#------------------------------------------------------------------------------ #$Date: 2017-10-13 07:09:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201973 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/26/2202604.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_2202604 loop_ _publ_author_name 'Cherouana, Aouatef' 'Bouchouit, Karim' 'Bendjeddou, Lamia' 'Benali-Cherif, Nourredine' _publ_section_title ; Cytosinium nitrate ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o983 _journal_page_last o985 _journal_paper_doi 10.1107/S160053680301287X _journal_volume 59 _journal_year 2003 _chemical_formula_iupac 'C4 H6 N3 O 1+, N O3 1-' _chemical_formula_moiety 'C4 H6 N3 O 1+, N O3 1-' _chemical_formula_structural 'C4 H6 N4 O4' _chemical_formula_sum 'C4 H6 N4 O4' _chemical_formula_weight 174.13 _chemical_name_common 'Cytosinium bisulfate' _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 71.96(2) _cell_angle_beta 72.84(3) _cell_angle_gamma 73.75(3) _cell_formula_units_Z 2 _cell_length_a 6.5300(2) _cell_length_b 6.7240(2) _cell_length_c 9.2110(3) _cell_measurement_reflns_used 3964 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.50 _cell_measurement_theta_min 2.39 _cell_volume 359.44(8) _computing_cell_refinement 'DENZO and SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'KappaCCD Software (Nonius, 1998)' _computing_data_reduction 'DENZO and SCALEPACK' _computing_molecular_graphics 'ORTEP-3 (Farrujia, 1997) and PLUTON (Spek, 1990 )' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.902 _diffrn_measured_fraction_theta_max 0.902 _diffrn_measurement_device KappaCCD _diffrn_measurement_method \f _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 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 3964 _diffrn_reflns_theta_full 25.50 _diffrn_reflns_theta_max 25.50 _diffrn_reflns_theta_min 2.39 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 180 _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.143 _refine_diff_density_min -0.190 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 109 _refine_ls_number_reflns 1206 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.069 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.0395 _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^)+(0.0625P)^2^+0.0661P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1077 _refine_ls_wR_factor_ref 0.1125 _reflns_number_gt 1065 _reflns_number_total 1206 _reflns_threshold_expression I>2\s(I) _cod_data_source_file dn6078.cif _cod_data_source_block I _cod_original_cell_volume 359.44(7) _cod_original_sg_symbol_Hall P-1 _cod_database_code 2202604 _cod_database_fobs_code 2202604 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 0.2496(2) 0.59645(18) 0.70155(13) 0.0522(4) Uani d . 1 . . O O7 0.2601(2) 0.64175(17) 0.06706(14) 0.0514(4) Uani d . 1 . . O N3 0.2631(2) 0.33556(19) 0.26056(14) 0.0375(3) Uani d . 1 . . N H3 0.2750 0.4001 0.3241 0.045 Uiso calc R 1 . . H O2 0.2593(2) 0.28692(18) 0.67381(15) 0.0561(4) Uani d . 