#------------------------------------------------------------------------------
#$Date: 2019-12-26 20:51:54 +0200 (Thu, 26 Dec 2019) $
#$Revision: 246085 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/16/2311693.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_2311693
loop_
_publ_author_name
'Yajima, Tatsuo'
'Kimura, Makiko'
'Hori, Yoshihiro'
'Shiraiwa, Tadashi'
_publ_section_title
;
 Structures of N-acetyl-DL-isoleucine, N-acetyl-DL-alloisoleucine and
 their ammonium salts; role of ammonium ions in crystal structure
 formation.
;
_journal_issue                   'Pt 4'
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              650
_journal_page_last               657
_journal_paper_doi               10.1107/S2052520616007319
_journal_volume                  72
_journal_year                    2016
_chemical_formula_moiety         'C8 H18 N2 O3'
_chemical_formula_sum            'C8 H18 N2 O3'
_chemical_formula_weight         190.24
_chemical_melting_point_gt       171
_chemical_melting_point_lt       173
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   24.376(3)
_cell_length_b                   7.5507(8)
_cell_length_c                   5.8064(5)
_cell_measurement_reflns_used    6092
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.17
_cell_volume                     1068.7(2)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, 2006)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1065
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            10031
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             416.00
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.380
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2299
_refine_ls_number_restraints     1
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0690P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1500
_reflns_number_gt                1340
_reflns_number_total             2299
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            lo5008sup1.cif
_cod_data_source_block           Ac-DL-aIleNH3
_cod_original_cell_volume        1068.70(18)
_cod_database_code               2311693
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2+Z
3 1/2+X,1/2-Y,+Z
4 -X,-Y,1/2+Z
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_occupancy
