Supplementary Material (ESI) for CrystEngComm This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name NICOLAS.MERCIER@UNIV-ANGERS.FR _publ_contact_author_address ; Dr Nicolas Mercier Department of Chemistry University of Angers 2 Bd Lavoisier Angers 49045 FRANCE ; _publ_contact_author_email NICOLAS.MERCIER@UNIV-ANGERS.FR _publ_contact_author_fax (33)2.41.73.54.05 _publ_contact_author_phone (33)2.41.73.50.83 _publ_section_title ; (HO2C(CH2)3NH3)2(CH3NH3)Pb2I7 : a predicted non-centrosymmetrical structure built up from carboxylic acid supramolecular synthons and bilayer perovskite sheets. ; _publ_section_references ; Allen, F.H., Kennard, O. & Taylor, R. (1983). Acc. Chem. Res. 16, 146-153. Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993) J. Appl. Cryst. 26, 343-350. Altomare, A. Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999) J. Appl. Cryst. 32, 115-119. Blessing, R. H. (1995) Acta Cryst., A51, 33-38. Blessing, R. H. (1987) Cryst. Rev. 1, 3-58. Blessing, R. H. (1989) J. Appl. Cryst. 22, 396-397. Beurskens, P.T., Beurskens, G., de Gelder, R., Garci\'ia-Granda, S., Gould, R.O., Israel, R. & Smits, J.M.M. (1999) The DIRDIF-99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen, The Netherlands. Cremer, D. & Pople, J.A. (1975). J. Am. Chem. Soc. 97, 1354-1358. Enraf-Nonius (1994). CAD4Express Software. Enraf-Nonius, Delft, The Netherlands. Farrugia, L. J. (1997) ORTEP-3 for Windows, J. Appl. Cryst. 30, 565. Farrugia, L. J. (1999) WinGX, J. Appl. Cryst. 32, 837-838. Flack, H.D. (1983). Acta Cryst. A39, 876-881. Harms, K. & Wocadlo, S. (1995) XCAD-4. Program for Processing CAD-4 Diffractometer Data. University of Marburg, Germany. Johnson, C.K. (1965). ORTEP. Report ORNL-3794. Oak Ridge National Laboratory, Tennessee, USA. Lehman, M. S. and Larsen, F. K. (1974) Acta. Cryst. A30, 580 LePage, Y. (1987). J. Appl. Cryst. 20, 264-269. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968) Acta Cryst, A24, 351-359 Orpen, A. G., Brammer, L., Allen, F. H., Kennard, O., Watson, D. G., & Taylor, R. (1992). International Tables for Crystallography, Volume C. Sheldrick, G.M. (1993) SHELXL93. Program for crystal structure refinement. University of G\"ottingen, Germany. Sheldrick, G.M. (1997) SHELXL97. Program for crystal structure refinement. University of G\"ottingen, Germany. Sheldrick, G.M. (1985). SHELXS86. In Crystallographic Computing 3, edited by G. M. Sheldrick, C. Kruger & R. Goddard, pp. 175-189. Oxford University Press. Sheldrick, G.M. (1997) SHELXS97. Program for Crystal Structure solution. University of G\"ottingen, Germany. Spek, A.L. (1990). Acta Cryst. A46, C34 Streltsov, V. A. & Zavodnik, V. E. (1989) Sov. Phys. Crystallogr. 34, 824-828 Streltsov, V. A. & Zavodnik, V. E. (1990) Sov. Phys. Crystallogr. 