# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i14297 #TrackingRef 'i12497.cif' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C52 H30 N2' _chemical_formula_sum 'C52 H30 N2' _chemical_formula_weight 682.78 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' 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 25.1073(11) _cell_length_b 11.3157(5) _cell_length_c 12.0314(5) _cell_angle_alpha 90 _cell_angle_beta 96.390(2) _cell_angle_gamma 90 _cell_volume 3397.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100.00(10) _cell_measurement_reflns_used 4785 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.18 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.9772 _exptl_absorpt_correction_T_max 0.9862 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_unetI/netI 0.0465 _diffrn_reflns_number 14035 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 3745 _reflns_number_gt 2452 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0450P)^2^+2.0412P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3745 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.1237 _refine_ls_wR_factor_gt 0.1075 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.223 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.044 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N3 N 0.04235(6) 0.18190(13) 0.18430(12) 0.0280(4) Uani 1 1 d . . . C1 C 0.04809(7) 0.39428(15) 0.19604(14) 0.0269(4) Uani 1 1 d . . . C2 C 0.02325(6) 0.28588(15) 0.22185(14) 0.0250(4) Uani 1 1 d . . . C4 C 0.01980(7) 0.08218(15) 0.21067(14) 0.0282(4) Uani 1 1 d . . . C5 C 0.02364(6) 0.49711(15) 0.22386(14) 0.0285(4) Uani 1 1 d . . . H5 H 0.0392 0.5706 0.2072 0.034 Uiso 1 1 calc R . . C6 C 0.03484(7) -0.02395(15) 0.14888(14) 0.0285(4) Uani 1 1 d . . . C7 C 0.08520(8) -0.02903(17) 0.11088(16) 0.0361(5) Uani 1 1 d . . . H7 H 0.1105 0.0323 0.1293 0.043 Uiso 1 1 calc R . . C8 C 0.09848(8) -0.12389(18) 0.04597(17) 0.0415(5) Uani 1 1 d . . . H8 H 0.1327 -0.1266 0.0192 0.05 Uiso 1 1 calc R . . C9 C 0.06254(9) -0.21357(17) 0.02033(16) 0.0391(5) Uani 1 1 d . . . H9 H 0.0722 -0.2788 -0.0229 0.047 Uiso 1 1 calc R . . C10 C 0.01241(8) -0.20950(16) 0.05706(15) 0.0381(5) Uani 1 1 d . . . H10 H -0.0124 -0.2719 0.0392 0.046 Uiso 1 1 calc R . . C11 C -0.00168(8) -0.11460(16) 0.11984(14) 0.0327(4) Uani 1 1 d . . . H11 H -0.0365 -0.1111 0.1434 0.039 Uiso 1 1 calc R . . C12 C 0.09644(7) 0.40122(15) 0.13487(14) 0.0267(4) Uani 1 1 d . . . C13 C 0.09210(7) 0.46756(15) 0.03628(15) 0.0312(4) Uani 1 1 d . . . H13 H 0.0582 0.4996 0.0086 0.037 Uiso 1 1 calc R . . C14 C 0.13550(7) 0.48793(16) -0.02205(16) 0.0344(4) Uani 1 1 d . . . H14 H 0.1309 0.5324 -0.0894 0.041 Uiso 1 1 calc R . . C15 C 0.23169(8) 0.46617(17) -0.04204(17) 0.0400(5) Uani 1 1 d . . . H15 H 0.2279 0.5129 -0.1081 0.048 Uiso 1 1 calc R . . C16 C 0.27994(8) 0.42136(18) -0.00460(18) 0.0432(5) Uani 1 1 d . . . H16 H 0.3095 0.4366 -0.0453 0.052 Uiso 1 1 calc R . . C17 C 0.33718(8) 0.3019(2) 0.1334(2) 0.0507(6) Uani 1 1 d . . . H17 H 0.3672 0.316 0.0937 0.061 Uiso 1 1 calc R . . C18 C 0.34326(8) 0.2329(2) 0.2280(2) 0.0584(7) Uani 1 1 d . . . H18 H 0.3774 0.2003 0.2527 0.07 Uiso 1 1 calc R . . C19 C 0.30033(8) 0.2102(2) 0.28789(19) 0.0493(6) Uani 1 1 d . . . H19 H 0.3053 0.1627 0.3533 0.059 Uiso 1 1 calc R . . C20 C 0.20367(7) 0.23395(17) 0.30999(15) 0.0346(5) Uani 1 1 d . . . H20 H 0.2076 0.1861 0.3752 0.042 Uiso 1 1 calc R . . C21 C 0.15506(7) 0.27877(15) 0.27365(15) 0.0305(4) Uani 1 1 d . . . H21 H 0.1256 0.2621 0.3144 0.037 Uiso 1 1 calc R . . C22 C 0.18570(7) 0.44444(16) 0.01640(16) 0.0329(4) Uani 1 1 d . . . C23 C 0.28790(7) 0.35161(18) 0.09445(17) 0.0387(5) Uani 1 1 d . . . C24 C 0.24956(8) 0.25714(17) 0.25211(17) 0.0374(5) Uani 1 1 d . . . C25 C 0.14652(7) 0.35161(14) 0.17417(14) 0.0259(4) Uani 1 1 d . . . C26 C 0.19169(7) 0.37516(15) 0.11578(15) 0.0284(4) Uani 1 1 d . . . C27 C 0.24312(7) 0.32830(16) 0.15511(16) 0.0334(4) 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 N3 0.0285(8) 0.0247(8) 0.0311(8) -0.0005(6) 0.0044(6) -0.0004(6) C1 0.0255(9) 0.0256(9) 0.0297(9) 0.0017(7) 0.0041(7) -0.0002(7) C2 0.0261(9) 0.0223(9) 0.0267(9) -0.0006(7) 0.0035(7) 0.0014(7) C4 0.0283(10) 0.0262(10) 0.0300(10) 0.0016(7) 0.0027(7) 0.0014(8) C5 0.0300(9) 0.0205(9) 0.0352(10) 0.0008(7) 0.0039(7) -0.0028(7) C6 0.0355(10) 0.0237(10) 0.0264(9) 0.0026(7) 0.0046(7) 0.0025(8) C7 0.0397(11) 0.0290(11) 0.0411(11) 0.0008(8) 0.0109(9) 0.0029(9) C8 0.0445(12) 0.0363(12) 0.0466(12) -0.0005(9) 0.0179(9) 0.0081(10) C9 0.0594(13) 0.0274(11) 0.0319(10) -0.0002(8) 0.0112(9) 0.0080(10) C10 0.0577(13) 0.0271(10) 0.0286(10) -0.0008(8) 0.0011(9) -0.0031(9) C11 0.0411(11) 0.0307(10) 0.0265(9) 0.0015(8) 0.0041(8) 0.0004(9) C12 0.0284(9) 0.0202(9) 0.0321(10) -0.0018(7) 0.0061(7) -0.0010(7) C13 0.0324(10) 0.0240(10) 0.0378(10) 0.0042(8) 0.0069(8) 0.0038(8) C14 0.0421(11) 0.0256(10) 0.0369(10) 0.0079(8) 0.0107(9) 0.0032(9) C15 0.0458(12) 0.0278(11) 0.0496(12) -0.0007(9) 