# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'David Billing' 'Andreas Lemmerer' _publ_contact_author_name 'David Billing' _publ_contact_author_email DAVE.BILLING@WITS.AC.ZA _publ_section_title ; Synthesis, characterization and phase transitions of the inorganic-organic layered perovskite-type hybrids [(CnH2n+1NH3)2PbI4] (n = 12, 14, 16 and 18) ; _publ_requested_category FM # Attachment 'B805417G.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 11:53:07 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : 5as72_a smart data_1a _database_code_depnum_ccdc_archive 'CCDC 692951' _audit_creation_date 2007-08-31T11:53:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(dodecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C12 H28 N), I4 Pb' _chemical_formula_sum 'C24 H56 I4 N2 Pb' _chemical_formula_weight 1087.5 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' 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 8.8645(2) _cell_length_b 8.51490(10) _cell_length_c 49.0253(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3700.45(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5305 _cell_measurement_theta_min 3.32 _cell_measurement_theta_max 27.81 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.952 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.01 0 0 1 0.01 1 0 0 0.185 -1 0 0 0.185 0 1 0 0.22 0 -1 0 0.22 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004). ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.909 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.0992 _exptl_absorpt_correction_T_max 0.852 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_unetI/netI 0.0279 _diffrn_reflns_number 30177 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -59 _diffrn_reflns_limit_l_max 58 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 3430 _reflns_number_gt 2820 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0300P)^2^+45.7395P] 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_number_reflns 3430 _refine_ls_number_parameters 142 _refine_ls_number_restraints 116 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1362 _refine_ls_wR_factor_gt 0.1323 _refine_ls_goodness_of_fit_ref 1.292 _refine_ls_restrained_S_all 1.283 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.407 _refine_diff_density_min -1.953 _refine_diff_density_rms 0.18 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 1.012(3) 0.528(3) 0.9200(5) 0.168(8) Uani 1 1 d DU . . H1D H 1.0984 0.5151 0.9081 0.202 Uiso 1 1 calc R . . H1E H 0.9993 0.6388 0.9237 0.202 Uiso 1 1 calc R . . C2 C 0.875(3) 0.467(3) 0.9059(3) 0.162(7) Uani 1 1 d DU . . H2A H 0.7889 0.4739 0.9182 0.195 Uiso 1 1 calc R . . H2B H 0.8894 0.3577 0.9012 0.195 Uiso 1 1 calc R . . C3 C 0.841(2) 0.561(2) 0.8801(2) 0.132(6) Uani 1 1 d DU . . H3A H 0.7325 0.5732 0.8784 0.158 Uiso 1 1 calc R . . H3B H 0.8848 0.6644 0.8818 0.158 Uiso 1 1 calc R . . C4 C 0.901(2) 0.484(2) 0.8544(2) 0.113(5) Uani 1 1 d DU . . H4A H 0.869 0.375 0.8541 0.136 Uiso 1 1 calc R . . H4B H 1.0104 0.4853 0.855 0.136 Uiso 1 1 calc R . . C5 C 0.849(2) 0.5633(19) 0.82839(19) 0.096(4) Uani 1 1 d DU . . H5A H 0.8891 0.6692 0.8279 0.115 Uiso 1 1 calc R . . H5B H 0.7396 0.5713 0.8287 0.115 Uiso 1 1 calc R . . C6 C 0.896(2) 0.4784(18) 0.8026(2) 0.093(4) Uani 1 1 d DU . . H6A H 0.85 0.3751 0.8024 0.112 Uiso 1 1 calc R . . H6B H 1.0046 0.4643 0.8028 0.112 Uiso 1 1 calc R . . C7 C 0.8521(19) 0.5648(18) 0.77671(19) 0.092(4) Uani 1 1 d DU . . H7A H 0.7437 0.5808 0.7767 0.111 Uiso 1 1 calc R . . H7B H 0.8995 0.6675 0.7768 0.111 Uiso 1 1 calc R . . C8 C 0.896(2) 0.4806(17) 0.7507(2) 0.098(4) Uani 1 1 d DU . . H8A H 1.004 0.4646 0.7506 0.118 Uiso 1 1 calc R . . H8B H 0.8481 0.378 0.7505 0.118 Uiso 1 1 calc R . . C9 C 0.852(2) 0.5675(19) 0.7249(2) 0.099(4) Uani 1 1 d DU . . H9A H 0.9 0.6696 0.725 0.119 Uiso 1 1 calc R . . H9B H 0.7434 0.5846 0.7251 0.119 Uiso 1 1 calc R . . C10 C 0.893(2) 0.4830(19) 0.6988(2) 0.107(5) Uani 1 1 d DU . . H10A H 1.0013 0.4647 0.6987 0.129 Uiso 1 1 calc R . . H10B H 0.8437 0.3815 0.6986 0.129 Uiso 1 1 calc R . . C11 C 0.851(2) 0.572(2) 0.6732(2) 0.120(6) Uani 1 1 d DU . . H11A H 0.9041 0.671 0.673 0.144 Uiso 1 1 calc R . . H11B H 0.7436 0.5943 0.6737 0.144 Uiso 1 1 calc R . . C12 C 0.886(3) 0.484(3) 0.6471(3) 0.147(9) Uani 1 1 d DU . . H12A H 0.8566 0.5471 0.6317 0.22 Uiso 1 1 calc R . . H12B H 0.831 0.3869 0.6468 0.22 Uiso 1 1 calc R . . H12C H 0.992 0.4629 0.6462 0.22 Uiso 1 1 calc R . . N1 N 1.0375(16) 0.4430(16) 0.9457(3) 0.092(4) Uani 1 1 d U . . H1A H 1.1191 0.4816 0.9539 0.138 Uiso 1 1 calc R . . H1B H 1.0514 0.3414 0.9422 0.138 Uiso 1 1 calc R . . H1C H 0.9579 0.4546 0.9565 0.138 Uiso 1 1 calc R . . I1 I 1.06754(13) 1.01931(12) 0.936074(18) 0.0761(3) Uani 1 1 d . . . I2 I 0.70069(10) 1.19739(10) 0.98926(2) 0.0666(3) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.04494(19) Uani 1 2 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 C1 0.213(17) 0.174(17) 0.118(12) 0.039(11) -0.074(11) 0.012(14) C2 0.213(16) 0.195(15) 0.079(6) 0.030(10) -0.050(8) -0.005(14) C3 0.174(14) 0.154(13) 0.068(5) 0.012(8) -0.033(8) 0.001(12) C4 0.126(12) 0.137(12) 0.077(5) 0.017(8) -0.029(8) 0.001(10) C5 0.104(10) 0.116(10) 0.068(4) 0.008(7) -0.015(7) 0.001(9) C6 0.093(10) 0.114(10) 0.072(4) 0.007(6) -0.009(7) -0.006(9) C7 0.097(10) 0.113(10) 0.067(4) 0.005(6) -0.003(7) -0.004(9) C8 0.104(10) 0.121(10) 0.070(4) 0.004(7) 0.000(8) -0.004(9) C9 0.105(10) 0.125(11) 0.067(4) 0.001(7) -0.004(8) -0.007(9) C10 0.112(11) 0.143(12) 0.067(5) -0.003(7) 0.004(8) -0.013(10) C11 0.129(13) 0.163(14) 0.068(5) 0.004(8) 0.004(9) -0.012(12) C12 0.156(19) 0.22(2) 0.065(6) -0.008(11) 0.010(12) -0.009(18) N1 0.099(10) 0.093(9) 0.084(8) 0.003(7) -0.017(7) 0.019(8) I1 0.0887(7) 0.0894(7) 0.0504(5) -0.0026(5) 0.0069(5) 0.0026(6) I2 0.0570(5) 0.0529(5) 0.0898(6) 0.0046(4) 0.0062(4) 0.0231(4) Pb1 0.0409(3) 0.0422(3) 0.0517(4) 0.0002(3) 0.0034(3) -0.0014(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 C1 N1 1.47(2) . ? C1 C2 1.488(10) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.524(9) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.515(9) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.517(9) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.517(9) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.517(9) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.514(9) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.514(9) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.514(9) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.512(9) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.514(9) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1949(9) . ? I2 Pb1 3.1752(8) 3_477 ? I2 Pb1 3.1846(8) . ? Pb1 I2 3.1752(8) 3_577 ? Pb1 I2 3.1752(8) 7_755 ? Pb1 I2 3.1846(8) 5_777 ? Pb1 I1 3.1949(9) 5_777 ? 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 C1 C2 110.8(16) . . ? N1 C1 H1D 109.5 . . ? C2 C1 H1D 109.5 . . ? N1 C1 H1E 109.5 . . ? C2 C1 H1E 109.5 . . ? H1D C1 H1E 108.1 . . ? C1 C2 C3 111.4(12) . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2A 109.4 . . ? C1 C2 H2B 109.4 . . ? C3 C2 H2B 109.4 . . ? H2A C2 H2B 108 . . ? C4 C3 C2 113.4(12) . . ? C4 C3 H3A 108.9 . . ? C2 C3 H3A 108.9 . . ? C4 C3 H3B 108.9 . . ? C2 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? C3 C4 C5 113.6(10) . . ? C3 C4 H4A 108.9 . . ? C5 C4 H4A 108.9 . . ? C3 C4 H4B 108.9 . . ? C5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C4 C5 C6 113.9(10) . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C5 C6 C7 113.3(9) . . ? C5 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C8 C7 C6 114.2(10) . . ? C8 C7 H7A 108.7 . . ? C6 C7 H7A 108.7 . . ? C8 C7 H7B 108.7 . . ? C6 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C9 C8 C7 113.9(9) . . ? C9 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C8 C9 C10 114.2(10) . . ? C8 C9 H9A 108.7 . . ? C10 C9 H9A 108.7 . . ? C8 C9 H9B 108.7 . . ? C10 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? C11 C10 C9 113.8(10) . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10B 108.8 . . ? C9 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C12 114.0(12) . . ? C10 C11 H11A 108.8 . . ? C12 C11 H11A 108.8 . . ? C10 C11 H11B 108.8 . . ? C12 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 150.19(3) 3_477 . ? I2 Pb1 I2 180 3_577 7_755 ? I2 Pb1 I2 86.219(8) 3_577 5_777 ? I2 Pb1 I2 93.781(8) 7_755 5_777 ? I2 Pb1 I2 93.781(8) 3_577 . ? I2 Pb1 I2 86.219(8) 7_755 . ? I2 Pb1 I2 180.0000(10) 5_777 . ? I2 Pb1 I1 89.08(3) 3_577 5_777 ? I2 Pb1 I1 90.92(3) 7_755 5_777 ? I2 Pb1 I1 88.09(3) 5_777 5_777 ? I2 Pb1 I1 91.91(3) . 5_777 ? I2 Pb1 I1 90.92(3) 3_577 . ? I2 Pb1 I1 89.08(3) 7_755 . ? I2 Pb1 I1 91.91(3) 5_777 . ? I2 Pb1 I1 88.09(3) . . ? I1 Pb1 I1 180.0000(10) 5_777 . ? 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 C1 C2 C3 176.6(18) . . . . ? C1 C2 C3 C4 97(2) . . . . ? C2 C3 C4 C5 171.7(16) . . . . ? C3 C4 C5 C6 -174.5(17) . . . . ? C4 C5 C6 C7 -176.2(16) . . . . ? C5 C6 C7 C8 -179.0(16) . . . . ? C6 C7 C8 C9 -180.0(16) . . . . ? C7 C8 C9 C10 -179.4(16) . . . . ? C8 C9 C10 C11 -179.2(17) . . . . ? C9 C10 C11 C12 -177.3(18) . . . . ? Pb1 I2 Pb1 I2 -30.06(6) 3_477 . . 3_577 ? Pb1 I2 Pb1 I2 149.94(6) 3_477 . . 7_755 ? Pb1 I2 Pb1 I1 59.15(7) 3_477 . . 5_777 ? Pb1 I2 Pb1 I1 -120.85(7) 3_477 . . . ? 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 I1 0.89 2.93 3.591(15) 133 7_855 N1 H1B I1 0.89 2.76 3.648(14) 173 1_545 N1 H1C I2 0.89 2.97 3.704(14) 141 7_755 ### END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-09-11 at 09:09:02 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : new apex data_1b _database_code_depnum_ccdc_archive 'CCDC 692952' _audit_creation_date 2007-09-11T09:09:02-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(dodecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C12 H28 N), I4 Pb' _chemical_formula_sum 'C24 H56 I4 N2 Pb' _chemical_formula_weight 1087.5 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/a _symmetry_space_group_name_Hall '-P 2yab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.6882(6) _cell_length_b 9.0031(6) _cell_length_c 23.8647(16) _cell_angle_alpha 90 _cell_angle_beta 92.847(2) _cell_angle_gamma 90 _cell_volume 1864.