# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# 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_20190725a
_database_code_depnum_ccdc_archive 'CCDC 2072676'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;
_audit_creation_date             2019-08-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H17 N O2'
_chemical_formula_sum            'C23 H17 N O2'
_chemical_formula_weight         339.38
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1s1I1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.0655(3)
_cell_length_b                   16.0001(7)
_cell_length_c                   17.3309(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1681.94(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3758
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.6380
_cell_measurement_theta_min      3.7740
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74109
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
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    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5875
_diffrn_reflns_point_group_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.812
_diffrn_reflns_theta_min         3.760
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_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    -16.00  61.00   0.50    0.09    --   47.70 -34.00 -80.00  154
  2  ω     29.00  60.00   0.50    0.09    --   47.70 -57.00-150.00   62
  3  ω     32.00  78.00   0.50    0.35    --  104.75-125.00 -90.00   92
  4  ω    -21.00  24.00   0.50    0.09    --   47.70 -57.00-150.00   90
  5  ω     88.00 130.00   0.50    0.35    --  104.75  87.00-116.00   84
  6  ω   -115.00 -46.00   0.50    0.35    -- -102.00  34.00  77.00  138
  7  ω   -112.00 -38.00   0.50    0.35    -- -102.00  61.00 -30.00  148
  8  ω   -117.00 -92.00   0.50    0.09    --  -47.70-125.00  90.00   50
  9  ω   -167.00 -86.00   0.50    0.35    -- -102.00-129.00  56.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0141496000
_diffrn_orient_matrix_UB_12      0.0864906000
_diffrn_orient_matrix_UB_13      0.0388583000
_diffrn_orient_matrix_UB_21      0.2531887000
_diffrn_orient_matrix_UB_22      0.0066185000
_diffrn_orient_matrix_UB_23      -0.0009060000
_diffrn_orient_matrix_UB_31      -0.0103887000
_diffrn_orient_matrix_UB_32      0.0419987000
_diffrn_orient_matrix_UB_33      -0.0799308000
_diffrn_oxdiff_digest_frames     
;
01824a2396af3b813f98c7b7eac765132d00154a022
;
_diffrn_oxdiff_digest_hkl        
;
01cdb6a2839777c58611aacc37071ee4d62e15
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.592
_reflns_Friedel_fraction_full    0.858
_reflns_Friedel_fraction_max     0.790
_reflns_number_gt                2825
_reflns_number_total             3079
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Flack x determined using 992 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3079
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.099
_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)+(0.0390P)²+0.9812P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0965
_refine_ls_wR_factor_ref         0.1073
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6416(5) 0.59071(18) 0.13893(15) 0.0180(6) Uani 1 1 d . . . . .
C2 C 0.4324(5) 0.5685(2) 0.11388(17) 0.0229(6) Uani 1 1 d . . . . .
H2 H 0.3408 0.5371 0.1458 0.027 Uiso 1 1 calc R . . . .
C3 C 0.3593(5) 0.5928(2) 0.04144(16) 0.0234(6) Uani 1 1 d . . . . .
H3 H 0.2202 0.5767 0.0244 0.028 Uiso 1 1 calc R . . . .
C4 C 0.4929(5) 0.64109(19) -0.00561(17) 0.0223(6) Uani 1 1 d . . . . .
H4 H 0.4428 0.6582 -0.0538 0.027 Uiso 1 1 calc R . . . .
C5 C 0.7015(5) 0.66385(19) 0.01938(17) 0.0233(7) Uani 1 1 d . . . . .
H5 H 0.7912 0.6965 -0.0120 0.028 Uiso 1 1 calc R . . . .
C6 C 0.7773(5) 0.63789(19) 0.09146(16) 0.0202(6) Uani 1 1 d . . . . .
H6 H 0.9185 0.6522 0.1077 0.024 Uiso 1 1 calc R . . . .
C7 C 0.7196(5) 0.56301(17) 0.21671(16) 0.0171(6) Uani 1 1 d . . . . .
C8 C 1.0211(5) 0.50302(18) 0.28597(16) 0.0189(6) Uani 1 1 d . . . . .
H8 H 1.1818 0.5092 0.2879 0.023 Uiso 1 1 calc R . . . .
C9 C 0.9632(5) 0.41146(18) 0.28275(16) 0.0193(6) Uani 1 1 d . . . . .
C10 C 1.1092(5) 0.3546(2) 0.24994(16) 0.0220(6) Uani 1 1 d . . . . .
H10 H 1.2438 0.3730 0.2306 0.026 Uiso 1 1 calc R . . . .
C11 C 1.0548(6) 0.2704(2) 0.24591(17) 0.0245(7) Uani 1 1 d . . . . .
H11 H 1.1532 0.2327 0.2239 0.029 Uiso 1 1 calc R . . . .
C12 C 0.8539(5) 0.24198(19) 0.27466(16) 0.0232(6) Uani 1 1 d . . . . .
H12 H 0.8176 0.1856 0.2711 0.028 Uiso 1 1 calc R . . . .
C13 C 0.7085(6) 0.29750(19) 0.30840(16) 0.0221(6) Uani 1 1 d . . . . .
H13 H 0.5750 0.2785 0.3281 0.027 Uiso 1 1 calc R . . . .
C14 C 0.7629(5) 0.38309(18) 0.31293(16) 0.0193(6) Uani 1 1 d . . . . .
C15 C 0.6074(5) 0.44103(19) 0.35241(15) 0.0186(6) Uani 1 1 d . . . . .
C16 C 0.6700(5) 0.53452(18) 0.35035(15) 0.0185(6) Uani 1 1 d . . . . .
C17 C 0.9199(5) 0.54516(19) 0.35556(16) 0.0202(6) Uani 1 1 d . . . . .
H17A H 0.9579 0.6040 0.3561 0.024 Uiso 1 1 calc R . . . .
H17B H 0.9749 0.5198 0.4026 0.024 Uiso 1 1 calc R . . . .
C18 C 0.5554(5) 0.58258(19) 0.41409(16) 0.0193(6) Uani 1 1 d . . . . .
C19 C 0.5896(6) 0.5582(2) 0.49055(16) 0.0253(7) Uani 1 1 d . . . . .
H19 H 0.6833 0.5137 0.5015 0.030 Uiso 1 1 calc R . . . .
C20 C 0.4842(6) 0.5999(2) 0.55016(18) 0.0284(7) Uani 1 1 d . . . . .
H20 H 0.5074 0.5832 0.6009 0.034 Uiso 1 1 calc R . . . .
C21 C 0.3448(6) 0.6661(2) 0.53469(19) 0.0296(7) Uani 1 1 d . . . . .
H21 H 0.2711 0.6929 0.5747 0.035 Uiso 1 1 calc R . . . .
C22 C 0.3153(6) 0.6924(2) 0.45927(19) 0.0297(7) Uani 1 1 d . . . . .
H22 H 0.2257 0.7381 0.4486 0.036 Uiso 1 1 calc R . . . .
C23 C 0.4201(5) 0.65018(19) 0.39940(17) 0.0231(6) Uani 1 1 d . . . . .
H23 H 0.3986 0.6677 0.3488 0.028 Uiso 1 1 calc R . . . .
N1 N 0.5869(4) 0.56127(15) 0.27381(13) 0.0178(5) Uani 1 1 d . . . . .
O1 O 0.9364(3) 0.54308(12) 0.21606(11) 0.0190(4) Uani 1 1 d . . . . .
O2 O 0.4369(4) 0.41647(13) 0.38145(11) 0.0227(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.387(4) . ?
C1 C6 1.387(4) . ?
C1 C7 1.496(4) . ?
C2 C3 1.387(4) . ?
C3 C4 1.385(4) . ?
C4 C5 1.386(5) . ?
C5 C6 1.394(4) . ?
C7 N1 1.276(4) . ?
C7 O1 1.353(3) . ?
C8 C9 1.508(4) . ?
C8 C17 1.512(4) . ?
C8 O1 1.464(3) . ?
C9 C10 1.392(4) . ?
C9 C14 1.398(4) . ?
C10 C11 1.389(4) . ?
C11 C12 1.393(5) . ?
C12 C13 1.382(4) . ?
C13 C14 1.411(4) . ?
C14 C15 1.489(4) . ?
C15 C16 1.544(4) . ?
C15 O2 1.215(4) . ?
C16 C17 1.528(4) . ?
C16 C18 1.515(4) . ?
C16 N1 1.482(3) . ?
C18 C19 1.397(4) . ?
C18 C23 1.382(4) . ?
C19 C20 1.386(4) . ?
C20 C21 1.381(5) . ?
C21 C22 1.385(5) . ?
C22 C23 1.391(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C7 119.7(3) . . ?
C6 C1 C2 119.8(3) . . ?
C6 C1 C7 120.5(3) . . ?
C3 C2 C1 120.2(3) . . ?
C4 C3 C2 120.2(3) . . ?
C3 C4 C5 119.8(3) . . ?
C4 C5 C6 120.2(3) . . ?
C1 C6 C5 119.8(3) . . ?
N1 C7 C1 120.4(3) . . ?
N1 C7 O1 127.9(3) . . ?
O1 C7 C1 111.7(2) . . ?
C9 C8 C17 111.6(2) . . ?
O1 C8 C9 108.2(2) . . ?
O1 C8 C17 108.8(2) . . ?
C10 C9 C8 120.1(3) . . ?
C10 C9 C14 119.6(3) . . ?
C14 C9 C8 120.3(3) . . ?
C11 C10 C9 120.3(3) . . ?
C10 C11 C12 120.4(3) . . ?
C13 C12 C11 120.0(3) . . ?
C12 C13 C14 119.9(3) . . ?
C9 C14 C13 119.8(3) . . ?
C9 C14 C15 121.3(3) . . ?
C13 C14 C15 118.8(3) . . ?
C14 C15 C16 115.9(2) . . ?
O2 C15 C14 121.9(3) . . ?
O2 C15 C16 122.1(3) . . ?
C17 C16 C15 110.5(2) . . ?
C18 C16 C15 111.2(2) . . ?
C18 C16 C17 110.8(2) . . ?
N1 C16 C15 102.5(2) . . ?
N1 C16 C17 111.0(2) . . ?
N1 C16 C18 110.5(2) . . ?
C8 C17 C16 107.8(2) . . ?
C19 C18 C16 118.8(3) . . ?
C23 C18 C16 122.4(3) . . ?
C23 C18 C19 118.8(3) . . ?
C20 C19 C18 120.3(3) . . ?
C21 C20 C19 120.5(3) . . ?
C20 C21 C22 119.7(3) . . ?
C21 C22 C23 119.8(3) . . ?
C18 C23 C22 120.9(3) . . ?
C7 N1 C16 119.1(2) . . ?
C7 O1 C8 115.9(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.530
_oxdiff_exptl_absorpt_empirical_full_min 0.750
####################################################################### 
# 
# 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_20210310c
_database_code_depnum_ccdc_archive 'CCDC 2072681'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;
_audit_creation_date             2021-03-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H23 N O3'
_chemical_formula_sum            'C25 H23 N O3'
_chemical_formula_weight         385.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1
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                   10.0089(3)
_cell_length_b                   12.1614(4)
_cell_length_c                   17.3949(2)
_cell_angle_alpha                90.1962(19)
_cell_angle_beta                 100.0512(19)
_cell_angle_gamma                107.208(3)
_cell_volume                     1988.11(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13830
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.6330
_cell_measurement_theta_min      3.8270
_shelx_estimated_absorpt_T_max   0.906
_shelx_estimated_absorpt_T_min   0.850
_exptl_absorpt_coefficient_mu    0.674
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83560
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24382
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.449
_diffrn_reflns_theta_min         3.812
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  26.00   0.50    0.05    --  -46.95  27.00 114.00   52
  2  ω    -31.00  -1.00   0.50    0.05    --  -46.95  27.00 114.00   60
  3  ω    -71.00 -45.00   0.50    0.05    -- -102.00  77.00 120.00   52
  4  ω    -55.00 -29.00   0.50    0.05    -- -102.00 125.00 120.00   52
  5  ω    -70.00  25.00   0.50    0.05    --  -46.95  77.00 -30.00  190
  6  ω    -20.00  29.00   0.50    0.05    --  -46.95  19.00-120.00   98
  7  ω    -13.00  20.00   0.50    0.05    --   46.95 -19.00-120.00   66
  8  ω    -23.00   4.00   0.50    0.05    --   46.95 -37.00-180.00   54
  9  ω    -19.00   6.00   0.50    0.05    --   46.95 -27.00 -48.00   50
 10  ω     51.00  90.00   0.50    0.05    --  104.75 -77.00  30.00   78
 11  ω     66.00 109.00   0.50    0.05    --  104.75 -94.00   0.00   86
 12  ω     78.00 121.00   0.50    0.05    --  104.75-132.00  28.93   86
 13  ω     76.00 108.00   0.50    0.05    --  104.75 -94.00 -90.00   64
 14  ω     77.00 107.00   0.50    0.05    --  104.75 -94.00-120.00   60
 15  ω     41.00  71.00   0.50    0.05    --  104.75 -61.00 -90.00   60
 16  ω     49.00  75.00   0.50    0.05    --  104.75 -94.00-120.00   52
 17  ω     37.00  63.00   0.50    0.05    --  104.75 -61.00-180.00   52
 18  ω     92.00 156.00   0.50    0.05    --  104.75  15.00 -90.00  128
 19  ω     88.00 151.00   0.50    0.05    --  104.75  61.00  30.00  126
 20  ω     95.00 178.00   0.50    0.05    --  104.75  27.00 114.00  166
 21  ω    116.00 176.00   0.50    0.05    --  104.75  61.00 150.00  120
 22  ω     88.00 117.00   0.50    0.05    --   46.95  27.00 114.00   58
 23  ω     37.00  77.00   0.50    0.05    --   46.95  27.00 114.00   80
 24  ω     34.00  73.00   0.50    0.05    --  104.75 -61.00 120.00   78
 25  ω     41.00 107.00   0.50    0.05    --  104.75 -77.00  60.00  132
 26  ω     33.00  59.00   0.50    0.05    --  104.75 -94.00   0.00   52
 27  ω     32.00  72.00   0.50    0.05    --  104.75 -61.00 -30.00   80
 28  ω     32.00  62.00   0.50    0.05    --  104.75 -94.00 -90.00   60
 29  ω     32.00 116.00   0.50    0.05    --  104.75-125.00 -90.00  168
 30  ω     39.00  72.00   0.50    0.05    --  104.75 -61.00  90.00   66
 31  ω    -14.00  42.00   0.50    0.05    --   46.95 -37.00 150.00  112
 32  ω   -107.00 -80.00   0.50    0.05    --  -46.95-125.00 -90.00   54
 33  ω   -119.00 -51.00   0.50    0.05    --  -46.95 -27.00 -48.00  136
 34  ω    -61.00 -32.00   0.50    0.05    -- -102.00  61.00 -60.00   58
 35  ω    -69.00 -31.00   0.50    0.05    -- -102.00  61.00 -30.00   76
 36  ω   -105.00 -36.00   0.50    0.05    -- -102.00 125.00  30.00  138
 37  ω   -112.00 -51.00   0.50    0.05    -- -102.00 125.00 150.00  122
 38  ω   -115.00 -89.00   0.50    0.05    -- -102.00 125.00 120.00   52
 39  ω   -173.00 -91.00   0.50    0.05    -- -102.00 -27.00 -48.00  164
 40  ω   -172.00-147.00   0.50    0.05    -- -102.00 -45.00-150.00   50
 41  ω     89.00 160.00   0.50    0.05    --  104.75  61.00-180.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1413928000
_diffrn_orient_matrix_UB_12      0.0088064000
_diffrn_orient_matrix_UB_13      -0.0268332000
_diffrn_orient_matrix_UB_21      0.0176893000
_diffrn_orient_matrix_UB_22      0.1270429000
_diffrn_orient_matrix_UB_23      -0.0176733000
_diffrn_orient_matrix_UB_31      0.0810305000
_diffrn_orient_matrix_UB_32      0.0378040000
_diffrn_orient_matrix_UB_33      0.0841753000
_diffrn_oxdiff_digest_frames     
;
01baf57a0644ac8e20c8c2d7150206cf4400052435c
;
_diffrn_oxdiff_digest_hkl        
;
01c3f1cae5819759c66085b1938aec7f2cf6d3
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6926
_reflns_number_total             8030
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0036(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     557
_refine_ls_number_reflns         8030
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0575
_refine_ls_restrained_S_all      1.049
_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)+(0.0694P)²+1.1733P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1520
_refine_ls_wR_factor_ref         0.1577
_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. Restrained distances
 C37-C45 \\sim C37-C45A
 with sigma of 0.02
3. Others
 Sof(C45A)=Sof(C46A)=Sof(H46A)=Sof(C47A)=Sof(H47A)=Sof(C48A)=Sof(H48A)=
 Sof(C49A)=Sof(H49A)=Sof(C50A)=Sof(H50A)=1-FVAR(1)
 Sof(C45)=Sof(C50)=Sof(H50)=Sof(C49)=Sof(H49)=Sof(C48)=Sof(H48)=Sof(C47)=
 Sof(H47)=Sof(C46)=Sof(H46)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3), C28(H28)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C35(H35A,H35B), C36(H36A,H36B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C5(H5), C6(H6), C7(H7), C8(H8), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), N2(H2),
 C30(H30), C31(H31), C32(H32), C33(H33), C40(H40), C41(H41), C42(H42), C43(H43),
  C44(H44), C50(H50), C49(H49), C48(H48), C47(H47), C46(H46), C46A(H46A),
 C47A(H47A), C48A(H48A), C49A(H49A), C50A(H50A)
4.d Fitted hexagon refined as free rotating group:
 C45(C50,C49,C48,C47,C46), C45A(C46A,C47A,C48A,C49A,C50A)
4.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C26(H26A,H26B,H26C)
;
_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 0.39039(15) 0.27488(11) -0.10175(7) 0.0374(3) Uani 1 1 d . . . . .
