#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2203558.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_2203558 loop_ _publ_author_name 'S. Ramaswamy' 'B. Sridhar' 'V. Ramakrishnan' 'R. K. Rajaram' _publ_section_title ; Bis(L-ornithinium) chloride nitrate sulfate ; _journal_issue 5 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o768 _journal_page_last o770 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '2C5 H14 N2 O2 2+, Cl 1-, N O3 1-, S O4 2-' _chemical_formula_moiety '2C5 H14 N2 O2 2+, Cl 1-, N O3 1-, S O4 2-' _chemical_formula_sum 'C10 H28 Cl N5 O11 S' _chemical_formula_weight 461.88 _chemical_name_common 'Bis(L-ornithinium) chloride nitrate sulfate' _chemical_name_systematic ; Bis(L-ornithinium) chlorid nitrate sulfate ; _space_group_IT_number 5 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 1 2 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 125.350(14) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 13.872(5) _cell_length_b 9.578(6) _cell_length_c 9.1780(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 14.29 _cell_measurement_theta_min 9.24 _cell_volume 994.6(7) _computing_cell_refinement 'CAD-4 Express (Enraf Nonius, 1994)' _computing_data_collection 'CAD-4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'PLATON (Spek, 1999)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'MACH3-Nonius sealed tube' _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 0.71073 _diffrn_reflns_av_R_equivalents 0.0206 _diffrn_reflns_av_sigmaI/netI 0.0259 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 1524 _diffrn_reflns_theta_full 26.94 _diffrn_reflns_theta_max 26.94 _diffrn_reflns_theta_min 2.72 _diffrn_standards_decay_% none _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_T_max 0.9988 _exptl_absorpt_correction_T_min 0.9024 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '[North et al., 1968]' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_meas 1.540 _exptl_crystal_density_method 'Flotation technique using mixture of carbon tetrachloride and xylene' _exptl_crystal_description block _exptl_crystal_F_000 488 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.296 _refine_diff_density_min -0.292 _refine_ls_abs_structure_details 'Flack (1983), 214 Friedels pairs' _refine_ls_abs_structure_Flack 0.01(13) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.182 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 133 _refine_ls_number_reflns 1288 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.181 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0383 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0351P)^2^+1.3881P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0855 _refine_ls_wR_factor_ref 0.0970 _reflns_number_gt 