#------------------------------------------------------------------------------ #$Date: 2016-02-14 14:26:36 +0000 (Sun, 14 Feb 2016) $ #$Revision: 176435 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005186.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2005186 loop_ _publ_author_name 'Banwell, M. G.' 'Hockless, D. C. R.' 'Peters, S. C.' _publ_contact_author ; Dr. David C. R. Hockless Research School of Chemistry Institulte of Advanced Studies Australian National University Canberra ACT 0200 Australia ; _publ_section_title ; A C(10)-Oxygenated ABC-Ring Analogue of Paclitaxel (Taxol^T^^M^) ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1832 _journal_page_last 1834 _journal_paper_doi 10.1107/S0108270195015332 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C19 H20 Br N O6, 0.5C3 H8 O' _chemical_formula_sum 'C20.5 H24 Br N O6.5' _chemical_formula_weight 468.32 _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method 'from TEXRAY.INF file' _cell_angle_alpha 80.06(2) _cell_angle_beta 86.19(2) _cell_angle_gamma 72.030(10) _cell_formula_units_Z 2 _cell_length_a 7.623(2) _cell_length_b 9.046(2) _cell_length_c 15.768(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 213.0(10) _cell_measurement_theta_max 50.0 _cell_measurement_theta_min 48.5 _cell_volume 1018.7(4) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1991) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1985)' _computing_publication_material TEXSAN _computing_structure_refinement TEXSAN _computing_structure_solution 'PATTY, DIRDIF92 (Beurskens et al., 1992)' _diffrn_ambient_temperature 213.0(10) _diffrn_measurement_device AFC6R _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3247 _diffrn_reflns_theta_max 60.07 _diffrn_reflns_theta_min 1.50 _diffrn_standards_decay_% none _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 3.107 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.820 _exptl_absorpt_correction_type 'empirical, using azimuthal (\y) scan data (North, Phillips, & Mathews, 1968)' _exptl_absorpt_process_details psi-scan _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.527 _exptl_crystal_description plate _exptl_crystal_F_000 482.00 _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.160 _exptl_crystal_size_min 0.080 _refine_diff_density_max 0.98 _refine_diff_density_min -0.44 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.904 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 277 _refine_ls_number_reflns 2704 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.0366 _refine_ls_shift/esd_max 0.0390 _refine_ls_structure_factor_coef F _refine_ls_weighting_details w=4F~o~^2^/[\s^2^(F~o~^2^)+(0.010F~o~^2^)^2^] _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0461 _reflns_number_observed 