# 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_9aa
_database_code_depnum_ccdc_archive 'CCDC 2035719'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H14 N O2'
_chemical_formula_weight         300.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2244(19)
_cell_length_b                   12.002(2)
_cell_length_c                   11.899(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.971(3)
_cell_angle_gamma                90
_cell_volume                     1599.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3244
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      27.14

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8299
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.413
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2973
_reflns_number_gt                2220
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1090P)²+0.1674P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2973
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1511
_refine_ls_wR_factor_gt          0.1379
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_restrained_S_all      0.930
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8427(2) -0.03327(18) 0.3698(2) 0.0772(6) Uani 1 1 d . . . . .
H1 H 0.9056 -0.0826 0.3850 0.093 Uiso 1 1 calc R U . . .
C2 C 0.8650(2) 0.07822(19) 0.3569(2) 0.0790(6) Uani 1 1 d . . . . .
H2 H 0.9432 0.1044 0.3629 0.095 Uiso 1 1 calc R U . . .
C3 C 0.77241(17) 0.15086(16) 0.33523(17) 0.0676(5) Uani 1 1 d . . . . .
H3 H 0.7879 0.2265 0.3278 0.081 Uiso 1 1 calc R U . . .
C4 C 0.65596(16) 0.11286(13) 0.32436(14) 0.0525(4) Uani 1 1 d . . . . .
C5 C 0.63514(18) -0.00030(14) 0.33671(18) 0.0654(5) Uani 1 1 d . . . . .
H5 H 0.5576 -0.0279 0.3290 0.078 Uiso 1 1 calc R U . . .
C6 C 0.7295(2) -0.07134(16) 0.3604(2) 0.0775(6) Uani 1 1 d . . . . .
H6 H 0.7150 -0.1469 0.3700 0.093 Uiso 1 1 calc R U . . .
C7 C 0.56047(16) 0.18970(14) 0.30096(14) 0.0534(4) Uani 1 1 d . . . . .
C8 C 0.48524(15) 0.25882(13) 0.28080(14) 0.0500(4) Uani 1 1 d . . . . .
C9 C 0.40063(13) 0.34543(12) 0.25504(13) 0.0456(4) Uani 1 1 d . . . . .
C10 C 0.40264(12) 0.44322(12) 0.31958(13) 0.0434(4) Uani 1 1 d . . . . .
C11 C 0.32247(14) 0.52684(14) 0.28826(15) 0.0541(4) Uani 1 1 d . . . . .
H11 H 0.3223 0.5920 0.3306 0.065 Uiso 1 1 calc R U . . .
C12 C 0.24269(15) 0.51552(18) 0.19550(17) 0.0636(5) Uani 1 1 d . . . . .
H12 H 0.1908 0.5736 0.1749 0.076 Uiso 1 1 calc R U . . .
C13 C 0.23949(16) 0.41980(19) 0.13401(16) 0.0669(5) Uani 1 1 d . . . . .
H13 H 0.1843 0.4117 0.0726 0.080 Uiso 1 1 calc R U . . .
C14 C 0.31765(16) 0.33572(15) 0.16280(15) 0.0592(5) Uani 1 1 d . . . . .
H14 H 0.3155 0.2708 0.1201 0.071 Uiso 1 1 calc R U . . .
C15 C 0.48880(13) 0.45010(11) 0.42169(13) 0.0413(4) Uani 1 1 d . . . . .
H15 H 0.5459 0.3888 0.4167 0.050 Uiso 1 1 calc R U . . .
C16 C 0.56148(13) 0.55579(12) 0.45712(13) 0.0431(4) Uani 1 1 d . . . . .
C17 C 0.53015(14) 0.66097(14) 0.40125(15) 0.0519(4) Uani 1 1 d . . . . .
C18 C 0.69616(14) 0.53576(15) 0.45990(14) 0.0503(4) Uani 1 1 d . . . . .
C19 C 0.88375(17) 0.6221(3) 0.4911(2) 0.1069(10) Uani 1 1 d . . . . .
H19 H 0.9313 0.6104 0.4312 0.128 Uiso 1 1 calc R U . A 1
C20 C 0.9280(5) 0.6333(14) 0.5963(5) 0.092(4) Uani 0.468(18) 1 d . . P B 1
H20A H 0.8876 0.6930 0.6317 0.137 Uiso 0.468(18) 1 calc R U P B 1
H20B H 1.0117 0.6498 0.5971 0.137 Uiso 0.468(18) 1 calc R U P B 1
H20C H 0.9168 0.5652 0.6367 0.137 Uiso 0.468(18) 1 calc R U P B 1
N1 N 0.50327(15) 0.74368(13) 0.36111(16) 0.0747(5) Uani 1 1 d . . . . .
O1 O 0.73967(11) 0.44600(11) 0.45269(13) 0.0726(4) Uani 1 1 d . . . . .
O2 O 0.75463(10) 0.62949(11) 0.47713(12) 0.0672(4) Uani 1 1 d . . . . .
C20' C 0.9325(7) 0.7011(10) 0.5647(13) 0.132(3) Uani 0.532(18) 1 d . . P B 2
H20D H 0.9045 0.7736 0.5414 0.198 Uiso 0.532(18) 1 calc R U P B 2
H20E H 1.0180 0.6988 0.5647 0.198 Uiso 0.532(18) 1 calc R U P B 2
H20F H 0.9090 0.6859 0.6392 0.198 Uiso 0.532(18) 1 calc R U P B 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.347(3) . ?
C1 C2 1.372(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(2) . ?
C4 C7 1.427(2) . ?
C5 C6 1.373(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.196(2) . ?
C8 C9 1.427(2) . ?
C9 C14 1.394(2) . ?
C9 C10 1.402(2) . ?
C10 C11 1.382(2) . ?
C10 C15 1.502(2) . ?
C11 C12 1.379(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.361(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.365(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.551(2) . ?
C15 C16 1.586(2) 3_666 ?
C15 H15 0.9800 . ?
C16 C17 1.458(2) . ?
C16 C18 1.529(2) . ?
C16 C15 1.586(2) 3_666 ?
C17 N1 1.133(2) . ?
C18 O1 1.1883(19) . ?
C18 O2 1.311(2) . ?
C19 C20 1.321(6) . ?
C19 C20' 1.378(7) . ?
C19 O2 1.450(2) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 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
C6 C1 C2 120.0(2) . . ?
C6 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.60(18) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 118.57(16) . . ?
C3 C4 C7 119.86(15) . . ?
C5 C4 C7 121.57(17) . . ?
C6 C5 C4 119.75(19) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C1 C6 C5 121.0(2) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C8 C7 C4 176.23(18) . . ?
C7 C8 C9 176.79(17) . . ?
C14 C9 C10 119.06(15) . . ?
C14 C9 C8 120.43(14) . . ?
C10 C9 C8 120.46(13) . . ?
C11 C10 C9 118.35(14) . . ?
C11 C10 C15 123.30(13) . . ?
C9 C10 C15 118.31(13) . . ?
C10 C11 C12 121.26(17) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 120.33(17) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.76(16) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C9 121.22(16) . . ?
C13 C14 H14 119.4 . . ?
C9 C14 H14 119.4 . . ?
C10 C15 C16 124.20(12) . . ?
C10 C15 C16 118.90(12) . 3_666 ?
C16 C15 C16 90.17(11) . 3_666 ?
C10 C15 H15 107.3 . . ?
C16 C15 H15 107.3 . . ?
C16 C15 H15 107.3 3_666 . ?
C17 C16 C18 110.67(13) . . ?
C17 C16 C15 118.59(12) . . ?
C18 C16 C15 112.21(12) . . ?
C17 C16 C15 111.30(12) . 3_666 ?
C18 C16 C15 112.76(12) . 3_666 ?
C15 C16 C15 89.83(11) . 3_666 ?
N1 C17 C16 177.4(2) . . ?
O1 C18 O2 125.82(15) . . ?
O1 C18 C16 123.49(15) . . ?
O2 C18 C16 110.60(14) . . ?
C20 C19 O2 114.2(3) . . ?
C20' C19 O2 112.4(4) . . ?
C20 C19 H19 122.9 . . ?
O2 C19 H19 122.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 O2 C19 116.78(17) . . ?
C19 C20' H20D 109.5 . . ?
C19 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C19 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 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
C6 C1 C2 C3 0.5(4) . . . . ?
C1 C2 C3 C4 -1.0(3) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C2 C3 C4 C7 -179.55(18) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C7 C4 C5 C6 -179.32(18) . . . . ?
C2 C1 C6 C5 0.7(4) . . . . ?
C4 C5 C6 C1 -1.3(3) . . . . ?
C14 C9 C10 C11 -0.6(2) . . . . ?
C8 C9 C10 C11 177.08(15) . . . . ?
C14 C9 C10 C15 177.24(14) . . . . ?
C8 C9 C10 C15 -5.1(2) . . . . ?
C9 C10 C11 C12 -0.5(2) . . . . ?
C15 C10 C11 C12 -178.16(16) . . . . ?
C10 C11 C12 C13 1.6(3) . . . . ?
C11 C12 C13 C14 -1.6(3) . . . . ?
C12 C13 C14 C9 0.5(3) . . . . ?
C10 C9 C14 C13 0.5(3) . . . . ?
C8 C9 C14 C13 -177.11(16) . . . . ?
C11 C10 C15 C16 -42.6(2) . . . . ?
C9 C10 C15 C16 139.71(14) . . . . ?
C11 C10 C15 C16 69.70(19) . . . 3_666 ?
C9 C10 C15 C16 -108.00(15) . . . 3_666 ?
C10 C15 C16 C17 11.6(2) . . . . ?
C16 C15 C16 C17 -114.34(16) 3_666 . . . ?
C10 C15 C16 C18 -119.48(15) . . . . ?
C16 C15 C16 C18 114.62(14) 3_666 . . . ?
C10 C15 C16 C15 125.90(16) . . . 3_666 ?
C16 C15 C16 C15 0.0 3_666 . . 3_666 ?
C17 C16 C18 O1 -145.67(17) . . . . ?
C15 C16 C18 O1 -10.7(2) . . . . ?
C15 C16 C18 O1 88.9(2) 3_666 . . . ?
C17 C16 C18 O2 37.67(18) . . . . ?
C15 C16 C18 O2 172.61(13) . . . . ?
C15 C16 C18 O2 -87.73(16) 3_666 . . . ?
O1 C18 O2 C19 -1.5(3) . . . . ?
C16 C18 O2 C19 175.06(17) . . . . ?
C20 C19 O2 C18 -104.4(8) . . . . ?
C20' C19 O2 C18 -146.8(8) . . . . ?

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_3aa
_database_code_depnum_ccdc_archive 'CCDC 2035710'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H18 N2 O'
_chemical_formula_weight         338.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.6019(8)
_cell_length_b                   26.579(3)
_cell_length_c                   9.0787(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.982(2)
_cell_angle_gamma                90
_cell_volume                     1811.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2052
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.05

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9111
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.740
_diffrn_reflns_theta_max         24.990
_diffrn_reflns_theta_full        24.990
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3174
_reflns_number_gt                1970
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0720P)²+0.0540P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3174
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0930
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1308
_refine_ls_wR_factor_gt          0.1071
_refine_ls_goodness_of_fit_ref   0.915
_refine_ls_restrained_S_all      0.915
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1347(3) 0.26124(10) 0.7937(3) 0.0616(7) Uani 1 1 d . . . . .
H1A H -0.243630 0.244994 0.789979 0.074 Uiso 1 1 calc R U . . .
C2 C -0.0472(3) 0.26050(9) 0.6722(3) 0.0585(7) Uani 1 1 d . . . . .
H2A H -0.097049 0.243454 0.586274 0.070 Uiso 1 1 calc R U . . .
C3 C 0.1132(3) 0.28473(9) 0.6765(2) 0.0494(6) Uani 1 1 d . . . . .
H3A H 0.171524 0.283916 0.593805 0.059 Uiso 1 1 calc R U . . .
C4 C 0.1883(3) 0.31035(8) 0.8037(2) 0.0401(5) Uani 1 1 d . . . . .
C5 C 0.0995(3) 0.31072(8) 0.9264(2) 0.0488(6) Uani 1 1 d . . . . .
H5A H 0.148249 0.327695 1.012777 0.059 Uiso 1 1 calc R U . . .
C6 C -0.0601(3) 0.28608(10) 0.9202(3) 0.0589(7) Uani 1 1 d . . . . .
H6A H -0.118251 0.286246 1.003043 0.071 Uiso 1 1 calc R U . . .
C7 C 0.3533(3) 0.33730(9) 0.8070(2) 0.0442(6) Uani 1 1 d . . . . .
C8 C 0.4873(3) 0.36067(9) 0.8045(2) 0.0440(6) Uani 1 1 d . . . . .
C9 C 0.6501(3) 0.38835(8) 0.8087(2) 0.0388(5) Uani 1 1 d . . . . .
C10 C 0.7380(3) 0.39083(7) 0.6836(2) 0.0356(5) Uani 1 1 d . . . . .
C11 C 0.9019(3) 0.41469(8) 0.6998(2) 0.0423(6) Uani 1 1 d . . . . .
H11A H 0.963529 0.415881 0.619014 0.051 Uiso 1 1 calc R U . . .
C12 C 0.9763(3) 0.43677(9) 0.8329(2) 0.0481(6) Uani 1 1 d . . . . .
H12A H 1.086868 0.452389 0.840970 0.058 Uiso 1 1 calc R U . . .
C13 C 0.8872(3) 0.43566(9) 0.9533(2) 0.0517(6) Uani 1 1 d . . . . .
H13A H 0.935783 0.451138 1.042239 0.062 Uiso 1 1 calc R U . . .
C14 C 0.7254(3) 0.41145(9) 0.9413(2) 0.0491(6) Uani 1 1 d . . . . .
H14A H 0.665543 0.410513 1.023047 0.059 Uiso 1 1 calc R U . . .
C15 C 0.6567(2) 0.36592(8) 0.5400(2) 0.0366(5) Uani 1 1 d . . . . .
H15A H 0.670416 0.329476 0.553472 0.044 Uiso 1 1 calc R U . . .
C16 C 0.7208(3) 0.38017(8) 0.3883(2) 0.0389(5) Uani 1 1 d . . . . .
C17 C 0.5196(3) 0.36897(9) 0.3145(2) 0.0438(6) Uani 1 1 d . . . . .
H17A H 0.510221 0.333051 0.290081 0.053 Uiso 1 1 calc R U . . .
C18 C 0.4608(3) 0.37633(8) 0.4666(2) 0.0404(5) Uani 1 1 d . . . . .
H18A H 0.378855 0.349957 0.488915 0.048 Uiso 1 1 calc R U . . .
C19 C 0.7697(3) 0.43275(9) 0.3704(2) 0.0398(5) Uani 1 1 d . . . . .
C20 C 0.8572(3) 0.34788(10) 0.3412(2) 0.0502(6) Uani 1 1 d . . . . .
C21 C 0.3891(3) 0.42866(8) 0.4861(2) 0.0488(6) Uani 1 1 d . . . . .
H21A H 0.486674 0.452515 0.504226 0.059 Uiso 1 1 calc R U . . .
H21B H 0.325960 0.429279 0.571020 0.059 Uiso 1 1 calc R U . . .
C22 C 0.2641(3) 0.44305(10) 0.3458(3) 0.0627(7) Uani 1 1 d . . . . .
H22A H 0.166953 0.419043 0.328066 0.075 Uiso 1 1 calc R U . . .
H22B H 0.213889 0.476028 0.358505 0.075 Uiso 1 1 calc R U . . .
C23 C 0.3616(3) 0.44380(11) 0.2146(3) 0.0670(8) Uani 1 1 d . . . . .
H23A H 0.279225 0.452990 0.126037 0.080 Uiso 1 1 calc R U . . .
H23B H 0.453916 0.469290 0.230552 0.080 Uiso 1 1 calc R U . . .
N1 N 0.9599(3) 0.32186(9) 0.3041(2) 0.0786(7) Uani 1 1 d . . . . .
N2 N 0.8068(3) 0.47325(9) 0.3491(2) 0.0594(6) Uani 1 1 d . . . . .
O1 O 0.4419(2) 0.39565(7) 0.18992(16) 0.0618(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 C6 1.369(3) . ?
C1 C2 1.374(3) . ?
C1 H1A 0.9300 . ?
C2 C3 1.375(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.385(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.390(3) . ?
C4 C7 1.441(3) . ?
C5 C6 1.372(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.196(3) . ?
C8 C9 1.435(3) . ?
C9 C14 1.392(3) . ?
C9 C10 1.406(3) . ?
C10 C11 1.386(3) . ?
C10 C15 1.506(3) . ?
C11 C12 1.383(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.372(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.377(3) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 C18 1.558(3) . ?
C15 C16 1.577(3) . ?
C15 H15A 0.9800 . ?
C16 C19 1.461(3) . ?
C16 C20 1.460(3) . ?
C16 C17 1.599(3) . ?
C17 O1 1.386(2) . ?
C17 C18 1.529(3) . ?
C17 H17A 0.9800 . ?
C18 C21 1.514(3) . ?
C18 H18A 0.9800 . ?
C19 N2 1.137(3) . ?
C20 N1 1.133(3) . ?
C21 C22 1.515(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.498(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O1 1.451(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?

