Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Christopher Ziegler' _publ_contact_author_address ; Department of Chemistry University of Akron 302 Buchtel Mall Akron OH 44325 UNITED STATES OF AMERICA ; _publ_contact_author_email ZIEGLER@UAKRON.EDU _publ_section_title ; Investigating the topochemical polymerization of aniline derivatives in Pb(II) borate scaffolds ; loop_ _publ_author_name 'C. Ziegler' 'Anil Cetin' 'Matthew Espe' 'Saida Ortiz-Colon' data_1 _database_code_depnum_ccdc_archive 'CCDC 647534' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H19 B N9 O3 Pb' _chemical_formula_weight 639.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8415(11) _cell_length_b 8.9151(11) _cell_length_c 14.2785(18) _cell_angle_alpha 81.486(2) _cell_angle_beta 80.621(2) _cell_angle_gamma 79.454(2) _cell_volume 1083.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7638 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 28.35 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 7.828 _exptl_absorpt_correction_type 'Empirical SADABS' _exptl_absorpt_correction_T_min 0.4686 _exptl_absorpt_correction_T_max 0.6956 _exptl_absorpt_process_details ? _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.673627 ; _diffrn_ambient_temperature 373(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9380 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4933 _reflns_number_gt 4603 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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.Hydrogen atoms were placed in ideal positions and were refined isotropically. ; _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^)+(0.0692P)^2^+12.7436P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4933 _refine_ls_number_parameters 299 _refine_ls_number_restraints 198 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1325 _refine_ls_wR_factor_gt 0.1307 _refine_ls_goodness_of_fit_ref 1.150 _refine_ls_restrained_S_all 1.132 _refine_ls_shift/su_max 0.001 _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 B1 B 0.7207(11) 0.8445(10) 0.3668(7) 0.0134(17) Uani 1 1 d U . . C1 C 0.8775(14) 0.8223(13) 0.5124(8) 0.036(3) Uani 1 1 d U . . H1 H 0.9328 0.9028 0.4903 0.043 Uiso 1 1 calc R . . C2 C 0.8933(13) 0.7240(12) 0.5946(7) 0.028(2) Uani 1 1 d U . . H2 H 0.9600 0.7279 0.6380 0.034 Uiso 1 1 calc R . . C3 C 0.7221(11) 0.6590(11) 0.5253(6) 0.0195(17) Uani 1 1 d U . . H3 H 0.6476 0.6068 0.5122 0.023 Uiso 1 1 calc R . . C4 C 0.4360(9) 0.7925(9) 0.4154(6) 0.0144(15) Uani 1 1 d U . . H4 H 0.4077 0.8525 0.4655 0.017 Uiso 1 1 calc R . . C5 C 0.3453(9) 0.7038(9) 0.3867(6) 0.0130(15) Uani 1 1 d U . . H5 H 0.2444 0.6930 0.4142 0.016 Uiso 1 1 calc R . . C6 C 0.5663(9) 0.6799(9) 0.2935(5) 0.0113(14) Uani 1 1 d U . . H6 H 0.6456 0.6506 0.2451 0.014 Uiso 1 1 calc R . . C7 C 0.7807(10) 1.1256(9) 0.3536(6) 0.0168(16) Uani 1 1 d U . . H7 H 0.8798 1.1007 0.3714 0.020 Uiso 1 1 calc R . . C8 C 0.7068(10) 1.2693(10) 0.3249(7) 0.0196(17) Uani 1 1 d U . . H8 H 0.7478 1.3595 0.3203 0.024 Uiso 1 1 calc R . . C9 C 0.5521(10) 1.1125(10) 0.3191(6) 0.0192(17) Uani 1 1 d U . . H9 H 0.4665 1.0730 0.3089 0.023 Uiso 1 1 calc R . . C10 C 0.8863(10) 0.8527(9) 0.1945(6) 0.0159(16) Uani 1 1 d U . . H10 H 0.8230 0.9323 0.1627 0.019 Uiso 1 1 calc R . . C11 C 1.0229(10) 0.7706(10) 0.1560(6) 0.0171(16) Uani 1 1 d U . . H11 H 1.0675 0.7846 0.0924 0.020 Uiso 1 1 calc R . . C12 C 0.9811(9) 0.6790(9) 0.3067(6) 0.0138(15) Uani 1 1 d U . . H12 H 0.9910 0.6191 0.3652 0.017 Uiso 1 1 calc R . . C13 C 0.4329(10) 0.3853(10) 0.9307(6) 0.0156(15) Uani 1 1 d U . . C14 C 0.3209(10) 0.3197(9) 1.0120(6) 0.0144(15) Uani 1 1 d U . . C15 C 0.1757(10) 0.4050(10) 1.0381(6) 0.0156(16) Uani 1 1 d U . . H15 H 0.1473 0.5029 1.0069 0.019 Uiso 1 1 calc R . . C16 C 0.0730(10) 0.3413(10) 1.1121(7) 0.0196(17) Uani 1 1 d U . . H16 H -0.0241 0.3977 1.1304 0.024 Uiso 1 1 calc R . . C17 C 0.1150(10) 0.1939(10) 1.1586(6) 0.0185(17) Uani 1 1 d U . . H17 H 0.0439 0.1513 1.2057 0.022 Uiso 1 1 calc R . . C18 C 0.2640(11) 0.1087(10) 1.1350(6) 0.0187(17) Uani 1 1 d U . . C19 C 0.3665(10) 0.1729(9) 1.0611(6) 0.0156(16) Uani 1 1 d U . . H19 H 0.4651 0.1185 1.0442 0.019 Uiso 1 1 calc R . . N1 N 0.7664(8) 0.7826(8) 0.4678(5) 0.0130(13) Uani 1 1 d U . . N2 N 0.7944(9) 0.6181(8) 0.6029(5) 0.0182(14) Uani 1 1 d U . . N3 N 0.5759(8) 0.7773(8) 0.3573(5) 0.0123(13) Uani 1 1 d U . . N4 N 0.4291(8) 0.6323(8) 0.3094(5) 0.0144(13) Uani 1 1 d U . . N5 N 0.6814(8) 1.0241(8) 0.3514(5) 0.0119(13) Uani 1 1 d U . . N6 N 0.5630(9) 1.2605(8) 0.3040(5) 0.0180(14) Uani 1 1 d U . . N7 N 0.8604(8) 0.7933(7) 0.2913(5) 0.0120(13) Uani 1 1 d U . . N8 N 1.0851(9) 0.6627(9) 0.2269(5) 0.0188(15) Uani 1 1 d U . . N9 N 0.3101(10) -0.0357(9) 1.1859(6) 0.0225(16) Uani 1 1 d U . . H9A H 0.3777 -0.0940 1.1475 0.034 Uiso 1 1 calc R . . H9B H 0.2273 -0.0811 1.2072 0.034 Uiso 1 1 calc R . . H9C H 0.3546 -0.0234 1.2352 0.034 Uiso 1 1 calc R . . O1 O 0.5738(7) 0.3176(7) 0.9168(4) 0.0179(12) Uani 1 1 d U . . O2 O 0.3802(7) 0.5042(7) 0.8768(4) 0.0167(12) Uani 1 1 d U . . O3 O 0.7475(9) 0.1875(9) 0.0715(6) 0.0327(16) Uani 1 1 d U . . Pb1 Pb 0.64927(3) 0.53827(3) 0.783657(19) 0.01101(11) Uani 1 1 d U . . 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 B1 0.015(4) 0.008(4) 0.018(4) -0.003(3) -0.003(3) -0.003(3) C1 0.051(6) 0.036(5) 0.030(5) 0.019(4) -0.029(4) -0.028(4) C2 0.036(5) 0.027(5) 0.027(4) 0.005(4) -0.013(4) -0.019(4) C3 0.023(4) 0.021(4) 0.017(4) 0.003(3) -0.005(3) -0.011(3) C4 0.017(4) 0.009(3) 0.017(4) -0.001(3) -0.005(3) 0.000(3) C5 0.014(3) 0.010(3) 0.016(3) -0.002(3) -0.003(3) -0.003(3) C6 0.016(3) 0.007(3) 0.010(3) 0.000(3) -0.003(3) -0.002(3) C7 0.018(4) 0.010(3) 0.024(4) 0.000(3) -0.006(3) -0.006(3) C8 0.021(4) 0.010(4) 0.028(4) -0.002(3) -0.004(3) -0.004(3) C9 0.018(4) 0.016(4) 0.024(4) 0.001(3) -0.007(3) -0.003(3) C10 0.021(4) 0.009(3) 0.018(4) 0.000(3) -0.004(3) -0.002(3) C11 0.021(4) 0.015(4) 0.016(4) -0.003(3) 0.001(3) -0.006(3) C12 0.014(3) 0.003(3) 0.024(4) 0.002(3) -0.007(3) 0.001(3) C13 0.019(4) 0.014(4) 0.015(3) -0.004(3) -0.004(3) -0.005(3) C14 0.018(4) 0.014(4) 0.013(3) -0.004(3) -0.005(3) -0.003(3) C15 0.018(4) 0.014(4) 0.015(3) 0.000(3) -0.008(3) 0.001(3) C16 0.015(4) 0.019(4) 0.025(4) -0.004(3) -0.004(3) -0.003(3) C17 0.023(4) 0.020(4) 0.015(4) -0.003(3) -0.005(3) -0.007(3) C18 0.027(4) 0.015(4) 0.017(4) -0.001(3) -0.006(3) -0.008(3) C19 0.020(4) 0.012(3) 0.016(3) -0.003(3) -0.004(3) -0.001(3) N1 0.018(3) 0.007(3) 0.016(3) 0.000(2) -0.006(3) -0.004(2) N2 0.019(3) 0.015(3) 0.022(3) 0.001(3) -0.006(3) -0.003(3) N3 0.017(3) 0.011(3) 0.012(3) -0.001(2) -0.005(2) -0.006(2) N4 0.018(3) 0.010(3) 0.016(3) -0.002(2) -0.003(3) -0.005(2) N5 0.013(3) 0.008(3) 0.015(3) -0.001(2) -0.003(2) -0.004(2) N6 0.019(3) 0.010(3) 0.025(3) 0.000(3) -0.005(3) -0.002(3) N7 0.018(3) 0.005(3) 0.012(3) -0.001(2) -0.001(2) -0.003(2) N8 0.018(3) 0.015(3) 0.022(3) -0.003(3) -0.004(3) 0.003(3) N9 0.029(4) 0.019(4) 0.020(3) 0.001(3) -0.005(3) -0.006(3) O1 0.021(3) 0.015(3) 0.016(3) 0.000(2) -0.003(2) -0.001(2) O2 0.020(3) 0.013(3) 0.016(3) 0.001(2) -0.003(2) -0.001(2) O3 0.038(4) 0.025(4) 0.037(4) -0.002(3) -0.013(3) -0.003(3) Pb1 0.01486(16) 0.00586(15) 0.01281(16) -0.00063(10) -0.00341(10) -0.00206(10) _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 B1 N3 1.542(11) . ? B1 N7 1.550(11) . ? B1 N1 1.555(11) . ? B1 N5 1.566(11) . ? C1 C2 1.367(13) . ? C1 N1 1.377(11) . ? C1 H1 0.9300 . ? C2 N2 1.381(12) . ? C2 H2 0.9300 . ? C3 N2 1.340(11) . ? C3 N1 1.352(11) . ? C3 H3 0.9300 . ? C4 C5 1.368(11) . ? C4 N3 1.369(11) . ? C4 H4 0.9300 . ? C5 N4 1.394(10) . ? C5 H5 0.9300 . ? C6 N4 1.331(10) . ? C6 N3 1.370(10) . ? C6 H6 0.9300 . ? C7 C8 1.365(12) . ? C7 N5 1.378(10) . ? C7 H7 0.9300 . ? C8 N6 1.371(11) . ? C8 H8 0.9300 . ? C9 N6 1.324(11) . ? C9 N5 1.369(11) . ? C9 H9 0.9300 . ? C10 C11 1.370(12) . ? C10 N7 1.402(10) . ? C10 H10 0.9300 . ? C11 N8 1.397(11) . ? C11 H11 0.9300 . ? C12 N8 1.350(11) . ? C12 H12 0.9300 . ? C12 N7 1.355(10) . ? C13 O2 1.276(10) . ? C13 O1 1.279(11) . ? C13 C14 1.517(11) . ? C14 C15 1.392(11) . ? C14 C19 1.412(11) . ? C15 C16 1.401(12) . ? C15 H15 0.9300 . ? C16 C17 1.396(13) . ? C16 H16 0.9300 . ? C17 C18 1.411(13) . ? C17 H17 0.9300 . ? C18 C19 1.401(12) . ? C18 N9 1.407(11) . ? C19 H19 0.9300 . ? N2 Pb1 2.743(7) . ? N4 Pb1 2.417(7) 2_666 ? N6 Pb1 2.679(7) 2_676 ? N8 Pb1 2.678(7) 2_766 ? N9 H9A 0.8900 . ? N9 H9B 0.8900 . ? N9 H9C 0.8900 . ? O1 Pb1 2.624(6) . ? O2 Pb1 2.576(6) . ? Pb1 N4 2.417(7) 2_666 ? Pb1 N8 2.678(7) 2_766 ? Pb1 N6 2.679(7) 2_676 ? 