# 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_210951lt_0m
_database_code_depnum_ccdc_archive 'CCDC 2114370'
loop_
_audit_author_name
_audit_author_address
'Amit Sasane'
;National tsing hua university
Taiwan
;
_audit_update_record             
;
2021-10-07 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H19 N O6'
_chemical_formula_weight         369.36

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.4622(4)
_cell_length_b                   10.4948(8)
_cell_length_c                   14.1200(10)
_cell_angle_alpha                86.413(3)
_cell_angle_beta                 89.241(3)
_cell_angle_gamma                73.335(3)
_cell_volume                     915.58(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7604
_cell_measurement_theta_min      2.4183
_cell_measurement_theta_max      26.3797

_exptl_crystal_description       columnar
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7164
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            13572
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.029
_diffrn_reflns_theta_max         26.433
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3726
_reflns_number_gt                3286
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0380P)²+0.4048P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3726
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_ref         0.0897
_refine_ls_wR_factor_gt          0.0860
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 -0.29467(16) 1.25253(10) 0.53217(7) 0.0287(2) Uani 1 1 d . . . . .
O2 O 1.02107(15) 0.40801(9) 0.62260(7) 0.0267(2) Uani 1 1 d . . . . .
O3 O -0.00599(16) 1.23799(10) 0.44917(7) 0.0281(2) Uani 1 1 d . . . . .
O4 O 0.25976(14) 0.75708(8) 0.85069(6) 0.01585(19) Uani 1 1 d . . . . .
O5 O 0.12829(14) 0.74567(9) 0.99328(6) 0.0182(2) Uani 1 1 d . . . . .
O6 O 0.60025(14) 0.96920(9) 0.84903(6) 0.0183(2) Uani 1 1 d . . . . .
N1 N -0.10023(18) 1.20637(11) 0.51872(8) 0.0199(2) Uani 1 1 d . . . . .
C1 C 0.0263(2) 1.10730(12) 0.58953(9) 0.0168(3) Uani 1 1 d . . . . .
C2 C -0.0806(2) 1.05969(13) 0.66238(9) 0.0179(3) Uani 1 1 d . . . . .
H5 H -0.2334 1.0912 0.6671 0.022 Uiso 1 1 calc R U . . .
C3 C 0.0389(2) 0.96508(12) 0.72868(9) 0.0167(3) Uani 1 1 d . . . . .
H6 H -0.0323 0.9310 0.7792 0.020 Uiso 1 1 calc R U . . .
C4 C 0.26277(19) 0.91985(12) 0.72146(8) 0.0141(2) Uani 1 1 d . . . . .
C5 C 0.39987(19) 0.82148(12) 0.79533(8) 0.0144(2) Uani 1 1 d . . . . .
C6 C 0.5766(2) 0.71326(12) 0.75262(8) 0.0150(2) Uani 1 1 d . . . . .
C7 C 0.5180(2) 0.64438(12) 0.68077(9) 0.0183(3) Uani 1 1 d . . . . .
H17 H 0.3718 0.6676 0.6603 0.022 Uiso 1 1 calc R U . . .
C8 C 0.6700(2) 0.54322(13) 0.63939(9) 0.0201(3) Uani 1 1 d . . . . .
H18 H 0.6283 0.4961 0.5913 0.024 Uiso 1 1 calc R U . . .
C9 C 0.8846(2) 0.51032(12) 0.66823(9) 0.0194(3) Uani 1 1 d . . . . .
C10 C 1.2438(2) 0.39977(15) 0.62392(12) 0.0315(3) Uani 1 1 d . . . . .
H2 H 1.2626 0.4870 0.6044 0.047 Uiso 1 1 calc R U . . .
H19 H 1.3214 0.3339 0.5800 0.047 Uiso 1 1 calc R U . . .
H1 H 1.3014 0.3727 0.6883 0.047 Uiso 1 1 calc R U . . .
C11 C 0.2493(2) 1.06428(12) 0.58050(9) 0.0178(3) Uani 1 1 d . . . . .
H4 H 0.3195 1.0985 0.5297 0.021 Uiso 1 1 calc R U . . .
C12 C 0.3667(2) 0.97037(12) 0.64729(9) 0.0166(3) Uani 1 1 d . . . . .
H3 H 0.5196 0.9400 0.6426 0.020 Uiso 1 1 calc R U . . .
C13 C 0.25377(19) 0.79703(12) 0.93921(8) 0.0153(3) Uani 1 1 d . . . . .
C14 C 0.1147(2) 0.77564(13) 1.09442(9) 0.0200(3) Uani 1 1 d . . . . .
H7 H 0.1105 0.8708 1.1003 0.024 Uiso 1 1 calc R U . . .
C15 C 0.3098(2) 0.68540(16) 1.14630(10) 0.0284(3) Uani 1 1 d . . . . .
H8 H 0.3156 0.5922 1.1388 0.043 Uiso 1 1 calc R U . . .
H10 H 0.2995 0.7028 1.2138 0.043 Uiso 1 1 calc R U . . .
H9 H 0.4409 0.7025 1.1199 0.043 Uiso 1 1 calc R U . . .
C16 C -0.0964(2) 0.75445(14) 1.12785(10) 0.0251(3) Uani 1 1 d . . . . .
H12 H -0.2155 0.8145 1.0903 0.038 Uiso 1 1 calc R U . . .
H13 H -0.1172 0.7732 1.1950 0.038 Uiso 1 1 calc R U . . .
H11 H -0.0937 0.6619 1.1199 0.038 Uiso 1 1 calc R U . . .
C17 C 0.3734(2) 0.88127(12) 0.95595(9) 0.0163(3) Uani 1 1 d . . . . .
H14 H 0.3852 0.9191 1.0143 0.020 Uiso 1 1 calc R U . . .
C18 C 0.47718(19) 0.90167(12) 0.86915(8) 0.0148(2) Uani 1 1 d . . . . .
C19 C 0.7906(2) 0.67868(12) 0.78177(9) 0.0171(3) Uani 1 1 d . . . . .
H16 H 0.8316 0.7240 0.8312 0.021 Uiso 1 1 calc R U . . .
C20 C 0.9460(2) 0.57805(13) 0.73915(9) 0.0190(3) Uani 1 1 d . . . . .
H15 H 1.0929 0.5560 0.7585 0.023 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 N1 1.2271(15) . ?
O2 C9 1.3689(15) . ?
O2 C10 1.4173(17) . ?
O3 N1 1.2267(15) . ?
O4 C13 1.3397(15) . ?
O4 C5 1.4676(14) . ?
O5 C13 1.3091(15) . ?
O5 C14 1.4776(15) . ?
O6 C18 1.2278(15) . ?
N1 C1 1.4672(16) . ?
C1 C2 1.3782(18) . ?
C1 C11 1.3878(18) . ?
C2 C3 1.3860(18) . ?
C2 H5 0.9500 . ?
C3 C4 1.3920(17) . ?
C3 H6 0.9500 . ?
C4 C12 1.3946(17) . ?
C4 C5 1.5179(17) . ?
C5 C6 1.5105(17) . ?
C5 C18 1.5522(17) . ?
C6 C19 1.3863(17) . ?
C6 C7 1.3980(18) . ?
C7 C8 1.3776(18) . ?
C7 H17 0.9500 . ?
C8 C9 1.3895(19) . ?
C8 H18 0.9500 . ?
C9 C20 1.3880(19) . ?
C10 H2 0.9800 . ?
C10 H19 0.9800 . ?
C10 H1 0.9800 . ?
C11 C12 1.3821(18) . ?
C11 H4 0.9500 . ?
C12 H3 0.9500 . ?
C13 C17 1.3630(17) . ?
C14 C15 1.5085(19) . ?
C14 C16 1.5092(18) . ?
C14 H7 1.0000 . ?
C15 H8 0.9800 . ?
C15 H10 0.9800 . ?
C15 H9 0.9800 . ?
C16 H12 0.9800 . ?
C16 H13 0.9800 . ?
C16 H11 0.9800 . ?
C17 C18 1.4232(16) . ?
C17 H14 0.9500 . ?
C19 C20 1.3933(18) . ?
C19 H16 0.9500 . ?
C20 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O2 C10 116.80(11) . . ?
C13 O4 C5 107.15(9) . . ?
C13 O5 C14 117.16(10) . . ?
O3 N1 O1 123.64(11) . . ?
O3 N1 C1 118.21(11) . . ?
O1 N1 C1 118.15(11) . . ?
C2 C1 C11 122.29(12) . . ?
C2 C1 N1 118.86(11) . . ?
