#------------------------------------------------------------------------------
#$Date: 2023-01-06 11:50:53 +0200 (Fri, 06 Jan 2023) $
#$Revision: 280183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/19/7061952.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_7061952
loop_
_publ_author_name
'Zhao, Lan'
'Xu, Jun'
'Ma, Jun'
'Yin, Guangwei'
'Li, Fangyi'
'Suo, Tongchuan'
'Wang, Chunhua'
_publ_section_title
;
 Formal [4+1] cyclization of (thio/imido)hydrazides and ethyl
 3,3,3-trifluoropropanoate: unified synthesis of 1,3,4-oxadiazoles,
 1,3,4-thiadiazoles and 1,2,4-triazoles
;
_journal_issue                   43
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              20755
_journal_page_last               20759
_journal_paper_doi               10.1039/D2NJ04147B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C18 H17 N3 O2'
_chemical_formula_sum            'C18 H17 N3 O2'
_chemical_formula_weight         307.34
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-06-11
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-06-12 deposited with the CCDC.	2022-10-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.243(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4347(6)
_cell_length_b                   5.1670(3)
_cell_length_c                   35.992(2)
_cell_measurement_reflns_used    4781
_cell_measurement_temperature    300.4(2)
_cell_measurement_theta_max      29.2610
_cell_measurement_theta_min      3.9740
_cell_volume                     1567.40(17)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.4(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.815
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -21.00  18.00   0.50  100.00    --   -6.71  58.00 174.00   78
  2  ω    -67.00 -20.00   0.50  100.00    --   -6.71 -58.00  33.00   94
  3  ω    -70.00   0.00   0.50  100.00    --    4.99 -19.00-180.00  140
  4  ω    -22.00  28.00   0.50  100.00    --   -6.71 -99.00  60.00  100
  5  ω    -23.00  26.00   0.50  100.00    --   -6.71 -99.00 -90.00   98
  6  ω     31.00  56.00   0.50  100.00    --   -6.71  58.00 174.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0204203000
_diffrn_orient_matrix_UB_12      -0.0228822000
_diffrn_orient_matrix_UB_13      0.0190215000
_diffrn_orient_matrix_UB_21      -0.0574363000
_diffrn_orient_matrix_UB_22      0.0920611000
_diffrn_orient_matrix_UB_23      0.0051985000
_diffrn_orient_matrix_UB_31      -0.0580243000
_diffrn_orient_matrix_UB_32      -0.0992261000
_diffrn_orient_matrix_UB_33      0.0004302000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.815
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            14839
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.815
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.717
_diffrn_reflns_theta_min         3.248
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3975
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0495
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0623P)²+0.2788P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1339
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2694
_reflns_number_total             3975
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj04147b2.cif
_cod_data_source_block           lfy_zl_1303_02_n2_auto
_cod_depositor_comments
'Adding full bibliography for 7061950--7061952.cif.'
_cod_original_cell_volume        1567.41(17)
_cod_database_code               7061952
_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.
;
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C10-C11 \\sim C10-C11A
 with sigma of 0.02
 C25-C35 \\sim C25-C35A
 with sigma of 0.04
 C10-C35 \\sim C10-C35A
 with sigma of 0.02
 C25-C37 \\sim C25-C37A
 with sigma of 0.02
 C25-C31 \\sim C25-C31A
 with sigma of 0.02
 C10-C31 \\sim C10-C31A
 with sigma of 0.04
 C11-C37 \\sim C11A-C37A
 with sigma of 0.02
 C10-C37 \\sim C10-C37A
 with sigma of 0.04
 C35-C31 \\sim C35A-C31A
 with sigma of 0.02
 C25-C11 \\sim C25-C11A
 with sigma of 0.04
3. Others
 Sof(H25A)=Sof(C11A)=Sof(H11A)=Sof(C37A)=Sof(H37A)=Sof(C31A)=Sof(H31A)=
 Sof(C35A)=Sof(H35A)=1-FVAR(1)
 Sof(H25)=Sof(C11)=Sof(H11)=Sof(C35)=Sof(H35)=Sof(C37)=Sof(H37)=Sof(C31)=
 Sof(H31)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C17(H17A,H17B)
4.b Aromatic/amide H refined with riding coordinates:
 C32(H32), C30(H30), C26(H26), C34(H34), C25(H25), C25(H25A), C11(H11),
 C35(H35), C37(H37), C31(H31), C11A(H11A), C37A(H37A), C31A(H31A), C35A(H35A)
4.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C)
;
_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 1.215
_oxdiff_exptl_absorpt_empirical_full_min 0.882
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
O12 O 0.80443(13) 0.6827(2) 0.51155(3) 0.0513(3) Uani 1 1 d . . . . .
