# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Professor Fernando Pina' _publ_contact_author_address ; REQUIMTE, Departamento de Qu\'imica Faculdade de Ci\^encias e Tecnologia Universidade Nova de Lisboa 2829-516 Caparica Portugal ; _publ_contact_author_email fjp@dq.fct.unl.pt _publ_contact_author_fax '+351 212948355' _publ_contact_author_phone '+351 212948550' loop_ _publ_author_name _publ_author_footnote _publ_author_address J.Avo . ; REQUIMTE, Departamento de Qu\'imica Faculdade de Ci\^encias e Tecnologia Universidade Nova de Lisboa 2829-516 Caparica Portugal ; A.J.Parola . ; REQUIMTE, Departamento de Qu\'imica Faculdade de Ci\^encias e Tecnologia Universidade Nova de Lisboa 2829-516 Caparica Portugal ; L.Cunha-Silva . ; REQUIMTE, Departamento de Qu\'imica e Bioqu\'imica Faculdade de Ci\^encias Universidade do Porto 4169-007 Porto Portugal ; J.C.Lima . ; REQUIMTE, Departamento de Qu\'imica Faculdade de Ci\^encias e Tecnologia Universidade Nova de Lisboa 2829-516 Caparica Portugal ; F.Pina . ; REQUIMTE, Departamento de Qu\'imica Faculdade de Ci\^encias e Tecnologia Universidade Nova de Lisboa 2829-516 Caparica Portugal ; _publ_section_title ; Phase Transition Thermochromism Based on C-H Acidity of 4-Alkylflavylium Compounds in Pluronic(r) F-127 ; # Attachment 'JP0310.txt' #TrackingRef 'JP0310.txt' data_JP0310 _database_code_depnum_ccdc_archive 'CCDC 801982' #TrackingRef 'JP0310.txt' #========================================================================# _audit_creation_method 'SHELXL-97, manual editing plus enCIFer' _audit_creation_date '19 November 2010' #========================================================================# _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H21 O, Cl O4' _chemical_formula_sum 'C28 H21 Cl O5' _chemical_formula_weight 472.90 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.401(5) _cell_length_b 11.288(5) _cell_length_c 17.046(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.54(3) _cell_angle_gamma 90.00 _cell_volume 2193.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9770 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 29.05 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9746 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_process_details ; SADABS (Sheldrick, 1997) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 Kappa CCD APEX II' _diffrn_measurement_method 'omega/phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32817 _diffrn_reflns_av_R_equivalents 0.0411 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3873 _reflns_number_gt 3418 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'APEX2 ' _computing_data_reduction 'SAINT+ (Bruker, 1997-2005)' _computing_structure_solution 