# Supplementary Material (ESI) for Chemical Science # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 loop_ _publ_author_name _publ_author_address 'Breiten, B.' ;Laboratorium f\"ur Organische Chemie, ETH Z\"urich Wolfgang-Pauli-Str. 10, 8093 Zurich, Switzerland ; Y.L.Wu ;Laboratorium f\"ur Organische Chemie, ETH Z\"urich Wolfgang-Pauli-Str. 10, 8093 Zurich, Switzerland ; P.D.Jarowski ;Laboratorium f\"ur Organische Chemie, ETH Z\"urich Wolfgang-Pauli-Str. 10, 8093 Zurich, Switzerland ; J.-P.Gisselbrecht ;Laboratoire d?Electrochimie et de Chimie Physique du Corps Solide, UMR 7512, C.N.R.S., Universit\'e louis Pasteur, 4, rue Blaise Pascal, 67000 Strasbourg, France ; C.Boudon ;Laboratoire d?Electrochimie et de Chimie Physique du Corps Solide, UMR 7512, C.N.R.S., Universit\'e louis Pasteur, 4, rue Blaise Pascal, 67000 Strasbourg, France ; ; M.Griesser ; ;Institute of Physical and Theoretical Chemistry, Graz University of Technology, Technikerstrasse 4/I, A-8010 Graz (Austria) ; Ch.Onitsch ;Institute of Physical and Theoretical Chemistry, Graz University of Technology, Technikerstrasse 4/I, A-8010 Graz (Austria) ; 'Gescheidt, G.' ;Institute of Physical and Theoretical Chemistry, Graz University of Technology, Technikerstrasse 4/I, A-8010 Graz (Austria) ; W.B.Schweizer ;Laboratorium f\"ur Organische Chemie, ETH Z\"urich Wolfgang-Pauli-Str. 10, 8093 Zurich, Switzerland ; N.Langer 'BASF SE, GVP/C-A30, 67056 Ludwigshafen (Germany' Ch.Lennartz 'BASF SE, GVP/E-B9, 67056 Ludwigshafen (Germany' ; F.Diederich ; ;Laboratorium f\"ur Organische Chemie, ETH Z\"urich Wolfgang-Pauli-Str. 10, 8093 Zurich, Switzerland ; _audit_creation_method maXus _publ_section_title ; Donor-Substituted Octacyano-[4]dendralenes: a New Class of Cyano-Rich Organic Super-Acceptors ; _publ_contact_author_name 'B. Schweizer' _publ_contact_author_email schweizer@org.chem.ethz.ch data_5 _database_code_depnum_ccdc_archive 'CCDC 775678' #TrackingRef 'ChemSciXr.cif' _publ_section_comment ; Structure contains traces of dichloromethane, included with population 0.25 and fixed isotropic U's. Deposition number: CCDC 775678 ; _publ_section_synopsis ; ; _publ_section_exptl_prep ; ; _publ_section_exptl_refinement ; ; _publ_section_figure_captions ; ; _publ_section_acknowledgements ; ; _chemical_compound_source 'LOC ETH Zurich' _exptl_crystal_description plate _exptl_crystal_size_max .135 _exptl_crystal_size_mid .075 _exptl_crystal_size_min .021 _exptl_crystal_F_000 1426.0 _exptl_crystal_colour purple _cell_measurement_temperature 173 _diffrn_ambient_temperature 173 _refine_ls_hydrogen_treatment mixed # Submission details _diffrn_measurement_device KappaCCD _computing_data_collection KappaCCD _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 loop_ _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_UB_11 -0.00431 _diffrn_orient_matrix_UB_12 -0.07139 _diffrn_orient_matrix_UB_13 0.02088 _diffrn_orient_matrix_UB_21 0.01367 _diffrn_orient_matrix_UB_22 -0.02323 _diffrn_orient_matrix_UB_23 -0.07658 _diffrn_orient_matrix_UB_31 0.04008 _diffrn_orient_matrix_UB_32 -0.00790 _diffrn_orient_matrix_UB_33 0.00955 _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.108 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 678.01 _diffrn_radiation_type ' MoK\a' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z '-X+ 1/2,+Y+ 1/2,-Z+ 1/2' '+X+ 1/2,-Y+ 1/2,+Z+ 1/2' _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_cell_setting Monoclinic _chemical_formula_moiety 'C40 H36 N10 , 0.25( C H2 Cl2)' _chemical_formula_sum 'C40.25 H36.5 Cl0.5 N10 ' _chemical_name_systematic ; ? ; _cell_length_a 13.6680(6) _cell_length_b 12.3175(6) _cell_length_c 24.2737(12) _cell_angle_alpha 90.00 _cell_angle_beta 100.887(2) _cell_angle_gamma 90.00 _cell_volume 4013.1(3) _diffrn_reflns_av_R_equivalents 0.112 _diffrn_reflns_number 10888 _diffrn_reflns_theta_max 24.11 _diffrn_reflns_theta_min 4.10 _diffrn_reflns_theta_full 24.11 _cell_measurement_reflns_used 47732 _cell_measurement_theta_min 2.425 _cell_measurement_theta_max 24.108 _diffrn_measurement_method CCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR97(Altomare et al., J. Appl. Cryst.,1999)' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _exptl_absorpt_coefficient_mu 0.102 _reflns_number_total 6241 _reflns_number_gt 3837 _reflns_threshold_expression >2sigma(I) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+ (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6241 _refine_ls_number_parameters 537 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1311 _refine_ls_R_factor_gt 0.0746 _refine_ls_wR_factor_ref 0.2070 _refine_ls_wR_factor_gt 0.1737 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.007 _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 N8 N 0.4715(2) 0.3633(3) 0.49259(14) 0.0464(10) Uani 1 1 d . . . N10 N 0.5326(2) 0.2568(3) 0.66051(14) 0.0398(9) Uani 1 1 d . . . N17 N 0.1360(2) 0.4848(3) 0.77650(12) 0.0307(8) Uani 1 1 d . . . N26 N 0.0954(2) 0.4555(3) 0.40372(14) 0.0410(9) Uani 1 1 d . . . N28 N 0.1890(3) 0.1758(4) 0.50715(16) 0.0548(11) Uani 1 1 d . . . N31 N 0.3360(3) 0.5169(3) 0.39928(14) 0.0427(9) Uani 1 1 d . . . N33 N 0.3118(3) 0.8230(4) 0.48183(14) 0.0476(10) Uani 1 1 d . . . N40 N 0.5578(2) 0.6563(3) 0.76979(12) 0.0325(8) Uani 1 1 d . . . N48 N 0.0890(2) 0.8253(3) 0.63234(14) 0.0392(9) Uani 1 1 d . . . N50 N 0.0199(2) 0.6393(3) 0.48241(14) 0.0396(9) Uani 1 1 d . . . C1 C 0.4047(3) 0.3541(3) 0.58527(14) 0.0255(8) Uani 1 1 d . . . C2 C 0.3126(2) 0.3953(3) 0.58969(14) 0.0249(8) Uani 1 1 d . . . C3 C 0.2574(2) 0.4463(3) 0.53639(14) 0.0246(8) Uani 1 1 d . . . C4 C 0.2676(2) 0.5658(3) 0.53114(13) 0.0245(8) Uani 1 1 d . . . C5 C 0.2471(2) 0.6361(3) 0.57897(14) 0.0237(8) Uani 1 1 d . . . C6 C 0.1530(3) 0.6817(3) 0.57037(14) 0.0255(8) Uani 1 1 d . . . C7 C 0.4404(3) 0.3606(3) 0.53350(16) 0.0309(9) Uani 1 1 d . . . C9 C 0.4732(3) 0.3005(3) 0.62874(16) 0.0297(9) Uani 1 1 d . . . C11 C 0.2678(2) 0.4022(3) 0.63823(13) 0.0225(8) Uani 1 1 d . . . C12 C 0.3216(3) 0.3976(3) 0.69374(14) 0.0272(9) Uani 1 1 d . . . C13 C 0.2792(3) 0.4193(3) 0.73935(15) 0.0271(9) Uani 1 1 d . . . C14 C 0.1769(3) 0.4514(3) 0.73307(14) 0.0278(9) Uani 