# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2011 data_New_Global_Publ_Block _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 #TrackingRef 'CzBD.cif' _publ_section_related_literature ? # Added by publCIF - use a unique identifier for each data block #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Ying-Zhong Shen' _publ_contact_author_address ; Applied Chemistry Department, School of Material Science & Engineering, NanjingUniversity of Aeronautics & Astronautics, Nanjing 210016, P. R. China ; _publ_contact_author_email 'yz shen@nuaa.edu.cn' _publ_contact_author_fax '86 25 52112626' _publ_contact_author_phone 86-25-52112904-84765 _publ_contact_letter ; Please consider this CIF for publication. I certify that this contibution is the original work of those listed as authors; that it has not been published before (in any language or medium) and is not being considered for publication elsewhere; that all authors concur with and are aware of the submission; that all workers involved in the study are listed as authors or given proper credit in the acknowledgements; that I have obtained permission for and acknowledged the source of any excerpts from other copyright works; and that to the best of my knowledge the paper contains no statements which are libellous, unlawful or in any way actionable. All coauthors have made significant scientific contributions to the work reported, including the ideas and their execution, and share responsibility and accountability for the results. ; _publ_requested_category ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; Title (type here to add) ; _publ_section_title_footnote # remove if not required . # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. # NB if using publCIF, the Author database tool might prove useful # (see the Tools menu in publCIF) loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Yingzhong Shen' ; Applied Chemistry Department, School of Material Science & Engineering, NanjingUniversity of Aeronautics & Astronautics, Nanjing 210016, P. R. China ; . 'Yueqin Li' '' '' 'Runchen Fang' '' '' 'Anmin Zheng' '' '' 'Yueying Chu' '' '' 'Xian Tao' '' '' 'Huihua Xu' '' '' 'Shijing Ding' '' '' #============================================================================== # Formatted by publCIF data_shelxl _database_code_depnum_ccdc_archive 'CCDC 778136' #TrackingRef 'CzBD.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H34 N4' _chemical_formula_weight 666.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.209(2) _cell_length_b 12.600(3) _cell_length_c 14.572(3) _cell_angle_alpha 91.81(3) _cell_angle_beta 111.78(3) _cell_angle_gamma 107.79(3) _cell_volume 1795.