# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. #TrackingRef '- DLKays Compound 4 R.cif' _journal_coden_Cambridge 0182 _publ_contact_author_name 'Deborah L. Kays' _publ_contact_author_address ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom ; _publ_contact_author_email Deborah.Kays@nottingham.ac.uk _publ_contact_author_fax '+44-(0) 115 951 3461' _publ_contact_author_phone '+49-(0) 115 951 3555' # TITLE AND AUTHOR LIST _publ_section_title ; Low-coordinate cobalt(II) terphenyl complexes: precursors to sterically encumbered ketones ; loop_ _publ_author_name _publ_author_address 'Benjamin M. Gridley' ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom ; 'Alexander J. Blake' ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom ; 'Adrienne L. Davis' ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, Nottingham ; 'William Lewis' ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom ; 'Graeme J. Moxey' ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom ; 'Deborah L. Kays' ; School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom ; #=== END of CIF # Attachment '- DLKays Compounds 1 and 3 R.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 861639' #TrackingRef '- DLKays Compounds 1 and 3 R.cif' # cobg2a _refine_special_details ; The diethyl ether ligand was disordered over two positions; the occupancies were competitively refined to a 58:42 ratio, and chemically equivalent bond geometries were restrained to be approximately equal. A global rigid bond restraint was applied to the anisotropic displacement parameters of all atoms. ; _nottingham_internal_coll_name COBG2A _nottingham_internal_coll_number 9700 _nottingham_internal_coll_client BG/DLK _nottingham_internal_coll_type hemisphere _nottingham_internal_coll_frame_time '45 s' _nottingham_internal_coll_frame_width '0.3 degrees' _nottingham_internal_coll_frame_method \w _nottingham_internal_coll_user BMG _nottingham_internal_coll_date 25/08/2010 _nottingham_internal_process_user BMG _nottingham_internal_process_date 26/08/2010 _nottingham_internal_solution_user BMG _nottingham_internal_solution_date 27/08/2010 _nottingham_internal_refinement_user BMG _nottingham_internal_refinement_date 05/10/2011 _nottingham_internal_validation_user ? _nottingham_internal_validation_date ? _nottingham_internal_archive_date ? _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H44 Co O' _chemical_formula_sum 'C56 H44 Co O' _chemical_formula_weight 791.84 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' Co Co 0.3494 0.9721 '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 Orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 1/2-x,-y,1/2+z 3 1/2+x,1/2-y,-z 4 -x,1/2+y,1/2-z 5 -x,-y,-z 6 1/2+x,y,1/2-z 7 1/2-x,1/2+y,z 8 x,1/2-y,1/2+z _cell_length_a 18.633(6) _cell_length_b 17.515(5) _cell_length_c 25.292(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8255(4) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 7259 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 25.06 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method ? _exptl_crystal_F_000 3320 _exptl_absorpt_coefficient_mu 0.457 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.606 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 40556 _diffrn_reflns_av_R_equivalents 0.083 _diffrn_reflns_av_sigmaI/netI 0.061 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7259 _reflns_number_gt 5060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36A (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material 'enCIFer (Allen et al., 2004); PLATON (Spek, 2009)' _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^)+(0.050P)^2^+11.11P] 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 7259 _refine_ls_number_parameters 573 _refine_ls_number_restraints 193 _refine_ls_R_factor_all 0.0956 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.141 _refine_ls_wR_factor_gt 0.128 _refine_ls_goodness_of_fit_ref 1.05 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.001 _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 Co1 Co 0.16341(2) 0.84359(3) 0.130719(19) 0.02818(15) Uani 1 1 d U . . O1 O 0.1651(3) 0.7234(3) 0.1391(2) 0.0330(15) Uani 0.579(7) 1 d PDU A 1 O1A O 0.1753(5) 0.7324(5) 0.1125(3) 0.038(2) Uani 0.421(7) 1 d PDU A 2 C1 C 0.25541(19) 0.8978(2) 0.10989(14) 0.0287(8) Uani 1 1 d U A . C2 C 0.31985(17) 0.8830(2) 0.13815(14) 0.0288(8) Uani 1 1 d U . . C3 C 0.38375(18) 0.9231(2) 0.12809(15) 0.0330(9) Uani 1 1 d U A . H3 H 0.4257 0.9126 0.1482 0.040 Uiso 1 1 calc R . . C4 C 0.3853(2) 0.9781(2) 0.08862(16) 0.0373(10) Uani 1 1 d U . . H4 H 0.4280 1.0063 0.0824 0.045 Uiso 1 1 calc R A . C5 C 0.32489(19) 0.9921(2) 0.05829(15) 0.0331(9) Uani 1 1 d U A . H5 H 0.3268 1.0282 0.0303 0.040 Uiso 1 1 calc R . . C6 C 0.26094(18) 0.9529(2) 0.06891(14) 0.0293(8) Uani 1 1 d U . . C7 C 0.32064(17) 0.8248(2) 0.18178(14) 0.0276(8) Uani 1 1 d U A . C8 C 0.27188(18) 0.8301(2) 0.22238(15) 0.0316(9) Uani 1 1 d U . . H8 H 0.2367 0.8694 0.2214 0.038 Uiso 1 1 calc R A . C9 C 0.27247(19) 0.7786(2) 0.26569(15) 0.0349(9) Uani 1 1 d U A . H9 H 0.2374 0.7832 0.2928 0.042 Uiso 1 1 calc R . . C10 C 0.32306(19) 0.7229(2) 0.26862(15) 0.0343(9) Uani 1 1 d U . . H10 H 0.3240 0.6897 0.2983 0.041 Uiso 1 1 calc R A . C11 C 0.37466(18) 0.7140(2) 0.22751(15) 0.0293(8) Uani 1 1 d U A . C12 C 0.42739(19) 0.6548(2) 0.22929(15) 0.0354(9) Uani 1 1 d U . . H12 H 0.4305 0.6228 0.2596 0.042 Uiso 1 1 calc R A . C13 C 0.4733(2) 0.6436(2) 0.18800(16) 0.0415(10) Uani 1 1 d U A . H13 H 0.5084 0.6044 0.1901 0.050 Uiso 1 1 calc R . . C14 C 0.4693(2) 0.6893(2) 0.14246(16) 0.0367(9) Uani 1 1 d U . . H14 H 0.4999 0.6793 0.1132 0.044 Uiso 1 1 calc R A . C15 C 0.42068(18) 0.7490(2) 0.14017(15) 0.0328(9) Uani 1 1 d U A . H15 H 0.4193 0.7806 0.1096 0.039 Uiso 1 1 calc R . . C16 C 0.37292(17) 0.7639(2) 0.18268(14) 0.0284(8) Uani 1 1 d U . . C17 C 0.19777(18) 0.9728(2) 0.03465(14) 0.0289(8) Uani 1 1 d U A . C18 C 0.14825(19) 1.0266(2) 0.05086(16) 0.0368(9) Uani 1 1 d U . . H18 H 0.1521 1.0479 0.0853 0.044 Uiso 1 1 calc R A . C19 C 0.0922(2) 1.0504(3) 0.01740(17) 0.0420(10) Uani 1 1 d U A . H19 H 0.0591 1.0878 0.0295 0.050 Uiso 1 1 calc R . . C20 C 0.0846(2) 1.0207(3) -0.03181(17) 0.0438(10) Uani 1 1 d U . . H20 H 0.0471 1.0383 -0.0542 0.053 Uiso 1 1 calc R A . C21 C 0.1324(2) 0.9635(2) -0.05008(16) 0.0377(9) Uani 1 1 d U A . C22 C 0.1241(2) 0.9286(3) -0.10037(16) 0.0436(10) Uani 1 1 d U . . H22 H 0.0861 0.9445 -0.1228 0.052 Uiso 1 1 calc R A . C23 C 0.1696(3) 0.8726(3) -0.11710(16) 0.0529(12) Uani 1 1 d U A . H23 H 0.1623 0.8493 -0.1506 0.064 Uiso 1 1 calc R . . C24 C 0.2270(2) 0.8492(3) -0.08518(16) 0.0442(10) Uani 1 1 d U . . H24 H 0.2591 0.8110 -0.0975 0.053 Uiso 1 1 calc R A . C25 C 0.2372(2) 0.8813(2) -0.03624(15) 0.0363(9) Uani 1 1 d U A . H25 H 0.2763 0.8648 -0.0150 0.044 Uiso 1 1 calc R . . C26 C 0.19007(19) 0.9389(2) -0.01690(14) 0.0311(9) Uani 1 1 d U . . C27 C 0.06611(18) 0.8721(2) 0.16032(14) 0.0272(8) Uani 1 1 d U A . C28 C 0.00338(18) 0.8443(2) 0.13491(14) 0.0292(8) Uani 1 1 d U . . C29 C -0.0653(2) 0.8606(2) 0.15378(15) 0.0349(9) Uani 1 1 d U A . H29 H -0.1061 0.8418 0.1354 0.042 Uiso 1 1 calc R . . C30 C -0.07450(19) 0.9043(2) 0.19925(15) 0.0334(9) Uani 1 1 d U . . H30 H -0.1214 0.9155 0.2118 0.040 Uiso 1 1 calc R A . C31 C -0.01508(19) 0.9311(2) 0.22588(15) 0.0328(9) Uani 1 1 d U A . H31 H -0.0212 0.9604 0.2572 0.039 Uiso 1 1 calc R . . C32 C 0.05505(18) 0.9154(2) 0.20700(14) 0.0288(8) Uani 1 1 d U . . C33 C 0.01141(18) 0.7970(2) 0.08581(14) 0.0292(8) Uani 1 1 d U A . C34 C 0.05015(19) 0.8247(2) 0.04322(15) 0.0356(9) Uani 1 1 d U . . H34 H 0.0717 0.8737 0.0459 0.043 Uiso 1 1 calc R A . C35 C 0.0588(2) 0.7833(3) -0.00371(16) 0.0452(11) Uani 1 1 d U A . H35 H 0.0855 0.8044 -0.0322 0.054 Uiso 1 1 calc R . . C36 C 0.0285(2) 0.7114(3) -0.00863(16) 0.0425(10) Uani 1 1 d U . . H36 H 0.0338 0.6837 -0.0407 0.051 Uiso 1 1 calc R A . C37 C -0.01035(18) 0.6791(2) 0.03379(15) 0.0330(9) Uani 1 1 d U A . C38 C -0.04044(19) 0.6039(2) 0.02981(16) 0.0375(10) Uani 1 1 d U . . H38 H -0.0354 0.5761 -0.0022 0.045 Uiso 1 1 calc R A . C39 C -0.0760(2) 0.5719(2) 0.07105(17) 0.0421(10) Uani 1 1 d U A . H39 H -0.0960 0.5223 0.0676 0.051 Uiso 1 1 calc R . . C40 C -0.0832(2) 0.6119(2) 0.11869(16) 0.0421(10) Uani 1 1 d U . . H40 H -0.1075 0.5887 0.1476 0.050 Uiso 1 1 calc R A . C41 C -0.05543(19) 0.6848(2) 0.12427(16) 0.0350(9) Uani 1 1 d U A . H41 H -0.0608 0.7111 0.1569 0.042 Uiso 1 1 calc R . . C42 C -0.01888(17) 0.7204(2) 0.08158(14) 0.0279(8) Uani 1 1 d U . . C43 C 0.11737(18) 0.9463(2) 0.23729(14) 0.0280(8) Uani 1 1 d U A . C44 C 0.16187(19) 0.9990(2) 0.21352(16) 0.0348(9) Uani 1 1 d U . . H44 H 0.1519 1.0150 0.1784 0.042 Uiso 1 1 calc R A . C45 C 0.2219(2) 1.0296(2) 0.24009(17) 0.0403(10) Uani 1 1 d U A . H45 H 0.2515 1.0661 0.2229 0.048 Uiso 1 1 calc R . . C46 C 0.2378(2) 1.0069(2) 0.29044(17) 0.0390(10) Uani 1 1 d U . . H46 H 0.2779 1.0285 0.3082 0.047 Uiso 1 1 calc R A . C47 C 0.1947(2) 0.9513(2) 0.31643(15) 0.0349(9) Uani 1 1 d U A . C48 C 0.2125(2) 0.9243(3) 0.36825(17) 0.0436(10) Uani 1 1 d U . . H48 H 0.2518 0.9463 0.3868 0.052 Uiso 1 1 calc R A . C49 C 0.1736(2) 0.8670(3) 0.39138(17) 0.0471(11) Uani 1 1 d U A . H49 H 0.1859 0.8493 0.4257 0.057 Uiso 1 1 calc R . . C50 C 0.1151(2) 0.8345(3) 0.36409(15) 0.0413(10) Uani 1 1 d U . . H50 H 0.0892 0.7939 0.3801 0.050 Uiso 1 1 calc R A . C51 C 0.09460(19) 0.8601(2) 0.31496(15) 0.0330(9) Uani 1 1 d U A . H51 H 0.0543 