data_2006370
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  1077
_journal_page_last  1080
_publ_section_title
;
5,8-Dimethoxy-1-naphthoic acid and Methyl 5,8-Dimethoxy-1-naphthoate
;
loop_
_publ_author_name
 'Blackburn, Anthony C.'
 'Gerkin, Roger E.'
_chemical_name_common  'methyl 5,8-dimethoxy-1-naphthoate'
_chemical_formula_moiety  'C14 H14 O4 '
_chemical_formula_sum  'C14 H14 O4'
_chemical_formula_weight  246.26
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
loop_
_symmetry_equiv_pos_as_xyz
 'x,y,z'
 '1/2 -x, 1/2 +y, -z'
 '-x, -y, -z '
 '1/2 +x, 1/2-y, z'
_cell_length_a  7.707(2)
_cell_length_b  8.7200(10)
_cell_length_c  18.619(2)
_cell_angle_alpha  90
_cell_angle_beta  100.970(10)
_cell_angle_gamma  90
_cell_volume  1228.4(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  296
_exptl_crystal_density_diffrn  1.331
_exptl_crystal_density_meas  none
_diffrn_ambient_temperature  296
_refine_ls_R_factor_obs   .052
_refine_ls_wR_factor_obs   .034
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_calc_attached_atom
 O1  -.1197(2) 1.2135(2)  .38978(8)  .0516(6) Uij ? ?
 O2  -.2496(3)  .9956(2)  .41436(9)  .0653(7) Uij ? ?
 O3  -.2260(2)  .9132(2)  .04626(9)  .0615(6) Uij ? ?
 O4  .0711(2)  .9565(2)  .34048(9)  .0642(7) Uij ? ?
 C1  -.2664(3) 1.0719(3)  .28940(10)
   .0431(8) Uij ? ?
 C2  -.4302(4) 1.1281(4)  .2615(2)  .0590(10)
  Uij ? ?
 C3  -.5024(4) 1.1195(4)  .1870(2)  .0620(10)
  Uij ? ?
 C4  -.4100(4) 1.0519(3)  .14050(10)
   .0492(9) Uij ? ?
 C5  -.1403(4)  .9202(3)  .11870(10)
   .0482(8) Uij ? ?
 C6  .0229(4)  .8637(3)  .1445(2)  .0600(10)
 Uij ? ?
 C7  .0978(4)  .8750(3)  .2191(2)  .0590(10)
 Uij ? ?
 C8  .0097(3)  .9415(3)  .26720(10)
  .0483(8) Uij ? ?
 C9  -.1640(3) 1.0028(3)  .24240(10)
   .0395(7) Uij ? ?
 C10  -.2391(3)  .9924(3)  .16640(10)
 .0395(7) Uij ? ?
 C11  -.2091(3) 1.0842(3)  .37110(10)
 .0455(8) Uij ? ?
 C12  -.1492(6)  .8185(6)  -.0014(2)  .0770(10)
 Uij ? ?
 C13  .2444(5)  .9024(5)  .3692(2)  .0680(10)
  Uij ? ?
 C14  -.0559(5) 1.2379(5)  .4674(2)  .0640(10)
   Uij ? ?
 H2  -.495(3) 1.172(3)  .2930(10)
   .057(8) Uiso ? ?
 H3  -.622(3) 1.156(3)  .1670(10)
   .066(9) Uiso ? ?
 H4  -.460(3) 1.045(2)  .0890(10)
   .049(7) Uiso ? ?
 H6  .087(3)  .820(3)  .1110(10)
  .065(9) Uiso ? ?
 H7  .217(3)  .836(3)  .2370(10)
  .060(8) Uiso ? ?
 H12A  -.236(4)  .823(3)  -.050(2)  .100(10)
 Uiso ? ?
 H12B  -.127(4)  .716(4)  .019(2)  .100(10)
   Uiso ? ?
 H12C  -.037(4)  .854(4)  -.007(2)  .110(10)
 Uiso ? ?
 H13A  .266(4)  .924(3)  .4210(10)
 .090(10)
  Uiso ? ?
 H13B  .248(4)  .790(3)  .363(2)  .100(10)
  Uiso ? ?
