# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_compound2 _database_code_depnum_ccdc_archive 'CCDC 917193' #TrackingRef '16371_web_deposit_cif_file_0_DattatrayaH.Dethe_1356085110.dethe.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H27 Br N2 O2, C H2 Cl2 ' _chemical_formula_sum 'C31 H29 Br Cl2 N2 O2' _chemical_formula_weight 612.37 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n 21 a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x+1/2, y+1/2, z+1/2' 'x+1/2, y, -z+1/2' _cell_length_a 11.149(5) _cell_length_b 19.600(5) _cell_length_c 25.468(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 90.000(5) _cell_volume 5565(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4413 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 24.42 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2512 _exptl_absorpt_coefficient_mu 1.701 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.744 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29575 _diffrn_reflns_av_R_equivalents 0.1094 _diffrn_reflns_av_sigmaI/netI 0.0996 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8083 _reflns_number_gt 5359 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.1165P)^2^+21.4862P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 8083 _refine_ls_number_parameters 691 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.1280 _refine_ls_R_factor_gt 0.0747 _refine_ls_wR_factor_ref 0.2300 _refine_ls_wR_factor_gt 0.1845 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.059 _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 0.3222(10) 0.7664(8) 0.7300(4) 0.036(4) Uani 1 1 d . . . C2 C 0.4238(10) 0.7315(8) 0.7431(4) 0.033(3) Uani 1 1 d . . . H2 H 0.4747 0.7160 0.7168 0.040 Uiso 1 1 calc R . . C3 C 0.4523(10) 0.7188(8) 0.7949(5) 0.033(3) Uani 1 1 d . . . H3 H 0.5197 0.6940 0.8047 0.039 Uiso 1 1 calc R . . C4 C 0.3707(10) 0.7466(7) 0.8325(4) 0.025(3) Uani 1 1 d . . . C5 C 0.2709(9) 0.7824(8) 0.8195(4) 0.025(3) Uani 1 1 d . . . C6 C 0.2402(10) 0.7932(8) 0.7651(4) 0.029(3) Uani 1 1 d . . . H6 H 0.1713 0.8162 0.7546 0.034 Uiso 1 1 calc R . . C7 C 0.4738(10) 0.7123(8) 0.9173(4) 0.036(3) Uani 1 1 d . . . H7A H 0.4531 0.7121 0.9539 0.054 Uiso 1 1 calc R . . H7B H 0.5471 0.7372 0.9124 0.054 Uiso 1 1 calc R . . H7C H 0.4843 0.6662 0.9053 0.054 Uiso 1 1 calc R . . C8 C 0.2824(9) 0.7795(8) 0.9067(4) 0.029(3) Uani 1 1 d . . . H8 H 0.2675 0.7862 0.9423 0.034 Uiso 1 1 calc R . . C9 C 0.2116(10) 0.8032(7) 0.8674(4) 0.031(3) Uani 1 1 d . . . C10 C 0.1002(10) 0.8461(7) 0.8712(4) 0.029(3) Uani 1 1 d . . . H10 H 0.0371 0.8265 0.8490 0.035 Uiso 1 1 calc R . . C11 C 0.1152(10) 0.9229(8) 0.8585(4) 0.032(3) Uani 1 1 d . . . H11 H 0.1943 0.9303 0.8428 0.039 Uiso 1 1 calc R . . C12 C 0.0200(10) 0.9426(7) 0.8196(5) 0.029(3) Uani 1 1 d . . . C13 C -0.0403(10) 0.9347(9) 0.7281(4) 0.041(4) Uani 1 1 d . . . H13A H -0.0584 0.9830 0.7262 0.049 Uiso 1 1 calc R . . H13B H -0.1143 0.9105 0.7355 0.049 Uiso 1 1 calc R . . C14 C 0.0089(14) 0.9115(10) 0.6778(5) 0.055(5) Uani 1 1 d . . . H14A H 0.0235 0.8633 0.6793 0.082 Uiso 1 1 calc R . . H14B H 0.0828 0.9349 0.6709 0.082 Uiso 1 1 calc R . . H14C H -0.0474 0.9211 0.6502 0.082 Uiso 1 1 calc R . . C15 C 0.1055(10) 0.9652(7) 0.9102(4) 0.029(3) Uani 1 1 d . . . H15 H 0.0421 0.9993 0.9059 0.035 Uiso 1 1 calc R . . C16 C 0.2238(10) 1.0022(8) 0.9228(4) 0.027(3) Uani 1 1 d . . . C17 C 0.2277(10) 1.0727(8) 0.9193(4) 0.033(3) Uani 1 1 d . . . H17 H 0.1592 1.0968 0.9097 0.040 Uiso 1 1 calc R . . C18 C 0.3329(13) 1.1074(9) 0.9299(5) 0.047(4) Uani 1 1 d . . . H18 H 0.3342 1.1548 0.9275 0.056 Uiso 1 1 calc R . . C19 C 0.4359(10) 1.0730(9) 0.9439(4) 0.033(3) Uani 1 1 d . . . H19 H 0.5062 1.0968 0.9511 0.040 Uiso 1 1 calc