# Electronic Supplementary Material (ESI) for Green Chemistry.
# 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_liu0816
_database_code_depnum_ccdc_archive 'CCDC 2245130'
loop_
_audit_author_name
_audit_author_address
'Xiao-Tong Lin'
;School of Chemistry and Chemical Engineering, Guangzhou University
China
;
_audit_update_record             
;
2023-02-28 deposited with the CCDC.	2023-09-01 downloaded from the CCDC.
;
_audit_creation_date             2023-02-21
_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         'C40 H33 N O5'
_chemical_formula_sum            'C40 H33 N O5'
_chemical_formula_weight         607.67
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.5520(14)
_cell_length_b                   10.2862(10)
_cell_length_c                   23.234(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.963(10)
_cell_angle_gamma                90
_cell_volume                     3221.2(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2499
_cell_measurement_temperature    292.99(10)
_cell_measurement_theta_max      22.9540
_cell_measurement_theta_min      2.4250
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.253
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.1036
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.837
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            16913
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.605
_diffrn_reflns_theta_min         2.167
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.837
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  26.00   1.00    7.00    --   11.90 -99.00   0.00   33
  2  ω    -12.00  86.00   1.00    7.00    --   11.90  37.00 -60.00   98
  3  ω     16.00  85.00   1.00    7.00    --   11.90  57.00-180.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0202825000
_diffrn_orient_matrix_UB_12      -0.0070609000
_diffrn_orient_matrix_UB_13      -0.0292126000
_diffrn_orient_matrix_UB_21      -0.0481498000
_diffrn_orient_matrix_UB_22      -0.0061644000
_diffrn_orient_matrix_UB_23      0.0091142000
_diffrn_orient_matrix_UB_31      -0.0064385000
_diffrn_orient_matrix_UB_32      0.0683241000
_diffrn_orient_matrix_UB_33      -0.0022108000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3361
_reflns_number_total             7598
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0050(7)
_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   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         7598
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1788
_refine_ls_R_factor_gt           0.0724
_refine_ls_restrained_S_all      1.024
_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)+(0.0609P)²+0.2233P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_refine_ls_wR_factor_ref         0.1931
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C32(H32A,H32B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C38(H38), C14(H14), C15(H15), C9(H9), C7(H7), C5(H5), C18(H18),
 C30(H30), C6(H6), C4(H4), C34(H34), C17(H17), C24(H24), C35(H35), C23(H23),
 C29(H29), C22(H22), C28(H28), C26(H26), C20(H20), C27(H27), C21(H21)
2.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C39(H39A,H39B,H39C)
;
_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
O1 O 0.45626(14) 0.57855(18) 0.72685(9) 0.0597(6) Uani 1 1 d . . . . .
O2 O 0.34617(14) 0.65660(18) 0.46312(9) 0.0610(6) Uani 1 1 d . . . . .
N1 N 0.41081(15) 0.52952(19) 0.63285(10) 0.0457(6) Uani 1 1 d . . . . .
O3 O 0.46801(16) 0.7988(2) 0.47041(10) 0.0705(6) Uani 1 1 d . . . . .
O5 O 0.20081(17) 0.0734(2) 0.51323(12) 0.0889(8) Uani 1 1 d . . . . .
C1 C 0.41140(19) 0.6103(3) 0.68055(13) 0.0478(7) Uani 1 1 d . . . . .
C8 C 0.39398(19) 0.5766(2) 0.57493(12) 0.0456(7) Uani 1 1 d . . . . .
C13 C 0.52556(18) 0.7503(3) 0.59103(12) 0.0471(7) Uani 1 1 d . . . . .
C2 C 0.34835(19) 0.7300(2) 0.67562(12) 0.0457(7) Uani 1 1 d . . . . .
O4 O 0.03622(18) 0.1581(3) 0.54004(14) 0.1139(10) Uani 1 1 d . . . . .
C16 C 0.68260(19) 0.8900(3) 0.65155(13) 0.0508(7) Uani 1 1 d . . . . .
C10 C 0.2940(2) 0.5560(3) 0.48412(14) 0.0519(8) Uani 1 1 d . . . . .
C12 C 0.44556(19) 0.6783(2) 0.55590(13) 0.0461(7) Uani 1 1 d . . . . .
C31 C 0.45527(19) 0.3991(2) 0.64185(14) 0.0542(8) Uani 1 1 d . . . . .
H31A H 0.520267 0.407865 0.663293 0.065 Uiso 1 1 calc R U . . .
H31B H 0.464288 0.361413 0.604491 0.065 Uiso 1 1 calc R U . . .
C11 C 0.4246(2) 0.7180(3) 0.49593(14) 0.0540(8) Uani 1 1 d . . . . .
C19 C 0.7699(2) 0.9642(3) 0.67796(14) 0.0570(8) Uani 1 1 d . . . . .
C3 C 0.2564(2) 0.7347(3) 0.64334(13) 0.0547(8) Uani 1 1 d . . . . .
H3 H 0.233846 0.663519 0.621002 0.066 Uiso 1 1 calc R U . . .
C33 C 0.2960(2) 0.2704(3) 0.64058(14) 0.0556(8) Uani 1 1 d . . . . .
C38 C 0.2954(2) 0.1884(3) 0.59268(14) 0.0561(8) Uani 1 1 d . . . . .
H38 H 0.355131 0.156465 0.582169 0.067 Uiso 1 1 calc R U . . .
C14 C 0.5239(2) 0.8851(3) 0.59508(14) 0.0561(8) Uani 1 1 d . . . . .
H14 H 0.470036 0.930656 0.577001 0.067 Uiso 1 1 calc R U . . .
C15 C 0.6002(2) 0.9526(3) 0.62527(14) 0.0570(8) Uani 1 1 d . . . . .
H15 H 0.596006 1.042631 0.627967 0.068 Uiso 1 1 calc R U . . .
C9 C 0.3188(2) 0.5127(3) 0.53779(14) 0.0544(8) Uani 1 1 d . . . . .
H9 H 0.286809 0.440349 0.551082 0.065 Uiso 1 1 calc R U . . .
C7 C 0.3803(2) 0.8371(3) 0.70897(14) 0.0563(8) Uani 1 1 d . . . . .
H7 H 0.441813 0.835018 0.730820 0.068 Uiso 1 1 calc R U . . .
C32 C 0.3930(2) 0.3072(3) 0.67437(14) 0.0609(9) Uani 1 1 d . . . . .
H32A H 0.430907 0.228725 0.683990 0.073 Uiso 1 1 calc R U . . .
H32B H 0.379413 0.347950 0.710352 0.073 Uiso 1 1 calc R U . . .
C5 C 0.2307(2) 0.9499(3) 0.67792(16) 0.0651(9) Uani 1 1 d . . . . .
H5 H 0.190901 1.023340 0.678920 0.078 Uiso 1 1 calc R U . . .
C25 C 0.2115(2) 0.5109(3) 0.44257(14) 0.0578(8) Uani 1 1 d . . . . .
C37 C 0.2080(2) 0.1538(3) 0.56063(16) 0.0631(9) Uani 1 1 d . . . . .
C18 C 0.6061(2) 0.6871(3) 0.61947(16) 0.0638(9) Uani 1 1 d . . . . .
H18 H 0.608968 0.596803 0.618310 0.077 Uiso 1 1 calc R U . . .
C30 C 0.1979(2) 0.5564(3) 0.38642(15) 0.0647(9) Uani 1 1 d . . . . .
H30 H 0.242454 0.615820 0.373575 0.078 Uiso 1 1 calc R U . . .
C6 C 0.3215(2) 0.9465(3) 0.70994(16) 0.0652(9) Uani 1 1 d . . . . .
H6 H 0.343510 1.017868 0.732276 0.078 Uiso 1 1 calc R U . . .
C4 C 0.1979(2) 0.8450(3) 0.64427(15) 0.0648(9) Uani 1 1 d . . . . .
H4 H 0.136637 0.848272 0.622218 0.078 Uiso 1 1 calc R U . . .
C34 C 0.2065(2) 0.3167(3) 0.65486(16) 0.0676(9) Uani 1 1 d . . . . .
H34 H 0.204698 0.372057 0.686389 0.081 Uiso 1 1 calc R U . . .
C17 C 0.6830(2) 0.7554(3) 0.64975(16) 0.0686(10) Uani 1 1 d . . . . .
H17 H 0.735674 0.710097 0.669208 0.082 Uiso 1 1 calc R U . . .
C24 C 0.7601(2) 1.0850(3) 0.70310(14) 0.0661(9) Uani 1 1 d . . . . .
H24 H 0.696944 1.118316 0.705959 0.079 Uiso 1 1 calc R U . . .
C36 C 0.1186(2) 0.1998(3) 0.57532(17) 0.0703(10) Uani 1 1 d . . . . .
C35 C 0.1172(2) 0.2807(3) 0.62186(19) 0.0765(11) Uani 1 1 d . . . . .
H35 H 0.057000 0.312248 0.631907 0.092 Uiso 1 1 calc R U . . .
C23 C 0.8421(3) 1.1571(3) 0.72399(15) 0.0763(10) Uani 1 1 d . . . . .
H23 H 0.833466 1.238074 0.740568 0.092 Uiso 1 1 calc R U . . .
C29 C 0.1182(3) 0.5137(3) 0.34920(17) 0.0783(11) Uani 1 1 d . . . . .
H29 H 0.110177 0.544387 0.311346 0.094 Uiso 1 1 calc R U . . .
C22 C 0.9351(3) 1.1109(4) 0.72055(17) 0.0869(12) Uani 1 1 d . . . . .
H22 H 0.990221 1.160354 0.733875 0.104 Uiso 1 1 calc R U . . .
C28 C 0.0517(3) 0.4284(4) 0.36681(18) 0.0847(12) Uani 1 1 d . . . . .
H28 H -0.002062 0.401418 0.341454 0.102 Uiso 1 1 calc R U . . .
C26 C 0.1441(3) 0.4229(3) 0.45977(17) 0.0879(12) Uani 1 1 d . . . . .
H26 H 0.152246 0.390216 0.497292 0.105 Uiso 1 1 calc R U . . .
C20 C 0.8649(2) 0.9178(4) 0.67633(19) 0.0900(13) Uani 1 1 d . . . . .
H20 H 0.874586 0.835952 0.660882 0.108 Uiso 1 1 calc R U . . .
C27 C 0.0641(3) 0.3821(4) 0.42212(19) 0.0987(13) Uani 1 1 d . . . . .
H27 H 0.018830 0.323063 0.434551 0.118 Uiso 1 1 calc R U . . .
C21 C 0.9464(3) 0.9920(4) 0.6975(2) 0.1048(15) Uani 1 1 d . . . . .
H21 H 1.009906 0.959085 0.695749 0.126 Uiso 1 1 calc R U . . .
C40 C 0.2856(3) 0.0178(5) 0.4968(2) 0.1252(19) Uani 1 1 d . . . . .
H40A H 0.269223 -0.034641 0.462974 0.188 Uiso 1 1 calc R U . . .
H40B H 0.315663 -0.035573 0.527650 0.188 Uiso 1 1 calc R U . . .
H40C H 0.331124 0.084888 0.488237 0.188 Uiso 1 1 calc R U . . .
C39 C -0.0564(3) 0.1902(6) 0.5512(2) 0.146(2) Uani 1 1 d . . . . .
H39A H -0.103570 0.153750 0.521920 0.219 Uiso 1 1 calc R U . . .
H39B H -0.063030 0.283101 0.551211 0.219 Uiso 1 1 calc R U . . .
H39C H -0.068421 0.156557 0.588358 0.219 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 C1 1.224(3) . ?
O2 C10 1.371(3) . ?
O2 C11 1.393(3) . ?
N1 C1 1.385(3) . ?
N1 C8 1.426(3) . ?
N1 C31 1.476(3) . ?
O3 C11 1.209(3) . ?
O5 C37 1.372(4) . ?
O5 C40 1.372(4) . ?
C1 C2 1.496(4) . ?
C8 C12 1.358(4) . ?
C8 C9 1.425(4) . ?
C13 C12 1.485(3) . ?
C13 C14 1.390(4) . ?
C13 C18 1.379(4) . ?
C2 C3 1.387(4) . ?
C2 C7 1.390(4) . ?
O4 C36 1.382(4) . ?
O4 C39 1.348(5) . ?
C16 C19 1.485(4) . ?
C16 C15 1.376(4) . ?
C16 C17 1.386(4) . ?
C10 C9 1.334(4) . ?
C10 C25 1.474(4) . ?
C12 C11 1.451(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 C32 1.520(4) . ?
C19 C24 1.386(4) . ?
C19 C20 1.377(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(4) . ?
C33 C38 1.396(4) . ?
C33 C32 1.508(4) . ?
C33 C34 1.376(4) . ?
C38 H38 0.9300 . ?
C38 C37 1.379(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(4) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.381(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C6 1.371(4) . ?
C5 C4 1.378(4) . ?
C25 C30 1.380(4) . ?
C25 C26 1.375(4) . ?
C37 C36 1.376(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.386(4) . ?
C30 H30 0.9300 . ?
C30 C29 1.383(4) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?
C34 H34 0.9300 . ?
C34 C35 1.413(4) . ?
C17 H17 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.382(4) . ?
C36 C35 1.366(5) . ?
C35 H35 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.357(5) . ?
C29 H29 0.9300 . ?
C29 C28 1.352(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.350(5) . ?
C28 H28 0.9300 . ?
C28 C27 1.364(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(5) . ?
C27 H27 0.9300 . ?
C21 H21 0.9300 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O2 C11 122.6(2) . . ?
C1 N1 C8 122.6(2) . . ?
C1 N1 C31 117.6(2) . . ?
C8 N1 C31 117.7(2) . . ?
C40 O5 C37 118.9(3) . . ?
O1 C1 N1 120.3(2) . . ?
O1 C1 C2 121.0(3) . . ?
N1 C1 C2 118.5(2) . . ?
C12 C8 N1 122.1(2) . . ?
C12 C8 C9 121.2(3) . . ?
C9 C8 N1 116.7(2) . . ?
C14 C13 C12 121.2(2) . . ?
C18 C13 C12 121.6(2) . . ?
C18 C13 C14 117.1(2) . . ?
C3 C2 C1 123.0(2) . . ?
C3 C2 C7 119.0(3) . . ?
C7 C2 C1 117.8(2) . . ?
C39 O4 C36 121.3(4) . . ?
C15 C16 C19 121.2(2) . . ?
C15 C16 C17 117.4(2) . . ?
C17 C16 C19 121.4(2) . . ?
O2 C10 C25 112.8(3) . . ?
C9 C10 O2 119.7(2) . . ?
C9 C10 C25 127.4(3) . . ?
C8 C12 C13 125.2(3) . . ?
C8 C12 C11 118.2(2) . . ?
C11 C12 C13 116.5(2) . . ?
N1 C31 H31A 108.9 . . ?
N1 C31 H31B 108.9 . . ?
N1 C31 C32 113.3(2) . . ?
H31A C31 H31B 107.7 . . ?
C32 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
O2 C11 C12 117.4(3) . . ?
O3 C11 O2 115.2(3) . . ?
O3 C11 C12 127.4(3) . . ?
C24 C19 C16 121.8(3) . . ?
C20 C19 C16 121.2(3) . . ?
C20 C19 C24 116.9(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C38 C33 C32 120.0(3) . . ?
C34 C33 C38 118.0(3) . . ?
C34 C33 C32 122.1(3) . . ?
C33 C38 H38 119.3 . . ?
C37 C38 C33 121.4(3) . . ?
C37 C38 H38 119.3 . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.4(3) . . ?
C15 C14 H14 119.3 . . ?
C16 C15 C14 121.5(3) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(3) . . ?
C10 C9 H9 119.8 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.6(3) . . ?
C6 C7 H7 119.7 . . ?
C31 C32 H32A 108.9 . . ?
C31 C32 H32B 108.9 . . ?
C33 C32 C31 113.3(3) . . ?
C33 C32 H32A 108.9 . . ?
C33 C32 H32B 108.9 . . ?
H32A C32 H32B 107.7 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
C30 C25 C10 122.0(3) . . ?
C26 C25 C10 119.9(3) . . ?
C26 C25 C30 118.1(3) . . ?
O5 C37 C38 125.0(3) . . ?
O5 C37 C36 114.5(3) . . ?
C36 C37 C38 120.4(3) . . ?
C13 C18 H18 119.3 . . ?
C13 C18 C17 121.3(3) . . ?
C17 C18 H18 119.3 . . ?
