data_10_chiba33s _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H16 N2 O2' _chemical_formula_sum 'C16 H16 N2 O2' _chemical_formula_weight 268.31 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0000 '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) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.95950(10) _cell_length_b 16.0569(2) _cell_length_c 13.3906(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.7640(10) _cell_angle_gamma 90.00 _cell_volume 2783.20(6) _cell_formula_units_Z 8 _cell_measurement_temperature 103(2) _cell_measurement_reflns_used 9904 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 30.58 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9747 _exptl_absorpt_correction_T_max 0.9949 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 103(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' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 44284 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 31.10 _reflns_number_total 9189 _reflns_number_gt 7517 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0696P)^2^+0.3232P] 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 9189 _refine_ls_number_parameters 733 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0604 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.1248 _refine_ls_wR_factor_gt 0.1012 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.12304(17) 0.35500(17) 1.35780(18) 0.0213(5) Uani 1 1 d . . . H1A H 0.1146 0.3058 1.4000 0.032 Uiso 1 1 calc R . . H1B H 0.0588 0.3653 1.3181 0.032 Uiso 1 1 calc R . . H1C H 0.1393 0.4035 1.4001 0.032 Uiso 1 1 calc R . . C2 C 0.21120(16) 0.33993(15) 1.28781(16) 0.0162(4) Uani 1 1 d . . . C3 C 0.21853(17) 0.41248(15) 1.21697(17) 0.0176(4) Uani 1 1 d . . . H3 H 0.2409 0.4646 1.2437 0.021 Uiso 1 1 calc R . . C4 C 0.19558(17) 0.40771(15) 1.11951(17) 0.0165(4) Uani 1 1 d . . . H4 H 0.2003 0.4569 1.0805 0.020 Uiso 1 1 calc R . . C5 C 0.16246(15) 0.32828(14) 1.06754(16) 0.0137(4) Uani 1 1 d . . . C6 C 0.17214(16) 0.25358(14) 1.13513(17) 0.0163(4) Uani 1 1 d . . . H6 H 0.1627 0.1998 1.1066 0.020 Uiso 1 1 calc R . . C7 C 0.19321(17) 0.25943(14) 1.23257(17) 0.0174(4) Uani 1 1 d . . . H7 H 0.1972 0.2093 1.2702 0.021 Uiso 1 1 calc R . . C8 C -0.03410(17) 0.35057(18) 1.08274(19) 0.0238(5) Uani 1 1 d . . . H8A H -0.0903 0.3724 1.0386 0.036 Uiso 1 1 calc R . . H8B H -0.0166 0.3914 1.1352 0.036 Uiso 1 1 calc R . . H8C H -0.0562 0.2985 1.1133 0.036 Uiso 1 1 calc R . . C9 C 0.05194(16) 0.32465(14) 0.92546(17) 0.0146(4) Uani 1 1 d . . . C10 C 0.16388(15) 0.31287(13) 0.90087(16) 0.0130(4) Uani 1 1 d . . . C11 C 0.19836(15) 0.30471(14) 0.79853(16) 0.0139(4) Uani 1 1 d . . . C12 C 0.29610(16) 0.33361(15) 0.77600(17) 0.0178(4) Uani 1 1 d . . . H12 H 0.3414 0.3551 0.8277 0.021 Uiso 1 1 calc R . . C13 C 0.32722(18) 0.33105(16) 0.67884(18) 0.0217(5) Uani 1 1 d . . . H13 H 0.3934 0.3518 0.6639 0.026 Uiso 1 1 calc R . . C14 C 0.26276(18) 0.29854(17) 0.60305(18) 0.0225(5) Uani 1 1 d . . . H14 H 0.2841 0.2977 0.5362 0.027 Uiso 1 1 calc R . . C15 C 0.16663(19) 0.26723(16) 0.62544(18) 0.0215(5) Uani 1 1 d . . . H15 H 0.1233 0.2430 0.5741 0.026 Uiso 1 1 calc R . . C16 C 0.13363(18) 0.27122(15) 0.72228(17) 0.0179(4) Uani 1 1 d . . . H16 H 0.0670 0.2512 0.7368 0.022 Uiso 1 1 calc R . . C17 C 0.36943(17) 