# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2010 data_General _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _audit_creation_date 2008-08-23 _audit_creation_method 'by CrystalStructure 3.8' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Dr. Hiroshi Nishino' _publ_contact_author_email nishino@sci.kumamoto-u.ac.jp _publ_contact_author_fax +81-96-342-3374 _publ_contact_author_phone +81-96-342-3374 _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_footnote _publ_author_address ; FIRST AUTHORS FOOTNOTES ; ; Department of Chemistry, Graduate School of Science and Technology Kumamoto University Kurokami 2-39-1, Kumamoto 860-8555 Japan ; _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Rigaku Americas and Rigaku Corporation. (2007). CrystalStructure (Version 3.8). Single Crystal Structure Analysis Software. Rigaku Americas, 9009 TX, USA 77381-5209. Rigaku, Tokyo 196-8666, Japan. Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M., Polidori, G., and Camalli, M. (1994) J. Appl. Cryst., 27, 435. SIR92 Carruthers, J.R., Rollett,J.S., Betteridge, P.W., Kinna, D., Pearce, L., Larsen, A., and Gabe, E.(1999) CRYSTALS Issue 11, Chemical Crystallography Laboratory, Oxford, UK. Larson, A. C. (1970), Crystallographic Computing, 291-294. ed F. R. Ahmed, Munksgaard, Copenhagen. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; loop_ _publ_author_name Y.Ito Y.Tomiyasu T.Kawanabe K.Uemura Y.Ushimizu H.Nishino #============================================================================== data__itoh _database_code_depnum_ccdc_archive 'CCDC 769197' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C54 H56 O8 ' _chemical_formula_moiety 'C54 H56 O8 ' _chemical_formula_weight 833.03 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 14.5489(17) _cell_length_b 31.423(9) _cell_length_c 11.6090(13) _cell_angle_alpha 90.0000 _cell_angle_beta 118.413(8) _cell_angle_gamma 90.0000 _cell_volume 4668.0(15) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15.1 _cell_measurement_theta_max 17.1 _cell_measurement_temperature 298.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.80 _exptl_crystal_size_min 0.70 _exptl_crystal_density_diffrn 1.185 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776.00 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_absorpt_correction_T_min 0.735 _exptl_absorpt_correction_T_max 0.947 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K$B%((Ba' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method $B%((Bw _diffrn_reflns_number 6419 _diffrn_reflns_av_R_equivalents 0.124 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 3 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% -36.48 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using reflections with F^2^ > 2.0 sigma(F^2^). The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 5364 _reflns_number_gt 2876 _reflns_threshold_expression F^2^>2.0$B%((Bs(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0878 _refine_ls_wR_factor_ref 0.1042 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 2891 _refine_ls_number_parameters 309 _refine_ls_goodness_of_fit_ref 4.749 _refine_ls_weighting_scheme sigma _refine_ls_weighting_details 'w = 1/$B%((Bs^2^(Fo^2^)' _refine_ls_shift/su_max 0.0010 _refine_diff_density_max 0.86 _refine_diff_density_min -0.77 _refine_ls_extinction_method 'Larson (1970) Crystallographic Computing eq. 22' _refine_ls_extinction_coef 245(18) 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) ; 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 O(1) O 0.7550(2) 0.40607(13) 0.5545(3) 0.0706(14) Uani 1.00 1 d . . . O(2) O 0.8574(3) 0.27748(14) 0.5720(3) 0.1047(19) Uani 1.00 1 d . . . O(3) O 0.8075(2) 0.27374(14) 0.7264(3) 0.0739(15) Uani 1.00 1 d . . . O(4) O 0.8819(2) 0.23611(12) 0.9804(3) 0.0809(15) Uani 1.00 1 d . . . C(1) C 0.9449(8) 0.3879(3) 1.1840(8) 0.314(6) Uani 1.00 1 d . . . C(2) C 0.9326(8) 0.3641(3) 1.1045(6) 0.219(5) Uani 1.00 1 d . . . C(3) C 0.8324(4) 0.3642(2) 0.9709(5) 0.112(2) Uani 1.00 1 d . . . C(4) C 0.8603(3) 0.36237(17) 0.8608(4) 0.078(2) Uani 1.00 1 d . . . C(5) C 0.7640(3) 0.36010(17) 0.7251(4) 0.059(2) Uani 1.00 1 d . . . C(6) C 0.7893(4) 0.3385(2) 0.6263(5) 0.060(2) Uani 1.00 1 d . . . C(7) C 0.8226(4) 0.2946(2) 0.6356(6) 0.073(2) Uani 1.00 1 d . . . C(8) C 0.8481(4) 0.23144(18) 0.7610(5) 0.083(2) Uani 1.00 1 d . . . C(9) C 0.9311(4) 0.23021(17) 0.9023(5) 0.078(2) Uani 1.00 1 d . . . C(10) C 0.9438(5) 0.23666(17) 1.1159(5) 0.065(2) Uani 1.00 1 d . . . C(11) C 1.0513(5) 0.23698(16) 1.1771(6) 0.069(2) Uani 1.00 1 d . . . C(12) C 0.8928(4) 0.23684(16) 1.1884(6) 0.068(2) Uani 1.00 1 d . . . C(13) C 0.7177(4) 0.4035(2) 0.6530(5) 0.060(2) Uani 1.00 1 d . . . C(14) C 0.7856(4) 0.3667(2) 0.5402(5) 0.063(2) Uani 1.00 1 d . . . C(15) C 0.7560(6) 0.4428(2) 0.7373(5) 0.073(2) Uani 1.00 1 d . . . C(16) C 0.7079(5) 0.4572(2) 0.8080(6) 0.102(3) Uani 1.00 1 d . . . C(17) C 0.7474(8) 0.4915(3) 0.8897(9) 0.145(4) Uani 1.00 1 d . . . C(18) C 0.8342(10) 0.5120(3) 0.9032(10) 0.158(5) Uani 1.00 1 d . . . C(19) C 0.8819(7) 0.4986(3) 0.8311(8) 0.143(4) Uani 1.00 1 d . . . C(20) C 0.8436(6) 0.4637(2) 0.7499(6) 0.106(3) Uani 1.00 1 d . . . C(21) C 0.5974(5) 0.4034(2) 0.5730(5) 0.071(2) Uani 1.00 1 d . . . C(22) C 0.5505(7) 0.4309(2) 0.4713(8) 0.206(4) Uani 1.00 1 d . . . C(23) C 0.4436(8) 0.4337(3) 0.3997(9) 0.227(5) Uani 1.00 1 d . . . C(24) C 0.3821(6) 0.4104(3) 0.4287(8) 0.138(4) Uani 1.00 1 d . . . C(25) C 0.4259(6) 0.3826(2) 0.5254(9) 0.127(3) Uani 1.00 1 d . . . C(26) C 0.5341(6) 0.3789(2) 0.6002(6) 0.097(3) Uani 1.00 1 d . . . C(27) C 0.8123(4) 0.36373(16) 0.4305(4) 0.095(2) Uani 1.00 1 d . . . H(1) H 0.8826 0.3983 1.1811 0.271 Uiso 1.00 1 c R . . H(2) H 0.9690 0.4076 1.1425 0.271 Uiso 1.00 1 c R . . H(3) H 0.9897 0.3568 1.0902 0.250 Uiso 1.00 1 c R . . H(4) H 0.9218 0.3421 1.1529 0.250 Uiso 1.00 1 c R . . H(5) H 0.7889 0.3406 0.9630 0.133 Uiso 1.00 1 c R . . H(6) H 0.7957 0.3899 0.9638 0.133 Uiso 1.00 1 c R . . H(7) H 0.9022 0.3379 0.8726 0.089 Uiso 1.00 1 c R . . H(8) H 0.8990 0.3872 0.8648 0.089 Uiso 1.00 1 c R . . H(9) H 0.7107 0.3445 0.7314 0.069 Uiso 1.00 1 c R . . H(10) H 0.7931 0.2125 0.7481 0.100 Uiso 1.00 1 c R . . H(11) H 0.8777 0.2230 0.7072 0.100 Uiso 