#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/62/2006277.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_2006277 loop_ _publ_author_name 'Sood, Geeta' 'Schwalbe, Carl H.' 'Fraser, William' _publ_section_title ; (tert-Butoxycarbonylamino)acetonitrile ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 959 _journal_page_last 961 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C7 H12 N2 O2' _chemical_formula_weight 156.19 _chemical_melting_point 329.5(15) _chemical_name_systematic ; (N-Boc-amino)acetonitrile ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.5261(7) _cell_length_b 10.0120(7) _cell_length_c 10.2216(14) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.1 _cell_measurement_theta_min 22.7 _cell_volume 872.55(15) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'CADABS (Gould & Smith, 1993)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-93 _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_structure_solution 'MULTAN11/84 (Main, Germain & Woolfson, 1984)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Enraf-Nonius CAD4' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0118 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 1862 _diffrn_reflns_theta_max 69.91 _diffrn_reflns_theta_min 6.19 _diffrn_standards_decay_% 14 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.729 _exptl_absorpt_correction_T_max 0.864 _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_type '\y scans (North, Phillips & Mathews, 1968)' _exptl_absorpt_process_details 'CADABS (Gould & Smith, 1993)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method none _exptl_crystal_description tabular _exptl_crystal_F_000 336 _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.10 _refine_diff_density_min -0.09 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack 0.5(2) _refine_ls_extinction_coef 0.095(5) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_all 1.084 _refine_ls_goodness_of_fit_obs 1.082 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 149 _refine_ls_number_reflns 1658 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.084 _refine_ls_restrained_S_obs 1.082 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_obs .0286 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0586P)^2^+0.0396P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.0843 _refine_ls_wR_factor_obs .0831 _reflns_number_observed 1624 _reflns_number_total 1658 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file bm1121.cif _[local]_cod_data_source_block gsa630ab _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '328-331 K' was changed to '329.5(15)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '328-331 K' was changed to '329.5(15)' - 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 872.5(2) _cod_database_code 2006277 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 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 .0722(8) .0616(7) .0816(8) -.0153(6) -.0039(7) .0003(7) C2 .0464(6) .0525(7) .0541(6) .0013(5) -.0061(5) -.0017(5) C3 .0489(6) .0533(6) .0554(7) -.0034(5) -.0116(5) .0074(5) N4 .0443(5) .0489(5) .0539(5) .0036(5) -.0050(4) -.0079(5) C5 .0428(6) .0388(5) .0431(5) -.0003(4) .0013(4) .0007(4) O6 .0390(4) .0559(5) .0457(4) .0070(3) -.0020(3) -.0085(4) C7 .0381(5) .0489(6) .0539(6) .0049(4) -.0032(5) -.0039(5) C8 .0684(9) .0526(8) .1081(14) .0078(7) -.0234(10) .0080(8) C9 .0506(8) .0821(11) .0679(9) -.0112(7) .0101(6) -.0121(8) C10 .0587(8) .0860(11) .0549(7) .0063(7) -.0111(7) -.0130(7) O11 .0558(5) .0625(5) .0556(5) .0056(4) .0026(4) -.0173(4) 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_disorder_group _atom_site_type_symbol N1 1.0268(2) .42443(13) .3509(2) .0718(4) Uani d . 