data_randres-h2bocp2
_audit_creation_date               2020-03-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_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. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C25 H34 N2 O5'
_chemical_formula_sum              'C25 H34 N2 O5'
_chemical_formula_weight           442.54
_chemical_melting_point            ?
_chemical_oxdiff_formula           'C25 H34 N2 O5'
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        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/c 1'
_space_group_name_Hall             '-P 2ybc'
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'

_cell_length_a                     13.313(11)
_cell_length_b                     16.775(14)
_cell_length_c                     11.290(3)
_cell_angle_alpha                  90
_cell_angle_beta                   108.53(6)
_cell_angle_gamma                  90
_cell_volume                       2391(3)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      354
_cell_measurement_temperature      139.99(10)
_cell_measurement_theta_max        72.8920
_cell_measurement_theta_min        3.4440
_shelx_estimated_absorpt_T_max     0.977
_shelx_estimated_absorpt_T_min     0.814
_exptl_absorpt_coefficient_mu      0.692
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.45266
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear pale colourless'
_exptl_crystal_density_diffrn      1.229
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         needle
_exptl_crystal_F_000               952
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 8 -4 0 0.0157
 -6 8 -1 0.0137
 -6 8 0 0.0133
 -8 2 0 0.0121
 6 7 -1 0.0208
 -6 -7 1 0.0064
 -1 2 -7 0.1254
 -2 0 7 0.1604

_exptl_crystal_size_max            0.31
_exptl_crystal_size_mid            0.048
_exptl_crystal_size_min            0.034
loop_
  _exptl_oxdiff_crystal_face_indexfrac_h
  _exptl_oxdiff_crystal_face_indexfrac_k
  _exptl_oxdiff_crystal_face_indexfrac_l
  _exptl_oxdiff_crystal_face_x
  _exptl_oxdiff_crystal_face_y
  _exptl_oxdiff_crystal_face_z
 7.6938 -4.3069 -0.4581 -0.5170 0.7519 -0.4091
 -6.0208 7.8780 -0.9286 0.7634 -0.4778 0.5747
 -6.0111 7.7690 0.0690 0.7826 -0.4912 0.4321
 -7.9007 2.1696 0.0496 0.3207 -0.8145 0.4425
 6.2822 7.3910 -0.9309 0.5203 0.8504 -0.0776
 -6.3070 -7.2409 0.5674 -0.5172 -0.8455 0.1325
 -0.7166 2.4079 -6.5520 0.0338 0.0529 0.9980
 -2.2653 -0.1556 7.3063 0.2345 -0.3391 -0.9111

_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.3394
_diffrn_reflns_av_unetI/netI       0.3416
_diffrn_reflns_Laue_measured_fraction_full  0.983
_diffrn_reflns_Laue_measured_fraction_max  0.983
_diffrn_reflns_limit_h_max         13
_diffrn_reflns_limit_h_min         -13
_diffrn_reflns_limit_k_max         16
_diffrn_reflns_limit_k_min         -16
_diffrn_reflns_limit_l_max         8
_diffrn_reflns_limit_l_min         -11
_diffrn_reflns_number              5867
_diffrn_reflns_point_group_measured_fraction_full  0.983
_diffrn_reflns_point_group_measured_fraction_max  0.983
_diffrn_reflns_theta_full          50.436
_diffrn_reflns_theta_max           50.436
_diffrn_reflns_theta_min           3.501
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        139.99(10)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   5.2817
_diffrn_detector_type              AtlasS2
_diffrn_measured_fraction_theta_full  0.983
_diffrn_measured_fraction_theta_max  0.983
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -110.00 -74.00   1.00   30.00    --  -41.16 -57.00 -30.00   36
  2  ω    -21.00  66.00   1.00   30.00    --   41.16 -38.00  90.00   87
  3  ω     44.00  92.00   1.00   30.00    --   41.16-125.00 -60.00   48
  4  ω     25.00  99.00   1.00   30.00    --   41.16  57.00-120.00   74
  5  ω     35.00 115.00   1.00  120.00    --  107.03-125.00   0.00   80
  6  ω     87.00 114.00   1.00  120.00    --  107.03  61.00 -60.00   27
  7  ω     57.00 123.00   1.00  120.00    --  107.03 -30.00  60.00   66
  8  ω     83.00 110.00   1.00  120.00    --  107.03 -94.00 150.00   27
  9  ω     79.00 176.00   1.00  120.00    --  107.03  30.00  60.00   97