1.00 1 c R . . H(12) H 0.9656 0.2034 0.9215 0.096 Uiso 1.00 1 c R . . H(13) H 0.9806 0.2522 0.9191 0.096 Uiso 1.00 1 c R . . H(14) H 1.0912 0.2370 1.1217 0.085 Uiso 1.00 1 c R . . H(15) H 0.8195 0.2364 1.1418 0.082 Uiso 1.00 1 c R . . H(16) H 0.8775 0.4541 0.7021 0.115 Uiso 1.00 1 c R . . H(17) H 0.9413 0.5134 0.8379 0.152 Uiso 1.00 1 c R . . H(18) H 0.8616 0.5354 0.9614 0.161 Uiso 1.00 1 c R . . H(19) H 0.7136 0.5011 0.9378 0.160 Uiso 1.00 1 c R . . H(20) H 0.6472 0.4432 0.7997 0.119 Uiso 1.00 1 c R . . H(21) H 0.5927 0.4485 0.4491 0.223 Uiso 1.00 1 c R . . H(22) H 0.4133 0.4530 0.3282 0.249 Uiso 1.00 1 c R . . H(23) H 0.3083 0.4133 0.3811 0.148 Uiso 1.00 1 c R . . H(24) H 0.3825 0.3645 0.5445 0.143 Uiso 1.00 1 c R . . H(25) H 0.5633 0.3593 0.6709 0.112 Uiso 1.00 1 c R . . H(26) H 0.8643 0.3842 0.4431 0.127 Uiso 1.00 1 c R . . H(27) H 0.8380 0.3360 0.4294 0.127 Uiso 1.00 1 c R . . H(28) H 0.7515 0.3690 0.3495 0.127 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 O(1) 0.080(3) 0.083(3) 0.055(2) -0.006(2) 0.036(2) -0.001(2) O(2) 0.135(4) 0.110(3) 0.103(3) 0.024(3) 0.084(3) -0.006(2) O(3) 0.089(3) 0.077(3) 0.060(2) 0.010(2) 0.039(2) 0.005(2) O(4) 0.064(3) 0.116(3) 0.065(2) 0.008(2) 0.033(2) 0.005(2) C(1) 0.198(12) 0.264(12) 0.215(13) 0.122(9) -0.119(9) -0.077(10) C(2) 0.188(11) 0.383(18) 0.055(5) 0.096(11) 0.033(6) -0.049(7) C(3) 0.117(6) 0.161(7) 0.054(4) 0.035(5) 0.038(4) -0.011(4) C(4) 0.070(4) 0.095(5) 0.059(3) 0.021(3) 0.023(3) -0.007(3) C(5) 0.050(4) 0.074(4) 0.049(3) 0.008(3) 0.022(3) 0.001(3) C(6) 0.059(4) 0.071(5) 0.051(3) 0.004(3) 0.026(3) -0.008(4) C(7) 0.068(5) 0.087(6) 0.060(4) -0.005(4) 0.028(3) -0.008(4) C(8) 0.096(5) 0.079(5) 0.075(4) 0.002(4) 0.041(4) 0.000(4) C(9) 0.078(5) 0.088(5) 0.073(4) 0.018(4) 0.041(4) 0.009(3) C(10) 0.051(5) 0.072(4) 0.066(4) 0.005(3) 0.023(4) 0.002(3) C(11) 0.063(5) 0.085(4) 0.066(4) 0.004(4) 0.035(3) -0.001(3) C(12) 0.047(4) 0.092(4) 0.067(4) -0.002(3) 0.030(4) 0.006(4) C(13) 0.057(4) 0.074(4) 0.046(3) 0.002(4) 0.023(3) -0.003(3) C(14) 0.063(4) 0.076(5) 0.052(4) -0.007(4) 0.029(3) -0.010(4) C(15) 0.079(5) 0.078(5) 0.043(4) -0.001(4) 0.014(4) -0.000(3) C(16) 0.119(6) 0.109(6) 0.071(4) 0.033(5) 0.039(5) -0.010(4) C(17) 0.195(11) 0.113(9) 0.092(6) 0.051(7) 0.042(8) -0.025(6) C(18) 0.239(15) 0.068(7) 0.096(7) 0.005(8) 0.023(9) -0.021(6) C(19) 0.170(9) 0.114(8) 0.097(7) -0.047(7) 0.024(6) -0.018(5) C(20) 0.120(7) 0.099(6) 0.069(5) -0.035(5) 0.021(4) -0.018(4) C(21) 0.066(5) 0.083(5) 0.057(4) 0.003(4) 0.024(4) 0.012(3) C(22) 0.080(7) 0.285(11) 0.192(8) 0.009(7) 0.014(6) 0.175(8) C(23) 0.084(8) 0.356(15) 0.181(9) 0.022(9) 0.015(8) 0.167(8) C(24) 0.065(7) 0.213(11) 0.093(6) 0.033(7) 0.002(5) 0.021(6) C(25) 0.057(6) 0.133(7) 0.168(8) -0.002(5) 0.035(5) 0.012(6) C(26) 0.076(6) 0.093(6) 0.111(5) 0.018(4) 0.035(5) 0.031(4) C(27) 0.127(5) 0.110(5) 0.082(4) -0.023(4) 0.077(4) -0.017(3) #============================================================================== _computing_data_collection WinAFC _computing_cell_refinement WinAFC _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _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 O(1) C(13) 1.483(8) yes . . O(1) C(14) 1.350(8) yes . . O(2) C(7) 1.204(9) yes . . O(3) C(7) 1.345(9) yes . . O(3) C(8) 1.432(7) yes . . O(4) C(9) 1.409(8) yes . . O(4) C(10) 1.391(6) yes . . C(1) C(1) 1.606(11) yes . 