# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'G Sanjayan' _publ_contact_author_email GJ.SANJAYAN@NCL.RES.IN _publ_section_title ; Novel Foldamer Structural Architecture from Cofacial Aromatic Building Blocks ; loop_ _publ_author_name 'G Sanjayan' 'Jima N. Chandran' 'Hans-Jorg Hofmann' 'Panchami Prabhakaran' ; V.G.Puranik ; 'Pattuparampil R Rajamohanan' # Attachment '3.cif' data_arppy _database_code_depnum_ccdc_archive 'CCDC 662712' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'aromaic amide' _chemical_melting_point ? _chemical_formula_moiety '(C46 H46 N6 O8) 0.5(CH2Cl2) 0.25(H2O)' _chemical_formula_sum 'C46.50 H47.50 Cl N6 O8.25' _chemical_formula_weight 855.86 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.0667(8) _cell_length_b 14.5063(10) _cell_length_c 15.0905(10) _cell_angle_alpha 92.767(7) _cell_angle_beta 109.0280(10) _cell_angle_gamma 105.108(6) _cell_volume 2385.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2511 _cell_measurement_theta_min 2.197 _cell_measurement_theta_max 19.554 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.191 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 907 _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9561 _exptl_absorpt_correction_T_max 0.9910 _exptl_absorpt_process_details 'Bruker 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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18659 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0557 _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 -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 22.50 _reflns_number_total 6217 _reflns_number_gt 3956 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, PyMOL and PLATON' _computing_publication_material 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^)+(0.1274P)^2^+0.4665P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6217 _refine_ls_number_parameters 585 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1191 _refine_ls_R_factor_gt 0.0804 _refine_ls_wR_factor_ref 0.2405 _refine_ls_wR_factor_gt 0.2132 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.4760(3) 0.9323(2) 0.3549(3) 0.0872(11) Uani 1 1 d . . . O2 O 0.6466(3) 0.8833(2) 0.3900(2) 0.0736(9) Uani 1 1 d . . . O3 O -0.0185(3) 0.4209(2) 0.2280(3) 0.0771(10) Uani 1 1 d . . . O4 O 0.2977(3) 0.3636(2) 0.2195(3) 0.0785(10) Uani 1 1 d . . . O5 O 0.4823(4) 0.4536(4) 0.8954(3) 0.1176(16) Uani 1 1 d . . . O6 O 0.6579(3) 0.4376(3) 0.8814(2) 0.0844(11) Uani 1 1 d . . . O7 O 0.0213(3) 0.2259(3) 0.3897(2) 0.0886(12) Uani 1 1 d . . . O8 O 0.3373(3) 0.1640(2) 0.3888(2) 0.0733(9) Uani 1 1 d . . . N1 N 0.4718(3) 0.7759(3) 0.3682(3) 0.0704(11) Uani 1 1 d . . . H1 H 0.5198 0.7406 0.3868 0.084 Uiso 1 1 calc R . . N2 N 0.3180(3) 0.6349(2) 0.3147(3) 0.0621(10) Uani 1 1 d . . . N3 N 0.1831(3) 0.4854(3) 0.2570(3) 0.0689(11) Uani 1 1 d . . . H3 H 0.2483 0.4702 0.2599 0.083 Uiso 1 1 calc R . . N4 N 0.4965(3) 0.4136(3) 0.7532(3) 0.0753(12) Uani 1 1 d . . . H4 H 0.5489 0.4092 0.7271 0.090 Uiso 1 1 calc R . . N5 N 0.3522(3) 0.3424(3) 0.6117(3) 0.0667(11) Uani 1 1 d . . . N6 N 0.2236(3) 0.2609(3) 0.4653(3) 0.0725(12) Uani 1 1 d . . . H6 H 0.2896 0.2542 0.4592 0.087 Uiso 1 1 calc R . . C1 C 0.5259(4) 0.8712(4) 0.3692(3) 0.0653(13) Uani 1 1 d . . . C2 C 0.3468(4) 0.7302(3) 0.3401(3) 0.0627(12) Uani 1 1 d . . . C3 C 0.2619(5) 0.7763(4) 0.3394(4) 0.0838(16) Uani 1 1 d . . . H3A H 0.2845 0.8427 0.3574 0.101 Uiso 1 1 calc R . . C4 C 0.1391(5) 0.7204(4) 0.3106(5) 0.0964(19) Uani 1 1 d . . . H4A H 0.0785 0.7493 0.3097 0.116 Uiso 1 1 calc R . . C5 C 0.1083(4) 0.6220(4) 0.2836(4) 0.0826(16) Uani 1 1 d . . . H5 H 0.0272 0.5835 0.2636 0.099 Uiso 1 1 calc R . . C6 C 0.2006(4) 0.5834(3) 0.2872(3) 0.0627(12) Uani 1 1 d . . . C7 C 0.0770(4) 0.4118(3) 0.2240(3) 0.0560(11) Uani 1 1 d . . . C8 C 0.0813(4) 0.3203(3) 0.1770(3) 0.0536(11) Uani 1 1 d . . . C9 C 0.1856(4) 0.2987(3) 0.1716(3) 0.0600(12) Uani 1 1 d . . . C10 C 0.1730(4) 0.2137(3) 0.1179(3) 0.0667(13) Uani 1 1 d . . . H10 H 0.2419 0.2012 0.1114 0.080 Uiso 1 1 calc R . . C11 C 0.0602(4) 0.1484(3) 0.0746(3) 0.0640(13) Uani 1 1 d . . . H11 H 0.0538 0.0920 0.0387 0.077 Uiso 1 1 calc R . . C12 C -0.0440(4) 0.1637(3) 0.0825(3) 0.0581(12) Uani 1 1 d . . . C13 C -0.0307(4) 0.2514(3) 0.1321(3) 0.0561(11) Uani 1 1 d . . . H13 H -0.1008 0.2646 0.1353 0.067 Uiso 1 1 calc R . . C14 C -0.1689(4) 0.0923(4) 0.0361(3) 0.0718(14) Uani 1 1 d . . . C15 C -0.2500(5) 0.1243(4) -0.0331(4) 0.0973(18) Uani 1 1 d . . . H15 H -0.2246 0.1868 -0.0458 0.117 Uiso 1 1 calc R . . C16 C -0.3687(6) 0.0673(6) -0.0850(5) 0.121(2) Uani 1 1 d . . . H16 H -0.4213 0.0918 -0.1309 0.145 Uiso 1 1 calc R . . C17 C -0.4062(6) -0.0230(6) -0.0682(5) 0.115(2) Uani 1 1 d . . . H17 H -0.4853 -0.0612 -0.1033 0.138 Uiso 1 1 calc R . . C18 C -0.3272(5) -0.0624(4) 0.0028(4) 0.0848(17) Uani 1 1 d . . . C19 C -0.3692(6) -0.1577(5) 0.0180(5) 0.102(2) Uani 1 1 d . . . H19 H -0.4492 -0.1938 -0.0173 0.122 Uiso 1 1 calc R . . C20 C -0.2985(6) -0.1982(4) 0.0811(5) 0.100(2) Uani 1 1 d . . . H20 H -0.3278 -0.2621 0.0888 0.120 Uiso 1 1 calc R . . C21 C -0.1765(5) -0.1416(4) 0.1370(4) 0.0867(16) Uani 1 1 d . . . H21 H -0.1265 -0.1697 0.1810 0.104 Uiso 1 1 calc R . . C22 C -0.1311(4) -0.0463(3) 0.1273(3) 0.0644(13) Uani 1 1 d . . . C23 C -0.2048(4) -0.0039(3) 0.0572(3) 0.0659(13) Uani 1 1 d . . . C24 C -0.0064(4) 0.0053(3) 0.1975(3) 0.0623(12) Uani 1 1 d . . . C25 C 0.0969(5) -0.0219(3) 0.2037(4) 0.0743(14) Uani 1 1 d . . . H25 H 0.0890 -0.0755 0.1632 0.089 Uiso 1 1 calc R . . C26 C 0.2117(5) 0.0276(3) 0.2677(3) 0.0694(13) Uani 1 1 d . . . H26 H 0.2795 0.0071 0.2703 0.083 Uiso 1 1 calc R . . C27 C 0.2250(4) 0.1080(3) 0.3281(3) 0.0593(12) Uani 1 1 d . . . C28 C 0.1220(4) 0.1356(3) 0.3285(3) 0.0516(11) Uani 1 1 d . . . C29 C 0.0102(4) 0.0836(3) 0.2623(3) 0.0547(11) Uani 1 1 d . . . H29 H -0.0585 0.1020 0.2610 0.066 Uiso 1 1 calc R . . C30 C 0.1182(4) 0.2123(3) 0.3959(3) 0.0577(11) Uani 1 1 d . . . C31 C 0.2390(4) 0.3214(3) 0.5469(4) 0.0713(14) Uani 1 1 d . . . C32 C 0.1483(5) 0.3563(4) 0.5589(4) 0.0944(19) Uani 1 1 d . . . H32 H 0.0711 0.3421 0.5122 0.113 Uiso 1 1 calc R . . C33 C 0.1784(5) 0.4137(5) 0.6445(5) 0.110(2) Uani 1 1 d . . . H33 H 0.1202 0.4390 0.6560 0.132 Uiso 1 1 calc R . . C34 C 0.2938(5) 0.4338(4) 0.7129(4) 0.0928(18) Uani 1 1 d . . . H34 H 0.3138 0.4715 0.7707 0.111 Uiso 1 1 calc R . . C35 C 0.3773(4) 0.3969(3) 0.6933(3) 0.0697(14) Uani 1 1 d . . . C36 C 0.5403(5) 0.4365(4) 0.8489(4) 0.0789(15) Uani 1 1 d . . . C37 C 0.4066(5) 0.3393(4) 0.2224(5) 0.106(2) Uani 1 1 d . . . H37A H 0.4070 0.2803 0.2486 0.159 Uiso 1 1 calc R . . H37B H 0.4774 0.3902 0.2613 0.159 Uiso 1 1 calc R . . H37C H 0.4083 0.3312 0.1594 0.159 Uiso 1 1 calc R . . C38 C 0.4449(5) 0.1379(4) 0.3922(4) 0.0901(17) Uani 1 1 d . . . H38A H 0.4394 0.0753 0.4115 0.135 Uiso 1 1 calc R . . H38B H 0.5159 0.1846 0.4368 0.135 Uiso 1 1 calc R . . H38C H 0.4517 0.1365 0.3305 0.135 Uiso 1 1 calc R . . C39 C 0.7324(4) 0.9760(4) 0.3875(4) 0.0748(15) Uani 1 1 d . . . C40 C 0.8496(4) 0.9505(4) 0.4030(4) 0.100(2) Uani 1 1 d . . . H40A H 0.8717 0.9246 0.4615 0.150 Uiso 1 1 calc R . . H40B H 0.9136 1.0074 0.4059 0.150 Uiso 1 1 calc R . . H40C H 0.8383 0.9033 0.3516 0.150 Uiso 1 1 calc R . . C41 C 0.7441(6) 1.0497(4) 0.4664(4) 0.116(2) Uani 1 1 d . . . H41A H 0.6666 1.0621 0.4552 0.174 Uiso 1 1 calc R . . H41B H 0.8048 1.1085 0.4685 0.174 Uiso 1 1 calc R . . H41C H 0.7683 1.0256 0.5257 0.174 Uiso 1 1 calc R . . C42 C 0.6879(5) 1.0086(5) 0.2908(4) 0.104(2) Uani 1 1 d . . . H42A H 0.6786 0.9590 0.2422 0.156 Uiso 1 1 calc R . . H42B H 0.7467 1.0668 0.2887 0.156 Uiso 1 1 calc R . . H42C H 0.6104 1.0206 0.2808 0.156 Uiso 1 1 calc R . . C43 C 0.7302(5) 0.4558(4) 0.9842(4) 0.0873(16) Uani 1 1 d . . . C44 C 0.6688(6) 0.3834(5) 1.0341(5) 0.119(2) Uani 1 1 d . . . H44A H 0.5911 0.3923 1.0294 0.178 Uiso 1 1 calc R . . H44B H 0.7197 0.3923 1.0996 0.178 Uiso 1 1 calc R . . H44C H 0.6563 0.3194 1.0051 0.178 Uiso 1 1 calc R . . C45 C 0.8499(5) 0.4403(6) 0.9830(5) 0.135(3) Uani 1 1 d . . . H45A H 0.9025 0.4416 1.0467 0.202 Uiso 1 1 calc R . . H45B H 0.8897 0.4906 0.9550 0.202 Uiso 1 1 calc R . . H45C H 0.8328 0.3788 0.9466 0.202 Uiso 1 1 calc R . . C46 C 0.7487(6) 0.5586(5) 1.0236(4) 0.120(2) Uani 1 1 d . . . H46A H 0.6709 0.5673 1.0189 0.179 Uiso 1 1 calc R . . H46B H 0.7854 0.6020 0.9881 0.179 Uiso 1 1 calc R . . H46C H 0.8015 0.5718 1.0889 0.179 Uiso 1 1 calc R . . Cl1 Cl 0.3347(3) 0.7439(3) 0.7583(3) 0.1192(12) Uani 0.50 1 d P . . Cl2 Cl 0.2202(4) 0.6623(4) 0.5621(3) 0.1512(15) Uani 0.50 1 d P . . C47 C 0.1978(8) 0.6865(7) 0.6707(8) 0.080(3) Uani 0.50 1 d P . . H47A H 0.1433 0.7267 0.6625 0.096 Uiso 0.50 1 calc PR . . H47B H 0.1597 0.6264 0.6886 0.096 Uiso 0.50 1 calc PR . . O9 O 0.4585(18) 0.5745(9) 0.5350(9) 0.111(6) Uani 0.25 1 d P . . H91 H 0.3809 0.5578 0.5370 0.133 Uiso 0.25 1 d PR . . H92 H 0.5265 0.5534 0.5537 0.133 Uiso 0.25 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.068(2) 0.049(2) 0.139(3) 0.007(2) 0.033(2) 0.0133(18) O2 0.053(2) 0.057(2) 0.095(2) 0.0085(17) 0.0198(17) -0.0001(16) O3 0.053(2) 0.060(2) 0.108(3) -0.0097(18) 0.0308(19) 0.0007(16) O4 0.0502(19) 0.0538(19) 0.117(3) -0.0038(18) 0.0242(19) 0.0012(16) O5 0.084(3) 0.174(5) 0.084(3) -0.021(3) 0.019(2) 0.042(3) O6 0.058(2) 0.102(3) 0.076(2) -0.002(2) 0.0115(18) 0.0126(19) O7 