# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_20210118c
_audit_block_doi                 10.5517/ccdc.csd.cc29gkcq
_database_code_depnum_ccdc_archive 'CCDC 2129153'
loop_
_audit_author_name
_audit_author_address
'Xiao Yao'
;Shanghai University
China
;
_audit_update_record             
;
2022-04-25 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H27 Cl N2 O6'
_chemical_formula_iupac          ?
_chemical_formula_weight         546.98

_chemical_melting_point          ?

_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                   11.1210(7)
_cell_length_b                   16.5576(10)
_cell_length_c                   14.9717(9)
_cell_angle_alpha                90
_cell_angle_beta                 102.333(3)
_cell_angle_gamma                90
_cell_volume                     2693.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      4.03
_cell_measurement_theta_max      66.63
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       clear
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.250
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      block
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144

_exptl_absorpt_coefficient_mu    1.652
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.6467
_exptl_absorpt_correction_T_max  0.7528

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'Microfocus sealed tube'
_diffrn_source_type              'Incoatec Ius 3.0'
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helios MX Multilayer Optic'

_diffrn_measurement_device       'Bruker APEX-II CCD'
_diffrn_measurement_device_type  'Bruker D8 VENTURE DUO PHOTON III'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            19566
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_theta_min         4.03
_diffrn_reflns_theta_max         66.72
_diffrn_reflns_theta_full        66.72
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             4761
_reflns_number_gt                4401
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0946
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.055
_refine_ls_number_reflns         4761
_refine_ls_number_parameters     365
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²+1.5023P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.712
_refine_diff_density_min         -0.714
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.08365(4) 0.53545(3) 0.80591(3) 0.03604(13) Uani d . . . 1.0 . .
O O1 0.29543(9) 0.28841(6) 0.60271(7) 0.0231(2) Uani d . . . 1.0 . .
O O2 0.45464(10) 0.26164(6) 0.72333(7) 0.0219(2) Uani d . . . 1.0 . .
O O3 0.81874(10) 0.38179(7) 0.81548(7) 0.0283(3) Uani d . . . 1.0 . .
O O4 0.75010(9) 0.50541(6) 0.84249(7) 0.0238(2) Uani d . . . 1.0 . .
O O5 0.60972(10) 0.55778(7) 0.60233(8) 0.0316(3) Uani d . . . 1.0 . .
O O6 0.80355(10) 0.51270(7) 0.64730(8) 0.0317(3) Uani d . . . 1.0 . .
N N1 0.53299(11) 0.45713(7) 0.73241(8) 0.0184(3) Uani d . . . 1.0 . .
H H1 0.522785 0.475871 0.785286 0.022 Uiso calc U . R 1.0 . .
N N2 0.54046(14) 0.13429(8) 0.70835(9) 0.0287(3) Uani d . . . 1.0 . .
C C1 0.14633(15) 0.46137(10) 0.74592(11) 0.0265(3) Uani d . . . 1.0 . .
C C2 0.26070(14) 0.47530(9) 0.72731(10) 0.0224(3) Uani d . . . 1.0 . .
H H2 0.303311 0.524012 0.747013 0.027 Uiso calc U . R 1.0 . .
C C3 0.31379(13) 0.41799(9) 0.67965(10) 0.0198(3) Uani d . . . 1.0 . .
C C4 0.24843(14) 0.34767(9) 0.65173(10) 0.0224(3) Uani d . . . 1.0 . .
C C5 0.13309(15) 0.33436(10) 0.67015(12) 0.0302(4) Uani d . . . 1.0 . .
H H5 0.08999 0.285874 0.650167 0.036 Uiso calc U . R 1.0 . .
C C6 0.08030(15) 0.39153(10) 0.71763(12) 0.0320(4) Uani d . . . 1.0 . .
H H6 0.00117 0.38307 0.730401 0.038 Uiso calc U . R 1.0 . .
C C7 0.43525(13) 0.43373(8) 0.65409(10) 0.0185(3) Uani d . . . 1.0 . .
H H7 0.423859 0.478645 0.608404 0.022 Uiso calc U . R 1.0 . .
C C8 0.65030(13) 0.44334(9) 0.70575(10) 0.0191(3) Uani d . . . 1.0 . .
C C9 0.62864(13) 0.36004(8) 0.65593(10) 0.0194(3) Uani d . . . 1.0 . .
H H9 0.641001 0.318107 0.705106 0.023 Uiso calc U . R 1.0 . .
C C10 0.48885(13) 0.36045(8) 0.61263(9) 0.0185(3) Uani d . . . 1.0 . .
H H10 0.478346 0.369753 0.545413 0.022 Uiso calc U . R 1.0 . .
C C11 0.42590(13) 0.28045(8) 0.62667(9) 0.0194(3) Uani d . . . 1.0 . .
C C12 0.46269(14) 0.21359(9) 0.57017(10) 0.0204(3) Uani d . . . 1.0 . .
C C13 0.44001(17) 0.21984(10) 0.47539(11) 0.0298(4) Uani d . . . 1.0 . .
H H13 0.395809 0.264879 0.445657 0.036 Uiso calc U . R 1.0 . .
C C14 0.48180(18) 0.16045(10) 0.42430(11) 0.0328(4) Uani d . . . 1.0 . .
H H14 0.464628 0.164252 0.359498 0.039 Uiso calc U . R 1.0 . .
C C15 0.54832(16) 0.09578(10) 0.46732(11) 0.0290(4) Uani d . . . 1.0 . .
H H15 0.579972 0.056435 0.432275 0.035 Uiso calc U . R 1.0 . .
C C16 0.56896(15) 0.08819(9) 0.56128(11) 0.0271(3) Uani d . . . 1.0 . .
H H16 0.613761 0.043245 0.590711 0.032 Uiso calc U . R 1.0 . .
C C17 0.52411(14) 0.14637(9) 0.61275(10) 0.0209(3) Uani d . . . 1.0 . .
C C18 0.50391(15) 0.19004(9) 0.75351(10) 0.0238(3) Uani d . . . 1.0 . .
H H18 0.512315 0.180097 0.817035 0.029 Uiso calc U . R 1.0 . .
C C19 0.70873(14) 0.33489(9) 0.59032(10) 0.0226(3) Uani d . . . 1.0 . .