0.0734(2) 0.69709(18) 0.0291(6) Uani 1 1 d . . . H17A H 0.3725 0.0255 0.7425 0.044 Uiso 1 1 calc R . . H17B H 0.3058 0.0707 0.6546 0.044 Uiso 1 1 calc R . . H17C H 0.3702 0.1250 0.7362 0.044 Uiso 1 1 calc R . . C18 C 0.46306(16) 0.07182(17) 0.63134(16) 0.0198(5) Uani 1 1 d . . . C19 C 0.46255(18) -0.00731(17) 0.57225(18) 0.0217(5) Uani 1 1 d . . . H19 H 0.4776 -0.0578 0.6070 0.026 Uiso 1 1 calc R . . C20 C 0.44230(18) -0.01116(15) 0.47415(18) 0.0187(4) Uani 1 1 d . . . H20 H 0.4418 -0.0641 0.4424 0.022 Uiso 1 1 calc R . . C21 C 0.42010(15) 0.06510(15) 0.41121(15) 0.0141(4) Uani 1 1 d . . . C22 C 0.44054(16) 0.14522(15) 0.46689(17) 0.0162(4) Uani 1 1 d . . . H22 H 0.4393 0.1961 0.4307 0.019 Uiso 1 1 calc R . . C23 C 0.46022(17) 0.14708(16) 0.56511(18) 0.0185(4) Uani 1 1 d . . . H23 H 0.4734 0.1997 0.5955 0.022 Uiso 1 1 calc R . . C24 C 0.22275(16) 0.06529(17) 0.42993(17) 0.0205(4) Uani 1 1 d . . . H24A H 0.1600 0.0625 0.3862 0.031 Uiso 1 1 calc R . . H24B H 0.2227 0.1171 0.4687 0.031 Uiso 1 1 calc R . . H24C H 0.2247 0.0176 0.4756 0.031 Uiso 1 1 calc R . . C25 C 0.30950(15) 0.06059(14) 0.26940(16) 0.0138(4) Uani 1 1 d . . . C26 C 0.42212(15) 0.06154(14) 0.24415(15) 0.0139(4) Uani 1 1 d . . . C27 C 0.45741(16) 0.05838(14) 0.14179(16) 0.0153(4) Uani 1 1 d . . . C28 C 0.39820(18) 0.09229(15) 0.06220(17) 0.0198(4) Uani 1 1 d . . . H28 H 0.3340 0.1183 0.0737 0.024 Uiso 1 1 calc R . . C29 C 0.4335(2) 0.08788(17) -0.03429(18) 0.0253(5) Uani 1 1 d . . . H29 H 0.3937 0.1119 -0.0884 0.030 Uiso 1 1 calc R . . C30 C 0.5260(2) 0.04876(18) -0.05194(19) 0.0282(6) Uani 1 1 d . . . H30 H 0.5490 0.0448 -0.1181 0.034 Uiso 1 1 calc R . . C31 C 0.5854(2) 0.01530(17) 0.02787(19) 0.0254(5) Uani 1 1 d . . . H31 H 0.6491 -0.0113 0.0158 0.030 Uiso 1 1 calc R . . C32 C 0.55237(17) 0.02047(15) 0.12464(18) 0.0181(4) Uani 1 1 d . . . H32 H 0.5938 -0.0015 0.1789 0.022 Uiso 1 1 calc R . . C33 C 0.59217(17) 0.3014(2) -0.20314(19) 0.0256(5) Uani 1 1 d . . . H33A H 0.5925 0.3506 -0.2463 0.038 Uiso 1 1 calc R . . H33B H 0.5311 0.3028 -0.1628 0.038 Uiso 1 1 calc R . . H33C H 0.5904 0.2510 -0.2445 0.038 Uiso 1 1 calc R . . C34 C 0.69030(15) 0.30084(16) -0.13374(16) 0.0167(4) Uani 1 1 d . . . C35 C 0.68965(17) 0.22498(15) -0.06842(18) 0.0189(4) Uani 1 1 d . . . H35 H 0.6976 0.1722 -0.0993 0.023 Uiso 1 1 calc R . . C36 C 0.67872(17) 0.22657(14) 0.02951(18) 0.0170(4) Uani 1 1 d . . . H36 H 0.6796 0.1753 0.0649 0.020 Uiso 1 1 calc R . . C37 C 0.66501(15) 0.30583(14) 0.08695(16) 0.0140(4) Uani 1 1 d . . . C38 C 0.68223(16) 0.38234(14) 0.02496(17) 0.0162(4) Uani 1 1 d . . . H38 H 0.6836 0.4351 0.0572 0.019 Uiso 1 1 calc R . . C39 C 0.69550(16) 0.37947(14) -0.07242(18) 0.0173(4) Uani 1 1 d . . . H39 H 0.7092 0.4303 -0.1057 0.021 Uiso 1 1 calc R . . C40 C 0.46534(16) 0.30720(17) 0.06857(18) 0.0201(4) Uani 1 1 d . . . H40A H 0.4070 0.3038 0.1124 0.030 Uiso 1 1 calc R . . H40B H 0.4638 0.2592 0.0232 0.030 Uiso 1 1 calc R . . H40C H 0.4603 0.3587 0.0294 0.030 Uiso 1 1 calc R . . C41 C 0.56857(16) 0.30575(15) 0.22919(17) 0.0159(4) Uani 1 1 d . . . C42 C 0.68343(15) 0.30783(14) 0.25401(16) 0.0146(4) Uani 1 1 d . . . C43 C 0.72950(16) 0.31419(14) 0.35640(16) 0.0151(4) Uani 1 1 d . . . C44 C 0.82331(17) 0.35636(14) 0.37192(17) 0.0172(4) Uani 1 1 d . . . H44 H 0.8561 0.3799 