# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2011 data_global _journal_name_full 'New J.Chem.' #TrackingRef 'Cd.CIF' _journal_coden_Cambridge 0440 _publ_contact_author_name 'George E. Kostakis' _publ_contact_author_email George.Kostakis@kit.edu _publ_section_title ; Structural variation from 1D chains to 3D networks: A systematic study of the effect of metal radius on the construction of coordination polymers using the terepthaloylbisglycinate ligand ; _publ_requested_category FM loop_ _publ_author_name 'George E. Kostakis' 'Luigi Casella' 'Athanassios K. Boudalis' 'Enrico Monzani' 'John C. Plakatouras' # end Validation Reply Form # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-02-28 at 17:09:07 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : km0405 struct data sortav data_km0405 #TrackingRef 'Cd.CIF' _database_code_depnum_ccdc_archive 'CCDC 797535' _audit_creation_date 2005-02-28T17:09:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common 'Compound X' _chemical_formula_moiety 'C12 H16 Cd1 N2 O9, 2(H2 O)' _chemical_formula_sum 'C12 H20 Cd N2 O11' _chemical_formula_weight 480.7 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 6.9224(2) _cell_length_b 7.9698(2) _cell_length_c 30.1896(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.8408(14) _cell_angle_gamma 90.00 _cell_volume 1661.82(8) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 15322 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.09 _exptl_crystal_density_diffrn 1.921 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.11 -1 0 0 0.07 0 1 0 0.1 0 -1 0 0.1 0 0 1 0.02 0 0 -1 0.07 1 1 0 0.11 -1 -1 0 0.07 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.379 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.7776 _exptl_absorpt_correction_T_max 0.8216 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.11874 _diffrn_orient_matrix_ub_12 0.14927E-2 _diffrn_orient_matrix_ub_13 0.171256E-1 _diffrn_orient_matrix_ub_21 -0.799206E-1 _diffrn_orient_matrix_ub_22 -0.35099E-1 _diffrn_orient_matrix_ub_23 -0.272472E-1 _diffrn_orient_matrix_ub_31 0.218163E-1 _diffrn_orient_matrix_ub_32 -0.120455 _diffrn_orient_matrix_ub_33 0.81517E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images' _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_unetI/netI 0.0271 _diffrn_reflns_number 7402 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 3.9 _diffrn_reflns_theta_max 27.46 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.985 _reflns_number_total 1865 _reflns_number_gt 1754 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0160P)^2^+2.8586P] 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_number_reflns 1865 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0212 _refine_ls_wR_factor_ref 0.047 _refine_ls_wR_factor_gt 0.046 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.59 _refine_diff_density_min -0.399 _refine_diff_density_rms 0.076 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cd1 Cd 0.5 0.17901(2) 0.25 0.01335(7) Uani 1 2 d S . . O1 O 0.37740(19) 0.36786(17) 0.20081(4) 0.0153(3) Uani 1 1 d . . . O2 O 0.2693(2) 0.12189(17) 0.17507(5) 0.0188(3) Uani 1 1 d . . . O3 O 0.3736(2) 0.19895(17) 0.07460(5) 0.0174(3) Uani 1 1 d . . . O4 O 0.7642(2) 0.18372(18) 0.20634(5) 0.0142(3) Uani 1 1 d . . . O5 O 0.5 -0.0946(3) 0.25 0.0206(5) Uani 1 2 d S . . O6 O 0.1916(2) -0.1740(2) 0.12444(5) 0.0168(3) Uani 1 1 d . . . N1 N 0.0858(3) 0.2755(2) 0.09943(5) 0.0158(4) Uani 1 1 d . . . C1 C 0.2795(3) 0.2771(2) 0.17236(6) 0.0128(4) Uani 1 1 d . . . C2 C 0.1745(3) 0.3765(3) 0.13490(6) 0.0151(4) Uani 1 1 d . . . C3 C 0.1946(3) 0.1941(2) 0.07117(6) 0.0135(4) Uani 1 1 d . . . C4 C 0.0888(3) 0.0951(2) 0.03470(6) 0.0129(4) Uani 1 1 d . . . C5 C -0.1129(3) 0.0925(3) 0.02751(7) 0.0170(4) Uani 1 1 d . . . C6 C -0.1992(3) -0.0013(3) -0.00695(6) 0.0161(4) Uani 1 1 d . . . H2A H 0.075(3) 0.435(3) 0.1472(7) 0.015(5) Uiso 1 1 d . . . H2B H 0.267(3) 0.456(3) 0.1233(7) 0.017(6) Uiso 1 1 d . . . H5 H -0.189(3) 0.150(3) 0.0457(8) 0.018(6) Uiso 1 1 d . . . H6 H -0.331(4) -0.001(3) -0.0113(8) 0.025(6) Uiso 1 1 d . . . H1W H 0.743(3) 0.218(3) 0.1807(9) 0.020(6) Uiso 1 1 d . . . H2W H 0.812(4) 0.092(4) 0.2027(10) 0.040(8) Uiso 1 1 d . . . H3W H 0.185(4) -0.082(4) 