#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/81/2018192.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_2018192
loop_
_publ_author_name
'Gebreslasie, Hadgu Girmay'
'Jacobsen, Øyvind'
'Görbitz, Carl Henrik'
_publ_section_title
;
 N-(tert-Butoxycarbonyl)-α-aminoisobutyryl-α-aminoisobutyric
 acid methyl ester: two polymorphic forms in the space group
 P2₁/n
;
_journal_coeditor_code           JZ3206
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o283
_journal_page_last               o287
_journal_paper_doi               10.1107/S0108270111024322
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C14 H26 N2 O5'
_chemical_formula_moiety         'C14 H26 N2 O5'
_chemical_formula_sum            'C14 H26 N2 O5'
_chemical_formula_weight         302.37
_chemical_name_common            Boc-Aib-Aib-OMe
_chemical_name_systematic
;
Methyl 2-(2-{[(tert-butoxy)carbonyl]amino}-2-methylpropanamido)-
2-methylpropanoate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 92.266(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.0679(15)
_cell_length_b                   33.743(9)
_cell_length_c                   8.583(2)
_cell_measurement_reflns_used    2025
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.20
_cell_measurement_theta_min      2.38
_cell_volume                     1756.0(8)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method
'Sets of exposures each taken over 0.5° 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  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10165
_diffrn_reflns_theta_full        25.06
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_correction_T_min  0.8139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.183
_refine_ls_extinction_coef       0.0055(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.1220
_refine_ls_R_factor_gt           0.0424
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0488P)²+0.2160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.1253
_reflns_number_gt                1584
_reflns_number_total             3105
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz3206.cif
_cod_data_source_block           IB
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2018192
_cod_database_fobs_code          2018192
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
_atom_site_symmetry_multiplicity
O O1 0.7670(2) 0.16039(5) 0.41606(19) 0.0514(5) Uani d . 1 1
O O2 0.3981(3) 0.14871(5) 0.4262(2) 0.0602(5) Uani d . 1 1
O O3 0.0809(3) 0.07826(5) 0.23468(19) 0.0539(5) Uani d . 1 1
O O4 -0.2053(3) 0.10381(7) -0.0755(2) 0.0810(7) Uani d . 1 1
O O5 0.0752(3) 0.06320(6) -0.1201(2) 0.0741(6) Uani d . 1 1
N N1 0.6337(3) 0.10221(6) 0.3412(2) 0.0478(6) Uani d . 1 1
