data_HN2980
_audit_creation_date               2024-09-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C20 H23 Cl N2 O2, 2(H2 O)'
_chemical_formula_sum              'C20 H27 Cl N2 O4'
_chemical_formula_weight           394.88
_chemical_absolute_configuration   ?
_chemical_melting_point            ?
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'
 'Cl' 'Cl' 0.3639 0.7018 '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'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             7
_space_group_name_H-M_alt          'P 1 n 1'
_space_group_name_Hall             'P -2yac'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 'x+1/2, -y, z+1/2'

_cell_length_a                     6.49997(14)
_cell_length_b                     11.1943(3)
_cell_length_c                     14.0113(3)
_cell_angle_alpha                  90
_cell_angle_beta                   95.358(2)
_cell_angle_gamma                  90
_cell_volume                       1015.05(4)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      3393
_cell_measurement_temperature      100.00(10)
_cell_measurement_theta_max        72.5300
_cell_measurement_theta_min        3.9380
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      1.895
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.39885
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.292
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         plate
_exptl_crystal_F_000               420
_exptl_crystal_size_max            0.82
_exptl_crystal_size_mid            0.21
_exptl_crystal_size_min            0.07
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0386
_diffrn_reflns_av_unetI/netI       0.0428
_diffrn_reflns_Laue_measured_fraction_full  0.985
_diffrn_reflns_Laue_measured_fraction_max  0.954
_diffrn_reflns_limit_h_max         7
_diffrn_reflns_limit_h_min         -7
_diffrn_reflns_limit_k_max         13
_diffrn_reflns_limit_k_min         -13
_diffrn_reflns_limit_l_max         17
_diffrn_reflns_limit_l_min         -9
_diffrn_reflns_number              4833
_diffrn_reflns_point_group_measured_fraction_full  0.569
_diffrn_reflns_point_group_measured_fraction_max  0.550
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           72.781
_diffrn_reflns_theta_min           3.949
_diffrn_ambient_temperature        100.15
_diffrn_detector_area_resol_mean   10.0000
_diffrn_detector_type              HyPix
_diffrn_measured_fraction_theta_full  0.985
_diffrn_measured_fraction_theta_max  0.954
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -48.00 -23.00   0.50    0.30    -- -103.75  45.00 120.00   50
  2  ω    -50.00 -24.00   0.50    0.30    -- -103.75  45.00  90.00   52
  3  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00   0.00   58
  4  ω    -15.00  45.00   0.50    0.10    --  -37.24  19.00-150.00  120
  5  ω    -38.00 -11.00   0.50    0.10    --  -37.24 123.00-126.00   54
  6  ω    -90.00 -65.00   0.50    0.30    -- -103.75 149.00  36.00   50
  7  ω    -70.00 -44.00   0.50    0.10    --  -37.24 123.00-126.00   52
  8  ω   -168.00 -79.00   0.50    0.30    -- -103.75-123.00 154.00  178
  9  ω   -115.00 -59.00   0.50    0.30    -- -103.75-149.00  -9.00  112
 10  ω    -87.00 -57.00   0.50    0.10    --  -37.24-149.00  -9.00   60
 11  ω    -44.00  30.00   0.50    0.10    --   37.24 -19.00  30.00  148
 12  ω     37.00  74.00   0.50    0.30    --  109.95 -77.00 150.00   74
 13  ω     37.00  65.00   0.50    0.30    --  109.95 -61.00 150.00   56
 14  ω     34.00  59.00   0.50    0.30    --  109.95 -61.00 -60.00   50
 15  ω     79.00 171.00   0.50    0.30    --  109.95  45.00 -30.00  184
 16  ω    103.00 175.00   0.50    0.30    --  109.95  61.00 -60.00  144
 17  ω    118.00 143.00   0.50    0.30    --  109.95 149.00  36.00   50
 18  ω    102.00 138.00   0.50    0.30    --  109.95 178.00  90.00   72
 19  ω     64.00  92.00   0.50    0.30    --  109.95 178.00  90.00   56
 20  ω     70.00 118.00   0.50    0.10    --   37.24 178.00 -90.00   96
 21  ω     23.00  81.00   0.50    0.10    --   37.24 -99.00 -30.00  116
 22  ω     32.00  64.00   0.50    0.30    --  109.95-112.00-120.00   64
 23  ω     67.00 106.00   0.50    0.30    --  109.95-112.00-120.00   78
 24  ω     64.00  89.00   0.50    0.30    --  109.95-149.00  -9.00   50
 25  ω     55.00 108.00   0.50    0.30    --  109.95-123.00 154.00  106
 26  ω     45.00  70.00   0.50    0.10    --   37.24-123.00 154.00   50
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method         'ω scans'
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     ?
