# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_pcr-tn-mld-n-ph-ac_auto
_database_code_depnum_ccdc_archive 'CCDC 2212379'
loop_
_audit_author_name
_audit_author_address
'TANMAYEE NANDA'
;niser
India
;
_audit_update_record             
;
2022-10-12 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_audit_creation_date             2022-10-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 N O3'
_chemical_formula_sum            'C18 H15 N O3'
_chemical_formula_weight         293.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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'

_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                   12.9319(9)
_cell_length_b                   8.3942(7)
_cell_length_c                   14.1421(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.907(7)
_cell_angle_gamma                90
_cell_volume                     1468.81(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6348
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      30.4360
_cell_measurement_theta_min      3.8320
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (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_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.826
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16488
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.304
_diffrn_reflns_theta_min         3.509
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.826
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  12.00   0.50   29.54    --    3.51 -53.00-113.00  144
  2  ω     -5.00  67.00   0.50   29.54    --    3.51  53.00  30.00  144
  3  ω    -15.00  39.00   0.50   29.54    --    3.51 -99.00 120.00  108
  4  ω    -42.00  27.00   0.50   29.54    --    3.51 -77.00-180.00  138
  5  ω    -15.00  36.00   0.50   29.54    --    3.51 -99.00-180.00  102
  6  ω    -15.00  10.00   0.50   29.54    --   -4.14 -99.00 -90.00   50
  7  ω      0.00  29.00   0.50   29.54    --   -4.14 -99.00-150.00   58
;
_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      -0.0338372000
_diffrn_orient_matrix_UB_12      0.0613126000
_diffrn_orient_matrix_UB_13      -0.0267229000
_diffrn_orient_matrix_UB_21      -0.0408134000
_diffrn_orient_matrix_UB_22      -0.0221675000
_diffrn_orient_matrix_UB_23      0.0217948000
_diffrn_orient_matrix_UB_31      0.0217851000
_diffrn_orient_matrix_UB_32      0.0537682000
_diffrn_orient_matrix_UB_33      0.0394901000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2686
_reflns_number_total             3624
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3624
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.035
_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)+(0.0542P)²+0.3266P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1256
_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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C2(H2), C3(H3), C13(H13), C17(H17), C14(H14), C16(H16),
 C15(H15)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_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
O3 O 0.71472(8) 0.51984(15) 0.72440(7) 0.0568(3) Uani 1 1 d . . . . .
O1 O 0.40202(9) 0.15455(16) 0.66345(7) 0.0584(3) Uani 1 1 d . . . . .
H1 H 0.362574 0.105808 0.689487 0.088 Uiso 1 1 calc R U . . .
O2 O 0.60765(9) 0.31908(15) 0.41382(7) 0.0540(3) Uani 1 1 d . . . . .
N1 N 0.68447(9) 0.43480(15) 0.56425(8) 0.0424(3) Uani 1 1 d . . . . .
C7 C 0.52718(10) 0.28892(17) 0.55168(9) 0.0377(3) Uani 1 1 d . . . . .
C6 C 0.43426(10) 0.18754(16) 0.50734(9) 0.0377(3) Uani 1 1 d . . . . .
C10 C 0.66083(11) 0.44545(19) 0.65249(10) 0.0435(3) Uani 1 1 d . . . . .
C8 C 0.60684(10) 0.34338(17) 0.49726(9) 0.0389(3) Uani 1 1 d . . . . .
C1 C 0.37199(11) 0.12299(18) 0.56497(9) 0.0414(3) Uani 1 1 d . . . . .
C12 C 0.87514(11) 0.40567(18) 0.56737(10) 0.0436(3) Uani 1 1 d . . . . .
C5 C 0.40377(11) 0.14885(18) 0.40648(9) 0.0423(3) Uani 1 1 d . . . . .
H5 H 0.444475 0.188999 0.367423 0.051 Uiso 1 1 calc R U . . .
C4 C 0.31566(12) 0.05346(19) 0.36277(10) 0.0466(3) Uani 1 1 d . . . . .
C11 C 0.77648(11) 0.51093(19) 0.54217(11) 0.0471(3) Uani 1 1 d . . . . .
H11A H 0.793553 0.609428 0.579319 0.057 Uiso 1 1 calc R U . . .
H11B H 0.756819 0.537346 0.472426 0.057 Uiso 1 1 calc R U . . .
C9 C 0.56194(11) 0.35283(19) 0.64244(10) 0.0449(3) Uani 1 1 d . . . . .
H9 H 0.528246 0.340247 0.691786 0.054 Uiso 1 1 calc R U . . .
C2 C 0.28314(12) 0.02896(19) 0.52143(11) 0.0489(4) Uani 1 1 d . . . . .
H2 H 0.241892 -0.012070 0.559741 0.059 Uiso 1 1 calc R U . . .
C3 C 0.25514(12) -0.00454(19) 0.42186(11) 0.0506(4) Uani 1 1 d . . . . .
H3 H 0.194650 -0.067092 0.393703 0.061 Uiso 1 1 calc R U . . .
C13 C 0.90667(14) 0.3277(2) 0.49476(13) 0.0588(4) Uani 1 1 d . . . . .
H13 H 0.867529 0.341602 0.428810 0.071 Uiso 1 1 calc R U . . .
C17 C 0.93466(13) 0.3819(2) 0.66472(12) 0.0615(4) Uani 1 1 d . . . . .
H17 H 0.914548 0.433507 0.714830 0.074 Uiso 1 1 calc R U . . .