0.8380 0.2978 0.040 Uiso 1 1 calc R . . C52 C 0.13425(18) 0.9202(2) 0.28967(15) 0.0295(8) Uani 1 1 d U . . C53 C 0.2306(6) 0.7035(8) 0.0572(4) 0.051(3) Uani 0.579(7) 1 d PDU A 1 H53A H 0.1864 0.6950 0.0370 0.077 Uiso 0.579(7) 1 calc PR A 1 H53B H 0.2700 0.6748 0.0409 0.077 Uiso 0.579(7) 1 calc PR A 1 H53C H 0.2423 0.7580 0.0572 0.077 Uiso 0.579(7) 1 calc PR A 1 C53A C 0.2792(7) 0.7080(8) 0.0524(5) 0.063(4) Uani 0.421(7) 1 d PDU A 2 H53D H 0.2899 0.6887 0.0169 0.094 Uiso 0.421(7) 1 calc PR A 2 H53E H 0.3002 0.6738 0.0789 0.094 Uiso 0.421(7) 1 calc PR A 2 H53F H 0.2997 0.7592 0.0565 0.094 Uiso 0.421(7) 1 calc PR A 2 C54 C 0.2200(4) 0.6764(4) 0.1136(3) 0.0370(19) Uani 0.579(7) 1 d PDU A 1 H54A H 0.2049 0.6222 0.1137 0.044 Uiso 0.579(7) 1 calc PR A 1 H54B H 0.2658 0.6805 0.1333 0.044 Uiso 0.579(7) 1 calc PR A 1 C54A C 0.1983(8) 0.7117(12) 0.0602(6) 0.053(4) Uani 0.421(7) 1 d PDU A 2 H54C H 0.1783 0.7491 0.0348 0.064 Uiso 0.421(7) 1 calc PR A 2 H54D H 0.1777 0.6611 0.0514 0.064 Uiso 0.421(7) 1 calc PR A 2 C55 C 0.1445(7) 0.6946(6) 0.1909(4) 0.031(3) Uani 0.579(7) 1 d PDU A 1 H55A H 0.1154 0.7339 0.2091 0.038 Uiso 0.579(7) 1 calc PR A 1 H55B H 0.1884 0.6863 0.2122 0.038 Uiso 0.579(7) 1 calc PR A 1 C55A C 0.1858(6) 0.6723(7) 0.1512(4) 0.052(3) Uani 0.421(7) 1 d PDU A 2 H55C H 0.2330 0.6788 0.1686 0.062 Uiso 0.421(7) 1 calc PR A 2 H55D H 0.1853 0.6220 0.1334 0.062 Uiso 0.421(7) 1 calc PR A 2 C56 C 0.1022(4) 0.6209(5) 0.1891(3) 0.043(2) Uani 0.579(7) 1 d PDU A 1 H56A H 0.0619 0.6264 0.1645 0.065 Uiso 0.579(7) 1 calc PR A 1 H56B H 0.0838 0.6091 0.2245 0.065 Uiso 0.579(7) 1 calc PR A 1 H56C H 0.1334 0.5793 0.1772 0.065 Uiso 0.579(7) 1 calc PR A 1 C56A C 0.1265(10) 0.6751(12) 0.1928(7) 0.060(6) Uani 0.421(7) 1 d PDU A 2 H56D H 0.0797 0.6710 0.1754 0.090 Uiso 0.421(7) 1 calc PR A 2 H56E H 0.1293 0.7235 0.2121 0.090 Uiso 0.421(7) 1 calc PR A 2 H56F H 0.1325 0.6325 0.2175 0.090 Uiso 0.421(7) 1 calc PR A 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 Co1 0.0226(2) 0.0280(3) 0.0340(3) -0.0001(2) 0.0023(2) 0.0002(2) O1 0.036(3) 0.032(3) 0.031(4) 0.004(3) 0.001(3) 0.004(2) O1A 0.043(5) 0.030(4) 0.042(5) 0.003(4) -0.011(4) 0.001(3) C1 0.0267(18) 0.027(2) 0.033(2) -0.0068(16) 0.0016(16) 0.0030(15) C2 0.0215(18) 0.030(2) 0.035(2) -0.0092(16) -0.0010(15) 0.0007(15) C3 0.0227(18) 0.036(2) 0.041(2) -0.0069(18) -0.0038(17) -0.0033(16) C4 0.029(2) 0.032(2) 0.051(3) -0.0070(19) 0.0024(18) -0.0081(17) C5 0.034(2) 0.029(2) 0.036(2) 0.0008(17) 0.0032(17) -0.0054(17) C6 0.0264(18) 0.030(2) 0.031(2) -0.0084(17) 0.0052(15) -0.0003(16) C7 0.0206(17) 0.025(2) 0.037(2) -0.0054(16) -0.0051(15) -0.0027(14) C8 0.0256(19) 0.026(2) 0.043(2) -0.0027(17) 0.0002(16) 0.0016(16) C9 0.028(2) 0.042(2) 0.034(2) -0.0023(18) 0.0067(17) -0.0016(18) C10 0.031(2) 0.035(2) 0.036(2) -0.0001(17) -0.0010(17) -0.0015(17) C11 0.0268(19) 0.028(2) 0.033(2) -0.0049(16) -0.0034(16) -0.0013(16) C12 0.034(2) 0.032(2) 0.040(2) -0.0016(18) -0.0027(17) 0.0037(18) C13 0.039(2) 0.035(3) 0.050(3) 0.002(2) 0.0021(19) 0.0098(19) C14 0.033(2) 0.038(2) 0.039(2) -0.0042(19) 0.0076(18) 0.0053(18) C15 0.0259(18) 0.036(2) 0.037(2) 0.0021(18) -0.0011(16) 0.0042(16) C16 0.0202(17) 0.031(2) 0.034(2) -0.0064(16) -0.0056(15) -0.0027(15) C17 0.0240(17) 0.032(2) 0.031(2) 0.0051(16) 0.0040(15) -0.0049(16) C18 0.033(2) 0.037(2) 0.040(2) 0.0000(18) 0.0034(17) -0.0002(18) C19 0.033(2) 0.044(3) 0.049(3) 0.006(2) 0.0022(19) 0.0050(19) C20 0.035(2) 0.048(3) 0.049(3) 0.017(2) -0.0050(19) -0.002(2) C21 0.034(2) 0.044(3) 0.034(2) 0.0123(18) 0.0014(17) -0.0116(18) C22 0.045(2) 0.055(3) 0.031(2) 0.013(2) -0.0028(19) -0.023(2) C23 0.070(3) 0.060(3) 0.029(2) -0.002(2) 0.005(2) -0.037(3) C24 0.048(2) 0.044(3) 0.040(2) -0.004(2) 0.0129(19) -0.017(2) C25 0.037(2) 0.037(2) 0.035(2) -0.0009(18) 0.0088(17) -0.0089(18) C26 0.0287(19) 0.034(2) 0.030(2) 0.0058(17) 0.0034(16) -0.0099(16) C27 0.0247(18) 0.025(2) 0.032(2) 0.0047(16) 0.0033(15) -0.0002(15) C28 0.0249(17) 0.030(2) 0.0330(19) 0.0093(17) -0.0013(15) -0.0011(16) C29 0.0298(19) 0.037(2) 0.038(2) 0.0061(18) -0.0021(17) -0.0022(17) C30 0.0253(19) 0.034(2) 0.041(2) 0.0060(18) 0.0075(17) 0.0023(17) C31 0.0317(19) 0.029(2) 0.038(2) 0.0011(18) 0.0065(17) 0.0010(17) C32 0.0254(17) 0.027(2) 0.034(2) 0.0090(16) 0.0018(15) 0.0022(15) C33 0.0237(18) 0.033(2) 0.031(2) 0.0047(16) -0.0020(16) 0.0016(16) C34 0.032(2) 0.038(2) 0.037(2) 0.0062(18) 0.0018(17) -0.0051(18) C35 0.051(3) 0.050(3) 0.034(2) 0.005(2) 0.008(2) -0.012(2) C36 0.041(2) 0.055(3) 0.032(2) -0.005(2) 0.0040(18) -0.003(2) C37 0.0220(18) 0.036(2) 0.041(2) 0.0004(18) -0.0081(16) -0.0026(16) C38 0.031(2) 0.040(2) 0.041(2) -0.0086(19) -0.0053(18) 0.0010(18) C39 0.032(2) 0.039(3) 0.055(3) -0.005(2) -0.005(2) -0.0089(19) C40 0.043(2) 0.045(3) 0.039(2) 0.0016(19) -0.0012(19) -0.016(2) C41 0.032(2) 0.036(2) 0.037(2) 0.0002(18) 0.0018(17) -0.0043(17) C42 0.0199(17) 0.034(2) 0.030(2) 0.0026(16) -0.0037(15) -0.0029(15) C43 0.0267(18) 0.020(2) 0.037(2) -0.0052(16) 0.0069(16) 0.0039(15) C44 0.034(2) 0.030(2) 0.041(2) 0.0000(17) 0.0046(18) 0.0010(17) C45 0.032(2) 0.032(2) 0.058(3) -0.003(2) 0.006(2) -0.0059(18) C46 0.030(2) 0.032(2) 0.055(3) -0.019(2) -0.0009(19) -0.0051(17) C47 0.033(2) 0.032(2) 0.040(2) -0.0152(18) 0.0018(17) 0.0055(17) C48 0.043(2) 0.049(3) 0.038(2) -0.015(2) -0.007(2) 0.004(2) C49 0.055(3) 0.058(3) 0.029(2) -0.005(2) 0.002(2) 0.010(2) C50 0.044(2) 0.046(3) 0.034(2) 0.000(2) 0.0082(19) 0.0040(19) C51 0.0275(19) 0.034(2) 0.037(2) -0.0023(17) 0.0039(17) 0.0015(16) C52 0.0275(18) 0.025(2) 0.036(2) -0.0064(16) 0.0066(16) 0.0029(16) C53 0.053(8) 0.046(7) 0.054(5) -0.008(4) 0.016(6) 0.008(8) C53A 0.068(8) 0.053(8) 0.066(8) -0.007(7) -0.001(7) 0.029(8) C54 0.032(4) 0.029(4) 0.050(4) -0.008(3) 0.002(3) 0.004(3) C54A 0.067(10) 0.046(8) 0.046(6) -0.014(5) -0.012(7) 0.004(9) C55 0.032(7) 0.024(5) 0.038(5) 0.001(3) 0.002(4) 0.001(4) C55A 0.060(7) 0.038(6) 0.057(7) 0.009(6) -0.017(6) 0.003(6) C56 0.039(4) 0.041(5) 0.050(5) 0.008(4) 0.003(4) -0.010(4) C56A 0.036(10) 0.064(15) 0.081(10) 0.026(9) -0.015(6) -0.018(8) _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 Co1 O1A 2.014(8) . ? Co1 C27 2.024(3) . ? Co1 C1 2.030(4) . ? Co1 O1 2.116(6) . ? O1 C55 1.455(10) . ? O1 C54 1.463(8) . ? O1A C54A 1.437(13) . ? O1A C55A 1.451(11) . ? C1 C6 1.420(5) . ? C1 C2 1.421(5) . ? C2 C3 1.406(5) . ? C2 C7 1.502(5) . ? C3 C4 1.387(5) . ? C3 H3 0.9500 . ? C4 C5 1.384(5) . ? C4 H4 0.9500 . ? C5 C6 1.401(5) . ? C5 H5 0.9500 . ? C6 C17 1.503(5) . ? C7 C8 1.374(5) . ? C7 C16 1.445(5) . ? C8 C9 1.419(5) . ? C8 H8 0.9500 . ? C9 C10 1.359(5) . ? C9 H9 0.9500 . ? C10 C11 1.425(5) . ? C10 H10 0.9500 . ? C11 C12 1.429(5) . ? C11 C16 1.432(5) . ? C12 C13 1.364(5) . ? C12 H12 0.9500 . ? C13 C14 1.405(6) . ? C13 H13 0.9500 . ? C14 C15 1.385(5) . ? C14 H14 0.9500 . ? C15 C16 1.420(5) . ? C15 H15 0.9500 . ? C17 C18 1.381(5) . ? C17 C26 1.440(5) . ? C18 C19 1.408(5) . ? C18 H18 0.9500 . ? C19 C20 1.356(6) . ? C19 H19 0.9500 . ? C20 C21 1.418(6) . ? C20 H20 0.9500 . ? C21 C22 1.420(6) . ? C21 C26 1.429(5) . ? C22 C23 1.363(6) . ? C22 H22 0.9500 . ? C23 C24 1.402(6) . ? C23 H23 0.9500 . ? C24 C25 1.372(5) . ? C24 H24 0.9500 . ? C25 C26 1.425(5) . ? C25 H25 0.9500 . ? C27 C32 1.418(5) . ? C27 C28 1.420(5) . ? C28 C29 1.395(5) . ? C28 C33 1.500(5) . ? C29 C30 1.392(5) . ? C29 H29 0.9500 . ? C30 C31 1.378(5) . ? C30 H30 0.9500 . ? C31 C32 1.418(5) . ? C31 H31 0.9500 . ? C32 C43 1.493(5) . ? C33 C34 1.384(5) . ? C33 C42 1.459(5) . ? C34 C35 1.401(6) . ? C34 H34 0.9500 . ? C35 C36 1.385(6) . ? C35 H35 0.9500 . ? C36 C37 1.413(5) . ? C36 H36 0.9500 . ? C37 C42 1.418(5) . ? C37 C38 1.434(5) . ? C38 C39 1.357(5) . ? C38 H38 0.9500 . ? C39 C40 1.400(6) . ? C39 H39 0.9500 . ? C40 C41 1.385(6) . ? C40 H40 0.9500 . ? C41 C42 1.421(5) . ? C41 H41 0.9500 . ? C43 C44 1.378(5) . ? C43 C52 1.437(5) . ? C44 C45 1.411(5) . ? C44 H44 0.9500 . ? C45 C46 1.366(6) . ? C45 H45 0.9500 . ? C46 C47 1.424(6) . ? C46 H46 0.9500 . ? C47 C52 1.423(5) . ? C47 C48 1.432(6) . ? C48 C49 1.369(6) . ? C48 H48 0.9500 . ? C49 C50 1.409(6) . ? C49 H49 0.9500 . ? C50 C51 1.375(5) . ? C50 H50 0.9500 . ? C51 C52 1.436(5) . ? C51 H51 0.9500 . ? C53 C54 1.515(11) . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C53A C54A 1.522(13) . ? C53A H53D 0.9800 . ? C53A H53E 0.9800 . ? C53A H53F 0.9800 . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C54A H54C 0.9900 . ? C54A H54D 0.9900 . ? C55 C56 1.515(10) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C55A C56A 1.525(14) . ? C55A H55C 0.9900 . ? C55A H55D 0.9900 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? C56A H56D 0.9800 . ? C56A H56E 0.9800 . ? C56A H56F 0.9800 . ? 