# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3b_NaI
_database_code_depnum_ccdc_archive 'CCDC 1529410'
_audit_update_record             
;
2017-01-24 deposited with the CCDC.
2017-02-06 downloaded from the CCDC.
;
#==============================================================================

_audit_creation_date             01-11-16
_audit_creation_method           CRYSTALS_ver_14.40

_oxford_structure_analysis_title '037ab16 (6626)'
_chemical_name_systematic        .
_chemical_melting_point          'not measured'

_refine_special_details          
;Several attempts were made to collect data for this material and in
each case the data quality was poor and/or the structure failed to 
solve.  These data were collected using synchrotron radiation, but 
were still very weak.  In addition to the poor quality diffraction 
(thought to be caused by poor long-range ordering within the crystals) 
they also suffered radiation damage so it was not possible to 
significantly increase the exposure time.

The data were examined for twinning and modulation and no convincing 
evidence was found, however, the reflections were very broad and diffuse.
They were also so weak that any satellites or additional reflections 
would have been hidden in the noise.  As a result, the quality of the 
refinement is poor as shown by the refinement indicators, residuals 
and large number of restraints necessary to maintain sensible geometries 
and displacement ellipsoids.  After initial refinement, it became apparent 
that there were voids within the structure, thought to be occupied by 
disordered solvent.  The difference map indicated the presence of 
diffuse electron density which was modelled using SQUEEZE leaving a 
void from which the electron density was removed.

Despite the poor quality of the data and corresponding deficiencies in 
the refinement, the results support the conclusions drawn in the 
manuscript., SQUEEZE
;

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 0.295 0.558 0.136 124 50 ' '
2 0.705 0.442 0.864 124 50 ' '
_platon_squeeze_details          
;
The discrete Fourier transform of the void region were treated as 
contributions to the A and B parts of the calculated structure factors.
;

_cell_length_a                   14.3220(4)
_cell_length_b                   17.7665(5)
_cell_length_c                   17.7815(5)
_cell_angle_alpha                113.335(2)
_cell_angle_beta                 100.303(2)
_cell_angle_gamma                93.903(2)
_cell_volume                     4038.8(2)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  -P1
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 0.0020 0.0020 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 0.0040 0.0030 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 0.0070 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 -0.7740 1.7190 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'
Na 0.0290 0.0230 4.7626 3.2850 3.1736 8.8422 1.2674 0.3136 1.1128 129.4240
0.6760 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C64 H48 I5 N12 Na1 O4 
# Dc =      0.78 Fooo =   1920.00 Mu =      9.94 M =    948.46
# Found Formula = C76 H72 I5 N12 Na1 O9 
# Dc =      1.61 FOOO =   1920.00 Mu =     19.91 M =   1954.99

_chemical_formula_sum            'C76 H72 I5 N12 Na1 O9'
_chemical_formula_moiety         'C64 H48 I5 N12 Na1 O5, 4(C3 H6 O1)'
_chemical_compound_source        .
_chemical_formula_weight         1954.99


_cell_measurement_reflns_used    18398
_cell_measurement_theta_min      2
_cell_measurement_theta_max      36
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            clear_pale_yellow
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_max          0.06

_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1920
_exptl_absorpt_coefficient_mu    1.991

# Sheldrick geometric approximatio 0.94 0.98 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.04
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Photon counting area detector'
_diffrn_measurement_device       
'Pilatus 2M detector on Crystal Logic diffractometer'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.68890
_diffrn_measurement_method       'profile data from ω-scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Diamond GDA'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
_diffrn_reflns_number            88130
_reflns_number_total             37810
_diffrn_reflns_av_R_equivalents  0.195
# Number of reflections with Friedels Law is 37810 
# Theoretical number of reflections is about 29230 


_diffrn_reflns_theta_min         1.661
_diffrn_reflns_theta_max         36.434
_diffrn_measured_fraction_theta_max 0.872

_diffrn_reflns_theta_full        25.140
_diffrn_measured_fraction_theta_full 0.972


_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       30
_reflns_limit_h_min              -24
_reflns_limit_h_max              23
_reflns_limit_k_min              -29
_reflns_limit_k_max              28
_reflns_limit_l_min              0
_reflns_limit_l_max              30

_oxford_diffrn_Wilson_B_factor   4.77
_oxford_diffrn_Wilson_scale      0.28

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

_refine_diff_density_min         -3.28
_refine_diff_density_max         2.38


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         14420
_refine_ls_number_restraints     955
_refine_ls_number_parameters     928
_oxford_refine_ls_R_factor_ref   0.1180
_refine_ls_wR_factor_ref         0.2929
_refine_ls_goodness_of_fit_ref   0.9962
_refine_ls_shift/su_max          0.0065118
_refine_ls_shift/su_mean         0.0002438


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        14420
_refine_ls_R_factor_all          0.1180
_refine_ls_wR_factor_all         0.2929

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                9220
_refine_ls_R_factor_gt           0.0996
_refine_ls_wR_factor_gt          0.2809

