# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C # 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_HanPdCl2(2Et-EG)2 _database_code_depnum_ccdc_archive 'CCDC 913762' #TrackingRef '1a-Pd.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C66 H88 Cl2 N4 O12 Pd' _chemical_formula_moiety 'C66 H88 Cl2 N4 O12 Pd' _chemical_formula_weight 1306.75 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 9.951(2) _cell_length_b 12.281(3) _cell_length_c 15.068(3) _cell_angle_alpha 64.411(7) _cell_angle_beta 75.445(12) _cell_angle_gamma 76.456(11) _cell_volume 1590.7(6) _cell_formula_units_Z 1 _cell_measurement_reflns_used 5819 _cell_measurement_theta_min 3.03 _cell_measurement_theta_max 27.48 _cell_measurement_temperature 293 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688.00 _exptl_absorpt_coefficient_mu 0.440 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.736 _exptl_absorpt_correction_T_max 0.916 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 293 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.314 _diffrn_reflns_number 12706 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.953 _diffrn_measured_fraction_theta_full 0.953 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6933 _reflns_number_gt 5756 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0776 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 6933 _refine_ls_number_parameters 385 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0421P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.430 _refine_diff_density_min -0.420 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cl Cl 0.1484 0.1585 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Pd Pd -0.9988 1.0072 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Pd1 Pd 0.5000 1.0000 0.5000 0.00926(6) Uani 1.0 1 d . . . Cl1 Cl 0.28724(4) 1.07344(4) 0.44547(3) 0.01376(10) Uani 1.0 2 d . . . O1 O 0.62623(13) 0.58934(11) 0.03417(9) 0.0162(3) Uani 1.0 2 d . . . O2 O 0.24859(13) 0.98592(11) 0.96237(8) 0.0154(3) Uani 1.0 2 d . . . O3 O 0.29845(12) 1.02800(11) 1.12793(9) 0.0149(3) Uani 1.0 2 d . . . O4 O 0.08527(12) 0.91360(11) 1.28578(9) 0.0147(3) Uani 1.0 2 d . . . O5 O -0.07182(14) 0.75549(15) 1.24893(12) 0.0333(4) Uani 1.0 2 d . . . O6 O 0.00971(14) 0.69379(12) 1.07312(10) 0.0244(3) Uani 1.0 2 d . . . N1 N 0.41179(14) 0.86987(12) 0.62856(10) 0.0097(3) Uani 1.0 2 d . . . N2 N 0.38596(15) 0.76871(13) 0.64056(10) 0.0136(3) Uani 1.0 2 d . . . C1 C 0.41886(18) 0.74025(14) 0.55364(12) 0.0121(4) Uani 1.0 2 d . . . C2 C 0.55073(18) 0.67443(15) 0.53312(12) 0.0125(4) Uani 1.0 2 d . . . C3 C 0.57664(18) 0.64756(14) 0.44936(12) 0.0117(4) Uani 1.0 2 d . . . C4 C 0.47678(17) 0.67938(14) 0.38824(12) 0.0103(4) Uani 1.0 2 d . . . C5 C 0.34307(17) 0.73449(14) 0.41743(12) 0.0114(4) Uani 1.0 2 d . . . C6 C 0.31077(18) 0.76330(14) 0.50104(12) 0.0117(4) Uani 1.0 2 d . . . C7 C 0.65391(19) 0.63168(16) 0.60436(13) 0.0176(4) Uani 1.0 2 d . . . C8 C 0.78008(19) 0.53979(17) 0.58805(13) 0.0194(4) Uani 1.0 2 d . . . C9 C 0.16043(18) 0.80855(15) 0.53662(12) 0.0148(4) Uani 1.0 2 d . . . C10 C 0.0796(2) 0.70345(18) 0.60827(16) 0.0295(5) Uani 1.0 2 d . . . C11 C 0.51073(17) 0.65494(14) 0.29575(12) 0.0105(4) Uani 1.0 2 d . . . C12 C 0.61924(18) 0.56349(15) 0.28403(12) 0.0138(4) Uani 1.0 2 d . . . C13 C 0.65317(18) 0.54347(15) 0.19721(13) 0.0147(4) Uani 1.0 2 d . . . C14 C 0.58036(18) 0.61492(15) 0.11826(12) 0.0131(4) Uani 1.0 2 d . . . C15 C 0.47125(18) 0.70465(15) 0.12848(12) 0.0133(4) Uani 1.0 2 d . . . C16 C 0.43810(17) 0.72389(15) 0.21663(12) 0.0123(4) Uani 1.0 2 d . . . C17 C 0.55442(19) 0.66289(16) -0.04890(12) 0.0173(4) Uani 1.0 2 d . . . C18 C 0.6285(2) 0.62576(18) -0.13461(13) 0.0226(4) Uani 1.0 2 d . . . C19 C 0.37153(17) 0.89750(15) 0.71577(12) 0.0101(4) Uani 1.0 2 d . . . C20 C 0.40939(17) 1.00274(15) 0.71021(12) 0.0111(4) Uani 1.0 2 d . . . C21 C 0.37063(17) 1.03525(15) 0.79170(12) 0.0125(4) Uani 1.0 2 d . . . C22 C 0.29189(17) 0.96240(15) 0.87907(12) 0.0122(4) Uani 1.0 2 d . . . C23 C 0.25123(18) 0.85740(15) 0.88397(12) 0.0140(4) Uani 1.0 2 d . . . C24 C 0.29118(18) 0.82464(15) 0.80351(12) 0.0134(4) Uani 1.0 2 d . . . C25 C 0.28424(19) 1.09718(16) 0.95618(12) 0.0155(4) Uani 1.0 2 d . . . C26 C 0.22012(19) 1.11099(16) 1.05249(12) 0.0152(4) Uani 1.0 2 d . . . C27 C 0.25706(18) 1.04733(16) 1.21833(12) 0.0156(4) Uani 1.0 2 d . . . C28 C 0.10690(18) 1.03208(16) 1.26707(13) 0.0157(4) Uani 1.0 2 d . . . C29 C -0.05933(18) 0.89906(17) 1.31950(14) 0.0186(4) Uani 1.0 2 d . . . C30 C -0.0801(2) 0.77424(18) 1.33650(15) 0.0248(5) Uani 1.0 2 d . . . C31 C 0.0664(2) 0.74522(19) 1.19469(16) 0.0269(5) Uani 1.0 2 d . . . C32 C 0.0846(2) 0.65070(17) 1.15297(15) 0.0226(4) Uani 1.0 2 d . . . C33 C 0.0241(3) 0.6040(2) 1.03510(17) 0.0316(5) Uani 1.0 2 d . . . H1 H 0.6642 0.6066 0.4331 0.0140 Uiso 1.0 2 calc R . . H2 H 0.2736 0.7524 0.3798 0.0137 Uiso 1.0 2 calc R . . H3 H 0.6040 0.5953 0.6720 0.0212 Uiso 1.0 2 calc R . . H4 H 0.6881 0.7025 0.5988 0.0212 Uiso 1.0 2 calc R . . H5 H 0.7481 0.4684 0.5944 0.0233 Uiso 1.0 2 calc R . . H6 H 0.8383 0.5174 0.6371 0.0233 Uiso 1.0 2 calc R . . H7 H 0.8332 0.5758 0.5224 0.0233 Uiso 1.0 2 calc R . . H8 H 0.1138 0.8568 0.4794 0.0177 Uiso 1.0 2 calc R . . H9 H 0.1601 0.8609 0.5699 0.0177 Uiso 1.0 2 calc R . . H10 H -0.0176 0.7347 0.6227 0.0354 Uiso 1.0 2 calc R . . H11 H 0.1174 0.6625 0.6691 0.0354 Uiso 1.0 2 calc R . . H12 H 0.0880 0.6469 0.5781 0.0354 Uiso 1.0 2 calc R . . H13 H 0.6693 0.5154 0.3358 0.0166 Uiso 1.0 2 calc R . . H14 H 0.7251 0.4819 0.1913 0.0176 Uiso 1.0 2 calc R . . H15 H 0.4205 0.7517 0.0769 0.0160 Uiso 1.0 2 calc R . . H16 H 0.3652 0.7847 0.2227 0.0148 Uiso 1.0 2 calc R . . H17 H 0.5569 0.7487 -0.0678 0.0208 Uiso 1.0 2 calc R . . H18 H 0.4572 0.6496 -0.0312 0.0208 Uiso 1.0 2 calc R . . H19 H 0.6252 0.5408 -0.1151 0.0272 Uiso 1.0 2 calc R . . H20 H 0.7245 0.6394 -0.1516 0.0272 Uiso 1.0 2 calc R . . H21 H 0.5828 0.6734 -0.1915 0.0272 Uiso 1.0 2 calc R . . H22 H 0.4610 1.0517 0.6515 0.0133 Uiso 1.0 2 calc R . . H23 H 0.3971 1.1051 0.7880 0.0150 Uiso 1.0 2 calc R . . H24 H 0.1970 0.8098 0.9419 0.0168 Uiso 1.0 2 calc R . . H25 H 0.2651 0.7546 0.8073 0.0161 Uiso 1.0 2 calc R . . H26 H 0.2483 1.1667 0.9010 0.0186 Uiso 1.0 2 calc R . . H27 H 0.3853 1.0929 0.9450 0.0186 Uiso 1.0 2 calc R . . H28 H 0.2197 1.1939 1.0443 0.0182 Uiso 1.0 2 calc R . . H29 H 0.1238 1.0949 1.0717 0.0182 Uiso 1.0 2 calc R . . H30 H 0.2710 1.1292 1.2043 0.0187 Uiso 1.0 2 calc R . . H31 H 0.3178 0.9905 1.2652 0.0187 Uiso 1.0 2 calc R . . H32 H 0.0871 1.0431 1.3293 0.0188 Uiso 1.0 2 calc R . . H33 H 0.0442 1.0929 1.2236 0.0188 Uiso 1.0 2 calc R . . H34 H -0.1140 0.9599 1.2701 0.0223 Uiso 1.0 2 calc R . . H35 H -0.0922 0.9114 1.3812 0.0223 Uiso 1.0 2 calc R . . H36 H -0.0100 0.7150 1.3741 0.0297 Uiso 1.0 2 calc R . . H37 H -0.1714 0.7584 1.3774 0.0297 Uiso 1.0 2 calc R . . H38 H 0.1341 0.7223 1.2385 0.0323 Uiso 1.0 2 calc R . . H39 H 0.0830 0.8233 1.1407 0.0323 Uiso 1.0 2 calc R . . H40 H 0.1834 0.6303 1.1296 0.0272 Uiso 1.0 2 calc R . . H41 H 0.0511 0.5772 1.2052 0.0272 Uiso 1.0 2 calc R . . H42 H -0.0130 0.5331 1.0869 0.0380 Uiso 1.0 2 calc R . . H43 H 0.1216 0.5822 1.0121 0.0380 Uiso 1.0 2 calc R . . H44 H -0.0265 0.6357 0.9805 0.0380 Uiso 1.0 2 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Pd1 0.01073(11) 0.01057(9) 0.00738(9) -0.00254(7) -0.00103(7) -0.00417(7) Cl1 0.0117(3) 0.0158(2) 0.0135(2) -0.00236(16) -0.00328(16) -0.00473(16) O1 0.0198(7) 0.0188(7) 0.0111(6) 0.0034(5) -0.0052(5) -0.0088(5) O2 0.0216(7) 0.0184(7) 0.0091(6) -0.0087(5) 0.0033(5) -0.0083(5) O3 0.0160(7) 0.0189(7) 0.0106(6) -0.0001(5) -0.0024(5) -0.0078(5) O4 0.0087(6) 0.0176(7) 0.0177(6) -0.0015(5) -0.0014(5) -0.0077(5) O5 0.0165(8) 0.0487(10) 0.0525(10) -0.0069(7) -0.0024(7) -0.0371(9) O6 0.0266(8) 0.0212(7) 0.0271(8) 0.0012(6) -0.0092(6) -0.0111(6) N1 0.0094(7) 0.0114(7) 0.0092(7) -0.0004(6) -0.0035(6) -0.0046(6) N2 0.0189(8) 0.0118(7) 0.0114(7) -0.0040(6) -0.0017(6) -0.0055(6) C1 0.0197(10) 0.0084(8) 0.0090(8) -0.0041(7) -0.0032(7) -0.0027(6) C2 0.0158(9) 0.0095(8) 0.0130(8) -0.0047(7) -0.0042(7) -0.0028(7) C3 0.0114(9) 0.0100(8) 0.0145(8) -0.0023(7) -0.0022(7) -0.0052(7) C4 0.0133(9) 0.0076(8) 0.0106(8) -0.0032(7) -0.0017(7) -0.0033(6) C5 0.0131(9) 0.0099(8) 0.0119(8) -0.0019(7) -0.0054(7) -0.0031(7) C6 0.0154(9) 0.0078(8) 0.0112(8) -0.0027(7) -0.0016(7) -0.0031(7) C7 0.0219(10) 0.0183(9) 0.0174(9) -0.0027(8) -0.0093(8) -0.0083(8) C8 0.0175(10) 0.0229(10) 0.0171(9) -0.0034(8) -0.0069(8) -0.0048(8) C9 0.0167(10) 0.0146(9) 0.0129(8) -0.0010(7) -0.0023(7) -0.0061(7) C10 0.0157(11) 0.0210(10) 0.0406(13) -0.0016(8) 0.0045(9) -0.0074(10) C11 0.0114(9) 0.0100(8) 0.0110(8) -0.0053(7) -0.0002(7) -0.0041(7) C12 0.0164(10) 0.0118(8) 0.0135(8) -0.0025(7) -0.0047(7) -0.0039(7) C13 0.0154(9) 0.0116(8) 0.0164(9) 0.0013(7) -0.0025(7) -0.0067(7) C14 0.0156(9) 0.0148(9) 0.0117(8) -0.0050(7) 0.0008(7) -0.0080(7) C15 0.0136(9) 0.0144(8) 0.0129(8) -0.0013(7) -0.0050(7) -0.0051(7) C16 0.0097(9) 0.0130(8) 0.0159(9) -0.0005(7) -0.0026(7) -0.0076(7) C17 0.0212(10) 0.0186(9) 0.0123(9) 0.0005(8) -0.0052(8) -0.0068(7) C18 0.0302(12) 0.0231(10) 0.0149(9) 0.0033(9) -0.0064(8) -0.0100(8) C19 0.0089(8) 0.0130(8) 0.0092(8) 0.0006(6) -0.0030(7) -0.0052(7) C20 0.0098(9) 0.0125(8) 0.0106(8) -0.0024(7) -0.0007(7) -0.0044(7) C21 0.0146(9) 0.0131(8) 0.0118(8) -0.0047(7) -0.0014(7) -0.0059(7) C22 0.0131(9) 0.0159(9) 0.0085(8) -0.0010(7) -0.0012(7) -0.0066(7) C23 0.0163(9) 0.0147(8) 0.0089(8) -0.0063(7) 0.0008(7) -0.0023(7) C24 0.0163(9) 0.0121(8) 0.0129(8) -0.0045(7) -0.0021(7) -0.0049(7) C25 0.0216(10) 0.0150(9) 0.0121(8) -0.0046(7) -0.0016(7) -0.0072(7) C26 0.0171(10) 0.0166(9) 0.0127(8) -0.0011(7) -0.0024(7) -0.0074(7) C27 0.0199(10) 0.0196(9) 0.0102(8) -0.0054(8) -0.0015(7) -0.0080(7) C28 0.0181(10) 0.0179(9) 0.0122(8) -0.0009(7) -0.0033(7) -0.0076(7) C29 0.0120(9) 0.0274(10) 0.0184(9) -0.0027(8) -0.0003(8) -0.0123(8) C30 0.0152(10) 0.0252(11) 0.0268(11) -0.0068(8) 0.0005(8) -0.0040(9) C31 0.0184(11) 0.0300(11) 0.0398(12) -0.0049(9) -0.0044(9) -0.0202(10) C32 0.0209(11) 0.0210(10) 0.0280(11) -0.0015(8) -0.0065(9) -0.0110(9) C33 0.0307(13) 0.0350(12) 0.0391(13) 0.0006(10) -0.0121(10) -0.0231(11) #============================================================================== _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Pd1 Cl1 2.3045(6) yes . . Pd1 Cl1 2.3045(6) yes . 2_676 Pd1 N1 2.0506(12) yes . . Pd1 N1 2.0506(12) yes . 