#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2005021.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_2005021 loop_ _publ_author_name 'Herbstein, F. H.' 'Kapon, M.' 'Reisner, G. M.' _publ_section_title ; Comparison of the Geometries of 3,7,10-Tribenzyl-3,7,10-triaza[3.3.3]propellane, (1), 7,10-Dibenzyl-3-p-tolyl-3,7,10-triaza[3.3.3]propellane, (2), and 7,10-Dibenzyl-3-oxa-7,10-diaza[3.3.3]propellane, (3) ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1539 _journal_page_last 1543 _journal_volume 52 _journal_year 1996 _chemical_formula_moiety 'C29 H33 N3' _chemical_formula_sum 'C29 H33 N3' _chemical_formula_weight 423.58 _chemical_melting_point 372.6(15) _chemical_name_common 3,7,10-tribenzyl-3,7,10-triaza[3.3.3]propellane _space_group_IT_number 148 _symmetry_cell_setting trigonal _symmetry_space_group_name_Hall '-P 3*' _symmetry_space_group_name_H-M 'R -3 :R' _audit_creation_method SHELXL93 _cell_angle_alpha 107.21(5) _cell_angle_beta 107.21(5) _cell_angle_gamma 107.21(5) _cell_formula_units_Z 2 _cell_length_a 11.354(5) _cell_length_b 11.354(5) _cell_length_c 11.354(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 10.4 _cell_measurement_theta_min 3.0 _cell_volume 1211.9(13) _computing_molecular_graphics 'ORTEP (Johnson, 1965)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Philips PW1100 computer-controlled' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0103 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 1 _diffrn_reflns_number 683 _diffrn_reflns_theta_max 22.50 _diffrn_reflns_theta_min 3.04 _diffrn_standards_decay_% insignificant _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.161 _exptl_crystal_description prism _exptl_crystal_F_000 456 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.10 _refine_diff_density_min -0.13 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.131 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 141 _refine_ls_number_reflns 659 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0850 _refine_ls_R_factor_obs 0.0544 _refine_ls_shift/esd_max 0.15 _refine_ls_shift/esd_mean 0.034 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme ; calc w = 1/[\s^2^(F~o~^2^) + (0.052P)^2^] where P = [max(F~o~^2^,0) + 2F~c~^2^]/3 ; _refine_ls_wR_factor_all 0.1357 _refine_ls_wR_factor_obs 0.1153 _reflns_number_observed 659 _reflns_number_total 683 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file ka1166.cif _[local]_cod_data_source_block 1 _[local]_cod_cif_authors_sg_H-M 'R -3' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '98-101 C' was changed to '372.6(15)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 1211.9(9) _cod_database_code 2005021 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'y, z, x' 'z, x, y' '-x, -y, -z' '-y, -z, -x' '-z, -x, -y' 