#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011028.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_2011028 loop_ _publ_author_name 'Xu, An-Wu' 'Cai, Yue-Peng' 'Su, Cheng-Yong' 'Liu, Hong-Ke' _publ_section_title ; Tris(2-cyanoethyl)amine ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e262 _journal_page_last e262 _journal_paper_doi 10.1107/S0108270100006156 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C9 H12 N4' _chemical_formula_weight 176.23 _space_group_IT_number 33 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.1341(12) _cell_length_b 13.4171(19) _cell_length_c 9.2291(14) _cell_measurement_reflns_used 474 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 13.14 _cell_measurement_theta_min 3.67 _cell_volume 1007.2(3) _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_collection 'SMART (Bruker, 1998)' _computing_data_reduction 'SHELXTL (Bruker, 1998)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full .996 _diffrn_measured_fraction_theta_max .996 _diffrn_measurement_device_type 'Bruker Smart 1K CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .021 _diffrn_reflns_av_sigmaI/netI .0242 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 5674 _diffrn_reflns_theta_full 27.06 _diffrn_reflns_theta_max 27.06 _diffrn_reflns_theta_min 2.68 _diffrn_standards_decay_% none _exptl_absorpt_coefficient_mu .075 _exptl_absorpt_correction_T_max .996 _exptl_absorpt_correction_T_min .981 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Blessing, 1995)' _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.162 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 376 _exptl_crystal_size_max .25 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .05 _refine_diff_density_max .095 _refine_diff_density_min -.088 _refine_ls_abs_structure_details 'Flack (1983); 1005 Friedel' _refine_ls_abs_structure_Flack 0(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .995 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 118 _refine_ls_number_reflns 2178 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all .995 _refine_ls_R_factor_all .047 _refine_ls_R_factor_gt .033 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0426P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .081 _reflns_number_gt 1691 _reflns_number_total 2178 _reflns_threshold_expression I>2\s(I) _cod_data_source_file qa0267.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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 The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' 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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011028 _cod_database_fobs_code 2011028 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' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol N1 .22719(12) .96841(7) .23400(13) .0447(3) Uani d . 1 . . N N2 .3196(2) .75500(12) -.0148(2) .1014(6) Uani d . 1 . . N N3 .0109(2) 1.27562(12) .0459(2) .0923(5) Uani d . 1 . . N N4 .68069(17) .96697(11) .2505(2) .0767(4) Uani d . 1 . . N C1 .09911(15) .89195(9) .2309(2) .0538(3) Uani d . 1 . . C H1A .0309 .9014 .1458 .065 Uiso calc R 1 . . H H1B .0297 .8989 .3158 .065 Uiso calc R 1 . . H C2 .17264(19) .78770(10) .2280(2) .0598(4) Uani d . 1 . . C H2A .2500 .7806 .3073 .072 Uiso calc R 1 . . H H2B .0860 .7389 .2413 .072 Uiso calc R 1 . . H C3 .2559(2) .76889(11) .0924(2) .0660(5) Uani d . 1 . . C C4 .18644(17) 1.05584(10) .14946(17) .0487(3) Uani d . 1 . . C H4A .1631 1.0348 .0510 .058 Uiso calc R 1 . . H H4B .2824 1.0987 .1459 .058 Uiso calc R 1 . . H C5 .03997(17) 1.11792(10) .20426(17) .0550(4) Uani d . 1 . . C H5A -.0596 1.0782 .1996 .066 Uiso calc R 1 . . H H5B .0582 1.1365 .3046 .066 Uiso calc R 1 . . H C6 .0200(2) 1.20680(12) .1174(2) .0633(4) Uani d . 1 . . C C7 .28214(15) .98861(11) .38171(17) .0511(4) Uani d . 1 . . C H7A .2988 .9257 .4314 .061 Uiso calc R 1 . . H H7B .1961 1.0245 .4325 .061 Uiso calc R 1 . . H C8 .43900(17) 1.04849(11) .38951(17) .0571(4) Uani d . 1 . . C H8A .4190 1.1143 .3499 .068 Uiso calc R 1 . . H H8B .4702 1.0564 .4903 .068 Uiso calc R 1 . . H C9 .57433(19) 1.00265(12) .31120(18) .0540(4) Uani d . 1 . . C 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 N1 .0416(5) .0421(6) .0505(7) -.0019(4) .0003(6) -.0011(6) N2 .1145(15) .0806(11) .1092(15) -.0149(10) .0361(12) -.0322(10) N3 .1081(13) .0679(9) .1009(13) .0216(9) -.0027(10) .0182(10) N4 .0545(8) .0909(10) .0846(11) .0023(8) .0007(8) -.0023(9) C1 .0431(7) .0461(7) .0723(10) -.0011(6) .0031(8) -.0035(8) C2 .0579(8) .0436(7) .0779(11) -.0024(6) .0067(9) -.0001(8) C3 .0640(9) .0460(8) .0880(14) -.0039(7) .0071(10) -.0128(8) C4 .0501(8) .0490(7) .0469(7) -.0019(6) .0013(6) .0014(6) C5 .0609(8) .0463(7) .0578(10) .0019(6) .0012(7) -.0046(7) C6 .0697(10) .0490(9) .0712(11) .0085(8) -.0066(9) -.0031(9) C7 .0496(8) .0545(8) .0494(8) .0031(6) .0058(7) .0021(7) C8 .0561(9) .0611(9) .0540(9) -.0013(7) -.0046(8) -.0110(7) C9 .0458(8) .0608(9) .0555(9) -.0047(7) -.0061(7) .0001(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .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 C4 N1 C7 115.03(11) C4 N1 C1 113.25(10) C7 N1 C1 111.51(12) N1 C1 C2 111.41(11) C3 C2 C1 111.09(14) N2 C3 C2 179.0(2) N1 C4 C5 116.02(12) C6 C5 C4 110.55(13) N3 C6 C5 176.85(19) N1 C7 C8 113.71(11) C9 C8 C7 113.03(12) N4 C9 C8 179.66(19) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C4 . 1.4473(18) ? N1 C7 . 1.4600(19) ? N1 C1 . 1.4624(15) ? N2 C3 . 1.133(3) ? N3 C6 . 1.137(2) ? N4 C9 . 1.136(2) ? C1 C2 . 1.5215(19) ? C2 C3 . 1.445(3) ? C4 C5 . 1.5391(19) ? C5 C6 . 1.446(2) ? C7 C8 . 1.509(2) ? C8 C9 . 1.453(2) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 74031 2 PubChem 82028