# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Science # This journal is © The Royal Society of Chemistry and Owner Societies 2012 data_global _journal_name_full Photochem.Photobiol.Sci. _journal_coden_cambridge 0171 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email chowdhurynilanjana07@gmail.com _publ_contact_author_name 'Nilanjana Chowdhury' loop_ _publ_author_name N.Chowdhury S.Dutta M.Baidya S.Dasgupta P.Singh data_1 _database_code_depnum_ccdc_archive 'CCDC 856804' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H17 N O2' _chemical_formula_weight 363.40 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 29.964(8) _cell_length_b 12.267(3) _cell_length_c 10.108(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.426(9) _cell_angle_gamma 90.00 _cell_volume 3699.1(17) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9755 _exptl_absorpt_correction_T_max 0.9881 _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 47001 _diffrn_reflns_av_R_equivalents 0.3674 _diffrn_reflns_av_sigmaI/netI 0.2950 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 0.68 _diffrn_reflns_theta_max 26.36 _reflns_number_total 7492 _reflns_number_gt 1715 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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^)+(0.0528P)^2^+2.9866P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7492 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3717 _refine_ls_R_factor_gt 0.0892 _refine_ls_wR_factor_ref 0.2291 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 0.921 _refine_ls_restrained_S_all 0.921 _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 O1 O 0.46244(16) 0.1743(4) 0.1892(5) 0.0741(14) Uani 1 1 d . . . O3 O 0.02549(16) -0.0893(4) 0.2153(5) 0.0733(14) Uani 1 1 d . . . N2 N 0.06603(19) -0.1370(5) 0.1721(5) 0.0648(16) Uani 1 1 d . . . O4 O 0.01373(17) -0.2484(4) 0.3185(5) 0.0915(18) Uani 1 1 d . . . C001 C 0.2080(2) -0.1111(5) 0.0627(6) 0.0494(17) Uani 1 1 d . . . C002 C 0.1678(3) -0.0732(5) 0.1099(7) 0.0537(18) Uani 1 1 d . . . C003 C 0.2502(2) -0.0776(6) 0.1255(7) 0.0546(19) Uani 1 1 d . . . C004 C 0.5204(2) 0.1668(6) 0.3633(7) 0.0595(19) Uani 1 1 d . . . C005 C 0.4078(2) 0.1804(6) 0.0221(7) 0.061(2) Uani 1 1 d . . . N1 N 0.4306(2) 0.1145(5) 0.1007(6) 0.0733(18) Uani 1 1 d . . . C006 C 0.2902(3) -0.1182(7) 0.0796(9) 0.072(2) Uani 1 1 d . . . C007 C 0.1646(3) -0.2163(6) -0.1046(7) 0.081(3) Uani 1 1 d . . . H007 H 0.1631 -0.2639 -0.1765 0.097 Uiso 1 1 calc R . . C008 C 0.3285(3) 0.1448(5) -0.0681(7) 0.0562(19) Uani 1 1 d . . . C009 C 0.1716(3) 0.0006(6) 0.2195(7) 0.065(2) Uani 1 1 d . . . H009 H 0.1456 0.0270 0.2518 0.078 Uiso 1 1 calc R . . C010 C 0.3120(3) 0.0205(7) -0.2565(8) 0.078(2) Uani 1 1 d . . . C011 C 0.2118(3) 0.0331(6) 0.2776(7) 0.071(2) Uani 1 1 d . . . H011 H 0.2129 0.0818 0.3483 0.085 Uiso 1 1 calc R . . C012 C 0.2472(3) -0.2210(6) -0.0903(8) 0.083(3) Uani 1 1 d . . . H012 H 0.2464 -0.2685 -0.1622 0.099 Uiso 1 1 calc R . . C013 C 0.2064(3) -0.1829(6) -0.0464(7) 0.064(2) Uani 1 1 d . . . C014 C 0.1266(2) -0.1098(6) 0.0486(7) 0.062(2) Uani 1 1 d . . . C015 C 0.2498(3) 0.1081(7) -0.1556(8) 0.072(2) Uani 1 1 d . . . C016 C -0.0297(2) -0.0925(6) 0.3631(7) 0.0561(18) Uani 1 1 d . . . C017 C 0.0835(2) -0.0710(6) 0.0979(7) 0.065(2) Uani 1 1 d . . . C018 C -0.0515(2) -0.1448(6) 0.4589(8) 0.074(2) Uani 1 1 d . . . H018 H -0.0457 -0.2180 0.4772 0.089 Uiso 1 1 calc R . . C019 C 0.2662(3) 0.2270(6) 0.0344(7) 0.077(2) Uani 1 1 d . . . H019 H 0.2562 0.2715 0.0999 0.092 Uiso 1 1 calc R . . C020 C 0.4920(3) 0.1075(8) 0.2611(8) 0.080(2) Uani 1 1 d . . . C021 C 0.2523(3) -0.0051(6) 0.2336(8) 0.064(2) Uani 1 1 d . . . C022 C -0.0387(2) 0.0164(6) 0.3380(6) 0.064(2) Uani 1 1 d . . . H022 H -0.0239 0.0527 0.2744 0.077 Uiso 1 1 calc R . . C023 C -0.0903(2) 0.0194(7) 0.5014(8) 0.076(2) Uani 1 1 d . . . H023 H -0.1104 0.0570 0.5494 0.092 Uiso 1 1 calc R . . C024 C 0.2970(3) 0.0904(6) -0.1596(7) 0.062(2) Uani 1 1 d . . . C025 C 0.2869(3) -0.1899(7) -0.0304(9) 0.091(3) Uani 1 1 d . . . H025 H 0.3130 -0.2162 -0.0619 0.109 Uiso 1 1 calc R . . C026 C 0.3885(3) 0.0553(6) -0.1669(8) 0.081(2) Uani 1 1 d . . . H026 H 0.4190 0.0427 -0.1700 0.097 Uiso 1 1 calc R . . C027 C -0.0819(2) -0.0888(7) 0.5278(7) 