C C20 0.70014(16) 0.37233(11) 0.50585(11) 0.0324(4) Uani d . . . 1.0 . .
H H20 0.648286 0.418088 0.490548 0.039 Uiso calc U . R 1.0 . .
C C21 0.76668(18) 0.34346(12) 0.44358(12) 0.0397(4) Uani d . . . 1.0 . .
H H21 0.761042 0.370174 0.386674 0.048 Uiso calc U . R 1.0 . .
C C22 0.84085(17) 0.27615(12) 0.46419(13) 0.0401(5) Uani d . . . 1.0 . .
H H22 0.885325 0.25595 0.421387 0.048 Uiso calc U . R 1.0 . .
C C23 0.84966(16) 0.23854(11) 0.54774(14) 0.0370(4) Uani d . . . 1.0 . .
H H23 0.900186 0.192081 0.562244 0.044 Uiso calc U . R 1.0 . .
C C24 0.78516(15) 0.26813(10) 0.61073(12) 0.0280(3) Uani d . . . 1.0 . .
H H24 0.793495 0.242355 0.668415 0.034 Uiso calc U . R 1.0 . .
C C25 0.75097(13) 0.43800(9) 0.79318(10) 0.0201(3) Uani d . . . 1.0 . .
C C26 0.83580(15) 0.50773(10) 0.93090(10) 0.0271(3) Uani d . . . 1.0 . .
H H26A 0.921253 0.500377 0.922983 0.033 Uiso calc U . R 1.0 . .
H H26B 0.8167 0.464045 0.970837 0.033 Uiso calc U . R 1.0 . .
C C27 0.8221(2) 0.58814(13) 0.97244(15) 0.0572(6) Uani d . . . 1.0 . .
H H27A 0.840434 0.630843 0.932033 0.086 Uiso calc U . R 1.0 . .
H H27B 0.879287 0.592029 1.031942 0.086 Uiso calc U . R 1.0 . .
H H27C 0.737475 0.5944 0.980652 0.086 Uiso calc U . R 1.0 . .
C C28 0.68376(14) 0.51169(9) 0.64522(10) 0.0212(3) Uani d . . . 1.0 . .
C C29 0.84700(19) 0.57426(14) 0.59140(16) 0.0524(6) Uani d . . D 1.0 . .
H H29A 0.787862 0.579266 0.53201 0.063 Uiso calc U . R 1.0 A 1
H H29B 0.92749 0.557692 0.579169 0.063 Uiso calc U . R 1.0 A 1
C C30 0.8605(3) 0.65679(19) 0.6409(3) 0.0715(13) Uani d . P D 0.724(5) B 1
H H30A 0.887354 0.697538 0.601868 0.107 Uiso calc U P R 0.724(5) B 1
H H30B 0.921678 0.652351 0.698461 0.107 Uiso calc U P R 0.724(5) B 1
H H30C 0.781053 0.672775 0.653744 0.107 Uiso calc U P R 0.724(5) B 1
C C30A 0.9371(6) 0.5313(4) 0.5363(5) 0.041(2) Uani d . P D 0.276(5) B 2
H H30D 1.006066 0.506708 0.579444 0.062 Uiso calc U P R 0.276(5) B 2
H H30E 0.968686 0.5715 0.49898 0.062 Uiso calc U P R 0.276(5) B 2
H H30F 0.892014 0.489435 0.496457 0.062 Uiso calc U P R 0.276(5) B 2


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C1 . 1.7507(16) ?
O1 C4 . 1.3923(18) ?
O1 C11 . 1.4244(18) ?
O2 C18 . 1.3432(18) ?
O2 C11 . 1.4478(17) ?
O3 C25 . 1.1992(18) ?
O4 C25 . 1.3395(18) ?
O4 C26 . 1.4571(18) ?
O5 C28 . 1.2029(19) ?
O6 C28 . 1.3260(19) ?
O6 C29 . 1.465(2) ?
N1 C8 . 1.4614(18) ?
N1 C7 . 1.4703(18) ?
N1 H1 . 0.88 ?
N2 C18 . 1.262(2) ?
N2 C17 . 1.4180(19) ?
C1 C2 . 1.378(2) ?
C1 C6 . 1.387(2) ?
C2 C3 . 1.392(2) ?
C2 H2 . 0.95 ?
C3 C4 . 1.389(2) ?
C3 C7 . 1.503(2) ?
C4 C5 . 1.386(2) ?
C5 C6 . 1.387(2) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 C10 . 1.5398(19) ?
C7 H7 . 1.0 ?
C8 C25 . 1.532(2) ?
C8 C28 . 1.544(2) ?
C8 C9 . 1.562(2) ?
C9 C19 . 1.518(2) ?
C9 C10 . 1.551(2) ?
C9 H9 . 1.0 ?
C10 C11 . 1.5335(19) ?
C10 H10 . 1.0 ?
C11 C12 . 1.502(2) ?
C12 C17 . 1.388(2) ?
C12 C13 . 1.391(2) ?
C13 C14 . 1.386(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.380(2) ?
C14 H14 . 0.95 ?
C15 C16 . 1.382(2) ?
C15 H15 . 0.95 ?
C16 C17 . 1.391(2) ?
C16 H16 . 0.95 ?
C18 H18 . 0.95 ?
C19 C24 . 1.388(2) ?
C19 C20 . 1.393(2) ?
C20 C21 . 1.393(2) ?
C20 H20 . 0.95 ?
C21 C22 . 1.382(3) ?
C21 H21 . 0.95 ?
C22 C23 . 1.382(3) ?
C22 H22 . 0.95 ?
C23 C24 . 1.390(2) ?
C23 H23 . 0.95 ?
C24 H24 . 0.95 ?
C26 C27 . 1.491(3) ?
C26 H26A . 0.99 ?
C26 H26B . 0.99 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C29 C30 . 1.546(4) ?
C29 C30A . 1.595(7) ?
C29 H29A . 0.99 ?
C29 H29B . 0.99 ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C30A H30D . 0.98 ?
C30A H30E . 0.98 ?
C30A H30F . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 O1 C11 . . 114.17(11) ?
C18 O2 C11 . . 120.88(11) ?
C25 O4 C26 . . 116.25(12) ?
C28 O6 C29 . . 116.60(13) ?
