# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 182/1228 #---------Dibenzobarellenephosphine----- C16H13P --------Compound 1--------- data_MBRY _audit_creation_date 1999-01-11 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 1999-01-21 _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _publ_requested_journal 'J. Chem. Soc. Chem. Commun.' _publ_contact_author ; Dr G\'erald Bernardinelli Laboratoire de Cristallographie Universit\'e de Gen\`eve 24, quai E. Ansermet CH - 1211 Gen\`eve 4 Switzerland ; _publ_contact_author_email gerald.bernardinelli@cryst.unige.ch _publ_contact_author_phone '(+[41] 22) 702 62 02' _publ_contact_author_fax '(+[41] 22) 702 61 08' loop_ _publ_author_name _publ_author_address 'Marcin Brynda' ; D\'epartement de chimie physique Universit\'e de Gen\`eve 30, quai E. Ansermet CH - 1212 Gen\`eve 4 Switzerland ; 'Michel Geoffroy' ; D\'epartement de chimie physique Universit\'e de Gen\`eve 30, quai E. Ansermet CH - 1212 Gen\`eve 4 Switzerland ; 'G\'erald Bernardinelli' ; Laboratoire de Cristallographie Universit\'e de Gen\`eve 24, quai E. Ansermet CH - 1211 Gen\`eve 4 Switzerland _chemical_name_systematic ; Dibenzobarellenephosphine ; _chemical_formula_moiety C16 H13 P _chemical_formula_sum C16 H13 P _chemical_formula_weight 236.3 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'Pnma No 62' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,-y,1/2+z 1/2+x,1/2-y,1/2-z -x,1/2+y,-z -x,-y,-z 1/2+x,+y,1/2-z 1/2-x,1/2+y,1/2+z +x,1/2-y,+z _cell_length_a 11.7836(5) _cell_length_b 14.3232(7) _cell_length_c 7.2002(5) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 90.00000 _cell_volume 1215.24(12) _cell_formula_units_Z 4 _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_meas not_measured _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54183 _cell_measurement_reflns_used 33 _cell_measurement_theta_min 23.5 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 180 _exptl_absorpt_coefficient_mu 1.753 _exptl_crystal_description plate _exptl_crystal_size_max .30 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .09 _exptl_crystal_colour colorless _diffrn_measurement_device_type Stoe_Stadi-4_4-circle_diffractometer _diffrn_measurement_method \w-2\q_scans _exptl_absorpt_correction_type Analytical_integration _exptl_absorpt_process_details Xtal_lsabs _exptl_absorpt_correction_T_min .630877 _exptl_absorpt_correction_T_max .851751 _diffrn_reflns_number 1841 _reflns_number_total 780 _reflns_number_gt 665 _reflns_threshold_expression refl_observed_if_F____>_4.00_sigma(F___) _diffrn_reflns_theta_max 54.32 _diffrn_reflns_av_R_equivalents .033 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_standards_number 2 _diffrn_standards_interval_time 45 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .038 _refine_ls_wR_factor_ref .037 _refine_ls_goodness_of_fit_ref 1.867 _refine_ls_number_reflns 665 _refine_ls_number_parameters 115 _refine_ls_weighting_scheme calc _refine_ls_weighting_details '\w=1/[\s^2(Fo)+0.0001(Fo^2)]' _refine_ls_hydrogen_treatment 'observed and refined' _refine_ls_shift/su_max .16-3 _refine_diff_density_max .31 _refine_diff_density_min -.235 _refine_ls_extinction_method Zachariasen _refine_ls_extinction_coef 962(364) _refine_ls_abs_structure_details none _refine_ls_abs_structure_Flack 0 _computing_data_collection Stoe_Stadi-4 _computing_cell_refinement xtal_latcon _computing_data_reduction xtal_REFCAL_LSABS__SORTRF _computing_structure_solution Multan87 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .017 .009 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 P Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .283 .434 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type P1 .56744(11) .25000 -.16969(18) .0501(8) 1.00000 Uani C1 .6626(3) .33412(19) .1518(4) .0318(16) 1.00000 Uani C2 .5820(3) .4043(3) .1460(5) .039(2) 1.00000 Uani C3 .5842(3) .4743(3) .2820(6) .049(3) 1.00000 Uani C4 .6647(3) .4742(3) .4182(6) .052(3) 1.00000 Uani C5 .7460(3) .4034(3) .4252(5) .046(3) 1.00000 Uani C6 .7444(3) .33402(19) .2931(4) .0352(18) 1.00000 Uani C7 .6739(4) .25000 .0208(6) .034(3) 1.00000 Uani C8 .7985(4) .25000 -.0434(7) .038(3) 1.00000 Uani C9 .8741(4) .25000 .0908(7) .040(3) 1.00000 Uani C10 .8233(4) .25000 .2848(6) .039(3) 1.00000 Uani H01 .620(3) .319(3) -.267(4) .060(9) 1.00000 Uiso H2 .525(2) .4054(18) .049(4) .032(8) 1.00000 Uiso H3 .530(3) .518(3) .274(4) .045(10) 1.00000 Uiso H4 .669(3) .522(3) .519(5) .052(10) 1.00000 Uiso H5 .799(3) .4031(19) .518(4) .039(9) 1.00000 Uiso H8 .812(4) .25000 -.173(6) .037(12) 1.00000 Uiso H9 .959(4) .25000 .060(5) .031(11) 1.00000 Uiso H10 .882(4) .25000 .392(6) .046(13) 1.00000 Uiso 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 P1 .0494(8) .0624(10) .0387(7) .00000 -.0049(7) .00000 C1 .0342(16) .0254(16) .0357(17) -.0007(14) .0064(15) .0042(15) C2 .0384(19) .0365(19) .043(2) .0023(16) .0058(17) .0076(18) C3 .053(3) .029(2) .064(3) .0095(19) .017(3) .0046(19) C4 .065(3) .033(2) .059(3) -.009(2) .019(3) -.011(3) C5 .048(3) .044(3) .047(3) -.0122(18) .0013(19) -.0082(19) C6 .0373(16) .0294(17) .039(2) -.0070(15) .0035(15) .0003(14) C7 .033(3) .035(3) .033(3) .00000 .001(3) .00000 C8 .039(3) .035(3) .039(3) .00000 .009(3) .00000 C9 .033(3) .034(3) .053(4) .00000 .008(3) .00000 C10 .035(3) .041(3) .040(3) .00000 -.005(3) .00000 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 P1 C7 . . 1.859(5) P1 H01 . . 1.36(3) P1 H01 . 8 1.36(3) C1 C2 . . 1.383(4) C1 C6 . . 1.402(4) C1 C7 . . 1.536(4) C2 C3 . . 1.402(5) C2 H2 . . .97(3) C3 C4 . . 1.365(6) C3 H3 . . .90(3) C4 C5 . . 1.395(5) C4 H4 . . 1.01(3) C5 C6 . . 1.376(5) C5 H5 . . .92(3) C6 C10 . . 1.522(4) C7 C8 . . 1.539(6) C8 C9 . . 1.314(7) C8 H8 . . .95(4) C9 C10 . . 1.520(7) C9 H9 . . 1.03(4) C10 H10 . . 1.04(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_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C7 P1 H01 . . . 94.1(12) C7 P1 H01 . . 8 94.1(12) H01 P1 H01 . . 8 92.7(17) C2 C1 C6 . . . 119.6(3) C2 C1 C7 . . . 127.7(3) C6 C1 C7 . . . 112.6(3) C1 C2 C3 . . . 119.1(3) C1 C2 H2 . . . 120.6(15) C3 C2 H2 . . . 120.3(15) C2 C3 C4 . . . 120.9(4) C2 C3 H3 . . . 116.1(19) C4 C3 H3 . . . 123.0(19) C3 C4 C5 . . . 120.3(4) C3 C4 H4 . . . 123.8(17) C5 C4 H4 . . . 115.9(17) C4 C5 C6 . . . 119.4(4) C4 C5 H5 . . . 119.8(17) C6 C5 H5 . . . 120.8(17) C1 C6 C5 . . . 