# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_frey51m
_database_code_depnum_ccdc_archive 'CCDC 1565815'
_audit_update_record             
;
2017-08-25 deposited with the CCDC.	2020-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
cis-1,4-bis(4-iodophenyl)cyclohex-2-ene-1,4-diol
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '8(C18 H16 I2 O2), C H Cl3, 2(H2 O)'
_chemical_formula_sum            'C145 H133 Cl3 I16 O18'
_chemical_formula_weight         4300.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)
_symmetry_space_group_name_Hall  'P 2yb'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.850(2)
_cell_length_b                   31.002(6)
_cell_length_c                   11.243(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.637(3)
_cell_angle_gamma                90.00
_cell_volume                     3756.5(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(1)
_cell_measurement_reflns_used    9996
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.96

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.32
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.901
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2046
_exptl_absorpt_coefficient_mu    3.409
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2805
_exptl_absorpt_correction_T_max  0.4084
_exptl_absorpt_process_details   'Bruker SADABS V2.05'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            41842
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         27.00
_reflns_number_total             16334
_reflns_number_gt                15854
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0574P)²+2.8346P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_chemical_absolute_configuration unk
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.321(15)
_refine_ls_number_reflns         16334
_refine_ls_number_parameters     847
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0911
_refine_ls_wR_factor_gt          0.0905
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5454(4) 0.60006(15) 0.6798(4) 0.0243(9) Uani 1 1 d . . .
C2 C 0.5421(5) 0.60666(15) 0.8124(4) 0.0285(10) Uani 1 1 d . . .
H2 H 0.4634 0.6106 0.8401 0.034 Uiso 1 1 calc R . .
C3 C 0.6416(5) 0.60734(15) 0.8930(4) 0.0308(10) Uani 1 1 d . . .
H3 H 0.6293 0.6118 0.9744 0.037 Uiso 1 1 calc R . .
C4 C 0.7726(5) 0.60145(17) 0.8642(4) 0.0302(10) Uani 1 1 d . . .
C5 C 0.7703(4) 0.57982(16) 0.7421(4) 0.0264(9) Uani 1 1 d . . .
H5A H 0.7459 0.5492 0.7483 0.032 Uiso 1 1 calc R . .
H5B H 0.8543 0.5808 0.7159 0.032 Uiso 1 1 calc R . .
C6 C 0.6785(4) 0.60277(16) 0.6501(4) 0.0258(9) Uani 1 1 d . . .
H6A H 0.7026 0.6335 0.6458 0.031 Uiso 1 1 calc R . .
H6B H 0.6832 0.5898 0.5703 0.031 Uiso 1 1 calc R . .
C7 C 0.4844(4) 0.55699(15) 0.6386(4) 0.0226(8) Uani 1 1 d . . .
C8 C 0.4414(4) 0.55174(16) 0.5173(4) 0.0293(10) Uani 1 1 d . . .
H8 H 0.4495 0.5746 0.4626 0.035 Uiso 1 1 calc R . .
C9 C 0.3867(5) 0.51292(16) 0.4767(4) 0.0285(10) Uani 1 1 d . . .
H9 H 0.3576 0.5091 0.3944 0.034 Uiso 1 1 calc R . .
C10 C 0.3753(4) 0.47967(16) 0.5590(4) 0.0263(9) Uani 1 1 d . . .
C11 C 0.4221(4) 0.48426(17) 0.6778(4) 0.0305(10) Uani 1 1 d . . .
H11 H 0.4178 0.4610 0.7322 0.037 Uiso 1 1 calc R . .
C12 C 0.4760(5) 0.52346(17) 0.7171(4) 0.0303(10) Uani 1 1 d . . .
H12 H 0.5071 0.5270 0.7991 0.036 Uiso 1 1 calc R . .
C13 C 0.8469(5) 0.57309(16) 0.9594(4) 0.0293(10) Uani 1 1 d . . .
C14 C 0.7979(6) 0.53471(18) 0.9949(5) 0.0438(14) Uani 1 1 d . . .
H14 H 0.7173 0.5262 0.9609 0.053 Uiso 1 1 calc R . .
C15 C 0.8636(6) 0.50824(18) 1.0793(6) 0.0442(14) Uani 1 1 d . . .
H15 H 0.8294 0.4816 1.1012 0.053 Uiso 1 1 calc R . .
C16 C 0.9805(5) 0.52124(18) 1.1314(5) 0.0348(11) Uani 1 1 d . . .
C17 C 1.0294(5) 0.55977(19) 1.1004(5) 0.0354(11) Uani 1 1 d . . .
H17 H 1.1083 0.5689 1.1373 0.042 Uiso 1 1 calc R . .
