#------------------------------------------------------------------------------ #$Date: 2018-08-13 16:26:29 +0300 (Mon, 13 Aug 2018) $ #$Revision: 209649 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/30/03/2300334.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_2300334 loop_ _publ_author_name 'Eccles, Kevin S.' 'Stokes, Stephen P.' 'Daly, Carla A.' 'Barry, Nicola M.' 'McSweeney, Sharon P.' 'O'Neill, Damian J.' 'Kelly, Dawn M.' 'Jennings, W. Brian' 'N\'i Dhubhghaill, O. M.' 'Moynihan, Humphrey A.' 'Maguire, Anita R.' 'Lawrence, Simon E.' _publ_section_title ; Evaluation of the Bruker SMART X2S: crystallography for the nonspecialist? ; _journal_coden_ASTM JACGAR _journal_coeditor_code KK5074 _journal_issue 1 _journal_name_full 'Journal of Applied Crystallography' _journal_page_first 213 _journal_page_last 215 _journal_paper_doi 10.1107/S0021889810042561 _journal_volume 44 _journal_year 2011 _chemical_formula_moiety 'C6 H5 I N2 O2' _chemical_formula_sum 'C6 H5 I N2 O2' _chemical_formula_weight 264.02 _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 95.141(6) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 7.7617(15) _cell_length_b 12.912(3) _cell_length_c 15.663(3) _cell_measurement_reflns_used 3493 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 26.02 _cell_measurement_theta_min 2.61 _cell_volume 1563.4(6) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker GIS' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker APEX2' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 300(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker SMART X2S' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator 'doubly curved silicon crystal' _diffrn_radiation_source 'micro-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0296 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 9846 _diffrn_reflns_theta_full 25.18 _diffrn_reflns_theta_max 25.18 _diffrn_reflns_theta_min 3.05 _exptl_absorpt_coefficient_mu 4.046 _exptl_absorpt_correction_T_max 0.2945 _exptl_absorpt_correction_T_min 0.2633 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 2.243 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 992 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.832 _refine_diff_density_min -0.651 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 215 _refine_ls_number_reflns 2796 _refine_ls_number_restraints 4 _refine_ls_restrained_S_all 1.021 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0256 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0212P)^2^+1.3049P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.0561 _reflns_number_gt 2258 _reflns_number_total 2796 _reflns_threshold_expression >2sigma(I) _cod_data_source_file kk5074.cif _cod_data_source_block Compound_13_Manual _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 1555 2011-01-17 13:19:09Z saulius ; _cod_original_cell_volume 1563.5(6) _cod_original_sg_symbol_H-M P12(1)/c1 _cod_database_code 2300334 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_type_symbol _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 I I1 0.39584(4) 0.67281(2) 0.153677(16) 0.05022(11) Uani d . 