data_2006109
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  599
_journal_page_last  601
_publ_section_title
;
Catemeric Hydrogen Bonding in a \g-Keto Acid:
(+-)-2a,3,4,5-Tetrahydro-1(2H)-oxoacenaphthylene-2a-carboxylic Acid
;
loop_
_publ_author_name
 'Brunskill, Andrew P. J.'
 'Thompson, Hugh W.'
 'Lalancette, Roger A.'
_chemical_formula_moiety  'C13 H12 O3'
_chemical_formula_sum  'C13 H12 O3'
_chemical_formula_structural  'C13 H12 O3'
_chemical_formula_analytical  'C13 H12 O3'
_chemical_formula_weight  216.23
_chemical_melting_point  448
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
_cell_length_a  6.7800(10)
_cell_length_b  10.229(3)
_cell_length_c  15.991(2)
_cell_angle_alpha  90
_cell_angle_beta  98.83(2)
_cell_angle_gamma  90
_cell_volume  1095.9(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.311
_exptl_crystal_density_meas  1.300(10)
_diffrn_ambient_temperature  298(2)
_refine_ls_R_factor_obs   .0565
_refine_ls_wR_factor_obs   .1209
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 O1  .3479(3) 1.0183(2)  .60808(13)  .0656(7) Uani d . 1 . O
 O2  .1980(4)  .6193(3)  .68699(14)  .0848(9) Uani d . 1 . O
 O3  .0023(4)  .6910(3)  .77417(15)  .0842(9) Uani d . 1 . O
 H3  .068(5)  .638(3)  .805(2)  .080 Uiso d . 1 . H
 C1  .2143(5)  .9367(3)  .6023(2)  .0484(8) Uani d . 1 . C
 C2  .0617(5)  .9227(3)  .6617(2)  .0501(8) Uani d . 1 . C
 C2A  -.0406(4)  .7885(3)  .6391(2)  .0440(7) Uani d . 1 . C
 C3  -.2681(4)  .7785(3)  .6337(2)  .0585(9) Uani d . 1 . C
 C4  -.3355(5)  .6442(3)  .5975(2)  .0690(10) Uani d . 1 . C
 C5  -.2865(5)  .6195(3)  .5090(2)  .0663(10) Uani d . 1 . C
 C5A  -.0963(4)  .6810(3)  .4917(2)  .0488(8) Uani d . 1 . C
 C6  -.0199(5)  .6702(3)  .4159(2)  .0597(9) Uani d . 1 . C
 C7  .1460(5)  .7393(3)  .4002(2)  .0620(9) Uani d . 1 . C
 C8  .2406(5)  .8272(3)  .4584(2)  .0534(8) Uani d . 1 . C
 C8A  .1667(4)  .8402(2)  .5341(2)  .0430(7) Uani d . 1 . C
 C8B  .0094(4)  .7636(2)  .5516(2)  .0425(7) Uani d . 1 . C
 C9  .0670(4)  .6898(3)  .7010(2)  .0463(7) Uani d . 1 . C
 H2A  -.0352(5)  .9930(3)  .6531(2)  .064(6) Uiso calc R 1 . H
 H2B  .1261(5)  .9238(3)  .7202(2)  .064(6) Uiso calc R 1 . H
 H3A  -.3052(4)  .7888(3)  .6896(2)  .077(4) Uiso calc R 1 . H
 H3B  -.3325(4)  .8470(3)  .5975(2)  .077(4) Uiso calc R 1 . H
 H4A  -.2723(5)  .5770(3)  .6352(2)  .077(4) Uiso calc R 1 . H
 H4B  -.4787(5)  .6364(3)  .5959(2)  .077(4) Uiso calc R 1 . H
 H5A  -.2782(5)  .5259(3)  .5006(2)  .077(4) Uiso calc R 1 . H
 H5B  -.3956(5)  .6522(3)  .4680(2)  .077(4) Uiso calc R 1 . H
 H6  -.0830(5)  .6145(3)  .3742(2)  .073(6) Uiso calc R 1 . H
 H7  .1946(5)  .7263(3)  .3495(2)  .073(6) Uiso calc R 1 . H
 H8  .3497(5)  .8757(3)  .4473(2)  .073(6) 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
 O1  .073(2)  .0572(13)  .0685(14)  -.0217(13)  .0155(12)  -.0141(11)
 O2  .090(2)  .101(2)  .067(2)  .051(2)  .0237(14)  .0234(14)
 O3  .097(2)  .099(2)  .063(2)  .050(2)  .0336(14)  .0359(13)
 C1  .057(2)  .038(2)  .048(2)  .001(2)  .0016(14)  .0017(13)
 C2  .059(2)  .044(2)  .048(2)  .004(2)  .0096(15)  -.0034(14)
 C2A  .045(2)  .0393(15)  .048(2)  .0056(13)  .0073(13)  .0022(13)
 C3  .050(2)  .061(2)  .065(2)  .008(2)  .011(2)  .002(2)
 C4  .047(2)  .070(2)  .091(3)  -.009(2)  .014(2)  .005(2)
 C5  .051(2)  .060(2)  .085(2)  -.006(2)  .001(2)  -.006(2)
 C5A  .050(2)  .038(2)  .055(2)  .0049(14)  -.0015(15)  -.0038(13)
 C6  .070(2)  .054(2)  .050(2)  .004(2)  -.005(2)  -.013(2)
 C7  .080(3)  .060(2)  .048(2)  .005(2)  .015(2)  -.002(2)
 C8  .065(2)  .045(2)  .052(2)  .000(2)  .013(2)  .0037(15)
 C8A  .048(2)  .0365(14)  .043(2)  .0032(14)  .0044(13)  .0022(13)
 C8B  .045(2)  .0347(14)  .047(2)  .0102(13)  .0039(13)  .0043(13)
 C9  .047(2)  .044(2)  .049(2)  .0041(15)  .0124(14)  .0034(14)
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
 O1 C1 . 1.225(3) Y
 O2 C9 . 1.192(3) Y
 O3 C9 . 1.311(3) Y
 C1 C8A . 1.470(4) Y
 C1 C2 . 1.514(4) Y
 C2 C2A . 1.555(4) no
 C2A C8B . 1.511(4) no
 C2A C9 . 1.520(4) Y
 C2A C3 . 1.535(4) no
 C3 C4 . 1.533(5) no
 C4 C5 . 1.523(4) no
 C5 C5A . 1.499(4) no
 C5A C8B . 1.391(4) no
 C5A C6 . 1.394(4) no
 C6 C7 . 1.384(4) no
 C7 C8 . 1.379(4) no
 C8 C8A . 1.387(4) no
 C8A C8B . 1.386(4) no