O2 O 0.48317(16) 0.46568(12) -0.11387(8) 0.0421(3) Uani 1 1 d . . . . .
O3 O 0.10379(17) 0.15190(14) 0.12658(9) 0.0532(4) Uani 1 1 d . . . . .
N1 N 0.29211(19) 0.28430(14) 0.08963(9) 0.0391(4) Uani 1 1 d . . . . .
H1 H 0.3637 0.3443 0.1050 0.047 Uiso 1 1 calc R . . . .
C1 C 0.3686(3) 0.3402(2) -0.22833(12) 0.0527(6) Uani 1 1 d . . . . .
H1A H 0.4040 0.2802 -0.2443 0.079 Uiso 1 1 calc GR . . . .
H1B H 0.4012 0.4071 -0.2571 0.079 Uiso 1 1 calc GR . . . .
H1C H 0.2665 0.3140 -0.2385 0.079 Uiso 1 1 calc GR . . . .
C2 C 0.4215(2) 0.37021(17) -0.14305(11) 0.0377(4) Uani 1 1 d . . . . .
C3 C 0.4179(2) 0.29142(16) -0.01661(10) 0.0350(4) Uani 1 1 d . . . . .
H3 H 0.4457 0.3741 -0.0023 0.042 Uiso 1 1 calc R . . . .
C4 C 0.5396(2) 0.24555(16) 0.01644(11) 0.0365(4) Uani 1 1 d . . . . .
C5 C 0.6755(2) 0.30439(17) 0.00285(12) 0.0407(5) Uani 1 1 d . . . . .
H5 H 0.6881 0.3693 -0.0264 0.049 Uiso 1 1 calc R . . . .
C6 C 0.7916(2) 0.26760(19) 0.03221(13) 0.0462(5) Uani 1 1 d . . . . .
H6 H 0.8812 0.3072 0.0223 0.055 Uiso 1 1 calc R . . . .
C7 C 0.7737(3) 0.17104(19) 0.07656(13) 0.0455(5) Uani 1 1 d . . . . .
H7 H 0.8513 0.1464 0.0974 0.055 Uiso 1 1 calc R . . . .
C8 C 0.6392(2) 0.11212(18) 0.08935(12) 0.0436(5) Uani 1 1 d . . . . .
H8 H 0.6275 0.0474 0.1188 0.052 Uiso 1 1 calc R . . . .
C9 C 0.5204(2) 0.14684(17) 0.05943(11) 0.0388(4) Uani 1 1 d . . . . .
C10 C 0.3747(2) 0.07815(18) 0.07203(12) 0.0412(5) Uani 1 1 d . . . . .
H10A H 0.3633 0.0972 0.1242 0.049 Uiso 1 1 calc R . . . .
H10B H 0.3658 -0.0034 0.0683 0.049 Uiso 1 1 calc R . . . .
C11 C 0.2582(2) 0.10193(16) 0.01268(11) 0.0383(4) Uani 1 1 d . . . . .
H11A H 0.1664 0.0620 0.0257 0.046 Uiso 1 1 calc R . . . .
H11B H 0.2607 0.0723 -0.0387 0.046 Uiso 1 1 calc R . . . .
C12 C 0.2754(2) 0.23139(16) 0.01063(11) 0.0358(4) Uani 1 1 d . . . . .
C13 C 0.2005(2) 0.24327(18) 0.13924(11) 0.0419(5) Uani 1 1 d . . . . .
C14 C 0.2238(2) 0.31634(18) 0.21244(12) 0.0409(5) Uani 1 1 d . . . . .
C15 C 0.2100(2) 0.26220(19) 0.28227(12) 0.0449(5) Uani 1 1 d . . . . .
H15 H 0.1902 0.1825 0.2827 0.054 Uiso 1 1 calc R . . . .
C16 C 0.2255(2) 0.32617(19) 0.35117(12) 0.0433(5) Uani 1 1 d . . . . .
H16 H 0.2191 0.2897 0.3979 0.052 Uiso 1 1 calc R . . . .
C17 C 0.2504(2) 0.44423(19) 0.35031(12) 0.0423(5) Uani 1 1 d . . . . .
H17 H 0.2576 0.4868 0.3962 0.051 Uiso 1 1 calc R . . . .
C18 C 0.2647(2) 0.49916(19) 0.28119(12) 0.0427(5) Uani 1 1 d . . . . .
H18 H 0.2843 0.5788 0.2811 0.051 Uiso 1 1 calc R . . . .
C19 C 0.2499(2) 0.43573(18) 0.21220(12) 0.0407(4) Uani 1 1 d . . . . .
H19 H 0.2574 0.4727 0.1657 0.049 Uiso 1 1 calc R . . . .
C20 C 0.1522(2) 0.25838(17) -0.04320(11) 0.0378(4) Uani 1 1 d . . . . .
C21 C 0.1542(3) 0.37303(18) -0.05107(13) 0.0445(5) Uani 1 1 d . . . . .
H21 H 0.2287 0.4313 -0.0222 0.053 Uiso 1 1 calc R . . . .
C22 C 0.0470(3) 0.4016(2) -0.10112(14) 0.0517(6) Uani 1 1 d . . . . .
H22 H 0.0509 0.4786 -0.1061 0.062 Uiso 1 1 calc R . . . .
C23 C -0.0652(3) 0.3159(2) -0.14347(15) 0.0537(6) Uani 1 1 d . . . . .
H23 H -0.1374 0.3346 -0.1770 0.064 Uiso 1 1 calc R . . . .
C24 C -0.0689(3) 0.2020(2) -0.13543(15) 0.0536(6) Uani 1 1 d . . . . .
H24 H -0.1447 0.1438 -0.1635 0.064 Uiso 1 1 calc R . . . .
C25 C 0.0387(2) 0.17336(19) -0.08615(12) 0.0430(5) Uani 1 1 d . . . . .
H25 H 0.0347 0.0963 -0.0818 0.052 Uiso 1 1 calc R . . . .
O4 O -0.03882(16) 0.89635(11) 0.33716(8) 0.0397(3) Uani 1 1 d . . . . .
O5 O -0.05219(17) 1.06475(11) 0.38442(9) 0.0434(4) Uani 1 1 d . . . . .
O6 O 0.29103(14) 0.67472(11) 0.49033(8) 0.0385(3) Uani 1 1 d . . . . .
N2 N 0.14501(16) 0.78250(13) 0.50363(10) 0.0338(3) Uani 1 1 d . . . . .
H2 H 0.1114 0.8153 0.5363 0.041 Uiso 1 1 calc R . . . .
C26 C -0.1154(3) 1.0166(2) 0.24643(14) 0.0524(6) Uani 1 1 d . . . . .
H26A H -0.1902 0.9492 0.2234 0.079 Uiso 1 1 calc GR . . . .
H26B H -0.0377 1.0298 0.2187 0.079 Uiso 1 1 calc GR . . . .
H26C H -0.1505 1.0821 0.2433 0.079 Uiso 1 1 calc GR . . . .
C27 C -0.0654(2) 0.99875(16) 0.33016(13) 0.0397(5) Uani 1 1 d . . . . .
C28 C -0.0108(2) 0.85887(15) 0.41620(11) 0.0330(4) Uani 1 1 d . . . . .
H28 H 0.0236 0.9263 0.4533 0.040 Uiso 1 1 calc R . . . .
C29 C -0.15046(19) 0.78136(15) 0.43286(10) 0.0302(4) Uani 1 1 d . . . . .
C30 C -0.2513(2) 0.83237(16) 0.44858(12) 0.0371(4) Uani 1 1 d . . . . .
H30 H -0.2290 0.9123 0.4520 0.045 Uiso 1 1 calc R . . . .
C31 C -0.3844(2) 0.76508(17) 0.45913(13) 0.0408(5) Uani 1 1 d . . . . .
H31 H -0.4520 0.7997 0.4682 0.049 Uiso 1 1 calc R . . . .
C32 C -0.4165(2) 0.64614(16) 0.45610(11) 0.0347(4) Uani 1 1 d . . . . .
H32 H -0.5052 0.6007 0.4640 0.042 Uiso 1 1 calc R . . . .
C33 C -0.31667(19) 0.59495(15) 0.44134(10) 0.0311(4) Uani 1 1 d . . . . .
H33 H -0.3387 0.5150 0.4398 0.037 Uiso 1 1 calc R . . . .
C34 C -0.18317(19) 0.66141(15) 0.42876(10) 0.0297(4) Uani 1 1 d . . . . .
C35 C -0.0781(2) 0.60301(15) 0.41006(12) 0.0341(4) Uani 1 1 d . . . . .
H35A H -0.1285 0.5361 0.3746 0.041 Uiso 1 1 calc R . . . .
H35B H -0.0353 0.5762 0.4578 0.041 Uiso 1 1 calc R . . . .
C36 C 0.0391(2) 0.68231(15) 0.37294(12) 0.0340(4) Uani 1 1 d . . . . .
H36A H -0.0003 0.6949 0.3199 0.041 Uiso 1 1 calc R . . . .
H36B H 0.1121 0.6455 0.3706 0.041 Uiso 1 1 calc R . . . .
C37 C 0.1061(2) 0.79891(15) 0.41960(12) 0.0354(4) Uani 1 1 d D . . . .
C38 C 0.23076(19) 0.71860(15) 0.53228(12) 0.0334(4) Uani 1 1 d . . . . .
C39 C 0.2480(2) 0.70129(15) 0.61812(12) 0.0350(4) Uani 1 1 d . . . . .
C40 C 0.3715(2) 0.67900(18) 0.65554(12) 0.0412(5) Uani 1 1 d . . . . .
H40 H 0.4435 0.6809 0.6278 0.049 Uiso 1 1 calc R . . . .
C41 C 0.3880(2) 0.6542(2) 0.73313(13) 0.0491(5) Uani 1 1 d . . . . .
H41 H 0.4715 0.6411 0.7580 0.059 Uiso 1 1 calc R . . . .
C42 C 0.2784(3) 0.6488(2) 0.77444(14) 0.0504(5) Uani 1 1 d . . . . .
H42 H 0.2885 0.6310 0.8267 0.061 Uiso 1 1 calc R . . . .
C43 C 0.1550(3) 0.67001(18) 0.73771(14) 0.0482(5) Uani 1 1 d . . . . .
H43 H 0.0820 0.6660 0.7652 0.058 Uiso 1 1 calc R . . . .
C44 C 0.1400(2) 0.69712(16) 0.66020(13) 0.0419(5) Uani 1 1 d . . . . .
H44 H 0.0576 0.7127 0.6360 0.050 Uiso 1 1 calc R . . . .
C45 C 0.2506(3) 0.8754(2) 0.39922(17) 0.0343(15) Uani 0.526(4) 1 d D . P A 1
C50 C 0.3593(3) 0.9524(2) 0.45147(14) 0.0442(11) Uani 0.526(4) 1 d G . P A 1
H50 H 0.3509 0.9595 0.5035 0.053 Uiso 0.526(4) 1 calc R . P A 1
C49 C 0.4805(3) 1.0188(2) 0.42590(17) 0.0553(13) Uani 0.526(4) 1 d G . P A 1
H49 H 0.5532 1.0703 0.4609 0.066 Uiso 0.526(4) 1 calc R . P A 1
C48 C 0.4930(3) 1.0081(3) 0.34808(18) 0.0476(15) Uani 0.526(4) 1 d G . P A 1
H48 H 0.5741 1.0526 0.3310 0.057 Uiso 0.526(4) 1 calc R . P A 1
C47 C 0.3843(3) 0.9312(3) 0.29583(13) 0.0443(12) Uani 0.526(4) 1 d G . P A 1
H47 H 0.3927 0.9241 0.2438 0.053 Uiso 0.526(4) 1 calc R . P A 1
C46 C 0.2631(3) 0.8648(3) 0.32140(15) 0.0415(11) Uani 0.526(4) 1 d G . P A 1
H46 H 0.1904 0.8133 0.2864 0.050 Uiso 0.526(4) 1 calc R . P A 1
C45A C 0.2259(4) 0.8762(2) 0.3783(3) 0.0250(11) Uani 0.474(4) 1 d D . P A 2
C46A C 0.3071(4) 0.82659(19) 0.3404(3) 0.0424(12) Uani 0.474(4) 1 d G . P A 2
H46A H 0.2845 0.7468 0.3346 0.051 Uiso 0.474(4) 1 calc R . P A 2
C47A C 0.4221(4) 0.8963(3) 0.3111(2) 0.0497(15) Uani 0.474(4) 1 d G . P A 2
H47A H 0.4764 0.8631 0.2858 0.060 Uiso 0.474(4) 1 calc R . P A 2
C48A C 0.4559(3) 1.0156(3) 0.3197(2) 0.0342(12) Uani 0.474(4) 1 d G . P A 2
H48A H 0.5328 1.0622 0.3001 0.041 Uiso 0.474(4) 1 calc R . P A 2
C49A C 0.3747(4) 1.06519(19) 0.3576(3) 0.0692(19) Uani 0.474(4) 1 d G . P A 2
H49A H 0.3973 1.1450 0.3633 0.083 Uiso 0.474(4) 1 calc R . P A 2
C50A C 0.2597(4) 0.9955(2) 0.3868(3) 0.0656(19) Uani 0.474(4) 1 d G . P A 2
H50A H 0.2054 1.0287 0.4122 0.079 Uiso 0.474(4) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.352(2) . ?
O1 C3 1.460(2) . ?
O2 C2 1.204(2) . ?
O3 C13 1.228(3) . ?
N1 H1 0.8600 . ?
N1 C12 1.477(2) . ?
N1 C13 1.358(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.491(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.512(3) . ?