C8 N1 C7 . . 106.99(11) ?
C8 N1 H1 . . 126.5 ?
C7 N1 H1 . . 126.5 ?
C18 N2 C17 . . 116.82(13) ?
C2 C1 C6 . . 121.94(15) ?
C2 C1 Cl1 . . 118.18(12) ?
C6 C1 Cl1 . . 119.88(13) ?
C1 C2 C3 . . 120.02(14) ?
C1 C2 H2 . . 120.0 ?
C3 C2 H2 . . 120.0 ?
C4 C3 C2 . . 118.27(14) ?
C4 C3 C7 . . 120.64(13) ?
C2 C3 C7 . . 120.99(13) ?
C5 C4 C3 . . 121.36(14) ?
C5 C4 O1 . . 117.41(13) ?
C3 C4 O1 . . 121.21(13) ?
C4 C5 C6 . . 120.29(15) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
C1 C6 C5 . . 118.11(15) ?
C1 C6 H6 . . 120.9 ?
C5 C6 H6 . . 120.9 ?
N1 C7 C3 . . 113.21(12) ?
N1 C7 C10 . . 104.19(11) ?
C3 C7 C10 . . 114.35(12) ?
N1 C7 H7 . . 108.3 ?
C3 C7 H7 . . 108.3 ?
C10 C7 H7 . . 108.3 ?
N1 C8 C25 . . 107.92(11) ?
N1 C8 C28 . . 112.76(11) ?
C25 C8 C28 . . 108.66(12) ?
N1 C8 C9 . . 102.28(11) ?
C25 C8 C9 . . 111.53(11) ?
C28 C8 C9 . . 113.49(11) ?
C19 C9 C10 . . 113.88(12) ?
C19 C9 C8 . . 119.95(12) ?
C10 C9 C8 . . 103.55(11) ?
C19 C9 H9 . . 106.2 ?
C10 C9 H9 . . 106.2 ?
C8 C9 H9 . . 106.2 ?
C11 C10 C7 . . 113.46(12) ?
C11 C10 C9 . . 112.65(11) ?
C7 C10 C9 . . 105.94(11) ?
C11 C10 H10 . . 108.2 ?
C7 C10 H10 . . 108.2 ?
C9 C10 H10 . . 108.2 ?
O1 C11 O2 . . 105.49(11) ?
O1 C11 C12 . . 108.16(11) ?
O2 C11 C12 . . 112.08(11) ?
O1 C11 C10 . . 110.85(11) ?
O2 C11 C10 . . 108.24(11) ?
C12 C11 C10 . . 111.85(12) ?
C17 C12 C13 . . 119.50(14) ?
C17 C12 C11 . . 119.93(13) ?
C13 C12 C11 . . 120.52(13) ?
C14 C13 C12 . . 120.09(15) ?
C14 C13 H13 . . 120.0 ?
C12 C13 H13 . . 120.0 ?
C15 C14 C13 . . 120.16(15) ?
C15 C14 H14 . . 119.9 ?
C13 C14 H14 . . 119.9 ?
C14 C15 C16 . . 120.10(15) ?
C14 C15 H15 . . 119.9 ?
C16 C15 H15 . . 119.9 ?
C15 C16 C17 . . 119.98(15) ?
C15 C16 H16 . . 120.0 ?
C17 C16 H16 . . 120.0 ?
C12 C17 C16 . . 120.03(14) ?
C12 C17 N2 . . 121.42(13) ?
C16 C17 N2 . . 118.54(13) ?
N2 C18 O2 . . 128.36(14) ?
N2 C18 H18 . . 115.8 ?
O2 C18 H18 . . 115.8 ?
C24 C19 C20 . . 118.31(15) ?
C24 C19 C9 . . 119.49(14) ?
C20 C19 C9 . . 121.95(14) ?
C21 C20 C19 . . 120.77(17) ?
C21 C20 H20 . . 119.6 ?
C19 C20 H20 . . 119.6 ?
C22 C21 C20 . . 120.30(17) ?
C22 C21 H21 . . 119.8 ?
C20 C21 H21 . . 119.8 ?
C21 C22 C23 . . 119.29(16) ?
C21 C22 H22 . . 120.4 ?
C23 C22 H22 . . 120.4 ?
C22 C23 C24 . . 120.54(17) ?
C22 C23 H23 . . 119.7 ?
C24 C23 H23 . . 119.7 ?
C19 C24 C23 . . 120.78(16) ?
C19 C24 H24 . . 119.6 ?
C23 C24 H24 . . 119.6 ?
O3 C25 O4 . . 124.84(13) ?
O3 C25 C8 . . 125.70(14) ?
O4 C25 C8 . . 109.43(12) ?
O4 C26 C27 . . 107.28(13) ?
O4 C26 H26A . . 110.3 ?
C27 C26 H26A . . 110.3 ?
O4 C26 H26B . . 110.3 ?
C27 C26 H26B . . 110.3 ?
H26A C26 H26B . . 108.5 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
O5 C28 O6 . . 125.05(14) ?
O5 C28 C8 . . 123.71(14) ?
O6 C28 C8 . . 111.24(12) ?
O6 C29 C30 . . 110.6(2) ?
O6 C29 C30A . . 107.8(3) ?
O6 C29 H29A . . 109.5 ?
C30 C29 H29A . . 109.5 ?
O6 C29 H29B . . 109.5 ?
C30 C29 H29B . . 109.5 ?
H29A C29 H29B . . 108.1 ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C29 C30A H30D . . 109.5 ?
C29 C30A H30E . . 109.5 ?
H30D C30A H30E . . 109.5 ?
C29 C30A H30F . . 109.5 ?
H30D C30A H30F . . 109.5 ?
H30E C30A H30F . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -0.7(2) ?
Cl1 C1 C2 C3 . . . . -179.91(11) ?
C1 C2 C3 C4 . . . . 0.2(2) ?
C1 C2 C3 C7 . . . . 176.65(14) ?
C2 C3 C4 C5 . . . . 0.2(2) ?
C7 C3 C4 C5 . . . . -176.20(14) ?
C2 C3 C4 O1 . . . . 179.10(13) ?
C7 C3 C4 O1 . . . . 2.7(2) ?
C11 O1 C4 C5 . . . . -147.49(14) ?