C18 C 0.9625(5) 0.58569(19) 1.0139(5) 0.0344(11) Uani 1 1 d . . .
H18 H 0.9967 0.6124 0.9922 0.041 Uiso 1 1 calc R . .
C19 C 0.8896(4) 0.66182(15) 0.3642(4) 0.0237(9) Uani 1 1 d . . .
C20 C 1.0080(4) 0.64475(16) 0.3241(4) 0.0266(9) Uani 1 1 d . . .
H20 H 1.0098 0.6390 0.2413 0.032 Uiso 1 1 calc R . .
C21 C 1.1113(4) 0.63717(16) 0.3995(4) 0.0274(9) Uani 1 1 d . . .
H21 H 1.1806 0.6252 0.3669 0.033 Uiso 1 1 calc R . .
C22 C 1.1250(4) 0.64645(16) 0.5336(4) 0.0257(9) Uani 1 1 d . . .
C23 C 1.0208(4) 0.67602(15) 0.5634(4) 0.0241(9) Uani 1 1 d . . .
H23A H 1.0179 0.6763 0.6511 0.029 Uiso 1 1 calc R . .
H23B H 1.0371 0.7058 0.5376 0.029 Uiso 1 1 calc R . .
C24 C 0.8968(4) 0.66067(15) 0.5009(4) 0.0237(9) Uani 1 1 d . . .
H24A H 0.8300 0.6791 0.5264 0.028 Uiso 1 1 calc R . .
H24B H 0.8818 0.6308 0.5266 0.028 Uiso 1 1 calc R . .
C25 C 0.7756(4) 0.63583(16) 0.3109(4) 0.0251(9) Uani 1 1 d . . .
C26 C 0.7831(4) 0.59188(16) 0.2941(5) 0.0295(10) Uani 1 1 d . . .
H26 H 0.8600 0.5776 0.3144 0.035 Uiso 1 1 calc R . .
C27 C 0.6790(5) 0.56806(17) 0.2475(5) 0.0327(11) Uani 1 1 d . . .
H27 H 0.6855 0.5378 0.2361 0.039 Uiso 1 1 calc R . .
C28 C 0.5677(4) 0.58854(18) 0.2182(4) 0.0299(10) Uani 1 1 d . . .
C29 C 0.5578(5) 0.6331(2) 0.2378(6) 0.0409(13) Uani 1 1 d . . .
H29 H 0.4803 0.6473 0.2198 0.049 Uiso 1 1 calc R . .
C30 C 0.6623(5) 0.65627(18) 0.2836(5) 0.0373(12) Uani 1 1 d . . .
H30 H 0.6560 0.6864 0.2964 0.045 Uiso 1 1 calc R . .
C31 C 1.1325(4) 0.60525(14) 0.6113(4) 0.0203(8) Uani 1 1 d . . .
C32 C 1.1766(5) 0.60931(17) 0.7308(5) 0.0327(11) Uani 1 1 d . . .
H32 H 1.2014 0.6368 0.7621 0.039 Uiso 1 1 calc R . .
C33 C 1.1853(5) 0.57370(18) 0.8056(4) 0.0333(11) Uani 1 1 d . . .
H33 H 1.2171 0.5768 0.8875 0.040 Uiso 1 1 calc R . .
C34 C 1.1480(5) 0.53410(16) 0.7617(5) 0.0296(10) Uani 1 1 d . . .
C35 C 1.1022(5) 0.52824(17) 0.6424(5) 0.0327(11) Uani 1 1 d . . .
H35 H 1.0767 0.5006 0.6123 0.039 Uiso 1 1 calc R . .
C36 C 1.0951(4) 0.56479(15) 0.5677(4) 0.0250(9) Uani 1 1 d . . .
H36 H 1.0640 0.5618 0.4856 0.030 Uiso 1 1 calc R . .
C37 C 0.6285(4) 0.26612(14) 0.5335(4) 0.0215(8) Uani 1 1 d . . .
C38 C 0.6137(4) 0.27866(15) 0.4029(4) 0.0247(9) Uani 1 1 d . . .
H38 H 0.6828 0.2918 0.3726 0.030 Uiso 1 1 calc R . .
C39 C 0.5118(4) 0.27275(15) 0.3269(4) 0.0238(9) Uani 1 1 d . . .
H39 H 0.5128 0.2818 0.2462 0.029 Uiso 1 1 calc R . .
C40 C 0.3944(4) 0.25249(14) 0.3617(4) 0.0234(9) Uani 1 1 d . . .
C41 C 0.3999(4) 0.25051(15) 0.4974(4) 0.0228(9) Uani 1 1 d . . .
