#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2206025.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_2206025 loop_ _publ_author_name 'Babai, Arash' 'Mudring, Anja-Verena' _publ_section_title ; 1-Ethyl-2,3-dimethylimidazolium bromide monohydrate ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1534 _journal_page_last o1535 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety 'C7 H13 N2 +, Br -, H2 O' _chemical_formula_sum 'C7 H15 Br N2 O' _chemical_formula_weight 223.12 _chemical_melting_point ? _chemical_name_common 1-Ethyl-2,3-dimethylimidazoliumbromide*H~2~O _chemical_name_systematic ; 1-Ethyl-2,3-dimethylimidazolium bromide monohydrate ; _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' _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 100.37(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.388(2) _cell_length_b 9.2652(15) _cell_length_c 15.117(4) _cell_measurement_reflns_used 1493 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 23.15 _cell_measurement_theta_min 0 _cell_volume 1017.9(4) _computing_cell_refinement 'IPDS-1 Software' _computing_data_collection 'IPDS-1 Software (Stoe & Cie, 1996)' _computing_data_reduction 'IPDS-1 Software' _computing_molecular_graphics 'X-SEED (Barbour, 2001)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 'not measured' _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.987 _diffrn_measurement_device_type 'Stoe IPDS-I' _diffrn_measurement_method 'phi scan' _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 0.0781 _diffrn_reflns_av_sigmaI/netI 0.0515 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 11811 _diffrn_reflns_theta_full 28.10 _diffrn_reflns_theta_max 28.10 _diffrn_reflns_theta_min 2.59 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.993 _exptl_absorpt_correction_T_max 0.455 _exptl_absorpt_correction_T_min 0.251 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details '[X-RED (Stoe & Cie, 2002) and X-SHAPE (Stoe & Cie, 1999)]' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.456 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description shapeless _exptl_crystal_F_000 456 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.481 _refine_diff_density_min -0.316 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 103 _refine_ls_number_reflns 2454 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all 0.0893 _refine_ls_R_factor_gt 0.0541 _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^)+(0.099P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1477 _refine_ls_wR_factor_ref 0.1681 _reflns_number_gt 1550 _reflns_number_total 2454 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file nc6030.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2206025 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_type_symbol N1 -0.1176(5) 0.6340(4) 0.0891(2) 0.0395(7) Uani d . 1 N N3 -0.1079(5) 0.4236(4) 0.1491(3) 0.0423(8) Uani d . 1 N C2 -0.0063(6) 0.5296(4) 0.1246(3) 0.0375(8) Uani d . 1 C C4 -0.2917(6) 0.4638(5) 0.1298(3) 0.0497(11) Uani d . 1 C H4 -0.3933 0.4083 0.1411 0.060 Uiso calc R 1 H C5 -0.2997(6) 0.5935(5) 0.0926(4) 0.0500(11) Uani d . 