#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/08/2200888.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_2200888 loop_ _publ_author_name 'Benali-Cherif, Noureddine' 'Cherouana, Aouatef' 'Bendjeddou, Lamia' 'Merazig, Hocine' 'Bendheif, Leulmi' 'Bouchouit, Karim' _publ_section_title ; m-Carboxyphenylammonium nitrate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o156 _journal_page_last o157 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C7 H8 N O2 1+, N O3 1-' _chemical_formula_moiety 'C7 H8 N O2 1+, N O3 1-' _chemical_formula_sum 'C7 H8 N2 O5' _chemical_formula_weight 200.15 _chemical_name_systematic ; m-carboxy phenyl ammonium nitrate ; _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' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00(5) _cell_angle_beta 108.06(4) _cell_angle_gamma 90.00(5) _cell_formula_units_Z 8 _cell_length_a 31.838(2) _cell_length_b 5.2080(10) _cell_length_c 11.117(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298 _cell_measurement_theta_max 14 _cell_measurement_theta_min 10 _cell_volume 1752.5(7) _computing_cell_refinement 'CAD-4 Operations Manual' _computing_data_collection 'CAD-4 Operations Manual (Enraf-Nonius, 1989)' _computing_data_reduction 'BEGIN_SDP (Frenz et al., 1985)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'CIF VAX in MolEN (Fair, 1990)' _computing_structure_refinement 'CAD-4 Operations Manual [Is this correct?]' _computing_structure_solution 'MULTAN (Main et al., 1980)' _diffrn_measurement_device_type 'MACH3 diffractometer' _diffrn_measurement_method \q/2\q _diffrn_radiation_source X-ray_tube _diffrn_radiation_type ' Mo K\a' _diffrn_reflns_av_R_equivalents .018 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 2923 _diffrn_reflns_theta_max 29.98 _diffrn_standards_decay_% -4.2 _diffrn_standards_interval_count 60 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .131 _exptl_absorpt_correction_type none _exptl_crystal_colour Brown _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 832 _exptl_crystal_size_max .60 _exptl_crystal_size_mid .40 _exptl_crystal_size_min .30 _refine_diff_density_max .137 _refine_diff_density_min -.073 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.134 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 159 _refine_ls_number_reflns 1654 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.134 _refine_ls_R_factor_all .073 _refine_ls_R_factor_gt .040 _refine_ls_shift/esd_max .006 _refine_ls_shift/su_max .006 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 4Fo^2^/[\s^2^(Fo^2^) + 0.0016Fo^4^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .057 _refine_ls_wR_factor_ref .057 _reflns_number_gt 1654 _reflns_number_total 2551 _reflns_threshold_expression I>3\s(I) _[local]_cod_data_source_file cv6075.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _[local]_cod_chemical_formula_sum_orig 'C7 H8 N2 O5 ' _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 ; _cod_original_cell_volume 1752.4(7) _cod_database_code 2200888 loop_ _symmetry_equiv_pos_as_xyz 'X, Y, Z' '-X, Y, -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' '-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_occupancy O1 .30481(3) -.1207(2) .08940(10) .0461(3) Uani ? O2 .25276(3) -.0041(2) -.08830(10) .0414(3) Uani ? O3 .45029(4) .8578(2) .19330(10) .0479(3) Uani ? O4 .46750(4) .6164(2) .35780(10) .0480(3) Uani ? O5 .45388(6) 