1 1 d . . . C15 C 0.1211(3) 0.4463(3) 0.67758(15) 0.0274(9) Uani 1 1 d . . . C16 C 0.1641(3) 0.4250(3) 0.63234(15) 0.0253(8) Uani 1 1 d . . . C18 C 0.1922(3) 0.4810(4) 0.83560(16) 0.0409(11) Uani 1 1 d . . . C19 C 0.2365(3) 0.5913(4) 0.85289(18) 0.0502(12) Uani 1 1 d . . . C20 C 0.1288(4) 0.4383(4) 0.87604(17) 0.0510(13) Uani 1 1 d . . . C21 C 0.0405(3) 0.5437(3) 0.76915(16) 0.0327(9) Uani 1 1 d . . . C22 C 0.0359(3) 0.6438(4) 0.73084(16) 0.0374(10) Uani 1 1 d . . . C23 C -0.0504(3) 0.4697(4) 0.75460(19) 0.0479(12) Uani 1 1 d . . . C24 C 0.2015(3) 0.3846(3) 0.49636(14) 0.0263(9) Uani 1 1 d . . . C25 C 0.1420(3) 0.4254(3) 0.44517(16) 0.0303(9) Uani 1 1 d . . . C27 C 0.1956(3) 0.2682(4) 0.50281(15) 0.0360(10) Uani 1 1 d . . . C29 C 0.2947(3) 0.6144(3) 0.48670(14) 0.0272(9) Uani 1 1 d . . . C30 C 0.3182(3) 0.5584(3) 0.43873(16) 0.0297(9) Uani 1 1 d . . . C32 C 0.3045(3) 0.7313(4) 0.48453(15) 0.0335(10) Uani 1 1 d . . . C34 C 0.3254(3) 0.6476(3) 0.62739(14) 0.0244(8) Uani 1 1 d . . . C35 C 0.4252(3) 0.6230(3) 0.62411(15) 0.0264(9) Uani 1 1 d . . . C36 C 0.5000(3) 0.6279(3) 0.66978(15) 0.0282(9) Uani 1 1 d . . . C37 C 0.4830(3) 0.6560(3) 0.72384(15) 0.0283(9) Uani 1 1 d . . . C38 C 0.3831(3) 0.6842(3) 0.72684(15) 0.0283(9) Uani 1 1 d . . . C39 C 0.3085(3) 0.6790(3) 0.68077(14) 0.0253(8) Uani 1 1 d . . . C41 C 0.6563(3) 0.6038(4) 0.77018(18) 0.0396(10) Uani 1 1 d . . . C42 C 0.7223(3) 0.6712(4) 0.7383(2) 0.0530(13) Uani 1 1 d . . . C43 C 0.6481(3) 0.4844(4) 0.75407(19) 0.0469(12) Uani 1 1 d . . . C44 C 0.5400(3) 0.6935(4) 0.82516(16) 0.0398(11) Uani 1 1 d . . . C45 C 0.6273(3) 0.7602(4) 0.85749(18) 0.0523(13) Uani 1 1 d . . . C46 C 0.5156(4) 0.5975(5) 0.86074(19) 0.0579(14) Uani 1 1 d . . . C47 C 0.1194(3) 0.7605(3) 0.60623(15) 0.0283(9) Uani 1 1 d . . . C49 C 0.0796(3) 0.6565(3) 0.52095(16) 0.0280(9) Uani 1 1 d . . . Cl53 Cl 0.122(2) 0.460(3) 0.1213(15) 0.400 Uiso 0.25 1 d PD . . Cl52 Cl 0.207(3) 0.673(3) 0.1120(14) 0.400 Uiso 0.25 1 d PD . . C51 C 0.158(7) 0.555(5) 0.0729(17) 0.400 Uiso 0.25 1 d PD . . H12 H 0.3924 0.3780 0.7000 0.021(9) Uiso 1 1 calc R . . H19A H 0.2786 0.6194 0.8222 0.11(2) Uiso 1 1 calc R . . H19B H 0.2850 0.5851 0.8934 0.085(17) Uiso 1 1 calc R . . H19C H 0.1773 0.6482 0.8554 0.088(18) Uiso 1 1 calc R . . H20A H 0.0728 0.4977 0.8806 0.042(11) Uiso 1 1 calc R . . H20B H 0.1756 0.4231 0.9164 0.062(14) Uiso 1 1 calc R . . H20C H 0.0930 0.3637 0.8598 0.055(13) Uiso 1 1 calc R . . H22A H 0.1013 0.6933 0.7443 0.050(12) Uiso 1 1 calc R . . H22B H -0.0300 0.6906 0.7333 0.062(14) Uiso 1 1 calc R . . H22C H 0.0332 0.6178 0.6881 0.049(12) Uiso 1 1 calc R . . H23A H -0.0651 0.4530 0.7101 0.087(18) Uiso 1 1 calc R . . H23B H -0.1144 0.5093 0.7659 0.070(15) Uiso 1 1 calc R . . H23C H -0.0361 0.3944 0.7775 0.079(17) Uiso 1 1 calc R . . H42A H 0.7132 0.6424 0.6956 0.090(18) Uiso 1 1 calc R . . H42B H 0.7993 0.6631 0.7586 0.089(18) Uiso 1 1 calc R . . H42C H 0.7005 0.7555 0.7382 0.16(3) Uiso 1 1 calc R . . H43A H 0.5985 0.4441 0.7773 0.064(14) Uiso 1 1 calc R . . H43B H 0.7208 0.4472 0.7638 0.11(2) Uiso 1 1 calc R . . H43C H 0.6189 0.4771 0.7097 0.060(13) Uiso 1 1 calc R . . H45A H 0.6867 0.7062 0.8761 0.037(11) Uiso 1 1 calc R . . H45B H 0.6024 0.8062 0.8901 0.084(17) Uiso 1 1 calc R . . H45C H 0.6542 0.8151 0.8290 0.043(12) Uiso 1 1 calc R . . H46A H 0.4562 0.5499 0.8366 0.072(16) Uiso 1 1 calc R . . H46B H 0.4925 0.6278 0.8980 0.081(17) Uiso 1 1 calc R . . H46C H 0.5810 0.5473 0.8726 0.067(15) Uiso 1 1 calc R . . H13 H 0.321(3) 0.417(3) 0.7761(16) 0.033(10) Uiso 1 1 d . . . H15 H 0.054(3) 0.464(3) 0.6730(13) 0.016(9) Uiso 1 1 d . . . H16 H 0.123(3) 0.423(3) 0.5927(15) 0.026(9) Uiso 1 1 d . . . H18 H 0.242(3) 0.429(3) 0.8363(15) 0.030(10) Uiso 1 1 d . . . H21 H 0.039(3) 0.572(3) 0.8053(16) 0.031(10) Uiso 1 1 d . . . H35 H 0.444(2) 0.608(3) 0.5860(13) 0.015(8) Uiso 1 1 d . . . H36 H 0.568(3) 0.611(3) 0.6652(15) 0.032(10) Uiso 1 1 d . . . H38 H 0.370(2) 0.711(3) 0.7634(14) 0.016(8) Uiso 1 1 d . . . H39 H 0.239(3) 0.698(3) 0.6828(13) 0.022(9) Uiso 1 1 d . . . H41 H 0.697(3) 0.599(3) 0.8121(15) 0.029(9) Uiso 1 1 d . . . H44 H 0.477(2) 0.746(3) 0.8180(13) 0.016(8) Uiso 1 1 d . . . H51A H 0.2080 0.5234 0.0544 0.480 Uiso 0.25 1 calc PR . . H51B H 0.1007 0.5750 0.0445 0.480 Uiso 0.25 1 calc PR . . 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 N8 0.0325(19) 0.075(3) 0.032(2) 0.0026(18) 0.0071(17) 0.0098(18) N10 0.0311(18) 0.050(3) 0.0393(19) 0.0129(18) 0.0081(16) 0.0078(17) N17 0.0338(17) 0.033(2) 0.0264(16) 0.0017(14) 0.0083(14) 0.0097(14) N26 0.041(2) 0.053(3) 0.0259(19) 0.0009(17) -0.0012(16) -0.0007(17) N28 0.073(3) 0.039(3) 0.045(2) 0.0009(19) -0.008(2) -0.006(2) N31 0.044(2) 0.057(3) 0.0285(19) -0.0013(17) 0.0080(16) 0.0012(18) N33 0.057(2) 0.046(3) 0.038(2) 0.0049(19) 0.0067(18) -0.007(2) N40 0.0302(17) 0.038(2) 0.0246(16) -0.0036(14) -0.0062(14) 0.0019(15) N48 0.0355(19) 0.042(2) 0.0371(19) -0.0078(18) -0.0010(16) 0.0085(17) N50 0.0283(18) 0.054(3) 0.0330(19) -0.0058(16) -0.0034(16) 0.0019(16) C1 0.0255(19) 0.028(2) 0.0220(18) -0.0003(16) 0.0030(15) -0.0005(16) C2 0.0252(19) 0.025(2) 0.0236(19) 0.0012(16) 0.0019(15) -0.0025(16) C3 0.0213(18) 0.035(2) 0.0188(18) -0.0007(16) 0.0069(15) 0.0029(16) C4 0.0167(17) 0.037(2) 0.0155(17) -0.0013(16) -0.0072(14) 0.0018(16) C5 0.0243(19) 0.022(2) 0.0237(18) 0.0015(15) 0.0026(15) -0.0038(15) C6 0.0264(19) 0.027(2) 0.0221(18) -0.0016(16) 0.0010(15) -0.0017(16) C7 0.0246(19) 0.042(3) 0.026(2) 0.0018(17) 0.0048(17) 0.0040(17) C9 0.0264(19) 0.036(2) 0.028(2) 0.0016(18) 0.0082(18) 0.0003(18) C11 0.0267(18) 0.022(2) 0.0182(18) 0.0015(15) 0.0021(15) -0.0007(15) C12 0.0226(18) 0.033(2) 0.0250(19) 0.0011(17) 0.0027(16) 0.0026(16) C13 0.0280(19) 0.030(2) 0.0215(19) -0.0019(16) -0.0001(16) 0.0044(16) C14 0.035(2) 0.027(2) 0.0228(19) -0.0005(16) 0.0082(16) -0.0017(17) C15 0.024(2) 0.033(2) 0.026(2) 0.0012(16) 0.0046(16) 0.0020(16) C16 0.0283(19) 0.025(2) 0.0210(19) -0.0012(15) 0.0006(16) 0.0003(16) C18 0.054(3) 0.048(3) 0.022(2) 0.0025(19) 0.0100(19) 0.022(2) C19 0.045(3) 0.068(4) 0.035(2) -0.009(2) 0.001(2) -0.001(2) C20 0.082(3) 0.047(3) 0.028(2) 0.009(2) 0.021(2) 0.021(3) C21 0.032(2) 0.040(3) 