data_lyw62
_audit_creation_date               2023-08-15
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_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. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C12 H15 N O4'
_chemical_formula_sum              'C12 H15 N O4'
_chemical_formula_weight           237.25
_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'
 '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        'triclinic'
_space_group_IT_number             2
_space_group_name_H-M_alt          'P -1'
_space_group_name_Hall             '-P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                     9.9347(2)
_cell_length_b                     10.76948(19)
_cell_length_c                     11.6240(2)
_cell_angle_alpha                  94.1743(15)
_cell_angle_beta                   107.5784(18)
_cell_angle_gamma                  99.6618(16)
_cell_volume                       1158.65(4)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      11693
_cell_measurement_temperature      119.97(15)
_cell_measurement_theta_max        76.8460
_cell_measurement_theta_min        4.1780
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      0.855
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.70447
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
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      1.360
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               504
_exptl_crystal_size_max            0.15
_exptl_crystal_size_mid            0.13
_exptl_crystal_size_min            0.12
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0318
_diffrn_reflns_av_unetI/netI       0.0206
_diffrn_reflns_Laue_measured_fraction_full  0.995
_diffrn_reflns_Laue_measured_fraction_max  0.952
_diffrn_reflns_limit_h_max         12
_diffrn_reflns_limit_h_min         -12
_diffrn_reflns_limit_k_max         13
_diffrn_reflns_limit_k_min         -12
_diffrn_reflns_limit_l_max         14
_diffrn_reflns_limit_l_min         -14
_diffrn_reflns_number              13254
_diffrn_reflns_point_group_measured_fraction_full  0.995
_diffrn_reflns_point_group_measured_fraction_max  0.952
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           77.079
_diffrn_reflns_theta_min           4.201
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        119.97(15)
_diffrn_detector                   'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean   10.0000
_diffrn_detector_type              HyPix
_diffrn_measured_fraction_theta_full  0.995
_diffrn_measured_fraction_theta_max  0.952
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -102.00 -75.00   0.50    0.20    -- -104.00  77.00 150.00   54
  2  ω    -70.00 -33.00   0.50    0.20    -- -104.00  77.00 150.00   74
  3  ω    -63.00 -32.00   0.50    0.20    -- -104.00  57.00 120.00   62
  4  ω    -95.00 -37.00   0.50    0.20    -- -104.00  77.00  90.00  116
  5  ω    -64.00 -36.00   0.50    0.20    -- -104.00  57.00  60.00   56
  6  ω    -60.00 -32.00   0.50    0.20    -- -104.00  57.00 150.00   56
  7  ω    -64.00 -38.00   0.50    0.20    -- -104.00  57.00  30.00   52
  8  ω    -59.00 -34.00   0.50    0.20    -- -104.00  57.00   0.00   50
  9  ω    -61.00 -36.00   0.50    0.20    -- -104.00  57.00 -60.00   50
 10  ω    -62.00 -34.00   0.50    0.20    -- -104.00  57.00-150.00   56
 11  ω    -16.00  21.00   0.50    0.30    --  -48.03  19.00 -60.00   74
 12  ω    -41.00  24.00   0.50    0.30    --  -48.03  38.00 -30.00  130
 13  ω    -24.00   6.00   0.50    0.30    --  -48.03  19.00-150.00   60
 14  ω     90.00 130.00   0.50    0.20    --  106.53 102.00 -56.00   80
 15  ω     94.00 153.00   0.50    0.20    --  106.53  57.00-150.00  118
 16  ω     97.00 178.00   0.50    0.20    --  106.53  38.00 -90.00  162
 17  ω     30.00 120.00   0.50    0.30    --   48.03  77.00 -60.00  180
 18  ω     31.00  62.00   0.50    0.30    --   48.03 -57.00-180.00   62
 19  ω     86.00 111.00   0.50    0.20    --  106.53-125.00-180.00   50
 20  ω    -22.00  24.00   0.50    0.30    --   48.03 -57.00-180.00   92
 21  ω     40.00  68.00   0.50    0.20    --  106.53-125.00-180.00   56
 22  ω     50.00  75.00   0.50    0.20    --  106.53-125.00-120.00   50
 23  ω     86.00 111.00   0.50    0.20    --  106.53-125.00-120.00   50
 24  ω     40.00 111.00   0.50    0.20    --  106.53-125.00 -90.00  142