C11 C1 N1 118.85(11) . . ?
C1 C2 C3 118.83(11) . . ?
C1 C2 H5 120.6 . . ?
C3 C2 H5 120.6 . . ?
C2 C3 C4 120.21(11) . . ?
C2 C3 H6 119.9 . . ?
C4 C3 H6 119.9 . . ?
C3 C4 C12 119.72(11) . . ?
C3 C4 C5 121.73(11) . . ?
C12 C4 C5 118.48(11) . . ?
O4 C5 C6 107.74(9) . . ?
O4 C5 C4 108.57(9) . . ?
C6 C5 C4 113.18(10) . . ?
O4 C5 C18 103.51(9) . . ?
C6 C5 C18 115.11(10) . . ?
C4 C5 C18 108.14(10) . . ?
C19 C6 C7 119.10(11) . . ?
C19 C6 C5 123.44(11) . . ?
C7 C6 C5 117.46(11) . . ?
C8 C7 C6 120.70(12) . . ?
C8 C7 H17 119.6 . . ?
C6 C7 H17 119.6 . . ?
C7 C8 C9 119.81(12) . . ?
C7 C8 H18 120.1 . . ?
C9 C8 H18 120.1 . . ?
O2 C9 C20 124.96(12) . . ?
O2 C9 C8 114.74(12) . . ?
C20 C9 C8 120.29(12) . . ?
O2 C10 H2 109.5 . . ?
O2 C10 H19 109.5 . . ?
H2 C10 H19 109.5 . . ?
O2 C10 H1 109.5 . . ?
H2 C10 H1 109.5 . . ?
H19 C10 H1 109.5 . . ?
C12 C11 C1 118.35(11) . . ?
C12 C11 H4 120.8 . . ?
C1 C11 H4 120.8 . . ?
C11 C12 C4 120.60(11) . . ?
C11 C12 H3 119.7 . . ?
C4 C12 H3 119.7 . . ?
O5 C13 O4 111.12(10) . . ?
O5 C13 C17 132.64(11) . . ?
O4 C13 C17 116.24(10) . . ?
O5 C14 C15 109.06(11) . . ?
O5 C14 C16 104.80(10) . . ?
C15 C14 C16 113.75(11) . . ?
O5 C14 H7 109.7 . . ?
C15 C14 H7 109.7 . . ?
C16 C14 H7 109.7 . . ?
C14 C15 H8 109.5 . . ?
C14 C15 H10 109.5 . . ?
H8 C15 H10 109.5 . . ?
C14 C15 H9 109.5 . . ?
H8 C15 H9 109.5 . . ?
H10 C15 H9 109.5 . . ?
C14 C16 H12 109.5 . . ?
C14 C16 H13 109.5 . . ?
H12 C16 H13 109.5 . . ?
C14 C16 H11 109.5 . . ?
H12 C16 H11 109.5 . . ?
H13 C16 H11 109.5 . . ?
C13 C17 C18 106.80(11) . . ?
C13 C17 H14 126.6 . . ?
C18 C17 H14 126.6 . . ?
O6 C18 C17 130.94(12) . . ?
O6 C18 C5 122.77(11) . . ?
C17 C18 C5 106.27(10) . . ?
C6 C19 C20 120.55(12) . . ?
C6 C19 H16 119.7 . . ?
C20 C19 H16 119.7 . . ?
C9 C20 C19 119.53(12) . . ?
C9 C20 H15 120.2 . . ?
C19 C20 H15 120.2 . . ?

_refine_diff_density_max         0.356
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.040

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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_2210100lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2216484'
loop_
_audit_author_name
_audit_author_address
'Amit Sasane'
;National tsing hua university
Taiwan
;
_audit_update_record             
;
2022-10-31 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;
_audit_creation_date             2022-10-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H23 N O2'
_chemical_formula_sum            'C28 H23 N O2'
_chemical_formula_weight         405.47
_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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.66639(16)
_cell_length_b                   17.3063(2)
_cell_length_c                   18.4966(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4374.70(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10834
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      74.5060
_cell_measurement_theta_min      4.7470
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.606
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (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    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26604
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         4.766
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  75.00   0.50    2.00    --   56.16-125.00-150.00  110
  2  ω     44.00  71.00   0.50    2.00    --   84.29-111.00 -90.00   54
  3  ω     13.00  39.00   0.50    2.00    --   56.16 -95.00 -30.00   52
  4  ω     34.00  68.00   0.50    2.00    --   76.45 -95.00  30.00   68
  5  ω     32.00  57.00   0.50    2.00    --   69.22 -95.00  60.00   50
  6  ω     43.00  89.00   0.50    2.00    --   84.29-111.00  60.00   92
  7  ω     29.00  54.00   0.50    2.00    --   56.16 -95.00 -90.00   50
  8  ω     41.00  81.00   0.50    2.00    --   76.45 -95.00-180.00   80
  9  ω     58.00  84.00   0.50    2.00    --   76.45 -95.00-150.00   52
 10  ω     56.00  82.00   0.50    2.00    --   84.29 -95.00 -90.00   52
 11  ω     13.00  45.00   0.50    2.00    --   56.16 -95.00  30.00   64
 12  ω     41.00 114.00   0.50    2.00    --   76.45  15.00 -30.00  146
 13  ω     49.00 131.00   0.50    2.00    --   84.29  15.00-120.00  164
 14  ω     50.00 133.00   0.50    2.00    --   84.29  15.00 150.00  166
 15  ω   -105.00 -65.00   0.50    2.00    --  -75.84 -15.00 -90.00   80
 16  ω   -126.00 -41.00   0.50    2.00    --  -75.84 -15.00 -30.00  170
 17  ω    -55.00 -30.00   0.50    2.00    --  -72.08 125.00  90.00   50
 18  ω    -78.00 -34.00   0.50    2.00    --  -75.84 111.00 -90.00   88
 19  ω    -51.00 -14.00   0.50    2.00    --  -59.30 125.00-180.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0785115000
_diffrn_orient_matrix_UB_12      -0.0398803000
_diffrn_orient_matrix_UB_13      -0.0466904000
_diffrn_orient_matrix_UB_21      0.0234553000
_diffrn_orient_matrix_UB_22      -0.0552724000
_diffrn_orient_matrix_UB_23      0.0629238000
_diffrn_orient_matrix_UB_31      -0.0774801000
_diffrn_orient_matrix_UB_32      -0.0572111000
_diffrn_orient_matrix_UB_33      -0.0282310000
_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                3473
_reflns_number_total             3913
_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 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       0.00049(6)
_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   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3913
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.049
_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)+(0.0372P)²+1.1436P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0791
_refine_ls_wR_factor_ref         0.0820
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C)
;
_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
C1 C 0.40410(8) 0.18047(6) 0.55850(6) 0.0252(3) Uani 1 1 d . . . . .
C2 C 0.35077(10) 0.20244(7) 0.61933(7) 0.0331(3) Uani 1 1 d . . . . .
H2 H 0.304719 0.243381 0.615745 0.040 Uiso 1 1 calc R U . . .
C3 C 0.36402(10) 0.16538(8) 0.68490(7) 0.0368(3) Uani 1 1 d . . . . .
H3 H 0.327082 0.180945 0.725905 0.044 Uiso 1 1 calc R U . . .
C4 C 0.43128(9) 0.10540(7) 0.69092(6) 0.0310(3) Uani 1 1 d . . . . .
C5 C 0.48346(9) 0.08165(7) 0.63073(7) 0.0293(3) Uani 1 1 d . . . . .
H5 H 0.528348 0.039897 0.634116 0.035 Uiso 1 1 calc R U . . .
C6 C 0.46944(9) 0.11958(7) 0.56529(6) 0.0275(3) Uani 1 1 d . . . . .
H6 H 0.505577 0.103360 0.524130 0.033 Uiso 1 1 calc R U . . .
C8 C 0.39462(8) 0.17207(6) 0.41959(6) 0.0228(2) Uani 1 1 d . . . . .
C9 C 0.39623(8) 0.22333(6) 0.48751(6) 0.0239(2) Uani 1 1 d . . . . .
C10 C 0.28810(8) 0.24707(6) 0.46316(6) 0.0241(2) Uani 1 1 d . . . . .
H10 H 0.238301 0.221217 0.494530 0.029 Uiso 1 1 calc R U . . .
C11 C 0.24802(9) 0.18441(6) 0.33617(6) 0.0259(3) Uani 1 1 d . . . . .
C12 C 0.15504(9) 0.21631(7) 0.33023(7) 0.0323(3) Uani 1 1 d . . . . .