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6334 _cell_measurement_theta_min 2.3440 _cell_measurement_theta_max 29.1138 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.2000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8353 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17561 _diffrn_reflns_av_R_equivalents 0.0558 _diffrn_reflns_av_sigmaI/netI 0.0717 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 26.01 _reflns_number_total 6913 _reflns_number_gt 4036 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0840P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6913 _refine_ls_number_parameters 469 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1521 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.2118 _refine_ls_wR_factor_gt 0.1730 _refine_ls_goodness_of_fit_ref 1.155 _refine_ls_restrained_S_all 1.155 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.5651(2) 0.3459(2) 0.14671(19) 0.0471(6) Uani 1 1 d . . . C18 C 0.7853(3) 0.3212(3) 0.2244(2) 0.0493(8) Uani 1 1 d . . . H18 H 0.8224 0.3957 0.2568 0.059 Uiso 1 1 calc R . . C13 C 0.6475(3) 0.2767(3) 0.1610(2) 0.0455(7) Uani 1 1 d . . . C16 C 0.8144(3) 0.1426(2) 0.1944(2) 0.0453(7) Uani 1 1 d . . . C19 C 0.9013(3) 0.0707(2) 0.2091(2) 0.0480(8) Uani 1 1 d . . . C15 C 0.6749(3) 0.0993(3) 0.1329(3) 0.0555(9) Uani 1 1 d . . . H15 H 0.6361 0.0237 0.1032 0.067 Uiso 1 1 calc R . . C6 C 0.6042(3) 0.4586(3) 0.1322(2) 0.0478(8) Uani 1 1 d . . . C24 C 0.9989(3) 0.0706(3) 0.3034(2) 0.0495(8) Uani 1 1 d . . . C31 C 0.7950(3) 0.0543(3) 0.3994(2) 0.0503(8) Uani 1 1 d . . . C17 C 0.8670(3) 0.2557(2) 0.2395(2) 0.0474(8) Uani 1 1 d . . . H17 H 0.9595 0.2876 0.2807 0.057 Uiso 1 1 calc R . . C14 C 0.5930(3) 0.1654(3) 0.1150(2) 0.0546(8) Uani 1 1 d . . . H14 H 0.5012 0.1349 0.0719 0.066 Uiso 1 1 calc R . . N2 N 0.4051(3) -0.1946(2) 0.3121(2) 0.0630(8) Uani 1 1 d . . . C25 C 1.0296(3) 0.1460(3) 0.3966(2) 0.0527(8) Uani 1 1 d . . . C33 C 0.6447(3) -0.1390(3) 0.3410(2) 0.0575(9) Uani 1 1 d . . . H33 H 0.6314 -0.2144 0.3222 0.069 Uiso 1 1 calc R . . C30 C 0.9354(3) 0.1413(3) 0.4400(2) 0.0505(8) Uani 1 1 d . . . C12 C 0.4494(3) 0.3238(3) 0.1690(2) 0.0512(8) Uani 1 1 d . . . C23 C 1.0748(3) 0.0000(3) 0.3092(3) 0.0626(9) Uani 1 1 d . . . H23 H 1.1395 -0.0013 0.3713 0.075 Uiso 1 1 calc R . . C29 C 0.9728(3) 0.2186(3) 0.5243(3) 0.0597(9) Uani 1 1 d . . . H29 H 0.9093 0.2160 0.5518 0.072 Uiso 1 1 calc R . . C42 C 0.1963(3) -0.3247(3) 0.2228(3) 0.0620(10) Uani 1 1 d . . . C20 C 0.8870(3) 0.0030(3) 0.1260(3) 0.0555(9) Uani 1 1 d . . . H20 H 0.8225 0.0036 0.0637 0.067 Uiso 1 1 calc R . . C21 C 0.9647(4) -0.0656(3) 0.1319(3) 0.0599(9) Uani 1 1 d . . . C5 C 0.5141(3) 0.5079(3) 0.1452(2) 0.0556(8) Uani 1 1 d . . . C32 C 0.7742(3) -0.0580(3) 0.3719(2) 0.0520(8) Uani 1 1 d . . . H32 H 0.8474 -0.0795 0.3741 0.062 Uiso 1 1 calc R . . C37 C 0.3035(3) -0.2343(3) 0.2168(3) 0.0575(9) Uani 1 1 d . . . C43 C 0.2373(3) -0.3407(3) 0.3254(3) 0.0657(10) Uani 1 1 d . . . C7 C 0.4159(3) 0.4218(3) 0.1690(2) 0.0581(9) Uani 1 1 d . . . C34 C 0.5370(3) -0.1081(3) 0.3383(3) 0.0570(9) Uani 1 1 d . . . C36 C 0.6831(3) 0.0839(3) 0.3921(3) 0.0725(11) Uani 1 1 d . . . H36 H 0.6943 0.1595 0.4071 0.087 Uiso 1 1 calc R . . C48 C 0.3682(3) -0.2609(3) 0.3785(3) 0.0616(9) Uani 1 1 d . . . C28 C 1.1026(4) 0.3000(3) 0.5689(3) 0.0673(10) Uani 1 1 d . . . C26 C 1.1590(3) 0.2295(3) 0.4425(3) 0.0639(10) Uani 1 1 d . . . H26 H 1.2232 0.2335 0.4155 0.077 Uiso 1 1 calc R . . C27 C 1.1949(4) 0.3056(3) 0.5255(3) 0.0715(11) Uani 1 1 d . . . H27 H 1.2812 0.3610 0.5527 0.086 Uiso 1 1 calc R . . N4 N 1.1369(4) 0.3759(3) 0.6537(3) 0.0988(12) Uani 1 1 d . . . H4A H 1.2165 0.4273 0.6800 0.119 Uiso 1 1 calc R . . H4B H 1.0785 0.3713 0.6798 0.119 Uiso 1 1 calc R . . C11 C 0.3759(3) 0.2251(3) 0.1916(3) 0.0667(10) Uani 1 1 d . . . H11 H 0.4006 0.1609 0.1940 0.080 Uiso 1 1 calc R . . C1 C 0.7087(3) 0.5167(3) 0.1033(3) 0.0605(9) Uani 1 1 d . . . H1 H 0.7652 0.4818 0.0918 0.073 Uiso 1 1 calc R . . C22 C 1.0573(4) -0.0685(3) 0.2255(3) 0.0687(11) Uani 1 1 d . . . H22 H 1.1078 -0.1164 0.2322 0.082 Uiso 1 1 calc R . . C35 C 0.5545(4) 0.0027(3) 0.3629(3) 0.0770(12) Uani 1 1 d . . . H35 H 0.4806 0.0235 0.3602 0.092 Uiso 1 1 calc R . . N3 N 0.9504(4) -0.1287(3) 0.0471(3) 0.0893(11) Uani 1 1 d . . . H3A H 0.9994 -0.1707 0.0518 0.107 Uiso 1 1 calc R . . H3B H 0.8924 -0.1260 -0.0106 0.107 Uiso 1 1 calc R . . C2 C 0.7250(4) 0.6279(3) 0.0924(3) 0.0771(11) Uani 1 1 d . . . H2 H 0.7944 0.6691 0.0740 0.093 Uiso 1 1 calc R . . C41 C 0.0842(4) -0.3790(4) 0.1351(4) 0.0866(13) Uani 1 1 d . . . H41 H 0.0115 -0.4383 0.1367 0.104 Uiso 1 1 calc R . . C4 C 0.5340(4) 0.6214(3) 0.1329(3) 0.0745(11) Uani 1 1 d . . . H4 H 0.4761 0.6567 0.1413 0.089 Uiso 1 1 calc R . . C38 C 0.2998(4) -0.1991(3) 0.1277(3) 0.0711(10) Uani 1 1 d . . . H38 H 0.3709 -0.1389 0.1254 0.085 Uiso 1 1 calc R . . C3 C 0.6407(5) 0.6793(3) 0.1083(3) 0.0870(13) Uani 1 1 d . . . H3 H 0.6563 0.7551 0.1022 0.104 Uiso 1 1 calc R . . C8 C 0.3032(4) 0.4210(4) 0.1887(3) 0.0846(12) Uani 1 1 d . . . H8 H 0.2793 0.4855 0.1884 0.102 Uiso 1 1 calc R . . C44 C 0.1770(5) -0.4168(4) 0.3765(5) 0.0917(14) Uani 1 1 d . . . H44 H 0.0903 -0.4704 0.3433 0.110 Uiso 1 1 calc R . . C40 C 0.0802(5) -0.3454(4) 