C25 C30 H30 119.9 . . ?
C25 C30 C29 120.2(3) . . ?
C29 C30 H30 119.9 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.0 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.3(3) . . ?
C35 C34 H34 119.8 . . ?
C16 C17 C18 121.2(3) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C19 C24 H24 119.3 . . ?
C23 C24 C19 121.4(3) . . ?
C23 C24 H24 119.3 . . ?
C37 C36 O4 115.1(3) . . ?
C35 C36 O4 125.6(3) . . ?
C35 C36 C37 119.4(3) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 C34 120.5(3) . . ?
C36 C35 H35 119.7 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C30 C29 H29 119.4 . . ?
C28 C29 C30 121.3(4) . . ?
C28 C29 H29 119.4 . . ?
C23 C22 H22 120.5 . . ?
C21 C22 C23 119.0(3) . . ?
C21 C22 H22 120.5 . . ?
C29 C28 H28 120.3 . . ?
C29 C28 C27 119.4(3) . . ?
C27 C28 H28 120.3 . . ?
C25 C26 H26 119.5 . . ?
C25 C26 C27 121.1(4) . . ?
C27 C26 H26 119.5 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.7(3) . . ?
C21 C20 H20 119.6 . . ?
C28 C27 C26 120.1(4) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C22 C21 C20 121.3(4) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
O5 C40 H40A 109.5 . . ?
O5 C40 H40B 109.5 . . ?
O5 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O4 C39 H39A 109.5 . . ?
O4 C39 H39B 109.5 . . ?
O4 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 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
O1 C1 C2 C3 -138.8(3) . . . . ?
O1 C1 C2 C7 35.6(4) . . . . ?
O2 C10 C9 C8 4.8(4) . . . . ?
O2 C10 C25 C30 7.4(4) . . . . ?
O2 C10 C25 C26 -171.2(3) . . . . ?
N1 C1 C2 C3 35.4(4) . . . . ?
N1 C1 C2 C7 -150.2(3) . . . . ?
N1 C8 C12 C13 1.5(4) . . . . ?
N1 C8 C12 C11 178.9(2) . . . . ?
N1 C8 C9 C10 175.7(3) . . . . ?
N1 C31 C32 C33 67.4(3) . . . . ?
O5 C37 C36 O4 -0.2(4) . . . . ?
O5 C37 C36 C35 180.0(3) . . . . ?
C1 N1 C8 C12 51.0(4) . . . . ?
C1 N1 C8 C9 -128.0(3) . . . . ?
C1 N1 C31 C32 72.1(3) . . . . ?
C1 C2 C3 C4 174.7(3) . . . . ?
C1 C2 C7 C6 -174.7(3) . . . . ?
C8 N1 C1 O1 -156.0(2) . . . . ?
C8 N1 C1 C2 29.8(4) . . . . ?
C8 N1 C31 C32 -123.9(3) . . . . ?
C8 C12 C11 O2 5.9(4) . . . . ?
C8 C12 C11 O3 -173.7(3) . . . . ?
C13 C12 C11 O2 -176.5(2) . . . . ?
C13 C12 C11 O3 3.9(4) . . . . ?
C13 C14 C15 C16 1.6(5) . . . . ?
C13 C18 C17 C16 -1.4(5) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C2 C7 C6 C5 0.2(5) . . . . ?
O4 C36 C35 C34 180.0(3) . . . . ?
C16 C19 C24 C23 -175.5(3) . . . . ?
C16 C19 C20 C21 175.4(4) . . . . ?
C10 O2 C11 O3 175.0(3) . . . . ?
C10 O2 C11 C12 -4.7(4) . . . . ?
C10 C25 C30 C29 -178.5(3) . . . . ?
C10 C25 C26 C27 178.0(3) . . . . ?
C12 C8 C9 C10 -3.4(4) . . . . ?
C12 C13 C14 C15 -176.8(3) . . . . ?
C12 C13 C18 C17 176.7(3) . . . . ?
C31 N1 C1 O1 7.2(4) . . . . ?
C31 N1 C1 C2 -167.0(2) . . . . ?
C31 N1 C8 C12 -112.2(3) . . . . ?
C31 N1 C8 C9 68.8(3) . . . . ?
C11 O2 C10 C9 -0.7(4) . . . . ?
C11 O2 C10 C25 177.3(2) . . . . ?
C19 C16 C15 C14 172.6(3) . . . . ?
C19 C16 C17 C18 -172.7(3) . . . . ?
C19 C24 C23 C22 -0.2(5) . . . . ?
C19 C20 C21 C22 0.4(7) . . . . ?
C3 C2 C7 C6 -0.1(4) . . . . ?
C33 C38 C37 O5 -179.7(3) . . . . ?
C33 C38 C37 C36 0.0(5) . . . . ?
C33 C34 C35 C36 -0.2(5) . . . . ?
C38 C33 C32 C31 70.9(3) . . . . ?
C38 C33 C34 C35 0.5(4) . . . . ?
C38 C37 C36 O4 -179.9(3) . . . . ?
C38 C37 C36 C35 0.3(5) . . . . ?
C14 C13 C12 C8 -128.5(3) . . . . ?
C14 C13 C12 C11 54.0(4) . . . . ?
C14 C13 C18 C17 -1.3(5) . . . . ?
C15 C16 C19 C24 32.2(5) . . . . ?
C15 C16 C19 C20 -145.0(4) . . . . ?
C15 C16 C17 C18 4.0(5) . . . . ?
C9 C8 C12 C13 -179.5(2) . . . . ?
C9 C8 C12 C11 -2.1(4) . . . . ?
C9 C10 C25 C30 -174.8(3) . . . . ?
C9 C10 C25 C26 6.5(5) . . . . ?
C7 C2 C3 C4 0.4(4) . . . . ?
C32 C33 C38 C37 -179.5(3) . . . . ?
C32 C33 C34 C35 179.6(3) . . . . ?
C25 C10 C9 C8 -172.8(3) . . . . ?
C25 C30 C29 C28 0.7(5) . . . . ?
C25 C26 C27 C28 0.6(6) . . . . ?
C37 C36 C35 C34 -0.2(5) . . . . ?
C18 C13 C12 C8 53.6(4) . . . . ?
C18 C13 C12 C11 -123.9(3) . . . . ?
C18 C13 C14 C15 1.2(5) . . . . ?
C30 C25 C26 C27 -0.7(5) . . . . ?
C30 C29 C28 C27 -0.8(6) . . . . ?
C6 C5 C4 C3 0.9(5) . . . . ?
C4 C5 C6 C7 -0.6(5) . . . . ?
C34 C33 C38 C37 -0.4(4) . . . . ?
C34 C33 C32 C31 -108.2(3) . . . . ?
C17 C16 C19 C24 -151.2(3) . . . . ?
C17 C16 C19 C20 31.6(5) . . . . ?
C17 C16 C15 C14 -4.2(5) . . . . ?
C24 C19 C20 C21 -1.9(6) . . . . ?
C24 C23 C22 C21 -1.4(6) . . . . ?
C23 C22 C21 C20 1.3(7) . . . . ?
C29 C28 C27 C26 0.2(6) . . . . ?
C26 C25 C30 C29 0.1(5) . . . . ?
C20 C19 C24 C23 1.8(5) . . . . ?
C40 O5 C37 C38 2.6(5) . . . . ?
C40 O5 C37 C36 -177.0(4) . . . . ?
C39 O4 C36 C37 176.5(4) . . . . ?
C39 O4 C36 C35 -3.7(6) . . . . ?

_olex2_date_sample_data_collection 2020-08-16
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.809
_oxdiff_exptl_absorpt_empirical_full_min 0.341
####################################################################### 
# 
# 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_1207-02
_database_code_depnum_ccdc_archive 'CCDC 2245131'
loop_
_audit_author_name
_audit_author_address
'Xiao-Tong Lin'
;School of Chemistry and Chemical Engineering, Guangzhou University
China
;
_audit_update_record             
;
2023-02-28 deposited with the CCDC.	2023-09-01 downloaded from the CCDC.
;
_audit_creation_date             2023-02-21
_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         'C35 H30 Cl N O6'
_chemical_formula_sum            'C35 H30 Cl N O6'
_chemical_formula_weight         596.05
_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'
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'

_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                   10.4332(5)
_cell_length_b                   10.0121(4)
_cell_length_c                   27.9684(13)
_cell_angle_alpha                90
_cell_angle_beta                 98.050(4)
_cell_angle_gamma                90
_cell_volume                     2892.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3878
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.3600
_cell_measurement_theta_min      3.1610
_shelx_estimated_absorpt_T_max   0.846
_shelx_estimated_absorpt_T_min   0.821
_exptl_absorpt_coefficient_mu    1.577
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            10780
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.732
_diffrn_reflns_theta_min         3.192
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  44.00   1.00    1.00    --   40.73 -99.00 -60.00   40
  2  ω     48.00 122.00   1.00    1.00    --  107.58-125.00  60.00   74
  3  ω     40.00 106.00   1.00    1.00    --  107.58 -30.00   0.00   66
  4  ω     83.00 178.00   1.00    1.00    --  107.58  45.00 -30.00   95
  5  ω     35.00 131.00   1.00    1.00    --  107.58 -61.00-180.00   96
  6  ω     32.00 110.00   1.00    1.00    --  107.58 -95.00 150.00   78
  7  ω    -68.00 -41.00   1.00    1.00    --  -40.73  57.00 150.00   27
  8  ω   -115.00  -8.00   1.00    1.00    --  -40.73 -77.00   0.00  107
  9  ω   -114.00 -38.00   1.00    1.00    --  -40.73 -38.00-150.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0395472000
_diffrn_orient_matrix_UB_12      0.0507148000
_diffrn_orient_matrix_UB_13      0.0520107000
_diffrn_orient_matrix_UB_21      0.1217215000
_diffrn_orient_matrix_UB_22      0.0650993000
_diffrn_orient_matrix_UB_23      -0.0153106000
_diffrn_orient_matrix_UB_31      -0.0763208000
_diffrn_orient_matrix_UB_32      0.1298458000
_diffrn_orient_matrix_UB_33      -0.0126358000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4326
_reflns_number_total             5666
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.00152(18)
_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   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         5666
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.046
_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)+(0.0699P)²+0.1876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1325
_refine_ls_wR_factor_ref         0.1478
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C34(H34), C31(H31), C19(H19), C30(H30), C33(H33), C28(H28), C15(H15), C7(H7),
 C6(H6), C3(H3), C24(H24), C11(H11), C4(H4), C25(H25), C27(H27), C26(H26),
 C12(H12)
2.c Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C)
;
_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
Cl1 Cl 0.05561(6) 0.17137(7) 0.24997(2) 0.0450(2) Uani 1 1 d . . . . .
O4 O 0.36302(14) 0.35661(14) 0.48067(5) 0.0260(3) Uani 1 1 d . . . . .
O6 O -0.05813(15) 0.61399(16) 0.59496(6) 0.0320(4) Uani 1 1 d . . . . .
O5 O 0.48690(15) 0.19372(15) 0.46061(6) 0.0319(4) Uani 1 1 d . . . . .
O3 O 0.13904(15) 0.97079(16) 0.47282(6) 0.0347(4) Uani 1 1 d . . . . .
O1 O 0.50582(16) 0.65197(17) 0.29821(6) 0.0369(4) Uani 1 1 d . . . . .
O2 O -0.03701(15) 0.92415(18) 0.40003(6) 0.0403(4) Uani 1 1 d . . . . .
N1 N 0.46214(16) 0.61168(17) 0.37394(6) 0.0248(4) Uani 1 1 d . . . . .
C34 C 0.1618(2) 0.4195(2) 0.53368(8) 0.0250(4) Uani 1 1 d . . . . .
H34 H 0.181758 0.329912 0.530042 0.030 Uiso 1 1 calc R U . . .
C22 C 0.47772(19) 0.3895(2) 0.41113(8) 0.0231(4) Uani 1 1 d . . . . .
C21 C 0.4466(2) 0.3047(2) 0.45050(8) 0.0251(5) Uani 1 1 d . . . . .
C29 C 0.22639(19) 0.5179(2) 0.51049(8) 0.0249(4) Uani 1 1 d . . . . .
C23 C 0.5604(2) 0.3315(2) 0.37716(8) 0.0251(4) Uani 1 1 d . . . . .
C18 C 0.43161(19) 0.5167(2) 0.40896(8) 0.0231(4) Uani 1 1 d . . . . .
C31 C 0.1040(2) 0.6886(2) 0.54619(8) 0.0283(5) Uani 1 1 d . . . . .
H31 H 0.085562 0.778213 0.550648 0.034 Uiso 1 1 calc R U . . .
C2 C 0.3464(2) 0.4869(2) 0.30581(8) 0.0268(5) Uani 1 1 d . . . . .
C19 C 0.3514(2) 0.5656(2) 0.44214(8) 0.0255(5) Uani 1 1 d . . . . .
H19 H 0.322902 0.653702 0.440061 0.031 Uiso 1 1 calc R U . . .
C30 C 0.1973(2) 0.6516(2) 0.51798(8) 0.0268(5) Uani 1 1 d . . . . .
H30 H 0.241684 0.717739 0.503671 0.032 Uiso 1 1 calc R U . . .
C20 C 0.31651(19) 0.4848(2) 0.47663(8) 0.0234(4) Uani 1 1 d . . . . .
C1 C 0.4455(2) 0.5881(2) 0.32504(8) 0.0276(5) Uani 1 1 d . . . . .
C10 C 0.3509(2) 0.8836(2) 0.38106(8) 0.0293(5) Uani 1 1 d . . . . .
C33 C 0.0687(2) 0.4552(2) 0.56195(8) 0.0278(5) Uani 1 1 d . . . . .
H33 H 0.026155 0.389469 0.577182 0.033 Uiso 1 1 calc R U . . .
C32 C 0.0382(2) 0.5891(2) 0.56773(8) 0.0267(5) Uani 1 1 d . . . . .
C28 C 0.6644(2) 0.4030(2) 0.36354(8) 0.0308(5) Uani 1 1 d . . . . .
H28 H 0.686425 0.485454 0.377647 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3142(2) 0.9211(2) 0.42559(9) 0.0295(5) Uani 1 1 d . . . . .
H15 H 0.377729 0.937848 0.451692 0.035 Uiso 1 1 calc R U . . .
C7 C 0.2218(2) 0.4900(2) 0.31842(8) 0.0303(5) Uani 1 1 d . . . . .
H7 H 0.199717 0.555477 0.339399 0.036 Uiso 1 1 calc R U . . .
C6 C 0.1306(2) 0.3961(2) 0.29984(8) 0.0311(5) Uani 1 1 d . . . . .
H6 H 0.046773 0.399313 0.307514 0.037 Uiso 1 1 calc R U . . .
C3 C 0.3777(2) 0.3907(2) 0.27339(8) 0.0312(5) Uani 1 1 d . . . . .
H3 H 0.459359 0.391121 0.263640 0.037 Uiso 1 1 calc R U . . .
C24 C 0.5323(2) 0.2061(2) 0.35650(8) 0.0314(5) Uani 1 1 d . . . . .
H24 H 0.465531 0.155328 0.365893 0.038 Uiso 1 1 calc R U . . .
C5 C 0.1664(2) 0.2973(2) 0.26970(8) 0.0320(5) Uani 1 1 d . . . . .
C8 C 0.5433(2) 0.7254(2) 0.39351(9) 0.0294(5) Uani 1 1 d . . . . .
H8A H 0.629312 0.714272 0.384680 0.035 Uiso 1 1 calc R U . . .
H8B H 0.551238 0.723220 0.428472 0.035 Uiso 1 1 calc R U . . .
C13 C 0.0883(2) 0.9090(2) 0.39155(9) 0.0328(5) Uani 1 1 d . . . . .
C11 C 0.2552(2) 0.8622(2) 0.34239(9) 0.0349(5) Uani 1 1 d . . . . .
H11 H 0.278390 0.839308 0.312530 0.042 Uiso 1 1 calc R U . . .
C14 C 0.1849(2) 0.9335(2) 0.43125(8) 0.0293(5) Uani 1 1 d . . . . .
C9 C 0.4911(2) 0.8626(2) 0.37588(9) 0.0311(5) Uani 1 1 d . . . . .
H9A H 0.542363 0.931349 0.393988 0.037 Uiso 1 1 calc R U . . .
H9B H 0.501619 0.872732 0.342158 0.037 Uiso 1 1 calc R U . . .
C4 C 0.2884(2) 0.2944(3) 0.25557(9) 0.0342(5) Uani 1 1 d . . . . .