1 . N C2 .96559(15) .32577(12) .37015(13) .0510(3) Uani d . 1 . C C3 .8880(2) .19610(14) .38982(13) .0526(3) Uani d . 1 . C H3A .968(2) .1246(18) .4034(19) .071(5) Uiso d . 1 . H H3B .822(2) .2019(19) .4708(19) .067(4) Uiso d . 1 . H N4 .78988(12) .15938(11) .28150(11) .0490(3) Uani d . 1 . N H4 .8186(19) .1020(18) .2312(15) .048(4) Uiso d . 1 . H C5 .64092(13) .20576(11) .27422(11) .0416(3) Uani d . 1 . C O6 .57131(9) .15776(9) .16650(8) .0468(2) Uani d . 1 . O C7 .40569(13) .18943(12) .13745(12) .0470(3) Uani d . 1 . C C8 .3857(2) .3385(2) .1190(2) .0763(5) Uani d . 1 . C H8A .406(3) .386(2) .195(2) .085(6) Uiso d . 1 . H H8B .287(3) .355(2) .082(2) .098(7) Uiso d . 1 . H H8C .464(3) .366(2) .052(3) .098(7) Uiso d . 1 . H C9 .3018(2) .1334(2) .2439(2) .0669(4) Uani d . 1 . C H9A .193(4) .150(3) .210(3) .114(8) Uiso d . 1 . H H9B .312(4) .181(3) .327(3) .119(9) Uiso d . 1 . H H9C .326(3) .035(3) .259(2) .091(7) Uiso d . 1 . H C10 .3774(2) .1128(2) .0119(2) .0665(4) Uani d . 1 . C H10A .269(3) .137(2) -.023(3) .104(7) Uiso d . 1 . H H10B .394(3) .011(2) .032(2) .079(5) Uiso d . 1 . H H10C .451(3) .146(2) -.050(3) .094(7) Uiso d . 1 . H O11 .58364(11) .27985(10) .35447(10) .0580(3) Uani d . 1 . O 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 . 1.134(2) yes C2 C3 . 1.471(2) yes C3 N4 . 1.436(2) yes C3 H3A . 1.00(2) ? C3 H3B . 1.00(2) ? N4 H4 . .81(2) ? N4 C5 . 1.354(2) yes C5 O11 . 1.2090(15) yes C5 O6 . 1.3400(14) yes O6 C7 . 1.4774(13) yes C7 C8 . 1.514(2) yes C7 C10 . 1.515(2) yes C7 C9 . 1.511(2) yes C8 H8A . .92(2) ? C8 H8B . .94(3) ? C8 H8C . 1.00(3) ? C9 H9A . 1.00(3) ? C9 H9B . .98(3) ? C9 H9C . 1.02(3) ? C10 H10A . 1.02(3) ? C10 H10B . 1.05(2) ? C10 H10C . .95(3) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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_publ_flag N1 C2 C3 177.7(2) yes N4 C3 C2 112.50(11) yes N4 C3 H3A 108.8(11) ? C2 C3 H3A 110.1(11) ? N4 C3 H3B 109.1(11) ? C2 C3 H3B 108.2(11) ? H3A C3 H3B 108.0(15) ? C5 N4 C3 120.07(11) yes H4 N4 H4 0.(3) ? C5 N4 H4 119.5(11) ? C3 N4 H4 119.7(11) ? O11 C5 O6 126.77(11) yes O11 C5 N4 123.50(11) yes O6 C5 N4 109.73(9) yes C5 O6 C7 120.76(9) yes O6 C7 C8 110.13(11) yes O6 C7 C10 102.34(10) yes C8 C7 C10 112.11(14) yes O6 C7 C9 109.64(11) yes C8 C7 C9 112.93(14) yes C10 C7 C9 109.16(12) yes C7 C8 H8A 112.2(14) ? C7 C8 H8B 108.9(14) ? H8A C8 H8B 115.(2) ? C7 C8 H8C 106.4(14) ? H8A C8 H8C 108.1(19) ? H8B C8 H8C 106.(2) ? C7 C9 H9A 103.3(16) ? C7 C9 H9B 113.3(17) ? H9A C9 H9B 108.(2) ? C7 C9 H9C 110.4(13) ? H9A C9 H9C 114.(2) ? H9B C9 H9C 109.(2) ? C7 C10 H10A 108.5(15) ? C7 C10 H10B 107.6(11) ? H10A C10 H10B 115.0(18) ? C7 C10 H10C 106.4(15) ? H10A C10 H10C 107.(2) ? H10B C10 H10C 112.2(18) ? 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_publ_flag N1 C2 C3 N4 -48.(4) ? C2 C3 N4 H4 105.5(13) ? C2 C3 N4 C5 -84.25(15) yes H4 N4 C5 O11 171.3(13) ? C3 N4 C5 O11 1.0(2) ? H4 N4 C5 O6 -9.1(13) ? C3 N4 C5 O6 -179.32(10) ? O11 C5 O6 C7 -2.5(2) yes N4 C5 O6 C7 177.89(10) ? C5 O6 C7 C8 62.1(2) ? C5 O6 C7 C10 -178.53(11) yes C5 O6 C7 C9 -62.76(14) ? _journal_paper_doi 10.1107/S0108270197002795