#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/13/2011396.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_2011396 loop_ _publ_author_name 'Pink, Maren' 'Britton, Doyle' 'Noland, Wayland E.' 'Pinnow, Matthew J.' _publ_section_title ; 2,4,6-Trichlorophenylisonitrile and 2,4,6-trichlorobenzonitrile ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1271 _journal_page_last 1273 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C7 H2 Cl3 N' _chemical_formula_weight 206.45 _chemical_melting_point 325.4(3) _chemical_name_systematic ; 2,4,6-trichloro-1-isocyanobenzene ; _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 + manual additions' _cell_angle_alpha 90.00 _cell_angle_beta 97.187(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 4.5907(6) _cell_length_b 15.975(2) _cell_length_c 11.1730(13) _cell_measurement_reflns_used 1642 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.1 _cell_measurement_theta_min 2.2 _cell_volume 812.95(17) _computing_cell_refinement 'SAINT (Siemens, 1995)' _computing_data_collection 'SMART (Siemens, 1995)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXLTL _computing_publication_material SHELXLTL _computing_structure_refinement SHELXLTL _computing_structure_solution 'SHELXTL (Sheldrick, 1994)' _diffrn_ambient_temperature 173(2) _diffrn_measurement_device 'Siemens SMART area detector diffractometer' _diffrn_measurement_method 'omega scans' _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 .054 _diffrn_reflns_av_sigmaI/netI .062 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6423 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2.2 _diffrn_standards_decay_% 'less than 1' _diffrn_standards_interval_time ; the first 207 reflections were remeasured at the end of the data collection 20 hours later ; _diffrn_standards_number 207 _exptl_absorpt_coefficient_mu 1.051 _exptl_absorpt_correction_T_max .95 _exptl_absorpt_correction_T_min .90 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996; Blessing, 1995)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.687 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description needles _exptl_crystal_F_000 408 _exptl_crystal_size_max .15 _exptl_crystal_size_mid .05 _exptl_crystal_size_min .05 _refine_diff_density_max .32 _refine_diff_density_min -.29 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all .93 _refine_ls_goodness_of_fit_obs 1.04 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 100 _refine_ls_number_reflns 1855 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .93 _refine_ls_restrained_S_obs 1.04 _refine_ls_R_factor_all .081 _refine_ls_R_factor_obs .039 _refine_ls_shift/esd_max .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.049P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all .095 _refine_ls_wR_factor_obs .083 _reflns_number_observed 1163 _reflns_number_total 1855 _reflns_observed_criterion I>2\s(I) _[local]_cod_data_source_file bk1548.cif _[local]_cod_data_source_block isonitrile _[local]_cod_cif_authors_sg_H-M ' P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '325.2-325.7' was changed to '325.4(3)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '325.2-325.7' was changed to '325.4(3)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 813.0(2) _cod_database_code 2011396 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_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 Cl2 .0472(5) .0325(4) .0527(5) .0033(3) .0075(4) -.0082(4) Cl4 .0306(4) .0589(5) .0385(5) -.0010(3) .0073(3) .0075(4) Cl6 .0450(5) .0302(4) .0452(5) .0007(3) .0088(3) .0028(3) C1 .0232(14) .032(2) .028(2) .0038(12) .0009(12) .0007(12) C2 .0265(14) .028(2) .033(2) .0045(12) -.0026(12) -.0013(12) C3 .0264(14) .030(2) .038(2) -.0035(12) -.0035(13) .0052(13) C4 .0186(13) .043(2) .031(2) .0010(12) -.0011(12) .0050(13) C5 .0224(13) .034(2) .034(2) .0049(12) -.0013(12) -.0029(12) C6 .0217(13) .032(2) .029(2) .0020(11) .0004(12) .0010(12) N1 .0273(13) .0330(14) .0317(14) .0037(10) .0017(12) -.0015(11) C7 .043(2) .042(2) .039(2) .0035(15) .003(2) -.0023(15) 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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cl2 .7436(2) -.02159(5) .15045(8) .0440(2) Uani d . 1 . Cl Cl4 .1635(2) .11150(5) .49344(7) .0424(2) Uani d . 1 . Cl Cl6 .7672(2) .31120(4) .22598(7) .0399(2) Uani d . 1 . Cl C1 .7300(6) .1441(2) .1971(2) .0279(6) Uani d . 1 . C C2 .6357(6) .0643(2) .2265(3) .0296(6) Uani d . 1 . C C3 .4599(6) .0546(2) .3169(3) .0319(7) Uani d . 1 . C H3 .3941 .0005 .3367 .038 Uiso calc R 1 . H C4 .3803(6) .1245(2) .3785(3) .0311(7) Uani d . 1 . C C5 .4707(6) .2043(2) .3513(3) .0305(7) Uani d . 1 . C H5 .4133 .2517 .3942 .037 Uiso calc R 1 . H C6 .6455(6) .2133(2) .2607(2) .0279(6) Uani d . 1 . C N1 .9101(5) .15402(14) .1075(2) .0308(6) Uani d . 1 . N C7 1.0658(7) .1624(2) .0341(3) .0416(8) Uani d . 1 . C 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 Cl2 C2 . 1.719(3) ? Cl4 C4 . 1.733(3) ? Cl6 C6 . 1.721(3) ? C1 N1 . 1.385(4) ? C1 C6 . 1.396(4) ? C1 C2 . 1.398(4) ? C2 C3 . 1.378(4) ? C3 C4 . 1.384(4) ? C3 H3 . .95 ? C4 C5 . 1.387(4) ? C5 C6 . 1.376(4) ? C5 H5 . .95 ? N1 C7 . 1.161(4) ? 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' Cl Cl .1484 .1585 '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 N1 C1 C6 120.4(2) N1 C1 C2 120.3(2) C6 C1 C2 119.3(3) C3 C2 C1 120.1(3) C3 C2 Cl2 120.2(2) C1 C2 Cl2 119.6(2) C2 C3 C4 119.3(3) C2 C3 H3 120.4(2) C4 C3 H3 120.4(2) C3 C4 C5 121.9(3) C3 C4 Cl4 118.9(2) C5 C4 Cl4 119.2(2) C6 C5 C4 118.4(3) C6 C5 H5 120.8(2) C4 C5 H5 120.8(2) C5 C6 C1 121.1(3) C5 C6 Cl6 119.8(2) C1 C6 Cl6 119.1(2) C7 N1 C1 178.7(3)