#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:25:28 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178388 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/10/4021014.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_4021014
loop_
_publ_author_name
'Takuya Koizumi'
'Eiko Mochizuki'
'Ken Kokubo'
'Takumi Oshima'
_publ_section_title
;
 Mechanism of Novel Consecutive Rearrangements
 of Cyclobutene-Fused Diphenylhomobenzoquinones
 Catalyzed by Lewis Acids
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4577
_journal_page_last               4585
_journal_paper_doi               10.1021/jo035830k
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C27 H28 O2'
_chemical_formula_sum            'C27 H28 O2'
_chemical_formula_weight         384.52
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   37.811(3)
_cell_length_b                   37.811(3)
_cell_length_c                   8.1627(7)
_cell_measurement_temperature    293.1
_cell_volume                     10106.4(13)
_exptl_crystal_density_diffrn    1.137
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4021014
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/3,y+2/3,z+2/3
-x+1/3,-y+2/3,-z+2/3
x+2/3,y+1/3,z+1/3
-x+2/3,-y+1/3,-z+1/3
-y,x-y,z
y,-x+y,-z
-y+1/3,x-y+2/3,z+2/3
y+1/3,-x+y+2/3,-z+2/3
-y+2/3,x-y+1/3,z+1/3
y+2/3,-x+y+1/3,-z+1/3
-x+y,-x,z
x-y,x,-z
-x+y+1/3,-x+2/3,z+2/3
x-y+1/3,x+2/3,-z+2/3
-x+y+2/3,-x+1/3,z+1/3
x-y+2/3,x+1/3,-z+1/3
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 0.70553(8) 0.06255(8) 0.0503(3) 0.0638(9) Uani 1.00 1 d . . .
O2 O 0.81926(11) 0.09774(9) -0.4280(4) 0.0901(12) Uani 1.00 1 d . . .
C1 C 0.8137(2) -0.0503(1) 0.1599(6) 0.088(2) Uani 1.00 1 d . . .
C2 C 0.79800(13) -0.02457(12) 0.1356(5) 0.0638(13) Uani 1.00 1 d . . .
C3 C 0.82299(11) 0.01595(11) 0.0890(4) 0.0510(11) Uani 1.00 1 d . . .
C4 C 0.86445(12) 0.02984(12) 0.0671(5) 0.0625(13) Uani 1.00 1 d . . .
C5 C 0.8802(2) 0.0040(2) 0.0920(6) 0.083(2) Uani 1.00 1 d . . .
C6 C 0.8552(2) -0.0357(2) 0.1374(7) 0.093(2) Uani 1.00 1 d . . .
C7 C 0.77532(10) 0.03600(10) 0.2070(4) 0.0476(10) Uani 1.00 1 d . . .
C8 C 0.73126(10) 0.05164(10) 0.0537(4) 0.0469(10) Uani 1.00 1 d . . .
C9 C 0.74255(10) 0.03978(10) 0.2066(4) 0.0461(10) Uani 1.00 1 d . . .
C10 C 0.75174(10) 0.04994(10) -0.1025(4) 0.0443(10) Uani 1.00 1 d . . .
C11 C 0.80280(10) 0.04195(10) 0.0598(4) 0.0432(10) Uani 1.00 1 d . . .
C12 C 0.77496(10) 0.02659(10) -0.0950(4) 0.0440(10) Uani 1.00 1 d . . .
C13 C 0.79528(11) 0.03618(11) -0.2668(4) 0.0524(11) Uani 1.00 1 d . . .
C14 C 0.83210(12) 0.03221(12) -0.3134(5) 0.0661(13) Uani 1.00 1 d . . .
C15 C 0.8245(1) -0.01038(13) -0.3296(6) 0.076(2) Uani 1.00 1 d . . .
C16 C 0.8626(2) -0.0113(2) -0.3931(7) 0.096(2) Uani 1.00 1 d . . .
