#------------------------------------------------------------------------------ #$Date: 2015-01-23 12:30:19 +0000 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/85/2008581.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_2008581 loop_ _publ_author_name 'Bartnik, Romuald' 'Faure, Ren\'e' 'Gebicki, Krzysztof' _publ_section_title ; Dimorphism of 2,3,5,6-tetraphenylpyrazine ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1034 _journal_page_last 1037 _journal_paper_doi 10.1107/S0108270199002450 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C28 H20 N2' _chemical_formula_structural 'C28 H20 N2' _chemical_formula_sum 'C28 H20 N2' _chemical_formula_weight 384.48 _chemical_name_systematic '2,3,5,6-tetraphenylpyrazine (\a form)' _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' _cell_angle_alpha 90 _cell_angle_beta 134.450(10) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 15.210(2) _cell_length_b 5.5390(6) _cell_length_c 17.192(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 291 _cell_measurement_theta_max 57.50 _cell_measurement_theta_min 19.31 _cell_volume 1034.0(3) _computing_cell_refinement 'CAD4 Software' _computing_data_collection 'CAD4 Software (Enraf Nonius, 1985)' _computing_data_reduction 'SDP (Frenz, 1982)' _computing_molecular_graphics 'ORTEP (Johnson, 1965) ' _computing_publication_material 'PLATON (Spek, 1990)' _computing_structure_refinement SDP _computing_structure_solution SDP _diffrn_ambient_temperature 291 _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method '\w--5/3\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54056 _diffrn_reflns_av_R_equivalents 0.025 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 1956 _diffrn_reflns_reduction_process ; ? ; _diffrn_reflns_theta_max 73.0 _diffrn_reflns_theta_min 1.0 _diffrn_standards_decay_% 3.0 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.56 _exptl_absorpt_correction_T_max 0.874 _exptl_absorpt_correction_T_min 0.816 _exptl_absorpt_correction_type '\y scan' _exptl_absorpt_process_details ' (North et al., 1968) ' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.235 _exptl_crystal_density_meas ? _exptl_crystal_description flat _exptl_crystal_F_000 404 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.24 _refine_diff_density_max 0.296 _refine_diff_density_min -0.260 _refine_ls_abs_structure_details ; ? ; _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.9 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 137 _refine_ls_number_reflns 1915 _refine_ls_R_factor_obs .060 _refine_ls_shift/su_max 0.01 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ' w = 4F~O~^2^[\s^2^(I) + (0.12F~O~^2^)^2^]^-1^ ' _refine_ls_wR_factor_obs .137 _reflns_number_observed 1915 _reflns_number_total 1956 _reflns_observed_criterion ' I~net~> 0 ' _[local]_cod_data_source_file ln1076.cif _[local]_cod_data_source_block alpha _[local]_cod_cif_authors_sg_H-M 'P 21/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 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. '_refine_ls_hydrogen_treatment' value ' noref ' changed to 'noref' 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_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'Not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2008581 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z 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 .0370(2) .0536(6) .0338(2) .0001(3) .02440(10) .0013(3) C2 .0378(2) .0449(6) .0344(2) .0008(3) .02520(10) .0008(3) C3 .0394(2) .0469(6) .0348(2) .0006(3) .02610(10) .0013(3) C21 .0366(2) .0502(6) .0326(2) -.0001(3) .0244(2) -.0007(3) C22 .0458(3) .0500(7) .0372(3) -.0017(4) .0277(2) .0017(3) C23 .0441(3) .0641(9) .0439(4) -.0095(4) .0273(2) -.0058(4) C24 .0376(3) .0730(10) .0407(3) -.0001(4) .0230(2) .0001(4) C25 .0456(4) .0660(9) .0443(3) .0073(5) .0267(2) .0133(4) C26 .0428(3) .0567(7) .0443(3) .0018(4) .0293(2) .0070(4) C31 .0362(2) .0524(6) .0312(2) -.0044(3) .02300(10) -.0019(3) C32 .0453(3) .0512(6) .0419(3) .0003(4) .0320(2) .0007(3) C33 .0541(3) .0680(9) .0507(3) -.0023(4) .0408(2) -.0061(4) C34 .0580(3) .0722(9) .0484(3) -.0146(4) .0423(2) -.0083(4) C35 .0561(3) .0643(8) .0426(3) -.0087(4) .0348(2) .0033(4) C36 .0483(3) .0579(8) .0422(3) .0018(4) .0306(2) .0075(3) 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_occupancy N1 .05755(6) .4290(2) .10303(6) .0418(2) Uani 1.000 C2 .12471(8) .4901(2) .08229(7) .0391(2) Uani 