#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/07/7100703.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_7100703
loop_
_publ_author_name
'Gautam Desiraju'
'Rahul Banerjee'
'Roland Boese'
'Dinabandhu Das'
'Judith A. K. Howard'
'Raju Mondal'
_publ_section_title
;
Synthon evolution and unit cell evolution during
crystallisation. A study of symmetry-independent molecules (Z?>1) in
crystals of some hydroxy compounds
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b514076e
_journal_year                    2006
_chemical_formula_moiety         'C22 H20 O2'
_chemical_formula_sum            'C22 H20 O2'
_chemical_formula_weight         316.38
_chemical_melting_point          182
_chemical_name_common
'trans -1,4-bis(phenylethynyl) cyclohexane -1,4-diol'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                95.625(2)
_cell_angle_beta                 106.478(1)
_cell_angle_gamma                104.627(2)
_cell_formula_units_Z            4
_cell_length_a                   9.4940(3)
_cell_length_b                   14.0677(5)
_cell_length_c                   14.4606(5)
_cell_measurement_temperature    120(2)
_cell_volume                     1761.8(1)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.193
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_database_code               7100703
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41816(15) 0.44201(10) 0.36272(10) 0.0283(3) Uani 1 1 d . . .
H01 H 0.519(3) 0.4537(19) 0.4036(19) 0.060(8) Uiso 1 1 d . . .
O2 O 0.06788(18) 0.06580(12) 0.13141(12) 0.0482(5) Uani 1 1 d . . .
H02 H 0.131(3) 0.064(2) 0.101(2) 0.070(9) Uiso 1 1 d . . .
C1 C 0.3680(2) 0.35307(13) 0.29012(13) 0.0227(4) Uani 1 1 d . . .
C2 C 0.2039(2) 0.34479(15) 0.22768(14) 0.0273(4) Uani 1 1 d . . .
H2A H 0.1412 0.3495 0.2712 0.035 Uiso 1 1 d R . .
H2B H 0.2060 0.4014 0.1920 0.035 Uiso 1 1 d R . .
C3 C 0.1293(2) 0.24718(16) 0.15425(14) 0.0329(5) Uani 1 1 d . . .
H3A H 0.1851 0.2459 0.1060 0.043 Uiso 1 1 d R . .
H3B H 0.0219 0.2435 0.1183 0.043 Uiso 1 1 d R . .
C4 C 0.1300(2) 0.15624(15) 0.20385(14) 0.0318(5) Uani 1 1 d . . .
C5 C 0.2947(2) 0.16411(14) 0.26564(15) 0.0306(4) Uani 1 1 d . . .
H5A H 0.2931 0.1072 0.3009 0.040 Uiso 1 1 d R . .
H5B H 0.3571 0.1601 0.2218 0.040 Uiso 1 1 d R . .
C6 C 0.3684(2) 0.26190(14) 0.33969(13) 0.0254(4) Uani 1 1 d . . .
H6A H 0.4757 0.2657 0.3762 0.033 Uiso 1 1 d R . .
H6B H 0.3118 0.2627 0.3875 0.033 Uiso 1 1 d R . .
C7 C 0.4698(2) 0.36333(14) 0.22821(14) 0.0269(4) Uani 1 1 d . A .
C8 C 0.5485(2) 0.37585(15) 0.17647(14) 0.0304(4) Uani 1 1 d . . .
C9 C 0.0314(2) 0.14716(15) 0.26771(15) 0.0325(5) Uani 1 1 d . B .
C10 C -0.0420(2) 0.14106(15) 0.32302(15) 0.0322(5) Uani 1 1 d . . .