1 . . I I2 0.82449(4) 0.87837(2) 0.219736(16) 0.05021(11) Uani d . 1 . . N N1 0.3357(5) 0.8471(3) 0.2986(2) 0.0481(9) Uani d D 1 . . H H1A 0.301(5) 0.850(4) 0.2450(8) 0.063(15) Uiso d D 1 . . H H1B 0.301(6) 0.893(3) 0.333(3) 0.079(18) Uiso d D 1 . . O O1 0.7446(4) 0.5151(3) 0.52627(18) 0.0624(9) Uani d . 1 . . O O2 0.7598(5) 0.4463(3) 0.4020(2) 0.0767(11) Uani d . 1 . . N N4 1.0047(6) 0.6712(3) 0.3079(3) 0.0582(11) Uani d D 1 . . H H4A 0.964(7) 0.678(5) 0.2553(12) 0.10(2) Uiso d D 1 . . H H4B 1.062(5) 0.618(2) 0.328(3) 0.068(17) Uiso d D 1 . . C C10 0.4198(5) 0.7641(3) 0.3335(2) 0.0342(9) Uani d . 1 . . N N2 0.7104(4) 0.5151(3) 0.4481(2) 0.0477(9) Uani d . 1 . . O O3 0.7340(5) 1.0189(3) 0.5397(2) 0.0691(10) Uani d . 1 . . O O4 0.8666(4) 0.9236(3) 0.63678(18) 0.0688(10) Uani d . 1 . . C C1 0.4690(5) 0.6788(3) 0.2852(2) 0.0339(9) Uani d . 1 . . C C2 0.5637(5) 0.5972(3) 0.3222(2) 0.0371(9) Uani d . 1 . . H H2A 0.5976 0.5426 0.2889 0.044 Uiso calc R 1 . . C C3 0.6070(5) 0.5984(3) 0.4097(2) 0.0358(9) Uani d . 1 . . C C4 0.5562(5) 0.6793(3) 0.4600(2) 0.0406(10) Uani d . 1 . . H H4D 0.5840 0.6786 0.5190 0.049 Uiso calc R 1 . . C C5 0.4657(5) 0.7593(3) 0.4225(2) 0.0398(10) Uani d . 1 . . H H5 0.4325 0.8132 0.4568 0.048 Uiso calc R 1 . . C C6 0.9654(5) 0.7407(3) 0.3682(2) 0.0391(10) Uani d . 1 . . C C7 0.8817(5) 0.8341(3) 0.3476(2) 0.0345(9) Uani d . 1 . . C C8 0.8343(5) 0.8999(3) 0.4107(2) 0.0352(9) Uani d . 1 . . H H8 0.7751 0.9609 0.3962 0.042 Uiso calc R 1 . . C C9 0.8755(5) 0.8745(3) 0.4961(2) 0.0364(9) Uani d . 1 . . N N3 0.8213(5) 0.9431(3) 0.5614(2) 0.0478(9) Uani d . 1 . . C C11 0.9651(5) 0.7839(3) 0.5185(2) 0.0422(10) Uani d . 1 . . H H11 0.9949 0.7680 0.5758 0.051 Uiso calc R 1 . . C C12 1.0087(5) 0.7185(3) 0.4556(3) 0.0455(10) Uani d . 1 . . H H12 1.0685 0.6579 0.4706 0.055 Uiso calc R 1 . . 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 I1 0.0660(2) 0.0550(2) 0.02816(14) -0.00721(15) -0.00371(12) -0.00356(12) I2 0.0681(2) 0.0520(2) 0.03015(14) -0.00639(15) 0.00247(12) 0.00068(13) N1 0.060(2) 0.045(3) 0.040(2) 0.0112(19) 0.0049(19) 0.0021(19) O1 0.087(2) 0.058(2) 0.0393(17) 0.0076(18) -0.0081(16) 0.0072(15) O2 0.111(3) 0.057(3) 0.060(2) 0.038(2) -0.0021(19) -0.0045(18) N4 0.067(3) 0.040(3) 0.070(3) 0.008(2) 0.017(2) -0.014(2) C10 0.032(2) 0.035(3) 0.0360(19) -0.0050(18) 0.0046(16) -0.0008(18) N2 0.057(2) 0.044(2) 0.042(2) 0.0002(18) -0.0021(17) 0.0034(18) O3 0.099(3) 0.055(2) 0.0537(19) 0.026(2) 0.0106(18) -0.0101(17) O4 