Electronic Supplementary Material for Dalton Transactions This journal is © The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 222 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Robert D. Hancock' _publ_contact_author_name 'Robert D Hancock' _publ_contact_author_address ; Department of Chemistry and Biochemistry University of North Carolina Wilmington 601 South College Road Wilmington North Carolina 28403 UNITED STATES OF AMERICA ; _publ_contact_author_email HANCOCKR@UNCW.EDU _publ_section_title ; The Amide Oxygen Donor. Metal Ion Coordinating Properties of the Ligand Nitrilotriacetamide. A Thermodynamic and Crystallographic Study. ; data_ca_ntam _database_code_depnum_ccdc_archive 'CCDC 282118' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H23 Ca Cl2 N6 O15' _chemical_formula_weight 566.31 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ca Ca 0.2262 0.3064 '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 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 10.485(2) _cell_length_b 11.414(2) _cell_length_c 38.059(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.05(3) _cell_angle_gamma 90.00 _cell_volume 4551.5(16) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2344 _exptl_absorpt_coefficient_mu 0.592 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7443 _exptl_absorpt_correction_T_max 0.9710 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25047 _diffrn_reflns_av_R_equivalents 0.0938 _diffrn_reflns_av_sigmaI/netI 0.0826 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 25.15 _reflns_number_total 8115 _reflns_number_gt 5891 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0671P)^2^+3.9479P] 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 8115 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1009 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1535 _refine_ls_wR_factor_gt 0.1386 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.000 _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 Ca1 Ca 0.70460(8) 0.27157(7) 0.131268(19) 0.01604(19) Uani 1 1 d . . . Ca2 Ca 0.72816(8) -0.05127(8) 0.12351(2) 0.0173(2) Uani 1 1 d . . . O1 O 0.9022(3) 0.3446(3) 0.15882(7) 0.0249(7) Uani 1 1 d . . . O2 O 0.6705(3) 0.4754(3) 0.14421(7) 0.0216(7) Uani 1 1 d . . . O3 O 0.6793(3) 0.0972(3) 0.16855(7) 0.0208(7) Uani 1 1 d . . . O4 O 0.8192(3) 0.3521(3) 0.08312(7) 0.0223(7) Uani 1 1 d . . . O5 O 0.4706(3) 0.2691(3) 0.14143(7) 0.0236(7) Uani 1 1 d . . . O6 O 0.6085(3) 0.1161(3) 0.09583(7) 0.0238(7) Uani 1 1 d . . . O7 O 0.8326(3) -0.1182(3) 0.17789(7) 0.0251(7) Uani 1 1 d . . . O8 O 0.7693(3) -0.2557(3) 0.11864(8) 0.0251(7) Uani 1 1 d . . . O9 O 0.8658(3) 0.1148(3) 0.11666(7) 0.0208(7) Uani 1 1 d . . . O10 O 0.5311(3) -0.1284(3) 0.13796(12) 0.0470(10) Uani 1 1 d . . . H10A H 0.5059 -0.2014 0.1395 0.050 Uiso 1 1 d . . . H10B H 0.4628 -0.0796 0.1401 0.050 Uiso 1 1 d . . . O11 O 0.7296(4) -0.0795(3) 0.06164(8) 0.0333(8) Uani 1 1 d . . . H11C H 0.7291 -0.0349 0.0422 0.050 Uiso 1 1 d . . . H11D H 0.7195 -0.1387 0.0497 0.050 Uiso 1 1 d . . . N1 N 0.9903(4) 0.4488(4) 0.20359(11) 0.0337(10) Uani 1 1 d . . . H1AN H 1.0481 0.4799 0.1902 0.040 Uiso 1 1 calc R . . H1BN H 0.9889 0.4673 0.2260 0.040 Uiso 1 1 calc R . . N2 N 0.6827(3) 0.3157(3) 0.19955(8) 0.0193(8) Uani 1 1 d . . . N3 N 0.6780(4) 0.6238(3) 0.18320(10) 0.0280(9) Uani 1 1 d . . . H3AN H 0.7005 0.6744 0.1671 0.034 Uiso 1 1 calc R . . H3BN H 0.6685 0.6469 0.2050 0.034 Uiso 1 1 calc R . . N4 N 0.6707(4) 0.0150(4) 0.22197(9) 0.0320(10) Uani 1 1 d . . . H4AN H 0.6960 -0.0533 0.2140 0.038 Uiso 1 1 calc R . . H4BN H 0.6543 0.0234 0.2443 0.038 Uiso 