#------------------------------------------------------------------------------ #$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: svn://www.crystallography.net/cod/cif/2/2206743.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_2206743 _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Watkin, David J.' 'Motherwell, W. D. S.' 'Cooper, Richard I.' 'Pantos, Stefan' 'Steadman, Oliver I.' _publ_section_title ; 3-Iodo-2,6-dinitrotoluene ; _journal_coeditor_code LH6482 _journal_issue 9 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o2836 _journal_page_last o2838 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C7 H5 I1 N2 O4' _chemical_formula_moiety 'C7 H5 I1 N2 O4' _chemical_formula_sum 'C7 H5 I1 N2 O4' _chemical_formula_weight 308.03 _chemical_name_systematic ; 3-Iodo-2,6-dinitrotoluene ; _symmetry_cell_setting monoclinic _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_method CRYSTALS_ver_12.82 _cell_angle_alpha 90 _cell_angle_beta 92.084(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.0997(5) _cell_length_b 6.9493(3) _cell_length_c 12.3296(5) _cell_measurement_reflns_used 3027 _cell_measurement_temperature 110 _cell_measurement_theta_max 27 _cell_measurement_theta_min 5 _cell_volume 950.42(7) _computing_cell_refinement DENZO/SCALEPACK _computing_data_collection 'COLLECT (Nonius, 2001).' _computing_data_reduction 'DENZO/SCALEPACK (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material 'CRYSTALS ' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 110 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 9545 _diffrn_reflns_theta_full 26.107 _diffrn_reflns_theta_max 27.481 _diffrn_reflns_theta_min 5.515 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.360 _exptl_absorpt_correction_T_max 0.71 _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(DENZO/SCALEPACK; Otwinowski & Minor, 1997)' _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 2.153 _exptl_crystal_description block _exptl_crystal_F_000 584 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.89 _refine_diff_density_min -0.95 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.8874 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 142 _refine_ls_number_reflns 2140 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0510 _refine_ls_shift/su_max 0.000695 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; w = 1/[\s^2^(F^2^) + (0.01P)^2^] where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0668 _refine_ls_wR_factor_gt 0.0668 _refine_ls_wR_factor_ref 0.0668 _reflns_number_gt 2140 _reflns_number_total 2140 _reflns_threshold_expression I>-10\s(I) _[local]_cod_data_source_file lh6482.cif loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.0033 0.0016 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 'International Tables Vol C 4.2.6.8 and 6.1.1.4' I -0.4742 1.8119 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 'International Tables Vol C 4.2.6.8 and 6.1.1.4' 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_occupancy _atom_site_type_symbol C1 0.7256(3) 1.0278(5) -0.0381(2) 0.0350 Uani 1.0000 C C2 0.6582(3) 0.8596(5) -0.0365(3) 