0.079(2) Uani 1 1 d . . . H027 H -0.0968 -0.1244 0.5920 0.095 Uiso 1 1 calc R . . C028 C 0.5748(2) 0.2687(9) 0.5568(7) 0.085(3) Uani 1 1 d . . . H028 H 0.5939 0.3041 0.6206 0.102 Uiso 1 1 calc R . . C029 C 0.3319(3) -0.0817(8) 0.1405(10) 0.093(3) Uani 1 1 d . . . H029 H 0.3585 -0.1053 0.1090 0.112 Uiso 1 1 calc R . . O2 O 0.4937(2) 0.0119(5) 0.2428(6) 0.142(3) Uani 1 1 d . . . C030 C 0.2341(3) 0.1771(7) -0.0588(9) 0.077(2) Uani 1 1 d . . . C031 C 0.3102(3) 0.2121(5) 0.0313(6) 0.063(2) Uani 1 1 d . . . H031 H 0.3298 0.2462 0.0951 0.076 Uiso 1 1 calc R . . C032 C 0.4144(2) 0.3015(5) 0.0202(7) 0.084(2) Uani 1 1 d . . . H03A H 0.4374 0.3218 0.0884 0.127 Uiso 1 1 calc R . . H03B H 0.3869 0.3371 0.0360 0.127 Uiso 1 1 calc R . . H03C H 0.4231 0.3232 -0.0649 0.127 Uiso 1 1 calc R . . C033 C 0.3577(4) 0.0036(6) -0.2563(8) 0.089(3) Uani 1 1 d . . . H033 H 0.3680 -0.0441 -0.3182 0.107 Uiso 1 1 calc R . . C034 C 0.2192(4) 0.0536(8) -0.2466(9) 0.094(3) Uani 1 1 d . . . C035 C 0.3741(3) 0.1260(6) -0.0725(7) 0.0579(19) Uani 1 1 d . . . C036 C -0.0696(2) 0.0724(6) 0.4060(8) 0.071(2) Uani 1 1 d . . . H036 H -0.0760 0.1451 0.3867 0.085 Uiso 1 1 calc R . . C037 C 0.0047(3) -0.1542(7) 0.2986(8) 0.072(2) Uani 1 1 d . . . C038 C 0.5223(2) 0.2788(6) 0.3653(7) 0.069(2) Uani 1 1 d . . . H038 H 0.5052 0.3196 0.3015 0.083 Uiso 1 1 calc R . . C039 C 0.3331(3) -0.0114(8) 0.2462(10) 0.096(3) Uani 1 1 d . . . H039 H 0.3607 0.0101 0.2877 0.115 Uiso 1 1 calc R . . C040 C 0.2356(4) -0.0160(9) -0.3422(10) 0.118(4) Uani 1 1 d . . . H040 H 0.2152 -0.0507 -0.4034 0.141 Uiso 1 1 calc R . . C041 C 0.1256(3) -0.1805(6) -0.0584(8) 0.079(2) Uani 1 1 d . . . H041 H 0.0981 -0.2039 -0.0994 0.094 Uiso 1 1 calc R . . C042 C 0.2802(4) -0.0340(8) -0.3475(8) 0.106(3) Uani 1 1 d . . . H042 H 0.2899 -0.0817 -0.4103 0.127 Uiso 1 1 calc R . . C043 C 0.5725(3) 0.1571(8) 0.5599(9) 0.109(3) Uani 1 1 d . . . C044 C 0.2945(3) 0.0282(6) 0.2929(8) 0.087(3) Uani 1 1 d . . . H044 H 0.2964 0.0771 0.3635 0.104 Uiso 1 1 calc R . . C045 C 0.0665(2) 0.0403(6) 0.0596(8) 0.122(3) Uani 1 1 d . . . H04A H 0.0388 0.0534 0.0979 0.183 Uiso 1 1 calc R . . H04B H 0.0614 0.0452 -0.0354 0.183 Uiso 1 1 calc R . . H04C H 0.0882 0.0939 0.0917 0.183 Uiso 1 1 calc R . . C046 C 0.5500(3) 0.3300(6) 0.4638(8) 0.083(2) Uani 1 1 d . . . H046 H 0.5517 0.4056 0.4667 0.100 Uiso 1 1 calc R . . C047 C 0.1883(3) 0.1933(7) -0.0571(9) 0.098(3) Uani 1 1 d . . . H047 H 0.1776 0.2390 0.0061 0.117 Uiso 1 1 calc R . . C048 C 0.5460(3) 0.1085(6) 0.4592(9) 0.092(3) Uani 1 1 d . . . H048 H 0.5451 0.0327 0.4553 0.111 Uiso 1 1 calc R . . C049 C 0.1590(4) 0.1419(11) -0.1485(12) 0.130(5) Uani 1 1 d . . . H049 H 0.1285 0.1542 -0.1463 0.155 Uiso 1 1 calc R . . C050 C 0.1726(4) 0.0743(10) -0.2417(11) 0.125(5) Uani 1 1 d . . . H050 H 0.1517 0.0412 -0.3027 0.150 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 O1 0.070(3) 0.060(3) 0.088(4) 0.001(3) -0.015(3) -0.002(3) O3 0.069(4) 0.075(4) 0.078(4) 0.017(3) 0.020(3) 0.003(3) N2 0.064(4) 0.064(4) 0.069(4) 0.004(3) 0.016(3) 0.003(3) O4 0.098(4) 0.064(4) 0.119(4) 0.004(4) 0.043(3) -0.003(3) C001 0.059(5) 0.051(5) 0.040(5) 0.004(4) 0.017(4) -0.002(4) C002 0.068(6) 0.051(5) 0.044(5) 0.011(4) 0.014(4) -0.004(4) C003 0.053(5) 0.057(5) 0.057(5) 0.020(4) 0.020(4) 0.008(4) C004 0.062(5) 0.052(5) 0.066(5) 0.000(4) 0.009(4) -0.002(4) C005 0.056(5) 0.053(5) 0.073(6) 0.000(4) 0.011(4) 0.000(4) N1 0.080(5) 0.060(4) 0.077(5) -0.002(4) -0.009(4) -0.002(4) C006 0.074(7) 0.064(6) 0.079(7) 0.020(5) 0.013(6) 0.010(5) C007 0.113(8) 0.061(5) 0.075(6) -0.013(4) 0.035(6) -0.006(6) C008 0.077(6) 0.050(5) 0.043(5) 0.006(4) 0.010(4) -0.009(4) C009 0.070(6) 0.065(5) 0.063(6) -0.006(4) 0.024(5) 0.002(4) C010 0.110(8) 0.070(6) 0.051(6) 0.009(5) -0.011(6) -0.015(6) C011 0.090(7) 0.069(6) 0.053(5) -0.008(4) 0.009(5) -0.004(5) C012 0.127(8) 0.061(5) 0.067(6) -0.009(4) 0.041(6) 0.016(6) C013 0.079(6) 0.062(5) 0.058(6) -0.002(4) 0.031(5) 0.001(5) C014 0.063(6) 0.061(5) 0.064(5) 0.009(4) 0.009(5) 0.005(5) C015 0.079(7) 0.073(6) 0.060(6) 0.030(5) -0.021(5) -0.014(6) C016 0.044(5) 0.061(5) 0.063(5) 0.001(4) 0.006(4) -0.009(4) C017 0.061(5) 0.060(5) 0.073(6) 0.010(4) 0.010(4) -0.007(4) C018 0.073(6) 0.065(5) 0.087(6) 0.006(5) 0.018(5) -0.002(5) C019 