H391 . 0.973 no
C39 . H392 . 0.968 no
O40 . C41 . 1.343(12) yes
C41 . C42 . 1.514(13) yes
C41 . H411 . 0.971 no
C41 . H412 . 0.975 no
C42 . O43 . 1.408(10) yes
C42 . H421 . 0.960 no
C42 . H422 . 0.972 no
O43 . C44 . 1.430(9) yes
C44 . C45 . 1.483(12) yes
C44 . H441 . 0.963 no
C44 . H442 . 0.971 no
C45 . H451 . 0.971 no
C45 . H452 . 0.962 no
C46 . C47 . 1.361(13) yes
C46 . H461 . 0.924 no
C47 . H471 . 0.927 no
C48 . H483 . 0.958 no
C48 . H484 . 0.950 no
C48 . H485 . 0.962 no
C49 . H493 . 0.959 no
C49 . H494 . 0.960 no
C49 . H495 . 0.962 no
C50 . C51 . 1.400(11) yes
C50 . H501 . 0.923 no
C51 . H511 . 0.925 no
N52 . C53 . 1.107(17) yes
C53 . C54 . 1.45(2) yes
C54 . H542 6_656 0.962 no
C54 . H541 6_656 0.962 no
C54 . H543 6_656 0.962 no
C54 . H541 . 0.962 no
C54 . H542 . 0.962 no
C54 . H543 . 0.962 no
N55 . C56 . 1.128(16) yes
C56 . C57 . 1.365(16) yes
C57 . H571 . 0.950 no
C57 . H572 . 0.950 no
C57 . H573 . 0.950 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
C4 . O3 . C45 . 110.9(6) yes
O3 . C4 . C5 . 107.4(6) yes
O3 . C4 . H41 . 111.1 no
C5 . C4 . H41 . 109.2 no
O3 . C4 . H42 . 109.4 no
C5 . C4 . H42 . 110.2 no
H41 . C4 . H42 . 109.4 no
C4 . C5 . O6 . 107.7(6) yes
C4 . C5 . H51 . 110.7 no
O6 . C5 . H51 . 109.6 no
C4 . C5 . H52 . 109.2 no
O6 . C5 . H52 . 110.5 no
H51 . C5 . H52 . 109.1 no
C5 . O6 . C7 . 117.4(5) yes
O6 . C7 . C8 . 115.4(6) yes
O6 . C7 . C51 . 125.9(6) yes
C8 . C7 . C51 . 118.6(7) yes
C7 . C8 . C9 . 121.1(7) yes
C7 . C8 . H81 . 119.2 no
C9 . C8 . H81 . 119.8 no
C8 . C9 . C10 . 120.2(7) yes
C8 . C9 . H91 . 120.1 no
C10 . C9 . H91 . 119.7 no
C9 . C10 . O11 . 114.0(6) yes
C9 . C10 . C50 . 119.3(7) yes
O11 . C10 . C50 . 126.7(7) yes
C10 . O11 . C12 . 118.6(6) yes
O11 . C12 . C13 . 106.0(6) yes
O11 . C12 . H121 . 111.3 no
C13 . C12 . H121 . 110.8 no
O11 . C12 . H122 . 109.9 no
C13 . C12 . H122 . 108.8 no
H121 . C12 . H122 . 109.9 no
C12 . C13 . N14 . 111.3(6) yes
C12 . C13 . H131 . 107.8 no
N14 . C13 . H131 . 108.0 no
C12 . C13 . H132 . 111.2 no
N14 . C13 . H132 . 108.8 no
H131 . C13 . H132 . 109.8 no
C13 . N14 . N15 . 117.3(6) yes
C13 . N14 . C18 . 131.0(6) yes
N15 . N14 . C18 . 111.7(6) yes
N14 . N15 . N16 . 104.5(5) yes
N15 . N16 . C17 . 112.9(6) yes
N15 . N16 . C49 . 116.5(5) yes
C17 . N16 . C49 . 130.5(6) yes
N16 . C17 . C18 . 104.0(6) yes
N16 . C17 . C19 . 125.7(6) yes
C18 . C17 . C19 . 130.3(6) yes
N14 . C18 . C17 . 106.8(6) yes
N14 . C18 . H181 . 126.9 no
C17 . C18 . H181 . 126.3 no
C17 . C19 . C20 . 123.7(6) yes
C17 . C19 . C24 . 117.5(6) yes
C20 . C19 . C24 . 118.8(6) yes
C19 . C20 . C21 . 120.6(7) yes
C19 . C20 . H201 . 120.1 no
C21 . C20 . H201 . 119.4 no
C20 . C21 . C22 . 120.3(7) yes
C20 . C21 . H211 . 119.5 no
C22 . C21 . H211 . 120.2 no
C21 . C22 . C23 . 119.4(7) yes
C21 . C22 . H221 . 120.4 no
C23 . C22 . H221 . 120.2 no
C22 . C23 . C24 . 119.9(6) yes
C22 . C23 . C25 . 122.6(6) yes
C24 . C23 . C25 . 117.2(6) yes
C19 . C24 . C23 . 121.0(6) yes
C19 . C24 . H241 . 119.4 no
C23 . C24 . H241 . 119.6 no
C23 . C25 . N26 . 128.5(6) yes
C23 . C25 . C29 . 127.0(6) yes
N26 . C25 . C29 . 104.5(6) yes
C25 . N26 . N27 . 112.4(6) yes
C25 . N26 . C48 . 130.4(6) yes
N27 . N26 . C48 . 117.2(6) yes
N26 . N27 . N28 . 103.9(6) yes
N27 . N28 . C29 . 113.2(6) yes
N27 . N28 . C30 . 119.2(6) yes
C29 . N28 . C30 . 127.5(6) yes
C25 . C29 . N28 . 106.0(6) yes
C25 . C29 . H291 . 127.6 no
N28 . C29 . H291 . 126.4 no
N28 . C30 . C31 . 108.4(6) yes
N28 . C30 . H301 . 109.4 no
C31 . C30 . H301 . 109.9 no
N28 . C30 . H302 . 109.8 no
C31 . C30 . H302 . 110.1 no
H301 . C30 . H302 . 109.2 no
C30 . C31 . O32 . 107.4(7) yes
C30 . C31 . H311 . 110.0 no
O32 . C31 . H311 . 110.8 no
C30 . C31 . H312 . 110.5 no
O32 . C31 . H312 . 108.8 no
H311 . C31 . H312 . 109.4 no
C31 . O32 . C33 . 119.2(6) yes
O32 . C33 . C34 . 124.4(7) yes
O32 . C33 . C47 . 116.6(7) yes
C34 . C33 . C47 . 119.0(8) yes
C33 . C34 . C35 . 119.9(8) yes
C33 . C34 . H341 . 119.8 no
C35 . C34 . H341 . 120.3 no
C34 . C35 . C36 . 121.3(7) yes
C34 . C35 . H351 . 119.5 no
C36 . C35 . H351 . 119.2 no
C35 . C36 . O37 . 115.8(7) yes
C35 . C36 . C46 . 118.0(8) yes
O37 . C36 . C46 . 126.2(8) yes
C36 . O37 . C38 . 116.5(6) yes
O37 . C38 . C39 . 106.5(7) yes
O37 . C38 . H381 . 109.2 no
C39 . C38 . H381 . 109.4 no
O37 . C38 . H382 . 111.4 no
C39 . C38 . H382 . 111.7 no
H381 . C38 . H382 . 108.6 no
C38 . C39 . O40 . 115.8(8) yes
C38 . C39 . H391 . 106.2 no
O40 . C39 . H391 . 107.2 no
C38 . C39 . H392 . 108.6 no
O40 . C39 . H392 . 108.4 no
H391 . C39 . H392 . 110.5 no
C39 . O40 . C41 . 116.6(8) yes
O40 . C41 . C42 . 109.3(8) yes
O40 . C41 . H411 . 107.9 no
C42 . C41 . H411 . 111.1 no
O40 . C41 . H412 . 109.9 no
C42 . C41 . H412 . 109.2 no
H411 . C41 . H412 . 109.3 no
C41 . C42 . O43 . 109.3(7) yes
C41 . C42 . H421 . 109.7 no
O43 . C42 . H421 . 109.7 no
C41 . C42 . H422 . 109.0 no
O43 . C42 . H422 . 109.7 no
H421 . C42 . H422 . 109.4 no
C42 . O43 . C44 . 113.6(6) yes
O43 . C44 . C45 . 109.6(6) yes
O43 . C44 . H441 . 109.9 no
C45 . C44 . H441 . 109.7 no
O43 . C44 . H442 . 109.5 no
C45 . C44 . H442 . 109.2 no
H441 . C44 . H442 . 108.9 no
C44 . C45 . O3 . 109.8(6) yes
C44 . C45 . H451 . 109.0 no
O3 . C45 . H451 . 110.7 no
C44 . C45 . H452 . 108.9 no
O3 . C45 . H452 . 109.0 no
H451 . C45 . H452 . 109.4 no
C36 . C46 . C47 . 120.4(8) yes
C36 . C46 . H461 . 119.4 no
C47 . C46 . H461 . 120.2 no
C33 . C47 . C46 . 121.3(8) yes
C33 . C47 . H471 . 118.5 no
C46 . C47 . H471 . 120.2 no
N26 . C48 . H483 . 109.1 no
N26 . C48 . H484 . 108.9 no
H483 . C48 . H484 . 108.4 no
N26 . C48 . H485 . 111.3 no
H483 . C48 . H485 . 109.4 no
H484 . C48 . H485 . 109.6 no
N16 . C49 . H493 . 109.7 no
N16 . C49 . H494 . 109.2 no
H493 . C49 . H494 . 109.2 no
N16 . C49 . H495 . 109.1 no
H493 . C49 . H495 . 109.4 no
H494 . C49 . H495 . 110.2 no
C10 . C50 . C51 . 120.1(7) yes
C10 . C50 . H501 . 119.7 no
C51 . C50 . H501 . 120.3 no
C50 . C51 . C7 . 120.7(7) yes
C50 . C51 . H511 . 120.1 no
C7 . C51 . H511 . 119.3 no
N52 . C53 . C54 . 179.992 yes
C53 . C54 . H542 6_656 111.4 no
C53 . C54 . H541 6_656 111.4 no
H542 6_656 C54 . H541 6_656 107.5 no
C53 . C54 . H543 6_656 111.4 no
H542 6_656 C54 . H543 6_656 107.5 no
H541 6_656 C54 . H543 6_656 107.5 no
C53 . C54 . H541 . 111.4 no
H542 6_656 C54 . H541 . 55.5 no
H541 6_656 C54 . H541 . 137.2 no
H543 6_656 C54 . H541 . 55.5 no
C53 . C54 . H542 . 111.4 no
H542 6_656 C54 . H542 . 137.2 no
H541 6_656 C54 . H542 . 55.5 no
H543 6_656 C54 . H542 . 55.5 no
H541 . C54 . H542 . 107.5 no
C53 . C54 . H543 . 111.4 no
H542 6_656 C54 . H543 . 55.5 no
H541 6_656 C54 . H543 . 55.5 no
H543 6_656 C54 . H543 . 137.2 no
H541 . C54 . H543 . 107.5 no
H542 . C54 . H543 . 107.5 no
N55 . C56 . C57 . 169.9(19) yes
C56 . C57 . H571 . 108.8 no
C56 . C57 . H572 . 109.3 no
H571 . C57 . H572 . 109.5 no
C56 . C57 . H573 . 110.2 no
H571 . C57 . H573 . 109.5 no
H572 . C57 . H573 . 109.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C48 . H483 . O3 3_455 170 0.96 2.46 3.413(11) yes
C48 . H485 . N52 1_565 138 0.96 2.51 3.287(11) yes
C49 . H493 . O3 8_656 165 0.96 2.58 3.519(11) yes
_database_code_depnum_ccdc_archive 'CCDC 982141'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_triazoliummacrocycle5N3