2704 _reflns_number_total 3022 _reflns_observed_criterion I>3.00\s(I) _cod_data_source_file ta1059.cif _cod_data_source_block MGB11 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value ' w=4F~o~^2^/[\s^2^(F~o~^2^)+(0.010F~o~^2^)^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=4F~o~^2^/[\s^2^(F~o~^2^)+(0.010F~o~^2^)^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1018.7(3) _cod_original_sg_symbol_H-M 'P -1 ' _cod_original_formula_sum 'C20.50 H24 Br N O6.50 ' _cod_database_code 2005186 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' 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 Br(1) 0.0279(3) 0.0352(3) 0.0265(3) -0.0088(2) 0.0034(2) -0.0093(2) O(1) 0.035(2) 0.023(2) 0.027(2) -0.0030(10) -0.0120(10) -0.0070(10) O(1') 0.042(2) 0.028(2) 0.041(2) -0.0040(10) -0.013(2) -0.011(2) O(01) 0.140(10) 0.23(2) 0.20(2) -0.020(10) -0.100(10) 0.000(10) O(4') 0.031(2) 0.034(2) 0.044(2) -0.0100(10) 0.0050(10) -0.019(2) O(5') 0.063(2) 0.069(3) 0.035(2) -0.033(2) 0.013(2) -0.030(2) O(9) 0.038(2) 0.036(2) 0.026(2) -0.0050(10) -0.0040(10) -0.0100(10) O(10) 0.038(2) 0.034(2) 0.032(2) -0.0130(10) -0.0060(10) -0.0170(10) N(1) 0.037(2) 0.031(2) 0.030(2) -0.011(2) -0.003(2) -0.013(2) C(1) 0.022(2) 0.021(2) 0.023(2) -0.002(2) -0.007(2) -0.005(2) C(1') 0.031(3) 0.029(3) 0.035(3) -0.005(2) -0.010(2) -0.006(2) C(1'') 0.091(5) 0.043(3) 0.040(3) -0.008(3) -0.032(3) -0.002(3) C(01) 0.17(2) 0.100(10) 0.080(10) -0.030(10) -0.030(10) -0.030(10) C(2) 0.023(2) 0.023(2) 0.027(2) -0.003(2) -0.006(2) -0.011(2) C(02) 0.120(10) 0.36(3) 0.054(8) -0.08(2) -0.004(9) 0.020(10) C(3) 0.020(2) 0.023(2) 0.022(2) -0.003(2) -0.001(2) -0.009(2) C(03) 0.23(3) 0.12(2) 0.13(2) -0.11(2) 0.10(2) -0.06(2) C(4') 0.029(2) 0.016(2) 0.032(2) -0.001(2) -0.002(2) -0.007(2) C(4) 0.026(2) 0.021(2) 0.022(2) -0.003(2) -0.003(2) -0.007(2) C(5') 0.039(3) 0.029(2) 0.031(3) -0.009(2) 0.000(2) -0.012(2) C(5) 0.026(2) 0.022(2) 0.029(2) 0.002(2) -0.001(2) -0.008(2) C(6) 0.023(2) 0.031(2) 0.033(2) -0.002(2) 0.001(2) -0.014(2) C(7) 0.020(2) 0.031(2) 0.034(3) -0.004(2) -0.005(2) -0.010(2) C(8) 0.022(2) 0.021(2) 0.023(2) 0.000(2) -0.007(2) -0.007(2) C(9) 0.013(2) 0.026(2) 0.029(2) -0.001(2) -0.005(2) -0.009(2) C(10) 0.024(2) 0.031(2) 0.027(2) -0.007(2) -0.001(2) -0.015(2) C(11) 0.022(2) 0.017(2) 0.024(2) -0.003(2) -0.001(2) -0.006(2) C(12) 0.026(2) 0.028(2) 0.027(2) -0.003(2) 0.000(2) -0.011(2) C(13) 0.020(2) 0.029(2) 0.036(3) -0.002(2) 0.003(2) -0.010(2) C(14) 0.019(2) 0.027(2) 0.036(3) -0.004(2) -0.006(2) -0.005(2) C(15) 0.020(2) 0.018(2) 0.028(2) -0.001(2) 0.001(2) -0.007(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type Br(1) .22324(6) .21947(5) .30007(3) .02970(10) Uij O(1) .6155(4) .2322(3) .3333(2) .0288(8) Uij O(1') .6767(4) -.0246(3) .3250(2) .0370(9) Uij