# Electronic Supplementary Material (ESI) for CrystEngComm # 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_m+p21c #TrackingRef 'm+p21c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H18 N2 O8 Pb2' _chemical_formula_sum 'C24 H18 N2 O8 Pb2' _chemical_formula_weight 876.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3030(3) _cell_length_b 5.1690(2) _cell_length_c 24.7981(8) _cell_angle_alpha 90.00 _cell_angle_beta 98.872(2) _cell_angle_gamma 90.00 _cell_volume 1178.20(7) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9873 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 30.15 _exptl_crystal_description cubic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 14.325 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3168 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_process_details 'SADABS; Bruker, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41978 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 30.22 _reflns_number_total 3479 _reflns_number_gt 3158 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'XPW (Siemens, 1996)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^ > 2\s(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^+3.1673P] 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 3479 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.0916 _refine_ls_wR_factor_gt 0.0899 _refine_ls_goodness_of_fit_ref 1.323 _refine_ls_restrained_S_all 1.323 _refine_ls_shift/su_max 0.004 _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 0.92551(3) 0.25811(6) 0.440002(12) 0.03088(9) Uani 1 1 d . . . O3 O 0.9548(8) -0.1548(13) 0.3959(2) 0.0479(16) Uani 1 1 d . . . O1 O 0.8532(5) -0.0551(12) 0.4999(2) 0.0320(12) Uani 1 1 d . . . O4 O 0.9318(11) 0.1629(14) 0.3382(4) 0.073(3) Uani 1 1 d . . . O2 O 0.7236(7) -0.4157(13) 0.5015(3) 0.0453(16) Uani 1 1 d . . . N1 N 0.6629(6) 0.1151(12) 0.4147(2) 0.0241(12) Uani 1 1 d . . . C10 C 0.5610(8) 0.2347(17) 0.3766(3) 0.0309(15) Uani 1 1 d . . . C1 C 0.7421(8) -0.1963(15) 0.4850(3) 0.0286(15) Uani 1 1 d . . . C12 C 0.9694(11) -0.2477(19) 0.3036(4) 0.047(2) Uani 1 1 d . . . H12A H 0.8796 -0.3369 0.2917 0.070 Uiso 1 1 calc R . . H12B H 1.0441 -0.3711 0.3164 0.070 Uiso 1 1 calc R . . H12C H 0.9969 -0.1519 0.2736 0.070 Uiso 1 1 calc R . . C4 C 0.3732(8) -0.0429(17) 0.4033(3) 0.0340(17) Uani 1 1 d . . . H4 H 0.2766 -0.0951 0.4003 0.041 Uiso 1 1 calc R . . C3 C 0.4785(8) -0.1630(15) 0.4395(3) 0.0278(14) Uani 1 1 d . . . H3 H 0.4548 -0.3006 0.4606 0.033 Uiso 1 1 calc R . . C5 C 0.4130(8) 0.1615(16) 0.3707(3) 0.0301(15) Uani 1 1 d . . . C2 C 0.6227(7) -0.0747(14) 0.4441(3) 0.0242(13) Uani 1 1 d . . . C9 C 0.6045(9) 0.4336(17) 0.3436(3) 0.0360(18) Uani 1 1 d . . . H9 H 0.7023 0.4793 0.3473 0.043 Uiso 1 1 calc R . . C8 C 0.5063(10) 0.5591(19) 0.3067(4) 0.043(2) Uani 1 1 d . . . H8 H 0.5361 0.6918 0.2856 0.051 Uiso 1 1 calc R . . C6 C 0.3138(9) 0.2998(18) 0.3314(4) 0.0390(19) Uani 1 1 d . . . H6 H 0.2153 0.2594 