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. 
;
_refine_special_details          
; 
It was necessary to apply soft restraints to the bond lengths and angles, and 
thermal and vibrational ellipsoid parameters of the CH3CN solvent molecules and 
N3 anions in order to achieve a sensible refinement.  Crystals were very small, 
and despite the use of synchrotron radiation, data were very weak.  As a 
result, there is some residual noise in the electron density map.
;

_cell_length_a                   9.297(10)
_cell_length_b                   12.385(11)
_cell_length_c                   18.544(16)
_cell_angle_alpha                71.43(3)
_cell_angle_beta                 83.52(3)
_cell_angle_gamma                83.86(4)
_cell_volume                     2005(3)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C37 H47.5 N12.5 O8'
_chemical_formula_moiety         'C36 H44 N6 O7, 0.5(C2 H3 N), H2 O, 2(N3)'
_chemical_compound_source        synthesized
_chemical_formula_weight         795.37


_cell_measurement_reflns_used    3254
_cell_measurement_theta_min      1.1
_cell_measurement_theta_max      29.3
_cell_measurement_temperature    150

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_max          0.08

_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             842
_exptl_absorpt_coefficient_mu    0.096

_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear (Rigaku, 1997--2002)
;
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.491
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68890
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'CrystalClear (Rigaku, 1997--2002)'
_computing_cell_refinement       'CrystalClear (Rigaku, 1997--2002)'
_computing_data_reduction        'CrystalClear (Rigaku, 1997--2002)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0

_diffrn_ambient_temperature      150
_diffrn_reflns_number            22114
_reflns_number_total             10447
_diffrn_reflns_av_R_equivalents  0.157

_diffrn_reflns_theta_min         1.162
_diffrn_reflns_theta_max         30.688
_diffrn_measured_fraction_theta_max 0.839

_diffrn_reflns_theta_full        25.164
_diffrn_measured_fraction_theta_full 0.976


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              -14
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              26

_oxford_diffrn_Wilson_B_factor   1.89
_oxford_diffrn_Wilson_scale      12.11

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.72
_refine_diff_density_max         0.79

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         5086
_refine_ls_number_restraints     51
_refine_ls_number_parameters     532
_oxford_refine_ls_R_factor_ref   0.1618
_refine_ls_wR_factor_ref         0.2467
_refine_ls_goodness_of_fit_ref   0.9231
_refine_ls_shift/su_max          0.0007503
_refine_ls_shift/su_mean         0.0000321


# The values computed from all data 
_oxford_reflns_number_all        5086
_refine_ls_R_factor_all          0.1618
_refine_ls_wR_factor_all         0.2467

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3336
_refine_ls_R_factor_gt           0.1101
_refine_ls_wR_factor_gt          0.2158

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 55.1 86.5 52.5 21.0 4.72 
;