1 . . O N1 0.2401(2) 0.34027(19) 0.01434(15) 0.0390(3) Uani d . 1 . . N H1 0.2352 0.4051 -0.0814 0.047 Uiso calc R 1 . . H O3 0.2460(2) 0.56423(19) 0.47820(13) 0.0538(4) Uani d . 1 . . O N8 0.2566(2) 0.0355(2) 0.46429(16) 0.0453(4) Uani d . 1 . . N H8A 0.2644 0.1087 0.5236 0.054 Uiso calc R 1 . . H H8B 0.2507 -0.0974 0.5019 0.054 Uiso calc R 1 . . H N 0.2525(2) 0.4804(2) 0.61792(14) 0.0383(3) Uani d . 1 . . N C2 0.2551(2) 0.4538(2) 0.10955(18) 0.0368(4) Uani d . 1 . . C C4 0.2537(2) 0.1266(2) 0.31673(18) 0.0359(4) Uani d . 1 . . C C6 0.2327(3) 0.1300(3) 0.0642(2) 0.0415(4) Uani d . 1 . . C H6 0.2231 0.0610 -0.0060 0.050 Uiso calc R 1 . . H C5 0.2389(3) 0.0185(2) 0.2118(2) 0.0424(4) Uani d . 1 . . C H5 0.2336 -0.1257 0.2442 0.051 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 0.0809(8) 0.0434(7) 0.0387(7) -0.0139(6) -0.0144(6) -0.0175(5) O7 0.0786(8) 0.0320(6) 0.0474(7) -0.0182(5) -0.0147(6) -0.0090(5) N3 0.0509(7) 0.0329(7) 0.0358(7) -0.0128(5) -0.0122(6) -0.0127(5) O2 0.0915(9) 0.0344(6) 0.0439(7) -0.0186(6) -0.0192(6) -0.0034(5) N1 0.0517(7) 0.0360(7) 0.0331(7) -0.0120(5) -0.0108(5) -0.0105(5) O3 0.0870(9) 0.0452(7) 0.0320(7) -0.0170(6) -0.0199(6) -0.0048(5) N8 0.0635(9) 0.0351(7) 0.0399(8) -0.0128(6) -0.0172(6) -0.0056(5) N 0.0468(7) 0.0362(7) 0.0319(7) -0.0092(5) -0.0075(5) -0.0092(5) C2 0.0425(8) 0.0327(8) 0.0380(8) -0.0101(6) -0.0084(6) -0.0115(6) C4 0.0378(7) 0.0315(7) 0.0394(9) -0.0066(5) -0.0099(6) -0.0097(6) C6 0.0500(9) 0.0363(8) 0.0455(9) -0.0094(6) -0.0113(7) -0.0192(6) C5 0.0573(9) 0.0288(7) 0.0457(10) -0.0109(6) -0.0132(7) -0.0126(6) 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 0 '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 0.006 '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 C4 N3 C2 125.29(12) ? C4 N3 H3 117.4 ? C2 N3 H3 117.4 ? C6 N1 C2 122.86(13) ? C6 N1 H1 118.6 ? C2 N1 H1 118.6 ? C4 N8 H8A 120.0 ? C4 N8 H8B 120.0 ? H8A N8 H8B 120.0 ? O2 N O3 120.97(12) y O2 N O1 120.46(12) y O3 N O1 118.56(13) y O7 C2 N1 123.60(13) ? O7 C2 N3 122.19(13) ? N1 C2 N3 114.21(12) ? N8 C4 N3 118.85(13) ? N8 C4 C5 123.60(14) ? N3 C4 C5 117.55(13) ? C5 C6 N1 121.97(14) ? C5 C6 H6 119.0 ? N1 C6 H6 119.0 ? C6 C5 C4 118.11(14) ? C6 C5 H5 120.9 ? C4 C5 H5 120.9 ? 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 N . 1.2483(17) y O2 N . 1.2352(17) y O3 N . 1.2432(17) y O7 C2 . 1.2084(18) y N3 C4 . 1.3510(19) y N3 C2 . 1.3799(19) y N3 H3 . 0.8600 ? N1 C6 . 1.355(2) y N1 C2 . 1.3670(18) y N1 H1 . 0.8600 ? N8 C4 . 1.310(2) y N8 H8A . 0.8600 ? N8 H8B . 0.8600 ? C4 C5 . 1.415(2) y C6 C5 . 1.339(2) y C6 H6 . 0.9300 ? C5 H5 . 0.9300 ? 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 N3 H3 O3 . 0.86 1.99 2.8419(18) 170 N1 H1 O1 1_554 0.86 2.01 2.8553(18) 169 N1 H1 O2 1_554 0.86 2.56 3.2285(18) 135 N8 H8A O2 . 0.86 2.08 2.9392(19) 176 N8 H8B O1 1_545 0.86 2.30 3.0846(19) 152 N8 H8B O3 1_545 0.86 2.36 3.1513(19) 153 loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21131656