# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2003


data_global
_journal_name_full               Chem.Commun.
_journal_coden_Cambridge         0182
loop_
_publ_author_name
W.Hosseini
'Veronique Bulach'
'Philippe Grosshans'
'Abdelaziz Jouaiti'
'Jean-Francois Nicoud'
;
J.-M.Planeix
;

_publ_contact_author_name        'Dr W Hosseini'
_publ_contact_author_address     
;
Universite Louis Pasteur
Laboratoire de Chimie de Coordination Organique, Institut Le Bel
4, rue Blaise Pascal
Strasbourg
67070
FRANCE

;
_publ_contact_author_email       HOSSEINI@CHIMIE.U-STRASBG.FR

_publ_section_title              
;
Molecular tectonics : from enantiomerically pure
sugars to enantiomerically pure triple stranded helical coordination
network

;
_publ_section_abstract           
;
We present the crystal and molecular structure of
;
_publ_section_comment            
;
The study of the titled structure was undertaken to establish its three
dimensional structure.  Geometries are tabulated below.  All diagrams and
calculations were performed using maXus (Bruker Nonius, Delft & MacScience,
Japan).
;

_publ_section_references         
;
Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K.
(1999). maXus  Computer Program for the Solution and Refinement of
Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan
& The University of Glasgow.

Johnson, C. K. (1976). ORTEP-II. A Fortran Thermal-Ellipsoid Plot
Program. Report ORNL-5138. Oak Ridge National Laboratory, Oak Ridge,
Tennessee, USA.

Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L.,
Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G & Spagna, R.
(1999). J. Appl. Cryst. 32, 115-119.

Sheldrick, G. M. (1997).  SHELXL97.  Program for the Refinement of Crystal
Structures.  University of G\"ottingen, Germany.

Blessing, R.H. (1995), Acta. Cryst. A51, 33-38.
;
_publ_section_synopsis           
;

;
_publ_section_exptl_prep         
;

;
_publ_section_exptl_refinement   
;

;
_publ_section_figure_captions    
;

;
_publ_section_acknowledgements   
;

;

data_compound
_database_code_CSD               206101
_audit_creation_method           maXus
_chemical_compound_source        'Local laboratory'
_exptl_crystal_description       prism
_exptl_crystal_colour            Colourless
_cell_measurement_temperature    173
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_ls_hydrogen_treatment    mixed
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device       KappaCCD
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23

loop_
_diffrn_radiation_wavelength
0.71073
_diffrn_radiation_wavelength_id  all

_cell_formula_units_Z            4
_exptl_crystal_density_diffrn    2.084
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_special_details           
;
?
;
_chemical_formula_weight         627.830
_diffrn_radiation_type           ' MoK\a'

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

_symmetry_space_group_name_H-M   'P 21 21 21    '
_symmetry_cell_setting           Orthorhombic
_chemical_formula_moiety         'C18 H16 Cl2 Hg N2 O6 '
_chemical_formula_sum            'C18 H16 Cl2 Hg N2 O6 '
_chemical_name_systematic        
;
?
;
_cell_length_a                   8.98190(10)
_cell_length_b                   13.5846(2)
_cell_length_c                   16.3968(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2000.66(4)
_diffrn_reflns_number            18220
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.59
_diffrn_reflns_theta_full        30.00
# Absorption correction

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.161
_exptl_absorpt_correction_T_max  0.221
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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'

_exptl_absorpt_coefficient_mu    7.998
_reflns_number_total             5820
_reflns_number_gt                5470
_reflns_threshold_expression     >2sigma(I)