C18 C 0.28845(16) 0.0098(2) 0.25492(11) 0.0665(5) Uani 1 1 d . . . . .
H18A H 0.280150 0.105163 0.215902 0.100 Uiso 1 1 calc R U . . .
H18B H 0.222226 -0.049703 0.236136 0.100 Uiso 1 1 calc R U . . .
H18C H 0.345650 -0.053684 0.244018 0.100 Uiso 1 1 calc R U . . .
C14 C 0.99642(17) 0.2286(3) 0.51914(17) 0.0770(6) Uani 1 1 d . . . . .
H14 H 1.017680 0.177118 0.469625 0.092 Uiso 1 1 calc R U . . .
C16 C 1.02315(15) 0.2830(3) 0.68842(16) 0.0786(6) Uani 1 1 d . . . . .
H16 H 1.062341 0.268139 0.754258 0.094 Uiso 1 1 calc R U . . .
C15 C 1.05359(15) 0.2068(3) 0.61616(18) 0.0810(6) Uani 1 1 d . . . . .
H15 H 1.113395 0.139708 0.632602 0.097 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 C10 1.2236(17) . ?
O1 H1 0.8200 . ?
O1 C1 1.3586(16) . ?
O2 C8 1.2007(15) . ?
N1 C10 1.3714(17) . ?
N1 C8 1.3932(18) . ?
N1 C11 1.4622(18) . ?
C7 C6 1.4571(19) . ?
C7 C8 1.5243(18) . ?
C7 C9 1.3422(18) . ?
C6 C1 1.4100(19) . ?
C6 C5 1.4031(18) . ?
C10 C9 1.468(2) . ?
C1 C2 1.382(2) . ?
C12 C11 1.507(2) . ?
C12 C13 1.376(2) . ?
C12 C17 1.383(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(2) . ?
C4 C3 1.389(2) . ?
C4 C18 1.507(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C9 H9 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.377(2) . ?
C3 H3 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.388(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.374(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.369(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.357(3) . ?
C15 H15 0.9300 . ?

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
C1 O1 H1 109.5 . . ?
C10 N1 C8 110.33(11) . . ?
C10 N1 C11 125.20(12) . . ?
C8 N1 C11 124.46(11) . . ?
C6 C7 C8 123.49(11) . . ?
C9 C7 C6 130.53(12) . . ?
C9 C7 C8 105.99(12) . . ?
C1 C6 C7 120.92(12) . . ?
C5 C6 C7 121.70(12) . . ?
C5 C6 C1 117.37(13) . . ?
O3 C10 N1 124.45(14) . . ?
O3 C10 C9 128.34(13) . . ?
N1 C10 C9 107.20(12) . . ?
O2 C8 N1 123.46(13) . . ?
O2 C8 C7 130.21(13) . . ?
N1 C8 C7 106.32(10) . . ?
O1 C1 C6 118.46(13) . . ?
O1 C1 C2 121.38(13) . . ?
C2 C1 C6 120.16(12) . . ?
C13 C12 C11 121.11(14) . . ?
C13 C12 C17 118.34(15) . . ?
C17 C12 C11 120.54(14) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 C6 122.68(13) . . ?
C4 C5 H5 118.7 . . ?
C5 C4 C3 118.00(13) . . ?
C5 C4 C18 120.83(14) . . ?
C3 C4 C18 121.14(15) . . ?
N1 C11 C12 112.26(12) . . ?
N1 C11 H11A 109.2 . . ?
N1 C11 H11B 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C7 C9 C10 110.14(12) . . ?
C7 C9 H9 124.9 . . ?
C10 C9 H9 124.9 . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.63(14) . . ?
C3 C2 H2 119.7 . . ?
C4 C3 H3 119.4 . . ?
C2 C3 C4 121.13(14) . . ?
C2 C3 H3 119.4 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.51(17) . . ?
C14 C13 H13 119.7 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.88(17) . . ?
C16 C17 H17 119.6 . . ?
C4 C18 H18A 109.5 . . ?
C4 C18 H18B 109.5 . . ?
C4 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.89(18) . . ?
C15 C14 H14 120.1 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.29(19) . . ?
C15 C16 H16 119.9 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.09(18) . . ?
C16 C15 H15 120.0 . . ?

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 C10 C9 C7 179.99(15) . . . . ?
O1 C1 C2 C3 -178.65(14) . . . . ?
N1 C10 C9 C7 -0.06(17) . . . . ?
C7 C6 C1 O1 -1.5(2) . . . . ?
C7 C6 C1 C2 179.05(13) . . . . ?
C7 C6 C5 C4 -179.72(13) . . . . ?
C6 C7 C8 O2 1.8(2) . . . . ?
C6 C7 C8 N1 -178.89(12) . . . . ?
C6 C7 C9 C10 179.36(13) . . . . ?
C6 C1 C2 C3 0.8(2) . . . . ?
C6 C5 C4 C3 0.5(2) . . . . ?
C6 C5 C4 C18 -177.62(14) . . . . ?
C10 N1 C8 O2 178.20(13) . . . . ?
C10 N1 C8 C7 -1.16(15) . . . . ?
C10 N1 C11 C12 90.16(17) . . . . ?
C8 N1 C10 O3 -179.24(14) . . . . ?
C8 N1 C10 C9 0.80(16) . . . . ?
C8 N1 C11 C12 -91.24(16) . . . . ?
C8 C7 C6 C1 171.17(12) . . . . ?
