# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 1145 _publ_requested_journal 'Journal of Materials Chemistry' loop_ _publ_author_name 'Kennedy, Alan R.' 'Brown, Bev' 'David, William' 'Shankland, Kenneth' 'Smith, W. Ewen' 'Tackley, Daniel R.' 'Teat, Simon J.' _publ_contact_author_name 'Dr Alan R Kennedy' _publ_contact_author_address ; Dr Alan R Kennedy Department of Pure & Applied Chemistry University of Strathclyde Glasgow Scotland G1 1XL UNITED KINGDOM ; _publ_contact_author_email 'A.R.KENNEDY@STRATH.AC.UK' _publ_section_title ; Tetra-aryl biphenyl diamine hole transport materials: A structural study utilizing both single crystal and high resolution powder diffraction ; data_str63 _database_code_CSD 174279 _publ_requested_journal 'J. Mater. Chem.' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H32 N2' _chemical_formula_weight 516.66 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' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.068(2) _cell_length_b 14.472(2) _cell_length_c 17.820(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2854.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8700 _cell_measurement_theta_min 3.17 _cell_measurement_theta_max 25.69 _exptl_crystal_description tabular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.060 _exptl_crystal_size_min 0.060 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS - see comment below' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; A standard Station 9.8 experiment was performed. For further details see Clegg et al. J. Chem. Soc. Dalton Trans. 1998, 3037. Decay of the incident beam was corrected using SADABS (Sheldrick 1997, a program for Scaling and Correction of Area Detector Data) which concurrently corrects for the relatively minor effects of crystal decay and absorption. The figure given in _diffrn_standards_decay_% is largely due to beam decay. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.6892 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Station 9.8, Daresbury SRS' _diffrn_radiation_monochromator Si111 _diffrn_measurement_device_type 'Brucker SMART CCD' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% '26.7 see comment above' _diffrn_reflns_number 12992 _diffrn_reflns_av_R_equivalents 0.0708 _diffrn_reflns_av_sigmaI/netI 0.0699 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 23.00 _reflns_number_total 4344 _reflns_number_gt 3405 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Siemens, 1995)' _computing_cell_refinement 'local program' _computing_data_reduction 'SAINT (Siemens, 1995)' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Despite using the intensity of a synchrotron source, there was little strong high angle diffraction. Thus a cut off was applied to all data above two theta = 46 degrees. One disordered H atom (that which shares a site with C38) was not included in the final model. 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 ' w=1/[\s^2^(Fo^2^)+(0.0616P)^2^+1.5469P] 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 0.019(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4344 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0868 _refine_ls_R_factor_gt 0.0668 _refine_ls_wR_factor_ref 0.1561 _refine_ls_wR_factor_gt 0.1485 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.006 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.7352(3) 0.3207(2) -0.20037(16) 0.0457(9) Uani 1 d . . . N2 N 0.7634(3) 0.1062(2) 0.33034(16) 0.0429(8) Uani 1 d . . . C1 C 0.7405(4) 0.2875(3) -0.1260(2) 0.0405(10) Uani 1 d . . . C2 C 0.8146(4) 0.3285(3) -0.0734(2) 0.0427(10) Uani 1 d . . . H2 H 0.8630 0.3799 -0.0873 0.051 Uiso 1 calc R . . C3 C 0.8190(4) 0.2953(3) -0.0005(2) 0.0398(10) Uani 1 d . . . H3 H 0.8714 0.3242 0.0346 0.048 Uiso 1 calc R . . C4 C 0.7494(4) 0.2215(2) 0.0225(2) 0.0351(9) Uani 1 d . . . C5 C 0.6740(4) 0.1797(3) -0.0308(2) 0.0389(9) Uani 1 d . . . H5 H 0.6248 0.1288 -0.0168 0.047 Uiso 1 calc R . . C6 C 0.6711(4) 0.2125(3) -0.1035(2) 0.0410(10) Uani 1 d . . . H6 H 0.6203 0.1829 -0.1392 0.049 Uiso 1 calc R . . C7 C 0.7542(4) 0.1887(3) 0.10188(18) 0.0354(9) Uani 1 d . . . C8 C 0.8600(4) 0.1913(3) 0.1433(2) 0.0365(9) Uani 1 d . . . H8 H 0.9320 0.2125 0.1200 0.044 Uiso 1 calc R . . C9 C 0.8642(3) 0.1642(3) 0.2175(2) 0.0383(9) Uani 1 d . . . H9 H 0.9382 0.1675 0.2443 0.046 Uiso 1 calc R . . C10 C 0.7602(3) 0.1317(2) 0.25334(19) 0.0350(9) Uani 1 d . . . C11 C 0.6537(4) 0.1283(3) 0.2127(2) 0.0407(10) Uani 1 d . . . H11 H 0.5817 0.1065 0.2357 0.049 Uiso 1 calc R . . C12 C 0.6517(4) 0.1567(3) 0.1385(2) 0.0420(10) Uani 1 d . . . H12 H 0.5775 0.1543 0.1117 