 25  ω     61.00  87.00   0.50    0.20    --  106.53-102.00-159.00   52
 26  ω     -9.00  77.00   0.50    0.30    --   48.03-102.00-159.00  172
 27  ω     79.00 105.00   0.50    0.20    --  106.53 -99.00   0.00   52
 28  ω     49.00 110.00   0.50    0.20    --  106.53-125.00  30.00  122
 29  ω     70.00 104.00   0.50    0.20    --  106.53 -99.00  90.00   68
 30  ω     43.00  68.00   0.50    0.20    --  106.53 -57.00 150.00   50
 31  ω     19.00  71.00   0.50    0.30    --   48.03-125.00 150.00  104
 32  ω     37.00 103.00   0.50    0.20    --  106.53 -99.00 -60.00  132
 33  ω    -28.00  -2.00   0.50    0.30    --  -48.03 102.00 -56.00   52
 34  ω   -103.00 -76.00   0.50    0.20    -- -104.00 102.00 -56.00   54
 35  ω   -136.00 -95.00   0.50    0.20    -- -104.00 -19.00  30.00   82
 36  ω   -173.00-139.00   0.50    0.20    -- -104.00 -19.00  30.00   68
 37  ω   -171.00-140.00   0.50    0.20    -- -104.00 -19.00 -90.00   62
 38  ω   -130.00 -93.00   0.50    0.20    -- -104.00 -19.00 -90.00   74
 39  ω   -169.00-142.00   0.50    0.20    -- -104.00-102.00-159.00   54
 40  ω   -140.00 -87.00   0.50    0.20    -- -104.00-102.00-159.00  106
 41  ω   -114.00 -88.00   0.50    0.20    -- -104.00-125.00 -90.00   52
 42  ω   -149.00-123.00   0.50    0.20    -- -104.00-125.00 -90.00   52
 43  ω   -173.00-131.00   0.50    0.20    -- -104.00-125.00 150.00   84
 44  ω   -114.00 -88.00   0.50    0.20    -- -104.00-125.00 150.00   52
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        0.1148416000
_diffrn_orient_matrix_UB_12        -0.0519727000
_diffrn_orient_matrix_UB_13        -0.0424868000
_diffrn_orient_matrix_UB_21        -0.1111265000
_diffrn_orient_matrix_UB_22        -0.0451088000
_diffrn_orient_matrix_UB_23        -0.1273117000
_diffrn_orient_matrix_UB_31        0.0449496000
_diffrn_orient_matrix_UB_32        0.1291898000
_diffrn_orient_matrix_UB_33        -0.0406681000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             'Cu K\a'
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'Rotating-anode X-ray tube'
_diffrn_source_type                'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  4467
_reflns_number_total               4665
_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 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection         'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction          'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics      'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max           0.394
_refine_diff_density_min           -0.256
_refine_diff_density_rms           0.061
_refine_ls_extinction_coef         0.0112(11)
_refine_ls_extinction_expression  
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method       'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref     1.022
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       320
_refine_ls_number_reflns           4665
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0430
_refine_ls_R_factor_gt             0.0419
_refine_ls_restrained_S_all        1.022
_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)+(0.0745P)²+0.3277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1151
_refine_ls_wR_factor_ref           0.1162
_refine_special_details            ?
_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.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C13(H13A,H13B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C18(H18), C19(H19), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       direct
_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
 O1 O 1.28599(9) 0.81791(8) 0.76403(8) 0.0255(2) Uani 1 1 d . . . . .
 O2 O 1.33624(8) 0.63259(8) 0.82482(8) 0.0258(2) Uani 1 1 d . . . . .
 O3 O 0.43038(8) 0.31894(8) 0.34009(7) 0.0236(2) Uani 1 1 d . . . . .
 O4 O 0.37325(8) 0.47356(7) 0.22576(7) 0.02098(19) Uani 1 1 d . . . . .
 N1 N 0.67699(10) 0.46673(10) 0.48646(9) 0.0214(2) Uani 1 1 d . . . . .
 H1 H 0.6527(17) 0.3864(17) 0.4821(14) 0.029(4) Uiso 1 1 d . . . . .
 C1 C 0.81503(11) 0.52444(11) 0.55492(9) 0.0184(2) Uani 1 1 d . . . . .
 C2 C 0.86679(12) 0.65474(11) 0.56004(10) 0.0195(2) Uani 1 1 d . . . . .
 H2 H 0.805393 0.705484 0.515330 0.023 Uiso 1 1 calc R U . . .
 C3 C 1.00696(12) 0.71009(11) 0.62990(10) 0.0196(2) Uani 1 1 d . . . . .