0.077(6) 0.074(6) 0.080(6) 0.000(5) 0.012(5) -0.001(5) C020 0.088(7) 0.067(6) 0.082(6) 0.006(6) -0.008(5) 0.000(6) C021 0.073(6) 0.059(5) 0.061(6) 0.001(4) 0.008(5) -0.004(5) C022 0.061(5) 0.065(6) 0.067(5) 0.008(4) 0.011(4) -0.010(4) C023 0.071(6) 0.090(7) 0.068(6) -0.004(5) 0.009(4) -0.002(5) C024 0.094(7) 0.054(5) 0.036(5) 0.009(4) -0.008(5) -0.015(5) C025 0.087(7) 0.092(7) 0.098(8) 0.023(6) 0.038(6) 0.030(6) C026 0.108(7) 0.068(6) 0.069(6) -0.006(5) 0.021(5) 0.015(5) C027 0.071(6) 0.087(7) 0.081(6) 0.001(5) 0.019(5) -0.015(5) C028 0.061(6) 0.120(8) 0.070(6) -0.013(6) -0.014(4) -0.012(6) C029 0.076(7) 0.098(8) 0.107(8) 0.035(6) 0.018(6) 0.016(6) O2 0.190(7) 0.059(4) 0.158(6) -0.017(4) -0.077(5) 0.017(4) C030 0.067(7) 0.079(7) 0.083(7) 0.024(5) -0.005(6) -0.015(5) C031 0.070(6) 0.062(5) 0.057(5) 0.002(4) 0.004(4) -0.006(4) C032 0.081(6) 0.063(6) 0.107(6) 0.002(5) -0.005(5) -0.007(4) C033 0.150(9) 0.062(6) 0.054(6) -0.015(4) 0.010(6) 0.003(7) C034 0.112(9) 0.100(8) 0.064(7) 0.018(6) -0.034(7) -0.039(7) C035 0.067(6) 0.048(5) 0.057(5) 0.004(4) -0.001(4) -0.001(4) C036 0.066(5) 0.067(6) 0.080(6) -0.002(5) 0.005(4) 0.010(5) C037 0.069(6) 0.072(6) 0.075(6) 0.001(5) 0.007(5) -0.006(5) C038 0.066(5) 0.060(5) 0.078(6) 0.014(4) -0.005(4) 0.002(4) C039 0.076(7) 0.106(8) 0.103(8) 0.033(6) -0.009(6) 0.003(6) C040 0.175(12) 0.095(9) 0.074(8) 0.021(6) -0.039(9) -0.060(9) C041 0.086(7) 0.072(6) 0.076(6) -0.006(5) -0.004(5) -0.023(5) C042 0.172(10) 0.085(7) 0.056(6) -0.006(5) -0.018(8) -0.027(8) C043 0.110(8) 0.084(8) 0.129(9) -0.016(7) -0.010(6) -0.002(6) C044 0.097(7) 0.085(7) 0.075(6) 0.018(5) -0.015(6) -0.006(6) C045 0.097(7) 0.112(8) 0.164(9) 0.074(7) 0.051(6) 0.034(6) C046 0.081(6) 0.064(6) 0.103(7) -0.006(5) -0.005(5) -0.014(5) C047 0.079(7) 0.102(7) 0.109(8) 0.035(6) -0.006(6) -0.011(6) C048 0.107(7) 0.054(5) 0.110(7) 0.015(5) -0.016(6) 0.010(5) C049 0.082(8) 0.175(14) 0.126(11) 0.065(9) -0.020(9) -0.045(9) C050 0.119(11) 0.144(12) 0.100(10) 0.050(8) -0.050(8) -0.054(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 C020 1.365(8) . ? O1 N1 1.445(6) . ? O3 C037 1.352(8) . ? O3 N2 1.452(6) . ? N2 C017 1.251(7) . ? O4 C037 1.199(8) . ? C001 C013 1.409(8) . ? C001 C002 1.415(8) . ? C001 C003 1.419(8) . ? C002 C014 1.403(8) . ? C002 C009 1.427(8) . ? C003 C021 1.405(8) . ? C003 C006 1.416(9) . ? C004 C048 1.378(8) . ? C004 C038 1.375(8) . ? C004 C020 1.468(9) . ? C005 N1 1.283(7) . ? C005 C032 1.499(8) . ? C005 C035 1.484(8) . ? C006 C025 1.414(10) . ? C006 C029 1.415(10) . ? C007 C041 1.371(9) . ? C007 C013 1.396(9) . ? C007 H007 0.9300 . ? C008 C035 1.391(8) . ? C008 C024 1.423(8) . ? C008 C031 1.446(8) . ? C009 C011 1.350(8) . ? C009 H009 0.9300 . ? C010 C033 1.384(9) . ? C010 C024 1.408(9) . ? C010 C042 1.428(10) . ? C011 C021 1.410(8) . ? C011 H011 0.9300 . ? C012 C025 1.338(9) . ? C012 C013 1.419(9) . ? C012 H012 0.9300 . ? C014 C041 1.385(9) . ? C014 C017 1.504(8) . ? C015 C034 1.405(10) . ? C015 C030 1.408(9) . ? C015 C024 1.434(9) . ? C016 C022 1.381(8) . ? C016 C018 1.377(8) . ? C016 C037 1.479(9) . ? C017 C045 1.496(9) . ? C018 C027 1.381(8) . ? C018 H018 0.9300 . ? C019 C031 1.336(8) . ? C019 C030 1.418(9) . ? C019 H019 0.9300 . ? C020 O2 1.189(8) . ? C021 C044 1.410(9) . ? C022 C036 1.384(8) . ? C022 H022 0.9300 . ? C023 C036 1.361(8) . ? C023 C027 1.372(9) . ? C023 H023 0.9300 . ? C025 H025 0.9300 . ? C026 C035 1.388(8) . ? C026 C033 1.384(9) . ? C026 H026 0.9300 . ? C027 H027 0.9300 . ? C028 C043 1.371(10) . ? C028 C046 1.367(9) . ? C028 H028 0.9300 . ? C029 C039 1.371(10) . ? C029 H029 0.9300 . ? C030 C047 1.388(9) . ? C031 H031 0.9300 . ? C032 H03A 0.9600 . ? C032 H03B 0.9600 . ? C032 H03C 0.9600 . ? C033 H033 0.9300 . ? C034 C040 1.412(12) . ? C034 C050 1.425(12) . ? C036 H036 0.9300 . ? C038 C046 1.385(8) . ? C038 H038 0.9300 . ? C039 C044 1.376(10) . ? C039 H039 0.9300 . ? C040 C042 1.360(11) . ? C040 H040 0.9300 . ? C041 H041 0.9300 . ? C042 H042 0.9300 . ? C043 C048 1.368(10) . ? C044 H044 0.9300 . ? C045 H04A 0.9600 . ? C045 H04B 0.9600 . ? C045 H04C 0.9600 . ? C046 H046 0.9300 . ? C047 C049 1.367(11) . ? C047 H047 0.9300 . ? C048 H048 0.9300 . ? C049 C050 1.348(12) . ? C049 H049 0.9300 . ? C050 H050 0.9300 . ? 