_atom_site_symmetry_multiplicity
O O(1) 0.39641(10) 0.3190(4) 0.4103(4) 0.0388(7) Uani d 1.0 4
O O(2) 0.45083(10) 0.3368(4) 0.7185(4) 0.0349(6) Uani d 1.0 4
O O(3) 0.42518(10) -0.0952(4) 0.7799(4) 0.0390(7) Uani d 1.0 4
N N(1) 0.38192(10) 0.1229(4) 0.9732(5) 0.0302(7) Uani d 1.0 4
N N(2) 0.49437(14) 0.3419(5) 1.1629(7) 0.0351(8) Uani d 1.0 4
C C(1) 0.40615(14) 0.2907(5) 0.6194(6) 0.0330(8) Uani d 1.0 4
C C(2) 0.36161(14) 0.1991(5) 0.7585(6) 0.0311(8) Uani d 1.0 4
C C(3) 0.31260(15) 0.3224(5) 0.7977(7) 0.0392(9) Uani d 1.0 4
C C(4) 0.26513(17) 0.2241(7) 0.9170(9) 0.0513(11) Uani d 1.0 4
C C(5) 0.21054(18) 0.3180(8) 0.8962(10) 0.0611(13) Uani d 1.0 4
C C(6) 0.32904(18) 0.4925(6) 0.9222(8) 0.0482(11) Uani d 1.0 4
C C(7) 0.41341(12) -0.0236(5) 0.9677(6) 0.0324(8) Uani d 1.0 4
C C(8) 0.43278(18) -0.0977(6) 1.1936(7) 0.0412(10) Uani d 1.0 4
H H(2) 0.3477(13) 0.091(6) 0.678(8) 0.042(11) Uiso d 1.0 4
H H(3) 0.2998(16) 0.357(5) 0.637(7) 0.042(10) Uiso d 1.0 4
H H(4) 0.2630(16) 0.091(7) 0.846(8) 0.057(13) Uiso d 1.0 4
H H(5) 0.2767(19) 0.232(6) 1.077(9) 0.063(15) Uiso d 1.0 4
H H(6) 0.2018(17) 0.343(6) 0.720(10) 0.063(14) Uiso d 1.0 4
H H(7) 0.179(2) 0.246(6) 0.972(11) 0.079(15) Uiso d 1.0 4
H H(8) 0.214(3) 0.451(9) 0.983(13) 0.13(3) Uiso d 1.0 4
H H(9) 0.2970(15) 0.583(5) 0.941(7) 0.050(11) Uiso d 1.0 4
H H(10) 0.3394(16) 0.466(7) 1.083(8) 0.051(12) Uiso d 1.0 4
H H(11) 0.3581(18) 0.564(7) 0.825(8) 0.060(13) Uiso d 1.0 4
H H(12) 0.3768(17) 0.196(6) 1.120(8) 0.055(13) Uiso d 1.0 4
H H(13) 0.4173(16) -0.224(7) 1.198(8) 0.049(11) Uiso d 1.0 4
H H(14) 0.4206(18) -0.025(7) 1.309(8) 0.069(15) Uiso d 1.0 4
H H(15) 0.476(3) -0.105(7) 1.185(10) 0.083(15) Uiso d 1.0 4
H H(16) 0.4788(17) 0.321(6) 1.038(9) 0.048(14) Uiso d 1.0 4
H H(17) 0.462(3) 0.339(8) 1.280(9) 0.082(17) Uiso d 1.0 4
H H(18) 0.5109(16) 0.445(6) 1.169(7) 0.036(11) Uiso d 1.0 4
H H(19) 0.5239(17) 0.249(7) 1.212(8) 0.054(12) Uiso d 1.0 4
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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, 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
C(2) N(1) C(7) 119.8(3) yes
O(1) C(1) O(2) 123.3(4) yes
O(1) C(1) C(2) 117.1(3) yes
O(2) C(1) C(2) 119.5(3) yes
N(1) C(2) C(1) 113.0(3) yes
N(1) C(2) C(3) 112.2(3) yes
C(1) C(2) C(3) 111.1(3) yes
C(2) C(3) C(4) 111.1(4) yes