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0217P)^2^+0.7769P] where P==(Fo^2^+2Fc^2^)/3'
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.014(5)
_refine_ls_number_reflns         5820
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0302
_refine_ls_R_factor_gt           0.0262
_refine_ls_wR_factor_ref         0.0582
_refine_ls_wR_factor_gt          0.0570
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.003
_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
Hg1 Hg -0.095437(16) 0.100889(11) 0.535995(8) 0.02659(4) Uani 1 1 d . . .
Cl1 Cl -0.30600(11) 0.11733(8) 0.45513(6) 0.0337(2) Uani 1 1 d . . .
Cl2 Cl 0.11283(11) 0.08542(9) 0.61874(6) 0.0400(2) Uani 1 1 d . . .
O2 O 0.5144(3) 0.3450(2) 0.11939(18) 0.0278(6) Uani 1 1 d . . .
O1 O 0.8209(3) 0.2228(2) 0.10063(17) 0.0277(6) Uani 1 1 d . . .
O5 O 0.2881(3) 0.1638(2) 0.13455(16) 0.0324(6) Uani 1 1 d . . .
O6 O 1.0295(3) 0.4160(2) 0.04910(15) 0.0276(6) Uani 1 1 d . . .
O4 O 0.8238(3) 0.4141(2) 0.12679(15) 0.0244(6) Uani 1 1 d . . .
C5 C 0.7361(4) 0.3894(3) 0.0555(2) 0.0249(7) Uani 1 1 d . . .
O3 O 0.4898(3) 0.1820(2) 0.21522(15) 0.0266(6) Uani 1 1 d . . .
C12 C 0.3192(4) 0.1710(3) 0.3549(2) 0.0256(8) Uani 1 1 d . . .
C7 C 0.3432(4) 0.1729(3) 0.2007(2) 0.0237(7) Uani 1 1 d . . .
C4 C 0.7197(4) 0.2760(3) 0.0498(2) 0.0222(7) Uani 1 1 d . . .
C3 C 0.5614(4) 0.2568(3) 0.0813(2) 0.0212(7) Uani 1 1 d . . .
C14 C 1.0554(4) 0.4239(2) 0.1928(2) 0.0199(7) Uani 1 1 d . . .
C8 C 0.2555(4) 0.1742(3) 0.2783(2) 0.0228(7) Uani 1 1 d . . .
N1 N 0.0773(4) 0.1650(2) 0.41641(19) 0.0289(7) Uani 1 1 d . . .
C9 C 0.1010(5) 0.1758(3) 0.2711(2) 0.0260(7) Uani 1 1 d . . .
C2 C 0.5853(4) 0.1766(3) 0.1451(2) 0.0248(7) Uani 1 1 d . . .
C1 C 0.7431(4) 0.1963(3) 0.1735(2) 0.0268(8) Uani 1 1 d . . .
C13 C 0.9711(4) 0.4178(3) 0.1152(2) 0.0207(7) Uani 1 1 d . . .
C11 C 0.2257(5) 0.1661(3) 0.4220(2) 0.0281(8) Uani 1 1 d . . .
C18 C 1.2092(4) 0.4226(3) 0.1890(2) 0.0247(7) Uani 1 1 d . . .
N2 N 1.2274(4) 0.4274(3) 0.33419(19) 0.0284(7) Uani 1 1 d . . .
C6 C 0.5780(4) 0.4221(3) 0.0718(3) 0.0312(8) Uani 1 1 d . . .
C17 C 1.2909(5) 0.4242(3) 0.2603(2) 0.0281(8) Uani 1 1 d . . .
C15 C 0.9875(4) 0.4278(3) 0.2697(2) 0.0252(8) Uani 1 1 d . . .
C10 C 0.0182(4) 0.1719(3) 0.3421(2) 0.0276(8) Uani 1 1 d . . .
C16 C 1.0777(5) 0.4289(3) 0.3379(2) 0.0282(8) Uani 1 1 d . . .
H5 H 0.7769 0.4183 0.0055 0.030 Uiso 1 1 d R . .
H12 H 0.4221 0.1721 0.3612 0.031 Uiso 1 1 d R . .
H4 H 0.7292 0.2543 -0.0070 0.027 Uiso 1 1 d R . .
H3 H 0.4934 0.2361 0.0378 0.025 Uiso 1 1 d R . .
H9 H 0.0553 0.1793 0.2202 0.031 Uiso 1 1 d R . .
H2 H 0.5786 0.1113 0.1199 0.030 Uiso 1 1 d R . .
H1A H 0.7451 0.2497 0.2127 0.032 Uiso 1 1 d R . .
H1B H 0.7863 0.1380 0.1981 0.032 Uiso 1 1 d R . .
H11 H 0.2683 0.1638 0.4737 0.034 Uiso 1 1 d R . .
H18 H 1.2572 0.4208 0.1388 0.030 Uiso 1 1 d R . .
H6A H 0.5760 0.4840 0.1012 0.037 Uiso 1 1 d R . .
H6B H 0.5240 0.4299 0.0210 0.037 Uiso 1 1 d R . .
H17 H 1.3942 0.4227 0.2569 0.034 Uiso 1 1 d R . .
H15 H 0.8844 0.4292 0.2747 0.030 Uiso 1 1 d R . .
H10 H -0.0849 0.1747 0.3379 0.033 Uiso 1 1 d R . .
H16 H 1.0330 0.4307 0.3891 0.034 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Hg1 0.02408(6) 0.03412(7) 0.02156(6) -0.00014(6) 0.00118(6) 0.00091(6)
Cl1 0.0248(4) 0.0499(6) 0.0265(4) -0.0004(4) -0.0016(4) -0.0006(4)
Cl2 0.0258(5) 0.0666(7) 0.0275(4) 0.0081(5) -0.0010(4) -0.0011(5)
O2 0.0179(13) 0.0316(14) 0.0340(15) 0.0007(12) 0.0053(11) 0.0045(11)
O1 0.0134(12) 0.0369(15) 0.0327(14) 0.0018(12) 0.0031(11) 0.0031(11)
O5 0.0228(14) 0.0516(18) 0.0227(13) -0.0010(12) -0.0012(12) -0.0066(14)
O6 0.0222(13) 0.0392(16) 0.0214(12) -0.0001(11) -0.0001(10) -0.0015(11)
O4 0.0183(12) 0.0327(15) 0.0224(12) 0.0022(11) -0.0001(9) -0.0028(11)
C5 0.0176(16) 0.037(2) 0.0203(15) 0.0054(15) -0.0043(12) -0.0037(16)
O3 0.0197(13) 0.0401(16) 0.0200(12) 0.0028(11) 0.0002(10) -0.0043(12)
C12 0.0199(18) 0.0317(19) 0.0252(17) 0.0038(15) -0.0028(14) -0.0034(15)
C7 0.0209(17) 0.0261(18) 0.0240(17) 0.0013(14) 0.0006(14) -0.0013(15)
C4 0.0141(15) 0.0338(18) 0.0186(16) -0.0012(13) 0.0011(13) 0.0006(14)
C3 0.0122(16) 0.0307(18) 0.0208(16) -0.0024(13) 0.0006(12) -0.0027(13)
C14 0.0216(17) 0.0200(16) 0.0182(15) 0.0007(12) -0.0011(12) 0.0004(12)
C8 0.0234(19) 0.0208(17) 0.0243(16) 0.0039(14) 0.0002(14) -0.0046(14)
N1 0.0285(18) 0.0348(16) 0.0233(14) 0.0058(12) 0.0021(13) -0.0047(15)
C9 0.0232(17) 0.0314(18) 0.0234(15) 0.0046(14) -0.0019(16) -0.0026(18)
C2 0.0195(17) 0.0288(17) 0.0263(16) -0.0009(13) 0.0022(16) -0.0044(16)
C1 0.0166(17) 0.0333(19) 0.0306(18) 0.0062(16) -0.0041(14) -0.0007(15)
C13 0.0171(16) 0.0219(18) 0.0230(16) -0.0003(13) 0.0014(13) -0.0018(13)
C11 0.028(2) 0.036(2) 0.0203(17) 0.0045(15) -0.0005(15) -0.0018(17)
C18 0.0218(17) 0.032(2) 0.0202(15) 0.0015(14) 0.0013(14) 0.0002(15)
N2 0.0285(17) 0.0373(18) 0.0194(14) 0.0005(13) -0.0024(13) -0.0012(14)
C6 0.0195(18) 0.0330(19) 0.041(2) 0.0062(16) -0.0050(16) 0.0009(16)
C17 0.0218(18) 0.037(2) 0.0258(17) 0.0023(15) -0.0010(15) 0.0002(16)
C15 0.0195(17) 0.035(2) 0.0208(16) -0.0002(14) 0.0031(14) 0.0000(15)
C10 0.0180(18) 0.040(2) 0.0249(18) 0.0050(16) 0.0044(14) -0.0016(16)
C16 0.028(2) 0.0371(19) 0.0193(15) -0.0042(14) 0.0028(15) -0.0006(17)