0.3166 0.021 Uiso 1 1 calc R . . C45 C 0.86853(18) 0.36401(16) 0.46677(19) 0.0232(5) Uani 1 1 d . . . H45 H 0.9317 0.3936 0.4767 0.028 Uiso 1 1 calc R . . C46 C 0.8220(2) 0.32863(17) 0.54800(19) 0.0255(5) Uani 1 1 d . . . H46 H 0.8532 0.3338 0.6134 0.031 Uiso 1 1 calc R . . C47 C 0.7291(2) 0.28548(16) 0.53284(19) 0.0244(5) Uani 1 1 d . . . H47 H 0.6977 0.2603 0.5880 0.029 Uiso 1 1 calc R . . C48 C 0.68227(18) 0.27917(16) 0.43808(18) 0.0205(5) Uani 1 1 d . . . H48 H 0.6181 0.2510 0.4286 0.025 Uiso 1 1 calc R . . C49 C 0.84819(17) 0.05686(19) 0.14352(18) 0.0244(5) Uani 1 1 d . . . H49A H 0.8452 0.1041 0.0971 0.037 Uiso 1 1 calc R . . H49B H 0.7866 0.0570 0.1832 0.037 Uiso 1 1 calc R . . H49C H 0.8509 0.0048 0.1056 0.037 Uiso 1 1 calc R . . C50 C 0.94492(15) 0.06423(16) 0.21323(16) 0.0171(4) Uani 1 1 d . . . C51 C 0.95131(16) -0.01059(14) 0.28073(17) 0.0161(4) Uani 1 1 d . . . H51 H 0.9665 -0.0630 0.2521 0.019 Uiso 1 1 calc R . . C52 C 0.93690(16) -0.00753(14) 0.37797(17) 0.0150(4) Uani 1 1 d . . . H52 H 0.9393 -0.0582 0.4146 0.018 Uiso 1 1 calc R . . C53 C 0.91697(15) 0.07191(14) 0.43341(16) 0.0142(4) Uani 1 1 d . . . C54 C 0.92951(17) 0.14822(14) 0.36938(18) 0.0176(4) Uani 1 1 d . . . H54 H 0.9285 0.2015 0.4002 0.021 Uiso 1 1 calc R . . C55 C 0.94184(17) 0.14379(15) 0.27176(18) 0.0194(5) Uani 1 1 d . . . H55 H 0.9492 0.1946 0.2364 0.023 Uiso 1 1 calc R . . C56 C 0.71819(16) 0.06220(18) 0.41209(18) 0.0221(5) Uani 1 1 d . . . H56A H 0.6588 0.0654 0.4546 0.033 Uiso 1 1 calc R . . H56B H 0.7182 0.0081 0.3782 0.033 Uiso 1 1 calc R . . H56C H 0.7136 0.1068 0.3622 0.033 Uiso 1 1 calc R . . C57 C 0.81823(16) 0.07985(14) 0.57325(17) 0.0152(4) Uani 1 1 d . . . C58 C 0.93312(15) 0.08273(14) 0.60063(16) 0.0145(4) Uani 1 1 d . . . C59 C 0.97765(16) 0.08563(14) 0.70328(16) 0.0151(4) Uani 1 1 d . . . C60 C 1.07850(17) 0.05651(15) 0.72278(17) 0.0182(4) Uani 1 1 d . . . H60 H 1.1175 0.0365 0.6695 0.022 Uiso 1 1 calc R . . C61 C 1.12152(19) 0.05677(17) 0.81958(18) 0.0238(5) Uani 1 1 d . . . H61 H 1.1896 0.0363 0.8327 0.029 Uiso 1 1 calc R . . C62 C 1.0650(2) 0.08696(17) 0.89769(18) 0.0259(5) Uani 1 1 d . . . H62 H 1.0942 0.0866 0.9641 0.031 Uiso 1 1 calc R . . C63 C 0.9662(2) 0.11750(17) 0.87840(19) 0.0251(5) Uani 1 1 d . . . H63 H 0.9284 0.1391 0.9317 0.030 Uiso 1 1 calc R . . C64 C 0.92158(18) 0.11694(16) 0.78169(18) 0.0200(5) Uani 1 1 d . . . H64 H 0.8535 0.1377 0.7691 0.024 Uiso 1 1 calc R . . N1 N 0.22504(13) 0.31521(12) 0.97921(14) 0.0156(4) Uani 1 1 d . . . N2 N 0.05586(13) 0.33498(13) 1.02511(14) 0.0156(4) Uani 1 1 d . . . N3 N 0.48309(13) 0.06300(13) 0.32277(13) 0.0152(3) Uani 1 1 d . . . N4 N 0.31269(12) 0.06340(13) 0.36972(13) 0.0151(3) Uani 1 1 d . . . N5 N 0.73648(13) 0.30760(13) 0.17605(14) 0.0157(3) Uani 1 1 d . . . N6 N 0.56173(13) 0.30694(13) 0.12895(14) 0.0158(4) Uani 1 1 d . . . N7 N 0.98742(13) 0.07775(12) 0.52271(13) 0.0148(3) Uani 1 1 d . . . N8 N 0.81321(13) 0.07141(13) 0.47350(14) 0.0162(4) Uani 1 1 d . . . O1 O 0.30200(12) 0.33400(12) 1.35281(12) 0.0226(4) Uani 1 1 d . . . H1 H 0.3539 0.3271 1.3185 0.034 Uiso 1 1 calc R . . O2 O -0.02455(12) 0.32635(11) 0.86770(12) 0.0193(3) Uani 1 1 d . . . O3 O 0.55074(12) 0.07524(14) 0.70041(12) 0.0264(4) Uani 1 1 d . . . H3A H 0.6048 0.0799 0.6687 0.040 Uiso 1 1 calc R . . O4 O 0.23335(11) 