H41A H 0.3338 0.2310 0.5192 0.027 Uiso 1 1 calc R . .
H41B H 0.3839 0.2796 0.5283 0.027 Uiso 1 1 calc R . .
C42 C 0.5251(4) 0.23448(14) 0.5566(4) 0.0215(8) Uani 1 1 d . . .
H42A H 0.5429 0.2057 0.5242 0.026 Uiso 1 1 calc R . .
H42B H 0.5222 0.2315 0.6439 0.026 Uiso 1 1 calc R . .
C43 C 0.6317(4) 0.30512(15) 0.6160(4) 0.0235(9) Uani 1 1 d . . .
C44 C 0.6706(4) 0.29901(16) 0.7373(4) 0.0271(9) Uani 1 1 d . . .
H44 H 0.6911 0.2707 0.7655 0.033 Uiso 1 1 calc R . .
C45 C 0.6805(5) 0.33297(17) 0.8179(4) 0.0290(10) Uani 1 1 d . . .
H45 H 0.7076 0.3282 0.9002 0.035 Uiso 1 1 calc R . .
C46 C 0.6498(5) 0.37388(16) 0.7756(4) 0.0277(10) Uani 1 1 d . . .
C47 C 0.6093(5) 0.38068(16) 0.6567(5) 0.0301(10) Uani 1 1 d . . .
H47 H 0.5875 0.4089 0.6292 0.036 Uiso 1 1 calc R . .
C48 C 0.6001(4) 0.34671(16) 0.5773(4) 0.0277(10) Uani 1 1 d . . .
H48 H 0.5719 0.3517 0.4953 0.033 Uiso 1 1 calc R . .
C49 C 0.2784(4) 0.27649(15) 0.3092(4) 0.0245(9) Uani 1 1 d . . .
C50 C 0.2764(5) 0.32150(16) 0.3031(4) 0.0295(10) Uani 1 1 d . . .
H50 H 0.3489 0.3372 0.3323 0.035 Uiso 1 1 calc R . .
C51 C 0.1724(5) 0.34380(18) 0.2558(5) 0.0349(11) Uani 1 1 d . . .
H51 H 0.1738 0.3744 0.2506 0.042 Uiso 1 1 calc R . .
C52 C 0.0657(5) 0.32113(17) 0.2160(4) 0.0314(11) Uani 1 1 d . . .
C53 C 0.0618(5) 0.2773(2) 0.2254(6) 0.0450(14) Uani 1 1 d . . .
H53 H -0.0126 0.2621 0.1999 0.054 Uiso 1 1 calc R . .
C54 C 0.1690(5) 0.25471(18) 0.2733(6) 0.0388(13) Uani 1 1 d . . .
H54 H 0.1662 0.2242 0.2810 0.047 Uiso 1 1 calc R . .
C55 C 0.2535(4) 0.30730(15) 0.8556(4) 0.0244(9) Uani 1 1 d . . .
C56 C 0.1190(4) 0.30096(17) 0.8765(4) 0.0280(9) Uani 1 1 d . . .
H56 H 0.1009 0.2963 0.9562 0.034 Uiso 1 1 calc R . .
C57 C 0.0257(4) 0.30159(16) 0.7898(4) 0.0261(9) Uani 1 1 d . . .
H57 H -0.0550 0.2960 0.8110 0.031 Uiso 1 1 calc R . .
C58 C 0.0379(4) 0.31061(14) 0.6584(4) 0.0214(8) Uani 1 1 d . . .
C59 C 0.1749(4) 0.30999(15) 0.6349(4) 0.0231(9) Uani 1 1 d . . .
H59A H 0.2004 0.2798 0.6235 0.028 Uiso 1 1 calc R . .
H59B H 0.1832 0.3259 0.5599 0.028 Uiso 1 1 calc R . .
C60 C 0.2605(4) 0.32975(17) 0.7348(4) 0.0277(10) Uani 1 1 d . . .
H60A H 0.2391 0.3606 0.7423 0.033 Uiso 1 1 calc R . .
H60B H 0.3468 0.3282 0.7145 0.033 Uiso 1 1 calc R . .
C61 C 0.3256(5) 0.33183(16) 0.9530(4) 0.0282(10) Uani 1 1 d . . .
C62 C 0.4461(5) 0.32066(16) 0.9995(4) 0.0294(10) Uani 1 1 d . . .
H62 H 0.4820 0.2949 0.9736 0.035 Uiso 1 1 calc R . .
C63 C 0.5147(5) 0.34689(17) 1.0838(5) 0.0317(10) Uani 1 1 d . . .