0.057(2) 0.109(3) 0.083(2) -0.033(2) 0.0039(18) 0.031(2) O8 0.059(2) 0.078(2) 0.077(2) -0.0031(18) 0.0165(17) 0.0243(18) N1 0.049(2) 0.043(2) 0.099(3) -0.005(2) 0.013(2) 0.0016(19) N2 0.047(2) 0.044(2) 0.080(3) -0.0102(19) 0.0136(19) 0.0020(18) N3 0.039(2) 0.050(2) 0.101(3) -0.011(2) 0.015(2) 0.0017(18) N4 0.054(2) 0.085(3) 0.069(3) -0.024(2) 0.012(2) 0.009(2) N5 0.047(2) 0.064(2) 0.075(3) -0.013(2) 0.013(2) 0.0080(19) N6 0.049(2) 0.076(3) 0.078(3) -0.028(2) 0.014(2) 0.013(2) C1 0.049(3) 0.057(3) 0.077(3) -0.007(3) 0.017(2) 0.004(3) C2 0.045(3) 0.051(3) 0.079(3) -0.008(2) 0.018(2) 0.000(2) C3 0.066(3) 0.049(3) 0.129(5) -0.014(3) 0.037(3) 0.007(3) C4 0.061(3) 0.074(4) 0.149(6) -0.016(4) 0.040(3) 0.013(3) C5 0.048(3) 0.059(3) 0.130(5) -0.016(3) 0.032(3) 0.001(2) C6 0.049(3) 0.051(3) 0.075(3) -0.008(2) 0.017(2) 0.002(2) C7 0.049(3) 0.053(3) 0.055(3) 0.003(2) 0.013(2) 0.003(2) C8 0.048(3) 0.045(3) 0.058(3) 0.004(2) 0.016(2) 0.002(2) C9 0.051(3) 0.049(3) 0.069(3) 0.012(2) 0.018(2) 0.002(2) C10 0.071(3) 0.054(3) 0.079(3) 0.005(3) 0.037(3) 0.012(3) C11 0.076(3) 0.048(3) 0.061(3) -0.002(2) 0.027(3) 0.004(3) C12 0.061(3) 0.050(3) 0.052(3) 0.001(2) 0.017(2) 0.002(2) C13 0.051(3) 0.049(3) 0.058(3) 0.006(2) 0.012(2) 0.005(2) C14 0.062(3) 0.068(3) 0.060(3) -0.016(3) 0.003(3) 0.005(3) C15 0.085(4) 0.076(4) 0.086(4) -0.015(3) -0.011(3) 0.006(3) C16 0.092(5) 0.103(5) 0.113(5) -0.014(4) -0.021(4) 0.016(4) C17 0.069(4) 0.103(5) 0.115(5) -0.035(4) -0.012(4) -0.004(4) C18 0.072(4) 0.071(4) 0.086(4) -0.029(3) 0.024(3) -0.007(3) C19 0.090(5) 0.075(5) 0.114(5) -0.031(4) 0.040(4) -0.017(4) C20 0.110(5) 0.052(3) 0.119(5) -0.018(4) 0.055(4) -0.023(4) C21 0.102(4) 0.060(3) 0.092(4) -0.004(3) 0.042(3) 0.006(3) C22 0.067(3) 0.048(3) 0.065(3) -0.013(2) 0.027(3) -0.006(2) C23 0.059(3) 0.053(3) 0.068(3) -0.018(3) 0.017(3) -0.002(2) C24 0.075(3) 0.050(3) 0.061(3) 0.005(2) 0.027(3) 0.011(2) C25 0.091(4) 0.057(3) 0.072(3) 0.000(3) 0.027(3) 0.019(3) C26 0.077(3) 0.065(3) 0.070(3) 0.006(3) 0.023(3) 0.030(3) C27 0.061(3) 0.057(3) 0.055(3) 0.007(2) 0.015(2) 0.015(2) C28 0.055(3) 0.049(3) 0.050(3) 0.010(2) 0.017(2) 0.013(2) C29 0.060(3) 0.049(3) 0.053(3) 0.007(2) 0.023(2) 0.008(2) C30 0.050(3) 0.060(3) 0.057(3) 0.002(2) 0.012(2) 0.014(2) C31 0.055(3) 0.070(3) 0.080(4) -0.015(3) 0.020(3) 0.013(3) C32 0.059(3) 0.115(5) 0.089(4) -0.036(3) 0.004(3) 0.028(3) C33 0.069(4) 0.135(5) 0.109(5) -0.043(4) 0.015(4) 0.036(4) C34 0.065(3) 0.111(5) 0.086(4) -0.033(3) 0.016(3) 0.021(3) C35 0.049(3) 0.073(3) 0.072(3) -0.023(3) 0.011(3) 0.010(2) C36 0.064(4) 0.081(4) 0.082(4) -0.007(3) 0.023(3) 0.014(3) C37 0.055(3) 0.074(4) 0.174(6) 0.003(4) 0.029(4) 0.012(3) C38 0.068(3) 0.102(4) 0.100(4) 0.001(3) 0.023(3) 0.036(3) C39 0.061(3) 0.069(3) 0.070(3) 0.010(3) 0.012(3) -0.009(3) C40 0.046(3) 0.123(5) 0.111(5) 0.042(4) 0.012(3) 0.006(3) C41 0.113(5) 0.081(4) 0.106(5) -0.015(4) 0.021(4) -0.023(4) C42 0.079(4) 0.128(5) 0.090(4) 0.039(4) 0.019(3) 0.013(4) C43 0.069(4) 0.097(4) 0.080(4) 0.026(3) 0.011(3) 0.014(3) C44 0.119(5) 0.110(5) 0.127(6) 0.044(4) 0.051(4) 0.020(4) C45 0.076(4) 0.199(8) 0.116(6) 0.058(5) 0.018(4) 0.032(5) C46 0.131(5) 0.090(5) 0.083(4) -0.002(4) 0.003(4) -0.012(4) Cl1 0.080(2) 0.140(3) 0.124(3) 0.044(2) 0.0197(19) 0.025(2) Cl2 0.172(4) 0.173(4) 0.124(3) 0.029(3) 0.076(3) 0.045(3) C47 0.054(6) 0.078(7) 0.121(9) 0.044(6) 0.036(6) 0.030(5) O9 0.216(18) 0.061(9) 0.075(10) 0.022(7) 0.063(11) 0.056(11) _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 O1 C1 1.187(5) . ? O2 C1 1.347(5) . ? O2 C39 1.478(5) . ? O3 C7 1.214(5) . ? O4 C9 1.368(5) . ? O4 C37 1.435(6) . ? O5 C36 1.200(6) . ? O6 C36 1.337(6) . ? O6 C43 1.482(6) . ? O7 C30 1.210(5) . ? O8 C27 1.371(5) . ? O8 C38 1.430(5) . ? N1 C1 1.364(6) . ? N1 C2 1.389(5) . ? N1 H1 0.8600 . ? N2 C6 1.331(5) . ? N2 C2 1.337(5) . ? N3 C7 1.359(5) . ? N3 C6 1.411(5) . ? N3 H3 0.8600 . ? N4 C36 1.355(7) . ? N4 C35 1.375(6) . ? N4 H4 0.8600 . ? N5 C35 1.331(5) . ? N5 C31 1.341(5) . ? N6 C30 1.343(5) . ? N6 C31 1.407(6) . ? N6 H6 0.8600 . ? C2 C3 1.360(6) . ? C3 C4 1.401(7) . ? C3 H3A 0.9300 . ? C4 C5 1.382(7) . ? C4 H4A 0.9300 . ? C5 C6 1.359(6) . ? C5 H5 0.9300 . ? C7 C8 1.497(6) . ? C8 C13 1.385(5) . ? C8 C9 1.398(6) . ? C9 C10 1.387(6) . ? C10 C11 1.366(6) . ? C10 H10 0.9300 . ? C11 C12 1.373(6) . ? C11 H11 0.9300 . ? C12 C13 1.388(6) . ? C12 C14 1.504(6) . ? C13 H13 0.9300 . ? C14 C15 1.371(7) . ? C14 C23 1.432(7) . ? C15 C16 1.392(8) . ? C15 H15 0.9300 . ? C16 C17 1.334(9) . ? C16 H16 0.9300 . ? C17 C18 1.435(9) . ? C17 H17 0.9300 . ? C18 C19 1.400(8) . ? C18 C23 1.437(7) . ? C19 C20 1.328(8) . ? C19 H19 0.9300 . ? C20 C21 1.430(8) . ? C20 H20 0.9300 . ? C21 C22 1.382(7) . ? C21 H21 0.9300 . ? C22 C23 1.423(7) . ? C22 C24 1.498(6) . ? C24 C25 1.379(6) . ? C24 C29 1.391(6) . ? C25 C26 1.382(6) . ? C25 H25 0.9300 . ? C26 C27 1.386(6) . ? C26 H26 0.9300 . ? C27 C28 1.403(6) . ? C28 C29 1.380(6) . ? C28 C30 1.491(6) . ? C29 H29 0.9300 . ? C31 C32 1.377(6) . ? C32 C33 1.389(7) . ? C32 H32 0.9300 . ? C33 C34 1.382(7) . ? C33 H33 0.9300 . ? C34 C35 1.360(6) . ? C34 H34 0.9300 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.502(7) . ? C39 C41 1.506(7) . ? C39 C42 1.526(7) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 C44 1.501(8) . ? C43 C46 1.510(8) . ? C43 C45 1.524(8) . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C46 H46C 0.9600 . ? Cl1 C47 1.709(10) . ? Cl2 C47 1.778(12) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? O9 H91 0.9154 . ? O9 H92 0.9133 . ? 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 C1 O2 C39 122.4(4) . . ? C9 O4 C37 119.3(4) . . ? C36 O6 C43 121.6(4) . . ? C27 O8 C38 119.5(4) . . ? C1 N1 C2 126.4(4) . . ? C1 N1 H1 116.8 . . ? C2 N1 H1 116.8 . . ? C6 N2 C2 118.2(4) . . ? C7 N3 C6 128.7(4) . . ? C7 N3 H3 115.7 . . ? C6 N3 H3 115.7 . . ? C36 N4 C35 127.1(4) . . ? C36 N4 H4 116.5 . . ? C35 N4 H4 116.5 . . ? C35 N5 C31 118.6(4) . . ? C30 N6 C31 127.8(4) . . ? C30 N6 H6 116.1 . . ? C31 N6 H6 116.1 . . ? O1 C1 O2 126.3(4) . . ? O1 C1 N1 126.4(4) . . ? O2 C1 N1 107.4(4) . . ? N2 C2 C3 123.0(4) . . ? N2 C2 N1 112.9(4) . . ? C3 C2 N1 124.1(4) . . ? C2 C3 C4 117.7(4) . . ? C2 C3 H3A 121.2 . . ? C4 C3 H3A 121.2 . . ? C5 C4 C3 119.8(5) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C6 C5 C4 117.6(4) . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? N2 C6 C5 123.7(4) . . ? N2 C6 N3 111.9(4) . . ? C5 C6 N3 124.2(4) . . ? O3 C7 N3 121.9(4) . . ? O3 C7 C8 121.1(4) . . ? N3 C7 C8 116.9(4) . . ? C13 C8 C9 117.3(4) . . ? C13 C8 C7 115.8(4) . . ? C9 C8 C7 126.8(4) . . ? O4 C9 C10 122.0(4) . . ? O4 C9 C8 118.2(4) . . ? C10 C9 C8 119.8(4) . . ? C11 C10 C9 120.5(4) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 121.8(4) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C11 C12 C13 116.9(4) . . ? C11 C12 C14 122.6(4) . . ? C13 C12 C14 120.4(4) . . ? C8 C13 C12 123.5(4) . . ? C8 C13 H13 118.3 . . ? C12 C13 H13 118.3 . . ? C15 C14 C23 120.0(4) . . ? C15 C14 C12 115.0(5) . . ? C23 C14 C12 125.0(4) . . ? C14 C15 C16 122.9(6) . . ? C14 C15 H15 118.5 . . ? C16 C15 H15 118.5 . . ? C17 C16 C15 119.3(6) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C16 C17 C18 121.5(6) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C19 C18 C17 120.0(6) . . ? C19 C18 C23 120.4(6) . . ? C17 C18 C23 119.6(6) . . ? C20 C19 C18 122.2(6) . . ? C20 C19 H19 118.9 . . ? C18 C19 H19 118.9 . . ? C19 C20 C21 118.8(6) . . ? C19 C20 H20 120.6 . . ? C21 C20 H20 120.6 . . ? C22 C21 C20 121.7(6) . . ? C22 C21 H21 119.1 . . ? C20 C21 H21 119.1 . . ? C21 C22 C23 119.6(4) . . ? C21 C22 C24 114.9(5) . . ? C23 C22 C24 125.4(4) . . ? C22 C23 C14 126.1(4) . . ? C22 C23 C18 117.1(5) . . ? C14 C23 C18 116.7(5) . . ? C25 C24 C29 116.1(4) . . ? C25 C24 C22 123.2(4) . . ? C29 C24 C22 120.6(4) . . ? C24 C25 C26 122.5(5) . . ? C24 C25 H25 118.7 . . ? C26 C25 H25 118.7 . . ? C25 C26 C27 119.4(5) . . ? C25 C26 H26 120.3 . . ? C27 C26 H26 120.3 . . ? O8 C27 C26 122.2(4) . . ? O8 C27 C28 117.3(4) . . ? C26 C27 C28 120.4(4) . . ? C29 C28 C27 117.1(4) . . ? C29 C28 C30 115.6(4) . . ? C27 C28 C30 127.2(4) . . ? C28 C29 C24 124.2(4) . . ? C28 C29 H29 117.9 . . ? C24 C29 H29 117.9 . . ? O7 C30 N6 122.1(4) . . ? O7 C30 C28 120.0(4) . . ? N6 C30 C28 117.8(4) . . ? N5 C31 C32 123.3(4) . . ? N5 C31 N6 112.8(4) . . ? C32 C31 N6 123.9(4) . . ? C31 C32 C33 116.4(5) . . ? C31 C32 H32 121.8 . . ? C33 C32 H32 121.8 . . ? C34 C33 C32 120.8(5) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C35 C34 C33 118.1(5) . . ? C35 C34 H34 120.9 . . ? C33 C34 H34 120.9 . . ? N5 C35 C34 122.7(4) . . ? N5 C35 N4 112.8(4) . . ? C34 C35 N4 124.4(4) . . ? O5 C36 O6 126.4(5) . . ? O5 C36 N4 124.9(5) . . ? O6 C36 N4 108.6(5) . . ? O4 C37 H37A 109.5 . . ? O4 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O4 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O8 C38 H38A 109.5 . . ? O8 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O8 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? O2 C39 C40 102.6(4) . . ? O2 C39 C41 109.0(4) . . ? C40 C39 C41 112.0(5) . . ? O2 C39 C42 110.2(4) . . ? C40 C39 C42 110.9(5) . . ? C41 C39 C42 111.7(5) . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C39 C41 H41A 109.5 . . ? C39 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C39 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O6 C43 C44 110.1(5) . . ? O6 C43 C46 109.7(4) . . ? C44 C43 C46 112.5(6) . . ? O6 C43 C45 100.7(5) . . ? C44 C43 C45 111.7(5) . . ? C46 C43 C45 111.5(6) . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C43 C45 H45A 109.5 . . ? C43 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C43 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C43 C46 H46A 109.5 . . ? C43 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C43 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? Cl1 C47 Cl2 110.6(5) . . ? Cl1 C47 H47A 109.5 . . ? Cl2 C47 H47A 109.5 . . ? Cl1 C47 H47B 109.5 . . ? Cl2 C47 H47B 109.5 . . ? H47A C47 H47B 108.1 . . ? H91 O9 H92 138.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C39 O2 C1 O1 -6.9(8) . . . . ? C39 O2 C1 N1 173.5(4) . . . . ? C2 N1 C1 O1 7.7(8) . . . . ? C2 N1 C1 O2 -172.7(4) . . . . ? C6 N2 C2 C3 0.2(7) . . . . ? C6 N2 C2 N1 179.4(4) . . . . ? C1 N1 C2 N2 157.8(4) . . . . ? C1 N1 C2 C3 -23.0(8) . . . . ? N2 C2 C3 C4 0.1(8) . . . . ? N1 C2 C3 C4 -179.0(5) . . . . ? C2 C3 C4 C5 -0.5(9) . . . . ? C3 C4 C5 C6 0.7(9) . . . . ? C2 N2 C6 C5 0.0(7) . . . . ? C2 N2 C6 N3 176.3(4) . . . . ? C4 C5 C6 N2 -0.4(8) . . . . ? C4 C5 C6 N3 -176.3(5) . . . . ? C7 N3 C6 N2 -179.7(4) . . . . ? C7 N3 C6 C5 -3.3(8) . . . . ? C6 N3 C7 O3 -9.8(8) . . . . ? C6 N3 C7 C8 166.7(4) . . . . ? O3 C7 C8 C13 5.5(6) . . . . ? N3 C7 C8 C13 -171.2(4) . . . . ? O3 C7 C8 C9 -176.5(4) . . . . ? N3 C7 C8 C9 6.8(7) . . . . ? C37 O4 C9 C10 -6.4(7) . . . . ? C37 O4 C9 C8 174.3(5) . . . . ? C13 C8 C9 O4 -176.8(4) . . . . ? C7 C8 C9 O4 5.2(7) . . . . ? C13 C8 C9 C10 3.9(6) . . . . ? C7 C8 C9 C10 -174.1(4) . . . . ? O4 C9 C10 C11 177.0(4) . . . . ? C8 C9 C10 C11 -3.7(7) . . . . ? C9 C10 C11 C12 -0.2(7) . . . . ? C10 C11 C12 C13 3.7(7) . . . . ? C10 C11 C12 C14 -179.4(4) . . . . ? C9 C8 C13 C12 -0.3(6) . . . . ? C7 C8 C13 C12 177.9(4) . . . . ? C11 C12 C13 C8 -3.4(6) . . . . ? C14 C12 C13 C8 179.6(4) . . . . ? C11 C12 C14 C15 -115.1(6) . . . . ? C13 C12 C14 C15 61.7(6) . . . . ? C11 C12 C14 C23 63.1(7) . . . . ? C13 C12 C14 C23 -120.1(5) . . . . ? C23 C14 C15 C16 0.3(9) . . . . ? C12 C14 C15 C16 178.5(6) . . . . ? C14 C15 C16 C17 -0.6(11) . . . . ? C15 C16 C17 C18 0.5(11) . . . . ? C16 C17 C18 C19 -179.4(6) . . . . ? C16 C17 C18 C23 -0.1(10) . . . . ? C17 C18 C19 C20 178.2(6) . . . . ? C23 C18 C19 C20 -1.2(9) . . . . ? C18 C19 C20 C21 1.7(10) . . . . ? C19 C20 C21 C22 0.4(9) . . . . ? C20 C21 C22 C23 -2.9(8) . . . . ? C20 C21 C22 C24 174.3(5) . . . . ? C21 C22 C23 C14 -177.2(5) . . . . ? C24 C22 C23 C14 5.9(8) . . . . ? C21 C22 C23 C18 3.3(7) . . . . ? C24 C22 C23 C18 -173.6(4) . . . . ? C15 C14 C23 C22 -179.4(5) . . . . ? C12 C14 C23 C22 2.6(8) . . . . ? C15 C14 C23 C18 0.1(7) . . . . ? C12 C14 C23 C18 -177.9(4) . . . . ? C19 C18 C23 C22 -1.3(7) . . . . ? C17 C18 C23 C22 179.3(5) . . . . ? C19 C18 C23 C14 179.1(5) . . . . ? C17 C18 C23 C14 -0.2(7) . . . . ? C21 C22 C24 C25 62.2(6) . . . . ? C23 C22 C24 C25 -120.8(5) . . . . ? C21 C22 C24 C29 -116.4(5) . . . . ? C23 C22 C24 C29 60.6(6) . . . . ? C29 C24 C25 C26 -2.5(7) . . . . ? C22 C24 C25 C26 178.8(5) . . . . ? C24 C25 C26 C27 -0.4(7) . . . . ? C38 O8 C27 C26 -1.5(7) . . . . ? C38 O8 C27 C28 179.0(4) . . . . ? C25 C26 C27 O8 -175.6(4) . . . . ? C25 C26 C27 C28 4.0(7) . . . . ? O8 C27 C28 C29 175.2(4) . . . . ? C26 C27 C28 C29 -4.4(6) . . . . ? O8 C27 C28 C30 -8.2(6) . . . . ? C26 C27 C28 C30 172.3(4) . . . . ? C27 C28 C29 C24 1.3(6) . . . . ? C30 C28 C29 C24 -175.7(4) . . . . ? C25 C24 C29 C28 2.1(6) . . . . ? C22 C24 C29 C28 -179.2(4) . . . . ? C31 N6 C30 O7 10.3(8) . . . . ? C31 N6 C30 C28 -166.2(4) . . . . ? C29 C28 C30 O7 -0.6(6) . . . . ? C27 C28 C30 O7 -177.3(4) . . . . ? C29 C28 C30 N6 175.9(4) . . . . ? C27 C28 C30 N6 -0.7(7) . . . . ? C35 N5 C31 C32 2.5(8) . . . . ? C35 N5 C31 N6 -178.0(4) . . . . ? C30 N6 C31 N5 166.6(5) . . . . ? C30 N6 C31 C32 -14.0(8) . . . . ? N5 C31 C32 C33 -1.8(9) . . . . ? N6 C31 C32 C33 178.8(6) . . . . ? C31 C32 C33 C34 0.0(10) . . . . ? C32 C33 C34 C35 0.9(10) . . . . ? C31 N5 C35 C34 -1.5(8) . . . . ? C31 N5 C35 N4 -179.6(4) . . . . ? C33 C34 C35 N5 -0.2(9) . . . . ? C33 C34 C35 N4 177.7(6) . . . . ? C36 N4 C35 N5 -156.1(5) . . . . ? C36 N4 C35 C34 25.8(9) . . . . ? C43 O6 C36 O5 3.7(9) . . . . ? C43 O6 C36 N4 -177.1(4) . . . . ? C35 N4 C36 O5 -6.7(9) . . . . ? C35 N4 C36 O6 174.0(4) . . . . ? C1 O2 C39 C40 -173.0(4) . . . . ? C1 O2 C39 C41 68.1(6) . . . . ? C1 O2 C39 C42 -54.8(6) . . . . ? C36 O6 C43 C44 57.0(7) . . . . ? C36 O6 C43 C46 -67.4(6) . . . . ? C36 O6 C43 C45 175.