# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_iPG_R _database_code_depnum_ccdc_archive 'CCDC 898242' #TrackingRef '13512_web_deposit_cif_file_0_YujiInui_1345855985.iPG_R.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H23 Cl3 N10 O2' _chemical_formula_weight 505.80 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 15.6275(12) _cell_length_b 14.9143(11) _cell_length_c 20.2340(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4716.0(6) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour noncolor _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 0.425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9587 _exptl_absorpt_correction_T_max 0.9587 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 25346 _diffrn_reflns_av_R_equivalents 0.0165 _diffrn_reflns_av_sigmaI/netI 0.0117 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.56 _reflns_number_total 5420 _reflns_number_gt 4991 _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^)+(0.0474P)^2^+3.9739P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5420 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0967 _refine_ls_wR_factor_gt 0.0941 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 C1 C 0.21862(8) 0.38252(8) 0.07024(6) 0.0132(2) Uani 1 1 d . . . C2 C 0.33394(9) 0.32880(9) -0.00265(6) 0.0152(2) Uani 1 1 d . . . C3 C 0.26608(8) 0.31224(9) -0.04779(6) 0.0145(2) Uani 1 1 d . . . C4 C 0.18339(8) 0.33516(8) -0.03016(6) 0.0134(2) Uani 1 1 d . . . C5 C 0.18723(9) 0.27929(9) -0.13040(7) 0.0174(3) Uani 1 1 d . . . H1 H 0.1685 0.2592 -0.1726 0.021 Uiso 1 1 calc R . . C6 C 0.04051(9) 0.33388(10) -0.08770(7) 0.0180(3) Uani 1 1 d . . . H2 H 0.0140 0.3181 -0.0443 0.022 Uiso 1 1 calc R . . C7 C 0.02768(11) 0.43376(11) -0.09885(10) 0.0331(4) Uani 1 1 d . . . H3 H 0.0556 0.4674 -0.0632 0.050 Uiso 1 1 calc R . . H4 H -0.0337 0.4474 -0.0991 0.050 Uiso 1 1 calc R . . H5 H 0.0529 0.4509 -0.1414 0.050 Uiso 1 1 calc R . . C8 C -0.00158(10) 0.27682(12) -0.14049(8) 0.0282(3) Uani 1 1 d . . . H6 H 0.0195 0.2950 -0.1841 0.042 Uiso 1 1 calc R . . H7 H -0.0638 0.2849 -0.1386 0.042 Uiso 1 1 calc R . . H8 H 0.0124 0.2136 -0.1329 0.042 Uiso 1 1 calc R . . C9 C 0.02837(8) 0.84127(9) 0.34083(7) 0.0162(3) Uani 1 1 d . . . C10 C 0.14143(8) 0.85279(9) 0.25679(6) 0.0149(2) Uani 1 1 d . . . C11 C 0.07953(8) 0.90297(9) 0.22060(6) 0.0148(2) Uani 1 1 d . . . C12 C -0.00120(9) 0.91421(8) 0.24723(7) 0.0142(2) Uani 1 1 d . . . C13 C 0.00653(9) 0.97192(9) 0.14760(7) 0.0182(3) Uani 1 1 d . . . H9 H -0.0099 1.0019 0.1082 0.022 Uiso 1 1 calc R . . C14 C -0.13838(9) 0.98643(10) 0.20619(7) 0.0202(3) Uani 1 1 d . . . H10 H -0.1679 0.9423 0.2356 0.024 Uiso 1 1 calc R . . C15 C -0.18318(10) 0.98456(11) 0.13946(8) 0.0260(3) Uani 1 1 d . . . H11 H -0.1575 1.0295 0.1103 0.039 Uiso 1 1 calc R . . H12 H -0.2441 0.9980 0.1455 0.039 Uiso 1 1 calc R . . H13 H -0.1769 0.9250 0.1197 0.039 Uiso 1 1 calc R . . C16 C -0.14318(13) 1.07713(13) 0.23915(9) 0.0385(4) Uani 1 1 d . . . H14 H -0.1150 1.0743 0.2824 0.058 Uiso 1 1 calc R . . H15 H -0.2033 1.0942 0.2450 0.058 Uiso 1 1 calc R . . H16 H -0.1143 1.1218 0.2115 0.058 Uiso 1 1 calc R . . N1 N 0.15528(7) 0.36832(7) 0.02827(5) 0.0138(2) Uani 1 1 d . . . N2 N 0.20299(7) 0.41661(8) 0.13100(6) 0.0156(2) Uani 1 1 d . . . H17 H 0.1502 0.4295 0.1429 0.019 Uiso 1 1 calc R . . H18 H 0.2456 0.4259 0.1586 0.019 Uiso 1 1 calc R . . N3 N 0.30340(7) 0.36689(8) 0.05573(5) 0.0143(2) Uani 1 1 d . . . H19 H 0.3414 0.3822 0.0858 0.017 Uiso 1 1 calc R . . N4 N 0.26757(8) 0.27650(8) -0.11105(6) 0.0174(2) Uani 1 1 d . . . N5 N 0.13313(7) 0.31415(8) -0.08344(5) 0.0149(2) Uani 1 1 d . . . N6 N -0.03041(7) 0.88659(8) 0.30686(5) 0.0156(2) Uani 1 1 d . . . N7 N 0.01043(8) 0.81154(9) 0.40161(6) 0.0236(3) Uani 1 1 d . . . H20 H -0.0402 0.8219 0.4191 0.028 Uiso 1 1 calc R . . H21 H 0.0492 0.7816 0.4241 0.028 Uiso 1 1 calc R . . N8 N 0.10910(7) 0.82364(8) 0.31724(6) 0.0159(2) Uani 1 1 d . . . H22 H 0.1431 0.7913 0.3424 0.019 Uiso 1 1 calc R . . N9 N 0.08376(8) 0.93970(8) 0.15748(6) 0.0182(2) Uani 1 1 d . . . N10 N -0.04804(7) 0.95803(8) 0.19972(5) 0.0157(2) Uani 1 1 d . . . O1 O 0.41132(6) 0.31457(7) -0.01012(5) 0.0215(2) Uani 1 1 d . . . O2 O 0.21559(6) 0.83364(7) 0.24063(5) 0.0197(2) Uani 1 1 d . . . C17 C 0.19570(10) 0.10335(10) 0.07715(8) 0.0264(3) Uani 1 1 d . . . H23 H 0.1906 0.0431 0.0985 0.032 Uiso 1 1 calc R . . Cl1 Cl 0.20665(3) 0.18449(3) 0.13957(2) 0.04038(13) Uani 1 1 d . . . Cl2 Cl 0.10251(3) 0.12280(3) 0.03002(2) 0.02918(10) Uani 1 1 d . . . Cl3 Cl 0.28692(3) 0.10280(3) 0.02529(3) 0.04084(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0137(6) 0.0120(5) 0.0140(6) 0.0015(4) 0.0009(5) -0.0002(4) C2 0.0148(6) 0.0157(6) 0.0152(6) 0.0002(5) 0.0014(5) 0.0003(5) C3 0.0147(6) 0.0157(6) 0.0132(6) -0.0007(5) 0.0012(5) 0.0001(5) C4 0.0148(6) 0.0122(6) 0.0133(6) 0.0015(4) -0.0007(5) -0.0008(5) C5 0.0201(6) 0.0187(6) 0.0134(6) -0.0022(5) -0.0012(5) 0.0004(5) C6 0.0135(6) 0.0226(7) 0.0180(6) -0.0010(5) -0.0026(5) 0.0009(5) C7 0.0258(8) 0.0235(8) 0.0500(10) -0.0024(7) -0.0116(7) 0.0069(6) C8 0.0218(7) 0.0323(8) 0.0306(8) -0.0079(7) -0.0092(6) -0.0007(6) C9 0.0142(6) 0.0189(6) 0.0154(6) 0.0015(5) 0.0017(5) 0.0001(5) C10 0.0147(6) 0.0160(6) 0.0141(6) -0.0006(5) 0.0008(5) -0.0012(5) C11 0.0146(6) 0.0166(6) 0.0132(6) 0.0010(5) 0.0016(5) -0.0004(5) C12 0.0148(6) 0.0134(5) 0.0144(6) -0.0001(5) -0.0006(5) 0.0001(5) C13 0.0187(6) 0.0213(6) 0.0145(6) 0.0040(5) 0.0017(5) 0.0018(5) C14 0.0146(6) 0.0285(7) 0.0174(6) 0.0052(5) 0.0016(5) 0.0061(5) C15 0.0211(7) 0.0328(8) 0.0242(7) 0.0028(6) -0.0055(6) 0.0050(6) C16 0.0405(10) 0.0435(10) 0.0316(9) -0.0120(8) -0.0090(7) 0.0237(8) N1 0.0130(5) 0.0155(5) 0.0131(5) -0.0005(4) 0.0000(4) -0.0001(4) N2 0.0123(5) 0.0210(6) 0.0135(5) -0.0029(4) -0.0004(4) 0.0000(4) N3 0.0120(5) 0.0180(5) 0.0130(5) -0.0018(4) -0.0013(4) -0.0004(4) N4 0.0186(6) 0.0195(5) 0.0140(5) -0.0023(4) 0.0001(4) 0.0014(4) N5 0.0150(5) 0.0169(5) 0.0130(5) -0.0009(4) -0.0019(4) 0.0000(4) N6 0.0140(5) 0.0190(5) 0.0138(5) 0.0032(4) 0.0015(4) 0.0018(4) N7 0.0161(6) 0.0362(7) 0.0185(6) 0.0123(5) 0.0044(5) 0.0089(5) N8 0.0134(5) 0.0195(5) 0.0147(5) 0.0037(4) 0.0002(4) 0.0031(4) N9 0.0178(5) 0.0216(6) 0.0151(5) 0.0035(4) 0.0015(4) 0.0013(5) N10 0.0148(5) 0.0186(5) 0.0138(5) 0.0030(4) 0.0009(4) 0.0024(4) O1 0.0131(5) 0.0304(6) 0.0211(5) -0.0069(4) 0.0005(4) 0.0017(4) O2 0.0142(5) 0.0266(5) 0.0184(5) 0.0036(4) 0.0028(4) 0.0037(4) C17 0.0283(8) 0.0186(7) 0.0322(8) 0.0044(6) -0.0027(6) 0.0002(6) Cl1 0.0630(3) 0.0222(2) 0.0359(2) 0.00153(16) -0.0180(2) 0.00014(18) Cl2 0.0287(2) 0.0282(2) 0.0306(2) 0.00359(15) -0.00439(15) -0.00127(15) Cl3 0.0316(2) 0.0337(2) 0.0572(3) 0.0183(2) 0.00870(19) 0.00462(17) _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 C1 N1 1.3212(17) . ? C1 N2 1.3527(17) . ? C1 N3 1.3769(17) . ? C2 O1 1.2369(17) . ? C2 N3 1.3950(17) . ? C2 C3 1.4213(18) . ? C3 C4 1.3835(18) . ? C3 N4 1.3867(16) . ? C4 N1 1.3546(16) . ? C4 N5 1.3702(16) . ? C5 N4 1.3160(18) . ? C5 N5 1.3740(17) . ? C6 N5 1.4796(17) . ? C6 C8 1.516(2) . ? C6 C7 1.520(2) . ? C9 N6 1.3316(17) . ? C9 N7 1.3369(17) . ? C9 N8 1.3743(17) . ? C10 O2 1.2376(16) . ? C10 N8 1.3930(17) . ? C10 C11 1.4256(18) . ? C11 C12 1.3821(18) . ? C11 N9 1.3912(17) . ? C12 N6 1.3542(17) . ? C12 N10 1.3736(17) . ? C13 N9 1.3145(18) . ? C13 N10 1.3719(17) . ? C14 N10 1.4798(17) . ? C14 C16 1.510(2) . ? C14 C15 1.521(2) . ? C17 Cl1 1.7575(17) . ? C17 Cl2 1.7649(17) . ? C17 Cl3 1.7701(17) . ? 