# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email marco.crisma@unipd.it _publ_contact_author_name 'M. Crisma' loop_ _publ_author_name 'C. Toniolo' 'F. Formaggio' M.Crisma G.Ballano C.Peggion M.Venanzi data_mc187f _database_code_depnum_ccdc_archive 'CCDC 846155' #TrackingRef '7364_web_deposit_cif_file_0_MarcoCrisma_1317039338.mc187f.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-Pyreneacetyl-diethylglycyl-diethylglycinate para-nitrobenzyl ester ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H39 N3 O6' _chemical_formula_weight 621.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' 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 10.68181(10) _cell_length_b 11.93226(15) _cell_length_c 25.6913(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.4477(9) _cell_angle_gamma 90.00 _cell_volume 3268.64(6) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 19918 _cell_measurement_theta_min 3.44 _cell_measurement_theta_max 71.31 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 0.697 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.04547 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.47 (release 21-12-2010 CrysAlis171 .NET) (compiled Dec 21 2010,18:08:13) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1274 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43609 _diffrn_reflns_av_R_equivalents 0.0562 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.45 _diffrn_reflns_theta_max 71.44 _reflns_number_total 6306 _reflns_number_gt 5529 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.47 (release 21-12-2010 CrysAlis171 .NET) (compiled Dec 21 2010,18:08:13) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.47 (release 21-12-2010 CrysAlis171 .NET) (compiled Dec 21 2010,18:08:13) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.47 (release 21-12-2010 CrysAlis171 .NET) (compiled Dec 21 2010,18:08:13) ; _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1064P)^2^+0.4789P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0013(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6306 _refine_ls_number_parameters 570 _refine_ls_number_restraints 188 _refine_ls_R_factor_all 0.0591 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1621 _refine_ls_wR_factor_gt 0.1549 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.001 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 C01 C 0.3912(8) 0.7573(5) 0.6305(3) 0.050(2) Uani 0.674(16) 1 d PDU A 1 C02 C 0.3974(7) 0.8733(7) 0.6341(3) 0.0618(18) Uani 0.674(16) 1 d PDU A 1 H02 H 0.4471 0.9048 0.6612 0.074 Uiso 0.674(16) 1 calc PR A 1 C03 C 0.3340(7) 0.9443(6) 0.5994(3) 0.062(2) Uani 0.674(16) 1 d PDU A 1 H03 H 0.3417 1.0214 0.6038 0.075 Uiso 0.674(16) 1 calc PR A 1 C04 C 0.2581(8) 0.9019(6) 0.5577(3) 0.0565(16) Uani 0.674(16) 1 d PDU A 1 C05 C 0.2496(9) 0.7841(7) 0.5528(3) 0.0502(15) Uani 0.674(16) 1 d PDU A 1 C06 C 0.3159(12) 0.7121(8) 0.5894(4) 0.0411(14) Uani 0.674(16) 1 d PDU A 1 C07 C 0.3027(9) 0.5959(7) 0.5805(3) 0.0449(11) Uani 0.674(16) 1 d PDU A 1 H07 H 0.3459 0.5466 0.6031 0.054 Uiso 0.674(16) 1 calc PR A 1 C08 C 0.2291(9) 0.5528(6) 0.5401(3) 0.0568(13) Uani 0.674(16) 1 d PDU A 1 H08 H 0.2220 0.4755 0.5364 0.068 Uiso 0.674(16) 1 calc PR A 1 C09 C 0.1631(11) 0.6241(6) 0.5036(4) 0.0609(15) Uani 0.674(16) 1 d PDU A 1 C10 C 0.0862(8) 0.5816(6) 0.4617(3) 0.0878(17) Uani 0.674(16) 1 d PDU A 1 H10 H 0.0774 0.5045 0.4575 0.105 Uiso 0.674(16) 1 calc PR A 1 C11 C 0.0235(7) 0.6534(7) 0.4267(2) 0.0946(19) Uani 0.674(16) 1 d PDU A 1 H11 H -0.0272 0.6247 0.3992 0.114 Uiso 0.674(16) 1 calc PR A 1 C12 C 0.0366(9) 0.7681(7) 0.4330(3) 0.086(2) Uani 0.674(16) 1 d PDU A 1 H12 H -0.0045 0.8160 0.4091 0.103 Uiso 0.674(16) 1 calc PR A 1 C13 C 0.1098(6) 0.8131(5) 0.4743(3) 0.0715(16) Uani 0.674(16) 1 d PDU A 1 C14 C 0.1737(7) 0.7415(6) 0.5102(3) 0.0542(16) Uani 0.674(16) 1 d PDU A 1 C15 C 0.1951(7) 0.9764(5) 0.5211(3) 0.0674(17) Uani 0.674(16) 1 d PDU A 1 H15 H 0.2022 1.0536 0.5250 0.081 Uiso 0.674(16) 1 calc PR A 1 C16 C 0.1236(7) 0.9305(6) 0.4800(3) 0.0736(16) Uani 0.674(16) 1 d PDU A 1 H16 H 0.0836 0.9778 0.4555 0.088 Uiso 0.674(16) 1 calc PR A 1 C17 C 0.4607(7) 0.6834(7) 0.6693(3) 0.061(2) Uani 0.674(16) 1 d PDU A 1 H17A H 0.5043 0.7308 0.6951 0.073 Uiso 0.674(16) 1 calc PR A 1 H17B H 0.5239 0.6427 0.6513 0.073 Uiso 0.674(16) 1 calc PR A 1 C01' C 0.4019(14) 0.7606(10) 0.6358(6) 0.044(4) Uani 0.326(16) 1 d PDU A 2 C02' C 0.4231(12) 0.8739(9) 0.6469(5) 0.042(2) Uani 0.326(16) 1 d PD A 2 H02' H 0.4755 0.8946 0.6755 0.051 Uiso 0.326(16) 1 calc PR A 2 C03' C 0.3662(14) 0.9549(12) 0.6155(6) 0.056(3) Uani 0.326(16) 1 d PD A 2 H03' H 0.3808 1.0303 0.6228 0.067 Uiso 0.326(16) 1 calc PR A 2 C04' C 0.2867(12) 0.9244(10) 0.5728(6) 0.045(3) Uani 0.326(16) 1 d PD A 2 C05' C 0.2633(17) 0.8128(13) 0.5608(7) 0.046(3) Uani 0.326(16) 1 d PD A 2 C06' C 0.323(3) 0.7308(17) 0.5927(9) 0.052(5) Uani 0.326(16) 1 d PD A 2 C07' C 0.301(2) 0.6181(19) 0.5791(9) 0.083(7) Uani 0.326(16) 1 d PD A 2 H07' H 0.3398 0.5623 0.5996 0.099 Uiso 0.326(16) 1 calc PR A 2 C08' C 0.224(2) 0.5872(17) 0.5368(8) 0.084(6) Uani 0.326(16) 1 d PD A 2 H08' H 0.2128 0.5118 0.5285 0.101 Uiso 0.326(16) 1 calc PR A 2 C09' C 0.1626(15) 0.6696(19) 0.5061(6) 0.071(6) Uani 0.326(16) 1 d PD A 2 C10' C 0.0880(12) 0.635(3) 0.4624(5) 0.125(9) Uani 0.326(16) 1 d PD A 2 H10' H 0.0781 0.5598 0.4541 0.150 Uiso 0.326(16) 1 calc PR A 2 C11' C 0.029(2) 0.718(3) 0.4319(9) 0.148(12) Uani 0.326(16) 1 d PD A 2 H11' H -0.0266 0.6978 0.4043 0.178 Uiso 0.326(16) 1 calc PR A 2 C12' C 0.0544(15) 0.829(3) 0.4425(7) 0.140(10) Uani 0.326(16) 1 d PD A 2 H12' H 0.0187 0.8836 0.4202 0.168 Uiso 0.326(16) 1 calc PR A 2 C13' C 0.1302(12) 0.864(2) 0.4850(6) 0.091(7) Uani 0.326(16) 1 d PD A 2 C14' C 0.1846(18) 0.7821(17) 0.5177(7) 0.071(5) Uani 0.326(16) 1 d PD A 2 C15' C 0.2324(13) 1.0086(16) 0.5408(7) 0.090(5) Uani 0.326(16) 1 d PD A 2 H15' H 0.2469 1.0841 0.5480 0.108 Uiso 0.326(16) 1 calc PR A 2 C16' C 0.1568(14) 0.975(2) 0.4982(7) 0.087(6) Uani 0.326(16) 1 d PDU A 2 H16' H 0.1208 1.0311 0.4769 0.105 Uiso 0.326(16) 1 calc PR A 2 C17' C 0.4738(12) 0.6761(12) 0.6691(5) 0.040(3) Uani 0.326(16) 1 d PDU A 2 H17C H 0.5288 0.7148 0.6946 0.048 Uiso 0.326(16) 1 calc PR A 2 H17D H 0.5254 0.6309 0.6475 0.048 Uiso 0.326(16) 1 calc PR A 2 C0 C 0.38326(12) 0.59912(13) 0.69759(6) 0.0442(3) Uani 1 1 d D . . O0 O 0.27561(9) 0.62231(10) 0.70767(5) 0.0529(3) Uani 1 1 d . A . N1 N 0.43994(10) 0.50191(11) 0.70970(5) 0.0457(3) Uani 1 1 d . A . H1 H 0.5141 0.4931 0.6990 0.055 Uiso 1 1 calc R . . C1A C 0.38975(12) 0.40871(12) 0.73919(6) 0.0427(3) Uani 1 1 d . . . C1B1 C 0.34739(15) 0.44743(15) 0.79252(7) 0.0537(4) Uani 1 1 d . A . H1B1 H 0.2744 0.4952 0.7869 0.064 Uiso 1 1 calc R . . H1B2 H 0.3221 0.3822 0.8118 0.064 Uiso 1 1 calc R . . C1G1 C 0.4461(2) 0.5102(2) 0.82536(9) 0.0856(7) Uani 1 1 d . . . H1G1 H 0.5221 0.4671 0.8281 0.128 Uiso 1 1 calc R A . H1G2 H 0.4170 0.5225 0.8595 0.128 Uiso 1 1 calc R . . H1G3 H 0.4620 0.5811 0.8094 0.128 Uiso 1 1 calc R . . C1B2 C 0.27913(13) 0.35181(14) 0.70812(7) 0.0523(4) Uani 1 1 d . A . H1B3 H 0.2435 0.2955 0.7301 0.063 Uiso 1 1 calc R . . H1B4 H 0.2148 0.4076 0.7001 0.063 Uiso 1 1 calc R . . C1G2 C 0.31276(19) 0.29656(18) 0.65762(8) 0.0710(5) Uani 1 1 d . . . H1G4 H 0.3474 0.3515 0.6353 0.106 Uiso 1 1 calc R A . H1G5 H 0.2388 0.2646 0.6405 0.106 Uiso 1 1 calc R . . H1G6 H 0.3734 0.2385 0.6651 0.106 Uiso 1 1 calc R . . C1 C 0.50214(12) 0.32854(12) 0.74854(6) 0.0424(3) Uani 1 1 d . A . O1 O 0.60847(9) 0.35838(10) 0.73935(5) 0.0572(3) Uani 1 1 d . . . N2 N 0.47784(10) 0.22725(10) 0.76744(5) 0.0421(3) Uani 1 1 d . . . H2 H 0.4012 0.2082 0.7711 0.050 Uiso 1 1 calc R A . C2A C 0.57834(12) 0.14735(13) 0.78225(6) 0.0455(3) Uani 1 1 d . A . C2B1 C 0.51712(14) 0.03078(14) 0.78269(7) 0.0545(4) Uani 1 1 d . . . H2B1 H 0.4558 0.0304 0.8091 0.065 Uiso 1 1 calc R A . H2B2 H 0.4722 0.0188 0.7492 0.065 Uiso 1 1 calc R . . C2G1 C 0.6059(2) -0.06671(19) 0.79312(12) 0.0863(7) Uani 1 1 d . A . H2G1 H 0.6660 -0.0688 0.7668 0.129 Uiso 1 1 calc R . . H2G2 H 0.5591 -0.1355 0.7924 0.129 Uiso 1 1 calc R . . H2G3 H 0.6489 -0.0577 0.8268 0.129 Uiso 1 1 calc R . . C2B2 C 0.64304(15) 0.18077(19) 0.83512(7) 0.0617(4) Uani 1 1 d . . . H2B3 H 0.7062 0.1250 0.8450 0.074 Uiso 1 1 calc R A . H2B4 H 0.6856 0.2518 0.8311 0.074 Uiso 1 1 calc R . . C2G2 C 0.5543(2) 0.1918(3) 0.87894(8) 0.0853(7) Uani 1 1 d . A . H2G4 H 0.4921 0.2476 0.8699 0.128 Uiso 1 1 calc R . . H2G5 H 0.6009 0.2135 0.9105 0.128 Uiso 1 1 calc R . . H2G6 H 0.5139 0.1211 0.8842 0.128 Uiso 1 1 calc R . . C2 C 0.67612(13) 0.14735(13) 0.74076(6) 0.0477(3) Uani 1 1 d . . . O2 O 0.78746(9) 0.14328(12) 0.75013(5) 0.0631(3) Uani 1 1 d . A . OT1 O 0.62194(9) 0.14420(10) 0.69221(4) 