1 1 calc R . . N5 N 0.8255(4) 0.4269(4) 0.02872(10) 0.0428(12) Uani 1 1 d . . . H5AN H 0.9055 0.4053 0.0266 0.051 Uiso 1 1 calc R . . H5BN H 0.7852 0.4638 0.0113 0.051 Uiso 1 1 calc R . . N6 N 0.5576(3) 0.3559(3) 0.07892(8) 0.0191(8) Uani 1 1 d . . . N7 N 0.2754(4) 0.3484(4) 0.13154(10) 0.0305(9) Uani 1 1 d . . . H7AN H 0.2432 0.3098 0.1492 0.037 Uiso 1 1 calc R . . H7BN H 0.2267 0.3959 0.1187 0.037 Uiso 1 1 calc R . . N8 N 0.4535(5) 0.0601(4) 0.05745(13) 0.0482(13) Uani 1 1 d . . . H8AN H 0.4562 -0.0127 0.0650 0.058 Uiso 1 1 calc R . . H8BN H 0.3992 0.0801 0.0403 0.058 Uiso 1 1 calc R . . N9 N 1.0027(4) -0.2046(4) 0.20485(10) 0.0330(10) Uani 1 1 d . . . H9AN H 0.9567 -0.2321 0.2219 0.040 Uiso 1 1 calc R . . H9BN H 1.0851 -0.2189 0.2048 0.040 Uiso 1 1 calc R . . N10 N 0.9738(3) -0.0994(3) 0.11619(8) 0.0188(8) Uani 1 1 d . . . N11 N 0.9021(4) -0.4091(3) 0.11539(10) 0.0270(9) Uani 1 1 d . . . H11AN H 0.8424 -0.4581 0.1217 0.032 Uiso 1 1 calc R . . H11BN H 0.9788 -0.4353 0.1109 0.032 Uiso 1 1 calc R . . N12 N 1.0342(4) 0.2020(4) 0.09406(12) 0.0376(11) Uani 1 1 d . . . H12AN H 1.0028 0.2721 0.0980 0.045 Uiso 1 1 calc R . . H12BN H 1.1085 0.1949 0.0842 0.045 Uiso 1 1 calc R . . C1 C 0.9059(4) 0.3746(4) 0.19006(11) 0.0229(10) Uani 1 1 d . . . C2 C 0.8123(4) 0.3221(4) 0.21527(11) 0.0254(10) Uani 1 1 d . . . H2A H 0.8401 0.2448 0.2219 0.030 Uiso 1 1 calc R . . H2B H 0.8114 0.3690 0.2362 0.030 Uiso 1 1 calc R . . C3 C 0.6175(4) 0.4281(4) 0.20300(10) 0.0219(9) Uani 1 1 d . . . H3A H 0.6375 0.4609 0.2258 0.026 Uiso 1 1 calc R . . H3B H 0.5269 0.4163 0.2010 0.026 Uiso 1 1 calc R . . C4 C 0.6584(4) 0.5129(4) 0.17460(11) 0.0223(10) Uani 1 1 d . . . C5 C 0.6113(4) 0.2195(4) 0.21538(10) 0.0219(9) Uani 1 1 d . . . H5A H 0.5217 0.2289 0.2102 0.026 Uiso 1 1 calc R . . H5B H 0.6250 0.2202 0.2405 0.026 Uiso 1 1 calc R . . C6 C 0.6574(4) 0.1042(4) 0.20044(10) 0.0216(9) Uani 1 1 d . . . C7 C 0.7664(4) 0.4039(4) 0.05785(11) 0.0235(10) Uani 1 1 d . . . C8 C 0.6300(4) 0.4454(4) 0.06044(11) 0.0239(10) Uani 1 1 d . . . H8A H 0.6280 0.5181 0.0731 0.029 Uiso 1 1 calc R . . H8B H 0.5928 0.4578 0.0373 0.029 Uiso 1 1 calc R . . C9 C 0.4427(4) 0.4071(4) 0.09401(11) 0.0215(9) Uani 1 1 d . . . H9A H 0.3761 0.4119 0.0761 0.026 Uiso 1 1 calc R . . H9B H 0.4615 0.4852 0.1020 0.026 Uiso 1 1 calc R . . C10 C 0.3971(4) 0.3349(4) 0.12429(10) 0.0185(9) Uani 1 1 d . . . C11 C 0.5249(5) 0.2587(4) 0.05482(11) 0.0280(11) Uani 1 1 d . . . H11A H 0.5825 0.2601 0.0358 0.034 Uiso 1 1 calc R . . H11B H 0.4403 0.2714 0.0450 0.034 Uiso 1 1 calc R . . C12 C 0.5302(4) 0.1388(4) 0.07166(11) 0.0250(10) Uani 1 1 d . . . C13 C 0.9474(4) -0.1411(4) 0.17917(10) 0.0202(9) Uani 1 1 d . . . C14 C 1.0344(4) -0.0937(4) 0.15159(10) 0.0230(10) Uani 1 1 d . . . H14A H 1.0558 -0.0139 0.1571 0.028 Uiso 1 1 calc R . . H14B H 1.1121 -0.1383 0.1520 0.028 Uiso 1 1 calc R . . C15 C 0.9838(4) -0.2171(4) 0.10084(11) 0.0233(10) Uani 1 1 d . . . H15A H 1.0646 -0.2509 0.1078 0.028 Uiso 1 1 calc R . . H15B H 0.9801 -0.2112 0.0757 0.028 Uiso 1 1 calc R . . C16 C 0.8767(4) -0.2969(4) 0.11258(10) 0.0201(9) Uani 1 1 d . . . C17 C 1.0277(4) -0.0084(4) 0.09382(11) 0.0230(10) Uani 1 1 d . . . H17A H 1.0092 -0.0263 0.0695 0.028 Uiso 1 1 calc R . . H17B H 1.1187 -0.0057 0.0975 0.028 Uiso 1 1 calc R . . C18 C 0.9707(4) 0.1087(4) 0.10275(10) 0.0185(9) Uani 1 1 d . . . Cl1 Cl 0.70643(11) 0.13137(11) 0.32277(3) 0.0269(3) Uani 1 1 d . . . O12 O 0.6647(5) 0.0423(4) 0.29876(9) 0.0630(14) Uani 1 1 d . . . O13 O 0.6186(4) 0.1386(4) 0.35033(10) 0.0522(11) Uani 1 1 d . . . O14 O 0.8301(3) 0.1016(4) 0.33740(10) 0.0440(9) Uani 1 1 d . . . O15 