#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2007069.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_2007069 loop_ _publ_author_name 'Simonov, Y. A.' 'Bocelli, G.' 'Fonari, M. S.' 'Ganin, E. V.' 'Popkov, Y. A.' _publ_section_title ; Inclusion Complex of rac-5,5,7,12,12,14-Hexamethyl-1,4,8,11-tetraazacyclotetradecane with Hydrochloride and Water ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 433 _journal_page_last 436 _journal_volume 54 _journal_year 1998 _chemical_formula_iupac 'C16 H38 N4 2+ , 2Cl 1- , 3H2 O' _chemical_formula_moiety 'C16 H38 N4 Cl2 3(H2 O)' _chemical_formula_sum 'C16 H44 Cl2 N4 O3' _chemical_formula_weight 411.45 _chemical_melting_point 300 _chemical_name_systematic ; Rac-5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraaza- cyclotetradecane Hydrochloride Trihydrate ; _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' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 111.11(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 18.123(4) _cell_length_b 7.924(2) _cell_length_c 17.732(4) _cell_measurement_reflns_used 30 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 19.32 _cell_measurement_theta_min 11.55 _cell_volume 2375.5(11) _computing_cell_refinement AED _computing_data_collection 'AED (Bocelli, Cantoni & Pasquinelli, 1993)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens AED 4-circle diffractometer' _diffrn_measurement_method 'Profile-fitted \w--2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.0541 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 2352 _diffrn_reflns_theta_max 70.05 _diffrn_reflns_theta_min 5.23 _diffrn_standards_decay_% none _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 2.619 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 904 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _refine_diff_density_max 0.166 _refine_diff_density_min -0.132 _refine_ls_extinction_coef 0.0014(2) _refine_ls_extinction_method SHELXL93_(Sheldrick,_1993) _refine_ls_goodness_of_fit_all 1.023 _refine_ls_goodness_of_fit_obs 1.024 _refine_ls_hydrogen_treatment H_atoms_riding _refine_ls_matrix_type full _refine_ls_number_parameters 115 _refine_ls_number_reflns 1280 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.145 _refine_ls_restrained_S_obs 1.024 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_obs 0.0372 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0556P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.1069 _refine_ls_wR_factor_obs 0.0951 _reflns_number_observed 1279 _reflns_number_total 1305 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file cf1175.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_original_cell_volume 2375.5(10) _cod_database_code 2007069 loop_ _symmetry_equiv_pos_as_xyz '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, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 Cl1 0.0834(6) 0.0642(5) 0.0835(6) 0.0135(4) 0.0420(4) -0.0037(4) N1 0.0378(11) 0.0474(11) 0.0396(10) 0.0018(9) 0.0185(8) 0.0005(9) N2 0.0405(11) 0.0452(11) 0.0380(10) 0.0042(9) 0.0159(9) -0.0020(9) C1 0.0381(13) 0.055(2) 0.0481(15) -0.0050(11) 0.0112(11) 0.0001(12) C2 0.0371(13) 0.062(2) 0.0539(15) -0.0058(12) 0.0206(12) 0.0037(12) C21 0.061(2) 0.108(3) 0.070(2) -0.033(2) 0.023(2) 0.013(2) C3 0.0468(14) 0.066(2) 0.0417(13) -0.0075(12) 0.0244(11) -0.0035(12) C4 0.051(2) 0.058(2) 0.0414(13) -0.0023(12) 0.0218(12) 0.0030(11) C5 0.0359(13) 0.0519(14) 0.0433(13) 0.0001(11) 0.0106(10) -0.0034(12) C51 0.056(2) 0.079(2) 0.0436(15) 0.0041(15) 0.0091(12) -0.0088(14) C52 0.050(2) 0.056(2) 0.068(2) -0.0040(13) 0.0199(14) -0.0073(14) O1W 0.154(3) 0.048(2) 0.125(3) 0.000 0.088(3) 0.000 O2W 0.073(2) 0.101(2) 0.117(2) 0.0085(14) 0.0419(14) -0.0241(15) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Cl1 0.03806(5) 0.20361(10) 0.61348(5) 0.0737(3) Uani d . 