# Supplementary Material (ESI) for ChemComm
# This journal is © The Royal Society of Chemistry 2000
# CCDC Number: 182/1758
 
data_imimatat 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H34 N4 O8 Pb' 
_chemical_formula_weight          665.70 
 
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' 
 'N'  'N'   0.0061   0.0033 
 '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' 
 'Pb'  'Pb'  -3.3944  10.1111 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Triclinic
_symmetry_space_group_name_H-M    P-1
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    7.9760(10) 
_cell_length_b                    10.4440(10) 
_cell_length_c                    16.8870(10) 
_cell_angle_alpha                 100.220(10) 
_cell_angle_beta                  99.230(10) 
_cell_angle_gamma                 94.710(10) 
_cell_volume                      1357.6(2) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     298(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.32 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.18 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.629 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              656 
_exptl_absorpt_coefficient_mu     6.260 
_exptl_absorpt_correction_type    ? 
_exptl_absorpt_correction_T_min   0.521 
_exptl_absorpt_correction_T_max   1.000
_exptl_absorpt_process_details    Empirical 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       573(2) 
_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   'Siemens P4' 
_diffrn_measurement_method        ? 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             3743 
_diffrn_reflns_av_R_equivalents   0.0000 
_diffrn_reflns_av_sigmaI/netI     0.0717 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        11 
_diffrn_reflns_limit_l_min        0 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          2.14 
_diffrn_reflns_theta_max          22.50 
_reflns_number_total              3455 
_reflns_number_gt                 2483 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        ? 
_computing_cell_refinement        ? 
_computing_data_reduction         ? 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_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^)+(0.1131P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3455 
_refine_ls_number_parameters      306 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0948 
_refine_ls_R_factor_gt            0.0556 
_refine_ls_wR_factor_ref          0.1815 
_refine_ls_wR_factor_gt           0.1365 
_refine_ls_goodness_of_fit_ref    1.051 
_refine_ls_restrained_S_all       1.051 
_refine_ls_shift/su_max           0.426 
_refine_ls_shift/su_mean          0.013 
 