H12 H 0.129955 0.248594 0.367407 0.039 Uiso 1 1 calc R U . . .
C13 C 0.09931(10) 0.20040(8) 0.26932(7) 0.0393(3) Uani 1 1 d . . . . .
H13 H 0.035861 0.222297 0.264785 0.047 Uiso 1 1 calc R U . . .
C14 C 0.13496(10) 0.15306(8) 0.21510(7) 0.0386(3) Uani 1 1 d . . . . .
H14 H 0.096038 0.142181 0.173783 0.046 Uiso 1 1 calc R U . . .
C15 C 0.22763(10) 0.12168(8) 0.22147(7) 0.0375(3) Uani 1 1 d . . . . .
H15 H 0.252267 0.089174 0.184298 0.045 Uiso 1 1 calc R U . . .
C16 C 0.28487(10) 0.13722(7) 0.28157(6) 0.0320(3) Uani 1 1 d . . . . .
H16 H 0.348693 0.115871 0.285512 0.038 Uiso 1 1 calc R U . . .
C17 C 0.47086(8) 0.28847(6) 0.48008(6) 0.0253(3) Uani 1 1 d . . . . .
C18 C 0.48245(10) 0.34298(7) 0.53482(7) 0.0355(3) Uani 1 1 d . . . . .
H18 H 0.446208 0.338053 0.578404 0.043 Uiso 1 1 calc R U . . .
C19 C 0.54646(11) 0.40428(8) 0.52613(8) 0.0446(4) Uani 1 1 d . . . . .
H19 H 0.553308 0.441323 0.563696 0.054 Uiso 1 1 calc R U . . .
C20 C 0.60044(10) 0.41219(8) 0.46351(8) 0.0423(3) Uani 1 1 d . . . . .
H20 H 0.643779 0.454664 0.457756 0.051 Uiso 1 1 calc R U . . .
C21 C 0.59097(9) 0.35811(7) 0.40952(7) 0.0361(3) Uani 1 1 d . . . . .
H21 H 0.628754 0.362670 0.366619 0.043 Uiso 1 1 calc R U . . .
C22 C 0.52636(9) 0.29688(7) 0.41755(7) 0.0299(3) Uani 1 1 d . . . . .
H22 H 0.519927 0.260101 0.379725 0.036 Uiso 1 1 calc R U . . .
C23 C 0.26396(8) 0.33096(6) 0.45377(6) 0.0253(2) Uani 1 1 d . . . . .
C24 C 0.21086(8) 0.36783(7) 0.50787(7) 0.0294(3) Uani 1 1 d . . . . .
H24 H 0.187990 0.339100 0.548239 0.035 Uiso 1 1 calc R U . . .
C25 C 0.19108(9) 0.44639(7) 0.50321(7) 0.0357(3) Uani 1 1 d . . . . .
H25 H 0.156106 0.471567 0.540831 0.043 Uiso 1 1 calc R U . . .
C26 C 0.22236(9) 0.48776(7) 0.44380(8) 0.0380(3) Uani 1 1 d . . . . .
H26 H 0.208045 0.541349 0.440278 0.046 Uiso 1 1 calc R U . . .
C27 C 0.27458(9) 0.45153(7) 0.38919(7) 0.0345(3) Uani 1 1 d . . . . .
H27 H 0.295755 0.480183 0.348276 0.041 Uiso 1 1 calc R U . . .
C28 C 0.29584(9) 0.37337(7) 0.39444(6) 0.0283(3) Uani 1 1 d . . . . .
H28 H 0.332343 0.348702 0.357327 0.034 Uiso 1 1 calc R U . . .
C31 C 0.51494(11) 0.01612(8) 0.76720(7) 0.0407(3) Uani 1 1 d . . . . .
H31A H 0.499265 -0.028738 0.737017 0.061 Uiso 1 1 calc R U . . .
H31B H 0.517892 0.000256 0.818014 0.061 Uiso 1 1 calc R U . . .
H31C H 0.578410 0.037353 0.752580 0.061 Uiso 1 1 calc R U . . .
N7 N 0.30654(7) 0.20061(5) 0.39717(5) 0.0244(2) Uani 1 1 d . . . . .
O29 O 0.44887(6) 0.12381(4) 0.39382(4) 0.0271(2) Uani 1 1 d . . . . .
O30 O 0.44108(7) 0.07364(5) 0.75845(5) 0.0414(2) Uani 1 1 d . . . . .


_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
C1 C2 1.3935(17) . ?
C1 C6 1.3869(16) . ?
C1 C9 1.5119(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.3838(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3910(18) . ?
C4 C5 1.3845(17) . ?
C4 O30 1.3712(14) . ?
C5 H5 0.9500 . ?
C5 C6 1.3902(17) . ?
C6 H6 0.9500 . ?
C8 C9 1.5381(15) . ?
C8 N7 1.3655(14) . ?
C8 O29 1.2143(13) . ?
C9 C10 1.5985(15) . ?
C9 C17 1.5264(15) . ?
C10 H10 1.0000 . ?
C10 C23 1.4990(15) . ?
C10 N7 1.4831(14) . ?
C11 C12 1.3897(17) . ?
C11 C16 1.3931(17) . ?
C11 N7 1.4111(14) . ?
C12 H12 0.9500 . ?
C12 C13 1.3875(18) . ?
C13 H13 0.9500 . ?
C13 C14 1.3836(19) . ?
C14 H14 0.9500 . ?
C14 C15 1.3831(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.3857(17) . ?
C16 H16 0.9500 . ?
C17 C18 1.3929(17) . ?
C17 C22 1.3908(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.3845(19) . ?
C19 H19 0.9500 . ?
C19 C20 1.380(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.3872(17) . ?
C22 H22 0.9500 . ?
C23 C24 1.3909(16) . ?
C23 C28 1.3903(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.3890(17) . ?
C25 H25 0.9500 . ?
C25 C26 1.3794(19) . ?
C26 H26 0.9500 . ?
C26 C27 1.3866(19) . ?
C27 H27 0.9500 . ?
C27 C28 1.3869(17) . ?
C28 H28 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C31 O30 1.4269(16) . ?

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
C2 C1 C9 122.02(10) . . ?
C6 C1 C2 118.09(11) . . ?
C6 C1 C9 119.82(10) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.85(11) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.16(11) . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.84(11) . . ?
O30 C4 C3 115.89(11) . . ?
O30 C4 C5 124.27(11) . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.27(11) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 121.76(11) . . ?
C1 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
N7 C8 C9 92.98(9) . . ?
O29 C8 C9 135.12(10) . . ?
O29 C8 N7 131.90(11) . . ?
C1 C9 C8 115.30(9) . . ?
C1 C9 C10 115.88(9) . . ?
C1 C9 C17 113.14(9) . . ?
C8 C9 C10 84.54(8) . . ?
C17 C9 C8 111.22(9) . . ?
C17 C9 C10 113.74(9) . . ?
C9 C10 H10 110.5 . . ?
C23 C10 C9 119.01(9) . . ?
C23 C10 H10 110.5 . . ?
N7 C10 C9 86.30(8) . . ?
N7 C10 H10 110.5 . . ?
N7 C10 C23 117.85(9) . . ?
C12 C11 C16 120.41(11) . . ?
C12 C11 N7 120.17(10) . . ?
C16 C11 N7 119.41(11) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.16(12) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.85(12) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.56(12) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.60(12) . . ?
C16 C15 H15 119.7 . . ?
C11 C16 H16 120.3 . . ?
C15 C16 C11 119.42(12) . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C9 120.71(11) . . ?
C22 C17 C9 121.10(10) . . ?
C22 C17 C18 118.14(11) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.43(13) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.74(13) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.3 . . ?
C21 C20 C19 119.46(12) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.14(13) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 119.5 . . ?
C21 C22 C17 121.08(12) . . ?
C21 C22 H22 119.5 . . ?
C24 C23 C10 118.41(10) . . ?
C28 C23 C10 122.26(10) . . ?
C28 C23 C24 119.28(11) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.39(12) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.81(12) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.33(12) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.86(12) . . ?
C28 C27 H27 120.1 . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.30(12) . . ?
C27 C28 H28 119.9 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O30 C31 H31A 109.5 . . ?
O30 C31 H31B 109.5 . . ?
O30 C31 H31C 109.5 . . ?
C8 N7 C10 95.51(8) . . ?
C8 N7 C11 132.11(10) . . ?
C11 N7 C10 132.02(9) . . ?
C4 O30 C31 116.88(10) . . ?

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
C1 C2 C3 C4 0.1(2) . . . . ?
