Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dr M. Moloney' _publ_contact_author_address ; Central Research Laboratory, Department of Chemistry University of Oxford Mansfield Road Oxford OX1 3TA UNITED KINGDOM ; _publ_contact_author_email MARK.MOLONEY@CHEMISTRY.OXFORD.AC.UK _publ_section_title ; Structural Investigations of a Lead(IV) Tetraacetate-Pyridine Complex ; loop_ _publ_author_name 'M. Moloney' 'Jonathan E. H. Buston' 'Tim Claridge' 'S. Heyes' 'Michael A. Leech' 'K. Prout' ; M.Stevenson ; data_CRYSTALS_cif_a _database_code_depnum_ccdc_archive 'CCDC 260943' _audit_creation_date 04-04-15 _audit_creation_method CRYSTALS_ver_12.20 # start Validation Reply Form #_vrf_PLAT029_CRYSTALS_cif #; #PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.84 #RESPONSE: This data was collected in 1995 on a MacScience DIP2000 with #only an omega scan capability. This lead to a significant unobserved #cusp region #; #_vrf_PLAT022_CRYSTALS_cif #; #Problem: Ratio Unique / Expected Reflections too Low 0.87 #Response: This data was collected in 1995 on a MacScience DIP2000 with #only an omega scan capability. This lead to a significant unobserved #cusp region #; #_vrf_PLAT060_CRYSTALS_cif #; #Problem: Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... #Response: This data was collected in 1995 on a MacScience DIP2000 with #only an omega scan capability. Because of this geometry, there is no ##possibility of X-rays passing along the long axis of the sample. #; # end Validation Reply Form _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms placed geometrically after each cycle ; _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 8.9710(10) _cell_angle_alpha 90 _cell_length_b 13.8700(10) _cell_angle_beta 90.901(10) _cell_length_c 12.9500(10) _cell_angle_gamma 90 _cell_volume 1611.1(2) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'Pb ' -3.3944 10.1111 31.0617 0.6902 13.0637 2.3576 18.4420 8.6180 5.9696 47.2579 13.4118 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C13 H17 N1 O8 Pb1 ' _chemical_formula_moiety ' C13 H17 N1 O8 Pb1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 522.48 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 3 _cell_measurement_theta_max 26 _cell_measurement_temperature 150 _exptl_crystal_description ' block ' _exptl_crystal_colour ' white ' _exptl_crystal_size_min 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_max 0.35 _exptl_crystal_density_diffrn 2.154 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 10.512 _diffrn_measurement_device_type ; Nonius DIP2000 ; _diffrn_radiation_monochromator graphite _computing_data_collection ; Xpress Data collection (MAC Science, 1989) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method \w/2\q _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.07 _exptl_absorpt_correction_T_max 0.07 # Sheldrick geometric definitions 0.07 0.07 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 150 _diffrn_ambient_pressure 1 _diffrn_reflns_number 8035 _reflns_number_total 2904 _diffrn_reflns_av_R_equivalents 0.00 # Number of reflections with Friedels Law is 2904 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 3337 _diffrn_reflns_theta_min 2.704 _diffrn_reflns_theta_max 26.491 _diffrn_measured_fraction_theta_max 0.832 _diffrn_reflns_theta_full 25.961 _diffrn_measured_fraction_theta_full 0.838 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 17 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _refine_diff_density_min -1.10 _refine_diff_density_max 1.24 _refine_ls_number_reflns 