# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Zhi Rong Chen' _publ_contact_author_address ; Fuzhou 350108 ; _publ_contact_author_email zrchen@fzu.edu.cn loop_ _publ_author_name 'Hao-Hong Li' 'Yan-Ling Wu' 'Hai-Jun Dong' 'Min Wang' 'Shu-Wei Huang' ; Zhi Rong Chen ; # Attachment '- CE-ART-04-2011-005393-cif file of 1.cif' data_ptest _database_code_depnum_ccdc_archive 'CCDC 751166' #TrackingRef '- CE-ART-04-2011-005393-cif file of 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H7 I2 N3 O2 Pb' _chemical_formula_sum 'C12 H7 I2 N3 O2 Pb' _chemical_formula_weight 686.21 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' I I -0.4742 1.8119 '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 Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall -P2ybc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.494(2) _cell_length_b 14.205(3) _cell_length_c 9.7499(19) _cell_angle_alpha 90.00 _cell_angle_beta 98.87(3) _cell_angle_gamma 90.00 _cell_volume 1572.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.898 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 14.655 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.25 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'TEXRAY software (Molecular Structure Corporation, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotor target' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Weissenberg IP' _diffrn_measurement_method 'scintillation counter' _diffrn_detector_area_resol_mean None _diffrn_standards_number None _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time 'not measured' _diffrn_standards_decay_% 'not measured' _diffrn_reflns_number 12864 _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 27.51 _reflns_number_total 3571 _reflns_number_gt 3431 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'TEXRAY software (Molecular Structure Corporation, 1999)' _computing_cell_refinement 'TEXRAY software' _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material "SHELXL-97/2 (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^)+(0.0323P)^2^+25.3455P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3571 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1330 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 1.223 _refine_ls_restrained_S_all 1.223 _refine_ls_shift/su_max 0.000 _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 Pb1 Pb 0.64133(4) 0.10269(3) 0.11125(5) 0.04000(15) Uani 1 1 d . . . I1 I 0.35662(8) 0.08652(7) 0.07043(11) 0.0552(3) Uani 1 1 d . . . I2 I 0.70075(12) 0.24498(9) -0.14771(13) 0.0777(4) Uani 1 1 d . . . C1 C 0.9437(14) 0.0682(12) 0.1541(16) 0.063(4) Uani 1 1 d . . . H1A H 0.9371 0.1156 0.0875 0.075 Uiso 1 1 calc R . . C11 C 0.7551(9) -0.0588(7) 0.3583(11) 0.032(2) Uani 1 1 d . . . N1 N 0.8455(8) 0.0413(8) 0.2035(11) 0.044(2) Uani 1 1 d . . . C12 C 0.8586(11) -0.0272(8) 0.3040(12) 0.041(3) Uani 1 1 d . . . C7 C 0.7657(11) -0.1289(8) 0.4614(13) 0.042(3) Uani 1 1 d . . . C10 C 0.5562(11) -0.0507(10) 0.3501(15) 0.051(3) Uani 1 1 d . . . H10A H 0.4840 -0.0254 0.3113 0.062 Uiso 1 1 calc R . . O2 