# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Dr Uwe H F Bunz' _publ_contact_author_address ; School of Chemisry and Biochemistry Georgia Institute of Technology 770 State St Atlanta GA 30332 UNITED STATES OF AMERICA ; _publ_contact_author_email UWE.BUNZ@CHEMISTRY.GATECH.EDU _publ_section_title ; Cruciform n-systems: Effect of aggregation on emission ; loop_ _publ_author_name 'Uwe H. F. Bunz' 'Volker Enkelmann' 'Mark D. Smith' 'James N. Wilson' data_jw05s _database_code_depnum_ccdc_archive 'CCDC 218374' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H22 F12' _chemical_formula_weight 754.60 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 17.8688(14) _cell_length_b 5.0625(4) _cell_length_c 18.6933(15) _cell_angle_alpha 90.00 _cell_angle_beta 97.617(2) _cell_angle_gamma 90.00 _cell_volume 1676.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 6553 _cell_measurement_theta_min 2.300 _cell_measurement_theta_max 25.501 _exptl_crystal_description blade _exptl_crystal_colour yellow'green _exptl_crystal_size_max 0.72 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 764 _exptl_absorpt_coefficient_mu 0.133 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 9956 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 24.11 _reflns_number_total 2664 _reflns_number_gt 2254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0700P)^2^+1.0519P] 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 refU _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0027(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2664 _refine_ls_number_parameters 284 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0662 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1421 _refine_ls_wR_factor_gt 0.1344 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.032 _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 C1 C 0.42353(13) 0.0307(5) 0.51284(13) 0.0348(6) Uani 1 1 d . . . C2 C 0.48157(14) 0.1805(5) 0.55010(14) 0.0376(6) Uani 1 1 d . . . H2 H 0.4696 0.3049 0.5849 0.036(7) Uiso 1 1 calc R . . C3 C 0.55660(13) 0.1541(5) 0.53804(13) 0.0341(6) Uani 1 1 d . . . C4 C 0.61268(14) 0.3185(5) 0.57917(14) 0.0348(6) Uani 1 1 d . . . C5 C 0.65565(14) 0.4623(5) 0.61349(14) 0.0361(6) Uani 1 1 d . . . C6 C 0.70689(13) 0.6492(5) 0.65102(13) 0.0345(6) Uani 1 1 d . . . C7 C 0.77847(14) 0.6841(5) 0.63046(15) 0.0412(7) Uani 1 1 d . . . H7 H 0.7938 0.5763 0.5934 0.044(8) Uiso 1 1 calc R . . C8 C 0.82739(15) 0.8727(6) 0.66307(16) 0.0470(7) Uani 1 1 d . . . H8 H 0.8758 0.8944 0.6480 0.059(9) Uiso 1 1 calc R . . C9 C 0.80667(16) 1.0284(6) 0.71683(16) 0.0474(7) Uani 1 1 d . . . H9 H 0.8403 1.1589 0.7388 0.066(10) Uiso 1 1 calc R . . C10 C 0.73649(16) 0.9952(6) 0.73910(15) 0.0451(7) Uani 1 1 d . . . H10 H 0.7223 1.1032 0.7766 0.037(7) Uiso 1 1 calc R . . C11 C 0.68677(14) 0.8072(5) 0.70749(14) 0.0361(6) Uani 1 1 d . . . C13 C 0.34465(14) 0.0625(5) 0.52439(13) 0.0367(6) Uani 1 1 d . . . H13 H 0.3099 -0.0659 0.5029 0.042(7) Uiso 1 1 calc R . . C14 C 0.31675(14) 0.2525(5) 0.56183(14) 0.0389(6) Uani 1 1 d . . . H14 H 0.3517 0.3803 0.5833 0.047(8) Uiso 1 1 calc R . . C15 C 0.23795(14) 0.2868(5) 0.57370(13) 0.0370(6) Uani 1 1 d . A . C16 C 0.17951(14) 0.1220(6) 0.54341(15) 0.0427(7) Uani 1 1 d . . . H16 H 0.1903 -0.0188 0.5128 0.047(8) Uiso 1 1 calc R . . C17 C 0.10683(15) 0.1598(6) 0.55714(16) 0.0472(7) Uani 1 1 d . A . H17 H 0.0680 0.0455 0.5359 0.051(8) Uiso 1 1 calc R . . C18 C 0.08944(15) 0.3636(6) 0.60183(15) 0.0432(7) Uani 1 1 d . . . C19 C 0.14639(16) 0.5293(6) 0.63173(15) 0.0464(7) Uani 1 1 d . A . H19 H 0.1353 0.6701 0.6623 0.048(8) Uiso 1 1 calc R . . C20 C 0.21930(15) 0.4911(6) 0.61747(15) 0.0444(7) Uani 1 1 d . . . H20 H 0.2578 0.6079 0.6382 0.045(8) Uiso 1 1 calc R A . C12 C 0.61185(15) 0.7697(6) 0.73367(14) 0.0460(7) Uani 1 1 d D . . F1 F 0.55403(9) 0.8112(4) 0.68339(10) 0.0657(6) Uani 1 1 d D . . F2 F 0.60351(9) 0.5252(4) 0.75818(10) 0.0605(5) Uani 1 1 d D . . F3 F 0.60334(11) 0.9295(4) 0.78877(11) 0.0791(7) Uani 1 1 d D . . C21A C 0.01070(17) 0.4005(6) 0.61729(17) 0.0591(13) Uani 0.679(10) 1 d PD A 1 F4A F -0.0413(3) 0.3338(16) 0.5652(2) 0.099(3) Uani 0.679(10) 1 d PD A 1 F5A F -0.0038(4) 0.6350(10) 0.6410(7) 0.155(4) Uani 0.679(10) 1 d PD A 1 F6A F -0.0033(3) 0.2405(12) 0.6702(3) 0.0797(16) Uani 0.679(10) 1 d PD A 1 C21B C 0.01070(17) 0.4005(6) 0.61729(17) 0.0591(13) Uani 0.32 1 d PD A 2 F4B F -0.0018(9) 0.386(4) 0.6837(5) 0.147(9) Uani 0.321(10) 1 d PD A 2 F5B F -0.0397(7) 0.253(3) 0.5777(9) 0.135(8) Uani 0.321(10) 1 d PD A 2 F6B F -0.0121(7) 0.6430(18) 0.5957(7) 0.087(4) Uani 0.321(10) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0337(13) 0.0346(15) 0.0348(13) 0.0037(12) -0.0002(10) -0.0022(11) C2 0.0397(14) 0.0363(16) 0.0361(14) -0.0005(13) 0.0019(11) -0.0012(12) C3 0.0353(13) 0.0316(14) 0.0340(13) 0.0050(12) -0.0011(11) -0.0036(11) C4 0.0319(13) 0.0350(15) 0.0370(14) 0.0036(12) 0.0032(11) -0.0003(12) C5 0.0359(14) 0.0361(15) 0.0366(14) 0.0038(12) 0.0060(11) 0.0021(12) C6 0.0345(13) 0.0313(14) 0.0361(14) 0.0038(12) -0.0013(11) -0.0013(11) C7 0.0394(14) 0.0385(16) 0.0457(16) -0.0009(13) 0.0053(12) -0.0003(12) C8 0.0374(15) 0.0446(18) 0.0580(18) 0.0063(15) 0.0029(13) -0.0062(13) C9 0.0462(16) 0.0384(17) 0.0538(18) 0.0029(14) -0.0078(14) -0.0107(13) C10 0.0574(18) 0.0355(16) 0.0406(16) -0.0027(13) -0.0004(13) 0.0001(13) C11 0.0419(14) 0.0271(14) 0.0378(14) 0.0040(12) -0.0001(11) -0.0005(11) C13 0.0381(14) 0.0351(15) 0.0350(14) 0.0041(12) -0.0020(11) -0.0073(12) C14 0.0373(14) 0.0382(16) 0.0395(14) 0.0013(13) -0.0012(11) -0.0047(12) C15 0.0406(14) 0.0347(15) 0.0349(14) 0.0058(12) 0.0021(11) 0.0005(12) C16 0.0409(15) 0.0417(17) 0.0458(16) -0.0040(14) 0.0069(12) -0.0019(13) C17 0.0406(15) 0.0443(18) 0.0566(18) 0.0008(15) 0.0064(13) -0.0050(13) C18 0.0422(15) 0.0395(16) 0.0486(16) 0.0107(14) 0.0086(12) 0.0031(13) C19 0.0510(17) 0.0414(17) 0.0474(16) -0.0025(14) 0.0092(13) 0.0068(14) C20 0.0441(16) 0.0405(17) 0.0472(16) -0.0011(14) 0.0011(13) -0.0008(13) C12 0.0478(17) 0.0463(18) 0.0434(16) 0.0005(14) 0.0042(13) -0.0015(14) F1 0.0393(9) 0.0892(15) 0.0688(12) 0.0165(11) 0.0081(8) 0.0116(9) F2 0.0540(10) 0.0596(12) 0.0706(12) 0.0181(10) 0.0183(8) -0.0049(9) F3 0.0760(13) 0.0852(15) 0.0834(14) -0.0355(12) 0.0378(11) -0.0103(11) C21A 0.053(2) 0.059(3) 0.067(2) 0.0006(19) 0.0180(17) 0.0069(17) F4A 0.040(3) 0.193(8) 0.061(2) 0.012(3) -0.0002(17) 0.030(3) F5A 0.082(4) 0.069(4) 0.338(14) -0.063(5) 0.115(7) -0.009(3) F6A 0.056(2) 0.119(4) 0.071(3) 0.010(3) 0.032(2) -0.006(2) C21B 0.053(2) 0.059(3) 0.067(2) 0.0006(19) 0.0180(17) 0.0069(17) F4B 0.091(8) 0.30(3) 0.054(5) -0.004(11) 0.026(5) 0.080(15) F5B 0.061(7) 0.081(7) 0.27(2) -0.102(10) 0.061(10) -0.045(6) F6B 0.055(5) 0.076(7) 0.140(9) 0.036(7) 0.048(6) 0.040(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.395(4) . ? C1 C3 1.412(4) 3_656 ? C1 C13 1.463(4) . ? C2 C3 1.395(4) . ? C3 C1 1.412(4) 3_656 ? C3 C4 1.444(4) . ? C4 C5 1.183(4) . ? C5 C6 1.434(4) . ? C6 C7 1.395(4) . ? C6 C11 1.408(4) . ? C7 C8 1.381(4) . ? C8 C9 1.366(4) . ? C9 C10 1.383(4) . ? C10 C11 1.380(4) . ? C11 C12 1.497(4) . ? C13 C14 1.325(4) . ? C14 C15 1.465(4) . ? C15 C20 1.386(4) . ? C15 C16 1.397(4) . ? C16 C17 1.370(4) . ? C17 C18 1.388(4) . ? C18 C19 1.379(4) . ? C18 C21A 1.485(4) . ? C19 C20 1.378(4) . ? C12 F1 1.318(3) . ? C12 F3 1.334(3) . ? C12 F2 1.335(3) . ? C21A F4A 1.298(5) . ? C21A F5A 1.305(5) . ? C21A F6A 1.328(5) . ? 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 C2 C1 C3 117.4(2) . 3_656 ? C2 C1 C13 122.3(2) . . ? C3 C1 C13 120.4(2) 3_656 . ? C1 C2 C3 122.3(2) . . ? C2 C3 C1 120.3(2) . 3_656 ? C2 C3 C4 118.2(2) . . ? C1 C3 C4 121.4(2) 3_656 . ? C5 C4 C3 176.5(3) . . ? C4 C5 C6 176.0(3) . . ? C7 C6 C11 118.0(2) . . ? C7 C6 C5 119.9(2) . . ? C11 C6 C5 122.1(2) . . ? C8 C7 C6 121.1(3) . . ? C9 C8 C7 120.4(3) . . ? C8 C9 C10 119.8(3) . . ? C11 C10 C9 120.8(3) . . ? C10 C11 C6 119.9(2) . . ? C10 C11 C12 120.0(2) . . ? C6 C11 C12 120.1(2) . . ? C14 C13 C1 126.5(2) . . ? C13 C14 C15 127.1(2) . . ? C20 C15 C16 117.4(2) . . ? C20 C15 C14 119.3(2) . . ? C16 C15 C14 123.4(2) . . ? C17 C16 C15 121.1(3) . . ? C16 C17 C18 120.7(3) . . ? C19 C18 C17 118.9(3) . . ? C19 C18 C21A 120.8(3) . . ? C17 C18 C21A 120.3(3) . . ? C20 C19 C18 120.2(3) . . ? C19 C20 C15 121.8(3) . . ? F1 C12 F3 107.2(2) . . ? F1 C12 F2 106.2(2) . . ? F3 C12 F2 105.5(2) . . ? F1 C12 C11 113.4(2) . . ? F3 C12 C11 112.0(2) . . ? F2 C12 C11 112.0(2) . . ? F4A C21A F5A 109.7(5) . . ? F4A C21A F6A 102.3(4) . . ? F5A C21A F6A 103.7(5) . . ? F4A C21A C18 115.0(4) . . ? F5A C21A C18 114.6(4) . . ? F6A C21A C18 110.2(3) . . ? 