#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/23/2012366.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_2012366 loop_ _publ_author_name 'Bayse, Craig A.' 'Carpenter, Barry K.' 'Luck, Rudy L.' _publ_section_title ; meso-1,2-Bis(methylazo)-1,2-diphenylethane ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1429 _journal_page_last 1430 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C16 H18 N4' _chemical_formula_moiety 'C16 H18 N4' _chemical_formula_sum 'C16 H18 N4' _chemical_formula_weight 266.35 _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' _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 90 _cell_angle_beta 107.10(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 5.525(2) _cell_length_b 17.444(3) _cell_length_c 8.194(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15 _cell_measurement_theta_min 10 _cell_volume 754.8(4) _computing_cell_refinement 'CAD-4 EXPRESS' _computing_data_collection 'CAD-4 EXPRESS (Enraf-Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf-Nonius Turbo-CAD4' _diffrn_measurement_method 'non-profiled \w/2\q' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71069 _diffrn_reflns_av_R_equivalents .016 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 1465 _diffrn_reflns_theta_full 24.95 _diffrn_reflns_theta_max 24.95 _diffrn_reflns_theta_min 2.33 _diffrn_standards_decay_% 1 _diffrn_standards_interval_time 166 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .072 _exptl_absorpt_correction_T_max .9924 _exptl_absorpt_correction_T_min .9698 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour white _exptl_crystal_density_diffrn 1.172 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 256 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .10 _refine_diff_density_max .182 _refine_diff_density_min -.131 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 107 _refine_ls_number_reflns 1324 _refine_ls_number_restraints 24 _refine_ls_restrained_S_all 1.008 _refine_ls_R_factor_gt .056 _refine_ls_shift/su_max .012 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0763P)^2^+0.1301P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .170 _reflns_number_gt 687 _reflns_number_total 1324 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file da1209.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2012366 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_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 N1A .7237(17) .0451(13) .3475(13) .072(2) Uani d PD .517(6) A 1 N N2A .6975(10) .0722(3) .2098(6) .079(2) Uani d PD .517(6) A 1 N C1A 1.030(3) .1049(8) .5936(18) .0546(18) Uani d PGD .517(6) A 1 C C2A 1.217(3) .1600(8) .6111(16) .0590(17) Uani d PGD .517(6) A 1 C H2A 1.3274 .1573 .5444 .071 Uiso calc PR .517(6) A 1 H C3A 1.240(3) .2193(7) .7281(14) .058(2) Uani d PGD .517(6) A 1 C H3A 1.3659 .2562 .7398 .069 Uiso calc PR .517(6) A 1 H C4A 1.076(3) .2233(8) .8277(17) .060(2) Uani d PGD .517(6) A 1 C H4A 1.0915 .263 .906 .073 Uiso calc PR .517(6) A 1 H C5A .889(3) .1682(9) .8102(18) .064(2) Uani d PGD .517(6) A 1 C H5A .7786 .1709 .8769 .076 Uiso calc PR .517(6) A 1 H C6A .866(3) .1089(9) .6932(17) .0603(18) Uani d PGD .517(6) A 1 C H6A .7401 .072 .6815 .072 Uiso calc PR .517(6) A 1 H C7A .9889(13) .0394(3) .4601(9) .058(2) Uani d PD .517(6) ' ' 1 C H7A 1.1079 .0446 .3926 .069 Uiso calc PR .517(6) A 1 H C8A .4260(6) .08370(19) .1109(4) .1016(12) Uani d PD .517(6) A 1 C H8A1 .4158 .1045 .0006 .152 Uiso calc PR .517(6) A 1 H H8A2 .3487 .1186 .1712 .152 Uiso calc PR .517(6) A 1 H H8A3 .339 .0354 .0972 .152 Uiso calc PR .517(6) A 1 H N1B .7669(16) .0530(14) .3206(14) .072(2) Uani d PD .483(6) A 2 N