#------------------------------------------------------------------------------ #$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/18/2101893.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_2101893 loop_ _publ_author_name 'Harada, J.' 'Ogawa, K.' 'Tomoda, S.' _publ_section_title ; Molecular Motion and Conformational Interconversion of Azobenzenes in Crystals as Studied by X-ray Diffraction ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 662 _journal_page_last 672 _journal_paper_doi 10.1107/S0108768197002772 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C14 H14 N2' _chemical_formula_sum 'C14 H14 N2' _chemical_formula_weight 210.28 _chemical_melting_point 325 _chemical_name_systematic ' (E)-3,3'-dimethylazobenzene' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.819(3) _cell_length_b 11.805(3) _cell_length_c 7.5010(12) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 11.3 _cell_measurement_theta_min 10.4 _cell_volume 1223.6(4) _computing_cell_refinement MSC/AFC _computing_data_collection ; Rigaku AFC6A, MSC/AFC Diffractometer Control Software ; _computing_data_reduction ; DIFDAT_ADDREF_SORTRF (Xtal: Stewart, Merom, Holden, Doherty, Hall Maslen, Spadaccini & Davenport) ; _computing_molecular_graphics ' ORTEP (Xtal: Davenport, Hall & Dreissig)' _computing_publication_material 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'SIR92 (Giacobazzo,1992)' _diffrn_ambient_temperature 296 _diffrn_measurement_device Rigaku_AFC6A _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type Mo_K\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0000 _diffrn_reflns_av_sigmaI/netI .0490 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 1403 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 2.95 _diffrn_standards_decay_% 5 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .068 _exptl_absorpt_correction_type none _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.141 _exptl_crystal_description rectangular _exptl_crystal_F_000 448 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .25 _refine_diff_density_max .139 _refine_diff_density_min -.190 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all .997 _refine_ls_goodness_of_fit_obs 1.200 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 101 _refine_ls_number_reflns 1403 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .997 _refine_ls_restrained_S_obs 1.200 _refine_ls_R_factor_all .1450 _refine_ls_R_factor_obs .0516 _refine_ls_shift/esd_max -.131 _refine_ls_shift/esd_mean .010 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0711P)^2^+0.0623P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all .1614 _refine_ls_wR_factor_obs .1252 _reflns_number_observed 637 _reflns_number_total 1403 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file oa0007.cif _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo^2^)+(0.0711P)^2^+0.0623P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0711P)^2^+0.0623P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2101893 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -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 N1 .1003(14) .0686(12) .0712(11) -.0092(11) -.0072(12) .0012(8) C1 .098(2) .0575(12) .0573(12) .0087(12) .0027(10) .0003(9) C2 .095(2) .0640(14) .0651(13) -.0030(13) .0061(12) .0012(10) C3 .093(2) .077(2) .0616(12) .0005(13) .0110(10) .0017(11) C4 .099(2) .084(2) .0684(15) .0152(15) .0084(13) -.0039(12) C5 .126(2) .071(2) .0793(15) .003(2) -.0083(15) -.0175(13) C6 .095(2) .079(2) .0735(14) -.0007(15) -.0114(13) -.0027(12) C7 .091(2) .118(3) .115(2) -.009(2) .010(2) -.004(2) 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_occupancy _atom_site_type_symbol N1 .04122(13) 1.0169(2) .5118(2) .0800(6) Uani d 1 N C1 .1142(2) .9339(2) .4620(3) .0710(6) Uani d 1 C C2 .2083(2) .9659(2) .4972(3) .0748(6) Uani d 1 C C3 .2851(2) .8961(2) .4584(3) .0771(7) Uani d 1 C C4 .2656(2) .7923(2) .3812(3) .0836(7) Uani d 1 C C5 .1726(2) .7594(2) .3448(3) .0920(8) Uani d 1 C C6 .0953(2) .8297(2) .3847(3) .0822(7) Uani d 1 C C7 .3871(2) .9313(4) .4983(6) .1081(10) Uani d 1 C H2 .2185(15) 1.041(2) .551(3) .093(7) Uiso d 1 H H4 .3235(17) .744(2) .356(3) .098(7) Uiso d 1 H H5 .1594(15) .689(2) .295(4) .104(9) Uiso d 1 H H6 .0303(16) .8084(16) .366(3) .079(6) Uiso d 1 H H71 .392(3) 1.011(5) .518(6) .21(2) Uiso d 1 H H72 .427(3) .921(4) .414(7) .20(2) Uiso d 1 H H73 .416(3) .896(4) .589(6) .19(2) Uiso d 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 .0033 .0016 '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' H H .0000 .0000 '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 N1 N1 C1 5_576 112.9(2) C2 C1 C6 . 120.2(2) C2 C1 N1 . 114.8(2) C6 C1 N1 . 125.1(2) C3 C2 C1 . 121.5(2) C3 C2 H2 . 121.0(13) C1 C2 H2 . 117.5(13) C2 C3 C4 . 118.0(2) C2 C3 C7 . 121.2(3) C4 C3 C7 . 120.8(3) C5 C4 C3 . 121.2(2) C5 C4 H4 . 123.3(13) C3 C4 H4 . 115.5(13) C4 C5 C6 . 120.7(3) C4 C5 H5 . 121.3(14) C6 C5 H5 . 118.0(14) C1 C6 C5 . 118.4(3) C1 C6 H6 . 118.6(12) C5 C6 H6 . 122.9(13) C3 C7 H71 . 112(3) C3 C7 H72 . 115(3) H71 C7 H72 . 102(4) C3 C7 H73 . 116(3) H71 C7 H73 . 108(4) H72 C7 H73 . 102(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance N1 N1 5_576 1.220(3) N1 C1 . 1.456(3) C1 C2 . 1.379(3) C1 C6 . 1.385(3) C2 C3 . 1.375(3) C2 H2 . .98(3) C3 C4 . 1.382(3) C3 C7 . 1.500(4) C4 C5 . 1.370(3) C4 H4 . 1.00(2) C5 C6 . 1.386(3) C5 H5 . .93(3) C6 H6 . .94(2) C7 H71 . .96(5) C7 H72 . .85(5) C7 H73 . .89(5) 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_1 _geom_torsion N1 N1 C1 C2 5_576 -176.0(2) N1 N1 C1 C6 5_576 4.1(3) C6 C1 C2 C3 . -.5(3) N1 C1 C2 C3 . 179.7(2) C1 C2 C3 C4 . .5(3) C1 C2 C3 C7 . -179.5(3) C2 C3 C4 C5 . -.3(3) C7 C3 C4 C5 . 179.8(3) C3 C4 C5 C6 . .0(4) C2 C1 C6 C5 . .2(3) N1 C1 C6 C5 . -180.0(2) C4 C5 C6 C1 . .0(4)