H63 H 0.5965 0.3387 1.1148 0.038 Uiso 1 1 calc R . .
C64 C 0.4641(5) 0.38478(17) 1.1226(4) 0.0322(11) Uani 1 1 d . . .
C65 C 0.3450(6) 0.39619(18) 1.0765(5) 0.0375(12) Uani 1 1 d . . .
H65 H 0.3099 0.4221 1.1027 0.045 Uiso 1 1 calc R . .
C66 C 0.2762(5) 0.37068(18) 0.9932(4) 0.0341(11) Uani 1 1 d . . .
H66 H 0.1947 0.3793 0.9624 0.041 Uiso 1 1 calc R . .
C67 C -0.0253(4) 0.35304(15) 0.6177(4) 0.0227(8) Uani 1 1 d . . .
C68 C -0.0383(4) 0.38676(16) 0.6987(4) 0.0263(10) Uani 1 1 d . . .
H68 H -0.0095 0.3829 0.7811 0.032 Uiso 1 1 calc R . .
C69 C -0.0925(4) 0.42552(17) 0.6604(4) 0.0311(10) Uani 1 1 d . . .
H69 H -0.1008 0.4481 0.7160 0.037 Uiso 1 1 calc R . .
C70 C -0.1347(4) 0.43105(15) 0.5404(4) 0.0260(9) Uani 1 1 d . . .
C71 C -0.1210(5) 0.39905(17) 0.4571(4) 0.0311(10) Uani 1 1 d . . .
H71 H -0.1485 0.4033 0.3747 0.037 Uiso 1 1 calc R . .
C72 C -0.0655(4) 0.36028(15) 0.4977(4) 0.0262(9) Uani 1 1 d . . .
H72 H -0.0550 0.3382 0.4413 0.031 Uiso 1 1 calc R . .
C73 C 0.1771(13) 0.6940(4) 0.9633(11) 0.052(3) Uani 0.50 1 d P . .
H73 H 0.1152 0.6785 0.9060 0.062 Uiso 0.50 1 calc PR . .
Cl1 Cl 0.2631(3) 0.65419(8) 1.0382(3) 0.0538(8) Uani 0.50 1 d P . .
Cl2 Cl 0.0909(4) 0.72203(13) 1.0530(3) 0.0729(11) Uani 0.50 1 d P . .
Cl3 Cl 0.2664(3) 0.72667(11) 0.8692(4) 0.0729(12) Uani 0.50 1 d P . .
I1 I 0.28123(3) 0.422867(10) 0.50247(3) 0.03853(8) Uani 1 1 d . . .
I2 I 1.08152(3) 0.482230(11) 1.26066(3) 0.03933(9) Uani 1 1 d . . .
I3 I 0.41489(3) 0.553048(12) 0.13964(3) 0.04543(10) Uani 1 1 d . . .
I4 I 1.16668(4) 0.480464(12) 0.87739(3) 0.04635(10) Uani 1 1 d . . .
I5 I 0.67550(4) 0.425724(12) 0.89617(3) 0.04360(9) Uani 1 1 d . . .
I6 I -0.08868(3) 0.354996(14) 0.13083(3) 0.04597(10) Uani 1 1 d . . .
I7 I 0.56763(3) 0.423435(12) 1.25054(3) 0.04120(9) Uani 1 1 d . . .
I8 I -0.22995(3) 0.487996(10) 0.48607(3) 0.04017(9) Uani 1 1 d . . .
O1 O 0.4725(3) 0.63373(11) 0.6150(3) 0.0277(7) Uani 1 1 d . . .
H1 H 0.5021 0.6580 0.6360 0.042 Uiso 1 1 calc R . .
O2 O 0.8329(4) 0.64252(11) 0.8572(4) 0.0373(8) Uani 1 1 d . . .
H2A H 0.7869 0.6621 0.8791 0.056 Uiso 1 1 calc R . .
O3 O 0.8697(3) 0.70520(11) 0.3207(3) 0.0318(8) Uani 1 1 d . . .
H3A H 0.9224 0.7217 0.3577 0.048 Uiso 1 1 calc R . .
O4 O 1.2397(3) 0.67019(12) 0.5625(3) 0.0326(8) Uani 1 1 d . . .
H4 H 1.2998 0.6548 0.5479 0.049 Uiso 1 1 calc R . .
O5 O 0.7462(3) 0.24510(11) 0.5618(3) 0.0310(8) Uani 1 1 d . . .
H5 H 0.7514 0.2242 0.5152 0.047 Uiso 1 1 calc R . .
O6 O 0.3885(3) 0.20855(11) 0.3171(3) 0.0296(7) Uani 1 1 d . . .
