#------------------------------------------------------------------------------ #$Date: 2020-10-06 11:36:42 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257511 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705265.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7705265 loop_ _publ_author_name 'Paul, Anup' 'Das, Kabita' 'Karmakar, Anirban' 'Guedes da Silva, M F\'atima C' 'Pombeiro, Armando J. L.' _publ_section_title ; A mechanistic insight into the rapid and selective removal of Congo Red by an amide functionalised Zn(ii) coordination polymer. ; _journal_issue 37 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12970 _journal_page_last 12984 _journal_paper_doi 10.1039/d0dt02172e _journal_volume 49 _journal_year 2020 _chemical_formula_moiety 'C26 H18 N4 O6 Pb' _chemical_formula_sum 'C26 H18 N4 O6 Pb' _chemical_formula_weight 689.63 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2020-06-18 deposited with the CCDC. 2020-08-24 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 92.795(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.1194(13) _cell_length_b 5.1144(3) _cell_length_c 25.2616(15) _cell_measurement_reflns_used 9919 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 26.38 _cell_measurement_theta_min 2.38 _cell_volume 2209.2(2) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SIR97 (Altomare, 1999)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEX-II PHOTON 100' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_unetI/netI 0.0138 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 49021 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.428 _diffrn_reflns_theta_min 2.646 _exptl_absorpt_coefficient_mu 7.692 _exptl_absorpt_correction_T_max 0.472 _exptl_absorpt_correction_T_min 0.321 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.073 _exptl_crystal_description prism _exptl_crystal_F_000 1328 _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_min 0.100 _refine_diff_density_max 0.381 _refine_diff_density_min -1.014 _refine_diff_density_rms 0.073 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 340 _refine_ls_number_reflns 4546 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.069 _refine_ls_R_factor_all 0.0199 _refine_ls_R_factor_gt 0.0152 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0305P)^2^+0.0674P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.0438 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4098 _reflns_number_total 4546 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02172e2.cif _cod_data_source_block 3 _cod_depositor_comments 'Adding full bibliography for 7705264--7705266.cif.' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7705265 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.206 _shelx_estimated_absorpt_t_max 0.513 _shelx_res_file ; shelx.res created by SHELXL-2014/7 TITL SIR97 run in space group P 21/n CELL 0.71073 17.1194 5.1144 25.2616 90.000 92.795 90.000 ZERR 4.00 0.0013 0.0003 0.0015 0.000 0.004 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H N O PB UNIT 104 72 16 24 4 MERG 2 omit 2 0 0 DFIX 0.900 0.020 H1N N1 DFIX 0.900 0.020 H2N N2 HTAB C10 O3 EQIV $1 -x+2, -y+1, -z+1 HTAB C28 O4_$1 EQIV $2 x, y+1, z HTAB N1 O3_$2 HTAB N2 O6_$2 FMAP 2 PLAN 25 SIZE 0.100 0.130 0.300 ACTA HTAB 2.00000 BOND $H CONF L.S. 4 TEMP 23.00 WGHT 0.030500 0.067400 FVAR 0.08135 C1 1 0.591758 0.186301 0.288410 11.00000 0.02266 0.03211 = 0.02580 0.01048 -0.00532 -0.00643 C2 1 0.512807 0.102511 0.265480 11.00000 0.02050 0.02417 = 0.02139 0.00560 -0.00315 -0.00479 C3 1 0.447846 0.260969 0.271428 11.00000 0.02482 0.02288 = 0.02462 -0.00276 -0.00046 -0.00283 AFIX 43 H3 2 0.451758 0.405563 0.293723 11.00000 -1.20000 AFIX 0 C4 1 0.377586 0.205984 0.244591 11.00000 0.01876 0.02440 = 0.03086 -0.00193 0.00062 0.00121 AFIX 43 H4 2 0.334818 0.315522 0.248226 11.00000 -1.20000 AFIX 0 C5 1 0.370742 -0.014153 0.211981 11.00000 0.02013 0.02056 = 0.02504 0.00344 -0.00231 -0.00316 C6 1 0.434949 -0.178677 0.207948 11.00000 0.02419 0.02123 = 0.02998 -0.00145 -0.00330 0.00015 AFIX 43 H6 2 0.430331 -0.328810 0.187261 11.00000 -1.20000 AFIX 0 C7 1 0.505377 -0.121490 0.234303 11.00000 0.02253 0.02071 = 0.03271 0.00330 0.00030 0.00198 AFIX 43 H7 2 0.547914 -0.232636 0.231241 11.00000 -1.20000 AFIX 0 C8 1 0.298100 -0.083765 0.179776 11.00000 0.01900 0.02318 = 0.03104 0.00235 -0.00138 -0.00304 C9 1 0.182864 0.099568 0.130771 11.00000 0.02148 0.02275 = 0.02758 0.00273 -0.00417 -0.00189 C10 1 0.168417 -0.095761 0.093860 11.00000 0.03412 0.03080 = 0.03934 -0.00663 -0.00588 0.00610 AFIX 43 H10 2 0.205383 -0.224833 0.088273 11.00000 -1.20000 AFIX 0 C11 1 0.097403 -0.093618 0.065495 11.00000 0.04248 0.03959 = 0.04154 -0.00903 -0.01715 -0.00394 AFIX 43 H11 2 0.085180 -0.224950 0.041010 11.00000 -1.20000 AFIX 0 C12 1 0.045336 0.102231 0.073614 11.00000 0.02538 0.04265 = 0.05550 -0.00198 -0.01730 -0.00163 AFIX 43 H12 2 -0.001779 0.101601 0.053665 11.00000 -1.20000 AFIX 0 N13 3 0.058202 0.294819 0.108592 11.00000 0.02658 0.04156 = 0.06715 -0.00677 -0.01456 0.00854 C14 1 0.126342 0.288833 0.136504 11.00000 0.02859 0.02927 = 0.04681 -0.01046 -0.00845 0.00243 AFIX 43 H14 2 0.136424 0.420195 0.161361 11.00000 -1.20000 AFIX 0 C15 1 0.847136 0.119169 0.348225 11.00000 0.01784 0.02709 = 0.02324 0.00291 -0.00272 -0.00262 C16 1 0.921522 0.060537 0.380523 11.00000 0.02158 0.02066 = 0.02093 0.00238 -0.00084 -0.00246 C17 1 0.966166 -0.158130 0.368538 11.00000 0.02613 0.02277 = 0.02294 -0.00434 -0.00279 0.00046 AFIX 43 H17 2 