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 O1A Co1 C27 115.0(3) . . ? O1A Co1 C1 107.5(3) . . ? C27 Co1 C1 137.49(15) . . ? O1A Co1 O1 19.8(2) . . ? C27 Co1 O1 102.83(19) . . ? C1 Co1 O1 118.61(19) . . ? C55 O1 C54 112.8(7) . . ? C55 O1 Co1 115.5(5) . . ? C54 O1 Co1 121.8(5) . . ? C54A O1A C55A 113.6(11) . . ? C54A O1A Co1 119.2(10) . . ? C55A O1A Co1 124.1(7) . . ? C6 C1 C2 115.5(3) . . ? C6 C1 Co1 124.7(3) . . ? C2 C1 Co1 119.8(3) . . ? C3 C2 C1 122.2(4) . . ? C3 C2 C7 117.6(3) . . ? C1 C2 C7 120.1(3) . . ? C4 C3 C2 119.7(3) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 119.9(4) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C1 122.3(3) . . ? C5 C6 C17 116.3(3) . . ? C1 C6 C17 121.4(3) . . ? C8 C7 C16 118.9(3) . . ? C8 C7 C2 119.7(3) . . ? C16 C7 C2 121.3(3) . . ? C7 C8 C9 121.9(3) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C10 C9 C8 120.3(4) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 C11 120.5(4) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 121.4(4) . . ? C10 C11 C16 119.7(3) . . ? C12 C11 C16 118.9(3) . . ? C13 C12 C11 120.7(4) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 120.8(4) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C15 C14 C13 120.0(4) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 121.1(4) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C15 C16 C11 118.3(3) . . ? C15 C16 C7 123.1(3) . . ? C11 C16 C7 118.6(3) . . ? C18 C17 C26 118.9(3) . . ? C18 C17 C6 120.7(3) . . ? C26 C17 C6 120.3(3) . . ? C17 C18 C19 121.3(4) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? C20 C19 C18 121.0(4) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C19 C20 C21 120.3(4) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C22 121.8(4) . . ? C20 C21 C26 119.6(4) . . ? C22 C21 C26 118.5(4) . . ? C23 C22 C21 121.3(4) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C22 C23 C24 120.4(4) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 120.4(4) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C26 120.9(4) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? C25 C26 C21 118.4(4) . . ? C25 C26 C17 122.8(3) . . ? C21 C26 C17 118.8(4) . . ? C32 C27 C28 116.1(3) . . ? C32 C27 Co1 124.8(3) . . ? C28 C27 Co1 119.0(3) . . ? C29 C28 C27 122.0(3) . . ? C29 C28 C33 119.2(3) . . ? C27 C28 C33 118.8(3) . . ? C30 C29 C28 120.6(4) . . ? C30 C29 H29 119.7 . . ? C28 C29 H29 119.7 . . ? C31 C30 C29 119.4(3) . . ? C31 C30 H30 120.3 . . ? C29 C30 H30 120.3 . . ? C30 C31 C32 120.6(4) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C27 C32 C31 121.2(3) . . ? C27 C32 C43 120.5(3) . . ? C31 C32 C43 118.2(3) . . ? C34 C33 C42 117.8(3) . . ? C34 C33 C28 120.2(3) . . ? C42 C33 C28 122.0(3) . . ? C33 C34 C35 122.6(4) . . ? C33 C34 H34 118.7 . . ? C35 C34 H34 118.7 . . ? C36 C35 C34 120.0(4) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C35 C36 C37 120.3(4) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C36 C37 C42 120.0(4) . . ? C36 C37 C38 121.0(4) . . ? C42 C37 C38 119.0(4) . . ? C39 C38 C37 121.1(4) . . ? C39 C38 H38 119.5 . . ? C37 C38 H38 119.5 . . ? C38 C39 C40 120.1(4) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? C41 C40 C39 120.8(4) . . ? C41 C40 H40 119.6 . . ? C39 C40 H40 119.6 . . ? C40 C41 C42 120.5(4) . . ? C40 C41 H41 119.8 . . ? C42 C41 H41 119.8 . . ? C37 C42 C41 118.5(3) . . ? C37 C42 C33 119.3(3) . . ? C41 C42 C33 122.3(3) . . ? C44 C43 C52 118.9(3) . . ? C44 C43 C32 119.1(3) . . ? C52 C43 C32 121.8(3) . . ? C43 C44 C45 121.6(4) . . ? C43 C44 H44 119.2 . . ? C45 C44 H44 119.2 . . ? C46 C45 C44 120.4(4) . . ? C46 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C45 C46 C47 120.4(4) . . ? C45 C46 H46 119.8 . . ? C47 C46 H46 119.8 . . ? C52 C47 C46 119.3(4) . . ? C52 C47 C48 119.5(4) . . ? C46 C47 C48 121.2(4) . . ? C49 C48 C47 120.6(4) . . ? C49 C48 H48 119.7 . . ? C47 C48 H48 119.7 . . ? C48 C49 C50 119.7(4) . . ? C48 C49 H49 120.1 . . ? C50 C49 H49 120.1 . . ? C51 C50 C49 121.7(4) . . ? C51 C50 H50 119.1 . . ? C49 C50 H50 119.1 . . ? C50 C51 C52 119.9(4) . . ? C50 C51 H51 120.1 . . ? C52 C51 H51 120.1 . . ? C47 C52 C51 118.4(3) . . ? C47 C52 C43 119.3(3) . . ? C51 C52 C43 122.1(3) . . ? C54A C53A H53D 109.5 . . ? C54A C53A H53E 109.5 . . ? H53D C53A H53E 109.5 . . ? C54A C53A H53F 109.5 . . ? H53D C53A H53F 109.5 . . ? H53E C53A H53F 109.5 . . ? O1 C54 C53 109.3(6) . . ? O1 C54 H54A 109.8 . . ? C53 C54 H54A 109.8 . . ? O1 C54 H54B 109.8 . . ? C53 C54 H54B 109.8 . . ? H54A C54 H54B 108.3 . . ? O1A C54A C53A 115.1(12) . . ? O1A C54A H54C 108.5 . . ? C53A C54A H54C 108.5 . . ? O1A C54A H54D 108.5 . . ? C53A C54A H54D 108.5 . . ? H54C C54A H54D 107.5 . . ? O1 C55 C56 114.0(9) . . ? O1 C55 H55A 108.8 . . ? C56 C55 H55A 108.8 . . ? O1 C55 H55B 108.8 . . ? C56 C55 H55B 108.8 . . ? H55A C55 H55B 107.7 . . ? O1A C55A C56A 110.2(12) . . ? O1A C55A H55C 109.6 . . ? C56A C55A H55C 109.6 . . ? O1A C55A H55D 109.6 . . ? C56A C55A H55D 109.6 . . ? H55C C55A H55D 108.1 . . ? C55A C56A H56D 109.5 . . ? C55A C56A H56E 109.5 . . ? H56D C56A H56E 109.5 . . ? C55A C56A H56F 109.5 . . ? H56D C56A H56F 109.5 . . ? H56E C56A H56F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.52 _refine_diff_density_min -0.50 _refine_diff_density_rms 0.06 #=== END data_2 _database_code_depnum_ccdc_archive 'CCDC 861640' #TrackingRef '- DLKays Compounds 1 and 3 R.cif' # cobg2d _refine_special_details ; The C58 C59 O3 C60 C61 diethyl ether lattice molecule is disordered over two positions; the occupancies were competitively refined to a 61:39 ratio, chemically equivalent bond geometries were restrained to be approximately equal and rigid bond restraints were applied to the displacement parameters of these atoms. Furthermore, the displacement parameters for atoms C58 C59 C58a C59a C60a and C61a were refined isotropically as sensible anisotropic displacement parameters could not be attained. Although this structure has a relatively high R~1~ value (0.107), if this is compared to the values of R~int~ (0.093) and R~sigma~ (0.102), we can conclude that there is no evidence for serious systematic errors in this structure determination. ; _nottingham_internal_coll_name COBG2D _nottingham_internal_coll_number 10281 _nottingham_internal_coll_client BG/DLK _nottingham_internal_coll_type hemi _nottingham_internal_coll_frame_time '40 s' _nottingham_internal_coll_frame_width '0.3 degrees' _nottingham_internal_coll_frame_method \w _nottingham_internal_coll_user BMG _nottingham_internal_coll_date 13/04/11 _nottingham_internal_process_user BMG _nottingham_internal_process_date 14/04/2011 _nottingham_internal_solution_user BMG _nottingham_internal_solution_date 14/04/2011 _nottingham_internal_refinement_user BMG _nottingham_internal_refinement_date 05/10/2011 _nottingham_internal_validation_user ? _nottingham_internal_validation_date ? _nottingham_internal_archive_date ? _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C53 H34 O, 2(C4 H10 O)' _chemical_formula_sum 'C61 H54 O3' _chemical_formula_weight 835.04 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 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 13.933(3) _cell_length_b 18.322(4) _cell_length_c 19.888(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.637(4) _cell_angle_gamma 90.00 _cell_volume 4912.4(17) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4594 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.1 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_max 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method ? _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.492 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 22879 _diffrn_reflns_av_R_equivalents 0.093 _diffrn_reflns_av_sigmaI/netI 0.102 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8569 _reflns_number_gt 5115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36A (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'enCIFer (Allen et al., 2004); PLATON (Spek, 2009)' _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^)+(0.101P)^2^+5.496P] 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 8569 _refine_ls_number_parameters 599 _refine_ls_number_restraints 100 _refine_ls_R_factor_all 0.168 _refine_ls_R_factor_gt 0.107 _refine_ls_wR_factor_ref 0.273 _refine_ls_wR_factor_gt 0.240 _refine_ls_goodness_of_fit_ref 1.13 _refine_ls_restrained_S_all 1.12 _refine_ls_shift/su_max 0.001 _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 0.2729(2) 0.37006(17) 0.38748(16) 0.0347(8) Uani 1 1 d . . . C1 C 0.2647(3) 0.3032(2) 0.3840(2) 0.0267(10) Uani 1 1 d . . . C2 C 0.3182(3) 0.2526(3) 0.4437(2) 0.0311(10) Uani 1 1 d . . . C3 C 0.3667(3) 0.1872(2) 0.4324(2) 0.0327(11) Uani 1 1 d . . . C4 C 0.3999(4) 0.1369(3) 0.4881(3) 0.0382(12) Uani 1 1 d . . . H4 H 0.4318 0.0929 0.4804 0.046 Uiso 1 1 calc R . . C5 C 0.3856(4) 0.1519(3) 0.5552(3) 0.0408(12) Uani 1 1 d . . . H5 H 0.4021 0.1161 0.5909 0.049 Uiso 1 1 calc R . . C6 C 0.3475(4) 0.2190(3) 0.5683(3) 0.0399(12) Uani 1 1 d . . . H6 H 0.3432 0.2302 0.6141 0.048 Uiso 1 1 calc R . . C7 C 0.3144(3) 0.2720(2) 0.5139(2) 0.0316(10) Uani 1 1 d . . . C8 C 0.3988(3) 0.1723(2) 0.3649(2) 0.0328(11) Uani 1 1 d . . . C9 C 0.3428(4) 0.1295(3) 0.3109(3) 0.0408(12) Uani 1 1 d . . . H9 H 0.2824 0.1084 0.3154 0.049 Uiso 1 1 calc R . . C10 C 0.3754(4) 0.1169(3) 0.2482(3) 0.0465(13) Uani 1 1 d . . . H10 H 0.3353 0.0888 0.2115 0.056 Uiso 1 1 calc R . . C11 C 0.4637(4) 0.1452(3) 0.2416(3) 0.0443(13) Uani 1 1 d . . . H11 H 0.4839 0.1364 0.2001 0.053 Uiso 1 1 calc R . . C12 C 0.5268(4) 0.1881(3) 0.2964(3) 0.0407(12) Uani 1 1 d . . . C13 C 0.6200(4) 0.2177(3) 0.2918(3) 0.0496(14) Uani 1 1 d . . . H13 H 0.6414 0.2095 0.2508 0.060 Uiso 1 1 calc R . . C14 C 0.6802(4) 0.2582(3) 0.3454(4) 0.0580(17) Uani 1 1 d . . . H14 H 0.7413 0.2777 0.3406 0.070 Uiso 1 1 calc R . . C15 C 0.6486(4) 0.2703(3) 0.4085(3) 0.0477(14) Uani 1 1 d . . . H15 H 0.6901 0.2966 0.4459 0.057 Uiso 1 1 calc R . . C16 C 0.5587(4) 0.2437(3) 0.4143(3) 0.0382(12) Uani 1 1 d . . . H16 H 0.5385 0.2534 0.4556 0.046 Uiso 1 1 calc R . . C17 C 0.4933(4) 0.2013(2) 0.3598(3) 0.0358(11) Uani 1 1 d . . . C18 C 0.2880(3) 0.3484(2) 0.5347(2) 0.0302(10) Uani 1 1 d . . . C19 C 0.1926(4) 0.3668(3) 0.5391(3) 0.0379(12) Uani 1 1 d . . . H19 H 0.1414 0.3312 0.5286 0.045 