0.1332(10) 0.039(9) Uiso 1 1 d . . . H4W H 0.102(4) -0.203(4) 0.1111(10) 0.037(9) Uiso 1 1 d . . . H5W H 0.576(4) -0.155(3) 0.2644(9) 0.033(8) Uiso 1 1 d . . . H1N H -0.034(4) 0.274(3) 0.0971(8) 0.023(6) 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 Cd1 0.01508(11) 0.01081(11) 0.01395(11) 0 -0.00065(7) 0 O1 0.0160(7) 0.0145(7) 0.0148(6) -0.0017(5) -0.0042(5) 0.0019(5) O2 0.0232(8) 0.0124(7) 0.0204(7) 0.0002(6) -0.0013(6) 0.0000(6) O3 0.0148(7) 0.0194(7) 0.0175(7) -0.0035(6) -0.0022(6) -0.0019(5) O4 0.0165(7) 0.0110(7) 0.0149(7) -0.0010(6) 0.0004(6) 0.0022(6) O5 0.0169(10) 0.0087(10) 0.0347(12) 0 -0.0099(9) 0 O6 0.0166(7) 0.0151(8) 0.0181(7) -0.0016(6) -0.0023(6) 0.0002(6) N1 0.0132(9) 0.0177(9) 0.0159(8) -0.0050(7) -0.0041(7) 0.0006(7) C1 0.0113(9) 0.0157(10) 0.0116(8) -0.0019(7) 0.0026(7) 0.0021(7) C2 0.0155(10) 0.0149(10) 0.0144(9) -0.0030(8) -0.0019(8) 0.0016(8) C3 0.0152(9) 0.0114(9) 0.0136(9) 0.0024(7) -0.0019(7) -0.0004(7) C4 0.0166(9) 0.0096(9) 0.0124(9) 0.0013(7) -0.0014(7) -0.0006(7) C5 0.0181(10) 0.0174(10) 0.0155(9) -0.0036(8) 0.0012(8) 0.0022(8) C6 0.0120(9) 0.0182(10) 0.0177(9) -0.0013(8) -0.0013(8) -0.0002(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Cd1 O5 2.181(2) . ? Cd1 O1 2.2411(15) 2_655 ? Cd1 O1 2.2411(15) . ? Cd1 O2 2.719(2) . ? Cd1 O2 2.719(2) 2_655 ? Cd1 O4 2.3249(18) . ? Cd1 O4 2.3249(18) 2_655 ? O1 C1 1.281(2) . ? O2 C1 1.242(3) . ? O3 C3 1.237(3) . ? O4 H1W 0.82(3) . ? O4 H2W 0.81(3) . ? O5 H5W 0.82(3) . ? O6 H3W 0.78(3) . ? O6 H4W 0.75(3) . ? N1 C3 1.342(3) . ? N1 C2 1.443(3) . ? N1 H1N 0.83(3) . ? C1 C2 1.525(3) . ? C2 H2A 0.93(2) . ? C2 H2B 0.98(2) . ? C3 C4 1.504(3) . ? C4 C6 1.389(3) 5 ? C4 C5 1.398(3) . ? C5 C6 1.384(3) . ? C5 H5 0.91(2) . ? C6 C4 1.389(3) 5 ? C6 H6 0.91(2) . ? 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 O5 Cd1 O1 132.19(4) . 2_655 ? O5 Cd1 O1 132.19(4) . . ? O1 Cd1 O1 95.62(8) 2_655 . ? O5 Cd1 O4 90.92(4) . . ? O1 Cd1 O4 95.02(6) 2_655 . ? O1 Cd1 O4 83.73(6) . . ? O5 Cd1 O4 90.92(4) . 2_655 ? O1 Cd1 O4 83.73(6) 2_655 2_655 ? O1 Cd1 O4 95.02(6) . 2_655 ? O4 Cd1 O4 178.15(7) . 2_655 ? C1 O1 Cd1 102.98(12) . . ? Cd1 O4 H1W 116.2(17) . . ? Cd1 O4 H2W 114(2) . . ? H1W O4 H2W 103(3) . . ? Cd1 O5 H5W 126.1(19) . . ? H3W O6 H4W 114(3) . . ? C3 N1 C2 120.83(18) . . ? C3 N1 H1N 122.7(18) . . ? C2 N1 H1N 116.4(18) . . ? O2 C1 O1 123.25(17) . . ? O2 C1 C2 122.67(17) . . ? O1 C1 C2 114.08(17) . . ? N1 C2 C1 114.73(17) . . ? N1 C2 H2A 106.6(14) . . ? C1 C2 H2A 107.1(14) . . ? N1 C2 H2B 110.6(13) . . ? C1 C2 H2B 108.1(13) . . ? H2A C2 H2B 109.6(19) . . ? O3 C3 N1 122.21(18) . . ? O3 C3 C4 120.88(17) . . ? N1 C3 C4 116.91(17) . . ? C6 C4 C5 118.82(17) 5 . ? C6 C4 C3 117.59(17) 5 . ? C5 C4 C3 123.59(17) . . ? C6 C5 C4 120.08(19) . . ? C6 C5 H5 119.1(15) . . ? C4 C5 H5 120.8(15) . . ? C5 C6 C4 121.10(19) . 5 ? C5 C6 H6 119.1(15) . . ? C4 C6 H6 119.8(15) 5 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 Cd1 O1 C1 7.67(13) . . . . ? O1 Cd1 O1 C1 -172.33(13) 2_655 . . . ? O4 Cd1 O1 C1 93.21(12) . . . . ? O4 Cd1 O1 C1 -88.16(12) 2_655 . . . ? Cd1 O1 C1 O2 -0.8(2) . . . . ? Cd1 O1 C1 C2 178.63(13) . . . . ? C3 N1 C2 C1 -71.0(2) . . . . ? O2 C1 C2 N1 -8.7(3) . . . . ? O1 C1 C2 N1 171.84(16) . . . . ? C2 N1 C3 O3 1.4(3) . . . . ? C2 N1 C3 C4 -178.71(17) . . . . ? O3 C3 C4 C6 4.0(3) . . . 5 ? N1 C3 C4 C6 -175.91(17) . . . 5 ? O3 C3 C4 C5 -176.15(18) . . . . ? N1 C3 C4 C5 3.9(3) . . . . ? C6 C4 C5 C6 -0.5(3) 5 . . . ? C3 C4 C5 C6 179.70(18) . . . . ? C4 C5 C6 C4 0.5(3) . . . 5 ? 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 O4 H1W O6 0.82(3) 1.92(3) 2.736(2) 172(2) 3 O4 H2W O1 0.81(3) 1.84(3) 2.645(3) 168(3) 3_545 O6 H3W O2 0.78(3) 2.12(3) 2.842(3) 154(3) . O6 H4W O3 0.75(3) 2.02(3) 2.774(2) 175(3) 3_445 O5 H5W O4 0.82(3) 1.88(3) 2.690(2) 173(3) 4_645 N1 H1N O6 0.83(3) 2.16(3) 2.908(3) 150(2) 3_455 # Attachment 'Mn.CIF' data_km0105 #TrackingRef 'Mn.CIF' _database_code_depnum_ccdc_archive 'CCDC 797536' _audit_creation_date 2005-02-13T12:01:26-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H18 Mn1 N2 O10, 2(H2 O)' _chemical_formula_sum 'C12 H22 Mn N2 O12' _chemical_formula_weight 441.26 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_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' _cell_length_a 6.8863(5) _cell_length_b 30.987(2) _cell_length_c 8.0216(6) _cell_angle_alpha 90 _cell_angle_beta 93.210(4) _cell_angle_gamma 90 _cell_volume 1709.