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 C3 C1 C2 C3 0.6(4) 3_656 . . . ? C13 C1 C2 C3 -178.7(2) . . . . ? C1 C2 C3 C1 -0.6(4) . . . 3_656 ? C1 C2 C3 C4 179.9(2) . . . . ? C2 C3 C4 C5 -22(5) . . . . ? C1 C3 C4 C5 159(4) 3_656 . . . ? C3 C4 C5 C6 -71(7) . . . . ? C4 C5 C6 C7 -75(4) . . . . ? C4 C5 C6 C11 103(4) . . . . ? C11 C6 C7 C8 -1.8(4) . . . . ? C5 C6 C7 C8 176.5(2) . . . . ? C6 C7 C8 C9 0.5(4) . . . . ? C7 C8 C9 C10 0.5(4) . . . . ? C8 C9 C10 C11 -0.3(4) . . . . ? C9 C10 C11 C6 -1.0(4) . . . . ? C9 C10 C11 C12 178.4(3) . . . . ? C7 C6 C11 C10 2.0(4) . . . . ? C5 C6 C11 C10 -176.2(2) . . . . ? C7 C6 C11 C12 -177.5(2) . . . . ? C5 C6 C11 C12 4.4(4) . . . . ? C2 C1 C13 C14 9.9(4) . . . . ? C3 C1 C13 C14 -169.3(3) 3_656 . . . ? C1 C13 C14 C15 179.9(2) . . . . ? C13 C14 C15 C20 176.9(3) . . . . ? C13 C14 C15 C16 -2.6(4) . . . . ? C20 C15 C16 C17 -0.6(4) . . . . ? C14 C15 C16 C17 178.9(3) . . . . ? C15 C16 C17 C18 -0.1(4) . . . . ? C16 C17 C18 C19 0.6(4) . . . . ? C16 C17 C18 C21A -179.0(3) . . . . ? C17 C18 C19 C20 -0.3(4) . . . . ? C21A C18 C19 C20 179.4(3) . . . . ? C18 C19 C20 C15 -0.5(4) . . . . ? C16 C15 C20 C19 1.0(4) . . . . ? C14 C15 C20 C19 -178.6(3) . . . . ? C10 C11 C12 F1 119.9(3) . . . . ? C6 C11 C12 F1 -60.7(3) . . . . ? C10 C11 C12 F3 -1.5(4) . . . . ? C6 C11 C12 F3 177.9(2) . . . . ? C10 C11 C12 F2 -119.9(3) . . . . ? C6 C11 C12 F2 59.6(3) . . . . ? C19 C18 C21A F4A 148.3(5) . . . . ? C17 C18 C21A F4A -32.1(5) . . . . ? C19 C18 C21A F5A 19.8(8) . . . . ? C17 C18 C21A F5A -160.6(7) . . . . ? C19 C18 C21A F6A -96.7(4) . . . . ? C17 C18 C21A F6A 82.9(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.11 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.196 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.040 data_jw06s _database_code_depnum_ccdc_archive 'CCDC 218375' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H56 F12 N2' _chemical_formula_weight 1009.05 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 42.3302(15) _cell_length_b 5.1937(2) _cell_length_c 28.8208(11) _cell_angle_alpha 90.00 _cell_angle_beta 128.2140(10) _cell_angle_gamma 90.00 _cell_volume 4978.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 9712 _cell_measurement_theta_min 2.259 _cell_measurement_theta_max 25.028 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.346 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2104 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 16856 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 49 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 25.04 _reflns_number_total 4406 _reflns_number_gt 3383 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0791P)^2^+1.6060P] 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 refU _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0006(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4406 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1497 _refine_ls_wR_factor_gt 0.1423 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.28244(6) 0.6204(4) 0.55218(9) 0.0282(5) Uani 1 1 d . . . C2 C 0.28929(6) 0.8240(4) 0.52823(9) 0.0292(5) Uani 1 1 d . . . H2 H 0.3162 0.8782 0.5474 0.033(6) Uiso 1 1 calc R . . C3 C 0.25822(6) 0.9520(4) 0.47717(9) 0.0267(5) Uani 1 1 d . . . C4 C 0.26724(6) 1.1575(4) 0.45389(9) 0.0297(5) Uani 1 1 d . . . C5 C 0.27251(7) 1.3297(4) 0.43175(10) 0.0310(5) Uani 1 1 d . . . C6 C 0.27547(7) 1.5322(4) 0.40090(9) 0.0297(5) Uani 1 1 d . . . C7 C 0.31251(7) 1.6143(4) 0.41760(10) 0.0311(5) Uani 1 1 d . . . H7 H 0.3367 1.5405 0.4511 0.029(6) Uiso 1 1 calc R . . C8 C 0.31408(7) 1.8048(4) 0.38511(10) 0.0317(5) Uani 1 1 d . . . C9 C 0.27908(7) 1.9130(4) 0.33612(10) 0.0329(5) Uani 1 1 d . . . H9 H 0.2803 2.0410 0.3137 0.034(6) Uiso 1 1 calc R . . C10 C 0.24238(7) 1.8337(4) 0.32005(10) 0.0312(5) Uani 1 1 d . . . C11 C 0.24051(7) 1.6457(4) 0.35227(9) 0.0307(5) Uani 1 1 d . . . H11 H 0.2151 1.5936 0.3411 0.032(6) Uiso 1 1 calc R . . C12 C 0.35341(7) 1.8902(5) 0.40149(11) 0.0390(6) Uani 1 1 d . . . C13 C 0.20467(7) 1.9485(4) 0.26637(10) 0.0364(5) Uani 1 1 d . . . C14 C 0.31475(6) 0.4764(4) 0.60410(10) 0.0316(5) Uani 1 1 d . . . H14 H 0.3063 0.3421 0.6166 0.050(7) Uiso 1 1 calc R . . C15 C 0.35420(7) 0.5073(4) 0.63612(10) 0.0329(5) Uani 1 1 d . . . H15 H 0.3634 0.6469 0.6260 0.056(8) Uiso 1 1 calc R . . C16 C 0.38470(6) 0.3448(4) 0.68565(10) 0.0318(5) Uani 1 1 d . . . C17 C 0.37540(7) 0.1651(4) 0.71171(11) 0.0402(6) Uani 1 1 d . . . H17 H 0.3485 0.1555 0.6982 0.041(7) Uiso 1 1 calc R . . C18 C 0.40348(7) 0.0025(4) 0.75589(11) 0.0408(6) Uani 1 1 d . . . H18 H 0.3956 -0.1136 0.7726 0.062(8) Uiso 1 1 calc R . . C19 C 0.44362(7) 0.0031(4) 0.77716(10) 0.0335(5) Uani 1 1 d . . . C20 C 0.45355(7) 0.1896(4) 0.75298(10) 0.0340(5) Uani 1 1 d . . . H20 H 0.4806 0.2030 0.7672 0.034(6) Uiso 1 1 calc R . . C21 C 0.42488(7) 0.3547(4) 0.70895(10) 0.0347(5) Uani 1 1 d . . . H21 H 0.4329 0.4796 0.6941 0.040(7) Uiso 1 1 calc R . . C22 C 0.46046(7) -0.3446(4) 0.84725(10) 0.0392(6) Uani 1 1 d . . . H22A H 0.4791 -0.4932 0.8639 0.031(6) Uiso 1 1 calc R . . H22B H 0.4330 -0.4116 0.8167 0.046(7) Uiso 1 1 calc R . . C23 C 0.46163(7) -0.2218(5) 0.89619(11) 0.0425(6) Uani 1 1 d . . . H23A H 0.4900 -0.1870 0.9304 0.043(7) Uiso 1 1 calc R . . H23B H 0.4473 -0.0547 0.8821 0.052(7) Uiso 1 1 calc R . . C24 C 0.44277(8) -0.3878(5) 0.91623(12) 0.0484(7) Uani 1 1 d . . . H24A H 0.4532 -0.5656 0.9226 0.042(7) Uiso 1 1 calc R . . H24B H 0.4133 -0.3934 0.8845 0.057(8) Uiso 1 1 calc R . . C25 C 0.45113(9) -0.2914(6) 0.97266(13) 0.0601(8) Uani 1 1 d . . . H25A H 0.4801 -0.2956 1.0049 0.056(8) Uiso 1 1 calc R . . H25B H 0.4373 -0.4021 0.9826 0.083(11) Uiso 1 1 calc R . . H25C H 0.4413 -0.1144 0.9669 0.085(11) Uiso 1 1 calc R . . C26 C 0.51196(7) -0.1811(4) 0.83820(11) 0.0390(6) Uani 1 1 d . . . H26A H 0.5109 -0.1543 0.8033 0.048(7) Uiso 1 1 calc R . . H26B H 0.5228 -0.3561 0.8535 0.038(6) Uiso 1 1 calc R . . C27 C 0.54118(7) 0.0132(4) 0.88533(10) 0.0381(6) Uani 1 1 d . . . H27A H 0.5317 0.1892 0.8693 0.049(7) Uiso 1 1 calc R . . H27B H 0.5412 -0.0051 0.9195 0.062(8) Uiso 1 1 calc R . . C28 C 0.58376(7) -0.0187(5) 0.90628(11) 0.0421(6) Uani 1 1 d . . . H28A H 0.5833 -0.0266 0.8715 0.053(8) Uiso 1 1 calc R . . H28B H 0.5947 -0.1839 0.9278 0.059(8) Uiso 1 1 calc R . . C29 C 0.61127(8) 0.1985(5) 0.94633(12) 0.0492(7) Uani 1 1 d . . . H29A H 0.6019 0.3606 0.9242 0.065(9) Uiso 1 1 calc R . . H29B H 0.6387 0.1628 0.9607 0.078(10) Uiso 1 1 calc R . . H29C H 0.6110 0.2123 0.9800 0.074(10) Uiso 1 1 calc R . . F1 F 0.38480(4) 1.7995(3) 0.45363(7) 0.0586(5) Uani 1 1 d . . . F2 F 0.35698(4) 2.1460(3) 0.40498(7) 0.0540(4) Uani 1 1 d . . . F3 F 0.35869(5) 1.8189(4) 0.36252(8) 0.0684(5) Uani 1 1 d . . . F4 F 0.20295(6) 2.1978(3) 0.26925(8) 0.0851(7) Uani 1 1 d . . . F5 F 0.17179(5) 1.8608(5) 0.25560(10) 0.1174(10) Uani 1 1 d . . . F6 F 0.20086(6) 1.9052(4) 0.21832(7) 0.0834(6) Uani 1 1 d . . . N1 N 0.47120(6) -0.1714(3) 0.81908(8) 0.0373(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0317(12) 0.0275(11) 0.0263(11) 0.0011(8) 0.0185(10) 0.0033(9) C2 0.0282(11) 0.0295(11) 0.0294(12) 0.0001(9) 0.0176(10) 0.0009(9) C3 0.0307(11) 0.0242(10) 0.0265(11) 0.0006(8) 0.0183(10) 0.0013(8) C4 0.0295(11) 0.0302(12) 0.0268(12) 0.0012(9) 0.0160(10) 0.0040(9) C5 0.0316(12) 0.0305(12) 0.0295(12) 0.0004(9) 0.0182(10) 0.0023(9) C6 0.0383(12) 0.0261(11) 0.0289(12) -0.0006(9) 0.0228(11) -0.0001(9) C7 0.0339(12) 0.0290(11) 0.0287(12) -0.0009(9) 0.0186(11) 0.0017(9) C8 0.0362(12) 0.0292(11) 0.0331(13) -0.0033(9) 0.0231(11) -0.0019(9) C9 0.0443(13) 0.0278(11) 0.0335(13) -0.0002(9) 0.0274(12) -0.0031(10) C10 0.0371(12) 0.0294(11) 0.0281(12) -0.0008(9) 0.0207(11) 0.0013(9) C11 0.0316(12) 0.0307(11) 0.0315(12) -0.0027(9) 0.0204(10) -0.0021(9) C12 0.0386(13) 0.0400(13) 0.0379(14) -0.0025(11) 0.0235(12) -0.0045(11) C13 0.0387(13) 0.0365(13) 0.0341(13) 0.0023(10) 0.0226(12) -0.0002(10) C14 0.0332(12) 0.0299(11) 0.0308(12) 0.0050(9) 0.0193(11) 0.0003(9) C15 0.0351(13) 0.0329(12) 0.0323(13) 0.0060(9) 0.0216(11) 0.0029(10) C16 0.0303(12) 0.0312(12) 0.0296(12) 0.0019(9) 0.0164(10) 0.0024(9) C17 0.0254(12) 0.0448(14) 0.0407(14) 0.0102(11) 0.0157(11) 0.0007(10) C18 0.0322(13) 0.0377(13) 0.0414(15) 0.0111(11) 0.0172(12) -0.0023(10) C19 0.0323(12) 0.0291(11) 0.0296(12) -0.0027(9) 0.0144(10) 0.0010(9) C20 0.0256(11) 0.0424(13) 0.0312(12) 0.0005(10) 0.0161(10) 0.0015(10) C21 0.0333(12) 0.0410(13) 0.0314(13) 0.0029(10) 0.0209(11) -0.0012(10) C22 0.0395(13) 0.0287(12) 0.0342(13) 0.0054(10) 0.0152(11) 