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
C6 C1 C2 119.4(2) . . ?
C6 C1 H1A 120.3 . . ?
C2 C1 H1A 120.3 . . ?
C1 C2 C3 120.6(2) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C2 C3 C4 120.2(2) . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 H3A 119.9 . . ?
C3 C4 C5 118.9(2) . . ?
C3 C4 C7 120.39(19) . . ?
C5 C4 C7 120.7(2) . . ?
C6 C5 C4 120.1(2) . . ?
C6 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
C1 C6 C5 120.8(2) . . ?
C1 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C8 C7 C4 177.3(2) . . ?
C7 C8 C9 177.4(2) . . ?
C14 C9 C10 119.61(19) . . ?
C14 C9 C8 119.07(19) . . ?
C10 C9 C8 121.26(18) . . ?
C11 C10 C9 117.97(18) . . ?
C11 C10 C15 122.23(18) . . ?
C9 C10 C15 119.75(18) . . ?
C12 C11 C10 121.66(19) . . ?
C12 C11 H11A 119.2 . . ?
C10 C11 H11A 119.2 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C14 C13 C12 119.5(2) . . ?
C14 C13 H13A 120.2 . . ?
C12 C13 H13A 120.2 . . ?
C13 C14 C9 121.1(2) . . ?
C13 C14 H14A 119.5 . . ?
C9 C14 H14A 119.5 . . ?
C10 C15 C18 121.86(16) . . ?
C10 C15 C16 120.62(17) . . ?
C18 C15 C16 89.37(14) . . ?
C10 C15 H15A 107.8 . . ?
C18 C15 H15A 107.8 . . ?
C16 C15 H15A 107.8 . . ?
C19 C16 C20 108.97(17) . . ?
C19 C16 C15 116.44(17) . . ?
C20 C16 C15 116.43(17) . . ?
C19 C16 C17 111.97(17) . . ?
C20 C16 C17 116.36(18) . . ?
C15 C16 C17 85.15(14) . . ?
O1 C17 C18 121.58(19) . . ?
O1 C17 C16 120.31(17) . . ?
C18 C17 C16 89.58(14) . . ?
O1 C17 H17A 107.9 . . ?
C18 C17 H17A 107.9 . . ?
C16 C17 H17A 107.9 . . ?
C21 C18 C17 112.62(18) . . ?
C21 C18 C15 116.77(17) . . ?
C17 C18 C15 88.23(14) . . ?
C21 C18 H18A 112.4 . . ?
C17 C18 H18A 112.4 . . ?
C15 C18 H18A 112.4 . . ?
N2 C19 C16 176.6(2) . . ?
N1 C20 C16 178.2(3) . . ?
C18 C21 C22 108.88(18) . . ?
C18 C21 H21A 109.9 . . ?
C22 C21 H21A 109.9 . . ?
C18 C21 H21B 109.9 . . ?
C22 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C23 C22 C21 110.39(19) . . ?
C23 C22 H22A 109.6 . . ?
C21 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
C21 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
O1 C23 C22 112.6(2) . . ?
O1 C23 H23A 109.1 . . ?
C22 C23 H23A 109.1 . . ?
O1 C23 H23B 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C17 O1 C23 117.48(17) . . ?

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
C6 C1 C2 C3 -0.5(4) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C2 C3 C4 C7 -177.8(2) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C7 C4 C5 C6 178.2(2) . . . . ?
C2 C1 C6 C5 0.8(4) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C14 C9 C10 C11 2.7(3) . . . . ?
C8 C9 C10 C11 -174.7(2) . . . . ?
C14 C9 C10 C15 -179.94(19) . . . . ?
C8 C9 C10 C15 2.7(3) . . . . ?
C9 C10 C11 C12 -1.8(3) . . . . ?
C15 C10 C11 C12 -179.02(19) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 1.4(3) . . . . ?
C12 C13 C14 C9 -0.4(4) . . . . ?
C10 C9 C14 C13 -1.7(3) . . . . ?
C8 C9 C14 C13 175.8(2) . . . . ?
C11 C10 C15 C18 -130.5(2) . . . . ?
C9 C10 C15 C18 52.3(3) . . . . ?
C11 C10 C15 C16 -19.8(3) . . . . ?
C9 C10 C15 C16 162.97(18) . . . . ?
C10 C15 C16 C19 -35.5(3) . . . . ?
C18 C15 C16 C19 91.91(19) . . . . ?
C10 C15 C16 C20 95.3(2) . . . . ?
C18 C15 C16 C20 -137.34(19) . . . . ?
C10 C15 C16 C17 -147.61(18) . . . . ?
C18 C15 C16 C17 -20.25(15) . . . . ?
C19 C16 C17 O1 31.1(3) . . . . ?
C20 C16 C17 O1 -95.1(2) . . . . ?
C15 C16 C17 O1 147.7(2) . . . . ?
C19 C16 C17 C18 -95.94(18) . . . . ?
C20 C16 C17 C18 137.82(19) . . . . ?
C15 C16 C17 C18 20.66(15) . . . . ?
O1 C17 C18 C21 -28.5(3) . . . . ?
C16 C17 C18 C21 97.53(18) . . . . ?
O1 C17 C18 C15 -146.86(19) . . . . ?
C16 C17 C18 C15 -20.85(15) . . . . ?
C10 C15 C18 C21 33.0(3) . . . . ?
C16 C15 C18 C21 -93.39(19) . . . . ?
C10 C15 C18 C17 147.52(19) . . . . ?
C16 C15 C18 C17 21.16(15) . . . . ?
C17 C18 C21 C22 45.0(2) . . . . ?
C15 C18 C21 C22 144.91(18) . . . . ?
C18 C21 C22 C23 -61.3(3) . . . . ?
C21 C22 C23 O1 58.6(3) . . . . ?
C18 C17 O1 C23 25.2(3) . . . . ?
C16 C17 O1 C23 -85.2(2) . . . . ?
C22 C23 O1 C17 -39.6(3) . . . . ?

_refine_diff_density_max         0.124
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_7bc
_database_code_depnum_ccdc_archive 'CCDC 2035715'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H27 N O2'
_chemical_formula_weight         481.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   9.9610(12)
_cell_length_b                   11.2201(14)
_cell_length_c                   12.7264(16)
_cell_angle_alpha                70.640(2)
_cell_angle_beta                 86.203(2)
_cell_angle_gamma                74.814(2)
_cell_volume                     1294.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3447
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.47

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6654
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_av_R_equivalents  0.0121
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.745
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4524
_reflns_number_gt                3568
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0792P)²+0.1582P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4524
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1214
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_restrained_S_all      0.953
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.61998(16) 0.31958(15) 0.02124(11) 0.0471(4) Uani 1 1 d . . . . .
H1A H 0.6902 0.3586 0.0255 0.056 Uiso 1 1 calc R U . . .
C2 C 0.62130(18) 0.26602(18) -0.06266(13) 0.0576(4) Uani 1 1 d . . . . .
H2A H 0.6921 0.2699 -0.1142 0.069 Uiso 1 1 calc R U . . .
C3 C 0.5194(2) 0.20742(18) -0.07058(15) 0.0639(5) Uani 1 1 d . . . . .
H3A H 0.5213 0.1708 -0.1266 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4144(2) 0.2034(2) 0.00528(16) 0.0734(6) Uani 1 1 d . . . . .
H4A H 0.3445 0.1644 0.0004 0.088 Uiso 1 1 calc R U . . .
C5 C 0.41250(18) 0.25689(19) 0.08851(14) 0.0619(5) Uani 1 1 d . . . . .
H5A H 0.3407 0.2536 0.1391 0.074 Uiso 1 1 calc R U . . .
C6 C 0.51593(14) 0.31590(13) 0.09859(11) 0.0397(3) Uani 1 1 d . . . . .
C7 C 0.50399(14) 0.38014(13) 0.18700(11) 0.0374(3) Uani 1 1 d . . . . .
H7A H 0.4329 0.4631 0.1600 0.045 Uiso 1 1 calc R U . . .
C8 C 0.46174(13) 0.30681(13) 0.30776(11) 0.0358(3) Uani 1 1 d . . . . .
C9 C 0.55377(14) 0.37756(13) 0.35066(11) 0.0370(3) Uani 1 1 d . . . . .
H9A H 0.4915 0.4602 0.3531 0.044 Uiso 1 1 calc R U . . .
C10 C 0.62842(14) 0.41016(13) 0.23495(11) 0.0374(3) Uani 1 1 d . . . . .
H10A H 0.6220 0.5040 0.2053 0.045 Uiso 1 1 calc R U . . .
C11 C 0.77508(14) 0.33443(14) 0.22394(11) 0.0379(3) Uani 1 1 d . . . . .
C12 C 0.82628(15) 0.20105(15) 0.27352(13) 0.0463(4) Uani 1 1 d . . . . .
H12A H 0.7711 0.1537 0.3229 0.056 Uiso 1 1 calc R U . . .
C13 C 0.95824(16) 0.13670(17) 0.25094(15) 0.0554(4) Uani 1 1 d . . . . .
H13A H 0.9901 0.0468 0.2844 0.067 Uiso 1 1 calc R U . . .
C14 C 1.04260(17) 0.20500(19) 0.17922(15) 0.0604(5) Uani 1 1 d . . . . .
H14A H 1.1304 0.1615 0.1630 0.073 Uiso 1 1 calc R U . . .
C15 C 0.99555(18) 0.3383(2) 0.13183(15) 0.0629(5) Uani 1 1 d . . . . .
H15A H 1.0527 0.3855 0.0849 0.075 Uiso 1 1 calc R U . . .
C16 C 0.86325(16) 0.40243(16) 0.15383(13) 0.0507(4) Uani 1 1 d . . . . .
H16A H 0.8327 0.4926 0.1212 0.061 Uiso 1 1 calc R U . . .
C17 C 0.63061(14) 0.31452(13) 0.46184(11) 0.0380(3) Uani 1 1 d . . . . .
C18 C 0.60424(17) 0.20455(15) 0.54177(12) 0.0478(4) Uani 1 1 d . . . . .
H18A H 0.5396 0.1659 0.5259 0.057 Uiso 1 1 calc R U . . .
C19 C 0.67254(19) 0.15110(17) 0.64489(12) 0.0559(4) Uani 1 1 d . . . . .
H19A H 0.6545 0.0765 0.6967 0.067 Uiso 1 1 calc R U . . .
C20 C 0.76681(18) 0.20794(17) 0.67083(13) 0.0567(4) Uani 1 1 d . . . . .
H20A H 0.8131 0.1715 0.7397 0.068 Uiso 1 1 calc R U . . .
C21 C 0.79236(17) 0.31956(17) 0.59404(13) 0.0522(4) Uani 1 1 d . . . . .
H21A H 0.8546 0.3590 0.6123 0.063 Uiso 1 1 calc R U . . .
C22 C 0.72569(15) 0.37395(14) 0.48931(12) 0.0420(3) Uani 1 1 d . . . . .
C23 C 0.75512(16) 0.49018(15) 0.41168(13) 0.0477(4) Uani 1 1 d . . . . .
C24 C 0.78233(17) 0.58641(15) 0.34739(14) 0.0493(4) Uani 1 1 d . . . . .
C25 C 0.81412(16) 0.69958(14) 0.26670(13) 0.0451(4) Uani 1 1 d . . . . .
C26 C 0.93033(17) 0.68635(17) 0.19922(15) 0.0567(4) Uani 1 1 d . . . . .
H26A H 0.9898 0.6043 0.2084 0.068 Uiso 1 1 calc R U . . .
C27 C 0.95648(18) 0.79542(19) 0.11895(16) 0.0635(5) Uani 1 1 d . . . . .
H27A H 1.0331 0.7863 0.0737 0.076 Uiso 1 1 calc R U . . .
C28 C 0.8698(2) 0.91740(18) 0.10568(15) 0.0637(5) Uani 1 1 d . . . . .
H28A H 0.8877 0.9903 0.0513 0.076 Uiso 1 1 calc R U . . .
C29 C 0.75657(19) 0.93160(16) 0.17277(15) 0.0599(4) Uani 1 1 d . . . . .
H29A H 0.6986 1.0142 0.1641 0.072 Uiso 1 1 calc R U . . .
C30 C 0.72894(17) 0.82343(15) 0.25286(14) 0.0516(4) Uani 1 1 d . . . . .
H30A H 0.6524 0.8337 0.2980 0.062 Uiso 1 1 calc R U . . .
C31 C 0.51124(14) 0.16400(14) 0.33689(11) 0.0372(3) Uani 1 1 d . . . . .
C32 C 0.30664(15) 0.34512(14) 0.33170(12) 0.0404(3) Uani 1 1 d . . . . .
C33 C 0.12097(15) 0.26897(17) 0.43708(14) 0.0545(4) Uani 1 1 d . . . . .
H33A H 0.0612 0.3063 0.3709 0.065 Uiso 1 1 calc R U . . .
H33B H 0.0982 0.3275 0.4809 0.065 Uiso 1 1 calc R U . . .
C34 C 0.10269(19) 0.13756(19) 0.50358(16) 0.0667(5) Uani 1 1 d . . . . .
H34A H 0.0077 0.1452 0.5259 0.100 Uiso 1 1 calc R U . . .
H34B H 0.1259 0.0809 0.4592 0.100 Uiso 1 1 calc R U . . .
H34C H 0.1627 0.1019 0.5685 0.100 Uiso 1 1 calc R U . . .
N1 N 0.54600(14) 0.05394(13) 0.35466(11) 0.0535(3) Uani 1 1 d . . . . .
O1 O 0.23289(12) 0.45115(11) 0.28714(11) 0.0696(4) Uani 1 1 d . . . . .
O2 O 0.26729(10) 0.24888(11) 0.40656(9) 0.0569(3) 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 C6 1.380(2) . ?
C1 C2 1.386(2) . ?
C1 H1A 0.9300 . ?
C2 C3 1.371(2) . ?
C2 H2A 0.9300 . ?
C3 C4 1.375(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.377(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.395(2) . ?
C5 H5A 0.9300 . ?
C6 C7 1.5081(19) . ?
C7 C10 1.5740(19) . ?
C7 C8 1.5727(18) . ?
C7 H7A 0.9800 . ?
C8 C31 1.4712(19) . ?
C8 C32 1.5301(19) . ?
C8 C9 1.5822(19) . ?
C9 C17 1.5114(19) . ?
C9 C10 1.5797(18) . ?
C9 H9A 0.9800 . ?
C10 C11 1.5091(19) . ?
C10 H10A 0.9800 . ?
C11 C12 1.384(2) . ?
C11 C16 1.3948(19) . ?
C12 C13 1.386(2) . ?
C12 H12A 0.9300 . ?
C13 C14 1.378(2) . ?
C13 H13A 0.9300 . ?
C14 C15 1.375(3) . ?
C14 H14A 0.9300 . ?
C15 C16 1.386(2) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.389(2) . ?
C17 C22 1.412(2) . ?
C18 C19 1.388(2) . ?
C18 H18A 0.9300 . ?
C19 C20 1.375(2) . ?
C19 H19A 0.9300 . ?
C20 C21 1.382(2) . ?
C20 H20A 0.9300 . ?
C21 C22 1.398(2) . ?
C21 H21A 0.9300 . ?
C22 C23 1.439(2) . ?
C23 C24 1.203(2) . ?
C24 C25 1.439(2) . ?
C25 C30 1.386(2) . ?
C25 C26 1.401(2) . ?
C26 C27 1.383(2) . ?
C26 H26A 0.9300 . ?
C27 C28 1.376(3) . ?
C27 H27A 0.9300 . ?
C28 C29 1.377(2) . ?
C28 H28A 0.9300 . ?
C29 C30 1.380(2) . ?
C29 H29A 0.9300 . ?
C30 H30A 0.9300 . ?
C31 N1 1.1390(18) . ?
C32 O1 1.1944(17) . ?
C32 O2 1.3105(17) . ?
C33 O2 1.4618(17) . ?
C33 C34 1.489(2) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 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
C6 C1 C2 120.97(15) . . ?
C6 C1 H1A 119.5 . . ?
C2 C1 H1A 119.5 . . ?
C3 C2 C1 120.75(16) . . ?
C3 C2 H2A 119.6 . . ?
C1 C2 H2A 119.6 . . ?
C4 C3 C2 119.20(15) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C5 120.22(17) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C4 C5 C6 121.45(16) . . ?
C4 C5 H5A 119.3 . . ?
C6 C5 H5A 119.3 . . ?
C1 C6 C5 117.42(13) . . ?
C1 C6 C7 123.25(13) . . ?
C5 C6 C7 119.19(13) . . ?
C6 C7 C10 125.09(12) . . ?
C6 C7 C8 118.98(11) . . ?
C10 C7 C8 91.17(10) . . ?
C6 C7 H7A 106.6 . . ?
C10 C7 H7A 106.6 . . ?
C8 C7 H7A 106.6 . . ?
C31 C8 C32 110.02(11) . . ?
C31 C8 C7 112.17(11) . . ?
C32 C8 C7 115.10(11) . . ?
C31 C8 C9 116.86(11) . . ?
C32 C8 C9 114.56(11) . . ?
C7 C8 C9 86.52(9) . . ?
C17 C9 C10 123.73(11) . . ?
C17 C9 C8 121.79(11) . . ?
C10 C9 C8 90.61(10) . . ?
C17 C9 H9A 106.3 . . ?
C10 C9 H9A 106.3 . . ?
C8 C9 H9A 106.3 . . ?
C11 C10 C7 119.01(11) . . ?
C11 C10 C9 120.36(11) . . ?
C7 C10 C9 86.56(9) . . ?
C11 C10 H10A 109.6 . . ?
C7 C10 H10A 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C12 C11 C16 117.48(14) . . ?
C12 C11 C10 124.74(12) . . ?
C16 C11 C10 117.68(13) . . ?
C11 C12 C13 121.23(14) . . ?
C11 C12 H12A 119.4 . . ?
C13 C12 H12A 119.4 . . ?
C14 C13 C12 120.46(16) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C15 C14 C13 119.28(16) . . ?
C15 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
C14 C15 C16 120.23(15) . . ?
C14 C15 H15A 119.9 . . ?
C16 C15 H15A 119.9 . . ?
C15 C16 C11 121.27(16) . . ?
C15 C16 H16A 119.4 . . ?
C11 C16 H16A 119.4 . . ?
C18 C17 C22 118.26(13) . . ?
C18 C17 C9 122.32(12) . . ?
C22 C17 C9 119.28(12) . . ?
C19 C18 C17 121.30(15) . . ?
C19 C18 H18A 119.4 . . ?
C17 C18 H18A 119.4 . . ?
C20 C19 C18 120.32(15) . . ?
C20 C19 H19A 119.8 . . ?
C18 C19 H19A 119.8 . . ?
C19 C20 C21 119.66(15) . . ?
C19 C20 H20A 120.2 . . ?
C21 C20 H20A 120.2 . . ?
C20 C21 C22 120.81(15) . . ?
C20 C21 H21A 119.6 . . ?
C22 C21 H21A 119.6 . . ?
C21 C22 C17 119.61(14) . . ?
C21 C22 C23 119.14(13) . . ?
C17 C22 C23 121.25(13) . . ?
C24 C23 C22 178.76(17) . . ?
C23 C24 C25 177.57(16) . . ?
C30 C25 C26 118.78(15) . . ?
C30 C25 C24 120.64(14) . . ?
C26 C25 C24 120.57(14) . . ?
C27 C26 C25 119.94(16) . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 120.0 . . ?
C28 C27 C26 120.38(17) . . ?
C28 C27 H27A 119.8 . . ?
C26 C27 H27A 119.8 . . ?
C27 C28 C29 120.09(17) . . ?
C27 C28 H28A 120.0 . . ?
C29 C28 H28A 120.0 . . ?
C28 C29 C30 120.10(16) . . ?
C28 C29 H29A 120.0 . . ?
C30 C29 H29A 120.0 . . ?
C29 C30 C25 120.69(15) . . ?
C29 C30 H30A 119.7 . . ?
C25 C30 H30A 119.7 . . ?
N1 C31 C8 176.46(15) . . ?
O1 C32 O2 125.29(14) . . ?
O1 C32 C8 122.87(13) . . ?
O2 C32 C8 111.84(12) . . ?
O2 C33 C34 106.03(13) . . ?
O2 C33 H33A 110.5 . . ?
C34 C33 H33A 110.5 . . ?
O2 C33 H33B 110.5 . . ?
C34 C33 H33B 110.5 . . ?
H33A C33 H33B 108.7 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 O2 C33 118.60(12) . . ?

