#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/21/2012191.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_2012191 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1084 _journal_page_last 1088 _publ_section_title ; \p-Facial selectivities of diastereotopic ketones: p-bromobenzoates of 4-hetero-1-decalinols. ; loop_ _publ_author_name 'Parvez, Masood' 'Yadav, Veejendra K.' 'Balamurugan, Rengarajan' _chemical_name_common 'N-benzyl-trans-4-aza-1-decalinol p-bromobenzoate' _chemical_formula_moiety 'C23 H26 Br N O2' _chemical_formula_sum 'C23 H26 Br N O2' _chemical_formula_weight 428.36 _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.561(2) _cell_length_b 9.822(2) _cell_length_c 13.202(3) _cell_angle_alpha 78.34(2) _cell_angle_beta 78.21(2) _cell_angle_gamma 61.92(3) _cell_volume 1062.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.339 _diffrn_ambient_temperature 293(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_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Br1 .25821(6) .62098(7) -.47532(4) .1162(3) Uani d . 1 . . Br O1 .1876(3) 1.0899(2) -.13734(18) .0700(6) Uani d . 1 . . O O2 -.0586(3) 1.2222(4) -.1795(3) .1267(12) Uani d . 1 . . O N1 .2782(3) 1.2606(3) .09296(19) .0590(6) Uani d . 1 . . N C1 .1219(4) 1.2634(4) .1065(3) .0703(8) Uani d . 1 . . C H1A .0421 1.3689 .0887 .084 Uiso calc R 1 . . H H1B .0945 1.2307 .1790 .084 Uiso calc R 1 . . H C2 .1193(4) 1.1574(4) .0386(3) .0703(9) Uani d . 1 . . C H2A .1944 1.0507 .0587 .084 Uiso calc R 1 . . H H2B .0135 1.1632 .0481 .084 Uiso calc R 1 . . H C3 .1636(4) 1.2062(3) -.0735(2) .0621(8) Uani d . 1 . . C H3 .0778 1.3066 -.0969 .075 Uiso calc R 1 . . H C4 .3180(4) 1.2184(3) -.0909(2) .0592(7) Uani d . 1 . . C H4 .4038 1.1131 -.0774 .071 Uiso calc R 1 . . H C5 .3545(4) 1.2808(4) -.2030(3) .0774(9) Uani d . 1 . . C H5A .3554 1.2155 -.2495 .093 Uiso calc R 1 . . H H5B .2707 1.3848 -.2186 .093 Uiso calc R 1 . . H C6 .5141(5) 1.2855(5) -.2225(3) .0921(12) Uani d . 1 . . C H6A .5286 1.3344 -.2928 .110 Uiso calc R 1 . . H H6B .5996 1.1803 -.2164 .110 Uiso calc R 1 . . H C7 .5224(5) 1.3756(5) -.1450(3) .0907(11) Uani d . 1 . . C H7A .6290 1.3679 -.1543 .109 Uiso calc R 1 . . H H7B .4480 1.4845 -.1588 .109 Uiso calc R 1 . . H C8 .4828(4) 1.3158(4) -.0333(3) .0768(9) Uani d . 1 . . C H8A .4841 1.3800 .0132 .092 Uiso calc R 1 . . H H8B .5639 1.2105 -.0170 .092 Uiso calc R 1 . . H C9 .3192(4) 1.3172(3) -.0150(2) .0599(7) Uani d . 1 . . C H9 .2384 1.4245 -.0307 .072 Uiso calc R 1 . . H C10 .2780(5) 1.3522(4) .1687(3) .0740(9) Uani d . 1 . . C H10A .1867 1.4539 .1629 .089 Uiso calc R 1 . . H H10B .3738 1.3671 .1513 .089 Uiso calc R 1 . . H C11 .2711(4) 1.2776(4) .2795(2) .0618(8) Uani d . 1 . . C C12 .3500(4) 1.1180(4) .3037(3) .0686(8) Uani d . 1 . . C H12 .4019 1.0554 .2504 .082 Uiso calc R 1 . . H C13 .3526(4) 1.0509(5) .4060(3) .0807(10) Uani d . 1 . . C H13 .4058 .9434 .4215 .097 Uiso calc R 1 . . H C14 .2774(5) 1.1417(6) .4843(3) .0892(12) Uani d . 1 . . C H14 .2801 1.0960 .5533 .107 Uiso calc R 1 . . H C15 .1984(5) 1.2990(6) .4626(3) .0966(12) Uani d . 1 . . C H15 .1468 1.3604 .5166 .116 Uiso calc R 1 . . H C16 .1947(5) 1.3676(5) .3602(3) .0844(10) Uani d . 1 . . C H16 .1403 1.4751 .3456 .101 Uiso calc R 1 . . H C17 .0707(4) 1.1123(4) -.1872(3) .0677(8) Uani d . 1 . . C C18 .1175(4) .9899(4) -.2533(2) .0608(7) Uani d . 