# 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    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.20P)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
C1 C 1.5923(4) 1.0611(5) 0.4646(5) 0.0988 1.0000 Uani D . . . . .
C2 C 1.6019(5) 1.1374(6) 0.5339(6) 0.1011 1.0000 Uani D . . . . .
C3 C 1.6880(6) 1.1727(6) 0.5892(6) 0.1148 1.0000 Uani D . . . . .
C4 C 1.7680(5) 1.1312(7) 0.5812(6) 0.1106 1.0000 Uani D . . . . .
C5 C 1.7634(4) 1.0566(7) 0.5147(6) 0.1152 1.0000 Uani D . . . . .
C6 C 1.6773(4) 1.0192(5) 0.4552(5) 0.0928 1.0000 Uani D . . . . .
C7 C 1.6662(4) 0.9418(5) 0.3890(6) 0.1017 1.0000 Uani D . . . . .
C8 C 1.5832(5) 0.9013(5) 0.3294(6) 0.1043 1.0000 Uani D . . . . .
C9 C 1.5777(6) 0.8249(6) 0.2616(7) 0.1222 1.0000 Uani D . . . . .
C10 C 1.4922(8) 0.7877(7) 0.2045(8) 0.1365 1.0000 Uani D . . . . .
C11 C 1.4097(6) 0.8263(7) 0.2116(7) 0.1346 1.0000 Uani D . . . . .
C12 C 1.4113(5) 0.8996(6) 0.2781(6) 0.1108 1.0000 Uani D . . . . .
C13 C 1.4969(4) 0.9417(5) 0.3374(5) 0.0950 1.0000 Uani D . . . . .
C14 C 1.5042(4) 1.0201(5) 0.4063(5) 0.0846 1.0000 Uani D . . . . .
C15 C 1.4133(4) 1.0606(5) 0.4184(5) 0.0766 1.0000 Uani D . . . . .
N16 N 1.3893(3) 1.0963(5) 0.3568(4) 0.0659 1.0000 Uani D . . . . .
N17 N 1.4605(3) 1.1295(6) 0.3330(5) 0.0720 1.0000 Uani D . . . . .
N18 N 1.4192(4) 1.1612(6) 0.2819(5) 0.0713 1.0000 Uani D U . . . .
C19 C 1.3198(4) 1.1495(6) 0.2752(5) 0.0645 1.0000 Uani D . . . . .
C20 C 1.3033(4) 1.1074(6) 0.3217(6) 0.0675 1.0000 Uani D . . . . .
I21 I 1.17540(4) 1.06904(5) 0.34732(5) 0.0683 1.0000 Uani . . . . . .
C22 C 1.2559(5) 1.1809(6) 0.2225(6) 0.0631 1.0000 Uani D . . . . .
C23 C 1.2887(8) 1.2527(7) 0.2153(7) 0.0765 1.0000 Uani D . . . . .
C24 C 1.2335(7) 1.2825(8) 0.1640(7) 0.0811 1.0000 Uani D . . . . .
C25 C 1.1428(7) 1.2392(7) 0.1180(7) 0.0758 1.0000 Uani D . . . . .
C26 C 1.1078(6) 1.1676(6) 0.1237(6) 0.0688 1.0000 Uani D . . . . .
C27 C 1.1651(6) 1.1388(7) 0.1760(6) 0.0660 1.0000 Uani D . . . . .
C28 C 1.0154(5) 1.1209(7) 0.0710(5) 0.0721 1.0000 Uani D . . . . .
N29 N 0.9867(5) 1.1144(6) -0.0081(4) 0.0698 1.0000 Uani D . . . . .
N30 N 0.8989(5) 1.0669(6) -0.0433(4) 0.0758 1.0000 Uani D . . . . .
N31 N 0.8731(4) 1.0443(6) 0.0156(4) 0.0672 1.0000 Uani D . . . . .
C32 C 0.9425(6) 1.0780(7) 0.0893(4) 0.0696 1.0000 Uani D . . . . .
I33 I 0.93323(5) 1.06975(6) 0.20030(4) 0.0756 1.0000 Uani . . . . . .
C34 C 0.7810(6) 0.9985(7) -0.0028(6) 0.0653 1.0000 Uani D . . . . .
C35 C 0.7023(6) 1.0213(7) -0.0420(6) 0.0691 1.0000 Uani D . . . . .
C36 C 0.6122(6) 0.9746(7) -0.0652(6) 0.0695 1.0000 Uani D . . . . .
C37 C 0.6013(7) 0.9045(7) -0.0500(6) 0.0721 1.0000 Uani D . . . . .
C38 C 0.6798(6) 0.8829(7) -0.0101(6) 0.0674 1.0000 Uani D . . . . .
C39 C 0.7714(6) 0.9284(6) 0.0124(6) 0.0659 1.0000 Uani D . . . . .
N40 N 0.6652(6) 0.8098(4) 0.0044(4) 0.0725 1.0000 Uani D . . . . .
N41 N 0.6009(7) 0.7453(6) -0.0553(4) 0.0885 1.0000 Uani D . . . . .
N42 N 0.5980(6) 0.6845(5) -0.0282(5) 0.0851 1.0000 Uani D . . . . .
C43 C 0.6575(7) 0.7115(5) 0.0486(5) 0.0790 1.0000 Uani D . . . . .
C44 C 0.7033(7) 0.7916(6) 0.0708(5) 0.0764 1.0000 Uani D . . . . .
I45 I 0.79656(5) 0.87342(6) 0.18153(4) 0.0755 1.0000 Uani . . . . . .
C46 C 0.6643(7) 0.6586(7) 0.0942(6) 0.0777 1.0000 Uani D . . . . .
C47 C 0.5844(8) 0.6002(7) 0.0787(7) 0.0842 1.0000 Uani D . . . . .
C48 C 0.5833(9) 0.5498(9) 0.1220(8) 0.1053 1.0000 Uani D . . . . .
C49 C 0.6680(8) 0.5520(9) 0.1755(8) 0.0948 1.0000 Uani D . . . . .
C50 C 0.7471(7) 0.6120(8) 0.1951(8) 0.0916 1.0000 Uani D . . . . .
C51 C 0.7461(7) 0.6625(7) 0.1526(6) 0.0750 1.0000 Uani D . . . . .
C52 C 0.8380(7) 0.6153(7) 0.2538(8) 0.1038 1.0000 Uani D . . . . .
N53 N 0.8568(8) 0.5392(6) 0.2564(8) 0.1335 1.0000 Uani D . . . . .
N54 N 0.9397(8) 0.5530(5) 0.3104(9) 0.1363 1.0000 Uani D . . . . .
N55 N 0.9730(5) 0.6348(4) 0.3422(5) 0.1157 1.0000 Uani D . . . . .
C56 C 0.9124(7) 0.6736(5) 0.3071(7) 0.0932 1.0000 Uani D . . . . .
I57 I 0.93111(6) 0.80218(6) 0.34385(5) 0.0860 1.0000 Uani . . . . . .
C58 C 1.0681(6) 0.6680(6) 0.3996(5) 0.1180 1.0000 Uani D . . . . .
C59 C 1.0882(7) 0.6213(5) 0.4561(5) 0.1002 1.0000 Uani D . . . . .
C60 C 1.0462(6) 0.6418(5) 0.5269(5) 0.0972 1.0000 Uani D . . . . .
C61 C 0.9869(7) 0.7033(6) 0.5492(6) 0.1093 1.0000 Uani D . . . . .
C62 C 0.9461(7) 0.7183(6) 0.6164(6) 0.1144 1.0000 Uani D . . . . .
C63 C 0.9697(8) 0.6783(6) 0.6698(5) 0.1106 1.0000 Uani D . . . . .
C64 C 1.0279(7) 0.6183(6) 0.6520(5) 0.0941 1.0000 Uani D . . . . .
C65 C 1.0696(6) 0.5997(5) 0.5824(5) 0.0822 1.0000 Uani D . . . . .
C66 C 1.1304(6) 0.5417(5) 0.5620(5) 0.0821 1.0000 Uani D . . . . .
C67 C 1.1712(7) 0.5187(5) 0.4931(5) 0.0963 1.0000 Uani D . . . . .
C68 C 1.2292(8) 0.4562(6) 0.4735(6) 0.1118 1.0000 Uani D . . . . .
C69 C 1.2673(9) 0.4364(7) 0.4040(7) 0.1293 1.0000 Uani D . . . . .
C70 C 1.2501(8) 0.4785(8) 0.3518(6) 0.1393 1.0000 Uani D . . . . .
C71 C 1.1895(8) 0.5359(7) 0.3657(5) 0.1178 1.0000 Uani D . . . . .
C72 C 1.1504(6) 0.5608(6) 0.4373(4) 0.1055 1.0000 Uani D . . . . .
C73 C 0.5290(9) 1.0024(11) -0.1050(7) 0.0816 1.0000 Uani . U . . . .