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 10023 _cell_measurement_theta_min 1 _cell_measurement_theta_max 26.373 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.715 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 1 0.3 -1 0 -1 0.18 0 1 0 0.03 0 -1 0 0.02 1 0 -1 0.14 -1 0 1 0.14 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.843 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; P. Coppens, L. Leiserowitz, D Rabinovich, Acta Cryst. (1965), 18, 1035-1038 ; _exptl_absorpt_correction_T_min 0.78 _exptl_absorpt_correction_T_max 0.959 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.445012E-1 _diffrn_orient_matrix_ub_12 0.122515E-1 _diffrn_orient_matrix_ub_13 0.110979 _diffrn_orient_matrix_ub_21 0.137364 _diffrn_orient_matrix_ub_22 -0.76375E-2 _diffrn_orient_matrix_ub_23 -0.218301E-1 _diffrn_orient_matrix_ub_31 0.174592E-1 _diffrn_orient_matrix_ub_32 0.288624E-1 _diffrn_orient_matrix_ub_33 -0.52885E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images' _diffrn_reflns_av_R_equivalents 0.1083 _diffrn_reflns_av_unetI/netI 0.0947 _diffrn_reflns_number 3410 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.402 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.092 _reflns_number_total 3410 _reflns_number_gt 1995 _reflns_threshold_expression I>2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0450P)^2^+0.2427P] 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_number_reflns 3410 _refine_ls_number_parameters 287 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1142 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1217 _refine_ls_wR_factor_gt 0.1015 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Mn1 Mn 0.95459(7) 0.248788(19) 0.74275(6) 0.01196(17) Uani 1 1 d . . . O1 O 0.7277(3) 0.20401(8) 0.6727(3) 0.0159(6) Uani 1 1 d . . . O2 O 0.6382(3) 0.17095(8) 0.9024(3) 0.0194(6) Uani 1 1 d . . . O3 O 0.8332(3) 0.07727(8) 0.8186(3) 0.0208(6) Uani 1 1 d . . . O4 O 0.8510(3) 0.42757(8) 0.8119(3) 0.0195(6) Uani 1 1 d . . . O5 O 0.7819(3) 0.30309(8) 0.6526(3) 0.0167(6) Uani 1 1 d . . . O6 O 0.6635(3) 0.33253(8) 0.8801(3) 0.0180(6) Uani 1 1 d . . . N1 N 0.5303(4) 0.09649(10) 0.7225(4) 0.0174(8) Uani 1 1 d . . . N2 N 0.5518(4) 0.40676(10) 0.7102(4) 0.0153(7) Uani 1 1 d . . . C1 C 0.6589(5) 0.17166(11) 0.7503(4) 0.0119(8) Uani 1 1 d . . . C2 C 0.5976(5) 0.13460(12) 0.6356(4) 0.0160(9) Uani 1 1 d . . . H2A H 0.492 0.1447 0.5562 0.021 Uiso 1 1 calc R . . H2B H 0.7092 0.1263 0.5699 0.021 Uiso 1 1 calc R . . C3 C 0.6547(5) 0.07120(12) 0.8123(4) 0.0157(9) Uani 1 1 d . . . C4 C 0.5696(5) 0.03445(12) 0.9073(4) 0.0152(8) Uani 1 1 d . . . C5 C 0.6971(5) 0.00817(12) 1.0008(4) 0.0185(9) Uani 1 1 d . . . H5 H 0.8328 0.0138 1.0023 0.024 Uiso 1 1 calc R . . C6 C 0.6303(5) -0.02617(12) 1.0922(5) 0.0184(9) Uani 1 1 d . . . H6 H 0.7199 -0.0441 1.1544 0.024 Uiso 1 1 calc R . . C7 C 0.6221(5) 0.53053(12) 1.0767(5) 0.0185(9) Uani 1 1 d . . . H7 H 0.7067 0.5513 1.1289 0.024 Uiso 1 1 calc R . . C8 C 0.6976(5) 0.49797(12) 0.9806(4) 0.0167(9) Uani 1 1 d . . . H8 H 0.8338 0.4967 0.9676 0.022 Uiso 1 1 calc R . . C9 C 0.5764(5) 0.46718(11) 0.9033(4) 0.0111(8) Uani 1 1 d . . . C10 C 0.6706(5) 0.43237(11) 0.8053(4) 0.0134(8) Uani 1 1 d . . . C11 C 0.6270(5) 0.37105(11) 0.6189(4) 0.0139(8) Uani 1 1 d . . . H11A H 0.7378 0.3813 0.5561 0.018 Uiso 1 1 calc R . . H11B H 0.5247 0.3608 0.5366 0.018 Uiso 1 1 calc R . . C12 C 0.6948(5) 0.33306(11) 0.7289(4) 0.0119(8) Uani 1 1 d . . . OW1 O 0.9302(4) 0.25159(10) 1.0099(3) 0.0169(6) Uani 1 1 d . . . OW2 O 1.2099(4) 0.29260(9) 0.7691(3) 0.0186(7) Uani 1 1 d . . . OW3 O 1.0128(4) 0.24387(8) 0.4759(3) 0.0145(6) Uani 1 1 d . . . OW4 O 1.1771(4) 0.19964(8) 0.8021(3) 0.0168(7) Uani 1 1 d . . . H1N H 0.415(6) 0.0904(14) 0.711(5) 0.044(4) Uiso 1 1 d . . . H2N H 0.428(6) 0.4116(14) 0.712(5) 0.044(4) Uiso 1 1 d . . . H1W H 1.023(7) 0.2621(13) 1.073(6) 0.044(4) Uiso 1 1 d . . . H2W H 0.869(7) 0.2387(14) 1.061(6) 0.044(4) Uiso 1 1 d . . . H3W H 1.197(6) 0.3202(15) 0.756(5) 0.044(4) Uiso 1 1 d . . . H4W H 1.277(6) 0.2876(16) 0.833(6) 0.044(4) Uiso 