# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'L Barbour' _publ_contact_author_email LJB@SUN.AC.ZA _publ_section_title ; ; loop_ _publ_author_name 'L Barbour' 'Dinabandhu Das' # Attachment 'combined_CIF.cif' data_1.MeOH _database_code_depnum_ccdc_archive 'CCDC 698337' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H24 N6 O6, C H4 O' _chemical_formula_sum 'C49 H28 N6 O7' _chemical_formula_weight 812.77 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' O O 0.0106 0.0060 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5852(7) _cell_length_b 14.1037(10) _cell_length_c 15.5025(11) _cell_angle_alpha 72.7410(10) _cell_angle_beta 84.1130(10) _cell_angle_gamma 85.5940(10) _cell_volume 1988.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3006 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 24.18 _exptl_crystal_description Plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9681 _exptl_absorpt_correction_T_max 0.9798 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23372 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0716 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 28.34 _reflns_number_total 9236 _reflns_number_gt 6218 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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^)+(0.0525P)^2^+0.0276P] 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 9236 _refine_ls_number_parameters 561 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0885 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1283 _refine_ls_wR_factor_gt 0.1146 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 O1 O 0.38109(13) 0.25858(9) 0.08918(8) 0.0194(3) Uani 1 1 d . . . O4 O 0.14144(13) 0.39661(9) 0.37139(8) 0.0199(3) Uani 1 1 d . . . O3 O 0.43333(13) 0.38781(9) 0.33439(8) 0.0196(3) Uani 1 1 d . . . O5 O -0.02925(13) 0.34568(9) 0.26184(8) 0.0198(3) Uani 1 1 d . . . O2 O 0.54927(13) 0.31581(9) 0.19781(8) 0.0204(3) Uani 1 1 d . . . O6 O 0.08671(13) 0.28550(9) 0.11509(8) 0.0212(3) Uani 1 1 d . . . C3 C 0.34603(19) 0.35718(12) 0.28361(12) 0.0174(4) Uani 1 1 d . . . C4 C 0.20118(19) 0.36752(13) 0.29777(12) 0.0175(4) Uani 1 1 d . . . C1 C 0.3192(2) 0.29425(13) 0.15846(12) 0.0179(4) Uani 1 1 d . . . C5 C 0.11500(19) 0.34063(13) 0.24298(12) 0.0172(4) Uani 1 1 d . . . C28 C 0.14837(18) 0.49594(13) 0.36749(12) 0.0172(4) Uani 1 1 d . . . C2 C 0.40552(19) 0.32004(13) 0.21410(12) 0.0168(4) Uani 1 1 d . . . C6 C 0.17424(19) 0.30923(13) 0.17011(12) 0.0183(4) Uani 1 1 d . . . C35 C -0.08345(19) 0.26081(13) 0.32429(12) 0.0182(4) Uani 1 1 d . . . N6 N 0.23308(19) 0.47080(12) -0.33501(11) 0.0303(4) Uani 1 1 d . . . C47 C 0.0873(2) 0.27469(14) -0.03408(13) 0.0222(4) Uani 1 1 d . . . H47 H 0.0510 0.2106 -0.0089 0.027 Uiso 1 1 calc R . . C26 C 0.3509(2) 0.26151(13) 0.47242(13) 0.0208(4) Uani 1 1 d . . . H26 H 0.2977 0.2317 0.4399 0.025 Uiso 1 1 calc R . . C33 C 0.15028(19) 0.51495(14) 0.44979(12) 0.0197(4) Uani 1 1 d . . . H33 H 0.1583 0.4618 0.5039 0.024 Uiso 1 1 calc R . . C21 C 0.42684(19) 0.34431(13) 0.42751(12) 0.0181(4) Uani 1 1 d . . . C7 C 0.34679(19) 0.16491(13) 0.08768(12) 0.0190(4) Uani 1 1 d . . . C32 C 0.14037(19) 0.61203(14) 0.45243(13) 0.0218(4) Uani 1 1 d . . . H32 H 0.1386 0.6262 0.5087 0.026 Uiso 1 1 calc R . . C14 C 0.61614(19) 0.22327(13) 0.20184(12) 0.0180(4) Uani 1 1 d . . . C48 C 0.2035(2) 0.44354(14) -0.25860(14) 0.0246(4) Uani 1 1 d . . . C8 C 0.37690(19) 0.14489(14) 0.00588(13) 0.0210(4) Uani 1 1 d . . . H8 H 0.4186 0.1934 -0.0448 0.025 Uiso 1 1 calc R . . C42 C 0.11279(19) 0.33076(14) 0.02165(12) 0.0192(4) Uani 1 1 d . . . C23 C 0.50964(19) 0.34876(14) 0.56601(13) 0.0213(4) Uani 1 1 d . . . H23 H 0.5641 0.3782 0.5982 0.026 Uiso 1 1 calc R . . C38 C -0.2055(2) 0.09902(14) 0.44742(13) 0.0211(4) Uani 1 1 d . . . N1 N 0.2330(2) -0.19014(13) 0.06302(12) 0.0356(5) Uani 1 1 d . . . C36 C -0.2151(2) 0.27314(14) 0.36637(13) 0.0213(4) Uani 1 1 d . . . H36 H -0.2635 0.3365 0.3527 0.026 Uiso 1 1 calc R . . C12 C 0.2869(2) 0.09544(14) 0.16293(13) 0.0223(4) Uani 1 1 d . . . H12 H 0.2673 0.1102 0.2190 0.027 Uiso 1 1 calc R . . C40 C -0.0129(2) 0.16845(14) 0.34235(13) 0.0259(5) Uani 1 1 d . . . H40 H 0.0775 0.1611 0.3131 0.031 Uiso 1 1 calc R . . C19 C 0.5630(2) 0.13574(14) 0.25731(13) 0.0230(4) Uani 1 1 d . . . H19 H 0.4774 0.1365 