#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/30/2013059.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_2013059 loop_ _publ_author_name 'Yang, Jin' 'Ma, Jian-Fang' 'Liu, Ying-Chun' 'Zheng, Guo-Li' 'Li, Li' 'Liu, Jing-Fu' 'Hu, Ning-Hai' 'Jia, Heng-Qing' _publ_section_title ; Ammonium 4-nitrophenylarsonate ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m613 _journal_page_last m614 _journal_paper_doi 10.1107/S0108270102020462 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac '(N H4) [As O2 (O H) (C6 H4 N O2)]' _chemical_formula_moiety 'H4 N + , C6 H5 As N O5 -' _chemical_formula_sum 'C6 H9 As N2 O5' _chemical_formula_weight 264.07 _chemical_name_systematic ; Ammonium 4-nitrophenylarsonate ; _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 geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90 _cell_angle_beta 107.975(18) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.670(3) _cell_length_b 6.5073(16) _cell_length_c 12.693(3) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 8.87 _cell_measurement_theta_min 4.72 _cell_volume 916.9(4) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1996)' _computing_data_reduction XSCANS _computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method \w _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 0.036 _diffrn_reflns_av_sigmaI/netI 0.050 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 2283 _diffrn_reflns_theta_full 24.98 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_min 2.07 _diffrn_standards_decay_% none _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 3.707 _exptl_absorpt_correction_T_max 0.426 _exptl_absorpt_correction_T_min 0.223 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.913 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 528 _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.23 _refine_diff_density_max 0.49 _refine_diff_density_min -0.57 _refine_ls_extinction_coef 0.0271(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 144 _refine_ls_number_reflns 1602 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 0.979 _refine_ls_R_factor_all 0.039 _refine_ls_R_factor_gt 0.030 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0412P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.075 _refine_ls_wR_factor_ref 0.077 _reflns_number_gt 1285 _reflns_number_total 1602 _reflns_threshold_expression I>2\s(I) _cod_data_source_file de1196.cif _cod_data_source_block I _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_sg_symbol_H-M 'P 21/n' _cod_database_code 2013059 _cod_database_fobs_code 2013059 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_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 As 0.32227(3) 0.07896(6) 0.49177(3) 0.02143(18) Uani d . 1 . . As O1 -0.0982(3) 0.5224(5) 0.6879(3) 0.0445(8) Uani d . 1 . . O O2 0.0302(3) 0.7704(5) 0.7164(2) 0.0420(7) Uani d . 1 . . O O3 0.4218(2) 0.2402(4) 0.4657(2) 0.0323(6) Uani d . 1 . . O O4 0.2365(2) -0.0536(4) 0.3853(2) 0.0331(7) Uani d . 1 . . O O5 0.3985(2) -0.0896(4) 0.5953(2) 0.0317(6) Uani d . 1 . . O H5 0.4409 -0.1659 0.5718 0.048 Uiso calc R 1 . . H N1 -0.0025(3) 0.5946(5) 0.6866(2) 0.0298(7) Uani d . 1 . . N N2 0.3531(3) 0.5938(6) 0.3338(3) 0.0291(7) Uani d D 1 . . N C1 0.2247(3) 0.2361(6) 0.5608(3) 0.0215(7) Uani d . 1 . . C C2 0.1221(3) 0.1489(6) 0.5766(3) 0.0285(9) Uani d . 1 . . C H2 0.1036 0.0120 0.5579 0.034 Uiso calc R 1 . . H C3 0.0481(3) 0.2631(6) 0.6194(3) 0.0289(9) Uani d . 1 . . C H3 -0.0204 0.2058 0.6304 0.035 Uiso calc R 1 . . H C4 0.0787(3) 0.4661(6) 0.6457(3) 0.0243(8) Uani d . 1 . . C C5 0.1815(3) 0.5542(6) 0.6344(3) 0.0268(8) Uani d . 