O 0.7155(4) 0.2418(4) 0.30448(9) 0.0458(10) Uani 1 1 d . . . Cl2 Cl 0.84848(12) -0.26437(12) -0.00753(3) 0.0344(3) Uani 1 1 d . . . O16 O 0.9552(4) -0.2028(5) 0.00734(11) 0.0661(14) Uani 1 1 d . . . O17 O 0.7871(4) -0.1944(5) -0.03400(11) 0.0616(13) Uani 1 1 d . . . O18 O 0.8934(4) -0.3711(4) -0.02298(10) 0.0541(11) Uani 1 1 d . . . O19 O 0.7610(4) -0.2916(4) 0.01903(11) 0.0542(12) Uani 1 1 d . . . Cl3 Cl 0.17217(13) 0.14730(12) 0.22094(3) 0.0371(3) Uani 1 1 d . . . O20 O 0.2343(6) 0.2279(5) 0.24417(12) 0.0831(17) Uani 1 1 d . . . O21 O 0.0513(4) 0.1194(4) 0.23491(11) 0.0644(14) Uani 1 1 d . . . O22 O 0.2441(5) 0.0414(4) 0.21845(11) 0.0676(15) Uani 1 1 d . . . O23 O 0.1537(4) 0.1969(4) 0.18690(8) 0.0432(10) Uani 1 1 d . . . Cl4 Cl 0.61330(13) 0.21929(12) 0.44969(3) 0.0386(3) Uani 1 1 d . . . O24 O 0.5062(5) 0.2116(5) 0.42557(11) 0.0643(13) Uani 1 1 d . . . O25 O 0.7273(5) 0.2311(5) 0.43226(16) 0.0911(19) Uani 1 1 d . . . O26 O 0.5962(5) 0.3152(4) 0.47302(11) 0.0648(13) Uani 1 1 d . . . O27 O 0.6172(5) 0.1129(4) 0.46973(11) 0.0626(13) Uani 1 1 d . . . O28 O 0.3564(4) 0.0386(4) 0.14767(11) 0.0496(11) Uani 1 1 d . . . H28A H 0.3194 0.0409 0.1697 0.050 Uiso 1 1 d . . . H28B H 0.3611 0.1185 0.1611 0.050 Uiso 1 1 d . . . O29 O 0.8027(6) 0.0937(5) 0.01649(13) 0.0814(17) Uani 1 1 d . . . H29A H 0.7569 0.1378 -0.0004 0.050 Uiso 1 1 d . . . H29B H 0.7999 0.0434 -0.0014 0.050 Uiso 1 1 d . . . O30 O 0.8587(3) -0.5141(3) -0.08444(9) 0.0407(9) Uani 1 1 d . . . H30A H 0.8580 -0.4856 -0.0574 0.050 Uiso 1 1 d . . . H30B H 0.8002 -0.5795 -0.0828 0.050 Uiso 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 Ca1 0.0203(4) 0.0138(4) 0.0140(4) 0.0005(3) -0.0005(3) 0.0004(4) Ca2 0.0181(4) 0.0146(4) 0.0193(4) 0.0008(3) 0.0012(3) 0.0015(4) O1 0.0237(17) 0.0284(18) 0.0225(15) -0.0031(13) -0.0023(12) 0.0003(14) O2 0.0288(18) 0.0160(16) 0.0198(14) 0.0000(12) -0.0005(12) 0.0031(13) O3 0.0271(17) 0.0191(16) 0.0165(13) 0.0028(12) 0.0031(12) 0.0010(13) O4 0.0194(16) 0.0249(17) 0.0228(14) 0.0049(13) 0.0016(12) -0.0002(14) O5 0.0265(17) 0.0217(17) 0.0224(14) 0.0042(13) 0.0012(13) 0.0046(14) O6 0.0294(18) 0.0198(17) 0.0216(14) -0.0042(12) -0.0064(13) 0.0047(14) O7 0.0219(17) 0.0320(19) 0.0215(14) 0.0033(13) 0.0028(12) 0.0052(14) O8 0.0230(17) 0.0171(16) 0.0353(16) -0.0002(13) 0.0033(13) 0.0013(14) O9 0.0186(16) 0.0187(16) 0.0251(14) 0.0032(12) 0.0023(12) 0.0023(13) O10 0.028(2) 0.022(2) 0.092(3) -0.0126(19) 0.016(2) -0.0075(16) O11 0.051(2) 0.0286(19) 0.0201(14) -0.0023(13) -0.0001(14) 0.0067(17) N1 0.028(2) 0.038(3) 0.035(2) -0.0133(19) 0.0031(18) -0.007(2) N2 0.0208(19) 0.0172(19) 0.0198(16) 0.0036(14) 0.0008(14) 0.0013(16) N3 0.035(2) 0.018(2) 0.0312(19) -0.0047(16) 0.0033(17) -0.0005(18) N4 0.054(3) 0.022(2) 0.0202(18) 0.0046(16) 0.0098(18) 0.006(2) N5 0.031(2) 0.068(4) 0.030(2) 0.023(2) 0.0085(18) 0.017(2) N6 0.0193(19) 0.0180(19) 0.0200(16) 0.0021(14) -0.0008(14) 0.0023(16) N7 0.028(2) 0.037(2) 0.0275(19) 0.0073(18) 0.0057(16) 0.0044(19) N8 0.053(3) 0.024(3) 0.065(3) -0.008(2) -0.036(3) -0.001(2) N9 0.027(2) 0.048(3) 0.0242(18) 0.0116(18) 0.0006(16) 0.012(2) N10 0.0227(19) 0.0167(19) 0.0172(16) 0.0018(14) 0.0024(14) -0.0006(16) N11 0.021(2) 0.018(2) 0.042(2) -0.0026(17) 0.0065(17) 0.0031(17) N12 0.023(2) 0.020(2) 0.071(3) 0.007(2) 0.011(2) -0.0021(18) C1 0.019(2) 0.019(2) 0.029(2) -0.0050(18) -0.0069(18) 0.0084(19) C2 0.026(3) 0.027(3) 0.022(2) -0.0003(18) -0.0072(18) 0.003(2) C3 0.028(2) 0.018(2) 0.0199(19) -0.0049(17) 0.0023(17) 0.0032(19) C4 0.018(2) 0.021(2) 0.028(2) -0.0062(18) -0.0024(17) 0.0058(19) C5 0.029(2) 0.020(2) 0.0175(19) 0.0014(17) 0.0033(17) 