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.548 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.062 # Attachment '2a.cif' data_C28H24O6compound2a _database_code_depnum_ccdc_archive 'CCDC 707751' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Biaryl _chemical_melting_point '158-160 degree centigrade' _chemical_formula_moiety 'C28 H24 O6' _chemical_formula_sum 'C28 H24 O6' _chemical_formula_weight 456.47 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.0132(5) _cell_length_b 10.2043(6) _cell_length_c 15.3713(9) _cell_angle_alpha 86.862(1) _cell_angle_beta 75.932(1) _cell_angle_gamma 67.047(1) _cell_volume 1121.54(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4230 _cell_measurement_theta_min 2.170 _cell_measurement_theta_max 27.398 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.352 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9647 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details 'Bruker 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 'CCD Area Detector' _diffrn_measurement_device 'Bruker Smart APEX' _diffrn_measurement_method 'Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10926 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3953 _reflns_number_gt 3537 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SAINT' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, PyMOL and PLATON' _computing_publication_material 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^)+(0.0620P)^2^+0.3786P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3953 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1445 _refine_ls_wR_factor_gt 0.1396 _refine_ls_goodness_of_fit_ref 1.160 _refine_ls_restrained_S_all 1.160 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.3244(3) 0.1291(2) 0.35925(13) 0.0904(7) Uani 1 1 d . . . O2 O -0.3351(2) 0.30313(16) 0.26795(11) 0.0605(5) Uani 1 1 d . . . O3 O -0.0157(2) -0.11197(15) 0.31608(10) 0.0535(4) Uani 1 1 d . . . C1 C 0.2010(3) 0.1595(2) 0.00264(13) 0.0376(5) Uani 1 1 d . . . C2 C 0.2187(3) 0.0986(2) -0.07861(14) 0.0470(5) Uani 1 1 d . . . H2 H 0.1981 0.0151 -0.0790 0.056 Uiso 1 1 calc R . . C3 C 0.2668(3) 0.1577(3) -0.16090(14) 0.0504(6) Uani 1 1 d . . . H3 H 0.2801 0.1129 -0.2147 0.061 Uiso 1 1 calc R . . C4 C 0.2936(3) 0.2804(2) -0.16100(14) 0.0470(5) Uani 1 1 d . . . H4 H 0.3240 0.3203 -0.2154 0.056 Uiso 1 1 calc R . . C5 C 0.2763(3) 0.3495(2) -0.07998(13) 0.0407(5) Uani 1 1 d . . . C6 C 0.2340(2) 0.2884(2) 0.00482(12) 0.0357(4) Uani 1 1 d . . . C7 C 0.1423(3) 0.0859(2) 0.08392(13) 0.0371(4) Uani 1 1 d . . . C8 C 0.2473(3) -0.0552(2) 0.09622(14) 0.0432(5) Uani 1 1 d . . . H8 H 0.3547 -0.1051 0.0525 0.052 Uiso 1 1 calc R . . C9 C 0.1962(3) -0.1236(2) 0.17193(15) 0.0458(5) Uani 1 1 d . . . H9 H 0.2695 -0.2184 0.1783 0.055 Uiso 1 1 calc R . . C10 C 0.0366(3) -0.0524(2) 0.23865(13) 0.0393(5) Uani 1 1 d . . . C11 C -0.0784(3) 0.0895(2) 0.22601(13) 0.0360(4) Uani 1 1 d . . . C12 C -0.0222(3) 0.1543(2) 0.14882(13) 0.0363(4) Uani 1 1 d . . . H12 H -0.0978 0.2475 0.1402 0.044 Uiso 1 1 calc R . . C13 C -0.2547(3) 0.1717(2) 0.29253(13) 0.0409(5) Uani 1 1 d . . . C14 C -0.5062(3) 0.3956(3) 0.32639(17) 0.0628(7) Uani 1 1 d . . . H14A H -0.5964 0.3529 0.3361 0.094 Uiso 1 1 calc R . . H14B H -0.5533 0.4855 0.2993 0.094 Uiso 1 1 calc R . . H14C H -0.4833 0.4103 0.3828 0.094 Uiso 1 1 calc R . . C15 C 0.1050(4) -0.2516(2) 0.33248(18) 0.0664(7) Uani 1 1 d . . . H15A H 0.1103 -0.3186 0.2894 0.100 Uiso 1 1 calc R . . H15B H 0.0581 -0.2763 0.3919 0.100 Uiso 1 1 calc R . . H15C H 0.2280 -0.2538 0.3271 0.100 Uiso 1 1 calc R . . O1A O -0.1809(3) 0.4300(2) 0.48021(12) 0.1035(9) Uani 1 1 d . . . O2A O -0.2139(3) 0.57716(17) 0.37068(10) 0.0688(5) Uani 1 1 d . . . O3A O 0.1174(2) 0.17962(17) 0.44038(10) 0.0580(5) Uani 1 1 d . . . C1A C 0.2255(3) 0.3634(2) 0.08364(13) 0.0380(5) Uani 1 1 d . . . C2A C 0.2423(3) 0.4926(2) 0.07510(15) 0.0490(5) Uani 1 1 d . . . H2A H 0.2302 0.5423 0.1267 0.059 Uiso 1 1 calc R . . C3A C 0.2769(3) 0.5527(2) -0.00790(16) 0.0554(6) Uani 1 1 d . . . H3A H 0.2853 0.6413 -0.0110 0.066 Uiso 1 1 calc R . . C4A C 0.2980(3) 0.4805(2) -0.08365(15) 0.0503(6) Uani 1 1 d . . . H4A H 0.3273 0.5179 -0.1391 0.060 Uiso 1 1 calc R . . C7A C 0.2012(3) 0.3111(2) 0.17711(13) 0.0372(4) Uani 1 1 d . . . C8A C 0.3224(3) 0.1812(2) 0.19962(13) 0.0418(5) Uani 1 1 d . . . H8A H 0.4233 0.1237 0.1555 0.050 Uiso 1 1 calc R . . C9A C 0.2961(3) 0.1360(2) 0.28599(14) 0.0442(5) Uani 1 1 d . . . H9A H 0.3780 0.0476 0.2988 0.053 Uiso 1 1 calc R . . C10A C 0.1492(3) 0.2200(2) 0.35467(13) 0.0413(5) Uani 1 1 d . . . C11A C 0.0285(3) 0.3548(2) 0.33442(13) 0.0394(5) Uani 1 1 d . . . C12A C 0.0583(3) 0.3965(2) 0.24595(13) 0.0381(5) Uani 1 1 d . . . H12A H -0.0211 0.4855 0.2325 0.046 Uiso 1 1 calc R . . C13A C -0.1290(3) 