#------------------------------------------------------------------------------ #$Date: 2015-01-23 12:30:19 +0000 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/70/2007069.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, Yurii A.' 'Bocelli, Gabriele' 'Fonari, Marina S.' 'Ganin, Edward V.' 'Popkov, Yurii 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_paper_doi 10.1107/S0108270197013292 _journal_volume 54 _journal_year 1998 _chemical_formula_iupac 'C16 H38 N4 2+ , 2Cl- , 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 ? _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 .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 .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_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _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 .0834(6) .0642(5) .0835(6) .0135(4) .0420(4) -.0037(4) N1 .0378(11) .0474(11) .0396(10) .0018(9) .0185(8) .0005(9) N2 .0405(11) .0452(11) .0380(10) .0042(9) .0159(9) -.0020(9) C1 .0381(13) .055(2) .0481(15) -.0050(11) .0112(11) .0001(12) C2 .0371(13) .062(2) .0539(15) -.0058(12) .0206(12) .0037(12) C21 .061(2) .108(3) .070(2) -.033(2) .023(2) .013(2) C3 .0468(14) .066(2) .0417(13) -.0075(12) .0244(11) -.0035(12) C4 .051(2) .058(2) .0414(13) -.0023(12) .0218(12) .0030(11) C5 .0359(13) .0519(14) .0433(13) .0001(11) .0106(10) -.0034(12) C51 .056(2) .079(2) .0436(15) .0041(15) .0091(12) -.0088(14) C52 .050(2) .056(2) .068(2) -.0040(13) .0199(14) -.0073(14) O1W .154(3) .048(2) .125(3) .000 .088(3) .000 O2W .073(2) .101(2) .117(2) .0085(14) .0419(14) -.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_disorder_group _atom_site_type_symbol Cl1 .03806(5) .20361(10) .61348(5) .0737(3) Uani d . 1 . Cl N1 .08938(10) .6888(2) .74331(10) .0403(5) Uani d . 1 . N H1A .06987(10) .7900(2) .75041(10) .048 Uiso d R 1 . H N2 -.05345(10) .5283(2) .63500(10) .0407(5) Uani d . 1 . N H2A -.03114(10) .4286(2) .63051(10) .049 Uiso d R 1 . H H2B -.04736(10) .5545(2) .68844(10) .049 Uiso d R 1 . H C1 .18294(14) .6648(3) .88516(14) .0483(6) Uani d . 1 . C H11 .15808(14) .7792(3) .90133(14) .058 Uiso d R 1 . H H12 .24488(14) .6393(3) .91233(14) .058 Uiso d R 1 . H C2 .17432(13) .6832(3) .79597(15) .0499(6) Uani d . 1 . C H21 .19633(13) .5840(3) .78118(15) .060 Uiso d R 1 . H C21 .2208(2) .8354(5) .7848(2) .0800(10) Uani d . 1 . C H21A .2154(2) .8458(5) .7291(2) .096 Uiso d R 1 . H H21B .2010(2) .9356(5) .8014(2) .096 Uiso d R 1 . H H21C .2756(2) .8209(5) .8176(2) .096 Uiso d R 1 . H C3 .07616(14) .6617(3) .65736(13) .0491(6) Uani d . 1 . C H3A .09861(14) .5553(3) .65112(13) .059 Uiso d R 1 . H H3B .10234(14) .7490(3) .63894(13) .059 Uiso d R 1 . H C4 -.01167(14) .6619(3) .60675(14) .0488(6) Uani d . 1 . C H4A -.03374(14) .7700(3) .61121(14) .059 Uiso d R 1 . H H4B -.01937(14) .6433(3) .55093(14) .059 Uiso d R 1 . H C5 -.14316(13) .5109(3) .59343(14) .0448(6) Uani d . 1 . C C51 -.1639(2) .5001(4) .50194(14) .0619(8) Uani d . 1 . C H51A -.2202(2) .4902(4) .47509(14) .074 Uiso d R 1 . H H51B -.1457(2) .6002(4) .48363(14) .074 Uiso d R 1 . H H51C -.1385(2) .4032(4) .48978(14) .074 Uiso d R 1 . H C52 -.1651(2) .3467(3) .6252(2) .0584(7) Uani d . 1 . C H52A -.2211(2) .3284(3) .6013(2) .070 Uiso d R 1 . H H52B -.1378(2) .2547(3) .6116(2) .070 Uiso d R 1 . H H52C -.1497(2) .3536(3) .6829(2) .070 Uiso d R 1 . H O1W .0000 1.0090(4) .7500 .0985(11) Uani d S 1 . O H1W1 -.0075 1.0754(4) .7890 .118 Uiso d R 1 . H O2W -.12233(13) .0212(3) .4854(2) .0949(8) Uani d . 1 . O H1W2 -.10657(13) -.0437(3) .4505(2) .114 Uiso d R 1 . H H2W2 -.07710(13) .0701(3) .5243(2) .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