O 0.8390(14) -0.2395(9) 0.7044(12) 0.094(4) Uani 1 1 d . . . C8 C 0.6569(12) -0.1563(9) 0.5053(14) 0.050(3) Uani 1 1 d . . . H8A H 0.6579 -0.2023 0.5734 0.060 Uiso 1 1 calc R . . C9 C 0.5557(13) -0.1180(10) 0.4514(16) 0.057(4) Uani 1 1 d . . . H9A H 0.4858 -0.1360 0.4811 0.068 Uiso 1 1 calc R . . C6 C 0.8812(13) -0.1677(9) 0.5065(14) 0.051(3) Uani 1 1 d . . . C5 C 0.9736(12) -0.1417(10) 0.4523(15) 0.056(4) Uani 1 1 d . . . H5A H 1.0455 -0.1712 0.4808 0.067 Uiso 1 1 calc R . . N3 N 0.8928(13) -0.2439(9) 0.6071(14) 0.065(3) Uani 1 1 d . . . C3 C 1.0646(11) -0.0375(11) 0.2958(17) 0.061(4) Uani 1 1 d . . . H3A H 1.1385 -0.0626 0.3276 0.073 Uiso 1 1 calc R . . O1 O 0.9576(15) -0.3088(10) 0.5881(16) 0.114(6) Uani 1 1 d . . . C2 C 1.0520(13) 0.0300(12) 0.1961(18) 0.066(4) Uani 1 1 d . . . H2A H 1.1166 0.0499 0.1568 0.079 Uiso 1 1 calc R . . N2 N 0.6490(8) -0.0196(7) 0.3043(10) 0.040(2) Uani 1 1 d . . . C4 C 0.9660(11) -0.0690(10) 0.3506(14) 0.050(3) 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 0.0419(3) 0.0374(2) 0.0405(3) 0.00370(18) 0.00587(18) -0.00205(18) I1 0.0440(5) 0.0533(5) 0.0683(6) -0.0056(4) 0.0084(4) 0.0068(4) I2 0.0840(8) 0.0757(7) 0.0761(8) 0.0273(6) 0.0211(6) -0.0015(6) C1 0.068(10) 0.070(10) 0.055(9) -0.003(7) 0.027(8) -0.018(8) C11 0.032(5) 0.029(5) 0.032(5) -0.004(4) -0.003(4) -0.003(4) N1 0.031(5) 0.054(6) 0.047(6) -0.006(5) 0.009(4) -0.003(4) C12 0.043(6) 0.040(6) 0.041(6) -0.002(5) 0.011(5) 0.009(5) C7 0.045(6) 0.039(6) 0.039(6) -0.005(5) -0.004(5) 0.006(5) C10 0.041(7) 0.054(7) 0.063(8) 0.013(6) 0.021(6) 0.008(6) O2 0.153(13) 0.079(8) 0.053(7) 0.022(6) 0.030(8) 0.026(8) C8 0.061(8) 0.046(7) 0.046(7) 0.006(6) 0.017(6) -0.008(6) C9 0.050(8) 0.055(8) 0.070(10) 0.015(7) 0.023(7) -0.010(6) C6 0.066(9) 0.040(6) 0.045(7) 0.000(5) 0.005(6) 0.019(6) C5 0.043(7) 0.061(8) 0.057(8) -0.015(7) -0.014(6) 0.016(6) N3 0.081(9) 0.052(7) 0.061(8) 0.008(6) 0.004(7) 0.015(6) C3 0.026(6) 0.073(10) 0.082(11) -0.031(9) 0.001(6) 0.007(6) O1 0.140(13) 0.089(10) 0.115(12) 0.043(9) 0.032(10) 0.066(10) C2 0.042(8) 0.082(11) 0.077(11) -0.030(9) 0.022(7) -0.016(7) N2 0.026(4) 0.054(6) 0.038(5) 0.009(4) -0.001(4) 0.005(4) C4 0.042(7) 0.063(8) 0.043(7) -0.010(6) 0.001(5) -0.006(6) _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 N1 2.535(10) . ? Pb1 N2 2.553(10) . ? Pb1 I2 3.1902(13) 4_566 ? Pb1 I1 3.2210(11) 3_655 ? Pb1 I1 3.2431(12) . ? Pb1 I2 3.3850(13) . ? I1 Pb1 3.2210(11) 3_655 ? I2 Pb1 3.1902(13) 4_565 ? C1 N1 1.349(16) . ? C1 C2 1.36(2) . ? C1 H1A 0.9300 . ? C11 N2 1.369(13) . ? C11 C7 1.407(16) . ? C11 C12 1.446(15) . ? N1 C12 1.373(16) . ? C12 C4 1.382(17) . ? C7 C8 1.437(18) . ? C7 C6 1.442(17) . ? C10 N2 1.296(15) . ? C10 C9 1.376(18) . ? C10 H10A 0.9300 . ? O2 N3 1.211(18) . ? C8 C9 1.32(2) . ? C8 H8A 0.9300 . ? C9 H9A 0.9300 . ? C6 C5 1.31(2) . ? C6 N3 1.452(18) . ? C5 C4 1.43(2) . ? C5 H5A 0.9300 . ? N3 O1 1.218(17) . ? C3 C2 1.36(2) . ? C3 C4 1.399(19) . ? C3 H3A 0.9300 . ? C2 H2A 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 N1 Pb1 N2 65.1(3) . . ? N1 Pb1 I2 83.7(2) . 4_566 ? N2 Pb1 I2 86.5(2) . 