0.0041(10) C23 0.0383(14) 0.0378(13) 0.0398(14) -0.0019(11) 0.0184(12) 0.0021(11) C24 0.0405(14) 0.0489(15) 0.0490(16) -0.0008(12) 0.0243(13) 0.0012(12) C25 0.0473(17) 0.077(2) 0.0550(19) -0.0004(15) 0.0311(16) 0.0060(15) C26 0.0339(13) 0.0346(13) 0.0344(13) 0.0016(10) 0.0141(11) 0.0088(10) C27 0.0364(13) 0.0370(13) 0.0342(14) -0.0013(10) 0.0185(11) 0.0023(10) C28 0.0391(14) 0.0388(13) 0.0389(14) 0.0010(11) 0.0194(12) 0.0037(11) C29 0.0385(15) 0.0507(16) 0.0492(17) -0.0043(13) 0.0225(13) -0.0045(12) F1 0.0356(8) 0.0633(10) 0.0612(11) 0.0168(8) 0.0221(8) -0.0016(7) F2 0.0473(9) 0.0395(8) 0.0713(11) 0.0002(7) 0.0347(8) -0.0101(7) F3 0.0595(10) 0.0997(13) 0.0716(12) -0.0333(10) 0.0532(10) -0.0280(9) F4 0.0831(13) 0.0456(10) 0.0552(11) -0.0062(8) 0.0071(10) 0.0257(9) F5 0.0392(10) 0.165(2) 0.1048(17) 0.0895(16) 0.0233(11) 0.0104(12) F6 0.0971(14) 0.0984(14) 0.0329(9) 0.0079(9) 0.0294(10) 0.0537(11) N1 0.0317(10) 0.0320(10) 0.0354(11) 0.0050(8) 0.0144(9) 0.0048(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.388(3) . ? C1 C3 1.421(3) 7_566 ? C1 C14 1.462(3) . ? C2 C3 1.394(3) . ? C3 C1 1.421(3) 7_566 ? C3 C4 1.433(3) . ? C4 C5 1.197(3) . ? C5 C6 1.431(3) . ? C6 C11 1.391(3) . ? C6 C7 1.392(3) . ? C7 C8 1.392(3) . ? C8 C9 1.385(3) . ? C8 C12 1.490(3) . ? C9 C10 1.381(3) . ? C10 C11 1.383(3) . ? C10 C13 1.497(3) . ? C12 F3 1.326(3) . ? C12 F1 1.332(3) . ? C12 F2 1.334(3) . ? C13 F4 1.302(3) . ? C13 F5 1.306(3) . ? C13 F6 1.311(3) . ? C14 C15 1.326(3) . ? C15 C16 1.462(3) . ? C16 C21 1.390(3) . ? C16 C17 1.398(3) . ? C17 C18 1.369(3) . ? C18 C19 1.405(3) . ? C19 N1 1.378(3) . ? C19 C20 1.401(3) . ? C20 C21 1.383(3) . ? C22 N1 1.460(3) . ? C22 C23 1.521(3) . ? C23 C24 1.511(4) . ? C24 C25 1.519(4) . ? C26 N1 1.452(3) . ? C26 C27 1.522(3) . ? C27 C28 1.515(3) . ? C28 C29 1.516(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 C2 C1 C3 117.03(19) . 7_566 ? C2 C1 C14 123.22(19) . . ? C3 C1 C14 119.72(19) 7_566 . ? C1 C2 C3 122.5(2) . . ? C2 C3 C1 120.44(19) . 7_566 ? C2 C3 C4 119.94(19) . . ? C1 C3 C4 119.62(19) 7_566 . ? C5 C4 C3 176.3(2) . . ? C4 C5 C6 175.2(2) . . ? C11 C6 C7 119.13(19) . . ? C11 C6 C5 119.3(2) . . ? C7 C6 C5 121.5(2) . . ? C8 C7 C6 119.8(2) . . ? C9 C8 C7 120.6(2) . . ? C9 C8 C12 118.9(2) . . ? C7 C8 C12 120.5(2) . . ? C10 C9 C8 119.5(2) . . ? C9 C10 C11 120.3(2) . . ? C9 C10 C13 119.14(19) . . ? C11 C10 C13 120.5(2) . . ? C10 C11 C6 120.6(2) . . ? F3 C12 F1 106.5(2) . . ? F3 C12 F2 105.74(19) . . ? F1 C12 F2 106.24(19) . . ? F3 C12 C8 112.89(19) . . ? F1 C12 C8 113.05(19) . . ? F2 C12 C8 111.90(19) . . ? F4 C13 F5 105.6(2) . . ? F4 C13 F6 105.2(2) . . ? F5 C13 F6 105.8(2) . . ? F4 C13 C10 113.3(2) . . ? F5 C13 C10 113.88(19) . . ? F6 C13 C10 112.25(19) . . ? C15 C14 C1 128.9(2) . . ? C14 C15 C16 125.5(2) . . ? C21 C16 C17 115.6(2) . . ? C21 C16 C15 121.8(2) . . ? C17 C16 C15 122.5(2) . . ? C18 C17 C16 122.7(2) . . ? C17 C18 C19 121.6(2) . . ? N1 C19 C20 122.6(2) . . ? N1 C19 C18 121.4(2) . . ? C20 C19 C18 116.0(2) . . ? C21 C20 C19 121.5(2) . . ? C20 C21 C16 122.5(2) . . ? N1 C22 C23 114.49(19) . . ? C24 C23 C22 113.2(2) . . ? C23 C24 C25 113.1(2) . . ? N1 C26 C27 115.76(19) . . ? C28 C27 C26 113.13(19) . . ? C27 C28 C29 112.7(2) . . ? C19 N1 C26 121.26(19) . . ? C19 N1 C22 120.43(19) . . ? C26 N1 C22 118.25(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 C3 C1 C2 C3 -1.0(3) 7_566 . . . ? C14 C1 C2 C3 177.07(19) . . . . ? C1 C2 C3 C1 1.1(3) . . . 7_566 ? C1 C2 C3 C4 -178.74(19) . . . . ? C2 C3 C4 C5 174(100) . . . . ? C1 C3 C4 C5 -6(4) 7_566 . . . ? C3 C4 C5 C6 -11(6) . . . . ? C4 C5 C6 C11 22(3) . . . . ? C4 C5 C6 C7 -157(3) . . . . ? C11 C6 C7 C8 -1.0(3) . . . . ? C5 C6 C7 C8 177.5(2) . . . . ? C6 C7 C8 C9 -0.2(3) . . . . ? C6 C7 C8 C12 -178.48(19) . . . . ? C7 C8 C9 C10 1.0(3) . . . . ? C12 C8 C9 C10 179.3(2) . . . . ? C8 C9 C10 C11 -0.6(3) . . . . ? C8 C9 C10 C13 -178.92(19) . . . . ? C9 C10 C11 C6 -0.6(3) . . . . ? C13 C10 C11 C6 177.67(19) . . . . ? C7 C6 C11 C10 1.4(3) . . . . ? C5 C6 C11 C10 -177.11(19) . . . . ? C9 C8 C12 F3 -67.9(3) . . . . ? C7 C8 C12 F3 110.4(2) . . . . ? C9 C8 C12 F1 171.2(2) . . . . ? C7 C8 C12 F1 -10.5(3) . . . . ? C9 C8 C12 F2 51.3(3) . . . . ? C7 C8 C12 F2 -130.4(2) . . . . ? C9 C10 C13 F4 -58.8(3) . . . . ? C11 C10 C13 F4 122.9(2) . . . . ? C9 C10 C13 F5 -179.5(2) . . . . ? C11 C10 C13 F5 2.1(3) . . . . ? C9 C10 C13 F6 60.3(3) . . . . ? C11 C10 C13 F6 -118.1(2) . . . . ? C2 C1 C14 C15 -0.6(4) . . . . ? C3 C1 C14 C15 177.5(2) 7_566 . . . ? C1 C14 C15 C16 -176.3(2) . . . . ? C14 C15 C16 C21 166.2(2) . . . . ? C14 C15 C16 C17 -12.2(4) . . . . ? C21 C16 C17 C18 -2.2(4) . . . . ? C15 C16 C17 C18 176.2(2) . . . . ? C16 C17 C18 C19 -1.3(4) . . . . ? C17 C18 C19 N1 -176.0(2) . . . . ? C17 C18 C19 C20 3.7(4) . . . . ? N1 C19 C20 C21 176.9(2) . . . . ? C18 C19 C20 C21 -2.8(3) . . . . ? C19 C20 C21 C16 -0.6(4) . . . . ? C17 C16 C21 C20 3.1(3) . . . . ? C15 C16 C21 C20 -175.3(2) . . . . ? N1 C22 C23 C24 168.7(2) . . . . ? C22 C23 C24 C25 168.6(2) . . . . ? N1 C26 C27 C28 176.1(2) . . . . ? C26 C27 C28 C29 171.5(2) . . . . ? C20 C19 N1 C26 -3.7(3) . . . . ? C18 C19 N1 C26 176.0(2) . . . . ? C20 C19 N1 C22 173.7(2) . . . . ? C18 C19 N1 C22 -6.6(3) . . . . ? C27 C26 N1 C19 82.6(3) . . . . ? C27 C26 N1 C22 -94.9(2) . . . . ? C23 C22 N1 C19 -79.1(3) . . . . ? C23 C22 N1 C26 98.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.667 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.050 data_dba1bm _database_code_depnum_ccdc_archive 'CCDC 218376' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H58 F6 N2' _chemical_formula_weight 873.04 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.8368(7) _cell_length_b 16.9399(8) _cell_length_c 20.4197(10) _cell_angle_alpha 90.00 _cell_angle_beta 97.8490(10) _cell_angle_gamma 90.00 _cell_volume 4741.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 5143 _cell_measurement_theta_min 2.343 _cell_measurement_theta_max 22.455 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.223 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 23049 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_sigmaI/netI 0.0564 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 20.81 _reflns_number_total 4958 _reflns_number_gt 2951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 1998)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0825P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4958 _refine_ls_number_parameters 608 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.1022 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1581 _refine_ls_wR_factor_gt 0.1407 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.990 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2843(3) 0.1342(3) 0.2020(3) 0.0766(14) Uani 1 1 d . . . C2 C 0.2453(3) 0.1217(3) 0.1352(3) 0.0742(14) Uani 1 1 d . . . C3 C 0.3038(3) 0.1271(2) 0.0863(3) 0.0747(14) Uani 1 1 d . . . H3 H 0.2753 0.1184 0.0419 0.090 Uiso 1 1 calc R . . C4 C 0.4025(3) 0.1446(2) 0.0987(3) 0.0729(14) Uani 1 1 d . . . C5 C 0.4414(3) 0.1595(2) 0.1649(3) 0.0725(14) Uani 1 1 d . . . C6 C 0.3836(3) 0.1544(2) 0.2142(3) 0.0730(14) Uani 1 1 d . . . H6 H 0.4119 0.1650 0.2584 0.088 Uiso 1 1 calc R . . C7 C 0.2237(4) 0.1286(3) 0.2551(3) 0.0853(16) Uani 1 1 d . . . H7 H 0.1559 0.1205 0.2421 0.102 Uiso 1 1 calc R . . C8 C 0.2535(3) 0.1336(3) 0.3201(3) 0.0884(16) Uani 1 1 d . . . H8 H 0.3216 0.1416 0.3322 0.106 Uiso 1 1 calc R . . C9 C 0.1977(4) 0.1288(3) 0.3745(3) 0.0802(15) Uani 1 1 d . . . C10 C 0.2455(4) 0.1351(3) 0.4383(3) 0.0848(16) Uani 1 1 d . . . H10 H 0.3142 0.1423 0.4444 0.102 Uiso 1 1 calc R . . C11 C 0.1989(3) 0.1316(3) 0.4931(3) 0.0851(16) Uani 1 1 d . . . H11 H 0.2356 0.1353 0.5359 0.102 Uiso 1 1 calc R . . C12 C 0.0959(4) 0.1224(3) 0.4867(3) 0.0743(14) Uani 1 1 d . . . C13 C 0.0469(4) 0.1190(3) 0.4223(3) 0.0800(15) Uani 1 1 d . . . H13 H -0.0222 0.1144 0.4156 0.096 Uiso 1 1 calc R . . C14 C 0.0961(4) 0.1221(3) 0.3685(3) 0.0801(15) Uani 1 1 d . . . H14 H 0.0599 0.1196 0.3255 0.096 Uiso 1 1 calc R . . C15 C 0.0984(3) 0.1257(3) 0.6075(2) 0.0838(15) Uani 1 1 d . . . H15A H 0.0513 0.1444 0.6365 0.101 Uiso 1 1 calc R . . H15B H 0.1494 0.1668 0.6076 0.101 Uiso 1 1 calc R . . C16 C 0.1458(3) 0.0507(3) 0.6365(2) 0.0800(14) Uani 1 1 d . . . H16A H 0.1877 0.0286 0.6054 0.096 Uiso 1 1 calc R . . H16B H 0.0944 0.0114 0.6417 0.096 Uiso 1 1 calc R . . C17 C 0.2071(3) 0.0645(3) 0.7033(2) 0.0919(16) Uani 1 1 d . . . H17A H 0.2624 0.0996 0.6972 0.110 Uiso 1 1 calc R . . H17B H 0.1668 0.0917 0.7329 0.110 Uiso 1 1 calc R . . C18 C 0.2464(4) -0.0109(3) 