1 1 d . . . H5W H 1.063(6) 0.2665(14) 0.447(5) 0.044(4) Uiso 1 1 d . . . H6W H 1.099(6) 0.2241(14) 0.461(5) 0.044(4) Uiso 1 1 d . . . H7W H 1.230(6) 0.1966(14) 0.901(5) 0.044(4) Uiso 1 1 d . . . H8W H 1.161(6) 0.1747(14) 0.779(6) 0.044(4) Uiso 1 1 d . . . OW5 O 0.1270(4) 0.11906(9) 0.6691(3) 0.0176(6) Uani 1 1 d . . . H9W H 0.122(6) 0.1251(14) 0.561(5) 0.044(4) Uiso 1 1 d . . . H10W H 0.038(6) 0.1043(15) 0.694(6) 0.044(4) Uiso 1 1 d . . . OW6 O 0.1467(4) 0.37839(9) 0.6923(4) 0.0184(7) Uani 1 1 d . . . H11W H 0.069(6) 0.3925(15) 0.722(6) 0.044(4) Uiso 1 1 d . . . H12W H 0.136(6) 0.3737(16) 0.603(6) 0.044(4) 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 Mn1 0.0114(3) 0.0132(3) 0.0110(3) -0.0002(3) -0.00154(19) -0.0001(3) O1 0.0189(14) 0.0127(14) 0.0155(13) 0.0035(11) -0.0056(11) -0.0075(11) O2 0.0252(15) 0.0185(15) 0.0145(14) 0.0022(12) 0.0003(11) 0.0015(12) O3 0.0135(14) 0.0277(16) 0.0212(15) 0.0052(12) 0.0006(12) -0.0042(13) O4 0.0140(14) 0.0213(15) 0.0231(16) -0.0046(12) 0.0013(12) -0.0001(12) O5 0.0177(14) 0.0161(14) 0.0160(14) 0.0004(11) -0.0030(11) 0.0044(11) O6 0.0245(15) 0.0151(15) 0.0144(15) -0.0003(11) 0.0016(11) 0.0033(12) N1 0.0130(18) 0.0189(19) 0.0196(19) 0.0031(14) -0.0037(15) -0.0054(15) N2 0.0136(17) 0.0159(18) 0.0160(17) -0.0064(13) -0.0029(15) 0.0041(15) C1 0.0072(19) 0.0099(19) 0.018(2) 0.0010(16) -0.0033(15) 0.0055(15) C2 0.015(2) 0.018(2) 0.014(2) 0.0030(16) -0.0025(16) -0.0001(17) C3 0.021(2) 0.015(2) 0.011(2) -0.0031(16) -0.0007(18) -0.0019(18) C4 0.018(2) 0.018(2) 0.010(2) -0.0034(16) 0.0057(16) -0.0037(17) C5 0.013(2) 0.018(2) 0.024(2) 0.0028(17) -0.0034(17) -0.0036(17) C6 0.017(2) 0.020(2) 0.018(2) 0.0049(17) -0.0035(16) -0.0040(18) C7 0.023(2) 0.016(2) 0.016(2) -0.0043(16) -0.0016(16) -0.0045(18) C8 0.014(2) 0.017(2) 0.019(2) 0.0005(17) 0.0010(16) 0.0033(17) C9 0.0129(19) 0.0081(19) 0.012(2) 0.0016(15) -0.0016(16) 0.0035(16) C10 0.018(2) 0.011(2) 0.012(2) 0.0033(15) 0.0027(17) 0.0025(17) C11 0.017(2) 0.0101(19) 0.015(2) -0.0040(15) 0.0012(16) 0.0014(16) C12 0.012(2) 0.0082(19) 0.016(2) -0.0025(15) -0.0021(15) -0.0016(15) OW1 0.0129(14) 0.0265(16) 0.0112(12) -0.0026(13) -0.0017(10) -0.0057(14) OW2 0.0191(17) 0.0192(16) 0.0167(15) 0.0039(13) -0.0047(12) -0.0027(13) OW3 0.0127(14) 0.0177(17) 0.0130(12) 0.0019(12) 0.0002(10) -0.0028(12) OW4 0.0183(15) 0.0165(15) 0.0149(15) 0.0002(12) -0.0065(11) 0.0035(13) OW5 0.0160(15) 0.0192(16) 0.0176(15) 0.0030(13) 0.0021(12) -0.0025(12) OW6 0.0162(15) 0.0176(16) 0.0212(16) -0.0025(13) -0.0001(13) 0.0034(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Mn1 O1 2.141(2) . ? Mn1 OW1 2.160(2) . ? Mn1 O5 2.162(2) . ? Mn1 OW4 2.194(3) . ? Mn1 OW3 2.205(3) . ? Mn1 OW2 2.222(3) . ? O1 C1 1.285(4) . ? O2 C1 1.236(4) . ? O3 C3 1.241(4) . ? O4 C10 1.249(4) . ? O5 C12 1.280(4) . ? O6 C12 1.245(4) . ? N1 C3 1.341(4) . ? N1 C2 1.460(5) . ? N1 H1N 0.82(4) . ? N2 C10 1.346(4) . ? N2 C11 1.439(4) . ? N2 H2N 0.87(4) . ? C1 C2 1.517(5) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 C4 1.507(5) . ? C4 C5 1.387(4) . ? C4 C6 1.400(5) 3_657 ? C5 C6 1.385(5) . ? C5 H5 0.95 . ? C6 C4 1.400(5) 3_657 ? C6 H6 0.95 . ? C7 C9 1.387(5) 3_667 ? C7 C8 1.388(5) . ? C7 H7 0.95 . ? C8 C9 1.391(4) . ? C8 H8 0.95 . ? C9 C7 1.387(5) 3_667 ? C9 C10 1.503(5) . ? C11 C12 1.528(5) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? OW1 H1W 0.86(4) . ? OW1 H2W 0.72(4) . ? OW2 H3W 0.86(5) . ? OW2 H4W 0.69(4) . ? OW3 H5W 0.82(4) . ? OW3 H6W 0.87(4) . ? OW4 H7W 0.86(4) . ? OW4 H8W 0.80(4) . ? OW5 H9W 0.88(4) . ? OW5 H10W 0.80(4) . ? OW6 H11W 0.74(4) . ? OW6 H12W 0.73(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 O1 Mn1 OW1 100.96(10) . . ? O1 Mn1 O5 92.11(10) . . ? OW1 Mn1 O5 103.22(10) . . ? O1 Mn1 OW4 95.61(10) . . ? OW1 Mn1 OW4 84.55(10) . . ? O5 Mn1 OW4 167.83(10) . . ? O1 Mn1 OW3 82.52(9) . . ? OW1 Mn1 OW3 173.76(10) . . ? O5 Mn1 OW3 81.70(9) . . ? OW4 Mn1 OW3 89.99(10) . . ? O1 Mn1 OW2 169.36(10) . . ? OW1 Mn1 OW2 89.22(10) . . ? O5 Mn1 OW2 88.50(10) . . ? OW4 Mn1 OW2 82.19(11) . . ? OW3 Mn1 OW2 87.06(10) . . ? C1 O1 Mn1 131.4(2) . . ? C12 O5 Mn1 132.0(2) . . ? C3 N1 C2 121.3(3) . . ? C3 N1 H1N 121(3) . . ? C2 N1 H1N 118(3) . . ? C10 N2 C11 121.1(3) . . ? C10 N2 H2N 117(3) . . ? C11 N2 H2N 121(3) . . ? O2 C1 O1 124.0(3) . . ? O2 C1 C2 122.8(3) . . ? O1 C1 C2 113.2(3) . . ? N1 C2 C1 114.1(3) . . ? N1 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? N1 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? O3 C3 N1 122.3(3) . . ? O3 C3 C4 120.4(3) . . ? N1 C3 C4 117.3(3) . . ? C5 C4 C6 118.9(3) . 