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 N1 C1 N2 120.61(12) . . ? N1 C1 N3 123.83(12) . . ? N2 C1 N3 115.54(11) . . ? O1 C2 N3 120.53(12) . . ? O1 C2 C3 128.39(13) . . ? N3 C2 C3 111.08(11) . . ? C4 C3 N4 110.41(11) . . ? C4 C3 C2 119.23(12) . . ? N4 C3 C2 130.35(12) . . ? N1 C4 N5 125.75(12) . . ? N1 C4 C3 128.18(12) . . ? N5 C4 C3 106.02(11) . . ? N4 C5 N5 113.15(12) . . ? N5 C6 C8 110.72(12) . . ? N5 C6 C7 109.42(12) . . ? C8 C6 C7 112.85(13) . . ? N6 C9 N7 119.90(12) . . ? N6 C9 N8 123.44(12) . . ? N7 C9 N8 116.65(12) . . ? O2 C10 N8 119.98(12) . . ? O2 C10 C11 128.38(12) . . ? N8 C10 C11 111.64(11) . . ? C12 C11 N9 110.71(12) . . ? C12 C11 C10 118.87(12) . . ? N9 C11 C10 130.24(12) . . ? N6 C12 N10 126.06(12) . . ? N6 C12 C11 128.18(12) . . ? N10 C12 C11 105.74(11) . . ? N9 C13 N10 113.49(12) . . ? N10 C14 C16 110.05(13) . . ? N10 C14 C15 110.81(11) . . ? C16 C14 C15 112.68(13) . . ? C1 N1 C4 112.12(11) . . ? C1 N3 C2 125.36(11) . . ? C5 N4 C3 104.27(11) . . ? C4 N5 C5 106.14(11) . . ? C4 N5 C6 124.13(11) . . ? C5 N5 C6 129.56(11) . . ? C9 N6 C12 112.45(11) . . ? C9 N8 C10 125.33(11) . . ? C13 N9 C11 103.88(11) . . ? C13 N10 C12 106.18(11) . . ? C13 N10 C14 128.16(11) . . ? C12 N10 C14 125.63(11) . . ? Cl1 C17 Cl2 110.82(9) . . ? Cl1 C17 Cl3 110.53(9) . . ? Cl2 C17 Cl3 110.18(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 C4 -178.51(14) . . . . ? N3 C2 C3 C4 0.67(17) . . . . ? O1 C2 C3 N4 0.0(2) . . . . ? N3 C2 C3 N4 179.20(13) . . . . ? N4 C3 C4 N1 177.02(12) . . . . ? C2 C3 C4 N1 -4.2(2) . . . . ? N4 C3 C4 N5 -0.59(15) . . . . ? C2 C3 C4 N5 178.21(11) . . . . ? O2 C10 C11 C12 177.99(13) . . . . ? N8 C10 C11 C12 -1.60(18) . . . . ? O2 C10 C11 N9 3.4(2) . . . . ? N8 C10 C11 N9 -176.21(13) . . . . ? N9 C11 C12 N6 178.98(13) . . . . ? C10 C11 C12 N6 3.4(2) . . . . ? N9 C11 C12 N10 0.43(15) . . . . ? C10 C11 C12 N10 -175.17(12) . . . . ? N2 C1 N1 C4 179.20(12) . . . . ? N3 C1 N1 C4 1.09(18) . . . . ? N5 C4 N1 C1 -179.64(12) . . . . ? C3 C4 N1 C1 3.19(19) . . . . ? N1 C1 N3 C2 -4.5(2) . . . . ? N2 C1 N3 C2 177.28(12) . . . . ? O1 C2 N3 C1 -177.46(13) . . . . ? C3 C2 N3 C1 3.29(18) . . . . ? N5 C5 N4 C3 -0.41(15) . . . . ? C4 C3 N4 C5 0.62(15) . . . . ? C2 C3 N4 C5 -178.01(14) . . . . ? N1 C4 N5 C5 -177.36(12) . . . . ? C3 C4 N5 C5 0.32(14) . . . . ? N1 C4 N5 C6 6.9(2) . . . . ? C3 C4 N5 C6 -175.40(12) . . . . ? N4 C5 N5 C4 0.06(16) . . . . ? N4 C5 N5 C6 175.47(13) . . . . ? C8 C6 N5 C4 -161.22(13) . . . . ? C7 C6 N5 C4 73.77(17) . . . . ? C8 C6 N5 C5 24.1(2) . . . . ? C7 C6 N5 C5 -100.90(16) . . . . ? N7 C9 N6 C12 178.07(13) . . . . ? N8 C9 N6 C12 -0.90(19) . . . . ? N10 C12 N6 C9 176.26(13) . . . . ? C11 C12 N6 C9 -2.0(2) . . . . ? N6 C9 N8 C10 2.5(2) . . . . ? N7 C9 N8 C10 -176.55(13) . . . . ? O2 C10 N8 C9 179.36(13) . . . . ? C11 C10 N8 C9 -1.01(19) . . . . ? N10 C13 N9 C11 -0.54(16) . . . . ? C12 C11 N9 C13 0.05(15) . . . . ? C10 C11 N9 C13 175.00(14) . . . . ? N9 C13 N10 C12 0.83(16) . . . . ? N9 C13 N10 C14 178.79(13) . . . . ? N6 C12 N10 C13 -179.31(13) . . . . ? C11 C12 N10 C13 -0.72(14) . . . . ? N6 C12 N10 C14 2.7(2) . . . . ? C11 C12 N10 C14 -178.75(12) . . . . ? C16 C14 N10 C13 -91.80(17) . . . . ? C15 C14 N10 C13 33.5(2) . . . . ? C16 C14 N10 C12 85.78(17) . . . . ? C15 C14 N10 C12 -148.91(13) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.856 _refine_diff_density_min -0.672 _refine_diff_density_rms 0.054 data_iPG4 _database_code_depnum_ccdc_archive 'CCDC 898243' #TrackingRef '13513_web_deposit_cif_file_1_YujiInui_1345855985.iPG4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 N10 O3' _chemical_formula_weight 402.44 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n 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 8.9487(6) _cell_length_b 16.7979(11) _cell_length_c 13.0420(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.5930(10) _cell_angle_gamma 90.00 _cell_volume 1943.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description chip _exptl_crystal_colour noncolor _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9850 _exptl_absorpt_correction_T_max 0.9950 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 10876 _diffrn_reflns_av_R_equivalents 0.0160 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 27.60 _reflns_number_total 4410 _reflns_number_gt 4125 _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^)+(0.0535P)^2^+1.2778P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4410 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.1138 _refine_ls_wR_factor_gt 0.1119 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 C1 C 0.98928(14) 0.12540(7) 0.47335(9) 0.0154(2) Uani 1 1 d . . . C2 C 0.76809(14) 0.12681(7) 0.56578(10) 0.0166(2) Uani 1 1 d . . . C3 C 0.83296(14) 0.19647(7) 0.61288(9) 0.0159(2) Uani 1 1 d . . . C4 C 0.96792(14) 0.22366(7) 0.58520(9) 0.0151(2) Uani 1 1 d . . . C5 C 0.88633(15) 0.30152(8) 0.70140(10) 0.0187(3) Uani 1 1 d . . . H1 H 0.8821 0.3445 0.7482 0.022 Uiso 1 1 calc R . . C6 C 1.13112(15) 0.34498(8) 0.63826(10) 0.0202(3) Uani 1 1 d . . . H2 H 1.2015 0.3190 0.5950 0.024 Uiso 1 1 calc R . . C7 C 1.21517(17) 0.35746(9) 0.74617(12) 0.0273(3) Uani 1 1 d . . . H3 H 1.1493 0.3847 0.7892 0.041 Uiso 1 1 calc R . . H4 H 1.3051 0.3899 0.7419 0.041 Uiso 1 1 calc R . . H5 H 1.2453 0.3057 0.7770 0.041 Uiso 1 1 calc R . . C8 C 1.0788(2) 0.42330(9) 0.58726(13) 0.0337(4) Uani 1 1 d . . . H6 H 1.0240 0.4128 0.5184 0.051 Uiso 1 1 calc R . . H7 H 1.1666 0.4569 0.5807 0.051 Uiso 1 1 calc R . . H8 H 1.0122 0.4506 0.6297 0.051 Uiso 1 1 calc R . . C9 C 0.94597(15) 0.33716(8) 0.30734(10) 0.0181(3) Uani 1 1 d . . . C10 C 0.79703(15) 0.42398(7) 0.17969(10) 0.0169(3) Uani 1 1 d . . . C11 C 0.68388(14) 0.41651(7) 0.24595(10) 0.0168(3) Uani 1 1 d . . . C12 C 0.71494(14) 0.37144(7) 0.33484(10) 0.0162(2) Uani 1 1 d . . . C13 C 0.48589(15) 0.41987(8) 0.31977(10) 0.0200(3) Uani 1 1 d . . . H9 H 0.3869 0.4308 0.3348 0.024 Uiso 1 1 calc R . . C14 C 0.57244(15) 0.33550(8) 0.48245(10) 0.0198(3) Uani 1 1 d . . . H10 H 0.6711 0.3095 0.5073 0.024 Uiso 1 1 calc R . . C15 C 0.5443(2) 0.39705(11) 0.56241(12) 0.0384(4) Uani 1 1 d . . . H11 H 0.6231 0.4378 0.5667 0.058 Uiso 1 1 calc R . . H12 H 0.5457 0.3712 0.6299 0.058 Uiso 1 1 calc R . . H13 H 0.4457 0.4219 0.5423 0.058 Uiso 1 1 calc R . . C16 C 0.4546(2) 0.27079(11) 0.46944(13) 0.0379(4) Uani 1 1 d . . . H14 H 0.3559 0.2943 0.4455 0.057 Uiso 1 1 calc R . . H15 H 0.4511 0.2441 0.5359 0.057 Uiso 1 1 calc R . . H16 H 0.4802 0.2319 0.4185 0.057 Uiso 1 1 calc R . . N1 N 1.05165(12) 0.19108(6) 0.51689(8) 0.0157(2) Uani 1 1 d . . . N2 N 1.05869(13) 0.08686(7) 0.40274(9) 0.0190(2) Uani 1 1 d . . . H17 H 1.1443 0.1051 0.3859 0.023 Uiso 1 1 calc R . . H18 H 1.0185 0.0433 0.3734 0.023 Uiso 1 1 calc R . . N3 N 0.85386(12) 0.09487(6) 0.49469(8) 0.0160(2) Uani 1 1 d . . . H19 H 0.8192 0.0520 0.4608 0.019 Uiso 1 1 calc R . . N4 N 0.78295(13) 0.24570(7) 0.68663(8) 0.0185(2) Uani 1 1 d . . . N5 N 1.00135(12) 0.29148(6) 0.64228(8) 0.0169(2) Uani 1 1 d . . . N6 N 0.84244(12) 0.33141(7) 0.37044(8) 0.0181(2) Uani 1 1 d . . . N7 N 1.07981(13) 0.30096(8) 0.33253(9) 0.0242(3) Uani 1 1 d . . . H20 H 1.0977 0.2738 0.3905 0.029 Uiso 1 1 calc R . . H21 H 1.1495 0.3044 0.2910 0.029 Uiso 1 1 calc R . . N8 N 0.92631(13) 0.38032(7) 0.21646(8) 0.0182(2) Uani 1 1 d . . . H22 H 1.0009 0.3804 0.1787 0.022 Uiso 1 1 calc R . . N9 N 0.53872(13) 0.44713(7) 0.23733(9) 0.0194(2) Uani 1 1 d . . . N10 N 0.58768(12) 0.37388(7) 0.38247(8) 0.0181(2) Uani 1 1 d . . . O1 O 0.64760(11) 0.09388(6) 0.58173(8) 0.0232(2) Uani 1 1 d . . . O2 O 0.79352(11) 0.46256(6) 0.09879(7) 0.0215(2) Uani 1 1 d . . . O3 O 1.39323(12) 0.07271(6) 0.39034(8) 0.0244(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0179(6) 0.0152(6) 0.0128(5) 0.0019(4) 0.0012(4) 0.0023(4) C2 0.0187(6) 0.0153(6) 0.0160(6) 0.0004(4) 0.0032(5) 0.0004(4) C3 0.0190(6) 0.0151(6) 0.0142(5) 0.0002(4) 0.0041(4) 0.0009(4) C4 0.0184(6) 0.0133(5) 0.0132(5) 0.0009(4) 0.0007(4) 0.0003(4) C5 0.0227(6) 0.0176(6) 0.0163(6) -0.0026(5) 0.0047(5) -0.0005(5) C6 0.0212(6) 0.0188(6) 0.0213(6) -0.0037(5) 0.0054(5) -0.0054(5) C7 0.0253(7) 0.0261(7) 0.0284(7) 0.0003(6) -0.0044(6) -0.0047(6) C8 0.0418(9) 0.0255(7) 0.0309(8) 0.0081(6) -0.0059(7) -0.0131(6) C9 0.0200(6) 0.0182(6) 0.0160(6) 0.0023(5) 0.0028(5) 0.0012(5) C10 0.0210(6) 0.0142(6) 0.0150(6) -0.0004(4) 0.0004(5) -0.0007(5) C11 0.0186(6) 0.0146(6) 0.0165(6) -0.0002(4) 0.0003(5) 0.0005(4) C12 0.0185(6) 0.0152(6) 0.0149(6) -0.0011(4) 0.0029(5) -0.0009(4) C13 