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

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
O1 O 0.4485(7) 0.2430(6) 0.8208(3) 0.0699 1.0000 Uani . . . . . . .
O3 O 0.3354(5) 0.8492(4) 0.8932(2) 0.0313 1.0000 Uani . . . . . . .
C4 C 0.3413(7) 0.8963(6) 0.9535(4) 0.0311 1.0000 Uani . . . . . . .
C5 C 0.4222(7) 0.8090(6) 1.0144(4) 0.0337 1.0000 Uani . . . . . . .
N6 N 0.5767(6) 0.7924(5) 0.9880(3) 0.0256 1.0000 Uani . . . . . . .
N7 N 0.6565(6) 0.8790(5) 0.9713(3) 0.0261 1.0000 Uani . . . . . . .
N8 N 0.7847(6) 0.8400(5) 0.9478(3) 0.0284 1.0000 Uani . . . . . . .
C9 C 0.7872(7) 0.7291(6) 0.9487(4) 0.0253 1.0000 Uani . . . . . . .
C10 C 0.6495(7) 0.7000(5) 0.9752(3) 0.0245 1.0000 Uani . . . . . . .
C11 C 0.9162(7) 0.6645(5) 0.9250(3) 0.0211 1.0000 Uani . . . . . . .
C12 C 1.0498(7) 0.6551(5) 0.9550(4) 0.0282 1.0000 Uani . . . . . . .
C13 C 1.1660(7) 0.5911(6) 0.9318(4) 0.0293 1.0000 Uani . . . . . . .
C14 C 1.1503(7) 0.5361(5) 0.8795(4) 0.0269 1.0000 Uani . . . . . . .
C15 C 1.0166(7) 0.5465(5) 0.8478(3) 0.0227 1.0000 Uani . . . . . . .
C16 C 0.9003(7) 0.6086(5) 0.8731(4) 0.0259 1.0000 Uani . . . . . . .
C17 C 0.9915(7) 0.4833(5) 0.7962(3) 0.0261 1.0000 Uani . . . . . . .
N18 N 1.0827(6) 0.4718(5) 0.7352(3) 0.0297 1.0000 Uani . . . . . . .
N19 N 1.0307(6) 0.4094(5) 0.6990(3) 0.0308 1.0000 Uani . . . . . . .
N20 N 0.9035(6) 0.3833(4) 0.7361(3) 0.0266 1.0000 Uani . . . . . . .
C21 C 0.8736(7) 0.4283(5) 0.7942(4) 0.0258 1.0000 Uani . . . . . . .
C22 C 0.8125(8) 0.3152(6) 0.7113(4) 0.0332 1.0000 Uani . . . . . . .
C23 C 0.6964(8) 0.3897(6) 0.6626(4) 0.0358 1.0000 Uani . . . . . . .
O24 O 0.7690(5) 0.4502(4) 0.5907(3) 0.0392 1.0000 Uani . . . . . . .
C25 C 0.6873(8) 0.5385(6) 0.5421(4) 0.0335 1.0000 Uani . . . . . . .
C26 C 0.7577(8) 0.5958(6) 0.4725(4) 0.0337 1.0000 Uani . . . . . . .
C27 C 0.6888(7) 0.6864(6) 0.4221(4) 0.0342 1.0000 Uani . . . . . . .
C28 C 0.5454(7) 0.7216(6) 0.4401(4) 0.0306 1.0000 Uani . . . . . . .
O29 O 0.4639(5) 0.8111(4) 0.3942(3) 0.0378 1.0000 Uani . . . . . . .
C30 C 0.5338(8) 0.8714(6) 0.3212(4) 0.0348 1.0000 Uani . . . . . . .
C31 C 0.4268(8) 0.9600(7) 0.2760(4) 0.0400 1.0000 Uani . . . . . . .
O32 O 0.4001(6) 1.0501(4) 0.3089(3) 0.0419 1.0000 Uani . . . . . . .
C33 C 0.3523(9) 1.1555(7) 0.2561(4) 0.0495 1.0000 Uani . . . . . . .
C34 C 0.3183(9) 1.2435(7) 0.2960(4) 0.0462 1.0000 Uani . . . . . . .
O35 O 0.1817(6) 1.2256(4) 0.3374(3) 0.0453 1.0000 Uani . . . . . . .
C36 C 0.1503(11) 1.2959(7) 0.3856(5) 0.0533 1.0000 Uani . . . . . . .
C37 C 0.0121(11) 1.2696(7) 0.4315(5) 0.0554 1.0000 Uani . . . . . . .
O38 O 0.0347(6) 1.1673(5) 0.4924(3) 0.0494 1.0000 Uani . . . . . . .
C39 C -0.0961(9) 1.1302(8) 0.5386(4) 0.0535 1.0000 Uani . . . . . . .
C40 C -0.0514(9) 1.0370(7) 0.6089(4) 0.0403 1.0000 Uani . . . . . . .
O41 O -0.0072(6) 1.0900(4) 0.6597(3) 0.0432 1.0000 Uani . . . . . . .
C42 C 0.0744(7) 1.0256(6) 0.7174(4) 0.0338 1.0000 Uani . . . . . . .
C43 C 0.1154(7) 1.0829(6) 0.7642(4) 0.0311 1.0000 Uani . . . . . . .
C44 C 0.2024(7) 1.0250(5) 0.8251(4) 0.0266 1.0000 Uani . . . . . . .
C45 C 0.2489(7) 0.9128(6) 0.8349(4) 0.0278 1.0000 Uani . . . . . . .
C46 C 0.2091(8) 0.8552(6) 0.7894(4) 0.0356 1.0000 Uani . . . . . . .
C47 C 0.1199(8) 0.9103(6) 0.7304(4) 0.0383 1.0000 Uani . . . . . . .
C48 C 0.4747(8) 0.6620(7) 0.5086(4) 0.0406 1.0000 Uani . . . . . . .
C49 C 0.5460(8) 0.5698(7) 0.5601(4) 0.0399 1.0000 Uani . . . . . . .
C50 C 1.2256(8) 0.5155(7) 0.7074(4) 0.0441 1.0000 Uani . . . . . . .
C51 C 0.9028(7) 0.9165(6) 0.9226(4) 0.0324 1.0000 Uani . . . . . . .
N52 N 1.1475(6) 0.2563(5) 0.8805(4) 0.0433 1.0000 Uani D U . . . . .
N53 N 1.0306(5) 0.2248(5) 0.8936(3) 0.0358 1.0000 Uani D U . . . . .
N54 N 0.9132(6) 0.1944(5) 0.9075(3) 0.0440 1.0000 Uani D U . . . . .
N55 N 0.5107(7) 0.4678(7) 0.8066(3) 0.0610 1.0000 Uani D U . . . . .
N56 N 0.5400(6) 0.4838(6) 0.8616(3) 0.0447 1.0000 Uani D U . . . . .
N57 N 0.5777(7) 0.4936(6) 0.9166(3) 0.0567 1.0000 Uani D U . . . . .
H41 H 0.2432 0.9117 0.9740 0.0383 1.0000 Uiso R . . . . . .
H42 H 0.3904 0.9654 0.9362 0.0381 1.0000 Uiso R . . . . . .
H51 H 0.4139 0.8295 1.0609 0.0445 1.0000 Uiso R . . . . . .
H52 H 0.3789 0.7366 1.0256 0.0439 1.0000 Uiso R . . . . . .
H101 H 0.6121 0.6303 0.9827 0.0335 1.0000 Uiso R . . . . . .
H121 H 1.0600 0.6925 0.9905 0.0361 1.0000 Uiso R . . . . . .
H131 H 1.2549 0.5835 0.9525 0.0333 1.0000 Uiso R . . . . . .
H141 H 1.2285 0.4918 0.8644 0.0320 1.0000 Uiso R . . . . . .
H161 H 0.8085 0.6137 0.8545 0.0332 1.0000 Uiso R . . . . . .
H211 H 0.7877 0.4232 0.8266 0.0265 1.0000 Uiso R . . . . . .
H221 H 0.7683 0.2586 0.7558 0.0420 1.0000 Uiso R . . . . . .
H222 H 0.8768 0.2769 0.6799 0.0428 1.0000 Uiso R . . . . . .
H232 H 0.6521 0.4465 0.6871 0.0452 1.0000 Uiso R . . . . . .
H231 H 0.6221 0.3430 0.6566 0.0452 1.0000 Uiso R . . . . . .
H261 H 0.8533 0.5737 0.4605 0.0417 1.0000 Uiso R . . . . . .
H271 H 0.7380 0.7254 0.3751 0.0393 1.0000 Uiso R . . . . . .
H301 H 0.6156 0.9086 0.3283 0.0465 1.0000 Uiso R . . . . . .
H302 H 0.5665 0.8160 0.2942 0.0461 1.0000 Uiso R . . . . . .
H311 H 0.4656 0.9928 0.2225 0.0493 1.0000 Uiso R . . . . . .
H312 H 0.3342 0.9276 0.2770 0.0490 1.0000 Uiso R . . . . . .
H331 H 0.4322 1.1787 0.2175 0.0563 1.0000 Uiso R . . . . . .
H332 H 0.2674 1.1472 0.2322 0.0563 1.0000 Uiso R . . . . . .