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 
Pb1 Pb 0.32042(9) 0.23243(7) 0.25351(4) 0.0666(3) Uani 1 1 d . . . 
C1A C 0.697(3) 0.597(2) 0.5003(12) 0.094(6) Uani 1 1 d . . . 
H1A1 H 0.6064 0.5481 0.5166 0.141 Uiso 1 1 calc R . . 
H1A2 H 0.7635 0.6558 0.5474 0.141 Uiso 1 1 calc R . . 
H1A3 H 0.7696 0.5386 0.4761 0.141 Uiso 1 1 calc R . . 
N1A N 0.6230(17) 0.6760(13) 0.4387(10) 0.071(4) Uani 1 1 d . . . 
C2A C 0.611(3) 0.810(2) 0.4622(13) 0.094(6) Uani 1 1 d . . . 
H2A H 0.6425 0.8632 0.5139 0.112 Uiso 1 1 calc R . . 
C3A C 0.538(3) 0.8450(18) 0.3892(15) 0.103(7) Uani 1 1 d . . . 
H3A H 0.5186 0.9291 0.3821 0.123 Uiso 1 1 calc R . . 
N2A N 0.5009(19) 0.7308(14) 0.3283(9) 0.073(4) Uani 1 1 d . . . 
C4A C 0.554(2) 0.6330(17) 0.3569(10) 0.067(4) Uani 1 1 d . . . 
H4A H 0.5476 0.5479 0.3277 0.080 Uiso 1 1 calc R . . 
C5A C 0.417(3) 0.723(2) 0.2428(11) 0.092(6) Uani 1 1 d . . . 
H5A1 H 0.3859 0.6321 0.2162 0.110 Uiso 1 1 calc R . . 
H5A2 H 0.3136 0.7659 0.2417 0.110 Uiso 1 1 calc R . . 
C6A C 0.531(4) 0.785(3) 0.2002(13) 0.130(9) Uani 1 1 d . . . 
H6A1 H 0.4792 0.7738 0.1437 0.195 Uiso 1 1 calc R . . 
H6A2 H 0.6360 0.7464 0.2047 0.195 Uiso 1 1 calc R . . 
H6A3 H 0.5531 0.8768 0.2237 0.195 Uiso 1 1 calc R . . 
C7A C 0.796(3) 0.234(3) 0.4235(17) 0.126(10) Uani 1 1 d . . . 
H7A1 H 0.7753 0.2552 0.4785 0.189 Uiso 1 1 calc R . . 
H7A2 H 0.8726 0.3026 0.4135 0.189 Uiso 1 1 calc R . . 
H7A3 H 0.8461 0.1531 0.4161 0.189 Uiso 1 1 calc R . . 
C8A C 0.634(3) 0.2199(19) 0.3663(11) 0.079(5) Uani 1 1 d . . . 
O81A O 0.6021(19) 0.1207(16) 0.3070(12) 0.120(6) Uani 1 1 d . . . 
O82A O 0.5420(16) 0.3112(12) 0.3655(7) 0.079(3) Uani 1 1 d . . . 
C7B C 0.033(3) -0.075(2) 0.3644(16) 0.122(9) Uani 1 1 d . . . 
H7B1 H 0.0876 -0.1539 0.3659 0.183 Uiso 1 1 calc R . . 
H7B2 H -0.0839 -0.0980 0.3378 0.183 Uiso 1 1 calc R . . 
H7B3 H 0.0376 -0.0290 0.4192 0.183 Uiso 1 1 calc R . . 
C8B C 0.124(2) 0.0092(18) 0.3183(10) 0.071(5) Uani 1 1 d . . . 
O81B O 0.201(2) 0.1120(15) 0.3544(8) 0.106(5) Uani 1 1 d . . . 
O82B O 0.119(2) -0.0356(15) 0.2471(10) 0.112(5) Uani 1 1 d . . . 
C1B C 0.233(4) -0.088(3) -0.1430(18) 0.146(11) Uani 1 1 d . . . 
H1B1 H 0.3544 -0.0666 -0.1355 0.219 Uiso 1 1 calc R . . 
H1B2 H 0.1764 -0.0188 -0.1622 0.219 Uiso 1 1 calc R . . 
H1B3 H 0.1991 -0.1681 -0.1824 0.219 Uiso 1 1 calc R . . 
N1B N 0.187(2) -0.1040(17) -0.0681(10) 0.085(5) Uani 1 1 d . . . 
C2B C 0.246(3) -0.024(2) 0.0075(15) 0.089(6) Uani 1 1 d . . . 
H2B H 0.3242 0.0504 0.0185 0.107 Uiso 1 1 calc R . . 
C3B C 0.166(3) -0.076(2) 0.0635(16) 0.100(8) Uani 1 1 d . . . 
H3B H 0.1836 -0.0434 0.1194 0.120 Uiso 1 1 calc R . . 
N2B N 0.058(2) -0.1840(16) 0.0216(11) 0.086(5) Uani 1 1 d . . . 
C4B C 0.079(3) -0.194(2) -0.0586(13) 0.094(7) Uani 1 1 d . . . 
H4B H 0.0204 -0.2598 -0.1011 0.112 Uiso 1 1 calc R . . 
C5B C -0.071(4) -0.265(3) 0.058(2) 0.141(10) Uani 1 1 d . . . 
H5B1 H -0.1333 -0.2053 0.0900 0.170 Uiso 1 1 calc R . . 
H5B2 H -0.1525 -0.3195 0.0141 0.170 Uiso 1 1 calc R . . 
C6B C 0.003(6) -0.339(5) 0.105(3) 0.26(3) Uani 1 1 d . . . 
H6B1 H -0.0816 -0.3824 0.1292 0.388 Uiso 1 1 calc R . . 
H6B2 H 0.0877 -0.2864 0.1478 0.388 Uiso 1 1 calc R . . 
H6B3 H 0.0564 -0.4038 0.0731 0.388 Uiso 1 1 calc R . . 
C7C C -0.011(3) 0.546(3) 0.313(2) 0.170(15) Uani 1 1 d . . . 
H7C1 H -0.1168 0.5041 0.3214 0.256 Uiso 1 1 calc R . . 
H7C2 H -0.0350 0.6057 0.2765 0.256 Uiso 1 1 calc R . . 
H7C3 H 0.0519 0.5940 0.3646 0.256 Uiso 1 1 calc R . . 
C8C C 0.094(3) 0.4434(18) 0.2765(11) 0.073(5) Uani 1 1 d . . . 
O81C O 0.2227(17) 0.4188(12) 0.3201(7) 0.082(4) Uani 1 1 d . . . 
O82C O 0.038(2) 0.3864(18) 0.2107(10) 0.136(7) Uani 1 1 d . . . 
C7D C 0.614(3) 0.419(2) 0.0844(14) 0.110(8) Uani 1 1 d . . . 
H7D1 H 0.7229 0.4418 0.1203 0.166 Uiso 1 1 calc R . . 
H7D2 H 0.5708 0.4975 0.0715 0.166 Uiso 1 1 calc R . . 
H7D3 H 0.6279 0.3627 0.0350 0.166 Uiso 1 1 calc R . . 
C8D C 0.492(3) 0.351(2) 0.1252(14) 0.079(5) Uani 1 1 d . . . 
O81D O 0.4945(19) 0.4004(14) 0.1999(8) 0.097(4) Uani 1 1 d . . . 
O82D O 0.417(3) 0.2442(19) 0.0896(11) 0.147(7) Uani 1 1 d . . . 
 