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 C020 O1 N1 112.5(6) . . ? C037 O3 N2 113.4(5) . . ? C017 N2 O3 109.1(6) . . ? C013 C001 C002 120.1(7) . . ? C013 C001 C003 119.6(7) . . ? C002 C001 C003 120.3(7) . . ? C014 C002 C001 119.3(7) . . ? C014 C002 C009 123.2(7) . . ? C001 C002 C009 117.5(7) . . ? C021 C003 C006 120.0(8) . . ? C021 C003 C001 120.2(7) . . ? C006 C003 C001 119.7(8) . . ? C048 C004 C038 119.3(7) . . ? C048 C004 C020 118.9(7) . . ? C038 C004 C020 121.7(8) . . ? N1 C005 C032 124.8(7) . . ? N1 C005 C035 113.9(6) . . ? C032 C005 C035 121.3(7) . . ? C005 N1 O1 110.2(6) . . ? C025 C006 C003 118.7(9) . . ? C025 C006 C029 122.1(9) . . ? C003 C006 C029 119.2(9) . . ? C041 C007 C013 121.6(7) . . ? C041 C007 H007 119.2 . . ? C013 C007 H007 119.2 . . ? C035 C008 C024 119.6(7) . . ? C035 C008 C031 123.6(7) . . ? C024 C008 C031 116.6(7) . . ? C011 C009 C002 121.8(7) . . ? C011 C009 H009 119.1 . . ? C002 C009 H009 119.1 . . ? C033 C010 C024 118.2(8) . . ? C033 C010 C042 122.1(10) . . ? C024 C010 C042 119.7(9) . . ? C009 C011 C021 121.5(7) . . ? C009 C011 H011 119.2 . . ? C021 C011 H011 119.2 . . ? C025 C012 C013 121.3(8) . . ? C025 C012 H012 119.3 . . ? C013 C012 H012 119.3 . . ? C007 C013 C001 118.4(7) . . ? C007 C013 C012 122.6(8) . . ? C001 C013 C012 119.0(8) . . ? C041 C014 C002 119.9(7) . . ? C041 C014 C017 120.1(8) . . ? C002 C014 C017 120.1(7) . . ? C034 C015 C030 120.1(10) . . ? C034 C015 C024 119.6(10) . . ? C030 C015 C024 120.3(8) . . ? C022 C016 C018 118.7(7) . . ? C022 C016 C037 123.2(7) . . ? C018 C016 C037 118.0(7) . . ? N2 C017 C045 126.5(7) . . ? N2 C017 C014 114.5(7) . . ? C045 C017 C014 119.0(6) . . ? C027 C018 C016 120.2(7) . . ? C027 C018 H018 119.9 . . ? C016 C018 H018 119.9 . . ? C031 C019 C030 122.3(8) . . ? C031 C019 H019 118.9 . . ? C030 C019 H019 118.9 . . ? O2 C020 O1 122.9(8) . . ? O2 C020 C004 124.6(8) . . ? O1 C020 C004 112.4(7) . . ? C044 C021 C003 119.1(8) . . ? C044 C021 C011 122.3(8) . . ? C003 C021 C011 118.6(7) . . ? C016 C022 C036 121.2(7) . . ? C016 C022 H022 119.4 . . ? C036 C022 H022 119.4 . . ? C036 C023 C027 120.8(8) . . ? C036 C023 H023 119.6 . . ? C027 C023 H023 119.6 . . ? C010 C024 C008 120.1(8) . . ? C010 C024 C015 119.5(8) . . ? C008 C024 C015 120.4(8) . . ? C012 C025 C006 121.7(8) . . ? C012 C025 H025 119.2 . . ? C006 C025 H025 119.2 . . ? C035 C026 C033 120.2(8) . . ? C035 C026 H026 119.9 . . ? C033 C026 H026 119.9 . . ? C023 C027 C018 120.0(7) . . ? C023 C027 H027 120.0 . . ? C018 C027 H027 120.0 . . ? C043 C028 C046 122.7(8) . . ? C043 C028 H028 118.7 . . ? C046 C028 H028 118.7 . . ? C039 C029 C006 119.6(9) . . ? C039 C029 H029 120.2 . . ? C006 C029 H029 120.2 . . ? C047 C030 C019 122.5(10) . . ? C047 C030 C015 119.3(9) . . ? C019 C030 C015 118.1(8) . . ? C019 C031 C008 122.2(7) . . ? C019 C031 H031 118.9 . . ? C008 C031 H031 118.9 . . ? C005 C032 H03A 109.5 . . ? C005 C032 H03B 109.5 . . ? H03A C032 H03B 109.5 . . ? C005 C032 H03C 109.5 . . ? H03A C032 H03C 109.5 . . ? H03B C032 H03C 109.5 . . ? C010 C033 C026 122.0(8) . . ? C010 C033 H033 119.0 . . ? C026 C033 H033 119.0 . . ? C015 C034 C040 119.3(11) . . ? C015 C034 C050 118.3(11) . . ? C040 C034 C050 122.4(11) . . ? C026 C035 C008 119.8(7) . . ? C026 C035 C005 119.1(7) . . ? C008 C035 C005 121.1(7) . . ? C023 C036 C022 119.1(7) . . ? C023 C036 H036 120.5 . . ? C022 C036 H036 120.5 . . ? O4 C037 O3 124.3(8) . . ? O4 C037 C016 125.0(8) . . ? O3 C037 C016 110.7(7) . . ? C004 C038 C046 118.9(7) . . ? C004 C038 H038 120.5 . . ? C046 C038 H038 120.5 . . ? C044 C039 C029 122.0(9) . . ? C044 C039 H039 119.0 . . ? C029 C039 H039 119.0 . . ? C042 C040 C034 122.1(11) . . ? C042 C040 H040 119.0 . . ? C034 C040 H040 119.0 . . ? C007 C041 C014 120.7(7) . . ? C007 C041 H041 119.7 . . ? C014 C041 H041 119.7 . . ? C040 C042 C010 119.9(11) . . ? C040 C042 H042 120.1 . . ? C010 C042 H042 120.1 . . ? C048 C043 C028 116.4(9) . . ? C039 C044 C021 120.1(8) . . ? C039 C044 H044 120.0 . . ? C021 C044 H044 120.0 . . ? C017 C045 H04A 109.5 . . ? C017 C045 H04B 109.5 . . ? H04A C045 H04B 109.5 . . ? C017 C045 H04C 109.5 . . ? H04A C045 H04C 109.5 . . ? H04B C045 H04C 109.5 . . ? C028 C046 C038 119.7(7) . . ? C028 C046 H046 120.2 . . ? C038 C046 H046 120.2 . . ? C049 C047 C030 119.9(10) . . ? C049 C047 H047 120.0 . . ? C030 C047 H047 120.0 . . ? C043 C048 C004 122.8(8) . . ? C043 C048 H048 118.6 . . ? C004 C048 H048 118.6 . . ? C050 C049 C047 122.6(13) . . ? C050 C049 H049 118.7 . . ? C047 C049 H049 118.7 . . ? C049 C050 C034 119.7(12) . . ? C049 C050 H050 120.1 . . ? C034 C050 H050 120.1 . . ? 