#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200416.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2200416
loop_
_publ_author_name
'Okabe, Nobuo'
'Kyoyama, Hasuyo'
'Suzuki, Misato'
_publ_section_title
;
 Gallic acid monohydrate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o764
_journal_page_last               o766
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C7 H6 O5, H2 O '
_chemical_formula_sum            'C7 H8 O6'
_chemical_formula_weight         188.13
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 97.52(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.150(10)
_cell_length_b                   3.622(9)
_cell_length_c                   15.028(10)
_cell_measurement_reflns_used    18
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      14.3
_cell_measurement_theta_min      10.0
_cell_volume                     764(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation & Rigaku Corporation, 1999)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation & Rigaku Corporation, 1999)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution
'  SIR88 (Burla et al., 1989) and DIRDIF94 (Beurskens et al., 1994)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku AFC-5R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .7107
_diffrn_reflns_av_R_equivalents  .040
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2109
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         4
_diffrn_standards_decay_%        .08
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .147
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             392.0
_exptl_crystal_size_max          .500
_exptl_crystal_size_mid          .100
_exptl_crystal_size_min          .030
_refine_diff_density_max         .31
_refine_diff_density_min         -.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .907
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1766
_refine_ls_R_factor_gt           .0492
_refine_ls_shift/su_max          .0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^) + (0.1P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1875
_reflns_number_gt                764
_reflns_number_total             1766
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    cf6081.cif
_[local]_cod_data_source_block   I
_[local]_cod_chemical_formula_sum_orig 'C7 H8 O6 '
_cod_original_cell_volume        764.0(10)
_cod_database_code               2200416
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,-y,1/2+z
-x,-y,-z
1/2-x,y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
O1 .3779(2) .2043(9) .7302(2) .0449(8) Uani d 1.00 O
O2 .4899(2) .4049(9) .6523(2) .0447(9) Uani d 1.00 O
O3 .1018(2) -.1394(8) .5049(2) .0338(7) Uani d 1.00 O
O4 .1550(2) .0075(8) .3430(2) .0334(7) Uani d 1.00 O
O5 .3351(2) .2679(8) .3286(2) .0336(7) Uani d 1.00 O
O6 .5102(2) .4879(8) .1313(2) .0370(7) Uani d 1.00 O
C1 .3455(2) .1750(10) .5732(2) .0243(8) Uani d 1.00 C
C2 .2535(2) .0440(10) .5784(2) .0253(8) Uani d 1.00 C
C3 .1931(2) -.0162(10) .5004(2) .0230(8) Uani d 1.00 C
C4 .2207(2) .0606(10) .4172(2) .0228(8) Uani d 1.00 C
C5 .3126(2) .1910(10) .4124(2) .0248(8) Uani d 1.00 C
C6 .3740(2) .2430(10) .4905(2) .0264(8) Uani d 1.00 C
C7 .4124(3) .2720(10) .6544(2) .0280(9) Uani d 1.00 C
H1 .4126 .2858 .7748 .0464 Uiso calc 1.00 H
H2 .2292 -.0105 .6347 .0464 Uiso calc 1.00 H
H3 .0777 -.2436 .4565 .0464 Uiso calc 1.00 H
H4 .1808 .0710 .2901 .0464 Uiso calc 1.00 H
H5 .3893 .3730 .3331 .0473 Uiso calc 1.00 H
H6 .4346 .3306 .4847 .0464 Uiso calc 1.00 H
H7 .4673 .3675 .1493 .0556 Uiso calc 1.00 H
H8 .5347 .3636 .0958 .0556 Uiso calc 1.00 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 .043(2) .070(2) .0210(10) -.018(2) .0000(10) -.006(2)
O2 .0280(10) .069(2) .036(2) -.022(2) .0000(10) .002(2)
O3 .0220(10) .048(2) .0310(10) -.0120(10) .0020(10) .0000(10)
