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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/7/06/31/7063132.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_7063132
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         'C24 H24 N2 O4'
_chemical_formula_sum            'C24 H24 N2 O4'
_chemical_formula_weight         404.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_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                 111.246(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.892(2)
_cell_length_b                   4.9926(3)
_cell_length_c                   21.517(2)
_cell_measurement_reflns_used    2738
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.4330
_cell_measurement_theta_min      4.2210
_cell_volume                     2091.8(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            11420
_diffrn_reflns_point_group_measured_fraction_full 0.901
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.035
_diffrn_reflns_theta_min         4.269
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 765 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3874
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0671
_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)+(0.0862P)²+0.5380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1677
_refine_ls_wR_factor_ref         0.1950
_reflns_Friedel_coverage         0.590
_reflns_Friedel_fraction_full    0.775
_reflns_Friedel_fraction_max     0.734
_reflns_number_gt                2974
_reflns_number_total             3874
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj00995a6.cif
_cod_data_source_block           4m5
_cod_depositor_comments
'Adding full bibliography for 7063124--7063134.cif.'
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7063132
_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, y, -z'
'x+1/2, y+1/2, z'
'-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 0.1184(2) 0.4466(9) 0.2613(2) 0.0495(9) Uani 1 1 d . . . . .
C2 C 0.1757(2) 0.3502(9) 0.2495(2) 0.0488(9) Uani 1 1 d . . . . .
H2 H 0.201086 0.209503 0.275015 0.059 Uiso 1 1 calc R U . . .
C3 C 0.1948(2) 0.4632(9) 0.2000(2) 0.0483(9) Uani 1 1 d . . . . .
C4 C 0.1542(2) 0.6610(11) 0.1589(2) 0.0556(10) Uani 1 1 d . . . . .
H4 H 0.166493 0.734313 0.125070 0.067 Uiso 1 1 calc R U . . .
C5 C 0.0955(3) 0.7491(13) 0.1684(3) 0.0643(13) Uani 1 1 d . . . . .
H5 H 0.067933 0.879305 0.140429 0.077 Uiso 1 1 calc R U . . .
C6 C 0.0780(2) 0.6428(10) 0.2195(2) 0.0553(10) Uani 1 1 d . . . . .
H6 H 0.038745 0.703315 0.225866 0.066 Uiso 1 1 calc R U . . .
CC1 C 0.1009(2) 0.3376(9) 0.3174(2) 0.0484(9) Uani 1 1 d . . . . .
OC1 O 0.1041(2) 0.0983(7) 0.3314(2) 0.0639(9) Uani 1 1 d . . . . .
NB1 N 0.0808(2) 0.5230(8) 0.3522(2) 0.0564(9) Uani 1 1 d . . . . .
HB1 H 0.088(3) 0.693(16) 0.346(3) 0.066(16) Uiso 1 1 d . . . . .
C1B1 C 0.0556(2) 0.4504(10) 0.4047(2) 0.0511(9) Uani 1 1 d . . . . .
H1B1 H 0.032953 0.275792 0.393394 0.061 Uiso 1 1 calc R U . . .
C2B1 C 0.0013(3) 0.6569(10) 0.4046(2) 0.0580(11) Uani 1 1 d . . . . .
H2BB H -0.017584 0.605629 0.437972 0.070 Uiso 1 1 calc R U . . .
H2BA H 0.023406 0.829551 0.417470 0.070 Uiso 1 1 calc R U . . .
OB1 O -0.0528(2) 0.6842(8) 0.34304(19) 0.0673(9) Uani 1 1 d . . . . .
HOB1 H -0.070042 0.537041 0.330388 0.101 Uiso 1 1 calc R U . . .
C3B1 C 0.1109(2) 0.4281(10) 0.4729(2) 0.0538(10) Uani 1 1 d . . . . .
C4B1 C 0.1043(3) 0.2469(12) 0.5189(3) 0.0641(12) Uani 1 1 d . . . . .
H4B1 H 0.065340 0.139194 0.506978 0.077 Uiso 1 1 calc R U . . .