0.050 Uiso 1 calc R . . C13 C 0.8713(3) 0.0747(3) 0.3649(2) 0.0393(10) Uani 1 d . . . C14 C 0.9459(4) 0.0119(3) 0.3291(2) 0.0422(10) Uani 1 d . . . H14 H 0.9263 -0.0108 0.2806 0.051 Uiso 1 calc R . . C15 C 1.0509(4) -0.0175(3) 0.3659(3) 0.0529(12) Uani 1 d . . . H15 H 1.1034 -0.0603 0.3420 0.064 Uiso 1 calc R . . C16 C 1.0787(4) 0.0149(4) 0.4362(3) 0.0619(14) Uani 1 d . . . H16 H 1.1510 -0.0047 0.4600 0.074 Uiso 1 calc R . . C17 C 1.0031(4) 0.0751(4) 0.4721(3) 0.0599(13) Uani 1 d . . . C18 C 0.9007(4) 0.1054(3) 0.4361(3) 0.0542(12) Uani 1 d . . . H18 H 0.8491 0.1483 0.4606 0.065 Uiso 1 calc R . . C19 C 0.6549(3) 0.1035(3) 0.3725(2) 0.0416(10) Uani 1 d . . . C20 C 0.6242(4) 0.0235(3) 0.4087(2) 0.0507(11) Uani 1 d . . . H20 H 0.6766 -0.0283 0.4053 0.061 Uiso 1 calc R . . C21 C 0.5175(4) 0.0160(4) 0.4505(3) 0.0605(13) Uani 1 d . . . C22 C 0.4443(4) 0.0931(5) 0.4543(3) 0.0678(15) Uani 1 d . . . H22 H 0.3707 0.0899 0.4816 0.081 Uiso 1 calc R . . C23 C 0.4756(4) 0.1744(4) 0.4194(3) 0.0664(14) Uani 1 d . . . H23 H 0.4247 0.2270 0.4236 0.080 Uiso 1 calc R . . C24 C 0.5803(4) 0.1793(4) 0.3786(2) 0.0563(12) Uani 1 d . . . H24 H 0.6016 0.2355 0.3544 0.068 Uiso 1 calc R . . C25 C 0.4803(7) -0.0714(6) 0.4828(4) 0.077(3) Uani 0.704(12) d P A 1 H25A H 0.3919 -0.0742 0.4846 0.115 Uiso 0.704(12) calc PR A 1 H25B H 0.5128 -0.0767 0.5338 0.115 Uiso 0.704(12) calc PR A 1 H25C H 0.5111 -0.1222 0.4519 0.115 Uiso 0.704(12) calc PR A 1 C25A C 1.0459(17) 0.0912(13) 0.5418(10) 0.071(6) Uiso 0.296(12) d P A 2 H25D H 1.1265 0.0639 0.5468 0.107 Uiso 0.296(12) calc PR A 2 H25E H 0.9914 0.0635 0.5789 0.107 Uiso 0.296(12) calc PR A 2 H25F H 1.0509 0.1580 0.5504 0.107 Uiso 0.296(12) calc PR A 2 C26 C 0.7377(4) 0.2584(3) -0.2617(2) 0.0474(11) Uani 1 d . . . C27 C 0.6739(4) 0.2779(3) -0.3259(2) 0.0512(11) Uani 1 d . . . H27 H 0.6308 0.3344 -0.3307 0.061 Uiso 1 calc R . . C28 C 0.6735(6) 0.2113(5) -0.3856(3) 0.0797(18) Uani 1 d . . . H28 H 0.6336 0.2308 -0.4300 0.096 Uiso 1 calc R B 1 C29 C 0.7137(12) 0.1383(8) -0.3881(6) 0.047(3) Uiso 0.52(2) d P C 1 H29 H 0.7011 0.0979 -0.4294 0.056 Uiso 0.52(2) calc PR C 1 C30 C 0.7852(9) 0.1129(6) -0.3232(6) 0.036(3) Uiso 0.52(2) d P C 1 H30 H 0.8221 0.0536 -0.3220 0.043 Uiso 0.52(2) calc PR C 1 C29A C 0.7596(12) 0.1243(7) -0.3691(7) 0.046(3) Uiso 0.48(2) d P C 2 H29A H 0.7596 0.0752 -0.4045 0.055 Uiso 0.48(2) calc PR C 2 C30A C 0.8381(18) 0.1156(9) -0.3033(8) 0.075(5) Uiso 0.48(2) d P C 2 H30A H 0.9020 0.0725 -0.2966 0.090 Uiso 0.48(2) calc PR C 2 C31 C 0.8036(6) 0.1775(3) -0.2567(3) 0.0757(17) Uani 1 d . . . H31 H 0.8554 0.1636 -0.2157 0.091 Uiso 1 calc R D 1 C32 C 0.7491(4) 0.4171(3) -0.2139(2) 0.0482(11) Uani 1 d . . . C33 C 0.6793(6) 0.4790(3) -0.1750(3) 0.0709(15) Uani 1 d . . . H33 H 0.6201 0.4589 -0.1400 0.085 Uiso 1 calc R . . C34 C 0.6997(6) 0.5778(4) -0.1898(3) 0.0746(17) Uani 1 d . . . C35 C 0.7875(5) 0.6019(4) -0.2408(3) 0.0651(14) Uani 1 d . . . H35 H 0.8022 0.6657 -0.2492 0.078 Uiso 1 calc R . . C36 C 0.8518(5) 0.5419(4) -0.2785(3) 0.0672(14) Uani 1 d . . . H36 H 0.9100 0.5621 -0.3141 0.081 Uiso 1 calc R . . C37 C 0.8341(4) 0.4496(3) -0.2658(3) 0.0567(12) Uani 1 d . . . H37 H 0.8810 0.4061 -0.2931 0.068 Uiso 1 calc R . . C38A C 0.654(3) 0.6513(13) -0.1377(12) 0.050(9) Uiso 0.28(4) d P E 2 H38D H 0.7211 0.6739 -0.1066 0.075 Uiso 0.28(4) calc PR E 2 H38E H 0.5911 0.6255 -0.1053 0.075 Uiso 0.28(4) calc PR E 2 H38F H 0.6208 0.7026 -0.1670 0.075 Uiso 0.28(4) calc PR E 2 C38 C 0.606(2) 0.6334(11) -0.1571(11) 0.125(5) Uiso 0.72(4) d P E 1 H38A H 0.6010 0.6209 -0.1032 0.187 Uiso 0.72(4) calc PR E 1 H38B H 0.5284 0.6184 -0.1808 0.187 Uiso 0.72(4) calc PR E 1 H38C H 0.6241 0.6990 -0.1652 0.187 Uiso 0.72(4) calc PR E 1 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 0.063(2) 0.0312(18) 0.0426(18) 0.0048(15) -0.0058(17) 0.0097(18) N2 0.0306(18) 0.058(2) 0.0401(18) 0.0047(15) 0.0069(15) 0.0093(17) C1 0.042(2) 0.035(2) 0.044(2) -0.0005(17) -0.008(2) 0.016(2) C2 0.041(2) 0.035(2) 0.052(2) 0.0082(19) -0.006(2) -0.002(2) C3 0.035(2) 0.039(2) 0.046(2) -0.0017(18) -0.0085(18) 0.0019(19) C4 0.0282(19) 0.029(2) 0.048(2) 0.0043(16) -0.0034(18) 0.0045(19) C5 0.038(2) 0.031(2) 0.047(2) 0.0004(17) -0.0041(18) 0.0030(19) C6 0.045(2) 0.031(2) 0.047(2) -0.0047(17) -0.0053(19) -0.002(2) C7 0.031(2) 0.036(2) 0.0399(19) 0.0006(16) 0.0008(17) 0.0048(19) C8 0.036(2) 0.035(2) 0.038(2) 0.0036(16) -0.0005(17) -0.0004(18) C9 0.032(2) 0.034(2) 0.049(2) 0.0010(18) -0.0007(18) 0.0009(18) C10 0.035(2) 0.031(2) 0.039(2) -0.0035(16) 0.0006(18) 0.0080(18) C11 0.031(2) 0.049(2) 0.042(2) -0.0027(18) 0.0000(18) -0.0028(19) C12 0.036(2) 