#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/33/2003306.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_2003306 loop_ _publ_author_name 'Miao, F.-M.' 'Wang, J.-L.' 'Miao, X.-S.' _publ_section_title ; N-Hydroxyphthalimide ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 712 _journal_page_last 713 _journal_paper_doi 10.1107/S0108270194007638 _journal_volume 51 _journal_year 1995 _chemical_compound_source 'from water solution' _chemical_formula_moiety 'C8 H5 N1 O3' _chemical_formula_sum 'C8 H5 N O3' _chemical_formula_weight 163.13 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90.00(3) _cell_angle_beta 104.94(3) _cell_angle_gamma 90.00(2) _cell_formula_units_Z 4 _cell_length_a 11.549(3) _cell_length_b 3.756(1) _cell_length_c 16.442(8) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298 _cell_measurement_theta_max 9.50 _cell_measurement_theta_min 5.42 _cell_volume 689.1(4) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.032 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1309 _diffrn_reflns_theta_max 24 _diffrn_standards_decay_% -0.5 _diffrn_standards_interval_time 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.1151 _exptl_absorpt_correction_T_max 0.9992 _exptl_absorpt_correction_T_min 0.8358 _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_meas 1.58 _exptl_crystal_description prism _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.25 _refine_diff_density_max 0.169 _refine_diff_density_min -0.189 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 0.685 _refine_ls_hydrogen_treatment refxyz _refine_ls_number_parameters 125 _refine_ls_number_reflns 535 _refine_ls_R_factor_obs 0.041 _refine_ls_shift/esd_max 0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ; If F < 61 then w = 1, if F >= 61 then w = (61/F)^2^, if F^2^ < 3\sF^2^ then w = 0 ; _refine_ls_wR_factor_obs 0.045 _reflns_number_observed 536 _reflns_number_total 1262 _reflns_observed_criterion F~o~>3\sF~o~ _cod_data_source_file as1104.cif _cod_data_source_block as1104a _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C8 H5 N1 O3' _cod_database_code 2003306 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,1/2-y,1/2+z -x,-y,-z -x,1/2+y,1/2-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_B_iso_or_equiv O(10) .8854(3) .195(1) .2014(2) 3.83(8) O(1) .9829(3) .102(1) .3745(1) 3.49(8) O(2) .6619(3) .557(1) .1790(2) 4.66(9) N(1) .8393(3) .336(1) .2635(3) 3.02(9) C(1) .8895(4) .262(1) .3477(3) 2.7(1) C(2) .7250(4) .486(1) .2480(3) 2.8(1) C(11) .8037(4) .403(1) .3915(3) 2.5(1) C(12) .7038(4) .535(1) .3317(3) 2.7(1) C(13) .6074(4) .673(2) .3556(3) 3.5(1) C(14) .6132(4) .677(2) .4403(3) 4.1(1) C(15) .7122(5) .549(2) .5002(3) 4.0(1) C(16) .8084(4) .409(1) .4758(3) 3.4(1) H(13) .536(3) .77(1) .311(2) 4.0 H(14) .545(3) .75(1) .459(2) 4.0 H(15) .699(4) .56(1) .563(2) 4.0 H(16) .874(3) .31(1) .507(2) 4.0 H(10) .936(3) .37(1) .180(2) 4.0 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 O(10) N(1) C(1) 121.5(4) yes O(10) N(1) C(2) 123.3(4) yes C(1) N(1) C(2) 113.4(4) yes O(1) C(1) N(1) 124.6(5) yes O(1) C(1) C(11) 130.6(4) yes N(1) C(1) C(11) 104.8(4) yes O(2) C(2) N(1) 124.9(4) yes O(2) C(2) C(12) 130.2(5) yes N(1) C(2) C(12) 104.8(4) yes C(11) C(16) C(15) 118.3(5) yes C(1) C(11) C(12) 108.8(4) yes C(1) C(11) C(16) 130.2(5) yes C(12) C(11) C(16) 121.0(5) yes C(2) C(12) C(11) 108.0(4) yes C(2) C(12) C(13) 131.0(5) yes C(11) C(12) C(13) 121.0(5) yes C(12) C(13) C(14) 117.5(5) yes C(13) C(14) C(15) 122.0(6) yes C(14) C(15) C(16) 120.2(5) yes N(1) O(10) H(10) 112.(3) no C(12) C(13) H(13) 120.(3) no C(14) C(13) H(13) 123.(3) no C(13) C(14) H(14) 120.(3) no C(15) C(14) H(14) 117.(3) no C(14) C(15) H(15) 112.(3) no C(16) C(15) H(15) 128.(3) no C(11) C(16) H(16) 113.(3) no C(15) C(16) H(16) 129.(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O(10) N(1) 1.374(5) yes O(1) C(1) 1.213(5) yes O(2) C(2) 1.209(5) yes N(1) C(1) 1.384(6) yes N(1) C(2) 1.397(8) yes C(1) C(11) 1.467(6) yes C(2) C(12) 1.470(7) yes C(11) C(12) 1.399(6) yes C(11) C(16) 1.372(7) yes C(12) C(13) 1.374(7) yes C(13) C(14) 1.377(8) yes C(14) C(15) 1.388(8) yes C(15) C(16) 1.379(8) yes O(10) H(10) 1.02(5) no C(13) H(13) 1.01(5) no C(14) H(14) 0.95(5) no C(15) H(15) 1.09(5) no C(16) H(16) 0.89(5) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 10665