0.0526(3) Uani 1 1 d . A . CT1 C 0.70757(16) 0.1583(2) 0.65091(7) 0.0655(5) Uani 1 1 d . . . HT1A H 0.7504 0.0884 0.6446 0.079 Uiso 1 1 calc R A . HT1B H 0.7699 0.2149 0.6606 0.079 Uiso 1 1 calc R . . CT2 C 0.63023(14) 0.19408(16) 0.60286(7) 0.0545(4) Uani 1 1 d . A . CT3 C 0.57853(16) 0.11429(15) 0.56890(7) 0.0577(4) Uani 1 1 d . . . HT3 H 0.5944 0.0387 0.5752 0.069 Uiso 1 1 calc R A . CT4 C 0.50376(18) 0.14589(15) 0.52586(7) 0.0598(4) Uani 1 1 d . A . HT4 H 0.4678 0.0922 0.5034 0.072 Uiso 1 1 calc R . . CT5 C 0.48333(15) 0.25719(15) 0.51671(7) 0.0549(4) Uani 1 1 d . . . CT6 C 0.5363(2) 0.33901(16) 0.54840(9) 0.0673(5) Uani 1 1 d . A . HT6 H 0.5233 0.4145 0.5408 0.081 Uiso 1 1 calc R . . CT7 C 0.60947(19) 0.30610(17) 0.59196(8) 0.0674(5) Uani 1 1 d . . . HT7 H 0.6452 0.3602 0.6143 0.081 Uiso 1 1 calc R A . NT1 N 0.40319(16) 0.28961(16) 0.47041(7) 0.0711(4) Uani 1 1 d . A . OT2 O 0.3931(2) 0.38772(17) 0.45902(9) 0.1027(6) Uani 1 1 d . . . OT3 O 0.3520(2) 0.21484(19) 0.44445(8) 0.1059(6) 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 C01 0.040(3) 0.047(3) 0.063(4) 0.011(2) 0.014(2) -0.009(2) C02 0.054(3) 0.068(3) 0.064(3) -0.007(2) 0.014(2) -0.0168(19) C03 0.060(4) 0.046(2) 0.083(5) 0.002(3) 0.027(3) -0.003(2) C04 0.044(3) 0.059(3) 0.068(4) 0.007(2) 0.022(2) 0.006(2) C05 0.040(2) 0.050(3) 0.063(3) 0.009(2) 0.024(2) 0.005(2) C06 0.035(2) 0.038(3) 0.050(2) 0.0084(19) 0.0108(16) 0.002(2) C07 0.049(2) 0.0382(18) 0.048(2) 0.0011(14) 0.0049(16) 0.0018(13) C08 0.062(2) 0.051(3) 0.058(2) 0.0000(18) 0.0023(15) -0.002(2) C09 0.054(2) 0.075(4) 0.054(2) 0.002(3) 0.0061(17) 0.004(3) C10 0.085(4) 0.112(4) 0.065(3) -0.003(2) -0.006(2) -0.013(3) C11 0.077(3) 0.149(5) 0.055(2) -0.002(3) -0.0147(19) -0.007(3) C12 0.056(3) 0.143(6) 0.057(4) 0.023(5) -0.009(3) 0.010(4) C13 0.048(2) 0.098(4) 0.070(3) 0.024(3) 0.0190(19) 0.016(2) C14 0.041(2) 0.069(4) 0.055(3) 0.014(3) 0.0147(17) 0.012(3) C15 0.053(4) 0.068(2) 0.084(5) 0.028(3) 0.021(3) 0.024(2) C16 0.051(3) 0.096(4) 0.075(4) 0.036(3) 0.016(3) 0.030(2) C17 0.034(2) 0.069(4) 0.081(4) -0.007(3) 0.004(2) -0.005(2) C01' 0.032(5) 0.053(7) 0.049(5) -0.010(4) 0.009(4) 0.004(4) C02' 0.043(4) 0.037(3) 0.048(4) -0.001(3) 0.014(3) -0.011(3) C03' 0.065(7) 0.030(3) 0.077(7) 0.010(5) 0.038(5) 0.002(4) C04' 0.036(6) 0.042(6) 0.059(8) 0.020(6) 0.018(4) 0.012(5) C05' 0.036(4) 0.050(8) 0.052(5) 0.015(5) 0.013(3) 0.013(5) C06' 0.040(6) 0.045(6) 0.073(8) 0.003(5) 0.018(5) 0.001(5) C07' 0.058(7) 0.111(19) 0.078(8) 0.024(9) 0.001(5) 0.011(10) C08' 0.078(9) 0.082(11) 0.096(10) -0.018(9) 0.026(8) -0.024(9) C09' 0.043(4) 0.122(18) 0.047(4) 0.001(12) 0.000(3) 0.013(14) C10' 0.043(5) 0.27(3) 0.066(6) -0.028(11) -0.005(4) -0.021(9) C11' 0.069(8) 0.28(3) 0.098(12) -0.087(18) 0.000(7) -0.035(18) C12' 0.053(7) 0.30(3) 0.063(7) 0.039(15) 0.001(5) 0.053(13) C13' 0.053(6) 0.139(17) 0.083(8) 0.071(11) 0.023(5) 0.049(9) C14' 0.038(4) 0.121(13) 0.054(5) 0.018(8) 0.014(4) 0.018(8) C15' 0.054(6) 0.117(9) 0.101(9) 0.058(8) 0.035(5) 0.028(6) C16' 0.050(7) 0.137(13) 0.076(9) 0.058(9) 0.015(6) 0.040(7) C17' 0.026(4) 0.053(5) 0.042(4) 0.027(4) 0.002(3) -0.008(3) C0 0.0323(6) 0.0523(8) 0.0481(7) -0.0008(6) 0.0031(5) -0.0034(6) O0 0.0349(5) 0.0538(6) 0.0709(7) 0.0062(5) 0.0110(5) 0.0043(4) N1 0.0287(5) 0.0526(7) 0.0567(7) 0.0030(5) 0.0109(5) 0.0003(5) C1A 0.0278(6) 0.0478(7) 0.0531(7) 0.0001(6) 0.0081(5) -0.0003(5) C1B1 0.0468(8) 0.0568(9) 0.0593(9) -0.0008(7) 0.0191(7) 0.0004(6) C1G1 0.0926(16) 0.1005(17) 0.0651(12) -0.0250(11) 0.0160(11) -0.0236(13) C1B2 0.0279(6) 0.0527(8) 0.0755(10) 0.0019(7) -0.0031(6) 0.0022(5) C1G2 0.0608(11) 0.0736(12) 0.0758(12) -0.0138(9) -0.0182(9) 0.0039(9) C1 0.0263(6) 0.0514(8) 0.0495(7) -0.0028(6) 0.0030(5) -0.0011(5) O1 0.0261(5) 0.0589(7) 0.0873(8) 0.0075(6) 0.0087(5) -0.0037(4) N2 0.0221(5) 0.0510(6) 0.0530(6) 0.0029(5) 0.0017(4) -0.0011(4) C2A 0.0242(6) 0.0584(8) 0.0535(8) 0.0039(6) -0.0018(5) 0.0021(5) C2B1 0.0338(7) 0.0560(9) 0.0740(10) 0.0095(7) 0.0050(6) 0.0040(6) C2G1 0.0550(11) 0.0668(12) 0.138(2) 0.0206(13) 0.0102(12) 0.0180(9) C2B2 0.0384(8) 0.0900(13) 0.0555(9) 0.0034(8) -0.0070(6) 0.0015(8) C2G2 0.0657(12) 0.135(2) 0.0545(10) 0.0024(12) 0.0002(9) 0.0014(13) C2 0.0275(6) 0.0559(8) 0.0594(8) 0.0002(6) 0.0000(6) 0.0020(5) O2 0.0243(5) 0.0924(9) 0.0724(7) 0.0012(6) 0.0007(5) 0.0058(5) OT1 0.0300(5) 0.0735(7) 0.0544(6) -0.0038(5) 0.0027(4) -0.0010(4) CT1 0.0381(8) 0.0968(14) 0.0627(10) -0.0081(9) 0.0114(7) 0.0031(8) CT2 0.0388(7) 0.0703(10) 0.0559(8) -0.0069(7) 0.0159(6) -0.0029(7) CT3 0.0544(9) 0.0532(9) 0.0660(10) 0.0004(7) 0.0086(7) -0.0012(7) CT4 0.0607(10) 0.0547(9) 0.0640(10) -0.0075(7) 0.0036(8) -0.0042(7) CT5 0.0483(8) 0.0598(9) 0.0581(9) 0.0010(7) 0.0167(7) 0.0024(7) CT6 0.0709(12) 0.0514(9) 0.0811(12) -0.0027(8) 0.0161(9) 0.0009(8) CT7 0.0668(11) 0.0620(10) 0.0741(11) -0.0176(9) 0.0096(9) -0.0076(8) NT1 0.0624(9) 0.0800(11) 0.0717(10) 0.0098(9) 0.0105(7) 0.0090(8) OT2 0.1151(14) 0.0835(12) 0.1083(14) 0.0230(10) -0.0037(11) 0.0243(10) OT3 0.1093(14) 0.1084(14) 0.0955(13) 0.0017(11) -0.0312(11) -0.0023(11) _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 C01 C02 1.389(6) . ? C01 C06 1.398(7) . ? C01 C17 1.494(6) . ? C02 C03 1.377(6) . ? C03 C04 1.398(5) . ? C04 C05 1.414(6) . ? C04 C15 1.432(7) . ? C05 C14 1.417(7) . ? C05 C06 1.428(6) . ? C06 C07 1.412(7) . ? C07 C08 1.364(5) . ? C08 C09 1.422(7) . ? C09 C10 1.408(7) . ? C09 C14 1.414(6) . ? C10 C11 1.385(7) . ? C11 C12 1.385(8) . ? C12 C13 1.386(7) . ? C13 C14 1.405(7) . ? C13 C16 1.416(7) . ? C15 C16 1.379(6) . ? C17 C0 1.516(6) . ? C01' C06' 1.396(9) . ? C01' C02' 1.398(9) . ? C01' C17' 1.504(9) . ? C02' C03' 1.377(9) . ? C03' C04' 1.394(8) . ? C04' C05' 1.386(9) . ? C04' C15' 1.402(9) . ? C05' C14' 1.399(9) . ? C05' C06' 1.405(9) . ? C06' C07' 1.406(10) . ? C07' C08' 1.374(10) . ? C08' C09' 1.398(9) . ? C09' C14' 1.391(9) . ? C09' C10' 1.399(9) . ? C10' C11' 1.382(10) . ? C11' C12' 1.386(10) . ? C12' C13' 1.382(9) . ? C13' C14' 1.391(9) . ? C13' C16' 1.399(9) . ? C15' C16' 1.378(9) . ? C17' C0 1.549(7) . ? C0 O0 1.2254(17) . ? C0 N1 1.336(2) . ? N1 C1A 1.4653(18) . ? C1A C1B1 1.539(2) . ? C1A C1B2 1.543(2) . ? C1A C1 1.5425(19) . ? C1B1 C1G1 1.509(3) . ? C1B2 C1G2 1.518(3) . ? C1 O1 1.2267(17) . ? C1 N2 1.3339(19) . ? N2 C2A 1.4687(17) . ? C2A C2B1 1.537(2) . ? C2A C2B2 1.539(2) . ? C2A C2 1.537(2) . ? C2B1 C2G1 1.515(2) . ? C2B2 C2G2 1.520(3) . ? C2 O2 1.2001(18) . ? C2 OT1 1.3435(19) . ? OT1 CT1 1.452(2) . ? CT1 CT2 1.505(3) . ? CT2 CT7 1.381(3) . ? CT2 CT3 1.384(3) . ? CT3 CT4 1.377(3) . ? CT4 CT5 1.364(3) . ? CT5 CT6 1.371(3) . ? CT5 NT1 1.475(3) . ? CT6 CT7 1.383(3) . ? NT1 OT2 1.210(3) . ? NT1 OT3 1.223(3) . ? 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 C02 C01 C06 117.2(7) . . ? C02 C01 C17 121.7(8) . . ? C06 C01 C17 121.1(6) . . ? C03 C02 C01 123.4(6) . . ? C02 C03 C04 120.8(6) . . ? C03 C04 C05 117.3(6) . . ? C03 C04 C15 120.4(6) . . ? C05 C04 C15 122.2(6) . . ? C14 C05 C04 117.1(6) . . ? C14 C05 C06 122.0(6) . . ? C04 C05 C06 120.8(7) . . ? C01 C06 C07 123.3(6) . . ? C01 C06 C05 120.4(8) . . ? C07 C06 C05 116.3(8) . . ? C08 C07 C06 122.7(8) . . ? C07 C08 C09 121.1(7) . . ? C10 C09 C14 119.2(6) . . ? C10 C09 C08 122.1(6) . . ? C14 C09 C08 118.7(6) . . ? C11 C10 C09 120.7(6) . . ? C10 C11 C12 119.6(6) . . ? C13 C12 C11 121.4(6) . . ? C12 C13 C14 119.7(5) . . ? C12 C13 C16 120.9(5) . . ? C14 C13 C16 119.4(5) . . ? C13 C14 C09 119.4(6) . . ? C13 C14 C05 121.5(6) . . ? C09 C14 C05 119.1(6) . . ? C16 C15 C04 118.3(4) . . ? C15 C16 C13 121.5(5) . . ? C01 C17 C0 116.6(5) . . ? C06' C01' C02' 119.4(14) . . ? C06' C01' C17' 123.0(12) . . ? C02' C01' C17' 117.5(13) . . ? C03' C02' C01' 119.9(11) . . ? C02' C03' C04' 120.3(11) . . ? C05' C04' C03' 121.3(10) . . ? C05' C04' C15' 119.7(11) . . ? C03' C04' C15' 119.0(10) . . ? C04' C05' C14' 121.3(11) . . ? C04' C05' C06' 118.0(13) . . ? C14' C05' C06' 120.6(12) . . ? C01' C06' C05' 121.1(16) . . ? C01' C06' C07' 121.7(15) . . ? C05' C06' C07' 117.2(17) . . ? C08' C07' C06' 122(2) . . ? C07' C08' C09' 119.7(17) . . ? C08' C09' C14' 119.4(11) . . ? C08' C09' C10' 118.1(16) . . ? C14' C09' C10' 122.3(14) . . ? C11' C10' C09' 117.6(18) . . ? C10' C11' C12' 120(2) . . ? C13' C12' C11' 122(2) . . ? C12' C13' C14' 118.2(15) . . ? C12' C13' C16' 125.1(12) . . ? C14' C13' C16' 116.7(11) . . ? C09' C14' C13' 119.3(13) . . ? C09' C14' C05' 120.5(10) . . ? C13' C14' C05' 120.2(11) . . ? C16' C15' C04' 117.5(12) . . ? C15' C16' C13' 124.6(11) . . ? C01' C17' C0 110.8(10) . . ? O0 C0 N1 124.37(14) . . ? O0 C0 C17 119.9(4) . . ? N1 C0 C17 115.8(4) . . ? O0 C0 C17' 125.9(6) . . ? N1 C0 C17' 109.7(6) . . ? C17 C0 C17' 6.0(9) . . ? C0 N1 C1A 127.18(11) . . ? N1 C1A C1B1 111.63(12) . . ? N1 C1A C1B2 111.04(12) . . ? C1B1 C1A C1B2 109.61(12) . . ? N1 C1A C1 104.22(10) . . ? C1B1 C1A C1 108.37(12) . . ? C1B2 C1A C1 111.87(12) . . ? C1G1 C1B1 C1A 114.45(14) . . ? C1G2 C1B2 C1A 114.85(13) . . ? O1 C1 N2 122.40(13) . . ? O1 C1 C1A 120.73(13) . . ? N2 C1 C1A 116.87(11) . . ? C1 N2 C2A 121.82(11) . . ? N2 C2A C2B1 106.54(11) . . ? N2 C2A C2B2 110.05(13) . . ? C2B1 C2A C2B2 113.37(14) . . ? N2 C2A C2 109.70(12) . . ? C2B1 C2A C2 108.20(13) . . ? C2B2 C2A C2 108.93(12) . . ? C2G1 C2B1 C2A 115.73(14) . . ? C2G2 C2B2 C2A 114.15(14) . . ? O2 C2 OT1 123.47(15) . . ? O2 C2 C2A 124.58(15) . . ? OT1 C2 C2A 111.79(11) . . ? C2 OT1 CT1 114.84(12) . . ? OT1 CT1 CT2 107.06(13) . . ? CT7 CT2 CT3 119.02(18) . . ? CT7 CT2 CT1 120.95(17) . . ? CT3 CT2 CT1 120.04(18) . . ? CT4 CT3 CT2 120.54(17) . . ? CT5 CT4 CT3 118.94(17) . . ? CT4 CT5 CT6 122.34(18) . . ? CT4 CT5 NT1 118.26(17) . . ? CT6 CT5 NT1 119.39(17) . . ? CT5 CT6 CT7 118.11(18) . . ? CT6 CT7 CT2 121.00(18) . . ? OT2 NT1 OT3 122.9(2) . . ? OT2 NT1 CT5 119.2(2) . . ? OT3 NT1 CT5 117.87(18) . . ? 