#------------------------------------------------------------------------------
#$Date: 2011-01-02 21:00:31 +0100 (Sun, 02 Jan 2011) $
#$Revision: 5310 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009040.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_2009040
loop_
_publ_author_name
'Umehara, Misao'
'Hosomi, Hiroyuki'
'Ohba, Shigeru'
_publ_section_title
;
4-Methylbicyclo[6.3.0]undecane-2,6-dione, (I),
7-bromo-4-methylbicyclo[6.3.0]undecane-2,6-dione, (II),
7-acetonyl-4-methylbicyclo[6.3.0]undecane-2,6-dione, (III), and
8-methyltricyclo[9.3.0.0^2,6^]tetradec-5-ene-4,10-dione, (IV)
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1721
_journal_page_last               1725
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C15 H20 O2'
_chemical_formula_sum            'C15 H20 O2'
_chemical_formula_weight         232.32
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                101.440(10)
_cell_angle_beta                 105.67(2)
_cell_angle_gamma                77.15(2)
_cell_formula_units_Z            4
_cell_length_a                   11.331(4)
_cell_length_b                   13.315(2)
_cell_length_c                   9.298(2)
_cell_measurement_temperature    297
_cell_volume                     1302.5(6)
_exptl_crystal_density_diffrn    1.185
_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               2009040
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-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 .0399(6) .0699(7) .1062(9) -.0118(5) .0330(6) -.0079(6)
O2 .0919(9) .0825(8) .1063(10) -.0510(7) .0116(7) .0079(7)
O3 .0347(5) .0725(7) .0925(8) -.0088(5) .0192(5) -.0006(6)
O4 .0661(7) .0616(7) .0930(8) -.0289(6) .0216(6) .0074(6)
C5 .0405(8) .0370(7) .0750(10) -.0053(6) .0187(7) .0035(7)
C6 .0473(8) .0495(8) .0770(10) -.0154(7) .0246(8) -.0093(8)
C7 .0581(9) .0749(10) .0484(8) -.0297(8) .0190(7) -.0075(7)
C8 .0543(9) .0620(9) .0551(9) -.0138(7) .0086(7) .0109(7)
C9 .0433(7) .0389(7) .0553(8) -.0015(6) .0108(6) .0061(6)
C10 .0442(8) .0486(8) .0556(8) -.0068(6) .0202(6) -.0021(6)
C11 .0474(8) .0600(9) .0493(8) -.0156(7) .0129(6) .0047(7)
C12 .0750(10) .1060(10) .0580(10) -.0250(10) .0170(10) .0170(10)
C13 .112(2) .157(2) .122(2) .024(2) .045(2) .084(2)
C14 .0770(10) .0840(10) .0920(10) -.0090(10) .0040(10) .0380(10)
C15 .0415(8) .0573(9) .0670(10) -.0131(7) .0065(7) .0090(7)
C16 .0565(9) .0506(8) .0593(9) -.0094(7) .0167(7) .0106(7)
C17 .0530(9) .0456(8) .0788(11) -.0114(7) .0146(8) .0038(7)
C18 .0730(10) .0560(10) .0650(10) -.0200(10) .0260(10) -.0140(10)
C19 .0890(10) .110(2) .0600(10) -.0470(10) .0170(10) -.0150(10)
C20 .0387(7) .0379(7) .0560(8) -.0076(6) .0080(6) .0147(6)
C21 .0428(7) .0368(7) .0498(8) -.0084(6) .0136(6) .0042(6)
C22 .0488(8) .0445(7) .0433(7) -.0140(6) .0150(6) .0023(6)
C23 .0504(8) .0489(8) .0418(7) -.0095(6) .0047(6) .0131(6)
C24 .0409(7) .0350(7) .0440(7) .0025(5) .0068(6) .0131(6)
C25 .0428(7) .0403(7) .0489(8) -.0013(6) .0163(6) .0041(6)