2_676 O1 C14 1.378(3) yes . . O1 C17 1.437(3) yes . . O2 C22 1.352(3) yes . . O2 C25 1.450(3) yes . . O3 C26 1.418(2) yes . . O3 C27 1.426(3) yes . . O4 C28 1.416(3) yes . . O4 C29 1.427(3) yes . . O5 C30 1.414(4) yes . . O5 C31 1.421(3) yes . . O6 C32 1.414(3) yes . . O6 C33 1.413(4) yes . . N1 N2 1.255(3) yes . . N1 C19 1.435(3) yes . . N2 C1 1.439(3) yes . . C1 C2 1.409(3) yes . . C1 C6 1.399(3) yes . . C2 C3 1.387(3) yes . . C2 C7 1.515(3) yes . . C3 C4 1.398(3) yes . . C4 C5 1.401(3) yes . . C4 C11 1.491(3) yes . . C5 C6 1.394(3) yes . . C6 C9 1.516(3) yes . . C7 C8 1.527(3) yes . . C9 C10 1.525(3) yes . . C11 C12 1.402(3) yes . . C11 C16 1.391(3) yes . . C12 C13 1.379(3) yes . . C13 C14 1.394(3) yes . . C14 C15 1.385(3) yes . . C15 C16 1.394(3) yes . . C17 C18 1.514(3) yes . . C19 C20 1.392(3) yes . . C19 C24 1.403(2) yes . . C20 C21 1.389(3) yes . . C21 C22 1.393(2) yes . . C22 C23 1.407(3) yes . . C23 C24 1.376(3) yes . . C25 C26 1.496(3) yes . . C27 C28 1.506(3) yes . . C29 C30 1.497(4) yes . . C31 C32 1.500(4) yes . . C3 H1 0.930 no . . C5 H2 0.930 no . . C7 H3 0.970 no . . C7 H4 0.970 no . . C8 H5 0.960 no . . C8 H6 0.960 no . . C8 H7 0.960 no . . C9 H8 0.970 no . . C9 H9 0.970 no . . C10 H10 0.960 no . . C10 H11 0.960 no . . C10 H12 0.960 no . . C12 H13 0.930 no . . C13 H14 0.930 no . . C15 H15 0.930 no . . C16 H16 0.930 no . . C17 H17 0.970 no . . C17 H18 0.970 no . . C18 H19 0.960 no . . C18 H20 0.960 no . . C18 H21 0.960 no . . C20 H22 0.930 no . . C21 H23 0.930 no . . C23 H24 0.930 no . . C24 H25 0.930 no . . C25 H26 0.970 no . . C25 H27 0.970 no . . C26 H28 0.970 no . . C26 H29 0.970 no . . C27 H30 0.970 no . . C27 H31 0.970 no . . C28 H32 0.970 no . . C28 H33 0.970 no . . C29 H34 0.970 no . . C29 H35 0.970 no . . C30 H36 0.970 no . . C30 H37 0.970 no . . C31 H38 0.970 no . . C31 H39 0.970 no . . C32 H40 0.970 no . . C32 H41 0.970 no . . C33 H42 0.960 no . . C33 H43 0.960 no . . C33 H44 0.960 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Cl1 Pd1 Cl1 180.00(3) yes . . 2_676 Cl1 Pd1 N1 91.16(5) yes . . . Cl1 Pd1 N1 88.84(5) yes . . 2_676 Cl1 Pd1 N1 88.84(5) yes 2_676 . . Cl1 Pd1 N1 91.16(5) yes 2_676 . 2_676 N1 Pd1 N1 180.00(9) yes . . 2_676 C14 O1 C17 116.54(13) yes . . . C22 O2 C25 116.09(13) yes . . . C26 O3 C27 113.09(13) yes . . . C28 O4 C29 111.54(14) yes . . . C30 O5 C31 114.24(19) yes . . . C32 O6 C33 110.98(16) yes . . . Pd1 N1 N2 127.99(13) yes . . . Pd1 N1 C19 116.80(12) yes . . . N2 N1 C19 115.20(13) yes . . . N1 N2 C1 116.80(13) yes . . . N2 C1 C2 119.36(17) yes . . . N2 C1 C6 117.99(15) yes . . . C2 C1 C6 121.95(19) yes . . . C1 C2 C3 117.20(18) yes . . . C1 C2 C7 119.56(18) yes . . . C3 C2 C7 123.18(16) yes . . . C2 C3 C4 122.81(16) yes . . . C3 C4 C5 117.53(18) yes . . . C3 C4 C11 121.36(15) yes . . . C5 C4 C11 121.11(17) yes . . . C4 C5 C6 122.12(18) yes . . . C1 C6 C5 117.70(15) yes . . . C1 C6 C9 122.21(18) yes . . . C5 C6 C9 119.92(18) yes . . . C2 C7 C8 115.60(19) yes . . . C6 C9 C10 111.80(14) yes . . . C4 C11 C12 121.39(15) yes . . . C4 C11 C16 121.30(15) yes . . . C12 C11 C16 117.29(18) yes . . . C11 C12 C13 121.28(16) yes . . . C12 C13 C14 120.45(16) yes . . . O1 C14 C13 115.38(15) yes . . . O1 C14 C15 125.18(16) yes . . . C13 C14 C15 119.43(18) yes . . . C14 C15 C16 119.49(16) yes . . . C11 C16 C15 122.04(16) yes . . . O1 C17 C18 107.46(14) yes . . . N1 C19 C20 118.08(14) yes . . . N1 C19 C24 121.86(19) yes . . . C20 C19 C24 120.00(19) yes . . . C19 C20 C21 120.51(14) yes . . . C20 C21 C22 119.48(19) yes . . . O2 C22 C21 124.20(19) yes . . . O2 C22 C23 115.82(14) yes . . . C21 C22 C23 119.98(19) yes . . . C22 C23 C24 120.40(15) yes . . . C19 C24 C23 119.60(19) yes . . . O2 C25 C26 108.10(14) yes . . . O3 C26 C25 109.52(14) yes . . . O3 C27 C28 114.31(19) yes . . . O4 C28 C27 108.88(15) yes . . . O4 C29 C30 110.62(15) yes . . . O5 C30 C29 115.20(16) yes . . . O5 C31 C32 109.7(2) yes . . . O6 C32 C31 110.85(15) yes . . . C2 C3 H1 118.603 no . . . C4 C3 H1 118.584 no . . . C4 C5 H2 118.933 no . . . C6 C5 H2 118.943 no . . . C2 C7 H3 108.383 no . . . C2 C7 H4 108.376 no . . . C8 C7 H3 108.381 no . . . C8 C7 H4 108.375 no . . . H3 C7 H4 107.443 no . . . C7 C8 H5 109.468 no . . . C7 C8 H6 109.475 no . . . C7 C8 H7 109.476 no . . . H5 C8 H6 109.467 no . . . H5 C8 H7 109.463 no . . . H6 C8 H7 109.478 no . . . C6 C9 H8 109.264 no . . . C6 C9 H9 109.256 no . . . C10 C9 H8 109.258 no . . . C10 C9 H9 109.253 no . . . H8 C9 H9 107.931 no . . . C9 C10 H10 109.473 no . . . C9 C10 H11 109.471 no . . . C9 C10 H12 109.471 no . . . H10 C10 H11 109.471 no . . . H10 C10 H12 109.469 no . . . H11 C10 H12 109.472 no . . . C11 C12 H13 119.365 no . . . C13 C12 H13 119.359 no . . . C12 C13 H14 119.771 no . . . C14 C13 H14 119.776 no . . . C14 C15 H15 120.256 no . . . C16 C15 H15 120.255 no . . . C11 C16 H16 118.986 no . . . C15 C16 H16 118.976 no . . . O1 C17 H17 110.225 no . . . O1 C17 H18 110.220 no . . . C18 C17 H17 110.214 no . . . C18 C17 H18 110.219 no . . . H17 C17 H18 108.509 no . . . C17 C18 H19 109.465 no . . . C17 C18 H20 109.473 no . . . C17 C18 H21 109.474 no . . . H19 C18 H20 109.471 no . . . H19 C18 H21 109.471 no . . . H20 C18 H21 109.473 no . . . C19 C20 H22 119.745 no . . . C21 C20 H22 119.744 no . . . C20 C21 H23 120.259 no . . . C22 C21 H23 120.257 no . . . C22 C23 H24 119.803 no . . . C24 C23 H24 119.802 no . . . C19 C24 H25 120.202 no . . . C23 C24 H25 120.195 no . . . O2 C25 H26 110.081 no . . . O2 C25 H27 110.080 no . . . C26 C25 H26 110.079 no . . . C26 C25 H27 110.076 no . . . H26 C25 H27 108.425 no . . . O3 C26 H28 109.769 no . . . O3 C26 H29 109.759 no . . . C25 C26 H28 109.766 no . . . C25 C26 H29 109.771 no . . . H28 C26 H29 108.232 no . . . O3 C27 H30 108.673 no . . . O3 C27 H31 108.682 no . . . C28 C27 H30 108.681 no . . . C28 C27 H31 108.683 no . . . H30 C27 H31 107.613 no . . . O4 C28 H32 109.912 no . . . O4 C28 H33 109.924 no . . . C27 C28 H32 109.900 no . . . C27 C28 H33 109.915 no . . . H32 C28 H33 108.305 no . . . O4 C29 H34 109.526 no . . . O4 C29 H35 109.523 no . . . C30 C29 H34 109.526 no . . . C30 C29 H35 109.522 no . . . H34 C29 H35 108.085 no . . . O5 C30 H36 108.469 no . . . O5 C30 H37 108.472 no . . . C29 C30 H36 108.472 no . . . C29 C30 H37 108.472 no . . . H36 C30 H37 107.499 no . . . O5 C31 H38 109.724 no . . . O5 C31 H39 109.730 no . . . C32 C31 H38 109.728 no . . . C32 C31 H39 109.723 no . . . H38 C31 H39 108.199 no . . . O6 C32 H40 109.469 no . . . O6 C32 H41 109.470 no . . . C31 C32 H40 109.474 no . . . C31 C32 H41 109.471 no . . . H40 C32 H41 108.054 no . . . O6 C33 H42 109.464 no . . . O6 C33 H43 109.467 no . . . O6 C33 H44 109.467 no . . . H42 C33 H43 109.474 no . . . H42 C33 H44 109.476 no . . . H43 C33 H44 109.479 no . . . data___han100101EtO-2Et-C6 _database_code_depnum_ccdc_archive 'CCDC 913763' #TrackingRef '1b-EtO-C6.