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
C6 C1 C2 C3 -0.3(3) . . . . ?
C1 C2 C3 C4 0.7(3) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C2 C1 C6 C5 -0.3(2) . . . . ?
C2 C1 C6 C7 -175.90(14) . . . . ?
C4 C5 C6 C1 0.5(3) . . . . ?
C4 C5 C6 C7 176.31(17) . . . . ?
C1 C6 C7 C10 -25.0(2) . . . . ?
C5 C6 C7 C10 159.41(14) . . . . ?
C1 C6 C7 C8 -139.73(14) . . . . ?
C5 C6 C7 C8 44.72(19) . . . . ?
C6 C7 C8 C31 31.38(17) . . . . ?
C10 C7 C8 C31 -100.58(12) . . . . ?
C6 C7 C8 C32 -95.42(14) . . . . ?
C10 C7 C8 C32 132.62(11) . . . . ?
C6 C7 C8 C9 149.03(12) . . . . ?
C10 C7 C8 C9 17.07(10) . . . . ?
C31 C8 C9 C17 -35.15(17) . . . . ?
C32 C8 C9 C17 95.64(15) . . . . ?
C7 C8 C9 C17 -148.30(12) . . . . ?
C31 C8 C9 C10 96.14(12) . . . . ?
C32 C8 C9 C10 -133.07(11) . . . . ?
C7 C8 C9 C10 -17.00(10) . . . . ?
C6 C7 C10 C11 -21.38(18) . . . . ?
C8 C7 C10 C11 105.97(12) . . . . ?
C6 C7 C10 C9 -144.45(13) . . . . ?
C8 C7 C10 C9 -17.10(10) . . . . ?
C17 C9 C10 C11 24.96(18) . . . . ?
C8 C9 C10 C11 -104.87(12) . . . . ?
C17 C9 C10 C7 146.82(12) . . . . ?
C8 C9 C10 C7 16.99(9) . . . . ?
C7 C10 C11 C12 -63.85(18) . . . . ?
C9 C10 C11 C12 40.34(19) . . . . ?
C7 C10 C11 C16 112.43(14) . . . . ?
C9 C10 C11 C16 -143.37(13) . . . . ?
C16 C11 C12 C13 -2.5(2) . . . . ?
C10 C11 C12 C13 173.83(14) . . . . ?
C11 C12 C13 C14 0.9(2) . . . . ?
C12 C13 C14 C15 1.3(3) . . . . ?
C13 C14 C15 C16 -1.7(3) . . . . ?
C14 C15 C16 C11 0.0(3) . . . . ?
C12 C11 C16 C15 2.0(2) . . . . ?
C10 C11 C16 C15 -174.54(14) . . . . ?
C10 C9 C17 C18 -128.39(14) . . . . ?
C8 C9 C17 C18 -13.0(2) . . . . ?
C10 C9 C17 C22 56.16(17) . . . . ?
C8 C9 C17 C22 171.55(12) . . . . ?
C22 C17 C18 C19 -2.1(2) . . . . ?
C9 C17 C18 C19 -177.64(14) . . . . ?
C17 C18 C19 C20 1.1(2) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C19 C20 C21 C22 -1.4(2) . . . . ?
C20 C21 C22 C17 0.3(2) . . . . ?
C20 C21 C22 C23 -179.97(14) . . . . ?
C18 C17 C22 C21 1.4(2) . . . . ?
C9 C17 C22 C21 177.05(13) . . . . ?
C18 C17 C22 C23 -178.30(13) . . . . ?
C9 C17 C22 C23 -2.66(19) . . . . ?
C30 C25 C26 C27 -1.4(2) . . . . ?
C24 C25 C26 C27 177.39(15) . . . . ?
C25 C26 C27 C28 0.7(3) . . . . ?
C26 C27 C28 C29 0.3(3) . . . . ?
C27 C28 C29 C30 -0.6(3) . . . . ?
C28 C29 C30 C25 -0.1(3) . . . . ?
C26 C25 C30 C29 1.1(2) . . . . ?
C24 C25 C30 C29 -177.69(15) . . . . ?
C31 C8 C32 O1 -157.30(14) . . . . ?
C7 C8 C32 O1 -29.4(2) . . . . ?
C9 C8 C32 O1 68.65(18) . . . . ?
C31 C8 C32 O2 23.39(16) . . . . ?
C7 C8 C32 O2 151.28(12) . . . . ?
C9 C8 C32 O2 -110.66(13) . . . . ?
O1 C32 O2 C33 2.0(2) . . . . ?
C8 C32 O2 C33 -178.73(12) . . . . ?
C34 C33 O2 C32 168.40(14) . . . . ?

_refine_diff_density_max         0.158
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_3ab
_database_code_depnum_ccdc_archive 'CCDC 2035712'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 N2 O'
_chemical_formula_weight         326.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2425(11)
_cell_length_b                   7.5829(7)
_cell_length_c                   20.0771(19)
_cell_angle_alpha                90
_cell_angle_beta                 101.893(2)
_cell_angle_gamma                90
_cell_volume                     1823.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2908
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      25.85

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8969
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.940
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3194
_reflns_number_gt                2321
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0530P)²+0.2458P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.051(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3194
_refine_ls_number_parameters     227
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1160
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.77206(15) 0.7125(2) 0.34383(11) 0.0676(5) Uani 1 1 d . . . . .
H1A H 0.7069 0.6800 0.3137 0.081 Uiso 1 1 calc R U . . .
C2 C 0.87027(16) 0.7205(3) 0.32155(12) 0.0787(6) Uani 1 1 d . . . . .
H2A H 0.8713 0.6934 0.2765 0.094 Uiso 1 1 calc R U . . .
C3 C 0.96668(19) 0.7680(3) 0.36493(15) 0.0903(6) Uani 1 1 d . U . . .
H3A H 1.0333 0.7726 0.3496 0.108 Uiso 1 1 calc R U . . .
C4 C 0.96507(17) 0.8089(3) 0.43103(14) 0.0965(7) Uani 1 1 d . U . . .
H4A H 1.0308 0.8421 0.4605 0.116 Uiso 1 1 calc R U . . .
C5 C 0.86618(16) 0.8013(3) 0.45475(11) 0.0832(6) Uani 1 1 d . . . . .
H5A H 0.8658 0.8291 0.4998 0.100 Uiso 1 1 calc R U . . .
C6 C 0.76829(13) 0.7521(2) 0.41080(10) 0.0605(5) Uani 1 1 d . . . . .
C7 C 0.66551(15) 0.7452(2) 0.43443(9) 0.0623(5) Uani 1 1 d . . . . .
C8 C 0.58140(15) 0.7394(2) 0.45574(8) 0.0574(4) Uani 1 1 d . . . . .
C9 C 0.48295(14) 0.73368(19) 0.48378(8) 0.0520(4) Uani 1 1 d . . . . .
C10 C 0.48735(19) 0.7965(2) 0.54993(9) 0.0739(5) Uani 1 1 d . . . . .
H10A H 0.5537 0.8419 0.5751 0.089 Uiso 1 1 calc R U . . .
C11 C 0.3932(2) 0.7909(3) 0.57771(11) 0.0881(7) Uani 1 1 d . . . . .
H11A H 0.3961 0.8323 0.6216 0.106 Uiso 1 1 calc R U . . .
C12 C 0.2964(2) 0.7249(3) 0.54078(12) 0.0919(7) Uani 1 1 d . . . . .
H12A H 0.2331 0.7217 0.5596 0.110 Uiso 1 1 calc R U . . .
C13 C 0.29092(16) 0.6632(3) 0.47639(10) 0.0713(5) Uani 1 1 d . . . . .
H13A H 0.2237 0.6184 0.4521 0.086 Uiso 1 1 calc R U . . .
C14 C 0.38295(12) 0.66574(19) 0.44621(8) 0.0485(4) Uani 1 1 d . . . . .
C15 C 0.37685(12) 0.60117(19) 0.37515(8) 0.0475(4) Uani 1 1 d . . . . .
H15A H 0.4474 0.5440 0.3719 0.057 Uiso 1 1 calc R U . . .
C16 C 0.27829(14) 0.4865(2) 0.33961(9) 0.0644(5) Uani 1 1 d . . . . .
H16A H 0.2986 0.3644 0.3343 0.077 Uiso 1 1 calc R U . . .
H16B H 0.2139 0.4938 0.3607 0.077 Uiso 1 1 calc R U . . .
C17 C 0.26542(11) 0.5922(2) 0.27476(8) 0.0494(4) Uani 1 1 d . . . . .
H17A H 0.3005 0.5336 0.2410 0.059 Uiso 1 1 calc R U . . .
C18 C 0.34376(11) 0.74186(19) 0.31540(7) 0.0447(4) Uani 1 1 d . . . . .
C19 C 0.27948(13) 0.8893(2) 0.33414(8) 0.0513(4) Uani 1 1 d . . . . .
C20 C 0.43235(13) 0.8090(2) 0.28360(8) 0.0553(4) Uani 1 1 d . . . . .
C21 C 0.14190(13) 0.7200(2) 0.18215(8) 0.0594(4) Uani 1 1 d . . . . .
H21A H 0.1603 0.6363 0.1496 0.071 Uiso 1 1 calc R U . . .
H21B H 0.1911 0.8210 0.1841 0.071 Uiso 1 1 calc R U . . .
C22 C 0.02288(15) 0.7773(3) 0.16041(11) 0.0829(6) Uani 1 1 d . . . . .
H22A H 0.0121 0.8313 0.1163 0.124 Uiso 1 1 calc R U . . .
H22B H -0.0252 0.6765 0.1583 0.124 Uiso 1 1 calc R U . . .
H22C H 0.0054 0.8606 0.1927 0.124 Uiso 1 1 calc R U . . .
N1 N 0.22897(13) 1.0029(2) 0.34912(9) 0.0773(5) Uani 1 1 d . . . . .
N2 N 0.49982(13) 0.8585(3) 0.25666(8) 0.0825(5) Uani 1 1 d . . . . .
O1 O 0.15635(8) 0.64002(14) 0.24767(5) 0.0517(3) 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 1.368(2) . ?
C1 C6 1.388(3) . ?
C1 H1A 0.9300 . ?
C2 C3 1.363(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.367(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.391(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.385(2) . ?
C5 H5A 0.9300 . ?
C6 C7 1.434(2) . ?
C7 C8 1.195(2) . ?
C8 C9 1.432(2) . ?
C9 C14 1.397(2) . ?
C9 C10 1.401(2) . ?
C10 C11 1.381(3) . ?
C10 H10A 0.9300 . ?
C11 C12 1.357(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.363(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.385(2) . ?
C13 H13A 0.9300 . ?
C14 C15 1.495(2) . ?
C15 C16 1.538(2) . ?
C15 C18 1.594(2) . ?
C15 H15A 0.9800 . ?
C16 C17 1.509(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O1 1.3825(17) . ?
C17 C18 1.597(2) . ?
C17 H17A 0.9800 . ?
C18 C20 1.459(2) . ?
C18 C19 1.460(2) . ?
C19 N1 1.136(2) . ?
C20 N2 1.1401(19) . ?
C21 O1 1.4258(19) . ?
C21 C22 1.497(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
C2 C1 C6 120.94(18) . . ?
C2 C1 H1A 119.5 . . ?
C6 C1 H1A 119.5 . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2A 119.8 . . ?
C1 C2 H2A 119.8 . . ?
C2 C3 C4 119.8(2) . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 H3A 120.1 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5A 120.2 . . ?
C4 C5 H5A 120.2 . . ?
C5 C6 C1 118.59(18) . . ?
C5 C6 C7 120.12(18) . . ?
C1 C6 C7 121.28(16) . . ?
C8 C7 C6 178.37(19) . . ?
C7 C8 C9 177.87(18) . . ?
C14 C9 C10 119.69(16) . . ?
C14 C9 C8 120.90(14) . . ?
C10 C9 C8 119.41(16) . . ?
C11 C10 C9 120.02(19) . . ?
C11 C10 H10A 120.0 . . ?
C9 C10 H10A 120.0 . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 120.8(2) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 C14 121.6(2) . . ?
C12 C13 H13A 119.2 . . ?
C14 C13 H13A 119.2 . . ?
C13 C14 C9 118.03(15) . . ?
C13 C14 C15 121.84(15) . . ?
C9 C14 C15 120.12(13) . . ?
C14 C15 C16 120.52(13) . . ?
C14 C15 C18 116.98(12) . . ?
C16 C15 C18 88.62(11) . . ?
C14 C15 H15A 109.7 . . ?
C16 C15 H15A 109.7 . . ?
C18 C15 H15A 109.7 . . ?
C17 C16 C15 91.85(12) . . ?
C17 C16 H16A 113.3 . . ?
C15 C16 H16A 113.3 . . ?
C17 C16 H16B 113.3 . . ?
C15 C16 H16B 113.3 . . ?
H16A C16 H16B 110.6 . . ?
O1 C17 C16 113.54(12) . . ?
O1 C17 C18 116.35(12) . . ?
C16 C17 C18 89.53(11) . . ?
O1 C17 H17A 111.9 . . ?
C16 C17 H17A 111.9 . . ?
C18 C17 H17A 111.9 . . ?
C20 C18 C19 109.52(13) . . ?
C20 C18 C15 117.80(12) . . ?
C19 C18 C15 112.67(12) . . ?
C20 C18 C17 116.53(13) . . ?
C19 C18 C17 112.15(11) . . ?
C15 C18 C17 86.65(10) . . ?
N1 C19 C18 179.29(19) . . ?
N2 C20 C18 177.55(18) . . ?
O1 C21 C22 108.71(14) . . ?
O1 C21 H21A 109.9 . . ?
C22 C21 H21A 109.9 . . ?
O1 C21 H21B 109.9 . . ?
C22 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C17 O1 C21 113.62(11) . . ?

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
C6 C1 C2 C3 -0.1(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C4 C5 C6 C7 -179.45(18) . . . . ?
C2 C1 C6 C5 0.4(3) . . . . ?
C2 C1 C6 C7 179.55(16) . . . . ?
C14 C9 C10 C11 0.1(2) . . . . ?
C8 C9 C10 C11 -179.68(16) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C12 C13 C14 C9 0.1(3) . . . . ?
C12 C13 C14 C15 -178.91(17) . . . . ?
C10 C9 C14 C13 0.0(2) . . . . ?
C8 C9 C14 C13 179.72(14) . . . . ?
C10 C9 C14 C15 178.97(13) . . . . ?
C8 C9 C14 C15 -1.3(2) . . . . ?
C13 C14 C15 C16 -15.9(2) . . . . ?
C9 C14 C15 C16 165.12(14) . . . . ?
C13 C14 C15 C18 89.66(17) . . . . ?
C9 C14 C15 C18 -89.29(16) . . . . ?
C14 C15 C16 C17 134.97(14) . . . . ?
C18 C15 C16 C17 14.13(12) . . . . ?
C15 C16 C17 O1 -132.82(13) . . . . ?
C15 C16 C17 C18 -14.09(12) . . . . ?
C14 C15 C18 C20 104.40(16) . . . . ?
C16 C15 C18 C20 -131.70(15) . . . . ?
C14 C15 C18 C19 -24.62(17) . . . . ?
C16 C15 C18 C19 99.28(13) . . . . ?
C14 C15 C18 C17 -137.25(13) . . . . ?
C16 C15 C18 C17 -13.35(11) . . . . ?
O1 C17 C18 C20 -110.65(15) . . . . ?
C16 C17 C18 C20 133.14(14) . . . . ?
O1 C17 C18 C19 16.68(18) . . . . ?
C16 C17 C18 C19 -99.53(14) . . . . ?
O1 C17 C18 C15 129.82(13) . . . . ?
C16 C17 C18 C15 13.61(11) . . . . ?
C16 C17 O1 C21 -172.42(13) . . . . ?
C18 C17 O1 C21 85.71(16) . . . . ?
C22 C21 O1 C17 -176.04(13) . . . . ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.028

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2045867'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-11-23 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N O3'
_chemical_formula_weight         385.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9742(8)
_cell_length_b                   12.1683(8)
_cell_length_c                   15.4294(11)
_cell_angle_alpha                90
_cell_angle_beta                 109.1620(10)
_cell_angle_gamma                90
_cell_volume                     2123.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3476
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.30