Uiso 1 1 calc R . . C20 C 0.1709(4) 0.4389(3) 0.5593(3) 0.0427(12) Uani 1 1 d . . . H20 H 0.1050 0.4511 0.5604 0.051 Uiso 1 1 calc R . . C21 C 0.2452(4) 0.4909(3) 0.5771(2) 0.0432(13) Uani 1 1 d . . . H21 H 0.2294 0.5383 0.5903 0.052 Uiso 1 1 calc R . . C22 C 0.3464(4) 0.4743(3) 0.5761(3) 0.0386(12) Uani 1 1 d . . . C23 C 0.4262(4) 0.5259(3) 0.5974(3) 0.0447(13) Uani 1 1 d . . . H23 H 0.4126 0.5732 0.6124 0.054 Uiso 1 1 calc R . . C24 C 0.5231(4) 0.5078(3) 0.5964(3) 0.0501(15) Uani 1 1 d . . . H24 H 0.5750 0.5425 0.6106 0.060 Uiso 1 1 calc R . . C25 C 0.5440(4) 0.4367(3) 0.5738(3) 0.0475(13) Uani 1 1 d . . . H25 H 0.6099 0.4245 0.5728 0.057 Uiso 1 1 calc R . . C26 C 0.4691(4) 0.3857(3) 0.5532(2) 0.0377(11) Uani 1 1 d . . . H26 H 0.4847 0.3390 0.5382 0.045 Uiso 1 1 calc R . . C27 C 0.3675(4) 0.4015(3) 0.5540(2) 0.0349(11) Uani 1 1 d . . . C28 C 0.1984(3) 0.2655(2) 0.3191(2) 0.0286(10) Uani 1 1 d . . . C29 C 0.1310(3) 0.2080(2) 0.3248(2) 0.0305(10) Uani 1 1 d . . . C30 C 0.0778(4) 0.1711(3) 0.2639(3) 0.0357(11) Uani 1 1 d . . . H30 H 0.0335 0.1328 0.2675 0.043 Uiso 1 1 calc R . . C31 C 0.0904(4) 0.1912(3) 0.1970(3) 0.0399(12) Uani 1 1 d . . . H31 H 0.0577 0.1645 0.1568 0.048 Uiso 1 1 calc R . . C32 C 0.1510(4) 0.2502(3) 0.1915(2) 0.0372(11) Uani 1 1 d . . . H32 H 0.1566 0.2647 0.1468 0.045 Uiso 1 1 calc R . . C33 C 0.2047(3) 0.2892(2) 0.2508(2) 0.0329(11) Uani 1 1 d . . . C34 C 0.1064(3) 0.1857(2) 0.3931(2) 0.0325(11) Uani 1 1 d . . . C35 C 0.1354(4) 0.1183(3) 0.4241(3) 0.0382(11) Uani 1 1 d . . . H35 H 0.1752 0.0867 0.4045 0.046 Uiso 1 1 calc R . . C36 C 0.1056(4) 0.0956(3) 0.4861(3) 0.0405(12) Uani 1 1 d . . . H36 H 0.1275 0.0502 0.5075 0.049 Uiso 1 1 calc R . . C37 C 0.0460(4) 0.1399(3) 0.5134(3) 0.0402(12) Uani 1 1 d . . . H37 H 0.0267 0.1241 0.5535 0.048 Uiso 1 1 calc R . . C38 C 0.0116(4) 0.2096(3) 0.4835(3) 0.0393(12) Uani 1 1 d . . . C39 C -0.0497(4) 0.2570(3) 0.5123(3) 0.0414(12) Uani 1 1 d . . . H39 H -0.0691 0.2418 0.5527 0.050 Uiso 1 1 calc R . . C40 C -0.0816(4) 0.3240(3) 0.4832(3) 0.0460(13) Uani 1 1 d . . . H40 H -0.1212 0.3547 0.5037 0.055 Uiso 1 1 calc R . . C41 C -0.0538(4) 0.3467(3) 0.4210(3) 0.0415(12) Uani 1 1 d . . . H41 H -0.0764 0.3923 0.4003 0.050 Uiso 1 1 calc R . . C42 C 0.0049(3) 0.3030(3) 0.3916(3) 0.0362(11) Uani 1 1 d . . . H42 H 0.0215 0.3189 0.3505 0.043 Uiso 1 1 calc R . . C43 C 0.0421(3) 0.2334(3) 0.4215(3) 0.0348(11) Uani 1 1 d . . . C44 C 0.2669(3) 0.3546(3) 0.2390(2) 0.0322(11) Uani 1 1 d . . . C45 C 0.3699(4) 0.3495(3) 0.2506(2) 0.0352(11) Uani 1 1 d . . . H45 H 0.4022 0.3054 0.2688 0.042 Uiso 1 1 calc R . . C46 C 0.4281(4) 0.4091(3) 0.2359(3) 0.0380(12) Uani 1 1 d . . . H46 H 0.4981 0.4045 0.2446 0.046 Uiso 1 1 calc R . . C47 C 0.3816(4) 0.4736(3) 0.2089(2) 0.0397(12) Uani 1 1 d . . . H47 H 0.4204 0.5130 0.1994 0.048 Uiso 1 1 calc R . . C48 C 0.2754(4) 0.4819(3) 0.1950(2) 0.0377(11) Uani 1 1 d . . . C49 C 0.2251(4) 0.5476(3) 0.1662(3) 0.0453(13) Uani 1 1 d . . . H49 H 0.2628 0.5871 0.1556 0.054 Uiso 1 1 calc R . . C50 C 0.1229(4) 0.5548(3) 0.1533(3) 0.0502(14) Uani 1 1 d . . . H50 H 0.0915 0.5985 0.1334 0.060 Uiso 1 1 calc R . . C51 C 0.0652(4) 0.4962(3) 0.1700(3) 0.0465(13) Uani 1 1 d . . . H51 H -0.0047 0.5014 0.1618 0.056 Uiso 1 1 calc R . . C52 C 0.1104(4) 0.4321(3) 0.1979(2) 0.0394(12) Uani 1 1 d . . . H52 H 0.0707 0.3941 0.2091 0.047 Uiso 1 1 calc R . . C53 C 0.2164(4) 0.4212(3) 0.2108(2) 0.0328(11) Uani 1 1 d . . . O2 O 0.2602(3) -0.0578(2) 0.38044(19) 0.0528(10) Uani 1 1 d . . . C54 C 0.3145(5) -0.0659(4) 0.5067(3) 0.0679(18) Uani 1 1 d . . . H54A H 0.2554 -0.0953 0.5055 0.102 Uiso 1 1 calc R . . H54B H 0.2999 -0.0143 0.5129 0.102 Uiso 1 1 calc R . . H54C H 0.3690 -0.0818 0.5455 0.102 Uiso 1 1 calc R . . C55 C 0.3446(5) -0.0753(3) 0.4382(3) 0.0544(15) Uani 1 1 d . . . H55A H 0.4009 -0.0425 0.4375 0.065 Uiso 1 1 calc R . . H55B H 0.3660 -0.1262 0.4339 0.065 Uiso 1 1 calc R . . C56 C 0.2834(5) -0.0654(3) 0.3138(3) 0.0562(15) Uani 1 1 d . . . H56A H 0.3071 -0.1155 0.3085 0.067 Uiso 1 1 calc R . . H56B H 0.3362 -0.0306 0.3103 0.067 Uiso 1 1 calc R . . C57 C 0.1888(5) -0.0498(4) 0.2571(3) 0.0725(19) Uani 1 1 d . . . H57A H 0.2031 -0.0528 0.2115 0.109 Uiso 1 1 calc R . . H57B H 0.1647 -0.0007 0.2638 0.109 Uiso 1 1 calc R . . H57C H 0.1379 -0.0858 0.2599 0.109 Uiso 1 1 calc R . . O3 O 0.1423(7) 0.6215(3) 0.3549(5) 0.055(2) Uani 0.607(12) 1 d PDU A 1 C58 C 0.0767(12) 0.5041(10) 0.3699(12) 0.062(7) Uiso 0.607(12) 1 d PDU A 1 H58D H 0.0347 0.4969 0.3228 0.094 Uiso 0.607(12) 1 calc PR A 1 H58E H 0.0391 0.5301 0.3979 0.094 Uiso 0.607(12) 1 calc PR A 1 H58F H 0.0979 0.4566 0.3912 0.094 Uiso 0.607(12) 1 calc PR A 1 C59 C 0.1656(9) 0.5478(5) 0.3667(7) 0.054(3) Uiso 0.607(12) 1 d PDU A 1 H59C H 0.2170 0.5425 0.4110 0.065 Uiso 0.607(12) 1 calc PR A 1 H59D H 0.1932 0.5289 0.3289 0.065 Uiso 0.607(12) 1 calc PR A 1 C60 C 0.2157(15) 0.6644(7) 0.3388(10) 0.064(5) Uani 0.607(12) 1 d PDU A 1 H60C H 0.2403 0.6400 0.3020 0.077 Uiso 0.607(12) 1 calc PR A 1 H60D H 0.2720 0.6690 0.3804 0.077 Uiso 0.607(12) 1 calc PR A 1 C61 C 0.1794(9) 0.7381(5) 0.3148(8) 0.072(4) Uani 0.607(12) 1 d PDU A 1 H61D H 0.1333 0.7347 0.2686 0.107 Uiso 0.607(12) 1 calc PR A 1 H61E H 0.2357 0.7691 0.3122 0.107 Uiso 0.607(12) 1 calc PR A 1 H61F H 0.1452 0.7595 0.3475 0.107 Uiso 0.607(12) 1 calc PR A 1 O3A O 0.2056(10) 0.6116(5) 0.3955(7) 0.050(3) Uani 0.393(12) 1 d PDU A 2 C58A C 0.0901(13) 0.5073(11) 0.3735(13) 0.029(6) Uiso 0.393(12) 1 d PDU A 2 H58A H 0.0896 0.4550 0.3631 0.044 Uiso 0.393(12) 1 calc PR A 2 H58B H 0.0464 0.5331 0.3343 0.044 Uiso 0.393(12) 1 calc PR A 2 H58C H 0.0666 0.5150 0.4154 0.044 Uiso 0.393(12) 1 calc PR A 2 C59A C 0.1930(10) 0.5360(6) 0.3851(8) 0.033(3) Uiso 0.393(12) 1 d PDU A 2 H59A H 0.2352 0.5109 0.4261 0.039 Uiso 0.393(12) 1 calc PR A 2 H59B H 0.2181 0.5225 0.3444 0.039 Uiso 0.393(12) 1 calc PR A 2 C60A C 0.206(3) 0.6618(13) 0.3429(16) 0.081(9) Uiso 0.393(12) 1 d PDU A 2 H60A H 0.1371 0.6686 0.3145 0.097 Uiso 0.393(12) 1 calc PR A 2 H60B H 0.2455 0.6417 0.3122 0.097 Uiso 0.393(12) 1 calc PR A 2 C61A C 0.2472(18) 0.7339(11) 0.3695(13) 0.094(7) Uiso 0.393(12) 1 d PDU A 2 H61A H 0.2358 0.7690 0.3312 0.141 Uiso 0.393(12) 1 calc PR A 2 H61B H 0.3187 0.7292 0.3903 0.141 Uiso 0.393(12) 1 calc PR A 2 H61C H 0.2146 0.7511 0.4048 0.141 Uiso 0.393(12) 1 calc PR A 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 O1 0.0470(19) 0.0353(19) 0.0254(18) -0.0020(14) 0.0157(15) -0.0038(15) C1 0.035(2) 0.026(2) 0.024(2) -0.0006(19) 0.017(2) -0.0020(18) C2 0.036(2) 0.037(3) 0.023(2) 0.001(2) 0.012(2) -0.007(2) C3 0.039(3) 0.033(3) 0.026(3) 0.000(2) 0.008(2) -0.003(2) C4 0.049(3) 0.034(3) 0.034(3) 0.003(2) 0.016(2) 0.002(2) C5 0.053(3) 0.041(3) 0.032(3) 0.007(2) 0.016(2) 0.001(2) C6 0.050(3) 0.048(3) 0.023(3) 0.002(2) 0.011(2) -0.001(2) C7 0.039(3) 0.033(3) 0.026(2) -0.002(2) 0.015(2) -0.007(2) C8 0.042(3) 0.026(2) 0.031(3) 0.003(2) 0.010(2) 0.0056(19) C9 0.045(3) 0.046(3) 0.034(3) -0.005(2) 0.013(2) 0.003(2) C10 0.055(3) 0.055(3) 0.029(3) -0.010(3) 0.010(2) 0.010(3) C11 0.060(3) 0.053(3) 0.027(3) -0.001(2) 0.022(3) 0.015(3) C12 0.058(3) 0.033(3) 0.038(3) 0.003(2) 0.025(3) 0.011(2) C13 0.063(4) 0.044(3) 0.053(4) 0.006(3) 0.037(3) 0.009(3) C14 0.059(4) 0.046(3) 0.082(5) 0.000(3) 0.042(4) -0.005(3) C15 0.051(3) 0.042(3) 0.054(4) -0.013(3) 0.022(3) -0.006(2) C16 0.047(3) 0.035(3) 0.037(3) -0.002(2) 0.019(2) 0.000(2) C17 0.046(3) 0.030(2) 0.034(3) 0.005(2) 0.015(2) 0.007(2) C18 0.042(3) 0.036(3) 0.017(2) 0.0020(19) 0.013(2) 0.003(2) C19 0.045(3) 0.038(3) 0.033(3) 0.000(2) 0.015(2) -0.002(2) C20 0.043(3) 0.059(3) 0.031(3) 0.001(3) 0.019(2) 0.007(3) C21 0.069(4) 0.041(3) 0.024(3) -0.001(2) 0.022(3) 0.017(3) C22 0.057(3) 0.035(3) 0.026(3) 0.006(2) 0.015(2) 0.001(2) C23 0.070(4) 0.037(3) 0.027(3) -0.002(2) 0.012(3) -0.011(3) C24 0.070(4) 0.058(4) 0.024(3) 0.001(2) 0.015(3) -0.023(3) C25 0.048(3) 0.068(4) 0.027(3) 0.002(3) 0.011(2) -0.006(3) C26 0.048(3) 0.043(3) 0.025(3) -0.004(2) 0.014(2) -0.003(2) C27 0.044(3) 0.043(3) 0.020(2) 0.004(2) 0.015(2) 0.001(2) C28 0.037(2) 0.032(2) 0.020(2) 0.0018(19) 0.012(2) 0.0048(19) C29 0.035(2) 0.031(2) 0.027(3) -0.002(2) 0.011(2) 0.004(2) C30 0.041(3) 0.034(3) 0.034(3) 0.002(2) 0.013(2) -0.008(2) C31 0.049(3) 0.043(3) 0.027(3) -0.006(2) 0.009(2) -0.005(2) C32 0.048(3) 0.041(3) 0.024(3) -0.004(2) 0.012(2) -0.001(2) C33 0.038(3) 0.033(3) 0.030(3) 0.002(2) 0.013(2) 0.003(2) C34 0.037(2) 0.034(3) 0.029(3) -0.002(2) 0.012(2) -0.009(2) C35 0.042(3) 0.041(3) 0.033(3) -0.002(2) 0.012(2) -0.007(2) C36 0.048(3) 0.037(3) 0.039(3) 0.011(2) 0.015(2) -0.008(2) C37 0.046(3) 0.048(3) 0.030(3) 0.004(2) 0.016(2) -0.011(2) C38 0.040(3) 0.050(3) 0.032(3) -0.001(2) 0.016(2) -0.011(2) C39 0.040(3) 0.060(3) 0.030(3) -0.003(2) 0.020(2) -0.008(2) C40 0.042(3) 0.061(4) 0.041(3) -0.009(3) 0.020(3) -0.002(3) C41 0.048(3) 0.046(3) 0.033(3) 0.002(2) 0.015(2) 0.006(2) C42 0.041(3) 0.040(3) 0.029(3) -0.002(2) 0.013(2) -0.006(2) C43 0.039(3) 0.036(3) 0.031(3) -0.001(2) 0.012(2) -0.009(2) C44 0.043(3) 0.038(3) 0.019(2) -0.005(2) 0.015(2) 0.002(2) C45 0.048(3) 0.040(3) 0.019(2) -0.001(2) 0.011(2) 0.005(2) C46 0.039(3) 0.047(3) 0.031(3) -0.005(2) 0.014(2) -0.008(2) C47 0.056(3) 0.041(3) 0.028(3) -0.004(2) 0.022(2) -0.013(2) C48 0.051(3) 0.042(3) 0.025(3) -0.007(2) 0.018(2) -0.003(2) C49 0.068(4) 0.035(3) 0.039(3) 0.002(2) 0.024(3) 0.000(3) C50 0.069(4) 0.038(3) 0.045(3) 0.007(3) 0.017(3) 0.015(3) C51 0.051(3) 0.045(3) 0.047(3) 0.003(3) 0.019(3) 0.013(3) C52 