4_566 ? N1 Pb1 I1 79.8(2) . 3_655 ? N2 Pb1 I1 80.5(2) . 3_655 ? I2 Pb1 I1 162.22(3) 4_566 3_655 ? N1 Pb1 I1 151.7(2) . . ? N2 Pb1 I1 87.8(2) . . ? I2 Pb1 I1 103.64(4) 4_566 . ? I1 Pb1 I1 88.07(3) 3_655 . ? N1 Pb1 I2 100.8(2) . . ? N2 Pb1 I2 165.5(2) . . ? I2 Pb1 I2 95.71(2) 4_566 . ? I1 Pb1 I2 93.94(3) 3_655 . ? I1 Pb1 I2 105.47(4) . . ? Pb1 I1 Pb1 91.93(3) 3_655 . ? Pb1 I2 Pb1 155.45(5) 4_565 . ? N1 C1 C2 123.7(15) . . ? N1 C1 H1A 118.1 . . ? C2 C1 H1A 118.1 . . ? N2 C11 C7 122.4(10) . . ? N2 C11 C12 117.9(10) . . ? C7 C11 C12 119.7(10) . . ? C1 N1 C12 116.8(12) . . ? C1 N1 Pb1 123.7(10) . . ? C12 N1 Pb1 119.4(7) . . ? N1 C12 C4 122.2(11) . . ? N1 C12 C11 118.4(10) . . ? C4 C12 C11 119.4(11) . . ? C11 C7 C8 114.9(11) . . ? C11 C7 C6 117.6(12) . . ? C8 C7 C6 127.4(12) . . ? N2 C10 C9 125.4(13) . . ? N2 C10 H10A 117.3 . . ? C9 C10 H10A 117.3 . . ? C9 C8 C7 121.6(12) . . ? C9 C8 H8A 119.2 . . ? C7 C8 H8A 119.2 . . ? C8 C9 C10 118.2(12) . . ? C8 C9 H9A 120.9 . . ? C10 C9 H9A 120.9 . . ? C5 C6 C7 122.3(12) . . ? C5 C6 N3 119.1(13) . . ? C7 C6 N3 118.4(13) . . ? C6 C5 C4 121.3(12) . . ? C6 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? O2 N3 O1 123.8(14) . . ? O2 N3 C6 119.1(13) . . ? O1 N3 C6 117.1(14) . . ? C2 C3 C4 119.8(13) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C1 C2 C3 119.3(14) . . ? C1 C2 H2A 120.4 . . ? C3 C2 H2A 120.4 . . ? C10 N2 C11 117.5(10) . . ? C10 N2 Pb1 123.3(8) . . ? C11 N2 Pb1 119.1(7) . . ? C12 C4 C3 118.2(13) . . ? C12 C4 C5 119.7(12) . . ? C3 C4 C5 122.2(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Pb1 I1 Pb1 -64.1(5) . . . 3_655 ? N2 Pb1 I1 Pb1 -80.6(2) . . . 3_655 ? I2 Pb1 I1 Pb1 -166.46(3) 4_566 . . 3_655 ? I1 Pb1 I1 Pb1 0.0 3_655 . . 3_655 ? I2 Pb1 I1 Pb1 93.55(4) . . . 3_655 ? N1 Pb1 I2 Pb1 -173.2(3) . . . 4_565 ? N2 Pb1 I2 Pb1 173.3(9) . . . 4_565 ? I2 Pb1 I2 Pb1 -88.51(13) 4_566 . . 4_565 ? I1 Pb1 I2 Pb1 106.44(12) 3_655 . . 4_565 ? I1 Pb1 I2 Pb1 17.36(12) . . . 4_565 ? C2 C1 N1 C12 2(2) . . . . ? C2 C1 N1 Pb1 -174.7(11) . . . . ? N2 Pb1 N1 C1 178.5(12) . . . . ? I2 Pb1 N1 C1 -92.5(11) 4_566 . . . ? I1 Pb1 N1 C1 94.3(11) 3_655 . . . ? I1 Pb1 N1 C1 160.3(8) . . . . ? I2 Pb1 N1 C1 2.2(11) . . . . ? N2 Pb1 N1 C12 2.4(8) . . . . ? I2 Pb1 N1 C12 91.4(8) 4_566 . . . ? I1 Pb1 N1 C12 -81.9(8) 3_655 . . . ? I1 Pb1 N1 C12 -15.8(12) . . . . ? I2 Pb1 N1 C12 -173.9(8) . . . . ? C1 N1 C12 C4 -1.7(18) . . . . ? Pb1 N1 C12 C4 174.7(9) . . . . ? C1 N1 C12 C11 -179.3(11) . . . . ? Pb1 N1 C12 C11 -2.9(14) . . . . ? N2 C11 C12 N1 1.2(16) . . . . ? C7 C11 C12 N1 -180.0(10) . . . . ? N2 C11 C12 C4 -176.4(11) . . . . ? C7 C11 C12 C4 2.4(17) . . . . ? N2 C11 C7 C8 0.2(16) . . . . ? C12 C11 C7 C8 -178.6(10) . . . . ? N2 C11 C7 C6 177.6(11) . . . . ? C12 C11 C7 C6 -1.2(16) . . . . ? C11 C7 C8 C9 0.2(19) . . . . ? C6 C7 C8 C9 -176.9(14) . . . . ? C7 C8 C9 C10 0(2) . . . . ? N2 C10 C9 C8 -2(2) . . . . ? C11 C7 C6 C5 -1.9(19) . . . . ? C8 C7 C6 C5 175.2(13) . . . . ? C11 C7 C6 N3 -176.6(11) . . . . ? C8 C7 C6 N3 0(2) . . . . ? C7 C6 C5 C4 4(2) . . . . ? N3 C6 C5 C4 178.4(12) . . . . ? C5 