C11 C 0.6260(3) 0.4029(2) 0.10472(19) 0.0239(12) Uiso 0.50 1 d PG A 1
C12 C 0.7429(3) 0.3612(2) 0.1017(2) 0.0333(9) Uani 0.50 1 d PG A 1
H12 H 0.7705 0.3183 0.1460 0.040 Uiso 0.50 1 d PR A 1
C13 C 0.8196(3) 0.3822(2) 0.0338(2) 0.0439(12) Uani 0.50 1 d PG A 1
H13 H 0.8995 0.3536 0.0317 0.053 Uiso 0.50 1 d PR A 1
C14 C 0.7792(4) 0.4449(2) -0.0310(2) 0.0387(12) Uani 0.50 1 d PG A 1
H14 H 0.8316 0.4592 -0.0773 0.046 Uiso 0.50 1 d PR A 1
C15 C 0.6622(4) 0.4866(2) -0.02793(19) 0.0406(10) Uani 0.50 1 d PG A 1
H15 H 0.6346 0.5295 -0.0722 0.049 Uiso 0.50 1 d PR A 1
C16 C 0.5856(3) 0.4656(2) 0.0399(2) 0.0337(9) Uani 0.50 1 d PG A 1
H16 H 0.5056 0.4941 0.0420 0.040 Uiso 0.50 1 d PR A 1
C11' C 0.6482(5) 0.3782(5) 0.1216(4) 0.0223(19) Uiso 0.25 1 d PG A 2
C12' C 0.5837(5) 0.3389(4) 0.0219(4) 0.0233(18) Uiso 0.25 1 d PG A 2
H12' H 0.4768 0.3053 -0.0051 0.028 Uiso 0.25 1 d PR A 2
C13' C 0.6755(6) 0.3488(5) -0.0384(3) 0.034(2) Uiso 0.25 1 d PG A 2
H13' H 0.6313 0.3219 -0.1066 0.041 Uiso 0.25 1 d PR A 2
C14' C 0.8319(6) 0.3980(5) 0.0011(4) 0.029(2) Uiso 0.25 1 d PG A 2
H14' H 0.8946 0.4047 -0.0401 0.035 Uiso 0.25 1 d PR A 2
C15' C 0.8965(4) 0.4373(5) 0.1008(4) 0.040(2) Uiso 0.25 1 d PG A 2
H15' H 1.0034 0.4709 0.1278 0.048 Uiso 0.25 1 d PR A 2
C16' C 0.8046(6) 0.4274(5) 0.1610(3) 0.0339(18) Uiso 0.25 1 d PG A 2
H16' H 0.8488 0.4543 0.2292 0.041 Uiso 0.25 1 d PR A 2
C11" C 0.6559(7) 0.4021(4) 0.1155(4) 0.026(3) Uiso 0.25 1 d PG A 3
C12" C 0.6283(7) 0.3382(3) 0.0285(4) 0.0262(18) Uiso 0.25 1 d PG A 3
H12" H 0.5504 0.2759 0.0111 0.031 Uiso 0.25 1 d PR A 3
C13" C 0.7148(8) 0.3655(4) -0.0329(4) 0.031(2) Uiso 0.25 1 d PG A 3
H13" H 0.6959 0.3218 -0.0924 0.037 Uiso 0.25 1 d PR A 3
C14" C 0.8288(7) 0.4566(5) -0.0074(4) 0.037(3) Uiso 0.25 1 d PG A 3
H14" H 0.8879 0.4752 -0.0494 0.044 Uiso 0.25 1 d PR A 3
C15" C 0.8564(6) 0.5205(4) 0.0796(4) 0.046(3) Uani 0.25 1 d PG A 3
H15" H 0.9343 0.5828 0.0971 0.055 Uiso 0.25 1 d PR A 3
C16" C 0.7699(7) 0.4933(4) 0.1411(4) 0.038(2) Uani 0.25 1 d PG A 3
H16" H 0.7887 0.5370 0.2005 0.046 Uiso 0.25 1 d PR A 3
C17 C -0.1300(8) 0.1354(4) 0.3893(3) 0.0264(7) Uani 0.55 1 d PG B 1
C18 C -0.0588(5) 0.1318(3) 0.4866(3) 0.0422(13) Uani 0.55 1 d PG B 1
H18 H 0.0486 0.1403 0.5098 0.051 Uiso 0.55 1 d PR B 1
C19 C -0.1447(5) 0.1160(3) 0.5502(3) 0.0468(13) Uani 0.55 1 d PG B 1
H19 H -0.0960 0.1135 0.6167 0.056 Uiso 0.55 1 d PR B 1
C20 C -0.3017(5) 0.1037(4) 0.5163(4) 0.0374(12) Uani 0.55 1 d PG B 1
H20 H -0.3604 0.0929 0.5598 0.045 Uiso 0.55 1 d PR B 1
C21 C -0.3729(5) 0.1073(5) 0.4190(4) 0.0304(13) Uani 0.55 1 d PG B 1
