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#$Date: 2024-07-05 20:41:13 +0300 (Fri, 05 Jul 2024) $
#$Revision: 293207 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/31/7063129.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_7063129
loop_
_publ_author_name
'Bakija, Marija'
'Perić, Berislav'
'Kirin, Srećko I.'
_publ_section_title
;
 Oxazoline amino acid bioconjugates: one-pot synthesis and analysis of
 supramolecular interactions
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8702
_journal_page_last               8719
_journal_paper_doi               10.1039/D4NJ00995A
_journal_volume                  48
_journal_year                    2024
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C20 H22 N2 O4'
_chemical_formula_sum            'C20 H22 N2 O4'
_chemical_formula_weight         354.39
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-03-27 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.18300(10)
_cell_length_b                   5.51200(10)
_cell_length_c                   64.5994(13)
_cell_measurement_reflns_used    10313
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.5890
_cell_measurement_theta_min      8.0790
_cell_volume                     1845.52(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997), Mercury (C. F. Macrae et al., 2020)
;
_computing_publication_material
;
'SHELXL-2018/3 (Sheldrick, 2018), CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       81
_diffrn_reflns_limit_l_min       -81
_diffrn_reflns_number            14023
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.716
_diffrn_reflns_theta_min         8.069
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       plate
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details
;
 Flack x determined using 1383 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3887
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.161
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0867
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1757P)²+1.2541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2856
_refine_ls_wR_factor_ref         0.2865
_reflns_Friedel_coverage         0.630
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.958
_reflns_number_gt                3813
_reflns_number_total             3887
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj00995a6.cif
_cod_data_source_block           1n5
_cod_depositor_comments
'Adding full bibliography for 7063124--7063134.cif.'
_cod_database_code               7063129
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3632(9) 0.2870(9) 0.11430(7) 0.0389(10) Uani 1 1 d . . . . .
H1 H 0.257309 0.153523 0.111981 0.047 Uiso 1 1 calc R U . . .
C2 C 0.5623(9) 0.3372(9) 0.10064(7) 0.0398(10) Uani 1 1 d . . . . .
C3 C 0.7176(9) 0.5432(10) 0.10396(7) 0.0430(11) Uani 1 1 d . . . . .
H3 H 0.853473 0.575347 0.094959 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6721(10) 0.6967(9) 0.12017(8) 0.0435(11) Uani 1 1 d . . . . .
H4 H 0.772126 0.835599 0.121711 0.052 Uiso 1 1 calc R U . . .
C4A C 0.4731(9) 0.6459(8) 0.13472(7) 0.0370(9) Uani 1 1 d . . . . .
C5 C 0.4316(11) 0.7952(9) 0.15233(7) 0.0454(11) Uani 1 1 d . . . . .
H5 H 0.529053 0.935264 0.154147 0.055 Uiso 1 1 calc R U . . .
C6 C 0.2483(11) 0.7332(9) 0.16660(8) 0.0451(11) Uani 1 1 d . . . . .
H6 H 0.220985 0.831880 0.178067 0.054 Uiso 1 1 calc R U . . .
C7 C 0.1005(9) 0.5204(9) 0.16403(7) 0.0385(9) Uani 1 1 d . . . . .
C8 C 0.1290(9) 0.3783(8) 0.14684(7) 0.0376(9) Uani 1 1 d . . . . .
H8 H 0.023815 0.243232 0.145010 0.045 Uiso 1 1 calc R U . . .
C8A C 0.3196(9) 0.4365(8) 0.13168(7) 0.0357(9) Uani 1 1 d . . . . .
O1O O -0.2359(8) 0.2578(8) 0.17671(5) 0.0538(10) Uani 1 1 d . . . . .
C2O C -0.0745(9) 0.4452(8) 0.18096(7) 0.0372(9) Uani 1 1 d . . . . .
N3O N -0.0714(9) 0.5278(9) 0.19912(6) 0.0466(10) Uani 1 1 d . . . . .
C4O C -0.2505(9) 0.3780(10) 0.21175(7) 0.0446(12) Uani 1 1 d . . . . .
C5O C -0.3883(11) 0.2213(11) 0.19537(8) 0.0515(13) Uani 1 1 d . . . . .
H5OA H -0.389230 0.051737 0.199400 0.062 Uiso 1 1 calc R U . . .
H5OB H -0.564749 0.274962 0.193355 0.062 Uiso 1 1 calc R U . . .
C6O C -0.4330(14) 0.5402(14) 0.22357(11) 0.0690(18) Uani 1 1 d . . . . .
H6OB H -0.543433 0.623939 0.214018 0.104 Uiso 1 1 calc R U . . .
H6OC H -0.335656 0.656264 0.231437 0.104 Uiso 1 1 calc R U . . .
H6OA H -0.535887 0.443678 0.232779 0.104 Uiso 1 1 calc R U . . .
C7O C -0.0930(15) 0.2213(15) 0.22627(10) 0.0727(19) Uani 1 1 d . . . . .
H7OA H -0.206606 0.121581 0.234359 0.109 Uiso 1 1 calc R U . . .
H7OB H 0.006625 0.322990 0.235302 0.109 Uiso 1 1 calc R U . . .
H7OC H 0.020734 0.119875 0.218353 0.109 Uiso 1 1 calc R U . . .