2_757 C(1) C(2) 1.133(14) yes . . C(2) C(3) 1.542(8) yes . . C(3) C(4) 1.514(10) yes . . C(4) C(5) 1.533(5) yes . . C(5) C(6) 1.522(9) yes . . C(5) C(13) 1.574(7) yes . . C(6) C(7) 1.447(10) yes . . C(6) C(14) 1.319(9) yes . . C(8) C(9) 1.505(6) yes . . C(10) C(11) 1.376(10) yes . . C(10) C(12) 1.362(12) yes . . C(11) C(12) 1.374(9) yes . 2_757 C(13) C(15) 1.509(8) yes . . C(13) C(21) 1.542(8) yes . . C(14) C(27) 1.501(9) yes . . C(15) C(16) 1.384(12) yes . . C(15) C(20) 1.377(12) yes . . C(16) C(17) 1.369(12) yes . . C(17) C(18) 1.358(19) yes . . C(18) C(19) 1.38(2) yes . . C(19) C(20) 1.381(11) yes . . C(21) C(22) 1.355(10) yes . . C(21) C(26) 1.348(12) yes . . C(22) C(23) 1.375(13) yes . . C(23) C(24) 1.318(17) yes . . C(24) C(25) 1.322(12) yes . . C(25) C(26) 1.395(11) yes . . C(1) H(1) 0.950 no . . C(1) H(2) 0.950 no . . C(2) H(3) 0.950 no . . C(2) H(4) 0.950 no . . C(3) H(5) 0.950 no . . C(3) H(6) 0.950 no . . C(4) H(7) 0.950 no . . C(4) H(8) 0.950 no . . C(5) H(9) 0.950 no . . C(8) H(10) 0.950 no . . C(8) H(11) 0.950 no . . C(9) H(12) 0.950 no . . C(9) H(13) 0.950 no . . C(11) H(14) 1.052 no . . C(12) H(15) 0.940 no . . C(16) H(20) 0.950 no . . C(17) H(19) 0.950 no . . C(18) H(18) 0.950 no . . C(19) H(17) 0.950 no . . C(20) H(16) 0.950 no . . C(22) H(21) 0.950 no . . C(23) H(22) 0.950 no . . C(24) H(23) 0.950 no . . C(25) H(24) 0.950 no . . C(26) H(25) 0.950 no . . C(27) H(26) 0.950 no . . C(27) H(27) 0.950 no . . C(27) H(28) 0.950 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 C(13) O(1) C(14) 107.9(4) yes . . . C(7) O(3) C(8) 118.3(5) yes . . . C(9) O(4) C(10) 118.4(4) yes . . . C(1) C(1) C(2) 118.4(11) yes 2_757 . . C(1) C(2) C(3) 121.7(10) yes . . . C(2) C(3) C(4) 110.1(6) yes . . . C(3) C(4) C(5) 112.8(4) yes . . . C(4) C(5) C(6) 111.4(4) yes . . . C(4) C(5) C(13) 117.2(4) yes . . . C(6) C(5) C(13) 100.5(4) yes . . . C(5) C(6) C(7) 124.1(5) yes . . . C(5) C(6) C(14) 109.5(6) yes . . . C(7) C(6) C(14) 126.1(7) yes . . . O(2) C(7) O(3) 122.4(6) yes . . . O(2) C(7) C(6) 127.1(7) yes . . . O(3) C(7) C(6) 110.5(6) yes . . . O(3) C(8) C(9) 109.8(4) yes . . . O(4) C(9) C(8) 108.0(4) yes . . . O(4) C(10) C(11) 123.3(7) yes . . . O(4) C(10) C(12) 116.7(5) yes . . . C(11) C(10) C(12) 120.0(5) yes . . . C(10) C(11) C(12) 120.0(8) yes . . 2_757 C(10) C(12) C(11) 120.0(5) yes . . 2_757 O(1) C(13) C(5) 103.7(5) yes . . . O(1) C(13) C(15) 107.3(5) yes . . . O(1) C(13) C(21) 105.2(4) yes . . . C(5) C(13) C(15) 115.6(4) yes . . . C(5) C(13) C(21) 113.3(5) yes . . . C(15) C(13) C(21) 110.8(5) yes . . . O(1) C(14) C(6) 114.8(6) yes . . . O(1) C(14) C(27) 113.3(5) yes . . . C(6) C(14) C(27) 131.8(6) yes . . . C(13) C(15) C(16) 121.1(7) yes . . . C(13) C(15) C(20) 119.8(7) yes . . . C(16) C(15) C(20) 119.0(6) yes . . . C(15) C(16) C(17) 120.3(8) yes . . . C(16) C(17) C(18) 120.8(12) yes . . . C(17) C(18) C(19) 119.6(9) yes . . . C(18) C(19) C(20) 119.9(10) yes . . . C(15) C(20) C(19) 120.2(9) yes . . . C(13) C(21) C(22) 118.7(7) yes . . . C(13) C(21) C(26) 124.5(5) yes . . . C(22) C(21) C(26) 116.8(7) yes . . . C(21) C(22) C(23) 121.6(10) yes . . . C(22) C(23) C(24) 121.3(9) yes . . . C(23) C(24) C(25) 118.2(8) yes . . . C(24) C(25) C(26) 121.9(9) yes . . . C(21) C(26) C(25) 120.1(6) yes . . . C(1) C(1) H(1) 122.4 no 2_757 . . C(1) C(1) H(2) 92.4 no 2_757 . . C(2) C(1) H(1) 114.9 no . . . C(2) C(1) H(2) 88.3 no . . . H(1) C(1) H(2) 109.5 no . . . C(1) C(2) H(3) 119.2 no . . . C(1) C(2) H(4) 90.2 no . . . C(3) C(2) H(3) 108.1 no . . . C(3) C(2) H(4) 104.7 no . . . H(3) C(2) H(4) 109.5 no . . . C(2) C(3) H(5) 111.2 no . . . C(2) C(3) H(6) 108.2 no . . . C(4) C(3) H(5) 108.9 no . . . C(4) C(3) H(6) 108.9 no . . . H(5) C(3) H(6) 109.5 no . . . C(3) C(4) H(7) 108.7 no . . . C(3) C(4) H(8) 108.6 no . . . C(5) C(4) H(7) 108.7 no . . . C(5) C(4) H(8) 108.6 no . . . H(7) C(4) H(8) 109.5 no . . . C(4) C(5) H(9) 109.0 no . . . C(6) C(5) H(9) 109.1 no . . . C(13) C(5) H(9) 109.2 no . . . O(3) C(8) H(10) 109.4 no . . . O(3) C(8) H(11) 109.3 no . . . C(9) C(8) H(10) 109.5 no . . . C(9) C(8) H(11) 109.3 no . . . H(10) C(8) H(11) 109.5 no . . . O(4) C(9) H(12) 109.8 no . . . O(4) C(9) H(13) 109.8 no . . . C(8) C(9) H(12) 109.8 no . . . C(8) C(9) H(13) 110.0 no . . . H(12) C(9) H(13) 109.5 no . . . C(10) C(11) H(14) 120.4 no . . . C(12) C(11) H(14) 119.6 no 2_757 . . C(10) C(12) H(15) 116.6 no . . . C(11) C(12) H(15) 123.4 no 2_757 . . C(15) C(16) H(20) 119.7 no . . . C(17) C(16) H(20) 120.0 no . . . C(16) C(17) H(19) 119.4 no . . . C(18) C(17) H(19) 119.8 no . . . C(17) C(18) H(18) 120.0 no . . . C(19) C(18) H(18) 120.3 no . . . C(18) C(19) H(17) 120.0 no . . . C(20) C(19) H(17) 120.0 no . . . C(15) C(20) H(16) 119.9 no . . . C(19) C(20) H(16) 119.9 no . . . C(21) C(22) H(21) 119.1 no . . . C(23) C(22) H(21) 119.3 no . . . C(22) C(23) H(22) 119.4 no . . . C(24) C(23) H(22) 119.3 no . . . C(23) C(24) H(23) 120.9 no . . . C(25) C(24) H(23) 120.9 no . . . C(24) C(25) H(24) 119.2 no . . . C(26) C(25) H(24) 118.9 no . . . C(21) C(26) H(25) 119.9 no . . . C(25) C(26) H(25) 120.0 no . . . C(14) C(27) H(26) 109.6 no . . . C(14) C(27) H(27) 109.4 no . . . C(14) C(27) H(28) 109.4 no . . . H(26) C(27) H(27) 109.5 no . . . H(26) C(27) H(28) 109.5 no . . . H(27) C(27) H(28) 109.5 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C(13) O(1) C(14) C(6) -9.1(5) ? . . . . C(13) O(1) C(14) C(27) 172.6(3) ? . . . . C(14) O(1) C(13) C(5) 17.3(4) ? . . . . C(14) O(1) C(13) C(15) 140.0(4) ? . . . . C(14) O(1) C(13) C(21) -101.9(4) ? . . . . C(7) O(3) C(8) C(9) 115.8(5) ? . . . . C(8) O(3) C(7) O(2) 9.0(7) ? . . . . C(8) O(3) C(7) C(6) -172.2(3) ? . . . . C(9) O(4) C(10) C(11) 8.2(7) ? . . . . C(9) O(4) C(10) C(12) -171.7(4) ? . . . . C(10) O(4) C(9) C(8) -179.3(4) ? . . . . C(1) C(1) C(2) C(3) -175.3(9) ? 2_757 . . . C(2) C(1) C(1) C(2) -83.0(17) ? . . 