H21 H -0.4802 0.0989 0.3959 0.036 Uiso 0.55 1 d PR B 1
C22 C -0.2870(8) 0.1231(5) 0.3555(3) 0.0278(11) Uani 0.55 1 d PG B 1
H22 H -0.3357 0.1256 0.2889 0.033 Uiso 0.55 1 d PR B 1
C17' C -0.1243(10) 0.1201(5) 0.3952(4) 0.0264(7) Uani 0.45 1 d PG B 2
C18' C -0.0621(6) 0.0828(4) 0.4779(4) 0.0422(13) Uani 0.45 1 d PG B 2
H18' H 0.0334 0.0688 0.4878 0.051 Uiso 0.45 1 d PR B 2
C19' C -0.1396(7) 0.0659(4) 0.5459(4) 0.0468(13) Uani 0.45 1 d PG B 2
H19' H -0.0970 0.0404 0.6024 0.056 Uiso 0.45 1 d PR B 2
C20' C -0.2793(7) 0.0863(5) 0.5312(5) 0.0374(12) Uani 0.45 1 d PG B 2
H20' H -0.3323 0.0747 0.5776 0.045 Uiso 0.45 1 d PR B 2
C21' C -0.3416(7) 0.1236(6) 0.4485(6) 0.0304(13) Uani 0.45 1 d PG B 2
H21' H -0.4371 0.1375 0.4385 0.036 Uiso 0.45 1 d PR B 2
C22' C -0.2641(10) 0.1405(6) 0.3805(4) 0.0278(11) Uani 0.45 1 d PG B 2
H22' H -0.3066 0.1660 0.3240 0.033 Uiso 0.45 1 d PR B 2
O1A O 0.21548(17) 0.02187(11) 0.00215(11) 0.0339(3) Uani 1 1 d . . .
H01A H 0.131(3) -0.0097(18) -0.0512(18) 0.046(7) Uiso 1 1 d . . .
C1A C 0.3521(2) 0.02618(14) -0.02370(14) 0.0272(4) Uani 1 1 d . . .
C2A C 0.4881(2) 0.07889(14) 0.06934(13) 0.0282(4) Uani 1 1 d . . .
H2A1 H 0.4871 0.1484 0.0871 0.037 Uiso 1 1 d R . .
H2A2 H 0.4766 0.0441 0.1243 0.037 Uiso 1 1 d R . .
C6A C 0.3581(2) -0.07990(14) -0.05486(14) 0.0283(4) Uani 1 1 d . . .
H6A1 H 0.3422 -0.1199 -0.0041 0.037 Uiso 1 1 d R . .
H6A2 H 0.2739 -0.1122 -0.1169 0.037 Uiso 1 1 d R . .
C9A C 0.3546(2) 0.08317(14) -0.10431(14) 0.0293(4) Uani 1 1 d . C .
C10A C 0.3567(2) 0.12819(15) -0.17003(15) 0.0313(4) Uani 1 1 d . . .
C11A C 0.3619(6) 0.1884(3) -0.2495(3) 0.0286(5) Uani 0.75 1 d PG C 2
C12A C 0.3766(7) 0.2899(3) -0.23168(18) 0.0513(12) Uani 0.75 1 d PG C 2
H12A H 0.3793 0.3210 -0.1696 0.062 Uiso 0.75 1 d PR C 2
C13A C 0.3872(6) 0.3459(3) -0.3048(2) 0.0547(12) Uani 0.75 1 d PG C 2
H13A H 0.3972 0.4153 -0.2926 0.066 Uiso 0.75 1 d PR C 2
C14A C 0.3832(5) 0.3004(3) -0.39564(19) 0.0364(8) Uani 0.75 1 d PG C 2
H14A H 0.3904 0.3387 -0.4456 0.044 Uiso 0.75 1 d PR C 2
C15A C 0.3685(3) 0.1989(3) -0.4134(2) 0.0285(7) Uani 0.75 1 d PG C 2
H15A H 0.3658 0.1678 -0.4755 0.034 Uiso 0.75 1 d PR C 2
C16A C 0.3579(4) 0.1429(2) -0.3404(3) 0.0253(7) Uani 0.75 1 d PG C 2
H16A H 0.3479 0.0735 -0.3525 0.030 Uiso 0.75 1 d PR C 2
C11C C 0.3612(19) 0.1814(11) -0.2393(10) 0.0286(5) Uani 0.25 1 d PG C 1
C12C C 0.411(2) 0.2843(12) -0.2073(7) 0.0513(12) Uani 0.25 1 d PG C 1
H12C H 0.4393 0.3112 -0.1396 0.062 Uiso 0.25 1 d PR C 1
C13C C 0.421(2) 0.3480(9) -0.2745(9) 0.0547(12) Uani 0.25 1 d PG C 1