C26 .0398(7) .0499(8) .0402(7) -.0165(6) .0133(6) .0014(6)
C27 .0670(10) .0810(10) .0470(10) -.0290(10) .0250(10) -.0010(10)
C28 .146(2) .111(2) .0630(10) -.0240(10) .0410(10) .0280(10)
C29 .1010(10) .0640(10) .0470(10) -.0280(10) .0000(10) .0180(10)
C30 .0417(7) .0435(7) .0456(7) -.0180(6) .0010(6) .0079(6)
C31 .0479(8) .0404(7) .0504(8) .0003(6) .0167(6) .0121(6)
C32 .0456(8) .0357(7) .0666(9) -.0011(6) .0136(7) .0133(6)
C33 .0666(9) .0392(8) .0537(9) -.0104(7) .0149(8) .0041(6)
C34 .0820(10) .0600(10) .0500(10) -.0280(10) .0070(10) .0040(10)
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 .30690(8) .65240(8) .63690(10) .0738(5) Uij 1.000
O2 .24900(10) 1.04160(9) .80130(10) .0913(6) Uij 1.000
O3 .81320(8) .63890(8) .64790(10) .0688(5) Uij 1.000
O4 .75770(9) 1.02510(8) .65690(10) .0715(5) Uij 1.000
C5 .20770(10) .65700(9) .6675(2) .0516(6) Uij 1.000
C6 .10000(10) .62310(10) .5472(2) .0594(6) Uij 1.000
C7 .03600(10) .70280(10) .4393(2) .0602(6) Uij 1.000
C8 -.03090(10) .80440(10) .5133(2) .0570(6) Uij 1.000
C9 .04820(10) .86650(9) .6403(2) .0473(5) Uij 1.000
C10 .04450(10) .87080(10) .8015(2) .0507(5) Uij 1.000
C11 .07040(10) .76260(10) .8478(2) .0519(6) Uij 1.000
C12 .0736(2) .7577(2) 1.0110(2) .0771(8) Uij 1.000
C13 .1341(3) .6452(2) 1.0335(3) .1230(10) Uij 1.000
C14 .2042(2) .6030(2) .9106(2) .0831(9) Uij 1.000
C15 .19430(10) .69440(10) .8265(2) .0557(6) Uij 1.000
C16 .12620(10) .92460(10) .6279(2) .0549(6) Uij 1.000
C17 .18020(10) .97810(10) .7741(2) .0603(6) Uij 1.000
C18 .1344(2) .94380(10) .8902(2) .0667(7) Uij 1.000
C19 -.0561(2) .6554(2) .3060(2) .0874(9) Uij 1.000
C20 .70670(10) .65790(9) .66400(10) .0432(5) Uij 1.000
C21 .60730(10) .60860(9) .54610(10) .0432(5) Uij 1.000
C22 .56160(10) .66040(10) .40270(10) .0451(5) Uij 1.000
C23 .48450(10) .77030(10) .42650(10) .0468(5) Uij 1.000
C24 .55240(10) .84970(9) .53580(10) .0407(5) Uij 1.000
C25 .52840(10) .88770(9) .69150(10) .0449(5) Uij 1.000
C26 .54610(10) .79800(9) .78010(10) .0426(5) Uij 1.000
C27 .52810(10) .83030(10) .9411(2) .0633(7) Uij 1.000
C28 .5924(2) .7390(2) 1.0218(2) .1020(10) Uij 1.000
C29 .6723(2) .66480(10) .9230(2) .0696(7) Uij 1.000
C30 .67450(10) .72780(9) .80170(10) .0432(5) Uij 1.000
C31 .63720(10) .89580(9) .51150(10) .0460(5) Uij 1.000
C32 .68150(10) .96970(9) .6426(2) .0494(5) Uij 1.000
C33 .61450(10) .96740(10) .7612(2) .0539(6) Uij 1.000
C34 .4853(2) .59170(10) .2785(2) .0642(7) Uij 1.000
H6A .13020 .55880 .49000 .076(5) Uiso 1.000
H6B .03870 .61190 .59340 .060(4) Uiso 1.000
H7 .10030 .72060 .40490 .066(4) Uiso 1.000
H8A -.07110 .84840 .43740 .080(5) Uiso 1.000
H8B -.09320 .78640 .55110 .065(4) Uiso 1.000
H10 -.03680 .90560 .81360 .062(4) Uiso 1.000
H11 .00570 .72640 .78580 .043(3) Uiso 1.000
H12A .12440 .80490 1.07700 .107(7) Uiso 1.000
H12B -.00820 .77540 1.03000 .103(6) Uiso 1.000
H13A .19080 .64250 1.13090 .180(10) Uiso 1.000
H13B .07060 .60570 1.02530 .27(2) Uiso 1.000
H14A .28950 .57420 .95220 .106(6) Uiso 1.000
H14B .16530 .54980 .84050 .118(7) Uiso 1.000