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 N3 B1 N7 111.8(7) . . ? N3 B1 N1 107.6(6) . . ? N7 B1 N1 108.2(7) . . ? N3 B1 N5 108.9(7) . . ? N7 B1 N5 108.2(6) . . ? N1 B1 N5 112.3(6) . . ? C2 C1 N1 108.9(9) . . ? N1 C1 H1 123.1 . . ? C2 C1 H1 123.1 . . ? C1 C2 N2 109.0(9) . . ? C1 C2 H2 128.3 . . ? N2 C2 H2 128.3 . . ? N2 C3 N1 114.5(8) . . ? N2 C3 H3 122.3 . . ? N1 C3 H3 122.2 . . ? C5 C4 N3 107.8(7) . . ? C5 C4 H4 127.2 . . ? N3 C4 H4 127.2 . . ? C4 C5 N4 108.7(7) . . ? N4 C6 H6 120.9 . . ? N3 C6 H6 121.0 . . ? N4 C6 N3 111.5(7) . . ? C8 C7 H7 122.2 . . ? N5 C7 H7 122.2 . . ? C8 C7 N5 107.3(7) . . ? C7 C8 H8 129.5 . . ? N6 C8 H8 129.5 . . ? C7 C8 N6 109.6(7) . . ? N6 C9 H9 124.9 . . ? N5 C9 H9 125.0 . . ? N6 C9 N5 112.2(8) . . ? C11 C10 N7 106.6(7) . . ? C11 C10 H10 124.8 . . ? N7 C10 H10 124.8 . . ? C12 C10 H10 160.7 . . ? C10 C11 N8 109.7(7) . . ? N8 C11 H11 125.5 . . ? C10 C11 H11 125.5 . . ? N8 C12 N7 111.8(7) . . ? N7 C12 H12 117.0 . . ? N8 C12 H12 117.0 . . ? C10 C12 H12 165.1 . . ? O2 C13 O1 122.5(8) . . ? O2 C13 C14 118.0(7) . . ? O1 C13 C14 119.4(7) . . ? C15 C14 C19 120.6(8) . . ? C15 C14 C13 120.0(7) . . ? C19 C14 C13 119.4(7) . . ? C14 C15 C16 119.1(8) . . ? C16 C15 H15 112.8 . . ? C14 C15 H15 112.8 . . ? C17 C16 C15 120.5(8) . . ? C17 C16 H16 121.5 . . ? C15 C16 H16 121.6 . . ? C16 C17 C18 120.8(8) . . ? C16 C17 H17 117.3 . . ? C18 C17 H17 117.3 . . ? C19 C18 N9 120.7(8) . . ? C19 C18 C17 118.4(8) . . ? N9 C18 C17 120.9(8) . . ? C18 C19 C14 120.4(8) . . ? C14 C19 H19 113.3 . . ? C18 C19 H19 113.3 . . ? C3 N1 C1 103.8(7) . . ? C3 N1 B1 126.6(7) . . ? C1 N1 B1 128.9(7) . . ? C3 N2 C2 103.8(7) . . ? C3 N2 Pb1 124.5(6) . . ? C2 N2 Pb1 116.1(6) . . ? C4 N3 C6 106.3(7) . . ? C4 N3 B1 127.0(7) . . ? C6 N3 B1 126.5(7) . . ? C6 N4 C5 105.7(7) . . ? C6 N4 Pb1 124.9(5) . 2_666 ? C5 N4 Pb1 129.3(5) . 2_666 ? C9 N5 C7 105.4(7) . . ? C9 N5 B1 127.6(7) . . ? C7 N5 B1 126.4(7) . . ? C9 N6 C8 105.5(7) . . ? C9 N6 Pb1 120.1(6) . 2_676 ? C8 N6 Pb1 133.2(6) . 2_676 ? C12 N7 C10 106.7(7) . . ? C12 N7 B1 125.8(7) . . ? C10 N7 B1 127.4(7) . . ? C12 N8 C11 105.2(7) . . ? C12 N8 Pb1 125.0(5) . 2_766 ? C11 N8 Pb1 129.8(5) . 2_766 ? C13 O1 Pb1 91.8(5) . . ? C13 O2 Pb1 94.1(5) . . ? C18 N9 H9A 109.5 . . ? C18 N9 H9B 109.5 . . ? H9A N9 H9B 109.5 . . ? C18 N9 H9C 109.5 . . ? H9A N9 H9C 109.5 . . ? H9B N9 H9C 109.5 . . ? N4 Pb1 O2 79.2(2) 2_666 . ? N4 Pb1 O1 78.6(2) 2_666 . ? O2 Pb1 O1 51.02(19) . . ? N4 Pb1 N8 83.2(2) 2_666 2_766 ? O2 Pb1 N8 129.3(2) . 2_766 ? O1 Pb1 N8 79.1(2) . 2_766 ? N4 Pb1 N6 81.1(2) 2_666 2_676 ? O2 Pb1 N6 72.6(2) . 2_676 ? O1 Pb1 N6 122.5(2) . 2_676 ? N8 Pb1 N6 149.6(2) 2_766 2_676 ? N4 Pb1 N2 77.2(2) 2_666 . ? O2 Pb1 N2 141.7(2) . . ? O1 Pb1 N2 147.6(2) . . ? N8 Pb1 N2 76.9(2) 2_766 . ? N6 Pb1 N2 74.3(2) 2_676 . ? _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.914 _refine_diff_density_max 6.020 _refine_diff_density_min -2.926 _refine_diff_density_rms 0.301 # Attachment '21.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 647535' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H21 B N9 O3 Pb' _chemical_formula_weight 641.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7632(5) _cell_length_b 9.0574(5) _cell_length_c 14.0903(8) _cell_angle_alpha 84.1630(10) _cell_angle_beta 82.5060(10) _cell_angle_gamma 77.1090(10) _cell_volume 1077.82(11) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8896 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.28 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.976 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 618 _exptl_absorpt_coefficient_mu 7.870 _exptl_absorpt_correction_type 'Empirical SADABS' _exptl_absorpt_correction_T_min 0.3931 _exptl_absorpt_correction_T_max 0.6943 _exptl_absorpt_process_details ? _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.566252 ; _diffrn_ambient_temperature 373(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9614 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5014 _reflns_number_gt 4917 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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.Hydrogen atoms were placed in ideal positions and were refined isotropically except on the solvent molecule. ; _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^)+(0.0166P)^2^+0.8332P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5014 