C5B1 C 0.1537(4) 0.2211(17) 0.5819(3) 0.0843(17) Uani 1 1 d . . . . .
H5B1 H 0.147866 0.098545 0.611987 0.101 Uiso 1 1 calc R U . . .
C6B1 C 0.2116(4) 0.3777(17) 0.5999(4) 0.091(2) Uani 1 1 d . . . . .
H6B1 H 0.245719 0.358532 0.641769 0.109 Uiso 1 1 calc R U . . .
C7B1 C 0.2188(3) 0.5626(18) 0.5558(4) 0.096(2) Uani 1 1 d . . . . .
H7B1 H 0.257762 0.670146 0.568245 0.116 Uiso 1 1 calc R U . . .
C8B1 C 0.1685(3) 0.5916(13) 0.4925(3) 0.0751(15) Uani 1 1 d . . . . .
H8B1 H 0.173615 0.720425 0.463415 0.090 Uiso 1 1 calc R U . . .
CC2 C 0.2598(2) 0.3729(8) 0.1917(2) 0.0501(9) Uani 1 1 d . . . . .
OC2 O 0.2763(2) 0.1354(7) 0.1964(3) 0.0786(13) Uani 1 1 d . . . . .
NB2 N 0.29636(19) 0.5682(7) 0.1779(2) 0.0510(9) Uani 1 1 d . . . . .
HB2 H 0.286(3) 0.754(15) 0.181(3) 0.068(17) Uiso 1 1 d . . . . .
C1B2 C 0.3634(2) 0.5185(9) 0.1739(2) 0.0506(10) Uani 1 1 d . . . . .
H1B2 H 0.375406 0.330866 0.185889 0.061 Uiso 1 1 calc R U . . .
C2B2 C 0.4167(2) 0.6939(11) 0.2252(3) 0.0579(11) Uani 1 1 d . . . . .
H2BD H 0.462146 0.641351 0.227458 0.069 Uiso 1 1 calc R U . . .
H2BC H 0.409559 0.878883 0.210502 0.069 Uiso 1 1 calc R U . . .
OB2 O 0.4136(2) 0.6758(8) 0.28926(19) 0.0729(10) Uani 1 1 d . . . . .
HOB2 H 0.426007 0.526094 0.304597 0.109 Uiso 1 1 calc R U . . .
C3B2 C 0.3653(2) 0.5638(10) 0.1054(3) 0.0543(10) Uani 1 1 d . . . . .
C4B2 C 0.4069(3) 0.4078(15) 0.0831(3) 0.0784(17) Uani 1 1 d . . . . .
H4B2 H 0.431387 0.267171 0.109417 0.094 Uiso 1 1 calc R U . . .
C5B2 C 0.4130(4) 0.457(2) 0.0222(4) 0.097(2) Uani 1 1 d . . . . .
H5B2 H 0.442480 0.352891 0.008537 0.116 Uiso 1 1 calc R U . . .
C6B2 C 0.3753(4) 0.6599(18) -0.0186(3) 0.092(2) Uani 1 1 d . . . . .
H6B2 H 0.380664 0.698975 -0.058712 0.110 Uiso 1 1 calc R U . . .
C7B2 C 0.3305(4) 0.8006(18) 0.0011(4) 0.094(2) Uani 1 1 d . . . . .
H7B2 H 0.302688 0.929240 -0.027283 0.113 Uiso 1 1 calc R U . . .
C8B2 C 0.3254(3) 0.7562(14) 0.0627(3) 0.0766(16) Uani 1 1 d . . . . .
H8B2 H 0.294768 0.857113 0.075356 0.092 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
C6 C1 C2 119.0(4) . . ?
C6 C1 CC1 120.9(4) . . ?
C2 C1 CC1 120.1(4) . . ?
C3 C2 C1 120.3(4) . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 CC2 119.6(4) . . ?
C4 C3 CC2 120.5(4) . . ?
C5 C4 C3 120.0(4) . . ?
C6 C5 C4 119.9(5) . . ?