_reflns_Friedel_coverage           0.149
_reflns_Friedel_fraction_full      0.150
_reflns_Friedel_fraction_max       0.143
_reflns_number_gt                  2135
_reflns_number_total               2216
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection         'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction          'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_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)'
_refine_diff_density_max           0.655
_refine_diff_density_min           -0.393
_refine_diff_density_rms           0.077
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack     0.020(19)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.024
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       259
_refine_ls_number_reflns           2216
_refine_ls_number_restraints       8
_refine_ls_R_factor_all            0.0477
_refine_ls_R_factor_gt             0.0468
_refine_ls_restrained_S_all        1.023
_refine_ls_shift/su_max            0.001
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.1027P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1206
_refine_ls_wR_factor_ref           0.1220
_refine_special_details            ?
_olex2_refinement_description
;
1. Restrained distances
 O26-H26A = O26-H26B
 0.87 with sigma of 0.02
 O27-H27A = O27-H27B
 0.87 with sigma of 0.02
 H26A-H26B
 1.38 with sigma of 0.04
 H27A-H27B
 1.38 with sigma of 0.04
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C14(H14A,H14B), C1(H1A,H1B), C4(H4A,H4B), C15(H15A,H15B), C2(H2A,
 H2B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C8(H8), C23(H23), C24(H24), C9(H9), C22(H22), C11(H11), C12(H12)
2.c Idealised tetrahedral OH refined as rotating group:
 O19(H19)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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
 Cl13 Cl 1.06501(12) -0.12249(6) 0.56073(7) 0.0315(2) Uani 1 1 d . . . . .
 O26 O 0.1157(3) 0.5034(2) 0.74987(17) 0.0238(5) Uani 1 1 d D . . . .
 H26A H 0.004(5) 0.486(4) 0.715(3) 0.036 Uiso 1 1 d D U . . .
 H26B H 0.095(7) 0.473(4) 0.8052(19) 0.036 Uiso 1 1 d D U . . .
 O19 O 0.7640(3) 0.4358(2) 0.63496(15) 0.0209(5) Uani 1 1 d . . . . .
 H19 H 0.680235 0.401235 0.667864 0.031 Uiso 1 1 calc R U . . .
 O18 O -0.0176(4) 0.8729(2) 0.2917(2) 0.0287(5) Uani 1 1 d . . . . .
 N6 N 0.6145(4) 0.6025(2) 0.43030(19) 0.0197(5) Uani 1 1 d . . . . .
 N20 N 0.2961(5) 1.1290(2) 0.2843(2) 0.0254(6) Uani 1 1 d . . . . .
 O27 O 0.4586(4) 0.3701(2) 0.7328(2) 0.0360(6) Uani 1 1 d D . . . .
 H27A H 0.357(7) 0.418(4) 0.735(4) 0.054 Uiso 1 1 d D U . . .
 H27B H 0.433(9) 0.299(2) 0.749(4) 0.054 Uiso 1 1 d D U . . .
 C7 C 0.8166(5) 0.2563(3) 0.5449(2) 0.0205(6) Uani 1 1 d . . . . .
 C21 C 0.1164(5) 1.0685(3) 0.2863(2) 0.0223(6) Uani 1 1 d . . . . .
 C25 C 0.2812(5) 1.2455(3) 0.2657(3) 0.0291(7) Uani 1 1 d . . . . .
 H25 H 0.405491 1.289465 0.262975 0.035 Uiso 1 1 calc R U . . .
 C5 C 0.4689(4) 0.5360(3) 0.4848(2) 0.0217(6) Uani 1 1 d . . . . .
 H5A H 0.327475 0.543819 0.452511 0.026 Uiso 1 1 calc R U . . .
 H5B H 0.469432 0.570611 0.549851 0.026 Uiso 1 1 calc R U . . .
 C14 C 0.5627(5) 0.7294(3) 0.4231(2) 0.0227(6) Uani 1 1 d . . . . .
 H14A H 0.675213 0.771650 0.393960 0.027 Uiso 1 1 calc R U . . .
 H14B H 0.556914 0.761671 0.488565 0.027 Uiso 1 1 calc R U . . .
 C1 C 0.8265(5) 0.5906(3) 0.4766(2) 0.0211(6) Uani 1 1 d . . . . .
 H1A H 0.833695 0.625787 0.541645 0.025 Uiso 1 1 calc R U . . .