0.0185(6) 0.0207(6) 0.0206(6) 0.0002(5) 0.0023(5) 0.0028(5) C14 0.0211(6) 0.0226(6) 0.0166(6) 0.0038(5) 0.0052(5) 0.0029(5) C15 0.0625(12) 0.0327(8) 0.0225(7) -0.0001(6) 0.0141(7) 0.0074(8) C16 0.0468(10) 0.0379(9) 0.0282(8) 0.0090(7) 0.0018(7) -0.0165(8) N1 0.0178(5) 0.0149(5) 0.0146(5) -0.0003(4) 0.0029(4) 0.0004(4) N2 0.0195(5) 0.0191(5) 0.0189(5) -0.0053(4) 0.0047(4) -0.0003(4) N3 0.0195(5) 0.0139(5) 0.0149(5) -0.0024(4) 0.0028(4) -0.0012(4) N4 0.0225(5) 0.0173(5) 0.0165(5) -0.0028(4) 0.0054(4) -0.0008(4) N5 0.0200(5) 0.0149(5) 0.0163(5) -0.0025(4) 0.0039(4) -0.0020(4) N6 0.0185(5) 0.0202(5) 0.0158(5) 0.0035(4) 0.0038(4) 0.0030(4) N7 0.0212(6) 0.0325(7) 0.0206(6) 0.0108(5) 0.0087(4) 0.0084(5) N8 0.0197(5) 0.0202(5) 0.0156(5) 0.0036(4) 0.0055(4) 0.0015(4) N9 0.0195(5) 0.0194(5) 0.0189(5) -0.0001(4) 0.0009(4) 0.0015(4) N10 0.0179(5) 0.0199(5) 0.0168(5) 0.0016(4) 0.0038(4) 0.0021(4) O1 0.0228(5) 0.0211(5) 0.0276(5) -0.0059(4) 0.0106(4) -0.0059(4) O2 0.0262(5) 0.0215(5) 0.0170(4) 0.0058(4) 0.0036(4) 0.0018(4) O3 0.0283(5) 0.0220(5) 0.0235(5) 0.0053(4) 0.0050(4) 0.0000(4) _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 C1 N1 1.3295(16) . ? C1 N2 1.3432(16) . ? C1 N3 1.3777(16) . ? C2 O1 1.2535(16) . ? C2 N3 1.3872(16) . ? C2 C3 1.4104(17) . ? C3 C4 1.3830(17) . ? C3 N4 1.3867(16) . ? C4 N1 1.3531(16) . ? C4 N5 1.3721(16) . ? C5 N4 1.3134(17) . ? C5 N5 1.3756(17) . ? C6 N5 1.4748(16) . ? C6 C8 1.520(2) . ? C6 C7 1.5200(19) . ? C9 N6 1.3216(17) . ? C9 N7 1.3447(17) . ? C9 N8 1.3806(16) . ? C10 O2 1.2351(16) . ? C10 N8 1.3998(17) . ? C10 C11 1.4209(18) . ? C11 C12 1.3817(17) . ? C11 N9 1.3879(16) . ? C12 N6 1.3525(17) . ? C12 N10 1.3680(16) . ? C13 N9 1.3128(18) . ? C13 N10 1.3778(17) . ? C14 N10 1.4770(16) . ? C14 C16 1.508(2) . ? C14 C15 1.513(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 N1 C1 N2 119.13(12) . . ? N1 C1 N3 123.60(11) . . ? N2 C1 N3 117.25(11) . . ? O1 C2 N3 120.28(11) . . ? O1 C2 C3 127.40(12) . . ? N3 C2 C3 112.32(11) . . ? C4 C3 N4 110.92(11) . . ? C4 C3 C2 118.92(11) . . ? N4 C3 C2 130.15(12) . . ? N1 C4 N5 126.37(11) . . ? N1 C4 C3 128.09(12) . . ? N5 C4 C3 105.54(11) . . ? N4 C5 N5 113.26(11) . . ? N5 C6 C8 110.17(11) . . ? N5 C6 C7 110.29(11) . . ? C8 C6 C7 111.83(12) . . ? N6 C9 N7 119.33(12) . . ? N6 C9 N8 123.55(12) . . ? N7 C9 N8 117.10(11) . . ? O2 C10 N8 119.61(12) . . ? O2 C10 C11 128.76(12) . . ? N8 C10 C11 111.62(11) . . ? C12 C11 N9 110.70(11) . . ? C12 C11 C10 118.56(12) . . ? N9 C11 C10 130.74(12) . . ? N6 C12 N10 125.04(11) . . ? N6 C12 C11 128.86(12) . . ? N10 C12 C11 106.10(11) . . ? N9 C13 N10 113.59(12) . . ? N10 C14 C16 111.10(11) . . ? N10 C14 C15 110.70(12) . . ? C16 C14 C15 113.10(14) . . ? C1 N1 C4 112.28(11) . . ? C1 N3 C2 124.76(11) . . ? C5 N4 C3 104.00(11) . . ? C4 N5 C5 106.28(10) . . ? C4 N5 C6 127.08(11) . . ? C5 N5 C6 126.60(11) . . ? C9 N6 C12 112.26(11) . . ? C9 N8 C10 125.10(11) . . ? C13 N9 C11 103.82(11) . . ? C12 N10 C13 105.79(11) . . ? C12 N10 C14 124.56(11) . . ? C13 N10 C14 129.62(11) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 C4 179.76(13) . . . . ? N3 C2 C3 C4 -0.38(17) . . . . ? O1 C2 C3 N4 -0.1(2) . . . . ? N3 C2 C3 N4 179.72(12) . . . . ? N4 C3 C4 N1 179.15(12) . . . . ? C2 C3 C4 N1 -0.8(2) . . . . ? N4 C3 C4 N5 -0.55(14) . . . . ? C2 C3 C4 N5 179.53(11) . . . . ? O2 C10 C11 C12 -178.12(13) . . . . ? N8 C10 C11 C12 1.62(17) . . . . ? O2 C10 C11 N9 2.6(2) . . . . ? N8 C10 C11 N9 -177.64(12) . . . . ? N9 C11 C12 N6 179.47(12) . . . . ? C10 C11 C12 N6 0.1(2) . . . . ? N9 C11 C12 N10 -0.01(14) . . . . ? C10 C11 C12 N10 -179.41(11) . . . . ? N2 C1 N1 C4 179.19(11) . . . . ? N3 C1 N1 C4 0.78(17) . . . . ? N5 C4 N1 C1 -179.78(11) . . . . ? C3 C4 N1 C1 0.58(18) . . . . ? N1 C1 N3 C2 -2.05(19) . . . . ? N2 C1 N3 C2 179.52(11) . . . . ? O1 C2 N3 C1 -178.43(12) . . . . ? C3 C2 N3 C1 1.69(17) . . . . ? N5 C5 N4 C3 -0.39(15) . . . . ? C4 C3 N4 C5 0.58(14) . . . . ? C2 C3 N4 C5 -179.51(13) . . . . ? N1 C4 N5 C5 -179.42(12) . . . . ? C3 C4 N5 C5 0.29(13) . . . . ? N1 C4 N5 C6 2.9(2) . . . . ? C3 C4 N5 C6 -177.42(12) . . . . ? N4 C5 N5 C4 0.07(15) . . . . ? N4 C5 N5 C6 177.79(12) . . . . ? C8 C6 N5 C4 108.77(15) . . . . ? C7 C6 N5 C4 -127.31(13) . . . . ? C8 C6 N5 C5 -68.50(17) . . . . ? C7 C6 N5 C5 55.43(17) . . . . ? N7 C9 N6 C12 179.50(12) . . . . ? N8 C9 N6 C12 1.03(18) . . . . ? N10 C12 N6 C9 177.93(12) . . . . ? C11 C12 N6 C9 -1.46(19) . . . . ? N6 C9 N8 C10 0.8(2) . . . . ? N7 C9 N8 C10 -177.74(12) . . . . ? O2 C10 N8 C9 177.70(12) . . . . ? C11 C10 N8 C9 -2.07(18) . . . . ? N10 C13 N9 C11 0.56(15) . . . . ? C12 C11 N9 C13 -0.33(14) . . . . ? C10 C11 N9 C13 178.97(13) . . . . ? N6 C12 N10 C13 -179.17(12) . . . . ? C11 C12 N10 C13 0.34(14) . . . . ? N6 C12 N10 C14 2.5(2) . . . . ? C11 C12 N10 C14 -178.04(12) . . . . ? N9 C13 N10 C12 -0.59(15) . . . . ? N9 C13 N10 C14 177.68(12) . . . . ? C16 C14 N10 C12 -115.82(15) . . . . ? C15 C14 N10 C12 117.65(15) . . . . ? C16 C14 N10 C13 66.21(18) . . . . ? C15 C14 N10 C13 -60.32(19) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.779 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.053 data_iPG4Ca _database_code_depnum_ccdc_archive 'CCDC 898244' #TrackingRef '13514_web_deposit_cif_file_2_YujiInui_1345855985.iPG4Ca.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 2(C8H11N5O1)Ca0.5Cl _chemical_formula_sum 'C16 H22 Ca0.50 Cl N10 O2' _chemical_formula_weight 441.93 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 P21/n 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 8.9942(5) _cell_length_b 17.9689(11) _cell_length_c 12.8636(8) _cell_angle_alpha 90.00 _cell_angle_beta 99.8840(10) _cell_angle_gamma 90.00 _cell_volume 2048.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description chip _exptl_crystal_colour noncolor _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 0.348 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9660 _exptl_absorpt_correction_T_max 0.9828 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(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 11513 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4614 _reflns_number_gt 4098 _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^)+(0.0348P)^2^+1.1119P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4614 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0780 _refine_ls_wR_factor_gt 0.0753 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 C1 C 0.00911(14) 0.12406(7) 0.04057(10) 0.0128(2) Uani 1 1 d . . . C2 C 0.23665(15) 0.13330(7) -0.04007(10) 0.0128(2) Uani 1 1 d . . . C3 C 0.16644(15) 0.19658(7) -0.09146(10) 0.0127(2) Uani 1 1 d . . . C4 C 0.02928(15) 0.21966(7) -0.06711(10) 0.0128(2) Uani 1 1 d . . . C5 C 0.11267(15) 0.29726(7) -0.17621(10) 0.0154(3) Uani 1 1 d . . . H1 H 0.1169 0.3391 -0.2207 0.019 Uiso 1 1 calc R . . C6 C -0.13388(16) 0.33494(8) -0.11877(11) 0.0181(3) Uani 1 1 d . . . H2 H -0.2087 0.3082 -0.0832 0.022 Uiso 1 1 calc R . . C7 C -0.0822(2) 0.40423(9) -0.05495(12) 0.0291(4) Uani 1 1 d . . . H3 H -0.0328 0.3897 0.0161 0.044 Uiso 1 1 calc R . . H4 H -0.1697 0.4357 -0.0499 0.044 Uiso 1 1 calc R . . H5 H -0.0108 0.4320 -0.0898 0.044 Uiso 1 1 calc R . . C8 C -0.21024(16) 0.35490(8) -0.23029(12) 0.0212(3) Uani 1 1 d . . . H6 H -0.1410 0.3846 -0.2646 0.032 Uiso 1 1 calc R . . H7 H -0.3018 0.3838 -0.2273 0.032 Uiso 1 1 calc R . . H8 H -0.2370 0.3092 -0.2708 0.032 Uiso 1 1 calc R . . C9 C 0.56378(15) 0.17925(7) -0.28013(10) 0.0146(3) Uani 1 1 d . . . C10 C 0.69377(14) 0.08357(7) -0.16191(10) 0.0134(2) Uani 1 1 d . . . C11 C 0.80408(15) 0.08643(7) -0.22755(10) 0.0140(3) Uani 1 1 d . . . C12 C 0.78116(15) 0.13395(7) -0.31349(10) 0.0135(3) Uani 1 1 d . . . C13 C 0.99308(15) 0.07164(8) -0.30451(11) 0.0168(3) Uani 1 1 d . . . H9 H 1.0861 0.0549 -0.3216 0.020 Uiso 1 1 calc R . . C14 C 0.92348(16) 0.16056(8) -0.46272(10) 0.0166(3) Uani 1 1 d . . . H10 H 0.8292 0.1891 -0.4894 0.020 Uiso 1 1 calc R . . C15 C 1.05251(19) 0.21598(9) -0.44377(12) 0.0292(4) Uani 