0.0193(10) -0.0023(9) C16 0.0388(12) 0.0361(12) 0.0584(14) -0.0121(10) 0.0219(10) -0.0093(10) C17 0.0285(11) 0.0613(15) 0.0617(15) -0.0226(12) 0.0025(10) 0.0005(10) C18 0.0319(12) 0.0737(18) 0.0659(16) -0.0228(14) -0.0105(11) 0.0156(12) C19 0.0413(12) 0.0536(14) 0.0498(13) -0.0094(11) -0.0086(10) 0.0111(11) C20 0.0396(11) 0.0297(11) 0.0331(10) 0.0004(8) -0.0027(8) 0.0040(9) C21 0.0343(10) 0.0255(10) 0.0315(10) -0.0020(8) 0.0034(8) -0.0005(8) C22 0.0349(10) 0.0256(10) 0.0398(11) -0.0021(8) 0.0111(8) -0.0015(8) C23 0.0264(10) 0.0382(12) 0.0522(13) -0.0179(10) 0.0065(9) -0.0028(9) C24 0.0354(11) 0.0330(11) 0.0419(11) -0.0101(9) -0.0035(8) 0.0047(9) C25 0.0282(9) 0.0180(9) 0.0317(9) -0.0033(7) 0.0037(7) -0.0007(7) C26 0.0286(10) 0.0203(9) 0.0371(10) -0.0065(7) 0.0068(8) -0.0006(7) C27 0.0297(10) 0.0296(10) 0.0406(11) -0.0103(8) 0.0024(8) 0.0007(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N3 C4 1.317(2) . ? N3 C2 1.366(2) . ? C1 C5 1.374(2) . ? C1 C2 1.426(2) . ? C1 C12 1.490(2) . ? C2 C2 1.414(3) 2 ? C4 C4 1.447(3) 2 ? C4 C6 1.483(2) . ? C5 C5 1.404(3) 2 ? C5 H5 0.95 . ? C6 C7 1.393(2) . ? C6 C11 1.394(2) . ? C7 C8 1.390(3) . ? C7 H7 0.95 . ? C8 C9 1.370(3) . ? C8 H8 0.95 . ? C9 C10 1.380(3) . ? C9 H9 0.95 . ? C10 C11 1.381(2) . ? C10 H10 0.95 . ? C11 H11 0.95 . ? C12 C13 1.398(2) . ? C12 C25 1.410(2) . ? C13 C14 1.379(2) . ? C13 H13 0.95 . ? C14 C22 1.384(3) . ? C14 H14 0.95 . ? C15 C16 1.344(3) . ? C15 C22 1.438(3) . ? C15 H15 0.95 . ? C16 C23 1.425(3) . ? C16 H16 0.95 . ? C17 C18 1.376(3) . ? C17 C23 1.392(3) . ? C17 H17 0.95 . ? C18 C19 1.385(3) . ? C18 H18 0.95 . ? C19 C24 1.404(3) . ? C19 H19 0.95 . ? C20 C21 1.349(2) . ? C20 C24 1.435(3) . ? C20 H20 0.95 . ? C21 C25 1.449(2) . ? C21 H21 0.95 . ? C22 C26 1.424(3) . ? C23 C27 1.431(3) . ? C24 C27 1.412(3) . ? C25 C26 1.424(2) . ? C26 C27 1.427(2) . ? 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 C4 N3 C2 118.83(14) . . ? C5 C1 C2 117.21(15) . . ? C5 C1 C12 119.09(15) . . ? C2 C1 C12 123.58(15) . . ? N3 C2 C2 119.83(9) . 2 ? N3 C2 C1 119.39(15) . . ? C2 C2 C1 120.60(10) 2 . ? N3 C4 C4 120.17(10) . 2 ? N3 C4 C6 115.65(15) . . ? C4 C4 C6 124.03(10) 2 . ? C1 C5 C5 122.14(10) . 2 ? C1 C5 H5 118.9 . . ? C5 C5 H5 118.9 2 . ? C7 C6 C11 118.89(17) . . ? C7 C6 C4 119.27(16) . . ? C11 C6 C4 121.62(16) . . ? C8 C7 C6 119.98(18) . . ? C8 C7 H7 120 . . ? C6 C7 H7 120 . . ? C9 C8 C7 120.36(19) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 120.29(18) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 119.95(18) . . ? C9 C10 H10 120 . . ? C11 C10 H10 120 . . ? C10 C11 C6 120.50(18) . . ? C10 C11 H11 119.7 . . ? C6 C11 H11 119.7 . . ? C13 C12 C25 118.73(16) . . ? C13 C12 C1 117.18(15) . . ? C25 C12 C1 123.96(15) . . ? C14 C13 C12 122.02(16) . . ? C14 C13 H13 119 . . ? C12 C13 H13 119 . . ? C13 C14 C22 120.80(17) . . ? C13 C14 H14 119.6 . . ? C22 C14 H14 119.6 . . ? C16 C15 C22 120.96(19) . . ? C16 C15 H15 119.5 . . ? C22 C15 H15 119.5 . . ? C15 C16 C23 121.77(19) . . ? C15 C16 H16 119.1 . . ? C23 C16 H16 119.1 . . ? C18 C17 C23 121.4(2) . . ? C18 C17 H17 119.3 . . ? C23 C17 H17 119.3 . . ? C17 C18 C19 121.0(2) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C18 C19 C24 120.2(2) . . ? C18 C19 H19 119.9 . . ? C24 C19 H19 119.9 . . ? C21 C20 C24 121.36(18) . . ? C21 C20 H20 119.3 . . ? C24 C20 H20 119.3 . . ? C20 C21 C25 121.79(17) . . ? C20 C21 H21 119.1 . . ? C25 C21 H21 119.1 . . ? C14 C22 C26 118.94(16) . . ? C14 C22 C15 121.78(18) . . ? C26 C22 C15 119.28(17) . . ? C17 C23 C16 122.8(2) . . ? C17 C23 C27 118.3(2) . . ? C16 C23 C27 118.92(17) . . ? C19 C24 C27 119.07(19) . . ? C19 C24 C20 122.2(2) . . ? C27 C24 C20 118.74(17) . . ? C12 C25 C26 119.32(16) . . ? C12 C25 C21 123.21(16) . . ? C26 C25 C21 117.46(15) . . ? C22 C26 C25 120.12(16) . . ? C22 C26 C27 119.36(16) . . ? C25 C26 C27 120.51(17) . . ? C24 C27 C26 120.14(17) . . ? C24 C27 C23 120.14(17) . . ? C26 C27 C23 119.70(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 C4 N3 C2 C2 -6.3(3) . . . 2 ? C4 N3 C2 C1 178.57(15) . . . . ? C5 C1 C2 N3 172.38(15) . . . . ? C12 C1 C2 N3 -3.6(2) . . . . ? C5 C1 C2 C2 -2.7(3) . . . 2 ? C12 C1 C2 C2 -178.68(19) . . . 2 ? C2 N3 C4 C4 -7.6(3) . . . 2 ? C2 N3 C4 C6 168.04(15) . . . . ? C2 C1 C5 C5 0.4(3) . . . 2 ? C12 C1 C5 C5 176.55(19) . . . 