# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_KS001 _database_code_depnum_ccdc_archive 'CCDC 897539' #TrackingRef '13455_web_deposit_cif_file_0_MasahitoYoshida_1345633364.1h_KS001.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C22 H13 Br O3' _chemical_formula_moiety 'C22 H13 Br O3' _chemical_formula_weight 405.25 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 27.076(17) _cell_length_b 8.210(4) _cell_length_c 17.965(11) _cell_angle_alpha 90.0000 _cell_angle_beta 119.619(13) _cell_angle_gamma 90.0000 _cell_volume 3472(4) _cell_formula_units_Z 8 _cell_measurement_reflns_used 4516 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 27.40 _cell_measurement_temperature 123 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.020 _exptl_crystal_size_mid 0.010 _exptl_crystal_size_min 0.010 _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632.00 _exptl_absorpt_coefficient_mu 2.394 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'REQAB (Rigaku, 1998)' _exptl_absorpt_correction_T_min 0.757 _exptl_absorpt_correction_T_max 0.976 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 123 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Saturn724' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.222 _diffrn_reflns_number 23802 _diffrn_reflns_av_R_equivalents 0.1752 _diffrn_reflns_theta_max 27.34 _diffrn_reflns_theta_full 27.34 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3907 _reflns_number_gt 2650 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.1527 _refine_ls_wR_factor_ref 0.2342 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3907 _refine_ls_number_parameters 235 _refine_ls_goodness_of_fit_ref 1.250 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0132P)^2^+67.9503P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.004 _refine_diff_density_max 0.490 _refine_diff_density_min -0.520 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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 for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Br Br -0.2901 2.4595 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0106 0.0060 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.44771(5) 1.33825(13) 1.06522(8) 0.0505(4) Uani 1.0 8 d . . . O1 O 0.3253(3) 0.3601(8) 0.8253(4) 0.0362(16) Uani 1.0 8 d . . . O2 O 0.3955(3) 0.7716(8) 0.7855(5) 0.0385(17) Uani 1.0 8 d . . . O3 O 0.2956(3) 0.8863(8) 0.8470(5) 0.0416(18) Uani 1.0 8 d . . . C1 C 0.3451(4) 0.6455(12) 0.8480(6) 0.032(3) Uani 1.0 8 d . . . C2 C 0.3212(4) 0.5080(12) 0.8576(6) 0.032(3) Uani 1.0 8 d . . . C3 C 0.3558(4) 0.3489(12) 0.7822(6) 0.032(3) Uani 1.0 8 d . . . C4 C 0.3599(4) 0.1927(12) 0.7534(6) 0.037(3) Uani 1.0 