'SHELXTL (Bruker 2001)' _computing_structure_refinement 'SHELXTL ' _computing_molecular_graphics 'SHELXTL ' _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^)+(0.0000P)^2^+8.9616P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3873 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0873 _refine_ls_R_factor_gt 0.0787 _refine_ls_wR_factor_ref 0.1680 _refine_ls_wR_factor_gt 0.1650 _refine_ls_goodness_of_fit_ref 1.307 _refine_ls_restrained_S_all 1.307 _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 Cl1 Cl 0.36172(10) 0.89748(10) 0.85852(7) 0.0267(3) Uani 1 1 d . . . O1 O 0.4686(3) 1.0266(3) 0.61465(19) 0.0298(8) Uani 1 1 d . . . C19 C 0.3351(4) 0.8880(4) 0.5588(2) 0.0231(9) Uani 1 1 d . B . C11 C 0.3501(4) 0.6718(4) 0.5843(3) 0.0276(10) Uani 1 1 d . . . H11A H 0.4104 0.6158 0.6039 0.033 Uiso 1 1 calc R . . H11B H 0.3401 0.6581 0.5273 0.033 Uiso 1 1 calc R . . C25 C 0.3739(4) 1.2173(4) 0.5396(3) 0.0266(10) Uani 1 1 d . . . H25 H 0.4397 1.2290 0.5733 0.032 Uiso 1 1 calc R . . O4 O 0.2562(3) 0.9196(3) 0.90182(19) 0.0355(8) Uani 1 1 d . . . O2 O 0.3489(3) 0.9478(3) 0.78162(19) 0.0356(8) Uani 1 1 d . . . O3 O 0.4608(3) 0.9489(3) 0.8989(2) 0.0383(9) Uani 1 1 d . . . C10 C 0.2053(4) 0.6972(4) 0.6944(3) 0.0258(10) Uani 1 1 d . . . H10 H 0.2560 0.7549 0.7171 0.031 Uiso 1 1 calc R . . O5 O 0.3787(3) 0.7717(3) 0.8519(2) 0.0398(9) Uani 1 1 d . . . C24 C 0.3763(4) 1.0029(4) 0.5687(2) 0.0227(10) Uani 1 1 d . . . C9 C 0.2344(4) 0.6456(4) 0.6249(3) 0.0251(10) Uani 1 1 d . . . C23 C 0.3268(4) 1.1051(4) 0.5297(2) 0.0240(10) Uani 1 1 d . B . C13 C 0.4895(4) 0.8217(4) 0.6480(2) 0.0234(10) Uani 1 1 d . . . C15 C 0.6429(5) 0.7723(5) 0.7408(3) 0.0377(12) Uani 1 1 d . . . H15 H 0.6829 0.7146 0.7716 0.045 Uiso 1 1 calc R . . C14 C 0.5535(4) 0.7381(4) 0.6924(3) 0.0268(10) Uani 1 1 d . . . H14 H 0.5339 0.6565 0.6884 0.032 Uiso 1 1 calc R . . C12 C 0.3926(4) 0.7962(4) 0.5973(3) 0.0242(10) Uani 1 1 d . . . C26 C 0.3241(4) 1.3123(4) 0.4999(3) 0.0318(11) Uani 1 1 d . . . H26 H 0.3564 1.3894 0.5061 0.038 Uiso 1 1 calc R . . C8 C 0.1564(4) 0.5635(4) 0.5896(3) 0.0294(11) Uani 1 1 d . . . H8 H 0.1751 0.5300 0.5401 0.035 Uiso 1 1 calc R . . C18 C 0.5254(4) 0.9392(4) 0.6552(2) 0.0247(10) Uani 1 1 d . . . C1 C 0.1000(4) 0.6657(4) 0.7332(3) 0.0259(10) Uani 1 1 d . . . C2 C 0.0687(4) 0.7175(5) 0.8058(3) 0.0348(12) Uani 1 1 d . . . H2 H 0.1184 0.7754 0.8291 0.042 Uiso 1 1 calc R . . C27 C 0.2282(5) 1.2955(5) 0.4514(3) 0.0383(12) Uani 1 1 d . . . H27 H 0.1948 1.3610 0.4242 0.046 Uiso 1 1 calc R . . C6 C 0.0242(4) 0.5808(4) 0.6991(3) 0.0298(11) Uani 1 1 d . . . C7 C 0.0555(4) 0.5320(4) 0.6255(3) 0.0334(11) Uani 1 1 d . . . H7 H 0.0048 0.4762 0.6010 0.040 Uiso 1 1 calc R . . C5 C -0.0784(4) 