#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/80/2008096.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_2008096
loop_
_publ_author_name
'Fukushima, Shigeru'
'Hosomi, Hiroyuki'
'Ohba, Shigeru'
'Kawashima, Masatoshi'
_publ_section_title
;
Diastereomeric complexes of 1,1'-binaphthyl-2,2'-diol and
(R,R)-1,2-cyclohexanediamine
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              120
_journal_page_last               123
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          'C20 H14 O2, C6 H14 N2'
_chemical_formula_moiety         'C20 H14 O2, C6 H14 N2'
_chemical_formula_sum            'C26 H28 N2 O2'
_chemical_formula_weight         400.52
_chemical_name_common
;
(S)-2,2'-dihydroxy-1,1'-binaphthyl (R,R)-1,2-cyclohexanediamine
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.
_cell_angle_beta                 111.530(10)
_cell_angle_gamma                90.
_cell_formula_units_Z            2
_cell_length_a                   8.0560(10)
_cell_length_b                   13.5520(10)
_cell_length_c                   10.8220(10)
_cell_measurement_temperature    300
_cell_volume                     1099.1(2)
_exptl_crystal_density_diffrn    1.210
_[local]_cod_cif_authors_sg_H-M  'P 21'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 30 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2008096
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,+Y+1/2,-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
O1 0.079(2) 0.056(2) 0.0490(10) -0.029(2) 0.0360(10) -0.0160(10)
O2 0.060(2) 0.083(2) 0.075(2) 0.038(2) 0.0330(10) 0.027(2)
N3 0.056(2) 0.073(2) 0.043(2) 0.022(2) 0.013(2) -0.002(2)
N4 0.060(2) 0.065(2) 0.086(2) -0.007(2) 0.034(2) 0.007(2)
C5 0.040(2) 0.049(2) 0.043(2) -0.001(2) 0.020(2) -0.002(2)
C6 0.052(2) 0.065(3) 0.035(2) -0.011(2) 0.016(2) -0.008(2)
C7 0.055(2) 0.066(3) 0.034(2) -0.005(2) 0.018(2) 0.004(2)
C8 0.036(2) 0.047(2) 0.041(2) -0.002(2) 0.015(2) 0.002(2)
C9 0.045(2) 0.060(3) 0.049(2) 0.007(2) 0.021(2) 0.011(2)
C10 0.054(2) 0.032(2) 0.071(3) 0.001(2) 0.029(2) 0.007(2)
C11 0.047(2) 0.042(2) 0.056(2) -0.003(2) 0.016(2) -0.004(2)
C12 0.039(2) 0.045(2) 0.034(2) 0.002(2) 0.011(2) 0.001(2)
C13 0.030(2) 0.039(2) 0.036(2) 0.0070(10) 0.0130(10) 0.0020(10)
C14 0.033(2) 0.040(2) 0.031(2) 0.005(2) 0.0160(10) 0.002(2)
C15 0.038(2) 0.032(2) 0.032(2) -0.003(2) 0.0140(10) -0.0050(10)
C16 0.046(2) 0.037(2) 0.039(2) -0.006(2) 0.020(2) -0.004(2)
C17 0.055(2) 0.051(2) 0.055(2) 0.014(2) 0.029(2) 0.009(2)