0.7356(3) 0.117(2) Uani 1 1 d . . . H18A H 0.1920 -0.0455 0.7426 0.175 Uiso 1 1 calc R . . H18B H 0.2851 0.0012 0.7783 0.175 Uiso 1 1 calc R . . H18C H 0.2877 -0.0375 0.7071 0.175 Uiso 1 1 calc R . . C19 C -0.0523(3) 0.0884(3) 0.5353(2) 0.0848(15) Uani 1 1 d . . . H19A H -0.0578 0.0531 0.5732 0.102 Uiso 1 1 calc R . . H19B H -0.0661 0.0564 0.4945 0.102 Uiso 1 1 calc R . . C20 C -0.1274(3) 0.1512(3) 0.5338(3) 0.0970(16) Uani 1 1 d . . . H20A H -0.1250 0.1855 0.4947 0.116 Uiso 1 1 calc R . . H20B H -0.1139 0.1843 0.5739 0.116 Uiso 1 1 calc R . . C21 C -0.2300(4) 0.1137(3) 0.5305(3) 0.117(2) Uani 1 1 d . . . H21A H -0.2462 0.0863 0.4876 0.140 Uiso 1 1 calc R . . H21B H -0.2289 0.0738 0.5660 0.140 Uiso 1 1 calc R . . C22 C -0.3045(4) 0.1706(4) 0.5376(3) 0.139(2) Uani 1 1 d . . . H22A H -0.2912 0.1954 0.5812 0.208 Uiso 1 1 calc R . . H22B H -0.3681 0.1442 0.5332 0.208 Uiso 1 1 calc R . . H22C H -0.3051 0.2110 0.5032 0.208 Uiso 1 1 calc R . . C23 C 0.1420(3) 0.1046(3) 0.1159(2) 0.0766(14) Uani 1 1 d . . . C24 C 0.0600(3) 0.0915(3) 0.0952(2) 0.0797(15) Uani 1 1 d . . . C25 C -0.0399(3) 0.0791(3) 0.0676(2) 0.0723(14) Uani 1 1 d . . . C26 C -0.0955(3) 0.0220(3) 0.0931(2) 0.0827(15) Uani 1 1 d . . . H26 H -0.0664 -0.0102 0.1286 0.099 Uiso 1 1 calc R . . C27 C -0.1930(3) 0.0105(3) 0.0682(2) 0.0792(15) Uani 1 1 d . . . H27 H -0.2300 -0.0286 0.0870 0.095 Uiso 1 1 calc R . . C28 C -0.2352(3) 0.0548(3) 0.0172(3) 0.0875(16) Uani 1 1 d . . . H28 H -0.3017 0.0465 -0.0001 0.105 Uiso 1 1 calc R . . C29 C -0.1816(3) 0.1120(3) -0.0096(2) 0.0893(16) Uani 1 1 d . . . H29 H -0.2117 0.1434 -0.0452 0.107 Uiso 1 1 calc R . . C30 C -0.0854(3) 0.1242(3) 0.0146(3) 0.0736(14) Uani 1 1 d . . . C31 C -0.0304(4) 0.1878(4) -0.0133(3) 0.0951(17) Uani 1 1 d . . . C32 C 0.4636(3) 0.1477(3) 0.0454(3) 0.0761(15) Uani 1 1 d . . . H32 H 0.5195 0.1808 0.0513 0.091 Uiso 1 1 calc R . . C33 C 0.4458(3) 0.1070(3) -0.0106(3) 0.0727(14) Uani 1 1 d . . . H33 H 0.3914 0.0724 -0.0135 0.087 Uiso 1 1 calc R . . C34 C 0.4968(3) 0.1077(3) -0.0676(3) 0.0697(14) Uani 1 1 d . . . C35 C 0.4771(3) 0.0503(3) -0.1164(3) 0.0760(14) Uani 1 1 d . . . H35 H 0.4305 0.0105 -0.1106 0.091 Uiso 1 1 calc R . . C36 C 0.5209(4) 0.0485(3) -0.1713(3) 0.0866(15) Uani 1 1 d . . . H36 H 0.5039 0.0087 -0.2036 0.104 Uiso 1 1 calc R . . C37 C 0.5919(3) 0.1053(3) -0.1810(4) 0.0822(16) Uani 1 1 d . A . C38 C 0.6121(3) 0.1632(3) -0.1330(3) 0.0826(17) Uani 1 1 d . . . H38 H 0.6588 0.2029 -0.1385 0.099 Uiso 1 1 calc R . . C39 C 0.5666(3) 0.1639(3) -0.0788(3) 0.0754(15) Uani 1 1 d . . . H39 H 0.5826 0.2043 -0.0469 0.090 Uiso 1 1 calc R . . C40A C 0.6145(4) 0.0489(4) -0.2860(4) 0.121(2) Uani 0.75 1 d P A 1 H40A H 0.6036 -0.0024 -0.2649 0.145 Uiso 0.75 1 calc PR A 1 H40B H 0.6702 0.0424 -0.3112 0.145 Uiso 0.75 1 calc PR A 1 C41A C 0.5259(6) 0.0697(3) -0.3326(3) 0.121(2) Uani 0.75 1 d P A 1 H41A H 0.4702 0.0770 -0.3075 0.145 Uiso 0.75 1 calc PR A 1 H41B H 0.5371 0.1204 -0.3545 0.145 Uiso 0.75 1 calc PR A 1 C42A C 0.5010(5) 0.0080(6) -0.3837(4) 0.179(3) Uani 0.75 1 d PD A 1 H42A H 0.5584 -0.0017 -0.4067 0.214 Uiso 0.75 1 calc PR A 1 H42B H 0.4856 -0.0417 -0.3619 0.214 Uiso 0.75 1 calc PR A 1 C43A C 0.4211(6) 0.0292(6) -0.4307(4) 0.135(3) Uani 0.75 1 d PD A 1 H43A H 0.3621 0.0321 -0.4092 0.202 Uiso 0.75 1 calc PR A 1 H43B H 0.4122 -0.0106 -0.4659 0.202 Uiso 0.75 1 calc PR A 1 H43C H 0.4335 0.0807 -0.4497 0.202 Uiso 0.75 1 calc PR A 1 C40B C 0.6145(4) 0.0489(4) -0.2860(4) 0.121(2) Uani 0.25 1 d P A 2 H40C H 0.6036 -0.0024 -0.2649 0.145 Uiso 0.25 1 calc PR A 2 H40D H 0.6702 0.0424 -0.3112 0.145 Uiso 0.25 1 calc PR A 2 C41B C 0.5259(6) 0.0697(3) -0.3326(3) 0.121(2) Uani 0.25 1 d P A 2 H41C H 0.4702 0.0770 -0.3075 0.145 Uiso 0.25 1 calc PR A 2 H41D H 0.5371 0.1204 -0.3545 0.145 Uiso 0.25 1 calc PR A 2 C42B C 0.5010(5) 0.0080(6) -0.3837(4) 0.179(3) Uani 0.25 1 d PD A 2 H42C H 0.4908 0.0409 -0.4242 0.214 Uiso 0.25 1 calc PR A 2 H42D H 0.5658 -0.0164 -0.3846 0.214 Uiso 0.25 1 calc PR A 2 C43B C 0.4394(18) -0.0565(13) -0.4037(14) 0.154(12) Uani 0.25 1 d PD A 2 H43D H 0.4623 -0.1033 -0.3779 0.232 Uiso 0.25 1 calc PR A 2 H43E H 0.4407 -0.0670 -0.4508 0.232 Uiso 0.25 1 calc PR A 2 H43F H 0.3726 -0.0440 -0.3963 0.232 Uiso 0.25 1 calc PR A 2 C44A C 0.7094(5) 0.1644(3) -0.2486(4) 0.139(2) Uani 0.40 1 d PD A 3 H44A H 0.7383 0.1876 -0.2059 0.167 Uiso 0.40 1 calc PR A 3 H44B H 0.6759 0.2073 -0.2758 0.167 Uiso 0.40 1 calc PR A 3 C45A C 0.7895(17) 0.1324(19) -0.2831(12) 0.292(16) Uiso 0.40 1 d PD A 3 H45A H 0.7625 0.0982 -0.3204 0.351 Uiso 0.40 1 calc PR A 3 H45B H 0.8262 0.1761 -0.3005 0.351 Uiso 0.40 1 calc PR A 3 C46A C 0.8531(11) 0.0872(12) -0.2343(17) 0.188(15) Uani 0.40 1 d PD A 3 H46A H 0.8315 0.0315 -0.2343 0.226 Uiso 0.40 1 calc PR A 3 H46B H 0.8520 0.1094 -0.1896 0.226 Uiso 0.40 1 calc PR A 3 C47A C 0.9515(15) 0.0923(19) -0.2529(17) 0.166(5) Uani 0.40 1 d PD A 3 H47A H 0.9523 0.0676 -0.2962 0.249 Uiso 0.40 1 calc PR A 3 H47B H 0.9975 0.0648 -0.2198 0.249 Uiso 0.40 1 calc PR A 3 H47C H 0.9706 0.1479 -0.2550 0.249 Uiso 0.40 1 calc PR A 3 C44B C 0.7094(5) 0.1644(3) -0.2486(4) 0.139(2) Uani 0.60 1 d PD A 4 H44C H 0.6821 0.2171 -0.2410 0.167 Uiso 0.60 1 calc PR A 4 H44D H 0.7173 0.1614 -0.2960 0.167 Uiso 0.60 1 calc PR A 4 C45B C 0.8102(5) 0.1596(6) -0.2087(6) 0.125(4) Uani 0.60 1 d PD A 4 H45C H 0.8487 0.2023 -0.2256 0.150 Uiso 0.60 1 calc PR A 4 H45D H 0.8016 0.1748 -0.1630 0.150 Uiso 0.60 1 calc PR A 4 C46B C 0.8712(16) 0.0934(12) -0.2023(8) 0.267(16) Uani 0.60 1 d PD A 4 H46C H 0.8335 0.0484 -0.1881 0.320 Uiso 0.60 1 calc PR A 4 H46D H 0.9253 0.1040 -0.1664 0.320 Uiso 0.60 1 calc PR A 4 C47B C 0.9136(10) 0.0691(12) -0.2609(10) 0.166(5) Uani 0.60 1 d PD A 4 H47D H 0.8616 0.0513 -0.2951 0.249 Uiso 0.60 1 calc PR A 4 H47E H 0.9597 0.0258 -0.2492 0.249 Uiso 0.60 1 calc PR A 4 H47F H 0.9478 0.1139 -0.2776 0.249 Uiso 0.60 1 calc PR A 4 C48 C 0.5433(3) 0.1779(2) 0.1834(2) 0.0731(14) Uani 1 1 d . . . C49 C 0.6263(3) 0.1931(2) 0.2004(2) 0.0724(14) Uani 1 1 d . . . C50 C 0.7287(3) 0.2127(2) 0.2177(2) 0.0648(12) Uani 1 1 d . . . C51 C 0.7904(3) 0.2045(2) 0.1705(2) 0.0716(13) Uani 1 1 d . . . H51 H 0.7649 0.1860 0.1277 0.086 Uiso 1 1 calc R . . C52 C 0.8888(3) 0.2226(3) 0.1841(3) 0.0786(14) Uani 1 1 d . . . H52 H 0.9301 0.2176 0.1508 0.094 Uiso 1 1 calc R . . C53 C 0.9253(3) 0.2479(3) 0.2458(3) 0.0802(15) Uani 1 1 d . . . H53 H 0.9929 0.2594 0.2557 0.096 Uiso 1 1 calc R . . C54 C 0.8659(3) 0.2571(3) 0.2942(2) 0.0758(14) Uani 1 1 d . . . H54 H 0.8925 0.2756 0.3368 0.091 Uiso 1 1 calc R . . C55 C 0.7675(3) 0.2394(3) 0.2808(2) 0.0677(13) Uani 1 1 d . . . C56 C 0.7055(4) 0.2514(4) 0.3330(3) 0.0906(16) Uani 1 1 d . . . F1 F -0.0045(2) 0.24626(19) 0.0293(2) 0.1307(13) Uani 1 1 d . . . F2 F -0.0801(2) 0.2216(2) -0.0675(2) 0.1468(14) Uani 1 1 d . . . F3 F 0.0529(2) 0.16377(18) -0.03413(14) 0.1075(10) Uani 1 1 d . . . F4 F 0.7511(2) 0.2821(2) 0.38799(15) 0.1306(12) Uani 1 1 d . . . F5 F 0.6641(2) 0.1842(2) 0.35028(15) 0.1333(12) Uani 1 1 d . . . F6 F 0.6283(2) 0.2980(2) 0.31576(15) 0.1280(12) Uani 1 1 d . . . N1 N 0.0477(3) 0.1177(2) 0.5406(2) 0.0835(12) Uani 1 1 d . . . N2 N 0.6383(3) 0.1063(3) -0.2363(3) 0.1118(17) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.054(3) 0.061(3) 0.106(4) 0.014(3) -0.018(3) -0.002(2) C2 0.045(3) 0.064(3) 0.104(4) 0.011(3) -0.023(3) -0.001(2) C3 0.050(3) 0.063(3) 0.102(4) 0.008(3) -0.022(3) -0.003(2) C4 0.050(3) 0.057(3) 0.101(4) 0.017(3) -0.028(3) -0.008(2) C5 0.046(3) 0.053(3) 0.110(4) 0.015(3) -0.022(3) -0.010(2) C6 0.049(3) 0.064(3) 0.097(4) 0.015(3) -0.020(3) -0.009(2) C7 0.055(3) 0.073(3) 0.118(5) 0.015(3) -0.023(4) -0.003(3) C8 0.055(3) 0.083(4) 0.116(5) 0.022(4) -0.026(4) -0.011(3) C9 0.061(4) 0.067(3) 0.104(5) 0.022(3) -0.020(3) -0.010(3) C10 0.061(3) 0.081(4) 0.106(4) 0.029(3) -0.013(4) -0.013(3) C11 0.063(4) 0.068(3) 0.113(5) 0.020(3) -0.028(3) -0.011(3) C12 0.062(4) 0.056(3) 0.099(4) 0.006(3) -0.011(3) -0.002(2) C13 0.062(3) 0.058(3) 0.113(5) 0.011(3) -0.013(4) -0.006(3) C14 0.060(4) 0.064(3) 0.106(5) 0.013(3) -0.026(3) -0.009(3) C15 0.070(3) 0.067(3) 0.110(4) -0.010(3) -0.002(3) -0.005(3) C16 0.068(3) 0.068(3) 0.100(4) -0.011(3) -0.003(3) -0.006(3) C17 0.076(3) 0.091(4) 0.104(4) -0.008(3) -0.005(3) -0.009(3) C18 0.119(5) 0.109(5) 0.113(5) 0.016(4) -0.021(4) 0.003(4) C19 0.066(3) 0.069(3) 0.115(4) -0.004(3) -0.003(3) -0.006(3) C20 0.073(3) 0.081(4) 0.132(5) -0.009(3) -0.007(3) 0.004(3) C21 0.063(3) 0.095(4) 0.185(6) -0.014(4) -0.008(4) 0.004(3) C22 0.098(5) 0.117(5) 0.201(7) -0.007(5) 0.019(4) -0.001(4) C23 0.049(3) 0.066(3) 0.108(4) 0.002(3) -0.014(3) 