2415 _refine_ls_number_restraints 0 _refine_ls_number_parameters 209 #_refine_ls_R_factor_ref 0.0243 _refine_ls_wR_factor_ref 0.0274 _refine_ls_goodness_of_fit_ref 1.2189 #_reflns_number_all 2783 _refine_ls_R_factor_all 0.0291 _refine_ls_wR_factor_all 0.0276 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2415 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_gt 0.0274 _refine_ls_shift/su_max 0.001232 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.55 -0.316 1.30 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. MAC Science, (1989) Xpress Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Pb1 Pb 0.294926(13) 0.216425(10) 0.435962(10) 0.0112 1.0000 Uani . . . . . . C3 C 0.1563(4) 0.1001(3) 0.5739(3) 0.0154 1.0000 Uani . . . . . . C5 C 0.0727(5) 0.0493(3) 0.6574(4) 0.0211 1.0000 Uani . . . . . . C11 C 0.3278(4) 0.4035(3) 0.4026(3) 0.0134 1.0000 Uani . . . . . . C13 C 0.3530(5) 0.5086(4) 0.3856(4) 0.0209 1.0000 Uani . . . . . . C21 C 0.0072(4) 0.2343(3) 0.3428(4) 0.0185 1.0000 Uani . . . . . . C23 C -0.1284(5) 0.2159(3) 0.2776(4) 0.0204 1.0000 Uani . . . . . . C19 C 0.4684(4) 0.1618(3) 0.2304(3) 0.0138 1.0000 Uani . . . . . . C14 C 0.5363(4) 0.1067(3) 0.1558(3) 0.0185 1.0000 Uani . . . . . . C15 C 0.5630(4) 0.0093(3) 0.1752(4) 0.0183 1.0000 Uani . . . . . . C16 C 0.5220(5) -0.0281(3) 0.2695(4) 0.0185 1.0000 Uani . . . . . . C17 C 0.4539(4) 0.0308(3) 0.3411(3) 0.0164 1.0000 Uani . . . . . . C7 C 0.6006(4) 0.2253(3) 0.5035(3) 0.0150 1.0000 Uani . . . . . . C9 C 0.7420(5) 0.1979(4) 0.5611(4) 0.0272 1.0000 Uani . . . . . . N18 N 0.4254(3) 0.1240(2) 0.3203(3) 0.0112 1.0000 Uani . . . . . . O4 O 0.1594(3) 0.1927(2) 0.5755(3) 0.0160 1.0000 Uani . . . . . . O2 O 0.2218(3) 0.0553(2) 0.5050(3) 0.0207 1.0000 Uani . . . . . . O10 O 0.3231(3) 0.3463(2) 0.3274(2) 0.0143 1.0000 Uani . . . . . . O12 O 0.3129(3) 0.3712(2) 0.4935(2) 0.0145 1.0000 Uani . . . . . . O22 O 0.0175(4) 0.3015(3) 0.4050(3) 0.0230 1.0000 Uani . . . . . . O20 O 0.1175(3) 0.1748(2) 0.3304(3) 0.0192 1.0000 Uani . . . . . . O6 O 0.4800(3) 0.1807(2) 0.5377(2) 0.0160 1.0000 Uani . . . . . . O8 O 0.5959(3) 0.2803(2) 0.4316(3) 0.0212 1.0000 Uani . . . . . . H51 H 0.0806 -0.0221 0.6468 0.0221 1.0000 Uiso . . . . . . H52 H 0.1189 0.0662 0.7263 0.0221 1.0000 Uiso . . . . . . H53 H -0.0333 0.0693 0.6555 0.0221 1.0000 Uiso . . . . . . H131 H 0.3536 0.5428 0.4545 0.0218 1.0000 Uiso . . . . . . H132 H 0.4519 0.5184 0.3526 0.0218 1.0000 Uiso . . . . . . H133 H 0.2723 0.5354 0.3410 0.0218 1.0000 Uiso . . . . . . H231 H -0.1111 0.1586 0.2325 0.0213 1.0000 Uiso . . . . . . H232 H -0.2154 0.2040 0.3226 0.0213 1.0000 Uiso . . . . . . H233 H -0.1489 0.2737 0.2328 0.0213 1.0000 Uiso . . . . . . H191 H 0.4513 0.2324 0.2177 0.0137 1.0000 Uiso . . . . . . H141 H 0.5676 0.1338 0.0888 0.0190 1.0000 Uiso . . . . . . H151 H 0.6097 -0.0317 0.1219 0.0198 1.0000 Uiso . . . . . . H161 H 0.5420 -0.0974 0.2853 0.0186 1.0000 Uiso . . . . . . H171 H 0.4252 0.0036 0.4099 0.0155 1.0000 Uiso . . . . . . H91 H 0.8281 0.2332 0.5323 0.0268 1.0000 Uiso . . . . . . H92 H 0.7317 0.2139 0.6362 0.0268 1.0000 Uiso . . . . . . H93 H 0.7587 0.1265 0.5541 0.0268 1.0000 Uiso . . . . . . 