#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2002110.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_2002110 loop_ _publ_author_name 'Preut, H.' 'Weisbeck, M. P.' 'Neumann, W. P.' _publ_contact_author ; Dr. Hans Preut Fachbereich Chemie Universit\"at Dortmund Postfach 500500 Otto-Hahn-Strasse 6 D-4600 Dortmund 50 Germany ; _publ_section_title ; Structure of 1,1,2,2,3,3-hexamethyl-4-(2-ethynylphenyl)-1,2,3-trigermacyclopent-4-ene ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 182 _journal_page_last 184 _journal_volume 49 _journal_year 1993 _chemical_formula_moiety 'C16 H24 Ge3' _chemical_formula_sum 'C16 H24 Ge3' _chemical_formula_weight 434.14 _chemical_melting_point 365 _chemical_name_systematic ; 1,1,2,2,3,3-Hexamethyl-4-(2-ethynylphenyl)-1,2,3- trigermacyclopent-4-ene ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method ; text program nroff under UNIX ; _cell_angle_alpha 90.0 _cell_angle_beta 95.11(8) _cell_angle_gamma 90.0 _cell_formula_units_Z 4 _cell_length_a 7.237(7) _cell_length_b 14.952(9) _cell_length_c 17.07(2) _cell_measurement_reflns_used 16 _cell_measurement_temperature 170 _cell_measurement_theta_max 14.7 _cell_measurement_theta_min 6.4 _cell_volume 1840(3) _computing_cell_refinement 'Nicolet R3m/V software' _computing_data_collection 'Nicolet R3m/V software, release 4.11' _computing_data_reduction 'Nicolet R3m/V software' _computing_publication_material ; PARST (Nardelli, 1983), PLATON (Spek, 1982), MISSYM (Le Page, 1987) ; _computing_structure_refinement ; SHELXTL-Plus ; _computing_structure_solution 'SHELXTL-Plus (Sheldrick, 1987)' _diffrn_ambient_temperature 170 _diffrn_measurement_device 'Nicolet R3m/V' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 4379 _diffrn_reflns_reduction_process ; Lorentz-polarization correction, data averaged ; _diffrn_reflns_theta_max 25.0 _diffrn_reflns_theta_min 1.0 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 4.79 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.567 _exptl_crystal_description platelet _exptl_crystal_F_000 864 _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.14 _refine_diff_density_max 2.1 _refine_diff_density_min -2.6 _refine_ls_goodness_of_fit_obs 0.87 _refine_ls_hydrogen_treatment refU _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 173 _refine_ls_number_reflns 2297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0845 _refine_ls_R_factor_obs 0.068 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'calc w=1/[\s^2^(F)+0.007F^2^]' _refine_ls_wR_factor_all 0.0916 _refine_ls_wR_factor_obs 0.083 _reflns_number_observed 2297 _reflns_number_total 3250 _reflns_observed_criterion refl_observed_if_F>_4.0_sigma(F) _[local]_cod_data_source_file al1028.cif _[local]_cod_data_source_block default _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2002110 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+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 Ge(1) 339(6) 103(5) 189(5) 8(4) -13(4) -9.00 Ge(2) 378(6) 99(5) 212(6) -13(4) -5(4) -19.00 Ge(3) 337(6) 127(5) 181(5) 