C8 C7 C6 C5 -8.2(2) . . . . ?
C8 C7 C9 C10 -0.62(16) . . . . ?
C1 C6 C5 C4 0.9(2) . . . . ?
C1 C2 C3 C4 0.7(2) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C12 C17 C16 C15 0.0(3) . . . . ?
C5 C6 C1 O1 177.90(12) . . . . ?
C5 C6 C1 C2 -1.6(2) . . . . ?
C5 C4 C3 C2 -1.3(2) . . . . ?
C11 N1 C10 O3 -0.5(2) . . . . ?
C11 N1 C10 C9 179.57(12) . . . . ?
C11 N1 C8 O2 -0.6(2) . . . . ?
C11 N1 C8 C7 -179.94(12) . . . . ?
C11 C12 C13 C14 -178.69(16) . . . . ?
C11 C12 C17 C16 178.38(17) . . . . ?
C9 C7 C6 C1 -8.8(2) . . . . ?
C9 C7 C6 C5 171.86(14) . . . . ?
C9 C7 C8 O2 -178.21(15) . . . . ?
C9 C7 C8 N1 1.09(15) . . . . ?
C13 C12 C11 N1 104.03(17) . . . . ?
C13 C12 C17 C16 0.0(3) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C17 C12 C11 N1 -74.26(18) . . . . ?
C17 C12 C13 C14 -0.4(3) . . . . ?
C17 C16 C15 C14 0.2(4) . . . . ?
C18 C4 C3 C2 176.79(15) . . . . ?

_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 1.847
_oxdiff_exptl_absorpt_empirical_full_min 0.226
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tn-2829c_auto
_database_code_depnum_ccdc_archive 'CCDC 2212380'
loop_
_audit_author_name
_audit_author_address
'TANMAYEE NANDA'
;niser
India
;
_audit_update_record             
;
2022-10-12 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_audit_creation_date             2022-10-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 N2 O3'
_chemical_formula_sum            'C12 H12 N2 O3'
_chemical_formula_weight         232.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.1398(14)
_cell_length_b                   7.1583(9)
_cell_length_c                   14.2695(19)
_cell_angle_alpha                90
_cell_angle_beta                 110.123(14)
_cell_angle_gamma                90
_cell_volume                     1068.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4305
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      30.3740
_cell_measurement_theta_min      3.8650
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (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_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.792
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10741
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.792
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.521
_diffrn_reflns_theta_min         3.488
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.792
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  71.00   0.50   69.00    --    3.51  34.00 164.00  142
  2  ω    -71.00  -1.00   0.50   69.00    --   -4.29 -34.00   6.00  140
  3  ω    -56.00  11.00   0.50   69.00    --    3.51 -57.00  30.00  134
  4  ω    -13.00  20.00   0.50   69.00    --    3.51 -77.00   0.00   66
  5  ω     -8.00  32.00   0.50   69.00    --   -4.29 -99.00-120.00   80
  6  ω    -25.00  14.00   0.50   69.00    --   -4.29  77.00-150.00   78
  7  ω      1.00  30.00   0.50   69.00    --   -4.29 -99.00 -60.00   58
;
_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      -0.0600382000
_diffrn_orient_matrix_UB_12      -0.0281811000
_diffrn_orient_matrix_UB_13      0.0021801000
_diffrn_orient_matrix_UB_21      -0.0051590000
_diffrn_orient_matrix_UB_22      0.0860254000
_diffrn_orient_matrix_UB_23      0.0229444000
_diffrn_orient_matrix_UB_31      -0.0311811000
_diffrn_orient_matrix_UB_32      0.0402079000
_diffrn_orient_matrix_UB_33      -0.0476432000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2119
_reflns_number_total             2586
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2586
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0715
_refine_ls_restrained_S_all      1.119
_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)+(0.0537P)²+2.0667P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1655
_refine_ls_wR_factor_ref         0.1709
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C4(H4), C3(H3)
2.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_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
O3 O 0.55139(16) 0.3284(3) 0.11357(12) 0.0178(4) Uani 1 1 d . . . . .
O1 O 0.86015(16) 0.2938(3) 0.45214(12) 0.0188(4) Uani 1 1 d . . . . .
H1 H 0.925941 0.258724 0.498612 0.028 Uiso 1 1 calc R U . . .
O2 O 0.39646(16) 0.4634(3) 0.36236(13) 0.0215(4) Uani 1 1 d . . . . .
N1 N 0.43853(19) 0.3942(3) 0.21880(15) 0.0160(4) Uani 1 1 d . . . . .
N2 N 0.6660(2) 0.5330(3) 0.45120(15) 0.0182(5) Uani 1 1 d . . . . .
H2A H 0.749225 0.549761 0.476942 0.022 Uiso 1 1 calc R U . . .
H2B H 0.617577 0.556194 0.487265 0.022 Uiso 1 1 calc R U . . .
C10 C 0.5513(2) 0.3775(3) 0.19507(18) 0.0149(5) Uani 1 1 d . . . . .
C5 C 0.8271(2) 0.4614(4) 0.20361(18) 0.0167(5) Uani 1 1 d . . . . .
H5 H 0.762315 0.503885 0.144704 0.020 Uiso 1 1 calc R U . . .
C1 C 0.8926(2) 0.3472(3) 0.37229(17) 0.0146(5) Uani 1 1 d . . . . .
C8 C 0.6129(2) 0.4722(3) 0.35691(17) 0.0151(5) Uani 1 1 d . . . . .