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 0.01371(10) 0.01161(11) 0.00830(12) -0.00019(6) 0.00144(6) -0.00061(5) C3 0.0126(16) 0.017(2) 0.017(2) 0.003(2) 0.0000(14) 0.0003(14) C5 0.0248(19) 0.018(2) 0.021(2) 0.007(2) 0.0080(16) -0.0013(16) C11 0.0101(15) 0.017(2) 0.013(2) 0.0018(18) 0.0008(14) 0.0031(13) C13 0.025(2) 0.018(2) 0.020(2) 0.001(2) 0.0008(17) -0.0041(16) C21 0.0123(18) 0.022(2) 0.021(2) 0.011(2) 0.0009(16) -0.0036(15) C23 0.023(2) 0.022(2) 0.016(2) 0.0011(19) -0.0035(18) -0.0013(16) C19 0.0185(17) 0.015(2) 0.0083(18) 0.0014(18) -0.0020(13) -0.0002(14) C14 0.0183(18) 0.022(2) 0.015(2) -0.0013(19) 0.0059(15) -0.0020(15) C15 0.0196(17) 0.019(2) 0.016(2) -0.004(2) 0.0055(15) -0.0023(15) C16 0.0272(19) 0.013(2) 0.015(2) 0.0025(19) 0.0021(16) 0.0004(15) C17 0.025(2) 0.012(2) 0.012(2) -0.0016(17) -0.0007(15) 0.0032(15) C7 0.0156(18) 0.020(2) 0.010(2) -0.0025(19) -0.0009(15) -0.0001(14) C9 0.0180(19) 0.042(3) 0.021(3) 0.006(2) -0.0044(17) -0.0027(19) N18 0.0134(13) 0.0097(16) 0.0103(16) -0.0002(14) -0.0014(11) -0.0007(10) O4 0.0192(13) 0.0129(14) 0.0161(16) 0.0009(14) 0.0056(11) -0.0032(11) O2 0.0216(14) 0.0203(16) 0.0205(17) -0.0075(15) 0.0066(12) -0.0032(11) O10 0.0184(12) 0.0110(13) 0.0136(14) 0.0008(14) 0.0005(10) -0.0015(11) O12 0.0175(13) 0.0140(15) 0.0121(14) -0.0018(13) 0.0035(10) -0.0026(10) O22 0.0253(16) 0.0256(18) 0.0181(18) -0.0037(16) 0.0017(13) -0.0035(12) O20 0.0156(13) 0.0163(16) 0.0256(17) -0.0013(14) -0.0036(11) 0.0027(10) O6 0.0123(12) 0.0228(16) 0.0128(15) 0.0037(14) -0.0026(10) -0.0054(10) O8 0.0192(14) 0.0249(18) 0.0194(18) 0.0068(15) -0.0005(12) -0.0004(11) _refine_ls_extinction_coef 57(4) _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Pb1 . C3 . 2.722(4) yes Pb1 . C11 . 2.648(4) yes Pb1 . C21 . 2.843(4) yes Pb1 . C7 . 2.868(4) yes Pb1 . N18 . 2.304(3) yes Pb1 . O4 . 2.218(3) yes Pb1 . O2 . 2.499(3) yes Pb1 . O10 . 2.302(3) yes Pb1 . O12 . 2.277(3) yes Pb1 . O22 . 2.778(3) yes Pb1 . O20 . 2.161(3) yes Pb1 . O6 . 2.161(3) yes Pb1 . O8 . 2.844(3) yes C3 . C5 . 1.501(6) yes C3 . O4 . 1.286(5) yes C3 . O2 . 1.241(5) yes C5 . H51 . 1.003 no C5 . H52 . 1.006 no C5 . H53 . 0.991 no C11 . C13 . 1.491(6) yes C11 . O10 . 1.256(5) yes C11 . O12 . 1.269(5) yes C13 . H131 . 1.011 no C13 . H132 . 0.999 no C13 . H133 . 0.992 no C21 . C23 . 1.491(6) yes C21 . O22 . 1.235(7) yes C21 . O20 . 1.300(6) yes C23 . H231 . 1.001 no C23 . H232 . 0.995 no C23 . H233 . 1.005 no C19 . C14 . 1.381(6) yes C19 . N18 . 1.339(5) yes C19 . H191 . 1.004 no C14 . C15 . 1.394(7) yes C14 . H141 . 0.991 no C15 . C16 . 1.383(6) yes C15 . H151 . 0.992 no C16 . C17 . 1.384(6) yes C16 . H161 . 0.998 no C17 . N18 . 1.344(6) yes C17 . H171 . 1.005 no C7 . C9 . 1.510(6) yes C7 . O6 . 1.328(5) yes C7 . O8 . 1.204(6) yes C9 . H91 . 0.993 no C9 . H92 . 1.002 no C9 . H93 . 1.007 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C3 . Pb1 . C11 . 137.84(12) yes C3 . Pb1 . C21 . 84.77(12) yes C11 . Pb1 . C21 . 87.02(12) yes C3 . Pb1 . C7 . 105.67(12) yes C11 . Pb1 . C7 . 84.22(12) yes C21 . Pb1 . C7 . 169.46(14) yes C3 . Pb1 . N18 . 109.79(13) yes C11 . Pb1 . N18 . 112.33(12) yes C21 . Pb1 . N18 . 103.88(13) yes C7 . Pb1 . N18 . 74.26(12) yes C3 . Pb1 . O4 . 27.86(12) yes C11 . Pb1 . O4 . 110.00(12) yes C21 . Pb1 . O4 . 81.53(12) yes C7 . Pb1 . O4 . 106.98(12) yes N18 . Pb1 . O4 . 137.52(11) yes C3 . Pb1 . O2 . 27.08(12) yes C11 . Pb1 . O2 . 164.90(11) yes C21 . Pb1 . O2 . 89.31(12) yes C7 . Pb1 . O2 . 100.64(12) yes N18 . Pb1 . O2 . 82.77(11) yes C3 . Pb1 . O10 . 156.98(10) yes C11 . Pb1 . O10 . 28.31(12) yes C21 . Pb1 . O10 . 77.30(11) yes C7 . Pb1 . O10 . 92.24(11) yes N18 . Pb1 . O10 . 88.67(11) yes C3 . Pb1 . O12 . 112.02(12) yes C11 . Pb1 . O12 . 28.61(12) yes C21 . Pb1 . O12 . 96.65(12) yes C7 . Pb1 . O12 . 78.31(11) yes N18 . Pb1 . O12 . 134.65(11) yes C3 . Pb1 . O22 . 85.93(11) yes C11 . Pb1 . O22 . 70.23(10) yes C21 . Pb1 . O22 . 