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 C06 C01 C02 C03 -0.1(7) . . . . ? C17 C01 C02 C03 -179.4(6) . . . . ? C01 C02 C03 C04 -0.1(6) . . . . ? C02 C03 C04 C05 0.0(11) . . . . ? C02 C03 C04 C15 -178.3(5) . . . . ? C03 C04 C05 C14 -179.3(7) . . . . ? C15 C04 C05 C14 -1.0(14) . . . . ? C03 C04 C05 C06 0.3(14) . . . . ? C15 C04 C05 C06 178.6(9) . . . . ? C02 C01 C06 C07 178.8(9) . . . . ? C17 C01 C06 C07 -1.9(16) . . . . ? C02 C01 C06 C05 0.4(14) . . . . ? C17 C01 C06 C05 179.7(9) . . . . ? C14 C05 C06 C01 179.1(10) . . . . ? C04 C05 C06 C01 -0.5(17) . . . . ? C14 C05 C06 C07 0.6(16) . . . . ? C04 C05 C06 C07 -179.0(10) . . . . ? C01 C06 C07 C08 -179.8(10) . . . . ? C05 C06 C07 C08 -1.3(16) . . . . ? C06 C07 C08 C09 1.5(17) . . . . ? C07 C08 C09 C10 -179.7(10) . . . . ? C07 C08 C09 C14 -0.8(18) . . . . ? C14 C09 C10 C11 1.3(16) . . . . ? C08 C09 C10 C11 -179.8(10) . . . . ? C09 C10 C11 C12 0.0(14) . . . . ? C10 C11 C12 C13 -1.1(15) . . . . ? C11 C12 C13 C14 0.9(14) . . . . ? C11 C12 C13 C16 179.3(8) . . . . ? C12 C13 C14 C09 0.4(12) . . . . ? C16 C13 C14 C09 -178.0(8) . . . . ? C12 C13 C14 C05 179.9(9) . . . . ? C16 C13 C14 C05 1.4(12) . . . . ? C10 C09 C14 C13 -1.5(15) . . . . ? C08 C09 C14 C13 179.6(10) . . . . ? C10 C09 C14 C05 179.0(10) . . . . ? C08 C09 C14 C05 0.1(16) . . . . ? C04 C05 C14 C13 0.2(14) . . . . ? C06 C05 C14 C13 -179.5(9) . . . . ? C04 C05 C14 C09 179.6(9) . . . . ? C06 C05 C14 C09 0.0(15) . . . . ? C03 C04 C15 C16 178.5(6) . . . . ? C05 C04 C15 C16 0.3(11) . . . . ? C04 C15 C16 C13 1.4(9) . . . . ? C12 C13 C16 C15 179.4(7) . . . . ? C14 C13 C16 C15 -2.2(10) . . . . ? C02 C01 C17 C0 123.5(6) . . . . y C06 C01 C17 C0 -55.8(12) . . . . y C06' C01' C02' C03' 0.0(16) . . . . ? C17' C01' C02' C03' 175.7(11) . . . . ? C01' C02' C03' C04' 0.5(8) . . . . ? C02' C03' C04' C05' -0.2(18) . . . . ? C02' C03' C04' C15' -178.5(9) . . . . ? C03' C04' C05' C14' -179.4(16) . . . . ? C15' C04' C05' C14' -1(3) . . . . ? C03' C04' C05' C06' -1(3) . . . . ? C15' C04' C05' C06' 177.8(19) . . . . ? C02' C01' C06' C05' -1(3) . . . . ? C17' C01' C06' C05' -176(2) . . . . ? C02' C01' C06' C07' 179(2) . . . . ? C17' C01' C06' C07' 3(4) . . . . ? C04' C05' C06' C01' 1(4) . . . . ? C14' C05' C06' C01' 180(2) . . . . ? C04' C05' C06' C07' -178(2) . . . . ? C14' C05' C06' C07' 1(4) . . . . ? C01' C06' C07' C08' -180(2) . . . . ? C05' C06' C07' C08' 0(4) . . . . ? C06' C07' C08' C09' -1(4) . . . . ? C07' C08' C09' C14' 3(3) . . . . ? C07' C08' C09' C10' 178.1(19) . . . . ? C08' C09' C10' C11' -179(2) . . . . ? C14' C09' C10' C11' -4(3) . . . . ? C09' C10' C11' C12' 6(3) . . . . ? C10' C11' C12' C13' -4(4) . . . . ? C11' C12' C13' C14' 1(3) . . . . ? C11' C12' C13' C16' -178.7(19) . . . . ? C08' C09' C14' C13' 176(2) . . . . ? C10' C09' C14' C13' 0(3) . . . . ? C08' C09' C14' C05' -3(3) . . . . ? C10' C09' C14' C05' -177.8(19) . . . . ? C12' C13' C14' C09' 1(2) . . . . ? C16' C13' C14' C09' -179.3(14) . . . . ? C12' C13' C14' C05' 179.2(18) . . . . ? C16' C13' C14' C05' -1(3) . . . . ? C04' C05' C14' C09' 179.7(17) . . . . ? C06' C05' C14' C09' 1(3) . . . . ? C04' C05' C14' C13' 2(3) . . . . ? C06' C05' C14' C13' -177(2) . . . . ? C05' C04' C15' C16' 0(2) . . . . ? C03' C04' C15' C16' 178.5(12) . . . . ? C04' C15' C16' C13' 0(2) . . . . ? C12' C13' C16' C15' 179.9(14) . . . . ? C14' C13' C16' C15' 0(2) . . . . ? C06' C01' C17' C0 -65(2) . . . . y C02' C01' C17' C0 119.7(10) . . . . y C01 C17 C0 O0 -33.0(9) . . . . ? C01 C17 C0 N1 146.7(6) . . . . y C01 C17 C0 C17' 148(9) . . . . ? C01' C17' C0 O0 -23.9(14) . . . . ? C01' C17' C0 N1 155.9(10) . . . . y C01' C17' C0 C17 -22(7) . . . . ? O0 C0 N1 C1A -3.8(2) . . . . ? C17 C0 N1 C1A 176.6(4) . . . . y C17' C0 N1 C1A 176.4(6) . . . . y C0 N1 C1A C1B1 -54.57(19) . . . . ? C0 N1 C1A C1B2 68.07(19) . . . . ? C0 N1 C1A C1 -171.32(14) . . . . y N1 C1A C1B1 C1G1 -53.3(2) . . . . y C1B2 C1A C1B1 C1G1 -176.79(17) . . . . ? C1 C1A C1B1 C1G1 60.9(2) . . . . ? N1 C1A C1B2 C1G2 63.65(18) . . . . y C1B1 C1A C1B2 C1G2 -172.55(15) . . . . ? C1 C1A C1B2 C1G2 -52.33(19) . . . . ? N1 C1A C1 O1 11.28(18) . . . . ? C1B1 C1A C1 O1 -107.72(16) . . . . ? C1B2 C1A C1 O1 131.34(15) . . . . ? N1 C1A C1 N2 -169.49(12) . . . . ? C1B1 C1A C1 N2 71.51(16) . . . . ? C1B2 C1A C1 N2 -49.43(18) . . . . ? O1 C1 N2 C2A 4.7(2) . . . . ? C1A C1 N2 C2A -174.55(12) . . . . y C1 N2 C2A C2B1 -159.84(14) . . . . ? C1 N2 C2A C2B2 76.88(17) . . . . ? C1 N2 C2A C2 -42.95(18) . . . . y N2 C2A C2B1 C2G1 175.58(17) . . . . y C2B2 C2A C2B1 C2G1 -63.2(2) . . . . ? C2 C2A C2B1 C2G1 57.7(2) . . . . ? N2 C2A C2B2 C2G2 55.7(2) . . . . y C2B1 C2A C2B2 C2G2 -63.5(2) . . . . ? C2 C2A C2B2 C2G2 176.01(19) . . . . ? N2 C2A C2 O2 139.23(16) . . . . ? C2B1 C2A C2 O2 -104.93(18) . . . . ? C2B2 C2A C2 O2 18.7(2) . . . . ? N2 C2A C2 OT1 -45.31(17) . . . . y C2B1 C2A C2 OT1 70.53(16) . . . . ? C2B2 C2A C2 OT1 -165.82(14) . . . . ? O2 C2 OT1 CT1 -11.9(2) . . . . ? C2A C2 OT1 CT1 172.55(15) . . . . y C2 OT1 CT1 CT2 -159.89(15) . . . . y OT1 CT1 CT2 CT7 90.6(2) . . . . y OT1 CT1 CT2 CT3 -89.24(19) . . . . y CT7 CT2 CT3 CT4 -2.3(3) . . . . ? CT1 CT2 CT3 CT4 177.57(15) . . . . ? CT2 CT3 CT4 CT5 1.2(3) . . . . ? CT3 CT4 CT5 CT6 1.1(3) . . . . ? CT3 CT4 CT5 NT1 179.92(15) . . . . ? CT4 CT5 CT6 CT7 -2.1(3) . . . . ? NT1 CT5 CT6 CT7 179.05(16) . . . . ? CT5 CT6 CT7 CT2 0.9(3) . . . . ? CT3 CT2 CT7 CT6 1.2(3) . . . . ? CT1 CT2 CT7 CT6 -178.64(16) . . . . ? CT4 CT5 NT1 OT2 -173.38(19) . . . . ? CT6 CT5 NT1 OT2 5.5(3) . . . . y CT4 CT5 NT1 OT3 4.9(3) . . . . y CT6 CT5 NT1 OT3 -176.2(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 N1 H1 O1 0.86 2.13 2.5669(17) 110.8 . N2 H2 O0 0.86 2.25 3.0845(15) 165.3 2_546 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 71.44 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.276 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.042 #===END=== # Attachment '7365_web_deposit_cif_file_1_MarcoCrisma_1317039338.mc192f.cif' data_mc192f _database_code_depnum_ccdc_archive 'CCDC 846156' #TrackingRef '7365_web_deposit_cif_file_1_MarcoCrisma_1317039338.mc192f.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-Pyreneacetyl-(Deg)5-O-pNO2Bzl ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H72 N6 O9' _chemical_formula_weight 961.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.0556(2) _cell_length_b 23.1736(5) _cell_length_c 11.9038(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.010(2) _cell_angle_gamma 90.00 _cell_volume 2746.81(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 15646 _cell_measurement_theta_min 3.747 _cell_measurement_theta_max 72.245 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.162 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.638 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.70198 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1274 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38894 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.81 _diffrn_reflns_theta_max 72.39 _reflns_number_total 10511 _reflns_number_gt 9150 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1345P)^2^+0.1952P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(2) _refine_ls_number_reflns 10511 _refine_ls_number_parameters 631 _refine_ls_number_restraints 91 _refine_ls_R_factor_all 0.0705 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1880 _refine_ls_wR_factor_gt 0.1774 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.001 _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 C01 C 0.0304(3) 0.12324(15) 0.7899(3) 0.0709(8) Uani 1 1 d . . . C02 C 0.1030(4) 0.17275(19) 0.7667(4) 0.0871(10) Uani 1 1 d . . . H02 H 0.1955 