 H3 H 1.040509 0.798590 0.632806 0.023 Uiso 1 1 calc R U . . .
 C4 C 1.09949(11) 0.63745(11) 0.69608(9) 0.0192(2) Uani 1 1 d . . . . .
 C5 C 1.04703(12) 0.50767(11) 0.69242(10) 0.0209(2) Uani 1 1 d . . . . .
 H5 H 1.108572 0.457360 0.737665 0.025 Uiso 1 1 calc R U . . .
 C6 C 0.90735(12) 0.45173(11) 0.62413(10) 0.0204(2) Uani 1 1 d . . . . .
 H6 H 0.873184 0.363793 0.623719 0.025 Uiso 1 1 calc R U . . .
 C7 C 0.58939(11) 0.52381(11) 0.38995(10) 0.0195(2) Uani 1 1 d . . . . .
 H7A H 0.644985 0.553566 0.336001 0.023 Uiso 1 1 calc R U . . .
 H7B H 0.560889 0.597956 0.424818 0.023 Uiso 1 1 calc R U . . .
 C8 C 0.45667(11) 0.42629(11) 0.31782(10) 0.0187(2) Uani 1 1 d . . . . .
 C9 C 0.24749(12) 0.38252(11) 0.14602(10) 0.0230(3) Uani 1 1 d . . . . .
 H9A H 0.177681 0.358129 0.189783 0.028 Uiso 1 1 calc R U . . .
 H9B H 0.277030 0.304907 0.119389 0.028 Uiso 1 1 calc R U . . .
 C10 C 0.17994(13) 0.44556(12) 0.03764(11) 0.0287(3) Uani 1 1 d . . . . .
 H10A H 0.106244 0.382372 -0.024284 0.043 Uiso 1 1 calc R U . . .
 H10B H 0.254224 0.482672 0.003656 0.043 Uiso 1 1 calc R U . . .
 H10C H 0.135386 0.512682 0.062974 0.043 Uiso 1 1 calc R U . . .
 C11 C 1.25128(12) 0.69236(11) 0.76785(10) 0.0202(2) Uani 1 1 d . . . . .
 C12 C 1.43195(13) 0.87905(12) 0.83465(12) 0.0280(3) Uani 1 1 d . . . . .
 H12A H 1.499488 0.846984 0.799413 0.042 Uiso 1 1 calc R U . . .
 H12B H 1.451850 0.860491 0.918789 0.042 Uiso 1 1 calc R U . . .
 H12C H 1.443415 0.971090 0.833613 0.042 Uiso 1 1 calc R U . . .
 O5 O 0.61089(9) 0.21469(8) 0.57897(7) 0.0250(2) Uani 1 1 d . . . . .
 O6 O 0.60280(8) 0.14038(8) 0.75288(7) 0.0222(2) Uani 1 1 d . . . . .
 O7 O -0.26213(9) -0.12723(9) 0.04049(8) 0.0309(2) Uani 1 1 d . . . . .
 O8 O -0.27646(9) -0.25209(9) 0.18486(8) 0.0285(2) Uani 1 1 d . . . . .
 N2 N 0.34238(11) 0.08744(10) 0.45499(9) 0.0227(2) Uani 1 1 d . . . . .
 H2A H 0.3841(17) 0.1524(16) 0.4309(14) 0.030(4) Uiso 1 1 d . . . . .
 C13 C 0.74671(12) 0.21640(11) 0.81558(10) 0.0215(2) Uani 1 1 d . . . . .
 H13A H 0.746751 0.307781 0.810591 0.026 Uiso 1 1 calc R U . . .
 H13B H 0.817022 0.191382 0.778106 0.026 Uiso 1 1 calc R U . . .
 C14 C 0.78554(13) 0.19149(13) 0.94618(11) 0.0287(3) Uani 1 1 d . . . . .
 H14A H 0.775051 0.099778 0.949254 0.043 Uiso 1 1 calc R U . . .
 H14B H 0.721318 0.224867 0.984527 0.043 Uiso 1 1 calc R U . . .
 H14C H 0.885518 0.233590 0.989790 0.043 Uiso 1 1 calc R U . . .
 C15 C 0.54877(12) 0.15043(10) 0.63519(10) 0.0193(2) Uani 1 1 d . . . . .
 C16 C 0.39749(12) 0.07245(11) 0.58177(10) 0.0212(2) Uani 1 1 d . . . . .