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10711
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.107
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3737
_reflns_number_gt                2801
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²+0.2568P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3737
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1053
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_restrained_S_all      0.970
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.93788(9) 0.12940(8) 0.62037(8) 0.0497(3) Uani 1 1 d . . . . .
O1 O 0.77939(10) 0.18638(8) 0.42515(7) 0.0511(3) Uani 1 1 d . . . . .
O2 O 0.76848(11) 0.18717(10) 0.63503(10) 0.0753(4) Uani 1 1 d . . . . .
C14 C 0.75769(12) 0.48649(11) 0.57500(9) 0.0366(3) Uani 1 1 d . . . . .
N1 N 1.07172(13) 0.38965(12) 0.64025(11) 0.0618(4) Uani 1 1 d . . . . .
C9 C 0.66940(12) 0.50022(11) 0.61627(10) 0.0385(3) Uani 1 1 d . . . . .
C16 C 0.86728(12) 0.30034(11) 0.55559(10) 0.0376(3) Uani 1 1 d . . . . .
C15 C 0.76200(12) 0.38377(11) 0.52205(10) 0.0371(3) Uani 1 1 d . . . . .
H15 H 0.6883 0.3431 0.5127 0.045 Uiso 1 1 calc R U . . .
C8 C 0.57974(13) 0.41853(13) 0.60515(10) 0.0420(4) Uani 1 1 d . . . . .
C23 C 0.85030(13) 0.20024(12) 0.60886(11) 0.0416(4) Uani 1 1 d . . . . .
C22 C 0.98181(14) 0.35069(12) 0.60325(11) 0.0429(4) Uani 1 1 d . . . . .
C17 C 0.85131(13) 0.27943(12) 0.45208(10) 0.0424(4) Uani 1 1 d . . . . .
H17 H 0.9252 0.2766 0.4378 0.051 Uiso 1 1 calc R U . . .
C21 C 0.78458(14) 0.38948(12) 0.42903(10) 0.0447(4) Uani 1 1 d . . . . .
H21 H 0.8402 0.4490 0.4303 0.054 Uiso 1 1 calc R U . . .
C7 C 0.50528(13) 0.34930(13) 0.59302(11) 0.0446(4) Uani 1 1 d . . . . .
C4 C 0.42249(13) 0.26035(13) 0.57778(11) 0.0449(4) Uani 1 1 d . . . . .
C13 C 0.83869(14) 0.57090(12) 0.58413(11) 0.0465(4) Uani 1 1 d . . . . .
H13 H 0.8968 0.5637 0.5567 0.056 Uiso 1 1 calc R U . . .
C3 C 0.32084(14) 0.26682(14) 0.60159(12) 0.0502(4) Uani 1 1 d . . . . .
H3 H 0.3039 0.3311 0.6274 0.060 Uiso 1 1 calc R U . . .
C10 C 0.66876(14) 0.59544(13) 0.66636(11) 0.0507(4) Uani 1 1 d . . . . .
H10 H 0.6116 0.6039 0.6946 0.061 Uiso 1 1 calc R U . . .
C12 C 0.83532(15) 0.66537(13) 0.63290(12) 0.0532(4) Uani 1 1 d . . . . .
H12 H 0.8902 0.7210 0.6374 0.064 Uiso 1 1 calc R U . . .
C24 C 0.93335(14) 0.02941(13) 0.67076(12) 0.0529(4) Uani 1 1 d . . . . .
H24A H 0.8579 -0.0072 0.6437 0.064 Uiso 1 1 calc R U . . .
H24B H 0.9430 0.0465 0.7342 0.064 Uiso 1 1 calc R U . . .
C11 C 0.75115(16) 0.67726(13) 0.67477(12) 0.0558(4) Uani 1 1 d . . . . .
H11 H 0.7497 0.7402 0.7086 0.067 Uiso 1 1 calc R U . . .
C2 C 0.24447(15) 0.17881(14) 0.58737(13) 0.0570(5) Uani 1 1 d . . . . .
H2 H 0.1767 0.1841 0.6039 0.068 Uiso 1 1 calc R U . . .
C18 C 0.70147(17) 0.19261(15) 0.33146(12) 0.0651(5) Uani 1 1 d . . . . .
H18A H 0.6586 0.1240 0.3144 0.078 Uiso 1 1 calc R U . . .
H18B H 0.7474 0.2042 0.2909 0.078 Uiso 1 1 calc R U . . .
C20 C 0.68042(18) 0.39465(15) 0.34064(12) 0.0639(5) Uani 1 1 d . . . . .
H20A H 0.6265 0.4520 0.3454 0.077 Uiso 1 1 calc R U . . .
H20B H 0.7084 0.4130 0.2901 0.077 Uiso 1 1 calc R U . . .
C25 C 1.03164(16) -0.04237(15) 0.66535(15) 0.0667(5) Uani 1 1 d . . . . .
H25A H 1.0313 -0.1097 0.6977 0.100 Uiso 1 1 calc R U . . .
H25B H 1.1057 -0.0053 0.6926 0.100 Uiso 1 1 calc R U . . .
H25C H 1.0212 -0.0583 0.6022 0.100 Uiso 1 1 calc R U . . .
C1 C 0.26737(17) 0.08435(16) 0.54934(14) 0.0671(5) Uani 1 1 d . . . . .
H1 H 0.2160 0.0249 0.5405 0.081 Uiso 1 1 calc R U . . .
C19 C 0.61540(17) 0.28577(16) 0.32126(13) 0.0714(6) Uani 1 1 d . . . . .
H19A H 0.5717 0.2755 0.3636 0.086 Uiso 1 1 calc R U . . .
H19B H 0.5593 0.2861 0.2594 0.086 Uiso 1 1 calc R U . . .
C5 C 0.44365(18) 0.16441(16) 0.53838(17) 0.0799(7) Uani 1 1 d . . . . .
H5 H 0.5109 0.1584 0.5212 0.096 Uiso 1 1 calc R U . . .
C6 C 0.3662(2) 0.07741(18) 0.52417(19) 0.0942(8) Uani 1 1 d . . . . .
H6 H 0.3814 0.0133 0.4972 0.113 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C23 1.3237(17) . ?
O3 C24 1.4544(18) . ?
O1 C17 1.4005(18) . ?
O1 C18 1.443(2) . ?
O2 C23 1.1865(17) . ?
C14 C13 1.388(2) . ?
C14 C9 1.4118(19) . ?
C14 C15 1.5032(19) . ?
N1 C22 1.1429(19) . ?
C9 C10 1.394(2) . ?
C9 C8 1.431(2) . ?
C16 C22 1.461(2) . ?
C16 C23 1.520(2) . ?
C16 C17 1.566(2) . ?
C16 C15 1.5683(19) . ?
C15 C21 1.547(2) . ?
C15 H15 0.9800 . ?
C8 C7 1.196(2) . ?
C17 C21 1.540(2) . ?
C17 H17 0.9800 . ?
C21 C20 1.518(2) . ?
C21 H21 0.9800 . ?
C7 C4 1.434(2) . ?
C4 C5 1.378(2) . ?
C4 C3 1.384(2) . ?
C13 C12 1.382(2) . ?
C13 H13 0.9300 . ?
C3 C2 1.378(2) . ?
C3 H3 0.9300 . ?
C10 C11 1.377(2) . ?
C10 H10 0.9300 . ?
C12 C11 1.372(2) . ?
C12 H12 0.9300 . ?
C24 C25 1.490(2) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C11 H11 0.9300 . ?
C2 C1 1.359(3) . ?
C2 H2 0.9300 . ?
C18 C19 1.505(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C20 C19 1.516(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C1 C6 1.364(3) . ?
C1 H1 0.9300 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C5 C6 1.377(3) . ?
C5 H5 0.9300 . ?
C6 H6 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
C23 O3 C24 116.72(11) . . ?
C17 O1 C18 112.78(12) . . ?
C13 C14 C9 117.94(13) . . ?
C13 C14 C15 121.54(13) . . ?
C9 C14 C15 120.52(12) . . ?
C10 C9 C14 119.31(13) . . ?
C10 C9 C8 120.21(13) . . ?
C14 C9 C8 120.47(12) . . ?
C22 C16 C23 109.51(12) . . ?
C22 C16 C17 111.21(12) . . ?
C23 C16 C17 115.35(12) . . ?
C22 C16 C15 114.50(12) . . ?
C23 C16 C15 117.48(11) . . ?
C17 C16 C15 87.30(10) . . ?
C14 C15 C21 120.97(12) . . ?
C14 C15 C16 121.75(12) . . ?
C21 C15 C16 88.21(10) . . ?
C14 C15 H15 108.0 . . ?
C21 C15 H15 108.0 . . ?
C16 C15 H15 108.0 . . ?
C7 C8 C9 177.73(16) . . ?
O2 C23 O3 124.98(14) . . ?
O2 C23 C16 124.29(14) . . ?
O3 C23 C16 110.71(12) . . ?
N1 C22 C16 179.58(18) . . ?
O1 C17 C21 114.37(12) . . ?
O1 C17 C16 106.94(11) . . ?
C21 C17 C16 88.55(10) . . ?
O1 C17 H17 114.7 . . ?
C21 C17 H17 114.7 . . ?
C16 C17 H17 114.7 . . ?
C20 C21 C17 117.04(13) . . ?
C20 C21 C15 119.56(14) . . ?
C17 C21 C15 88.98(11) . . ?
C20 C21 H21 109.9 . . ?
C17 C21 H21 109.9 . . ?
C15 C21 H21 109.9 . . ?
C8 C7 C4 175.63(15) . . ?
C5 C4 C3 118.07(15) . . ?
C5 C4 C7 119.64(15) . . ?
C3 C4 C7 122.29(14) . . ?
C12 C13 C14 121.79(15) . . ?
C12 C13 H13 119.1 . . ?
C14 C13 H13 119.1 . . ?
C2 C3 C4 120.59(16) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C11 C10 C9 121.26(15) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C11 C12 C13 120.10(15) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 120.0 . . ?
O3 C24 C25 106.97(13) . . ?
O3 C24 H24A 110.3 . . ?
C25 C24 H24A 110.3 . . ?
O3 C24 H24B 110.3 . . ?
C25 C24 H24B 110.3 . . ?
H24A C24 H24B 108.6 . . ?
C12 C11 C10 119.58(14) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C1 C2 C3 120.57(16) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
O1 C18 C19 109.87(14) . . ?
O1 C18 H18A 109.7 . . ?
C19 C18 H18A 109.7 . . ?
O1 C18 H18B 109.7 . . ?
C19 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C19 C20 C21 111.01(14) . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20B 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C2 C1 C6 119.50(17) . . ?
C2 C1 H1 120.3 . . ?
C6 C1 H1 120.3 . . ?
C18 C19 C20 110.36(16) . . ?
C18 C19 H19A 109.6 . . ?
C20 C19 H19A 109.6 . . ?
C18 C19 H19B 109.6 . . ?
C20 C19 H19B 109.6 . . ?
H19A C19 H19B 108.1 . . ?
C4 C5 C6 120.67(18) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 120.60(19) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?

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
C13 C14 C9 C10 -1.8(2) . . . . ?
C15 C14 C9 C10 178.86(13) . . . . ?
C13 C14 C9 C8 176.73(13) . . . . ?
C15 C14 C9 C8 -2.6(2) . . . . ?
C13 C14 C15 C21 -42.7(2) . . . . ?
C9 C14 C15 C21 136.61(14) . . . . ?
C13 C14 C15 C16 66.50(18) . . . . ?
C9 C14 C15 C16 -114.22(15) . . . . ?
C22 C16 C15 C14 -33.35(18) . . . . ?
C23 C16 C15 C14 97.24(16) . . . . ?
C17 C16 C15 C14 -145.46(13) . . . . ?
C22 C16 C15 C21 92.52(13) . . . . ?
C23 C16 C15 C21 -136.89(13) . . . . ?
C17 C16 C15 C21 -19.59(10) . . . . ?
C24 O3 C23 O2 -1.4(2) . . . . ?
C24 O3 C23 C16 179.79(12) . . . . ?
C22 C16 C23 O2 124.43(18) . . . . ?
C17 C16 C23 O2 -109.23(18) . . . . ?
C15 C16 C23 O2 -8.4(2) . . . . ?
C22 C16 C23 O3 -56.71(16) . . . . ?
C17 C16 C23 O3 69.63(16) . . . . ?
C15 C16 C23 O3 170.44(12) . . . . ?
C18 O1 C17 C21 48.83(17) . . . . ?
C18 O1 C17 C16 145.08(13) . . . . ?
C22 C16 C17 O1 149.33(12) . . . . ?
C23 C16 C17 O1 23.86(16) . . . . ?
C15 C16 C17 O1 -95.40(12) . . . . ?
C22 C16 C17 C21 -95.60(13) . . . . ?
C23 C16 C17 C21 138.94(12) . . . . ?
C15 C16 C17 C21 19.68(10) . . . . ?
O1 C17 C21 C20 -35.00(19) . . . . ?
C16 C17 C21 C20 -142.96(14) . . . . ?
O1 C17 C21 C15 88.02(13) . . . . ?
C16 C17 C21 C15 -19.94(10) . . . . ?
C14 C15 C21 C20 -92.72(17) . . . . ?
C16 C15 C21 C20 140.75(14) . . . . ?
C14 C15 C21 C17 146.44(13) . . . . ?
C16 C15 C21 C17 19.91(11) . . . . ?
C9 C14 C13 C12 0.9(2) . . . . ?
C15 C14 C13 C12 -179.84(14) . . . . ?
C5 C4 C3 C2 1.0(3) . . . . ?
C7 C4 C3 C2 -178.81(16) . . . . ?
C14 C9 C10 C11 1.3(2) . . . . ?
C8 C9 C10 C11 -177.25(14) . . . . ?
C14 C13 C12 C11 0.7(3) . . . . ?
C23 O3 C24 C25 173.44(14) . . . . ?
C13 C12 C11 C10 -1.2(3) . . . . ?
C9 C10 C11 C12 0.2(2) . . . . ?
C4 C3 C2 C1 -0.3(3) . . . . ?
C17 O1 C18 C19 -64.28(19) . . . . ?
C17 C21 C20 C19 34.7(2) . . . . ?
C15 C21 C20 C19 -70.74(19) . . . . ?
C3 C2 C1 C6 -0.8(3) . . . . ?
O1 C18 C19 C20 63.6(2) . . . . ?
C21 C20 C19 C18 -48.3(2) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C7 C4 C5 C6 179.2(2) . . . . ?
C2 C1 C6 C5 1.1(4) . . . . ?
C4 C5 C6 C1 -0.4(4) . . . . ?

_refine_diff_density_max         0.147
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_7aa
_database_code_depnum_ccdc_archive 'CCDC 2035714'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H18 N2'
_chemical_formula_weight         358.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.398(3)
_cell_length_b                   10.0574(15)
_cell_length_c                   21.725(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.917(6)
_cell_angle_gamma                90
_cell_volume                     4032.9(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1829
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.42