C(2) C(3) C(6) 112.1(4) yes
C(4) C(3) C(6) 113.0(4) yes
C(3) C(4) C(5) 113.5(5) yes
O(3) C(7) N(1) 120.4(3) yes
O(3) C(7) C(8) 121.9(4) yes
N(1) C(7) C(8) 117.6(4) yes
C(2) N(1) H(12) 117(3) no
C(7) N(1) H(12) 122(3) no
H(16) N(2) H(17) 102(4) no
H(16) N(2) H(18) 114(4) no
H(16) N(2) H(19) 115(4) no
H(17) N(2) H(18) 110(4) no
H(17) N(2) H(19) 110(4) no
H(18) N(2) H(19) 106(4) no
N(1) C(2) H(2) 101(3) no
C(1) C(2) H(2) 111(3) no
C(3) C(2) H(2) 107.5(19) no
C(2) C(3) H(3) 105(2) no
C(4) C(3) H(3) 108(2) no
C(6) C(3) H(3) 107(2) no
C(3) C(4) H(4) 108(3) no
C(3) C(4) H(5) 101(3) no
C(5) C(4) H(4) 111(2) no
C(5) C(4) H(5) 108(3) no
H(4) C(4) H(5) 115(4) no
C(4) C(5) H(6) 110(3) no
C(4) C(5) H(7) 112(3) no
C(4) C(5) H(8) 109(3) no
H(6) C(5) H(7) 110(4) no
H(6) C(5) H(8) 107(5) no
H(7) C(5) H(8) 109(5) no
C(3) C(6) H(9) 114(3) no
C(3) C(6) H(10) 110(3) no
C(3) C(6) H(11) 111(3) no
H(9) C(6) H(10) 103(4) no
H(9) C(6) H(11) 103(4) no
H(10) C(6) H(11) 116(4) no
C(7) C(8) H(13) 105(3) no
C(7) C(8) H(14) 108(3) no
C(7) C(8) H(15) 107(3) no
H(13) C(8) H(14) 115(4) no
H(13) C(8) H(15) 109(4) no
H(14) C(8) H(15) 113(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.256(5) yes
O(2) C(1) 1.280(5) yes
O(3) C(7) 1.250(5) yes
N(1) C(2) 1.460(5) yes
N(1) C(7) 1.347(5) yes
C(1) C(2) 1.519(5) yes
C(2) C(3) 1.532(6) yes
C(3) C(4) 1.540(6) yes
C(3) C(6) 1.527(6) yes
C(4) C(5) 1.513(7) yes
C(7) C(8) 1.502(6) yes
N(1) H(12) 1.02(5) no
N(2) H(16) 0.84(5) no
N(2) H(17) 1.05(6) no
N(2) H(18) 0.88(4) no
N(2) H(19) 1.05(5) no
C(2) H(2) 1.00(4) no
C(3) H(3) 1.02(4) no
C(4) H(4) 1.09(5) no
C(4) H(5) 0.97(5) no
C(5) H(6) 1.06(6) no
C(5) H(7) 1.04(5) no
C(5) H(8) 1.13(7) no
C(6) H(9) 1.04(4) no
C(6) H(10) 0.99(5) no
C(6) H(11) 1.06(5) no
C(8) H(13) 1.03(5) no
C(8) H(14) 0.92(5) no
C(8) H(15) 1.05(6) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O(1) C(3) 3.039(5) . no
O(2) O(3) 3.340(4) . no
O(2) N(1) 2.760(4) . no
O(2) C(3) 3.403(5) . no
O(2) C(6) 3.405(5) . no
O(2) C(7) 3.214(4) . no
O(3) C(1) 3.094(5) . no
O(3) C(2) 2.712(5) . no
N(1) C(4) 2.966(5) . no
N(1) C(6) 3.088(6) . no
C(1) C(6) 2.991(6) . no
C(1) C(7) 3.123(5) . no
C(5) C(6) 3.179(7) . no
O(1) N(1) 2.959(4) 1_554 no
O(1) N(2) 2.792(5) 1_554 no
O(1) C(6) 3.528(6) 1_554 no
O(1) C(8) 3.503(6) 1_554 no