 H1B H 0.922590 0.635545 0.439106 0.025 Uiso 1 1 calc R U . . .
 C4 C 0.5270(4) 0.4041(3) 0.4928(2) 0.0199(6) Uani 1 1 d . . . . .
 H4A H 0.515633 0.368197 0.427922 0.024 Uiso 1 1 calc R U . . .
 H4B H 0.428580 0.362273 0.531005 0.024 Uiso 1 1 calc R U . . .
 C8 C 1.0069(5) 0.2297(3) 0.5951(3) 0.0264(7) Uani 1 1 d . . . . .
 H8 H 1.085000 0.292641 0.626194 0.032 Uiso 1 1 calc R U . . .
 C23 C -0.0850(5) 1.2435(3) 0.2530(3) 0.0314(7) Uani 1 1 d . . . . .
 H23 H -0.214338 1.283274 0.242997 0.038 Uiso 1 1 calc R U . . .
 C15 C 0.3577(5) 0.7575(3) 0.3641(2) 0.0227(6) Uani 1 1 d . . . . .
 H15A H 0.351223 0.715161 0.301883 0.027 Uiso 1 1 calc R U . . .
 H15B H 0.240718 0.730058 0.398926 0.027 Uiso 1 1 calc R U . . .
 C10 C 0.9704(5) 0.0229(3) 0.5556(2) 0.0246(6) Uani 1 1 d . . . . .
 C24 C 0.0970(6) 1.3062(3) 0.2501(3) 0.0300(7) Uani 1 1 d . . . . .
 H24 H 0.095316 1.389616 0.237717 0.036 Uiso 1 1 calc R U . . .
 C9 C 1.0854(5) 0.1150(3) 0.6009(3) 0.0279(7) Uani 1 1 d . . . . .
 H9 H 1.215513 0.099232 0.635290 0.033 Uiso 1 1 calc R U . . .
 C22 C -0.0763(5) 1.1222(3) 0.2705(3) 0.0275(7) Uani 1 1 d . . . . .
 H22 H -0.199218 1.076544 0.271742 0.033 Uiso 1 1 calc R U . . .
 C3 C 0.7470(4) 0.3862(3) 0.5399(2) 0.0184(6) Uani 1 1 d . . . . .
 C17 C 0.1338(5) 0.9372(3) 0.3060(2) 0.0244(7) Uani 1 1 d . . . . .
 C2 C 0.8935(4) 0.4607(3) 0.4838(2) 0.0201(6) Uani 1 1 d . . . . .
 H2A H 1.035246 0.455895 0.516254 0.024 Uiso 1 1 calc R U . . .
 H2B H 0.895989 0.427121 0.418569 0.024 Uiso 1 1 calc R U . . .
 C16 C 0.3420(5) 0.8920(3) 0.3472(3) 0.0259(7) Uani 1 1 d . . . . .
 H16A H 0.378797 0.933006 0.409066 0.031 Uiso 1 1 calc R U . . .
 H16B H 0.445930 0.915122 0.303306 0.031 Uiso 1 1 calc R U . . .
 C11 C 0.7817(6) 0.0463(3) 0.5059(3) 0.0357(8) Uani 1 1 d . . . . .
 H11 H 0.703381 -0.016819 0.475287 0.043 Uiso 1 1 calc R U . . .
 C12 C 0.7060(6) 0.1630(4) 0.5006(3) 0.0349(8) Uani 1 1 d . . . . .
 H12 H 0.576190 0.178559 0.465899 0.042 Uiso 1 1 calc R U . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 Cl13 C10 1.739(3) . ?
 O26 H26A 0.86(2) . ?
 O26 H26B 0.87(2) . ?
 O19 H19 0.8400 . ?
 O19 C3 1.437(4) . ?
 O18 C17 1.220(4) . ?
 N6 C5 1.472(4) . ?
 N6 C14 1.461(4) . ?
 N6 C1 1.474(4) . ?
 N20 C21 1.353(4) . ?
 N20 C25 1.331(5) . ?
 O27 H27A 0.85(2) . ?
 O27 H27B 0.84(2) . ?
 C7 C8 1.397(4) . ?
 C7 C3 1.523(4) . ?
 C7 C12 1.381(5) . ?
 C21 C22 1.388(5) . ?
 C21 C17 1.498(4) . ?
 C25 H25 0.9500 . ?
 C25 C24 1.376(5) . ?
 C5 H5A 0.9900 . ?
 C5 H5B 0.9900 . ?
 C5 C4 1.525(4) . ?