C11 O1 C4 C3 . . . . 33.61(18) ?
C3 C4 C5 C6 . . . . -0.2(2) ?
O1 C4 C5 C6 . . . . -179.13(14) ?
C2 C1 C6 C5 . . . . 0.7(3) ?
Cl1 C1 C6 C5 . . . . 179.90(13) ?
C4 C5 C6 C1 . . . . -0.2(3) ?
C8 N1 C7 C3 . . . . 160.86(11) ?
C8 N1 C7 C10 . . . . 36.03(13) ?
C4 C3 C7 N1 . . . . -130.18(14) ?
C2 C3 C7 N1 . . . . 53.47(18) ?
C4 C3 C7 C10 . . . . -11.05(19) ?
C2 C3 C7 C10 . . . . 172.61(13) ?
C7 N1 C8 C25 . . . . -160.32(11) ?
C7 N1 C8 C28 . . . . 79.67(14) ?
C7 N1 C8 C9 . . . . -42.59(13) ?
N1 C8 C9 C19 . . . . 159.79(12) ?
C25 C8 C9 C19 . . . . -85.09(16) ?
C28 C8 C9 C19 . . . . 38.03(18) ?
N1 C8 C9 C10 . . . . 31.51(13) ?
C25 C8 C9 C10 . . . . 146.63(11) ?
C28 C8 C9 C10 . . . . -90.25(13) ?
N1 C7 C10 C11 . . . . 109.86(13) ?
C3 C7 C10 C11 . . . . -14.25(17) ?
N1 C7 C10 C9 . . . . -14.24(14) ?
C3 C7 C10 C9 . . . . -138.34(12) ?
C19 C9 C10 C11 . . . . 92.97(14) ?
C8 C9 C10 C11 . . . . -135.09(12) ?
C19 C9 C10 C7 . . . . -142.43(12) ?
C8 C9 C10 C7 . . . . -10.49(14) ?
C4 O1 C11 O2 . . . . 58.68(14) ?
C4 O1 C11 C12 . . . . 178.77(11) ?
C4 O1 C11 C10 . . . . -58.26(15) ?
C18 O2 C11 O1 . . . . 115.01(14) ?
C18 O2 C11 C12 . . . . -2.48(18) ?
C18 O2 C11 C10 . . . . -126.30(14) ?
C7 C10 C11 O1 . . . . 47.94(15) ?
C9 C10 C11 O1 . . . . 168.31(11) ?
C7 C10 C11 O2 . . . . -67.30(14) ?
C9 C10 C11 O2 . . . . 53.07(15) ?
C7 C10 C11 C12 . . . . 168.75(12) ?
C9 C10 C11 C12 . . . . -70.89(15) ?
O1 C11 C12 C17 . . . . -119.80(14) ?
O2 C11 C12 C17 . . . . -3.92(19) ?
C10 C11 C12 C17 . . . . 117.85(15) ?
O1 C11 C12 C13 . . . . 62.73(18) ?
O2 C11 C12 C13 . . . . 178.61(14) ?
C10 C11 C12 C13 . . . . -59.62(19) ?
C17 C12 C13 C14 . . . . -1.9(2) ?
C11 C12 C13 C14 . . . . 175.56(15) ?
C12 C13 C14 C15 . . . . -1.4(3) ?
C13 C14 C15 C16 . . . . 2.8(3) ?
C14 C15 C16 C17 . . . . -0.9(3) ?
C13 C12 C17 C16 . . . . 3.8(2) ?
C11 C12 C17 C16 . . . . -173.67(14) ?
C13 C12 C17 N2 . . . . -174.84(15) ?
C11 C12 C17 N2 . . . . 7.7(2) ?
C15 C16 C17 C12 . . . . -2.4(2) ?
C15 C16 C17 N2 . . . . 176.27(15) ?
C18 N2 C17 C12 . . . . -4.6(2) ?
C18 N2 C17 C16 . . . . 176.72(15) ?
C17 N2 C18 O2 . . . . -2.6(3) ?
C11 O2 C18 N2 . . . . 6.2(2) ?
C10 C9 C19 C24 . . . . -120.84(15) ?
C8 C9 C19 C24 . . . . 115.74(16) ?
C10 C9 C19 C20 . . . . 53.29(19) ?
C8 C9 C19 C20 . . . . -70.13(19) ?
C24 C19 C20 C21 . . . . 0.0(3) ?
C9 C19 C20 C21 . . . . -174.24(16) ?
C19 C20 C21 C22 . . . . 1.1(3) ?
C20 C21 C22 C23 . . . . -0.9(3) ?
C21 C22 C23 C24 . . . . -0.3(3) ?
C20 C19 C24 C23 . . . . -1.2(2) ?
C9 C19 C24 C23 . . . . 173.16(15) ?
C22 C23 C24 C19 . . . . 1.4(3) ?
C26 O4 C25 O3 . . . . -2.3(2) ?
C26 O4 C25 C8 . . . . 176.32(12) ?
N1 C8 C25 O3 . . . . 122.07(15) ?
C28 C8 C25 O3 . . . . -115.36(16) ?
C9 C8 C25 O3 . . . . 10.5(2) ?
N1 C8 C25 O4 . . . . -56.51(15) ?
C28 C8 C25 O4 . . . . 66.05(15) ?
C9 C8 C25 O4 . . . . -168.11(11) ?
C25 O4 C26 C27 . . . . 178.41(16) ?
C29 O6 C28 O5 . . . . -1.1(2) ?
C29 O6 C28 C8 . . . . 179.14(15) ?
N1 C8 C28 O5 . . . . -20.8(2) ?
C25 C8 C28 O5 . . . . -140.36(15) ?
C9 C8 C28 O5 . . . . 94.95(17) ?
N1 C8 C28 O6 . . . . 159.01(12) ?
C25 C8 C28 O6 . . . . 39.41(16) ?
C9 C8 C28 O6 . . . . -85.28(15) ?
C28 O6 C29 C30 . . . . 80.3(2) ?
C28 O6 C29 C30A . . . . -133.3(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C2 H2 N2 2_656 0.95 2.51 3.441(2) 166.2 ?
C6 H6 O3 1_455 0.95 2.62 3.529(2) 161.3 ?