0.0461(4) 0.0945(15) Uani 1 1 d . . . H40 H 0.0049 -0.3829 -0.0128 0.113 Uiso 1 1 calc R . . C10 C 0.2646(4) 0.2271(4) 0.2103(3) 0.0884(13) Uani 1 1 d . . . H10 H 0.2123 0.1620 0.2244 0.106 Uiso 1 1 calc R . . C47 C 0.4408(4) -0.2555(4) 0.4795(3) 0.0801(11) Uani 1 1 d . . . H47 H 0.5274 -0.2020 0.5135 0.096 Uiso 1 1 calc R . . C39 C 0.1865(5) -0.2564(4) 0.0420(3) 0.0875(13) Uani 1 1 d . . . H39 H 0.1813 -0.2351 -0.0195 0.105 Uiso 1 1 calc R . . C9 C 0.2282(4) 0.3230(5) 0.2086(4) 0.0970(15) Uani 1 1 d . . . H9 H 0.1520 0.3209 0.2212 0.116 Uiso 1 1 calc R . . C46 C 0.3800(6) -0.3324(4) 0.5280(4) 0.0977(14) Uani 1 1 d . . . H46 H 0.4274 -0.3320 0.5956 0.117 Uiso 1 1 calc R . . C45 C 0.2499(6) -0.4100(4) 0.4779(5) 0.1099(17) Uani 1 1 d . . . H45 H 0.2104 -0.4590 0.5133 0.132 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0442(13) 0.0431(15) 0.0576(17) 0.0132(12) 0.0213(12) 0.0180(12) C18 0.0490(17) 0.0378(18) 0.056(2) 0.0048(15) 0.0181(15) 0.0123(15) C13 0.0434(16) 0.0427(18) 0.0524(19) 0.0084(15) 0.0197(15) 0.0169(15) C16 0.0477(17) 0.0425(18) 0.0467(18) 0.0059(14) 0.0190(15) 0.0166(15) C19 0.0480(17) 0.0376(17) 0.060(2) 0.0076(15) 0.0253(16) 0.0121(14) C15 0.0535(19) 0.0392(18) 0.066(2) 0.0004(16) 0.0180(17) 0.0133(16) C6 0.0497(17) 0.0421(18) 0.0437(18) 0.0070(14) 0.0109(15) 0.0147(15) C24 0.0485(17) 0.0432(18) 0.061(2) 0.0125(16) 0.0253(16) 0.0164(15) C31 0.0515(18) 0.0443(19) 0.051(2) 0.0039(15) 0.0203(15) 0.0122(15) C17 0.0420(16) 0.0417(18) 0.054(2) 0.0063(15) 0.0146(14) 0.0142(14) C14 0.0425(16) 0.049(2) 0.062(2) 0.0003(16) 0.0126(15) 0.0124(15) N2 0.0522(16) 0.0617(19) 0.072(2) 0.0156(16) 0.0277(16) 0.0113(15) C25 0.0477(18) 0.0476(19) 0.060(2) 0.0135(16) 0.0176(16) 0.0163(16) C33 0.0554(19) 0.0414(19) 0.067(2) 0.0038(16) 0.0203(17) 0.0116(16) C30 0.0557(18) 0.0389(18) 0.052(2) 0.0080(15) 0.0168(16) 0.0146(15) C12 0.0440(17) 0.058(2) 0.049(2) 0.0086(16) 0.0160(15) 0.0180(16) C23 0.063(2) 0.055(2) 0.082(3) 0.025(2) 0.035(2) 0.0274(18) C29 0.072(2) 0.042(2) 0.058(2) 0.0037(17) 0.0218(18) 0.0161(18) C42 0.0464(19) 0.0410(19) 0.095(3) 0.0012(19) 0.023(2) 0.0179(16) C20 0.063(2) 0.0457(19) 0.062(2) 0.0101(17) 0.0278(17) 0.0198(17) C21 0.081(2) 0.042(2) 0.078(3) 0.0181(18) 0.050(2) 0.0272(18) C5 0.063(2) 0.049(2) 0.050(2) 0.0045(16) 0.0104(16) 0.0281(17) C32 0.0506(18) 0.0413(19) 0.064(2) 0.0086(16) 0.0217(16) 0.0162(15) C37 0.0527(19) 0.052(2) 0.070(3) 0.0072(18) 0.0252(18) 0.0204(17) C43 0.059(2) 0.047(2) 0.100(3) 0.019(2) 0.039(2) 0.0201(18) C7 0.0545(19) 0.065(2) 0.057(2) 0.0068(17) 0.0200(17) 0.0272(18) C34 0.0465(18) 0.054(2) 0.067(2) 0.0107(17) 0.0244(16) 0.0116(17) C36 0.064(2) 