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9793
_diffrn_reflns_av_unetI/netI     0.0913
_diffrn_reflns_av_R_equivalents  0.0736
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.638
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3505
_reflns_number_gt                1704
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0363P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3505
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1402
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.0918
_refine_ls_wR_factor_gt          0.0784
_refine_ls_goodness_of_fit_ref   0.846
_refine_ls_restrained_S_all      0.846
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.00298(12) -0.0111(2) 0.42067(11) 0.1231(9) Uani 1 1 d . . . . .
N2 N -0.09003(10) 0.35962(18) 0.45123(8) 0.0751(5) Uani 1 1 d . . . . .
C1 C 0.30308(13) 0.5587(2) 0.44288(16) 0.0935(8) Uani 1 1 d . . . . .
H1 H 0.3405 0.6176 0.4442 0.112 Uiso 1 1 calc R U . . .
C2 C 0.26966(14) 0.4912(3) 0.38746(13) 0.0933(8) Uani 1 1 d . . . . .
H2 H 0.2842 0.5033 0.3509 0.112 Uiso 1 1 calc R U . . .
C3 C 0.21384(12) 0.4046(2) 0.38597(11) 0.0748(6) Uani 1 1 d . . . . .
H3 H 0.1910 0.3587 0.3480 0.090 Uiso 1 1 calc R U . . .
C4 C 0.19137(10) 0.38477(17) 0.43929(10) 0.0512(5) Uani 1 1 d . . . . .
C5 C 0.22654(11) 0.4542(2) 0.49458(10) 0.0707(6) Uani 1 1 d . . . . .
H5 H 0.2126 0.4427 0.5315 0.085 Uiso 1 1 calc R U . . .
C6 C 0.28189(13) 0.5401(2) 0.49609(13) 0.0912(8) Uani 1 1 d . . . . .
H6 H 0.3051 0.5861 0.5340 0.109 Uiso 1 1 calc R U . . .
C7 C 0.13162(9) 0.28874(17) 0.43593(8) 0.0507(5) Uani 1 1 d . . . . .
H7 H 0.1497 0.2000 0.4303 0.061 Uiso 1 1 calc R U . . .
C8 C 0.05485(9) 0.30212(16) 0.38556(8) 0.0454(5) Uani 1 1 d . . . . .
H8 H 0.0487 0.2401 0.3495 0.055 Uiso 1 1 calc R U . . .
C9 C 0.02368(10) 0.24161(17) 0.43925(8) 0.0496(5) Uani 1 1 d . . . . .
C10 C 0.09708(9) 0.27846(18) 0.49038(8) 0.0613(5) Uani 1 1 d . . . . .
H10A H 0.0960 0.3620 0.5124 0.074 Uiso 1 1 calc R U . . .
H10B H 0.1172 0.2080 0.5212 0.074 Uiso 1 1 calc R U . . .
C11 C 0.01145(11) 0.0988(2) 0.42953(10) 0.0733(6) Uani 1 1 d . . . . .
C12 C -0.04069(12) 0.30512(19) 0.44637(8) 0.0527(5) Uani 1 1 d . . . . .
C13 C 0.02244(10) 0.43505(17) 0.36225(8) 0.0436(5) Uani 1 1 d . . . . .
C14 C -0.04183(10) 0.43871(19) 0.30988(9) 0.0490(5) Uani 1 1 d . . . . .
C15 C -0.07419(11) 0.5603(2) 0.28829(10) 0.0669(6) Uani 1 1 d . . . . .
H15 H -0.1154 0.5633 0.2524 0.080 Uiso 1 1 calc R U . . .
C16 C -0.04611(13) 0.6761(2) 0.31930(12) 0.0747(6) Uani 1 1 d . . . . .
H16 H -0.0686 0.7569 0.3048 0.090 Uiso 1 1 calc R U . . .
C17 C 0.01534(12) 0.6724(2) 0.37180(11) 0.0684(6) Uani 1 1 d . . . . .
H17 H 0.0338 0.7506 0.3935 0.082 Uiso 1 1 calc R U . . .
C18 C 0.04959(10) 0.55331(18) 0.39237(9) 0.0551(5) Uani 1 1 d . . . . .
H18 H 0.0919 0.5524 0.4273 0.066 Uiso 1 1 calc R U . . .
C19 C -0.07619(10) 0.3178(2) 0.28081(9) 0.0547(5) Uani 1 1 d . . . . .
C20 C -0.10787(10) 0.2198(2) 0.25824(9) 0.0582(6) Uani 1 1 d . . . . .
C21 C -0.14732(11) 0.1037(2) 0.22769(8) 0.0556(5) Uani 1 1 d . . . . .
C22 C -0.11249(12) -0.0055(3) 0.21299(11) 0.0844(7) Uani 1 1 d . . . . .
H22 H -0.0622 -0.0058 0.2238 0.101 Uiso 1 1 calc R U . . .
C23 C -0.15152(17) -0.1147(2) 0.18227(11) 0.0961(8) Uani 1 1 d . . . . .
H23 H -0.1275 -0.1885 0.1731 0.115 Uiso 1 1 calc R U . . .
C24 C -0.22496(17) -0.1141(3) 0.16553(11) 0.0931(8) Uani 1 1 d . . . . .
H24 H -0.2512 -0.1876 0.1450 0.112 Uiso 1 1 calc R U . . .
C25 C -0.26020(13) -0.0068(3) 0.17863(12) 0.0992(8) Uani 1 1 d . . . . .
H25 H -0.3106 -0.0064 0.1664 0.119 Uiso 1 1 calc R U . . .
C26 C -0.22177(12) 0.1018(2) 0.20997(10) 0.0777(7) Uani 1 1 d . . . . .
H26 H -0.2464 0.1746 0.2192 0.093 Uiso 1 1 calc R U . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C11 1.126(2) . ?
N2 C12 1.136(2) . ?
C1 C6 1.354(3) . ?
C1 C2 1.360(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.372(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(2) . ?
C4 C7 1.493(2) . ?
C5 C6 1.371(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C10 1.532(2) . ?
C7 C8 1.559(2) . ?
C7 H7 0.9800 . ?
C8 C13 1.498(2) . ?
C8 C9 1.591(2) . ?
C8 H8 0.9800 . ?
C9 C12 1.452(3) . ?
C9 C11 1.460(3) . ?
C9 C10 1.557(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 C18 1.381(2) . ?
C13 C14 1.406(2) . ?
C14 C15 1.389(2) . ?
C14 C19 1.437(3) . ?
C15 C16 1.371(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(2) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.185(2) . ?
C20 C21 1.442(3) . ?
C21 C26 1.376(2) . ?
C21 C22 1.377(3) . ?
C22 C23 1.384(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.358(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.353(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(3) . ?
C25 H25 0.9300 . ?
C26 H26 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
C6 C1 C2 120.0(2) . . ?
C6 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 C3 119.5(2) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 121.5(2) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 117.55(19) . . ?
C3 C4 C7 119.75(18) . . ?
C5 C4 C7 122.69(19) . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C1 C6 C5 120.5(2) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C4 C7 C10 121.56(15) . . ?
C4 C7 C8 122.54(14) . . ?
C10 C7 C8 89.87(13) . . ?
C4 C7 H7 107.0 . . ?
C10 C7 H7 107.0 . . ?
C8 C7 H7 107.0 . . ?
C13 C8 C7 121.69(14) . . ?
C13 C8 C9 112.01(13) . . ?
C7 C8 C9 87.06(12) . . ?
C13 C8 H8 111.2 . . ?
C7 C8 H8 111.2 . . ?
C9 C8 H8 111.2 . . ?
C12 C9 C11 109.95(15) . . ?
C12 C9 C10 116.53(15) . . ?
C11 C9 C10 114.16(16) . . ?
C12 C9 C8 116.29(14) . . ?
C11 C9 C8 110.59(15) . . ?
C10 C9 C8 87.80(13) . . ?
C7 C10 C9 89.22(13) . . ?
C7 C10 H10A 113.8 . . ?
C9 C10 H10A 113.8 . . ?
C7 C10 H10B 113.8 . . ?
C9 C10 H10B 113.8 . . ?
H10A C10 H10B 111.0 . . ?
N1 C11 C9 178.0(2) . . ?
N2 C12 C9 177.2(2) . . ?
C18 C13 C14 118.35(17) . . ?
C18 C13 C8 123.30(17) . . ?
C14 C13 C8 118.19(16) . . ?
C15 C14 C13 119.49(18) . . ?
C15 C14 C19 119.80(19) . . ?
C13 C14 C19 120.63(17) . . ?
C16 C15 C14 120.80(19) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 119.8(2) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 121.34(19) . . ?
C17 C18 H18 119.3 . . ?
C13 C18 H18 119.3 . . ?
C20 C19 C14 176.1(2) . . ?
C19 C20 C21 177.18(19) . . ?
C26 C21 C22 118.2(2) . . ?
C26 C21 C20 120.2(2) . . ?
C22 C21 C20 121.6(2) . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 119.9(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.3(2) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.3(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 120.7(2) . . ?
C21 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?

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
C6 C1 C2 C3 0.4(4) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C2 C3 C4 C7 -179.07(18) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C7 C4 C5 C6 179.05(18) . . . . ?
C2 C1 C6 C5 -0.4(4) . . . . ?
C4 C5 C6 C1 0.1(3) . . . . ?
C3 C4 C7 C10 -170.74(17) . . . . ?
C5 C4 C7 C10 10.4(2) . . . . ?
C3 C4 C7 C8 -57.9(2) . . . . ?
C5 C4 C7 C8 123.22(19) . . . . ?
C4 C7 C8 C13 -32.5(2) . . . . ?
C10 C7 C8 C13 95.72(16) . . . . ?
C4 C7 C8 C9 -146.70(16) . . . . ?
C10 C7 C8 C9 -18.44(12) . . . . ?
C13 C8 C9 C12 13.7(2) . . . . ?
C7 C8 C9 C12 136.80(15) . . . . ?
C13 C8 C9 C11 139.97(16) . . . . ?
C7 C8 C9 C11 -96.89(16) . . . . ?
C13 C8 C9 C10 -105.00(15) . . . . ?
C7 C8 C9 C10 18.14(12) . . . . ?
C4 C7 C10 C9 147.86(15) . . . . ?
C8 C7 C10 C9 18.83(13) . . . . ?
C12 C9 C10 C7 -136.89(15) . . . . ?
C11 C9 C10 C7 93.17(17) . . . . ?
C8 C9 C10 C7 -18.45(12) . . . . ?
C7 C8 C13 C18 -14.2(2) . . . . ?
C9 C8 C13 C18 86.43(19) . . . . ?
C7 C8 C13 C14 170.50(15) . . . . ?
C9 C8 C13 C14 -88.86(18) . . . . ?
C18 C13 C14 C15 2.8(2) . . . . ?
C8 C13 C14 C15 178.31(16) . . . . ?
C18 C13 C14 C19 -173.98(16) . . . . ?
C8 C13 C14 C19 1.6(2) . . . . ?
C13 C14 C15 C16 -3.1(3) . . . . ?
C19 C14 C15 C16 173.72(17) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C15 C16 C17 C18 1.5(3) . . . . ?
C16 C17 C18 C13 -1.7(3) . . . . ?
C14 C13 C18 C17 -0.4(2) . . . . ?
C8 C13 C18 C17 -175.72(16) . . . . ?
C26 C21 C22 C23 -1.1(3) . . . . ?
C20 C21 C22 C23 -178.46(18) . . . . ?
C21 C22 C23 C24 0.9(4) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C23 C24 C25 C26 -1.0(4) . . . . ?
C22 C21 C26 C25 0.3(3) . . . . ?
C20 C21 C26 C25 177.64(19) . . . . ?
C24 C25 C26 C21 0.8(3) . . . . ?

_refine_diff_density_max         0.103
_refine_diff_density_min         -0.116
_refine_diff_density_rms         0.025

####################################################################### 
# 
# 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_5aa
_database_code_depnum_ccdc_archive 'CCDC 2035713'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H23 N O3'
_chemical_formula_weight         385.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.0334(12)
_cell_length_b                   8.2617(9)
_cell_length_c                   23.153(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.328(2)
_cell_angle_gamma                90
_cell_volume                     2104.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2484
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      25.32

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10398
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.032
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3696
_reflns_number_gt                2516
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0660P)²+0.2401P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.023(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3696
_refine_ls_number_parameters     263
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.63571(19) 0.7758(3) 0.54841(11) 0.0621(6) Uani 1 1 d . . . . .
H1A H 0.7125 0.8230 0.5510 0.075 Uiso 1 1 calc R U . . .
C2 C 0.60328(19) 0.6719(3) 0.59063(10) 0.0602(6) Uani 1 1 d . . . . .
H2A H 0.6588 0.6461 0.6215 0.072 Uiso 1 1 calc R U . . .
C3 C 0.48778(17) 0.6053(2) 0.58743(9) 0.0505(5) Uani 1 1 d . . . . .
H3A H 0.4670 0.5345 0.6163 0.061 Uiso 1 1 calc R U . . .
C4 C 0.40238(16) 0.6413(2) 0.54237(8) 0.0406(5) Uani 1 1 d . . . . .
C5 C 0.43820(17) 0.7426(2) 0.49805(8) 0.0439(5) Uani 1 1 d . . . . .
C6 C 0.55440(18) 0.8103(2) 0.50207(10) 0.0539(5) Uani 1 1 d . . . . .
H6A H 0.5771 0.8794 0.4731 0.065 Uiso 1 1 calc R U . . .
C7 C 0.35872(18) 0.7756(2) 0.44718(9) 0.0480(5) Uani 1 1 d . . . . .
C8 C 0.29597(19) 0.8062(2) 0.40423(9) 0.0510(5) Uani 1 1 d . . . . .
C9 C 0.21719(18) 0.8464(3) 0.35426(8) 0.0512(5) Uani 1 1 d . . . . .
C10 C 0.1105(2) 0.7608(3) 0.34078(10) 0.0729(7) Uani 1 1 d . . . . .
H10A H 0.0907 0.6735 0.3637 0.087 Uiso 1 1 calc R U . . .
C11 C 0.0340(3) 0.8045(4) 0.29378(12) 0.0929(9) Uani 1 1 d . . . . .
H11A H -0.0376 0.7472 0.2852 0.111 Uiso 1 1 calc R U . . .
C12 C 0.0625(3) 0.9315(5) 0.25943(12) 0.0991(10) Uani 1 1 d . . . . .
H12A H 0.0102 0.9600 0.2277 0.119 Uiso 1 1 calc R U . . .
C13 C 0.1673(3) 1.0164(4) 0.27152(11) 0.0897(9) Uani 1 1 d . . . . .
H13A H 0.1867 1.1023 0.2479 0.108 Uiso 1 1 calc R U . . .
C14 C 0.2447(2) 0.9746(3) 0.31896(9) 0.0647(6) Uani 1 1 d . . . . .
H14A H 0.3159 1.0331 0.3272 0.078 Uiso 1 1 calc R U . . .
C15 C 0.27801(16) 0.5657(2) 0.53876(7) 0.0401(5) Uani 1 1 d . . . . .
H15A H 0.2788 0.4752 0.5114 0.048 Uiso 1 1 calc R U . . .
C16 C 0.22273(17) 0.5010(2) 0.59531(8) 0.0438(5) Uani 1 1 d . . . . .
C17 C 0.09648(17) 0.5457(2) 0.56308(8) 0.0482(5) Uani 1 1 d . . . . .
H17A H 0.0703 0.4521 0.5393 0.058 Uiso 1 1 calc R U . . .
C18 C 0.15877(16) 0.6636(2) 0.52381(8) 0.0431(5) Uani 1 1 d . . . . .
H18A H 0.1290 0.6530 0.4830 0.052 Uiso 1 1 calc R U . . .
C19 C -0.0068(2) 0.7604(3) 0.60967(10) 0.0668(6) Uani 1 1 d . . . . .
H19A H 0.0487 0.7790 0.6435 0.080 Uiso 1 1 calc R U . . .
H19B H -0.0882 0.7859 0.6200 0.080 Uiso 1 1 calc R U . . .
C20 C 0.02584(19) 0.8719(3) 0.56168(10) 0.0604(6) Uani 1 1 d . . . . .
H20A H 0.0205 0.9834 0.5743 0.072 Uiso 1 1 calc R U . . .
H20B H -0.0312 0.8569 0.5281 0.072 Uiso 1 1 calc R U . . .
C21 C 0.15422(17) 0.8368(2) 0.54520(9) 0.0507(5) Uani 1 1 d . . . . .
H21A H 0.1756 0.9107 0.5150 0.061 Uiso 1 1 calc R U . . .
H21B H 0.2118 0.8515 0.5786 0.061 Uiso 1 1 calc R U . . .
C22 C 0.25368(18) 0.6000(2) 0.64686(9) 0.0490(5) Uani 1 1 d . . . . .
C23 C 0.23963(19) 0.3215(2) 0.60752(9) 0.0522(5) Uani 1 1 d . . . . .
C24 C 0.3312(4) 0.1214(3) 0.67062(14) 0.1222(13) Uani 1 1 d . U . . .
H24A H 0.2645 0.0774 0.6906 0.147 Uiso 1 1 calc R U . . .
H24B H 0.3393 0.0582 0.6358 0.147 Uiso 1 1 calc R U . . .
C25 C 0.4407(3) 0.1141(5) 0.7070(2) 0.1605(18) Uani 1 1 d . U . . .
H25A H 0.4580 0.0036 0.7174 0.241 Uiso 1 1 calc R U . . .
H25B H 0.5063 0.1574 0.6868 0.241 Uiso 1 1 calc R U . . .
H25C H 0.4317 0.1765 0.7414 0.241 Uiso 1 1 calc R U . . .
N1 N 0.27708(18) 0.6780(2) 0.68656(8) 0.0709(6) Uani 1 1 d . . . . .
O1 O -0.00180(12) 0.59197(18) 0.59364(7) 0.0645(4) Uani 1 1 d . . . . .
O2 O 0.19839(16) 0.21982(17) 0.57548(7) 0.0760(5) Uani 1 1 d . . . . .
O3 O 0.30682(19) 0.29239(18) 0.65532(7) 0.0907(6) 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 1.369(3) . ?
C1 C6 1.375(3) . ?
C1 H1A 0.9300 . ?
C2 C3 1.385(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.384(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.404(3) . ?
C4 C15 1.504(2) . ?
C5 C6 1.395(3) . ?
C5 C7 1.440(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.195(3) . ?
C8 C9 1.433(3) . ?
C9 C14 1.385(3) . ?
C9 C10 1.389(3) . ?
C10 C11 1.374(3) . ?
C10 H10A 0.9300 . ?
C11 C12 1.367(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.364(4) . ?
C12 H12A 0.9300 . ?
C13 C14 1.384(3) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 C18 1.561(2) . ?
C15 C16 1.579(3) . ?
C15 H15A 0.9800 . ?
C16 C22 1.466(3) . ?
C16 C23 1.519(3) . ?
C16 C17 1.574(2) . ?
C17 O1 1.392(2) . ?
C17 C18 1.531(3) . ?
C17 H17A 0.9800 . ?
C18 C21 1.516(3) . ?
C18 H18A 0.9800 . ?
C19 O1 1.442(3) . ?
C19 C20 1.508(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.522(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 N1 1.137(2) . ?
C23 O2 1.188(2) . ?
C23 O3 1.307(2) . ?
C24 C25 1.420(4) . ?
C24 O3 1.476(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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
C2 C1 C6 119.8(2) . . ?
C2 C1 H1A 120.1 . . ?
C6 C1 H1A 120.1 . . ?
C1 C2 C3 120.00(19) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 121.8(2) . . ?
C4 C3 H3A 119.1 . . ?
C2 C3 H3A 119.1 . . ?
C3 C4 C5 117.75(17) . . ?
C3 C4 C15 121.27(17) . . ?
C5 C4 C15 120.85(15) . . ?
C6 C5 C4 119.86(17) . . ?
C6 C5 C7 118.59(18) . . ?
C4 C5 C7 121.53(17) . . ?
C1 C6 C5 120.7(2) . . ?
C1 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C8 C7 C5 177.7(2) . . ?
C7 C8 C9 177.5(2) . . ?
C14 C9 C10 118.5(2) . . ?
C14 C9 C8 120.48(19) . . ?
C10 C9 C8 121.0(2) . . ?
C11 C10 C9 120.2(3) . . ?
C11 C10 H10A 119.9 . . ?
C9 C10 H10A 119.9 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C12 C13 C14 119.8(3) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C13 C14 C9 120.7(2) . . ?
C13 C14 H14A 119.7 . . ?
C9 C14 H14A 119.7 . . ?
C4 C15 C18 123.17(15) . . ?
C4 C15 C16 120.15(14) . . ?
C18 C15 C16 89.28(14) . . ?
C4 C15 H15A 107.5 . . ?
C18 C15 H15A 107.5 . . ?
C16 C15 H15A 107.5 . . ?
C22 C16 C23 112.05(15) . . ?
C22 C16 C17 113.51(16) . . ?
C23 C16 C17 114.14(15) . . ?
C22 C16 C15 113.95(15) . . ?
C23 C16 C15 115.79(16) . . ?
C17 C16 C15 84.89(13) . . ?
O1 C17 C18 121.93(16) . . ?
O1 C17 C16 121.25(16) . . ?
C18 C17 C16 90.57(14) . . ?
O1 C17 H17A 107.1 . . ?
C18 C17 H17A 107.1 . . ?
C16 C17 H17A 107.1 . . ?
C21 C18 C17 112.30(16) . . ?
C21 C18 C15 117.71(14) . . ?
C17 C18 C15 86.96(13) . . ?
C21 C18 H18A 112.5 . . ?
C17 C18 H18A 112.5 . . ?
C15 C18 H18A 112.5 . . ?
O1 C19 C20 112.55(19) . . ?
O1 C19 H19A 109.1 . . ?
C20 C19 H19A 109.1 . . ?
O1 C19 H19B 109.1 . . ?
C20 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
C19 C20 C21 110.32(17) . . ?
C19 C20 H20A 109.6 . . ?
C21 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C21 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C18 C21 C20 108.40(16) . . ?
C18 C21 H21A 110.0 . . ?
C20 C21 H21A 110.0 . . ?
C18 C21 H21B 110.0 . . ?
C20 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?
N1 C22 C16 179.3(2) . . ?
O2 C23 O3 124.36(19) . . ?
O2 C23 C16 122.58(18) . . ?
O3 C23 C16 113.02(17) . . ?
C25 C24 O3 108.3(3) . . ?
C25 C24 H24A 110.0 . . ?
O3 C24 H24A 110.0 . . ?
C25 C24 H24B 110.0 . . ?
O3 C24 H24B 110.0 . . ?
H24A C24 H24B 108.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C17 O1 C19 116.25(15) . . ?
C23 O3 C24 117.44(18) . . ?