O74 O 0.5330(7) 1.0764(9) -0.0964(7) 0.1101 1.0000 Uani . . . . . .
O75 O 0.4542(5) 0.9480(6) -0.1442(4) 0.0893 1.0000 Uani D U . . . .
C76 C 0.3672(6) 0.9732(6) -0.1751(5) 0.1122 1.0000 Uani D U . . . .
C77 C 0.3376(7) 0.9293(5) -0.2686(5) 0.0846 1.0000 Uani D U . . . .
O78 O 0.3090(6) 0.8452(5) -0.2890(4) 0.1024 1.0000 Uani D U . . . .
C79 C 0.2536(6) 0.7993(5) -0.3734(6) 0.1363 1.0000 Uani D U . . . .
C80 C 0.3188(9) 0.7495(6) -0.4248(5) 0.1205 1.0000 Uani D U . . . .
O81 O 0.3538(6) 0.6961(5) -0.3875(4) 0.1022 1.0000 Uani D U . . . .
C82 C 0.4127(7) 0.6431(7) -0.4312(5) 0.1156 1.0000 Uani D U . . . .
C83 C 0.4387(8) 0.5889(5) -0.3878(5) 0.1094 1.0000 Uani D U . . . .
O84 O 0.4860(6) 0.6378(6) -0.3018(5) 0.0941 1.0000 Uani D U . . . .
C85 C 0.5004(11) 0.5915(9) -0.2549(9) 0.1055 1.0000 Uani D U . . . .
Na86 Na 0.4410(3) 0.7802(4) -0.2481(3) 0.0847 1.0000 Uani . U . . . .
I87 I 0.94796(5) 1.01332(6) 0.37075(4) 0.0724 1.0000 Uani . . . . . .
O88 O 0.3831(7) 0.7676(8) -0.1419(6) 0.1156 1.0000 Uani D U . . . .
C89 C 0.3197(8) 0.7390(14) -0.1204(10) 0.1273 1.0000 Uani D U . . . .
C90 C 0.3387(10) 0.7168(14) -0.0469(10) 0.1343 1.0000 Uani D U . . . .
C91 C 0.2154(9) 0.7308(15) -0.1576(11) 0.1478 1.0000 Uani D U . . . .
O92 O 0.0658(12) 0.5629(11) 0.1689(9) 0.1982 1.0000 Uani D U . . . .
C93 C 0.0098(12) 0.4978(10) 0.1333(9) 0.1797 1.0000 Uani D U . . . .
C94 C 0.0215(16) 0.4178(11) 0.1437(11) 0.1916 1.0000 Uani D U . . . .
C95 C -0.0822(12) 0.4909(14) 0.0716(9) 0.1893 1.0000 Uani D U . . . .
O96 O 0.1228(11) 0.8215(7) 0.1925(8) 0.2391 1.0000 Uani D U . . . .
C97 C 0.0848(8) 0.7675(6) 0.1182(7) 0.1633 1.0000 Uani D U . . . .
C98 C 0.1385(8) 0.7458(6) 0.0478(7) 0.0884 1.0000 Uani D U . . . .
C99 C -0.0156(8) 0.7182(6) 0.0906(7) 0.0990 1.0000 Uani D U . . . .
C100 C 0.7060(15) 0.7280(9) 0.4154(15) 0.2728 1.0000 Uani D U . . . .
C101 C 0.6203(12) 0.6976(7) 0.4410(10) 0.2355 1.0000 Uani D U . . . .
O102 O 0.6269(13) 0.7107(7) 0.5141(9) 0.2717 1.0000 Uani D U . . . .
C103 C 0.5296(14) 0.6526(7) 0.3734(14) 0.2488 1.0000 Uani D U . . . .
H21 H 1.5483 1.1637 0.5424 0.1139 1.0000 Uiso R . . . . .
H31 H 1.6935 1.2252 0.6323 0.1330 1.0000 Uiso R . . . . .
H41 H 1.8250 1.1552 0.6206 0.1372 1.0000 Uiso R . . . . .
H51 H 1.8175 1.0301 0.5102 0.1410 1.0000 Uiso R . . . . .
H71 H 1.7193 0.9149 0.3842 0.1251 1.0000 Uiso R . . . . .
H91 H 1.6315 0.7990 0.2564 0.1509 1.0000 Uiso R . . . . .
H101 H 1.4892 0.7377 0.1584 0.1601 1.0000 Uiso R . . . . .
H111 H 1.3514 0.7991 0.1728 0.1592 1.0000 Uiso R . . . . .
H121 H 1.3567 0.9251 0.2825 0.1242 1.0000 Uiso R . . . . .
H151 H 1.4245 1.1035 0.4744 0.0919 1.0000 Uiso R . . . . .
H152 H 1.3610 1.0185 0.4096 0.0920 1.0000 Uiso R . . . . .
H231 H 1.3495 1.2826 0.2471 0.0901 1.0000 Uiso R . . . . .
H241 H 1.2575 1.3306 0.1596 0.0940 1.0000 Uiso R . . . . .
H251 H 1.1052 1.2582 0.0832 0.0892 1.0000 Uiso R . . . . .
H271 H 1.1429 1.0896 0.1790 0.0780 1.0000 Uiso R . . . . .
H351 H 0.7101 1.0692 -0.0521 0.0820 1.0000 Uiso R . . . . .
H371 H 0.5410 0.8726 -0.0666 0.0861 1.0000 Uiso R . . . . .
H391 H 0.8248 0.9123 0.0381 0.0811 1.0000 Uiso R . . . . .
H471 H 0.5292 0.5962 0.0399 0.1010 1.0000 Uiso R . . . . .
H481 H 0.5275 0.5152 0.1160 0.1201 1.0000 Uiso R . . . . .
H491 H 0.6741 0.5130 0.1983 0.1151 1.0000 Uiso R . . . . .
H511 H 0.8017 0.6989 0.1637 0.0930 1.0000 Uiso R . . . . .
H581 H 1.1158 0.6614 0.3665 0.1500 1.0000 Uiso R . . . . .
H582 H 1.0688 0.7263 0.4340 0.1501 1.0000 Uiso R . . . . .
H611 H 0.9748 0.7335 0.5166 0.1330 1.0000 Uiso R . . . . .
H621 H 0.9027 0.7557 0.6270 0.1400 1.0000 Uiso R . . . . .
H631 H 0.9453 0.6925 0.7177 0.1333 1.0000 Uiso R . . . . .
H641 H 1.0406 0.5897 0.6854 0.1120 1.0000 Uiso R . . . . .
H661 H 1.1442 0.5142 0.5967 0.1052 1.0000 Uiso R . . . . .
H681 H 1.2428 0.4290 0.5088 0.1330 1.0000 Uiso R . . . . .
H691 H 1.3063 0.3945 0.3913 0.1610 1.0000 Uiso R . . . . .
H701 H 1.2806 0.4673 0.3071 0.1730 1.0000 Uiso R . . . . .
H711 H 1.1728 0.5594 0.3277 0.1491 1.0000 Uiso R . . . . .
H761 H 0.3812 1.0320 -0.1598 0.1301 1.0000 Uiso R . . . . .
H762 H 0.3162 0.9628 -0.1494 0.1301 1.0000 Uiso R . . . . .
H771 H 0.3914 0.9344 -0.2935 0.1009 1.0000 Uiso R . . . . .
H772 H 0.2839 0.9511 -0.2906 0.1011 1.0000 Uiso R . . . . .
H791 H 0.2279 0.8367 -0.3969 0.1590 1.0000 Uiso R . . . . .
H792 H 0.2005 0.7625 -0.3731 0.1591 1.0000 Uiso R . . . . .
H801 H 0.3724 0.7869 -0.4239 0.1411 1.0000 Uiso R . . . . .
H802 H 0.2839 0.7175 -0.4822 0.1410 1.0000 Uiso R . . . . .
H821 H 0.4711 0.6761 -0.4286 0.1331 1.0000 Uiso R . . . . .
H822 H 0.3793 0.6100 -0.4898 0.1330 1.0000 Uiso R . . . . .
H831 H 0.4823 0.5537 -0.4154 0.1262 1.0000 Uiso R . . . . .
H832 H 0.3811 0.5544 -0.3918 0.1261 1.0000 Uiso R . . . . .
H851 H 0.5232 0.6287 -0.1962 0.1690 1.0000 Uiso R . . . . .
H852 H 0.5475 0.5566 -0.2738 0.1690 1.0000 Uiso R . . . . .
H853 H 0.4400 0.5589 -0.2630 0.1690 1.0000 Uiso R . . . . .
H911 H 0.1787 0.7254 -0.1189 0.3560 1.0000 Uiso R . . . . .
H912 H 0.2032 0.7797 -0.1673 0.3560 1.0000 Uiso R . . . . .