0.2940 0.028 Uiso 1 1 calc R . . N5 N -0.3113(2) -0.05037(13) 0.57157(13) 0.0388(5) Uani 1 1 d . . . C22 C 0.50603(19) 0.38850(14) 0.47343(13) 0.0201(4) Uani 1 1 d . . . H22 H 0.5571 0.4454 0.4416 0.024 Uiso 1 1 calc R . . C10 C 0.2859(2) -0.01682(14) 0.07285(13) 0.0233(4) Uani 1 1 d . . . C11 C 0.2562(2) 0.00443(14) 0.15519(14) 0.0261(5) Uani 1 1 d . . . H11 H 0.2148 -0.0438 0.2061 0.031 Uiso 1 1 calc R . . C9 C 0.3462(2) 0.05408(14) -0.00216(13) 0.0231(4) Uani 1 1 d . . . H9 H 0.3660 0.0399 -0.0585 0.028 Uiso 1 1 calc R . . C17 C 0.7629(2) 0.04642(14) 0.20764(13) 0.0236(4) Uani 1 1 d . . . O7 O 0.2609(2) -0.40345(12) 0.07036(11) 0.0492(5) Uani 1 1 d . . . H7 H 0.2350 -0.3443 0.0672 0.059 Uiso 1 1 calc R . . C13 C 0.2560(2) -0.11301(15) 0.06658(14) 0.0281(5) Uani 1 1 d . . . C46 C 0.1150(2) 0.31275(14) -0.12659(13) 0.0223(4) Uani 1 1 d . . . H46 H 0.0987 0.2748 -0.1656 0.027 Uiso 1 1 calc R . . C25 C 0.3538(2) 0.22294(14) 0.56540(13) 0.0237(4) Uani 1 1 d . . . H25 H 0.3009 0.1670 0.5973 0.028 Uiso 1 1 calc R . . C16 C 0.8168(2) 0.13582(15) 0.15467(14) 0.0276(5) Uani 1 1 d . . . H16 H 0.9052 0.1358 0.1208 0.033 Uiso 1 1 calc R . . C43 C 0.1599(2) 0.42608(14) -0.01281(13) 0.0237(4) Uani 1 1 d . . . H43 H 0.1723 0.4648 0.0264 0.028 Uiso 1 1 calc R . . C24 C 0.4341(2) 0.26610(14) 0.61241(13) 0.0224(4) Uani 1 1 d . . . C30 C 0.1389(2) 0.66853(14) 0.28954(13) 0.0251(5) Uani 1 1 d . . . H30 H 0.1374 0.7214 0.2348 0.030 Uiso 1 1 calc R . . C37 C -0.2751(2) 0.19199(14) 0.42850(13) 0.0240(4) Uani 1 1 d . . . H37 H -0.3648 0.1998 0.4586 0.029 Uiso 1 1 calc R . . C29 C 0.1469(2) 0.57141(14) 0.28676(13) 0.0231(4) Uani 1 1 d . . . H29 H 0.1514 0.5567 0.2306 0.028 Uiso 1 1 calc R . . C27 C 0.4413(2) 0.22471(15) 0.70877(14) 0.0278(5) Uani 1 1 d . . . N3 N 0.4508(2) 0.19088(14) 0.78475(12) 0.0417(5) Uani 1 1 d . . . C15 C 0.7430(2) 0.22457(14) 0.15091(13) 0.0237(4) Uani 1 1 d . . . H15 H 0.7789 0.2856 0.1138 0.028 Uiso 1 1 calc R . . C41 C -0.2661(2) 0.01587(15) 0.51585(14) 0.0259(5) Uani 1 1 d . . . C44 C 0.1885(2) 0.46378(14) -0.10537(13) 0.0252(5) Uani 1 1 d . . . H44 H 0.2228 0.5286 -0.1303 0.030 Uiso 1 1 calc R . . C31 C 0.1329(2) 0.68939(14) 0.37224(13) 0.0227(4) Uani 1 1 d . . . C39 C -0.0751(2) 0.08723(14) 0.40321(13) 0.0246(5) Uani 1 1 d . . . H39 H -0.0285 0.0233 0.4148 0.030 Uiso 1 1 calc R . . C18 C 0.6358(2) 0.04698(14) 0.25878(14) 0.0258(5) Uani 1 1 d . . . H18 H 0.5985 -0.0140 0.2951 0.031 Uiso 1 1 calc R . . C45 C 0.1671(2) 0.40711(14) -0.16236(12) 0.0214(4) Uani 1 1 d . . . C20 C 0.8419(2) -0.04511(16) 0.20865(15) 0.0296(5) Uani 1 1 d . . . C34 C 0.1193(2) 0.79145(16) 0.37442(14) 0.0310(5) Uani 1 1 d . . . N2 N 0.9058(2) -0.11674(14) 0.20816(15) 0.0436(5) Uani 1 1 d . . . N4 N 0.1078(2) 0.87249(14) 0.37479(13) 0.0462(6) Uani 1 1 d . . . C49 C 0.4044(3) -0.41839(19) 0.0837(2) 0.0624(9) Uani 1 1 d . . . H49A H 0.4578 -0.3716 0.0340 0.094 Uiso 1 1 calc R . . H49B H 0.4354 -0.4866 0.0851 0.094 Uiso 1 1 calc R . . H49C H 0.4202 -0.4074 0.1414 0.094 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 O1 0.0254(7) 0.0181(7) 0.0153(7) -0.0072(5) 0.0045(5) -0.0039(6) O4 0.0275(7) 0.0155(7) 0.0162(7) -0.0055(5) 0.0035(6) -0.0012(5) O3 0.0240(7) 0.0200(7) 0.0147(7) -0.0043(5) -0.0014(5) -0.0051(6) O5 0.0191(7) 0.0186(7) 0.0183(7) -0.0012(6) 0.0016(5) -0.0017(5) O2 0.0201(7) 0.0169(7) 0.0242(7) -0.0069(6) 0.0012(6) -0.0014(5) O6 0.0233(7) 0.0259(7) 0.0140(7) -0.0036(6) -0.0011(5) -0.0070(6) C3 0.0245(10) 0.0114(9) 0.0154(10) -0.0013(7) -0.0039(8) -0.0028(7) C4 0.0250(10) 0.0124(9) 0.0130(9) -0.0017(7) 0.0013(8) 0.0001(8) C1 0.0244(10) 0.0152(9) 0.0125(9) -0.0024(7) 0.0021(8) -0.0021(8) C5 0.0197(10) 0.0134(9) 0.0154(9) 0.0001(7) 0.0001(8) -0.0002(7) C28 0.0147(9) 0.0177(9) 0.0193(10) -0.0065(8) 0.0009(7) 0.0001(7) C2 0.0183(10) 0.0131(9) 0.0165(9) -0.0008(7) -0.0005(7) -0.0008(7) C6 0.0217(10) 0.0174(9) 0.0141(10) -0.0012(8) -0.0020(8) -0.0034(8) C35 0.0226(10) 0.0181(10) 0.0130(9) -0.0026(8) -0.0020(8) -0.0031(8) N6 0.0414(11) 0.0277(10) 0.0198(10) -0.0048(8) 0.0011(8) -0.0034(8) C47 0.0232(11) 0.0226(10) 0.0205(10) -0.0044(8) -0.0021(8) -0.0060(8) C26 0.0241(11) 0.0173(10) 0.0205(10) -0.0043(8) -0.0038(8) -0.0005(8) C33 0.0200(10) 0.0217(10) 0.0156(10) -0.0031(8) -0.0005(8) -0.0007(8) C21 0.0206(10) 