C7 H7 O5 . 1.00 2.47 3.0375(18) 115.8 ?
C9 H9 O2 . 1.00 2.34 2.8726(18) 112.2 ?
C10 H10 O5 3_666 1.00 2.52 3.4475(17) 153.6 ?
C26 H26A Cl1 1_655 0.99 2.83 3.6760(17) 143.5 ?
C30^a H30B^a Cl1 1_655 0.98 2.89 3.698(3) 140.6 ?



####################################################################### 
# 
# 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_exp_1800_auto
_database_code_depnum_ccdc_archive 'CCDC 2195946'
loop_
_audit_author_name
_audit_author_address
'Xiao Yao'
;Shanghai University
China
;
_audit_update_record             
;
2022-08-10 deposited with the CCDC.	2022-08-22 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     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H24 N2 O4'
_chemical_formula_sum            'C27 H24 N2 O4'
_chemical_formula_weight         440.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C O N'
_chemical_oxdiff_usercomment     2207244299
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   11.35547(13)
_cell_length_b                   16.38420(16)
_cell_length_c                   12.90723(15)
_cell_angle_alpha                90
_cell_angle_beta                 113.0632(14)
_cell_angle_gamma                90
_cell_volume                     2209.46(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21670
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3690
_cell_measurement_theta_min      4.3990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.725
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30503
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.694
_diffrn_reflns_theta_min         4.407
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     36.00 119.00   0.50    0.05    --   47.98  77.00 -30.00  166
  2  ω     91.00 117.00   0.50    0.20    --  104.70  61.00  60.00   52
  3  ω    136.00 176.00   0.50    0.20    --  104.70  61.00  60.00   80
  4  ω    133.00 176.00   0.50    0.20    --  104.70  77.00 120.00   86
  5  ω     87.00 115.00   0.50    0.20    --  104.70  77.00 120.00   56
  6  ω     35.00 120.00   0.50    0.05    --   47.98  57.00  90.00  170
  7  ω    100.00 134.00   0.50    0.20    --  104.70  61.00-120.00   68
  8  ω     98.00 178.00   0.50    0.20    --  104.70  15.00 -30.00  160
  9  ω     42.00 100.00   0.50    0.20    --  104.70 -95.00-120.00  116
 10  ω     91.00 128.00   0.50    0.20    --  104.70-148.00 -91.00   74
 11  ω     69.00  94.00   0.50    0.05    --   47.98-148.00 -91.00   50
 12  ω     41.00 105.00   0.50    0.20    --  104.70 -95.00-180.00  128
 13  ω     67.00 100.00   0.50    0.20    --  104.70 -95.00 -90.00   66
 14  ω     37.00 104.00   0.50    0.20    --  104.70 -95.00 -60.00  134
 15  ω     17.00  71.00   0.50    0.05    --   47.98-124.00  73.00  108
 16  ω     59.00  84.00   0.50    0.20    --  104.70-124.00  73.00   50
 17  ω     38.00 101.00   0.50    0.20    --  104.70-125.00 120.00  126
 18  ω     35.00  69.00   0.50    0.20    --  104.70 -77.00 120.00   68
 19  ω     35.00  60.00   0.50    0.20    --  104.70 -61.00  90.00   50
 20  ω     39.00  64.00   0.50    0.20    --  104.70 -61.00  30.00   50
 21  ω    -23.00   9.00   0.50    0.05    --   47.98 -38.00  30.00   64
 22  ω     17.00  45.00   0.50    0.05    --   47.98 -38.00  30.00   56
 23  ω     91.00 119.00   0.50    0.05    --   47.98 148.00 -43.00   56
 24  ω     78.00 127.00   0.50    0.20    --  104.70 148.00 -43.00   98
 25  ω    127.00 152.00   0.50    0.20    --  104.70 124.00 152.00   50
 26  ω    -94.00 -22.00   0.50    0.05    --  -47.98 124.00 152.00  144
 27  ω    -93.00 -68.00   0.50    0.20    --  -99.00 124.00 152.00   50
 28  ω   -126.00 -27.00   0.50    0.20    --  -99.00 148.00 -43.00  198
 29  ω   -125.00 -56.00   0.50    0.20    --  -99.00 143.00  88.13  138
 30  ω    -53.00 -28.00   0.50    0.20    --  -99.00 109.00  72.07   50
 31  ω   -108.00 -64.00   0.50    0.20    --  -99.00 109.00  72.07   88
 32  ω    -91.00 -66.00   0.50    0.05    --  -47.98 148.00 -43.00   50
 33  ω   -100.00 -71.00   0.50    0.20    --  -99.00  77.00-180.00   58
 34  ω    -64.00 -27.00   0.50    0.20    --  -99.00  61.00-180.00   74
 35  ω    -69.00 -29.00   0.50    0.20    --  -99.00  61.00 -90.00   80
 36  ω    -63.00 -29.00   0.50    0.20    --  -99.00  61.00   0.00   68
 37  ω    -54.00 -28.00   0.50    0.20    --  -99.00  61.00  60.00   52
 38  ω   -136.00 -88.00   0.50    0.20    --  -99.00 -30.00 -90.00   96
 39  ω   -171.00-146.00   0.50    0.20    --  -99.00 -30.00 -90.00   50
 40  ω   -168.00 -96.00   0.50    0.20    --  -99.00 -61.00  90.00  144
 41  ω   -113.00 -75.00   0.50    0.05    --  -47.98-125.00  90.00   76
 42  ω   -143.00 -82.00   0.50    0.20    --  -99.00-124.00  73.00  122
 43  ω    -84.00 -58.00   0.50    0.05    --  -47.98-148.00 -91.00   52
 44  ω   -137.00-112.00   0.50    0.20    --  -99.00-148.00 -91.00   50
 45  ω   -155.00-129.00   0.50    0.20    --  -99.00 -95.00-180.00   52
 46  ω   -128.00-101.00   0.50    0.20    --  -99.00 -95.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0793883000
_diffrn_orient_matrix_UB_12      -0.0362432000
_diffrn_orient_matrix_UB_13      0.0621082000
_diffrn_orient_matrix_UB_21      -0.0440471000
_diffrn_orient_matrix_UB_22      0.0863795000
_diffrn_orient_matrix_UB_23      0.0157053000
_diffrn_orient_matrix_UB_31      -0.1161930000
_diffrn_orient_matrix_UB_32      -0.0079642000
_diffrn_orient_matrix_UB_33      -0.1127838000
_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                4129
_reflns_number_total             4518
_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 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4518
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.062
_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)+(0.0442P)²+0.7710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.0943
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12), C11(H11), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C28(H28), C15(H15), C21(H21), C27(H27), C6(H6), C4(H4), C16(H16),
 C17(H17), C5(H5), C18(H18), C24(H24), C26(H26), C25(H25)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O22 O 0.19951(7) 0.32330(5) 0.29690(6) 0.02127(17) Uani 1 1 d . . . . .