0.053(3) 0.042(3) 0.030(3) -0.003(2) 0.024(2) 0.002(2) C53 0.048(3) 0.036(3) 0.021(2) -0.004(2) 0.019(2) 0.001(2) O2 0.064(2) 0.060(2) 0.038(2) -0.0005(19) 0.0186(19) 0.0093(19) C54 0.092(5) 0.069(4) 0.044(4) 0.002(3) 0.020(3) 0.020(4) C55 0.068(4) 0.051(3) 0.046(3) -0.002(3) 0.017(3) 0.019(3) C56 0.078(4) 0.054(4) 0.045(3) -0.006(3) 0.032(3) -0.008(3) C57 0.090(5) 0.084(5) 0.042(4) -0.001(4) 0.015(4) -0.015(4) O3 0.067(5) 0.046(4) 0.067(6) 0.008(4) 0.045(5) 0.004(3) C60 0.059(7) 0.068(7) 0.078(9) 0.020(6) 0.040(6) 0.017(5) C61 0.078(8) 0.045(5) 0.116(11) 0.001(6) 0.069(8) -0.012(5) O3A 0.064(7) 0.048(6) 0.054(7) -0.005(5) 0.046(6) -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 O1 C1 1.231(5) . ? C1 C2 1.542(6) . ? C1 C28 1.546(6) . ? C2 C3 1.421(7) . ? C2 C7 1.453(6) . ? C3 C4 1.425(7) . ? C3 C8 1.544(6) . ? C4 C5 1.425(7) . ? C4 H4 0.9500 . ? C5 C6 1.391(7) . ? C5 H5 0.9500 . ? C6 C7 1.440(7) . ? C6 H6 0.9500 . ? C7 C18 1.531(6) . ? C8 C9 1.398(7) . ? C8 C17 1.447(7) . ? C9 C10 1.449(7) . ? C9 H9 0.9500 . ? C10 C11 1.373(7) . ? C10 H10 0.9500 . ? C11 C12 1.447(8) . ? C11 H11 0.9500 . ? C12 C13 1.431(7) . ? C12 C17 1.471(7) . ? C13 C14 1.392(8) . ? C13 H13 0.9500 . ? C14 C15 1.448(8) . ? C14 H14 0.9500 . ? C15 C16 1.377(7) . ? C15 H15 0.9500 . ? C16 C17 1.452(7) . ? C16 H16 0.9500 . ? C18 C19 1.395(6) . ? C18 C27 1.452(7) . ? C19 C20 1.435(7) . ? C19 H19 0.9500 . ? C20 C21 1.386(8) . ? C20 H20 0.9500 . ? C21 C22 1.448(7) . ? C21 H21 0.9500 . ? C22 C23 1.440(7) . ? C22 C27 1.456(7) . ? C23 C24 1.396(8) . ? C23 H23 0.9500 . ? C24 C25 1.432(8) . ? C24 H24 0.9500 . ? C25 C26 1.383(7) . ? C25 H25 0.9500 . ? C26 C27 1.449(7) . ? C26 H26 0.9500 . ? C28 C29 1.436(6) . ? C28 C33 1.448(6) . ? C29 C30 1.421(7) . ? C29 C34 1.538(6) . ? C30 C31 1.433(7) . ? C30 H30 0.9500 . ? C31 C32 1.393(7) . ? C31 H31 0.9500 . ? C32 C33 1.420(7) . ? C32 H32 0.9500 . ? C33 C44 1.531(7) . ? C34 C35 1.393(7) . ? C34 C43 1.464(7) . ? C35 C36 1.458(7) . ? C35 H35 0.9500 . ? C36 C37 1.367(7) . ? C36 H36 0.9500 . ? C37 C38 1.438(7) . ? C37 H37 0.9500 . ? C38 C39 1.435(7) . ? C38 C43 1.470(7) . ? C39 C40 1.382(8) . ? C39 H39 0.9500 . ? C40 C41 1.447(7) . ? C40 H40 0.9500 . ? C41 C42 1.377(7) . ? C41 H41 0.9500 . ? C42 C43 1.445(7) . ? C42 H42 0.9500 . ? C44 C45 1.398(6) . ? C44 C53 1.448(7) . ? C45 C46 1.434(7) . ? C45 H45 0.9500 . ? C46 C47 1.390(7) . ? C46 H46 0.9500 . ? C47 C48 1.443(7) . ? C47 H47 0.9500 . ? C48 C49 1.437(7) . ? C48 C53 1.463(7) . ? C49 C50 1.387(8) . ? C49 H49 0.9500 . ? C50 C51 1.430(8) . ? C50 H50 0.9500 . ? C51 C52 1.381(7) . ? C51 H51 0.9500 . ? C52 C53 1.449(7) . ? C52 H52 0.9500 . ? O2 C56 1.447(6) . ? O2 C55 1.458(7) . ? C54 C55 1.533(8) . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 C57 1.529(9) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 H57A 0.9800 . ? C57 H57B 0.9800 . ? C57 H57C 0.9800 . ? O3 C60 1.390(13) . ? O3 C59 1.394(10) . ? C58 C59 1.490(12) . ? C58 H58D 0.9800 . ? C58 H58E 0.9800 . ? C58 H58F 0.9800 . ? C59 H59C 0.9900 . ? C59 H59D 0.9900 . ? C60 C61 1.478(14) . ? C60 H60C 0.9900 . ? C60 H60D 0.9900 . ? C61 H61D 0.9800 . ? C61 H61E 0.9800 . ? C61 H61F 0.9800 . ? O3A C60A 1.395(17) . ? O3A C59A 1.405(12) . ? C58A C59A 1.490(14) . ? C58A H58A 0.9800 . ? C58A H58B 0.9800 . ? C58A H58C 0.9800 . ? C59A H59A 0.9900 . ? C59A H59B 0.9900 . ? C60A C61A 1.484(17) . ? C60A H60A 0.9900 . ? C60A H60B 0.9900 . ? C61A H61A 0.9800 . ? C61A H61B 0.9800 . ? C61A H61C 0.9800 . ? 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 O1 C1 C2 122.3(4) . . ? O1 C1 C28 121.3(4) . . ? C2 C1 C28 116.5(4) . . ? C3 C2 C7 119.4(4) . . ? C3 C2 C1 122.8(4) . . ? C7 C2 C1 117.8(4) . . ? C2 C3 C4 119.9(4) . . ? C2 C3 C8 122.7(4) . . ? C4 C3 C8 116.9(4) . . ? C3 C4 C5 120.5(4) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C6 C5 C4 119.8(5) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 121.3(4) . . ? C5 C6 H6 119.3 . . ? C7 C6 H6 119.3 . . ? C6 C7 C2 118.4(4) . . ? C6 C7 C18 117.7(4) . . ? C2 C7 C18 123.5(4) . . ? C9 C8 C17 119.6(4) . . ? C9 C8 C3 122.6(4) . . ? C17 C8 C3 117.8(4) . . ? C8 C9 C10 121.0(5) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C11 C10 C9 120.4(5) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 121.4(5) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C13 C12 C11 123.1(5) . . ? C13 C12 C17 118.8(5) . . ? C11 C12 C17 118.1(5) . . ? C14 C13 C12 122.3(5) . . ? C14 C13 H13 118.8 . . ? C12 C13 H13 118.8 . . ? C13 C14 C15 119.2(5) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 120.1(5) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 122.6(5) . . ? C15 C16 H16 118.7 . . ? C17 C16 H16 118.7 . . ? C8 C17 C16 123.6(4) . . ? C8 C17 C12 119.4(5) . . ? C16 C17 C12 117.0(4) . . ? C19 C18 C27 119.7(4) . . ? C19 C18 C7 122.5(4) . . ? C27 C18 C7 117.7(4) . . ? C18 C19 C20 120.8(4) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? C21 C20 C19 120.5(4) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C22 121.3(5) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C23 C22 C21 122.7(5) . . ? C23 C22 C27 119.4(5) . . ? C21 C22 C27 117.9(4) . . ? C24 C23 C22 121.2(5) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C25 119.6(5) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 120.7(5) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C25 C26 C27 121.9(5) . . ? C25 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C26 C27 C18 123.1(4) . . ? C26 C27 C22 117.2(4) . . ? C18 C27 C22 119.7(4) . . ? C29 C28 C33 119.3(4) . . ? C29 C28 C1 121.7(4) . . ? C33 C28 C1 119.0(4) . . ? C30 C29 C28 119.5(4) . . ? C30 C29 C34 116.3(4) . . ? C28 C29 C34 124.2(4) . . ? C29 C30 C31 120.7(4) . . ? C29 C30 H30 119.7 . . ? C31 C30 H30 119.7 . . ? C32 C31 C30 119.3(5) . . ? C32 C31 H31 120.3 . . ? C30 C31 H31 120.3 . . ? C31 C32 C33 121.9(5) . . ? C31 C32 H32 119.0 . . ? C33 C32 H32 119.0 . . ? C32 C33 C28 118.9(4) . . ? C32 C33 C44 117.8(4) . . ? C28 C33 C44 123.3(4) . . ? C35 C34 C43 119.7(4) . . ? C35 C34 C29 121.5(4) . . ? C43 C34 C29 118.5(4) . . ? C34 C35 C36 120.9(5) . . ? C34 C35 H35 119.5 . . ? C36 C35 H35 119.5 . . ? C37 C36 C35 119.9(5) . . ? C37 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C36 C37 C38 122.3(4) . . ? C36 C37 H37 118.8 . . ? C38 C37 H37 118.8 . . ? C39 C38 C37 122.8(4) . . ? C39 C38 C43 118.9(5) . . ? C37 C38 C43 118.3(4) . . ? C40 C39 C38 122.1(5) . . ? C40 C39 H39 119.0 . . ? C38 C39 H39 119.0 . . ? C39 C40 C41 119.2(5) . . ? C39 C40 H40 120.4 . . ? C41 C40 H40 120.4 . . ? C42 C41 C40 120.7(5) . . ? C42 C41 H41 119.6 . . ? C40 C41 H41 119.6 . . ? C41 C42 C43 121.9(5) . . ? C41 C42 H42 119.0 . . ? C43 C42 H42 119.0 . . ? C42 C43 C34 124.0(4) . . ? C42 C43 C38 117.2(4) . . ? C34 C43 C38 118.8(4) . . ? C45 C44 C53 119.9(4) . . ? C45 C44 C33 121.3(4) . . ? C53 C44 C33 118.7(4) . . ? C44 C45 C46 121.7(4) . . ? C44 C45 H45 119.2 . . ? C46 C45 H45 119.2 . . ? C47 C46 C45 119.6(5) . . ? C47 C46 H46 120.2 . . ? C45 C46 H46 120.2 . . ? C46 C47 C48 121.3(4) . . ? C46 C47 H47 119.4 . . ? C48 C47 H47 119.4 . . ? C49 C48 C47 122.5(5) . . ? C49 C48 C53 118.6(5) . . ? C47 C48 C53 118.9(4) . . ? C50 C49 C48 121.9(5) . . ? C50 C49 H49 119.0 . . ? C48 C49 H49 119.0 . . ? C49 C50 C51 119.7(5) . . ? C49 C50 H50 120.1 . . ? C51 C50 H50 120.1 . . ? C52 C51 C50 120.4(5) . . ? C52 C51 H51 119.8 . . ? C50 C51 H51 119.8 . . ? C51 C52 C53 122.0(5) . . ? C51 C52 H52 119.0 . . ? C53 C52 H52 119.0 . . ? C44 C53 C52 123.9(4) . . ? C44 C53 C48 118.7(4) . . ? C52 C53 C48 117.4(4) . . ? C56 O2 C55 112.3(4) . . ? C55 C54 H54A 109.5 . . ? C55 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C55 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O2 C55 C54 109.2(5) . . ? O2 C55 H55A 109.8 . . ? C54 C55 H55A 109.8 . . ? O2 C55 H55B 109.8 . . ? C54 C55 H55B 109.8 . . ? H55A C55 H55B 108.3 . . ? O2 C56 C57 107.9(5) . . ? O2 C56 H56A 110.1 . . ? C57 C56 H56A 110.1 . . ? O2 C56 H56B 110.1 . . ? C57 C56 H56B 110.1 . . ? H56A C56 H56B 108.4 . . ? C56 C57 H57A 109.5 . . ? C56 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C56 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C60 O3 C59 115.7(10) . . ? O3 C59 C58 111.5(11) . . ? O3 C59 H59C 109.3 . . ? C58 C59 H59C 109.3 . . ? O3 C59 H59D 109.3 . . ? C58 C59 H59D 109.3 . . ? H59C C59 H59D 108.0 . . ? O3 C60 C61 112.4(13) . . ? O3 C60 H60C 109.1 . . ? C61 C60 H60C 109.1 . . ? O3 C60 H60D 109.1 . . ? C61 C60 H60D 109.1 . . ? H60C C60 H60D 107.9 . . ? C60A O3A C59A 124.2(15) . . ? C59A C58A H58A 109.5 . . ? C59A C58A H58B 109.5 . . ? H58A C58A H58B 109.5 . . ? C59A C58A H58C 109.5 . . ? H58A C58A H58C 109.5 . . ? H58B C58A H58C 109.5 . . ? O3A C59A C58A 116.8(13) . . ? O3A C59A H59A 108.1 . . ? C58A C59A H59A 108.1 . . ? O3A C59A H59B 108.1 . . ? C58A C59A H59B 108.1 . . ? H59A C59A H59B 107.3 . . ? O3A C60A C61A 113(2) . . ? O3A C60A H60A 109.0 . . ? C61A C60A H60A 109.0 . . ? O3A C60A H60B 109.0 . . ? C61A C60A H60B 109.0 . . ? H60A C60A H60B 107.8 . . ? C60A C61A H61A 109.5 . . ? C60A C61A H61B 109.5 . . ? H61A C61A H61B 109.5 . . ? C60A C61A H61C 109.5 . . ? H61A C61A H61C 109.5 . . ? H61B C61A H61C 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 O1 C1 C2 C3 -136.8(5) . . . . ? C28 C1 C2 C3 43.9(6) . . . . ? O1 C1 C2 C7 46.0(6) . . . . ? C28 C1 C2 C7 -133.3(4) . . . . ? C7 C2 C3 C4 7.9(7) . . . . ? C1 C2 C3 C4 -169.3(4) . . . . ? C7 C2 C3 C8 -163.3(4) . . . . ? C1 C2 C3 C8 19.5(7) . . . . ? C2 C3 C4 C5 -0.5(7) . . . . ? C8 C3 C4 C5 171.1(4) . . . . ? C3 C4 C5 