O(2) N(2) 3.396(5) 1_554 no
O(2) N(2) 2.790(5) . no
O(2) N(2) 2.789(5) 4_664 no
O(2) C(8) 3.366(5) 4_654 no
O(3) N(2) 2.789(5) 4_654 no
O(3) C(8) 3.409(5) 1_554 no
N(1) O(1) 2.959(4) 1_556 no
N(1) N(2) 3.385(5) . no
N(2) O(1) 2.792(5) 1_556 no
N(2) O(2) 2.790(5) . no
N(2) O(2) 3.396(5) 1_556 no
N(2) O(2) 2.789(5) 4_665 no
N(2) O(3) 2.789(5) 4_655 no
N(2) N(1) 3.385(5) . no
N(2) C(1) 3.435(5) 1_556 no
N(2) C(7) 3.577(5) . no
C(1) N(2) 3.435(5) 1_554 no
C(6) O(1) 3.528(6) 1_556 no
C(7) N(2) 3.577(5) . no
C(8) O(1) 3.503(6) 1_556 no
C(8) O(2) 3.366(5) 4_655 no
C(8) O(3) 3.409(5) 1_556 no
O(1) H(2) 2.61(4) . no
O(1) H(3) 2.71(4) . no
O(1) H(11) 3.18(5) . no
O(2) H(2) 3.13(4) . no
O(2) H(10) 3.58(5) . no
O(2) H(11) 2.90(5) . no
O(2) H(12) 3.13(5) . no
O(3) H(2) 2.43(4) . no
O(3) H(12) 3.18(5) . no
O(3) H(13) 2.62(5) . no
O(3) H(14) 3.12(5) . no
O(3) H(15) 2.66(6) . no
N(1) H(3) 3.31(4) . no
N(1) H(4) 3.00(4) . no
N(1) H(5) 2.76(5) . no
N(1) H(10) 2.86(5) . no
N(1) H(11) 3.49(5) . no
N(1) H(13) 3.05(5) . no
N(1) H(14) 2.44(5) . no
N(1) H(15) 3.12(6) . no
C(1) H(3) 2.64(4) . no
C(1) H(10) 3.41(5) . no
C(1) H(11) 2.66(5) . no
C(1) H(12) 3.08(5) . no
C(2) H(4) 2.59(4) . no
C(2) H(5) 2.79(5) . no
C(2) H(9) 3.46(4) . no
C(2) H(10) 2.81(5) . no
C(2) H(11) 2.78(5) . no
C(3) H(6) 2.74(5) . no
C(3) H(7) 3.46(5) . no
C(3) H(8) 2.81(6) . no
C(3) H(12) 2.62(5) . no
C(4) H(2) 2.64(4) . no
C(4) H(9) 2.82(4) . no
C(4) H(10) 2.75(5) . no
C(4) H(11) 3.47(5) . no
C(4) H(12) 2.97(5) . no
C(5) H(3) 2.66(4) . no
C(5) H(9) 2.92(4) . no
C(5) H(10) 3.51(4) . no
C(6) H(2) 3.38(4) . no
C(6) H(4) 3.46(5) . no
C(6) H(5) 2.51(5) . no
C(6) H(6) 3.50(5) . no
C(6) H(8) 2.85(6) . no
C(6) H(12) 2.77(5) . no
C(7) H(2) 2.48(4) . no
C(8) H(12) 2.64(5) . no
H(2) H(3) 2.33(6) . no
H(2) H(4) 2.28(5) . no
H(2) H(5) 3.08(7) . no
H(2) H(12) 2.78(6) . no
H(3) H(4) 2.51(6) . no
H(3) H(5) 2.78(7) . no
H(3) H(6) 2.44(6) . no
H(3) H(8) 2.99(8) . no
H(3) H(9) 2.45(6) . no
H(3) H(10) 2.89(6) . no
H(3) H(11) 2.38(6) . no
H(3) H(12) 3.59(6) . no
H(4) H(6) 2.53(7) . no
H(4) H(7) 2.47(7) . no
H(4) H(8) 3.08(8) . no
H(4) H(12) 3.29(6) . no
H(5) H(6) 2.89(7) . no
H(5) H(7) 2.46(7) . no
H(5) H(8) 2.32(8) . no
H(5) H(9) 2.81(6) . no
H(5) H(10) 2.34(7) . no
H(5) H(11) 3.52(7) . no
H(5) H(12) 2.47(7) . no
H(6) H(9) 3.21(6) . no