C1 C9 C10 C23 118.86(11) . . . . ?
C1 C9 C10 N7 -121.18(10) . . . . ?
C1 C9 C17 C18 -50.03(14) . . . . ?
C1 C9 C17 C22 132.48(11) . . . . ?
C2 C1 C6 C5 -1.01(18) . . . . ?
C2 C1 C9 C8 -139.49(12) . . . . ?
C2 C1 C9 C10 -43.04(15) . . . . ?
C2 C1 C9 C17 90.91(13) . . . . ?
C2 C3 C4 C5 -1.4(2) . . . . ?
C2 C3 C4 O30 178.36(12) . . . . ?
C3 C4 C5 C6 1.56(19) . . . . ?
C3 C4 O30 C31 -175.32(12) . . . . ?
C4 C5 C6 C1 -0.33(18) . . . . ?
C5 C4 O30 C31 4.47(18) . . . . ?
C6 C1 C2 C3 1.13(19) . . . . ?
C6 C1 C9 C8 43.65(14) . . . . ?
C6 C1 C9 C10 140.11(11) . . . . ?
C6 C1 C9 C17 -85.95(13) . . . . ?
C8 C9 C10 C23 -125.62(10) . . . . ?
C8 C9 C10 N7 -5.66(7) . . . . ?
C8 C9 C17 C18 178.32(10) . . . . ?
C8 C9 C17 C22 0.83(14) . . . . ?
C9 C1 C2 C3 -175.78(12) . . . . ?
C9 C1 C6 C5 175.97(11) . . . . ?
C9 C8 N7 C10 -6.63(9) . . . . ?
C9 C8 N7 C11 179.87(11) . . . . ?
C9 C10 C23 C24 -102.52(12) . . . . ?
C9 C10 C23 C28 75.07(14) . . . . ?
C9 C10 N7 C8 6.38(8) . . . . ?
C9 C10 N7 C11 179.89(11) . . . . ?
C9 C17 C18 C19 -176.51(12) . . . . ?
C9 C17 C22 C21 177.06(11) . . . . ?
C10 C9 C17 C18 84.93(13) . . . . ?
C10 C9 C17 C22 -92.56(12) . . . . ?
C10 C23 C24 C25 176.74(11) . . . . ?
C10 C23 C28 C27 -177.79(11) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C11 C16 C15 -0.61(18) . . . . ?
C12 C11 N7 C8 173.02(11) . . . . ?
C12 C11 N7 C10 1.73(18) . . . . ?
C12 C13 C14 C15 -0.5(2) . . . . ?
C13 C14 C15 C16 0.0(2) . . . . ?
C14 C15 C16 C11 0.52(19) . . . . ?
C16 C11 C12 C13 0.15(18) . . . . ?
C16 C11 N7 C8 -7.98(18) . . . . ?
C16 C11 N7 C10 -179.26(11) . . . . ?
C17 C9 C10 C23 -14.82(14) . . . . ?
C17 C9 C10 N7 105.14(10) . . . . ?
C17 C18 C19 C20 -0.5(2) . . . . ?
C18 C17 C22 C21 -0.50(17) . . . . ?
C18 C19 C20 C21 -0.6(2) . . . . ?
C19 C20 C21 C22 1.1(2) . . . . ?
C20 C21 C22 C17 -0.59(19) . . . . ?
C22 C17 C18 C19 1.05(18) . . . . ?
C23 C10 N7 C8 127.41(10) . . . . ?
C23 C10 N7 C11 -59.07(16) . . . . ?
C23 C24 C25 C26 1.47(18) . . . . ?
C24 C23 C28 C27 -0.22(17) . . . . ?
C24 C25 C26 C27 -0.88(19) . . . . ?
C25 C26 C27 C28 -0.26(19) . . . . ?
C26 C27 C28 C23 0.81(18) . . . . ?
C28 C23 C24 C25 -0.92(17) . . . . ?
N7 C8 C9 C1 122.24(10) . . . . ?
N7 C8 C9 C10 6.15(8) . . . . ?
N7 C8 C9 C17 -107.22(9) . . . . ?
N7 C10 C23 C24 155.39(10) . . . . ?
N7 C10 C23 C28 -27.02(16) . . . . ?
N7 C11 C12 C13 179.15(11) . . . . ?
N7 C11 C16 C15 -179.62(11) . . . . ?
O29 C8 C9 C1 -57.49(17) . . . . ?
O29 C8 C9 C10 -173.58(13) . . . . ?
O29 C8 C9 C17 73.05(16) . . . . ?
O29 C8 N7 C10 173.12(12) . . . . ?
O29 C8 N7 C11 -0.4(2) . . . . ?
O30 C4 C5 C6 -178.22(11) . . . . ?

_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 1.222
_oxdiff_exptl_absorpt_empirical_full_min 0.860
####################################################################### 
# 
# 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_220747lt_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2cym65
_database_code_depnum_ccdc_archive 'CCDC 2203207'
loop_
_audit_author_name
_audit_author_address
'Amit Sasane'
;National tsing hua university
Taiwan
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;
_audit_creation_date             2022-07-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 O2'
_chemical_formula_sum            'C16 H16 O2'
_chemical_formula_weight         240.29
_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'
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                   11.41961(18)
_cell_length_b                   5.65053(12)
_cell_length_c                   19.2947(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.7637(17)
_cell_angle_gamma                90
_cell_volume                     1218.88(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5407
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.3270
_cell_measurement_theta_min      3.9650
_shelx_estimated_absorpt_T_max   0.936
_shelx_estimated_absorpt_T_min   0.917
_exptl_absorpt_coefficient_mu    0.675
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (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    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8591
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.954
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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 -35.00   0.50    0.05    --  -59.16 136.00 -16.00   50
  2  ω    -67.00 -42.00   0.50    0.05    --  -59.16 134.00 164.00   50
  3  ω   -106.00 -65.00   0.50    0.05    --  -72.12 136.00 -16.00   82
  4  ω    -89.00 -64.00   0.50    0.05    --  -72.12 134.00 164.00   50
  5  ω    -67.00 -28.00   0.50    0.05    --  -75.04 136.00 -16.00   78
  6  ω     29.00  54.00   0.50    0.05    --   75.69-134.00  97.00   50
  7  ω     43.00  68.00   0.50    0.05    --   75.69-136.00 -81.00   50
  8  ω     37.00  77.00   0.50    0.05    --   83.90-136.00 -81.00   80
  9  ω     38.00  78.00   0.50    0.05    --   83.90-134.00  97.00   80
 10  ω     17.00  43.00   0.50    0.05    --   56.22 -95.00 -60.00   52
 11  ω     37.00  89.00   0.50    0.05    --   56.22  15.00-180.00  104
 12  ω   -106.00 -70.00   0.50    0.05    --  -59.16 -15.00-180.00   72
 13  ω    -67.00 -42.00   0.50    0.05    --  -59.16 -15.00 -30.00   50
 14  ω   -100.00 -74.00   0.50    0.05    --  -59.16 -15.00 -30.00   52
 15  ω    -63.00 -38.00   0.50    0.05    --  -59.16 -15.00-180.00   50
 16  ω    -58.00 -27.00   0.50    0.05    --  -75.04 111.00 -30.00   62
 17  ω   -118.00 -52.00   0.50    0.05    --  -75.04 -15.00  60.00  132
 18  ω     30.00  92.00   0.50    0.05    --   75.69-111.00-150.00  124
 19  ω     37.00  77.00   0.50    0.05    --   75.69 -95.00 120.00   80
 20  ω     43.00  92.00   0.50    0.05    --   83.90 -95.00 -60.00   98
 21  ω     60.00  91.00   0.50    0.05    --   83.90 -95.00  90.00   62
 22  ω     67.00  92.00   0.50    0.05    --   83.90 -95.00-150.00   50
 23  ω     67.00  92.00   0.50    0.05    --   83.90 -95.00  30.00   50
 24  ω     36.00  93.00   0.50    0.05    --   83.90-111.00  30.00  114
 25  ω     66.00  91.00   0.50    0.05    --   83.90 -95.00 -90.00   50
 26  ω     58.00 134.00   0.50    0.05    --   83.90  15.00-150.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0338702000
_diffrn_orient_matrix_UB_12      -0.1783031000
_diffrn_orient_matrix_UB_13      -0.0530276000
_diffrn_orient_matrix_UB_21      0.0301705000
_diffrn_orient_matrix_UB_22      0.2062062000
_diffrn_orient_matrix_UB_23      -0.0455630000
_diffrn_orient_matrix_UB_31      0.1301446000
_diffrn_orient_matrix_UB_32      -0.0014090000
_diffrn_orient_matrix_UB_33      0.0419971000
_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                1997
_reflns_number_total             2167
_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 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.0022(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   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0345
_refine_ls_R_factor_gt           0.0322
_refine_ls_restrained_S_all      1.070
_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)+(0.0355P)²+0.4606P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0813
_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 O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
2.d Idealised tetrahedral OH refined as rotating group:
 O18(H18)
;
_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
C1 C 0.72007(9) -0.1147(2) 0.09850(6) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.79111(10) 0.0593(2) 0.07635(6) 0.0186(3) Uani 1 1 d . . . . .