H H1 0.768(4) 0.0967(7) 0.322(3) 0.057 Uiso d . 1 1
N N2 0.3297(3) 0.10786(7) 0.0864(2) 0.0490(6) Uani d . 1 1
H H2 0.467(4) 0.1122(7) 0.077(3) 0.059 Uiso d . 1 1
C C1 0.7528(4) 0.20241(7) 0.4585(3) 0.0470(6) Uani d . 1 1
C C2 0.6581(5) 0.20702(10) 0.6176(3) 0.0777(9) Uani d . 1 1
H H21 0.5063 0.1989 0.6132 0.117 Uiso calc R 1 1
H H22 0.6681 0.2343 0.6494 0.117 Uiso calc R 1 1
H H23 0.7397 0.1908 0.6915 0.117 Uiso calc R 1 1
C C3 0.9917(4) 0.21537(9) 0.4615(3) 0.0640(8) Uani d . 1 1
H H31 1.0733 0.2011 0.5414 0.096 Uiso calc R 1 1
H H32 1.0006 0.2433 0.4828 0.096 Uiso calc R 1 1
H H33 1.0528 0.2100 0.3622 0.096 Uiso calc R 1 1
C C4 0.6211(5) 0.22449(9) 0.3336(4) 0.0770(9) Uani d . 1 1
H H41 0.4700 0.2160 0.3335 0.116 Uiso calc R 1 1
H H42 0.6803 0.2190 0.2338 0.116 Uiso calc R 1 1
H H43 0.6291 0.2524 0.3541 0.116 Uiso calc R 1 1
C C5 0.5831(4) 0.13823(8) 0.3984(3) 0.0459(6) Uani d . 1 1
C C6 0.4653(4) 0.07164(7) 0.3184(3) 0.0454(6) Uani d . 1 1
C C7 0.3751(4) 0.05820(9) 0.4737(3) 0.0661(8) Uani d . 1 1
H H71 0.4943 0.0489 0.5409 0.099 Uiso calc R 1 1
H H72 0.2705 0.0372 0.4555 0.099 Uiso calc R 1 1
H H73 0.3038 0.0801 0.5223 0.099 Uiso calc R 1 1
C C8 0.5736(4) 0.03674(7) 0.2366(3) 0.0654(8) Uani d . 1 1
H H81 0.6942 0.0269 0.3012 0.098 Uiso calc R 1 1
H H82 0.6275 0.0454 0.1387 0.098 Uiso calc R 1 1
H H83 0.4669 0.0161 0.2187 0.098 Uiso calc R 1 1
C C9 0.2742(4) 0.08686(7) 0.2122(3) 0.0426(6) Uani d . 1 1
C C10 0.1666(4) 0.12651(8) -0.0190(3) 0.0506(7) Uani d . 1 1
C C11 0.0614(5) 0.16183(8) 0.0611(3) 0.0700(8) Uani d . 1 1
H H111 0.1741 0.1803 0.0937 0.105 Uiso calc R 1 1
H H112 -0.0146 0.1528 0.1504 0.105 Uiso calc R 1 1
H H113 -0.0415 0.1745 -0.0106 0.105 Uiso calc R 1 1
C C12 0.2843(5) 0.13999(10) -0.1641(3) 0.0772(9) Uani d . 1 1
H H121 0.3986 0.1585 -0.1345 0.116 Uiso calc R 1 1
H H122 0.1801 0.1525 -0.2354 0.116 Uiso calc R 1 1
H H123 0.3480 0.1174 -0.2136 0.116 Uiso calc R 1 1
C C13 -0.0112(4) 0.09715(9) -0.0703(3) 0.0570(7) Uani d . 1 1
C C14 -0.0805(6) 0.03433(11) -0.1855(5) 0.1107(13) Uani d . 1 1
H H141 -0.0021 0.0112 -0.2173 0.166 Uiso calc R 1 1
H H142 -0.1589 0.0456 -0.2741 0.166 Uiso calc R 1 1
H H143 -0.1833 0.0271 -0.1081 0.166 Uiso calc R 1 1
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
C5 O1 C1 120.53(18)
C13 O5 C14 116.1(2)
C5 N1 C6 121.1(2)
C5 N1 H1 119.7(16)
C6 N1 H1 119.1(16)
C9 N2 C10 122.7(2)
C9 N2 H2 116.0(17)
C10 N2 H2 120.8(17)
O1 C1 C4 109.6(2)
O1 C1 C2 110.6(2)
C4 C1 C2 112.4(2)
O1 C1 C3 102.59(19)
C4 C1 C3 110.5(2)
C2 C1 C3 110.7(2)
C1 C2 H21 109.5
C1 C2 H22 109.5
H21 C2 H22 109.5
C1 C2 H23 109.5
H21 C2 H23 109.5
H22 C2 H23 109.5
C1 C3 H31 109.5
C1 C3 H32 109.5
H31 C3 H32 109.5
C1 C3 H33 109.5
H31 C3 H33 109.5