1.0155(3) .37520(10) .0814(5) Uani ? N1 .44230(4) .3585(3) .08530(10) .0360(3) Uani ? N2 .45727(4) .8322(2) .31060(10) .0381(3) Uani ? C1 .28983(4) .0198(3) -.01250(10) .0317(3) Uani ? C2 .32174(4) .2117(3) -.03170(10) .0296(3) Uani ? C3 .36613(4) .2023(3) .04090(10) .0298(3) Uani ? C4 .39523(4) .3744(3) .01430(10) .0299(3) Uani ? C5 .38102(5) .5582(3) -.07910(10) .0378(4) Uani ? C6 .33674(5) .5676(3) -.14970(10) .0408(4) Uani ? C7 .30705(4) .3937(3) -.12680(10) .0357(3) Uani ? H .2852(6) -.244(4) .091(2) .053(5) Uiso ? H1n .4564(5) .347(4) .027(2) .047(5) Uiso ? H2n .4483(6) .217(4) .137(2) .053(5) Uiso ? H3n .4502(7) .498(4) .137(2) .074(7) Uiso ? H3 .3770(5) .073(3) .106(2) .044(5) Uiso ? H5 .4014(6) .677(4) -.096(2) .046(5) Uiso ? H6 .3260(6) .701(4) -.212(2) .052(5) Uiso ? H7 .2761(5) .392(4) -.179(2) .044(5) Uiso ? 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 .0371(5) .0499(6) .0455(5) -.0145(5) .0044(4) .0171(4) O2 .0292(4) .0449(6) .0444(5) -.0033(5) .0030(4) .0120(4) O3 .0444(5) .0485(6) .0463(5) -.0085(5) .0074(4) -.0046(5) O4 .0526(5) .0356(5) .0641(6) -.0132(5) .0303(4) -.0094(5) O5 .1230(10) .0476(7) .0838(8) .0141(6) .0472(6) -.0230(7) N1 .0261(4) .0385(6) .0435(5) .0055(5) .0109(4) .0097(4) N2 .0334(5) .0315(6) .0523(6) -.0003(5) .0176(4) -.0063(5) C1 .0291(5) .0331(7) .0323(5) .0006(5) .0086(4) .0061(5) C2 .0274(5) .0286(6) .0329(5) .0005(5) .0097(4) .0050(5) C3 .0271(5) .0279(6) .0339(6) -.0010(5) .0085(4) .0039(5) C4 .0267(5) .0288(6) .0349(6) .0038(5) .0106(4) .0047(5) C5 .0385(6) .0325(7) .0459(6) -.0032(6) .0184(5) .0074(5) C6 .0446(7) .0359(7) .0421(6) -.0109(6) .0138(5) .0002(6) C7 .0328(6) .0392(7) .0334(6) -.0035(6) .0077(5) .0009(6) 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 C1 . 1.308(2) ? O1 H . .90(2) ? O2 C1 . 1.2250(10) ? O3 N2 . 1.260(2) ? O4 N2 . 1.240(2) ? O5 N2 . 1.219(2) ? N1 C4 . 1.464(2) ? N1 H1n . .90(2) ? N1 H2n . .92(2) ? N1 H3n . .91(2) ? C1 C2 . 1.487(2) ? C2 C3 . 1.394(2) ? C2 C7 . 1.389(2) ? C3 C4 . 1.385(2) ? C3 H3 . .98(2) ? C4 C5 . 1.381(2) ? C5 C6 . 1.385(2) ? C5 H5 . .96(2) ? C6 C7 . 1.388(2) ? C6 H6 . .97(2) ? C7 H7 . .98(2) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .002 .002 International_Tables_Vol_IV_Table_2.3.1 H H .000 .000 International_Tables_Vol_IV_Table_2.3.1 N N .004 .003 International_Tables_Vol_IV_Table_2.3.1 O O .008 .006 International_Tables_Vol_IV_Table_2.3.1 loop_ _diffrn_radiation_wavelength .71073 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 O1 H 110.0(10) C4 N1 H1n 105.8(9) C4 N1 H2n 111.0(10) C4 N1 H3n 109.0(10) H1n N1 H2n 110(2) H1n N1 H3n 114(2) H2n N1 H3n 106(2) O3 N2 O4 118.20(10) O3 N2 O5 120.50(10) O4 N2 O5 121.30(10) O1 C1 O2 123.60(10) O1 C1 C2 114.70(10) O2 C1 C2 121.70(10) C1 C2 C3 120.60(10) C1 C2 C7 118.90(10) C3 C2 C7 120.40(10) C2 C3 C4 118.60(10) C2 C3 H3 121.0(10) C4 C3 H3 120.0(10) N1 C4 C3 119.30(10) N1 C4 C5 119.10(10) C3 C4 C5 121.60(10) C4 C5 C6 119.30(10) C4 C5 H5 120.8(13) C6 C5 H5 119.9(12) C5 C6 C7 120.30(10) C5 C6 H6 120.0(10) C7 C6 H6 119.0(10) C2 C7 C6 119.80(10) C2 C7 H7 119.0(10) C6 C7 H7 121.0(10) 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 H O2 7_545 .90(2) 1.78(2) 2.6760(10) 177(2) N1 H1n O4 4_564 .90(2) 2.03(2) 2.883(2) 159(2) N1 H3n O3 1_555 .91(2) 1.98(2) 2.842(2) 158(2) N1 H2n O3 1_545 .92(2) 1.97(2) 2.849(2) 161(2) _cod_database_fobs_code 2200888 _journal_paper_doi 10.1107/S1600536802000557