0.001(2) C24 0.041(3) 0.078(3) 0.111(4) -0.012(3) -0.021(3) 0.000(2) C25 0.046(3) 0.061(3) 0.103(4) -0.005(3) -0.016(3) 0.004(3) C26 0.055(3) 0.080(4) 0.105(4) 0.006(3) -0.019(3) -0.001(3) C27 0.051(3) 0.068(3) 0.109(4) 0.010(3) -0.023(3) -0.012(2) C28 0.045(3) 0.073(3) 0.133(5) 0.006(3) -0.029(3) -0.011(3) C29 0.047(3) 0.091(4) 0.120(4) 0.014(3) -0.024(3) 0.003(3) C30 0.043(3) 0.057(3) 0.116(4) 0.002(3) -0.004(3) -0.010(2) C31 0.052(3) 0.104(5) 0.124(5) 0.008(4) -0.008(3) 0.019(4) C32 0.047(3) 0.063(3) 0.109(4) 0.016(3) -0.023(3) -0.006(2) C33 0.044(3) 0.061(3) 0.103(4) 0.018(3) -0.026(3) -0.009(2) C34 0.044(3) 0.054(3) 0.103(4) 0.029(3) -0.020(3) -0.007(3) C35 0.054(3) 0.053(3) 0.118(5) 0.020(4) -0.002(3) -0.011(3) C36 0.075(4) 0.059(3) 0.125(5) 0.015(3) 0.014(3) -0.006(3) C37 0.052(3) 0.059(4) 0.136(5) 0.038(4) 0.013(3) 0.005(3) C38 0.041(3) 0.054(4) 0.145(5) 0.025(4) -0.016(3) -0.005(3) C39 0.041(3) 0.064(3) 0.111(4) 0.023(3) -0.027(3) -0.006(3) C40A 0.084(4) 0.104(5) 0.182(7) 0.035(5) 0.043(5) 0.013(4) C41A 0.162(7) 0.088(4) 0.123(5) -0.029(4) 0.063(5) -0.037(5) C42A 0.112(6) 0.205(9) 0.219(9) 0.006(8) 0.025(6) -0.005(6) C43A 0.084(6) 0.182(10) 0.130(7) -0.012(7) -0.014(5) -0.011(6) C40B 0.084(4) 0.104(5) 0.182(7) 0.035(5) 0.043(5) 0.013(4) C41B 0.162(7) 0.088(4) 0.123(5) -0.029(4) 0.063(5) -0.037(5) C42B 0.112(6) 0.205(9) 0.219(9) 0.006(8) 0.025(6) -0.005(6) C43B 0.100(19) 0.14(3) 0.21(3) 0.02(2) -0.013(19) -0.08(2) C44A 0.132(6) 0.088(4) 0.215(7) 0.016(5) 0.084(5) -0.030(4) C46A 0.049(11) 0.101(18) 0.42(5) 0.04(2) 0.063(17) -0.036(13) C47A 0.093(14) 0.223(16) 0.186(12) -0.041(11) 0.033(12) -0.101(11) C44B 0.132(6) 0.088(4) 0.215(7) 0.016(5) 0.084(5) -0.030(4) C45B 0.036(5) 0.109(8) 0.232(13) 0.073(9) 0.023(6) 0.020(5) C46B 0.49(4) 0.19(2) 0.104(12) 0.014(12) -0.026(17) 0.06(2) C47B 0.093(14) 0.223(16) 0.186(12) -0.041(11) 0.033(12) -0.101(11) C48 0.055(3) 0.059(3) 0.097(4) 0.016(3) -0.021(3) -0.009(2) C49 0.049(3) 0.065(3) 0.094(4) 0.019(3) -0.020(3) -0.011(2) C50 0.052(3) 0.056(3) 0.079(4) 0.009(3) -0.019(3) -0.009(2) C51 0.061(3) 0.068(3) 0.079(3) -0.014(3) -0.013(3) -0.006(3) C52 0.059(3) 0.074(3) 0.100(4) -0.018(3) -0.004(3) -0.005(3) C53 0.051(3) 0.072(3) 0.111(4) -0.012(3) -0.014(3) -0.007(3) C54 0.058(3) 0.075(3) 0.086(4) -0.005(3) -0.018(3) -0.014(3) C55 0.054(3) 0.071(3) 0.074(4) 0.002(3) -0.009(3) -0.010(2) C56 0.085(4) 0.094(5) 0.088(4) 0.018(4) -0.003(4) -0.013(4) F1 0.097(2) 0.085(2) 0.215(4) -0.024(2) 0.037(2) -0.0257(18) F2 0.085(2) 0.134(3) 0.211(4) 0.079(3) -0.019(2) -0.0053(19) F3 0.073(2) 0.121(2) 0.127(2) 0.0077(19) 0.0093(17) 0.0045(18) F4 0.116(2) 0.187(3) 0.085(2) -0.033(2) 0.0011(18) -0.030(2) F5 0.142(3) 0.142(3) 0.117(3) 0.027(2) 0.021(2) -0.039(2) F6 0.101(2) 0.172(3) 0.115(2) 0.023(2) 0.0291(19) 0.029(2) N1 0.062(3) 0.076(3) 0.108(4) -0.009(3) -0.009(3) -0.006(2) N2 0.107(4) 0.058(3) 0.179(6) 0.007(4) 0.046(4) -0.007(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 C1 C6 1.405(6) . ? C1 C2 1.413(6) . ? C1 C7 1.462(6) . ? C2 C3 1.372(6) . ? C2 C23 1.458(6) . ? C3 C4 1.387(6) . ? C4 C5 1.409(6) . ? C4 C32 1.467(6) . ? C5 C6 1.372(6) . ? C5 C48 1.442(6) . ? C7 C8 1.338(6) . ? C8 C9 1.438(7) . ? C9 C10 1.384(6) . ? C9 C14 1.398(6) . ? C10 C11 1.367(6) . ? C11 C12 1.422(6) . ? C12 N1 1.364(6) . ? C12 C13 1.395(6) . ? C13 C14 1.371(6) . ? C15 N1 1.455(5) . ? C15 C16 1.513(6) . ? C16 C17 1.523(5) . ? C17 C18 1.505(6) . ? C19 N1 1.461(5) . ? C19 C20 1.485(6) . ? C20 C21 1.549(6) . ? C21 C22 1.432(7) . ? C23 C24 1.177(5) . ? C24 C25 1.435(6) . ? C25 C26 1.382(6) . ? C25 C30 1.402(6) . ? C26 C27 1.389(5) . ? C27 C28 1.349(6) . ? C28 C29 1.379(6) . ? C29 C30 1.371(5) . ? C30 C31 1.477(7) . ? C31 F1 1.334(6) . ? C31 F3 1.345(5) . ? C31 F2 1.348(5) . ? C32 C33 1.328(6) . ? C33 C34 1.441(6) . ? C34 C35 1.393(6) . ? C34 C39 1.398(6) . ? C35 C36 1.346(6) . ? C36 C37 1.408(6) . ? C37 N2 1.374(6) . ? C37 C38 1.388(7) . ? C38 C39 1.345(6) . ? C40A N2 1.412(7) . ? C40A C41A 1.488(7) . ? C41A C42A 1.484(9) . ? C42A C43A 1.407(8) . ? C44A N2 1.436(5) . ? C44A C45A 1.494(14) . ? C45A C46A 1.453(15) . ? C46A C47A 1.465(14) . ? C45B C46B 1.398(13) . ? C46B C47B 1.461(13) . ? C48 C49 1.182(5) . ? C49 C50 1.451(6) . ? C50 C51 1.378(6) . ? C50 C55 1.402(5) . ? C51 C52 1.386(6) . ? C52 C53 1.362(6) . ? C53 C54 1.376(6) . ? C54 C55 1.385(5) . ? C55 C56 1.471(7) . ? C56 F4 1.318(5) . ? C56 F6 1.336(6) . ? C56 F5 1.342(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 C6 C1 C2 116.4(5) . . ? C6 C1 C7 122.0(5) . . ? C2 C1 C7 121.6(5) . . ? C3 C2 C1 120.4(4) . . ? C3 C2 C23 118.0(5) . . ? C1 C2 C23 121.5(5) . . ? C2 C3 C4 123.2(5) . . ? C3 C4 C5 116.8(5) . . ? C3 C4 C32 121.7(5) . . ? C5 C4 C32 121.5(4) . . ? C6 C5 C4 120.6(4) . . ? C6 C5 C48 117.9(5) . . ? C4 C5 C48 121.5(5) . . ? C5 C6 C1 122.6(5) . . ? C8 C7 C1 127.0(5) . . ? C7 C8 C9 129.5(5) . . ? C10 C9 C14 115.7(6) . . ? C10 C9 C8 119.0(5) . . ? C14 C9 C8 125.2(5) . . ? C11 C10 C9 123.3(5) . . ? C10 C11 C12 120.6(5) . . ? N1 C12 C13 122.0(5) . . ? N1 C12 C11 121.7(5) . . ? C13 C12 C11 116.3(5) . . ? C14 C13 C12 121.5(5) . . ? C13 C14 C9 122.5(5) . . ? N1 C15 C16 114.6(4) . . ? C15 C16 C17 112.3(4) . . ? C18 C17 C16 112.7(4) . . ? N1 C19 C20 114.3(4) . . ? C19 C20 C21 110.0(4) . . ? C22 C21 C20 112.8(5) . . ? C24 C23 C2 174.7(5) . . ? C23 C24 C25 177.0(5) . . ? C26 C25 C30 117.3(4) . . ? C26 C25 C24 120.7(4) . . ? C30 C25 C24 122.0(5) . . ? C25 C26 C27 121.5(4) . . ? C28 C27 C26 120.1(5) . . ? C27 C28 C29 119.8(4) . . ? C30 C29 C28 120.8(5) . . ? C29 C30 C25 120.5(5) . . ? C29 C30 C31 119.8(5) . . ? C25 C30 C31 119.7(4) . . ? F1 C31 F3 105.4(4) . . ? F1 C31 F2 106.4(5) . . ? F3 C31 F2 103.4(5) . . ? F1 C31 C30 113.4(5) . . ? F3 C31 C30 114.1(5) . . ? F2 C31 C30 113.2(5) . . ? C33 C32 C4 124.2(5) . . ? C32 C33 C34 129.5(5) . . ? C35 C34 C39 115.5(5) . . ? C35 C34 C33 120.1(5) . . ? C39 C34 C33 124.3(6) . . ? C36 C35 C34 123.0(5) . . ? C35 C36 C37 120.3(6) . . ? N2 C37 C38 120.0(5) . . ? N2 C37 C36 122.6(6) . . ? C38 C37 C36 117.4(6) . . ? C39 C38 C37 121.0(5) . . ? C38 C39 C34 122.7(5) . . ? N2 C40A C41A 112.8(5) . . ? C42A C41A C40A 112.0(7) . . ? C43A C42A C41A 112.7(8) . . ? N2 C44A C45A 113.8(14) . . ? C46A C45A C44A 106.7(16) . . ? C45A C46A C47A 107(2) . . ? C45B C46B C47B 117.1(16) . . ? C49 C48 C5 178.1(6) . . ? C48 C49 C50 177.0(5) . . ? C51 C50 C55 118.7(4) . . ? C51 C50 C49 118.9(4) . . ? C55 C50 C49 122.4(5) . . ? C50 C51 C52 121.5(4) . . ? C53 C52 C51 119.0(5) . . ? C52 C53 C54 121.1(4) . . ? C53 C54 C55 120.1(5) . . ? C54 C55 C50 119.6(5) . . ? C54 C55 C56 118.9(5) . . ? C50 C55 C56 121.5(4) . . ? F4 C56 F6 105.3(5) . . ? F4 C56 F5 106.4(5) . . ? F6 C56 F5 102.5(5) . . ? F4 C56 C55 114.4(5) . . ? F6 C56 C55 114.5(5) . . ? F5 C56 C55 112.6(5) . . ? C12 N1 C15 121.8(4) . . ? C12 N1 C19 121.5(4) . . ? C15 N1 C19 115.6(4) . . ? C37 N2 C40A 119.5(5) . . ? C37 N2 C44A 124.1(6) . . ? C40A N2 C44A 116.4(6) . . ? 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 C6 C1 C2 C3 1.8(6) . . . . ? C7 C1 C2 C3 -179.8(4) . . . . ? C6 C1 C2 C23 -176.6(4) . . . . ? C7 C1 C2 C23 1.7(7) . . . . ? C1 C2 C3 C4 0.2(7) . . . . ? C23 C2 C3 C4 178.6(4) . . . . ? C2 C3 C4 C5 -2.0(6) . . . . ? C2 C3 C4 C32 178.1(4) . . . . ? C3 C4 C5 C6 1.8(6) . . . . ? C32 C4 C5 C6 -178.3(4) . . . . ? C3 C4 C5 C48 179.6(4) . . . . ? C32 C4 C5 C48 -0.5(6) . . . . ? C4 C5 C6 C1 0.2(7) . . . . ? C48 C5 C6 C1 -177.7(4) . . . . ? C2 C1 C6 C5 -2.0(6) . . . . ? C7 C1 C6 C5 179.6(4) . . . . ? C6 C1 C7 C8 -6.9(8) . . . . ? C2 C1 C7 C8 174.9(5) . . . . ? C1 C7 C8 C9 179.8(5) . . . . ? C7 C8 C9 C10 179.4(5) . . . . ? C7 C8 C9 C14 -4.1(9) . . . . ? C14 C9 C10 C11 2.9(7) . . . . ? C8 C9 C10 C11 179.8(5) . . . . ? C9 C10 C11 C12 -1.2(8) . . . . ? C10 C11 C12 N1 179.2(5) . . . . ? C10 C11 C12 C13 -1.2(7) . . . . ? N1 C12 C13 C14 -178.7(5) . . . . ? C11 C12 C13 C14 1.8(7) . . . . ? C12 C13 C14 C9 0.0(8) . . . . ? C10 C9 C14 C13 -2.3(7) . . . . ? C8 C9 C14 C13 -179.0(5) . . . . ? N1 C15 C16 C17 173.6(4) . . . . ? C15 C16 C17 C18 174.3(4) . . . . ? N1 C19 C20 C21 -178.1(4) . . . . ? C19 C20 C21 C22 172.4(5) . . . . ? C3 C2 C23 C24 -8(5) . . . . ? C1 C2 C23 C24 171(5) . . . . ? C2 C23 C24 C25 -46(14) . . . . ? C23 C24 C25 C26 -174(100) . . . . ? C23 C24 C25 C30 5(11) . . . . ? C30 C25 C26 C27 -1.2(7) . . . . ? C24 C25 C26 C27 178.3(4) . . . . ? C25 C26 C27 C28 1.0(7) . . . . ? C26 C27 C28 C29 -0.7(8) . . . . ? C27 C28 C29 C30 0.5(8) . . . . ? C28 C29 C30 C25 -0.7(7) . . . . ? C28 C29 C30 C31 -177.7(5) . . . . ? C26 C25 C30 C29 1.0(7) . . . . ? C24 C25 C30 