R . . C20 C 0.4331(10) 1.0027(9) 0.9473(4) 0.037(4) Uani 1 1 d . . . H20 H 0.5027 0.9788 0.9554 0.045 Uiso 1 1 calc R . . C21 C 0.3234(10) 0.9663(8) 0.9381(4) 0.032(3) Uani 1 1 d . . . H21 H 0.3199 0.9193 0.9425 0.038 Uiso 1 1 calc R . . C22 C 0.0652(9) 0.9143(7) 0.9477(4) 0.023(3) Uani 1 1 d . . . C23 C 0.0264(9) 0.9116(7) 0.9998(4) 0.025(3) Uani 1 1 d . . . C24 C 0.0236(11) 0.9693(8) 1.0390(5) 0.038(4) Uani 1 1 d . . . H24A H 0.0321 1.0120 1.0209 0.058 Uiso 1 1 calc R . . H24B H 0.0883 0.9640 1.0635 0.058 Uiso 1 1 calc R . . H24C H -0.0514 0.9687 1.0575 0.058 Uiso 1 1 calc R . . C25 C -0.0078(10) 0.8433(7) 1.0085(4) 0.025(3) Uani 1 1 d . . . C26 C 0.0127(9) 0.8043(7) 0.9619(4) 0.024(3) Uani 1 1 d . . . C27 C -0.0103(10) 0.7369(8) 0.9579(4) 0.030(3) Uani 1 1 d . . . H27 H 0.0078 0.7130 0.9274 0.036 Uiso 1 1 calc R . . C28 C -0.0629(10) 0.7036(8) 1.0018(5) 0.034(3) Uani 1 1 d . . . H28 H -0.0832 0.6577 1.0004 0.041 Uiso 1 1 calc R . . C29 C -0.0839(10) 0.7433(8) 1.0487(4) 0.034(4) Uani 1 1 d . . . H29 H -0.1175 0.7218 1.0778 0.041 Uiso 1 1 calc R . . C30 C -0.0580(10) 0.8073(7) 1.0520(5) 0.025(3) Uani 1 1 d U . . H30 H -0.0723 0.8305 1.0833 0.031 Uiso 1 1 calc R . . C31 C 0.4117(9) 1.0685(8) 0.2693(4) 0.029(3) Uani 1 1 d . . . C32 C 0.3083(9) 1.1003(7) 0.2528(4) 0.029(3) Uani 1 1 d . . . H32 H 0.2580 1.1206 0.2774 0.035 Uiso 1 1 calc R . . C33 C 0.2781(10) 1.1025(7) 0.1997(4) 0.029(3) Uani 1 1 d . . . H33 H 0.2077 1.1230 0.1881 0.034 Uiso 1 1 calc R . . C34 C 0.3586(9) 1.0725(8) 0.1649(3) 0.024(3) Uani 1 1 d . . . C35 C 0.4638(9) 1.0402(6) 0.1818(4) 0.018(2) Uani 1 1 d U . . C36 C 0.4924(9) 1.0367(7) 0.2359(4) 0.025(3) Uani 1 1 d . . . H36 H 0.5606 1.0145 0.2481 0.030 Uiso 1 1 calc R . . C37 C 0.2579(9) 1.0980(8) 0.0783(4) 0.030(3) Uani 1 1 d . . . H37A H 0.2742 1.0882 0.0420 0.045 Uiso 1 1 calc R . . H37B H 0.2590 1.1465 0.0836 0.045 Uiso 1 1 calc R . . H37C H 0.1805 1.0804 0.0875 0.045 Uiso 1 1 calc R . . C38 C 0.4488(9) 1.0325(7) 0.0948(4) 0.029(3) Uani 1 1 d . . . H38 H 0.4658 1.0231 0.0598 0.034 Uiso 1 1 calc R . . C39 C 0.5217(9) 1.0137(7) 0.1352(4) 0.025(3) Uani 1 1 d . . . C40 C 0.6362(9) 0.9731(7) 0.1335(4) 0.026(3) Uani 1 1 d . . . H40 H 0.6974 0.9946 0.1555 0.031 Uiso 1 1 calc R . . C41 C 0.6212(10) 0.8976(8) 0.1486(4) 0.026(3) Uani 1 1 d . . . H41 H 0.5444 0.8921 0.1668 0.032 Uiso 1 1 calc R . . C42 C 0.7222(13) 0.8777(8) 0.1861(4) 0.036(3) Uani 1 1 d . . . C43 C 0.7863(13) 0.8873(10) 0.2750(4) 0.052(5) Uani 1 1 d . . . H43A H 0.8595 0.9129 0.2690 0.062 Uiso 1 1 calc R . . H43B H 0.8052 0.8390 0.2756 0.062 Uiso 1 1 calc R . . C44 C 0.7272(13) 0.9089(9) 0.3254(5) 0.044(4) Uani 1 1 d . . . H44A H 0.6496 0.8879 0.3280 0.065 Uiso 1 1 calc R . . H44B H 0.7184 0.9576 0.3257 0.065 Uiso 1 1 calc R . . H44C H 0.7758 0.8950 0.3546 0.065 Uiso 1 1 calc R . . C45 C 0.6189(9) 0.8536(8) 0.0972(4) 0.032(3) Uani 1 1 d . . . H45 H 0.6759 0.8158 0.1008 0.038 Uiso 1 1 calc R . . C46 C 0.4974(10) 0.8253(7) 0.0857(4) 0.026(3) Uani 1 1 d U . . C47 C 0.4617(11) 0.7675(8) 0.1097(5) 0.042(4) Uani 1 1 d . . . H47 H 0.5153 0.7446 0.1314 0.051 Uiso 1 1 calc R . . C48 C 0.3436(12) 0.7403(9) 0.1028(6) 0.050(4) Uani 1 1 d . . . H48 H 0.3203 0.7004 0.1197 0.060 Uiso 1 1 calc R . . C49 C 0.2659(11) 0.7746(9) 0.0706(5) 0.038(3) Uani 1 1 d . . . H49 H 0.1884 0.7582 0.0656 0.045 Uiso 1 1 calc R . . C50 C 0.3009(10) 0.8311(8) 0.0463(5) 0.036(4) Uani 1 1 d . . . H50 H 0.2474 0.8542 0.0247 0.043 Uiso 1 1 calc R . . C51 C 0.4149(10) 0.8559(8) 0.0528(5) 0.035(3) Uani 1 1 d . . . H51 H 0.4375 0.8948 0.0343 0.042 Uiso 1 1 calc R . . C52 C 0.6660(10) 0.9032(7) 0.0571(4) 0.029(3) Uani 1 1 d . . . C53 C 0.6973(9) 0.9053(7) 0.0054(4) 0.028(3) Uani 1 1 d . . . C54 C 