H32 C3 H33 109.5
C1 C4 H41 109.5
C1 C4 H42 109.5
H41 C4 H42 109.5
C1 C4 H43 109.5
H41 C4 H43 109.5
H42 C4 H43 109.5
O2 C5 O1 125.9(2)
O2 C5 N1 124.1(2)
O1 C5 N1 109.9(2)
N1 C6 C7 111.5(2)
N1 C6 C8 107.08(19)
C7 C6 C8 110.3(2)
N1 C6 C9 110.57(19)
C7 C6 C9 109.19(19)
C8 C6 C9 108.2(2)
C6 C7 H71 109.5
C6 C7 H72 109.5
H71 C7 H72 109.5
C6 C7 H73 109.5
H71 C7 H73 109.5
H72 C7 H73 109.5
C6 C8 H81 109.5
C6 C8 H82 109.5
H81 C8 H82 109.5
C6 C8 H83 109.5
H81 C8 H83 109.5
H82 C8 H83 109.5
O3 C9 N2 121.3(2)
O3 C9 C6 122.0(2)
N2 C9 C6 116.5(2)
N2 C10 C13 110.9(2)
N2 C10 C11 110.1(2)
C13 C10 C11 109.6(2)
N2 C10 C12 107.9(2)
C13 C10 C12 107.9(2)
C11 C10 C12 110.6(2)
C10 C11 H111 109.5
C10 C11 H112 109.5
H111 C11 H112 109.5
C10 C11 H113 109.5
H111 C11 H113 109.5
H112 C11 H113 109.5
C10 C12 H121 109.5
C10 C12 H122 109.5
H121 C12 H122 109.5
C10 C12 H123 109.5
H121 C12 H123 109.5
H122 C12 H123 109.5
O4 C13 O5 123.1(3)
O4 C13 C10 125.1(3)
O5 C13 C10 111.6(2)
O5 C14 H141 109.5
O5 C14 H142 109.5
H141 C14 H142 109.5
O5 C14 H143 109.5
H141 C14 H143 109.5
H142 C14 H143 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C5 1.347(3)
O1 C1 1.467(3)
O2 C5 1.210(3)
O3 C9 1.231(3)
O4 C13 1.198(3)
O5 C13 1.337(3)
O5 C14 1.454(3)
N1 C5 1.351(3)
N1 C6 1.460(3)
N1 H1 0.86(2)
N2 C9 1.346(3)
N2 C10 1.457(3)
N2 H2 0.85(2)
C1 C4 1.509(4)
C1 C2 1.511(3)
C1 C3 1.513(3)
C2 H21 0.9600
C2 H22 0.9600
C2 H23 0.9600
C3 H31 0.9600
C3 H32 0.9600
C3 H33 0.9600
C4 H41 0.9600
C4 H42 0.9600
C4 H43 0.9600
C6 C7 1.530(3)
C6 C8 1.532(3)
C6 C9 1.535(3)
C7 H71 0.9600
C7 H72 0.9600
C7 H73 0.9600
C8 H81 0.9600
C8 H82 0.9600
C8 H83 0.9600
C10 C13 1.518(4)
C10 C11 1.528(4)
C10 C12 1.529(3)
C11 H111 0.9600
C11 H112 0.9600
C11 H113 0.9600
C12 H121 0.9600
C12 H122 0.9600
C12 H123 0.9600
C14 H141 0.9600
C14 H142 0.9600
C14 H143 0.9600
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 O3 1_655 0.86(2) 2.16(2) 3.008(3) 170(2)
N2 H2 O4 1_655 0.85(2) 2.44(2) 3.197(3) 148(2)
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
C1 O1 C5 N1 172.52(19)
O1 C5 N1 C6 176.88(19)
C5 N1 C6 C9 56.4(3)
N1 C6 C9 N2 42.5(3)
C6 C9 N2 C10 -175.6(2)
C9 N2 C10 C13 -50.5(3)
N2 C10 C13 O5 -49.1(3)
C5 O1 C1 C4 -61.3(3)
C5 O1 C1 C2 63.2(3)
C5 O1 C1 C3 -178.7(2)
C1 O1 C5 O2 -6.2(4)
C6 N1 C5 O2 -4.4(4)
C5 N1 C6 C7 -65.2(3)
C5 N1 C6 C8 174.1(2)
C10 N2 C9 O3 8.9(4)
N1 C6 C9 O3 -142.0(2)
C7 C6 C9 O3 -19.1(3)
C8 C6 C9 O3 101.0(3)
C7 C6 C9 N2 165.5(2)
C8 C6 C9 N2 -74.4(3)
C9 N2 C10 C11 70.9(3)
C9 N2 C10 C12 -168.4(2)
C14 O5 C13 O4 1.2(4)
C14 O5 C13 C10 -174.6(2)
N2 C10 C13 O4 135.2(3)
C11 C10 C13 O4 13.5(4)
C12 C10 C13 O4 -106.9(3)
C11 C10 C13 O5 -170.8(2)
C12 C10 C13 O5 68.8(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654323
