#------------------------------------------------------------------------------ #$Date: 2018-06-22 14:09:57 +0300 (Fri, 22 Jun 2018) $ #$Revision: 208592 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/54/95/1549588.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1549588 loop_ _publ_author_name 'Garcia, Diego' 'Garcia, Marc' 'Vogels, Christopher M.' 'Westcott, Steve' 'Fernandez, Elena' 'Carb\'o, Jorge J. J.' 'Ricart, Josep M.' _publ_section_title ; Understanding the mechanism of transition metal-free anti addition to alkynes: the selenoboration case ; _journal_name_full 'Catalysis Science & Technology' _journal_paper_doi 10.1039/C7CY02295F _journal_year 2018 _chemical_absolute_configuration ad _chemical_formula_sum 'C17 H16 O2 Se' _chemical_formula_weight 331.26 _space_group_IT_number 1 _space_group_name_Hall 'P 1' _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall 'P 1' _symmetry_space_group_name_H-M 'P 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/6 _audit_update_record ; 2016-11-14 deposited with the CCDC. 2018-06-22 downloaded from the CCDC. ; _cell_angle_alpha 107.8301(18) _cell_angle_beta 98.9760(17) _cell_angle_gamma 113.0598(18) _cell_formula_units_Z 1 _cell_length_a 6.7562(4) _cell_length_b 7.5182(5) _cell_length_c 8.7692(5) _cell_measurement_reflns_used 4133 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.31 _cell_measurement_theta_min 2.57 _cell_volume 370.28(4) _computing_cell_refinement 'Bruker APEX2 v2014.9-0' _computing_data_collection 'Bruker APEX2 v2014.9-0' _computing_data_reduction 'Bruker SAINT V7.60A' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution Sir2011 _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 512 _diffrn_detector_type '4K CCD area detector APEX II' _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_device_type 'APEX DUO Kappa 4-axis goniometer' _diffrn_measurement_method ; Fullsphere data collection, phi and omega scans ; _diffrn_measurement_specimen_support 'magnetic support with MicroMount' _diffrn_radiation_monochromator 'Quazar MX Multilayer Optics' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0147 _diffrn_reflns_av_unetI/netI 0.0227 _diffrn_reflns_Laue_measured_fraction_full 0.987 _diffrn_reflns_Laue_measured_fraction_max 0.966 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 4368 _diffrn_reflns_point_group_measured_fraction_full 0.721 _diffrn_reflns_point_group_measured_fraction_max 0.663 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.312 _diffrn_reflns_theta_min 2.571 _diffrn_source 'Microfocus source E025 IuS' _diffrn_source_current 0.6 _diffrn_source_power 50 _diffrn_source_size '0.2 mm x 0.2 mm fine focus' _diffrn_source_type 'Bruker APEX DUO' _exptl_absorpt_coefficient_mu 2.533 _exptl_absorpt_correction_T_max 0.786 _exptl_absorpt_correction_T_min 0.652 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS Version 2008/1 Bruker-Nonius Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.486 _exptl_crystal_description block _exptl_crystal_F_000 168 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.446 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.124 _refine_ls_abs_structure_details ; Flack x determined using 656 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.022(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.303 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 182 _refine_ls_number_reflns 2430 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.303 _refine_ls_R_factor_all 0.0198 _refine_ls_R_factor_gt 0.0187 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.1065P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0573 _refine_ls_wR_factor_ref 0.0729 _reflns_Friedel_coverage 0.373 _reflns_Friedel_fraction_full 0.456 _reflns_Friedel_fraction_max 0.360 _reflns_number_gt 2427 _reflns_number_total 2430 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7cy02295f2.cif _cod_data_source_block mo_MGC007f1_0m _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' according to /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas ; _cod_original_sg_symbol_H-M P1 _cod_database_code 1549588 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.631 _shelx_estimated_absorpt_t_max 0.786 _shelxl_version_number 2014/6 _shelx_res_file ; TITL mo_MGC007f1_0m in P1 CELL 0.71073 6.75620 7.51820 8.76920 107.8301 98.9760 113.0598 ZERR 1.00 0.00040 0.00050 0.00050 0.0018 0.0017 0.0018 LATT -1 SFAC C H O Se UNIT 17 16 2 1 L.S. 20 ACTA BOND FMAP 2 PLAN 20 SIZE 0.100 0.100 0.200 CONF TEMP -173.190 WGHT 0.044100 0.106500 FVAR 0.42977 MOLE 1 C1 1 0.212365 0.072544 0.257999 11.00000 0.01551 0.01674 = 0.01047 0.00613 0.00543 0.01002 C2 1 -0.009931 -0.060826 0.209342 11.00000 0.01448 0.01662 = 0.01276 0.00734 0.00371 0.00721 AFIX 43 H2 2 -0.065517 -0.130484 0.279045 11.00000 -1.20000 AFIX 0 C3 1 -0.170966 -0.103701 0.052914 11.00000 0.01381 0.01554 = 0.01258 0.00327 0.00201 0.00675 C4 1 -0.558505 -0.270239 -0.108450 11.00000 0.01615 0.01968 = 0.01387 0.00465 -0.00176 0.00855 AFIX 23 H4A 2 -0.536176 -0.347926 -0.212353 11.00000 -1.20000 H4B 2 -0.549770 -0.137045 -0.111920 11.00000 -1.20000 AFIX 0 C5 1 -0.785222 -0.402516 -0.096781 11.00000 0.01476 0.02171 = 0.02455 0.00912 0.00144 0.00759 AFIX 137 H5A 2 -0.785758 -0.525977 -0.080534 11.00000 -1.50000 H5B 2 -0.904375 -0.449527 -0.201206 11.00000 -1.50000 H5C 2 -0.813209 -0.318203 -0.001003 11.00000 -1.50000 AFIX 0 C6 1 0.365099 0.109730 0.418248 11.00000 0.01351 0.01355 = 0.01267 0.00633 0.00263 0.00546 C7 1 0.338814 0.206929 0.571858 