#------------------------------------------------------------------------------ #$Date: 2020-01-10 22:28:11 +0000 (Fri, 10 Jan 2020) $ #$Revision: 246665 $ #$URL: svn://www.crystallography.net/cod/cif/3/50/00/3500089.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_3500089 loop_ _publ_author_name 'Thierry Maris' _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8. Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. ; _publ_section_title ; 1-iodo-4-methoxybenzene ; _journal_name_full 'Personal communication to COD' _journal_year 2020 _chemical_formula_moiety 'C7 H7 I O' _chemical_formula_sum 'C7 H7 I O' _chemical_formula_weight 234.03 _chemical_name_systematic ; 1-iodo-4-methoxybenzene ; _space_group_crystal_system orthorhombic _space_group_IT_number 29 _space_group_name_Hall 'P 2c -2ac' _space_group_name_H-M_alt 'P c a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2019-11-14 _audit_creation_method olex2 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.2275(2) _cell_length_b 7.2083(2) _cell_length_c 16.8213(5) _cell_measurement_reflns_used 8698 _cell_measurement_temperature 100 _cell_measurement_theta_max 70.404 _cell_measurement_theta_min 5.259 _cell_volume 755.10(4) _computing_cell_refinement ; SAINT (2013) V8.38A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.' ; _computing_data_collection ; APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_reduction ; SAINT (2013) V8.38A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.' ; _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL n/a (Sheldrick, 2008)' _computing_structure_solution 'XT n/a (Sheldrick, 2015)' _diffrn_ambient_temperature 100 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 8.3 _diffrn_detector_type 'Bruker Platinum 135 CCD Area Detector' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device 'k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker X8 Proteum' _diffrn_measurement_method '\w scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Helios Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0729 _diffrn_reflns_av_unetI/netI 0.0401 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 13221 _diffrn_reflns_point_group_measured_fraction_full 0.971 _diffrn_reflns_point_group_measured_fraction_max 0.970 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 70.392 _diffrn_reflns_theta_min 5.259 _diffrn_source 'Rotating-anode X-ray tube' _diffrn_source_target Cu _diffrn_source_type 'Bruker Microstar/FR591 generator' _exptl_absorpt_coefficient_mu 32.651 _exptl_absorpt_correction_T_max 0.1693 _exptl_absorpt_correction_T_min 0.0275 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1542 before and 0.0993 after correction. The Ratio of minimum to maximum transmission is 0.1624. The \l/2 correction factor is Not present.' ; _exptl_crystal_colour 'clear light Colorless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 2.059 _exptl_crystal_description Block _exptl_crystal_F_000 440 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker microstar diffractometer equipped with a Platinum 135 CCD Detector, a Helios optics and a Kappa goniometer. The crystal-to-detector distance was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 110.0 degree scan in 110 frames over three different parts of the reciprocal space ; _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; _refine_diff_density_max 0.389 _refine_diff_density_min -0.772 _refine_diff_density_rms 0.166 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.348(16) _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 84 _refine_ls_number_reflns 1407 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.091 _refine_ls_R_factor_all 0.0282 _refine_ls_R_factor_gt 0.0278 