O2 O 0.37637(7) 0.39903(5) 0.40779(7) 0.02166(18) Uani 1 1 d . . . . .
O30 O -0.00635(9) 0.09206(5) 0.42561(7) 0.0300(2) Uani 1 1 d . . . . .
O33 O -0.05851(10) 0.19200(6) 0.29641(8) 0.0396(3) Uani 1 1 d . . . . .
N10 N 0.09350(9) 0.29983(6) 0.46822(8) 0.0207(2) Uani 1 1 d . . . . .
H10 H 0.0609(14) 0.3123(9) 0.3943(13) 0.025 Uiso 1 1 d . U . . .
N20 N 0.26938(10) 0.31928(7) 0.14807(9) 0.0308(2) Uani 1 1 d . . . . .
C9 C 0.22380(10) 0.33408(7) 0.52267(9) 0.0192(2) Uani 1 1 d . . . . .
H9 H 0.251311 0.327073 0.605823 0.023 Uiso 1 1 calc R U . . .
C14 C 0.41583(11) 0.27711(7) 0.33735(9) 0.0205(2) Uani 1 1 d . . . . .
C1 C 0.32753(10) 0.31802(7) 0.38300(9) 0.0193(2) Uani 1 1 d . . . . .
C3 C 0.30661(10) 0.45187(7) 0.44570(9) 0.0212(2) Uani 1 1 d . . . . .
C12 C 0.24545(10) 0.19513(7) 0.46125(9) 0.0191(2) Uani 1 1 d . . . . .
H12 H 0.225706 0.179814 0.381175 0.023 Uiso 1 1 calc R U . . .
C11 C 0.11558(10) 0.21179(7) 0.47584(9) 0.0200(2) Uani 1 1 d . . . . .
H11 H 0.124887 0.192896 0.552325 0.024 Uiso 1 1 calc R U . . .
C8 C 0.23021(10) 0.42379(7) 0.50019(9) 0.0204(2) Uani 1 1 d . . . . .
C13 C 0.31221(10) 0.27992(6) 0.48521(9) 0.0186(2) Uani 1 1 d . . . . .
H13 H 0.398031 0.275002 0.548517 0.022 Uiso 1 1 calc R U . . .
C29 C 0.00623(11) 0.16590(7) 0.38843(10) 0.0227(2) Uani 1 1 d . . . . .
C19 C 0.38489(11) 0.28291(7) 0.22154(10) 0.0243(2) Uani 1 1 d . . . . .
C7 C 0.16284(11) 0.48143(7) 0.53503(10) 0.0242(2) Uani 1 1 d . . . . .
H7 H 0.110492 0.463784 0.572847 0.029 Uiso 1 1 calc R U . . .
C23 C 0.31791(10) 0.12587(7) 0.53697(9) 0.0200(2) Uani 1 1 d . . . . .
C28 C 0.36346(11) 0.13302(7) 0.65415(10) 0.0238(2) Uani 1 1 d . . . . .
H28 H 0.352654 0.182941 0.686822 0.029 Uiso 1 1 calc R U . . .
C15 C 0.53214(12) 0.24335(7) 0.40694(10) 0.0247(2) Uani 1 1 d . . . . .
H15 H 0.553693 0.239603 0.485715 0.030 Uiso 1 1 calc R U . . .
C21 C 0.18813(12) 0.33596(8) 0.18960(10) 0.0264(3) Uani 1 1 d . . . . .
H21 H 0.110400 0.360089 0.140001 0.032 Uiso 1 1 calc R U . . .
C27 C 0.42435(11) 0.06785(7) 0.72329(10) 0.0266(3) Uani 1 1 d . . . . .
H27 H 0.455080 0.073600 0.802763 0.032 Uiso 1 1 calc R U . . .
C6 C 0.17112(12) 0.56422(7) 0.51530(11) 0.0284(3) Uani 1 1 d . . . . .
H6 H 0.123243 0.602673 0.537946 0.034 Uiso 1 1 calc R U . . .
C4 C 0.31805(11) 0.53452(7) 0.42732(11) 0.0263(3) Uani 1 1 d . . . . .
H4 H 0.372043 0.552411 0.391235 0.032 Uiso 1 1 calc R U . . .
C16 C 0.61721(12) 0.21500(8) 0.36152(11) 0.0291(3) Uani 1 1 d . . . . .
H16 H 0.697267 0.192575 0.409301 0.035 Uiso 1 1 calc R U . . .
C17 C 0.58485(13) 0.21956(8) 0.24636(11) 0.0305(3) Uani 1 1 d . . . . .
H17 H 0.642581 0.199613 0.215338 0.037 Uiso 1 1 calc R U . . .
C5 C 0.24993(12) 0.59043(7) 0.46219(11) 0.0291(3) Uani 1 1 d . . . . .
H5 H 0.256982 0.647052 0.449807 0.035 Uiso 1 1 calc R U . . .
C18 C 0.46915(13) 0.25292(8) 0.17634(11) 0.0292(3) Uani 1 1 d . . . . .
H18 H 0.447215 0.255355 0.097418 0.035 Uiso 1 1 calc R U . . .
C24 C 0.33377(13) 0.05189(8) 0.49194(11) 0.0308(3) Uani 1 1 d . . . . .
H24 H 0.302746 0.045545 0.412533 0.037 Uiso 1 1 calc R U . . .
C26 C 0.44049(13) -0.00540(8) 0.67703(11) 0.0311(3) Uani 1 1 d . . . . .
H26 H 0.482746 -0.049793 0.724318 0.037 Uiso 1 1 calc R U . . .