8 d . . . C5 C 0.3914(4) 0.1728(14) 0.7121(6) 0.041(3) Uani 1.0 8 d . . . C6 C 0.4196(5) 0.3041(13) 0.7020(7) 0.045(3) Uani 1.0 8 d . . . C7 C 0.4151(4) 0.4594(13) 0.7286(7) 0.039(3) Uani 1.0 8 d . . . C8 C 0.3830(4) 0.4831(12) 0.7700(6) 0.031(3) Uani 1.0 8 d . . . C9 C 0.3773(4) 0.6449(13) 0.8006(6) 0.036(3) Uani 1.0 8 d . . . C10 C 0.3397(5) 0.8109(11) 0.8803(6) 0.030(3) Uani 1.0 8 d . . . C11 C 0.3937(5) 0.8799(12) 0.9532(7) 0.036(3) Uani 1.0 8 d . . . C12 C 0.3959(4) 1.0482(11) 0.9736(6) 0.032(3) Uani 1.0 8 d . . . C13 C 0.4433(4) 1.1103(12) 1.0430(7) 0.036(3) Uani 1.0 8 d . . . C14 C 0.4905(5) 1.0141(12) 1.0917(7) 0.042(3) Uani 1.0 8 d . . . C15 C 0.4895(4) 0.8495(12) 1.0737(6) 0.033(3) Uani 1.0 8 d . . . C16 C 0.4407(5) 0.7834(12) 1.0033(6) 0.035(3) Uani 1.0 8 d . . . C17 C 0.2896(4) 0.4909(12) 0.9052(7) 0.037(3) Uani 1.0 8 d . . . C18 C 0.2417(5) 0.3898(13) 0.8710(7) 0.043(3) Uani 1.0 8 d . . . C19 C 0.2101(5) 0.3784(12) 0.9124(7) 0.042(3) Uani 1.0 8 d . . . C20 C 0.2271(5) 0.4649(13) 0.9893(7) 0.039(3) Uani 1.0 8 d . . . C21 C 0.2754(5) 0.5616(13) 1.0242(8) 0.049(3) Uani 1.0 8 d . . . C22 C 0.3058(5) 0.5773(11) 0.9815(7) 0.034(3) Uani 1.0 8 d . . . H4 H 0.3414 0.1023 0.7621 0.0447 Uiso 1.0 8 calc R . . H5 H 0.3936 0.0688 0.6907 0.0487 Uiso 1.0 8 calc R . . H6 H 0.4425 0.2875 0.6763 0.0540 Uiso 1.0 8 calc R . . H7 H 0.4335 0.5488 0.7189 0.0471 Uiso 1.0 8 calc R . . H12 H 0.3647 1.1173 0.9393 0.0382 Uiso 1.0 8 calc R . . H14 H 0.5236 1.0610 1.1376 0.0509 Uiso 1.0 8 calc R . . H15 H 0.5212 0.7822 1.1083 0.0398 Uiso 1.0 8 calc R . . H16 H 0.4400 0.6711 0.9900 0.0416 Uiso 1.0 8 calc R . . H18 H 0.2309 0.3298 0.8200 0.0510 Uiso 1.0 8 calc R . . H19 H 0.1770 0.3122 0.8890 0.0507 Uiso 1.0 8 calc R . . H20 H 0.2052 0.4569 1.0173 0.0470 Uiso 1.0 8 calc R . . H21 H 0.2875 0.6165 1.0770 0.0584 Uiso 1.0 8 calc R . . H22 H 0.3379 0.6472 1.0038 0.0407 Uiso 1.0 8 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br1 0.0541(7) 0.0288(5) 0.0657(8) -0.0032(6) 0.0273(6) -0.0100(6) O1 0.039(4) 0.024(4) 0.043(4) -0.002(3) 0.019(4) -0.008(3) O2 0.040(4) 0.030(4) 0.051(5) -0.003(3) 0.026(4) -0.004(4) O3 0.032(4) 0.036(4) 0.048(5) 0.002(3) 0.013(4) -0.002(4) C1 0.027(5) 0.039(6) 0.024(5) 0.004(5) 0.007(4) -0.001(5) C2 0.032(6) 0.032(6) 0.030(6) -0.005(5) 0.013(5) -0.001(5) C3 0.020(5) 0.033(5) 0.036(6) 0.010(5) 0.010(5) -0.006(5) C4 0.032(6) 0.029(6) 0.042(6) 0.001(4) 0.011(5) 0.001(5) C5 0.042(6) 0.041(6) 0.036(6) 0.011(5) 0.017(5) -0.005(5) C6 0.043(7) 0.046(7) 0.048(7) 0.006(5) 0.024(6) -0.004(6) C7 0.028(6) 0.044(6) 0.039(6) -0.000(5) 0.011(5) -0.004(5) C8 0.022(5) 0.038(6) 0.029(5) -0.007(4) 0.010(5) -0.005(5) C9 0.032(6) 0.037(6) 