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0172 _refine_ls_R_factor_gt 0.0168 _refine_ls_wR_factor_ref 0.0416 _refine_ls_wR_factor_gt 0.0415 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.003 _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 B1 B 0.6536(3) 0.7982(3) 1.13204(18) 0.0093(5) Uani 1 1 d . . . C1 C 0.6571(3) 0.6582(3) 0.97554(17) 0.0139(5) Uani 1 1 d . . . H1 H 0.5636 0.6242 0.9905 0.017 Uiso 1 1 calc R . . C2 C 0.7615(3) 0.6298(3) 0.89583(17) 0.0151(5) Uani 1 1 d . . . H2 H 0.7503 0.5729 0.8468 0.018 Uiso 1 1 calc R . . C3 C 0.8540(3) 0.7661(3) 0.97985(17) 0.0128(4) Uani 1 1 d . . . H3 H 0.9192 0.8216 1.0006 0.015 Uiso 1 1 calc R . . C4 C 0.6961(3) 1.0744(3) 1.08150(16) 0.0129(4) Uani 1 1 d . . . H4 H 0.6398 1.0943 1.0284 0.015 Uiso 1 1 calc R . . C5 C 0.7748(3) 1.1688(3) 1.11404(16) 0.0120(4) Uani 1 1 d . . . H5 H 0.7809 1.2656 1.0868 0.014 Uiso 1 1 calc R . . C6 C 0.8061(3) 0.9634(3) 1.20825(16) 0.0112(4) Uani 1 1 d . . . H6 H 0.8379 0.8916 1.2578 0.013 Uiso 1 1 calc R . . C7 C 0.6669(3) 0.6607(3) 1.30483(16) 0.0138(5) Uani 1 1 d . . . H7 H 0.5950 0.7340 1.3388 0.017 Uiso 1 1 calc R . . C8 C 0.7446(3) 0.5246(3) 1.34147(17) 0.0142(5) Uani 1 1 d . . . H8 H 0.7352 0.4894 1.4059 0.017 Uiso 1 1 calc R . . C9 C 0.8192(3) 0.5376(3) 1.19020(17) 0.0133(5) Uani 1 1 d . . . H9 H 0.8705 0.5137 1.1299 0.016 Uiso 1 1 calc R . . C10 C 0.3779(3) 0.7270(3) 1.15670(17) 0.0129(4) Uani 1 1 d . . . H10 H 0.4119 0.6238 1.1485 0.015 Uiso 1 1 calc R . . C11 C 0.2269(3) 0.8020(3) 1.17931(17) 0.0133(4) Uani 1 1 d . . . H11 H 0.1394 0.7579 1.1885 0.016 Uiso 1 1 calc R . . C12 C 0.3718(3) 0.9667(3) 1.16772(16) 0.0113(4) Uani 1 1 d . . . H12 H 0.4040 1.0578 1.1679 0.014 Uiso 1 1 calc R . . C13 C 1.1288(3) 1.0066(3) 0.57154(16) 0.0115(4) Uani 1 1 d . . . C14 C 1.2015(3) 1.1097(3) 0.49883(16) 0.0123(4) Uani 1 1 d . . . C15 C 1.1329(3) 1.2649(3) 0.48999(17) 0.0148(5) Uani 1 1 d . . . H15 H 1.0385 1.3016 0.5268 0.018 Uiso 1 1 calc R . . C16 C 1.2031(3) 1.3646(3) 0.42750(17) 0.0161(5) Uani 1 1 d . . . H16 H 1.1543 1.4669 0.4212 0.019 Uiso 1 1 calc R . . C17 C 1.3479(3) 1.3116(3) 0.37358(16) 0.0148(5) Uani 1 1 d . . . C18 C 1.4144(3) 1.1556(3) 0.37955(17) 0.0159(5) Uani 1 1 d . . . H18 H 1.5076 1.1184 0.3417 0.019 Uiso 1 1 calc R . . C19 C 1.3420(3) 1.0567(3) 0.44175(17) 0.0142(5) Uani 1 1 d . . . H19 H 1.3877 0.9535 0.4455 0.017 Uiso 1 1 calc R . . H13 H 0.790(4) 0.230(4) 0.615(2) 0.024(9) Uiso 1 1 d . . . H14 H 0.734(4) 0.257(4) 0.538(3) 0.022(9) Uiso 1 1 d . . . N1 N 0.8870(2) 0.6984(2) 0.89869(14) 0.0135(4) Uani 1 1 d . . . N2 N 0.7156(2) 0.7468(2) 1.03014(13) 0.0100(4) Uani 1 1 d . . . N3 N 0.7151(2) 0.9425(2) 1.14229(13) 0.0091(4) Uani 1 1 d . . . N4 N 0.8445(2) 1.0983(2) 1.19397(14) 0.0114(4) Uani 1 1 d . . . N5 N 0.7150(2) 0.6699(2) 1.20685(14) 0.0101(4) Uani 1 1 d . . . N6 N 0.8400(2) 0.4460(2) 1.26901(15) 0.0148(4) Uani 1 1 d . . . N7 N 0.4720(2) 0.8335(2) 1.14814(13) 0.0093(4) Uani 1 1 d . . . N8 N 0.2229(2) 0.9539(2) 1.18658(14) 0.0133(4) Uani 1 1 d . . . N9 N 1.4202(3) 1.4139(3) 0.31383(15) 0.0200(5) Uani 1 1 d . . . H9A H 1.5240 1.3783 0.3069 0.030 Uiso 1 1 calc R . . H9B H 1.3988 1.5029 0.3397 0.030 Uiso 1 1 calc R . . H9C H 1.3843 1.4260 0.2567 0.030 Uiso 1 1 calc R . . O1 O 1.1888(2) 0.86564(19) 0.58051(12) 0.0143(3) Uani 1 1 d . . . O2 O 1.0080(2) 1.06646(19) 0.62666(11) 0.0125(3) Uani 1 1 d . . . O3 O 0.7213(2) 0.2880(2) 0.59008(15) 0.0200(4) Uani 1 1 d . . . Pb1 Pb 0.970027(9) 0.825681(8) 0.717758(5) 0.00876(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0091(11) 0.0081(11) 0.0104(11) 0.0005(9) -0.0014(9) -0.0017(9) C1 0.0149(11) 0.0133(11) 0.0155(11) -0.0022(9) -0.0023(9) -0.0066(9) C2 0.0215(13) 0.0126(11) 0.0126(11) -0.0027(9) -0.0002(9) -0.0068(9) C3 0.0116(11) 0.0123(11) 0.0149(11) -0.0008(9) -0.0017(8) -0.0033(8) C4 0.0155(11) 0.0108(11) 0.0125(10) 0.0027(9) -0.0028(9) -0.0037(9) C5 0.0123(11) 0.0098(11) 0.0142(10) 0.0000(8) -0.0019(8) -0.0032(8) C6 0.0098(10) 0.0109(11) 0.0126(10) 0.0002(8) -0.0019(8) -0.0016(8) C7 0.0163(11) 0.0132(11) 0.0110(10) -0.0023(9) 0.0011(9) -0.0021(9) C8 0.0173(11) 0.0122(11) 0.0140(11) -0.0008(9) -0.0025(9) -0.0046(9) C9 0.0142(11) 0.0104(11) 0.0141(11) -0.0009(9) -0.0016(9) 0.0001(9) C10 0.0130(11) 0.0106(11) 0.0157(11) -0.0011(9) 0.0002(9) -0.0045(9) C11 0.0116(11) 0.0124(11) 