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
C6 C1 C2 C3 -1.8(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 2.9(3) . . . . ?
C2 C3 C4 C15 178.81(18) . . . . ?
C3 C4 C5 C6 -3.5(3) . . . . ?
C15 C4 C5 C6 -179.42(16) . . . . ?
C3 C4 C5 C7 174.76(17) . . . . ?
C15 C4 C5 C7 -1.2(3) . . . . ?
C2 C1 C6 C5 1.1(3) . . . . ?
C4 C5 C6 C1 1.5(3) . . . . ?
C7 C5 C6 C1 -176.73(18) . . . . ?
C14 C9 C10 C11 -0.7(3) . . . . ?
C8 C9 C10 C11 177.8(2) . . . . ?
C9 C10 C11 C12 0.6(4) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C11 C12 C13 C14 -0.4(5) . . . . ?
C12 C13 C14 C9 0.3(4) . . . . ?
C10 C9 C14 C13 0.2(3) . . . . ?
C8 C9 C14 C13 -178.3(2) . . . . ?
C3 C4 C15 C18 135.32(18) . . . . ?
C5 C4 C15 C18 -48.9(2) . . . . ?
C3 C4 C15 C16 24.1(2) . . . . ?
C5 C4 C15 C16 -160.09(16) . . . . ?
C4 C15 C16 C22 36.4(2) . . . . ?
C18 C15 C16 C22 -92.33(16) . . . . ?
C4 C15 C16 C23 -95.75(19) . . . . ?
C18 C15 C16 C23 135.54(16) . . . . ?
C4 C15 C16 C17 149.87(16) . . . . ?
C18 C15 C16 C17 21.16(12) . . . . ?
C22 C16 C17 O1 -36.3(2) . . . . ?
C23 C16 C17 O1 93.7(2) . . . . ?
C15 C16 C17 O1 -150.26(17) . . . . ?
C22 C16 C17 C18 92.32(18) . . . . ?
C23 C16 C17 C18 -137.61(17) . . . . ?
C15 C16 C17 C18 -21.60(13) . . . . ?
O1 C17 C18 C21 31.1(2) . . . . ?
C16 C17 C18 C21 -96.99(16) . . . . ?
O1 C17 C18 C15 149.93(17) . . . . ?
C16 C17 C18 C15 21.80(13) . . . . ?
C4 C15 C18 C21 -34.3(3) . . . . ?
C16 C15 C18 C21 91.93(17) . . . . ?
C4 C15 C18 C17 -148.01(17) . . . . ?
C16 C15 C18 C17 -21.73(13) . . . . ?
O1 C19 C20 C21 -59.8(2) . . . . ?
C17 C18 C21 C20 -45.5(2) . . . . ?
C15 C18 C21 C20 -144.14(17) . . . . ?
C19 C20 C21 C18 61.1(2) . . . . ?
C22 C16 C23 O2 165.2(2) . . . . ?
C17 C16 C23 O2 34.5(3) . . . . ?
C15 C16 C23 O2 -61.8(3) . . . . ?
C22 C16 C23 O3 -16.9(3) . . . . ?
C17 C16 C23 O3 -147.70(19) . . . . ?
C15 C16 C23 O3 116.1(2) . . . . ?
C18 C17 O1 C19 -28.7(2) . . . . ?
C16 C17 O1 C19 84.3(2) . . . . ?
C20 C19 O1 C17 42.0(2) . . . . ?
O2 C23 O3 C24 -0.9(4) . . . . ?
C16 C23 O3 C24 -178.7(2) . . . . ?
C25 C24 O3 C23 155.6(3) . . . . ?

_refine_diff_density_max         0.346
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_3aa'
_database_code_depnum_ccdc_archive 'CCDC 2035711'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H18 N2 O'
_chemical_formula_weight         338.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.6258(16)
_cell_length_b                   11.1970(16)
_cell_length_c                   15.042(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.329(2)
_cell_angle_gamma                90
_cell_volume                     1836.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4359
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.45

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8965
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.322
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3221
_reflns_number_gt                2445
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0880P)²+0.6915P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.034(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3221
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1282
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_restrained_S_all      0.873
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0592(2) 1.0527(2) 0.83462(18) 0.0693(6) Uani 1 1 d . . . . .
H1A H 1.1249 1.1052 0.8573 0.083 Uiso 1 1 calc R U . . .
C2 C 1.0396(2) 0.9680(3) 0.89195(19) 0.0881(8) Uani 1 1 d . . . . .
H2A H 1.0916 0.9635 0.9548 0.106 Uiso 1 1 calc R U . . .
C3 C 0.9441(2) 0.8886(2) 0.85856(18) 0.0776(7) Uani 1 1 d . . . . .
H3A H 0.9326 0.8308 0.8991 0.093 Uiso 1 1 calc R U . . .
C4 C 0.86515(15) 0.89354(15) 0.76610(13) 0.0456(4) Uani 1 1 d . . . . .
C5 C 0.8844(2) 0.9807(2) 0.70845(16) 0.0661(6) Uani 1 1 d . . . . .
H5A H 0.8321 0.9867 0.6457 0.079 Uiso 1 1 calc R U . . .
C6 C 0.9818(2) 1.0598(2) 0.74377(19) 0.0763(7) Uani 1 1 d . . . . .
H6A H 0.9940 1.1185 0.7043 0.092 Uiso 1 1 calc R U . . .
C7 C 0.76622(16) 0.80973(16) 0.73007(13) 0.0466(4) Uani 1 1 d . . . . .
C8 C 0.68445(15) 0.73961(15) 0.69802(12) 0.0428(4) Uani 1 1 d . . . . .
C9 C 0.58260(14) 0.66155(15) 0.65395(11) 0.0393(4) Uani 1 1 d . . . . .
C10 C 0.56527(14) 0.55602(14) 0.69817(11) 0.0385(4) Uani 1 1 d . . . . .
C11 C 0.46215(17) 0.48700(17) 0.65195(14) 0.0517(5) Uani 1 1 d . . . . .
H11A H 0.4486 0.4174 0.6806 0.062 Uiso 1 1 calc R U . . .
C12 C 0.37980(18) 0.51957(19) 0.56488(14) 0.0589(5) Uani 1 1 d . . . . .
H12A H 0.3113 0.4723 0.5355 0.071 Uiso 1 1 calc R U . . .
C13 C 0.39878(17) 0.62200(19) 0.52137(13) 0.0573(5) Uani 1 1 d . . . . .
H13A H 0.3437 0.6436 0.4622 0.069 Uiso 1 1 calc R U . . .
C14 C 0.49903(16) 0.69213(18) 0.56544(12) 0.0494(5) Uani 1 1 d . . . . .
H14A H 0.5114 0.7613 0.5357 0.059 Uiso 1 1 calc R U . . .
C15 C 0.65837(15) 0.51826(14) 0.79106(11) 0.0378(4) Uani 1 1 d . . . . .
H15A H 0.7402 0.5386 0.7907 0.045 Uiso 1 1 calc R U . . .
C16 C 0.64784(15) 0.56277(16) 0.88827(11) 0.0416(4) Uani 1 1 d . . . . .
C17 C 0.70438(16) 0.43983(16) 0.93028(12) 0.0465(4) Uani 1 1 d . . . . .
H17A H 0.6672 0.4022 0.9726 0.056 Uiso 1 1 calc R U . . .
C18 C 0.8985(2) 0.3518(2) 0.9651(2) 0.0829(8) Uani 1 1 d . . . . .
H18A H 0.8720 0.2861 0.9953 0.099 Uiso 1 1 calc R U . . .
H18B H 0.9853 0.3649 0.9988 0.099 Uiso 1 1 calc R U . . .
C19 C 0.8780(3) 0.3208(3) 0.8641(2) 0.0994(10) Uani 1 1 d . . . . .
H19A H 0.9262 0.2509 0.8619 0.119 Uiso 1 1 calc R U . . .
H19B H 0.9055 0.3864 0.8344 0.119 Uiso 1 1 calc R U . . .
C20 C 0.7435(3) 0.29589(19) 0.80924(17) 0.0789(7) Uani 1 1 d . . . . .
H20A H 0.7300 0.2949 0.7419 0.095 Uiso 1 1 calc R U . . .
H20B H 0.7220 0.2179 0.8267 0.095 Uiso 1 1 calc R U . . .
C21 C 0.66204(18) 0.38974(15) 0.82948(13) 0.0487(5) Uani 1 1 d . . . . .
H21A H 0.5783 0.3588 0.8125 0.058 Uiso 1 1 calc R U . . .
C22 C 0.52048(17) 0.57318(19) 0.88300(13) 0.0542(5) Uani 1 1 d . . . . .
C23 C 0.71672(16) 0.66812(17) 0.93450(12) 0.0481(5) Uani 1 1 d . . . . .
N1 N 0.42191(17) 0.5803(2) 0.88036(14) 0.0853(7) Uani 1 1 d . . . . .
N2 N 0.77220(17) 0.74777(17) 0.97341(13) 0.0706(5) Uani 1 1 d . . . . .
O1 O 0.83144(11) 0.45725(12) 0.96959(10) 0.0600(4) 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 C6 1.352(3) . ?
C1 C2 1.353(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.374(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.376(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.374(3) . ?
C4 C7 1.437(2) . ?
C5 C6 1.390(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.198(2) . ?
C8 C9 1.435(2) . ?
C9 C14 1.391(2) . ?
C9 C10 1.404(2) . ?
C10 C11 1.392(2) . ?
C10 C15 1.501(2) . ?
C11 C12 1.376(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.376(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.370(3) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 C21 1.546(2) . ?
C15 C16 1.589(2) . ?
C15 H15A 0.9800 . ?
C16 C23 1.459(3) . ?
C16 C22 1.460(2) . ?
C16 C17 1.561(3) . ?
C17 O1 1.401(2) . ?
C17 C21 1.529(3) . ?
C17 H17A 0.9800 . ?
C18 O1 1.429(3) . ?
C18 C19 1.494(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.519(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.515(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9800 . ?
C22 N1 1.136(2) . ?
C23 N2 1.136(2) . ?

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
C6 C1 C2 119.0(2) . . ?
C6 C1 H1A 120.5 . . ?
C2 C1 H1A 120.5 . . ?
C1 C2 C3 120.9(2) . . ?
C1 C2 H2A 119.5 . . ?
C3 C2 H2A 119.5 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C5 C4 C3 117.95(18) . . ?
C5 C4 C7 120.66(17) . . ?
C3 C4 C7 121.39(17) . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C1 C6 C5 121.1(2) . . ?
C1 C6 H6A 119.4 . . ?
C5 C6 H6A 119.4 . . ?
C8 C7 C4 178.37(19) . . ?
C7 C8 C9 175.80(18) . . ?
C14 C9 C10 119.53(16) . . ?
C14 C9 C8 118.82(16) . . ?
C10 C9 C8 121.65(15) . . ?
C11 C10 C9 118.09(16) . . ?
C11 C10 C15 121.73(15) . . ?
C9 C10 C15 120.15(14) . . ?
C12 C11 C10 121.45(18) . . ?
C12 C11 H11A 119.3 . . ?
C10 C11 H11A 119.3 . . ?
C13 C12 C11 120.01(18) . . ?
C13 C12 H12A 120.0 . . ?
C11 C12 H12A 120.0 . . ?
C14 C13 C12 119.84(17) . . ?
C14 C13 H13A 120.1 . . ?
C12 C13 H13A 120.1 . . ?
C13 C14 C9 121.06(18) . . ?
C13 C14 H14A 119.5 . . ?
C9 C14 H14A 119.5 . . ?
C10 C15 C21 121.85(14) . . ?
C10 C15 C16 120.48(13) . . ?
C21 C15 C16 87.07(12) . . ?
C10 C15 H15A 108.5 . . ?
C21 C15 H15A 108.5 . . ?
C16 C15 H15A 108.5 . . ?
C23 C16 C22 109.86(15) . . ?
C23 C16 C17 115.83(14) . . ?
C22 C16 C17 111.65(16) . . ?
C23 C16 C15 119.14(14) . . ?
C22 C16 C15 112.08(13) . . ?
C17 C16 C15 86.54(12) . . ?
O1 C17 C21 113.50(15) . . ?
O1 C17 C16 106.38(14) . . ?
C21 C17 C16 88.68(13) . . ?
O1 C17 H17A 115.1 . . ?
C21 C17 H17A 115.1 . . ?
C16 C17 H17A 115.1 . . ?
O1 C18 C19 110.07(19) . . ?
O1 C18 H18A 109.6 . . ?
C19 C18 H18A 109.6 . . ?
O1 C18 H18B 109.6 . . ?
C19 C18 H18B 109.6 . . ?
H18A C18 H18B 108.2 . . ?
C18 C19 C20 111.4(2) . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
C20 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C21 C20 C19 111.1(2) . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C20 C21 C17 116.45(17) . . ?
C20 C21 C15 120.58(16) . . ?
C17 C21 C15 89.24(13) . . ?
C20 C21 H21A 109.6 . . ?
C17 C21 H21A 109.6 . . ?
C15 C21 H21A 109.6 . . ?
N1 C22 C16 178.8(2) . . ?
N2 C23 C16 177.5(2) . . ?
C17 O1 C18 112.19(17) . . ?

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
C6 C1 C2 C3 1.1(4) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C2 C3 C4 C7 178.9(2) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C7 C4 C5 C6 -178.8(2) . . . . ?
C2 C1 C6 C5 -1.0(4) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C14 C9 C10 C11 -1.6(2) . . . . ?
C8 C9 C10 C11 178.11(16) . . . . ?
C14 C9 C10 C15 176.53(15) . . . . ?
C8 C9 C10 C15 -3.8(2) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C15 C10 C11 C12 -177.23(17) . . . . ?
C10 C11 C12 C13 0.3(3) . . . . ?
C11 C12 C13 C14 -0.8(3) . . . . ?
C12 C13 C14 C9 0.0(3) . . . . ?
C10 C9 C14 C13 1.2(3) . . . . ?
C8 C9 C14 C13 -178.51(16) . . . . ?
C11 C10 C15 C21 14.2(2) . . . . ?
C9 C10 C15 C21 -163.82(15) . . . . ?
C11 C10 C15 C16 -93.01(19) . . . . ?
C9 C10 C15 C16 88.97(19) . . . . ?
C10 C15 C16 C23 -95.17(18) . . . . ?
C21 C15 C16 C23 139.17(16) . . . . ?
C10 C15 C16 C22 35.1(2) . . . . ?
C21 C15 C16 C22 -90.59(17) . . . . ?
C10 C15 C16 C17 147.05(15) . . . . ?
C21 C15 C16 C17 21.39(12) . . . . ?
C23 C16 C17 O1 -28.3(2) . . . . ?
C22 C16 C17 O1 -155.07(14) . . . . ?
C15 C16 C17 O1 92.52(14) . . . . ?
C23 C16 C17 C21 -142.46(15) . . . . ?
C22 C16 C17 C21 90.80(16) . . . . ?
C15 C16 C17 C21 -21.61(12) . . . . ?
O1 C18 C19 C20 -61.0(3) . . . . ?
C18 C19 C20 C21 45.6(3) . . . . ?
C19 C20 C21 C17 -35.1(3) . . . . ?
C19 C20 C21 C15 70.9(3) . . . . ?
O1 C17 C21 C20 39.1(2) . . . . ?
C16 C17 C21 C20 146.39(17) . . . . ?
O1 C17 C21 C15 -85.09(16) . . . . ?
C16 C17 C21 C15 22.21(13) . . . . ?
C10 C15 C21 C20 93.1(2) . . . . ?
C16 C15 C21 C20 -142.47(19) . . . . ?
C10 C15 C21 C17 -146.30(15) . . . . ?
C16 C15 C21 C17 -21.83(12) . . . . ?
C21 C17 O1 C18 -53.3(2) . . . . ?
C16 C17 O1 C18 -149.09(17) . . . . ?
C19 C18 O1 C17 65.3(3) . . . . ?