H15 .25780 .73540 .87590 .070(4) Uiso 1.000
H16 .14530 .92890 .53510 .063(4) Uiso 1.000
H18A .09440 1.00300 .94810 .094(5) Uiso 1.000
H18B .20240 .90650 .95710 .091(6) Uiso 1.000
H19A -.09380 .70650 .23950 .108(7) Uiso 1.000
H19B -.01530 .59400 .25290 .101(6) Uiso 1.000
H19C -.11870 .63710 .34290 .108(6) Uiso 1.000
H21A .64090 .53650 .51970 .054(4) Uiso 1.000
H21B .53680 .61340 .58720 .042(3) Uiso 1.000
H22 .63410 .66690 .37310 .047(3) Uiso 1.000
H23A .45390 .79550 .33100 .049(4) Uiso 1.000
H23B .41510 .76410 .46260 .058(4) Uiso 1.000
H25 .44430 .92470 .68100 .059(4) Uiso 1.000
H26 .48690 .75390 .72630 .027(3) Uiso 1.000
H27A .56640 .88980 .98840 .064(4) Uiso 1.000
H27B .44130 .84740 .94180 .087(5) Uiso 1.000
H28A .64390 .76100 1.11850 .160(10) Uiso 1.000
H28B .53120 .70480 1.03640 .190(10) Uiso 1.000
H29A .75470 .64270 .98150 .096(6) Uiso 1.000
H29B .63560 .60440 .87530 .090(5) Uiso 1.000
H30 .73440 .77340 .83790 .040(3) Uiso 1.000
H31 .66450 .88250 .41920 .060(4) Uiso 1.000
H33A .56830 1.03520 .78780 .072(4) Uiso 1.000
H33B .67330 .94560 .85000 .057(4) Uiso 1.000
H34A .45900 .62480 .18950 .067(4) Uiso 1.000
H34B .53310 .52350 .25810 .079(5) Uiso 1.000
H34C .41410 .58530 .31100 .087(5) 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 . . 1.218(2) yes
O2 C17 . . 1.220(2) yes
O3 C20 . . 1.220(2) yes
O4 C32 . . 1.221(2) yes
C5 C6 . . 1.501(2) yes
C5 C15 . . 1.501(3) yes
C6 C7 . . 1.532(3) yes
C7 C8 . . 1.528(2) yes
C7 C19 . . 1.519(3) yes
C8 C9 . . 1.501(3) yes
C9 C10 . . 1.500(3) yes
C9 C16 . . 1.337(2) yes
C10 C11 . . 1.529(2) yes
C10 C18 . . 1.527(3) yes
C11 C12 . . 1.522(3) yes
C11 C15 . . 1.532(2) yes
C12 C13 . . 1.532(4) yes
C13 C14 . . 1.513(4) yes
C14 C15 . . 1.541(3) yes
C16 C17 . . 1.446(3) yes
C17 C18 . . 1.499(3) yes
C20 C21 . . 1.509(2) yes
C20 C30 . . 1.506(2) yes
C21 C22 . . 1.534(2) yes
C22 C23 . . 1.537(2) yes
C22 C34 . . 1.520(3) yes
C23 C24 . . 1.502(2) yes
C24 C25 . . 1.512(2) yes
C24 C31 . . 1.336(2) yes
C25 C26 . . 1.530(2) yes
C25 C33 . . 1.531(2) yes
C26 C27 . . 1.529(2) yes
C26 C30 . . 1.531(2) yes
C27 C28 . . 1.498(3) yes
C28 C29 . . 1.527(3) yes
C29 C30 . . 1.541(2) yes
C31 C32 . . 1.456(2) yes
C32 C33 . . 1.506(3) yes
C6 H6A . . .959 no
C6 H6B . . .960 no
C7 H7 . . .960 no
C8 H8A . . .959 no
C8 H8B . . .960 no
C10 H10 . . .960 no
C11 H11 . . .960 no
C12 H12A . . .959 no
C12 H12B . . .959 no
C13 H13A . . .960 no
C13 H13B . . .961 no
C14 H14A . . .961 no
C14 H14B . . .960 no
C15 H15 . . .961 no
C16 H16 . . .959 no
C18 H18A . . .960 no
C18 H18B . . .960 no
C19 H19A . . .961 no
C19 H19B . . .960 no
C19 H19C . . .960 no
C21 H21A . . .960 no
C21 H21B . . .960 no
C22 H22 . . .960 no
C23 H23A . . .960 no
C23 H23B . . .959 no
C25 H25 . . .959 no
C26 H26 . . .960 no
C27 H27A . . .960 no
C27 H27B . . .960 no
C28 H28A . . .961 no
C28 H28B . . .960 no
C29 H29A . . .960 no
C29 H29B . . .961 no
C30 H30 . . .960 no
C31 H31 . . .960 no
C33 H33A . . .960 no
C33 H33B . . .960 no
C34 H34A . . .960 no
C34 H34B . . .960 no
C34 H34C . . .960 no