# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_year ? _journal_page_first ? _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Philip Coppens' 'Bao-Qing Ma' _publ_contact_author_name 'Philip Coppens' _publ_contact_author_address ; Prof Philip Coppens Department of Chemistry SUNY at Buffalo 732 NSC, SUNY at Buffalo Buffalo New York 14260 UNITED STATES OF AMERICA ; _publ_contact_author_email COPPENS@ACSU.BUFFALO.EDU _publ_section_title ; Formation of pyrene nano-rods within a supramolecular framework ; data_c _database_code_CSD 213794 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C59 H38 N6 O6' _chemical_formula_weight 926.95 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 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 36.822(3) _cell_length_b 18.7938(16) _cell_length_c 12.9043(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.533(4) _cell_angle_gamma 90.00 _cell_volume 8929.8(12) _cell_formula_units_Z 8 _cell_measurement_temperature 90(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3856 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(1) _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 'SMART CCD 1000' _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 53391 _diffrn_reflns_av_R_equivalents 0.1280 _diffrn_reflns_av_sigmaI/netI 0.1534 _diffrn_reflns_limit_h_min -52 _diffrn_reflns_limit_h_max 52 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.11 _diffrn_reflns_theta_max 31.16 _reflns_number_total 12922 _reflns_number_gt 5061 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SMART _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics XP _computing_publication_material XCIF _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=20 _refine_ls_matrix_type full _refine_ls_weighting_scheme calc=20 _refine_ls_weighting_details 'calc w==1/[\s^2^(Fo^2^)+(0.1151P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0061(4) _refine_ls_extinction_expression Fc^*^==kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 12922 _refine_ls_number_parameters 852 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2065 _refine_ls_R_factor_gt 0.0765 _refine_ls_wR_factor_ref 0.2359 _refine_ls_wR_factor_gt 0.1659 _refine_ls_goodness_of_fit_ref 0.922 _refine_ls_restrained_S_all 0.922 _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 0.41505(19) 0.8874(3) 0.0952(6) 0.0239(14) Uani 0.50 1 d P . . O1 O 0.41173(17) 0.8577(3) 0.0886(6) 0.0233(13) Uani 0.50 1 d P . . O2' O 0.41659(10) 1.0051(2) 0.0907(3) 0.0213(9) Uani 0.50 1 d P . . O2 O 0.41667(12) 0.9706(2) 0.1347(4) 0.0229(9) Uani 0.50 1 d P . . O3 O 0.28995(7) 0.75635(11) 0.12062(17) 0.0424(6) Uani 1 1 d . . . O4 O 0.24176(6) 0.82849(10) 0.13257(16) 0.0271(5) Uani 1 1 d . . . O5 O 0.25197(6) 1.07760(11) 0.10307(17) 0.0332(5) Uani 1 1 d . . . O6 O 0.30523(6) 1.13580(11) 