0.027(2) -0.0027(18) 0.0096(17) 0.0044(18) C22 0.039(2) 0.045(3) 0.029(2) 0.0011(18) 0.0072(18) 0.009(2) C23 0.037(2) 0.059(3) 0.051(3) -0.004(2) 0.017(2) -0.003(2) C24 0.0272(19) 0.031(2) 0.0197(18) -0.0014(16) 0.0030(16) 0.0005(17) C25 0.031(2) 0.036(3) 0.025(2) -0.0040(17) 0.0059(18) -0.0025(17) C27 0.037(2) 0.045(3) 0.022(2) -0.0034(19) -0.0076(16) 0.000(2) C29 0.0245(18) 0.034(2) 0.0221(19) 0.0033(16) 0.0008(15) 0.0003(16) C30 0.028(2) 0.035(2) 0.026(2) 0.0022(18) 0.0044(17) -0.0029(17) C32 0.035(2) 0.042(3) 0.023(2) 0.0016(19) 0.0057(17) -0.002(2) C34 0.0265(19) 0.023(2) 0.0226(18) -0.0010(15) 0.0026(15) -0.0027(15) C35 0.0249(19) 0.030(2) 0.025(2) -0.0018(16) 0.0048(16) 0.0018(16) C36 0.0200(19) 0.036(2) 0.028(2) -0.0063(17) 0.0017(16) -0.0018(17) C37 0.0284(19) 0.027(2) 0.027(2) -0.0045(16) -0.0012(16) 0.0004(16) C38 0.032(2) 0.032(2) 0.0208(19) -0.0018(16) 0.0036(17) 0.0036(17) C39 0.0210(19) 0.030(2) 0.0242(19) 0.0007(16) 0.0021(16) 0.0012(16) C41 0.030(2) 0.044(3) 0.040(2) -0.007(2) -0.0052(19) 0.0098(19) C42 0.027(2) 0.061(4) 0.068(3) -0.009(3) 0.003(2) -0.007(2) C43 0.041(2) 0.044(3) 0.054(3) -0.009(2) 0.004(2) 0.009(2) C44 0.040(2) 0.050(3) 0.025(2) -0.0105(19) -0.0067(18) 0.011(2) C45 0.053(3) 0.058(3) 0.038(2) -0.014(2) -0.014(2) 0.007(2) C46 0.060(3) 0.074(4) 0.040(3) 0.004(3) 0.010(2) 0.000(3) C47 0.0244(18) 0.031(2) 0.0269(19) 0.0013(18) -0.0020(16) 0.0017(17) C49 0.0208(18) 0.034(2) 0.030(2) 0.0017(17) 0.0078(17) 0.0030(16) _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 N8 C7 1.152(5) . ? N10 C9 1.143(5) . ? N17 C14 1.347(4) . ? N17 C21 1.475(5) . ? N17 C18 1.494(5) . ? N26 C25 1.146(5) . ? N28 C27 1.149(6) . ? N31 C30 1.152(5) . ? N33 C32 1.136(5) . ? N40 C37 1.364(4) . ? N40 C44 1.483(5) . ? N40 C41 1.492(5) . ? N48 C47 1.145(5) . ? N50 C49 1.139(5) . ? C1 C2 1.381(5) . ? C1 C9 1.432(5) . ? C1 C7 1.434(5) . ? C2 C11 1.429(5) . ? C2 C3 1.506(5) . ? C3 C24 1.351(5) . ? C3 C4 1.486(5) . ? C4 C29 1.346(5) . ? C4 C5 1.516(5) . ? C5 C6 1.382(5) . ? C5 C34 1.439(5) . ? C6 C47 1.436(5) . ? C6 C49 1.445(5) . ? C11 C12 1.409(5) . ? C11 C16 1.426(5) . ? C12 C13 1.370(5) . ? C13 C14 1.434(5) . ? C14 C15 1.418(5) . ? C15 C16 1.365(5) . ? C18 C19 1.514(7) . ? C18 C20 1.521(6) . ? C21 C23 1.528(6) . ? C21 C22 1.538(6) . ? C24 C25 1.441(5) . ? C24 C27 1.446(6) . ? C29 C30 1.441(5) . ? C29 C32 1.448(6) . ? C34 C39 1.413(5) . ? C34 C35 1.414(5) . ? C35 C36 1.360(5) . ? C36 C37 1.418(5) . ? C37 C38 1.423(5) . ? C38 C39 1.365(5) . ? C41 C43 1.520(6) . ? C41 C42 1.538(6) . ? C44 C45 1.537(6) . ? C44 C46 1.538(7) . ? Cl53 C51 1.80(2) . ? Cl52 C51 1.79(2) . ? C12 H12 0.9800 . ? C13 H13 0.96(4) . ? C15 H15 0.93(3) . ? C16 H16 1.02(4) . ? C18 H18 0.93(4) . ? C19 H19A 1.0800 . ? C19 H19B 1.0800 . ? C19 H19C 1.0800 . ? C20 H20A 1.0800 . ? C20 H20B 1.0800 . ? C20 H20C 1.0800 . ? C21 H21 0.95(4) . ? C22 H22A 1.0800 . ? C22 H22B 1.0800 . ? C22 H22C 1.0800 . ? C23 H23A 1.0800 . ? C23 H23B 1.0800 . ? C23 H23C 1.0800 . ? C35 H35 1.03(3) . ? C36 H36 0.98(4) . ? C38 H38 1.00(3) . ? C39 H39 0.99(4) . ? C41 H41 1.07(4) . ? C42 H42A 1.0800 . ? C42 H42B 1.0800 . ? C42 H42C 1.0800 . ? C43 H43A 1.0800 . ? C43 H43B 1.0800 . ? C43 H43C 1.0800 . ? C44 H44 1.07(3) . ? C45 H45A 1.0800 . ? C45 H45B 1.0800 . ? C45 H45C 1.0800 . ? C46 H46A 1.0800 . ? C46 H46B 1.0800 . ? C46 H46C 1.0800 . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? 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 C14 N17 C21 122.9(3) . . ? C14 N17 C18 121.9(3) . . ? C21 N17 C18 114.4(3) . . ? C37 N40 C44 121.0(3) . . ? C37 N40 C41 122.8(3) . . ? C44 N40 C41 115.5(3) . . ? C2 C1 C9 126.2(3) . . ? C2 C1 C7 120.9(3) . . ? C9 C1 C7 112.8(3) . . ? C1 C2 C11 128.6(3) . . ? C1 C2 C3 113.7(3) . . ? C11 C2 C3 117.4(3) . . ? C24 C3 C4 123.0(3) . . ? C24 C3 C2 120.4(4) . . ? C4 C3 C2 116.6(3) . . ? C29 C4 C3 123.6(3) . . ? C29 C4 C5 118.6(3) . . ? C3 C4 C5 117.8(3) . . ? C6 C5 C34 127.6(3) . . ? C6 C5 C4 114.7(3) . . ? C34 C5 C4 117.7(3) . . ? C5 C6 C47 125.4(3) . . ? C5 C6 C49 121.2(3) . . ? C47 C6 C49 113.4(3) . . ? N8 C7 C1 177.7(4) . . ? N10 C9 C1 174.7(4) . . ? C12 C11 C16 115.7(3) . . ? C12 C11 C2 124.0(3) . . ? C16 C11 C2 120.1(3) . . ? C13 C12 C11 122.7(3) . . ? C12 C13 C14 121.4(3) . . ? N17 C14 C15 121.9(3) . . ? N17 C14 C13 122.8(3) . . ? C15 C14 C13 115.3(3) . . ? C16 C15 C14 122.4(3) . . ? C15 C16 C11 121.9(3) . . ? N17 C18 C19 110.2(4) . . ? N17 C18 C20 112.2(4) . . ? C19 C18 C20 112.2(4) . . ? N17 C21 C23 113.4(4) . . ? N17 C21 C22 113.7(3) . . ? C23 C21 C22 113.6(3) . . ? C3 C24 C25 125.0(4) . . ? C3 C24 C27 121.0(3) . . ? C25 C24 C27 113.9(3) . . ? N26 C25 C24 178.2(4) . . ? N28 C27 C24 178.5(4) . . ? C4 C29 C30 124.9(4) . . ? C4 C29 C32 120.8(3) . . ? C30 C29 C32 114.3(3) . . ? N31 C30 C29 177.6(4) . . ? N33 C32 C29 178.8(4) . . ? C39 C34 C35 115.9(3) . . ? C39 C34 C5 123.4(3) . . ? C35 C34 C5 120.6(3) . . ? C36 C35 C34 122.0(3) . . ? C35 C36 C37 122.4(3) . . ? N40 C37 C36 121.9(3) . . ? N40 C37 C38 122.4(3) . . ? C36 C37 C38 115.7(3) . . ? C39 C38 C37 121.5(3) . . ? C38 C39 C34 122.6(3) . . ? N40 C41 C43 113.2(3) . . ? N40 C41 C42 112.1(4) . . ? C43 C41 C42 114.5(4) . . ? N40 C44 C45 112.5(4) . . ? N40 C44 C46 111.2(4) . . ? C45 C44 C46 110.8(4) . . ? N48 C47 C6 176.3(4) . . ? N50 C49 C6 177.8(4) . . ? Cl52 C51 Cl53 107.8(16) . . ? C13 C12 H12 118.6 . . ? C11 C12 H12 118.6 . . ? C12 C13 H13 118(2) . . ? C14 C13 H13 120(2) . . ? C16 C15 H15 121(2) . . ? C14 C15 H15 116(2) . . ? C15 C16 H16 121.7(19) . . ? C11 C16 H16 116.4(19) . . ? N17 C18 H18 106(2) . . ? C19 C18 H18 111(2) . . ? C20 C18 H18 105(2) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N17 C21 H21 104(2) . . ? C23 C21 H21 106(2) . . ? C22 C21 H21 105(2) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C36 C35 H35 117.5(17) . . ? C34 C35 H35 120.3(17) . . ? C35 C36 H36 119(2) . . ? C37 C36 H36 119(2) . . ? C39 C38 H38 120.7(19) . . ? C37 C38 H38 117.8(18) . . ? C38 C39 H39 121.6(19) . . ? C34 C39 H39 115.9(19) . . ? N40 C41 H41 109.9(19) . . ? C43 C41 H41 101(2) . . ? C42 C41 H41 104.8(19) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N40 C44 H44 107.8(17) . . ? C45 C44 H44 106.8(18) . . ? C46 C44 H44 107.5(18) . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C44 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? Cl52 C51 H51A 110.2 . . ? Cl53 C51 H51A 110.1 . . ? Cl52 C51 H51B 110.1 . . ? Cl53 C51 H51B 110.1 . . ? H51A C51 H51B 108.5 . . ? 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 C9 C1 C2 C11 5.4(6) . . . . ? C7 C1 C2 C11 -175.7(4) . . . . ? C9 C1 C2 C3 -179.5(4) . . . . ? C7 C1 C2 C3 -0.5(5) . . . . ? C1 C2 C3 C24 85.2(4) . . . . ? C11 C2 C3 C24 -99.1(4) . . . . ? C1 C2 C3 C4 -95.3(4) . . . . ? C11 C2 C3 C4 80.4(4) . . . . ? C24 C3 C4 C29 -52.7(5) . . . . ? C2 C3 C4 C29 127.9(3) . . . . ? C24 C3 C4 C5 128.0(3) . . . . ? C2 C3 C4 C5 -51.5(4) . . . . ? C29 C4 C5 C6 81.9(4) . . . . ? C3 C4 C5 C6 -98.7(4) . . . . ? C29 C4 C5 C34 -98.4(4) . . . . ? C3 C4 C5 C34 81.0(4) . . . . ? C34 C5 C6 C47 7.6(6) . . . . ? C4 C5 C6 C47 -172.7(3) . . . . ? C34 C5 C6 C49 -175.5(3) . . . . ? C4 C5 C6 C49 4.2(5) . . . . ? C2 C1 C7 N8 -164(11) . . . . ? C9 C1 C7 N8 15(11) . . . . ? C2 C1 C9 N10 18E1(10) . . . . ? C7 C1 C9 N10 0(5) . . . . ? C1 C2 C11 C12 20.0(6) . . . . ? C3 C2 C11 C12 -155.0(4) . . . . ? C1 C2 C11 C16 -166.0(4) . . . . ? C3 C2 C11 C16 19.0(5) . . . . ? C16 C11 C12 C13 -3.5(5) . . . . ? C2 C11 C12 C13 170.7(4) . . . . ? C11 C12 C13 C14 -1.7(6) . . . . ? C21 N17 C14 C15 -15.8(6) . . . . ? C18 N17 C14 C15 174.6(4) . . . . ? C21 N17 C14 C13 163.8(4) . . . . ? C18 N17 C14 C13 -5.8(6) . . . . ? C12 C13 C14 N17 -172.5(4) . . . . ? C12 C13 C14 C15 7.1(6) . . . . ? N17 C14 C15 C16 172.1(4) . . . . ? C13 C14 C15 C16 -7.4(5) . . . . ? C14 C15 C16 C11 2.4(6) . . . . ? C12 C11 C16 C15 3.2(5) . . . . ? C2 C11 C16 C15 -171.2(4) . . . . ? C14 N17 C18 C19 97.6(4) . . . . ? C21 N17 C18 C19 -72.8(4) . . . . ? C14 N17 C18 C20 -136.5(4) . . . . ? C21 N17 C18 C20 53.0(5) . . . . ? C14 N17 C21 C23 79.6(5) . . . . ? C18 N17 C21 C23 -110.1(4) . . . . ? C14 N17 C21 C22 -52.2(5) . . . . ? C18 N17 C21 C22 118.2(4) . . . . ? C4 C3 C24 C25 -2.6(5) . . . . ? C2 C3 C24 C25 176.8(3) . . . . ? C4 C3 C24 C27 178.6(3) . . . . ? C2 C3 C24 C27 -1.9(5) . . . . ? C3 C24 C25 N26 142(13) . . . . ? C27 C24 C25 N26 -39(13) . . . . ? C3 C24 C27 N28 156(19) . . . . ? C25 C24 C27 N28 -2E1(2) . . . . ? C3 C4 C29 C30 -0.4(5) . . . . ? C5 C4 C29 C30 178.9(3) . . . . ? C3 C4 C29 C32 -179.2(3) . . . . ? C5 C4 C29 C32 0.2(5) . . . . ? C4 C29 C30 N31 156(9) . . . . ? C32 C29 C30 N31 -26(10) . . . . ? C4 C29 C32 N33 -15E1(2) . . . . ? C30 C29 C32 N33 3E1(2) . . . . ? C6 C5 C34 C39 20.9(6) . . . . ? C4 C5 C34 C39 -158.8(4) . . . . ? C6 C5 C34 C35 -161.6(4) . . . . ? C4 C5 C34 C35 18.7(5) . . . . ? C39 C34 C35 C36 1.0(5) . . . . ? C5 C34 C35 C36 -176.7(4) . . . . ? C34 C35 C36 C37 1.1(6) . . . . ? C44 N40 C37 C36 175.6(4) . . . . ? C41 N40 C37 C36 -14.5(6) . . . . ? C44 N40 C37 C38 -4.2(6) . . . . ? C41 N40 C37 C38 165.7(4) . . . . ? C35 C36 C37 N40 177.2(4) . . . . ? C35 C36 C37 C38 -3.0(6) . . . . ? N40 C37 C38 C39 -177.2(4) . . . . ? C36 C37 C38 C39 3.0(6) . . . . ? C37 C38 C39 C34 -1.1(6) . . . . ? C35 C34 C39 C38 -1.0(6) . . . . ? C5 C34 C39 C38 176.6(4) . . . . ? C37 N40 C41 C43 -55.8(5) . . . . ? C44 N40 C41 C43 114.6(4) . . . . ? C37 N40 C41 C42 75.6(5) . . . . ? C44 N40 C41 C42 -113.9(4) . . . . ? C37 N40 C44 C45 -140.6(4) . . . . ? C41 N40 C44 C45 48.8(5) . . . . ? C37 N40 C44 C46 94.5(4) . . . . ? C41 N40 C44 C46 -76.1(4) . . . . ? C5 C6 C47 N48 152(7) . . . . ? C49 C6 C47 N48 -25(7) . . . . ? C5 C6 C49 N50 -168(11) . . . . ? C47 C6 C49 N50 10(11) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.265 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.053 _publ_section_references ; Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (1999). maXus Computer Program for the Solution and Refinement of Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Johnson, C. K. (1976). ORTEP-II. A Fortran Thermal-Ellipsoid Plot Program. Report ORNL-5138. Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA. Otwinowski, Z. and Minor, W, (1997). In Methods in Enzymology, 276, edited by C.W. Carter, Jr. & R.M. Sweet pp. 307-326, New York:Academic Press. Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ; #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 775679' #TrackingRef 'ChemSciXr.cif' _publ_section_comment ; Deposition number: CCDC 775679 ; _chemical_compound_source 'LOC ETH Zurich' _exptl_crystal_description needle _exptl_crystal_size_max .27 _exptl_crystal_size_mid .066 _exptl_crystal_size_min .015 _exptl_crystal_F_000 1768.0 _exptl_crystal_colour red _diffrn_ambient_temperature 123 _cell_measurement_temperature 123 _refine_ls_hydrogen_treatment constr # Submission details _diffrn_measurement_device KappaCCD _computing_data_collection KappaCCD _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 loop_ _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id all _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_UB_11 -0.04670 _diffrn_orient_matrix_UB_12 -0.05144 _diffrn_orient_matrix_UB_13 0.01430 _diffrn_orient_matrix_UB_21 -0.00794 _diffrn_orient_matrix_UB_22 -0.00521 _diffrn_orient_matrix_UB_23 -0.04468 _diffrn_orient_matrix_UB_31 0.04487 _diffrn_orient_matrix_UB_32 -0.04716 _diffrn_orient_matrix_UB_33 -0.00247 _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.154 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; _chemical_formula_weight 825.122 _diffrn_radiation_type ' MoK\a' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z -X,-Y,-Z '-X,+Y+ 1/2,-Z+ 1/2' '+X,-Y+ 1/2,+Z+ 1/2' _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_cell_setting Monoclinic _chemical_formula_moiety 'C52 H60 N10 ' _chemical_formula_sum 'C52 H60 N10 ' _chemical_name_systematic ; ? ; _cell_length_a 14.1265(2) _cell_length_b 21.8947(4) _cell_length_c 15.3826(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.6655(9) _cell_angle_gamma 90.00 _cell_volume 4748.04(14) _diffrn_reflns_av_R_equivalents 0.127 _diffrn_reflns_number 49193 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_full 27.50 _cell_measurement_reflns_used 41348 _cell_measurement_theta_min 2.753 _cell_measurement_theta_max 27.485 _diffrn_measurement_method CCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR97(Altomare et al., J. Appl. Cryst.,1999)' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? 