N4 N 0.86483(14) 0.3474(2) 0.62534(3) 0.0376(3) Uani 1 1 d . . . . .
O14 O 0.64114(14) 0.5244(3) 0.55349(4) 0.0670(4) Uani 1 1 d . . . . .
N1 N 0.84491(17) -0.0732(2) 0.62347(3) 0.0464(3) Uani 1 1 d . . . . .
N6 N 0.87751(18) -0.0020(2) 0.58815(3) 0.0489(4) Uani 1 1 d . . . . .
C8 C 0.83860(17) 0.1355(2) 0.64533(4) 0.0358(3) Uani 1 1 d . . . . .
C24 C 0.74244(16) 0.1123(3) 0.76149(4) 0.0341(3) Uani 1 1 d . . . . .
C16 C 0.80631(17) 0.1256(2) 0.68506(4) 0.0346(3) Uani 1 1 d . . . . .
C10 C 0.70727(17) 0.1070(3) 0.80175(4) 0.0385(3) Uani 1 1 d D . . . .
C18 C 0.77092(19) 0.5433(3) 0.54151(4) 0.0433(4) Uani 1 1 d . . . . .
C20 C 0.88726(17) 0.2517(3) 0.59063(4) 0.0382(3) Uani 1 1 d . . . . .
C22 C 0.91784(19) 0.4144(3) 0.55750(4) 0.0427(4) Uani 1 1 d . . . . .
H22A H 0.962997 0.306864 0.538521 0.051 Uiso 1 1 calc R U . . .
H22B H 0.995309 0.546248 0.564465 0.051 Uiso 1 1 calc R U . . .
C32 C 0.86984(19) 0.3091(3) 0.70932(4) 0.0441(4) Uani 1 1 d . . . . .
H32 H 0.934300 0.439171 0.700355 0.053 Uiso 1 1 calc R U . . .
C30 C 0.7109(2) -0.0659(3) 0.69935(4) 0.0472(4) Uani 1 1 d . . . . .
H30 H 0.667320 -0.192039 0.683595 0.057 Uiso 1 1 calc R U . . .
C26 C 0.8388(2) 0.3018(3) 0.74669(4) 0.0456(4) Uani 1 1 d . . . . .
H26 H 0.883507 0.427016 0.762415 0.055 Uiso 1 1 calc R U . . .
C34 C 0.6798(2) -0.0713(3) 0.73675(4) 0.0467(4) Uani 1 1 d . . . . .
H34 H 0.615236 -0.201467 0.745636 0.056 Uiso 1 1 calc R U . . .
C25 C 0.6356(3) 0.1030(5) 0.87717(5) 0.0719(6) Uani 1 1 d D . . . .
H25 H 0.607463 0.110203 0.901881 0.086 Uiso 0.52(2) 1 calc R U P A 1
H25A H 0.615995 0.097086 0.902408 0.086 Uiso 0.48(2) 1 calc R U P A 2
C11 C 0.5850(11) -0.0440(19) 0.8153(2) 0.0489(18) Uani 0.52(2) 1 d D . P A 1
H11 H 0.523904 -0.144206 0.798732 0.059 Uiso 0.52(2) 1 calc R U P A 1
C17 C 0.6748(2) 0.8388(4) 0.49635(6) 0.0707(6) Uani 1 1 d . . . . .