0.10723(16) 0.0388(6) Uani 1 1 d . . . C1 C 0.39873(10) 0.9324(4) 0.1022(3) 0.083(2) Uani 1 1 d . . . C2 C 0.27708(8) 0.81548(15) 0.1235(2) 0.0267(7) Uani 1 1 d . . . C3 C 0.28758(8) 1.08067(15) 0.1067(2) 0.0257(6) Uani 1 1 d . . . C4 C 0.35849(8) 0.9363(2) 0.1076(2) 0.0372(9) Uani 1 1 d . . . C5 C 0.33741(8) 0.8757(2) 0.1127(2) 0.0323(8) Uani 1 1 d . . . C6 C 0.29977(7) 0.88097(14) 0.1181(2) 0.0208(6) Uani 1 1 d . . . C7 C 0.28358(7) 0.94799(14) 0.1169(2) 0.0185(6) Uani 1 1 d . . . C8 C 0.30468(7) 1.00882(15) 0.1101(2) 0.0217(6) Uani 1 1 d . . . C9 C 0.34227(8) 1.0020(2) 0.1072(2) 0.0320(8) Uani 1 1 d . . . C10' C 0.00842(17) 0.3489(4) 0.1324(5) 0.0212(12) Uani 0.50 1 d P . . C10 C 0.0049(2) 0.3935(4) 0.1181(6) 0.0225(14) Uani 0.50 1 d P . . C11 C 0.0425(2) 0.3911(5) 0.1184(6) 0.0250(17) Uani 0.50 1 d P . . C11' C 0.04612(19) 0.3579(5) 0.1386(6) 0.0204(14) Uani 0.50 1 d P . . C12 C 0.06175(9) 0.4366(3) 0.1323(3) 0.0579(13) Uani 1 1 d . . . C13' C 0.03785(14) 0.4779(3) 0.0905(4) 0.0174(11) Uani 0.50 1 d P . . H13' H 0.0461 0.5202 0.0617 0.021 Uiso 1 1 calc R . . C13 C 0.04421(14) 0.5111(3) 0.1748(4) 0.0191(11) Uani 0.50 1 d P . . C14' C 0.00129(15) 0.4647(3) 0.0851(4) 0.0206(12) Uani 0.50 1 d P . . H14' H -0.0140 0.5020 0.0664 0.025 Uiso 1 1 calc R . . C14 C 0.00620(15) 0.5103(3) 0.1746(4) 0.0219(12) Uani 0.50 1 d P . . C15 C 0.10167(8) 0.44043(18) 0.1342(2) 0.0322(8) Uani 1 1 d . . . C16 C 0.15299(8) 0.50603(15) 0.1407(2) 0.0235(6) Uani 1 1 d . . . C17 C 0.15616(7) 0.38638(14) 0.1325(2) 0.0178(6) Uani 1 1 d . . . C18 C 0.17082(8) 0.57649(14) 0.1447(2) 0.0258(6) Uani 1 1 d . . . C19 C 0.20832(9) 0.58151(15) 0.1435(2) 0.0263(7) Uani 1 1 d . . . C20 C 0.22463(10) 0.64813(15) 0.1447(2) 0.0325(7) Uani 1 1 d . . . C21 C 0.16872(12) 0.70267(17) 0.1507(2) 0.0424(9) Uani 1 1 d . . . C22 C 0.15081(11) 0.63904(16) 0.1496(2) 0.0354(8) Uani 1 1 d . . . C23 C 0.17795(7) 0.31989(14) 0.1295(2) 0.0185(6) Uani 1 1 d . . . C24 C 0.16099(9) 0.25401(15) 0.1271(2) 0.0268(7) Uani 1 1 d . . . C25 C 0.18254(10) 0.19400(16) 0.1215(2) 0.0332(8) Uani 1 1 d . . . C26 C 0.23505(9) 0.26032(15) 0.1232(2) 0.0258(6) Uani 1 1 d . . . C27 C 0.21561(7) 0.32302(15) 0.1281(2) 0.0210(6) Uani 1 1 d . . . C28 C 0.00611(14) 0.3043(2) 0.8830(3) 0.0581(11) Uani 1 1 d . . . C29 C 0.04186(13) 0.3220(2) 0.8795(3) 0.0542(11) Uani 1 1 d . . . C30 C 0.06952(12) 0.2684(2) 0.8789(3) 0.0507(10) Uani 1 1 d . . . C31 C 0.10648(13) 0.2843(3) 0.8777(3) 0.0599(14) Uani 1 1 d . . . C32 C 0.13225(13) 0.2307(3) 0.8758(3) 0.0609(12) Uani 1 1 d . . . C33 C 0.12177(11) 0.1607(3) 0.8750(3) 0.0517(11) Uani 1 1 d . . . C34 C 0.08489(10) 0.1415(2) 0.8750(3) 0.0451(9) Uani 1 1 d . . . C35 C 0.07308(12) 0.0694(2) 0.8727(3) 0.0478(9) Uani 1 1 d . . . C36 C 0.03779(11) 0.0516(2) 0.8761(3) 0.0473(10) Uani 1 1 d . . . C37 C 