#------------------------------------------------------------------------------ #$Date: 2014-07-11 23:16:09 +0100 (Fri, 11 Jul 2014) $ #$Revision: 120081 $ #$URL: svn://www.crystallography.net/cod/cif/4/30/08/4300829.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4300829 loop_ _publ_author_name 'Amanda P. Kenney' 'Glenn P. A. Yap' 'Darrin S. Richeson' 'Se\'an T. Barry' _publ_section_title ; The Insertion of Carbodiimides into Al and Ga Amido Linkages. Guanidinates and Mixed Amido Guanidinates of Aluminum and Gallium ; _journal_name_full 'Inorganic Chemistry' _journal_page_first 2926 _journal_page_last 2933 _journal_volume 44 _journal_year 2005 _chemical_formula_sum 'C10 H23 Al0.5 N3.5' _chemical_formula_weight 205.81 _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 93.185(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 16.510(4) _cell_length_b 8.7542(19) _cell_length_c 18.025(4) _cell_measurement_reflns_used 901 _cell_measurement_temperature 206(2) _cell_measurement_theta_max 22.14 _cell_measurement_theta_min 2.63 _cell_volume 2601.2(10) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 206(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 7373 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 2.26 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_T_max 1. _exptl_absorpt_correction_T_min 0.93 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS, Bruker (2000)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.051 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 912 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.36 _refine_diff_density_max 0.186 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.036 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 137 _refine_ls_number_reflns 2658 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.074 _refine_ls_R_factor_all 0.0880 _refine_ls_R_factor_gt 0.0540 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0511P)^2^+1.0707P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1164 _refine_ls_wR_factor_ref 0.1270 _reflns_number_gt 1805 _reflns_number_total 2658 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ic048433gsi20041109_093714_4.cif _[local]_cod_data_source_block cu404 _[local]_cod_chemical_formula_sum_orig 'C10 H23 Al0.50 N3.50' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'Multi-Scan' changed to 'multi-scan' 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 ; _cod_database_code 4300829 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.0000 0.19729(9) 0.7500 0.0341(2) Uani 1 2 d S . . N2 N 0.0000 0.4054(3) 0.7500 0.0439(6) Uani 1 2 d S . . C3 C 0.06948(14) 0.4976(3) 0.77229(16) 0.0661(7) Uani 1 1 d . . . H3A H 0.1149 0.4318 0.7867 0.099 Uiso 1 1 calc R . . H3B H 0.0566 0.5614 0.8140 