H13C H 0.4552 0.4183 -0.2526 0.066 Uiso 0.25 1 d PR C 1
C14C C 0.3801(17) 0.3087(9) -0.3736(8) 0.0364(8) Uani 0.25 1 d PG C 1
H14C H 0.3866 0.3522 -0.4195 0.044 Uiso 0.25 1 d PR C 1
C15C C 0.3299(12) 0.2058(9) -0.4056(7) 0.0285(7) Uani 0.25 1 d PG C 1
H15C H 0.3020 0.1789 -0.4733 0.034 Uiso 0.25 1 d PR C 1
C16C C 0.3204(13) 0.1421(8) -0.3384(11) 0.0253(7) Uani 0.25 1 d PG C 1
H16C H 0.2861 0.0718 -0.3602 0.030 Uiso 0.25 1 d PR C 1
O1B O 0.29626(14) 0.50080(10) 0.50116(10) 0.0280(3) Uani 1 1 d . . .
H01B H 0.320(3) 0.4827(18) 0.4464(18) 0.052(7) Uiso 1 1 d . . .
C1B C 0.1466(2) 0.51600(14) 0.47573(14) 0.0245(4) Uani 1 1 d . . .
C2B C 0.1383(2) 0.57336(14) 0.56854(15) 0.0295(4) Uani 1 1 d . . .
H2B1 H 0.1649 0.5373 0.6234 0.038 Uiso 1 1 d R . .
H2B2 H 0.2147 0.6403 0.5861 0.038 Uiso 1 1 d R . .
C6B C 0.0217(2) 0.41466(14) 0.44526(15) 0.0276(4) Uani 1 1 d . . .
H6B1 H 0.0230 0.3791 0.3831 0.036 Uiso 1 1 d R . .
H6B2 H 0.0445 0.3735 0.4961 0.036 Uiso 1 1 d R . .
C9B C 0.1297(2) 0.57504(16) 0.39633(16) 0.0329(5) Uani 1 1 d . D .
C10B C 0.1185(2) 0.62502(18) 0.33401(19) 0.0427(6) Uani 1 1 d . . .
C11B C 0.1197(4) 0.7047(3) 0.2802(3) 0.0263(11) Uiso 0.40 1 d PG D 1
C12B C 0.2424(3) 0.7359(3) 0.2449(3) 0.0312(14) Uiso 0.40 1 d PG D 1
H12B H 0.3290 0.7116 0.2651 0.037 Uiso 0.40 1 d PR D 1
C13B C 0.2385(4) 0.8027(3) 0.1802(3) 0.0382(15) Uiso 0.40 1 d PG D 1
H13B H 0.3224 0.8240 0.1561 0.046 Uiso 0.40 1 d PR D 1
C14B C 0.1119(4) 0.8383(3) 0.1506(3) 0.0361(13) Uiso 0.40 1 d PG D 1
H14B H 0.1092 0.8839 0.1064 0.043 Uiso 0.40 1 d PR D 1
C15B C -0.0108(4) 0.8071(4) 0.1859(3) 0.066(2) Uani 0.40 1 d PG D 1
H15B H -0.0973 0.8314 0.1657 0.080 Uiso 0.40 1 d PR D 1
C16B C -0.0069(4) 0.7403(4) 0.2507(3) 0.061(2) Uani 0.40 1 d PG D 1
H16B H -0.0907 0.7190 0.2748 0.073 Uiso 0.40 1 d PR D 1
C11D C 0.0996(3) 0.68029(18) 0.25003(18) 0.0288(8) Uiso 0.60 1 d PG D 2
C12D C 0.2270(2) 0.7562(2) 0.25156(17) 0.0340(10) Uiso 0.60 1 d PG D 2
H12D H 0.3245 0.7638 0.2980 0.041 Uiso 0.60 1 d PR D 2
C13D C 0.2117(2) 0.82099(17) 0.18519(19) 0.0362(9) Uiso 0.60 1 d PG D 2
H13D H 0.2988 0.8729 0.1862 0.043 Uiso 0.60 1 d PR D 2
C14D C 0.0690(3) 0.80984(19) 0.11729(18) 0.0376(9) Uiso 0.60 1 d PG D 2
H14D H 0.0586 0.8541 0.0719 0.045 Uiso 0.60 1 d PR D 2
C15D C -0.0584(2) 0.7339(2) 0.1158(2) 0.0704(16) Uani 0.60 1 d PG D 2
H15D H -0.1559 0.7263 0.0693 0.084 Uiso 0.60 1 d PR D 2
C16D C -0.0431(2) 0.6691(2) 0.1821(2) 0.0600(14) Uani 0.60 1 d PG D 2
H16D H -0.1302 0.6172 0.1811 0.072 Uiso 0.60 1 d PR D 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.433(2) . ?