2 ? N3 C4 C6 C7 29.3(2) . . . . ? C4 C4 C6 C7 -155.2(2) 2 . . . ? N3 C4 C6 C11 -145.34(17) . . . . ? C4 C4 C6 C11 30.2(3) 2 . . . ? C11 C6 C7 C8 -0.5(3) . . . . ? C4 C6 C7 C8 -175.36(17) . . . . ? C6 C7 C8 C9 -0.9(3) . . . . ? C7 C8 C9 C10 1.2(3) . . . . ? C8 C9 C10 C11 0.1(3) . . . . ? C9 C10 C11 C6 -1.6(3) . . . . ? C7 C6 C11 C10 1.8(3) . . . . ? C4 C6 C11 C10 176.49(16) . . . . ? C5 C1 C12 C13 -53.3(2) . . . . ? C2 C1 C12 C13 122.62(18) . . . . ? C5 C1 C12 C25 122.54(19) . . . . ? C2 C1 C12 C25 -61.6(2) . . . . ? C25 C12 C13 C14 -1.4(3) . . . . ? C1 C12 C13 C14 174.60(16) . . . . ? C12 C13 C14 C22 -1.0(3) . . . . ? C22 C15 C16 C23 -0.5(3) . . . . ? C23 C17 C18 C19 0.1(3) . . . . ? C17 C18 C19 C24 0.4(3) . . . . ? C24 C20 C21 C25 0.5(3) . . . . ? C13 C14 C22 C26 1.8(3) . . . . ? C13 C14 C22 C15 -178.99(17) . . . . ? C16 C15 C22 C14 -178.74(19) . . . . ? C16 C15 C22 C26 0.5(3) . . . . ? C18 C17 C23 C16 -178.6(2) . . . . ? C18 C17 C23 C27 -0.5(3) . . . . ? C15 C16 C23 C17 178.42(19) . . . . ? C15 C16 C23 C27 0.4(3) . . . . ? C18 C19 C24 C27 -0.5(3) . . . . ? C18 C19 C24 C20 178.62(19) . . . . ? C21 C20 C24 C19 -179.25(18) . . . . ? C21 C20 C24 C27 -0.1(3) . . . . ? C13 C12 C25 C26 3.1(2) . . . . ? C1 C12 C25 C26 -172.67(15) . . . . ? C13 C12 C25 C21 -178.26(16) . . . . ? C1 C12 C25 C21 6.0(3) . . . . ? C20 C21 C25 C12 -179.04(17) . . . . ? C20 C21 C25 C26 -0.4(2) . . . . ? C14 C22 C26 C25 -0.1(3) . . . . ? C15 C22 C26 C25 -179.33(16) . . . . ? C14 C22 C26 C27 178.99(17) . . . . ? C15 C22 C26 C27 -0.3(3) . . . . ? C12 C25 C26 C22 -2.4(2) . . . . ? C21 C25 C26 C22 178.91(16) . . . . ? C12 C25 C26 C27 178.58(16) . . . . ? C21 C25 C26 C27 -0.1(2) . . . . ? C19 C24 C27 C26 178.77(17) . . . . ? C20 C24 C27 C26 -0.4(3) . . . . ? C19 C24 C27 C23 0.1(3) . . . . ? C20 C24 C27 C23 -179.03(17) . . . . ? C22 C26 C27 C24 -178.55(17) . . . . ? C25 C26 C27 C24 0.5(3) . . . . ? C22 C26 C27 C23 0.1(3) . . . . ? C25 C26 C27 C23 179.16(16) . . . . ? C17 C23 C27 C24 0.4(3) . . . . ? C16 C23 C27 C24 178.51(17) . . . . ? C17 C23 C27 C26 -178.28(17) . . . . ? C16 C23 C27 C26 -0.1(3) . . . . ? _database_code_depnum_ccdc_archive 'CCDC 927590' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_i14211 #TrackingRef 'i14211.cif' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C48 H30 N2' _chemical_formula_sum 'C48 H30 N2' _chemical_formula_weight 634.74 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' 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 8.1522(2) _cell_length_b 26.7993(7) _cell_length_c 16.6605(4) _cell_angle_alpha 90 _cell_angle_beta 95.2500(10) _cell_angle_gamma 90 _cell_volume 3624.60(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100.00(10) _cell_measurement_reflns_used 9977 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 27.21 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS, 1996' _exptl_absorpt_correction_T_min 0.9736 _exptl_absorpt_correction_T_max 0.9801 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100.00(10) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_unetI/netI 0.0528 _diffrn_reflns_number 31159 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.1 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.991 _reflns_number_total 7944 _reflns_number_gt 4663 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0857P)^2^+0.4708P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7944 _refine_ls_number_parameters 390 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1076 _refine_ls_R_factor_gt 0.0683 _refine_ls_wR_factor_ref 0.1977 _refine_ls_wR_factor_gt 0.1814 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.141 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.444 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.049 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N1 N 0.8395(3) 0.14815(7) 0.21620(12) 0.0393(5) Uani 1 1 d . B . N4 N 0.6928(2) 0.07518(7) 0.30722(11) 0.0299(4) Uani 1 1 d . . . C2 C 0.8016(4) 0.10415(10) 0.18609(15) 0.0469(7) Uani 1 1 d . . . C3 C 0.7267(3) 0.06676(9) 0.23255(14) 0.0382(6) Uani 1 1 d . A . C5 C 0.7268(3) 0.12156(8) 0.33883(13) 0.0264(5) Uani 1 1 d . B . C6 C 0.6864(3) 0.13338(8) 0.41790(13) 0.0251(5) Uani 1 1 d . . . C7 C 0.7279(3) 0.17993(8) 0.44722(14) 0.0304(5) Uani 1 1 d . . . H7 H 0.7022 0.1884 0.5 0.036 Uiso 1 1 calc R . . C8 C 0.8067(3) 0.21548(8) 0.40253(14) 0.0310(5) Uani 1 1 d . . . H8 H 0.8355 0.2469 0.4264 0.037 Uiso 1 1 calc R . . C9 C 0.8432(3) 0.20614(8) 0.32549(13) 0.0286(5) Uani 1 1 d . B . C10 C 0.8028(3) 0.15835(8) 0.29296(14) 0.0288(5) Uani 1 1 d . . . C23 C 0.5997(3) 0.09788(7) 0.46896(13) 0.0253(5) Uani 1 1 d . . . C24 C 0.3435(3) 0.10172(8) 0.37569(15) 0.0322(5) Uani 1 1 d . . . H24 H 0.3954 0.1229 0.34 0.039 Uiso 1 1 calc R . . C25 C 0.1834(3) 0.08860(9) 0.35776(16) 0.0368(6) Uani 1 1 d . . . H25 H 0.1257 0.1004 0.3093 0.044 Uiso 1 1 calc R . . C26 C 0.1014(3) 0.05769(9) 0.40996(16) 0.0360(6) Uani 1 1 d . . . H26 H -0.0104 0.0487 0.3963 0.043 Uiso 1 1 calc R . . C27 C 0.1818(3) 0.04092(8) 0.47929(15) 0.0325(6) Uani 1 1 d . . . H27 H 0.1253 0.0204 0.5142 0.039 Uiso 1 1 calc R . . C28 C 0.4304(3) 0.03795(8) 0.57350(14) 0.0306(5) Uani 1 1 d . . . H28 H 0.374 0.017 0.6079 0.037 Uiso 1 1 calc R . . C29 C 0.6708(3) 0.03869(8) 0.67333(14) 0.0327(5) Uani 1 1 d . . . H29 H 0.6133 0.0189 0.7088 0.039 Uiso 1 1 calc R . . C30 C 0.8260(3) 0.05329(9) 0.69652(15) 0.0367(6) Uani 1 1 d . . . H30 H 0.8753 0.0448 0.7486 0.044 Uiso 1 1 calc R . . C31 C 0.9163(3) 0.08147(8) 0.64283(14) 0.0325(5) Uani 1 1 d . . . H31 H 1.0268 0.0909 0.6587 0.039 Uiso 1 1 calc R . . C32 C 0.8455(3) 0.09487(8) 0.56938(14) 