C6 -6.0(7) . . . . ? C4 C5 C6 C7 5.1(8) . . . . ? C5 C6 C7 C2 2.3(7) . . . . ? C5 C6 C7 C18 -171.2(4) . . . . ? C3 C2 C7 C6 -8.8(6) . . . . ? C1 C2 C7 C6 168.6(4) . . . . ? C3 C2 C7 C18 164.3(4) . . . . ? C1 C2 C7 C18 -18.4(6) . . . . ? C2 C3 C8 C9 -98.7(6) . . . . ? C4 C3 C8 C9 89.8(6) . . . . ? C2 C3 C8 C17 84.4(6) . . . . ? C4 C3 C8 C17 -87.0(5) . . . . ? C17 C8 C9 C10 -3.3(7) . . . . ? C3 C8 C9 C10 179.9(4) . . . . ? C8 C9 C10 C11 1.9(8) . . . . ? C9 C10 C11 C12 0.1(8) . . . . ? C10 C11 C12 C13 179.1(5) . . . . ? C10 C11 C12 C17 -0.4(7) . . . . ? C11 C12 C13 C14 -179.2(5) . . . . ? C17 C12 C13 C14 0.3(8) . . . . ? C12 C13 C14 C15 0.8(9) . . . . ? C13 C14 C15 C16 -1.9(8) . . . . ? C14 C15 C16 C17 1.8(8) . . . . ? C9 C8 C17 C16 -177.3(5) . . . . ? C3 C8 C17 C16 -0.3(7) . . . . ? C9 C8 C17 C12 2.9(7) . . . . ? C3 C8 C17 C12 179.8(4) . . . . ? C15 C16 C17 C8 179.5(5) . . . . ? C15 C16 C17 C12 -0.7(7) . . . . ? C13 C12 C17 C8 179.4(4) . . . . ? C11 C12 C17 C8 -1.0(7) . . . . ? C13 C12 C17 C16 -0.4(7) . . . . ? C11 C12 C17 C16 179.2(4) . . . . ? C6 C7 C18 C19 -89.6(6) . . . . ? C2 C7 C18 C19 97.3(5) . . . . ? C6 C7 C18 C27 86.9(5) . . . . ? C2 C7 C18 C27 -86.2(5) . . . . ? C27 C18 C19 C20 3.1(7) . . . . ? C7 C18 C19 C20 179.6(4) . . . . ? C18 C19 C20 C21 -2.3(7) . . . . ? C19 C20 C21 C22 -0.1(7) . . . . ? C20 C21 C22 C23 -177.1(5) . . . . ? C20 C21 C22 C27 1.5(7) . . . . ? C21 C22 C23 C24 179.4(5) . . . . ? C27 C22 C23 C24 0.8(7) . . . . ? C22 C23 C24 C25 0.1(8) . . . . ? C23 C24 C25 C26 -0.3(8) . . . . ? C24 C25 C26 C27 -0.4(7) . . . . ? C25 C26 C27 C18 -178.2(4) . . . . ? C25 C26 C27 C22 1.3(7) . . . . ? C19 C18 C27 C26 177.8(4) . . . . ? C7 C18 C27 C26 1.2(6) . . . . ? C19 C18 C27 C22 -1.7(6) . . . . ? C7 C18 C27 C22 -178.3(4) . . . . ? C23 C22 C27 C26 -1.4(7) . . . . ? C21 C22 C27 C26 179.9(4) . . . . ? C23 C22 C27 C18 178.0(4) . . . . ? C21 C22 C27 C18 -0.6(6) . . . . ? O1 C1 C28 C29 -134.2(4) . . . . ? C2 C1 C28 C29 45.1(6) . . . . ? O1 C1 C28 C33 45.7(6) . . . . ? C2 C1 C28 C33 -135.0(4) . . . . ? C33 C28 C29 C30 5.3(6) . . . . ? C1 C28 C29 C30 -174.8(4) . . . . ? C33 C28 C29 C34 -170.7(4) . . . . ? C1 C28 C29 C34 9.2(7) . . . . ? C28 C29 C30 C31 -0.4(7) . . . . ? C34 C29 C30 C31 175.9(4) . . . . ? C29 C30 C31 C32 -3.8(7) . . . . ? C30 C31 C32 C33 3.0(7) . . . . ? C31 C32 C33 C28 1.9(7) . . . . ? C31 C32 C33 C44 -178.3(4) . . . . ? C29 C28 C33 C32 -6.0(6) . . . . ? C1 C28 C33 C32 174.1(4) . . . . ? C29 C28 C33 C44 174.2(4) . . . . ? C1 C28 C33 C44 -5.7(6) . . . . ? C30 C29 C34 C35 71.4(6) . . . . ? C28 C29 C34 C35 -112.5(5) . . . . ? C30 C29 C34 C43 -102.0(5) . . . . ? C28 C29 C34 C43 74.1(6) . . . . ? C43 C34 C35 C36 -2.3(7) . . . . ? C29 C34 C35 C36 -175.5(4) . . . . ? C34 C35 C36 C37 1.8(7) . . . . ? C35 C36 C37 C38 -0.7(8) . . . . ? C36 C37 C38 C39 -179.1(5) . . . . ? C36 C37 C38 C43 0.0(7) . . . . ? C37 C38 C39 C40 179.6(5) . . . . ? C43 C38 C39 C40 0.5(7) . . . . ? C38 C39 C40 C41 1.1(8) . . . . ? C39 C40 C41 C42 -1.1(8) . . . . ? C40 C41 C42 C43 -0.7(8) . . . . ? C41 C42 C43 C34 -178.6(5) . . . . ? C41 C42 C43 C38 2.2(7) . . . . ? C35 C34 C43 C42 -177.6(4) . . . . ? C29 C34 C43 C42 -4.1(7) . . . . ? C35 C34 C43 C38 1.5(7) . . . . ? C29 C34 C43 C38 175.0(4) . . . . ? C39 C38 C43 C42 -2.1(7) . . . . ? C37 C38 C43 C42 178.8(4) . . . . ? C39 C38 C43 C34 178.7(4) . . . . ? C37 C38 C43 C34 -0.4(7) . . . . ? C32 C33 C44 C45 -102.6(5) . . . . ? C28 C33 C44 C45 77.2(6) . . . . ? C32 C33 C44 C53 73.3(5) . . . . ? C28 C33 C44 C53 -106.9(5) . . . . ? C53 C44 C45 C46 0.6(7) . . . . ? C33 C44 C45 C46 176.4(4) . . . . ? C44 C45 C46 C47 -0.5(7) . . . . ? C45 C46 C47 C48 -0.2(7) . . . . ? C46 C47 C48 C49 -179.1(5) . . . . ? C46 C47 C48 C53 0.8(7) . . . . ? C47 C48 C49 C50 -179.8(5) . . . . ? C53 C48 C49 C50 0.2(7) . . . . ? C48 C49 C50 C51 1.1(8) . . . . ? C49 C50 C51 C52 -0.9(8) . . . . ? C50 C51 C52 C53 -0.6(8) . . . . ? C45 C44 C53 C52 -179.0(4) . . . . ? C33 C44 C53 C52 5.1(6) . . . . ? C45 C44 C53 C48 0.1(6) . . . . ? C33 C44 C53 C48 -175.9(4) . . . . ? C51 C52 C53 C44 -179.0(5) . . . . ? C51 C52 C53 C48 1.9(7) . . . . ? C49 C48 C53 C44 179.2(4) . . . . ? C47 C48 C53 C44 -0.8(6) . . . . ? C49 C48 C53 C52 -1.7(6) . . . . ? C47 C48 C53 C52 178.3(4) . . . . ? C56 O2 C55 C54 179.9(5) . . . . ? C55 O2 C56 C57 177.1(5) . . . . ? C60 O3 C59 C58 -169.0(16) . . . . ? C59 O3 C60 C61 169.6(12) . . . . ? C60A O3A C59A C58A -94(3) . . . . ? C59A O3A C60A C61A -164(2) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.41 _refine_diff_density_min -0.35 _refine_diff_density_rms 0.09 #=== END data_obg2cb _database_code_depnum_ccdc_archive 'CCDC 888882' #TrackingRef '- DLKays Compound 4 R.cif' _nottingham_internal_coll_name OBG2CB _nottingham_internal_coll_number 10604 _nottingham_internal_coll_client BG/DLK _nottingham_internal_coll_type sphere _nottingham_internal_coll_frame_time 40 _nottingham_internal_coll_frame_width 0.3 _nottingham_internal_coll_frame_method \w _nottingham_internal_coll_user BMG _nottingham_internal_coll_date 10/08/2011 _nottingham_internal_process_user BMG _nottingham_internal_process_date 11/08/2011 _nottingham_internal_solution_user BMG _nottingham_internal_solution_date 11/8/2011 _nottingham_internal_refinement_user BMG _nottingham_internal_refinement_date 18/06/12 _nottingham_internal_validation_user ? _nottingham_internal_validation_date ? _nottingham_internal_archive_date ? _refine_special_details ; The solvent region could not be modelled in terms of discrete atomic sites, so PLATON SQUEEZE was used to model the contribution of the diffuse hexane solvent to the diffraction pattern and thereby produce a set of solvent-free diffraction intensities which were used for all subsequent refinement. The analysis gave a solvent volume of 427 cubic Angstroms and the electron count/cell was 75. The number of molecules of hexane per cell was calculated to be 1.5 and these are included in the chemical formula and in all quantities calculated from it. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 427 75 '1.5 C6 H14 ' _platon_squeeze_details ; ; _vrf_CHEMW03_GLOBAL ; PROBLEM: The ratio of given/expected molecular weight as calculated from the _atom_site* data lies outside the range 0.95 <> 1.05 RESPONSE: PLATON SQUEEZE was used to remove peaks relating to solvent molecules that could not be sensibly modelled; the contribution was included in the calculation of the molecular weight and derived parameters. ; _vrf_PLAT043_GLOBAL ; PROBLEM: Check Reported Molecular Weight RESPONSE: PLATON SQUEEZE was used to remove peaks relating to solvent molecules that could not be sensibly modelled; the contribution was included in the calculation of the molecular weight and derived parameters. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H50 O2, 0.75(C6 H14)' _chemical_formula_sum 'C54.5 H60.5 O2' _chemical_formula_weight 747.53 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.8018(9) _cell_length_b 13.2388(9) _cell_length_c 13.6583(10) _cell_angle_alpha 84.232(1) _cell_angle_beta 76.587(1) _cell_angle_gamma 80.784(1) _cell_volume 2217.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4630 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.47 _exptl_crystal_description BLOCK _exptl_crystal_colour COLOURLESS _exptl_crystal_size_min 0.06 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_max 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.119 _exptl_crystal_density_method ? _exptl_crystal_F_000 807 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.662 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% 0 _diffrn_reflns_number 19501 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_av_sigmaI/netI 0.046 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 27.49 _reflns_number_total 9934 _reflns_number_gt 7129 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36A (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics ' ? ' _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2003)' _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^)+(0.0725P)^2^+0.9642P] 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 9934 _refine_ls_number_parameters 481 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0676 _refine_ls_wR_factor_ref 0.179 _refine_ls_wR_factor_gt 0.168 _refine_ls_goodness_of_fit_ref 1.07 _refine_ls_restrained_S_all 1.07 _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 0.73929(12) 0.73482(11) 0.66880(12) 0.0348(3) Uani 1 1 d . . . O2 O 1.18194(13) 0.63747(12) 0.76636(12) 0.0419(4) Uani 1 1 d . . . C1 C 0.66557(17) 0.90065(15) 0.72526(16) 0.0293(4) Uani 1 1 d . . . C2 C 0.61219(18) 0.88120(15) 0.82610(16) 0.0325(5) Uani 1 1 d . . . C3 C 0.53299(19) 0.95695(16) 0.87231(17) 0.0364(5) Uani 1 1 d . . . H3 H 0.4963 0.9447 0.9404 0.044 Uiso 1 1 calc R . . C4 C 0.50642(18) 1.04997(16) 0.82100(17) 0.0374(5) Uani 1 1 d . . . H4 H 0.4550 1.1022 0.8549 0.045 Uiso 1 1 calc R . . C5 C 0.55509(18) 1.06619(16) 0.72055(17) 0.0344(5) Uani 1 1 d . . . H5 H 0.5347 1.1289 0.6849 0.041 Uiso 1 1 calc R . . C6 C 0.63377(17) 0.99189(15) 0.67051(16) 0.0294(4) Uani 1 1 d . . . C7 C 0.63247(18) 0.78070(16) 0.88469(16) 0.0345(5) Uani 1 1 d . . . C8 C 0.69788(19) 0.76785(18) 0.95553(17) 0.0386(5) Uani 1 1 d . . . C9 C 0.7137(2) 0.67196(19) 1.00750(17) 0.0432(6) Uani 1 1 d . . . H9 H 0.7594 0.6626 1.0544 0.052 Uiso 1 1 calc R . . C10 C 0.6651(2) 0.59066(18) 0.99266(18) 0.0452(6) Uani 1 1 d . . . C11 C 0.5969(2) 0.60640(18) 0.92590(18) 