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C30 H38 N2 O2 ' _chemical_formula_moiety 'C30 H38 N2 O2 ' _chemical_formula_weight 458.64 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/a 1' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,1/2+Y,-Z 3 -X,-Y,-Z 4 1/2+X,1/2-Y,+Z #------------------------------------------------------------------------------ _cell_length_a 7.682(5) _cell_length_b 27.931(19) _cell_length_c 12.387(9) _cell_angle_alpha 90.0000 _cell_angle_beta 97.151(8) _cell_angle_gamma 90.0000 _cell_volume 2637(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4176 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 163.1 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.17 _exptl_crystal_density_diffrn 1.155 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992.00 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.616 _exptl_absorpt_correction_T_max 0.988 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 163(2) _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 22903 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.943 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5687 _reflns_number_gt 3906 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1166 _refine_ls_wR_factor_ref 0.3781 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 5687 _refine_ls_number_parameters 298 _refine_ls_goodness_of_fit_ref 1.354 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 1.29 _refine_diff_density_min -0.51 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 -0.2537(3) 0.07859(9) 1.32889(19) 0.0532(6) Uani 1.00 1 d . . . O2 O 0.3604(3) 0.22084(8) 0.17205(18) 0.0486(6) Uani 1.00 1 d . . . N1 N -0.0275(3) 0.14697(9) 0.9460(2) 0.0462(6) Uani 1.00 1 d . . . N2 N -0.0425(3) 0.11918(9) 0.8669(2) 0.0470(6) Uani 1.00 1 d . . . C1 C -0.0932(4) 0.12842(11) 1.0412(2) 0.0448(7) Uani 1.00 1 d . . . C2 C -0.1871(4) 0.08554(11) 1.0450(2) 0.0470(7) Uani 1.00 1 d . . . C3 C -0.2398(4) 0.07045(12) 1.1418(2) 0.0488(8) Uani 1.00 1 d . . . C4 C -0.1985(4) 0.09722(11) 1.2370(2) 0.0435(7) Uani 1.00 1 d . . . C5 C -0.1045(4) 0.13981(11) 1.2336(2) 0.0464(7) Uani 1.00 1 d . . . C6 C -0.0543(4) 0.15543(11) 1.1349(2) 0.0461(7) Uani 1.00 1 d . . . C7 C -0.2069(5) 0.10410(13) 1.4293(2) 0.0574(9) Uani 1.00 1 d . . . C8 C -0.2784(6) 0.07781(16) 1.5188(3) 0.0702(11) Uani 1.00 1 d . . . C9 C -0.1984(7) 0.0318(2) 1.5501(4) 0.0908(15) Uani 1.00 1 d . . . C10 C -0.2756(10) 0.0157(2) 1.6649(5) 0.123(2) Uiso 1.00 1 d . . . C11 C -0.1887(11) -0.0252(2) 1.7092(6) 0.127(2) Uiso 1.00 1 d . . . C12 C -0.2594(7) -0.0376(2) 1.8194(4) 0.0948(15) Uani 1.00 1 d . . . C13 C 0.0247(4) 0.13791(11) 0.7719(2) 0.0451(7) Uani 1.00 1 d . . . C14 C -0.0446(4) 0.17941(10) 0.7171(2) 0.0415(7) Uani 1.00 1 d . . . C15 C 0.0223(4) 0.19269(10) 0.6226(2) 0.0424(7) Uani 1.00 1 d . . . C16 C 0.1565(3) 0.16740(10) 0.5800(2) 0.0397(6) Uani 1.00 1 d . . . C17 C 0.2201(3) 0.12635(10) 0.6372(2) 0.0429(7) Uani 1.00 1 d . . . C18 C 0.1557(4) 0.11076(11) 0.7313(2) 0.0438(7) Uani 1.00 1 d . . . C19 C -0.1985(4) 0.20658(11) 0.7529(2) 0.0476(7) Uani 1.00 1 d . . . C20 C -0.3724(4) 0.18207(12) 0.7186(3) 0.0533(8) Uani 1.00 1 d . . . C21 C 0.2268(4) 0.06549(11) 0.7892(2) 0.0500(8) Uani 1.00 1 d . . . C22 C 0.3700(5) 0.07579(14) 0.8837(3) 0.0667(10) Uani 1.00 1 d . . . C23 C 0.2203(3) 0.18220(10) 0.4763(2) 0.0402(7) Uani 1.00 1 d . . . C24 C 0.1853(4) 0.22751(11) 0.4301(2) 0.0438(7) Uani 1.00 1 d . . . C25 C 0.2355(4) 0.23999(11) 0.3294(2) 0.0450(7) Uani 1.00 1 d . . . C26 C 0.3239(4) 0.20669(11) 0.2721(2) 0.0424(7) Uani 1.00 1 d . . . C27 C 0.3660(4) 0.16202(11) 0.3174(2) 0.0469(7) Uani 1.00 1 d . . . C28 C 0.3129(4) 0.15046(11) 0.4179(2) 0.0458(7) Uani 1.00 1 d . . . C29 C 0.4379(5) 0.18661(12) 0.1052(2) 0.0528(8) Uani 1.00 1 d . . . C30 C 0.4474(7) 0.20967(14) -0.0032(3) 0.0724(12) Uani 1.00 1 d . . . H1 H -0.2143 0.0669 0.9810 0.056 Uiso 1.00 1 c R . . H2 H -0.3048 0.0416 1.1438 0.059 Uiso 1.00 1 c R . . H3 H -0.0749 0.1581 1.2980 0.056 Uiso 1.00 1 c R . . H4 H 0.0072 0.1848 1.1320 0.055 Uiso 1.00 1 c R . . H5 H -0.2558 0.1369 1.4232 0.069 Uiso 1.00 1 c R . . H6 H -0.0776 0.1065 1.4451 0.069 Uiso 1.00 1 c R . . H7 H -0.2667 0.0987 1.5839 0.084 Uiso 1.00 1 c R . . H8 H -0.4054 0.0726 1.4968 0.084 Uiso 1.00 1 c R . . H9 H -0.0691 0.0347 1.5622 0.109 Uiso 1.00 1 c R . . H10 H -0.2304 0.0077 1.4924 0.109 Uiso 1.00 1 c R . . H11 H -0.2589 0.0422 1.7181 0.147 Uiso 1.00 1 c R . . H12 H -0.4029 0.0090 1.6496 0.147 Uiso 1.00 1 c R . . H13 H -0.0608 -0.0192 1.7221 0.152 Uiso 1.00 1 c R . . H14 H -0.2100 -0.0524 1.6580 0.152 Uiso 1.00 1 c R . . H15 H -0.2016 -0.0171 1.8773 0.114 Uiso 1.00 1 c R . . H16 H -0.2344 -0.0712 1.8377 0.114 Uiso 1.00 1 c R . . H17 H -0.3864 -0.0322 1.8120 0.114 Uiso 1.00 1 c R . . H18 H -0.0250 0.2202 0.5846 0.051 Uiso 1.00 1 c R . . H19 H 0.3109 0.1085 0.6105 0.051 Uiso 1.00 1 c R . . H20 H -0.2018 0.2392 0.7213 0.057 Uiso 1.00 1 c R . . H21 H -0.1812 0.2098 0.8331 0.057 Uiso 1.00 1 c R . . H22 H -0.4214 0.1936 0.6464 0.064 Uiso 1.00 1 c R . . H23 H -0.4539 0.1894 0.7712 0.064 Uiso 1.00 1 c R . . H24 H -0.3544 0.1474 0.7160 0.064 Uiso 1.00 