H4 H 0.309988 0.228969 0.234495 0.041 Uiso 1 1 calc R U . . .
C25 C 0.6033(3) 0.1569(2) 0.32210(9) 0.0383(6) Uani 1 1 d . . . . .
H25 H 0.582560 0.073942 0.308207 0.046 Uiso 1 1 calc R U . . .
C27 C 0.7354(2) 0.3521(3) 0.32901(9) 0.0359(6) Uani 1 1 d . . . . .
H27 H 0.803965 0.400999 0.320023 0.043 Uiso 1 1 calc R U . . .
C26 C 0.7045(2) 0.2291(3) 0.30810(9) 0.0386(6) Uani 1 1 d . . . . .
H26 H 0.751257 0.195367 0.284840 0.046 Uiso 1 1 calc R U . . .
C35 C -0.0980(2) 0.7497(2) 0.59816(9) 0.0373(6) Uani 1 1 d . . . . .
H35A H -0.119325 0.785927 0.566259 0.056 Uiso 1 1 calc R U . . .
H35B H -0.028844 0.800641 0.615675 0.056 Uiso 1 1 calc R U . . .
H35C H -0.172548 0.753735 0.614689 0.056 Uiso 1 1 calc R U . . .
C12 C 0.1243(2) 0.8743(3) 0.34737(9) 0.0371(6) Uani 1 1 d . . . . .
H12 H 0.061271 0.859142 0.320979 0.045 Uiso 1 1 calc R U . . .
C17 C 0.2324(2) 1.0162(2) 0.51206(9) 0.0367(6) Uani 1 1 d . . . . .
H17A H 0.282722 1.087268 0.501092 0.055 Uiso 1 1 calc R U . . .
H17B H 0.288508 0.943582 0.523564 0.055 Uiso 1 1 calc R U . . .
H17C H 0.188409 1.048001 0.537766 0.055 Uiso 1 1 calc R U . . .
C16 C -0.1359(2) 0.9044(3) 0.35979(11) 0.0514(7) Uani 1 1 d . . . . .
H16A H -0.123264 0.965785 0.334499 0.077 Uiso 1 1 calc R U . . .
H16B H -0.219117 0.919634 0.369684 0.077 Uiso 1 1 calc R U . . .
H16C H -0.131577 0.814498 0.348184 0.077 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
Cl1 C5 1.747(2) . ?
O4 C21 1.396(2) . ?
O4 C20 1.371(2) . ?
O6 C32 1.366(2) . ?
O6 C35 1.427(3) . ?
O5 C21 1.207(3) . ?
O3 C14 1.370(3) . ?
O3 C17 1.435(3) . ?
O1 C1 1.225(2) . ?
O2 C13 1.370(3) . ?
O2 C16 1.430(3) . ?
N1 C18 1.433(2) . ?
N1 C1 1.375(3) . ?
N1 C8 1.477(3) . ?
C34 H34 0.9300 . ?
C34 C29 1.402(3) . ?
C34 C33 1.383(3) . ?
C22 C21 1.462(3) . ?
C22 C23 1.488(3) . ?
C22 C18 1.360(3) . ?
C29 C30 1.395(3) . ?
C29 C20 1.463(3) . ?
C23 C28 1.396(3) . ?
C23 C24 1.396(3) . ?
C18 C19 1.421(3) . ?
C31 H31 0.9300 . ?
C31 C30 1.387(3) . ?
C31 C32 1.393(3) . ?
C2 C1 1.493(3) . ?
C2 C7 1.394(3) . ?
C2 C3 1.393(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.348(3) . ?
C30 H30 0.9300 . ?
C10 C15 1.404(3) . ?
C10 C11 1.382(3) . ?
C10 C9 1.505(3) . ?
C33 H33 0.9300 . ?
C33 C32 1.392(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.394(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.386(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.386(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.384(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(3) . ?
C5 C4 1.386(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.534(3) . ?
C13 C14 1.413(3) . ?
C13 C12 1.385(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.397(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C4 H4 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.380(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.381(4) . ?
C26 H26 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C12 H12 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 O4 C21 122.86(16) . . ?
C32 O6 C35 116.87(17) . . ?
C14 O3 C17 117.05(18) . . ?
C13 O2 C16 116.7(2) . . ?
C18 N1 C8 115.38(17) . . ?
C1 N1 C18 123.87(18) . . ?
C1 N1 C8 119.13(17) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C29 120.3(2) . . ?
C21 C22 C23 117.63(18) . . ?
C18 C22 C21 117.59(18) . . ?
C18 C22 C23 124.76(19) . . ?
O4 C21 C22 117.52(17) . . ?
O5 C21 O4 115.31(18) . . ?
O5 C21 C22 127.16(19) . . ?
C34 C29 C20 122.30(19) . . ?
C30 C29 C34 118.40(18) . . ?
C30 C29 C20 119.19(18) . . ?
C28 C23 C22 121.1(2) . . ?
C24 C23 C22 120.57(19) . . ?
C24 C23 C28 118.3(2) . . ?
C22 C18 N1 122.74(18) . . ?
C22 C18 C19 122.04(19) . . ?
C19 C18 N1 115.20(18) . . ?
C30 C31 H31 120.6 . . ?
C30 C31 C32 118.9(2) . . ?
C32 C31 H31 120.6 . . ?
C7 C2 C1 121.1(2) . . ?
C3 C2 C1 119.34(19) . . ?
C3 C2 C7 119.5(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.23(19) . . ?
C20 C19 H19 119.9 . . ?
C29 C30 H30 119.1 . . ?
C31 C30 C29 121.76(19) . . ?
C31 C30 H30 119.1 . . ?
O4 C20 C29 114.26(17) . . ?
C19 C20 O4 119.55(18) . . ?
C19 C20 C29 126.14(19) . . ?
O1 C1 N1 121.1(2) . . ?
O1 C1 C2 121.5(2) . . ?
N1 C1 C2 117.34(17) . . ?
C15 C10 C9 120.8(2) . . ?
C11 C10 C15 118.6(2) . . ?
C11 C10 C9 120.5(2) . . ?
C34 C33 H33 119.8 . . ?
C34 C33 C32 120.36(19) . . ?
C32 C33 H33 119.8 . . ?
O6 C32 C31 123.8(2) . . ?
O6 C32 C33 115.97(19) . . ?
C33 C32 C31 120.24(19) . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.7(2) . . ?
C27 C28 H28 119.7 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 C10 121.1(2) . . ?
C14 C15 H15 119.5 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.4(2) . . ?
C6 C7 H7 119.8 . . ?
C7 C6 H6 120.5 . . ?
C5 C6 C7 118.9(2) . . ?
C5 C6 H6 120.5 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C6 C5 Cl1 119.04(18) . . ?
C6 C5 C4 121.7(2) . . ?
C4 C5 Cl1 119.25(19) . . ?
N1 C8 H8A 108.7 . . ?
N1 C8 H8B 108.7 . . ?
N1 C8 C9 114.32(19) . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
O2 C13 C14 116.0(2) . . ?
O2 C13 C12 124.5(2) . . ?
C12 C13 C14 119.5(2) . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.1(2) . . ?
C12 C11 H11 119.4 . . ?
O3 C14 C15 125.7(2) . . ?
O3 C14 C13 114.8(2) . . ?
C15 C14 C13 119.5(2) . . ?
C10 C9 C8 113.61(17) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C3 C4 C5 118.8(2) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.2(2) . . ?
C26 C27 H27 119.9 . . ?
C25 C26 C27 119.3(2) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
O6 C35 H35A 109.5 . . ?
O6 C35 H35B 109.5 . . ?
O6 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C16 H16A 109.5 . . ?
O2 C16 H16B 109.5 . . ?
O2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
Cl1 C5 C4 C3 -176.69(18) . . . . ?
O2 C13 C14 O3 -0.7(3) . . . . ?
O2 C13 C14 C15 -179.62(19) . . . . ?
O2 C13 C12 C11 179.6(2) . . . . ?
N1 C18 C19 C20 179.93(19) . . . . ?
N1 C8 C9 C10 50.1(3) . . . . ?
C34 C29 C30 C31 -2.2(3) . . . . ?
C34 C29 C20 O4 -19.3(3) . . . . ?
C34 C29 C20 C19 158.0(2) . . . . ?
C34 C33 C32 O6 177.8(2) . . . . ?
C34 C33 C32 C31 -1.8(3) . . . . ?
C22 C23 C28 C27 -175.3(2) . . . . ?
C22 C23 C24 C25 175.0(2) . . . . ?
C22 C18 C19 C20 -1.3(3) . . . . ?
C21 O4 C20 C29 177.78(18) . . . . ?
C21 O4 C20 C19 0.3(3) . . . . ?
C21 C22 C23 C28 -133.9(2) . . . . ?
C21 C22 C23 C24 48.8(3) . . . . ?
C21 C22 C18 N1 176.06(19) . . . . ?
C21 C22 C18 C19 -2.6(3) . . . . ?
C29 C34 C33 C32 -0.1(3) . . . . ?
C23 C22 C21 O4 -176.41(18) . . . . ?
C23 C22 C21 O5 4.8(3) . . . . ?
C23 C22 C18 N1 -2.2(3) . . . . ?
C23 C22 C18 C19 179.1(2) . . . . ?
C23 C28 C27 C26 -0.6(4) . . . . ?
C23 C24 C25 C26 1.2(4) . . . . ?
C18 N1 C1 O1 -158.2(2) . . . . ?
C18 N1 C1 C2 24.8(3) . . . . ?
C18 N1 C8 C9 -130.51(19) . . . . ?
C18 C22 C21 O4 5.2(3) . . . . ?
C18 C22 C21 O5 -173.6(2) . . . . ?
C18 C22 C23 C28 44.4(3) . . . . ?
C18 C22 C23 C24 -132.9(2) . . . . ?
C18 C19 C20 O4 2.5(3) . . . . ?
C18 C19 C20 C29 -174.6(2) . . . . ?
C2 C7 C6 C5 1.7(3) . . . . ?
C2 C3 C4 C5 1.5(3) . . . . ?
C30 C29 C20 O4 164.62(19) . . . . ?
C30 C29 C20 C19 -18.1(3) . . . . ?
C30 C31 C32 O6 -177.9(2) . . . . ?
C30 C31 C32 C33 1.7(3) . . . . ?
C20 O4 C21 O5 174.81(19) . . . . ?
C20 O4 C21 C22 -4.2(3) . . . . ?
C20 C29 C30 C31 174.1(2) . . . . ?
C1 N1 C18 C22 52.7(3) . . . . ?
C1 N1 C18 C19 -128.5(2) . . . . ?
C1 N1 C8 C9 63.4(3) . . . . ?
C1 C2 C7 C6 179.3(2) . . . . ?
C1 C2 C3 C4 179.0(2) . . . . ?
C10 C15 C14 O3 -179.2(2) . . . . ?
C10 C15 C14 C13 -0.4(3) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C33 C34 C29 C30 2.1(3) . . . . ?
C33 C34 C29 C20 -174.1(2) . . . . ?
C32 C31 C30 C29 0.3(3) . . . . ?
C28 C23 C24 C25 -2.3(3) . . . . ?
C28 C27 C26 C25 -0.6(4) . . . . ?
C15 C10 C11 C12 -1.5(3) . . . . ?
C15 C10 C9 C8 81.1(3) . . . . ?
C7 C2 C1 O1 -128.1(2) . . . . ?
C7 C2 C1 N1 48.8(3) . . . . ?
C7 C2 C3 C4 -3.3(3) . . . . ?
C7 C6 C5 Cl1 175.12(17) . . . . ?
C7 C6 C5 C4 -3.6(4) . . . . ?
C6 C5 C4 C3 2.0(4) . . . . ?
C3 C2 C1 O1 49.6(3) . . . . ?
C3 C2 C1 N1 -133.5(2) . . . . ?
C3 C2 C7 C6 1.6(3) . . . . ?
C24 C23 C28 C27 2.1(3) . . . . ?
C24 C25 C26 C27 0.3(4) . . . . ?
C8 N1 C18 C22 -112.6(2) . . . . ?
C8 N1 C18 C19 66.1(2) . . . . ?
C8 N1 C1 O1 6.7(3) . . . . ?
C8 N1 C1 C2 -170.31(18) . . . . ?
C11 C10 C15 C14 1.5(3) . . . . ?
C11 C10 C9 C8 -96.9(3) . . . . ?
C14 C13 C12 C11 0.8(4) . . . . ?
C9 C10 C15 C14 -176.5(2) . . . . ?
C9 C10 C11 C12 176.5(2) . . . . ?
C35 O6 C32 C31 4.5(3) . . . . ?
C35 O6 C32 C33 -175.1(2) . . . . ?
C12 C13 C14 O3 178.2(2) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C17 O3 C14 C15 7.9(3) . . . . ?
C17 O3 C14 C13 -170.9(2) . . . . ?
C16 O2 C13 C14 177.8(2) . . . . ?
C16 O2 C13 C12 -1.0(4) . . . . ?

_olex2_date_sample_data_collection 2020-12-11
_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 1.681
_oxdiff_exptl_absorpt_empirical_full_min 0.612
####################################################################### 
# 
# 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_ly1210
_database_code_depnum_ccdc_archive 'CCDC 2245133'
loop_
_audit_author_name
_audit_author_address
'Xiao-Tong Lin'
;School of Chemistry and Chemical Engineering, Guangzhou University
China
;
_audit_update_record             
;
2023-02-28 deposited with the CCDC.	2023-09-01 downloaded from the CCDC.
;
_audit_creation_date             2023-02-21
_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         'C36 H27 N O'
_chemical_formula_sum            'C36 H27 N O'
_chemical_formula_weight         489.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3653(9)
_cell_length_b                   11.5399(8)
_cell_length_c                   12.1483(9)
_cell_angle_alpha                86.936(6)
_cell_angle_beta                 75.711(7)
_cell_angle_gamma                69.063(7)
_cell_volume                     1314.21(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3520
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      72.3790
_cell_measurement_theta_min      3.6960
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.925
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.14
_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  0.0343
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8974
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.360
_diffrn_reflns_theta_min         3.757
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  29.00   1.00    1.00    --  -40.73  38.00   0.00   91
  2  ω    -60.00  -3.00   1.00    1.00    --  -40.73  77.00 150.00   57
  3  ω     57.00  97.00   1.00    1.00    --   40.73-125.00   0.00   40
  4  ω     37.00 136.00   1.00    1.00    --  106.95 -61.00 -60.00   99
  5  ω     77.00 120.00   1.00    1.00    --  106.95-125.00   0.00   43
  6  ω     64.00 105.00   1.00    1.00    --  106.95 -94.00  60.00   41
  7  ω     31.00 134.00   1.00    1.00    --  106.95 -30.00 150.00  103
  8  ω     81.00 178.00   1.00    1.00    --  106.95  30.00 150.00   97
  9  ω    138.00 170.00   1.00    1.00    --  106.95  45.00 -30.00   32
 10  ω    134.00 162.00   1.00    1.00    --  106.95 125.00-120.00   28
 11  ω     99.00 144.00   1.00    1.00    --  106.95 125.00-150.00   45
 12  ω     94.00 123.00   1.00    1.00    --  106.95 125.00-120.00   29
 13  ω     81.00 108.00   1.00    1.00    --  106.95  45.00 -30.00   27
 14  ω     80.00 141.00   1.00    1.00    --  106.95  30.00  60.00   61
 15  ω     37.00 117.00   1.00    1.00    --  106.95-125.00-150.00   80
 16  ω     49.00 132.00   1.00    1.00    --  106.95 -77.00-180.00   83
 17  ω    -94.00 -22.00   1.00    1.00    --  -40.73 -38.00  30.00   72
 18  ω   -116.00 -15.00   1.00    1.00    --  -40.73 -77.00-150.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1418741000
_diffrn_orient_matrix_UB_12      -0.0232004000
_diffrn_orient_matrix_UB_13      0.0313232000
_diffrn_orient_matrix_UB_21      0.0519335000
_diffrn_orient_matrix_UB_22      -0.0884528000
_diffrn_orient_matrix_UB_23      0.0923514000
_diffrn_orient_matrix_UB_31      -0.0640566000
_diffrn_orient_matrix_UB_32      0.1099953000
_diffrn_orient_matrix_UB_33      0.0874068000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3960
_reflns_number_total             5121
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         5121
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.164
_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)+(0.0449P)²+0.2544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1374
_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 Aromatic/amide H refined with riding coordinates:
 C16(H16), C7(H7), C19(H19), C12(H12), C13(H13), C28(H28), C9(H9), C23(H23),
 C3(H3), C25(H25), C10(H10), C32(H32), C6(H6), C22(H22), C26(H26), C27(H27),
 C20(H20), C5(H5), C36(H36), C21(H21), C4(H4), C33(H33), C34(H34), C35(H35)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_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
O1 O 0.58080(14) 0.41508(13) 0.61044(11) 0.0343(3) Uani 1 1 d . . . . .