H913 H 0.1966 0.6815 -0.2106 0.3560 1.0000 Uiso R . . . . .
H951 H -0.1357 0.4777 0.0925 0.2861 1.0000 Uiso R . . . . .
H952 H -0.0852 0.5435 0.0681 0.2861 1.0000 Uiso R . . . . .
H953 H -0.0844 0.4479 0.0167 0.2861 1.0000 Uiso R . . . . .
H981 H 0.0938 0.7299 -0.0052 0.1252 1.0000 Uiso R . . . . .
H982 H 0.1845 0.7928 0.0583 0.1253 1.0000 Uiso R . . . . .
H983 H 0.1709 0.7004 0.0466 0.1252 1.0000 Uiso R . . . . .
H991 H -0.0219 0.6695 0.0396 0.1531 1.0000 Uiso R . . . . .
H992 H -0.0621 0.7514 0.0813 0.1529 1.0000 Uiso R . . . . .
H993 H -0.0271 0.7018 0.1335 0.1531 1.0000 Uiso R . . . . .
H1031 H 0.4763 0.6435 0.3923 0.2926 1.0000 Uiso . . . . . .
H1032 H 0.5100 0.6916 0.3433 0.2926 1.0000 Uiso . . . . . .
H1033 H 0.5395 0.6053 0.3286 0.2926 1.0000 Uiso . . . . . .
H941 H 0.0802 0.4255 0.1824 0.2285 1.0000 Uiso R . . . . .
H942 H -0.0306 0.4037 0.1644 0.2285 1.0000 Uiso R . . . . .
H943 H 0.0218 0.3744 0.0910 0.2285 1.0000 Uiso R . . . . .
H1001 H 0.7571 0.7541 0.4638 0.3344 1.0000 Uiso R . . . . .
H1002 H 0.6923 0.7656 0.3905 0.3344 1.0000 Uiso R . . . . .
H1003 H 0.7242 0.6801 0.3761 0.3344 1.0000 Uiso R . . . . .
H901 H 0.4059 0.7222 -0.0265 0.1627 1.0000 Uiso R . . . . .
H902 H 0.3115 0.7523 -0.0034 0.1627 1.0000 Uiso R . . . . .
H903 H 0.3101 0.6610 -0.0647 0.1627 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.462(12)
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
C1 . C2 . 1.402(5) yes
C1 . C6 . 1.470(4) yes
C1 . C14 . 1.417(5) yes
C2 . C3 . 1.362(5) yes
C2 . H21 . 0.929 no
C3 . C4 . 1.403(5) yes
C3 . H31 . 0.930 no
C4 . C5 . 1.370(5) yes
C4 . H41 . 0.922 no
C5 . C6 . 1.395(5) yes
C5 . H51 . 0.934 no
C6 . C7 . 1.387(5) yes
C7 . C8 . 1.373(5) yes
C7 . H71 . 0.924 no
C8 . C9 . 1.398(5) yes
C8 . C13 . 1.471(4) yes
C9 . C10 . 1.372(5) yes
C9 . H91 . 0.924 no
C10 . C11 . 1.406(5) yes
C10 . H101 . 0.932 no
C11 . C12 . 1.365(5) yes
C11 . H111 . 0.938 no
C12 . C13 . 1.401(5) yes
C12 . H121 . 0.931 no
C13 . C14 . 1.425(5) yes
C14 . C15 . 1.538(6) yes
C15 . N16 . 1.471(7) yes
C15 . H151 . 0.961 no
C15 . H152 . 0.966 no
N16 . N17 . 1.355(6) yes
N16 . C20 . 1.342(6) yes
N17 . N18 . 1.324(6) yes
N18 . Na86 2_775 2.468(7) yes
N18 . C19 . 1.402(6) yes
C19 . C20 . 1.355(6) yes
C19 . C22 . 1.484(7) yes
C20 . I21 . 2.098(5) yes
C22 . C23 . 1.390(8) yes
C22 . C27 . 1.389(8) yes
C23 . C24 . 1.386(8) yes
C23 . H231 . 0.940 no
C24 . C25 . 1.390(8) yes
C24 . H241 . 0.936 no
C25 . C26 . 1.382(8) yes
C25 . H251 . 0.926 no
C26 . C27 . 1.402(8) yes
C26 . C28 . 1.452(7) yes
C27 . H271 . 0.934 no
C28 . N29 . 1.348(6) yes
C28 . C32 . 1.409(6) yes
N29 . N30 . 1.357(6) yes
N30 . N31 . 1.359(6) yes
N31 . C32 . 1.376(6) yes
N31 . C34 . 1.413(10) yes
C32 . I33 . 2.063(6) yes
I33 . I87 . 3.5275(11) yes
C34 . C35 . 1.387(8) yes
C34 . C39 . 1.378(8) yes
C35 . C36 . 1.384(8) yes
C35 . H351 . 0.939 no
C36 . C37 . 1.379(8) yes
C36 . C73 . 1.491(16) yes
C37 . C38 . 1.379(8) yes
C37 . H371 . 0.929 no
C38 . C39 . 1.395(8) yes
C38 . N40 . 1.431(12) yes
C39 . H391 . 0.939 no
N40 . N41 . 1.353(6) yes
N40 . C44 . 1.376(6) yes
N41 . N42 . 1.346(6) yes
N42 . C43 . 1.353(6) yes
C43 . C44 . 1.396(6) yes
C43 . C46 . 1.462(8) yes
C44 . I45 . 2.073(6) yes
C46 . C47 . 1.400(8) yes
C46 . C51 . 1.398(8) yes
C47 . C48 . 1.395(9) yes
C47 . H471 . 0.930 no
C48 . C49 . 1.389(9) yes
C48 . H481 . 0.937 no
C49 . C50 . 1.393(8) yes
C49 . H491 . 0.933 no
C50 . C51 . 1.383(8) yes
C50 . C52 . 1.497(8) yes
C51 . H511 . 0.929 no
C52 . N53 . 1.413(7) yes
C52 . C56 . 1.347(6) yes
N53 . N54 . 1.327(6) yes
N54 . N55 . 1.350(7) yes
N55 . C56 . 1.360(6) yes
N55 . C58 . 1.469(8) yes
C56 . I57 . 2.095(8) yes
C58 . C59 . 1.540(6) yes
C58 . H581 . 0.963 no
C58 . H582 . 0.970 no
C59 . C60 . 1.420(5) yes
C59 . C72 . 1.418(5) yes
C60 . C61 . 1.406(5) yes
C60 . C65 . 1.466(4) yes
C61 . C62 . 1.363(5) yes
C61 . H611 . 0.936 no
C62 . C63 . 1.405(5) yes
C62 . H621 . 0.930 no
C63 . C64 . 1.372(5) yes
C63 . H631 . 0.927 no
C64 . C65 . 1.400(5) yes
C64 . H641 . 0.926 no
C65 . C66 . 1.374(5) yes
C66 . C67 . 1.379(5) yes
C66 . H661 . 0.932 no
C67 . C68 . 1.403(5) yes
C67 . C72 . 1.464(5) yes
C68 . C69 . 1.368(5) yes
C68 . H681 . 0.935 no
C69 . C70 . 1.406(5) yes
C69 . H691 . 0.941 no
C70 . C71 . 1.361(5) yes
C70 . H701 . 0.933 no
C71 . C72 . 1.405(5) yes
C71 . H711 . 0.930 no
C73 . O74 . 1.258(18) yes
C73 . O75 . 1.275(16) yes
O75 . C76 . 1.443(6) yes
O75 . Na86 . 2.788(11) yes
C76 . C77 . 1.492(6) yes
C76 . H761 . 0.966 no
C76 . H762 . 0.971 no
C77 . O78 . 1.402(6) yes
C77 . H771 . 0.971 no
C77 . H772 . 0.973 no
O78 . C79 . 1.436(6) yes
O78 . Na86 . 2.429(9) yes
C79 . C80 . 1.506(6) yes
C79 . H791 . 0.975 no
C79 . H792 . 0.972 no
C80 . O81 . 1.427(6) yes
C80 . H801 . 0.973 no
C80 . H802 . 0.967 no
O81 . C82 . 1.402(6) yes
O81 . Na86 . 2.374(9) yes
C82 . C83 . 1.482(6) yes
C82 . H821 . 0.972 no
C82 . H822 . 0.979 no
C83 . O84 . 1.431(6) yes
C83 . H831 . 0.971 no
C83 . H832 . 0.968 no
O84 . C85 . 1.384(16) yes
O84 . Na86 . 2.502(12) yes
C85 . H851 . 0.967 no
C85 . H852 . 0.962 no
C85 . H853 . 0.962 no
Na86 . O88 . 2.275(10) yes