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 C037 O3 N2 C017 -178.7(6) . . . . ? C013 C001 C002 C014 1.2(9) . . . . ? C003 C001 C002 C014 -178.2(6) . . . . ? C013 C001 C002 C009 -179.2(6) . . . . ? C003 C001 C002 C009 1.3(9) . . . . ? C013 C001 C003 C021 179.4(6) . . . . ? C002 C001 C003 C021 -1.1(9) . . . . ? C013 C001 C003 C006 -1.1(9) . . . . ? C002 C001 C003 C006 178.3(6) . . . . ? C032 C005 N1 O1 1.7(10) . . . . ? C035 C005 N1 O1 -179.8(5) . . . . ? C020 O1 N1 C005 -170.8(6) . . . . ? C021 C003 C006 C025 -179.2(7) . . . . ? C001 C003 C006 C025 1.3(10) . . . . ? C021 C003 C006 C029 -2.4(10) . . . . ? C001 C003 C006 C029 178.1(6) . . . . ? C014 C002 C009 C011 179.0(7) . . . . ? C001 C002 C009 C011 -0.5(9) . . . . ? C002 C009 C011 C021 -0.6(11) . . . . ? C041 C007 C013 C001 0.2(11) . . . . ? C041 C007 C013 C012 178.4(7) . . . . ? C002 C001 C013 C007 -0.7(9) . . . . ? C003 C001 C013 C007 178.7(6) . . . . ? C002 C001 C013 C012 -179.0(6) . . . . ? C003 C001 C013 C012 0.5(9) . . . . ? C025 C012 C013 C007 -178.2(8) . . . . ? C025 C012 C013 C001 0.0(11) . . . . ? C001 C002 C014 C041 -1.2(9) . . . . ? C009 C002 C014 C041 179.3(6) . . . . ? C001 C002 C014 C017 179.6(6) . . . . ? C009 C002 C014 C017 0.1(9) . . . . ? O3 N2 C017 C045 0.8(10) . . . . ? O3 N2 C017 C014 178.6(5) . . . . ? C041 C014 C017 N2 81.0(9) . . . . ? C002 C014 C017 N2 -99.9(8) . . . . ? C041 C014 C017 C045 -101.1(8) . . . . ? C002 C014 C017 C045 78.1(9) . . . . ? C022 C016 C018 C027 0.1(10) . . . . ? C037 C016 C018 C027 176.1(6) . . . . ? N1 O1 C020 O2 6.7(11) . . . . ? N1 O1 C020 C004 -172.5(5) . . . . ? C048 C004 C020 O2 -11.0(13) . . . . ? C038 C004 C020 O2 168.8(9) . . . . ? C048 C004 C020 O1 168.1(7) . . . . ? C038 C004 C020 O1 -12.1(10) . . . . ? C006 C003 C021 C044 1.6(10) . . . . ? C001 C003 C021 C044 -179.0(6) . . . . ? C006 C003 C021 C011 -179.4(6) . . . . ? C001 C003 C021 C011 0.0(9) . . . . ? C009 C011 C021 C044 179.8(7) . . . . ? C009 C011 C021 C003 0.8(10) . . . . ? C018 C016 C022 C036 -0.8(10) . . . . ? C037 C016 C022 C036 -176.5(6) . . . . ? C033 C010 C024 C008 2.4(10) . . . . ? C042 C010 C024 C008 179.7(7) . . . . ? C033 C010 C024 C015 -178.8(7) . . . . ? C042 C010 C024 C015 -1.5(10) . . . . ? C035 C008 C024 C010 -1.9(9) . . . . ? C031 C008 C024 C010 -177.9(6) . . . . ? C035 C008 C024 C015 179.4(6) . . . . ? C031 C008 C024 C015 3.4(9) . . . . ? C034 C015 C024 C010 1.3(10) . . . . ? C030 C015 C024 C010 179.6(7) . . . . ? C034 C015 C024 C008 -180.0(6) . . . . ? C030 C015 C024 C008 -1.7(10) . . . . ? C013 C012 C025 C006 0.2(12) . . . . ? C003 C006 C025 C012 -0.9(12) . . . . ? C029 C006 C025 C012 -177.6(8) . . . . ? C036 C023 C027 C018 1.3(12) . . . . ? C016 C018 C027 C023 -0.4(11) . . . . ? C025 C006 C029 C039 179.4(8) . . . . ? C003 C006 C029 C039 2.7(11) . . . . ? C031 C019 C030 C047 -179.2(7) . . . . ? C031 C019 C030 C015 1.4(11) . . . . ? C034 C015 C030 C047 -1.9(11) . . . . ? C024 C015 C030 C047 179.8(6) . . . . ? C034 C015 C030 C019 177.5(7) . . . . ? C024 C015 C030 C019 -0.8(10) . . . . ? C030 C019 C031 C008 0.5(11) . . . . ? C035 C008 C031 C019 -178.7(6) . . . . ? C024 C008 C031 C019 -2.9(9) . . . . ? C024 C010 C033 C026 -1.9(12) . . . . ? C042 C010 C033 C026 -179.1(7) . . . . ? C035 C026 C033 C010 0.7(12) . . . . ? C030 C015 C034 C040 -179.5(8) . . . . ? C024 C015 C034 C040 -1.2(11) . . . . ? C030 C015 C034 C050 2.8(12) . . . . ? C024 C015 C034 C050 -178.9(7) . . . . ? C033 C026 C035 C008 -0.1(10) . . . . ? C033 C026 C035 C005 -180.0(7) . . . . ? C024 C008 C035 C026 0.7(9) . . . . ? C031 C008 C035 C026 176.4(6) . . . . ? C024 C008 C035 C005 -179.4(6) . . . . ? C031 C008 C035 C005 -3.7(10) . . . . ? N1 C005 C035 C026 -64.2(9) . . . . ? C032 C005 C035 C026 114.3(7) . . . . ? N1 C005 C035 C008 115.9(7) . . . . ? C032 C005 C035 C008 -65.6(9) . . . . ? C027 C023 C036 C022 -1.9(11) . . . . ? C016 C022 C036 C023 1.7(10) . . . . ? N2 O3 C037 O4 -12.0(10) . . . . ? N2 O3 C037 C016 166.8(5) . . . . ? C022 C016 C037 O4 179.5(7) . . . . ? C018 C016 C037 O4 3.8(11) . . . . ? C022 C016 C037 O3 0.6(9) . . . . ? C018 C016 C037 O3 -175.1(6) . . . . ? C048 C004 C038 C046 0.2(11) . . . . ? C020 C004 C038 C046 -179.6(7) . . . . ? C006 C029 C039 C044 -2.3(13) . . . . ? C015 C034 C040 C042 1.3(14) . . . . ? C050 C034 C040 C042 178.9(10) . . . . ? C013 C007 C041 C014 -0.2(11) . . . . ? C002 C014 C041 C007 0.7(11) . . . . ? C017 C014 C041 C007 179.8(7) . . . . ? C034 C040 C042 C010 -1.6(15) . . . . ? C033 C010 C042 C040 178.8(9) . . . . ? C024 C010 C042 C040 1.6(13) . . . . ? C046 C028 C043 C048 4.0(14) . . . . ? C029 C039 C044 C021 1.4(13) . . . . ? C003 C021 C044 C039 -1.0(11) . . . . ? C011 C021 C044 C039 180.0(7) . . . . ? C043 C028 C046 C038 -2.1(13) . . . . ? C004 C038 C046 C028 -0.1(11) . . . . ? C019 C030 C047 C049 -179.1(8) . . . . ? C015 C030 C047 C049 0.3(12) . . . . ? C028 C043 C048 C004 -3.9(14) . . . . ? C038 C004 C048 C043 1.9(12) . . . . ? C020 C004 C048 C043 -178.3(8) . . . . ? C030 C047 C049 C050 0.5(16) . . . . ? C047 C049 C050 C034 0.4(18) . . . . ? C015 C034 C050 C049 -2.1(15) . . . . ? C040 C034 C050 C049 -179.7(10) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.177 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.039 data_nd365 _database_code_depnum_ccdc_archive 'CCDC 856952' #TrackingRef '8505_web_deposit_cif_file_0_NilanjanaChowdhury_ #1323093186.nd365.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H17 N O2' _chemical_formula_weight 363.40 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' O O 0.0106 0.0060 '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 Orthorhombic _symmetry_space_group_name_H-M Pbca 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' '-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 12.847(5) _cell_length_b 8.845(4) _cell_length_c 32.399(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3682(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 40894 _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 25.00 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.989 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details SADABs _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 'Bruker-APEX-II CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40894 _diffrn_reflns_av_R_equivalents 0.1099 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3241 _reflns_number_gt 1702 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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^)+(0.0611P)^2^+2.0818P] 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 3241 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1192 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1569 _refine_ls_wR_factor_gt 0.1219 _refine_ls_goodness_of_fit_ref 0.961 _refine_ls_restrained_S_all 0.961 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4567(2) 0.1583(3) 0.63659(9) 0.0528(7) Uani 1 1 d . . . C2 C 0.5174(2) 0.0575(3) 0.65855(10) 0.0622(9) Uani 1 1 d . . . H2 H 0.5036 0.0409 0.6864 0.075 Uiso 1 1 calc R . . C3 C 0.5982(2) -0.0188(3) 0.63986(11) 0.0650(9) Uani 1 1 d . . . H3 H 0.6388 -0.0849 0.6553 0.078 Uiso 1 1 calc R . . C4 C 0.6197(2) 0.0017(3) 0.59823(10) 0.0564(8) Uani 1 1 d . . . C5 C 0.7008(2) -0.0793(4) 0.57705(13) 0.0720(10) Uani 1 1 d . . . H5 H 0.7422 -0.1464 0.5918 0.086 Uiso 1 1 calc R . . C6 C 0.7183(3) -0.0607(4) 0.53667(13) 0.0727(10) Uani 1 1 d . . . H6 H 0.7704 -0.1169 0.5239 0.087 Uiso 1 1 calc R . . C7 C 0.6586(2) 0.0435(3) 0.51262(11) 0.0601(9) Uani 1 1 d . . . C8 C 0.6737(3) 0.0636(4) 0.47050(12) 0.0728(10) Uani 1 1 d . . . H8 H 0.7237 0.0060 0.4569 0.087 Uiso 1 1 calc R . . C9 C 0.6166(3) 0.1663(5) 0.44865(11) 0.0784(11) Uani 1 1 d . . . H9 H 0.6293 0.1788 0.4206 0.094 Uiso 1 1 calc R . . C10 C 0.5403(3) 0.2519(4) 0.46757(10) 0.0694(9) Uani 1 1 d . . . H10 H 0.5025 0.3219 0.4523 0.083 Uiso 1 1 calc R . . C11 C 0.5197(2) 0.2336(3) 0.50973(9) 0.0553(8) Uani 1 1 d . . . C12 C 0.4389(2) 0.3142(3) 0.53036(9) 0.0576(8) Uani 1 1 d . . . H12 H 0.3999 0.3843 0.5156 0.069 Uiso 1 1 calc R . . C13 C 0.4174(2) 0.2919(3) 0.57063(9) 0.0545(8) Uani 1 1 d . . . H13 H 0.3636 0.3460 0.5829 0.065 Uiso 1 1 calc R . . C14 C 