 C14 H14A 0.9900 . ?
 C14 H14B 0.9900 . ?
 C14 C15 1.533(4) . ?
 C1 H1A 0.9900 . ?
 C1 H1B 0.9900 . ?
 C1 C2 1.519(4) . ?
 C4 H4A 0.9900 . ?
 C4 H4B 0.9900 . ?
 C4 C3 1.531(4) . ?
 C8 H8 0.9500 . ?
 C8 C9 1.382(5) . ?
 C23 H23 0.9500 . ?
 C23 C24 1.379(5) . ?
 C23 C22 1.381(5) . ?
 C15 H15A 0.9900 . ?
 C15 H15B 0.9900 . ?
 C15 C16 1.526(4) . ?
 C10 C9 1.391(5) . ?
 C10 C11 1.378(5) . ?
 C24 H24 0.9500 . ?
 C9 H9 0.9500 . ?
 C22 H22 0.9500 . ?
 C3 C2 1.536(4) . ?
 C17 C16 1.508(5) . ?
 C2 H2A 0.9900 . ?
 C2 H2B 0.9900 . ?
 C16 H16A 0.9900 . ?
 C16 H16B 0.9900 . ?
 C11 H11 0.9500 . ?
 C11 C12 1.395(5) . ?
 C12 H12 0.9500 . ?

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
 H26A O26 H26B 103(4) . . ?
 C3 O19 H19 109.5 . . ?
 C5 N6 C1 110.2(2) . . ?
 C14 N6 C5 111.9(2) . . ?
 C14 N6 C1 108.6(2) . . ?
 C25 N20 C21 116.6(3) . . ?
 H27A O27 H27B 114(5) . . ?
 C8 C7 C3 118.1(3) . . ?
 C12 C7 C8 117.7(3) . . ?
 C12 C7 C3 124.2(3) . . ?
 N20 C21 C22 123.2(3) . . ?
 N20 C21 C17 116.4(3) . . ?
 C22 C21 C17 120.4(3) . . ?
 N20 C25 H25 117.9 . . ?
 N20 C25 C24 124.1(3) . . ?
 C24 C25 H25 117.9 . . ?
 N6 C5 H5A 109.4 . . ?
 N6 C5 H5B 109.4 . . ?
 N6 C5 C4 111.1(2) . . ?
 H5A C5 H5B 108.0 . . ?
 C4 C5 H5A 109.4 . . ?
 C4 C5 H5B 109.4 . . ?
 N6 C14 H14A 108.6 . . ?
 N6 C14 H14B 108.6 . . ?
 N6 C14 C15 114.8(3) . . ?
 H14A C14 H14B 107.5 . . ?
 C15 C14 H14A 108.6 . . ?
 C15 C14 H14B 108.6 . . ?
 N6 C1 H1A 109.3 . . ?
 N6 C1 H1B 109.3 . . ?
 N6 C1 C2 111.5(2) . . ?
 H1A C1 H1B 108.0 . . ?
 C2 C1 H1A 109.3 . . ?
 C2 C1 H1B 109.3 . . ?
 C5 C4 H4A 109.2 . . ?
 C5 C4 H4B 109.2 . . ?
 C5 C4 C3 111.9(2) . . ?
 H4A C4 H4B 107.9 . . ?
 C3 C4 H4A 109.2 . . ?
 C3 C4 H4B 109.2 . . ?
 C7 C8 H8 118.9 . . ?
 C9 C8 C7 122.2(3) . . ?
 C9 C8 H8 118.9 . . ?
 C24 C23 H23 120.5 . . ?
 C24 C23 C22 119.0(3) . . ?
 C22 C23 H23 120.5 . . ?
 C14 C15 H15A 109.8 . . ?
 C14 C15 H15B 109.8 . . ?
 H15A C15 H15B 108.3 . . ?
 C16 C15 C14 109.2(3) . . ?
 C16 C15 H15A 109.8 . . ?
 C16 C15 H15B 109.8 . . ?
 C9 C10 Cl13 120.1(3) . . ?
 C11 C10 Cl13 119.6(3) . . ?
 C11 C10 C9 120.3(3) . . ?
 C25 C24 C23 118.7(3) . . ?
 C25 C24 H24 120.6 . . ?
 C23 C24 H24 120.6 . . ?
 C8 C9 C10 118.8(3) . . ?
 C8 C9 H9 120.6 . . ?
 C10 C9 H9 120.6 . . ?
 C21 C22 H22 120.8 . . ?
 C23 C22 C21 118.4(3) . . ?