C3 C12 1.553(3) . ?
C4 C5 1.398(3) . ?
C4 C9 1.399(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.392(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.382(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.394(3) . ?
C9 C10 1.506(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.513(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.534(3) . ?
C12 C20 1.531(3) . ?
C13 C14 1.494(3) . ?
C14 C15 1.392(3) . ?
C14 C19 1.397(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.396(3) . ?
C20 C25 1.386(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.380(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.384(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(3) . ?
C25 H25 0.9300 . ?
O4 C27 1.350(2) . ?
O4 C28 1.457(2) . ?
O5 C27 1.200(2) . ?
O6 C38 1.234(2) . ?
N2 H2 0.8600 . ?
N2 C37 1.476(3) . ?
N2 C38 1.355(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C26 C27 1.494(3) . ?
C28 H28 0.9800 . ?
C28 C29 1.513(2) . ?
C28 C37 1.545(2) . ?
C29 C30 1.394(2) . ?
C29 C34 1.396(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.385(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.397(2) . ?
C34 C35 1.508(2) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.524(2) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.536(3) . ?
C37 C45 1.571(3) . ?
C37 C45A 1.574(3) . ?
C38 C39 1.496(3) . ?
C39 C40 1.394(3) . ?
C39 C44 1.396(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.376(3) . ?
C41 H41 0.9300 . ?
C41 C42 1.399(3) . ?
C42 H42 0.9300 . ?
C42 C43 1.384(4) . ?
C43 H43 0.9300 . ?
C43 C44 1.382(3) . ?
C44 H44 0.9300 . ?
C45 C50 1.3900 . ?
C45 C46 1.3900 . ?
C50 H50 0.9300 . ?
C50 C49 1.3900 . ?
C49 H49 0.9300 . ?
C49 C48 1.3900 . ?
C48 H48 0.9300 . ?
C48 C47 1.3900 . ?
C47 H47 0.9300 . ?
C47 C46 1.3900 . ?
C46 H46 0.9300 . ?
C45A C46A 1.3900 . ?
C45A C50A 1.3900 . ?
C46A H46A 0.9300 . ?
C46A C47A 1.3900 . ?
C47A H47A 0.9300 . ?
C47A C48A 1.3900 . ?
C48A H48A 0.9300 . ?
C48A C49A 1.3900 . ?
C49A H49A 0.9300 . ?
C49A C50A 1.3900 . ?
C50A H50A 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
C2 O1 C3 117.43(14) . . ?
C12 N1 H1 118.3 . . ?
C13 N1 H1 118.3 . . ?
C13 N1 C12 123.50(16) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
O1 C2 C1 110.70(18) . . ?
O2 C2 O1 123.81(17) . . ?
O2 C2 C1 125.49(19) . . ?
O1 C3 H3 108.8 . . ?
O1 C3 C4 108.67(15) . . ?
O1 C3 C12 106.82(15) . . ?
C4 C3 H3 108.8 . . ?
C4 C3 C12 114.80(16) . . ?
C12 C3 H3 108.8 . . ?
C5 C4 C3 118.26(17) . . ?
C5 C4 C9 119.4(2) . . ?
C9 C4 C3 122.29(18) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.09(19) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.7(2) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 120.4 . . ?
C8 C7 C6 119.3(2) . . ?
C8 C7 H7 120.4 . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 122.0(2) . . ?
C9 C8 H8 119.0 . . ?
C4 C9 C10 120.93(19) . . ?
C8 C9 C4 118.51(19) . . ?
C8 C9 C10 120.55(18) . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
C9 C10 C11 111.85(16) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C10 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
C10 C11 C12 111.46(16) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
N1 C12 C3 104.69(15) . . ?
N1 C12 C11 111.63(15) . . ?
N1 C12 C20 109.07(16) . . ?
C11 C12 C3 108.01(16) . . ?
C20 C12 C3 110.00(15) . . ?
C20 C12 C11 113.10(16) . . ?
O3 C13 N1 123.54(19) . . ?
O3 C13 C14 120.56(17) . . ?
N1 C13 C14 115.89(17) . . ?
C15 C14 C13 118.48(19) . . ?
C15 C14 C19 119.18(19) . . ?
C19 C14 C13 122.22(18) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.92(19) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.10(19) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
C14 C19 H19 120.0 . . ?
C18 C19 C14 120.05(19) . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C12 119.32(18) . . ?
C25 C20 C12 122.67(18) . . ?
C25 C20 C21 118.0(2) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.2(2) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.4 . . ?
C22 C23 C24 119.2(2) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 119.6 . . ?
C23 C24 C25 120.9(2) . . ?
C25 C24 H24 119.6 . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.7(2) . . ?
C24 C25 H25 119.7 . . ?
C27 O4 C28 116.75(15) . . ?
C37 N2 H2 118.2 . . ?
C38 N2 H2 118.2 . . ?
C38 N2 C37 123.68(15) . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C27 C26 H26C 109.5 . . ?
O4 C27 C26 110.62(17) . . ?
O5 C27 O4 124.04(19) . . ?
O5 C27 C26 125.33(18) . . ?
O4 C28 H28 109.3 . . ?
O4 C28 C29 107.21(15) . . ?
O4 C28 C37 107.58(14) . . ?
C29 C28 H28 109.3 . . ?
C29 C28 C37 113.98(14) . . ?
C37 C28 H28 109.3 . . ?
C30 C29 C28 118.23(16) . . ?
C30 C29 C34 119.72(16) . . ?
C34 C29 C28 121.96(15) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.60(17) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 120.1 . . ?
C32 C31 C30 119.78(17) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 119.97(17) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 H33 119.5 . . ?
C32 C33 C34 120.99(17) . . ?
C34 C33 H33 119.5 . . ?
C29 C34 C33 118.91(16) . . ?
C29 C34 C35 121.26(15) . . ?
C33 C34 C35 119.82(15) . . ?
C34 C35 H35A 109.0 . . ?
C34 C35 H35B 109.0 . . ?
C34 C35 C36 112.76(14) . . ?
H35A C35 H35B 107.8 . . ?
C36 C35 H35A 109.0 . . ?
C36 C35 H35B 109.0 . . ?
C35 C36 H36A 109.3 . . ?
C35 C36 H36B 109.3 . . ?
C35 C36 C37 111.48(15) . . ?
H36A C36 H36B 108.0 . . ?
C37 C36 H36A 109.3 . . ?
C37 C36 H36B 109.3 . . ?
N2 C37 C28 103.75(14) . . ?
N2 C37 C36 110.89(15) . . ?
N2 C37 C45 102.78(18) . . ?
N2 C37 C45A 117.5(2) . . ?
C28 C37 C45 115.36(18) . . ?
C28 C37 C45A 107.75(18) . . ?
C36 C37 C28 107.61(16) . . ?
C36 C37 C45 115.71(17) . . ?
C36 C37 C45A 108.81(18) . . ?
O6 C38 N2 122.52(19) . . ?
O6 C38 C39 120.67(17) . . ?
N2 C38 C39 116.80(15) . . ?
C40 C39 C38 118.43(16) . . ?
C40 C39 C44 119.1(2) . . ?
C44 C39 C38 122.21(18) . . ?
C39 C40 H40 119.6 . . ?
C41 C40 C39 120.70(19) . . ?
C41 C40 H40 119.6 . . ?
C40 C41 H41 120.2 . . ?
C40 C41 C42 119.7(2) . . ?
C42 C41 H41 120.2 . . ?
C41 C42 H42 120.0 . . ?
C43 C42 C41 120.1(2) . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C44 C43 C42 120.1(2) . . ?
C44 C43 H43 120.0 . . ?
C39 C44 H44 119.8 . . ?
C43 C44 C39 120.3(2) . . ?
C43 C44 H44 119.8 . . ?
C50 C45 C37 125.18(19) . . ?
C50 C45 C46 120.0 . . ?
C46 C45 C37 114.78(19) . . ?
C45 C50 H50 120.0 . . ?
C49 C50 C45 120.0 . . ?
C49 C50 H50 120.0 . . ?
C50 C49 H49 120.0 . . ?
C48 C49 C50 120.0 . . ?
C48 C49 H49 120.0 . . ?
C49 C48 H48 120.0 . . ?
C49 C48 C47 120.0 . . ?
C47 C48 H48 120.0 . . ?
C48 C47 H47 120.0 . . ?
C48 C47 C46 120.0 . . ?
C46 C47 H47 120.0 . . ?
C45 C46 H46 120.0 . . ?
C47 C46 C45 120.0 . . ?
C47 C46 H46 120.0 . . ?
C46A C45A C37 120.47(19) . . ?
C46A C45A C50A 120.0 . . ?
C50A C45A C37 119.20(19) . . ?
C45A C46A H46A 120.0 . . ?
C45A C46A C47A 120.0 . . ?
C47A C46A H46A 120.0 . . ?
C46A C47A H47A 120.0 . . ?
C48A C47A C46A 120.0 . . ?
C48A C47A H47A 120.0 . . ?
C47A C48A H48A 120.0 . . ?
C47A C48A C49A 120.0 . . ?
C49A C48A H48A 120.0 . . ?
C48A C49A H49A 120.0 . . ?
C50A C49A C48A 120.0 . . ?
C50A C49A H49A 120.0 . . ?
C45A C50A H50A 120.0 . . ?
C49A C50A C45A 120.0 . . ?
C49A C50A H50A 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C3 C4 C5 68.5(2) . . . . ?
O1 C3 C4 C9 -111.23(19) . . . . ?
O1 C3 C12 N1 -160.03(15) . . . . ?
O1 C3 C12 C11 80.90(18) . . . . ?
O1 C3 C12 C20 -42.98(19) . . . . ?
O3 C13 C14 C15 40.6(3) . . . . ?
O3 C13 C14 C19 -135.3(2) . . . . ?
N1 C12 C20 C21 55.5(2) . . . . ?
N1 C12 C20 C25 -125.79(19) . . . . ?
N1 C13 C14 C15 -139.1(2) . . . . ?
N1 C13 C14 C19 45.0(3) . . . . ?
C2 O1 C3 C4 -111.39(18) . . . . ?
C2 O1 C3 C12 124.22(17) . . . . ?
C3 O1 C2 O2 7.8(3) . . . . ?
C3 O1 C2 C1 -171.91(17) . . . . ?
C3 C4 C5 C6 179.29(18) . . . . ?
C3 C4 C9 C8 -178.49(17) . . . . ?
C3 C4 C9 C10 2.6(3) . . . . ?
C3 C12 C20 C21 -58.8(2) . . . . ?
C3 C12 C20 C25 119.92(19) . . . . ?
C4 C3 C12 N1 79.43(19) . . . . ?
C4 C3 C12 C11 -39.6(2) . . . . ?
C4 C3 C12 C20 -163.51(15) . . . . ?
C4 C5 C6 C7 -0.5(3) . . . . ?
C4 C9 C10 C11 19.9(3) . . . . ?
C5 C4 C9 C8 1.8(3) . . . . ?
C5 C4 C9 C10 -177.13(17) . . . . ?
C5 C6 C7 C8 1.2(3) . . . . ?
C6 C7 C8 C9 -0.3(3) . . . . ?
C7 C8 C9 C4 -1.1(3) . . . . ?
C7 C8 C9 C10 177.77(19) . . . . ?
C8 C9 C10 C11 -159.03(18) . . . . ?
C9 C4 C5 C6 -1.0(3) . . . . ?
C9 C10 C11 C12 -53.6(2) . . . . ?
C10 C11 C12 N1 -51.2(2) . . . . ?
C10 C11 C12 C3 63.34(19) . . . . ?
C10 C11 C12 C20 -174.68(15) . . . . ?
C11 C12 C20 C21 -179.66(16) . . . . ?
C11 C12 C20 C25 -0.9(2) . . . . ?
C12 N1 C13 O3 7.8(4) . . . . ?
C12 N1 C13 C14 -172.48(19) . . . . ?
C12 C3 C4 C5 -171.98(16) . . . . ?
C12 C3 C4 C9 8.3(3) . . . . ?
C12 C20 C21 C22 177.91(18) . . . . ?
C12 C20 C25 C24 -178.55(19) . . . . ?
C13 N1 C12 C3 -169.14(19) . . . . ?
C13 N1 C12 C11 -52.5(3) . . . . ?
C13 N1 C12 C20 73.2(2) . . . . ?
C13 C14 C15 C16 -177.6(2) . . . . ?
C13 C14 C19 C18 177.2(2) . . . . ?
C14 C15 C16 C17 2.0(3) . . . . ?
C15 C14 C19 C18 1.3(3) . . . . ?
C15 C16 C17 C18 -2.2(3) . . . . ?
C16 C17 C18 C19 1.9(3) . . . . ?
C17 C18 C19 C14 -1.5(3) . . . . ?
C19 C14 C15 C16 -1.6(3) . . . . ?
C20 C21 C22 C23 0.8(3) . . . . ?
C21 C20 C25 C24 0.2(3) . . . . ?
C21 C22 C23 C24 -0.1(3) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
C23 C24 C25 C20 0.5(3) . . . . ?
C25 C20 C21 C22 -0.9(3) . . . . ?
O4 C28 C29 C30 -75.3(2) . . . . ?
O4 C28 C29 C34 101.27(19) . . . . ?
O4 C28 C37 N2 170.45(14) . . . . ?
O4 C28 C37 C36 -71.98(17) . . . . ?
O4 C28 C37 C45 58.9(2) . . . . ?
O4 C28 C37 C45A 45.2(2) . . . . ?
O6 C38 C39 C40 26.3(3) . . . . ?
O6 C38 C39 C44 -148.18(19) . . . . ?
N2 C37 C45 C50 -28.3(3) . . . . ?
N2 C37 C45 C46 153.98(17) . . . . ?
N2 C37 C45A C46A 93.2(3) . . . . ?
N2 C37 C45A C50A -80.2(3) . . . . ?
N2 C38 C39 C40 -154.66(17) . . . . ?
N2 C38 C39 C44 30.8(2) . . . . ?
C27 O4 C28 C29 94.71(18) . . . . ?
C27 O4 C28 C37 -142.29(17) . . . . ?
C28 O4 C27 O5 8.3(3) . . . . ?
C28 O4 C27 C26 -170.61(17) . . . . ?
C28 C29 C30 C31 175.73(19) . . . . ?
C28 C29 C34 C33 -177.09(17) . . . . ?
C28 C29 C34 C35 2.1(3) . . . . ?
C28 C37 C45 C50 83.9(3) . . . . ?
C28 C37 C45 C46 -93.9(2) . . . . ?
C28 C37 C45A C46A -150.2(3) . . . . ?
C28 C37 C45A C50A 36.4(3) . . . . ?
C29 C28 C37 N2 -70.81(19) . . . . ?
C29 C28 C37 C36 46.8(2) . . . . ?
C29 C28 C37 C45 177.60(18) . . . . ?
C29 C28 C37 C45A 163.9(2) . . . . ?
C29 C30 C31 C32 1.7(3) . . . . ?
C29 C34 C35 C36 -17.7(3) . . . . ?
C30 C29 C34 C33 -0.6(3) . . . . ?
C30 C29 C34 C35 178.59(18) . . . . ?
C30 C31 C32 C33 -1.0(3) . . . . ?
C31 C32 C33 C34 -0.5(3) . . . . ?
C32 C33 C34 C29 1.3(3) . . . . ?
C32 C33 C34 C35 -177.92(17) . . . . ?
C33 C34 C35 C36 161.51(17) . . . . ?
C34 C29 C30 C31 -0.9(3) . . . . ?
C34 C35 C36 C37 49.1(2) . . . . ?
C35 C36 C37 N2 49.3(2) . . . . ?
C35 C36 C37 C28 -63.6(2) . . . . ?
C35 C36 C37 C45 165.78(19) . . . . ?