120.7(3) C1 C6 C10 . . . 113.1(3) C5 C6 C10 . . . 126.1(3) P1 C7 C1 . . . 113.21(19) P1 C7 C8 . . . 115.0(3) P1 C7 C1 . . 8 113.21(19) C1 C7 C8 . . . 105.5(3) C1 C7 C1 . . 8 103.3(3) C8 C7 C1 . . 8 105.5(3) C7 C8 C9 . . . 115.2(5) C7 C8 H8 . . . 117(3) C9 C8 H8 . . . 128(3) C8 C9 C10 . . . 114.1(5) C8 C9 H9 . . . 120(2) C10 C9 H9 . . . 125(2) C6 C10 C9 . . . 106.1(3) C6 C10 H10 . . . 112.4(12) C6 C10 C6 . . 8 104.5(3) C9 C10 H10 . . . 115(3) C9 C10 C6 . . 8 106.1(3) H10 C10 C6 . . 8 112.4(12) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag H01 P1 C7 C1 . . . . 74.9(12) H01 P1 C7 C8 . . . . -46.5(12) H01 P1 C7 C1 . . . 8 -167.9(12) H01 P1 C7 C1 8 . . . 167.9(12) H01 P1 C7 C8 8 . . . 46.5(12) H01 P1 C7 C1 8 . . 8 -74.9(12) C6 C1 C2 C3 . . . . .2(5) C6 C1 C2 H2 . . . . 179.7(17) C7 C1 C2 C3 . . . . 178.4(3) C7 C1 C2 H2 . . . . -2.2(18) C2 C1 C6 C5 . . . . -.6(5) C2 C1 C6 C10 . . . . 177.4(3) C7 C1 C6 C5 . . . . -179.0(3) C7 C1 C6 C10 . . . . -1.0(4) C2 C1 C7 P1 . . . . 2.6(4) C2 C1 C7 C8 . . . . 129.2(4) C2 C1 C7 C1 . . . 8 -120.2(4) C6 C1 C7 P1 . . . . -179.1(3) C6 C1 C7 C8 . . . . -52.5(4) C6 C1 C7 C1 . . . 8 58.0(4) C1 C2 C3 C4 . . . . .3(5) C1 C2 C3 H3 . . . . -180(3) H2 C2 C3 C4 . . . . -179.1(17) H2 C2 C3 H3 . . . . 1(3) C2 C3 C4 C5 . . . . -.5(6) C2 C3 C4 H4 . . . . -179(2) H3 C3 C4 C5 . . . . 179(3) H3 C3 C4 H4 . . . . 0(3) C3 C4 C5 C6 . . . . .2(6) C3 C4 C5 H5 . . . . -179(2) H4 C4 C5 C6 . . . . 179.1(19) H4 C4 C5 H5 . . . . 0(3) C4 C5 C6 C1 . . . . .4(5) C4 C5 C6 C10 . . . . -177.3(4) H5 C5 C6 C1 . . . . 179(2) H5 C5 C6 C10 . . . . 2(2) C1 C6 C10 C9 . . . . 55.1(4) C1 C6 C10 H10 . . . . -179(2) C1 C6 C10 C6 . . . 8 -56.7(4) C5 C6 C10 C9 . . . . -126.9(4) C5 C6 C10 H10 . . . . 0(2) C5 C6 C10 C6 . . . 8 121.2(4) P1 C7 C8 C9 . . . . 180.0000 P1 C7 C8 H8 . . . . -.00006 C1 C7 C8 C9 . . . . 54.5(2) C1 C7 C8 H8 . . . . -125.5(2) C1 C7 C8 C9 8 . . . -54.5(2) C1 C7 C8 H8 8 . . . 125.5(2) P1 C7 C1 C6 . . 8 8 179.1(3) C1 C7 C1 C6 . . 8 8 -58.0(4) C8 C7 C1 C6 . . 8 8 52.5(4) C7 C8 C9 C10 . . . . -.00006 C7 C8 C9 H9 . . . . 180.0000 H8 C8 C9 C10 . . . . 180.0000 H8 C8 C9 H9 . . . . -.00006 C8 C9 C10 C6 . . . . -55.4(3) C8 C9 C10 H10 . . . . 180.0000 C8 C9 C10 C6 . . . 8 55.4(3) H9 C9 C10 C6 . . . . 124.6(3) H9 C9 C10 H10 . . . . -.00006 H9 C9 C10 C6 . . . 8 -124.6(3) C6 C10 C6 C1 . . 8 8 56.7(4) C9 C10 C6 C1 . . 8 8 -55.1(4) H10 C10 C6 C1 . . 8 8 179(2) C7 C1 C6 C10 . 8 8 . 1.0(4) #===END=============================================================== #---------tribenzobarellenegermane-----C20H16Ge ------Compound 2------------ data_RCIN _audit_creation_date 1999-01-12 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 1999-01-22 _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _publ_requested_journal 'J. Chem. Soc. Chem. Commun.' _publ_contact_author ; Dr G\'erald Bernardinelli Laboratoire de Cristallographie Universit\'e de Gen\`eve 24, quai E. Ansermet CH - 1211 Gen\`eve 4 Switzerland ; _publ_contact_author_email gerald.bernardinelli@cryst.unige.ch _publ_contact_author_phone '(+[41] 22) 702 62 02' _publ_contact_author_fax '(+[41] 22) 702 61 08' loop_ _publ_author_name _publ_author_address 