1 1 d . . . H11 H 1.0336 0.2526 -0.3911 0.044 Uiso 1 1 calc R . . H12 H 1.0602 0.2415 -0.5100 0.044 Uiso 1 1 calc R . . H13 H 1.1471 0.1897 -0.4180 0.044 Uiso 1 1 calc R . . C16 C 0.94218(19) 0.10268(9) -0.54580(12) 0.0264(3) Uani 1 1 d . . . H14 H 1.0349 0.0743 -0.5226 0.040 Uiso 1 1 calc R . . H15 H 0.9482 0.1276 -0.6127 0.040 Uiso 1 1 calc R . . H16 H 0.8554 0.0688 -0.5556 0.040 Uiso 1 1 calc R . . N1 N -0.05401(12) 0.18653(6) -0.00197(8) 0.0130(2) Uani 1 1 d . . . N2 N -0.05766(13) 0.08436(6) 0.10672(9) 0.0163(2) Uani 1 1 d . . . H17 H -0.1442 0.0993 0.1227 0.020 Uiso 1 1 calc R . . H18 H -0.0153 0.0432 0.1345 0.020 Uiso 1 1 calc R . . N3 N 0.14701(12) 0.09808(6) 0.02238(8) 0.0129(2) Uani 1 1 d . . . H19 H 0.1803 0.0560 0.0528 0.016 Uiso 1 1 calc R . . N4 N 0.21780(13) 0.24578(6) -0.16047(9) 0.0148(2) Uani 1 1 d . . . N5 N -0.00431(13) 0.28468(6) -0.12206(9) 0.0146(2) Uani 1 1 d . . . N6 N 0.66507(13) 0.18120(6) -0.34366(9) 0.0143(2) Uani 1 1 d . . . N7 N 0.44131(14) 0.22254(7) -0.29955(9) 0.0204(3) Uani 1 1 d . . . H20 H 0.4279 0.2524 -0.3546 0.024 Uiso 1 1 calc R . . H21 H 0.3741 0.2212 -0.2573 0.024 Uiso 1 1 calc R . . N8 N 0.57663(12) 0.13340(6) -0.19259(9) 0.0143(2) Uani 1 1 d . . . H22 H 0.5054 0.1360 -0.1536 0.017 Uiso 1 1 calc R . . N9 N 0.93795(13) 0.04731(6) -0.22281(9) 0.0159(2) Uani 1 1 d . . . N10 N 0.90277(13) 0.12396(6) -0.36322(9) 0.0149(2) Uani 1 1 d . . . O1 O 0.36554(10) 0.10895(5) -0.04484(7) 0.0157(2) Uani 1 1 d . . . O2 O 0.69324(10) 0.04232(5) -0.08360(7) 0.0151(2) Uani 1 1 d . . . Ca1 Ca 0.5000 0.0000 0.0000 0.01204(9) Uani 1 2 d S . . Cl1 Cl 0.64043(4) 0.038197(19) 0.19514(3) 0.01923(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0128(6) 0.0138(6) 0.0112(6) -0.0020(5) 0.0000(5) -0.0017(5) C2 0.0157(6) 0.0114(6) 0.0111(6) -0.0028(5) 0.0020(5) -0.0012(5) C3 0.0152(6) 0.0115(6) 0.0116(6) -0.0009(5) 0.0028(5) -0.0006(5) C4 0.0152(6) 0.0113(6) 0.0112(6) -0.0012(5) 0.0003(5) 0.0003(5) C5 0.0179(6) 0.0143(6) 0.0145(6) 0.0025(5) 0.0040(5) 0.0013(5) C6 0.0166(7) 0.0176(7) 0.0215(7) 0.0057(5) 0.0072(5) 0.0068(5) C7 0.0356(9) 0.0270(8) 0.0225(8) -0.0046(6) -0.0016(6) 0.0156(7) C8 0.0179(7) 0.0191(7) 0.0247(7) 0.0021(6) -0.0016(6) 0.0027(5) C9 0.0161(6) 0.0138(6) 0.0137(6) 0.0016(5) 0.0015(5) -0.0007(5) C10 0.0140(6) 0.0122(6) 0.0133(6) -0.0002(5) 0.0007(5) -0.0021(5) C11 0.0143(6) 0.0130(6) 0.0145(6) 0.0015(5) 0.0019(5) 0.0001(5) C12 0.0146(6) 0.0135(6) 0.0128(6) -0.0006(5) 0.0033(5) -0.0022(5) C13 0.0154(6) 0.0181(7) 0.0179(6) 0.0025(5) 0.0055(5) 0.0025(5) C14 0.0190(7) 0.0195(7) 0.0126(6) 0.0050(5) 0.0061(5) 0.0033(5) C15 0.0348(9) 0.0317(8) 0.0222(8) 0.0055(6) 0.0078(7) -0.0103(7) C16 0.0371(9) 0.0263(8) 0.0175(7) 0.0008(6) 0.0092(6) 0.0053(7) N1 0.0134(5) 0.0125(5) 0.0131(5) 0.0007(4) 0.0021(4) 0.0001(4) N2 0.0136(5) 0.0164(6) 0.0190(6) 0.0059(4) 0.0033(4) 0.0012(4) N3 0.0149(5) 0.0104(5) 0.0132(5) 0.0017(4) 0.0016(4) 0.0011(4) N4 0.0187(6) 0.0127(5) 0.0134(5) 0.0015(4) 0.0040(4) 0.0012(4) N5 0.0161(6) 0.0130(5) 0.0150(5) 0.0028(4) 0.0036(4) 0.0029(4) N6 0.0148(5) 0.0151(5) 0.0133(5) 0.0028(4) 0.0035(4) 0.0015(4) N7 0.0196(6) 0.0246(6) 0.0193(6) 0.0109(5) 0.0098(5) 0.0077(5) N8 0.0142(5) 0.0157(5) 0.0141(5) 0.0029(4) 0.0057(4) 0.0008(4) N9 0.0152(6) 0.0159(5) 0.0171(6) 0.0019(4) 0.0039(4) 0.0017(4) N10 0.0158(6) 0.0163(5) 0.0136(5) 0.0031(4) 0.0052(4) 0.0024(4) O1 0.0157(5) 0.0146(5) 0.0178(5) 0.0021(4) 0.0053(4) 0.0030(4) O2 0.0159(5) 0.0152(5) 0.0144(4) 0.0044(4) 0.0028(4) -0.0008(4) Ca1 0.01281(18) 0.01039(17) 0.01369(17) 0.00202(13) 0.00450(13) 0.00122(13) Cl1 0.01932(17) 0.02051(17) 0.01864(16) -0.00592(12) 0.00549(12) -0.00309(12) _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 C1 N2 1.3302(17) . ? C1 N1 1.3323(17) . ? C1 N3 1.3823(17) . ? C2 O1 1.2504(16) . ? C2 N3 1.3850(16) . ? C2 C3 1.4090(18) . ? C3 N4 1.3870(16) . ? C3 C4 1.3872(18) . ? C4 N1 1.3539(17) . ? C4 N5 1.3721(16) . ? C5 N4 1.3134(17) . ? C5 N5 1.3765(17) . ? C6 N5 1.4807(17) . ? C6 C7 1.520(2) . ? C6 C8 1.5232(19) . ? C9 N6 1.3247(17) . ? C9 N7 1.3365(17) . ? C9 N8 1.3839(16) . ? C10 O2 1.2513(16) . ? C10 N8 1.3874(17) . ? C10 C11 1.4099(18) . ? C11 C12 1.3840(18) . ? C11 N9 1.3866(17) . ? C12 N6 1.3499(17) . ? C12 N10 1.3704(17) . ? C13 N9 1.3117(17) . ? C13 N10 1.3796(17) . ? C14 N10 1.4790(16) . ? C14 C15 1.517(2) . ? C14 C16 1.521(2) . ? O1 Ca1 2.3212(9) . ? O2 Ca1 2.3232(9) . ? Ca1 O1 2.3212(9) 3_655 ? Ca1 O2 2.3232(9) 3_655 ? Ca1 Cl1 2.6980(4) . ? Ca1 Cl1 2.6980(4) 3_655 ? 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 N2 C1 N1 120.49(12) . . ? N2 C1 N3 116.35(11) . . ? N1 C1 N3 123.13(12) . . ? O1 C2 N3 120.36(11) . . ? O1 C2 C3 127.16(12) . . ? N3 C2 C3 112.47(11) . . ? N4 C3 C4 111.14(11) . . ? N4 C3 C2 130.01(12) . . ? C4 C3 C2 118.66(12) . . ? N1 C4 N5 126.65(12) . . ? N1 C4 C3 128.04(12) . . ? N5 C4 C3 105.30(11) . . ? N4 C5 N5 113.51(12) . . ? N5 C6 C7 110.24(12) . . ? N5 C6 C8 110.28(11) . . ? C7 C6 C8 111.26(12) . . ? N6 C9 N7 120.09(12) . . ? N6 C9 N8 123.20(12) . . ? N7 C9 N8 116.71(12) . . ? O2 C10 N8 120.24(12) . . ? O2 C10 C11 127.16(12) . . ? N8 C10 C11 112.59(11) . . ? C12 C11 N9 110.93(11) . . ? C12 C11 C10 118.50(12) . . ? N9 C11 C10 130.56(12) . . ? N6 C12 N10 126.02(12) . . ? N6 C12 C11 128.28(12) . . ? N10 C12 C11 105.70(11) . . ? N9 C13 N10 113.44(12) . . ? N10 C14 C15 111.06(11) . . ? N10 C14 C16 110.46(11) . . ? C15 C14 C16 112.83(12) . . ? C1 N1 C4 112.49(11) . . ? C1 N3 C2 124.91(11) . . ? C5 N4 C3 103.74(11) . . ? C4 N5 C5 106.30(11) . . ? C4 N5 C6 127.55(11) . . ? C5 N5 C6 126.01(11) . . ? C9 N6 C12 112.70(11) . . ? C9 N8 C10 124.67(11) . . ? C13 N9 C11 103.92(11) . . ? C12 N10 C13 106.01(11) . . ? C12 N10 C14 125.10(11) . . ? C13 N10 C14 128.82(11) . . ? C2 O1 Ca1 136.96(8) . . ? C10 O2 Ca1 132.30(9) . . ? O1 Ca1 O1 180.00(5) . 3_655 ? O1 Ca1 O2 89.53(3) . 3_655 ? O1 Ca1 O2 90.47(3) 3_655 3_655 ? O1 Ca1 O2 90.47(3) . . ? O1 Ca1 O2 89.53(3) 3_655 . ? O2 Ca1 O2 180.00(6) 3_655 . ? O1 Ca1 Cl1 99.06(2) . . ? O1 Ca1 Cl1 80.94(2) 3_655 . ? O2 Ca1 Cl1 85.44(2) 3_655 . ? O2 Ca1 Cl1 94.56(2) . . ? O1 Ca1 Cl1 80.94(2) . 3_655 ? O1 Ca1 Cl1 99.06(2) 3_655 3_655 ? O2 Ca1 Cl1 94.56(2) 3_655 3_655 ? O2 Ca1 Cl1 85.44(2) . 3_655 ? Cl1 Ca1 Cl1 180.000(8) . 3_655 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 N4 1.8(2) . . . . ? N3 C2 C3 N4 -179.40(12) . . . . ? O1 C2 C3 C4 -172.81(12) . . . . ? N3 C2 C3 C4 6.00(17) . . . . ? N4 C3 C4 N1 -179.25(12) . . . . ? C2 C3 C4 N1 -3.7(2) . . . . ? N4 C3 C4 N5 -0.22(14) . . . . ? C2 C3 C4 N5 175.34(11) . . . . ? O2 C10 C11 C12 177.32(13) . . . . ? N8 C10 C11 C12 -2.56(17) . . . . ? O2 C10 C11 N9 -1.4(2) . . . . ? N8 C10 C11 N9 178.73(13) . . . . ? N9 C11 C12 N6 -179.42(12) . . . . ? C10 C11 C12 N6 1.6(2) . . . . ? N9 C11 C12 N10 0.21(15) . . . . ? C10 C11 C12 N10 -178.74(11) . . . . ? N2 C1 N1 C4 179.94(11) . . . . ? N3 C1 N1 C4 2.14(17) . . . . ? N5 C4 N1 C1 -179.52(12) . . . . ? C3 C4 N1 C1 -0.68(19) . . . . ? N2 C1 N3 C2 -177.04(12) . . . . ? N1 C1 N3 C2 0.84(19) . . . . ? O1 C2 N3 C1 173.93(12) . . . . ? C3 C2 N3 C1 -4.97(17) . . . . ? N5 C5 N4 C3 -0.16(15) . . . . ? C4 C3 N4 C5 0.23(14) . . . . ? C2 C3 N4 C5 -174.68(13) . . . . ? N1 C4 N5 C5 179.16(12) . . . . ? C3 C4 N5 C5 0.11(14) . . . . ? N1 C4 N5 C6 3.3(2) . . . . ? C3 C4 N5 C6 -175.79(12) . . . . ? N4 C5 N5 C4 0.04(15) . . . . ? N4 C5 N5 C6 176.02(12) . . . . ? C7 C6 N5 C4 104.69(15) . . . . ? C8 C6 N5 C4 -132.07(14) . . . . ? C7 C6 N5 C5 -70.45(17) . . . . ? C8 C6 N5 C5 52.79(17) . . . . ? N7 C9 N6 C12 -179.62(12) . . . . ? N8 C9 N6 C12 -0.10(18) . . . . ? N10 C12 N6 C9 -179.72(12) . . . . ? C11 C12 N6 C9 -0.2(2) . . . . ? N6 C9 N8 C10 -1.2(2) . . . . ? N7 C9 N8 C10 178.32(12) . . . . ? O2 C10 N8 C9 -177.39(12) . . . . ? C11 C10 N8 C9 2.50(18) . . . . ? N10 C13 N9 C11 -0.53(15) . . . . ? C12 C11 N9 C13 0.19(15) . . . . ? C10 C11 N9 C13 178.97(14) . . . . ? N6 C12 N10 C13 179.13(13) . . . . ? C11 C12 N10 C13 -0.50(14) . . . . ? N6 C12 N10 C14 -3.6(2) . . . . ? C11 C12 N10 C14 176.74(12) . . . . ? N9 C13 N10 C12 0.68(16) . . . . ? N9 C13 N10 C14 -176.42(13) . . . . ? C15 C14 N10 C12 111.70(15) . . . . ? C16 C14 N10 C12 -122.32(14) . . . . ? C15 C14 N10 C13 -71.71(18) . . . . ? C16 C14 N10 C13 54.27(18) . . . . ? N3 C2 O1 Ca1 15.13(19) . . . . ? C3 C2 O1 Ca1 -166.14(9) . . . . ? N8 C10 O2 Ca1 23.03(18) . . . . ? C11 C10 O2 Ca1 -156.85(10) . . . . ? C2 O1 Ca1 O1 129(100) . . . 