Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Christian Mueller' _publ_contact_author_address ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; _publ_contact_author_email C.MUELLER@TUE.NL _publ_contact_author_fax '[+31] 30 2533940' _publ_contact_author_phone '[+31] 30 2533902' _publ_section_title ; Atropisomeric Phosphinines: Design and Synthesis ; loop_ _publ_author_name _publ_author_address C.Muller ; Schuit Institute of Catalysis Department of Chemical Engineering and Chemistry Eindhoven University of Technology 5600 MB Eindhoven The Netherlands ; E.A.Pidko ; Schuit Institute of Catalysis Department of Chemical Engineering and Chemistry Eindhoven University of Technology 5600 MB Eindhoven The Netherlands ; M.Lutz ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; A.L.Spek ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; 'R.A.van Santen' ; Schuit Institute of Catalysis Department of Chemical Engineering and Chemistry Eindhoven University of Technology 5600 MB Eindhoven The Netherlands ; D.Vogt ; Schuit Institute of Catalysis Department of Chemical Engineering and Chemistry Eindhoven University of Technology 5600 MB Eindhoven The Netherlands ; ; D.Totev ; '' data_s3808a _database_code_depnum_ccdc_archive 'CCDC 659766' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H23 O2, Br' _chemical_formula_sum 'C26 H23 Br O2' _chemical_formula_weight 447.35 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' Br Br -0.2901 2.4595 '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 8.1446(3) _cell_length_b 18.5721(6) _cell_length_c 14.4284(7) _cell_angle_alpha 90.00 _cell_angle_beta 107.742(3) _cell_angle_gamma 90.00 _cell_volume 2078.68(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 14336 _cell_measurement_theta_min 1.84 _cell_measurement_theta_max 27.45 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 1.997 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4144 _exptl_absorpt_correction_T_max 0.7449 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27152 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0329 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4756 _reflns_number_gt 3791 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement Peakref _computing_data_reduction 'EvalCCD, Sadabs' _computing_structure_solution 'DIRDIF-99 (Beurskens et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0457P)^2^+1.1587P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4756 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0946 _refine_ls_wR_factor_gt 0.0871 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.70381(18) 0.86073(8) 0.24725(11) 0.0252(3) Uani 1 1 d . . . O2 O 0.1106(2) 0.71822(9) 0.37795(14) 0.0338(4) Uani 1 1 d . . . H2 H 0.043(4) 0.7096(17) 0.323(2) 0.052(9) Uiso 1 1 d . . . C1 C 0.8364(3) 0.89535(12) 0.22766(17) 0.0260(4) Uani 1 1 d . . . C2 C 0.9827(3) 0.91347(12) 0.29979(16) 0.0264(5) Uani 1 1 d . . . C3 C 0.9926(2) 0.89634(11) 0.39731(16) 0.0235(4) Uani 1 1 d . . . C4 C 0.8567(3) 0.85813(12) 0.41372(16) 0.0239(4) Uani 1 1 d . . . H4 H 0.8644 0.8435 0.4780 0.029 Uiso 1 1 calc R . . C5 C 0.7116(3) 0.84124(11) 0.33838(16) 0.0231(4) Uani 1 1 d . . . C6 C 0.8005(3) 0.90997(12) 0.12225(17) 0.0281(5) Uani 