0.030(6) -0.003(5) 0.008(5) -0.002(5) C10 0.048(6) 0.021(5) 0.028(5) 0.008(4) 0.024(5) 0.004(4) C11 0.041(6) 0.032(6) 0.038(6) -0.005(5) 0.023(6) 0.001(5) C12 0.028(6) 0.029(5) 0.041(6) 0.000(4) 0.020(5) 0.005(5) C13 0.034(6) 0.036(6) 0.046(7) -0.001(5) 0.027(6) -0.006(5) C14 0.062(8) 0.024(5) 0.052(7) -0.014(5) 0.037(7) -0.009(5) C15 0.034(5) 0.027(5) 0.036(6) 0.002(5) 0.015(5) -0.001(5) C16 0.047(7) 0.025(5) 0.044(6) -0.001(5) 0.031(6) 0.002(5) C17 0.029(6) 0.028(5) 0.041(6) 0.001(4) 0.008(5) 0.007(5) C18 0.042(7) 0.043(6) 0.044(7) 0.002(5) 0.023(6) 0.006(5) C19 0.036(6) 0.032(6) 0.061(8) -0.001(5) 0.025(6) 0.008(5) C20 0.041(6) 0.040(6) 0.052(7) 0.011(5) 0.035(6) 0.013(6) C21 0.038(7) 0.041(7) 0.056(8) 0.001(5) 0.016(6) 0.005(6) C22 0.039(6) 0.027(5) 0.042(6) 0.005(5) 0.025(6) -0.002(5) #============================================================================== _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'Il Milione (Burla, et al., 2007)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Br1 C13 1.905(10) yes . . O1 C2 1.374(13) yes . . O1 C3 1.385(15) yes . . O2 C9 1.237(14) yes . . O3 C10 1.209(12) yes . . C1 C2 1.353(15) yes . . C1 C9 1.492(18) yes . . C1 C10 1.511(14) yes . . C2 C17 1.485(19) yes . . C3 C4 1.407(15) yes . . C3 C8 1.401(15) yes . . C4 C5 1.391(19) yes . . C5 C6 1.382(17) yes . . C6 C7 1.387(16) yes . . C7 C8 1.411(19) yes . . C8 C9 1.474(15) yes . . C10 C11 1.509(12) yes . . C11 C12 1.423(14) yes . . C11 C16 1.388(13) yes . . C12 C13 1.371(12) yes . . C13 C14 1.384(14) yes . . C14 C15 1.387(14) yes . . C15 C16 1.410(12) yes . . C17 C18 1.402(14) yes . . C17 C22 1.408(15) yes . . C18 C19 1.39(2) yes . . C19 C20 1.414(17) yes . . C20 C21 1.388(15) yes . . C21 C22 1.38(2) yes . . C4 H4 0.950 no . . C5 H5 0.950 no . . C6 H6 0.950 no . . C7 H7 0.950 no . . C12 H12 0.950 no . . C14 H14 0.950 no . . C15 H15 0.950 no . . C16 H16 0.950 no . . C18 H18 0.950 no . . C19 H19 0.950 no . . C20 H20 0.950 no . . C21 H21 0.950 no . . C22 H22 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C2 O1 C3 119.4(9) yes . . . C2 C1 C9 121.4(10) yes . . . C2 C1 C10 124.0(12) yes . . . C9 C1 C10 114.6(10) yes . . . O1 C2 C1 122.7(12) yes . . . O1 C2 C17 110.5(9) yes . . . C1 C2 C17 126.8(10) yes . . . O1 C3 C4 116.2(10) yes . . . O1 C3 C8 122.6(10) yes . . . C4 C3 C8 121.1(12) yes . . . C3 C4 C5 118.9(10) yes . . . C4 C5 C6 120.2(11) yes . . . C5 C6 C7 121.6(13) yes . . . C6 C7 C8 119.3(11) yes . . . C3 C8 C7 118.9(10) yes . . . C3 C8 C9 119.4(11) yes . . . C7 C8 C9 121.7(10) yes . . . O2 C9 C1 122.1(10) yes . . . O2 C9 C8 123.4(12) yes . . . C1 C9 C8 114.4(10) yes . . . O3 C10 C1 121.9(8) yes . . . O3 C10 C11 