'Marcin Brynda' ; D\'epartement de chimie physique Universit\'e de Gen\`eve 30, quai E. Ansermet CH - 1212 Gen\`eve 4 Switzerland ; 'Michel Geoffroy' ; D\'epartement de chimie physique Universit\'e de Gen\`eve 30, quai E. Ansermet CH - 1212 Gen\`eve 4 Switzerland ; 'G\'erald Bernardinelli' ; Laboratoire de Cristallographie Universit\'e de Gen\`eve 24, quai E. Ansermet CH - 1211 Gen\`eve 4 Switzerland _chemical_name_systematic ; tribenzobarellenegermane ; _chemical_name_common ; 9-germanyltriptycene ; _chemical_formula_moiety 'C20 H16 Ge' _chemical_formula_sum 'C20 H16 Ge' _chemical_formula_weight 328.9 _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R-3 No 148' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -y,+x-y,+z -x+y,-x,+z -x,-y,-z +y,-x+y,-z +x-y,+x,-z 2/3+x,1/3+y,1/3+z 1/3+x,2/3+y,2/3+z 2/3-y,1/3+x-y,1/3+z 1/3-y,2/3+x-y,2/3+z 2/3-x+y,1/3-x,1/3+z 1/3-x+y,2/3-x,2/3+z 2/3-x,1/3-y,1/3-z 1/3-x,2/3-y,2/3-z 2/3+y,1/3-x+y,1/3-z 1/3+y,2/3-x+y,2/3-z 2/3+x-y,1/3+x,1/3-z 1/3+x-y,2/3+x,2/3-z _cell_length_a 11.8154(7) _cell_length_b 11.8154(7) _cell_length_c 17.7571(7) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 120.0000 _cell_volume 2146.8(3) _cell_formula_units_Z 6 _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_meas 'not_measured' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54183 _cell_measurement_reflns_used 32 _cell_measurement_theta_min 20 _cell_measurement_theta_max 24 _cell_measurement_temperature 200 _exptl_absorpt_coefficient_mu 2.794 _exptl_crystal_description prism _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _exptl_crystal_colour colorless _diffrn_measurement_device_type Stoe_Stadi-4_4-circle_diffractometer _diffrn_measurement_method \w-2\q_scans _exptl_absorpt_correction_type Analytical_integration _exptl_absorpt_process_details xtal_lsabs _exptl_absorpt_correction_T_min .345052 _exptl_absorpt_correction_T_max .601957 _diffrn_reflns_number 1902 _reflns_number_total 593 _reflns_number_gt 563 _reflns_threshold_expression refl_observed_if_F____>_4.00_sigma(F___) _diffrn_reflns_theta_max 54.28 _diffrn_reflns_av_R_equivalents .029 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 2 _diffrn_standards_interval_count 45 _diffrn_standards_decay_% 1.6 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .086 _refine_ls_wR_factor_ref .060 _refine_ls_goodness_of_fit_ref 5.835 _refine_ls_number_reflns 563 _refine_ls_number_parameters 69 _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment calculated _refine_ls_shift/su_max .633-4 _refine_diff_density_max .654 _refine_diff_density_min -2.428 _refine_ls_extinction_method Zachariasen _refine_ls_extinction_coef 538(345) _refine_ls_abs_structure_details none _refine_ls_abs_structure_Flack 0 _computing_data_collection Stoe_Stadi-4 _computing_cell_refinement xtal_latcon _computing_data_reduction xtal_Refcal_sortrf _computing_structure_solution Multan_87 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .017 .009 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 Ge Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 -1.163 .886 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type Ge1 .00000 .00000 .10513(15) .0718(17) .600(4) Uani Ge1a .00000 .00000 .4562(3) .096(3) .400(4) Uani C1 .00000 .00000 .2099(5) .028(4) 1.00000 Uani C2 .1212(5) .1166(5) .2415(3) .030(3) 1.00000 Uani C3 .2243(5) .2167(5) .2038(3) .037(3) 1.00000 Uani C4 .3262(6) .3162(6) .2431(4) .049(4) 1.00000 Uani C5 .3252(6) .3161(5) .3225(4) .043(3) 1.00000 Uani C6 .2201(5) .2182(5) .3613(3) .034(3) 1.00000 Uani C7 .1192(5) .1192(5) .3212(3) .026(3) 1.00000 Uani C8 .00000 .00000 .3565(5) .029(4) 1.00000 Uani H3 .22630 .21761 .14268 .05000 1.00000 Uiso H4 .40582 .38988 .21242 .05000 1.00000 Uiso H5 .40310 .39119 .35206 .05000 1.00000 Uiso H6 .21849 .21838 .42337 .05000 1.00000 Uiso H8 .00000 .00000 .41524 .05000 .600(4) Uiso H8a .00000 .00000 .14910 .05000 .400(4) Uiso H01 -.12175 -.11692 .07694 .05000 .600(4) Uiso H01a -.12049 -.11580 .48389 .05000 .400(4) Uiso 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 Ge1 .0694(14) .0694(14) .077(3) .0347(7) .00000 .00000 Ge1a .095(3) .095(3) .097(3) .0477(13) .00000 .00000 C1 .026(3) .026(3) .033(5) .0128(14) .00000 .00000 C2 .028(3) .028(3) .042(4) .020(3) .005(3) .005(3) C3 .027(3) .029(3) .054(4) .014(3) .009(3) .008(3) C4 .022(3) .024(3) .093(6) .006(3) .007(3) .012(3) C5 .031(4) .028(4) .069(4) .013(3) -.007(3) -.000(3) C6 .028(3) .022(3) .058(4) .017(3) -.011(3) -.005(3) C7 .016(3) .023(3) .043(3) .013(3) .002(3) .001(3) C8 .021(3) .021(3) .045(5) .0107(14) .00000 .00000 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 Ge1 C1 . . 1.861(9) Ge1 H01 . . 1.4970(9) Ge1a C8 . . 1.770(10) Ge1a H01a . . 1.4809(17) C1 C2 . . 1.513(5) C2 C3 . . 1.376(7) C2 C7 . . 1.417(7) C3 C4 . . 1.380(7) C4 C5 . . 1.410(10) C5 C6 . . 1.384(7) C6 C7 . . 1.379(6) C7 C8 . . 1.541(6) 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_2 _geom_angle_site_symmetry_3 _geom_angle C1 Ge1 H01 . . . 109.53(9) H01 Ge1 H01 . . 2 109.41(9) C8 Ge1a H01a . . . 109.41(19) H01a Ge1a H01a . . 2 109.53(19) Ge1 C1 C2 . . . 111.8(4) C2 C1 C2 . . 2 107.1(5) C1 C2 C3 . . . 129.1(5) C1 C2 C7 . . . 111.8(5) C3 C2 C7 . . . 119.1(4) C2 C3 C4 . . . 120.4(6) C3 C4 C5 . . . 120.1(5) C4 C5 C6 . . . 120.1(5) C5 C6 C7 . . . 119.1(5) C2 C7 C6 . . . 121.1(4) C2 C7 C8 . . . 113.8(5) C6 C7 C8 . . . 125.0(5) Ge1a C8 C7 . . . 114.0(4) C7 C8 C7 . . 2 104.6(5) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion H01 Ge1 C1 C2 . . . . -179.9(3) H01 Ge1 C1 C2 . . . 2 -59.9(4) H01 Ge1 C1 C2 . . . 3 60.1(5) H01a Ge1a C8 C7 . . . . 178.0(3) H01a Ge1a C8 C7 . . . 2 58.0(4) H01a Ge1a C8 C7 . . . 3 -62.0(4) Ge1 C1 C2 C3 . . . . .4(8) Ge1 C1 C2 C7 . . . . 178.0(4) C2 C1 C2 C3 2 . . . -122.3(8) C2 C1 C2 C7 2 . . . 55.2(7) C2 C1 C2 C3 3 . . . 123.2(8) C2 C1 C2 C7 3 . . . -59.3(7) C1 C2 C3 C4 . . . . 179.2(7) C7 C2 C3 C4 . . . . 1.8(11) C1 C2 C7 C6 . . . . -179.4(6) C1 C2 C7 C8 . . . . 3.5(7) C3 C2 C7 C6 . . . . -1.6(10) C3 C2 C7 C8 . . . . -178.7(6) C2 C3 C4 C5 . . . . -.1(12) C3 C4 C5 C6 . . . . -1.9(11) C4 C5 C6 C7 . . . . 2.1(11) C5 C6 C7 C2 . . . . -.4(10) C5 C6 C7 C8 . . . . 176.4(6) C2 C7 C8 Ge1a . . . . 177.9(5) C2 C7 C8 C7 . . . 2 -56.9(7) C2 C7 C8 C7 . . . 3 52.8(7) C6 C7 C8 Ge1a . . . . 1.0(7) C6 C7 C8 C7 . . . 2 126.1(7) C6 C7 C8 C7 . . . 3 -124.1(7) C1 C2 C7 C8 . 