0.3271 0.047 Uiso 1 1 calc R . . C11 C 0.9505(8) -0.0681(17) 0.3483(4) 0.0358(18) Uani 1 1 d . . . C7 C 0.3594(10) 0.488(2) 0.3004(4) 0.044(2) Uani 1 1 d . . . H7 H 0.2924 0.5711 0.2745 0.053 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 0.02888(13) 0.02807(14) 0.03548(15) 0.00554(13) 0.00427(10) -0.00228(13) O3 0.071(5) 0.038(3) 0.033(3) -0.002(3) 0.002(3) 0.013(3) O1 0.022(2) 0.042(3) 0.029(3) 0.008(2) -0.004(2) -0.003(2) O4 0.119(7) 0.030(3) 0.081(6) 0.005(4) 0.054(5) 0.007(4) O2 0.040(3) 0.039(3) 0.056(4) 0.013(3) 0.004(3) -0.008(3) N1 0.015(2) 0.028(3) 0.029(3) 0.000(2) 0.000(2) 0.000(2) C10 0.026(3) 0.037(4) 0.030(3) -0.001(3) 0.002(3) 0.012(3) C1 0.026(3) 0.031(4) 0.031(4) 0.000(3) 0.012(3) 0.005(3) C12 0.061(6) 0.035(4) 0.047(5) 0.010(4) 0.018(4) 0.006(5) C4 0.019(3) 0.043(4) 0.040(4) -0.006(4) 0.003(3) -0.005(3) C3 0.023(3) 0.031(4) 0.030(4) 0.001(3) 0.005(3) -0.005(3) C5 0.021(3) 0.038(4) 0.030(4) -0.005(3) 0.001(3) 0.002(3) C2 0.020(3) 0.028(3) 0.025(3) -0.003(3) 0.004(2) 0.000(3) C9 0.034(4) 0.041(5) 0.034(4) 0.008(4) 0.007(3) 0.001(4) C8 0.047(5) 0.046(5) 0.036(4) 0.011(4) 0.006(4) 0.007(4) C6 0.028(4) 0.041(5) 0.045(5) 0.002(4) -0.003(3) 0.007(3) C11 0.024(4) 0.033(4) 0.051(5) -0.004(4) 0.008(3) -0.004(3) C7 0.035(4) 0.059(6) 0.035(4) 0.006(4) -0.003(3) 0.017(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 2.364(5) . ? Pb1 O3 2.433(6) . ? Pb1 N1 2.537(6) . ? Pb1 O1 2.572(5) 3_756 ? Pb1 O4 2.581(8) . ? O3 C11 1.258(11) . ? O1 C1 1.272(9) . ? O1 Pb1 2.572(5) 3_756 ? O4 C11 1.227(11) . ? O2 C1 1.226(10) . ? N1 C2 1.311(9) . ? N1 C10 1.376(9) . ? C10 C5 1.414(10) . ? C10 C9 1.412(11) . ? C1 C2 1.521(10) . ? C12 C11 1.478(13) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C4 C3 1.370(11) . ? C4 C5 1.415(12) . ? C4 H4 0.9300 . ? C3 C2 1.405(9) . ? C3 H3 0.9300 . ? C5 C6 1.426(11) . ? C9 C8 1.356(12) . ? C9 H9 0.9300 . ? C8 C7 1.400(13) . ? C8 H8 0.9300 . ? C6 C7 1.346(13) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Pb1 O3 75.2(2) . . ? O1 Pb1 N1 66.39(18) . . ? O3 Pb1 N1 78.7(2) . . ? O1 Pb1 O1 68.7(2) . 3_756 ? O3 Pb1 O1 76.5(2) . 3_756 ? N1 Pb1 O1 132.76(19) . 3_756 ? O1 Pb1 O4 122.4(2) . . ? O3 Pb1 O4 51.1(2) . . ? N1 Pb1 O4 82.4(3) . . ? O1 Pb1 O4 110.6(2) 3_756 . ? C11 O3 Pb1 96.9(5) . . ? C1 O1 Pb1 120.5(5) . . ? C1 O1 Pb1 118.4(5) . 3_756 ? Pb1 O1 Pb1 111.3(2) . 3_756 ? C11 O4 Pb1 90.6(6) . . ? C2 N1 C10 119.5(6) . . ? C2 N1 Pb1 115.3(4) . . ? C10 N1 Pb1 125.0(5) . . ? N1 C10 C5 120.6(7) . . ? N1 C10 C9 119.7(7) . . ? C5 C10 C9 119.7(7) . . ? O2 C1 O1 125.7(8) . . ? O2 C1 C2 118.6(7) . . ? O1 C1 C2 115.7(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 . . ? C3 C4 C5 119.3(7) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C4 C3 C2 118.9(7) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C4 C5 C10 118.5(7) . . ? C4 C5 C6 124.5(7) . . ? C10 C5 C6 117.1(8) . . ? N1 C2 C3 123.3(7) . . ? N1 C2 C1 116.0(6) . . ? C3 C2 C1 120.7(7) . . ? C8 C9 C10 121.1(8) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C9 C8 C7 119.5(9) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C7 C6 C5 121.5(8) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? O4 C11 O3 121.4(9) . . ? O4 C11 C12 119.2(9) . . ? O3 C11 C12 119.4(8) . . ? C6 C7 C8 121.0(8) . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? 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 O1 Pb1 O3 C11 158.6(6) . . . . ? N1 Pb1 O3 C11 90.3(5) . . . . ? O1 Pb1 O3 C11 -130.2(6) 3_756 . . . ? O4 Pb1 O3 C11 0.9(5) . . . . ? O3 Pb1 O1 C1 -64.2(6) . . . . ? N1 Pb1 O1 C1 19.7(5) . . . . ? O1 Pb1 O1 C1 -145.3(7) 3_756 . . . ? O4 Pb1 O1 C1 -43.8(6) . . . . ? O3 Pb1 O1 Pb1 81.1(3) . . . 3_756 ? N1 Pb1 O1 Pb1 165.0(3) . . . 3_756 ? O1 Pb1 O1 Pb1 0.0 3_756 . . 3_756 ? O4 Pb1 O1 Pb1 101.5(3) . . . 3_756 ? O1 Pb1 O4 C11 -26.6(7) . . . . ? O3 Pb1 O4 C11 -0.9(5) . . . . ? N1 Pb1 O4 C11 -82.4(6) . . . . ? O1 Pb1 O4 C11 50.6(7) 3_756 . . . ? O1 Pb1 N1 C2 -5.8(5) . . . . ? O3 Pb1 N1 C2 72.9(5) . . . . ? O1 Pb1 N1 C2 13.5(6) 3_756 . . . ? O4 Pb1 N1 C2 124.6(5) . . . . ? O1 Pb1 N1 C10 168.5(6) . . . . ? O3 Pb1 N1 C10 -112.9(6) . . . . ? O1 Pb1 N1 C10 -172.3(5) 3_756 . . . ? O4 Pb1 N1 C10 -61.1(6) . . . . ? C2 N1 C10 C5 2.5(11) . . . . ? Pb1 N1 C10 C5 -171.5(5) . . . . ? C2 N1 C10 C9 -178.0(7) . . . . ? Pb1 N1 C10 C9 8.0(10) . . . . ? Pb1 O1 C1 O2 151.4(6) . . . . ? Pb1 O1 C1 O2 8.5(10) 3_756 . . . ? Pb1 O1 C1 C2 -29.9(8) . . . . ? Pb1 O1 C1 C2 -172.8(4) 3_756 . . . ? C5 C4 C3 C2 1.7(12) . . . . ? C3 C4 C5 C10 -0.1(12) . . . . ? C3 C4 C5 C6 179.5(8) . . . . ? N1 C10 C5 C4 -2.1(11) . . . . ? C9 C10 C5 C4 178.4(8) . . . . ? N1 C10 C5 C6 178.3(7) . . . . ? C9 C10 C5 C6 -1.2(12) . . . . ? C10 N1 C2 C3 -0.8(11) . . . . ? Pb1 N1 C2 C3 173.8(6) . . . . ? C10 N1 C2 C1 179.9(6) . . . . ? Pb1 N1 C2 C1 -5.5(8) . . . . ? C4 C3 C2 N1 -1.3(12) . . . . ? C4 C3 C2 C1 178.0(7) . . . . ? O2 C1 C2 N1 -158.4(7) . . . . ? O1 C1 C2 N1 22.8(9) . . . . ? O2 C1 C2 C3 22.2(11) . . . . ? O1 C1 C2 C3 -156.6(7) . . . . ? N1 C10 C9 C8 -178.5(8) . . . . ? C5 C10 C9 C8 1.0(13) . . . . ? C10 C9 C8 C7 -1.1(14) . . . . ? C4 C5 C6 C7 -178.0(9) . . . . ? C10 C5 C6 C7 1.6(13) . . . . ? Pb1 O4 C11 O3 1.6(10) . . . . ? Pb1 O4 C11 C12 -177.9(7) . . . . ? Pb1 O3 C11 O4 -1.7(10) . . . . ? Pb1 O3 C11 C12 177.8(7) . . . . ? C5 C6 C7 C8 -1.7(14) . . . . ? C9 C8 C7 C6 1.5(15) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 30.22 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.400 _refine_diff_density_min -2.037 _refine_diff_density_rms 0.174 _iucr_refine_instructions_details ; TITL M+P21C in P2(1)/c CELL 0.71073 9.3030 5.1690 24.7981 90.000 98.872 90.000 ZERR 2.00 0.0003 0.0002 0.0008 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O PB UNIT 48 36 4 16 4 MERG 2 OMIT 0 0 2 OMIT -1 0 2 OMIT 1 0 0 FMAP 2 PLAN 25 ACTA BOND $H CONF L.S. 8 WGHT 0.000000 16.167299 FVAR 0.08923 PB1 5 0.925512 0.258110 0.440002 11.00000 0.02888 