#------------------------------------------------------------------------------ #$Date: 2015-01-23 13:30:19 +0100 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/01/2100166.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_2100166 loop_ _publ_author_name 'Day, G. M.' 'Motherwell, W. D. S.' 'Ammon, H. L.' 'Boerrigter, S. X. M.' 'Della Valle, R. G.' 'Venuti, E.' 'Dzyabchenko, A.' 'Dunitz, J. D.' 'Schweizer, B.' 'van Eijck, B. P.' 'Erk, P.' 'Facelli, J. C.' 'Bazterra, V. E.' 'Ferraro, M. B.' 'Hofmann, D. W. M.' 'Leusen, F. J. J.' 'Liang, C.' 'Pantelides, C. C.' 'Karamertzanis, P. G.' 'Price, S. L.' 'Lewis, T. C.' 'Nowell, H.' 'Torrisi, A.' 'Scheraga, H. A.' 'Arnautova, Y. A.' 'Schmidt, M. U.' 'Verwer, P.' _publ_section_title ; A third blind test of crystal structure prediction ; _journal_coeditor_code DE5014 _journal_issue 5 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 511 _journal_page_last 527 _journal_paper_doi 10.1107/S0108768105016563 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety ' C3 H7 N1 ' _chemical_formula_sum 'C3 H7 N' _chemical_formula_weight 57.10 _chemical_melting_point 190 _chemical_name_systematic ; azetidine ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _cell_angle_alpha 90 _cell_angle_beta 117.469(4) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.507(3) _cell_length_b 9.122(3) _cell_length_c 9.790(3) _cell_measurement_reflns_used 1395 _cell_measurement_temperature 170 _cell_measurement_theta_max 25 _cell_measurement_theta_min 2 _cell_volume 753.3(4) _computing_cell_refinement ; SAINT (Siemens ,1995) ; _computing_data_collection ; SMART (Siemens, 1993) ; _computing_data_reduction ; SAINT (Siemens ,1995) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) ; _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_ambient_temperature 170 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.921 _diffrn_measurement_device_type ; Bruker SMART APEX diffractometer equipped with an Oxford Cryosystems low-temperature device and an OHCD laser-assisted crystallisation device (Scientific Consulting, Essen, Germany). ; _diffrn_measurement_method '\f & \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.04 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 4625 _diffrn_reflns_theta_full 27.140 _diffrn_reflns_theta_max 28.720 _diffrn_reflns_theta_min 2.415 _diffrn_standards_decay_% 0.00 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.717 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Siemens, 1996) ; _exptl_crystal_colour ' colourless ' _exptl_crystal_density_diffrn 1.007 _exptl_crystal_density_meas ? _exptl_crystal_description ' cylinder ' _exptl_crystal_F_000 256.000 _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.66 _exptl_crystal_size_min 0.66 _refine_diff_density_max 0.14 _refine_diff_density_min -0.14 _refine_ls_extinction_coef 22.E1(2) _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' _refine_ls_goodness_of_fit_ref 1.0092 _refine_ls_hydrogen_treatment ; The positional parameters of the hydrogen atoms were restrained subject to the restraint that all chemically equivalent bond lengths and angles were similar. Two overall isotropic displacement parameters were refined for the methylene and amino hydrogen atoms. ; _refine_ls_matrix_type full _refine_ls_number_parameters 118 _refine_ls_number_reflns 1797 _refine_ls_R_factor_all 0.0851 _refine_ls_R_factor_gt 0.0501 _refine_ls_shift/su_max 0.003412 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details ; Method = Prince-modified Chebychev polynomial, (Carruthers & Watkin, 1979) W = [weight] * [1-(deltaF/6*sigmaF)^2]^2 57.9 95.3 55.5 21.3 4.03 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.1661 _refine_ls_wR_factor_gt 0.1257 _refine_ls_wR_factor_ref 0.1661 _reflns_number_gt 1075 _reflns_number_total 1797 _reflns_threshold_expression I>2.00u(I) _[local]_cod_data_source_file de5014sup1.cif _[local]_cod_data_source_block XI _[local]_cod_cif_authors_sg_H-M