H6 H 0.4391 0.2055 0.2665 0.044 Uiso 1 1 calc R . .
O7 O 0.3068(3) 0.26403(12) 0.8532(3) 0.0322(8) Uani 1 1 d . . .
H7 H 0.2756 0.2510 0.7914 0.048 Uiso 1 1 calc R . .
O8 O -0.0170(3) 0.27515(11) 0.5875(3) 0.0258(7) Uani 1 1 d . . .
H8A H -0.0730 0.2638 0.6227 0.039 Uiso 1 1 calc R . .
O9 O 0.3521(6) 0.20902(15) 1.0573(4) 0.0679(14) Uani 1 1 d . . .
H1O9 H 0.3014 0.1908 1.0807 0.102 Uiso 1 1 d R . .
H2O9 H 0.3389 0.2254 0.9965 0.102 Uiso 1 1 d R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.454(5) . ?
C1 C2 1.510(6) . ?
C1 C6 1.522(6) . ?
C1 C7 1.538(6) . ?
C2 C3 1.327(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.505(8) . ?
C3 H3 0.9500 . ?
C4 O2 1.438(6) . ?
C4 C5 1.525(7) . ?
C4 C13 1.539(7) . ?
C5 C6 1.527(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C12 1.373(7) . ?
C7 C8 1.399(6) . ?
C8 C9 1.395(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(6) . ?
C10 I1 2.097(5) . ?
C11 C12 1.398(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.381(8) . ?
C13 C18 1.387(7) . ?
C14 C15 1.387(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.368(8) . ?
C16 I2 2.099(5) . ?
C17 C18 1.398(7) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 O3 1.438(6) . ?
C19 C20 1.506(6) . ?
C19 C24 1.531(6) . ?
C19 C25 1.538(6) . ?
C20 C21 1.345(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.525(7) . ?
C21 H21 0.9500 . ?
C22 O4 1.450(5) . ?
C22 C23 1.523(6) . ?
C22 C31 1.544(6) . ?
C23 C24 1.521(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.379(7) . ?
C25 C30 1.385(7) . ?
C26 C27 1.400(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.370(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.406(8) . ?
C28 I3 2.098(5) . ?
C29 C30 1.389(8) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.379(7) . ?
C31 C36 1.390(6) . ?
C32 C33 1.384(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.367(8) . ?
C33 H33 0.9500 . ?
C34 C35 1.387(7) . ?
C34 I4 2.107(5) . ?
C35 C36 1.407(7) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 O5 1.436(5) . ?
C37 C38 1.509(6) . ?
C37 C43 1.522(6) . ?
C37 C42 1.535(6) . ?
C38 C39 1.330(6) . ?
C38 H38 0.9500 . ?
C39 C40 1.511(7) . ?
C39 H39 0.9500 . ?
C40 O6 1.450(5) . ?
C40 C41 1.521(6) . ?
C40 C49 1.522(6) . ?
C41 C42 1.525(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C48 1.391(7) . ?
C43 C44 1.393(6) . ?
C44 C45 1.385(7) . ?
C44 H44 0.9500 . ?
C45 C46 1.382(7) . ?
C45 H45 0.9500 . ?
C46 C47 1.373(7) . ?
C46 I5 2.101(5) . ?
C47 C48 1.377(7) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C54 1.384(7) . ?
C49 C50 1.397(7) . ?
C50 C51 1.377(7) . ?
C50 H50 0.9500 . ?
C51 C52 1.384(8) . ?
C51 H51 0.9500 . ?
C52 C53 1.365(8) . ?
C52 I6 2.110(5) . ?
C53 C54 1.410(8) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
C55 O7 1.462(6) . ?
C55 C61 1.480(7) . ?
C55 C56 1.518(7) . ?
C55 C60 1.535(6) . ?
C56 C57 1.322(7) . ?
C56 H56 0.9500 . ?
C57 C58 1.525(6) . ?
C57 H57 0.9500 . ?
C58 O8 1.446(5) . ?
C58 C67 1.529(6) . ?
C58 C59 1.539(6) . ?
C59 C60 1.503(6) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C61 C62 1.395(7) . ?
C61 C66 1.413(7) . ?
C62 C63 1.396(7) . ?
C62 H62 0.9500 . ?
C63 C64 1.388(8) . ?
C63 H63 0.9500 . ?
C64 C65 1.382(8) . ?
C64 I7 2.096(5) . ?
C65 C66 1.378(8) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 C72 1.386(6) . ?
C67 C68 1.405(6) . ?
C68 C69 1.385(7) . ?
C68 H68 0.9500 . ?
C69 C70 1.384(6) . ?
