#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2008095.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_2008095 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 120 _journal_page_last 123 _publ_section_title ; Diastereomeric complexes of 1,1'-binaphthyl-2,2'-diol and (R,R)-1,2-cyclohexanediamine ; loop_ _publ_author_name 'Fukushima, Shigeru' 'Hosomi, Hiroyuki' 'Ohba, Shigeru' 'Kawashima, Masatoshi' _chemical_name_common ; (R)-1,1'-binaphthyl-2,2'-diol-(R,R)-1,2-cyclohexanediamine-toluene (1/1/1) ; _chemical_formula_moiety 'C20 H14 O2, C6 H14 N2, C7 H8' _chemical_formula_sum 'C33 H36 N2 O2' _chemical_formula_iupac 'C20 H14 O2, C6 H14 N2, C7 H8' _chemical_formula_weight 492.66 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C 2 2 21' loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z +X+1/2,+Y+1/2,+Z -X,-Y,+Z+1/2 -X+1/2,-Y+1/2,+Z+1/2 +X,-Y,-Z +X+1/2,-Y+1/2,-Z -X,+Y,-Z+1/2 -X+1/2,+Y+1/2,-Z+1/2 _cell_length_a 12.406(2) _cell_length_b 14.313(2) _cell_length_c 15.299(2) _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_volume 2716.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 300 _exptl_crystal_density_diffrn 1.205 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 _atom_site_occupancy O1 0.9642(3) 0.3583(3) 0.0177(2) 0.0530(10) Uij 1.000 N2 1.0230(4) 0.6090(3) 0.1526(3) 0.047(2) Uij 1.000 C3 0.8983(5) 0.4078(4) 0.0721(3) 0.045(2) Uij 1.000 C4 0.8376(4) 0.4833(4) 0.0466(3) 0.040(2) Uij 1.000 C5 0.7722(4) 0.5303(4) 0.1103(3) 0.041(2) Uij 1.000 C6 0.7097(5) 0.6094(5) 0.0894(3) 0.056(2) Uij 1.000 C7 0.6499(6) 0.6546(5) 0.1512(5) 0.077(3) Uij 1.000 C8 0.6499(6) 0.6229(6) 0.2371(5) 0.077(3) Uij 1.000 C9 0.7083(6) 0.5467(5) 0.2598(4) 0.064(2) Uij 1.000 C10 0.7715(5) 0.4989(4) 0.1980(3) 0.046(2) Uij 1.000 C11 0.8340(5) 0.4210(4) 0.2196(3) 0.055(2) Uij 1.000 C12 0.8953(5) 0.3766(4) 0.1597(4) 0.053(2) Uij 1.000 C13 0.9868(5) 0.6937(3) 0.2011(3) 0.041(2) Uij 1.000 C14 1.0349(6) 0.7809(4) 0.1596(4) 0.056(2) Uij 1.000 C15 0.9905(7) 0.8678(4) 0.2010(4) 0.071(2) Uij 1.000 C16 0.2092(8) 0.5 0.0 0.063(3) Uiso 1.000 C17 0.2360(10) 0.3990(10) 0.0010(10) 0.065(4) Uiso 0.500 C18 0.3420(10) 0.3710(10) -0.0060(10) 0.072(4) Uiso 0.500 C19 0.4130(10) 0.4310(10) -0.0070(10) 0.073(5) Uiso 0.500 C20 0.4020(10) 0.5275(8) -0.0020(10) 0.054(4) Uiso 0.500 C21 0.2940(10) 0.5591(9) -0.0013(9) 0.059(3) Uiso 0.500 C22 0.2650(10) 0.6590(10) 0.0000(10) 0.083(5) Uiso 0.500 H1 0.9500 0.3457 -0.0428 0.07 Uiso 1.000 H2A 0.9747 0.5588 0.1666 0.07 Uiso 1.000 H2B 1.1003 0.6069 0.1518 0.07 Uiso 1.000 H6 0.7101 0.6316 0.0302 0.07 Uiso 1.000 H7 0.6084 0.7087 0.1355 0.07 Uiso 1.000 H8 0.6081 0.6543 0.2810 0.07 Uiso 1.000 H9 0.7053 0.5230 0.3185 