0.4531(2) 0.40441(14) 0.0471(5) Uani 1 1 d . . . C14A C -0.3632(5) 0.6856(3) 0.43205(19) 0.0876(10) Uani 1 1 d . . . H14D H -0.4665 0.6569 0.4522 0.131 Uiso 1 1 calc R . . H14E H -0.4025 0.7736 0.4021 0.131 Uiso 1 1 calc R . . H14F H -0.3200 0.6985 0.4827 0.131 Uiso 1 1 calc R . . C15A C 0.2339(5) 0.0402(3) 0.45941(18) 0.0760(9) Uani 1 1 d . . . H15D H 0.2216 -0.0292 0.4244 0.114 Uiso 1 1 calc R . . H15E H 0.1969 0.0248 0.5221 0.114 Uiso 1 1 calc R . . H15F H 0.3615 0.0311 0.4446 0.114 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0652(12) 0.0828(14) 0.0656(12) 0.0375(10) 0.0188(10) 0.0072(10) O2 0.0493(9) 0.0435(9) 0.0568(10) 0.0092(7) 0.0137(8) -0.0009(7) O3 0.0618(10) 0.0393(8) 0.0452(9) 0.0137(7) -0.0060(7) -0.0104(7) C1 0.0300(10) 0.0396(11) 0.0338(10) 0.0002(8) -0.0010(8) -0.0072(8) C2 0.0439(12) 0.0513(13) 0.0403(12) -0.0046(10) -0.0032(9) -0.0161(10) C3 0.0461(13) 0.0634(15) 0.0328(11) -0.0052(10) -0.0036(9) -0.0143(11) C4 0.0385(11) 0.0589(14) 0.0306(10) 0.0084(9) -0.0038(9) -0.0087(10) C5 0.0297(10) 0.0435(11) 0.0366(11) 0.0080(9) -0.0036(8) -0.0046(9) C6 0.0257(9) 0.0383(10) 0.0333(10) 0.0038(8) -0.0034(8) -0.0046(8) C7 0.0358(10) 0.0373(10) 0.0352(10) 0.0001(8) -0.0061(8) -0.0122(9) C8 0.0381(11) 0.0389(11) 0.0428(12) -0.0033(9) 0.0004(9) -0.0100(9) C9 0.0457(12) 0.0311(10) 0.0524(13) 0.0020(9) -0.0102(10) -0.0070(9) C10 0.0431(11) 0.0365(10) 0.0376(11) 0.0045(8) -0.0099(9) -0.0151(9) C11 0.0363(10) 0.0364(10) 0.0346(10) 0.0036(8) -0.0092(8) -0.0133(9) C12 0.0358(10) 0.0335(10) 0.0355(10) 0.0026(8) -0.0086(8) -0.0092(8) C13 0.0386(11) 0.0441(12) 0.0352(11) 0.0094(9) -0.0074(9) -0.0126(9) C14 0.0464(13) 0.0516(14) 0.0633(16) -0.0003(12) 0.0112(11) -0.0045(11) C15 0.0839(19) 0.0395(13) 0.0591(15) 0.0164(11) -0.0126(14) -0.0110(12) O1A 0.1106(17) 0.0791(14) 0.0434(11) 0.0161(9) 0.0187(11) 0.0209(12) O2A 0.0780(12) 0.0479(9) 0.0403(9) -0.0006(7) 0.0005(8) 0.0096(9) O3A 0.0690(11) 0.0483(9) 0.0361(8) 0.0089(7) -0.0100(7) -0.0037(8) C1A 0.0323(10) 0.0392(11) 0.0351(10) 0.0027(8) -0.0044(8) -0.0084(8) C2A 0.0521(13) 0.0457(12) 0.0468(12) 0.0005(10) -0.0079(10) -0.0186(10) C3A 0.0623(15) 0.0447(13) 0.0589(15) 0.0125(11) -0.0112(12) -0.0239(11) C4A 0.0468(13) 0.0490(13) 0.0450(13) 0.0187(10) -0.0042(10) -0.0141(10) C7A 0.0359(10) 0.0393(11) 0.0354(11) 0.0008(8) -0.0075(8) -0.0141(9) C8A 0.0363(11) 0.0439(11) 0.0382(11) -0.0026(9) -0.0070(9) -0.0090(9) C9A 0.0443(12) 0.0378(11) 0.0431(12) 0.0040(9) -0.0150(9) -0.0058(9) C10A 0.0461(12) 0.0423(11) 0.0331(10) 0.0042(9) -0.0127(9) -0.0131(9) C11A 0.0410(11) 0.0383(11) 0.0355(11) 0.0003(8) -0.0089(9) -0.0118(9) C12A 0.0387(11) 0.0342(10) 0.0375(11) 0.0020(8) -0.0105(9) -0.0091(9) C13A 0.0498(13) 0.0460(12) 0.0349(11) 0.0034(9) -0.0081(10) -0.0087(10) C14A 0.093(2) 0.0592(17) 0.0567(17) -0.0100(13) 0.0035(15) 0.0165(15) C15A 0.101(2) 0.0509(15) 0.0482(14) 0.0146(12) -0.0161(14) -0.0022(14) _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 O1 C13 1.189(2) . ? O2 C13 1.321(2) . ? O2 C14 1.436(3) . ? O3 C10 1.356(2) . ? O3 C15 1.426(3) . ? C1 C2 1.377(3) . ? C1 C6 1.442(3) . ? C1 C7 1.495(3) . ? C2 C3 1.405(3) . ? C2 H2 0.9300 . ? C3 C4 1.349(3) . ? C3 H3 0.9300 . ? C4 C5 1.415(3) . ? C4 H4 0.9300 . ? C5 C4A 1.410(3) . ? C5 C6 1.437(3) . ? C6 C1A 1.442(3) . ? C7 C8 1.386(3) . ? C7 C12 1.392(3) . ? C8 C9 1.382(3) . ? C8 H8 0.9300 . ? C9 C10 1.391(3) . ? C9 H9 0.9300 . ? C10 C11 1.414(3) . ? C11 C12 1.391(3) . ? C11 C13 1.487(3) . ? C12 H12 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? O1A C13A 1.182(3) . ? O2A C13A 1.327(3) . ? O2A C14A 1.442(3) . ? O3A C10A 1.353(2) . ? O3A C15A 1.426(3) . ? C1A C2A 1.372(3) . ? C1A C7A 1.499(3) . ? C2A C3A 1.398(3) . ? C2A H2A 0.9300 . ? C3A C4A 1.352(3) . ? C3A H3A 0.9300 . ? C4A H4A 0.9300 . ? C7A C12A 1.387(3) . ? C7A C8A 1.389(3) . ? C8A C9A 1.376(3) . ? C8A H8A 0.9300 . ? C9A C10A 1.394(3) . ? C9A H9A 0.9300 . ? C10A C11A 1.409(3) . ? C11A C12A 1.395(3) . ? C11A C13A 1.493(3) . ? C12A H12A 0.9300 . ? C14A H14D 0.9600 . ? C14A H14E 0.9600 . ? C14A H14F 0.9600 . ? C15A H15D 0.9600 . ? C15A H15E 0.9600 . ? C15A H15F 0.9600 . ? 