2 2 . 3.5(10) C1 C2 C7 C8 . 3 3 . 3.5(10) #===END=============================================================== #----------tribenzobarellenemethane------C21H16-------Compound 3------------ data_TRIP _audit_creation_date 1999-01-13 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record 1999-01-21 _audit_conform_dict_name 'cif_core.dic' _audit_conform_dict_version '2.0.1' #--------------------------------------------------------------------------- _publ_requested_journal 'J. Chem. Soc. Chem. Commun.' _publ_contact_author ; Dr G\'erald Bernardinelli Laboratoire de Cristallographie Universit\'e de Gen\`eve 24, quai E. Ansermet CH - 1211 Gen\`eve 4 Switzerland ; _publ_contact_author_email gerald.bernardinelli@cryst.unige.ch _publ_contact_author_phone '(+[41] 22) 702 62 02' _publ_contact_author_fax '(+[41] 22) 702 61 08' loop_ _publ_author_name _publ_author_address 'Marcin Brynda' ; D\'epartement de chimie physique Universit\'e de Gen\`eve 30, quai E. Ansermet CH - 1212 Gen\`eve 4 Switzerland ; 'Michel Geoffroy' ; D\'epartement de chimie physique Universit\'e de Gen\`eve 30, quai E. Ansermet CH - 1212 Gen\`eve 4 Switzerland ; 'Gerald Bernardinelli' ; Laboratoire de Cristallographie Universit\'e de Gen\`eve 24, quai E. Ansermet CH - 1211 Gen\`eve 4 Switzerland ; _chemical_name_systematic ; tribenzobarellenemethane ; _chemical_name_common ; 9-methyltriptycene ; _chemical_formula_moiety 'C21 H16' _chemical_formula_sum 'C21 H16' _chemical_formula_weight 268.4 _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R-3 No 148' loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -y,+x-y,+z -x+y,-x,+z -x,-y,-z +y,-x+y,-z +x-y,+x,-z 2/3+x,1/3+y,1/3+z 1/3+x,2/3+y,2/3+z 2/3-y,1/3+x-y,1/3+z 1/3-y,2/3+x-y,2/3+z 2/3-x+y,1/3-x,1/3+z 1/3-x+y,2/3-x,2/3+z 2/3-x,1/3-y,1/3-z 1/3-x,2/3-y,2/3-z 2/3+y,1/3-x+y,1/3-z 1/3+y,2/3-x+y,2/3-z 2/3+x-y,1/3+x,1/3-z 1/3+x-y,2/3+x,2/3-z _cell_length_a 11.7919(7) _cell_length_b 11.7919(7) _cell_length_c 17.5871(8) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 120.0000 _cell_volume 2117.8(3) _cell_formula_units_Z 6 _exptl_crystal_density_diffrn 1.262 _exptl_crystal_density_meas not_measured _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54183 _cell_measurement_reflns_used 22 _cell_measurement_theta_min 21.5 _cell_measurement_theta_max 39.5 _cell_measurement_temperature 170 _exptl_absorpt_coefficient_mu .538 _exptl_crystal_description prism _exptl_crystal_size_max .28 _exptl_crystal_size_mid .26 _exptl_crystal_size_min .15 _exptl_crystal_colour colorless _diffrn_measurement_device_type Nonius_Cad4_4-circle_diffractometer _diffrn_measurement_method omega-twotheta_scans _exptl_absorpt_correction_type Analytical_integration _exptl_absorpt_process_details xtal_lsabs _exptl_absorpt_correction_T_min .858328 _exptl_absorpt_correction_T_max .923737 _diffrn_reflns_number 2035 _reflns_number_total 634 _reflns_number_gt 629 _reflns_threshold_expression refl_observed_if_F____>_4.00_sigma(F___) _diffrn_reflns_theta_max 56.99 _diffrn_reflns_av_R_equivalents .017 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_standards_number 2 _diffrn_standards_interval_time 30 _diffrn_standards_decay_% 