H(8) H(9) 2.27(7) . no
H(8) H(10) 3.12(7) . no
H(10) H(12) 2.25(7) . no
H(11) H(12) 3.30(7) . no
H(12) H(13) 3.35(7) . no
H(12) H(14) 2.27(7) . no
H(12) H(15) 3.34(7) . no
O(1) H(5) 3.56(5) 1_554 no
O(1) H(10) 2.60(5) 1_554 no
O(1) H(12) 1.98(5) 1_554 no
O(1) H(14) 2.73(5) 1_554 no
O(1) H(16) 2.95(5) 1_554 no
O(1) H(17) 1.77(6) 1_554 no
O(1) H(18) 3.26(4) 1_554 no
O(1) H(18) 3.25(4) 4_664 no
O(1) H(19) 3.36(4) 1_554 no
O(2) H(13) 3.33(4) 4_654 no
O(2) H(15) 2.51(6) 4_654 no
O(2) H(16) 1.98(5) . no
O(2) H(16) 3.27(4) 4_664 no
O(2) H(17) 2.56(6) 1_554 no
O(2) H(17) 3.27(6) . no
O(2) H(17) 3.27(6) 4_664 no
O(2) H(18) 3.11(4) . no
O(2) H(18) 1.91(4) 4_664 no
O(2) H(19) 3.50(5) 1_554 no
O(2) H(19) 3.44(5) . no
O(2) H(19) 3.19(5) 4_664 no
O(3) H(7) 3.33(6) 2_544 no
O(3) H(11) 3.06(5) 1_545 no
O(3) H(13) 3.52(5) 1_554 no
O(3) H(14) 2.78(5) 1_554 no
O(3) H(15) 2.90(6) 4_654 no
O(3) H(16) 3.22(5) 4_654 no
O(3) H(17) 3.32(6) 4_654 no
O(3) H(18) 3.13(4) 4_654 no
O(3) H(19) 1.74(5) 4_654 no
N(1) H(6) 3.27(5) 2_545 no
N(1) H(16) 2.82(4) . no
N(1) H(17) 3.10(6) . no
N(2) H(12) 3.08(5) . no
N(2) H(13) 3.57(5) 4_654 no
N(2) H(14) 3.41(5) . no
N(2) H(15) 3.41(5) . no
N(2) H(15) 3.38(6) 4_654 no
N(2) H(15) 3.59(6) 4_655 no
N(2) H(16) 3.41(5) 4_665 no
N(2) H(17) 3.45(6) 4_664 no
N(2) H(18) 3.29(4) 4_664 no
N(2) H(18) 3.35(4) 4_665 no
C(1) H(12) 3.07(5) 1_554 no
C(1) H(14) 3.01(5) 1_554 no
C(1) H(15) 3.22(6) 4_654 no
C(1) H(16) 3.01(5) . no
C(1) H(17) 2.42(6) 1_554 no
C(1) H(18) 2.85(4) 4_664 no
C(2) H(8) 3.07(7) 2_544 no
C(2) H(14) 3.43(5) 1_554 no
C(2) H(16) 3.41(5) . no
C(3) H(8) 3.41(7) 2_544 no
C(4) H(3) 3.44(4) 2_545 no
C(4) H(6) 3.47(5) 2_545 no
C(4) H(8) 3.29(7) 2_544 no
C(4) H(9) 3.33(4) 2_544 no
C(4) H(9) 3.56(4) 2_545 no
C(5) H(2) 2.99(4) 2_555 no
C(5) H(4) 3.39(5) 2_555 no
C(5) H(9) 3.19(4) 2_544 no
C(5) H(10) 3.44(5) 2_544 no
C(5) H(11) 3.56(5) 2_545 no
C(5) H(13) 3.34(4) 2_554 no
C(5) H(14) 3.45(5) 2_554 no
C(6) H(4) 3.41(5) 2_555 no
C(6) H(6) 3.25(5) 2_555 no
C(6) H(7) 3.25(6) 2_554 no
C(6) H(13) 3.43(5) 1_565 no
C(7) H(6) 3.33(5) 2_545 no
C(7) H(11) 3.49(5) 1_545 no
C(7) H(15) 3.31(6) 4_654 no
C(7) H(16) 3.08(4) . no
C(7) H(17) 3.49(6) . no
C(7) H(19) 2.73(5) 4_654 no
C(8) H(6) 3.32(5) 2_545 no
C(8) H(7) 3.38(6) 2_545 no
C(8) H(16) 3.48(4) . no
C(8) H(16) 3.39(5) 4_655 no