C6 C 0.7945(2) 0.4136(3) 0.28682(17) 0.0143(5) Uani 1 1 d . . . . .
C9 C 0.4696(2) 0.4475(4) 0.31616(18) 0.0160(5) Uani 1 1 d . . . . .
C2 C 1.0182(2) 0.3349(4) 0.37405(19) 0.0181(5) Uani 1 1 d . . . . .
H2 H 1.083507 0.291331 0.432383 0.022 Uiso 1 1 calc R U . . .
C7 C 0.6616(2) 0.4255(3) 0.28442(17) 0.0143(5) Uani 1 1 d . . . . .
C4 C 0.9525(2) 0.4481(4) 0.20527(19) 0.0192(5) Uani 1 1 d . . . . .
H4 H 0.972764 0.481457 0.148026 0.023 Uiso 1 1 calc R U . . .
C3 C 1.0481(2) 0.3857(4) 0.2914(2) 0.0199(5) Uani 1 1 d . . . . .
H3 H 1.134012 0.378038 0.293147 0.024 Uiso 1 1 calc R U . . .
C11 C 0.3119(2) 0.3272(4) 0.15640(18) 0.0177(5) Uani 1 1 d . . . . .
H11A H 0.267470 0.276177 0.200142 0.021 Uiso 1 1 calc R U . . .
H11B H 0.322626 0.223889 0.113808 0.021 Uiso 1 1 calc R U . . .
C12 C 0.2284(2) 0.4778(4) 0.0899(2) 0.0261(6) Uani 1 1 d . . . . .
H12A H 0.270072 0.525910 0.044526 0.039 Uiso 1 1 calc R U . . .
H12B H 0.216193 0.580001 0.131454 0.039 Uiso 1 1 calc R U . . .
H12C H 0.145110 0.424455 0.050927 0.039 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 C10 1.215(3) . ?
O1 H1 0.8400 . ?
O1 C1 1.363(3) . ?
O2 C9 1.217(3) . ?
N1 C10 1.414(3) . ?
N1 C9 1.366(3) . ?
N1 C11 1.466(3) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C8 1.343(3) . ?
C10 C7 1.475(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.398(3) . ?
C5 C4 1.392(4) . ?
C1 C6 1.411(3) . ?
C1 C2 1.393(3) . ?
C8 C9 1.510(3) . ?
C8 C7 1.364(3) . ?
C6 C7 1.472(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(4) . ?
C4 H4 0.9500 . ?
C4 C3 1.394(4) . ?
C3 H3 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.524(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
C1 O1 H1 109.5 . . ?
C10 N1 C11 125.1(2) . . ?
C9 N1 C10 109.39(19) . . ?
C9 N1 C11 124.3(2) . . ?
H2A N2 H2B 120.0 . . ?
C8 N2 H2A 120.0 . . ?
C8 N2 H2B 120.0 . . ?
O3 C10 N1 123.1(2) . . ?
O3 C10 C7 128.3(2) . . ?
N1 C10 C7 108.5(2) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(2) . . ?
O1 C1 C6 117.9(2) . . ?
O1 C1 C2 121.4(2) . . ?
C2 C1 C6 120.7(2) . . ?
N2 C8 C9 117.8(2) . . ?
N2 C8 C7 133.4(2) . . ?
C7 C8 C9 108.8(2) . . ?
C5 C6 C1 117.8(2) . . ?
C5 C6 C7 121.3(2) . . ?
C1 C6 C7 120.9(2) . . ?
O2 C9 N1 126.5(2) . . ?
O2 C9 C8 126.6(2) . . ?
N1 C9 C8 106.8(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2 119.9 . . ?
C8 C7 C10 106.4(2) . . ?
C8 C7 C6 131.0(2) . . ?
C6 C7 C10 122.6(2) . . ?
C5 C4 H4 120.2 . . ?
C5 C4 C3 119.7(2) . . ?
C3 C4 H4 120.2 . . ?
C2 C3 C4 120.1(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
N1 C11 H11A 108.8 . . ?
N1 C11 H11B 108.8 . . ?
N1 C11 C12 113.6(2) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
O3 C10 C7 C8 179.9(3) . . . . ?
O3 C10 C7 C6 -2.0(4) . . . . ?
O1 C1 C6 C5 -177.6(2) . . . . ?
O1 C1 C6 C7 0.3(4) . . . . ?
O1 C1 C2 C3 178.5(2) . . . . ?
N1 C10 C7 C8 -1.2(3) . . . . ?
N1 C10 C7 C6 176.9(2) . . . . ?
N2 C8 C9 O2 -6.0(4) . . . . ?
N2 C8 C9 N1 177.1(2) . . . . ?
N2 C8 C7 C10 -177.3(3) . . . . ?
N2 C8 C7 C6 4.8(5) . . . . ?
C10 N1 C9 O2 -175.2(3) . . . . ?
C10 N1 C9 C8 1.7(3) . . . . ?
C10 N1 C11 C12 -96.3(3) . . . . ?
C5 C6 C7 C10 37.1(4) . . . . ?
C5 C6 C7 C8 -145.3(3) . . . . ?
C5 C4 C3 C2 0.9(4) . . . . ?
C1 C6 C7 C10 -140.7(2) . . . . ?
C1 C6 C7 C8 36.9(4) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C6 C5 C4 C3 0.1(4) . . . . ?
C6 C1 C2 C3 -0.8(4) . . . . ?