CC C 0.6290(9) 0.1697(10) 0.08318(7) 0.0425(10) Uani 1 1 d . . . . .
OC O 0.8530(8) 0.1387(10) 0.07818(7) 0.0630(12) Uani 1 1 d . . . . .
NA N 0.4319(9) 0.0508(9) 0.07420(6) 0.0447(10) Uani 1 1 d . . . . .
HA H 0.263(12) 0.095(10) 0.0759(9) 0.037(14) Uiso 1 1 d . . . . .
C1A C 0.4803(9) -0.1224(10) 0.05774(7) 0.0439(11) Uani 1 1 d . . . . .
H1A H 0.630403 -0.220274 0.061659 0.053 Uiso 1 1 calc R U . . .
C2A C 0.5428(15) 0.0065(12) 0.03781(9) 0.0604(15) Uani 1 1 d . . . . .
C3A C 0.2529(12) -0.2907(13) 0.05514(10) 0.0631(15) Uani 1 1 d . . . . .
H3AB H 0.106359 -0.199939 0.050375 0.095 Uiso 1 1 calc R U . . .
H3AC H 0.212892 -0.365005 0.068193 0.095 Uiso 1 1 calc R U . . .
H3AA H 0.294715 -0.414075 0.045209 0.095 Uiso 1 1 calc R U . . .
O1A O 0.458(2) 0.1949(12) 0.03276(9) 0.137(4) Uani 1 1 d . . . . .
O2A O 0.6949(13) -0.1247(12) 0.02594(8) 0.092(2) Uani 1 1 d . . . . .
CMA C 0.772(3) -0.012(3) 0.00664(16) 0.152(6) Uani 1 1 d . . . . .
HMAC H 0.629191 -0.014515 -0.002851 0.228 Uiso 1 1 calc R U . . .
HMAA H 0.913959 -0.100274 0.000803 0.228 Uiso 1 1 calc R U . . .
HMAB H 0.822709 0.152472 0.009184 0.228 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2 C1 C8A 120.6(4) . . ?
C1 C2 C3 119.3(4) . . ?
C1 C2 CC 121.9(5) . . ?
C3 C2 CC 118.7(4) . . ?
C4 C3 C2 121.1(4) . . ?
C3 C4 C4A 120.6(5) . . ?
C8A C4A C5 119.9(4) . . ?
C8A C4A C4 118.4(4) . . ?
C5 C4A C4 121.6(4) . . ?
C6 C5 C4A 120.0(5) . . ?
C5 C6 C7 120.4(4) . . ?
C8 C7 C6 120.9(4) . . ?
C8 C7 C2O 120.4(4) . . ?
C6 C7 C2O 118.6(4) . . ?
C7 C8 C8A 120.2(4) . . ?
C1 C8A C4A 119.8(4) . . ?
C1 C8A C8 121.7(4) . . ?
C4A C8A C8 118.5(4) . . ?
C2O O1O C5O 105.8(4) . . ?
N3O C2O O1O 118.1(4) . . ?
N3O C2O C7 125.4(4) . . ?
O1O C2O C7 116.2(4) . . ?
C2O N3O C4O 107.6(4) . . ?
N3O C4O C6O 109.9(5) . . ?
N3O C4O C7O 108.7(4) . . ?
C6O C4O C7O 111.3(6) . . ?
N3O C4O C5O 102.9(4) . . ?
C6O C4O C5O 112.9(5) . . ?
C7O C4O C5O 110.8(5) . . ?
O1O C5O C4O 103.9(4) . . ?
OC CC NA 122.8(5) . . ?
OC CC C2 120.4(5) . . ?
NA CC C2 116.7(4) . . ?
CC NA C1A 120.3(4) . . ?
NA C1A C2A 110.7(5) . . ?
NA C1A C3A 110.5(4) . . ?
C2A C1A C3A 111.3(5) . . ?
O1A C2A O2A 123.2(6) . . ?
O1A C2A C1A 125.1(6) . . ?
O2A C2A C1A 111.6(5) . . ?
C2A O2A CMA 115.5(8) . . ?
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 C2 1.386(6) . ?
C1 C8A 1.411(6) . ?
C2 C3 1.408(7) . ?
C2 CC 1.498(6) . ?
C3 C4 1.367(7) . ?
C4 C4A 1.423(7) . ?
C4A C8A 1.416(6) . ?
C4A C5 1.420(6) . ?
C5 C6 1.367(7) . ?
C6 C7 1.411(7) . ?
C7 C8 1.367(6) . ?
C7 C2O 1.480(6) . ?
C8 C8A 1.427(6) . ?
O1O C2O 1.357(6) . ?
O1O C5O 1.455(6) . ?
C2O N3O 1.258(6) . ?
N3O C4O 1.486(6) . ?
C4O C6O 1.509(8) . ?
C4O C7O 1.514(8) . ?
C4O C5O 1.541(7) . ?
CC OC 1.218(6) . ?
CC NA 1.345(7) . ?
NA C1A 1.451(6) . ?
C1A C2A 1.505(7) . ?
C1A C3A 1.509(9) . ?
C2A O1A 1.173(9) . ?
C2A O2A 1.316(8) . ?
O2A CMA 1.448(11) . ?
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
_geom_hbond_publ_flag
NA HA OC 0.91(6) 2.14(6) 3.050(6) 171(5) 1_455 yes