0.948411 -0.272655 0.342004 11.00000 -1.20000 AFIX 0 C18 1 1.036497 -0.205108 0.395873 11.00000 0.02515 0.01739 = 0.02701 -0.00414 -0.00081 0.00267 AFIX 43 H18 2 1.065418 -0.352735 0.387952 11.00000 -1.20000 AFIX 0 C19 1 1.064588 -0.034338 0.435095 11.00000 0.02072 0.01945 = 0.01996 0.00057 -0.00167 -0.00023 C20 1 1.019324 0.181733 0.447327 11.00000 0.02654 0.02092 = 0.02576 -0.00658 -0.00669 0.00024 AFIX 43 H20 2 1.036999 0.296549 0.473832 11.00000 -1.20000 AFIX 0 C21 1 0.948541 0.226869 0.420482 11.00000 0.02306 0.02115 = 0.02583 -0.00382 -0.00128 0.00439 AFIX 43 H21 2 0.918654 0.370776 0.429354 11.00000 -1.20000 AFIX 0 C22 1 1.139754 -0.098900 0.464851 11.00000 0.02266 0.01899 = 0.02160 -0.00142 -0.00077 0.00120 C23 1 1.243797 0.089659 0.523782 11.00000 0.02051 0.02080 = 0.02286 0.00246 -0.00385 -0.00084 C24 1 1.305841 -0.079416 0.517957 11.00000 0.02850 0.03548 = 0.03267 -0.00825 -0.00371 0.01093 AFIX 43 H24 2 1.306570 -0.194960 0.489558 11.00000 -1.20000 AFIX 0 C25 1 1.367058 -0.070222 0.556122 11.00000 0.02747 0.04518 = 0.03825 -0.00160 -0.00453 0.01543 AFIX 43 H25 2 1.410375 -0.177971 0.553107 11.00000 -1.20000 AFIX 0 C26 1 1.363519 0.098414 0.598363 11.00000 0.02024 0.03654 = 0.02897 0.00631 -0.00582 0.00020 AFIX 43 H26 2 1.405240 0.103690 0.623336 11.00000 -1.20000 AFIX 0 N4 3 1.302308 0.254567 0.604721 11.00000 0.02269 0.02804 = 0.02506 -0.00004 -0.00543 -0.00246 C28 1 1.243744 0.250632 0.567553 11.00000 0.01928 0.02317 = 0.02788 -0.00222 -0.00426 0.00143 AFIX 43 H28 2 1.201269 0.361154 0.571447 11.00000 -1.20000 AFIX 0 N1 3 0.253339 0.119729 0.162350 11.00000 0.02331 0.01928 = 0.03763 -0.00166 -0.01070 -0.00217 N2 3 1.179186 0.107564 0.486617 11.00000 0.02217 0.01784 = 0.02842 -0.00136 -0.01058 0.00169 O1 4 0.594463 0.395548 0.315163 11.00000 0.02996 0.04104 = 0.04109 -0.00653 -0.00649 -0.01075 O2 4 0.651077 0.053850 0.278873 11.00000 0.01870 0.04537 = 0.04279 0.00860 -0.00531 0.00146 O3 4 0.282031 -0.312001 0.169238 11.00000 0.03621 0.01813 = 0.06813 0.00012 -0.02149 -0.00317 O4 4 0.808745 0.314435 0.362919 11.00000 0.03262 0.03578 = 0.04065 -0.00728 -0.01451 0.01243 O5 4 0.828998 -0.021977 0.309432 11.00000 0.02670 0.04294 = 0.03211 -0.00873 -0.01141 0.00053 O6 4 1.162924 -0.325260 0.469701 11.00000 0.03178 0.01823 = 0.05003 -0.00283 -0.01295 0.00371 PB1 5 0.723050 0.559447 0.304739 11.00000 0.02149 0.02700 = 0.02330 -0.00349 -0.00519 -0.00215 H1N 2 0.268943 0.276443 0.169852 11.00000 -1.50000 H2N 2 1.163499 0.270695 0.481789 11.00000 -1.50000 HKLF 4 REM SIR97 run in space group P 21/n REM R1 = 0.0152 for 4098 Fo > 4sig(Fo) and 0.0199 for all 4546 data REM 340 parameters refined using 2 restraints END WGHT 0.0159 1.9041 REM Instructions for potential hydrogen bonds HTAB C10 O3 HTAB C28 