0.046(2) 0.044(2) -0.0035(18) -0.0043(18) 0.0027(19) C13 0.032(2) 0.043(2) 0.043(2) 0.0121(19) 0.0033(17) 0.0052(19) C14 0.038(2) 0.040(2) 0.049(2) 0.0123(19) 0.0117(19) 0.008(2) C15 0.036(2) 0.045(3) 0.078(3) 0.022(2) 0.017(2) 0.017(2) C16 0.035(3) 0.073(4) 0.078(4) 0.035(3) -0.011(2) -0.002(3) C17 0.046(3) 0.075(3) 0.059(3) 0.017(3) -0.012(2) -0.005(3) C18 0.053(3) 0.058(3) 0.052(3) -0.002(2) 0.007(2) -0.001(2) C19 0.030(2) 0.057(3) 0.038(2) 0.0012(19) 0.0021(17) 0.003(2) C20 0.034(2) 0.066(3) 0.052(3) 0.002(2) 0.0053(19) 0.003(2) C21 0.042(3) 0.085(4) 0.055(3) 0.011(3) 0.008(2) -0.007(3) C22 0.036(3) 0.114(5) 0.054(3) -0.008(3) 0.011(2) 0.006(3) C23 0.046(3) 0.092(4) 0.062(3) -0.016(3) 0.009(2) 0.016(3) C24 0.050(3) 0.064(3) 0.055(3) -0.002(2) 0.008(2) 0.027(2) C25 0.059(5) 0.100(7) 0.070(5) 0.039(5) 0.015(4) 0.001(4) C26 0.062(3) 0.031(2) 0.050(2) 0.0026(18) 0.004(2) 0.000(2) C27 0.056(3) 0.052(3) 0.046(2) -0.006(2) -0.002(2) -0.018(2) C28 0.081(4) 0.091(5) 0.067(3) -0.012(3) 0.024(3) -0.037(4) C31 0.119(5) 0.048(3) 0.061(3) 0.009(2) 0.028(3) 0.025(3) C32 0.061(3) 0.038(2) 0.046(2) -0.0032(19) -0.025(2) 0.005(2) C33 0.100(4) 0.054(3) 0.059(3) 0.000(2) -0.021(3) 0.030(3) C34 0.101(4) 0.061(3) 0.062(3) -0.028(3) -0.022(3) 0.043(3) C35 0.068(3) 0.080(4) 0.048(3) 0.016(3) -0.007(2) -0.014(3) C36 0.064(3) 0.064(3) 0.074(3) -0.003(3) -0.012(3) -0.005(3) C37 0.055(3) 0.045(3) 0.071(3) 0.013(2) -0.018(2) -0.009(2) _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 C1 1.411(5) . ? N1 C26 1.416(5) . ? N1 C32 1.425(5) . ? N2 C19 1.417(5) . ? N2 C13 1.418(5) . ? N2 C10 1.422(5) . ? C1 C2 1.380(6) . ? C1 C6 1.389(6) . ? C2 C3 1.386(5) . ? C3 C4 1.380(5) . ? C4 C5 1.401(5) . ? C4 C7 1.493(5) . ? C5 C6 1.381(5) . ? C7 C8 1.385(5) . ? C7 C12 1.389(6) . ? C8 C9 1.379(5) . ? C9 C10 1.398(5) . ? C10 C11 1.385(5) . ? C11 C12 1.385(6) . ? C13 C14 1.384(5) . ? C13 C18 1.385(6) . ? C14 C15 1.401(6) . ? C15 C16 1.372(7) . ? C16 C17 1.367(7) . ? C17 C25A 1.350(18) . ? C17 C18 1.374(7) . ? C19 C20 1.367(6) . ? C19 C24 1.378(6) . ? C20 C21 1.400(6) . ? C21 C22 1.381(7) . ? C21 C25 1.449(9) . ? C22 C23 1.374(8) . ? C23 C24 1.370(7) . ? C26 C27 1.375(6) . ? C26 C31 1.382(6) . ? C27 C28 1.435(7) . ? C28 C29 1.146(13) . ? C28 C29A 1.605(16) . ? C29 C30 1.450(15) . ? C30 C31 1.523(11) . ? C29A C30A 1.465(19) . ? C30A C31 1.281(13) . ? C32 C33 1.370(6) . ? C32 C37 1.400(7) . ? C33 C34 1.472(8) . ? C34 C35 1.375(7) . ? C34 C38 1.437(13) . ? C34 C38A 1.499(18) . ? C35 C36 1.308(7) . ? C36 C37 1.369(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C26 120.4(3) . . ? C1 N1 C32 119.3(3) . . ? C26 N1 C32 119.4(3) . . ? C19 N2 C13 118.3(3) . . ? C19 N2 C10 119.9(3) . . ? C13 N2 C10 121.5(3) . . ? C2 C1 C6 118.0(3) . . ? C2 C1 N1 121.1(4) . . ? C6 C1 N1 121.0(4) . . ? C1 C2 C3 120.6(4) . . ? C4 C3 C2 121.8(4) . . ? C3 C4 C5 117.7(3) . . ? C3 C4 C7 120.5(3) . . ? C5 C4 C7 121.7(3) . . ? C6 C5 C4 120.1(4) . . ? C5 C6 C1 121.7(4) . . ? C8 C7 C12 116.7(3) . . ? C8 C7 C4 121.8(3) . . ? C12 C7 C4 121.5(4) . . ? C9 C8 C7 122.1(4) . . ? C8 C9 C10 120.4(4) . . ? C11 C10 C9 118.3(3) . . ? C11 C10 N2 121.1(3) . . ? C9 C10 N2 120.6(3) . . ? C12 C11 C10 120.2(4) . . ? C11 C12 C7 122.3(4) . . ? C14 C13 C18 119.5(4) . . ? C14 C13 N2 120.9(4) . . ? C18 C13 N2 119.5(4) . . ? C13 C14 C15 118.7(4) . . ? C16 C15 C14 120.6(4) . . ? C17 C16 C15 120.6(4) . . ? C25A C17 C16 109.1(9) . . ? C25A C17 C18 131.6(10) . . ? C16 C17 C18 119.3(5) . . ? C17 C18 C13 121.3(5) . . ? C20 C19 C24 119.3(4) . . ? C20 C19 N2 118.9(4) . . ? C24 C19 N2 121.8(4) . . ? C19 C20 C21 121.7(4) . . ? C22 C21 C20 117.3(5) . . ? C22 C21 C25 121.3(5) . . ? C20 C21 C25 121.2(6) . . ? C23 C22 C21 121.4(4) . . ? C24 C23 C22 119.9(5) . . ? C23 C24 C19 120.4(5) . . ? C27 C26 C31 119.9(4) . . ? C27 C26 N1 120.1(4) . . ? C31 C26 N1 120.0(4) . . ? C26 C27 C28 118.7(5) . . ? C29 C28 C27 130.3(9) . . ? C29 C28 C29A 19.1(7) . . ? C27 C28 C29A 112.9(6) . . ? C28 C29 C30 114.5(10) . . ? C29 C30 C31 122.5(7) . . ? C30A C29A C28 124.5(9) . . ? C31 C30A C29A 106.4(12) . . ? C30A C31 C26 135.1(9) . . ? C30A C31 C30 26.5(8) . . ? C26 C31 C30 113.6(6) . . ? C33 C32 C37 119.6(4) . . ? C33 C32 N1 119.5(4) . . ? C37 C32 N1 120.9(4) . . ? C32 C33 C34 117.2(5) . . ? C35 C34 C38 129.6(8) . . ? C35 C34 C33 118.2(5) . . ? C38 C34 C33 111.1(9) . . ? C35 C34 C38A 117.9(10) . . ? C38 C34 C38A 27.0(8) . . ? C33 C34 C38A 121.8(9) . . ? C36 C35 C34 123.8(5) . . ? C35 C36 C37 118.9(5) . . ? C36 C37 C32 122.2(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C26 N1 C1 C2 135.2(4) . . . . ? C32 N1 C1 C2 -33.6(6) . . . . ? C26 