#------------------------------------------------------------------------------ #$Date: 2011-01-03 14:48:23 +0200 (Mon, 03 Jan 2011) $ #$Revision: 5312 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/7101861.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_7101861 loop_ _publ_author_name 'Wang, Yaobing' 'Fu, Hongbing' 'Peng, Aidong' 'Zhao, Yongsheng' 'Ma, Jinshi' 'Ma, Ying' 'Yao, Jiannian' _publ_section_title ; Distinct nanostructures from isomeric molecules of bis(iminopyrrole) benzenes: effects of molecular structures on nanostructural morphologies. ; _journal_issue 16 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 1623 _journal_page_last 1625 _journal_year 2007 _chemical_formula_sum 'C16 H14 N4' _chemical_formula_weight 262.31 _chemical_name_systematic ; ? ; _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 90.888(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.894(2) _cell_length_b 9.1577(18) _cell_length_c 14.177(3) _cell_measurement_reflns_used 1273 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20.98 _cell_measurement_theta_min 2.65 _cell_volume 1414.2(5) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega 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 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0490 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 9359 _diffrn_reflns_theta_full 28.25 _diffrn_reflns_theta_max 28.25 _diffrn_reflns_theta_min 2.34 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_T_max 0.991 _exptl_absorpt_correction_T_min 0.980 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 552 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.141 _refine_diff_density_min -0.161 _refine_diff_density_rms 0.035 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 189 _refine_ls_number_reflns 3441 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.018 _refine_ls_R_factor_all 0.1153 _refine_ls_R_factor_gt 0.0497 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0813P)^2^+0.0438P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1404 _refine_ls_wR_factor_ref 0.1666 _reflns_number_gt 1668 _reflns_number_total 3441 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file b701327b.txt _[local]_cod_data_source_block 50315a _[local]_cod_cif_authors_sg_H-M P2(1)/n _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_database_code 7101861 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_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 N1 N 1.03635(15) 0.25811(16) 0.47965(10) 0.0560(4) Uani 1 1 d . N2 N 0.61311(15) 0.18870(17) 0.69895(11) 0.0582(5) Uani 1 1 d . N3 N 1.26607(16) 0.29191(18) 0.37897(12) 0.0606(5) Uani 1 1 d . H3A H 1.202(2) 0.282(3) 0.3317(17) 0.098(8) Uiso 1 1 d . N4 N 0.39234(16) 0.1457(2) 0.80862(12) 0.0618(5) Uani 1 1 d . H4 H 0.448(2) 0.194(2) 0.8458(15) 0.077(7) Uiso 1 