#------------------------------------------------------------------------------ #$Date: 2014-07-12 07:06:18 +0300 (Sat, 12 Jul 2014) $ #$Revision: 120112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/20/17/7201771.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7201771 loop_ _publ_author_name 'Goswami, Shyamaprosad' 'Jana, Subrata' 'Fun, Hoong-Kun' _publ_section_title ; Recognition of dicarboxylic acids by 3,3′-bipyridine amide based receptors and its supramolecular behavior in solid state ; _journal_issue 5 _journal_name_full CrystEngComm _journal_page_first 507 _journal_volume 10 _journal_year 2008 _chemical_formula_sum 'C30 H36 N4 O6' _chemical_formula_weight 548.63 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 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 93.739(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 6.4295(3) _cell_length_b 9.8850(4) _cell_length_c 21.8431(9) _cell_measurement_reflns_used 3225 _cell_measurement_temperature 100.0(1) _cell_measurement_theta_max 30.81 _cell_measurement_theta_min 1.87 _cell_volume 1385.30(10) _computing_cell_refinement APEX2 _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_molecular_graphics SHELXTL _computing_publication_material ; SHELXTL and PLATON (Spek, 2003) ; _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1998)' _diffrn_ambient_temperature 100.0(1) _diffrn_detector_area_resol_mean 8.33 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type ; Brucker SMART APEX2 CCD diffractometer ; _diffrn_measurement_method '\w scans' _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 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0540 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 17515 _diffrn_reflns_theta_full 30.81 _diffrn_reflns_theta_max 30.81 _diffrn_reflns_theta_min 1.87 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_correction_T_min 0.9491 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker, 2005)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Plate _exptl_crystal_F_000 584 _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.09 _refine_diff_density_max 0.377 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.056 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 253 _refine_ls_number_reflns 4325 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.085 _refine_ls_R_factor_all 0.0835 _refine_ls_R_factor_gt 0.0523 _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^)+(0.0636P)^2^+0.0469P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1199 _refine_ls_wR_factor_ref 0.1337 _reflns_number_gt 2950 _reflns_number_total 4325 _reflns_threshold_expression 'I > 2\s(I)' _[local]_cod_data_source_file b715136e.txt _[local]_cod_data_source_block spg376b _[local]_cod_cif_authors_sg_H-M P21/c _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_original_cell_volume 1385.3(1) _cod_database_code 7201771 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' 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 O1 O 0.46055(18) 0.20324(9) 0.15766(5) 0.0318(3) Uani 1 1 d . . . O2 O 