1 c R . . H25 H 0.2751 0.0443 0.7362 0.060 Uiso 1.00 1 c R . . H26 H 0.1291 0.0483 0.8173 0.060 Uiso 1.00 1 c R . . H27 H 0.4849 0.0756 0.8570 0.080 Uiso 1.00 1 c R . . H28 H 0.3674 0.0511 0.9397 0.080 Uiso 1.00 1 c R . . H29 H 0.3495 0.1073 0.9147 0.080 Uiso 1.00 1 c R . . H30 H 0.1254 0.2504 0.4686 0.053 Uiso 1.00 1 c R . . H31 H 0.2098 0.2710 0.3000 0.054 Uiso 1.00 1 c R . . H32 H 0.4303 0.1396 0.2804 0.056 Uiso 1.00 1 c R . . H33 H 0.3409 0.1197 0.4478 0.055 Uiso 1.00 1 c R . . H34 H 0.3654 0.1573 0.0964 0.063 Uiso 1.00 1 c R . . H35 H 0.5569 0.1777 0.1394 0.063 Uiso 1.00 1 c R . . H36 H 0.3395 0.2028 -0.0518 0.087 Uiso 1.00 1 c R . . H37 H 0.5484 0.1969 -0.0351 0.087 Uiso 1.00 1 c R . . H38 H 0.4603 0.2444 0.0062 0.087 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0547(14) 0.0643(14) 0.0410(13) -0.0057(10) 0.0073(11) -0.0021(10) O2 0.0516(13) 0.0523(12) 0.0435(13) 0.0024(9) 0.0118(10) 0.0030(9) N1 0.0415(14) 0.0517(14) 0.0442(16) -0.0044(10) 0.0003(12) -0.0000(11) N2 0.0488(15) 0.0511(14) 0.0406(15) -0.0009(11) 0.0039(12) -0.0002(11) C1 0.0381(16) 0.0527(16) 0.0422(18) 0.0002(11) -0.0012(14) 0.0025(12) C2 0.0476(17) 0.0517(16) 0.0411(18) -0.0086(13) 0.0030(14) -0.0034(12) C3 0.0467(17) 0.0520(17) 0.0470(19) -0.0086(13) 0.0034(15) -0.0001(13) C4 0.0391(16) 0.0508(16) 0.0400(18) 0.0018(11) 0.0028(13) 0.0015(12) C5 0.0464(17) 0.0501(16) 0.0405(17) 0.0006(12) -0.0030(14) -0.0055(12) C6 0.0455(17) 0.0491(15) 0.0420(18) -0.0026(12) -0.0021(14) -0.0006(12) C7 0.066(2) 0.065(2) 0.0413(19) -0.0023(16) 0.0054(17) -0.0085(14) C8 0.080(2) 0.086(2) 0.045(2) 0.001(2) 0.011(2) 0.0008(18) C9 0.080(3) 0.105(3) 0.082(3) -0.007(2) -0.016(2) 0.029(2) C12 0.096(3) 0.099(3) 0.091(3) -0.016(2) 0.019(3) 0.023(2) C13 0.0406(16) 0.0473(15) 0.0466(18) -0.0060(11) 0.0029(14) -0.0004(12) C14 0.0371(15) 0.0434(14) 0.0426(17) -0.0038(10) -0.0007(13) 0.0001(11) C15 0.0402(16) 0.0423(14) 0.0438(17) -0.0022(11) 0.0013(13) 0.0025(12) C16 0.0331(14) 0.0459(14) 0.0384(17) -0.0040(10) -0.0019(12) 0.0018(11) C17 0.0351(15) 0.0473(15) 0.0464(18) 0.0024(11) 0.0047(13) 0.0036(12) C18 0.0417(16) 0.0468(15) 0.0416(17) 0.0005(11) -0.0003(14) 0.0029(12) C19 0.0493(19) 0.0495(16) 0.0450(18) 0.0025(12) 0.0100(15) -0.0004(13) C20 0.0443(18) 0.0627(19) 0.054(2) 0.0030(14) 0.0109(16) 0.0005(15) C21 0.0506(18) 0.0490(16) 0.050(2) 0.0055(13) 0.0064(16) 0.0074(13) C22 0.066(2) 0.062(2) 0.068(2) 0.0050(17) -0.007(2) 0.0198(17) C23 0.0342(15) 0.0477(15) 0.0370(17) -0.0022(10) -0.0020(13) 0.0010(11) C24 0.0419(16) 0.0456(15) 0.0443(18) -0.0030(11) 0.0075(14) -0.0027(12) C25 0.0415(16) 0.0439(15) 0.0492(19) -0.0007(11) 0.0045(14) 0.0039(12) C26 0.0359(15) 0.0518(16) 0.0391(17) -0.0047(11) 0.0026(13) -0.0013(12) C27 0.0427(16) 0.0493(16) 0.049(2) 0.0059(12) 0.0049(14) 0.0017(13) C28 0.0449(17) 0.0508(16) 0.0412(18) 0.0046(12) 0.0034(14) 0.0048(12) C29 0.057(2) 0.0564(18) 0.046(2) 0.0010(14) 0.0114(16) -0.0050(14) C30 0.099(3) 0.068(2) 0.056(2) -0.006(2) 0.035(2) -0.0013(17) #============================================================================== _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution SHELXS97 _computing_structure_refinement SHELXL _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O1 C4 1.366(4) yes . . O1 C7 1.440(4) yes . . O2 C26 1.363(4) yes . . O2 C29 1.441(4) yes . . N1 N2 1.244(3) yes . . N1 C1 1.436(4) yes . . N2 C13 1.442(4) yes . . C1 C2 1.402(4) yes . . C1 C6 1.385(4) yes . . C2 C3 1.378(4) yes . . C3 C4 1.400(4) yes . . C4 C5 1.395(4) yes . . C5 C6 1.398(5) yes . . C7 C8 1.491(5) yes . . C8 C9 1.456(7) yes . . C9 C10 1.670(9) yes . . C10 C11 1.399(10) yes . . C11 C12 1.569(10) yes . . C13 C14 1.413(4) yes . . C13 C18 1.402(4) yes . . C14 C15 1.386(4) yes . . C14 C19 1.517(4) yes . . C15 C16 1.406(4) yes . . C16 C17 1.403(4) yes . . C16 C23 1.490(4) yes . . C17 C18 1.392(4) yes . . C18 C21 1.521(4) yes . . C19 C20 1.514(4) yes . . C21 C22 1.531(5) yes . . C23 C24 1.401(4) yes . . C23 C28 1.394(4) yes . . C24 C25 1.395(4) yes . . C25 C26 1.397(4) yes . . C26 C27 1.390(4) yes . . C27 C28 1.396(4) yes . . C29 C30 1.500(5) yes . . C2 H1 0.950 no . . C3 H2 0.950 no . . C5 H3 0.950 no . . C6 H4 0.950 no . . C7 H5 0.990 no . . C7 H6 0.990 no . . C8 H7 0.990 no . . C8 H8 0.990 no . . C9 H9 0.990 no . . C9 H10 0.990 no . . C10 H11 0.990 no . . C10 H12 0.990 no . . C11 H13 0.990 no . . C11 H14 0.990 no . . C12 H15 0.980 no . . C12 H16 0.980 no . . C12 H17 0.980 no . . C15 H18 0.950 no . . C17 H19 0.950 no . . C19 H20 0.990 no . . C19 H21 0.990 no . . C20 H22 0.980 no . . C20 H23 0.980 no . . C20 H24 0.980 no . . C21 H25 0.990 no . . C21 H26 0.990 no . . C22 H27 0.980 no . . C22 H28 0.980 no . . C22 H29 0.980 no . . C24 H30 0.950 no . . C25 H31 0.950 no . . C27 H32 0.950 no . . C28 H33 0.950 no . . C29 H34 0.990 no . . C29 H35 0.990 no . . C30 H36 0.980 no . . C30 H37 0.980 no . . C30 H38 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C4 O1 C7 117.5(2) yes . . . C26 O2 C29 118.5(2) yes . . . N2 N1 C1 114.4(2) yes . . . N1 N2 C13 114.2(2) yes . . . N1 C1 C2 124.8(2) yes . . . N1 C1 C6 115.5(2) yes . . . C2 C1 C6 119.7(3) yes . . . C1 C2 C3 119.9(3) yes . . . C2 C3 C4 120.6(3) yes . . . O1 C4 C3 115.9(2) yes . . . O1 C4 C5 124.5(2) yes . . . C3 C4 C5 119.6(3) yes . . . C4 C5 C6 119.6(2) yes . . . C1 C6 C5 120.6(2) yes . . . O1 C7 C8 108.8(3) yes . . . C7 C8 C9 116.7(4) yes . . . C8 C9 C10 106.4(4) yes . . . C9 C10 C11 110.6(6) yes . . . C10 C11 C12 108.7(6) yes . . . N2 C13 C14 122.5(2) yes . . . N2 C13 C18 116.3(2) yes . . . C14 C13 C18 121.0(3) yes . . . C13 C14 C15 117.9(2) yes . . . C13 C14 C19 