3_657 ? C5 C4 C3 117.7(3) . . ? C6 C4 C3 123.4(3) 3_657 . ? C6 C5 C4 121.2(3) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C4 119.9(3) . 3_657 ? C5 C6 H6 120.1 . . ? C4 C6 H6 120.1 3_657 . ? C9 C7 C8 120.3(3) 3_667 . ? C9 C7 H7 119.9 3_667 . ? C8 C7 H7 119.9 . . ? C7 C8 C9 120.8(3) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C7 C9 C8 118.9(3) 3_667 . ? C7 C9 C10 123.7(3) 3_667 . ? C8 C9 C10 117.4(3) . . ? O4 C10 N2 121.7(3) . . ? O4 C10 C9 121.4(3) . . ? N2 C10 C9 116.9(3) . . ? N2 C11 C12 113.9(3) . . ? N2 C11 H11A 108.8 . . ? C12 C11 H11A 108.8 . . ? N2 C11 H11B 108.8 . . ? C12 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? O6 C12 O5 124.6(3) . . ? O6 C12 C11 120.6(3) . . ? O5 C12 C11 114.8(3) . . ? Mn1 OW1 H1W 120(3) . . ? Mn1 OW1 H2W 128(4) . . ? H1W OW1 H2W 108(5) . . ? Mn1 OW2 H3W 121(3) . . ? Mn1 OW2 H4W 115(4) . . ? H3W OW2 H4W 112(5) . . ? Mn1 OW3 H5W 109(3) . . ? Mn1 OW3 H6W 110(3) . . ? H5W OW3 H6W 105(4) . . ? Mn1 OW4 H7W 122(3) . . ? Mn1 OW4 H8W 122(3) . . ? H7W OW4 H8W 99(4) . . ? H9W OW5 H10W 112(4) . . ? H11W OW6 H12W 114(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag OW1 Mn1 O1 C1 -31.6(3) . . . . ? O5 Mn1 O1 C1 -135.5(3) . . . . ? OW4 Mn1 O1 C1 53.9(3) . . . . ? OW3 Mn1 O1 C1 143.2(3) . . . . ? OW2 Mn1 O1 C1 131.4(5) . . . . ? O1 Mn1 O5 C12 106.9(3) . . . . ? OW1 Mn1 O5 C12 5.2(3) . . . . ? OW4 Mn1 O5 C12 -123.6(5) . . . . ? OW3 Mn1 O5 C12 -170.9(3) . . . . ? OW2 Mn1 O5 C12 -83.7(3) . . . . ? Mn1 O1 C1 O2 37.4(5) . . . . ? Mn1 O1 C1 C2 -144.9(2) . . . . ? C3 N1 C2 C1 -71.9(4) . . . . ? O2 C1 C2 N1 -5.8(5) . . . . ? O1 C1 C2 N1 176.4(3) . . . . ? C2 N1 C3 O3 -4.2(6) . . . . ? C2 N1 C3 C4 175.8(3) . . . . ? O3 C3 C4 C5 0.1(5) . . . . ? N1 C3 C4 C5 -179.9(3) . . . . ? O3 C3 C4 C6 179.0(3) . . . 3_657 ? N1 C3 C4 C6 -1.0(5) . . . 3_657 ? C6 C4 C5 C6 0.8(6) 3_657 . . . ? C3 C4 C5 C6 179.8(4) . . . . ? C4 C5 C6 C4 -0.8(6) . . . 3_657 ? C9 C7 C8 C9 -0.1(6) 3_667 . . . ? C7 C8 C9 C7 0.1(6) . . . 3_667 ? C7 C8 C9 C10 -178.4(3) . . . . ? C11 N2 C10 O4 3.5(5) . . . . ? C11 N2 C10 C9 -176.6(3) . . . . ? C7 C9 C10 O4 -168.6(3) 3_667 . . . ? C8 C9 C10 O4 9.8(5) . . . . ? C7 C9 C10 N2 11.5(5) 3_667 . . . ? C8 C9 C10 N2 -170.1(3) . . . . ? C10 N2 C11 C12 72.2(4) . . . . ? Mn1 O5 C12 O6 -13.7(5) . . . . ? Mn1 O5 C12 C11 166.7(2) . . . . ? N2 C11 C12 O6 7.9(5) . . . . ? N2 C11 C12 O5 -172.6(3) . . . . ? 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 N1 H1N OW5 0.82(4) 2.18(4) 2.873(4) 142(4) . N2 H2N OW6 0.87(4) 2.19(4) 2.920(4) 142(4) . OW1 H1W O1 0.86(4) 1.90(4) 2.738(3) 166(4) 4_666 OW1 H2W OW2 0.72(4) 2.26(5) 2.975(4) 167(5) 4_566 OW2 H3W OW6 0.86(5) 1.90(5) 2.758(4) 171(4) 1_655 OW2 H4W OW3 0.69(4) 2.16(4) 2.827(3) 161(5) 4_666 OW3 H5W O2 0.82(4) 2.04(4) 2.849(3) 167(5) 4_665 OW3 H6W O6 0.87(4) 1.93(4) 2.713(4) 149(4) 4_665 OW3 H6W OW1 0.87(4) 2.41(4) 2.875(3) 114(3) 4_665 OW4 H7W O5 0.86(4) 2.03(4) 2.865(3) 163(4) 4_666 OW4 H8W OW5 0.80(4) 1.94(4) 2.730(4) 167(5) 1_655 OW5 H9W O6 0.88(4) 1.99(5) 2.784(4) 149(4) 4_565 OW5 H10W O3 0.80(4) 1.96(5) 2.735(4) 163(5) 1_455 OW6 H11W O4 0.74(4) 2.02(5) 2.759(4) 176(5) 1_455 OW6 H12W O2 0.73(4) 2.12(5) 2.781(4) 150(5) 4_565 # start Validation Reply Form _vrf_PLAT113_km0105 ; PROBLEM: ADDSYM Suggests Possible Pseudo/New Space-group. P21/m RESPONSE: Upon completion of the refinement, PLATON (Spek,1991) and IUCR's CheckCIF were used to verify the correctness of the structure and a new space group, P21/m, was suggested by both programs. Refinement in this space group was proved impossible. ; # end Validation Reply Form # Attachment 'Pb.CIF' # end Validation Reply Form # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-05-06 at 09:26:22 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : km0705 data struct data_km0705 #TrackingRef 'Pb.CIF' _database_code_depnum_ccdc_archive 'CCDC 797537' _audit_creation_date 2005-05-06T09:26:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H20 N2 O11 Pb1' _chemical_formula_sum 'C12 H20 N2 O11 Pb' _chemical_formula_weight 575.49 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 6.7914(6) _cell_length_b 30.287(3) _cell_length_c 8.1676(8) _cell_angle_alpha 90 _cell_angle_beta 90.331(4) _cell_angle_gamma 90 _cell_volume 1680.