#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:34:05 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301843 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/81/4518105.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_4518105
loop_
_publ_author_name
'Dalabehera, Nihar Ranjan'
'Meher, Sagarika'
'Bhusana Palai, Bibhuti'
'Sharma, Nagendra K.'
_publ_section_title
;
 Instability of Amide Bond with Trifluoroacetic Acid (20%): Synthesis,
 Conformational Analysis, and Mechanistic Insights into Cleavable Amide
 Bond Comprising β-Troponylhydrazino Acid.
;
_journal_issue                   40
_journal_name_full               'ACS omega'
_journal_page_first              26141
_journal_page_last               26152
_journal_paper_doi               10.1021/acsomega.0c03729
_journal_volume                  5
_journal_year                    2020
_chemical_formula_moiety         'C10 H10 N2 O2'
_chemical_formula_sum            'C10 H10 N2 O2'
_chemical_formula_weight         190.20
_chemical_name_systematic        NRD_50
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-26
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.02.24 svn.r3390 for Rigaku Oxford Diffraction, GUI svn.r5318)
;
_cell_angle_alpha                90
_cell_angle_beta                 105.389(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7164(4)
_cell_length_b                   12.3920(4)
_cell_length_c                   7.6809(3)
_cell_measurement_reflns_used    4519
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.7080
_cell_measurement_theta_min      4.6930
_cell_volume                     891.67(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9725
_diffrn_measured_fraction_theta_max 0.9725
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -104.00 -35.00   0.50    1.00    --  -38.50 -39.00-161.00  138
  2  ω    -42.00  28.00   0.50    1.00    --  -38.50  39.00  -7.00  140
  3  ω    -17.00  53.00   0.50    1.00    --   49.06 -39.00-161.00  140
  4  ω     46.00 115.00   0.50    1.00    --   49.06  39.00  -7.00  138
  5  ω    103.00 172.00   0.50    5.37    --  106.38  39.00  -7.00  138
  6  ω     41.00 110.00   0.50    5.37    --  106.38 -39.00-161.00  138
  7  ω    -50.00  24.00   0.50    1.00    --  -38.50  57.00 120.00  148
  8  ω    -17.00  52.00   0.50    1.00    --   49.06 -37.00  60.00  138
  9  ω    102.00 171.00   0.50    5.37    --  106.38  45.00-120.00  138
 10  ω     94.00 171.00   0.50    5.37    --  106.38 125.00-120.00  154
 11  ω    102.00 171.00   0.50    5.37    --  106.38  45.00  30.00  138
 12  ω    102.00 171.00   0.50    5.37    --  106.38  45.00 -90.00  138
 13  ω     42.00 111.00   0.50    5.37    --  106.38 -45.00 -90.00  138
 14  ω     38.00 109.00   0.50    5.37    --  106.38 -94.00-180.00  142
 15  ω     42.00 111.00   0.50    5.37    --  106.38 -45.00  30.00  138
 16  ω     44.00 120.00   0.50    5.37    --  106.38 -61.00 -60.00  152
 17  ω     42.00 111.00   0.50    5.37    --  106.38 -45.00   0.00  138
 18  ω     26.00 114.00   0.50    1.00    --   49.06  77.00 120.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, Pilatus 200K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1433790000
_diffrn_orient_matrix_UB_12      0.0075850000
_diffrn_orient_matrix_UB_13      0.0494680000
_diffrn_orient_matrix_UB_21      -0.0738753000
_diffrn_orient_matrix_UB_22      -0.0617977000
_diffrn_orient_matrix_UB_23      -0.1736279000
_diffrn_orient_matrix_UB_31      0.0324532000
_diffrn_orient_matrix_UB_32      -0.1075706000
_diffrn_orient_matrix_UB_33      0.1032780000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1030
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6532
_diffrn_reflns_theta_full        76.9379
_diffrn_reflns_theta_max         76.94
_diffrn_reflns_theta_min         4.72
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.834
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic light brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.4167
_exptl_crystal_description       needle
_exptl_crystal_F_000             401.3667
_exptl_crystal_size_max          0.001
_exptl_crystal_size_mid          0.0001
_exptl_crystal_size_min          0.0001
_refine_diff_density_max         0.3699
_refine_diff_density_min         -0.3353
_refine_diff_density_rms         0.1074
_refine_ls_d_res_high            0.7914
_refine_ls_d_res_low             9.3680
_refine_ls_goodness_of_fit_ref   1.0341
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0341
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0805
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1933P)²+0.1420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2538
_refine_ls_wR_factor_ref         0.2620
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                1563
_reflns_number_total             1838
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            ao0c03729_si_005.cif
_cod_data_source_block           NKS_NRD_50
_cod_depositor_comments
'Adding full bibliography for 4518104--4518107.cif.'
_cod_database_code               4518105
_chemical_oxdiff_formula         'C40 H44 N8 O8 '
_diffrn_oxdiff_ac3_digest_frames
;
010f2a114b57894baacfeb4c8401ccec93000302c45
;
_diffrn_oxdiff_ac3_digest_hkl
;
01a32e233132e66de7aa9bb378eba7df618ee8
;
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C009(H00a,H00b), C00A(H00c,H00d)
2.b Aromatic/amide H refined with riding coordinates:
 N004(H004), C007(H007), C00B(H00e), C00C(H00f), C00D(H00g), C00E(H00h)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.785
_oxdiff_exptl_absorpt_empirical_full_min 0.151
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,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_refinement_flags_posn
N001 N 0.4336(2) 0.31610(12) 0.6835(2) 0.0523(5) Uani 1.000000 .
O002 O 0.3121(2) 0.12513(14) 0.5415(3) 0.0754(6) Uani 1.000000 .