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 
Pb1 0.0864(5) 0.0552(4) 0.0534(4) 0.0027(3) 0.0072(3) 0.0083(3) 
C1A 0.134(18) 0.084(14) 0.067(13) 0.017(11) 0.017(12) 0.030(13) 
N1A 0.071(9) 0.054(9) 0.087(12) 0.009(8) 0.014(8) 0.014(7) 
C2A 0.133(18) 0.074(14) 0.069(13) 0.008(11) 0.008(12) 0.012(12) 
C3A 0.15(2) 0.042(11) 0.113(19) 0.010(12) 0.014(15) 0.000(11) 
N2A 0.094(11) 0.054(9) 0.066(10) 0.006(8) 0.007(8) 0.005(8) 
C4A 0.091(13) 0.055(11) 0.051(10) -0.002(9) 0.010(9) 0.019(9) 
C5A 0.113(16) 0.089(15) 0.062(13) 0.003(11) -0.011(11) 0.024(12) 
C6A 0.20(3) 0.14(2) 0.054(13) 0.035(14) 0.023(16) 0.02(2) 
C7A 0.104(17) 0.12(2) 0.14(2) 0.006(17) -0.014(16) 0.055(15) 
C8A 0.135(18) 0.052(11) 0.049(11) 0.007(9) 0.021(11) 0.014(12) 
O81A 0.099(11) 0.098(12) 0.165(17) 0.012(12) 0.030(10) 0.040(9) 
O82A 0.107(9) 0.061(8) 0.065(8) 0.000(6) 0.008(7) 0.028(7) 
C7B 0.17(2) 0.077(15) 0.13(2) 0.003(14) 0.065(19) -0.008(15) 
C8B 0.104(14) 0.069(12) 0.035(10) -0.019(9) 0.022(9) 0.022(11) 
O81B 0.149(13) 0.097(11) 0.055(8) -0.021(8) 0.034(8) -0.032(9) 
O82B 0.141(13) 0.099(11) 0.087(11) -0.002(9) 0.026(9) -0.003(9) 
C1B 0.17(3) 0.15(3) 0.15(3) 0.09(2) 0.05(2) 0.06(2) 
N1B 0.123(14) 0.067(11) 0.073(12) 0.031(10) 0.019(10) 0.025(10) 
C2B 0.080(14) 0.069(13) 0.101(17) -0.003(13) -0.001(12) -0.014(10) 
C3B 0.101(16) 0.063(13) 0.110(18) -0.015(13) -0.036(15) 0.028(12) 
N2B 0.095(12) 0.081(11) 0.080(12) 0.011(10) 0.012(9) 0.024(9) 
C4B 0.128(19) 0.091(17) 0.064(14) 0.018(12) 0.001(12) 0.053(15) 
C5B 0.17(3) 0.13(2) 0.14(3) 0.05(2) 0.05(2) 0.02(2) 
C6B 0.32(6) 0.23(5) 0.23(5) 0.14(4) 0.02(5) -0.04(5) 
C7C 0.12(2) 0.10(2) 0.29(5) 0.05(2) 0.01(2) 0.060(17) 
C8C 0.103(14) 0.069(12) 0.043(10) -0.008(9) 0.015(10) 0.031(11) 
O81C 0.104(10) 0.087(9) 0.053(7) 0.006(6) 0.004(7) 0.028(7) 
O82C 0.129(12) 0.150(15) 0.092(12) -0.055(11) -0.029(10) 0.074(11) 
C7D 0.14(2) 0.111(18) 0.089(16) 0.026(14) 0.054(15) 0.006(15) 
C8D 0.086(13) 0.074(13) 0.085(16) 0.024(12) 0.025(11) 0.018(11) 
O81D 0.133(12) 0.089(10) 0.060(9) -0.011(7) 0.031(8) -0.009(8) 
O82D 0.185(18) 0.116(14) 0.108(14) -0.025(11) 0.011(12) -0.037(13) 
 