O4_$1 HTAB N1 O3_$2 HTAB N2 O6_$2 REM Highest difference peak 0.381, deepest hole -1.014, 1-sigma level 0.073 Q1 1 0.6934 0.5834 0.3246 11.00000 0.05 0.38 Q2 1 1.0976 -0.0606 0.4511 11.00000 0.05 0.34 Q3 1 0.7421 0.2460 0.2875 11.00000 0.05 0.34 Q4 1 0.9376 -0.0505 0.3778 11.00000 0.05 0.34 Q5 1 0.8812 0.0861 0.3655 11.00000 0.05 0.33 Q6 1 1.2629 -0.0355 0.5278 11.00000 0.05 0.33 Q7 1 0.7233 0.8089 0.3044 11.00000 0.05 0.31 Q8 1 0.5466 0.1516 0.2771 11.00000 0.05 0.30 Q9 1 0.7057 0.2995 0.3241 11.00000 0.05 0.30 Q10 1 0.8353 0.4032 0.3602 11.00000 0.05 0.29 Q11 1 0.7629 0.5444 0.2664 11.00000 0.05 0.29 Q12 1 1.2183 0.0819 0.5110 11.00000 0.05 0.28 Q13 1 0.4837 0.2215 0.2605 11.00000 0.05 0.28 Q14 1 0.6262 0.0248 0.2983 11.00000 0.05 0.28 Q15 1 0.3381 -0.0347 0.1923 11.00000 0.05 0.27 Q16 1 0.9406 0.0169 0.3681 11.00000 0.05 0.27 Q17 1 0.3762 0.0987 0.2211 11.00000 0.05 0.25 Q18 1 0.7199 -0.0170 0.3061 11.00000 0.05 0.25 Q19 1 0.6772 0.0843 0.2850 11.00000 0.05 0.24 Q20 1 1.2372 0.1103 0.5550 11.00000 0.05 0.24 Q21 1 1.3174 0.1565 0.6055 11.00000 0.05 0.24 Q22 1 0.5167 0.0430 0.2392 11.00000 0.05 0.24 Q23 1 1.3973 0.1780 0.6338 11.00000 0.05 0.23 Q24 1 0.5951 0.4466 0.2975 11.00000 0.05 0.23 Q25 1 1.2945 0.3507 0.6249 11.00000 0.05 0.23 ; _shelx_res_checksum 25460 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.59176(14) 0.1863(5) 0.28841(9) 0.0271(5) Uani 1 1 d . . . . . C2 C 0.51281(14) 0.1025(5) 0.26548(9) 0.0222(5) Uani 1 1 d . . . . . C3 C 0.44785(14) 0.2610(5) 0.27143(9) 0.0242(5) Uani 1 1 d . . . . . H3 H 0.4518 0.4056 0.2937 0.029 Uiso 1 1 calc R U . . . C4 C 0.37759(13) 0.2060(5) 0.24459(9) 0.0247(5) Uani 1 1 d . . . . . H4 H 0.3348 0.3155 0.2482 0.030 Uiso 1 1 calc R U . . . C5 C 0.37074(14) -0.0142(5) 0.21198(10) 0.0220(5) Uani 1 1 d . . . . . C6 C 0.43495(13) -0.1787(5) 0.20795(9) 0.0253(5) Uani 1 1 d . . . . . H6 H 0.4303 -0.3288 0.1873 0.030 Uiso 1 1 calc R U . . . C7 C 0.50538(14) -0.1215(5) 0.23430(10) 0.0254(5) Uani 1 1 d . . . . . H7 H 0.5479 -0.2326 0.2312 0.030 Uiso 1 1 calc R U . . . C8 C 0.29810(14) -0.0838(4) 0.17978(10) 0.0245(5) Uani 1 1 d . . . . . C9 C 0.18286(14) 0.0996(5) 0.13077(10) 0.0241(5) Uani 1 1 d . . . . . C10 C 0.16842(17) -0.0958(5) 0.09386(12) 0.0350(6) Uani 1 1 d . . . . . H10 H 0.2054 -0.2248 0.0883 0.042 Uiso 1 1 calc R U . . . C11 C 0.09740(19) -0.0936(6) 0.06549(13) 0.0418(7) Uani 1 1 d . . . . . H11 H 0.0852 -0.2249 0.0410 0.050 Uiso 1 1 calc R U . . . C12 C 0.04534(17) 0.1022(6) 0.07361(13) 0.0418(7) Uani 1 1 d . . . . . H12 H -0.0018 0.1016 0.0537 0.050 Uiso 1 1 calc R U . . . N13 N 0.05820(13) 0.2948(5) 0.10859(11) 0.0456(6) Uani 1 1 d . . . . . C14 C 0.12634(15) 0.2888(5) 0.13650(11) 0.0352(6) Uani 1 1 d . . . . . H14 H 0.1364 0.4202 0.1614 