 H16A H 0.398384 -0.018228 0.590332 0.025 Uiso 1 1 calc R U . . .
 H16B H 0.334849 0.101175 0.625878 0.025 Uiso 1 1 calc R U . . .
 C17 C 0.20570(12) 0.02915(11) 0.38289(10) 0.0195(2) Uani 1 1 d . . . . .
 C18 C 0.15205(12) 0.06117(11) 0.26419(10) 0.0211(2) Uani 1 1 d . . . . .
 H18 H 0.209177 0.124281 0.236337 0.025 Uiso 1 1 calc R U . . .
 C19 C 0.01743(12) 0.00143(11) 0.18867(10) 0.0214(2) Uani 1 1 d . . . . .
 H19 H -0.018024 0.024595 0.109390 0.026 Uiso 1 1 calc R U . . .
 C20 C -0.06807(12) -0.09308(11) 0.22711(10) 0.0203(2) Uani 1 1 d . . . . .
 C21 C 0.11940(12) -0.06387(11) 0.42222(10) 0.0219(2) Uani 1 1 d . . . . .
 H21 H 0.153139 -0.085255 0.502394 0.026 Uiso 1 1 calc R U . . .
 C22 C -0.01525(12) -0.12489(11) 0.34440(10) 0.0220(2) Uani 1 1 d . . . . .
 H22 H -0.072144 -0.189081 0.371319 0.026 Uiso 1 1 calc R U . . .
 C23 C -0.21040(12) -0.15625(11) 0.14063(10) 0.0212(2) Uani 1 1 d . . . . .
 C24 C -0.41619(13) -0.32019(13) 0.10568(12) 0.0305(3) Uani 1 1 d . . . . .
 H24A H -0.417875 -0.323390 0.020776 0.046 Uiso 1 1 calc R U . . .
 H24B H -0.491155 -0.276378 0.116687 0.046 Uiso 1 1 calc R U . . .
 H24C H -0.434017 -0.406849 0.126042 0.046 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
 O1 C11 1.3455(14) . ?
 O1 C12 1.4464(13) . ?
 O2 C11 1.2133(14) . ?
 O3 C8 1.2061(14) . ?
 O4 C8 1.3328(13) . ?
 O4 C9 1.4623(12) . ?
 N1 H1 0.852(17) . ?
 N1 C1 1.3722(14) . ?
 N1 C7 1.4436(14) . ?
 C1 C2 1.4016(16) . ?
 C1 C6 1.4101(16) . ?
 C2 H2 0.9500 . ?
 C2 C3 1.3863(15) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.3967(16) . ?
 C4 C5 1.4001(16) . ?
 C4 C11 1.4794(14) . ?
 C5 H5 0.9500 . ?
 C5 C6 1.3796(15) . ?
 C6 H6 0.9500 . ?
 C7 H7A 0.9900 . ?
 C7 H7B 0.9900 . ?
 C7 C8 1.5113(14) . ?
 C9 H9A 0.9900 . ?
 C9 H9B 0.9900 . ?
 C9 C10 1.5051(16) . ?
 C10 H10A 0.9800 . ?
 C10 H10B 0.9800 . ?
 C10 H10C 0.9800 . ?
 C12 H12A 0.9800 . ?
 C12 H12B 0.9800 . ?
 C12 H12C 0.9800 . ?
 O5 C15 1.2054(14) . ?
 O6 C13 1.4616(12) . ?
 O6 C15 1.3300(14) . ?
 O7 C23 1.2093(14) . ?
 O8 C23 1.3469(15) . ?
 O8 C24 1.4492(13) . ?
 N2 H2A 0.860(17) . ?
 N2 C16 1.4404(14) . ?
 N2 C17 1.3748(14) . ?
 C13 H13A 0.9900 . ?
 C13 H13B 0.9900 . ?
 C13 C14 1.5052(16) . ?
 C14 H14A 0.9800 . ?
 C14 H14B 0.9800 . ?
 C14 H14C 0.9800 . ?
 C15 C16 1.5120(14) . ?
 C16 H16A 0.9900 . ?
 C16 H16B 0.9900 . ?
 C17 C18 1.4119(16) . ?
 C17 C21 1.4010(16) . ?
 C18 H18 0.9500 . ?
 C18 C19 1.3759(15) . ?
 C19 H19 0.9500 . ?
 C19 C20 1.4008(17) . ?
 C20 C22 1.3956(16) . ?
 C20 C23 1.4805(14) . ?
 C21 H21 0.9500 . ?
