#------------------------------------------------------------------------------
#$Date: 2020-11-04 03:17:54 +0200 (Wed, 04 Nov 2020) $
#$Revision: 258703 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/81/4518104.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_4518104
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_absolute_configuration unk
_chemical_formula_moiety         'C25 H33 N3 O5'
_chemical_formula_sum            'C25 H33 N3 O5'
_chemical_formula_weight         455.54
_space_group_crystal_system      hexagonal
_space_group_IT_number           169
_space_group_name_Hall           'P 61'
_space_group_name_H-M_alt        'P 61'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-04-15
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   13.8479(6)
_cell_length_b                   13.8479(6)
_cell_length_c                   22.9802(10)
_cell_measurement_reflns_used    4645
_cell_measurement_temperature    112.1(4)
_cell_measurement_theta_max      75.4360
_cell_measurement_theta_min      3.6850
_cell_volume                     3816.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46b (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      112.1(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω      8.00  33.00   0.50   25.00    --    0.00  34.00 -80.00   50
  2  ω     45.00  70.00   0.50   25.00    --  102.08 -34.00 121.00   50
  3  ω    103.00 152.00   0.50   25.00    --  102.08  34.00 -80.00   98
  4  ω     -1.00  60.00   0.50   25.00    --    0.00  19.00   0.00  122
  5  ω    -36.00  -5.00   0.50   25.00    --    0.00 -57.00   0.00   62
  6  ω    -48.00   0.00   0.50   25.00    --    0.00 122.00  36.58   96
  7  ω    100.00 127.00   0.50   25.00    --  102.08  15.00  30.00   54
  8  ω     39.00 105.00   0.50   25.00    --  102.08 -45.00 150.00  132
  9  ω     87.00 112.00   0.50   25.00    --  102.08  66.00  23.76   50
 10  ω     76.00 112.00   0.50   25.00    --  102.08 -61.00 -60.00   72
 11  ω     91.00 116.00   0.50   25.00    --  102.08  61.00   0.00   50
 12  ω     34.00  93.00   0.50   25.00    --  102.08 -94.00 -90.00  118
 13  ω     80.00 106.00   0.50   25.00    --  102.08  77.00 -30.00   52
 14  ω     83.00 109.00   0.50   25.00    --  102.08  74.00  20.94   52
 15  ω    103.00 131.00   0.50   25.00    --  102.08  30.00  30.00   56
 16  ω    101.00 128.00   0.50   25.00    --  102.08  30.00   0.00   54
 17  ω     90.00 116.00   0.50   25.00    --  102.08  63.00  -7.10   52
 18  ω     80.00 105.00   0.50   25.00    --  102.08  77.00   0.00   50
 19  ω    102.00 128.00   0.50   25.00    --  102.08  45.00   0.00   52
 20  ω    115.00 141.00   0.50   25.00    --  102.08  15.00   0.00   52
 21  ω     91.00 117.00   0.50   25.00    --  102.08  60.00 -23.04   52
 22  ω     78.00 104.00   0.50   25.00    --  102.08 -45.00 -90.00   52
 23  ω     40.00  66.00   0.50   25.00    --  102.08 -45.00 -90.00   52
;
_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      -0.1173420000
_diffrn_orient_matrix_UB_12      -0.0618867000
_diffrn_orient_matrix_UB_13      0.0270866000
_diffrn_orient_matrix_UB_21      0.0128077000
_diffrn_orient_matrix_UB_22      -0.1030849000
_diffrn_orient_matrix_UB_23      0.0104324000
_diffrn_orient_matrix_UB_31      0.0503634000
_diffrn_orient_matrix_UB_32      0.0454037000
_diffrn_orient_matrix_UB_33      0.0604094000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1942
_diffrn_reflns_av_unetI/netI     0.1480
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20076
_diffrn_reflns_theta_full        74.35
_diffrn_reflns_theta_max         74.35
_diffrn_reflns_theta_min         3.69
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46b (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic light pink'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.0012
_exptl_crystal_size_mid          0.0012
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.098
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(5)
_refine_ls_extinction_coef       0.0044(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         4951
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.1121
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1940P)²+0.5190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2865
_refine_ls_wR_factor_ref         0.3197
_reflns_number_gt                3599
_reflns_number_total             4951
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ao0c03729_si_004.cif
_cod_data_source_block           nks_nrd_117
_cod_depositor_comments
'Adding full bibliography for 4518104--4518107.cif.'