122.0(2) yes . . . C15 C14 C19 119.8(2) yes . . . C14 C15 C16 123.2(2) yes . . . C15 C16 C17 116.6(2) yes . . . C15 C16 C23 121.3(2) yes . . . C17 C16 C23 122.1(2) yes . . . C16 C17 C18 122.7(2) yes . . . C13 C18 C17 118.5(2) yes . . . C13 C18 C21 120.8(2) yes . . . C17 C18 C21 120.7(2) yes . . . C14 C19 C20 112.6(2) yes . . . C18 C21 C22 112.7(2) yes . . . C16 C23 C24 122.4(2) yes . . . C16 C23 C28 121.0(2) yes . . . C24 C23 C28 116.6(2) yes . . . C23 C24 C25 122.0(2) yes . . . C24 C25 C26 119.6(2) yes . . . O2 C26 C25 116.0(2) yes . . . O2 C26 C27 124.3(2) yes . . . C25 C26 C27 119.7(3) yes . . . C26 C27 C28 119.3(3) yes . . . C23 C28 C27 122.7(2) yes . . . O2 C29 C30 107.4(2) yes . . . C1 C2 H1 120.0 no . . . C3 C2 H1 120.0 no . . . C2 C3 H2 119.7 no . . . C4 C3 H2 119.7 no . . . C4 C5 H3 120.2 no . . . C6 C5 H3 120.2 no . . . C1 C6 H4 119.7 no . . . C5 C6 H4 119.7 no . . . O1 C7 H5 109.9 no . . . O1 C7 H6 109.9 no . . . C8 C7 H5 109.9 no . . . C8 C7 H6 109.9 no . . . H5 C7 H6 108.3 no . . . C7 C8 H7 108.1 no . . . C7 C8 H8 108.1 no . . . C9 C8 H7 108.1 no . . . C9 C8 H8 108.1 no . . . H7 C8 H8 107.3 no . . . C8 C9 H9 110.5 no . . . C8 C9 H10 110.5 no . . . C10 C9 H9 110.4 no . . . C10 C9 H10 110.4 no . . . H9 C9 H10 108.6 no . . . C9 C10 H11 109.5 no . . . C9 C10 H12 109.5 no . . . C11 C10 H11 109.5 no . . . C11 C10 H12 109.5 no . . . H11 C10 H12 108.1 no . . . C10 C11 H13 109.9 no . . . C10 C11 H14 109.9 no . . . C12 C11 H13 109.9 no . . . C12 C11 H14 109.9 no . . . H13 C11 H14 108.3 no . . . C11 C12 H15 109.5 no . . . C11 C12 H16 109.5 no . . . C11 C12 H17 109.5 no . . . H15 C12 H16 109.5 no . . . H15 C12 H17 109.5 no . . . H16 C12 H17 109.5 no . . . C14 C15 H18 118.4 no . . . C16 C15 H18 118.4 no . . . C16 C17 H19 118.6 no . . . C18 C17 H19 118.6 no . . . C14 C19 H20 109.1 no . . . C14 C19 H21 109.1 no . . . C20 C19 H20 109.1 no . . . C20 C19 H21 109.1 no . . . H20 C19 H21 107.8 no . . . C19 C20 H22 109.5 no . . . C19 C20 H23 109.5 no . . . C19 C20 H24 109.5 no . . . H22 C20 H23 109.5 no . . . H22 C20 H24 109.5 no . . . H23 C20 H24 109.5 no . . . C18 C21 H25 109.0 no . . . C18 C21 H26 109.1 no . . . C22 C21 H25 109.0 no . . . C22 C21 H26 109.0 no . . . H25 C21 H26 107.8 no . . . C21 C22 H27 109.5 no . . . C21 C22 H28 109.5 no . . . C21 C22 H29 109.5 no . . . H27 C22 H28 109.5 no . . . H27 C22 H29 109.5 no . . . H28 C22 H29 109.5 no . . . C23 C24 H30 119.0 no . . . C25 C24 H30 119.0 no . . . C24 C25 H31 120.2 no . . . C26 C25 H31 120.2 no . . . C26 C27 H32 120.4 no . . . C28 C27 H32 120.4 no . . . C23 C28 H33 118.6 no . . . C27 C28 H33 118.7 no . . . O2 C29 H34 110.2 no . . . O2 C29 H35 110.2 no . . . C30 C29 H34 110.2 no . . . C30 C29 H35 110.2 no . . . H34 C29 H35 108.5 no . . . C29 C30 H36 109.5 no . . . C29 C30 H37 109.5 no . . . C29 C30 H38 109.5 no . . . H36 C30 H37 109.5 no . . . H36 C30 H38 109.5 no . . . H37 C30 H38 109.5 no . . . data_110816HanEtNNPEG-2 _database_code_depnum_ccdc_archive 'CCDC 913764' #TrackingRef '2b-3Me-C6.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C29 H36 N2 O2' _chemical_formula_moiety 'C29 H36 N2 O2' _chemical_formula_weight 444.62 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 8.0239(13) _cell_length_b 8.2206(10) _cell_length_c 19.4355(17) _cell_angle_alpha 78.047(16) _cell_angle_beta 85.50(2) _cell_angle_gamma 86.15(2) _cell_volume 1248.6(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3540 _cell_measurement_theta_min 3.22 _cell_measurement_theta_max 27.47 _cell_measurement_temperature 113 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.340 _exptl_crystal_size_mid 0.240 _exptl_crystal_size_min 0.080 _exptl_crystal_density_diffrn 1.182 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480.00 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.333 _exptl_absorpt_correction_T_max 0.994 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 113 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Saturn70' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.314 _diffrn_reflns_number 10058 _diffrn_reflns_av_R_equivalents 0.0772 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.954 _diffrn_measured_fraction_theta_full 0.954 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5477 _reflns_number_gt 2013 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0680 _refine_ls_wR_factor_ref 0.1833 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 5477 _refine_ls_number_parameters 303 _refine_ls_goodness_of_fit_ref 0.860 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0615P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_diff_density_max 0.370 _refine_diff_density_min -0.390 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0061 0.0033 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 0.8064(3) 2.0160(2) -0.04653(9) 0.0339(5) Uani 1.0 2 d . . . O2 O 0.1481(2) 0.36060(19) 0.47395(9) 0.0248(5) Uani 1.0 2 d . . . N1 N 0.4157(3) 1.0365(3) 0.30730(12) 0.0306(6) Uani 1.0 2 d . . . N2 N 0.3693(3) 0.9225(3) 0.28219(12) 0.0330(6) Uani 1.0 2 d . . . C1 C 0.4696(4) 1.1779(3) 0.25312(14) 0.0281(7) Uani 1.0 2 d . . . C2 C 0.4473(4) 1.1993(3) 0.18097(15) 0.0301(7) Uani 1.0 2 d . . . C3 C 0.5032(4) 1.3428(3) 0.13551(14) 0.0290(7) Uani 1.0 2 d . . . C4 C 0.5811(3) 1.4658(3) 0.16026(13) 0.0239(6) Uani 1.0 2 d . . . C5 C 0.6030(3) 1.4417(3) 0.23313(13) 0.0246(6) Uani 1.0 2 d . . . C6 C 0.5445(4) 1.2992(3) 0.27778(14) 0.0281(7) Uani 1.0 2 d . . . C7 C 0.6396(4) 1.6143(3) 0.10807(13) 0.0224(6) Uani 1.0 2 d . . . C8 C 0.7251(4) 1.5948(3) 0.04426(14) 0.0295(7) Uani 1.0 2 d . . . C9 C 0.7790(4) 1.7291(3) -0.00595(14) 0.0307(7) Uani 