O4 .0260(10) .052(2) .0220(10) -.0100(10) .0018(10) .0030(10)
O5 .0280(10) .050(2) .0240(10) -.0080(10) .0050(10) -.0020(10)
O6 .0320(10) .052(2) .0270(10) .0000(10) .0040(10) -.0090(10)
C1 .025(2) .025(2) .022(2) -.002(2) .0020(10) -.001(2)
C2 .026(2) .025(2) .026(2) -.001(2) .0080(10) .002(2)
C3 .020(2) .023(2) .027(2) -.004(2) .0030(10) .001(2)
C4 .022(2) .023(2) .022(2) -.003(2) -.0010(10) .000(2)
C5 .025(2) .026(2) .025(2) -.001(2) .0070(10) .001(2)
C6 .017(2) .032(2) .030(2) -.008(2) .0020(10) -.002(2)
C7 .027(2) .031(2) .025(2) -.003(2) .0010(10) -.001(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .003 .002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H .000 .000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O .011 .006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 O1 H1 1_555 1_555 112.7 no
C3 O3 H3 1_555 1_555 112.3 no
C4 O4 H4 1_555 1_555 110.6 no
C5 O5 H5 1_555 1_555 109.5 no
H7 O6 H8 1_555 1_555 108.7 no
C2 C1 C6 1_555 1_555 119.7(3) yes
C2 C1 C7 1_555 1_555 122.2(3) yes
C6 C1 C7 1_555 1_555 118.0(3) yes
C1 C2 C3 1_555 1_555 119.3(3) yes
C1 C2 H2 1_555 1_555 123.7 no
C3 C2 H2 1_555 1_555 117.0 no
O3 C3 C2 1_555 1_555 119.8(3) yes
O3 C3 C4 1_555 1_555 119.2(3) yes
C2 C3 C4 1_555 1_555 121.0(3) yes
O4 C4 C3 1_555 1_555 117.4(3) yes
O4 C4 C5 1_555 1_555 123.2(3) yes
C3 C4 C5 1_555 1_555 119.3(3) yes
O5 C5 C4 1_555 1_555 116.8(3) yes
O5 C5 C6 1_555 1_555 124.0(3) yes
C4 C5 C6 1_555 1_555 119.6(3) yes
C1 C6 C5 1_555 1_555 121.0(3) yes
C1 C6 H6 1_555 1_555 121.8 no
C5 C6 H6 1_555 1_555 117.2 no
O1 C7 O2 1_555 1_555 122.6(3) yes
O1 C7 C1 1_555 1_555 113.5(3) yes
O2 C7 C1 1_555 1_555 123.8(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 1.317(5) yes
O1 H1 .830 no
O2 C7 1.203(5) yes
O3 C3 1.373(4) yes
O3 H3 .850 no
O4 C4 1.370(4) yes
O4 H4 .945 no
O5 C5 1.372(4) yes
O5 H5 .851 no
O6 H7 .820 no
O6 H8 .812 no
C1 C2 1.396(5) yes
C1 C6 1.380(5) yes
C1 C7 1.487(5) yes
C2 C3 1.376(4) yes
C2 H2 .975 no
C3 C4 1.391(5) yes
C4 C5 1.390(5) yes
C5 C6 1.377(4) yes
C6 H6 .929 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
O1 O6 2.686(4) 3_666
O1 O2 3.576(5) 1_545
O2 O5 2.718(4) 3_666
O2 O6 3.275(9) 3_666
O2 C6 3.321(5) 3_666
O2 C7 3.325(5) 1_565
O2 C5 3.410(5) 3_666
O2 C1 3.569(5) 1_565
O3 O6 2.747(4) 2_455
O3 O6 2.769(4) 4_545
O3 O3 3.039(5) 3_556
O3 C3 3.432(5) 1_545
O4 O5 2.772(4) 4_555
O4 O6 2.977(4) 4_555
O5 C5 3.602(10) 1_565
O6 O3 2.747(4) 2_554
O6 O4 2.977(4) 4_555
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3 O4 1_555 .850 2.328 2.692(8) 106.3 yes
O4 H4 O5 1_555 .945 2.306 2.752(8) 108.9 yes
O3 H3 O6 4_545 .850 1.949 2.770(4) 161.6 yes
O4 H4 O5 4_555 .945 1.907 2.767(8) 150.0 yes
O5 H5 O2 3_666 .851 1.878 2.729(4) 177.7 yes
O6 H7 O4 4_555 .820 2.182 2.977(4) 163.8 yes
O6 H8 O3 2_554 .812 1.941 2.747(4) 170.9 yes
O1 H1 O6 3_666 .830 1.859 2.686(4) 174.2 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C7 C1 C2 1_555 1_555 1_555 1_555 2.7(5) yes
O1 C7 C1 C6 1_555 1_555 1_555 1_555 178.6(3) yes
O2 C7 C1 C2 1_555 1_555 1_555 1_555 -175.3(4) yes
O2 C7 C1 C6 1_555 1_555 1_555 1_555 .2(6) yes
O3 C3 C2 C1 1_555 1_555 1_555 1_555 -179.0(3) yes
O3 C3 C4 O4 1_555 1_555 1_555 1_555 -.2(5) yes
O3 C3 C4 C5 1_555 1_555 1_555 1_555 179.0(3) yes
O4 C4 C3 C2 1_555 1_555 1_555 1_555 -177.3(3) yes
O4 C4 C5 O5 1_555 1_555 1_555 1_555 .9(5) yes
O4 C4 C5 C6 1_555 1_555 1_555 1_555 178.9(4) yes
O5 C5 C4 C3 1_555 1_555 1_555 1_555 -178.9(3) yes
O5 C5 C6 C1 1_555 1_555 1_555 1_555 177.2(3) yes
C1 C2 C3 C4 1_555 1_555 1_555 1_555 -1.9(6) yes
C1 C6 C5 C4 1_555 1_555 1_555 1_555 -1.5(6) yes
C2 C1 C6 C5 1_555 1_555 1_555 1_555 1.4(6) yes
C2 C3 C4 C5 1_555 1_555 1_555 1_555 1.8(6) yes
C3 C2 C1 C6 1_555 1_555 1_555 1_555 .3(6) yes
C3 C2 C1 C7 1_555 1_555 1_555 1_555 175.7(4) yes
C3 C4 C5 C6 1_555 1_555 1_555 1_555 -.1(6) yes
C5 C6 C1 C7 1_555 1_555 1_555 1_555 -174.2(4) yes