C35 C36 C37 C45A 179.9(2) . . . . ?
C36 C37 C45 C50 -149.3(2) . . . . ?
C36 C37 C45 C46 33.0(3) . . . . ?
C36 C37 C45A C46A -33.8(3) . . . . ?
C36 C37 C45A C50A 152.8(2) . . . . ?
C37 N2 C38 O6 4.8(3) . . . . ?
C37 N2 C38 C39 -174.16(15) . . . . ?
C37 C28 C29 C30 165.80(17) . . . . ?
C37 C28 C29 C34 -17.7(3) . . . . ?
C37 C45 C50 C49 -177.6(3) . . . . ?
C37 C45 C46 C47 177.8(3) . . . . ?
C37 C45A C46A C47A -173.3(4) . . . . ?
C37 C45A C50A C49A 173.4(4) . . . . ?
C38 N2 C37 C28 170.65(16) . . . . ?
C38 N2 C37 C36 55.4(2) . . . . ?
C38 N2 C37 C45 -68.8(2) . . . . ?
C38 N2 C37 C45A -70.6(2) . . . . ?
C38 C39 C40 C41 -175.29(18) . . . . ?
C38 C39 C44 C43 173.78(18) . . . . ?
C39 C40 C41 C42 1.4(3) . . . . ?
C40 C39 C44 C43 -0.7(3) . . . . ?
C40 C41 C42 C43 -1.0(3) . . . . ?
C41 C42 C43 C44 -0.3(3) . . . . ?
C42 C43 C44 C39 1.2(3) . . . . ?
C44 C39 C40 C41 -0.6(3) . . . . ?
C45 C50 C49 C48 0.0 . . . . ?
C50 C45 C46 C47 0.0 . . . . ?
C50 C49 C48 C47 0.0 . . . . ?
C49 C48 C47 C46 0.0 . . . . ?
C48 C47 C46 C45 0.0 . . . . ?
C46 C45 C50 C49 0.0 . . . . ?
C45A C46A C47A C48A 0.0 . . . . ?
C46A C45A C50A C49A 0.0 . . . . ?
C46A C47A C48A C49A 0.0 . . . . ?
C47A C48A C49A C50A 0.0 . . . . ?
C48A C49A C50A C45A 0.0 . . . . ?
C50A C45A C46A C47A 0.0 . . . . ?

_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 1.242
_oxdiff_exptl_absorpt_empirical_full_min 0.784
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_4015
_database_code_depnum_ccdc_archive 'CCDC 2072679'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;
_audit_creation_date             2021-02-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H19 N O2'
_chemical_formula_sum            'C23 H19 N O2'
_chemical_formula_weight         341.39
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1N1O1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   9.3804(3)
_cell_length_b                   6.3889(2)
_cell_length_c                   29.2078(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.434(3)
_cell_angle_gamma                90
_cell_volume                     1748.86(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9864
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      76.1570
_cell_measurement_theta_min      5.4860
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.853
_exptl_absorpt_coefficient_mu    0.654
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0785
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            18385
_diffrn_reflns_point_group_measured_fraction_full 0.668
_diffrn_reflns_point_group_measured_fraction_max 0.620
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.116
_diffrn_reflns_theta_min         4.718
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  -5.00   0.50    0.10    --  -46.95 113.00 131.00  116
  2  ω    -69.00 -29.00   0.50    0.30    -- -102.00  61.00 150.00   80
  3  ω   -111.00 -29.00   0.50    0.30    -- -102.00 113.00 131.00  164
  4  ω    -55.00 -30.00   0.50    0.30    -- -102.00  61.00   0.00   50
  5  ω    -60.00 -32.00   0.50    0.30    -- -102.00  61.00 -60.00   56
  6  ω    -62.00 -29.00   0.50    0.30    -- -102.00  77.00 -30.00   66
  7  ω    -69.00 -30.00   0.50    0.30    -- -102.00  61.00 -30.00   78
  8  ω   -122.00 -96.00   0.50    0.30    -- -102.00-113.00  40.00   52
  9  ω   -116.00 -90.00   0.50    0.10    --  -46.95-125.00 -60.00   52
 10  ω   -116.00 -89.00   0.50    0.10    --  -46.95-125.00-150.00   54
 11  ω   -117.00 -72.00   0.50    0.10    --  -46.95-125.00-180.00   90
 12  ω      7.00  71.00   0.50    0.10    --   46.95-113.00  40.00  128
 13  ω     52.00 100.00   0.50    0.30    --  104.75-113.00  40.00   96
 14  ω     44.00  70.00   0.50    0.30    --  104.75 -61.00  60.00   52
 15  ω     33.00 107.00   0.50    0.30    --  104.75 -77.00  30.00  148
 16  ω    107.00 160.00   0.50    0.30    --  104.75  15.00 120.00  106
 17  ω     89.00 136.00   0.50    0.30    --  104.75 113.00 131.00   94
 18  ω    131.00 172.00   0.50    0.30    --  104.75  30.00 -60.00   82
 19  ω     34.00  73.00   0.50    0.30    --  104.75 -61.00-150.00   78
 20  ω     32.00  57.00   0.50    0.30    --  104.75 -61.00-180.00   50
 21  ω    -22.00  28.00   0.50    0.10    --   46.95 -19.00  60.00  100
 22  ω   -117.00 -71.00   0.50    0.10    --  -46.95-125.00  90.00   92
 23  ω     43.00  69.00   0.50    0.30    --  104.75-114.00  40.00   52
 24  ω    -21.00  29.00   0.50    0.10    --  -46.95  19.00-150.00  100
 25  ω    -22.00  11.00   0.50    0.10    --  -46.95  19.00 150.00   66
 26  ω   -112.00 -85.00   0.50    0.10    --  -46.95-125.00   0.00   54
 27  ω    -27.00  -2.00   0.50    0.10    --   46.95 -19.00-120.00   50
 28  ω      7.00  59.00   0.50    0.10    --   46.95 -57.00-120.00  104
 29  ω   -168.00-119.00   0.50    0.30    -- -102.00 -30.00-120.00   98
 30  ω     36.00  66.00   0.50    0.30    --  104.75 -61.00  90.00   60
 31  ω    140.00 176.00   0.50    0.30    --  104.75 125.00  90.00   72
 32  ω     32.00 109.00   0.50    0.30    --  104.75 -94.00-150.00  154
 33  ω     89.00 174.00   0.50    0.30    --  104.75  77.00-180.00  170
 34  ω     73.00 101.00   0.50    0.30    --  104.75 -94.00 -90.00   56
 35  ω     78.00 121.00   0.50    0.30    --  104.75 125.00  90.00   86
 36  ω     84.00 109.00   0.50    0.30    --  104.75 -94.00 150.00   50
 37  ω    105.00 176.00   0.50    0.30    --  104.75  45.00-120.00  142
 38  ω     91.00 116.00   0.50    0.30    --  104.75-125.00   0.00   50
 39  ω    113.00 167.00   0.50    0.30    --  104.75  77.00-150.00  108
 40  ω    116.00 165.00   0.50    0.30    --  104.75  45.00  90.00   98
 41  ω     76.00 102.00   0.50    0.30    --  104.75-114.00  40.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0589590000
_diffrn_orient_matrix_UB_12      -0.0167349000
_diffrn_orient_matrix_UB_13      0.0499089000
_diffrn_orient_matrix_UB_21      0.0229975000
_diffrn_orient_matrix_UB_22      -0.2367503000
_diffrn_orient_matrix_UB_23      -0.0063532000
_diffrn_orient_matrix_UB_31      0.1517082000
_diffrn_orient_matrix_UB_32      0.0422914000
_diffrn_orient_matrix_UB_33      -0.0160203000
_diffrn_oxdiff_digest_frames     
;
015dd7e5f07571cfc36e53a0853a1c45dc01884a186
;
_diffrn_oxdiff_digest_hkl        
;
01d0218f3e7f92a7a251012287b539a38f6c71
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.321
_reflns_Friedel_fraction_full    0.337
_reflns_Friedel_fraction_max     0.302
_reflns_number_gt                4474
_reflns_number_total             4745
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details 
;
 Flack x determined using 909 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         4745
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0933
_refine_ls_restrained_S_all      1.067
_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)+(0.1317P)²+6.5980P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2653
_refine_ls_wR_factor_ref         0.2696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.02
 O3-H3A
 0.85 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C7(H7), C16(H16), C30(H30), C39(H39)
3.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C38(H38A,H38B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26),
  C27(H27), C28(H28), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37),
 C42(H42), C43(H43), C44(H44), C45(H45), C46(H46)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5069(7) 0.7362(8) 0.4138(2) 0.0300(12) Uani 1 1 d D . . . .
O2 O 0.1447(6) 1.1929(7) 0.3715(2) 0.0267(12) Uani 1 1 d . . . . .
N1 N 0.2200(7) 0.8644(10) 0.4009(2) 0.0260(13) Uani 1 1 d . . . . .
C1 C 0.4881(9) 1.0892(11) 0.3815(3) 0.0275(17) Uani 1 1 d . . . . .
C2 C 0.6057(9) 1.0550(12) 0.3550(3) 0.0300(17) Uani 1 1 d . . . . .
H2 H 0.6677 0.9450 0.3620 0.036 Uiso 1 1 calc R . . . .
C3 C 0.6306(9) 1.1852(13) 0.3179(3) 0.0318(17) Uani 1 1 d . . . . .
H3 H 0.7085 1.1609 0.3000 0.038 Uiso 1 1 calc R . . . .
C4 C 0.5385(10) 1.3526(13) 0.3077(3) 0.0341(19) Uani 1 1 d . . . . .
H4 H 0.5558 1.4412 0.2832 0.041 Uiso 1 1 calc R . . . .
C5 C 0.4239(10) 1.3848(12) 0.3335(3) 0.0310(18) Uani 1 1 d . . . . .
H5 H 0.3628 1.4957 0.3263 0.037 Uiso 1 1 calc R . . . .
C6 C 0.3944(9) 1.2550(11) 0.3713(3) 0.0282(17) Uani 1 1 d . . . . .
C7 C 0.4640(9) 0.9474(10) 0.4230(3) 0.0256(16) Uani 1 1 d . . . . .
H7 H 0.5256 0.9991 0.4485 0.031 Uiso 1 1 calc R . . . .
C8 C 0.3107(9) 0.9592(11) 0.4380(3) 0.0242(15) Uani 1 1 d . . . . .
C9 C 0.2870(9) 0.8355(11) 0.4823(3) 0.0271(16) Uani 1 1 d . . . . .
C10 C 0.1842(10) 0.6860(11) 0.4853(3) 0.0295(17) Uani 1 1 d . . . . .
H10 H 0.1266 0.6561 0.4595 0.035 Uiso 1 1 calc R . . . .
C11 C 0.1621(10) 0.5759(12) 0.5258(3) 0.0304(17) Uani 1 1 d . . . . .
H11 H 0.0907 0.4753 0.5270 0.036 Uiso 1 1 calc R . . . .
C12 C 0.2495(10) 0.6204(13) 0.5643(3) 0.0343(19) Uani 1 1 d . . . . .
H12 H 0.2374 0.5486 0.5915 0.041 Uiso 1 1 calc R . . . .
C13 C 0.3537(12) 0.7711(16) 0.5618(3) 0.042(2) Uani 1 1 d . . . . .
H13 H 0.4114 0.8014 0.5876 0.050 Uiso 1 1 calc R . . . .
C14 C 0.3736(10) 0.8779(14) 0.5215(3) 0.0359(19) Uani 1 1 d . . . . .
H14 H 0.4450 0.9786 0.5203 0.043 Uiso 1 1 calc R . . . .
C15 C 0.2737(8) 1.1937(11) 0.4446(3) 0.0254(16) Uani 1 1 d . . . . .
H15A H 0.1829 1.2082 0.4590 0.031 Uiso 1 1 calc R . . . .
H15B H 0.3469 1.2625 0.4636 0.031 Uiso 1 1 calc R . . . .
C16 C 0.2660(9) 1.2871(12) 0.3974(3) 0.0279(16) Uani 1 1 d . . . . .
H16 H 0.2490 1.4378 0.4001 0.034 Uiso 1 1 calc R . . . .
C17 C 0.1443(9) 0.9790(12) 0.3737(3) 0.0279(16) Uani 1 1 d . . . . .
C18 C 0.0439(8) 0.8878(12) 0.3385(3) 0.0263(16) Uani 1 1 d . . . . .
C19 C 0.0121(9) 0.9895(14) 0.2977(3) 0.0323(18) Uani 1 1 d . . . . .
H19 H 0.0558 1.1165 0.2916 0.039 Uiso 1 1 calc R . . . .
C20 C -0.0857(9) 0.9025(14) 0.2654(3) 0.0348(19) Uani 1 1 d . . . . .
H20 H -0.1074 0.9723 0.2381 0.042 Uiso 1 1 calc R . . . .
C21 C -0.1498(10) 0.7129(16) 0.2744(4) 0.042(2) Uani 1 1 d . . . . .
H21 H -0.2150 0.6548 0.2531 0.050 Uiso 1 1 calc R . . . .
C22 C -0.1163(11) 0.6093(14) 0.3153(4) 0.043(2) Uani 1 1 d . . . . .
H22 H -0.1600 0.4823 0.3214 0.051 Uiso 1 1 calc R . . . .
C23 C -0.0190(11) 0.6931(15) 0.3469(3) 0.039(2) Uani 1 1 d . . . . .
H23 H 0.0049 0.6206 0.3737 0.047 Uiso 1 1 calc R . . . .
O3 O 1.0286(6) 0.2472(8) 0.5984(2) 0.0295(12) Uani 1 1 d D . . . .
O4 O 0.6612(6) -0.1948(7) 0.6342(2) 0.0261(12) Uani 1 1 d . . . . .
N2 N 0.7389(7) 0.1327(9) 0.6061(2) 0.0252(13) Uani 1 1 d . . . . .
C24 C 1.0055(8) -0.1026(11) 0.6302(3) 0.0236(15) Uani 1 1 d . . . . .
C25 C 1.1254(9) -0.0749(12) 0.6595(3) 0.0275(16) Uani 1 1 d . . . . .
H25 H 1.1895 0.0320 0.6538 0.033 Uiso 1 1 calc R . . . .
C26 C 1.1502(9) -0.2051(14) 0.6971(3) 0.0315(17) Uani 1 1 d . . . . .
H26 H 1.2287 -0.1820 0.7170 0.038 Uiso 1 1 calc R . . . .
C27 C 1.0580(9) -0.3692(13) 0.7050(3) 0.0322(18) Uani 1 1 d . . . . .
H27 H 1.0764 -0.4598 0.7295 0.039 Uiso 1 1 calc R . . . .
C28 C 0.9375(9) -0.3980(12) 0.6761(3) 0.0277(16) Uani 1 1 d . . . . .
H28 H 0.8740 -0.5057 0.6819 0.033 Uiso 1 1 calc R . . . .
C29 C 0.9117(9) -0.2654(12) 0.6385(3) 0.0274(16) Uani 1 1 d . . . . .
C30 C 0.9809(9) 0.0393(11) 0.5886(3) 0.0251(16) Uani 1 1 d . . . . .
H30 H 1.0391 -0.0153 0.5642 0.030 Uiso 1 1 calc R . . . .
C31 C 0.8248(8) 0.0330(11) 0.5708(3) 0.0250(16) Uani 1 1 d . . . . .
C32 C 0.8008(9) 0.1568(12) 0.5262(3) 0.0276(16) Uani 1 1 d . . . . .
C33 C 0.6936(10) 0.3068(12) 0.5216(3) 0.0301(18) Uani 1 1 d . . . . .
H33 H 0.6375 0.3365 0.5463 0.036 Uiso 1 1 calc R . . . .
