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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/7/06/31/7063131.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_7063131
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 O6'
_chemical_formula_sum            'C20 H22 N2 O6'
_chemical_formula_weight         386.39
_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                 95.141(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.5044(4)
_cell_length_b                   8.0195(6)
_cell_length_c                   18.7137(12)
_cell_measurement_reflns_used    1276
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.5320
_cell_measurement_theta_min      4.7170
_cell_volume                     972.22(11)
_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 0.973
_diffrn_measured_fraction_theta_max 0.949
_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  0.0258
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1845
_diffrn_reflns_point_group_measured_fraction_full 0.745
_diffrn_reflns_point_group_measured_fraction_max 0.722
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.188
_diffrn_reflns_theta_min         4.745
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.819
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46143
_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    1.320
_exptl_crystal_description       plate
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 356 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         1343
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.179
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0416
_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)+(0.0800P)²+0.3541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1413
_reflns_Friedel_coverage         0.418
_reflns_Friedel_fraction_full    0.481
_reflns_Friedel_fraction_max     0.459
_reflns_number_gt                1261
_reflns_number_total             1343
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj00995a6.cif
_cod_data_source_block           2n5
_cod_depositor_comments
'Adding full bibliography for 7063124--7063134.cif.'
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7063131
_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 0.4222(5) 0.4015(5) 0.43759(17) 0.0475(9) Uani 1 1 d . . . . .
H1 H 0.426190 0.285596 0.436753 0.057 Uiso 1 1 calc R U . . .
C2 C 0.3400(5) 0.4862(5) 0.37748(18) 0.0469(9) Uani 1 1 d . . . . .
C3 C 0.3375(5) 0.6619(5) 0.37882(18) 0.0498(9) Uani 1 1 d . . . . .
H3 H 0.281268 0.719924 0.338702 0.060 Uiso 1 1 calc R U . . .
C4 C 0.4155(5) 0.7479(5) 0.43751(18) 0.0498(9) Uani 1 1 d . . . . .
H4 H 0.413305 0.863816 0.436653 0.060 Uiso 1 1 calc R U . . .
C4A C 0.500000 0.6646(7) 0.500000 0.0452(11) Uani 1 2 d S T P . .
C8A C 0.500000 0.4860(6) 0.500000 0.0440(11) Uani 1 2 d S T P . .
CC C 0.2630(5) 0.3877(5) 0.31292(18) 0.0481(8) Uani 1 1 d . . . . .
OC O 0.3440(5) 0.2571(4) 0.29709(15) 0.0690(9) Uani 1 1 d . . . . .
NA N 0.0981(5) 0.4503(4) 0.27289(15) 0.0505(8) Uani 1 1 d . . . . .
HA H 0.044(6) 0.535(5) 0.2857(18) 0.034(9) Uiso 1 1 d . . . . .
C1A C 0.0185(5) 0.3675(4) 0.20763(16) 0.0465(8) Uani 1 1 d . . . . .
H1A H 0.018951 0.246855 0.216068 0.056 Uiso 1 1 calc R U . . .
C2A C 0.1556(6) 0.4053(5) 0.1483(2) 0.0563(9) Uani 1 1 d . . . . .
C3A C -0.2022(6) 0.4234(6) 0.1859(2) 0.0626(11) Uani 1 1 d . . . . .
H3AB H -0.203364 0.540347 0.175016 0.094 Uiso 1 1 calc R U . . .
H3AC H -0.286019 0.402890 0.224683 0.094 Uiso 1 1 calc R U . . .
H3AA H -0.256254 0.362023 0.144340 0.094 Uiso 1 1 calc R U . . .
O1A O 0.2715(9) 0.5171(6) 0.1472(3) 0.126(2) Uani 1 1 d . . . . .
O2A O 0.1351(6) 0.2920(5) 0.09741(16) 0.0792(10) Uani 1 1 d . . . . .
CMA C 0.2709(11) 0.3083(11) 0.0405(3) 0.106(2) Uani 1 1 d . . . . .
HMAA H 0.219809 0.241017 0.000341 0.159 Uiso 1 1 calc R U . . .
HMAB H 0.407108 0.271744 0.057558 0.159 Uiso 1 1 calc R U . . .
HMAC H 0.275858 0.422870 0.025920 0.159 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 121.6(4) . . ?
C1 C2 C3 118.8(3) . . ?
C1 C2 CC 118.5(3) . . ?
C3 C2 CC 122.7(3) . . ?
C4 C3 C2 121.2(3) . . ?
C3 C4 C4A 121.2(4) . . ?
C4 C4A C4 123.6(5) . 2_656 ?
C4 C4A C8A 118.2(2) . . ?
C4 C4A C8A 118.2(2) 2_656 . ?
C1 C8A C1 122.3(5) 2_656 . ?
C1 C8A C4A 118.8(2) 2_656 . ?
C1 C8A C4A 118.8(2) . . ?
OC CC NA 121.6(3) . . ?
OC CC C2 122.0(3) . . ?
NA CC C2 116.4(3) . . ?
CC NA C1A 120.3(3) . . ?
NA C1A C2A 109.7(3) . . ?
NA C1A C3A 110.3(3) . . ?
C2A C1A C3A 110.3(3) . . ?
O1A C2A O2A 122.6(4) . . ?
O1A C2A C1A 126.0(4) . . ?
O2A C2A C1A 111.4(3) . . ?
C2A O2A CMA 116.2(4) . . ?
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 1.380(5) . ?
C1 C8A 1.405(4) . ?
C2 C3 1.409(5) . ?
C2 CC 1.492(5) . ?
C3 C4 1.356(5) . ?
C4 C4A 1.415(4) . ?
C4A C8A 1.432(7) . ?
CC OC 1.221(5) . ?
CC NA 1.349(4) . ?
NA C1A 1.445(4) . ?
C1A C2A 1.516(5) . ?
C1A C3A 1.524(5) . ?
C2A O1A 1.173(6) . ?
C2A O2A 1.314(5) . ?
O2A CMA 1.449(6) . ?
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 0.81(4) 2.23(4) 3.020(4) 166(3) 3_455 yes