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' _exptl_absorpt_coefficient_mu 0.070 _reflns_number_total 10824 _reflns_number_gt 7710 _reflns_threshold_expression >2sigma(I) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+ (0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10824 _refine_ls_number_parameters 563 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.1966 _refine_ls_wR_factor_gt 0.1729 _refine_ls_goodness_of_fit_ref 1.155 _refine_ls_restrained_S_all 1.155 _refine_ls_shift/su_max 0.032 _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 N8 N 0.92768(16) -0.07716(11) 0.84371(13) 0.0445(5) Uani 1 1 d . . . N10 N 0.97820(13) -0.07232(10) 0.56621(12) 0.0363(5) Uani 1 1 d . . . N13 N 0.71013(17) -0.17067(10) 0.61771(13) 0.0418(5) Uani 1 1 d . . . N15 N 0.62995(14) -0.07122(10) 0.37848(12) 0.0366(5) Uani 1 1 d . . . N18 N 0.85688(14) -0.04067(10) 0.36240(12) 0.0379(5) Uani 1 1 d . . . N20 N 0.80847(13) 0.15602(9) 0.38540(11) 0.0312(4) Uani 1 1 d . . . N22 N 0.56114(16) 0.21666(11) 0.61907(14) 0.0473(6) Uani 1 1 d . . . N24 N 0.52387(13) 0.06226(9) 0.45166(12) 0.0336(4) Uani 1 1 d . . . N31 N 0.53479(12) 0.09172(9) 0.89814(11) 0.0271(4) Uani 1 1 d . . . N50 N 1.02137(11) 0.21486(8) 0.79016(10) 0.0226(4) Uani 1 1 d . . . C1 C 0.86715(13) -0.04561(9) 0.68840(12) 0.0230(4) Uani 1 1 d . . . C2 C 0.77949(13) -0.02055(9) 0.66994(12) 0.0212(4) Uani 1 1 d . . . C3 C 0.74624(13) -0.01703(9) 0.57506(11) 0.0199(4) Uani 1 1 d . . . C4 C 0.75679(12) 0.04256(9) 0.53184(11) 0.0196(4) Uani 1 1 d . . . C5 C 0.73060(13) 0.09923(9) 0.58009(11) 0.0200(4) Uani 1 1 d . . . C6 C 0.63857(13) 0.11872(9) 0.56214(12) 0.0213(4) Uani 1 1 d . . . C7 C 0.90099(15) -0.06182(11) 0.77511(14) 0.0296(5) Uani 1 1 d . . . C9 C 0.92884(14) -0.06088(10) 0.62066(13) 0.0262(4) Uani 1 1 d . . . C11 C 0.70741(13) -0.06744(9) 0.53551(12) 0.0226(4) Uani 1 1 d . . . C12 C 0.70707(16) -0.12482(10) 0.58189(13) 0.0282(5) Uani 1 1 d . . . C14 C 0.66409(14) -0.06869(10) 0.44781(13) 0.0266(4) Uani 1 1 d . . . C16 C 0.79428(13) 0.04862(9) 0.45291(12) 0.0220(4) Uani 1 1 d . . . C17 C 0.82975(14) -0.00154(10) 0.40332(12) 0.0262(4) Uani 1 1 d . . . C19 C 0.80324(13) 0.10840(10) 0.41529(12) 0.0241(4) Uani 1 1 d . . . C21 C 0.59784(15) 0.17287(11) 0.59547(13) 0.0294(5) Uani 1 1 d . . . C23 C 0.57554(14) 0.08618(10) 0.50141(12) 0.0248(4) Uani 1 1 d . . . C25 C 0.71697(13) 0.00431(9) 0.73168(12) 0.0204(4) Uani 1 1 d . . . C26 C 0.75231(14) 0.03209(9) 0.80992(12) 0.0230(4) Uani 1 1 d . . . C27 C 0.69348(14) 0.06063(10) 0.86449(12) 0.0241(4) Uani 1 1 d . . . C28 C 0.59369(14) 0.06178(9) 0.84576(12) 0.0233(4) Uani 1 1 d . . . C29 C 0.55803(13) 0.03136(10) 0.76914(12) 0.0235(4) Uani 1 1 d . . . C30 C 0.61798(13) 0.00507(9) 0.71325(12) 0.0226(4) Uani 1 1 d . . . C32 C 0.57271(16) 0.13220(11) 0.96847(13) 0.0318(5) Uani 1 1 d . . . C33 C 0.61302(16) 0.19162(11) 0.93360(15) 0.0345(5) Uani 1 1 d . . . C34 C 0.54218(16) 0.22931(11) 0.87779(16) 0.0364(5) Uani 1 1 d . . . C35 C 0.58834(16) 0.28469(11) 0.83826(16) 0.0360(5) Uani 1 1 d . . . C36 C 0.52037(17) 0.32454(12) 0.78150(16) 0.0384(5) Uani 1 1 d . . . C37 C 0.57017(19) 0.37541(13) 0.73602(18) 0.0468(6) Uani 1 1 d . . . C38 C 0.43127(15) 0.08654(12) 0.88284(15) 0.0362(5) Uani 1 1 d . . . C39 C 0.39478(17) 0.02468(13) 0.91601(16) 0.0425(6) Uani 1 1 d . . . C40 C 0.29420(18) 0.00868(13) 0.88273(17) 0.0440(6) Uani 1 1 d . . . C41 C 0.21804(17) 0.04831(14) 0.91665(17) 0.0447(6) Uani 1 1 d . . . C42 C 0.11691(17) 0.02903(14) 0.88381(17) 0.0437(6) Uani 1 1 d . . . C43 C 0.04286(16) 0.06980(12) 0.91843(16) 0.0378(5) Uani 1 1 d . . . C44 C 0.80293(13) 0.12683(9) 0.63724(11) 0.0195(4) Uani 1 1 d . . . C45 C 0.78304(13) 0.17050(9) 0.70203(12) 0.0216(4) Uani 1 1 d . . . C46 C 0.85300(14) 0.19829(9) 0.75345(12) 0.0220(4) Uani 1 1 d . . . C47 C 0.95068(14) 0.18518(9) 0.74372(12) 0.0213(4) Uani 1 1 d . . . C48 C 0.97089(13) 0.13875(9) 0.68288(12) 0.0226(4) Uani 1 1 d . . . C49 C 0.89965(14) 0.11132(9) 0.63212(12) 0.0221(4) Uani 1 1 d . . . C51 C 1.12170(14) 0.20242(10) 0.77650(13) 0.0249(4) Uani 1 1 d . . . C52 C 1.15475(14) 0.23544(11) 0.69624(13) 0.0280(4) Uani 1 1 d . . . C53 C 1.26009(15) 0.22580(11) 0.68432(14) 0.0319(5) Uani 1 1 d . . . C54 C 1.28781(18) 0.24489(14) 0.59392(16) 0.0440(6) Uani 1 1 d . . . C55 C 1.26612(18) 0.31094(14) 0.56818(15) 0.0432(6) Uani 1 1 d . . . C56 C 1.3189(2) 0.35780(15) 0.62517(19) 0.0538(7) Uani 1 1 d . . . C57 C 1.00500(15) 0.26833(10) 0.84568(12) 0.0246(4) Uani 1 1 d . . . C58 C 1.00519(15) 0.25277(10) 0.94266(12) 0.0267(4) Uani 1 1 d . . . C59 C 0.92118(15) 0.21321(10) 0.96600(13) 0.0269(4) Uani 1 1 d . . . C60 C 0.92306(15) 0.19685(10) 1.06237(13) 0.0281(4) Uani 1 1 d . . . C61 C 0.84411(17) 0.15308(11) 1.08265(13) 0.0341(5) Uani 1 1 d . . . C62 C 0.84093(17) 0.13904(11) 1.17944(13) 0.0332(5) Uani 1 1 d . . . H26 H 0.8206 0.0309 0.8256 0.028 Uiso 1 1 calc R . . H27 H 0.7207 0.0806 0.9174 0.029 Uiso 1 1 calc R . . H29 H 0.4893 0.0291 0.7559 0.028 Uiso 1 1 calc R . . H30 H 0.5913 -0.0136 0.6592 0.027 Uiso 1 1 calc R . . H32A H 0.6279 0.1085 1.0068 0.038 Uiso 1 1 calc R . . H32B H 0.5168 0.1430 1.0107 0.038 Uiso 1 1 calc R . . H33A H 0.6396 0.2191 0.9881 0.041 Uiso 1 1 calc R . . H33B H 0.6723 0.1806 0.8955 0.041 Uiso 1 1 calc R . . H34A H 0.4861 0.2444 0.9172 0.044 Uiso 1 1 calc R . . H34B H 0.5108 0.2010 0.8261 0.044 Uiso 1 1 calc R . . H35A H 0.6445 0.2692 0.7993 0.043 Uiso 1 1 calc R . . H35B H 0.6202 0.3124 0.8903 0.043 Uiso 1 1 calc R . . H36A H 0.4832 0.2962 0.7331 0.046 Uiso 1 1 calc R . . H36B H 0.4684 0.3442 0.8218 0.046 Uiso 1 1 calc R . . H37A H 0.5185 0.4023 0.6980 0.056 Uiso 1 1 calc R . . H37B H 0.6203 0.3561 0.6936 0.056 Uiso 1 1 calc R . . H37C H 0.6073 0.4042 0.7840 0.056 Uiso 1 1 calc R . . H38A H 0.4124 0.0907 0.8140 0.043 Uiso 1 1 calc R . . H38B H 0.3975 0.1233 0.9159 0.043 Uiso 1 1 calc R . . H39A H 0.4419 -0.0110 0.8968 0.051 Uiso 1 1 calc R . . H39B H 0.3979 0.0257 0.9863 0.051 Uiso 1 1 calc R . . H40A H 0.2898 0.0115 0.8125 0.053 Uiso 1 1 calc R . . H40B H 0.2803 -0.0381 0.9000 0.053 Uiso 1 1 calc R . . H41A H 0.2298 0.0950 0.8972 0.054 Uiso 1 1 calc R . . H41B H 0.2234 0.0468 0.9870 0.054 Uiso 1 1 calc R . . H42A H 0.1111 0.0304 0.8135 0.052 Uiso 1 1 calc R . . H42B H 0.1044 -0.0174 0.9037 0.052 Uiso 1 1 calc R . . H43A H -0.0265 0.0555 0.8925 0.045 Uiso 1 1 calc R . . H43B H 0.0555 0.1164 0.8991 0.045 Uiso 1 1 calc R . . H43C H 0.0462 0.0669 0.9886 0.045 Uiso 1 1 calc R . . H45 H 0.7168 0.1811 0.7102 0.026 Uiso 1 1 calc R . . H46 H 0.8357 0.2277 0.7977 0.026 Uiso 1 1 calc R . . H48 H 1.0368 0.1262 0.6771 0.027 Uiso 1 1 calc R . . H49 H 0.9164 0.0797 0.5907 0.027 Uiso 1 1 calc R . . H51A H 1.1315 0.1538 0.7688 0.030 Uiso 1 1 calc R . . H51B H 1.1648 0.2168 0.8333 0.030 Uiso 1 1 calc R . . H52A H 1.1142 0.2191 0.6391 0.034 Uiso 1 1 calc R . . H52B H 1.1411 0.2837 0.7023 0.034 Uiso 1 1 calc R . . H53A H 1.2772 0.1782 0.6944 0.038 Uiso 1 1 calc R . . H53B H 1.3011 0.2519 0.7329 0.038 Uiso 1 1 calc R . . H54A H 1.3630 0.2373 0.5904 0.053 Uiso 1 1 calc R . . H54B H 1.2516 0.2153 0.5464 0.053 Uiso 1 1 calc R . . H55A H 1.2838 0.3177 0.5016 0.052 Uiso 1 1 calc R . . H55B H 1.1909 0.3187 0.5708 0.052 Uiso 1 1 calc R . . H56A H 1.3021 0.4031 0.6010 0.065 Uiso 1 1 calc R . . H56B H 1.3943 0.3501 0.6239 0.065 Uiso 1 1 calc R . . H56C H 1.2980 0.3537 0.6912 0.065 Uiso 1 1 calc R . . H57A H 0.9375 0.2886 0.8251 0.030 Uiso 1 1 calc R . . H57B H 1.0595 0.3019 0.8364 0.030 Uiso 1 1 calc R . . H58A H 1.0702 0.2291 0.9619 0.032 Uiso 1 1 calc R . . H58B H 1.0043 0.2947 0.9795 0.032 Uiso 1 1 calc R . . H59A H 0.8561 0.2373 0.9481 0.032 Uiso 1 1 calc R . . H59B H 0.9212 0.1716 0.9283 0.032 Uiso 1 1 calc R . . H60A H 0.9906 0.1763 1.0818 0.034 Uiso 1 1 calc R . . H60B H 0.9164 0.2381 1.1000 0.034 Uiso 1 1 calc R . . H61A H 0.8534 0.1109 1.0478 0.041 Uiso 1 1 calc R . . H61B H 0.7770 0.1725 1.0593 0.041 Uiso 1 1 calc R . . H62A H 0.7880 0.1045 1.1886 0.040 Uiso 1 1 calc R . . H62B H 0.8231 0.1800 1.2138 0.040 Uiso 1 1 calc R . . H62C H 0.9095 0.1227 1.2044 0.040 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 N8 0.0458(12) 0.0553(14) 0.0316(10) 0.0039(9) -0.0044(9) 0.0163(11) N10 0.0255(9) 0.0462(13) 0.0375(10) -0.0015(9) 0.0050(8) 0.0073(9) N13 0.0595(14) 0.0303(11) 0.0363(10) 0.0010(9) 0.0084(9) -0.0058(10) N15 0.0348(10) 0.0434(12) 0.0309(10) -0.0073(8) -0.0043(8) 0.0005(9) N18 0.0381(11) 0.0414(12) 0.0352(10) -0.0057(9) 0.0105(8) 0.0084(9) N20 0.0296(9) 0.0336(11) 0.0309(9) 0.0050(8) 0.0054(7) -0.0021(8) N22 0.0418(12) 0.0473(14) 0.0513(12) -0.0143(10) -0.0086(10) 0.0172(10) N24 0.0273(9) 0.0389(11) 0.0341(10) -0.0005(8) -0.0018(8) -0.0022(8) N31 0.0234(8) 0.0311(10) 0.0270(8) -0.0061(7) 0.0040(7) 0.0010(7) N50 0.0203(8) 0.0241(9) 0.0232(8) -0.0020(7) 0.0000(6) -0.0010(7) C1 0.0211(9) 0.0235(10) 0.0242(9) 0.0006(8) 0.0000(7) 0.0015(8) C2 0.0225(9) 0.0188(9) 0.0221(9) 0.0014(7) 0.0000(7) -0.0034(8) C3 0.0164(8) 0.0236(10) 0.0199(9) -0.0006(7) 0.0037(7) 0.0018(7) C4 0.0147(8) 0.0234(10) 0.0202(8) -0.0009(7) -0.0022(7) -0.0008(7) C5 0.0207(9) 0.0214(10) 0.0180(8) 0.0023(7) 0.0031(7) -0.0005(7) C6 0.0213(9) 0.0223(10) 0.0204(9) -0.0002(7) 0.0008(7) -0.0004(8) C7 0.0245(10) 0.0333(12) 0.0308(11) -0.0014(9) -0.0006(8) 0.0077(9) C9 0.0210(9) 0.0287(11) 0.0285(10) 0.0009(8) -0.0023(8) 0.0011(8) C11 0.0220(9) 0.0239(10) 0.0223(9) -0.0027(8) 0.0033(7) 0.0003(8) C12 0.0356(11) 0.0249(11) 0.0244(10) -0.0043(8) 0.0035(8) -0.0043(9) C14 0.0248(10) 0.0269(11) 0.0282(10) -0.0044(8) 0.0030(8) -0.0007(8) C16 0.0194(9) 0.0247(10) 0.0218(9) -0.0006(8) 0.0006(7) 0.0013(8) C17 0.0238(10) 0.0320(12) 0.0232(9) -0.0007(8) 0.0050(8) -0.0003(9) C19 0.0201(9) 0.0317(12) 0.0209(9) -0.0037(8) 0.0045(7) -0.0014(8) C21 0.0229(10) 0.0347(13) 0.0298(10) -0.0042(9) -0.0040(8) 0.0064(9) C23 0.0207(9) 0.0280(11) 0.0255(9) 0.0024(8) 0.0015(8) 0.0019(8) C25 0.0206(9) 0.0218(10) 0.0190(8) 0.0010(7) 0.0017(7) 0.0006(8) C26 0.0206(9) 0.0247(10) 0.0234(9) 0.0004(8) -0.0009(7) 0.0000(8) C27 0.0250(10) 0.0275(11) 0.0198(9) -0.0019(8) -0.0004(7) -0.0005(8) C28 0.0234(10) 0.0250(10) 0.0218(9) 0.0013(8) 0.0032(7) -0.0005(8) C29 0.0181(9) 0.0282(11) 0.0242(9) 0.0018(8) 0.0008(7) -0.0013(8) C30 0.0220(9) 0.0258(10) 0.0199(9) 0.0004(8) -0.0002(7) -0.0016(8) C32 0.0317(11) 0.0377(13) 0.0260(10) -0.0088(9) 0.0018(8) 0.0052(10) C33 0.0306(11) 0.0338(13) 0.0381(12) -0.0083(10) -0.0053(9) 0.0027(10) C34 0.0308(12) 0.0349(13) 0.0426(13) -0.0052(10) -0.0041(10) 0.0015(10) C35 0.0297(11) 0.0337(13) 0.0442(13) -0.0069(10) -0.0009(10) 0.0032(10) C36 0.0328(12) 0.0362(13) 0.0461(13) -0.0035(11) 0.0013(10) 0.0046(10) C37 0.0412(14) 0.0445(16) 0.0552(15) 0.0036(12) 0.0055(12) 0.0010(12) C38 0.0242(11) 0.0480(14) 0.0369(11) -0.0113(11) 0.0056(9) 0.0055(10) C39 0.0316(12) 0.0544(16) 0.0422(13) -0.0054(12) 0.0083(10) -0.0086(11) C40 0.0413(14) 0.0442(15) 0.0467(14) -0.0046(12) 0.0034(11) -0.0038(12) C41 0.0353(13) 0.0588(18) 0.0395(13) -0.0049(12) -0.0010(10) 0.0049(12) C42 0.0313(12) 0.0547(17) 0.0446(13) -0.0078(12) -0.0005(10) 0.0084(11) C43 0.0332(12) 0.0406(14) 0.0395(12) 0.0008(10) 0.0017(10) 0.0022(10) C44 0.0185(9) 0.0201(9) 0.0200(9) 0.0003(7) 0.0010(7) -0.0007(7) C45 0.0182(9) 0.0245(10) 0.0222(9) -0.0005(8) 0.0025(7) 0.0016(8) C46 0.0250(10) 0.0220(10) 0.0193(9) -0.0019(7) 0.0035(7) 0.0006(8) C47 0.0228(9) 0.0219(10) 0.0190(8) 0.0026(7) 0.0004(7) 0.0013(8) C48 0.0178(9) 0.0237(10) 0.0263(9) -0.0007(8) 0.0010(7) 0.0028(8) C49 0.0228(9) 0.0223(10) 0.0215(9) 0.0009(7) 0.0029(7) 0.0000(8) C51 0.0192(9) 0.0289(11) 0.0261(9) -0.0019(8) -0.0015(7) -0.0009(8) C52 0.0228(10) 0.0324(12) 0.0288(10) -0.0003(9) 0.0010(8) 0.0000(9) C53 0.0241(10) 0.0355(13) 0.0368(11) -0.0007(9) 0.0066(9) 0.0012(9) C54 0.0395(13) 0.0552(17) 0.0389(13) -0.0040(12) 0.0148(10) 0.0031(12) C55 0.0354(13) 0.0628(18) 0.0316(11) 0.0107(11) 0.0040(10) -0.0059(12) C56 0.0491(16) 0.0554(18) 0.0548(16) 0.0173(14) -0.0126(13) -0.0117(14) C57 0.0262(10) 0.0241(10) 0.0235(9) -0.0045(8) 0.0008(8) 0.0009(8) C58 0.0287(10) 0.0284(11) 0.0228(9) -0.0045(8) 0.0005(8) -0.0017(9) C59 0.0267(10) 0.0299(11) 0.0237(9) -0.0023(8) -0.0001(8) 0.0005(9) C60 0.0306(11) 0.0311(12) 0.0224(9) -0.0013(8) 