0.099 Uiso 1 1 calc R . . H3C H 0.0837 0.5618 0.7311 0.099 Uiso 1 1 calc R . . N4 N -0.04550(9) 0.15199(18) 0.64624(9) 0.0380(4) Uani 1 1 d . . . C5 C -0.10764(12) 0.0790(2) 0.67375(11) 0.0398(5) Uani 1 1 d . . . N6 N -0.16773(11) 0.0002(2) 0.63311(10) 0.0512(5) Uani 1 1 d . . . C7 C -0.14971(17) -0.0836(3) 0.56642(14) 0.0736(8) Uani 1 1 d . . . H7A H -0.0918 -0.1021 0.5663 0.110 Uiso 1 1 calc R . . H7B H -0.1670 -0.0243 0.5229 0.110 Uiso 1 1 calc R . . H7C H -0.1783 -0.1805 0.5655 0.110 Uiso 1 1 calc R . . C8 C -0.25323(13) 0.0188(3) 0.64700(14) 0.0667(7) Uani 1 1 d . . . H8A H -0.2588 0.0919 0.6869 0.100 Uiso 1 1 calc R . . H8B H -0.2756 -0.0788 0.6611 0.100 Uiso 1 1 calc R . . H8C H -0.2823 0.0557 0.6023 0.100 Uiso 1 1 calc R . . N9 N -0.10342(9) 0.08662(18) 0.74876(9) 0.0375(4) Uani 1 1 d . . . C10 C -0.14511(13) -0.0265(3) 0.79389(12) 0.0489(6) Uani 1 1 d . . . H10A H -0.1742 -0.0988 0.7596 0.059 Uiso 1 1 calc R . . C11 C -0.20759(15) 0.0503(3) 0.84107(14) 0.0695(8) Uani 1 1 d . . . H11A H -0.2469 0.1045 0.8089 0.104 Uiso 1 1 calc R . . H11B H -0.1804 0.1219 0.8751 0.104 Uiso 1 1 calc R . . H11C H -0.2351 -0.0267 0.8691 0.104 Uiso 1 1 calc R . . C12 C -0.08473(16) -0.1177(3) 0.84341(13) 0.0647(7) Uani 1 1 d . . . H12A H -0.0441 -0.1627 0.8132 0.097 Uiso 1 1 calc R . . H12B H -0.1132 -0.1980 0.8684 0.097 Uiso 1 1 calc R . . H12C H -0.0585 -0.0504 0.8801 0.097 Uiso 1 1 calc R . . C13 C -0.04464(13) 0.2132(3) 0.57025(12) 0.0499(6) Uani 1 1 d . . . H13A H -0.0396 0.1265 0.5356 0.060 Uiso 1 1 calc R . . C14 C -0.12140(15) 0.3036(3) 0.54619(14) 0.0694(8) Uani 1 1 d . . . H14A H -0.1685 0.2379 0.5486 0.104 Uiso 1 1 calc R . . H14B H -0.1173 0.3398 0.4957 0.104 Uiso 1 1 calc R . . H14C H -0.1269 0.3901 0.5791 0.104 Uiso 1 1 calc R . . C15 C 0.02969(14) 0.3145(3) 0.56538(13) 0.0624(7) Uani 1 1 d . . . H15A H 0.0781 0.2561 0.5793 0.094 Uiso 1 1 calc R . . H15B H 0.0256 0.4006 0.5988 0.094 Uiso 1 1 calc R . . H15C H 0.0328 0.3515 0.5149 0.094 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0321(4) 0.0361(5) 0.0344(5) 0.000 0.0037(3) 0.000 N2 0.0364(13) 0.0371(13) 0.0584(17) 0.000 0.0044(11) 0.000 C3 0.0500(14) 0.0483(14) 0.100(2) 0.0098(14) 0.0030(13) -0.0105(12) N4 0.0377(9) 0.0455(10) 0.0309(9) 0.0026(7) 0.0032(7) 0.0065(8) C5 0.0380(11) 0.0431(12) 0.0377(12) -0.0038(9) -0.0029(9) 0.0080(9) N6 0.0448(10) 0.0671(12) 0.0409(11) -0.0137(9) -0.0046(8) -0.0033(9) C7 0.0818(19) 0.0873(19) 0.0509(16) -0.0251(14) -0.0032(13) -0.0100(15) C8 0.0439(14) 0.0911(19) 0.0637(17) -0.0047(14) -0.0102(12) -0.0039(13) N9 0.0377(9) 0.0436(9) 0.0311(9) -0.0016(7) 0.0029(7) -0.0066(8) C10 0.0538(14) 0.0531(13) 0.0395(13) -0.0032(10) -0.0005(10) -0.0229(11) C11 0.0560(15) 0.100(2) 0.0539(16) -0.0066(15) 0.0161(12) -0.0294(15) C12 