C6 N3 O2 142.8(17) . . . . ? C7 C6 N3 O2 -42(2) . . . . ? C5 C6 N3 O1 -37(2) . . . . ? C7 C6 N3 O1 138.1(16) . . . . ? N1 C1 C2 C3 -2(2) . . . . ? C4 C3 C2 C1 2(2) . . . . ? C9 C10 N2 C11 2(2) . . . . ? C9 C10 N2 Pb1 178.4(12) . . . . ? C7 C11 N2 C10 -1.2(17) . . . . ? C12 C11 N2 C10 177.6(11) . . . . ? C7 C11 N2 Pb1 -177.7(8) . . . . ? C12 C11 N2 Pb1 1.0(13) . . . . ? N1 Pb1 N2 C10 -178.1(12) . . . . ? I2 Pb1 N2 C10 97.2(11) 4_566 . . . ? I1 Pb1 N2 C10 -95.0(11) 3_655 . . . ? I1 Pb1 N2 C10 -6.6(11) . . . . ? I2 Pb1 N2 C10 -163.4(8) . . . . ? N1 Pb1 N2 C11 -1.7(8) . . . . ? I2 Pb1 N2 C11 -86.4(8) 4_566 . . . ? I1 Pb1 N2 C11 81.4(8) 3_655 . . . ? I1 Pb1 N2 C11 169.8(8) . . . . ? I2 Pb1 N2 C11 13.0(16) . . . . ? N1 C12 C4 C3 2.2(19) . . . . ? C11 C12 C4 C3 179.7(11) . . . . ? N1 C12 C4 C5 -178.2(12) . . . . ? C11 C12 C4 C5 -0.7(19) . . . . ? C2 C3 C4 C12 -2(2) . . . . ? C2 C3 C4 C5 178.0(13) . . . . ? C6 C5 C4 C12 -2(2) . . . . ? C6 C5 C4 C3 177.2(13) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 2.920 _refine_diff_density_min -2.082 _refine_diff_density_rms 0.220 # Attachment '- CE-ART-04-2011-005393-cif file of 3.cif' data_wyl124 _database_code_depnum_ccdc_archive 'CCDC 772595' #TrackingRef '- CE-ART-04-2011-005393-cif file of 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C12H9I2N3Pb _chemical_formula_sum C12H9I2N3Pb _chemical_formula_weight 656.22 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' I I -0.4742 1.8119 '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 Monoclinic _symmetry_space_group_name_H-M Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 10.178(2) _cell_length_b 19.652(4) _cell_length_c 8.1846(16) _cell_angle_alpha 90.00 _cell_angle_beta 116.79(3) _cell_angle_gamma 90.00 _cell_volume 1461.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2503 _cell_measurement_theta_min 3.4789 _cell_measurement_theta_max 27.5049 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2500 _exptl_crystal_size_mid 0.1100 _exptl_crystal_size_min 0.0400 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.983 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 15.756 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 0.6000 _exptl_absorpt_correction_T_min 0.5146 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 CCD _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean None _diffrn_standards_number None _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time 'not measured' _diffrn_standards_decay_% 'not measured' _diffrn_reflns_number 6074 _diffrn_reflns_av_R_equivalents 0.0493 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2919 _reflns_number_gt 2669 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material "SHELXL-97/2 (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^)+(0.0470P)^2^+33.4491P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0011(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.42(3) _refine_ls_number_reflns 2919 _refine_ls_number_parameters 149 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1439 _refine_ls_wR_factor_gt 