#------------------------------------------------------------------------------ #$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/17/2011789.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_2011789 loop_ _publ_author_name 'Liu, Xiaoming' 'Kilner, Colin A.' 'Thornton-Pett, Mark' 'Halcrow, Malcolm A.' _publ_section_title ; 1-(Dibromomethyl)-4-methoxy-2-methylbenzene ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 317 _journal_page_last 318 _journal_paper_doi 10.1107/S0108270100019375 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C9 H10 Br2 O' _chemical_formula_sum 'C9 H10 Br2 O' _chemical_formula_weight 293.99 _chemical_name_systematic ; 3-Methyl-4-(dibromomethyl)methoxybenzene ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL-97 _cell_angle_alpha 68.104(4) _cell_angle_beta 77.038(4) _cell_angle_gamma 67.310(4) _cell_formula_units_Z 2 _cell_length_a 7.4692(5) _cell_length_b 8.7343(7) _cell_length_c 8.9090(7) _cell_measurement_reflns_used 5761 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.49 _cell_measurement_theta_min 3.26 _cell_volume 495.34(7) _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_data_reduction DENZO-SMN _computing_molecular_graphics 'ORTEX (McArdle, 1995)' _computing_publication_material 'local program' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean 9.091 _diffrn_measured_fraction_theta_full .993 _diffrn_measured_fraction_theta_max .993 _diffrn_measurement_device_type 'Nonius kappaCCD area detector diffractometer' _diffrn_measurement_method 'Area detector 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 .0606 _diffrn_reflns_av_sigmaI/netI .0782 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 5761 _diffrn_reflns_theta_full 27.49 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_min 3.26 _exptl_absorpt_coefficient_mu 8.132 _exptl_absorpt_correction_T_max .9231 _exptl_absorpt_correction_T_min .3956 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (SORTAV; Blessing, 1995) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.971 _exptl_crystal_density_method 'not measured' _exptl_crystal_description lath _exptl_crystal_F_000 284 _exptl_crystal_size_max .14 _exptl_crystal_size_mid .07 _exptl_crystal_size_min .01 _refine_diff_density_max .679 _refine_diff_density_min -.767 _refine_ls_extinction_coef .012(2) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 112 _refine_ls_number_reflns 2258 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.013 _refine_ls_R_factor_all .0676 _refine_ls_R_factor_gt .0452 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0469P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1090 _reflns_number_gt 1698 _reflns_number_total 2258 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bm1445.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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 495.34(6) _cod_database_code 2011789 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Br11 .74279(7) .50436(6) .72130(6) .03332(19) Uani d . 1 . . Br Br12 .32133(7) .50103(6) .71270(6) .03477(19) Uani d . 1 . . Br O7 .1048(4) 1.2345(4) .8705(4) .0278(7) Uani d . 1 . . O C1 .2033(6) 1.0870(6) .8270(5) .0231(9) Uani d . 1 . . C C2 .1845(6) 1.1052(6) .6676(5) .0253(9) Uani d . 1 . . C H2 .1088 1.2145 .5998 .030 Uiso calc R 1 . . H C3 .2769(6) .9627(6) .6074(5) .0230(9) Uani d . 