O2 C4 1.440(2) . ?
C1 C7 1.484(2) . ?
C1 C6 1.530(3) . ?
C1 C2 1.531(2) . ?
C2 C3 1.520(3) . ?
C3 C4 1.527(3) . ?
C4 C9 1.483(3) . ?
C4 C5 1.534(3) . ?
C5 C6 1.526(3) . ?
C7 C8 1.194(3) . ?
C8 C11' 1.394(4) . ?
C8 C11 1.460(3) . ?
C8 C11" 1.528(4) . ?
C9 C10 1.196(3) . ?
C10 C17 1.434(5) . ?
C10 C17' 1.482(6) . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3902 . ?
C13 C14 1.3899 . ?
C14 C15 1.3899 . ?
C15 C16 1.3900 . ?
C11' C16' 1.3899 . ?
C11' C12' 1.3901 . ?
C12' C13' 1.3899 . ?
C13' C14' 1.3900 . ?
C14' C15' 1.3900 . ?
C15' C16' 1.3900 . ?
C11" C16" 1.3899 . ?
C11" C12" 1.3900 . ?
C12" C13" 1.3899 . ?
C13" C14" 1.3899 . ?
C14" C15" 1.3901 . ?
C15" C16" 1.3900 . ?
C17 C18 1.3900 . ?
C17 C22 1.3901 . ?
C18 C19 1.3900 . ?
C19 C20 1.3900 . ?
C20 C21 1.3900 . ?
C21 C22 1.3900 . ?
C17' C22' 1.3900 . ?
C17' C18' 1.3900 . ?
C18' C19' 1.3899 . ?
C19' C20' 1.3901 . ?
C20' C21' 1.3899 . ?
C21' C22' 1.3901 . ?
O1A C1A 1.438(2) . ?
C1A C9A 1.480(3) . ?
C1A C6A 1.536(3) . ?
C1A C2A 1.537(3) . ?
C2A C6A 1.529(3) 2_655 ?
C6A C2A 1.530(3) 2_655 ?
C9A C10A 1.194(3) . ?
C10A C11C 1.312(10) . ?
C10A C11A 1.497(3) . ?
C11A C12A 1.3900 . ?
C11A C16A 1.3900 . ?
C12A C13A 1.3900 . ?
C13A C14A 1.3900 . ?
C14A C15A 1.3900 . ?
C15A C16A 1.3900 . ?
C11C C12C 1.3900 . ?
C11C C16C 1.3900 . ?
C12C C13C 1.3900 . ?
C13C C14C 1.3900 . ?
C14C C15C 1.3900 . ?
C15C C16C 1.3900 . ?
O1B C1B 1.439(2) . ?
C1B C9B 1.478(3) . ?
C1B C2B 1.529(3) . ?
C1B C6B 1.536(2) . ?
C2B C6B 1.529(2) 2_566 ?
C6B C2B 1.529(2) 2_566 ?
C9B C10B 1.194(3) . ?
C10B C11B 1.426(3) . ?
C10B C11D 1.498(3) . ?
C11B C12B 1.3901 . ?
C11B C16B 1.3902 . ?
C12B C13B 1.3898 . ?
C13B C14B 1.3901 . ?
C14B C15B 1.3898 . ?
C15B C16B 1.3900 . ?
C11D C16D 1.3899 . ?
C11D C12D 1.3900 . ?
C12D C13D 1.3899 . ?
C13D C14D 1.3899 . ?
C14D C15D 1.3901 . ?
C15D C16D 1.3899 . ?