H17A H 0.637865 0.955341 0.515294 0.085 Uiso 1 1 calc R U . . .
H17B H 0.587151 0.728054 0.488335 0.085 Uiso 1 1 calc R U . . .
C35 C 0.7950(10) 0.249(2) 0.82817(19) 0.0519(18) Uani 0.52(2) 1 d D . P A 1
H35 H 0.879251 0.348986 0.820501 0.062 Uiso 0.52(2) 1 calc R U P A 1
C37 C 0.5523(13) -0.049(2) 0.8526(2) 0.058(2) Uani 0.52(2) 1 d D . P A 1
H37 H 0.472840 -0.156353 0.860941 0.070 Uiso 0.52(2) 1 calc R U P A 1
C2 C 0.7295(3) 0.9885(5) 0.46466(7) 0.1014(9) Uani 1 1 d . . . . .
H2A H 0.754798 0.872620 0.444889 0.152 Uiso 1 1 calc R U . . .
H2B H 0.822355 1.085560 0.472199 0.152 Uiso 1 1 calc R U . . .
H2C H 0.647294 1.105069 0.456144 0.152 Uiso 1 1 calc R U . . .
C31 C 0.7613(10) 0.246(2) 0.8655(2) 0.063(2) Uani 0.52(2) 1 d D . P A 1
H31 H 0.823533 0.340187 0.882510 0.075 Uiso 0.52(2) 1 calc R U P A 1
C11A C 0.6279(17) -0.098(2) 0.8170(3) 0.063(3) Uani 0.48(2) 1 d D . P A 2
H11A H 0.598123 -0.239018 0.802251 0.075 Uiso 0.48(2) 1 calc R U P A 2
C37A C 0.593(2) -0.095(3) 0.8541(3) 0.083(4) Uani 0.48(2) 1 d D . P A 2
H37A H 0.537415 -0.233858 0.863708 0.100 Uiso 0.48(2) 1 calc R U P A 2
C31A C 0.7099(18) 0.315(2) 0.8616(3) 0.079(3) Uani 0.48(2) 1 d D . P A 2
H31A H 0.734225 0.458782 0.876330 0.095 Uiso 0.48(2) 1 calc R U P A 2
C35A C 0.7482(16) 0.316(2) 0.8245(2) 0.062(2) Uani 0.48(2) 1 d D . P A 2
H35A H 0.801427 0.456739 0.814771 0.074 Uiso 0.48(2) 1 calc R U P A 2
H1 H 0.839(2) -0.244(4) 0.6297(5) 0.068(6) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C18 O12 C17 115.12(13) . . ?
C8 N4 C20 103.20(11) . . ?
N6 N1 H1 120.5(12) . . ?
C8 N1 N6 110.19(12) . . ?
C8 N1 H1 129.1(12) . . ?
C20 N6 N1 102.72(12) . . ?
N4 C8 N1 109.50(12) . . ?
N4 C8 C16 126.56(12) . . ?
N1 C8 C16 123.93(12) . . ?
C26 C24 C10 121.77(13) . . ?
C34 C24 C10 121.65(13) . . ?
C34 C24 C26 116.58(13) . . ?
C32 C16 C8 120.62(12) . . ?
C32 C16 C30 118.11(13) . . ?
C30 C16 C8 121.27(13) . . ?
C11 C10 C24 121.8(4) . . ?
C35 C10 C24 122.3(3) . . ?
C35 C10 C11 115.9(5) . . ?
C11A C10 C24 121.3(5) . . ?
C11A C10 C35A 118.4(6) . . ?
C35A C10 C24 120.2(4) . . ?
O12 C18 C22 110.55(13) . . ?
O14 C18 O12 124.10(15) . . ?
O14 C18 C22 125.36(14) . . ?
N4 C20 C22 124.28(13) . . ?
N6 C20 N4 114.37(12) . . ?