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 319(2) _cell_measurement_reflns_used 4944 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 25.62 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.937 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 0 0.011 1 0 0 0.011 0 -1 0 0.09 0 1 0 0.09 0 0 1 0.2 0 0 -1 0.2 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004) ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.849 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'Bruker XPREP (Bruker, 2004)' _exptl_absorpt_correction_T_min 0.1756 _exptl_absorpt_correction_T_max 0.8359 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 319(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_unetI/netI 0.0359 _diffrn_reflns_number 14752 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 3469 _reflns_number_gt 2597 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0661P)^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 constr _refine_ls_extinction_method none _refine_ls_number_reflns 3469 _refine_ls_number_parameters 142 _refine_ls_number_restraints 118 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0998 _refine_ls_wR_factor_gt 0.0913 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.729 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.122 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 0.955(2) 0.4679(18) 0.8653(6) 0.206(6) Uani 1 1 d DU . . H1D H 0.8481 0.4884 0.873 0.247 Uiso 1 1 calc R . . H1E H 0.9794 0.3687 0.8788 0.247 Uiso 1 1 calc R . . C2 C 0.974(2) 0.4752(19) 0.8044(5) 0.222(6) Uani 1 1 d DU . . H2A H 1.0787 0.4476 0.7969 0.266 Uiso 1 1 calc R . . H2B H 0.9579 0.5768 0.7919 0.266 Uiso 1 1 calc R . . C3 C 0.863(2) 0.374(2) 0.7706(5) 0.214(6) Uani 1 1 d DU . . H3A H 0.8784 0.2705 0.7809 0.257 Uiso 1 1 calc R . . H3B H 0.7563 0.4005 0.7761 0.257 Uiso 1 1 calc R . . C4 C 0.904(2) 0.401(2) 0.7116(5) 0.212(6) Uani 1 1 d DU . . H4A H 0.9167 0.5074 0.7072 0.254 Uiso 1 1 calc R . . H4B H 1.0033 0.3556 0.7067 0.254 Uiso 1 1 calc R . . C5 C 0.7977(19) 0.349(2) 0.6651(5) 0.193(5) Uani 1 1 d DU . . H5A H 0.696 0.3896 0.6705 0.231 Uiso 1 1 calc R . . H5B H 0.7899 0.2418 0.6672 0.231 Uiso 1 1 calc R . . C6 C 0.8436(19) 0.390(2) 0.6074(5) 0.198(5) Uani 1 1 d DU . . H6A H 0.8518 0.4975 0.6057 0.238 Uiso 1 1 calc R . . H6B H 0.9457 0.3502 0.6025 0.238 Uiso 1 1 calc R . . C7 C 0.742(2) 0.341(2) 0.5591(5) 0.192(5) Uani 1 1 d DU . . H7A H 0.6379 0.3739 0.5652 0.231 Uiso 1 1 calc R . . H7B H 0.7409 0.2332 0.5585 0.231 Uiso 1 1 calc R . . C8 C 0.785(2) 0.395(2) 0.5026(5) 0.199(5) Uani 1 1 d DU . . H8A H 0.7833 0.5027 0.5028 0.239 Uiso 1 1 calc R . . H8B H 0.8907 0.3648 0.497 0.239 Uiso 1 1 calc R . . C9 C 0.687(2) 0.342(2) 0.4536(5) 0.208(6) Uani 1 1 d DU . . H9A H 0.6858 0.2343 0.454 0.25 Uiso 1 1 calc R . . H9B H 0.5818 0.3752 0.4584 0.25 Uiso 1 1 calc R . . C10 C 0.734(2) 0.393(2) 0.3976(5) 0.209(6) Uani 1 1 d DU . . H10A H 0.8358 0.3531 0.3914 0.25 Uiso 1 1 calc R . . H10B H 0.7422 0.5001 0.398 0.25 Uiso 1 1 calc R . . C11 C 0.628(2) 0.348(3) 0.3495(6) 0.228(7) Uani 1 1 d DU . . H11A H 0.6208 0.2403 0.3488 0.274 Uiso 1 1 calc R . . H11B H 0.5257 0.386 0.356 0.274 Uiso 1 1 calc R . . C12 C 0.673(3) 0.399(3) 0.2937(6) 0.271(10) Uani 1 1 d DU . . H12A H 0.5948 0.3711 0.2658 0.406 Uiso 1 1 calc R . . H12B H 0.769 0.355 0.2851 0.406 Uiso 1 1 calc R . . H12C H 0.683 0.5055 0.294 0.406 Uiso 1 1 calc R . . N1 N 1.0532(10) 0.5737(9) 0.8942(4) 0.124(3) Uani 1 1 d DU . . H1A H 1.0434 0.5651 0.931 0.186 Uiso 1 1 calc R . . H1B H 1.0266 0.6651 0.8833 0.186 Uiso 1 1 calc R . . H1C H 1.1506 0.5566 0.8863 0.186 Uiso 1 1 calc R . . I1 I 0.96947(8) 0.95939(8) 0.86700(3) 0.0975(2) Uani 1 1 d . . . I2 I 0.69993(6) 1.20387(5) 0.99201(3) 0.0867(2) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.05620(15) Uani 1 2 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 C1 0.165(13) 0.255(15) 0.192(8) -0.029(12) -0.054(11) -0.040(10) C2 0.191(13) 0.280(15) 0.188(8) -0.056(11) -0.045(11) -0.015(10) C3 0.211(13) 0.238(14) 0.189(7) -0.056(11) -0.031(10) -0.016(11) C4 0.207(13) 0.230(13) 0.196(7) -0.063(11) -0.016(9) -0.032(11) C5 0.183(12) 0.207(13) 0.186(6) -0.015(11) -0.024(9) -0.033(10) C6 0.192(13) 0.212(13) 0.191(6) -0.030(11) -0.001(9) -0.022(11) C7 0.190(13) 0.199(13) 0.185(6) -0.007(10) -0.008(9) -0.012(10) C8 0.197(13) 0.212(14) 0.188(7) -0.014(11) 0.003(9) -0.020(11) C9 0.196(13) 0.233(15) 0.193(7) 0.016(11) -0.021(9) -0.010(11) C10 0.201(14) 0.236(15) 0.187(7) -0.008(12) -0.003(9) -0.010(12) C11 0.220(16) 0.268(17) 0.194(8) 0.002(14) -0.020(11) -0.008(14) C12 0.30(3) 0.33(3) 0.178(8) -0.032(18) 0.008(14) -0.03(2) N1 0.134(7) 0.102(6) 0.135(6) -0.006(5) -0.014(5) 0.024(5) I1 0.1042(5) 0.1040(4) 0.0846(4) 0.0051(3) 0.0071(3) 0.0018(4) I2 0.0560(3) 0.0595(3) 0.1438(5) -0.0144(3) -0.0033(3) 0.0252(2) Pb1 0.03974(19) 0.03887(19) 0.0902(3) -0.00119(16) 0.00530(16) 0.00000(12) #----------------------------------------------------------------------------# # 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 C1 N1 1.435(9) . ? C1 C2 1.473(10) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.530(9) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.489(9) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.483(9) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.497(9) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.485(9) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.499(9) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.494(9) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.490(9) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.493(9) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.481(9) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1929(7) . ? I2 Pb1 3.1863(4) . ? I2 Pb1 3.1929(4) 2_657 ? Pb1 I2 3.1863(4) 3_777 ? Pb1 I2 3.1929(5) 4_685 ? Pb1 I2 3.1929(5) 2_647 ? Pb1 I1 3.1929(7) 3_777 ? 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 C1 C2 110.5(10) . . ? N1 C1 H1D 109.5 . . ? C2 C1 H1D 109.5 . . ? N1 C1 H1E 109.5 . . ? C2 C1 H1E 109.5 . . ? H1D C1 H1E 108.1 . . ? C1 C2 C3 113.2(11) . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2B 108.9 . . ? C3 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? C4 C3 C2 103.0(10) . . ? C4 C3 H3A 111.2 . . ? C2 C3 H3A 111.2 . . ? C4 C3 H3B 111.2 . . ? C2 C3 H3B 111.2 . . ? H3A C3 H3B 109.1 . . ? C5 C4 C3 119.2(11) . . ? C5 C4 H4A 107.5 . . ? C3 C4 H4A 107.5 . . ? C5 C4 H4B 107.5 . . ? C3 C4 H4B 107.5 . . ? H4A C4 H4B 107 . . ? C4 C5 C6 115.3(11) . . ? C4 C5 H5A 108.5 . . ? C6 C5 H5A 108.5 . . ? C4 C5 H5B 108.5 . . ? C6 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? C7 C6 C5 117.7(10) . . ? C7 C6 H6A 107.9 . . ? C5 C6 H6A 107.9 . . ? C7 C6 H6B 107.9 . . ? C5 C6 H6B 107.9 . . ? H6A C6 H6B 107.2 . . ? C6 C7 C8 115.8(11) . . ? C6 C7 H7A 108.3 . . ? C8 C7 H7A 108.3 . . ? C6 C7 H7B 108.3 . . ? C8 C7 H7B 108.3 . . ? H7A C7 H7B 107.4 . . ? C9 C8 C7 116.1(11) . . ? C9 C8 H8A 108.3 . . ? C7 C8 H8A 108.3 . . ? C9 C8 H8B 108.3 . . ? C7 C8 H8B 108.3 . . ? H8A C8 H8B 107.4 . . ? C10 C9 C8 115.5(11) . . ? C10 C9 H9A 108.4 . . ? C8 C9 H9A 108.4 . . ? C10 C9 H9B 108.4 . . ? C8 C9 H9B 108.4 . . ? H9A C9 H9B 107.5 . . ? C9 C10 C11 114.7(11) . . ? C9 C10 H10A 108.6 . . ? C11 C10 H10A 108.6 . . ? C9 C10 H10B 108.6 . . ? C11 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C10 115.2(13) . . ? C12 C11 H11A 108.5 . . ? C10 C11 H11A 108.5 . . ? C12 C11 H11B 108.5 . . ? C10 C11 H11B 108.5 . . ? H11A C11 H11B 107.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 157.424(19) . 2_657 ? I2 Pb1 I2 180 . 3_777 ? I2 Pb1 I2 87.786(6) . 4_685 ? I2 Pb1 I2 92.214(6) 3_777 4_685 ? I2 Pb1 I2 92.214(6) . 2_647 ? I2 Pb1 I2 87.786(6) 3_777 2_647 ? I2 Pb1 I2 180 4_685 2_647 ? I2 Pb1 I1 91.195(17) . 3_777 ? I2 Pb1 I1 88.805(17) 3_777 3_777 ? I2 Pb1 I1 86.856(17) 4_685 3_777 ? I2 Pb1 I1 93.144(17) 2_647 3_777 ? I2 Pb1 I1 88.805(17) . . ? I2 Pb1 I1 91.195(17) 3_777 . ? I2 Pb1 I1 93.144(17) 4_685 . ? I2 Pb1 I1 86.856(17) 2_647 . ? I1 Pb1 I1 180 3_777 . ? 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 C1 C2 C3 -175.4(16) . . . . ? C1 C2 C3 C4 179.8(19) . . . . ? C2 C3 C4 C5 -166.1(18) . . . . ? C3 C4 C5 C6 176.3(19) . . . . ? C4 C5 C6 C7 179.9(18) . . . . ? C5 C6 C7 C8 175.2(18) . . . . ? C6 C7 C8 C9 178.2(18) . . . . ? C7 C8 C9 C10 -178.1(18) . . . . ? C8 C9 C10 C11 -175.8(19) . . . . ? C9 C10 C11 C12 179(2) . . . . ? Pb1 I2 Pb1 I2 -20.73(7) 2_657 . . 4_685 ? Pb1 I2 Pb1 I2 159.27(7) 2_657 . . 2_647 ? Pb1 I2 Pb1 I1 66.08(6) 2_657 . . 3_777 ? Pb1 I2 Pb1 I1 -113.92(6) 2_657 . . . ? 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 H1C I1 0.89 2.83 3.718(9) 172 4_675 N1 H1A I2 0.89 3.13 3.765(9) 130 2_647 N1 H1B I1 0.89 2.72 3.600(8) 170 . ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 15:14:26 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : 5as82_a smart data_2a _database_code_depnum_ccdc_archive 'CCDC 692953' _audit_creation_date 2007-08-31T15:14:26-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(tetradecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C14 H32 N), I4 Pb' _chemical_formula_sum 'C28 H64 I4 N2 Pb' _chemical_formula_weight 1143.6 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' 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 8.84740(10) _cell_length_b 8.51670(10) _cell_length_c 54.1561(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4080.70(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8486 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 27.79 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.861 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.005 0 0 1 0.005 -1 0 0 0.15 1 0 0 0.15 0 -1 0 0.22 0 1 0 0.22 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004). ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.177 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.1586 _exptl_absorpt_correction_T_max 0.9279 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_av_unetI/netI 0.0288 _diffrn_reflns_number 25519 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -57 _diffrn_reflns_limit_l_max 65 _diffrn_reflns_theta_min 1.5 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 3803 _reflns_number_gt 3005 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0142P)^2^+48.1346P] 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_number_reflns 3803 _refine_ls_number_parameters 160 _refine_ls_number_restraints 136 _refine_ls_R_factor_all 0.0678 _refine_ls_R_factor_gt 0.054 _refine_ls_wR_factor_ref 0.1147 _refine_ls_wR_factor_gt 0.111 _refine_ls_goodness_of_fit_ref 1.252 _refine_ls_restrained_S_all 1.247 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.067 _refine_diff_density_min -1.822 _refine_diff_density_rms 0.149 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 1.009(3) 0.529(3) 0.9276(4) 0.174(7) Uani 1 1 d DU . . H1D H 0.9928 0.6392 0.9311 0.209 Uiso 1 1 calc R . . H1E H 1.0977 0.5198 0.9171 0.209 Uiso 1 1 calc R . . C2 C 0.876(2) 0.464(2) 0.9146(2) 0.169(6) Uani 1 1 d DU . . H2A H 0.789 0.4676 0.9254 0.202 Uiso 1 1 calc R . . H2B H 0.895 0.3554 0.9103 0.202 Uiso 1 1 calc R . . C3 C 0.844(2) 0.5594(19) 0.89120(18) 0.131(5) Uani 1 1 d DU . . H3A H 0.736 0.5756 0.8898 0.157 Uiso 1 1 calc R . . H3B H 0.8915 0.6616 0.8927 0.157 Uiso 1 1 calc R . . C4 C 0.9010(19) 0.4809(18) 0.86789(17) 0.108(4) Uani 1 1 d DU . . H4A H 0.8662 0.3728 0.8677 0.13 Uiso 1 1 calc R . . H4B H 1.0106 0.4793 0.8682 0.13 Uiso 1 1 calc R . . C5 C 0.8490(17) 0.5616(16) 0.84435(16) 0.090(4) Uani 1 1 d DU . . H5A H 0.7398 0.5709 0.8447 0.108 Uiso 1 1 calc R . . H5B H 0.8907 0.6669 0.8439 0.108 Uiso 1 1 