 10  ω     94.00 158.00   1.00  120.00    --  107.03 125.00-116.00   64
 11  ω     36.00 108.00   1.00  120.00    --  107.03 -94.00  60.00   72
 12  ω    113.00 170.00   1.00  120.00    --  107.03 125.00 120.00   57
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.0162777000
_diffrn_orient_matrix_UB_12        0.0878772000
_diffrn_orient_matrix_UB_13        0.0289209000
_diffrn_orient_matrix_UB_21        0.1087902000
_diffrn_orient_matrix_UB_22        0.0210536000
_diffrn_orient_matrix_UB_23        -0.0122345000
_diffrn_orient_matrix_UB_31        -0.0524000000
_diffrn_orient_matrix_UB_32        0.0163278000
_diffrn_orient_matrix_UB_33        -0.1405935000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             'Cu K\a'
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'micro-focus sealed X-ray tube'
_diffrn_source_type                'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  796
_reflns_number_total               2462
_reflns_odcompleteness_completeness  97.19
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       66.97
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection         'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction          'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT (Sheldrick, 2015)'
_refine_diff_density_max           0.399
_refine_diff_density_min           -0.321
_refine_diff_density_rms           0.112
_refine_ls_extinction_coef         0.0004(3)
_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     0.938
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       298
_refine_ls_number_reflns           2462
_refine_ls_number_restraints       264
_refine_ls_R_factor_all            0.2593
_refine_ls_R_factor_gt             0.1427
_refine_ls_restrained_S_all        0.891
_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)+(0.1035P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.2924
_refine_ls_wR_factor_ref           0.3554
_refine_special_details            ?
_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. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
 C14(H14)
3.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C4(H4), C5(H5), C7(H7), C6(H6)
3.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C12(H12A,H12B,H12C), C23(H23A,H23B,H23C), C24(H24A,
 H24B,H24C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     difmap
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
 O3 O 0.1597(9) 0.3028(6) 0.1706(7) 0.064(3) Uani 1 1 d . . . . .
 O2 O 0.1428(9) 0.3456(7) 0.3542(8) 0.076(3) Uani 1 1 d . . . . .
 N2 N -0.0965(10) 0.1368(7) 0.2116(9) 0.056(3) Uani 1 1 d . . . . .
 O4 O -0.2266(9) 0.2195(6) 0.1025(7) 0.068(3) Uani 1 1 d . . . . .
 O5 O -0.2456(9) 0.1475(6) 0.2636(8) 0.065(3) Uani 1 1 d . . . . .
 O1 O -0.0441(9) 0.2576(6) -0.0178(7) 0.065(3) Uani 1 1 d . . . . .
 C15 C 0.1040(14) 0.3147(9) 0.2479(10) 0.063(4) Uani 1 1 d . . . . .
 N1 N 0.1340(11) 0.1101(7) 0.0970(9) 0.064(3) Uani 1 1 d . . . . .
 H1 H 0.120909 0.126499 0.019495 0.077 Uiso 1 1 calc R U . . .
 C11 C -0.0620(12) 0.0734(9) 0.3084(11) 0.061(4) Uani 1 1 d . . . . .
 H11A H -0.077312 0.020272 0.268410 0.073 Uiso 1 1 calc R U . . .
 H11B H -0.101807 0.078329 0.368718 0.073 Uiso 1 1 calc R U . . .
 C2 C 0.0666(13) 0.1173(9) 0.1649(11) 0.059(3) Uani 1 1 d . . . . .
 C25 C -0.3830(14) 0.1425(11) 0.3548(12) 0.078(5) Uani 1 1 d . . . . .
 H25A H -0.392712 0.085033 0.340434 0.116 Uiso 1 1 calc R U . . .
 H25B H -0.449171 0.166295 0.358374 0.116 Uiso 1 1 calc R U . . .
 H25C H -0.326658 0.152032 0.433936 0.116 Uiso 1 1 calc R U . . .
 C13 C -0.0376(13) 0.2384(9) 0.0874(10) 0.057(4) Uani 1 1 d . . . . .
 C8 C 0.2158(13) 0.0560(9) 0.2893(11) 0.061(3) Uani 1 1 d . . . . .
 C1 C -0.0463(13) 0.1451(9) 0.1152(11) 0.058(3) Uani 1 1 d . . . . .
 C9 C 0.1141(13) 0.0855(10) 0.2858(11) 0.063(4) Uani 1 1 d . . . . .
 C10 C 0.0584(12) 0.0813(9) 0.3779(11) 0.060(4) Uani 1 1 d . . . . .
 H10A H 0.072395 0.129989 0.430095 0.072 Uiso 1 1 calc R U . . .
 H10B H 0.083583 0.034674 0.433272 0.072 Uiso 1 1 calc R U . . .
