#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/82/2008245.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_2008245 loop_ _publ_author_name 'Ould Abdellahi, Mohamed' 'Ben Amor, Fatma' 'Driss, Ahmed' 'Jouini, Tahar' _publ_contact_author ; 'Pr. Jouini, T.' Departement de Chimie Faculte des Sciences 1060 Campus Universitaire Tunis, Tunisie. ; _publ_section_title ; Bis(m-anisidinium) dihydrog\'enodiphosphate ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 474 _journal_page_last 476 _journal_paper_doi 10.1107/S010827019801155X _journal_volume 55 _journal_year 1999 _chemical_formula_moiety '2(C7 H10 N O),H2 O7 P2' _chemical_formula_structural (1-3,CH3O-C6H4-NH3)2H2P2O7 _chemical_formula_sum 'C14 H22 N2 O9 P2' _chemical_formula_weight 424.28 _chemical_name_systematic ; Bis(m\'eta-anisidinium) Dihydrog\'enodiphosphate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 101.15(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 29.501(2) _cell_length_b 8.5509(14) _cell_length_c 7.963(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 16 _cell_measurement_theta_min 14 _cell_volume 1970.8(8) _computing_cell_refinement 'CAD4 EXPRESS' _computing_data_collection 'CAD4 EXPRESS (Duisenberg, 1992; Macicek & Yordanov, 1992)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_molecular_graphics 'ZORTEP (Zsolnai & Pritzkow, 1994)' _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'diffractom\`etre CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0484 _diffrn_reflns_av_sigmaI/netI 0.0535 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 4349 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_min 1.41 _diffrn_standards_decay_% 2.5 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.269 _exptl_absorpt_correction_type none _exptl_crystal_colour incolore _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_meas ? _exptl_crystal_description plaquette _exptl_crystal_F_000 888 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.326 _refine_diff_density_min -0.296 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.058 _refine_ls_goodness_of_fit_obs 1.145 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 167 _refine_ls_number_reflns 1735 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.058 _refine_ls_restrained_S_obs 1.145 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_obs 0.0516 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0614P)^2^+1.0456P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1296 _refine_ls_wR_factor_obs 0.1107 _reflns_number_observed 1139 _reflns_number_total 1735 _reflns_observed_criterion >2sigma(I) _cod_data_source_file du1178.cif _cod_data_source_block DU1178 _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'pas mesur\'ee' 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 The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0614P)^2^+1.0456P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0614P)^2^+1.0456P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1970.7(9) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2008245 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' '-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_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 P1 0.0381(5) 0.0290(5) 0.0297(5) 0.0004(5) 0.0092(4) 0.0012(4) O1 0.047(2) 0.034(2) 0.056(2) -0.0030(10) -0.0090(10) 0.0080(10) O2 0.056(2) 0.0320(10) 0.0400(10) -0.0010(10) -0.0070(10) -0.0010(10) O3 0.053(2) 0.0390(10) 0.051(2) 0.0140(10) 0.0200(10) 0.0060(10) O4 0.079(3) 0.033(2) 0.048(2) 0.000 0.035(2) 0.000 OM1 0.046(2) 0.112(3) 0.079(2) 0.005(2) 0.017(2) -0.040(2) N1 0.038(2) 0.031(2) 0.038(2) 0.002(2) 0.010(2) 0.003(2) C1 0.035(2) 0.037(2) 0.039(2) 0.002(2) 0.009(2) 0.003(2) C2 0.032(2) 0.045(2) 0.042(2) 0.001(2) 0.010(2) -0.003(2) C3 0.042(2) 0.057(3) 0.053(3) 0.003(2) 0.012(2) -0.009(2) C4 0.032(3) 0.092(4) 0.073(3) 0.007(3) 0.006(2) -0.017(3) C5 0.039(3) 0.106(4) 0.067(3) 0.003(3) -0.007(3) -0.031(3) C6 0.044(3) 0.072(3) 0.051(3) 0.005(2) 0.007(2) -0.015(2) C7 0.061(4) 0.138(7) 0.082(5) 0.004(5) 0.016(4) -0.058(5) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol P1 0.02370(3) 0.77636(10) 0.10376(12) 0.0319(3) Uani d . 