C69 H69 0.9500 . ?
C70 C71 1.384(7) . ?
C70 I8 2.101(5) . ?
C71 C72 1.397(7) . ?
C71 H71 0.9500 . ?
C72 H72 0.9500 . ?
C73 Cl2 1.691(11) . ?
C73 Cl1 1.710(13) . ?
C73 Cl3 1.822(14) . ?
C73 H73 1.0000 . ?
O1 H1 0.8400 . ?
O2 H2A 0.8400 . ?
O3 H3A 0.8400 . ?
O4 H4 0.8400 . ?
O5 H5 0.8400 . ?
O6 H6 0.8400 . ?
O7 H7 0.8400 . ?
O8 H8A 0.8400 . ?
O9 H1O9 0.8496 . ?
O9 H2O9 0.8509 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 108.9(4) . . ?
O1 C1 C6 109.0(4) . . ?
C2 C1 C6 109.9(4) . . ?
O1 C1 C7 106.4(3) . . ?
C2 C1 C7 110.9(4) . . ?
C6 C1 C7 111.6(4) . . ?
C3 C2 C1 124.5(5) . . ?
C3 C2 H2 117.8 . . ?
C1 C2 H2 117.8 . . ?
C2 C3 C4 124.5(5) . . ?
C2 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
O2 C4 C3 110.6(4) . . ?
O2 C4 C5 107.5(4) . . ?
C3 C4 C5 109.2(4) . . ?
O2 C4 C13 109.8(4) . . ?
C3 C4 C13 110.6(4) . . ?
C5 C4 C13 109.1(4) . . ?
C4 C5 C6 110.3(4) . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C1 C6 C5 112.8(4) . . ?
C1 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C1 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C12 C7 C8 120.0(4) . . ?
C12 C7 C1 121.5(4) . . ?
C8 C7 C1 118.5(4) . . ?
C9 C8 C7 120.0(4) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 119.1(4) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 120.8(4) . . ?
C11 C10 I1 119.4(4) . . ?
C9 C10 I1 119.7(3) . . ?
C10 C11 C12 119.3(4) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C7 C12 C11 120.7(4) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C18 118.3(5) . . ?
C14 C13 C4 120.3(5) . . ?
C18 C13 C4 121.4(5) . . ?
C13 C14 C15 121.5(5) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
C14 C15 C16 119.2(5) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C17 C16 C15 120.4(5) . . ?
C17 C16 I2 119.5(4) . . ?
C15 C16 I2 120.1(4) . . ?
C16 C17 C18 119.6(5) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C13 C18 C17 121.1(5) . . ?
C13 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
O3 C19 C20 109.1(4) . . ?
O3 C19 C24 110.5(4) . . ?
C20 C19 C24 110.2(4) . . ?
O3 C19 C25 106.0(4) . . ?
C20 C19 C25 112.0(4) . . ?
C24 C19 C25 108.9(4) . . ?
C21 C20 C19 123.4(4) . . ?
C21 C20 H20 118.3 . . ?
C19 C20 H20 118.3 . . ?
C20 C21 C22 124.7(4) . . ?
C20 C21 H21 117.7 . . ?
C22 C21 H21 117.7 . . ?
O4 C22 C23 106.6(4) . . ?
O4 C22 C21 107.5(4) . . ?
C23 C22 C21 109.9(4) . . ?
O4 C22 C31 107.8(3) . . ?
C23 C22 C31 111.4(4) . . ?
C21 C22 C31 113.3(4) . . ?
C24 C23 C22 110.5(4) . . ?
C24 C23 H23A 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C19 113.4(4) . . ?
C23 C24 H24A 108.9 . . ?
C19 C24 H24A 108.9 . . ?
C23 C24 H24B 108.9 . . ?
C19 C24 H24B 108.9 . . ?
H24A C24 H24B 107.7 . . ?
C26 C25 C30 119.1(5) . . ?
C26 C25 C19 120.9(4) . . ?
C30 C25 C19 120.0(4) . . ?
C25 C26 C27 121.0(4) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
C28 C27 C26 119.7(5) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C29 119.9(5) . . ?
C27 C28 I3 119.3(4) . . ?
C29 C28 I3 120.7(4) . . ?
C30 C29 C28 119.5(5) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C25 C30 C29 120.7(5) . . ?
C25 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C32 C31 C36 118.7(4) . . ?
C32 C31 C22 117.7(4) . . ?
C36 C31 C22 123.5(4) . . ?
C31 C32 C33 120.7(5) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C34 C33 C32 120.1(5) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 121.6(5) . . ?
C33 C34 I4 118.9(4) . . ?