N1 N 0.39577(16) 0.34558(14) 0.66223(12) 0.0271(3) Uani 1 1 d . . . . .
C8 C 0.28466(18) 0.33010(17) 0.62158(14) 0.0266(4) Uani 1 1 d . . . . .
C17 C 0.21551(19) 0.53964(17) 0.92977(15) 0.0283(4) Uani 1 1 d . . . . .
C16 C 0.24979(19) 0.49585(17) 0.81935(15) 0.0281(4) Uani 1 1 d . . . . .
H16 H 0.195110 0.540056 0.770255 0.034 Uiso 1 1 calc R U . . .
C18 C 0.0918(2) 0.65663(18) 0.96671(14) 0.0297(4) Uani 1 1 d . . . . .
C15 C 0.36538(19) 0.38599(17) 0.77875(14) 0.0279(4) Uani 1 1 d . . . . .
C24 C 0.3008(2) 0.47104(18) 1.00471(15) 0.0294(4) Uani 1 1 d . . . . .
C29 C 0.4181(2) 0.35991(18) 0.96291(15) 0.0297(4) Uani 1 1 d . . . . .
C1 C 0.52212(19) 0.34681(17) 0.58961(14) 0.0273(4) Uani 1 1 d . . . . .
C30 C 0.44871(19) 0.31597(18) 0.84796(15) 0.0292(4) Uani 1 1 d . . . . .
C2 C 0.59029(18) 0.25469(18) 0.49151(15) 0.0284(4) Uani 1 1 d . . . . .
C31 C 0.5637(2) 0.19401(19) 0.80683(15) 0.0323(4) Uani 1 1 d . . . . .
C7 C 0.6714(2) 0.28437(19) 0.39286(15) 0.0330(4) Uani 1 1 d . . . . .
H7 H 0.672893 0.364489 0.384425 0.040 Uiso 1 1 calc R U . . .
C19 C -0.0383(2) 0.67244(19) 0.94259(16) 0.0351(4) Uani 1 1 d . . . . .
H19 H -0.048478 0.607745 0.907371 0.042 Uiso 1 1 calc R U . . .
C12 C 0.0796(2) 0.26987(19) 0.65243(16) 0.0342(4) Uani 1 1 d . . . . .
H12 H 0.015235 0.239185 0.700424 0.041 Uiso 1 1 calc R U . . .
C13 C 0.1889(2) 0.28263(18) 0.69158(15) 0.0310(4) Uani 1 1 d . . . . .
H13 H 0.198099 0.259435 0.764561 0.037 Uiso 1 1 calc R U . . .
C28 C 0.4996(2) 0.2914(2) 1.03884(17) 0.0377(5) Uani 1 1 d . . . . .
H28 H 0.575486 0.218021 1.012737 0.045 Uiso 1 1 calc R U . . .
C11 C 0.0638(2) 0.3017(2) 0.54365(17) 0.0358(4) Uani 1 1 d . . . . .
C9 C 0.2668(2) 0.3671(2) 0.51416(16) 0.0348(4) Uani 1 1 d . . . . .
H9 H 0.327222 0.402880 0.467879 0.042 Uiso 1 1 calc R U . . .
C23 C 0.1031(2) 0.75512(19) 1.02050(16) 0.0348(4) Uani 1 1 d . . . . .
H23 H 0.188978 0.746585 1.036898 0.042 Uiso 1 1 calc R U . . .
C3 C 0.5887(2) 0.13465(19) 0.50370(18) 0.0391(5) Uani 1 1 d . . . . .
H3 H 0.533764 0.114696 0.569445 0.047 Uiso 1 1 calc R U . . .
C25 C 0.2691(2) 0.5065(2) 1.12144(16) 0.0367(5) Uani 1 1 d . . . . .
H25 H 0.190328 0.576583 1.151021 0.044 Uiso 1 1 calc R U . . .
C10 C 0.1588(2) 0.3507(2) 0.47572(17) 0.0394(5) Uani 1 1 d . . . . .
H10 H 0.150021 0.373274 0.402531 0.047 Uiso 1 1 calc R U . . .
C32 C 0.7053(2) 0.1825(2) 0.76545(17) 0.0378(5) Uani 1 1 d . . . . .
H32 H 0.730492 0.252460 0.763124 0.045 Uiso 1 1 calc R U . . .
C6 C 0.7499(2) 0.1949(2) 0.30710(16) 0.0410(5) Uani 1 1 d . . . . .
H6 H 0.804026 0.214891 0.240893 0.049 Uiso 1 1 calc R U . . .
C22 C -0.0112(2) 0.8651(2) 1.04983(17) 0.0408(5) Uani 1 1 d . . . . .
H22 H -0.002419 0.929272 1.087051 0.049 Uiso 1 1 calc R U . . .
C26 C 0.3523(3) 0.4395(2) 1.19105(17) 0.0431(5) Uani 1 1 d . . . . .
H26 H 0.331532 0.465987 1.266481 0.052 Uiso 1 1 calc R U . . .
C27 C 0.4688(2) 0.3311(2) 1.14924(18) 0.0441(5) Uani 1 1 d . . . . .
H27 H 0.525201 0.286085 1.196937 0.053 Uiso 1 1 calc R U . . .
C20 C -0.1525(2) 0.7837(2) 0.97064(18) 0.0432(5) Uani 1 1 d . . . . .
H20 H -0.238318 0.793462 0.953550 0.052 Uiso 1 1 calc R U . . .
C5 C 0.7482(2) 0.0757(2) 0.31959(18) 0.0460(5) Uani 1 1 d . . . . .
H5 H 0.800675 0.015930 0.261465 0.055 Uiso 1 1 calc R U . . .
C36 C 0.5295(2) 0.0880(2) 0.80904(19) 0.0454(5) Uani 1 1 d . . . . .
H36 H 0.435218 0.093847 0.836263 0.054 Uiso 1 1 calc R U . . .
C21 C -0.1387(2) 0.8800(2) 1.02392(18) 0.0453(5) Uani 1 1 d . . . . .
H21 H -0.215050 0.954737 1.042310 0.054 Uiso 1 1 calc R U . . .
C4 C 0.6687(2) 0.0448(2) 0.4183(2) 0.0487(6) Uani 1 1 d . . . . .
H4 H 0.669093 -0.035831 0.427088 0.058 Uiso 1 1 calc R U . . .
C33 C 0.8095(2) 0.0682(2) 0.72758(19) 0.0479(6) Uani 1 1 d . . . . .
H33 H 0.903867 0.061892 0.699982 0.057 Uiso 1 1 calc R U . . .
C14 C -0.0538(2) 0.2856(2) 0.50082(19) 0.0496(6) Uani 1 1 d . . . . .
H14A H -0.038693 0.198847 0.495491 0.074 Uiso 1 1 calc R U . . .
H14B H -0.053576 0.320154 0.427137 0.074 Uiso 1 1 calc R U . . .
H14C H -0.143852 0.327654 0.552575 0.074 Uiso 1 1 calc R U . . .
C34 C 0.7736(3) -0.0364(2) 0.7307(2) 0.0538(6) Uani 1 1 d . . . . .
H34 H 0.843542 -0.113219 0.705442 0.065 Uiso 1 1 calc R U . . .
C35 C 0.6332(3) -0.0262(2) 0.7715(2) 0.0565(6) Uani 1 1 d . . . . .
H35 H 0.608308 -0.096331 0.773729 0.068 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 C1 1.223(2) . ?
N1 C8 1.428(2) . ?
N1 C15 1.437(2) . ?
N1 C1 1.391(2) . ?
C8 C13 1.389(3) . ?
C8 C9 1.387(3) . ?
C17 C16 1.375(2) . ?
C17 C18 1.487(3) . ?
C17 C24 1.434(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.406(3) . ?
C18 C19 1.396(3) . ?
C18 C23 1.394(3) . ?
C15 C30 1.376(3) . ?
C24 C29 1.425(3) . ?
C24 C25 1.422(3) . ?
C29 C30 1.432(2) . ?
C29 C28 1.422(3) . ?
C1 C2 1.494(2) . ?
C30 C31 1.495(3) . ?
C2 C7 1.387(3) . ?
C2 C3 1.391(3) . ?
C31 C32 1.388(3) . ?
C31 C36 1.388(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.382(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.387(3) . ?
C12 C11 1.386(3) . ?
C13 H13 0.9300 . ?
C28 H28 0.9300 . ?
C28 C27 1.364(3) . ?
C11 C10 1.385(3) . ?
C11 C14 1.508(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.387(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.381(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.367(3) . ?
C10 H10 0.9300 . ?
C32 H32 0.9300 . ?
C32 C33 1.386(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.381(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.383(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.403(3) . ?
C27 H27 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.382(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.386(3) . ?
C36 H36 0.9300 . ?
C36 C35 1.382(3) . ?
C21 H21 0.9300 . ?
C4 H4 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.381(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C34 H34 0.9300 . ?
C34 C35 1.381(4) . ?
C35 H35 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C15 118.56(14) . . ?
C1 N1 C8 122.43(14) . . ?
C1 N1 C15 117.81(14) . . ?
C13 C8 N1 120.11(16) . . ?
C9 C8 N1 120.74(16) . . ?
C9 C8 C13 119.09(17) . . ?
C16 C17 C18 118.70(17) . . ?
C16 C17 C24 118.74(17) . . ?
C24 C17 C18 122.56(16) . . ?
C17 C16 H16 119.2 . . ?
C17 C16 C15 121.69(17) . . ?
C15 C16 H16 119.2 . . ?
C19 C18 C17 119.93(17) . . ?
C23 C18 C17 121.84(17) . . ?
C23 C18 C19 118.16(19) . . ?
C16 C15 N1 118.88(16) . . ?
C30 C15 N1 119.45(17) . . ?
C30 C15 C16 121.66(16) . . ?
C29 C24 C17 119.29(16) . . ?
C25 C24 C17 122.48(19) . . ?
C25 C24 C29 118.17(18) . . ?
C24 C29 C30 120.33(17) . . ?
C28 C29 C24 118.67(17) . . ?
C28 C29 C30 120.94(19) . . ?
O1 C1 N1 120.71(16) . . ?
O1 C1 C2 121.00(16) . . ?
N1 C1 C2 118.07(15) . . ?
C15 C30 C29 118.26(17) . . ?
C15 C30 C31 121.27(16) . . ?
C29 C30 C31 120.40(17) . . ?
C7 C2 C1 119.33(17) . . ?
C7 C2 C3 119.73(17) . . ?
C3 C2 C1 120.39(17) . . ?
C32 C31 C30 122.17(18) . . ?
C36 C31 C30 119.64(18) . . ?
C36 C31 C32 118.19(19) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 119.99(19) . . ?
C6 C7 H7 120.0 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.71(19) . . ?
C20 C19 H19 119.6 . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C11 C12 C13 121.68(18) . . ?
C8 C13 H13 120.1 . . ?
C12 C13 C8 119.90(17) . . ?
C12 C13 H13 120.1 . . ?
C29 C28 H28 119.4 . . ?
C27 C28 C29 121.3(2) . . ?
C27 C28 H28 119.4 . . ?
C12 C11 C14 121.48(19) . . ?
C10 C11 C12 117.60(18) . . ?
C10 C11 C14 120.92(19) . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.00(18) . . ?
C10 C9 H9 120.0 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 121.1(2) . . ?
C22 C23 H23 119.5 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C24 C25 H25 119.3 . . ?
C26 C25 C24 121.3(2) . . ?
C26 C25 H25 119.3 . . ?
C11 C10 C9 121.64(19) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.8(2) . . ?
C33 C32 H32 119.6 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.10(19) . . ?
C5 C6 H6 119.9 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.1(2) . . ?
C21 C22 H22 120.0 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.31(19) . . ?
C27 C26 H26 119.8 . . ?
C28 C27 C26 120.2(2) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 H20 120.0 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.34(19) . . ?
C4 C5 H5 119.8 . . ?
C31 C36 H36 119.4 . . ?
C35 C36 C31 121.1(2) . . ?
C35 C36 H36 119.4 . . ?
C22 C21 H21 120.1 . . ?
C20 C21 C22 119.9(2) . . ?
C20 C21 H21 120.1 . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.5(2) . . ?
C35 C34 H34 120.2 . . ?
C36 C35 H35 119.9 . . ?
C34 C35 C36 120.1(2) . . ?
C34 C35 H35 119.9 . . ?

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
O1 C1 C2 C7 -34.6(3) . . . . ?
O1 C1 C2 C3 136.9(2) . . . . ?
N1 C8 C13 C12 178.83(16) . . . . ?
N1 C8 C9 C10 179.63(18) . . . . ?
N1 C15 C30 C29 178.59(15) . . . . ?
N1 C15 C30 C31 -4.4(3) . . . . ?
N1 C1 C2 C7 150.74(17) . . . . ?
N1 C1 C2 C3 -37.8(3) . . . . ?
C8 N1 C15 C16 -54.5(2) . . . . ?
C8 N1 C15 C30 124.79(18) . . . . ?
C8 N1 C1 O1 143.65(18) . . . . ?
C8 N1 C1 C2 -41.7(2) . . . . ?
C8 C9 C10 C11 2.2(3) . . . . ?
C17 C16 C15 N1 -179.79(16) . . . . ?
C17 C16 C15 C30 0.9(3) . . . . ?
C17 C18 C19 C20 -176.29(17) . . . . ?
C17 C18 C23 C22 177.16(17) . . . . ?
C17 C24 C29 C30 -1.2(3) . . . . ?
C17 C24 C29 C28 -178.58(17) . . . . ?
C17 C24 C25 C26 -179.91(18) . . . . ?
C16 C17 C18 C19 48.7(2) . . . . ?
C16 C17 C18 C23 -128.08(19) . . . . ?
C16 C17 C24 C29 0.0(3) . . . . ?
C16 C17 C24 C25 -177.10(17) . . . . ?
C16 C15 C30 C29 -2.1(3) . . . . ?
C16 C15 C30 C31 174.86(17) . . . . ?
C18 C17 C16 C15 179.94(16) . . . . ?
C18 C17 C24 C29 -179.74(16) . . . . ?
C18 C17 C24 C25 3.2(3) . . . . ?
C18 C19 C20 C21 -0.6(3) . . . . ?
C18 C23 C22 C21 -1.3(3) . . . . ?
C15 N1 C8 C13 -37.6(2) . . . . ?
C15 N1 C8 C9 139.56(18) . . . . ?
C15 N1 C1 O1 -23.6(3) . . . . ?
C15 N1 C1 C2 151.08(16) . . . . ?
C15 C30 C31 C32 97.2(2) . . . . ?
C15 C30 C31 C36 -82.5(2) . . . . ?
C24 C17 C16 C15 0.2(3) . . . . ?
C24 C17 C18 C19 -131.61(19) . . . . ?
C24 C17 C18 C23 51.6(3) . . . . ?
C24 C29 C30 C15 2.3(3) . . . . ?
C24 C29 C30 C31 -174.74(17) . . . . ?
C24 C29 C28 C27 -1.0(3) . . . . ?
C24 C25 C26 C27 -2.2(3) . . . . ?
C29 C24 C25 C26 3.0(3) . . . . ?
C29 C30 C31 C32 -85.9(2) . . . . ?
C29 C30 C31 C36 94.4(2) . . . . ?
C29 C28 C27 C26 1.9(3) . . . . ?
C1 N1 C8 C13 155.26(17) . . . . ?
C1 N1 C8 C9 -27.6(3) . . . . ?
C1 N1 C15 C16 113.24(19) . . . . ?
C1 N1 C15 C30 -67.4(2) . . . . ?
C1 C2 C7 C6 171.67(18) . . . . ?
C1 C2 C3 C4 -170.8(2) . . . . ?
C30 C29 C28 C27 -178.34(18) . . . . ?
C30 C31 C32 C33 -179.79(18) . . . . ?
C30 C31 C36 C35 179.9(2) . . . . ?
C2 C7 C6 C5 -0.2(3) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C31 C32 C33 C34 -0.1(3) . . . . ?
C31 C36 C35 C34 -0.1(4) . . . . ?