0.00977(10) 0.10623(19) 0.8824(2) 0.0421(9) Uani 1 1 d . . . C38 C -0.02665(11) 0.0888(2) 0.8859(3) 0.0511(10) Uani 1 1 d . . . C39 C -0.05243(12) 0.1418(3) 0.8894(3) 0.0589(12) Uani 1 1 d . . . C40 C -0.04246(12) 0.2124(3) 0.8894(3) 0.0552(11) Uani 1 1 d . . . C41 C -0.00606(11) 0.2324(2) 0.8851(3) 0.0468(10) Uani 1 1 d . . . C42 C 0.02095(10) 0.17782(19) 0.8818(2) 0.0408(9) Uani 1 1 d . . . C43 C 0.05829(10) 0.19579(18) 0.8791(2) 0.0388(8) Uani 1 1 d . . . C44 C 0.12238(9) 0.18613(17) 0.4246(3) 0.0341(8) Uani 1 1 d . . . C45 C 0.15232(9) 0.15075(18) 0.4555(3) 0.0344(8) Uani 1 1 d . . . C46 C 0.16506(8) 0.08953(16) 0.3998(2) 0.0298(7) Uani 1 1 d . . . C47 C 0.19488(10) 0.0504(2) 0.4338(3) 0.0451(9) Uani 1 1 d . . . C48 C 0.20646(12) -0.0082(2) 0.3797(3) 0.0517(10) Uani 1 1 d . . . C49 C 0.18977(11) -0.02741(19) 0.2892(3) 0.0507(11) Uani 1 1 d . . . C50 C 0.15926(9) 0.00990(16) 0.2510(2) 0.0361(8) Uani 1 1 d . . . C51 C 0.13978(13) -0.0097(2) 0.1584(3) 0.0503(10) Uani 1 1 d . . . C52 C 0.11107(12) 0.0254(2) 0.1260(3) 0.0506(11) Uani 1 1 d . . . C53 C 0.09670(9) 0.0860(2) 0.1832(3) 0.0404(9) Uani 1 1 d . . . C54 C 0.06554(10) 0.1242(3) 0.1527(3) 0.0639(14) Uani 1 1 d . . . C55 C 0.05311(12) 0.1794(3) 0.2111(4) 0.0767(16) Uani 1 1 d . . . C56 C 0.07141(10) 0.2011(2) 0.2994(3) 0.0545(11) Uani 1 1 d . . . C57 C 0.10258(8) 0.16539(16) 0.3332(2) 0.0320(7) Uani 1 1 d . . . C58 C 0.11508(8) 0.10683(15) 0.2747(2) 0.0263(6) Uani 1 1 d . . . C59 C 0.14654(8) 0.06883(15) 0.3086(2) 0.0276(7) Uani 1 1 d . . . N1' N -0.01375(16) 0.4011(3) 0.1053(5) 0.0217(13) Uani 0.50 1 d P . . N1 N -0.01314(12) 0.4525(3) 0.1465(4) 0.0198(10) Uani 0.50 1 d P . . N2 N 0.20524(9) 0.70822(13) 0.14727(19) 0.0388(7) Uani 1 1 d . . . N3 N 0.21872(7) 0.19664(13) 0.11875(19) 0.0316(6) Uani 1 1 d . . . N4 N 0.11667(7) 0.50519(14) 0.1391(2) 0.0351(7) Uani 1 1 d . . . N5 N 0.17395(6) 0.44826(11) 0.13759(17) 0.0180(5) Uani 1 1 d . . . N6 N 0.12000(6) 0.37950(13) 0.13109(17) 0.0237(5) Uani 1 1 d . . . H7A H 0.2590(8) 0.9515(14) 0.120(2) 0.025(8) Uiso 1 1 d . . . H19A H 0.2247(7) 0.5406(15) 0.140(2) 0.019(7) Uiso 1 1 d . . . H21A H 0.1560(9) 0.7463(19) 0.154(3) 0.046(10) Uiso 1 1 d . . . H36A H 0.0286(8) 0.0007(17) 0.878(2) 0.032(9) Uiso 1 1 d . . . H27A H 0.2267(8) 0.3699(17) 0.134(2) 0.031(8) Uiso 1 1 d . . . H24A H 0.1358(9) 0.2486(15) 0.127(2) 0.029(9) Uiso 1 1 d . . . H47A H 0.2079(10) 0.0653(19) 0.497(3) 0.060(12) Uiso 1 1 d . . . H49A H 0.1949(10) -0.063(2) 0.247(3) 0.060(12) Uiso 1 1 d . . . H26A H 0.2629(9) 0.2599(16) 0.117(2) 0.040(9) Uiso 1 1 d . . . H31A H 0.1130(10) 0.333(2) 0.878(3) 0.063(12) Uiso 1 1 d . . . H44A H 0.1131(9) 0.2277(19) 0.462(3) 0.050(10) Uiso 1 1 d . . . H25A H 0.1707(8) 0.1476(17) 0.119(2) 0.031(8) Uiso 1 1 d . . . H55A H 0.0311(12) 0.205(2) 0.182(3) 0.077(14) Uiso 1 1 d . . . H51A H 0.1489(9) -0.0527(19) 0.113(3) 0.053(11) Uiso 1 1 d . . . H52A H 0.0980(11) 0.012(2) 0.063(3) 0.064(12) Uiso 1 1 d . . . H45A H 0.1662(10) 0.1686(19) 0.518(3) 0.058(11) Uiso 1 1 d . . . H48A H 0.2273(11) -0.036(2) 0.412(3) 0.069(13) Uiso 1 1 d . . . H39A H -0.0801(14) 0.125(3) 0.890(4) 0.110(18) Uiso 1 1 d . . . H40A H -0.0616(12) 0.251(2) 0.889(4) 0.088(16) Uiso 1 1 d . . . H35A H 0.0943(11) 0.030(2) 0.868(3) 0.064(12) Uiso 1 1 d . . . H5A H 0.3465(9) 0.8340(18) 0.111(3) 0.042(10) Uiso 1 1 d . . . H4 H 0.2285(12) 0.779(3) 0.140(3) 0.094(15) Uiso 1 1 d . . . H38A H -0.0315(10) 0.034(2) 0.886(3) 0.056(11) Uiso 1 1 d . . . H29A H 0.0514(10) 0.372(2) 0.880(3) 0.059(11) Uiso 1 1 d . . . H20A H 0.2530(9) 0.6525(17) 0.138(3) 0.045(10) Uiso 1 1 d . . . H33A H 0.1389(11) 0.118(2) 0.879(3) 0.072(14) Uiso 1 1 d . . . H5 H 0.2438(11) 1.127(2) 0.107(3) 0.082(14) Uiso 1 1 d . . . H9A H 0.3571(10) 1.043(2) 0.103(3) 0.058(12) Uiso 1 1 d . . . H28A H -0.0140(11) 0.346(2) 0.889(3) 0.076(14) Uiso 1 1 d . . . H32A H 0.1626(13) 0.237(2) 0.874(4) 0.098(16) Uiso 1 1 d . . . H54A H 0.0532(12) 0.113(3) 0.095(4) 0.090(16) Uiso 1 1 d . . . H10A H -0.008(2) 0.333(4) 0.122(6) 0.20(4) Uiso 1 1 d . . . H56A H 0.0655(11) 0.245(2) 0.341(3) 0.074(14) Uiso 1 1 d . . . H22A H 0.1271(9) 0.6349(18) 0.158(3) 0.044(11) Uiso 1 1 d . . . H1 H 0.4428(15) 0.894(3) 0.089(4) 0.014(13) Uiso 0.50 1 d P . . H2 H 0.4413(19) 0.956(3) 0.146(5) 0.037(18) Uiso 0.50 1 d P . . H11A H 0.0569(16) 0.337(3) 0.131(5) 0.12(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1' 0.018(3) 0.015(3) 0.039(3) 0.009(3) -0.003(2) -0.010(3) O1 0.011(2) 0.013(3) 0.046(3) 0.001(3) 0.003(2) 0.002(2) O2' 0.014(2) 0.022(2) 0.028(2) -0.0031(19) -0.0015(17) -0.0092(17) O2 0.015(2) 0.020(2) 0.034(3) 0.000(2) 0.001(2) -0.0003(19) O3 0.0649(17) 0.0234(12) 0.0392(14) 0.0010(10) 0.0094(12) 0.0186(11) O4 0.0316(12) 0.0155(10) 0.0343(12) 0.0002(9) -0.0038(9) -0.0005(9) O5 0.0360(13) 0.0176(11) 0.0463(14) -0.0018(10) 0.0090(10) 0.0009(9) O6 0.0638(16) 0.0286(12) 0.0242(11) 0.0000(9) 0.0012(11) -0.0257(11) C1 0.0144(18) 0.204(7) 0.031(2) -0.053(3) -0.0037(16) 0.021(3) C2 0.0375(18) 0.0238(15) 0.0187(14) -0.0022(12) -0.0021(13) 0.0085(13) C3 0.0353(17) 0.0227(15) 0.0193(14) -0.0035(12) 0.0048(12) -0.0094(13) C4 0.0151(14) 0.077(3) 0.0196(15) -0.0202(16) -0.0028(12) 0.0039(16) C5 0.0269(17) 0.053(2) 0.0167(14) -0.0120(14) -0.0060(12) 0.0217(16) C6 0.0226(14) 0.0244(15) 0.0153(13) -0.0039(11) -0.0025(11) 0.0073(11) C7 0.0138(13) 0.0233(14) 0.0182(13) -0.0043(11) -0.0020(11) 0.0003(11) C8 0.0206(14) 0.0277(15) 0.0168(13) -0.0073(11) 0.0026(11) -0.0061(12) C9 0.0209(15) 0.055(2) 0.0201(14) -0.0186(14) 0.0053(12) -0.0151(15) C10' 0.021(3) 0.018(3) 0.025(3) -0.001(3) 0.003(2) -0.001(3) C10 0.026(4) 0.016(4) 0.025(3) -0.001(3) 0.004(3) -0.006(4) C11 