#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/46/2214633.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_2214633
loop_
_publ_author_name
'Boyle, Grant A.'
'Govender, Thavendran'
'Kruger, Hendrik G.'
'Maguire, Glenn E. M.'
'Naicker, Tricia'
_publ_section_title
;
 (S)-(+)-2-Formamido-4-methylpentanoic acid
;
_journal_coeditor_code           EZ2086
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3445
_journal_page_last               o3445
_journal_paper_doi               10.1107/S1600536807032503
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H13 N O3'
_chemical_formula_moiety         'C7 H13 N O3'
_chemical_formula_sum            'C7 H13 N O3'
_chemical_formula_weight         159.18
_chemical_name_systematic
;
(S)-(+)-2-Formamido-4-methylpentanoic acid
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6041(7)
_cell_length_b                   10.0758(7)
_cell_length_c                   9.2936(6)
_cell_measurement_reflns_used    5368
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.92
_cell_measurement_theta_min      2.93
_cell_volume                     899.33(11)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'Mercury (Bruno et al.,  2002)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0519
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10153
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             344
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.115
_refine_diff_density_min         -0.138
_refine_ls_extinction_coef       0.029(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1044
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0309
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0552P)²+0.0822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0863
_reflns_number_gt                970
_reflns_number_total             1044
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ez2086.cif
_cod_data_source_block           I
_cod_database_code               2214633
_cod_database_fobs_code          2214633
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_type_symbol
_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
C C1 0.86041(18) 0.92357(15) -0.02094(17) 0.0387(4) Uani d . 1
C C2 0.75039(17) 1.03083(14) -0.00238(17) 0.0359(4) Uani d . 1
H H2 0.7124 1.0530 -0.0972 0.043 Uiso calc R 1
C C3 0.81824(17) 1.15467(17) 0.0609(2) 0.0425(4) Uani d . 1
H H3A 0.8415 1.1372 0.1607 0.051 Uiso calc R 1
H H3B 0.9046 1.1713 0.0099 0.051 Uiso calc R 1
C C4 0.7290(2) 1.27972(16) 0.0541(2) 0.0470(4) Uani d . 1
H H4 0.6357 1.2573 0.0891 0.056 Uiso calc R 1
C C5 0.7892(3) 1.3853(2) 0.1529(3) 0.0833(8) Uani d . 1
H H5A 0.7370 1.4660 0.1425 0.125 Uiso calc R 1
H H5B 0.8847 1.4012 0.1277 0.125 Uiso calc R 1
H H5C 0.7840 1.3554 0.2508 0.125 Uiso calc R 1
C C6 0.7153(3) 1.3315(2) -0.0977(2) 0.0714(7) Uani d . 1
H H6A 0.6658 1.2680 -0.1552 0.107 Uiso calc R 1
H H6B 0.8062 1.3457 -0.1376 0.107 Uiso calc R 1
H H6C 0.6650 1.4139 -0.0966 0.107 Uiso calc R 1
C C7 0.55756(19) 0.88674(18) 0.0536(2) 0.0473(4) Uani d . 1
H H7 0.4891 0.8601 0.1182 0.057 Uiso calc R 1
N N1 0.63713(14) 0.98712(13) 0.08936(14) 0.0400(3) Uani d . 1
H H1 0.6219 1.0280 0.1690 0.048 Uiso calc R 1
O O1 0.88610(16) 0.85843(14) 0.09708(13) 0.0571(4) Uani d . 1
H H1A 0.9464 0.8025 0.0817 0.086 Uiso calc R 1
O O2 0.92108(15) 0.90574(14) -0.13295(13) 0.0551(4) Uani d . 1
O O3 0.56841(16) 0.82565(13) -0.06075(14) 0.0594(4) Uani d . 1
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
C1 0.0453(9) 0.0377(8) 0.0332(8) 0.0031(7) -0.0015(7) 0.0019(6)
C2 0.0408(8) 0.0339(8) 0.0331(8) 0.0015(7) 0.0003(7) 0.0010(6)
C3 0.0418(8) 0.0386(8) 0.0470(9) -0.0026(7) -0.0060(8) -0.0008(8)
C4 0.0540(10) 0.0344(8) 0.0525(10) -0.0010(8) 0.0002(9) 0.0002(7)
C5 0.118(2) 0.0465(11) 0.0858(16) 0.0005(13) -0.0184(17) -0.0188(12)
C6 0.0996(17) 0.0487(11) 0.0657(14) 0.0070(12) -0.0080(13) 0.0137(10)
C7 0.0509(10) 0.0458(9) 0.0450(9) -0.0090(8) 0.0084(8) 0.0010(8)
N1 0.0457(7) 0.0373(7) 0.0368(7) -0.0012(6) 0.0055(6) -0.0052(6)
O1 0.0795(9) 0.0556(8) 0.0361(6) 0.0296(7) 0.0052(6) 0.0085(6)
O2 0.0637(8) 0.0651(8) 0.0364(6) 0.0222(7) 0.0098(6) 0.0078(6)
O3 0.0778(9) 0.0524(7) 0.0481(7) -0.0269(7) 0.0121(7) -0.0115(6)
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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
O2 C1 O1 124.09(15)
O2 C1 C2 122.62(14)
O1 C1 C2 113.22(14)
N1 C2 C1 111.83(13)
N1 C2 C3 110.01(13)
C1 C2 C3 109.15(14)
N1 C2 H2 108.6
C1 C2 H2 108.6
C3 C2 H2 108.6
C4 C3 C2 114.83(13)
C4 C3 H3A 108.6
C2 C3 H3A 108.6
C4 C3 H3B 108.6
C2 C3 H3B 108.6
H3A C3 H3B 107.5
C6 C4 C5 110.82(18)
C6 C4 C3 111.91(16)
C5 C4 C3 109.87(17)
C6 C4 H4 108.0
C5 C4 H4 108.0
C3 C4 H4 108.0
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C4 C6 H6A 109.5
C4 C6 H6B 109.5
H6A C6 H6B 109.5
C4 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
O3 C7 N1 123.68(17)
O3 C7 H7 118.2
N1 C7 H7 118.2
C7 N1 C2 121.51(14)
C7 N1 H1 119.2
C2 N1 H1 119.2
C1 O1 H1A 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O2 1.206(2)
C1 O1 1.3018(19)
C1 C2 1.521(2)
C2 N1 1.451(2)
C2 C3 1.526(2)
C2 H2 0.9800
C3 C4 1.525(2)
C3 H3A 0.9700
C3 H3B 0.9700
C4 C6 1.510(3)
C4 C5 1.519(3)
C4 H4 0.9800
C5 H5A 0.9600
C5 H5B 0.9600
C5 H5C 0.9600
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
C7 O3 1.233(2)
C7 N1 1.310(2)
C7 H7 0.9300
N1 H1 0.8600
O1 H1A 0.8200
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
N1 H1 O2 2_675 0.86 2.00 2.8527(18) 171
O1 H1A O3 3_565 0.82 1.76 2.5729(18) 175
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
O2 C1 C2 N1 142.92(17)
O1 C1 C2 N1 -40.1(2)
O2 C1 C2 C3 -95.1(2)
O1 C1 C2 C3 81.89(18)
N1 C2 C3 C4 -70.11(19)
C1 C2 C3 C4 166.83(14)
C2 C3 C4 C6 -71.2(2)
C2 C3 C4 C5 165.23(18)
O3 C7 N1 C2 -2.9(3)
C1 C2 N1 C7 -62.4(2)
C3 C2 N1 C7 176.11(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8055892
