#------------------------------------------------------------------------------
#$Date: 2016-08-26 16:24:54 +0300 (Fri, 26 Aug 2016) $
#$Revision: 186020 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/91/7119161.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_7119161
loop_
_publ_author_name
'Lynne H. Thomas'
'Craig Wales'
'Chick C. Wilson'
_publ_section_title
;
 Selective preparation of elusive and alternative single component
 polymorphic solid forms through multi-component crystallisation routes
;
_journal_name_full               Chem.Commun.
_journal_page_first              7372
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         '(C7 H6 O5), (H2O)'
_chemical_formula_sum            'C7 H8 O6'
_chemical_formula_weight         188.12
_chemical_name_systematic        'Gallic acid monohydrate'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-02-01 deposited with the CCDC.
2016-04-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.397(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.6803(3)
_cell_length_b                   27.7240(19)
_cell_length_c                   9.3579(7)
_cell_measurement_reflns_used    12382
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.05
_cell_measurement_theta_min      1
_cell_volume                     952.00(12)
_computing_cell_refinement       'Bruker APEX2 (2009)'
_computing_data_collection       'Bruker APEX2 (2009)'
_computing_data_reduction        'Bruker APEX2 (2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_measurement_method       'CCD; rotation images'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_sigmaI/netI    0.1008
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12141
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.09
_diffrn_reflns_theta_min         1.47
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.8303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Blessing, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             384
_platon_squeeze_details
;
;
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.907
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2115
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.1327
_refine_ls_R_factor_gt           0.0568
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0792P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1474
_refine_ls_wR_factor_ref         0.1636
_reflns_number_gt                929
_reflns_number_total             2115
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6cc01027j2.cif
_cod_data_source_block           shelxl_1
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7119161
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'
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
O6 O 0.7997(10) 0.15068(9) 0.9784(3) 0.0947(11) Uani 1 1 d . . .
O1 O 0.8380(6) 0.20805(7) 1.7071(2) 0.0405(6) Uani 1 1 d . . .
H2 H 0.699(10) 0.2317(11) 1.690(3) 0.061 Uiso 1 1 d . . .
C5 C 0.8893(7) 0.20673(9) 1.4536(3) 0.0291(7) Uani 1 1 d . . .
O3 O 0.9240(6) 0.20792(7) 1.2061(2) 0.0455(6) Uani 1 1 d . . .
H5 H 0.919(9) 0.1883(12) 1.125(4) 0.068 Uiso 1 1 d . . .
O2 O 0.7518(6) 0.25248(6) 1.4476(2) 0.0386(6) Uani 1 1 d . . .
H1 H 0.707(9) 0.2615(10) 1.347(4) 0.058 Uiso 1 1 d . . .
O4 O 1.3938(7) 0.04307(8) 1.3737(3) 0.0650(8) Uani 1 1 d . . .
H8 H 1.434(10) -0.0006(14) 1.380(4) 0.097 Uiso 1 1 d . . .
O5 O 1.3369(7) 0.04436(8) 1.6098(3) 0.0700(8) Uani 1 1 d . . .
C3 C 1.0679(8) 0.13792(10) 1.5968(4) 0.0387(8) Uani 1 1 d . . .
H3 H 1.107(7) 0.1228(10) 1.699(3) 0.046 Uiso 1 1 d . . .
C6 C 0.9803(8) 0.18244(10) 1.3321(3) 0.0329(7) Uani 1 1 d . . .
C4 C 0.9318(8) 0.18450(9) 1.5860(3) 0.0300(7) Uani 1 1 d . . .
C7 C 1.1153(8) 0.13628(10) 1.3424(4) 0.0389(8) Uani 1 1 d . . .
H4 H 1.230(8) 0.1226(10) 1.274(3) 0.047 Uiso 1 1 d . . .
C2 C 1.1590(8) 0.11390(10) 1.4753(3) 0.0363(8) Uani 1 1 d . . .
C1 C 1.3015(9) 0.06408(11) 1.4847(4) 0.0502(10) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O6 0.184(3) 0.0511(15) 0.0488(17) -0.0065(12) 0.0086(19) -0.0126(17)
O1 0.0552(15) 0.0347(11) 0.0307(12) 0.0002(10) -0.0022(11) 0.0063(11)
C5 0.0304(16) 0.0182(12) 0.0386(17) 0.0000(13) 0.0016(13) -0.0011(13)
O3 0.0740(17) 0.0314(11) 0.0325(12) -0.0012(9) 0.0140(12) -0.0022(11)
O2 0.0577(15) 0.0259(10) 0.0323(12) -0.0010(9) 0.0036(10) 0.0089(10)
O4 0.0747(18) 0.0324(13) 0.089(2) -0.0047(12) 0.0133(15) 0.0185(12)
O5 0.085(2) 0.0378(14) 0.088(2) 0.0125(13) 0.0109(16) 0.0176(13)
C3 0.0361(19) 0.0312(16) 0.048(2) 0.0066(15) -0.0036(16) -0.0013(14)
C6 0.0354(18) 0.0293(15) 0.0350(19) -0.0004(13) 0.0093(15) -0.0052(13)
C4 0.0282(16) 0.0266(14) 0.0348(18) -0.0017(13) 0.0004(14) 0.0007(13)
C7 0.039(2) 0.0282(16) 0.051(2) -0.0060(14) 0.0165(17) 0.0011(14)
C2 0.0278(17) 0.0249(14) 0.056(2) -0.0006(15) 0.0039(15) 0.0027(13)
C1 0.043(2) 0.0289(16) 0.079(3) 0.0021(19) 0.005(2) -0.0025(15)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C4 O1 H2 114(2) . .
O2 C5 C4 117.8(3) . .
O2 C5 C6 122.0(3) . .
C4 C5 C6 120.1(2) . .
C6 O3 H5 113(2) . .
C5 O2 H1 108.3(18) . .
C1 O4 H8 117.4(19) . .
C2 C3 C4 119.9(3) . .
C2 C3 H3 122.3(16) . .
C4 C3 H3 117.7(16) . .
C7 C6 O3 124.6(3) . .
C7 C6 C5 120.3(3) . .
O3 C6 C5 115.1(2) . .
O1 C4 C5 120.6(2) . .
O1 C4 C3 119.7(3) . .
C5 C4 C3 119.7(3) . .
C6 C7 C2 119.7(3) . .
C6 C7 H4 123(2) . .
C2 C7 H4 115(2) . .
C3 C2 C7 120.2(3) . .
C3 C2 C1 120.6(3) . .
C7 C2 C1 119.2(3) . .
O4 C1 O5 122.5(3) . .
O4 C1 C2 120.0(3) . .
O5 C1 C2 117.5(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C4 1.374(3) .
O1 H2 0.84(3) .
C5 O2 1.365(3) .
C5 C4 1.382(4) .
C5 C6 1.385(4) .
O3 C6 1.376(3) .
O3 H5 0.93(3) .
O2 H1 0.98(3) .
O4 C1 1.260(4) .
O4 H8 1.22(4) .
O5 C1 1.290(4) .
C3 C2 1.381(4) .
C3 C4 1.386(4) .
C3 H3 1.04(3) .
C6 C7 1.374(4) .
C7 C2 1.388(4) .
C7 H4 0.88(3) .
C2 C1 1.477(4) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.091 0.000 0.000 160 60 ' '
2 -0.083 0.500 0.500 160 60 ' '