25.36(13) yes C7 . Pb1 . O22 . 151.15(12) yes N18 . Pb1 . O22 . 127.29(11) yes C3 . Pb1 . O20 . 85.23(13) yes C11 . Pb1 . O20 . 103.98(12) yes C21 . Pb1 . O20 . 25.81(14) yes C7 . Pb1 . O20 . 153.62(12) yes N18 . Pb1 . O20 . 79.46(11) yes C3 . Pb1 . O6 . 79.57(11) yes C11 . Pb1 . O6 . 103.74(12) yes C21 . Pb1 . O6 . 164.28(12) yes C7 . Pb1 . O6 . 26.10(12) yes N18 . Pb1 . O6 . 82.84(12) yes C3 . Pb1 . O8 . 129.92(11) yes C11 . Pb1 . O8 . 65.36(10) yes C21 . Pb1 . O8 . 145.14(11) yes C7 . Pb1 . O8 . 24.34(12) yes N18 . Pb1 . O8 . 70.61(11) yes O4 . Pb1 . O2 . 54.93(11) yes O4 . Pb1 . O10 . 132.86(11) yes O2 . Pb1 . O10 . 161.94(11) yes O4 . Pb1 . O12 . 84.83(11) yes O2 . Pb1 . O12 . 138.04(10) yes O10 . Pb1 . O12 . 56.91(11) yes O4 . Pb1 . O22 . 71.27(11) yes O2 . Pb1 . O22 . 101.07(10) yes O10 . Pb1 . O22 . 71.69(10) yes O12 . Pb1 . O22 . 72.85(10) yes O4 . Pb1 . O20 . 93.89(12) yes O2 . Pb1 . O20 . 78.01(12) yes O10 . Pb1 . O20 . 84.81(11) yes O12 . Pb1 . O20 . 120.45(11) yes O22 . Pb1 . O20 . 51.17(11) yes O4 . Pb1 . O6 . 83.99(12) yes O2 . Pb1 . O6 . 77.32(11) yes O10 . Pb1 . O6 . 117.46(10) yes O12 . Pb1 . O6 . 88.09(11) yes O22 . Pb1 . O6 . 149.70(12) yes O4 . Pb1 . O8 . 126.54(11) yes O2 . Pb1 . O8 . 122.74(10) yes O10 . Pb1 . O8 . 68.32(10) yes O12 . Pb1 . O8 . 69.53(10) yes O22 . Pb1 . O8 . 135.52(10) yes O20 . Pb1 . O6 . 151.16(13) yes O20 . Pb1 . O8 . 139.57(11) yes O6 . Pb1 . O8 . 50.41(11) yes Pb1 . C3 . C5 . 171.6(3) yes Pb1 . C3 . O4 . 53.7(2) yes C5 . C3 . O4 . 117.9(4) yes Pb1 . C3 . O2 . 66.4(2) yes C5 . C3 . O2 . 122.0(4) yes O4 . C3 . O2 . 120.1(4) yes C3 . C5 . H51 . 109.107 no C3 . C5 . H52 . 109.127 no H51 . C5 . H52 . 108.822 no C3 . C5 . H53 . 109.959 no H51 . C5 . H53 . 110.019 no H52 . C5 . H53 . 109.782 no Pb1 . C11 . C13 . 177.5(3) yes Pb1 . C11 . O10 . 60.4(2) yes C13 . C11 . O10 . 120.4(4) yes Pb1 . C11 . O12 . 59.2(2) yes C13 . C11 . O12 . 120.1(4) yes O10 . C11 . O12 . 119.6(4) yes C11 . C13 . H131 . 109.114 no C11 . C13 . H132 . 109.510 no H131 . C13 . H132 . 108.673 no C11 . C13 . H133 . 109.995 no H131 . C13 . H133 . 109.294 no H132 . C13 . H133 . 110.227 no Pb1 . C21 . C23 . 162.3(4) yes Pb1 . C21 . O22 . 74.4(3) yes C23 . C21 . O22 . 123.4(4) yes Pb1 . C21 . O20 . 46.3(2) yes C23 . C21 . O20 . 115.9(4) yes O22 . C21 . O20 . 120.7(4) yes C21 . C23 . H231 . 109.482 no C21 . C23 . H232 . 109.742 no H231 . C23 . H232 . 109.821 no C21 . C23 . H233 . 109.367 no H231 . C23 . H233 . 108.948 no H232 . C23 . H233 . 109.462 no C14 . C19 . N18 . 121.9(4) yes C14 . C19 . H191 . 119.498 no N18 . C19 . H191 . 118.623 no C19 . C14 . C15 . 119.1(4) yes C19 . C14 . H141 . 122.540 no C15 . C14 . H141 . 118.343 no C14 . C15 . C16 . 118.4(4) yes C14 . C15 . H151 . 120.247 no C16 . C15 . H151 . 121.365 no C15 . C16 . C17 . 119.7(4) yes C15 . C16 . H161 . 119.527 no C17 . C16 . H161 . 120.740 no C16 . C17 . N18 . 121.2(4) yes C16 . C17 . H171 . 119.583 no N18 . C17 . H171 . 119.177 no Pb1 . C7 . C9 . 158.7(3) yes Pb1 . C7 . O6 . 45.72(19) yes C9 . C7 . O6 . 113.6(4) yes Pb1 . C7 . O8 . 76.7(2) yes C9 . C7 . O8 . 124.1(4) yes O6 . C7 . O8 . 122.3(4) yes C7 . C9 . H91 . 110.030 no C7 . C9 . H92 . 109.522 no H91 . C9 . H92 . 109.884 no C7 . C9 . H93 . 109.158 no H91 . C9 . H93 . 109.499 no H92 . C9 . H93 . 108.724 no Pb1 . N18 . C17 . 120.1(3) yes Pb1 . N18 . C19 . 120.2(3) yes C17 . N18 . C19 . 119.6(4) yes Pb1 . O4 . C3 . 98.4(3) yes Pb1 . O2 . C3 . 86.6(3) yes Pb1 . O10 . C11 . 91.3(2) yes Pb1 . O12 . C11 . 92.2(3) yes C21 . O22 . Pb1 . 80.3(3) yes Pb1 . O20 . C21 . 