N1 C1 C6 -44.8(6) . . . . ? C32 N1 C1 C6 146.4(4) . . . . ? C6 C1 C2 C3 0.0(6) . . . . ? N1 C1 C2 C3 179.9(4) . . . . ? C1 C2 C3 C4 -0.7(6) . . . . ? C2 C3 C4 C5 0.6(6) . . . . ? C2 C3 C4 C7 -178.7(4) . . . . ? C3 C4 C5 C6 0.1(5) . . . . ? C7 C4 C5 C6 179.4(4) . . . . ? C4 C5 C6 C1 -0.8(6) . . . . ? C2 C1 C6 C5 0.7(6) . . . . ? N1 C1 C6 C5 -179.2(4) . . . . ? C3 C4 C7 C8 -34.7(5) . . . . ? C5 C4 C7 C8 146.1(4) . . . . ? C3 C4 C7 C12 143.3(4) . . . . ? C5 C4 C7 C12 -36.0(5) . . . . ? C12 C7 C8 C9 -0.3(6) . . . . ? C4 C7 C8 C9 177.7(3) . . . . ? C7 C8 C9 C10 0.7(6) . . . . ? C8 C9 C10 C11 -0.4(5) . . . . ? C8 C9 C10 N2 -178.2(3) . . . . ? C19 N2 C10 C11 -18.9(5) . . . . ? C13 N2 C10 C11 155.2(4) . . . . ? C19 N2 C10 C9 158.8(4) . . . . ? C13 N2 C10 C9 -27.1(5) . . . . ? C9 C10 C11 C12 -0.1(5) . . . . ? N2 C10 C11 C12 177.6(3) . . . . ? C10 C11 C12 C7 0.5(6) . . . . ? C8 C7 C12 C11 -0.2(6) . . . . ? C4 C7 C12 C11 -178.3(3) . . . . ? C19 N2 C13 C14 130.3(4) . . . . ? C10 N2 C13 C14 -43.8(5) . . . . ? C19 N2 C13 C18 -48.0(5) . . . . ? C10 N2 C13 C18 137.9(4) . . . . ? C18 C13 C14 C15 -1.2(6) . . . . ? N2 C13 C14 C15 -179.5(4) . . . . ? C13 C14 C15 C16 0.4(6) . . . . ? C14 C15 C16 C17 1.3(7) . . . . ? C15 C16 C17 C25A 175.7(9) . . . . ? C15 C16 C17 C18 -2.2(7) . . . . ? C25A C17 C18 C13 -175.9(11) . . . . ? C16 C17 C18 C13 1.4(7) . . . . ? C14 C13 C18 C17 0.3(7) . . . . ? N2 C13 C18 C17 178.6(4) . . . . ? C13 N2 C19 C20 -49.9(5) . . . . ? C10 N2 C19 C20 124.3(4) . . . . ? C13 N2 C19 C24 129.5(4) . . . . ? C10 N2 C19 C24 -56.3(5) . . . . ? C24 C19 C20 C21 1.3(6) . . . . ? N2 C19 C20 C21 -179.2(4) . . . . ? C19 C20 C21 C22 -0.4(7) . . . . ? C19 C20 C21 C25 174.3(5) . . . . ? C20 C21 C22 C23 -1.0(7) . . . . ? C25 C21 C22 C23 -175.6(6) . . . . ? C21 C22 C23 C24 1.3(8) . . . . ? C22 C23 C24 C19 -0.3(7) . . . . ? C20 C19 C24 C23 -1.0(7) . . . . ? N2 C19 C24 C23 179.6(4) . . . . ? C1 N1 C26 C27 146.1(4) . . . . ? C32 N1 C26 C27 -45.1(6) . . . . ? C1 N1 C26 C31 -33.3(6) . . . . ? C32 N1 C26 C31 135.5(5) . . . . ? C31 C26 C27 C28 2.4(7) . . . . ? N1 C26 C27 C28 -177.0(4) . . . . ? C26 C27 C28 C29 5.1(10) . . . . ? C26 C27 C28 C29A -4.4(7) . . . . ? C27 C28 C29 C30 -6.2(13) . . . . ? C29A C28 C29 C30 21.4(16) . . . . ? C28 C29 C30 C31 0.9(12) . . . . ? C29 C28 C29A C30A -162(3) . . . . ? C27 C28 C29A C30A -4.4(12) . . . . ? C28 C29A C30A C31 14.2(15) . . . . ? C29A C30A C31 C26 -19.7(17) . . . . ? C29A C30A C31 C30 22.3(11) . . . . ? C27 C26 C31 C30A 12.7(14) . . . . ? N1 C26 C31 C30A -167.9(12) . . . . ? C27 C26 C31 C30 -6.3(7) . . . . ? N1 C26 C31 C30 173.1(5) . . . . ? C29 C30 C31 C30A -144(2) . . . . ? C29 C30 C31 C26 5.1(10) . . . . ? C1 N1 C32 C33 -51.8(5) . . . . ? C26 N1 C32 C33 139.3(4) . . . . ? C1 N1 C32 C37 127.5(4) . . . . ? C26 N1 C32 C37 -41.4(6) . . . . ? C37 C32 C33 C34 -0.9(6) . . . . ? N1 C32 C33 C34 178.4(4) . . . . ? C32 C33 C34 C35 -0.5(7) . . . . ? C32 C33 C34 C38 168.6(12) . . . . ? C32 C33 C34 C38A -163.6(14) . . . . ? C38 C34 C35 C36 -164.9(16) . . . . ? C33 C34 C35 C36 1.8(7) . . . . ? C38A C34 C35 C36 165.6(13) . . . . ? C34 C35 C36 C37 -1.7(8) . . . . ? C35 C36 C37 C32 0.2(7) . . . . ? C33 C32 C37 C36 1.1(6) . . . . ? N1 C32 C37 C36 -178.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 23.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.356 _refine_diff_density_min -0.249 _refine_diff_density_rms 0.044 #===END #============================================================================= data_protran4-powder _database_code_CSD 174280 #============================================================================== #============================================================================== # If more than one structure is reported, sections 5-10 should be completed # per structure. For each data set, replace the '?' in the data_? line below # by a unique identifier. #============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; N, N’-diphenyl-N, N’-bis(4,4’-methylphenyl)-[(1,1’-biphenyl)]-4,4’-diamine ; _chemical_name_common ? _chemical_formula_moiety 'C38 H32 N2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C38 H32 N2' _chemical_formula_weight 516.66 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_source 'N' 'N' 'International Tables Vol C Table 6.1.1.4' 'C' 'C' 'International Tables Vol C Table 6.1.1.4' 'H' 'H' 'International Tables Vol C Table 6.1.1.4' #============================================================================== # 6. POWDER SPECIMEN AND CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall ? #loop_ #_symmetry_equiv_pos_as_xyz #'x,y,z' _cell_length_a 