C34 C 0.6696(10) 0.4132(12) 0.4801(3) 0.0318(18) Uani 1 1 d . . . . .
H34 H 0.5977 0.5133 0.4775 0.038 Uiso 1 1 calc R . . . .
C35 C 0.7510(11) 0.3716(13) 0.4433(3) 0.0336(18) Uani 1 1 d . . . . .
H35 H 0.7350 0.4440 0.4159 0.040 Uiso 1 1 calc R . . . .
C36 C 0.8583(11) 0.2195(16) 0.4471(3) 0.040(2) Uani 1 1 d . . . . .
H36 H 0.9131 0.1882 0.4222 0.048 Uiso 1 1 calc R . . . .
C37 C 0.8817(10) 0.1159(14) 0.4886(3) 0.0343(19) Uani 1 1 d . . . . .
H37 H 0.9539 0.0162 0.4912 0.041 Uiso 1 1 calc R . . . .
C38 C 0.7832(9) -0.1965(12) 0.5634(3) 0.0271(16) Uani 1 1 d . . . . .
H38A H 0.6912 -0.2065 0.5471 0.033 Uiso 1 1 calc R . . . .
H38B H 0.8537 -0.2675 0.5456 0.033 Uiso 1 1 calc R . . . .
C39 C 0.7765(9) -0.2937(11) 0.6100(3) 0.0279(17) Uani 1 1 d . . . . .
H39 H 0.7565 -0.4436 0.6067 0.033 Uiso 1 1 calc R . . . .
C40 C 0.6644(9) 0.0193(11) 0.6317(3) 0.0259(16) Uani 1 1 d . . . . .
C41 C 0.5679(9) 0.1163(12) 0.6642(3) 0.0287(17) Uani 1 1 d . . . . .
C42 C 0.5323(9) 0.0176(13) 0.7050(3) 0.0284(17) Uani 1 1 d . . . . .
H42 H 0.5700 -0.1135 0.7122 0.034 Uiso 1 1 calc R . . . .
C43 C 0.4420(10) 0.1126(14) 0.7347(3) 0.0350(19) Uani 1 1 d . . . . .
H43 H 0.4213 0.0472 0.7621 0.042 Uiso 1 1 calc R . . . .
C44 C 0.3820(10) 0.3058(14) 0.7238(3) 0.037(2) Uani 1 1 d . . . . .
H44 H 0.3199 0.3692 0.7435 0.045 Uiso 1 1 calc R . . . .
C45 C 0.4154(11) 0.4035(14) 0.6832(3) 0.040(2) Uani 1 1 d . . . . .
H45 H 0.3756 0.5332 0.6758 0.047 Uiso 1 1 calc R . . . .
C46 C 0.5068(10) 0.3101(12) 0.6537(3) 0.0319(18) Uani 1 1 d . . . . .
H46 H 0.5281 0.3770 0.6266 0.038 Uiso 1 1 calc R . . . .
H3A H 0.954(6) 0.278(13) 0.613(3) 0.02(2) Uiso 1 1 d D . . . .
H1 H 0.505(11) 0.734(13) 0.3844(9) 0.02(2) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.436(9) . ?
O1 H1 0.86(2) . ?
O2 C16 1.469(10) . ?
O2 C17 1.368(9) . ?
N1 C8 1.479(10) . ?
N1 C17 1.275(11) . ?
C1 C2 1.392(12) . ?
C1 C6 1.401(11) . ?
C1 C7 1.539(10) . ?
C2 H2 0.9300 . ?
C2 C3 1.393(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.356(13) . ?
C5 H5 0.9300 . ?
C5 C6 1.416(11) . ?
C6 C16 1.467(12) . ?
C7 H7 0.9800 . ?
C7 C8 1.522(12) . ?
C8 C9 1.541(11) . ?
C8 C15 1.552(10) . ?
C9 C10 1.362(12) . ?
C9 C14 1.401(12) . ?
C10 H10 0.9300 . ?
C10 C11 1.399(12) . ?
C11 H11 0.9300 . ?
C11 C12 1.392(13) . ?
C12 H12 0.9300 . ?
C12 C13 1.376(14) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(13) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.500(11) . ?
C16 H16 0.9800 . ?
C17 C18 1.483(11) . ?
C18 C19 1.378(12) . ?
C18 C23 1.403(12) . ?
C19 H19 0.9300 . ?
C19 C20 1.402(12) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(13) . ?
C21 H21 0.9300 . ?
C21 C22 1.390(15) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(13) . ?
C23 H23 0.9300 . ?
O3 C30 1.427(8) . ?
O3 H3A 0.85(2) . ?
O4 C39 1.460(10) . ?
O4 C40 1.370(8) . ?
N2 C31 1.480(10) . ?
N2 C40 1.271(11) . ?
C24 C25 1.395(11) . ?
C24 C29 1.390(11) . ?
C24 C30 1.527(10) . ?
C25 H25 0.9300 . ?
C25 C26 1.389(12) . ?
C26 H26 0.9300 . ?
C26 C27 1.385(13) . ?
C27 H27 0.9300 . ?
C27 C28 1.393(12) . ?
C28 H28 0.9300 . ?
C28 C29 1.401(11) . ?
C29 C39 1.497(12) . ?
C30 H30 0.9800 . ?
C30 C31 1.534(11) . ?
C31 C32 1.533(11) . ?
C31 C38 1.530(10) . ?
C32 C33 1.391(12) . ?
C32 C37 1.386(12) . ?
C33 H33 0.9300 . ?
C33 C34 1.399(11) . ?
C34 H34 0.9300 . ?
C34 C35 1.372(14) . ?
C35 H35 0.9300 . ?
C35 C36 1.400(14) . ?
C36 H36 0.9300 . ?
C36 C37 1.390(13) . ?
C37 H37 0.9300 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.501(11) . ?
C39 H39 0.9800 . ?
C40 C41 1.476(12) . ?
C41 C42 1.401(12) . ?
C41 C46 1.393(11) . ?
C42 H42 0.9300 . ?
C42 C43 1.378(12) . ?
C43 H43 0.9300 . ?
C43 C44 1.388(13) . ?
C44 H44 0.9300 . ?
C44 C45 1.387(14) . ?
C45 H45 0.9300 . ?
C45 C46 1.376(12) . ?
C46 H46 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
C7 O1 H1 102(6) . . ?
C17 O2 C16 112.9(6) . . ?
C17 N1 C8 120.6(6) . . ?
C2 C1 C6 120.3(7) . . ?
C2 C1 C7 119.5(7) . . ?
C6 C1 C7 120.1(7) . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.1(8) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(8) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(8) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.0 . . ?
C4 C5 C6 122.1(8) . . ?
C6 C5 H5 119.0 . . ?
C1 C6 C5 117.8(8) . . ?
C1 C6 C16 121.1(7) . . ?
C5 C6 C16 121.0(7) . . ?
O1 C7 C1 110.7(6) . . ?
O1 C7 H7 107.4 . . ?
O1 C7 C8 112.1(6) . . ?
C1 C7 H7 107.4 . . ?
C8 C7 C1 111.7(6) . . ?
C8 C7 H7 107.4 . . ?
N1 C8 C7 106.9(6) . . ?
N1 C8 C9 107.8(6) . . ?
N1 C8 C15 111.2(6) . . ?
C7 C8 C9 112.8(7) . . ?
C7 C8 C15 107.6(6) . . ?
C9 C8 C15 110.5(6) . . ?
C10 C9 C8 122.8(7) . . ?
C10 C9 C14 118.1(8) . . ?
C14 C9 C8 119.1(7) . . ?
C9 C10 H10 118.7 . . ?
C9 C10 C11 122.5(8) . . ?
C11 C10 H10 118.7 . . ?
C10 C11 H11 120.8 . . ?
C12 C11 C10 118.4(8) . . ?
C12 C11 H11 120.8 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.7(8) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.8(9) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.4(8) . . ?
C13 C14 H14 119.8 . . ?
C8 C15 H15A 110.6 . . ?
C8 C15 H15B 110.6 . . ?
H15A C15 H15B 108.7 . . ?
C16 C15 C8 105.8(6) . . ?
C16 C15 H15A 110.6 . . ?
C16 C15 H15B 110.6 . . ?
O2 C16 C15 108.5(6) . . ?
O2 C16 H16 108.6 . . ?
C6 C16 O2 108.0(7) . . ?
C6 C16 C15 114.4(7) . . ?
C6 C16 H16 108.6 . . ?
C15 C16 H16 108.6 . . ?
O2 C17 C18 111.3(7) . . ?
N1 C17 O2 126.9(7) . . ?
N1 C17 C18 121.8(7) . . ?
C19 C18 C17 121.4(7) . . ?
C19 C18 C23 119.5(8) . . ?
C23 C18 C17 119.1(8) . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(8) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(9) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.7(9) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(9) . . ?
C23 C22 H22 119.7 . . ?
C18 C23 H23 120.0 . . ?
C22 C23 C18 119.9(9) . . ?
C22 C23 H23 120.0 . . ?
C30 O3 H3A 93(6) . . ?
C40 O4 C39 112.8(6) . . ?
C40 N2 C31 119.6(6) . . ?
C25 C24 C30 120.3(7) . . ?
C29 C24 C25 119.2(7) . . ?
C29 C24 C30 120.5(7) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.8(7) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(8) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.7(8) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.3(8) . . ?
C29 C28 H28 119.9 . . ?
C24 C29 C28 119.9(7) . . ?
C24 C29 C39 121.4(7) . . ?
C28 C29 C39 118.5(7) . . ?
O3 C30 C24 110.9(6) . . ?
O3 C30 H30 107.3 . . ?
O3 C30 C31 112.3(6) . . ?
C24 C30 H30 107.3 . . ?
C24 C30 C31 111.4(6) . . ?
C31 C30 H30 107.3 . . ?
N2 C31 C30 107.0(6) . . ?
N2 C31 C32 107.9(6) . . ?
N2 C31 C38 111.6(6) . . ?
C32 C31 C30 112.2(6) . . ?
C38 C31 C30 107.9(6) . . ?
C38 C31 C32 110.3(6) . . ?
C33 C32 C31 121.1(7) . . ?
C37 C32 C31 120.7(7) . . ?
C37 C32 C33 118.2(7) . . ?
C32 C33 H33 119.8 . . ?
C32 C33 C34 120.4(8) . . ?
C34 C33 H33 119.8 . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.7(8) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 120.2 . . ?
C34 C35 C36 119.7(8) . . ?
C36 C35 H35 120.2 . . ?
C35 C36 H36 120.5 . . ?
C37 C36 C35 119.1(9) . . ?
C37 C36 H36 120.5 . . ?
C32 C37 C36 121.9(9) . . ?
C32 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
C31 C38 H38A 110.4 . . ?
C31 C38 H38B 110.4 . . ?
H38A C38 H38B 108.6 . . ?
C39 C38 C31 106.8(6) . . ?
C39 C38 H38A 110.4 . . ?
C39 C38 H38B 110.4 . . ?
O4 C39 C29 107.9(6) . . ?
O4 C39 C38 108.7(6) . . ?
O4 C39 H39 109.2 . . ?
C29 C39 C38 112.8(7) . . ?
C29 C39 H39 109.2 . . ?
C38 C39 H39 109.2 . . ?
O4 C40 C41 111.7(7) . . ?
N2 C40 O4 127.9(8) . . ?
N2 C40 C41 120.5(6) . . ?
C42 C41 C40 122.2(7) . . ?
C46 C41 C40 119.3(8) . . ?
C46 C41 C42 118.4(8) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 C41 120.8(8) . . ?
C43 C42 H42 119.6 . . ?
C42 C43 H43 120.0 . . ?
C42 C43 C44 120.0(8) . . ?
C44 C43 H43 120.0 . . ?
C43 C44 H44 120.2 . . ?
C45 C44 C43 119.5(8) . . ?
C45 C44 H44 120.2 . . ?
C44 C45 H45 119.7 . . ?
C46 C45 C44 120.5(8) . . ?
C46 C45 H45 119.7 . . ?
C41 C46 H46 119.7 . . ?
C45 C46 C41 120.6(8) . . ?
C45 C46 H46 119.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.937
_oxdiff_exptl_absorpt_empirical_full_min 0.433
####################################################################### 
# 
# 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_20190725b
_database_code_depnum_ccdc_archive 'CCDC 2072678'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;
_audit_creation_date             2019-08-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H36 N2 O3'
_chemical_formula_sum            'C32 H36 N2 O3'
_chemical_formula_weight         496.63
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1s1I1
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                   9.8614(2)
_cell_length_b                   11.4704(2)
_cell_length_c                   12.8238(2)
_cell_angle_alpha                79.9360(10)
_cell_angle_beta                 82.2430(10)
_cell_angle_gamma                71.336(2)
_cell_volume                     1348.26(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13046
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.5700
_cell_measurement_theta_min      3.4740
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.861
_exptl_absorpt_coefficient_mu    0.617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
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    1.223
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16392
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.819
_diffrn_reflns_theta_min         3.513
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -93.00 -25.00   0.50    0.05    --  -47.70 128.00  95.00  136
  2  ω    -69.00 -31.00   0.50    0.05    -- -102.00  45.00 -30.00   76
  3  ω    -99.00 -55.00   0.50    0.05    -- -102.00 128.00  95.00   88
  4  ω   -114.00 -82.00   0.50    0.05    -- -102.00  45.00 -30.00   64
  5  ω   -104.00 -47.00   0.50    0.05    --  -47.70 141.00 -92.00  114
  6  ω   -127.00 -79.00   0.50    0.05    -- -102.00 141.00 -92.00   96
  7  ω   -172.00 -89.00   0.50    0.05    -- -102.00 -45.00  90.00  166
  8  ω   -119.00 -33.00   0.50    0.05    --  -47.70 -57.00  90.00  172
  9  ω   -102.00 -77.00   0.50    0.05    --  -47.70-128.00  21.00   50
 10  ω   -119.00 -26.00   0.50    0.05    --  -47.70 -77.00 -30.00  186
 11  ω    -89.00 -61.00   0.50    0.05    --  -47.70-141.00-150.00   56
 12  ω     68.00  93.00   0.50    0.05    --   47.70 141.00 -92.00   50
 13  ω     88.00 146.00   0.50    0.05    --  104.75  61.00-180.00  116
 14  ω     87.00 165.00   0.50    0.05    --  104.75  77.00-180.00  156
 15  ω     34.00 110.00   0.50    0.05    --  104.75 -45.00 -30.00  152
 16  ω     44.00  75.00   0.50    0.05    --   47.70-128.00  21.00   62
 17  ω     75.00 100.00   0.50    0.05    --  104.75-128.00  21.00   50
 18  ω     54.00 109.00   0.50    0.05    --  104.75 -94.00  90.00  110
 19  ω     59.00 112.00   0.50    0.05    --  104.75 -61.00 150.00  106
 20  ω     40.00 116.00   0.50    0.05    --  104.75-125.00 -30.00  152
 21  ω     80.00 109.00   0.50    0.05    --  104.75 -94.00-150.00   58
 22  ω     40.00  65.00   0.50    0.05    --   47.70-141.00-150.00   50
 23  ω     33.00 120.00   0.50    0.05    --  104.75-141.00-150.00  174
 24  ω     32.00 120.00   0.50    0.05    --  104.75 -61.00 -30.00  176
 25  ω     87.00 120.00   0.50    0.05    --   47.70 128.00  95.00   66
 26  ω    118.00 143.00   0.50    0.05    --  104.75 128.00  95.00   50
 27  ω   -100.00 -26.00   0.50    0.05    --  -47.70 -77.00-150.00  148
 28  ω   -124.00 -93.00   0.50    0.05    -- -102.00-141.00-150.00   62
 29  ω   -174.00 -95.00   0.50    0.05    -- -102.00 -61.00   0.00  158
 30  ω   -141.00-108.00   0.50    0.05    -- -102.00-128.00  21.00   66
 31  ω   -175.00 -92.00   0.50    0.05    -- -102.00 -61.00 120.00  166
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0228171000
_diffrn_orient_matrix_UB_12      0.1066514000
_diffrn_orient_matrix_UB_13      0.0650682000
_diffrn_orient_matrix_UB_21      0.0063706000
_diffrn_orient_matrix_UB_22      -0.0920514000
_diffrn_orient_matrix_UB_23      0.1035886000
_diffrn_orient_matrix_UB_31      0.1637849000
_diffrn_orient_matrix_UB_32      -0.0255189000
_diffrn_orient_matrix_UB_33      -0.0054480000
_diffrn_oxdiff_digest_frames     
;
01acb3abf554a816ea4c0d59c951755bee0010232ac
;
_diffrn_oxdiff_digest_hkl        
;
01cc630e6614f297c77c7ce68fcf87188e2879
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4807
_reflns_number_total             5371
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         5371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.083
_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)+(0.0432P)²+0.5934P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1048
_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 Ternary CH refined with riding coordinates:
 C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.83464(13) 0.36674(11) 0.34928(10) 0.0182(2) Uani 1 1 d . . . . .