0.0426(6) Uani 1 1 d . . . H11 H 0.5617 0.5514 0.9162 0.051 Uiso 1 1 calc R . . C12 C 0.57800(19) 0.70035(16) 0.87230(17) 0.0375(5) Uani 1 1 d . . . C13 C 0.7529(2) 0.85341(19) 0.97603(19) 0.0442(6) Uani 1 1 d . . . H13A H 0.8239 0.8523 0.9295 0.066 Uiso 1 1 calc R . . H13B H 0.7625 0.8442 1.0457 0.066 Uiso 1 1 calc R . . H13C H 0.7081 0.9193 0.9663 0.066 Uiso 1 1 calc R . . C14 C 0.6850(2) 0.4885(2) 1.0510(2) 0.0548(7) Uani 1 1 d . . . H14A H 0.6446 0.4934 1.1211 0.082 Uiso 1 1 calc R . . H14B H 0.7627 0.4709 1.0494 0.082 Uiso 1 1 calc R . . H14C H 0.6607 0.4353 1.0203 0.082 Uiso 1 1 calc R . . C15 C 0.4999(2) 0.71521(18) 0.80308(19) 0.0422(5) Uani 1 1 d . . . H15A H 0.4482 0.7777 0.8185 0.063 Uiso 1 1 calc R . . H15B H 0.4604 0.6561 0.8128 0.063 Uiso 1 1 calc R . . H15C H 0.5401 0.7215 0.7329 0.063 Uiso 1 1 calc R . . C16 C 0.67392(16) 1.00801(15) 0.55874(16) 0.0304(4) Uani 1 1 d . . . C17 C 0.64588(17) 0.94523(16) 0.49427(17) 0.0325(5) Uani 1 1 d . . . C18 C 0.67982(18) 0.96421(17) 0.39024(17) 0.0365(5) Uani 1 1 d . . . H18 H 0.6606 0.9223 0.3466 0.044 Uiso 1 1 calc R . . C19 C 0.74029(18) 1.04156(18) 0.34816(17) 0.0383(5) Uani 1 1 d . . . C20 C 0.76663(19) 1.10285(17) 0.41317(18) 0.0387(5) Uani 1 1 d . . . H20 H 0.8084 1.1562 0.3855 0.046 Uiso 1 1 calc R . . C21 C 0.73373(18) 1.08849(16) 0.51730(17) 0.0342(5) Uani 1 1 d . . . C22 C 0.57583(18) 0.86220(16) 0.53266(17) 0.0361(5) Uani 1 1 d . . . H22A H 0.5381 0.8509 0.4808 0.054 Uiso 1 1 calc R . . H22B H 0.5225 0.8831 0.5937 0.054 Uiso 1 1 calc R . . H22C H 0.6214 0.7986 0.5484 0.054 Uiso 1 1 calc R . . C23 C 0.7751(2) 1.0603(2) 0.23525(19) 0.0534(7) Uani 1 1 d . . . H23A H 0.8472 1.0217 0.2115 0.080 Uiso 1 1 calc R . . H23B H 0.7779 1.1337 0.2182 0.080 Uiso 1 1 calc R . . H23C H 0.7230 1.0378 0.2027 0.080 Uiso 1 1 calc R . . C24 C 0.7619(2) 1.16179(18) 0.58231(19) 0.0420(5) Uani 1 1 d . . . H24A H 0.7042 1.2205 0.5932 0.063 Uiso 1 1 calc R . . H24B H 0.8305 1.1858 0.5484 0.063 Uiso 1 1 calc R . . H24C H 0.7690 1.1264 0.6475 0.063 Uiso 1 1 calc R . . C25 C 0.75535(17) 0.82155(15) 0.67507(15) 0.0298(4) Uani 1 1 d . . . C26 C 1.16130(17) 0.58211(15) 0.60876(16) 0.0304(4) Uani 1 1 d . . . C27 C 1.24867(18) 0.50472(16) 0.57850(17) 0.0331(5) Uani 1 1 d . . . C28 C 1.25286(18) 0.46088(16) 0.48872(17) 0.0351(5) Uani 1 1 d . . . H28 H 1.3090 0.4063 0.4674 0.042 Uiso 1 1 calc R . . C29 C 1.17792(18) 0.49436(16) 0.42953(17) 0.0353(5) Uani 1 1 d . . . H29 H 1.1844 0.4632 0.3683 0.042 Uiso 1 1 calc R . . C30 C 1.09343(18) 0.57282(16) 0.45855(16) 0.0326(5) Uani 1 1 d . . . H30 H 1.0429 0.5962 0.4173 0.039 Uiso 1 1 calc R . . C31 C 1.08434(17) 0.61646(15) 0.54930(16) 0.0306(4) Uani 1 1 d . . . C32 C 1.33456(18) 0.46840(15) 0.63709(16) 0.0332(5) Uani 1 1 d . . . C33 C 1.3334(2) 0.37328(16) 0.69293(17) 0.0390(5) Uani 1 1 d . . . C34 C 1.4186(2) 0.33746(17) 0.74019(18) 0.0433(6) Uani 1 1 d . . . H34 H 1.4189 0.2728 0.7774 0.052 Uiso 1 1 calc R . . C35 C 1.5030(2) 0.39241(18) 0.73509(18) 0.0430(6) Uani 1 1 d . . . C36 C 1.50153(19) 0.48696(17) 0.68011(17) 0.0384(5) Uani 1 1 d . . . H36 H 1.5591 0.5256 0.6758 0.046 Uiso 1 1 calc R . . C37 C 1.41837(18) 0.52650(16) 0.63140(16) 0.0338(5) Uani 1 1 d . . . C38 C 1.2432(2) 0.31115(19) 0.7026(2) 0.0511(6) Uani 1 1 d . . . H38A H 1.1735 0.3562 0.7159 0.077 Uiso 1 1 calc R . . H38B H 1.2452 0.2589 0.7585 0.077 Uiso 1 1 calc R . . H38C H 1.2518 0.2777 0.6398 0.077 Uiso 1 1 calc R . . C39 C 1.5930(2) 0.3523(2) 0.7893(2) 0.0560(7) Uani 1 1 d . . . H39A H 1.5653 0.3570 0.8622 0.084 Uiso 1 1 calc R . . H39B H 1.6525 0.3934 0.7662 0.084 Uiso 1 1 calc R . . H39C H 1.6198 0.2806 0.7749 0.084 Uiso 1 1 calc R . . C40 C 1.41870(19) 0.63018(17) 0.57441(18) 0.0382(5) Uani 1 1 d . . . H40A H 1.4086 0.6246 0.5063 0.057 Uiso 1 1 calc R . . H40B H 1.4882 0.6544 0.5700 0.057 Uiso 1 1 calc R . . H40C H 1.3596 0.6789 0.6099 0.057 Uiso 1 1 calc R . . C41 C 1.00191(17) 0.69705(15) 0.60095(16) 0.0302(4) Uani 1 1 d . . . C42 C 0.93909(17) 0.77429(16) 0.56325(16) 0.0310(4) Uani 1 1 d . . . C43 C 0.87003(17) 0.85269(15) 0.63355(16) 0.0316(4) Uani 1 1 d . . . H43 H 0.8617 0.9198 0.5935 0.038 Uiso 1 1 calc R . . C44 C 0.92179(17) 0.86769(16) 0.71984(16) 0.0321(5) Uani 1 1 d . . . C45 C 0.98722(17) 0.79091(16) 0.75382(16) 0.0320(5) Uani 1 1 d . . . H45 H 1.0192 0.8014 0.8075 0.038 Uiso 1 1 calc R . . C46 C 1.01205(17) 0.68864(15) 0.71021(16) 0.0314(4) Uani 1 1 d . . . C47 C 0.9287(2) 0.79009(18) 0.45541(17) 0.0396(5) Uani 1 1 d . . . H47A H 0.9973 0.7627 0.4114 0.059 Uiso 1 1 calc R . . H47B H 0.9116 0.8636 0.4379 0.059 Uiso 1 1 calc R . . H47C H 0.8705 0.7543 0.4465 0.059 Uiso 1 1 calc R . . C48 C 0.90132(19) 0.97340(16) 0.75768(19) 0.0388(5) Uani 1 1 d . . . H48A H 0.9323 1.0216 0.7036 0.058 Uiso 1 1 calc R . . H48B H 0.9353 0.9727 0.8151 0.058 Uiso 1 1 calc R . . H48C H 0.8230 0.9948 0.7790 0.058 Uiso 1 1 calc R . . C49 C 0.93985(19) 0.61233(16) 0.77580(17) 0.0362(5) Uani 1 1 d . . . H49A H 0.8633 0.6385 0.7779 0.054 Uiso 1 1 calc R . . H49B H 0.9524 0.6049 0.8444 0.054 Uiso 1 1 calc R . . H49C H 0.9582 0.5455 0.7465 0.054 Uiso 1 1 calc R . . C50 C 1.12958(18) 0.63596(15) 0.70379(16) 0.0331(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0406(8) 0.0222(7) 0.0410(9) -0.0061(6) -0.0107(7) 0.0028(6) O2 0.0474(9) 0.0377(9) 0.0405(9) -0.0090(7) -0.0189(7) 0.0121(7) C1 0.0342(10) 0.0219(9) 0.0322(11) -0.0048(8) -0.0105(8) 0.0014(8) C2 0.0402(12) 0.0236(10) 0.0340(11) -0.0049(8) -0.0111(9) 0.0009(8) C3 0.0441(12) 0.0292(11) 0.0328(11) -0.0072(9) -0.0047(9) 0.0021(9) C4 0.0404(12) 0.0258(10) 0.0422(13) -0.0101(9) -0.0073(10) 0.0084(9) C5 0.0393(11) 0.0229(10) 0.0406(12) -0.0048(9) -0.0120(9) 0.0035(8) C6 0.0338(10) 0.0218(9) 0.0339(11) -0.0043(8) -0.0121(8) 0.0007(8) C7 0.0426(12) 0.0269(10) 0.0291(11) -0.0027(8) -0.0033(9) 0.0036(9) C8 0.0454(13) 0.0359(12) 0.0298(11) -0.0030(9) -0.0037(9) 0.0022(10) C9 0.0480(14) 0.0441(14) 0.0306(12) 0.0022(10) -0.0065(10) 0.0077(11) C10 0.0545(15) 0.0328(12) 0.0374(13) 0.0043(10) 0.0005(11) 0.0063(10) C11 0.0517(14) 0.0306(12) 0.0395(13) 0.0004(10) -0.0019(11) -0.0022(10) C12 0.0461(13) 0.0272(11) 0.0330(12) -0.0037(9) -0.0006(10) 0.0024(9) C13 0.0517(14) 0.0432(13) 0.0381(13) -0.0045(10) -0.0161(11) 0.0021(11) C14 0.0654(17) 0.0409(14) 0.0460(15) 0.0114(11) -0.0040(13) 0.0071(12) C15 0.0533(14) 0.0305(12) 0.0424(13) -0.0024(10) -0.0093(11) -0.0068(10) C16 0.0294(10) 0.0242(10) 0.0349(11) -0.0024(8) -0.0087(8) 0.0072(8) C17 0.0312(10) 0.0251(10) 0.0391(12) -0.0050(8) -0.0102(9) 0.0075(8) C18 0.0365(11) 0.0350(12) 0.0372(12) -0.0077(9) -0.0128(9) 0.0074(9) C19 0.0350(11) 0.0400(12) 0.0360(12) 0.0011(10) -0.0098(9) 0.0063(9) C20 0.0382(12) 0.0332(12) 0.0424(13) 0.0054(10) -0.0104(10) -0.0014(9) C21 0.0361(11) 0.0266(10) 0.0386(12) -0.0007(9) -0.0123(9) 0.0045(8) C22 0.0398(12) 0.0303(11) 0.0398(12) -0.0061(9) -0.0156(10) 0.0023(9) C23 0.0549(16) 0.0664(18) 0.0369(14) 0.0034(12) -0.0116(12) -0.0044(13) C24 0.0504(14) 0.0315(12) 0.0465(14) -0.0008(10) -0.0151(11) -0.0071(10) C25 0.0362(11) 0.0242(10) 0.0298(10) -0.0028(8) -0.0137(8) 0.0038(8) C26 0.0345(11) 0.0225(10) 0.0316(11) -0.0031(8) -0.0052(8) 0.0010(8) C27 0.0371(11) 0.0240(10) 0.0362(11) -0.0033(8) -0.0072(9) 0.0015(8) C28 0.0347(11) 0.0268(10) 0.0396(12) -0.0076(9) -0.0032(9) 0.0044(8) C29 0.0383(12) 0.0300(11) 0.0360(12) -0.0105(9) -0.0039(9) -0.0010(9) C30 0.0363(11) 0.0274(10) 0.0340(11) -0.0038(8) -0.0083(9) -0.0018(8) C31 0.0349(11) 0.0217(9) 0.0330(11) -0.0027(8) -0.0051(9) -0.0006(8) C32 0.0402(11) 0.0225(10) 0.0332(11) -0.0055(8) -0.0078(9) 0.0086(8) C33 0.0518(14) 0.0229(10) 0.0378(12) -0.0065(9) -0.0076(10) 0.0073(9) C34 0.0593(15) 0.0254(11) 0.0409(13) -0.0062(9) -0.0134(11) 0.0126(10) C35 0.0507(14) 0.0358(12) 0.0383(13) -0.0107(10) -0.0146(11) 0.0187(11) C36 0.0390(12) 0.0351(12) 0.0380(12) -0.0091(9) -0.0084(10) 0.0082(9) C37 0.0390(11) 0.0265(10) 0.0329(11) -0.0062(8) -0.0081(9) 0.0074(9) C38 0.0681(17) 0.0313(12) 0.0540(16) 0.0002(11) -0.0152(13) -0.0066(12) C39 0.0647(17) 0.0470(15) 0.0552(16) -0.0118(12) -0.0287(14) 0.0230(13) C40 0.0396(12) 0.0311(11) 0.0433(13) -0.0042(9) -0.0127(10) 0.0030(9) C41 0.0332(10) 0.0260(10) 0.0310(11) -0.0052(8) -0.0083(8) 0.0011(8) C42 0.0333(10) 0.0290(10) 0.0293(11) -0.0032(8) -0.0057(8) -0.0006(8) C43 0.0346(11) 0.0226(10) 0.0352(11) -0.0018(8) -0.0088(9) 0.0042(8) C44 0.0342(11) 0.0258(10) 0.0352(11) -0.0081(8) -0.0070(9) 0.0022(8) C45 0.0338(11) 0.0305(11) 0.0305(11) -0.0060(8) -0.0089(8) 0.0039(8) C46 0.0386(11) 0.0234(10) 0.0299(11) -0.0053(8) -0.0086(9) 0.0063(8) C47 0.0439(13) 0.0375(12) 0.0356(12) -0.0047(9) -0.0131(10) 0.0078(10) C48 0.0439(13) 0.0262(11) 0.0475(13) -0.0101(9) -0.0152(10) 0.0040(9) C49 0.0438(12) 0.0284(11) 0.0327(11) -0.0022(9) -0.0072(9) 0.0045(9) C50 0.0407(12) 0.0235(10) 0.0324(11) -0.0024(8) -0.0085(9) 0.0048(8) _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 C25 1.213(2) . ? O2 C50 1.206(3) . ? C1 C2 1.407(3) . ? C1 C6 1.409(3) . ? C1 C25 1.510(3) . ? C2 C3 1.392(3) . ? C2 C7 1.500(3) . ? C3 C4 1.388(3) . ? C3 H3 0.9500 . ? C4 C5 1.380(3) . ? C4 H4 0.9500 . ? C5 C6 1.395(3) . ? C5 H5 0.9500 . ? C6 C16 1.499(3) . ? C7 C8 1.401(3) . ? C7 C12 1.405(3) . ? C8 C9 1.400(3) . ? C8 C13 1.506(3) . ? C9 C10 1.380(4) . ? C9 H9 0.9500 . ? C10 C11 1.382(4) . ? C10 C14 1.515(3) . ? C11 C12 1.394(3) . ? C11 H11 0.9500 . ? C12 C15 1.507(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C21 1.407(3) . ? C16 C17 1.409(3) . ? C17 C18 