0.002(2) C6 0.022(2) 0.022(2) 0.021(2) 0.0027(18) 0.0035(17) -0.0040(19) C7 0.029(3) 0.021(2) 0.021(2) 0.0028(18) 0.0038(18) 0.001(2) C8 0.025(2) 0.023(2) 0.024(2) 0.0056(18) 0.0012(18) 0.002(2) C9 0.018(2) 0.021(2) 0.025(2) 0.0048(18) 0.0019(17) 0.0030(19) C10 0.022(2) 0.015(2) 0.0182(18) -0.0036(17) -0.0011(17) -0.0005(18) C11 0.035(3) 0.029(3) 0.019(2) -0.0001(19) -0.0061(19) 0.006(2) C12 0.026(2) 0.022(2) 0.027(2) -0.0066(19) -0.0027(19) 0.003(2) C13 0.026(3) 0.019(2) 0.0154(18) -0.0022(17) -0.0003(16) 0.0032(19) C14 0.024(2) 0.022(2) 0.023(2) 0.0017(18) -0.0009(18) 0.000(2) C15 0.026(2) 0.015(2) 0.029(2) -0.0024(18) 0.0076(18) -0.0004(19) C16 0.025(2) 0.014(2) 0.021(2) -0.0034(17) -0.0007(17) 0.0001(19) C17 0.022(2) 0.020(2) 0.027(2) 0.0019(18) 0.0065(18) -0.0035(19) C18 0.017(2) 0.016(2) 0.0216(19) 0.0061(17) -0.0021(16) -0.0034(18) Cl1 0.0255(6) 0.0340(7) 0.0212(5) -0.0003(5) 0.0002(4) -0.0075(5) O12 0.095(4) 0.067(3) 0.0263(18) -0.0092(19) 0.000(2) -0.046(3) O13 0.049(2) 0.063(3) 0.047(2) 0.008(2) 0.0261(19) 0.012(2) O14 0.027(2) 0.046(2) 0.058(2) 0.0048(19) -0.0070(17) 0.0038(18) O15 0.044(2) 0.050(3) 0.043(2) 0.0203(18) -0.0084(17) -0.012(2) Cl2 0.0293(7) 0.0426(7) 0.0318(6) -0.0058(5) 0.0067(5) 0.0042(6) O16 0.047(3) 0.096(4) 0.055(2) -0.013(3) -0.007(2) -0.022(3) O17 0.034(2) 0.091(4) 0.060(3) 0.027(3) 0.0059(19) 0.021(2) O18 0.066(3) 0.048(3) 0.051(2) -0.009(2) 0.027(2) 0.008(2) O19 0.060(3) 0.049(3) 0.055(2) -0.012(2) 0.036(2) -0.008(2) Cl3 0.0508(8) 0.0396(7) 0.0213(5) 0.0077(5) 0.0064(5) 0.0157(6) O20 0.121(5) 0.081(4) 0.046(2) -0.006(3) -0.020(3) -0.016(4) O21 0.064(3) 0.074(3) 0.058(3) 0.025(2) 0.031(2) 0.018(3) O22 0.087(4) 0.060(3) 0.056(2) 0.025(2) 0.017(2) 0.048(3) O23 0.057(3) 0.049(2) 0.0232(16) 0.0155(16) 0.0052(16) 0.011(2) Cl4 0.0453(8) 0.0390(8) 0.0315(6) -0.0032(5) -0.0006(5) 0.0047(6) O24 0.064(3) 0.079(4) 0.047(2) 0.013(2) -0.025(2) -0.005(3) O25 0.070(4) 0.095(4) 0.112(4) -0.018(4) 0.046(3) -0.018(3) O26 0.096(4) 0.043(3) 0.056(3) -0.012(2) 0.010(2) 0.013(3) O27 0.089(4) 0.038(3) 0.059(3) 0.005(2) -0.029(2) 0.000(2) O28 0.044(2) 0.039(2) 0.067(3) -0.011(2) 0.028(2) 0.0039(19) O29 0.092(4) 0.079(4) 0.074(3) 0.039(3) 0.014(3) 0.003(3) O30 0.035(2) 0.046(2) 0.0406(19) 0.0028(17) 0.0057(16) 0.0112(18) _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 Ca1 O2 2.408(3) . ? Ca1 O4 2.409(3) . ? Ca1 O6 2.426(3) . ? Ca1 O1 2.435(3) . ? Ca1 O3 2.464(3) . ? Ca1 O5 2.497(3) . ? Ca1 O9 2.536(3) . ? Ca1 N6 2.656(4) . ? Ca1 N2 2.665(3) . ? Ca1 C12 3.239(5) . ? Ca1 Ca2 3.7055(14) . ? Ca2 O10 2.329(4) . ? Ca2 O11 2.377(3) . ? Ca2 O8 2.381(3) . ? Ca2 O9 2.402(3) . ? Ca2 O7 2.430(3) . ? Ca2 O3 2.477(3) . ? Ca2 O6 2.498(3) . ? Ca2 N10 2.658(4) . ? Ca2 C13 3.237(4) . ? O1 C1 1.236(5) . ? O2 C4 1.244(5) . ? O3 C6 1.246(5) . ? O4 C7 1.242(5) . ? O5 C10 1.244(5) . ? O6 C12 1.239(5) . ? O7 C13 1.231(5) . ? O8 C16 1.250(5) . ? O9 C18 1.239(5) . ? N1 C1 1.316(6) . ? N2 C3 1.461(5) . ? N2 C2 1.467(6) . ? N2 C5 1.470(5) . ? N3 C4 1.321(6) . ? N4 C6 1.311(6) . ? N5 C7 1.316(5) . ? N6 C8 1.467(5) . ? N6 C11 1.472(6) . ? N6 C9 1.473(5) . ? N7 C10 1.324(6) . ? N8 C12 1.309(6) . ? N9 C13 1.332(6) . ? N10 C17 1.469(5) . ? N10 C15 1.470(5) . ? N10 C14 1.470(5) . ? N11 C16 1.311(6) . ? N12 C18 1.306(6) . ? C1 C2 1.520(6) . ? C3 C4 1.524(6) . ? C5 C6 1.519(6) . ? C7 C8 1.512(6) . ? C9 C10 1.508(6) . ? C11 C12 1.512(7) . ? C13 C14 1.515(6) . ? C15 C16 1.524(6) . ? C17 C18 1.507(6) . ? Cl1 O13 1.423(3) . ? Cl1 O12 1.425(4) . ? Cl1 O14 1.434(4) . ? Cl1 O15 1.445(4) . ? Cl2 O17 1.422(4) . ? Cl2 O16 1.422(4) . ? Cl2 O19 1.424(4) . ? Cl2 O18 