0.4760(2) 0.1861(3) 0.59480(9) 0.0479(7) Uani 1 1 d . . . C15 C 0.5587(2) 0.1059(3) 0.57544(9) 0.0497(7) Uani 1 1 d . . . C16 C 0.5795(2) 0.1287(3) 0.53259(9) 0.0511(8) Uani 1 1 d . . . N1 N 0.37229(18) 0.2331(3) 0.65792(7) 0.0573(7) Uani 1 1 d . . . C18 C 0.2701(2) 0.1770(4) 0.65028(11) 0.0635(9) Uani 1 1 d . . . C19 C 0.1797(2) 0.2481(4) 0.67150(12) 0.0839(11) Uani 1 1 d . . . H19A H 0.2040 0.3266 0.6896 0.126 Uiso 1 1 calc R . . H19B H 0.1433 0.1730 0.6873 0.126 Uiso 1 1 calc R . . H19C H 0.1335 0.2906 0.6513 0.126 Uiso 1 1 calc R . . C20 C 0.3973(3) 0.3307(4) 0.69084(11) 0.0689(9) Uani 1 1 d . . . C21 C 0.4978(2) 0.4105(4) 0.68893(10) 0.0629(8) Uani 1 1 d . . . C22 C 0.5539(3) 0.4228(5) 0.72547(12) 0.0919(12) Uani 1 1 d . . . H22 H 0.5306 0.3742 0.7492 0.110 Uiso 1 1 calc R . . C23 C 0.6440(4) 0.5073(6) 0.72644(18) 0.1127(16) Uani 1 1 d . . . H23 H 0.6828 0.5125 0.7506 0.135 Uiso 1 1 calc R . . C24 C 0.6770(3) 0.5833(5) 0.69220(19) 0.1060(15) Uani 1 1 d . . . H24 H 0.7363 0.6434 0.6934 0.127 Uiso 1 1 calc R . . C25 C 0.6222(3) 0.5709(4) 0.65581(14) 0.0908(12) Uani 1 1 d . . . H25 H 0.6452 0.6214 0.6323 0.109 Uiso 1 1 calc R . . C26 C 0.5334(3) 0.4839(4) 0.65413(11) 0.0711(9) Uani 1 1 d . . . H26 H 0.4973 0.4745 0.6294 0.085 Uiso 1 1 calc R . . O1 O 0.25909(18) 0.0751(3) 0.62611(8) 0.0800(7) Uani 1 1 d . . . O2 O 0.3388(2) 0.3488(4) 0.71989(8) 0.1112(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0490(16) 0.0443(17) 0.065(2) 0.0001(15) 0.0041(15) 0.0025(14) C2 0.063(2) 0.055(2) 0.069(2) 0.0075(17) 0.0000(17) 0.0002(17) C3 0.0588(19) 0.052(2) 0.084(3) 0.0097(18) -0.0109(18) 0.0097(16) C4 0.0459(17) 0.0432(18) 0.080(2) -0.0029(16) -0.0028(16) 0.0025(15) C5 0.0490(19) 0.055(2) 0.112(3) -0.002(2) 0.001(2) 0.0076(16) C6 0.051(2) 0.061(2) 0.106(3) -0.017(2) 0.015(2) 0.0006(17) C7 0.0440(18) 0.054(2) 0.082(2) -0.0172(17) 0.0126(17) -0.0128(16) C8 0.056(2) 0.077(3) 0.086(3) -0.026(2) 0.024(2) -0.0202(19) C9 0.074(2) 0.092(3) 0.069(2) -0.012(2) 0.018(2) -0.031(2) C10 0.069(2) 0.072(2) 0.067(2) -0.0023(18) 0.0035(18) -0.0194(19) C11 0.0507(17) 0.0532(19) 0.0620(19) -0.0053(16) 0.0019(15) -0.0135(16) C12 0.0548(18) 0.0543(19) 0.064(2) 0.0033(16) -0.0064(16) 0.0010(16) C13 0.0492(16) 0.0507(19) 0.064(2) -0.0011(15) -0.0018(15) 0.0059(14) C14 0.0422(15) 0.0405(16) 0.0609(19) -0.0005(14) -0.0009(14) -0.0003(13) C15 0.0416(15) 0.0402(17) 0.067(2) -0.0056(15) -0.0012(15) -0.0047(13) C16 0.0403(16) 0.0455(17) 0.067(2) -0.0097(15) 0.0034(15) -0.0118(14) N1 0.0557(15) 0.0549(16) 0.0613(16) -0.0014(13) 0.0073(12) 0.0025(13) C18 0.061(2) 0.053(2) 0.077(2) 0.0134(19) 0.0054(17) 0.0005(17) C19 0.061(2) 0.075(2) 0.116(3) 0.005(2) 0.021(2) 0.0010(19) C20 0.070(2) 0.070(2) 0.066(2) -0.0047(19) 0.0108(19) 0.0040(19) C21 0.064(2) 0.060(2) 0.065(2) -0.0105(17) 0.0000(18) 0.0099(17) C22 0.102(3) 0.090(3) 0.084(3) -0.012(2) -0.016(2) 0.008(3) C23 0.099(4) 0.106(4) 0.133(5) -0.021(3) -0.043(3) 0.005(3) C24 0.075(3) 0.085(3) 0.158(5) -0.040(3) -0.006(3) -0.006(2) C25 0.090(3) 0.073(3) 0.109(3) -0.024(2) 0.018(3) -0.015(2) C26 0.080(2) 0.063(2) 0.071(2) -0.0112(18) -0.0004(19) -0.005(2) O1 0.0700(14) 0.0732(16) 0.0968(18) -0.0091(15) 0.0044(14) -0.0055(13) O2 0.101(2) 0.146(3) 0.0865(18) -0.0338(18) 0.0380(17) -0.0157(19) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.382(4) . ? C1 C14 1.398(4) . ? C1 N1 1.446(3) . ? C2 C3 1.377(4) . ? C2 H2 0.9300 . ? C3 C4 1.389(4) . ? C3 H3 0.9300 . ? C4 C15 1.417(4) . ? C4 C5 1.438(4) . ? C5 C6 1.338(5) . ? C5 H5 0.9300 . ? C6 C7 1.430(5) . ? C6 H6 0.9300 . ? C7 C8 1.390(5) . ? C7 C16 1.421(4) . ? C8 C9 1.365(5) . ? C8 H8 0.9300 . ? C9 C10 1.382(5) . ? C9 H9 0.9300 . ? C10 C11 1.401(4) . ? C10 H10 0.9300 . ? C11 C16 1.414(4) . ? C11 C12 1.425(4) . ? C12 C13 1.348(4) . ? C12 H12 0.9300 . ? C13 C14 1.434(4) . ? C13 H13 0.9300 . ? C14 C15 1.423(4) . ? C15 C16 1.428(4) . ? N1 C20 1.409(4) . ? N1 C18 1.426(4) . ? C18 O1 1.202(4) . ? C18 C19 1.489(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 O2 1.215(4) . ? C20 C21 1.473(4) . ? C21 C26 1.379(4) . ? C21 C22 1.390(5) . ? C22 C23 1.379(6) . ? C22 H22 0.9300 . ? C23 C24 1.364(6) . ? C23 H23 0.9300 . ? C24 C25 1.378(6) . ? C24 H24 0.9300 . ? C25 C26 1.377(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C14 