# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_p212121 _database_code_depnum_ccdc_archive 'CCDC 919679' #TrackingRef 'p212121 Pb.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H11 Cl3 N2 Pb' _chemical_formula_weight 424.71 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M 'P 21 21 21' 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' _cell_length_a 8.1267(5) _cell_length_b 9.1916(6) _cell_length_c 14.8385(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1108.40(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.545 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 15.896 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.578 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8412 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0375 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 28.68 _reflns_number_total 2832 _reflns_number_gt 2736 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.007(4) _refine_ls_number_reflns 2832 _refine_ls_number_parameters 111 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0149 _refine_ls_R_factor_gt 0.0140 _refine_ls_wR_factor_ref 0.0322 _refine_ls_wR_factor_gt 0.0319 _refine_ls_goodness_of_fit_ref 0.829 _refine_ls_restrained_S_all 0.829 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.346045(12) 0.766144(10) 0.497838(7) 0.01002(3) Uani 1 1 d . . . Cl1 Cl 0.19259(9) 0.56745(8) 0.40201(5) 0.01616(16) Uani 1 1 d . . . Cl3 Cl 0.54362(9) 0.55650(8) 0.56863(4) 0.01320(14) Uani 1 1 d . . . Cl2 Cl 0.12900(8) 0.71344(8) 0.63894(4) 0.01300(14) Uani 1 1 d . . . N1 N 0.0769(3) 0.2562(2) 0.65554(17) 0.0105(5) Uani 1 1 d . . . N2 N 0.3297(3) 0.2174(3) 0.69362(14) 0.0100(5) Uani 1 1 d . . . C6 C 0.5020(3) 0.2429(3) 0.71686(18) 0.0140(6) Uani 1 1 d . . . H6A H 0.5368 0.3346 0.6923 0.021 Uiso 1 1 calc R . . H6B H 0.5686 0.1663 0.6923 0.021 Uiso 1 1 calc R . . H6C H 0.5138 0.2446 0.7812 0.021 Uiso 1 1 calc R . . C2 C 0.0945(3) 0.1082(3) 0.66517(19) 0.0135(7) Uani 1 1 d . . . H2 H 0.0133 0.0381 0.6569 0.016 Uiso 1 1 calc R . . C1 C 0.2203(4) 0.3200(3) 0.67253(16) 0.0112(6) Uani 1 1 d . . . H1 H 0.2409 0.4194 0.6701 0.013 Uiso 1 1 calc R . . C4 C -0.0755(3) 0.3297(3) 0.62613(19) 0.0141(6) Uani 1 1 d . . . H4A H -0.0652 0.4334 0.6367 0.017 Uiso 1 1 calc R . . H4B H -0.1672 0.2943 0.6618 0.017 Uiso 1 1 calc R . . C5 C -0.1107(4) 0.3034(4) 0.52771(19) 0.0188(7) Uani 1 1 d . . . H5A H -0.0214 0.3404 0.4921 0.028 Uiso 1 1 calc R . . H5B H -0.2106 0.3523 0.5111 0.028 Uiso 1 1 calc R . . H5C H -0.1225 0.2009 0.5172 0.028 Uiso 1 1 calc R . . C3 C 0.2536(4) 0.0844(3) 0.68919(16) 0.0134(6) Uani 1 1 d . . . H3 H 0.3020 -0.0055 0.7005 0.016 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.00889(6) 0.00931(5) 0.01186(5) 0.00019(5) 0.00007(5) -0.00045(4) Cl1 0.0146(4) 0.0141(4) 0.0198(4) -0.0040(3) -0.0038(3) 0.0003(3) Cl3 0.0117(3) 0.0109(3) 0.0170(3) 0.0019(3) 0.0008(3) 0.0005(3) Cl2 0.0123(3) 0.0149(3) 0.0118(3) 0.0006(3) 0.0012(3) 0.0001(3) N1 0.0094(13) 0.0111(14) 0.0109(12) -0.0012(9) 0.0007(8) 0.0002(11) N2 0.0076(12) 0.0119(12) 0.0103(11) 0.0005(9) -0.0008(9) -0.0011(11) C6 0.0077(15) 0.0192(17) 0.0150(14) -0.0019(12) -0.0006(10) -0.0001(13) C2 0.0142(16) 0.0115(15) 0.0147(16) 0.0002(12) -0.0003(11) -0.0031(13) C1 0.0135(15) 0.0099(14) 0.0103(13) -0.0014(11) 0.0004(11) 0.0014(14) C4 0.0090(14) 0.0171(15) 0.0163(16) 0.0001(12) 0.0013(11) 0.0044(13) C5 0.0181(17) 0.0206(16) 0.0177(15) -0.0008(13) -0.0046(11) 0.0053(15) C3 0.0173(16) 0.0088(13) 0.0141(14) 0.0015(11) -0.0012(12) 0.0002(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pb1 Cl1 2.6292(7) . ? Pb1 Cl3 2.7193(7) . ? Pb1 Cl2 2.7802(7) . ? Pb1 Cl2 3.0728(7) 3_566 ? Cl2 Pb1 3.0728(7) 3_466 ? N1 C1 1.329(3) . ? N1 C2 1.375(3) . ? N1 C4 1.477(3) . ? N2 C1 1.333(3) . ? N2 C3 1.372(3) . ? N2 C6 1.461(3) . ? C2 C3 1.359(4) . ? C4 C5 1.508(4) . ? 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 Cl1 Pb1 Cl3 89.81(2) . . ? Cl1 Pb1 Cl2 89.16(2) . . ? Cl3 Pb1 Cl2 87.72(2) . . ? Cl1 Pb1 Cl2 92.30(2) . 3_566 ? Cl3 Pb1 Cl2 81.75(2) . 3_566 ? Cl2 Pb1 Cl2 169.363(17) . 3_566 ? Pb1 Cl2 Pb1 88.092(19) . 3_466 ? C1 N1 C2 109.0(2) . . ? C1 N1 C4 126.1(2) . . ? C2 N1 C4 124.8(2) . . ? C1 N2 C3 108.6(2) . . ? C1 N2 C6 125.5(3) . . ? C3 N2 C6 125.9(3) . . ? C3 C2 N1 106.6(3) . . ? N1 C1 N2 108.5(2) . . ? N1 C4 C5 111.8(2) . . ? C2 C3 N2 107.3(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.726 _refine_diff_density_min -0.619 _refine_diff_density_rms 0.101