C5 C6 C1 120.7(4) . . ?
OC1 CC1 NB1 122.2(4) . . ?
OC1 CC1 C1 123.1(4) . . ?
NB1 CC1 C1 114.7(4) . . ?
CC1 NB1 C1B1 122.2(4) . . ?
NB1 C1B1 C3B1 114.2(4) . . ?
NB1 C1B1 C2B1 107.9(4) . . ?
C3B1 C1B1 C2B1 110.9(4) . . ?
OB1 C2B1 C1B1 114.2(4) . . ?
C4B1 C3B1 C8B1 117.8(5) . . ?
C4B1 C3B1 C1B1 120.3(4) . . ?
C8B1 C3B1 C1B1 121.8(5) . . ?
C5B1 C4B1 C3B1 122.0(6) . . ?
C6B1 C5B1 C4B1 119.5(7) . . ?
C7B1 C6B1 C5B1 119.7(7) . . ?
C6B1 C7B1 C8B1 120.9(7) . . ?
C3B1 C8B1 C7B1 120.0(6) . . ?
OC2 CC2 NB2 123.8(4) . . ?
OC2 CC2 C3 121.3(4) . . ?
NB2 CC2 C3 115.0(4) . . ?
CC2 NB2 C1B2 121.9(4) . . ?
NB2 C1B2 C3B2 113.6(4) . . ?
NB2 C1B2 C2B2 108.9(4) . . ?
C3B2 C1B2 C2B2 110.5(4) . . ?
OB2 C2B2 C1B2 113.1(4) . . ?
C4B2 C3B2 C8B2 117.7(5) . . ?
C4B2 C3B2 C1B2 120.0(5) . . ?
C8B2 C3B2 C1B2 122.2(4) . . ?
C3B2 C4B2 C5B2 121.1(6) . . ?
C4B2 C5B2 C6B2 120.2(6) . . ?
C7B2 C6B2 C5B2 118.7(6) . . ?
C6B2 C7B2 C8B2 121.1(7) . . ?
C3B2 C8B2 C7B2 120.8(6) . . ?
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 C6 1.390(7) . ?
C1 C2 1.394(6) . ?
C1 CC1 1.487(6) . ?
C2 C3 1.387(6) . ?
C3 C4 1.390(7) . ?
C3 CC2 1.501(5) . ?
C4 C5 1.386(6) . ?
C5 C6 1.384(7) . ?
CC1 OC1 1.228(6) . ?
CC1 NB1 1.349(6) . ?
NB1 C1B1 1.455(5) . ?
C1B1 C3B1 1.506(7) . ?
C1B1 C2B1 1.533(6) . ?
C2B1 OB1 1.402(6) . ?
C3B1 C4B1 1.385(7) . ?
C3B1 C8B1 1.388(7) . ?
C4B1 C5B1 1.382(8) . ?
C5B1 C6B1 1.372(11) . ?
C6B1 C7B1 1.371(12) . ?
C7B1 C8B1 1.393(10) . ?
CC2 OC2 1.229(6) . ?
CC2 NB2 1.337(5) . ?
NB2 C1B2 1.455(5) . ?
C1B2 C3B2 1.504(7) . ?
C1B2 C2B2 1.528(7) . ?
C2B2 OB2 1.406(6) . ?
C3B2 C4B2 1.377(7) . ?
C3B2 C8B2 1.382(8) . ?
C4B2 C5B2 1.384(9) . ?
C5B2 C6B2 1.384(12) . ?
C6B2 C7B2 1.355(10) . ?
C7B2 C8B2 1.385(9) . ?
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
NB1 HB1 OC1 0.88(8) 2.10(8) 2.974(5) 179(5) 1_565 yes
OB1 HOB1 OB2 0.82 1.98 2.772(6) 161.2 3_445 yes
NB2 HB2 OC2 0.96(7) 1.96(7) 2.911(5) 173(6) 1_565 yes
OB2 HOB2 OB1 0.82 1.88 2.696(6) 174.2 3_545 yes