0.02807 = 0.03548 0.00554 0.00427 -0.00228 O3 4 0.954800 -0.154823 0.395913 11.00000 0.07087 0.03840 = 0.03262 -0.00151 0.00219 0.01332 O1 4 0.853160 -0.055089 0.499928 11.00000 0.02230 0.04189 = 0.02928 0.00809 -0.00388 -0.00308 O4 4 0.931814 0.162950 0.338212 11.00000 0.11888 0.03000 = 0.08124 0.00545 0.05352 0.00680 O2 4 0.723579 -0.415731 0.501455 11.00000 0.04009 0.03886 = 0.05595 0.01297 0.00413 -0.00814 N1 3 0.662915 0.115101 0.414669 11.00000 0.01495 0.02752 = 0.02881 0.00004 0.00040 0.00046 C10 1 0.561049 0.234663 0.376640 11.00000 0.02566 0.03655 = 0.02952 -0.00055 0.00151 0.01169 C1 1 0.742139 -0.196345 0.485030 11.00000 0.02645 0.03068 = 0.03109 -0.00039 0.01221 0.00511 C12 1 0.969440 -0.247723 0.303568 11.00000 0.06150 0.03518 = 0.04695 0.00970 0.01833 0.00615 AFIX 137 H12A 2 0.879632 -0.336944 0.291689 11.00000 -1.50000 H12B 2 1.044095 -0.371082 0.316359 11.00000 -1.50000 H12C 2 0.996898 -0.151851 0.273601 11.00000 -1.50000 AFIX 0 C4 1 0.373196 -0.042852 0.403347 11.00000 0.01869 0.04303 = 0.03962 -0.00583 0.00256 -0.00460 AFIX 43 H4 2 0.276617 -0.095053 0.400321 11.00000 -1.20000 AFIX 0 C3 1 0.478456 -0.162960 0.439495 11.00000 0.02280 0.03052 = 0.03011 0.00092 0.00456 -0.00492 AFIX 43 H3 2 0.454849 -0.300617 0.460636 11.00000 -1.20000 AFIX 0 C5 1 0.413026 0.161489 0.370665 11.00000 0.02081 0.03845 = 0.03003 -0.00478 0.00112 0.00215 C2 1 0.622656 -0.074655 0.444086 11.00000 0.01989 0.02807 = 0.02486 -0.00344 0.00413 -0.00018 C9 1 0.604544 0.433612 0.343604 11.00000 0.03351 0.04147 = 0.03355 0.00789 0.00729 0.00094 AFIX 43 H9 2 0.702258 0.479285 0.347254 11.00000 -1.20000 AFIX 0 C8 1 0.506263 0.559117 0.306665 11.00000 0.04652 0.04576 = 0.03561 0.01077 0.00625 0.00653 AFIX 43 H8 2 0.536133 0.691806 0.285614 11.00000 -1.20000 AFIX 0 C6 1 0.313775 0.299825 0.331395 11.00000 0.02840 0.04098 = 0.04496 0.00189 -0.00265 0.00714 AFIX 43 H6 2 0.215256 0.259395 0.327086 11.00000 -1.20000 AFIX 0 C11 1 0.950500 -0.068061 0.348295 11.00000 0.02395 0.03328 = 0.05085 -0.00419 0.00765 -0.00354 C7 1 0.359432 0.487578 0.300423 11.00000 0.03528 0.05900 = 0.03535 0.00589 -0.00263 0.01672 AFIX 43 H7 2 0.292424 0.571055 0.274482 11.00000 -1.20000 HKLF 4 REM M+P21C in P2(1)/c REM R1 = 0.0470 for 3158 Fo > 4sig(Fo) and 0.0523 for all 3479 data REM 164 parameters refined using 0 restraints END WGHT 0.0000 13.3208 REM Highest difference peak 2.400, deepest hole -2.037, 1-sigma level 0.174 Q1 1 0.9330 0.2832 0.4694 11.00000 0.05 2.40 Q2 1 0.7680 -0.1850 0.3314 11.00000 0.05 1.40 Q3 1 0.9580 0.1415 0.4411 11.00000 0.05 1.22 Q4 1 0.3321 0.2079 0.4431 11.00000 0.05 1.18 Q5 1 0.3724 0.7487 0.3007 11.00000 0.05 1.11 Q6 1 0.9336 0.4090 0.4418 11.00000 0.05 0.87 Q7 1 0.7275 0.3449 0.4331 11.00000 0.05 0.80 Q8 1 0.9104 0.2786 0.4024 11.00000 0.05 0.78 Q9 1 0.5024 0.1936 0.4434 11.00000 0.05 0.75 Q10 1 0.8611 0.1845 0.4380 11.00000 0.05 0.70 Q11 1 1.0049 0.2754 0.4386 11.00000 0.05 0.69 Q12 1 0.9831 -0.0485 0.4384 