calc R . . C6 C 0.8951(17) 0.4759(15) 0.82099(16) 0.087(4) Uani 1 1 d DU . . H6A H 0.8484 0.3729 0.8209 0.104 Uiso 1 1 calc R . . H6B H 1.0038 0.4611 0.8211 0.104 Uiso 1 1 calc R . . C7 C 0.8507(17) 0.5624(15) 0.79749(15) 0.082(3) Uani 1 1 d DU . . H7A H 0.7422 0.5782 0.7975 0.099 Uiso 1 1 calc R . . H7B H 0.8983 0.665 0.7975 0.099 Uiso 1 1 calc R . . C8 C 0.8950(17) 0.4768(15) 0.77401(16) 0.086(4) Uani 1 1 d DU . . H8A H 1.0035 0.46 0.7741 0.103 Uiso 1 1 calc R . . H8B H 0.8468 0.3745 0.7739 0.103 Uiso 1 1 calc R . . C9 C 0.8525(17) 0.5627(15) 0.75049(16) 0.086(4) Uani 1 1 d DU . . H9A H 0.7444 0.5816 0.7506 0.103 Uiso 1 1 calc R . . H9B H 0.9026 0.664 0.7504 0.103 Uiso 1 1 calc R . . C10 C 0.8935(18) 0.4755(15) 0.72703(16) 0.090(4) Uani 1 1 d DU . . H10A H 1.0012 0.4541 0.7271 0.108 Uiso 1 1 calc R . . H10B H 0.8411 0.3755 0.7269 0.108 Uiso 1 1 calc R . . C11 C 0.8545(18) 0.5643(16) 0.70367(16) 0.091(4) Uani 1 1 d DU . . H11A H 0.7471 0.5871 0.7037 0.109 Uiso 1 1 calc R . . H11B H 0.9079 0.6638 0.7038 0.109 Uiso 1 1 calc R . . C12 C 0.8929(19) 0.4780(17) 0.68008(16) 0.099(4) Uani 1 1 d DU . . H12A H 1.0006 0.4566 0.6799 0.118 Uiso 1 1 calc R . . H12B H 0.8406 0.3778 0.6801 0.118 Uiso 1 1 calc R . . C13 C 0.852(2) 0.5663(18) 0.65682(18) 0.108(5) Uani 1 1 d DU . . H13A H 0.9051 0.6657 0.6567 0.13 Uiso 1 1 calc R . . H13B H 0.7441 0.5891 0.6571 0.13 Uiso 1 1 calc R . . C14 C 0.889(2) 0.477(2) 0.6333(2) 0.138(7) Uani 1 1 d DU . . H14A H 0.8617 0.5397 0.6193 0.207 Uiso 1 1 calc R . . H14B H 0.8325 0.3805 0.633 0.207 Uiso 1 1 calc R . . H14C H 0.9948 0.4545 0.6329 0.207 Uiso 1 1 calc R . . N1 N 1.0349(14) 0.4428(14) 0.9509(2) 0.089(4) Uani 1 1 d U . . H1A H 1.1138 0.484 0.9587 0.134 Uiso 1 1 calc R . . H1B H 1.0531 0.3422 0.9475 0.134 Uiso 1 1 calc R . . H1C H 0.9531 0.4503 0.9604 0.134 Uiso 1 1 calc R . . I1 I 1.06748(11) 1.01925(11) 0.942095(15) 0.0754(3) Uani 1 1 d . . . I2 I 0.70002(9) 1.19683(9) 0.990249(17) 0.0665(2) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.04475(16) Uani 1 2 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 C1 0.235(17) 0.169(15) 0.119(11) 0.044(10) -0.084(10) 0.012(14) C2 0.243(15) 0.189(14) 0.075(6) 0.027(9) -0.057(8) -0.010(13) C3 0.186(13) 0.148(12) 0.059(5) 0.008(7) -0.035(7) -0.006(11) C4 0.125(11) 0.128(11) 0.072(5) 0.015(7) -0.027(7) -0.003(10) C5 0.104(9) 0.106(9) 0.060(4) 0.006(6) -0.014(7) -0.002(8) C6 0.095(9) 0.101(9) 0.065(4) 0.006(6) -0.008(6) -0.006(8) C7 0.094(9) 0.093(8) 0.060(4) 0.004(5) -0.003(6) -0.006(7) C8 0.096(9) 0.099(9) 0.061(4) 0.004(5) 0.000(6) -0.008(8) C9 0.098(9) 0.099(8) 0.059(4) 0.000(6) -0.002(7) -0.003(8) C10 0.103(9) 0.108(9) 0.059(4) 0.003(6) 0.003(7) -0.001(8) C11 0.101(9) 0.113(10) 0.059(4) 0.005(6) -0.002(7) -0.009(8) C12 0.111(10) 0.128(10) 0.057(4) 0.001(6) 0.000(7) -0.015(9) C13 0.126(11) 0.138(12) 0.060(5) 0.005(7) -0.002(8) -0.011(10) C14 0.154(16) 0.204(19) 0.056(5) -0.012(9) 0.003(10) -0.013(16) N1 0.102(9) 0.081(8) 0.085(7) 0.007(6) -0.019(6) 0.012(7) I1 0.0896(6) 0.0860(6) 0.0506(5) -0.0024(4) 0.0070(4) 0.0023(5) I2 0.0567(4) 0.0507(4) 0.0920(6) 0.0047(4) 0.0061(4) 0.0229(4) Pb1 0.0414(3) 0.0401(3) 0.0528(3) 0.0002(3) 0.0035(3) -0.0016(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 C1 C2 1.475(10) . ? C1 N1 1.477(19) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.532(9) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.515(9) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.520(9) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.516(9) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.522(9) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.517(9) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.517(9) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.516(9) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.513(9) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.513(9) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.512(9) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.517(9) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1965(8) . ? I2 Pb1 3.1745(7) 3_477 ? I2 Pb1 3.1832(7) . ? Pb1 I2 3.1745(7) 3_577 ? Pb1 I2 3.1745(7) 7_755 ? Pb1 I2 3.1832(7) 5_777 ? Pb1 I1 3.1965(8) 5_777 ? 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 C2 C1 N1 110.1(14) . . ? C2 C1 H1D 109.6 . . ? N1 C1 H1D 109.6 . . ? C2 C1 H1E 109.6 . . ? N1 C1 H1E 109.6 . . ? H1D C1 H1E 108.2 . . ? C1 C2 C3 110.1(12) . . ? C1 C2 H2A 109.6 . . ? C3 C2 H2A 109.6 . . ? C1 C2 H2B 109.6 . . ? C3 C2 H2B 109.6 . . ? H2A C2 H2B 108.2 . . ? C4 C3 C2 113.2(11) . . ? C4 C3 H3A 108.9 . . ? C2 C3 H3A 108.9 . . ? C4 C3 H3B 108.9 . . ? C2 C3 H3B 108.9 . . ? H3A C3 H3B 107.7 . . ? C3 C4 C5 113.5(9) . . ? C3 C4 H4A 108.9 . . ? C5 C4 H4A 108.9 . . ? C3 C4 H4B 108.9 . . ? C5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 113.6(9) . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5B 108.8 . . ? C4 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C5 C6 C7 113.3(9) . . ? C5 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C8 C7 C6 113.7(9) . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C7 114.1(9) . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8B 108.7 . . ? C7 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 114.1(8) . . ? C10 C9 H9A 108.7 . . ? C8 C9 H9A 108.7 . . ? C10 C9 H9B 108.7 . . ? C8 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? C11 C10 C9 113.7(9) . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10B 108.8 . . ? C9 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C10 114.3(9) . . ? C12 C11 H11A 108.7 . . ? C10 C11 H11A 108.7 . . ? C12 C11 H11B 108.7 . . ? C10 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? C13 C12 C11 114.0(9) . . ? C13 C12 H12A 108.7 . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C12 C13 C14 113.4(10) . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 149.94(3) 3_477 . ? I2 Pb1 I2 180 3_577 7_755 ? I2 Pb1 I2 93.673(7) 3_577 . ? I2 Pb1 I2 86.327(7) 7_755 . ? I2 Pb1 I2 86.327(7) 3_577 5_777 ? I2 Pb1 I2 93.673(7) 7_755 5_777 ? I2 Pb1 I2 180.00(3) . 5_777 ? I2 Pb1 I1 90.99(2) 3_577 . ? I2 Pb1 I1 89.01(2) 7_755 . ? I2 Pb1 I1 88.05(2) . . ? I2 Pb1 I1 91.95(2) 5_777 . ? I2 Pb1 I1 89.01(2) 3_577 5_777 ? I2 Pb1 I1 90.99(2) 7_755 5_777 ? I2 Pb1 I1 91.95(2) . 5_777 ? I2 Pb1 I1 88.05(2) 5_777 5_777 ? I1 Pb1 I1 180.0000(10) . 5_777 ? 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 C1 C2 C3 176.7(16) . . . . ? C1 C2 C3 C4 101(2) . . . . ? C2 C3 C4 C5 171.2(14) . . . . ? C3 C4 C5 C6 -175.4(15) . . . . ? C4 C5 C6 C7 -176.6(14) . . . . ? C5 C6 C7 C8 -179.4(13) . . . . ? C6 C7 C8 C9 -179.5(13) . . . . ? C7 C8 C9 C10 -178.7(14) . . . . ? C8 C9 C10 C11 -178.4(14) . . . . ? C9 C10 C11 C12 -179.2(14) . . . . ? C10 C11 C12 C13 179.2(15) . . . . ? C11 C12 C13 C14 -179.1(15) . . . . ? Pb1 I2 Pb1 I2 -29.76(5) 3_477 . . 3_577 ? Pb1 I2 Pb1 I2 150.24(5) 3_477 . . 7_755 ? Pb1 I2 Pb1 I1 -120.63(6) 3_477 . . . ? Pb1 I2 Pb1 I1 59.37(6) 3_477 . . 5_777 ? 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 I1 0.89 2.98 3.609(13) 130 7_855 N1 H1B I1 0.89 2.77 3.650(12) 170 1_545 N1 H1C I2 0.89 2.98 3.681(12) 137 7_755 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 15:41:25 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : new apex data_2b _database_code_depnum_ccdc_archive 'CCDC 692954' _audit_creation_date 2007-08-31T15:41:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(tetradecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C14 H32 N), I4 Pb' _chemical_formula_sum 'C28 H64 I4 N2 Pb' _chemical_formula_weight 1143.6 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/a _symmetry_space_group_name_Hall '-P 2yab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.6774(16) _cell_length_b 9.0143(19) _cell_length_c 26.412(6) _cell_angle_alpha 90 _cell_angle_beta 92.492(13) _cell_angle_gamma 90 _cell_volume 2064.0(7) _cell_formula_units_Z 2 _cell_measurement_temperature 335(2) _cell_measurement_reflns_used 5992 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 24.73 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.84 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.005 -1 0 0 0.005 0 -1 0 0.15 0 1 0 0.15 0 0 1 0.22 0 0 -1 0.22 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004) ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 7.095 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.1316 _exptl_absorpt_correction_T_max 0.9302 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 335(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0669 _diffrn_reflns_av_unetI/netI 0.0505 _diffrn_reflns_number 19105 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.49 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 3840 _reflns_number_gt 2675 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0636P)^2^+13.7127P] 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_number_reflns 3840 _refine_ls_number_parameters 160 _refine_ls_number_restraints 138 _refine_ls_R_factor_all 0.0814 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1586 _refine_ls_wR_factor_gt 0.1411 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.677 _refine_diff_density_min -1.083 _refine_diff_density_rms 0.175 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 0.929(3) 0.527(3) 0.8666(12) 0.240(9) Uani 1 1 d DU . . H1D H 0.9084 0.6105 0.8442 0.288 Uiso 1 1 calc R . . H1E H 0.8366 0.5057 0.8844 0.288 Uiso 1 1 calc R . . C2 C 0.973(3) 0.394(3) 0.8362(9) 0.259(9) Uani 1 1 d DU . . H2A H 0.9805 0.3086 0.8585 0.311 Uiso 1 1 calc R . . H2B H 1.0747 0.4109 0.8232 0.311 Uiso 1 1 calc R . . C3 C 0.862(3) 0.359(4) 0.7921(8) 0.260(9) Uani 1 1 d DU . . H3A H 0.7654 0.4102 0.797 0.312 Uiso 1 1 calc R . . H3B H 0.8404 0.2531 0.7921 0.312 Uiso 1 1 calc R . . C4 C 0.921(3) 0.402(4) 0.7409(8) 0.264(9) Uani 1 1 d DU . . H4A H 0.9278 0.509 0.7389 0.316 Uiso 1 1 calc R . . H4B H 1.0242 0.3621 0.738 0.316 Uiso 1 1 calc R . . C5 C 0.819(3) 0.346(4) 0.6969(7) 0.248(8) Uani 1 1 d DU . . H5A H 0.8151 0.2384 0.6986 0.297 Uiso 1 1 calc R . . H5B H 0.7155 0.3828 0.7007 0.297 Uiso 1 1 calc R . . C6 C 0.871(3) 0.389(4) 0.6452(7) 0.253(9) Uani 1 1 d DU . . H6A H 0.972 0.3475 0.6406 0.303 Uiso 1 1 calc R . . H6B H 0.8808 0.4966 0.6441 0.303 Uiso 1 1 calc R . . C7 C 0.765(3) 0.342(4) 0.6011(7) 0.254(9) Uani 1 1 d DU . . H7A H 0.6635 0.384 0.6052 0.304 Uiso 1 1 calc R . . H7B H 0.7546 0.2344 0.6017 0.304 Uiso 1 1 calc R . . C8 C 0.823(3) 0.388(4) 0.5501(7) 0.257(9) Uani 1 1 d DU . . H8A H 0.8429 0.494 0.5507 0.308 Uiso 1 1 calc R . . H8B H 0.9191 0.3378 0.5446 0.308 Uiso 1 1 calc R . . C9 C 0.710(3) 0.354(5) 0.5064(7) 0.254(9) Uani 1 1 d DU . . H9A H 0.6146 0.4081 0.5112 0.305 Uiso 1 1 calc R . . H9B H 0.6854 0.249 0.5068 0.305 Uiso 1 1 calc R . . C10 C 0.769(3) 0.394(4) 0.4549(7) 0.255(9) Uani 1 1 d DU . . H10A H 0.8682 0.3466 0.4512 0.306 Uiso 1 1 calc R . . H10B H 0.7843 0.5003 0.4533 0.306 Uiso 1 1 calc R . . C11 C 0.660(3) 0.346(4) 0.4114(8) 