C25 C 0.39458(15) -0.01319(8) 0.56162(12) 0.0385(3) Uani 1 1 d . . . . .
H25 H 0.404533 -0.063479 0.529313 0.046 Uiso 1 1 calc R U . . .
C31 C -0.09809(13) 0.03601(8) 0.34604(12) 0.0362(3) Uani 1 1 d . . . . .
H31A H -0.169070 0.067527 0.290254 0.043 Uiso 1 1 calc R U . . .
H31B H -0.134600 -0.000468 0.386993 0.043 Uiso 1 1 calc R U . . .
C32 C -0.03390(17) -0.01359(11) 0.28704(16) 0.0585(5) Uani 1 1 d . . . . .
H32A H -0.094705 -0.053303 0.237780 0.088 Uiso 1 1 calc R U . . .
H32B H 0.039124 -0.042485 0.342634 0.088 Uiso 1 1 calc R U . . .
H32C H -0.003771 0.022292 0.241792 0.088 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
O22 C1 1.4457(13) . ?
O22 C21 1.3556(14) . ?
O2 C1 1.4257(13) . ?
O2 C3 1.3857(13) . ?
O30 C29 1.3297(14) . ?
O30 C31 1.4646(15) . ?
O33 C29 1.2041(15) . ?
N10 H10 0.902(15) . ?
N10 C9 1.4777(14) . ?
N10 C11 1.4607(14) . ?
N20 C19 1.4143(16) . ?
N20 C21 1.2652(16) . ?
C9 H9 1.0000 . ?
C9 C8 1.5056(15) . ?
C9 C13 1.5521(14) . ?
C14 C1 1.5049(15) . ?
C14 C19 1.3983(16) . ?
C14 C15 1.3884(17) . ?
C1 C13 1.5298(15) . ?
C3 C8 1.3918(16) . ?
C3 C4 1.3896(16) . ?
C12 H12 1.0000 . ?
C12 C11 1.5818(15) . ?
C12 C13 1.5545(15) . ?
C12 C23 1.5133(15) . ?
C11 H11 1.0000 . ?
C11 C29 1.5108(16) . ?
C8 C7 1.3959(16) . ?
C13 H13 1.0000 . ?
C19 C18 1.3909(17) . ?
C7 H7 0.9500 . ?
C7 C6 1.3901(17) . ?
C23 C28 1.3985(16) . ?
C23 C24 1.3862(16) . ?
C28 H28 0.9500 . ?
C28 C27 1.3896(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3915(17) . ?
C21 H21 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.3842(18) . ?
C6 H6 0.9500 . ?
C6 C5 1.3914(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.3831(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3864(19) . ?
C17 H17 0.9500 . ?
C17 C18 1.3825(19) . ?
C5 H5 0.9500 . ?
C18 H18 0.9500 . ?
C24 H24 0.9500 . ?
C24 C25 1.3914(18) . ?
C26 H26 0.9500 . ?
C26 C25 1.378(2) . ?
C25 H25 0.9500 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.485(2) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 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
C21 O22 C1 117.33(9) . . ?
C3 O2 C1 115.79(8) . . ?
C29 O30 C31 117.70(9) . . ?
C9 N10 H10 109.6(9) . . ?
C11 N10 H10 106.5(9) . . ?
C11 N10 C9 103.26(8) . . ?
C21 N20 C19 116.46(10) . . ?
N10 C9 H9 107.5 . . ?
N10 C9 C8 113.21(9) . . ?
N10 C9 C13 106.50(8) . . ?
C8 C9 H9 107.5 . . ?
C8 C9 C13 114.34(9) . . ?
C13 C9 H9 107.5 . . ?
C19 C14 C1 117.47(10) . . ?
C15 C14 C1 122.34(10) . . ?
C15 C14 C19 119.71(10) . . ?
O22 C1 C14 110.44(9) . . ?
O22 C1 C13 105.52(8) . . ?
O2 C1 O22 107.60(8) . . ?
O2 C1 C14 104.02(8) . . ?
O2 C1 C13 110.61(9) . . ?
C14 C1 C13 118.31(9) . . ?
O2 C3 C8 121.85(10) . . ?
O2 C3 C4 116.36(10) . . ?
C4 C3 C8 121.79(11) . . ?
C11 C12 H12 108.9 . . ?
C13 C12 H12 108.9 . . ?
C13 C12 C11 103.11(8) . . ?
C23 C12 H12 108.9 . . ?
C23 C12 C11 110.42(9) . . ?
C23 C12 C13 116.25(9) . . ?
N10 C11 C12 107.81(9) . . ?
N10 C11 H11 108.7 . . ?
N10 C11 C29 111.84(9) . . ?
C12 C11 H11 108.7 . . ?
C29 C11 C12 110.92(9) . . ?
C29 C11 H11 108.7 . . ?
C3 C8 C9 120.45(10) . . ?
C3 C8 C7 117.90(10) . . ?
C7 C8 C9 121.63(10) . . ?
C9 C13 C12 104.38(8) . . ?
C9 C13 H13 109.5 . . ?
C1 C13 C9 109.96(9) . . ?
C1 C13 C12 113.85(9) . . ?
C1 C13 H13 109.5 . . ?
C12 C13 H13 109.5 . . ?
O30 C29 C11 110.88(9) . . ?
O33 C29 O30 124.66(11) . . ?
O33 C29 C11 124.43(10) . . ?
C14 C19 N20 121.60(10) . . ?
C18 C19 N20 118.51(11) . . ?
C18 C19 C14 119.89(11) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 C8 121.07(11) . . ?
C6 C7 H7 119.5 . . ?
C28 C23 C12 120.85(10) . . ?
C24 C23 C12 120.80(10) . . ?
C24 C23 C28 118.22(11) . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.69(11) . . ?
C27 C28 H28 119.7 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.12(11) . . ?
C16 C15 H15 119.9 . . ?
O22 C21 H21 116.3 . . ?
N20 C21 O22 127.33(11) . . ?
N20 C21 H21 116.3 . . ?
C28 C27 H27 119.8 . . ?
C26 C27 C28 120.38(11) . . ?
C26 C27 H27 119.8 . . ?
C7 C6 H6 120.2 . . ?
C7 C6 C5 119.62(11) . . ?
C5 C6 H6 120.2 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.23(11) . . ?