0.5476(5) 0.7391(3) 0.0353(12) Uani 1 1 d . . . H5 H -0.1291 0.4895 0.7169 0.042 Uiso 1 1 calc R . . C4 C -0.1055(4) 0.5978(5) 0.8089(3) 0.0416(13) Uani 1 1 d . . . H4 H -0.1746 0.5739 0.8354 0.050 Uiso 1 1 calc R . . C3 C -0.0325(4) 0.6846(5) 0.8427(3) 0.0390(13) Uani 1 1 d . . . H3 H -0.0534 0.7205 0.8910 0.047 Uiso 1 1 calc R . . C22 C 0.2276(5) 1.0881(5) 0.4811(4) 0.0465(15) Uani 1 1 d . . . C28 C 0.1808(5) 1.1852(5) 0.4422(4) 0.0522(16) Uani 1 1 d . B . H28 H 0.1147 1.1748 0.4086 0.063 Uiso 1 1 calc R . . C17 C 0.6190(5) 0.9752(5) 0.7026(3) 0.0398(13) Uani 1 1 d . . . H17 H 0.6423 1.0560 0.7047 0.048 Uiso 1 1 calc R . . C20 C 0.2302(5) 0.8725(5) 0.5053(4) 0.0476(15) Uani 1 1 d . . . H20A H 0.2584 0.8458 0.4535 0.057 Uiso 1 1 calc R A 1 H20B H 0.1808 0.8083 0.5268 0.057 Uiso 1 1 calc R A 1 C16 C 0.6767(4) 0.8908(4) 0.7460(3) 0.0460(14) Uani 1 1 d . . . H16 H 0.7398 0.9131 0.7797 0.055 Uiso 1 1 calc R . . C21A C 0.1569(4) 0.9764(4) 0.4935(3) 0.025(2) Uani 0.50 1 d PR B 1 H21A H 0.1061 0.9869 0.5398 0.030 Uiso 0.50 1 calc PR C 1 H21B H 0.1054 0.9633 0.4472 0.030 Uiso 0.50 1 calc PR D 1 C21B C 0.2018(4) 0.9581(4) 0.4506(3) 0.037(2) Uani 0.50 1 d PR B 2 H21C H 0.1175 0.9513 0.4369 0.044 Uiso 0.50 1 calc PR E 2 H21D H 0.2473 0.9438 0.4023 0.044 Uiso 0.50 1 calc PR F 2 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 Cl1 0.0291(6) 0.0207(5) 0.0301(6) -0.0054(5) -0.0045(4) 0.0039(5) O1 0.0299(18) 0.0236(17) 0.0356(18) -0.0006(14) -0.0076(14) -0.0042(14) C19 0.025(2) 0.023(2) 0.022(2) -0.0023(18) 0.0064(18) -0.0022(19) C11 0.030(3) 0.024(2) 0.029(2) -0.004(2) 0.001(2) 0.002(2) C25 0.026(2) 0.031(3) 0.023(2) 0.001(2) 0.0054(19) -0.001(2) O4 0.0363(19) 0.039(2) 0.0319(18) -0.0052(15) 0.0060(15) 0.0088(16) O2 0.041(2) 0.038(2) 0.0273(18) -0.0009(15) 0.0017(15) 0.0063(16) O3 0.039(2) 0.0296(19) 0.046(2) -0.0046(16) -0.0109(16) -0.0050(16) C10 0.030(2) 0.016(2) 0.031(2) 0.0000(19) -0.005(2) -0.0016(19) O5 0.043(2) 0.0201(17) 0.056(2) -0.0087(16) -0.0117(18) 0.0058(15) C24 0.024(2) 0.028(2) 0.016(2) -0.0013(18) 0.0060(17) -0.0038(19) C9 0.029(2) 0.015(2) 0.031(2) 0.0012(19) -0.005(2) 0.0026(18) C23 0.028(2) 0.025(2) 0.018(2) -0.0037(19) 0.0062(18) -0.002(2) C13 0.024(2) 0.023(2) 0.023(2) -0.0020(18) 0.0081(18) -0.0009(19) C15 0.043(3) 0.040(3) 0.030(3) 0.008(2) -0.001(2) 0.004(2) C14 0.032(3) 0.025(2) 0.024(2) -0.0032(19) 0.0050(19) 0.003(2) C12 0.027(2) 0.023(2) 0.023(2) -0.0054(18) 0.0062(18) 0.0001(19) C26 0.041(3) 0.021(2) 0.033(3) -0.001(2) 0.008(2) 0.000(2) C8 0.035(3) 0.021(2) 0.032(3) -0.002(2) -0.004(2) -0.004(2) C18 0.027(2) 0.027(2) 0.020(2) 0.0009(19) 0.0044(18) -0.001(2) C1 0.029(2) 0.021(2) 0.029(2) 0.0032(19) -0.0021(19) 0.0014(19) C2 0.034(3) 0.032(3) 0.039(3) 