#------------------------------------------------------------------------------ #$Date: 2015-04-02 14:22:18 +0300 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/80/2008088.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_2008088 loop_ _publ_author_name 'Guido J. Rei\&s' 'Kaspar Hegetschweiler' 'J\"urgen Sander' _publ_section_title ; 1,3-Diamino-5-ammonio-1,3,5-trideoxy-cis-inositol iodide ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 123 _journal_page_last 126 _journal_paper_doi 10.1107/S0108270198009974 _journal_volume 55 _journal_year 1999 _chemical_formula_sum 'C6 H16 I N3 O3' _chemical_formula_weight 305.12 _chemical_name_systematic ; 1,3,-Diamino-5-ammonio-1,3,5-trideoxy-cis-inositol iodide ; _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' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 115.338(7) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.2987(8) _cell_length_b 10.1307(6) _cell_length_c 11.1151(8) _cell_measurement_reflns_used ; 5000 quasi-centered reflections automatically selected from the dataset ; _cell_measurement_temperature 293(2) _cell_volume 1048.11(14) _computing_cell_refinement 'IPDS Software' _computing_data_collection 'IPDS Software (Stoe & Cie, 1997)' _computing_data_reduction 'IPDS Software' _computing_molecular_graphics 'SHELXTL-Plus (Sheldrick, 1992)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997a)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997b)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.928 _diffrn_measured_fraction_theta_max 0.928 _diffrn_measurement_device_type 'Stoe IPDS' _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 0.0287 _diffrn_reflns_av_sigmaI/netI 0.0202 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6611 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_min 5.38 _diffrn_standards_decay_% 0 _diffrn_standards_number 'a maximum of 50 per image' _exptl_absorpt_coefficient_mu 3.040 _exptl_absorpt_correction_T_max 0.398 _exptl_absorpt_correction_T_min 0.210 _exptl_absorpt_correction_type 'numerical (X-RED; Stoe & Cie, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.934 _exptl_crystal_density_method 'not measured' _exptl_crystal_description isometric _exptl_crystal_F_000 600 _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.4 _refine_diff_density_max 1.155 _refine_diff_density_min -0.875 _refine_ls_extinction_coef 0.0041(6) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 177 _refine_ls_number_reflns 1818 _refine_ls_number_restraints 16 _refine_ls_restrained_S_all 1.075 _refine_ls_R_factor_all 0.027 _refine_ls_R_factor_gt 0.025 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.017P)^2^+2.630P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.058 _reflns_number_gt 1718 _reflns_number_total 1818 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file jz1311.cif _[local]_cod_data_source_block jz1311 _[local]_cod_cif_authors_sg_H-M 'P 21/n' _[local]_cod_chemical_formula_sum_orig 'C6 H16 N3 O3 I' _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.017P)^2^+2.630P] 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^)+(0.017P)^2^+2.630P] 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 1048.11(13) _cod_database_code 2008088 _cod_database_fobs_code 2008088 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 I 0.57977(2) 0.89076(2) 0.81748(2) 0.03819(11) Uani d . 1 . . I O1 0.6489(2) 0.5420(2) 0.15532(19) 0.0214(4) Uani d D 1 . . O H1 0.658(4) 0.536(5) 0.079(2) 0.064(14) Uiso d D 1 . . H O2 0.5745(2) 0.4777(2) 0.3696(2) 0.0242(4) Uani d D 1 . . O H2 0.546(4) 0.417(3) 0.411(4) 0.053(13) Uiso d D 1 . . H O3 0.7780(2) 0.6882(2) 0.4259(2) 0.0298(5) Uani d D 1 . . O H3 0.755(5) 0.6029(15) 0.418(5) 0.062(15) Uiso d D 1 . . H N1 0.3551(3) 0.4707(3) 0.0916(2) 0.0250(6) Uani d D 1 . . N H11 0.272(2) 0.459(4) 0.097(4) 0.043(11) Uiso d D 1 . . H H12 0.410(3) 0.403(2) 0.136(3) 0.041(11) Uiso d D 1 . . H N3 0.7322(3) 0.8072(3) 0.1846(3) 0.0278(6) Uani d D 1 . . N H31 0.709(4) 0.818(4) 0.0982(13) 0.038(10) Uiso d D 1 . . H H32 0.800(3) 0.744(3) 0.209(4) 0.048(12) Uiso d D 1 . . H H33 0.773(4) 0.882(2) 0.228(3) 0.041(11) Uiso d D 1 . . H N2 0.5651(3) 0.6918(3) 0.5297(3) 0.0358(7) Uani d D 1 . . N H21 0.650(2) 0.651(4) 0.570(4) 0.046(12) Uiso d D 1 . . H H22 0.578(5) 0.767(2) 0.576(4) 0.067(15) Uiso d D 1 . . H C1 0.4198(3) 0.5922(3) 0.1659(3) 0.0199(6) Uani d D 1 . . C H1C 0.351(3) 0.659(2) 0.140(3) 0.024 Uiso d D 1 . . H C2 0.4670(3) 0.5780(3) 0.3157(3) 0.0207(6) Uani d D 1 . . C H2C 0.387(2) 0.554(3) 0.329(3) 0.025 Uiso d D 1 . . H C3 0.5247(3) 0.7092(3) 0.3864(3) 0.0248(6) Uani d D 1 . . C H3C 0.450(2) 0.770(3) 0.351(3) 0.030 Uiso d D 1 . . H C4 0.6482(3) 0.7617(3) 0.3579(3) 0.0230(6) Uani d D 1 . . C H4C 0.668(4) 0.8483(14) 0.388(3) 0.028 Uiso d D 1 . . H C5 0.6038(3) 0.7678(3) 0.2071(3) 0.0219(6) Uani d D 1 . . C H5C 0.537(3) 0.834(2) 0.169(3) 0.026 Uiso d D 1 . . H C6 0.5404(3) 0.6403(3) 0.1308(3) 0.0186(6) Uani d D 1 . . C H6C 0.499(3) 0.663(3) 0.0407(13) 0.022 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 I 0.03931(15) 0.03169(16) 0.04486(16) -0.00196(10) 0.01924(11) -0.00686(9) O1 0.0231(10) 0.0206(11) 0.0220(10) 0.0054(8) 0.0112(8) 0.0016(8) O2 0.0251(10) 0.0243(11) 0.0254(10) 0.0018(9) 0.0129(8) 0.0058(9) O3 0.0259(10) 0.0327(13) 0.0266(11) -0.0038(10) 0.0071(9) -0.0010(10) N1 0.0242(13) 0.0240(14) 0.0256(12) -0.0053(11) 0.0095(10) -0.0030(10) N3 0.0355(14) 0.0264(15) 0.0263(13) -0.0102(12) 0.0177(12) -0.0028(11) N2 0.0511(18) 0.0389(18) 0.0252(14) -0.0149(15) 0.0239(13) -0.0094(12) C1 0.0183(13) 0.0195(15) 0.0204(14) 0.0014(11) 0.0069(11) 0.0006(11) C2 0.0188(13) 0.0224(15) 0.0243(14) -0.0005(11) 0.0125(11) -0.0004(11) C3 0.0299(15) 0.0238(16) 0.0256(15) -0.0015(13) 