0.05692(11) 0.21128(12) 0.0188(3) Uani 1 1 d . . . O5 O 0.77390(12) 0.29741(13) -0.20012(12) 0.0219(4) Uani 1 1 d . . . H5 H 0.8299 0.3067 -0.1678 0.033 Uiso 1 1 calc R . . O6 O 0.49785(12) 0.30457(12) 0.28710(12) 0.0218(3) Uani 1 1 d . . . O7 O 1.02901(12) 0.06567(13) 0.14731(12) 0.0227(4) Uani 1 1 d . . . H7A H 1.0851 0.0600 0.1808 0.034 Uiso 1 1 calc R . . O8 O 0.74595(12) 0.08236(11) 0.62964(13) 0.0214(3) 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 0.0161(10) 0.0295(13) 0.0186(11) 0.0007(10) 0.0051(8) 0.0044(9) C2 0.0140(9) 0.0246(11) 0.0100(9) -0.0013(8) 0.0012(7) 0.0036(8) C3 0.0165(9) 0.0193(11) 0.0175(11) -0.0022(8) 0.0044(8) -0.0019(8) C4 0.0166(9) 0.0188(10) 0.0144(10) 0.0012(8) 0.0033(8) -0.0005(8) C5 0.0096(8) 0.0193(10) 0.0123(9) -0.0007(8) 0.0013(7) 0.0004(7) C6 0.0153(9) 0.0174(10) 0.0163(10) 0.0007(8) 0.0021(8) 0.0011(8) C7 0.0156(10) 0.0189(10) 0.0180(11) 0.0028(8) 0.0023(8) 0.0035(8) C8 0.0147(10) 0.0359(14) 0.0216(12) 0.0035(10) 0.0090(9) 0.0066(9) C9 0.0125(9) 0.0157(10) 0.0157(10) 0.0020(8) 0.0022(7) -0.0007(7) C10 0.0113(8) 0.0141(9) 0.0138(10) -0.0007(7) 0.0017(7) -0.0008(7) C11 0.0135(8) 0.0153(9) 0.0131(9) -0.0007(8) 0.0023(7) 0.0000(8) C12 0.0141(9) 0.0228(11) 0.0165(11) -0.0010(9) 0.0016(8) -0.0003(8) C13 0.0175(10) 0.0296(13) 0.0187(11) 0.0024(9) 0.0067(8) 0.0015(9) C14 0.0242(11) 0.0299(13) 0.0140(10) 0.0004(10) 0.0054(9) 0.0071(10) C15 0.0247(11) 0.0253(12) 0.0144(11) -0.0030(9) -0.0013(9) 0.0012(9) C16 0.0191(10) 0.0193(10) 0.0155(11) -0.0017(8) 0.0012(8) -0.0024(8) C17 0.0164(10) 0.0558(19) 0.0155(11) 0.0030(12) 0.0044(8) -0.0015(11) C18 0.0123(8) 0.0365(14) 0.0104(9) 0.0005(9) -0.0004(7) -0.0008(9) C19 0.0181(10) 0.0294(12) 0.0176(12) 0.0085(9) 0.0021(9) 0.0013(9) C20 0.0189(10) 0.0190(10) 0.0184(11) 0.0009(8) 0.0022(8) 0.0001(8) C21 0.0098(7) 0.0217(10) 0.0108(9) -0.0001(8) 0.0016(7) 0.0000(8) C22 0.0124(9) 0.0197(10) 0.0164(11) -0.0007(8) 0.0013(8) -0.0008(8) C23 0.0131(9) 0.0254(12) 0.0170(11) -0.0042(9) -0.0001(8) -0.0004(8) C24 0.0130(8) 0.0301(12) 0.0188(11) -0.0028(10) 0.0050(8) -0.0016(9) C25 0.0119(8) 0.0143(9) 0.0151(10) -0.0019(8) -0.0002(7) -0.0002(8) C26 0.0135(8) 0.0155(9) 0.0130(9) -0.0005(8) 0.0030(7) 0.0013(8) C27 0.0173(9) 0.0157(9) 0.0130(10) -0.0021(8) 0.0025(7) -0.0037(8) C28 0.0242(11) 0.0180(10) 0.0172(11) -0.0002(8) 0.0005(9) -0.0017(9) C29 0.0384(14) 0.0243(12) 0.0131(11) 0.0003(9) -0.0014(10) -0.0097(10) C30 0.0363(13) 0.0327(14) 0.0163(11) -0.0069(10) 0.0089(10) -0.0182(11) C31 0.0230(11) 0.0292(13) 0.0251(13) -0.0117(10) 0.0121(10) -0.0099(10) C32 0.0167(10) 0.0205(10) 0.0174(11) -0.0028(8) 0.0049(8) -0.0028(8) C33 0.0149(10) 0.0414(15) 0.0201(11) -0.0015(11) -0.0053(8) 0.0011(10) C34 0.0122(8) 0.0243(11) 0.0138(10) -0.0009(9) 0.0018(7) 0.0003(8) C35 0.0151(9) 0.0193(11) 0.0224(12) -0.0043(9) 0.0014(8) 0.0007(8) C36 0.0149(9) 0.0152(10) 0.0210(11) 0.0011(8) 0.0013(8) 0.0020(8) C37 0.0096(8) 0.0187(10) 0.0136(10) 0.0008(8) 0.0008(7) 0.0001(8) C38 0.0140(9) 0.0151(10) 0.0196(11) 0.0005(8) 0.0005(8) 0.0013(8) C39 0.0132(9) 0.0185(10) 0.0200(12) 0.0053(8) -0.0002(8) 0.0020(8) C40 0.0120(9) 0.0266(12) 0.0212(11) -0.0019(10) -0.0037(8) 0.0000(9) C41 0.0124(8) 0.0173(10) 0.0181(10) -0.0002(9) 0.0013(7) -0.0005(8) C42 0.0109(8) 0.0158(9) 0.0171(10) 0.0015(8) 