0.042 Uiso 1 1 calc R U . . . C15 C 0.84714(14) 0.1192(5) 0.34822(9) 0.0228(5) Uani 1 1 d . . . . . C16 C 0.92152(14) 0.0605(4) 0.38052(9) 0.0211(5) Uani 1 1 d . . . . . C17 C 0.96617(14) -0.1581(5) 0.36854(9) 0.0241(5) Uani 1 1 d . . . . . H17 H 0.9484 -0.2727 0.3420 0.029 Uiso 1 1 calc R U . . . C18 C 1.03650(13) -0.2051(5) 0.39587(9) 0.0233(5) Uani 1 1 d . . . . . H18 H 1.0654 -0.3527 0.3880 0.028 Uiso 1 1 calc R U . . . C19 C 1.06459(14) -0.0343(4) 0.43509(9) 0.0201(5) Uani 1 1 d . . . . . C20 C 1.01932(13) 0.1817(5) 0.44733(9) 0.0247(5) Uani 1 1 d . . . . . H20 H 1.0370 0.2965 0.4738 0.030 Uiso 1 1 calc R U . . . C21 C 0.94854(13) 0.2269(5) 0.42048(9) 0.0234(5) Uani 1 1 d . . . . . H21 H 0.9187 0.3708 0.4294 0.028 Uiso 1 1 calc R U . . . C22 C 1.13975(14) -0.0989(4) 0.46485(9) 0.0211(5) Uani 1 1 d . . . . . C23 C 1.24380(14) 0.0897(4) 0.52378(10) 0.0216(5) Uani 1 1 d . . . . . C24 C 1.30584(16) -0.0794(5) 0.51796(11) 0.0324(6) Uani 1 1 d . . . . . H24 H 1.3066 -0.1950 0.4896 0.039 Uiso 1 1 calc R U . . . C25 C 1.36706(17) -0.0702(6) 0.55612(12) 0.0372(7) Uani 1 1 d . . . . . H25 H 1.4104 -0.1780 0.5531 0.045 Uiso 1 1 calc R U . . . C26 C 1.36352(15) 0.0984(5) 0.59836(10) 0.0288(5) Uani 1 1 d . . . . . H26 H 1.4052 0.1037 0.6233 0.035 Uiso 1 1 calc R U . . . N4 N 1.30231(11) 0.2546(4) 0.60472(8) 0.0255(4) Uani 1 1 d . . . . . C28 C 1.24374(13) 0.2506(5) 0.56755(9) 0.0236(5) Uani 1 1 d . . . . . H28 H 1.2013 0.3612 0.5714 0.028 Uiso 1 1 calc R U . . . N1 N 0.25334(12) 0.1197(4) 0.16235(9) 0.0271(5) Uani 1 1 d D . . . . N2 N 1.17919(12) 0.1076(4) 0.48662(8) 0.0232(4) Uani 1 1 d D . . . . O1 O 0.59446(11) 0.3955(4) 0.31516(8) 0.0376(5) Uani 1 1 d . . . . . O2 O 0.65108(11) 0.0538(4) 0.27887(8) 0.0358(4) Uani 1 1 d . . . . . O3 O 0.28203(11) -0.3120(4) 0.16924(9) 0.0416(5) Uani 1 1 d . . . . . O4 O 0.80875(11) 0.3144(4) 0.36292(7) 0.0369(4) Uani 1 1 d . . . . . O5 O 0.82900(11) -0.0220(4) 0.30943(8) 0.0343(4) Uani 1 1 d . . . . . O6 O 1.16292(11) -0.3253(3) 0.46970(8) 0.0338(4) Uani 1 1 d . . . . . Pb1 Pb 0.72305(2) 0.55945(2) 0.30474(2) 0.02414(4) Uani 1 1 d . . . . . H1N H 0.2689(16) 0.276(4) 0.1699(12) 0.036 Uiso 1 1 d D U . . . H2N H 1.1635(16) 0.271(4) 0.4818(11) 0.036 Uiso 1 1 d 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 C1 0.0227(12) 0.0321(13) 0.0258(12) 0.0105(11) -0.0053(9) -0.0064(11) C2 0.0205(11) 0.0242(12) 0.0214(11) 0.0056(9) -0.0032(9) -0.0048(9) C3 0.0248(12) 0.0229(12) 0.0246(11) -0.0028(9) -0.0005(9) -0.0028(9) C4 0.0188(11) 0.0244(12) 0.0309(12) -0.0019(10) 0.0006(9) 0.0012(10) C5 0.0201(11) 0.0206(11) 0.0250(12) 0.0034(9) -0.0023(9) -0.0032(9) C6 0.0242(12) 0.0212(11) 0.0300(12) -0.0014(10) -0.0033(9) 0.0002(10) C7 0.0225(12) 0.0207(11) 0.0327(13) 0.0033(10) 