122.2(9) yes . . . C1 C10 C11 115.8(8) yes . . . C10 C11 C12 119.2(8) yes . . . C10 C11 C16 122.2(9) yes . . . C12 C11 C16 118.6(8) yes . . . C11 C12 C13 119.8(8) yes . . . Br1 C13 C12 119.3(7) yes . . . Br1 C13 C14 119.1(7) yes . . . C12 C13 C14 121.3(9) yes . . . C13 C14 C15 120.2(9) yes . . . C14 C15 C16 119.1(9) yes . . . C11 C16 C15 121.0(9) yes . . . C2 C17 C18 118.4(10) yes . . . C2 C17 C22 121.5(9) yes . . . C18 C17 C22 120.0(13) yes . . . C17 C18 C19 119.2(11) yes . . . C18 C19 C20 120.1(10) yes . . . C19 C20 C21 120.5(14) yes . . . C20 C21 C22 119.4(12) yes . . . C17 C22 C21 120.7(10) yes . . . C3 C4 H4 120.529 no . . . C5 C4 H4 120.559 no . . . C4 C5 H5 119.926 no . . . C6 C5 H5 119.917 no . . . C5 C6 H6 119.193 no . . . C7 C6 H6 119.193 no . . . C6 C7 H7 120.359 no . . . C8 C7 H7 120.355 no . . . C11 C12 H12 120.096 no . . . C13 C12 H12 120.088 no . . . C13 C14 H14 119.900 no . . . C15 C14 H14 119.891 no . . . C14 C15 H15 120.465 no . . . C16 C15 H15 120.462 no . . . C11 C16 H16 119.503 no . . . C15 C16 H16 119.515 no . . . C17 C18 H18 120.372 no . . . C19 C18 H18 120.381 no . . . C18 C19 H19 119.934 no . . . C20 C19 H19 119.929 no . . . C19 C20 H20 119.777 no . . . C21 C20 H20 119.771 no . . . C20 C21 H21 120.286 no . . . C22 C21 H21 120.297 no . . . C17 C22 H22 119.657 no . . . C21 C22 H22 119.654 no . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C2 O1 C3 C4 177.9(6) no . . . . C2 O1 C3 C8 0.1(10) no . . . . C3 O1 C2 C1 1.0(10) no . . . . C3 O1 C2 C17 -176.9(6) no . . . . C2 C1 C9 O2 174.2(7) no . . . . C2 C1 C9 C8 -2.9(10) no . . . . C9 C1 C2 O1 0.5(11) no . . . . C9 C1 C2 C17 178.1(7) no . . . . C2 C1 C10 O3 -71.5(13) no . . . . C2 C1 C10 C11 111.8(10) no . . . . C10 C1 C2 O1 178.0(7) no . . . . C10 C1 C2 C17 -4.5(12) no . . . . C9 C1 C10 O3 106.1(12) no . . . . C9 C1 C10 C11 -70.6(10) no . . . . C10 C1 C9 O2 -3.5(10) no . . . . C10 C1 C9 C8 179.4(6) no . . . . O1 C2 C17 C18 -40.8(10) no . . . . O1 C2 C17 C22 141.3(7) no . . . . C1 C2 C17 C18 141.4(8) no . . . . C1 C2 C17 C22 -36.5(13) no . . . . O1 C3 C4 C5 -178.0(6) no . . . . O1 C3 C8 C7 177.3(6) no . . . . O1 C3 C8 C9 -2.7(11) no . . . . C4 C3 C8 C7 -0.4(11) no . . . . C4 C3 C8 C9 179.7(6) no . . . . C8 C3 C4 C5 -0.2(11) no . . . . C3 C4 C5 C6 2.0(11) no . . . . C4 C5 C6 C7 -3.2(13) no . . . . C5 C6 C7 C8 2.6(13) no . . . . C6 C7 C8 C3 -0.8(11) no . . . . C6 C7 C8 C9 179.2(7) no . . . . C3 C8 C9 O2 -173.2(7) no . . . . C3 C8 C9 C1 3.9(10) no . . . . C7 C8 C9 O2 6.9(12) no . . . . C7 C8 C9 C1 -176.1(7) no . . . . O3 C10 C11 C12 -11.7(18) no . . . . O3 C10 C11 C16 165.9(11) no . . . . C1 C10 C11 C12 165.0(10) no . . . . C1 C10 C11 C16 -17.4(17) no . . . . C10 