C18 0.087(3) 0.066(3) 0.108(4) 0.026(3) 0.066(3) 0.018(3)
C19 0.105(4) 0.079(4) 0.101(4) 0.015(3) 0.078(3) 0.003(3)
C20 0.090(3) 0.070(3) 0.060(3) -0.015(3) 0.054(2) -0.010(2)
C21 0.059(2) 0.041(2) 0.044(2) -0.010(2) 0.023(2) -0.003(2)
C22 0.077(3) 0.069(3) 0.034(2) -0.008(2) 0.021(2) 0.005(2)
C23 0.065(3) 0.068(3) 0.050(2) 0.013(2) 0.014(2) 0.022(2)
C24 0.041(2) 0.047(2) 0.054(2) 0.002(2) 0.019(2) 0.007(2)
C25 0.053(2) 0.054(2) 0.049(2) 0.009(2) 0.032(2) 0.004(2)
C26 0.072(3) 0.059(3) 0.078(3) -0.003(2) 0.038(2) 0.007(2)
C27 0.098(4) 0.086(4) 0.109(4) 0.031(3) 0.054(4) 0.043(3)
C28 0.065(3) 0.141(5) 0.078(3) 0.043(3) 0.034(3) 0.051(3)
C29 0.041(2) 0.123(4) 0.063(3) 0.006(3) 0.018(2) 0.012(3)
C30 0.048(2) 0.066(3) 0.054(2) 0.003(2) 0.027(2) -0.001(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
_atom_site_occupancy
O1 0.4294(3) 0.0000 0.1667(2) 0.0730(10) Uani 1.000
O2 0.8445(4) 0.0086(3) 0.4402(3) 0.0720(10) Uani 1.000
N3 0.7174(4) 0.4372(3) 0.6556(3) 0.0630(10) Uani 1.000
N4 1.0471(4) 0.5484(3) 0.7740(3) 0.076(2) Uani 1.000
C5 0.5042(4) 0.0891(3) 0.1628(3) 0.0490(10) Uani 1.000
C6 0.4975(5) 0.1191(4) 0.0357(3) 0.058(2) Uani 1.000
C7 0.5673(5) 0.2069(3) 0.0191(3) 0.055(2) Uani 1.000
C8 0.6467(4) 0.2717(3) 0.1280(3) 0.0440(10) Uani 1.000
C9 0.7138(5) 0.3659(3) 0.1125(3) 0.053(2) Uani 1.000
C10 0.7894(5) 0.4250(3) 0.2180(4) 0.057(2) Uani 1.000
C11 0.8006(5) 0.3958(3) 0.3458(4) 0.055(2) Uani 1.000
C12 0.7359(4) 0.3059(3) 0.3638(3) 0.0430(10) Uani 1.000
C13 0.6557(4) 0.2411(3) 0.2557(3) 0.0380(10) Uani 1.000
C14 0.5846(4) 0.1475(3) 0.2719(3) 0.0380(10) Uani 1.000
C15 0.5935(4) 0.1155(3) 0.4066(3) 0.0390(10) Uani 1.000
C16 0.4661(5) 0.1520(3) 0.4584(3) 0.0460(10) Uani 1.000
C17 0.3308(5) 0.2197(3) 0.3883(3) 0.057(2) Uani 1.000
C18 0.2054(6) 0.2521(4) 0.4365(5) 0.092(2) Uani 1.000
C19 0.2123(7) 0.2185(4) 0.5607(5) 0.105(3) Uani 1.000
C20 0.3410(6) 0.1561(4) 0.6333(4) 0.084(2) Uani 1.000
C21 0.4701(5) 0.1191(3) 0.5845(3) 0.0540(10) Uani 1.000
C22 0.6012(6) 0.0513(4) 0.6550(3) 0.064(2) Uani 1.000
C23 0.7222(5) 0.0168(4) 0.6054(4) 0.060(2) Uani 1.000
C24 0.7183(5) 0.0485(3) 0.4791(3) 0.0500(10) Uani 1.000
C25 0.8891(5) 0.3894(3) 0.7324(3) 0.056(2) Uani 1.000
C26 0.8536(6) 0.2953(4) 0.7936(4) 0.076(2) Uani 1.000
C27 1.0237(7) 0.2475(4) 0.8872(6) 0.096(3) Uani 1.000
C28 1.1332(6) 0.3191(5) 0.9907(5) 0.088(3) Uani 1.000
C29 1.1748(5) 0.4107(4) 0.9281(4) 0.078(2) Uani 1.000
C30 1.0026(5) 0.4600(3) 0.8378(4) 0.062(2) Uani 1.000
H1 0.3904 -0.0024 0.2405 0.08 Uiso 1.000
H2 0.8612 0.0281 0.3603 0.08 Uiso 1.000