0.260(9) Uani 1 1 d DU . . H11A H 0.5591 0.3902 0.4161 0.312 Uiso 1 1 calc R . . H11B H 0.6478 0.2395 0.4123 0.312 Uiso 1 1 calc R . . C12 C 0.714(3) 0.392(5) 0.3598(8) 0.266(10) Uani 1 1 d DU . . H12A H 0.7219 0.4988 0.3582 0.319 Uiso 1 1 calc R . . H12B H 0.8166 0.351 0.3554 0.319 Uiso 1 1 calc R . . C13 C 0.607(4) 0.337(5) 0.3169(9) 0.269(11) Uani 1 1 d DU . . H13A H 0.5974 0.2304 0.3193 0.323 Uiso 1 1 calc R . . H13B H 0.5051 0.3794 0.3212 0.323 Uiso 1 1 calc R . . C14 C 0.658(4) 0.377(5) 0.2648(9) 0.293(14) Uani 1 1 d DU . . H14A H 0.5889 0.333 0.2396 0.439 Uiso 1 1 calc R . . H14B H 0.7605 0.3398 0.2607 0.439 Uiso 1 1 calc R . . H14C H 0.6575 0.4827 0.2608 0.439 Uiso 1 1 calc R . . N1 N 1.0535(19) 0.5649(16) 0.9029(7) 0.150(6) Uani 1 1 d DU . . H1A H 1.0251 0.6416 0.9216 0.225 Uiso 1 1 calc R . . H1B H 1.1372 0.589 0.8864 0.225 Uiso 1 1 calc R . . H1C H 1.0743 0.4875 0.9229 0.225 Uiso 1 1 calc R . . I1 I 0.97299(15) 0.95611(14) 0.88011(4) 0.1066(4) Uani 1 1 d . . . I2 I 0.70307(10) 1.20713(10) 0.99173(5) 0.0947(4) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.0576(2) Uani 1 2 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 C1 0.163(17) 0.148(17) 0.40(2) -0.053(15) -0.036(14) -0.045(15) C2 0.176(17) 0.193(17) 0.406(18) -0.082(15) -0.022(15) -0.041(16) C3 0.178(18) 0.209(18) 0.390(17) -0.070(17) -0.015(16) -0.051(16) C4 0.177(18) 0.208(18) 0.405(18) -0.048(19) -0.008(16) -0.054(16) C5 0.175(18) 0.184(18) 0.383(17) -0.032(19) 0.010(16) -0.076(15) C6 0.182(18) 0.182(18) 0.394(17) -0.03(2) 0.026(16) -0.072(15) C7 0.190(19) 0.191(19) 0.380(17) -0.02(2) 0.021(16) -0.053(16) C8 0.195(19) 0.187(19) 0.390(17) -0.02(2) 0.037(16) -0.043(17) C9 0.19(2) 0.193(19) 0.378(17) 0.00(2) 0.038(16) -0.031(17) C10 0.19(2) 0.19(2) 0.387(17) 0.00(2) 0.050(17) -0.018(17) C11 0.20(2) 0.20(2) 0.377(17) 0.01(2) 0.041(17) 0.002(18) C12 0.21(2) 0.21(2) 0.385(17) 0.01(2) 0.055(18) -0.001(19) C13 0.22(2) 0.22(2) 0.372(18) 0.00(3) 0.06(2) 0.00(2) C14 0.24(3) 0.27(3) 0.375(18) -0.02(3) 0.10(2) 0.01(3) N1 0.145(13) 0.081(9) 0.224(17) 0.026(9) -0.004(11) 0.050(9) I1 0.1192(9) 0.1050(8) 0.0957(8) 0.0030(6) 0.0072(7) 0.0037(7) I2 0.0579(5) 0.0569(5) 0.1686(11) -0.0146(5) -0.0040(5) 0.0304(4) Pb1 0.0365(3) 0.0316(3) 0.1048(5) -0.0018(3) 0.0051(3) 0.0003(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 C1 N1 1.449(10) . ? C1 C2 1.502(10) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.515(10) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.520(10) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.515(10) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.507(10) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.512(10) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.517(10) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.514(10) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.517(10) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.519(10) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.520(10) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.517(10) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.510(10) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1895(14) . ? I2 Pb1 3.1818(8) . ? I2 Pb1 3.1869(9) 2_657 ? Pb1 I2 3.1818(8) 3_777 ? Pb1 I2 3.1869(9) 2_647 ? Pb1 I2 3.1869(9) 4_685 ? Pb1 I1 3.1895(14) 3_777 ? 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 C1 C2 110.1(13) . . ? N1 C1 H1D 109.6 . . ? C2 C1 H1D 109.6 . . ? N1 C1 H1E 109.6 . . ? C2 C1 H1E 109.6 . . ? H1D C1 H1E 108.2 . . ? C1 C2 C3 114.3(14) . . ? C1 C2 H2A 108.7 . . ? C3 C2 H2A 108.7 . . ? C1 C2 H2B 108.7 . . ? C3 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? C2 C3 C4 113.6(14) . . ? C2 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? C2 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? C5 C4 C3 112.9(13) . . ? C5 C4 H4A 109 . . ? C3 C4 H4A 109 . . ? C5 C4 H4B 109 . . ? C3 C4 H4B 109 . . ? H4A C4 H4B 107.8 . . ? C6 C5 C4 115.0(13) . . ? C6 C5 H5A 108.5 . . ? C4 C5 H5A 108.5 . . ? C6 C5 H5B 108.5 . . ? C4 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? C5 C6 C7 115.4(13) . . ? C5 C6 H6A 108.4 . . ? C7 C6 H6A 108.4 . . ? C5 C6 H6B 108.4 . . ? C7 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? C6 C7 C8 113.1(13) . . ? C6 C7 H7A 109 . . ? C8 C7 H7A 109 . . ? C6 C7 H7B 109 . . ? C8 C7 H7B 109 . . ? H7A C7 H7B 107.8 . . ? C9 C8 C7 113.2(13) . . ? C9 C8 H8A 108.9 . . ? C7 C8 H8A 108.9 . . ? C9 C8 H8B 108.9 . . ? C7 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? C8 C9 C10 113.6(13) . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9B 108.8 . . ? C10 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C9 C10 C11 112.6(13) . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 113.2(13) . . ? C10 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? C10 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.8 . . ? C13 C12 C11 112.1(14) . . ? C13 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? C13 C12 H12B 109.2 . . ? C11 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? C14 C13 C12 114.1(15) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 158.43(3) . 2_657 ? I2 Pb1 I2 180.0000(10) 3_777 . ? I2 Pb1 I2 87.575(16) 3_777 2_647 ? I2 Pb1 I2 92.425(16) . 2_647 ? I2 Pb1 I2 92.425(16) 3_777 4_685 ? I2 Pb1 I2 87.575(16) . 4_685 ? I2 Pb1 I2 180.00(4) 2_647 4_685 ? I2 Pb1 I1 88.87(3) 3_777 3_777 ? I2 Pb1 I1 91.13(3) . 3_777 ? I2 Pb1 I1 92.96(3) 2_647 3_777 ? I2 Pb1 I1 87.04(3) 4_685 3_777 ? I2 Pb1 I1 91.13(3) 3_777 . ? I2 Pb1 I1 88.87(3) . . ? I2 Pb1 I1 87.04(3) 2_647 . ? I2 Pb1 I1 92.96(3) 4_685 . ? I1 Pb1 I1 180 3_777 . ? 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 C1 C2 C3 -172(2) . . . . ? C1 C2 C3 C4 105(4) . . . . ? C2 C3 C4 C5 172(3) . . . . ? C3 C4 C5 C6 178(3) . . . . ? C4 C5 C6 C7 -177(3) . . . . ? C5 C6 C7 C8 -180(4) . . . . ? C6 C7 C8 C9 -174(3) . . . . ? C7 C8 C9 C10 -177(3) . . . . ? C8 C9 C10 C11 175(4) . . . . ? C9 C10 C11 C12 178(3) . . . . ? C10 C11 C12 C13 178(3) . . . . ? C11 C12 C13 C14 -179(3) . . . . ? Pb1 I2 Pb1 I2 155.09(14) 2_657 . . 2_647 ? Pb1 I2 Pb1 I2 -24.91(14) 2_657 . . 4_685 ? Pb1 I2 Pb1 I1 62.08(12) 2_657 . . 3_777 ? Pb1 I2 Pb1 I1 -117.92(12) 2_657 . . . ? 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 H1C I2 0.89 2.73 3.598(15) 165 4_675 N1 H1A I1 0.89 3.07 3.639(14) 124 . N1 H1B I1 0.89 2.95 3.720(18) 145 4_675 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 13:20:46 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : 5as81_a smart data_3a _database_code_depnum_ccdc_archive 'CCDC 692955' _audit_creation_date 2007-08-31T13:20:46-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(hexadecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C16 H36 N), I4 Pb' _chemical_formula_sum 'C32 H72 I4 N2 Pb' _chemical_formula_weight 1199.71 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' 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 8.81670(10) _cell_length_b 8.52220(10) _cell_length_c 59.2906(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4454.96(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7224 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 25.6 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.015 0 0 -1 0.015 -1 0 -1 0.085 1 0 1 0.085 0 -1 0 0.18 1 3 3 0.18 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004). ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.579 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.2657 _exptl_absorpt_correction_T_max 0.8214 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_unetI/netI 0.0283 _diffrn_reflns_number 22340 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -62 _diffrn_reflns_limit_l_max 71 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 4147 _reflns_number_gt 3256 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0388P)^2^+36.6006P] 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_number_reflns 4147 _refine_ls_number_parameters 178 _refine_ls_number_restraints 156 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1292 _refine_ls_wR_factor_gt 0.1245 _refine_ls_goodness_of_fit_ref 1.209 _refine_ls_restrained_S_all 1.202 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.172 _refine_diff_density_min -2.223 _refine_diff_density_rms 0.19 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 1.016(2) 0.527(2) 0.9332(3) 0.171(7) Uani 1 1 d DU . . H1D H 1.0048 0.6389 0.9359 0.206 Uiso 1 1 calc R . . H1E H 1.1045 0.5114 0.9237 0.206 Uiso 1 1 calc R . . C2 C 0.880(2) 0.466(2) 0.9218(2) 0.163(6) Uani 1 1 d DU . . H2A H 0.7936 0.4715 0.9319 0.195 Uiso 1 1 calc R . . H2B H 0.8954 0.3568 0.9178 0.195 Uiso 1 1 calc R . . C3 C 0.846(2) 0.5608(18) 0.90050(15) 0.124(5) Uani 1 1 d DU . . H3A H 0.7371 0.5763 0.8993 0.149 Uiso 1 1 calc R . . H3B H 0.8927 0.6634 0.9019 0.149 Uiso 1 1 calc R . . C4 C 0.9025(19) 0.4825(16) 0.87917(15) 0.101(4) Uani 1 1 d DU . . H4A H 0.8679 0.3745 0.879 0.121 Uiso 1 1 calc R . . H4B H 1.0125 0.4811 0.8794 0.121 Uiso 1 1 calc R . . C5 C 0.8500(16) 0.5629(15) 0.85762(13) 0.082(3) Uani 1 1 d DU . . H5A H 0.7405 0.5732 0.8581 0.099 Uiso 1 1 calc R . . H5B H 0.8926 0.6678 0.8572 0.099 Uiso 1 1 calc R . . C6 C 0.8942(16) 0.4770(14) 0.83620(13) 0.078(3) Uani 1 1 d DU . . H6A H 0.8453 0.375 0.8361 0.093 Uiso 1 1 calc R . . H6B H 1.0029 0.4598 0.8363 0.093 Uiso 1 1 calc R . . C7 C 0.8517(15) 0.5633(13) 0.81471(13) 0.075(3) Uani 1 1 d DU . . H7A H 0.9019 0.6646 0.8147 0.09 Uiso 1 1 calc R . . H7B H 0.7432 0.582 0.8147 0.09 Uiso 1 1 calc R . . C8 C 0.8937(16) 0.4763(13) 0.79326(13) 0.076(3) Uani 1 1 d DU . . H8A H 1.002 0.4561 0.7933 0.091 Uiso 1 1 calc R . . H8B H 0.8422 0.3756 0.7932 0.091 Uiso 1 1 calc R . . C9 C 0.8534(15) 0.5640(13) 0.77181(13) 0.075(3) Uani 1 1 d DU . . H9A H 0.7454 0.5857 0.7718 0.09 Uiso 1 1 calc R . . H9B H 0.9061 0.6639 0.7718 0.09 Uiso 1 1 calc R . . C10 C 0.8931(16) 0.4758(13) 0.75038(13) 0.077(3) Uani 1 1 d DU . . H10A H 1.0008 0.4528 0.7505 0.092 Uiso 1 1 calc R . . H10B H 0.8391 0.3766 0.7503 0.092 Uiso 1 1 calc R . . C11 C 0.8550(15) 0.5645(13) 0.72896(13) 0.075(3) Uani 1 1 d DU . . H11A H 0.7474 0.5882 0.729 0.09 Uiso 1 1 calc R . . H11B H 0.9094 0.6634 0.729 0.09 Uiso 1 1 calc R . . C12 C 0.8933(16) 0.4765(14) 0.70750(13) 0.079(3) Uani 1 1 d DU . . H12A H 1.001 0.4528 0.7075 0.095 Uiso 1 1 calc R . . H12B H 0.8389 0.3776 0.7075 0.095 Uiso 1 1 calc R . . C13 C 0.8552(16) 0.5650(14) 0.68611(13) 0.080(3) Uani 1 1 d DU . . H13A H 0.9106 0.6634 0.6861 0.096 Uiso 1 1 calc R . . H13B H 0.7479 0.5898 0.6862 0.096 Uiso 1 1 calc R . . C14 C 0.8919(18) 0.4766(15) 0.66464(13) 0.089(4) Uani 1 1 d DU . . H14A H 0.9992 0.4515 0.6646 0.107 Uiso 1 1 calc R . . H14B H 0.8363 0.3784 0.6646 0.107 Uiso 1 1 calc R . . C15 C 0.8541(18) 0.5658(15) 0.64334(15) 0.092(4) Uani 1 1 d DU . . H15A H 0.9115 0.6629 0.6432 0.111 Uiso 1 1 calc R . . H15B H 0.7472 0.593 0.6436 0.111 Uiso 1 1 calc R . . C16 C 0.887(2) 0.476(2) 0.62179(18) 0.129(6) Uani 1 1 d DU . . H16A H 0.8625 0.5401 0.609 0.194 Uiso 1 1 calc R . . H16B H 0.8278 0.3818 0.6214 0.194 Uiso 1 1 calc R . . H16C H 0.9932 0.4493 0.6213 0.194 Uiso 1 1 calc R . . N1 N 1.0355(13) 0.4426(13) 0.95500(19) 0.084(3) Uani 1 1 d U . . H1A H 1.1153 0.4814 0.9623 0.126 Uiso 1 1 calc R . . H1B H 1.0502 0.3409 0.9523 0.126 Uiso 1 1 calc R . . H1C H 0.9526 0.4548 0.9634 0.126 Uiso 1 1 calc R . . I1 I 1.06719(11) 1.01895(10) 0.947087(13) 0.0730(3) Uani 1 1 d . . . I2 I 0.69872(8) 1.19588(8) 0.991071(14) 0.0651(2) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.04311(16) Uani 1 2 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 C1 0.229(17) 0.166(15) 0.119(11) 0.049(10) -0.082(10) 0.017(13) C2 0.234(15) 0.188(13) 0.065(5) 0.026(8) -0.047(7) -0.010(13) C3 0.179(12) 0.144(11) 0.049(4) 0.004(6) -0.027(7) -0.002(10) C4 0.125(10) 0.117(10) 0.062(4) 0.014(6) -0.019(7) 0.007(8) C5 0.100(8) 0.097(8) 0.050(4) 0.003(5) -0.012(6) 0.003(7) C6 0.086(8) 0.092(8) 0.055(4) 0.006(5) -0.001(6) 0.000(7) C7 0.090(8) 0.085(7) 0.050(4) 0.002(5) -0.001(6) 0.002(7) C8 0.091(8) 0.085(7) 0.051(3) 0.002(4) 0.001(6) -0.001(6) C9 0.094(8) 0.081(7) 0.051(3) 0.000(5) -0.001(6) -0.002(7) C10 0.092(8) 0.089(7) 0.050(3) 0.001(5) 0.001(6) -0.002(7) C11 0.087(8) 0.088(7) 0.051(3) 0.001(5) 0.000(6) -0.001(7) C12 0.094(8) 0.094(8) 0.050(4) 0.002(5) 0.002(6) -0.005(7) C13 0.093(8) 0.098(8) 0.051(4) 0.002(5) -0.003(6) -0.008(7) C14 0.105(9) 0.115(9) 0.048(4) -0.002(5) -0.002(6) -0.008(8) C15 0.106(10) 0.119(10) 0.052(4) 0.005(6) -0.003(7) -0.013(9) C16 0.147(15) 0.193(17) 0.048(5) -0.013(8) -0.001(9) -0.006(13) N1 0.093(8) 0.073(6) 0.087(7) 0.009(6) -0.020(6) 0.012(6) I1 0.0869(6) 0.0835(6) 0.0486(4) -0.0020(4) 0.0074(4) 0.0019(5) I2 0.0544(4) 0.0497(4) 0.0911(6) 0.0052(4) 0.0065(4) 0.0217(3) Pb1 0.0399(3) 0.0393(3) 0.0502(3) 0.0006(2) 0.0035(2) -0.0013(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 C1 C2 1.475(10) . ? C1 N1 1.49(2) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.527(9) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.515(9) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.522(8) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.517(8) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.518(8) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.518(8) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.518(8) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.517(8) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.516(8) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.515(8) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.513(8) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.514(9) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 C15 1.512(9) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 C16 1.518(9) . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1968(8) . ? I2 Pb1 3.1729(6) 3_477 ? I2 Pb1 3.1816(7) . ? Pb1 I2 3.1729(7) 7_755 ? Pb1 I2 3.1729(7) 3_577 ? Pb1 I2 3.1816(7) 5_777 ? Pb1 I1 3.1968(8) 5_777 ? 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 C2 C1 N1 108.7(14) . . ? C2 C1 H1D 109.9 . . ? N1 C1 H1D 109.9 . . ? C2 C1 H1E 109.9 . . ? N1 C1 H1E 109.9 . . ? H1D C1 H1E 108.3 . . ? C1 C2 C3 110.5(11) . . ? C1 C2 H2A 109.5 . . ? C3 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? C3 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? C4 C3 C2 113.0(11) . . ? C4 C3 H3A 109 . . ? C2 C3 H3A 109 . . ? C4 C3 H3B 109 . . ? C2 C3 H3B 109 . . ? H3A C3 H3B 107.8 . . ? C3 C4 C5 113.7(9) . . ? C3 C4 H4A 108.8 . . ? C5 C4 H4A 108.8 . . ? C3 C4 H4B 108.8 . . ? C5 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 114.0(8) . . ? C6 C5 H5A 108.7 . . ? C4 C5 H5A 108.7 . . ? C6 C5 H5B 108.7 . . ? C4 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? C5 C6 C7 113.9(8) . . ? C5 C6 H6A 108.8 . . ? C7 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? C7 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? C6 C7 C8 114.0(8) . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C7 113.8(8) . . ? C9 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C10 C9 C8 113.8(8) . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 113.8(8) . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10B 108.8 . . ? C9 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C10 114.1(8) . . ? C12 C11 H11A 108.7 . . ? C10 C11 H11A 108.7 . . ? C12 C11 H11B 108.7 . . ? C10 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? C13 C12 C11 114.1(8) . . ? C13 C12 H12A 108.7 . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C12 C13 C14 114.2(8) . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13B 108.7 . . ? C14 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C15 C14 C13 113.9(9) . . ? C15 C14 H14A 108.8 . . ? C13 C14 H14A 108.8 . . ? C15 C14 H14B 108.8 . . ? C13 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? C14 C15 C16 114.0(10) . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15B 108.8 . . ? C16 C15 H15B 108.8 . . ? H15A C15 H15B 107.6 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 149.52(3) 3_477 . ? I2 Pb1 I2 180 7_755 3_577 ? I2 Pb1 I2 93.452(7) 7_755 5_777 ? I2 Pb1 I2 86.548(7) 3_577 5_777 ? I2 Pb1 I2 86.548(7) 7_755 . ? I2 Pb1 I2 93.452(7) 3_577 . ? I2 Pb1 I2 180.00(3) 5_777 . ? I2 Pb1 I1 88.85(2) 7_755 . ? I2 Pb1 I1 91.15(2) 3_577 . ? I2 Pb1 I1 92.01(2) 5_777 . ? I2 Pb1 I1 87.99(2) . . ? I2 Pb1 I1 91.15(2) 7_755 5_777 ? I2 Pb1 I1 88.85(2) 3_577 5_777 ? I2 Pb1 I1 87.99(2) 5_777 5_777 ? I2 Pb1 I1 92.01(2) . 5_777 ? I1 Pb1 I1 180.0000(10) . 5_777 ? 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 C1 C2 C3 174.1(15) . . . . ? C1 C2 C3 C4 99(2) . . . . ? C2 C3 C4 C5 171.6(14) . . . . ? C3 C4 C5 C6 -174.7(14) . . . . ? C4 C5 C6 C7 -175.8(13) . . . . ? C5 C6 C7 C8 -179.1(12) . . . . ? C6 C7 C8 C9 -179.1(12) . . . . ? C7 C8 C9 C10 -179.1(12) . . . . ? C8 C9 C10 C11 -179.1(12) . . . . ? C9 C10 C11 C12 -179.6(12) . . . . ? C10 C11 C12 C13 180.0(12) . . . . ? C11 C12 C13 C14 -179.3(13) . . . . ? C12 C13 C14 C15 -179.8(13) . . . . ? C13 C14 C15 C16 -178.7(14) . . . . ? Pb1 I2 Pb1 I2 150.83(5) 3_477 . . 7_755 ? Pb1 I2 Pb1 I2 -29.17(5) 3_477 . . 3_577 ? Pb1 I2 Pb1 I1 -120.21(6) 3_477 . . . ? Pb1 I2 Pb1 I1 59.79(6) 3_477 . . 5_777 ? 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 I1 0.89 2.96 3.594(12) 130 7_855 N1 H1B I1 0.89 2.77 3.651(11) 174 1_545 N1 H1C I2 0.89 2.95 3.674(12) 140 7_755 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 14:21:08 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : new apex data_3b _database_code_depnum_ccdc_archive 'CCDC 692956' _audit_creation_date 2007-08-31T14:21:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(hexadecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C16 H36 N), I4 Pb' _chemical_formula_sum 'C32 H72 I4 N2 Pb' _chemical_formula_weight 1199.71 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/a _symmetry_space_group_name_Hall '-P 2yab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.673(2) _cell_length_b 9.012(3) _cell_length_c 28.846(8) _cell_angle_alpha 90 _cell_angle_beta 91.816(6) _cell_angle_gamma 90 _cell_volume 2253.4(11) _cell_formula_units_Z 2 _cell_measurement_temperature 341(2) _cell_measurement_reflns_used 6095 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 24.94 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.768 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 0 0.015 1 0 0 0.015 -1 -1 0 0.085 1 1 0 0.085 0 0 -1 0.18 -3 -1 3 0.185 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004) ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.503 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'Bruker XPREP (Bruker, 2004)' _exptl_absorpt_correction_T_min 0.2409 _exptl_absorpt_correction_T_max 0.8009 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 341(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0755 _diffrn_reflns_av_unetI/netI 0.0493 _diffrn_reflns_number 19104 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 4199 _reflns_number_gt 2937 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0681P)^2^+0.2262P] 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_number_reflns 4199 _refine_ls_number_parameters 178 _refine_ls_number_restraints 158 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.04 _refine_ls_wR_factor_ref 0.117 _refine_ls_wR_factor_gt 0.1045 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.738 _refine_diff_density_min -1.083 _refine_diff_density_rms 0.15 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 0.956(2) 0.470(2) 0.8894(6) 0.257(8) Uani 1 1 d DU . . H1D H 0.8488 0.4971 0.8939 0.308 Uiso 1 1 calc R . . H1E H 0.9718 0.3707 0.9017 0.308 Uiso 1 1 calc R . . C2 C 0.988(2) 0.472(2) 0.8394(6) 0.267(8) Uani 1 1 d DU . . H2A H 1.0924 0.4378 0.8351 0.321 Uiso 1 1 calc R . . H2B H 0.9803 0.5731 0.8281 0.321 Uiso 1 1 calc R . . C3 C 0.875(2) 0.373(3) 0.8109(5) 0.268(7) Uani 1 1 d DU . . H3A H 0.8837 0.2701 0.8204 0.322 Uiso 1 1 calc R . . H3B H 0.7692 0.4056 0.8141 0.322 Uiso 1 1 calc R . . C4 C 0.926(2) 0.394(3) 0.7622(5) 0.263(7) Uani 1 1 d DU . . H4A H 1.023 0.3413 0.7592 0.316 Uiso 1 1 calc R . . H4B H 0.9478 0.4987 0.758 0.316 Uiso 1 1 calc R . . C5 C 0.819(2) 0.345(3) 0.7232(5) 0.242(6) Uani 1 1 d DU . . H5A H 0.7193 0.3908 0.7271 0.291 Uiso 1 1 calc R . . H5B H 0.8063 0.2387 0.7248 0.291 Uiso 1 1 calc R . . C6 C 0.877(2) 0.386(3) 0.6759(5) 0.247(6) Uani 1 1 d DU . . H6A H 0.8885 0.4931 0.6747 0.296 Uiso 1 1 calc R . . H6B H 0.9794 0.3437 0.6731 0.296 Uiso 1 1 calc R . . C7 C 0.781(2) 0.339(2) 0.6344(5) 0.236(6) Uani 1 1 d DU . . H7A H 0.6756 0.3689 0.6391 0.283 Uiso 1 1 calc R . . H7B H 0.7831 0.2315 0.6327 0.283 Uiso 1 1 calc R . . C8 C 0.831(2) 0.400(3) 0.5887(5) 0.240(6) Uani 1 1 d DU . . H8A H 0.9373 0.3733 0.5841 0.288 Uiso 1 1 calc R . . H8B H 0.8243 0.5075 0.5895 0.288 Uiso 1 1 calc R . . C9 C 0.733(2) 0.344(3) 0.5483(5) 0.242(6) Uani 1 1 d DU . . H9A H 0.7346 0.2361 0.5487 0.29 Uiso 1 1 calc R . . H9B H 0.6276 0.3754 0.5521 0.29 Uiso 1 1 calc R . . C10 C 0.786(2) 0.396(3) 0.5021(5) 0.246(6) Uani 1 1 d DU . . H10A H 0.89 0.3611 0.4978 0.295 Uiso 1 1 calc R . . H10B H 0.7881 0.5036 0.5021 0.295 Uiso 1 1 calc R . . C11 C 0.684(2) 0.344(3) 0.4618(5) 0.251(7) Uani 1 1 d DU . . H11A H 0.6809 0.2362 0.462 0.301 Uiso 1 1 calc R . . H11B H 0.5801 0.3796 0.4659 0.301 Uiso 1 1 calc R . . C12 C 0.738(2) 0.395(3) 0.4155(5) 0.256(7) Uani 1 1 d DU . . H12A H 0.8423 0.3589 0.4115 0.308 Uiso 1 1 calc R . . H12B H 0.7425 0.5027 0.4156 0.308 Uiso 1 1 calc R . . C13 C 0.639(3) 0.346(3) 0.3745(5) 0.260(7) Uani 1 1 d DU . . H13A H 0.6292 0.2388 0.3755 0.312 Uiso 1 1 calc R . . H13B H 0.5371 0.3881 0.3772 0.312 Uiso 1 1 calc R . . C14 C 0.700(2) 0.389(3) 0.3284(5) 0.261(7) Uani 1 1 d DU . . H14A H 0.7973 0.3383 0.3239 0.313 Uiso 1 1 calc R . . H14B H 0.7206 0.4951 0.3283 0.313 Uiso 1 1 calc R . . C15 C 0.589(3) 0.352(3) 0.2889(6) 0.284(8) Uani 1 1 d DU . . H15A H 0.5733 0.2452 0.2877 