1 1 d . . . C7 C 0.7637(3) 0.97993(12) 0.08669(17) 0.0297(5) Uani 1 1 d . . . C8 C 0.7369(3) 0.99235(14) -0.01304(18) 0.0339(5) Uani 1 1 d . . . C9 C 0.7525(3) 0.93485(15) -0.07197(18) 0.0385(6) Uani 1 1 d . . . H9 H 0.7372 0.9434 -0.1390 0.046 Uiso 1 1 calc R . . C10 C 0.7895(3) 0.86596(15) -0.03584(19) 0.0416(6) Uani 1 1 d . . . H10 H 0.7992 0.8278 -0.0778 0.050 Uiso 1 1 calc R . . C11 C 0.8126(3) 0.85250(14) 0.06210(18) 0.0359(5) Uani 1 1 d . . . H11 H 0.8362 0.8052 0.0877 0.043 Uiso 1 1 calc R . . C12 C 0.7506(4) 1.04151(14) 0.1520(2) 0.0408(6) Uani 1 1 d . . . H12A H 0.7619 1.0231 0.2173 0.061 Uiso 1 1 calc R . . H12B H 0.6385 1.0652 0.1256 0.061 Uiso 1 1 calc R . . H12C H 0.8429 1.0762 0.1555 0.061 Uiso 1 1 calc R . . C13 C 0.6938(4) 1.06643(15) -0.0551(2) 0.0460(7) Uani 1 1 d . . . H13A H 0.7943 1.0979 -0.0305 0.069 Uiso 1 1 calc R . . H13B H 0.5970 1.0859 -0.0360 0.069 Uiso 1 1 calc R . . H13C H 0.6619 1.0639 -0.1262 0.069 Uiso 1 1 calc R . . C14 C 1.1276(3) 0.94831(14) 0.27089(18) 0.0333(5) Uani 1 1 d . . . H14A H 1.1228 0.9325 0.2053 0.050 Uiso 1 1 calc R . . H14B H 1.2384 0.9342 0.3170 0.050 Uiso 1 1 calc R . . H14C H 1.1154 1.0008 0.2716 0.050 Uiso 1 1 calc R . . C15 C 1.1405(2) 0.91705(11) 0.48088(16) 0.0243(4) Uani 1 1 d . . . C16 C 1.2022(3) 0.86969(13) 0.55937(17) 0.0317(5) Uani 1 1 d . . . H16 H 1.1446 0.8253 0.5602 0.038 Uiso 1 1 calc R . . C17 C 1.3467(3) 0.88727(15) 0.63560(19) 0.0385(6) Uani 1 1 d . . . H17 H 1.3902 0.8542 0.6875 0.046 Uiso 1 1 calc R . . C18 C 1.4280(3) 0.95246(14) 0.63674(18) 0.0363(6) Uani 1 1 d . . . H18 H 1.5280 0.9640 0.6889 0.044 Uiso 1 1 calc R . . C19 C 1.3643(3) 1.00090(13) 0.56221(18) 0.0315(5) Uani 1 1 d . . . H19 H 1.4186 1.0464 0.5642 0.038 Uiso 1 1 calc R . . C20 C 1.2216(3) 0.98377(12) 0.48441(17) 0.0282(5) Uani 1 1 d . . . H20 H 1.1786 1.0175 0.4332 0.034 Uiso 1 1 calc R . . C21 C 0.5553(3) 0.80733(11) 0.34554(16) 0.0226(4) Uani 1 1 d . . . C22 C 0.4161(3) 0.79290(12) 0.26365(16) 0.0273(5) Uani 1 1 d . . . H22 H 0.4247 0.8037 0.2009 0.033 Uiso 1 1 calc R . . C23 C 0.2656(3) 0.76318(12) 0.27184(16) 0.0281(5) Uani 1 1 d . . . H23 H 0.1710 0.7544 0.2153 0.034 Uiso 1 1 calc R . . C24 C 0.2533(3) 0.74615(11) 0.36399(16) 0.0256(5) Uani 1 1 d . . . C25 C 0.3928(3) 0.75914(13) 0.44603(17) 0.0300(5) Uani 1 1 d . . . H25 H 0.3857 0.7467 0.5085 0.036 Uiso 1 1 calc R . . C26 C 0.5414(3) 0.78993(12) 0.43761(16) 0.0281(5) Uani 1 1 d . . . H26 H 0.6350 0.7994 0.4944 0.034 Uiso 1 1 calc R . . Br1 Br -0.16427(3) 0.664652(14) 0.186161(18) 0.03893(10) 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 0.0237(7) 0.0293(8) 0.0246(8) 0.0014(6) 0.0104(6) -0.0044(6) O2 0.0271(8) 0.0423(10) 0.0363(10) -0.0051(8) 0.0159(7) -0.0112(7) C1 0.0268(10) 0.0255(11) 0.0306(12) 0.0003(9) 0.0158(9) -0.0012(8) C2 0.0245(10) 0.0267(11) 0.0315(12) -0.0003(9) 0.0138(9) -0.0020(8) C3 0.0203(9) 0.0231(10) 0.0290(12) -0.0014(9) 0.0101(8) 0.0023(8) C4 0.0215(9) 0.0266(10) 0.0252(11) 0.0022(9) 0.0096(8) 0.0006(8) C5 0.0238(9) 0.0221(10) 0.0255(11) 0.0000(8) 0.0109(8) 0.0016(8) C6 0.0261(10) 0.0327(12) 0.0275(12) -0.0002(9) 0.0113(9) -0.0054(9) C7 0.0259(10) 0.0341(12) 0.0324(13) 0.0005(10) 0.0137(9) -0.0047(9) C8 0.0293(11) 0.0411(13) 0.0343(13) 0.0062(11) 