0.0007(7) 0.0000(7) C43 0.0132(8) 0.0168(10) 0.0154(10) 0.0007(8) 0.0014(7) 0.0020(8) C44 0.0164(10) 0.0186(10) 0.0167(11) -0.0011(8) 0.0015(8) -0.0023(8) C45 0.0204(11) 0.0257(12) 0.0231(12) -0.0072(10) -0.0017(9) -0.0035(9) C46 0.0286(12) 0.0308(13) 0.0166(11) -0.0055(10) -0.0030(9) 0.0080(10) C47 0.0295(12) 0.0270(13) 0.0170(11) 0.0036(9) 0.0054(9) 0.0051(10) C48 0.0177(10) 0.0241(12) 0.0200(11) 0.0017(9) 0.0048(9) 0.0002(8) C49 0.0163(9) 0.0377(14) 0.0187(11) 0.0037(11) -0.0038(8) 0.0011(10) C50 0.0127(8) 0.0244(11) 0.0141(10) 0.0019(9) 0.0003(7) -0.0004(8) C51 0.0121(9) 0.0176(10) 0.0185(11) -0.0015(8) -0.0004(8) 0.0013(8) C52 0.0140(9) 0.0157(9) 0.0151(10) 0.0004(8) -0.0008(8) 0.0017(8) C53 0.0093(8) 0.0171(10) 0.0163(10) -0.0002(8) 0.0019(7) -0.0002(7) C54 0.0166(10) 0.0127(10) 0.0236(12) 0.0010(8) 0.0015(9) -0.0003(8) C55 0.0178(10) 0.0188(10) 0.0214(12) 0.0058(9) 0.0002(9) -0.0008(8) C56 0.0116(8) 0.0311(13) 0.0231(12) 0.0004(10) -0.0047(8) -0.0007(9) C57 0.0124(8) 0.0153(10) 0.0180(10) 0.0012(8) 0.0021(7) -0.0005(7) C58 0.0122(8) 0.0154(10) 0.0161(10) -0.0012(8) 0.0021(7) -0.0004(7) C59 0.0153(9) 0.0149(9) 0.0154(10) -0.0012(8) 0.0020(7) -0.0030(7) C60 0.0174(9) 0.0208(11) 0.0165(10) -0.0016(9) 0.0022(8) 0.0006(9) C61 0.0230(10) 0.0278(12) 0.0201(12) 0.0015(10) -0.0033(9) 0.0000(10) C62 0.0353(13) 0.0280(13) 0.0141(11) 0.0007(9) -0.0017(9) -0.0064(11) C63 0.0319(13) 0.0263(12) 0.0180(12) -0.0069(10) 0.0092(10) -0.0073(10) C64 0.0179(10) 0.0246(11) 0.0179(11) -0.0036(9) 0.0045(8) -0.0031(9) N1 0.0125(7) 0.0207(9) 0.0138(9) -0.0021(7) 0.0024(6) 0.0000(7) N2 0.0111(7) 0.0229(9) 0.0129(8) 0.0021(7) 0.0020(6) 0.0012(7) N3 0.0122(7) 0.0219(9) 0.0118(8) 0.0007(7) 0.0027(6) 0.0006(7) N4 0.0095(7) 0.0233(9) 0.0127(8) -0.0009(7) 0.0029(6) -0.0021(7) N5 0.0111(7) 0.0204(9) 0.0156(9) 0.0022(7) 0.0007(6) 0.0008(7) N6 0.0089(7) 0.0216(9) 0.0168(9) 0.0013(8) 0.0000(6) 0.0010(7) N7 0.0128(7) 0.0189(9) 0.0126(9) -0.0020(7) -0.0001(6) -0.0001(7) N8 0.0103(7) 0.0220(10) 0.0163(9) 0.0008(8) 0.0002(6) -0.0002(7) O1 0.0119(7) 0.0411(11) 0.0147(8) -0.0012(7) -0.0005(6) 0.0025(7) O2 0.0129(7) 0.0276(9) 0.0170(8) 0.0032(6) -0.0022(6) -0.0011(6) O3 0.0140(7) 0.0541(13) 0.0111(7) 0.0013(8) 0.0001(6) -0.0008(8) O4 0.0131(6) 0.0246(8) 0.0183(8) -0.0046(7) -0.0024(6) 0.0011(6) O5 0.0128(7) 0.0369(10) 0.0159(8) -0.0039(7) 0.0011(6) -0.0015(7) O6 0.0129(7) 0.0313(9) 0.0216(8) 0.0011(7) 0.0053(6) 0.0010(7) O7 0.0144(7) 0.0399(10) 0.0138(8) 0.0032(8) 0.0013(6) -0.0005(7) O8 0.0135(7) 0.0291(9) 0.0222(8) 0.0021(7) 0.0061(6) 0.0007(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.532(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 O1 1.433(3) . ? C2 C7 1.502(3) . ? C2 C3 1.508(3) . ? C3 C4 1.327(3) . ? C3 H3 0.9500 . ? C4 C5 1.505(3) . ? C4 H4 0.9500 . ? C5 N2 1.472(3) . ? C5 N1 1.481(3) . ? C5 C6 1.504(3) . ? C6 C7 1.323(3) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 N2 1.451(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 O2 1.228(3) . ? C9 N2 1.343(3) . ? C9 C10 1.515(3) . ? C10 N1 1.285(3) . ? C10 C11 1.468(3) . ? C11 C12 1.396(3) . ? C11 C16 1.397(3) . ? C12 C13 1.381(3) . ? C12 H12 0.9500 . ? C13 C14 1.385(3) . ? C13 H13 0.9500 . ? C14 C15 1.390(3) . ? C14 H14 0.9500 . ? C15 C16 