0.07 Uiso 1.000 H11 0.8320 0.3983 0.2786 0.07 Uiso 1.000 H12 0.9372 0.3234 0.1773 0.07 Uiso 1.000 H13 0.9112 0.6819 0.1941 0.07 Uiso 1.000 H14A 1.1054 0.7539 0.1651 0.07 Uiso 1.000 H14B 1.0018 0.7681 0.1041 0.07 Uiso 1.000 H15A 1.0265 0.9206 0.1756 0.07 Uiso 1.000 H15B 0.9147 0.8716 0.1889 0.07 Uiso 1.000 H16 0.1368 0.5236 0.0002 0.30 Uiso 1.000 H17 0.1785 0.3546 0.0074 0.30 Uiso 1.000 H18 0.3591 0.3060 -0.0112 0.30 Uiso 1.000 H19 0.4849 0.4068 -0.0138 0.30 Uiso 1.000 H20 0.4631 0.5682 0.0034 0.30 Uiso 1.000 H22A 0.1918 0.6815 -0.0005 0.30 Uiso 1.000 H22B 0.2989 0.6953 -0.0452 0.30 Uiso 1.000 H22C 0.2959 0.6833 0.0525 0.30 Uiso 1.000 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 O1 0.069(3) 0.049(2) 0.040(2) 0.015(2) 0.006(2) -0.005(2) N2 0.052(3) 0.043(2) 0.046(3) -0.003(3) -0.003(3) -0.007(2) C3 0.052(4) 0.045(3) 0.038(3) -0.003(3) 0.002(3) 0.000(3) C4 0.043(3) 0.040(3) 0.037(3) -0.009(3) -0.004(3) 0.000(3) C5 0.043(3) 0.043(3) 0.037(3) -0.003(3) 0.002(3) -0.008(3) C6 0.063(4) 0.061(4) 0.045(3) 0.005(4) 0.007(3) 0.000(3) C7 0.084(5) 0.072(4) 0.076(5) 0.025(4) 0.014(5) -0.002(4) C8 0.068(5) 0.100(6) 0.064(5) 0.004(5) 0.028(4) -0.028(5) C9 0.065(5) 0.080(4) 0.047(4) -0.011(4) 0.017(4) -0.014(4) C10 0.052(3) 0.052(3) 0.035(3) -0.010(4) 0.001(3) -0.009(3) C11 0.068(5) 0.065(4) 0.033(3) -0.008(4) 0.006(3) 0.000(3) C12 0.070(4) 0.049(4) 0.041(3) 0.005(3) -0.004(4) 0.011(3) C13 0.046(3) 0.043(3) 0.033(3) 0.000(3) -0.010(3) -0.002(2) C14 0.085(5) 0.045(3) 0.038(3) 0.002(4) -0.014(4) 0.003(3) C15 0.115(6) 0.048(3) 0.049(3) -0.005(5) -0.020(4) 0.008(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C3 . . 1.365(7) yes N2 C13 . . 1.491(7) yes C3 C4 . . 1.374(8) yes C3 C12 . . 1.413(8) yes C4 C4 . 5_565 1.504(7) yes C4 C5 . . 1.435(8) no C5 C6 . . 1.409(9) no C5 C10 . . 1.415(7) no C6 C7 . . 1.365(10) no C7 C8 . . 1.390(11) no C8 C9 . . 1.355(11) no C9 C10 . . 1.406(9) no C10 C11 . . 1.398(9) no C11 C12 . . 1.350(9) no C13 C13 . 7_755 1.532(7) yes C13 C14 . . 1.522(8) no C14 C15 . . 1.501(9) no C15 C15 . 7_755 1.518(9) no C16 C17 . . 1.483(19) no C16 C21 . . 1.350(17) no C17 C18 . . 1.379(18) no C18 C19 . . 1.230(19) no C19 C20 . . 1.390(19) no C20 C21 . . 1.414(18) no C21 C22 . . 1.47(2) no O1 H1 . . 0.959 no N2 H2A . . 0.960 no N2 H2B . . 0.960 no C6 H6 . . 0.960 no C7 H7 . . 0.960 no C8 H8 . . 0.960 no C9 H9 . . 0.961 no C11 H11 . . 0.960 no C12 H12 . . 0.960 no C13 H13 . . 0.959 no C14 H14A . . 0.960 no C14 H14B . . 0.961 no C15 H15A . . 0.960 no C15 H15B . . 0.960 no C16 H16 . . 0.960 no C17 H17 . . 0.960 no C18 H18 . . 0.958 no C19 H19 . . 0.963 no C20 H20 . . 0.960 no C22 H22A . . 0.964 no C22 H22B . . 0.962 no C22 H22C . . 0.956 no