0.0174(9) 0.0155(10) -0.0045(8) -0.0006(8) 0.0024(8) C7 0.0186(10) 0.0189(10) 0.0207(10) -0.0069(8) -0.0025(8) -0.0024(8) C32 0.0219(10) 0.0272(11) 0.0195(10) -0.0114(9) -0.0028(8) -0.0020(8) C14 0.0211(10) 0.0197(10) 0.0146(9) -0.0061(8) -0.0039(8) -0.0013(8) C48 0.0317(12) 0.0188(10) 0.0234(11) -0.0068(9) -0.0024(9) -0.0002(9) C8 0.0208(10) 0.0232(10) 0.0184(10) -0.0057(8) 0.0000(8) -0.0014(8) C42 0.0182(10) 0.0227(10) 0.0144(9) -0.0027(8) -0.0004(7) 0.0010(8) C23 0.0193(10) 0.0238(10) 0.0224(11) -0.0094(8) -0.0028(8) 0.0011(8) C38 0.0237(10) 0.0200(10) 0.0203(10) -0.0070(8) 0.0007(8) -0.0048(8) N1 0.0470(12) 0.0274(10) 0.0356(11) -0.0128(9) -0.0031(9) -0.0076(9) C36 0.0224(10) 0.0198(10) 0.0212(10) -0.0061(8) -0.0004(8) 0.0005(8) C12 0.0281(11) 0.0221(10) 0.0158(10) -0.0050(8) 0.0029(8) -0.0032(8) C40 0.0261(11) 0.0217(10) 0.0242(11) -0.0017(9) 0.0068(9) 0.0024(8) C19 0.0214(10) 0.0226(10) 0.0211(10) -0.0018(8) 0.0027(8) -0.0018(8) N5 0.0411(12) 0.0249(10) 0.0458(12) -0.0071(9) 0.0145(9) -0.0102(9) C22 0.0199(10) 0.0191(10) 0.0221(10) -0.0078(8) 0.0004(8) -0.0021(8) C10 0.0240(11) 0.0203(10) 0.0276(11) -0.0095(9) -0.0037(9) -0.0010(8) C11 0.0300(12) 0.0214(10) 0.0243(11) -0.0040(9) 0.0038(9) -0.0048(9) C9 0.0268(11) 0.0259(11) 0.0179(10) -0.0088(9) -0.0030(8) 0.0012(9) C17 0.0240(11) 0.0237(11) 0.0262(11) -0.0106(9) -0.0078(9) 0.0007(8) O7 0.0749(14) 0.0312(9) 0.0416(10) -0.0112(8) 0.0053(9) -0.0135(9) C13 0.0308(12) 0.0277(12) 0.0265(12) -0.0088(9) -0.0023(9) -0.0031(9) C46 0.0266(11) 0.0232(10) 0.0179(10) -0.0065(8) -0.0040(8) -0.0021(8) C25 0.0277(11) 0.0172(10) 0.0234(11) -0.0016(8) -0.0007(9) -0.0021(8) C16 0.0221(11) 0.0292(12) 0.0330(12) -0.0137(10) 0.0046(9) -0.0016(9) C43 0.0329(12) 0.0207(10) 0.0189(10) -0.0080(8) -0.0037(9) 0.0004(9) C24 0.0250(11) 0.0225(10) 0.0184(10) -0.0051(8) -0.0016(8) 0.0039(8) C30 0.0346(12) 0.0197(10) 0.0194(11) -0.0030(8) -0.0056(9) 0.0018(9) C37 0.0188(10) 0.0252(11) 0.0272(11) -0.0077(9) 0.0019(8) -0.0007(8) C29 0.0297(11) 0.0224(10) 0.0176(10) -0.0064(8) -0.0040(8) 0.0019(9) C27 0.0329(12) 0.0277(11) 0.0227(12) -0.0066(9) -0.0019(9) -0.0035(9) N3 0.0530(13) 0.0460(12) 0.0227(11) -0.0026(9) -0.0056(9) -0.0081(10) C15 0.0239(11) 0.0203(10) 0.0262(11) -0.0065(9) 0.0036(8) -0.0059(8) C41 0.0261(11) 0.0220(11) 0.0307(12) -0.0121(9) 0.0057(9) -0.0023(9) C44 0.0374(12) 0.0175(10) 0.0196(11) -0.0033(8) -0.0032(9) -0.0025(9) C31 0.0236(11) 0.0206(10) 0.0257(11) -0.0089(9) -0.0051(8) 0.0009(8) C39 0.0313(12) 0.0180(10) 0.0232(11) -0.0062(8) 0.0014(9) 0.0023(8) C18 0.0278(11) 0.0201(10) 0.0254(11) 0.0006(9) -0.0047(9) -0.0016(8) C45 0.0247(11) 0.0225(10) 0.0160(10) -0.0047(8) -0.0019(8) 0.0015(8) C20 0.0285(12) 0.0257(11) 0.0389(13) -0.0146(10) -0.0082(10) 0.0002(9) C34 0.0455(14) 0.0266(12) 0.0228(11) -0.0086(9) -0.0107(10) 0.0028(10) N2 0.0391(12) 0.0322(11) 0.0676(15) -0.0248(10) -0.0176(10) 0.0087(9) N4 0.0819(16) 0.0270(11) 0.0338(12) -0.0129(9) -0.0187(11) 0.0063(10) C49 0.058(2) 0.0377(15) 0.073(2) 0.0018(14) 0.0274(16) -0.0047(14) _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 O1 C1 1.379(2) . ? O1 C7 1.393(2) . ? O4 C4 1.381(2) . ? O4 C28 1.391(2) . ? O3 C3 1.378(2) . ? O3 C21 1.388(2) . ? O5 C5 1.385(2) . ? O5 C35 1.394(2) . ? O2 C2 1.375(2) . ? O2 C14 1.396(2) . ? O6 C6 1.379(2) . ? O6 C42 1.404(2) . ? C3 C4 1.387(3) . ? C3 C2 1.387(2) . ? C4 C5 1.389(2) . ? C1 C6 1.390(3) . ? C1 C2 1.393(2) . ? C5 C6 1.386(2) . ? C28 C33 1.382(2) . ? C28 C29 1.382(3) . ? C35 C36 1.383(3) . ? C35 C40 1.385(3) . ? N6 C48 1.144(2) . ? C47 C46 1.379(3) . ? C47 C42 1.382(3) . ? C47 H47 0.9500 . ? C26 C25 1.384(3) . ? C26 C21 1.387(2) . ? C26 H26 0.9500 . ? C33 C32 1.378(2) . ? C33 H33 0.9500 . ? C21 C22 1.385(2) . ? C7 C8 1.377(3) . ? C7 C12 1.386(3) . ? C32 C31 1.394(3) . ? C32 H32 0.9500 . ? C14 C15 1.378(3) . ? C14 C19 1.378(3) . ? C48 C45 1.441(3) . ? C8 C9 1.379(2) . ? C8 H8 0.9500 . ? C42 C43 1.384(3) . ? C23 C22 1.380(3) . ? C23 C24 1.388(3) . ? C23 H23 0.9500 . ? C38 C39 1.386(3) . ? C38 C37 1.388(3) . ? C38 C41 1.442(3) . ? N1 C13 1.144(2) . ? C36 C37 1.379(3) . ? C36 H36 0.9500 . ? C12 C11 1.380(3) . ? C12 H12 0.9500 . ? C40 C39 1.380(3) . ? C40 H40 0.9500 . ? C19 C18 1.381(3) . ? C19 H19 0.9500 . ? N5 C41 1.146(2) . ? C22 H22 0.9500 . ? C10 C11 