C17 C 0.80225(12) 0.07824(12) -0.3069(5) 0.0589(12) Uani 1.00 1 d . . .
C18 C 0.78484(11) 0.09208(11) -0.1691(4) 0.0492(11) Uani 1.00 1 d . . .
C19 C 0.8557(2) -0.0533(2) -0.3970(8) 0.132(3) Uani 1.00 1 d . . .
C20 C 0.7684(1) 0.11940(13) -0.2281(5) 0.071(2) Uani 1.00 1 d . . .
C21 C 0.82088(10) 0.11217(10) -0.0494(4) 0.0475(10) Uani 1.00 1 d . . .
C22 C 0.83090(10) 0.08834(10) 0.0524(4) 0.0456(10) Uani 1.00 1 d . . .
C23 C 0.86309(11) 0.10773(12) 0.1622(5) 0.0591(12) Uani 1.00 1 d . . .
C24 C 0.88705(12) 0.1504(1) 0.1617(6) 0.076(2) Uani 1.00 1 d . . .
C25 C 0.8784(1) 0.17341(13) 0.0586(6) 0.075(2) Uani 1.00 1 d . . .
C26 C 0.84541(12) 0.15476(11) -0.0463(5) 0.0617(13) Uani 1.00 1 d . . .
C27 C 0.71757(12) 0.0350(1) 0.3559(5) 0.070(1) Uani 1.00 1 d . . .
H1 H 0.83916(12) 0.17085(11) -0.1170(5) 0.070(2) Uiso 1.00 1 c . . .
H2 H 0.8954(1) 0.20227(13) 0.0583(6) 0.082(2) Uiso 1.00 1 c . . .
H3 H 0.90945(12) 0.1633(1) 0.2352(6) 0.085(2) Uiso 1.00 1 c . . .
H4 H 0.86852(11) 0.09177(12) 0.2369(5) 0.070(2) Uiso 1.00 1 c . . .
H5 H 0.88203(12) 0.05735(12) 0.0346(5) 0.078(2) Uiso 1.00 1 c . . .
H6 H 0.9085(2) 0.0139(2) 0.0771(6) 0.108(2) Uiso 1.00 1 c . . .
H7 H 0.8661(2) -0.0532(2) 0.1554(7) 0.124(3) Uiso 1.00 1 c . . .
H8 H 0.7959(2) -0.0780(1) 0.1900(6) 0.110(3) Uiso 1.00 1 c . . .
H9 H 0.76973(13) -0.03438(12) 0.1525(5) 0.078(2) Uiso 1.00 1 c . . .
H10 H 0.73419(12) 0.0547(1) 0.4355(5) 0.084(2) Uiso 1.00 1 c . . .
H11 H 0.69545(12) 0.0390(1) 0.3275(5) 0.084(2) Uiso 1.00 1 c . . .
H12 H 0.70725(12) 0.0084(1) 0.3997(5) 0.084(2) Uiso 1.00 1 c . . .
H13 H 0.7895(1) 0.14310(13) -0.2795(5) 0.091(2) Uiso 1.00 1 c . . .
H14 H 0.7470(1) 0.10457(13) -0.3045(5) 0.091(2) Uiso 1.00 1 c . . .
H15 H 0.7580(1) 0.12723(13) -0.1376(5) 0.091(2) Uiso 1.00 1 c . . .
H16 H 0.8503(2) -0.0637(2) -0.2884(8) 0.172(4) Uiso 1.00 1 c . . .
H17 H 0.8328(2) -0.0698(2) -0.4646(8) 0.172(4) Uiso 1.00 1 c . . .
H18 H 0.8791(2) -0.0536(2) -0.4382(8) 0.172(4) Uiso 1.00 1 c . . .
H19 H 0.78259(10) 0.02867(10) 0.3076(4) 0.056(2) Uiso 1.00 1 c . . .