N6 C20 C22 121.34(13) . . ?
C18 C22 H22A 109.0 . . ?
C18 C22 H22B 109.0 . . ?
C20 C22 C18 113.02(12) . . ?
C20 C22 H22A 109.0 . . ?
C20 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C16 C32 H32 119.6 . . ?
C26 C32 C16 120.83(13) . . ?
C26 C32 H32 119.6 . . ?
C16 C30 H30 119.6 . . ?
C34 C30 C16 120.70(14) . . ?
C34 C30 H30 119.6 . . ?
C24 C26 H26 119.1 . . ?
C32 C26 C24 121.89(14) . . ?
C32 C26 H26 119.1 . . ?
C24 C34 H34 119.1 . . ?
C30 C34 C24 121.88(14) . . ?
C30 C34 H34 119.1 . . ?
C37 C25 H25 120.1 . . ?
C37 C25 C31 119.8(5) . . ?
C31 C25 H25 120.1 . . ?
C37A C25 H25A 121.3 . . ?
C37A C25 C31A 117.4(7) . . ?
C31A C25 H25A 121.3 . . ?
C10 C11 H11 119.1 . . ?
C37 C11 C10 121.8(8) . . ?
C37 C11 H11 119.1 . . ?
O12 C17 H17A 109.8 . . ?
O12 C17 H17B 109.8 . . ?
O12 C17 C2 109.34(16) . . ?
H17A C17 H17B 108.3 . . ?
C2 C17 H17A 109.8 . . ?
C2 C17 H17B 109.8 . . ?
C10 C35 H35 118.9 . . ?
C31 C35 C10 122.3(6) . . ?
C31 C35 H35 118.9 . . ?
C25 C37 C11 120.4(8) . . ?
C25 C37 H37 119.8 . . ?
C11 C37 H37 119.8 . . ?
C17 C2 H2A 109.5 . . ?
C17 C2 H2B 109.5 . . ?
C17 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C25 C31 C35 119.7(7) . . ?
C25 C31 H31 120.2 . . ?
C35 C31 H31 120.2 . . ?
C10 C11A H11A 119.9 . . ?
C10 C11A C37A 120.2(10) . . ?
C37A C11A H11A 119.9 . . ?
C25 C37A C11A 122.6(11) . . ?
C25 C37A H37A 118.7 . . ?
C11A C37A H37A 118.7 . . ?
C25 C31A H31A 119.5 . . ?
C35A C31A C25 121.1(9) . . ?
C35A C31A H31A 119.5 . . ?
C10 C35A H35A 119.9 . . ?
C31A C35A C10 120.2(8) . . ?
C31A C35A H35A 119.9 . . ?
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
O12 C18 1.3359(17) . ?
O12 C17 1.449(2) . ?
N4 C8 1.3330(17) . ?
N4 C20 1.3637(18) . ?
O14 C18 1.1962(19) . ?
N1 N6 1.3618(17) . ?
N1 C8 1.3373(18) . ?
N1 H1 0.91(2) . ?
N6 C20 1.3162(19) . ?
C8 C16 1.4671(19) . ?
C24 C10 1.4906(19) . ?
C24 C26 1.391(2) . ?
C24 C34 1.391(2) . ?
C16 C32 1.383(2) . ?
C16 C30 1.387(2) . ?
C10 C11 1.396(8) . ?
C10 C35 1.390(7) . ?
C10 C11A 1.379(10) . ?
C10 C35A 1.390(8) . ?
C18 C22 1.501(2) . ?
C20 C22 1.4900(19) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C32 H32 0.9300 . ?
C32 C26 1.381(2) . ?
C30 H30 0.9300 . ?
C30 C34 1.381(2) . ?
C26 H26 0.9300 . ?
C34 H34 0.9300 . ?
C25 H25 0.9300 . ?
C25 H25A 0.9300 . ?
C25 C37 1.356(8) . ?
C25 C31 1.372(8) . ?
C25 C37A 1.357(11) . ?