11.00000 0.05 0.59 Q13 1 0.9728 0.1700 0.3746 11.00000 0.05 0.59 Q14 1 0.2175 0.9377 0.2707 11.00000 0.05 0.57 Q15 1 0.9053 -0.3829 0.4913 11.00000 0.05 0.53 Q16 1 0.8354 -0.3186 0.3233 11.00000 0.05 0.50 Q17 1 0.8127 0.3232 0.2803 11.00000 0.05 0.50 Q18 1 0.8798 0.1270 0.4973 11.00000 0.05 0.50 Q19 1 0.9691 -0.1742 0.3338 11.00000 0.05 0.48 Q20 1 0.8610 -0.0260 0.5197 11.00000 0.05 0.48 Q21 1 0.8845 0.6113 0.4471 11.00000 0.05 0.47 Q22 1 0.3812 0.7031 0.3296 11.00000 0.05 0.47 Q23 1 0.5477 0.0591 0.3729 11.00000 0.05 0.47 Q24 1 0.8616 -0.1866 0.5635 11.00000 0.05 0.46 Q25 1 1.0602 -0.3479 0.4394 11.00000 0.05 0.46 ; _database_code_depnum_ccdc_archive 'CCDC 901757' ####################################################################### # # 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_2 #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H12 N2 O4 Pb' _chemical_formula_sum 'C20 H12 N2 O4 Pb' _chemical_formula_weight 551.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.581(6) _cell_length_b 7.331(3) _cell_length_c 14.377(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.247(6) _cell_angle_gamma 90.00 _cell_volume 1649.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7432 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 28.37 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.220 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 10.257 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.1329 _exptl_absorpt_correction_T_max 0.2219 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _diffrn_ambient_temperature 298(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 'Bruker APEX II area-detector diffractometer' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8468 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 25.10 _reflns_number_total 2891 _reflns_number_gt 2666 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Bruker, 2002)' _computing_publication_material 'SHELXL-97 (Bruker, 2002)' _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^)+(0.0839P)^2^+6.6058P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0048(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2891 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.1187 _refine_ls_wR_factor_gt 0.1095 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb 0.247699(16) 0.29543(4) 1.033829(18) 0.02790(19) Uani 1 1 d . . . O1 O 0.2928(4) 0.3145(8) 0.8997(4) 0.0387(14) Uani 1 1 d . . . O2 O 0.2679(4) 0.3434(10) 0.7380(5) 0.0487(15) Uani 1 1 d . . . O3 O 0.2084(3) -0.0015(8) 0.9954(4) 0.0403(13) Uani 1 1 d . . . O4 O 0.2418(5) -0.2930(8) 0.9923(7) 0.0523(17) Uani 1 1 d . . . N1 N 0.1233(4) 0.3292(9) 0.8707(5) 0.0307(13) Uani 1 1 d . . . N2 N 0.3760(4) 0.0851(8) 1.0790(4) 0.0270(12) Uani 1 1 d . . . C1 C 0.2440(5) 0.3347(13) 0.8111(6) 0.0374(18) Uani 1 1 d . . . C2 C 0.1486(5) 0.3564(10) 0.7942(5) 0.0303(15) Uani 1 1 d . . . C3 C 0.0911(5) 0.3937(11) 0.6988(5) 0.0363(17) Uani 1 1 d . . . H3 H 0.1115 0.4129 0.6466 0.044 Uiso 1 1 calc R . . C4 C 0.0064(6) 0.4010(11) 0.6841(6) 0.0407(19) Uani 1 1 d . . . H4 H -0.0320 0.4257 0.6218 0.049 Uiso 1 1 calc R . . C5 C -0.0238(5) 0.3709(11) 0.7647(6) 0.0350(17) Uani 1 1 d . . . C6 C 0.0371(5) 0.3373(11) 0.8586(6) 0.0297(15) Uani 1 1 d . . . C7 C 0.0095(6) 0.3056(11) 0.9399(7) 0.035(2) Uani 1 1 d . . . H7 H 0.0495 0.2793 1.0010 0.042 Uiso 1 1 calc R . . C8 C -0.0751(6) 0.3128(12) 0.9302(7) 0.043(2) Uani 1 1 d . . . H8 H -0.0928 0.2914 0.9843 0.051 Uiso 1 1 calc R . . C9 C -0.1364(5) 0.3537(14) 0.8360(7) 0.048(2) Uani 1 1 d . . . H9 H -0.1939 0.3627 0.8298 0.057 Uiso 1 1 calc R . . C10 C -0.1122(5) 0.3793(14) 0.7560(7) 0.046(2) Uani 1 1 d . . . H10 H -0.1531 0.4024 0.6950 0.056 Uiso 1 1 calc R . . C11 C 0.3563(5) -0.0868(11) 1.0518(5) 0.0328(16) Uani 1 1 d . . . C12 C 0.4190(6) -0.2218(12) 1.0589(7) 0.0395(19) Uani 1 1 d . . . H12 H 0.4030 -0.3406 1.0382 0.047 Uiso 1 1 calc R . . C13 C 0.5037(6) -0.1748(11) 1.0966(6) 0.0368(18) Uani 1 1 d . . . H13 H 0.5457 -0.2612 1.1001 0.044 Uiso 1 1 calc R . . C14 C 0.5269(5) 0.0038(13) 1.1301(5) 0.0380(19) Uani 1 1 d . . . C15 C 0.4602(4) 0.1329(11) 1.1193(5) 0.0272(14) Uani 1 1 d . . . C16 C 0.4809(6) 0.3144(11) 1.1483(6) 0.0336(18) Uani 1 1 d . . . H16 H 0.4377 0.3997 1.1413 0.040 Uiso 1 1 calc R . . C17 C 0.5648(5) 0.3658(12) 1.1871(6) 0.0371(17) Uani 1 1 d . . . H17 H 0.5784 0.4858 1.2070 0.045 Uiso 1 1 calc R . . C18 C 0.6308(6) 0.2380(15) 1.1970(7) 0.043(2) Uani 1 1 d . . . H18 H 0.6875 0.2751 1.2220 0.052 Uiso 1 1 calc R . . C19 C 0.6124(5) 0.0648(12) 1.1708(6) 0.0410(19) Uani 1 1 d . . . H19 H 0.6567 -0.0181 1.1795 0.049 Uiso 1 1 calc R . . C25 C 0.2611(5) -0.1352(10) 1.0105(6) 0.0323(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.0205(2) 0.0360(3) 0.0268(2) -0.00230(10) 0.00720(15) 0.00184(9) O1 0.030(3) 0.055(4) 0.033(3) 0.011(2) 0.012(3) 0.010(2) O2 0.052(4) 0.066(4) 0.036(3) 0.005(3) 0.025(3) 0.000(3) O3 0.026(3) 0.044(3) 0.046(3) -0.006(3) 0.006(2) -0.004(2) O4 0.050(4) 0.034(4) 0.077(5) -0.003(3) 0.027(4) -0.005(3) N1 0.026(3) 0.037(3) 0.027(3) 0.000(3) 0.006(3) 0.000(3) N2 0.025(3) 0.031(3) 0.026(3) -0.001(2) 0.009(2) 0.001(2) C1 0.029(4) 0.050(5) 0.035(4) -0.006(4) 0.014(3) -0.004(4) C2 0.036(4) 0.025(3) 0.030(4) 0.004(3) 0.011(3) 0.003(3) C3 0.046(4) 0.033(4) 0.026(4) 0.002(3) 0.008(3) 0.003(3) C4 0.050(5) 0.035(4) 0.029(4) 0.008(3) 0.001(3) 0.003(4) C5 0.031(4) 0.029(4) 0.035(4) -0.002(3) -0.001(3) 0.004(3) C6 0.024(4) 0.033(4) 0.029(4) -0.002(3) 0.004(3) 0.002(3) C7 0.027(4) 0.044(5) 0.031(4) 0.001(3) 0.004(3) -0.001(3) C8 0.030(4) 0.052(5) 0.046(5) -0.009(4) 0.011(4) -0.005(3) C9 0.023(4) 0.047(5) 0.065(6) -0.011(5) 0.003(4) 0.002(4) C10 0.029(4) 0.052(5) 0.047(5) -0.007(4) -0.002(4) 0.004(4) C11 0.032(4) 0.044(4) 0.025(3) 0.003(3) 0.012(3) 0.003(3) C12 0.044(5) 0.038(5) 0.041(5) 0.008(4) 0.020(4) 0.006(3) C13 0.039(5) 0.032(4) 0.041(4) 0.006(3) 0.015(4) 0.015(3) C14 