0.0165(11) -0.0023(9) 0.0007(9) -0.0046(9) C12 0.0119(11) 0.0102(11) 0.0121(10) -0.0019(8) -0.0009(8) -0.0026(8) C13 0.0133(11) 0.0136(11) 0.0104(10) -0.0010(8) -0.0044(8) -0.0066(9) C14 0.0148(11) 0.0133(11) 0.0103(10) 0.0013(8) -0.0023(8) -0.0068(9) C15 0.0172(12) 0.0142(12) 0.0140(11) -0.0035(9) -0.0007(9) -0.0050(9) C16 0.0235(13) 0.0107(11) 0.0159(11) -0.0006(9) -0.0035(9) -0.0071(9) C17 0.0209(12) 0.0154(12) 0.0118(10) 0.0002(9) -0.0039(9) -0.0106(10) C18 0.0143(11) 0.0179(12) 0.0158(11) 0.0007(9) 0.0001(9) -0.0063(9) C19 0.0145(11) 0.0137(12) 0.0154(11) 0.0003(9) -0.0033(9) -0.0047(9) N1 0.0158(10) 0.0107(10) 0.0135(9) -0.0008(7) 0.0007(8) -0.0028(8) N2 0.0114(9) 0.0087(9) 0.0100(9) -0.0015(7) -0.0019(7) -0.0016(7) N3 0.0084(9) 0.0094(9) 0.0098(8) -0.0010(7) -0.0018(7) -0.0018(7) N4 0.0118(9) 0.0102(9) 0.0130(9) -0.0012(7) -0.0019(7) -0.0037(7) N5 0.0095(9) 0.0094(9) 0.0114(9) -0.0016(7) -0.0006(7) -0.0021(7) N6 0.0167(10) 0.0101(10) 0.0164(10) 0.0000(8) -0.0032(8) -0.0002(8) N7 0.0095(9) 0.0075(9) 0.0112(9) -0.0001(7) -0.0015(7) -0.0026(7) N8 0.0121(9) 0.0113(10) 0.0155(9) -0.0004(8) 0.0003(8) -0.0015(7) N9 0.0269(12) 0.0186(11) 0.0173(10) 0.0024(8) 0.0003(9) -0.0138(9) O1 0.0150(8) 0.0118(8) 0.0152(8) 0.0018(6) -0.0001(6) -0.0031(6) O2 0.0146(8) 0.0120(8) 0.0108(7) 0.0008(6) 0.0002(6) -0.0039(6) O3 0.0231(10) 0.0153(9) 0.0208(10) -0.0043(8) -0.0017(8) -0.0016(8) Pb1 0.00919(5) 0.00787(5) 0.00960(5) -0.00044(3) -0.00126(3) -0.00257(3) _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 B1 N5 1.540(3) . ? B1 N7 1.542(3) . ? B1 N2 1.547(3) . ? B1 N3 1.547(3) . ? C1 C2 1.360(3) . ? C1 N2 1.383(3) . ? C1 H1 0.9500 . ? C2 N1 1.385(3) . ? C2 H2 0.9500 . ? C3 N1 1.321(3) . ? C3 N2 1.360(3) . ? C3 H3 0.9500 . ? C4 C5 1.358(3) . ? C4 N3 1.389(3) . ? C4 H4 0.9500 . ? C5 N4 1.381(3) . ? C5 H5 0.9500 . ? C6 N4 1.329(3) . ? C6 N3 1.353(3) . ? C6 H6 0.9500 . ? C7 C8 1.356(3) . ? C7 N5 1.390(3) . ? C7 H7 0.9500 . ? C8 N6 1.381(3) . ? C8 H8 0.9500 . ? C9 N6 1.324(3) . ? C9 N5 1.356(3) . ? C9 H9 0.9500 . ? C10 C11 1.360(3) . ? C10 N7 1.390(3) . ? C10 H10 0.9500 . ? C11 N8 1.382(3) . ? C11 H11 0.9500 . ? C12 N8 1.325(3) . ? C12 N7 1.355(3) . ? C12 H12 0.9500 . ? C13 O1 1.268(3) . ? C13 O2 1.278(3) . ? C13 C14 1.493(3) . ? C14 C19 1.397(3) . ? C14 C15 1.400(3) . ? C15 C16 1.384(3) . ? C15 H15 0.9500 . ? C16 C17 1.403(4) . ? C16 H16 0.9500 . ? C17 N9 1.391(3) . ? C17 C18 1.402(4) . ? C18 C19 1.387(3) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? N1 Pb1 2.766(2) . ? N4 Pb1 2.4213(19) 2_777 ? N6 Pb1 2.650(2) 2_767 ? N8 Pb1 2.666(2) 2_677 ? N9 H9A 0.9100 . ? N9 H9B 0.9100 . ? N9 H9C 0.9100 . ? O1 Pb1 2.5973(17) . ? O2 Pb1 2.4813(16) . ? O3 H13 0.80(4) . ? O3 H14 0.80(3) . ? Pb1 N4 2.4213(19) 2_777 ? Pb1 N6 2.650(2) 2_767 ? Pb1 N8 2.666(2) 2_677 ? 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 N5 B1 N7 107.97(18) . . ? N5 B1 N2 109.20(18) . . ? N7 B1 N2 111.62(18) . . ? N5 B1 N3 110.99(18) . . ? N7 B1 N3 109.88(18) . . ? N2 B1 N3 107.22(18) . . ? C2 C1 N2 107.4(2) . . ? C2 C1 H1 126.3 . . ? N2 C1 H1 126.3 . . ? C1 C2 N1 109.8(2) . . ? C1 C2 H2 125.1 . . ? N1 C2 H2 125.1 . . ? N1 C3 N2 113.5(2) . . ? N1 C3 H3 123.3 . . ? N2 C3 H3 123.3 . . ? C5 C4 N3 107.3(2) . . ? C5 C4 H4 126.4 . . ? N3 C4 H4 126.4 . . ? C4 C5 N4 109.2(2) . . ? C4 C5 H5 125.4 . . ? N4 C5 H5 125.4 . . ? N4 C6 N3 112.1(2) . . ? N4 C6 H6 124.0 . . ? N3 C6 H6 124.0 . . ? C8 C7 N5 106.9(2) . . ? C8 C7 H7 126.6 . . ? N5 C7 H7 126.6 . . ? C7 C8 N6 109.9(2) . . ? C7 C8 H8 125.0 . . ? N6 C8 H8 125.0 . . ? N6 C9 N5 112.7(2) . . ? N6 C9 H9 123.6 . . ? N5 C9 H9 123.6 . . ? C11 C10 N7 107.1(2) . . ? C11 C10 H10 126.4 . . ? N7 C10 H10 126.4 . . ? C10 C11 N8 109.7(2) . . ? C10 C11 H11 125.1 . . ? N8 C11 H11 125.1 . . ? N8 C12 N7 113.0(2) . . ? N8 C12 H12 123.5 . . ? N7 C12 H12 123.5 . . ? O1 C13 O2 121.4(2) . . ? O1 C13 C14 121.0(2) . . ? O2 C13 C14 117.6(2) . . ? C19 C14 C15 118.4(2) . . ? C19 C14 C13 121.5(2) . . ? C15 C14 C13 120.0(2) . . ? C16 C15 C14 121.2(2) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C15 C16 C17 120.0(2) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? N9 C17 C18 121.5(2) . . ? N9 C17 C16 119.5(2) . . ? C18 C17 C16 119.0(2) . . ? C19 C18 C17 120.3(2) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C14 121.0(2) . . ? C18 C19 H19 119.5 . . ? C14 C19 H19 119.5 . . ? C3 N1 C2 104.5(2) . . ? C3 N1 Pb1 127.29(16) . . ? C2 N1 Pb1 109.51(15) . . ? C3 N2 C1 104.94(19) . . ? C3 N2 B1 125.51(19) . . ? C1 N2 B1 129.1(2) . . ? C6 N3 C4 105.79(19) . . ? C6 N3 B1 127.43(19) . . ? C4 N3 B1 126.67(18) . . ? C6 N4 C5 105.69(19) . . ? C6 N4 Pb1 123.73(15) . 