0 _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt .038 _refine_ls_wR_factor_ref .036 _refine_ls_goodness_of_fit_ref 4.803 _refine_ls_number_reflns 629 _refine_ls_number_parameters 93 _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment ; observed and refined excepted H8 and H8a (calculated) ; _refine_ls_shift/su_max .203-3 _refine_diff_density_max .279 _refine_diff_density_min -.214 _refine_ls_extinction_method Zachariasen _refine_ls_extinction_coef 8952(915) _refine_ls_abs_structure_details none _computing_data_collection Enraf-Nonius_CAD4_version_5.0 _computing_cell_refinement xtal_latcon _computing_data_reduction xtal_REFCAL_LSABS__SORTRF _computing_structure_solution multan_87 _computing_structure_refinement xtal_CRYLSQ _computing_molecular_graphics xtal_gx3 _computing_publication_material xtal_BONDLA_CIFIO loop_ _atom_type_symbol _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 .017 .009 H Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 0 0 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_adp_type C1 .00000 .00000 .20498(13) .0256(10) 1.00000 Uani C2 .11989(13) .00218(13) .23982(8) .0244(8) 1.00000 Uani C3 .22412(14) .00607(13) .20091(10) .0302(8) 1.00000 Uani C4 .32652(15) .00831(14) .24118(10) .0345(8) 1.00000 Uani C5 .32530(16) .00651(13) .31972(9) .0333(8) 1.00000 Uani C6 .22158(13) .00303(12) .35904(9) .0283(8) 1.00000 Uani C7 .11955(12) .00130(12) .31946(8) .0238(7) 1.00000 Uani C8 .00000 .00000 .35341(12) .0252(10) 1.00000 Uani C9 .00000 .00000 .1171(3) .038(3) .615(8) Uani C9a .00000 .00000 .4413(4) .023(3) .385(8) Uani H3 .2221(13) .0080(12) .1489(9) .027(4) 1.00000 Uiso H4 .4016(15) .0153(13) .2160(8) .033(4) 1.00000 Uiso H5 .4005(17) .0103(15) .3470(8) .040(4) 1.00000 Uiso H6 .2177(12) .0008(12) .4158(8) .026(4) 1.00000 Uiso H8 .00000 .00000 .40704 .03000 .615(8) Uiso H8a .00000 .00000 .14790 .03000 .385(8) Uiso H9 .082(4) .084(3) .0930(19) .074(9) .615(8) Uiso H9a .070(4) .074(4) .4610(19) .033(10) .385(8) Uiso 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 .0251(9) .0251(9) .0264(13) .0126(5) .00000 .00000 C2 .0233(8) .0170(8) .0311(9) .0088(6) .0023(6) -.0004(6) C3 .0320(9) .0264(9) .0312(10) .0138(7) .0053(7) -.0016(7) C4 .0232(9) .0288(9) .0522(10) .0136(7) .0049(8) -.0042(8) C5 .0253(9) .0261(9) .0507(10) .0146(7) -.0062(8) -.0059(8) C6 .0283(9) .0226(9) .0334(10) .0123(7) -.0045(7) -.0000(7) C7 .0221(8) .0168(8) .0311(9) .0086(6) -.0006(6) .0003(6) C8 .0253(9) .0253(9) .0250(13) .0126(5) .00000 .00000 C9 .040(2) .040(2) .033(3) .0199(10) .00000 .00000 C9a .026(3) .026(3) .018(4) .0128(14) .00000 .00000 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 C2 . . 1.5292(19) C1 C9 . . 1.546(5) C1 H8a . . 1.004(3) C1 C2 . 2 1.529(3) C1 C2 . 3 1.5292(18) C2 C3 . . 1.387(3) C2 C7 . . 1.4007(18) C3 C4 . . 1.389(3) C3 H3 . . .915(15) C4 C5 . . 1.382(3) C4 H4 . . .956(17) C5 C6 . . 1.388(3) C5 H5 . . .99(2) C6 C7 . . 1.381(3) C6 H6 . . .999(14) C7 C8 . . 1.5240(18) C8 C9a . . 1.546(6) C8 H8 . . .943(2) C9 H9 . . 1.07(3) C9 H9 . 2 1.07(5) C9 H9 . 3 1.07(5) C9a H9a . . .92(3) C9a H9a . 2 .92(6) C9a H9a . 