H341 H 0.3915 1.2325 0.3318 0.0569 1.0000 Uiso R . . . . . .
H342 H 0.3182 1.3193 0.2606 0.0576 1.0000 Uiso R . . . . . .
H361 H 0.2267 1.2834 0.4196 0.0694 1.0000 Uiso R . . . . . .
H362 H 0.1461 1.3762 0.3538 0.0691 1.0000 Uiso R . . . . . .
H371 H -0.0253 1.3330 0.4513 0.0597 1.0000 Uiso R . . . . . .
H372 H -0.0572 1.2589 0.3989 0.0602 1.0000 Uiso R . . . . . .
H392 H -0.1469 1.1933 0.5534 0.0674 1.0000 Uiso R . . . . . .
H391 H -0.1612 1.1026 0.5119 0.0672 1.0000 Uiso R . . . . . .
H402 H -0.1344 0.9936 0.6332 0.0533 1.0000 Uiso R . . . . . .
H401 H 0.0277 0.9865 0.5960 0.0529 1.0000 Uiso R . . . . . .
H431 H 0.0846 1.1614 0.7552 0.0369 1.0000 Uiso R . . . . . .
H441 H 0.2265 1.0634 0.8573 0.0358 1.0000 Uiso R . . . . . .
H461 H 0.2421 0.7781 0.7972 0.0390 1.0000 Uiso R . . . . . .
H471 H 0.0921 0.8721 0.6993 0.0452 1.0000 Uiso R . . . . . .
H481 H 0.3769 0.6846 0.5211 0.0500 1.0000 Uiso R . . . . . .
H491 H 0.4977 0.5306 0.6059 0.0533 1.0000 Uiso R . . . . . .
H501 H 1.2474 0.5224 0.6543 0.0690 1.0000 Uiso R . . . . . .
H503 H 1.2991 0.4644 0.7359 0.0692 1.0000 Uiso R . . . . . .
H502 H 1.2274 0.5898 0.7139 0.0693 1.0000 Uiso R . . . . . .
H512 H 0.9595 0.9032 0.8794 0.0530 1.0000 Uiso R . . . . . .
H511 H 0.9639 0.9067 0.9628 0.0534 1.0000 Uiso R . . . . . .
H513 H 0.8644 0.9954 0.9071 0.0530 1.0000 Uiso R . . . . . .
N1 N 0.6684(17) 1.1848(14) 0.3865(9) 0.0684 0.5000 Uani D U . . -1 . .
C2 C 0.616(2) 1.1045(17) 0.4258(10) 0.0779 0.5000 Uani D U . . -1 . .
C3 C 0.555(3) 1.010(2) 0.4818(13) 0.0991 0.5000 Uani D U . . -1 . .
H31 H 0.5912 0.9947 0.5303 0.1250 0.5000 Uiso R . . . -1 . .
H32 H 0.4532 1.0274 0.4857 0.1250 0.5000 Uiso R . . . -1 . .
H33 H 0.5754 0.9438 0.4654 0.1250 0.5000 Uiso R . . . -1 . .
H11 H 0.3603 0.2461 0.8385 0.0828 1.0000 Uiso R . . . . . .
H12 H 0.4674 0.3106 0.8165 0.0828 1.0000 Uiso R . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3558(10)
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 . H11 . 0.850 no
O1 . H12 . 0.850 no
O3 . C4 . 1.426(8) yes
O3 . C45 . 1.399(8) yes
C4 . C5 . 1.500(10) yes
C4 . H41 . 0.971 no
C4 . H42 . 0.958 no
C5 . N6 . 1.479(8) yes
C5 . H51 . 0.967 no
C5 . H52 . 0.975 no
N6 . N7 . 1.305(7) yes
N6 . C10 . 1.341(8) yes
N7 . N8 . 1.319(7) yes
N8 . C9 . 1.367(8) yes
N8 . C51 . 1.464(8) yes
C9 . C10 . 1.362(9) yes
C9 . C11 . 1.473(9) yes
C10 . H101 . 0.928 no
C11 . C12 . 1.396(9) yes
C11 . C16 . 1.382(9) yes
C12 . C13 . 1.382(9) yes
C12 . H121 . 0.936 no
C13 . C14 . 1.379(9) yes
C13 . H131 . 0.934 no
C14 . C15 . 1.411(9) yes
C14 . H141 . 0.935 no
C15 . C16 . 1.385(9) yes
C15 . C17 . 1.466(9) yes
C16 . H161 . 0.944 no
C17 . N18 . 1.371(8) yes
C17 . C21 . 1.361(9) yes
N18 . N19 . 1.327(8) yes
N18 . C50 . 1.465(9) yes
N19 . N20 . 1.316(8) yes
N20 . C21 . 1.354(8) yes
N20 . C22 . 1.458(8) yes
C21 . H211 . 0.939 no
C22 . C23 . 1.519(10) yes
C22 . H221 . 0.978 no
C22 . H222 . 0.979 no
C23 . O24 . 1.436(8) yes
C23 . H232 . 0.985 no
C23 . H231 . 0.983 no
O24 . C25 . 1.391(8) yes
C25 . C26 . 1.386(10) yes
C25 . C49 . 1.364(10) yes
C26 . C27 . 1.362(10) yes
C26 . H261 . 0.926 no
C27 . C28 . 1.396(10) yes
C27 . H271 . 0.944 no
C28 . O29 . 1.375(8) yes
C28 . C48 . 1.382(10) yes
O29 . C30 . 1.440(8) yes
C30 . C31 . 1.505(10) yes
C30 . H301 . 0.972 no
C30 . H302 . 0.976 no
C31 . O32 . 1.422(9) yes
C31 . H311 . 0.986 no
C31 . H312 . 0.984 no
O32 . C33 . 1.421(9) yes
C33 . C34 . 1.490(11) yes
C33 . H331 . 0.971 no
C33 . H332 . 0.978 no
C34 . O35 . 1.408(9) yes
C34 . H341 . 0.973 no
C34 . H342 . 0.959 no
O35 . C36 . 1.423(9) yes
C36 . C37 . 1.465(12) yes
C36 . H361 . 0.970 no
C36 . H362 . 0.980 no
C37 . O38 . 1.418(9) yes
C37 . H371 . 0.984 no
C37 . H372 . 0.979 no
O38 . C39 . 1.434(10) yes
C39 . C40 . 1.505(11) yes
C39 . H392 . 0.968 no
C39 . H391 . 0.973 no
C40 . O41 . 1.422(8) yes
C40 . H402 . 0.971 no
C40 . H401 . 0.973 no
O41 . C42 . 1.367(8) yes
C42 . C43 . 1.388(10) yes
C42 . C47 . 1.397(10) yes
C43 . C44 . 1.418(10) yes
C43 . H431 . 0.950 no
C44 . C45 . 1.370(9) yes
C44 . H441 . 0.931 no
C45 . C46 . 1.366(10) yes
C46 . C47 . 1.400(10) yes
C46 . H461 . 0.941 no
C47 . H471 . 0.926 no
C48 . C49 . 1.394(11) yes
C48 . H481 . 0.948 no
C49 . H491 . 0.926 no
C50 . H501 . 0.961 no
C50 . H503 . 0.960 no
C50 . H502 . 0.968 no
C51 . H512 . 0.958 no
C51 . H511 . 0.957 no
C51 . H513 . 0.967 no
N52 . N53 . 1.168(3) yes
N53 . N54 . 1.167(3) yes
N55 . N56 . 1.165(3) yes
N56 . N57 . 1.160(3) yes
N1 . C2 . 1.147(9) yes
C2 . C3 . 1.421(10) yes
C3 . H31 . 0.950 no
C3 . H32 . 0.950 no
C3 . H33 . 0.950 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
H11 . O1 . H12 . 98.8 no
C4 . O3 . C45 . 115.8(5) yes
O3 . C4 . C5 . 107.4(5) yes
O3 . C4 . H41 . 109.2 no
C5 . C4 . H41 . 109.6 no
O3 . C4 . H42 . 111.5 no
C5 . C4 . H42 . 109.5 no
H41 . C4 . H42 . 109.6 no
C4 . C5 . N6 . 111.3(5) yes
C4 . C5 . H51 . 111.4 no
N6 . C5 . H51 . 110.3 no
C4 . C5 . H52 . 107.8 no
N6 . C5 . H52 . 107.9 no
H51 . C5 . H52 . 108.1 no
C5 . N6 . N7 . 118.0(5) yes
C5 . N6 . C10 . 129.1(6) yes
N7 . N6 . C10 . 112.8(5) yes
N6 . N7 . N8 . 104.1(5) yes
N7 . N8 . C9 . 112.7(5) yes
N7 . N8 . C51 . 119.2(5) yes
C9 . N8 . C51 . 128.0(5) yes
N8 . C9 . C10 . 103.8(5) yes
N8 . C9 . C11 . 124.1(6) yes
C10 . C9 . C11 . 132.1(6) yes
C9 . C10 . N6 . 106.5(6) yes