0.025(4) 0.020(4) 0.030(4) 0.004(3) 0.007(3) 0.014(4) C11' 0.012(3) 0.017(4) 0.032(4) -0.007(3) -0.005(3) -0.001(3) C12 0.0138(16) 0.104(4) 0.056(2) 0.063(2) 0.0064(16) 0.007(2) C13' 0.019(3) 0.012(2) 0.021(3) 0.004(2) 0.004(2) -0.001(2) C13 0.016(3) 0.023(3) 0.019(3) 0.002(2) -0.001(2) 0.004(2) C14' 0.018(3) 0.015(3) 0.028(3) 0.007(2) -0.005(2) 0.006(2) C14 0.022(3) 0.025(3) 0.019(3) 0.000(2) 0.002(2) -0.004(2) C15 0.0183(15) 0.047(2) 0.0319(17) 0.0223(15) 0.0047(13) 0.0067(14) C16 0.0258(15) 0.0228(15) 0.0221(14) 0.0084(12) 0.0100(12) 0.0067(12) C17 0.0155(13) 0.0197(14) 0.0182(13) 0.0049(11) -0.0011(10) 0.0002(10) C18 0.0413(18) 0.0181(14) 0.0182(13) 0.0029(11) 0.0085(12) 0.0058(13) C19 0.0424(18) 0.0160(14) 0.0206(14) -0.0023(11) 0.0048(13) -0.0018(13) C20 0.056(2) 0.0186(15) 0.0227(15) -0.0016(12) 0.0010(15) -0.0077(15) C21 0.085(3) 0.0180(16) 0.0248(16) 0.0032(13) 0.0119(18) 0.0155(18) C22 0.062(2) 0.0178(15) 0.0266(16) 0.0037(12) 0.0153(17) 0.0100(15) C23 0.0218(14) 0.0169(13) 0.0168(13) 0.0009(10) -0.0014(11) 0.0004(11) C24 0.0330(18) 0.0212(15) 0.0264(16) 0.0008(12) 0.0024(13) -0.0055(13) C25 0.049(2) 0.0179(15) 0.0331(17) -0.0016(13) 0.0121(15) -0.0034(14) C26 0.0321(17) 0.0233(15) 0.0222(15) 0.0005(12) 0.0013(13) 0.0083(13) C27 0.0232(15) 0.0194(14) 0.0203(14) -0.0008(11) -0.0002(11) 0.0036(11) C28 0.089(3) 0.050(3) 0.036(2) -0.0135(18) 0.013(2) -0.005(2) C29 0.092(3) 0.043(2) 0.0284(19) -0.0104(17) 0.012(2) -0.023(2) C30 0.074(3) 0.053(2) 0.0252(18) -0.0087(16) 0.0082(18) -0.023(2) C31 0.082(3) 0.069(3) 0.0283(19) -0.007(2) 0.008(2) -0.054(3) C32 0.060(3) 0.091(4) 0.031(2) -0.008(2) 0.0062(19) -0.034(3) C33 0.051(2) 0.074(3) 0.0299(19) -0.0064(19) 0.0045(17) -0.018(2) C34 0.045(2) 0.062(3) 0.0279(18) -0.0120(17) 0.0075(15) -0.0145(19) C35 0.060(3) 0.052(2) 0.0313(19) -0.0056(17) 0.0016(18) -0.007(2) C36 0.070(3) 0.041(2) 0.0314(19) -0.0084(16) 0.0086(18) -0.017(2) C37 0.053(2) 0.047(2) 0.0266(17) -0.0079(15) 0.0096(16) -0.0183(18) C38 0.052(2) 0.063(3) 0.038(2) -0.0129(19) 0.0171(18) -0.022(2) C39 0.056(3) 0.078(3) 0.043(2) -0.012(2) 0.017(2) -0.017(2) C40 0.058(3) 0.068(3) 0.040(2) -0.011(2) 0.016(2) -0.002(2) C41 0.064(3) 0.048(2) 0.0286(18) -0.0153(16) 0.0144(17) -0.013(2) C42 0.050(2) 0.049(2) 0.0236(16) -0.0130(15) 0.0124(15) -0.0171(18) C43 0.052(2) 0.043(2) 0.0217(15) -0.0078(14) 0.0082(15) -0.0228(17) C44 0.0385(19) 0.0256(17) 0.0385(18) -0.0037(14) 0.0159(15) -0.0105(14) C45 0.0344(18) 0.0372(18) 0.0318(17) -0.0068(15) 0.0077(15) -0.0137(15) C46 0.0278(16) 0.0322(17) 0.0293(16) 0.0022(13) 0.0015(13) -0.0062(13) C47 0.0318(19) 0.065(3) 0.039(2) 0.0117(19) 0.0045(16) 0.0076(18) C48 0.051(2) 0.056(3) 0.049(2) 0.020(2) 0.0138(19) 0.020(2) C49 0.065(3) 0.0269(19) 0.061(3) 0.0042(18) 0.028(2) 0.0126(18) C50 0.049(2) 0.0244(16) 