C9 N1 C10 O3 178.5(2) . . . . ?
C9 N1 C10 C7 -0.4(3) . . . . ?
C9 N1 C11 C12 97.4(3) . . . . ?
C9 C8 C7 C10 2.2(3) . . . . ?
C9 C8 C7 C6 -175.7(2) . . . . ?
C2 C1 C6 C5 1.7(4) . . . . ?
C2 C1 C6 C7 179.6(2) . . . . ?
C7 C8 C9 O2 174.4(3) . . . . ?
C7 C8 C9 N1 -2.5(3) . . . . ?
C4 C5 C6 C1 -1.4(4) . . . . ?
C4 C5 C6 C7 -179.2(2) . . . . ?
C11 N1 C10 O3 10.5(4) . . . . ?
C11 N1 C10 C7 -168.5(2) . . . . ?
C11 N1 C9 O2 -7.0(4) . . . . ?
C11 N1 C9 C8 169.9(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 1.929
_oxdiff_exptl_absorpt_empirical_full_min 0.593
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tn-2932_auto
_database_code_depnum_ccdc_archive 'CCDC 2212381'
loop_
_audit_author_name
_audit_author_address
'TANMAYEE NANDA'
;niser
India
;
_audit_update_record             
;
2022-10-12 deposited with the CCDC.	2023-06-23 downloaded from the CCDC.
;
_audit_creation_date             2022-10-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H27 N O6'
_chemical_formula_sum            'C26 H27 N O6'
_chemical_formula_weight         449.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O '
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.1511(6)
_cell_length_b                   11.6784(4)
_cell_length_c                   14.2759(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.905(4)
_cell_angle_gamma                90
_cell_volume                     2279.89(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18168
_cell_measurement_temperature    297.6(7)
_cell_measurement_theta_max      30.6430
_cell_measurement_theta_min      3.4390
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.52a (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_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            50828
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.469
_diffrn_reflns_theta_min         3.424
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.6(7)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  47.00   0.50   16.98    --    3.51-112.00  -7.00  104
  2  ω     -8.00  66.00   0.50   16.98    --    3.51  57.00  60.00  148
  3  ω    -59.00  15.00   0.50   16.98    --    3.51 -57.00 -30.00  148
  4  ω      0.00  70.00   0.50   16.98    --    3.51  37.00-180.00  140
  5  ω    -42.00  27.00   0.50   16.98    --    3.51 -77.00 -90.00  138
  6  ω     -8.00  66.00   0.50   16.98    --    3.51  57.00 150.00  148
  7  ω    -63.00   3.00   0.50   16.98    --    3.51 -37.00 -30.00  132
  8  ω    -42.00  17.00   0.50   16.98    --   -4.14 -77.00-120.00  118
  9  ω     37.00  62.00   0.50   16.98    --   -4.14  37.00  90.00   50
 10  ω      3.00  29.00   0.50   16.98    --   -4.14  37.00  90.00   52
 11  ω    -16.00  18.00   0.50   16.98    --   -4.14 -77.00 120.00   68
 12  ω      6.00  31.00   0.50   16.98    --   -4.14 -99.00 -60.00   50
 13  ω     -7.00  61.00   0.50   16.98    --   -4.14  37.00  60.00  136
;
_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      -0.0213985000
_diffrn_orient_matrix_UB_12      0.0413387000
_diffrn_orient_matrix_UB_13      0.0246323000
_diffrn_orient_matrix_UB_21      -0.0113242000
_diffrn_orient_matrix_UB_22      -0.0436950000
_diffrn_orient_matrix_UB_23      0.0298976000
_diffrn_orient_matrix_UB_31      0.0458609000
_diffrn_orient_matrix_UB_32      0.0085197000
_diffrn_orient_matrix_UB_33      0.0337961000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4340
_reflns_number_total             6015
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.52a (Rigaku OD, 2022)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         6015
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0415
_refine_ls_restrained_S_all      1.051
_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)+(0.0571P)²+0.3480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1194
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C17(H17), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C24(H24A,H24B), C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C15(H15), C11(H11), C3(H3), C12(H12), C14(H14), C13(H13)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C26(H26A,H26B,H26C), C23(H23A,H23B,H23C)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4), O1(H1)
;
_atom_sites_solution_hydrogens   geom
_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
O4 O 0.56687(7) 0.59525(7) 0.63807(6) 0.0423(2) Uani 1 1 d . . . . .
H4 H 0.527606 0.583944 0.585643 0.063 Uiso 1 1 calc R U . . .
O3 O 0.63629(7) 0.34969(8) 0.55336(7) 0.0528(3) Uani 1 1 d . . . . .
O1 O 0.85528(7) 0.31450(8) 0.80266(7) 0.0534(3) Uani 1 1 d . . . . .
H1 H 0.888666 0.257119 0.819714 0.080 Uiso 1 1 calc R U . . .
O5 O 0.43920(7) 0.43441(9) 0.57046(7) 0.0548(3) Uani 1 1 d . . . . .
O6 O 0.56762(8) 0.63424(8) 0.82081(8) 0.0573(3) Uani 1 1 d . . . . .
O2 O 0.90441(7) 0.55575(10) 0.70230(8) 0.0604(3) Uani 1 1 d . . . . .
N1 N 0.77420(8) 0.45945(9) 0.60637(8) 0.0410(2) Uani 1 1 d . . . . .
C18 C 0.57090(8) 0.49832(9) 0.69742(8) 0.0327(2) Uani 1 1 d . . . . .