120.8(3) . . ? C2 C1 N1 118.2(3) . . ? C14 C1 N1 121.0(3) . . ? C3 C2 C1 121.0(3) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C3 C4 C15 118.7(3) . . ? C3 C4 C5 122.9(3) . . ? C15 C4 C5 118.4(3) . . ? C6 C5 C4 121.8(3) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C7 121.5(3) . . ? C5 C6 H6 119.3 . . ? C7 C6 H6 119.3 . . ? C8 C7 C16 118.6(3) . . ? C8 C7 C6 122.9(3) . . ? C16 C7 C6 118.5(3) . . ? C9 C8 C7 121.3(3) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 121.0(3) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C9 C10 C11 120.2(3) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C16 119.0(3) . . ? C10 C11 C12 122.5(3) . . ? C16 C11 C12 118.5(3) . . ? C13 C12 C11 122.0(3) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C12 C13 C14 121.0(3) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C1 C14 C15 118.1(3) . . ? C1 C14 C13 123.4(3) . . ? C15 C14 C13 118.5(3) . . ? C4 C15 C14 120.5(3) . . ? C4 C15 C16 119.7(3) . . ? C14 C15 C16 119.8(3) . . ? C11 C16 C15 120.0(3) . . ? C11 C16 C7 119.9(3) . . ? C15 C16 C7 120.1(3) . . ? C20 N1 C18 123.7(3) . . ? C20 N1 C1 118.1(2) . . ? C18 N1 C1 116.7(2) . . ? O1 C18 N1 118.8(3) . . ? O1 C18 C19 121.7(3) . . ? N1 C18 C19 119.4(3) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O2 C20 N1 121.8(3) . . ? O2 C20 C21 120.7(3) . . ? N1 C20 C21 117.5(3) . . ? C26 C21 C22 119.2(3) . . ? C26 C21 C20 123.4(3) . . ? C22 C21 C20 117.2(3) . . ? C23 C22 C21 119.8(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.6(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.9(4) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C24 C25 C26 120.1(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C21 C26 C25 120.4(3) . . ? C21 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? 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 C14 C1 C2 C3 -0.3(4) . . . . ? N1 C1 C2 C3 179.2(3) . . . . ? C1 C2 C3 C4 -1.1(5) . . . . ? C2 C3 C4 C15 1.7(4) . . . . ? C2 C3 C4 C5 -177.8(3) . . . . ? C3 C4 C5 C6 178.2(3) . . . . ? C15 C4 C5 C6 -1.3(5) . . . . ? C4 C5 C6 C7 1.5(5) . . . . ? C5 C6 C7 C8 -178.9(3) . . . . ? C5 C6 C7 C16 0.2(5) . . . . ? C16 C7 C8 C9 2.1(5) . . . . ? C6 C7 C8 C9 -178.7(3) . . . . ? C7 C8 C9 C10 -1.3(5) . . . . ? C8 C9 C10 C11 -0.5(5) . . . . ? C9 C10 C11 C16 1.2(4) . . . . ? C9 C10 C11 C12 -177.2(3) . . . . ? C10 C11 C12 C13 177.6(3) . . . . ? C16 C11 C12 C13 -0.8(4) . . . . ? C11 C12 C13 C14 0.6(4) . . . . ? C2 C1 C14 C15 1.0(4) . . . . ? N1 C1 C14 C15 -178.4(2) . . . . ? C2 C1 C14 C13 -178.5(3) . . . . ? N1 C1 C14 C13 2.0(4) . . . . ? C12 C13 C14 C1 -179.8(3) . . . . ? C12 C13 C14 C15 0.7(4) . . . . ? C3 C4 C15 C14 -0.9(4) . . . . ? C5 C4 C15 C14 178.5(3) . . . . ? C3 C4 C15 C16 180.0(3) . . . . ? C5 C4 C15 C16 -0.5(4) . . . . ? C1 C14 C15 C4 -0.4(4) . . . . ? C13 C14 C15 C4 179.2(2) . . . . ? C1 C14 C15 C16 178.7(3) . . . . ? C13 C14 C15 C16 -1.8(4) . . . . ? C10 C11 C16 C15 -178.8(3) . . . . ? C12 C11 C16 C15 -0.3(4) . . . . ? C10 C11 C16 C7 -0.3(4) . . . . ? C12 C11 C16 C7 178.2(2) . . . . ? C4 C15 C16 C11 -179.4(2) . . . . ? C14 C15 C16 C11 1.6(4) . . . . ? C4 C15 C16 C7 2.2(4) . . . . ? C14 C15 C16 C7 -176.9(2) . . . . ? C8 C7 C16 C11 -1.3(4) . . . . ? C6 C7 C16 C11 179.5(3) . . . . ? C8 C7 C16 C15 177.1(3) . . . . ? C6 C7 C16 C15 -2.0(4) . . . . ? C2 C1 N1 C20 63.6(4) . . . . ? C14 C1 N1 C20 -116.9(3) . . . . ? C2 C1 N1 C18 -102.7(3) . . . . ? C14 C1 N1 C18 76.8(3) . . . . ? C20 N1 C18 O1 -167.4(3) . . . . ? C1 N1 C18 O1 -2.0(4) . . . . ? C20 N1 C18 C19 14.1(4) . . . . ? C1 N1 C18 C19 179.5(3) . . . . ? C18 N1 C20 O2 15.7(5) . . . . ? C1 N1 C20 O2 -149.5(3) . . . . ? C18 N1 C20 C21 -164.4(3) . . . . ? C1 N1 C20 C21 30.3(4) . . . . ? O2 C20 C21 C26 -133.6(4) . . . . ? N1 C20 C21 C26 46.5(4) . . . . ? O2 C20 C21 C22 40.4(5) . . . . ? N1 C20 C21 C22 -139.5(3) . . . . ? C26 C21 C22 C23 -0.2(5) . . . . ? C20 C21 C22 C23 -174.5(3) . . . . ? C21 C22 C23 C24 2.3(6) . . . . ? C22 C23 C24 C25 -2.7(7) . . . . ? C23 C24 C25 C26 1.0(6) . . . . ? C22 C21 C26 C25 -1.4(5) . . . . ? C20 C21 C26 C25 172.5(3) . . . . ? C24 C25 C26 C21 1.0(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.267 _refine_diff_density_min -0.190 _refine_diff_density_rms 0.039