C(8) H(17) 3.41(6) . no
C(8) H(19) 3.43(5) . no
C(8) H(19) 3.20(5) 4_654 no
C(8) H(19) 3.39(5) 4_655 no
H(2) C(5) 2.99(4) 2_544 no
H(2) H(6) 3.47(7) 2_544 no
H(2) H(7) 2.94(7) 2_544 no
H(2) H(8) 2.16(8) 2_544 no
H(2) H(12) 3.41(6) 1_554 no
H(2) H(14) 2.92(6) 1_554 no
H(3) C(4) 3.44(4) 2_554 no
H(3) H(4) 2.88(6) 2_554 no
H(3) H(5) 3.43(7) 1_554 no
H(3) H(5) 3.41(6) 2_554 no
H(3) H(7) 3.13(6) 2_554 no
H(3) H(8) 3.21(8) 2_544 no
H(3) H(9) 3.34(6) 2_544 no
H(3) H(10) 3.46(6) 1_554 no
H(4) C(5) 3.39(5) 2_544 no
H(4) C(6) 3.41(5) 2_544 no
H(4) H(3) 2.88(6) 2_545 no
H(4) H(5) 3.27(7) 2_544 no
H(4) H(6) 2.99(7) 2_545 no
H(4) H(8) 2.42(9) 2_544 no
H(4) H(9) 2.77(6) 2_544 no
H(4) H(10) 3.07(6) 2_544 no
H(5) O(1) 3.56(5) 1_556 no
H(5) H(3) 3.43(7) 1_556 no
H(5) H(3) 3.41(6) 2_545 no
H(5) H(4) 3.27(7) 2_555 no
H(5) H(6) 3.10(7) 2_545 no
H(5) H(8) 3.18(9) 2_545 no
H(5) H(9) 2.99(7) 2_545 no
H(6) N(1) 3.27(5) 2_554 no
H(6) C(4) 3.47(5) 2_554 no
H(6) C(6) 3.25(5) 2_544 no
H(6) C(7) 3.33(5) 2_554 no
H(6) C(8) 3.32(5) 2_554 no
H(6) H(2) 3.47(7) 2_555 no
H(6) H(4) 2.99(7) 2_554 no
H(6) H(5) 3.10(7) 2_554 no
H(6) H(9) 2.55(7) 2_544 no
H(6) H(10) 3.12(7) 2_544 no
H(6) H(11) 3.44(7) 2_544 no
H(6) H(12) 3.33(6) 2_554 no
H(6) H(13) 2.95(6) 2_554 no
H(6) H(14) 3.19(6) 2_554 no
H(7) O(3) 3.33(6) 2_555 no
H(7) C(6) 3.25(6) 2_545 no
H(7) C(8) 3.38(6) 2_554 no
H(7) H(2) 2.94(7) 2_555 no
H(7) H(3) 3.13(6) 2_545 no
H(7) H(9) 3.37(7) 2_544 no
H(7) H(9) 3.04(7) 2_545 no
H(7) H(10) 3.12(8) 2_544 no
H(7) H(11) 2.63(8) 2_545 no
H(7) H(13) 2.84(7) 2_554 no
H(7) H(14) 3.12(7) 2_554 no
H(8) C(2) 3.07(7) 2_555 no
H(8) C(3) 3.41(7) 2_555 no
H(8) C(4) 3.29(7) 2_555 no
H(8) H(2) 2.16(8) 2_555 no
H(8) H(3) 3.21(8) 2_555 no
H(8) H(4) 2.42(9) 2_555 no
H(8) H(5) 3.18(9) 2_554 no
H(8) H(12) 3.57(8) 2_554 no
H(8) H(14) 3.43(7) 2_554 no
H(9) C(4) 3.56(4) 2_554 no
H(9) C(4) 3.33(4) 2_555 no
H(9) C(5) 3.19(4) 2_555 no
H(9) H(3) 3.34(6) 2_555 no
H(9) H(4) 2.77(6) 2_555 no
H(9) H(5) 2.99(7) 2_554 no
H(9) H(6) 2.55(7) 2_555 no
H(9) H(7) 3.04(7) 2_554 no
H(9) H(7) 3.37(7) 2_555 no
H(9) H(13) 3.60(6) 1_565 no
H(10) O(1) 2.60(5) 1_556 no
H(10) C(5) 3.44(5) 2_555 no
H(10) H(3) 3.46(6) 1_556 no
H(10) H(4) 3.07(6) 2_555 no
H(10) H(6) 3.12(7) 2_555 no
H(10) H(7) 3.12(8) 2_555 no
H(10) H(13) 3.09(7) 1_565 no