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 5544 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 35.96 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 10.107 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_max 1 _exptl_absorpt_correction_T_min 0.33155 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0454 _diffrn_reflns_av_unetI/netI 0.0479 _diffrn_reflns_number 21668 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 35.96 _diffrn_reflns_theta_full 35.96 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.837 _reflns_number_total 6650 _reflns_number_gt 5386 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Twining and Pseudosymmetry The structure has been refined in space group P21/c. The beta angle is close to 90 deg and the assumption that the crystal was a pseudo-merohedral twin with twin law /100/0-10/00-1 and refined BASF = 0.348(3) reduced R from 0.08 to its final value of 0.055. The resulting structure has Pb and O5W nearly at y = 1/4. There is a pseudosymmetric operation --x, 1/2-y, z. The refinement was not without its problems. Uij of four C atoms were constrained to near isotropic values to prevent them going non-positive defiinite. Other Uij are physically unreasonable and it is clear that correction for absorption is only partly successful. The alternative hypothesis that the structure is really orthorhombic, space group Pccb, which has -x, 1/2-y, z as a space group operation, gives R (all data) = 0.11. Refinement is unstable and fails to converge satisfactorily. Also the experimental betas value of 90.331(4) deg rules out orthorhombic metric symmetry. This hypothesis thus is less consistent with the experimental results. 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^)+(0.0547P)^2^+12.4143P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.00040(14) _refine_ls_number_reflns 6650 _refine_ls_number_parameters 237 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1204 _refine_ls_wR_factor_gt 0.1114 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 6.209 _refine_diff_density_min -3.46 _refine_diff_density_rms 0.322 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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_ _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 0.00298(3) 0.251494(5) 0.43431(2) 0.00724(7) Uani 1 1 d . . . O1 O -0.1419(6) 0.20776(14) 0.2088(6) 0.0113(8) Uani 1 1 d . . . O2 O -0.2094(7) 0.17318(14) 0.4395(6) 0.0136(8) Uani 1 1 d . . . O3 O -0.1082(7) 0.07215(16) 0.3434(7) 0.0153(9) Uani 1 1 d . . . O4 O 0.1358(6) 0.29431(14) 0.2039(6) 0.0117(8) Uani 1 1 d . . . O5 O 0.2065(7) 0.33186(14) 0.4291(7) 0.0155(9) Uani 1 1 d . . . O6 O 0.0976(7) 0.43081(16) 0.3336(7) 0.0164(10) Uani 1 1 d . . . O1W O -0.3040(6) 0.29506(15) 0.3292(6) 0.0131(9) Uani 1 1 d . . . H11 H -0.3393 0.281 0.2455 0.016 Uiso 1 1 d R . . H12 H -0.2676 0.3173 0.2761 0.016 Uiso 1 1 d R . . O2W O 0.2975(7) 0.20590(15) 0.3245(5) 0.0119(9) Uani 1 1 d . . . H21 H 0.2647 0.1805 0.2935 0.014 Uiso 1 1 d R . . H22 H 0.3574 0.2193 0.2497 0.014 Uiso 1 1 d R . . O3W O -0.2059(6) 0.37808(15) 0.2185(6) 0.0137(9) Uani 1 1 d . . . H31 H -0.1958 0.375 0.1167 0.016 Uiso 1 1 d R . . H32 H -0.1138 0.3941 0.2533 0.016 Uiso 1 1 d R . . O4W O 0.1906(6) 0.12231(14) 0.2218(6) 0.0124(8) Uani 1 1 d . . . H41 H 0.0867 0.1224 0.2772 0.015 Uiso 1 1 d R . . H42 H 0.1892 0.1301 0.1231 0.015 Uiso 1 1 d R . . O5W O 0.4947(8) 0.25021(11) 0.5776(5) 0.0125(8) Uani 1 1 d . . . H51 H 0.4002 0.2392 0.5249 0.015 Uiso 1 1 d R . . H52 H 0.5566 0.2668 0.5135 0.015 Uiso 1 1 d R . . N1 N -0.3982(8) 0.10449(15) 0.2746(7) 0.0099(9) Uani 1 1 d . . . H1 H -0.5269 0.1042 0.2863 0.012 Uiso 1 1 calc R . . N2 N 0.3842(7) 0.39948(16) 0.2550(7) 0.0099(9) Uani 1 1 d . . . H2 H 0.5136 0.401 0.2571 0.012 Uiso 1 1 calc R . . C1 C -0.2152(8) 0.17573(17) 0.2877(8) 0.0086(10) Uani 1 1 d . . . C2 C -0.3103(9) 0.13950(19) 0.1821(7) 0.0097(11) Uani 1 1 d . . . H2A H -0.4126 