C7 C2 C3 C4 0.6(3) . . . . ?
C7 C6 C5 C4 -0.5(3) . . . . ?
C19 C18 C23 C22 0.4(3) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C12 C11 C10 C9 0.4(3) . . . . ?
C13 C8 C9 C10 -3.2(3) . . . . ?
C13 C12 C11 C10 -2.0(3) . . . . ?
C13 C12 C11 C14 178.95(19) . . . . ?
C28 C29 C30 C15 179.56(17) . . . . ?
C28 C29 C30 C31 2.6(3) . . . . ?
C11 C12 C13 C8 1.0(3) . . . . ?
C9 C8 C13 C12 1.7(3) . . . . ?
C23 C18 C19 C20 0.6(3) . . . . ?
C23 C22 C21 C20 1.3(3) . . . . ?
C3 C2 C7 C6 0.1(3) . . . . ?
C25 C24 C29 C30 175.99(16) . . . . ?
C25 C24 C29 C28 -1.4(3) . . . . ?
C25 C26 C27 C28 -0.3(3) . . . . ?
C32 C31 C36 C35 0.2(3) . . . . ?
C32 C33 C34 C35 0.2(4) . . . . ?
C6 C5 C4 C3 1.2(4) . . . . ?
C36 C31 C32 C33 -0.1(3) . . . . ?
C33 C34 C35 C36 -0.1(4) . . . . ?
C14 C11 C10 C9 179.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.341
_oxdiff_exptl_absorpt_empirical_full_min 0.689
####################################################################### 
# 
# 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_lyl1101
_database_code_depnum_ccdc_archive 'CCDC 2245134'
loop_
_audit_author_name
_audit_author_address
'Xiao-Tong Lin'
;School of Chemistry and Chemical Engineering, Guangzhou University
China
;
_audit_update_record             
;
2023-02-28 deposited with the CCDC.	2023-09-01 downloaded from the CCDC.
;
_audit_creation_date             2022-12-06
_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         'C23 H21 N O'
_chemical_formula_sum            'C23 H21 N O'
_chemical_formula_weight         327.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8318(4)
_cell_length_b                   11.6046(8)
_cell_length_c                   26.5835(15)
_cell_angle_alpha                86.525(5)
_cell_angle_beta                 87.942(5)
_cell_angle_gamma                87.181(5)
_cell_volume                     1792.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3813
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      73.5270
_cell_measurement_theta_min      3.2910
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.571
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            12192
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.215
_diffrn_reflns_theta_min         3.333
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  31.00   1.00    1.21    --  -40.73  57.00  90.00   57
  2  ω    -51.00  -7.00   1.00    1.21    --  -40.73 125.00 -30.00   44
  3  ω    -67.00 -27.00   1.00    1.21    --  -40.73  57.00-150.00   40
  4  ω    -63.00  31.00   1.00    1.21    --  -40.73  38.00-120.00   94
  5  ω    -73.00  35.00   1.00    1.21    --  -40.73  77.00 -60.00  108
  6  ω    -87.00 -54.00   1.00    1.21    --  -40.73 125.00 -30.00   33
  7  ω     27.00 105.00   1.00    1.20    --  108.20 -94.00 150.00   78
  8  ω     84.00 111.00   1.00    1.20    --  108.20-125.00 120.00   27
  9  ω     47.00 132.00   1.00    1.20    --  108.20 -45.00 150.00   85
 10  ω     88.00 134.00   1.00    1.20    --  108.20  45.00 120.00   46
 11  ω     98.00 160.00   1.00    1.20    --  108.20  61.00  30.00   62
 12  ω     84.00 147.00   1.00    1.20    --  108.20  30.00 -30.00   63
 13  ω     82.00 165.00   1.00    1.20    --  108.20  45.00   0.00   83
 14  ω     94.00 120.00   1.00    1.20    --  108.20 125.00-150.00   26
 15  ω     49.00  95.00   1.00    1.20    --  108.20 -30.00  90.00   46
 16  ω     42.00 133.00   1.00    1.20    --  108.20 -61.00 -30.00   91
 17  ω     62.00 120.00   1.00    1.20    --  108.20-125.00 -30.00   58
 18  ω     37.00  63.00   1.00    1.20    --  108.20-125.00 120.00   26
 19  ω     27.00  96.00   1.00    1.20    --  108.20 -94.00 -30.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1273386000
_diffrn_orient_matrix_UB_12      0.0119199000
_diffrn_orient_matrix_UB_13      -0.0517010000
_diffrn_orient_matrix_UB_21      0.1038033000
_diffrn_orient_matrix_UB_22      -0.1240904000
_diffrn_orient_matrix_UB_23      0.0082006000
_diffrn_orient_matrix_UB_31      -0.2074578000
_diffrn_orient_matrix_UB_32      -0.0467708000
_diffrn_orient_matrix_UB_33      -0.0251842000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5020
_reflns_number_total             7010
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     453
_refine_ls_number_reflns         7010
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0614
_refine_ls_restrained_S_all      1.097
_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)+(0.0667P)²+0.8998P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1720
_refine_ls_wR_factor_ref         0.1892
_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 Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2A), C9(H9), C18(H18), C21(H21), C22(H22), C12(H12), C16(H16),
 C19(H19), C5(H5), C1(H1A), C3(H3), C28(H28), C24(H24), C32(H32), C2(H2),
 C25(H25), C4(H4), C26(H26), C15(H15), C27(H27), C13(H13), C35(H35), C39(H39),
 C45(H45), C14(H14), C44(H44), C36(H36), C37(H37), C41(H41), C42(H42), C38(H38)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C46(H46A,H46B,H46C)
;
_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
O1 O 0.4045(3) 0.85519(15) 0.16563(7) 0.0390(4) Uani 1 1 d . . . . .
O2 O 0.2627(3) 0.28040(17) 0.40029(8) 0.0510(5) Uani 1 1 d . . . . .
N1 N 0.7220(4) 1.01329(17) 0.15681(8) 0.0358(5) Uani 1 1 d . . . . .
H1 H 0.584768 0.999793 0.167727 0.043 Uiso 1 1 calc R U . . .
N2 N 0.4607(4) 0.4754(2) 0.41260(9) 0.0444(5) Uani 1 1 d . . . . .
H2A H 0.344950 0.432070 0.414713 0.053 Uiso 1 1 calc R U . . .
C6 C 0.9552(4) 1.1066(2) 0.05753(9) 0.0331(5) Uani 1 1 d . . . . .
C17 C 0.8389(4) 1.1001(2) 0.18047(9) 0.0332(5) Uani 1 1 d . . . . .
C10 C 0.5210(4) 0.8028(2) 0.13280(9) 0.0320(5) Uani 1 1 d . . . . .
C8 C 0.8093(4) 0.9510(2) 0.11884(9) 0.0335(5) Uani 1 1 d . . . . .
C11 C 0.4587(4) 0.6820(2) 0.12377(9) 0.0332(5) Uani 1 1 d . . . . .
C29 C 0.8414(4) 0.5738(2) 0.32797(10) 0.0376(6) Uani 1 1 d . . . . .
C9 C 0.7125(4) 0.8519(2) 0.10599(9) 0.0344(5) Uani 1 1 d . . . . .
H9 H 0.775178 0.814752 0.078304 0.041 Uiso 1 1 calc R U . . .
C20 C 1.0598(5) 1.2679(2) 0.22994(10) 0.0387(6) Uani 1 1 d . . . . .
C7 C 1.0131(4) 0.9960(2) 0.08855(10) 0.0361(5) Uani 1 1 d . . . . .
H7A H 1.071446 0.937564 0.066200 0.043 Uiso 1 1 calc R U . . .
H7B H 1.133762 1.009831 0.111315 0.043 Uiso 1 1 calc R U . . .
C18 C 0.7429(4) 1.2111(2) 0.18206(10) 0.0376(6) Uani 1 1 d . . . . .
H18 H 0.604803 1.230445 0.166493 0.045 Uiso 1 1 calc R U . . .
C21 C 1.1540(5) 1.1555(2) 0.22829(10) 0.0396(6) Uani 1 1 d . . . . .
H21 H 1.292328 1.135940 0.243709 0.047 Uiso 1 1 calc R U . . .
C22 C 1.0444(4) 1.0720(2) 0.20400(10) 0.0384(6) Uani 1 1 d . . . . .
H22 H 1.108922 0.997202 0.203498 0.046 Uiso 1 1 calc R U . . .
C12 C 0.6129(5) 0.6033(2) 0.10169(10) 0.0408(6) Uani 1 1 d . . . . .
H12 H 0.754789 0.627037 0.089050 0.049 Uiso 1 1 calc R U . . .
C16 C 0.2465(5) 0.6448(2) 0.14118(10) 0.0407(6) Uani 1 1 d . . . . .
H16 H 0.140583 0.696855 0.155503 0.049 Uiso 1 1 calc R U . . .
C19 C 0.8525(5) 1.2940(2) 0.20693(10) 0.0402(6) Uani 1 1 d . . . . .
H19 H 0.785325 1.368151 0.208129 0.048 Uiso 1 1 calc R U . . .
C33 C 0.4453(4) 0.2481(2) 0.37737(10) 0.0403(6) Uani 1 1 d . . . . .
C31 C 0.6412(5) 0.4299(2) 0.38728(10) 0.0393(6) Uani 1 1 d . . . . .
C5 C 0.7507(5) 1.1217(3) 0.03230(10) 0.0426(6) Uani 1 1 d . . . . .
H5 H 0.645011 1.064001 0.035448 0.051 Uiso 1 1 calc R U . . .
C1 C 1.1073(5) 1.1946(2) 0.05254(10) 0.0426(6) Uani 1 1 d . . . . .
H1A H 1.244451 1.186772 0.069503 0.051 Uiso 1 1 calc R U . . .
C3 C 0.8563(5) 1.3074(2) -0.00253(10) 0.0483(7) Uani 1 1 d . . . . .
H3 H 0.824215 1.373979 -0.022806 0.058 Uiso 1 1 calc R U . . .
C28 C 0.6630(5) 0.5722(3) 0.29475(11) 0.0437(6) Uani 1 1 d . . . . .
H28 H 0.544358 0.522461 0.301906 0.052 Uiso 1 1 calc R U . . .
C34 C 0.4545(5) 0.1317(2) 0.35601(11) 0.0420(6) Uani 1 1 d . . . . .
C24 C 1.0175(5) 0.6496(2) 0.31598(11) 0.0450(6) Uani 1 1 d . . . . .
H24 H 1.138192 0.652831 0.337697 0.054 Uiso 1 1 calc R U . . .
C32 C 0.6361(5) 0.3195(2) 0.37023(11) 0.0431(6) Uani 1 1 d . . . . .
H32 H 0.765830 0.290367 0.353027 0.052 Uiso 1 1 calc R U . . .
C40 C 0.4200(5) 0.5801(2) 0.43670(10) 0.0428(6) Uani 1 1 d . . . . .
C2 C 1.0586(5) 1.2944(2) 0.02260(11) 0.0489(7) Uani 1 1 d . . . . .
H2 H 1.163265 1.352537 0.019540 0.059 Uiso 1 1 calc R U . . .
C25 C 1.0127(5) 0.7194(3) 0.27211(11) 0.0472(7) Uani 1 1 d . . . . .
H25 H 1.131882 0.768374 0.264089 0.057 Uiso 1 1 calc R U . . .
C4 C 0.7014(5) 1.2213(3) 0.00251(11) 0.0492(7) Uani 1 1 d . . . . .
H4 H 0.563494 1.229998 -0.014123 0.059 Uiso 1 1 calc R U . . .
C30 C 0.8538(5) 0.4967(2) 0.37587(10) 0.0427(6) Uani 1 1 d . . . . .
H30A H 0.985047 0.442564 0.372982 0.051 Uiso 1 1 calc R U . . .
H30B H 0.878430 0.543933 0.403894 0.051 Uiso 1 1 calc R U . . .
C26 C 0.8330(5) 0.7171(3) 0.24016(11) 0.0488(7) Uani 1 1 d . . . . .
H26 H 0.829044 0.765473 0.210982 0.059 Uiso 1 1 calc R U . . .
C15 C 0.1899(5) 0.5310(3) 0.13750(11) 0.0502(7) Uani 1 1 d . . . . .
H15 H 0.047137 0.507034 0.149467 0.060 Uiso 1 1 calc R U . . .
C27 C 0.6599(5) 0.6434(3) 0.25140(11) 0.0499(7) Uani 1 1 d . . . . .
H27 H 0.539174 0.641326 0.229589 0.060 Uiso 1 1 calc R U . . .
C13 C 0.5551(6) 0.4891(2) 0.09846(12) 0.0522(7) Uani 1 1 d . . . . .
H13 H 0.659889 0.436503 0.084178 0.063 Uiso 1 1 calc R U . . .
C35 C 0.6385(5) 0.0901(3) 0.32682(12) 0.0495(7) Uani 1 1 d . . . . .
H35 H 0.763625 0.135749 0.319635 0.059 Uiso 1 1 calc R U . . .
C39 C 0.2686(5) 0.0625(3) 0.36577(12) 0.0507(7) Uani 1 1 d . . . . .
H39 H 0.142659 0.089343 0.384885 0.061 Uiso 1 1 calc R U . . .
C45 C 0.2548(5) 0.5803(3) 0.47464(11) 0.0496(7) Uani 1 1 d . . . . .
H45 H 0.182548 0.512345 0.484151 0.060 Uiso 1 1 calc R U . . .
C14 C 0.3448(6) 0.4536(2) 0.11620(12) 0.0526(8) Uani 1 1 d . . . . .
H14 H 0.307080 0.377199 0.113812 0.063 Uiso 1 1 calc R U . . .
C23 C 1.1809(5) 1.3572(3) 0.25691(12) 0.0525(7) Uani 1 1 d . . . . .
H23A H 1.176908 1.337122 0.292491 0.079 Uiso 1 1 calc R U . . .
H23B H 1.105016 1.431745 0.250671 0.079 Uiso 1 1 calc R U . . .
H23C H 1.337640 1.359476 0.244712 0.079 Uiso 1 1 calc R U . . .
C44 C 0.1931(5) 0.6800(3) 0.49917(11) 0.0533(8) Uani 1 1 d . . . . .
H44 H 0.075451 0.678652 0.523723 0.064 Uiso 1 1 calc R U . . .
C36 C 0.6378(5) -0.0193(3) 0.30818(13) 0.0551(8) Uani 1 1 d . . . . .
H36 H 0.761229 -0.045767 0.288215 0.066 Uiso 1 1 calc R U . . .
C37 C 0.4551(6) -0.0888(3) 0.31911(14) 0.0587(8) Uani 1 1 d . . . . .
H37 H 0.457208 -0.163020 0.307678 0.070 Uiso 1 1 calc R U . . .
C43 C 0.3039(6) 0.7811(3) 0.48764(12) 0.0570(8) Uani 1 1 d . . . . .
C41 C 0.5261(6) 0.6828(3) 0.42307(12) 0.0572(8) Uani 1 1 d . . . . .
H41 H 0.634125 0.686061 0.396484 0.069 Uiso 1 1 calc R U . . .
C42 C 0.4692(7) 0.7803(3) 0.44952(13) 0.0644(9) Uani 1 1 d . . . . .
H42 H 0.545851 0.847585 0.441119 0.077 Uiso 1 1 calc R U . . .
C38 C 0.2704(6) -0.0471(3) 0.34700(15) 0.0652(9) Uani 1 1 d . . . . .
H38 H 0.144566 -0.092633 0.353489 0.078 Uiso 1 1 calc R U . . .
C46 C 0.2440(8) 0.8885(3) 0.51517(14) 0.0748(11) Uani 1 1 d . . . . .
H46A H 0.098652 0.880739 0.532855 0.112 Uiso 1 1 calc R U . . .
H46B H 0.234607 0.954082 0.491396 0.112 Uiso 1 1 calc R U . . .
H46C H 0.360531 0.899247 0.538832 0.112 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 C10 1.255(3) . ?
O2 C33 1.260(3) . ?
N1 H1 0.8600 . ?
N1 C17 1.432(3) . ?
N1 C8 1.347(3) . ?
N2 H2A 0.8600 . ?
N2 C31 1.333(3) . ?
N2 C40 1.413(3) . ?
C6 C7 1.513(3) . ?
C6 C5 1.388(4) . ?
C6 C1 1.382(4) . ?
C17 C18 1.381(3) . ?
C17 C22 1.387(4) . ?
C10 C11 1.500(3) . ?
C10 C9 1.427(3) . ?