 C21 C22 1.3882(15) . ?
 C22 H22 0.9500 . ?
 C24 H24A 0.9800 . ?
 C24 H24B 0.9800 . ?
 C24 H24C 0.9800 . ?

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
 C11 O1 C12 115.64(9) . . ?
 C8 O4 C9 114.91(9) . . ?
 C1 N1 H1 118.2(11) . . ?
 C1 N1 C7 122.56(9) . . ?
 C7 N1 H1 115.5(11) . . ?
 N1 C1 C2 121.88(10) . . ?
 N1 C1 C6 119.44(10) . . ?
 C2 C1 C6 118.67(10) . . ?
 C1 C2 H2 119.8 . . ?
 C3 C2 C1 120.45(10) . . ?
 C3 C2 H2 119.8 . . ?
 C2 C3 H3 119.6 . . ?
 C2 C3 C4 120.86(10) . . ?
 C4 C3 H3 119.6 . . ?
 C3 C4 C5 118.65(10) . . ?
 C3 C4 C11 122.32(10) . . ?
 C5 C4 C11 119.03(10) . . ?
 C4 C5 H5 119.5 . . ?
 C6 C5 C4 121.02(10) . . ?
 C6 C5 H5 119.5 . . ?
 C1 C6 H6 119.8 . . ?
 C5 C6 C1 120.32(10) . . ?
 C5 C6 H6 119.8 . . ?
 N1 C7 H7A 109.9 . . ?
 N1 C7 H7B 109.9 . . ?
 N1 C7 C8 108.99(9) . . ?
 H7A C7 H7B 108.3 . . ?
 C8 C7 H7A 109.9 . . ?
 C8 C7 H7B 109.9 . . ?
 O3 C8 O4 124.34(10) . . ?
 O3 C8 C7 124.25(10) . . ?
 O4 C8 C7 111.41(9) . . ?
 O4 C9 H9A 110.2 . . ?
 O4 C9 H9B 110.2 . . ?
 O4 C9 C10 107.59(9) . . ?
 H9A C9 H9B 108.5 . . ?
 C10 C9 H9A 110.2 . . ?
 C10 C9 H9B 110.2 . . ?
 C9 C10 H10A 109.5 . . ?
 C9 C10 H10B 109.5 . . ?
 C9 C10 H10C 109.5 . . ?
 H10A C10 H10B 109.5 . . ?
 H10A C10 H10C 109.5 . . ?
 H10B C10 H10C 109.5 . . ?
 O1 C11 C4 112.42(9) . . ?
 O2 C11 O1 122.94(10) . . ?
 O2 C11 C4 124.63(10) . . ?
 O1 C12 H12A 109.5 . . ?
 O1 C12 H12B 109.5 . . ?
 O1 C12 H12C 109.5 . . ?
 H12A C12 H12B 109.5 . . ?
 H12A C12 H12C 109.5 . . ?
 H12B C12 H12C 109.5 . . ?
 C15 O6 C13 115.72(8) . . ?
 C23 O8 C24 116.30(9) . . ?
 C16 N2 H2A 117.3(11) . . ?
 C17 N2 H2A 117.4(10) . . ?
 C17 N2 C16 122.22(10) . . ?
 O6 C13 H13A 110.4 . . ?
 O6 C13 H13B 110.4 . . ?
 O6 C13 C14 106.72(9) . . ?
 H13A C13 H13B 108.6 . . ?
 C14 C13 H13A 110.4 . . ?
 C14 C13 H13B 110.4 . . ?
 C13 C14 H14A 109.5 . . ?
 C13 C14 H14B 109.5 . . ?
 C13 C14 H14C 109.5 . . ?
 H14A C14 H14B 109.5 . . ?
 H14A C14 H14C 109.5 . . ?
 H14B C14 H14C 109.5 . . ?
 O5 C15 O6 124.66(10) . . ?
 O5 C15 C16 124.45(10) . . ?
 O6 C15 C16 110.88(9) . . ?
 N2 C16 C15 109.07(9) . . ?
 N2 C16 H16A 109.9 . . ?
 N2 C16 H16B 109.9 . . ?
 C15 C16 H16A 109.9 . . ?
 C15 C16 H16B 109.9 . . ?
 H16A C16 H16B 108.3 . . ?
 N2 C17 C18 119.08(10) . . ?
 N2 C17 C21 122.03(10) . . ?
 C21 C17 C18 118.86(10) . . ?
 C17 C18 H18 119.8 . . ?