 C21 C -0.1964(13) 0.1708(9) 0.1874(11) 0.058(3) Uani 1 1 d . . . . .
 C16 C 0.2744(13) 0.3234(10) 0.2022(10) 0.060(3) Uani 1 1 d . . . . .
 C22 C -0.3522(14) 0.1805(10) 0.2477(11) 0.068(4) Uani 1 1 d . . . . .
 C14 C -0.0110(13) 0.2937(9) 0.1972(10) 0.060(3) Uani 1 1 d . . . . .
 H14 H -0.034499 0.269531 0.265019 0.072 Uiso 1 1 calc R U . . .
 C18 C 0.3006(13) 0.2994(10) 0.0899(11) 0.068(4) Uani 1 1 d . . . . .
 H18A H 0.291270 0.241651 0.078085 0.102 Uiso 1 1 calc R U . . .
 H18B H 0.374387 0.313436 0.100335 0.102 Uiso 1 1 calc R U . . .
 H18C H 0.253678 0.327035 0.016779 0.102 Uiso 1 1 calc R U . . .
 C17 C 0.3373(14) 0.2782(10) 0.3152(11) 0.074(4) Uani 1 1 d . . . . .
 H17A H 0.319818 0.297342 0.388239 0.112 Uiso 1 1 calc R U . . .
 H17B H 0.413076 0.286143 0.328613 0.112 Uiso 1 1 calc R U . . .
 H17C H 0.320463 0.221280 0.302933 0.112 Uiso 1 1 calc R U . . .
 C19 C 0.2880(15) 0.4149(10) 0.2184(12) 0.079(5) Uani 1 1 d . . . . .
 H19A H 0.229537 0.441692 0.155629 0.119 Uiso 1 1 calc R U . . .
 H19B H 0.355413 0.430812 0.207659 0.119 Uiso 1 1 calc R U . . .
 H19C H 0.287726 0.429931 0.302143 0.119 Uiso 1 1 calc R U . . .
 C4 C 0.3108(14) 0.0510(10) 0.1338(14) 0.072(4) Uani 1 1 d . . . . .
 H4 H 0.313836 0.061623 0.052392 0.087 Uiso 1 1 calc R U . . .
 C5 C 0.3919(16) 0.0129(10) 0.2194(14) 0.081(5) Uani 1 1 d . . . . .
 H5 H 0.453850 0.000094 0.198669 0.097 Uiso 1 1 calc R U . . .
 C3 C 0.2247(14) 0.0738(10) 0.1668(12) 0.065(4) Uani 1 1 d . . . . .
 C20 C -0.0732(14) 0.3717(9) 0.1516(12) 0.069(4) Uani 1 1 d . . . . .
 H20A H -0.058504 0.409577 0.221070 0.103 Uiso 1 1 calc R U . . .
 H20B H -0.149212 0.360057 0.120812 0.103 Uiso 1 1 calc R U . . .
 H20C H -0.051127 0.394778 0.084050 0.103 Uiso 1 1 calc R U . . .
 C12 C -0.1029(14) 0.0998(10) -0.0052(12) 0.073(4) Uani 1 1 d . . . . .
 H12A H -0.092925 0.042322 0.009770 0.109 Uiso 1 1 calc R U . . .
 H12B H -0.073256 0.115655 -0.070813 0.109 Uiso 1 1 calc R U . . .
 H12C H -0.178693 0.112289 -0.031767 0.109 Uiso 1 1 calc R U . . .
 C7 C 0.2981(14) 0.0134(10) 0.3708(14) 0.071(4) Uani 1 1 d . . . . .
 H7 H 0.292746 -0.000843 0.449987 0.085 Uiso 1 1 calc R U . . .
 C23 C -0.3439(16) 0.2737(11) 0.2693(13) 0.086(5) Uani 1 1 d . . . . .
 H23A H -0.282179 0.285843 0.341808 0.128 Uiso 1 1 calc R U . . .
 H23B H -0.408260 0.293079 0.284332 0.128 Uiso 1 1 calc R U . . .
 H23C H -0.336276 0.299906 0.195063 0.128 Uiso 1 1 calc R U . . .
 C6 C 0.3864(15) -0.0091(11) 0.3432(14) 0.079(5) Uani 1 1 d . . . . .
 H6 H 0.442040 -0.037724 0.401433 0.095 Uiso 1 1 calc R U . . .
 C24 C -0.4279(14) 0.1575(10) 0.1234(12) 0.081(5) Uani 1 1 d . . . . .