0.1292 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.149 _refine_ls_shift/su_max 0.124 _refine_ls_shift/su_mean 0.111 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 I1 I 0.61173(12) 0.04764(10) 0.28505(14) 0.0570(6) Uani 1 1 d . . . Pb1 Pb 0.36995(11) 0.04500(2) 0.43641(12) 0.0440(2) Uani 1 1 d . . . I2 I 0.12746(12) -0.04787(10) 0.08784(13) 0.0569(6) Uani 1 1 d . . . N1 N 0.2969(19) 0.1558(9) 0.249(2) 0.042(4) Uani 1 1 d . . . N2 N 0.4426(17) 0.1518(8) 0.623(2) 0.041(4) Uani 1 1 d . . . N3 N 0.334(2) 0.4007(9) 0.280(3) 0.081(6) Uani 1 1 d . . . H3A H 0.3609 0.4352 0.3521 0.097 Uiso 1 1 calc R . . H3B H 0.3005 0.4064 0.1639 0.097 Uiso 1 1 calc R . . C1 C 0.239(3) 0.1543(12) 0.071(3) 0.057(6) Uani 1 1 d . . . H1 H 0.2171 0.1122 0.0128 0.068 Uiso 1 1 calc R . . C2 C 0.206(2) 0.2151(13) -0.039(3) 0.055(7) Uani 1 1 d . . . H2 H 0.1590 0.2130 -0.1660 0.065 Uiso 1 1 calc R . . C3 C 0.247(3) 0.2761(10) 0.051(4) 0.059(7) Uani 1 1 d . . . H3 H 0.2329 0.3164 -0.0146 0.071 Uiso 1 1 calc R . . C4 C 0.313(2) 0.2769(10) 0.245(3) 0.044(6) Uani 1 1 d . . . C5 C 0.344(3) 0.3395(11) 0.347(5) 0.075(8) Uani 1 1 d . . . C6 C 0.399(3) 0.3389(13) 0.532(5) 0.071(8) Uani 1 1 d . . . H6 H 0.4136 0.3796 0.5958 0.086 Uiso 1 1 calc R . . C7 C 0.433(3) 0.2746(12) 0.630(3) 0.052(6) Uiso 1 1 d . . . C8 C 0.496(4) 0.2680(13) 0.820(4) 0.088(10) Uani 1 1 d . . . H8 H 0.5147 0.3079 0.8880 0.105 Uiso 1 1 calc R . . C9 C 0.532(3) 0.2087(13) 0.914(3) 0.055(6) Uiso 1 1 d . . . H9 H 0.5710 0.2073 1.0407 0.066 Uiso 1 1 calc R . . C10 C 0.509(3) 0.1502(11) 0.810(3) 0.056(6) Uani 1 1 d . . . H10 H 0.5385 0.1085 0.8687 0.067 Uiso 1 1 calc R . . C11 C 0.408(2) 0.2124(9) 0.537(3) 0.033(4) Uiso 1 1 d . . . C12 C 0.334(2) 0.2142(9) 0.337(3) 0.038(4) 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 I1 0.0586(13) 0.0546(13) 0.0587(13) -0.0082(9) 0.0272(11) -0.0062(8) Pb1 0.0557(4) 0.0329(3) 0.0421(3) 0.0019(5) 0.0208(3) -0.0056(5) I2 0.0562(13) 0.0605(14) 0.0526(12) -0.0094(9) 0.0232(11) -0.0040(8) N1 0.046(10) 0.048(10) 0.035(8) 0.016(7) 0.021(8) 0.012(7) N2 0.026(9) 0.033(8) 0.042(9) 0.018(7) -0.004(7) 0.001(6) N3 0.085(14) 0.057(11) 0.084(14) -0.027(10) 0.023(11) -0.009(9) C1 0.087(18) 0.052(13) 0.049(13) 0.007(10) 0.046(13) 0.021(12) C2 0.023(9) 0.083(16) 0.060(12) 0.042(11) 0.021(9) 0.030(8) C3 0.065(13) 0.037(10) 0.11(2) 0.038(12) 0.072(15) 0.022(10) C4 0.024(8) 0.042(9) 0.082(14) 0.029(9) 0.039(9) 0.016(6) C5 0.10(2) 0.023(10) 0.15(3) 0.023(13) 0.088(19) -0.001(11) C6 0.074(18) 0.048(14) 0.12(2) 0.018(15) 0.073(17) -0.004(12) C8 0.13(2) 0.057(15) 0.067(19) -0.046(14) 0.041(18) -0.045(16) C10 0.065(16) 0.033(11) 0.049(13) 0.007(9) 0.008(12) 0.013(10) C12 0.037(9) 0.017(7) 0.053(10) -0.007(6) 0.015(8) -0.003(5) _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 I1 Pb1 3.2157(16) . ? I1 Pb1 3.3442(19) 2_554 ? Pb1 N2 2.502(18) . ? Pb1 N1 2.572(16) . ? Pb1 I2 3.2229(16) 2 ? Pb1 I1 3.3442(19) 2 ? Pb1 I2 3.3489(19) . ? I2 Pb1 3.2229(16) 2_554 ? N1 C1 1.30(3) . ? N1 C12 1.32(2) . ? N2 C11 1.34(2) . ? N2 C10 1.37(3) . ? N3 C5 1.31(3) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? C1 C2 1.44(3) . ? C1 H1 0.9300 . ? C2 C3 1.37(4) . ? C2 H2 0.9300 . ? C3 C4 1.42(4) . ? C3 H3 0.9300 . ? C4 C12 1.41(3) . ? C4 C5 1.44(4) . ? C5 C6 1.36(3) . ? C6 C7 1.45(3) . ? C6 H6 0.9300 . ? C7 C11 1.40(3) . ? C7 C8 1.40(4) . ? C8 C9 1.35(4) . ? C8 H8 0.9300 . ? C9 C10 1.39(3) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.465(17) . ? 