C8 C9 1.372(3) . ?
C8 C7 1.508(3) . ?
C11 C12 1.390(3) . ?
C11 C16 1.385(4) . ?
C29 C28 1.390(4) . ?
C29 C24 1.400(4) . ?
C29 C30 1.513(4) . ?
C9 H9 0.9300 . ?
C20 C21 1.394(4) . ?
C20 C19 1.386(4) . ?
C20 C23 1.512(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C19 1.392(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.389(4) . ?
C22 H22 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.392(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.387(4) . ?
C19 H19 0.9300 . ?
C33 C34 1.494(4) . ?
C33 C32 1.420(4) . ?
C31 C32 1.387(4) . ?
C31 C30 1.506(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.385(4) . ?
C1 H1A 0.9300 . ?
C1 C2 1.388(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.374(4) . ?
C3 C4 1.378(4) . ?
C28 H28 0.9300 . ?
C28 C27 1.377(4) . ?
C34 C35 1.386(4) . ?
C34 C39 1.388(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(4) . ?
C32 H32 0.9300 . ?
C40 C45 1.369(4) . ?
C40 C41 1.392(4) . ?
C2 H2 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.375(4) . ?
C4 H4 0.9300 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C26 H26 0.9300 . ?
C26 C27 1.368(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.374(4) . ?
C27 H27 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.372(4) . ?
C35 H35 0.9300 . ?
C35 C36 1.391(4) . ?
C39 H39 0.9300 . ?
C39 C38 1.394(4) . ?
C45 H45 0.9300 . ?
C45 C44 1.388(4) . ?
C14 H14 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C44 H44 0.9300 . ?
C44 C43 1.380(5) . ?
C36 H36 0.9300 . ?
C36 C37 1.380(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.370(5) . ?
C43 C42 1.373(5) . ?
C43 C46 1.503(4) . ?
C41 H41 0.9300 . ?
C41 C42 1.389(4) . ?
C42 H42 0.9300 . ?
C38 H38 0.9300 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 N1 H1 117.3 . . ?
C8 N1 H1 117.3 . . ?
C8 N1 C17 125.4(2) . . ?
C31 N2 H2A 113.3 . . ?
C31 N2 C40 133.4(3) . . ?
C40 N2 H2A 113.3 . . ?
C5 C6 C7 121.1(2) . . ?
C1 C6 C7 120.9(2) . . ?
C1 C6 C5 118.0(2) . . ?
C18 C17 N1 120.3(2) . . ?
C18 C17 C22 119.4(2) . . ?
C22 C17 N1 120.2(2) . . ?
O1 C10 C11 117.4(2) . . ?
O1 C10 C9 122.6(2) . . ?
C9 C10 C11 120.0(2) . . ?
N1 C8 C9 122.0(2) . . ?
N1 C8 C7 118.1(2) . . ?
C9 C8 C7 119.9(2) . . ?
C12 C11 C10 122.2(2) . . ?
C16 C11 C10 119.0(2) . . ?
C16 C11 C12 118.6(2) . . ?
C28 C29 C24 118.1(3) . . ?
C28 C29 C30 122.8(3) . . ?
C24 C29 C30 119.1(2) . . ?
C10 C9 H9 118.2 . . ?
C8 C9 C10 123.6(2) . . ?
C8 C9 H9 118.2 . . ?
C21 C20 C23 120.2(3) . . ?
C19 C20 C21 118.0(2) . . ?
C19 C20 C23 121.7(2) . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
C8 C7 C6 112.8(2) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.1(2) . . ?
C19 C18 H18 119.9 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
C17 C22 C21 120.2(2) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.1(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C16 H16 119.6 . . ?
C11 C16 C15 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C20 C19 C18 121.2(2) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
O2 C33 C34 117.8(2) . . ?
O2 C33 C32 122.2(3) . . ?
C32 C33 C34 120.0(2) . . ?
N2 C31 C32 120.4(3) . . ?
N2 C31 C30 121.3(2) . . ?
C32 C31 C30 118.3(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C1 H1A 119.5 . . ?
C6 C1 C2 121.0(3) . . ?
C2 C1 H1A 119.5 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C29 C28 H28 119.6 . . ?
C27 C28 C29 120.8(3) . . ?
C27 C28 H28 119.6 . . ?
C35 C34 C33 123.2(3) . . ?
C35 C34 C39 118.7(3) . . ?
C39 C34 C33 118.1(2) . . ?
C29 C24 H24 119.8 . . ?
C25 C24 C29 120.3(3) . . ?
C25 C24 H24 119.8 . . ?
C33 C32 H32 117.9 . . ?
C31 C32 C33 124.2(3) . . ?
C31 C32 H32 117.9 . . ?
C45 C40 N2 116.5(3) . . ?
C45 C40 C41 118.4(3) . . ?
C41 C40 N2 125.0(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C29 C30 H30A 108.9 . . ?
C29 C30 H30B 108.9 . . ?
C31 C30 C29 113.5(2) . . ?
C31 C30 H30A 108.9 . . ?
C31 C30 H30B 108.9 . . ?
H30A C30 H30B 107.7 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.8(3) . . ?
C27 C26 H26 120.1 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0(3) . . ?
C14 C15 H15 120.0 . . ?
C28 C27 H27 119.7 . . ?
C26 C27 C28 120.5(3) . . ?
C26 C27 H27 119.7 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.8 . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.6(3) . . ?
C36 C35 H35 119.7 . . ?
C34 C39 H39 119.9 . . ?
C34 C39 C38 120.2(3) . . ?
C38 C39 H39 119.9 . . ?
C40 C45 H45 119.4 . . ?
C40 C45 C44 121.3(3) . . ?
C44 C45 H45 119.4 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 H14 120.0 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C45 C44 H44 119.5 . . ?
C43 C44 C45 120.9(3) . . ?
C43 C44 H44 119.5 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.4(3) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.4 . . ?
C38 C37 C36 119.2(3) . . ?
C38 C37 H37 120.4 . . ?
C44 C43 C46 121.4(3) . . ?
C42 C43 C44 117.4(3) . . ?
C42 C43 C46 121.2(3) . . ?
C40 C41 H41 120.3 . . ?
C42 C41 C40 119.4(3) . . ?
C42 C41 H41 120.3 . . ?
C43 C42 C41 122.4(3) . . ?
C43 C42 H42 118.8 . . ?
C41 C42 H42 118.8 . . ?
C39 C38 H38 119.6 . . ?
C37 C38 C39 120.9(3) . . ?
C37 C38 H38 119.6 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 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
O1 C10 C11 C12 -158.6(2) . . . . ?
O1 C10 C11 C16 16.7(3) . . . . ?
O1 C10 C9 C8 10.8(4) . . . . ?
O2 C33 C34 C35 175.0(3) . . . . ?
O2 C33 C34 C39 -4.7(4) . . . . ?
O2 C33 C32 C31 -0.1(4) . . . . ?
N1 C17 C18 C19 177.3(2) . . . . ?
N1 C17 C22 C21 -178.0(2) . . . . ?
N1 C8 C9 C10 -3.4(4) . . . . ?
N1 C8 C7 C6 -67.3(3) . . . . ?
N2 C31 C32 C33 0.7(4) . . . . ?
N2 C31 C30 C29 -86.2(3) . . . . ?
N2 C40 C45 C44 -176.8(3) . . . . ?
N2 C40 C41 C42 179.3(3) . . . . ?
C6 C5 C4 C3 0.0(4) . . . . ?
C6 C1 C2 C3 0.3(4) . . . . ?
C17 N1 C8 C9 164.2(2) . . . . ?
C17 N1 C8 C7 -18.6(3) . . . . ?
C17 C18 C19 C20 0.8(4) . . . . ?
C10 C11 C12 C13 173.8(2) . . . . ?
C10 C11 C16 C15 -174.4(2) . . . . ?
C8 N1 C17 C18 123.5(3) . . . . ?
C8 N1 C17 C22 -59.5(3) . . . . ?
C11 C10 C9 C8 -166.5(2) . . . . ?
C11 C12 C13 C14 1.1(4) . . . . ?
C11 C16 C15 C14 -0.3(4) . . . . ?
C29 C28 C27 C26 0.1(4) . . . . ?
C29 C24 C25 C26 1.3(4) . . . . ?
C9 C10 C11 C12 18.8(4) . . . . ?
C9 C10 C11 C16 -165.9(2) . . . . ?
C9 C8 C7 C6 110.0(3) . . . . ?
C20 C21 C22 C17 0.5(4) . . . . ?
C7 C6 C5 C4 -177.7(2) . . . . ?
C7 C6 C1 C2 177.6(2) . . . . ?
C7 C8 C9 C10 179.5(2) . . . . ?
C18 C17 C22 C21 -0.9(4) . . . . ?
C21 C20 C19 C18 -1.2(4) . . . . ?
C22 C17 C18 C19 0.3(4) . . . . ?
C12 C11 C16 C15 1.1(4) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
C16 C11 C12 C13 -1.5(4) . . . . ?
C16 C15 C14 C13 -0.2(5) . . . . ?
C19 C20 C21 C22 0.5(4) . . . . ?
C33 C34 C35 C36 179.7(3) . . . . ?
C33 C34 C39 C38 -179.4(3) . . . . ?
C31 N2 C40 C45 -155.5(3) . . . . ?
C31 N2 C40 C41 27.9(5) . . . . ?
C5 C6 C7 C8 -40.9(3) . . . . ?
C5 C6 C1 C2 -0.9(4) . . . . ?
C1 C6 C7 C8 140.7(2) . . . . ?
C1 C6 C5 C4 0.7(4) . . . . ?
C28 C29 C24 C25 -0.5(4) . . . . ?
C28 C29 C30 C31 -7.4(4) . . . . ?
C34 C33 C32 C31 178.0(2) . . . . ?
C34 C35 C36 C37 -1.0(5) . . . . ?
C34 C39 C38 C37 0.5(5) . . . . ?
C24 C29 C28 C27 -0.1(4) . . . . ?
C24 C29 C30 C31 173.3(2) . . . . ?
C24 C25 C26 C27 -1.3(4) . . . . ?
C32 C33 C34 C35 -3.2(4) . . . . ?
C32 C33 C34 C39 177.1(3) . . . . ?
C32 C31 C30 C29 93.1(3) . . . . ?
C40 N2 C31 C32 175.7(3) . . . . ?
C40 N2 C31 C30 -5.0(4) . . . . ?
C40 C45 C44 C43 -3.0(5) . . . . ?
C40 C41 C42 C43 -2.8(6) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C4 C3 C2 C1 0.5(4) . . . . ?
C30 C29 C28 C27 -179.5(3) . . . . ?
C30 C29 C24 C25 178.8(3) . . . . ?
C30 C31 C32 C33 -178.6(2) . . . . ?
C35 C34 C39 C38 0.9(5) . . . . ?
C35 C36 C37 C38 2.4(5) . . . . ?
C39 C34 C35 C36 -0.7(5) . . . . ?
C45 C40 C41 C42 2.8(5) . . . . ?
C45 C44 C43 C42 2.9(5) . . . . ?
C45 C44 C43 C46 -177.9(3) . . . . ?
C23 C20 C21 C22 179.5(3) . . . . ?
C23 C20 C19 C18 179.8(3) . . . . ?
C44 C43 C42 C41 -0.1(5) . . . . ?
C36 C37 C38 C39 -2.2(6) . . . . ?
C41 C40 C45 C44 0.0(4) . . . . ?
C46 C43 C42 C41 -179.2(3) . . . . ?

_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 1.647
_oxdiff_exptl_absorpt_empirical_full_min 0.467
####################################################################### 
# 
# 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_1207-01
_database_code_depnum_ccdc_archive 'CCDC 2245132'
loop_
_audit_author_name
_audit_author_address
'Xiao-Tong Lin'
;School of Chemistry and Chemical Engineering, Guangzhou University
China
;
_audit_update_record             
;
2023-02-28 deposited with the CCDC.	2023-09-01 downloaded from the CCDC.
;
_audit_creation_date             2023-02-21
_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         'C29 H27 N O5'
_chemical_formula_sum            'C29 H27 N O5'
_chemical_formula_weight         469.51
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   11.0361(5)
_cell_length_b                   14.2348(5)
_cell_length_c                   16.7656(6)
_cell_angle_alpha                79.529(3)
_cell_angle_beta                 88.302(3)
_cell_angle_gamma                75.050(4)
_cell_volume                     2501.88(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6385
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.0380
_cell_measurement_theta_min      2.6510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21663
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.611
_diffrn_reflns_theta_min         2.107
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -15.00  83.00   1.00    6.00    --   11.90  57.00 -90.00   98
  2  ω     36.00  62.00   1.00    6.00    --   11.90 178.00  90.00   26
  3  ω    -19.00  77.00   1.00    6.00    --   11.90  77.00  30.00   96
  4  ω    -57.00  38.00   1.00    6.00    --   11.90 -57.00 120.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0406179000
_diffrn_orient_matrix_UB_12      0.0477817000
_diffrn_orient_matrix_UB_13      -0.0009119000
_diffrn_orient_matrix_UB_21      0.0478808000
_diffrn_orient_matrix_UB_22      0.0215860000
_diffrn_orient_matrix_UB_23      -0.0177091000
_diffrn_orient_matrix_UB_31      -0.0220082000
_diffrn_orient_matrix_UB_32      -0.0004868000
_diffrn_orient_matrix_UB_33      -0.0392069000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7873
_reflns_number_total             11671
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     637
_refine_ls_number_reflns         11671
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0603
_refine_ls_restrained_S_all      1.023
_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)+(0.0622P)²+0.9371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1608
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00T(H00A,H00B), C20(H20A,H20B), C013(H01A,H01B), C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C2(H2), C00Z(H00Z), C11(H11), C014(H014), C015(H015),
 C016(H016), C27(H27), C7(H7), C23(H23), C17(H17), C24(H24), C13(H13),
 C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J), C10(H10), C9(H9), C01N(H01N),
 C8(H8), C01P(H01P), C16(H16), C14(H14), C01T(H01T), C01V(H01V), C15(H15)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C01E(H01C,H01D,H01E), C01R(H01F,H01K,H01L), C28(H28A,
 H28B,H28C), C01X(H01M,H01O,H01Q), C29(H29A,H29B,H29C)
;
_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
O001 O 0.26740(12) 0.49695(9) 0.55840(8) 0.0245(3) Uani 1 1 d . . . . .
O1 O 0.75748(13) 0.47960(10) 0.94109(8) 0.0280(3) Uani 1 1 d . . . . .
O003 O -0.19953(15) 0.92036(10) 0.50067(9) 0.0349(4) Uani 1 1 d . . . . .
O004 O -0.18487(14) 0.43191(11) 0.77380(9) 0.0337(4) Uani 1 1 d . . . . .
O005 O 0.33425(14) 0.33451(10) 0.58134(9) 0.0361(4) Uani 1 1 d . . . . .
O2 O 0.80224(14) 0.31695(11) 0.96461(9) 0.0370(4) Uani 1 1 d . . . . .
O3 O 0.30424(14) 0.45772(12) 0.73709(9) 0.0345(4) Uani 1 1 d . . . . .
O008 O -0.06995(15) 0.93178(10) 0.62194(10) 0.0402(4) Uani 1 1 d . . . . .
O5 O 0.34211(17) 0.93110(11) 0.88042(9) 0.0435(4) Uani 1 1 d . . . . .
O4 O 0.46950(16) 0.95238(11) 0.75081(10) 0.0421(4) Uani 1 1 d . . . . .
N00B N -0.07301(15) 0.48999(11) 0.67145(9) 0.0219(4) Uani 1 1 d . . . . .
N1 N 0.42217(15) 0.50631(12) 0.82060(10) 0.0244(4) Uani 1 1 d . . . . .
C00D C 0.04409(18) 0.48748(14) 0.63319(11) 0.0213(4) Uani 1 1 d . . . . .
C00E C 0.17806(18) 0.58293(14) 0.56170(11) 0.0218(4) Uani 1 1 d . . . . .
C00F C 0.13272(18) 0.40099(14) 0.63196(11) 0.0225(4) Uani 1 1 d . . . . .
C00G C 0.25019(19) 0.40465(14) 0.59192(12) 0.0259(4) Uani 1 1 d . . . . .
C00H C -0.24788(18) 0.76936(13) 0.57124(12) 0.0249(4) Uani 1 1 d . . . . .
H00H H -0.291210 0.763626 0.526377 0.030 Uiso 1 1 calc R U . . .
