data_MEPEACl _publ_contact_author ; Dr. Md. Alamgir Hossain Department of Chemistry Jackson State University 1325 Lynch Street Jackson, MS 39212, USA ; _publ_contact_author_email alamgir@chem.jsums.edu _publ_contact_author_fax 601-979-3748 _publ_contact_author_phone 601-979-3674 _publ_requested_journal 'Inorganic Chemistry Communications' loop_ _publ_author_name _publ_author_address 'Saeed, Musabbir A. ' ; Department of Chemistry Jackson State University 1325 Lynch Street JAckson, MS 39212, USA ; 'Dey, Kalpana Rani' ; Department of Chemistry Jackson State University 1325 Lynch Street Jackson, MS 39212, USA ; 'Mendy, John S.' ; Department of Chemistry Jackson State University 1325 Lynch Street Jackson, MS 39212, USA ; 'Fronczek, Frank R.' ; Department of Chemistry Louisiana State University Baton Rouge, LA 70803, USA 'Hossain, M. A.' ; Department of Chemistry Jackson State University Jackson 1325 Lynch Street Jackson, MS 39212, USA ; _publ_section_title ; Charge assisted recognition of two chlorides in the cavity of a methyl-hexaazamacrocycle ; ; _publ_section_acknowledgements ; This work was supported by National Institutes of Health, Division of National Center for Research Resources, under Grant Number G12RR013459. Purchase of the diffractometer was made possible by grant No. LEQSF (1999-2000)-ENH-TR-13, administered by the Louisiana Board of Regents. ; #============================================================ data_MEPEACL _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H48 N6, 6(Cl), 2.34(H2 O)' _chemical_formula_sum 'C26 H52.67 Cl6 N6 O2.34' _chemical_formula_weight 699.47 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' 'Cl' 'Cl' 0.1484 0.1585 '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' _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_cell_setting 'Monoclinic' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.925(3) _cell_length_b 12.736(2) _cell_length_c 12.453(3) _cell_angle_alpha 90 _cell_angle_beta 98.413(9) _cell_angle_gamma 90 _cell_volume 1714.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 90.0(5) _cell_measurement_reflns_used 3692 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 27.8 _exptl_crystal_description fragment _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 743 _exptl_absorpt_coefficient_mu 0.536 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.878 _exptl_absorpt_correction_T_max 0.914 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(5) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Nonius KappaCCD (with Oxford Cryostream)' _diffrn_measurement_method '\w and \f scans ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18451 _diffrn_reflns_av_R_equivalents 0.066 _diffrn_reflns_av_sigmaI/netI 0.0491 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.8 _diffrn_reflns_theta_max 27.9 _reflns_number_total 4083 _reflns_number_gt 3276 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius 1999)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_cell_refinement 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'Direct methods (SIR, Altomare, et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0285P)^2^+3.1216P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4083 _refine_ls_number_parameters 194 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.076 _refine_ls_R_factor_gt 0.054 _refine_ls_wR_factor_ref 0.122 _refine_ls_wR_factor_gt 0.113 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.47936(5) 0.62441(4) 0.62051(5) 0.02544(14) Uani 1 1 d . . . Cl2 Cl 0.79896(6) 0.13104(4) 0.67234(4) 0.02864(15) Uani 1 1 d . . . Cl3 Cl 0.71040(8) 0.84755(5) 0.42646(5) 0.0438(2) Uani 1 1 d . . . N1 N 0.47140(18) 0.85047(14) 0.70415(14) 0.0207(4) Uani 1 1 d . . . H1N H 0.4756 0.7822 0.6783 0.025 Uiso 1 1 calc R . . N2 N 0.72442(17) 0.75474(14) 0.65708(15) 0.0217(4) Uani 1 1 d . . . H21N H 0.7191 0.7752 0.5857 0.026 Uiso 1 1 calc R . . H22N H 0.6617 0.7076 0.6619 0.026 Uiso 1 1 calc R . . N3 N 0.76246(17) 0.24462(14) 0.45330(15) 0.0216(4) Uani 1 1 d . . . H31N H 0.7538 0.2161 0.5196 0.026 Uiso 1 1 calc R . . H32N H 0.6973 0.2898 0.4337 0.026 Uiso 1 1 calc R . . C1 C 0.5877(2) 0.90710(17) 0.68544(18) 0.0239(5) Uani 1 1 d . . . H1A H 0.5904 0.9760 0.7226 0.029 Uiso 1 1 calc R . . H1B H 0.5836 0.9207 0.6067 0.029 Uiso 1 1 calc R . . C2 C 0.7063(2) 0.84860(17) 0.72483(17) 0.0234(5) Uani 1 1 d . . . H2C H 0.7772 0.8969 0.7243 0.028 Uiso 1 1 calc R . . H2D H 0.7053 0.8258 0.8007 0.028 Uiso 1 1 calc R . . C3 C 0.8462(2) 0.70113(18) 0.69032(19) 0.0264(5) Uani 1 1 d . . . H3C H 0.8581 0.6884 0.7696 0.032 Uiso 1 1 calc R . . H3D H 0.9140 0.7474 0.6740 0.032 Uiso 1 1 calc R . . C4 C 0.8519(2) 0.59794(18) 0.63142(18) 0.0229(5) Uani 1 1 d . . . C5 C 0.8197(2) 0.59014(18) 0.51978(19) 0.0289(5) Uani 1 1 d . . . H5 H 0.7914 0.6508 0.4791 0.035 Uiso 1 1 calc R . . C6 C 0.8280(2) 0.49546(18) 0.46668(18) 0.0266(5) Uani 1 1 d . . . H6 H 0.8043 0.4914 0.3903 0.032 Uiso 1 1 calc R . . C7 C 0.8711(2) 0.40636(17) 0.52465(18) 0.0220(5) Uani 1 1 d . . . C8 C 0.9027(2) 0.41379(18) 0.63608(18) 0.0253(5) Uani 1 1 d . . . H8 H 0.9318 0.3533 0.6767 0.030 Uiso 1 1 calc R . . C9 C 0.8924(2) 0.50841(18) 0.68929(18) 0.0259(5) Uani 1 1 d . . . H9 H 0.9133 0.5119 0.7660 0.031 Uiso 1 1 calc R . . C10 C 0.8816(2) 0.30512(17) 0.46346(18) 0.0229(5) Uani 1 1 d . . . H10A H 0.9018 0.3210 0.3902 0.028 Uiso 1 1 calc R . . H10B H 0.9495 0.2620 0.5023 0.028 Uiso 1 1 calc R . . C11 C 0.7578(2) 0.15858(17) 0.37081(18) 0.0246(5) Uani 1 1 d . . . H11A H 0.8286 0.1105 0.3915 0.030 Uiso 1 1 calc R . . H11B H 0.7664 0.1895 0.2993 0.030 Uiso 1 1 calc R . . C12 C 0.3613(2) 0.90344(18) 0.6391(2) 0.0284(5) Uani 1 1 d . . . H12A H 0.3807 0.9176 0.5652 0.034 Uiso 1 1 calc R . . H12B H 0.3481 0.9720 0.6732 0.034 Uiso 1 1 calc R . . C13 C 0.4589(2) 0.84450(19) 0.82262(18) 0.0283(5) Uani 1 1 d . . . H13A H 0.4556 0.9157 0.8520 0.042 Uiso 1 1 calc R . . H13B H 0.5302 0.8071 0.8618 0.042 Uiso 1 1 calc R . . H13C H 0.3828 0.8068 0.8313 0.042 Uiso 1 1 calc R . . O1 O 0.9414(2) -0.07260(18) 0.5879(2) 0.0577(6) Uani 1 1 d D . . H1W H 0.905(3) -0.097(3) 0.522(2) 0.086 Uiso 1 1 d D . . H2W H 0.908(3) -0.0099(18) 0.600(3) 0.086 Uiso 1 1 d D . . O2 O 0.4610(12) 0.8722(9) 0.4384(10) 0.050(5) Uiso 0.170(7) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0242(3) 0.0141(3) 0.0378(3) -0.0017(2) 0.0038(2) -0.0005(2) Cl2 0.0438(4) 0.0207(3) 0.0220(3) 0.0025(2) 0.0068(2) 0.0006(2) Cl3 0.0817(5) 0.0198(3) 0.0266(3) 0.0011(2) -0.0028(3) 0.0048(3) N1 0.0294(10) 0.0130(9) 0.0196(9) -0.0026(7) 0.0031(8) 0.0000(8) N2 0.0247(10) 0.0184(9) 0.0223(9) -0.0035(7) 0.0041(8) -0.0030(8) N3 0.0253(10) 0.0194(9) 0.0207(9) 0.0006(7) 0.0048(8) 0.0049(8) C1 0.0321(13) 0.0166(11) 0.0244(11) -0.0002(9) 0.0085(10) -0.0033(10) C2 0.0317(13) 0.0186(11) 0.0201(10) -0.0064(8) 0.0049(9) -0.0042(10) C3 0.0252(12) 0.0260(12) 0.0267(11) -0.0061(9) -0.0009(10) -0.0016(10) C4 0.0203(11) 0.0244(12) 0.0237(11) -0.0036(9) 0.0023(9) -0.0022(9) C5 0.0367(14) 0.0215(12) 0.0269(12) 0.0013(9) -0.0010(10) 0.0065(10) C6 0.0340(13) 0.0235(12) 0.0206(11) 0.0004(9) -0.0014(10) 0.0036(10) C7 0.0218(11) 0.0218(11) 0.0230(11) -0.0008(9) 0.0057(9) 0.0011(9) C8 0.0320(13) 0.0226(12) 0.0212(11) 0.0045(9) 0.0038(10) 0.0008(10) C9 0.0313(13) 0.0280(13) 0.0188(10) 0.0010(9) 0.0049(10) -0.0041(10) C10 0.0250(12) 0.0200(11) 0.0238(11) 0.0010(9) 0.0036(9) 0.0016(9) C11 0.0314(13) 0.0182(11) 0.0243(11) -0.0034(9) 0.0046(10) 0.0053(10) C12 0.0342(14) 0.0175(11) 0.0328(12) 0.0011(9) 0.0028(11) 0.0031(10) C13 0.0374(14) 0.0309(13) 0.0182(11) -0.0003(9) 0.0097(10) -0.0061(11) O1 0.0411(13) 0.0524(14) 0.0805(17) -0.0072(12) 0.0124(12) 0.0011(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C13 1.503(3) . ? N1 C12 1.508(3) . ? N1 C1 1.509(3) . ? N1 H1N 0.9300 . ? N2 C2 1.493(3) . ? N2 C3 1.499(3) . ? N2 H21N 0.9200 . ? N2 H22N 0.9200 . ? N3 C11 1.498(3) . ? N3 C10 1.502(3) . ? N3 H31N 0.9200 . ? N3 H32N 0.9200 . ? C1 C2 1.513(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2C 0.9900 . ? C2 H2D 0.9900 . ? C3 C4 1.511(3) . ? C3 H3C 0.9900 . ? C3 H3D 0.9900 . ? C4 C9 1.386(3) . ? C4 C5 1.387(3) . ? C5 C6 1.385(3) . ? C5 H5 0.9500 . ? C6 C7 1.389(3) . ? C6 H6 0.9500 . ? C7 C8 1.383(3) . ? C7 C10 1.511(3) . ? C8 C9 1.388(3) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.512(3) 3_666 ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C11 1.512(3) 3_666 ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? O1 H1W 0.918(17) . ? O1 H2W 0.899(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13 N1 C12 111.73(19) . . ? C13 N1 C1 112.03(17) . . ? C12 N1 C1 109.09(17) . . ? C13 N1 H1N 107.9 . . ? C12 N1 H1N 107.9 . . ? C1 N1 H1N 107.9 . . ? C2 N2 C3 113.23(17) . . ? C2 N2 H21N 108.9 . . ? C3 N2 H21N 108.9 . . ? C2 N2 