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 Pb1 I1 Pb1 85.60(4) . 2_554 ? N2 Pb1 N1 65.2(3) . . ? N2 Pb1 I1 98.8(4) . . ? N1 Pb1 I1 79.8(4) . . ? N2 Pb1 I2 79.5(4) . 2 ? N1 Pb1 I2 98.6(4) . 2 ? I1 Pb1 I2 178.07(3) . 2 ? N2 Pb1 I1 92.0(3) . 2 ? N1 Pb1 I1 150.9(4) . 2 ? I1 Pb1 I1 86.61(4) . 2 ? I2 Pb1 I1 94.47(4) 2 2 ? N2 Pb1 I2 151.4(3) . . ? N1 Pb1 I2 92.8(4) . . ? I1 Pb1 I2 94.51(4) . . ? I2 Pb1 I2 86.51(4) 2 . ? I1 Pb1 I2 113.99(4) 2 . ? Pb1 I2 Pb1 85.41(4) 2_554 . ? C1 N1 C12 120.2(19) . . ? C1 N1 Pb1 120.8(15) . . ? C12 N1 Pb1 118.6(13) . . ? C11 N2 C10 119.1(18) . . ? C11 N2 Pb1 119.3(13) . . ? C10 N2 Pb1 121.5(13) . . ? C5 N3 H3A 119.9 . . ? C5 N3 H3B 120.1 . . ? H3A N3 H3B 120.0 . . ? N1 C1 C2 123(2) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.8 . . ? C3 C2 C1 117(2) . . ? C3 C2 H2 121.4 . . ? C1 C2 H2 121.1 . . ? C4 C3 C2 119.1(18) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.5 . . ? C12 C4 C3 118(2) . . ? C12 C4 C5 120(2) . . ? C3 C4 C5 122(2) . . ? N3 C5 C6 113(3) . . ? N3 C5 C4 126(3) . . ? C6 C5 C4 121(3) . . ? C5 C6 C7 120(3) . . ? C5 C6 H6 120.2 . . ? C7 C6 H6 120.0 . . ? C6 C7 C11 122(2) . . ? C6 C7 C8 125(3) . . ? C11 C7 C8 114(2) . . ? C9 C8 C7 126(2) . . ? C9 C8 H8 117.0 . . ? C7 C8 H8 117.3 . . ? C8 C9 C10 116(2) . . ? C8 C9 H9 121.9 . . ? C10 C9 H9 122.2 . . ? N2 C10 C9 122(2) . . ? N2 C10 H10 119.0 . . ? C9 C10 H10 118.9 . . ? N2 C11 C7 123.4(19) . . ? N2 C11 C12 119.2(19) . . ? C7 C11 C12 117.4(19) . . ? N1 C12 C4 123(2) . . ? N1 C12 C11 118(2) . . ? C4 C12 C11 120(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.373 _refine_diff_density_min -1.249 _refine_diff_density_rms 0.283 # Attachment '- CE-ART-04-2011-005393-new cif file of 2.cif' data_wyl414 _database_code_depnum_ccdc_archive 'CCDC 777084' #TrackingRef '- CE-ART-04-2011-005393-new cif file of 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H7 Cl I2 N2 Pb' _chemical_formula_sum 'C12 H7 Cl I2 N2 Pb' _chemical_formula_weight 675.65 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' 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall -P2ybc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.698(2) _cell_length_b 14.156(3) _cell_length_c 9.4216(19) _cell_angle_alpha 90.00 _cell_angle_beta 98.16(3) _cell_angle_gamma 90.00 _cell_volume 1544.