H2 H 0.802705 0.205897 0.100902 0.022 Uiso 1 1 calc R U . . .
C3 C 0.84502(10) 0.0215(2) 0.01908(6) 0.0219(3) Uani 1 1 d . . . . .
H3 H 0.893755 0.141149 0.004971 0.026 Uiso 1 1 calc R U . . .
C4 C 0.82772(10) -0.1916(2) -0.01773(6) 0.0222(3) Uani 1 1 d . . . . .
H4 H 0.863448 -0.217256 -0.057450 0.027 Uiso 1 1 calc R U . . .
C5 C 0.75819(10) -0.3653(2) 0.00400(6) 0.0208(3) Uani 1 1 d . . . . .
H5 H 0.746557 -0.511333 -0.020856 0.025 Uiso 1 1 calc R U . . .
C6 C 0.70474(10) -0.3288(2) 0.06212(6) 0.0186(3) Uani 1 1 d . . . . .
H6 H 0.657822 -0.450493 0.076851 0.022 Uiso 1 1 calc R U . . .
C7 C 0.66491(9) -0.0561(2) 0.16281(6) 0.0155(3) Uani 1 1 d . . . . .
C8 C 0.56393(10) -0.2253(2) 0.17239(6) 0.0183(3) Uani 1 1 d . . . . .
H8 H 0.585704 -0.395228 0.167841 0.022 Uiso 1 1 calc R U . . .
C9 C 0.46116(10) -0.1459(2) 0.11264(6) 0.0221(3) Uani 1 1 d . . . . .
H9A H 0.382785 -0.166835 0.126259 0.027 Uiso 1 1 calc R U . . .
H9B H 0.461313 -0.235738 0.068601 0.027 Uiso 1 1 calc R U . . .
C10 C 0.48802(10) 0.1170(2) 0.10328(6) 0.0223(3) Uani 1 1 d . . . . .
H10A H 0.492673 0.150079 0.053529 0.027 Uiso 1 1 calc R U . . .
H10B H 0.424307 0.216889 0.115941 0.027 Uiso 1 1 calc R U . . .
C12 C 0.76347(9) -0.0292(2) 0.22853(6) 0.0157(3) Uani 1 1 d . . . . .
C13 C 0.77303(10) 0.1697(2) 0.27173(6) 0.0188(3) Uani 1 1 d . . . . .
H13 H 0.715985 0.293633 0.260964 0.023 Uiso 1 1 calc R U . . .
C14 C 0.86588(11) 0.1880(2) 0.33069(6) 0.0224(3) Uani 1 1 d . . . . .
H14 H 0.871591 0.324151 0.360077 0.027 Uiso 1 1 calc R U . . .
C15 C 0.95016(10) 0.0090(2) 0.34688(6) 0.0223(3) Uani 1 1 d . . . . .
H15 H 1.013660 0.022693 0.387015 0.027 Uiso 1 1 calc R U . . .
C16 C 0.94113(10) -0.1900(2) 0.30416(6) 0.0221(3) Uani 1 1 d . . . . .
H16 H 0.998408 -0.313442 0.315041 0.026 Uiso 1 1 calc R U . . .
C17 C 0.84821(10) -0.2090(2) 0.24533(6) 0.0189(3) Uani 1 1 d . . . . .
H17 H 0.842387 -0.346022 0.216278 0.023 Uiso 1 1 calc R U . . .
O11 O 0.60159(7) 0.16601(14) 0.14990(4) 0.0177(2) Uani 1 1 d . . . . .
O18 O 0.53660(7) -0.17374(16) 0.23974(4) 0.0219(2) Uani 1 1 d . . . . .
H18 H 0.502867 -0.291198 0.253836 0.033 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
C1 C2 1.3962(16) . ?
C1 C6 1.3916(17) . ?
C1 C7 1.5378(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.3868(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3913(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.3805(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.3971(16) . ?
C6 H6 0.9500 . ?
C7 C8 1.5379(15) . ?
C7 C12 1.5219(15) . ?
C7 O11 1.4446(14) . ?
C8 H8 1.0000 . ?
C8 C9 1.5350(16) . ?
C8 O18 1.4271(13) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.5350(18) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 O11 1.4464(14) . ?
C12 C13 1.3901(17) . ?
C12 C17 1.3953(16) . ?
C13 H13 0.9500 . ?
C13 C14 1.3919(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.3874(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.3854(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3909(17) . ?
C17 H17 0.9500 . ?
O18 H18 0.8400 . ?

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
C2 C1 C7 117.02(10) . . ?
C6 C1 C2 118.63(10) . . ?
C6 C1 C7 124.34(10) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.03(11) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.00(11) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.41(11) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.75(11) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 120.16(11) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C1 C7 C8 113.80(9) . . ?
C12 C7 C1 109.81(8) . . ?
C12 C7 C8 114.04(9) . . ?
O11 C7 C1 108.73(9) . . ?
O11 C7 C8 101.52(8) . . ?
O11 C7 C12 108.41(9) . . ?
C7 C8 H8 112.4 . . ?
C9 C8 C7 101.84(9) . . ?
C9 C8 H8 112.4 . . ?
O18 C8 C7 106.92(9) . . ?
O18 C8 H8 112.4 . . ?
O18 C8 C9 110.40(9) . . ?
C8 C9 H9A 111.1 . . ?
C8 C9 H9B 111.1 . . ?
C8 C9 C10 103.34(9) . . ?
H9A C9 H9B 109.1 . . ?
C10 C9 H9A 111.1 . . ?
C10 C9 H9B 111.1 . . ?
C9 C10 H10A 110.4 . . ?
C9 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
O11 C10 C9 106.71(9) . . ?
O11 C10 H10A 110.4 . . ?
O11 C10 H10B 110.4 . . ?
C13 C12 C7 122.33(10) . . ?
C13 C12 C17 118.93(10) . . ?
C17 C12 C7 118.73(10) . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.24(11) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.52(12) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.58(11) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.02(11) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.71(11) . . ?
C16 C17 H17 119.6 . . ?
C7 O11 C10 107.14(9) . . ?
C8 O18 H18 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
C1 C2 C3 C4 0.64(17) . . . . ?
C1 C7 C8 C9 -73.82(11) . . . . ?
C1 C7 C8 O18 170.34(9) . . . . ?
C1 C7 C12 C13 127.29(11) . . . . ?
C1 C7 C12 C17 -51.71(13) . . . . ?
C1 C7 O11 C10 78.86(10) . . . . ?
C2 C1 C6 C5 -1.04(16) . . . . ?
C2 C1 C7 C8 165.23(10) . . . . ?
C2 C1 C7 C12 -65.57(13) . . . . ?
C2 C1 C7 O11 52.89(12) . . . . ?
C2 C3 C4 C5 -0.99(17) . . . . ?
C3 C4 C5 C6 0.34(17) . . . . ?
C4 C5 C6 C1 0.69(17) . . . . ?
C6 C1 C2 C3 0.38(17) . . . . ?
C6 C1 C7 C8 -15.55(15) . . . . ?
C6 C1 C7 C12 113.65(12) . . . . ?
C6 C1 C7 O11 -127.88(11) . . . . ?
C7 C1 C2 C3 179.65(10) . . . . ?
C7 C1 C6 C5 179.75(10) . . . . ?
C7 C8 C9 C10 -28.63(11) . . . . ?
C7 C12 C13 C14 -178.98(10) . . . . ?
C7 C12 C17 C16 178.81(10) . . . . ?
C8 C7 C12 C13 -103.63(12) . . . . ?
C8 C7 C12 C17 77.36(12) . . . . ?
C8 C7 O11 C10 -41.40(10) . . . . ?
C8 C9 C10 O11 4.73(11) . . . . ?
C9 C10 O11 C7 23.26(11) . . . . ?
C12 C7 C8 C9 159.15(9) . . . . ?
C12 C7 C8 O18 43.30(12) . . . . ?
