#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/68/2216801.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_2216801
loop_
_publ_author_name
'Kretz, Tonia'
'Lerner, Hans-Wolfram'
'Bolte, Michael'
_publ_section_title
;
 2,5-Dihydroxybenzaldehyde
;
_journal_coeditor_code           SU2016
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4673
_journal_page_last               o4673
_journal_paper_doi               10.1107/S160053680705595X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H6 O3'
_chemical_formula_moiety         'C7 H6 O3'
_chemical_formula_sum            'C7 H6 O3'
_chemical_formula_weight         138.12
_chemical_name_systematic
;
2,5-Dihydroxybenzaldehyde
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7544(7)
_cell_length_b                   8.2240(9)
_cell_length_c                   11.4040(13)
_cell_measurement_reflns_used    11598
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      3.8
_cell_volume                     633.47(12)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2001)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2001)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2001)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material
'SHELXL97 (Sheldrick, 1997 and PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Stoe IPDS II two-circle'
_diffrn_measurement_method       ω
_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  0.0640
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7904
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.29
_diffrn_reflns_theta_min         3.90
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         843
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0573P)²+0.0216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0838
_reflns_number_gt                797
_reflns_number_total             843
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su2016.cif
_cod_data_source_block           I
_cod_database_code               2216801
_cod_database_fobs_code          2216801
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_type_symbol
_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_refinement_flags
_atom_site_occupancy
C C1 0.1189(2) 0.78697(16) 0.40573(13) 0.0313(3) Uani d . 1
C C2 0.11078(18) 0.80898(15) 0.52767(12) 0.0291(3) Uani d . 1
C C3 0.1003(2) 0.67401(16) 0.60198(12) 0.0303(3) Uani d . 1
H H3 0.0964 0.6895 0.6845 0.036 Uiso calc R 1
C C4 0.0956(2) 0.51869(15) 0.55672(12) 0.0306(3) Uani d . 1
C C5 0.1033(2) 0.49826(15) 0.43446(12) 0.0324(3) Uani d . 1
H H5 0.0997 0.3916 0.4025 0.039 Uiso calc R 1
C C6 0.1159(2) 0.62973(16) 0.36011(12) 0.0335(3) Uani d . 1
H H6 0.1225 0.6133 0.2777 0.040 Uiso calc R 1
O O1 0.13038(18) 0.91338(14) 0.32977(10) 0.0418(3) Uani d . 1
H H1 0.119(3) 1.005(3) 0.384(2) 0.064(7) Uiso d . 1
O O4 0.0787(2) 0.39039(12) 0.63213(10) 0.0435(3) Uani d . 1
H H4 0.097(4) 0.301(3) 0.581(2) 0.070(7) Uiso d . 1
C C21 0.1097(2) 0.97036(17) 0.57875(14) 0.0350(3) Uani d . 1
H H21 0.1055 0.9793 0.6618 0.042 Uiso calc R 1
O O21 0.11390(18) 1.09707(11) 0.52045(11) 0.0424(3) Uani d . 1
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
C1 0.0284(6) 0.0292(6) 0.0363(7) -0.0003(6) -0.0025(5) 0.0039(5)
C2 0.0263(5) 0.0247(6) 0.0363(7) 0.0001(6) -0.0010(5) -0.0004(5)
C3 0.0330(6) 0.0271(6) 0.0307(6) 0.0008(5) -0.0015(5) -0.0021(5)
C4 0.0320(6) 0.0243(6) 0.0356(6) 0.0006(5) -0.0012(5) 0.0025(5)
C5 0.0341(6) 0.0262(6) 0.0371(6) 0.0005(5) -0.0014(5) -0.0061(5)
C6 0.0346(6) 0.0351(7) 0.0306(6) -0.0011(6) 0.0001(6) -0.0032(5)
O1 0.0508(6) 0.0349(5) 0.0396(5) -0.0017(5) -0.0021(5) 0.0118(4)
O4 0.0649(8) 0.0240(5) 0.0416(5) 0.0002(5) -0.0014(5) 0.0041(4)
C21 0.0347(6) 0.0252(6) 0.0449(7) 0.0011(6) 0.0012(6) -0.0036(5)
O21 0.0462(5) 0.0231(5) 0.0580(7) 0.0010(4) 0.0009(5) 0.0017(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
O O 0.0106 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
O1 C1 C6 118.28(12)
O1 C1 C2 122.45(12)
C6 C1 C2 119.27(12)
C3 C2 C1 120.01(12)
C3 C2 C21 118.89(12)
C1 C2 C21 121.10(12)
C4 C3 C2 120.66(12)
C4 C3 H3 119.7
C2 C3 H3 119.7
O4 C4 C3 118.82(12)
O4 C4 C5 122.37(12)
C3 C4 C5 118.79(12)
C6 C5 C4 121.30(11)
C6 C5 H5 119.4
C4 C5 H5 119.4
C5 C6 C1 119.97(12)
C5 C6 H6 120.0
C1 C6 H6 120.0
C1 O1 H1 100.7(14)
C4 O4 H4 101.5(16)
O21 C21 C2 123.75(13)
O21 C21 H21 118.1
C2 C21 H21 118.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.3554(16)
C1 C6 1.3941(17)
C1 C2 1.4034(18)
C2 C3 1.3982(19)
C2 C21 1.4494(17)
C3 C4 1.3781(17)
C3 H3 0.9500
C4 O4 1.3660(16)
C4 C5 1.405(2)
C5 C6 1.3766(19)
C5 H5 0.9500
C6 H6 0.9500
O1 H1 0.98(2)
O4 H4 0.95(3)
C21 O21 1.2364(18)
C21 H21 0.9500
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
O4 H4 O21 1_545 0.95(3) 1.82(3) 2.7382(15) 163(2)
O1 H1 O21 . 0.98(2) 1.73(3) 2.6501(16) 155(2)
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
O1 C1 C2 C3 -179.61(11)
C6 C1 C2 C3 0.2(2)
O1 C1 C2 C21 1.4(2)
C6 C1 C2 C21 -178.79(12)
C1 C2 C3 C4 -0.8(2)
C21 C2 C3 C4 178.24(13)
C2 C3 C4 O4 -177.85(12)
C2 C3 C4 C5 0.6(2)
O4 C4 C5 C6 178.53(12)
C3 C4 C5 C6 0.2(2)
C4 C5 C6 C1 -0.7(2)
O1 C1 C6 C5 -179.65(12)
C2 C1 C6 C5 0.5(2)
C3 C2 C21 O21 -178.30(13)
C1 C2 C21 O21 0.7(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 64111
