#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010198.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_2010198 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1994 _journal_volume 50 _journal_page_first 1745 _journal_page_last 1747 _publ_section_title ; D-Secoestrone Derivatives. III. 17-Fluoro-3-methoxy-16,17- secoestra-1,3,5(10)-triene-16-nitrile ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' _[local]_cod_cif_authors_sg_Hall 'P 2y1' loop_ _publ_author_name 'Stankovi\'c, S.' 'Petrovi\'c, J.' 'Miljkovi\'c, D.' 'Pejanovi\'c, V.' 'Stefanovi\'c, A.' 'Bruvo, M.' _chemical_formula_sum 'C19 H24 F N O' _chemical_formula_weight 301.405 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,-z _cell_length_a 8.981(6) _cell_length_b 25.310(6) _cell_length_c 7.545(3) _cell_angle_alpha 90.0 _cell_angle_beta 109.11(3) _cell_angle_gamma 90.0 _cell_volume 1620.60(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _exptl_crystal_density_diffrn 1.235 _refine_ls_R_factor_obs 0.051 _refine_ls_wR_factor_obs 0.055 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv F -.8512(5) .21130(10) -1.1453(5) .0890(10) O -.7717(4) .61600(10) -.7218(5) .0660(10) N -.5075(8) .2509(3) -.2997(7) .109(2) C(1) -.7660(6) .4907 -.9664(6) .0490(10) C(2) -.7790(6) .5448(2) -.9408(6) .0520(10) C(3) -.7625(5) .5629(2) -.7632(6) .0470(10) C(4) -.7308(5) .5290(2) -.6155(6) .0410(10) C(5) -.7200(5) .4744(2) -.6429(5) .0380(10) C(6) -.6885(6) .4382(2) -.4746(6) .0460(10) C(7) -.6435(5) .3823(2) -.5116(6) .0460(10) C(8) -.7508(5) .3623(2) -.7031(5) .0370(10) C(9) -.7222(5) .3960(2) -.8557(5) .0400(10) C(10) -.7379(5) .4548(2) -.8212(5) .0370(10) C(11) -.8296(7) .3784(2) -1.0490(6) .0530(10) C(12) -.7992(6) .3205(2) -1.0784(6) .0530(10) C(13) -.8263(5) .2834(2) -.9336(6) .0470(10) C(14) -.7264(5) .3033(2) -.7327(6) .0440(10) C(15) -.7614(7) .2690(2) -.5782(7) .0620(10) C(16) -.6177(9) .2585(2) -.4195(8) .074(2) C(17) -.7670(7) .2290(2) -.9625(8) .0630(10) C(18) -1.0018(6) .2805(2) -.9545(8) .0660(10) C(19) -.7836(9) .6530(2) -.8668(9) .078(2) F1 -1.0878(5) .63830(10) -.3375(5) .0850(10) O1 -1.3429(5) .23640(10) -.7778(5) .0700(10) N1 -1.4948(8) .5783(3) -1.1307(7) .105(2) C(1A) -1.1968(6) .3579(2) -.5132(6) .0560(10) C(2A) -1.2339(6) .3050(2) -.5452(7) .0580(10) C(3A) -1.3018(5) .2878(2) -.7270(6) .0490(10) C(4A) -1.3317(5) .3228(2) -.8736(6) .0480(10) C(5A) -1.2923(5) .3764(2) -.8407(6) .0420(10) C(6A) -1.3221(6) .4129(2) -1.0065(6) .0530(10) C(7A) -1.2206(6) .4628(2) -.9590(6) .0510(10) C(8A) -1.2418(5) .4890(2) -.7854(5) .0370(10) C(9A) -1.1763(5) .4522(2) -.6162(5) .0400(10) C(10A) -1.2251(5) .3943(2) -.6590(6) .0420(10) C(11A) -1.2150(7) .4754(2) -.4490(6) .0620(10) C(12A) -1.1421(7) .5298(2) -.4027(6) .0610(10) C(13A) -1.1899(5) .5697(2) -.5651(6) .0450(10) C(14A) -1.1624(5) .5435(2) -.7387(6) .0420(10) C(15A) -1.2045(7) .5796(2) -.9130(6) .0590(10) C(16A) -1.3669(9) .5804(2) -1.0315(8) .073(2) C(17A) -1.0815(6) .6170(2) -.5072(7) .0600(10) C(18A) -1.3607(6) .5878(2) -.6037(8) .0660(10) C(19A) -1.3044(9) .1972(2) -.6353(9) .082(2) H(1) -.778 .476 -1.105 ? H(2) -.802 .572 -1.057 ? H(4) -.713 .544 -.476 ? H(61) -.593 .455 -.361 ? H(62) -.793 .436 -.434 ? H(71) -.523 .382 -.510 ? H(72) -.655 .356 -.403 ? H(8) -.872 .366 -.709 ? H(9) -.602 .390 -.851 ? H(111) -.805 .402 -1.156 ? H(112) -.951 .384 -1.059 ? H(121) -.679 .316 -1.075 ? H(122) -.878 .309 -1.215 ? H(14) -.604 .299 -.721 ? H(151) -.812 .232 -.639 ? H(152) -.844 .290 -.527 ? H(171) -.786 .202 -.861 ? H(172) -.643 .231 -.945 ? H(181) -1.043 .319 -.934 ? H(182) -1.018 .254 -.851 ? H(183) -1.068 .267 -1.093 ? H(191) -.789 .693 -.815 ? H(192) -.889 .645 -.984 ? H(193) -.682 .650 -.912 ? H(1A) -1.145 .372 -.371 ? H(2A) -1.210 .278 -.430 ? H(4A) -1.385 .309 -1.016 ? H(61A) -1.296 .392 -1.118 ? H(62A) -1.445 .422 -1.053 ? H(71A) -1.098 .452 -.930 ? H(72A) -1.257 .490 -1.076 ? H(8A) -1.367 .496 -.817 ? H(9A) -1.050 .450 -.579 ? H(111A) -1.167 .450 -.329 ? H(112A) -1.341 .478 -.483 ? H(121A) -1.177 .546 -.290 ? H(122A) -1.016 .526 -.357 ? H(14A) -1.037 .537 -.697 ? H(151A) -1.136 .567 -.998 ? H(152A) -1.171 .619 -.865 ? H(171A) -1.118 .647 -.615 ? H(172A) -.962 .605 -.490 ? H(181A) -1.439 .554 -.645 ? H(182A) -1.391 .617 -.715 ? H(183A) -1.372 .605 -.478 ? H(191A) -1.344 .159 -.698 ? H(192A) -1.363 .206 -.535 ? H(193A) -1.179 .196 -.566 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag F C(17) 1.411(6) yes O C(3) 1.388(6) yes O C(19) 1.417(7) yes C(1) C(2) 1.393(5) no C(1) C(10) 1.381(5) no C(2) C(3) 1.377(7) no C(3) C(4) 1.361(7) no C(4) C(5) 1.405(7) no C(5) C(6) 1.515(6) no C(5) C(10) 1.393(6) no C(6) C(7) 1.522(7) no C(7) C(8) 1.537(5) no C(8) C(9) 1.521(6) no C(8) C(14) 1.536(7) no C(9) C(10) 1.525(7) no C(9) C(11) 1.528(5) no C(11) C(12) 1.520(7) no C(12) C(13) 1.519(7) no C(13) C(14) 1.570(6) yes C(13) C(17) 1.518(7) yes C(13) C(18) 1.534(7) no C(14) C(15) 1.566(8) yes C(15) C(16) 1.469(8) yes C(16) N 1.117(8) yes F1 C(17A) 1.407(7) yes O1 C(3A) 1.372(6) yes O1 C(19A) 1.420(7) yes C(1A) C(2A) 1.382(7) no C(1A) C(10A) 1.393(7) no C(2A) C(3A) 1.377(6) no C(3A) C(4A) 1.373(7) no C(4A) C(5A) 1.403(7) no C(5A) C(6A) 1.507(7) no C(5A) C(10A) 1.381(6) no C(6A) C(7A) 1.530(7) no C(7A) C(8A) 1.535(7) no C(8A) C(9A) 1.533(6) no C(8A) C(14A) 1.540(7) no C(9A) C(10A) 1.533(7) no C(9A) C(11A) 1.531(7) no C(11A) C(12A) 1.516(7) no C(12A) C(13A) 1.537(3) no C(13A) C(14A) 1.558(7) yes C(13A) C(17A) 1.514(7) yes C(13A) C(18A) 1.535(7) no C(14A) C(15A) 1.543(7) yes C(15A) C(16A) 1.440(9) yes C(16A) N1 1.149(9) yes _cod_database_code 2010198