0.0351(18) -0.0007(14) 0.0140(16) -0.0051(15) C51 0.071(3) 0.044(2) 0.036(2) -0.0100(18) 0.014(2) -0.018(2) C52 0.067(3) 0.061(3) 0.0245(18) -0.0055(18) 0.0021(18) -0.033(2) C53 0.0335(18) 0.058(2) 0.0301(17) 0.0041(16) 0.0004(14) -0.0192(17) C54 0.029(2) 0.127(4) 0.036(2) 0.013(3) -0.0007(18) -0.007(2) C55 0.039(2) 0.142(5) 0.049(3) 0.024(3) 0.003(2) 0.031(3) C56 0.044(2) 0.065(3) 0.055(3) 0.010(2) 0.015(2) 0.022(2) C57 0.0283(16) 0.0305(17) 0.0373(18) 0.0065(14) 0.0083(14) -0.0014(13) C58 0.0261(15) 0.0264(16) 0.0264(15) 0.0047(12) 0.0044(12) -0.0084(12) C59 0.0301(16) 0.0255(15) 0.0274(15) 0.0014(12) 0.0066(13) -0.0068(13) N1' 0.017(3) 0.024(3) 0.024(3) 0.001(2) 0.002(3) 0.003(3) N1 0.017(2) 0.021(3) 0.021(2) 0.004(2) 0.001(2) -0.0004(19) N2 0.080(2) 0.0173(13) 0.0193(13) -0.0006(10) 0.0019(14) -0.0050(14) N3 0.0491(17) 0.0192(13) 0.0267(13) 0.0018(10) 0.0081(12) 0.0082(12) N4 0.0231(13) 0.0375(16) 0.0450(16) 0.0221(13) 0.0165(12) 0.0131(12) N5 0.0169(11) 0.0161(11) 0.0209(11) 0.0026(9) 0.0012(9) 0.0011(9) N6 0.0145(11) 0.0361(14) 0.0205(12) 0.0084(10) -0.0033(9) -0.0041(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 O1' O1 0.577(5) . ? O1' C1 1.042(8) . ? O1' O2 1.646(7) . ? O1 C1 1.494(8) . ? O2' O2 0.861(5) . ? O2' C1 1.525(8) . ? O2 C1 1.061(6) . ? O3 C2 1.209(3) . ? O4 C2 1.329(3) . ? O5 C3 1.313(4) . ? O6 C3 1.223(3) . ? C1 C4 1.486(5) . ? C2 C6 1.490(4) . ? C3 C8 1.490(4) . ? C4 C9 1.372(5) . ? C4 C5 1.381(5) . ? C5 C6 1.392(4) . ? C6 C7 1.394(4) . ? C7 C8 1.385(4) . ? C8 C9 1.391(4) . ? C10' C10 0.868(8) . ? C10' N1' 1.323(8) . ? C10' C11' 1.400(9) . ? C10' C11 1.497(11) . ? C10 N1' 0.720(7) . ? C10 N1 1.345(9) . ? C10 C11 1.385(11) . ? C10 C11' 1.676(12) . ? C10 C13' 2.030(9) . ? C11 C11' 0.688(7) . ? C11 C12 1.124(9) . ? C11' C12 1.589(8) . ? C12 C13' 1.288(6) . ? C12 C15 1.472(4) . ? C12 C13 1.639(7) . ? C13' C14' 1.370(7) . ? C13 C14 1.400(7) . ? C14' N1' 1.343(8) . ? C14 N1 1.347(7) . ? C14 C14 2.004(10) 2 ? C15 N6 1.330(4) . ? C15 N4 1.338(4) . ? C16 N5 1.333(3) . ? C16 N4 1.337(4) . ? C16 C18 1.479(4) . ? C17 N5 1.336(3) . ? C17 N6 1.337(3) . ? C17 C23 1.486(4) . ? C18 C19 1.384(4) . ? C18 C22 1.389(4) . ? C19 C20 1.389(4) . ? C20 N2 1.337(4) . ? C21 N2 1.350(5) . ? C21 C22 1.366(5) . ? C23 C24 1.387(4) . ? C23 C27 1.388(4) . ? C24 C25 1.381(4) . ? C25 N3 1.334(4) . ? C26 N3 1.340(4) . ? C26 C27 1.380(4) . ? C28 C29 1.359(6) . ? C28 C41 1.425(5) . ? C29 C30 1.431(6) . ? C30 C31 1.393(6) . ? C30 C43 1.427(5) . ? C31 C32 1.384(7) . ? C32 C33 1.371(6) . ? C33 C34 1.405(5) . ? C34 C43 1.416(5) . ? C34 C35 1.423(5) . ? C35 C36 1.343(5) . ? C36 C37 1.458(5) . ? C37 C38 1.382(5) . ? C37 C42 1.407(5) . ? C38 C39 1.377(6) . ? C39 C40 1.377(6) . ? C40 C41 1.393(5) . ? C41 C42 1.429(5) . ? C42 C43 1.417(5) . ? C44 C45 1.345(5) . ? C44 C57 1.434(5) . ? C45 