O88 . C89 . 1.203(13) yes
C89 . C90 . 1.494(7) yes
C89 . C91 . 1.492(7) yes
C90 . H901 . 0.950 no
C90 . H902 . 0.950 no
C90 . H903 . 0.950 no
C91 . H911 . 0.967 no
C91 . H912 . 0.972 no
C91 . H913 . 0.975 no
O92 . C93 . 1.221(9) yes
C93 . C94 . 1.5201(10) yes
C93 . C95 . 1.5199(10) yes
C94 . H941 . 0.950 no
C94 . H942 . 0.950 no
C94 . H943 . 0.950 no
C95 . H951 . 0.962 no
C95 . H952 . 0.963 no
C95 . H953 . 0.965 no
O96 . C97 . 1.277(9) yes
C97 . C98 . 1.5203(10) yes
C97 . C99 . 1.5205(10) yes
C98 . H981 . 0.962 no
C98 . H982 . 0.961 no
C98 . H983 . 0.952 no
C99 . H991 . 0.958 no
C99 . H992 . 0.953 no
C99 . H993 . 0.954 no
C100 . C101 . 1.5198(10) yes
C100 . H1001 . 0.950 no
C100 . H1002 . 0.950 no
C100 . H1003 . 0.950 no
C101 . O102 . 1.211(9) yes
C101 . C103 . 1.5200(10) yes
C103 . H1031 . 0.917 no
C103 . H1032 . 1.056 no
C103 . H1033 . 0.942 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 . C1 . C6 . 117.87(6) yes
C2 . C1 . C14 . 123.62(6) yes
C6 . C1 . C14 . 118.41(6) yes
C1 . C2 . C3 . 120.93(6) yes
C1 . C2 . H21 . 119.3 no
C3 . C2 . H21 . 119.8 no
C2 . C3 . C4 . 120.76(6) yes
C2 . C3 . H31 . 119.2 no
C4 . C3 . H31 . 120.0 no
C3 . C4 . C5 . 120.99(6) yes
C3 . C4 . H41 . 119.4 no
C5 . C4 . H41 . 119.6 no
C4 . C5 . C6 . 120.10(6) yes
C4 . C5 . H51 . 119.8 no
C6 . C5 . H51 . 120.1 no
C1 . C6 . C5 . 119.24(6) yes
C1 . C6 . C7 . 117.59(6) yes
C5 . C6 . C7 . 123.10(6) yes
C6 . C7 . C8 . 125.85(6) yes
C6 . C7 . H71 . 117.4 no
C8 . C7 . H71 . 116.7 no
C7 . C8 . C9 . 123.14(6) yes
C7 . C8 . C13 . 117.62(5) yes
C9 . C8 . C13 . 119.24(6) yes
C8 . C9 . C10 . 120.05(7) yes
C8 . C9 . H91 . 119.7 no
C10 . C9 . H91 . 120.3 no
C9 . C10 . C11 . 120.95(7) yes
C9 . C10 . H101 . 119.9 no
C11 . C10 . H101 . 119.1 no
C10 . C11 . C12 . 120.74(7) yes
C10 . C11 . H111 . 119.7 no
C12 . C11 . H111 . 119.3 no
C11 . C12 . C13 . 120.93(7) yes
C11 . C12 . H121 . 120.6 no
C13 . C12 . H121 . 118.3 no
C8 . C13 . C12 . 117.88(6) yes
C8 . C13 . C14 . 118.45(5) yes
C12 . C13 . C14 . 123.63(6) yes
C13 . C14 . C1 . 121.99(5) yes
C13 . C14 . C15 . 119.00(6) yes
C1 . C14 . C15 . 119.01(6) yes
C14 . C15 . N16 . 109.5(6) yes
C14 . C15 . H151 . 109.4 no
N16 . C15 . H151 . 109.8 no
C14 . C15 . H152 . 108.6 no
N16 . C15 . H152 . 109.4 no
H151 . C15 . H152 . 110.1 no
C15 . N16 . N17 . 119.88(8) yes
C15 . N16 . C20 . 129.35(9) yes
N17 . N16 . C20 . 110.59(8) yes
N16 . N17 . N18 . 107.13(9) yes
Na86 2_775 N18 . N17 . 102.1(3) yes
Na86 2_775 N18 . C19 . 149.4(3) yes
N17 . N18 . C19 . 108.40(9) yes
N18 . C19 . C20 . 107.00(9) yes
N18 . C19 . C22 . 119.7(5) yes
C20 . C19 . C22 . 133.3(5) yes
C19 . C20 . N16 . 106.84(9) yes
C19 . C20 . I21 . 130.9(3) yes
N16 . C20 . I21 . 122.1(3) yes
C19 . C22 . C23 . 119.8(7) yes
C19 . C22 . C27 . 122.3(8) yes
C23 . C22 . C27 . 117.9(8) yes
C22 . C23 . C24 . 122.0(9) yes
C22 . C23 . H231 . 119.0 no
C24 . C23 . H231 . 119.0 no
C23 . C24 . C25 . 119.1(10) yes
C23 . C24 . H241 . 120.3 no
C25 . C24 . H241 . 120.6 no
C24 . C25 . C26 . 120.6(10) yes
C24 . C25 . H251 . 120.1 no
C26 . C25 . H251 . 119.3 no
C25 . C26 . C27 . 119.2(8) yes
C25 . C26 . C28 . 119.4(8) yes
C27 . C26 . C28 . 121.3(8) yes
C26 . C27 . C22 . 121.3(8) yes
C26 . C27 . H271 . 119.9 no
C22 . C27 . H271 . 118.8 no
C26 . C28 . N29 . 121.2(6) yes
C26 . C28 . C32 . 129.8(6) yes
N29 . C28 . C32 . 108.97(9) yes
C28 . N29 . N30 . 109.16(9) yes
N29 . N30 . N31 . 106.89(9) yes
N30 . N31 . C32 . 110.92(9) yes
N30 . N31 . C34 . 118.8(6) yes
C32 . N31 . C34 . 130.0(6) yes
C28 . C32 . N31 . 103.99(9) yes
C28 . C32 . I33 . 129.9(4) yes
N31 . C32 . I33 . 126.1(4) yes
C32 . I33 . I87 . 165.7(3) yes
N31 . C34 . C35 . 119.2(9) yes
N31 . C34 . C39 . 119.8(7) yes
C35 . C34 . C39 . 120.8(9) yes
C34 . C35 . C36 . 120.3(10) yes
C34 . C35 . H351 . 119.8 no
C36 . C35 . H351 . 119.9 no
C35 . C36 . C37 . 119.6(9) yes
C35 . C36 . C73 . 118.7(10) yes
C37 . C36 . C73 . 121.7(9) yes
C36 . C37 . C38 . 119.6(9) yes
C36 . C37 . H371 . 119.4 no
C38 . C37 . H371 . 121.0 no
C37 . C38 . C39 . 121.6(10) yes
C37 . C38 . N40 . 117.7(8) yes
C39 . C38 . N40 . 120.6(8) yes
C38 . C39 . C34 . 118.0(9) yes
C38 . C39 . H391 . 121.0 no
C34 . C39 . H391 . 121.0 no
C38 . N40 . N41 . 117.2(5) yes
C38 . N40 . C44 . 131.9(5) yes
N41 . N40 . C44 . 110.95(9) yes
N40 . N41 . N42 . 106.91(9) yes
N41 . N42 . C43 . 109.15(9) yes
N42 . C43 . C44 . 108.93(9) yes
N42 . C43 . C46 . 120.3(6) yes
C44 . C43 . C46 . 130.7(6) yes
C43 . C44 . N40 . 104.00(9) yes
C43 . C44 . I45 . 130.2(4) yes
N40 . C44 . I45 . 125.5(5) yes
C43 . C46 . C47 . 118.4(8) yes
C43 . C46 . C51 . 124.0(8) yes
C47 . C46 . C51 . 117.5(9) yes
C46 . C47 . C48 . 122.2(10) yes
C46 . C47 . H471 . 119.2 no
C48 . C47 . H471 . 118.5 no
C47 . C48 . C49 . 118.1(11) yes
C47 . C48 . H481 . 121.9 no
C49 . C48 . H481 . 120.1 no
C48 . C49 . C50 . 120.5(11) yes
C48 . C49 . H491 . 121.3 no
C50 . C49 . H491 . 118.2 no
C49 . C50 . C51 . 119.8(9) yes
C49 . C50 . C52 . 120.6(9) yes
C51 . C50 . C52 . 119.1(8) yes
C46 . C51 . C50 . 121.1(9) yes
C46 . C51 . H511 . 120.9 no
C50 . C51 . H511 . 118.0 no