0.1735 0.7884 0.105 Uiso 1 1 calc R . . C03 C 0.0415(5) 0.21962(18) 0.7133(4) 0.0968(13) Uani 1 1 d . . . H03 H 0.0934 0.2510 0.6975 0.116 Uiso 1 1 calc R . . C04 C -0.0960(4) 0.22165(14) 0.6821(3) 0.0780(9) Uani 1 1 d . . . C05 C -0.1729(3) 0.17305(13) 0.7055(3) 0.0633(7) Uani 1 1 d . . . C06 C -0.1077(3) 0.12404(12) 0.7586(2) 0.0595(6) Uani 1 1 d . . . C07 C -0.1922(4) 0.07574(15) 0.7763(3) 0.0764(9) Uani 1 1 d . . . H07 H -0.1528 0.0425 0.8097 0.092 Uiso 1 1 calc R . . C08 C -0.3252(4) 0.0769(2) 0.7467(4) 0.0955(13) Uani 1 1 d . . . H08 H -0.3754 0.0448 0.7615 0.115 Uiso 1 1 calc R . . C09 C -0.3937(4) 0.1263(2) 0.6925(4) 0.0900(11) Uani 1 1 d . . . C10 C -0.5325(6) 0.1298(4) 0.6582(6) 0.142(3) Uani 1 1 d U . . H10 H -0.5854 0.0981 0.6710 0.170 Uiso 1 1 calc R . . C11 C -0.5939(7) 0.1772(6) 0.6070(7) 0.168(4) Uani 1 1 d U . . H11 H -0.6863 0.1780 0.5849 0.201 Uiso 1 1 calc R . . C12 C -0.5153(7) 0.2236(4) 0.5893(6) 0.137(2) Uani 1 1 d U . . H12 H -0.5565 0.2563 0.5550 0.164 Uiso 1 1 calc R . . C13 C -0.3764(5) 0.2242(2) 0.6200(4) 0.0993(13) Uani 1 1 d . . . C14 C -0.3135(3) 0.17466(17) 0.6724(3) 0.0755(8) Uani 1 1 d . . . C15 C -0.1646(6) 0.27117(18) 0.6273(4) 0.1022(14) Uani 1 1 d . . . H15 H -0.1149 0.3036 0.6132 0.123 Uiso 1 1 calc R . . C16 C -0.2948(7) 0.2715(2) 0.5970(5) 0.1202(18) Uani 1 1 d . . . H16 H -0.3349 0.3036 0.5594 0.144 Uiso 1 1 calc R . . C17 C 0.1052(4) 0.07231(16) 0.8416(3) 0.0740(8) Uani 1 1 d . . . H17A H 0.0545 0.0548 0.8962 0.089 Uiso 1 1 calc R . . H17B H 0.1906 0.0850 0.8821 0.089 Uiso 1 1 calc R . . C0 C 0.1310(3) 0.02692(13) 0.7538(2) 0.0581(6) Uani 1 1 d . . . O0 O 0.1355(2) 0.04128(9) 0.65519(16) 0.0665(5) Uani 1 1 d . . . N1 N 0.1486(2) -0.02741(11) 0.78882(17) 0.0557(5) Uani 1 1 d . . . H1 H 0.1369 -0.0359 0.8571 0.067 Uiso 1 1 calc R . . C1A C 0.1876(2) -0.07343(12) 0.7144(2) 0.0537(5) Uani 1 1 d . . . C1B1 C 0.1764(3) -0.13099(14) 0.7770(2) 0.0651(7) Uani 1 1 d . . . H1B1 H 0.2371 -0.1298 0.8479 0.078 Uiso 1 1 calc R . . H1B2 H 0.0858 -0.1345 0.7956 0.078 Uiso 1 1 calc R . . C1G1 C 0.2078(6) -0.18431(19) 0.7117(4) 0.1054(14) Uani 1 1 d U . . H1G1 H 0.1514 -0.1851 0.6397 0.158 Uiso 1 1 calc R . . H1G2 H 0.1916 -0.2182 0.7542 0.158 Uiso 1 1 calc R . . H1G3 H 0.3003 -0.1834 0.6999 0.158 Uiso 1 1 calc R . . C1B2 C 0.3308(3) -0.06256(15) 0.6863(2) 0.0639(7) Uani 1 1 d . . . H1B3 H 0.3541 -0.0934 0.6375 0.077 Uiso 1 1 calc R . . H1B4 H 0.3310 -0.0267 0.6443 0.077 Uiso 1 1 calc R . . C1G2 C 0.4373(4) -0.0592(3) 0.7896(4) 0.1015(14) Uani 1 1 d U . . H1G4 H 0.4215 -0.0258 0.8337 0.152 Uiso 1 1 calc R . . H1G5 H 0.5243 -0.0563 0.7656 0.152 Uiso 1 1 calc R . . H1G6 H 0.4334 -0.0933 0.8348 0.152 Uiso 1 1 calc R . . C1 C 0.0892(2) -0.07489(12) 0.60341(19) 0.0501(5) Uani 1 1 d . . . O1 O 0.12598(19) -0.08349(9) 0.51072(14) 0.0605(4) Uani 1 1 d . . . N2 N -0.0407(2) -0.06820(10) 0.61562(16) 0.0537(5) Uani 1 1 d . . . H2 H -0.0598 -0.0606 0.6822 0.064 Uiso 1 1 calc R . . C2A C -0.1522(2) -0.07312(14) 0.5222(2) 0.0588(6) Uani 1 1 d . . . C2B1 C -0.2789(3) -0.0532(2) 0.5716(3) 0.0797(10) Uani 1 1 d . . . H2B1 H -0.2907 -0.0777 0.6355 0.096 Uiso 1 1 calc R . . H2B2 H -0.2644 -0.0141 0.6000 0.096 Uiso 1 1 calc R . . C2G1 C -0.4071(3) -0.0544(3) 0.4875(4) 0.124(2) Uani 1 1 d U . . H2G1 H -0.3993 -0.0279 0.4268 0.185 Uiso 1 1 calc R . . H2G2 H -0.4816 -0.0434 0.5252 0.185 Uiso 1 1 calc R . . H2G3 H -0.4215 -0.0927 0.4574 0.185 Uiso 1 1 calc R . . C2B2 C -0.1643(4) -0.13551(17) 0.4766(3) 0.0797(9) Uani 1 1 d . . . H2B3 H -0.2382 -0.1372 0.4149 0.096 Uiso 1 1 calc R . . H2B4 H -0.0828 -0.1452 0.4457 0.096 Uiso 1 1 calc R . . C2G2 C -0.1872(7) -0.1804(3) 0.5642(5) 0.131(2) Uani 1 1 d U . . H2G4 H -0.1106 -0.1817 0.6222 0.197 Uiso 1 1 calc R . . H2G5 H -0.1996 -0.2175 0.5285 0.197 Uiso 1 1 calc R . . H2G6 H -0.2657 -0.1705 0.5975 0.197 Uiso 1 1 calc R . . C2 C -0.1318(2) -0.03228(12) 0.4253(2) 0.0526(5) Uani 1 1 d . . . O2 O -0.18006(18) -0.04400(10) 0.32760(15) 0.0623(5) Uani 1 1 d . . . N3 N -0.0670(2) 0.01772(10) 0.45102(17) 0.0575(5) Uani 1 1 d . . . H3 H -0.0313 0.0234 0.5201 0.069 Uiso 1 1 calc R . . C3A C -0.0542(3) 0.06335(13) 0.3670(2) 0.0648(7) Uani 1 1 d . . . C3B1 C 0.0432(5) 0.10745(14) 0.4251(3) 0.0866(11) Uani 1 1 d . . . H3B1 H 0.1283 0.0886 0.4499 0.104 Uiso 1 1 calc R . . H3B2 H 0.0088 0.1217 0.4921 0.104 Uiso 1 1 calc R . . C3G1 C 0.0678(8) 0.15918(19) 0.3493(5) 0.134(2) Uani 1 1 d U . . H3G1 H 0.1053 0.1457 0.2842 0.200 Uiso 1 1 calc R . . H3G2 H 0.1293 0.1856 0.3916 0.200 Uiso 1 1 calc R . . H3G3 H -0.0157 0.1785 0.3250 0.200 Uiso 1 1 calc R . . C3B2 C -0.1936(4) 0.08925(18) 0.3244(3) 0.0878(12) Uani 1 1 d . . . H3B3 H -0.1835 0.1179 0.2668 0.105 Uiso 1 1 calc R . . H3B4 H -0.2509 0.0588 0.2888 0.105 Uiso 1 1 calc R . . C3G2 C -0.2638(7) 0.1175(3) 0.4168(4) 0.137(2) Uani 1 1 d U . . H3G4 H -0.2760 0.0894 0.4737 0.205 Uiso 1 1 calc R . . H3G5 H -0.3497 0.1321 0.3836 0.205 Uiso 1 1 calc R . . H3G6 H -0.2096 0.1487 0.4508 0.205 Uiso 1 1 calc R . . C3 C 0.0054(3) 0.03809(11) 0.2641(2) 0.0534(5) Uani 1 1 d . . . O3 O -0.0254(2) 0.05781(9) 0.16945(16) 0.0647(5) Uani 1 1 d . . . N4 N 0.0965(2) -0.00406(9) 0.28693(16) 0.0488(4) Uani 1 1 d . . . H4 H 0.1132 -0.0165 0.3555 0.059 Uiso 1 1 calc R . . C4A C 0.1692(2) -0.03012(12) 0.2009(2) 0.0523(5) Uani 1 1 d . . . C4B1 C 0.2547(3) -0.07888(14) 0.2613(2) 0.0604(6) Uani 1 1 d . . . H4B1 H 0.3010 -0.0640 0.3323 0.072 Uiso 1 1 calc R . . H4B2 H 0.1949 -0.1093 0.2796 0.072 Uiso 1 1 calc R . . C4G1 C 0.3585(3) -0.10534(18) 0.1949(3) 0.0790(9) Uani 1 1 d U . . H4G1 H 0.3215 -0.1081 0.1162 0.118 Uiso 1 1 calc R . . H4G2 H 0.3820 -0.1432 0.2239 0.118 Uiso 1 1 calc R . . H4G3 H 0.4372 -0.0814 0.2026 0.118 Uiso 1 1 calc R . . C4B2 C 0.2565(3) 0.01528(16) 0.1495(3) 0.0703(8) Uani 1 1 d . . . H4B3 H 0.3014 -0.0032 0.0921 0.084 Uiso 1 1 calc R . . H4B4 H 0.1983 0.0451 0.1125 0.084 Uiso 1 1 calc R . . C4G2 C 0.3620(4) 0.0434(2) 0.2374(4) 0.1001(13) Uani 1 1 d U . . H4G4 H 0.3183 0.0619 0.2946 0.150 Uiso 1 1 calc R . . H4G5 H 0.4112 0.0716 0.2009 0.150 Uiso 1 1 calc R . . H4G6 H 0.4226 0.0145 0.2720 0.150 Uiso 1 1 calc R . . C4 C 0.0693(2) -0.05716(11) 0.1050(2) 0.0511(5) Uani 1 1 d . . . O4 O 0.0985(2) -0.06302(11) 0.00926(15) 0.0707(6) Uani 1 1 d . . . N5 N -0.04485(19) -0.07841(9) 0.13336(15) 0.0483(4) Uani 1 1 d . . . H5 H -0.0546 -0.0785 0.2040 0.058 Uiso 1 1 calc R . . C5A C -0.1545(3) -0.10151(12) 0.0519(2) 0.0554(6) Uani 1 1 d . . . C5B1 C -0.2260(3) -0.05287(16) -0.0202(3) 0.0749(8) Uani 1 1 d . . . H5B1 H -0.2853 -0.0698 -0.0828 0.090 Uiso 1 1 calc R . . H5B2 H -0.1594 -0.0301 -0.0521 0.090 Uiso 1 1 calc R . . C5G1 C -0.3083(4) -0.01269(19) 0.0460(4) 0.0945(12) Uani 1 1 d U . . H5G1 H -0.3753 -0.0347 0.0771 0.142 Uiso 1 1 calc R . . H5G2 H -0.3511 0.0163 -0.0040 0.142 Uiso 1 1 calc R . . H5G3 H -0.2499 0.0055 0.1065 0.142 Uiso 1 1 calc R . . C5B2 C -0.2468(3) -0.13483(15) 0.1217(3) 0.0720(8) Uani 1 1 d . . . H5B3 H -0.1932 -0.1626 0.1693 0.086 Uiso 1 1 calc R . . H5B4 H -0.2843 -0.1079 0.1712 0.086 Uiso 1 1 calc R . . C5G2 C -0.3613(5) -0.1665(3) 0.0505(6) 0.1183(18) Uani 1 1 d U . . H5G4 H -0.4295 -0.1394 0.0211 0.177 Uiso 1 1 calc R . . H5G5 H -0.3988 -0.1945 0.0967 0.177 Uiso 1 1 calc R . . H5G6 H -0.3280 -0.1858 -0.0113 0.177 Uiso 1 1 calc R . . C5 C -0.1041(3) -0.14553(14) -0.0289(2) 0.0622(7) Uani 1 1 d . . . O5 O -0.1347(3) -0.14531(14) -0.1292(2) 0.0910(8) Uani 1 1 d . . . OT1 O -0.0352(3) -0.18753(10) 0.0266(2) 0.0757(6) Uani 1 1 d . . . CT1 C -0.0226(5) -0.24017(19) -0.0361(4) 0.0969(12) Uani 1 1 d . . . HT1A H -0.0401 -0.2320 -0.1168 0.116 Uiso 1 1 calc R . . HT1B H -0.0893 -0.2677 -0.0184 0.116 Uiso 1 1 calc R . . CT2 C 0.1126(4) -0.26579(14) -0.0088(3) 0.0693(7) Uani 1 1 d . . . CT3 C 0.1317(4) -0.32177(16) -0.0419(3) 0.0796(9) Uani 1 1 d . . . HT3 H 0.0585 -0.3428 -0.0765 0.096 Uiso 1 1 calc R . . CT4 C 0.2545(5) -0.34688(17) -0.0251(3) 0.0871(10) Uani 1 1 d . . . HT4 H 0.2667 -0.3845 -0.0488 0.105 Uiso 1 1 calc R . . CT5 C 0.3602(4) -0.31525(17) 0.0275(4) 0.0867(10) Uani 1 1 d . . . CT6 C 0.3426(5) -0.2600(2) 0.0679(5) 0.1105(15) Uani 1 1 d . . . HT6 H 0.4139 -0.2401 0.1087 0.133 Uiso 1 1 calc R . . CT7 C 0.2175(4) -0.23519(17) 0.0463(5) 0.0943(12) Uani 1 1 d . . . HT7 H 0.2045 -0.1975 0.0692 0.113 Uiso 1 1 calc R . . NT1 N 0.4924(4) -0.34158(19) 0.0461(4) 0.1114(13) Uani 1 1 d . . . OT2 O 0.5107(4) -0.39020(19) 0.0252(5) 0.1423(15) Uani 1 1 d U . . OT3 O 0.5848(5) -0.3117(3) 0.0866(7) 0.193(3) Uani 1 1 d U . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C01 0.082(2) 0.0763(18) 0.0540(15) -0.0166(14) 0.0080(14) 0.0019(15) C02 0.080(2) 0.087(2) 0.094(3) -0.024(2) 0.0122(18) -0.0202(18) C03 0.109(3) 0.069(2) 0.118(3) -0.016(2) 0.037(3) -0.026(2) C04 0.102(2) 0.0575(15) 0.079(2) -0.0066(14) 0.0288(18) -0.0025(15) C05 0.0816(17) 0.0581(14) 0.0539(14) -0.0082(12) 0.0222(13) 0.0058(13) C06 0.0737(16) 0.0606(14) 0.0460(13) -0.0102(11) 0.0146(12) 0.0005(12) C07 0.098(2) 0.0634(17) 0.073(2) 0.0042(14) 0.0292(17) -0.0030(15) C08 0.095(3) 0.098(3) 0.103(3) -0.018(2) 0.046(2) -0.031(2) C09 0.080(2) 0.109(3) 0.084(2) -0.016(2) 0.0228(19) 0.003(2) C10 0.087(3) 0.220(8) 0.123(4) -0.032(5) 0.031(3) -0.023(4) C11 0.083(3) 0.282(11) 0.138(5) 0.013(7) 0.014(4) 0.055(6) C12 0.104(4) 0.191(7) 0.120(4) 0.019(4) 0.029(3) 0.071(4) C13 0.106(3) 0.115(3) 0.078(2) -0.001(2) 0.018(2) 0.043(3) C14 0.0763(18) 0.091(2) 0.0618(17) -0.0086(16) 0.0184(14) 0.0165(17) C15 0.143(4) 0.066(2) 0.108(3) 0.004(2) 0.052(3) 0.013(2) C16 0.150(5) 0.101(3) 0.119(4) 0.023(3) 0.050(3) 0.056(3) C17 0.085(2) 0.089(2) 0.0454(14) -0.0126(14) -0.0024(13) 0.0134(16) C0 0.0574(13) 0.0755(16) 0.0391(12) -0.0038(11) -0.0017(10) 0.0054(12) O0 0.0868(13) 0.0735(12) 0.0383(9) 0.0044(8) 0.0053(8) 0.0062(10) N1 0.0594(11) 0.0762(14) 0.0318(9) 0.0041(9) 0.0067(8) 0.0035(10) C1A 0.0524(12) 0.0701(15) 0.0395(11) 0.0068(11) 0.0099(9) 0.0088(11) C1B1 0.0713(16) 0.0773(17) 0.0470(14) 0.0142(13) 0.0097(12) 0.0036(14) C1G1 0.159(4) 0.074(2) 0.087(3) 0.009(2) 0.029(3) 0.013(2) C1B2 0.0514(12) 0.0855(19) 0.0555(14) 0.0101(13) 0.0095(11) 0.0069(12) C1G2 0.0598(16) 0.153(4) 0.087(2) 0.022(3) -0.0060(16) -0.011(2) C1 0.0532(11) 0.0616(13) 0.0362(11) 0.0033(10) 0.0086(9) 0.0051(10) O1 0.0649(10) 0.0810(12) 0.0375(8) -0.0006(8) 0.0142(7) 0.0105(9) N2 0.0506(10) 0.0770(14) 0.0341(9) -0.0028(9) 0.0078(7) -0.0034(9) C2A 0.0499(12) 0.0840(18) 0.0421(12) -0.0045(12) 0.0050(10) -0.0008(12) C2B1 0.0515(13) 0.134(3) 0.0557(16) 0.0003(18) 0.0153(12) 0.0011(16) C2G1 0.0478(15) 0.243(7) 0.081(2) -0.006(3) 0.0105(15) 0.004(3) C2B2 0.081(2) 0.088(2) 0.0662(19) -0.0062(17) -0.0018(16) -0.0114(17) C2G2 0.175(5) 0.105(3) 0.101(3) 0.016(3) -0.024(3) -0.056(4) C2 0.0471(11) 0.0718(15) 0.0386(12) -0.0081(10) 0.0046(9) 0.0108(11) O2 0.0561(9) 0.0917(13) 0.0378(9) -0.0093(9) 0.0025(7) 0.0034(9) N3 0.0690(12) 0.0690(13) 0.0323(9) -0.0053(9) -0.0007(9) 0.0125(10) C3A 0.0899(19) 0.0611(14) 0.0404(13) -0.0019(11) -0.0011(13) 0.0169(14) C3B1 0.142(3) 0.0584(17) 0.0523(17) -0.0039(14) -0.0100(19) 0.0019(18) C3G1 0.229(7) 0.064(2) 0.092(3) 0.008(2) -0.029(4) -0.028(3) C3B2 0.115(3) 0.094(2) 0.0521(16) -0.0009(16) 0.0024(17) 0.056(2) C3G2 0.182(5) 0.154(5) 0.075(2) -0.004(3) 0.023(3) 0.102(4) C3 0.0680(14) 0.0516(12) 0.0371(12) 0.0004(10) -0.0046(10) -0.0028(11) O3 0.0861(13) 0.0620(10) 0.0435(10) 0.0081(8) 0.0009(9) 0.0067(9) N4 0.0561(10) 0.0572(11) 0.0320(9) 0.0032(8) 0.0018(8) -0.0001(8) C4A 0.0523(12) 0.0675(14) 0.0373(12) 0.0047(10) 0.0071(9) -0.0060(11) C4B1 0.0504(12) 0.0780(17) 0.0529(13) 0.0004(13) 0.0079(10) 0.0039(12) C4G1 0.0662(17) 0.095(2) 0.079(2) -0.0080(18) 0.0208(15) 0.0082(16) C4B2 0.0693(16) 0.088(2) 0.0544(15) 0.0058(14) 0.0113(13) -0.0218(15) C4G2 0.093(2) 0.116(3) 0.088(3) 0.007(2) 0.002(2) -0.049(2) C4 0.0553(12) 0.0638(13) 0.0351(11) 0.0022(10) 0.0095(9) -0.0018(10) O4 0.0712(11) 0.1062(16) 0.0375(9) -0.0028(10) 0.0171(8) -0.0213(11) N5 0.0527(10) 0.0590(10) 0.0338(9) -0.0019(8) 0.0085(7) -0.0030(8) C5A 0.0557(12) 0.0658(14) 0.0449(12) -0.0031(11) 0.0081(10) -0.0064(11) C5B1 0.0695(17) 0.083(2) 0.0651(18) 0.0007(15) -0.0144(14) 0.0000(15) C5G1 0.090(2) 0.088(2) 0.097(3) -0.018(2) -0.019(2) 0.020(2) C5B2 0.0734(17) 0.0749(18) 0.0724(19) -0.0093(15) 0.0267(15) -0.0175(15) C5G2 0.085(3) 0.122(4) 0.154(5) -0.037(3) 0.039(3) -0.042(3) C5 0.0617(14) 0.0754(17) 0.0499(15) -0.0107(13) 0.0087(12) -0.0090(13) O5 0.0994(17) 0.121(2) 0.0505(12) -0.0232(13) 0.0011(11) 0.0031(15) OT1 0.0931(15) 0.0704(12) 0.0631(13) -0.0149(10) 0.0096(11) 0.0066(11) CT1 0.100(3) 0.083(2) 0.104(3) -0.037(2) 0.004(2) 0.002(2) CT2 0.093(2) 0.0626(16) 0.0539(16) -0.0074(13) 0.0156(14) -0.0067(15) CT3 0.101(2) 0.0679(18) 0.0668(19) -0.0146(15) 0.0014(17) -0.0021(18) CT4 0.121(3) 0.0671(18) 0.072(2) -0.0121(16) 0.009(2) 0.0063(19) CT5 0.098(2) 0.073(2) 0.088(2) 0.0063(18) 0.011(2) 0.0034(18) CT6 0.094(3) 0.082(2) 0.152(5) -0.009(3) 0.005(3) -0.018(2) CT7 0.090(2) 0.0644(19) 0.127(4) -0.020(2) 0.010(2) -0.0057(17) NT1 0.096(2) 0.090(2) 0.146(4) 0.008(2) 0.009(2) 0.003(2) OT2 0.125(3) 0.111(3) 0.193(5) -0.015(3) 0.029(3) 0.036(2) OT3 0.100(3) 0.141(4) 0.322(9) 0.020(5) -0.031(4) 0.005(3) _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 C01 C06 1.387(5) . ? C01 C02 1.408(5) . ? C01 C17 1.486(5) . ? C02 C03 1.363(7) . ? C03 C04 1.381(7) . ? C04 C05 1.416(5) . ? C04 C15 1.447(6) . ? C05 C14 1.415(5) . ? C05 C06 1.415(4) . ? C06 C07 1.438(4) . ? C07 C08 1.335(6) . ? C08 C09 1.441(7) . ? C09 C10 1.401(7) . ? C09 C14 1.420(6) . ? C10 C11 1.363(13) . ? C11 C12 1.369(13) . ? C12 C13 1.394(9) . ? C13 C14 1.414(6) . ? C13 C16 1.418(8) . ? C15 C16 1.309(8) . ? C17 C0 1.530(4) . ? C0 O0 1.227(3) . ? C0 N1 1.331(4) . ? N1 C1A 1.474(3) . ? C1A C1 1.537(3) . ? C1A C1B1 1.540(4) . ? C1A C1B2 1.543(3) . ? C1B1 C1G1 1.516(6) . ? C1B2 C1G2 1.515(5) . ? C1 O1 1.228(3) . ? C1 N2 1.343(3) . ? N2 C2A 1.469(3) . ? C2A C2 1.528(4) . ? C2A C2B2 1.543(5) . ? C2A C2B1 1.547(4) . ? C2B1 C2G1 1.518(5) . ? C2B2 C2G2 1.514(6) . ? C2 O2 1.226(3) . ? C2 N3 1.343(4) . ? N3 C3A 1.474(4) . ? C3A C3B1 1.514(5) . ? C3A C3B2 1.544(5) . ? C3A C3 1.552(4) . ? C3B1 C3G1 1.541(6) . ? C3B2 C3G2 1.534(5) . ? C3 O3 1.215(3) . ? C3 N4 1.341(3) . ? N4 C4A 1.469(3) . ? C4A C4B1 1.536(4) . ? C4A C4 1.545(4) . ? C4A C4B2 1.549(4) . ? C4B1 C4G1 1.523(4) . ? C4B2 C4G2 1.529(5) . ? C4 O4 1.224(3) . ? C4 N5 1.335(3) . ? N5 C5A 1.465(3) . ? C5A C5B1 1.534(4) . ? C5A C5 1.536(4) . ? C5A C5B2 1.537(4) . ? C5B1 C5G1 1.535(6) . ? C5B2 C5G2 1.521(6) . ? C5 O5 1.191(4) . ? C5 OT1 1.318(4) . ? OT1 CT1 1.445(4) . ? CT1 CT2 1.478(6) . ? CT2 CT7 1.361(5) . ? CT2 CT3 1.377(5) . ? CT3 CT4 1.355(6) . ? CT4 CT5 1.369(6) . ? CT5 CT6 1.389(7) . ? CT5 NT1 1.451(6) . ? CT6 CT7 1.374(7) . ? NT1 OT2 1.174(6) . ? NT1 OT3 1.204(6) . ? 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 C06 C01 C02 117.6(3) . . ? C06 C01 C17 123.5(3) . . ? C02 C01 C17 118.8(3) . . ? C03 C02 C01 121.8(4) . . ? C02 C03 C04 121.7(4) . . ? C03 C04 C05 118.3(3) . . ? C03 C04 C15 123.0(4) . . ? C05 C04 C15 118.7(4) . . ? C14 C05 C04 118.5(3) . . ? C14 C05 C06 121.9(3) . . ? C04 C05 C06 119.6(3) . . ? C01 C06 C05 121.0(3) . . ? C01 C06 C07 122.7(3) . . ? C05 C06 C07 116.4(3) . . ? C08 C07 C06 122.4(4) . . ? C07 C08 C09 122.3(4) . . ? C10 C09 C14 118.2(6) . . ? C10 C09 C08 124.8(5) . . ? C14 C09 C08 117.0(3) . . ? C11 C10 C09 123.2(8) . . ? C10 C11 C12 117.9(6) . . ? C11 C12 C13 123.1(6) . . ? C12 C13 C14 118.6(6) . . ? C12 C13 C16 122.8(5) . . ? C14 C13 C16 118.5(4) . . ? C13 C14 C05 120.8(4) . . ? C13 C14 C09 119.1(4) . . ? C05 C14 C09 120.1(3) . . ? C16 C15 C04 121.7(5) . . ? C15 C16 C13 121.7(4) . . ? C01 C17 C0 112.8(2) . . ? O0 C0 N1 122.4(3) . . ? O0 C0 C17 120.0(3) . . ? N1 C0 C17 117.6(2) . . ? C0 N1 C1A 122.1(2) . . ? N1 C1A C1 109.8(2) . . ? N1 C1A C1B1 107.0(2) . . ? C1 C1A C1B1 108.4(2) . . ? N1 C1A C1B2 110.3(2) . . ? C1 C1A C1B2 108.99(19) . . ? C1B1 C1A C1B2 112.3(2) . . ? C1G1 C1B1 C1A 115.0(3) . . ? C1G2 C1B2 C1A 114.1(3) . . ? O1 C1 N2 122.3(2) . . ? O1 C1 C1A 122.5(2) . . ? N2 C1 C1A 115.1(2) . . ? C1 N2 C2A 124.1(2) . . ? N2 C2A C2 110.8(2) . . ? N2 C2A C2B2 110.7(3) . . ? C2 C2A C2B2 109.1(2) . . ? N2 C2A C2B1 105.7(2) . . ? C2 C2A C2B1 107.8(3) . . ? C2B2 C2A C2B1 112.6(3) . . ? C2G1 C2B1 C2A 114.4(3) . . ? C2G2 C2B2 C2A 114.4(4) . . ? O2 C2 N3 121.5(3) . . ? O2 C2 C2A 120.1(3) . . ? N3 C2 C2A 118.3(2) . . ? C2 N3 C3A 123.4(2) . . ? N3 C3A C3B1 106.7(2) . . ? N3 C3A C3B2 109.9(3) . . ? C3B1 C3A C3B2 112.8(3) . . ? N3 C3A C3 110.2(2) . . ? C3B1 C3A C3 108.6(3) . . ? C3B2 C3A C3 108.7(2) . . ? C3A C3B1 C3G1 113.9(3) . . ? C3G2 C3B2 C3A 114.7(3) . . ? O3 C3 N4 122.7(2) . . ? O3 C3 C3A 120.9(2) . . ? N4 C3 C3A 116.3(2) . . ? C3 N4 C4A 123.4(2) . . ? N4 C4A C4B1 106.04(19) . . ? N4 C4A C4 110.25(19) . . ? C4B1 C4A C4 108.1(2) . . ? N4 C4A C4B2 111.1(2) . . ? C4B1 C4A C4B2 111.9(2) . . ? C4 C4A C4B2 109.3(2) . . ? C4G1 C4B1 C4A 115.6(2) . . ? C4G2 C4B2 C4A 113.4(3) . . ? O4 C4 N5 121.4(2) . . ? O4 C4 C4A 121.1(2) . . ? N5 C4 C4A 117.18(19) . . ? C4 N5 C5A 124.17(19) . . ? N5 C5A C5B1 110.7(2) . . ? N5 C5A C5 112.0(2) . . ? C5B1 C5A C5 107.9(2) . . ? N5 C5A C5B2 106.3(2) . . ? C5B1 C5A C5B2 113.6(3) . . ? C5 C5A C5B2 106.4(2) . . ? C5A C5B1 C5G1 113.8(3) . . ? C5G2 C5B2 C5A 114.1(3) . . ? O5 C5 OT1 123.4(3) . . ? O5 C5 C5A 124.3(3) . . ? OT1 C5 C5A 111.9(2) . . ? C5 OT1 CT1 116.2(3) . . ? OT1 CT1 CT2 111.7(3) . . ? CT7 CT2 CT3 119.9(4) . . ? CT7 CT2 CT1 