O(4') .6166(4) .7896(3) .1453(2) .0350(9) Uij O(5') .1930(5) .8351(4) .3641(2) .0500(10) Uij O(9) .2211(4) .4782(4) -.0119(2) .0338(9) Uij O(10) .2080(4) .1735(3) .0237(2) .0326(9) Uij N(1) .4264(5) .8301(4) .2633(2) .0310(10) Uij C(1) .5637(5) .2817(5) .2425(3) .0230(10) Uij C(1') .6738(6) .0786(5) .3646(3) .0320(10) Uij C(1'') .7364(9) .0507(6) .4557(3) .060(2) Uij C(2) .4737(5) .4618(5) .2386(3) .0240(10) Uij C(3) .3787(5) .5558(5) .1530(2) .0220(10) Uij C(4') .4734(6) .7883(5) .1833(3) .0260(10) Uij C(4) .3199(5) .7359(5) .1543(3) .0230(10) Uij C(5') .2530(6) .8200(5) .2930(3) .0320(10) Uij C(5) .1605(6) .7906(5) .2183(3) .0270(10) Uij C(6) .0378(6) .6828(5) .2430(3) .0290(10) Uij C(7) .0469(5) .5804(5) .1761(3) .0280(10) Uij C(8) .2025(5) .5206(5) .1340(3) .0230(10) Uij C(9) .2065(5) .4260(5) .0637(3) .0230(10) Uij C(10) .2181(5) .2518(5) .0921(3) .0260(10) Uij C(11) .4034(5) .2008(4) .1360(3) .0210(10) Uij C(12) .5702(6) .1754(5) .0765(3) .0270(10) Uij C(13) .7475(5) .1251(5) .1267(3) .0290(10) Uij C(14) .7391(5) .2457(5) .1847(3) .0280(10) Uij C(15) .4189(5) .2178(5) .2170(3) .0230(10) Uij O(01) 1.336(2) .438(2) .5560(10) .198(9) Uij C(01) 1.182(4) .429(3) .5150(10) .116(9) Uij C(02) 1.0 .5 .5 .183(9) Uij C(03) .835(4) .472(3) .454(2) .140(10) Uij H(1) .5068 .8528 .3036 .0517 Uij H(1''a) .8114 .1153 .4605 .0720 Uij H(1''b) .6320 .0758 .4929 .0720 Uij H(1''c) .8055 -0.0568 .4713 .0720 Uij H(2a) .5675 .5051 .2490 .0290 Uij H(2b) .3830 .4770 .2832 .0290 Uij H(3) .4640 .5329 .1068 .0261 Uij H(4) .2835 .7904 .0981 .0277 Uij H(5) .0833 .8898 .1920 .0325 Uij H(6a) .0778 .6173 .2963 .0350 Uij H(6b) -0.0861 .7461 .2488 .0350 Uij H(7) -0.0616 .5580 .1636 .0340 Uij H(010) .2572 .2318 -0.0303 .0517 Uij H(10) .1240 .2432 .1335 .0315 Uij H(12a) .5625 .2709 .0385 .0327 Uij H(12b) .5715 .0958 .0440 .0327 Uij H(13a) .8493 .1188 .0878 .0346 Uij H(13b) .7618 .0249 .1610 .0346 Uij H(14a) .7428 .3410 .1493 .0338 Uij H(14b) .8437 .2067 .2208 .0338 Uij H(01a) 1.2284 .4258 .4582 .1391 Uij H(01b) 1.1794 .3269 .5416 .1391 Uij H(02b) .9511 .5083 .5566 .2191 Uij H(02a) 1.0000 .6011 .4708 .2191 Uij H(03a) .8163 .3756 .4806 .1735 Uij H(03b) .8661 .4673 .3946 .1735 Uij H(03c) .7258 .5562 .4584 .1735 Uij loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.018 0.009 ; International Tables for Crystallography (1992, Vol C, Tables 4.2.6.8 and 6.1.1.4) ; H 0.000 0.000 ; International Tables for Crystallography (1992, Vol C, Tables 4.2.6.8 and 6.1.1.4) ; Br -0.676 1.280 ; International Tables for Crystallography (1992, Vol C, Tables 4.2.6.8 and 6.1.1.4) ; N 0.031 0.018 ; International Tables for Crystallography (1992, Vol C, Tables 4.2.6.8 and 6.1.1.4) ; O 0.049 0.032 ; International Tables for Crystallography (1992, Vol