H(10) H(16) 3.58(6) . no
H(10) H(17) 3.33(7) . no
H(11) O(3) 3.06(5) 1_565 no
H(11) C(5) 3.56(5) 2_554 no
H(11) C(7) 3.49(5) 1_565 no
H(11) H(6) 3.44(7) 2_555 no
H(11) H(7) 2.63(8) 2_554 no
H(11) H(13) 3.06(7) 1_565 no
H(11) H(18) 3.32(6) 4_664 no
H(11) H(19) 3.27(7) 4_664 no
H(12) O(1) 1.98(5) 1_556 no
H(12) N(2) 3.08(5) . no
H(12) C(1) 3.07(5) 1_556 no
H(12) H(2) 3.41(6) 1_556 no
H(12) H(6) 3.33(6) 2_545 no
H(12) H(8) 3.57(8) 2_545 no
H(12) H(16) 2.70(6) . no
H(12) H(17) 2.51(7) . no
H(13) O(2) 3.33(4) 4_655 no
H(13) O(3) 3.52(5) 1_556 no
H(13) N(2) 3.57(5) 4_655 no
H(13) C(5) 3.34(4) 2_545 no
H(13) C(6) 3.43(5) 1_545 no
H(13) H(6) 2.95(6) 2_545 no
H(13) H(7) 2.84(7) 2_545 no
H(13) H(9) 3.60(6) 1_545 no
H(13) H(10) 3.09(7) 1_545 no
H(13) H(11) 3.06(7) 1_545 no
H(13) H(16) 3.29(6) 4_655 no
H(13) H(17) 3.51(7) 1_545 no
H(13) H(18) 3.39(6) 1_545 no
H(13) H(19) 3.17(7) 4_654 no
H(13) H(19) 3.31(7) 4_655 no
H(14) O(1) 2.73(5) 1_556 no
H(14) O(3) 2.78(5) 1_556 no
H(14) N(2) 3.41(5) . no
H(14) C(1) 3.01(5) 1_556 no
H(14) C(2) 3.43(5) 1_556 no
H(14) C(5) 3.45(5) 2_545 no
H(14) H(2) 2.92(6) 1_556 no
H(14) H(6) 3.19(6) 2_545 no
H(14) H(7) 3.12(7) 2_545 no
H(14) H(8) 3.43(7) 2_545 no
H(14) H(15) 3.48(7) 4_655 no
H(14) H(16) 3.37(7) . no
H(14) H(16) 3.57(7) 4_655 no
H(14) H(17) 2.93(8) . no
H(14) H(19) 3.31(7) . no
H(14) H(19) 3.18(7) 4_655 no
H(15) O(2) 2.51(6) 4_655 no
H(15) O(3) 2.90(6) 4_655 no
H(15) N(2) 3.41(5) . no
H(15) N(2) 3.59(6) 4_654 no
H(15) N(2) 3.38(6) 4_655 no
H(15) C(1) 3.22(6) 4_655 no
H(15) C(7) 3.31(6) 4_655 no
H(15) H(14) 3.48(7) 4_654 no
H(15) H(15) 3.51(8) 4_654 no
H(15) H(15) 3.51(8) 4_655 no
H(15) H(16) 3.33(7) . no
H(15) H(16) 2.84(7) 4_655 no
H(15) H(17) 3.41(8) . no
H(15) H(17) 3.31(8) 4_654 no
H(15) H(18) 3.50(7) 1_545 no
H(15) H(19) 2.92(7) . no
H(15) H(19) 2.96(7) 4_654 no
H(15) H(19) 3.24(7) 4_655 no
H(16) O(1) 2.95(5) 1_556 no
H(16) O(2) 1.98(5) . no
H(16) O(2) 3.27(4) 4_665 no
H(16) O(3) 3.22(5) 4_655 no
H(16) N(1) 2.82(4) . no
H(16) N(2) 3.41(5) 4_664 no
H(16) C(1) 3.01(5) . no
H(16) C(2) 3.41(5) . no
H(16) C(7) 3.08(4) . no
H(16) C(8) 3.48(4) . no
H(16) C(8) 3.39(5) 4_654 no
H(16) H(10) 3.58(6) . no
H(16) H(12) 2.70(6) . no
H(16) H(13) 3.29(6) 4_654 no
H(16) H(14) 3.37(7) . no
H(16) H(14) 3.57(7) 4_654 no
H(16) H(15) 3.33(7) . no