35, 281. Walker, N. & Stuart, D. (1983). Acta Cryst., A39, 158 - 166. Wilson, A.J.C. (1992) Ed. International Tables for Crystallography, Volume C, Kluwer Academic Publishers, Dordrecht, The Netherlands. ; _publ_section_figure_captions ; Figure 1. View of (I) (50% probability displacement ellipsoids) ; _publ_section_table_legends ; Table 1. Fractional atomic coordinates and equivalent isotropic displacement parameters (\%A^2^) Table 2. Selected geometric parameters (\%A ,\% ) ; _publ_author_name N.Mercier #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_nanny _database_code_depnum_ccdc_archive 'CCDC 267397' _audit_creation_date 2005-01-20T22:55:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #------------------ CHEMICAL INFORMATION ------------------------------------# _chemical_formula_moiety 'C9 H21 I7 N3 O4 Pb2' _chemical_formula_sum 'C9 H21 I7 N3 O4 Pb2' _chemical_formula_weight 1538.01 _chemical_absolute_configuration unk #------------------ UNIT CELL INFORMATION -----------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C 2 c b' _symmetry_space_group_name_Hall 'C -2ac 2' _symmetry_Int_Tables_number 41 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, y, -z+1/2' 'x, -y, -z' 'x+1/2, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'x+1, -y+1/2, z+1/2' _cell_length_a 9.1196(5) _cell_length_b 37.326(1) _cell_length_c 8.8987(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3029.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 #------------------ CRYSTAL INFORMATION -------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 3.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2652 _exptl_absorpt_coefficient_mu 18.252 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.1078 _exptl_absorpt_correction_T_max 0.695 #------------------ DATA COLLECTION INFORMATION -----------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type area_detector _diffrn_measurement_method CCD _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_detector_area_resol_mean 9 _diffrn_reflns_number 31852 _diffrn_reflns_av_R_equivalents 0.0718 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -52 _diffrn_reflns_limit_k_max 52 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 30 _diffrn_reflns_theta_full 30 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _reflns_number_total 4398 _reflns_number_gt 3248 _reflns_threshold_expression >2sigma(I) #------------------ COMPUTER PROGRAMS USED ----------------------------------# _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #------------------ REFINEMENT INFORMATION ----------------------------------# _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^)+(0.0273P)^2^+12.9068P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4398 _refine_ls_number_parameters 121 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.066 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0683 _refine_ls_wR_factor_gt 0.0627 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.471(5) _refine_diff_density_max 1.245 _refine_diff_density_min -1.65 #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.474 1.812 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.006 0.003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.394 10.111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group _atom_site_disorder_assembly O1 O 1.2914(6) 0.75768(15) 1.0449(6) 0.0381(14) Uani 1 d . . . O2 O 1.3185(7) 0.77043(15) 0.8058(5) 0.0394(14) Uani 1 d . . . C1 C 1.2607(10) 0.7495(3) 0.9158(7) 0.0320(18) Uani 1 d . . . C3 C 1.1105(8) 0.6981(3) 0.9983(7) 0.0343(19) Uani 1 d . . . H3A H 1.0575 0.7143 1.0638 0.041 Uiso 1 calc R . . H3B H 1.1905 0.6877 1.0555 0.041 Uiso 1 calc R . . C2 C 1.1721(8) 0.7188(2) 0.8667(9) 0.0334(19) Uani 1 d . . . H2A H 1.2323 0.703 0.8061 0.04 Uiso 1 calc R . . H2B H 1.092 0.7273 0.8045 0.04 Uiso 1 calc R . . C4 C 1.0075(12) 0.6682(2) 0.9466(8) 0.038(2) Uani 1 d . . . H4A H 0.9379 0.6777 0.8745 0.046 Uiso 1 calc R . . H4B H 1.0639 0.6496 0.8971 0.046 Uiso 1 calc R . . N1 N 0.9253(9) 0.6522(2) 1.0788(9) 0.053(2) Uani 1 d . . . H1A H 0.987 0.6395 1.135 0.08 Uiso 1 calc R . . H1B H 0.8539 0.6381 1.0452 0.08 Uiso 1 calc R . . H1C H 0.8869 0.6698 1.1339 0.08 Uiso 1 calc R . . C5 C 1.462(3) 1 1 0.129(11) Uani 1 d S . . N2 N 1.585(2) 1.0108(6) 0.922(3) 0.083(6) Uani 0.5 d P . . Pb Pb 0.99618(4) 0.913093(7) 1.00325(4) 0.02690(7) Uani 1 d . . . I4 I 1.28777(9) 0.913875(19) 1.20505(6) 0.0516(2) Uani 1 d . . . I1 I 0.9960(2) 1 1 0.0625(2) Uani 1 d S . . I2 I 0.70250(9) 0.914849(18) 0.79560(6) 0.04383(19) Uani 1 d . . . I3 I 1.02415(7) 0.830634(14) 0.98120(6) 0.03824(16) Uani 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 O1 0.045(3) 0.048(4) 0.022(3) 0.000(3) -0.005(2) -0.008(3) O2 0.048(3) 0.048(4) 0.022(3) 0.004(3) -0.001(3) -0.017(3) C1 0.046(5) 0.030(4) 0.019(3) 0.000(4) 0.007(4) 0.006(4) C3 0.025(4) 0.055(6) 0.023(4) 0.007(4) 0.003(4) -0.001(4) C2 0.033(4) 0.038(5) 0.029(4) 0.002(4) 0.007(3) -0.002(4) C4 0.061(6) 0.036(5) 0.018(3) 0.002(3) 0.000(4) -0.015(5) N1 0.046(5) 0.060(6) 0.053(5) 0.019(4) 0.006(4) -0.005(4) C5 0.091(19) 0.14(2) 0.16(2) 0.09(2) 0 0 N2 0.076(14) 0.089(15) 0.085(16) 0.004(13) 0.007(11) -0.033(12) Pb 0.02661(13) 0.02808(13) 0.02600(12) -0.00051(14) -0.00043(10) 0.00078(15) I4 0.0434(4) 0.0689(6) 0.0424(4) -0.0118(3) -0.0222(4) 0.0094(4) I1 0.0819(7) 0.0251(4) 0.0804(6) 0.0015(6) 0 0 I2 0.0366(4) 0.0577(5) 0.0371(4) -0.0050(3) -0.0170(3) 0.0026(3) I3 0.0419(4) 0.0280(2) 0.0448(3) 0.0012(2) -0.0034(3) -0.0007(2) #------------------ MOLECULAR GEOMETRY --------------------------------------# _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 O1 C1 1.221(8) . ? O2 C1 1.359(10) . ? C1 C2 1.469(12) . ? C3 C2 1.512(10) . ? C3 C4 1.529(12) . ? C4 N1 1.517(11) . ? C5 N2 1.38(3) . ? C5 N2 1.38(3) 3_577 ? N2 N2 1.60(4) 3_577 ? Pb I3 3.0946(8) . ? Pb I4 3.2089(11) . ? Pb I4 3.2174(10) 2_457 ? Pb I1 3.2440(6) . ? Pb I2 3.2544(10) . ? Pb I2 3.2583(9) 2_556 ? I4 Pb 3.2174(10) 2_557 ? I1 Pb 3.2440(6) 3_577 ? I2 Pb 3.2584(9) 2_456 ? 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 O2 116.5(9) . . ? O1 C1 C2 126.9(8) . . ? O2 C1 C2 116.5(6) . . ? C2 C3 C4 111.6(6) . . ? C1 C2 C3 111.9(7) . . ? N1 C4 C3 110.8(6) . . ? N2 C5 N2 71(2) . 3_577 ? C5 N2 N2 54.5(12) . 3_577 ? I3 Pb I4 88.637(18) . . ? I3 Pb I4 96.250(17) . 2_457 ? I4 Pb I4 92.175(19) . 