107.9(3) yes C7 . O6 . Pb1 . 108.2(3) yes C7 . O8 . Pb1 . 78.9(2) yes data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 260944' _audit_creation_date 04-03-24 _audit_creation_method CRYSTALS_ver_12.19 # mal68 # start Validation Reply Form #_vrf_PLAT027_CRYSTALS_cif #; #PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 20.08 Deg. #RESPONSE: This data was collected in 1995 on a MacScience DIP2000 with #only an omega scan capability. This lead to a significant unobserved #cusp region #; #_vrf_PLAT241_CRYSTALS_cif #; #PROBLEM: Check High U(eq) as Compared to Neighbors .... O22 #RESPONSE: There is evidence for slight disorder which does not justify #a split-atom model #; #_vrf_ABSTM02_CRYSTALS_cif #; #PROBLEM: The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 #RESPONSE: because of the geometry of the instrument, X-rays were always #approximately perpendicular to the long axis of the sample #; #_vrf_PLAT741_CRYSTALS_cif #; #PROBLEM: Bond Calc 0.994(9), Rep 0.99400 ...... Missing su #RESPONSE: The replorted esd of zero is correct. Because the C and the H #are 'RIDING' (as flagged in the cif) they inevitably have the same esd. #The esd on the bond length works out to zero because the atomic esds are #100% correlated - but PLATON cannot know this becasue it does not have #the matrix # end Validation Reply Form _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms placed geometrically after each cycle ; _publ_section_exptl_prep ; ? ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment mixed #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; #============================================================= _cell_length_a 9.1030(3) _cell_angle_alpha 90 _cell_length_b 14.0360(6) _cell_angle_beta 90.625(2) _cell_length_c 13.1220(5) _cell_angle_gamma 90 _cell_volume 1676.49(11) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'Pb ' -3.3944 10.1111 31.0617 0.6902 13.0637 2.3576 18.4420 8.6180 5.9696 47.2579 13.4118 International_Tables_Vol_IV_Table_2.2B 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C13 H17 N1 O8 Pb1 ' _chemical_formula_moiety ' C13 H17 N1 O8 Pb1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 522.48 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 293 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_max 0.35 _exptl_crystal_density_diffrn 2.070 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 10.102 _diffrn_measurement_device_type ; Nonius DIP2000 ; _diffrn_radiation_monochromator graphite _computing_data_collection ; Xpress Data collection (MAC Science, 1989) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method \w _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _exptl_absorpt_correction_T_min 0.08 _exptl_absorpt_correction_T_max 0.08 # Sheldrick geometric definitions 0.08 0.08 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 293 _diffrn_reflns_number 18105 _reflns_number_total 3452 _diffrn_reflns_av_R_equivalents 0.04 # Number of reflections with Friedels Law is 3452 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 3560 _diffrn_reflns_theta_min 2.125 _diffrn_reflns_theta_max 26.770 _diffrn_measured_fraction_theta_max 0.930 _diffrn_reflns_theta_full 20.078 _diffrn_measured_fraction_theta_full 0.963 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min 0 _reflns_limit_k_max 17 _reflns_limit_l_min 0 _reflns_limit_l_max 16 _refine_diff_density_min -1.86 _refine_diff_density_max 1.54 _refine_ls_number_reflns 2759 _refine_ls_number_restraints 0 _refine_ls_number_parameters 209 #_refine_ls_R_factor_ref 