#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:33:55 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/96/7059642.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7059642
loop_
_publ_author_name
'Liu, Song'
'Wu, Renbo'
'Sun, Yuli'
'Ploessl, Karl'
'Zhang, Yan'
'Liu, Yajing'
'Wu, Zehui'
'Zhu, Lin'
'Kung, Hank F.'
_publ_section_title
;
 Design, synthesis and evaluation of a novel glutamine derivative
 (2S,4R)-2-amino-4-cyano-4-[18F]fluorobutanoic acid
;
_journal_issue                   21
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              9109
_journal_page_last               9117
_journal_paper_doi               10.1039/D0NJ00410C
_journal_volume                  44
_journal_year                    2020
_chemical_absolute_configuration syn
_chemical_formula_sum            'C21 H30 N2 O7 S'
_chemical_formula_weight         454.53
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-97
_audit_update_record
;
2020-01-29 deposited with the CCDC.	2020-05-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.9695(2)
_cell_length_b                   10.9627(3)
_cell_length_c                   36.0572(11)
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.39
_cell_measurement_theta_min      2.17
_cell_volume                     2359.65(12)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            33855
_diffrn_reflns_theta_full        25.42
_diffrn_reflns_theta_max         25.42
_diffrn_reflns_theta_min         1.13
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.07(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         4341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.185
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0391
_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)+(0.0314P)²+1.2540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0890
_reflns_number_gt                4016
_reflns_number_total             4341
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0nj00410c2.cif
_cod_data_source_block           99240
_cod_depositor_comments
;Adding full bibliography for 7059641--7059642.cif.

 Adding full bibliography for 7059641--7059642.cif.
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               7059642
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4172(4) 0.2571(2) 0.37396(6) 0.0176(5) Uani 1 1 d . . .
C2 C 0.3140(4) 0.3805(2) 0.37229(6) 0.0142(5) Uani 1 1 d . . .
H2 H 0.3903 0.4354 0.3896 0.019 Uiso 1 1 calc R . .
C3 C 0.3161(4) 0.4349(2) 0.33351(7) 0.0140(5) Uani 1 1 d . . .
H3a H 0.2062 0.5000 0.3323 0.019 Uiso 1 1 calc R . .
H3b H 0.2723 0.3726 0.3158 0.019 Uiso 1 1 calc R . .
C4 C 0.5462(4) 0.4859(2) 0.32238(6) 0.0142(5) Uani 1 1 d . . .
H4 H 0.5311 0.5179 0.2971 0.019 Uiso 1 1 calc R . .
C5 C 0.6241(4) 0.5909(2) 0.34658(6) 0.0143(5) Uani 1 1 d . . .
C6 C 0.7432(4) 0.3203(2) 0.29170(7) 0.0155(5) Uani 1 1 d . . .
C7 C 0.9762(4) 0.1491(2) 0.27034(6) 0.0192(5) Uani 1 1 d . . .
C8 C 0.7779(5) 0.0657(3) 0.26521(9) 0.0307(7) Uani 1 1 d . . .
H8a H 0.7248 0.0392 0.2890 0.046 Uiso 1 1 calc R . .
H8b H 0.8220 -0.0039 0.2508 0.046 Uiso 1 1 calc R . .
H8c H 0.6606 0.1087 0.2525 0.046 Uiso 1 1 calc R . .
C9 C 1.1640(5) 0.0829(3) 0.28987(8) 0.0305(7) Uani 1 1 d . . .
H9a H 1.2885 0.1373 0.2931 0.046 Uiso 1 1 calc R . .
H9b H 1.2100 0.0142 0.2752 0.046 Uiso 1 1 calc R . .
H9c H 1.1129 0.0551 0.3137 0.046 Uiso 1 1 calc R . .
C10 C 1.0550(6) 0.2051(3) 0.23445(8) 0.0388(8) Uani 1 1 d . . .
H10a H 0.9355 0.2517 0.2236 0.058 Uiso 1 1 calc R . .
H10b H 1.0994 0.1417 0.2176 0.058 Uiso 1 1 calc R . .