1.396(3) . ? C17 C22 1.506(3) . ? C18 C19 1.381(3) . ? C18 H18 0.9500 . ? C19 C20 1.390(3) . ? C19 C23 1.509(3) . ? C20 C21 1.389(3) . ? C20 H20 0.9500 . ? C21 C24 1.514(3) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C43 1.552(3) . ? C26 C27 1.405(3) . ? C26 C31 1.411(3) . ? C26 C50 1.485(3) . ? C27 C28 1.395(3) . ? C27 C32 1.497(3) . ? C28 C29 1.386(3) . ? C28 H28 0.9500 . ? C29 C30 1.389(3) . ? C29 H29 0.9500 . ? C30 C31 1.393(3) . ? C30 H30 0.9500 . ? C31 C41 1.481(3) . ? C32 C37 1.401(3) . ? C32 C33 1.405(3) . ? C33 C34 1.390(3) . ? C33 C38 1.496(4) . ? C34 C35 1.381(4) . ? C34 H34 0.9500 . ? C35 C36 1.393(3) . ? C35 C39 1.510(3) . ? C36 C37 1.389(3) . ? C36 H36 0.9500 . ? C37 C40 1.508(3) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.334(3) . ? C41 C46 1.519(3) . ? C42 C47 1.500(3) . ? C42 C43 1.514(3) . ? C43 C44 1.523(3) . ? C43 H43 1.0000 . ? C44 C45 1.328(3) . ? C44 C48 1.503(3) . ? C45 C46 1.492(3) . ? C45 H45 0.9500 . ? C46 C50 1.540(3) . ? C46 C49 1.553(3) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.39(18) . . ? C2 C1 C25 119.44(18) . . ? C6 C1 C25 120.15(18) . . ? C3 C2 C1 118.52(19) . . ? C3 C2 C7 118.3(2) . . ? C1 C2 C7 123.14(18) . . ? C4 C3 C2 121.4(2) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C5 C4 C3 119.65(19) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 121.0(2) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 118.79(19) . . ? C5 C6 C16 118.66(18) . . ? C1 C6 C16 122.32(17) . . ? C8 C7 C12 119.9(2) . . ? C8 C7 C2 121.7(2) . . ? C12 C7 C2 118.3(2) . . ? C9 C8 C7 118.8(2) . . ? C9 C8 C13 119.2(2) . . ? C7 C8 C13 122.0(2) . . ? C10 C9 C8 122.0(2) . . ? C10 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C9 C10 C11 118.2(2) . . ? C9 C10 C14 119.8(2) . . ? C11 C10 C14 122.0(3) . . ? C10 C11 C12 122.2(2) . . ? C10 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? C11 C12 C7 118.8(2) . . ? C11 C12 C15 120.4(2) . . ? C7 C12 C15 120.9(2) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C21 C16 C17 119.7(2) . . ? C21 C16 C6 120.95(19) . . ? C17 C16 C6 119.27(19) . . ? C18 C17 C16 118.6(2) . . ? C18 C17 C22 118.6(2) . . ? C16 C17 C22 122.8(2) . . ? C19 C18 C17 122.6(2) . . ? C19 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? C18 C19 C20 117.8(2) . . ? C18 C19 C23 121.2(2) . . ? C20 C19 C23 120.9(2) . . ? C21 C20 C19 122.1(2) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? C20 C21 C16 119.2(2) . . ? C20 C21 C24 118.5(2) . . ? C16 C21 C24 122.3(2) . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O1 C25 C1 121.1(2) . . ? O1 C25 C43 120.33(18) . . ? C1 C25 C43 118.57(17) . . ? C27 C26 C31 121.65(19) . . ? C27 C26 C50 129.02(19) . . ? C31 C26 C50 109.25(17) . . ? C28 C27 C26 116.53(19) . . ? C28 C27 C32 119.86(18) . . ? C26 C27 C32 123.61(19) . . ? C29 C28 C27 122.22(19) . . ? C29 C28 H28 118.9 . . ? C27 C28 H28 118.9 . . ? C28 C29 C30 120.9(2) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C29 C30 C31 118.7(2) . . ? C29 C30 H30 120.7 . . ? C31 C30 H30 120.7 . . ? C30 C31 C26 119.94(18) . . ? C30 C31 C41 130.79(19) . . ? C26 C31 C41 109.26(18) . . ? C37 C32 C33 120.6(2) . . ? C37 C32 C27 119.90(19) . . ? C33 C32 C27 119.4(2) . . ? C34 C33 C32 118.3(2) . . ? C34 C33 C38 120.0(2) . . ? C32 C33 C38 121.7(2) . . ? C35 C34 C33 122.4(2) . . ? C35 C34 H34 118.8 . . ? C33 C34 H34 118.8 . . ? C34 C35 C36 118.1(2) . . ? C34 C35 C39 121.0(2) . . ? C36 C35 C39 120.9(3) . . ? C37 C36 C35 122.0(2) . . ? C37 C36 H36 119.0 . . ? C35 C36 H36 119.0 . . ? C36 C37 C32 118.6(2) . . ? C36 C37 C40 120.3(2) . . ? C32 C37 C40 121.13(19) . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 C31 130.3(2) . . ? C42 C41 C46 122.39(18) . . ? C31 C41 C46 106.69(17) . . ? C41 C42 C47 125.37(19) . . ? C41 C42 C43 118.71(19) . . ? C47 C42 C43 115.91(18) . . ? C42 C43 C44 112.49(17) . . ? C42 C43 C25 110.03(17) . . ? C44 C43 C25 110.53(17) . . ? C42 C43 H43 107.9 . . ? C44 C43 H43 107.9 . . ? C25 C43 H43 107.9 . . ? C45 C44 C48 123.0(2) . . ? C45 C44 C43 119.90(18) . . ? C48 C44 C43 116.95(18) . . ? C44 C45 C46 121.98(19) . . ? C44 C45 H45 119.0 . . ? C46 C45 H45 119.0 . . ? C45 C46 C41 111.62(17) . . ? C45 C46 C50 114.49(18) . . ? C41 C46 C50 102.72(16) . . ? C45 C46 C49 110.78(17) . . ? C41 C46 C49 111.65(18) . . ? C50 C46 C49 105.20(16) . . ? C42 C47 H47A 109.5 . . ? C42 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C42 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C44 C48 H48A 109.5 . . ? C44 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C44 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C46 C49 H49A 109.5 . . ? C46 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C46 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? O2 C50 C26 128.4(2) . . ? O2 C50 C46 125.34(19) . . ? C26 C50 C46 106.27(17) . . ? 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 -4.5(3) . . . . ? C25 C1 C2 C3 177.2(2) . . . . ? C6 C1 C2 C7 172.3(2) . . . . ? C25 C1 C2 C7 -6.0(3) . . . . ? C1 C2 C3 C4 0.0(3) . . . . ? C7 C2 C3 C4 -177.0(2) . . . . ? C2 C3 C4 C5 3.5(4) . . . . ? C3 C4 C5 C6 -2.4(3) . . . . ? C4 C5 C6 C1 -2.0(3) . . . . ? C4 C5 C6 C16 172.6(2) . . . . ? C2 C1 C6 C5 5.5(3) . . . . ? C25 C1 C6 C5 -176.23(19) . . . . ? C2 C1 C6 C16 -168.9(2) . . . . ? C25 C1 C6 C16 9.4(3) . . . . ? C3 C2 C7 C8 -81.4(3) . . . . ? C1 C2 C7 C8 101.8(3) . . . . ? C3 C2 C7 C12 94.3(3) . . . . ? C1 C2 C7 C12 -82.5(3) . . . . ? C12 C7 C8 C9 4.6(3) . . . . ? C2 C7 C8 C9 -179.9(2) . . . . ? C12 C7 C8 C13 -176.5(2) . . . . ? C2 C7 C8 C13 -0.9(3) . . . . ? C7 C8 C9 C10 -1.4(3) . . . . ? C13 C8 C9 C10 179.6(2) . . . . ? C8 C9 C10 C11 -1.5(4) . . . . ? C8 C9 C10 C14 -180.0(2) . . . . ? C9 C10 C11 C12 1.3(4) . . . . ? C14 C10 C11 C12 179.8(2) . . . . ? C10 C11 C12 C7 1.8(3) . . . . ? C10 C11 C12 C15 -177.8(2) . . . . ? C8 C7 C12 C11 -4.7(3) . . . . ? C2 C7 C12 C11 179.6(2) . . . . ? C8 C7 C12 C15 174.8(2) . . . . ? C2 C7 C12 C15 -0.9(3) . . . . ? C5 C6 C16 C21 66.3(3) . . . . ? C1 C6 C16 C21 -119.3(2) . . . . ? C5 C6 C16 C17 -110.0(2) . . . . ? C1 C6 C16 C17 64.4(3) . . . . ? C21 C16 C17 C18 0.8(3) . . . . ? C6 C16 C17 C18 177.16(18) . . . . ? C21 C16 C17 C22 -175.83(18) . . . . ? C6 C16 C17 C22 0.5(3) . . . . ? C16 C17 C18 C19 0.4(3) . . . . ? C22 C17 C18 C19 177.21(19) . . . . ? C17 C18 C19 C20 -0.7(3) . . . . ? C17 C18 C19 C23 -179.7(2) . . . . ? C18 C19 C20 C21 -0.3(3) . . . . ? C23 C19 C20 C21 178.7(2) . . . . ? C19 C20 C21 C16 1.5(3) . . . . ? C19 C20 C21 C24 -177.3(2) . . . . ? C17 C16 C21 C20 -1.7(3) . . . . ? C6 C16 C21 C20 -178.01(19) . . . . ? C17 C16 C21 C24 177.04(19) . . . . ? C6 C16 C21 C24 0.7(3) . . . . ? C2 C1 C25 O1 57.9(3) . . . . ? C6 C1 C25 O1 -120.4(2) . . . . ? C2 C1 C25 C43 -120.7(2) . . . . ? C6 C1 C25 C43 61.0(3) . . . . ? C31 C26 C27 C28 -2.5(3) . . . . ? C50 C26 C27 C28 174.0(2) . . . . ? C31 C26 C27 C32 177.7(2) . . . . ? C50 C26 C27 C32 -5.9(4) . . . . ? C26 C27 C28 C29 2.7(3) . . . . ? C32 C27 C28 C29 -177.4(2) . . . . ? C27 C28 C29 C30 -1.1(4) . . . . ? C28 C29 C30 C31 -0.9(3) . . . . ? C29 C30 C31 C26 1.2(3) . . . . ? C29 C30 C31 C41 -177.4(2) . . . . ? C27 C26 C31 C30 0.5(3) . . . . ? C50 C26 C31 C30 -176.51(19) . . . . ? C27 C26 C31 C41 179.39(19) . . . . ? C50 C26 C31 C41 2.3(2) . . . . ? C28 C27 C32 C37 101.7(2) . . . . ? C26 C27 C32 C37 -78.5(3) . . . . ? C28 C27 C32 C33 -74.8(3) . . . . ? C26 C27 C32 C33 105.0(2) . . . . ? C37 C32 C33 C34 -1.5(3) . . . . ? C27 C32 C33 C34 174.99(19) . . . . ? C37 C32 C33 C38 178.2(2) . . . . ? C27 C32 C33 C38 -5.3(3) . . . . ? C32 C33 C34 C35 0.8(3) . . . . ? C38 C33 C34 C35 -178.9(2) . . . . ? C33 C34 C35 C36 -0.1(3) . . . . ? C33 C34 C35 C39 178.6(2) . . . . ? C34 C35 C36 C37 0.1(3) . . . . ? C39 C35 C36 C37 -178.6(2) . . . . ? C35 C36 C37 C32 -0.8(3) . . . . ? C35 C36 C37 C40 178.8(2) . . . . ? C33 C32 C37 C36 1.5(3) . . . . ? C27 C32 C37 C36 -174.95(19) . . . . ? C33 C32 C37 C40 -178.07(19) . . . . ? C27 C32 C37 C40 5.5(3) . . . . ? C30 C31 C41 C42 -27.5(4) . . . . ? C26 C31 C41 C42 153.8(2) . . . . ? C30 C31 C41 C46 161.8(2) . . . . ? C26 C31 C41 C46 -16.9(2) . . . . ? C31 C41 C42 C47 7.8(4) . . . . ? C46 C41 C42 C47 177.2(2) . . . . ? C31 C41 C42 C43 -173.4(2) . . . . ? C46 C41 C42 C43 -4.0(3) . . . . ? C41 C42 C43 C44 30.7(3) . . . . ? C47 C42 C43 C44 -150.3(2) . . . . ? C41 C42 C43 C25 -93.0(2) . . . . ? C47 C42 C43 C25 86.0(2) . . . . ? O1 C25 C43 C42 16.4(3) . . . . ? C1 C25 C43 C42 -165.05(17) . . . . ? O1 C25 C43 C44 -108.5(2) . . . . ? C1 C25 C43 C44 70.1(2) . . . . ? C42 C43 C44 C45 -29.0(3) . . . . ? C25 C43 C44 C45 94.4(2) . . . . ? C42 C43 C44 C48 146.8(2) . . . . ? C25 C43 C44 C48 -89.8(2) . . . . ? C48 C44 C45 C46 -175.8(2) . . . . ? C43 C44 C45 C46 -0.2(3) . . . . ? C44 C45 C46 C41 26.9(3) . . . . ? C44 C45 C46 C50 143.1(2) . . . . ? C44 C45 C46 C49 -98.2(2) . . . . ? C42 C41 C46 C45 -24.9(3) . . . . ? C31 C41 C46 C45 146.72(18) . . . . ? C42 C41 C46 C50 -148.0(2) . . . . ? C31 C41 C46 C50 23.6(2) . . . . ? C42 C41 C46 C49 99.7(2) . . . . ? C31 C41 C46 C49 -88.7(2) . . . . ? C27 C26 C50 O2 14.2(4) . . . . ? C31 C26 C50 O2 -169.0(2) . . . . ? C27 C26 C50 C46 -163.9(2) . . . . ? C31 C26 C50 C46 12.9(2) . . . . ? C45 C46 C50 O2 38.5(3) . . . . ? C41 C46 C50 O2 159.6(2) . . . . ? C49 C46 C50 O2 -83.4(3) . . . . ? C45 C46 C50 C26 -143.36(18) . . . . ? C41 C46 C50 C26 -22.2(2) . . . . ? C49 C46 C50 C26 94.79(19) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.34 _refine_diff_density_min -0.19 _refine_diff_density_rms 0.05