C11 C12 C13 175.9(11) no . . . . C10 C11 C16 C15 -176.8(11) no . . . . C12 C11 C16 C15 0.8(19) no . . . . C16 C11 C12 C13 -1.8(19) no . . . . C11 C12 C13 Br1 176.0(10) no . . . . C11 C12 C13 C14 3(2) no . . . . Br1 C13 C14 C15 -176.3(9) no . . . . C12 C13 C14 C15 -3(2) no . . . . C13 C14 C15 C16 2(2) no . . . . C14 C15 C16 C11 -1.1(19) no . . . . C2 C17 C18 C19 -177.0(8) no . . . . C2 C17 C22 C21 179.1(7) no . . . . C18 C17 C22 C21 1.2(13) no . . . . C22 C17 C18 C19 1.0(13) no . . . . C17 C18 C19 C20 -1.5(14) no . . . . C18 C19 C20 C21 -0.2(14) no . . . . C19 C20 C21 C22 2.3(14) no . . . . C20 C21 C22 C17 -2.8(14) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O1 C9 2.874(14) no . . O1 C18 2.777(17) no . . O1 C22 3.579(15) no . . O2 O3 3.519(13) no . . O2 C7 2.904(14) no . . O2 C10 2.799(17) no . . O2 C11 3.166(16) no . . O2 C16 3.477(14) no . . O3 C2 3.167(12) no . . O3 C9 3.367(15) no . . O3 C12 2.865(10) no . . O3 C17 3.439(13) no . . O3 C22 3.419(13) no . . C1 C3 2.784(15) no . . C1 C16 2.938(12) no . . C1 C22 3.117(18) no . . C2 C8 2.814(19) no . . C2 C11 3.577(13) no . . C3 C6 2.77(2) no . . C4 C7 2.809(16) no . . C5 C8 2.803(16) no . . C9 C11 3.200(16) no . . C9 C16 3.366(14) no . . C10 C17 3.089(15) no . . C10 C22 3.079(17) no . . C11 C14 2.798(13) no . . C12 C15 2.794(12) no . . C13 C16 2.769(14) no . . C17 C20 2.78(2) no . . C18 C21 2.813(17) no . . C19 C22 2.783(14) no . . O1 O3 3.214(8) no . 6_546 O1 C12 3.504(11) no . 1_545 O2 C4 3.559(12) no . 1_565 O2 C5 3.529(13) no . 1_565 O2 C14 3.280(12) no . 3_677 O2 C18 3.510(11) no . 6_556 O2 C19 3.396(11) no . 6_556 O3 O1 3.214(8) no . 6_556 O3 C3 3.589(11) no . 6_556 O3 C18 3.528(15) no . 6_556 O3 C20 3.507(17) no . 7_567 C3 O3 3.589(11) no . 6_546 C4 O2 3.559(12) no . 1_545 C4 C18 3.559(13) no . 6_546 C5 O2 3.529(13) no . 1_545 C5 C19 3.511(14) no . 6_546 C12 O1 3.504(11) no . 1_565 C13 C15 3.404(19) no . 3_677 C14 O2 3.280(12) no . 3_677 C14 C14 3.59(2) no . 3_677 C14 C15 3.460(19) no . 3_677 C14 C16 3.51(2) no . 3_677 C15 C13 3.404(19) no . 3_677 C15 C14 3.460(19) no . 3_677 C16 C14 3.51(2) no . 3_677 C18 O2 3.510(11) no . 6_546 C18 O3 3.528(15) no . 6_546 C18 C4 3.559(13) no . 6_556 C19 O2 3.396(11) no . 6_546 C19 C5 3.511(14) no . 6_556 C19 C19 3.507(14) no . 7_557 C19 C20 3.315(14) no . 7_557 C20 O3 3.507(17) no . 7_567 C20 C19 3.315(14) no . 7_557 C21 C21 3.322(15) no . 