2_777 ? C5 N4 Pb1 130.05(15) . 2_777 ? C9 N5 C7 105.48(19) . . ? C9 N5 B1 127.28(19) . . ? C7 N5 B1 127.1(2) . . ? C9 N6 C8 105.0(2) . . ? C9 N6 Pb1 126.68(16) . 2_767 ? C8 N6 Pb1 128.35(16) . 2_767 ? C12 N7 C10 105.22(19) . . ? C12 N7 B1 128.81(19) . . ? C10 N7 B1 125.58(19) . . ? C12 N8 C11 104.9(2) . . ? C12 N8 Pb1 115.91(15) . 2_677 ? C11 N8 Pb1 134.64(15) . 2_677 ? C17 N9 H9A 109.5 . . ? C17 N9 H9B 109.5 . . ? H9A N9 H9B 109.5 . . ? C17 N9 H9C 109.5 . . ? H9A N9 H9C 109.5 . . ? H9B N9 H9C 109.5 . . ? C13 O1 Pb1 90.82(14) . . ? C13 O2 Pb1 95.96(14) . . ? H13 O3 H14 101(3) . . ? N4 Pb1 O2 77.95(6) 2_777 . ? N4 Pb1 O1 79.03(6) 2_777 . ? O2 Pb1 O1 51.78(5) . . ? N4 Pb1 N6 84.45(6) 2_777 2_767 ? O2 Pb1 N6 131.22(6) . 2_767 ? O1 Pb1 N6 80.46(6) . 2_767 ? N4 Pb1 N8 79.96(6) 2_777 2_677 ? O2 Pb1 N8 74.50(6) . 2_677 ? O1 Pb1 N8 125.15(6) . 2_677 ? N6 Pb1 N8 145.97(6) 2_767 2_677 ? N4 Pb1 N1 80.37(6) 2_777 . ? O2 Pb1 N1 143.54(6) . . ? O1 Pb1 N1 148.92(6) . . ? N6 Pb1 N1 74.59(6) 2_767 . ? N8 Pb1 N1 73.09(6) 2_677 . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 1.072 _refine_diff_density_min -1.158 _refine_diff_density_rms 0.110 # Attachment '31.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 647536' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H21 B N9 O4 Pb S' _chemical_formula_weight 677.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3409(11) _cell_length_b 11.1636(15) _cell_length_c 12.3672(16) _cell_angle_alpha 89.295(2) _cell_angle_beta 71.341(2) _cell_angle_gamma 82.638(2) _cell_volume 1081.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4917 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 28.18 _exptl_crystal_description plate _exptl_crystal_colour clear _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.080 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 654 _exptl_absorpt_coefficient_mu 7.945 _exptl_absorpt_correction_type 'Empirical SADABS' _exptl_absorpt_correction_T_min 0.5337 _exptl_absorpt_correction_T_max 0.7417 _exptl_absorpt_process_details ? _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.719532 ; _diffrn_ambient_temperature 373(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9595 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5016 _reflns_number_gt 4678 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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.Hydrogen atoms were placed in ideal positions and were refined isotropically. ; _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^)+(0.0304P)^2^+0.7216P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5016 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0767 _refine_ls_wR_factor_gt 0.0751 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.001 _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 B1 B 1.8446(7) 0.7115(5) -0.0747(5) 0.0127(11) Uani 1 1 d . . . C1 C 1.5549(6) 0.7617(4) 0.0824(4) 0.0129(10) Uani 1 1 d . . . H1 H 1.5294 0.8375 0.0555 0.016 Uiso 1 1 calc R . . C2 C 1.5472(6) 0.6035(5) 0.1857(5) 0.0194(11) Uani 1 1 d . . . H2 H 1.5134 0.5510 0.2453 0.023 Uiso 1 1 calc R . . C3 C 1.6889(6) 0.5847(4) 0.0968(5) 0.0156(10) Uani 1 1 d . . . H3 H 1.7685 0.5155 0.0817 0.019 Uiso 1 1 calc R . . C4 C 1.8189(6) 0.9369(4) -0.1323(4) 0.0127(10) Uani 1 1 d . . . H4 H 1.8979 0.9600 -0.1007 0.015 Uiso 1 1 calc R . . C5 C 1.6293(6) 0.9421(4) -0.2156(4) 0.0143(10) Uani 1 1 d . . . H5 H 1.5519 0.9700 -0.2531 0.017 Uiso 1 1 calc R . . C6 C 1.6612(6) 0.8260(4) -0.1867(4) 0.0137(10) Uani 1 1 d . . . H6 H 1.6100 0.7610 -0.2003 0.016 Uiso 1 1 calc R . . C7 C 1.8018(7) 0.5118(4) -0.1609(5) 0.0157(10) Uani 1 1 d . . . H7 H 1.6911 0.5100 -0.1123 0.019 Uiso 1 1 calc R . . C8 C 2.0375(7) 0.4665(5) -0.2924(5) 0.0181(11) Uani 1 1 d . . . H8 H 2.1238 0.4258 -0.3529 0.022 Uiso 1 1 calc R . . C9 C 2.0485(6) 0.5696(4) -0.2429(4) 0.0157(10) Uani 1 1 d . . . H9 H 2.1412 0.6131 -0.2635 0.019 Uiso 1 1 calc R . . C10 C 1.9954(7) 0.7450(4) 0.0705(5) 0.0152(10) Uani 1 1 d . . . H10 H 1.9084 0.7221 0.1324 0.018 Uiso 1 1 calc R . . C11 C 2.2251(6) 0.8085(4) -0.0284(4) 0.0144(10) Uani 1 1 d . . . H11 H 2.3296 0.8382 -0.0489 0.017 Uiso 1 1 calc R . . C12 C 2.1434(6) 0.7839(4) -0.1020(5) 0.0142(10) Uani 1 1 d . . . H12 H 2.1803 0.7931 -0.1806 0.017 Uiso 1 1 calc R . . C13 C 0.5211(6) 0.7456(4) 0.5282(4) 0.0139(10) Uani 1 1 d . . . C14 C 0.5639(6) 0.6296(4) 0.5587(5) 0.0158(10) Uani 1 1 d . . . H14 H 0.4889 0.5726 0.5673 0.019 Uiso 1 1 calc R . . C15 C 0.7193(7) 0.5988(5) 0.5765(4) 0.0172(11) Uani 1 1 d . . . H15 H 0.7480 0.5209 0.5978 0.021 Uiso 1 1 calc R . . C16 C 0.8321(7) 0.6819(4) 0.5633(4) 0.0159(10) Uani 1 1 d . . . H16 H 0.9379 0.6591 0.5728 0.019 Uiso 1 1 calc R . . C17 C 0.7880(6) 0.8000(5) 0.5356(4) 0.0153(10) Uani 1 1 d . . . C18 C 0.6322(6) 0.8307(4) 0.5163(4) 0.0145(10) Uani 1 1 d . . . H18 H 0.6028 0.9086 0.4954 0.017 Uiso 1 1 calc R . . N1 N 1.6978(5) 0.6852(3) 0.0309(4) 0.0121(8) Uani 1 1 d . . . N2 N 1.4558(5) 0.7168(4) 0.1748(4) 0.0151(9) Uani 1 1 d . . . N3 N 1.7833(5) 0.8222(3) -0.1334(4) 0.0115(8) Uani 1 1 d . . . N4 N 1.7296(5) 1.0123(4) -0.1808(4) 0.0164(9) Uani 1 1 d . . . N5 N 1.8977(5) 0.5994(4) -0.1560(4) 0.0119(8) Uani 1 1 d . . . N6 N 1.8816(5) 0.4296(4) -0.2414(4) 0.0146(9) Uani 1 1 d . . . N7 N 1.9933(5) 0.7420(4) -0.0370(4) 0.0128(8) Uani 1 1 d . . . N8 N 2.1330(5) 0.7837(4) 0.0802(4) 0.0147(9) Uani 1 1 d . . . N9 N 0.8990(5) 0.8863(4) 0.5243(4) 0.0172(9) Uani 1 1 d . . . H9A H 0.9584 0.8711 0.5723 0.026 Uiso 1 1 calc R . . H9B H 0.8390 0.9595 0.5403 0.026 Uiso 1 1 calc R . . H9C H 0.9702 0.8834 0.4530 0.026 Uiso 1 1 calc R . . O1 O 0.3498(5) 0.8827(3) 0.4222(3) 0.0185(8) Uani 1 1 d . . . O2 O 0.2775(5) 0.6824(3) 0.4638(3) 0.0210(8) Uani 1 1 d . . . O3 O 0.2049(5) 0.8333(3) 0.6167(3) 0.0196(8) Uani 1 1 d . . . O4 O 0.8253(6) 0.9423(4) 0.2694(4) 0.0386(11) Uani 1 1 d . . . Pb1 Pb 1.16475(2) 0.795846(15) 0.273465(15) 0.01098(7) Uani 1 1 d . . . S1 S 0.32397(15) 0.78831(11) 0.50585(11) 0.0134(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.010(3) 0.014(3) 0.016(3) 0.004(2) -0.006(2) -0.003(2) C1 0.009(2) 0.015(2) 0.014(2) -0.0007(19) -0.0028(19) -0.0016(18) C2 0.007(2) 0.029(3) 0.028(3) 0.009(2) -0.012(2) -0.006(2) C3 0.008(2) 0.012(2) 0.027(3) 0.004(2) -0.007(2) -0.0017(18) C4 0.014(2) 0.010(2) 0.016(3) 0.0009(19) -0.006(2) -0.0029(18) C5 0.015(2) 0.013(2) 0.017(3) 0.0007(19) -0.007(2) 0.0000(19) C6 0.011(2) 0.013(2) 0.019(3) 0.002(2) -0.006(2) -0.0040(19) C7 0.014(2) 0.014(2) 0.019(3) 0.003(2) -0.005(2) -0.0043(19) C8 0.020(3) 0.014(2) 0.018(3) -0.001(2) -0.004(2) 0.000(2) C9 0.012(2) 0.016(2) 0.016(3) 0.002(2) 0.000(2) -0.0054(19) C10 0.017(3) 0.016(2) 0.016(3) 0.003(2) -0.008(2) -0.006(2) C11 0.012(2) 0.013(2) 0.019(3) 0.002(2) -0.006(2) -0.0024(19) C12 0.010(2) 0.016(2) 0.016(3) 0.003(2) -0.0026(19) -0.0029(19) C13 0.009(2) 0.017(2) 0.014(3) -0.003(2) -0.0021(19) -0.0003(19) C14 0.011(2) 0.015(2) 0.021(3) -0.001(2) -0.003(2) -0.0023(19) C15 0.021(3) 0.015(2) 0.014(3) 0.001(2) -0.005(2) 0.000(2) C16 0.015(3) 0.018(2) 0.015(3) -0.001(2) -0.008(2) 0.002(2) C17 0.009(2) 0.018(2) 0.017(3) -0.001(2) -0.0004(19) -0.0049(19) C18 0.016(2) 0.011(2) 0.018(3) 0.0007(19) -0.008(2) -0.0032(19) N1 0.0088(19) 0.0097(19) 0.020(2) -0.0001(16) -0.0070(17) -0.0019(15) N2 0.011(2) 0.018(2) 0.016(2) -0.0007(17) -0.0027(17) -0.0032(17) N3 0.0090(19) 0.0103(19) 0.015(2) -0.0013(16) -0.0036(16) -0.0007(15) N4 0.014(2) 0.014(2) 0.022(2) 0.0008(18) -0.0060(18) -0.0028(17) N5 0.011(2) 0.0109(19) 0.015(2) 0.0014(16) -0.0052(17) -0.0016(15) N6 0.017(2) 0.012(2) 0.014(2) 0.0012(17) -0.0043(17) -0.0029(17) N7 0.009(2) 0.0130(19) 0.015(2) 0.0031(16) -0.0009(16) -0.0025(16) N8 0.012(2) 0.013(2) 0.018(2) 0.0013(17) -0.0040(17) -0.0032(16) N9 0.011(2) 0.018(2) 0.022(2) -0.0010(18) -0.0029(18) -0.0051(17) O1 0.0157(18) 0.0157(18) 0.024(2) 0.0053(15) -0.0069(16) -0.0018(14) O2 0.0181(19) 0.0148(18) 0.033(2) -0.0013(16) -0.0110(17) -0.0051(15) O3 0.0130(18) 0.029(2) 0.018(2) 0.0010(16) -0.0060(15) -0.0015(15) O4 0.041(3) 0.037(3) 0.032(3) -0.001(2) -0.006(2) 0.003(2) Pb1 0.00872(10) 0.01027(9) 0.01372(10) -0.00004(7) -0.00300(7) -0.00198(6) S1 0.0107(6) 0.0131(6) 0.0177(6) 0.0017(5) -0.0059(5) -0.0026(4) _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 B1 N1 1.534(7) . ? B1 N7 