0.0166(12) -0.0040(12) C4 0.0291(15) 0.0181(15) 0.0236(14) -0.0043(13) 0.0132(12) -0.0044(11) C5 0.0264(14) 0.0167(14) 0.0258(15) -0.0018(12) 0.0144(12) -0.0002(11) C6 0.0205(13) 0.0171(14) 0.0170(12) 0.0021(11) 0.0070(10) 0.0010(11) 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' I I -0.4742 1.8119 '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 C6 O1 H1 105(3) C2 O2 H2 110(3) C4 O3 H3 108(3) C1 N1 H11 107(3) C1 N1 H12 108(2) H11 N1 H12 105(4) C5 N3 H31 111(2) C5 N3 H32 112(3) H31 N3 H32 104(4) C5 N3 H33 112(3) H31 N3 H33 109(4) H32 N3 H33 108(3) C3 N2 H21 111(3) C3 N2 H22 115(3) H21 N2 H22 104(4) N1 C1 C2 112.9(2) N1 C1 C6 110.1(2) C2 C1 C6 113.1(2) N1 C1 H1C 109(2) C2 C1 H1C 105(2) C6 C1 H1C 107(2) O2 C2 C1 110.5(2) O2 C2 C3 109.9(2) C1 C2 C3 110.5(2) O2 C2 H2C 109(2) C1 C2 H2C 107.8(19) C3 C2 H2C 109(2) N2 C3 C2 108.6(3) N2 C3 C4 112.9(3) C2 C3 C4 111.8(2) N2 C3 H3C 110(2) C2 C3 H3C 107(2) C4 C3 H3C 107(2) O3 C4 C3 112.4(2) O3 C4 C5 111.8(2) C3 C4 C5 110.7(2) O3 C4 H4C 107(2) C3 C4 H4C 109(2) C5 C4 H4C 106(2) N3 C5 C6 109.2(2) N3 C5 C4 108.6(2) C6 C5 C4 115.3(2) N3 C5 H5C 106(2) C6 C5 H5C 108(2) C4 C5 H5C 110(2) O1 C6 C5 111.6(2) O1 C6 C1 112.4(2) C5 C6 C1 109.1(2) O1 C6 H6C 110(2) C5 C6 H6C 106(2) C1 C6 H6C 108(2) 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 C6 . 1.433(3) ? O1 H1 . 0.895(10) ? O2 C2 . 1.432(4) ? O2 H2 . 0.892(10) ? O3 C4 . 1.430(4) ? O3 H3 . 0.890(10) ? N1 C1 . 1.473(4) ? N1 H11 . 0.895(10) ? N1 H12 . 0.894(10) ? N3 C5 . 1.501(4) ? N3 H31 . 0.892(10) ? N3 H32 . 0.896(10) ? N3 H33 . 0.896(10) ? N2 C3 . 1.475(4) ? N2 H21 . 0.897(10) ? N2 H22 . 0.894(10) ? C1 C2 . 1.529(4) ? C1 C6 . 1.532(4) ? C1 H1C . 0.930(10) ? C2 C3 . 1.529(4) ? C2 H2C . 0.931(10) ? C3 C4 . 1.532(4) ? C3 H3C . 0.931(10) ? C4 C5 . 1.538(4) ? C4 H4C . 0.930(10) ? C5 C6 . 1.530(4) ? C5 H5C . 0.928(10) ? C6 H6C . 0.934(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 H1 N1 3_665 0.895(10) 1.843(12) 2.730(3) 171(4) O2 H2 N2 3_666 0.892(10) 1.897(15) 2.765(4) 164(4) O3 H3 O2 . 0.890(10) 2.12(3) 2.865(3) 140(4) N1 H12 I 3_666 0.894(10) 3.01(2) 3.782(3) 145(3) N3 H31 I 1_554 0.892(10) 2.914(13) 3.788(3) 167(3) N3 H32 I 4_675 0.896(10) 2.944(15) 3.807(3) 162(3) N3 H33 O1 2_655 0.896(10) 2.019(12) 2.908(3) 171(4) N2 H22 I . 0.894(10) 2.96(3) 3.729(3) 145(4) 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 N1 C1 C2 O2 61.5(3) C6 C1 C2 O2 -64.4(3) N1 C1 C2 C3 -176.6(2) C6 C1 C2 C3 57.5(3) O2 C2 C3 N2 -59.2(3) C1 C2 C3 N2 178.5(2) O2 C2 C3 C4 66.0(3) C1 C2 C3 C4 -56.3(3) N2 C3 C4 O3 49.9(3) C2 C3 C4 O3 -72.9(3) N2 C3 C4 C5 175.6(3) C2 C3 C4 C5 52.8(3) O3 C4 C5 N3 -48.6(3) C3 C4 C5 N3 -174.6(2) O3 C4 C5 C6 74.4(3) C3 C4 C5 C6 -51.6(3) N3 C5 C6 O1 49.0(3) C4 C5 C6 O1 -73.6(3) N3 C5 C6 C1 173.9(2) C4 C5 C6 C1 51.2(3) N1 C1 C6 O1 -56.7(3) C2 C1 C6 O1 70.7(3) N1 C1 C6 C5 178.9(2) C2 C1 C6 C5 -53.7(3)