20.9674(3) _cell_length_b 14.5059(2) _cell_length_c 10.9862(1) _cell_angle_alpha 90.0 _cell_angle_beta 117.825(2) _cell_angle_gamma 90.0 _cell_volume 2955.0 _cell_formula_units_Z 4 _cell_measurement_temperature 295 _cell_special_details ; ? ; # The next three fields give the specimen dimensions in mm. The # equatorial plane contains the incident and diffracted beam. _pd_spec_size_axial 10 # perpendicular to # equatorial plane _pd_spec_size_equat 1 # parallel to # scattering vector # in transmission _pd_spec_size_thick ? # parallel to # scattering vector # in reflection # The next five fields are character fields that describe the specimen. _pd_spec_mounting '1.0mm borosilicate capillary' _pd_spec_mount_mode transmission _pd_spec_shape cylinder _pd_char_particle_morphology ? _pd_char_colour white # The following three fields describe the preparation of the specimen. # The cooling rate is in K/min. The pressure at which the sample was # prepared is in kPa. The temperature of preparation is in K. _pd_prep_cool_rate ? _pd_prep_pressure ? _pd_prep_temperature 295 # The next four fields are normally only needed for transmission #experiments. _exptl_absorpt_coefficient_mu ? _exptl_absorpt_correction_type ? # include if applicable _exptl_absorpt_process_details ? # include if applicable _exptl_absorpt_correction_T_min ? # include if applicable _exptl_absorpt_correction_T_max ? # include if applicable #============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; # The following item is used to identify the equipment used to record # the powder pattern when the diffractogram was measured at a laboratory # other than the authors' home institution, e.g. when neutron or synchrotron # radiation is used. _pd_instr_location ; BM16 diffractometer, ESRF, Grenoble, France ; _pd_calibration_special_details 'Rietveld refinement vs. Si powder pattern' _diffrn_ambient_temperature 295 _diffrn_source synchrotron _diffrn_source_target ? _diffrn_source_type 'ESRF BM16' _diffrn_measurement_device_type '2 circle diffractometer' _diffrn_detector 'multiple crystal analyser' _diffrn_detector_type ? # make or model of detector _pd_meas_scan_method step # options are 'step', 'cont', # 'tof', 'fixed' or # 'disp' (= dispersive) _pd_meas_special_details ; The total data collection time for the data used in the structure solution and refinement was approximately 50 minutes. ; # The following six items are used for angular dispersive measurements only. _diffrn_radiation_wavelength 0.80008 _diffrn_radiation_monochromator 'Si 111' # The following four items give details of the measured (not processed) # powder pattern. Angles are in degrees. _pd_meas_number_of_points 3801 _pd_meas_2theta_range_min 3.000 _pd_meas_2theta_range_max 22.000 _pd_meas_2theta_range_inc 0.005 # The following three items are used for time-of-flight measurements #only. _pd_instr_dist_src/spec ? _pd_instr_dist_spec/detc ? _pd_meas_2theta_fixed ? #====================================================================== #======== # 8. REFINEMENT DATA # Use the next field to give any special details about the fitting of # the powder pattern. _pd_proc_ls_special_details ; The structure solution was obtained by global optimisation using the DASH V1.0 program. The internal coordinate description of the molecule was constructed using standard bond lengths and angles, and is given below in Z-matrix format. C 0.0000000 0 0.0000000 0 0.0000000 0 0 0 0 C 1.4000000 0 0.0000000 0 0.0000000 0 1 0 0 C 1.4800000 1 120.0000000 0 0.0000000 0 2 1 0 C 1.4000000 0 120.0000000 0 0.0000000 1 3 2 1 C 1.4000000 0 120.0000000 0 180.0000000 0 4 3 2 C 1.4000000 0 120.0000000 0 0.0000000 0 5 4 3 C 1.4000000 0 120.0000000 0 0.0000000 0 6 5 4 C 1.4000000 0 120.0000000 0 0.0000000 0 7 6 5 C 1.4000000 0 120.0000000 0 180.0000000 0 1 2 3 C 1.4000000 0 120.0000000 0 0.0000000 0 9 1 2 C 1.4000000 0 120.0000000 0 0.0000000 0 10 9 1 C 1.4000000 0 120.0000000 0 0.0000000 0 11 10 9 N 1.4000000 0 120.0000000 0 180.0000000 0 6 5 4 C 1.4000000 0 120.0000000 0 0.0000000 1 13 6 5 C 1.4000000 0 120.0000000 0 0.0000000 1 14 13 6 C 1.4000000 0 120.0000000 0 180.0000000 0 15 14 13 C 1.4000000 0 120.0000000 0 0.0000000 0 16 15 14 C 1.4000000 0 120.0000000 0 0.0000000 0 17 16 15 C 1.4000000 0 120.0000000 0 0.0000000 0 18 17 16 C 1.5000000 0 120.0000000 0 180.0000000 0 17 16 15 C 1.4000000 0 120.0000000 0 180.0000000 0 13 6 14 C 1.4000000 0 120.0000000 0 180.0000000 1 21 13 6 C 1.4000000 0 120.0000000 0 180.0000000 0 22 21 13 C 1.4000000 0 120.0000000 0 0.0000000 0 23 22 21 C 1.4000000 0 120.0000000 0 0.0000000 0 24 