0.6946(11) 0.8476(9) -0.0331(5) 0.046(4) Uani 1 1 d . . . H54A H 0.6969 0.8050 -0.0144 0.069 Uiso 1 1 calc R . . H54B H 0.7628 0.8507 -0.0559 0.069 Uiso 1 1 calc R . . H54C H 0.6223 0.8500 -0.0535 0.069 Uiso 1 1 calc R . . C55 C 0.7305(9) 0.9736(8) -0.0049(4) 0.031(3) Uani 1 1 d . . . C56 C 0.7731(10) 1.0088(9) -0.0497(4) 0.036(4) Uani 1 1 d . . . H56 H 0.7841 0.9856 -0.0812 0.043 Uiso 1 1 calc R . . C57 C 0.7975(10) 1.0763(9) -0.0466(5) 0.041(4) Uani 1 1 d . . . H57 H 0.8265 1.0988 -0.0762 0.049 Uiso 1 1 calc R . . C58 C 0.7808(11) 1.1124(9) -0.0010(5) 0.042(4) Uani 1 1 d . . . H58 H 0.7969 1.1589 -0.0006 0.050 Uiso 1 1 calc R . . C59 C 0.7405(9) 1.0811(8) 0.0440(4) 0.035(4) Uani 1 1 d . . . H59 H 0.7293 1.1055 0.0749 0.042 Uiso 1 1 calc R . . C60 C 0.7175(10) 1.0123(7) 0.0416(4) 0.022(2) Uani 1 1 d U . . C61 C 0.2243(13) 0.0605(12) 0.7214(6) 0.074(6) Uani 1 1 d . . . H61A H 0.2289 0.0122 0.7135 0.088 Uiso 1 1 calc R . . H61B H 0.2942 0.0825 0.7063 0.088 Uiso 1 1 calc R . . C62 C -0.007(2) 0.7238(14) 0.2072(10) 0.116(9) Uani 1 1 d . . . H62A H -0.0790 0.7072 0.2247 0.139 Uiso 1 1 calc R . . H62B H -0.0268 0.7664 0.1898 0.139 Uiso 1 1 calc R . . N1 N 0.3777(8) 0.7449(6) 0.8873(3) 0.029(3) Uani 1 1 d . . . N2 N 0.0573(7) 0.8508(5) 0.9261(3) 0.021(2) Uani 1 1 d . . . N3 N 0.6787(9) 0.9678(6) 0.0791(3) 0.028(3) Uani 1 1 d . . . N4 N 0.3482(7) 1.0666(6) 0.1107(3) 0.026(2) Uani 1 1 d . . . O1 O -0.0754(8) 0.9713(6) 0.8294(3) 0.044(3) Uani 1 1 d . . . O2 O 0.0450(7) 0.9224(5) 0.7695(3) 0.032(2) Uani 1 1 d U . . O3 O 0.6961(8) 0.9025(5) 0.2341(3) 0.039(2) Uani 1 1 d . . . O4 O 0.8082(7) 0.8429(6) 0.1759(3) 0.044(3) Uani 1 1 d . . . Cl1 Cl 0.2260(4) 0.0719(3) 0.79018(15) 0.0704(12) Uani 1 1 d . . . Cl2 Cl 0.0928(4) 0.0951(3) 0.69246(18) 0.0783(15) Uani 1 1 d . . . Cl3 Cl 0.1109(5) 0.7374(3) 0.2549(2) 0.0930(17) Uani 1 1 d . . . Cl4 Cl 0.0414(4) 0.6649(4) 0.16207(17) 0.094(2) Uani 1 1 d . . . Br1 Br 0.28691(10) 0.78055(8) 0.65662(4) 0.0361(4) Uani 1 1 d . . . Br2 Br 0.44450(9) 1.06713(8) 0.34283(4) 0.0346(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.028(6) 0.064(12) 0.016(5) -0.003(6) -0.002(5) -0.020(7) C2 0.025(6) 0.058(10) 0.016(5) -0.006(6) 0.004(5) -0.013(6) C3 0.019(6) 0.046(10) 0.033(7) -0.012(6) 0.007(5) -0.003(6) C4 0.019(5) 0.049(9) 0.008(5) -0.010(5) 0.005(4) -0.006(6) C5 0.017(5) 0.047(8) 0.011(4) 0.003(6) 0.002(4) -0.011(6) C6 0.022(6) 0.055(10) 0.009(4) -0.001(6) 0.004(4) -0.014(6) C7 0.028(6) 0.059(11) 0.021(6) 0.000(6) -0.003(5) 0.008(6) C8 0.022(5) 0.034(8) 0.030(5) 0.004(7) 0.009(5) 0.002(6) C9 0.031(6) 0.049(10) 0.012(5) 0.005(5) -0.003(5) 0.001(6) C10 0.023(5) 0.058(10) 0.006(5) 0.002(5) -0.001(4) -0.009(6) C11 0.019(6) 0.060(11) 0.017(5) 0.000(6) -0.003(4) 0.006(6) C12 0.011(5) 0.046(10) 0.030(6) 0.007(6) -0.006(5) 0.003(6) C13 0.021(6) 0.081(13) 0.021(6) 0.017(7) -0.004(5) -0.006(7) C14 0.060(9) 0.074(13) 0.030(7) -0.006(8) -0.013(7) -0.026(9) C15 0.014(5) 0.051(10) 0.022(6) -0.001(6) 0.002(4) -0.001(6) C16 0.024(6) 0.049(10) 0.007(5) -0.001(5) -0.003(4) -0.005(6) C17 0.033(6) 0.042(10) 0.025(6) -0.004(7) -0.006(5) 0.000(7) C18 0.055(9) 0.054(11) 0.030(7) 0.003(7) 0.015(6) -0.004(8) C19 0.033(6) 0.041(10) 0.026(6) -0.010(7) 0.005(5) -0.008(7) C20 0.023(6) 0.072(13) 0.017(6) -0.007(7) -0.002(5) 0.006(7) C21 0.029(6) 0.052(10) 0.014(5) -0.005(6) 0.005(5) 0.003(6) C22 0.008(5) 0.034(9) 0.027(6) -0.004(6) 0.004(4) 0.007(5) C23 0.014(5) 0.041(9) 0.018(5) -0.004(6) 0.002(4) 0.004(6) C24 0.034(7) 0.054(11) 0.028(6) -0.012(7) 0.002(5) 0.008(7) C25 0.011(5) 0.049(10) 0.016(5) -0.002(5) 0.002(4) 0.002(6) C26 0.009(5) 0.041(9) 0.021(5) 0.003(5) -0.003(4) -0.006(5) C27 0.022(6) 0.054(11) 0.013(5) 0.007(6) -0.004(4) 0.004(6) C28 