1.386(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.533(3) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 O3 1.431(3) . ? C18 C19 1.497(4) . ? C18 C23 1.498(4) . ? C19 C20 1.329(3) . ? C19 H19 0.9500 . ? C20 C21 1.506(3) . ? C20 H20 0.9500 . ? C21 N3 1.471(3) . ? C21 N4 1.474(2) . ? C21 C22 1.504(3) . ? C22 C23 1.328(3) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 N4 1.449(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 O4 1.228(2) . ? C25 N4 1.343(3) . ? C25 C26 1.514(3) . ? C26 N3 1.286(3) . ? C26 C27 1.467(3) . ? C27 C28 1.394(3) . ? C27 C32 1.402(3) . ? C28 C29 1.393(3) . ? C28 H28 0.9500 . ? C29 C30 1.385(4) . ? C29 H29 0.9500 . ? C30 C31 1.394(4) . ? C30 H30 0.9500 . ? C31 C32 1.387(3) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C34 1.538(3) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 O5 1.435(2) . ? C34 C35 1.500(3) . ? C34 C39 1.506(3) . ? C35 C36 1.326(3) . ? C35 H35 0.9500 . ? C36 C37 1.502(3) . ? C36 H36 0.9500 . ? C37 N5 1.475(3) . ? C37 N6 1.477(2) . ? C37 C38 1.505(3) . ? C38 C39 1.324(3) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 N6 1.455(3) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 O6 1.229(3) . ? C41 N6 1.341(3) . ? C41 C42 1.510(3) . ? C42 N5 1.277(3) . ? C42 C43 1.472(3) . ? C43 C48 1.397(3) . ? C43 C44 1.398(3) . ? C44 C45 1.378(3) . ? C44 H44 0.9500 . ? C45 C46 1.390(4) . ? C45 H45 0.9500 . ? C46 C47 1.396(4) . ? C46 H46 0.9500 . ? C47 C48 1.383(4) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 C50 1.531(3) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 O7 1.435(2) . ? C50 C55 1.500(3) . ? C50 C51 1.503(3) . ? C51 C52 1.325(3) . ? C51 H51 0.9500 . ? C52 C53 1.505(3) . ? C52 H52 0.9500 . ? C53 N8 1.472(2) . ? C53 N7 1.472(3) . ? C53 C54 1.509(3) . ? C54 C55 1.326(3) . ? C54 H54 0.9500 . ? C55 H55 0.9500 . ? C56 N8 1.455(3) . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? C57 O8 1.232(3) . ? C57 N8 1.341(3) . ? C57 C58 1.517(3) . ? C58 N7 1.289(3) . ? C58 C59 1.466(3) . ? C59 C64 1.399(3) . ? C59 C60 1.401(3) . ? C60 C61 1.386(3) . ? C60 H60 0.9500 . ? C61 C62 1.393(4) . ? C61 H61 0.9500 . ? C62 C63 1.384(4) . ? C62 H62 0.9500 . ? C63 C64 1.393(4) . ? C63 H63 0.9500 . ? C64 H64 0.9500 . ? O1 H1 0.8400 . ? O3 H3A 0.8400 . ? O5 H5 0.8400 . ? O7 H7A 0.8400 . ? 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 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C7 110.21(18) . . ? O1 C2 C3 111.02(18) . . ? C7 C2 C3 111.59(18) . . ? O1 C2 C1 104.70(17) . . ? C7 C2 C1 109.56(19) . . ? C3 C2 C1 109.53(19) . . ? C4 C3 C2 123.8(2) . . ? C4 C3 H3 118.1 . . ? C2 C3 H3 118.1 . . ? C3 C4 C5 123.3(2) . . ? C3 C4 H4 118.3 . . ? C5 C4 H4 118.3 . . ? N2 C5 N1 104.01(16) . . ? N2 C5 C6 109.88(17) . . ? N1 C5 C6 109.55(18) . . ? N2 C5 C4 110.96(18) . . ? N1 C5 C4 109.53(17) . . ? C6 C5 C4 112.56(18) . . ? C7 C6 C5 123.0(2) . . ? C7 C6 H6 118.5 . . ? C5 C6 H6 118.5 . . ? C6 C7 C2 124.5(2) . . ? C6 C7 H7 117.7 . . ? C2 C7 H7 117.7 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 C9 N2 127.9(2) . . ? O2 C9 C10 128.2(2) . . ? N2 C9 C10 103.93(18) . . ? N1 C10 C11 124.16(18) . . ? N1 C10 C9 112.24(18) . . ? C11 C10 C9 123.51(18) . . ? C12 C11 C16 119.3(2) . . ? C12 C11 C10 119.51(19) . . ? C16 C11 C10 121.17(19) . . ? C13 C12 C11 120.2(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 