H22N 108.9 . . ? C3 N2 H22N 108.9 . . ? H21N N2 H22N 107.7 . . ? C11 N3 C10 112.02(17) . . ? C11 N3 H31N 109.2 . . ? C10 N3 H31N 109.2 . . ? C11 N3 H32N 109.2 . . ? C10 N3 H32N 109.2 . . ? H31N N3 H32N 107.9 . . ? N1 C1 C2 114.53(18) . . ? N1 C1 H1A 108.6 . . ? C2 C1 H1A 108.6 . . ? N1 C1 H1B 108.6 . . ? C2 C1 H1B 108.6 . . ? H1A C1 H1B 107.6 . . ? N2 C2 C1 112.91(18) . . ? N2 C2 H2C 109.0 . . ? C1 C2 H2C 109.0 . . ? N2 C2 H2D 109.0 . . ? C1 C2 H2D 109.0 . . ? H2C C2 H2D 107.8 . . ? N2 C3 C4 111.10(18) . . ? N2 C3 H3C 109.4 . . ? C4 C3 H3C 109.4 . . ? N2 C3 H3D 109.4 . . ? C4 C3 H3D 109.4 . . ? H3C C3 H3D 108.0 . . ? C9 C4 C5 118.5(2) . . ? C9 C4 C3 119.7(2) . . ? C5 C4 C3 121.8(2) . . ? C6 C5 C4 121.1(2) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 120.3(2) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 118.8(2) . . ? C8 C7 C10 122.6(2) . . ? C6 C7 C10 118.7(2) . . ? C7 C8 C9 120.8(2) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C4 C9 C8 120.5(2) . . ? C4 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? N3 C10 C7 110.57(18) . . ? N3 C10 H10A 109.5 . . ? C7 C10 H10A 109.5 . . ? N3 C10 H10B 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N3 C11 C12 112.36(19) . 3_666 ? N3 C11 H11A 109.1 . . ? C12 C11 H11A 109.1 3_666 . ? N3 C11 H11B 109.1 . . ? C12 C11 H11B 109.1 3_666 . ? H11A C11 H11B 107.9 . . ? N1 C12 C11 114.81(18) . 3_666 ? N1 C12 H12A 108.6 . . ? C11 C12 H12A 108.6 3_666 . ? N1 C12 H12B 108.6 . . ? C11 C12 H12B 108.6 3_666 . ? H12A C12 H12B 107.5 . . ? N1 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? H1W O1 H2W 109(2) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 N1 C1 C2 69.0(2) . . . . ? C12 N1 C1 C2 -166.79(18) . . . . ? C3 N2 C2 C1 175.57(19) . . . . ? N1 C1 C2 N2 71.0(2) . . . . ? C2 N2 C3 C4 171.18(19) . . . . ? N2 C3 C4 C9 -132.1(2) . . . . ? N2 C3 C4 C5 49.2(3) . . . . ? C9 C4 C5 C6 -0.3(4) . . . . ? C3 C4 C5 C6 178.5(2) . . . . ? C4 C5 C6 C7 -1.0(4) . . . . ? C5 C6 C7 C8 1.3(4) . . . . ? C5 C6 C7 C10 -178.6(2) . . . . ? C6 C7 C8 C9 -0.3(4) . . . . ? C10 C7 C8 C9 179.6(2) . . . . ? C5 C4 C9 C8 1.2(4) . . . . ? C3 C4 C9 C8 -177.6(2) . . . . ? C7 C8 C9 C4 -1.0(4) . . . . ? C11 N3 C10 C7 165.76(18) . . . . ? C8 C7 C10 N3 91.2(3) . . . . ? C6 C7 C10 N3 -88.8(3) . . . . ? C10 N3 C11 C12 179.40(18) . . . 3_666 ? C13 N1 C12 C11 -69.0(2) . . . 3_666 ? C1 N1 C12 C11 166.59(19) . . . 3_666 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N Cl1 0.93 2.14 3.0674(18) 178.1 . N2 H21N Cl3 0.92 2.18 3.089(2) 171.3 . N2 H22N Cl1 0.92 2.25 3.126(2) 159.5 . N2 H22N Cl1 0.92 2.25 3.126(2) 159.5 . N3 H32N Cl1 0.92 2.23 3.146(2) 170.6 3_666 O1 H1W Cl3 0.918(17) 2.39(3) 3.156(3) 141(3) 1_545 O1 H2W Cl2 0.899(17) 2.403(19) 3.276(2) 164(3) . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.0 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.61 _refine_diff_density_min -0.52 _refine_diff_density_rms 0.072 # END OF CIF