121.6(3) . . ? CT3 CT2 CT1 118.5(3) . . ? CT4 CT3 CT2 121.6(4) . . ? CT3 CT4 CT5 118.1(3) . . ? CT4 CT5 CT6 121.6(4) . . ? CT4 CT5 NT1 118.7(4) . . ? CT6 CT5 NT1 119.6(4) . . ? CT7 CT6 CT5 118.6(4) . . ? CT2 CT7 CT6 120.0(4) . . ? OT2 NT1 OT3 120.0(5) . . ? OT2 NT1 CT5 122.6(5) . . ? OT3 NT1 CT5 117.3(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C06 C01 C02 C03 -1.4(5) . . . . ? C17 C01 C02 C03 176.0(4) . . . . ? C01 C02 C03 C04 1.9(7) . . . . ? C02 C03 C04 C05 -0.9(6) . . . . ? C02 C03 C04 C15 178.8(4) . . . . ? C03 C04 C05 C14 -179.2(3) . . . . ? C15 C04 C05 C14 1.0(5) . . . . ? C03 C04 C05 C06 -0.6(5) . . . . ? C15 C04 C05 C06 179.7(3) . . . . ? C02 C01 C06 C05 -0.1(4) . . . . ? C17 C01 C06 C05 -177.4(3) . . . . ? C02 C01 C06 C07 179.0(3) . . . . ? C17 C01 C06 C07 1.8(4) . . . . ? C14 C05 C06 C01 179.7(3) . . . . ? C04 C05 C06 C01 1.1(4) . . . . ? C14 C05 C06 C07 0.5(4) . . . . ? C04 C05 C06 C07 -178.2(3) . . . . ? C01 C06 C07 C08 179.5(3) . . . . ? C05 C06 C07 C08 -1.2(5) . . . . ? C06 C07 C08 C09 1.3(6) . . . . ? C07 C08 C09 C10 179.2(5) . . . . ? C07 C08 C09 C14 -0.6(6) . . . . ? C14 C09 C10 C11 -0.2(8) . . . . ? C08 C09 C10 C11 -180.0(6) . . . . ? C09 C10 C11 C12 -0.4(11) . . . . ? C10 C11 C12 C13 0.6(12) . . . . ? C11 C12 C13 C14 -0.2(9) . . . . ? C11 C12 C13 C16 177.2(7) . . . . ? C12 C13 C14 C05 -179.9(4) . . . . ? C16 C13 C14 C05 2.6(6) . . . . ? C12 C13 C14 C09 -0.4(6) . . . . ? C16 C13 C14 C09 -177.9(4) . . . . ? C04 C05 C14 C13 -1.7(5) . . . . ? C06 C05 C14 C13 179.6(3) . . . . ? C04 C05 C14 C09 178.8(3) . . . . ? C06 C05 C14 C09 0.2(5) . . . . ? C10 C09 C14 C13 0.6(6) . . . . ? C08 C09 C14 C13 -179.6(4) . . . . ? C10 C09 C14 C05 -179.9(4) . . . . ? C08 C09 C14 C05 -0.1(5) . . . . ? C03 C04 C15 C16 178.9(5) . . . . ? C05 C04 C15 C16 -1.4(6) . . . . ? C04 C15 C16 C13 2.4(8) . . . . ? C12 C13 C16 C15 179.6(5) . . . . ? C14 C13 C16 C15 -3.0(8) . . . . ? C06 C01 C17 C0 80.3(4) . . . . y C02 C01 C17 C0 -96.9(4) . . . . y C01 C17 C0 O0 25.5(4) . . . . ? C01 C17 C0 N1 -154.8(3) . . . . y O0 C0 N1 C1A 5.9(4) . . . . ? C17 C0 N1 C1A -173.7(2) . . . . y C0 N1 C1A C1 -53.8(3) . . . . y C0 N1 C1A C1B1 -171.2(3) . . . . ? C0 N1 C1A C1B2 66.3(3) . . . . ? N1 C1A C1B1 C1G1 177.8(3) . . . . y C1 C1A C1B1 C1G1 59.5(4) . . . . ? C1B2 C1A C1B1 C1G1 -61.0(4) . . . . ? N1 C1A C1B2 C1G2 58.4(4) . . . . y C1 C1A C1B2 C1G2 179.0(3) . . . . ? C1B1 C1A C1B2 C1G2 -60.9(4) . . . . ? N1 C1A C1 O1 140.7(3) . . . . ? C1B1 C1A C1 O1 -102.7(3) . . . . ? C1B2 C1A C1 O1 19.8(4) . . . . ? N1 C1A C1 N2 -41.7(3) . . . . y C1B1 C1A C1 N2 74.9(3) . . . . ? C1B2 C1A C1 N2 -162.6(2) . . . . ? O1 C1 N2 C2A 3.0(4) . . . . ? C1A C1 N2 C2A -174.6(3) . . . . y C1 N2 C2A C2 -55.0(4) . . . . y C1 N2 C2A C2B2 66.1(3) . . . . ? C1 N2 C2A C2B1 -171.6(3) . . . . ? N2 C2A C2B1 C2G1 179.5(4) . . . . y C2 C2A C2B1 C2G1 60.9(5) . . . . ? C2B2 C2A C2B1 C2G1 -59.5(5) . . . . ? N2 C2A C2B2 C2G2 58.8(4) . . . . y C2 C2A C2B2 C2G2 -179.1(4) . . . . ? C2B1 C2A C2B2 C2G2 -59.4(5) . . . . ? N2 C2A C2 O2 152.3(2) . . . . ? C2B2 C2A C2 O2 30.2(3) . . . . ? C2B1 C2A C2 O2 -92.4(3) . . . . ? N2 C2A C2 N3 -31.5(3) . . . . y C2B2 C2A C2 N3 -153.6(2) . . . . ? C2B1 C2A C2 N3 83.8(3) . . . . ? O2 C2 N3 C3A 3.1(4) . . . . ? C2A C2 N3 C3A -173.1(2) . . . . y C2 N3 C3A C3B1 -171.1(3) . . . . ? C2 N3 C3A C3B2 66.3(3) . . . . ? C2 N3 C3A C3 -53.4(3) . . . . y N3 C3A C3B1 C3G1 -179.4(4) . . . . y C3B2 C3A C3B1 C3G1 -58.7(5) . . . . ? C3 C3A C3B1 C3G1 61.9(5) . . . . ? N3 C3A C3B2 C3G2 60.9(5) . . . . y C3B1 C3A C3B2 C3G2 -57.9(5) . . . . ? C3 C3A C3B2 C3G2 -178.4(4) . . . . ? N3 C3A C3 O3 148.5(3) . . . . ? C3B1 C3A C3 O3 -95.0(3) . . . . ? C3B2 C3A C3 O3 28.0(4) . . . . ? N3 C3A C3 N4 -34.8(3) . . . . y C3B1 C3A C3 N4 81.7(3) . . . . ? C3B2 C3A C3 N4 -155.2(3) . . . . ? O3 C3 N4 C4A 0.8(4) . . . . ? C3A C3 N4 C4A -175.9(2) . . . . y C3 N4 C4A C4B1 -176.1(2) . . . . ? C3 N4 C4A C4 -59.2(3) . . . . y C3 N4 C4A C4B2 62.1(3) . . . . ? N4 C4A C4B1 C4G1 -169.4(3) . . . . y C4 C4A C4B1 C4G1 72.4(3) . . . . ? C4B2 C4A C4B1 C4G1 -48.0(4) . . . . ? N4 C4A C4B2 C4G2 59.8(4) . . . . y C4B1 C4A C4B2 C4G2 -58.6(4) . . . . ? C4 C4A C4B2 C4G2 -178.3(3) . . . . ? N4 C4A C4 O4 154.3(3) . . . . ? C4B1 C4A C4 O4 -90.2(3) . . . . ? C4B2 C4A C4 O4 31.9(4) . . . . ? N4 C4A C4 N5 -31.5(3) . . . . y C4B1 C4A C4 N5 84.1(3) . . . . ? C4B2 C4A C4 N5 -153.9(3) . . . . ? O4 C4 N5 C5A -10.6(4) . . . . ? C4A C4 N5 C5A 175.2(2) . . . . y C4 N5 C5A C5B1 -70.5(3) . . . . ? C4 N5 C5A C5 49.9(3) . . . . y C4 N5 C5A C5B2 165.7(3) . . . . ? N5 C5A C5B1 C5G1 -69.9(3) . . . . y C5 C5A C5B1 C5G1 167.3(3) . . . . ? C5B2 C5A C5B1 C5G1 49.6(4) . . . . ? N5 C5A C5B2 C5G2 -175.1(3) . . . . y C5B1 C5A C5B2 C5G2 63.0(4) . . . . ? C5 C5A C5B2 C5G2 -55.6(4) . . . . ? N5 C5A C5 O5 -132.5(3) . . . . ? C5B1 C5A C5 O5 -10.5(4) . . . . ? C5B2 C5A C5 O5 111.8(4) . . . . ? N5 C5A C5 OT1 54.8(3) . . . . y C5B1 C5A C5 OT1 176.9(2) . . . . ? C5B2 C5A C5 OT1 -60.9(3) . . . . ? O5 C5 OT1 CT1 -13.2(5) . . . . ? C5A C5 OT1 CT1 159.6(3) . . . . y C5 OT1 CT1 CT2 140.9(3) . . . . y OT1 CT1 CT2 CT7 -14.9(6) . . . . y OT1 CT1 CT2 CT3 166.0(3) . . . . y CT7 CT2 CT3 CT4 -2.7(6) . . . . ? CT1 CT2 CT3 CT4 176.3(4) . . . . ? CT2 CT3 CT4 CT5 0.9(6) . . . . ? CT3 CT4 CT5 CT6 3.0(7) . . . . ? CT3 CT4 CT5 NT1 180.0(4) . . . . ? CT4 CT5 CT6 CT7 -5.1(8) . . . . ? NT1 CT5 CT6 CT7 178.0(5) . . . . ? CT3 CT2 CT7 CT6 0.6(7) . . . . ? CT1 CT2 CT7 CT6 -178.5(5) . . . . ? CT5 CT6 CT7 CT2 3.2(8) . . . . ? CT4 CT5 NT1 OT2 -5.7(8) . . . . ? CT6 CT5 NT1 OT2 171.4(6) . . . . ? CT4 CT5 NT1 OT3 175.8(6) . . . . ? CT6 CT5 NT1 OT3 -7.1(8) . . . . ? 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 N3 H3 O0 0.86 2.20 2.996(3) 154.7 . N4 H4 O1 0.86 2.40 3.218(3) 158.2 . N5 H5 O2 0.86 2.22 2.951(3) 143.2 . N1 H1 O4 0.86 2.00 2.862(3) 174.0 1_556 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 72.39 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.661 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.056 #===END=== # Attachment '7366_web_deposit_cif_file_2_MarcoCrisma_1317039338.mc191f.cif' data_mc191f _database_code_depnum_ccdc_archive 'CCDC 846157' #TrackingRef '7366_web_deposit_cif_file_2_MarcoCrisma_1317039338.mc191f.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-Pyreneacetyl-(Aib)5-OtBu ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H55 N5 O7' _chemical_formula_weight 741.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 11.5910(8) _cell_length_b 12.4620(8) _cell_length_c 15.4573(12) _cell_angle_alpha 97.9580(10) _cell_angle_beta 107.4300(10) _cell_angle_gamma 91.2240(10) _cell_volume 2105.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 23563 _cell_measurement_theta_min 3.0291 _cell_measurement_theta_max 73.1905 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 796 _exptl_absorpt_coefficient_mu 0.647 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.62397 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; Crystallized from methanol by slow evaporation ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1274 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37968 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0187 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 73.34 _reflns_number_total 8448 _reflns_number_gt 7838 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1103P)^2^+0.2746P] 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 8448 _refine_ls_number_parameters 487 _refine_ls_number_restraints 66 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0537 _refine_ls_wR_factor_ref 0.1638 _refine_ls_wR_factor_gt 0.1598 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.001 _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 C01 C 0.50948(12) 0.46823(11) 0.78962(10) 0.0487(3) Uani 1 1 d . . . C02 C 0.53244(16) 0.42284(13) 0.70956(12) 0.0631(4) Uani 1 1 d . . . H02 H 0.5898 0.3713 0.7127 0.076 Uiso 1 1 calc R . . C03 C 0.47254(18) 0.45208(15) 0.62558(12) 0.0708(5) Uani 1 1 d . . . H03 H 0.4890 0.4191 0.5732 0.085 Uiso 1 1 calc R . . C04 C 0.38812(16) 0.53002(14) 0.61828(10) 0.0635(4) Uani 1 1 d . . . C05 C 0.36670(12) 0.58220(11) 0.69961(9) 0.0493(3) Uani 1 1 d . . . C06 C 0.42861(11) 0.55115(10) 0.78579(9) 0.0446(3) Uani 1 1 d . . . C07 C 0.40621(14) 0.60813(12) 0.86569(10) 0.0529(3) Uani 1 1 d . . . H07 H 0.4466 0.5898 0.9229 0.063 Uiso 1 1 calc R . . C08 C 0.32835(16) 0.68754(13) 0.86040(12) 0.0622(4) Uani 1 1 d . . . H08 H 0.3179 0.7236 0.9141 0.075 Uiso 1 1 calc R . . C09 C 0.26187(14) 0.71761(13) 0.77488(13) 0.0638(4) Uani 1 1 d . . . C10 C 0.17662(19) 0.79710(17) 0.7672(2) 0.0948(7) Uani 1 1 d U . . H10 H 0.1624 0.8327 0.8197 0.114 Uiso 1 1 calc R . . C11 C 0.1140(2) 0.8225(3) 0.6826(3) 