0.023(6) 0.044(9) 0.036(7) 0.007(6) -0.003(5) 0.005(6) C29 0.024(6) 0.069(12) 0.009(5) 0.007(6) -0.002(4) -0.007(6) C30 0.026(3) 0.026(3) 0.025(3) -0.0003(10) 0.0006(10) -0.0002(10) C31 0.019(5) 0.050(9) 0.017(5) 0.003(7) 0.005(4) 0.000(7) C32 0.018(5) 0.049(9) 0.019(6) -0.001(6) 0.003(4) -0.006(6) C33 0.024(6) 0.043(9) 0.019(6) -0.013(6) 0.003(5) 0.009(6) C34 0.022(5) 0.042(8) 0.008(4) -0.004(6) -0.005(4) -0.001(6) C35 0.018(2) 0.019(3) 0.017(2) -0.0005(10) 0.0002(10) -0.0003(10) C36 0.009(5) 0.046(9) 0.020(5) 0.000(6) -0.006(4) 0.001(5) C37 0.017(5) 0.055(10) 0.018(5) 0.010(6) -0.004(4) 0.001(6) C38 0.021(6) 0.050(9) 0.015(5) -0.003(6) 0.003(4) 0.001(6) C39 0.013(5) 0.049(9) 0.013(5) -0.005(6) 0.003(4) 0.003(5) C40 0.016(5) 0.040(9) 0.021(5) -0.009(6) 0.002(4) 0.000(5) C41 0.014(5) 0.057(10) 0.008(5) -0.003(5) -0.001(4) -0.002(6) C42 0.046(8) 0.046(10) 0.015(6) 0.002(6) -0.013(5) -0.005(7) C43 0.051(9) 0.088(14) 0.017(6) 0.009(7) -0.021(6) -0.003(9) C44 0.057(9) 0.057(11) 0.017(6) 0.011(7) -0.007(6) -0.009(8) C45 0.013(5) 0.059(10) 0.023(6) 0.006(6) -0.001(4) 0.005(6) C46 0.026(3) 0.026(3) 0.025(3) -0.0004(10) 0.0000(10) 0.0001(10) C47 0.030(6) 0.057(11) 0.041(7) -0.007(7) -0.017(5) -0.003(7) C48 0.034(7) 0.063(12) 0.054(9) -0.001(8) -0.008(7) -0.013(7) C49 0.030(6) 0.049(11) 0.034(6) -0.005(8) -0.007(5) -0.004(7) C50 0.022(6) 0.058(11) 0.026(6) -0.019(7) -0.004(5) -0.006(6) C51 0.018(6) 0.049(10) 0.038(7) -0.012(7) -0.001(5) 0.004(6) C52 0.022(6) 0.047(9) 0.018(5) -0.010(6) 0.002(5) 0.009(6) C53 0.012(5) 0.045(10) 0.028(6) -0.001(6) -0.005(5) 0.009(6) C54 0.025(6) 0.087(13) 0.027(6) -0.029(8) -0.011(5) 0.003(7) C55 0.014(5) 0.066(11) 0.011(5) -0.002(6) 0.000(4) 0.001(6) C56 0.019(6) 0.069(12) 0.020(6) 0.008(7) -0.003(5) 0.002(7) C57 0.030(6) 0.065(13) 0.027(6) 0.019(8) -0.006(5) 0.004(8) C58 0.036(7) 0.069(12) 0.020(6) 0.005(7) -0.007(5) -0.010(7) C59 0.019(5) 0.072(13) 0.014(5) 0.003(6) -0.003(4) 0.009(7) C60 0.021(3) 0.022(3) 0.022(3) 0.0005(10) -0.0004(10) 0.0000(10) C61 0.050(9) 0.103(18) 0.068(11) -0.008(12) 0.014(8) 0.005(11) C62 0.115(19) 0.086(19) 0.15(2) 0.012(18) -0.023(17) 0.036(16) N1 0.019(4) 0.053(8) 0.017(5) 0.001(5) 0.007(4) 0.007(5) N2 0.015(4) 0.035(7) 0.012(4) 0.000(4) 0.000(3) -0.006(4) N3 0.029(5) 0.040(8) 0.014(4) -0.006(5) 0.006(4) 0.002(5) N4 0.020(4) 0.044(7) 0.014(4) 0.004(5) 0.001(3) 0.001(5) O1 0.034(5) 0.077(9) 0.021(4) 0.011(5) 0.003(4) 0.018(5) O2 0.033(2) 0.033(2) 0.031(2) -0.0001(10) -0.0011(10) 0.0001(10) O3 0.042(5) 0.058(7) 0.015(4) -0.006(4) -0.008(3) 0.008(5) O4 0.024(5) 0.079(8) 0.028(4) 0.003(5) 0.002(4) 0.024(5) Cl1 0.086(3) 0.078(3) 0.047(2) 0.001(3) 0.0118(19) 0.001(3) Cl2 0.076(3) 0.083(4) 0.075(3) 0.023(3) -0.006(2) 0.004(3) Cl3 0.099(4) 0.099(5) 0.081(3) -0.020(3) 0.018(3) -0.029(3) Cl4 0.060(3) 0.175(7) 0.047(2) -0.007(3) -0.0009(19) 0.011(3) Br1 0.0287(6) 0.0682(10) 0.0115(5) -0.0020(7) 0.0028(4) -0.0104(7) Br2 0.0220(5) 0.0714(10) 0.0105(5) -0.0001(7) 0.0007(4) -0.0021(7) _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 1.366(18) . ? C1 C6 1.383(17) . ? C1 Br1 1.929(11) . ? C2 C3 1.378(17) . ? C3 C4 1.427(16) . ? C4 C5 1.357(17) . ? C4 N1 1.398(12) . ? C5 C6 1.441(13) . ? C5 C9 1.447(15) . ? C7 N1 1.463(15) . ? C8 C9 1.357(16) . ? C8 N1 1.355(15) . ? C9 C10 1.503(17) . ? C10 N2 1.482(12) . ? C10 C11 1.55(2) . ? C11 C12 1.503(15) . ? C11 C15 1.559(16) . ? C12 O1 1.229(14) . ? C12 O2 1.364(15) . ? C13 O2 1.441(14) . ? C13 C14 1.466(19) . ? C15 C22 1.452(18) . ? C15 C16 1.539(16) . ? C16 C21 1.371(17) . ? C16 C17 1.38(2) . ? C17 C18 1.384(19) . ? C18 C19 1.38(2) . ? C19 C20 1.38(2) . ? C20 C21 1.435(18) . ? C22 N2 1.365(16) . ? C22 C23 1.396(15) . ? C23 C25 1.409(18) . ? C23 