0.046(2) 0.114(3) 0.005(2) 0.045(2) 0.0177(18) C48 0.061(2) 0.055(2) 0.075(3) 0.016(2) 0.031(2) 0.0232(19) C28 0.078(2) 0.044(2) 0.059(2) -0.0002(18) 0.007(2) 0.0170(19) C26 0.052(2) 0.059(2) 0.073(3) 0.021(2) 0.0172(18) 0.0177(18) C27 0.062(2) 0.048(2) 0.078(3) 0.008(2) 0.006(2) 0.0099(18) N4 0.102(2) 0.070(2) 0.085(3) -0.027(2) 0.005(2) 0.022(2) C11 0.062(2) 0.068(2) 0.074(3) 0.022(2) 0.0325(19) 0.0190(19) C1 0.060(2) 0.053(2) 0.060(2) 0.0109(17) 0.0228(18) 0.0104(17) C22 0.082(2) 0.054(2) 0.102(3) 0.027(2) 0.057(3) 0.041(2) C35 0.060(2) 0.057(2) 0.122(4) 0.007(2) 0.045(2) 0.021(2) N3 0.132(3) 0.074(2) 0.095(3) 0.0120(19) 0.063(2) 0.058(2) C2 0.082(3) 0.056(3) 0.075(3) 0.015(2) 0.024(2) 0.008(2) C41 0.058(2) 0.059(3) 0.121(4) -0.007(3) 0.015(3) 0.020(2) C4 0.083(3) 0.055(2) 0.074(3) 0.003(2) 0.010(2) 0.036(2) C38 0.070(2) 0.068(3) 0.083(3) 0.018(2) 0.030(2) 0.033(2) C3 0.105(3) 0.042(2) 0.085(3) 0.015(2) 0.017(3) 0.010(2) C8 0.080(3) 0.102(3) 0.094(3) 0.015(3) 0.044(2) 0.050(3) C44 0.089(3) 0.059(3) 0.138(5) 0.026(3) 0.060(3) 0.019(2) C40 0.080(3) 0.078(3) 0.094(4) -0.016(3) -0.004(3) 0.038(3) C10 0.074(3) 0.099(4) 0.099(3) 0.025(3) 0.050(3) 0.017(3) C47 0.088(3) 0.074(3) 0.083(3) 0.016(2) 0.038(3) 0.028(2) C39 0.095(3) 0.091(3) 0.075(3) 0.004(3) 0.017(3) 0.053(3) C9 0.078(3) 0.128(4) 0.111(4) 0.026(3) 0.061(3) 0.041(3) C46 0.139(4) 0.089(3) 0.091(3) 0.036(3) 0.060(3) 0.056(3) C45 0.139(5) 0.080(4) 0.156(6) 0.053(4) 0.098(4) 0.046(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C6 1.400(4) . ? N1 C12 1.401(4) . ? N1 C13 1.421(4) . ? C18 C17 1.375(4) . ? C18 C13 1.390(4) . ? C13 C14 1.379(4) . ? C16 C17 1.397(4) . ? C16 C15 1.398(4) . ? C16 C19 1.487(4) . ? C19 C20 1.389(4) . ? C19 C24 1.404(4) . ? C15 C14 1.381(4) . ? C6 C1 1.396(4) . ? C6 C5 1.400(4) . ? C24 C23 1.392(4) . ? C24 C25 1.496(4) . ? C31 C32 1.382(4) . ? C31 C36 1.383(4) . ? C31 C30 1.498(4) . ? N2 C37 1.382(4) . ? N2 C48 1.394(4) . ? N2 C34 1.446(4) . ? C25 C26 1.401(4) . ? C25 C30 1.407(4) . ? C33 C34 1.365(4) . ? C33 C32 1.390(4) . ? C30 C29 1.388(4) . ? C12 C11 1.390(5) . ? C12 C7 1.396(5) . ? C23 C22 1.388(5) . ? C29 C28 1.391(5) . ? C42 C41 1.382(5) . ? C42 C37 1.413(5) . ? C42 C43 1.433(5) . ? C20 C21 1.385(4) . ? C21 N3 1.378(4) . ? C21 C22 1.384(5) . ? C5 C4 1.406(5) . ? C5 C7 1.445(5) . ? C37 C38 1.375(5) . ? C43 C44 1.398(6) . ? C43 C48 1.403(5) . ? C7 C8 1.392(5) . ? C34 C35 1.365(5) . ? C36 C35 1.386(5) . ? C48 C47 1.379(5) . ? C28 C27 1.385(5) . ? C28 N4 1.392(5) . ? C26 C27 1.369(5) . ? C11 C10 1.379(5) . ? C1 C2 1.379(5) . ? C2 C3 1.374(6) . ? C41 C40 1.367(6) . ? C4 C3 1.377(5) . ? C38 C39 1.378(5) . ? C8 