H(16) H(15) 2.84(7) 4_654 no
H(16) H(17) 3.31(7) 4_664 no
H(16) H(18) 2.78(6) 4_664 no
H(17) O(1) 1.77(6) 1_556 no
H(17) O(2) 3.27(6) . no
H(17) O(2) 2.56(6) 1_556 no
H(17) O(2) 3.27(6) 4_665 no
H(17) O(3) 3.32(6) 4_655 no
H(17) N(1) 3.10(6) . no
H(17) N(2) 3.45(6) 4_665 no
H(17) C(1) 2.42(6) 1_556 no
H(17) C(7) 3.49(6) . no
H(17) C(8) 3.41(6) . no
H(17) H(10) 3.33(7) . no
H(17) H(12) 2.51(7) . no
H(17) H(13) 3.51(7) 1_565 no
H(17) H(14) 2.93(8) . no
H(17) H(15) 3.41(8) . no
H(17) H(15) 3.31(8) 4_655 no
H(17) H(16) 3.31(7) 4_665 no
H(17) H(18) 2.87(7) 4_665 no
H(18) O(1) 3.26(4) 1_556 no
H(18) O(1) 3.25(4) 4_665 no
H(18) O(2) 3.11(4) . no
H(18) O(2) 1.91(4) 4_665 no
H(18) O(3) 3.13(4) 4_655 no
H(18) N(2) 3.35(4) 4_664 no
H(18) N(2) 3.29(4) 4_665 no
H(18) C(1) 2.85(4) 4_665 no
H(18) H(11) 3.32(6) 4_665 no
H(18) H(13) 3.39(6) 1_565 no
H(18) H(15) 3.50(7) 1_565 no
H(18) H(16) 2.78(6) 4_665 no
H(18) H(17) 2.87(7) 4_664 no
H(18) H(18) 3.07(6) 4_664 no
H(18) H(18) 3.07(6) 4_665 no
H(19) O(1) 3.36(4) 1_556 no
H(19) O(2) 3.44(5) . no
H(19) O(2) 3.50(5) 1_556 no
H(19) O(2) 3.19(5) 4_665 no
H(19) O(3) 1.74(5) 4_655 no
H(19) C(7) 2.73(5) 4_655 no
H(19) C(8) 3.43(5) . no
H(19) C(8) 3.39(5) 4_654 no
H(19) C(8) 3.20(5) 4_655 no
H(19) H(11) 3.27(7) 4_665 no
H(19) H(13) 3.31(7) 4_654 no
H(19) H(13) 3.17(7) 4_655 no
H(19) H(14) 3.31(7) . no
H(19) H(14) 3.18(7) 4_654 no
H(19) H(15) 2.92(7) . no
H(19) H(15) 3.24(7) 4_654 no
H(19) H(15) 2.96(7) 4_655 no
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
N(1) H(12) O(1) 1_556 1.02(5) 1.98(5) 2.959(4) 159(4) no
N(2) H(16) O(2) . 0.83(5) 1.98(5) 2.790(5) 164(4) no
N(2) H(17) O(1) 1_556 1.04(6) 1.77(6) 2.792(5) 165(5) no
N(2) H(18) O(2) 4_665 0.88(4) 1.91(4) 2.789(5) 174(4) no
N(2) H(19) O(3) 4_655 1.05(5) 1.74(5) 2.789(5) 177(4) no
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
C(2) N(1) C(7) O(3) -0.3(5) no
C(2) N(1) C(7) C(8) -179.4(3) no
C(7) N(1) C(2) C(1) -72.5(4) no
C(7) N(1) C(2) C(3) 161.0(3) no
O(1) C(1) C(2) N(1) 162.0(3) no
O(1) C(1) C(2) C(3) -70.9(4) no
O(2) C(1) C(2) N(1) -18.8(5) no
O(2) C(1) C(2) C(3) 108.2(4) no
N(1) C(2) C(3) C(4) -58.2(4) no
N(1) C(2) C(3) C(6) 69.3(4) no
C(1) C(2) C(3) C(4) 174.2(3) no
C(1) C(2) C(3) C(6) -58.3(4) no
C(2) C(3) C(4) C(5) -162.4(3) no
C(6) C(3) C(4) C(5) 70.5(5) no