1.393(3) . ? C10 C9 1.395(3) . ? C10 C13 1.441(3) . ? C11 H11 0.9500 . ? C9 H9 0.9500 . ? C17 C18 1.384(3) . ? C17 C16 1.389(3) . ? C17 C20 1.442(3) . ? O7 C49 1.402(3) . ? O7 H7 0.8400 . ? C46 C45 1.391(3) . ? C46 H46 0.9500 . ? C25 C24 1.395(3) . ? C25 H25 0.9500 . ? C16 C15 1.379(3) . ? C16 H16 0.9500 . ? C43 C44 1.380(3) . ? C43 H43 0.9500 . ? C24 C27 1.440(3) . ? C30 C29 1.379(3) . ? C30 C31 1.393(3) . ? C30 H30 0.9500 . ? C37 H37 0.9500 . ? C29 H29 0.9500 . ? C27 N3 1.142(2) . ? C15 H15 0.9500 . ? C44 C45 1.394(3) . ? C44 H44 0.9500 . ? C31 C34 1.445(3) . ? C39 H39 0.9500 . ? C18 H18 0.9500 . ? C20 N2 1.142(2) . ? C34 N4 1.142(2) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? 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 C1 O1 C7 118.13(13) . . ? C4 O4 C28 117.50(13) . . ? C3 O3 C21 119.39(14) . . ? C5 O5 C35 114.62(13) . . ? C2 O2 C14 117.72(14) . . ? C6 O6 C42 116.04(14) . . ? O3 C3 C4 121.35(16) . . ? O3 C3 C2 118.74(16) . . ? C4 C3 C2 119.83(17) . . ? O4 C4 C3 119.95(16) . . ? O4 C4 C5 119.34(16) . . ? C3 C4 C5 120.48(16) . . ? O1 C1 C6 121.13(16) . . ? O1 C1 C2 118.50(16) . . ? C6 C1 C2 120.28(17) . . ? O5 C5 C6 120.77(16) . . ? O5 C5 C4 119.50(16) . . ? C6 C5 C4 119.73(17) . . ? C33 C28 C29 121.98(17) . . ? C33 C28 O4 115.83(16) . . ? C29 C28 O4 122.12(16) . . ? O2 C2 C3 118.91(16) . . ? O2 C2 C1 121.25(16) . . ? C3 C2 C1 119.69(17) . . ? O6 C6 C5 118.80(16) . . ? O6 C6 C1 121.34(16) . . ? C5 C6 C1 119.63(17) . . ? C36 C35 C40 121.12(17) . . ? C36 C35 O5 116.02(16) . . ? C40 C35 O5 122.84(17) . . ? C46 C47 C42 119.35(18) . . ? C46 C47 H47 120.3 . . ? C42 C47 H47 120.3 . . ? C25 C26 C21 118.95(18) . . ? C25 C26 H26 120.5 . . ? C21 C26 H26 120.5 . . ? C32 C33 C28 119.13(17) . . ? C32 C33 H33 120.4 . . ? C28 C33 H33 120.4 . . ? C22 C21 C26 121.55(17) . . ? C22 C21 O3 114.74(16) . . ? C26 C21 O3 123.68(16) . . ? C8 C7 C12 121.51(17) . . ? C8 C7 O1 115.52(16) . . ? C12 C7 O1 122.97(16) . . ? C33 C32 C31 119.81(17) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C15 C14 C19 121.58(17) . . ? C15 C14 O2 116.11(16) . . ? C19 C14 O2 122.21(17) . . ? N6 C48 C45 178.8(2) . . ? C7 C8 C9 119.65(18) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C47 C42 C43 121.91(17) . . ? C47 C42 O6 115.95(16) . . ? C43 C42 O6 122.14(16) . . ? C22 C23 C24 120.38(18) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C39 C38 C37 119.91(17) . . ? C39 C38 C41 120.05(17) . . ? C37 C38 C41 119.98(17) . . ? C37 C36 C35 118.94(18) . . ? C37 C36 H36 120.5 . . ? C35 C36 H36 120.5 . . ? C11 C12 C7 119.01(18) . . ? C11 C12 H12 120.5 . . ? C7 C12 H12 120.5 . . ? C39 C40 C35 119.54(18) . . ? C39 C40 H40 120.2 . . ? C35 C40 H40 120.2 . . ? C14 C19 C18 119.06(18) . . ? C14 C19 H19 120.5 . . ? C18 C19 H19 120.5 . . ? C23 C22 C21 119.07(18) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C11 C10 C9 120.03(17) . . ? C11 C10 C13 119.35(18) . . ? C9 C10 C13 120.61(18) . . ? C12 C11 C10 120.13(18) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C8 C9 C10 119.67(18) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C18 C17 C16 119.59(18) . . ? C18 C17 C20 121.48(18) . . ? C16 C17 C20 118.93(18) . . ? C49 O7 H7 109.5 . . ? N1 C13 C10 178.8(2) . . ? C47 C46 C45 119.58(17) . . ? C47 C46 H46 120.2 . . ? C45 C46 H46 120.2 . . ? C26 C25 C24 120.12(18) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C15 C16 C17 120.45(18) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C44 C43 C42 118.58(18) . . ? C44 C43 H43 120.7 . . ? C42 C43 H43 120.7 . . ? C23 C24 C25 119.91(18) . . ? C23 C24 C27 119.51(18) . . ? C25 C24 C27 120.57(18) . . ? C29 C30 C31 120.30(18) . . ? C29 C30 H30 119.8 . . ? C31 C30 H30 119.8 . . ? C36 C37 C38 120.56(18) . . ? C36 C37 H37 119.7 . . ? C38 C37 H37 119.7 . . ? C30 C29 C28 118.59(18) . . ? C30 C29 H29 120.7 . . ? C28 C29 H29 120.7 . . ? N3 C27 C24 178.1(2) . . ? C14 C15 C16 118.95(18) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? N5 C41 C38 178.2(2) . . ? C43 C44 C45 120.20(18) . . ? C43 C44 H44 119.9 . . ? C45 C44 H44 119.9 . . ? C30 C31 C32 120.01(17) . . ? C30 C31 C34 119.72(18) . . ? C32 C31 C34 120.27(18) . . ? C40 C39 C38 119.90(18) . . ? C40 C39 H39 120.0 . . ? C38 C39 H39 120.0 . . ? C19 C18 C17 120.31(18) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C46 C45 