_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 
Pb1 O81C 2.327(12) . ? 
Pb1 O82A 2.348(12) . ? 
Pb1 O81D 2.529(14) . ? 
Pb1 O81B 2.546(14) . ? 
Pb1 O81A 2.717(14) . ? 
C1A N1A 1.51(2) . ? 
N1A C4A 1.38(2) . ? 
N1A C2A 1.40(2) . ? 
C2A C3A 1.40(3) . ? 
C3A N2A 1.41(2) . ? 
N2A C4A 1.28(2) . ? 
N2A C5A 1.48(2) . ? 
C5A C6A 1.43(3) . ? 
C7A C8A 1.46(3) . ? 
C8A O82A 1.25(2) . ? 
C8A O81A 1.28(2) . ? 
C7B C8B 1.49(3) . ? 
C8B O81B 1.20(2) . ? 
C8B O82B 1.20(2) . ? 
C1B N1B 1.41(3) . ? 
N1B C4B 1.27(3) . ? 
N1B C2B 1.38(3) . ? 
C2B C3B 1.38(3) . ? 
C3B N2B 1.37(2) . ? 
N2B C4B 1.38(3) . ? 
N2B C5B 1.55(3) . ? 
C5B C6B 1.31(4) . ? 
C7C C8C 1.52(3) . ? 
C8C O82C 1.16(2) . ? 
C8C O81C 1.24(2) . ? 
C7D C8D 1.49(3) . ? 
C8D O82D 1.22(2) . ? 
C8D O81D 1.27(2) . ? 
 
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 
O81C Pb1 O82A 77.1(4) . . ? 
O81C Pb1 O81D 82.2(5) . . ? 
O82A Pb1 O81D 78.2(5) . . ? 
O81C Pb1 O81B 86.8(5) . . ? 
O82A Pb1 O81B 83.0(5) . . ? 
O81D Pb1 O81B 159.9(4) . . ? 
O81C Pb1 O81A 127.1(5) . . ? 
O82A Pb1 O81A 50.5(5) . . ? 
O81D Pb1 O81A 92.3(5) . . ? 
O81B Pb1 O81A 81.0(6) . . ? 
C4A N1A C2A 110.4(15) . . ? 
C4A N1A C1A 128.6(15) . . ? 
C2A N1A C1A 120.9(16) . . ? 
C3A C2A N1A 103.1(17) . . ? 
C2A C3A N2A 108.1(17) . . ? 
C4A N2A C3A 110.2(16) . . ? 
C4A N2A C5A 124.0(15) . . ? 
C3A N2A C5A 125.8(17) . . ? 
N2A C4A N1A 108.0(14) . . ? 
C6A C5A N2A 109.8(18) . . ? 
O82A C8A O81A 119.1(19) . . ? 
O82A C8A C7A 121.6(18) . . ? 
O81A C8A C7A 118.1(19) . . ? 
C8A O81A Pb1 85.8(12) . . ? 
C8A O82A Pb1 104.1(11) . . ? 
O81B C8B O82B 125(2) . . ? 
O81B C8B C7B 119.0(17) . . ? 
O82B C8B C7B 115.7(19) . . ? 
C8B O81B Pb1 109.3(11) . . ? 
C4B N1B C2B 107.8(19) . . ? 
C4B N1B C1B 125(2) . . ? 
C2B N1B C1B 127(2) . . ? 
C3B C2B N1B 107.2(18) . . ? 
N2B C3B C2B 108(2) . . ? 
C3B N2B C4B 105(2) . . ? 
C3B N2B C5B 126(2) . . ? 
C4B N2B C5B 129(2) . . ? 
N1B C4B N2B 112(2) . . ? 
C6B C5B N2B 113(3) . . ? 
O82C C8C O81C 124.9(16) . . ? 
O82C C8C C7C 116(2) . . ? 
O81C C8C C7C 118.7(19) . . ? 
C8C O81C Pb1 109.3(10) . . ? 
O82D C8D O81D 125(2) . . ? 
O82D C8D C7D 119(2) . . ? 
O81D C8D C7D 116(2) . . ? 
C8D O81D Pb1 105.5(12) . . ? 
 
_diffrn_measured_fraction_theta_max    0.972 
_diffrn_reflns_theta_full              22.50 
_diffrn_measured_fraction_theta_full   0.972 
_refine_diff_density_max    0.995 
_refine_diff_density_min   -1.086 
_refine_diff_density_rms    0.191