_refine_diff_density_max         0.191
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_7be
_database_code_depnum_ccdc_archive 'CCDC 2035717'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H50 N2 O4'
_chemical_formula_weight         839.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.274(2)
_cell_length_b                   17.574(2)
_cell_length_c                   17.610(2)
_cell_angle_alpha                90
_cell_angle_beta                 119.159(2)
_cell_angle_gamma                90
_cell_volume                     4668.7(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4961
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      26.60

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_F_000             1776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23152
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.670
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8195
_reflns_number_gt                4844
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0751P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8195
_refine_ls_number_parameters     581
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1258
_refine_ls_wR_factor_gt          0.1097
_refine_ls_goodness_of_fit_ref   0.811
_refine_ls_restrained_S_all      0.811
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.16065(16) 0.54542(12) 0.51760(14) 0.0377(6) Uani 1 1 d . . . . .
H1 H 1.2209 0.5299 0.5481 0.045 Uiso 1 1 calc R U . . .
C2 C 1.13504(18) 0.61461(12) 0.53663(15) 0.0453(7) Uani 1 1 d . . . . .
H2 H 1.1783 0.6463 0.5804 0.054 Uiso 1 1 calc R U . . .
C3 C 1.04762(19) 0.63795(13) 0.49286(16) 0.0450(7) Uani 1 1 d . . . . .
H3 H 1.0309 0.6853 0.5066 0.054 Uiso 1 1 calc R U . . .
C4 C 0.98493(16) 0.59209(12) 0.42913(14) 0.0371(6) Uani 1 1 d . . . . .
H4 H 0.9247 0.6078 0.3992 0.045 Uiso 1 1 calc R U . . .
C5 C 1.00892(15) 0.52366(11) 0.40852(14) 0.0310(5) Uani 1 1 d . . . . .
H5 H 0.9654 0.4930 0.3636 0.037 Uiso 1 1 calc R U . . .
C6 C 1.09704(14) 0.49906(11) 0.45329(13) 0.0276(5) Uani 1 1 d . . . . .
C7 C 1.12019(14) 0.42677(12) 0.43137(13) 0.0281(5) Uani 1 1 d . . . . .
C8 C 1.13303(13) 0.36624(11) 0.40803(13) 0.0266(5) Uani 1 1 d . . . . .
C9 C 1.14175(13) 0.29548(10) 0.37177(13) 0.0242(5) Uani 1 1 d . . . . .
C10 C 1.06783(13) 0.26497(11) 0.29864(12) 0.0228(5) Uani 1 1 d . . . . .
C11 C 1.07938(13) 0.19755(11) 0.26342(13) 0.0261(5) Uani 1 1 d . . . . .
H11 H 1.0303 0.1761 0.2138 0.031 Uiso 1 1 calc R U . . .
C12 C 1.16087(14) 0.16133(11) 0.29932(14) 0.0293(5) Uani 1 1 d . . . . .
H12 H 1.1673 0.1159 0.2737 0.035 Uiso 1 1 calc R U . . .
C13 C 1.23273(14) 0.19102(11) 0.37211(14) 0.0304(5) Uani 1 1 d . . . . .
H13 H 1.2884 0.1659 0.3970 0.037 Uiso 1 1 calc R U . . .
C14 C 1.22324(13) 0.25740(11) 0.40857(14) 0.0311(5) Uani 1 1 d . . . . .
H14 H 1.2725 0.2775 0.4591 0.037 Uiso 1 1 calc R U . . .
C15 C 0.98017(13) 0.30505(11) 0.25961(13) 0.0239(5) Uani 1 1 d . . . . .
H15 H 0.9818 0.3464 0.2993 0.029 Uiso 1 1 calc R U . . .
C16 C 0.94249(13) 0.33680(11) 0.16428(13) 0.0240(5) Uani 1 1 d . . . . .
C17 C 0.87063(13) 0.27146(11) 0.13148(13) 0.0262(5) Uani 1 1 d . . . . .
H17 H 0.8923 0.2274 0.1111 0.031 Uiso 1 1 calc R U . . .
C18 C 0.89222(13) 0.25749(11) 0.22574(13) 0.0246(5) Uani 1 1 d . . . . .
H18 H 0.8497 0.2880 0.2365 0.030 Uiso 1 1 calc R U . . .
C19 C 0.77655(14) 0.29051(13) 0.06292(15) 0.0378(6) Uani 1 1 d . . . . .
H19A H 0.7538 0.3317 0.0841 0.057 Uiso 1 1 calc R U . . .
H19B H 0.7390 0.2454 0.0509 0.057 Uiso 1 1 calc R U . . .
H19C H 0.7761 0.3067 0.0095 0.057 Uiso 1 1 calc R U . . .
C20 C 0.89354(13) 0.17780(11) 0.25758(14) 0.0259(5) Uani 1 1 d . . . . .
C21 C 0.86453(15) 0.11594(12) 0.20205(15) 0.0351(6) Uani 1 1 d . . . . .
H21 H 0.8449 0.1230 0.1419 0.042 Uiso 1 1 calc R U . . .
C22 C 0.86381(17) 0.04337(12) 0.23335(17) 0.0431(6) Uani 1 1 d . . . . .
H22 H 0.8437 0.0014 0.1944 0.052 Uiso 1 1 calc R U . . .
C23 C 0.89186(16) 0.03188(13) 0.32006(17) 0.0415(6) Uani 1 1 d . . . . .
H23 H 0.8908 -0.0177 0.3411 0.050 Uiso 1 1 calc R U . . .
C24 C 0.92154(15) 0.09298(13) 0.37643(15) 0.0388(6) Uani 1 1 d . . . . .
H24 H 0.9413 0.0855 0.4365 0.047 Uiso 1 1 calc R U . . .
C25 C 0.92257(14) 0.16519(12) 0.34543(15) 0.0321(5) Uani 1 1 d . . . . .
H25 H 0.9435 0.2068 0.3848 0.039 Uiso 1 1 calc R U . . .
C26 C 0.99972(14) 0.33375(10) 0.12478(14) 0.0259(5) Uani 1 1 d . . . . .
C27 C 0.90070(13) 0.41510(11) 0.15382(15) 0.0273(5) Uani 1 1 d . . . . .
C28 C 0.84423(16) 0.52365(11) 0.06469(15) 0.0396(6) Uani 1 1 d . . . . .
H28A H 0.8826 0.5595 0.1113 0.048 Uiso 1 1 calc R U . . .
H28B H 0.7867 0.5197 0.0640 0.048 Uiso 1 1 calc R U . . .
C29 C 0.83028(17) 0.55146(13) -0.02162(16) 0.0447(7) Uani 1 1 d . . . . .
H29A H 0.7938 0.5148 -0.0670 0.067 Uiso 1 1 calc R U . . .
H29B H 0.8878 0.5569 -0.0195 0.067 Uiso 1 1 calc R U . . .
H29C H 0.8002 0.6009 -0.0348 0.067 Uiso 1 1 calc R U . . .
C30 C 0.53759(17) 0.53160(12) 0.40929(15) 0.0392(6) Uani 1 1 d . . . . .
H30 H 0.5722 0.4990 0.3947 0.047 Uiso 1 1 calc R U . . .
C31 C 0.57660(19) 0.59393(13) 0.46247(16) 0.0486(7) Uani 1 1 d . . . . .
H31 H 0.6380 0.6036 0.4847 0.058 Uiso 1 1 calc R U . . .
C32 C 0.5268(2) 0.64191(13) 0.48321(16) 0.0523(8) Uani 1 1 d . . . . .
H32 H 0.5537 0.6846 0.5198 0.063 Uiso 1 1 calc R U . . .
C33 C 0.4383(2) 0.62806(13) 0.45102(17) 0.0511(7) Uani 1 1 d . . . . .
H33 H 0.4040 0.6614 0.4653 0.061 Uiso 1 1 calc R U . . .
C34 C 0.39811(18) 0.56600(12) 0.39784(15) 0.0435(6) Uani 1 1 d . . . . .
H34 H 0.3365 0.5572 0.3755 0.052 Uiso 1 1 calc R U . . .
C35 C 0.44767(16) 0.51646(11) 0.37697(14) 0.0322(5) Uani 1 1 d . . . . .
C36 C 0.40914(15) 0.44958(12) 0.32520(14) 0.0304(5) Uani 1 1 d . . . . .
C37 C 0.38205(14) 0.39072(12) 0.28563(13) 0.0269(5) Uani 1 1 d . . . . .
C38 C 0.35320(13) 0.31962(11) 0.24050(13) 0.0239(5) Uani 1 1 d . . . . .
C39 C 0.26261(14) 0.30329(11) 0.19308(14) 0.0294(5) Uani 1 1 d . . . . .
H39 H 0.2208 0.3383 0.1932 0.035 Uiso 1 1 calc R U . . .
C40 C 0.23347(14) 0.23640(11) 0.14591(14) 0.0320(5) Uani 1 1 d . . . . .
H40 H 0.1718 0.2263 0.1121 0.038 Uiso 1 1 calc R U . . .
C41 C 0.29449(14) 0.18444(12) 0.14825(14) 0.0301(5) Uani 1 1 d . . . . .
H41 H 0.2747 0.1382 0.1165 0.036 Uiso 1 1 calc R U . . .
C42 C 0.38428(13) 0.19930(11) 0.19655(13) 0.0274(5) Uani 1 1 d . . . . .
H42 H 0.4254 0.1625 0.1984 0.033 Uiso 1 1 calc R U . . .
C43 C 0.41564(13) 0.26666(11) 0.24226(12) 0.0228(5) Uani 1 1 d . . . . .
C44 C 0.51210(13) 0.28865(11) 0.28727(13) 0.0242(5) Uani 1 1 d . . . . .
H44 H 0.5239 0.3313 0.3291 0.029 Uiso 1 1 calc R U . . .
C45 C 0.58721(13) 0.22736(11) 0.32734(12) 0.0233(5) Uani 1 1 d . . . . .
H45 H 0.6403 0.2537 0.3743 0.028 Uiso 1 1 calc R U . . .
C46 C 0.59823(13) 0.22955(11) 0.24602(13) 0.0259(5) Uani 1 1 d . . . . .
H46 H 0.5595 0.1899 0.2039 0.031 Uiso 1 1 calc R U . . .
C47 C 0.54781(13) 0.30842(11) 0.22249(13) 0.0256(5) Uani 1 1 d . . . . .
C48 C 0.69013(14) 0.22509(12) 0.25543(15) 0.0353(6) Uani 1 1 d . . . . .
H48A H 0.7292 0.2617 0.2994 0.053 Uiso 1 1 calc R U . . .
H48B H 0.6868 0.2371 0.1996 0.053 Uiso 1 1 calc R U . . .
H48C H 0.7138 0.1736 0.2734 0.053 Uiso 1 1 calc R U . . .
C49 C 0.57839(13) 0.15348(11) 0.36592(13) 0.0239(5) Uani 1 1 d . . . . .
C50 C 0.55834(13) 0.15367(12) 0.43298(13) 0.0279(5) Uani 1 1 d . . . . .
H50 H 0.5424 0.2001 0.4494 0.034 Uiso 1 1 calc R U . . .
C51 C 0.56108(14) 0.08738(12) 0.47645(14) 0.0318(5) Uani 1 1 d . . . . .
H51 H 0.5481 0.0887 0.5230 0.038 Uiso 1 1 calc R U . . .
C52 C 0.58257(14) 0.01939(12) 0.45250(14) 0.0332(6) Uani 1 1 d . . . . .
H52 H 0.5853 -0.0260 0.4830 0.040 Uiso 1 1 calc R U . . .
C53 C 0.60019(14) 0.01749(12) 0.38406(14) 0.0335(6) Uani 1 1 d . . . . .
H53 H 0.6136 -0.0295 0.3664 0.040 Uiso 1 1 calc R U . . .
C54 C 0.59833(14) 0.08404(11) 0.34101(14) 0.0299(5) Uani 1 1 d . . . . .
H54 H 0.6108 0.0824 0.2941 0.036 Uiso 1 1 calc R U . . .
C55 C 0.61292(14) 0.37473(12) 0.25562(15) 0.0295(5) Uani 1 1 d . . . . .
C56 C 0.69848(15) 0.45841(12) 0.21737(16) 0.0408(6) Uani 1 1 d . . . . .
H56A H 0.7465 0.4509 0.2779 0.049 Uiso 1 1 calc R U . . .
H56B H 0.7250 0.4568 0.1786 0.049 Uiso 1 1 calc R U . . .
C57 C 0.65594(18) 0.53291(13) 0.20955(19) 0.0560(8) Uani 1 1 d . . . . .
H57A H 0.6097 0.5409 0.1492 0.084 Uiso 1 1 calc R U . . .
H57B H 0.7005 0.5733 0.2267 0.084 Uiso 1 1 calc R U . . .
H57C H 0.6293 0.5341 0.2476 0.084 Uiso 1 1 calc R U . . .
C00A C 0.48182(14) 0.31795(11) 0.13049(15) 0.0272(5) Uani 1 1 d . . . . .
N1 N 1.04262(13) 0.32839(10) 0.09191(12) 0.0351(5) Uani 1 1 d . . . . .
N2 N 0.43027(13) 0.32298(10) 0.05870(13) 0.0376(5) Uani 1 1 d . . . . .
O1 O 0.88648(9) 0.44882(7) 0.08047(9) 0.0309(4) Uani 1 1 d . . . . .
O2 O 0.87970(10) 0.44113(8) 0.20469(10) 0.0346(4) Uani 1 1 d . . . . .
O3 O 0.63227(10) 0.39723(8) 0.19340(10) 0.0372(4) Uani 1 1 d . . . . .
O4 O 0.64628(10) 0.39898(8) 0.32787(10) 0.0399(4) 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 1.390(3) . ?
C1 C6 1.393(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.399(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.440(3) . ?
C7 C8 1.200(3) . ?
C8 C9 1.439(3) . ?
C9 C14 1.400(3) . ?
C9 C10 1.405(3) . ?
C10 C11 1.396(3) . ?
C10 C15 1.499(3) . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C18 1.575(3) . ?
C15 C16 1.578(3) . ?
C15 H15 1.0000 . ?
C16 C26 1.461(3) . ?
C16 C27 1.523(3) . ?
C16 C17 1.579(3) . ?
C17 C19 1.516(3) . ?
C17 C18 1.533(3) . ?
C17 H17 1.0000 . ?
C18 C20 1.505(3) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.383(3) . ?
C20 C25 1.392(3) . ?
C21 C22 1.392(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.373(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 N1 1.145(3) . ?
C27 O2 1.208(2) . ?
C27 O1 1.331(2) . ?
C28 O1 1.464(2) . ?
C28 C29 1.500(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.384(3) . ?
C30 C35 1.395(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.375(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.369(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.384(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.390(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.437(3) . ?
C36 C37 1.207(3) . ?
C37 C38 1.434(3) . ?
C38 C39 1.398(3) . ?
C38 C43 1.414(3) . ?
C39 C40 1.385(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.380(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.383(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.385(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.506(3) . ?
C44 C45 1.565(3) . ?
C44 C47 1.578(3) . ?
C44 H44 1.0000 . ?
C45 C49 1.507(3) . ?
C45 C46 1.534(3) . ?
C45 H45 1.0000 . ?
C46 C48 1.516(3) . ?
C46 C47 1.581(3) . ?
C46 H46 1.0000 . ?
C47 C00A 1.467(3) . ?
C47 C55 1.524(3) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.383(3) . ?
C49 C54 1.396(3) . ?
C50 C51 1.382(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.377(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.380(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.386(3) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
C55 O4 1.191(2) . ?
C55 O3 1.351(3) . ?
C56 C57 1.475(3) . ?
C56 O3 1.474(2) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C00A N2 1.141(3) . ?

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 119.3(2) . . ?
C2 C1 H1 120.3 . . ?
C6 C1 H1 120.3 . . ?
C3 C2 C1 121.0(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 119.5(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.22(19) . . ?
C1 C6 C7 121.5(2) . . ?
C5 C6 C7 119.32(19) . . ?
C8 C7 C6 175.1(2) . . ?
C7 C8 C9 174.5(2) . . ?
C14 C9 C10 120.11(18) . . ?
C14 C9 C8 120.44(18) . . ?
C10 C9 C8 119.45(18) . . ?
C11 C10 C9 117.92(18) . . ?
C11 C10 C15 121.75(18) . . ?
C9 C10 C15 120.32(17) . . ?
C12 C11 C10 121.38(19) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C13 C12 C11 120.26(19) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.66(19) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C9 120.63(19) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C10 C15 C18 119.79(16) . . ?
C10 C15 C16 117.07(17) . . ?
C18 C15 C16 87.88(14) . . ?
C10 C15 H15 110.1 . . ?
C18 C15 H15 110.1 . . ?
C16 C15 H15 110.1 . . ?
C26 C16 C27 111.50(17) . . ?
C26 C16 C15 118.00(17) . . ?
C27 C16 C15 111.95(16) . . ?
C26 C16 C17 113.13(16) . . ?
C27 C16 C17 111.78(16) . . ?
C15 C16 C17 88.58(14) . . ?
C19 C17 C18 119.90(18) . . ?
C19 C17 C16 118.49(17) . . ?
C18 C17 C16 89.27(14) . . ?
C19 C17 H17 109.2 . . ?
C18 C17 H17 109.2 . . ?
C16 C17 H17 109.2 . . ?
C20 C18 C17 120.27(16) . . ?
C20 C18 C15 121.09(17) . . ?
C17 C18 C15 90.35(14) . . ?
C20 C18 H18 107.9 . . ?
C17 C18 H18 107.9 . . ?
C15 C18 H18 107.9 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C25 118.10(19) . . ?
C21 C20 C18 122.25(19) . . ?
C25 C20 C18 119.62(18) . . ?
C20 C21 C22 120.7(2) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 119.4(2) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C23 C24 C25 120.1(2) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C20 121.1(2) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
N1 C26 C16 176.9(2) . . ?
O2 C27 O1 124.82(19) . . ?
O2 C27 C16 123.2(2) . . ?
O1 C27 C16 111.85(18) . . ?
O1 C28 C29 107.72(18) . . ?
O1 C28 H28A 110.2 . . ?
C29 C28 H28A 110.2 . . ?
O1 C28 H28B 110.2 . . ?
C29 C28 H28B 110.2 . . ?
H28A C28 H28B 108.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C35 120.3(2) . . ?
C31 C30 H30 119.8 . . ?
C35 C30 H30 119.8 . . ?
C32 C31 C30 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C33 C32 C31 119.9(2) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C34 120.7(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C35 120.1(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 118.7(2) . . ?
C34 C35 C36 121.7(2) . . ?
C30 C35 C36 119.6(2) . . ?
C37 C36 C35 175.5(2) . . ?
C36 C37 C38 177.8(2) . . ?
C39 C38 C43 119.87(18) . . ?
C39 C38 C37 119.71(18) . . ?
C43 C38 C37 120.41(18) . . ?
C40 C39 C38 120.42(19) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C41 C40 C39 119.65(19) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C42 120.32(19) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C41 C42 C43 121.53(19) . . ?
C41 C42 H42 119.2 . . ?
C43 C42 H42 119.2 . . ?
C42 C43 C38 118.15(18) . . ?
C42 C43 C44 123.00(18) . . ?
C38 C43 C44 118.65(17) . . ?
C43 C44 C45 121.49(16) . . ?
C43 C44 C47 113.47(16) . . ?
C45 C44 C47 86.97(14) . . ?
C43 C44 H44 110.9 . . ?
C45 C44 H44 110.9 . . ?
C47 C44 H44 110.9 . . ?
C49 C45 C46 121.87(16) . . ?
C49 C45 C44 123.53(16) . . ?
C46 C45 C44 90.84(14) . . ?
C49 C45 H45 106.2 . . ?
C46 C45 H45 106.2 . . ?
C44 C45 H45 106.2 . . ?
C48 C46 C45 119.76(17) . . ?
C48 C46 C47 119.20(17) . . ?
C45 C46 C47 87.91(15) . . ?
C48 C46 H46 109.4 . . ?
C45 C46 H46 109.4 . . ?
C47 C46 H46 109.4 . . ?
C00A C47 C55 111.51(17) . . ?
C00A C47 C44 117.16(17) . . ?
C55 C47 C44 111.55(17) . . ?
C00A C47 C46 114.95(16) . . ?
C55 C47 C46 111.12(16) . . ?
C44 C47 C46 88.68(14) . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 C54 118.26(18) . . ?
C50 C49 C45 120.33(18) . . ?
C54 C49 C45 121.13(18) . . ?
C49 C50 C51 121.02(19) . . ?
C49 C50 H50 119.5 . . ?
C51 C50 H50 119.5 . . ?
C52 C51 C50 120.2(2) . . ?
C52 C51 H51 119.9 . . ?
C50 C51 H51 119.9 . . ?
C53 C52 C51 119.71(19) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C54 120.1(2) . . ?
C52 C53 H53 120.0 . . ?
C54 C53 H53 120.0 . . ?
C53 C54 C49 120.63(19) . . ?
C53 C54 H54 119.7 . . ?
C49 C54 H54 119.7 . . ?
O4 C55 O3 125.4(2) . . ?
O4 C55 C47 124.4(2) . . ?
O3 C55 C47 109.96(18) . . ?
C57 C56 O3 109.82(19) . . ?
C57 C56 H56A 109.7 . . ?
O3 C56 H56A 109.7 . . ?
C57 C56 H56B 109.7 . . ?
O3 C56 H56B 109.7 . . ?
H56A C56 H56B 108.2 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
N2 C00A C47 177.9(2) . . ?
C27 O1 C28 115.06(16) . . ?
C55 O3 C56 116.45(17) . . ?