0.0003(10) 0.0020(9) C8 0.0190(11) 0.0232(12) 0.0310(13) 0.0023(10) -0.0014(10) -0.0030(9) C9 0.0215(12) 0.0227(11) 0.0276(12) 0.0027(9) -0.0042(10) -0.0019(9) C10 0.0341(15) 0.0308(14) 0.0393(15) -0.0066(11) -0.0059(12) 0.0061(11) C11 0.0425(17) 0.0396(16) 0.0415(17) -0.0090(13) -0.0171(14) -0.0039(13) C12 0.0254(14) 0.0426(16) 0.0555(19) -0.0020(14) -0.0173(13) -0.0016(12) N13 0.0266(12) 0.0416(14) 0.0672(17) -0.0068(13) -0.0146(11) 0.0085(11) C14 0.0286(13) 0.0293(13) 0.0468(16) -0.0105(12) -0.0085(11) 0.0024(11) C15 0.0178(11) 0.0271(12) 0.0232(11) 0.0029(9) -0.0027(9) -0.0026(9) C16 0.0216(12) 0.0207(11) 0.0209(11) 0.0024(9) -0.0008(9) -0.0025(9) C17 0.0261(12) 0.0228(11) 0.0229(11) -0.0043(10) -0.0028(9) 0.0005(10) C18 0.0252(12) 0.0174(11) 0.0270(12) -0.0041(9) -0.0008(9) 0.0027(9) C19 0.0207(11) 0.0194(11) 0.0200(11) 0.0006(9) -0.0017(9) -0.0002(9) C20 0.0265(12) 0.0209(11) 0.0258(12) -0.0066(9) -0.0067(9) 0.0002(10) C21 0.0231(11) 0.0212(11) 0.0258(12) -0.0038(9) -0.0013(9) 0.0044(9) C22 0.0227(12) 0.0190(11) 0.0216(11) -0.0014(9) -0.0008(9) 0.0012(9) C23 0.0205(11) 0.0208(11) 0.0229(11) 0.0025(9) -0.0038(9) -0.0008(9) C24 0.0285(14) 0.0355(15) 0.0327(14) -0.0082(11) -0.0037(11) 0.0109(11) C25 0.0275(14) 0.0452(17) 0.0382(16) -0.0016(12) -0.0045(12) 0.0154(12) C26 0.0202(12) 0.0365(14) 0.0290(13) 0.0063(10) -0.0058(10) 0.0002(10) N4 0.0227(10) 0.0280(11) 0.0251(10) 0.0000(8) -0.0054(8) -0.0025(8) C28 0.0193(11) 0.0232(11) 0.0279(12) -0.0022(9) -0.0043(9) 0.0014(9) N1 0.0233(11) 0.0193(10) 0.0376(12) -0.0017(9) -0.0107(9) -0.0022(8) N2 0.0222(10) 0.0178(9) 0.0284(11) -0.0014(8) -0.0106(8) 0.0017(8) O1 0.0300(10) 0.0410(11) 0.0411(11) -0.0065(9) -0.0065(8) -0.0107(8) O2 0.0187(9) 0.0454(12) 0.0428(11) 0.0086(9) -0.0053(8) 0.0015(8) O3 0.0362(10) 0.0181(9) 0.0681(14) 0.0001(10) -0.0215(9) -0.0032(8) O4 0.0326(10) 0.0358(10) 0.0407(11) -0.0073(9) -0.0145(8) 0.0124(9) O5 0.0267(10) 0.0429(10) 0.0321(10) -0.0087(8) -0.0114(8) 0.0005(8) O6 0.0318(9) 0.0182(8) 0.0500(11) -0.0028(8) -0.0129(8) 0.0037(8) Pb1 0.02149(6) 0.02700(6) 0.02330(6) -0.00349(3) -0.00519(4) -0.00215(3) 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' 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 C1 O1 123.4(2) . . ? O2 C1 C2 119.5(2) . . ? O1 C1 C2 117.0(2) . . ? C3 C2 C7 119.3(2) . . ? C3 C2 C1 120.0(2) . . ? C7 C2 C1 120.5(2) . . ? C4 C3 C2 120.7(2) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 120.0(2) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C6 C5 C4 119.1(2) . . ? C6 C5 C8 117.1(2) . . ? C4 C5 C8 123.8(2) . . ? C7 C6 C5 120.7(2) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 120.1(2) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? O3 C8 N1 123.0(2) . . ? O3 C8 C5 121.1(2) . . ? N1 