C2 C 0.87802(14) 0.40235(12) 0.43462(10) 0.0209(3) Uani 1 1 d . . . . .
H2 H 0.8148 0.4648 0.4705 0.025 Uiso 1 1 calc R . . . .
C3 C 1.01615(15) 0.34431(13) 0.46604(11) 0.0259(3) Uani 1 1 d . . . . .
H3 H 1.0447 0.3680 0.5232 0.031 Uiso 1 1 calc R . . . .
C4 C 1.11152(14) 0.25158(13) 0.41305(12) 0.0266(3) Uani 1 1 d . . . . .
H4 H 1.2038 0.2133 0.4344 0.032 Uiso 1 1 calc R . . . .
C5 C 1.06885(14) 0.21596(12) 0.32784(11) 0.0255(3) Uani 1 1 d . . . . .
H5 H 1.1327 0.1539 0.2919 0.031 Uiso 1 1 calc R . . . .
C6 C 0.93123(14) 0.27282(12) 0.29625(10) 0.0218(3) Uani 1 1 d . . . . .
H6 H 0.9029 0.2483 0.2394 0.026 Uiso 1 1 calc R . . . .
C7 C 0.68696(13) 0.42072(11) 0.31185(9) 0.0172(2) Uani 1 1 d . . . . .
C8 C 0.46734(13) 0.59349(11) 0.29664(9) 0.0162(2) Uani 1 1 d . . . . .
C9 C 0.37424(13) 0.70051(11) 0.35643(9) 0.0163(2) Uani 1 1 d . . . . .
C10 C 0.24217(13) 0.77478(12) 0.31985(10) 0.0208(3) Uani 1 1 d . . . . .
H10 H 0.2124 0.7591 0.2593 0.025 Uiso 1 1 calc R . . . .
C11 C 0.15495(14) 0.87155(12) 0.37274(11) 0.0230(3) Uani 1 1 d . . . . .
H11 H 0.0677 0.9203 0.3472 0.028 Uiso 1 1 calc R . . . .
C12 C 0.19726(14) 0.89593(12) 0.46351(11) 0.0225(3) Uani 1 1 d . . . . .
H12 H 0.1397 0.9617 0.4982 0.027 Uiso 1 1 calc R . . . .
C13 C 0.32608(14) 0.82112(12) 0.50165(10) 0.0211(3) Uani 1 1 d . . . . .
H13 H 0.3545 0.8361 0.5630 0.025 Uiso 1 1 calc R . . . .
C14 C 0.41356(14) 0.72357(11) 0.44913(10) 0.0192(3) Uani 1 1 d . . . . .
H14 H 0.4992 0.6733 0.4763 0.023 Uiso 1 1 calc R . . . .
C15 C 0.37606(13) 0.50259(11) 0.30592(10) 0.0171(2) Uani 1 1 d . . . . .
C16 C 0.31831(13) 0.52019(11) 0.20244(9) 0.0172(2) Uani 1 1 d . . . . .
C17 C 0.21634(14) 0.47105(12) 0.17836(10) 0.0203(3) Uani 1 1 d . . . . .
H17 H 0.1779 0.4194 0.2294 0.024 Uiso 1 1 calc R . . . .
C18 C 0.17385(14) 0.50138(12) 0.07597(10) 0.0224(3) Uani 1 1 d . . . . .
H18 H 0.1046 0.4711 0.0579 0.027 Uiso 1 1 calc R . . . .
C19 C 0.23455(14) 0.57726(12) -0.00026(10) 0.0216(3) Uani 1 1 d . . . . .
H19 H 0.2054 0.5963 -0.0689 0.026 Uiso 1 1 calc R . . . .
C20 C 0.33750(14) 0.62497(12) 0.02420(10) 0.0206(3) Uani 1 1 d . . . . .
H20 H 0.3780 0.6746 -0.0274 0.025 Uiso 1 1 calc R . . . .
C21 C 0.37884(13) 0.59688(11) 0.12766(10) 0.0175(2) Uani 1 1 d . . . . .
C22 C 0.49094(13) 0.63250(11) 0.17377(9) 0.0171(2) Uani 1 1 d . . . . .
H22 H 0.5845 0.5773 0.1503 0.020 Uiso 1 1 calc R . . . .
C23 C 0.49683(13) 0.76513(11) 0.13824(10) 0.0193(3) Uani 1 1 d . . . . .
H23A H 0.5271 0.7773 0.0630 0.023 Uiso 1 1 calc R . . . .
H23B H 0.4034 0.8248 0.1514 0.023 Uiso 1 1 calc R . . . .
C24 C 0.80428(14) 0.83549(13) 0.12406(11) 0.0247(3) Uani 1 1 d . . . . .
C25 C 0.85720(16) 0.94733(15) 0.07731(12) 0.0320(3) Uani 1 1 d . . . . .
H25A H 0.9609 0.9186 0.0636 0.038 Uiso 1 1 calc R . . . .
H25B H 0.8168 0.9834 0.0098 0.038 Uiso 1 1 calc R . . . .
C26 C 0.81738(15) 1.04734(13) 0.14940(12) 0.0283(3) Uani 1 1 d . . . . .
H26A H 0.8663 1.0153 0.2140 0.034 Uiso 1 1 calc R . . . .
H26B H 0.8471 1.1182 0.1138 0.034 Uiso 1 1 calc R . . . .
C27 C 0.65602(15) 1.08728(13) 0.17663(12) 0.0283(3) Uani 1 1 d . . . . .
H27A H 0.6089 1.1267 0.1122 0.034 Uiso 1 1 calc R . . . .
H27B H 0.6316 1.1486 0.2250 0.034 Uiso 1 1 calc R . . . .
C28 C 0.59822(14) 0.97954(12) 0.22766(11) 0.0244(3) Uani 1 1 d . . . . .
C29 C 0.89430(16) 0.75508(14) 0.21364(14) 0.0354(4) Uani 1 1 d . . . . .
H29A H 0.9886 0.7130 0.1843 0.053 Uiso 1 1 calc GR . . . .
H29B H 0.8492 0.6949 0.2503 0.053 Uiso 1 1 calc GR . . . .
H29C H 0.9016 0.8068 0.2626 0.053 Uiso 1 1 calc GR . . . .
C30 C 0.82203(16) 0.75605(16) 0.03612(13) 0.0354(4) Uani 1 1 d . . . . .
H30A H 0.7612 0.8028 -0.0189 0.053 Uiso 1 1 calc GR . . . .
H30B H 0.7957 0.6825 0.0650 0.053 Uiso 1 1 calc GR . . . .
H30C H 0.9203 0.7330 0.0070 0.053 Uiso 1 1 calc GR . . . .
C31 C 0.64069(18) 0.93228(15) 0.34219(12) 0.0343(4) Uani 1 1 d . . . . .
H31A H 0.7382 0.9301 0.3456 0.051 Uiso 1 1 calc GR . . . .
H31B H 0.6322 0.8502 0.3633 0.051 Uiso 1 1 calc GR . . . .
H31C H 0.5782 0.9871 0.3891 0.051 Uiso 1 1 calc GR . . . .
C32 C 0.43451(16) 1.02661(14) 0.23161(16) 0.0394(4) Uani 1 1 d . . . . .
H32A H 0.3996 1.0992 0.2668 0.059 Uiso 1 1 calc GR . . . .
H32B H 0.3958 0.9630 0.2700 0.059 Uiso 1 1 calc GR . . . .
H32C H 0.4052 1.0472 0.1606 0.059 Uiso 1 1 calc GR . . . .
N1 N 0.60244(11) 0.52980(9) 0.34331(8) 0.0170(2) Uani 1 1 d . . . . .
N2 N 0.64716(11) 0.88572(9) 0.15253(8) 0.0185(2) Uani 1 1 d . . . . .
O1 O 0.64324(9) 0.36853(8) 0.25324(7) 0.0206(2) Uani 1 1 d . . . . .
O2 O 0.35126(9) 0.43715(8) 0.38653(7) 0.0203(2) Uani 1 1 d . . . . .
O3 O 0.59940(9) 0.77915(8) 0.20034(7) 0.01880(19) Uani 1 1 d . . . . .
H1 H 0.6415(18) 0.5691(16) 0.3750(14) 0.031(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3935(18) . ?
C1 C6 1.3981(18) . ?
C1 C7 1.4974(17) . ?
C2 C3 1.3911(18) . ?
C3 C4 1.385(2) . ?
C4 C5 1.389(2) . ?
C5 C6 1.3859(19) . ?
C7 N1 1.3569(16) . ?
C7 O1 1.2325(15) . ?
C8 C9 1.5348(16) . ?
C8 C15 1.5621(16) . ?
C8 C22 1.5679(16) . ?
C8 N1 1.4513(15) . ?
C9 C10 1.3990(17) . ?
C9 C14 1.3905(17) . ?
C10 C11 1.3880(18) . ?
C11 C12 1.3881(19) . ?
C12 C13 1.3830(19) . ?
C13 C14 1.3923(18) . ?
C15 C16 1.4706(17) . ?
C15 O2 1.2124(15) . ?
C16 C17 1.3899(17) . ?
C16 C21 1.3916(17) . ?
C17 C18 1.3843(18) . ?
C18 C19 1.3962(19) . ?
C19 C20 1.3893(18) . ?
C20 C21 1.3938(17) . ?
C21 C22 1.5128(17) . ?
C22 C23 1.5273(17) . ?
C23 O3 1.4316(14) . ?
C24 C25 1.5339(19) . ?
C24 C29 1.530(2) . ?
C24 C30 1.5286(19) . ?
C24 N2 1.4884(16) . ?
C25 C26 1.520(2) . ?
C26 C27 1.518(2) . ?
C27 C28 1.5323(18) . ?
C28 C31 1.539(2) . ?
C28 C32 1.526(2) . ?
C28 N2 1.4912(16) . ?
N2 O3 1.4563(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.28(12) . . ?
C2 C1 C7 123.76(11) . . ?
C6 C1 C7 116.93(11) . . ?
C3 C2 C1 119.84(12) . . ?
C4 C3 C2 120.64(13) . . ?
C3 C4 C5 119.72(12) . . ?
C6 C5 C4 120.07(12) . . ?
C5 C6 C1 120.45(12) . . ?
N1 C7 C1 118.20(11) . . ?
O1 C7 C1 121.20(11) . . ?
O1 C7 N1 120.60(11) . . ?
C9 C8 C15 105.27(9) . . ?
C9 C8 C22 113.81(9) . . ?
C15 C8 C22 103.67(9) . . ?
N1 C8 C9 111.84(10) . . ?
N1 C8 C15 110.01(9) . . ?
N1 C8 C22 111.67(10) . . ?
C10 C9 C8 119.48(11) . . ?
C14 C9 C8 122.23(11) . . ?
C14 C9 C10 118.23(11) . . ?
C11 C10 C9 120.85(12) . . ?
C10 C11 C12 120.38(12) . . ?
C13 C12 C11 119.15(12) . . ?
C12 C13 C14 120.65(12) . . ?
C9 C14 C13 120.69(12) . . ?
C16 C15 C8 107.06(10) . . ?
O2 C15 C8 125.15(11) . . ?
O2 C15 C16 127.61(11) . . ?
C17 C16 C15 127.00(11) . . ?
C17 C16 C21 122.47(11) . . ?
C21 C16 C15 110.52(11) . . ?
C18 C17 C16 117.91(12) . . ?
C17 C18 C19 120.31(12) . . ?
C20 C19 C18 121.40(12) . . ?
C19 C20 C21 118.66(12) . . ?
C16 C21 C20 119.23(11) . . ?
C16 C21 C22 111.41(10) . . ?
C20 C21 C22 129.27(11) . . ?
C21 C22 C8 104.29(9) . . ?
C21 C22 C23 116.29(10) . . ?
C23 C22 C8 116.08(10) . . ?
O3 C23 C22 105.35(9) . . ?
C29 C24 C25 110.85(12) . . ?
C30 C24 C25 108.21(12) . . ?
C30 C24 C29 107.92(12) . . ?
N2 C24 C25 106.69(11) . . ?
N2 C24 C29 116.23(12) . . ?
N2 C24 C30 106.63(11) . . ?
C26 C25 C24 113.43(12) . . ?
C27 C26 C25 109.20(11) . . ?
C26 C27 C28 113.43(11) . . ?
C27 C28 C31 111.66(11) . . ?
C32 C28 C27 108.20(12) . . ?
C32 C28 C31 107.98(13) . . ?
N2 C28 C27 106.05(11) . . ?
N2 C28 C31 115.86(11) . . ?
N2 C28 C32 106.77(11) . . ?
C7 N1 C8 119.51(10) . . ?
C24 N2 C28 117.86(10) . . ?
O3 N2 C24 106.09(9) . . ?
O3 N2 C28 107.77(9) . . ?
C23 O3 N2 110.33(8) . . ?