7_567 Br1 H12 2.9044 no . . Br1 H14 2.9082 no . . O1 H4 2.5380 no . . O1 H18 2.5243 no . . O2 H7 2.6547 no . . O2 H16 3.3551 no . . O3 H12 2.6034 no . . O3 H22 3.1485 no . . C1 H16 2.5839 no . . C1 H22 2.8996 no . . C2 H16 3.1997 no . . C2 H18 2.6348 no . . C2 H22 2.6909 no . . C3 H5 3.2710 no . . C3 H7 3.2834 no . . C4 H6 3.2554 no . . C5 H7 3.2717 no . . C6 H4 3.2633 no . . C7 H5 3.2695 no . . C8 H4 3.3018 no . . C8 H6 3.2705 no . . C9 H7 2.7010 no . . C9 H16 2.9662 no . . C10 H12 2.6831 no . . C10 H16 2.6987 no . . C10 H22 2.6161 no . . C11 H15 3.2902 no . . C11 H22 2.8481 no . . C12 H14 3.2524 no . . C12 H16 3.2779 no . . C13 H15 3.2612 no . . C14 H12 3.2555 no . . C14 H16 3.2656 no . . C16 H12 3.2763 no . . C16 H14 3.2712 no . . C16 H22 3.0036 no . . C17 H19 3.2653 no . . C17 H21 3.2810 no . . C18 H20 3.2795 no . . C18 H22 3.2877 no . . C19 H21 3.2912 no . . C20 H18 3.2871 no . . C20 H22 3.2473 no . . C21 H19 3.2856 no . . C22 H18 3.2930 no . . C22 H20 3.2470 no . . H4 H5 2.3479 no . . H5 H6 2.3200 no . . H6 H7 2.3308 no . . H14 H15 2.3420 no . . H15 H16 2.3592 no . . H16 H22 2.9020 no . . H18 H19 2.3403 no . . H19 H20 2.3596 no . . H20 H21 2.3391 no . . H21 H22 2.3292 no . . Br1 H7 3.1114 no . 4_575 Br1 H16 3.0100 no . 1_565 O1 H12 2.6735 no . 1_545 O2 H4 3.0146 no . 1_565 O2 H5 2.9612 no . 1_565 O2 H14 2.3663 no . 3_677 O2 H18 3.0211 no . 6_556 O2 H19 2.7766 no . 6_556 O3 H4 2.9788 no . 1_565 O3 H18 2.7575 no . 6_556 O3 H20 2.7664 no . 7_567 O3 H21 3.1580 no . 7_567 C1 H18 3.0818 no . 6_556 C2 H12 3.4814 no . 1_545 C3 H12 3.3119 no . 1_545 C3 H15 3.1050 no . 3_667 C3 H21 3.2173 no . 4_564 C4 H12 3.3346 no . 1_545 C4 H14 3.4656 no . 3_667 C4 H15 2.9442 no . 3_667 C4 H21 3.1944 no . 4_564 C5 H14 3.1818 no . 3_667 C5 H15 2.9320 no . 3_667 C5 H19 3.4883 no . 6_546 C5 H21 3.1701 no . 4_564 C5 H22 3.5943 no . 4_564 C6 H6 3.2663 no . 2_656 C6 H15 3.0466 no . 3_667 C6 H21 3.2123 no . 4_564 C6 H22 3.1531 no . 4_564 C7 H15 3.2402 no . 3_667 C7 H21 3.2313 no . 4_564 C8 H15 3.2630 no . 3_667 C8 H21 3.2420 no . 4_564 C9 H14 3.3634 no . 3_677 C9 H18 3.0512 no . 6_556 C9 H19 3.2711 no . 6_556 C10 H4 3.2130 no . 1_565 C10 H18 3.1351 no . 6_556 C10 H20 3.2724 no . 7_567 C11 H4 3.5094 no . 1_565 C11 H14 3.3945 no . 3_677 C11 H20 3.2620 no . 7_567 C12 H4 3.3567 no . 1_565 C12 H15 3.5214 no . 3_677 C12 H20 2.8219 no . 7_567 C13 H15 3.4160 no . 3_677 C14 H6 3.4748 no . 4_565 C15 H6 2.9318 no . 4_565 C16 H6 3.1380 no . 4_565 C16 H14 3.3753 no . 3_677 C17 H4 3.4527 no . 6_556 C17 H12 3.5609 no . 1_545 C18 H4 2.9166 no . 6_556 C18 H5 3.5764 no . 6_556 C18 H20 3.3677 no . 7_557 C19 H4 3.2916 no . 6_556 C19 H5 2.9360 no . 6_556 C19 H20 3.4011 no . 7_557 C20 H5 3.3791 no . 6_556 C20 H12 3.3790 no . 7_567 C20 H19 3.3305 no . 7_557 C20 H21 3.5945 no . 7_567 C21 H19 3.3948 no . 7_557 C21 H21 3.1828 no . 7_567 C22 H21 3.3436 no . 7_567 H4 O2 3.0146 no . 1_545 H4 O3 2.9788 no . 1_545 H4 C10 3.2130 no . 1_545 H4 C11 3.5094 no . 