C8 C5 115.9(2) . . ? C10 C9 C14 118.3(2) . . ? C10 C9 N1 123.5(2) . . ? C14 C9 N1 118.1(2) . . ? C9 C10 C11 118.0(3) . . ? C9 C10 H10 121.0 . . ? C11 C10 H10 121.0 . . ? C12 C11 C10 119.6(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? N13 C12 C11 123.6(3) . . ? N13 C12 H12 118.2 . . ? C11 C12 H12 118.2 . . ? C14 N13 C12 116.4(3) . . ? N13 C14 C9 124.0(3) . . ? N13 C14 H14 118.0 . . ? C9 C14 H14 118.0 . . ? O5 C15 O4 125.3(2) . . ? O5 C15 C16 118.8(2) . . ? O4 C15 C16 115.9(2) . . ? C21 C16 C17 119.0(2) . . ? C21 C16 C15 121.1(2) . . ? C17 C16 C15 119.9(2) . . ? C18 C17 C16 120.3(2) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 120.7(2) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C18 C19 C20 118.7(2) . . ? C18 C19 C22 118.6(2) . . ? C20 C19 C22 122.6(2) . . ? C21 C20 C19 120.6(2) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C16 120.7(2) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? O6 C22 N2 122.8(2) . . ? O6 C22 C19 121.6(2) . . ? N2 C22 C19 115.55(19) . . ? C28 C23 C24 119.3(2) . . ? C28 C23 N2 117.5(2) . . ? C24 C23 N2 123.2(2) . . ? C23 C24 C25 117.5(2) . . ? C23 C24 H24 121.2 . . ? C25 C24 H24 121.2 . . ? C26 C25 C24 119.9(3) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? N4 C26 C25 122.2(2) . . ? N4 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? C26 N4 C28 118.2(2) . . ? C26 N4 Pb1 120.25(16) . 3_766 ? C28 N4 Pb1 118.87(16) . 3_766 ? N4 C28 C23 122.8(2) . . ? N4 C28 H28 118.6 . . ? C23 C28 H28 118.6 . . ? C8 N1 C9 125.5(2) . . ? C8 N1 H1N 119(2) . . ? C9 N1 H1N 116(2) . . ? C22 N2 C23 125.1(2) . . ? C22 N2 H2N 122.5(19) . . ? C23 N2 H2N 112.0(19) . . ? C1 O1 Pb1 104.39(16) . . ? C15 O4 Pb1 123.31(16) . . ? O4 Pb1 O1 106.94(7) . . ? O4 Pb1 N4 76.58(6) . 3_766 ? O1 Pb1 N4 80.35(6) . 3_766 ? 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 C1 O2 1.254(3) . ? C1 O1 1.265(3) . ? C1 C2 1.507(3) . ? C2 C3 1.390(3) . ? C2 C7 1.393(3) . ? C3 C4 1.381(3) . ? C3 H3 0.9300 . ? C4 C5 1.397(3) . ? C4 H4 0.9300 . ? C5 C6 1.392(3) . ? C5 C8 1.495(3) . ? C6 C7 1.380(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 O3 1.226(3) . ? C8 N1 1.353(3) . ? C9 C10 1.381(4) . ? C9 C14 1.381(4) . ? C9 N1 1.417(3) . ? C10 C11 1.381(4) . ? C10 H10 0.9300 . ? C11 C12 1.363(4) . ? C11 H11 0.9300 . ? C12 N13 1.334(4) . ? C12 H12 0.9300 . ? N13 C14 1.334(3) . ? C14 H14 0.9300 . ? C15 O5 1.244(3) . ? C15 O4 1.261(3) . ? C15 C16 1.509(3) . ? C16 C21 1.382(3) . ? C16 C17 1.396(3) . ? C17 C18 1.380(3) . ? C17 H17 0.9300 . ? C18 C19 1.389(3) . ? C18 H18 0.9300 . ? C19 C20 1.393(3) . ? C19 C22 1.495(3) . ? C20 C21 1.379(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 O6 1.228(3) . ? C22 N2 1.355(3) . ? C23 C28 1.379(3) . ? C23 C24 1.383(3) . ? C23 N2 