C29 -178.5(4) . . . . ? C26 C25 C30 C31 178.0(5) . . . . ? C24 C25 C30 C31 -1.5(7) . . . . ? C29 C30 C31 F1 112.9(5) . . . . ? C25 C30 C31 F1 -64.1(6) . . . . ? C29 C30 C31 F3 -126.4(5) . . . . ? C25 C30 C31 F3 56.6(7) . . . . ? C29 C30 C31 F2 -8.4(8) . . . . ? C25 C30 C31 F2 174.6(5) . . . . ? C3 C4 C32 C33 -27.3(7) . . . . ? C5 C4 C32 C33 152.8(4) . . . . ? C4 C32 C33 C34 176.6(4) . . . . ? C32 C33 C34 C35 168.4(4) . . . . ? C32 C33 C34 C39 -12.3(7) . . . . ? C39 C34 C35 C36 -0.6(6) . . . . ? C33 C34 C35 C36 178.8(4) . . . . ? C34 C35 C36 C37 1.4(7) . . . . ? C35 C36 C37 N2 -179.6(5) . . . . ? C35 C36 C37 C38 -1.6(7) . . . . ? N2 C37 C38 C39 179.2(4) . . . . ? C36 C37 C38 C39 1.1(6) . . . . ? C37 C38 C39 C34 -0.3(7) . . . . ? C35 C34 C39 C38 0.0(6) . . . . ? C33 C34 C39 C38 -179.3(4) . . . . ? N2 C40A C41A C42A -179.0(6) . . . . ? C40A C41A C42A C43A -176.2(7) . . . . ? N2 C44A C45A C46A -75(2) . . . . ? C44A C45A C46A C47A -150(2) . . . . ? C6 C5 C48 C49 -3(14) . . . . ? C4 C5 C48 C49 179(100) . . . . ? C5 C48 C49 C50 -162(10) . . . . ? C48 C49 C50 C51 -27(10) . . . . ? C48 C49 C50 C55 154(9) . . . . ? C55 C50 C51 C52 -0.7(6) . . . . ? C49 C50 C51 C52 179.7(4) . . . . ? C50 C51 C52 C53 1.1(7) . . . . ? C51 C52 C53 C54 -1.3(7) . . . . ? C52 C53 C54 C55 1.0(7) . . . . ? C53 C54 C55 C50 -0.5(7) . . . . ? C53 C54 C55 C56 -178.7(5) . . . . ? C51 C50 C55 C54 0.4(6) . . . . ? C49 C50 C55 C54 179.9(4) . . . . ? C51 C50 C55 C56 178.5(4) . . . . ? C49 C50 C55 C56 -2.0(7) . . . . ? C54 C55 C56 F4 2.9(7) . . . . ? C50 C55 C56 F4 -175.2(4) . . . . ? C54 C55 C56 F6 124.6(5) . . . . ? C50 C55 C56 F6 -53.5(7) . . . . ? C54 C55 C56 F5 -118.7(5) . . . . ? C50 C55 C56 F5 63.2(6) . . . . ? C13 C12 N1 C15 -176.5(4) . . . . ? C11 C12 N1 C15 3.0(7) . . . . ? C13 C12 N1 C19 16.5(7) . . . . ? C11 C12 N1 C19 -164.0(4) . . . . ? C16 C15 N1 C12 -83.4(6) . . . . ? C16 C15 N1 C19 84.3(5) . . . . ? C20 C19 N1 C12 -100.7(5) . . . . ? C20 C19 N1 C15 91.5(5) . . . . ? C38 C37 N2 C40A -177.6(5) . . . . ? C36 C37 N2 C40A 0.4(7) . . . . ? C38 C37 N2 C44A 0.5(8) . . . . ? C36 C37 N2 C44A 178.5(5) . . . . ? C41A C40A N2 C37 83.0(6) . . . . ? C41A C40A N2 C44A -95.3(6) . . . . ? C45A C44A N2 C37 144.6(12) . . . . ? C45A C44A N2 C40A -37.3(13) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 20.81 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.209 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.034 data_j111a1s _database_code_depnum_ccdc_archive 'CCDC 218377' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H60 N2' _chemical_formula_weight 737.04 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.7777(7) _cell_length_b 19.5961(9) _cell_length_c 16.7434(8) _cell_angle_alpha 90.00 _cell_angle_beta 115.6340(10) _cell_angle_gamma 90.00 _cell_volume 4371.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200.0(2) _cell_measurement_reflns_used 5751 _cell_measurement_theta_min 2.460 _cell_measurement_theta_max 23.218 _exptl_crystal_description bar _exptl_crystal_colour orange _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.120 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 0.064 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200.0(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 26282 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 23.28 _reflns_number_total 6288 _reflns_number_gt 3581 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0817P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0037(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6288 _refine_ls_number_parameters 590 _refine_ls_number_restraints 38 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1519 _refine_ls_wR_factor_gt 0.1400 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0950(2) 0.54557(12) 0.61610(14) 0.0673(7) Uani 1 1 d . . . C2 C 0.1797(2) 0.57668(12) 0.61396(14) 0.0687(7) Uani 1 1 d . . . C3 C 0.2511(2) 0.53762(12) 0.60109(15) 0.0721(7) Uani 1 1 d . . . H3 H 0.3074 0.5599 0.5996 0.086 Uiso 1 1 calc R . . C4 C 0.2429(2) 0.46715(12) 0.59038(15) 0.0708(7) Uani 1 1 d . . . C5 C 0.1579(2) 0.43578(12) 0.59191(14) 0.0691(7) Uani 1 1 d . . . C6 C 0.0866(2) 0.47478(12) 0.60331(15) 0.0720(7) Uani 1 1 d . . . H6 H 0.0291 0.4526 0.6025 0.086 Uiso 1 1 calc R . . C7 C 0.0188(2) 0.58450(12) 0.62954(15) 0.0721(7) Uani 1 1 d . . . H7 H 0.0235 0.6328 0.6287 0.086 Uiso 1 1 calc R . . C8 C -0.0565(2) 0.55889(12) 0.64278(16) 0.0742(7) Uani 1 1 d . . . H8 H -0.0573 0.5105 0.6462 0.089 Uiso 1 1 calc R . . C9 C -0.1379(2) 0.59315(12) 0.65296(15) 0.0696(7) Uani 1 1 d . A . C10 C -0.2103(2) 0.55561(13) 0.66560(17) 0.0786(7) Uani 1 1 d . . . H10 H -0.2040 0.5073 0.6686 0.094 Uiso 1 1 calc R . . C11 C -0.2908(2) 0.58451(12) 0.67400(16) 0.0787(7) Uani 1 1 d . A . H11 H -0.3379 0.5561 0.6826 0.094 Uiso 1 1 calc R . . C12 C -0.3037(2) 0.65505(14) 0.66996(17) 0.0835(8) Uani 1 1 d . . . C13 C -0.2311(3) 0.69309(13) 0.65775(19) 0.0960(9) Uani 1 1 d . A . H13 H -0.2371 0.7414 0.6549 0.115 Uiso 1 1 calc R . . C14 C -0.1512(2) 0.66376(13) 0.64964(17) 0.0850(8) Uani 1 1 d . . . H14 H -0.1037 0.6922 0.6416 0.102 Uiso 1 1 calc R A . C15 C -0.4621(2) 0.64528(16) 0.6872(2) 0.1034(10) Uani 1 1 d . . . H15A H -0.4758 0.6036 0.6504 0.124 Uiso 1 1 d R A . H15B H -0.5250 0.6720 0.6664 0.124 Uiso 1 1 d R . . C16 C -0.4285(3) 0.62448(18) 0.7850(2) 0.1218(12) Uani 1 1 d . A . H16A H -0.3632 0.6007 0.8054 0.146 Uiso 1 1 calc R . . H16B H -0.4169 0.6668 0.8205 0.146 Uiso 1 1 calc R . . C17 C -0.4950(3) 0.5816(2) 0.8051(3) 0.1422(13) Uani 1 1 d . . . H17A H -0.5047 0.5381 0.7724 0.171 Uiso 1 1 calc R A . H17B H -0.5612 0.6043 0.7840 0.171 Uiso 1 1 calc R . . C18 C -0.4572(3) 0.5664(2) 0.9019(2) 0.1513(15) Uani 1 1 d . A . H18A H -0.3966 0.5382 0.9216 0.227 Uiso 1 1 calc R . . H18B H -0.5090 0.5417 0.9122 0.227 Uiso 1 1 calc R . . H18C H -0.4414 0.6092 0.9354 0.227 Uiso 1 1 calc R . . N1A N -0.3847(2) 0.68471(12) 0.67666(19) 0.1128(13) Uani 0.607(7) 1 d PD A 1 C19A C -0.3664(7) 0.7624(3) 0.7142(6) 0.103(2) Uani 0.607(7) 1 d PD A 1 H19A H -0.3910 0.7685 0.7602 0.124 Uiso 0.607(7) 1 calc PR A 1 H19B H -0.2943 0.7745 0.7396 0.124 Uiso 0.607(7) 1 calc PR A 1 C20A C -0.4252(5) 0.8044(4) 0.6351(5) 0.130(2) Uani 0.607(7) 1 d PD A 1 H20A H -0.4957 0.7884 0.6073 0.156 Uiso 0.607(7) 1 calc PR A 1 H20B H -0.3973 0.7993 0.5913 0.156 Uiso 0.607(7) 1 calc PR A 1 C21A C -0.4217(13) 0.8825(6) 0.6623(12) 0.179(6) Uani 0.607(7) 1 d PD A 1 H21A H -0.4794 0.9079 0.6177 0.214 Uiso 0.607(7) 1 calc PR A 1 H21B H -0.4230 0.8870 0.7207 0.214 Uiso 0.607(7) 1 calc PR A 1 C22A C -0.3301(13) 0.9072(9) 0.6658(14) 0.228(9) Uani 0.607(7) 1 d PD A 1 H22A H -0.2758 0.8986 0.7248 0.342 Uiso 0.607(7) 1 calc PR A 1 H22B H -0.3356 0.9564 0.6540 0.342 Uiso 0.607(7) 1 calc PR A 1 H22C H -0.3153 0.8838 0.6211 0.342 Uiso 0.607(7) 1 calc PR A 1 N1B N -0.3847(2) 0.68471(12) 0.67666(19) 0.1128(13) Uani 0.39 1 d PD A 2 C19B C -0.4257(5) 0.7505(4) 0.6354(5) 0.065(2) Uani 0.393(7) 1 d PD A 2 H19C H -0.5000 0.7497 0.6061 0.079 Uiso 0.393(7) 1 calc PR A 2 H19D H -0.4005 0.7634 0.5915 0.079 Uiso 0.393(7) 1 calc PR A 2 C20B C -0.3866(9) 0.7990(4) 0.7146(6) 0.087(3) Uani 0.393(7) 1 d PD A 2 H20C H -0.3131 0.7935 0.7487 0.104 Uiso 0.393(7) 1 calc PR A 2 H20D H -0.4187 0.7885 0.7542 0.104 Uiso 0.393(7) 1 calc PR A 2 C21B C -0.4114(12) 0.8733(4) 0.6800(11) 0.085(4) Uani 0.393(7) 1 d PD A 2 H21C H -0.4731 0.8739 0.6236 0.102 Uiso 0.393(7) 1 calc PR A 2 H21D H -0.4234 0.9015 0.7236 0.102 Uiso 0.393(7) 1 calc PR A 2 C22B C -0.3294(7) 0.9011(7) 0.6665(10) 0.077(4) Uani 0.393(7) 1 d PD A 2 H22D H -0.2662 0.8816 0.7099 0.116 Uiso 0.393(7) 1 calc PR A 2 H22E H -0.3279 0.9508 0.6737 0.116 Uiso 0.393(7) 1 calc PR A 2 H22F H -0.3380 0.8900 0.6065 0.116 Uiso 0.393(7) 1 calc PR A 2 C23 C 0.19491(19) 0.64966(13) 0.62622(15) 0.0692(7) Uani 1 1 d . . . C24 C 0.20734(19) 0.70921(13) 0.63479(15) 0.0723(7) Uani 1 1 d . . . C25 C 0.2222(2) 0.78223(12) 0.64407(15) 0.0666(7) Uani 1 1 d . . . C26 C 0.1412(2) 0.82567(13) 0.61153(17) 0.0803(8) Uani 1 1 d . . . H26 H 0.0753 0.8076 0.5822 0.096 Uiso 1 1 calc R . . C27 C 0.1549(2) 0.89492(14) 0.62106(19) 0.0921(8) Uani 1 1 d . . . H27 H 0.0984 0.9245 0.5983 0.111 Uiso 1 1 calc R . . C28 C 0.2496(3) 0.92176(14) 0.66333(18) 0.0871(8) Uani 1 1 d . . . H28 H 0.2588 0.9698 0.6701 0.105 Uiso 1 1 calc R . . C29 C 0.3308(2) 0.87926(15) 0.69567(17) 0.0893(8) Uani 1 1 d . . . H29 H 0.3965 0.8977 0.7250 0.107 Uiso 1 1 calc R . . C30 C 0.3176(2) 0.80961(13) 0.68591(17) 0.0800(8) Uani 1 1 d . . . H30 H 0.3744 0.7803 0.7080 0.096 Uiso 1 1 calc R . . C31 C 0.3186(2) 