C44 120.30(17) . . ? C46 C45 C48 118.97(17) . . ? C44 C45 C48 120.69(17) . . ? N2 C20 C17 178.8(3) . . ? N4 C34 C31 178.9(2) . . ? O7 C49 H49A 109.5 . . ? O7 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? O7 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.416 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.052 data_1.ACN _database_code_depnum_ccdc_archive 'CCDC 698338' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H24 N6 O6, C2 H3 N' _chemical_formula_sum 'C50 H27 N7 O6' _chemical_formula_weight 821.79 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 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 26.101(7) _cell_length_b 11.662(3) _cell_length_c 27.000(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8218(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1041 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 18.15 _exptl_crystal_description 'thin needle' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3392 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9796 _exptl_absorpt_correction_T_max 0.9955 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 33775 _diffrn_reflns_av_R_equivalents 0.1423 _diffrn_reflns_av_sigmaI/netI 0.1145 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.03 _reflns_number_total 7245 _reflns_number_gt 4146 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour 2001)' _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^)+(0.0791P)^2^+3.4405P] 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 7245 _refine_ls_number_parameters 569 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1482 _refine_ls_R_factor_gt 0.0789 _refine_ls_wR_factor_ref 0.1982 _refine_ls_wR_factor_gt 0.1669 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 O3 O 0.00805(10) 1.5789(2) 0.62571(10) 0.0215(7) Uani 1 1 d . . . O4 O -0.02812(10) 1.5288(2) 0.71933(10) 0.0240(7) Uani 1 1 d . . . O1 O -0.13358(10) 1.3831(2) 0.55309(10) 0.0242(7) Uani 1 1 d . . . O5 O -0.10987(10) 1.3773(2) 0.72909(10) 0.0256(7) Uani 1 1 d . . . O6 O -0.17129(10) 1.3325(2) 0.64828(10) 0.0233(7) Uani 1 1 d . . . O2 O -0.04496(10) 1.5134(2) 0.54367(9) 0.0241(7) Uani 1 1 d . . . C25 C -0.03008(17) 1.8755(4) 0.65348(16) 0.0305(11) Uani 1 1 d . . . H25 H -0.0589 1.9184 0.6644 0.037 Uiso 1 1 calc R . . C42 C -0.16967(16) 1.2149(4) 0.64115(15) 0.0227(10) Uani 1 1 d . . . C32 C 0.10630(16) 1.5232(4) 0.75406(15) 0.0264(10) Uani 1 1 d . . . H32 H 0.1313 1.5731 0.7679 0.032 Uiso 1 1 calc R . . C1 C -0.11024(15) 1.4269(4) 0.59502(14) 0.0202(10) Uani 1 1 d . . . C29 C 0.03398(16) 1.3767(4) 0.71175(15) 0.0243(10) Uani 1 1 d . . . H29 H 0.0091 1.3278 0.6971 0.029 Uiso 1 1 calc R . . C44 C -0.13288(16) 1.0433(4) 0.60942(15) 0.0279(11) Uani 1 1 d . . . H44 H -0.1067 1.0049 0.5915 0.033 Uiso 1 1 calc R . . C45 C -0.17363(16) 0.9807(4) 0.62893(15) 0.0247(10) Uani 1 1 d . . . N4 N 0.20828(14) 1.3291(3) 0.76439(13) 0.0308(9) Uani 1 1 d . . . C3 C -0.03786(14) 1.5219(3) 0.63115(15) 0.0197(10) Uani 1 1 d . . . C26 C -0.03371(16) 1.7583(4) 0.64846(15) 0.0247(10) Uani 1 1 d . . . H26 H -0.0651 1.7203 0.6554 0.030 Uiso 1 1 calc R . . C15 C -0.07415(15) 1.5279(4) 0.46135(15) 0.0228(10) Uani 1 1 d . . . H15 H -0.0540 1.4626 0.4535 0.027 Uiso 1 1 calc R . . C30 C 0.08326(16) 1.3380(4) 0.72038(15) 0.0266(10) Uani 1 1 d . . . H30 H 0.0926 1.2621 0.7114 0.032 Uiso 1 1 calc R . . C9 C -0.24232(16) 1.4222(4) 0.47226(16) 0.0291(11) Uani 1 1 d . . . H9 H -0.2557 1.3883 0.4430 0.035 Uiso 1 1 calc R . . C47 C -0.21087(15) 1.1547(4) 0.66058(15) 0.0222(10) Uani 1 1 d . . . H47 H -0.2375 1.1937 0.6777 0.027 Uiso 1 1 calc R . . C14 C -0.07554(15) 1.5697(4) 0.50915(15) 0.0201(10) Uani 1 1 d . . . C46 C -0.21263(16) 1.0373(4) 0.65462(15) 0.0245(10) Uani 1 1 d . . . H46 H -0.2404 0.9948 0.6680 0.029 Uiso 1 1 calc R . . C4 C -0.05453(15) 1.4894(4) 0.67812(14) 0.0211(10) Uani 1 1 d . . . C33 C 0.05668(16) 1.5617(4) 0.74539(15) 0.0258(10) Uani 1 1 d . . . H33 H 0.0471 1.6380 0.7536 0.031 Uiso 1 1 calc R . . C8 C -0.19814(16) 1.3800(4) 0.49296(15) 0.0265(11) Uani 1 1 d . . . H8 H -0.1808 1.3174 0.4780 0.032 Uiso 1 1 calc R . . C6 C -0.12637(15) 1.3946(3) 0.64149(15) 0.0198(10) Uani 1 1 d . . . C2 C -0.06565(15) 1.4897(3) 0.58960(14) 0.0200(10) Uani 1 1 d . . . C31 C 0.11894(16) 1.4097(4) 0.74209(15) 