23 22 C 1.4000000 0 120.0000000 0 0.0000000 0 25 24 23 H 1.0000000 0 120.0000000 0 180.0000000 0 24 23 22 N 1.4000000 0 120.0000000 0 180.0000000 0 10 9 1 C 1.4000000 0 120.0000000 0 0.0000000 1 28 10 9 C 1.4000000 0 120.0000000 0 0.0000000 1 29 28 10 C 1.4000000 0 120.0000000 0 180.0000000 0 30 29 28 C 1.4000000 0 120.0000000 0 0.0000000 0 31 30 29 C 1.4000000 0 120.0000000 0 0.0000000 0 32 31 30 C 1.4000000 0 120.0000000 0 0.0000000 0 33 32 31 H 1.0000000 0 120.0000000 0 180.0000000 0 32 31 30 C 1.4000000 0 120.0000000 0 180.0000000 0 28 10 29 C 1.4000000 0 120.0000000 0 180.0000000 1 36 28 10 C 1.4000000 0 120.0000000 0 180.0000000 0 37 36 28 C 1.4000000 0 120.0000000 0 0.0000000 0 38 37 36 C 1.4000000 0 120.0000000 0 0.0000000 0 39 38 37 C 1.4000000 0 120.0000000 0 0.0000000 0 40 39 38 C 1.5000000 0 120.0000000 0 180.0000000 0 39 38 37 H 1.0000000 0 120.0000000 0 180.0000000 0 5 4 3 H 1.0000000 0 120.0000000 0 180.0000000 0 4 5 6 H 1.0000000 0 120.0000000 0 180.0000000 0 7 8 3 H 1.0000000 0 120.0000000 0 180.0000000 0 8 7 6 H 1.0000000 0 120.0000000 0 180.0000000 0 1 9 10 H 1.0000000 0 120.0000000 0 180.0000000 0 9 1 2 H 1.0000000 0 120.0000000 0 180.0000000 0 12 11 10 H 1.0000000 0 120.0000000 0 180.0000000 0 11 12 2 H 1.0000000 0 120.0000000 0 180.0000000 0 16 15 14 H 1.0000000 0 120.0000000 0 180.0000000 0 15 16 17 H 1.0000000 0 120.0000000 0 180.0000000 0 18 17 16 H 1.0000000 0 120.0000000 0 180.0000000 0 19 18 17 H 1.0000000 0 120.0000000 0 180.0000000 0 23 22 21 H 1.0000000 0 120.0000000 0 180.0000000 0 22 23 24 H 1.0000000 0 120.0000000 0 180.0000000 0 25 26 21 H 1.0000000 0 120.0000000 0 180.0000000 0 26 25 24 H 1.0000000 0 120.0000000 0 180.0000000 0 30 31 32 H 1.0000000 0 120.0000000 0 180.0000000 0 31 30 29 H 1.0000000 0 120.0000000 0 180.0000000 0 34 33 32 H 1.0000000 0 120.0000000 0 180.0000000 0 33 34 29 H 1.0000000 0 120.0000000 0 180.0000000 0 37 38 39 H 1.0000000 0 120.0000000 0 180.0000000 0 38 37 36 H 1.0000000 0 120.0000000 0 180.0000000 0 41 40 39 H 1.0000000 0 120.0000000 0 180.0000000 0 40 41 36 H 1.0000000 0 109.5000000 0 0.0000000 0 20 17 16 H 1.0000000 0 109.5000000 0 120.0000000 0 20 17 67 H 1.0000000 0 109.5000000 0 240.0000000 0 20 17 67 H 1.0000000 0 109.5000000 0 0.0000000 0 42 39 38 H 1.0000000 0 109.5000000 0 120.0000000 0 42 39 70 H 1.0000000 0 109.5000000 0 240.0000000 0 42 39 70 The useful diffraction data extended to only about 2.1 Angstroms resolution and so refinement of the crystal structure output by DASH V1.0 was limited to refinement of the overall SCALE factor, overall temperature factor and nine term polynomial background, against the measured diffraction data. As no coordinates were refined, there are no esds on the coordinates. All individual temperature factors were fixed at Biso equal to 3.0. ; # The next three items are given as text. _pd_proc_ls_profile_function ; Voigt with axial divergence correction ; _pd_proc_ls_background_function 'Chebyshev polynomial' _pd_proc_ls_pref_orient_corr ? ; ? ; _pd_proc_ls_prof_R_factor 0.096 _pd_proc_ls_prof_wR_factor 0.126 _pd_proc_ls_prof_wR_expected 0.037 _refine_ls_R_I_factor ? _refine_ls_R_Fsqd_factor ? _refine_ls_R_factor_all ? _refine_special_details ; ? ; _refine_ls_matrix_type fullcycle _refine_ls_weighting_scheme sigma _refine_ls_weighting_details ? _refine_ls_hydrogen_treatment undef _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_parameters 11 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_special_details ; ? ; # The following item is the same as CHI, the square root of 'CHI #squared' _refine_ls_goodness_of_fit_all 3.26 _refine_ls_restrained_S_all ? _refine_ls_restrained_S_obs ? _refine_ls_shift/su_max ? _refine_ls_shift/su_mean ? # The following four items apply to angular dispersive measurements. # 2theta minimum, maximum and increment (in degrees) are for the # intensities used in the refinement. _pd_proc_2theta_range_min 3.000 _pd_proc_2theta_range_max 22.000 _pd_proc_2theta_range_inc 0.005 _pd_proc_wavelength 0.8008 # Give appropriate details in the next two text fields. _pd_proc_info_excluded_regions ? _pd_proc_info_data_reduction ? # The following items are used to identify the programs used. _computing_data_collection 'BM16 instrument software' _computing_cell_refinement 'DASH V1.0' _computing_data_reduction 'BM16 instrument software' _computing_structure_solution 'DASH V1.0' _computing_structure_refinement 'DASH V1.0' _computing_molecular_graphics ? _computing_publication_material ? #====================================================================== #======== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_adp_type _atom_site_B_iso_or_equiv C1 -0.10853 0.45223 0.14604 1.0 Biso 3.0 C2 -0.05898 0.41596 0.27356 1.0 Biso 3.0 C3 0.01151 0.45036 0.34050 1.0 Biso 3.0 C4 0.03247 0.52104 0.27992 1.0 Biso 3.0 C5 -0.01708 0.55731 0.15240 1.0 Biso 3.0 C6 -0.08758 0.52291 0.08546 1.0 Biso 3.0 C7 0.10699 0.55741 0.35068 1.0 Biso 3.0 C8 0.13944 0.57637 0.49190 1.0 Biso 3.0 C9 0.20994 0.61077 0.55884 1.0 Biso 3.0 C10 0.24799 0.62622 0.48456 1.0 Biso 3.0 C11 0.21553 0.60726 0.34335 1.0 Biso 3.0 C12 0.14504 0.57286 0.27641 1.0 Biso 3.0 C13 0.34903 0.70087 0.47500 1.0 Biso 3.0 C14 0.41499 0.66847 0.48890 1.0 Biso 3.0 C15 0.44554 0.70872 0.41239 1.0 Biso 3.0 C16 0.41012 0.78137 0.32199 1.0 Biso 3.0 C17 0.34416 0.81378 0.30810 1.0 Biso 3.0 C18 0.31361 0.77353 0.38460 1.0 Biso 3.0 C19 0.35843 0.65478 0.69495 1.0 Biso 3.0 C20 0.36071 0.57184 0.76202 1.0 Biso 3.0 C21 0.40066 0.56599 0.90547 1.0 Biso 3.0 C22 0.43834 0.64309 0.98184 1.0 Biso 3.0 C23 0.43607 0.72603 0.91476 1.0 Biso 3.0 C24 0.39611 0.73188 0.77132 1.0 Biso 3.0 C25 0.48114 0.63683 1.13553 1.0 Biso 3.0 C26 -0.19095 0.32254 0.06643 1.0 Biso 3.0 C27 -0.14541 0.26518 0.03922 1.0 Biso 3.0 C28 -0.15734 0.16989 0.02655 1.0 Biso 3.0 C29 -0.21481 0.13196 0.04108 1.0 Biso 3.0 C30 -0.26036 0.18932 0.06828 1.0 Biso 3.0 C31 -0.24843 0.28461 0.08096 1.0 Biso 3.0 C32 -0.23759 0.47871 0.02483 1.0 Biso 3.0 C33 -0.29543 0.46273 -0.10585 1.0 Biso 3.0 C34 -0.35400 0.52362 -0.16012 1.0 Biso 3.0 C35 -0.35473 0.60048 -0.08371 1.0 Biso 3.0 C36 -0.29690 0.61645 0.04697 1.0 Biso 3.0 C37 -0.23833 0.55557 0.10124 1.0 Biso 3.0 C38 -0.41748 0.66571 -0.14185 1.0 Biso 3.0 N1 -0.17903 0.41783 0.07910 1.0 Biso 3.0 N2 0.31848 0.66062 0.55151 1.0 Biso 3.0 H2 -0.07395 0.36547 0.31683 1.0 Biso 3.0 H3 0.04690 0.42445 0.43158 1.0 Biso 3.0 H5 -0.00211 0.60780 0.10913 1.0 Biso 3.0 H6 -0.12296 0.54882 -0.00562 1.0 Biso 3.0 H8 0.11227 0.56534 0.54495 1.0 Biso 3.0 H9 0.23312 0.62431 0.65971 1.0 Biso 3.0 H11 0.24271 0.61829 0.29030 1.0 Biso 3.0 H12 0.12185 0.55931 0.17554 1.0 Biso 3.0 H14 0.44029 0.61657 0.55347 1.0 Biso 3.0 H15 0.49265 0.68557 0.42232 1.0 Biso 3.0 H16 0.43194 0.81012 0.26735 1.0 Biso 3.0 H17 0.31886 0.86567 0.24353 1.0 Biso 3.0 H18 0.26650 0.79667 0.37468 1.0 Biso 3.0 H20 0.33380 0.51677 0.70747 1.0 Biso 3.0 H21 0.40229 0.50675 0.95338 1.0 Biso 3.0 H23 0.46298 0.78110 0.96932 1.0 Biso 3.0 H24 0.39449 0.79112 0.72341 1.0 Biso 3.0 H25A 0.47691 0.57322 1.16612 1.0 Biso 3.0 H25B 0.53296 0.65065 1.16421 1.0 Biso 3.0 H25C 0.46215 0.68244 1.17886 1.0 Biso 3.0 H27 -0.10436 0.29227 0.02884 1.0 Biso 3.0 H28 -0.12481 0.12892 0.00712 1.0 Biso 3.0 H29 -0.22333 0.06390 0.03203 1.0 Biso 3.0 H30 -0.30141 0.16223 0.07866 1.0 Biso 3.0 H31 -0.28096 0.32558 0.10039 1.0 Biso 3.0 H33 -0.29490 0.40783 -0.16043 1.0 Biso 3.0 H34 -0.39531 0.51221 -0.25346 1.0 Biso 3.0 H36 -0.29743 0.67135 0.10155 1.0 Biso 3.0 H37 -0.19702 0.56698 0.19458 1.0 Biso 3.0 H38A -0.45364 0.64414 -0.23529 1.0 Biso 3.0 H38B -0.44041 0.66777 -0.07993 1.0 Biso 3.0 H38C -0.40029 0.72876 -0.14915 1.0 Biso 3.0 # Note: if the displacement parameters were refined anisotropically # the U matrices should be given as for single-crystal studies. loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol ? ? ? ? ? ? ? ? #====================================================================== #======== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 N1 C1 1.4000 . . N1 C26 1.4000 . . N1 C32 1.3998 . . N2 C10 1.3999 . . N2 C13 1.4001 . . N2 C19 1.4000 . . C1 C2 1.4000 . . C1 C6 1.4000 . . C2 C3 1.3999 . . C3 C4 1.4001 . . C4 C5 1.4000 . . C4 C7 1.4799 . . C5 C6 1.4000 . . C7 C8 1.4001 . . C7 C12 1.4001 . . C8 C9 1.4000 . . C9 C10 1.4002 . . C10 C11 1.4000 . . C11 C12 1.3999 . . C13 C14 1.3999 . . C13 C18 1.4001 . . C14 C15 1.4001 . . C15 C16 1.4000 . . C16 C17 1.4000 . . C17 C18 1.4000 . . C19 C20 1.3999 . . C19 C24 1.4001 . . C20 C21 1.4001 . . C21 C22 1.4001 . . C22 C23 1.4000 . . C22 C25 1.5000 . . C23 C24 1.4000 . . C26 C27 1.4000 . . C26 C31 1.4001 . . C27 C28 1.4000 . . C28 C29 1.3999 . . C29 C30 1.4001 . . C30 C31 1.4000 . . C32 C33 1.4001 . . C32 C37 1.4001 . . C33 C34 1.4001 . . C34 C35 1.4000 . . C35 C36 1.4000 . . C35 C38 1.4999 . . C36 C37 1.4000 . . C2 H2 1.0001 . . C3 H3 1.0000 . . C5 H5 1.0001 . . C6 H6 0.9999 . . C8 H8 0.9999 . . C9 H9 1.0000 . . C11 H11 1.0001 . . C12 H12 1.0000 . . C14 H14 1.0001 . . C15 H15 0.9999 . . C16 H16 1.0000 . . C17 H17 0.9999 . . C18 H18 0.9999 . . C20 H20 1.0000 . . C21 H21 0.9999 . . C23 H23 1.0000 . . C24 H24 1.0000 . . C25 H25A 1.0000 . . C25 H25B 1.0002 . . C25 H25C 0.9999 . . C27 H27 0.9999 . . C28 H28 1.0000 . . C29 H29 1.0000 . . C30 H30 0.9999 . . C31 H31 1.0000 . . C33 H33 1.0001 . . C34 H34 1.0000 . . C36 H36 1.0001 . . C37 H37 1.0000 . . C38 H38A 1.0000 . . C38 H38B 1.0001 . . C38 H38C 0.9999 . . 