C35 C34 I4 119.5(4) . . ?
C34 C35 C36 117.4(5) . . ?
C34 C35 H35 121.3 . . ?
C36 C35 H35 121.3 . . ?
C31 C36 C35 121.5(4) . . ?
C31 C36 H36 119.3 . . ?
C35 C36 H36 119.3 . . ?
O5 C37 C38 108.9(4) . . ?
O5 C37 C43 105.5(3) . . ?
C38 C37 C43 112.4(4) . . ?
O5 C37 C42 108.8(4) . . ?
C38 C37 C42 109.4(4) . . ?
C43 C37 C42 111.7(4) . . ?
C39 C38 C37 125.2(4) . . ?
C39 C38 H38 117.4 . . ?
C37 C38 H38 117.4 . . ?
C38 C39 C40 123.6(4) . . ?
C38 C39 H39 118.2 . . ?
C40 C39 H39 118.2 . . ?
O6 C40 C39 107.8(4) . . ?
O6 C40 C41 107.7(4) . . ?
C39 C40 C41 109.9(4) . . ?
O6 C40 C49 108.9(3) . . ?
C39 C40 C49 112.4(4) . . ?
C41 C40 C49 110.1(4) . . ?
C40 C41 C42 112.4(4) . . ?
C40 C41 H41A 109.1 . . ?
C42 C41 H41A 109.1 . . ?
C40 C41 H41B 109.1 . . ?
C42 C41 H41B 109.1 . . ?
H41A C41 H41B 107.9 . . ?
C41 C42 C37 110.5(4) . . ?
C41 C42 H42A 109.6 . . ?
C37 C42 H42A 109.6 . . ?
C41 C42 H42B 109.6 . . ?
C37 C42 H42B 109.6 . . ?
H42A C42 H42B 108.1 . . ?
C48 C43 C44 117.9(4) . . ?
C48 C43 C37 123.9(4) . . ?
C44 C43 C37 118.1(4) . . ?
C45 C44 C43 121.9(5) . . ?
C45 C44 H44 119.0 . . ?
C43 C44 H44 119.0 . . ?
C46 C45 C44 118.4(4) . . ?
C46 C45 H45 120.8 . . ?
C44 C45 H45 120.8 . . ?
C47 C46 C45 120.9(4) . . ?
C47 C46 I5 120.9(4) . . ?
C45 C46 I5 118.1(3) . . ?
C46 C47 C48 120.3(4) . . ?
C46 C47 H47 119.9 . . ?
C48 C47 H47 119.9 . . ?
C47 C48 C43 120.6(4) . . ?
C47 C48 H48 119.7 . . ?
C43 C48 H48 119.7 . . ?
C54 C49 C50 117.7(5) . . ?
C54 C49 C40 121.2(4) . . ?
C50 C49 C40 121.0(4) . . ?
C51 C50 C49 121.8(5) . . ?
C51 C50 H50 119.1 . . ?
C49 C50 H50 119.1 . . ?
C50 C51 C52 119.2(5) . . ?
C50 C51 H51 120.4 . . ?
C52 C51 H51 120.4 . . ?
C53 C52 C51 120.9(5) . . ?
C53 C52 I6 120.1(4) . . ?
C51 C52 I6 119.0(4) . . ?
C52 C53 C54 119.5(5) . . ?
C52 C53 H53 120.3 . . ?
C54 C53 H53 120.3 . . ?
C49 C54 C53 120.8(5) . . ?
C49 C54 H54 119.6 . . ?
C53 C54 H54 119.6 . . ?
O7 C55 C61 108.0(4) . . ?
O7 C55 C56 105.8(4) . . ?
C61 C55 C56 112.7(4) . . ?
O7 C55 C60 109.9(4) . . ?
C61 C55 C60 110.2(4) . . ?
C56 C55 C60 110.0(4) . . ?
C57 C56 C55 123.5(4) . . ?
C57 C56 H56 118.3 . . ?
C55 C56 H56 118.3 . . ?
C56 C57 C58 124.9(4) . . ?
C56 C57 H57 117.5 . . ?
C58 C57 H57 117.5 . . ?
O8 C58 C57 108.6(4) . . ?
O8 C58 C67 110.3(3) . . ?
C57 C58 C67 111.2(4) . . ?
O8 C58 C59 103.9(3) . . ?
C57 C58 C59 110.9(3) . . ?
C67 C58 C59 111.6(4) . . ?
C60 C59 C58 113.1(4) . . ?
C60 C59 H59A 109.0 . . ?
C58 C59 H59A 109.0 . . ?
C60 C59 H59B 109.0 . . ?