0.0236(10) Uani 1 1 d . . . C5 C -0.09812(16) 1.4243(4) 0.68341(15) 0.0220(10) Uani 1 1 d . . . N5 N -0.31299(16) 1.5708(4) 0.85725(14) 0.0396(10) Uani 1 1 d . . . C24 C 0.01547(18) 1.9310(4) 0.64268(16) 0.0307(11) Uani 1 1 d . . . C21 C 0.00839(15) 1.6964(4) 0.63339(14) 0.0209(10) Uani 1 1 d . . . C12 C -0.20362(16) 1.5205(4) 0.55788(15) 0.0263(10) Uani 1 1 d . . . H12 H -0.1902 1.5535 0.5873 0.032 Uiso 1 1 calc R . . C34 C 0.16934(17) 1.3662(4) 0.75344(16) 0.0243(10) Uani 1 1 d . . . C40 C -0.17295(15) 1.5271(4) 0.74506(15) 0.0247(10) Uani 1 1 d . . . H40 H -0.1600 1.5735 0.7190 0.030 Uiso 1 1 calc R . . C16 C -0.10242(16) 1.5822(4) 0.42521(15) 0.0274(11) Uani 1 1 d . . . H16 H -0.1016 1.5549 0.3921 0.033 Uiso 1 1 calc R . . C35 C -0.15141(16) 1.4209(4) 0.75530(15) 0.0233(10) Uani 1 1 d . . . C48 C -0.17473(17) 0.8585(5) 0.62257(17) 0.0331(12) Uani 1 1 d . . . N2 N -0.18804(16) 1.7733(4) 0.37000(16) 0.0461(12) Uani 1 1 d . . . C7 C -0.17918(15) 1.4291(4) 0.53571(15) 0.0219(10) Uani 1 1 d . . . N6 N -0.17357(17) 0.7608(4) 0.61867(16) 0.0489(12) Uani 1 1 d . . . C39 C -0.21374(16) 1.5636(4) 0.77365(15) 0.0255(10) Uani 1 1 d . . . H39 H -0.2289 1.6362 0.7672 0.031 Uiso 1 1 calc R . . C28 C 0.02171(15) 1.4876(4) 0.72480(14) 0.0215(10) Uani 1 1 d . . . C38 C -0.23277(16) 1.4966(4) 0.81128(15) 0.0259(11) Uani 1 1 d . . . C22 C 0.05479(16) 1.7500(4) 0.62387(16) 0.0288(11) Uani 1 1 d . . . H22 H 0.0838 1.7062 0.6142 0.035 Uiso 1 1 calc R . . C37 C -0.21022(16) 1.3900(4) 0.82180(15) 0.0283(11) Uani 1 1 d . . . H37 H -0.2228 1.3439 0.8481 0.034 Uiso 1 1 calc R . . C41 C -0.27686(18) 1.5359(4) 0.83805(16) 0.0327(12) Uani 1 1 d . . . C43 C -0.13031(16) 1.1604(4) 0.61590(15) 0.0249(10) Uani 1 1 d . . . H43 H -0.1021 1.2029 0.6033 0.030 Uiso 1 1 calc R . . C19 C -0.10387(16) 1.6645(4) 0.52153(16) 0.0280(11) Uani 1 1 d . . . H19 H -0.1038 1.6926 0.5546 0.034 Uiso 1 1 calc R . . C18 C -0.13253(17) 1.7186(4) 0.48525(16) 0.0320(11) Uani 1 1 d . . . H18 H -0.1525 1.7842 0.4933 0.038 Uiso 1 1 calc R . . C17 C -0.13205(16) 1.6767(4) 0.43728(15) 0.0280(11) Uani 1 1 d . . . C36 C -0.16906(16) 1.3527(4) 0.79311(15) 0.0266(11) Uani 1 1 d . . . H36 H -0.1534 1.2808 0.7997 0.032 Uiso 1 1 calc R . . C27 C 0.0173(2) 2.0555(5) 0.64387(18) 0.0413(13) Uani 1 1 d . . . C11 C -0.24794(16) 1.5634(4) 0.53667(15) 0.0282(11) Uani 1 1 d . . . H11 H -0.2650 1.6267 0.5515 0.034 Uiso 1 1 calc R . . N3 N 0.0166(2) 2.1528(4) 0.64421(17) 0.0612(14) Uani 1 1 d . . . C10 C -0.26758(16) 1.5144(4) 0.49392(15) 0.0260(11) Uani 1 1 d . . . C20 C -0.16274(18) 1.7320(4) 0.39954(17) 0.0335(12) Uani 1 1 d . . . C23 C 0.05837(18) 1.8679(4) 0.62861(16) 0.0347(12) Uani 1 1 d . . . H23 H 0.0900 1.9056 0.6223 0.042 Uiso 1 1 calc R . . C13 C -0.31370(19) 1.5607(4) 0.47282(17) 0.0386(13) Uani 1 1 d . . . N1 N -0.35007(17) 1.5991(4) 0.45599(18) 0.0603(14) Uani 1 1 d . . . C50 C 0.0252(2) 0.8010(5) 0.4862(2) 0.0579(17) Uani 1 1 d . . . H50A H 0.0124 0.7815 0.4531 0.087 Uiso 1 1 calc R . . H50B H 0.0333 0.7305 0.5044 0.087 Uiso 1 1 calc R . . H50C H 0.0562 0.8480 0.4831 0.087 Uiso 1 1 calc R . . C49 C -0.0133(3) 0.8642(6) 0.5126(2) 0.0702(19) Uani 1 1 d . . . N7 N -0.0451(2) 0.9184(6) 0.5337(2) 0.0905(19) 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 O3 0.0182(15) 0.0209(17) 0.0254(17) -0.0030(13) 0.0000(12) -0.0001(13) O4 0.0233(16) 0.0303(19) 0.0184(16) -0.0056(13) -0.0031(12) 0.0017(14) O1 0.0224(16) 0.0267(18) 0.0236(17) -0.0069(13) -0.0048(13) 0.0027(13) O5 0.0274(17) 0.0267(18) 0.0227(17) 0.0071(13) 0.0033(13) 0.0047(14) O6 0.0201(15) 0.0197(17) 0.0303(17) -0.0012(13) 0.0029(13) -0.0003(13) O2 0.0189(15) 0.0348(19) 0.0186(16) 0.0007(13) 0.0008(12) 0.0030(14) C25 0.032(3) 0.026(3) 0.034(3) -0.004(2) 0.002(2) 0.002(2) C42 0.024(2) 0.022(3) 0.022(2) -0.0019(19) -0.0049(19) -0.002(2) C32 0.024(2) 0.026(3) 0.030(3) 0.000(2) -0.0028(19) 0.000(2) C1 0.022(2) 0.021(2) 0.018(2) -0.0038(18) -0.0035(18) 0.0030(19) C29 0.025(2) 0.022(3) 0.025(3) -0.004(2) -0.0049(19) -0.004(2) C44 0.024(2) 0.028(3) 0.032(3) -0.002(2) 0.006(2) 0.003(2) C45 0.028(2) 0.020(3) 0.025(2) -0.005(2) 0.0002(19) 0.005(2) N4 0.029(2) 0.029(2) 0.034(2) -0.0032(18) -0.0011(18) 0.0061(19) C3 0.013(2) 0.022(2) 0.024(2) -0.0017(19) -0.0008(17) 0.0011(19) C26 0.019(2) 0.028(3) 0.028(3) -0.002(2) 