1.0 2 d . . . C10 C 0.7471(4) 1.8911(3) 0.00644(13) 0.0257(6) Uani 1.0 2 d . . . C11 C 0.6624(4) 1.9144(3) 0.06908(13) 0.0259(6) Uani 1.0 2 d . . . C12 C 0.6089(4) 1.7765(3) 0.11864(13) 0.0254(6) Uani 1.0 2 d . . . C13 C 0.6942(4) 1.5600(3) 0.26467(14) 0.0317(7) Uani 1.0 2 d . . . C14 C 0.7869(4) 2.1823(3) -0.03445(13) 0.0294(7) Uani 1.0 2 d . . . C15 C 0.8592(4) 2.2952(4) -0.10114(14) 0.0396(8) Uani 1.0 2 d . . . C16 C 0.3146(4) 0.7825(3) 0.33612(14) 0.0273(7) Uani 1.0 2 d . . . C17 C 0.2530(4) 0.6557(3) 0.31051(14) 0.0291(7) Uani 1.0 2 d . . . C18 C 0.1955(3) 0.5135(3) 0.35519(14) 0.0249(6) Uani 1.0 2 d . . . C19 C 0.2068(3) 0.5006(3) 0.42750(13) 0.0219(6) Uani 1.0 2 d . . . C20 C 0.2692(3) 0.6269(3) 0.45607(13) 0.0231(6) Uani 1.0 2 d . . . C21 C 0.3218(3) 0.7693(3) 0.40941(13) 0.0249(6) Uani 1.0 2 d . . . C22 C 0.1217(4) 0.3784(4) 0.32655(14) 0.0353(7) Uani 1.0 2 d . . . C23 C 0.2744(4) 0.6058(3) 0.53496(13) 0.0292(7) Uani 1.0 2 d . . . C24 C 0.2740(4) 0.2268(3) 0.48922(14) 0.0329(7) Uani 1.0 2 d . . . C25 C 0.2019(4) 0.0927(3) 0.54787(14) 0.0330(7) Uani 1.0 2 d . . . C26 C 0.1751(4) 0.1405(3) 0.61938(13) 0.0271(7) Uani 1.0 2 d . . . C27 C 0.1046(4) -0.0003(3) 0.67620(13) 0.0265(6) Uani 1.0 2 d . . . C28 C 0.1046(4) 0.0307(3) 0.75106(14) 0.0319(7) Uani 1.0 2 d . . . C29 C 0.0397(4) -0.1148(4) 0.80738(15) 0.0416(8) Uani 1.0 2 d . . . H1 H 0.3950 1.1176 0.1633 0.0362 Uiso 1.0 2 calc R . . H2 H 0.4882 1.3577 0.0866 0.0348 Uiso 1.0 2 calc R . . H3 H 0.5566 1.2847 0.3270 0.0337 Uiso 1.0 2 calc R . . H4 H 0.7466 1.4858 0.0353 0.0354 Uiso 1.0 2 calc R . . H5 H 0.8373 1.7120 -0.0486 0.0368 Uiso 1.0 2 calc R . . H6 H 0.6411 2.0234 0.0781 0.0311 Uiso 1.0 2 calc R . . H7 H 0.5496 1.7938 0.1610 0.0304 Uiso 1.0 2 calc R . . H8 H 0.6174 1.6533 0.2725 0.0380 Uiso 1.0 2 calc R . . H9 H 0.7886 1.6023 0.2323 0.0380 Uiso 1.0 2 calc R . . H10 H 0.7358 1.5014 0.3097 0.0380 Uiso 1.0 2 calc R . . H11 H 0.8478 2.1920 0.0068 0.0352 Uiso 1.0 2 calc R . . H12 H 0.6671 2.2135 -0.0254 0.0352 Uiso 1.0 2 calc R . . H13 H 0.9772 2.2616 -0.1099 0.0475 Uiso 1.0 2 calc R . . H14 H 0.8501 2.4109 -0.0950 0.0475 Uiso 1.0 2 calc R . . H15 H 0.7967 2.2855 -0.1413 0.0475 Uiso 1.0 2 calc R . . H16 H 0.2499 0.6661 0.2610 0.0349 Uiso 1.0 2 calc R . . H17 H 0.3625 0.8577 0.4269 0.0298 Uiso 1.0 2 calc R . . H18 H 0.1944 0.2767 0.3358 0.0424 Uiso 1.0 2 calc R . . H19 H 0.1127 0.4151 0.2756 0.0424 Uiso 1.0 2 calc R . . H20 H 0.0103 0.3560 0.3497 0.0424 Uiso 1.0 2 calc R . . H21 H 0.3663 0.5261 0.5514 0.0351 Uiso 1.0 2 calc R . . H22 H 0.1681 0.5643 0.5580 0.0351 Uiso 1.0 2 calc R . . H23 H 0.2923 0.7134 0.5467 0.0351 Uiso 1.0 2 calc R . . H24 H 0.3753 0.2686 0.5042 0.0395 Uiso 1.0 2 calc R . . H25 H 0.3056 0.1805 0.4466 0.0395 Uiso 1.0 2 calc R . . H26 H 0.0933 0.0634 0.5342 0.0396 Uiso 1.0 2 calc R . . H27 H 0.2783 -0.0081 0.5522 0.0396 Uiso 1.0 2 calc R . . H28 H 0.0968 0.2398 0.6158 0.0325 Uiso 1.0 2 calc R . . H29 H 0.2830 0.1705 0.6334 0.0325 Uiso 1.0 2 calc R . . H30 H -0.0117 -0.0162 0.6663 0.0319 Uiso 1.0 2 calc R . . H31 H 0.1714 -0.1047 0.6735 0.0319 Uiso 1.0 2 calc R . . H32 H 0.0338 0.1325 0.7545 0.0383 Uiso 1.0 2 calc R . . H33 H 0.2201 0.0508 0.7606 0.0383 Uiso 1.0 2 calc R . . H34 H 0.1117 -0.2152 0.8054 0.0499 Uiso 1.0 2 calc R . . H35 H -0.0750 -0.1348 0.7986 0.0499 Uiso 1.0 2 calc R . . H36 H 0.0411 -0.0876 0.8541 0.0499 Uiso 1.0 2 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0535(14) 0.0251(10) 0.0225(10) -0.0137(10) 0.0060(10) -0.0034(9) O2 0.0247(11) 0.0196(9) 0.0275(10) -0.0021(8) 0.0004(8) 0.0010(8) N1 0.0308(14) 0.0301(13) 0.0312(13) 0.0057(11) -0.0022(11) -0.0091(11) N2 0.0291(14) 0.0357(14) 0.0356(14) 0.0040(11) -0.0025(11) -0.0119(12) C1 0.0259(15) 0.0228(14) 0.0305(16) 0.0032(12) 0.0025(13) 0.0031(13) C2 0.0269(16) 0.0213(14) 0.0440(18) -0.0049(12) 0.0011(14) -0.0110(13) C3 0.0316(16) 0.0265(15) 0.0287(15) -0.0032(12) 0.0011(13) -0.0055(13) C4 0.0244(15) 0.0195(13) 0.0265(14) -0.0010(11) 0.0010(12) -0.0024(12) C5 0.0226(15) 0.0246(14) 0.0232(14) 0.0032(11) 0.0005(12) 0.0012(12) C6 0.0252(15) 0.0283(15) 0.0277(15) 0.0034(12) 0.0013(12) -0.0013(13) C7 0.0256(14) 0.0196(13) 0.0214(13) -0.0025(11) -0.0029(11) -0.0017(11) C8 0.0350(17) 0.0251(14) 0.0310(15) -0.0086(12) 0.0026(13) -0.0112(12) C9 0.0388(18) 0.0303(15) 0.0246(15) -0.0092(13) 0.0054(13) -0.0099(13) C10 0.0312(16) 0.0262(14) 0.0196(14) -0.0077(12) -0.0016(12) -0.0023(12) C11 0.0325(16) 0.0215(14) 0.0244(14) -0.0032(12) -0.0012(12) -0.0059(12) C12 0.0262(15) 0.0273(14) 0.0222(14) -0.0020(12) 0.0005(12) -0.0046(12) C13 0.0332(17) 0.0353(16) 0.0246(15) -0.0025(13) -0.0043(13) -0.0004(13) C14 0.0399(17) 0.0227(14) 0.0251(15) -0.0061(13) -0.0027(13) -0.0023(12) C15 0.053(2) 0.0349(16) 0.0276(16) -0.0090(15) -0.0039(15) 0.0043(14) C16 0.0241(15) 0.0246(14) 0.0256(15) 0.0032(12) 0.0040(12) 0.0091(12) C17 0.0258(15) 0.0345(15) 0.0248(15) 0.0026(12) 0.0009(12) -0.0032(13) C18 0.0209(14) 0.0281(14) 0.0248(14) 0.0029(11) -0.0012(12) -0.0049(12) C19 0.0192(14) 0.0196(13) 0.0237(14) 0.0015(11) 0.0019(11) 0.0009(11) C20 0.0232(14) 0.0209(14) 0.0242(14) 0.0011(11) -0.0007(11) -0.0031(12) C21 0.0227(15) 0.0214(14) 0.0301(15) -0.0006(11) -0.0002(12) -0.0050(12) C22 0.0340(17) 0.0447(17) 0.0298(16) -0.0048(14) -0.0009(13) -0.0129(14) C23 0.0346(17) 0.0282(15) 0.0255(15) -0.0069(12) 0.0003(13) -0.0061(12) C24 0.0416(18) 0.0235(15) 0.0315(16) 0.0030(13) 0.0024(14) -0.0040(13) C25 0.050(2) 0.0197(14) 0.0298(16) -0.0058(13) -0.0001(14) -0.0059(12) C26 0.0277(16) 0.0215(13) 0.0319(16) -0.0034(11) -0.0024(12) -0.0044(12) C27 0.0252(15) 0.0221(14) 