0.0299(5) Uani 1 1 d . . . H32 H 0.9082 0.1134 0.5343 0.036 Uiso 1 1 calc R . . C33 C 0.4346(3) 0.08431(8) 0.44685(13) 0.0258(5) Uani 1 1 d . . . C34 C 0.3501(3) 0.05349(8) 0.50088(13) 0.0271(5) Uani 1 1 d . . . C35 C 0.5911(3) 0.05222(8) 0.59709(13) 0.0290(5) Uani 1 1 d . . . C36 C 0.6797(3) 0.08208(8) 0.54305(13) 0.0266(5) Uani 1 1 d . . . C37 C 0.9284(3) 0.24413(8) 0.27871(14) 0.0285(5) Uani 1 1 d . . . C38 C 0.6773(3) 0.25625(9) 0.18321(14) 0.0347(6) Uani 1 1 d . . . H38 H 0.619 0.2321 0.2112 0.042 Uiso 1 1 calc R B . C39 C 0.6009(3) 0.27927(9) 0.11744(15) 0.0390(6) Uani 1 1 d . B . H39 H 0.4903 0.2709 0.0997 0.047 Uiso 1 1 calc R . . C40 C 0.6841(3) 0.31548(9) 0.07524(14) 0.0361(6) Uani 1 1 d . . . H40 H 0.6296 0.3311 0.029 0.043 Uiso 1 1 calc R B . C41 C 0.8409(3) 0.32816(9) 0.10009(15) 0.0375(6) Uani 1 1 d . B . H41 H 0.8948 0.353 0.0714 0.045 Uiso 1 1 calc R . . C42 C 1.0888(3) 0.31739(9) 0.19405(15) 0.0346(6) Uani 1 1 d . B . H42 H 1.1424 0.3425 0.1657 0.042 Uiso 1 1 calc R . . C43 C 1.3431(3) 0.30584(10) 0.28305(17) 0.0420(6) Uani 1 1 d . B . H43 H 1.3972 0.331 0.2551 0.05 Uiso 1 1 calc R . . C44 C 1.4264(3) 0.28153(10) 0.34446(18) 0.0462(7) Uani 1 1 d . . . H44 H 1.5389 0.2893 0.359 0.055 Uiso 1 1 calc R . . C45 C 1.3480(3) 0.24454(10) 0.38751(18) 0.0453(7) Uani 1 1 d . B . H45 H 1.4081 0.2279 0.4311 0.054 Uiso 1 1 calc R . . C46 C 1.1884(3) 0.23244(9) 0.36753(16) 0.0392(6) Uani 1 1 d . . . H46 H 1.1384 0.2074 0.3974 0.047 Uiso 1 1 calc R B . C47 C 0.8444(3) 0.26775(8) 0.21105(13) 0.0277(5) Uani 1 1 d . B . C48 C 0.9274(3) 0.30504(8) 0.16864(14) 0.0304(5) Uani 1 1 d . . . C49 C 1.1742(3) 0.29450(9) 0.25900(15) 0.0339(6) Uani 1 1 d . . . C50 C 1.0931(3) 0.25670(8) 0.30205(15) 0.0328(5) Uani 1 1 d . B . C17 C 0.6971(8) 0.01594(18) 0.1990(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1 C18 C 0.6055(7) 0.01033(14) 0.1250(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1 H18 H 0.5713 0.0389 0.0941 0.057 Uiso 0.521(6) 1 calc PR A 1 C19 C 0.5641(7) -0.03711(15) 0.0961(2) 0.0475(5) Uani 0.521(6) 1 d PG A 1 H19 H 0.5015 -0.0409 0.0455 0.057 Uiso 0.521(6) 1 calc PR A 1 C20 C 0.6142(7) -0.07893(14) 0.1412(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1 H20 H 0.5858 -0.1113 0.1215 0.057 Uiso 0.521(6) 1 calc PR A 1 C21 C 0.7058(8) -0.07331(19) 0.2152(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1 H21 H 0.74 -0.1019 0.2461 0.057 Uiso 0.521(6) 1 calc PR A 1 C22 C 0.7472(9) -0.0259(2) 0.2441(3) 0.0475(5) Uani 0.521(6) 1 d PG A 1 H22 H 0.8098 -0.022 0.2947 0.057 Uiso 0.521(6) 1 calc PR A 1 C17' C 0.6640(8) 0.0167(2) 0.1992(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2 C18' C 0.5374(8) 0.01332(15) 0.1376(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2 H18' H 0.4902 0.0428 0.1138 0.057 Uiso 0.479(6) 1 calc PR A 2 C19' C 0.4798(7) -0.03317(16) 0.1110(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2 H19' H 0.3933 -0.0355 0.0689 0.057 Uiso 0.479(6) 1 calc PR A 2 C20' C 0.5489(7) -0.07632(15) 0.1459(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2 H20' H 0.5096 -0.1081 0.1276 0.057 Uiso 0.479(6) 1 calc PR A 2 C21' C 0.6755(8) -0.0730(2) 0.2074(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2 H21' H 0.7227 -0.1025 0.2313 0.057 Uiso 0.479(6) 1 calc PR A 2 C22' C 0.7330(9) -0.0265(3) 0.2341(3) 0.0475(5) Uani 0.479(6) 1 d PG A 2 H22' H 0.8196 -0.0242 0.2762 0.057 Uiso 0.479(6) 1 calc PR A 2 C11 C 0.8437(9) 0.0985(2) 0.1013(2) 0.0596(11) Uani 0.420(5) 1 d PG B 3 C12 C 0.7668(8) 0.1302(2) 0.0434(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3 H12 H 0.6858 0.1532 0.0579 0.072 Uiso 0.420(5) 1 calc PR B 3 C13 C 0.8083(8) 0.1282(2) -0.0356(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3 H13 H 0.7557 0.1499 -0.0751 0.072 Uiso 0.420(5) 1 calc PR B 3 C14 C 0.9268(9) 0.0946(2) -0.0568(2) 0.0596(11) Uani 0.420(5) 1 d PG B 3 H14 H 0.9551 0.0932 -0.1108 0.072 Uiso 0.420(5) 1 calc PR B 3 C15 C 1.0037(9) 0.06291(18) 0.0011(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3 H15 H 1.0847 0.0399 -0.0134 0.072 Uiso 0.420(5) 1 calc PR B 3 C16 C 0.9622(9) 0.0649(2) 0.0801(3) 0.0596(11) Uani 0.420(5) 1 d PG B 3 H16 H 1.0147 0.0432 0.1196 0.072 Uiso 0.420(5) 1 calc PR B 3 C11' C 0.8844(11) 0.0928(3) 0.1087(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4 C12' C 0.8138(10) 0.1157(3) 0.0390(4) 0.0596(11) Uani 0.317(4) 1 d PG B 4 H12' H 0.721 0.1369 0.0414 0.072 Uiso 0.317(4) 1 calc PR B 4 C13' C 0.8790(10) 0.1075(3) -0.0341(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4 H13' H 0.8307 0.1232 -0.0817 0.072 Uiso 0.317(4) 1 calc PR B 4 C14' C 1.0147(11) 0.0765(3) -0.0375(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4 H14' H 1.0592 0.0709 -0.0875 0.072 Uiso 0.317(4) 1 calc PR B 4 C15' C 1.0853(10) 0.0536(2) 0.0321(4) 0.0596(11) Uani 0.317(4) 1 d PG B 4 H15' H 1.1781 0.0324 0.0297 0.072 Uiso 0.317(4) 1 calc PR B 4 C16' C 1.0202(11) 0.0617(3) 0.1052(3) 0.0596(11) Uani 0.317(4) 1 d PG B 4 