_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 1.208
_oxdiff_exptl_absorpt_empirical_full_min 0.866
####################################################################### 
# 
# 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_20210317a
_database_code_depnum_ccdc_archive 'CCDC 2072680'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;College of Chemistry, Beijing Normal University
China
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;
_audit_creation_date             2021-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H21 N O4'
_chemical_formula_sum            'C24 H21 N O4'
_chemical_formula_weight         387.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1
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                   11.7696(5)
_cell_length_b                   12.8699(5)
_cell_length_c                   13.1051(3)
_cell_angle_alpha                81.729(3)
_cell_angle_beta                 79.931(3)
_cell_angle_gamma                89.240(3)
_cell_volume                     1934.03(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13324
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.0150
_cell_measurement_theta_min      3.4800
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.867
_exptl_absorpt_coefficient_mu    0.736
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
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    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23184
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.689
_diffrn_reflns_theta_min         3.461
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -22.00  47.00   0.50    0.40    --   46.95 -65.00  99.00  138
  2  ω     35.00  73.00   0.50    1.00    --  104.75 -65.00  99.00   76
  3  ω     45.00 109.00   0.50    1.00    --  104.75 -94.00 150.00  128
  4  ω     84.00 110.00   0.50    1.00    --  104.75-125.00 120.00   52
  5  ω     81.00 117.00   0.50    1.00    --  104.75-125.00  90.00   72
  6  ω     62.00 108.00   0.50    1.00    --  104.75 -77.00  30.00   92
  7  ω     55.00 109.00   0.50    1.00    --  104.75 -94.00 -90.00  108
  8  ω     79.00 105.00   0.50    1.00    --  104.75 -77.00-120.00   52
  9  ω     36.00  63.00   0.50    1.00    --  104.75 -77.00-120.00   54
 10  ω     36.00  62.00   0.50    1.00    --  104.75 -61.00 -60.00   52
 11  ω     32.00 116.00   0.50    1.00    --  104.75-125.00 -90.00  168
 12  ω     28.00  84.00   0.50    0.40    --   46.95-125.00 -30.00  112
 13  ω     41.00  67.00   0.50    1.00    --  104.75-125.00  90.00   52
 14  ω     38.00  71.00   0.50    1.00    --  104.75 -61.00 120.00   66
 15  ω    -13.00  22.00   0.50    0.40    --   46.95 -19.00 -30.00   70
 16  ω     34.00 114.00   0.50    0.40    --   46.95  65.00-125.00  160
 17  ω    133.00 171.00   0.50    1.00    --  104.75  65.00-125.00   76
 18  ω    104.00 177.00   0.50    1.00    --  104.75  30.00 -60.00  146
 19  ω    100.00 126.00   0.50    1.00    --  104.75  65.00-125.00   52
 20  ω     93.00 171.00   0.50    1.00    --  104.75  45.00 -90.00  156
 21  ω     77.00 175.00   0.50    1.00    --  104.75 125.00 150.00  196
 22  ω     -6.00  25.00   0.50    0.40    --  -46.95  19.00-150.00   62
 23  ω    -17.00  16.00   0.50    0.40    --  -46.95  19.00-180.00   66
 24  ω    -63.00 -31.00   0.50    1.00    -- -102.00  65.00-125.00   64
 25  ω    -56.00 -29.00   0.50    1.00    -- -102.00 125.00 -60.00   54
 26  ω    -64.00  20.00   0.50    0.40    --  -46.95  65.00-125.00  168
 27  ω    -58.00 -31.00   0.50    1.00    -- -102.00  61.00  30.00   54
 28  ω    -64.00 -39.00   0.50    1.00    -- -102.00  61.00  90.00   50
 29  ω    -68.00 -30.00   0.50    1.00    -- -102.00  61.00 -30.00   76
 30  ω   -112.00 -71.00   0.50    1.00    -- -102.00 125.00 -60.00   82
 31  ω   -114.00 -29.00   0.50    1.00    -- -102.00 125.00 150.00  170
 32  ω    -84.00 -34.00   0.50    0.40    --  -46.95 -65.00  99.00  100
 33  ω    -15.00  20.00   0.50    0.40    --   46.95 -19.00-180.00   70
 34  ω   -118.00 -93.00   0.50    1.00    -- -102.00 -45.00-180.00   50
 35  ω   -171.00-129.00   0.50    1.00    -- -102.00 -45.00-180.00   84
 36  ω   -175.00 -78.00   0.50    1.00    -- -102.00-125.00-120.00  194
 37  ω   -172.00-147.00   0.50    1.00    -- -102.00 -15.00  60.00   50
 38  ω   -158.00 -84.00   0.50    1.00    -- -102.00 -65.00  99.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1048481000
_diffrn_orient_matrix_UB_12      -0.0233866000
_diffrn_orient_matrix_UB_13      0.0887478000
_diffrn_orient_matrix_UB_21      -0.0020081000
_diffrn_orient_matrix_UB_22      -0.1147225000
_diffrn_orient_matrix_UB_23      -0.0207631000
_diffrn_orient_matrix_UB_31      0.0817243000
_diffrn_orient_matrix_UB_32      -0.0304210000
_diffrn_orient_matrix_UB_33      0.0790467000
_diffrn_oxdiff_digest_frames     
;
01547382bf1349cba26200ff55b775345300048de82
;
_diffrn_oxdiff_digest_hkl        
;
015e85a43a354cd90912711fa522f696142a32
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6551
_reflns_number_total             7740
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.643
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         7740
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.071
_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)+(0.1454P)²+0.4248P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1891
_refine_ls_wR_factor_ref         0.2003
_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 Ternary CH refined with riding coordinates:
 C16(H16), C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C41(H41A,H41B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3A), C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13),
 C14(H14), C19(H19), C20(H20), C22(H22), C23(H23), C27(H27), C28(H28), C29(H29),
  C30(H30), C31(H31), C35(H35), C36(H36), C37(H37), C38(H38), C43(H43),
 C44(H44), C46(H46), C47(H47)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C48(H48A,H48B,H48C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.18603(12) 0.98381(11) 0.95500(11) 0.0226(3) Uani 1 1 d . . . . .
O2 O 0.24064(12) 1.00141(11) 0.72624(11) 0.0244(3) Uani 1 1 d . . . . .
O3 O -0.21565(11) 0.91256(11) 0.88285(11) 0.0205(3) Uani 1 1 d . . . . .
O4 O 0.15681(13) 0.55767(11) 0.53604(11) 0.0267(3) Uani 1 1 d . . . . .
N1 N 0.18924(14) 0.83158(13) 0.88529(13) 0.0192(3) Uani 1 1 d . . . . .
C1 C 0.21664(16) 0.89144(15) 0.95365(15) 0.0193(4) Uani 1 1 d . . . . .
C2 C 0.29036(16) 0.83993(15) 1.02857(15) 0.0197(4) Uani 1 1 d . . . . .
C3 C 0.38238(16) 0.89603(16) 1.04861(16) 0.0219(4) Uani 1 1 d . . . . .
H3A H 0.3971 0.9650 1.0166 0.026 Uiso 1 1 calc R . . . .
C4 C 0.45204(18) 0.84838(17) 1.11672(17) 0.0258(4) Uani 1 1 d . . . . .
H4 H 0.5148 0.8849 1.1290 0.031 Uiso 1 1 calc R . . . .
C5 C 0.42802(19) 0.74633(18) 1.16648(17) 0.0277(5) Uani 1 1 d . . . . .
H5 H 0.4752 0.7146 1.2117 0.033 Uiso 1 1 calc R . . . .
C6 C 0.33440(19) 0.69163(17) 1.14925(17) 0.0269(4) Uani 1 1 d . . . . .
H6 H 0.3175 0.6240 1.1842 0.032 Uiso 1 1 calc R . . . .
C7 C 0.26592(17) 0.73785(16) 1.07985(16) 0.0222(4) Uani 1 1 d . . . . .
H7 H 0.2036 0.7008 1.0674 0.027 Uiso 1 1 calc R . . . .
C8 C 0.10599(16) 0.86379(15) 0.81534(15) 0.0186(4) Uani 1 1 d . . . . .
C9 C 0.14055(17) 0.97159(15) 0.74902(15) 0.0197(4) Uani 1 1 d . . . . .
C10 C 0.04580(17) 1.03580(15) 0.71087(15) 0.0206(4) Uani 1 1 d . . . . .
C11 C 0.07662(19) 1.12564(16) 0.63702(16) 0.0242(4) Uani 1 1 d . . . . .
H11 H 0.1541 1.1417 0.6114 0.029 Uiso 1 1 calc R . . . .
C12 C -0.0076(2) 1.19029(17) 0.60217(17) 0.0282(5) Uani 1 1 d . . . . .
H12 H 0.0129 1.2484 0.5514 0.034 Uiso 1 1 calc R . . . .
C13 C -0.12303(19) 1.16797(17) 0.64341(17) 0.0280(5) Uani 1 1 d . . . . .
H13 H -0.1796 1.2131 0.6222 0.034 Uiso 1 1 calc R . . . .
C14 C -0.15473(18) 1.07936(16) 0.71567(16) 0.0236(4) Uani 1 1 d . . . . .
H14 H -0.2323 1.0654 0.7428 0.028 Uiso 1 1 calc R . . . .
C15 C -0.07074(17) 1.01076(15) 0.74815(15) 0.0197(4) Uani 1 1 d . . . . .
C16 C -0.10548(16) 0.90818(15) 0.81790(15) 0.0196(4) Uani 1 1 d . . . . .
H16 H -0.1113 0.8555 0.7720 0.023 Uiso 1 1 calc R . . . .
C17 C -0.01352(16) 0.87120(15) 0.88270(15) 0.0193(4) Uani 1 1 d . . . . .
H17A H -0.0358 0.8028 0.9223 0.023 Uiso 1 1 calc R . . . .
H17B H -0.0092 0.9196 0.9323 0.023 Uiso 1 1 calc R . . . .
C18 C 0.11280(16) 0.78257(15) 0.73900(15) 0.0192(4) Uani 1 1 d . . . . .
C19 C 0.20315(17) 0.78807(15) 0.65355(16) 0.0210(4) Uani 1 1 d . . . . .
H19 H 0.2558 0.8437 0.6406 0.025 Uiso 1 1 calc R . . . .
C20 C 0.21550(17) 0.71190(16) 0.58785(16) 0.0227(4) Uani 1 1 d . . . . .
H20 H 0.2762 0.7167 0.5314 0.027 Uiso 1 1 calc R . . . .
C21 C 0.13750(17) 0.62832(15) 0.60601(16) 0.0220(4) Uani 1 1 d . . . . .
C22 C 0.04608(17) 0.62216(16) 0.68952(16) 0.0237(4) Uani 1 1 d . . . . .
H22 H -0.0073 0.5672 0.7014 0.028 Uiso 1 1 calc R . . . .
C23 C 0.03490(17) 0.69884(16) 0.75542(16) 0.0229(4) Uani 1 1 d . . . . .
H23 H -0.0260 0.6940 0.8117 0.028 Uiso 1 1 calc R . . . .
C24 C 0.1080(2) 0.45500(17) 0.56966(18) 0.0295(5) Uani 1 1 d . . . . .
H24A H 0.1375 0.4099 0.5191 0.044 Uiso 1 1 calc GR . . . .
H24B H 0.0255 0.4585 0.5763 0.044 Uiso 1 1 calc GR . . . .
H24C H 0.1281 0.4275 0.6362 0.044 Uiso 1 1 calc GR . . . .
O5 O 0.69217(12) 0.53212(11) 0.95756(11) 0.0232(3) Uani 1 1 d . . . . .
O6 O 0.75526(12) 0.59368(12) 0.72623(12) 0.0263(3) Uani 1 1 d . . . . .
O7 O 0.28946(11) 0.61914(11) 0.87551(11) 0.0206(3) Uani 1 1 d . . . . .
O8 O 0.60851(13) 1.07883(12) 0.54257(12) 0.0289(3) Uani 1 1 d . . . . .
N2 N 0.68753(14) 0.70552(13) 0.89303(13) 0.0194(3) Uani 1 1 d . . . . .
C25 C 0.71907(16) 0.62462(15) 0.95904(15) 0.0205(4) Uani 1 1 d . . . . .
C26 C 0.79219(16) 0.65305(15) 1.03342(15) 0.0193(4) Uani 1 1 d . . . . .
C27 C 0.76851(17) 0.74024(15) 1.08522(16) 0.0217(4) Uani 1 1 d . . . . .
H27 H 0.7046 0.7812 1.0751 0.026 Uiso 1 1 calc R . . . .
C28 C 0.83976(18) 0.76631(16) 1.15189(16) 0.0251(4) Uani 1 1 d . . . . .
H28 H 0.8228 0.8237 1.1874 0.030 Uiso 1 1 calc R . . . .
C29 C 0.93655(18) 0.70641(17) 1.16537(16) 0.0260(4) Uani 1 1 d . . . . .
H29 H 0.9863 0.7253 1.2077 0.031 Uiso 1 1 calc R . . . .
C30 C 0.95891(18) 0.61808(17) 1.11538(17) 0.0257(4) Uani 1 1 d . . . . .
H30 H 1.0230 0.5774 1.1254 0.031 Uiso 1 1 calc R . . . .
C31 C 0.88661(17) 0.59045(16) 1.05099(16) 0.0220(4) Uani 1 1 d . . . . .
H31 H 0.9008 0.5302 1.0194 0.026 Uiso 1 1 calc R . . . .
C32 C 0.60809(16) 0.69376(15) 0.82063(15) 0.0198(4) Uani 1 1 d . . . . .
C33 C 0.65226(17) 0.60973(15) 0.75059(15) 0.0216(4) Uani 1 1 d . . . . .
C34 C 0.56387(17) 0.55160(15) 0.71052(15) 0.0206(4) Uani 1 1 d . . . . .
C35 C 0.60300(18) 0.48327(15) 0.63811(15) 0.0223(4) Uani 1 1 d . . . . .
H35 H 0.6817 0.4780 0.6137 0.027 Uiso 1 1 calc R . . . .
C36 C 0.52563(19) 0.42391(16) 0.60297(16) 0.0258(4) Uani 1 1 d . . . . .
H36 H 0.5519 0.3800 0.5536 0.031 Uiso 1 1 calc R . . . .
C37 C 0.40785(19) 0.42951(16) 0.64126(17) 0.0261(4) Uani 1 1 d . . . . .
H37 H 0.3560 0.3874 0.6193 0.031 Uiso 1 1 calc R . . . .
C38 C 0.36783(18) 0.49782(16) 0.71207(16) 0.0232(4) Uani 1 1 d . . . . .
H38 H 0.2891 0.5015 0.7371 0.028 Uiso 1 1 calc R . . . .
C39 C 0.44505(17) 0.56106(15) 0.74591(15) 0.0203(4) Uani 1 1 d . . . . .
C40 C 0.40143(16) 0.64272(15) 0.81509(15) 0.0197(4) Uani 1 1 d . . . . .
H40 H 0.3958 0.7089 0.7689 0.024 Uiso 1 1 calc R . . . .
C41 C 0.48831(16) 0.66064(15) 0.88463(15) 0.0191(4) Uani 1 1 d . . . . .
H41A H 0.4954 0.5965 0.9319 0.023 Uiso 1 1 calc R . . . .
H41B H 0.4599 0.7148 0.9267 0.023 Uiso 1 1 calc R . . . .
C42 C 0.60751(16) 0.79865(15) 0.74780(15) 0.0200(4) Uani 1 1 d . . . . .
C43 C 0.69789(17) 0.82742(16) 0.66371(15) 0.0224(4) Uani 1 1 d . . . . .
H43 H 0.7593 0.7820 0.6515 0.027 Uiso 1 1 calc R . . . .
C44 C 0.69758(18) 0.92193(17) 0.59869(16) 0.0246(4) Uani 1 1 d . . . . .
H44 H 0.7592 0.9402 0.5443 0.030 Uiso 1 1 calc R . . . .
C45 C 0.60499(17) 0.99004(16) 0.61455(16) 0.0224(4) Uani 1 1 d . . . . .
C46 C 0.51532(17) 0.96421(16) 0.69859(16) 0.0225(4) Uani 1 1 d . . . . .
H46 H 0.4541 1.0098 0.7106 0.027 Uiso 1 1 calc R . . . .
C47 C 0.51799(17) 0.87001(16) 0.76424(16) 0.0216(4) Uani 1 1 d . . . . .
H47 H 0.4584 0.8538 0.8210 0.026 Uiso 1 1 calc R . . . .
C48 C 0.5105(2) 1.14562(17) 0.55330(18) 0.0292(5) Uani 1 1 d . . . . .
H48A H 0.5158 1.1974 0.4921 0.044 Uiso 1 1 calc GR . . . .
H48B H 0.5086 1.1800 0.6139 0.044 Uiso 1 1 calc GR . . . .
H48C H 0.4414 1.1044 0.5611 0.044 Uiso 1 1 calc GR . . . .
H7A H 0.298(3) 0.563(3) 0.929(3) 0.063(10) Uiso 1 1 d . . . . .
H3 H -0.207(3) 0.949(3) 0.933(3) 0.057(10) Uiso 1 1 d . . . . .
H1 H 0.214(2) 0.767(2) 0.888(2) 0.023(6) Uiso 1 1 d . . . . .
H2 H 0.714(2) 0.770(2) 0.899(2) 0.025(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.239(2) . ?
O2 C9 1.217(2) . ?
O3 C16 1.427(2) . ?
O3 H3 0.89(4) . ?
O4 C21 1.371(2) . ?