0(4) -5(4) -31.00 C(1a) 54E1(6) 26E1(6) 20E1(5) 0E1(4) 4E1(5) -10E1(4) H(1aa) 89E1(11) ? ? ? ? ? H(1ab) 89E1(11) ? ? ? ? ? H(1ac) 89E1(11) ? ? ? ? ? C(1b) 43E1(6) 25E1(6) 45E1(7) 3E1(5) -1E1(5) 7E1(4) H(1ba) 89E1(11) ? ? ? ? ? H(1bb) 89E1(11) ? ? ? ? ? H(1bc) 89E1(11) ? ? ? ? ? C(2a) 49E1(7) 47E1(8) 38E1(6) -8E1(6) 7E1(5) -26E1(5) H(2aa) 89E1(11) ? ? ? ? ? H(2ab) 89E1(11) ? ? ? ? ? H(2ac) 89E1(11) ? ? ? ? ? C(2b) 66E1(7) 27E1(6) 32E1(6) -9E1(5) -0E1(5) 7E1(5) H(2ba) 89E1(11) ? ? ? ? ? H(2bb) 89E1(11) ? ? ? ? ? H(2bc) 89E1(11) ? ? ? ? ? C(3a) 65E1(8) 24E1(6) 38E1(6) -2E1(5) -18E1(6) 7E1(5) H(3aa) 89E1(11) ? ? ? ? ? H(3ab) 89E1(11) ? ? ? ? ? H(3ac) 89E1(11) ? ? ? ? ? C(3b) 64E1(8) 49E1(8) 31E1(6) -13E1(6) 26E1(6) -28E1(6) H(3ba) 89E1(11) ? ? ? ? ? H(3bb) 89E1(11) ? ? ? ? ? H(3bc) 89E1(11) ? ? ? ? ? C(4) 33E1(5) 10E1(4) 12E1(4) -2E1(3) -9E1(4) -3E1(3) H(4a) 89E1(11) ? ? ? ? ? C(5) 25E1(5) 20E1(5) 16E1(4) -5E1(4) 2E1(4) 0E1(3) C(6) 29E1(5) 12E1(4) 12E1(4) 3E1(3) -3E1(4) 2E1(3) C(7) 36E1(5) 15E1(5) 24E1(5) 4E1(4) -3E1(4) -2E1(4) H(7a) 89E1(11) ? ? ? ? ? C(8) 50E1(6) 21E1(5) 23E1(5) -3E1(4) 0E1(5) 5E1(4) H(8a) 89E1(11) ? ? ? ? ? C(9) 60E1(7) 14E1(5) 19E1(5) -4E1(4) -4E1(5) -8E1(4) H(9a) 89E1(11) ? ? ? ? ? C(10) 47E1(6) 18E1(5) 17E1(5) 1E1(4) -10E1(4) -15E1(4) H(10a) 89E1(11) ? ? ? ? ? C(11) 37E1(5) 11E1(5) 23E1(5) -1E1(4) -5E1(4) -5E1(4) C(12) 29E1(5) 18E1(5) 43E1(6) 2E1(5) -5E1(5) -5E1(4) C(13) 32E1(6) 40E1(7) 44E1(6) -10E1(6) 4E1(5) -8E1(5) H(13) 89E1(11) ? ? ? ? ? loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom Ge(1) 0.07107(14) 0.14797(6) 0.43819(5) 213 Uani ? ? Ge(2) -0.04309(14) 0.08593(6) 0.31272(6) 231 Uani ? ? Ge(3) -0.02950(14) 0.22783(6) 0.24704(5) 216 Uani ? ? C(1a) -0.091(2) 0.1300(7) 0.5209(6) 334 Uani ? ? H(1aa) -0.037(2) 0.1563(7) 0.5689(6) 888 Uiso calc C(1a) H(1ab) -0.208(2) 0.1579(7) 0.5059(6) 888 Uiso calc C(1a) H(1ac) -0.109(2) 0.0671(7) 0.5287(6) 888 Uiso calc C(1a) C(1b) 0.3220(10) 0.1147(7) 0.4768(7) 378 Uani ? ? H(1ba) 0.3560(10) 0.1423(7) 0.5268(7) 888 Uiso calc C(1b) H(1bb) 0.3280(10) 0.0508(7) 0.4823(7) 888 Uiso calc C(1b) H(1bc) 0.4060(10) 0.1339(7) 0.4396(7) 888 Uiso calc C(1b) C(2a) -0.292(2) 0.0439(9) 0.3195(7) 445 Uani ? ? H(2aa) -0.338(2) 0.0191(9) 0.2697(7) 888 Uiso calc C(2a) H(2ab) -0.294(2) -0.0012(9) 0.3595(7) 888 Uiso calc C(2a) H(2ac) -0.369(2) 0.0932(9) 0.3322(7) 888 Uiso calc C(2a) C(2b) 0.117(2) -0.0058(8) 0.2744(7) 422 Uani ? ? H(2ba) 0.064(2) -0.0278(8) 0.2244(7) 888 Uiso calc C(2b) H(2bb) 0.237(2) 0.0200(8) 0.2683(7) 888 Uiso calc C(2b) H(2bc) 0.131(2) -0.0543(8) 0.3113(7) 888 Uiso calc C(2b) C(3a) -0.263(2) 0.2696(7) 0.1935(7) 437 Uani ? ? H(3aa) -0.243(2) 0.3262(7) 0.1690(7) 888 Uiso calc C(3a) H(3ab) -0.309(2) 0.2273(7) 0.1542(7) 888 Uiso calc C(3a) H(3ac) -0.351(2) 0.2764(7) 0.2317(7) 888 Uiso calc C(3a) C(3b) 0.165(2) 0.2371(9) 0.1754(6) 465 Uani ? ? H(3ba) 0.161(2) 0.2954(9) 0.1517(6) 888 Uiso calc C(3b) H(3bb) 0.284(2) 0.2278(9) 0.2036(6) 888 Uiso calc C(3b) H(3bc) 0.144(2) 0.1924(9) 0.1352(6) 888 Uiso calc C(3b) C(4) 0.0350(10) 0.3042(6) 0.3382(5) 187 