0.42394(14) 0.58082(16) 0.0833(8) Uani 1 1 d . . . H31 H 0.3042 0.3764 0.5750 0.100 Uiso 1 1 calc R . . C32 C 0.4019(2) 0.44148(13) 0.57924(16) 0.0807(8) Uani 1 1 d . . . H32 H 0.4152 0.4890 0.5808 0.097 Uiso 1 1 calc R . . C33 C 0.4792(2) 0.39522(13) 0.57518(15) 0.0757(7) Uani 1 1 d . . . C34 C 0.5621(2) 0.41999(13) 0.56845(16) 0.0783(7) Uani 1 1 d . . . H34 H 0.5687 0.4679 0.5638 0.094 Uiso 1 1 calc R . . C35 C 0.6366(2) 0.37777(13) 0.56817(15) 0.0750(7) Uani 1 1 d . . . H35 H 0.6920 0.3973 0.5619 0.090 Uiso 1 1 calc R . . C36 C 0.6329(2) 0.30679(13) 0.57680(16) 0.0754(7) Uani 1 1 d . B . C37 C 0.5472(3) 0.28127(14) 0.58262(19) 0.0927(9) Uani 1 1 d . . . H37 H 0.5403 0.2335 0.5875 0.111 Uiso 1 1 calc R . . C38 C 0.4726(2) 0.32469(15) 0.58136(18) 0.0871(8) Uani 1 1 d . . . H38 H 0.4152 0.3058 0.5848 0.104 Uiso 1 1 calc R . . C39A C 0.7948(2) 0.29185(14) 0.57322(18) 0.0848(12) Uani 0.601(7) 1 d PD B 3 H39A H 0.7779 0.3321 0.5336 0.102 Uiso 0.601(7) 1 calc PR B 3 H39B H 0.8276 0.2570 0.5518 0.102 Uiso 0.601(7) 1 calc PR B 3 C40A C 0.8637(5) 0.3124(3) 0.6726(4) 0.0756(17) Uani 0.601(7) 1 d PD B 3 H40A H 0.8249 0.3399 0.6965 0.091 Uiso 0.601(7) 1 calc PR B 3 H40B H 0.8882 0.2709 0.7095 0.091 Uiso 0.601(7) 1 calc PR B 3 C41A C 0.9511(5) 0.3531(3) 0.6748(5) 0.098(2) Uani 0.601(7) 1 d PD B 3 H41A H 0.9835 0.3265 0.6441 0.118 Uiso 0.601(7) 1 calc PR B 3 H41B H 0.9245 0.3954 0.6403 0.118 Uiso 0.601(7) 1 calc PR B 3 C42A C 1.0299(15) 0.3725(10) 0.7639(9) 0.119(4) Uani 0.601(7) 1 d PD B 3 H42A H 1.0012 0.4038 0.7925 0.179 Uiso 0.601(7) 1 calc PR B 3 H42B H 1.0855 0.3951 0.7574 0.179 Uiso 0.601(7) 1 calc PR B 3 H42C H 1.0547 0.3315 0.8004 0.179 Uiso 0.601(7) 1 calc PR B 3 C39B C 0.7948(2) 0.29185(14) 0.57322(18) 0.0848(12) Uani 0.40 1 d PD B 4 H39C H 0.7666 0.3160 0.5156 0.102 Uiso 0.399(7) 1 calc PR B 4 H39D H 0.8277 0.2507 0.5636 0.102 Uiso 0.399(7) 1 calc PR B 4 C40B C 0.8816(8) 0.3359(6) 0.6300(8) 0.113(4) Uani 0.399(7) 1 d PD B 4 H40C H 0.9202 0.3479 0.5962 0.135 Uiso 0.399(7) 1 calc PR B 4 H40D H 0.8555 0.3787 0.6434 0.135 Uiso 0.399(7) 1 calc PR B 4 C41B C 0.9474(11) 0.3045(5) 0.7110(6) 0.113(4) Uani 0.399(7) 1 d PD B 4 H41C H 0.9801 0.2649 0.6976 0.136 Uiso 0.399(7) 1 calc PR B 4 H41D H 0.9073 0.2871 0.7411 0.136 Uiso 0.399(7) 1 calc PR B 4 C42B C 1.028(2) 0.3518(16) 0.7738(18) 0.133(9) Uani 0.399(7) 1 d PD B 4 H42D H 1.0733 0.3648 0.7476 0.199 Uiso 0.399(7) 1 calc PR B 4 H42E H 1.0661 0.3283 0.8302 0.199 Uiso 0.399(7) 1 calc PR B 4 H42F H 0.9965 0.3927 0.7842 0.199 Uiso 0.399(7) 1 calc PR B 4 C43A C 0.7242(7) 0.1953(3) 0.6227(5) 0.095(2) Uani 0.649(6) 1 d PD B 5 H43A H 0.7945 0.1908 0.6680 0.114 Uiso 0.649(6) 1 calc PR B 5 H43B H 0.6794 0.1900 0.6523 0.114 Uiso 0.649(6) 1 calc PR B 5 C44A C 0.7030(8) 0.1449(3) 0.5581(5) 0.144(3) Uani 0.649(6) 1 d PD B 5 H44A H 0.7402 0.1542 0.5222 0.173 Uiso 0.649(6) 1 calc PR B 5 H44B H 0.6304 0.1446 0.5181 0.173 Uiso 0.649(6) 1 calc PR B 5 C45A C 0.7354(4) 0.07395(16) 0.6054(3) 0.1564(19) Uani 0.649(6) 1 d PD B 5 H45A H 0.7387 0.0779 0.6655 0.188 Uiso 0.649(6) 1 calc PR B 5 H45B H 0.6826 0.0402 0.5723 0.188 Uiso 0.649(6) 1 calc PR B 5 C46A C 0.8302(3) 0.0479(2) 0.6135(3) 0.1546(19) Uani 0.649(6) 1 d PD B 5 H46A H 0.8351 0.0546 0.5575 0.232 Uiso 0.649(6) 1 calc PR B 5 H46B H 0.8349 -0.0009 0.6274 0.232 Uiso 0.649(6) 1 calc PR B 5 H46C H 0.8851 0.0722 0.6610 0.232 Uiso 0.649(6) 1 calc PR B 5 C43B C 0.6900(8) 0.1919(5) 0.5621(10) 0.107(4) Uani 0.351(6) 1 d PD B 6 H43C H 0.6208 0.1819 0.5535 0.128 Uiso 0.351(6) 1 calc PR B 6 H43D H 0.6942 0.1805 0.5062 0.128 Uiso 0.351(6) 1 calc PR B 6 C44B C 0.7546(11) 0.1506(6) 0.6276(12) 0.244(12) Uani 0.351(6) 1 d PD B 6 H44C H 0.7481 0.1600 0.6830 0.293 Uiso 0.351(6) 1 calc PR B 6 H44D H 0.8243 0.1617 0.6382 0.293 Uiso 0.351(6) 1 calc PR B 6 C45B C 0.7354(4) 0.07395(16) 0.6054(3) 0.1564(19) Uani 0.35 1 d PD B 6 H45C H 0.7149 0.0508 0.6475 0.188 Uiso 0.351(6) 1 calc PR B 6 H45D H 0.6823 0.0674 0.5445 0.188 Uiso 0.351(6) 1 calc PR B 6 C46B C 0.8302(3) 0.0479(2) 0.6135(3) 0.1546(19) Uani 0.35 1 d PD B 6 H46D H 0.8331 0.0517 0.5563 0.232 Uiso 0.351(6) 1 calc PR B 6 H46E H 0.8369 -0.0001 0.6315 0.232 Uiso 0.351(6) 1 calc PR B 6 H46F H 0.8850 0.0743 0.6581 0.232 Uiso 0.351(6) 1 calc PR B 6 C47 C 0.14506(19) 0.36246(13) 0.58227(16) 0.0716(7) Uani 1 1 d . . . C48 C 0.13836(18) 0.30268(14) 0.57636(16) 0.0707(7) Uani 1 1 d . . . C49 C 0.13383(18) 0.22962(12) 0.56727(16) 0.0693(7) Uani 1 1 d . . . C50 C 0.1771(2) 0.19794(13) 0.51896(18) 0.0857(8) Uani 1 1 d . . . H50 H 0.2099 0.2248 0.4921 0.103 Uiso 1 1 calc R . . C51 C 0.1738(3) 0.12825(15) 0.5088(2) 0.1063(10) Uani 1 1 d . . . H51 H 0.2039 0.1075 0.4749 0.128 Uiso 1 1 calc R . . C52 C 0.1281(3) 0.08923(16) 0.5466(3) 0.1109(11) Uani 1 1 d . . . H52 H 0.1250 0.0412 0.5384 0.133 Uiso 1 1 calc R . . C53 C 0.0860(3) 0.11840(18) 0.5970(2) 0.1135(11) Uani 1 1 d . . . H53 H 0.0549 0.0907 0.6245 0.136 Uiso 1 1 calc R . . C54 C 0.0892(2) 0.18924(15) 0.60745(19) 0.0974(9) Uani 1 1 d . . . H54 H 0.0604 0.2097 0.6425 0.117 Uiso 1 1 calc R . . N2 N 0.7084(2) 0.26510(11) 0.57855(17) 0.0987(8) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0774(18) 0.0634(15) 0.0585(15) 0.0018(11) 0.0270(13) 0.0011(14) C2 0.0810(19) 0.0655(15) 0.0572(15) 0.0007(11) 0.0276(13) -0.0002(15) C3 0.0752(18) 0.0730(16) 0.0663(16) -0.0037(12) 0.0290(14) -0.0078(14) C4 0.0778(19) 0.0695(16) 0.0625(16) -0.0047(12) 0.0280(14) 0.0047(15) C5 0.0733(19) 0.0647(16) 0.0634(16) -0.0017(11) 0.0241(14) -0.0017(15) C6 0.0755(18) 0.0662(15) 0.0714(16) 0.0012(12) 0.0291(14) 0.0002(14) C7 0.088(2) 0.0596(14) 0.0666(16) 0.0022(11) 0.0318(15) 0.0055(15) C8 0.087(2) 0.0607(14) 0.0753(17) 0.0043(12) 0.0354(15) 0.0061(15) C9 0.0824(19) 0.0593(15) 0.0659(15) 0.0041(11) 0.0309(14) 0.0097(15) C10 0.092(2) 0.0593(14) 0.0886(19) -0.0011(12) 0.0425(16) 0.0026(16) C11 0.087(2) 0.0687(17) 0.0845(18) -0.0009(13) 0.0403(15) 0.0052(15) C12 0.095(2) 0.0765(18) 0.0863(19) 0.0122(14) 0.0464(17) 0.0151(18) C13 0.127(3) 0.0621(16) 0.122(2) 0.0188(15) 0.076(2) 0.0244(18) C14 0.100(2) 0.0675(17) 0.101(2) 0.0140(14) 0.0558(18) 0.0076(16) C15 0.089(2) 0.107(2) 0.113(3) -0.0045(18) 0.043(2) 0.0093(19) C16 0.133(3) 0.133(3) 0.121(3) -0.023(2) 0.075(3) -0.032(2) C17 0.133(3) 0.146(3) 0.149(4) 0.000(3) 0.063(3) -0.010(3) C18 0.152(4) 0.195(4) 0.108(3) 0.026(3) 0.057(3) 0.014(3) N1A 0.134(3) 0.0783(18) 0.163(3) 0.0263(16) 0.099(2) 0.0351(17) C19A 0.110(5) 0.098(6) 0.099(5) 0.015(4) 0.042(4) 0.033(4) C20A 0.154(6) 0.088(5) 0.123(6) -0.002(4) 0.036(5) 0.023(4) C21A 0.184(14) 0.183(14) 0.149(9) 0.016(8) 0.053(9) -0.038(10) C22A 0.32(2) 0.143(13) 0.204(18) 0.017(11) 0.102(15) -0.043(12) N1B 0.134(3) 0.0783(18) 0.163(3) 0.0263(16) 0.099(2) 0.0351(17) C19B 0.066(5) 0.072(6) 0.054(5) -0.003(3) 0.022(4) 0.011(4) C20B 0.094(7) 0.100(9) 0.047(5) 0.011(5) 0.011(4) 0.020(6) C21B 0.110(10) 0.042(5) 0.126(10) -0.019(5) 0.071(8) 0.009(6) C22B 0.057(6) 0.071(7) 0.113(10) 0.027(7) 0.046(6) 0.012(6) C23 0.0807(19) 0.0673(17) 0.0614(15) -0.0013(12) 0.0324(13) -0.0031(14) C24 0.084(2) 0.0763(18) 0.0623(16) -0.0031(12) 0.0370(14) -0.0031(15) C25 0.084(2) 0.0639(15) 0.0569(14) -0.0030(11) 0.0347(14) -0.0054(15) C26 0.079(2) 0.0724(17) 0.0825(18) 0.0071(13) 0.0283(15) -0.0099(16) C27 0.095(2) 0.0734(19) 0.100(2) 0.0118(15) 0.0343(18) 0.0049(17) C28 0.108(3) 0.0652(16) 0.0836(19) -0.0041(14) 0.0369(18) -0.0059(19) C29 0.089(2) 0.087(2) 0.0831(19) -0.0161(15) 0.0287(17) -0.0203(18) C30 0.078(2) 0.0772(18) 0.0802(18) -0.0103(14) 0.0301(15) -0.0010(15) C31 0.084(2) 0.0844(18) 0.0814(19) -0.0103(14) 0.0356(16) -0.0174(17) C32 0.097(2) 0.0681(16) 0.0728(18) -0.0012(12) 0.0324(16) -0.0054(17) C33 0.084(2) 0.0670(16) 0.0688(16) -0.0039(12) 0.0265(15) -0.0032(16) C34 0.086(2) 0.0716(16) 0.0812(18) 0.0009(13) 0.0400(16) -0.0029(17) C35 0.084(2) 0.0713(17) 0.0748(17) -0.0004(12) 0.0388(15) -0.0028(15) C36 0.087(2) 0.0696(17) 0.0777(17) -0.0061(13) 0.0429(15) 0.0014(16) C37 0.102(2) 0.0744(18) 0.114(2) -0.0128(15) 0.058(2) -0.0135(18) C38 0.076(2) 0.094(2) 0.095(2) -0.0114(15) 0.0404(16) -0.0186(17) C39A 0.098(3) 0.0790(19) 0.089(2) 0.0007(15) 0.052(2) 0.0048(18) C40A 0.078(4) 0.073(3) 0.087(4) 0.014(3) 0.046(4) 0.000(3) C41A 0.093(6) 0.084(4) 0.121(6) 0.007(4) 0.049(5) -0.009(4) C42A 0.103(8) 0.140(13) 0.100(6) 0.003(6) 0.031(5) -0.044(6) C39B 0.098(3) 0.0790(19) 0.089(2) 0.0007(15) 0.052(2) 0.0048(18) C40B 0.107(10) 0.106(8) 0.128(10) 0.011(8) 0.053(8) -0.001(8) C41B 0.126(11) 0.095(7) 0.122(8) -0.001(6) 0.056(8) 0.011(7) C42B 0.092(11) 0.119(14) 0.191(19) 0.007(10) 