2_757 2_757 C(1) C(2) C(3) C(4) 131.5(12) ? . . . . C(2) C(3) C(4) C(5) 177.1(5) ? . . . . C(3) C(4) C(5) C(6) -153.7(5) ? . . . . C(3) C(4) C(5) C(13) 91.4(6) ? . . . . C(4) C(5) C(6) C(7) 63.2(7) ? . . . . C(4) C(5) C(6) C(14) -110.9(5) ? . . . . C(4) C(5) C(13) O(1) 102.8(5) ? . . . . C(4) C(5) C(13) C(15) -14.3(9) ? . . . . C(4) C(5) C(13) C(21) -143.7(6) ? . . . . C(6) C(5) C(13) O(1) -18.1(4) ? . . . . C(6) C(5) C(13) C(15) -135.2(6) ? . . . . C(6) C(5) C(13) C(21) 95.4(6) ? . . . . C(13) C(5) C(6) C(7) -171.9(5) ? . . . . C(13) C(5) C(6) C(14) 14.0(5) ? . . . . C(5) C(6) C(7) O(2) -168.8(5) ? . . . . C(5) C(6) C(7) O(3) 12.5(7) ? . . . . C(5) C(6) C(14) O(1) -3.9(6) ? . . . . C(5) C(6) C(14) C(27) 174.0(4) ? . . . . C(7) C(6) C(14) O(1) -177.9(4) ? . . . . C(7) C(6) C(14) C(27) 0.0(9) ? . . . . C(14) C(6) C(7) O(2) 4.4(9) ? . . . . C(14) C(6) C(7) O(3) -174.3(4) ? . . . . O(3) C(8) C(9) O(4) 69.4(6) ? . . . . O(4) C(10) C(11) C(12) -179.0(4) ? . . . 2_757 O(4) C(10) C(12) C(11) 179.4(4) ? . . . 2_757 C(11) C(10) C(12) C(11) -0.5(7) ? . . . 2_757 C(12) C(10) C(11) C(12) 1.0(7) ? . . . 2_757 C(10) C(11) C(12) C(10) -0.4(7) ? . . 2_757 2_757 O(1) C(13) C(15) C(16) 158.4(5) ? . . . . O(1) C(13) C(15) C(20) -25.0(6) ? . . . . O(1) C(13) C(21) C(22) -43.4(8) ? . . . . O(1) C(13) C(21) C(26) 139.5(7) ? . . . . C(5) C(13) C(15) C(16) -86.6(7) ? . . . . C(5) C(13) C(15) C(20) 90.0(7) ? . . . . C(5) C(13) C(21) C(22) -155.9(7) ? . . . . C(5) C(13) C(21) C(26) 26.9(10) ? . . . . C(15) C(13) C(21) C(22) 72.3(9) ? . . . . C(15) C(13) C(21) C(26) -104.9(8) ? . . . . C(21) C(13) C(15) C(16) 44.0(7) ? . . . . C(21) C(13) C(15) C(20) -139.4(6) ? . . . . C(13) C(15) C(16) C(17) 176.3(6) ? . . . . C(13) C(15) C(20) C(19) -177.3(6) ? . . . . C(16) C(15) C(20) C(19) -0.6(9) ? . . . . C(20) C(15) C(16) C(17) -0.4(9) ? . . . . C(15) C(16) C(17) C(18) -0.2(9) ? . . . . C(16) C(17) C(18) C(19) 1.6(14) ? . . . . C(17) C(18) C(19) C(20) -2.6(13) ? . . . . C(18) C(19) C(20) C(15) 2.1(11) ? . . . . C(13) C(21) C(22) C(23) -177.1(8) ? . . . . C(13) C(21) C(26) C(25) 177.0(7) ? . . . . C(22) C(21) C(26) C(25) -0.1(9) ? . . . . C(26) C(21) C(22) C(23) 0.3(10) ? . . . . C(21) C(22) C(23) C(24) 1.3(17) ? . . . . C(22) C(23) C(24) C(25) -2.9(17) ? . . . . C(23) C(24) C(25) C(26) 3.0(16) ? . . . . C(24) C(25) C(26) C(21) -1.5(14) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O(2) O(2) 3.251(6) ? . 7_656 O(2) O(3) 3.526(5) ? . 7_656 O(2) C(7) 3.434(7) ? . 7_656 O(2) C(8) 3.600(5) ? . 7_656 O(2) C(9) 3.300(7) ? . 2_756 O(3) O(2) 3.526(5) ? . 7_656 O(3) C(11) 3.508(9) ? . 8_454 O(3) C(12) 3.511(9) ? . 7_657 C(7) O(2) 3.434(7) ? . 7_656 C(8) O(2) 3.600(5) ? . 7_656 C(9) O(2) 3.300(7) ? . 2_756 C(11) O(3) 3.508(9) ? . 8_555 C(12) O(3) 3.511(9) ? . 7_657 O(1) H(18) 2.924 ? . 4_564 O(1) H(19) 3.153 ? . 4_564 O(2) H(10) 3.310 ? . 7_656 O(2) H(11) 3.414 ? . 7_656 O(2) H(12) 3.445 ? . 2_756 O(2) H(13) 2.442 ? . 2_756 O(2) H(14) 2.973 ? . 2_756 O(3) H(14) 2.803 ? . 8_454 O(3) H(15) 2.923 ? . 7_657 O(4) H(15) 2.718 ? . 7_657 O(4) H(24) 3.248 ? . 8_555 C(1) H(17) 3.583 ? . 3_767 C(1) H(17) 3.594 ? . 4_565 C(1) H(23) 3.483 ? . 2_656 C(2) H(26) 3.315 ? . 2_756 C(3) H(23) 3.588 ? . 2_656 C(3) H(24) 3.046 ? . 2_656 C(7) H(13) 3.480 ? . 