C9 1.373(6) . ? C44 C45 1.383(7) . ? C40 C39 1.385(6) . ? C10 C9 1.387(6) . ? C47 C46 1.379(6) . ? C46 C45 1.382(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 C6 N1 C12 107.9(2) . . ? C6 N1 C13 124.9(2) . . ? C12 N1 C13 125.4(3) . . ? C17 C18 C13 120.4(3) . . ? C14 C13 C18 119.2(3) . . ? C14 C13 N1 121.4(3) . . ? C18 C13 N1 119.4(3) . . ? C17 C16 C15 116.8(3) . . ? C17 C16 C19 122.4(3) . . ? C15 C16 C19 120.8(3) . . ? C20 C19 C24 118.9(3) . . ? C20 C19 C16 118.6(3) . . ? C24 C19 C16 122.5(3) . . ? C14 C15 C16 122.0(3) . . ? C1 C6 N1 128.6(3) . . ? C1 C6 C5 122.2(3) . . ? N1 C6 C5 109.1(3) . . ? C23 C24 C19 118.0(3) . . ? C23 C24 C25 118.6(3) . . ? C19 C24 C25 123.4(3) . . ? C32 C31 C36 118.2(3) . . ? C32 C31 C30 121.2(3) . . ? C36 C31 C30 120.5(3) . . ? C18 C17 C16 121.6(3) . . ? C13 C14 C15 120.0(3) . . ? C37 N2 C48 109.2(3) . . ? C37 N2 C34 126.1(3) . . ? C48 N2 C34 124.2(3) . . ? C26 C25 C30 117.3(3) . . ? C26 C25 C24 118.3(3) . . ? C30 C25 C24 124.4(3) . . ? C34 C33 C32 120.0(3) . . ? C29 C30 C25 119.6(3) . . ? C29 C30 C31 118.0(3) . . ? C25 C30 C31 122.4(3) . . ? C11 C12 C7 121.9(3) . . ? C11 C12 N1 129.2(3) . . ? C7 C12 N1 108.9(3) . . ? C22 C23 C24 122.2(4) . . ? C30 C29 C28 121.8(3) . . ? C41 C42 C37 118.0(4) . . ? C41 C42 C43 134.7(4) . . ? C37 C42 C43 107.3(3) . . ? C21 C20 C19 122.9(3) . . ? N3 C21 C22 121.0(3) . . ? N3 C21 C20 121.0(4) . . ? C22 C21 C20 118.0(3) . . ? C6 C5 C4 118.6(3) . . ? C6 C5 C7 106.8(3) . . ? C4 C5 C7 134.7(3) . . ? C31 C32 C33 120.5(3) . . ? C38 C37 N2 129.4(3) . . ? C38 C37 C42 122.5(4) . . ? N2 C37 C42 108.1(3) . . ? C44 C43 C48 119.1(4) . . ? C44 C43 C42 133.8(4) . . ? C48 C43 C42 107.0(3) . . ? C8 C7 C12 119.8(4) . . ? C8 C7 C5 132.9(4) . . ? C12 C7 C5 107.4(3) . . ? C33 C34 C35 120.5(3) . . ? C33 C34 N2 119.1(3) . . ? C35 C34 N2 120.3(3) . . ? C31 C36 C35 121.1(3) . . ? C47 C48 N2 129.3(3) . . ? C47 C48 C43 122.4(4) . . ? N2 C48 C43 108.3(3) . . ? C27 C28 C29 118.7(3) . . ? C27 C28 N4 121.0(4) . . ? C29 C28 N4 120.3(4) . . ? C27 C26 C25 122.7(3) . . ? C26 C27 C28 119.9(3) . . ? C10 C11 C12 116.8(4) . . ? C2 C1 C6 117.3(3) . . ? C21 C22 C23 120.0(3) . . ? C34 C35 C36 119.6(3) . . ? C3 C2 C1 121.5(4) . . ? C40 C41 C42 119.9(4) . . ? C3 C4 C5 118.7(4) . . ? C37 C38 C39 117.5(4) . . ? C2 C3 C4 121.7(4) . . ? C9 C8 C7 118.7(4) . . ? C45 C44 C43 118.1(4) . . ? C41 C40 C39 121.1(4) . . ? C11 C10 C9 122.1(4) . . ? C46 C47 C48 117.4(4) . . ? C38 C39 C40 121.0(4) . . ? C8 C9 C10 120.7(4) . . ? C47 C46 C45 121.3(5) . . ? C46 C45 C44 121.6(5) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.186 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.055