0.065(11) -0.047(10) C43A 0.130(6) 0.079(4) 0.098(4) -0.009(4) 0.068(5) 0.008(4) C44A 0.232(10) 0.090(4) 0.103(5) -0.004(4) 0.066(6) 0.019(5) C45A 0.188(5) 0.067(2) 0.214(5) 0.014(2) 0.087(4) -0.009(2) C46A 0.165(4) 0.171(4) 0.125(3) -0.009(3) 0.060(3) 0.026(3) C43B 0.090(7) 0.073(8) 0.120(10) -0.004(8) 0.011(8) 0.026(6) C44B 0.218(16) 0.078(8) 0.193(15) 0.025(9) -0.140(12) 0.002(8) C45B 0.188(5) 0.067(2) 0.214(5) 0.014(2) 0.087(4) -0.009(2) C46B 0.165(4) 0.171(4) 0.125(3) -0.009(3) 0.060(3) 0.026(3) C47 0.0718(19) 0.0709(18) 0.0709(16) 0.0014(12) 0.0297(14) 0.0039(14) C48 0.0633(17) 0.0715(18) 0.0737(17) 0.0010(13) 0.0261(13) 0.0009(14) C49 0.0651(17) 0.0666(16) 0.0705(16) 0.0065(12) 0.0240(14) -0.0007(13) C50 0.092(2) 0.0689(17) 0.095(2) 0.0060(14) 0.0399(17) 0.0072(15) C51 0.123(3) 0.076(2) 0.111(2) 0.0048(17) 0.043(2) 0.0172(19) C52 0.122(3) 0.073(2) 0.106(3) 0.0124(19) 0.019(2) 0.002(2) C53 0.111(3) 0.096(3) 0.113(3) 0.034(2) 0.030(2) -0.025(2) C54 0.102(2) 0.094(2) 0.093(2) 0.0111(16) 0.0396(18) -0.0094(18) N2 0.117(2) 0.0649(14) 0.146(2) 0.0061(13) 0.0866(18) 0.0076(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.401(3) . ? C1 C2 1.407(3) . ? C1 C7 1.457(3) . ? C2 C3 1.394(3) . ? C2 C23 1.448(3) . ? C3 C4 1.391(3) . ? C4 C5 1.409(3) . ? C4 C31 1.465(3) . ? C5 C6 1.380(3) . ? C5 C47 1.449(3) . ? C7 C8 1.323(3) . ? C8 C9 1.451(3) . ? C9 C10 1.387(3) . ? C9 C14 1.395(3) . ? C10 C11 1.379(3) . ? C11 C12 1.393(3) . ? C12 N1A 1.379(4) . ? C12 C13 1.392(4) . ? C13 C14 1.372(4) . ? C15 N1A 1.453(4) . ? C15 C16 1.546(4) . ? C16 C17 1.439(4) . ? C17 C18 1.498(4) . ? N1A C19A 1.625(7) . ? C19A C20A 1.479(10) . ? C20A C21A 1.592(9) . ? C21A C22A 1.416(15) . ? C19B C20B 1.527(12) . ? C20B C21B 1.551(10) . ? C21B C22B 1.433(14) . ? C23 C24 1.180(3) . ? C24 C25 1.446(3) . ? C25 C26 1.375(3) . ? C25 C30 1.382(3) . ? C26 C27 1.371(3) . ? C27 C28 1.371(4) . ? C28 C29 1.365(4) . ? C29 C30 1.378(3) . ? C31 C32 1.290(3) . ? C32 C33 1.482(4) . ? C33 C34 1.368(3) . ? C33 C38 1.392(3) . ? C34 C35 1.378(3) . ? C35 C36 1.402(3) . ? C36 N2 1.372(3) . ? C36 C37 1.403(4) . ? C37 C38 1.386(4) . ? C39A N2 1.419(3) . ? C39A C40A 1.582(6) . ? C40A C41A 1.504(9) . ? C41A C42A 1.491(12) . ? C40B C41B 1.422(14) . ? C41B C42B 1.515(17) . ? C43A C44A 1.397(8) . ? C43A N2 1.525(7) . ? C44A C45A 1.568(8) . ? C45A C46A 1.441(5) . ? C43B C44B 1.366(15) . ? C43B N2 1.463(11) . ? C47 C48 1.176(3) . ? C48 C49 1.438(4) . ? C49 C50 1.377(3) . ? C49 C54 1.377(3) . ? C50 C51 1.374(4) . ? C51 C52 1.346(4) . ? C52 C53 1.370(4) . ? C53 C54 1.397(4) . ? 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 C6 C1 C2 116.5(2) . . ? C6 C1 C7 121.2(3) . . ? C2 C1 C7 122.2(2) . . ? C3 C2 C1 120.5(2) . . ? C3 C2 C23 118.9(2) . . ? C1 C2 C23 120.6(2) . . ? C4 C3 C2 122.4(3) . . ? C3 C4 C5 117.4(2) . . ? C3 C4 C31 124.0(3) . . ? C5 C4 C31 118.6(2) . . ? C6 C5 C4 120.1(2) . . ? C6 C5 C47 119.6(2) . . ? C4 C5 C47 120.3(2) . . ? C5 C6 C1 123.2(3) . . ? C8 C7 C1 126.1(2) . . ? C7 C8 C9 130.1(2) . . ? C10 C9 C14 115.3(3) . . ? C10 C9 C8 120.4(2) . . ? C14 C9 C8 124.3(3) . . ? C11 C10 C9 123.6(2) . . ? C10 C11 C12 120.6(3) . . ? N1A C12 C13 122.5(3) . . ? N1A C12 C11 121.3(3) . . ? C13 C12 C11 116.2(3) . . ? C14 C13 C12 122.8(3) . . ? C13 C14 C9 121.6(3) . . ? N1A C15 C16 111.1(3) . . ? C17 C16 C15 117.6(3) . . ? C16 C17 C18 113.4(3) . . ? C12 N1A C15 122.9(2) . . ? C12 N1A C19A 114.9(4) . . ? C15 N1A C19A 117.3(4) . . ? C20A C19A N1A 103.9(7) . . ? C19A C20A C21A 110.2(10) . . ? C22A C21A C20A 104.6(12) . . ? C19B C20B C21B 108.7(8) . . ? C22B C21B C20B 109.6(10) . . ? C24 C23 C2 178.8(2) . . ? C23 C24 C25 179.3(2) . . ? C26 C25 C30 118.8(2) . . ? C26 C25 C24 120.3(2) . . ? C30 C25 C24 120.9(2) . . ? C27 C26 C25 120.5(3) . . ? C26 C27 C28 120.4(3) . . ? C29 C28 C27 119.8(3) . . ? C28 C29 C30 120.2(3) . . ? C29 C30 C25 120.3(3) . . ? C32 C31 C4 128.9(3) . . ? C31 C32 C33 126.8(3) . . ? C34 C33 C38 116.9(3) . . ? C34 C33 C32 121.5(2) . . ? C38 C33 C32 121.6(3) . . ? C33 C34 C35 122.2(2) . . ? C34 C35 C36 121.9(3) . . ? N2 C36 C35 121.7(3) . . ? N2 C36 C37 122.4(3) . . ? C35 C36 C37 115.9(3) . . ? C38 C37 C36 121.1(3) . . ? C37 C38 C33 122.0(3) . . ? N2 C39A C40A 102.4(3) . . ? C41A C40A C39A 108.5(6) . . ? C42A C41A C40A 116.8(10) . . ? C40B C41B C42B 114.0(16) . . ? C44A C43A N2 108.9(6) . . ? C43A C44A C45A 108.6(6) . . ? C46A C45A C44A 115.7(5) . . ? C44B C43B N2 114.9(12) . . ? C48 C47 C5 177.6(3) . . ? C47 C48 C49 177.1(3) . . ? C50 C49 C54 118.0(3) . . ? C50 C49 C48 119.9(2) . . ? C54 C49 C48 122.0(3) . . ? C51 C50 C49 121.3(3) . . ? C52 C51 C50 120.3(3) . . ? C51 C52 C53 120.4(3) . . ? C52 C53 C54 119.5(3) . . ? C49 C54 C53 120.5(3) . . ? C36 N2 C39A 121.6(2) . . ? C36 N2 C43B 119.8(6) . . ? C39A N2 C43B 116.7(6) . . ? C36 N2 C43A 119.8(3) . . ? C39A N2 C43A 114.1(4) . . ? C43B N2 C43A 35.8(4) . . ? 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 C6 C1 C2 C3 -1.0(3) . . . . ? C7 C1 C2 C3 179.9(2) . . . . ? C6 C1 C2 C23 179.8(2) . . . . ? C7 C1 C2 C23 0.7(3) . . . . ? C1 C2 C3 C4 -0.4(3) . . . . ? C23 C2 C3 C4 178.8(2) . . . . ? C2 C3 C4 C5 0.7(3) . . . . ? C2 C3 C4 C31 -177.1(2) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C31 C4 C5 C6 178.2(2) . . . . ? C3 C4 C5 C47 -179.2(2) . . . . ? C31 C4 C5 C47 -1.3(3) . . . . ? C4 C5 C6 C1 -1.7(3) . . . . ? C47 C5 C6 C1 177.8(2) . . . . ? C2 C1 C6 C5 2.1(3) . . . . ? C7 C1 C6 C5 -178.8(2) . . . . ? C6 C1 C7 C8 9.4(4) . . . . ? C2 C1 C7 C8 -171.5(2) . . . . ? C1 C7 C8 C9 -177.0(2) . . . . ? C7 C8 C9 C10 179.4(2) . . . . ? C7 C8 C9 C14 0.4(4) . . . . ? C14 C9 C10 C11 0.4(4) . . . . ? C8 C9 C10 C11 -178.7(2) . . . . ? C9 C10 C11 C12 0.1(4) . . . . ? C10 C11 C12 N1A 178.8(3) . . . . ? C10 C11 C12 C13 -0.4(4) . . . . ? N1A C12 C13 C14 -178.9(3) . . . . ? C11 C12 C13 C14 0.3(4) . . . . ? C12 C13 C14 C9 0.2(4) . . . . ? C10 C9 C14 C13 -0.5(4) . . . . ? C8 C9 C14 C13 178.5(2) . . . . ? N1A C15 C16 C17 -176.4(3) . . . . ? C15 C16 C17 C18 -178.0(3) . . . . ? C13 C12 N1A C15 178.4(3) . . . . ? C11 C12 N1A C15 -0.7(4) . . . . ? C13 C12 N1A C19A -26.9(5) . . . . ? C11 C12 N1A C19A 153.9(4) . . . . ? C16 C15 N1A C12 81.7(4) . . . . ? C16 C15 N1A C19A -72.3(4) . . . . ? C12 N1A C19A C20A 106.8(6) . . . . ? C15 N1A C19A C20A -97.1(6) . . . . ? N1A C19A C20A C21A 175.8(8) . . . . ? C19A C20A C21A C22A 82.7(16) . . . . ? C19B C20B C21B C22B -91.3(14) . . . . ? C3 C2 C23 C24 58(15) . . . . ? C1 C2 C23 C24 -123(15) . . . . ? C2 C23 C24 C25 16(33) . . . . ? C23 C24 C25 C26 73(22) . . . . ? C23 C24 C25 C30 -107(22) . . . . ? C30 C25 C26 C27 -0.5(4) . . . . ? C24 C25 C26 C27 179.2(2) . . . . ? C25 C26 C27 C28 -0.1(4) . . . . ? C26 C27 C28 C29 0.3(4) . . . . ? C27 C28 C29 C30 0.0(4) . . . . ? C28 C29 C30 C25 -0.6(4) . . . . ? C26 C25 C30 C29 0.8(4) . . . . ? C24 C25 C30 C29 -178.9(2) . . . . ? C3 C4 C31 C32 -1.0(4) . . . . ? C5 C4 C31 C32 -178.8(3) . . . . ? C4 C31 C32 C33 175.7(2) . . . . ? C31 C32 C33 C34 176.0(3) . . . . ? C31 C32 C33 C38 -6.4(4) . . . . ? C38 C33 C34 C35 -0.3(4) . . . . ? C32 C33 C34 C35 177.4(2) . . . . ? C33 C34 C35 C36 -1.5(4) . . . . ? C34 C35 C36 N2 -178.5(2) . . . . ? C34 C35 C36 C37 2.1(4) . . . . ? N2 C36 C37 C38 179.5(3) . . . . ? C35 C36 C37 C38 -1.1(4) . . . . ? C36 C37 C38 C33 -0.6(4) . . . . ? C34 C33 C38 C37 1.4(4) . . . . ? C32 C33 C38 C37 -176.3(2) . . . . ? N2 C39A C40A C41A -170.1(5) . . . . ? C39A C40A C41A C42A -175.1(11) . . . . ? N2 C43A C44A C45A 171.2(5) . . . . ? C43A C44A C45A C46A -100.6(7) . . . . ? C6 C5 C47 C48 -140(6) . . . . ? C4 C5 C47 C48 40(6) . . . . ? C5 C47 C48 C49 -58(10) . . . . ? C47 C48 C49 C50 -12(6) . . . . ? C47 C48 C49 C54 167(5) . . . . ? C54 C49 C50 C51 1.7(4) . . . . ? C48 C49 C50 C51 -179.8(2) . . . . ? C49 C50 C51 C52 -0.3(5) . . . . ? C50 C51 C52 C53 -1.2(5) . . . . ? C51 C52 C53 C54 1.2(5) . . . . ? C50 C49 C54 C53 -1.7(4) . . . . ? C48 C49 C54 C53 179.8(2) . . . . ? C52 C53 C54 C49 0.3(5) . . . . ? C35 C36 N2 C39A 1.1(4) . . . . ? C37 C36 N2 C39A -179.5(3) . . . . ? C35 C36 N2 C43B -162.5(7) . . . . ? C37 C36 N2 C43B 16.9(8) . . . . ? C35 C36 N2 C43A 156.1(4) . . . . ? C37 C36 N2 C43A -24.6(5) . . . . ? C40A C39A N2 C36 83.5(4) . . . . ? C40A C39A N2 C43B -112.5(7) . . . . ? C40A C39A N2 C43A -72.8(4) . . . . ? C44B C43B N2 C36 -124.0(16) . . . . ? C44B C43B N2 C39A 72(2) . . . . ? C44B C43B N2 C43A -23.2(13) . . . . ? C44A C43A N2 C36 114.2(6) . . . . ? C44A C43A N2 C39A -89.1(8) . . . . ? C44A C43A N2 C43B 13.6(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.235 _refine_diff_density_min -0.160 _refine_diff_density_rms 0.031