0.1531 0.1115 0.012 Uiso 1 1 calc R . . H2B H -0.2086 0.1268 0.1096 0.012 Uiso 1 1 calc R . . C3 C -0.2913(9) 0.07195(18) 0.3444(8) 0.0087(10) Uani 1 1 d . . . C4 C -0.4011(8) 0.03576(19) 0.4248(9) 0.0081(10) Uani 1 1 d U . . C5 C -0.6043(9) 0.0276(2) 0.3948(8) 0.0109(11) Uani 1 1 d U . . H5 H -0.676 0.0464 0.3229 0.013 Uiso 1 1 calc R . . C6 C -0.3014(9) 0.00754(19) 0.5304(7) 0.0096(10) Uani 1 1 d U . . H6 H -0.1655 0.0124 0.5519 0.012 Uiso 1 1 calc R . . C11 C 0.2061(8) 0.32783(18) 0.2801(8) 0.0085(10) Uani 1 1 d . . . C12 C 0.2932(9) 0.36339(19) 0.1674(8) 0.0104(11) Uani 1 1 d . . . H12A H 0.3925 0.3495 0.0956 0.013 Uiso 1 1 calc R . . H12B H 0.1869 0.3753 0.0966 0.013 Uiso 1 1 calc R . . C13 C 0.2812(10) 0.4308(2) 0.3335(8) 0.0119(11) Uani 1 1 d . . . C14 C 0.3961(8) 0.4659(2) 0.4193(9) 0.0101(12) Uani 1 1 d . . . C15 C 0.2968(9) 0.50404(19) 0.4716(7) 0.0093(10) Uani 1 1 d U . . H15 H 0.1589 0.5067 0.4543 0.011 Uiso 1 1 calc R . . C16 C 0.6006(9) 0.46217(19) 0.4515(9) 0.0099(11) Uani 1 1 d . . . H16 H 0.6685 0.4361 0.4201 0.012 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pb1 0.00899(9) 0.00359(9) 0.00915(9) -0.00002(6) 0.00156(15) -0.00038(8) O1 0.0138(19) 0.0063(17) 0.014(2) 0.0018(16) -0.0026(18) -0.0045(15) O2 0.021(2) 0.0067(17) 0.013(2) -0.0009(17) -0.004(2) -0.0051(16) O3 0.0080(18) 0.014(2) 0.024(3) 0.0036(19) -0.0029(18) -0.0029(16) O4 0.0127(19) 0.0058(17) 0.017(2) -0.0002(16) -0.0077(18) -0.0023(15) O5 0.024(2) 0.0054(17) 0.017(2) -0.0010(17) -0.001(2) -0.0059(16) O6 0.0104(19) 0.0086(19) 0.030(3) -0.0069(18) -0.0052(19) 0.0001(16) O1W 0.0104(19) 0.011(2) 0.018(2) -0.0006(16) -0.0050(18) -0.0019(16) O2W 0.014(2) 0.0101(19) 0.012(2) -0.0003(15) -0.0010(17) 0.0020(16) O3W 0.0112(19) 0.0110(19) 0.019(2) -0.0025(18) -0.0043(19) -0.0013(16) O4W 0.0092(18) 0.0118(19) 0.016(2) 0.0032(17) -0.0040(17) -0.0032(15) O5W 0.0146(18) 0.0089(18) 0.0139(18) -0.0001(14) -0.005(3) -0.0037(18) N1 0.011(2) 0.0035(18) 0.016(2) 0.0003(18) -0.0041(19) -0.0041(16) N2 0.008(2) 0.0049(19) 0.017(3) -0.0008(18) -0.0038(19) -0.0035(16) C1 0.008(2) 0.002(2) 0.016(3) -0.002(2) -0.004(2) 0.0010(17) C2 0.010(2) 0.006(2) 0.013(3) 0.0033(18) -0.003(2) -0.0008(19) C3 0.009(2) 0.003(2) 0.014(3) 0.0032(19) -0.004(2) -0.0019(18) C4 0.0083(12) 0.0073(12) 0.0089(13) 0.0002(9) -0.0010(9) -0.0003(9) C5 0.0115(14) 0.0096(14) 0.0115(14) 0.0004(9) -0.0010(9) -0.0005(9) C6 0.0103(13) 0.0085(13) 0.0101(13) 0.0004(9) -0.0006(9) -0.0009(9) C11 0.007(2) 0.005(2) 0.013(3) -0.001(2) -0.001(2) -0.0006(18) C12 0.010(2) 0.005(2) 0.017(3) -0.002(2) -0.002(2) -0.0027(19) C13 0.016(3) 0.006(2) 0.014(3) -0.001(2) -0.003(2) -0.002(2) C14 0.008(2) 0.007(2) 0.015(3) 0.000(2) -0.001(2) -0.0004(18) C15 0.0100(13) 0.0083(13) 0.0097(13) -0.0002(9) -0.0014(9) 0.0004(9) C16 0.013(2) 0.003(2) 0.013(3) -0.003(2) -0.009(2) 0.0019(18) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O4 2.461(5) . ? Pb1 O1 2.469(5) . ? Pb1 O2W 2.595(4) . ? Pb1 O1W 2.608(5) . ? Pb1 O1 2.746(5) 4_566 ? Pb1 O4 2.750(5) 4_566 ? O1 C1 1.268(7) . ? O1 Pb1 2.746(5) 4_565 ? O2 C1 1.243(8) . ? O3 C3 1.244(7) . ? O4 C11 1.282(7) . ? O4 Pb1 2.750(5) 4_565 ? O5 C11 1.223(8) . ? O6 C13 1.247(8) . ? O1W H11 0.8398 . ? O1W H12 0.84 . ? O2W H21 0.8402 . ? O2W H22 0.8402 . ? O3W H31 0.84 . ? O3W H32 0.8401 . ? O4W H41 0.84 . ? O4W H42 0.84 . ? O5W H51 0.8396 . ? O5W H52 0.8401 . ? N1 C3 1.348(8) . ? N1 C2 1.434(7) . ? N1 H1 0.88 . ? N2 C13 1.344(8) . ? N2 C12 1.443(8) . ? N2 H2 0.88 . ? C1 C2 1.536(8) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 C4 1.482(8) . ? C4 C6 1.388(9) . ? C4 C5 1.422(9) . ? C5 C6 1.386(8) 3_456 ? C5 H5 0.95 . ? C6 C5 1.386(8) 3_456 ? C6 H6 0.95 . ? C11 C12 1.537(8) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C13 C14 1.491(9) . ? C14 C15 1.405(8) . ? C14 C16 1.417(9) . ? C15 C16 1.386(9) 3_666 ? C15 H15 0.95 . ? C16 C15 1.386(9) 3_666 ? C16 H16 0.95 . ? 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 O4 Pb1 O1 81.85(14) . . ? O4 Pb1 O2W 74.30(15) . . ? O1 Pb1 O2W 76.18(15) . . ? O4 Pb1 O1W 77.15(15) . . ? O1 Pb1 O1W 73.23(15) . . ? O2W Pb1 O1W 140.50(13) . . ? O4 Pb1 O1 121.47(15) . 4_566 ? O1 Pb1 O1 134.99(19) . 4_566 ? O2W Pb1 O1 143.32(14) . 4_566 ? O1W Pb1 O1 75.63(14) . 