_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
Hg1 Cl2 2.3204(10) . ?
Hg1 Cl1 2.3205(10) . ?
Hg1 N1 2.648(3) . ?
Hg1 N2 2.685(3) 3_356 ?
O2 C3 1.416(4) . ?
O2 C6 1.425(5) . ?
O1 C4 1.429(4) . ?
O1 C1 1.430(4) . ?
O5 C7 1.199(5) . ?
O6 C13 1.205(4) . ?
O4 C13 1.338(4) . ?
O4 C5 1.449(4) . ?
C5 C6 1.512(5) . ?
C5 C4 1.550(5) . ?
O3 C7 1.343(4) . ?
O3 C2 1.437(4) . ?
C12 C8 1.381(5) . ?
C12 C11 1.387(5) . ?
C7 C8 1.497(5) . ?
C4 C3 1.535(5) . ?
C3 C2 1.525(5) . ?
C14 C18 1.383(5) . ?
C14 C15 1.401(5) . ?
C14 C13 1.482(5) . ?
C8 C9 1.393(5) . ?
N1 C10 1.332(5) . ?
N1 C11 1.336(5) . ?
C9 C10 1.382(5) . ?
C2 C1 1.516(5) . ?
C18 C17 1.381(5) . ?
N2 C17 1.340(5) . ?
N2 C16 1.346(5) . ?
N2 Hg1 2.685(3) 3_656 ?
C15 C16 1.382(5) . ?
C5 H5 0.9800 . ?
C12 H12 0.9300 . ?
C4 H4 0.9800 . ?
C3 H3 0.9801 . ?
C9 H9 0.9300 . ?
C2 H2 0.9798 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C11 H11 0.9299 . ?
C18 H18 0.9301 . ?
C6 H6A 0.9699 . ?
C6 H6B 0.9699 . ?
C17 H17 0.9300 . ?
C15 H15 0.9301 . ?
C10 H10 0.9300 . ?
C16 H16 0.9300 . ?