C12 C7 O11 C10 -161.80(8) . . . . ?
C12 C13 C14 C15 0.29(17) . . . . ?
C13 C12 C17 C16 -0.22(16) . . . . ?
C13 C14 C15 C16 -0.40(18) . . . . ?
C14 C15 C16 C17 0.19(17) . . . . ?
C15 C16 C17 C12 0.12(17) . . . . ?
C17 C12 C13 C14 0.02(16) . . . . ?
O11 C7 C8 C9 42.80(10) . . . . ?
O11 C7 C8 O18 -73.04(10) . . . . ?
O11 C7 C12 C13 8.63(14) . . . . ?
O11 C7 C12 C17 -170.37(9) . . . . ?
O18 C8 C9 C10 84.65(11) . . . . ?

_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 1.059
_oxdiff_exptl_absorpt_empirical_full_min 0.917
####################################################################### 
# 
# 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_220784lt_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2cymb9
_database_code_depnum_ccdc_archive 'CCDC 2203211'
loop_
_audit_author_name
_audit_author_address
'Amit Sasane'
;National tsing hua university
Taiwan
;
_audit_update_record             
;
2022-08-24 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;
_audit_creation_date             2022-08-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C17 H18 O2)'
_chemical_formula_sum            'C34 H36 O4'
_chemical_formula_weight         508.63
_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'
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                   5.94355(19)
_cell_length_b                   13.5482(4)
_cell_length_c                   17.6441(5)
_cell_angle_alpha                75.901(3)
_cell_angle_beta                 80.614(3)
_cell_angle_gamma                79.208(3)
_cell_volume                     1343.28(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6300
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      74.3060
_cell_measurement_theta_min      2.5980
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.905
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (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    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15811
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.076
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         2.602
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00 -16.00   0.50    0.65    --  -59.30 125.00 -30.00   78
  2  ω    -52.00 -20.00   0.50    0.65    --  -59.30 119.00 -71.00   64
  3  ω    -60.00 -34.00   0.50    0.65    --  -72.08 119.00 -71.00   52
  4  ω    -98.00 -66.00   0.50    0.65    --  -75.84 119.00 -71.00   64
  5  ω    -97.00 -71.00   0.50    0.65    --  -80.37 115.00-108.65   52
  6  ω   -103.00 -54.00   0.50    0.65    --  -72.08 -15.00  60.00   98
  7  ω   -121.00 -40.00   0.50    0.65    --  -75.84 -15.00  30.00  162
  8  ω   -125.00 -46.00   0.50    0.65    --  -75.84 -15.00 -60.00  158
  9  ω    -89.00 -36.00   0.50    0.65    --  -72.08 -15.00-150.00  106
 10  ω     16.00  47.00   0.50    0.65    --   56.16-119.00-156.00   62
 11  ω     38.00  63.00   0.50    0.65    --   76.45-119.00-156.00   50
 12  ω     21.00  84.00   0.50    0.65    --   69.22-119.00-156.00  126
 13  ω     38.00  63.00   0.50    0.65    --   84.29-111.00-120.00   50
 14  ω     42.00  67.00   0.50    0.65    --   84.29-119.00-156.00   50
 15  ω     29.00  78.00   0.50    0.65    --   76.45-111.00 -90.00   98
 16  ω     37.00  62.00   0.50    0.65    --   84.29-111.00 -30.00   50
 17  ω     34.00  60.00   0.50    0.65    --   76.45 -95.00 -60.00   52
 18  ω     36.00  73.00   0.50    0.65    --   76.45 -95.00   0.00   74
 19  ω     41.00  67.00   0.50    0.65    --   76.45-111.00  90.00   52
 20  ω     44.00  85.00   0.50    0.65    --   84.29-111.00 150.00   82
 21  ω     21.00  48.00   0.50    0.65    --   56.16 -95.00 120.00   54
 22  ω     13.00  38.00   0.50    0.65    --   56.16 -95.00  90.00   50
 23  ω     67.00  92.00   0.50    0.65    --   84.29 -95.00  60.00   50
 24  ω     59.00  92.00   0.50    0.65    --   84.29 -95.00  90.00   66
 25  ω     44.00  92.00   0.50    0.65    --   84.29 -95.00  30.00   96
 26  ω     50.00  92.00   0.50    0.65    --   84.29 -95.00 -30.00   84
 27  ω     65.00  90.00   0.50    0.65    --   84.29 -95.00 -60.00   50
 28  ω     42.00  67.00   0.50    0.65    --   84.29 -95.00 -90.00   50
 29  ω     66.00  92.00   0.50    0.65    --   84.29 -95.00-150.00   52
 30  ω     63.00  91.00   0.50    0.65    --   84.29 -95.00-180.00   56
 31  ω     13.00  64.00   0.50    0.65    --   56.16 -95.00-120.00  102
 32  ω     40.00  79.00   0.50    0.65    --   76.45 -95.00  90.00   78
 33  ω     34.00  82.00   0.50    0.65    --   76.45 -95.00 150.00   96
 34  ω     48.00 134.00   0.50    0.65    --   84.29  15.00 -30.00  172
 35  ω     49.00 107.00   0.50    0.65    --   84.29  15.00 -90.00  116
 36  ω     51.00  76.00   0.50    0.65    --   84.29  15.00-120.00   50
 37  ω     43.00 107.00   0.50    0.65    --   56.16  15.00-120.00  128
 38  ω     49.00 113.00   0.50    0.65    --   84.29  15.00  90.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0857516000
_diffrn_orient_matrix_UB_12      0.1133528000
_diffrn_orient_matrix_UB_13      -0.0371513000
_diffrn_orient_matrix_UB_21      0.1080914000
_diffrn_orient_matrix_UB_22      -0.0181806000
_diffrn_orient_matrix_UB_23      -0.0819084000
_diffrn_orient_matrix_UB_31      -0.2272949000
_diffrn_orient_matrix_UB_32      -0.0300113000
_diffrn_orient_matrix_UB_33      -0.0118506000
_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                3945
_reflns_number_total             4759
_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 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0018(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   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         4759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.043
_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)+(0.0554P)²+0.3602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1088
_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:
 C8(H8), C28(H28)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C29(H29A,H29B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C21(H21), C22(H22), C24(H24), C25(H25), C32(H32), C33(H33), C34(H34),
  C35(H35), C36(H36)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C38(H38A,H38B,H38C)
2.e Idealised tetrahedral OH refined as rotating group:
 O18(H18), O37(H37)
;
_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
C1 C 0.0843(3) 0.26075(12) 0.30704(9) 0.0246(3) Uani 1 1 d . . . . .
C2 C 0.1921(3) 0.34531(12) 0.30302(9) 0.0284(4) Uani 1 1 d . . . . .
H2 H 0.348799 0.344549 0.280531 0.034 Uiso 1 1 calc R U . . .
C3 C 0.0759(3) 0.43008(13) 0.33103(10) 0.0311(4) Uani 1 1 d . . . . .
H3 H 0.153613 0.486701 0.327039 0.037 Uiso 1 1 calc R U . . .
C4 C -0.1534(3) 0.43396(13) 0.36502(9) 0.0305(4) Uani 1 1 d . . . . .
C5 C -0.2617(3) 0.35101(13) 0.36743(10) 0.0317(4) Uani 1 1 d . . . . .
H5 H -0.418852 0.352337 0.389481 0.038 Uiso 1 1 calc R U . . .
C6 C -0.1472(3) 0.26582(13) 0.33852(10) 0.0296(4) Uani 1 1 d . . . . .
H6 H -0.227447 0.210743 0.340253 0.035 Uiso 1 1 calc R U . . .
C7 C 0.2235(2) 0.16842(12) 0.27611(9) 0.0243(3) Uani 1 1 d . . . . .
C8 C 0.1276(3) 0.06652(12) 0.31077(9) 0.0253(3) Uani 1 1 d . . . . .
H8 H -0.041834 0.073620 0.308526 0.030 Uiso 1 1 calc R U . . .
C9 C 0.1884(3) 0.04092(13) 0.39472(9) 0.0293(4) Uani 1 1 d . . . . .
H9A H 0.207476 -0.034256 0.416831 0.035 Uiso 1 1 calc R U . . .
H9B H 0.068502 0.076016 0.429376 0.035 Uiso 1 1 calc R U . . .
C10 C 0.4171(3) 0.08193(13) 0.38460(9) 0.0295(4) Uani 1 1 d . . . . .
H10A H 0.412584 0.124775 0.423124 0.035 Uiso 1 1 calc R U . . .
H10B H 0.546344 0.024143 0.392897 0.035 Uiso 1 1 calc R U . . .
