#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2010590.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_2010590 loop_ _publ_author_name 'Jene, Paul G.' 'Ibers, James A.' _publ_section_title ; Model porphyrin precursors: 1,2,4,5-tetrakis(cyanomethyl)benzene, methyl 3,4,5-triacetoxybenzoate and 2-(N-phthalimidomethyl)benzoic acid ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 246 _journal_page_last 249 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C14 H10 N4' _chemical_formula_weight 234.26 _chemical_melting_point 485 _chemical_name_systematic ; 1,2,4,5-tetrakis(cyanomethyl)benzene ; _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' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 108.510(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 8.8180(10) _cell_length_b 8.3770(10) _cell_length_c 8.1740(10) _cell_measurement_reflns_used 853 _cell_measurement_temperature 153(2) _cell_measurement_theta_max 28.20 _cell_measurement_theta_min 2.44 _cell_volume 572.56(12) _computing_cell_refinement 'SMART (Bruker, 1997)' _computing_data_collection 'SMART (Bruker, 1997)' _computing_data_reduction 'SAINT-Plus (Bruker, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1997)' _computing_publication_material 'SHELXTL/PC (Sheldrick, 1997)' _computing_structure_refinement 'SHELXTL/PC (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 153(2) _diffrn_measured_fraction_theta_full .947 _diffrn_measured_fraction_theta_max .947 _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'standard-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .035 _diffrn_reflns_av_sigmaI/netI .060 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 3540 _diffrn_reflns_theta_full 28.20 _diffrn_reflns_theta_max 28.20 _diffrn_reflns_theta_min 2.44 _diffrn_standards_decay_% <2 _exptl_absorpt_coefficient_mu .086 _exptl_absorpt_correction_T_max .995 _exptl_absorpt_correction_T_min .985 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'face-indexed (SHELXTL/PC; Sheldrick, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'square plate' _exptl_crystal_F_000 244 _exptl_crystal_size_max .12 _exptl_crystal_size_mid .11 _exptl_crystal_size_min .06 _refine_diff_density_max .26 _refine_diff_density_min -.16 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.00 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 82 _refine_ls_number_reflns 1335 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.00 _refine_ls_R_factor_all .079 _refine_ls_R_factor_gt .044 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.04Fo^2^)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .098 _reflns_number_gt 836 _reflns_number_total 1335 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bk1493.cif _[local]_cod_data_source_block I _[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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 572.48(15) _cod_database_code 2010590 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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_type_symbol C1 .56432(18) .57605(17) .15967(18) .0195(4) Uani d . 1 C C2 .66345(19) .48312(17) .09439(19) .0197(4) Uani d . 1 C C3 .59668(19) .40878(17) -.06516(18) .0208(4) Uani d . 1 C H3A .6634 .3458 -.1106 .025 Uiso calc R 1 H C4 .62724(19) .66513(19) .32959(18) .0243(4) Uani d . 1 C H4A .7178 .7335 .3263 .029 Uiso calc R 1 H H4B .5419 .7359 .3426 .029 Uiso calc R 1 H C5 .6807(2) .5601(2) .4801(2) .0270(4) Uani d . 1 C C6 .84030(19) .46508(19) .19484(19) .0250(4) Uani d . 1 C H6A .8896 .5724 .2161 .030 Uiso calc R 1 H H6B .8510 .4164 .3083 .030 Uiso calc R 1 H C7 .92794(19) .36768(19) .1071(2) .0238(4) Uani d . 1 C N1 .72273(19) .47705(19) .59774(19) .0400(4) Uani d . 1 N N2 .99652(16) .29143(17) .03792(17) .0316(4) Uani d . 1 N 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 C1 .0212(9) .0198(8) .0178(8) -.0002(7) .0066(7) .0019(6) C2 .0180(9) .0222(8) .0194(7) -.0002(6) .0065(7) .0034(6) C3 .0240(9) .0205(8) .0206(8) .0016(7) .0108(7) .0014(6) C4 .0229(9) .0271(9) .0222(8) .0003(7) .0059(7) -.0029(7) C5 .0242(10) .0367(10) .0208(8) -.0023(8) .0081(7) -.0077(8) C6 .0201(9) .0308(9) .0230(8) .0011(7) .0053(7) -.0003(7) C7 .0179(8) .0259(8) .0242(8) -.0003(7) .0019(7) .0023(7) N1 .0423(11) .0531(10) .0251(8) .0058(8) .0117(7) .0028(7) N2 .0237(8) .0351(8) .0336(8) .0033(7) .0058(7) -.0015(7) 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_site_symmetry_1 _geom_angle _geom_angle_publ_flag C3 C1 C2 3_665 119.42(13) yes C3 C2 C1 . 118.44(14) yes C1 C3 C2 3_665 122.14(14) yes C3 C1 C4 3_665 118.40(13) ? C2 C1 C4 . 122.16(14) ? C3 C2 C6 . 121.05(14) yes C1 C2 C6 . 120.51(13) ? C5 C4 C1 . 113.60(12) ? N1 C5 C4 . 179.67(17) yes C7 C6 C2 . 113.72(13) ? N2 C7 C6 . 179.8(2) yes 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 C1 C3 3_665 1.390(2) ? C1 C2 . 1.397(2) yes C2 C3 . 1.396(2) yes C3 C1 3_665 1.390(2) yes C1 C4 . 1.518(2) yes C2 C6 . 1.522(2) yes C4 C5 . 1.464(2) yes C6 C7 . 1.459(2) yes C5 N1 . 1.149(2) yes C7 N2 . 1.1447(19) yes 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 _geom_torsion_publ_flag C2 C1 C4 C5 -67.20(19) yes C1 C4 C5 N1 2E1(3) yes