 H24A H -0.410207 0.186549 0.057334 0.121 Uiso 1 1 calc R U . . .
 H24B H -0.500250 0.170930 0.120644 0.121 Uiso 1 1 calc R U . . .
 H24C H -0.422844 0.100064 0.110728 0.121 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
 O3 C15 1.328(17) . ?
 O3 C16 1.495(18) . ?
 O2 C15 1.257(16) . ?
 N2 C11 1.489(17) . ?
 N2 C1 1.454(17) . ?
 N2 C21 1.392(19) . ?
 O4 C21 1.226(16) . ?
 O5 C21 1.296(17) . ?
 O5 C22 1.480(19) . ?
 O1 C13 1.208(14) . ?
 C15 C14 1.50(2) . ?
 N1 C2 1.359(18) . ?
 N1 C3 1.359(19) . ?
 C11 C10 1.550(19) . ?
 C2 C1 1.50(2) . ?
 C2 C9 1.414(19) . ?
 C25 C22 1.532(19) . ?
 C13 C1 1.61(2) . ?
 C13 C14 1.498(18) . ?
 C8 C9 1.43(2) . ?
 C8 C3 1.455(19) . ?
 C8 C7 1.39(2) . ?
 C1 C12 1.531(19) . ?
 C9 C10 1.459(19) . ?
 C16 C18 1.474(18) . ?
 C16 C17 1.492(19) . ?
 C16 C19 1.55(2) . ?
 C22 C23 1.58(2) . ?
 C22 C24 1.50(2) . ?
 C14 C20 1.55(2) . ?
 C4 C5 1.36(2) . ?
 C4 C3 1.37(2) . ?
 C5 C6 1.47(2) . ?
 C7 C6 1.36(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
 C15 O3 C16 123.3(10) . . ?
 C1 N2 C11 120.7(12) . . ?
 C21 N2 C11 119.3(11) . . ?
 C21 N2 C1 116.8(11) . . ?
 C21 O5 C22 118.3(11) . . ?
 O3 C15 C14 115.5(10) . . ?
 O2 C15 O3 123.0(15) . . ?
 O2 C15 C14 121.5(13) . . ?
 C2 N1 C3 109.7(11) . . ?
 N2 C11 C10 109.8(11) . . ?
 N1 C2 C1 125.4(11) . . ?
 N1 C2 C9 109.8(14) . . ?
 C9 C2 C1 124.4(13) . . ?
 O1 C13 C1 117.7(11) . . ?
 O1 C13 C14 125.0(13) . . ?
 C14 C13 C1 117.0(10) . . ?
 C9 C8 C3 105.4(13) . . ?
 C7 C8 C9 137.6(13) . . ?
 C7 C8 C3 116.8(15) . . ?
 N2 C1 C2 109.5(10) . . ?
 N2 C1 C13 108.6(11) . . ?
 N2 C1 C12 113.8(13) . . ?
 C2 C1 C13 104.5(13) . . ?
 C2 C1 C12 109.2(13) . . ?
 C12 C1 C13 110.8(11) . . ?
 C2 C9 C8 106.6(12) . . ?
 C2 C9 C10 122.3(15) . . ?
 C8 C9 C10 131.0(13) . . ?
 C9 C10 C11 108.7(11) . . ?
 O4 C21 N2 118.9(13) . . ?
 O4 C21 O5 127.6(15) . . ?
 O5 C21 N2 113.5(12) . . ?
 O3 C16 C19 109.3(13) . . ?
 C18 C16 O3 103.6(12) . . ?
 C18 C16 C17 112.0(13) . . ?
 C18 C16 C19 108.8(12) . . ?
 C17 C16 O3 109.9(12) . . ?
 C17 C16 C19 113.0(13) . . ?
 O5 C22 C25 103.6(12) . . ?
 O5 C22 C23 109.5(14) . . ?
 O5 C22 C24 110.6(12) . . ?
 C25 C22 C23 108.2(12) . . ?
 C24 C22 C25 111.4(15) . . ?
 C24 C22 C23 113.1(13) . . ?
 C15 C14 C13 114.0(12) . . ?
 C15 C14 C20 107.6(13) . . ?
 C13 C14 C20 106.7(11) . . ?
 C5 C4 C3 118.9(14) . . ?
 C4 C5 C6 121.7(17) . . ?
 N1 C3 C8 108.5(14) . . ?
 N1 C3 C4 129.4(13) . . ?
 C4 C3 C8 122.0(15) . . ?
 C6 C7 C8 123.3(14) . . ?