C, Tables 4.2.6.8 and 6.1.1.4) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 0 0 2 0 0 0 2 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 C(1) O(1) C(1') 118.9(3) yes C(01) O(01) C(03) 45.0(10) no C(4') N(1) C(5') 113.8(4) yes O(1) C(1) C(2) 101.5(3) yes O(1) C(1) C(14) 109.6(3) yes O(1) C(1) C(15) 114.1(3) yes C(2) C(1) C(14) 111.1(3) yes C(2) C(1) C(15) 106.9(3) yes C(14) C(1) C(15) 112.9(3) yes O(1) C(1') O(1') 124.6(4) yes O(1) C(1') C(1'') 111.3(4) yes O(1') C(1') C(1'') 124.2(4) yes O(01) C(01) C(02) 144(2) no O(01) C(01) C(03) 62(2) no C(02) C(01) C(03) 81(2) no C(1) C(2) C(3) 117.0(3) yes C(01) C(02) C(03) 138.0(10) no C(01) C(02) C(03) 41.0(10) no C(01) C(02) C(03) 41.0(10) no C(01) C(02) C(03) 138.0(10) no C(2) C(3) C(4) 110.9(3) yes C(2) C(3) C(8) 114.6(3) yes C(4) C(3) C(8) 105.3(3) yes O(01) C(03) C(01) 71(2) no O(01) C(03) C(02) 128(2) no C(01) C(03) C(02) 57(2) no O(4') C(4') N(1) 124.7(4) yes O(4') C(4') C(4) 127.3(4) yes N(1) C(4') C(4) 108.0(4) yes C(3) C(4) C(4') 112.4(3) yes C(3) C(4) C(5) 113.3(3) yes C(4') C(4) C(5) 103.9(3) yes O(5') C(5') N(1) 124.8(4) yes O(5') C(5') C(5) 128.3(4) yes N(1) C(5') C(5) 106.8(4) yes C(4) C(5) C(5') 104.2(3) yes C(4) C(5) C(6) 115.9(3) yes C(5') C(5) C(6) 115.1(4) yes C(5) C(6) C(7) 111.8(3) yes C(6) C(7) C(8) 121.7(4) yes C(3) C(8) C(7) 120.0(4) yes C(3) C(8) C(9) 119.0(3) yes C(7) C(8) C(9) 120.9(4) yes O(9) C(9) C(8) 122.0(4) yes O(9) C(9) C(10) 120.7(4) yes C(8) C(9) C(10) 116.8(3) yes O(10) C(10) C(9) 113.8(3) yes O(10) C(10) C(11) 115.8(3) yes C(9) C(10) C(11) 97.0(3) yes C(10) C(11) C(12) 115.5(3) yes C(10) C(11) C(15) 122.1(4) yes C(12) C(11) C(15) 120.1(4) yes C(11) C(12) C(13) 111.2(3) yes C(12) C(13) C(14) 109.2(3) yes C(1) C(14) C(13) 113.9(3) yes Br(1) C(15) C(1) 114.3(3) yes Br(1) C(15) C(11) 122.0(3) yes C(1) C(15) C(11) 121.5(4) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Br(1) C(15) 1.917(4) yes O(1) C(1) 1.466(5) yes O(1) C(1') 1.336(5) yes O(1') C(1') 1.204(5) yes O(01) C(01) 1.40(3) no O(01) C(03) 1.31(3) no O(4') C(4') 1.212(5) yes O(5') C(5') 1.196(5) yes O(9) C(9) 1.215(5) yes O(10) C(10) 1.405(4) yes N(1) C(4') 1.373(5) yes N(1) C(5') 1.397(6) yes C(1) C(2) 1.552(5) yes C(1) C(14) 1.548(5) yes C(1) C(15) 1.499(5) yes C(1') C(1'') 1.498(6) yes C(01) C(02) 1.36(2) no C(01) C(03) 1.06(2) no C(2) C(3) 1.556(5) yes C(02) C(03) 1.60(3) no C(02) C(03) 1.60(3) no C(3) C(4) 1.554(5) yes C(3) C(8) 1.531(5) yes C(4') C(4) 1.514(6) yes C(4) C(5) 1.542(5) yes C(5') C(5) 1.513(6) yes C(5) C(6) 1.536(6) yes C(6) C(7) 1.504(6) yes C(7) C(8) 1.328(6) yes C(8) C(9) 1.508(5) yes C(9) C(10) 1.539(6) yes C(10) C(11) 1.518(5) yes C(11) C(12) 1.512(5) yes C(11) C(15) 1.331(5) yes C(12) C(13) 1.517(6) yes C(13) C(14) 1.525(6) yes