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.460 _exptl_crystal_size_mid 0.240 _exptl_crystal_size_min 0.150 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.906 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 15.079 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.25 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details 'TEXRAY software (Molecular Structure Corporation, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 CCD _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean None _diffrn_standards_number None _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time 'not measured' _diffrn_standards_decay_% 'not measured' _diffrn_reflns_number 12552 _diffrn_reflns_av_R_equivalents 0.0819 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.32 _diffrn_reflns_theta_max 27.58 _reflns_number_total 3516 _reflns_number_gt 3038 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius CAD4 software' _computing_cell_refinement 'Nonius CAD4 software' _computing_data_reduction 'XCAD (P.McArdle, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0536P)^2^+27.8709P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3516 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1047 _refine_ls_R_factor_gt 0.0892 _refine_ls_wR_factor_ref 0.1941 _refine_ls_wR_factor_gt 0.1854 _refine_ls_goodness_of_fit_ref 1.249 _refine_ls_restrained_S_all 1.249 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 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 0.63805(6) 0.89933(5) 0.10796(7) 0.0457(2) Uani 1 1 d . . . I1 I 0.35921(11) 0.91774(10) 0.08960(17) 0.0647(4) Uani 1 1 d . . . I2 I 0.69921(16) 0.76105(13) -0.15531(19) 0.0854(5) Uani 1 1 d . . . N2 N 0.8460(12) 0.9534(11) 0.1931(15) 0.049(4) Uani 1 1 d . . . N1 N 0.6602(12) 1.0246(11) 0.3067(16) 0.050(4) Uani 1 1 d . . . Cl1 Cl 0.9266(7) 1.2601(4) 0.6182(7) 0.089(2) Uani 1 1 d . . . C1 C 0.5748(19) 1.0587(14) 0.368(2) 0.062(5) Uani 1 1 d . . . H1 H 0.5020 1.0325 0.3416 0.074 Uiso 1 1 calc R . . C2 C 0.585(2) 1.1312(16) 0.469(2) 0.075(7) Uani 1 1 d . . . H2 H 0.5198 1.1538 0.5054 0.090 Uiso 1 1 calc R . . C3 C 0.692(2) 1.1683(14) 0.514(2) 0.062(5) Uani 1 1 d . . . H3 H 0.7022 1.2166 0.5821 0.074 Uiso 1 1 calc R . . C4 C 0.7861(18) 1.1309(14) 0.4550(19) 0.057(5) Uani 1 1 d . . . C5 C 0.9030(19) 1.1692(13) 0.4962(19) 0.056(5) Uani 1 1 d . . . C6 C 0.995(2) 1.1347(16) 0.440(2) 0.068(6) Uani 1 1 d . . . H6 H 1.0694 1.1579 0.4686 0.082 Uiso 1 1 calc R . . C7 C 0.9746(17) 1.0608(13) 0.333(2) 0.054(5) Uani 1 1 d . . . C8 C 1.0684(16) 1.0233(17) 0.269(2) 0.068(6) Uani 1 1 d . . . H8 H 1.1427 1.0474 0.2918 0.081 Uiso 1 1 calc R . . C9 C 1.0465(15) 0.9512(16) 0.172(3) 0.067(6) Uani 1 1 d . . . H9 H 1.1063 0.9240 0.1309 0.081 Uiso 1 1 calc R . . C10 C 0.9380(18) 0.9203(14) 0.137(2) 0.058(5) Uani 1 1 d . . . H10 H 0.9252 0.8723 0.0695 0.070 Uiso 1 1 calc R . . C11 C 0.8657(16) 1.0228(12) 0.2895(19) 0.049(4) Uani 1 1 d . . . C12 C 0.7680(17) 1.0596(12) 0.3517(18) 0.049(4) 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 0.0445(4) 0.0435(4) 0.0484(4) -0.0018(3) 0.0038(3) 0.0010(3) I1 0.0487(7) 0.0665(8) 0.0787(10) 0.0103(7) 0.0080(6) -0.0024(6) I2 0.0904(12) 0.0868(11) 0.0802(11) -0.0355(9) 0.0161(9) -0.0020(9) N2 0.044(8) 0.065(10) 0.034(7) 0.011(7) -0.006(6) -0.008(7) N1 0.036(7) 0.060(9) 0.056(9) 0.003(7) 0.011(6) 0.003(6) Cl1 0.114(5) 0.065(3) 0.082(4) -0.020(3) -0.009(4) -0.012(3) C1 0.066(13) 0.054(11) 