C50 . C52 . N53 . 116.2(7) yes
C50 . C52 . C56 . 136.8(7) yes
N53 . C52 . C56 . 106.99(9) yes
C52 . N53 . N54 . 108.45(9) yes
N53 . N54 . N55 . 107.18(9) yes
N54 . N55 . C56 . 110.54(8) yes
N54 . N55 . C58 . 119.81(9) yes
C56 . N55 . C58 . 129.32(9) yes
N55 . C56 . C52 . 106.81(9) yes
N55 . C56 . I57 . 123.5(4) yes
C52 . C56 . I57 . 129.4(4) yes
N55 . C58 . C59 . 110.6(6) yes
N55 . C58 . H581 . 108.5 no
C59 . C58 . H581 . 109.5 no
N55 . C58 . H582 . 108.0 no
C59 . C58 . H582 . 109.7 no
H581 . C58 . H582 . 110.4 no
C58 . C59 . C60 . 119.00(6) yes
C58 . C59 . C72 . 119.00(6) yes
C60 . C59 . C72 . 121.97(5) yes
C59 . C60 . C61 . 123.64(6) yes
C59 . C60 . C65 . 118.43(6) yes
C61 . C60 . C65 . 117.86(6) yes
C60 . C61 . C62 . 120.90(7) yes
C60 . C61 . H611 . 119.0 no
C62 . C61 . H611 . 120.1 no
C61 . C62 . C63 . 120.70(7) yes
C61 . C62 . H621 . 119.5 no
C63 . C62 . H621 . 119.8 no
C62 . C63 . C64 . 120.92(7) yes
C62 . C63 . H631 . 119.7 no
C64 . C63 . H631 . 119.4 no
C63 . C64 . C65 . 120.04(7) yes
C63 . C64 . H641 . 121.1 no
C65 . C64 . H641 . 118.9 no
C60 . C65 . C64 . 119.24(6) yes
C60 . C65 . C66 . 117.62(5) yes
C64 . C65 . C66 . 123.13(6) yes
C65 . C66 . C67 . 125.89(6) yes
C65 . C66 . H661 . 117.6 no
C67 . C66 . H661 . 116.5 no
C66 . C67 . C68 . 123.11(6) yes
C66 . C67 . C72 . 117.63(5) yes
C68 . C67 . C72 . 119.24(6) yes
C67 . C68 . C69 . 120.06(7) yes
C67 . C68 . H681 . 119.7 no
C69 . C68 . H681 . 120.2 no
C68 . C69 . C70 . 120.93(7) yes
C68 . C69 . H691 . 119.7 no
C70 . C69 . H691 . 119.4 no
C69 . C70 . C71 . 120.72(7) yes
C69 . C70 . H701 . 119.9 no
C71 . C70 . H701 . 119.3 no
C70 . C71 . C72 . 120.92(7) yes
C70 . C71 . H711 . 120.6 no
C72 . C71 . H711 . 118.5 no
C67 . C72 . C59 . 118.44(6) yes
C67 . C72 . C71 . 117.85(6) yes
C59 . C72 . C71 . 123.63(6) yes
C36 . C73 . O74 . 120.7(12) yes
C36 . C73 . O75 . 116.0(14) yes
O74 . C73 . O75 . 123.3(13) yes
C73 . O75 . C76 . 118.9(11) yes
C73 . O75 . Na86 . 128.9(8) yes
C76 . O75 . Na86 . 105.6(5) yes
O75 . C76 . C77 . 110.44(7) yes
O75 . C76 . H761 . 107.1 no
C77 . C76 . H761 . 108.6 no
O75 . C76 . H762 . 110.5 no
C77 . C76 . H762 . 110.7 no
H761 . C76 . H762 . 109.3 no
C76 . C77 . O78 . 107.59(7) yes
C76 . C77 . H771 . 110.2 no
O78 . C77 . H771 . 108.8 no
C76 . C77 . H772 . 111.0 no
O78 . C77 . H772 . 108.9 no
H771 . C77 . H772 . 110.2 no
C77 . O78 . C79 . 113.95(7) yes
C77 . O78 . Na86 . 112.2(6) yes
C79 . O78 . Na86 . 114.5(4) yes
O78 . C79 . C80 . 107.67(7) yes
O78 . C79 . H791 . 110.7 no
C80 . C79 . H791 . 110.4 no
O78 . C79 . H792 . 109.3 no
C80 . C79 . H792 . 110.0 no
H791 . C79 . H792 . 108.8 no
C79 . C80 . O81 . 107.67(7) yes
C79 . C80 . H801 . 109.4 no
O81 . C80 . H801 . 109.8 no
C79 . C80 . H802 . 110.1 no
O81 . C80 . H802 . 110.6 no
H801 . C80 . H802 . 109.3 no
C80 . O81 . C82 . 113.96(7) yes
C80 . O81 . Na86 . 108.0(6) yes
C82 . O81 . Na86 . 109.3(6) yes
O81 . C82 . C83 . 107.59(7) yes
O81 . C82 . H821 . 109.0 no
C83 . C82 . H821 . 108.6 no
O81 . C82 . H822 . 110.6 no
C83 . C82 . H822 . 110.8 no
H821 . C82 . H822 . 110.1 no
C82 . C83 . O84 . 110.44(7) yes
C82 . C83 . H831 . 108.8 no
O84 . C83 . H831 . 108.6 no
C82 . C83 . H832 . 109.0 no
O84 . C83 . H832 . 110.9 no
H831 . C83 . H832 . 109.2 no
C83 . O84 . C85 . 113.2(8) yes
C83 . O84 . Na86 . 112.0(5) yes
C85 . O84 . Na86 . 124.3(9) yes
O84 . C85 . H851 . 109.1 no
O84 . C85 . H852 . 108.5 no
H851 . C85 . H852 . 110.1 no
O84 . C85 . H853 . 108.2 no
H851 . C85 . H853 . 109.9 no
H852 . C85 . H853 . 111.0 no
O81 . Na86 . O78 . 69.3(2) yes
O81 . Na86 . N18 2_775 98.4(3) yes
O78 . Na86 . N18 2_775 104.9(3) yes
O81 . Na86 . O84 . 68.1(3) yes
O78 . Na86 . O84 . 135.8(3) yes
N18 2_775 Na86 . O84 . 92.5(3) yes
O81 . Na86 . O75 . 132.6(3) yes
O78 . Na86 . O75 . 65.8(3) yes
N18 2_775 Na86 . O75 . 79.5(3) yes
O84 . Na86 . O75 . 158.4(3) yes
O81 . Na86 . O88 . 117.1(4) yes
O78 . Na86 . O88 . 94.4(4) yes
N18 2_775 Na86 . O88 . 143.8(4) yes
O84 . Na86 . O88 . 94.6(4) yes
O75 . Na86 . O88 . 81.1(4) yes
Na86 . O88 . C89 . 148.2(11) yes
O88 . C89 . C90 . 122.1(10) yes
O88 . C89 . C91 . 123.9(11) yes
C90 . C89 . C91 . 113.76(7) yes
C89 . C90 . H901 . 110.1 no
C89 . C90 . H902 . 109.8 no
H901 . C90 . H902 . 109.5 no
C89 . C90 . H903 . 108.5 no
H901 . C90 . H903 . 109.5 no
H902 . C90 . H903 . 109.5 no
C89 . C91 . H911 . 108.8 no
C89 . C91 . H912 . 109.6 no
H911 . C91 . H912 . 109.8 no
C89 . C91 . H913 . 109.9 no
H911 . C91 . H913 . 109.0 no
H912 . C91 . H913 . 109.7 no
O92 . C93 . C94 . 126.4(13) yes
O92 . C93 . C95 . 120.5(13) yes
C94 . C93 . C95 . 113.1(12) yes
C93 . C94 . H941 . 109.5 no
C93 . C94 . H942 . 109.1 no
H941 . C94 . H942 . 109.5 no
C93 . C94 . H943 . 109.9 no
H941 . C94 . H943 . 109.5 no
H942 . C94 . H943 . 109.5 no
C93 . C95 . H951 . 108.2 no
C93 . C95 . H952 . 108.8 no
H951 . C95 . H952 . 109.5 no
C93 . C95 . H953 . 110.8 no
H951 . C95 . H953 . 109.4 no
H952 . C95 . H953 . 110.0 no
O96 . C97 . C98 . 121.8(10) yes
O96 . C97 . C99 . 125.0(10) yes
C98 . C97 . C99 . 113.2(9) yes
C97 . C98 . H981 . 109.8 no
C97 . C98 . H982 . 109.6 no
H981 . C98 . H982 . 110.2 no