 C19 C18 C17 120.33(10) . . ?
 C19 C18 H18 119.8 . . ?
 C18 C19 H19 119.6 . . ?
 C18 C19 C20 120.89(10) . . ?
 C20 C19 H19 119.6 . . ?
 C19 C20 C23 118.40(10) . . ?
 C22 C20 C19 118.87(10) . . ?
 C22 C20 C23 122.72(10) . . ?
 C17 C21 H21 119.9 . . ?
 C22 C21 C17 120.21(10) . . ?
 C22 C21 H21 119.9 . . ?
 C20 C22 H22 119.6 . . ?
 C21 C22 C20 120.81(10) . . ?
 C21 C22 H22 119.6 . . ?
 O7 C23 O8 123.06(10) . . ?
 O7 C23 C20 124.42(11) . . ?
 O8 C23 C20 112.52(9) . . ?
 O8 C24 H24A 109.5 . . ?
 O8 C24 H24B 109.5 . . ?
 O8 C24 H24C 109.5 . . ?
 H24A C24 H24B 109.5 . . ?
 H24A C24 H24C 109.5 . . ?
 H24B C24 H24C 109.5 . . ?

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
 N1 C1 C2 C3 -179.86(10) . . . . ?
 N1 C1 C6 C5 179.24(10) . . . . ?
 N1 C7 C8 O3 0.58(15) . . . . ?
 N1 C7 C8 O4 -178.74(9) . . . . ?
 C1 N1 C7 C8 169.10(10) . . . . ?
 C1 C2 C3 C4 0.25(16) . . . . ?
 C2 C1 C6 C5 -1.90(16) . . . . ?
 C2 C3 C4 C5 -1.22(16) . . . . ?
 C2 C3 C4 C11 177.65(9) . . . . ?
 C3 C4 C5 C6 0.62(16) . . . . ?
 C3 C4 C11 O1 1.79(15) . . . . ?
 C3 C4 C11 O2 -178.58(11) . . . . ?
 C4 C5 C6 C1 0.95(17) . . . . ?
 C5 C4 C11 O1 -179.34(10) . . . . ?
 C5 C4 C11 O2 0.29(17) . . . . ?
 C6 C1 C2 C3 1.31(16) . . . . ?
 C7 N1 C1 C2 18.00(16) . . . . ?
 C7 N1 C1 C6 -163.17(11) . . . . ?
 C8 O4 C9 C10 -171.16(9) . . . . ?
 C9 O4 C8 O3 -3.48(16) . . . . ?
 C9 O4 C8 C7 175.84(9) . . . . ?
 C11 C4 C5 C6 -178.29(10) . . . . ?
 C12 O1 C11 O2 -1.11(16) . . . . ?
 C12 O1 C11 C4 178.53(9) . . . . ?
 O5 C15 C16 N2 0.33(16) . . . . ?
 O6 C15 C16 N2 179.17(9) . . . . ?
 N2 C17 C18 C19 177.94(10) . . . . ?
 N2 C17 C21 C22 -176.82(11) . . . . ?
 C13 O6 C15 O5 1.39(16) . . . . ?
 C13 O6 C15 C16 -177.44(9) . . . . ?
 C15 O6 C13 C14 179.58(10) . . . . ?
 C16 N2 C17 C18 171.70(10) . . . . ?
 C16 N2 C17 C21 -10.21(17) . . . . ?
 C17 N2 C16 C15 -178.86(10) . . . . ?
 C17 C18 C19 C20 -0.84(17) . . . . ?
 C17 C21 C22 C20 -1.31(18) . . . . ?
 C18 C17 C21 C22 1.28(17) . . . . ?
 C18 C19 C20 C22 0.82(17) . . . . ?
 C18 C19 C20 C23 -178.44(10) . . . . ?
 C19 C20 C22 C21 0.25(18) . . . . ?
 C19 C20 C23 O7 -4.21(18) . . . . ?
 C19 C20 C23 O8 174.83(10) . . . . ?
 C21 C17 C18 C19 -0.22(17) . . . . ?
 C22 C20 C23 O7 176.55(12) . . . . ?
 C22 C20 C23 O8 -4.40(16) . . . . ?
 C23 C20 C22 C21 179.48(10) . . . . ?
 C24 O8 C23 O7 -0.41(17) . . . . ?
 C24 O8 C23 C20 -179.47(10) . . . . ?

_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  3.612
_oxdiff_exptl_absorpt_empirical_full_min  0.220