O4 C24 1.426(3) . ?
N1 C1 1.344(3) . ?
N1 C8 1.472(2) . ?
N1 H1 0.88(3) . ?
C1 C2 1.501(3) . ?
C2 C3 1.392(3) . ?
C2 C7 1.396(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.389(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.385(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.546(3) . ?
C8 C17 1.534(3) . ?
C8 C18 1.540(3) . ?
C9 C10 1.493(3) . ?
C10 C11 1.404(3) . ?
C10 C15 1.399(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.398(3) . ?
C15 C16 1.511(3) . ?
C16 H16 0.9800 . ?
C16 C17 1.520(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.397(3) . ?
C18 C23 1.392(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.385(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(3) . ?
C21 C22 1.388(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.393(3) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
O5 C25 1.240(2) . ?
O6 C33 1.221(2) . ?
O7 C40 1.426(2) . ?
O7 H7A 0.95(4) . ?
O8 C45 1.369(2) . ?
O8 C48 1.428(3) . ?
N2 C25 1.347(3) . ?
N2 C32 1.467(3) . ?
N2 H2 0.91(3) . ?
C25 C26 1.493(3) . ?
C26 C27 1.394(3) . ?
C26 C31 1.396(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.388(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.390(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.392(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.381(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.545(3) . ?
C32 C41 1.540(3) . ?
C32 C42 1.538(3) . ?
C33 C34 1.498(3) . ?
C34 C35 1.401(3) . ?
C34 C39 1.404(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.375(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.394(3) . ?
C37 H37 0.9300 . ?
C37 C38 1.388(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.396(3) . ?
C39 C40 1.512(3) . ?
C40 H40 0.9800 . ?
C40 C41 1.524(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 C43 1.402(3) . ?
C42 C47 1.397(3) . ?
C43 H43 0.9300 . ?
C43 C44 1.381(3) . ?
C44 H44 0.9300 . ?
C44 C45 1.395(3) . ?
C45 C46 1.391(3) . ?
C46 H46 0.9300 . ?
C46 C47 1.385(3) . ?
C47 H47 0.9300 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 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
C16 O3 H3 107(2) . . ?
C21 O4 C24 117.26(16) . . ?
C1 N1 C8 123.07(16) . . ?
C1 N1 H1 119.3(17) . . ?
C8 N1 H1 117.1(17) . . ?
O1 C1 N1 123.39(18) . . ?
O1 C1 C2 121.06(18) . . ?
N1 C1 C2 115.54(16) . . ?
C3 C2 C1 119.24(18) . . ?
C3 C2 C7 119.98(18) . . ?
C7 C2 C1 120.76(18) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 C2 119.58(19) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.42(19) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.8(2) . . ?
C7 C6 H6 120.1 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.06(19) . . ?
C6 C7 H7 120.0 . . ?
N1 C8 C9 110.76(16) . . ?
N1 C8 C17 108.43(15) . . ?
N1 C8 C18 106.82(14) . . ?
C17 C8 C9 109.50(15) . . ?
C17 C8 C18 114.09(16) . . ?
C18 C8 C9 107.22(15) . . ?
O2 C9 C8 121.65(17) . . ?
O2 C9 C10 121.47(18) . . ?
C10 C9 C8 116.84(16) . . ?
C11 C10 C9 117.89(18) . . ?
C15 C10 C9 122.28(17) . . ?
C15 C10 C11 119.81(18) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.3(2) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.58(19) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.67(19) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.33(19) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C16 120.40(16) . . ?
C14 C15 C10 119.11(18) . . ?
C14 C15 C16 120.41(18) . . ?
O3 C16 C15 112.76(15) . . ?
O3 C16 H16 107.1 . . ?
O3 C16 C17 111.12(15) . . ?
C15 C16 H16 107.1 . . ?
C15 C16 C17 111.30(16) . . ?
C17 C16 H16 107.1 . . ?
C8 C17 H17A 109.1 . . ?
C8 C17 H17B 109.1 . . ?
C16 C17 C8 112.66(15) . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C19 C18 C8 119.93(17) . . ?
C23 C18 C8 121.98(17) . . ?
C23 C18 C19 117.99(18) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 120.97(18) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.25(18) . . ?
C21 C20 H20 119.9 . . ?
O4 C21 C20 115.69(17) . . ?
O4 C21 C22 124.56(18) . . ?
C22 C21 C20 119.73(18) . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.52(19) . . ?
C23 C22 H22 120.2 . . ?
C18 C23 C22 121.53(18) . . ?
C18 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C40 O7 H7A 107(2) . . ?
C45 O8 C48 116.83(16) . . ?
C25 N2 C32 123.06(17) . . ?
C25 N2 H2 115.9(16) . . ?
C32 N2 H2 120.9(16) . . ?
O5 C25 N2 123.02(18) . . ?
O5 C25 C26 121.49(17) . . ?
N2 C25 C26 115.47(17) . . ?
C27 C26 C25 121.65(17) . . ?
C27 C26 C31 119.52(18) . . ?
C31 C26 C25 118.84(17) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 C26 120.36(18) . . ?
C28 C27 H27 119.8 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.81(19) . . ?
C29 C28 H28 120.1 . . ?
C28 C29 H29 120.1 . . ?
C28 C29 C30 119.82(19) . . ?
C30 C29 H29 120.1 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.47(19) . . ?
C31 C30 H30 119.8 . . ?
C26 C31 H31 120.0 . . ?
C30 C31 C26 119.92(19) . . ?
C30 C31 H31 120.0 . . ?
N2 C32 C33 110.46(15) . . ?
N2 C32 C41 108.90(15) . . ?
N2 C32 C42 107.67(16) . . ?
C41 C32 C33 109.55(16) . . ?
C42 C32 C33 106.97(15) . . ?
C42 C32 C41 113.27(15) . . ?
O6 C33 C32 121.35(18) . . ?
O6 C33 C34 121.35(17) . . ?
C34 C33 C32 117.27(16) . . ?
C35 C34 C33 117.96(18) . . ?
C35 C34 C39 119.89(19) . . ?
C39 C34 C33 122.11(17) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.30(19) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.09(19) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.2(2) . . ?
C38 C37 H37 119.9 . . ?
C37 C38 H38 119.8 . . ?
C37 C38 C39 120.38(19) . . ?
C39 C38 H38 119.8 . . ?
C34 C39 C40 120.23(18) . . ?
C38 C39 C34 119.08(18) . . ?
C38 C39 C40 120.61(17) . . ?
O7 C40 C39 113.49(16) . . ?
O7 C40 H40 107.1 . . ?
O7 C40 C41 111.21(15) . . ?
C39 C40 H40 107.1 . . ?
C39 C40 C41 110.43(15) . . ?
C41 C40 H40 107.1 . . ?
C32 C41 H41A 109.2 . . ?
C32 C41 H41B 109.2 . . ?
C40 C41 C32 112.24(16) . . ?
C40 C41 H41A 109.2 . . ?
C40 C41 H41B 109.2 . . ?
H41A C41 H41B 107.9 . . ?
C43 C42 C32 121.37(16) . . ?
C47 C42 C32 121.22(17) . . ?
C47 C42 C43 117.39(18) . . ?
C42 C43 H43 119.3 . . ?
C44 C43 C42 121.31(18) . . ?
C44 C43 H43 119.3 . . ?
C43 C44 H44 120.0 . . ?
C43 C44 C45 120.10(19) . . ?
C45 C44 H44 120.0 . . ?
O8 C45 C44 116.12(18) . . ?
O8 C45 C46 124.20(18) . . ?
C46 C45 C44 119.67(19) . . ?
C45 C46 H46 120.3 . . ?
C47 C46 C45 119.48(18) . . ?
C47 C46 H46 120.3 . . ?
C42 C47 H47 119.0 . . ?
C46 C47 C42 121.98(19) . . ?
C46 C47 H47 119.0 . . ?
O8 C48 H48A 109.5 . . ?
O8 C48 H48B 109.5 . . ?
O8 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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 -42.2(3) . . . . ?
O1 C1 C2 C7 136.2(2) . . . . ?
O2 C9 C10 C11 7.9(3) . . . . ?
O2 C9 C10 C15 -170.43(18) . . . . ?
O3 C16 C17 C8 179.08(15) . . . . ?
O4 C21 C22 C23 -179.75(18) . . . . ?
N1 C1 C2 C3 136.44(19) . . . . ?
N1 C1 C2 C7 -45.1(2) . . . . ?
N1 C8 C9 O2 27.9(2) . . . . ?
N1 C8 C9 C10 -154.23(16) . . . . ?
N1 C8 C17 C16 177.79(15) . . . . ?
N1 C8 C18 C19 -78.8(2) . . . . ?
N1 C8 C18 C23 97.4(2) . . . . ?
C1 N1 C8 C9 55.2(2) . . . . ?
C1 N1 C8 C17 -65.0(2) . . . . ?
C1 N1 C8 C18 171.59(17) . . . . ?
C1 C2 C3 C4 -179.08(17) . . . . ?
C1 C2 C7 C6 -179.61(18) . . . . ?
C2 C3 C4 C5 -1.7(3) . . . . ?
C3 C2 C7 C6 -1.2(3) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C4 C5 C6 C7 1.7(3) . . . . ?
C5 C6 C7 C2 -0.9(3) . . . . ?
C7 C2 C3 C4 2.4(3) . . . . ?
C8 N1 C1 O1 -9.4(3) . . . . ?
C8 N1 C1 C2 171.93(16) . . . . ?
C8 C9 C10 C11 -169.94(17) . . . . ?
C8 C9 C10 C15 11.7(3) . . . . ?
C8 C18 C19 C20 175.63(17) . . . . ?
C8 C18 C23 C22 -175.93(17) . . . . ?
C9 C8 C17 C16 56.8(2) . . . . ?
C9 C8 C18 C19 40.0(2) . . . . ?
C9 C8 C18 C23 -143.83(18) . . . . ?
C9 C10 C11 C12 -177.39(18) . . . . ?
C9 C10 C15 C14 174.52(18) . . . . ?
C9 C10 C15 C16 -8.8(3) . . . . ?
C10 C11 C12 C13 2.3(3) . . . . ?
C10 C15 C16 O3 155.15(17) . . . . ?
C10 C15 C16 C17 29.5(2) . . . . ?
C11 C10 C15 C14 -3.8(3) . . . . ?
C11 C10 C15 C16 172.96(18) . . . . ?
C11 C12 C13 C14 -2.7(3) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
C13 C14 C15 C10 3.3(3) . . . . ?
C13 C14 C15 C16 -173.38(18) . . . . ?
C14 C15 C16 O3 -28.2(2) . . . . ?
C14 C15 C16 C17 -153.84(18) . . . . ?
C15 C10 C11 C12 1.0(3) . . . . ?
C15 C16 C17 C8 -54.3(2) . . . . ?
C17 C8 C9 O2 147.48(18) . . . . ?
C17 C8 C9 C10 -34.7(2) . . . . ?
C17 C8 C18 C19 161.44(17) . . . . ?
C17 C8 C18 C23 -22.4(2) . . . . ?
C18 C8 C9 O2 -88.3(2) . . . . ?
C18 C8 C9 C10 89.57(18) . . . . ?
C18 C8 C17 C16 -63.3(2) . . . . ?
C18 C19 C20 C21 0.1(3) . . . . ?
C19 C18 C23 C22 0.3(3) . . . . ?
C19 C20 C21 O4 179.51(17) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
C20 C21 C22 C23 -1.3(3) . . . . ?
C21 C22 C23 C18 0.7(3) . . . . ?
C23 C18 C19 C20 -0.7(3) . . . . ?
C24 O4 C21 C20 158.34(18) . . . . ?
C24 O4 C21 C22 -23.1(3) . . . . ?
O5 C25 C26 C27 -138.8(2) . . . . ?
O5 C25 C26 C31 41.3(3) . . . . ?
O6 C33 C34 C35 -4.4(3) . . . . ?
O6 C33 C34 C39 173.37(18) . . . . ?
O7 C40 C41 C32 -176.04(14) . . . . ?
O8 C45 C46 C47 177.17(19) . . . . ?
N2 C25 C26 C27 42.8(3) . . . . ?
N2 C25 C26 C31 -137.12(19) . . . . ?
N2 C32 C33 O6 -30.2(2) . . . . ?
N2 C32 C33 C34 152.01(17) . . . . ?
N2 C32 C41 C40 -177.87(15) . . . . ?
N2 C32 C42 C43 77.6(2) . . . . ?
N2 C32 C42 C47 -101.0(2) . . . . ?
C25 N2 C32 C33 -55.2(2) . . . . ?
C25 N2 C32 C41 65.1(2) . . . . ?
C25 N2 C32 C42 -171.72(17) . . . . ?
C25 C26 C27 C28 -178.34(18) . . . . ?
C25 C26 C31 C30 176.77(18) . . . . ?
C26 C27 C28 C29 1.3(3) . . . . ?
C27 C26 C31 C30 -3.1(3) . . . . ?
C27 C28 C29 C30 -2.7(3) . . . . ?
C28 C29 C30 C31 1.1(3) . . . . ?
C29 C30 C31 C26 1.8(3) . . . . ?
C31 C26 C27 C28 1.6(3) . . . . ?
C32 N2 C25 O5 6.8(3) . . . . ?
C32 N2 C25 C26 -174.79(16) . . . . ?
C32 C33 C34 C35 173.36(16) . . . . ?
C32 C33 C34 C39 -8.9(3) . . . . ?
C32 C42 C43 C44 -179.63(18) . . . . ?
C32 C42 C47 C46 -179.13(18) . . . . ?
C33 C32 C41 C40 -57.0(2) . . . . ?
C33 C32 C42 C43 -41.1(2) . . . . ?
C33 C32 C42 C47 140.24(19) . . . . ?
C33 C34 C35 C36 176.62(18) . . . . ?
C33 C34 C39 C38 -174.52(17) . . . . ?
C33 C34 C39 C40 8.7(3) . . . . ?
C34 C35 C36 C37 -1.6(3) . . . . ?
C34 C39 C40 O7 -157.81(17) . . . . ?
C34 C39 C40 C41 -32.2(2) . . . . ?
C35 C34 C39 C38 3.2(3) . . . . ?
C35 C34 C39 C40 -173.57(17) . . . . ?
C35 C36 C37 C38 2.4(3) . . . . ?
C36 C37 C38 C39 -0.3(3) . . . . ?
C37 C38 C39 C34 -2.5(3) . . . . ?
C37 C38 C39 C40 174.31(18) . . . . ?
C38 C39 C40 O7 25.5(2) . . . . ?
C38 C39 C40 C41 151.12(18) . . . . ?
C39 C34 C35 C36 -1.2(3) . . . . ?
C39 C40 C41 C32 57.0(2) . . . . ?
C41 C32 C33 O6 -150.18(18) . . . . ?
C41 C32 C33 C34 32.1(2) . . . . ?
C41 C32 C42 C43 -161.95(18) . . . . ?
C41 C32 C42 C47 19.4(3) . . . . ?
C42 C32 C33 O6 86.7(2) . . . . ?
C42 C32 C33 C34 -91.08(19) . . . . ?
C42 C32 C41 C40 62.4(2) . . . . ?
C42 C43 C44 C45 -1.4(3) . . . . ?
C43 C42 C47 C46 2.2(3) . . . . ?
C43 C44 C45 O8 -176.08(18) . . . . ?
C43 C44 C45 C46 2.6(3) . . . . ?
C44 C45 C46 C47 -1.3(3) . . . . ?
C45 C46 C47 C42 -1.1(3) . . . . ?
C47 C42 C43 C44 -1.0(3) . . . . ?
C48 O8 C45 C44 175.63(18) . . . . ?
C48 O8 C45 C46 -2.9(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 1.837
_oxdiff_exptl_absorpt_empirical_full_min 0.482