1.439(4) . ? Cl3 O20 1.418(5) . ? Cl3 O23 1.421(3) . ? Cl3 O21 1.428(4) . ? Cl3 O22 1.430(4) . ? Cl4 O25 1.394(5) . ? Cl4 O26 1.425(4) . ? Cl4 O24 1.428(4) . ? Cl4 O27 1.433(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Ca1 O4 82.45(10) . . ? O2 Ca1 O6 139.37(11) . . ? O4 Ca1 O6 93.70(11) . . ? O2 Ca1 O1 73.22(11) . . ? O4 Ca1 O1 75.96(10) . . ? O6 Ca1 O1 145.05(11) . . ? O2 Ca1 O3 130.00(10) . . ? O4 Ca1 O3 144.41(11) . . ? O6 Ca1 O3 71.23(10) . . ? O1 Ca1 O3 97.81(11) . . ? O2 Ca1 O5 79.95(11) . . ? O4 Ca1 O5 129.89(10) . . ? O6 Ca1 O5 71.77(10) . . ? O1 Ca1 O5 139.68(10) . . ? O3 Ca1 O5 77.00(10) . . ? O2 Ca1 O9 146.24(11) . . ? O4 Ca1 O9 75.41(10) . . ? O6 Ca1 O9 68.22(10) . . ? O1 Ca1 O9 76.85(10) . . ? O3 Ca1 O9 69.08(10) . . ? O5 Ca1 O9 133.79(10) . . ? O2 Ca1 N6 73.54(11) . . ? O4 Ca1 N6 65.34(11) . . ? O6 Ca1 N6 68.27(11) . . ? O1 Ca1 N6 131.38(11) . . ? O3 Ca1 N6 130.79(11) . . ? O5 Ca1 N6 64.74(10) . . ? O9 Ca1 N6 117.69(10) . . ? O2 Ca1 N2 66.36(10) . . ? O4 Ca1 N2 137.08(11) . . ? O6 Ca1 N2 129.19(11) . . ? O1 Ca1 N2 67.48(11) . . ? O3 Ca1 N2 64.94(10) . . ? O5 Ca1 N2 74.44(11) . . ? O9 Ca1 N2 115.37(11) . . ? N6 Ca1 N2 126.51(11) . . ? O2 Ca1 C12 120.75(12) . . ? O4 Ca1 C12 85.99(11) . . ? O6 Ca1 C12 19.19(11) . . ? O1 Ca1 C12 155.79(11) . . ? O3 Ca1 C12 87.46(11) . . ? O5 Ca1 C12 64.53(11) . . ? O9 Ca1 C12 83.14(11) . . ? N6 Ca1 C12 49.17(12) . . ? N2 Ca1 C12 134.85(12) . . ? O2 Ca1 Ca2 171.15(7) . . ? O4 Ca1 Ca2 106.40(8) . . ? O6 Ca1 Ca2 41.92(7) . . ? O1 Ca1 Ca2 108.45(8) . . ? O3 Ca1 Ca2 41.55(7) . . ? O5 Ca1 Ca2 94.01(8) . . ? O9 Ca1 Ca2 40.03(7) . . ? N6 Ca1 Ca2 109.84(8) . . ? N2 Ca1 Ca2 105.91(8) . . ? C12 Ca1 Ca2 61.09(9) . . ? O10 Ca2 O11 102.70(15) . . ? O10 Ca2 O8 79.19(12) . . ? O11 Ca2 O8 77.43(11) . . ? O10 Ca2 O9 149.90(12) . . ? O11 Ca2 O9 88.53(11) . . ? O8 Ca2 O9 130.82(11) . . ? O10 Ca2 O7 93.24(14) . . ? O11 Ca2 O7 141.47(12) . . ? O8 Ca2 O7 71.39(11) . . ? O9 Ca2 O7 94.95(11) . . ? O10 Ca2 O3 83.57(12) . . ? O11 Ca2 O3 141.90(11) . . ? O8 Ca2 O3 140.08(10) . . ? O9 Ca2 O3 71.04(10) . . ? O7 Ca2 O3 73.98(10) . . ? O10 Ca2 O6 87.28(13) . . ? O11 Ca2 O6 72.95(11) . . ? O8 Ca2 O6 143.73(11) . . ? O9 Ca2 O6 69.22(10) . . ? O7 Ca2 O6 143.52(11) . . ? O3 Ca2 O6 69.84(10) . . ? O10 Ca2 N10 144.82(13) . . ? O11 Ca2 N10 80.07(12) . . ? O8 Ca2 N10 67.06(11) . . ? O9 Ca2 N10 64.14(11) . . ? O7 Ca2 N10 67.37(10) . . ? O3 Ca2 N10 116.06(11) . . ? O6 Ca2 N10 126.01(11) . . ? O10 Ca2 C13 109.93(14) . . ? O11 Ca2 C13 125.15(12) . . ? O8 Ca2 C13 67.31(11) . . ? O9 Ca2 C13 84.59(11) . . ? O7 Ca2 C13 19.08(10) . . ? O3 Ca2 C13 85.62(10) . . ? O6 Ca2 C13 148.50(11) . . ? N10 Ca2 C13 48.30(10) . . ? O10 Ca2 Ca1 107.15(9) . . ? O11 Ca2 Ca1 102.50(9) . . ? O8 Ca2 Ca1 173.39(8) . . ? O9 Ca2 Ca1 42.77(7) . . ? O7 Ca2 Ca1 105.91(8) . . ? O3 Ca2 Ca1 41.28(7) . . ? O6 Ca2 Ca1 40.46(7) . . ? N10 Ca2 Ca1 106.36(8) . . ? C13 Ca2 Ca1 108.10(8) . . ? C1 O1 Ca1 120.4(3) . . ? C4 O2 Ca1 122.9(3) . . ? C6 O3 Ca1 122.5(3) . . ? C6 O3 Ca2 140.1(3) . . ? Ca1 O3 Ca2 97.17(9) . . ? C7 O4 Ca1 123.4(3) . . ? C10 O5 Ca1 120.4(3) . . ? C12 O6 Ca1 120.7(3) . . ? C12 O6 Ca2 141.5(3) . . ? Ca1 O6 Ca2 97.62(11) . . ? C13 O7 Ca2 120.7(2) . . ? C16 O8 Ca2 123.4(3) . . ? C18 O9 Ca2 123.2(3) . . ? C18 O9 Ca1 137.9(3) . . ? Ca2 O9 Ca1 97.20(10) . . ? C3 N2 C2 110.4(4) . . ? C3 N2 C5 111.9(3) . . ? C2 N2 C5 110.3(3) . . ? C3 N2 Ca1 108.1(2) . . ? C2 N2 Ca1 107.2(2) . . ? C5 N2 Ca1 108.7(2) . . ? C8 N6 C11 109.8(3) . . ? C8 N6 C9 110.8(3) . . ? C11 N6 C9 111.5(4) . . ? C8 N6 Ca1 108.4(3) . . ? C11 N6 Ca1 108.1(3) . . ? C9 N6 Ca1 108.2(2) . . ? C17 N10 C15 