C46 1.438(4) . ? C46 C47 1.389(5) . ? C46 C59 1.409(4) . ? C47 C48 1.375(5) . ? C48 C49 1.363(6) . ? C49 C50 1.409(5) . ? C50 C59 1.417(4) . ? C50 C51 1.436(5) . ? C51 C52 1.311(6) . ? C52 C53 1.460(6) . ? C53 C54 1.406(6) . ? C53 C58 1.410(4) . ? C54 C55 1.364(7) . ? C55 C56 1.379(6) . ? C56 C57 1.396(5) . ? C57 C58 1.414(4) . ? C58 C59 1.426(4) . ? N1' N1 1.102(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 O1' C1 132.5(15) . . ? O1 O1' O2 166.3(15) . . ? C1 O1' O2 38.9(3) . . ? O1' O1 C1 30.9(11) . . ? O2 O2' C1 42.3(4) . . ? O2' O2 C1 104.5(7) . . ? O2' O2 O1' 120.7(6) . . ? C1 O2 O1' 38.0(4) . . ? O1' C1 O2 103.1(6) . . ? O1' C1 C4 128.4(7) . . ? O2 C1 C4 124.4(5) . . ? O1' C1 O1 16.6(5) . . ? O2 C1 O1 119.0(5) . . ? C4 C1 O1 111.9(5) . . ? O1' C1 O2' 118.0(5) . . ? O2 C1 O2' 33.2(4) . . ? C4 C1 O2' 113.0(5) . . ? O1 C1 O2' 133.8(4) . . ? O3 C2 O4 123.8(3) . . ? O3 C2 C6 122.5(3) . . ? O4 C2 C6 113.7(2) . . ? O6 C3 O5 124.6(3) . . ? O6 C3 C8 122.9(3) . . ? O5 C3 C8 112.5(2) . . ? C9 C4 C5 119.9(3) . . ? C9 C4 C1 118.6(4) . . ? C5 C4 C1 121.5(4) . . ? C4 C5 C6 120.2(3) . . ? C5 C6 C7 119.4(3) . . ? C5 C6 C2 120.2(3) . . ? C7 C6 C2 120.5(2) . . ? C8 C7 C6 120.4(3) . . ? C7 C8 C9 119.0(3) . . ? C7 C8 C3 120.8(2) . . ? C9 C8 C3 120.2(3) . . ? C4 C9 C8 121.0(3) . . ? C10 C10' N1' 30.2(6) . . ? C10 C10' C11' 92.3(10) . . ? N1' C10' C11' 122.3(8) . . ? C10 C10' C11 65.5(9) . . ? N1' C10' C11 95.2(7) . . ? C11' C10' C11 27.2(3) . . ? N1' C10 C10' 112.4(13) . . ? N1' C10 N1 54.9(8) . . ? C10' C10 N1 144.2(9) . . ? N1' C10 C11 163.5(12) . . ? C10' C10 C11 79.7(9) . . ? N1 C10 C11 121.5(7) . . ? N1' C10 C11' 167.5(12) . . ? C10' C10 C11' 56.6(8) . . ? N1 C10 C11' 137.3(6) . . ? C11 C10 C11' 23.6(4) . . ? N1' C10 C13' 112.0(11) . . ? C10' C10 C13' 134.8(10) . . ? N1 C10 C13' 72.6(4) . . ? C11 C10 C13' 55.1(5) . . ? C11' C10 C13' 78.3(4) . . ? C11' C11 C12 120.6(12) . . ? C11' C11 C10 102.7(12) . . ? C12 C11 C10 127.2(7) . . ? C11' C11 C10' 68.5(10) . . ? C12 C11 C10' 155.8(7) . . ? C10 C11 C10' 34.8(4) . . ? C11 C11' C10' 84.3(11) . . ? C11 C11' C12 37.5(9) . . ? C10' C11' C12 118.0(7) . . ? C11 C11' C10 53.7(10) . . ? C10' C11' C10 31.2(4) . . ? C12 C11' C10 87.1(5) . . ? C11 C12 C13' 88.0(6) . . ? C11 C12 C15 131.9(5) . . ? C13' C12 C15 131.0(4) . . ? C11 C12 C11' 21.9(4) . . ? C13' C12 C11' 109.6(5) . . ? C15 C12 C11' 114.0(4) . . ? C11 C12 C13 117.0(5) . . ? C13' C12 C13 49.8(3) . . ? C15 C12 C13 110.4(4) . . ? C11' C12 C13 129.3(4) . . ? C12 C13' C14' 125.4(5) . . ? C12 C13' C10 82.1(4) . . ? C14' C13' C10 43.9(4) . . ? C14 C13 C12 112.8(4) . . ? N1' C14' C13' 123.9(5) . . ? N1 C14 C13 122.4(5) . . ? N1 C14 C14 97.9(4) . 2 ? C13 C14 C14 103.6(5) . 