#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/01/2200184.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_2200184 loop_ _publ_author_name 'Wang, Kezhi' 'Wang, Zheming' 'Yan, Chunhua' _publ_section_title ; 2-[4-(Dimethylamino)phenyl]ethylene-1,1-dinitrile ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o214 _journal_page_last o215 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C12 H11 N3' _chemical_formula_moiety 'C12 H11 N3' _chemical_formula_sum 'C12 H11 N3' _chemical_formula_weight 197.24 _chemical_name_systematic ; 2-[4-(Dimethylamino)phenyl]ethylene-1,1-dinitrile ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _cell_angle_alpha 90.00 _cell_angle_beta 100.600(7) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 3.9972(4) _cell_length_b 14.0618(17) _cell_length_c 9.5477(11) _cell_measurement_reflns_used 8650 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 27.51 _cell_measurement_theta_min 4.34 _cell_volume 527.50(10) _computing_cell_refinement 'HKL SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius B. V., 1998)' _computing_data_reduction 'HKL DENZO (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1998)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean .76 _diffrn_measured_fraction_theta_full .979 _diffrn_measured_fraction_theta_max .979 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method CCD _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0400 _diffrn_reflns_av_sigmaI/netI .0274 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 8650 _diffrn_reflns_theta_full 27.51 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_min 4.34 _diffrn_standards_decay_% none _exptl_absorpt_coefficient_mu .077 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 208 _exptl_crystal_size_max .50 _exptl_crystal_size_mid .33 _exptl_crystal_size_min .25 _refine_diff_density_max .115 _refine_diff_density_min -.118 _refine_ls_extinction_coef .18(5) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 139 _refine_ls_number_reflns 1239 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.060 _refine_ls_R_factor_all .0485 _refine_ls_R_factor_gt .0386 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0599P)^2^+0.0411P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1057 _reflns_number_gt 1067 _reflns_number_total 1239 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file na6047.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21' _cod_database_code 2200184 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 .2312(8) 1.14461(18) .1238(3) .0861(8) Uani d . 1 . . N N2 -.3504(6) 1.00734(18) -.2481(2) .0715(6) Uani d . 1 . . N N3 1.0065(6) .74834(14) .5228(2) .0541(5) Uani d . 1 . . N C1 .1540(7) 1.07409(19) .0677(3) .0585(6) Uani d . 1 . . C C2 -.1712(6) .9990(2) -.1409(2) .0555(6) Uani d . 1 . . C C3 .0522(6) .98748(18) -.0064(2) .0501(5) Uani d . 1 . . C C4 .1575(6) .89822(16) .0384(2) .0509(6) Uani d . 1 . . C H1 .0698 .8500 -.0244 .061 Uiso calc R 1 . . H C5 .3772(5) .86581(16) .1637(2) .0468(5) Uani d . 1 . . C C6 .5169(6) .92172(16) .2819(2) .0516(6) Uani d . 1 . . C H2 .4672 .9864 .2805 .062 Uiso calc R 1 . . H C7 .7234(6) .88429(16) .3989(2) .0531(6) Uani d . 1 . . C H3 .8101 .9237 .4752 .064 Uiso calc R 1 . . H C8 .8072(6) .78659(17) .4056(2) .0465(5) Uani d . 1 . . C C9 .6698(6) .72954(17) .2876(2) .0526(6) Uani d . 1 . . C H4 .7215 .6650 .2884 .063 Uiso calc R 1 . . H C10 .4616(6) .76806(16) .1721(2) .0528(6) Uani d . 1 . . C H5 .3721 .7286 .0962 .063 Uiso calc R 1 . . H C11 1.1555(7) .8063(2) .6437(3) .0666(7) Uani d . 1 . . C H6 1.2570 .8619 .6107 .100 Uiso calc R 1 . . H H7 1.3267 .7704 .7052 .100 Uiso calc R 1 . . H H8 .9815 .8251 .6952 .100 Uiso calc R 1 . . H C12 1.0824(8) .64759(18) .5319(3) .0653(7) Uani d . 1 . . C H9 .8743 .6122 .5238 .098 Uiso calc R 1 . . H H10 1.2254 .6339 .6219 .098 Uiso calc R 1 . . H H11 1.1977 .6298 .4561 .098 Uiso calc R 1 . . H 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 N1 .1135(18) .0610(13) .0735(13) -.0019(12) -.0106(12) -.0039(11) N2 .0840(12) .0614(11) .0591(10) .0070(10) -.0079(9) .0034(9) N3 .0599(9) .0510(10) .0479(9) .0065(7) .0031(7) .0007(7) C1 .0678(12) .0528(13) .0503(11) .0006(9) .0035(9) .0041(9) C2 .0625(11) .0503(11) .0512(11) .0003(9) .0092(8) .0006(9) C3 .0516(9) .0534(11) .0431(9) -.0024(8) .0068(7) .0000(8) C4 .0532(10) .0517(10) .0457(11) -.0034(8) .0085(8) -.0014(8) C5 .0500(9) .0453(10) .0443(10) -.0033(8) .0095(8) -.0017(8) C6 .0632(12) .0388(10) .0493(11) .0007(8) .0052(9) -.0006(8) C7 .0647(12) .0434(10) .0464(11) -.0041(8) .0023(8) -.0065(8) C8 .0488(9) .0470(9) .0435(10) -.0010(7) .0113(7) .0015(7) C9 .0604(11) .0407(10) .0551(11) .0000(8) .0077(8) -.0040(8) C10 .0613(11) .0468(11) .0477(10) -.0047(8) .0052(8) -.0073(8) C11 .0699(13) .0690(16) .0529(12) .0029(10) -.0067(10) -.0019(9) C12 .0726(13) .0547(13) .0638(13) .0145(10) .0056(11) .0061(10) 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 C1 . 1.142(4) ? N2 C2 . 1.143(3) ? N3 C8 . 1.359(3) ? N3 C12 . 1.448(3) ? N3 C11 . 1.449(3) ? C1 C3 . 1.429(4) ? C2 C3 . 1.432(3) ? C3 C4 . 1.367(3) ? C4 C5 . 1.423(3) ? C5 C6 . 1.404(3) ? C5 C10 . 1.414(3) ? C6 C7 . 1.366(3) ? C7 C8 . 1.413(3) ? C8 C9 . 1.410(3) ? C9 C10 . 1.366(3) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .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 C8 N3 C12 121.4(2) C8 N3 C11 121.7(2) C12 N3 C11 116.9(2) N1 C1 C3 178.2(3) N2 C2 C3 179.4(3) C4 C3 C1 125.8(2) C4 C3 C2 119.3(2) C1 C3 C2 114.9(2) C3 C4 C5 131.6(2) C6 C5 C10 116.3(2) C6 C5 C4 126.1(2) C10 C5 C4 117.6(2) C7 C6 C5 122.2(2) C6 C7 C8 120.9(2) N3 C8 C9 121.0(2) N3 C8 C7 121.4(2) C9 C8 C7 117.6(2) C10 C9 C8 120.6(2) C9 C10 C5 122.3(2) _cod_database_fobs_code 2200184 _journal_paper_doi 10.1107/S1600536801001957