#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/35/2203551.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_2203551
loop_
_publ_author_name
'Görbitz, Carl Henrik'
'Sagstuen, Einar'
_publ_section_title
;
 N-Acetyl-<small>L</small>-alanine
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o860
_journal_page_last               o862
_journal_paper_doi               10.1107/S1600536804009353
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C5 H9 N O3'
_chemical_formula_moiety         'C5 H9 N O3'
_chemical_formula_sum            'C5 H9 N O3'
_chemical_formula_weight         131.13
_chemical_name_systematic
;
 N-acetyl-L-alanine
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3879(2)
_cell_length_b                   11.5449(3)
_cell_length_c                   5.74260(10)
_cell_measurement_reflns_used    10042
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      44.76
_cell_measurement_theta_min      2.64
_cell_volume                     688.69(3)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      105(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method
'sets of exposures each taken over 0.3° ω rotation'
_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  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0120
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14223
_diffrn_reflns_theta_full        44.76
_diffrn_reflns_theta_max         44.76
_diffrn_reflns_theta_min         2.64
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       rod
_exptl_crystal_F_000             280
_exptl_crystal_size_max          1.150
_exptl_crystal_size_mid          1.000
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.203
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         3149
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0667P)²+0.0041P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.0999
_reflns_number_gt                2839
_reflns_number_total             3149
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6448.cif
_cod_data_source_block           I
_cod_database_code               2203551
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
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_occupancy
_atom_site_type_symbol
O1 0.81329(7) 0.09735(6) 0.75696(10) 0.02963(12) Uani d 1 O
O2 0.85613(5) 0.18877(5) 0.41981(10) 0.02481(10) Uani d 1 O
H2 0.9025(17) 0.2286(17) 0.506(5) 0.059(6) Uiso d 1 H
O3 0.51974(5) 0.16482(4) 0.41255(9) 0.02180(9) Uani d 1 O
N1 0.66665(5) 0.07061(5) 0.19533(9) 0.01857(8) Uani d 1 N
H1 0.7038(12) 0.0665(11) 0.077(3) 0.022 Uiso d 1 H
C1 0.80154(5) 0.10683(5) 0.54602(10) 0.01860(9) Uani d 1 C
C2 0.72609(5) 0.01901(5) 0.40063(11) 0.01824(9) Uani d 1 C
H21 0.6577(11) -0.0100(11) 0.507(3) 0.022 Uiso d 1 H
C3 0.81747(7) -0.07828(7) 0.32424(18) 0.02913(14) Uani d 1 C
H31 0.7701(17) -0.1388(15) 0.246(4) 0.044 Uiso d 1 H
H32 0.8605(16) -0.1146(15) 0.458(4) 0.044 Uiso d 1 H
H33 0.8800(15) -0.0455(15) 0.229(4) 0.044 Uiso d 1 H
C4 0.56610(5) 0.14300(5) 0.21649(10) 0.01755(8) Uani d 1 C
C5 0.51119(8) 0.19283(8) -0.00456(12) 0.02748(13) Uani d 1 C
H51 0.4989(16) 0.2699(14) 0.000(4) 0.041 Uiso d 1 H
H52 0.4231(15) 0.1525(13) -0.027(4) 0.041 Uiso d 1 H
H53 0.5587(15) 0.1767(15) -0.132(3) 0.041 Uiso d 1 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
O1 0.0314(2) 0.0414(3) 0.01606(17) -0.0084(2) 0.00052(17) 0.00236(18)
O2 0.0284(2) 0.0273(2) 0.01877(18) -0.01075(16) -0.00013(17) 0.00106(16)
O3 0.02385(18) 0.02536(19) 0.01620(15) 0.00601(14) 0.00286(15) -0.00004(15)
N1 0.01745(17) 0.02254(19) 0.01572(16) 0.00031(13) 0.00221(13) -0.00078(15)
C1 0.01676(18) 0.0227(2) 0.01637(18) -0.00072(15) 0.00194(15) 0.00031(16)
C2 0.01624(17) 0.01919(19) 0.01930(19) -0.00039(14) 0.00133(16) 0.00083(16)
C3 0.0248(3) 0.0232(2) 0.0394(4) 0.00538(19) 0.0000(3) -0.0041(3)
C4 0.01784(18) 0.01914(18) 0.01566(17) -0.00067(14) 0.00107(15) 0.00082(15)
C5 0.0282(3) 0.0358(3) 0.0185(2) 0.0044(2) 0.0005(2) 0.0073(2)
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'
O O 0.0106 0.0060 '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
C1 O2 H2 108.6(17)
C4 N1 C2 120.69(5)
C4 N1 H1 120.0(10)
C2 N1 H1 117.9(10)
O1 C1 O2 124.44(6)
O1 C1 C2 122.19(6)
O2 C1 C2 113.30(5)
N1 C2 C1 112.80(5)
N1 C2 C3 109.26(6)
C1 C2 C3 108.92(5)
N1 C2 H21 109.4(8)
C1 C2 H21 104.7(8)
C3 C2 H21 111.8(7)
C2 C3 H31 110.3(10)
C2 C3 H32 111.7(11)
H31 C3 H32 106.8(15)
C2 C3 H33 107.5(11)
H31 C3 H33 112.2(17)
H32 C3 H33 108.4(14)
O3 C4 N1 120.42(5)
O3 C4 C5 122.43(6)
N1 C4 C5 117.13(5)
C4 C5 H51 113.9(13)
C4 C5 H52 105.4(11)
H51 C5 H52 108.8(13)
C4 C5 H53 113.5(11)
H51 C5 H53 107.9(16)
H52 C5 H53 106.9(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.2224(8)
O2 C1 1.3197(8)
O2 H2 0.83(2)
O3 C4 1.2501(7)
N1 C4 1.3433(8)
N1 C2 1.4581(8)
N1 H1 0.783(15)
C1 C2 1.5296(8)
C2 C3 1.5346(9)
C2 H21 0.995(14)
C3 H31 0.966(19)
C3 H32 0.98(2)
C3 H33 0.928(18)
C4 C5 1.5059(9)
C5 H51 0.900(16)
C5 H52 1.034(16)
C5 H53 0.903(18)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O1 1_554 0.783(15) 2.190(15) 2.9586(8) 167.0(12) y
O2 H2 O3 4_556 0.83(2) 1.793(19) 2.5831(7) 158(2) y
C2 H21 O3 2_655 0.995(14) 2.624(13) 3.3211(8) 127.1(11) y
C5 H53 O3 1_554 0.903(18) 2.65(2) 3.3641(9) 136.8(13) y
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
O1 C1 C2 N1 149.71(7) yes
C1 C2 N1 C4 -70.77(7) yes
C2 N1 C4 O3 -1.92(9) yes
C4 N1 C2 C3 167.94(6) ?
O2 C1 C2 N1 -33.23(7) ?
O1 C1 C2 C3 -88.80(9) ?
O2 C1 C2 C3 88.26(7) ?
C2 N1 C4 C5 179.66(6) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 79449