C00I C 0.06692(18) 0.57944(14) 0.59581(11) 0.0227(4) Uani 1 1 d . . . . .
H00I H 0.004363 0.637668 0.594974 0.027 Uiso 1 1 calc R U . . .
C00J C -0.08520(19) 0.44771(14) 0.75093(12) 0.0254(4) Uani 1 1 d . . . . .
C2 C 0.57289(19) 0.57894(15) 0.87310(12) 0.0259(4) Uani 1 1 d . . . . .
H2 H 0.519974 0.641071 0.854461 0.031 Uiso 1 1 calc R U . . .
C18 C 0.40863(19) 0.46296(14) 0.75526(12) 0.0253(4) Uani 1 1 d . . . . .
C00M C -0.19395(19) 0.84707(14) 0.56697(12) 0.0257(4) Uani 1 1 d . . . . .
C1 C 0.53793(18) 0.49231(14) 0.86178(11) 0.0230(4) Uani 1 1 d . . . . .
C00O C -0.12447(19) 0.85453(14) 0.63381(13) 0.0287(5) Uani 1 1 d . . . . .
C4 C 0.7296(2) 0.39253(15) 0.93228(12) 0.0274(5) Uani 1 1 d . . . . .
C6 C 0.58674(19) 0.30610(15) 0.87905(11) 0.0259(4) Uani 1 1 d . . . . .
C00R C 0.1189(2) 0.30241(14) 0.67265(12) 0.0270(5) Uani 1 1 d . . . . .
C00S C 0.21992(19) 0.67120(14) 0.52683(11) 0.0247(4) Uani 1 1 d . . . . .
C00T C -0.18709(18) 0.52292(14) 0.61949(12) 0.0261(4) Uani 1 1 d . . . . .
H00A H -0.223504 0.467475 0.620966 0.031 Uiso 1 1 calc R U . . .
H00B H -0.163471 0.542581 0.563984 0.031 Uiso 1 1 calc R U . . .
C5 C 0.61330(19) 0.40010(14) 0.88957(11) 0.0242(4) Uani 1 1 d . . . . .
C3 C 0.68204(19) 0.57096(14) 0.91062(11) 0.0251(4) Uani 1 1 d . . . . .
C12 C 0.73554(19) 0.65166(15) 0.92278(11) 0.0269(5) Uani 1 1 d . . . . .
C00X C -0.23823(18) 0.69863(14) 0.64256(12) 0.0257(4) Uani 1 1 d . . . . .
C19 C 0.5197(2) 0.43140(16) 0.70369(12) 0.0301(5) Uani 1 1 d . . . . .
H19A H 0.528779 0.364195 0.697556 0.045 Uiso 1 1 calc R U . . .
H19B H 0.594001 0.436391 0.729176 0.045 Uiso 1 1 calc R U . . .
H19C H 0.507503 0.473409 0.651307 0.045 Uiso 1 1 calc R U . . .
C00Z C -0.1743(2) 0.70909(15) 0.70855(12) 0.0300(5) Uani 1 1 d . . . . .
H00Z H -0.169754 0.663906 0.756695 0.036 Uiso 1 1 calc R U . . .
C26 C 0.3405(2) 0.86596(15) 0.82992(13) 0.0325(5) Uani 1 1 d . . . . .
C11 C 0.4742(2) 0.28441(16) 0.90443(13) 0.0328(5) Uani 1 1 d . . . . .
H11 H 0.415960 0.328253 0.930290 0.039 Uiso 1 1 calc R U . . .
C20 C 0.30682(19) 0.55115(16) 0.86088(13) 0.0308(5) Uani 1 1 d . . . . .
H20A H 0.329911 0.568694 0.910521 0.037 Uiso 1 1 calc R U . . .
H20B H 0.259264 0.502206 0.875769 0.037 Uiso 1 1 calc R U . . .
C013 C -0.28696(19) 0.60903(14) 0.64396(13) 0.0297(5) Uani 1 1 d . . . . .
H01A H -0.358570 0.626161 0.607094 0.036 Uiso 1 1 calc R U . . .
H01B H -0.315150 0.588435 0.698126 0.036 Uiso 1 1 calc R U . . .
C014 C 0.1387(2) 0.76500(15) 0.52245(13) 0.0325(5) Uani 1 1 d . . . . .
H014 H 0.056893 0.770804 0.540177 0.039 Uiso 1 1 calc R U . . .
C015 C -0.1165(2) 0.78582(15) 0.70455(13) 0.0325(5) Uani 1 1 d . . . . .
H015 H -0.072536 0.790893 0.749382 0.039 Uiso 1 1 calc R U . . .
C016 C 0.2129(2) 0.24137(15) 0.72686(13) 0.0334(5) Uani 1 1 d . . . . .
H016 H 0.285315 0.260755 0.734510 0.040 Uiso 1 1 calc R U . . .
C27 C 0.2795(2) 0.79183(15) 0.84450(13) 0.0330(5) Uani 1 1 d . . . . .
H27 H 0.234575 0.783760 0.891960 0.040 Uiso 1 1 calc R U . . .
C7 C 0.6732(2) 0.23807(16) 0.84207(13) 0.0337(5) Uani 1 1 d . . . . .
H7 H 0.749822 0.250415 0.825998 0.040 Uiso 1 1 calc R U . . .
C23 C 0.3507(2) 0.74171(17) 0.71906(14) 0.0367(6) Uani 1 1 d . . . . .
H23 H 0.353320 0.700864 0.681249 0.044 Uiso 1 1 calc R U . . .
C17 C 0.8549(2) 0.63281(18) 0.95662(13) 0.0367(5) Uani 1 1 d . . . . .
H17 H 0.901139 0.567791 0.973101 0.044 Uiso 1 1 calc R U . . .
C25 C 0.4098(2) 0.87764(15) 0.75881(13) 0.0327(5) Uani 1 1 d . . . . .
C22 C 0.2838(2) 0.72814(16) 0.78919(13) 0.0322(5) Uani 1 1 d . . . . .
C24 C 0.4142(2) 0.81553(16) 0.70409(13) 0.0352(5) Uani 1 1 d . . . . .
H24 H 0.459953 0.822988 0.656906 0.042 Uiso 1 1 calc R U . . .
C01E C 0.0231(2) 0.42963(17) 0.80914(12) 0.0335(5) Uani 1 1 d . . . . .
H01C H -0.001779 0.468734 0.850705 0.050 Uiso 1 1 calc R U . . .
H01D H 0.092564 0.447725 0.780400 0.050 Uiso 1 1 calc R U . . .
H01E H 0.047498 0.360889 0.833444 0.050 Uiso 1 1 calc R U . . .
C13 C 0.6683(2) 0.75016(16) 0.89956(14) 0.0371(5) Uani 1 1 d . . . . .
H13 H 0.587959 0.764563 0.877394 0.045 Uiso 1 1 calc R U . . .
C01G C 0.0133(2) 0.27118(15) 0.66014(14) 0.0340(5) Uani 1 1 d . . . . .
H01G H -0.047994 0.310288 0.622751 0.041 Uiso 1 1 calc R U . . .
C01H C 0.3413(2) 0.66492(17) 0.49908(14) 0.0374(6) Uani 1 1 d . . . . .
H01H H 0.397450 0.603304 0.501014 0.045 Uiso 1 1 calc R U . . .
C01I C 0.1767(2) 0.84922(16) 0.49253(15) 0.0388(6) Uani 1 1 d . . . . .
H01I H 0.121038 0.911093 0.490317 0.047 Uiso 1 1 calc R U . . .
C01J C 0.1978(3) 0.15198(16) 0.76914(15) 0.0429(6) Uani 1 1 d . . . . .
H01J H 0.260148 0.111522 0.805265 0.052 Uiso 1 1 calc R U . . .
C10 C 0.4480(2) 0.19835(18) 0.89159(15) 0.0414(6) Uani 1 1 d . . . . .
H10 H 0.372369 0.184772 0.908702 0.050 Uiso 1 1 calc R U . . .
C9 C 0.5334(3) 0.13274(17) 0.85357(15) 0.0437(6) Uani 1 1 d . . . . .
H9 H 0.515373 0.075241 0.844405 0.052 Uiso 1 1 calc R U . . .
C21 C 0.2222(2) 0.64350(16) 0.80903(15) 0.0384(6) Uani 1 1 d . . . . .
H21A H 0.200099 0.626617 0.758865 0.046 Uiso 1 1 calc R U . . .
H21B H 0.145371 0.664725 0.837841 0.046 Uiso 1 1 calc R U . . .
C01N C -0.0017(3) 0.18191(17) 0.70295(16) 0.0452(6) Uani 1 1 d . . . . .
H01N H -0.073435 0.161670 0.694994 0.054 Uiso 1 1 calc R U . . .
C8 C 0.6465(3) 0.15289(18) 0.82904(15) 0.0440(6) Uani 1 1 d . . . . .
H8 H 0.704665 0.108524 0.803618 0.053 Uiso 1 1 calc R U . . .
C01P C 0.2972(2) 0.84154(18) 0.46595(16) 0.0448(6) Uani 1 1 d . . . . .
H01P H 0.323659 0.898249 0.446159 0.054 Uiso 1 1 calc R U . . .
C16 C 0.9060(2) 0.7096(2) 0.96614(15) 0.0463(6) Uani 1 1 d . . . . .
H16 H 0.986011 0.695802 0.988672 0.056 Uiso 1 1 calc R U . . .
C01R C -0.2732(3) 0.91768(18) 0.43327(14) 0.0448(6) Uani 1 1 d . . . . .
H01F H -0.274065 0.973922 0.391638 0.067 Uiso 1 1 calc R U . . .
H01K H -0.357435 0.919192 0.450267 0.067 Uiso 1 1 calc R U . . .
H01L H -0.237876 0.858131 0.412445 0.067 Uiso 1 1 calc R U . . .
C14 C 0.7192(3) 0.82637(19) 0.90898(16) 0.0462(6) Uani 1 1 d . . . . .
H14 H 0.673379 0.891567 0.892901 0.055 Uiso 1 1 calc R U . . .
C01T C 0.3789(2) 0.74962(19) 0.46867(17) 0.0499(7) Uani 1 1 d . . . . .
H01T H 0.460059 0.744552 0.449867 0.060 Uiso 1 1 calc R U . . .
C28 C 0.5632(2) 0.95261(19) 0.69085(15) 0.0456(6) Uani 1 1 d . . . . .
H28A H 0.525097 0.964507 0.638000 0.068 Uiso 1 1 calc R U . . .
H28B H 0.624039 0.889718 0.699528 0.068 Uiso 1 1 calc R U . . .
H28C H 0.603861 1.003775 0.694509 0.068 Uiso 1 1 calc R U . . .
C01V C 0.0911(3) 0.12315(17) 0.75772(15) 0.0475(7) Uani 1 1 d . . . . .
H01V H 0.080815 0.063678 0.786959 0.057 Uiso 1 1 calc R U . . .
C15 C 0.8382(3) 0.8062(2) 0.94223(15) 0.0470(6) Uani 1 1 d . . . . .
H15 H 0.872538 0.857671 0.948460 0.056 Uiso 1 1 calc R U . . .
C01X C 0.0206(3) 0.9313(2) 0.68051(19) 0.0551(7) Uani 1 1 d . . . . .
H01M H 0.060951 0.983242 0.661609 0.083 Uiso 1 1 calc R U . . .
H01O H 0.082156 0.868755 0.688728 0.083 Uiso 1 1 calc R U . . .
H01Q H -0.019981 0.941543 0.730800 0.083 Uiso 1 1 calc R U . . .
C29 C 0.2749(3) 0.9213(2) 0.95399(15) 0.0572(8) Uani 1 1 d . . . . .
H29A H 0.187635 0.930839 0.941735 0.086 Uiso 1 1 calc R U . . .
H29B H 0.284155 0.970111 0.984437 0.086 Uiso 1 1 calc R U . . .
H29C H 0.307451 0.856512 0.985387 0.086 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
O001 C00E 1.368(2) . ?
O001 C00G 1.390(2) . ?
O1 C4 1.385(3) . ?
O1 C3 1.368(2) . ?
O003 C00M 1.370(2) . ?
O003 C01R 1.423(3) . ?
O004 C00J 1.216(2) . ?
O005 C00G 1.211(2) . ?
O2 C4 1.210(2) . ?
O3 C18 1.224(2) . ?
O008 C00O 1.366(3) . ?
O008 C01X 1.420(3) . ?
O5 C26 1.368(3) . ?
O5 C29 1.424(3) . ?
O4 C25 1.374(3) . ?
O4 C28 1.421(3) . ?
N00B C00D 1.421(2) . ?
N00B C00J 1.377(2) . ?
N00B C00T 1.475(2) . ?
N1 C18 1.381(3) . ?
N1 C1 1.421(2) . ?
N1 C20 1.473(3) . ?
C00D C00F 1.364(3) . ?
C00D C00I 1.426(3) . ?
C00E C00I 1.347(3) . ?
C00E C00S 1.467(3) . ?
C00F C00G 1.451(3) . ?
C00F C00R 1.488(3) . ?
C00H H00H 0.9300 . ?
C00H C00M 1.375(3) . ?
C00H C00X 1.403(3) . ?
C00I H00I 0.9300 . ?
C00J C01E 1.505(3) . ?
C2 H2 0.9300 . ?
C2 C1 1.428(3) . ?
C2 C3 1.345(3) . ?
C18 C19 1.499(3) . ?
C00M C00O 1.411(3) . ?
C1 C5 1.367(3) . ?
C00O C015 1.382(3) . ?
C4 C5 1.458(3) . ?
C6 C5 1.483(3) . ?
C6 C11 1.393(3) . ?
C6 C7 1.392(3) . ?
C00R C016 1.400(3) . ?
C00R C01G 1.384(3) . ?
C00S C014 1.394(3) . ?
C00S C01H 1.391(3) . ?
C00T H00A 0.9700 . ?
C00T H00B 0.9700 . ?
C00T C013 1.531(3) . ?
C3 C12 1.467(3) . ?
C12 C17 1.391(3) . ?
C12 C13 1.396(3) . ?
C00X C00Z 1.380(3) . ?
C00X C013 1.503(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C00Z H00Z 0.9300 . ?
C00Z C015 1.391(3) . ?
C26 C27 1.374(3) . ?
C26 C25 1.405(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.383(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.534(3) . ?
C013 H01A 0.9700 . ?
C013 H01B 0.9700 . ?
C014 H014 0.9300 . ?
C014 C01I 1.376(3) . ?
C015 H015 0.9300 . ?
C016 H016 0.9300 . ?
C016 C01J 1.387(3) . ?
C27 H27 0.9300 . ?
C27 C22 1.402(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.374(3) . ?
C23 H23 0.9300 . ?
C23 C22 1.380(3) . ?
C23 C24 1.390(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.387(3) . ?
C25 C24 1.377(3) . ?
C22 C21 1.512(3) . ?
C24 H24 0.9300 . ?
C01E H01C 0.9600 . ?
C01E H01D 0.9600 . ?
C01E H01E 0.9600 . ?
C13 H13 0.9300 . ?
C13 C14 1.378(3) . ?
C01G H01G 0.9300 . ?
C01G C01N 1.389(3) . ?
C01H H01H 0.9300 . ?
C01H C01T 1.381(3) . ?
C01I H01I 0.9300 . ?
C01I C01P 1.374(3) . ?
C01J H01J 0.9300 . ?
C01J C01V 1.373(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.376(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.386(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C01N H01N 0.9300 . ?
C01N C01V 1.388(3) . ?
C8 H8 0.9300 . ?
C01P H01P 0.9300 . ?
C01P C01T 1.378(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.378(4) . ?
C01R H01F 0.9600 . ?
C01R H01K 0.9600 . ?
C01R H01L 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.381(4) . ?
C01T H01T 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C01V H01V 0.9300 . ?
C15 H15 0.9300 . ?
C01X H01M 0.9600 . ?
C01X H01O 0.9600 . ?
C01X H01Q 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E O001 C00G 122.44(15) . . ?
C3 O1 C4 122.89(15) . . ?
C00M O003 C01R 116.51(17) . . ?
C00O O008 C01X 117.28(18) . . ?
C26 O5 C29 117.3(2) . . ?
C25 O4 C28 116.98(19) . . ?
C00D N00B C00T 117.75(15) . . ?
C00J N00B C00D 123.91(15) . . ?
C00J N00B C00T 117.31(16) . . ?
C18 N1 C1 124.18(16) . . ?
C18 N1 C20 117.20(17) . . ?
C1 N1 C20 117.18(16) . . ?