C24 1.509(18) . ? C25 C30 1.427(17) . ? C25 C26 1.432(16) . ? C26 C27 1.348(18) . ? C26 N2 1.381(15) . ? C27 C28 1.421(17) . ? C28 C29 1.445(18) . ? C29 C30 1.291(19) . ? C31 C32 1.375(16) . ? C31 C36 1.386(16) . ? C31 Br2 1.909(10) . ? C32 C33 1.395(15) . ? C33 C34 1.391(15) . ? C34 N4 1.390(11) . ? C34 C35 1.400(15) . ? C35 C36 1.415(14) . ? C35 C39 1.448(14) . ? C37 N4 1.440(14) . ? C38 C39 1.362(15) . ? C38 N4 1.367(14) . ? C39 C40 1.505(15) . ? C40 N3 1.467(13) . ? C40 C41 1.538(19) . ? C41 C42 1.527(16) . ? C41 C45 1.569(17) . ? C42 O4 1.206(16) . ? C42 O3 1.347(15) . ? C43 O3 1.478(14) . ? C43 C44 1.504(19) . ? C45 C46 1.492(16) . ? C45 C52 1.504(18) . ? C46 C47 1.346(19) . ? C46 C51 1.383(17) . ? C47 C48 1.431(18) . ? C48 C49 1.37(2) . ? C49 C50 1.33(2) . ? C50 C51 1.370(17) . ? C52 C53 1.364(15) . ? C52 N3 1.390(17) . ? C53 C55 1.41(2) . ? C53 C54 1.497(18) . ? C55 C60 1.414(16) . ? C55 C56 1.416(17) . ? C56 C57 1.35(2) . ? C57 C58 1.373(19) . ? C58 C59 1.377(17) . ? C59 C60 1.37(2) . ? C60 N3 1.365(15) . ? C61 Cl1 1.766(16) . ? C61 Cl2 1.775(17) . ? C62 Cl4 1.72(3) . ? C62 Cl3 1.81(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 125.4(10) . . ? C2 C1 Br1 118.6(9) . . ? C6 C1 Br1 116.0(9) . . ? C1 C2 C3 121.0(11) . . ? C2 C3 C4 115.2(12) . . ? C5 C4 N1 107.5(9) . . ? C5 C4 C3 123.8(10) . . ? N1 C4 C3 128.7(11) . . ? C4 C5 C6 120.3(10) . . ? C4 C5 C9 108.3(9) . . ? C6 C5 C9 131.3(11) . . ? C1 C6 C5 114.2(11) . . ? C9 C8 N1 111.0(10) . . ? C8 C9 C5 105.1(10) . . ? C8 C9 C10 128.7(10) . . ? C5 C9 C10 126.1(10) . . ? N2 C10 C9 111.2(9) . . ? N2 C10 C11 99.9(10) . . ? C9 C10 C11 116.1(10) . . ? C12 C11 C10 108.2(10) . . ? C12 C11 C15 111.8(11) . . ? C10 C11 C15 109.5(9) . . ? O1 C12 O2 120.0(10) . . ? O1 C12 C11 126.5(11) . . ? O2 C12 C11 113.4(10) . . ? O2 C13 C14 109.9(11) . . ? C22 C15 C16 116.8(10) . . ? C22 C15 C11 102.2(11) . . ? C16 C15 C11 111.6(9) . . ? C21 C16 C17 120.3(12) . . ? C21 C16 C15 120.8(13) . . ? C17 C16 C15 118.9(11) . . ? C18 C17 C16 120.3(12) . . ? C17 C18 C19 121.0(16) . . ? C18 C19 C20 119.1(13) . . ? C19 C20 C21 120.3(12) . . ? C16 C21 C20 118.8(14) . . ? N2 C22 C23 109.1(11) . . ? N2 C22 C15 112.4(10) . . ? C23 C22 C15 138.4(12) . . ? C22 C23 C25 105.7(11) . . ? C22 C23 C24 127.3(13) . . ? C25 C23 C24 127.0(10) . . ? C23 C25 C30 134.3(11) . . ? C23 C25 C26 109.5(10) . . ? C30 C25 C26 116.2(12) . . ? C27 C26 N2 131.7(11) . . ? C27 C26 C25 123.7(12) . . ? N2 C26 C25 104.6(11) . . ? C26 C27 C28 118.0(12) . . ? C27 C28 C29 118.1(14) . . ? C30 C29 C28 122.7(13) . . ? C29 C30 C25 121.2(13) . . ? C32 C31 C36 124.1(10) . . ? C32 C31 Br2 117.8(8) . . ? C36 C31 Br2 118.1(8) . . ? C31 C32 C33 120.7(11) . . ? C34 C33 C32 116.7(10) . . ? C33 C34 N4 127.9(10) . . ? C33 C34 C35 122.4(9) . . ? N4 C34 C35 109.7(9) . . ? C34 C35 C36 120.6(9) . . ? C34 C35 C39 106.5(9) . . ? C36 C35 C39 132.8(10) . . ? C31 C36 C35 115.4(10) . . ? C39 C38 N4 113.4(9) . . ? C38 C39 C35 104.8(9) . . ? C38 C39 C40 128.9(10) . . ? C35 C39 C40 126.3(9) . . ? N3 C40 C39 109.8(9) . . ? N3 C40 C41 101.7(9) . . ? C39 C40 C41 114.2(9) . . ? C42 C41 C40 108.8(10) . . ? C42 C41 C45 113.2(11) . . ? C40 C41 C45 108.8(9) . . ? O4 C42 O3 124.9(11) . . ? O4 C42 C41 126.6(11) . . ? O3 C42 C41 108.4(11) . . ? O3 C43 C44 104.3(11) . . ? C46 C45 C52 115.1(9) . . ? C46 C45 C41 112.5(9) . . ? C52 C45 C41 101.8(11) . . ? C47 C46 C51 116.3(11) . . ? C47 C46 C45 119.5(11) . . ? C51 C46 C45 124.2(12) . . ? C46 C47 C48 122.0(13) . . ? C49 C48 C47 118.2(15) . . ? C50 C49 C48 120.1(13) . . ? C49 C50 C51 120.9(13) . . ? C50 C51 C46 122.4(14) . . ? C53 C52 N3 109.6(12) . . ? C53 C52 C45 139.8(13) . . ? N3 C52 C45 110.6(9) . . ? C52 C53 C55 106.0(11) . . ? C52 C53 