0.0286 _refine_ls_wR_factor_ref 0.0338 _refine_ls_goodness_of_fit_ref 0.9807 #_reflns_number_all 3323 _refine_ls_R_factor_all 0.0343 _refine_ls_wR_factor_all 0.0342 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2759 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_gt 0.0338 _refine_ls_shift/su_max 0.002510 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 3.28 -0.356E-01 2.82 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. MAC Science, (1989) Xpress Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Pb1 Pb 0.301566(16) 0.215881(10) 0.432494(10) 0.0333 1.0000 Uani . . . . . . O2 O 0.2247(4) 0.0602(3) 0.4995(3) 0.0632 1.0000 Uani . . . . . . C3 C 0.1644(5) 0.1039(4) 0.5710(4) 0.0425 1.0000 Uani . . . . . . O4 O 0.1714(4) 0.1926(3) 0.5763(3) 0.0488 1.0000 Uani . . . . . . C5 C 0.0817(7) 0.0498(5) 0.6491(5) 0.0680 1.0000 Uani . . . . . . O6 O 0.4853(4) 0.1818(3) 0.5325(3) 0.0473 1.0000 Uani . . . . . . C7 C 0.6030(6) 0.2271(4) 0.5026(4) 0.0461 1.0000 Uani . . . . . . O8 O 0.5998(5) 0.2796(3) 0.4286(4) 0.0595 1.0000 Uani . . . . . . C9 C 0.7382(9) 0.2031(6) 0.5608(6) 0.0749 1.0000 Uani . . . . . . O10 O 0.3326(4) 0.3447(2) 0.3253(2) 0.0430 1.0000 Uani . . . . . . C11 C 0.3334(5) 0.4011(3) 0.3993(4) 0.0405 1.0000 Uani . . . . . . O12 O 0.3152(4) 0.3688(2) 0.4881(3) 0.0437 1.0000 Uani . . . . . . C13 C 0.3544(7) 0.5055(4) 0.3851(5) 0.0597 1.0000 Uani . . . . . . C14 C 0.5464(6) 0.1048(4) 0.1582(4) 0.0487 1.0000 Uani . . . . . . C15 C 0.5671(7) 0.0096(4) 0.1765(4) 0.0574 1.0000 Uani . . . . . . C16 C 0.5225(8) -0.0268(4) 0.2679(5) 0.0680 1.0000 Uani . . . . . . C17 C 0.4546(6) 0.0318(4) 0.3371(4) 0.0517 1.0000 Uani . . . . . . N18 N 0.4330(4) 0.1237(2) 0.3181(3) 0.0344 1.0000 Uani . . . . . . C19 C 0.4785(5) 0.1596(3) 0.2295(3) 0.0420 1.0000 Uani . . . . . . O20 O 0.1293(4) 0.1745(3) 0.3240(4) 0.0642 1.0000 Uani . . . . . . C21 C 0.0216(6) 0.2308(4) 0.3378(5) 0.0476 1.0000 Uani . . . . . . O22 O 0.0294(6) 0.2933(3) 0.4030(4) 0.0711 1.0000 Uani . . . . . . C23 C -0.1114(7) 0.2140(4) 0.2744(5) 0.0559 1.0000 Uani . . . . . . H51 H 0.0409(7) 0.0941(5) 0.7007(5) 0.1002 1.0000 Uiso R . . . . . H52 H 0.1489(7) 0.0027(5) 0.6842(5) 0.0848 1.0000 Uiso R . . . . . H53 H -0.0012(7) 0.0133(5) 0.6158(5) 0.1067 1.0000 Uiso R . . . . . H91 H 0.8235(9) 0.2389(6) 0.5355(6) 0.0866 1.0000 Uiso R . . . . . H92 H 0.7233(9) 0.2189(6) 0.6357(6) 0.1020 1.0000 Uiso R . . . . . H93 H 0.7582(9) 0.1324(6) 0.5563(6) 0.1253 1.0000 Uiso R . . . . . H131 H 0.3502(7) 0.5392(4) 0.4532(5) 0.1133 1.0000 Uiso R . . . . . H132 H 0.4516(7) 0.5181(4) 0.3538(5) 0.1193 1.0000 Uiso R . . . . . H133 H 0.2745(7) 0.5323(4) 0.3401(5) 0.0959 1.0000 Uiso R . . . . . H141 H 0.5776(6) 0.1325(4) 0.0905(4) 0.0650 1.0000 Uiso R . . . . . H151 H 0.6162(7) -0.0325(4) 0.1245(4) 0.0633 1.0000 Uiso R . . . . . H161 H 0.5388(8) -0.0971(4) 0.2853(5) 0.0797 1.0000 Uiso R . . . . . H171 H 0.4216(6) 0.0041(4) 0.4044(4) 0.0926 1.0000 Uiso R . . . . . H191 H 0.4613(5) 0.2302(3) 0.2159(3) 0.0956 1.0000 Uiso R . . . . . H231 H -0.1896(7) 0.2623(4) 0.2921(5) 0.0893 1.0000 Uiso R . . . . . H232 H -0.1522(7) 0.1486(4) 0.2881(5) 0.0985 1.0000 Uiso R . . . . . H233 H -0.0889(7) 0.2198(4) 0.2005(5) 0.1024 1.0000 Uiso 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 0.04107(13) 0.03056(12) 0.02854(12) -0.00024(5) 0.00736(8) -0.00173(5) O2 0.068(2) 0.057(2) 0.065(2) -0.0134(18) 0.026(2) -0.0122(18) C3 0.040(2) 0.044(3) 0.043(2) 0.0063(18) 0.0023(19) -0.0036(17) O4 0.055(2) 0.0451(18) 0.047(2) 0.0080(14) 0.0187(17) 0.0004(15) C5 