C6 C 0.81163(8) 0.48846(10) 0.86231(8) 0.0347(2) Uani 1 1 d . . . . .
C17 C 0.67208(8) 0.44035(9) 0.71185(8) 0.0330(2) Uani 1 1 d . . . . .
H17 H 0.674482 0.370864 0.750876 0.040 Uiso 1 1 calc R U . . .
C7 C 0.75863(8) 0.51891(10) 0.75974(8) 0.0344(2) Uani 1 1 d . . . . .
H7 H 0.733579 0.597137 0.759812 0.041 Uiso 1 1 calc R U . . .
C16 C 0.68856(9) 0.40921(10) 0.61419(9) 0.0376(3) Uani 1 1 d . . . . .
C25 C 0.55935(8) 0.53496(10) 0.79740(9) 0.0377(3) Uani 1 1 d . . . . .
C19 C 0.48808(8) 0.41479(10) 0.65134(9) 0.0363(3) Uani 1 1 d . . . . .
C5 C 0.81450(9) 0.56287(11) 0.93839(9) 0.0408(3) Uani 1 1 d . . . . .
H5 H 0.781135 0.632098 0.925956 0.049 Uiso 1 1 calc R U . . .
C10 C 0.83148(9) 0.55649(11) 0.47601(9) 0.0397(3) Uani 1 1 d . . . . .
C1 C 0.86078(9) 0.38389(10) 0.88123(9) 0.0398(3) Uani 1 1 d . . . . .
C8 C 0.82396(9) 0.51509(11) 0.69022(9) 0.0417(3) Uani 1 1 d . . . . .
C20 C 0.46896(9) 0.31937(10) 0.71370(9) 0.0410(3) Uani 1 1 d . . . . .
H20A H 0.524990 0.268476 0.729707 0.049 Uiso 1 1 calc R U . . .
H20B H 0.412728 0.275599 0.678559 0.049 Uiso 1 1 calc R U . . .
C4 C 0.86582(10) 0.53719(13) 1.03297(9) 0.0472(3) Uani 1 1 d . . . . .
C24 C 0.53798(10) 0.44058(12) 0.86033(9) 0.0468(3) Uani 1 1 d . . . . .
H24A H 0.524879 0.473613 0.918056 0.056 Uiso 1 1 calc R U . . .
H24B H 0.595111 0.391841 0.880574 0.056 Uiso 1 1 calc R U . . .
C21 C 0.44960(10) 0.36721(11) 0.80745(10) 0.0446(3) Uani 1 1 d . . . . .
C2 C 0.91261(10) 0.35710(12) 0.97467(10) 0.0490(3) Uani 1 1 d . . . . .
H2 H 0.945605 0.287675 0.987504 0.059 Uiso 1 1 calc R U . . .
C15 C 0.78338(9) 0.65708(12) 0.48576(10) 0.0455(3) Uani 1 1 d . . . . .
H15 H 0.738417 0.658080 0.523165 0.055 Uiso 1 1 calc R U . . .
C11 C 0.89831(10) 0.55698(13) 0.41910(10) 0.0471(3) Uani 1 1 d . . . . .
H11 H 0.931055 0.489957 0.411521 0.057 Uiso 1 1 calc R U . . .
C9 C 0.81369(11) 0.44509(12) 0.52215(11) 0.0492(3) Uani 1 1 d . . . . .
H9A H 0.768482 0.399154 0.474170 0.059 Uiso 1 1 calc R U . . .
H9B H 0.874884 0.403366 0.541767 0.059 Uiso 1 1 calc R U . . .
C3 C 0.91517(11) 0.43394(13) 1.04891(10) 0.0525(4) Uani 1 1 d . . . . .
H3 H 0.951091 0.415685 1.111332 0.063 Uiso 1 1 calc R U . . .
C12 C 0.91607(11) 0.65600(15) 0.37411(10) 0.0562(4) Uani 1 1 d . . . . .
H12 H 0.960767 0.655555 0.336406 0.067 Uiso 1 1 calc R U . . .
C14 C 0.80151(11) 0.75597(13) 0.44047(12) 0.0563(4) Uani 1 1 d . . . . .
H14 H 0.768848 0.823255 0.447489 0.068 Uiso 1 1 calc R U . . .
C22 C 0.35693(11) 0.43961(14) 0.78238(13) 0.0590(4) Uani 1 1 d . . . . .
H22A H 0.365926 0.503559 0.743310 0.089 Uiso 1 1 calc R U . . .
H22B H 0.343350 0.466999 0.840978 0.089 Uiso 1 1 calc R U . . .
H22C H 0.303111 0.393901 0.747069 0.089 Uiso 1 1 calc R U . . .
C13 C 0.86814(12) 0.75518(15) 0.38468(12) 0.0621(4) Uani 1 1 d . . . . .
H13 H 0.880440 0.821949 0.354330 0.075 Uiso 1 1 calc R U . . .
C26 C 0.87021(14) 0.62155(18) 1.11381(12) 0.0709(5) Uani 1 1 d . . . . .
H26A H 0.915910 0.681231 1.110564 0.106 Uiso 1 1 calc R U . . .
H26B H 0.890917 0.582943 1.175049 0.106 Uiso 1 1 calc R U . . .
H26C H 0.806602 0.654223 1.107338 0.106 Uiso 1 1 calc R U . . .
C23 C 0.43752(14) 0.26704(16) 0.87252(13) 0.0689(5) Uani 1 1 d . . . . .