2 ? N6 C15 N4 125.1(3) . . ? N6 C15 C12 117.7(3) . . ? N4 C15 C12 117.2(3) . . ? N5 C16 N4 124.7(3) . . ? N5 C16 C18 118.3(3) . . ? N4 C16 C18 117.1(3) . . ? N5 C17 N6 124.9(2) . . ? N5 C17 C23 117.9(2) . . ? N6 C17 C23 117.1(2) . . ? C19 C18 C22 118.2(3) . . ? C19 C18 C16 120.2(3) . . ? C22 C18 C16 121.6(3) . . ? C18 C19 C20 119.5(3) . . ? N2 C20 C19 122.1(3) . . ? N2 C21 C22 123.3(3) . . ? C21 C22 C18 119.0(4) . . ? C24 C23 C27 119.2(3) . . ? C24 C23 C17 120.5(2) . . ? C27 C23 C17 120.3(2) . . ? C25 C24 C23 118.1(3) . . ? N3 C25 C24 123.1(3) . . ? N3 C26 C27 122.1(3) . . ? C26 C27 C23 118.9(3) . . ? C29 C28 C41 122.5(4) . . ? C28 C29 C30 121.2(4) . . ? C31 C30 C43 119.2(4) . . ? C31 C30 C29 123.0(4) . . ? C43 C30 C29 117.8(4) . . ? C32 C31 C30 121.0(4) . . ? C33 C32 C31 120.4(4) . . ? C32 C33 C34 121.2(5) . . ? C33 C34 C43 118.9(4) . . ? C33 C34 C35 122.6(4) . . ? C43 C34 C35 118.4(3) . . ? C36 C35 C34 122.1(4) . . ? C35 C36 C37 120.8(4) . . ? C38 C37 C42 120.7(4) . . ? C38 C37 C36 121.5(4) . . ? C42 C37 C36 117.8(3) . . ? C39 C38 C37 120.0(4) . . ? C38 C39 C40 120.9(4) . . ? C39 C40 C41 121.0(4) . . ? C40 C41 C28 124.0(4) . . ? C40 C41 C42 118.6(4) . . ? C28 C41 C42 117.4(4) . . ? C37 C42 C43 120.8(3) . . ? C37 C42 C41 118.8(3) . . ? C43 C42 C41 120.4(3) . . ? C34 C43 C42 120.1(3) . . ? C34 C43 C30 119.3(3) . . ? C42 C43 C30 120.6(4) . . ? C45 C44 C57 121.2(3) . . ? C44 C45 C46 121.2(3) . . ? C47 C46 C59 119.5(3) . . ? C47 C46 C45 121.8(3) . . ? C59 C46 C45 118.7(3) . . ? C48 C47 C46 120.8(4) . . ? C49 C48 C47 120.5(4) . . ? C48 C49 C50 121.3(3) . . ? C49 C50 C59 118.1(3) . . ? C49 C50 C51 123.7(3) . . ? C59 C50 C51 118.2(3) . . ? C52 C51 C50 122.1(4) . . ? C51 C52 C53 121.7(4) . . ? C54 C53 C58 118.5(4) . . ? C54 C53 C52 123.7(4) . . ? C58 C53 C52 117.8(3) . . ? C55 C54 C53 120.6(4) . . ? C54 C55 C56 121.2(4) . . ? C55 C56 C57 120.7(4) . . ? C56 C57 C58 118.5(3) . . ? C56 C57 C44 122.5(3) . . ? C58 C57 C44 119.0(3) . . ? C53 C58 C57 120.5(3) . . ? C53 C58 C59 120.0(3) . . ? C57 C58 C59 119.5(3) . . ? C46 C59 C50 119.6(3) . . ? C46 C59 C58 120.2(3) . . ? C50 C59 C58 120.1(3) . . ? C10 N1' N1 92.8(10) . . ? C10 N1' C10' 37.3(8) . . ? N1 N1' C10' 120.8(7) . . ? C10 N1' C14' 80.1(10) . . ? N1 N1' C14' 46.2(4) . . ? C10' N1' C14' 117.2(6) . . ? N1' N1 C10 32.3(4) . . ? N1' N1 C14 147.6(6) . . ? C10 N1 C14 118.5(5) . . ? C20 N2 C21 117.9(3) . . ? C25 N3 C26 118.7(3) . . ? C16 N4 C15 115.1(2) . . ? C16 N5 C17 115.3(2) . . ? C15 N6 C17 114.9(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1' H1 N1' 1.03(6) 1.62(6) 2.636(9) 168(5) 3 O2 H2 N1 0.96(7) 1.68(7) 2.610(6) 163(6) 3 O4 H4 N2 1.05(5) 1.59(5) 2.638(3) 175(4) . O5 H5 N3 0.97(4) 1.61(5) 2.559(3) 163(4) 1_565 _diffrn_measured_fraction_theta_max 0.895 _diffrn_reflns_theta_full 31.16 _diffrn_measured_fraction_theta_full 0.895 _refine_diff_density_max 0.853 _refine_diff_density_min -0.645 _refine_diff_density_rms 0.286