0.027(4) 0.060(5) 0.027(4) 0.010(4) 0.009(3) 0.010(4) C15 0.027(3) 0.034(4) 0.022(3) 0.005(3) 0.009(3) 0.004(3) C16 0.031(4) 0.038(4) 0.030(4) 0.002(3) 0.006(3) 0.008(3) C17 0.035(4) 0.036(4) 0.035(4) -0.001(4) 0.005(3) -0.002(4) C18 0.025(4) 0.062(5) 0.038(5) 0.006(4) 0.003(4) 0.004(4) C19 0.029(4) 0.049(5) 0.045(4) 0.012(4) 0.012(3) 0.012(4) C25 0.043(4) 0.020(4) 0.037(4) -0.002(3) 0.018(3) -0.005(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 Pb1 O3 2.287(6) . ? Pb1 O1 2.291(6) . ? Pb1 N2 2.533(6) . ? Pb1 N1 2.574(6) . ? O1 C1 1.273(10) . ? O2 C1 1.241(10) . ? O3 C25 1.283(10) . ? O4 C25 1.207(10) . ? N1 C2 1.316(10) . ? N1 C6 1.383(10) . ? N2 C11 1.329(10) . ? N2 C15 1.369(9) . ? C1 C2 1.528(10) . ? C2 C3 1.415(10) . ? C3 C4 1.352(12) . ? C3 H3 0.9300 . ? C4 C5 1.423(12) . ? C4 H4 0.9300 . ? C5 C6 1.416(10) . ? C5 C10 1.429(12) . ? C6 C7 1.408(12) . ? C7 C8 1.365(13) . ? C7 H7 0.9300 . ? C8 C9 1.431(13) . ? C8 H8 0.9300 . ? C9 C10 1.351(14) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.414(11) . ? C11 C25 1.534(11) . ? C12 C13 1.373(13) . ? C12 H12 0.9300 . ? C13 C14 1.405(13) . ? C13 H13 0.9300 . ? C14 C19 1.416(12) . ? C14 C15 1.424(11) . ? C15 C16 1.403(12) . ? C16 C17 1.370(12) . ? C16 H16 0.9300 . ? C17 C18 1.411(13) . ? C17 H17 0.9300 . ? C18 C19 1.331(14) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Pb1 O1 90.1(2) . . ? O3 Pb1 N2 68.35(19) . . ? O1 Pb1 N2 76.89(19) . . ? O3 Pb1 N1 78.0(2) . . ? O1 Pb1 N1 67.3(2) . . ? N2 Pb1 N1 130.2(2) . . ? C1 O1 Pb1 124.9(5) . . ? C25 O3 Pb1 124.2(4) . . ? C2 N1 C6 119.3(6) . . ? C2 N1 Pb1 113.3(5) . . ? C6 N1 Pb1 127.1(5) . . ? C11 N2 C15 119.0(6) . . ? C11 N2 Pb1 113.4(5) . . ? C15 N2 Pb1 127.3(5) . . ? O2 C1 O1 125.3(8) . . ? O2 C1 C2 117.5(7) . . ? O1 C1 C2 117.1(7) . . ? N1 C2 C3 122.8(7) . . ? N1 C2 C1 116.7(6) . . ? C3 C2 C1 120.4(7) . . ? C4 C3 C2 119.5(7) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 119.6(7) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C6 C5 C4 118.1(7) . . ? C6 C5 C10 118.7(8) . . ? C4 C5 C10 123.2(7) . . ? N1 C6 C7 119.6(7) . . ? N1 C6 C5 120.7(7) . . ? C7 C6 C5 119.7(7) . . ? C8 C7 C6 120.9(8) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 119.3(9) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? C10 C9 C8 121.2(8) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C5 120.1(8) . . ? C9 C10 H10 119.9 . . ? C5 C10 H10 119.9 . . ? N2 C11 C12 122.6(7) . . ? N2 C11 C25 117.1(6) . . ? C12 C11 C25 120.3(7) . . ? C13 C12 C11 119.0(8) . . ? C13 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C12 C13 C14 119.9(7) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C19 124.0(8) . . ? C13 C14 C15 117.8(7) . . ? C19 C14 C15 118.1(8) . . ? N2 C15 C16 118.9(7) . . ? N2 C15 C14 121.6(7) . . ? C16 C15 C14 119.6(7) . . ? C17 C16 C15 119.8(7) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 120.5(8) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C19 C18 C17 120.5(8) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C14 121.5(8) . . ? C18 C19 H19 119.2 . . ? C14 C19 H19 119.2 . . ? O4 C25 O3 125.4(8) . . ? O4 C25 C11 118.1(7) . . ? O3 C25 C11 116.5(6) . . ? 