1.418(3) . ? C24 C25 1.390(4) . ? C24 H24 0.9300 . ? C25 C26 1.376(4) . ? C25 H25 0.9300 . ? C26 N4 1.333(3) . ? C26 H26 0.9300 . ? N4 C28 1.340(3) . ? N4 Pb1 2.534(2) 3_766 ? C28 H28 0.9300 . ? N1 H1N 0.863(18) . ? N2 H2N 0.883(18) . ? O1 Pb1 2.3821(19) . ? O4 Pb1 2.3817(17) . ? Pb1 N4 2.534(2) 3_766 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C10 H10 O3 0.93 2.42 2.876(3) 110.4 . C28 H28 O4 0.93 2.36 2.999(3) 125.9 3_766 N1 H1N O3 0.863(18) 2.117(19) 2.951(3) 162(3) 1_565 N2 H2N O6 0.883(18) 2.089(19) 2.943(3) 163(3) 1_565 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 C1 C2 C3 -173.7(2) . . . . ? O1 C1 C2 C3 3.8(3) . . . . ? O2 C1 C2 C7 0.6(3) . . . . ? O1 C1 C2 C7 178.2(2) . . . . ? C7 C2 C3 C4 -3.5(4) . . . . ? C1 C2 C3 C4 170.9(2) . . . . ? C2 C3 C4 C5 1.5(4) . . . . ? C3 C4 C5 C6 1.3(4) . . . . ? C3 C4 C5 C8 -177.5(2) . . . . ? C4 C5 C6 C7 -2.2(4) . . . . ? C8 C5 C6 C7 176.8(2) . . . . ? C5 C6 C7 C2 0.2(4) . . . . ? C3 C2 C7 C6 2.6(4) . . . . ? C1 C2 C7 C6 -171.7(2) . . . . ? C6 C5 C8 O3 30.5(4) . . . . ? C4 C5 C8 O3 -150.6(3) . . . . ? C6 C5 C8 N1 -148.0(2) . . . . ? C4 C5 C8 N1 30.9(4) . . . . ? C14 C9 C10 C11 -1.3(4) . . . . ? N1 C9 C10 C11 -179.9(3) . . . . ? C9 C10 C11 C12 1.8(5) . . . . ? C10 C11 C12 N13 -1.1(5) . . . . ? C11 C12 N13 C14 -0.1(5) . . . . ? C12 N13 C14 C9 0.6(5) . . . . ? C10 C9 C14 N13 0.2(4) . . . . ? N1 C9 C14 N13 178.8(3) . . . . ? O5 C15 C16 C21 173.1(2) . . . . ? O4 C15 C16 C21 -5.7(3) . . . . ? O5 C15 C16 C17 -3.8(3) . . . . ? O4 C15 C16 C17 177.4(2) . . . . ? C21 C16 C17 C18 -0.7(4) . . . . ? C15 C16 C17 C18 176.3(2) . . . . ? C16 C17 C18 C19 -1.0(4) . . . . ? C17 C18 C19 C20 1.7(4) . . . . ? C17 C18 C19 C22 177.9(2) . . . . ? C18 C19 C20 C21 -0.9(4) . . . . ? C22 C19 C20 C21 -176.9(2) . . . . ? C19 C20 C21 C16 -0.8(4) . . . . ? C17 C16 C21 C20 1.5(4) . . . . ? C15 C16 C21 C20 -175.4(2) . . . . ? C18 C19 C22 O6 -25.6(4) . . . . ? C20 C19 C22 O6 150.4(3) . . . . ? C18 C19 C22 N2 155.6(2) . . . . ? C20 C19 C22 N2 -28.4(3) . . . . ? C28 C23 C24 C25 -2.5(4) . . . . ? N2 C23 C24 C25 177.4(3) . . . . ? C23 C24 C25 C26 1.5(4) . . . . ? C24 C25 C26 N4 0.8(4) . . . . ? C25 C26 N4 C28 -2.0(4) . . . . ? C25 C26 N4 Pb1 159.1(2) . . . 3_766 ? C26 N4 C28 C23 1.0(4) . . . . ? Pb1 N4 C28 C23 -160.38(18) 3_766 . . . ? C24 C23 C28 N4 1.2(4) . . . . ? N2 C23 C28 N4 -178.6(2) . . . . ? O3 C8 N1 C9 0.7(5) . . . . ? C5 C8 N1 C9 179.1(2) . . . . ? C10 C9 N1 C8 -31.8(4) . . . . ? C14 C9 N1 C8 149.6(3) . . . . ? O6 C22 N2 C23 -10.4(4) . . . . ? C19 C22 N2 C23 168.5(2) . . . . ? C28 C23 N2 C22 -134.2(3) . . . . ? C24 C23 N2 C22 46.0(4) . . . . ? O2 C1 O1 Pb1 25.5(3) . . . . ? C2 C1 O1 Pb1 -151.92(17) . . . . ? O5 C15 O4 Pb1 -24.6(4) . . . . ? C16 C15 O4 Pb1 154.20(16) . . . . ?