1.000 C3 -.06561(7) .4383(2) .02371(6) .0403(2) Uani 1.000 C21 .26004(7) .4879(2) .17938(6) .0396(2) Uani 1.000 C22 .33647(8) .6721(3) .20043(7) .0456(3) Uani 1.000 C23 .46106(8) .6731(3) .29672(8) .0539(3) Uani 1.000 C24 .50959(9) .4900(3) .37171(9) .0544(3) Uani 1.000 C25 .43460(10) .3044(3) .35096(9) .0563(3) Uani 1.000 C26 .31113(8) .3042(3) .25631(8) .0490(3) Uani 1.000 C31 -.12985(7) .3855(3) .05835(6) .0405(2) Uani 1.000 C32 -.21683(8) .5435(3) .03429(7) .0448(3) Uani 1.000 C33 -.26866(9) .5022(3) .07444(8) .0538(3) Uani 1.000 C34 -.23504(8) .3018(3) .13810(7) .0549(3) Uani 1.000 C35 -.14907(9) .1431(3) .16248(8) .0540(3) Uani 1.000 C36 -.09555(8) .1844(3) .12353(8) .0505(3) Uani 1.000 H22 .303 .798 .149 .0500 Uiso 1.000 H23 .513 .800 .311 .0500 Uiso 1.000 H24 .594 .491 .438 .0500 Uiso 1.000 H25 .468 .177 .402 .0500 Uiso 1.000 H26 .260 .178 .243 .0500 Uiso 1.000 H32 -.241 .681 -.010 .0500 Uiso 1.000 H33 -.328 .612 .058 .0500 Uiso 1.000 H34 -.272 .273 .165 .0500 Uiso 1.000 H35 -.126 .006 .206 .0500 Uiso 1.000 H36 -.035 .076 .142 .0500 Uiso 1.000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0311 0.0180 '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' C C 0.0181 0.0091 '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 5 1 -1 -10 -2 14 6 2 -12 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 _geom_angle_publ_flag C2 N1 C3 . . 120.20(10) no N1 C2 C21 . . 114.40(10) no N1 C2 C3 . 3_565 120.00(10) no C3 C2 C21 3_565 . 125.50(10) no N1 C3 C31 . . 115.30(10) no N1 C3 C2 . 3_565 119.80(10) no C2 C3 C31 3_565 . 124.70(10) no C2 C21 C22 . . 122.30(10) no C2 C21 C26 . . 118.90(10) no C22 C21 C26 . . 118.60(10) no C21 C22 C23 . . 120.40(10) no C22 C23 C24 . . 120.00(10) no C23 C24 C25 . . 120.00(10) no C24 C25 C26 . . 120.10(10) no C21 C26 C25 . . 120.90(10) no C3 C31 C32 . . 120.90(10) no C3 C31 C36 . . 119.80(10) no C32 C31 C36 . . 119.00(10) no C31 C32 C33 . . 120.40(10) no C32 C33 C34 . . 120.30(10) no C33 C34 C35 . . 120.10(10) no C34 C35 C36 . . 120.10(10) no C31 C36 C35 . . 120.20(10) no C21 C22 H22 . . 120 no C23 C22 H22 . . 120 no C22 C23 H23 . . 120 no C24 C23 H23 . . 120 no C23 C24 H24 . . 120 no C25 C24 H24 . . 120 no C24 C25 H25 . . 120 no C26 C25 H25 . . 120 no C21 C26 H26 . . 120 no C25 C26 H26 . . 120 no C31 C32 H32 . . 120 no C33 C32 H32 . . 120 no C32 C33 H33 . . 120 no C34 C33 H33 . . 120 no C33 C34 H34 . . 120 no C35 C34 H34 . . 120 no C34 C35 H35 . . 120 no C36 C35 H35 . . 120 no C31 C36 H36 . . 120 no C35 C36 H36 . . 120 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C2 . . 1.340(2) no N1 C3 . . 1.3390(10) no C2 C21 . . 1.4870(10) no C2 C3 . 3_565 1.4120(10) no C3 C31 . . 1.487(2) no C21 C22 . . 1.391(2) no C21 C26 . . 1.396(2) no C22 C23 . . 1.3920(10) no C23 C24 . . 1.380(2) no C24 C25 . . 1.384(2) no C25 C26 . . 1.3770(10) no C31 C32 . . 1.386(2) no C31 C36 . . 1.396(2) no C32 C33 . . 1.383(2) no C33 C34 . . 1.381(2) no C34 C35 . . 1.375(2) no C35 C36 . . 1.388(2) no C22 H22 . . .95 no C23 H23 . . .95 no C24 H24 . . .95 no C25 H25 . . .95 no C26 H26 . . .95 no C32 H32 . . .95 no C33 H33 . . .95 no C34 H34 . . .95 no C35 H35 . . .95 no C36 H36 . . .95 no 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_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C3 N1 C2 C21 . . . 175.93(10) no C3 N1 C2 C3 . . 3_565 -0.77(18) no C2 N1 C3 C31 . . . -175.28(11) no C2 N1 C3 C2 . . 3_565 0.77(17) no N1 C2 C21 C22 . . . -135.55(13) no N1 C2 C21 C26 . . . 39.61(16) no C3 C2 C21 C22 3_565 . . 40.93(18) no C3 C2 C21 C26 3_565 . . -143.91(13) no N1 C2 C3 N1 . 3_565 3_565 0.76(18) no N1 C2 C3 C31 . 3_565 3_565 -174.89(11) no C21 C2 C3 N1 . 3_565 3_565 -175.53(11) no C21 C2 C3 C31 . 3_565 3_565 8.81(19) no N1 C3 C31 C32 . . . 127.36(13) no N1 C3 C31 C36 . . . -47.42(17) no C2 C3 C31 C32 3_565 . . -48.47(18) no C2 C3 C31 C36 3_565 . . 136.75(14) no C2 C21 C22 C23 . . . 174.72(12) no C26 C21 C22 C23 . . . -0.5(2) no C2 C21 C26 C25 . . . -175.52(13) no C22 C21 C26 C25 . . . -0.2(2) no C21 C22 C23 C24 . . . 0.4(2) no C22 C23 C24 C25 . . . 0.4(2) no C23 C24 C25 C26 . . . -1.0(2) no C24 C25 C26 C21 . . . 0.9(2) no C3 C31 C32 C33 . . . -174.77(13) no C36 C31 C32 C33 . . . 0.1(2) no C3 C31 C36 C35 . . . 175.52(13) no C32 C31 C36 C35 . . . 0.6(2) no C31 C32 C33 C34 . . . -0.6(2) no C32 C33 C34 C35 . . . 0.5(2) no C33 C34 C35 C36 . . . 0.2(2) no C34 C35 C36 C31 . . . -0.8(2) no