H10c H 1.1803 0.2577 0.2392 0.058 Uiso 1 1 calc R . .
C11 C 0.4827(5) 0.7820(2) 0.37319(7) 0.0247(6) Uani 1 1 d . . .
C12 C 0.5746(5) 0.7606(3) 0.41155(8) 0.0385(8) Uani 1 1 d . . .
H12a H 0.4866 0.6995 0.4238 0.058 Uiso 1 1 calc R . .
H12b H 0.5686 0.8352 0.4255 0.058 Uiso 1 1 calc R . .
H12c H 0.7271 0.7335 0.4098 0.058 Uiso 1 1 calc R . .
C13 C 0.6264(5) 0.8622(2) 0.34895(9) 0.0371(8) Uani 1 1 d . . .
H13a H 0.7751 0.8292 0.3477 0.056 Uiso 1 1 calc R . .
H13b H 0.6320 0.9429 0.3593 0.056 Uiso 1 1 calc R . .
H13c H 0.5635 0.8657 0.3245 0.056 Uiso 1 1 calc R . .
C14 C 0.2440(5) 0.8298(3) 0.37509(9) 0.0346(7) Uani 1 1 d . . .
H14a H 0.1834 0.8352 0.3505 0.052 Uiso 1 1 calc R . .
H14b H 0.2437 0.9092 0.3863 0.052 Uiso 1 1 calc R . .
H14c H 0.1542 0.7752 0.3896 0.052 Uiso 1 1 calc R . .
C15 C 0.0723(4) 0.2417(2) 0.44504(7) 0.0186(5) Uani 1 1 d . . .
C16 C 0.2767(4) 0.2259(2) 0.46291(7) 0.0200(5) Uani 1 1 d . . .
H16 H 0.3787 0.2897 0.4648 0.027 Uiso 1 1 calc R . .
C17 C 0.3242(4) 0.1121(3) 0.47786(7) 0.0236(6) Uani 1 1 d . . .
H17 H 0.4613 0.1001 0.4895 0.031 Uiso 1 1 calc R . .
C18 C 0.1747(5) 0.0164(2) 0.47600(7) 0.0251(6) Uani 1 1 d . . .
C19 C -0.0281(5) 0.0360(3) 0.45750(8) 0.0303(7) Uani 1 1 d . . .
H19 H -0.1308 -0.0275 0.4557 0.040 Uiso 1 1 calc R . .
C20 C -0.0796(4) 0.1472(2) 0.44183(7) 0.0247(6) Uani 1 1 d . . .
H20 H -0.2143 0.1584 0.4293 0.033 Uiso 1 1 calc R . .
C21 C 0.2234(5) -0.1048(3) 0.49386(8) 0.0381(7) Uani 1 1 d . . .
H21a H 0.3819 -0.1130 0.4976 0.057 Uiso 1 1 calc R . .
H21b H 0.1715 -0.1693 0.4780 0.057 Uiso 1 1 calc R . .
H21c H 0.1480 -0.1095 0.5173 0.057 Uiso 1 1 calc R . .
N1 N 0.4913(4) 0.16157(19) 0.37542(6) 0.0281(5) Uani 1 1 d . . .
N2 N 0.7206(3) 0.39461(18) 0.32135(5) 0.0161(4) Uani 1 1 d . . .
H2a H 0.8110 0.3875 0.3398 0.021 Uiso 1 1 calc R . .
O1 O 0.6224(3) 0.32233(15) 0.26491(5) 0.0208(4) Uani 1 1 d . . .
O2 O 0.9207(3) 0.24629(15) 0.29720(5) 0.0188(4) Uani 1 1 d . . .
O3 O 0.8144(3) 0.60465(15) 0.35662(5) 0.0190(4) Uani 1 1 d . . .
O4 O 0.4510(3) 0.66398(15) 0.35400(5) 0.0184(4) Uani 1 1 d . . .
O5 O 0.0782(2) 0.36782(15) 0.38274(4) 0.0165(4) Uani 1 1 d . . .