1 . . C C4 .3883(7) .8040(6) .7084(5) .0253(9) Uani d . 1 . . C C5 .4039(6) .7879(6) .8682(5) .0264(9) Uani d . 1 . . C H5 .4791 .6791 .9369 .032 Uiso calc R 1 . . H C6 .3115(7) .9281(6) .9272(5) .0255(9) Uani d . 1 . . C H6 .3224 .9151 1.0358 .031 Uiso calc R 1 . . H C8 .1035(7) 1.2182(7) 1.0375(6) .0301(10) Uani d . 1 . . C H8A .0354 1.3330 1.0529 .045 Uiso calc R 1 . . H H8B .2379 1.1745 1.0654 .045 Uiso calc R 1 . . H H8C .0363 1.1362 1.1079 .045 Uiso calc R 1 . . H C9 .2484(7) .9869(7) .4367(5) .0298(10) Uani d . 1 . . C H9A .3736 .9745 .3699 .045 Uiso calc R 1 . . H H9B .1557 1.1038 .3905 .045 Uiso calc R 1 . . H H9C .1975 .8981 .4386 .045 Uiso calc R 1 . . H C10 .4860(6) .6513(6) .6476(5) .0258(9) Uani d . 1 . . C H10 .5012 .6970 .5262 .031 Uiso calc R 1 . . 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 Br11 .0315(3) .0293(3) .0317(3) -.0027(2) -.00300(19) -.0094(2) Br12 .0418(3) .0347(3) .0358(3) -.0180(2) .0050(2) -.0194(2) O7 .0321(17) .0253(17) .0257(16) -.0056(14) -.0044(13) -.0108(14) C1 .023(2) .025(2) .026(2) -.0106(19) -.0004(17) -.0107(18) C2 .028(2) .021(2) .025(2) -.008(2) -.0066(18) -.0035(18) C3 .024(2) .026(2) .017(2) -.0095(19) -.0009(16) -.0037(18) C4 .031(2) .028(2) .018(2) -.014(2) .0007(17) -.0059(18) C5 .027(2) .027(2) .019(2) -.007(2) -.0058(17) -.0014(18) C6 .030(2) .025(2) .021(2) -.009(2) -.0012(17) -.0068(18) C8 .039(3) .031(3) .028(2) -.012(2) -.0024(19) -.018(2) C9 .034(3) .031(3) .023(2) -.008(2) -.0049(18) -.008(2) C10 .026(2) .026(2) .022(2) -.006(2) .0016(17) -.0092(19) 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' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -.2901 2.4595 '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 C1 O7 C8 116.7(4) O7 C1 C6 125.3(4) O7 C1 C2 114.5(4) C6 C1 C2 120.2(4) C1 C2 C3 120.5(4) C4 C3 C2 118.9(4) C4 C3 C9 122.5(4) C2 C3 C9 118.7(4) C3 C4 C5 119.8(4) C3 C4 C10 119.7(4) C5 C4 C10 120.5(4) C6 C5 C4 121.1(4) C1 C6 C5 119.6(4) C4 C10 Br11 114.8(3) C4 C10 Br12 110.3(3) Br11 C10 Br12 107.9(2) O7 C8 H8A 109.5 O7 C8 H8B 109.5 H8A C8 H8B 109.5 O7 C8 H8C 109.5 H8A C8 H8C 109.5 H8B C8 H8C 109.5 C3 C9 H9A 109.5 C3 C9 H9B 109.5 H9A C9 H9B 109.5 C3 C9 H9C 109.5 H9A C9 H9C 109.5 H9B C9 H9C 109.5 C4 C10 Br11 114.8(3) C4 C10 Br12 110.3(3) Br11 C10 Br12 107.9(2) C4 C10 H10 107.9 Br11 C10 H10 107.9 Br12 C10 H10 107.9 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 Br11 C10 . 1.948(5) ? Br12 C10 . 1.983(4) ? O7 C1 . 1.365(5) ? O7 C8 . 1.440(5) ? C1 C6 . 1.382(6) ? C1 C2 . 1.402(6) ? C2 C3 . 1.408(6) ? C3 C4 . 1.392(6) ? C3 C9 . 1.508(6) ? C4 C5 . 1.404(6) ? C4 C10 . 1.488(6) ? C5 C6 . 1.384(6) ? C5 H5 . .9500 ? C6 H6 . .9500 ? C8 H8A . .9800 ? C8 H8B . .9800 ? C8 H8C . .9800 ? C9 H9A . .9800 ? C9 H9B . .9800 ? C9 H9C . .9800 ? C10 H10 . 1.0000 ? 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 C8 O7 C1 C6 -4.5(6) C8 O7 C1 C2 174.1(4) O7 C1 C2 C3 -179.3(4) C6 C1 C2 C3 -.6(6) C1 C2 C3 C4 -.5(6) C1 C2 C3 C9 178.5(4) C2 C3 C4 C5 1.1(6) C9 C3 C4 C5 -177.8(4) C2 C3 C4 C10 179.6(4) C9 C3 C4 C10 .7(6) C3 C4 C5 C6 -.6(6) C10 C4 C5 C6 -179.1(4) O7 C1 C6 C5 179.7(4) C2 C1 C6 C5 1.1(6) C4 C5 C6 C1 -.6(6) C3 C4 C10 Br11 142.8(3) C5 C4 C10 Br11 -38.7(5) C3 C4 C10 Br12 -95.1(4) C5 C4 C10 Br12 83.4(4) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21107320