H16' H 1.0684 0.0461 0.1528 0.072 Uiso 0.317(4) 1 calc PR B 4 C11" C 0.7830(14) 0.0982(3) 0.0942(4) 0.0596(11) Uani 0.245(3) 1 d PG B 5 C12" C 0.7332(16) 0.1387(3) 0.0459(5) 0.0596(11) Uani 0.245(3) 1 d PG B 5 H12" H 0.6938 0.1681 0.0695 0.072 Uiso 0.245(3) 1 calc PR B 5 C13" C 0.7410(14) 0.1361(3) -0.0370(5) 0.0596(11) Uani 0.245(3) 1 d PG B 5 H13" H 0.7069 0.1638 -0.0701 0.072 Uiso 0.245(3) 1 calc PR B 5 C14" C 0.7986(13) 0.0931(3) -0.0716(3) 0.0596(11) Uani 0.245(3) 1 d PG B 5 H14" H 0.804 0.0914 -0.1282 0.072 Uiso 0.245(3) 1 calc PR B 5 C15" C 0.8485(13) 0.0526(2) -0.0232(4) 0.0596(11) Uani 0.245(3) 1 d PG B 5 H15" H 0.8879 0.0232 -0.0469 0.072 Uiso 0.245(3) 1 calc PR B 5 C16" C 0.8407(13) 0.0551(3) 0.0597(4) 0.0596(11) Uani 0.245(3) 1 d PG B 5 H16" H 0.8747 0.0275 0.0927 0.072 Uiso 0.245(3) 1 calc PR B 5 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 N1 0.0572(14) 0.0308(11) 0.0314(12) 0.0058(9) 0.0113(10) -0.0007(10) N4 0.0366(11) 0.0254(10) 0.0278(11) 0.0020(8) 0.0022(8) 0.0008(8) C2 0.081(2) 0.0342(15) 0.0273(14) 0.0024(11) 0.0127(13) -0.0052(14) C3 0.0596(17) 0.0290(13) 0.0266(13) 0.0027(10) 0.0064(12) -0.0004(12) C5 0.0287(11) 0.0238(11) 0.0269(12) 0.0035(9) 0.0033(9) 0.0018(9) C6 0.0245(11) 0.0230(11) 0.0279(12) 0.0023(9) 0.0024(9) -0.0005(9) C7 0.0361(13) 0.0280(12) 0.0280(12) 0.0016(10) 0.0083(10) -0.0013(10) C8 0.0334(12) 0.0236(12) 0.0359(13) 0.0046(10) 0.0029(10) -0.0025(10) C9 0.0298(12) 0.0271(12) 0.0286(12) 0.0056(9) 0.0016(9) 0.0008(9) C10 0.0321(12) 0.0289(12) 0.0256(12) 0.0049(9) 0.0032(10) 0.0002(10) C23 0.0305(11) 0.0173(10) 0.0293(12) 0.0007(9) 0.0090(9) -0.0011(9) C24 0.0341(13) 0.0263(12) 0.0370(14) 0.0011(10) 0.0077(10) -0.0001(10) C25 0.0360(13) 0.0340(13) 0.0399(15) -0.0006(11) 0.0013(11) 0.0017(11) C26 0.0262(12) 0.0321(13) 0.0506(16) -0.0062(11) 0.0078(11) -0.0023(10) C27 0.0335(13) 0.0269(12) 0.0386(14) -0.0063(10) 0.0124(11) -0.0030(10) C28 0.0387(13) 0.0212(11) 0.0340(13) -0.0033(9) 0.0150(11) -0.0059(10) C29 0.0410(14) 0.0280(12) 0.0309(13) -0.0008(10) 0.0129(11) 0.0034(10) C30 0.0470(15) 0.0322(13) 0.0308(13) 0.0004(10) 0.0038(11) 0.0074(11) C31 0.0342(12) 0.0306(13) 0.0326(13) -0.0006(10) 0.0032(10) 0.0030(10) C32 0.0339(12) 0.0231(11) 0.0338(13) 0.0002(9) 0.0090(10) 0.0018(9) C33 0.0307(11) 0.0187(11) 0.0286(12) -0.0024(9) 0.0061(10) 0.0013(9) C34 0.0306(12) 0.0205(11) 0.0312(13) -0.0046(9) 0.0090(10) 0.0020(9) C35 0.0387(13) 0.0209(11) 0.0289(12) 0.0000(9) 0.0119(10) 0.0024(10) C36 0.0329(12) 0.0182(11) 0.0300(12) -0.0036(9) 0.0095(10) -0.0007(9) C37 0.0340(12) 0.0234(11) 0.0284(12) 0.0005(9) 0.0049(10) 0.0012(9) C38 0.0365(13) 0.0339(13) 0.0340(14) 0.0066(10) 0.0051(11) 0.0005(11) C39 0.0407(14) 0.0393(14) 0.0371(14) 0.0037(11) 0.0034(11) 0.0069(11) C40 0.0462(15) 0.0347(13) 0.0277(13) 0.0076(10) 0.0051(11) 0.0092(11) C41 0.0518(16) 0.0281(13) 0.0341(14) 0.0084(10) 0.0124(12) 0.0070(11) C42 0.0415(14) 0.0248(12) 0.0393(14) 0.0061(10) 0.0135(11) -0.0030(10) C43 0.0424(15) 0.0350(14) 0.0504(17) 0.0005(12) 0.0141(13) -0.0103(12) C44 0.0322(13) 0.0465(16) 0.0595(18) 0.0035(14) 0.0020(13) -0.0048(12) C45 0.0354(14) 0.0430(15) 0.0559(18) 0.0149(13) -0.0045(12) -0.0017(12) C46 0.0419(14) 0.0332(14) 0.0428(15) 0.0090(11) 0.0045(12) -0.0032(11) C47 0.0352(12) 0.0223(11) 0.0264(12) 0.0022(9) 0.0066(10) -0.0007(9) C48 0.0374(13) 0.0239(12) 0.0311(13) 0.0012(9) 0.0104(10) 0.0021(10) C49 0.0331(13) 0.0268(12) 0.0435(15) 0.0010(10) 0.0129(11) -0.0022(10) C50 0.0375(13) 0.0261(12) 0.0353(13) 0.0050(10) 0.0047(11) -0.0003(10) C17 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C18 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C19 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C20 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C21 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C22 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C17' 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C18' 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C19' 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C20' 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C21' 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C22' 0.0716(17) 0.0368(7) 0.0347(7) -0.0052(5) 0.0075(8) -0.0034(9) C11 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C12 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C13 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C14 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C15 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C16 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C11' 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C12' 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C13' 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C14' 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C15' 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C16' 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C11" 