112.5(3) . . ? C17 N10 C14 109.7(3) . . ? C15 N10 C14 111.7(4) . . ? C17 N10 Ca2 108.0(3) . . ? C15 N10 Ca2 108.3(3) . . ? C14 N10 Ca2 106.5(2) . . ? O1 C1 N1 123.5(4) . . ? O1 C1 C2 119.9(4) . . ? N1 C1 C2 116.5(4) . . ? N2 C2 C1 111.8(3) . . ? N2 C3 C4 110.4(3) . . ? O2 C4 N3 122.7(4) . . ? O2 C4 C3 118.8(4) . . ? N3 C4 C3 118.5(4) . . ? N2 C5 C6 108.7(3) . . ? O3 C6 N4 122.7(4) . . ? O3 C6 C5 119.5(4) . . ? N4 C6 C5 117.8(3) . . ? O4 C7 N5 122.4(4) . . ? O4 C7 C8 119.6(4) . . ? N5 C7 C8 117.9(4) . . ? N6 C8 C7 108.7(4) . . ? N6 C9 C10 111.6(4) . . ? O5 C10 N7 123.0(4) . . ? O5 C10 C9 121.5(4) . . ? N7 C10 C9 115.5(4) . . ? N6 C11 C12 114.5(3) . . ? O6 C12 N8 123.0(5) . . ? O6 C12 C11 121.2(4) . . ? N8 C12 C11 115.7(4) . . ? O6 C12 Ca1 40.1(2) . . ? N8 C12 Ca1 158.9(4) . . ? C11 C12 Ca1 83.4(3) . . ? O7 C13 N9 122.9(4) . . ? O7 C13 C14 120.6(4) . . ? N9 C13 C14 116.5(4) . . ? O7 C13 Ca2 40.20(19) . . ? N9 C13 Ca2 158.8(3) . . ? C14 C13 Ca2 82.2(2) . . ? N10 C14 C13 111.6(4) . . ? N10 C15 C16 111.4(3) . . ? O8 C16 N11 122.3(4) . . ? O8 C16 C15 120.5(4) . . ? N11 C16 C15 117.2(4) . . ? N10 C17 C18 109.4(3) . . ? O9 C18 N12 122.0(4) . . ? O9 C18 C17 120.8(4) . . ? N12 C18 C17 117.1(4) . . ? O13 Cl1 O12 108.8(3) . . ? O13 Cl1 O14 109.1(2) . . ? O12 Cl1 O14 109.4(3) . . ? O13 Cl1 O15 111.1(3) . . ? O12 Cl1 O15 109.7(2) . . ? O14 Cl1 O15 108.6(2) . . ? O17 Cl2 O16 109.5(3) . . ? O17 Cl2 O19 109.8(3) . . ? O16 Cl2 O19 110.1(3) . . ? O17 Cl2 O18 109.4(3) . . ? O16 Cl2 O18 108.5(3) . . ? O19 Cl2 O18 109.5(2) . . ? O20 Cl3 O23 110.8(3) . . ? O20 Cl3 O21 107.9(3) . . ? O23 Cl3 O21 109.5(3) . . ? O20 Cl3 O22 111.0(4) . . ? O23 Cl3 O22 109.4(2) . . ? O21 Cl3 O22 108.2(3) . . ? O25 Cl4 O26 110.6(3) . . ? O25 Cl4 O24 111.6(3) . . ? O26 Cl4 O24 109.5(3) . . ? O25 Cl4 O27 109.1(4) . . ? O26 Cl4 O27 108.7(3) . . ? O24 Cl4 O27 107.3(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.15 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.522 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.089 data_rh42 _database_code_depnum_ccdc_archive 'CCDC 282119' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H12 N6 O9 Pb' _chemical_formula_weight 519.41 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4411(16) _cell_length_b 9.0455(19) _cell_length_c 11.625(3) _cell_angle_alpha 69.976(4) _cell_angle_beta 79.591(4) _cell_angle_gamma 67.045(3) _cell_volume 675.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 12.542 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1882 _exptl_absorpt_correction_T_max 0.5728 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 7072 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.33 _reflns_number_total 3107 _reflns_number_gt 2889 _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. ; _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^+30.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0032(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3107 _refine_ls_number_parameters 200 _refine_ls_number_restraints 108 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.1042 _refine_ls_wR_factor_gt 0.0678 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pb1 Pb -0.15938(4) 0.54439(4) 0.83612(3) 0.01300(10) Uani 1 1 d . . . O1 O 0.0955(9) 0.3287(7) 1.0036(5) 0.0148(7) Uani 1 1 d U . . O2 O 0.0859(9) 0.6628(8) 0.7043(6) 0.0168(8) Uani 1 1 d U . . O3 O -0.2036(9) 0.4065(8) 0.6832(6) 0.0164(8) Uani 1 1 d U . . O4 O -0.3535(11) 0.3992(9) 1.0825(7) 0.0260(11) Uani 1 1 d U . . O5 O -0.4837(11) 0.2231(9) 1.0776(7) 0.0303(12) Uani 1 1 d U . . O6 O -0.2503(10) 0.2665(8) 0.9460(6) 0.0239(9) Uani 1 1 d U . . O7 