Uani ? ? H(4a) 0.0440(10) 0.3674(6) 0.3296(5) 888 Uiso calc C(4a) C(5) 0.0710(10) 0.2764(6) 0.4100(5) 202 Uani calc C(4a) C(6) 0.1210(10) 0.3402(6) 0.4775(5) 180 Uani calc C(4a) C(7) -0.0100(10) 0.3689(6) 0.5248(6) 256 Uani ? ? H(7a) -0.1350(10) 0.3476(6) 0.5148(6) 888 Uiso calc C(7) C(8) 0.034(2) 0.4291(7) 0.5857(6) 314 Uani ? ? H(8a) -0.058(2) 0.4482(7) 0.6195(6) 888 Uiso calc C(8) C(9) 0.209(2) 0.4605(7) 0.5997(6) 314 Uani ? ? H(9a) 0.240(2) 0.5028(7) 0.6411(6) 888 Uiso calc C(9) C(10) 0.3470(10) 0.4324(6) 0.5532(5) 279 Uani ? ? H(10a) 0.4710(10) 0.4551(6) 0.5637(5) 888 Uiso calc C(10) C(11) 0.3040(10) 0.3723(6) 0.4916(5) 238 Uani ? ? C(12) 0.4470(10) 0.3440(7) 0.4435(7) 304 Uani ? ? C(13) 0.562(2) 0.3218(8) 0.4049(7) 386 Uani ? ? H(13) 0.658(2) 0.3032(8) 0.3729(7) 888 Uiso calc C(13) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.002 0.002 International_Tables_Vol_IV_Table_2.2B H 0 0 International_Tables_Vol_IV_Table_2.2B Ge 0.081 1.801 International_Tables_Vol_IV_Table_2.2B loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 0 0, -2 0 0, 0 2 0, 0 -2 0, 0 0 -4, 0 -4 2 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 C(1b) Ge(1) C(5) 108.2(5) yes C(1a) Ge(1) C(5) 108.9(4) yes C(1a) Ge(1) C(1b) 109.1(5) yes Ge(2) Ge(1) C(5) 99.4(3) yes Ge(2) Ge(1) C(1b) 116.0(4) yes Ge(2) Ge(1) C(1a) 114.4(4) yes Ge(1) Ge(2) C(2b) 113.7(4) yes Ge(1) Ge(2) C(2a) 108.8(4) yes Ge(1) Ge(2) Ge(3) 92.80(10) yes C(2a) Ge(2) C(2b) 112.3(5) yes Ge(3) Ge(2) C(2b) 114.5(4) yes Ge(3) Ge(2) C(2a) 113.2(4) yes Ge(2) Ge(3) C(4) 99.3(3) yes Ge(2) Ge(3) C(3b) 114.6(4) yes Ge(2) Ge(3) C(3a) 115.6(4) yes C(3b) Ge(3) C(4) 108.9(5) yes C(3a) Ge(3) C(4) 108.8(4) yes C(3a) Ge(3) C(3b) 109.0(5) yes Ge(3) C(4) C(5) 125.3(7) yes Ge(1) C(5) C(4) 122.4(7) yes C(4) C(5) C(6) 122.0(8) yes Ge(1) C(5) C(6) 115.5(6) yes C(5) C(6) C(11) 120.1(8) yes C(5) C(6) C(7) 121.0(8) yes C(7) C(6) C(11) 118.9(8) yes C(6) C(7) C(8) 121.0(10) yes C(7) C(8) C(9) 120.0(10) yes C(8) C(9) C(10) 120.0(10) yes C(9) C(10) C(11) 120.0(10) yes C(6) C(11) C(10) 119.2(9) yes C(10) C(11) C(12) 119.9(9) yes C(6) C(11) C(12) 120.9(9) yes C(11) C(12) C(13) 179.0(10) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Ge(1) Ge(2) 2.411(3) yes Ge(1) C(1a) 1.930(10) yes Ge(1) C(1b) 1.940(10) yes Ge(1) C(5) 1.979(9) yes Ge(2) Ge(3) 2.406(2) yes Ge(2) C(2a) 1.920(10) yes Ge(2) C(2b) 1.950(10) yes Ge(3) C(3a) 1.950(10) yes Ge(3) C(3b) 1.950(10) yes Ge(3) C(4) 1.954(8) yes C(4) C(5) 1.300(10) yes C(5) C(6) 1.520(10) yes C(6) C(7) 1.370(10) yes C(6) C(11) 1.410(10) yes C(7) C(8) 1.390(10) yes C(8) C(9) 1.35(2) yes C(9) C(10) 1.39(2) yes C(10) C(11) 1.400(10) yes C(11) C(12) 1.440(10) yes C(12) C(13) 1.16(2) yes 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_publ_flag Ge(2) Ge(1) C(5) C(4) -6.8(9) yes C(5) Ge(1) Ge(2) Ge(3) 7.1(3) yes Ge(1) Ge(2) Ge(3) C(4) -6.6(3) yes Ge(2) Ge(3) C(4) C(5) 4.5(9) yes Ge(3) C(4) C(5) Ge(1) 2.0(10) yes C(4) C(5) C(6) C(7) 97.0(10) yes Ge(1) C(5) C(6) C(7) -84.0(10) yes C(4) C(5) C(6) C(11) -80.0(10) yes Ge(1) C(5) C(6) C(11) 96.7(9) yes