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 0.045(2) 0.045(2) 0.045(2) 0.011(3) 0.011(3) 0.011(3) C2 0.058(3) 0.051(3) 0.054(3) 0.018(2) 0.016(2) 0.016(2) C3 0.052(3) 0.054(3) 0.049(3) 0.020(2) 0.019(2) 0.021(2) C4 0.042(2) 0.042(2) 0.042(2) 0.012(2) 0.012(2) 0.012(2) C5 0.072(3) 0.059(3) 0.081(4) 0.034(3) 0.040(3) 0.025(3) C6 0.068(3) 0.058(3) 0.073(3) 0.036(2) 0.036(3) 0.028(2) C7 0.075(4) 0.097(4) 0.089(4) 0.053(3) 0.042(3) 0.049(3) C8 0.069(4) 0.110(5) 0.092(5) 0.047(3) 0.024(4) 0.038(4) C9 0.065(4) 0.106(5) 0.132(6) 0.045(3) 0.053(4) 0.059(4) C10 0.082(4) 0.085(4) 0.109(5) 0.039(3) 0.056(4) 0.051(4) C11 0.075(4) 0.072(3) 0.074(4) 0.035(3) 0.039(3) 0.031(3) N1 0.053(2) 0.049(2) 0.058(2) 0.023(2) 0.025(2) 0.017(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol C1 0.1900(5) 0.1900(5) 0.1900(5) 0.052(2) Uani d S 1 C C2 0.2519(4) 0.0971(4) 0.1331(4) 0.0590(12) Uani d . 1 C C3 0.4339(4) 0.2781(4) 0.3212(4) 0.0529(12) Uani d . 1 C C4 0.3145(5) 0.3145(5) 0.3145(5) 0.046(2) Uani d S 1 C C5 0.4771(5) 0.1125(5) 0.1635(6) 0.0682(14) Uani d . 1 C C6 0.6230(4) 0.2027(4) 0.2052(5) 0.0616(12) Uani d . 1 C C7 0.7201(5) 0.2474(5) 0.3356(6) 0.0783(15) Uani d . 1 C C8 0.8543(6) 0.3277(6) 0.3730(6) 0.091(2) Uani d . 1 C C9 0.8952(6) 0.3627(6) 0.2807(7) 0.093(2) Uani d . 1 C C10 0.8009(6) 0.3173(5) 0.1519(7) 0.084(2) Uani d . 1 C C11 0.6662(5) 0.2397(5) 0.1141(6) 0.0703(14) Uani d . 1 C N1 0.3947(3) 0.1886(3) 0.1796(3) 0.0541(11) Uani d . 1 N H21 0.209(3) 0.056(3) 0.034(3) 0.044(10) Uiso d . 1 H H22 0.248(4) 0.025(4) 0.177(4) 0.071(12) Uiso d . 1 H H31 0.523(4) 0.361(4) 0.359(3) 0.055(10) Uiso d . 1 H H32 0.445(3) 0.226(3) 0.379(3) 0.036(9) Uiso d . 1 H H51 0.433(3) 0.050(4) 0.066(4) 0.067(13) Uiso d . 1 H H52 0.476(5) 0.058(5) 0.223(5) 0.109(18) Uiso d . 1 H H7 0.688(4) 0.228(4) 0.404(4) 0.074(14) Uiso d . 1 H H8 0.924(5) 0.371(5) 0.474(5) 0.103(17) Uiso d . 1 H H9 0.998(6) 0.419(5) 0.315(5) 0.121(19) Uiso d . 1 H H10 0.833(5) 0.344(5) 0.086(5) 0.115(19) Uiso d . 1 H H11 0.599(4) 0.207(4) 0.024(4) 0.055(12) Uiso d . 1 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' N N 0.0061 0.0033 '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_site_symmetry_1 _geom_angle C2 C1 C2 2 114.4(2) C2 C1 C4 . 103.9(3) N1 C2 C1 . 104.4(3) N1 C3 C4 . 103.7(3) C3 C4 C3 2 114.1(2) C3 C4 C1 . 104.3(2) N1 C5 C6 . 112.8(3) C11 C6 C7 . 117.8(5) C11 C6 C5 . 121.6(4) C7 C6 C5 . 120.6(5) C8 C7 C6 . 120.6(6) C9 C8 C7 . 120.7(6) C10 C9 C8 . 119.0(6) C9 C10 C11 . 120.9(6) C10 C11 C6 . 121.0(5) C5 N1 C3 . 114.1(4) C5 N1 C2 . 111.3(3) C3 N1 C2 . 103.6(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 C2 1.526(4) C1 C4 1.564(9) C2 N1 1.470(5) C3 N1 1.469(5) C3 C4 1.518(4) C5 N1 1.464(5) C5 C6 1.504(6) C6 C11 1.386(6) C6 C7 1.387(6) C7 C8 1.379(7) C8 C9 1.376(7) C9 C10 1.361(8) C10 C11 1.375(7)