11.00000 0.01644 0.02137 = 0.01326 0.00848 0.00418 0.00888 AFIX 43 H7 2 0.223447 0.249072 0.573780 11.00000 -1.20000 AFIX 0 C8 1 0.483304 0.241798 0.722715 11.00000 0.02555 0.02183 = 0.01149 0.00669 0.00475 0.00976 AFIX 43 H8 2 0.466129 0.308062 0.827375 11.00000 -1.20000 AFIX 0 C9 1 0.650531 0.180414 0.720169 11.00000 0.01732 0.02011 = 0.01615 0.00995 -0.00065 0.00508 AFIX 43 H9 2 0.748570 0.205666 0.823332 11.00000 -1.20000 AFIX 0 C10 1 0.677167 0.081855 0.568042 11.00000 0.01384 0.01902 = 0.02343 0.01309 0.00466 0.00735 AFIX 43 H10 2 0.791286 0.038025 0.567038 11.00000 -1.20000 AFIX 0 C11 1 0.535555 0.047996 0.417530 11.00000 0.01465 0.01398 = 0.01670 0.00698 0.00550 0.00730 AFIX 43 H11 2 0.554528 -0.017476 0.313453 11.00000 -1.20000 AFIX 0 C12 1 0.644065 0.405730 0.283275 11.00000 0.01492 0.01547 = 0.01780 0.00902 0.00582 0.00640 C13 1 0.683714 0.558351 0.439292 11.00000 0.01663 0.01402 = 0.01811 0.00881 0.00779 0.00816 AFIX 43 H13 2 0.560462 0.572119 0.470834 11.00000 -1.20000 AFIX 0 C14 1 0.903755 0.690290 0.548585 11.00000 0.02298 0.01633 = 0.01500 0.00727 0.00398 0.00721 AFIX 43 H14 2 0.930809 0.790252 0.656985 11.00000 -1.20000 AFIX 0 C15 1 1.083904 0.675478 0.498768 11.00000 0.01736 0.01894 = 0.02145 0.01171 0.00206 0.00615 AFIX 43 H15 2 1.234381 0.766701 0.573187 11.00000 -1.20000 AFIX 0 C16 1 1.046403 0.528719 0.341309 11.00000 0.01824 0.02422 = 0.02834 0.01501 0.01088 0.01194 AFIX 43 H16 2 1.170798 0.521591 0.307210 11.00000 -1.20000 AFIX 0 C17 1 0.826045 0.392290 0.233809 11.00000 0.02050 0.02075 = 0.01862 0.00859 0.01055 0.01205 AFIX 43 H17 2 0.799310 0.289934 0.126704 11.00000 -1.20000 AFIX 0 O1 3 -0.118073 -0.034254 -0.052267 11.00000 0.01829 0.02441 = 0.01483 0.01017 0.00530 0.00998 O2 3 -0.385866 -0.224957 0.039542 11.00000 0.01237 0.02205 = 0.01422 0.00742 0.00122 0.00531 SE1 4 0.342499 0.219301 0.126700 11.00000 0.01543 0.01814 = 0.01176 0.00805 0.00354 0.00550 HKLF 4 REM mo_MGC007f1_0m in P1 REM R1 = 0.0187 for 2427 Fo > 4sig(Fo) and 0.0198 for all 2430 data REM 182 parameters refined using 3 restraints END WGHT 0.0441 0.1065 REM Highest difference peak 0.446, deepest hole -0.409, 1-sigma level 0.124 Q1 1 0.6151 0.0740 0.5048 11.00000 0.05 0.45 Q2 1 -0.0893 -0.0947 0.1206 11.00000 0.05 0.40 Q3 1 0.6842 0.1715 0.6361 11.00000 0.05 0.35 Q4 1 0.4340 0.2421 0.6347 11.00000 0.05 0.33 Q5 1 -0.9472 -0.6584 -0.2510 11.00000 0.05 0.33 Q6 1 -0.6839 -0.3377 -0.1013 11.00000 0.05 0.33 Q7 1 0.0405 0.2033 -0.0442 11.00000 0.05 0.33 Q8 1 0.6714 0.4425 0.4029 11.00000 0.05 0.32 Q9 1 1.2392 0.9974 0.8068 11.00000 0.05 0.32 Q10 1 -0.4639 -0.2273 -0.0174 11.00000 0.05 0.31 Q11 1 0.2671 0.2592 0.0742 11.00000 0.05 0.31 Q12 1 -0.9117 -0.4152 -0.1274 11.00000 0.05 0.31 Q13 1 0.3681 0.3868 0.0912 11.00000 0.05 