0.341 Uiso 1 1 calc R . . H15B H 0.4901 0.3982 0.2942 0.341 Uiso 1 1 calc R . . C16 C 0.649(3) 0.404(3) 0.2436(6) 0.331(12) Uani 1 1 d DU . . H16A H 0.5754 0.3809 0.2191 0.497 Uiso 1 1 calc R . . H16B H 0.7449 0.3554 0.2379 0.497 Uiso 1 1 calc R . . H16C H 0.6649 0.5095 0.2448 0.497 Uiso 1 1 calc R . . N1 N 1.0566(12) 0.5732(11) 0.9136(4) 0.152(4) Uani 1 1 d DU . . H1A H 1.0272 0.5831 0.9427 0.227 Uiso 1 1 calc R . . H1B H 1.0518 0.661 0.8995 0.227 Uiso 1 1 calc R . . H1C H 1.153 0.5394 0.9135 0.227 Uiso 1 1 calc R . . I1 I 0.97800(9) 0.95523(9) 0.89060(2) 0.1059(3) Uani 1 1 d . . . I2 I 0.70388(6) 1.20765(6) 0.99180(3) 0.0939(2) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.05820(16) Uani 1 2 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 C1 0.181(15) 0.300(18) 0.285(12) -0.027(16) -0.040(15) -0.033(12) C2 0.198(15) 0.313(17) 0.288(11) -0.087(15) -0.023(14) -0.010(12) C3 0.219(15) 0.265(16) 0.318(11) -0.093(14) -0.012(13) -0.013(13) C4 0.229(15) 0.242(15) 0.317(10) -0.106(14) -0.009(12) -0.021(13) C5 0.196(15) 0.213(15) 0.316(10) -0.035(14) -0.021(12) -0.035(12) C6 0.199(15) 0.216(15) 0.323(10) -0.031(15) -0.011(12) -0.039(13) C7 0.180(14) 0.206(15) 0.320(10) 0.006(13) -0.017(12) -0.041(12) C8 0.190(14) 0.202(15) 0.326(11) 0.005(14) 0.001(12) -0.032(12) C9 0.187(15) 0.211(15) 0.327(11) 0.028(14) -0.015(12) -0.019(12) C10 0.200(15) 0.214(16) 0.324(11) 0.000(15) 0.010(12) -0.019(13) C11 0.195(15) 0.228(16) 0.328(11) 0.016(15) -0.002(12) -0.018(13) C12 0.205(16) 0.240(17) 0.324(11) -0.001(16) 0.008(13) -0.028(14) C13 0.204(16) 0.245(17) 0.331(11) 0.008(16) -0.003(13) -0.021(14) C14 0.219(17) 0.242(17) 0.322(11) -0.012(18) 0.007(13) -0.017(16) C15 0.23(2) 0.29(2) 0.333(12) 0.00(2) -0.007(15) -0.021(18) C16 0.34(3) 0.36(3) 0.298(13) -0.06(2) 0.042(19) -0.02(3) N1 0.153(9) 0.114(8) 0.189(9) 0.018(7) 0.008(7) 0.034(7) I1 0.1202(6) 0.1109(5) 0.0867(5) 0.0021(4) 0.0051(4) 0.0013(4) I2 0.0618(3) 0.0659(3) 0.1534(6) -0.0151(3) -0.0074(3) 0.0313(2) Pb1 0.0395(2) 0.0399(2) 0.0953(3) -0.00229(18) 0.00364(18) 0.00002(14) #----------------------------------------------------------------------------# # 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 C1 N1 1.444(9) . ? C1 C2 1.476(10) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.542(10) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.499(10) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.500(9) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.515(9) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.497(9) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.504(9) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.504(9) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.497(9) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.512(9) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.503(9) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.505(9) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.497(9) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 C15 1.510(10) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 C16 1.498(10) . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1813(11) . ? I2 Pb1 3.1804(8) . ? I2 Pb1 3.1859(8) 2_657 ? Pb1 I2 3.1804(8) 3_777 ? Pb1 I1 3.1813(11) 3_777 ? Pb1 I2 3.1859(8) 4_685 ? Pb1 I2 3.1859(8) 2_647 ? 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 C1 C2 109.4(11) . . ? N1 C1 H1D 109.8 . . ? C2 C1 H1D 109.8 . . ? N1 C1 H1E 109.8 . . ? C2 C1 H1E 109.8 . . ? H1D C1 H1E 108.2 . . ? C1 C2 C3 112.1(12) . . ? C1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? C1 C2 H2B 109.2 . . ? C3 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C4 C3 C2 103.0(11) . . ? C4 C3 H3A 111.2 . . ? C2 C3 H3A 111.2 . . ? C4 C3 H3B 111.2 . . ? C2 C3 H3B 111.2 . . ? H3A C3 H3B 109.1 . . ? C3 C4 C5 118.1(12) . . ? C3 C4 H4A 107.8 . . ? C5 C4 H4A 107.8 . . ? C3 C4 H4B 107.8 . . ? C5 C4 H4B 107.8 . . ? H4A C4 H4B 107.1 . . ? C4 C5 C6 113.0(11) . . ? C4 C5 H5A 109 . . ? C6 C5 H5A 109 . . ? C4 C5 H5B 109 . . ? C6 C5 H5B 109 . . ? H5A C5 H5B 107.8 . . ? C7 C6 C5 117.4(12) . . ? C7 C6 H6A 107.9 . . ? C5 C6 H6A 107.9 . . ? C7 C6 H6B 107.9 . . ? C5 C6 H6B 107.9 . . ? H6A C6 H6B 107.2 . . ? C6 C7 C8 115.6(11) . . ? C6 C7 H7A 108.4 . . ? C8 C7 H7A 108.4 . . ? C6 C7 H7B 108.4 . . ? C8 C7 H7B 108.4 . . ? H7A C7 H7B 107.4 . . ? C7 C8 C9 112.8(11) . . ? C7 C8 H8A 109 . . ? C9 C8 H8A 109 . . ? C7 C8 H8B 109 . . ? C9 C8 H8B 109 . . ? H8A C8 H8B 107.8 . . ? C10 C9 C8 113.8(11) . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C9 C10 C11 113.7(11) . . ? C9 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C10 113.5(12) . . ? C12 C11 H11A 108.9 . . ? C10 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C10 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? C11 C12 C13 114.9(12) . . ? C11 C12 H12A 108.5 . . ? C13 C12 H12A 108.5 . . ? C11 C12 H12B 108.5 . . ? C13 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? C14 C13 C12 114.3(12) . . ? C14 C13 H13A 108.7 . . ? C12 C13 H13A 108.7 . . ? C14 C13 H13B 108.7 . . ? C12 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C13 C14 C15 112.1(12) . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14B 109.2 . . ? C15 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C16 C15 C14 110.9(13) . . ? C16 C15 H15A 109.5 . . ? C14 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 108.1 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 158.40(2) . 2_657 ? I2 Pb1 I2 180 . 3_777 ? I2 Pb1 I1 91.26(2) . 3_777 ? I2 Pb1 I1 88.74(2) 3_777 3_777 ? I2 Pb1 I1 88.74(2) . . ? I2 Pb1 I1 91.26(2) 3_777 . ? I1 Pb1 I1 180 3_777 . ? I2 Pb1 I2 87.51(2) . 4_685 ? I2 Pb1 I2 92.49(2) 3_777 4_685 ? I1 Pb1 I2 87.30(2) 3_777 4_685 ? I1 Pb1 I2 92.70(2) . 4_685 ? I2 Pb1 I2 92.49(2) . 2_647 ? I2 Pb1 I2 87.51(2) 3_777 2_647 ? I1 Pb1 I2 92.70(2) 3_777 2_647 ? I1 Pb1 I2 87.30(2) . 2_647 ? I2 Pb1 I2 180 4_685 2_647 ? 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 C1 C2 C3 -175.4(18) . . . . ? C1 C2 C3 C4 179(2) . . . . ? C2 C3 C4 C5 -165(2) . . . . ? C3 C4 C5 C6 174(2) . . . . ? C4 C5 C6 C7 178(2) . . . . ? C5 C6 C7 C8 172(2) . . . . ? C6 C7 C8 C9 178(2) . . . . ? C7 C8 C9 C10 -177(2) . . . . ? C8 C9 C10 C11 -178(2) . . . . ? C9 C10 C11 C12 -179(2) . . . . ? C10 C11 C12 C13 -180(2) . . . . ? C11 C12 C13 C14 -176(2) . . . . ? C12 C13 C14 C15 -174(2) . . . . ? C13 C14 C15 C16 177(3) . . . . ? Pb1 I2 Pb1 I1 60.16(7) 2_657 . . 3_777 ? Pb1 I2 Pb1 I1 -119.84(7) 2_657 . . . ? Pb1 I2 Pb1 I2 -27.08(8) 2_657 . . 4_685 ? Pb1 I2 Pb1 I2 152.92(8) 2_657 . . 2_647 ? 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 H1C I1 0.89 2.92 3.744(11) 156 4_675 N1 H1A I2 0.89 3.01 3.796(11) 148 2_647 N1 H1B I1 0.89 2.74 3.567(10) 156 . ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 14:43:58 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : 5as80_a smart data_4a _database_code_depnum_ccdc_archive 'CCDC 692957' _audit_creation_date 2007-08-31T14:43:58-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(octadecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C18 H40 N), I4 Pb' _chemical_formula_sum 'C36 H80 I4 N2 Pb' _chemical_formula_weight 1255.81 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' 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 8.78250(10) _cell_length_b 8.54010(10) _cell_length_c 64.4472(11) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4833.76(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5836 _cell_measurement_theta_min 3 _cell_measurement_theta_max 25.04 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.005 0 0 1 0.005 1 0 0 0.135 -1 0 0 0.135 0 1 0 0.24 0 -1 0 0.24 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004) ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 6.068 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.1906 _exptl_absorpt_correction_T_max 0.938 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0754 _diffrn_reflns_av_unetI/netI 0.0485 _diffrn_reflns_number 21829 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -56 _diffrn_reflns_limit_l_max 78 _diffrn_reflns_theta_min 1.9 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 4500 _reflns_number_gt 3430 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0404P)^2^+37.0220P] 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_number_reflns 4500 _refine_ls_number_parameters 196 _refine_ls_number_restraints 175 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.1346 _refine_ls_wR_factor_gt 0.1281 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.208 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.002 _refine_diff_density_max 1.318 _refine_diff_density_min -1.991 _refine_diff_density_rms 0.157 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 1.000(3) 0.529(3) 0.9390(3) 0.176(8) Uani 1 1 d DU . . H1D H 0.9663 0.6342 0.9426 0.211 Uiso 1 1 calc R . . H1E H 1.0934 0.5393 0.9311 0.211 Uiso 1 1 calc R . . C2 C 0.885(3) 0.457(2) 0.9260(2) 0.168(7) Uani 1 1 d DU . . H2A H 0.7923 0.442 0.9339 0.201 Uiso 1 1 calc R . . H2B H 0.9206 0.3551 0.9214 0.201 Uiso 1 1 calc R . . C3 C 0.854(2) 0.5599(19) 0.90751(15) 0.123(5) Uani 1 1 d DU . . H3A H 0.7466 0.5845 0.9069 0.147 Uiso 1 1 calc R . . H3B H 0.9101 0.6574 0.909 0.147 Uiso 1 1 calc R . . C4 C 0.901(2) 0.4805(17) 0.88790(14) 0.099(4) Uani 1 1 d DU . . H4A H 0.8598 0.3751 0.8879 0.119 Uiso 1 1 calc R . . H4B H 1.0111 0.472 0.8877 0.119 Uiso 1 1 calc R . . C5 C 0.8503(17) 0.5617(15) 0.86849(12) 0.078(3) Uani 1 1 d DU . . H5A H 0.8952 0.6655 0.8681 0.094 Uiso 1 1 calc R . . H5B H 0.7406 0.5743 0.8689 0.094 Uiso 1 1 calc R . . C6 C 0.8924(16) 0.4768(14) 0.84885(12) 0.074(3) Uani 1 1 d DU . . H6A H 1.0013 0.4575 0.8489 0.089 Uiso 1 1 calc R . . H6B H 0.8417 0.3759 0.8488 0.089 Uiso 1 1 calc R . . C7 C 0.8522(16) 0.5620(13) 0.82917(12) 0.069(3) Uani 1 1 d DU . . H7A H 0.9042 0.6622 0.8291 0.083 Uiso 1 1 calc R . . H7B H 0.7436 0.5828 0.8292 0.083 Uiso 1 1 calc R . . C8 C 0.8918(16) 0.4764(13) 0.80948(12) 0.070(3) Uani 1 1 d DU . . H8A H 1.0001 0.4545 0.8095 0.084 Uiso 1 1 calc R . . H8B H 0.8388 0.3767 0.8094 0.084 Uiso 1 1 calc R . . C9 C 0.8532(16) 0.5622(15) 0.78984(13) 0.069(3) Uani 1 1 d DU . . H9A H 0.9061 0.6619 0.7899 0.083 Uiso 1 1 calc R . . H9B H 0.7448 0.584 0.7898 0.083 Uiso 1 1 calc R . . C10 C 0.8928(17) 0.4771(14) 0.77007(13) 0.072(3) Uani 1 1 d DU . . H10A H 1.0008 0.4536 0.7703 0.086 Uiso 1 1 calc R . . H10B H 0.8386 0.3781 0.7699 0.086 Uiso 1 1 calc R . . C11 C 0.8572(16) 0.5626(13) 0.75029(12) 0.068(3) Uani 1 1 d DU . . H11A H 0.7496 0.5886 0.7503 0.081 Uiso 1 1 calc R . . H11B H 0.9134 0.6604 0.7503 0.081 Uiso 1 1 calc R . . C12 C 0.8927(17) 0.4766(13) 0.73057(12) 0.072(3) Uani 1 1 d DU . . H12A H 1.0003 0.4508 0.7306 0.087 Uiso 1 1 calc R . . H12B H 0.8366 0.3787 0.7306 0.087 Uiso 1 1 calc R . . C13 C 0.8568(16) 0.5623(13) 0.71083(12) 0.070(3) Uani 1 1 d DU . . H13A H 0.9129 0.6601 0.7108 0.084 Uiso 1 1 calc R . . H13B H 0.7492 0.588 0.7108 