0.45613(16) 0.79729(10) 0.09654(5) 0.0271(3) Uani 1 1 d . . . O3 O 0.19477(16) 0.69011(10) 0.13800(5) 0.0314(3) Uani 1 1 d . . . N1 N 0.62397(18) 0.56130(11) 0.07535(5) 0.0211(3) Uani 1 1 d . . . N2 N 0.41336(19) 0.42253(12) 0.12859(5) 0.0216(3) Uani 1 1 d . . . C1 C 0.7854(2) 0.58396(14) 0.04071(6) 0.0220(3) Uani 1 1 d . . . C2 C 0.9079(2) 0.48304(13) 0.01735(5) 0.0180(3) Uani 1 1 d . . . C3 C 0.8441(2) 0.35073(14) 0.02858(6) 0.0216(3) Uani 1 1 d . . . C4 C 0.6758(2) 0.32449(13) 0.06320(6) 0.0223(3) Uani 1 1 d . . . C5 C 0.5730(2) 0.43341(13) 0.08817(6) 0.0188(3) Uani 1 1 d . . . C6 C 0.3788(2) 0.31256(13) 0.16561(6) 0.0204(3) Uani 1 1 d . . . C7 C 0.2349(2) 0.33920(13) 0.21772(6) 0.0205(3) Uani 1 1 d . . . C8 C 0.0142(2) 0.36940(17) 0.19121(7) 0.0296(3) Uani 1 1 d . . . C9 C 0.3212(3) 0.45886(16) 0.25683(7) 0.0277(3) Uani 1 1 d . . . C10 C 0.2326(3) 0.21223(15) 0.25819(7) 0.0294(4) Uani 1 1 d . . . C11 C 0.2741(2) 0.79397(13) 0.12076(6) 0.0211(3) Uani 1 1 d . . . C12 C 0.1715(2) 0.93138(14) 0.12324(6) 0.0228(3) Uani 1 1 d . . . C13 C 0.0810(2) 0.97060(13) 0.06001(6) 0.0202(3) Uani 1 1 d . . . C14 C -0.1300(2) 0.95379(13) 0.04353(6) 0.0216(3) Uani 1 1 d . . . C15 C -0.2106(2) 0.98145(13) -0.01567(6) 0.0218(3) Uani 1 1 d . . . H1 H 0.812(3) 0.6781(17) 0.0327(7) 0.026(4) Uiso 1 1 d . . . H3 H 0.914(2) 0.2748(16) 0.0139(7) 0.021(4) Uiso 1 1 d . . . H4 H 0.629(3) 0.2358(18) 0.0697(7) 0.028(4) Uiso 1 1 d . . . H8A H -0.079(3) 0.3865(18) 0.2261(7) 0.037(5) Uiso 1 1 d . . . H8B H 0.013(3) 0.4512(18) 0.1641(7) 0.033(4) Uiso 1 1 d . . . H8C H -0.040(3) 0.2867(19) 0.1661(8) 0.040(5) Uiso 1 1 d . . . H9A H 0.243(3) 0.4670(17) 0.2939(8) 0.033(4) Uiso 1 1 d . . . H9B H 0.476(3) 0.4439(19) 0.2676(8) 0.043(5) Uiso 1 1 d . . . H9C H 0.303(3) 0.5446(19) 0.2333(7) 0.036(5) Uiso 1 1 d . . . H10A H 0.181(3) 0.133(2) 0.2330(8) 0.044(5) Uiso 1 1 d . . . H10B H 0.137(3) 0.2281(17) 0.2917(7) 0.030(4) Uiso 1 1 d . . . H10C H 0.379(3) 0.190(2) 0.2767(8) 0.046(5) Uiso 1 1 d . . . H12A H 0.058(2) 0.9265(15) 0.1513(7) 0.023(4) Uiso 1 1 d . . . H12B H 0.276(3) 0.9914(17) 0.1389(7) 0.027(4) Uiso 1 1 d . . . H14A H -0.227(3) 0.9195(17) 0.0729(7) 0.032(4) Uiso 1 1 d . . . H15A H -0.355(3) 0.9679(16) -0.0257(6) 0.023(4) Uiso 1 1 d . . . H1N2 H 0.349(3) 0.4970(18) 0.1356(7) 0.028(4) Uiso 1 1 d . . . H1O2 H 0.518(3) 0.700(2) 0.0933(9) 0.065(7) Uiso 1 1 d . . . 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 O1 0.0418(7) 0.0171(5) 0.0387(6) 0.0036(4) 0.0203(5) 0.0037(4) O2 0.0234(6) 0.0174(5) 0.0418(6) 0.0016(4) 0.0119(5) 0.0011(4) O3 0.0300(6) 0.0226(5) 0.0434(6) 0.0073(4) 0.0157(5) 0.0027(4) N1 0.0203(6) 0.0172(5) 0.0265(6) 0.0030(4) 0.0067(5) 0.0021(4) N2 0.0225(6) 0.0174(6) 0.0259(6) 0.0026(4) 0.0091(5) 0.0037(5) C1 0.0219(7) 0.0170(6) 0.0277(7) 0.0041(5) 0.0071(6) 0.0011(5) C2 0.0189(7) 0.0175(6) 0.0177(6) 0.0010(4) 0.0021(5) 0.0002(5) C3 0.0239(7) 0.0176(6) 0.0240(6) -0.0023(5) 0.0074(6) -0.0002(5) C4 0.0258(8) 0.0158(6) 0.0260(6) -0.0012(5) 0.0074(6) -0.0025(5) C5 0.0179(7) 0.0184(6) 0.0203(6) 0.0016(5) 0.0030(5) -0.0003(5) C6 0.0207(7) 