0.31 Q14 1 0.6419 0.2251 0.2965 11.00000 0.05 0.30 Q15 1 0.7108 0.8134 0.7208 11.00000 0.05 0.30 Q16 1 0.7394 0.5460 0.1718 11.00000 0.05 0.30 Q17 1 1.3535 0.7642 0.3394 11.00000 0.05 0.30 Q18 1 0.3196 0.1031 0.5185 11.00000 0.05 0.30 Q19 1 -0.5704 -0.3648 -0.4014 11.00000 0.05 0.29 Q20 1 -0.3584 -0.1106 0.0985 11.00000 0.05 0.29 ; _shelx_res_checksum 6631 loop_ _space_group_symop_operation_xyz 'x, y, z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp C1 C 0.2124(6) 0.0725(6) 0.2580(5) 0.0130(7) Uani 1 1 d . . C2 C -0.0099(6) -0.0608(6) 0.2093(5) 0.0143(7) Uani 1 1 d . . H2 H -0.0655 -0.1305 0.2790 0.017 Uiso 1 1 calc R U C3 C -0.1710(7) -0.1037(7) 0.0529(5) 0.0149(7) Uani 1 1 d . . C4 C -0.5585(7) -0.2702(7) -0.1084(5) 0.0179(8) Uani 1 1 d . . H4A H -0.5362 -0.3479 -0.2124 0.022 Uiso 1 1 calc R U H4B H -0.5498 -0.1370 -0.1119 0.022 Uiso 1 1 calc R U C5 C -0.7852(7) -0.4025(7) -0.0968(6) 0.0214(8) Uani 1 1 d . . H5A H -0.7858 -0.5260 -0.0805 0.032 Uiso 1 1 calc R U H5B H -0.9044 -0.4495 -0.2012 0.032 Uiso 1 1 calc R U H5C H -0.8132 -0.3182 -0.0010 0.032 Uiso 1 1 calc R U C6 C 0.3651(6) 0.1097(6) 0.4182(5) 0.0135(7) Uani 1 1 d . . C7 C 0.3388(7) 0.2069(7) 0.5719(5) 0.0167(8) Uani 1 1 d . . H7 H 0.2234 0.2491 0.5738 0.020 Uiso 1 1 calc R U C8 C 0.4833(8) 0.2418(7) 0.7227(5) 0.0202(8) Uani 1 1 d . . H8 H 0.4661 0.3081 0.8274 0.024 Uiso 1 1 calc R U C9 C 0.6505(7) 0.1804(7) 0.7202(5) 0.0192(8) Uani 1 1 d . . H9 H 0.7486 0.2057 0.8233 0.023 Uiso 1 1 calc R U C10 C 0.6772(7) 0.0819(7) 0.5680(5) 0.0178(8) Uani 1 1 d . . H10 H 0.7913 0.0380 0.5670 0.021 Uiso 1 1 calc R U C11 C 0.5356(7) 0.0480(7) 0.4175(5) 0.0146(7) Uani 1 1 d . . H11 H 0.5545 -0.0175 0.3135 0.018 Uiso 1 1 calc R U C12 C 0.6441(7) 0.4057(6) 0.2833(5) 0.0156(8) Uani 1 1 d . . C13 C 0.6837(7) 0.5584(6) 0.4393(5) 0.0150(7) Uani 1 1 d . . H13 H 0.5605 0.5721 0.4708 0.018 Uiso 1 1 calc R U C14 C 0.9038(7) 0.6903(7) 0.5486(5) 0.0188(8) Uani 1 1 d . . H14 H 0.9308 0.7903 0.6570 0.023 Uiso 1 1 calc R U C15 C 1.0839(7) 0.6755(7) 0.4988(5) 0.0197(8) Uani 1 1 d . . H15 H 1.2344 0.7667 0.5732 0.024 Uiso 1 1 calc R U C16 C 1.0464(7) 0.5287(7) 0.3413(6) 0.0212(8) Uani 1 1 d . . H16 H 1.1708 0.5216 0.3072 0.025 Uiso 1 1 calc R U C17 C 0.8260(7) 0.3923(8) 0.2338(6) 0.0184(8) Uani 1 1 d . . H17 H 0.7993 0.2899 0.1267 0.022 Uiso 1 1 calc R U O1 O -0.1181(5) -0.0343(5) -0.0523(4) 0.0186(6) Uani 1 1 d . . O2 O -0.3859(5) -0.2250(5) 0.0395(4) 0.0175(6) Uani 1 1 d . . Se1 Se 0.34250(2) 0.21930(2) 0.12670(2) 0.01550(11) 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 C1 0.0155(17) 0.0167(18) 0.0105(16) 0.0061(14) 0.0054(14) 0.0100(15) C2 0.0145(17) 0.0166(19) 0.0128(17) 0.0073(15) 0.0037(14) 0.0072(15) C3 0.0138(17) 0.0155(18) 0.0126(17) 0.0033(14) 0.0020(14) 