C9 . C10 . H101 . 127.3 no
N6 . C10 . H101 . 126.2 no
C9 . C11 . C12 . 122.6(5) yes
C9 . C11 . C16 . 117.6(6) yes
C12 . C11 . C16 . 119.9(6) yes
C11 . C12 . C13 . 119.8(6) yes
C11 . C12 . H121 . 119.6 no
C13 . C12 . H121 . 120.6 no
C12 . C13 . C14 . 120.3(6) yes
C12 . C13 . H131 . 119.9 no
C14 . C13 . H131 . 119.8 no
C13 . C14 . C15 . 120.4(6) yes
C13 . C14 . H141 . 120.3 no
C15 . C14 . H141 . 119.3 no
C14 . C15 . C16 . 118.5(6) yes
C14 . C15 . C17 . 122.4(6) yes
C16 . C15 . C17 . 118.7(6) yes
C15 . C16 . C11 . 121.0(6) yes
C15 . C16 . H161 . 120.1 no
C11 . C16 . H161 . 118.9 no
C15 . C17 . N18 . 126.5(6) yes
C15 . C17 . C21 . 129.5(6) yes
N18 . C17 . C21 . 104.0(6) yes
C17 . N18 . N19 . 112.7(5) yes
C17 . N18 . C50 . 129.2(6) yes
N19 . N18 . C50 . 118.0(5) yes
N18 . N19 . N20 . 104.1(5) yes
N19 . N20 . C21 . 112.3(5) yes
N19 . N20 . C22 . 119.8(5) yes
C21 . N20 . C22 . 128.0(6) yes
C17 . C21 . N20 . 106.8(6) yes
C17 . C21 . H211 . 126.6 no
N20 . C21 . H211 . 126.7 no
N20 . C22 . C23 . 111.6(6) yes
N20 . C22 . H221 . 109.9 no
C23 . C22 . H221 . 110.6 no
N20 . C22 . H222 . 106.3 no
C23 . C22 . H222 . 108.3 no
H221 . C22 . H222 . 110.1 no
C22 . C23 . O24 . 106.9(6) yes
C22 . C23 . H232 . 108.6 no
O24 . C23 . H232 . 107.8 no
C22 . C23 . H231 . 110.8 no
O24 . C23 . H231 . 112.2 no
H232 . C23 . H231 . 110.4 no
C23 . O24 . C25 . 116.6(5) yes
O24 . C25 . C26 . 116.2(6) yes
O24 . C25 . C49 . 123.4(6) yes
C26 . C25 . C49 . 120.4(7) yes
C25 . C26 . C27 . 120.7(7) yes
C25 . C26 . H261 . 119.9 no
C27 . C26 . H261 . 119.4 no
C26 . C27 . C28 . 119.9(6) yes
C26 . C27 . H271 . 120.1 no
C28 . C27 . H271 . 120.0 no
C27 . C28 . O29 . 125.5(6) yes
C27 . C28 . C48 . 119.0(7) yes
O29 . C28 . C48 . 115.5(6) yes
C28 . O29 . C30 . 116.3(5) yes
O29 . C30 . C31 . 109.5(6) yes
O29 . C30 . H301 . 110.0 no
C31 . C30 . H301 . 109.3 no
O29 . C30 . H302 . 108.0 no
C31 . C30 . H302 . 109.6 no
H301 . C30 . H302 . 110.5 no
C30 . C31 . O32 . 108.6(6) yes
C30 . C31 . H311 . 111.3 no
O32 . C31 . H311 . 107.9 no
C30 . C31 . H312 . 111.2 no
O32 . C31 . H312 . 108.6 no
H311 . C31 . H312 . 109.2 no
C31 . O32 . C33 . 112.8(6) yes
O32 . C33 . C34 . 109.6(6) yes
O32 . C33 . H331 . 107.0 no
C34 . C33 . H331 . 108.9 no
O32 . C33 . H332 . 111.2 no
C34 . C33 . H332 . 110.4 no
H331 . C33 . H332 . 109.7 no
C33 . C34 . O35 . 108.5(6) yes
C33 . C34 . H341 . 107.7 no
O35 . C34 . H341 . 108.6 no
C33 . C34 . H342 . 111.4 no
O35 . C34 . H342 . 110.3 no
H341 . C34 . H342 . 110.1 no
C34 . O35 . C36 . 112.0(6) yes
O35 . C36 . C37 . 110.5(7) yes
O35 . C36 . H361 . 110.0 no
C37 . C36 . H361 . 108.9 no
O35 . C36 . H362 . 108.8 no
C37 . C36 . H362 . 110.3 no
H361 . C36 . H362 . 108.3 no
C36 . C37 . O38 . 108.7(7) yes
C36 . C37 . H371 . 110.1 no
O38 . C37 . H371 . 110.6 no
C36 . C37 . H372 . 108.2 no
O38 . C37 . H372 . 109.6 no
H371 . C37 . H372 . 109.6 no
C37 . O38 . C39 . 113.2(6) yes
O38 . C39 . C40 . 106.8(6) yes
O38 . C39 . H392 . 109.5 no
C40 . C39 . H392 . 109.2 no
O38 . C39 . H391 . 112.5 no
C40 . C39 . H391 . 110.5 no
H392 . C39 . H391 . 108.3 no
C39 . C40 . O41 . 107.7(6) yes
C39 . C40 . H402 . 109.1 no
O41 . C40 . H402 . 109.0 no
C39 . C40 . H401 . 110.9 no
O41 . C40 . H401 . 110.3 no
H402 . C40 . H401 . 109.8 no
C40 . O41 . C42 . 118.6(6) yes
O41 . C42 . C43 . 115.6(6) yes
O41 . C42 . C47 . 124.8(6) yes
C43 . C42 . C47 . 119.6(7) yes
C42 . C43 . C44 . 120.4(6) yes
C42 . C43 . H431 . 119.5 no
C44 . C43 . H431 . 120.1 no
C43 . C44 . C45 . 118.6(6) yes
C43 . C44 . H441 . 119.8 no
C45 . C44 . H441 . 121.7 no
O3 . C45 . C44 . 122.4(6) yes
O3 . C45 . C46 . 115.8(6) yes
C44 . C45 . C46 . 121.7(6) yes
C45 . C46 . C47 . 120.4(7) yes
C45 . C46 . H461 . 120.3 no
C47 . C46 . H461 . 119.3 no
C46 . C47 . C42 . 119.3(7) yes
C46 . C47 . H471 . 121.2 no
C42 . C47 . H471 . 119.5 no
C28 . C48 . C49 . 120.8(7) yes
C28 . C48 . H481 . 119.7 no
C49 . C48 . H481 . 119.5 no
C48 . C49 . C25 . 119.1(7) yes
C48 . C49 . H491 . 120.1 no
C25 . C49 . H491 . 120.8 no
N18 . C50 . H501 . 111.0 no
N18 . C50 . H503 . 109.8 no
H501 . C50 . H503 . 108.7 no
N18 . C50 . H502 . 109.6 no
H501 . C50 . H502 . 108.9 no
H503 . C50 . H502 . 108.8 no
N8 . C51 . H512 . 110.3 no
N8 . C51 . H511 . 111.3 no
H512 . C51 . H511 . 109.7 no
N8 . C51 . H513 . 110.6 no
H512 . C51 . H513 . 107.3 no
H511 . C51 . H513 . 107.5 no
N52 . N53 . N54 . 178.9(7) yes
N55 . N56 . N57 . 174.9(8) yes
N1 . C2 . C3 . 173(2) yes
C2 . C3 . H31 . 112.3 no
C2 . C3 . H32 . 106.8 no
H31 . C3 . H32 . 109.5 no
C2 . C3 . H33 . 109.3 no
H31 . C3 . H33 . 109.5 no
H32 . C3 . H33 . 109.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C4 . H41 . N54 2_667 133 0.97 2.55 3.294(11) yes
C5 . H51 . O1 2_667 132 0.97 2.53 3.257(11) yes
C10 . H101 . N57 . 142 0.93 2.45 3.233(11) yes
C21 . H211 . N56 . 154 0.94 2.43 3.297(11) yes
C22 . H222 . O41 1_645 149 0.98 2.57 3.443(11) yes
C23 . H232 . N55 . 143 0.99 2.52 3.360(11) yes
C30 . H302 . O1 2_666 147 0.98 2.49 3.346(11) yes
C44 . H441 . N52 1_465 136 0.93 2.58 3.312(11) yes
C50 . H503 . N55 1_655 140 0.96 2.50 3.291(11) yes
C51 . H513 . N54 1_565 142 0.97 2.56 3.375(11) yes
O1 . H11 . N52 1_455 179 0.85 2.05 2.898(11) yes
O1 . H12 . N55 . 180 0.85 1.98 2.827(11) yes
_database_code_depnum_ccdc_archive 'CCDC 982142'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_pyridylmacrocycleS1