C25 C31A 1.391(10) . ?
C11 H11 0.9300 . ?
C11 C37 1.383(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C2 1.468(3) . ?
C35 H35 0.9300 . ?
C35 C31 1.383(8) . ?
C37 H37 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C31 H31 0.9300 . ?
C11A H11A 0.9300 . ?
C11A C37A 1.380(10) . ?
C37A H37A 0.9300 . ?
C31A H31A 0.9300 . ?
C31A C35A 1.387(9) . ?
C35A H35A 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O12 C18 C22 C20 -178.88(13) . . . . ?
N4 C8 C16 C32 -30.7(2) . . . . ?
N4 C8 C16 C30 148.87(16) . . . . ?
N4 C20 C22 C18 -76.94(19) . . . . ?
O14 C18 C22 C20 0.7(2) . . . . ?
N1 N6 C20 N4 0.72(18) . . . . ?
N1 N6 C20 C22 -178.35(13) . . . . ?
N1 C8 C16 C32 149.76(15) . . . . ?
N1 C8 C16 C30 -30.7(2) . . . . ?
N6 N1 C8 N4 0.61(18) . . . . ?
N6 N1 C8 C16 -179.79(14) . . . . ?
N6 C20 C22 C18 102.04(17) . . . . ?
C8 N4 C20 N6 -0.38(18) . . . . ?
C8 N4 C20 C22 178.66(14) . . . . ?
C8 N1 N6 C20 -0.79(18) . . . . ?
C8 C16 C32 C26 179.49(14) . . . . ?
C8 C16 C30 C34 -179.22(14) . . . . ?
C24 C10 C11 C37 -179.9(7) . . . . ?
C24 C10 C35 C31 179.3(5) . . . . ?
C24 C10 C11A C37A -178.1(8) . . . . ?
C24 C10 C35A C31A 177.5(5) . . . . ?
C16 C32 C26 C24 -0.4(3) . . . . ?
C16 C30 C34 C24 -0.2(3) . . . . ?
C10 C24 C26 C32 -179.12(14) . . . . ?
C10 C24 C34 C30 179.39(14) . . . . ?
C10 C11 C37 C25 2.5(15) . . . . ?
C10 C35 C31 C25 -1.3(9) . . . . ?
C10 C11A C37A C25 -1.2(17) . . . . ?
C18 O12 C17 C2 177.81(19) . . . . ?
C20 N4 C8 N1 -0.15(16) . . . . ?
C20 N4 C8 C16 -179.73(14) . . . . ?
C32 C16 C30 C34 0.4(2) . . . . ?
C30 C16 C32 C26 -0.1(2) . . . . ?
C26 C24 C10 C11 165.6(5) . . . . ?
C26 C24 C10 C35 -15.3(6) . . . . ?
C26 C24 C10 C11A -172.0(8) . . . . ?
C26 C24 C10 C35A 10.8(7) . . . . ?
C26 C24 C34 C30 -0.3(2) . . . . ?
C34 C24 C10 C11 -14.1(5) . . . . ?
C34 C24 C10 C35 165.1(6) . . . . ?
C34 C24 C10 C11A 8.3(8) . . . . ?
C34 C24 C10 C35A -168.9(7) . . . . ?
C34 C24 C26 C32 0.5(2) . . . . ?
C25 C31A C35A C10 2.4(11) . . . . ?
C11 C10 C35 C31 -1.5(8) . . . . ?
C17 O12 C18 O14 7.1(3) . . . . ?
C17 O12 C18 C22 -173.33(16) . . . . ?
C35 C10 C11 C37 0.9(10) . . . . ?
C37 C25 C31 C35 4.7(10) . . . . ?
C31 C25 C37 C11 -5.3(14) . . . . ?
C11A C10 C35A C31A 0.2(9) . . . . ?
C37A C25 C31A C35A -4.3(11) . . . . ?
C31A C25 C37A C11A 3.7(15) . . . . ?
C35A C10 C11A C37A -0.9(11) . . . . ?