0.0002(8) -0.0020(9) C61 0.0376(12) 0.0391(13) 0.0253(10) -0.0015(9) 0.0002(9) -0.0079(10) C62 0.0357(12) 0.0366(13) 0.0275(10) -0.0018(9) 0.0042(9) -0.0039(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 N8 C7 1.148(3) . ? N10 C9 1.151(3) . ? N13 C12 1.145(3) . ? N15 C14 1.143(3) . ? N18 C17 1.144(3) . ? N20 C19 1.144(3) . ? N22 C21 1.159(3) . ? N24 C23 1.150(3) . ? N31 C28 1.363(3) . ? N31 C32 1.473(3) . ? N31 C38 1.471(3) . ? N50 C47 1.356(3) . ? N50 C51 1.472(2) . ? N50 C57 1.476(3) . ? C1 C2 1.368(3) . ? C1 C7 1.432(3) . ? C1 C9 1.440(3) . ? C2 C25 1.444(3) . ? C2 C3 1.506(2) . ? C3 C11 1.359(3) . ? C3 C4 1.476(3) . ? C4 C16 1.362(3) . ? C4 C5 1.504(3) . ? C5 C6 1.379(3) . ? C5 C44 1.438(3) . ? C6 C21 1.427(3) . ? C6 C23 1.438(3) . ? C11 C14 1.446(3) . ? C11 C12 1.445(3) . ? C16 C19 1.440(3) . ? C16 C17 1.445(3) . ? C25 C30 1.409(3) . ? C25 C26 1.411(3) . ? C26 C27 1.369(3) . ? C27 C28 1.421(3) . ? C28 C29 1.418(3) . ? C29 C30 1.371(3) . ? C32 C33 1.531(3) . ? C33 C34 1.520(3) . ? C34 C35 1.522(4) . ? C35 C36 1.529(3) . ? C36 C37 1.513(4) . ? C38 C39 1.547(4) . ? C39 C40 1.520(3) . ? C40 C41 1.502(4) . ? C41 C42 1.543(3) . ? C42 C43 1.499(3) . ? C44 C49 1.415(3) . ? C44 C45 1.422(3) . ? C45 C46 1.368(3) . ? C46 C47 1.427(3) . ? C47 C48 1.423(3) . ? C48 C49 1.372(3) . ? C51 C52 1.529(3) . ? C52 C53 1.526(3) . ? C53 C54 1.527(3) . ? C54 C55 1.525(4) . ? C55 C56 1.514(4) . ? C57 C58 1.530(3) . ? C58 C59 1.530(3) . ? C59 C60 1.524(3) . ? C60 C61 1.518(3) . ? C61 C62 1.524(3) . ? C26 H26 0.9800 . ? C27 H27 0.9800 . ? C29 H29 0.9800 . ? C30 H30 0.9800 . ? C32 H32A 1.0800 . ? C32 H32B 1.0800 . ? C33 H33A 1.0800 . ? C33 H33B 1.0800 . ? C34 H34A 1.0800 . ? C34 H34B 1.0800 . ? C35 H35A 1.0800 . ? C35 H35B 1.0800 . ? C36 H36A 1.0800 . ? C36 H36B 1.0800 . ? C37 H37A 1.0800 . ? C37 H37B 1.0800 . ? C37 H37C 1.0800 . ? C38 H38A 1.0800 . ? C38 H38B 1.0800 . ? C39 H39A 1.0800 . ? C39 H39B 1.0800 . ? C40 H40A 1.0800 . ? C40 H40B 1.0800 . ? C41 H41A 1.0800 . ? C41 H41B 1.0800 . ? C42 H42A 1.0800 . ? C42 H42B 1.0800 . ? C43 H43A 1.0800 . ? C43 H43B 1.0800 . ? C43 H43C 1.0800 . ? C45 H45 0.9800 . ? C46 H46 0.9800 . ? C48 H48 0.9800 . ? C49 H49 0.9800 . ? C51 H51A 1.0800 . ? C51 H51B 1.0800 . ? C52 H52A 1.0800 . ? C52 H52B 1.0800 . ? C53 H53A 1.0800 . ? C53 H53B 1.0800 . ? C54 H54A 1.0800 . ? C54 H54B 1.0800 . ? C55 H55A 1.0800 . ? C55 H55B 1.0800 . ? C56 H56A 1.0800 . ? C56 H56B 1.0800 . ? C56 H56C 1.0800 . ? C57 H57A 1.0800 . ? C57 H57B 1.0800 . ? C58 H58A 1.0800 . ? C58 H58B 1.0800 . ? C59 H59A 1.0800 . ? C59 H59B 1.0800 . ? C60 H60A 1.0800 . ? C60 H60B 1.0800 . ? C61 H61A 1.0800 . ? C61 H61B 1.0800 . ? C62 H62A 1.0800 . ? C62 H62B 1.0800 . ? C62 H62C 1.0800 . ? 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 C28 N31 C32 121.11(17) . . ? C28 N31 C38 120.45(17) . . ? C32 N31 C38 118.38(17) . . ? C47 N50 C51 121.31(16) . . ? C47 N50 C57 123.21(16) . . ? C51 N50 C57 114.67(16) . . ? C2 C1 C7 122.45(18) . . ? C2 C1 C9 121.65(17) . . ? C7 C1 C9 115.78(17) . . ? C1 C2 C25 126.76(17) . . ? C1 C2 C3 116.35(17) . . ? C25 C2 C3 116.87(16) . . ? C11 C3 C4 124.45(16) . . ? C11 C3 C2 118.95(17) . . ? C4 C3 C2 116.58(16) . . ? C16 C4 C3 122.95(17) . . ? C16 C4 C5 118.78(17) . . ? C3 C4 C5 118.15(15) . . ? C6 C5 C44 128.04(18) . . ? C6 C5 C4 114.51(16) . . ? C44 C5 C4 117.44(16) . . ? C5 C6 C21 125.56(18) . . ? C5 C6 C23 120.89(18) . . ? C21 C6 C23 113.45(17) . . ? N8 C7 C1 177.3(3) . . ? N10 C9 C1 179.1(2) . . ? C3 C11 C14 124.60(19) . . ? C3 C11 C12 119.94(17) . . ? C14 C11 C12 115.46(18) . . ? N13 C12 C11 177.5(2) . . ? N15 C14 C11 178.3(2) . . ? C4 C16 C19 119.74(18) . . ? C4 C16 C17 124.36(19) . . ? C19 C16 C17 115.87(17) . . ? N18 C17 C16 178.5(2) . . ? N20 C19 C16 178.7(2) . . ? N22 C21 C6 176.5(2) . . ? N24 C23 C6 177.4(2) . . ? C30 C25 C26 117.32(17) . . ? C30 C25 C2 120.87(17) . . ? C26 C25 C2 121.70(17) . . ? C27 C26 C25 121.61(18) . . ? C26 C27 C28 121.13(17) . . ? N31 C28 C27 121.60(17) . . ? N31 C28 C29 121.30(17) . . ? C27 C28 C29 117.09(17) . . ? C30 C29 C28 121.15(18) . . ? C29 C30 C25 121.57(17) . . ? N31 C32 C33 112.33(17) . . ? C34 C33 C32 114.40(19) . . ? C33 C34 C35 112.0(2) . . ? C34 C35 C36 114.4(2) . . ? C37 C36 C35 113.0(2) . . ? N31 C38 C39 111.3(2) . . ? C40 C39 C38 114.5(2) . . ? C41 C40 C39 115.1(2) . . ? C40 C41 C42 113.4(2) . . ? C43 C42 C41 111.9(2) . . ? C49 C44 C45 115.79(17) . . ? C49 C44 C5 121.07(17) . . ? C45 C44 C5 123.14(17) . . ? C46 C45 C44 122.44(18) . . ? C45 C46 C47 121.16(18) . . ? N50 C47 C48 121.12(17) . . ? N50 C47 C46 122.21(17) . . ? C48 C47 C46 116.67(17) . . ? C49 C48 C47 121.08(18) . . ? C48 C49 C44 122.62(18) . . ? N50 C51 C52 111.98(16) . . ? C53 C52 C51 112.46(17) . . ? C52 C53 C54 112.37(19) . . ? C55 C54 C53 115.9(2) . . ? C56 C55 C54 114.1(2) . . ? N50 C57 C58 113.39(17) . . ? C59 C58 C57 113.69(16) . . ? C60 C59 C58 113.31(17) . . ? C61 C60 C59 112.40(17) . . ? C60 C61 C62 113.34(18) . . ? C27 C26 H26 119.2 . . ? C25 C26 H26 119.2 . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C29 C30 H30 119.2 . . ? C25 C30 H30 119.2 . . ? N31 C32 H32A 109.1 . . ? C33 C32 H32A 109.1 . . ? N31 C32 H32B 109.1 . . ? C33 C32 H32B 109.1 . . ? H32A C32 H32B 107.9 . . ? C34 C33 H33A 108.7 . . ? C32 C33 H33A 108.7 . . ? C34 C33 H33B 108.7 . . ? C32 C33 H33B 108.7 . . ? H33A C33 H33B 107.6 . . ? C33 C34 H34A 109.2 . . ? C35 C34 H34A 109.2 . . ? C33 C34 H34B 109.2 . . ? C35 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? C34 C35 H35A 108.7 . . ? C36 C35 H35A 108.7 . . ? C34 C35 H35B 108.7 . . ? C36 C35 H35B 108.7 . . ? H35A C35 H35B 107.6 . . ? C37 C36 H36A 109.0 . . ? C35 C36 H36A 109.0 . . ? C37 C36 H36B 109.0 . . ? C35 C36 H36B 109.0 . . ? H36A C36 H36B 107.8 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N31 C38 H38A 109.4 . . ? C39 C38 H38A 109.4 . . ? N31 C38 H38B 109.4 . . ? C39 C38 H38B 109.4 . . ? H38A C38 H38B 108.0 . . ? C40 C39 H39A 108.6 . . ? C38 C39 H39A 108.6 . . ? C40 C39 H39B 108.6 . . ? C38 C39 H39B 108.6 . . ? H39A C39 H39B 107.6 . . ? C41 C40 H40A 108.5 . . ? C39 C40 H40A 108.5 . . ? C41 C40 H40B 108.5 . . ? C39 C40 H40B 108.5 . . ? H40A C40 H40B 107.5 . . ? C40 C41 H41A 108.9 . . ? C42 C41 H41A 108.9 . . ? C40 C41 H41B 108.9 . . ? C42 C41 H41B 108.9 . . ? H41A C41 H41B 107.7 . . ? C43 C42 H42A 109.2 . . ? C41 C42 H42A 109.2 . . ? C43 C42 H42B 109.2 . . ? C41 C42 H42B 109.2 . . ? H42A C42 H42B 107.9 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C46 C45 H45 118.8 . . ? C44 C45 H45 118.8 . . ? C45 C46 H46 119.4 . . ? C47 C46 H46 119.4 . . ? C49 C48 H48 119.5 . . ? C47 C48 H48 119.5 . . ? C48 C49 H49 118.7 . . ? C44 C49 H49 118.7 . . ? N50 C51 H51A 109.2 . . ? C52 C51 H51A 109.2 . . ? N50 C51 H51B 109.2 . . ? C52 C51 H51B 109.2 . . ? H51A C51 H51B 107.9 . . ? C53 C52 H52A 109.1 . . ? C51 C52 H52A 109.1 . . ? C53 C52 H52B 109.1 . . ? C51 C52 H52B 109.1 . . ? H52A C52 H52B 107.8 . . ? C52 C53 H53A 109.1 . . ? C54 C53 H53A 109.1 . . ? C52 C53 H53B 109.1 . . ? C54 C53 H53B 109.1 . . ? H53A C53 H53B 107.9 . . ? C55 C54 H54A 108.3 . . ? C53 C54 H54A 108.3 . . ? C55 C54 H54B 108.3 . . ? C53 C54 H54B 108.3 . . ? H54A C54 H54B 107.4 . . ? C56 C55 H55A 108.7 . . ? C54 C55 H55A 108.7 . . ? C56 C55 H55B 108.7 . . ? C54 C55 H55B 108.7 . . ? H55A C55 H55B 107.6 . . ? C55 C56 H56A 109.5 . . ? C55 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C55 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? N50 C57 H57A 108.9 . . ? C58 C57 H57A 108.9 . . ? N50 C57 H57B 108.9 . . ? C58 C57 H57B 108.9 . . ? H57A C57 H57B 107.7 . . ? C59 C58 H58A 108.8 . . ? C57 C58 H58A 108.8 . . ? C59 C58 H58B 108.8 . . ? C57 C58 H58B 108.8 . . ? H58A C58 H58B 107.7 . . ? C60 C59 H59A 108.9 . . ? C58 C59 H59A 108.9 . . ? C60 C59 H59B 108.9 . . ? C58 C59 H59B 108.9 . . ? H59A C59 H59B 107.7 . . ? C61 C60 H60A 109.1 . . ? C59 C60 H60A 109.1 . . ? C61 C60 H60B 109.1 . . ? C59 C60 H60B 109.1 . . ? H60A C60 H60B 107.9 . . ? C60 C61 H61A 108.9 . . ? C62 C61 H61A 108.9 . . ? C60 C61 H61B 108.9 . . ? C62 C61 H61B 108.9 . . ? H61A C61 H61B 107.7 . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? 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 C7 C1 C2 C25 13.1(3) . . . . ? C9 C1 C2 C25 -170.85(19) . . . . ? C7 C1 C2 C3 -168.70(19) . . . . ? C9 C1 C2 C3 7.3(3) . . . . ? C1 C2 C3 C11 81.7(2) . . . . ? C25 C2 C3 C11 -100.0(2) . . . . ? C1 C2 C3 C4 -99.6(2) . . . . ? C25 C2 C3 C4 78.8(2) . . . . ? C11 C3 C4 C16 -48.5(3) . . . . ? C2 C3 C4 C16 132.87(19) . . . . ? C11 C3 C4 C5 135.56(19) . . . . ? C2 C3 C4 C5 -43.1(2) . . . . ? C16 C4 C5 C6 90.5(2) . . . . ? C3 C4 C5 C6 -93.3(2) . . . . ? C16 C4 C5 C44 -88.6(2) . . . . ? C3 C4 C5 C44 87.6(2) . . . . ? C44 C5 C6 C21 2.6(3) . . . . ? C4 C5 C6 C21 -176.35(19) . . . . ? C44 C5 C6 C23 178.66(18) . . . . ? C4 C5 C6 C23 -0.3(3) . . . . ? C2 C1 C7 N8 108(5) . . . . ? C9 C1 C7 N8 -68(5) . . . . ? C2 C1 C9 N10 63(15) . . . . ? C7 C1 C9 N10 -121(15) . . . . ? C4 C3 C11 C14 -5.2(3) . . . . ? C2 C3 C11 C14 173.43(18) . . . . ? C4 C3 C11 C12 175.26(18) . . . . ? C2 C3 C11 C12 -6.1(3) . . . . ? C3 C11 C12 N13 -85(5) . . . . ? C14 C11 C12 N13 96(5) . . . . ? C3 C11 C14 N15 164(7) . . . . ? C12 C11 C14 N15 -16(8) . . . . ? C3 C4 C16 C19 -179.33(17) . . . . ? C5 C4 C16 C19 -3.4(3) . . . . ? C3 C4 C16 C17 -1.4(3) . . . . ? C5 C4 C16 C17 174.55(17) . . . . ? C4 C16 C17 N18 138(9) . . . . ? C19 C16 C17 N18 -44(9) . . . . ? C4 C16 C19 N20 -61(9) . . . . ? C17 C16 C19 N20 121(9) . . . . ? C5 C6 C21 N22 161(4) . . . . ? C23 C6 C21 N22 -15(4) . . . . ? C5 C6 C23 N24 -140(5) . . . . ? C21 C6 C23 N24 37(5) . . . . ? C1 C2 C25 C30 -153.1(2) . . . . ? C3 C2 C25 C30 28.7(3) . . . . ? C1 C2 C25 C26 30.9(3) . . . . ? C3 C2 C25 C26 -147.26(19) . . . . ? C30 C25 C26 C27 -2.3(3) . . . . ? C2 C25 C26 C27 173.84(19) . . . . ? C25 C26 C27 C28 2.0(3) . . . . ? C32 N31 C28 C27 9.8(3) . . . . ? C38 N31 C28 C27 -173.2(2) . . . . ? C32 N31 C28 C29 -168.99(19) . . . . ? C38 N31 C28 C29 8.1(3) . . . . ? C26 C27 C28 N31 -177.9(2) . . . . ? C26 C27 C28 C29 1.0(3) . . . . ? N31 C28 C29 C30 175.20(19) . . . . ? C27 C28 C29 C30 -3.6(3) . . . . ? C28 C29 C30 C25 3.4(3) . . . . ? C26 C25 C30 C29 -0.4(3) . . . . ? C2 C25 C30 C29 -176.57(19) . . . . ? C28 N31 C32 C33 71.6(3) . . . . ? C38 N31 C32 C33 -105.5(2) . . . . ? N31 C32 C33 C34 58.5(2) . . . . ? C32 C33 C34 C35 -174.76(19) . . . . ? C33 C34 C35 C36 -179.8(2) . . . . ? C34 C35 C36 C37 -174.2(2) . . . . ? C28 N31 C38 C39 76.9(2) . . . . ? C32 N31 C38 C39 -105.9(2) . . . . ? N31 C38 C39 C40 -165.16(19) . . . . ? C38 C39 C40 C41 -68.2(3) . . . . ? C39 C40 C41 C42 -177.9(2) . . . . ? C40 C41 C42 C43 -179.6(2) . . . . ? C6 C5 C44 C49 -163.32(19) . . . . ? C4 C5 C44 C49 15.6(3) . . . . ? C6 C5 C44 C45 17.1(3) . . . . ? C4 C5 C44 C45 -164.01(17) . . . . ? C49 C44 C45 C46 3.2(3) . . . . ? C5 C44 C45 C46 -177.14(18) . . . . ? C44 C45 C46 C47 0.8(3) . . . . ? C51 N50 C47 C48 3.0(3) . . . . ? C57 N50 C47 C48 172.12(18) . . . . ? C51 N50 C47 C46 -177.43(17) . . . . ? C57 N50 C47 C46 -8.3(3) . . . . ? C45 C46 C47 N50 175.86(18) . . . . ? C45 C46 C47 C48 -4.6(3) . . . . ? N50 C47 C48 C49 -176.02(18) . . . . ? C46 C47 C48 C49 4.4(3) . . . . ? C47 C48 C49 C44 -0.4(3) . . . . ? C45 C44 C49 C48 -3.4(3) . . . . ? C5 C44 C49 C48 176.96(18) . . . . ? C47 N50 C51 C52 79.8(2) . . . . ? C57 N50 C51 C52 -90.2(2) . . . . ? N50 C51 C52 C53 176.76(17) . . . . ? C51 C52 C53 C54 165.8(2) . . . . ? C52 C53 C54 C55 57.4(3) . . . . ? C53 C54 C55 C56 62.8(3) . . . . ? C47 N50 C57 C58 100.9(2) . . . . ? C51 N50 C57 C58 -89.4(2) . . . . ? N50 C57 C58 C59 -67.6(2) . . . . ? C57 C58 C59 C60 178.81(18) . . . . ? C58 C59 C60 C61 -174.93(19) . . . . ? C59 C60 C61 C62 -176.55(19) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.052 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.067 _publ_section_references ; Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (1999). maXus Computer Program for the Solution and Refinement of Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Johnson, C. K. (1976). ORTEP-II. A Fortran Thermal-Ellipsoid Plot Program. Report ORNL-5138. Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA. Otwinowski, Z. and Minor, W, (1997). In Methods in Enzymology, 276, edited by C.W. Carter, Jr. & R.M. Sweet pp. 307-326, New York:Academic Press. Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. ;