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 O3 Pb1 O1 C1 78.2(7) . . . . ? N2 Pb1 O1 C1 145.9(7) . . . . ? N1 Pb1 O1 C1 1.2(7) . . . . ? O1 Pb1 O3 C25 75.6(6) . . . . ? N2 Pb1 O3 C25 -0.2(6) . . . . ? N1 Pb1 O3 C25 142.4(6) . . . . ? O3 Pb1 N1 C2 -100.8(6) . . . . ? O1 Pb1 N1 C2 -5.7(5) . . . . ? N2 Pb1 N1 C2 -53.1(6) . . . . ? O3 Pb1 N1 C6 85.2(6) . . . . ? O1 Pb1 N1 C6 -179.6(7) . . . . ? N2 Pb1 N1 C6 132.9(6) . . . . ? O3 Pb1 N2 C11 4.3(5) . . . . ? O1 Pb1 N2 C11 -91.1(5) . . . . ? N1 Pb1 N2 C11 -46.9(6) . . . . ? O3 Pb1 N2 C15 178.5(6) . . . . ? O1 Pb1 N2 C15 83.1(5) . . . . ? N1 Pb1 N2 C15 127.3(5) . . . . ? Pb1 O1 C1 O2 -179.3(7) . . . . ? Pb1 O1 C1 C2 2.9(11) . . . . ? C6 N1 C2 C3 -0.1(11) . . . . ? Pb1 N1 C2 C3 -174.6(6) . . . . ? C6 N1 C2 C1 -176.5(7) . . . . ? Pb1 N1 C2 C1 9.0(8) . . . . ? O2 C1 C2 N1 173.6(8) . . . . ? O1 C1 C2 N1 -8.5(11) . . . . ? O2 C1 C2 C3 -2.9(12) . . . . ? O1 C1 C2 C3 175.1(8) . . . . ? N1 C2 C3 C4 -0.4(12) . . . . ? C1 C2 C3 C4 175.9(8) . . . . ? C2 C3 C4 C5 -0.1(12) . . . . ? C3 C4 C5 C6 1.2(12) . . . . ? C3 C4 C5 C10 178.9(8) . . . . ? C2 N1 C6 C7 179.0(7) . . . . ? Pb1 N1 C6 C7 -7.3(10) . . . . ? C2 N1 C6 C5 1.2(11) . . . . ? Pb1 N1 C6 C5 174.9(5) . . . . ? C4 C5 C6 N1 -1.7(12) . . . . ? C10 C5 C6 N1 -179.6(8) . . . . ? C4 C5 C6 C7 -179.5(7) . . . . ? C10 C5 C6 C7 2.6(12) . . . . ? N1 C6 C7 C8 179.9(8) . . . . ? C5 C6 C7 C8 -2.2(12) . . . . ? C6 C7 C8 C9 -0.1(13) . . . . ? C7 C8 C9 C10 2.2(14) . . . . ? C8 C9 C10 C5 -1.8(15) . . . . ? C6 C5 C10 C9 -0.6(13) . . . . ? C4 C5 C10 C9 -178.4(9) . . . . ? C15 N2 C11 C12 -2.7(10) . . . . ? Pb1 N2 C11 C12 172.0(6) . . . . ? C15 N2 C11 C25 177.9(6) . . . . ? Pb1 N2 C11 C25 -7.4(8) . . . . ? N2 C11 C12 C13 1.0(12) . . . . ? C25 C11 C12 C13 -179.7(7) . . . . ? C11 C12 C13 C14 1.8(12) . . . . ? C12 C13 C14 C19 179.5(8) . . . . ? C12 C13 C14 C15 -2.7(12) . . . . ? C11 N2 C15 C16 -179.7(7) . . . . ? Pb1 N2 C15 C16 6.4(9) . . . . ? C11 N2 C15 C14 1.7(10) . . . . ? Pb1 N2 C15 C14 -172.2(5) . . . . ? C13 C14 C15 N2 1.0(10) . . . . ? C19 C14 C15 N2 178.9(7) . . . . ? C13 C14 C15 C16 -177.6(7) . . . . ? C19 C14 C15 C16 0.3(10) . . . . ? N2 C15 C16 C17 -178.8(7) . . . . ? C14 C15 C16 C17 -0.2(11) . . . . ? C15 C16 C17 C18 0.7(13) . . . . ? C16 C17 C18 C19 -1.5(14) . . . . ? C17 C18 C19 C14 1.7(14) . . . . ? C13 C14 C19 C18 176.7(8) . . . . ? C15 C14 C19 C18 -1.1(12) . . . . ? Pb1 O3 C25 O4 178.8(7) . . . . ? Pb1 O3 C25 C11 -3.4(9) . . . . ? N2 C11 C25 O4 -174.6(8) . . . . ? C12 C11 C25 O4 6.1(11) . . . . ? N2 C11 C25 O3 7.5(10) . . . . ? C12 C11 C25 O3 -171.9(7) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.576 _refine_diff_density_min -1.588 _refine_diff_density_rms 0.320 _database_code_depnum_ccdc_archive 'CCDC 896831'