#------------------------------------------------------------------------------ #$Date: 2016-02-19 22:18:51 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176760 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010161.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_2010161 loop_ _publ_author_name 'Lynch, V. M.' 'Baran, J. R.' 'Lagow, R. J.' 'Davis, Brian E.' _publ_section_title ; Three polyhalogenated tricyclo[5.1.0.0^3,5^]octane compounds ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1765 _journal_page_last 1768 _journal_paper_doi 10.1107/S0108270194003513 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C12 H18 Br2' _chemical_formula_sum 'C12 H18 Br2' _chemical_formula_weight 322.08 _chemical_name_systematic 4,8-dibromo-1,3,5,7-tetramethyl-cis-transoid-cis-tricyclo[5.1.0.0^3,5^]octane _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' _cell_angle_alpha 90 _cell_angle_beta 113.55(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 6.430(2) _cell_length_b 13.437(4) _cell_length_c 7.804(2) _cell_measurement_reflns_used 20 _cell_measurement_temperature 298 _cell_measurement_theta_max 11.6 _cell_measurement_theta_min 4.1 _cell_volume 618.1(3) _computing_cell_refinement 'Siemens P3/V Data Collection Software, version 4.1' _computing_data_collection 'Siemens P3/V Data Collection Software, version 4.1' _computing_data_reduction 'SHELXTL-Plus (Sheldrick, 1991)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material 'FUER (Larson, 1982); MPLN (Cordes, 1982)' _computing_structure_refinement SHELXTL-Plus _computing_structure_solution SHELXTL-Plus _diffrn_ambient_temperature 298.0(10) _diffrn_measurement_device 'Nicolet R3 diffractometer' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3124 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 2 _diffrn_standards_decay_% 6 _diffrn_standards_interval_count 96 _diffrn_standards_number 4 _exptl_absorpt_coefficient_mu 6.457 _exptl_absorpt_correction_T_max 0.2311 _exptl_absorpt_correction_T_min 0.1524 _exptl_absorpt_correction_type analytical _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.73 _exptl_crystal_description block _exptl_crystal_F_000 320 _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.27 _refine_diff_density_max 0.36 _refine_diff_density_min -0.66 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.025 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 100 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_obs 0.0346 _refine_ls_shift/esd_max 0.003 _refine_ls_shift/esd_mean 0.0004 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F)+0.0004F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0406 _refine_ls_wR_factor_obs 0.0346 _reflns_number_observed 874 _reflns_number_total 1431 _reflns_observed_criterion F>4.0\s(F) _cod_data_source_file cr1110.cif _cod_data_source_block 3 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(F)+0.0004F^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(F)+0.0004F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 618.2(3) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2010161 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,1/2+y,1/2-z x,1/2-y,1/2+z 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 Br 0.0528(3) 0.0560(3) 0.0374(3) 0.0067(2) 0.0067(2) 0.0043(2) C1 0.050(2) 0.030(2) 0.036(2) 0.009(2) 0.016(2) -0.002(2) C2 0.047(2) 0.023(2) 0.035(2) -0.002(2) 0.0163(14) -0.002(2) C3 0.040(2) 0.037(2) 0.044(2) 0.002(2) 0.020(2) 0.006(2) C4 0.039(2) 0.033(2) 0.033(2) 0.002(2) 0.0160(14) -0.001(2) C5 0.061(3) 0.037(3) 0.053(2) -0.010(3) 0.015(2) -0.008(3) C6 0.071(3) 0.050(3) 0.043(3) 0.004(2) 0.030(2) -0.005(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_calc_attached_atom Br 0.13627(7) 0.59033(3) 0.18891(5) 0.0523(2) uani ? C1 0.3094(7) 0.6329(3) 0.4412(5) 0.0390(15) uani ? C2 0.5584(6) 0.6094(2) 0.5370(5) 0.0350(14) uani ? C3 0.6687(7) 0.5480(3) 0.4342(6) 0.039(2) uani ? C4 0.3883(6) 0.5607(3) 0.6024(5) 0.0348(14) uani ? C5 0.7090(10) 0.6927(4) 0.6490(8) 0.053(2) uani ? C6 0.3723(9) 0.5970(4) 0.7806(6) 0.053(2) uani ? H1 0.258(6) 0.692(3) 0.457(5) 0.043(11) uiso ? H3A 0.637(6) 0.578(2) 0.311(5) 0.035(9) uiso ? H3B 0.819(7) 0.552(3) 0.493(5) 0.036(10) uiso ? H5A 0.820(8) 0.672(3) 0.755(7) 0.060(14) uiso ? H5B 0.635(7) 0.735(4) 0.684(5) 0.055(14) uiso ? H5C 0.796(8) 0.723(4) 0.582(7) 0.08(2) uiso ? H6A 0.219(9) 0.568(4) 0.779(8) 0.08(2) uiso ? H6B 0.496(11) 0.575(4) 0.889(9) 0.10(2) uiso ? H6C 0.372(8) 0.670(4) 0.786(6) 0.07(2) uiso ? loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .002 .002 'IntTabIV ' H 0 0 'IntTabIV ' Br -.374 2.456 'IntTabIV ' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 4 -1 -2 4 1 -1 -3 4 1 -3 -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 C2 C1 C4 . . 60.9(2) yes C2 C1 Br . . 120.8(3) yes C4 C1 Br . . 121.9(3) yes C3 C2 C4 . . 119.7(3) yes C3 C2 C5 . . 112.5(4) yes C3 C2 C1 . . 118.9(3) yes C4 C2 C5 . . 120.3(4) yes C4 C2 C1 . . 59.6(3) yes C5 C2 C1 . . 116.2(3) yes C6 C4 C1 . . 115.8(3) yes C6 C4 C2 . . 119.3(3) yes C1 C4 C2 . . 59.5(2) yes C3 C4 C2 2_666 . 120.3(4) yes C3 C4 C6 2_666 . 112.7(4) yes C3 C4 C1 2_666 . 119.4(3) yes C4 C3 C2 2_666 . 120.0(4) yes C2 C1 H1 . . 120(2) no C4 C1 H1 . . 119(3) no H1 C1 Br . . 108(2) no H3A C3 H3B . . 104(4) no H3A C3 C2 . . 110(2) no H3B C3 C2 . . 110(3) no H3A C3 C4 . 2_666 106(2) no H3B C3 C4 . 2_666 107(2) no H5A C5 H5B . . 104(4) no H5A C5 H5C . . 102(5) no H5A C5 C2 . . 113(3) no H5B C5 H5C . . 114(5) no H5B C5 C2 . . 112(3) no H5C C5 C2 . . 111(3) no H6A C6 H6B . . 110(5) no H6A C6 H6C . . 111(4) no H6A C6 C4 . . 106(3) no H6B C6 H6C . . 107(4) no H6B C6 C4 . . 112(5) no H6C C6 C4 . . 111(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 Br . . 1.921(3) yes C2 C1 . . 1.505(5) yes C4 C1 . . 1.507(5) yes C3 C2 . . 1.511(7) yes C4 C2 . . 1.526(6) yes C5 C2 . . 1.509(6) yes C6 C4 . . 1.516(7) yes C3 C4 2_666 . 1.506(5) yes H1 C1 . . 0.89(4) no H3A C3 . . 0.98(4) no H3B C3 . . 0.89(4) no H5A C5 . . 0.89(4) no H5B C5 . . 0.86(5) no H5C C5 . . 0.99(6) no H6A C6 . . 1.06(6) no H6B C6 . . 0.95(5) no H6C C6 . . 0.98(6) no