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105 107. 
;
_refine_special_details          
; 
The polyether chain of the macrocycle is not particularly well-behaved.
Distance restraints were applied to the bond lengths of this part of the 
molecule, and there is a small amount of residual electron density 
located around these chains.
;

_cell_length_a                   10.3622(5)
_cell_length_b                   13.2701(7)
_cell_length_c                   14.1184(8)
_cell_angle_alpha                103.541(3)
_cell_angle_beta                 97.069(3)
_cell_angle_gamma                103.083(2)
_cell_volume                     1806.37(17)

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
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 C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C34 H38 Cl3 N7 O7'
_chemical_formula_moiety         'C33 H37 N7 O7, C H Cl3'
_chemical_compound_source        synthesized
_chemical_formula_weight         763.08


_cell_measurement_reflns_used    6524
_cell_measurement_theta_min      5
_cell_measurement_theta_max      26
_cell_measurement_temperature    150

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.080
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_max          0.420

_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             796
_exptl_absorpt_coefficient_mu    0.311


_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.846
_exptl_absorpt_correction_T_max  1.00

_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'


_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      150
_diffrn_reflns_number            23266
_reflns_number_total             6927
_diffrn_reflns_av_R_equivalents  0.107

_diffrn_reflns_theta_min         5.311
_diffrn_reflns_theta_max         26.163
_diffrn_measured_fraction_theta_max 0.957

_diffrn_reflns_theta_full        25.378
_diffrn_measured_fraction_theta_full 0.965


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -12
_reflns_limit_h_max              12
_reflns_limit_k_min              -16
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              17

_oxford_diffrn_Wilson_B_factor   4.06
_oxford_diffrn_Wilson_scale      6.22

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.59
_refine_diff_density_max         0.60


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         5283
_refine_ls_number_restraints     0
_refine_ls_number_parameters     460
_oxford_refine_ls_R_factor_ref   0.1326
_refine_ls_wR_factor_ref         0.2162
_refine_ls_goodness_of_fit_ref   0.9907
_refine_ls_shift/su_max          0.0001564
_refine_ls_shift/su_mean         0.0000138


# The values computed from all data 
_oxford_reflns_number_all        5292
_refine_ls_R_factor_all          0.1332
_refine_ls_wR_factor_all         0.2184

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3318
_refine_ls_R_factor_gt           0.0808
_refine_ls_wR_factor_gt          0.1773

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 15.7 20.7 9.66 2.19 
;