C97 . C98 . H983 . 108.2 no
H981 . C98 . H983 . 109.2 no
H982 . C98 . H983 . 109.8 no
C97 . C99 . H991 . 110.8 no
C97 . C99 . H992 . 110.0 no
H991 . C99 . H992 . 108.7 no
C97 . C99 . H993 . 108.9 no
H991 . C99 . H993 . 108.7 no
H992 . C99 . H993 . 109.6 no
C101 . C100 . H1001 . 108.6 no
C101 . C100 . H1002 . 113.2 no
H1001 . C100 . H1002 . 109.5 no
C101 . C100 . H1003 . 106.5 no
H1001 . C100 . H1003 . 109.5 no
H1002 . C100 . H1003 . 109.5 no
C100 . C101 . O102 . 118.8(13) yes
C100 . C101 . C103 . 118.3(13) yes
O102 . C101 . C103 . 122.9(13) yes
C101 . C103 . H1031 . 115.8 no
C101 . C103 . H1032 . 107.3 no
H1031 . C103 . H1032 . 103.5 no
C101 . C103 . H1033 . 113.6 no
H1031 . C103 . H1033 . 113.1 no
H1032 . C103 . H1033 . 101.8 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
C23 . H231 . O84 2_775 167.5(3) 0.940 2.477 3.401(16) yes
C37 . H371 . O88 . 168.2(3) 0.929 2.599 3.513(16) yes
C64 . H641 . N54 2_766 146.4(4) 0.926 2.597 3.408(16) yes
C77 . H771 . N17 2_775 143.1(2) 0.971 2.552 3.379(16) yes
C85 . H851 . N41 . 167.5(4) 0.967 2.527 3.477(16) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 14/11/16 at 11:11:56
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) H   ( 152,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) H   ( 582,X'S) 
RIDE C   (  61,X'S) H   ( 611,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
RIDE C   (  68,X'S) H   ( 681,X'S) 
RIDE C   (  69,X'S) H   ( 691,X'S) 
RIDE C   (  70,X'S) H   ( 701,X'S) 
RIDE C   (  71,X'S) H   ( 711,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) H   ( 762,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) H   ( 772,X'S) 
RIDE C   (  79,X'S) H   ( 791,X'S) H   ( 792,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) H   ( 802,X'S) 
RIDE C   (  82,X'S) H   ( 821,X'S) H   ( 822,X'S) 
RIDE C   (  83,X'S) H   ( 831,X'S) H   ( 832,X'S) 
RIDE C   (  85,X'S) H   ( 851,X'S) H   ( 852,X'S) H   ( 853,X'S) 
RIDE C   (  90,X'S) H   ( 901,X'S) H   ( 902,X'S) H   ( 903,X'S) 
RIDE C   (  91,X'S) H   ( 911,X'S) H   ( 912,X'S) H   ( 913,X'S) 
RIDE C   (  94,X'S) H   ( 941,X'S) H   ( 942,X'S) H   ( 943,X'S) 
RIDE C   (  95,X'S) H   ( 951,X'S) H   ( 952,X'S) H   ( 953,X'S) 
RIDE C   (  98,X'S) H   ( 981,X'S) H   ( 982,X'S) H   ( 983,X'S) 
RIDE C   (  99,X'S) H   ( 991,X'S) H   ( 992,X'S) H   ( 993,X'S) 
RIDE C   ( 100,X'S) H   (1001,X'S) H   (1002,X'S) H   (1003,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 14/11/16 at 11:11:56
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
REM ACETONE MOLECULES 
PLANAR C(100) UNTIL C(103) 
PLANAR O(96) UNTIL C(99) 
PLANAR O(92) UNTIL C(95) 
DISTANCE 1.22, 0.01 = C(101) TO O(102) 
CONT O(96) TO C(97) O(92) TO C(93) 
DISTANCE 1.52, 0.001 = C(97) TO C(98) 
CONT C(97) TO C(99) C(93) TO C(94) 
CONT C(93) TO C(95) C(100) TO C(101) 
CONT C(101) TO C(103) 
ANGLE 116,2 = C(94) TO C(93) TO C(95) 
CONT C(100) TO C(101) TO C(103) 
CONT C(98) TO C(97) TO C(99) 
ANGLE 122,2 = O(92) TO C(93) TO C(94) 
CONT O(92) TO C(93) TO C(95) 
CONT C(98) TO C(97) TO O(96) 
CONT C(99) TO C(97) TO O(96) 
CONT C(100) TO C(101) TO O(102) 
CONT C(103) TO C(101) TO O(102) 
SIMU 0.04 C(90) C(89) C(91) 
DELU 0.01 C(90) C(89) C(91) 
SIMU 0.04 C(98) C(97) C(99) 
SIMU 0.04 C(97) O(96) 
DELU 0.01 C(98) C(97) C(99) 
DELU 0.01 C(97) O(96) 
SIMU 0.04 C(100) C(101) C(103) 
SIMU 0.04 C(101) O(102) 
DELU 0.01 C(100) C(101) C(103) 
DELU 0.01  C(101) O(102) 
SIMU 0.04 C(94) C(93) C(95) 
SIMU 0.04 C(93) O(92) 
DELU 0.01 C(94) C(93) C(95) 
DELU 0.01 C(93) O(92) 
SAME C(90) C(89) C(91) AND 
CONT C(91) C(89) C(90) 
SIMU 0.04 C(90) C(89) C(91) 
SIMU 0.04 C(89) O(88) 
SIMU 0.01 C(90) C(89) C(91) 
SIMU 0.01 C(89) O(88) 
REM PHENYL GROUPS 
DIST 0.0, 0.01 = MEAN C(22) TO C(23) 
CONT C(23) TO C(24) C(24) TO C(25) 
CONT C(25) TO C(26) C(26) TO C(27) 
CONT C(27) TO C(22) C(46) TO C(47) 
CONT C(47) TO C(48) C(48) TO C(49) 
CONT C(49) TO C(50) C(50) TO C(51) 
CONT C(51) TO C(46) 
DIST 0.0, 0.01 = MEAN C(34) TO C(35) 
CONT C(35) TO C(36) C(36) TO C(37) 
CONT C(37) TO C(38) C(38) TO C(39) 
CONT C(39) TO C(34) 
DELU 0.01 C(43) C(46) C(47) C(48) C(49) C(50) C(51) 
REM TRIAZOLES 
SAME C(15) N(16) N(17) N(18) C(19) C(20) AND 
CONT C(58) N(55) N(54) N(53) C(52) C(56) 
SAME C(28) N(29) N(30) N(31) C(32) AND 
CONT C(43) N(42) N(41) N(40) C(44) 
SIMU 0.04 N(40) N(41) N(42) C(43) C(44) 
DELU 0.01 N(40) N(41) N(42) C(43) C(44) 
SIMU 0.04 C(52) N(53) N(54) N(55) C(56) 
DELU 0.01 C(52) N(53) N(54) N(55) C(56) 
REM ANTHRACENES 
SAME C(15) C(14) C(13) C(12) C(11) C(10) 
CONT C(9) C(8) C(7) C(6) C(5) C(4) C(3) 
CONT C(2) C(1) AND 
CONT C(15) C(14) C(1) C(2) C(3) C(4) C(5) 
CONT C(6) C(7) C(8) C(9) C(10) C(11) C(12) 
CONT C(13) AND 
CONT C(58) C(59) C(60) C(61) C(62) C(63) 
CONT C(64) C(65) C(66) C(67) C(68) C(69) 
CONT C(70) C(71) C(72) AND 
CONT C(58) C(59) C(72) C(71) C(70) C(69) 
CONT C(68) C(67) C(66) C(65) C(64) C(63) 
CONT C(62) C(61) C(60) 
SIMU 0.02 C(1) C(2) C(3) C(4) C(5) C(6) 
CONT C(7) C(8) C(9) C(10) C(11) C(12) 
CONT C(13) C(14) C(15) 
DELU 0.005 C(1) C(2) C(3) C(4) C(5) C(6) 