H3A 0.7208 0.4706 0.5783 0.08 Uiso 1.000
H3B 0.6353 0.3870 0.6069 0.08 Uiso 1.000
H4A 0.9482 0.5873 0.7186 0.08 Uiso 1.000
H4B 1.1413 0.5806 0.8444 0.08 Uiso 1.000
H6 0.4436 0.0767 -0.0395 0.08 Uiso 1.000
H7 0.5629 0.2255 -0.0677 0.08 Uiso 1.000
H9 0.7050 0.3873 0.0257 0.08 Uiso 1.000
H10 0.8365 0.4880 0.2065 0.08 Uiso 1.000
H11 0.8534 0.4388 0.4205 0.08 Uiso 1.000
H12 0.7456 0.2864 0.4515 0.08 Uiso 1.000
H17 0.3235 0.2423 0.3024 0.08 Uiso 1.000
H18 0.1160 0.2990 0.3878 0.08 Uiso 1.000
H19 0.1229 0.2398 0.5939 0.08 Uiso 1.000
H20 0.3448 0.1359 0.7193 0.08 Uiso 1.000
H22 0.6054 0.0288 0.7402 0.08 Uiso 1.000
H23 0.8110 -0.0296 0.6565 0.08 Uiso 1.000
H25 0.9520 0.3741 0.6748 0.08 Uiso 1.000
H26A 0.7930 0.2495 0.7240 0.08 Uiso 1.000
H26B 0.7783 0.3102 0.8423 0.05 Uiso 1.000
H27A 1.0929 0.2252 0.8368 0.08 Uiso 1.000
H27B 0.9942 0.1919 0.9301 0.08 Uiso 1.000
H28A 1.2429 0.2882 1.0451 0.08 Uiso 1.000
H28B 1.0675 0.3374 1.0453 0.08 Uiso 1.000
H29A 1.2472 0.3933 0.8780 0.08 Uiso 1.000
H29B 1.2395 0.4563 0.9967 0.08 Uiso 1.000
H30 0.9392 0.4803 0.8932 0.08 Uiso 1.000
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 C5 . . 1.357(5) yes
O2 C24 . . 1.348(5) yes
N3 C25 . . 1.476(5) yes
N4 C30 . . 1.491(6) yes
C5 C6 . . 1.416(5) yes
C5 C14 . . 1.371(5) yes
C6 C7 . . 1.356(7) no
C7 C8 . . 1.420(5) no
C8 C9 . . 1.420(6) no
C8 C13 . . 1.419(5) no
C9 C10 . . 1.344(6) no
C10 C11 . . 1.409(6) no
C11 C12 . . 1.367(6) no
C12 C13 . . 1.415(5) no
C13 C14 . . 1.429(6) no
C14 C15 . . 1.497(5) yes
C15 C16 . . 1.426(5) no
C15 C24 . . 1.368(6) yes
C16 C17 . . 1.414(6) no
C16 C21 . . 1.425(5) no
C17 C18 . . 1.368(6) no
C18 C19 . . 1.401(8) no
C19 C20 . . 1.345(8) no
C20 C21 . . 1.420(6) no
C21 C22 . . 1.397(7) no
C22 C23 . . 1.357(6) no
C23 C24 . . 1.422(6) yes
C25 C26 . . 1.512(7) no
C25 C30 . . 1.512(6) yes
C26 C27 . . 1.518(8) no
C27 C28 . . 1.500(9) no
C28 C29 . . 1.510(8) no
C29 C30 . . 1.527(6) no
O1 H1 . . 0.960 no
O2 H2 . . 0.960 no
N3 H3A . . 0.960 no
N3 H3B . . 0.960 no
N4 H4A . . 0.960 no
N4 H4B . . 0.960 no
C6 H6 . . 0.960 no
C7 H7 . . 0.961 no
C9 H9 . . 0.961 no
C10 H10 . . 0.961 no
C11 H11 . . 0.960 no
C12 H12 . . 0.960 no
C17 H17 . . 0.960 no
C18 H18 . . 0.960 no
C19 H19 . . 0.960 no
C20 H20 . . 0.960 no
C22 H22 . . 0.960 no
C23 H23 . . 0.961 no
C25 H25 . . 0.959 no
C26 H26A . . 0.960 no
C26 H26B . . 0.960 no
C27 H27A . . 0.961 no
C27 H27B . . 0.960 no
C28 H28A . . 0.960 no
C28 H28B . . 0.959 no
C29 H29A . . 0.960 no
C29 H29B . . 0.960 no
C30 H30 . . 0.960 no