C54 127.2(13) . . ? C55 C53 C54 126.8(11) . . ? C60 C55 C53 109.0(10) . . ? C60 C55 C56 116.6(14) . . ? C53 C55 C56 134.3(12) . . ? C57 C56 C55 119.8(13) . . ? C56 C57 C58 121.8(13) . . ? C57 C58 C59 121.3(16) . . ? C60 C59 C58 117.4(12) . . ? N3 C60 C59 131.0(10) . . ? N3 C60 C55 106.0(11) . . ? C59 C60 C55 123.1(11) . . ? Cl1 C61 Cl2 111.9(9) . . ? Cl4 C62 Cl3 108.4(13) . . ? C8 N1 C4 108.0(9) . . ? C8 N1 C7 127.0(9) . . ? C4 N1 C7 125.0(9) . . ? C22 N2 C26 111.1(9) . . ? C22 N2 C10 114.6(10) . . ? C26 N2 C10 134.3(11) . . ? C60 N3 C52 109.5(9) . . ? C60 N3 C40 135.8(11) . . ? C52 N3 C40 114.3(10) . . ? C38 N4 C34 105.5(9) . . ? C38 N4 C37 127.7(9) . . ? C34 N4 C37 126.3(10) . . ? C12 O2 C13 120.0(9) . . ? C42 O3 C43 114.8(11) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.898 _refine_diff_density_min -1.417 _refine_diff_density_rms 0.159 data_compound3 _database_code_depnum_ccdc_archive 'CCDC 917194' #TrackingRef '16371_web_deposit_cif_file_0_DattatrayaH.Dethe_1356085110.dethe.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H28 N2 O2' _chemical_formula_sum 'C30 H28 N2 O2' _chemical_formula_weight 448.54 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 Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.4304(7) _cell_length_b 12.7197(7) _cell_length_c 16.8479(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.853(5) _cell_angle_gamma 90.00 _cell_volume 2432.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2304 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 27.12 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.982 _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 SMART APEX' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12200 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.62 _reflns_number_total 5599 _reflns_number_gt 3360 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP _computing_publication_material ciftab _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^)+(0.0602P)^2^+0.4556P] 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 SHELXL _refine_ls_extinction_coef 0.0062(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5599 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1019 _refine_ls_R_factor_gt 0.0592 _refine_ls_wR_factor_ref 0.1745 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.04573(14) 0.17032(13) 0.06594(9) 0.0497(4) Uani 1 1 d . . . C11 C -0.07946(16) 0.27183(16) 0.13636(11) 0.0483(5) Uani 1 1 d . . . H2 H -0.1431 0.2292 0.1539 0.058 Uiso 1 1 calc R . . C12 C -0.11266(16) 0.38627(16) 0.13992(11) 0.0482(5) Uani 1 1 d . . . C10 C 0.03807(16) 0.24498(15) 0.18998(11) 0.0460(5) Uani 1 1 d . . . H4 H 0.0903 0.3062 0.1914 0.055 Uiso 1 1 calc R . . C1 C -0.05302(17) 0.23259(16) 0.05656(12) 0.0489(5) Uani 1 1 d . . . C26 C 0.01487(19) 0.22032(18) 0.27357(12) 0.0561(5) Uani 1 1 d . . . C7 C 0.06667(18) 0.13170(16) -0.00706(12) 0.0514(5) Uani 1 1 d . . . C8 C -0.02068(19) 0.17522(16) -0.06368(12) 0.0539(5) Uani 1 1 d . . . O2 O 0.01561(16) 0.30554(13) 0.31758(9) 0.0771(5) Uani 1 1 d . . . C9 C 0.09564(17) 0.15351(16) 0.14869(11) 0.0477(5) Uani 1 1 d . . . H10 H 0.0671 0.0865 0.1677 0.057 Uiso 1 1 calc R . . C2 C -0.09713(18) 0.23861(17) -0.02192(12) 0.0555(5) Uani 1 1 d . . . C19 C 0.22643(18) 0.15477(17) 0.16124(12) 0.0523(5) Uani 1 1 d . . . C25 C 0.30295(19) 0.22904(19) 0.12937(12) 0.0570(6) Uani 1 1 d . . . C13 C -0.05648(19) 0.46172(18) 0.09925(13) 0.0585(6) Uani 1 1 d . . . H14 H 0.0022 0.4412 0.0687 0.070 Uiso 1 1 calc R . . C18 C 0.2952(2) 0.08637(19) 0.20837(14) 0.0640(6) Uani 1 1 d . . . N2 N 0.41132(18) 0.11431(19) 0.20755(13) 0.0802(7) Uani 1 1 d . . . H16 H 0.4705 0.0820 0.2329 0.096 Uiso 1 1 calc R . . C3 C -0.0164(2) 0.1524(2) -0.14437(13) 