1 Cl N1 0.08938(10) 0.6888(2) 0.74331(10) 0.0403(5) Uani d . 1 N H1A 0.06987(10) 0.7900(2) 0.75041(10) 0.048 Uiso d R 1 H N2 -0.05345(10) 0.5283(2) 0.63500(10) 0.0407(5) Uani d . 1 N H2A -0.03114(10) 0.4286(2) 0.63051(10) 0.049 Uiso d R 1 H H2B -0.04736(10) 0.5545(2) 0.68844(10) 0.049 Uiso d R 1 H C1 0.18294(14) 0.6648(3) 0.88516(14) 0.0483(6) Uani d . 1 C H11 0.15808(14) 0.7792(3) 0.90133(14) 0.058 Uiso d R 1 H H12 0.24488(14) 0.6393(3) 0.91233(14) 0.058 Uiso d R 1 H C2 0.17432(13) 0.6832(3) 0.79597(15) 0.0499(6) Uani d . 1 C H21 0.19633(13) 0.5840(3) 0.78118(15) 0.060 Uiso d R 1 H C21 0.2208(2) 0.8354(5) 0.7848(2) 0.0800(10) Uani d . 1 C H21A 0.2154(2) 0.8458(5) 0.7291(2) 0.096 Uiso d R 1 H H21B 0.2010(2) 0.9356(5) 0.8014(2) 0.096 Uiso d R 1 H H21C 0.2756(2) 0.8209(5) 0.8176(2) 0.096 Uiso d R 1 H C3 0.07616(14) 0.6617(3) 0.65736(13) 0.0491(6) Uani d . 1 C H3A 0.09861(14) 0.5553(3) 0.65112(13) 0.059 Uiso d R 1 H H3B 0.10234(14) 0.7490(3) 0.63894(13) 0.059 Uiso d R 1 H C4 -0.01167(14) 0.6619(3) 0.60675(14) 0.0488(6) Uani d . 1 C H4A -0.03374(14) 0.7700(3) 0.61121(14) 0.059 Uiso d R 1 H H4B -0.01937(14) 0.6433(3) 0.55093(14) 0.059 Uiso d R 1 H C5 -0.14316(13) 0.5109(3) 0.59343(14) 0.0448(6) Uani d . 1 C C51 -0.1639(2) 0.5001(4) 0.50194(14) 0.0619(8) Uani d . 1 C H51A -0.2202(2) 0.4902(4) 0.47509(14) 0.074 Uiso d R 1 H H51B -0.1457(2) 0.6002(4) 0.48363(14) 0.074 Uiso d R 1 H H51C -0.1385(2) 0.4032(4) 0.48978(14) 0.074 Uiso d R 1 H C52 -0.1651(2) 0.3467(3) 0.6252(2) 0.0584(7) Uani d . 1 C H52A -0.2211(2) 0.3284(3) 0.6013(2) 0.070 Uiso d R 1 H H52B -0.1378(2) 0.2547(3) 0.6116(2) 0.070 Uiso d R 1 H H52C -0.1497(2) 0.3536(3) 0.6829(2) 0.070 Uiso d R 1 H O1W 0.0000 1.0090(4) 0.7500 0.0985(11) Uani d S 1 O H1W1 -0.0075 1.0754(4) 0.7890 0.118 Uiso d R 1 H O2W -0.12233(13) 0.0212(3) 0.4854(2) 0.0949(8) Uani d . 1 O H1W2 -0.10657(13) -0.0437(3) 0.4505(2) 0.114 Uiso d R 1 H H2W2 -0.07710(13) 0.0701(3) 0.5243(2) 0.114 Uiso d R 1 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 '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 C3 N1 C2 . . 113.1(2) yes C4 N2 C5 . . 118.9(2) yes C5 C1 C2 2_556 . 116.6(2) yes N1 C2 C21 . . 113.0(2) no N1 C2 C1 . . 110.3(2) yes C21 C2 C1 . . 110.6(2) no N1 C3 C4 . . 110.9(2) yes N2 C4 C3 . . 110.6(2) yes C52 C5 C51 . . 110.3(2) no C52 C5 N2 . . 105.8(2) no C51 C5 N2 . . 109.2(2) no C52 C5 C1 . 2_556 112.2(2) no C51 C5 C1 . 2_556 110.4(2) no N2 C5 C1 . 2_556 108.8(2) yes 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 N1 C3 . 1.471(3) no N1 C2 . 1.486(3) no N2 C4 . 1.490(3) no N2 C5 . 1.531(3) no C1 C5 2_556 1.532(3) no C1 C2 . 1.539(3) no C2 C21 . 1.525(3) no C3 C4 . 1.520(3) no C5 C52 . 1.526(3) no C5 C51 . 1.530(3) no C5 C1 2_556 1.532(3) no 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_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C1 C2 N1 C3 . . . -164.9(2) yes C2 N1 C3 C4 . . . 177.8(2) yes N1 C3 C4 N2 . . . -58.5(3) yes C3 C4 N2 C5 . . . 178.2(2) yes C4 N2 C5 C1 . . 2_556 -69.1(2) yes N2 C5 C1 C2 . 2_556 2_556 -66.0(3) yes C5 C1 C2 N1 2_556 2_556 2_556 57.6(3) yes