 H13C  .332(4)  .948(4)  .342(2)  .110(10)
  Uiso ? ?
 H14A  -.157(4) 1.252(4)  .492(2)  .110(10)
   Uiso ? ?
 H14B  .017(4) 1.147(4)  .491(2)  .110(10)
  Uiso ? ?
 H14C  .018(4) 1.332(3)  .4710(10)
 .090(10)
  Uiso ? ?
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  .0660(10)
  .0510(10)
  .0391(10)  -.0090(10)
  .0132(9)  .0017(9)
 O2  .089(2)  .0600(10)
  .0470(10)
  -.0140(10)
   .0130(10)
   .0140(10)
 O3  .0740(10)
  .0730(10)
  .0390(10)
  .0190(10)
  .0142(10)  -.0090(10)
 O4  .0610(10)
  .080(2)  .0480(10)
  .0210(10)
  -.0011(10)  -.0070(10)
 C1  .053(2)  .039(2)  .0390(10)
  .0050(10)
  .0130(10)
  .0020(10)
 C2  .065(2)  .071(2)  .044(2)  .021(2)  .020(2)  -.002(2)
 C3  .054(2)  .080(2)  .052(2)  .026(2)  .009(2)  .001(2)
 C4  .056(2)  .054(2)  .037(2)  .007(2)  .0080(10)
  .0010(10)
 C5  .059(2)  .045(2)  .043(2)  .0040(10)
  .0140(10)
  .0000(10)
 C6  .060(2)  .070(2)  .053(2)  .017(2)  .020(2)  -.009(2)
 C7  .051(2)  .066(2)  .058(2)  .017(2)  .009(2)  -.005(2)
 C8  .053(2)  .044(2)  .046(2)  .0050(10)
  .0050(10)
  .0000(10)
 C9  .048(2)  .0320(10)
  .0400(10)
  .0010(10)
  .0120(10)
  .0010(10)
 C10  .048(2)  .0330(10)
   .0400(10)
   .0010(10)
   .0150(10)
   .0000(10)
 C11  .053(2)  .045(2)  .041(2)  .0050(10)
   .0120(10)
   .0050(10)
 C12  .087(3)  .094(3)  .050(2)  .021(3)  .017(2)  -.019(2)
 C13  .061(2)  .076(3)  .061(2)  .010(2)  -.001(2)  .012(2)
 C14  .068(2)  .079(3)  .042(2)  -.012(2)  .000(2)  -.002(2)
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 C11 ? ? 1.333(3) yes
 O1 C14 ? ? 1.450(3) yes
 O2 C11 ? ? 1.199(3) yes
 O3 C5 ? ? 1.385(3) yes
 O3 C12 ? ? 1.422(4) yes
 O4 C8 ? ? 1.363(3) yes
 O4 C13 ? ? 1.421(4) yes
 C1 C2 ? ? 1.361(3) no
 C1 C9 ? ? 1.419(3) no
 C1 C11 ? ? 1.506(3) yes
 C2 C3 ? ? 1.396(4) no
 C2 H2 ? ?  .93(2) no
 C3 C4 ? ? 1.357(3) no
 C3 H3 ? ?  .98(2) no
 C4 C10 ? ? 1.412(3) no
 C4 H4 ? ?  .96(2) no
 C5 C6 ? ? 1.351(3) no
 C5 C10 ? ? 1.422(3) no
 C6 C7 ? ? 1.402(4) no
 C6 H6 ? ?  .95(2) no
 C7 C8 ? ? 1.354(3) no
 C7 H7 ? ?  .97(2) no
 C8 C9 ? ? 1.434(3) no
 C9 C10 ? ? 1.427(3) no
 C12 H12A ? ? 1.02(3) no
 C12 H12B ? ?  .97(3) no
 C12 H12C ? ?  .94(3) no
 C13 H13A ? ?  .97(3) no
 C13 H13B ? ?  .99(3) no
 C13 H13C ? ?  .99(3) no
 C14 H14A ? ?  .98(3) no
 C14 H14B ? ? 1.02(3) no
 C14 H14C ? ? 1.00(3) no