O6 O 0.1446(3) 0.47560(16) 0.44149(5) 0.0231(4) Uani 1 1 d . . .
O7 O -0.2297(3) 0.39761(16) 0.42310(5) 0.0235(4) Uani 1 1 d . . .
S1 S 0.00798(10) 0.38350(5) 0.425200(15) 0.01749(14) Uani 1 1 d . . .
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'
S S 0.1246 0.1234 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 178.4(3) . . ?
O5 C2 C1 107.57(19) . . ?
O5 C2 C3 106.37(17) . . ?
C1 C2 C3 113.01(19) . . ?
C2 C3 C4 112.97(19) . . ?
N2 C4 C5 108.63(18) . . ?
N2 C4 C3 113.52(18) . . ?
C5 C4 C3 113.57(19) . . ?
O3 C5 O4 126.6(2) . . ?
O3 C5 C4 123.9(2) . . ?
O4 C5 C4 109.49(19) . . ?
O1 C6 O2 126.8(2) . . ?
O1 C6 N2 124.3(2) . . ?
O2 C6 N2 108.9(2) . . ?
O2 C7 C8 110.0(2) . . ?
O2 C7 C10 109.78(19) . . ?
C8 C7 C10 112.8(2) . . ?
O2 C7 C9 101.96(19) . . ?
C8 C7 C9 110.4(2) . . ?
C10 C7 C9 111.4(2) . . ?
O4 C11 C12 109.9(2) . . ?
O4 C11 C13 108.2(2) . . ?
C12 C11 C13 114.6(3) . . ?
O4 C11 C14 101.7(2) . . ?
C12 C11 C14 110.7(2) . . ?
C13 C11 C14 111.0(2) . . ?
C20 C15 C16 121.4(2) . . ?
C20 C15 S1 119.13(19) . . ?
C16 C15 S1 119.46(19) . . ?
C17 C16 C15 118.1(2) . . ?
C18 C17 C16 122.2(2) . . ?
C17 C18 C19 117.8(2) . . ?
C17 C18 C21 121.7(3) . . ?
C19 C18 C21 120.5(3) . . ?
C20 C19 C18 121.7(3) . . ?
C19 C20 C15 118.8(2) . . ?
C6 N2 C4 120.7(2) . . ?
C6 O2 C7 120.88(18) . . ?
C5 O4 C11 121.34(18) . . ?
C2 O5 S1 119.29(14) . . ?
O6 S1 O7 120.90(11) . . ?
O6 S1 O5 108.74(10) . . ?
O7 S1 O5 102.80(10) . . ?
O6 S1 C15 109.54(11) . . ?
O7 S1 C15 109.57(11) . . ?
O5 S1 C15 103.78(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.138(3) . ?
C1 C2 1.487(3) . ?
C2 O5 1.464(3) . ?
C2 C3 1.521(3) . ?
C3 C4 1.536(3) . ?
C4 N2 1.445(3) . ?
C4 C5 1.517(3) . ?
C5 O3 1.202(3) . ?
C5 O4 1.334(3) . ?
C6 O1 1.206(3) . ?
C6 O2 1.349(3) . ?
C6 N2 1.351(3) . ?
C7 O2 1.478(3) . ?
C7 C8 1.507(4) . ?
C7 C10 1.508(4) . ?
C7 C9 1.510(4) . ?
C11 O4 1.479(3) . ?
C11 C12 1.506(4) . ?
C11 C13 1.508(4) . ?
C11 C14 1.520(4) . ?
C15 C20 1.382(3) . ?
C15 C16 1.391(3) . ?
C15 S1 1.754(3) . ?
C16 C17 1.388(4) . ?
C17 C18 1.380(4) . ?
C18 C19 1.399(4) . ?
C18 C21 1.505(4) . ?
C19 C20 1.378(4) . ?
O5 S1 1.5965(16) . ?
O6 S1 1.4248(18) . ?
O7 S1 1.4291(17) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2a O5 0.86 2.23 3.089(2) 173.2 1_655