0.0003(19) -0.002(2) C15 0.018(2) 0.028(3) 0.023(2) -0.007(2) 0.0013(18) 0.003(2) C30 0.030(3) 0.021(3) 0.029(3) -0.002(2) -0.004(2) 0.002(2) C9 0.026(3) 0.039(3) 0.022(2) -0.006(2) -0.005(2) -0.008(2) C47 0.018(2) 0.022(3) 0.026(2) 0.0003(19) -0.0012(19) 0.0047(19) C14 0.018(2) 0.021(2) 0.022(2) 0.0015(19) -0.0010(18) -0.0027(19) C46 0.019(2) 0.029(3) 0.025(2) 0.002(2) -0.0025(19) -0.004(2) C4 0.020(2) 0.021(3) 0.022(2) -0.0007(19) -0.0022(18) 0.004(2) C33 0.029(3) 0.025(3) 0.023(2) 0.000(2) -0.003(2) 0.002(2) C8 0.024(2) 0.031(3) 0.024(3) -0.005(2) 0.001(2) -0.001(2) C6 0.015(2) 0.018(2) 0.027(3) 0.0008(19) 0.0007(18) 0.0041(19) C2 0.021(2) 0.021(2) 0.019(2) 0.0000(19) 0.0017(18) 0.0053(19) C31 0.024(2) 0.024(3) 0.022(2) 0.0024(19) 0.0023(19) -0.001(2) C5 0.025(2) 0.021(3) 0.020(2) 0.0029(19) 0.0031(19) 0.007(2) N5 0.034(2) 0.047(3) 0.037(2) 0.001(2) 0.002(2) 0.000(2) C24 0.042(3) 0.026(3) 0.024(3) -0.006(2) 0.002(2) -0.003(2) C21 0.022(2) 0.028(3) 0.012(2) -0.0082(19) 0.0016(17) -0.002(2) C12 0.025(2) 0.032(3) 0.021(2) -0.003(2) -0.0050(19) -0.002(2) C34 0.027(3) 0.019(2) 0.027(3) -0.001(2) 0.002(2) 0.000(2) C40 0.024(2) 0.028(3) 0.022(2) 0.002(2) -0.0003(19) -0.007(2) C16 0.026(2) 0.037(3) 0.020(2) -0.002(2) 0.0030(19) -0.001(2) C35 0.024(2) 0.026(3) 0.020(2) -0.004(2) -0.0031(19) -0.002(2) C48 0.029(3) 0.036(3) 0.035(3) -0.010(2) 0.013(2) -0.005(2) N2 0.047(3) 0.050(3) 0.041(3) 0.009(2) -0.005(2) 0.016(2) C7 0.016(2) 0.028(3) 0.022(2) -0.001(2) 0.0004(18) -0.0051(19) N6 0.053(3) 0.032(3) 0.062(3) -0.012(2) 0.029(2) -0.011(2) C39 0.030(3) 0.022(3) 0.025(2) -0.003(2) -0.005(2) -0.004(2) C28 0.018(2) 0.030(3) 0.016(2) 0.0039(19) -0.0010(17) 0.003(2) C38 0.027(2) 0.030(3) 0.021(2) -0.004(2) -0.0007(19) -0.002(2) C22 0.024(2) 0.032(3) 0.030(3) -0.009(2) 0.002(2) -0.003(2) C37 0.031(3) 0.032(3) 0.022(2) 0.007(2) -0.002(2) -0.004(2) C41 0.032(3) 0.038(3) 0.028(3) 0.001(2) 0.002(2) -0.007(2) C43 0.023(2) 0.019(3) 0.033(3) 0.001(2) 0.006(2) -0.002(2) C19 0.030(3) 0.032(3) 0.021(3) -0.002(2) 0.001(2) 0.000(2) C18 0.038(3) 0.023(3) 0.035(3) -0.002(2) 0.002(2) 0.010(2) C17 0.024(2) 0.038(3) 0.023(3) 0.004(2) -0.0016(19) 0.008(2) C36 0.030(3) 0.024(3) 0.026(3) 0.008(2) -0.001(2) 0.001(2) C27 0.055(4) 0.033(3) 0.036(3) -0.007(2) 0.006(2) -0.005(3) C11 0.027(2) 0.032(3) 0.026(3) 0.000(2) 0.000(2) 0.004(2) N3 0.099(4) 0.027(3) 0.057(3) -0.012(2) 0.013(3) -0.010(3) C10 0.023(2) 0.027(3) 0.028(3) 0.004(2) -0.0054(19) -0.004(2) C20 0.032(3) 0.042(3) 0.027(3) -0.003(2) 0.003(2) 0.007(2) C23 0.036(3) 0.043(3) 0.025(3) -0.004(2) 0.005(2) -0.018(2) C13 0.032(3) 0.045(3) 0.039(3) -0.005(2) -0.011(2) 0.003(3) N1 0.044(3) 0.065(4) 0.071(3) -0.008(3) -0.034(3) 0.007(3) C50 0.047(4) 0.075(5) 0.052(4) -0.001(3) 0.018(3) 0.014(3) C49 0.080(5) 0.066(5) 0.065(5) 0.001(4) 0.008(4) -0.005(4) N7 0.078(4) 0.109(5) 0.085(4) -0.021(4) 0.020(3) -0.001(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 O3 C3 1.378(5) . ? O3 C21 1.386(5) . ? O4 C4 1.387(5) . ? O4 C28 1.394(5) . ? O1 C1 1.383(4) . ? O1 C7 1.387(5) . ? O5 C5 1.384(5) . ? O5 C35 1.391(5) . ? O6 C42 1.386(5) . ? O6 C6 1.390(5) . ? O2 C2 1.381(4) . ? O2 C14 1.392(5) . ? C25 C26 1.377(6) . ? C25 C24 1.385(6) . ? C25 H25 0.9500 . ? C42 C43 1.387(6) . ? C42 C47 1.388(6) . ? C32 C33 1.391(6) . ? C32 C31 1.402(6) . ? C32 H32 0.9500 . ? C1 C6 1.376(5) . ? C1 C2 1.383(6) . ? C29 C28 1.378(6) . ? C29 C30 1.383(6) . ? C29 H29 0.9500 . ? C44 C43 1.379(6) . ? C44 C45 1.393(6) . ? C44 H44 0.9500 . ? C45 C46 1.398(6) . ? C45 C48 1.435(7) . ? N4 C34 1.144(5) . ? C3 C2 1.388(5) . ? C3 C4 1.393(5) . ? C26 C21 1.376(6) . ? C26 H26 0.9500 . ? C15 C16 1.377(6) . ? C15 C14 1.380(5) . ? C15 H15 0.9500 . ? C30 C31 1.382(6) . ? C30 H30 0.9500 . ? C9 C8 1.373(6) . ? C9 C10 1.390(6) . ? C9 H9 0.9500 . ? C47 C46 1.379(6) . ? C47 H47 0.9500 . ? C14 C19 1.371(6) . ? C46 H46 0.9500 . ? C4 C5 1.375(6) . ? C33 C28 1.375(6) . ? C33 H33 0.9500 . ? C8 C7 1.380(6) . ? C8 H8 0.9500 . ? C6 C5 1.394(6) . ? C31 C34 1.443(6) . ? N5 C41 1.150(6) . ? C24 C23 1.393(6) . ? C24 C27 1.453(7) . ? C21 C22 1.387(6) . ? C12 C7 1.379(6) . ? C12 C11 1.384(6) . ? C12 H12 0.9500 . ? C40 C39 1.382(6) . ? C40 C35 1.388(6) . ? C40 H40 0.9500 . ? C16 C17 1.385(6) . ? C16 H16 0.9500 . ? C35 C36 1.374(6) . ? C48 N6 1.144(6) . ? N2 C20 1.142(5) . ? C39 C38 1.375(6) . ? C39 H39 0.9500 . ? C38 C37 1.405(6) . ? C38 C41 1.434(6) . ? C22 C23 1.384(6) . ? C22 H22 0.9500 . ? C37 C36 1.394(6) . ? C37 H37 0.9500 . ? C43 H43 0.9500 . ? C19 C18 1.385(6) . ? C19 H19 0.9500 . ? C18 C17 1.384(6) . ? C18 H18 0.9500 . ? C17 C20 1.448(6) . ? C36 H36 0.9500 . ? C27 N3 1.134(6) . ? C11 C10 1.386(6) . ? C11 H11 0.9500 . ? C10 C13 1.437(6) . ? C23 H23 0.9500 . ? C13 N1 1.144(6) . ? C50 C49 1.435(8) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C49 N7 1.188(8) . ? 