0.0181(6) 0.0229(6) 0.0007(5) 0.0046(5) -0.0011(5) C7 0.0217(7) 0.0181(6) 0.0224(6) 0.0000(5) 0.0060(5) -0.0016(5) C8 0.0230(8) 0.0368(9) 0.0294(7) 0.0006(6) 0.0042(6) -0.0005(7) C9 0.0333(9) 0.0258(8) 0.0246(7) -0.0030(6) 0.0064(6) -0.0072(6) C10 0.0384(10) 0.0227(7) 0.0286(7) 0.0041(6) 0.0135(7) 0.0004(6) C11 0.0220(7) 0.0216(7) 0.0198(6) 0.0000(5) 0.0026(5) 0.0013(5) C12 0.0236(8) 0.0201(7) 0.0252(7) -0.0012(5) 0.0047(6) 0.0026(6) C13 0.0234(8) 0.0122(6) 0.0255(6) -0.0010(5) 0.0057(5) 0.0027(5) C14 0.0222(7) 0.0152(6) 0.0284(7) 0.0010(5) 0.0093(6) 0.0019(5) C15 0.0174(7) 0.0166(6) 0.0320(7) -0.0013(5) 0.0066(6) 0.0008(5) 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' 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 C5 N1 C1 118.93(11) . . ? C6 N2 C5 125.57(11) . . ? N1 C1 C2 124.40(12) . . ? C1 C2 C3 115.36(11) . . ? C1 C2 C2 121.03(14) . 3_765 ? C3 C2 C2 123.62(14) . 3_765 ? C4 C3 C2 121.33(12) . . ? C3 C4 C5 118.48(12) . . ? N1 C5 C4 121.23(11) . . ? N1 C5 N2 113.79(11) . . ? C4 C5 N2 124.98(11) . . ? O1 C6 N2 121.80(11) . . ? O1 C6 C7 122.95(11) . . ? N2 C6 C7 115.24(11) . . ? C8 C7 C10 109.54(12) . . ? C8 C7 C6 110.03(11) . . ? C10 C7 C6 108.39(11) . . ? C8 C7 C9 110.63(12) . . ? C10 C7 C9 108.96(12) . . ? C6 C7 C9 109.26(11) . . ? O3 C11 O2 123.18(12) . . ? O3 C11 C12 123.61(12) . . ? O2 C11 C12 113.19(11) . . ? C11 C12 C13 109.88(11) . . ? C14 C13 C15 118.40(13) . 3_575 ? C14 C13 C12 121.07(11) . . ? C15 C13 C12 120.45(13) 3_575 . ? C15 C14 C13 121.06(12) . . ? C14 C15 C13 120.52(14) . 3_575 ? 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 O1 C6 1.2189(15) . ? O2 C11 1.3156(15) . ? O3 C11 1.2171(16) . ? N1 C5 1.3402(16) . ? N1 C1 1.3428(16) . ? N2 C6 1.3814(16) . ? N2 C5 1.4011(15) . ? C1 C2 1.3884(18) . ? C2 C3 1.3972(19) . ? C2 C2 1.486(2) 3_765 ? C3 C4 1.3845(17) . ? C4 C5 1.3931(18) . ? C6 C7 1.5356(16) . ? C7 C8 1.527(2) . ? C7 C10 1.5358(19) . ? C7 C9 1.541(2) . ? C11 C12 1.5127(19) . ? C12 C13 1.514(2) . ? C13 C14 1.390(2) . ? C13 C15 1.4008(17) 3_575 ? C14 C15 1.388(2) . ? C15 C13 1.4008(17) 3_575 ? 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 C5 N1 C1 C2 -0.9(2) . . . . ? N1 C1 C2 C3 4.3(2) . . . . ? N1 C1 C2 C2 -176.12(15) . . . 3_765 ? C1 C2 C3 C4 -2.9(2) . . . . ? C2 C2 C3 C4 177.51(15) 3_765 . . . ? C2 C3 C4 C5 -1.5(2) . . . . ? C1 N1 C5 C4 -4.0(2) . . . . ? C1 N1 C5 N2 175.12(12) . . . . ? C3 C4 C5 N1 5.2(2) . . . . ? C3 C4 C5 N2 -173.85(13) . . . . ? C6 N2 C5 N1 -156.17(13) . . . . ? C6 N2 C5 C4 22.9(2) . . . . ? C5 N2 C6 O1 -14.7(2) . . . . ? C5 N2 C6 C7 164.06(13) . . . . ? O1 C6 C7 C8 -114.88(16) . . . . ? N2 C6 C7 C8 66.33(16) . . . . ? O1 C6 C7 C10 4.9(2) . . . . ? N2 C6 C7 C10 -173.91(13) . . . . ? O1 C6 C7 C9 123.48(16) . . . . ? N2 C6 C7 C9 -55.31(16) . . . . ? O3 C11 C12 C13 -102.24(16) . . . . ? O2 C11 C12 C13 76.07(15) . . . . ? C11 C12 C13 C14 99.19(14) . . . . ? C11 C12 C13 C15 -77.61(16) . . . 3_575 ? C15 C13 C14 C15 1.1(2) 3_575 . . . ? C12 C13 C14 C15 -175.76(12) . . . . ? C13 C14 C15 C13 -1.1(2) . . . 3_575 ? _journal_paper_doi 10.1039/b715136e