O003 O 0.7002(2) 0.17424(15) 0.9774(3) 0.0822(7) Uani 1.000000 .
N004 N 0.4986(2) 0.22295(13) 0.7660(3) 0.0597(6) Uani 1.000000 .
C005 C 0.3071(2) 0.31680(16) 0.5590(3) 0.0476(6) Uani 1.000000 .
C006 C 0.2428(3) 0.21238(18) 0.4894(3) 0.0534(6) Uani 1.000000 .
C007 C 0.2486(2) 0.41884(18) 0.5026(3) 0.0567(6) Uani 1.000000 .
C008 C 0.6227(2) 0.24310(19) 0.8877(3) 0.0576(6) Uani 1.000000 .
C009 C 0.5168(2) 0.41121(17) 0.7664(3) 0.0564(6) Uani 1.000000 .
C00A C 0.6486(3) 0.36316(19) 0.8953(3) 0.0639(7) Uani 1.000000 .
C00B C 0.1075(3) 0.2024(2) 0.3659(3) 0.0639(7) Uani 1.000000 .
C00C C 0.1215(3) 0.4488(2) 0.3842(3) 0.0666(7) Uani 1.000000 .
C00D C 0.0068(3) 0.2753(2) 0.2769(3) 0.0723(8) Uani 1.000000 .
C00E C 0.0118(3) 0.3867(2) 0.2814(4) 0.0768(8) Uani 1.000000 .
H004 H 0.4632(2) 0.15937(13) 0.7417(3) 0.0716(7) Uiso 1.000000 R
H007 H 0.3062(2) 0.47647(18) 0.5548(3) 0.0680(7) Uiso 1.000000 R
H00a H 0.5425(2) 0.45552(17) 0.6757(3) 0.0676(7) Uiso 1.000000 R
H00b H 0.4635(2) 0.45473(17) 0.8308(3) 0.0676(7) Uiso 1.000000 R
H00c H 0.6601(3) 0.39025(19) 1.0168(3) 0.0767(8) Uiso 1.000000 R
H00d H 0.7335(3) 0.38053(19) 0.8572(3) 0.0767(8) Uiso 1.000000 R
H00e H 0.0805(3) 0.1310(2) 0.3387(3) 0.0767(8) Uiso 1.000000 R
H00f H 0.1073(3) 0.5229(2) 0.3713(3) 0.0799(8) Uiso 1.000000 R
H00g H -0.0763(3) 0.2456(2) 0.2035(3) 0.0867(9) Uiso 1.000000 R
H00h H -0.0659(3) 0.4233(2) 0.2084(4) 0.0922(10) Uiso 1.000000 R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C005 N001 N004 123.47(16) . . ?
C009 N001 N004 109.68(17) . . ?
C009 N001 C005 126.59(16) . . ?
C008 N004 N001 112.39(18) . . ?
H004 N004 N001 123.81(11) . . ?
H004 N004 C008 123.81(12) . . ?
C006 C005 N001 118.20(18) . . ?
C007 C005 N001 116.36(17) . . ?
C007 C005 C006 125.4(2) . . ?
C005 C006 O002 119.4(2) . . ?
C00B C006 O002 117.1(2) . . ?
C00B C006 C005 123.5(2) . . ?
C00C C007 C005 131.6(2) . . ?
H007 C007 C005 114.19(12) . . ?
H007 C007 C00C 114.19(15) . . ?
N004 C008 O003 124.7(2) . . ?
C00A C008 O003 126.5(2) . . ?
C00A C008 N004 108.75(18) . . ?
C00A C009 N001 103.85(16) . . ?
H00a C009 N001 110.99(12) . . ?
H00a C009 C00A 110.99(13) . . ?
H00b C009 N001 110.99(12) . . ?
H00b C009 C00A 110.99(13) . . ?
H00b C009 H00a 109.0 . . ?
C009 C00A C008 104.99(17) . . ?
H00c C00A C008 110.75(13) . . ?
H00c C00A C009 110.75(13) . . ?
H00d C00A C008 110.75(14) . . ?
H00d C00A C009 110.75(13) . . ?
H00d C00A H00c 108.8 . . ?
C00D C00B C006 133.8(2) . . ?
H00e C00B C006 113.11(14) . . ?
H00e C00B C00D 113.11(15) . . ?
C00E C00C C007 130.5(3) . . ?
H00f C00C C007 114.75(15) . . ?
H00f C00C C00E 114.75(16) . . ?
C00E C00D C00B 129.0(2) . . ?
H00g C00D C00B 115.49(15) . . ?
H00g C00D C00E 115.49(14) . . ?
C00D C00E C00C 126.0(2) . . ?
H00h C00E C00C 117.01(16) . . ?
H00h C00E C00D 117.01(14) . . ?
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
N001 N004 1.386(2) . ?
N001 C005 1.342(3) . ?
N001 C009 1.475(2) . ?
O002 C006 1.281(3) . ?
O003 C008 1.223(3) . ?
N004 C008 1.338(3) . ?
N004 H004 0.8600 . ?
C005 C006 1.474(3) . ?
C005 C007 1.407(3) . ?
C006 C00B 1.408(3) . ?
C007 C00C 1.376(3) . ?
C007 H007 0.9300 . ?
C008 C00A 1.508(3) . ?
C009 C00A 1.517(3) . ?
C009 H00a 0.9700 . ?
C009 H00b 0.9700 . ?
C00A H00c 0.9700 . ?
C00A H00d 0.9700 . ?
C00B C00D 1.374(4) . ?
C00B H00e 0.9300 . ?
C00C C00E 1.380(4) . ?
C00C H00f 0.9300 . ?
C00D C00E 1.382(5) . ?
C00D H00g 0.9300 . ?
C00E H00h 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168346822