3_655 ? C2 O1 Ca1 O2 -8.11(12) . . . 3_655 ? C2 O1 Ca1 O2 171.89(12) . . . . ? C2 O1 Ca1 Cl1 -93.42(12) . . . . ? C2 O1 Ca1 Cl1 86.58(12) . . . 3_655 ? C10 O2 Ca1 O1 -31.39(11) . . . . ? C10 O2 Ca1 O1 148.61(11) . . . 3_655 ? C10 O2 Ca1 O2 52(100) . . . 3_655 ? C10 O2 Ca1 Cl1 -130.51(11) . . . . ? C10 O2 Ca1 Cl1 49.49(11) . . . 3_655 ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.474 _refine_diff_density_min -0.304 _refine_diff_density_rms 0.049 data_iPG4Na _database_code_depnum_ccdc_archive 'CCDC 898245' #TrackingRef '13515_web_deposit_cif_file_3_YujiInui_1345855985.iPG4Na.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H69 B N20 Na O5' _chemical_formula_weight 1184.15 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' B B 0.0013 0.0007 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 35.482(4) _cell_length_b 10.0503(11) _cell_length_c 35.888(4) _cell_angle_alpha 90.00 _cell_angle_beta 108.3960(10) _cell_angle_gamma 90.00 _cell_volume 12144(2) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description chip _exptl_crystal_colour noncolor _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.295 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5000 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9727 _exptl_absorpt_correction_T_max 0.9862 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 33535 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -46 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 27.52 _reflns_number_total 13705 _reflns_number_gt 8902 _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^)+(0.1754P)^2^+43.3385P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13705 _refine_ls_number_parameters 779 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.1615 _refine_ls_R_factor_gt 0.1217 _refine_ls_wR_factor_ref 0.3742 _refine_ls_wR_factor_gt 0.3335 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.006 _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 C1 C 0.62297(17) 0.7670(6) 0.1164(2) 0.0783(16) Uani 1 1 d . . . C2 C 0.56739(16) 0.7750(5) 0.05453(16) 0.0640(12) Uani 1 1 d . . . C3 C 0.58951(19) 0.8763(5) 0.04445(19) 0.0771(16) Uani 1 1 d . . . C4 C 0.6262(2) 0.9119(5) 0.0720(3) 0.087(2) Uani 1 1 d . . . C5 C 0.6138(3) 1.0361(6) 0.0208(3) 0.109(3) Uani 1 1 d . . . H5 H 0.6171 1.1041 0.0037 0.131 Uiso 1 1 calc R . . C6 C 0.6760(2) 1.0904(7) 0.0712(3) 0.121(3) Uani 1 1 d . . . H6 H 0.6762 1.1218 0.0976 0.145 Uiso 1 1 calc R . . C7 C 0.7119(3) 0.9991(9) 0.0773(4) 0.147(4) Uani 1 1 d . . . H7 H 0.7098 0.9233 0.0937 0.220 Uiso 1 1 calc R . . H7A H 0.7363 1.0487 0.0904 0.220 Uiso 1 1 calc R . . H7B H 0.7128 0.9667 0.0518 0.220 Uiso 1 1 calc R . . C8 C 0.6784(3) 1.2127(7) 0.0472(3) 0.132(4) Uani 1 1 d . . . H8 H 0.6825 1.1851 0.0225 0.197 Uiso 1 1 calc R . . H8A H 0.7007 1.2685 0.0621 0.197 Uiso 1 1 calc R . . H8B H 0.6537 1.2634 0.0414 0.197 Uiso 1 1 calc R . . C9 C 0.50090(15) 0.2965(6) 0.16462(13) 0.0644(13) Uani 1 1 d . . . C10 C 0.53552(14) 0.4556(5) 0.13549(11) 0.0588(11) Uani 1 1 d . . . C11 C 0.56144(18) 0.4686(6) 0.17429(13) 0.0734(14) Uani 1 1 d . . . C12 C 0.5524(2) 0.4009(7) 0.20383(13) 0.0806(17) Uani 1 1 d . . . C13 C 0.6033(3) 0.5250(9) 0.2273(2) 0.134(4) Uani 1 1 d . . . H13 H 0.6248 0.5683 0.2461 0.161 Uiso 1 1 calc R . . C14 C 0.5801(3) 0.4162(9) 0.27791(18) 0.146(3) Uani 1 1 d DU . . H14 H 0.5560 0.3585 0.2684 0.175 Uiso 1 1 calc R . . C15 C 0.6062(3) 0.2942(10) 0.2946(3) 0.158(5) Uani 1 1 d D . . H15 H 0.6137 0.2951 0.3233 0.237 Uiso 1 1 calc R . . H15A H 0.6301 0.2970 0.2867 0.237 Uiso 1 1 calc R . . H15B H 0.5912 0.2128 0.2845 0.237 Uiso 1 1 calc R . . C16 C 0.56043(17) 0.5021(7) 0.29441(17) 0.0818(16) Uani 1 1 d . . . H16 H 0.5636 0.4742 0.3214 0.123 Uiso 1 1 calc R . . H16A H 0.5322 0.5023 0.2791 0.123 Uiso 1 1 calc R . . H16B H 0.5713 0.5919 0.2946 0.123 Uiso 1 1 calc R . . C17 C 0.36032(13) 0.3857(4) -0.02092(12) 0.0536(10) Uani 1 1 d . . . C18 C 0.41940(12) 0.3629(4) 0.03717(11) 0.0452(8) Uani 1 1 d . . . C19 C 0.39485(12) 0.2844(4) 0.05245(12) 0.0489(9) Uani 1 1 d . . . C20 C 0.35535(13) 0.2679(4) 0.02985(14) 0.0547(10) Uani 1 1 d . . . C21 C 0.36819(17) 0.1704(5) 0.08663(17) 0.0697(13) Uani 1 1 d . . . H21 H 0.3641 0.1202 0.1074 0.084 Uiso 1 1 calc R . . C22 C 0.29544(18) 0.1604(7) 0.0408(2) 0.095(2) Uani 1 1 d . . . H22 H 0.2858 0.1956 0.0133 0.114 Uiso 1 1 calc R . . C23 C 0.2890(3) 0.0265(9) 0.0339(5) 0.199(7) Uani 1 1 d . . . H23 H 0.2952 -0.0207 0.0590 0.299 Uiso 1 1 calc R . . H23A H 0.3060 -0.0068 0.0192 0.299 Uiso 1 1 calc R . . H23B H 0.2611 0.0114 0.0187 0.299 Uiso 1 1 calc R . . C24 C 0.27535(16) 0.2479(8) 0.05972(18) 0.094(2) Uani 1 1 d . . . H24 H 0.2475 0.2207 0.0533 0.141 Uiso 1 1 calc R . . H24A H 0.2767 0.3392 0.0506 0.141 Uiso 1 1 calc R . . H24B H 0.2881 0.2435 0.0882 0.141 Uiso 1 1 calc R . . C25 C 0.5260(2) 0.1091(5) 0.06484(17) 0.0759(17) Uani 1 1 d . . . C26 C 0.55237(16) 0.3147(5) 0.04576(13) 0.0622(12) Uani 1 1 d . . . C27 C 0.58430(18) 0.2951(5) 0.08015(14) 0.0675(13) Uani 1 1 d . . . C28 C 0.5838(2) 0.1856(6) 0.10346(14) 0.0758(17) Uani 1 1 d . . . C29 C 0.6364(2) 0.3110(7) 0.13029(16) 0.093(2) Uani 1 1 d . . . H29 H 0.6603 0.3422 0.1487 0.112 Uiso 1 1 calc R . . C30 C 0.6304(3) 0.1045(7) 0.16918(16) 0.104(3) Uani 1 1 d . . . H30 H 0.6193 0.0151 0.1593 0.124 Uiso 1 1 calc R . . C31 C 0.6114(5) 0.1461(11) 0.1989(3) 0.233(9) Uani 1 1 d . . . H31 H 0.6240 0.2276 0.2120 0.350 Uiso 1 1 calc R . . H31A H 0.6145 0.0753 0.2184 0.350 Uiso 1 1 calc R . . H31B H 0.5830 0.1626 0.1858 0.350 Uiso 1 1 calc R . . C32 C 0.6747(3) 0.0892(9) 0.1839(2) 0.146(4) Uani 1 1 d . . . H32 H 0.6843 0.0643 0.1621 0.219 Uiso 1 1 calc R . . H32A H 0.6818 0.0197 0.2041 0.219 Uiso 1 1 calc R . . H32B H 0.6868 0.1736 0.1953 0.219 Uiso 1 1 calc R . . N1 N 0.64380(16) 0.8615(5) 0.10770(19) 0.0870(15) Uani 1 1 d . . . N2 N 0.63717(15) 0.7060(6) 0.15102(17) 0.0896(15) Uani 1 1 d . . . H2 H 0.6603 0.7299 0.1675 0.107 Uiso 1 1 calc R . . H2A H 0.6234 0.6419 0.1574 0.107 Uiso 1 1 calc R . . N3 N 0.58668(12) 0.7233(4) 0.09152(12) 0.0618(10) Uani 1 1 d . . . H3 H 0.5750 0.6577 0.0998 0.074 Uiso 1 1 calc R . . N4 N 0.58029(18) 0.9546(5) 0.01087(17) 0.0912(16) Uani 1 1 d . . . N5 N 0.6404(2) 1.0137(6) 0.0548(2) 0.0998(19) Uani 1 1 d . . . N6 N 0.52328(15) 0.3125(5) 0.20093(11) 0.0757(13) Uani 1 1 d . . . N7 N 0.47139(14) 0.2062(5) 0.15651(12) 0.0769(13) Uani 1 1 d . . . H7C H 0.4674 0.1590 0.1756 0.092 Uiso 1 1 calc R . . H7D H 0.4561 0.1944 0.1321 0.092 Uiso 1 1 calc R . . N8 N 0.50537(11) 0.3649(4) 0.13295(9) 0.0552(9) Uani 1 1 d . . . H8C H 0.4880 0.3500 0.1097 0.066 Uiso 1 1 calc R . . N9 N 0.59463(19) 0.5478(6) 0.18900(15) 0.1045(19) Uani 1 1 d . . . N10 N 0.5800(2) 0.4376(7) 0.23780(14) 0.111(2) Uani 1 1 d . . . N11 N 0.33665(11) 0.3152(4) -0.00652(11) 0.0596(9) Uani 1 1 d . . . N12 N 0.34582(13) 0.4374(4) -0.05718(11) 0.0667(11) Uani 1 1 d . . . H12 H 0.3208 0.4242 -0.0711 0.080 Uiso 1 1 calc R . . H12A H 0.3613 0.4846 -0.0670 0.080 Uiso 1 1 calc R . . N13 N 0.39912(10) 0.4117(3) -0.00037(9) 0.0472(7) Uani 1 1 d . . . H13A H 0.4124 0.4632 -0.0116 0.057 Uiso 1 1 calc R . . N14 N 0.40270(12) 0.2218(4) 0.08846(11) 0.0577(9) Uani 1 1 d . . . N15 N 0.33837(12) 0.1953(4) 0.05200(13) 0.0651(10) Uani 1 1 d . . . N16 N 0.55596(17) 0.0905(4) 0.09751(14) 0.0787(14) Uani 1 1 d . . . N17 N 0.49586(17) 0.0234(5) 0.05449(18) 0.0918(17) Uani 1 1 d . . . H17 H 0.4958 -0.0460 0.0694 0.110 Uiso 1 1 calc R . . H17A H 0.4760 0.0362 0.0327 0.110 Uiso 1 1 calc R . . N18 N 0.52424(13) 0.2148(4) 0.03973(12) 0.0622(10) Uani 1 1 d . . . H18 H 0.5036 0.2190 0.0183 0.075 Uiso 1 1 calc R . . N19 N 0.61777(17) 0.3750(5) 0.09723(12) 0.0811(14) Uani 1 1 d . . . N20 N 0.61792(17) 0.1959(5) 0.13536(13) 0.0846(15) Uani 1 1 d . . . O1 O 0.53408(11) 0.7288(3) 0.03484(10) 0.0622(8) Uani 1 1 d . . . O2 O 0.53656(10) 0.5171(4) 0.10564(8) 0.0646(8) Uani 1 1 d . . . O3 O 0.45482(8) 0.3923(3) 0.05318(8) 0.0487(7) Uani 1 1 d . . . O4 O 0.54658(10) 0.4097(3) 0.02166(9) 0.0614(8) Uani 1 1 d . . . O5 O 0.4626(2) 0.7396(7) 0.0788(2) 0.144(2) Uani 1 1 d U . . B1 B 0.31953(13) 0.7969(5) 0.16924(13) 0.0469(10) Uani 1 1 d . . . C33 C 0.36713(9) 0.8396(4) 0.18745(13) 0.0815(17) Uani 1 1 d G . . C34 C 0.38742(14) 0.8775(5) 0.16176(15) 0.110(3) Uani 1 1 d G . . H34 H 0.3745 0.8742 0.1342 0.132 Uiso 1 1 calc R . . C35 C 0.42661(14) 0.9201(6) 0.1764(2) 0.182(6) Uani 1 1 d G . . H35 H 0.4405 0.9460 0.1588 0.219 Uiso 1 1 calc R . . C36 C 0.44551(11) 0.9249(7) 0.2167(3) 0.205(8) Uani 1 1 d G . . H36 H 0.4723 0.9540 0.2267 0.246 Uiso 1 1 calc R . . C37 C 0.42522(17) 0.8870(8) 0.24237(18) 0.198(6) Uani 1 1 d GU . . H37 H 0.4381 0.8903 0.2699 0.238 Uiso 1 1 calc R . . C38 C 0.38603(16) 0.8444(6) 0.22776(13) 0.154(4) Uani 1 1 d G . . H38 H 0.3722 0.8185 0.2453 0.185 Uiso 1 1 calc R . . C39 C 0.30417(12) 0.7020(4) 0.19884(11) 0.0468(9) Uani 1 1 d . . . C40 C 0.29784(12) 0.5653(4) 0.19479(11) 0.0488(9) Uani 1 1 d . . . H40 H 0.3021 0.5217 0.1730 0.059 Uiso 1 1 calc R . . C41 C 0.28559(15) 0.4898(5) 0.22126(14) 0.0641(12) Uani 1 1 d . . . H41 H 0.2818 0.3966 0.2174 0.077 Uiso 1 1 calc R . . C42 C 0.27882(17) 0.5505(6) 0.25334(14) 0.0726(14) Uani 1 1 d . . . H42 H 0.2709 0.4993 0.2719 0.087 Uiso 1 1 calc R . . C43 C 0.28373(16) 0.6867(6) 0.25785(12) 0.0704(14) Uani 1 1 d . . . H43 H 0.2787 0.7299 0.2793 0.084 Uiso 1 1 calc R . . C44 C 0.29587(15) 0.7595(5) 0.23132(12) 0.0612(12) Uani 1 1 d . . . H44 H 0.2988 0.8530 0.2350 0.073 Uiso 1 1 calc R . . C45 C 0.29224(12) 0.9326(4) 0.16104(10) 0.0452(8) Uani 1 1 d . . . C46 C 0.30752(14) 1.0610(4) 0.16586(13) 0.0539(10) Uani 1 1 d . . . H46 H 0.3355 1.0720 0.1737 0.065 Uiso 1 1 calc R . . C47 C 0.28406(17) 1.1733(5) 0.15982(15) 0.0675(13) Uani 1 1 d . . . H47 H 0.2961 1.2589 0.1634 0.081 Uiso 1 1 calc R . . C48 C 0.24337(16) 1.1623(5) 0.14860(13) 0.0638(12) Uani 1 1 d . . . H48 H 0.2271 1.2395 0.1442 0.077 Uiso 1 1 calc R . . C49 C 0.22664(14) 1.0369(5) 0.14380(12) 0.0596(11) Uani 1 1 d . . . H49 H 0.1986 1.0275 0.1364 0.072 Uiso 1 1 calc R . . C50 C 0.25062(12) 0.9243(4) 0.14979(11) 0.0506(9) Uani 1 1 d . . . H50 H 0.2385 0.8390 0.1462 0.061 Uiso 1 1 calc R . . C51 C 0.31609(13) 0.7193(4) 0.12774(13) 0.0523(10) Uani 1 1 d . . . C52 C 0.29048(15) 0.7518(5) 0.09126(13) 0.0596(11) Uani 1 1 d . . . H52 H 0.2721 0.8221 0.0895 0.071 Uiso 1 1 calc R . . C53 C 0.29015(18) 0.6866(6) 0.05672(15) 0.0734(14) Uani 1 1 d . . . H53 H 0.2720 0.7140 0.0323 0.088 Uiso 1 1 calc R . . C54 C 0.3156(2) 0.5839(6) 0.05783(16) 0.0802(16) Uani 1 1 d . . . H54 H 0.3153 0.5392 0.0344 0.096 Uiso 1 1 calc R . . C55 C 0.3417(2) 0.5466(6) 0.09366(17) 0.0793(16) Uani 1 1 d . . . H55 H 0.3596 0.4751 0.0951 0.095 Uiso 1 1 calc R . . C56 C 0.34180(17) 0.6124(5) 0.12729(15) 0.0679(13) Uani 1 1 d . . . H56 H 0.3602 0.5845 0.1515 0.081 Uiso 1 1 calc R . . C57 C 0.4243(3) 0.7266(10) 0.0639(3) 0.147(4) Uani 1 1 d . A . H57 H 0.4153 0.6487 0.0758 0.176 Uiso 1 1 calc R . . H57A H 0.4171 0.7114 0.0352 0.176 Uiso 1 1 calc R . . C58 C 0.4052(7) 0.844(2) 0.0713(6) 0.303(12) Uani 1 1 d . . . H58 H 0.4053 0.9121 0.0517 0.454 Uiso 1 1 calc R A . H58A H 0.4194 0.8776 0.0976 0.454 Uiso 1 1 calc R . . H58B H 0.3777 0.8234 0.0695 0.454 Uiso 1 1 calc R . . C59A C 0.4709(6) 0.726(2) 0.1219(6) 0.128(6) Uiso 0.50 1 d P A 1 Na1 Na 0.49432(6) 0.5650(2) 0.04392(6) 0.0722(6) Uani 1 1 d . . . C60A C 0.5091(4) 0.7828(14) 0.1467(4) 0.088(3) Uiso 0.50 1 d P A 1 C59B C 0.4995(5) 0.8085(16) 0.1214(5) 0.100(4) Uiso 0.50 1 d P A 2 C60B C 0.5322(4) 0.8609(14) 0.1585(4) 0.089(3) Uiso 0.50 1 d P A 2 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 0.068(3) 0.069(3) 0.109(5) -0.037(3) 0.044(3) -0.011(3) C2 0.076(3) 0.051(2) 0.083(3) -0.018(2) 0.051(3) 0.001(2) C3 0.103(4) 0.052(3) 0.107(4) -0.009(3) 0.077(4) 0.000(3) C4 0.094(4) 0.050(3) 0.156(6) -0.039(4) 0.093(5) -0.021(3) C5 0.149(7) 0.043(3) 0.196(9) 0.000(4) 0.140(7) -0.004(4) C6 0.122(6) 0.069(4) 0.216(9) -0.034(5) 0.116(6) -0.032(4) C7 0.124(7) 0.096(5) 0.264(13) 0.004(7) 0.124(8) -0.011(5) C8 0.139(7) 0.065(4) 0.239(11) -0.015(5) 0.128(8) -0.017(4) C9 0.071(3) 0.089(3) 0.042(2) 0.013(2) 0.029(2) 0.019(3) C10 0.067(3) 0.077(3) 0.0333(19) -0.0017(19) 0.0182(18) 0.002(2) C11 0.090(4) 0.084(4) 0.040(2) -0.010(2) 0.012(2) 0.001(3) C12 0.111(5) 0.097(4) 0.029(2) -0.005(2) 0.015(2) 0.023(4) C13 0.181(9) 0.110(6) 0.060(4) -0.031(4) -0.034(5) 0.011(6) C14 0.212(8) 0.162(7) 0.045(3) -0.017(4) 0.014(4) 0.047(6) C15 0.139(7) 0.228(12) 0.145(7) 0.114(8) 0.099(6) 0.086(8) C16 0.068(3) 0.112(5) 0.070(3) 0.012(3) 0.028(3) -0.010(3) C17 0.057(2) 0.053(2) 0.050(2) -0.0124(18) 0.0159(19) 0.0048(19) C18 0.050(2) 0.048(2) 0.0407(18) -0.0029(15) 0.0179(16) 0.0087(17) C19 0.051(2) 0.051(2) 0.047(2) -0.0021(17) 0.0205(17) 0.0064(17) C20 0.059(2) 0.050(2) 0.062(3) -0.0138(19) 0.028(2) -0.0027(19) C21 0.089(4) 0.057(3) 0.080(3) 0.000(2) 0.050(3) -0.011(2) C22 0.076(4) 0.084(4) 0.135(6) -0.032(4) 0.047(4) -0.033(3) C23 0.117(7) 0.080(5) 0.39(2) -0.055(8) 0.061(10) -0.053(5) C24 0.054(3) 0.149(6) 0.080(4) -0.017(4) 0.023(3) -0.008(3) C25 0.114(4) 0.060(3) 0.077(3) 0.029(3) 0.065(3) 0.041(3) C26 0.089(3) 0.060(3) 0.051(2) 0.014(2) 0.041(2) 0.026(2) C27 0.096(4) 0.067(3) 0.049(2) 0.012(2) 0.035(3) 0.022(3) C28 0.115(4) 0.076(3) 0.051(3) 0.022(2) 0.047(3) 0.049(3) C29 0.124(5) 0.105(5) 0.048(3) 0.014(3) 0.022(3) 0.043(4) C30 0.182(7) 0.083(4) 0.054(3) 0.027(3) 0.048(4) 0.061(4) C31 0.49(2) 0.162(9) 0.121(7) 0.090(7) 0.198(12) 0.169(13) C32 0.174(9) 0.118(6) 0.086(5) 0.046(4) -0.045(5) -0.005(6) N1 0.088(3) 0.074(3) 0.115(4) -0.028(3) 0.055(3) -0.013(3) N2 0.071(3) 0.098(4) 0.093(4) -0.021(3) 0.017(3) -0.010(3) N3 0.064(2) 0.059(2) 0.072(3) -0.0114(19) 0.035(2) -0.0013(18) N4 0.130(4) 0.063(3) 0.115(4) -0.002(3) 0.088(4) 0.007(3) N5 0.121(5) 0.066(3) 0.144(5) -0.006(3) 0.087(4) 0.001(3) N6 0.095(3) 0.101(3) 0.0343(18) 0.008(2) 0.0238(19) 0.025(3) N7 0.081(3) 0.105(4) 0.053(2) 0.028(2) 0.033(2) 0.005(3) N8 0.060(2) 0.076(2) 0.0323(15) 0.0013(15) 0.0180(14) 0.0033(18) N9 0.119(4) 0.108(4) 0.063(3) -0.021(3) -0.005(3) -0.023(3) N10 0.165(6) 0.103(4) 0.041(2) -0.016(3) -0.001(3) 0.011(4) N11 0.057(2) 0.060(2) 0.057(2) -0.0174(17) 0.0104(17) 0.0043(17) N12 0.065(2) 0.075(3) 0.047(2) -0.0048(18) 0.0001(17) 0.011(2) N13 0.0521(18) 0.0518(18) 0.0390(16) -0.0011(13) 0.0165(14) 0.0073(15) N14 0.068(2) 0.058(2) 0.056(2) 0.0047(16) 0.0304(18) -0.0003(18) N15 0.063(2) 0.064(2) 0.074(3) -0.013(2) 0.028(2) -0.0113(19) N16 0.124(4) 0.057(2) 0.081(3) 0.025(2) 0.069(3) 0.035(3) N17 0.110(4) 0.065(3) 0.126(4) 0.041(3) 0.074(4) 0.022(3) N18 0.088(3) 0.050(2) 0.066(2) 0.0172(17) 0.049(2) 0.0207(19) N19 0.110(4) 0.084(3) 0.049(2) 0.020(2) 0.025(2) 0.030(3) N20 0.130(4) 0.079(3) 0.056(2) 0.028(2) 0.046(3) 0.044(3) O1 0.079(2) 0.0581(18) 0.0632(18) -0.0013(15) 0.0419(17) 0.0054(16) O2 0.068(2) 0.086(2) 0.0409(15) -0.0004(15) 0.0194(14) -0.0110(17) O3 0.0478(15) 0.0617(17) 0.0397(13) 0.0071(12) 0.0181(11) 0.0063(13) O4 0.080(2) 0.0602(18) 0.0496(16) 0.0141(14) 0.0285(15) 0.0113(16) O5 0.166(5) 0.117(4) 0.182(5) 0.039(4) 0.105(4) 0.032(4) B1 0.044(2) 0.049(2) 0.045(2) -0.0028(18) 0.0102(18) -0.0033(18) C33 0.047(3) 0.055(3) 0.126(5) 0.003(3) 0.004(3) 0.003(2) C34 0.060(3) 0.081(4) 0.200(8) 0.006(5) 0.056(4) -0.013(3) C35 0.084(6) 0.112(7) 0.36(2) 0.017(10) 0.087(9) -0.007(5) C36 0.086(6) 0.162(10) 0.281(17) -0.034(11) -0.067(9) 0.008(6) C37 0.173(9) 0.192(9) 0.200(9) -0.009(7) 0.017(7) -0.009(8) C38 0.086(5) 0.132(7) 0.168(8) -0.041(6) -0.066(5) 0.001(5) C39 0.050(2) 0.052(2) 0.0356(17) 0.0000(15) 