0.1243(12) Uani 1 1 d U . . H11 H 0.0564 0.8739 0.6783 0.149 Uiso 1 1 calc R . . C12 C 0.1358(2) 0.7727(3) 0.6042(3) 0.1178(12) Uani 1 1 d U . . H12 H 0.0943 0.7930 0.5481 0.141 Uiso 1 1 calc R . . C13 C 0.21847(17) 0.69247(18) 0.60713(15) 0.0842(6) Uani 1 1 d U . . C14 C 0.28251(13) 0.66444(13) 0.69419(11) 0.0591(4) Uani 1 1 d . . . C15 C 0.3200(2) 0.5618(2) 0.53195(12) 0.0881(7) Uani 1 1 d U . . H15 H 0.3319 0.5277 0.4782 0.106 Uiso 1 1 calc R . . C16 C 0.2415(2) 0.6374(3) 0.52687(15) 0.1021(9) Uani 1 1 d U . . H16 H 0.2001 0.6554 0.4698 0.123 Uiso 1 1 calc R . . C17 C 0.56663(12) 0.42069(12) 0.87675(11) 0.0537(3) Uani 1 1 d . . . H17A H 0.5906 0.4779 0.9293 0.064 Uiso 1 1 calc R . . H17B H 0.6381 0.3839 0.8725 0.064 Uiso 1 1 calc R . . C0 C 0.47230(11) 0.34046(11) 0.88751(9) 0.0453(3) Uani 1 1 d . . . O0 O 0.38058(8) 0.37163(8) 0.90441(7) 0.0532(2) Uani 1 1 d . . . N1 N 0.49086(9) 0.23427(9) 0.87210(8) 0.0478(3) Uani 1 1 d . . . H1 H 0.5563 0.2156 0.8605 0.057 Uiso 1 1 calc R . . C1A C 0.40224(11) 0.14909(11) 0.87458(10) 0.0493(3) Uani 1 1 d . . . C1B1 C 0.39285(16) 0.15106(17) 0.97122(12) 0.0711(5) Uani 1 1 d . . . H1B1 H 0.4708 0.1406 1.0124 0.107 Uiso 1 1 calc R . . H1B2 H 0.3357 0.0940 0.9709 0.107 Uiso 1 1 calc R . . H1B3 H 0.3661 0.2199 0.9912 0.107 Uiso 1 1 calc R . . C1B2 C 0.44121(14) 0.03913(13) 0.83968(15) 0.0706(5) Uani 1 1 d . . . H1B4 H 0.4477 0.0399 0.7793 0.106 Uiso 1 1 calc R . . H1B5 H 0.3820 -0.0171 0.8375 0.106 Uiso 1 1 calc R . . H1B6 H 0.5183 0.0256 0.8803 0.106 Uiso 1 1 calc R . . C1 C 0.27712(11) 0.16301(10) 0.80784(9) 0.0425(3) Uani 1 1 d . . . O1 O 0.18395(8) 0.13221(8) 0.82142(7) 0.0529(2) Uani 1 1 d . . . N2 N 0.27627(9) 0.20516(9) 0.73229(7) 0.0458(2) Uani 1 1 d . . . H2 H 0.3442 0.2282 0.7274 0.055 Uiso 1 1 calc R . . C2A C 0.16529(11) 0.21376(11) 0.65784(9) 0.0475(3) Uani 1 1 d . . . C2B1 C 0.11050(16) 0.10099(14) 0.60882(12) 0.0678(4) Uani 1 1 d . . . H2B1 H 0.1703 0.0614 0.5888 0.102 Uiso 1 1 calc R . . H2B2 H 0.0424 0.1079 0.5567 0.102 Uiso 1 1 calc R . . H2B3 H 0.0844 0.0628 0.6502 0.102 Uiso 1 1 calc R . . C2B2 C 0.19912(16) 0.28062(19) 0.59213(12) 0.0758(5) Uani 1 1 d . . . H2B4 H 0.2341 0.3507 0.6247 0.114 Uiso 1 1 calc R . . H2B5 H 0.1277 0.2893 0.5431 0.114 Uiso 1 1 calc R . . H2B6 H 0.2568 0.2438 0.5673 0.114 Uiso 1 1 calc R . . C2 C 0.07283(11) 0.27571(10) 0.69467(9) 0.0433(3) Uani 1 1 d . . . O2 O -0.03639(8) 0.25672(8) 0.65468(7) 0.0539(2) Uani 1 1 d . . . N3 N 0.11561(9) 0.35207(8) 0.76856(8) 0.0477(3) Uani 1 1 d . . . H3 H 0.1927 0.3626 0.7935 0.057 Uiso 1 1 calc R . . C3A C 0.03600(13) 0.41826(11) 0.80839(13) 0.0613(4) Uani 1 1 d . . . C3B1 C 0.11439(17) 0.47681(16) 0.90292(18) 0.0904(7) Uani 1 1 d U . . H3B1 H 0.1544 0.4243 0.9395 0.136 Uiso 1 1 calc R . . H3B2 H 0.0637 0.5165 0.9332 0.136 Uiso 1 1 calc R . . H3B3 H 0.1739 0.5261 0.8950 0.136 Uiso 1 1 calc R . . C3B2 C -0.0241(2) 0.49840(16) 0.7453(2) 0.1015(8) Uani 1 1 d U . . H3B4 H 0.0371 0.5416 0.7330 0.152 Uiso 1 1 calc R . . H3B5 H -0.0709 0.5449 0.7745 0.152 Uiso 1 1 calc R . . H3B6 H -0.0763 0.4592 0.6887 0.152 Uiso 1 1 calc R . . C3 C -0.06098(11) 0.34593(11) 0.82701(11) 0.0533(3) Uani 1 1 d . . . O3 O -0.16154(9) 0.37652(9) 0.82231(10) 0.0750(4) Uani 1 1 d . . . N4 N -0.02454(9) 0.25117(9) 0.85453(8) 0.0452(2) Uani 1 1 d . . . H4 H 0.0473 0.2332 0.8563 0.054 Uiso 1 1 calc R . . C4A C -0.10252(11) 0.17792(12) 0.88147(9) 0.0487(3) Uani 1 1 d . . . C4B1 C -0.13032(16) 0.22882(19) 0.96864(11) 0.0774(5) Uani 1 1 d . . . H4B1 H -0.0562 0.2432 1.0185 0.116 Uiso 1 1 calc R . . H4B2 H -0.1837 0.1796 0.9835 0.116 Uiso 1 1 calc R . . H4B3 H -0.1684 0.2956 0.9585 0.116 Uiso 1 1 calc R . . C4B2 C -0.03731(15) 0.07418(15) 0.89793(13) 0.0666(4) Uani 1 1 d . . . H4B4 H -0.0215 0.0423 0.8428 0.100 Uiso 1 1 calc R . . H4B5 H -0.0873 0.0239 0.9151 0.100 Uiso 1 1 calc R . . H4B6 H 0.0379 0.0911 0.9463 0.100 Uiso 1 1 calc R . . C4 C -0.22127(11) 0.14396(10) 0.80313(9) 0.0438(3) Uani 1 1 d . . . O4 O -0.31551(8) 0.12283(9) 0.81968(7) 0.0576(3) Uani 1 1 d . . . N5 N -0.21202(10) 0.12772(9) 0.71846(7) 0.0461(2) Uani 1 1 d . . . H5 H -0.1446 0.1466 0.7105 0.055 Uiso 1 1 calc R . . C5A C -0.31204(12) 0.07908(11) 0.63840(9) 0.0493(3) Uani 1 1 d . . . C5B1 C -0.41044(16) 0.15715(15) 0.61102(12) 0.0677(4) Uani 1 1 d . . . H5B1 H -0.4459 0.1741 0.6596 0.102 Uiso 1 1 calc R . . H5B2 H -0.4718 0.1242 0.5562 0.102 Uiso 1 1 calc R . . H5B3 H -0.3759 0.2226 0.5999 0.102 Uiso 1 1 calc R . . C5B2 C -0.25895(16) 0.04614(15) 0.55962(10) 0.0643(4) Uani 1 1 d . . . H5B4 H -0.2241 0.1096 0.5456 0.096 Uiso 1 1 calc R . . H5B5 H -0.3221 0.0121 0.5064 0.096 Uiso 1 1 calc R . . H5B6 H -0.1974 -0.0038 0.5776 0.096 Uiso 1 1 calc R . . C5 C -0.36533(13) -0.02584(12) 0.65814(9) 0.0526(3) Uani 1 1 d . . . O5 O -0.47222(11) -0.05062(11) 0.63220(9) 0.0760(4) Uani 1 1 d . . . OT O -0.27849(10) -0.08546(8) 0.70014(8) 0.0615(3) Uani 1 1 d . . . CT1 C -0.30635(19) -0.19441(13) 0.71925(15) 0.0736(5) Uani 1 1 d . . . CT2 C -0.3865(3) -0.18691(18) 0.78044(18) 0.0924(6) Uani 1 1 d U . . HT2A H -0.3520 -0.1322 0.8328 0.139 Uiso 1 1 calc R . . HT2B H -0.3930 -0.2557 0.8005 0.139 Uiso 1 1 calc R . . HT2C H -0.4656 -0.1680 0.7470 0.139 Uiso 1 1 calc R . . CT3 C -0.3661(4) -0.26833(19) 0.6291(2) 0.1329(13) Uani 1 1 d U . . HT3A H -0.4450 -0.2448 0.6008 0.199 Uiso 1 1 calc R . . HT3B H -0.3736 -0.3415 0.6405 0.199 Uiso 1 1 calc R . . HT3C H -0.3173 -0.2653 0.5889 0.199 Uiso 1 1 calc R . . CT4 C -0.1824(3) -0.2279(2) 0.7687(3) 0.1362(13) Uani 1 1 d U . . HT4A H -0.1329 -0.2320 0.7286 0.204 Uiso 1 1 calc R . . HT4B H -0.1900 -0.2976 0.7869 0.204 Uiso 1 1 calc R . . HT4C H -0.1453 -0.1752 0.8221 0.204 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 C01 0.0401(6) 0.0467(6) 0.0589(7) 0.0052(5) 0.0166(5) -0.0051(5) C02 0.0645(9) 0.0552(8) 0.0784(10) 0.0009(7) 0.0394(8) -0.0017(7) C03 0.0875(12) 0.0686(10) 0.0635(9) -0.0082(7) 0.0435(9) -0.0182(9) C04 0.0713(10) 0.0688(9) 0.0486(7) 0.0062(6) 0.0189(7) -0.0254(8) C05 0.0459(7) 0.0494(7) 0.0497(7) 0.0099(5) 0.0104(5) -0.0130(5) C06 0.0408(6) 0.0446(6) 0.0466(6) 0.0058(5) 0.0118(5) -0.0049(5) C07 0.0558(8) 0.0529(7) 0.0479(7) 0.0058(5) 0.0137(6) 0.0021(6) C08 0.0677(9) 0.0524(8) 0.0720(9) 0.0040(7) 0.0317(8) 0.0055(7) C09 0.0507(8) 0.0503(7) 0.0963(12) 0.0239(8) 0.0255(8) 0.0034(6) C10 0.0707(12) 0.0667(11) 0.164(2) 0.0446(13) 0.0490(14) 0.0194(9) C11 0.0745(14) 0.1018(18) 0.218(4) 0.098(2) 0.0425(19) 0.0323(13) C12 0.0662(13) 0.123(2) 0.163(3) 0.098(2) -0.0004(15) 0.0045(13) C13 0.0607(10) 0.0908(13) 0.0931(14) 0.0533(11) -0.0047(9) -0.0160(9) C14 0.0453(7) 0.0583(8) 0.0707(9) 0.0266(7) 0.0067(6) -0.0086(6) C15 0.1018(15) 0.1066(16) 0.0488(9) 0.0173(9) 0.0129(9) -0.0372(13) C16 0.0972(16) 0.129(2) 0.0648(12) 0.0480(13) -0.0105(11) -0.0364(15) C17 0.0346(6) 0.0533(7) 0.0696(8) 0.0119(6) 0.0092(6) 0.0020(5) C0 0.0322(6) 0.0532(7) 0.0481(6) 0.0117(5) 0.0067(5) 0.0055(5) O0 0.0406(5) 0.0570(5) 0.0628(6) 0.0065(4) 0.0177(4) 0.0077(4) N1 0.0305(5) 0.0530(6) 0.0638(6) 0.0180(5) 0.0157(4) 0.0090(4) C1A 0.0354(6) 0.0522(7) 0.0663(8) 0.0216(6) 0.0184(6) 0.0087(5) C1B1 0.0572(9) 0.0943(12) 0.0659(9) 0.0372(9) 0.0142(7) 0.0007(8) C1B2 0.0459(8) 0.0518(8) 0.1256(15) 0.0285(9) 0.0361(9) 0.0149(6) C1 0.0340(6) 0.0427(6) 0.0548(7) 0.0074(5) 0.0193(5) 0.0077(4) O1 0.0363(5) 0.0593(5) 0.0712(6) 0.0196(5) 0.0239(4) 0.0074(4) N2 0.0335(5) 0.0567(6) 0.0497(6) 0.0072(5) 0.0169(4) 0.0030(4) C2A 0.0394(6) 0.0579(7) 0.0440(6) 0.0057(5) 0.0120(5) -0.0028(5) C2B1 0.0633(9) 0.0675(10) 0.0640(9) -0.0128(7) 0.0169(7) -0.0007(8) C2B2 0.0599(9) 0.1130(15) 0.0585(9) 0.0294(9) 0.0179(7) -0.0096(9) C2 0.0351(6) 0.0426(6) 0.0512(6) 0.0150(5) 0.0085(5) -0.0004(5) O2 0.0344(4) 0.0631(6) 0.0584(5) 0.0148(4) 0.0034(4) -0.0019(4) N3 0.0312(5) 0.0397(5) 0.0682(7) 0.0029(5) 0.0117(4) 0.0000(4) C3A 0.0432(7) 0.0356(6) 0.1031(12) -0.0040(7) 0.0256(7) 0.0022(5) C3B1 0.0628(10) 0.0657(10) 0.1321(17) -0.0473(11) 0.0436(11) -0.0217(8) C3B2 0.0788(13) 0.0509(9) 0.188(3) 0.0404(13) 0.0500(15) 0.0229(9) C3 0.0337(6) 0.0435(6) 0.0761(9) -0.0108(6) 0.0158(6) 0.0020(5) O3 0.0392(5) 0.0593(6) 0.1252(11) -0.0012(6) 0.0292(6) 0.0116(5) N4 0.0281(5) 0.0488(6) 0.0550(6) -0.0048(4) 0.0130(4) 0.0006(4) C4A 0.0376(6) 0.0621(8) 0.0454(6) -0.0018(5) 0.0156(5) -0.0023(5) C4B1 0.0604(9) 0.1153(15) 0.0500(8) -0.0180(9) 0.0222(7) -0.0118(9) C4B2 0.0571(9) 0.0770(10) 0.0724(9) 0.0298(8) 0.0214(7) 0.0055(7) C4 0.0352(6) 0.0450(6) 0.0503(6) -0.0037(5) 0.0169(5) -0.0028(5) O4 0.0395(5) 0.0724(6) 0.0615(6) -0.0056(5) 0.0241(4) -0.0069(4) N5 0.0382(5) 0.0507(6) 0.0470(5) -0.0057(4) 0.0162(4) -0.0104(4) C5A 0.0458(7) 0.0509(7) 0.0463(6) -0.0055(5) 0.0133(5) -0.0103(5) C5B1 0.0614(9) 0.0663(9) 0.0646(9) 0.0028(7) 