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 C13 O2 C14 117.88(17) . . ? C10 O3 C15 118.30(17) . . ? C2 C1 C6 119.66(18) . . ? C2 C1 C7 115.70(18) . . ? C6 C1 C7 124.62(17) . . ? C1 C2 C3 122.5(2) . . ? C1 C2 H2 118.7 . . ? C3 C2 H2 118.7 . . ? C4 C3 C2 119.2(2) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 121.3(2) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C4A C5 C4 118.99(19) . . ? C4A C5 C6 120.49(19) . . ? C4 C5 C6 120.5(2) . . ? C5 C6 C1 116.68(18) . . ? C5 C6 C1A 116.73(18) . . ? C1 C6 C1A 126.58(17) . . ? C8 C7 C12 117.32(18) . . ? C8 C7 C1 121.01(17) . . ? C12 C7 C1 121.64(17) . . ? C9 C8 C7 121.50(19) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 120.87(19) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? O3 C10 C9 123.43(18) . . ? O3 C10 C11 117.64(17) . . ? C9 C10 C11 118.93(18) . . ? C12 C11 C10 118.34(18) . . ? C12 C11 C13 119.23(17) . . ? C10 C11 C13 122.42(17) . . ? C11 C12 C7 122.91(18) . . ? C11 C12 H12 118.5 . . ? C7 C12 H12 118.5 . . ? O1 C13 O2 121.41(19) . . ? O1 C13 C11 126.87(19) . . ? O2 C13 C11 111.69(16) . . ? O2 C14 H14A 109.5 . . ? O2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 H15A 109.5 . . ? O3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13A O2A C14A 117.04(19) . . ? C10A O3A C15A 117.71(18) . . ? C2A C1A C6 119.35(19) . . ? C2A C1A C7A 115.51(18) . . ? C6 C1A C7A 125.14(18) . . ? C1A C2A C3A 122.8(2) . . ? C1A C2A H2A 118.6 . . ? C3A C2A H2A 118.6 . . ? C4A C3A C2A 119.2(2) . . ? C4A C3A H3A 120.4 . . ? C2A C3A H3A 120.4 . . ? C3A C4A C5 121.1(2) . . ? C3A C4A H4A 119.4 . . ? C5 C4A H4A 119.4 . . ? C12A C7A C8A 117.39(18) . . ? C12A C7A C1A 119.92(17) . . ? C8A C7A C1A 122.62(17) . . ? C9A C8A C7A 121.23(19) . . ? C9A C8A H8A 119.4 . . ? C7A C8A H8A 119.4 . . ? C8A C9A C10A 121.34(19) . . ? C8A C9A H9A 119.3 . . ? C10A C9A H9A 119.3 . . ? O3A C10A C9A 123.37(18) . . ? O3A C10A C11A 118.04(18) . . ? C9A C10A C11A 118.58(18) . . ? C12A C11A C10A 118.49(18) . . ? C12A C11A C13A 119.44(18) . . ? C10A C11A C13A 122.07(18) . . ? C7A C12A C11A 122.87(18) . . ? C7A C12A H12A 118.6 . . ? C11A C12A H12A 118.6 . . ? O1A C13A O2A 121.3(2) . . ? O1A C13A C11A 127.7(2) . . ? O2A C13A C11A 110.95(17) . . ? O2A C14A H14D 109.5 . . ? O2A C14A H14E 109.5 . . ? H14D C14A H14E 109.5 . . ? O2A C14A H14F 109.5 . . ? H14D C14A H14F 109.5 . . ? H14E C14A H14F 109.5 . . ? O3A C15A H15D 109.5 . . ? O3A C15A H15E 109.5 . . ? H15D C15A H15E 109.5 . . ? O3A C15A H15F 109.5 . . ? H15D C15A H15F 109.5 . . ? H15E C15A H15F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.5(3) . . . . ? C7 C1 C2 C3 177.85(19) . . . . ? C1 C2 C3 C4 -1.3(3) . . . . ? C2 C3 C4 C5 0.7(3) . . . . ? C3 C4 C5 C4A -177.4(2) . . . . ? C3 C4 C5 C6 1.6(3) . . . . ? C4A C5 C6 C1 175.68(18) . . . . ? C4 C5 C6 C1 -3.2(3) . . . . ? C4A C5 C6 C1A -3.2(3) . . . . ? C4 C5 C6 C1A 177.86(18) . . . . ? C2 C1 C6 C5 2.7(3) . . . . ? C7 C1 C6 C5 -175.53(17) . . . . ? C2 C1 C6 C1A -178.50(18) . . . . ? C7 C1 C6 C1A 3.3(3) . . . . ? C2 C1 C7 C8 58.8(3) . . . . ? C6 C1 C7 C8 -122.9(2) . . . . ? C2 C1 C7 C12 -119.3(2) . . . . ? C6 C1 C7 C12 59.0(3) . . . . ? C12 C7 C8 C9 -3.1(3) . . . . ? C1 C7 C8 C9 178.75(19) . . . . ? C7 C8 C9 C10 0.0(3) . . . . ? C15 O3 C10 C9 4.0(3) . . . . ? C15 O3 C10 C11 -175.9(2) . . . . ? C8 C9 C10 O3 -176.9(2) . . . . ? C8 C9 C10 C11 3.0(3) . . . . ? O3 C10 C11 C12 177.11(17) . . . . ? C9 C10 C11 C12 -2.8(3) . . . . ? O3 C10 C11 C13 -2.2(3) . . . . ? C9 C10 C11 C13 177.94(19) . . . . ? C10 C11 C12 C7 -0.3(3) . . . . ? C13 C11 C12 C7 178.95(18) . . . . ? C8 C7 C12 C11 3.2(3) . . . . ? C1 C7 C12 C11 -178.60(18) . . . . ? C14 O2 C13 O1 2.6(4) . . . . ? C14 O2 C13 C11 -179.4(2) . . . . ? C12 C11 C13 O1 176.5(2) . . . . ? C10 C11 C13 O1 -4.2(4) . . . . ? C12 C11 C13 O2 -1.4(3) . . . . ? C10 C11 C13 O2 177.88(19) . . . . ? C5 C6 C1A C2A 5.3(3) . . . . ? C1 C6 C1A C2A -173.52(19) . . . . ? C5 C6 C1A C7A -174.05(17) . . . . ? C1 C6 C1A C7A 7.2(3) . . . . ? C6 C1A C2A C3A -3.3(3) . . . . ? C7A C1A C2A C3A 176.1(2) . . . . ? C1A C2A C3A C4A -1.1(4) . . . . ? C2A C3A C4A C5 3.2(3) . . . . ? C4 C5 C4A C3A 177.9(2) . . . . ? C6 C5 C4A C3A -1.0(3) . . . . ? C2A C1A C7A C12A 54.6(3) . . . . ? C6 C1A C7A C12A -126.1(2) . . . . ? C2A C1A C7A C8A -122.3(2) . . . . ? C6 C1A C7A C8A 57.0(3) . . . . ? C12A C7A C8A C9A 3.2(3) . . . . ? C1A C7A C8A C9A -179.84(19) . . . . ? C7A C8A C9A C10A -1.4(3) . . . . ? C15A O3A C10A C9A -4.1(3) . . . . ? C15A O3A C10A C11A 176.8(2) . . . . ? C8A C9A C10A O3A 179.7(2) . . . . ? C8A C9A C10A C11A -1.2(3) . . . . ? O3A C10A C11A C12A -179.01(19) . . . . ? C9A C10A C11A C12A 1.8(3) . . . . ? O3A C10A C11A C13A 0.8(3) . . . . ? C9A C10A C11A C13A -178.3(2) . . . . ? C8A C7A C12A C11A -2.6(3) . . . . ? C1A C7A C12A C11A -179.61(19) . . . . ? C10A C11A C12A C7A 0.1(3) . . . . ? C13A C11A C12A C7A -179.77(19) . . . . ? C14A O2A C13A O1A 4.3(4) . . . . ? C14A O2A C13A C11A -176.8(2) . . . . ? C12A C11A C13A O1A 174.1(3) . . . . ? C10A C11A C13A O1A -5.8(4) . . . . ? C12A C11A C13A O2A -4.7(3) . . . . ? C10A C11A C13A O2A 175.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.314 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.070