1 C H5 -0.4075 0.6486 0.0722 0.060 Uiso calc R 1 H C6 -0.0690(7) 0.7749(5) 0.0555(3) 0.0469(10) Uani d . 1 C H6A -0.1637 0.8031 0.0034 0.056 Uiso calc R 1 H H6B 0.0500 0.7666 0.0346 0.056 Uiso calc R 1 H C7 -0.0544(10) 0.8899(5) 0.1260(5) 0.0692(16) Uani d . 1 C H7A -0.0214 0.9817 0.1009 0.104 Uiso calc R 1 H H7B 0.0406 0.8632 0.1774 0.104 Uiso calc R 1 H H7C -0.1729 0.9001 0.1459 0.104 Uiso calc R 1 H C8 -0.0401(7) 0.2914(5) 0.1977(4) 0.0559(12) Uani d . 1 C H8A -0.1449 0.2319 0.2069 0.084 Uiso calc R 1 H H8B 0.0336 0.3169 0.2561 0.084 Uiso calc R 1 H H8C 0.0360 0.2371 0.1625 0.084 Uiso calc R 1 H C9 0.1973(6) 0.5293(5) 0.1358(3) 0.0496(11) Uani d . 1 C H9A 0.2365 0.6033 0.0969 0.074 Uiso calc R 1 H H9B 0.2393 0.4344 0.1192 0.074 Uiso calc R 1 H H9C 0.2507 0.5501 0.1986 0.074 Uiso calc R 1 H Br1 0.06073(8) 0.63194(6) 0.34915(4) 0.0590(2) Uani d . 1 Br O1 0.3656(6) 0.8309(4) 0.0284(3) 0.0654(10) Uani d . 1 O H1 0.3837 0.9011 0.0619 0.098 Uiso d R 1 H H2 0.3920 0.8502 -0.0206 0.098 Uiso d 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 N1 0.0445(18) 0.0335(16) 0.0399(17) -0.0042(15) 0.0058(14) 0.0011(14) N3 0.048(2) 0.0314(16) 0.048(2) -0.0034(15) 0.0111(16) -0.0040(15) C2 0.039(2) 0.037(2) 0.036(2) 0.0001(17) 0.0064(16) -0.0056(16) C4 0.033(2) 0.050(3) 0.066(3) -0.0093(19) 0.0092(19) -0.004(2) C5 0.033(2) 0.050(3) 0.066(3) -0.0012(19) 0.0046(19) -0.004(2) C6 0.050(2) 0.043(2) 0.046(2) -0.004(2) 0.0054(19) 0.0109(19) C7 0.098(5) 0.035(2) 0.076(4) -0.010(3) 0.018(3) 0.000(2) C8 0.066(3) 0.036(2) 0.067(3) 0.004(2) 0.014(3) 0.010(2) C9 0.035(2) 0.055(3) 0.061(3) 0.001(2) 0.0123(19) -0.005(2) Br1 0.0657(4) 0.0578(3) 0.0544(3) 0.0051(2) 0.0130(2) -0.0019(2) O1 0.075(2) 0.0496(19) 0.080(3) -0.0085(18) 0.036(2) 0.0044(18) 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' Br Br -0.2901 2.4595 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 N1 C5 108.6(4) C2 N1 C6 128.2(4) C5 N1 C6 123.0(4) C2 N3 C4 108.9(4) C2 N3 C8 126.7(4) C4 N3 C8 124.2(4) N1 C2 N3 108.2(4) N1 C2 C9 126.3(4) N3 C2 C9 125.4(4) C5 C4 N3 107.5(4) C5 C4 H4 126.3 N3 C4 H4 126.3 C4 C5 N1 106.8(4) C4 C5 H5 126.6 N1 C5 H5 126.6 N1 C6 C7 112.2(4) N1 C6 H6A 109.2 C7 C6 H6A 109.2 N1 C6 H6B 109.2 C7 C6 H6B 109.2 H6A C6 H6B 107.9 C6 C7 H7A 109.5 C6 C7 H7B 109.5 H7A C7 H7B 109.5 C6 C7 H7C 109.5 H7A C7 H7C 109.5 H7B C7 H7C 109.5 N3 C8 H8A 109.5 N3 C8 H8B 109.5 H8A C8 H8B 109.5 N3 C8 H8C 109.5 H8A C8 H8C 109.5 H8B C8 H8C 109.5 C2 C9 H9A 109.5 C2 C9 H9B 109.5 H9A C9 H9B 109.5 C2 C9 H9C 109.5 H9A C9 H9C 109.5 H9B C9 H9C 109.5 H1 O1 H2 110.3 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.319(5) N1 C5 1.406(6) N1 C6 1.468(5) N3 C2 1.329(6) N3 C4 1.387(6) N3 C8 1.470(6) C2 C9 1.484(6) C4 C5 1.324(7) C4 H4 0.9500 C5 H5 0.9500 C6 C7 1.498(7) C6 H6A 0.9900 C6 H6B 0.9900 C7 H7A 0.9800 C7 H7B 0.9800 C7 H7C 0.9800 C8 H8A 0.9800 C8 H8B 0.9800 C8 H8C 0.9800 C9 H9A 0.9800 C9 H9B 0.9800 C9 H9C 0.9800 O1 H1 0.8201 O1 H2 0.8200 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 C5 H5 O1 1_455 0.95 2.39 3.321(6) 168 O1 H1 Br1 2 0.82 2.52 3.337(4) 174 O1 H2 Br1 4_675 0.82 2.52 3.309(4) 163