C58 C59 H59B 109.0 . . ?
H59A C59 H59B 107.8 . . ?
C59 C60 C55 112.7(4) . . ?
C59 C60 H60A 109.0 . . ?
C55 C60 H60A 109.0 . . ?
C59 C60 H60B 109.0 . . ?
C55 C60 H60B 109.0 . . ?
H60A C60 H60B 107.8 . . ?
C62 C61 C66 117.7(5) . . ?
C62 C61 C55 122.8(5) . . ?
C66 C61 C55 119.2(4) . . ?
C61 C62 C63 120.9(5) . . ?
C61 C62 H62 119.6 . . ?
C63 C62 H62 119.6 . . ?
C64 C63 C62 120.5(5) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C65 C64 C63 119.0(5) . . ?
C65 C64 I7 121.0(4) . . ?
C63 C64 I7 120.0(4) . . ?
C66 C65 C64 121.2(5) . . ?
C66 C65 H65 119.4 . . ?
C64 C65 H65 119.4 . . ?
C65 C66 C61 120.7(5) . . ?
C65 C66 H66 119.6 . . ?
C61 C66 H66 119.6 . . ?
C72 C67 C68 117.8(4) . . ?
C72 C67 C58 120.7(4) . . ?
C68 C67 C58 121.4(4) . . ?
C69 C68 C67 121.0(4) . . ?
C69 C68 H68 119.5 . . ?
C67 C68 H68 119.5 . . ?
C70 C69 C68 119.4(5) . . ?
C70 C69 H69 120.3 . . ?
C68 C69 H69 120.3 . . ?
C71 C70 C69 121.4(4) . . ?
C71 C70 I8 119.6(3) . . ?
C69 C70 I8 118.9(4) . . ?
C70 C71 C72 118.1(4) . . ?
C70 C71 H71 120.9 . . ?
C72 C71 H71 120.9 . . ?
C67 C72 C71 122.2(4) . . ?
C67 C72 H72 118.9 . . ?
C71 C72 H72 118.9 . . ?
Cl2 C73 Cl1 112.6(7) . . ?
Cl2 C73 Cl3 115.4(7) . . ?
Cl1 C73 Cl3 113.0(8) . . ?
Cl2 C73 H73 104.8 . . ?
Cl1 C73 H73 104.8 . . ?
Cl3 C73 H73 104.8 . . ?
C1 O1 H1 109.5 . . ?
C4 O2 H2A 109.5 . . ?
C19 O3 H3A 109.5 . . ?
C22 O4 H4 109.5 . . ?
C37 O5 H5 109.5 . . ?
C40 O6 H6 109.5 . . ?
C55 O7 H7 109.5 . . ?
C58 O8 H8A 109.5 . . ?
H1O9 O9 H2O9 126.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O6 0.84 2.00 2.823(5) 166.2 2_656
O2 H2A O9 0.84 2.27 3.106(7) 173.7 2_657
O3 H3A O8 0.84 2.01 2.819(5) 161.4 2_656
O4 H4 O1 0.84 2.04 2.768(5) 144.0 1_655
O5 H5 O4 0.84 1.90 2.723(4) 168.6 2_746
O6 H6 O9 0.84 2.43 2.902(6) 116.1 1_554
O7 H7 O3 0.84 2.37 3.155(5) 155.0 2_646
O8 H8A O5 0.84 2.08 2.716(5) 131.7 1_455
O9 H1O9 O2 0.85 2.26 3.106(7) 179.9 2_647
O9 H2O9 O7 0.85 2.01 2.856(6) 179.6 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.614
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.122

# start Validation Reply Form
_vrf_STRVA01_frey51m             
;
PROBLEM: Flack test results are ambiguous.
RESPONSE: The Flack parameter, 0.321, indicates the presence of a merohedral
          twin or a partial mix of enantiomers.
;
_vrf_PLAT417_frey51m             
;
PROBLEM: Short Inter D-H..H-D       H1O9   ..  H2A     ..       1.42 Ang.  
RESPONSE: The position of each hydroxyl Hydrogen atom was calculated by the
          SHELXTL 'AFIX 147' procedure. On the other hand, the two hydrogen 
          atoms of the water molecule (O9) were located from the difference 
          Fourier map.All these H-atoms were treated with the riding model.
          attempts to refine the water hydrogens as free atoms were 
          unsuccessful. It is the apparent severe misplacement of H2A and/or
          H1O9 that give rise to such unreal short inter contact (1.42 Ang). 
          All other given short Inter D-H..H-D contacts (1.90, 2.08 Ang.)
          arise as a result of less misplced H atoms positions.
          
;
# end Validation Reply Form
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