2_756 C(7) H(14) 3.439 ? . 8_454 C(8) H(14) 3.438 ? . 8_454 C(8) H(15) 3.295 ? . 7_657 C(8) H(27) 3.319 ? . 7_656 C(8) H(28) 3.454 ? . 7_656 C(9) H(11) 3.574 ? . 2_756 C(9) H(15) 3.588 ? . 7_657 C(10) H(24) 3.300 ? . 8_555 C(10) H(25) 3.386 ? . 8_555 C(11) H(9) 3.307 ? . 8_555 C(11) H(10) 3.579 ? . 8_555 C(11) H(25) 3.033 ? . 8_555 C(12) H(5) 3.404 ? . 7_657 C(12) H(9) 3.317 ? . 7_657 C(12) H(10) 3.505 ? . 7_657 C(12) H(24) 3.567 ? . 8_555 C(12) H(25) 3.347 ? . 7_657 C(14) H(18) 3.532 ? . 4_564 C(16) H(22) 3.304 ? . 3_666 C(17) H(21) 3.250 ? . 4_565 C(17) H(22) 3.046 ? . 3_666 C(18) H(16) 3.391 ? . 4_565 C(18) H(17) 3.316 ? . 3_767 C(18) H(22) 3.492 ? . 3_666 C(18) H(26) 3.295 ? . 4_565 C(19) H(2) 3.584 ? . 3_767 C(19) H(17) 3.481 ? . 3_767 C(19) H(18) 3.510 ? . 3_767 C(20) H(18) 3.482 ? . 4_564 C(20) H(19) 3.378 ? . 4_564 C(22) H(19) 3.353 ? . 4_564 C(23) H(28) 3.570 ? . 2_655 C(24) H(1) 3.453 ? . 2_656 C(24) H(6) 3.426 ? . 2_656 C(24) H(20) 3.531 ? . 2_656 C(24) H(28) 3.150 ? . 2_655 C(25) H(5) 3.453 ? . 2_656 C(25) H(6) 3.294 ? . 2_656 C(25) H(12) 3.124 ? . 8_454 C(25) H(20) 3.306 ? . 2_656 C(25) H(25) 3.530 ? . 2_656 C(26) H(12) 3.166 ? . 8_454 C(27) H(3) 3.009 ? . 2_756 C(27) H(10) 3.060 ? . 7_656 C(27) H(18) 3.231 ? . 4_564 C(27) H(23) 3.543 ? . 2_655 H(1) C(24) 3.453 ? . 2_656 H(1) H(17) 3.203 ? . 4_565 H(1) H(23) 2.559 ? . 2_656 H(1) H(26) 3.207 ? . 1_556 H(1) H(28) 3.443 ? . 1_556 H(2) C(19) 3.584 ? . 3_767 H(2) H(17) 2.763 ? . 3_767 H(2) H(17) 3.514 ? . 4_565 H(2) H(26) 3.114 ? . 2_756 H(3) C(27) 3.009 ? . 2_756 H(3) H(26) 2.486 ? . 2_756 H(3) H(27) 2.702 ? . 2_756 H(3) H(28) 3.507 ? . 2_756 H(5) C(12) 3.404 ? . 7_657 H(5) C(25) 3.453 ? . 2_656 H(5) H(15) 2.828 ? . 7_657 H(5) H(23) 3.596 ? . 2_656 H(5) H(24) 2.566 ? . 2_656 H(6) C(24) 3.426 ? . 2_656 H(6) C(25) 3.294 ? . 2_656 H(6) H(23) 2.944 ? . 2_656 H(6) H(24) 2.670 ? . 2_656 H(7) H(26) 3.365 ? . 2_756 H(7) H(27) 3.362 ? . 2_756 H(8) H(26) 3.087 ? . 2_756 H(9) C(11) 3.307 ? . 8_454 H(9) C(12) 3.317 ? . 7_657 H(9) H(14) 3.016 ? . 8_454 H(9) H(15) 3.071 ? . 7_657 H(9) H(24) 3.515 ? . 2_656 H(10) O(2) 3.310 ? . 7_656 H(10) C(11) 3.579 ? . 8_454 H(10) C(12) 3.505 ? . 7_657 H(10) C(27) 3.060 ? . 7_656 H(10) H(14) 3.032 ? . 8_454 H(10) H(15) 2.980 ? . 7_657 H(10) H(27) 2.544 ? . 7_656 H(10) H(28) 2.750 ? . 7_656 H(11) O(2) 3.414 ? . 7_656 H(11) C(9) 3.574 ? . 2_756 H(11) H(11) 3.207 ? . 2_756 H(11) H(12) 3.324 ? . 2_756 H(11) H(13) 3.182 ? . 2_756 H(11) H(27) 3.327 ? . 7_656 H(11) H(28) 3.337 ? . 7_656 H(12) O(2) 3.445 ? . 2_756 H(12) C(25) 3.124 ? . 8_555 H(12) C(26) 3.166 ? . 8_555 H(12) H(11) 3.324 ? . 2_756 H(12) H(24) 3.115 ? . 8_555 H(12) H(25) 3.221 ? . 8_555 H(13) O(2) 2.442 ? . 2_756 H(13) C(7) 3.480 ? . 2_756 H(13) H(11) 3.182 ? . 2_756 H(13) H(27) 3.546 ? . 2_756 H(14) O(2) 2.973 ? . 2_756 H(14) O(3) 2.803 ? . 8_555 H(14) C(7) 3.439 ? . 8_555 H(14) C(8) 3.438 ? . 8_555 H(14) H(9) 3.016 ? . 8_555 H(14) H(10) 3.032 ? . 8_555 H(14) H(25) 3.141 ? . 8_555 H(14) H(27) 3.418 ? . 2_756 H(15) O(3) 2.923 ? . 7_657 H(15) O(4) 2.718 ? . 7_657 H(15) C(8) 3.295 ? . 7_657 H(15) C(9) 3.588 ? . 7_657 H(15) H(5) 2.828 ? . 