 C7 C6 C5 117.1(17) . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
  _geom_hbond_publ_flag
 N1 H1 O2 0.88 2.03 2.878(13) 160.7 4_565 yes

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
 O3 C15 C14 C13 19.4(19) . . . . ?
 O3 C15 C14 C20 -98.7(14) . . . . ?
 O2 C15 C14 C13 -164.2(14) . . . . ?
 O2 C15 C14 C20 77.6(16) . . . . ?
 N2 C11 C10 C9 -51.1(15) . . . . ?
 O1 C13 C1 N2 -147.5(14) . . . . ?
 O1 C13 C1 C2 95.7(15) . . . . ?
 O1 C13 C1 C12 -22(2) . . . . ?
 O1 C13 C14 C15 -76(2) . . . . ?
 O1 C13 C14 C20 42(2) . . . . ?
 C15 O3 C16 C18 179.7(13) . . . . ?
 C15 O3 C16 C17 60.0(17) . . . . ?
 C15 O3 C16 C19 -64.5(15) . . . . ?
 N1 C2 C1 N2 173.8(14) . . . . ?
 N1 C2 C1 C13 -70.0(17) . . . . ?
 N1 C2 C1 C12 49(2) . . . . ?
 N1 C2 C9 C8 -1.1(18) . . . . ?
 N1 C2 C9 C10 -176.8(14) . . . . ?
 C11 N2 C1 C2 -29.6(18) . . . . ?
 C11 N2 C1 C13 -143.1(13) . . . . ?
 C11 N2 C1 C12 93.0(16) . . . . ?
 C11 N2 C21 O4 -175.6(12) . . . . ?
 C11 N2 C21 O5 6.4(18) . . . . ?
 C2 N1 C3 C8 0.0(18) . . . . ?
 C2 N1 C3 C4 176.2(16) . . . . ?
 C2 C9 C10 C11 29(2) . . . . ?
 C8 C9 C10 C11 -145.7(17) . . . . ?
 C8 C7 C6 C5 -1(3) . . . . ?
 C1 N2 C11 C10 56.3(16) . . . . ?
 C1 N2 C21 O4 -16(2) . . . . ?
 C1 N2 C21 O5 166.5(12) . . . . ?
 C1 C2 C9 C8 171.8(14) . . . . ?
 C1 C2 C9 C10 -4(2) . . . . ?
 C1 C13 C14 C15 97.0(16) . . . . ?
 C1 C13 C14 C20 -144.4(13) . . . . ?
 C9 C2 C1 N2 2(2) . . . . ?
 C9 C2 C1 C13 118.2(15) . . . . ?
 C9 C2 C1 C12 -123.2(15) . . . . ?
 C9 C8 C3 N1 -0.6(18) . . . . ?
 C9 C8 C3 C4 -177.2(15) . . . . ?
 C9 C8 C7 C6 177.0(19) . . . . ?
 C21 N2 C11 C10 -144.5(12) . . . . ?
 C21 N2 C1 C2 170.7(13) . . . . ?
 C21 N2 C1 C13 57.2(17) . . . . ?
 C21 N2 C1 C12 -66.7(18) . . . . ?
 C21 O5 C22 C25 -178.1(13) . . . . ?
 C21 O5 C22 C23 -62.8(14) . . . . ?
 C21 O5 C22 C24 62.5(17) . . . . ?
 C16 O3 C15 O2 1(2) . . . . ?
 C16 O3 C15 C14 177.3(13) . . . . ?
 C22 O5 C21 N2 179.4(12) . . . . ?
 C22 O5 C21 O4 2(2) . . . . ?
 C14 C13 C1 N2 38.6(19) . . . . ?
 C14 C13 C1 C2 -78.3(15) . . . . ?
 C14 C13 C1 C12 164.2(14) . . . . ?
 C4 C5 C6 C7 -3(3) . . . . ?
 C5 C4 C3 N1 -177.9(17) . . . . ?
 C5 C4 C3 C8 -2(3) . . . . ?
 C3 N1 C2 C1 -172.1(15) . . . . ?
 C3 N1 C2 C9 0.7(18) . . . . ?
 C3 C8 C9 C2 1.1(18) . . . . ?
 C3 C8 C9 C10 176.3(16) . . . . ?
 C3 C8 C7 C6 3(3) . . . . ?
 C3 C4 C5 C6 4(3) . . . . ?
 C7 C8 C9 C2 -173.7(19) . . . . ?
 C7 C8 C9 C10 1(3) . . . . ?
 C7 C8 C3 N1 175.4(14) . . . . ?
 C7 C8 C3 C4 -1(2) . . . . ?

_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  2.082
_oxdiff_exptl_absorpt_empirical_full_min  0.580