0.0686(7) Uani 1 1 d . . . H17 H -0.0720 0.1808 -0.1833 0.082 Uiso 1 1 calc R . . O1 O -0.0054(2) 0.13521(15) 0.29767(11) 0.1034(7) Uani 1 1 d . . . C24 C 0.4187(2) 0.2012(2) 0.16036(15) 0.0710(7) Uani 1 1 d . . . C17 C -0.19831(19) 0.4200(2) 0.18535(14) 0.0655(6) Uani 1 1 d . . . H20 H -0.2370 0.3712 0.2140 0.079 Uiso 1 1 calc R . . C14 C -0.0853(2) 0.56636(18) 0.10290(14) 0.0652(6) Uani 1 1 d . . . H21 H -0.0463 0.6157 0.0749 0.078 Uiso 1 1 calc R . . C15 C -0.1712(2) 0.5981(2) 0.14772(15) 0.0716(7) Uani 1 1 d . . . H22 H -0.1911 0.6688 0.1502 0.086 Uiso 1 1 calc R . . C6 C 0.1535(2) 0.06534(19) -0.02842(14) 0.0658(6) Uani 1 1 d . . . H23 H 0.2095 0.0361 0.0098 0.079 Uiso 1 1 calc R . . C5 C 0.1534(3) 0.0444(2) -0.10849(16) 0.0778(7) Uani 1 1 d . . . H24 H 0.2106 -0.0002 -0.1246 0.093 Uiso 1 1 calc R . . C4 C 0.0705(3) 0.0880(2) -0.16566(15) 0.0764(7) Uani 1 1 d . . . H25 H 0.0739 0.0732 -0.2194 0.092 Uiso 1 1 calc R . . C20 C 0.2872(2) 0.3150(2) 0.07832(14) 0.0718(7) Uani 1 1 d . . . H26 H 0.2118 0.3344 0.0563 0.086 Uiso 1 1 calc R . . C23 C 0.5158(2) 0.2569(3) 0.14238(19) 0.0976(11) Uani 1 1 d . . . H27 H 0.5916 0.2372 0.1633 0.117 Uiso 1 1 calc R . . C29 C -0.2020(2) 0.2994(2) -0.05827(16) 0.0865(8) Uani 1 1 d . . . H28A H -0.2549 0.3106 -0.0189 0.130 Uiso 1 1 calc R . . H28B H -0.2417 0.2607 -0.1024 0.130 Uiso 1 1 calc R . . H28C H -0.1767 0.3661 -0.0768 0.130 Uiso 1 1 calc R . . C16 C -0.2273(2) 0.5248(2) 0.18877(17) 0.0803(8) Uani 1 1 d . . . H29 H -0.2856 0.5459 0.2194 0.096 Uiso 1 1 calc R . . C21 C 0.3832(3) 0.3711(3) 0.06058(17) 0.0939(9) Uani 1 1 d . . . H30 H 0.3725 0.4290 0.0268 0.113 Uiso 1 1 calc R . . C30 C 0.2635(3) -0.0053(2) 0.25635(18) 0.0900(9) Uani 1 1 d . . . H31A H 0.2735 -0.0690 0.2274 0.135 Uiso 1 1 calc R . . H31B H 0.1828 0.0008 0.2663 0.135 Uiso 1 1 calc R . . H31C H 0.3136 -0.0068 0.3063 0.135 Uiso 1 1 calc R . . C27 C -0.0228(3) 0.2936(3) 0.39689(15) 0.0972(10) Uani 1 1 d . . . H32A H -0.1064 0.2780 0.3921 0.117 Uiso 1 1 calc R . . H32B H 0.0196 0.2363 0.4254 0.117 Uiso 1 1 calc R . . C22 C 0.4969(3) 0.3420(4) 0.0928(2) 0.1099(12) Uani 1 1 d . . . H33 H 0.5609 0.3811 0.0803 0.132 Uiso 1 1 calc R . . C28 C 0.0011(5) 0.3905(3) 0.4393(2) 0.1574(19) Uani 1 1 d . . . H1A1 H 0.0842 0.4046 0.4444 0.236 Uiso 1 1 calc R . . H1A2 H -0.0242 0.3850 0.4914 0.236 Uiso 1 1 calc R . . H1A3 H -0.0407 0.4467 0.4103 0.236 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 0.0523(9) 0.0515(10) 0.0441(9) -0.0046(8) 0.0008(7) 0.0009(8) C11 0.0411(9) 0.0505(11) 0.0537(11) 0.0023(9) 0.0081(8) -0.0064(9) C12 0.0398(9) 0.0532(12) 0.0515(11) 0.0015(9) 0.0053(8) -0.0022(9) C10 0.0473(10) 0.0450(11) 0.0456(11) 0.0001(9) 0.0054(8) -0.0069(9) C1 0.0444(10) 0.0475(11) 0.0542(12) -0.0017(10) 0.0025(8) -0.0059(9) C26 0.0592(12) 0.0582(13) 0.0515(12) 0.0012(11) 0.0099(10) -0.0044(11) C7 0.0578(12) 0.0453(11) 0.0508(11) -0.0062(9) 0.0058(9) -0.0107(10) C8 0.0612(12) 0.0502(12) 0.0490(12) -0.0018(10) 0.0018(9) -0.0142(10) O2 0.1118(14) 0.0734(11) 0.0488(9) -0.0046(8) 0.0198(9) 0.0060(10) C9 0.0513(10) 0.0439(10) 0.0469(11) 0.0011(9) 0.0016(8) -0.0035(9) C2 0.0532(11) 0.0580(13) 0.0523(12) 0.0011(10) -0.0064(9) -0.0086(10) C19 0.0506(11) 0.0566(12) 0.0487(11) -0.0060(10) 0.0015(9) 0.0016(10) C25 0.0549(12) 0.0693(14) 0.0474(11) -0.0116(11) 0.0085(9) -0.0048(11) C13 0.0590(12) 0.0574(13) 0.0616(13) 0.0009(11) 0.0175(10) -0.0010(11) C18 0.0622(13) 0.0672(15) 0.0597(13) -0.0074(12) -0.0045(11) 0.0097(12) N2 0.0565(11) 0.1022(18) 0.0770(14) -0.0093(13) -0.0120(10) 0.0163(12) C3 0.0881(17) 0.0662(15) 0.0500(13) -0.0010(11) 0.0016(12) -0.0210(14) O1 0.169(2) 0.0757(13) 0.0737(12) 0.0047(10) 0.0465(12) -0.0307(13) C24 0.0509(12) 0.104(2) 