0.000(2) 0.002(2) -0.002(2) C27 0.046(3) 0.027(3) 0.042(3) 0.008(2) -0.003(2) 0.006(2) C6 0.026(2) 0.023(2) 0.040(3) 0.006(2) -0.005(2) -0.001(2) C7 0.033(3) 0.028(3) 0.039(3) -0.006(2) -0.009(2) -0.007(2) C5 0.025(3) 0.035(3) 0.046(3) 0.002(2) -0.001(2) -0.006(2) C4 0.027(3) 0.041(3) 0.057(4) 0.009(3) 0.006(2) -0.001(2) C3 0.035(3) 0.043(3) 0.039(3) 0.000(2) 0.013(2) 0.008(2) C22 0.049(3) 0.031(3) 0.059(4) 0.013(3) -0.022(3) -0.013(3) C28 0.055(4) 0.037(3) 0.064(4) 0.013(3) -0.031(3) -0.003(3) C17 0.041(3) 0.031(3) 0.047(3) 0.000(2) -0.015(2) -0.006(2) C20 0.052(4) 0.025(3) 0.065(4) -0.001(3) -0.029(3) -0.003(2) C16 0.046(3) 0.045(3) 0.047(3) -0.001(3) -0.020(3) -0.001(3) C21A 0.027(5) 0.030(5) 0.018(4) -0.010(4) -0.001(4) -0.001(4) C21B 0.042(6) 0.030(6) 0.039(6) 0.001(5) -0.010(5) -0.010(5) _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 Cl1 O2 1.435(3) . ? Cl1 O5 1.437(3) . ? Cl1 O4 1.440(3) . ? Cl1 O3 1.440(3) . ? O1 C24 1.333(5) . ? O1 C18 1.365(5) . ? C19 C12 1.388(6) . ? C19 C24 1.389(6) . ? C19 C20 1.507(6) . ? C11 C12 1.502(6) . ? C11 C9 1.524(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C25 C23 1.385(6) . ? C25 C26 1.387(7) . ? C25 H25 0.9500 . ? C10 C9 1.363(6) . ? C10 C1 1.421(6) . ? C10 H10 0.9500 . ? C24 C23 1.444(6) . ? C9 C8 1.415(6) . ? C23 C22 1.408(7) . ? C13 C18 1.393(6) . ? C13 C14 1.409(6) . ? C13 C12 1.425(6) . ? C15 C14 1.362(7) . ? C15 C16 1.395(7) . ? C15 H15 0.9500 . ? C14 H14 0.9500 . ? C26 C27 1.377(7) . ? C26 H26 0.9500 . ? C8 C7 1.356(7) . ? C8 H8 0.9500 . ? C18 C17 1.393(7) . ? C1 C6 1.413(6) . ? C1 C2 1.417(7) . ? C2 C3 1.371(7) . ? C2 H2 0.9500 . ? C27 C28 1.366(8) . ? C27 H27 0.9500 . ? C6 C5 1.411(7) . ? C6 C7 1.418(7) . ? C7 H7 0.9500 . ? C5 C4 1.356(8) . ? C5 H5 0.9500 . ? C4 C3 1.405(8) . ? C4 H4 0.9500 . ? C3 H3 0.9500 . ? C22 C28 1.385(7) . ? C22 C21A 1.513(7) . ? C22 C21B 1.584(7) . ? C28 H28 0.9500 . ? C17 C16 1.371(7) . ? C17 H17 0.9500 . ? C20 C21B 1.380(7) . ? C20 C21A 1.453(7) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C16 H16 0.9500 . ? C21A H21A 0.9900 . ? C21A H21B 0.9900 . ? C21B H21C 0.9900 . ? C21B H21D 0.9900 . ? 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 O2 Cl1 O5 109.4(2) . . ? O2 Cl1 O4 108.7(2) . . ? O5 Cl1 O4 109.0(2) . . ? O2 Cl1 O3 110.5(2) . . ? O5 Cl1 O3 109.3(2) . . ? O4 Cl1 O3 109.9(2) . . ? C24 O1 C18 121.4(4) . . ? C12 C19 C24 118.8(4) . . ? C12 C19 C20 124.6(4) . . ? C24 C19 C20 116.6(4) . . ? C12 C11 C9 113.2(4) . . ? C12 C11 H11A 108.9 . . ? C9 C11 H11A 108.9 . . ? C12 C11 H11B 108.9 . . ? C9 C11 H11B 108.9 . . ? H11A C11 H11B 107.8 . . ? C23 C25 C26 119.4(4) . . ? C23 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C9 C10 C1 120.7(4) . . ? C9 C10 H10 119.6 . . ? C1 C10 H10 119.6 . . ? O1 C24 C19 121.5(4) . . ? O1 C24 C23 114.4(4) . . ? C19 C24 C23 124.0(4) . . ? C10 C9 C8 119.5(4) . . ? C10 C9 C11 122.1(4) . . ? C8 C9 C11 118.4(4) . . ? C25 C23 C22 120.3(4) . . ? C25 C23 C24 121.6(4) . . ? C22 C23 C24 118.1(4) . . ? C18 C13 C14 116.1(4) . . ? C18 C13 C12 118.1(4) . . ? C14 C13 C12 125.8(4) . . ? C14 C15 C16 121.0(5) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C15 C14 C13 121.1(5) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C19 C12 C13 119.8(4) . . ? C19 C12 C11 118.5(4) . . ? C13 C12 C11 121.7(4) . . ? C27 C26 C25 120.3(5) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C7 C8 C9 120.7(5) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? O1 C18 C13 120.4(4) . . ? O1 C18 C17 116.1(4) . . ? C13 C18 C17 123.5(4) . . ? C6 C1 C2 118.8(4) . . ? C6 C1 C10 119.6(4) . . ? C2 C1 C10 121.6(4) . . ? C3 C2 C1 120.6(5) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C28 C27 C26 120.3(5) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C5 C6 C1 119.2(5) . . ? C5 C6 C7 122.8(4) . . ? C1 C6 C7 118.1(4) . . ? C8 C7 C6 121.3(4) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C4 C5 C6 120.7(5) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C4 C3 120.8(5) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C2 C3 C4 119.9(5) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C28 C22 C23 118.5(5) . . ? C28 C22 C21A 121.5(5) . . ? C23 C22 C21A 117.2(4) . . ? C28 C22 C21B 120.4(5) . . ? C23 C22 C21B 117.7(4) . . ? C27 C28 C22 121.1(5) . . ? C27 C28 H28 119.5 . . ? C22 C28 H28 119.5 . . ? C16 C17 C18 118.1(5) . . ? C16 C17 H17 120.9 . . ? C18 C17 H17 120.9 . . ? C21B C20 C19 120.5(5) . . ? C21A C20 C19 116.3(4) . . ? C21B C20 H20A 71.7 . . ? C21A C20 H20A 108.2 . . ? C19 C20 H20A 108.2 . . ? C21B C20 H20B 129.1 . . ? C21A C20 H20B 108.2 . . ? C19 C20 H20B 108.2 . . ? H20A C20 H20B 107.4 . . ? C17 C16 C15 120.1(4) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C20 C21A C22 112.7(4) . . ? C20 C21A H21A 109.1 . . ? C22 C21A H21A 109.1 . . ? C20 C21A H21B 109.1 . . ? C22 C21A H21B 109.1 . . ? H21A C21A H21B 107.8 . . ? C20 C21B C22 112.6(4) . . ? C20 C21B H21C 109.1 . . ? C22 C21B H21C 109.1 . . ? C20 C21B H21D 109.1 . . ? C22 C21B H21D 109.1 . . ? H21C C21B H21D 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 O1 C24 C19 -1.2(6) . . . . ? C18 O1 C24 C23 -179.7(4) . . . . ? C12 C19 C24 O1 -0.7(6) . . . . ? C20 C19 C24 O1 -179.9(4) . . . . ? C12 C19 C24 C23 177.6(4) . . . . ? C20 C19 C24 C23 -1.6(7) . . . . ? C1 C10 C9 C8 2.6(7) . . . . ? C1 C10 C9 C11 -176.2(4) . . . . ? C12 C11 C9 C10 -32.7(6) . . . . ? C12 C11 C9 C8 148.5(4) . . . . ? C26 C25 C23 C22 -1.4(7) . . . . ? C26 C25 C23 C24 179.0(4) . . . . ? O1 