O -0.3519(10) 0.9947(9) 0.6814(6) 0.0252(11) Uani 1 1 d U . . O8 O -0.2799(10) 1.0124(9) 0.4891(6) 0.0255(11) Uani 1 1 d U . . O9 O -0.3027(10) 0.7810(9) 0.6177(6) 0.0242(11) Uani 1 1 d U . . N1 N 0.2110(11) 0.0478(10) 1.0864(7) 0.0186(11) Uani 1 1 d U . . H1A H 0.1974 0.0547 1.1614 0.022 Uiso 1 1 calc R . . H1B H 0.2575 -0.0514 1.0739 0.022 Uiso 1 1 calc R . . N2 N 0.3963(11) 0.6249(9) 0.6288(7) 0.0160(10) Uani 1 1 d U . . H2A H 0.3671 0.7329 0.5896 0.019 Uiso 1 1 calc R . . H2B H 0.5169 0.5545 0.6242 0.019 Uiso 1 1 calc R . . N3 N 0.1635(10) 0.3198(9) 0.7717(7) 0.0152(6) Uani 1 1 d U . . N4 N -0.0694(11) 0.1871(9) 0.6070(7) 0.0169(10) Uani 1 1 d U . . H4A H -0.1841 0.1825 0.6033 0.020 Uiso 1 1 calc R . . H4B H 0.0376 0.1151 0.5831 0.020 Uiso 1 1 calc R . . N5 N -0.3653(13) 0.2972(10) 1.0385(8) 0.0247(9) Uani 1 1 d U . . N6 N -0.3134(12) 0.9290(11) 0.5989(7) 0.0231(9) Uani 1 1 d U . . C1 C 0.1620(12) 0.1847(11) 0.9937(8) 0.0148(7) Uani 1 1 d U . . C2 C 0.1942(12) 0.1601(11) 0.8668(8) 0.0148(7) Uani 1 1 d U . . H2C H 0.3291 0.0820 0.8569 0.018 Uiso 1 1 calc R . . H2D H 0.1025 0.1094 0.8588 0.018 Uiso 1 1 calc R . . C3 C 0.3218(12) 0.3821(11) 0.7595(8) 0.0155(7) Uani 1 1 d U . . H3A H 0.4351 0.3209 0.7133 0.019 Uiso 1 1 calc R . . H3B H 0.3635 0.3592 0.8420 0.019 Uiso 1 1 calc R . . C4 C 0.2608(12) 0.5692(11) 0.6938(8) 0.0155(7) Uani 1 1 d U . . C5 C 0.1448(12) 0.3018(11) 0.6525(8) 0.0156(7) Uani 1 1 d U . . H5A H 0.2448 0.1953 0.6426 0.019 Uiso 1 1 calc R . . H5B H 0.1665 0.3961 0.5844 0.019 Uiso 1 1 calc R . . C6 C -0.0579(12) 0.3016(11) 0.6482(8) 0.0159(7) 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 Pb1 0.01214(15) 0.01412(15) 0.01410(15) -0.00623(11) 0.00031(10) -0.00478(11) O1 0.0162(13) 0.0146(12) 0.0154(12) -0.0063(11) -0.0015(12) -0.0055(11) O2 0.0147(13) 0.0151(12) 0.0192(13) -0.0043(12) -0.0008(12) -0.0047(11) O3 0.0144(13) 0.0183(12) 0.0178(13) -0.0083(11) -0.0018(12) -0.0042(11) O4 0.029(2) 0.0205(19) 0.026(2) -0.0108(17) -0.0047(18) -0.0022(17) O5 0.028(2) 0.0169(19) 0.034(2) -0.0007(18) 0.0053(19) -0.0041(17) O6 0.0271(17) 0.0165(15) 0.0270(16) -0.0066(14) 0.0000(15) -0.0072(14) O7 0.024(2) 0.036(2) 0.021(2) -0.0120(18) 0.0011(18) -0.0147(18) O8 0.026(2) 0.032(2) 0.020(2) -0.0091(18) 0.0046(18) -0.0135(18) O9 0.022(2) 0.033(2) 0.024(2) -0.0098(18) -0.0016(18) -0.0138(18) N1 0.0204(18) 0.0181(18) 0.0167(18) -0.0059(16) -0.0022(17) -0.0050(16) N2 0.0164(18) 0.0146(18) 0.0182(18) -0.0018(16) -0.0024(17) -0.0088(16) N3 0.0150(9) 0.0158(8) 0.0168(9) -0.0065(8) -0.0016(8) -0.0058(8) N4 0.0133(18) 0.0190(18) 0.0194(18) -0.0098(16) 0.0001(17) -0.0037(16) N5 0.0272(16) 0.0168(15) 0.0275(16) -0.0063(13) -0.0001(14) -0.0062(13) N6 0.0231(17) 0.0330(18) 0.0207(17) -0.0116(15) 0.0004(15) -0.0152(15) C1 0.0158(11) 0.0150(10) 0.0159(11) -0.0066(10) -0.0020(10) -0.0058(10) C2 0.0152(10) 0.0153(10) 0.0164(10) -0.0068(9) -0.0020(9) -0.0057(9) C3 0.0153(10) 0.0153(10) 0.0176(10) -0.0056(9) -0.0016(9) -0.0064(9) C4 0.0152(11) 0.0148(11) 0.0181(11) -0.0049(10) -0.0017(10) -0.0067(10) C5 0.0147(10) 0.0169(10) 0.0171(10) -0.0074(9) -0.0015(9) -0.0054(9) C6 0.0143(11) 0.0178(11) 0.0176(11) -0.0082(10) -0.0016(10) -0.0049(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 Pb1 O2 2.494(6) . ? Pb1 O3 2.621(6) . ? Pb1 O1 2.654(6) . ? Pb1 N3 2.654(7) . ? Pb1 O1 2.688(6) 2_567 ? Pb1 O6 2.688(7) . ? O1 C1 1.239(10) . ? O1 Pb1 2.688(6) 2_567 ? O2 C4 1.257(10) . ? O3 C6 1.243(10) . ? O4 N5 1.235(11) . ? O5 N5 1.240(11) . ? O6 N5 1.286(11) . ? O7 N6 1.231(11) . ? O8 N6 1.278(11) . ? O9 N6 1.252(11) . ? N1 C1 1.305(11) . ? N2 C4 1.304(11) . ? N3 C2 1.449(11) . ? N3 C3 1.459(11) . ? N3 C5 1.487(11) . ? N4 C6 1.317(11) . ? C1 C2 1.530(11) . ? C3 C4 1.515(12) . ? C5 C6 1.519(12) . ? 