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_2 _geom_angle_site_symmetry_3 C1 N1 C26 119.99 . . . C1 N1 C32 120.00 . . . C26 N1 C32 120.01 . . . C10 N2 C13 119.99 . . . C10 N2 C19 120.01 . . . C13 N2 C19 120.00 . . . N1 C1 C2 120.01 . . . N1 C1 C6 120.00 . . . C2 C1 C6 120.00 . . . C1 C2 C3 120.01 . . . C2 C3 C4 120.00 . . . C3 C4 C5 119.99 . . . C3 C4 C7 120.00 . . . C5 C4 C7 120.00 . . . C4 C5 C6 120.01 . . . C1 C6 C5 120.00 . . . C4 C7 C8 120.00 . . . C4 C7 C12 120.00 . . . C8 C7 C12 120.00 . . . C7 C8 C9 120.00 . . . C8 C9 C10 120.00 . . . N2 C10 C9 119.99 . . . N2 C10 C11 120.01 . . . C9 C10 C11 119.99 . . . C10 C11 C12 120.01 . . . C7 C12 C11 120.00 . . . N2 C13 C14 120.00 . . . N2 C13 C18 120.00 . . . C14 C13 C18 120.00 . . . C13 C14 C15 120.00 . . . C14 C15 C16 120.00 . . . C15 C16 C17 120.00 . . . C16 C17 C18 120.00 . . . C13 C18 C17 120.00 . . . N2 C19 C20 120.00 . . . N2 C19 C24 120.00 . . . C20 C19 C24 120.00 . . . C19 C20 C21 120.00 . . . C20 C21 C22 119.99 . . . C21 C22 C23 120.00 . . . C21 C22 C25 120.00 . . . C23 C22 C25 120.00 . . . C22 C23 C24 120.00 . . . C19 C24 C23 120.00 . . . N1 C26 C27 120.01 . . . N1 C26 C31 119.99 . . . C27 C26 C31 120.00 . . . C26 C27 C28 120.00 . . . C27 C28 C29 120.00 . . . C28 C29 C30 120.00 . . . C29 C30 C31 120.00 . . . C26 C31 C30 120.00 . . . N1 C32 C33 120.00 . . . N1 C32 C37 120.00 . . . C33 C32 C37 120.00 . . . C32 C33 C34 120.00 . . . C33 C34 C35 120.00 . . . C34 C35 C36 120.00 . . . C34 C35 C38 120.00 . . . C36 C35 C38 120.00 . . . C35 C36 C37 120.00 . . . C32 C37 C36 120.00 . . . 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 C26 N1 C1 C2 -47.48 . . . . no C32 N1 C1 C2 132.53 . . . . no C26 N1 C1 C6 132.52 . . . . no C32 N1 C1 C6 -47.47 . . . . no C1 N1 C32 C33 136.55 . . . . no C1 N1 C26 C27 -38.85 . . . . no C32 N1 C26 C27 141.15 . . . . no C26 N1 C32 C37 136.54 . . . . no C26 N1 C32 C33 -43.44 . . . . no C1 N1 C32 C37 -43.47 . . . . no C1 N1 C26 C31 141.16 . . . . no C32 N1 C26 C31 -38.85 . . . . no C19 N2 C13 C18 -125.41 . . . . no C13 N2 C19 C24 46.98 . . . . no C19 N2 C10 C9 18.45 . . . . no C10 N2 C13 C18 54.59 . . . . no C13 N2 C19 C20 -133.01 . . . . no C10 N2 C13 C14 -125.42 . . . . no C19 N2 C13 C14 54.58 . . . . no C13 N2 C10 C9 -161.55 . . . . no C10 N2 C19 C24 -133.02 . . . . no C10 N2 C19 C20 46.99 . . . . no C13 N2 C10 C11 18.45 . . . . no C19 N2 C10 C11 -161.55 . . . . no N1 C1 C6 C5 -179.98 . . . . no C6 C1 C2 C3 0.00 . . . . no N1 C1 C2 C3 -180.00 . . . . no C2 C1 C6 C5 0.00 . . . . no C1 C2 C3 C4 0.00 . . . . no C2 C3 C4 C5 0.00 . . . . no C2 C3 C4 C7 -180.00 . . . . no C3 C4 C5 C6 0.00 . . . . no C5 C4 C7 C8 135.49 . . . . no C5 C4 C7 C12 -44.51 . . . . no C7 C4 C5 C6 -179.98 . . . . no C3 C4 C7 C12 135.50 . . . . no C3 C4 C7 C8 -44.50 . . . . no C4 C5 C6 C1 0.00 . . . . no C8 C7 C12 C11 0.00 . . . . no C4 C7 C12 C11 -180.00 . . . . no C12 C7 C8 C9 0.00 . . . . no C4 C7 C8 C9 180.00 . . . . no C7 C8 C9 C10 0.00 . . . . no C8 C9 C10 N2 179.98 . . . . no C8 C9 C10 C11 0.00 . . . . no C9 C10 C11 C12 0.00 . . . . no N2 C10 C11 C12 180.00 . . . . no C10 C11 C12 C7 0.00 . . . . no N2 C13 C14 C15 -180.00 . . . . no N2 C13 C18 C17 180.00 . . . . no C18 C13 C14 C15 -0.02 . . . . no C14 C13 C18 C17 0.02 . . . . no C13 C14 C15 C16 0.02 . . . . no C14 C15 C16 C17 0.02 . . . . no C15 C16 C17 C18 0.00 . . . . no C16 C17 C18 C13 0.00 . . . . no N2 C19 C20 C21 -180.00 . . . . no N2 C19 C24 C23 -179.98 . . . . no C20 C19 C24 C23 0.00 . . . . no C24 C19 C20 C21 0.00 . . . . no C19 C20 C21 C22 0.00 . . . . no C20 C21 C22 C25 180.00 . . . . no C20 C21 C22 C23 0.00 . . . . no C25 C22 C23 C24 -180.00 . . . . no C21 C22 C23 C24 0.00 . . . . no C22 C23 C24 C19 -0.02 . . . . no N1 C26 C27 C28 -180.00 . . . . no C31 C26 C27 C28 0.00 . . . . no N1 C26 C31 C30 180.00 . . . . no C27 C26 C31 C30 0.02 . . . . no C26 C27 C28 C29 0.00 . . . . no C27 C28 C29 C30 0.00 . . . . no C28 C29 C30 C31 0.00 . . . . no C29 C30 C31 C26 0.00 . . . . no N1 C32 C33 C34 179.98 . . . . no C37 C32 C33 C34 0.00 . . . . no N1 C32 C37 C36 -180.00 . . . . no C33 C32 C37 C36 0.00 . . . . no C32 C33 C34 C35 -0.02 . . . . no C33 C34 C35 C36 -0.02 . . . . no C33 C34 C35 C38 -179.98 . . . . no C34 C35 C36 C37 0.02 . . . . no C38 C35 C36 C37 -180.00 . . . . no C35 C36 C37 C32 0.00 . . . . no #======================================================================