1.534(7) . ? B1 N3 1.539(7) . ? B1 N5 1.541(7) . ? C1 N2 1.314(6) . ? C1 N1 1.350(6) . ? C1 H1 0.9300 . ? C2 C3 1.327(7) . ? C2 N2 1.420(7) . ? C2 H2 0.9300 . ? C3 N1 1.374(6) . ? C3 H3 0.9300 . ? C4 N4 1.318(6) . ? C4 N3 1.352(6) . ? C4 H4 0.9300 . ? C5 C6 1.357(6) . ? C5 N4 1.380(6) . ? C5 H5 0.9300 . ? C6 N3 1.375(6) . ? C6 H6 0.9300 . ? C7 N6 1.310(7) . ? C7 N5 1.355(6) . ? C7 H7 0.9300 . ? C8 C9 1.337(7) . ? C8 N6 1.366(7) . ? C8 H8 0.9300 . ? C9 N5 1.373(6) . ? C9 H9 0.9300 . ? C10 N8 1.316(6) . ? C10 N7 1.336(7) . ? C10 H10 0.9300 . ? C11 C12 1.348(7) . ? C11 N8 1.362(6) . ? C11 H11 0.9300 . ? C12 N7 1.389(6) . ? C12 H12 0.9300 . ? C13 C14 1.380(7) . ? C13 C18 1.384(7) . ? C13 S1 1.759(5) . ? C14 C15 1.383(7) . ? C14 H14 0.9300 . ? C15 C16 1.376(7) . ? C15 H15 0.9300 . ? C16 C17 1.391(7) . ? C16 H16 0.9300 . ? C17 C18 1.395(7) . ? C17 N9 1.395(6) . ? C18 H18 0.9300 . ? N2 Pb1 2.396(4) . ? N4 Pb1 2.540(4) 2_875 ? N6 Pb1 2.648(4) 2_865 ? N8 Pb1 2.495(4) 1_655 ? N9 H9A 0.8900 . ? N9 H9B 0.8900 . ? N9 H9C 0.8900 . ? O1 S1 1.454(4) . ? O1 Pb1 2.992(4) 1_455 ? O2 S1 1.442(4) . ? O2 Pb1 3.012(4) 1_455 ? O3 S1 1.462(4) . ? Pb1 N8 2.495(4) 1_455 ? Pb1 N4 2.540(4) 2_875 ? Pb1 N6 2.648(4) 2_865 ? Pb1 O1 2.992(4) 1_655 ? Pb1 O2 3.012(4) 1_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 N7 109.1(4) . . ? N1 B1 N3 108.9(4) . . ? N7 B1 N3 108.2(4) . . ? N1 B1 N5 108.4(4) . . ? N7 B1 N5 111.6(4) . . ? N3 B1 N5 110.6(4) . . ? N2 C1 N1 112.4(4) . . ? N2 C1 H1 123.8 . . ? N1 C1 H1 123.8 . . ? C3 C2 N2 108.7(5) . . ? C3 C2 H2 125.6 . . ? N2 C2 H2 125.6 . . ? C2 C3 N1 108.2(5) . . ? C2 C3 H3 125.9 . . ? N1 C3 H3 125.9 . . ? N4 C4 N3 112.8(4) . . ? N4 C4 H4 123.6 . . ? N3 C4 H4 123.6 . . ? C6 C5 N4 109.4(4) . . ? C6 C5 H5 125.3 . . ? N4 C5 H5 125.3 . . ? C5 C6 N3 107.3(4) . . ? C5 C6 H6 126.4 . . ? N3 C6 H6 126.4 . . ? N6 C7 N5 112.9(5) . . ? N6 C7 H7 123.5 . . ? N5 C7 H7 123.5 . . ? C9 C8 N6 110.4(5) . . ? C9 C8 H8 124.8 . . ? N6 C8 H8 124.8 . . ? C8 C9 N5 107.3(4) . . ? C8 C9 H9 126.3 . . ? N5 C9 H9 126.3 . . ? N8 C10 N7 113.3(5) . . ? N8 C10 H10 123.4 . . ? N7 C10 H10 123.4 . . ? C12 C11 N8 110.5(4) . . ? C12 C11 H11 124.8 . . ? N8 C11 H11 124.8 . . ? C11 C12 N7 106.3(5) . . ? C11 C12 H12 126.8 . . ? N7 C12 H12 126.8 . . ? C14 C13 C18 120.3(5) . . ? C14 C13 S1 120.7(4) . . ? C18 C13 S1 119.1(4) . . ? C13 C14 C15 119.4(5) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 121.0(5) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C17 120.0(5) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 119.0(4) . . ? C16 C17 N9 120.9(5) . . ? C18 C17 N9 120.1(5) . . ? C13 C18 C17 120.3(5) . . ? C13 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C1 N1 C3 106.1(4) . . ? C1 N1 B1 126.0(4) . . ? C3 N1 B1 127.8(4) . . ? C1 N2 C2 104.5(4) . . ? C1 N2 Pb1 125.2(3) . . ? C2 N2 Pb1 129.2(3) . . ? C4 N3 C6 105.6(4) . . ? C4 N3 B1 128.7(4) . . ? C6 N3 B1 125.3(4) . . ? C4 N4 C5 105.0(4) . . ? C4 N4 Pb1 122.6(3) . 2_875 ? C5 N4 Pb1 125.9(3) . 2_875 ? C7 N5 C9 104.8(4) . . ? C7 N5 B1 127.4(4) . . ? C9 N5 B1 127.8(4) . . ? C7 N6 C8 104.6(4) . . ? C7 N6 Pb1 132.6(3) . 2_865 ? C8 N6 Pb1 119.8(3) . 2_865 ? C10 N7 C12 105.3(4) . . ? C10 N7 B1 125.7(4) . . ? C12 N7 B1 128.7(4) . . ? C10 N8 C11 104.7(4) . . ? C10 N8 Pb1 118.8(3) . 1_655 ? C11 N8 Pb1 136.5(3) . 1_655 ? C17 N9 H9A 109.5 . . ? C17 N9 H9B 109.5 . . ? H9A N9 H9B 109.5 . . ? C17 N9 H9C 109.5 . . ? H9A N9 H9C 109.5 . . ? H9B N9 H9C 109.5 . . ? S1 O1 Pb1 99.06(17) . 1_455 ? S1 O2 Pb1 98.53(18) . 1_455 ? N2 Pb1 N8 83.70(14) . 1_455 ? N2 Pb1 N4 80.92(14) . 2_875 ? N8 Pb1 N4 76.42(14) 1_455 2_875 ? N2 Pb1 N6 81.73(14) . 2_865 ? N8 Pb1 N6 73.42(13) 1_455 2_865 ? N4 Pb1 N6 146.55(14) 2_875 2_865 ? N2 Pb1 O1 77.40(13) . 1_655 ? N8 Pb1 O1 148.51(12) 1_455 1_655 ? N4 Pb1 O1 75.90(12) 2_875 1_655 ? N6 Pb1 O1 127.25(11) 2_865 1_655 ? N2 Pb1 O2 78.15(13) . 1_655 ? N8 Pb1 O2 150.88(12) 1_455 1_655 ? N4 Pb1 O2 122.11(12) 2_875 1_655 ? N6 Pb1 O2 81.53(11) 2_865 1_655 ? O1 Pb1 O2 47.07(9) 1_655 1_655 ? O2 S1 O1 111.7(2) . . ? O2 S1 O3 113.0(2) . . ? O1 S1 O3 111.8(2) . . ? O2 S1 C13 107.2(2) . . ? O1 S1 C13 106.8(2) . . ? O3 S1 C13 105.8(2) . . ? _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.930 _refine_diff_density_max 2.490 _refine_diff_density_min -1.367 _refine_diff_density_rms 0.183