#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/15/2011508.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_2011508 loop_ _publ_author_name 'Paix\~ao, J. A.' 'Matos Beja, A.' 'Ramos Silva, M.' 'Alte da Veiga, L.' 'Serra, A.C.' _publ_section_title ; 3-Hydroxybenzaldehyde ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1348 _journal_page_last 1350 _journal_paper_doi 10.1107/S0108270100010441 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C7 H6 O2' _chemical_formula_sum 'C7 H6 O2' _chemical_formula_weight 122.12 _chemical_name_systematic ; m-hydroxybenzaldehyde ; _space_group_IT_number 33 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 18.858(7) _cell_length_b 3.8640(10) _cell_length_c 8.190(7) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 18.36 _cell_measurement_theta_min 5.93 _cell_volume 596.8(6) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'HELENA (Spek, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .988 _diffrn_measured_fraction_theta_max .828 _diffrn_measurement_device_type 'Enraf-Nonius CAD-4 diffractometer' _diffrn_measurement_method 'profile data from \w-2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0366 _diffrn_reflns_av_sigmaI/netI .0171 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 5064 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 29.90 _diffrn_reflns_theta_min 5.39 _diffrn_standards_decay_% 1.8 _diffrn_standards_interval_time 180 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .100 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 256 _exptl_crystal_size_max .55 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .25 _refine_diff_density_max .146 _refine_diff_density_min -.136 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 88 _refine_ls_number_reflns 768 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.069 _refine_ls_R_factor_all .0548 _refine_ls_R_factor_gt .0304 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0415P)^2^+0.0908P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .0848 _reflns_number_gt 591 _reflns_number_total 768 _reflns_threshold_expression I>2\s(I) _cod_data_source_file gd1106.cif _cod_data_source_block I _cod_original_sg_symbol_H-M Pna21 _cod_database_code 2011508 _cod_database_fobs_code 2011508 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 .11479(11) .0907(7) -.0379(2) .0663(6) Uani d . 1 . . O O2 .05694(10) .2467(6) .6671(2) .0579(5) Uani d . 1 . . O H2 .082(2) .174(9) .753(6) .087 Uiso d . 1 . . H C1 .11486(11) .1137(6) .2506(3) .0361(5) Uani d . 1 . . C C2 .07385(13) .2065(6) .3839(3) .0387(5) Uani d . 1 . . C H2A .0295 .3066 .3684 .046 Uiso calc R 1 . . H C3 .09917(12) .1496(6) .5402(3) .0389(5) Uani d . 1 . . C C4 .16498(12) -.0014(6) .5614(3) .0429(5) Uani d . 1 . . C H4 .1820 -.0425 .6662 .051 Uiso calc R 1 . . H C5 .20532(12) -.0911(6) .4279(3) .0466(6) Uani d . 1 . . C H5 .2498 -.1901 .4436 .056 Uiso calc R 1 . . H C6 .18096(11) -.0367(6) .2716(3) .0420(5) Uani d . 1 . . C H6 .2083 -.0996 .1819 .050 Uiso calc R 1 . . H C7 .08598(13) .1771(7) .0875(3) .0459(6) Uani d . 1 . . C H7 .0389(15) .293(7) .086(4) .055 Uiso d . 1 . . 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 .0658(12) .1042(18) .0289(8) .0082(11) .0020(8) -.0015(10) O2 .0553(10) .0896(14) .0287(8) .0158(11) .0032(8) -.0002(9) C1 .0373(10) .0432(10) .0278(10) -.0023(9) -.0004(9) .0014(10) C2 .0339(9) .0496(12) .0326(11) .0034(10) -.0024(9) .0028(10) C3 .0402(11) .0476(13) .0291(10) -.0013(10) .0035(9) -.0003(10) C4 .0427(10) .0527(13) .0334(12) -.0011(11) -.0071(9) .0033(10) C5 .0354(10) .0559(14) .0486(14) .0063(10) -.0031(10) .0048(12) C6 .0398(10) .0493(13) .0368(12) .0029(9) .0060(9) .0004(10) C7 .0434(11) .0618(16) .0326(11) .0000(11) -.0028(10) .0044(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 '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_publ_flag C3 O2 H2 102(3) ? C2 C1 C6 120.8(2) yes C2 C1 C7 117.93(19) yes C6 C1 C7 121.2(2) yes C3 C2 C1 119.7(2) yes C3 C2 H2A 120.2 ? C1 C2 H2A 120.2 ? O2 C3 C4 123.0(2) yes O2 C3 C2 117.4(2) yes C4 C3 C2 119.6(2) yes C5 C4 C3 120.2(2) yes C5 C4 H4 119.9 ? C3 C4 H4 119.9 ? C6 C5 C4 121.1(2) yes C6 C5 H5 119.5 ? C4 C5 H5 119.5 ? C5 C6 C1 118.7(2) yes C5 C6 H6 120.7 ? C1 C6 H6 120.7 ? O1 C7 C1 124.2(2) yes O1 C7 H7 121.2(18) ? C1 C7 H7 114.5(18) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 . 1.209(3) yes O2 C3 . 1.362(3) yes O2 H2 . .89(4) ? C1 C2 . 1.385(3) ? C1 C6 . 1.386(3) ? C1 C7 . 1.463(3) yes C2 C3 . 1.384(4) ? C2 H2A . .9300 ? C3 C4 . 1.382(3) ? C4 C5 . 1.376(3) ? C4 H4 . .9300 ? C5 C6 . 1.376(4) ? C5 H5 . .9300 ? C6 H6 . .9300 ? C7 H7 . .99(3) ? 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 O2 H2 O1 1_556 .89(4) 1.85(5) 2.719(3) 164(4) 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 C6 C1 C2 C3 .2(3) C7 C1 C2 C3 179.8(2) C1 C2 C3 O2 179.7(2) C1 C2 C3 C4 -.4(3) O2 C3 C4 C5 -179.5(2) C2 C3 C4 C5 .7(3) C3 C4 C5 C6 -.7(4) C4 C5 C6 C1 .5(4) C2 C1 C6 C5 -.3(3) C7 C1 C6 C5 -179.8(2) C2 C1 C7 O1 -175.8(3) C6 C1 C7 O1 3.8(4) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21105795 2 PubChem 101