P21/c _[local]_cod_chemical_formula_sum_orig ' C3 H7 N1 ' _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 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 753.2(4) _cod_database_code 2100166 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-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_occupancy _atom_site_type_symbol N1 0.37675(19) 0.53435(17) 0.63871(17) 0.0492 Uani 1.0000 N C2 0.3325(3) 0.5991(3) 0.4863(2) 0.0608 Uani 1.0000 C C3 0.2523(3) 0.7229(3) 0.5267(3) 0.0647 Uani 1.0000 C C4 0.2494(3) 0.6187(3) 0.6462(3) 0.0631 Uani 1.0000 C N5 0.33617(19) 0.19478(18) 0.60288(17) 0.0490 Uani 1.0000 N C6 0.3048(3) 0.1498(3) 0.4472(2) 0.0569 Uani 1.0000 C C7 0.1294(3) 0.1480(3) 0.3995(2) 0.0679 Uani 1.0000 C C8 0.1774(3) 0.1442(3) 0.5700(2) 0.0641 Uani 1.0000 C H1 0.367(2) 0.4438(17) 0.639(2) 0.056(4) Uiso 1.0000 H H5 0.410(2) 0.149(2) 0.674(2) 0.056(4) Uiso 1.0000 H H21 0.417(2) 0.620(3) 0.465(3) 0.080(2) Uiso 1.0000 H H22 0.258(2) 0.536(2) 0.410(2) 0.080(2) Uiso 1.0000 H H31 0.324(2) 0.801(2) 0.577(2) 0.080(2) Uiso 1.0000 H H32 0.154(2) 0.760(3) 0.452(2) 0.080(2) Uiso 1.0000 H H41 0.274(3) 0.657(3) 0.745(2) 0.080(2) Uiso 1.0000 H H42 0.152(2) 0.567(3) 0.608(2) 0.080(2) Uiso 1.0000 H H61 0.343(3) 0.219(2) 0.401(3) 0.080(2) Uiso 1.0000 H H62 0.347(3) 0.0566(18) 0.444(3) 0.080(2) Uiso 1.0000 H H71 0.078(3) 0.2367(18) 0.355(3) 0.080(2) Uiso 1.0000 H H72 0.068(3) 0.0700(19) 0.337(3) 0.080(2) Uiso 1.0000 H H81 0.124(3) 0.208(2) 0.606(3) 0.080(2) Uiso 1.0000 H H82 0.175(3) 0.0471(17) 0.607(3) 0.080(2) Uiso 1.0000 H 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 0.0574(9) 0.0421(8) 0.0418(8) 0.0021(7) 0.0176(7) -0.0012(6) C2 0.0631(13) 0.0700(14) 0.0536(11) 0.0101(11) 0.0310(10) 0.0090(10) C3 0.0633(14) 0.0660(13) 0.0619(13) 0.0171(11) 0.0260(10) 0.0160(10) C4 0.0774(15) 0.0647(14) 0.0564(12) 0.0122(11) 0.0388(11) 0.0050(10) N5 0.0524(9) 0.0474(9) 0.0402(8) 0.0023(7) 0.0153(7) -0.0021(6) C6 0.0582(12) 0.0704(14) 0.0440(10) -0.0030(10) 0.0247(9) 0.0008(9) C7 0.0554(13) 0.0967(18) 0.0444(11) -0.0035(12) 0.0170(9) -0.0027(11) C8 0.0586(13) 0.0902(17) 0.0483(11) 0.0017(11) 0.0288(9) -0.0060(10) 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 _geom_angle_publ_flag C2 N1 C4 . 89.07(15) yes C2 N1 H1 . 115.1(14) no C4 N1 H1 . 115.0(14) no N1 C2 C3 . 88.72(15) yes N1 C2 H21 . 115.7(15) no C3 C2 H21 . 119.4(16) no N1 C2 H22 . 108.5(15) no C3 C2 H22 . 112.2(14) no H21 C2 H22 . 110.4(17) no C2 C3 C4 . 85.68(16) yes C2 C3 H31 . 111.6(15) no C4 C3 H31 . 109.3(15) no C2 C3 H32 . 119.9(15) no C4 C3 H32 . 117.2(15) no H31 C3 H32 . 110.7(18) no N1 C4 C3 . 88.88(15) yes N1 C4 H41 . 115.3(15) no C3 C4 H41 . 117.9(15) no N1 C4 H42 . 113.6(15) no C3 C4 H42 . 111.9(15) no H41 C4 H42 . 108.4(16) no C6 N5 C8 . 89.35(14) yes C6 N5 H5 . 114.6(15) no C8 N5 H5 . 113.9(15) no N5 C6 C7 . 89.46(15) yes N5 C6 H61 . 111.8(15) no C7 C6 H61 . 118.4(15) no N5 C6 H62 . 113.2(15) no C7 C6 H62 . 113.8(15) no H61 C6 H62 . 109.0(17) no C6 C7 C8 . 86.04(16) yes C6 C7 H71 . 113.3(15) no C8 C7 H71 . 111.0(15) no C6 C7 H72 . 118.0(15) no C8 C7 H72 . 118.7(15) no H71 C7 H72 . 108.4(17) no N5 C8 C7 . 89.48(15) yes N5 C8 H81 . 113.7(15) no C7 C8 H81 . 117.3(15) no N5 C8 H82 . 114.2(15) no C7 C8 H82 . 113.0(15) no H81 C8 H82 . 108.4(16) no N1 H1 N5 . 171.1(19) yes N1 H5 N5 3_646 175.(2) yes 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 C2 . 1.474(2) yes N1 C4 . 1.465(3) yes N1 H1 . 0.832(15) no C2 C3 . 1.513(3) yes C2 H21 . 0.940(15) no C2 H22 . 0.949(15) no C3 C4 . 1.518(3) yes C3 H31 . 0.947(15) no C3 H32 . 0.943(15) no C4 H41 . 0.952(15) no C4 H42 . 0.951(14) no N5 C6 . 1.470(2) yes N5 C8 . 1.465(3) yes N5 H5 . 0.839(15) no C6 C7 . 1.510(3) yes C6 H61 . 0.946(15) no C6 H62 . 0.945(15) no C7 C8 . 1.514(3) yes C7 H71 . 0.941(15) no C7 H72 . 0.943(15) no C8 H81 . 0.940(14) no C8 H82 . 0.962(15) no N1 N5 . 3.121(2) yes N1 N5 3_656 3.102(2) yes N1 H5 3_656 2.265(15) yes N5 H1 . 2.297(16) yes