1 . . C H5A 0.2010 0.6896 0.6559 0.032 Uiso calc R 1 . . H C6 0.2549(3) 0.4394(6) 0.5908(3) 0.0251(8) Uani d . 1 . . C H6 0.3241 0.4970 0.5815 0.030 Uiso calc R 1 . . H H12 0.316(4) 0.552(8) 0.268(2) 0.073(19) Uiso d D 1 . . H H13 0.307(4) 0.697(7) 0.354(3) 0.031(11) Uiso d . 1 . . H H11 0.374(4) 0.480(7) 0.379(3) 0.034(12) Uiso d . 1 . . H H14 0.425(2) 0.640(7) 0.347(4) 0.058(16) Uiso d 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 As 0.0243(2) 0.0171(2) 0.0265(2) 0.00235(18) 0.01314(15) 0.00002(18) O1 0.0293(15) 0.049(2) 0.063(2) -0.0015(15) 0.0256(15) -0.0152(16) O2 0.0451(16) 0.0299(17) 0.0595(17) 0.0037(15) 0.0284(15) -0.0122(15) O3 0.0312(14) 0.0222(14) 0.0514(15) 0.0048(13) 0.0244(12) 0.0058(13) O4 0.0372(15) 0.0325(17) 0.0294(13) 0.0024(14) 0.0100(12) -0.0087(12) O5 0.0364(14) 0.0306(15) 0.0320(13) 0.0110(14) 0.0160(12) 0.0070(13) N1 0.0286(17) 0.0347(19) 0.0274(15) 0.0070(17) 0.0105(13) -0.0042(16) N2 0.0296(18) 0.0246(19) 0.0354(19) -0.0003(18) 0.0134(16) 0.0023(18) C1 0.0217(17) 0.0209(19) 0.0233(16) 0.0033(17) 0.0090(14) 0.0013(16) C2 0.030(2) 0.0177(18) 0.039(2) -0.0035(17) 0.0130(17) -0.0023(17) C3 0.0280(19) 0.030(2) 0.0328(18) -0.0052(19) 0.0161(16) -0.0019(19) C4 0.0250(19) 0.026(2) 0.0232(17) 0.0055(17) 0.0095(15) -0.0002(15) C5 0.0299(19) 0.019(2) 0.0317(19) -0.0016(18) 0.0102(16) -0.0028(17) C6 0.0231(18) 0.021(2) 0.0330(19) -0.0019(18) 0.0116(16) -0.0033(17) 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' N N 0.0061 0.0033 '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' As As 0.0499 2.0058 '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 O4 As O3 116.59(13) yes O4 As O5 109.22(14) yes O3 As O5 108.79(13) yes O4 As C1 110.75(14) yes O3 As C1 107.48(15) yes O5 As C1 103.16(13) yes As O5 H5 109.5 no O1 N1 O2 123.6(3) yes O1 N1 C4 118.6(3) yes O2 N1 C4 117.8(3) yes H12 N2 H13 110(4) no H12 N2 H11 108(4) no H13 N2 H11 118(4) no H12 N2 H14 118(5) no H13 N2 H14 108(4) no H11 N2 H14 96(4) no C6 C1 C2 120.2(3) yes C6 C1 As 119.6(3) yes C2 C1 As 120.2(3) yes C3 C2 C1 120.7(4) yes C3 C2 H2 119.6 no C1 C2 H2 119.6 no C2 C3 C4 117.8(3) yes C2 C3 H3 121.1 no C4 C3 H3 121.1 no C5 C4 C3 122.8(3) yes C5 C4 N1 118.4(3) yes C3 C4 N1 118.8(3) yes C6 C5 C4 119.2(3) yes C6 C5 H5A 120.4 no C4 C5 H5A 120.4 no C5 C6 C1 119.4(3) yes C5 C6 H6 120.3 no C1 C6 H6 120.3 no 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 As O4 . 1.655(3) yes As O3 . 1.673(3) yes As O5 . 1.732(2) yes As C1 . 1.930(3) yes O1 N1 . 1.216(4) yes O2 N1 . 1.229(4) yes O5 H5 . 0.8200 yes N1 C4 . 1.472(5) yes N2 H12 . 0.86(2) no N2 H13 . 0.94(4) no N2 H11 . 0.92(4) no N2 H14 . 0.86(2) no C1 C6 . 1.392(5) yes C1 C2 . 1.395(5) yes C2 C3 . 1.372(5) yes C2 H2 . 0.9300 no C3 C4 . 1.382(5) yes C3 H3 . 0.9300 no C4 C5 . 1.377(5) yes C5 C6 . 1.375(5) yes C5 H5A . 0.9300 no C6 H6 . 0.9300 no 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 _geom_hbond_publ_flag N2 H11 O3 1_555 0.92(4) 1.89(4) 2.813(4) 176(3) yes N2 H12 O4 2_555 0.86(3) 1.97(3) 2.819(3) 169(su) yes N2 H13 O4 1_565 0.94(5) 1.92(5) 2.844(4) 168(su) yes O5 H5 O3 3_656 0.82 1.87 2.638(4) 156 yes 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 O4 As C1 C6 -135.8(3) no O3 As C1 C6 -7.4(3) no O5 As C1 C6 107.5(3) no O4 As C1 C2 41.8(3) no O3 As C1 C2 170.2(3) no O5 As C1 C2 -75.0(3) no C6 C1 C2 C3 1.5(5) no As C1 C2 C3 -176.0(3) no C1 C2 C3 C4 0.2(5) no C2 C3 C4 C5 -2.4(6) no C2 C3 C4 N1 177.0(3) no O1 N1 C4 C5 173.9(3) no O2 N1 C4 C5 -5.3(5) no O1 N1 C4 C3 -5.5(5) no O2 N1 C4 C3 175.3(3) no C3 C4 C5 C6 2.8(6) no N1 C4 C5 C6 -176.6(3) no C4 C5 C6 C1 -1.0(5) no C2 C1 C6 C5 -1.1(5) no As C1 C6 C5 176.4(3) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139058722