1 d . C1 C 0.93038(17) 0.2435(2) 0.53581(12) 0.0519(5) Uani 1 1 d . C2 C 0.86049(17) 0.1172(2) 0.52628(14) 0.0610(5) Uani 1 1 d . H2 H 0.8843 0.0454 0.4839 0.073 Uiso 1 1 calc R C3 C 0.75662(17) 0.0971(2) 0.57865(13) 0.0617(5) Uani 1 1 d . H3 H 0.7125 0.0106 0.5725 0.074 Uiso 1 1 calc R C4 C 0.71660(17) 0.2038(2) 0.64063(12) 0.0525(5) Uani 1 1 d . C5 C 0.78536(19) 0.3313(2) 0.64796(14) 0.0622(6) Uani 1 1 d . H5 H 0.7597 0.4050 0.6882 0.075 Uiso 1 1 calc R C6 C 0.89067(18) 0.3509(2) 0.59688(13) 0.0611(5) Uani 1 1 d . H6 H 0.9354 0.4369 0.6035 0.073 Uiso 1 1 calc R C7 C 1.13766(19) 0.2888(2) 0.52113(13) 0.0580(5) Uani 1 1 d . H7 H 1.1372 0.3014 0.5862 0.070 Uiso 1 1 calc R C8 C 1.25157(18) 0.3052(2) 0.47438(14) 0.0570(5) Uani 1 1 d . C9 C 1.3664(2) 0.3286(3) 0.51274(16) 0.0753(7) Uani 1 1 d . H9 H 1.3847 0.3417 0.5765 0.090 Uiso 1 1 calc R C10 C 1.4503(2) 0.3293(3) 0.44022(19) 0.0878(8) Uani 1 1 d . H10 H 1.5347 0.3426 0.4464 0.105 Uiso 1 1 calc R C11 C 1.3864(2) 0.3072(3) 0.35860(17) 0.0766(7) Uani 1 1 d . H11 H 1.4197 0.3031 0.2986 0.092 Uiso 1 1 calc R C12 C 0.52212(19) 0.1128(2) 0.66933(14) 0.0664(6) Uani 1 1 d . H12 H 0.5276 0.0699 0.6101 0.080 Uiso 1 1 calc R C13 C 0.41295(18) 0.0893(2) 0.72090(13) 0.0626(5) Uani 1 1 d . C14 C 0.3076(2) 0.0178(3) 0.69430(16) 0.0886(8) Uani 1 1 d . H14 H 0.2948 -0.0315 0.6376 0.106 Uiso 1 1 calc R C15 C 0.2233(2) 0.0311(3) 0.76602(17) 0.0898(8) Uani 1 1 d . H15 H 0.1439 -0.0061 0.7661 0.108 Uiso 1 1 calc R C16 C 0.27835(19) 0.1084(3) 0.83575(16) 0.0767(7) Uani 1 1 d . H16 H 0.2434 0.1322 0.8932 0.092 Uiso 1 1 calc R 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 N1 0.0503(10) 0.0594(10) 0.0587(9) 0.0018(7) 0.0094(8) -0.0048(8) N2 0.0551(11) 0.0627(10) 0.0572(9) 0.0052(7) 0.0119(8) -0.0045(8) N3 0.0501(11) 0.0681(11) 0.0640(11) -0.0029(8) 0.0114(9) -0.0040(8) N4 0.0483(11) 0.0748(12) 0.0625(11) 0.0017(9) 0.0071(9) -0.0052(9) C1 0.0477(11) 0.0559(11) 0.0523(10) 0.0073(8) 0.0081(9) 0.0010(9) C2 0.0527(12) 0.0606(12) 0.0701(12) -0.0100(10) 0.0115(10) -0.0006(10) C3 0.0545(13) 0.0567(12) 0.0741(13) -0.0038(10) 0.0071(10) -0.0064(9) C4 0.0521(12) 0.0562(11) 0.0494(10) 0.0056(8) 0.0065(9) -0.0016(9) C5 0.0702(14) 0.0548(12) 0.0622(11) -0.0045(9) 0.0201(11) -0.0028(10) C6 0.0676(14) 0.0518(11) 0.0644(12) 0.0012(9) 0.0169(11) -0.0095(10) C7 0.0578(14) 0.0577(12) 0.0586(11) 0.0037(9) 0.0075(10) 0.0020(10) C8 0.0498(12) 0.0596(12) 0.0617(12) 0.0010(9) 0.0052(10) 0.0003(9) C9 0.0537(14) 0.0968(18) 0.0754(14) -0.0094(12) -0.0007(12) 0.0041(12) C10 0.0451(13) 0.120(2) 0.0984(18) -0.0201(15) 0.0077(13) -0.0059(13) C11 0.0551(15) 0.0934(17) 0.0819(15) -0.0112(12) 0.0207(12) -0.0087(12) C12 0.0627(14) 0.0847(15) 0.0519(11) 0.0007(10) 0.0055(10) -0.0042(12) C13 0.0535(13) 0.0815(14) 0.0529(11) 0.0030(10) 0.0061(10) -0.0088(11) C14 0.0723(16) 0.127(2) 