_cod_database_code               4518104
_chemical_oxdiff_formula         'C150 H192 N12 O36 '
_reflns_odcompleteness_completeness 99.96
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3AA(H3AA)
2.b Secondary CH2 refined with riding coordinates:
 C5AA(H5AA,H5AB), C7AA(H7AA,H7AB), C4BA(H4BA,H4BB), C5BA(H5BA,H5BB)
2.c Aromatic/amide H refined with riding coordinates:
 N2AA(H2AA), N1AA(H1AA), C1AA(H1AB), C6AA(H6AA), C9AA(H9AA), C2BA(H2BA),
 C3BA(H3BA), C6BA(H6BA), C7BA(H7BA), C9BA(H9BA), C1CA(H1CA), C2CA(H2CA)
2.d Idealised Me refined as rotating group:
 C8BA(H8BA,H8BB,H8BC), C0CA(H0CA,H0CB,H0CC), C3CA(H3CA,H3CB,H3CC), C4CA(H4CA,
 H4CB,H4CC)
;
_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 2.597
_oxdiff_exptl_absorpt_empirical_full_min 0.140
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x-y, x, z+1/6'
3 '-y, x-y, z+1/3'
4 '-x, -y, z+1/2'
5 '-x+y, -x, z+2/3'
6 'y, -x+y, z+5/6'
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O0AA O 0.2386(3) 0.0885(3) 0.05910(16) 0.0231(9) Uani 1 d . . .
O1AA O 0.2661(3) 0.0808(3) -0.03859(16) 0.0237(9) Uani 1 d . . .
N2AA N 0.1023(4) -0.0375(4) -0.00089(18) 0.0181(10) Uani 1 d . . .
H2AA H 0.0816 -0.0562 -0.0364 0.022 Uiso 1 calc . . R
O3AA O -0.2350(4) -0.0238(4) 0.08351(16) 0.0253(10) Uani 1 d . . .
O4AA O -0.4550(4) -0.0021(4) -0.0399(2) 0.0308(10) Uani 1 d . . .
N0AA N 0.0282(4) -0.0947(4) 0.04516(19) 0.0192(10) Uani 1 d . . .
N1AA N -0.1733(4) 0.0944(4) 0.00798(19) 0.0198(10) Uani 1 d . . .
H1AA H -0.1180 0.1360 -0.0143 0.024 Uiso 1 calc . . R
O O -0.3331(4) -0.0525(5) -0.0699(2) 0.0396(12) Uani 1 d . . .
C0AA C 0.0993(5) -0.2264(5) 0.0566(2) 0.0184(11) Uani 1 d . . .
C1AA C 0.1289(5) -0.2358(5) 0.1137(2) 0.0214(12) Uani 1 d . . .
H1AB H 0.0876 -0.2318 0.1445 0.026 Uiso 1 calc . . R
C2AA C 0.2043(4) 0.0456(5) 0.0108(2) 0.0172(11) Uani 1 d . . .
C3AA C -0.2775(5) 0.0943(5) 0.0011(2) 0.0214(12) Uani 1 d . . .
H3AA H -0.3136 0.0814 0.0392 0.026 Uiso 1 calc . . R
C4AA C -0.3563(5) 0.0028(6) -0.0403(2) 0.0251(12) Uani 1 d . . .
C5AA C -0.0530(5) 0.0298(5) 0.0473(2) 0.0195(11) Uani 1 d . . .
H5AA H -0.0149 0.0579 0.0841 0.023 Uiso 1 calc . . R
H5AB H -0.0053 0.0785 0.0167 0.023 Uiso 1 calc . . R
C6AA C 0.2793(6) -0.2576(6) 0.0789(3) 0.0334(15) Uani 1 d . . .
H6AA H 0.3405 -0.2664 0.0864 0.040 Uiso 1 calc . . R
C7AA C -0.0731(5) -0.0873(5) 0.0374(2) 0.0189(11) Uani 1 d . . .
H7AA H -0.1297 -0.1379 0.0644 0.023 Uiso 1 calc . . R
H7AB H -0.1013 -0.1109 -0.0018 0.023 Uiso 1 calc . . R
C8AA C 0.3643(5) 0.1948(5) -0.0418(2) 0.0247(13) Uani 1 d . . .