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 C3 O3 C21 117.8(3) . . ? C4 O4 C28 115.7(3) . . ? C1 O1 C7 120.8(3) . . ? C5 O5 C35 118.8(3) . . ? C42 O6 C6 118.1(3) . . ? C2 O2 C14 118.1(3) . . ? C26 C25 C24 120.2(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? O6 C42 C43 123.0(4) . . ? O6 C42 C47 115.1(4) . . ? C43 C42 C47 121.8(4) . . ? C33 C32 C31 119.0(4) . . ? C33 C32 H32 120.5 . . ? C31 C32 H32 120.5 . . ? C6 C1 C2 119.9(4) . . ? C6 C1 O1 120.7(4) . . ? C2 C1 O1 118.6(3) . . ? C28 C29 C30 118.6(4) . . ? C28 C29 H29 120.7 . . ? C30 C29 H29 120.7 . . ? C43 C44 C45 120.5(4) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C44 C45 C46 119.7(4) . . ? C44 C45 C48 119.4(4) . . ? C46 C45 C48 120.9(4) . . ? O3 C3 C2 119.9(3) . . ? O3 C3 C4 120.0(3) . . ? C2 C3 C4 119.9(4) . . ? C21 C26 C25 119.6(4) . . ? C21 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C16 C15 C14 119.1(4) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C31 C30 C29 120.1(4) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C8 C9 C10 120.3(4) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C46 C47 C42 119.0(4) . . ? C46 C47 H47 120.5 . . ? C42 C47 H47 120.5 . . ? C19 C14 C15 121.8(4) . . ? C19 C14 O2 121.8(4) . . ? C15 C14 O2 116.4(4) . . ? C47 C46 C45 120.2(4) . . ? C47 C46 H46 119.9 . . ? C45 C46 H46 119.9 . . ? C5 C4 O4 120.7(4) . . ? C5 C4 C3 120.2(4) . . ? O4 C4 C3 119.0(4) . . ? C28 C33 C32 118.9(4) . . ? C28 C33 H33 120.6 . . ? C32 C33 H33 120.6 . . ? C9 C8 C7 119.5(4) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C1 C6 O6 121.4(4) . . ? C1 C6 C5 120.7(4) . . ? O6 C6 C5 117.9(3) . . ? O2 C2 C1 122.0(3) . . ? O2 C2 C3 117.9(4) . . ? C1 C2 C3 119.8(4) . . ? C30 C31 C32 120.7(4) . . ? C30 C31 C34 119.5(4) . . ? C32 C31 C34 119.8(4) . . ? C4 C5 O5 119.6(4) . . ? C4 C5 C6 119.4(4) . . ? O5 C5 C6 120.5(4) . . ? C25 C24 C23 120.0(4) . . ? C25 C24 C27 119.4(4) . . ? C23 C24 C27 120.5(5) . . ? C26 C21 O3 123.9(4) . . ? C26 C21 C22 121.1(4) . . ? O3 C21 C22 115.0(4) . . ? C7 C12 C11 119.1(4) . . ? C7 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? N4 C34 C31 176.7(5) . . ? C39 C40 C35 118.4(4) . . ? C39 C40 H40 120.8 . . ? C35 C40 H40 120.8 . . ? C15 C16 C17 119.9(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C36 C35 C40 121.9(4) . . ? C36 C35 O5 115.4(4) . . ? C40 C35 O5 122.7(4) . . ? N6 C48 C45 176.9(6) . . ? C12 C7 C8 121.2(4) . . ? C12 C7 O1 123.3(4) . . ? C8 C7 O1 115.5(4) . . ? C38 C39 C40 121.0(4) . . ? C38 C39 H39 119.5 . . ? C40 C39 H39 119.5 . . ? C33 C28 C29 122.6(4) . . ? C33 C28 O4 116.4(4) . . ? C29 C28 O4 120.9(4) . . ? C39 C38 C37 120.1(4) . . ? C39 C38 C41 118.7(4) . . ? C37 C38 C41 121.1(4) . . ? C23 C22 C21 119.3(4) . . ? C23 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? C36 C37 C38 119.1(4) . . ? C36 C37 H37 120.4 . . ? C38 C37 H37 120.4 . . ? N5 C41 C38 176.2(5) . . ? C44 C43 C42 118.7(4) . . ? C44 C43 H43 120.6 . . ? C42 C43 H43 120.6 . . ? C14 C19 C18 119.1(4) . . ? C14 C19 H19 120.5 . . ? C18 C19 H19 120.5 . . ? C17 C18 C19 119.7(4) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C18 C17 C16 120.4(4) . . ? C18 C17 C20 119.8(4) . . ? C16 C17 C20 119.8(4) . . ? C35 C36 C37 119.4(4) . . ? C35 C36 H36 120.3 . . ? C37 C36 H36 120.3 . . ? N3 C27 C24 177.0(6) . . ? C12 C11 C10 120.3(4) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C10 C9 119.6(4) . . ? C11 C10 C13 119.1(4) . . ? C9 C10 C13 121.4(4) . . ? N2 C20 C17 178.0(5) . . ? C22 C23 C24 119.7(4) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? N1 C13 C10 179.0(6) . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? N7 C49 C50 178.6(8) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.604 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.064