0.0855(19) 0.0539(15) 0.0536(16) 0.0129(12) -0.0044(13) -0.0237(13) C13 0.0548(14) 0.0607(14) 0.0346(12) 0.0058(11) 0.0056(9) 0.0188(12) C14 0.0636(16) 0.0898(19) 0.0545(16) 0.0211(14) 0.0002(12) 0.0250(15) C15 0.0611(15) 0.0746(17) 0.0533(15) 0.0273(13) 0.0194(11) 0.0153(13) 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' Al Al 0.0645 0.0514 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Al1 N9 119.59(5) . 2_556 ? N2 Al1 N9 119.59(5) . . ? N9 Al1 N9 120.83(11) 2_556 . ? N2 Al1 N4 101.35(5) . . ? N9 Al1 N4 101.11(7) 2_556 . ? N9 Al1 N4 67.23(7) . . ? N2 Al1 N4 101.35(5) . 2_556 ? N9 Al1 N4 67.23(7) 2_556 2_556 ? N9 Al1 N4 101.11(7) . 2_556 ? N4 Al1 N4 157.31(10) . 2_556 ? N2 Al1 C5 115.36(5) . . ? N9 Al1 C5 113.99(7) 2_556 . ? N9 Al1 C5 33.96(7) . . ? N4 Al1 C5 33.30(6) . . ? N4 Al1 C5 131.86(7) 2_556 . ? N2 Al1 C5 115.36(5) . 2_556 ? N9 Al1 C5 33.96(7) 2_556 2_556 ? N9 Al1 C5 113.99(7) . 2_556 ? N4 Al1 C5 131.86(7) . 2_556 ? N4 Al1 C5 33.30(6) 2_556 2_556 ? C5 Al1 C5 129.28(10) . 2_556 ? C3 N2 C3 111.9(2) . 2_556 ? C3 N2 Al1 124.07(12) . . ? C3 N2 Al1 124.07(12) 2_556 . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 N4 C13 124.78(17) . . ? C5 N4 Al1 90.23(12) . . ? C13 N4 Al1 140.31(14) . . ? N4 C5 N9 110.60(17) . . ? N4 C5 N6 126.02(19) . . ? N9 C5 N6 123.34(19) . . ? N4 C5 Al1 56.47(10) . . ? N9 C5 Al1 54.19(9) . . ? N6 C5 Al1 175.31(15) . . ? C5 N6 C7 121.05(19) . . ? C5 N6 C8 121.76(18) . . ? C7 N6 C8 116.33(18) . . ? N6 C7 H7A 109.5 . . ? N6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N6 C8 H8A 109.5 . . ? N6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 N9 C10 121.23(17) . . ? C5 N9 Al1 91.85(12) . . ? C10 N9 Al1 139.21(13) . . ? N9 C10 C12 111.34(17) . . ? N9 C10 C11 111.17(19) . . ? C12 C10 C11 110.1(2) . . ? N9 C10 H10A 108.0 . . ? C12 C10 H10A 108.0 . . ? C11 C10 H10A 108.0 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 C15 108.41(17) . . ? N4 C13 C14 113.57(18) . . ? C15 C13 C14 109.8(2) . . ? N4 C13 H13A 108.3 . . ? C15 C13 H13A 108.3 . . ? C14 C13 H13A 108.3 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N2 1.822(2) . ? Al1 N9 1.9622(16) 2_556 ? Al1 N9 1.9622(16) . ? Al1 N4 2.0158(16) . ? Al1 N4 2.0158(16) 2_556 ? Al1 C5 2.418(2) . ? Al1 C5 2.418(2) 2_556 ? N2 C3 1.442(2) . ? N2 C3 1.442(2) 2_556 ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? N4 C5 1.328(3) . ? N4 C13 1.472(3) . ? C5 N9 1.352(2) . ? C5 N6 1.384(3) . ? N6 C7 1.453(3) . ? N6 C8 1.456(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? N9 C10 1.476(3) . ? C10 C12 1.526(3) . ? C10 C11 1.529(3) . ? C10 H10A 0.9900 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 H11C 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 C15 1.521(3) . ? C13 C14 1.536(3) . ? C13 H13A 0.9900 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 H15C 0.9700 . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N9 Al1 N2 C3 -18.88(15) 2_556 . . . ? N9 Al1 N2 C3 161.12(15) . . . . ? N4 Al1 N2 C3 -128.75(15) . . . . ? N4 Al1 N2 C3 51.25(15) 2_556 . . . ? C5 Al1 N2 C3 -160.73(15) . . . . ? C5 Al1 N2 C3 19.27(15) 2_556 . . . ? N9 Al1 N2 C3 161.12(15) 2_556 . . 2_556 ? N9 Al1 N2 C3 -18.88(15) . . . 2_556 ? N4 Al1 N2 C3 51.25(15) . . . 2_556 ? N4 Al1 N2 C3 -128.75(15) 2_556 . . 2_556 ? C5 Al1 N2 C3 19.27(15) . . . 2_556 ? C5 Al1 N2 C3 -160.73(15) 2_556 . . 2_556 ? N2 Al1 N4 C5 -119.35(11) . . . . ? N9 Al1 N4 C5 117.11(12) 2_556 . . . ? N9 Al1 N4 C5 -1.84(11) . . . . ? N4 Al1 N4 C5 60.65(11) 2_556 . . . ? C5 Al1 N4 C5 100.64(16) 2_556 . . . ? N2 Al1 N4 C13 34.6(2) . . . . ? N9 Al1 N4 C13 -89.0(2) 2_556 . . . ? N9 Al1 N4 C13 152.1(2) . . . . ? N4 Al1 N4 C13 -145.4(2) 2_556 . . . ? C5 Al1 N4 C13 153.9(3) . . . . ? C5 Al1 N4 C13 -105.4(2) 2_556 . . . ? C13 N4 C5 N9 -157.38(18) . . . . ? Al1 N4 C5 N9 2.63(16) . . . . ? C13 N4 C5 N6 24.8(3) . . . . ? Al1 N4 C5 N6 -175.16(18) . . . . ? C13 N4 C5 Al1 -160.0(2) . . . . ? N2 Al1 C5 N4 71.04(12) . . . . ? N9 Al1 C5 N4 -72.95(12) 2_556 . . . ? N9 Al1 C5 N4 176.97(18) . . . . ? N4 Al1 C5 N4 -153.16(12) 2_556 . . . ? C5 Al1 C5 N4 -108.96(12) 2_556 . . . ? N2 Al1 C5 N9 -105.93(11) . . . . ? N9 Al1 C5 N9 110.08(14) 2_556 . . . ? N4 Al1 C5 N9 -176.97(18) . . . . ? N4 Al1 C5 N9 29.87(15) 2_556 . . . ? C5 Al1 C5 N9 74.07(11) 2_556 . . . ? N2 Al1 C5 N6 -165.6(19) . . . . ? N9 Al1 C5 N6 50.4(19) 2_556 . . . ? N9 Al1 C5 N6 -59.7(19) . . . . ? N4 Al1 C5 N6 123.4(19) . . . . ? N4 Al1 C5 N6 -29.8(19) 2_556 . . . ? C5 Al1 C5 N6 14.4(19) 2_556 . . . ? N4 C5 N6 C7 35.1(3) . . . . ? N9 C5 N6 C7 -142.4(2) . . . . ? Al1 C5 N6 C7 -85.5(19) . . . . ? N4 C5 N6 C8 -133.9(2) . . . . ? N9 C5 N6 C8 48.6(3) . . . . ? Al1 C5 N6 C8 105.5(19) . . . . ? N4 C5 N9 C10 -157.58(17) . . . . ? N6 C5 N9 C10 20.3(3) . . . . ? Al1 C5 N9 C10 -154.9(2) . . . . ? N4 C5 N9 Al1 -2.70(16) . . . . ? N6 C5 N9 Al1 175.16(17) . . . . ? N2 Al1 N9 C5 92.21(11) . . . . ? N9 Al1 N9 C5 -87.79(11) 2_556 . . . ? N4 Al1 N9 C5 1.80(11) . . . . ? N4 Al1 N9 C5 -157.79(12) 2_556 . . . ? C5 Al1 N9 C5 -125.45(13) 2_556 . . . ? N2 Al1 N9 C10 -121.5(2) . . . . ? N9 Al1 N9 C10 58.5(2) 2_556 . . . ? N4 Al1 N9 C10 148.1(2) . . . . ? N4 Al1 N9 C10 -11.5(2) 2_556 . . . ? C5 Al1 N9 C10 146.3(3) . . . . ? C5 Al1 N9 C10 20.8(2) 2_556 . . . ? C5 N9 C10 C12 117.4(2) . . . . ? Al1 N9 C10 C12 -22.1(3) . . . . ? C5 N9 C10 C11 -119.5(2) . . . . ? Al1 N9 C10 C11 101.0(2) . . . . ? C5 N4 C13 C15 168.95(19) . . . . ? Al1 N4 C13 C15 21.3(3) . . . . ? C5 N4 C13 C14 46.6(3) . . . . ? Al1 N4 C13 C14 -101.0(2) . . . . ? _journal_paper_doi 10.1021/ic048433g