120.5(2) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C15 119.6(2) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C16 C15 C14 120.4(2) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C11 120.0(2) . . ? C15 C16 H16 120.0 . . ? C11 C16 H16 120.0 . . ? C18 C17 H17A 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O3 C18 C19 110.9(2) . . ? O3 C18 C23 110.35(19) . . ? C19 C18 C23 111.86(18) . . ? O3 C18 C17 104.71(17) . . ? C19 C18 C17 109.5(2) . . ? C23 C18 C17 109.2(2) . . ? C20 C19 C18 123.9(2) . . ? C20 C19 H19 118.0 . . ? C18 C19 H19 118.0 . . ? C19 C20 C21 122.6(2) . . ? C19 C20 H20 118.7 . . ? C21 C20 H20 118.7 . . ? N3 C21 N4 104.29(15) . . ? N3 C21 C22 109.11(18) . . ? N4 C21 C22 110.07(18) . . ? N3 C21 C20 109.48(18) . . ? N4 C21 C20 110.32(18) . . ? C22 C21 C20 113.18(17) . . ? C23 C22 C21 122.1(2) . . ? C23 C22 H22 119.0 . . ? C21 C22 H22 119.0 . . ? C22 C23 C18 124.5(2) . . ? C22 C23 H23 117.8 . . ? C18 C23 H23 117.8 . . ? N4 C24 H24A 109.5 . . ? N4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O4 C25 N4 128.34(19) . . ? O4 C25 C26 127.78(19) . . ? N4 C25 C26 103.87(16) . . ? N3 C26 C27 123.98(18) . . ? N3 C26 C25 112.23(17) . . ? C27 C26 C25 123.76(18) . . ? C28 C27 C32 120.0(2) . . ? C28 C27 C26 121.1(2) . . ? C32 C27 C26 118.9(2) . . ? C29 C28 C27 119.8(2) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C30 C29 C28 120.5(2) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C31 119.7(2) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C32 C31 C30 120.6(2) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C27 119.5(2) . . ? C31 C32 H32 120.3 . . ? C27 C32 H32 120.3 . . ? C34 C33 H33A 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C34 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? O5 C34 C35 110.84(19) . . ? O5 C34 C39 110.77(18) . . ? C35 C34 C39 111.37(18) . . ? O5 C34 C33 104.65(17) . . ? C35 C34 C33 109.2(2) . . ? C39 C34 C33 109.8(2) . . ? C36 C35 C34 124.4(2) . . ? C36 C35 H35 117.8 . . ? C34 C35 H35 117.8 . . ? C35 C36 C37 122.9(2) . . ? C35 C36 H36 118.5 . . ? C37 C36 H36 118.5 . . ? N5 C37 N6 103.72(16) . . ? N5 C37 C36 110.21(18) . . ? N6 C37 C36 109.70(18) . . ? N5 C37 C38 109.04(18) . . ? N6 C37 C38 111.17(17) . . ? C36 C37 C38 112.63(17) . . ? C39 C38 C37 123.0(2) . . ? C39 C38 H38 118.5 . . ? C37 C38 H38 118.5 . . ? C38 C39 C34 124.2(2) . . ? C38 C39 H39 117.9 . . ? C34 C39 H39 117.9 . . ? N6 C40 H40A 109.5 . . ? N6 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N6 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O6 C41 N6 128.1(2) . . ? O6 C41 C42 128.2(2) . . ? N6 C41 C42 103.70(17) . . ? N5 C42 C43 123.44(18) . . ? N5 C42 C41 112.58(19) . . ? C43 C42 C41 123.90(18) . . ? C48 C43 C44 119.3(2) . . ? C48 C43 C42 121.9(2) . . ? C44 C43 C42 118.86(19) . . ? C45 C44 C43 120.5(2) . . ? C45 C44 H44 119.7 . . ? C43 C44 H44 119.7 . . ? C44 C45 C46 120.2(2) . . ? C44 C45 H45 119.9 . . ? C46 C45 H45 119.9 . . ? C45 C46 C47 119.5(2) . . ? C45 C46 H46 120.2 . . ? C47 C46 H46 120.2 . . ? C48 C47 C46 120.4(2) . . ? C48 C47 H47 119.8 . . ? C46 C47 H47 119.8 . . ? C47 C48 C43 120.0(2) . . ? C47 C48 H48 120.0 . . ? C43 C48 H48 120.0 . . ? C50 C49 H49A 109.5 . . ? C50 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C50 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? O7 