1_545 H4 C12 3.3567 no . 1_545 H4 C17 3.4527 no . 6_546 H4 C18 2.9166 no . 6_546 H4 C19 3.2916 no . 6_546 H4 H12 2.9254 no . 1_545 H4 H14 3.4473 no . 3_667 H4 H15 3.4042 no . 3_667 H4 H18 2.8569 no . 6_546 H4 H19 3.4579 no . 6_546 H5 O2 2.9612 no . 1_545 H5 C18 3.5764 no . 6_546 H5 C19 2.9360 no . 6_546 H5 C20 3.3791 no . 6_546 H5 H14 2.9723 no . 3_667 H5 H15 3.4085 no . 3_667 H5 H19 2.7272 no . 6_546 H5 H20 3.4769 no . 6_546 H6 C6 3.2663 no . 2_656 H6 C14 3.4748 no . 4_564 H6 C15 2.9318 no . 4_564 H6 C16 3.1380 no . 4_564 H6 H6 2.9243 no . 2_656 H6 H15 3.5369 no . 3_667 H6 H15 2.9888 no . 4_564 H6 H16 3.3313 no . 4_564 H6 H22 3.0387 no . 4_564 H7 Br1 3.1114 no . 4_574 H7 H7 3.1976 no . 2_656 H7 H19 3.4143 no . 6_556 H12 O1 2.6735 no . 1_565 H12 C2 3.4814 no . 1_565 H12 C3 3.3119 no . 1_565 H12 C4 3.3346 no . 1_565 H12 C17 3.5609 no . 1_565 H12 C20 3.3790 no . 7_567 H12 H4 2.9254 no . 1_565 H12 H20 2.4523 no . 7_567 H14 O2 2.3663 no . 3_677 H14 C4 3.4656 no . 3_667 H14 C5 3.1818 no . 3_667 H14 C9 3.3634 no . 3_677 H14 C11 3.3945 no . 3_677 H14 C16 3.3753 no . 3_677 H14 H4 3.4473 no . 3_667 H14 H5 2.9723 no . 3_667 H15 C3 3.1050 no . 3_667 H15 C4 2.9442 no . 3_667 H15 C5 2.9320 no . 3_667 H15 C6 3.0466 no . 3_667 H15 C7 3.2402 no . 3_667 H15 C8 3.2630 no . 3_667 H15 C12 3.5214 no . 3_677 H15 C13 3.4160 no . 3_677 H15 H4 3.4042 no . 3_667 H15 H5 3.4085 no . 3_667 H15 H6 3.5369 no . 3_667 H15 H6 2.9888 no . 4_565 H16 Br1 3.0100 no . 1_545 H16 H6 3.3313 no . 4_565 H18 O2 3.0211 no . 6_546 H18 O3 2.7575 no . 6_546 H18 C1 3.0818 no . 6_546 H18 C9 3.0512 no . 6_546 H18 C10 3.1351 no . 6_546 H18 H4 2.8569 no . 6_556 H18 H20 3.4743 no . 7_557 H19 O2 2.7766 no . 6_546 H19 C5 3.4883 no . 6_556 H19 C9 3.2711 no . 6_546 H19 C20 3.3305 no . 7_557 H19 C21 3.3948 no . 7_557 H19 H4 3.4579 no . 6_556 H19 H5 2.7272 no . 6_556 H19 H7 3.4143 no . 6_546 H19 H20 3.5474 no . 7_557 H20 O3 2.7664 no . 7_567 H20 C10 3.2724 no . 7_567 H20 C11 3.2620 no . 7_567 H20 C12 2.8219 no . 7_567 H20 C18 3.3677 no . 7_557 H20 C19 3.4011 no . 7_557 H20 H5 3.4769 no . 6_556 H20 H12 2.4523 no . 7_567 H20 H18 3.4743 no . 7_557 H20 H19 3.5474 no . 7_557 H20 H22 3.4103 no . 7_567 H21 O3 3.1580 no . 7_567 H21 C3 3.2173 no . 4_565 H21 C4 3.1944 no . 4_565 H21 C5 3.1701 no . 4_565 H21 C6 3.2123 no . 4_565 H21 C7 3.2313 no . 4_565 H21 C8 3.2420 no . 4_565 H21 C20 3.5945 no . 7_567 H21 C21 3.1828 no . 7_567 H21 C22 3.3436 no . 7_567 H21 H21 3.3212 no . 7_567 H21 H22 3.5399 no . 7_567 H22 C5 3.5943 no . 4_565 H22 C6 3.1531 no . 4_565 H22 H6 3.0387 no . 4_565 H22 H20 3.4103 no . 7_567 H22 H21 3.5399 no . 7_567 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================