0.0569(14) -0.0205(14) 0.0032(10) -0.0045(14) C17 0.0529(12) 0.0686(15) 0.0787(15) 0.0043(12) 0.0229(11) 0.0021(12) C14 0.0729(15) 0.0539(13) 0.0693(14) 0.0089(12) 0.0114(12) -0.0008(12) C15 0.0734(16) 0.0571(14) 0.0827(17) 0.0014(13) 0.0023(13) 0.0148(13) C6 0.0726(15) 0.0615(14) 0.0638(14) -0.0110(12) 0.0105(11) -0.0010(12) C5 0.0898(18) 0.0707(16) 0.0767(17) -0.0237(14) 0.0255(14) -0.0083(15) C4 0.101(2) 0.0717(17) 0.0588(15) -0.0141(13) 0.0187(14) -0.0198(16) C20 0.0698(15) 0.0818(17) 0.0655(15) -0.0009(13) 0.0151(12) -0.0163(14) C23 0.0582(15) 0.154(3) 0.081(2) -0.026(2) 0.0084(14) -0.0203(18) C29 0.0712(16) 0.109(2) 0.0741(17) 0.0075(16) -0.0143(13) 0.0125(16) C16 0.0664(15) 0.0787(18) 0.101(2) -0.0006(16) 0.0315(14) 0.0150(14) C21 0.100(2) 0.107(2) 0.0779(18) 0.0010(17) 0.0234(16) -0.0368(19) C30 0.104(2) 0.0702(18) 0.0890(19) 0.0148(15) -0.0187(16) 0.0155(16) C27 0.123(2) 0.120(3) 0.0522(15) -0.0039(16) 0.0265(15) 0.008(2) C22 0.083(2) 0.167(4) 0.084(2) -0.025(2) 0.0279(17) -0.053(2) C28 0.287(6) 0.119(3) 0.072(2) -0.025(2) 0.047(3) 0.015(3) _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 N1 C7 1.372(2) . ? N1 C1 1.373(2) . ? N1 C9 1.458(2) . ? C11 C1 1.498(3) . ? C11 C12 1.507(3) . ? C11 C10 1.564(3) . ? C12 C17 1.381(3) . ? C12 C13 1.381(3) . ? C10 C26 1.497(3) . ? C10 C9 1.543(3) . ? C1 C2 1.360(3) . ? C26 O1 1.189(3) . ? C26 O2 1.313(3) . ? C7 C6 1.383(3) . ? C7 C8 1.409(3) . ? C8 C3 1.397(3) . ? C8 C2 1.434(3) . ? O2 C27 1.463(3) . ? C9 C19 1.485(3) . ? C2 C29 1.495(3) . ? C19 C18 1.363(3) . ? C19 C25 1.435(3) . ? C25 C20 1.390(3) . ? C25 C24 1.408(3) . ? C13 C14 1.374(3) . ? C18 N2 1.375(3) . ? C18 C30 1.488(4) . ? N2 C24 1.370(3) . ? C3 C4 1.368(4) . ? C24 C23 1.380(4) . ? C17 C16 1.377(3) . ? C14 C15 1.369(3) . ? C15 C16 1.365(3) . ? C6 C5 1.375(3) . ? C5 C4 1.384(4) . ? C20 C21 1.371(3) . ? C23 C22 1.369(5) . ? C21 C22 1.397(5) . ? C27 C28 1.434(5) . ? 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 C7 N1 C1 109.42(16) . . ? C7 N1 C9 135.62(17) . . ? C1 N1 C9 114.67(16) . . ? C1 C11 C12 115.85(16) . . ? C1 C11 C10 101.20(15) . . ? C12 C11 C10 113.00(16) . . ? C17 C12 C13 117.5(2) . . ? C17 C12 C11 121.36(19) . . ? C13 C12 C11 121.14(17) . . ? C26 C10 C9 113.53(16) . . ? C26 C10 C11 110.65(16) . . ? C9 C10 C11 106.70(15) . . ? C2 C1 N1 110.41(18) . . ? C2 C1 C11 139.70(19) . . ? N1 C1 C11 109.88(16) . . ? O1 C26 O2 123.2(2) . . ? O1 C26 C10 125.1(2) . . ? O2 C26 C10 111.62(19) . . ? N1 C7 C6 131.3(2) . . ? N1 C7 C8 106.32(18) . . ? C6 C7 C8 122.41(19) . . ? C3 C8 C7 118.2(2) . . ? C3 C8 C2 133.5(2) . . ? C7 C8 C2 108.22(17) . . ? C26 O2 C27 116.6(2) . . ? N1 C9 C19 114.03(16) . . ? N1 C9 C10 100.45(15) . . ? C19 C9 C10 113.83(16) . . ? C1 C2 C8 105.58(18) . . ? C1 C2 C29 127.8(2) . . ? C8 C2 C29 126.6(2) . . ? C18 C19 C25 107.65(19) . . ? C18 C19 C9 125.3(2) . . ? C25 C19 C9 127.03(19) . . ? C20 C25 C24 118.3(2) . . ? C20 C25 C19 135.2(2) . . ? C24 C25 C19 106.5(2) . . ? C14 C13 C12 121.5(2) . . ? C19 C18 N2 108.6(2) . . ? C19 C18 C30 131.0(2) . . ? N2 C18 C30 120.4(2) . . ? C24 N2 C18 109.9(2) . . ? C4 C3 C8 119.4(2) . . ? N2 C24 C23 130.4(3) . . ? N2 C24 C25 107.3(2) . . ? C23 C24 C25 122.3(3) . . ? C16 C17 C12 120.9(2) . . ? C15 C14 C13 120.1(2) . . ? C16 C15 C14 119.3(2) . . ? C5 C6 C7 117.2(2) . . ? C6 C5 C4 121.7(3) . . ? C3 C4 C5 121.1(2) . . ? C21 C20 C25 119.7(3) . . ? C22 C23 C24 117.9(3) . . ? C15 C16 C17 120.7(2) . . ? C20 C21 C22 120.6(3) . . ? C28 C27 O2 107.8(3) . . ? C23 C22 C21 121.2(3) . . ? _diffrn_measured_fraction_theta_max 0.99 _diffrn_reflns_theta_full 27.62 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 0.201 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.037 #===END