C5 C4 H4 120.4 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.84(12) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.47(11) . . ?
C18 C17 H17 119.8 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.36(11) . . ?
C4 C5 H5 119.8 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 119.95(11) . . ?
C17 C18 H18 120.0 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.81(12) . . ?
C25 C24 H24 119.6 . . ?
C27 C26 H26 120.4 . . ?
C25 C26 C27 119.26(12) . . ?
C25 C26 H26 120.4 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.63(12) . . ?
C26 C25 H25 119.7 . . ?
O30 C31 H31A 109.6 . . ?
O30 C31 H31B 109.6 . . ?
O30 C31 C32 110.21(12) . . ?
H31A C31 H31B 108.1 . . ?
C32 C31 H31A 109.6 . . ?
C32 C31 H31B 109.6 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
O22 C1 C13 C9 -59.15(11) . . . . ?
O22 C1 C13 C12 57.56(11) . . . . ?
O2 C1 C13 C9 56.93(11) . . . . ?
O2 C1 C13 C12 173.64(8) . . . . ?
O2 C3 C8 C9 1.69(16) . . . . ?
O2 C3 C8 C7 -179.71(10) . . . . ?
O2 C3 C4 C5 179.38(11) . . . . ?
N10 C9 C8 C3 -119.63(11) . . . . ?
N10 C9 C8 C7 61.82(14) . . . . ?
N10 C9 C13 C1 95.02(10) . . . . ?
N10 C9 C13 C12 -27.48(11) . . . . ?
N10 C11 C29 O30 -149.89(10) . . . . ?
N10 C11 C29 O33 31.91(16) . . . . ?
N20 C19 C18 C17 177.77(11) . . . . ?
C9 N10 C11 C12 -35.49(11) . . . . ?
C9 N10 C11 C29 -157.68(9) . . . . ?
C9 C8 C7 C6 178.99(11) . . . . ?
C14 C1 C13 C9 176.70(9) . . . . ?
C14 C1 C13 C12 -66.59(12) . . . . ?
C14 C19 C18 C17 -1.83(18) . . . . ?
C14 C15 C16 C17 -0.84(19) . . . . ?
C1 O22 C21 N20 23.83(18) . . . . ?
C1 O2 C3 C8 25.81(14) . . . . ?
C1 O2 C3 C4 -154.79(10) . . . . ?
C1 C14 C19 N20 -5.59(16) . . . . ?
C1 C14 C19 C18 174.00(11) . . . . ?
C1 C14 C15 C16 -172.28(11) . . . . ?
C3 O2 C1 O22 59.22(11) . . . . ?
C3 O2 C1 C14 176.40(9) . . . . ?
C3 O2 C1 C13 -55.56(12) . . . . ?
C3 C8 C7 C6 0.41(17) . . . . ?
C3 C4 C5 C6 0.16(19) . . . . ?
C12 C11 C29 O30 89.72(11) . . . . ?
C12 C11 C29 O33 -88.48(14) . . . . ?
C12 C23 C28 C27 176.77(10) . . . . ?
C12 C23 C24 C25 -176.63(12) . . . . ?
C11 N10 C9 C8 165.65(9) . . . . ?
C11 N10 C9 C13 39.16(10) . . . . ?
C11 C12 C13 C9 5.59(10) . . . . ?
C11 C12 C13 C1 -114.32(10) . . . . ?
C11 C12 C23 C28 -63.81(13) . . . . ?
C11 C12 C23 C24 112.07(12) . . . . ?
C8 C9 C13 C1 -30.80(12) . . . . ?
C8 C9 C13 C12 -153.29(9) . . . . ?
C8 C3 C4 C5 -1.22(18) . . . . ?
C8 C7 C6 C5 -1.43(18) . . . . ?
C13 C9 C8 C3 2.59(15) . . . . ?
C13 C9 C8 C7 -175.96(10) . . . . ?
C13 C12 C11 N10 18.19(11) . . . . ?
C13 C12 C11 C29 140.95(9) . . . . ?
C13 C12 C23 C28 53.15(14) . . . . ?
C13 C12 C23 C24 -130.96(12) . . . . ?
C29 O30 C31 C32 90.58(15) . . . . ?
C19 N20 C21 O22 0.4(2) . . . . ?
C19 C14 C1 O22 26.68(13) . . . . ?
C19 C14 C1 O2 -88.51(11) . . . . ?
C19 C14 C1 C13 148.35(10) . . . . ?
C19 C14 C15 C16 -0.36(17) . . . . ?
C7 C6 C5 C4 1.14(19) . . . . ?
C23 C12 C11 N10 143.03(9) . . . . ?
C23 C12 C11 C29 -94.21(11) . . . . ?
C23 C12 C13 C9 -115.36(10) . . . . ?
C23 C12 C13 C1 124.73(10) . . . . ?
C23 C28 C27 C26 -0.21(18) . . . . ?
C23 C24 C25 C26 -0.1(2) . . . . ?
C28 C23 C24 C25 -0.65(19) . . . . ?
C28 C27 C26 C25 -0.5(2) . . . . ?
C15 C14 C1 O22 -161.23(10) . . . . ?
C15 C14 C1 O2 83.58(12) . . . . ?
C15 C14 C1 C13 -39.56(15) . . . . ?
C15 C14 C19 N20 -177.89(11) . . . . ?
C15 C14 C19 C18 1.70(17) . . . . ?
C15 C16 C17 C18 0.71(19) . . . . ?
C21 O22 C1 O2 77.79(11) . . . . ?
C21 O22 C1 C14 -35.13(13) . . . . ?
C21 O22 C1 C13 -164.09(9) . . . . ?
C21 N20 C19 C14 -9.41(18) . . . . ?
C21 N20 C19 C18 170.99(12) . . . . ?
C27 C26 C25 C24 0.7(2) . . . . ?
C4 C3 C8 C9 -177.68(11) . . . . ?
C4 C3 C8 C7 0.93(17) . . . . ?
C16 C17 C18 C19 0.62(19) . . . . ?
C24 C23 C28 C27 0.79(17) . . . . ?
C31 O30 C29 O33 5.36(19) . . . . ?
C31 O30 C29 C11 -172.84(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.296
_oxdiff_exptl_absorpt_empirical_full_min 0.788