 C23 C22 H22 120.8 . . ?
 O19 C3 C7 109.2(2) . . ?
 O19 C3 C4 109.7(2) . . ?
 O19 C3 C2 105.5(2) . . ?
 C7 C3 C4 114.0(2) . . ?
 C7 C3 C2 110.2(2) . . ?
 C4 C3 C2 107.9(2) . . ?
 O18 C17 C21 120.2(3) . . ?
 O18 C17 C16 123.1(3) . . ?
 C21 C17 C16 116.7(3) . . ?
 C1 C2 C3 111.5(2) . . ?
 C1 C2 H2A 109.3 . . ?
 C1 C2 H2B 109.3 . . ?
 C3 C2 H2A 109.3 . . ?
 C3 C2 H2B 109.3 . . ?
 H2A C2 H2B 108.0 . . ?
 C15 C16 H16A 108.3 . . ?
 C15 C16 H16B 108.3 . . ?
 C17 C16 C15 115.8(3) . . ?
 C17 C16 H16A 108.3 . . ?
 C17 C16 H16B 108.3 . . ?
 H16A C16 H16B 107.4 . . ?
 C10 C11 H11 120.1 . . ?
 C10 C11 C12 119.9(3) . . ?
 C12 C11 H11 120.1 . . ?
 C7 C12 C11 121.2(3) . . ?
 C7 C12 H12 119.4 . . ?
 C11 C12 H12 119.4 . . ?

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
 Cl13 C10 C9 C8 179.5(3) . . . . ?
 Cl13 C10 C11 C12 -179.2(3) . . . . ?
 O19 C3 C2 C1 -62.9(3) . . . . ?
 O18 C17 C16 C15 4.1(5) . . . . ?
 N6 C5 C4 C3 57.6(3) . . . . ?
 N6 C14 C15 C16 -169.8(3) . . . . ?
 N6 C1 C2 C3 -58.0(3) . . . . ?
 N20 C21 C22 C23 -0.8(6) . . . . ?
 N20 C21 C17 O18 -166.4(3) . . . . ?
 N20 C21 C17 C16 16.0(4) . . . . ?
 N20 C25 C24 C23 -0.6(6) . . . . ?
 C7 C8 C9 C10 -0.3(6) . . . . ?
 C7 C3 C2 C1 179.3(2) . . . . ?
 C21 N20 C25 C24 0.9(6) . . . . ?
 C21 C17 C16 C15 -178.4(3) . . . . ?
 C25 N20 C21 C22 -0.2(5) . . . . ?
 C25 N20 C21 C17 179.3(3) . . . . ?
 C5 N6 C14 C15 -66.1(3) . . . . ?
 C5 N6 C1 C2 58.8(3) . . . . ?
 C5 C4 C3 O19 60.2(3) . . . . ?
 C5 C4 C3 C7 -177.0(2) . . . . ?
 C5 C4 C3 C2 -54.2(3) . . . . ?
 C14 N6 C5 C4 -179.2(2) . . . . ?
 C14 N6 C1 C2 -178.3(2) . . . . ?
 C14 C15 C16 C17 -169.3(3) . . . . ?
 C1 N6 C5 C4 -58.3(3) . . . . ?
 C1 N6 C14 C15 172.0(3) . . . . ?
 C4 C3 C2 C1 54.3(3) . . . . ?
 C8 C7 C3 O19 -50.7(4) . . . . ?
 C8 C7 C3 C4 -173.8(3) . . . . ?
 C8 C7 C3 C2 64.8(4) . . . . ?
 C8 C7 C12 C11 0.1(6) . . . . ?
 C10 C11 C12 C7 -0.3(6) . . . . ?
 C24 C23 C22 C21 1.1(5) . . . . ?
 C9 C10 C11 C12 0.3(6) . . . . ?
 C22 C21 C17 O18 13.0(5) . . . . ?
 C22 C21 C17 C16 -164.6(3) . . . . ?
 C22 C23 C24 C25 -0.5(6) . . . . ?
 C3 C7 C8 C9 -178.0(3) . . . . ?
 C3 C7 C12 C11 178.2(4) . . . . ?
 C17 C21 C22 C23 179.8(3) . . . . ?
 C11 C10 C9 C8 0.0(6) . . . . ?
 C12 C7 C8 C9 0.2(5) . . . . ?
 C12 C7 C3 O19 131.2(3) . . . . ?
 C12 C7 C3 C4 8.2(4) . . . . ?
 C12 C7 C3 C2 -113.3(3) . . . . ?

_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
;