0.0094(15) 0.0048(17) C40 0.057(2) 0.050(2) 0.0415(19) 0.0045(16) 0.0181(17) 0.0049(18) C41 0.079(3) 0.059(3) 0.060(3) 0.012(2) 0.031(2) 0.002(2) C42 0.081(3) 0.092(4) 0.053(3) 0.029(3) 0.032(2) 0.021(3) C43 0.088(3) 0.092(4) 0.036(2) 0.007(2) 0.025(2) 0.032(3) C44 0.081(3) 0.062(3) 0.039(2) -0.0009(18) 0.016(2) 0.019(2) C45 0.048(2) 0.050(2) 0.0362(17) 0.0002(15) 0.0115(15) -0.0017(16) C46 0.059(2) 0.050(2) 0.054(2) -0.0011(18) 0.0212(19) -0.0047(19) C47 0.093(4) 0.049(2) 0.070(3) 0.005(2) 0.040(3) 0.001(2) C48 0.084(3) 0.064(3) 0.051(2) 0.013(2) 0.031(2) 0.022(2) C49 0.057(2) 0.082(3) 0.0378(19) 0.005(2) 0.0116(17) 0.015(2) C50 0.049(2) 0.055(2) 0.0429(19) -0.0029(17) 0.0079(16) -0.0004(18) C51 0.059(2) 0.052(2) 0.056(2) 0.0045(18) 0.032(2) -0.0015(18) C52 0.067(3) 0.064(3) 0.051(2) -0.003(2) 0.025(2) 0.004(2) C53 0.097(4) 0.075(3) 0.054(3) -0.003(2) 0.033(3) 0.006(3) C54 0.127(5) 0.069(3) 0.065(3) -0.004(2) 0.060(3) 0.010(3) C55 0.110(4) 0.067(3) 0.081(4) 0.006(3) 0.057(3) 0.023(3) C56 0.085(3) 0.067(3) 0.064(3) 0.014(2) 0.042(3) 0.018(3) C57 0.138(8) 0.109(6) 0.161(9) -0.032(6) 0.000(7) 0.038(6) C58 0.46(3) 0.26(2) 0.30(2) 0.062(18) 0.28(2) 0.02(2) Na1 0.0688(12) 0.0929(14) 0.0591(11) 0.0262(10) 0.0262(9) -0.0104(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 C1 N1 1.301(8) . ? C1 N2 1.333(8) . ? C1 N3 1.386(7) . ? C2 O1 1.259(6) . ? C2 N3 1.388(7) . ? C2 C3 1.401(7) . ? C3 N4 1.390(8) . ? C3 C4 1.410(10) . ? C4 N1 1.334(9) . ? C4 N5 1.372(8) . ? C5 N5 1.306(11) . ? C5 N4 1.394(10) . ? C6 N5 1.437(10) . ? C6 C8 1.518(11) . ? C6 C7 1.529(11) . ? C9 N6 1.304(6) . ? C9 N7 1.346(7) . ? C9 N8 1.380(5) . ? C10 O2 1.247(5) . ? C10 N8 1.386(6) . ? C10 C11 1.412(6) . ? C11 C12 1.380(8) . ? C11 N9 1.381(8) . ? C12 N6 1.342(8) . ? C12 N10 1.352(8) . ? C13 N9 1.330(10) . ? C13 N10 1.339(12) . ? C14 C16 1.359(9) . ? C14 N10 1.454(10) . ? C14 C15 1.5385(10) . ? C17 N11 1.323(6) . ? C17 N12 1.344(6) . ? C17 N13 1.366(5) . ? C18 O3 1.241(5) . ? C18 N13 1.401(5) . ? C18 C19 1.408(6) . ? C19 N14 1.384(5) . ? C19 C20 1.390(6) . ? C20 N11 1.350(6) . ? C20 N15 1.353(6) . ? C21 N14 1.311(6) . ? C21 N15 1.377(7) . ? C22 C23 1.375(10) . ? C22 C24 1.431(9) . ? C22 N15 1.490(7) . ? C25 N16 1.323(8) . ? C25 N17 1.332(8) . ? C25 N18 1.382(6) . ? C26 O4 1.261(5) . ? C26 N18 1.384(7) . ? C26 C27 1.401(7) . ? C27 C28 1.386(7) . ? C27 N19 1.404(8) . ? C28 N16 1.342(8) . ? C28 N20 1.384(8) . ? C29 N19 1.328(7) . ? C29 N20 1.370(9) . ? C30 N20 1.474(6) . ? C30 C31 1.492(10) . ? C30 C32 1.497(12) . ? O1 Na1 2.257(4) . ? O2 Na1 2.300(4) . ? O3 Na1 2.320(3) . ? O4 Na1 2.357(4) 5_665 ? O4 Na1 2.729(4) . ? O5 C57 1.301(11) . ? O5 C59A 1.49(2) . ? O5 C59B 1.806(18) . ? O5 Na1 2.609(7) . ? B1 C39 1.643(6) . ? B1 C45 1.645(6) . ? B1 C51 1.651(6) . ? B1 C33 1.663(5) . ? C33 C34 1.3900 . ? C33 C38 1.3900 . ? C34 C35 1.3900 . ? C35 C36 1.3900 . ? C36 C37 1.3900 . ? C37 C38 1.3900 . ? C39 C40 1.393(6) . ? C39 C44 1.413(6) . ? C40 C41 1.388(6) . ? C41 C42 1.389(7) . ? C42 C43 1.383(8) . ? C43 C44 1.374(7) . ? C45 C46 1.390(6) . ? C45 C50 1.405(6) . ? C46 C47 1.378(7) . ? C47 C48 1.375(8) . ? C48 C49 1.381(7) . ? C49 C50 1.391(6) . ? C51 C52 1.377(6) . ? C51 C56 1.412(6) . ? C52 C53 1.399(6) . ? C53 C54 1.363(8) . ? C54 C55 1.378(9) . ? C55 C56 1.375(7) . ? C57 C58 1.43(2) . ? C59A C60A 1.48(2) . ? Na1 O4 2.357(4) 5_665 ? Na1 Na1 3.550(4) 5_665 ? C59B C60B 1.56(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 N1 C1 N2 118.9(6) . . ? N1 C1 N3 124.0(7) . . ? N2 C1 N3 117.1(5) . . ? O1 C2 N3 119.4(4) . . ? O1 C2 C3 128.8(6) . . ? N3 C2 C3 111.8(5) . . ? N4 C3 C2 129.6(6) . . ? N4 C3 C4 112.2(5) . . ? C2 C3 C4 118.1(6) . . ? N1 C4 N5 126.1(7) . . ? N1 C4 C3 128.7(5) . . ? N5 C4 C3 105.2(8) . . ? N5 C5 N4 116.4(6) . . ? N5 C6 C8 113.7(9) . . ? N5 C6 C7 108.8(6) . . ? C8 C6 C7 112.0(6) . . ? N6 C9 N7 119.1(5) . . ? N6 C9 N8 124.7(5) . . ? N7 C9 N8 116.2(4) . . ? O2 C10 N8 120.0(4) . . ? O2 C10 C11 127.9(5) . . ? N8 C10 C11 112.0(4) . . ? C12 C11 N9 111.5(5) . . ? C12 C11 C10 118.4(5) . . ? N9 C11 C10 129.9(5) . . ? N6 C12 N10 124.9(6) . . ? N6 C12 C11 128.8(5) . . ? N10 C12 C11 106.3(7) . . ? N9 C13 N10 116.3(7) . . ? C16 C14 N10 119.7(6) . . ? C16 C14 C15 131.7(7) . . ? N10 C14 C15 108.5(6) . . ? N11 C17 N12 119.3(4) . . ? N11 C17 N13 123.2(4) . . ? N12 C17 N13 117.5(4) . . ? O3 C18 N13 120.0(4) . . ? O3 C18 C19 127.8(4) . . ? N13 C18 C19 112.2(4) . . ? N14 C19 C20 111.0(4) . . ? N14 C19 C18 130.6(4) . . ? C20 C19 C18 118.2(4) . . ? N11 C20 N15 125.7(4) . . ? N11 C20 C19 128.3(4) . . ? N15 C20 C19 106.0(4) . . ? N14 C21 N15 114.4(4) . . ? C23 C22 C24 127.3(8) . . ? C23 C22 N15 112.2(7) . . ? C24 C22 N15 110.3(5) . . ? N16 C25 N17 120.3(5) . . ? N16 C25 N18 123.1(6) . . ? N17 C25 N18 116.6(6) . . ? O4 C26 N18 119.2(5) . . ? O4 C26 C27 128.5(5) . . ? N18 C26 C27 112.2(4) . . ? C28 C27 C26 118.8(6) . . ? C28 C27 N19 111.2(5) . . ? C26 C27 N19 129.9(5) . . ? N16 C28 N20 126.4(5) . . ? N16 C28 C27 128.3(6) . . ? N20 C28 C27 105.4(6) . . ? N19 C29 N20 113.8(7) . . ? N20 C30 C31 109.1(5) . . ? N20 C30 C32 111.4(6) . . ? C31 C30 C32 115.9(9) . . ? C1 N1 C4 112.2(6) . . ? C1 N3 C2 125.1(5) . . ? C3 N4 C5 99.4(7) . . ? C5 N5 C4 106.8(7) . . ? C5 N5 C6 125.0(7) . . ? C4 N5 C6 128.0(8) . . ? C9 N6 C12 111.7(4) . . ? C9 N8 C10 124.1(4) . . ? C13 N9 C11 100.7(7) . . ? C13 N10 C12 105.1(6) . . ? C13 N10 C14 124.5(7) . . ? C12 N10 C14 128.9(9) . . ? C17 N11 C20 112.8(4) . . ? C17 N13 C18 125.2(4) . . ? C21 N14 C19 102.9(4) . . ? C20 N15 C21 105.7(4) . . ? C20 N15 C22 125.1(5) . . ? C21 N15 C22 129.1(5) . . ? C25 N16 C28 112.6(4) . . ? C25 N18 C26 125.0(5) . . ? C29 N19 C27 103.1(5) . . ? C29 N20 C28 106.5(5) . . ? C29 N20 C30 127.1(6) . . ? C28 N20 C30 126.3(6) . . ? C2 O1 Na1 135.0(3) . . ? C10 O2 Na1 138.1(3) . . ? C18 O3 Na1 132.9(3) . . ? C26 O4 Na1 133.1(3) . 5_665 ? C26 O4 Na1 102.2(3) . . ? Na1 O4 Na1 88.23(12) 5_665 . ? C57 O5 C59A 104.9(11) . . ? C57 O5 C59B 140.4(9) . . ? C59A O5 C59B 45.9(9) . . ? C57 O5 Na1 106.7(7) . . ? C59A O5 Na1 117.5(9) . . ? C59B O5 Na1 110.9(6) . . ? C39 B1 C45 107.5(3) . . ? C39 B1 C51 111.3(3) . . ? C45 B1 C51 111.0(3) . . ? C39 B1 C33 113.5(3) . . ? C45 B1 C33 108.9(3) . . ? C51 B1 C33 104.7(3) . . ? C34 C33 C38 120.0 . . ? C34 C33 B1 119.0(3) . . ? C38 C33 B1 121.0(3) . . ? C35 C34 C33 120.0 . . ? C36 C35 C34 120.0 . . ? C35 C36 C37 120.0 . . ? C38 C37 C36 120.0 . . ? C37 C38 C33 120.0 . . ? C40 C39 C44 114.9(4) . . ? C40 C39 B1 125.5(4) . . ? C44 C39 B1 119.6(4) . . ? C41 C40 C39 122.9(4) . . ? C40 C41 C42 120.1(5) . . ? C43 C42 C41 118.9(4) . . ? C44 C43 C42 120.1(4) . . ? C43 C44 C39 123.1(5) . . ? C46 C45 C50 115.1(4) . . ? C46 C45 B1 124.3(4) . . ? C50 C45 B1 120.5(4) . . ? C47 C46 C45 123.3(4) . . ? C48 C47 C46 120.4(5) . . ? C47 C48 C49 118.7(4) . . ? C48 C49 C50 120.4(4) . . ? C49 C50 C45 122.2(4) . . ? C52 C51 C56 113.9(4) . . ? C52 C51 B1 125.7(4) . . ? C56 C51 B1 120.3(4) . . ? C51 C52 C53 123.3(5) . . ? C54 C53 C52 120.6(5) . . ? C53 C54 C55 118.5(5) . . ? C56 C55 C54 120.2(5) . . ? C55 C56 C51 123.5(5) . . ? O5 C57 C58 109.6(13) . . ? C60A C59A O5 115.5(15) . . ? O1 Na1 O2 92.55(14) . . ? O1 Na1 O3 178.38(16) . . ? O2 Na1 O3 86.85(12) . . ? O1 Na1 O4 89.59(13) . 5_665 ? O2 Na1 O4 173.33(17) . 5_665 ? O3 Na1 O4 90.84(13) . 5_665 ? O1 Na1 O5 87.85(19) . . ? O2 Na1 O5 85.8(2) . . ? O3 Na1 O5 93.61(18) . . ? O4 Na1 O5 100.6(2) 5_665 . ? O1 Na1 O4 82.05(12) . . ? O2 Na1 O4 82.28(13) . . ? O3 Na1 O4 96.38(13) . . ? O4 Na1 O4 91.77(12) 5_665 . ? O5 Na1 O4 164.0(2) . . ? O1 Na1 Na1 83.63(10) . 5_665 ? O2 Na1 Na1 123.79(14) . 5_665 ? O3 Na1 Na1 95.45(12) . 5_665 ? O4 Na1 Na1 50.20(9) 5_665 5_665 ? O5 Na1 Na1 149.4(2) . 5_665 ? O4 Na1 Na1 41.57(8) . 