H20 H 0.84208(12) 0.04537(12) -0.4160(5) 0.080(2) Uiso 1.00 1 c . . .
H21 H 0.85233(12) 0.04587(12) -0.2316(5) 0.080(2) Uiso 1.00 1 c . . .
H22 H 0.8178(1) -0.02283(13) -0.2245(6) 0.093(2) Uiso 1.00 1 c . . .
H23 H 0.8022(1) -0.02527(13) -0.4021(6) 0.093(2) Uiso 1.00 1 c . . .
H24 H 0.8681(2) -0.0008(2) -0.5016(7) 0.125(3) Uiso 1.00 1 c . . .
H25 H 0.8854(2) 0.0053(2) -0.3252(7) 0.126(3) Uiso 1.00 1 c . . .
H26 H 0.73132(10) 0.03755(10) -0.1845(4) 0.053(2) Uiso 1.00 1 c . . .
H27 H 0.75625(10) -0.00184(10) -0.0846(4) 0.051(2) Uiso 1.00 1 c . . .
H28 H 0.77439(11) 0.01826(11) -0.3398(4) 0.062(2) Uiso 1.00 1 c . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C8 . 1.233(4) yes
O2 . C17 . 1.208(4) yes
C1 . C2 . 1.384(5) yes
C1 . C6 . 1.393(7) yes
C1 . H8 . 0.95009(7) no
C2 . C3 . 1.392(5) yes
C2 . H9 . 0.95004(9) no
C3 . C4 . 1.394(5) yes
C3 . C11 . 1.535(5) yes
C4 . C5 . 1.389(5) yes
C4 . H5 . 0.95010(7) no
C5 . C6 . 1.364(7) yes
C5 . H6 . 0.94995(9) no
C6 . H7 . 0.94988(6) no
C7 . C9 . 1.316(4) yes
C7 . C11 . 1.530(5) yes
C7 . H19 . 0.94999(6) no
C8 . C9 . 1.460(5) yes
C8 . C10 . 1.510(5) yes
C9 . C27 . 1.497(5) yes
C10 . C12 . 1.526(4) yes
C10 . C18 . 1.551(5) yes
C10 . H26 . 0.94986(6) no
C11 . C12 . 1.559(4) yes
C11 . C22 . 1.531(4) yes
C12 . C13 . 1.552(4) yes
C12 . H27 . 0.95010(7) no
C13 . C14 . 1.522(5) yes
C13 . C17 . 1.512(5) yes
C13 . H28 . 0.950 no
C14 . C15 . 1.493(5) yes
C14 . H20 . 0.95001(6) no
C14 . H21 . 0.95000(5) no
C15 . C16 . 1.550(6) yes
C15 . H22 . 0.94996(7) no
C15 . H23 . 0.94998(5) no
C16 . C19 . 1.476(6) yes
C16 . H24 . 0.95000(7) no
C16 . H25 . 0.94991(5) no
C17 . C18 . 1.522(5) yes
C18 . C20 . 1.526(5) yes
C18 . C21 . 1.534(5) yes
C19 . H16 . 0.95000(7) no
C19 . H17 . 0.95005(5) no
C19 . H18 . 0.94994(7) no
C20 . H13 . 0.94992(5) no
C20 . H14 . 0.95008(5) no
C20 . H15 . 0.94989(5) no
C21 . C22 . 1.410(5) yes
C21 . C26 . 1.400(5) yes
C22 . C23 . 1.389(5) yes
C23 . C24 . 1.400(5) yes
C23 . H4 . 0.95006(5) no
C24 . C25 . 1.363(6) yes
C24 . H3 . 0.95009(6) no
C25 . C26 . 1.381(6) yes
C25 . H2 . 0.94986(8) no
C26 . H1 . 0.95005(5) no
C27 . H10 . 0.94996(5) no
C27 . H11 . 0.94998(7) no
C27 . H12 . 0.95005(8) no