H23A H 0.382615 0.221217 0.839778 0.103 Uiso 1 1 calc R U . . .
H23B H 0.426680 0.296069 0.931807 0.103 Uiso 1 1 calc R U . . .
H23C H 0.495671 0.221004 0.886784 0.103 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
O4 H4 0.8200 . ?
O4 C18 1.4062(13) . ?
O3 C16 1.2059(15) . ?
O1 H1 0.8200 . ?
O1 C1 1.3697(16) . ?
O5 C19 1.2055(15) . ?
O6 C25 1.2039(15) . ?
O2 C8 1.2043(15) . ?
N1 C16 1.3766(16) . ?
N1 C8 1.3846(17) . ?
N1 C9 1.4600(16) . ?
C18 C17 1.5489(15) . ?
C18 C25 1.5384(16) . ?
C18 C19 1.5367(16) . ?
C6 C7 1.5061(16) . ?
C6 C5 1.3834(17) . ?
C6 C1 1.3969(17) . ?
C17 H17 0.9800 . ?
C17 C7 1.5422(15) . ?
C17 C16 1.5157(16) . ?
C7 H7 0.9800 . ?
C7 C8 1.5210(18) . ?
C25 C24 1.5011(18) . ?
C19 C20 1.4938(17) . ?
C5 H5 0.9300 . ?
C5 C4 1.3914(18) . ?
C10 C15 1.3826(19) . ?
C10 C11 1.3963(18) . ?
C10 C9 1.5084(19) . ?
C1 C2 1.3827(18) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.5386(19) . ?
C4 C3 1.383(2) . ?
C4 C26 1.506(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C21 1.5436(19) . ?
C21 C22 1.524(2) . ?
C21 C23 1.531(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.379(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C3 H3 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.370(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.382(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C13 H13 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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 O4 H4 109.5 . . ?
C1 O1 H1 109.5 . . ?
C16 N1 C8 113.11(10) . . ?
C16 N1 C9 123.32(11) . . ?
C8 N1 C9 123.26(11) . . ?
O4 C18 C17 108.95(9) . . ?
O4 C18 C25 109.73(9) . . ?
O4 C18 C19 110.17(9) . . ?
C25 C18 C17 108.26(9) . . ?
C19 C18 C17 110.89(9) . . ?
C19 C18 C25 108.81(9) . . ?
C5 C6 C7 121.45(11) . . ?
C5 C6 C1 118.99(11) . . ?
C1 C6 C7 119.54(11) . . ?
C18 C17 H17 109.5 . . ?
C7 C17 C18 113.61(9) . . ?
C7 C17 H17 109.5 . . ?
C16 C17 C18 109.77(9) . . ?
C16 C17 H17 109.5 . . ?
C16 C17 C7 104.95(9) . . ?
C6 C7 C17 115.51(9) . . ?
C6 C7 H7 108.0 . . ?
C6 C7 C8 113.15(10) . . ?
C17 C7 H7 108.0 . . ?
C8 C7 C17 103.88(9) . . ?
C8 C7 H7 108.0 . . ?
O3 C16 N1 125.24(12) . . ?
O3 C16 C17 126.14(11) . . ?
N1 C16 C17 108.62(10) . . ?
O6 C25 C18 119.96(11) . . ?
O6 C25 C24 124.13(12) . . ?
C24 C25 C18 115.90(10) . . ?
O5 C19 C18 118.42(11) . . ?
O5 C19 C20 124.42(11) . . ?
C20 C19 C18 116.97(10) . . ?
C6 C5 H5 119.0 . . ?
C6 C5 C4 121.94(12) . . ?
C4 C5 H5 119.0 . . ?
C15 C10 C11 118.67(12) . . ?
C15 C10 C9 123.16(11) . . ?
C11 C10 C9 118.15(12) . . ?
O1 C1 C6 115.99(11) . . ?
O1 C1 C2 124.09(12) . . ?
C2 C1 C6 119.90(12) . . ?
O2 C8 N1 124.10(12) . . ?
O2 C8 C7 127.29(12) . . ?
N1 C8 C7 108.57(10) . . ?
C19 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C19 C20 C21 110.34(10) . . ?
H20A C20 H20B 108.1 . . ?
C21 C20 H20A 109.6 . . ?
C21 C20 H20B 109.6 . . ?
C5 C4 C26 120.72(14) . . ?
C3 C4 C5 117.59(13) . . ?
C3 C4 C26 121.64(14) . . ?
C25 C24 H24A 109.2 . . ?
C25 C24 H24B 109.2 . . ?
C25 C24 C21 112.18(10) . . ?
H24A C24 H24B 107.9 . . ?
C21 C24 H24A 109.2 . . ?
C21 C24 H24B 109.2 . . ?
C20 C21 C24 108.89(10) . . ?
C22 C21 C20 109.41(12) . . ?
C22 C21 C24 110.31(12) . . ?
C22 C21 C23 110.06(12) . . ?
C23 C21 C20 108.85(12) . . ?
C23 C21 C24 109.29(12) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.71(13) . . ?
C3 C2 H2 120.1 . . ?
C10 C15 H15 119.7 . . ?
C14 C15 C10 120.56(13) . . ?
C14 C15 H15 119.7 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.47(14) . . ?
C12 C11 H11 119.8 . . ?
N1 C9 C10 113.75(11) . . ?
N1 C9 H9A 108.8 . . ?
N1 C9 H9B 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C4 C3 H3 119.1 . . ?