CONT C(7) C(8) C(9) C(10) C(11) C(12) 
CONT C(13) C(14) C(15) 
SIMU 0.02 C(58) C(59) C(60) C(61) C(62) C(63) 
CONT C(64) C(65) C(66) C(67) C(68) C(69) 
CONT C(70) C(71) C(72) 
DELU 0.005 C(58) C(59) C(60) C(61) C(62) C(63) 
CONT C(64) C(65) C(66) C(67) C(68) C(69) 
CONT C(70) C(71) C(72) 
REM POLYETHER 
SAME O(75) C(76) C(77) O(78) C(79) C(80) 
CONT O(81) C(82) C(83) O(84) AND 
CONT O(84) C(83) C(82) O(81) C(80) C(79) 
CONT O(78) C(77) C(76) O(75) 
SIMU 0.04 O(75) C(76) C(77) O(78) C(79) C(80) 
CONT O(81) C(82) C(83) O(84) C(85) 
DELU 0.01 O(75) C(76) C(77) O(78) C(79) C(80) 
CONT O(81) C(82) C(83) O(84) C(85) 
REM MISCELLANEOUS 
DISTANCE 0.0, 0.01 = MEAN C(19) TO C(22) 
CONT C(52) TO C(50) 
DISTANCE 0.0, 0.01 = MEAN C(26) TO C(28) 
CONT C(46) TO C(43) 
REM   DELU   START (DO NOT REMOVE THIS LINE) 
VIBR .0, 0.00200 = O(75) TO NA(86) 
VIBR .0, 0.00500 = NA(86) TO C(73) 
VIBR .0, 0.00500 = NA(86) TO C(76) 
VIBR .0, 0.00200 = O(78) TO NA(86) 
VIBR .0, 0.00500 = NA(86) TO C(77) 
VIBR .0, 0.00500 = NA(86) TO C(79) 
VIBR .0, 0.00200 = O(81) TO NA(86) 
VIBR .0, 0.00500 = NA(86) TO C(80) 
VIBR .0, 0.00500 = NA(86) TO C(82) 
VIBR .0, 0.00200 = O(84) TO NA(86) 
VIBR .0, 0.00500 = NA(86) TO C(83) 
VIBR .0, 0.00500 = NA(86) TO C(85) 
VIBR .0, 0.00200 = NA(86) TO O(88) 
VIBR .0, 0.00500 = O(78) TO O(81) 
VIBR .0, 0.00500 = O(84) TO O(81) 
VIBR .0, 0.00500 = O(84) TO O(78) 
VIBR .0, 0.00500 = N(18,-1,1,2,2) TO O(81) 
VIBR .0, 0.00500 = N(18,-1,1,2,2) TO O(78) 
VIBR .0, 0.00500 = N(18,-1,1,2,2) TO O(84) 
VIBR .0, 0.00500 = O(75) TO O(81) 
VIBR .0, 0.00500 = O(75) TO O(78) 
VIBR .0, 0.00500 = O(75) TO O(84) 
VIBR .0, 0.00500 = O(75) TO N(18,-1,1,2,2) 
VIBR .0, 0.00500 = O(88) TO O(81) 
VIBR .0, 0.00500 = O(88) TO O(78) 
VIBR .0, 0.00500 = O(88) TO O(84) 
VIBR .0, 0.00500 = O(88) TO N(18,-1,1,2,2) 
VIBR .0, 0.00500 = O(88) TO O(75) 
VIBR .0, 0.00200 = O(88) TO C(89) 
VIBR .0, 0.00500 = C(89) TO NA(86) 
VIBR .0, 0.00200 = C(89) TO C(90) 
VIBR .0, 0.00200 = C(89) TO C(91) 
VIBR .0, 0.00500 = C(90) TO O(88) 
VIBR .0, 0.00500 = C(91) TO O(88) 
VIBR .0, 0.00500 = C(91) TO C(90) 
VIBR .0, 0.00200 = O(92) TO C(93) 
VIBR .0, 0.00200 = C(93) TO C(94) 
VIBR .0, 0.00200 = C(93) TO C(95) 
VIBR .0, 0.00500 = C(94) TO O(92) 
VIBR .0, 0.00500 = C(95) TO O(92) 
VIBR .0, 0.00500 = C(95) TO C(94) 
VIBR .0, 0.00200 = O(96) TO C(97) 
VIBR .0, 0.00200 = C(97) TO C(98) 
VIBR .0, 0.00200 = C(97) TO C(99) 
VIBR .0, 0.00500 = C(98) TO O(96) 
VIBR .0, 0.00500 = C(99) TO O(96) 
VIBR .0, 0.00500 = C(99) TO C(98) 
VIBR .0, 0.00200 = C(100) TO C(101) 
VIBR .0, 0.00200 = C(101) TO O(102) 
VIBR .0, 0.00200 = C(101) TO C(103) 
VIBR .0, 0.00500 = O(102) TO C(100) 
VIBR .0, 0.00500 = C(103) TO C(100) 
VIBR .0, 0.00500 = C(103) TO O(102) 
REM   DELU   END (DO NOT REMOVE THIS LINE) 
REM   THERMSIM   START (DO NOT REMOVE THIS LINE) 
U(IJ) .0, 0.02000 = O(75) TO NA(86) 
U(IJ) .0, 0.02000 = O(78) TO NA(86) 
U(IJ) .0, 0.02000 = O(81) TO NA(86) 
U(IJ) .0, 0.02000 = O(84) TO NA(86) 
U(IJ) .0, 0.04000 = NA(86) TO O(88) 
U(IJ) .0, 0.04000 = O(88) TO C(89) 
U(IJ) .0, 0.08000 = C(89) TO C(90) 
U(IJ) .0, 0.08000 = C(89) TO C(91) 
U(IJ) .0, 0.04000 = O(92) TO C(93) 
U(IJ) .0, 0.04000 = C(93) TO C(94) 
U(IJ) .0, 0.04000 = C(93) TO C(95) 
U(IJ) .0, 0.04000 = O(96) TO C(97) 
U(IJ) .0, 0.04000 = C(97) TO C(98) 
U(IJ) .0, 0.04000 = C(97) TO C(99) 
U(IJ) .0, 0.04000 = C(100) TO C(101) 
U(IJ) .0, 0.04000 = C(101) TO O(102) 
U(IJ) .0, 0.04000 = C(101) TO C(103) 
REM   THERMSIM   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-3 0 1 x .
1 -5 3 x .
-3 1 1 x .
-4 1 2 x .
-3 0 2 x .
-3 -1 4 x .
1 -5 1 x .
-3 -2 3 x .


#==============================================================================
# start Validation Reply Form
#==============================================================================
_vrf_PLAT026_3b.NaI              
;
PROBLEM: Ratio Observed/Unique Reflections (too) Low .......      24% 
RESPONSE: The crystals were of low quality and diffracted poorly.
Synchrotron radiation was used, but despite this the diffraction was weak.
;
_vrf_RINTA01_3b.NaI              
;
PROBLEM: The value of Rint is greater than 0.18 .......      0.195 
RESPONSE:  The crystals were of low quality and diffracted poorly.
Synchrotron radiation was used, but despite this the diffraction was weak.
;
_vrf_PLAT020_3b.NaI              
;
PROBLEM:The value of Rint is greater than 0.12 .......      0.195  
RESPONSE: The crystals were of low quality and diffracted poorly.
Synchrotron radiation was used, but despite this the diffraction was weak.
;
_vrf_PLAT434_3b.NaI              
;
PROBLEM: Short Inter HL..HL Contact I21    ..  I87     ..       3.48 Ang.  
RESPONSE: These short contacts occur as a result of halogen bonding interactions.
See the text of the manuscript for more information
;
#==============================================================================
# end Validation Reply Form 
#==============================================================================

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform, acetone'