0.0143(10) -0.0050(10) C9 0.0394(13) 0.0507(16) 0.0281(13) 0.0036(11) 0.0144(10) -0.0073(11) C10 0.0503(15) 0.0454(15) 0.0333(14) -0.0068(12) 0.0189(12) -0.0077(12) C11 0.0429(13) 0.0342(13) 0.0332(14) -0.0024(10) 0.0153(11) -0.0057(10) C12 0.0481(15) 0.0353(14) 0.0424(15) -0.0007(12) 0.0191(12) 0.0014(11) C13 0.0455(15) 0.0501(16) 0.0462(16) 0.0161(13) 0.0195(12) 0.0015(12) C14 0.0283(11) 0.0433(14) 0.0330(13) -0.0013(11) 0.0164(10) -0.0101(10) C15 0.0195(9) 0.0287(11) 0.0285(12) -0.0038(9) 0.0128(8) 0.0012(8) C16 0.0260(10) 0.0339(12) 0.0358(13) 0.0019(10) 0.0102(9) -0.0042(9) C17 0.0308(12) 0.0476(15) 0.0346(14) 0.0058(12) 0.0060(10) -0.0021(11) C18 0.0225(10) 0.0516(15) 0.0345(14) -0.0062(12) 0.0082(9) -0.0046(10) C19 0.0244(10) 0.0341(12) 0.0410(14) -0.0119(11) 0.0173(9) -0.0052(9) C20 0.0237(10) 0.0309(12) 0.0339(13) -0.0025(10) 0.0148(9) 0.0011(8) C21 0.0220(9) 0.0216(10) 0.0259(11) 0.0006(9) 0.0101(8) 0.0003(8) C22 0.0286(10) 0.0305(12) 0.0242(12) 0.0000(9) 0.0100(9) -0.0049(9) C23 0.0242(10) 0.0328(12) 0.0264(12) -0.0025(9) 0.0065(8) -0.0041(9) C24 0.0243(10) 0.0236(10) 0.0331(12) -0.0033(9) 0.0151(9) -0.0024(8) C25 0.0306(11) 0.0371(13) 0.0260(12) -0.0005(10) 0.0143(9) -0.0047(9) C26 0.0243(10) 0.0354(12) 0.0251(12) -0.0007(9) 0.0082(8) -0.0044(9) Br1 0.03023(13) 0.04714(16) 0.03364(15) 0.00879(11) 0.00113(10) -0.00791(10) _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 C5 1.346(3) . ? O1 C1 1.358(2) . ? O2 C24 1.343(3) . ? O2 H2 0.83(3) . ? C1 C2 1.364(3) . ? C1 C6 1.484(3) . ? C2 C3 1.420(3) . ? C2 C14 1.512(3) . ? C3 C4 1.395(3) . ? C3 C15 1.472(3) . ? C4 C5 1.376(3) . ? C4 H4 0.9500 . ? C5 C21 1.452(3) . ? C6 C7 1.396(3) . ? C6 C11 1.398(3) . ? C7 C8 1.407(3) . ? C7 C12 1.506(3) . ? C8 C9 1.395(4) . ? C8 C13 1.501(4) . ? C9 C10 1.380(4) . ? C9 H9 0.9500 . ? C10 C11 1.390(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 C20 1.398(3) . ? C15 C16 1.401(3) . ? C16 C17 1.383(3) . ? C16 H16 0.9500 . ? C17 C18 1.378(4) . ? C17 H17 0.9500 . ? C18 C19 1.377(4) . ? C18 H18 0.9500 . ? C19 C20 1.385(3) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.392(3) . ? C21 C26 1.405(3) . ? C22 C23 1.382(3) . ? C22 H22 0.9500 . ? C23 C24 1.400(3) . ? C23 H23 0.9500 . ? C24 C25 1.390(3) . ? C25 C26 1.377(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? 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 C5 O1 C1 121.76(17) . . ? C24 O2 H2 107(2) . . ? O1 C1 C2 121.5(2) . . ? O1 C1 C6 112.30(18) . . ? C2 C1 C6 126.17(19) . . ? C1 C2 C3 118.26(19) . . ? C1 C2 C14 118.0(2) . . ? C3 C2 C14 123.74(19) . . ? C4 C3 C2 118.26(19) . . ? C4 C3 C15 119.2(2) . . ? C2 C3 C15 122.57(18) . . ? C5 C4 C3 121.1(2) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? O1 C5 C4 118.95(18) . . ? O1 C5 C21 113.86(18) . . ? C4 C5 C21 127.1(2) . . ? C7 C6 C11 122.0(2) . . ? C7 C6 C1 120.0(2) . . ? C11 C6 C1 117.9(2) . . ? C6 C7 C8 118.5(2) . . ? C6 C7 C12 121.7(2) . . ? C8 C7 C12 119.8(2) . . ? C9 C8 C7 118.9(2) . . ? C9 C8 C13 120.6(2) . . ? C7 C8 C13 120.5(2) . . ? C10 C9 C8 122.0(2) . . ? C10 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C9 C10 C11 119.8(2) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C6 118.7(2) . . ? C10 C11 H11 120.6 . . ? C6 C11 H11 120.6 . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? 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 . . ? C2 C14 H14A 109.5 . . ? C2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C20 C15 C16 118.6(2) . . ? C20 C15 C3 121.4(2) . . ? C16 C15 C3 120.04(19) . . ? C17 C16 C15 120.2(2) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 120.4(2) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 C17 120.0(2) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 120.4(2) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C19 C20 C15 120.2(2) . . ? C19 C20 H20 119.9 . . ? C15 C20 H20 119.9 . . ? C22 C21 C26 118.62(19) . . ? C22 C21 C5 121.9(2) . . ? C26 C21 C5 119.48(19) . . ? C23 C22 C21 121.3(2) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C22 C23 C24 119.6(2) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? O2 C24 C25 117.4(2) . . ? O2 C24 C23 123.0(2) . . ? C25 C24 C23 119.57(19) . . ? C26 C25 C24 120.6(2) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C25 C26 C21 120.3(2) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 O1 C1 C2 -1.4(3) . . . . ? C5 O1 C1 C6 178.74(18) . . . . ? O1 C1 C2 C3 -1.1(3) . . . . ? C6 C1 C2 C3 178.7(2) . . . . ? O1 C1 C2 C14 176.8(2) . . . . ? C6 C1 C2 C14 -3.4(3) . . . . ? C1 C2 C3 C4 3.7(3) . . . . ? C14 C2 C3 C4 -174.0(2) . . . . ? C1 C2 C3 C15 -176.6(2) . . . . ? C14 C2 C3 C15 5.7(3) . . . . ? C2 C3 C4 C5 -4.0(3) . . . . ? C15 C3 C4 C5 176.28(19) . . . . ? C1 O1 C5 C4 1.2(3) . . . . ? C1 O1 C5 C21 177.74(18) . . . . ? C3 C4 C5 O1 1.5(3) . . . . ? C3 C4 C5 C21 -174.5(2) . . . . ? O1 C1 C6 C7 106.8(2) . . . . ? C2 C1 C6 C7 -73.0(3) . . . . ? O1 C1 C6 C11 -75.9(3) . . . . ? C2 C1 C6 C11 104.2(3) . . . . ? C11 C6 C7 C8 0.5(3) . . . . ? C1 C6 C7 C8 177.57(19) . . . . ? C11 C6 C7 C12 179.9(2) . . . . ? C1 C6 C7 C12 -3.0(3) . . . . ? C6 C7 C8 C9 -1.6(3) . . . . ? C12 C7 C8 C9 178.9(2) . . . . ? C6 C7 C8 C13 178.9(2) . . . . ? C12 C7 C8 C13 -0.6(3) . . . . ? C7 C8 C9 C10 1.5(4) . . . . ? C13 C8 C9 C10 -179.0(2) . . . . ? C8 C9 C10 C11 -0.1(4) . . . . ? C9 C10 C11 C6 -1.1(4) . . . . ? C7 C6 C11 C10 0.9(4) . . . . ? C1 C6 C11 C10 -176.3(2) . . . . ? C4 C3 C15 C20 -141.3(2) . . . . ? C2 C3 C15 C20 39.0(3) . . . . ? C4 C3 C15 C16 38.3(3) . . . . ? C2 C3 C15 C16 -141.4(2) . . . . ? C20 C15 C16 C17 -3.8(3) . . . . ? C3 C15 C16 C17 176.5(2) . . . . ? C15 C16 C17 C18 2.2(4) . . . . ? C16 C17 C18 C19 0.7(4) . . . . ? C17 C18 C19 C20 -1.9(4) . . . . ? C18 C19 C20 C15 0.1(3) . . . . ? C16 C15 C20 C19 2.7(3) . . . . ? C3 C15 C20 C19 -177.68(19) . . . . ? O1 C5 C21 C22 3.8(3) . . . . ? C4 C5 C21 C22 179.9(2) . . . . ? O1 C5 C21 C26 -174.71(19) . . . . ? C4 C5 C21 C26 1.5(3) . . . . ? C26 C21 C22 C23 1.1(3) . . . . ? C5 C21 C22 C23 -177.4(2) . . . . ? C21 C22 C23 C24 -1.0(3) . . . . ? C22 C23 C24 O2 178.9(2) . . . . ? C22 C23 C24 C25 -0.2(3) . . . . ? O2 C24 C25 C26 -177.8(2) . . . . ? C23 C24 C25 C26 1.3(3) . . . . ? C24 C25 C26 C21 -1.3(3) . . . . ? C22 C21 C26 C25 0.1(3) . . . . ? C5 C21 C26 C25 178.6(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 Br1 0.83(3) 2.33(3) 3.1438(18) 168(3) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.696 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.068 #===END