0.0381 Uani 1.0000 C C3 0.6803(4) 0.7314(6) 0.0480(3) 0.0477 Uani 1.0000 C C4 0.7626(4) 0.7760(6) 0.1292(3) 0.0486 Uani 1.0000 C C5 0.8268(3) 0.9455(6) 0.1241(3) 0.0416 Uani 1.0000 C C6 0.8125(3) 1.0783(5) 0.0406(3) 0.0391 Uani 1.0000 C C7 0.8804(4) 1.2631(7) 0.0358(4) 0.0572 Uani 1.0000 C N8 0.9112(4) 0.9825(5) 0.2160(3) 0.0618 Uani 1.0000 N O9 0.8761(3) 0.9482(6) 0.3070(2) 0.0911 Uani 1.0000 O O10 1.0102(4) 1.0444(6) 0.1978(3) 0.1055 Uani 1.0000 O N11 0.6986(3) 1.1659(5) -0.1261(2) 0.0434 Uani 1.0000 N O12 0.6341(3) 1.3010(4) -0.1076(3) 0.0704 Uani 1.0000 O O13 0.7396(3) 1.1356(4) -0.2142(2) 0.0702 Uani 1.0000 O I14 0.52258(2) 0.80126(4) -0.153334(18) 0.0502 Uani 1.0000 I H31 0.636(3) 0.629(5) 0.048(3) 0.0500 Uiso 1.0000 H H41 0.773(3) 0.703(5) 0.182(3) 0.0500 Uiso 1.0000 H H71 0.850(3) 1.344(4) -0.012(3) 0.0500 Uiso 1.0000 H H72 0.878(3) 1.324(4) 0.097(2) 0.0500 Uiso 1.0000 H H73 0.950(3) 1.247(5) 0.015(3) 0.0500 Uiso 1.0000 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 C1 0.0412(19) 0.033(2) 0.0303(16) 0.0084(16) -0.0046(14) 0.0002(14) C2 0.0430(19) 0.039(2) 0.0321(17) 0.0039(16) -0.0023(14) -0.0055(15) C3 0.055(2) 0.037(2) 0.050(2) -0.0004(18) -0.0030(19) 0.0050(19) C4 0.061(3) 0.045(3) 0.039(2) 0.010(2) -0.0067(19) 0.0072(18) C5 0.044(2) 0.048(2) 0.0325(17) 0.0105(17) -0.0068(15) -0.0023(17) C6 0.0399(19) 0.037(2) 0.0404(18) 0.0049(17) -0.0030(15) -0.0008(17) C7 0.059(3) 0.059(3) 0.053(3) -0.010(2) -0.011(2) -0.001(2) N8 0.068(3) 0.058(2) 0.057(2) 0.018(2) -0.0292(19) -0.0046(19) O9 0.115(3) 0.114(3) 0.0426(17) 0.033(2) -0.0262(18) -0.0150(19) O10 0.074(2) 0.132(4) 0.106(3) -0.018(2) -0.052(2) 0.020(3) N11 0.0502(18) 0.042(2) 0.0371(17) -0.0017(15) -0.0105(14) 0.0016(14) O12 0.084(2) 0.057(2) 0.069(2) 0.0286(18) -0.0030(17) 0.0139(16) O13 0.109(2) 0.066(2) 0.0362(15) 0.0065(18) 0.0056(15) 0.0074(14) I14 0.05144(18) 0.05178(19) 0.04654(17) -0.00438(13) -0.01050(11) -0.00924(12) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C1 C2 1.388(5) no C1 C6 1.389(5) no C1 N11 1.471(4) no C2 C3 1.386(5) no C2 I14 2.085(3) no C3 C4 1.365(6) no C3 H31 0.87(3) no C4 C5 1.379(5) no C4 H41 0.83(3) no C5 C6 1.388(5) no C5 N8 1.467(5) no C6 C7 1.491(6) no C7 H71 0.87(3) no C7 H72 0.86(3) no C7 H73 0.83(3) no N8 O9 1.224(4) no N8 O10 1.208(5) no N11 O12 1.208(4) no N11 O13 1.211(4) no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag I14 O12 3.368(3) 3_644 yes I14 O13 3.481(3) 3_644 yes loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 C1 C6 124.3(3) no C2 C1 N11 117.7(3) no C6 C1 N11 117.9(3) no C1 C2 C3 118.1(3) no C1 C2 I14 122.0(2) no C3 C2 I14 119.9(3) no C2 C3 C4 120.0(4) no C2 C3 H31 116(3) no C4 C3 H31 124(3) no C3 C4 C5 119.6(4) no C3 C4 H41 120(3) no C5 C4 H41 120(3) no C4 C5 C6 123.8(3) no C4 C5 N8 115.6(3) no C6 C5 N8 120.6(4) no C1 C6 C5 114.1(3) no C1 C6 C7 121.9(3) no C5 C6 C7 123.9(3) no C6 C7 H71 113(2) no C6 C7 H72 111(2) no H71 C7 H72 104(3) no C6 C7 H73 112(2) no H71 C7 H73 103(3) no H72 C7 H73 113(3) no C5 N8 O9 117.2(4) no C5 N8 O10 118.6(4) no O9 N8 O10 124.2(4) no C1 N11 O12 118.3(3) no C1 N11 O13 118.3(3) no O12 N11 O13 123.3(3) no