1125 _reflns_number_total 1288 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ci6349.cif _[local]_cod_cif_authors_sg_H-M 'C 2' _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 ; _cod_database_code 2203558 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, 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_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol O1A 0.7128(3) -0.3802(3) 0.3590(4) 0.0386(8) Uani d . 1 O O1B 0.5376(2) -0.2727(4) 0.2054(4) 0.0372(7) Uani d . 1 O H1 0.507(4) -0.358(6) 0.174(6) 0.041(14) Uiso d . 1 H C1 0.6545(3) -0.2753(4) 0.3167(5) 0.0243(8) Uani d . 1 C C2 0.7064(3) -0.1302(4) 0.3816(5) 0.0253(9) Uani d . 1 C H2 0.6732 -0.0891 0.4415 0.030 Uiso calc R 1 H N1 0.8367(3) -0.1465(4) 0.5155(4) 0.0303(8) Uani d . 1 N H1D 0.8674 -0.1878 0.4641 0.046 Uiso calc R 1 H H1B 0.8507 -0.1987 0.6061 0.046 Uiso calc R 1 H H1C 0.8696 -0.0629 0.5559 0.046 Uiso calc R 1 H C3 0.6782(3) -0.0345(4) 0.2295(5) 0.0295(9) Uani d . 1 C H3A 0.7185 0.0537 0.2796 0.035 Uiso calc R 1 H H3B 0.5939 -0.0158 0.1557 0.035 Uiso calc R 1 H C4 0.7130(3) -0.0921(5) 0.1101(5) 0.0289(8) Uani d . 1 C H4A 0.7978 -0.1065 0.1806 0.035 Uiso calc R 1 H H4B 0.6747 -0.1815 0.0609 0.035 Uiso calc R 1 H C5 0.6766(4) 0.0089(5) -0.0401(5) 0.0378(10) Uani d . 1 C H5A 0.5937 0.0320 -0.1001 0.045 Uiso calc R 1 H H5B 0.7218 0.0943 0.0099 0.045 Uiso calc R 1 H N2 0.6946(3) -0.0470(5) -0.1724(4) 0.0392(9) Uani d . 1 N H2A 0.6726 0.0167 -0.2570 0.059 Uiso calc R 1 H H2B 0.6514 -0.1239 -0.2217 0.059 Uiso calc R 1 H H2C 0.7706 -0.0674 -0.1186 0.059 Uiso calc R 1 H Cl1 0.5000 -0.86710(18) 0.5000 0.0425(4) Uani d S 1 Cl N3 1.0000 -0.8399(6) 0.5000 0.0340(12) Uani d S 1 N O1 1.0000 -0.9673(6) 0.5000 0.0615(16) Uani d S 1 O O2 0.9061(4) -0.7758(6) 0.4130(6) 0.0829(16) Uani d . 1 O S1 0.5000 -0.60577(15) 0.0000 0.0265(3) Uani d S 1 S O3 0.5986(3) -0.6916(4) 0.1386(4) 0.0419(8) Uani d . 1 O O4 0.4534(2) -0.5163(4) 0.0774(4) 0.0364(7) Uani d . 1 O 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 O1A 0.0293(15) 0.0269(16) 0.0448(17) 0.0000(14) 0.0130(13) -0.0001(15) O1B 0.0244(13) 0.0298(17) 0.0392(17) -0.0022(14) 0.0081(12) -0.0067(15) C1 0.0279(18) 0.025(2) 0.0208(16) -0.0048(18) 0.0147(15) -0.0030(16) C2 0.0260(16) 0.027(2) 0.0220(15) 0.0000(16) 0.0131(14) -0.0007(15) N1 0.0266(15) 0.0306(19) 0.0211(14) -0.0045(14) 0.0064(12) -0.0030(13) C3 0.0279(17) 0.027(2) 0.0276(18) 0.0002(18) 0.0128(15) 0.0023(18) C4 0.0302(17) 0.031(2) 0.0223(16) -0.0014(19) 0.0132(14) 0.0072(18) C5 0.041(2) 0.044(3) 0.031(2) 0.000(2) 0.0224(19) 0.009(2) N2 0.0373(17) 0.054(3) 0.0284(17) 0.004(2) 0.0204(15) 0.0075(18) Cl1 0.0271(8) 0.0399(10) 0.0446(9) 0.000 0.0116(7) 0.000 N3 0.034(3) 0.031(3) 0.048(3) 0.000 0.030(3) 0.000 O1 0.065(3) 0.035(3) 0.102(4) 0.000 0.058(3) 0.000 O2 0.077(3) 0.094(4) 0.108(3) 0.048(3) 0.071(3) 0.054(3) S1 0.0263(6) 0.0247(7) 0.0186(6) 0.000 0.0072(5) 0.000 O3 0.0468(17) 0.0401(19) 0.0228(13) 0.0164(16) 0.0109(13) 0.0069(14) O4 0.0292(13) 0.0411(18) 0.0411(15) -0.0060(14) 0.0215(13) -0.0115(15) 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 O1B H1 . . 