0.068(4) 0.068(4) 0.068(4) 0.030(3) 0.021(3) -0.001(3) O6 0.0467(18) 0.059(2) 0.0367(17) -0.0002(14) 0.0030(15) -0.0038(15) C7 0.042(3) 0.059(3) 0.037(3) -0.007(2) 0.001(2) -0.0018(19) O8 0.051(2) 0.069(3) 0.059(3) 0.0126(17) 0.009(2) -0.0015(15) C9 0.052(3) 0.110(6) 0.062(4) 0.013(3) -0.015(3) -0.011(3) O10 0.0535(17) 0.0357(15) 0.0400(16) 0.0020(13) 0.0085(14) 0.0014(13) C11 0.040(2) 0.038(2) 0.044(2) -0.0026(18) 0.012(2) 0.0002(16) O12 0.0507(18) 0.0401(18) 0.0405(17) 0.0012(13) 0.0116(15) -0.0034(13) C13 0.079(4) 0.038(3) 0.063(3) 0.005(2) 0.001(3) -0.003(2) C14 0.054(3) 0.051(3) 0.042(2) -0.005(2) 0.017(2) -0.004(2) C15 0.074(4) 0.046(3) 0.052(3) -0.009(2) 0.022(3) 0.008(2) C16 0.098(5) 0.042(3) 0.064(3) -0.003(2) 0.023(3) 0.021(3) C17 0.066(3) 0.046(3) 0.043(2) 0.0047(19) 0.014(2) 0.012(2) N18 0.0388(17) 0.0336(18) 0.0308(17) 0.0007(12) 0.0031(15) 0.0015(13) C19 0.048(2) 0.039(2) 0.039(2) 0.0015(17) 0.013(2) 0.0024(18) O20 0.049(2) 0.049(2) 0.094(3) -0.0020(19) -0.010(2) -0.0007(15) C21 0.044(3) 0.049(3) 0.050(3) 0.020(2) 0.007(2) 0.0016(19) O22 0.065(3) 0.094(4) 0.055(3) -0.009(2) 0.009(2) -0.016(2) C23 0.051(3) 0.055(3) 0.062(4) 0.011(2) -0.009(3) -0.002(2) _refine_ls_extinction_coef 35(5) _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Pb1 . O2 . 2.459(4) yes Pb1 . C3 . 2.717(5) yes Pb1 . O4 . 2.263(3) yes Pb1 . O6 . 2.168(4) yes Pb1 . C7 . 2.889(5) yes Pb1 . O8 . 2.860(4) yes Pb1 . O10 . 2.310(3) yes Pb1 . C11 . 2.653(4) yes Pb1 . O12 . 2.270(3) yes Pb1 . N18 . 2.324(3) yes Pb1 . O20 . 2.185(4) yes Pb1 . C21 . 2.831(6) yes Pb1 . O22 . 2.729(6) yes O2 . C3 . 1.253(6) yes C3 . O4 . 1.249(6) yes C3 . C5 . 1.486(7) yes C5 . H51 . 0.994 no C5 . H52 . 1.009 no C5 . H53 . 1.009 no O6 . C7 . 1.310(6) yes C7 . O8 . 1.219(7) yes C7 . C9 . 1.480(9) yes C9 . H91 . 0.985 no C9 . H92 . 1.018 no C9 . H93 . 1.011 no O10 . C11 . 1.253(6) yes C11 . O12 . 1.263(6) yes C11 . C13 . 1.489(7) yes C13 . H131 . 1.012 no C13 . H132 . 0.996 no C13 . H133 . 1.006 no C14 . C15 . 1.371(8) yes C14 . C19 . 1.364(6) yes C14 . H141 . 1.012 no C15 . C16 . 1.370(8) yes C15 . H151 . 1.010 no C16 . C17 . 1.377(7) yes C16 . H161 . 1.023 no C17 . N18 . 1.329(6) yes C17 . H171 . 1.013 no N18 . C19 . 1.337(6) yes C19 . H191 . 1.019 no O20 . C21 . 1.273(7) yes C21 . O22 . 1.227(8) yes C21 . C23 . 1.480(9) yes C23 . H231 . 1.012 no C23 . H232 . 1.007 no C23 . H233 . 0.997 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O2 . Pb1 . C3 . 27.43(14) yes O2 . Pb1 . O4 . 54.58(13) yes C3 . Pb1 . O4 . 27.14(14) yes O2 . Pb1 . O6 . 78.95(15) yes C3 . Pb1 . O6 . 79.90(13) yes O4 . Pb1 . O6 . 82.58(13) yes O2 . Pb1 . C7 . 101.97(15) yes C3 . Pb1 . C7 . 105.10(15) yes O4 . Pb1 . C7 . 104.28(14) yes O6 . Pb1 . C7 . 25.24(14) yes O2 . Pb1 . O8 . 123.91(13) yes C3 . Pb1 . O8 . 129.51(13) yes O4 . Pb1 . O8 . 124.46(14) yes O6 . Pb1 . O8 . 49.71(13) yes C7 . Pb1 . O8 . 24.48(14) yes O2 . Pb1 . O10 . 161.83(14) yes C3 . Pb1 . O10 . 156.94(13) yes O4 . Pb1 . O10 . 133.55(13) yes O6 . Pb1 . O10 . 116.27(13) yes C7 . Pb1 . O10 . 91.69(14) yes O2 . Pb1 . C11 . 164.03(13) yes C3 . Pb1 . C11 . 136.77(14) yes O4 . Pb1 . C11 . 109.71(14) yes O6 . Pb1 . C11 . 103.33(15) yes C7 . Pb1 . C11 . 83.91(14) yes O2 . Pb1 . O12 . 137.72(12) yes C3 . Pb1 . O12 . 110.85(13) yes O4 . Pb1 . O12 . 84.00(13) yes O6 . Pb1 . O12 . 88.56(14) yes C7 . Pb1 . O12 . 78.34(13) yes O2 . Pb1 . N18 . 83.49(12) yes C3 . Pb1 . N18 . 110.71(15) yes O4 . Pb1 . N18 . 137.45(13) yes O6 . Pb1 . N18 . 82.50(13) yes C7 . Pb1 . N18 . 75.06(13) yes O2 . Pb1 . O20 . 