0.102(3) 0.073(3) 0.0315(16) -0.009(2) 0.0055(16) -0.0037(16) C1 0.038(2) 0.037(2) 0.0267(18) -0.0073(18) 0.0029(16) -0.0008(17) C2 0.045(2) 0.031(3) 0.036(2) -0.0032(18) 0.0087(17) -0.0068(17) C3 0.037(2) 0.036(3) 0.0335(19) -0.0031(18) 0.0013(16) 0.0029(18) C4 0.046(2) 0.047(3) 0.0292(19) -0.003(2) 0.0063(17) -0.0008(19) C5 0.050(2) 0.037(3) 0.0325(19) 0.006(2) 0.0093(17) -0.0045(18) C6 0.038(2) 0.034(3) 0.047(2) -0.0018(18) 0.0103(18) 0.0001(19) C7 0.038(2) 0.035(2) 0.0297(18) -0.0031(18) 0.0029(16) 0.0028(17) C8 0.041(2) 0.030(2) 0.0346(19) 0.0000(17) 0.0013(16) 0.0029(17) C9 0.043(2) 0.034(2) 0.0324(19) -0.0046(19) 0.0029(17) -0.0033(17) N3 0.061(2) 0.048(3) 0.0342(19) -0.011(2) 0.0080(16) -0.0045(17) C11 0.041(2) 0.045(3) 0.039(2) -0.004(2) -0.0047(18) 0.011(2) C12 0.041(2) 0.034(3) 0.061(3) 0.0083(19) 0.003(2) 0.009(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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_site_symmetry_3 _geom_angle _geom_angle_publ_flag C10 N1 H1A . . 122(3) ? C10 N1 H1B . . 118(4) ? H1A N1 H1B . . 119(5) ? C6 N4 H4A . . 121(4) ? C6 N4 H4B . . 115(3) ? H4A N4 H4B . . 124(5) ? N1 C10 C5 . . 120.6(4) ? N1 C10 C1 . . 123.3(3) ? C5 C10 C1 . . 116.1(4) ? O2 N2 O1 . . 122.3(4) ? O2 N2 C3 . . 119.1(3) ? O1 N2 C3 . . 118.6(4) ? C2 C1 C10 . . 122.1(3) ? C2 C1 I1 . . 118.2(3) ? C10 C1 I1 . . 119.7(3) ? C1 C2 C3 . . 118.7(3) ? C1 C2 H2A . . 120.6 ? C3 C2 H2A . . 120.6 ? C2 C3 C4 . . 121.1(4) ? C2 C3 N2 . . 118.8(3) ? C4 C3 N2 . . 120.1(3) ? C5 C4 C3 . . 119.4(4) ? C5 C4 H4D . . 120.3 ? C3 C4 H4D . . 120.3 ? C4 C5 C10 . . 122.6(4) ? C4 C5 H5 . . 118.7 ? C10 C5 H5 . . 118.7 ? N4 C6 C7 . . 122.7(4) ? N4 C6 C12 . . 119.5(4) ? C7 C6 C12 . . 117.9(4) ? C8 C7 C6 . . 121.0(3) ? C8 C7 I2 . . 118.1(3) ? C6 C7 I2 . . 120.9(3) ? C7 C8 C9 . . 119.5(4) ? C7 C8 H8 . . 120.2 ? C9 C8 H8 . . 120.2 ? C8 C9 C11 . . 120.7(4) ? C8 C9 N3 . . 118.8(4) ? C11 C9 N3 . . 120.6(3) ? O3 N3 O4 . . 122.4(4) ? O3 N3 C9 . . 119.0(3) ? O4 N3 C9 . . 118.6(4) ? C12 C11 C9 . . 119.3(4) ? C12 C11 H11 . . 120.4 ? C9 C11 H11 . . 120.4 ? C11 C12 C6 . . 121.6(4) ? C11 C12 H12 . . 119.2 ? C6 C12 H12 . . 119.2 ? 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 I1 C1 . 2.089(3) ? I2 C7 . 2.092(4) ? N1 C10 . 1.345(5) ? N1 H1A . 0.858(5) ? N1 H1B . 0.859(5) ? O1 N2 . 1.229(4) ? O2 N2 . 1.229(4) ? N4 C6 . 1.358(5) ? N4 H4A . 0.860(5) ? N4 H4B . 0.859(5) ? C10 C5 . 1.408(5) ? C10 C1 . 1.409(5) ? N2 C3 . 1.441(5) ? O3 N3 . 1.221(5) ? O4 N3 . 1.228(4) ? C1 C2 . 1.382(5) ? C2 C3 . 1.382(5) ? C2 H2A . 0.9300 ? C3 C4 . 1.387(6) ? C4 C5 . 1.353(5) ? C4 H4D . 0.9300 ? C5 H5 . 0.9300 ? C6 C7 . 1.393(5) ? C6 C12 . 1.408(5) ? C7 C8 . 1.379(5) ? C8 C9 . 1.385(5) ? C8 H8 . 0.9300 ? C9 C11 . 1.390(6) ? C9 N3 . 1.444(5) ? C11 C12 . 1.363(6) ? C11 H11 . 0.9300 ? C12 H12 . 0.9300 ?