112(3) ? O1A C1 O1B . . 123.9(4) y O1A C1 C2 . . 124.0(3) y O1B C1 C2 . . 112.1(3) y N1 C2 C1 . . 107.5(3) ? N1 C2 C3 . . 111.4(3) ? C1 C2 C3 . . 112.3(3) ? N1 C2 H2 . . 108.5 ? C1 C2 H2 . . 108.5 ? C3 C2 H2 . . 108.5 ? C2 N1 H1D . . 109.5 ? C2 N1 H1B . . 109.5 ? H1D N1 H1B . . 109.5 ? C2 N1 H1C . . 109.5 ? H1D N1 H1C . . 109.5 ? H1B N1 H1C . . 109.5 ? C2 C3 C4 . . 114.8(3) ? C2 C3 H3A . . 108.6 ? C4 C3 H3A . . 108.6 ? C2 C3 H3B . . 108.6 ? C4 C3 H3B . . 108.6 ? H3A C3 H3B . . 107.5 ? C5 C4 C3 . . 110.1(4) ? C5 C4 H4A . . 109.6 ? C3 C4 H4A . . 109.6 ? C5 C4 H4B . . 109.6 ? C3 C4 H4B . . 109.6 ? H4A C4 H4B . . 108.1 ? N2 C5 C4 . . 113.1(4) ? N2 C5 H5A . . 109.0 ? C4 C5 H5A . . 109.0 ? N2 C5 H5B . . 109.0 ? C4 C5 H5B . . 109.0 ? H5A C5 H5B . . 107.8 ? C5 N2 H2A . . 109.5 ? C5 N2 H2B . . 109.5 ? H2A N2 H2B . . 109.5 ? C5 N2 H2C . . 109.5 ? H2A N2 H2C . . 109.5 ? H2B N2 H2C . . 109.5 ? O1 N3 O2 . . 120.0(4) ? O1 N3 O2 . 2_756 120.0(4) ? O2 N3 O2 . 2_756 119.9(7) ? O3 S1 O3 2_655 . 111.8(3) ? O3 S1 O4 2_655 . 107.10(17) ? O3 S1 O4 . . 110.81(17) ? O3 S1 O4 2_655 2_655 110.81(17) ? O3 S1 O4 . 2_655 107.10(17) ? O4 S1 O4 . 2_655 109.2(3) ? 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 O1A C1 . 1.205(5) y O1B C1 . 1.325(4) y O1B H1 . 0.89(6) ? C1 C2 . 1.519(5) ? C2 N1 . 1.494(4) ? C2 C3 . 1.520(5) ? C2 H2 . 0.9800 ? N1 H1D . 0.8900 ? N1 H1B . 0.8900 ? N1 H1C . 0.8900 ? C3 C4 . 1.533(5) ? C3 H3A . 0.9700 ? C3 H3B . 0.9700 ? C4 C5 . 1.512(6) ? C4 H4A . 0.9700 ? C4 H4B . 0.9700 ? C5 N2 . 1.474(6) ? C5 H5A . 0.9700 ? C5 H5B . 0.9700 ? N2 H2A . 0.8900 ? N2 H2B . 0.8900 ? N2 H2C . 0.8900 ? N3 O1 . 1.220(8) y N3 O2 . 1.228(5) y N3 O2 2_756 1.228(5) ? S1 O3 2_655 1.466(3) ? S1 O3 . 1.466(3) y S1 O4 . 1.479(3) y S1 O4 2_655 1.479(3) ? 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 O1B H1 O4 . 0.89(6) 1.69(6) 2.569(5) 167(5) N1 H1B O3 4_656 0.89 2.02 2.788(4) 144 N1 H1C O1 1_565 0.89 2.33 2.911(5) 123 N1 H1C O1A 4_656 0.89 2.45 3.036(5) 124 N1 H1D Cl1 3 0.89 2.40 3.160(4) 144 N2 H2A Cl1 1_564 0.89 2.40 3.147(4) 141 N2 H2B O2 4_655 0.89 2.05 2.839(6) 147 N2 H2C O4 3 0.89 2.15 2.951(5) 149 N2 H2C O3 4_655 0.89 2.26 3.036(5) 145 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 O1A C1 C2 N1 -5.3(5) y O1B C1 C2 N1 175.9(3) ? O1A C1 C2 C3 117.5(4) ? O1B C1 C2 C3 -61.3(4) ? N1 C2 C3 C4 66.7(4) y C1 C2 C3 C4 -53.9(4) ? C2 C3 C4 C5 177.8(3) y C3 C4 C5 N2 -173.2(3) y