#------------------------------------------------------------------------------ #$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/23/2012367.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_2012367 loop_ _publ_author_name 'Fronczek, Frank R.' 'St. Luce, Nadia N.' 'Strongin, Robert M.' _publ_section_title ; Space-group revision for 4-formylphenylboronic acid ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1423 _journal_page_last 1425 _journal_paper_doi 10.1107/S0108270101015621 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C7 H7 B O3' _chemical_formula_moiety 'C7 H7 B O3' _chemical_formula_sum 'C7 H7 B O3' _chemical_formula_weight 149.94 _chemical_name_systematic ; 4-formylphenylboronic acid ; _space_group_IT_number 9 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C -2yc' _symmetry_space_group_name_H-M 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 119.071(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.1238(3) _cell_length_b 9.8718(3) _cell_length_c 7.1988(2) _cell_measurement_reflns_used 1107 _cell_measurement_temperature 120 _cell_measurement_theta_max 32.0 _cell_measurement_theta_min 2.5 _cell_volume 690.92(4) _computing_cell_refinement 'DENZO and SCALEPAK' _computing_data_collection 'COLLECT (Nonius, 2000)' _computing_data_reduction 'DENZO and SCALEPAK (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 120 _diffrn_measured_fraction_theta_full .99 _diffrn_measured_fraction_theta_max .99 _diffrn_measurement_device 'Nonius KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method '\w scans with \k offsets' _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 .021 _diffrn_reflns_av_sigmaI/netI .029 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 4518 _diffrn_reflns_theta_full 32.0 _diffrn_reflns_theta_max 32.0 _diffrn_reflns_theta_min 2.5 _diffrn_standards_decay_% <1 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .109 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'lath fragment' _exptl_crystal_F_000 312 _exptl_crystal_size_max .37 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .22 _refine_diff_density_max .44 _refine_diff_density_min -.22 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 106 _refine_ls_number_reflns 1192 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.072 _refine_ls_R_factor_all .043 _refine_ls_R_factor_gt .038 _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^)+(0.0689P)^2^+0.1001P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .099 _refine_ls_wR_factor_ref .104 _reflns_number_gt 1110 _reflns_number_total 1192 _reflns_threshold_expression I>2\s(I) _cod_data_source_file da1214.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 690.92(3) _cod_original_sg_symbol_H-M 'C c' _cod_database_code 2012367 _cod_database_fobs_code 2012367 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 .40379(15) .06712(11) .7216(3) .0272(3) Uani d . 1 . . O O2 .37961(12) .79497(11) .6533(2) .0201(3) Uani d . 1 . . O H2O .390(3) .882(3) .664(4) .030 Uiso d . 1 . . H O3 .61978(12) .80567(12) .8461(2) .0211(3) Uani d . 1 . . O H3O .694(3) .765(3) .919(4) .032 Uiso d . 