0.071(14) -0.013(10) 0.032(11) -0.011(9) C2 0.097(18) 0.064(13) 0.073(15) -0.015(11) 0.040(13) 0.010(13) C3 0.098(17) 0.044(10) 0.044(11) -0.004(8) 0.008(11) 0.001(11) C4 0.074(13) 0.057(11) 0.032(9) 0.005(8) -0.019(9) -0.006(10) C5 0.075(13) 0.045(10) 0.039(10) 0.007(8) -0.027(9) -0.003(9) C6 0.078(15) 0.064(13) 0.057(13) 0.024(10) -0.013(11) -0.014(11) C7 0.061(11) 0.051(10) 0.046(10) 0.007(8) -0.009(9) -0.017(9) C8 0.036(9) 0.087(16) 0.076(15) 0.033(12) -0.007(9) -0.001(10) C9 0.030(9) 0.071(14) 0.100(17) 0.009(13) 0.008(10) -0.012(9) C10 0.067(13) 0.058(12) 0.047(11) -0.003(9) 0.001(9) 0.007(9) C11 0.060(11) 0.045(10) 0.040(10) 0.010(8) -0.003(8) -0.012(8) C12 0.069(12) 0.038(9) 0.038(9) 0.012(7) 0.006(8) -0.004(8) _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 N1 2.565(16) . ? Pb1 N2 2.568(14) . ? Pb1 I1 3.1918(16) 3_675 ? Pb1 I2 3.1918(17) 4_576 ? Pb1 I1 3.2522(16) . ? Pb1 I2 3.3165(17) . ? I1 Pb1 3.1918(16) 3_675 ? I2 Pb1 3.1918(17) 4_575 ? N2 C11 1.33(2) . ? N2 C10 1.35(2) . ? N1 C1 1.31(2) . ? N1 C12 1.37(2) . ? Cl1 C5 1.721(19) . ? C1 C2 1.39(3) . ? C1 H1 0.9300 . ? C2 C3 1.37(3) . ? C2 H2 0.9300 . ? C3 C4 1.41(3) . ? C3 H3 0.9300 . ? C4 C12 1.40(3) . ? C4 C5 1.47(3) . ? C5 C6 1.36(3) . ? C6 C7 1.45(3) . ? C6 H6 0.9300 . ? C7 C11 1.39(2) . ? C7 C8 1.43(3) . ? C8 C9 1.37(3) . ? C8 H8 0.9300 . ? C9 C10 1.34(3) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.45(3) . ? 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 N1 Pb1 N2 64.7(5) . . ? N1 Pb1 I1 81.8(3) . 3_675 ? N2 Pb1 I1 81.5(3) . 3_675 ? N1 Pb1 I2 89.6(3) . 4_576 ? N2 Pb1 I2 83.4(3) . 4_576 ? I1 Pb1 I2 164.74(5) 3_675 4_576 ? N1 Pb1 I1 88.9(3) . . ? N2 Pb1 I1 153.0(4) . . ? I1 Pb1 I1 89.83(4) 3_675 . ? I2 Pb1 I1 102.58(5) 4_576 . ? N1 Pb1 I2 160.7(3) . . ? N2 Pb1 I2 96.6(4) . . ? I1 Pb1 I2 91.24(5) 3_675 . ? I2 Pb1 I2 92.98(3) 4_576 . ? I1 Pb1 I2 109.19(5) . . ? Pb1 I1 Pb1 90.17(4) 3_675 . ? Pb1 I2 Pb1 153.09(7) 4_575 . ? C11 N2 C10 116.9(16) . . ? C11 N2 Pb1 119.7(12) . . ? C10 N2 Pb1 123.2(12) . . ? C1 N1 C12 117.1(17) . . ? C1 N1 Pb1 124.8(13) . . ? C12 N1 Pb1 118.1(11) . . ? N1 C1 C2 125(2) . . ? N1 C1 H1 117.4 . . ? C2 C1 H1 117.4 . . ? C3 C2 C1 118(2) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C2 C3 C4 117.7(18) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C12 C4 C3 119.9(19) . . ? C12 C4 C5 120(2) . . ? C3 C4 C5 120.4(18) . . ? C6 C5 C4 121.6(18) . . ? C6 C5 Cl1 118.0(16) . . ? C4 C5 Cl1 120.5(17) . . ? C5 C6 C7 118(2) . . ? C5 C6 H6 121.1 . . ? C7 C6 H6 121.1 . . ? C11 C7 C8 117.2(18) . . ? C11 C7 C6 123(2) . . ? C8 C7 C6 120(2) . . ? C9 C8 C7 118.5(18) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? C10 C9 C8 119(2) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 N2 125(2) . . ? C9 C10 H10 117.5 . . ? N2 C10 H10 117.5 . . ? N2 C11 C7 123.2(18) . . ? N2 C11 C12 118.0(16) . . ? C7 C11 C12 118.8(17) . . ? N1 C12 C4 121.4(18) . . ? N1 C12 C11 119.3(16) . . ? C4 C12 C11 119.3(18) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 2.580 _refine_diff_density_min -2.036 _refine_diff_density_rms 0.264