C12 C 0.2637(3) 0.19574(11) 0.18697(9) 0.0246(3) Uani 1 1 d . . . . .
C13 C 0.4563(3) 0.23932(12) 0.14724(10) 0.0294(4) Uani 1 1 d . . . . .
H13 H 0.568030 0.249923 0.176100 0.035 Uiso 1 1 calc R U . . .
C14 C 0.4854(3) 0.26733(13) 0.06542(10) 0.0345(4) Uani 1 1 d . . . . .
H14 H 0.617079 0.297121 0.038700 0.041 Uiso 1 1 calc R U . . .
C15 C 0.3247(3) 0.25222(13) 0.02266(10) 0.0347(4) Uani 1 1 d . . . . .
H15 H 0.345738 0.271236 -0.033231 0.042 Uiso 1 1 calc R U . . .
C16 C 0.1324(3) 0.20913(13) 0.06185(10) 0.0310(4) Uani 1 1 d . . . . .
H16 H 0.020998 0.198702 0.032774 0.037 Uiso 1 1 calc R U . . .
C17 C 0.1022(3) 0.18122(12) 0.14340(9) 0.0262(3) Uani 1 1 d . . . . .
H17 H -0.030208 0.151840 0.169835 0.031 Uiso 1 1 calc R U . . .
C19 C -0.2766(3) 0.52375(14) 0.39917(11) 0.0395(4) Uani 1 1 d . . . . .
H19A H -0.442309 0.531977 0.395816 0.059 Uiso 1 1 calc R U . . .
H19B H -0.216730 0.586564 0.369516 0.059 Uiso 1 1 calc R U . . .
H19C H -0.251190 0.511260 0.454431 0.059 Uiso 1 1 calc R U . . .
O11 O 0.44689(17) 0.14301(8) 0.30508(6) 0.0263(3) Uani 1 1 d . . . . .
O18 O 0.26004(18) -0.00871(8) 0.27078(7) 0.0290(3) Uani 1 1 d . . . . .
H18 H 0.171447 -0.035332 0.251884 0.043 Uiso 1 1 calc R U . . .
C20 C 0.9127(3) -0.27371(12) 0.18738(9) 0.0239(3) Uani 1 1 d . . . . .
C21 C 1.1029(3) -0.32369(12) 0.14690(9) 0.0267(3) Uani 1 1 d . . . . .
H21 H 1.243762 -0.296422 0.134954 0.032 Uiso 1 1 calc R U . . .
C22 C 1.0892(3) -0.41319(12) 0.12368(10) 0.0290(4) Uani 1 1 d . . . . .
H22 H 1.220809 -0.445767 0.095648 0.035 Uiso 1 1 calc R U . . .
C23 C 0.8870(3) -0.45586(12) 0.14065(10) 0.0286(4) Uani 1 1 d . . . . .
C24 C 0.6977(3) -0.40573(12) 0.18152(9) 0.0279(4) Uani 1 1 d . . . . .
H24 H 0.557687 -0.433742 0.194387 0.033 Uiso 1 1 calc R U . . .
C25 C 0.7092(3) -0.31591(12) 0.20380(9) 0.0262(3) Uani 1 1 d . . . . .
H25 H 0.576313 -0.282527 0.230709 0.031 Uiso 1 1 calc R U . . .
C27 C 0.9274(2) -0.17821(12) 0.21695(9) 0.0241(3) Uani 1 1 d . . . . .
C28 C 0.7578(3) -0.08398(12) 0.18175(9) 0.0245(3) Uani 1 1 d . . . . .
H28 H 0.599732 -0.100756 0.183947 0.029 Uiso 1 1 calc R U . . .
C29 C 0.8747(3) -0.05503(12) 0.09764(9) 0.0289(4) Uani 1 1 d . . . . .
H29A H 0.831310 0.019144 0.074557 0.035 Uiso 1 1 calc R U . . .
H29B H 0.834343 -0.096004 0.063820 0.035 Uiso 1 1 calc R U . . .
C30 C 1.1320(3) -0.08116(12) 0.10777(9) 0.0296(4) Uani 1 1 d . . . . .
H30A H 1.217054 -0.119953 0.068317 0.036 Uiso 1 1 calc R U . . .
H30B H 1.198703 -0.017377 0.100897 0.036 Uiso 1 1 calc R U . . .
C31 C 0.9097(3) -0.20467(11) 0.30636(9) 0.0237(3) Uani 1 1 d . . . . .
C32 C 1.1030(3) -0.25258(12) 0.34386(9) 0.0283(4) Uani 1 1 d . . . . .
H32 H 1.247038 -0.267005 0.313138 0.034 Uiso 1 1 calc R U . . .
C33 C 1.0886(3) -0.27956(13) 0.42525(10) 0.0315(4) Uani 1 1 d . . . . .
H33 H 1.222730 -0.311541 0.449810 0.038 Uiso 1 1 calc R U . . .
C34 C 0.8790(3) -0.26004(13) 0.47108(10) 0.0306(4) Uani 1 1 d . . . . .
H34 H 0.868743 -0.277684 0.526909 0.037 Uiso 1 1 calc R U . . .
C35 C 0.6851(3) -0.21442(12) 0.43407(9) 0.0283(4) Uani 1 1 d . . . . .
H35 H 0.540467 -0.201886 0.464971 0.034 Uiso 1 1 calc R U . . .
C36 C 0.6988(3) -0.18670(12) 0.35245(9) 0.0256(3) Uani 1 1 d . . . . .
H36 H 0.564141 -0.155438 0.328028 0.031 Uiso 1 1 calc R U . . .
C38 C 0.8719(3) -0.55284(13) 0.11655(12) 0.0402(4) Uani 1 1 d . . . . .
H38A H 0.825552 -0.604466 0.163197 0.060 Uiso 1 1 calc R U . . .
H38B H 1.022947 -0.579198 0.091164 0.060 Uiso 1 1 calc R U . . .
H38C H 0.757509 -0.538307 0.079519 0.060 Uiso 1 1 calc R U . . .
O26 O 1.14794(17) -0.14345(8) 0.18690(6) 0.0260(3) Uani 1 1 d . . . . .
O37 O 0.75704(18) -0.00339(8) 0.22040(7) 0.0282(3) Uani 1 1 d . . . . .
H37 H 0.620751 0.018086 0.237385 0.042 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.396(2) . ?
C1 C6 1.393(2) . ?
C1 C7 1.531(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(2) . ?
C4 C5 1.385(2) . ?
C4 C19 1.503(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.391(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.541(2) . ?
C7 C12 1.515(2) . ?
C7 O11 1.4514(18) . ?
C8 H8 1.0000 . ?
C8 C9 1.524(2) . ?
C8 O18 1.4230(18) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.531(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 O11 1.4467(18) . ?
C12 C13 1.393(2) . ?
C12 C17 1.391(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(2) . ?
C17 H17 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
O18 H18 0.8400 . ?
C20 C21 1.390(2) . ?
C20 C25 1.392(2) . ?
C20 C27 1.530(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(2) . ?
C23 C24 1.391(2) . ?
C23 C38 1.498(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(2) . ?
C25 H25 0.9500 . ?
C27 C28 1.538(2) . ?
C27 C31 1.521(2) . ?
C27 O26 1.4507(17) . ?
C28 H28 1.0000 . ?
C28 C29 1.524(2) . ?
C28 O37 1.4203(18) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.533(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 O26 1.4525(19) . ?
C31 C32 1.392(2) . ?
C31 C36 1.393(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.389(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.385(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.390(2) . ?
C36 H36 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O37 H37 0.8400 . ?

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
C2 C1 C7 118.92(13) . . ?
C6 C1 C2 117.63(15) . . ?
C6 C1 C7 123.45(14) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.41(15) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.13(15) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C19 121.24(15) . . ?
C5 C4 C3 117.41(15) . . ?
C5 C4 C19 121.35(15) . . ?
C4 C5 H5 119.0 . . ?
C4 C5 C6 121.94(15) . . ?
C6 C5 H5 119.0 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.43(15) . . ?
C5 C6 H6 119.8 . . ?
C1 C7 C8 114.31(12) . . ?
C12 C7 C1 109.94(13) . . ?
C12 C7 C8 114.18(12) . . ?
O11 C7 C1 109.09(12) . . ?
O11 C7 C8 100.66(12) . . ?
O11 C7 C12 108.02(11) . . ?
C7 C8 H8 112.8 . . ?
C9 C8 C7 101.57(12) . . ?
C9 C8 H8 112.8 . . ?