3 .92(6) 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_2 _geom_angle_site_symmetry_3 _geom_angle C2 C1 C9 . . . 113.62(9) C2 C1 H8a . . . 113.62(9) C2 C1 C2 . . 2 105.02(12) C2 C1 C2 . . 3 105.02(14) C9 C1 C2 . . 2 113.62(10) C9 C1 C2 . . 3 113.62(9) H8a C1 C2 . . 2 113.62(10) H8a C1 C2 . . 3 113.62(9) C2 C1 C2 2 . 3 105.02(13) C1 C2 C3 . . . 126.82(14) C1 C2 C7 . . . 113.66(15) C3 C2 C7 . . . 119.52(15) C2 C3 C4 . . . 119.78(15) C2 C3 H3 . . . 117.4(11) C4 C3 H3 . . . 122.8(10) C3 C4 C5 . . . 120.49(17) C3 C4 H4 . . . 121.6(9) C5 C4 H4 . . . 117.9(9) C4 C5 C6 . . . 120.06(17) C4 C5 H5 . . . 118.8(10) C6 C5 H5 . . . 121.1(10) C5 C6 C7 . . . 119.85(14) C5 C6 H6 . . . 121.8(9) C7 C6 H6 . . . 118.4(9) C2 C7 C6 . . . 120.30(14) C2 C7 C8 . . . 113.02(14) C6 C7 C8 . . . 126.67(13) C7 C8 C9a . . . 113.07(9) C7 C8 H8 . . . 113.07(9) C7 C8 C7 . . 2 105.65(11) C7 C8 C7 . . 3 105.65(13) C9a C8 C7 . . 2 113.07(10) C9a C8 C7 . . 3 113.07(9) H8 C8 C7 . . 2 113.07(10) H8 C8 C7 . . 3 113.07(9) C7 C8 C7 2 . 3 105.65(13) C1 C9 H9 . . . 113.4(17) C1 C9 H9 . . 2 113.4(19) C1 C9 H9 . . 3 113(2) H9 C9 H9 . . 2 105(4) H9 C9 H9 . . 3 105(4) H9 C9 H9 2 . 3 105(5) C8 C9a H9a . . . 112(3) C8 C9a H9a . . 2 112(3) C8 C9a H9a . . 3 112(3) H9a C9a H9a . . 2 107(5) H9a C9a H9a . . 3 107(5) H9a C9a H9a 2 . 3 107(7) 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion C9 C1 C2 C3 . . . . 1.06(14) C9 C1 C2 C7 . . . . -179.60(8) C2 C1 C2 C3 2 . . . -123.69(16) C2 C1 C2 C7 2 . . . 55.64(14) C2 C1 C2 C3 3 . . . 125.82(16) C2 C1 C2 C7 3 . . . -54.84(15) C2 C1 C9 H9 . . . . -61(3) C2 C1 C9 H9 . . . 2 179(4) C2 C1 C9 H9 . . . 3 59(4) C2 C1 C2 C7 . . 2 2 -54.84(14) C9 C1 C2 C7 . . 2 2 -179.60(8) C2 C1 C2 C7 3 . 2 2 55.64(16) C2 C1 C2 C7 . . 3 3 55.6(3) C9 C1 C2 C7 . . 3 3 -179.60(18) C2 C1 C2 C7 2 . 3 3 -54.8(3) C1 C2 C3 C4 . . . . 179.66(11) C1 C2 C3 H3 . . . . .3(9) C7 C2 C3 C4 . . . . .4(2) C7 C2 C3 H3 . . . . -179.0(9) C1 C2 C7 C6 . . . . 179.99(10) C1 C2 C7 C8 . . . . -.68(14) C3 C2 C7 C6 . . . . -.62(19) C3 C2 C7 C8 . . . . 178.71(11) C2 C3 C4 C5 . . . . .1(3) C2 C3 C4 H4 . . . . -176.9(10) H3 C3 C4 C5 . . . . 179.4(10) H3 C3 C4 H4 . . . . 2.4(14) C3 C4 C5 C6 . . . . -.3(3) C3 C4 C5 H5 . . . . -178.6(10) H4 C4 C5 C6 . . . . 176.8(10) H4 C4 C5 H5 . . . . -1.4(14) C4 C5 C6 C7 . . . . .0(2) C4 C5 C6 H6 . . . . 179.4(9) H5 C5 C6 C7 . . . . 178.3(10) H5 C5 C6 H6 . . . . -2.4(14) C5 C6 C7 C2 . . . . .42(19) C5 C6 C7 C8 . . . . -178.81(11) H6 C6 C7 C2 . . . . -178.9(9) H6 C6 C7 C8 . . . . 1.8(9) C2 C7 C8 C9a . . . . -179.60(8) C2 C7 C8 H8 . . . . -179.60(8) C2 C7 C8 C7 . . . 2 -55.44(14) C2 C7 C8 C7 . . . 3 56.23(14) C6 C7 C8 C9a . . . . -.33(13) C6 C7 C8 H8 . . . . -.33(13) C6 C7 C8 C7 . . . 2 123.84(15) C6 C7 C8 C7 . . . 3 -124.49(15) C7 C8 C9a H9a . . . . 63(4) C7 C8 C9a H9a . . . 2 -177(5) C7 C8 C9a H9a . . . 3 -57(5) C7 C8 C7 C2 . . 2 2 56.23(13) C9a C8 C7 C2 . . 2 2 -179.60(8) H8 C8 C7 C2 . . 2 2 -179.60(8) C7 C8 C7 C2 3 . 2 2 -55.44(15) C7 C8 C7 C2 . . 3 3 -55.4(3) C9a C8 C7 C2 . . 3 3 -179.60(18) H8 C8 C7 C2 . . 3 3 -179.60(18) C7 C8 C7 C2 2 . 3 3 56.2(3) C1 C2 C7 C8 . 2 2 . -.68(14) C1 C2 C7 C8 . 3 3 . -.7(3) #===END===============================================================