C24 C23 C25 0.7(6) . . . . ? C19 C24 C23 C25 -177.7(4) . . . . ? O1 C24 C23 C22 -178.9(4) . . . . ? C19 C24 C23 C22 2.7(7) . . . . ? C16 C15 C14 C13 -2.3(8) . . . . ? C18 C13 C14 C15 1.8(7) . . . . ? C12 C13 C14 C15 -178.2(4) . . . . ? C24 C19 C12 C13 2.2(6) . . . . ? C20 C19 C12 C13 -178.6(5) . . . . ? C24 C19 C12 C11 -178.0(4) . . . . ? C20 C19 C12 C11 1.2(7) . . . . ? C18 C13 C12 C19 -2.0(6) . . . . ? C14 C13 C12 C19 178.0(4) . . . . ? C18 C13 C12 C11 178.3(4) . . . . ? C14 C13 C12 C11 -1.7(7) . . . . ? C9 C11 C12 C19 -73.0(5) . . . . ? C9 C11 C12 C13 106.7(5) . . . . ? C23 C25 C26 C27 0.5(7) . . . . ? C10 C9 C8 C7 -2.6(7) . . . . ? C11 C9 C8 C7 176.2(4) . . . . ? C24 O1 C18 C13 1.4(6) . . . . ? C24 O1 C18 C17 -178.6(4) . . . . ? C14 C13 C18 O1 -179.8(4) . . . . ? C12 C13 C18 O1 0.2(6) . . . . ? C14 C13 C18 C17 0.3(7) . . . . ? C12 C13 C18 C17 -179.8(5) . . . . ? C9 C10 C1 C6 -0.6(7) . . . . ? C9 C10 C1 C2 179.4(4) . . . . ? C6 C1 C2 C3 0.8(7) . . . . ? C10 C1 C2 C3 -179.2(5) . . . . ? C25 C26 C27 C28 0.2(8) . . . . ? C2 C1 C6 C5 -1.8(7) . . . . ? C10 C1 C6 C5 178.2(4) . . . . ? C2 C1 C6 C7 178.5(4) . . . . ? C10 C1 C6 C7 -1.5(7) . . . . ? C9 C8 C7 C6 0.5(7) . . . . ? C5 C6 C7 C8 -178.2(5) . . . . ? C1 C6 C7 C8 1.5(7) . . . . ? C1 C6 C5 C4 1.1(7) . . . . ? C7 C6 C5 C4 -179.2(5) . . . . ? C6 C5 C4 C3 0.6(8) . . . . ? C1 C2 C3 C4 0.8(8) . . . . ? C5 C4 C3 C2 -1.5(8) . . . . ? C25 C23 C22 C28 1.7(8) . . . . ? C24 C23 C22 C28 -178.7(5) . . . . ? C25 C23 C22 C21A -159.9(5) . . . . ? C24 C23 C22 C21A 19.6(7) . . . . ? C25 C23 C22 C21B 161.1(4) . . . . ? C24 C23 C22 C21B -19.4(7) . . . . ? C26 C27 C28 C22 0.0(10) . . . . ? C23 C22 C28 C27 -1.0(10) . . . . ? C21A C22 C28 C27 159.8(6) . . . . ? C21B C22 C28 C27 -159.8(6) . . . . ? O1 C18 C17 C16 178.3(5) . . . . ? C13 C18 C17 C16 -1.8(8) . . . . ? C12 C19 C20 C21B -158.8(5) . . . . ? C24 C19 C20 C21B 20.4(8) . . . . ? C12 C19 C20 C21A 158.3(5) . . . . ? C24 C19 C20 C21A -22.5(7) . . . . ? C18 C17 C16 C15 1.3(8) . . . . ? C14 C15 C16 C17 0.7(8) . . . . ? C21B C20 C21A C22 -63.6(4) . . . . ? C19 C20 C21A C22 43.1(7) . . . . ? C28 C22 C21A C20 156.6(6) . . . . ? C23 C22 C21A C20 -42.4(7) . . . . ? C21B C22 C21A C20 57.7(4) . . . . ? C21A C20 C21B C22 58.8(4) . . . . ? C19 C20 C21B C22 -35.7(8) . . . . ? C28 C22 C21B C20 -165.3(6) . . . . ? C23 C22 C21B C20 35.7(7) . . . . ? C21A C22 C21B C20 -62.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.375 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.075 #============================================================================# # Luis Cunha-Silva @ REQUIMTE & DQB/FCUP * 23/11/2009 * END # #============================================================================#