0.0664(14) -0.0090(13) 0.0018(12) -0.0304(15) C15 0.0592(15) 0.131(2) 0.0795(16) 0.0030(14) 0.0067(13) -0.0288(15) C16 0.0490(14) 0.1057(18) 0.0760(14) 0.0041(13) 0.0160(12) -0.0103(12) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C7 N1 C1 117.93(16) C12 N2 C4 118.86(17) C11 N3 C8 109.17(19) C11 N3 H3A 123.6(14) C8 N3 H3A 127.0(14) C16 N4 C13 109.17(19) C16 N4 H4 124.4(14) C13 N4 H4 126.2(14) C6 C1 C2 118.42(17) C6 C1 N1 123.29(17) C2 C1 N1 118.25(16) C3 C2 C1 120.89(18) C3 C2 H2 119.6 C1 C2 H2 119.6 C2 C3 C4 121.04(18) C2 C3 H3 119.5 C4 C3 H3 119.5 C3 C4 C5 117.67(18) C3 C4 N2 124.15(17) C5 C4 N2 118.14(17) C6 C5 C4 121.47(17) C6 C5 H5 119.3 C4 C5 H5 119.3 C5 C6 C1 120.48(18) C5 C6 H6 119.8 C1 C6 H6 119.8 N1 C7 C8 124.30(18) N1 C7 H7 117.9 C8 C7 H7 117.9 N3 C8 C9 106.68(18) N3 C8 C7 124.40(19) C9 C8 C7 128.84(19) C8 C9 C10 108.3(2) C8 C9 H9 125.8 C10 C9 H9 125.8 C11 C10 C9 107.2(2) C11 C10 H10 126.4 C9 C10 H10 126.4 N3 C11 C10 108.6(2) N3 C11 H11 125.7 C10 C11 H11 125.7 N2 C12 C13 124.36(19) N2 C12 H12 117.8 C13 C12 H12 117.8 N4 C13 C14 106.39(18) N4 C13 C12 124.11(19) C14 C13 C12 129.4(2) C13 C14 C15 108.5(2) C13 C14 H14 125.7 C15 C14 H14 125.7 C16 C15 C14 106.9(2) C16 C15 H15 126.5 C14 C15 H15 126.5 C15 C16 N4 108.9(2) C15 C16 H16 125.5 N4 C16 H16 125.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C7 1.274(2) N1 C1 1.419(2) N2 C12 1.276(2) N2 C4 1.415(2) N3 C11 1.354(3) N3 C8 1.370(2) N3 H3A 0.96(2) N4 C16 1.350(2) N4 C13 1.368(2) N4 H4 0.91(2) C1 C6 1.384(3) C1 C2 1.390(3) C2 C3 1.375(2) C2 H2 0.9300 C3 C4 1.389(3) C3 H3 0.9300 C4 C5 1.390(3) C5 C6 1.378(3) C5 H5 0.9300 C6 H6 0.9300 C7 C8 1.424(3) C7 H7 0.9300 C8 C9 1.373(3) C9 C10 1.387(3) C9 H9 0.9300 C10 C11 1.356(3) C10 H10 0.9300 C11 H11 0.9300 C12 C13 1.422(3) C12 H12 0.9300 C13 C14 1.369(3) C14 C15 1.386(3) C14 H14 0.9300 C15 C16 1.349(3) C15 H15 0.9300 C16 H16 0.9300 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 N3 H3A N2 0.96(2) 2.12(3) 3.032(3) 157(2) 4_665 N4 H4 N1 0.91(2) 2.16(2) 3.000(3) 152.9(18) 4_566 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 C7 N1 C1 C6 54.8(2) C7 N1 C1 C2 -127.7(2) C6 C1 C2 C3 -2.2(3) N1 C1 C2 C3 -179.84(17) C1 C2 C3 C4 1.8(3) C2 C3 C4 C5 -0.2(3) C2 C3 C4 N2 -177.83(17) C12 N2 C4 C3 -32.3(3) C12 N2 C4 C5 150.06(19) C3 C4 C5 C6 -1.0(3) N2 C4 C5 C6 176.80(17) C4 C5 C6 C1 0.6(3) C2 C1 C6 C5 1.1(3) N1 C1 C6 C5 178.53(17) C1 N1 C7 C8 179.23(16) C11 N3 C8 C9 -0.2(2) C11 N3 C8 C7 -177.19(19) N1 C7 C8 N3 0.9(3) N1 C7 C8 C9 -175.3(2) N3 C8 C9 C10 0.0(2) C7 C8 C9 C10 176.8(2) C8 C9 C10 C11 0.3(3) C8 N3 C11 C10 0.4(3) C9 C10 C11 N3 -0.4(3) C4 N2 C12 C13 -179.92(18) C16 N4 C13 C14 0.8(3) C16 N4 C13 C12 177.3(2) N2 C12 C13 N4 0.1(3) N2 C12 C13 C14 175.8(2) N4 C13 C14 C15 0.1(3) C12 C13 C14 C15 -176.2(2) C13 C14 C15 C16 -0.8(3) C14 C15 C16 N4 1.3(3) C13 N4 C16 C15 -1.3(3)