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 O2 Pb1 O3 96.4(2) . . ? O2 Pb1 O1 93.06(19) . . ? O3 Pb1 O1 112.78(18) . . ? O2 Pb1 N3 65.0(2) . . ? O3 Pb1 N3 64.5(2) . . ? O1 Pb1 N3 60.5(2) . . ? O2 Pb1 O1 83.0(2) . 2_567 ? O3 Pb1 O1 176.83(18) . 2_567 ? O1 Pb1 O1 64.2(2) . 2_567 ? N3 Pb1 O1 112.5(2) . 2_567 ? O2 Pb1 O6 146.1(2) . . ? O3 Pb1 O6 66.0(2) . . ? O1 Pb1 O6 70.0(2) . . ? N3 Pb1 O6 81.1(2) . . ? O1 Pb1 O6 112.9(2) 2_567 . ? C1 O1 Pb1 112.5(5) . . ? C1 O1 Pb1 131.7(5) . 2_567 ? Pb1 O1 Pb1 115.8(2) . 2_567 ? C4 O2 Pb1 120.6(5) . . ? C6 O3 Pb1 118.9(5) . . ? N5 O6 Pb1 104.9(5) . . ? C2 N3 C3 112.3(7) . . ? C2 N3 C5 109.6(7) . . ? C3 N3 C5 109.2(7) . . ? C2 N3 Pb1 107.8(5) . . ? C3 N3 Pb1 106.8(5) . . ? C5 N3 Pb1 111.0(5) . . ? O4 N5 O5 123.8(9) . . ? O4 N5 O6 118.6(8) . . ? O5 N5 O6 117.6(8) . . ? O7 N6 O9 122.7(8) . . ? O7 N6 O8 119.6(8) . . ? O9 N6 O8 117.7(8) . . ? O1 C1 N1 123.9(8) . . ? O1 C1 C2 119.9(7) . . ? N1 C1 C2 116.2(7) . . ? N3 C2 C1 110.5(7) . . ? N3 C3 C4 111.9(7) . . ? O2 C4 N2 123.2(8) . . ? O2 C4 C3 119.6(8) . . ? N2 C4 C3 117.2(8) . . ? N3 C5 C6 109.6(7) . . ? O3 C6 N4 123.0(8) . . ? O3 C6 C5 119.8(8) . . ? N4 C6 C5 117.2(8) . . ? 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 O2 Pb1 O1 C1 -100.2(6) . . . . ? O3 Pb1 O1 C1 -2.0(6) . . . . ? N3 Pb1 O1 C1 -41.3(6) . . . . ? O1 Pb1 O1 C1 179.1(7) 2_567 . . . ? O6 Pb1 O1 C1 49.6(6) . . . . ? O2 Pb1 O1 Pb1 80.7(3) . . . 2_567 ? O3 Pb1 O1 Pb1 178.9(2) . . . 2_567 ? N3 Pb1 O1 Pb1 139.6(3) . . . 2_567 ? O1 Pb1 O1 Pb1 0.0 2_567 . . 2_567 ? O6 Pb1 O1 Pb1 -129.5(3) . . . 2_567 ? O3 Pb1 O2 C4 -76.4(6) . . . . ? O1 Pb1 O2 C4 37.0(6) . . . . ? N3 Pb1 O2 C4 -18.4(6) . . . . ? O1 Pb1 O2 C4 100.5(6) 2_567 . . . ? O6 Pb1 O2 C4 -20.9(8) . . . . ? O2 Pb1 O3 C6 57.6(6) . . . . ? O1 Pb1 O3 C6 -38.4(7) . . . . ? N3 Pb1 O3 C6 -0.8(6) . . . . ? O1 Pb1 O3 C6 -21(4) 2_567 . . . ? O6 Pb1 O3 C6 -92.1(6) . . . . ? O2 Pb1 O6 N5 153.7(5) . . . . ? O3 Pb1 O6 N5 -142.6(6) . . . . ? O1 Pb1 O6 N5 89.6(6) . . . . ? N3 Pb1 O6 N5 151.4(6) . . . . ? O1 Pb1 O6 N5 40.6(6) 2_567 . . . ? O2 Pb1 N3 C2 152.1(6) . . . . ? O3 Pb1 N3 C2 -96.9(5) . . . . ? O1 Pb1 N3 C2 42.8(5) . . . . ? O1 Pb1 N3 C2 81.9(5) 2_567 . . . ? O6 Pb1 N3 C2 -29.3(5) . . . . ? O2 Pb1 N3 C3 31.2(5) . . . . ? O3 Pb1 N3 C3 142.2(6) . . . . ? O1 Pb1 N3 C3 -78.1(5) . . . . ? O1 Pb1 N3 C3 -39.0(6) 2_567 . . . ? O6 Pb1 N3 C3 -150.2(5) . . . . ? O2 Pb1 N3 C5 -87.8(5) . . . . ? O3 Pb1 N3 C5 23.2(5) . . . . ? O1 Pb1 N3 C5 162.8(6) . . . . ? O1 Pb1 N3 C5 -158.0(5) 2_567 . . . ? O6 Pb1 N3 C5 90.8(5) . . . . ? Pb1 O6 N5 O4 -25.5(9) . . . . ? Pb1 O6 N5 O5 153.8(7) . . . . ? Pb1 O1 C1 N1 -146.9(7) . . . . ? Pb1 O1 C1 N1 32.0(13) 2_567 . . . ? Pb1 O1 C1 C2 34.2(9) . . . . ? Pb1 O1 C1 C2 -146.9(6) 2_567 . . . ? C3 N3 C2 C1 72.8(9) . . . . ? C5 N3 C2 C1 -165.6(7) . . . . ? Pb1 N3 C2 C1 -44.6(7) . . . . ? O1 C1 C2 N3 7.9(11) . . . . ? N1 C1 C2 N3 -171.0(7) . . . . ? C2 N3 C3 C4 -160.8(7) . . . . ? C5 N3 C3 C4 77.4(9) . . . . ? Pb1 N3 C3 C4 -42.8(8) . . . . ? Pb1 O2 C4 N2 -178.1(6) . . . . ? Pb1 O2 C4 C3 1.5(11) . . . . ? N3 C3 C4 O2 31.0(11) . . . . ? N3 C3 C4 N2 -149.4(8) . . . . ? C2 N3 C5 C6 77.5(8) . . . . ? C3 N3 C5 C6 -159.0(7) . . . . ? Pb1 N3 C5 C6 -41.4(8) . . . . ? Pb1 O3 C6 N4 156.8(7) . . . . ? Pb1 O3 C6 C5 -23.0(10) . . . . ? N3 C5 C6 O3 44.8(11) . . . . ? N3 C5 C6 N4 -135.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 2.352 _refine_diff_density_min -2.272 _refine_diff_density_rms 0.421