0.0068(15) C4 0.0162(18) 0.020(2) 0.0139(18) 0.0046(15) -0.0018(14) 0.0086(16) C5 0.0148(18) 0.022(2) 0.025(2) 0.0091(17) 0.0014(16) 0.0076(16) C6 0.0135(17) 0.0136(17) 0.0127(17) 0.0063(14) 0.0026(14) 0.0055(14) C7 0.0164(19) 0.021(2) 0.0133(16) 0.0085(16) 0.0042(16) 0.0089(16) C8 0.026(2) 0.022(2) 0.0115(18) 0.0067(15) 0.0047(16) 0.0098(18) C9 0.0173(19) 0.020(2) 0.0161(18) 0.0099(16) -0.0007(15) 0.0051(16) C10 0.0138(18) 0.019(2) 0.023(2) 0.0131(17) 0.0047(15) 0.0073(16) C11 0.0147(17) 0.0140(18) 0.0167(18) 0.0070(15) 0.0055(14) 0.0073(15) C12 0.015(2) 0.0155(19) 0.0178(19) 0.0090(16) 0.0058(15) 0.0064(16) C13 0.0166(18) 0.0140(18) 0.0181(17) 0.0088(15) 0.0078(14) 0.0082(15) C14 0.023(2) 0.0163(19) 0.0150(18) 0.0073(15) 0.0040(15) 0.0072(16) C15 0.0174(19) 0.019(2) 0.0214(19) 0.0117(17) 0.0021(15) 0.0062(16) C16 0.0182(19) 0.024(2) 0.028(2) 0.0150(19) 0.0109(17) 0.0119(17) C17 0.020(2) 0.021(2) 0.0186(19) 0.0086(17) 0.0106(16) 0.0121(17) O1 0.0183(16) 0.0244(17) 0.0148(14) 0.0102(13) 0.0053(12) 0.0100(14) O2 0.0124(13) 0.0220(15) 0.0142(13) 0.0074(12) 0.0012(10) 0.0053(12) Se1 0.01543(16) 0.01814(17) 0.01176(15) 0.00805(12) 0.00354(11) 0.00550(12) 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 C1 C6 120.0(3) C2 C1 Se1 122.1(3) C6 C1 Se1 118.0(3) C1 C2 C3 122.8(4) O1 C3 O2 123.3(3) O1 C3 C2 124.7(4) O2 C3 C2 112.0(3) O2 C4 C5 107.5(3) C7 C6 C11 119.5(3) C7 C6 C1 119.8(4) C11 C6 C1 120.7(4) C6 C7 C8 119.6(4) C9 C8 C7 120.3(4) C8 C9 C10 120.7(4) C11 C10 C9 119.5(4) C10 C11 C6 120.5(4) C13 C12 C17 120.0(4) C13 C12 Se1 121.6(3) C17 C12 Se1 118.3(3) C14 C13 C12 119.9(4) C15 C14 C13 119.7(4) C14 C15 C16 120.7(4) C15 C16 C17 119.7(4) C16 C17 C12 120.0(4) C3 O2 C4 116.1(3) C1 Se1 C12 99.41(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 C2 1.342(6) C1 C6 1.483(5) C1 Se1 1.910(4) C2 C3 1.469(5) C3 O1 1.226(5) C3 O2 1.341(5) C4 O2 1.451(4) C4 C5 1.505(6) C6 C7 1.398(6) C6 C11 1.400(5) C7 C8 1.399(5) C8 C9 1.378(6) C9 C10 1.391(6) C10 C11 1.390(5) C12 C13 1.394(6) C12 C17 1.395(6) C12 Se1 1.927(4) C13 C14 1.389(6) C14 C15 1.388(6) C15 C16 1.388(7) C16 C17 1.390(6) 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 C6 C1 C2 C3 179.5(4) Se1 C1 C2 C3 -0.5(6) C1 C2 C3 O1 4.8(7) C1 C2 C3 O2 -173.7(4) C2 C1 C6 C7 -64.9(6) Se1 C1 C6 C7 115.1(4) C2 C1 C6 C11 114.9(5) Se1 C1 C6 C11 -65.1(5) C11 C6 C7 C8 0.2(6) C1 C6 C7 C8 -180.0(4) C6 C7 C8 C9 -0.1(7) C7 C8 C9 C10 -0.4(7) C8 C9 C10 C11 0.9(7) C9 C10 C11 C6 -0.9(6) C7 C6 C11 C10 0.3(6) C1 C6 C11 C10 -179.5(4) C17 C12 C13 C14 -3.0(6) Se1 C12 C13 C14 -179.8(3) C12 C13 C14 C15 2.8(6) C13 C14 C15 C16 -0.6(6) C14 C15 C16 C17 -1.3(7) C15 C16 C17 C12 1.1(7) C13 C12 C17 C16 1.1(6) Se1 C12 C17 C16 178.0(3) O1 C3 O2 C4 -0.6(6) C2 C3 O2 C4 178.0(3) C5 C4 O2 C3 -178.6(4)