2_457 ? I3 Pb I1 173.73(3) . . ? I4 Pb I1 89.79(3) . . ? I4 Pb I1 89.87(2) 2_457 . ? I3 Pb I2 92.974(18) . . ? I4 Pb I2 178.230(19) . . ? I4 Pb I2 88.38(3) 2_457 . ? I1 Pb I2 88.53(3) . . ? I3 Pb I2 85.450(17) . 2_556 ? I4 Pb I2 88.74(3) . 2_556 ? I4 Pb I2 178.09(2) 2_457 2_556 ? I1 Pb I2 88.45(2) . 2_556 ? I2 Pb I2 90.655(19) . 2_556 ? Pb I4 Pb 160.22(3) . 2_557 ? Pb I1 Pb 179.94(6) 3_577 . ? Pb I2 Pb 159.75(3) . 2_456 ? 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 N1 H1A I2 0.89 2.89 3.730(9) 157.6 7_567 N1 H1B I4 0.89 3.01 3.748(9) 140.9 7_467 N1 H1B I3 0.89 3.23 3.752(8) 119.4 7_467 N1 H1C O2 0.89 2.38 3.214(11) 156.7 7_467 #===END data_per58 _database_code_depnum_ccdc_archive 'CCDC 267398' _audit_creation_date 2003-02-10T14:40:17-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #------------------ CHEMICAL INFORMATION ------------------------------------# _chemical_formula_sum 'C8 H20 I4 N2 O4 Pb' _chemical_formula_weight 923.05 #------------------ UNIT CELL INFORMATION -----------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c 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' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 8.904(1) _cell_length_b 9.266(1) _cell_length_c 24.261(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2001.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) #------------------ CRYSTAL INFORMATION -------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 3.063 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 14.607 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.4433 _exptl_absorpt_correction_T_max 0.816 #------------------ DATA COLLECTION INFORMATION -----------------------------# _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 2 8 -3 5 -5 2 2 -6 _diffrn_reflns_number 2902 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 29.96 _diffrn_reflns_theta_full 29.96 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _reflns_number_total 2902 _reflns_number_gt 1985 _reflns_threshold_expression >2sigma(I) #------------------ COMPUTER PROGRAMS USED ----------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #------------------ REFINEMENT INFORMATION ----------------------------------# _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^)+(0.0321P)^2^+2.5094P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.00037(5) _refine_ls_number_reflns 2902 _refine_ls_number_parameters 94 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_ref 0.0738 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0 _refine_diff_density_max 1.16 _refine_diff_density_min -1.001 #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# 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' I I -0.4742 1.8119 '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 0.006 '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' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_group _atom_site_disorder_assembly O1 O 0.4564(4) -0.2989(4) -0.23739(15) 0.0373(9) Uani 1 d . . . O2 O 0.6942(4) -0.3255(5) -0.21969(18) 0.0412(10) Uani 1 d . . . C1 C 0.5836(6) -0.2714(5) -0.2507(2) 0.0291(11) Uani 1 d . . . C3 C 0.4974(6) -0.1133(6) -0.3283(2) 0.0351(12) Uani 1 d . . . H3A H 0.4388 -0.1898 -0.3451 0.042 Uiso 1 calc R . . H3B H 0.4334 -0.0626 -0.3023 0.042 Uiso 1 calc R . . C2 C 0.6299(6) -0.1782(6) -0.2979(2) 0.0372(13) Uani 1 d . . . H2A H 0.6889 -0.2352 -0.3235 0.045 Uiso 1 calc R . . H2B H 0.6932 -0.1009 -0.2842 0.045 Uiso 1 calc R . . N N 0.4218(6) 0.0734(5) -0.3948(2) 0.0431(12) Uani 1 d . . . H5A H 0.3696 0.0182 -0.4179 0.065 Uiso 1 calc R . . H5B H 0.4567 0.1501 -0.4127 0.065 Uiso 1 calc R . . H5C H 0.3625 0.1022 -0.3674 0.065 Uiso 1 calc R . . C4 C 0.5493(6) -0.0105(6) -0.3721(3) 0.0379(13) Uani 1 d . . . H4A H 0.6229 0.0552 -0.3566 0.045 Uiso 1 calc R . . H4B H 0.5974 -0.0641 -0.4015 0.045 Uiso 1 calc R . . H1 H 0.775(8) -0.297(7) -0.230(3) 0.05(2) Uiso 1 d . . . I2 I 0.20175(4) 0.20610(4) -0.000785(17) 0.04190(12) Uani 1 d . . . I1 I 0.52167(4) -0.02880(4) -0.129068(16) 0.03944(11) Uani 1 d . . . Pb Pb 0.5 0 0 0.02882(9) Uani 1 d S . . 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 O1 0.0191(18) 0.048(2) 0.044(2) 0.0063(19) 0.0030(17) -0.0001(17) O2 0.0185(18) 0.053(3) 0.052(3) 0.017(2) -0.0005(18) 0.0010(19) C1 0.021(2) 0.029(3) 0.038(3) -0.003(2) 0.000(2) 0.0000(19) C3 0.031(3) 0.028(3) 0.046(3) 0.004(2) 0.000(2) -0.003(2) C2 0.027(3) 0.037(3) 0.047(3) 0.008(3) 0.002(2) -0.001(2) N 0.045(3) 0.035(3) 0.049(3) 0.007(2) -0.004(2) -0.003(2) C4 0.030(3) 0.038(3) 0.045(3) 0.004(2) 0.003(3) 0.001(2) I2 0.0348(2) 0.0335(2) 0.0575(2) -0.00503(19) -0.01028(17) 0.01245(15) I1 0.0426(2) 0.0392(2) 0.03655(19) 0.00200(15) -0.00162(16) -0.00324(17) Pb 0.02649(14) 0.02469(14) 0.03530(14) -0.00160(10) 0.00189(11) -0.00089(10) #------------------ MOLECULAR GEOMETRY --------------------------------------# _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 O1 C1 1.206(6) . ? O2 C1 1.337(6) . ? C1 C2 1.492(7) . ? C3 C4 1.500(8) . ? C3 C2 1.516(7) . ? N C4 1.482(8) . ? I2 Pb 3.2625(8) 3_455 ? I2 Pb 3.2710(7) . ? I1 Pb 3.1486(8) . ? Pb I1 3.1486(8) 5_655 ? Pb I2 3.2625(8) 3 ? Pb I2 3.2625(8) 7_655 ? Pb I2 3.2710(7) 5_655 ? 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 O2 117.5(5) . . ? O1 C1 C2 126.0(5) . . ? O2 C1 C2 116.5(5) . . ? C4 C3 C2 110.9(4) . . ? C1 C2 C3 112.8(4) . . ? N C4 C3 111.1(5) . . ? Pb I2 Pb 159.120(15) 3_455 . ? I1 Pb I1 180.0000(10) . 5_655 ? I1 Pb I2 92.453(10) . 3 ? I1 Pb I2 87.547(10) 5_655 3 ? I1 Pb I2 87.547(10) . 7_655 ? I1 Pb I2 92.453(10) 5_655 7_655 ? I2 Pb I2 180.000(7) 3 7_655 ? I1 Pb I2 84.638(10) . 5_655 ? I1 Pb I2 95.362(10) 5_655 5_655 ? I2 Pb I2 92.31(2) 3 5_655 ? I2 Pb I2 87.69(2) 7_655 5_655 ? I1 Pb I2 95.362(10) . . ? I1 Pb I2 84.638(10) 5_655 . ? I2 Pb I2 87.69(2) 3 . ? I2 Pb I2 92.31(2) 7_655 . ? I2 Pb I2 180.000(8) 5_655 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N H5A I2 2_554 0.89 2.96 3.812(5) 160.6 N H5B I2 6_655 0.89 3.07 3.761(5) 135.8 N H5B I1 4_654 0.89 3.15 3.765(5) 128.2 N H5C O2 4_654 0.89 2.27 3.108(7) 156.2 O2 H1 O1 6_655 0.81(7) 1.80(7) 2.568(6) 159(7)