4_566 ? O4 Pb1 O4 139.30(19) . 4_566 ? O1 Pb1 O4 117.01(15) . 4_566 ? O2W Pb1 O4 76.02(14) . 4_566 ? O1W Pb1 O4 140.94(14) . 4_566 ? O1 Pb1 O4 71.98(13) 4_566 4_566 ? C1 O1 Pb1 100.8(4) . . ? C1 O1 Pb1 154.5(4) . 4_565 ? Pb1 O1 Pb1 102.99(15) . 4_565 ? C11 O4 Pb1 100.5(4) . . ? C11 O4 Pb1 155.3(4) . 4_565 ? Pb1 O4 Pb1 103.09(15) . 4_565 ? Pb1 O1W H11 103.6 . . ? Pb1 O1W H12 109.8 . . ? H11 O1W H12 94.1 . . ? Pb1 O2W H21 112.9 . . ? Pb1 O2W H22 111.8 . . ? H21 O2W H22 110.6 . . ? H31 O3W H32 109.4 . . ? H41 O4W H42 120.7 . . ? H51 O5W H52 107.6 . . ? C3 N1 C2 122.6(5) . . ? C3 N1 H1 118.7 . . ? C2 N1 H1 118.7 . . ? C13 N2 C12 123.2(5) . . ? C13 N2 H2 118.4 . . ? C12 N2 H2 118.4 . . ? O2 C1 O1 123.0(6) . . ? O2 C1 C2 121.8(5) . . ? O1 C1 C2 115.2(6) . . ? N1 C2 C1 114.0(5) . . ? N1 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? N1 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? O3 C3 N1 122.0(5) . . ? O3 C3 C4 120.8(5) . . ? N1 C3 C4 117.2(5) . . ? C6 C4 C5 118.0(6) . . ? C6 C4 C3 119.1(5) . . ? C5 C4 C3 122.9(6) . . ? C6 C5 C4 120.5(6) 3_456 . ? C6 C5 H5 119.7 3_456 . ? C4 C5 H5 119.7 . . ? C5 C6 C4 121.5(6) 3_456 . ? C5 C6 H6 119.3 3_456 . ? C4 C6 H6 119.3 . . ? O5 C11 O4 124.2(5) . . ? O5 C11 C12 121.8(5) . . ? O4 C11 C12 114.0(5) . . ? N2 C12 C11 113.5(5) . . ? N2 C12 H12A 108.9 . . ? C11 C12 H12A 108.9 . . ? N2 C12 H12B 108.9 . . ? C11 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? O6 C13 N2 121.6(6) . . ? O6 C13 C14 121.4(6) . . ? N2 C13 C14 117.0(5) . . ? C15 C14 C16 118.7(6) . . ? C15 C14 C13 118.5(5) . . ? C16 C14 C13 122.7(6) . . ? C16 C15 C14 120.2(6) 3_666 . ? C16 C15 H15 119.9 3_666 . ? C14 C15 H15 119.9 . . ? C15 C16 C14 121.0(6) 3_666 . ? C15 C16 H16 119.5 3_666 . ? C14 C16 H16 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Pb1 O1 C1 172.9(4) . . . . ? O2W Pb1 O1 C1 97.2(4) . . . . ? O1W Pb1 O1 C1 -108.1(4) . . . . ? O1 Pb1 O1 C1 -60.0(4) 4_566 . . . ? O4 Pb1 O1 C1 31.0(4) 4_566 . . . ? O4 Pb1 O1 Pb1 2.31(15) . . . 4_565 ? O2W Pb1 O1 Pb1 -73.43(16) . . . 4_565 ? O1W Pb1 O1 Pb1 81.27(16) . . . 4_565 ? O1 Pb1 O1 Pb1 129.37(17) 4_566 . . 4_565 ? O4 Pb1 O1 Pb1 -139.56(13) 4_566 . . 4_565 ? O1 Pb1 O4 C11 170.2(4) . . . . ? O2W Pb1 O4 C11 -111.9(4) . . . . ? O1W Pb1 O4 C11 95.7(4) . . . . ? O1 Pb1 O4 C11 31.7(4) 4_566 . . . ? O4 Pb1 O4 C11 -67.3(4) 4_566 . . . ? O1 Pb1 O4 Pb1 -2.31(15) . . . 4_565 ? O2W Pb1 O4 Pb1 75.54(16) . . . 4_565 ? O1W Pb1 O4 Pb1 -76.86(16) . . . 4_565 ? O1 Pb1 O4 Pb1 -140.88(13) 4_566 . . 4_565 ? O4 Pb1 O4 Pb1 120.17(19) 4_566 . . 4_565 ? Pb1 O1 C1 O2 2.5(7) . . . . ? Pb1 O1 C1 O2 160.8(6) 4_565 . . . ? Pb1 O1 C1 C2 -176.6(4) . . . . ? Pb1 O1 C1 C2 -18.3(12) 4_565 . . . ? C3 N1 C2 C1 -78.2(7) . . . . ? O2 C1 C2 N1 2.9(8) . . . . ? O1 C1 C2 N1 -177.9(5) . . . . ? C2 N1 C3 O3 5.6(10) . . . . ? C2 N1 C3 C4 -175.0(6) . . . . ? O3 C3 C4 C6 14.5(10) . . . . ? N1 C3 C4 C6 -164.8(6) . . . . ? O3 C3 C4 C5 -163.4(6) . . . . ? N1 C3 C4 C5 17.3(9) . . . . ? C6 C4 C5 C6 0.1(10) . . . 3_456 ? C3 C4 C5 C6 178.0(6) . . . 3_456 ? C5 C4 C6 C5 -0.1(10) . . . 3_456 ? C3 C4 C6 C5 -178.1(6) . . . 3_456 ? Pb1 O4 C11 O5 3.5(7) . . . . ? Pb1 O4 C11 O5 165.9(6) 4_565 . . . ? Pb1 O4 C11 C12 -176.9(4) . . . . ? Pb1 O4 C11 C12 -14.4(12) 4_565 . . . ? C13 N2 C12 C11 -73.9(8) . . . . ? O5 C11 C12 N2 3.8(8) . . . . ? O4 C11 C12 N2 -175.9(5) . . . . ? C12 N2 C13 O6 -0.8(10) . . . . ? C12 N2 C13 C14 179.7(6) . . . . ? O6 C13 C14 C15 -13.1(10) . . . . ? N2 C13 C14 C15 166.3(6) . . . . ? O6 C13 C14 C16 166.2(7) . . . . ? N2 C13 C14 C16 -14.3(10) . . . . ? C16 C14 C15 C16 2.1(11) . . . 3_666 ? C13 C14 C15 C16 -178.5(6) . . . 3_666 ? C15 C14 C16 C15 -2.1(11) . . . 3_666 ? C13 C14 C16 C15 178.5(6) . . . 3_666 ? 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 N1 H1 O4W 0.88 2.06 2.875(7) 153.4 1_455 N2 H2 O3W 0.88 2.05 2.875(7) 154.9 1_655 O1W H11 O5W 0.84 2.01 2.818(6) 162.2 4_465 O1W H12 O3W 0.84 1.95 2.755(7) 161.7 . O2W H21 O4W 0.84 1.92 2.763(6) 179.7 . O2W H22 O5W 0.84 1.93 2.768(6) 179.8 4_565 O3W H31 O2 0.84 2.06 2.757(7) 140.4 4_565 O3W H32 O6 0.84 1.93 2.768(7) 179.9 . O4W H41 O3 0.84 2.09 2.727(6) 132.2 . O4W H42 O5 0.84 1.96 2.767(7) 159.9 4_565 O5W H51 O2W 0.84 2.04 2.800(6) 149.7 . O5W H52 O1W 0.84 1.98 2.804(6) 167.5 1_655