C2 C3 C4 121.84(13) . . ?
C2 C3 H3 119.1 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.24(13) . . ?
C13 C12 H12 119.9 . . ?
C15 C14 H14 120.0 . . ?
C15 C14 C13 120.08(14) . . ?
C13 C14 H14 120.0 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C13 C14 119.98(14) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C4 C26 H26A 109.5 . . ?
C4 C26 H26B 109.5 . . ?
C4 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O4 C18 C17 C7 59.69(12) . . . . ?
O4 C18 C17 C16 -57.45(11) . . . . ?
O4 C18 C25 O6 -14.22(15) . . . . ?
O4 C18 C25 C24 165.83(10) . . . . ?
O4 C18 C19 O5 7.49(16) . . . . ?
O4 C18 C19 C20 -167.79(10) . . . . ?
O1 C1 C2 C3 178.79(12) . . . . ?
O5 C19 C20 C21 -119.51(14) . . . . ?
O6 C25 C24 C21 127.55(14) . . . . ?
C18 C17 C7 C6 109.21(11) . . . . ?
C18 C17 C7 C8 -126.27(10) . . . . ?
C18 C17 C16 O3 -56.62(15) . . . . ?
C18 C17 C16 N1 123.94(10) . . . . ?
C18 C25 C24 C21 -52.51(15) . . . . ?
C18 C19 C20 C21 55.47(14) . . . . ?
C6 C7 C8 O2 -46.85(18) . . . . ?
C6 C7 C8 N1 135.33(11) . . . . ?
C6 C5 C4 C3 0.42(19) . . . . ?
C6 C5 C4 C26 178.07(13) . . . . ?
C6 C1 C2 C3 0.22(19) . . . . ?
C17 C18 C25 O6 104.57(13) . . . . ?
C17 C18 C25 C24 -75.37(12) . . . . ?
C17 C18 C19 O5 -113.21(13) . . . . ?
C17 C18 C19 C20 71.51(13) . . . . ?
C17 C7 C8 O2 -172.87(13) . . . . ?
C17 C7 C8 N1 9.31(13) . . . . ?
C7 C6 C5 C4 -177.92(11) . . . . ?
C7 C6 C1 O1 -1.06(16) . . . . ?
C7 C6 C1 C2 177.62(11) . . . . ?
C7 C17 C16 O3 -179.06(12) . . . . ?
C7 C17 C16 N1 1.50(12) . . . . ?
C16 N1 C8 O2 173.00(13) . . . . ?
C16 N1 C8 C7 -9.09(14) . . . . ?
C16 N1 C9 C10 124.31(13) . . . . ?
C16 C17 C7 C6 -130.87(10) . . . . ?
C16 C17 C7 C8 -6.35(11) . . . . ?
C25 C18 C17 C7 -59.59(12) . . . . ?
C25 C18 C17 C16 -176.74(9) . . . . ?
C25 C18 C19 O5 127.82(12) . . . . ?
C25 C18 C19 C20 -47.46(13) . . . . ?
C25 C24 C21 C20 56.42(14) . . . . ?
C25 C24 C21 C22 -63.66(15) . . . . ?
C25 C24 C21 C23 175.21(12) . . . . ?
C19 C18 C17 C7 -178.89(9) . . . . ?
C19 C18 C17 C16 63.97(12) . . . . ?
C19 C18 C25 O6 -134.82(12) . . . . ?
C19 C18 C25 C24 45.23(13) . . . . ?
C19 C20 C21 C24 -56.99(14) . . . . ?
C19 C20 C21 C22 63.64(13) . . . . ?
C19 C20 C21 C23 -176.05(12) . . . . ?
C5 C6 C7 C17 -117.60(12) . . . . ?
C5 C6 C7 C8 122.85(12) . . . . ?
C5 C6 C1 O1 -179.76(11) . . . . ?
C5 C6 C1 C2 -1.08(18) . . . . ?
C5 C4 C3 C2 -1.3(2) . . . . ?
C10 C15 C14 C13 0.1(2) . . . . ?
C10 C11 C12 C13 -0.1(2) . . . . ?
C1 C6 C7 C17 63.73(14) . . . . ?
C1 C6 C7 C8 -55.82(14) . . . . ?
C1 C6 C5 C4 0.76(18) . . . . ?
C1 C2 C3 C4 1.0(2) . . . . ?
C8 N1 C16 O3 -174.71(12) . . . . ?
C8 N1 C16 C17 4.74(14) . . . . ?
C8 N1 C9 C10 -62.53(17) . . . . ?
C15 C10 C11 C12 0.3(2) . . . . ?
C15 C10 C9 N1 -23.33(19) . . . . ?
C15 C14 C13 C12 0.2(2) . . . . ?
C11 C10 C15 C14 -0.3(2) . . . . ?
C11 C10 C9 N1 158.07(12) . . . . ?
C11 C12 C13 C14 -0.2(2) . . . . ?
C9 N1 C16 O3 -0.9(2) . . . . ?
C9 N1 C16 C17 178.52(11) . . . . ?
C9 N1 C8 O2 -0.8(2) . . . . ?
C9 N1 C8 C7 177.12(11) . . . . ?
C9 C10 C15 C14 -178.90(13) . . . . ?
C9 C10 C11 C12 178.98(13) . . . . ?
C26 C4 C3 C2 -178.95(14) . . . . ?

_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 1.387
_oxdiff_exptl_absorpt_empirical_full_min 0.660