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

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_oxford_atom_site_special_shape
_atom_site_attached_hydrogens
Cl1 Cl 0.0368(2) 0.15913(18) 0.07713(18) 0.0930 1.0000 Uani . . . . . . .
C2 C 0.0782(8) 0.2937(6) 0.1506(6) 0.0758 1.0000 Uani . . . . . . .
Cl3 Cl -0.0202(3) 0.30562(19) 0.24177(16) 0.0923 1.0000 Uani . . . . . . .
Cl4 Cl 0.0553(3) 0.3775(2) 0.07412(19) 0.1031 1.0000 Uani . . . . . . .
H21 H 0.1730 0.3150 0.1844 0.0900 1.0000 Uiso R . . . . . .
O5 O 0.6012(4) -0.1703(3) 0.4450(3) 0.0490 1.0000 Uani . . . . . . .
C6 C 0.5990(6) -0.1714(5) 0.3432(4) 0.0469 1.0000 Uani . . . . . . .
C7 C 0.7340(6) -0.1737(5) 0.3181(4) 0.0471 1.0000 Uani . . . . . . .
N8 N 0.7266(5) -0.1698(4) 0.2150(3) 0.0425 1.0000 Uani . . . . . . .
N9 N 0.6955(5) -0.2619(4) 0.1420(4) 0.0477 1.0000 Uani . . . . . . .
N10 N 0.6753(5) -0.2372(4) 0.0582(3) 0.0478 1.0000 Uani . . . . . . .
C11 C 0.6915(5) -0.1294(4) 0.0773(4) 0.0376 1.0000 Uani . . . . . . .
C12 C 0.7244(6) -0.0858(5) 0.1779(4) 0.0430 1.0000 Uani . . . . . . .
C13 C 0.6656(5) -0.0782(4) -0.0024(4) 0.0389 1.0000 Uani . . . . . . .
C14 C 0.6802(5) 0.0327(4) 0.0178(4) 0.0382 1.0000 Uani . . . . . . .
C15 C 0.6481(5) 0.0746(4) -0.0616(4) 0.0394 1.0000 Uani . . . . . . .
C16 C 0.6598(5) 0.1909(5) -0.0453(4) 0.0411 1.0000 Uani . . . . . . .
N17 N 0.6467(5) 0.2350(4) -0.1225(4) 0.0520 1.0000 Uani . . . . . . .
N18 N 0.6585(5) 0.3378(4) -0.0867(4) 0.0555 1.0000 Uani . . . . . . .
N19 N 0.6762(5) 0.3584(4) 0.0123(4) 0.0498 1.0000 Uani . . . . . . .
C20 C 0.6758(6) 0.2690(5) 0.0413(5) 0.0466 1.0000 Uani . . . . . . .
C21 C 0.6887(7) 0.4662(5) 0.0739(5) 0.0562 1.0000 Uani . . . . . . .
C22 C 0.5688(7) 0.4772(5) 0.1205(5) 0.0559 1.0000 Uani . . . . . . .
O23 O 0.5637(5) 0.4163(3) 0.1917(3) 0.0579 1.0000 Uani . . . . . . .
C24 C 0.4780(7) 0.4336(5) 0.2584(5) 0.0533 1.0000 Uani . . . . . . .
C25 C 0.4738(7) 0.3707(5) 0.3242(5) 0.0589 1.0000 Uani . . . . . . .
C26 C 0.3955(7) 0.3835(5) 0.3987(5) 0.0594 1.0000 Uani . . . . . . .
C27 C 0.3221(7) 0.4586(5) 0.4036(5) 0.0562 1.0000 Uani . . . . . . .
O28 O 0.2409(5) 0.4771(4) 0.4738(4) 0.0697 1.0000 Uani . . . . . . .
C29 C 0.2296(7) 0.4119(5) 0.5403(5) 0.0579 1.0000 Uani . . . . . . .
C30 C 0.1287(8) 0.4405(6) 0.5993(5) 0.0682 1.0000 Uani . . . . . . .
O31 O 0.1132(4) 0.3769(3) 0.6666(3) 0.0592 1.0000 Uani . . . . . . .
C32 C 0.0016(7) 0.3840(5) 0.7138(5) 0.0557 1.0000 Uani . . . . . . .
C33 C -0.0071(7) 0.3186(5) 0.7865(5) 0.0568 1.0000 Uani . . . . . . .
O34 O -0.0425(4) 0.2091(3) 0.7354(3) 0.0514 1.0000 Uani . . . . . . .
C35 C -0.0591(6) 0.1408(5) 0.7992(4) 0.0528 1.0000 Uani . . . . . . .
C36 C -0.1138(6) 0.0261(5) 0.7373(5) 0.0519 1.0000 Uani . . . . . . .
O37 O -0.0203(4) -0.0005(3) 0.6771(3) 0.0522 1.0000 Uani . . . . . . .
C38 C -0.0674(6) -0.1073(5) 0.6139(5) 0.0531 1.0000 Uani . . . . . . .
C39 C 0.0320(6) -0.1265(5) 0.5495(5) 0.0509 1.0000 Uani . . . . . . .
O40 O 0.1535(4) -0.1266(3) 0.6104(3) 0.0508 1.0000 Uani . . . . . . .
C41 C 0.2601(6) -0.1380(4) 0.5628(4) 0.0432 1.0000 Uani . . . . . . .
C42 C 0.3780(6) -0.1386(5) 0.6218(4) 0.0459 1.0000 Uani . . . . . . .
C43 C 0.4896(6) -0.1490(5) 0.5803(4) 0.0436 1.0000 Uani . . . . . . .
C44 C 0.4859(6) -0.1594(4) 0.4801(4) 0.0428 1.0000 Uani . . . . . . .
C45 C 0.3685(6) -0.1593(5) 0.4208(4) 0.0478 1.0000 Uani . . . . . . .
C46 C 0.2558(6) -0.1485(5) 0.4635(4) 0.0523 1.0000 Uani . . . . . . .
C47 C 0.3269(7) 0.5205(5) 0.3371(5) 0.0629 1.0000 Uani . . . . . . .
C48 C 0.4032(7) 0.5075(5) 0.2643(5) 0.0602 1.0000 Uani . . . . . . .
C49 C 0.6032(6) 0.0050(5) -0.1548(4) 0.0466 1.0000 Uani . . . . . . .
N50 N 0.5881(5) -0.1004(4) -0.1752(3) 0.0514 1.0000 Uani . . . . . . .
C51 C 0.6203(6) -0.1404(5) -0.1001(4) 0.0473 1.0000 Uani . . . . . . .
H62 H 0.5805 -0.1045 0.3356 0.0628 1.0000 Uiso R . . . . . .
H61 H 0.5294 -0.2318 0.2990 0.0624 1.0000 Uiso R . . . . . .
H72 H 0.8039 -0.1127 0.3621 0.0561 1.0000 Uiso R . . . . . .
H71 H 0.7542 -0.2403 0.3250 0.0565 1.0000 Uiso R . . . . . .
H121 H 0.7438 -0.0146 0.2128 0.0519 1.0000 Uiso R . . . . . .
H141 H 0.7112 0.0780 0.0824 0.0475 1.0000 Uiso R . . . . . .
H201 H 0.6829 0.2617 0.1058 0.0564 1.0000 Uiso R . . . . . .
H211 H 0.7019 0.5150 0.0328 0.0653 1.0000 Uiso R . . . . . .
H212 H 0.7669 0.4870 0.1276 0.0652 1.0000 Uiso R . . . . . .
H222 H 0.5766 0.5527 0.1529 0.0754 1.0000 Uiso R . . . . . .
H221 H 0.4860 0.4473 0.0707 0.0754 1.0000 Uiso R . . . . . .
H251 H 0.5262 0.3197 0.3198 0.0711 1.0000 Uiso R . . . . . .
H261 H 0.3936 0.3413 0.4433 0.0723 1.0000 Uiso R . . . . . .
H292 H 0.3172 0.4259 0.5815 0.0706 1.0000 Uiso R . . . . . .
H291 H 0.1989 0.3369 0.5051 0.0702 1.0000 Uiso R . . . . . .
H302 H 0.1586 0.5169 0.6337 0.0870 1.0000 Uiso R . . . . . .
H301 H 0.0432 0.4263 0.5568 0.0872 1.0000 Uiso R . . . . . .
H321 H 0.0116 0.4599 0.7488 0.0694 1.0000 Uiso R . . . . . .
H322 H -0.0823 0.3564 0.6640 0.0694 1.0000 Uiso R . . . . . .
H332 H -0.0764 0.3330 0.8247 0.0738 1.0000 Uiso R . . . . . .
H331 H 0.0806 0.3378 0.8309 0.0732 1.0000 Uiso R . . . . . .
H352 H -0.1227 0.1594 0.8407 0.0640 1.0000 Uiso R . . . . . .
H351 H 0.0281 0.1486 0.8419 0.0641 1.0000 Uiso R . . . . . .
H362 H -0.2004 0.0182 0.6964 0.0581 1.0000 Uiso R . . . . . .
H361 H -0.1284 -0.0210 0.7807 0.0577 1.0000 Uiso R . . . . . .
H382 H -0.1524 -0.1140 0.5722 0.0605 1.0000 Uiso R . . . . . .
H381 H -0.0810 -0.1590 0.6535 0.0599 1.0000 Uiso R . . . . . .
H391 H 0.0513 -0.0705 0.5160 0.0640 1.0000 Uiso R . . . . . .
H392 H -0.0043 -0.1937 0.4992 0.0642 1.0000 Uiso R . . . . . .
H421 H 0.3796 -0.1329 0.6888 0.0503 1.0000 Uiso R . . . . . .
H431 H 0.5675 -0.1478 0.6202 0.0563 1.0000 Uiso R . . . . . .
H451 H 0.3631 -0.1681 0.3537 0.0581 1.0000 Uiso R . . . . . .
H461 H 0.1779 -0.1461 0.4229 0.0609 1.0000 Uiso R . . . . . .
H471 H 0.2788 0.5727 0.3434 0.0770 1.0000 Uiso R . . . . . .
H481 H 0.4036 0.5484 0.2193 0.0700 1.0000 Uiso R . . . . . .
H491 H 0.5822 0.0340 -0.2076 0.0543 1.0000 Uiso R . . . . . .
H511 H 0.6120 -0.2140 -0.1131 0.0550 1.0000 Uiso R . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.4646(15)
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
Cl1 . C2 . 1.767(8) yes
C2 . Cl3 . 1.739(8) yes
C2 . Cl4 . 1.755(8) yes
C2 . H21 . 0.984 no
O5 . C6 . 1.430(7) yes
O5 . C44 . 1.374(7) yes
C6 . C7 . 1.490(8) yes
C6 . H62 . 0.977 no
C6 . H61 . 0.972 no
C7 . N8 . 1.461(7) yes
C7 . H72 . 0.976 no
C7 . H71 . 0.978 no
N8 . N9 . 1.345(6) yes
N8 . C12 . 1.343(7) yes
N9 . N10 . 1.306(6) yes
N10 . C11 . 1.359(7) yes
C11 . C12 . 1.369(8) yes
C11 . C13 . 1.471(7) yes
C12 . H121 . 0.920 no
C13 . C14 . 1.400(7) yes
C13 . C51 . 1.392(8) yes
C14 . C15 . 1.400(7) yes