77.97(16) yes C3 . Pb1 . O20 . 87.13(16) yes O4 . Pb1 . O20 . 97.25(16) yes O6 . Pb1 . O20 . 151.55(17) yes C7 . Pb1 . O20 . 153.43(15) yes O2 . Pb1 . C21 . 87.95(14) yes C3 . Pb1 . C21 . 85.31(14) yes O4 . Pb1 . C21 . 84.24(15) yes O6 . Pb1 . C21 . 165.21(14) yes C7 . Pb1 . C21 . 169.48(15) yes O2 . Pb1 . O22 . 98.22(14) yes C3 . Pb1 . O22 . 84.37(14) yes O4 . Pb1 . O22 . 72.11(14) yes O6 . Pb1 . O22 . 150.08(14) yes C7 . Pb1 . O22 . 151.80(14) yes O8 . Pb1 . O10 . 67.80(12) yes O8 . Pb1 . C11 . 65.49(12) yes O10 . Pb1 . C11 . 28.17(13) yes O8 . Pb1 . O12 . 70.22(12) yes O10 . Pb1 . O12 . 56.55(11) yes C11 . Pb1 . O12 . 28.38(14) yes O8 . Pb1 . N18 . 70.56(13) yes O10 . Pb1 . N18 . 88.59(11) yes C11 . Pb1 . N18 . 112.45(13) yes O12 . Pb1 . N18 . 135.04(12) yes O8 . Pb1 . O20 . 138.29(15) yes O10 . Pb1 . O20 . 84.44(15) yes C11 . Pb1 . O20 . 103.45(15) yes O12 . Pb1 . O20 . 119.80(14) yes N18 . Pb1 . O20 . 78.57(14) yes O8 . Pb1 . C21 . 145.03(13) yes O10 . Pb1 . C21 . 77.89(12) yes C11 . Pb1 . C21 . 87.42(14) yes O12 . Pb1 . C21 . 96.72(15) yes N18 . Pb1 . C21 . 102.98(15) yes O8 . Pb1 . O22 . 137.20(13) yes O10 . Pb1 . O22 . 73.66(13) yes C11 . Pb1 . O22 . 71.77(13) yes O12 . Pb1 . O22 . 73.47(13) yes N18 . Pb1 . O22 . 127.08(14) yes O20 . Pb1 . C21 . 25.49(17) yes O20 . Pb1 . O22 . 50.90(15) yes C21 . Pb1 . O22 . 25.42(15) yes Pb1 . O2 . C3 . 87.8(3) yes O2 . C3 . Pb1 . 64.7(3) yes O2 . C3 . O4 . 120.5(5) yes Pb1 . C3 . O4 . 55.7(2) yes O2 . C3 . C5 . 119.8(5) yes Pb1 . C3 . C5 . 175.1(4) yes O4 . C3 . C5 . 119.8(5) yes Pb1 . O4 . C3 . 97.1(3) yes C3 . C5 . H51 . 110.257 no C3 . C5 . H52 . 109.938 no H51 . C5 . H52 . 109.246 no C3 . C5 . H53 . 110.022 no H51 . C5 . H53 . 109.248 no H52 . C5 . H53 . 108.091 no Pb1 . O6 . C7 . 109.9(3) yes O6 . C7 . Pb1 . 44.9(2) yes O6 . C7 . O8 . 121.3(5) yes Pb1 . C7 . O8 . 76.4(3) yes O6 . C7 . C9 . 114.4(5) yes Pb1 . C7 . C9 . 159.0(4) yes O8 . C7 . C9 . 124.1(5) yes C7 . O8 . Pb1 . 79.1(3) yes C7 . C9 . H91 . 111.359 no C7 . C9 . H92 . 109.275 no H91 . C9 . H92 . 109.164 no C7 . C9 . H93 . 110.014 no H91 . C9 . H93 . 109.775 no H92 . C9 . H93 . 107.154 no Pb1 . O10 . C11 . 91.3(3) yes Pb1 . C11 . O10 . 60.5(2) yes Pb1 . C11 . O12 . 58.7(2) yes O10 . C11 . O12 . 119.2(4) yes Pb1 . C11 . C13 . 177.5(4) yes O10 . C11 . C13 . 121.6(5) yes O12 . C11 . C13 . 119.2(4) yes Pb1 . O12 . C11 . 92.9(3) yes C11 . C13 . H131 . 110.150 no C11 . C13 . H132 . 110.018 no H131 . C13 . H132 . 108.833 no C11 . C13 . H133 . 110.392 no H131 . C13 . H133 . 108.080 no H132 . C13 . H133 . 109.324 no C15 . C14 . C19 . 119.5(5) yes C15 . C14 . H141 . 119.195 no C19 . C14 . H141 . 121.261 no C14 . C15 . C16 . 118.4(5) yes C14 . C15 . H151 . 120.890 no C16 . C15 . H151 . 120.734 no C15 . C16 . C17 . 119.7(5) yes C15 . C16 . H161 . 120.726 no C17 . C16 . H161 . 119.584 no C16 . C17 . N18 . 121.5(5) yes C16 . C17 . H171 . 119.071 no N18 . C17 . H171 . 119.466 no Pb1 . N18 . C17 . 119.7(3) yes Pb1 . N18 . C19 . 121.2(3) yes C17 . N18 . C19 . 118.9(4) yes C14 . C19 . N18 . 122.1(4) yes C14 . C19 . H191 . 119.858 no N18 . C19 . H191 . 118.066 no Pb1 . O20 . C21 . 106.9(4) yes O20 . C21 . Pb1 . 47.6(3) yes O20 . C21 . O22 . 120.2(6) yes Pb1 . C21 . O22 . 72.6(4) yes O20 . C21 . C23 . 116.6(6) yes Pb1 . C21 . C23 . 164.1(4) yes O22 . C21 . C23 . 123.1(5) yes C21 . O22 . Pb1 . 81.9(4) yes C21 . C23 . H231 . 109.714 no C21 . C23 . H232 . 110.217 no H231 . C23 . H232 . 107.958 no C21 . C23 . H233 . 110.949 no H231 . C23 . H233 . 108.741 no H232 . C23 . H233 . 109.195 no