O18 C8 C7 107.56(12) . . ?
O18 C8 H8 112.8 . . ?
O18 C8 C9 108.47(13) . . ?
C8 C9 H9A 111.2 . . ?
C8 C9 H9B 111.2 . . ?
C8 C9 C10 102.79(12) . . ?
H9A C9 H9B 109.1 . . ?
C10 C9 H9A 111.2 . . ?
C10 C9 H9B 111.2 . . ?
C9 C10 H10A 110.4 . . ?
C9 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
O11 C10 C9 106.74(12) . . ?
O11 C10 H10A 110.4 . . ?
O11 C10 H10B 110.4 . . ?
C13 C12 C7 121.10(14) . . ?
C17 C12 C7 120.00(13) . . ?
C17 C12 C13 118.85(14) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.15(15) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.58(15) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.54(16) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.14(16) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.6 . . ?
C16 C17 C12 120.74(14) . . ?
C16 C17 H17 119.6 . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C10 O11 C7 107.78(11) . . ?
C8 O18 H18 109.5 . . ?
C21 C20 C25 118.00(14) . . ?
C21 C20 C27 121.56(13) . . ?
C25 C20 C27 120.36(13) . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.73(14) . . ?
C22 C21 H21 119.6 . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.32(14) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C24 117.65(14) . . ?
C22 C23 C38 121.55(15) . . ?
C24 C23 C38 120.80(15) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.31(14) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 H25 119.5 . . ?
C24 C25 C20 120.98(14) . . ?
C24 C25 H25 119.5 . . ?
C20 C27 C28 112.19(12) . . ?
C31 C27 C20 109.69(12) . . ?
C31 C27 C28 115.11(12) . . ?
O26 C27 C20 110.27(11) . . ?
O26 C27 C28 101.57(11) . . ?
O26 C27 C31 107.59(11) . . ?
C27 C28 H28 112.4 . . ?
C29 C28 C27 101.50(12) . . ?
C29 C28 H28 112.4 . . ?
O37 C28 C27 108.78(12) . . ?
O37 C28 H28 112.4 . . ?
O37 C28 C29 108.77(12) . . ?
C28 C29 H29A 111.2 . . ?
C28 C29 H29B 111.2 . . ?
C28 C29 C30 102.86(13) . . ?
H29A C29 H29B 109.1 . . ?
C30 C29 H29A 111.2 . . ?
C30 C29 H29B 111.2 . . ?
C29 C30 H30A 110.4 . . ?
C29 C30 H30B 110.4 . . ?
H30A C30 H30B 108.6 . . ?
O26 C30 C29 106.67(12) . . ?
O26 C30 H30A 110.4 . . ?
O26 C30 H30B 110.4 . . ?
C32 C31 C27 120.30(13) . . ?
C32 C31 C36 118.56(14) . . ?
C36 C31 C27 121.05(13) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 121.05(14) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 119.9 . . ?
C32 C33 C34 120.25(15) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 120.5 . . ?
C35 C34 C33 118.94(15) . . ?
C35 C34 H34 120.5 . . ?
C34 C35 H35 119.5 . . ?
C34 C35 C36 121.02(14) . . ?
C36 C35 H35 119.5 . . ?
C31 C36 H36 119.9 . . ?
C35 C36 C31 120.14(14) . . ?
C35 C36 H36 119.9 . . ?
C23 C38 H38A 109.5 . . ?
C23 C38 H38B 109.5 . . ?
C23 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C27 O26 C30 108.05(11) . . ?
C28 O37 H37 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
C1 C2 C3 C4 0.5(3) . . . . ?
C1 C7 C8 C9 -71.98(15) . . . . ?
C1 C7 C8 O18 174.18(12) . . . . ?
C1 C7 C12 C13 89.26(17) . . . . ?
C1 C7 C12 C17 -88.17(16) . . . . ?
C1 C7 O11 C10 81.42(14) . . . . ?
C2 C1 C6 C5 -2.4(2) . . . . ?
C2 C1 C7 C8 157.47(14) . . . . ?
C2 C1 C7 C12 -72.59(17) . . . . ?
C2 C1 C7 O11 45.69(18) . . . . ?
C2 C3 C4 C5 -1.9(2) . . . . ?
C2 C3 C4 C19 176.92(16) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
C6 C1 C2 C3 1.6(2) . . . . ?
C6 C1 C7 C8 -23.3(2) . . . . ?
C6 C1 C7 C12 106.64(17) . . . . ?
C6 C1 C7 O11 -135.08(15) . . . . ?
C7 C1 C2 C3 -179.09(15) . . . . ?
C7 C1 C6 C5 178.34(15) . . . . ?
C7 C8 C9 C10 -33.86(15) . . . . ?
C7 C12 C13 C14 -177.61(15) . . . . ?
C7 C12 C17 C16 177.75(14) . . . . ?
C8 C7 C12 C13 -140.73(15) . . . . ?
C8 C7 C12 C17 41.84(19) . . . . ?
C8 C7 O11 C10 -39.14(14) . . . . ?
C8 C9 C10 O11 11.10(16) . . . . ?
C9 C10 O11 C7 18.03(16) . . . . ?
C12 C7 C8 C9 160.21(12) . . . . ?
C12 C7 C8 O18 46.38(17) . . . . ?
C12 C7 O11 C10 -159.11(12) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
C13 C12 C17 C16 0.3(2) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C17 -0.2(2) . . . . ?
C15 C16 C17 C12 -0.1(2) . . . . ?
C17 C12 C13 C14 -0.2(2) . . . . ?
C19 C4 C5 C6 -177.72(16) . . . . ?
O11 C7 C8 C9 44.77(14) . . . . ?
O11 C7 C8 O18 -69.06(14) . . . . ?
O11 C7 C12 C13 -29.68(19) . . . . ?
O11 C7 C12 C17 152.90(13) . . . . ?
O18 C8 C9 C10 79.29(14) . . . . ?
C20 C21 C22 C23 -0.6(2) . . . . ?
C20 C27 C28 C29 -73.89(14) . . . . ?
C20 C27 C28 O37 171.52(11) . . . . ?
C20 C27 C31 C32 81.50(16) . . . . ?
C20 C27 C31 C36 -95.09(16) . . . . ?
C20 C27 O26 C30 82.66(14) . . . . ?
C21 C20 C25 C24 0.9(2) . . . . ?
C21 C20 C27 C28 120.48(15) . . . . ?
C21 C20 C27 C31 -110.27(16) . . . . ?
C21 C20 C27 O26 8.0(2) . . . . ?
C21 C22 C23 C24 0.2(2) . . . . ?
C21 C22 C23 C38 -179.34(16) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C24 C25 C20 -1.3(2) . . . . ?
C25 C20 C21 C22 0.0(2) . . . . ?
C25 C20 C27 C28 -62.58(19) . . . . ?
C25 C20 C27 C31 66.67(18) . . . . ?
C25 C20 C27 O26 -175.01(13) . . . . ?
C27 C20 C21 C22 176.98(15) . . . . ?
C27 C20 C25 C24 -176.10(14) . . . . ?
C27 C28 C29 C30 -34.77(15) . . . . ?
C27 C31 C32 C33 -178.37(14) . . . . ?
C27 C31 C36 C35 177.98(14) . . . . ?
C28 C27 C31 C32 -150.86(14) . . . . ?
C28 C27 C31 C36 32.55(19) . . . . ?
C28 C27 O26 C30 -36.46(14) . . . . ?
C28 C29 C30 O26 13.73(16) . . . . ?
C29 C30 O26 C27 14.55(15) . . . . ?
C31 C27 C28 C29 159.74(12) . . . . ?
C31 C27 C28 O37 45.16(16) . . . . ?
C31 C27 O26 C30 -157.75(12) . . . . ?
C31 C32 C33 C34 0.7(2) . . . . ?
C32 C31 C36 C35 1.3(2) . . . . ?
C32 C33 C34 C35 0.7(2) . . . . ?
C33 C34 C35 C36 -1.1(2) . . . . ?
C34 C35 C36 C31 0.0(2) . . . . ?
C36 C31 C32 C33 -1.7(2) . . . . ?
C38 C23 C24 C25 -179.73(16) . . . . ?
O26 C27 C28 C29 43.85(14) . . . . ?
O26 C27 C28 O37 -70.74(13) . . . . ?
O26 C27 C31 C32 -38.46(18) . . . . ?
O26 C27 C31 C36 144.95(13) . . . . ?
O37 C28 C29 C30 79.81(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 1.263
_oxdiff_exptl_absorpt_empirical_full_min 0.711