C50 C55 110.35(19) . . ? O7 C50 C51 111.17(18) . . ? C55 C50 C51 111.62(18) . . ? O7 C50 C49 104.48(17) . . ? C55 C50 C49 110.04(19) . . ? C51 C50 C49 108.94(19) . . ? C52 C51 C50 123.7(2) . . ? C52 C51 H51 118.2 . . ? C50 C51 H51 118.2 . . ? C51 C52 C53 123.5(2) . . ? C51 C52 H52 118.2 . . ? C53 C52 H52 118.2 . . ? N8 C53 N7 104.24(16) . . ? N8 C53 C52 110.92(18) . . ? N7 C53 C52 109.89(17) . . ? N8 C53 C54 109.70(17) . . ? N7 C53 C54 109.29(17) . . ? C52 C53 C54 112.48(17) . . ? C55 C54 C53 122.5(2) . . ? C55 C54 H54 118.7 . . ? C53 C54 H54 118.7 . . ? C54 C55 C50 124.6(2) . . ? C54 C55 H55 117.7 . . ? C50 C55 H55 117.7 . . ? N8 C56 H56A 109.5 . . ? N8 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? N8 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? O8 C57 N8 127.7(2) . . ? O8 C57 C58 128.1(2) . . ? N8 C57 C58 104.12(17) . . ? N7 C58 C59 123.75(19) . . ? N7 C58 C57 111.73(19) . . ? C59 C58 C57 124.42(19) . . ? C64 C59 C60 119.6(2) . . ? C64 C59 C58 121.3(2) . . ? C60 C59 C58 119.1(2) . . ? C61 C60 C59 120.2(2) . . ? C61 C60 H60 119.9 . . ? C59 C60 H60 119.9 . . ? C60 C61 C62 120.1(2) . . ? C60 C61 H61 120.0 . . ? C62 C61 H61 120.0 . . ? C63 C62 C61 119.9(2) . . ? C63 C62 H62 120.0 . . ? C61 C62 H62 120.0 . . ? C62 C63 C64 120.7(2) . . ? C62 C63 H63 119.7 . . ? C64 C63 H63 119.7 . . ? C63 C64 C59 119.5(2) . . ? C63 C64 H64 120.2 . . ? C59 C64 H64 120.2 . . ? C10 N1 C5 108.43(17) . . ? C9 N2 C8 123.84(19) . . ? C9 N2 C5 111.36(17) . . ? C8 N2 C5 124.80(18) . . ? C26 N3 C21 108.46(16) . . ? C25 N4 C24 124.79(17) . . ? C25 N4 C21 111.13(16) . . ? C24 N4 C21 124.07(17) . . ? C42 N5 C37 108.62(17) . . ? C41 N6 C40 124.74(18) . . ? C41 N6 C37 111.32(17) . . ? C40 N6 C37 123.93(18) . . ? C58 N7 C53 108.66(17) . . ? C57 N8 C56 124.91(18) . . ? C57 N8 C53 111.19(17) . . ? C56 N8 C53 123.90(18) . . ? C2 O1 H1 109.5 . . ? C18 O3 H3A 109.5 . . ? C34 O5 H5 109.5 . . ? C50 O7 H7A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 31.10 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.428 _refine_diff_density_min -0.444 _refine_diff_density_rms 0.110 _publ_contact_author ; Dr Shunsuke Chiba Division of Chemistry and Biological Chemistry School of Physical and Mathematical Sciences Nanyang Technological University 21 Nanyang Link Singapore 637371 Singapore ; _publ_contact_author_phone '+65 6513 8013' _publ_contact_author_fax '+65 6791 1961' _publ_contact_author_email 'shunsuke@ntu.edu.sg' _publ_requested_journal 'Journal of the American Chemical Society' _publ_section_title ; 'Catalytic Cyclization of Iminyl Copper with Benzene Rings under an Oxygen Atmosphere: Synthesis of Azaspirocyclohexadienones ' ; loop_ _publ_author_name _publ_author_address 'Shunsuke Chiba' ;Division of Chemistry and Biological Chemistry School of Physical and Mathematical Sciences Nanyang Technological University 21 Nanyang Link Singapore 637371 Singapore ; 'Line Zhang' ;Division of Chemistry and Biological Chemistry School of Physical and Mathematical Sciences Nanyang Technological University 21 Nanyang Link Singapore 637371 Singapore ; 'Jian-Yuan Lee' ;Division of Chemistry and Biological Chemistry School of Physical and Mathematical Sciences Nanyang Technological University 21 Nanyang Link Singapore 637371 Singapore ;