7_657 H(15) H(9) 3.071 ? . 7_657 H(15) H(10) 2.980 ? . 7_657 H(15) H(15) 3.054 ? . 7_657 H(16) C(18) 3.391 ? . 4_564 H(16) H(16) 3.189 ? . 2_756 H(16) H(17) 3.436 ? . 2_756 H(16) H(18) 2.712 ? . 4_564 H(16) H(19) 3.182 ? . 4_564 H(17) C(1) 3.583 ? . 3_767 H(17) C(1) 3.594 ? . 4_564 H(17) C(18) 3.316 ? . 3_767 H(17) C(19) 3.481 ? . 3_767 H(17) H(1) 3.203 ? . 4_564 H(17) H(2) 2.763 ? . 3_767 H(17) H(2) 3.514 ? . 4_564 H(17) H(16) 3.436 ? . 2_756 H(17) H(17) 3.226 ? . 2_756 H(17) H(17) 3.416 ? . 3_767 H(17) H(18) 3.106 ? . 3_767 H(18) O(1) 2.924 ? . 4_565 H(18) C(14) 3.532 ? . 4_565 H(18) C(19) 3.510 ? . 3_767 H(18) C(20) 3.482 ? . 4_565 H(18) C(27) 3.231 ? . 4_565 H(18) H(16) 2.712 ? . 4_565 H(18) H(17) 3.106 ? . 3_767 H(18) H(26) 2.536 ? . 4_565 H(18) H(28) 3.361 ? . 4_565 H(19) O(1) 3.153 ? . 4_565 H(19) C(20) 3.378 ? . 4_565 H(19) C(22) 3.353 ? . 4_565 H(19) H(16) 3.182 ? . 4_565 H(19) H(21) 2.417 ? . 4_565 H(19) H(22) 3.099 ? . 3_666 H(19) H(23) 3.571 ? . 2_656 H(20) C(24) 3.531 ? . 2_656 H(20) C(25) 3.306 ? . 2_656 H(20) H(22) 3.520 ? . 3_666 H(20) H(23) 3.569 ? . 2_656 H(20) H(24) 3.210 ? . 2_656 H(21) C(17) 3.250 ? . 4_564 H(21) H(19) 2.417 ? . 4_564 H(21) H(22) 3.181 ? . 2_655 H(22) C(16) 3.304 ? . 3_666 H(22) C(17) 3.046 ? . 3_666 H(22) C(18) 3.492 ? . 3_666 H(22) H(19) 3.099 ? . 3_666 H(22) H(20) 3.520 ? . 3_666 H(22) H(21) 3.181 ? . 2_655 H(22) H(28) 3.502 ? . 2_655 H(23) C(1) 3.483 ? . 2_656 H(23) C(3) 3.588 ? . 2_656 H(23) C(27) 3.543 ? . 2_655 H(23) H(1) 2.559 ? . 2_656 H(23) H(5) 3.596 ? . 2_656 H(23) H(6) 2.944 ? . 2_656 H(23) H(19) 3.571 ? . 2_656 H(23) H(20) 3.569 ? . 2_656 H(23) H(26) 3.509 ? . 2_655 H(23) H(28) 2.766 ? . 2_655 H(24) O(4) 3.248 ? . 8_454 H(24) C(3) 3.046 ? . 2_656 H(24) C(10) 3.300 ? . 8_454 H(24) C(12) 3.567 ? . 8_454 H(24) H(5) 2.566 ? . 2_656 H(24) H(6) 2.670 ? . 2_656 H(24) H(9) 3.515 ? . 2_656 H(24) H(12) 3.115 ? . 8_454 H(24) H(20) 3.210 ? . 2_656 H(24) H(25) 3.014 ? . 2_656 H(25) C(10) 3.386 ? . 8_454 H(25) C(11) 3.033 ? . 8_454 H(25) C(12) 3.347 ? . 7_657 H(25) C(25) 3.530 ? . 2_656 H(25) H(12) 3.221 ? . 8_454 H(25) H(14) 3.141 ? . 8_454 H(25) H(24) 3.014 ? . 2_656 H(25) H(25) 3.160 ? . 2_656 H(26) C(2) 3.315 ? . 2_756 H(26) C(18) 3.295 ? . 4_564 H(26) H(1) 3.207 ? . 1_554 H(26) H(2) 3.114 ? . 2_756 H(26) H(3) 2.486 ? . 2_756 H(26) H(7) 3.365 ? . 2_756 H(26) H(8) 3.087 ? . 2_756 H(26) H(18) 2.536 ? . 4_564 H(26) H(23) 3.509 ? . 2_655 H(27) C(8) 3.319 ? . 7_656 H(27) H(3) 2.702 ? . 2_756 H(27) H(7) 3.362 ? . 2_756 H(27) H(10) 2.544 ? . 7_656 H(27) H(11) 3.327 ? . 7_656 H(27) H(13) 3.546 ? . 2_756 H(27) H(14) 3.418 ? . 2_756 H(28) C(8) 3.454 ? . 7_656 H(28) C(23) 3.570 ? . 2_655 H(28) C(24) 3.150 ? . 2_655 H(28) H(1) 3.443 ? . 1_554 H(28) H(3) 3.507 ? . 2_756 H(28) H(10) 2.750 ? . 7_656 H(28) H(11) 3.337 ? . 7_656 H(28) H(18) 3.361 ? . 4_564 H(28) H(22) 3.502 ? . 2_655 H(28) H(23) 2.766 ? . 2_655 #============================================================================== # 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 #==============================================================================