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0373P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.0644 _refine_special_details ; Refined as a 2-component inversion twin. ; _reflns_Friedel_coverage 0.869 _reflns_Friedel_fraction_full 0.939 _reflns_Friedel_fraction_max 0.938 _reflns_number_gt 1375 _reflns_number_total 1407 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. Completness statistics refer to single and composite reflections containing twin component 1 only. ; _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file i_phi_chme.cif _cod_data_source_block i_phi_chme _cod_database_code 3500089 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z+1/2' 3 'x+1/2, -y, z' 4 '-x+1/2, y, z+1/2' loop_ _atom_site_label _atom_site_type_symbol _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.81795(5) 0.71970(5) 0.81153(2) 0.03965(17) Uani 1 1 d . . . . . O1 O 0.4217(8) 0.7402(6) 0.4726(3) 0.0368(10) Uani 1 1 d . . . . . C1 C 0.4954(11) 0.7473(9) 0.5487(5) 0.0323(11) Uani 1 1 d . . . . . C2 C 0.3885(11) 0.8271(9) 0.6127(3) 0.0352(12) Uani 1 1 d . . . . . H2 H 0.254565 0.887524 0.604850 0.042 Uiso 1 1 calc R U . . . C3 C 0.4794(11) 0.8180(9) 0.6889(4) 0.0364(13) Uani 1 1 d . . . . . H3 H 0.405858 0.870020 0.733078 0.044 Uiso 1 1 calc R U . . . C4 C 0.6767(9) 0.7331(10) 0.6995(5) 0.0329(15) Uani 1 1 d . . . . . C5 C 0.7864(9) 0.6551(10) 0.6358(4) 0.0339(12) Uani 1 1 d . . . . . H5 H 0.922583 0.598620 0.643653 0.041 Uiso 1 1 calc R U . . . C6 C 0.6944(7) 0.6605(11) 0.5598(4) 0.0328(15) Uani 1 1 d . . . . . H6 H 0.766701 0.605522 0.516024 0.039 Uiso 1 1 calc R U . . . C7 C 0.2221(12) 0.8248(13) 0.4566(5) 0.0445(16) Uani 1 1 d . . . . . H7A H 0.197315 0.826572 0.399028 0.067 Uiso 1 1 calc R U . . . H7B H 0.223017 0.952144 0.476906 0.067 Uiso 1 1 calc R U . . . H7C H 0.107391 0.754320 0.482599 0.067 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0504(2) 0.0398(3) 0.0288(2) -0.0002(4) -0.0039(2) -0.00016(11) O1 0.039(3) 0.043(2) 0.029(2) 0.0028(17) -0.0011(19) 0.0025(19) C1 0.042(3) 0.029(3) 0.027(3) 0.001(2) 0.000(2) -0.003(2) C2 0.039(3) 0.034(3) 0.032(3) 0.001(2) 0.003(3) 0.006(3) C3 0.045(4) 0.034(3) 0.030(3) -0.002(2) 0.002(2) 0.001(2) C4 0.045(4) 0.029(3) 0.025(4) -0.001(3) -0.003(2) -0.002(2) C5 0.035(3) 0.031(3) 0.035(3) 0.002(3) 0.001(2) 0.002(2) C6 0.040(4) 0.030(3) 0.028(3) -0.001(3) 0.003(2) 0.0022(18) C7 0.042(4) 0.060(4) 0.032(4) 0.007(3) -0.006(3) 0.003(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 C1 O1 C7 117.4(5) . . O1 C1 C2 125.6(6) . . O1 C1 C6 114.0(6) . . C2 C1 C6 120.4(6) . . C1 C2 H2 120.2 . . C1 C2 C3 119.6(6) . . C3 C2 H2 120.2 . . C2 C3 H3 120.1 . . C4 C3 C2 119.8(6) . . C4 C3 H3 120.1 . . C3 C4 I1 120.8(6) . . C3 C4 C5 121.0(7) . . C5 C4 I1 118.2(5) . . C4 C5 H5 120.3 . . C4 C5 C6 119.4(6) . . C6 C5 H5 120.3 . . C1 C6 C5 119.7(6) . . C1 C6 H6 120.1 . . C5 C6 H6 120.1 . . O1 C7 H7A 109.5 . . O1 C7 H7B 109.5 . . O1 C7 H7C 109.5 . . H7A C7 H7B 109.5 . . H7A C7 H7C 109.5 . . H7B C7 H7C 109.5 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 I1 C4 2.081(8) . O1 C1 1.362(9) . O1 C7 1.410(9) . C1 C2 1.390(9) . C1 C6 1.401(9) . C2 H2 0.9500 . C2 C3 1.403(9) . C3 H3 0.9500 . C3 C4 1.384(10) . C4 C5 1.390(10) . C5 H5 0.9500 . C5 C6 1.401(9) . C6 H6 0.9500 . C7 H7A 0.9800 . C7 H7B 0.9800 . C7 H7C 0.9800 . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 I1 C4 C5 C6 179.4(5) . . . . O1 C1 C2 C3 177.4(6) . . . . O1 C1 C6 C5 -178.9(6) . . . . C1 C2 C3 C4 1.3(10) . . . . C2 C1 C6 C5 -0.3(10) . . . . C2 C3 C4 I1 179.3(5) . . . . C2 C3 C4 C5 -0.4(10) . . . . C3 C4 C5 C6 -0.8(10) . . . . C4 C5 C6 C1 1.2(10) . . . . C6 C1 C2 C3 -1.0(11) . . . . C7 O1 C1 C2 1.6(10) . . . . C7 O1 C1 C6 -179.9(7) . . . . _cod_database_fobs_code 3500089