1 . . C C19 .2705(4) .8695(4) -.2630(3) .0692(9) Uani d . 1 . . C H19 .3455 .8618 -.2242 .083 Uiso calc R 1 . . H C20 .3128(4) .7614(4) -.3290(3) .0772(9) Uani d . 1 . . C H20 .4168 .6824 -.3364 .093 Uiso calc R 1 . . H C21 .2012(4) .7699(4) -.3842(3) .0724(9) Uani d . 1 . . C C22 .0483(4) .8872(5) -.3756(3) .0781(10) Uani d . 1 . . C H22 -.0269 .8926 -.4131 .094 Uiso calc R 1 . . H C23 .0076(4) .9969(4) -.3105(3) .0744(9) Uani d . 1 . . C H23 -.0957 1.0774 -.3048 .089 Uiso calc R 1 . . H 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 .1135(4) .1417(5) .1110(4) -.0579(3) -.0048(3) -.0603(3) O1 .0696(13) .0622(13) .0825(15) -.0247(11) -.0311(11) -.0085(11) O2 .0685(17) .117(2) .196(3) -.0082(16) -.0480(19) -.076(2) N1 .0674(16) .0518(14) .0609(15) -.0276(12) -.0133(12) -.0053(11) C1 .070(2) .071(2) .067(2) -.0299(17) -.0094(16) -.0077(16) C2 .069(2) .079(2) .073(2) -.0420(18) -.0140(16) -.0031(17) C3 .0628(18) .0528(17) .070(2) -.0210(14) -.0183(15) -.0075(15) C4 .0617(18) .0489(16) .0653(19) -.0228(14) -.0123(14) -.0043(14) C5 .089(2) .075(2) .070(2) -.0379(19) -.0052(18) -.0111(18) C6 .101(3) .096(3) .084(3) -.056(2) .013(2) -.017(2) C7 .097(3) .089(3) .102(3) -.059(2) .008(2) -.022(2) C8 .077(2) .072(2) .093(3) -.0420(18) -.0089(19) -.0141(19) C9 .0639(18) .0447(15) .0667(19) -.0210(14) -.0115(14) -.0031(14) C10 .096(3) .0589(19) .074(2) -.0353(18) -.0190(18) -.0106(16) C11 .0643(19) .0622(19) .0639(19) -.0294(16) -.0139(15) -.0100(15) C12 .0634(19) .070(2) .073(2) -.0279(16) -.0152(16) -.0081(17) C13 .071(2) .088(3) .084(3) -.038(2) -.0257(19) .008(2) C14 .091(3) .130(4) .069(2) -.070(3) -.020(2) .005(3) C15 .107(3) .124(4) .073(3) -.057(3) -.005(2) -.032(3) C16 .091(3) .079(2) .085(3) -.034(2) -.011(2) -.024(2) C17 .061(2) .071(2) .078(2) -.0336(18) -.0159(16) -.0058(17) C18 .0586(18) .071(2) .0618(18) -.0375(16) -.0129(14) -.0007(15) C19 .066(2) .074(2) .075(2) -.0335(18) -.0236(17) -.0052(17) C20 .068(2) .078(2) .083(2) -.0269(18) -.0174(18) -.0130(19) C21 .078(2) .088(2) .065(2) -.048(2) -.0055(17) -.0132(17) C22 .071(2) .111(3) .073(2) -.054(2) -.0118(17) -.018(2) C23 .0559(19) .095(2) .081(2) -.0376(18) -.0134(16) -.016(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Br1 C21 . 1.891(3) y O1 C17 . 1.320(4) y O1 C3 . 1.459(3) y O2 C17 . 1.200(4) y N1 C1 . 1.456(4) y N1 C9 . 1.467(4) y N1 C10 . 1.473(4) y C1 C2 . 1.515(5) n C1 H1A . .9700 n C1 H1B . .9700 n C2 C3 . 1.499(4) n C2 H2A . .9700 n C2 H2B . .9700 n C3 C4 . 1.504(4) n C3 H3 . .9800 n C4 C5 . 1.520(4) n C4 C9 . 1.535(4) n C4 H4 . .9800 n C5 C6 . 1.515(5) n C5 H5A . .9700 n C5 H5B . .9700 n C6 C7 . 1.518(5) n C6 H6A . .9700 n C6 H6B . .9700 n C7 C8 . 1.514(5) n C7 H7A . .9700 n C7 H7B . .9700 n C8 C9 . 1.527(4) n C8 H8A . .9700 n C8 H8B . .9700 n C9 H9 . .9800 n C10 C11 . 1.501(4) n C10 H10A . .9700 n C10 H10B . .9700 n C11 C16 . 1.380(5) n C11 C12 . 1.382(4) n C12 C13 . 1.377(5) n C12 H12 . .9300 n C13 C14 . 1.359(6) n C13 H13 . .9300 n C14 C15 . 1.360(6) n C14 H14 . .9300 n C15 C16 . 1.382(6) n C15 H15 . .9300 n C16 H16 . .9300 n C17 C18 . 1.472(5) n C18 C23 . 1.382(4) n C18 C19 . 1.383(4) n C19 C20 . 1.370(5) n C19 H19 . .9300 n C20 C21 . 1.373(5) n C20 H20 . .9300 n C21 C22 . 1.370(5) n C22 C23 . 1.377(5) n C22 H22 . .9300 n C23 H23 . .9300 n _cod_database_code 2012191