C9AA C -0.2569(6) 0.3009(6) 0.0720(3) 0.0304(14) Uani 1 d . . .
H9AA H -0.3273 0.2404 0.0794 0.036 Uiso 1 calc . . R
C0BA C -0.1989(5) 0.3024(5) 0.0222(3) 0.0239(12) Uani 1 d . . .
C1BA C -0.1607(5) 0.0318(5) 0.0478(2) 0.0187(11) Uani 1 d . . .
C2BA C -0.0932(6) 0.3926(6) 0.0124(3) 0.0310(14) Uani 1 d . . .
H2BA H -0.0530 0.3941 -0.0204 0.037 Uiso 1 calc . . R
C3BA C 0.1610(5) -0.2343(5) 0.0111(2) 0.0267(13) Uani 1 d . . .
H3BA H 0.1425 -0.2280 -0.0271 0.032 Uiso 1 calc . . R
C4BA C 0.0002(5) -0.2123(5) 0.0444(2) 0.0216(12) Uani 1 d . . .
H4BA H -0.0304 -0.2441 0.0067 0.026 Uiso 1 calc . . R
H4BB H -0.0569 -0.2533 0.0734 0.026 Uiso 1 calc . . R
C5BA C -0.2535(5) 0.2095(5) -0.0218(2) 0.0239(12) Uani 1 d . . .
H5BA H -0.2055 0.2288 -0.0557 0.029 Uiso 1 calc . . R
H5BB H -0.3232 0.2036 -0.0342 0.029 Uiso 1 calc . . R
C6BA C 0.2502(6) -0.2513(6) 0.0219(3) 0.0321(15) Uani 1 d . . .
H6BA H 0.2899 -0.2584 -0.0089 0.038 Uiso 1 calc . . R
C7BA C 0.2185(6) -0.2510(5) 0.1250(3) 0.0295(14) Uani 1 d . . .
H7BA H 0.2376 -0.2567 0.1631 0.035 Uiso 1 calc . . R
C8BA C 0.4558(6) 0.2044(6) -0.0025(3) 0.0359(16) Uani 1 d . . .
H8BA H 0.4345 0.2031 0.0373 0.054 Uiso 1 calc . . GR
H8BB H 0.5232 0.2732 -0.0103 0.054 Uiso 1 calc . . GR
H8BC H 0.4679 0.1429 -0.0096 0.054 Uiso 1 calc . . GR
C9BA C -0.2090(6) 0.3907(6) 0.1111(3) 0.0358(16) Uani 1 d . . .
H9BA H -0.2481 0.3892 0.1443 0.043 Uiso 1 calc . . R
C0CA C 0.3967(6) 0.2046(6) -0.1047(3) 0.0379(17) Uani 1 d . . .
H0CA H 0.4119 0.1460 -0.1146 0.057 Uiso 1 calc . . GR
H0CB H 0.4623 0.2756 -0.1114 0.057 Uiso 1 calc . . GR
H0CC H 0.3369 0.1984 -0.1285 0.057 Uiso 1 calc . . GR
C1CA C -0.1054(6) 0.4807(6) 0.1009(3) 0.0309(14) Uani 1 d . . .
H1CA H -0.0745 0.5405 0.1267 0.037 Uiso 1 calc . . R
C2CA C -0.0476(6) 0.4811(6) 0.0517(3) 0.0369(16) Uani 1 d . . .
H2CA H 0.0231 0.5415 0.0448 0.044 Uiso 1 calc . . R
C3CA C 0.3247(6) 0.2769(6) -0.0260(3) 0.0306(14) Uani 1 d . . .
H3CA H 0.2665 0.2670 -0.0522 0.046 Uiso 1 calc . . GR
H3CB H 0.3860 0.3518 -0.0291 0.046 Uiso 1 calc . . GR
H3CC H 0.2968 0.2632 0.0131 0.046 Uiso 1 calc . . GR
C4CA C -0.5350(6) -0.0769(7) -0.0812(3) 0.0372(16) Uani 1 d . . .
H4CA H -0.5058 -0.0550 -0.1198 0.056 Uiso 1 calc . . GR
H4CB H -0.6028 -0.0745 -0.0776 0.056 Uiso 1 calc . . GR
H4CC H -0.5499 -0.1514 -0.0738 0.056 Uiso 1 calc . . GR
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
C2AA O1AA C8AA 120.2(4) . . ?