1 . . H B1 .5035(2) .72881(13) .7509(4) .0157(3) Uani d . 1 . . B C1 .5029(2) .56955(10) .7475(3) .0145(2) Uani d . 1 . . C C2 .61997(15) .49629(15) .7820(3) .0166(3) Uani d . 1 . . C H2 .7007 .5436 .8061 .020 Uiso calc R 1 . . H C3 .61955(16) .35504(14) .7813(3) .0170(3) Uani d . 1 . . C H3 .6993 .3066 .8039 .020 Uiso calc R 1 . . H C4 .5014(2) .28490(12) .7473(4) .0163(2) Uani d . 1 . . C C5 .38315(15) .35606(15) .7117(2) .0166(3) Uani d . 1 . . C H5 .3027 .3085 .6882 .020 Uiso calc R 1 . . H C6 .38449(15) .49707(15) .7111(3) .0160(3) Uani d . 1 . . C H6 .3040 .5453 .6856 .019 Uiso calc R 1 . . H C7 .5022(2) .13559(13) .7469(4) .0205(3) Uani d . 1 . . C H7 .5831 .0904 .7673 .025 Uiso calc R 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 .0225(6) .0138(5) .0429(7) -.0026(4) .0140(5) -.0017(5) O2 .0149(5) .0105(5) .0293(7) .0002(4) .0062(5) .0001(4) O3 .0133(5) .0141(5) .0287(7) -.0010(4) .0044(5) .0002(4) B1 .0148(5) .0125(6) .0178(5) -.0008(7) .0064(4) -.0001(8) C1 .0141(5) .0115(5) .0160(5) .0006(6) .0059(4) .0009(7) C2 .0139(7) .0149(6) .0195(7) -.0016(5) .0071(6) -.0005(6) C3 .0142(7) .0138(6) .0212(8) .0024(5) .0073(7) -.0004(5) C4 .0168(5) .0118(5) .0193(5) -.0004(6) .0079(4) -.0007(7) C5 .0145(7) .0144(7) .0200(9) .0000(5) .0076(7) .0009(6) C6 .0140(7) .0137(6) .0188(8) -.0005(5) .0068(6) .0000(6) C7 .0193(6) .0118(5) .0276(6) .0029(7) .0092(5) -.0007(8) 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' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 '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' 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 B1 O2 H2O 111.8(17) ? B1 O3 H3O 117.3(19) ? O3 B1 O2 117.70(11) yes O3 B1 C1 124.09(16) yes O2 B1 C1 118.21(15) yes C2 C1 C6 118.39(10) ? C2 C1 B1 121.06(15) ? C6 C1 B1 120.55(16) ? C3 C2 C1 120.91(14) ? C3 C2 H2 119.5 ? C1 C2 H2 119.5 ? C2 C3 C4 119.82(15) ? C2 C3 H3 120.1 ? C4 C3 H3 120.1 ? C3 C4 C5 120.21(11) ? C3 C4 C7 119.34(18) ? C5 C4 C7 120.45(18) ? C6 C5 C4 119.43(15) ? C6 C5 H5 120.3 ? C4 C5 H5 120.3 ? C5 C6 C1 121.24(15) ? C5 C6 H6 119.4 ? C1 C6 H6 119.4 ? O1 C7 C4 123.21(19) yes O1 C7 H7 118.4 ? C4 C7 H7 118.4 ? 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 . 1.222(2) yes O2 B1 . 1.370(2) yes O2 H2O . .87(3) ? O3 B1 . 1.363(2) yes O3 H3O . .83(3) ? B1 C1 . 1.5724(17) yes C1 C2 . 1.403(2) ? C1 C6 . 1.407(2) ? C2 C3 . 1.394(2) ? C2 H2 . .9500 ? C3 C4 . 1.398(3) ? C3 H3 . .9500 ? C4 C5 . 1.401(2) ? C4 C7 . 1.4740(17) ? C5 C6 . 1.392(2) ? C5 H5 . .9500 ? C6 H6 . .9500 ? C7 H7 . .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 O2 H2O O1 1_565 .87(3) 1.86(3) 2.7209(16) 171(3) O3 H3O O2 4_565 .83(3) 2.02(3) 2.8321(13) 165(3) 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 _geom_torsion_publ_flag O3 B1 C1 C2 -20.6(3) yes O2 B1 C1 C2 159.8(2) ? O3 B1 C1 C6 159.0(2) ? O2 B1 C1 C6 -20.6(3) ? C6 C1 C2 C3 -.3(3) ? B1 C1 C2 C3 179.28(17) ? C1 C2 C3 C4 -.4(3) ? C2 C3 C4 C5 .7(4) ? C2 C3 C4 C7 180.00(18) ? C3 C4 C5 C6 -.2(4) ? C7 C4 C5 C6 -179.48(18) ? C4 C5 C6 C1 -.6(3) ? C2 C1 C6 C5 .8(3) ? B1 C1 C6 C5 -178.76(16) ? C3 C4 C7 O1 178.8(2) ? C5 C4 C7 O1 -1.8(4) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 513834