5_665 ? C60B C59B O5 177.2(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 N4 1.9(8) . . . . ? N3 C2 C3 N4 -178.2(4) . . . . ? O1 C2 C3 C4 179.2(4) . . . . ? N3 C2 C3 C4 -1.0(6) . . . . ? N4 C3 C4 N1 177.8(5) . . . . ? C2 C3 C4 N1 0.2(8) . . . . ? N4 C3 C4 N5 -1.0(6) . . . . ? C2 C3 C4 N5 -178.6(4) . . . . ? O2 C10 C11 C12 173.1(5) . . . . ? N8 C10 C11 C12 -4.6(7) . . . . ? O2 C10 C11 N9 -2.1(10) . . . . ? N8 C10 C11 N9 -179.8(6) . . . . ? N9 C11 C12 N6 -177.8(6) . . . . ? C10 C11 C12 N6 6.1(9) . . . . ? N9 C11 C12 N10 0.2(7) . . . . ? C10 C11 C12 N10 -175.8(5) . . . . ? O3 C18 C19 N14 1.1(7) . . . . ? N13 C18 C19 N14 -177.8(4) . . . . ? O3 C18 C19 C20 177.8(4) . . . . ? N13 C18 C19 C20 -1.1(5) . . . . ? N14 C19 C20 N11 179.4(4) . . . . ? C18 C19 C20 N11 2.0(6) . . . . ? N14 C19 C20 N15 0.4(5) . . . . ? C18 C19 C20 N15 -176.9(4) . . . . ? O4 C26 C27 C28 177.0(4) . . . . ? N18 C26 C27 C28 -1.3(6) . . . . ? O4 C26 C27 N19 0.8(8) . . . . ? N18 C26 C27 N19 -177.5(5) . . . . ? C26 C27 C28 N16 0.6(8) . . . . ? N19 C27 C28 N16 177.4(5) . . . . ? C26 C27 C28 N20 -178.0(4) . . . . ? N19 C27 C28 N20 -1.1(6) . . . . ? N2 C1 N1 C4 179.1(5) . . . . ? N3 C1 N1 C4 0.1(7) . . . . ? N5 C4 N1 C1 178.9(5) . . . . ? C3 C4 N1 C1 0.3(8) . . . . ? N1 C1 N3 C2 -1.1(7) . . . . ? N2 C1 N3 C2 179.9(4) . . . . ? O1 C2 N3 C1 -178.7(4) . . . . ? C3 C2 N3 C1 1.4(6) . . . . ? C2 C3 N4 C5 177.6(5) . . . . ? C4 C3 N4 C5 0.3(5) . . . . ? N5 C5 N4 C3 0.5(7) . . . . ? N4 C5 N5 C4 -1.2(7) . . . . ? N4 C5 N5 C6 -177.0(5) . . . . ? N1 C4 N5 C5 -177.6(5) . . . . ? C3 C4 N5 C5 1.2(6) . . . . ? N1 C4 N5 C6 -2.0(9) . . . . ? C3 C4 N5 C6 176.8(6) . . . . ? C8 C6 N5 C5 6.4(10) . . . . ? C7 C6 N5 C5 -119.1(9) . . . . ? C8 C6 N5 C4 -168.5(6) . . . . ? C7 C6 N5 C4 66.0(10) . . . . ? N7 C9 N6 C12 176.9(5) . . . . ? N8 C9 N6 C12 -2.2(7) . . . . ? N10 C12 N6 C9 179.8(6) . . . . ? C11 C12 N6 C9 -2.4(9) . . . . ? N6 C9 N8 C10 3.1(8) . . . . ? N7 C9 N8 C10 -176.1(4) . . . . ? O2 C10 N8 C9 -177.2(4) . . . . ? C11 C10 N8 C9 0.7(7) . . . . ? N10 C13 N9 C11 2.1(10) . . . . ? C12 C11 N9 C13 -1.3(8) . . . . ? C10 C11 N9 C13 174.1(7) . . . . ? N9 C13 N10 C12 -2.0(11) . . . . ? N9 C13 N10 C14 -168.9(7) . . . . ? N6 C12 N10 C13 179.1(7) . . . . ? C11 C12 N10 C13 1.0(8) . . . . ? N6 C12 N10 C14 -14.8(11) . . . . ? C11 C12 N10 C14 167.1(7) . . . . ? C16 C14 N10 C13 79.7(13) . . . . ? C15 C14 N10 C13 -97.8(11) . . . . ? C16 C14 N10 C12 -83.9(12) . . . . ? C15 C14 N10 C12 98.6(11) . . . . ? N12 C17 N11 C20 179.1(4) . . . . ? N13 C17 N11 C20 -2.3(6) . . . . ? N15 C20 N11 C17 178.5(4) . . . . ? C19 C20 N11 C17 -0.3(6) . . . . ? N11 C17 N13 C18 3.3(6) . . . . ? N12 C17 N13 C18 -178.0(4) . . . . ? O3 C18 N13 C17 179.7(4) . . . . ? C19 C18 N13 C17 -1.3(5) . . . . ? N15 C21 N14 C19 -0.1(5) . . . . ? C20 C19 N14 C21 -0.2(5) . . . . ? C18 C19 N14 C21 176.7(4) . . . . ? N11 C20 N15 C21 -179.4(4) . . . . ? C19 C20 N15 C21 -0.5(5) . . . . ? N11 C20 N15 C22 -3.2(7) . . . . ? C19 C20 N15 C22 175.8(4) . . . . ? N14 C21 N15 C20 0.4(6) . . . . ? N14 C21 N15 C22 -175.7(5) . . . . ? C23 C22 N15 C20 112.2(10) . . . . ? C24 C22 N15 C20 -99.7(7) . . . . ? C23 C22 N15 C21 -72.4(11) . . . . ? C24 C22 N15 C21 75.7(8) . . . . ? N17 C25 N16 C28 179.9(4) . . . . ? N18 C25 N16 C28 0.5(6) . . . . ? N20 C28 N16 C25 178.2(4) . . . . ? C27 C28 N16 C25 -0.1(7) . . . . ? N16 C25 N18 C26 -1.6(7) . . . . ? N17 C25 N18 C26 179.0(4) . . . . ? O4 C26 N18 C25 -176.7(4) . . . . ? C27 C26 N18 C25 1.9(6) . . . . ? N20 C29 N19 C27 1.1(6) . . . . ? C28 C27 N19 C29 0.1(6) . . . . ? C26 C27 N19 C29 176.5(5) . . . . ? N19 C29 N20 C28 -1.8(7) . . . . ? N19 C29 N20 C30 -178.4(5) . . . . ? N16 C28 N20 C29 -176.9(5) . . . . ? C27 C28 N20 C29 1.7(5) . . . . ? N16 C28 N20 C30 -0.3(8) . . . . ? C27 C28 N20 C30 178.3(5) . . . . ? C31 C30 N20 C29 90.4(11) . . . . ? C32 C30 N20 C29 -38.9(8) . . . . ? C31 C30 N20 C28 -85.6(10) . . . . ? C32 C30 N20 C28 145.2(7) . . . . ? N3 C2 O1 Na1 -2.2(6) . . . . ? C3 C2 O1 Na1 177.7(3) . . . . ? N8 C10 O2 Na1 17.0(8) . . . . ? C11 C10 O2 Na1 -160.5(4) . . . . ? N13 C18 O3 Na1 21.6(5) . . . . ? C19 C18 O3 Na1 -157.2(3) . . . . ? N18 C26 O4 Na1 -20.3(6) . . . 5_665 ? C27 C26 O4 Na1 161.4(4) . . . 5_665 ? N18 C26 O4 Na1 78.8(4) . . . . ? C27 C26 O4 Na1 -99.5(5) . . . . ? C39 B1 C33 C34 157.5(3) . . . . ? C45 B1 C33 C34 -82.8(4) . . . . ? C51 B1 C33 C34 36.0(4) . . . . ? C39 B1 C33 C38 -25.8(5) . . . . ? C45 B1 C33 C38 93.9(4) . . . . ? C51 B1 C33 C38 -147.4(3) . . . . ? C38 C33 C34 C35 0.0 . . . . ? B1 C33 C34 C35 176.7(4) . . . . ? C33 C34 C35 C36 0.0 . . . . ? C34 C35 C36 C37 0.0 . . . . ? C35 C36 C37 C38 0.0 . . . . ? C36 C37 C38 C33 0.0 . . . . ? C34 C33 C38 C37 0.0 . . . . ? B1 C33 C38 C37 -176.6(4) . . . . ? C45 B1 C39 C40 136.0(4) . . . . ? C51 B1 C39 C40 14.2(6) . . . . ? C33 B1 C39 C40 -103.5(5) . . . . ? C45 B1 C39 C44 -43.2(5) . . . . ? C51 B1 C39 C44 -165.0(4) . . . . ? C33 B1 C39 C44 77.2(5) . . . . ? C44 C39 C40 C41 -2.1(6) . . . . ? B1 C39 C40 C41 178.6(4) . . . . ? C39 C40 C41 C42 0.5(7) . . . . ? C40 C41 C42 C43 1.3(8) . . . . ? C41 C42 C43 C44 -1.3(8) . . . . ? C42 C43 C44 C39 -0.4(8) . . . . ? C40 C39 C44 C43 2.1(6) . . . . ? B1 C39 C44 C43 -178.6(4) . . . . ? C39 B1 C45 C46 128.0(4) . . . . ? C51 B1 C45 C46 -110.0(4) . . . . ? C33 B1 C45 C46 4.7(5) . . . . ? C39 B1 C45 C50 -49.4(5) . . . . ? C51 B1 C45 C50 72.6(5) . . . . ? C33 B1 C45 C50 -172.7(4) . . . . ? C50 C45 C46 C47 -0.6(6) . . . . ? B1 C45 C46 C47 -178.2(4) . . . . ? C45 C46 C47 C48 0.3(7) . . . . ? C46 C47 C48 C49 0.4(7) . . . . ? C47 C48 C49 C50 -0.8(6) . . . . ? C48 C49 C50 C45 0.4(6) . . . . ? C46 C45 C50 C49 0.3(6) . . . . ? B1 C45 C50 C49 177.9(4) . . . . ? C39 B1 C51 C52 112.2(5) . . . . ? C45 B1 C51 C52 -7.5(6) . . . . ? C33 B1 C51 C52 -124.8(5) . . . . ? C39 B1 C51 C56 -70.3(5) . . . . ? C45 B1 C51 C56 170.0(4) . . . . ? C33 B1 C51 C56 52.7(5) . . . . ? C56 C51 C52 C53 -0.8(7) . . . . ? B1 C51 C52 C53 176.8(5) . . . . ? C51 C52 C53 C54 0.8(9) . . . . ? C52 C53 C54 C55 -0.3(9) . . . . ? C53 C54 C55 C56 -0.2(9) . . . . ? C54 C55 C56 C51 0.2(9) . . . . ? C52 C51 C56 C55 0.3(7) . . . . ? B1 C51 C56 C55 -177.5(5) . . . . ? C59A O5 C57 C58 74.0(14) . . . . ? C59B O5 C57 C58 38.0(19) . . . . ? Na1 O5 C57 C58 -160.7(10) . . . . ? C57 O5 C59A C60A -159.0(13) . . . . ? C59B O5 C59A C60A -10.4(11) . . . . ? Na1 O5 C59A C60A 82.8(15) . . . . ? C2 O1 Na1 O2 2.6(4) . . . . ? C2 O1 Na1 O3 -66(5) . . . . ? C2 O1 Na1 O4 -171.0(4) . . . 5_665 ? C2 O1 Na1 O5 88.4(4) . . . . ? C2 O1 Na1 O4 -79.2(4) . . . . ? C2 O1 Na1 Na1 -121.1(4) . . . 5_665 ? C10 O2 Na1 O1 163.9(5) . . . . ? C10 O2 Na1 O3 -17.6(5) . . . . ? C10 O2 Na1 O4 -87.5(13) . . . 5_665 ? C10 O2 Na1 O5 76.2(5) . . . . ? C10 O2 Na1 O4 -114.5(5) . . . . ? C10 O2 Na1 Na1 -112.1(5) . . . 5_665 ? C18 O3 Na1 O1 -131(5) . . . . ? C18 O3 Na1 O2 160.7(3) . . . . ? C18 O3 Na1 O4 -25.5(3) . . . 5_665 ? C18 O3 Na1 O5 75.1(4) . . . . ? C18 O3 Na1 O4 -117.4(3) . . . . ? C18 O3 Na1 Na1 -75.6(3) . . . 5_665 ? C57 O5 Na1 O1 132.3(7) . . . . ? C59A O5 Na1 O1 -110.4(10) . . . . ? C59B O5 Na1 O1 -60.3(6) . . . . ? C57 O5 Na1 O2 -135.0(7) . . . . ? C59A O5 Na1 O2 -17.7(10) . . . . ? C59B O5 Na1 O2 32.4(6) . . . . ? C57 O5 Na1 O3 -48.4(7) . . . . ? C59A O5 Na1 O3 68.9(10) . . . . ? C59B O5 Na1 O3 119.0(6) . . . . ? C57 O5 Na1 O4 43.1(7) . . . 5_665 ? C59A O5 Na1 O4 160.4(10) . . . 5_665 ? C59B O5 Na1 O4 -149.5(6) . . . 5_665 ? C57 O5 Na1 O4 -177.0(7) . . . . ? C59A O5 Na1 O4 -59.7(12) . . . . ? C59B O5 Na1 O4 -9.6(10) . . . . ? C57 O5 Na1 Na1 58.7(8) . . . 5_665 ? C59A O5 Na1 Na1 176.0(9) . . . 5_665 ? C59B O5 Na1 Na1 -133.9(7) . . . 5_665 ? C26 O4 Na1 O1 136.9(3) . . . . ? Na1 O4 Na1 O1 -89.34(13) 5_665 . . . ? C26 O4 Na1 O2 43.2(3) . . . . ? Na1 O4 Na1 O2 176.97(15) 5_665 . . . ? C26 O4 Na1 O3 -42.8(3) . . . . ? Na1 O4 Na1 O3 91.04(13) 5_665 . . . ? C26 O4 Na1 O4 -133.8(4) . . . 5_665 ? Na1 O4 Na1 O4 0.0 5_665 . . 5_665 ? C26 O4 Na1 O5 85.5(7) . . . . ? Na1 O4 Na1 O5 -140.7(6) 5_665 . . . ? C26 O4 Na1 Na1 -133.8(4) . . . 5_665 ? C57 O5 C59B C60B 124(26) . . . . ? C59A O5 C59B C60B 72(26) . . . . ? Na1 O5 C59B C60B -37(27) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.067 _refine_diff_density_min -0.900 _refine_diff_density_rms 0.084