C2AA N2AA N0AA 119.7(4) . . ?
C4AA O4AA C4CA 115.7(5) . . ?
N2AA N0AA C7AA 108.8(4) . . ?
N2AA N0AA C4BA 109.1(4) . . ?
C7AA N0AA C4BA 110.1(4) . . ?
C1BA N1AA C3AA 121.9(5) . . ?
C1AA C0AA C4BA 120.9(5) . . ?
C3BA C0AA C1AA 118.5(5) . . ?
C3BA C0AA C4BA 120.5(5) . . ?
C7BA C1AA C0AA 121.1(5) . . ?
O0AA C2AA O1AA 123.8(5) . . ?
O0AA C2AA N2AA 125.8(5) . . ?
N2AA C2AA O1AA 110.4(4) . . ?
N1AA C3AA C4AA 111.5(5) . . ?
N1AA C3AA C5BA 109.5(5) . . ?
C4AA C3AA C5BA 109.9(5) . . ?
O4AA C4AA C3AA 109.1(5) . . ?
O C4AA O4AA 125.1(6) . . ?
O C4AA C3AA 125.8(6) . . ?
C1BA C5AA C7AA 111.5(5) . . ?
C7BA C6AA C6BA 120.8(6) . . ?
N0AA C7AA C5AA 112.6(5) . . ?
O1AA C8AA C8BA 110.3(5) . . ?
O1AA C8AA C0CA 102.6(5) . . ?
O1AA C8AA C3CA 107.5(5) . . ?
C8BA C8AA C3CA 113.0(5) . . ?
C0CA C8AA C8BA 111.6(6) . . ?
C0CA C8AA C3CA 111.3(5) . . ?
C0BA C9AA C9BA 120.0(6) . . ?
C9AA C0BA C5BA 120.0(6) . . ?
C2BA C0BA C9AA 119.3(6) . . ?
C2BA C0BA C5BA 120.7(5) . . ?
O3AA C1BA N1AA 121.5(5) . . ?
O3AA C1BA C5AA 121.2(5) . . ?
N1AA C1BA C5AA 117.3(5) . . ?
C0BA C2BA C2CA 119.7(6) . . ?
C0AA C3BA C6BA 120.9(5) . . ?
N0AA C4BA C0AA 112.8(5) . . ?
C0BA C5BA C3AA 114.1(5) . . ?
C6AA C6BA C3BA 119.3(6) . . ?
C1AA C7BA C6AA 119.3(6) . . ?
C1CA C9BA C9AA 120.9(6) . . ?
C9BA C1CA C2CA 118.9(6) . . ?
C1CA C2CA C2BA 121.3(7) . . ?
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
O0AA C2AA 1.237(6) . ?
O1AA C2AA 1.357(6) . ?
O1AA C8AA 1.483(7) . ?
N2AA N0AA 1.410(6) . ?
N2AA C2AA 1.328(7) . ?
O3AA C1BA 1.237(7) . ?
O4AA C4AA 1.334(7) . ?
O4AA C4CA 1.433(8) . ?
N0AA C7AA 1.467(8) . ?
N0AA C4BA 1.474(7) . ?
N1AA C3AA 1.452(7) . ?
N1AA C1BA 1.331(7) . ?
O C4AA 1.183(8) . ?
C0AA C1AA 1.400(7) . ?
C0AA C3BA 1.388(7) . ?
C0AA C4BA 1.506(8) . ?
C1AA C7BA 1.382(9) . ?
C3AA C4AA 1.523(9) . ?
C3AA C5BA 1.549(8) . ?
C5AA C7AA 1.520(8) . ?
C5AA C1BA 1.504(8) . ?
C6AA C6BA 1.388(8) . ?
C6AA C7BA 1.384(10) . ?
C8AA C8BA 1.507(9) . ?
C8AA C0CA 1.500(7) . ?
C8AA C3CA 1.531(9) . ?
C9AA C0BA 1.392(8) . ?
C9AA C9BA 1.402(9) . ?
C0BA C2BA 1.388(9) . ?
C0BA C5BA 1.510(9) . ?
C2BA C2CA 1.394(10) . ?
C3BA C6BA 1.390(9) . ?
C9BA C1CA 1.370(10) . ?
C1CA C2CA 1.384(10) . ?