C14 . H141 . 0.938 no
C15 . C16 . 1.480(8) yes
C15 . C49 . 1.374(8) yes
C16 . N17 . 1.360(7) yes
C16 . C20 . 1.369(8) yes
N17 . N18 . 1.310(7) yes
N18 . N19 . 1.340(7) yes
N19 . C20 . 1.343(7) yes
N19 . C21 . 1.458(8) yes
C20 . H201 . 0.933 no
C21 . C22 . 1.495(9) yes
C21 . H211 . 0.964 no
C21 . H212 . 0.979 no
C22 . O23 . 1.429(7) yes
C22 . H222 . 0.979 no
C22 . H221 . 0.977 no
O23 . C24 . 1.387(8) yes
C24 . C25 . 1.385(9) yes
C24 . C48 . 1.375(9) yes
C25 . C26 . 1.407(9) yes
C25 . H251 . 0.954 no
C26 . C27 . 1.379(9) yes
C26 . H261 . 0.935 no
C27 . O28 . 1.391(8) yes
C27 . C47 . 1.383(9) yes
O28 . C29 . 1.416(7) yes
C29 . C30 . 1.475(10) yes
C29 . H292 . 0.970 no
C29 . H291 . 0.963 no
C30 . O31 . 1.411(8) yes
C30 . H302 . 0.975 no
C30 . H301 . 0.960 no
O31 . C32 . 1.414(7) yes
C32 . C33 . 1.489(9) yes
C32 . H321 . 0.988 no
C32 . H322 . 0.985 no
C33 . O34 . 1.403(7) yes
C33 . H332 . 0.975 no
C33 . H331 . 0.982 no
O34 . C35 . 1.418(7) yes
C35 . C36 . 1.506(9) yes
C35 . H352 . 0.969 no
C35 . H351 . 0.993 no
C36 . O37 . 1.416(7) yes
C36 . H362 . 0.975 no
C36 . H361 . 0.973 no
O37 . C38 . 1.424(7) yes
C38 . C39 . 1.482(9) yes
C38 . H382 . 0.970 no
C38 . H381 . 0.979 no
C39 . O40 . 1.435(7) yes
C39 . H391 . 0.967 no
C39 . H392 . 0.963 no
O40 . C41 . 1.380(7) yes
C41 . C42 . 1.395(8) yes
C41 . C46 . 1.369(8) yes
C42 . C43 . 1.378(8) yes
C42 . H421 . 0.929 no
C43 . C44 . 1.384(8) yes
C43 . H431 . 0.921 no
C44 . C45 . 1.390(8) yes
C45 . C46 . 1.399(8) yes
C45 . H451 . 0.919 no
C46 . H461 . 0.942 no
C47 . C48 . 1.375(9) yes
C47 . H471 . 0.935 no
C48 . H481 . 0.926 no
C49 . N50 . 1.329(7) yes
C49 . H491 . 0.939 no
N50 . C51 . 1.331(7) yes
C51 . H511 . 0.932 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
Cl1 . C2 . Cl3 . 110.2(4) yes
Cl1 . C2 . Cl4 . 109.2(5) yes
Cl3 . C2 . Cl4 . 111.1(4) yes
Cl1 . C2 . H21 . 109.5 no
Cl3 . C2 . H21 . 107.3 no
Cl4 . C2 . H21 . 109.4 no
C6 . O5 . C44 . 115.7(4) yes
O5 . C6 . C7 . 109.7(5) yes
O5 . C6 . H62 . 107.2 no
C7 . C6 . H62 . 108.3 no
O5 . C6 . H61 . 111.9 no
C7 . C6 . H61 . 110.7 no
H62 . C6 . H61 . 109.0 no
C6 . C7 . N8 . 106.9(5) yes
C6 . C7 . H72 . 110.6 no
N8 . C7 . H72 . 110.9 no
C6 . C7 . H71 . 109.4 no
N8 . C7 . H71 . 109.9 no
H72 . C7 . H71 . 109.0 no
C7 . N8 . N9 . 119.6(4) yes
C7 . N8 . C12 . 128.4(5) yes
N9 . N8 . C12 . 110.9(4) yes
N8 . N9 . N10 . 107.2(4) yes
N9 . N10 . C11 . 109.0(4) yes
N10 . C11 . C12 . 108.3(5) yes
N10 . C11 . C13 . 121.7(5) yes
C12 . C11 . C13 . 129.9(5) yes
C11 . C12 . N8 . 104.6(5) yes
C11 . C12 . H121 . 128.3 no
N8 . C12 . H121 . 127.1 no
C11 . C13 . C14 . 121.5(5) yes
C11 . C13 . C51 . 120.2(5) yes
C14 . C13 . C51 . 118.2(5) yes
C13 . C14 . C15 . 118.1(5) yes
C13 . C14 . H141 . 121.3 no
C15 . C14 . H141 . 120.6 no
C14 . C15 . C16 . 120.8(5) yes
C14 . C15 . C49 . 118.5(5) yes
C16 . C15 . C49 . 120.7(5) yes
C15 . C16 . N17 . 121.4(5) yes
C15 . C16 . C20 . 129.6(5) yes
N17 . C16 . C20 . 108.8(5) yes
C16 . N17 . N18 . 108.3(5) yes
N17 . N18 . N19 . 107.5(4) yes
N18 . N19 . C20 . 111.2(5) yes
N18 . N19 . C21 . 120.7(5) yes
C20 . N19 . C21 . 128.1(5) yes
C16 . C20 . N19 . 104.2(5) yes
C16 . C20 . H201 . 128.1 no
N19 . C20 . H201 . 127.7 no
N19 . C21 . C22 . 114.1(5) yes
N19 . C21 . H211 . 108.0 no
C22 . C21 . H211 . 108.6 no
N19 . C21 . H212 . 109.6 no
C22 . C21 . H212 . 107.3 no
H211 . C21 . H212 . 109.2 no
C21 . C22 . O23 . 107.3(5) yes
C21 . C22 . H222 . 110.8 no
O23 . C22 . H222 . 110.2 no
C21 . C22 . H221 . 110.4 no
O23 . C22 . H221 . 108.4 no
H222 . C22 . H221 . 109.8 no
C22 . O23 . C24 . 116.7(5) yes
O23 . C24 . C25 . 114.6(6) yes
O23 . C24 . C48 . 125.4(6) yes
C25 . C24 . C48 . 120.0(6) yes
C24 . C25 . C26 . 120.4(6) yes
C24 . C25 . H251 . 119.5 no
C26 . C25 . H251 . 120.1 no
C25 . C26 . C27 . 118.6(6) yes
C25 . C26 . H261 . 120.1 no
C27 . C26 . H261 . 121.2 no
C26 . C27 . O28 . 123.3(5) yes
C26 . C27 . C47 . 120.3(6) yes
O28 . C27 . C47 . 116.4(6) yes
C27 . O28 . C29 . 117.7(5) yes
O28 . C29 . C30 . 106.7(5) yes
O28 . C29 . H292 . 108.8 no
C30 . C29 . H292 . 112.0 no
O28 . C29 . H291 . 111.1 no
C30 . C29 . H291 . 109.0 no
H292 . C29 . H291 . 109.3 no
C29 . C30 . O31 . 108.8(5) yes
C29 . C30 . H302 . 108.9 no
O31 . C30 . H302 . 111.5 no
C29 . C30 . H301 . 110.3 no
O31 . C30 . H301 . 108.5 no
H302 . C30 . H301 . 108.7 no
C30 . O31 . C32 . 113.0(5) yes
O31 . C32 . C33 . 110.8(5) yes
O31 . C32 . H321 . 109.2 no
C33 . C32 . H321 . 109.2 no
O31 . C32 . H322 . 109.7 no
C33 . C32 . H322 . 108.1 no
H321 . C32 . H322 . 109.8 no
C32 . C33 . O34 . 109.4(5) yes
C32 . C33 . H332 . 109.1 no
O34 . C33 . H332 . 109.1 no
C32 . C33 . H331 . 109.3 no
O34 . C33 . H331 . 109.9 no
H332 . C33 . H331 . 110.1 no
C33 . O34 . C35 . 113.0(4) yes
O34 . C35 . C36 . 109.0(5) yes
O34 . C35 . H352 . 109.2 no
C36 . C35 . H352 . 109.2 no
O34 . C35 . H351 . 110.9 no
C36 . C35 . H351 . 109.4 no
H352 . C35 . H351 . 109.2 no
C35 . C36 . O37 . 108.9(5) yes
C35 . C36 . H362 . 109.3 no
O37 . C36 . H362 . 110.6 no
C35 . C36 . H361 . 109.4 no
O37 . C36 . H361 . 110.6 no
H362 . C36 . H361 . 108.1 no
C36 . O37 . C38 . 112.0(4) yes
O37 . C38 . C39 . 108.6(5) yes
O37 . C38 . H382 . 108.8 no
C39 . C38 . H382 . 108.5 no
O37 . C38 . H381 . 110.2 no
C39 . C38 . H381 . 111.2 no
H382 . C38 . H381 . 109.4 no
C38 . C39 . O40 . 108.4(5) yes
C38 . C39 . H391 . 110.2 no
O40 . C39 . H391 . 109.6 no
C38 . C39 . H392 . 110.0 no
O40 . C39 . H392 . 111.2 no
H391 . C39 . H392 . 107.4 no
C39 . O40 . C41 . 116.2(4) yes
O40 . C41 . C42 . 116.2(5) yes
O40 . C41 . C46 . 124.2(5) yes
C42 . C41 . C46 . 119.6(5) yes
C41 . C42 . C43 . 120.0(5) yes
C41 . C42 . H421 . 119.1 no
C43 . C42 . H421 . 120.9 no
C42 . C43 . C44 . 120.7(5) yes
C42 . C43 . H431 . 119.3 no
C44 . C43 . H431 . 120.0 no
C43 . C44 . O5 . 116.7(5) yes
C43 . C44 . C45 . 119.6(5) yes
O5 . C44 . C45 . 123.6(5) yes
C44 . C45 . C46 . 119.3(5) yes
C44 . C45 . H451 . 121.0 no
C46 . C45 . H451 . 119.6 no
C45 . C46 . C41 . 120.8(5) yes
C45 . C46 . H461 . 118.4 no
C41 . C46 . H461 . 120.8 no
C27 . C47 . C48 . 120.9(6) yes
C27 . C47 . H471 . 118.8 no
C48 . C47 . H471 . 120.3 no
C47 . C48 . C24 . 119.8(6) yes
C47 . C48 . H481 . 119.8 no
C24 . C48 . H481 . 120.5 no
C15 . C49 . N50 . 124.2(5) yes
C15 . C49 . H491 . 117.8 no
N50 . C49 . H491 . 117.9 no
C49 . N50 . C51 . 117.5(5) yes
C13 . C51 . N50 . 123.5(5) yes
C13 . C51 . H511 . 117.7 no
N50 . C51 . H511 . 118.8 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C7 . H72 . O37 2_656 129 0.98 2.60 3.304(9) yes
C7 . H71 . O31 2_656 159 0.98 2.52 3.456(9) yes
C22 . H222 . N9 1_565 139 0.98 2.54 3.339(9) yes
C42 . H421 . N50 1_556 127 0.93 2.59 3.240(9) yes
C46 . H461 . O34 2_556 146 0.94 2.34 3.167(9) yes






_database_code_depnum_ccdc_archive 'CCDC 982143'