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
Cl2 Hg1 Cl1 179.03(4) . . ?
Cl2 Hg1 N1 89.46(8) . . ?
Cl1 Hg1 N1 91.30(8) . . ?
Cl2 Hg1 N2 90.08(8) . 3_356 ?
Cl1 Hg1 N2 89.06(8) . 3_356 ?
N1 Hg1 N2 168.92(10) . 3_356 ?
C3 O2 C6 105.1(3) . . ?
C4 O1 C1 107.7(3) . . ?
C13 O4 C5 115.6(3) . . ?
O4 C5 C6 107.5(3) . . ?
O4 C5 C4 109.3(3) . . ?
C6 C5 C4 102.3(3) . . ?
C7 O3 C2 116.0(3) . . ?
C8 C12 C11 118.2(4) . . ?
O5 C7 O3 125.0(4) . . ?
O5 C7 C8 123.6(4) . . ?
O3 C7 C8 111.4(3) . . ?
O1 C4 C3 107.9(3) . . ?
O1 C4 C5 114.0(3) . . ?
C3 C4 C5 103.7(3) . . ?
O2 C3 C2 110.1(3) . . ?
O2 C3 C4 106.3(3) . . ?
C2 C3 C4 102.8(3) . . ?
C18 C14 C15 118.4(3) . . ?
C18 C14 C13 118.1(3) . . ?
C15 C14 C13 123.5(3) . . ?
C12 C8 C9 119.4(3) . . ?
C12 C8 C7 123.7(3) . . ?
C9 C8 C7 116.9(3) . . ?
C10 N1 C11 117.3(3) . . ?
C10 N1 Hg1 117.9(3) . . ?
C11 N1 Hg1 122.5(2) . . ?
C10 C9 C8 117.6(3) . . ?
O3 C2 C1 107.6(3) . . ?
O3 C2 C3 115.4(3) . . ?
C1 C2 C3 102.5(3) . . ?
O1 C1 C2 104.2(3) . . ?
O6 C13 O4 123.9(3) . . ?
O6 C13 C14 123.4(3) . . ?
O4 C13 C14 112.7(3) . . ?
N1 C11 C12 123.4(4) . . ?
C17 C18 C14 119.5(3) . . ?
C17 N2 C16 117.8(3) . . ?
C17 N2 Hg1 117.4(3) . 3_656 ?
C16 N2 Hg1 123.9(2) . 3_656 ?
O2 C6 C5 104.9(3) . . ?
N2 C17 C18 122.7(4) . . ?
C16 C15 C14 118.3(4) . . ?
N1 C10 C9 124.0(4) . . ?
N2 C16 C15 123.3(3) . . ?
O4 C5 H5 112.3 . . ?
C6 C5 H5 112.4 . . ?
C4 C5 H5 112.5 . . ?
C8 C12 H12 120.9 . . ?
C11 C12 H12 120.9 . . ?
O1 C4 H4 110.3 . . ?
C3 C4 H4 110.4 . . ?
C5 C4 H4 110.3 . . ?
O2 C3 H3 112.2 . . ?
C2 C3 H3 112.4 . . ?
C4 C3 H3 112.4 . . ?
C10 C9 H9 121.3 . . ?
C8 C9 H9 121.1 . . ?
O3 C2 H2 110.3 . . ?
C1 C2 H2 110.2 . . ?
C3 C2 H2 110.5 . . ?
O1 C1 H1A 110.9 . . ?
C2 C1 H1A 110.7 . . ?
O1 C1 H1B 111.0 . . ?
C2 C1 H1B 111.0 . . ?
H1A C1 H1B 109.0 . . ?
N1 C11 H11 118.2 . . ?
C12 C11 H11 118.4 . . ?
C17 C18 H18 120.2 . . ?
C14 C18 H18 120.3 . . ?
O2 C6 H6A 110.9 . . ?
C5 C6 H6A 111.1 . . ?
O2 C6 H6B 110.5 . . ?
C5 C6 H6B 110.5 . . ?
H6A C6 H6B 108.8 . . ?
N2 C17 H17 118.7 . . ?
C18 C17 H17 118.6 . . ?
C16 C15 H15 120.8 . . ?
C14 C15 H15 120.9 . . ?
N1 C10 H10 117.9 . . ?
C9 C10 H10 118.1 . . ?
N2 C16 H16 118.2 . . ?
C15 C16 H16 118.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.991
_refine_diff_density_min         -0.812
_refine_diff_density_rms         0.098