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C12" 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C13" 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C14" 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C15" 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) C16" 0.104(3) 0.0446(13) 0.0331(11) -0.0064(9) 0.0236(14) -0.0151(15) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N1 C2 1.307(3) . ? N1 C10 1.367(3) . ? N4 C3 1.318(3) . ? N4 C5 1.368(3) . ? C2 C3 1.436(3) . ? C2 C11 1.492(4) . ? C2 C11" 1.533(6) . ? C2 C11' 1.540(5) . ? C3 C17 1.484(4) . ? C3 C17' 1.523(5) . ? C5 C6 1.423(3) . ? C5 C10 1.424(3) . ? C6 C7 1.371(3) . ? C6 C23 1.496(3) . ? C7 C8 1.401(3) . ? C7 H7 0.95 . ? C8 C9 1.367(3) . ? C8 H8 0.95 . ? C9 C10 1.417(3) . ? C9 C37 1.492(3) . ? C23 C36 1.408(3) . ? C23 C33 1.410(3) . ? C24 C25 1.358(3) . ? C24 C33 1.419(3) . ? C24 H24 0.95 . ? C25 C26 1.413(3) . ? C25 H25 0.95 . ? C26 C27 1.352(3) . ? C26 H26 0.95 . ? C27 C34 1.426(3) . ? C27 H27 0.95 . ? C28 C34 1.386(3) . ? C28 C35 1.387(3) . ? C28 H28 0.95 . ? C29 C30 1.347(3) . ? C29 C35 1.420(3) . ? C29 H29 0.95 . ? C30 C31 1.426(3) . ? C30 H30 0.95 . ? C31 C32 1.353(3) . ? C31 H31 0.95 . ? C32 C36 1.424(3) . ? C32 H32 0.95 . ? C33 C34 1.443(3) . ? C35 C36 1.446(3) . ? C37 C50 1.404(3) . ? C37 C47 1.414(3) . ? C38 C39 1.358(3) . ? C38 C47 1.431(3) . ? C38 H38 0.95 . ? C39 C40 1.408(3) . ? C39 H39 0.95 . ? C40 C41 1.351(3) . ? C40 H40 0.95 . ? C41 C48 1.427(3) . ? C41 H41 0.95 . ? C42 C49 1.376(3) . ? C42 C48 1.385(3) . ? C42 H42 0.95 . ? C43 C44 1.344(4) . ? C43 C49 1.432(3) . ? C43 H43 0.95 . ? C44 C45 1.411(4) . ? C44 H44 0.95 . ? C45 C46 1.352(3) . ? C45 H45 0.95 . ? C46 C50 1.436(3) . ? C46 H46 0.95 . ? C47 C48 1.429(3) . ? C49 C50 1.437(3) . ? C17 C18 1.39 . ? C17 C22 1.39 . ? C18 C19 1.39 . ? C18 H18 0.95 . ? C19 C20 1.39 . ? C19 H19 0.95 . ? C20 C21 1.39 . ? C20 H20 0.95 . ? C21 C22 1.39 . ? C21 H21 0.95 . ? C22 H22 0.95 . ? C17' C18' 1.39 . ? C17' C22' 1.39 . ? C18' C19' 1.39 . ? C18' H18' 0.95 . ? C19' C20' 1.39 . ? C19' H19' 0.95 . ? C20' C21' 1.39 . ? C20' H20' 0.95 . ? C21' C22' 1.39 . ? C21' H21' 0.95 . ? C22' H22' 0.95 . ? C11 C12 1.39 . ? C11 C16 1.39 . ? C12 C13 1.39 . ? C12 H12 0.95 . ? C13 C14 1.39 . ? C13 H13 0.95 . ? C14 C15 1.39 . ? C14 H14 0.95 . ? C15 C16 1.39 . ? C15 H15 0.95 . ? C16 H16 0.95 . ? C11' C12' 1.39 . ? C11' C16' 1.39 . ? C12' C13' 1.39 . ? C12' H12' 0.95 . ? C13' C14' 1.39 . ? C13' H13' 0.95 . ? C14' C15' 1.39 . ? C14' H14' 0.95 . ? C15' C16' 1.39 . ? C15' H15' 0.95 . ? C16' H16' 0.95 . ? C11" C12" 1.39 . ? C11" C16" 1.39 . ? C12" C13" 1.39 . ? C12" H12" 0.95 . ? C13" C14" 1.39 . ? C13" H13" 0.95 . ? C14" C15" 1.39 . ? C14" H14" 0.95 . ? C15" C16" 1.39 . ? C15" H15" 0.95 . ? C16" H16" 0.95 . ? 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 N1 C10 118.4(2) . . ? C3 N4 C5 117.78(19) . . ? N1 C2 C3 121.3(2) . . ? N1 C2 C11 112.8(3) . . ? C3 C2 C11 125.9(3) . . ? N1 C2 C11" 118.4(4) . . ? C3 C2 C11" 117.2(4) . . ? C11 C2 C11" 18.9(5) . . ? N1 C2 C11' 113.2(4) . . ? C3 C2 C11' 123.6(4) . . ? C11 C2 C11' 14.1(5) . . ? C11" C2 C11' 32.2(5) . . ? N4 C3 C2 121.7(2) . . ? N4 C3 C17 118.2(3) . . ? C2 C3 C17 120.0(3) . . ? N4 C3 C17' 113.7(3) . . ? C2 C3 C17' 124.3(3) . . ? C17 C3 C17' 10.2(5) . . ? N4 C5 C6 120.18(19) . . ? N4 C5 C10 120.3(2) . . ? C6 C5 C10 119.5(2) . . ? C7 C6 C5 117.52(19) . . ? C7 C6 C23 119.35(19) . . ? C5 C6 C23 123.12(19) . . ? C6 C7 C8 122.7(2) . . ? C6 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? C9 C8 C7 121.6(2) . . ? C9 C8 H8 119.2 . . ? C7 C8 H8 119.2 . . ? C8 C9 C10 117.5(2) . . ? C8 C9 C37 121.1(2) . . ? C10 C9 C37 121.3(2) . . ? N1 C10 C9 118.38(19) . . ? N1 C10 C5 120.4(2) . . ? C9 C10 C5 121.2(2) . . ? C36 C23 C33 120.43(19) . . ? C36 C23 C6 118.99(19) . . ? C33 C23 C6 120.30(19) . . ? C25 C24 C33 121.2(2) . . ? C25 C24 H24 119.4 . . ? C33 C24 H24 119.4 . . ? C24 C25 C26 121.0(2) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C27 C26 C25 120.1(2) . . ? C27 C26 H26 120 . . ? C25 C26 H26 120 . . ? C26 C27 C34 121.1(2) . . ? C26 C27 H27 119.4 . . ? C34 C27 H27 119.4 . . ? C34 C28 C35 121.5(2) . . ? C34 C28 H28 119.2 . . ? C35 C28 H28 119.2 . . ? C30 C29 C35 121.6(2) . . ? C30 C29 H29 119.2 . . ? C35 C29 H29 119.2 . . ? C29 C30 C31 120.0(2) . . ? C29 C30 H30 120 . . ? C31 C30 H30 120 . . ? C32 C31 C30 120.4(2) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C31 C32 C36 122.0(2) . . ? C31 C32 H32 119 . . ? C36 C32 H32 119 . . ? C23 C33 C24 123.2(2) . . ? C23 C33 C34 118.9(2) . . ? C24 C33 C34 117.8(2) . . ? C28 C34 C27 121.0(2) . . ? C28 C34 C33 120.2(2) . . ? C27 C34 C33 118.8(2) . . ? C28 C35 C29 121.7(2) . . ? C28 C35 C36 119.3(2) . . ? C29 C35 C36 119.0(2) . . ? C23 C36 C32 123.3(2) . . ? C23 C36 C35 119.6(2) . . ? C32 C36 C35 117.1(2) . . ? C50 C37 C47 119.6(2) . . ? C50 C37 C9 119.9(2) . . ? C47 C37 C9 120.5(2) . . ? C39 C38 C47 121.1(2) . . ? C39 C38 H38 119.5 . . ? C47 C38 H38 119.5 . . ? C38 