1 . P O1 0.04690(10) 0.9292(3) 0.1816(4) 0.0481(8) Uani d . 1 . O O2 -0.01273(9) 0.8101(3) -0.0486(3) 0.0445(7) Uani d . 1 . O O3 0.05900(10) 0.6577(3) 0.0809(3) 0.0464(7) Uani d . 1 . O O4 0.0000 0.7031(4) 0.2500 0.0504(11) Uani d S 1 . O OM1 0.19130(10) 0.1588(4) -0.0367(4) 0.0784(11) Uani d . 1 . O N1 0.07480(10) 0.3794(4) 0.2524(4) 0.0351(7) Uani d . 1 . N C1 0.12280(10) 0.3425(4) 0.2441(5) 0.0367(9) Uani d . 1 . C C2 0.13180(10) 0.2632(5) 0.1041(5) 0.0393(9) Uani d . 1 . C C3 0.17750(10) 0.2364(5) 0.0929(5) 0.0503(11) Uani d . 1 . C C4 0.2127(2) 0.2902(7) 0.2213(7) 0.0660(15) Uani d . 1 . C C5 0.2027(2) 0.3696(7) 0.3588(7) 0.073(2) Uani d . 1 . C C6 0.1570(2) 0.3941(6) 0.3724(6) 0.0559(12) Uani d . 1 . C C7 0.1570(2) 0.1131(12) -0.1778(10) 0.093(2) Uani d . 1 . C HO1 0.037(2) 0.992(5) 0.133(6) 0.06(2) Uiso d . 1 . H H1N1 0.0700(10) 0.372(4) 0.363(5) 0.030(9) Uiso d . 1 . H H2N1 0.0690(10) 0.474(5) 0.213(4) 0.040(10) Uiso d . 1 . H H3N1 0.0520(10) 0.311(4) 0.170(5) 0.040(10) Uiso d . 1 . H HC2 0.1090(10) 0.238(4) 0.012(5) 0.040(10) Uiso d . 1 . H HC4 0.239(2) 0.276(6) 0.213(6) 0.07(2) Uiso d . 1 . H HC5 0.226(2) 0.402(5) 0.445(6) 0.080(10) Uiso d . 1 . H HC6 0.151(2) 0.428(5) 0.469(6) 0.070(10) Uiso d . 1 . H H1C7 0.136(3) 0.197(8) -0.232(8) 0.13(3) Uiso d . 1 . H H2C7 0.174(2) 0.081(6) -0.271(7) 0.10(2) Uiso d . 1 . H H3C7 0.137(2) 0.038(6) -0.135(7) 0.09(2) Uiso d . 1 . H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source P P 0.1023 0.0942 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle _geom_angle_publ_flag O2 P1 O3 . 116.4(2) y O2 P1 O1 . 110.9(2) y O3 P1 O1 . 111.0(2) y O2 P1 O4 . 108.80(10) y O3 P1 O4 . 103.70(10) y O1 P1 O4 . 105.1(2) y O2 P1 HO1 . 90.5(13) n O3 P1 HO1 . 123.2(15) n O1 P1 HO1 . 20.4(13) n O4 P1 HO1 . 113.7(14) n P1 O1 HO1 . 109.(4) n P1 O4 P1 6_556 133.8(2) y C3 OM1 C7 . 117.7(4) n C1 N1 H1N1 . 111.(2) n C1 N1 H2N1 . 108.(3) n H1N1 N1 H2N1 . 110.(3) n C1 N1 H3N1 . 112.(2) n H1N1 N1 H3N1 . 112.(3) n H2N1 N1 H3N1 . 104.(3) n C6 C1 C2 . 122.5(4) n C6 C1 N1 . 118.6(4) n C2 C1 N1 . 118.9(3) n C1 C2 C3 . 118.4(4) n C1 C2 HC2 . 122.(2) n C3 C2 HC2 . 119.(2) n OM1 C3 C4 . 115.6(4) n OM1 C3 C2 . 124.7(4) n C4 C3 C2 . 119.8(4) n C5 C4 C3 . 120.4(5) n C5 C4 HC4 . 121.(4) n C3 C4 HC4 . 119.(4) n C4 C5 C6 . 120.1(5) n C4 C5 HC5 . 121.(3) n C6 C5 HC5 . 119.(3) n C1 C6 C5 . 118.8(4) n C1 C6 HC6 . 121.(3) n C5 C6 HC6 . 119.(3) n OM1 C7 H1C7 . 116.(4) n OM1 C7 H2C7 . 106.(3) n H1C7 C7 H2C7 . 104.(5) n OM1 C7 H3C7 . 107.(3) n H1C7 C7 H3C7 . 105.(5) n H2C7 C7 H3C7 . 120.(5) n 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 P1 O2 . 1.485(3) y P1 O3 . 1.491(3) y P1 O1 . 1.548(3) y P1 O4 . 1.597(2) y P1 HO1 . 1.89(4) n O1 HO1 . 0.69(4) y O4 P1 6_556 1.597(2) n OM1 C3 . 1.355(5) n OM1 C7 . 1.415(6) n N1 C1 . 1.463(5) n N1 H1N1 . 0.92(4) y N1 H2N1 . 0.87(4) y N1 H3N1 . 1.02(4) y C1 C6 . 1.362(6) n C1 C2 . 1.374(5) y C2 C3 . 1.388(5) y C2 HC2 . 0.92(4) y C3 C4 . 1.388(6) y C4 C5 . 1.368(7) y C4 HC4 . 0.81(5) y C5 C6 . 1.389(6) y C5 HC5 . 0.91(5) y C6 HC6 . 0.87(4) y C7 H1C7 . 0.99(7) y C7 H2C7 . 1.02(6) y C7 H3C7 . 0.98(6) y 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 O1 HO1 O2 5_575 0.69(4) 1.91(4) 2.587(4) 166(5) N1 H1N1 O3 2_565 0.92(4) 1.84(4) 2.763(4) 175(3) N1 H2N1 O3 . 0.87(4) 1.88(4) 2.738(4) 166(3) N1 H3N1 O2 5_565 1.02(4) 1.71(4) 2.733(4) 175(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139056471