0.0311(15) -0.0024(11) -0.0040(12) -0.0014(12) C28 0.0303(16) 0.0317(15) 0.0323(16) 0.0002(13) -0.0003(13) -0.0045(13) C29 0.0389(19) 0.0470(18) 0.0348(17) -0.0028(15) 0.0056(15) -0.0016(15) #============================================================================== _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O1 C10 1.375(3) yes . . O1 C14 1.431(3) yes . . O2 C19 1.392(3) yes . . O2 C24 1.442(3) yes . . N1 N2 1.233(4) yes . . N1 C1 1.462(3) yes . . N2 C16 1.453(3) yes . . C1 C2 1.401(4) yes . . C1 C6 1.381(4) yes . . C2 C3 1.396(4) yes . . C3 C4 1.407(4) yes . . C4 C5 1.412(4) yes . . C4 C7 1.493(3) yes . . C5 C6 1.391(4) yes . . C5 C13 1.507(4) yes . . C7 C8 1.403(4) yes . . C7 C12 1.394(4) yes . . C8 C9 1.382(4) yes . . C9 C10 1.405(4) yes . . C10 C11 1.389(4) yes . . C11 C12 1.395(4) yes . . C14 C15 1.528(4) yes . . C16 C17 1.378(4) yes . . C16 C21 1.411(4) yes . . C17 C18 1.387(4) yes . . C18 C19 1.397(4) yes . . C18 C22 1.513(4) yes . . C19 C20 1.410(4) yes . . C20 C21 1.392(4) yes . . C20 C23 1.511(4) yes . . C24 C25 1.520(4) yes . . C25 C26 1.517(4) yes . . C26 C27 1.529(4) yes . . C27 C28 1.528(4) yes . . C28 C29 1.534(4) yes . . C2 H1 0.950 no . . C3 H2 0.950 no . . C6 H3 0.950 no . . C8 H4 0.950 no . . C9 H5 0.950 no . . C11 H6 0.950 no . . C12 H7 0.950 no . . C13 H8 0.980 no . . C13 H9 0.980 no . . C13 H10 0.980 no . . C14 H11 0.990 no . . C14 H12 0.990 no . . C15 H13 0.980 no . . C15 H14 0.980 no . . C15 H15 0.980 no . . C17 H16 0.950 no . . C21 H17 0.950 no . . C22 H18 0.980 no . . C22 H19 0.980 no . . C22 H20 0.980 no . . C23 H21 0.980 no . . C23 H22 0.980 no . . C23 H23 0.980 no . . C24 H24 0.990 no . . C24 H25 0.990 no . . C25 H26 0.990 no . . C25 H27 0.990 no . . C26 H28 0.990 no . . C26 H29 0.990 no . . C27 H30 0.990 no . . C27 H31 0.990 no . . C28 H32 0.990 no . . C28 H33 0.990 no . . C29 H34 0.980 no . . C29 H35 0.980 no . . C29 H36 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C10 O1 C14 117.2(2) yes . . . C19 O2 C24 113.46(18) yes . . . N2 N1 C1 112.6(3) yes . . . N1 N2 C16 112.5(3) yes . . . N1 C1 C2 125.4(3) yes . . . N1 C1 C6 115.0(3) yes . . . C2 C1 C6 119.5(3) yes . . . C1 C2 C3 118.9(3) yes . . . C2 C3 C4 121.8(3) yes . . . C3 C4 C5 118.5(2) yes . . . C3 C4 C7 118.4(3) yes . . . C5 C4 C7 123.1(3) yes . . . C4 C5 C6 119.0(3) yes . . . C4 C5 C13 122.9(2) yes . . . C6 C5 C13 118.1(3) yes . . . C1 C6 C5 122.3(3) yes . . . C4 C7 C8 120.2(3) yes . . . C4 C7 C12 122.7(3) yes . . . C8 C7 C12 117.0(2) yes . . . C7 C8 C9 122.1(3) yes . . . C8 C9 C10 119.6(3) yes . . . O1 C10 C9 115.1(3) yes . . . O1 C10 C11 125.2(3) yes . . . C9 C10 C11 119.7(3) yes . . . C10 C11 C12 119.5(3) yes . . . C7 C12 C11 122.2(3) yes . . . O1 C14 C15 106.5(2) yes . . . N2 C16 C17 114.6(3) yes . . . N2 C16 C21 125.2(3) yes . . . C17 C16 C21 120.2(3) yes . . . C16 C17 C18 121.6(3) yes . . . C17 C18 C19 117.5(3) yes . . . C17 C18 C22 121.1(3) yes . . . C19 C18 C22 121.4(2) yes . . . O2 C19 C18 119.0(3) yes . . . O2 C19 C20 118.1(3) yes . . . C18 C19 C20 122.8(2) yes . . . C19 C20 C21 117.7(3) yes . . . C19 C20 C23 119.9(2) yes . . . C21 C20 C23 122.4(3) yes . . . C16 C21 C20 120.1(3) yes . . . O2 C24 C25 108.2(3) yes . . . C24 C25 C26 114.9(3) yes . . . C25 C26 C27 112.3(3) yes . . . C26 C27 C28 113.9(3) yes . . . C27 C28 C29 113.0(3) yes . . . C1 C2 H1 120.532 no . . . C3 C2 H1 120.536 no . . . C2 C3 H2 119.119 no . . . C4 C3 H2 119.120 no . . . C1 C6 H3 118.858 no . . . C5 C6 H3 118.853 no . . . C7 C8 H4 118.944 no . . . C9 C8 H4 118.956 no . . . C8 C9 H5 120.222 no . . . C10 C9 H5 120.226 no . . . C10 C11 H6 120.259 no . . . C12 C11 H6 120.261 no . . . C7 C12 H7 118.908 no . . . C11 C12 H7 118.905 no . . . C5 C13 H8 109.473 no . . . C5 C13 H9 109.477 no . . . C5 C13 H10 109.472 no . . . H8 C13 H9 109.477 no . . . H8 C13 H10 109.463 no . . . H9 C13 H10 109.464 no . . . O1 C14 H11 110.424 no . . . O1 C14 H12 110.422 no . . . C15 C14 H11 110.424 no . . . C15 C14 H12 110.417 no . . . H11 C14 H12 108.628 no . . . C14 C15 H13 109.466 no . . . C14 C15 H14 109.473 no . . . C14 C15 H15 109.477 no . . . H13 C15 H14 109.470 no . . . H13 C15 H15 109.468 no . . . H14 C15 H15 109.473 no . . . C16 C17 H16 119.185 no . . . C18 C17 H16 119.178 no . . . C16 C21 H17 119.963 no . . . C20 C21 H17 119.972 no . . . C18 C22 H18 109.471 no . . . C18 C22 H19 109.467 no . . . C18 C22 H20 109.468 no . . . H18 C22 H19 109.473 no . . . H18 C22 H20 109.472 no . . . H19 C22 H20 109.476 no . . . C20 C23 H21 109.471 no . . . C20 C23 H22 109.471 no . . . C20 C23 H23 109.469 no . . . H21 C23 H22 109.473 no . . . H21 C23 H23 109.475 no . . . H22 C23 H23 109.468 no . . . O2 C24 H24 110.061 no . . . O2 C24 H25 110.058 no . . . C25 C24 H24 110.071 no . . . C25 C24 H25 110.062 no . . . H24 C24 H25 108.403 no . . . C24 C25 H26 108.547 no . . . C24 C25 H27 108.547 no . . . C26 C25 H26 108.541 no . . . C26 C25 H27 108.546 no . . . H26 C25 H27 107.536 no . . . C25 C26 H28 109.151 no . . . C25 C26 H29 109.142 no . . . C27 C26 H28 109.136 no . . . C27 C26 H29 109.135 no . . . H28 C26 H29 107.863 no . . . C26 C27 H30 108.774 no . . . C26 C27 H31 108.777 no . . . C28 C27 H30 108.775 no . . . C28 C27 H31 108.780 no . . . H30 C27 H31 107.659 no . . . C27 C28 H32 108.982 no . . . C27 C28 H33 108.982 no . . . C29 C28 H32 108.982 no . . . C29 C28 H33 108.982 no . . . H32 C28 H33 107.772 no . . . C28 C29 H34 109.469 no . . . C28 C29 H35 109.472 no . . . C28 C29 H36 109.474 no . . . H34 C29 H35 109.470 no . . . H34 C29 H36 109.471 no . . . H35 C29 H36 109.472 no . . . #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================