0.084 Uiso 1 1 calc R . . C14 C 0.8927(17) 0.4753(14) 0.69114(12) 0.075(3) Uani 1 1 d DU . . H14A H 1.0003 0.4493 0.6911 0.09 Uiso 1 1 calc R . . H14B H 0.8361 0.3778 0.6911 0.09 Uiso 1 1 calc R . . C15 C 0.8566(17) 0.5635(14) 0.67158(12) 0.074(3) Uani 1 1 d DU . . H15A H 0.914 0.6605 0.6716 0.089 Uiso 1 1 calc R . . H15B H 0.7493 0.5906 0.6717 0.089 Uiso 1 1 calc R . . C16 C 0.8906(18) 0.4766(15) 0.65180(12) 0.081(4) Uani 1 1 d DU . . H16A H 0.9977 0.4489 0.6517 0.098 Uiso 1 1 calc R . . H16B H 0.8326 0.38 0.6517 0.098 Uiso 1 1 calc R . . C17 C 0.8553(19) 0.5657(16) 0.63255(14) 0.090(4) Uani 1 1 d DU . . H17A H 0.915 0.6612 0.6325 0.108 Uiso 1 1 calc R . . H17B H 0.7487 0.5953 0.6328 0.108 Uiso 1 1 calc R . . C18 C 0.887(2) 0.477(2) 0.61297(17) 0.122(6) Uani 1 1 d DU . . H18A H 0.8625 0.5415 0.6012 0.182 Uiso 1 1 calc R . . H18B H 0.8252 0.384 0.6126 0.182 Uiso 1 1 calc R . . H18C H 0.9923 0.4485 0.6125 0.182 Uiso 1 1 calc R . . N1 N 1.0324(14) 0.4404(14) 0.95853(19) 0.085(3) Uani 1 1 d U . . H1A H 1.1109 0.4841 0.9651 0.128 Uiso 1 1 calc R . . H1B H 1.0549 0.3416 0.9554 0.128 Uiso 1 1 calc R . . H1C H 0.9508 0.4427 0.9667 0.128 Uiso 1 1 calc R . . I1 I 1.06704(12) 1.01861(11) 0.951279(13) 0.0733(3) Uani 1 1 d . . . I2 I 0.69804(9) 1.19567(9) 0.991805(14) 0.0655(3) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.04333(17) Uani 1 2 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 C1 0.216(18) 0.181(16) 0.131(12) 0.053(10) -0.094(11) 0.027(14) C2 0.238(16) 0.203(14) 0.063(6) 0.034(9) -0.045(8) -0.010(13) C3 0.178(13) 0.145(11) 0.045(5) 0.006(6) -0.027(7) -0.011(11) C4 0.119(11) 0.124(10) 0.055(4) 0.014(6) -0.020(7) 0.009(9) C5 0.093(9) 0.098(8) 0.044(4) 0.003(5) -0.010(6) 0.007(7) C6 0.086(8) 0.089(8) 0.048(4) 0.003(5) -0.001(6) -0.003(7) C7 0.083(8) 0.081(7) 0.043(4) 0.001(5) 0.002(5) -0.001(6) C8 0.086(8) 0.080(7) 0.044(4) 0.001(5) 0.002(6) 0.001(6) C9 0.086(8) 0.080(7) 0.042(3) 0.000(4) -0.003(6) -0.004(7) C10 0.092(8) 0.081(7) 0.043(3) 0.005(4) 0.003(6) -0.001(7) C11 0.082(8) 0.080(7) 0.040(3) 0.002(4) -0.002(5) -0.001(6) C12 0.094(8) 0.082(7) 0.041(3) 0.000(4) -0.002(6) -0.001(7) C13 0.089(8) 0.080(7) 0.041(3) 0.001(4) 0.002(6) -0.001(7) C14 0.096(9) 0.088(8) 0.040(4) 0.000(5) -0.001(6) 0.003(7) C15 0.094(9) 0.087(7) 0.042(4) 0.001(5) -0.003(6) 0.001(7) C16 0.099(9) 0.105(9) 0.040(4) -0.003(5) -0.005(6) -0.003(8) C17 0.113(11) 0.112(10) 0.046(5) 0.006(6) -0.002(7) -0.006(9) C18 0.149(16) 0.177(17) 0.039(5) -0.008(8) -0.001(9) -0.001(13) N1 0.096(9) 0.077(7) 0.083(7) 0.008(6) -0.024(6) 0.012(6) I1 0.0879(6) 0.0851(6) 0.0468(4) -0.0014(4) 0.0077(4) 0.0018(5) I2 0.0547(4) 0.0516(4) 0.0903(6) 0.0061(4) 0.0067(4) 0.0214(3) Pb1 0.0406(3) 0.0407(3) 0.0487(3) 0.0012(2) 0.0036(2) -0.0011(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 C1 C2 1.448(10) . ? C1 N1 1.50(2) . ? C1 H1D 0.97 . ? C1 H1E 0.97 . ? C2 C3 1.506(10) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.491(10) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.498(9) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.505(9) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.504(9) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.505(9) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.501(9) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.507(15) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.502(9) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.501(9) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.501(9) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.504(9) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 C15 1.502(9) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 C16 1.505(9) . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 C17 1.488(9) . ? C16 H16A 0.97 . ? C16 H16B 0.97 . ? C17 C18 1.498(9) . ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1986(8) . ? I2 Pb1 3.1716(7) 3_477 ? I2 Pb1 3.1787(7) . ? Pb1 I2 3.1716(7) 3_577 ? Pb1 I2 3.1716(7) 7_755 ? Pb1 I2 3.1787(7) 5_777 ? Pb1 I1 3.1986(8) 5_777 ? 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 C2 C1 N1 113.6(15) . . ? C2 C1 H1D 108.9 . . ? N1 C1 H1D 108.9 . . ? C2 C1 H1E 108.8 . . ? N1 C1 H1E 108.8 . . ? H1D C1 H1E 107.7 . . ? C1 C2 C3 109.4(12) . . ? C1 C2 H2A 109.7 . . ? C3 C2 H2A 109.8 . . ? C1 C2 H2B 109.9 . . ? C3 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? C4 C3 C2 110.8(11) . . ? C4 C3 H3A 109.5 . . ? C2 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? C3 C4 C5 114.5(9) . . ? C3 C4 H4A 108.6 . . ? C5 C4 H4A 108.6 . . ? C3 C4 H4B 108.6 . . ? C5 C4 H4B 108.6 . . ? H4A C4 H4B 107.6 . . ? C4 C5 C6 114.0(9) . . ? C4 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? C4 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C7 C6 C5 114.7(8) . . ? C7 C6 H6A 108.6 . . ? C5 C6 H6A 108.6 . . ? C7 C6 H6B 108.6 . . ? C5 C6 H6B 108.6 . . ? H6A C6 H6B 107.6 . . ? C6 C7 C8 114.9(8) . . ? C6 C7 H7A 108.5 . . ? C8 C7 H7A 108.5 . . ? C6 C7 H7B 108.5 . . ? C8 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? C9 C8 C7 115.0(8) . . ? C9 C8 H8A 108.5 . . ? C7 C8 H8A 108.5 . . ? C9 C8 H8B 108.5 . . ? C7 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C8 C9 C10 115.2(9) . . ? C8 C9 H9A 108.5 . . ? C10 C9 H9A 108.5 . . ? C8 C9 H9B 108.5 . . ? C10 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? C11 C10 C9 115.8(9) . . ? C11 C10 H10A 108.3 . . ? C9 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? C9 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C12 C11 C10 115.9(8) . . ? C12 C11 H11A 108.3 . . ? C10 C11 H11A 108.3 . . ? C12 C11 H11B 108.3 . . ? C10 C11 H11B 108.3 . . ? H11A C11 H11B 107.4 . . ? C13 C12 C11 115.8(8) . . ? C13 C12 H12A 108.3 . . ? C11 C12 H12A 108.3 . . ? C13 C12 H12B 108.3 . . ? C11 C12 H12B 108.3 . . ? H12A C12 H12B 107.4 . . ? C12 C13 C14 115.5(8) . . ? C12 C13 H13A 108.4 . . ? C14 C13 H13A 108.4 . . ? C12 C13 H13B 108.4 . . ? C14 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C15 C14 C13 114.6(8) . . ? C15 C14 H14A 108.6 . . ? C13 C14 H14A 108.6 . . ? C15 C14 H14B 108.6 . . ? C13 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? C14 C15 C16 115.0(8) . . ? C14 C15 H15A 108.5 . . ? C16 C15 H15A 108.5 . . ? C14 C15 H15B 108.5 . . ? C16 C15 H15B 108.5 . . ? H15A C15 H15B 107.5 . . ? C17 C16 C15 114.4(9) . . ? C17 C16 H16A 108.7 . . ? C15 C16 H16A 108.7 . . ? C17 C16 H16B 108.7 . . ? C15 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C16 C17 C18 113.9(10) . . ? C16 C17 H17A 108.8 . . ? C18 C17 H17A 108.8 . . ? C16 C17 H17B 108.8 . . ? C18 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.4 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 149.39(3) 3_477 . ? I2 Pb1 I2 180 3_577 7_755 ? I2 Pb1 I2 93.118(7) 3_577 . ? I2 Pb1 I2 86.882(7) 7_755 . ? I2 Pb1 I2 86.882(7) 3_577 5_777 ? I2 Pb1 I2 93.118(7) 7_755 5_777 ? I2 Pb1 I2 180.00(3) . 5_777 ? I2 Pb1 I1 88.75(2) 3_577 5_777 ? I2 Pb1 I1 91.25(2) 7_755 5_777 ? I2 Pb1 I1 92.04(2) . 5_777 ? I2 Pb1 I1 87.96(2) 5_777 5_777 ? I2 Pb1 I1 91.25(2) 3_577 . ? I2 Pb1 I1 88.75(2) 7_755 . ? I2 Pb1 I1 87.96(2) . . ? I2 Pb1 I1 92.04(2) 5_777 . ? I1 Pb1 I1 180.0000(10) 5_777 . ? 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 C1 C2 C3 176.6(18) . . . . ? C1 C2 C3 C4 115(2) . . . . ? C2 C3 C4 C5 170.0(15) . . . . ? C3 C4 C5 C6 -177.5(15) . . . . ? C4 C5 C6 C7 -175.9(14) . . . . ? C5 C6 C7 C8 -179.1(13) . . . . ? C6 C7 C8 C9 -179.3(12) . . . . ? C7 C8 C9 C10 179.9(12) . . . . ? C8 C9 C10 C11 -179.0(12) . . . . ? C9 C10 C11 C12 -178.5(13) . . . . ? C10 C11 C12 C13 179.9(13) . . . . ? C11 C12 C13 C14 180.0(13) . . . . ? C12 C13 C14 C15 -179.7(13) . . . . ? C13 C14 C15 C16 -179.4(13) . . . . ? C14 C15 C16 C17 -179.6(14) . . . . ? C15 C16 C17 C18 -178.8(15) . . . . ? Pb1 I2 Pb1 I2 -28.85(5) 3_477 . . 3_577 ? Pb1 I2 Pb1 I2 151.15(5) 3_477 . . 7_755 ? Pb1 I2 Pb1 I1 60.01(6) 3_477 . . 5_777 ? Pb1 I2 Pb1 I1 -119.99(6) 3_477 . . . ? 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 I1 0.89 2.98 3.611(13) 129 7_855 N1 H1B I1 0.89 2.77 3.645(12) 167 1_545 N1 H1C I2 0.89 3 3.667(13) 133 7_755 ###END #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-08-31 at 15:02:30 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : new apex data_4b _database_code_depnum_ccdc_archive 'CCDC 692958' _audit_creation_date 2007-08-31T15:02:30-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; bis(octadecylammonium)tetraiodoplumbate(II) ; _chemical_formula_moiety '2(C18 H40 N), I4 Pb' _chemical_formula_sum 'C36 H80 I4 N2 Pb' _chemical_formula_weight 1255.81 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/a _symmetry_space_group_name_Hall '-P 2yab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.6917(9) _cell_length_b 9.0456(10) _cell_length_c 31.424(4) _cell_angle_alpha 90 _cell_angle_beta 91.586(8) _cell_angle_gamma 90 _cell_volume 2469.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 348(2) _cell_measurement_reflns_used 4128 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 20.74 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour 'ORANGE REDDISH' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.689 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.005 -1 0 0 0.005 0 -1 0 0.06 0 1 0 0.06 0 0 1 0.2 0 0 -1 0.2 _exptl_special_details ; Numerical integration absorption corrections based on indexed crystal faces were applied using the XPREP routine (Bruker, 2004) ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.938 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'Bruker XPREP (Bruker, 2004)' _exptl_absorpt_correction_T_min 0.2905 _exptl_absorpt_correction_T_max 0.9413 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 348(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0646 _diffrn_reflns_av_unetI/netI 0.0571 _diffrn_reflns_number 21316 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.3 _diffrn_reflns_theta_max 25.5 _diffrn_reflns_theta_full 25.5 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 4594 _reflns_number_gt 2621 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2004)' _computing_data_reduction 'SAINT-Plus and XPREP (Bruker 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1999) ; _computing_publication_material ; WinGX publication routines (Farrugia, 1999) and PLATON (Spek, 2002) ; #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. All C-C distances and associated angles were restrained to reasonable values (DFIX1.52(1) and DANG 2.54(2). ADP's were restrained to be equal in the directions of the bonds (SIMU 0.02 and DELU 0.005) ; _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^)+(0.0571P)^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 constr _refine_ls_extinction_method none _refine_ls_number_reflns 4594 _refine_ls_number_parameters 196 _refine_ls_number_restraints 177 _refine_ls_R_factor_all 0.0835 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.1085 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 0.895 _refine_ls_restrained_S_all 0.916 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.943 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.113 #----------------------------------------------------------------------------# # 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' H H 0 0 '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' 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' 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 0.952(2) 0.474(2) 0.8977(6) 0.265(6) Uani 1 1 d DU . . H1E H 0.847 0.5078 0.9006 0.318 Uiso 1 1 calc R . . H1D H 0.9604 0.3755 0.9094 0.318 Uiso 1 1 calc R . . C2 C 0.990(2) 0.471(2) 0.8529(6) 0.274(5) Uani 1 1 d DU . . H2A H 1.0957 0.4399 0.8504 0.329 Uiso 1 1 calc R . . H2B H 0.9811 0.5708 0.8415 0.329 Uiso 1 1 calc R . . C3 C 0.885(2) 0.368(2) 0.8260(5) 0.279(5) Uani 1 1 d DU . . H3A H 0.904 0.2648 0.8331 0.334 Uiso 1 1 calc R . . H3B H 0.7771 0.3898 0.8299 0.334 Uiso 1 1 calc R . . C4 C 0.931(2) 0.401(3) 0.7815(5) 0.273(5) Uani 1 1 d DU . . H4A H 0.9401 0.5075 0.779 0.327 Uiso 1 1 calc R . . H4B H 1.0337 0.3606 0.7781 0.327 Uiso 1 1 calc R . . C5 C 0.834(2) 0.349(2) 0.7450(5) 0.265(5) Uani 1 1 d DU . . H5A H 0.8286 0.2416 0.7464 0.318 Uiso 1 1 calc R . . H5B H 0.7305 0.386 0.7485 0.318 Uiso 1 1 calc R . . C6 C 0.883(2) 0.390(2) 0.7021(5) 0.267(5) Uani 1 1 d DU . . H6A H 0.9881 0.355 0.6995 0.32 Uiso 1 1 calc R . . H6B H 0.8871 0.497 0.7012 0.32 Uiso 1 1 calc R . . C7 C 0.796(2) 0.341(2) 0.6635(5) 0.263(5) Uani 1 1 d DU . . H7A H 0.7998 0.2334 0.6629 0.315 Uiso 1 1 calc R . . H7B H 0.6894 0.3683 0.6669 0.315 Uiso 1 1 calc R . . C8 C 0.842(2) 0.394(3) 0.6215(5) 0.267(5) Uani 1 1 d DU . . H8A H 0.9496 0.3671 0.6182 0.32 Uiso 1 1 calc R . . H8B H 0.8378 0.501 0.622 0.32 Uiso 1 1 calc R . . C9 C 0.757(2) 0.344(2) 0.5831(6) 0.266(5) Uani 1 1 d DU . . H9A H 0.7626 0.2365 0.5823 0.32 Uiso 1 1 calc R . . H9B H 0.6496 0.3695 0.5864 0.32 Uiso 1 1 calc R . . C10 C 0.804(2) 0.399(3) 0.5419(5) 0.271(5) Uani 1 1 d DU . . H10A H 0.9113 0.374 0.5383 0.325 Uiso 1 1 calc R . . H10B H 0.7961 0.5059 0.5421 0.325 Uiso 1 1 calc R . . C11 C 0.715(2) 0.342(3) 0.5047(6) 0.272(5) Uani 1 1 d DU . . H11A H 0.7219 0.2353 0.5047 0.326 Uiso 1 1 calc R . . H11B H 0.6072 0.3676 0.5083 0.326 Uiso 1 1 calc R . . C12 C 0.761(2) 0.396(3) 0.4630(5) 0.274(5) Uani 1 1 d DU . . H12A H 0.8673 0.3681 0.4594 0.328 Uiso 1 1 calc R . . H12B H 0.7576 0.5035 0.4637 0.328 Uiso 1 1 calc R . . C13 C 0.671(2) 0.347(3) 0.4248(5) 0.274(5) Uani 1 1 d DU . . H13A H 0.6677 0.2398 0.4252 0.328 Uiso 1 1 calc R . . H13B H 0.5666 0.3821 0.4274 0.328 Uiso 1 1 calc R . . C14 C 0.725(2) 0.393(3) 0.3830(6) 0.275(5) Uani 1 1 d DU . . H14A H 0.8271 0.3513 0.3795 0.33 Uiso 1 1 calc R . . H14B H 0.7364 0.4995 0.3832 0.33 Uiso 1 1 calc R . . C15 C 0.629(2) 0.352(3) 0.3452(6) 0.281(5) Uani 1 1 d DU . . H15A H 0.6126 0.2462 0.3458 0.337 Uiso 1 1 calc R . . H15B H 0.5298 0.3994 0.3476 0.337 Uiso 1 1 calc R . . C16 C 0.692(2) 0.392(3) 0.3037(6) 0.289(6) Uani 1 1 d DU . . H16A H 0.7878 0.3388 0.3 0.347 Uiso 1 1 calc R . . H16B H 0.7142 0.4966 0.3033 0.347 Uiso 1 1 calc R . . C17 C 0.583(2) 0.355(3) 0.2678(6) 0.299(6) Uani 1 1 d DU . . H17A H 0.5603 0.2501 0.2684 0.359 Uiso 1 1 calc R . . H17B H 0.4872 0.408 0.2716 0.359 Uiso 1 1 calc R . . C18 C 0.643(3) 0.393(3) 0.2262(6) 0.320(8) Uani 1 1 d DU . . H18A H 0.6041 0.3246 0.2052 0.48 Uiso 1 1 calc R . . H18B H 0.7537 0.3878 0.2275 0.48 Uiso 1 1 calc R . . H18C H 0.6119 0.4915 0.2186 0.48 Uiso 1 1 calc R . . N1 N 1.0549(14) 0.5719(13) 0.9209(4) 0.199(4) Uani 1 1 d DU . . H1A H 1.0243 0.5805 0.9475 0.299 Uiso 1 1 calc R . . H1B H 1.0542 0.6604 0.9085 0.299 Uiso 1 1 calc R . . H1C H 1.1499 0.535 0.9209 0.299 Uiso 1 1 calc R . . I1 I 0.98040(10) 0.95374(9) 0.89953(2) 0.1177(3) Uani 1 1 d . . . I2 I 0.70559(6) 1.20925(7) 0.99195(2) 0.1050(3) Uani 1 1 d . . . Pb1 Pb 1 1 1 0.06723(18) Uani 1 2 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 C1 0.184(11) 0.254(12) 0.357(11) 0.009(12) -0.005(11) -0.030(9) C2 0.202(11) 0.258(12) 0.363(10) -0.028(12) 0.005(11) -0.039(9) C3 0.210(11) 0.239(11) 0.388(10) -0.034(12) 0.018(11) -0.049(9) C4 0.211(11) 0.222(11) 0.385(10) -0.050(12) 0.021(10) -0.061(10) C5 0.199(11) 0.207(10) 0.390(10) -0.037(11) 0.021(10) -0.074(9) C6 0.203(11) 0.206(10) 0.392(10) -0.039(11) 0.027(10) -0.072(10) C7 0.195(11) 0.202(10) 0.392(10) -0.027(11) 0.027(10) -0.081(9) C8 0.199(11) 0.205(11) 0.396(10) -0.021(11) 0.033(10) -0.078(10) C9 0.192(11) 0.213(11) 0.396(10) -0.009(11) 0.030(10) -0.079(9) C10 0.196(11) 0.219(11) 0.400(10) -0.007(12) 0.036(10) -0.078(9) C11 0.195(11) 0.222(11) 0.400(10) 0.002(12) 0.031(10) -0.080(9) C12 0.196(11) 0.225(11) 0.402(10) 0.001(12) 0.036(11) -0.072(10) C13 0.192(11) 0.228(12) 0.402(10) 0.002(13) 0.035(10) -0.067(10) C14 0.190(12) 0.234(12) 0.403(10) -0.003(13) 0.042(11) -0.062(10) C15 0.197(12) 0.246(12) 0.402(10) 0.000(14) 0.038(11) -0.056(11) C16 0.207(13) 0.258(12) 0.403(10) -0.001(15) 0.045(11) -0.049(12) C17 0.220(14) 0.279(14) 0.400(11) 0.002(16) 0.044(12) -0.048(13) C18 0.247(18) 0.32(2) 0.392(11) -0.04(2) 0.078(14) -0.025(18) N1 0.165(10) 0.131(9) 0.301(11) 0.042(8) -0.003(9) 0.032(7) I1 0.1356(6) 0.1181(6) 0.0995(6) 0.0013(4) 0.0045(5) 0.0010(5) I2 0.0715(4) 0.0734(4) 0.1694(7) -0.0151(4) -0.0092(4) 0.0341(3) Pb1 0.0470(2) 0.0446(2) 0.1101(4) -0.0031(2) 0.0029(2) -0.00010(18) #----------------------------------------------------------------------------# # 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 C1 N1 1.439(9) . ? C1 C2 1.453(13) . ? C1 H1E 0.97 . ? C1 H1D 0.97 . ? C2 C3 1.543(13) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.496(13) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C4 C5 1.485(12) . ? C4 H4A 0.97 . ? C4 H4B 0.97 . ? C5 C6 1.473(13) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.481(12) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C7 C8 1.471(12) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C9 1.472(12) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 C10 1.459(13) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.476(13) . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 C12 1.465(12) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.482(13) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.467(12) . ? C13 H13A 0.97 . ? C13 H13B 0.97 . ? C14 C15 1.478(13) . ? C14 H14A 0.97 . ? C14 H14B 0.97 . ? C15 C16 1.470(13) . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C16 C17 1.491(13) . ? C16 H16A 0.97 . ? C16 H16B 0.97 . ? C17 C18 1.462(13) . ? C17 H17A 0.97 . ? C17 H17B 0.97 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? N1 H1A 0.89 . ? N1 H1B 0.89 . ? N1 H1C 0.89 . ? I1 Pb1 3.1846(8) . ? I2 Pb1 3.1873(6) . ? I2 Pb1 3.1936(6) 2_657 ? Pb1 I1 3.1846(8) 3_777 ? Pb1 I2 3.1873(6) 3_777 ? Pb1 I2 3.1936(6) 4_685 ? Pb1 I2 3.1936(6) 2_647 ? 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 C1 C2 110.5(13) . . ? N1 C1 H1E 109.6 . . ? C2 C1 H1E 109.6 . . ? N1 C1 H1D 109.6 . . ? C2 C1 H1D 109.6 . . ? H1E C1 H1D 108.1 . . ? C1 C2 C3 113.5(15) . . ? C1 C2 H2A 108.9 . . ? C3 C2 H2A 108.9 . . ? C1 C2 H2B 108.9 . . ? C3 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? C4 C3 C2 102.7(13) . . ? C4 C3 H3A 111.2 . . ? C2 C3 H3A 111.2 . . ? C4 C3 H3B 111.2 . . ? C2 C3 H3B 111.2 . . ? H3A C3 H3B 109.1 . . ? C5 C4 C3 119.7(15) . . ? C5 C4 H4A 107.4 . . ? C3 C4 H4A 107.4 . . ? C5 C4 H4B 107.4 . . ? C3 C4 H4B 107.4 . . ? H4A C4 H4B 106.9 . . ? C6 C5 C4 116.8(14) . . ? C6 C5 H5A 108.1 . . ? C4 C5 H5A 108.1 . . ? C6 C5 H5B 108.1 . . ? C4 C5 H5B 108.1 . . ? H5A C5 H5B 107.3 . . ? C5 C6 C7 121.2(14) . . ? C5 C6 H6A 107 . . ? C7 C6 H6A 107 . . ? C5 C6 H6B 107 . . ? C7 C6 H6B 107 . . ? H6A C6 H6B 106.8 . . ? C8 C7 C6 119.3(14) . . ? C8 C7 H7A 107.5 . . ? C6 C7 H7A 107.5 . . ? C8 C7 H7B 107.5 . . ? C6 C7 H7B 107.5 . . ? H7A C7 H7B 107 . . ? C7 C8 C9 119.3(14) . . ? C7 C8 H8A 107.5 . . ? C9 C8 H8A 107.5 . . ? C7 C8 H8B 107.5 . . ? C9 C8 H8B 107.5 . . ? H8A C8 H8B 107 . . ? C10 C9 C8 118.4(14) . . ? C10 C9 H9A 107.7 . . ? C8 C9 H9A 107.7 . . ? C10 C9 H9B 107.7 . . ? C8 C9 H9B 107.7 . . ? H9A C9 H9B 107.1 . . ? C9 C10 C11 115.5(15) . . ? C9 C10 H10A 108.4 . . ? C11 C10 H10A 108.4 . . ? C9 C10 H10B 108.4 . . ? C11 C10 H10B 108.4 . . ? H10A C10 H10B 107.5 . . ? C12 C11 C10 116.1(14) . . ? C12 C11 H11A 108.3 . . ? C10 C11 H11A 108.3 . . ? C12 C11 H11B 108.3 . . ? C10 C11 H11B 108.3 . . ? H11A C11 H11B 107.4 . . ? C11 C12 C13 118.3(14) . . ? C11 C12 H12A 107.7 . . ? C13 C12 H12A 107.7 . . ? C11 C12 H12B 107.7 . . ? C13 C12 H12B 107.7 . . ? H12A C12 H12B 107.1 . . ? C14 C13 C12 117.9(14) . . ? C14 C13 H13A 107.8 . . ? C12 C13 H13A 107.8 . . ? C14 C13 H13B 107.8 . . ? C12 C13 H13B 107.8 . . ? H13A C13 H13B 107.2 . . ? C13 C14 C15 117.5(14) . . ? C13 C14 H14A 107.9 . . ? C15 C14 H14A 107.9 . . ? C13 C14 H14B 107.9 . . ? C15 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? C16 C15 C14 116.0(14) . . ? C16 C15 H15A 108.3 . . ? C14 C15 H15A 108.3 . . ? C16 C15 H15B 108.3 . . ? C14 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? C15 C16 C17 112.0(15) . . ? C15 C16 H16A 109.2 . . ? C17 C16 H16A 109.2 . . ? C15 C16 H16B 109.2 . . ? C17 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? C18 C17 C16 112.8(16) . . ? C18 C17 H17A 109 . . ? C16 C17 H17A 109 . . ? C18 C17 H17B 109 . . ? C16 C17 H17B 109 . . ? H17A C17 H17B 107.8 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C1 N1 H1A 109.5 . . ? C1 N1 H1B 109.5 . . ? H1A N1 H1B 109.5 . . ? C1 N1 H1C 109.5 . . ? H1A N1 H1C 109.5 . . ? H1B N1 H1C 109.5 . . ? Pb1 I2 Pb1 158.83(2) . 2_657 ? I1 Pb1 I1 180.0000(10) 3_777 . ? I1 Pb1 I2 91.23(2) 3_777 . ? I1 Pb1 I2 88.77(2) . . ? I1 Pb1 I2 88.77(2) 3_777 3_777 ? I1 Pb1 I2 91.23(2) . 3_777 ? I2 Pb1 I2 180 . 3_777 ? I1 Pb1 I2 87.46(2) 3_777 4_685 ? I1 Pb1 I2 92.54(2) . 4_685 ? I2 Pb1 I2 87.387(9) . 4_685 ? I2 Pb1 I2 92.613(9) 3_777 4_685 ? I1 Pb1 I2 92.54(2) 3_777 2_647 ? I1 Pb1 I2 87.46(2) . 2_647 ? I2 Pb1 I2 92.613(9) . 2_647 ? I2 Pb1 I2 87.387(9) 3_777 2_647 ? I2 Pb1 I2 180 4_685 2_647 ? 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 C1 C2 C3 179.4(17) . . . . ? C1 C2 C3 C4 172(2) . . . . ? C2 C3 C4 C5 -166(2) . . . . ? C3 C4 C5 C6 178(2) . . . . ? C4 C5 C6 C7 179(2) . . . . ? C5 C6 C7 C8 175(2) . . . . ? C6 C7 C8 C9 179(2) . . . . ? C7 C8 C9 C10 179(2) . . . . ? C8 C9 C10 C11 179(2) . . . . ? C9 C10 C11 C12 -180(2) . . . . ? C10 C11 C12 C13 -178(2) . . . . ? C11 C12 C13 C14 -176(2) . . . . ? C12 C13 C14 C15 -176(2) . . . . ? C13 C14 C15 C16 -176(2) . . . . ? C14 C15 C16 C17 -176(2) . . . . ? C15 C16 C17 C18 -180(2) . . . . ? Pb1 I2 Pb1 I1 57.87(8) 2_657 . . 3_777 ? Pb1 I2 Pb1 I1 -122.13(8) 2_657 . . . ? Pb1 I2 Pb1 I2 -29.53(9) 2_657 . . 4_685 ? Pb1 I2 Pb1 I2 150.47(9) 2_657 . . 2_647 ? 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 3.03 3.811(13) 148 2_647 N1 H1B I1 0.89 2.74 3.574(11) 156 . N1 H1C I1 0.89 2.97 3.784(12) 153 4_675 ###END