C39 C40 120.6(2) . . ? C38 C39 H39 119.7 . . ? C40 C39 H39 119.7 . . ? C41 C40 C39 120.4(2) . . ? C41 C40 H40 119.8 . . ? C39 C40 H40 119.8 . . ? C40 C41 C48 121.3(2) . . ? C40 C41 H41 119.3 . . ? C48 C41 H41 119.3 . . ? C49 C42 C48 122.1(2) . . ? C49 C42 H42 118.9 . . ? C48 C42 H42 118.9 . . ? C44 C43 C49 121.1(2) . . ? C44 C43 H43 119.4 . . ? C49 C43 H43 119.4 . . ? C43 C44 C45 120.4(2) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C46 C45 C44 120.9(2) . . ? C46 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C45 C46 C50 121.3(2) . . ? C45 C46 H46 119.3 . . ? C50 C46 H46 119.3 . . ? C37 C47 C48 119.4(2) . . ? C37 C47 C38 122.6(2) . . ? C48 C47 C38 118.0(2) . . ? C42 C48 C41 121.8(2) . . ? C42 C48 C47 119.7(2) . . ? C41 C48 C47 118.5(2) . . ? C42 C49 C43 122.0(2) . . ? C42 C49 C50 119.0(2) . . ? C43 C49 C50 119.0(2) . . ? C37 C50 C46 122.6(2) . . ? C37 C50 C49 120.2(2) . . ? C46 C50 C49 117.2(2) . . ? C18 C17 C22 120 . . ? C18 C17 C3 119.3(3) . . ? C22 C17 C3 120.4(3) . . ? C19 C18 C17 120 . . ? C19 C18 H18 120 . . ? C17 C18 H18 120 . . ? C20 C19 C18 120 . . ? C20 C19 H19 120 . . ? C18 C19 H19 120 . . ? C19 C20 C21 120 . . ? C19 C20 H20 120 . . ? C21 C20 H20 120 . . ? C20 C21 C22 120 . . ? C20 C21 H21 120 . . ? C22 C21 H21 120 . . ? C21 C22 C17 120 . . ? C21 C22 H22 120 . . ? C17 C22 H22 120 . . ? C18' C17' C22' 120 . . ? C18' C17' C3 121.9(4) . . ? C22' C17' C3 118.1(4) . . ? C19' C18' C17' 120 . . ? C19' C18' H18' 120 . . ? C17' C18' H18' 120 . . ? C20' C19' C18' 120 . . ? C20' C19' H19' 120 . . ? C18' C19' H19' 120 . . ? C19' C20' C21' 120 . . ? C19' C20' H20' 120 . . ? C21' C20' H20' 120 . . ? C22' C21' C20' 120 . . ? C22' C21' H21' 120 . . ? C20' C21' H21' 120 . . ? C21' C22' C17' 120 . . ? C21' C22' H22' 120 . . ? C17' C22' H22' 120 . . ? C12 C11 C16 120 . . ? C12 C11 C2 117.8(4) . . ? C16 C11 C2 122.1(4) . . ? C13 C12 C11 120 . . ? C13 C12 H12 120 . . ? C11 C12 H12 120 . . ? C14 C13 C12 120 . . ? C14 C13 H13 120 . . ? C12 C13 H13 120 . . ? C13 C14 C15 120 . . ? C13 C14 H14 120 . . ? C15 C14 H14 120 . . ? C16 C15 C14 120 . . ? C16 C15 H15 120 . . ? C14 C15 H15 120 . . ? C15 C16 C11 120 . . ? C15 C16 H16 120 . . ? C11 C16 H16 120 . . ? C12' C11' C16' 120 . . ? C12' C11' C2 115.6(5) . . ? C16' C11' C2 124.4(5) . . ? C13' C12' C11' 120 . . ? C13' C12' H12' 120 . . ? C11' C12' H12' 120 . . ? C14' C13' C12' 120 . . ? C14' C13' H13' 120 . . ? C12' C13' H13' 120 . . ? C13' C14' C15' 120 . . ? C13' C14' H14' 120 . . ? C15' C14' H14' 120 . . ? C16' C15' C14' 120 . . ? C16' C15' H15' 120 . . ? C14' C15' H15' 120 . . ? C15' C16' C11' 120 . . ? C15' C16' H16' 120 . . ? C11' C16' H16' 120 . . ? C12" C11" C16" 120 . . ? C12" C11" C2 119.6(5) . . ? C16" C11" C2 119.6(6) . . ? C11" C12" C13" 120 . . ? C11" C12" H12" 120 . . ? C13" C12" H12" 120 . . ? C12" C13" C14" 120 . . ? C12" C13" H13" 120 . . ? C14" C13" H13" 120 . . ? C15" C14" C13" 120 . . ? C15" C14" H14" 120 . . ? C13" C14" H14" 120 . . ? C14" C15" C16" 120 . . ? C14" C15" H15" 120 . . ? C16" C15" H15" 120 . . ? C15" C16" C11" 120 . . ? C15" C16" H16" 120 . . ? C11" C16" H16" 120 . . ? 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 C10 N1 C2 C3 -1.4(4) . . . . ? C10 N1 C2 C11 178.3(4) . . . . ? C10 N1 C2 C11" 158.3(5) . . . . ? C10 N1 C2 C11' -166.3(4) . . . . ? C5 N4 C3 C2 1.9(4) . . . . ? C5 N4 C3 C17 177.4(3) . . . . ? C5 N4 C3 C17' -172.3(3) . . . . ? N1 C2 C3 N4 0.1(4) . . . . ? C11 C2 C3 N4 -179.5(4) . . . . ? C11" C2 C3 N4 -159.8(5) . . . . ? C11' C2 C3 N4 163.5(5) . . . . ? N1 C2 C3 C17 -175.3(4) . . . . ? C11 C2 C3 C17 5.1(6) . . . . ? C11" C2 C3 C17 24.9(6) . . . . ? C11' C2 C3 C17 -11.9(6) . . . . ? N1 C2 C3 C17' 173.8(4) . . . . ? C11 C2 C3 C17' -5.9(6) . . . . ? C11" C2 C3 C17' 13.9(6) . . . . ? C11' C2 C3 C17' -22.9(6) . . . . ? C3 N4 C5 C6 177.4(2) . . . . ? C3 N4 C5 C10 -2.7(3) . . . . ? N4 C5 C6 C7 178.1(2) . . . . ? C10 C5 C6 C7 -1.9(3) . . . . ? N4 C5 C6 C23 -2.8(3) . . . . ? C10 C5 C6 C23 177.2(2) . . . . ? C5 C6 C7 C8 0.2(3) . . . . ? C23 C6 C7 C8 -178.9(2) . . . . ? C6 C7 C8 C9 1.8(4) . . . . ? C7 C8 C9 C10 -1.9(3) . . . . ? C7 C8 C9 C37 -179.5(2) . . . . ? C2 N1 C10 C9 -179.7(2) . . . . ? C2 N1 C10 C5 0.6(3) . . . . ? C8 C9 C10 N1 -179.5(2) . . . . ? C37 C9 C10 N1 -1.9(3) . . . . ? C8 C9 C10 C5 0.2(3) . . . . ? C37 C9 C10 C5 177.7(2) . . . . ? N4 C5 C10 N1 1.5(3) . . . . ? C6 C5 C10 N1 -178.6(2) . . . . ? N4 C5 C10 C9 -178.2(2) . . . . ? C6 C5 C10 C9 1.8(3) . . . . ? C7 C6 C23 C36 -62.2(3) . . . . ? C5 C6 C23 C36 118.7(2) . . . . ? C7 C6 C23 C33 111.8(2) . . . . ? C5 C6 C23 C33 -67.3(3) . . . . ? C33 C24 C25 C26 0.9(4) . . . . ? C24 C25 C26 C27 0.4(4) . . . . ? C25 C26 C27 C34 -0.6(3) . . . . ? C35 C29 C30 C31 -2.3(4) . . . . ? C29 C30 C31 C32 1.8(3) . . . . ? C30 C31 C32 C36 0.6(3) . . . . ? C36 C23 C33 C24 175.6(2) . . . . ? C6 C23 C33 C24 1.8(3) . . . . ? C36 C23 C33 C34 -0.8(3) . . . . ? C6 C23 C33 C34 -174.65(18) . . . . ? C25 C24 C33 C23 -178.4(2) . . . . ? C25 C24 C33 C34 -2.0(3) . . . . ? C35 C28 C34 C27 -176.4(2) . . . . ? C35 C28 C34 C33 1.4(3) . . . . ? C26 C27 C34 C28 177.3(2) . . . . ? C26 C27 C34 C33 -0.5(3) . . . . ? C23 C33 C34 C28 0.5(3) . . . . ? C24 C33 C34 C28 -176.1(2) . . . . ? C23 C33 C34 C27 178.40(19) . . . . ? C24 C33 C34 C27 1.8(3) . . . . ? C34 C28 C35 C29 176.5(2) . . . . ? C34 C28 C35 C36 -2.9(3) . . . . ? C30 C29 C35 C28 -178.9(2) . . . . ? C30 C29 C35 C36 0.5(3) . . . . ? C33 C23 C36 C32 -179.32(19) . . . . ? C6 C23 C36 C32 -5.4(3) . . . . ? C33 C23 C36 C35 -0.7(3) . . . . ? C6 C23 C36 C35 173.22(18) . . . . ? C31 C32 C36 C23 176.2(2) . . . . ? C31 C32 C36 C35 -2.4(3) . . . . ? C28 C35 C36 C23 2.6(3) . . . . ? C29 C35 C36 C23 -176.8(2) . . . . ? C28 C35 C36 C32 -178.72(19) . . . . ? C29 C35 C36 C32 1.8(3) . . . . ? C8 C9 C37 C50 68.1(3) . . . . ? C10 C9 C37 C50 -109.4(3) . . . . ? C8 C9 C37 C47 -111.7(3) . . . . ? C10 C9 C37 C47 70.8(3) . . . . ? C47 C38 C39 C40 -0.5(4) . . . . ? C38 C39 C40 C41 -0.6(4) . . . . ? C39 C40 C41 C48 0.8(4) . . . . ? C49 C43 C44 C45 -0.9(4) . . . . ? C43 C44 C45 C46 0.6(4) . . . . ? C44 C45 C46 C50 -0.1(4) . . . . ? C50 C37 C47 C48 -1.6(3) . . . . ? C9 C37 C47 C48 178.24(19) . . . . ? C50 C37 C47 C38 179.1(2) . . . . ? C9 C37 C47 C38 -1.1(3) . . . . ? C39 C38 C47 C37 -179.3(2) . . . . ? C39 C38 C47 C48 1.4(3) . . . . ? C49 C42 C48 C41 -178.6(2) . . . . ? C49 C42 C48 C47 0.6(4) . . . . ? C40 C41 C48 C42 179.3(2) . . . . ? C40 C41 C48 C47 0.1(3) . . . . ? C37 C47 C48 C42 0.3(3) . . . . ? C38 C47 C48 C42 179.7(2) . . . . ? C37 C47 C48 C41 179.5(2) . . . . ? C38 C47 C48 C41 -1.1(3) . . . . ? C48 C42 C49 C43 177.3(2) . . . . ? C48 C42 C49 C50 -0.2(4) . . . . ? C44 C43 C49 C42 -177.1(2) . . . . ? C44 C43 C49 C50 0.5(4) . . . . ? C47 C37 C50 C46 -176.8(2) . . . . ? C9 C37 C50 C46 3.4(3) . . . . ? C47 C37 C50 C49 2.0(3) . . . . ? C9 C37 C50 C49 -177.8(2) . . . . ? C45 C46 C50 C37 178.5(2) . . . . ? C45 C46 C50 C49 -0.3(4) . . . . ? C42 C49 C50 C37 -1.1(3) . . . . ? C43 C49 C50 C37 -178.7(2) . . . . ? C42 C49 C50 C46 177.7(2) . . . . ? C43 C49 C50 C46 0.1(3) . . . . ? N4 C3 C17 C18 128.9(4) . . . . ? C2 C3 C17 C18 -55.6(5) . . . . ? C17' C3 C17 C18 62(2) . . . . ? N4 C3 C17 C22 -45.3(4) . . . . ? C2 C3 C17 C22 130.3(3) . . . . ? C17' C3 C17 C22 -112(2) . . . . ? C22 C17 C18 C19 0 . . . . ? C3 C17 C18 C19 -174.2(4) . . . . ? C17 C18 C19 C20 0 . . . . ? C18 C19 C20 C21 0 . . . . ? C19 C20 C21 C22 0 . . . . ? C20 C21 C22 C17 0 . . . . ? C18 C17 C22 C21 0 . . . . ? C3 C17 C22 C21 174.1(4) . . . . ? N4 C3 C17' C18' 111.8(4) . . . . ? C2 C3 C17' C18' -62.2(6) . . . . ? C17 C3 C17' C18' -130(3) . . . . ? N4 C3 C17' C22' -65.9(4) . . . . ? C2 C3 C17' C22' 120.0(3) . . . . ? C17 C3 C17' C22' 52(2) . . . . ? C22' C17' C18' C19' 0 . . . . ? C3 C17' C18' C19' -177.7(5) . . . . ? C17' C18' C19' C20' 0 . . . . ? C18' C19' C20' C21' 0 . . . . ? C19' C20' C21' C22' 0 . . . . ? C20' C21' C22' C17' 0 . . . . ? C18' C17' C22' C21' 0 . . . . ? C3 C17' C22' C21' 177.8(4) . . . . ? N1 C2 C11 C12 -61.4(5) . . . . ? C3 C2 C11 C12 118.3(4) . . . . ? C11" C2 C11 C12 49.9(15) . . . . ? C11' C2 C11 C12 -156(2) . . . . ? N1 C2 C11 C16 115.1(4) . . . . ? C3 C2 C11 C16 -65.2(6) . . . . ? C11" C2 C11 C16 -133.6(18) . . . . ? C11' C2 C11 C16 20.7(19) . . . . ? C16 C11 C12 C13 0 . . . . ? C2 C11 C12 C13 176.6(6) . . . . ? C11 C12 C13 C14 0 . . . . ? C12 C13 C14 C15 0 . . . . ? C13 C14 C15 C16 0 . . . . ? C14 C15 C16 C11 0 . . . . ? C12 C11 C16 C15 0 . . . . ? C2 C11 C16 C15 -176.4(6) . . . . ? N1 C2 C11' C12' -77.3(5) . . . . ? C3 C2 C11' C12' 118.2(4) . . . . ? C11 C2 C11' C12' 14.4(19) . . . . ? C11" C2 C11' C12' 29.7(7) . . . . ? N1 C2 C11' C16' 103.2(5) . . . . ? C3 C2 C11' C16' -61.4(7) . . . . ? C11 C2 C11' C16' -165(3) . . . . ? C11" C2 C11' C16' -149.9(10) . . . . ? C16' C11' C12' C13' 0 . . . . ? C2 C11' C12' C13' -179.6(7) . . . . ? C11' C12' C13' C14' 0 . . . . ? C12' C13' C14' C15' 0 . . . . ? C13' C14' C15' C16' 0 . . . . ? C14' C15' C16' C11' 0 . . . . ? C12' C11' C16' C15' 0 . . . . ? C2 C11' C16' C15' 179.6(7) . . . . ? N1 C2 C11" C12" -28.7(7) . . . . ? C3 C2 C11" C12" 131.8(5) . . . . ? C11 C2 C11" C12" -106.1(16) . . . . ? C11' C2 C11" C12" -117.6(10) . . . . ? N1 C2 C11" C16" 141.1(5) . . . . ? C3 C2 C11" C16" -58.4(8) . . . . ? C11 C2 C11" C16" 63.7(14) . . . . ? C11' C2 C11" C16" 52.2(8) . . . . ? C16" C11" C12" C13" 0 . . . . ? C2 C11" C12" C13" 169.8(8) . . . . ? C11" C12" C13" C14" 0 . . . . ? C12" C13" C14" C15" 0 . . . . ? C13" C14" C15" C16" 0 . . . . ? C14" C15" C16" C11" 0 . . . . ? C12" C11" C16" C15" 0 . . . . ? C2 C11" C16" C15" -169.8(8) . . . . ? # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.261 0.172 0.102 103 43 ' ' 2 -0.261 0.828 0.898 103 43 ' ' 3 0.239 0.672 0.398 103 43 ' ' 4 0.761 0.328 0.602 103 43 ' ' _platon_squeeze_details ; ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF _database_code_depnum_ccdc_archive 'CCDC 927591'