N00B C00D C00I 117.57(16) . . ?
C00F C00D N00B 121.99(17) . . ?
C00F C00D C00I 120.44(18) . . ?
O001 C00E C00S 112.77(16) . . ?
C00I C00E O001 119.73(17) . . ?
C00I C00E C00S 127.49(17) . . ?
C00D C00F C00G 118.67(17) . . ?
C00D C00F C00R 123.89(19) . . ?
C00G C00F C00R 117.38(16) . . ?
O001 C00G C00F 117.88(16) . . ?
O005 C00G O001 115.61(19) . . ?
O005 C00G C00F 126.44(19) . . ?
C00M C00H H00H 119.6 . . ?
C00M C00H C00X 120.72(19) . . ?
C00X C00H H00H 119.6 . . ?
C00D C00I H00I 119.6 . . ?
C00E C00I C00D 120.73(17) . . ?
C00E C00I H00I 119.6 . . ?
O004 C00J N00B 119.77(18) . . ?
O004 C00J C01E 121.44(18) . . ?
N00B C00J C01E 118.61(18) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C3 C2 C1 120.23(18) . . ?
O3 C18 N1 119.25(19) . . ?
O3 C18 C19 121.19(19) . . ?
N1 C18 C19 119.34(18) . . ?
O003 C00M C00H 125.08(19) . . ?
O003 C00M C00O 114.89(18) . . ?
C00H C00M C00O 120.02(17) . . ?
N1 C1 C2 117.20(16) . . ?
C5 C1 N1 121.79(18) . . ?
C5 C1 C2 121.01(18) . . ?
O008 C00O C00M 115.34(18) . . ?
O008 C00O C015 125.3(2) . . ?
C015 C00O C00M 119.3(2) . . ?
O1 C4 C5 117.72(16) . . ?
O2 C4 O1 115.98(18) . . ?
O2 C4 C5 126.2(2) . . ?
C11 C6 C5 121.0(2) . . ?
C7 C6 C5 120.62(19) . . ?
C7 C6 C11 118.4(2) . . ?
C016 C00R C00F 119.26(19) . . ?
C01G C00R C00F 121.40(17) . . ?
C01G C00R C016 119.30(19) . . ?
C014 C00S C00E 120.30(18) . . ?
C01H C00S C00E 121.82(18) . . ?
C01H C00S C014 117.86(19) . . ?
N00B C00T H00A 108.7 . . ?
N00B C00T H00B 108.7 . . ?
N00B C00T C013 114.24(17) . . ?
H00A C00T H00B 107.6 . . ?
C013 C00T H00A 108.7 . . ?
C013 C00T H00B 108.7 . . ?
C1 C5 C4 118.14(19) . . ?
C1 C5 C6 125.00(18) . . ?
C4 C5 C6 116.86(17) . . ?
O1 C3 C12 112.79(16) . . ?
C2 C3 O1 119.95(19) . . ?
C2 C3 C12 127.26(18) . . ?
C17 C12 C3 121.33(19) . . ?
C17 C12 C13 117.9(2) . . ?
C13 C12 C3 120.72(18) . . ?
C00H C00X C013 120.15(19) . . ?
C00Z C00X C00H 118.6(2) . . ?
C00Z C00X C013 121.03(17) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C00X C00Z H00Z 119.3 . . ?
C00X C00Z C015 121.37(18) . . ?
C015 C00Z H00Z 119.3 . . ?
O5 C26 C27 125.3(2) . . ?
O5 C26 C25 115.1(2) . . ?
C27 C26 C25 119.6(2) . . ?
C6 C11 H11 119.7 . . ?
C10 C11 C6 120.7(2) . . ?
C10 C11 H11 119.7 . . ?
N1 C20 H20A 108.7 . . ?
N1 C20 H20B 108.7 . . ?
N1 C20 C21 114.28(18) . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
C00T C013 H01A 109.2 . . ?
C00T C013 H01B 109.2 . . ?
C00X C013 C00T 112.10(17) . . ?
C00X C013 H01A 109.2 . . ?
C00X C013 H01B 109.2 . . ?
H01A C013 H01B 107.9 . . ?
C00S C014 H014 119.2 . . ?
C01I C014 C00S 121.6(2) . . ?
C01I C014 H014 119.2 . . ?
C00O C015 C00Z 119.9(2) . . ?
C00O C015 H015 120.1 . . ?
C00Z C015 H015 120.1 . . ?
C00R C016 H016 120.0 . . ?
C01J C016 C00R 120.0(2) . . ?
C01J C016 H016 120.0 . . ?
C26 C27 H27 119.4 . . ?
C26 C27 C22 121.2(2) . . ?
C22 C27 H27 119.4 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 121.0(2) . . ?
C24 C23 H23 119.5 . . ?
C12 C17 H17 119.5 . . ?
C16 C17 C12 121.0(2) . . ?
C16 C17 H17 119.5 . . ?
O4 C25 C26 115.1(2) . . ?
O4 C25 C24 125.4(2) . . ?
C24 C25 C26 119.5(2) . . ?
C27 C22 C21 120.1(2) . . ?
C23 C22 C27 118.4(2) . . ?
C23 C22 C21 121.4(2) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.9 . . ?
C00J C01E H01C 109.5 . . ?
C00J C01E H01D 109.5 . . ?
C00J C01E H01E 109.5 . . ?
H01C C01E H01D 109.5 . . ?
H01C C01E H01E 109.5 . . ?
H01D C01E H01E 109.5 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(2) . . ?
C14 C13 H13 119.5 . . ?
C00R C01G H01G 119.7 . . ?
C00R C01G C01N 120.5(2) . . ?
C01N C01G H01G 119.7 . . ?
C00S C01H H01H 119.8 . . ?
C01T C01H C00S 120.4(2) . . ?
C01T C01H H01H 119.8 . . ?
C014 C01I H01I 120.1 . . ?
C01P C01I C014 119.7(2) . . ?
C01P C01I H01I 120.1 . . ?
C016 C01J H01J 120.0 . . ?
C01V C01J C016 120.1(2) . . ?
C01V C01J H01J 120.0 . . ?
C11 C10 H10 119.9 . . ?
C9 C10 C11 120.2(2) . . ?
C9 C10 H10 119.9 . . ?
C10 C9 H9 120.2 . . ?
C10 C9 C8 119.6(2) . . ?
C8 C9 H9 120.2 . . ?
C20 C21 H21A 109.0 . . ?
C20 C21 H21B 109.0 . . ?
C22 C21 C20 112.86(18) . . ?
C22 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C01G C01N H01N 120.3 . . ?
C01V C01N C01G 119.5(2) . . ?
C01V C01N H01N 120.3 . . ?
C7 C8 C9 120.4(2) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C01I C01P H01P 120.1 . . ?
C01I C01P C01T 119.8(2) . . ?
C01T C01P H01P 120.1 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.1(2) . . ?
C15 C16 H16 120.0 . . ?
O003 C01R H01F 109.5 . . ?
O003 C01R H01K 109.5 . . ?
O003 C01R H01L 109.5 . . ?
H01F C01R H01K 109.5 . . ?
H01F C01R H01L 109.5 . . ?
H01K C01R H01L 109.5 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C01H C01T H01T 119.7 . . ?
C01P C01T C01H 120.6(2) . . ?
C01P C01T H01T 119.7 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C01J C01V C01N 120.6(2) . . ?
C01J C01V H01V 119.7 . . ?
C01N C01V H01V 119.7 . . ?
C16 C15 C14 119.8(2) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
O008 C01X H01M 109.5 . . ?
O008 C01X H01O 109.5 . . ?
O008 C01X H01Q 109.5 . . ?
H01M C01X H01O 109.5 . . ?
H01M C01X H01Q 109.5 . . ?
H01O C01X H01Q 109.5 . . ?
O5 C29 H29A 109.5 . . ?
O5 C29 H29B 109.5 . . ?
O5 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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
O001 C00E C00I C00D 4.0(3) . . . . ?
O001 C00E C00S C014 177.54(18) . . . . ?
O001 C00E C00S C01H -4.1(3) . . . . ?
O1 C4 C5 C1 -0.9(3) . . . . ?
O1 C4 C5 C6 178.55(17) . . . . ?
O1 C3 C12 C17 4.5(3) . . . . ?
O1 C3 C12 C13 -176.43(19) . . . . ?
O003 C00M C00O O008 -1.9(3) . . . . ?
O003 C00M C00O C015 178.02(18) . . . . ?
O2 C4 C5 C1 175.3(2) . . . . ?
O2 C4 C5 C6 -5.3(3) . . . . ?
O008 C00O C015 C00Z -178.68(19) . . . . ?
O5 C26 C27 C22 -179.64(18) . . . . ?
O5 C26 C25 O4 0.4(3) . . . . ?
O5 C26 C25 C24 179.88(18) . . . . ?
O4 C25 C24 C23 179.42(19) . . . . ?
N00B C00D C00F C00G -179.75(16) . . . . ?
N00B C00D C00F C00R -2.7(3) . . . . ?
N00B C00D C00I C00E 176.94(17) . . . . ?
N00B C00T C013 C00X 58.9(2) . . . . ?
N1 C1 C5 C4 -179.08(17) . . . . ?
N1 C1 C5 C6 1.5(3) . . . . ?
N1 C20 C21 C22 -63.9(3) . . . . ?
C00D N00B C00J O004 -162.41(19) . . . . ?
C00D N00B C00J C01E 22.4(3) . . . . ?
C00D N00B C00T C013 -124.95(18) . . . . ?
C00D C00F C00G O001 1.5(3) . . . . ?
C00D C00F C00G O005 -175.1(2) . . . . ?
C00D C00F C00R C016 -126.5(2) . . . . ?
C00D C00F C00R C01G 51.3(3) . . . . ?
C00E O001 C00G O005 176.64(17) . . . . ?
C00E O001 C00G C00F -0.3(3) . . . . ?
C00E C00S C014 C01I 177.8(2) . . . . ?
C00E C00S C01H C01T -178.1(2) . . . . ?
C00F C00D C00I C00E -2.8(3) . . . . ?
C00F C00R C016 C01J 176.0(2) . . . . ?
C00F C00R C01G C01N -175.5(2) . . . . ?
C00G O001 C00E C00I -2.5(3) . . . . ?
C00G O001 C00E C00S 176.45(16) . . . . ?
C00G C00F C00R C016 50.7(3) . . . . ?
C00G C00F C00R C01G -131.5(2) . . . . ?
C00H C00M C00O O008 177.03(17) . . . . ?
C00H C00M C00O C015 -3.1(3) . . . . ?
C00H C00X C00Z C015 -2.2(3) . . . . ?
C00H C00X C013 C00T 89.4(2) . . . . ?
C00I C00D C00F C00G 0.0(3) . . . . ?
C00I C00D C00F C00R 177.08(18) . . . . ?
C00I C00E C00S C014 -3.6(3) . . . . ?
C00I C00E C00S C01H 174.8(2) . . . . ?
C00J N00B C00D C00F 54.3(3) . . . . ?
C00J N00B C00D C00I -125.4(2) . . . . ?
C00J N00B C00T C013 66.2(2) . . . . ?
C2 C1 C5 C4 0.9(3) . . . . ?
C2 C1 C5 C6 -178.44(18) . . . . ?
C2 C3 C12 C17 -174.4(2) . . . . ?
C2 C3 C12 C13 4.7(3) . . . . ?
C18 N1 C1 C2 128.8(2) . . . . ?
C18 N1 C1 C5 -51.2(3) . . . . ?
C18 N1 C20 C21 -67.9(2) . . . . ?
C00M C00H C00X C00Z 0.5(3) . . . . ?
C00M C00H C00X C013 -174.24(18) . . . . ?
C00M C00O C015 C00Z 1.5(3) . . . . ?
C1 N1 C18 O3 161.15(18) . . . . ?
C1 N1 C18 C19 -24.2(3) . . . . ?
C1 N1 C20 C21 125.2(2) . . . . ?
C1 C2 C3 O1 -2.8(3) . . . . ?
C1 C2 C3 C12 175.99(19) . . . . ?
C4 O1 C3 C2 2.9(3) . . . . ?
C4 O1 C3 C12 -176.06(17) . . . . ?
C6 C11 C10 C9 0.2(3) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?
C00R C00F C00G O001 -175.79(16) . . . . ?
C00R C00F C00G O005 7.7(3) . . . . ?
C00R C016 C01J C01V 0.2(4) . . . . ?
C00R C01G C01N C01V -1.0(4) . . . . ?
C00S C00E C00I C00D -174.75(18) . . . . ?
C00S C014 C01I C01P 0.2(4) . . . . ?
C00S C01H C01T C01P 0.5(4) . . . . ?
C00T N00B C00D C00F -113.7(2) . . . . ?
C00T N00B C00D C00I 66.5(2) . . . . ?
C00T N00B C00J O004 5.7(3) . . . . ?
C00T N00B C00J C01E -169.47(18) . . . . ?
C5 C6 C11 C10 177.48(19) . . . . ?
C5 C6 C7 C8 -177.14(19) . . . . ?
C3 O1 C4 O2 -177.56(18) . . . . ?
C3 O1 C4 C5 -1.0(3) . . . . ?
C3 C2 C1 N1 -179.10(18) . . . . ?
C3 C2 C1 C5 0.9(3) . . . . ?
C3 C12 C17 C16 178.4(2) . . . . ?
C3 C12 C13 C14 -178.4(2) . . . . ?
C12 C17 C16 C15 0.2(4) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C00X C00H C00M O003 -179.12(18) . . . . ?
C00X C00H C00M C00O 2.1(3) . . . . ?
C00X C00Z C015 C00O 1.2(3) . . . . ?
C00Z C00X C013 C00T -85.2(2) . . . . ?
C26 C27 C22 C23 -0.2(3) . . . . ?
C26 C27 C22 C21 176.40(19) . . . . ?
C26 C25 C24 C23 -0.1(3) . . . . ?
C11 C6 C5 C1 -54.7(3) . . . . ?
C11 C6 C5 C4 125.9(2) . . . . ?
C11 C6 C7 C8 1.7(3) . . . . ?
C11 C10 C9 C8 0.7(3) . . . . ?
C20 N1 C18 O3 -4.8(3) . . . . ?
C20 N1 C18 C19 169.90(17) . . . . ?
C20 N1 C1 C2 -65.3(2) . . . . ?
C20 N1 C1 C5 114.7(2) . . . . ?
C013 C00X C00Z C015 172.52(19) . . . . ?
C014 C00S C01H C01T 0.3(3) . . . . ?
C014 C01I C01P C01T 0.6(4) . . . . ?
C016 C00R C01G C01N 2.3(3) . . . . ?
C016 C01J C01V C01N 1.1(4) . . . . ?
C27 C26 C25 O4 -178.58(18) . . . . ?
C27 C26 C25 C24 0.9(3) . . . . ?
C27 C22 C21 C20 -84.3(2) . . . . ?
C7 C6 C5 C1 124.1(2) . . . . ?
C7 C6 C5 C4 -55.3(3) . . . . ?
C7 C6 C11 C10 -1.4(3) . . . . ?
C23 C22 C21 C20 92.2(3) . . . . ?
C17 C12 C13 C14 0.8(3) . . . . ?
C17 C16 C15 C14 0.2(4) . . . . ?
C25 C26 C27 C22 -0.8(3) . . . . ?
C22 C23 C24 C25 -1.0(3) . . . . ?
C24 C23 C22 C27 1.1(3) . . . . ?
C24 C23 C22 C21 -175.44(19) . . . . ?
C13 C12 C17 C16 -0.7(3) . . . . ?
C13 C14 C15 C16 -0.1(4) . . . . ?
C01G C00R C016 C01J -1.9(3) . . . . ?
C01G C01N C01V C01J -0.7(4) . . . . ?
C01H C00S C014 C01I -0.7(3) . . . . ?
C01I C01P C01T C01H -1.0(4) . . . . ?
C10 C9 C8 C7 -0.4(3) . . . . ?
C01R O003 C00M C00H 3.8(3) . . . . ?
C01R O003 C00M C00O -177.43(19) . . . . ?
C28 O4 C25 C26 165.64(18) . . . . ?
C28 O4 C25 C24 -13.9(3) . . . . ?
C01X O008 C00O C00M -167.7(2) . . . . ?
C01X O008 C00O C015 12.4(3) . . . . ?
C29 O5 C26 C27 -0.2(3) . . . . ?
C29 O5 C26 C25 -179.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.569
_oxdiff_exptl_absorpt_empirical_full_min 0.489