N2B .5411(10) .0517(3) .2850(6) .0692(19) Uani d PD .483(6) A 2 N C1B .984(3) .0975(9) .612(2) .0546(18) Uani d PGD .483(6) A 2 C C2B 1.165(3) .1460(9) .5813(17) .0590(17) Uani d PGD .483(6) A 2 C H2B 1.2396 .134 .4963 .071 Uiso calc PR .483(6) A 2 H C3B 1.236(3) .2123(8) .6774(16) .058(2) Uani d PGD .483(6) A 2 C H3B 1.357 .2448 .6568 .069 Uiso calc PR .483(6) A 2 H C4B 1.124(3) .2303(8) .8043(19) .060(2) Uani d PGD .483(6) A 2 C H4B 1.1715 .2747 .8686 .073 Uiso calc PR .483(6) A 2 H C5B .943(3) .1818(9) .8351(18) .064(2) Uani d PGD .483(6) A 2 C H5B .8686 .1938 .92 .076 Uiso calc PR .483(6) A 2 H C6B .873(3) .1154(9) .7390(19) .0603(18) Uani d PGD .483(6) A 2 C H6B .7512 .083 .7596 .072 Uiso calc PR .483(6) A 2 H C7B .8922(13) .0268(5) .4967(9) .063(2) Uani d PD .483(6) ' ' 2 C H7B .7673 -.0006 .5383 .076 Uiso calc PR .483(6) A 2 H C8B .4260(6) .08370(19) .1109(4) .1016(12) Uani d PD .483(6) A 2 C H8B1 .2448 .0812 .0829 .152 Uiso calc PR .483(6) A 2 H H8B2 .4813 .0544 .0293 .152 Uiso calc PR .483(6) A 2 H H8B3 .4776 .1361 .1081 .152 Uiso calc PR .483(6) A 2 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 N1A .082(3) .062(4) .057(3) .009(3) -.003(3) .010(3) N2A .094(4) .071(3) .060(4) .014(3) .006(3) .009(3) C1A .060(5) .043(3) .056(3) -.001(2) .010(2) .004(3) C2A .052(6) .062(5) .055(4) -.011(3) .002(4) -.015(3) C3A .071(2) .062(3) .035(7) -.009(2) .008(4) -.009(3) C4A .066(6) .051(3) .061(4) -.002(2) .014(3) -.002(3) C5A .055(6) .066(5) .064(4) -.009(3) .009(5) -.018(3) C6A .0676(19) .067(3) .043(7) -.0130(19) .012(4) -.008(3) C7A .055(4) .053(4) .066(4) .003(3) .022(3) -.002(3) C8A .107(3) .082(2) .079(2) .0164(19) -.0293(19) .0047(18) N1B .082(3) .062(4) .057(3) .009(3) -.003(3) .010(3) N2B .060(4) .070(3) .068(4) .004(3) .004(3) .005(3) C1B .060(5) .043(3) .056(3) -.001(2) .010(2) .004(3) C2B .052(6) .062(5) .055(4) -.011(3) .002(4) -.015(3) C3B .071(2) .062(3) .035(7) -.009(2) .008(4) -.009(3) C4B .066(6) .051(3) .061(4) -.002(2) .014(3) -.002(3) C5B .055(6) .066(5) .064(4) -.009(3) .009(5) -.018(3) C6B .0676(19) .067(3) .043(7) -.0130(19) .012(4) -.008(3) C7B .049(4) .076(5) .061(5) .016(4) .010(4) .006(3) C8B .107(3) .082(2) .079(2) .0164(19) -.0293(19) .0047(18) 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 N1A N2A . 1.192(8) ? N1A C7A . 1.487(8) ? N2A C8A . 1.494(6) ? C1A C2A . 1.39 ? C1A C6A . 1.39 ? C1A C7A . 1.551(5) ? C2A C3A . 1.39 ? C3A C4A . 1.39 ? C4A C5A . 1.39 ? C5A C6A . 1.39 ? C7A C7A 3_756 1.512(8) ? N1B N2B . 1.195(8) ? N1B C7B . 1.477(8) ? N2B C8B . 1.489(6) ? C1B C2B . 1.39 ? C1B C6B . 1.39 ? C1B C7B . 1.545(6) ? C2B C3B . 1.39 ? C3B C4B . 1.39 ? C4B C5B . 1.39 ? C5B C6B . 1.39 ? C7B C7B 3_756 1.503(8) ? 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 0 0 '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_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 1 -6 2 -1 4 -3 -3 0 -1 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_site_symmetry_3 _geom_angle N2A N1A C7A . . 115.9(9) N1A N2A C8A . . 113.0(7) C2A C1A C6A . . 120 C2A C1A C7A . . 122.2(5) C6A C1A C7A . . 117.8(5) C1A C2A C3A . . 120 C2A C3A C4A . . 120 C5A C4A C3A . . 120 C4A C5A C6A . . 120 C5A C6A C1A . . 120 N1A C7A C7A . 3_756 105.6(9) N1A C7A C1A . . 107.5(7) C7A C7A C1A 3_756 . 112.8(11) N2B N1B C7B . . 112.9(9) N1B N2B C8B . . 110.4(7) C2B C1B C6B . . 120 C2B C1B C7B . . 119.9(6) C6B C1B C7B . . 120.0(6) C1B C2B C3B . . 120 C2B C3B C4B . . 120 C5B C4B C3B . . 120 C6B C5B C4B . . 120 C5B C6B C1B . . 120 N1B C7B C7B . 3_756 111.5(10) N1B C7B C1B . . 109.0(8) C7B C7B C1B 3_756 . 111.2(12) _cod_database_fobs_code 2012366 _journal_paper_doi 10.1107/S0108270101015918