0.0064(7) -0.0001(7) C5B2 0.0675(9) 0.0726(10) 0.0494(7) -0.0087(7) 0.0224(7) -0.0161(8) C5 0.0486(7) 0.0537(7) 0.0502(7) -0.0080(5) 0.0154(6) -0.0139(6) O5 0.0522(6) 0.0858(8) 0.0775(7) 0.0069(6) 0.0060(5) -0.0286(6) OT 0.0567(6) 0.0440(5) 0.0847(7) 0.0000(5) 0.0278(5) -0.0058(4) CT1 0.0897(12) 0.0421(7) 0.0964(13) -0.0003(7) 0.0448(10) -0.0041(7) CT2 0.1194(18) 0.0731(12) 0.1050(15) 0.0241(11) 0.0605(14) 0.0048(12) CT3 0.223(4) 0.0586(12) 0.126(2) -0.0297(13) 0.089(2) -0.0483(17) CT4 0.109(2) 0.0699(14) 0.245(4) 0.055(2) 0.062(2) 0.0305(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 C01 C02 1.390(2) . ? C01 C06 1.4055(19) . ? C01 C17 1.519(2) . ? C02 C03 1.379(3) . ? C03 C04 1.385(3) . ? C04 C05 1.426(2) . ? C04 C15 1.446(3) . ? C05 C14 1.424(2) . ? C05 C06 1.4215(18) . ? C06 C07 1.4333(19) . ? C07 C08 1.348(2) . ? C08 C09 1.422(3) . ? C09 C10 1.406(2) . ? C09 C14 1.417(3) . ? C10 C11 1.376(4) . ? C11 C12 1.377(5) . ? C12 C13 1.396(4) . ? C13 C14 1.424(2) . ? C13 C16 1.433(4) . ? C15 C16 1.317(4) . ? C17 C0 1.5268(18) . ? C0 O0 1.2270(16) . ? C0 N1 1.3452(17) . ? N1 C1A 1.4736(17) . ? C1A C1B2 1.530(2) . ? C1A C1B1 1.527(2) . ? C1A C1 1.5368(17) . ? C1 O1 1.2240(15) . ? C1 N2 1.3427(17) . ? N2 C2A 1.4642(16) . ? C2A C2B1 1.527(2) . ? C2A C2B2 1.529(2) . ? C2A C2 1.5323(18) . ? C2 O2 1.2323(15) . ? C2 N3 1.3400(17) . ? N3 C3A 1.4639(17) . ? C3A C3B2 1.525(3) . ? C3A C3B1 1.541(3) . ? C3A C3 1.543(2) . ? C3 O3 1.2187(16) . ? C3 N4 1.3440(19) . ? N4 C4A 1.4558(17) . ? C4A C4B2 1.525(2) . ? C4A C4B1 1.5342(19) . ? C4A C4 1.5410(17) . ? C4 O4 1.2254(15) . ? C4 N5 1.3331(16) . ? N5 C5A 1.4648(16) . ? C5A C5B1 1.516(2) . ? C5A C5B2 1.5334(19) . ? C5A C5 1.5405(19) . ? C5 O5 1.2013(18) . ? C5 OT 1.3269(19) . ? OT CT1 1.4780(19) . ? CT1 CT2 1.507(3) . ? CT1 CT4 1.510(4) . ? CT1 CT3 1.520(3) . ? 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 C02 C01 C06 119.04(14) . . ? C02 C01 C17 118.33(13) . . ? C06 C01 C17 122.50(12) . . ? C03 C02 C01 121.87(16) . . ? C02 C03 C04 120.81(14) . . ? C03 C04 C05 118.84(14) . . ? C03 C04 C15 123.35(18) . . ? C05 C04 C15 117.81(19) . . ? C14 C05 C06 120.20(13) . . ? C14 C05 C04 119.93(14) . . ? C06 C05 C04 119.86(14) . . ? C01 C06 C05 119.44(12) . . ? C01 C06 C07 122.93(12) . . ? C05 C06 C07 117.62(12) . . ? C08 C07 C06 121.92(14) . . ? C07 C08 C09 121.71(15) . . ? C10 C09 C14 118.97(19) . . ? C10 C09 C08 122.8(2) . . ? C14 C09 C08 118.24(14) . . ? C11 C10 C09 120.4(3) . . ? C10 C11 C12 120.8(2) . . ? C11 C12 C13 121.6(2) . . ? C12 C13 C14 118.1(3) . . ? C12 C13 C16 123.1(2) . . ? C14 C13 C16 118.8(2) . . ? C09 C14 C05 120.25(13) . . ? C09 C14 C13 120.13(18) . . ? C05 C14 C13 119.61(18) . . ? C16 C15 C04 122.2(2) . . ? C15 C16 C13 121.59(17) . . ? C01 C17 C0 107.58(10) . . ? O0 C0 N1 121.76(12) . . ? O0 C0 C17 121.17(12) . . ? N1 C0 C17 116.95(11) . . ? C0 N1 C1A 121.88(10) . . ? N1 C1A C1B2 108.28(11) . . ? N1 C1A C1B1 111.41(13) . . ? C1B2 C1A C1B1 110.72(13) . . ? N1 C1A C1 110.24(10) . . ? C1B2 C1A C1 106.25(12) . . ? C1B1 C1A C1 109.80(11) . . ? O1 C1 N2 122.31(12) . . ? O1 C1 C1A 121.14(11) . . ? N2 C1 C1A 116.45(10) . . ? C1 N2 C2A 123.14(10) . . ? N2 C2A C2B1 110.36(12) . . ? N2 C2A C2B2 107.34(11) . . ? C2B1 C2A C2B2 111.13(14) . . ? N2 C2A C2 110.74(10) . . ? C2B1 C2A C2 110.01(11) . . ? C2B2 C2A C2 107.19(13) . . ? O2 C2 N3 122.49(12) . . ? O2 C2 C2A 119.84(12) . . ? N3 C2 C2A 117.62(10) . . ? C2 N3 C3A 122.47(11) . . ? N3 C3A C3B2 110.54(16) . . ? N3 C3A C3B1 107.24(12) . . ? C3B2 C3A C3B1 111.76(17) . . ? N3 C3A C3 110.84(10) . . ? C3B2 C3A C3 110.32(14) . . ? C3B1 C3A C3 106.03(15) . . ? O3 C3 N4 122.62(14) . . ? O3 C3 C3A 121.55(14) . . ? N4 C3 C3A 115.68(11) . . ? C3 N4 C4A 122.22(11) . . ? N4 C4A C4B2 107.67(11) . . ? N4 C4A C4B1 111.48(13) . . ? C4B2 C4A C4B1 110.04(14) . . ? N4 C4A C4 111.06(11) . . ? C4B2 C4A C4 106.20(12) . . ? C4B1 C4A C4 110.21(11) . . ? O4 C4 N5 122.58(12) . . ? O4 C4 C4A 120.83(12) . . ? N5 C4 C4A 116.19(10) . . ? C4 N5 C5A 122.71(10) . . ? N5 C5A C5B1 111.86(11) . . ? N5 C5A C5B2 107.43(11) . . ? C5B1 C5A C5B2 110.30(13) . . ? N5 C5A C5 109.93(11) . . ? C5B1 C5A C5 110.23(12) . . ? C5B2 C5A C5 106.93(11) . . ? O5 C5 OT 126.26(14) . . ? O5 C5 C5A 122.25(15) . . ? OT C5 C5A 111.32(11) . . ? C5 OT CT1 121.53(13) . . ? OT CT1 CT2 110.33(14) . . ? OT CT1 CT4 102.26(16) . . ? CT2 CT1 CT4 110.9(2) . . ? OT CT1 CT3 109.18(17) . . ? CT2 CT1 CT3 111.3(2) . . ? CT4 CT1 CT3 112.5(2) . . ? 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 C06 C01 C02 C03 -4.1(2) . . . . ? C17 C01 C02 C03 171.86(14) . . . . ? C01 C02 C03 C04 1.2(2) . . . . ? C02 C03 C04 C05 1.9(2) . . . . ? C02 C03 C04 C15 -178.15(16) . . . . ? C03 C04 C05 C14 178.51(13) . . . . ? C15 C04 C05 C14 -1.4(2) . . . . ? C03 C04 C05 C06 -2.1(2) . . . . ? C15 C04 C05 C06 177.92(13) . . . . ? C02 C01 C06 C05 3.75(19) . . . . ? C17 C01 C06 C05 -172.03(11) . . . . ? C02 C01 C06 C07 -175.29(13) . . . . ? C17 C01 C06 C07 8.9(2) . . . . ? C14 C05 C06 C01 178.66(11) . . . . ? C04 C05 C06 C01 -0.70(18) . . . . ? C14 C05 C06 C07 -2.25(18) . . . . ? C04 C05 C06 C07 178.39(12) . . . . ? C01 C06 C07 C08 179.89(14) . . . . ? C05 C06 C07 C08 0.8(2) . . . . ? C06 C07 C08 C09 1.5(2) . . . . ? C07 C08 C09 C10 177.39(17) . . . . ? C07 C08 C09 C14 -2.3(2) . . . . ? C14 C09 C10 C11 0.2(3) . . . . ? C08 C09 C10 C11 -179.5(2) . . . . ? C09 C10 C11 C12 -1.6(4) . . . . ? C10 C11 C12 C13 2.2(4) . . . . ? C11 C12 C13 C14 -1.2(3) . . . . ? C11 C12 C13 C16 178.7(2) . . . . ? C10 C09 C14 C05 -178.87(14) . . . . ? C08 C09 C14 C05 0.8(2) . . . . ? C10 C09 C14 C13 0.7(2) . . . . ? C08 C09 C14 C13 -179.61(14) . . . . ? C06 C05 C14 C09 1.4(2) . . . . ? C04 C05 C14 C09 -179.21(13) . . . . ? C06 C05 C14 C13 -178.13(13) . . . . ? C04 C05 C14 C13 1.2(2) . . . . ? C12 C13 C14 C09 -0.2(2) . . . . ? C16 C13 C14 C09 179.90(16) . . . . ? C12 C13 C14 C05 179.38(16) . . . . ? C16 C13 C14 C05 -0.5(2) . . . . ? C03 C04 C15 C16 -178.92(18) . . . . ? C05 C04 C15 C16 1.0(3) . . . . ? C04 C15 C16 C13 -0.4(3) . . . . ? C12 C13 C16 C15 -179.8(2) . . . . ? C14 C13 C16 C15 0.1(3) . . . . ? C02 C01 C17 C0 -96.82(15) . . . . y C06 C01 C17 C0 78.99(15) . . . . y C01 C17 C0 O0 -68.11(16) . . . . ? C01 C17 C0 N1 107.95(13) . . . . y O0 C0 N1 C1A 0.01(19) . . . . ? C17 C0 N1 C1A -176.03(12) . . . . y C0 N1 C1A C1B2 171.23(13) . . . . ? C0 N1 C1A C1B1 -66.78(16) . . . . ? C0 N1 C1A C1 55.39(16) . . . . y N1 C1A C1 O1 -152.00(12) . . . . ? C1B2 C1A C1 O1 90.88(15) . . . . ? C1B1 C1A C1 O1 -28.89(18) . . . . ? N1 C1A C1 N2 31.35(16) . . . . y C1B2 C1A C1 N2 -85.76(14) . . . . ? C1B1 C1A C1 N2 154.46(13) . . . . ? O1 C1 N2 C2A -2.76(19) . . . . ? C1A C1 N2 C2A 173.84(11) . . . . y C1 N2 C2A C2B1 -67.09(16) . . . . ? C1 N2 C2A C2B2 171.68(14) . . . . ? C1 N2 C2A C2 54.97(16) . . . . y N2 C2A C2 O2 -151.80(11) . . . . ? C2B1 C2A C2 O2 -29.54(17) . . . . ? C2B2 C2A C2 O2 91.41(15) . . . . ? N2 C2A C2 N3 30.43(16) . . . . y C2B1 C2A C2 N3 152.69(13) . . . . ? C2B2 C2A C2 N3 -86.36(14) . . . . ? O2 C2 N3 C3A 0.7(2) . . . . ? C2A C2 N3 C3A 178.43(12) . . . . y C2 N3 C3A C3B2 -70.59(18) . . . . ? C2 N3 C3A C3B1 167.36(15) . . . . ? C2 N3 C3A C3 52.05(19) . . . . y N3 C3A C3 O3 -148.54(15) . . . . ? C3B2 C3A C3 O3 -25.8(2) . . . . ? C3B1 C3A C3 O3 95.40(18) . . . . ? N3 C3A C3 N4 35.79(19) . . . . y C3B2 C3A C3 N4 158.56(16) . . . . ? C3B1 C3A C3 N4 -80.27(15) . . . . ? O3 C3 N4 C4A -0.4(2) . . . . ? C3A C3 N4 C4A 175.23(12) . . . . y C3 N4 C4A C4B2 173.77(13) . . . . ? C3 N4 C4A C4B1 -65.44(17) . . . . ? C3 N4 C4A C4 57.90(15) . . . . y N4 C4A C4 O4 -149.54(12) . . . . ? C4B2 C4A C4 O4 93.67(15) . . . . ? C4B1 C4A C4 O4 -25.5(2) . . . . ? N4 C4A C4 N5 37.55(16) . . . . y C4B2 C4A C4 N5 -79.23(15) . . . . ? C4B1 C4A C4 N5 161.61(14) . . . . ? O4 C4 N5 C5A -2.6(2) . . . . ? C4A C4 N5 C5A 170.16(12) . . . . y C4 N5 C5A C5B1 73.51(17) . . . . ? C4 N5 C5A C5B2 -165.31(13) . . . . ? C4 N5 C5A C5 -49.30(17) . . . . y N5 C5A C5 O5 141.25(14) . . . . ? C5B1 C5A C5 O5 17.48(19) . . . . ? C5B2 C5A C5 O5 -102.43(17) . . . . ? N5 C5A C5 OT -43.22(15) . . . . y C5B1 C5A C5 OT -166.98(12) . . . . ? C5B2 C5A C5 OT 73.11(14) . . . . ? O5 C5 OT CT1 0.6(2) . . . . ? C5A C5 OT CT1 -174.68(12) . . . . y C5 OT CT1 CT2 -60.5(2) . . . . y C5 OT CT1 CT4 -178.6(2) . . . . y C5 OT CT1 CT3 62.1(2) . . . . y 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 N3 H3 O0 0.86 2.32 3.1407(14) 159.2 . N4 H4 O1 0.86 2.19 2.9973(13) 156.4 . N5 H5 O2 0.86 2.26 3.0335(14) 149.8 . N1 H1 O4 0.86 2.09 2.9212(14) 161.9 1_655 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 73.34 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.266 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.044 #===END===