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
C6 C1 C2 C3 0.1(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 1.3(3) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C2 C1 C6 C7 -179.8(2) . . . . ?
C4 C5 C6 C1 -1.5(3) . . . . ?
C4 C5 C6 C7 179.10(19) . . . . ?
C14 C9 C10 C11 -1.7(3) . . . . ?
C8 C9 C10 C11 177.91(18) . . . . ?
C14 C9 C10 C15 179.30(19) . . . . ?
C8 C9 C10 C15 -1.1(3) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C15 C10 C11 C12 179.26(19) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C9 -0.9(3) . . . . ?
C10 C9 C14 C13 2.0(3) . . . . ?
C8 C9 C14 C13 -177.60(19) . . . . ?
C11 C10 C15 C18 40.7(3) . . . . ?
C9 C10 C15 C18 -140.40(19) . . . . ?
C11 C10 C15 C16 -63.5(2) . . . . ?
C9 C10 C15 C16 115.4(2) . . . . ?
C10 C15 C16 C26 -7.5(3) . . . . ?
C18 C15 C16 C26 -130.19(17) . . . . ?
C10 C15 C16 C27 -139.00(18) . . . . ?
C18 C15 C16 C27 98.36(17) . . . . ?
C10 C15 C16 C17 108.04(18) . . . . ?
C18 C15 C16 C17 -14.61(14) . . . . ?
C26 C16 C17 C19 -100.9(2) . . . . ?
C27 C16 C17 C19 26.0(3) . . . . ?
C15 C16 C17 C19 139.08(19) . . . . ?
C26 C16 C17 C18 135.01(17) . . . . ?
C27 C16 C17 C18 -98.13(18) . . . . ?
C15 C16 C17 C18 15.00(14) . . . . ?
C19 C17 C18 C20 95.1(2) . . . . ?
C16 C17 C18 C20 -141.99(18) . . . . ?
C19 C17 C18 C15 -137.92(18) . . . . ?
C16 C17 C18 C15 -15.02(14) . . . . ?
C10 C15 C18 C20 21.1(3) . . . . ?
C16 C15 C18 C20 141.37(18) . . . . ?
C10 C15 C18 C17 -105.19(19) . . . . ?
C16 C15 C18 C17 15.05(14) . . . . ?
C17 C18 C20 C21 -8.7(3) . . . . ?
C15 C18 C20 C21 -119.8(2) . . . . ?
C17 C18 C20 C25 173.03(18) . . . . ?
C15 C18 C20 C25 61.9(3) . . . . ?
C25 C20 C21 C22 0.6(3) . . . . ?
C18 C20 C21 C22 -177.7(2) . . . . ?
C20 C21 C22 C23 0.1(3) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C23 C24 C25 C20 0.4(3) . . . . ?
C21 C20 C25 C24 -0.8(3) . . . . ?
C18 C20 C25 C24 177.6(2) . . . . ?
C26 C16 C27 O2 -151.4(2) . . . . ?
C15 C16 C27 O2 -16.7(3) . . . . ?
C17 C16 C27 O2 80.9(2) . . . . ?
C26 C16 C27 O1 31.7(2) . . . . ?
C15 C16 C27 O1 166.39(16) . . . . ?
C17 C16 C27 O1 -96.01(19) . . . . ?
C35 C30 C31 C32 -0.6(3) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
C31 C32 C33 C34 0.2(4) . . . . ?
C32 C33 C34 C35 0.5(4) . . . . ?
C33 C34 C35 C30 -1.2(3) . . . . ?
C33 C34 C35 C36 177.1(2) . . . . ?
C31 C30 C35 C34 1.3(3) . . . . ?
C31 C30 C35 C36 -177.1(2) . . . . ?
C43 C38 C39 C40 -1.7(3) . . . . ?
C37 C38 C39 C40 177.06(19) . . . . ?
C38 C39 C40 C41 2.2(3) . . . . ?
C39 C40 C41 C42 -0.8(3) . . . . ?
C40 C41 C42 C43 -1.3(3) . . . . ?
C41 C42 C43 C38 1.8(3) . . . . ?
C41 C42 C43 C44 -172.97(19) . . . . ?
C39 C38 C43 C42 -0.3(3) . . . . ?
C37 C38 C43 C42 -179.06(18) . . . . ?
C39 C38 C43 C44 174.70(18) . . . . ?
C37 C38 C43 C44 -4.0(3) . . . . ?
C42 C43 C44 C45 -31.9(3) . . . . ?
C38 C43 C44 C45 153.34(18) . . . . ?
C42 C43 C44 C47 69.5(2) . . . . ?
C38 C43 C44 C47 -105.2(2) . . . . ?
C43 C44 C45 C49 -32.2(3) . . . . ?
C47 C44 C45 C49 -148.00(18) . . . . ?
C43 C44 C45 C46 97.8(2) . . . . ?
C47 C44 C45 C46 -17.97(14) . . . . ?
C49 C45 C46 C48 -88.0(2) . . . . ?
C44 C45 C46 C48 140.70(18) . . . . ?
C49 C45 C46 C47 149.19(18) . . . . ?
C44 C45 C46 C47 17.92(14) . . . . ?
C43 C44 C47 C00A 11.8(2) . . . . ?
C45 C44 C47 C00A 134.97(17) . . . . ?
C43 C44 C47 C55 142.00(18) . . . . ?
C45 C44 C47 C55 -94.81(17) . . . . ?
C43 C44 C47 C46 -105.76(17) . . . . ?
C45 C44 C47 C46 17.43(14) . . . . ?
C48 C46 C47 C00A 99.4(2) . . . . ?
C45 C46 C47 C00A -137.30(18) . . . . ?
C48 C46 C47 C55 -28.4(3) . . . . ?
C45 C46 C47 C55 94.86(18) . . . . ?
C48 C46 C47 C44 -141.04(19) . . . . ?
C45 C46 C47 C44 -17.77(14) . . . . ?
C46 C45 C49 C50 -172.50(18) . . . . ?
C44 C45 C49 C50 -56.9(3) . . . . ?
C46 C45 C49 C54 13.7(3) . . . . ?
C44 C45 C49 C54 129.3(2) . . . . ?
C54 C49 C50 C51 2.3(3) . . . . ?
C45 C49 C50 C51 -171.68(19) . . . . ?
C49 C50 C51 C52 -1.1(3) . . . . ?
C50 C51 C52 C53 -0.9(3) . . . . ?
C51 C52 C53 C54 1.5(3) . . . . ?
C52 C53 C54 C49 -0.2(3) . . . . ?
C50 C49 C54 C53 -1.7(3) . . . . ?
C45 C49 C54 C53 172.30(19) . . . . ?
C00A C47 C55 O4 146.9(2) . . . . ?
C44 C47 C55 O4 13.8(3) . . . . ?
C46 C47 C55 O4 -83.4(3) . . . . ?
C00A C47 C55 O3 -38.1(2) . . . . ?
C44 C47 C55 O3 -171.20(16) . . . . ?
C46 C47 C55 O3 91.6(2) . . . . ?
O2 C27 O1 C28 1.7(3) . . . . ?
C16 C27 O1 C28 178.48(17) . . . . ?
C29 C28 O1 C27 -177.84(18) . . . . ?
O4 C55 O3 C56 -1.8(3) . . . . ?
C47 C55 O3 C56 -176.74(17) . . . . ?
C57 C56 O3 C55 -81.5(2) . . . . ?

_refine_diff_density_max         0.387
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_8aa
_database_code_depnum_ccdc_archive 'CCDC 2035718'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H40 N8'
_chemical_formula_weight         1017.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.2881(12)
_cell_length_b                   21.441(3)
_cell_length_c                   25.271(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.684(2)
_cell_angle_gamma                90
_cell_volume                     5477.7(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5106
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      26.02

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             2112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27740
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.499
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9624
_reflns_number_gt                6721
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0686P)²+0.5065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9624
_refine_ls_number_parameters     721
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1362
_refine_ls_wR_factor_gt          0.1243
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0123(4) 0.3360(3) 0.5581(2) 0.147(3) Uani 1 1 d . U . . .
H1 H 0.9993 0.3416 0.5202 0.177 Uiso 1 1 calc R U . . .
C2 C 1.0055(4) 0.2763(3) 0.5758(2) 0.138(2) Uani 1 1 d . U . . .
H2 H 0.9881 0.2420 0.5517 0.165 Uiso 1 1 calc R U . . .
C3 C 1.0265(3) 0.2684(2) 0.63399(17) 0.1232(18) Uani 1 1 d . U . . .
H3 H 1.0241 0.2281 0.6495 0.148 Uiso 1 1 calc R U . . .
C4 C 1.0496(3) 0.3202(2) 0.66557(16) 0.0830(13) Uani 1 1 d . U . . .
C5 C 1.0567(3) 0.3805(2) 0.64456(15) 0.0914(13) Uani 1 1 d . . . . .
H5 H 1.0754 0.4153 0.6680 0.110 Uiso 1 1 calc R U . . .
C6 C 1.0357(3) 0.3886(3) 0.58847(16) 0.1087(16) Uani 1 1 d . . . . .
H6 H 1.0378 0.4287 0.5726 0.130 Uiso 1 1 calc R U . . .
C7 C 1.0724(2) 0.31154(15) 0.72600(15) 0.0650(10) Uani 1 1 d . . . . .
C8 C 1.0927(2) 0.30781(12) 0.77432(14) 0.0510(8) Uani 1 1 d . . . . .
C9 C 1.1232(2) 0.30272(10) 0.83186(12) 0.0408(6) Uani 1 1 d . . . . .
C10 C 1.2025(2) 0.25273(11) 0.85657(17) 0.0641(10) Uani 1 1 d . . . . .
H10 H 1.2351 0.2225 0.8348 0.077 Uiso 1 1 calc R U . . .
C11 C 1.2325(3) 0.24767(13) 0.91185(17) 0.0699(10) Uani 1 1 d . U . . .
H11 H 1.2846 0.2137 0.9280 0.084 Uiso 1 1 calc R U . . .
C12 C 1.1877(2) 0.29145(13) 0.94364(13) 0.0589(8) Uani 1 1 d . U . . .
H12 H 1.2103 0.2881 0.9817 0.071 Uiso 1 1 calc R U . . .
C13 C 1.1101(2) 0.34028(11) 0.92069(10) 0.0371(6) Uani 1 1 d . . . . .
H13 H 1.0798 0.3703 0.9433 0.044 Uiso 1 1 calc R U . . .
C14 C 1.0751(2) 0.34655(9) 0.86507(9) 0.0288(5) Uani 1 1 d . . . . .
C15 C 0.98286(18) 0.39606(9) 0.83828(8) 0.0212(4) Uani 1 1 d . . . . .
H15 H 0.9728 0.3892 0.7986 0.025 Uiso 1 1 calc R U . . .
C16 C 1.00351(18) 0.46827(9) 0.84800(7) 0.0193(4) Uani 1 1 d . . . . .
C17 C 0.84805(18) 0.47532(9) 0.83742(8) 0.0185(4) Uani 1 1 d . . . . .
H17 H 0.8192 0.4795 0.7976 0.022 Uiso 1 1 calc R U . . .
C18 C 0.83812(18) 0.40357(9) 0.85068(7) 0.0183(4) Uani 1 1 d . . . . .
C19 C 1.06688(19) 0.50082(9) 0.80821(8) 0.0216(5) Uani 1 1 d . . . . .
C20 C 1.06868(19) 0.48568(9) 0.90292(8) 0.0220(5) Uani 1 1 d . . . . .
C21 C 0.73619(19) 0.36966(9) 0.81307(8) 0.0194(4) Uani 1 1 d . . . . .
C22 C 0.82473(19) 0.38845(9) 0.90608(8) 0.0217(5) Uani 1 1 d . . . . .
C23 C 0.77890(18) 0.52611(9) 0.86224(7) 0.0192(4) Uani 1 1 d . . . . .
C24 C 0.78445(19) 0.53160(9) 0.91751(8) 0.0232(5) Uani 1 1 d . . . . .
H24 H 0.8344 0.5024 0.9412 0.028 Uiso 1 1 calc R U . . .
C25 C 0.7178(2) 0.57930(10) 0.93837(9) 0.0293(5) Uani 1 1 d . . . . .
H25 H 0.7241 0.5831 0.9762 0.035 Uiso 1 1 calc R U . . .
C26 C 0.6424(2) 0.62126(10) 0.90421(9) 0.0329(5) Uani 1 1 d . . . . .
H26 H 0.5949 0.6531 0.9186 0.039 Uiso 1 1 calc R U . . .
C27 C 0.6358(2) 0.61700(10) 0.84943(9) 0.0326(5) Uani 1 1 d . . . . .
H27 H 0.5838 0.6461 0.8262 0.039 Uiso 1 1 calc R U . . .
C28 C 0.70506(19) 0.57018(9) 0.82749(8) 0.0236(5) Uani 1 1 d . . . . .
C29 C 0.7048(2) 0.56945(9) 0.77062(9) 0.0254(5) Uani 1 1 d . . . . .
C30 C 0.7123(2) 0.57059(9) 0.72371(9) 0.0275(5) Uani 1 1 d . . . . .
C32 C 0.6176(2) 0.57885(10) 0.62702(8) 0.0284(5) Uani 1 1 d . . . . .
H32 H 0.5313 0.5807 0.6354 0.034 Uiso 1 1 calc R U . . .
C33 C 0.6338(2) 0.58205(10) 0.57389(9) 0.0336(5) Uani 1 1 d . . . . .
H33 H 0.5587 0.5861 0.5459 0.040 Uiso 1 1 calc R U . . .
C34 C 0.7589(2) 0.57933(10) 0.56139(9) 0.0339(5) Uani 1 1 d . . . . .
H34 H 0.7699 0.5819 0.5249 0.041 Uiso 1 1 calc R U . . .
C35 C 0.8671(2) 0.57296(11) 0.60183(9) 0.0382(6) Uani 1 1 d . . . . .
H35 H 0.9529 0.5708 0.5931 0.046 Uiso 1 1 calc R U . . .
C36 C 0.8531(2) 0.56971(11) 0.65497(9) 0.0360(6) Uani 1 1 d . . . . .
H36 H 0.9290 0.5653 0.6826 0.043 Uiso 1 1 calc R U . . .
C37 C 0.7272(2) 0.57298(9) 0.66821(8) 0.0246(5) Uani 1 1 d . . . . .
C38 C 0.6201(2) 0.20003(10) 0.83894(9) 0.0325(5) Uani 1 1 d . . . . .
H38 H 0.5352 0.1985 0.8165 0.039 Uiso 1 1 calc R U . . .
C39 C 0.6313(2) 0.20393(10) 0.89431(9) 0.0368(6) Uani 1 1 d . . . . .
H39 H 0.5538 0.2046 0.9098 0.044 Uiso 1 1 calc R U . . .
C40 C 0.7546(3) 0.20689(10) 0.92723(9) 0.0385(6) Uani 1 1 d . . . . .
H40 H 0.7616 0.2098 0.9652 0.046 Uiso 1 1 calc R U . . .
C41 C 0.8673(2) 0.20557(10) 0.90502(9) 0.0373(6) Uani 1 1 d . . . . .
H41 H 0.9519 0.2077 0.9277 0.045 Uiso 1 1 calc R U . . .
C42 C 0.8575(2) 0.20112(10) 0.84984(9) 0.0327(5) Uani 1 1 d . . . . .
H42 H 0.9355 0.1999 0.8348 0.039 Uiso 1 1 calc R U . . .
C43 C 0.7336(2) 0.19834(9) 0.81609(8) 0.0260(5) Uani 1 1 d . . . . .
C44 C 0.7247(2) 0.19591(10) 0.75872(9) 0.0289(5) Uani 1 1 d . . . . .
C45 C 0.7191(2) 0.19582(9) 0.71072(9) 0.0264(5) Uani 1 1 d . . . . .
C46 C 0.7087(2) 0.19694(9) 0.65338(8) 0.0248(5) Uani 1 1 d . . . . .
C47 C 0.7479(2) 0.14524(10) 0.62670(9) 0.0354(6) Uani 1 1 d . . . . .
H47 H 0.7834 0.1098 0.6469 0.042 Uiso 1 1 calc R U . . .
C48 C 0.7359(2) 0.14483(10) 0.57137(9) 0.0353(6) Uani 1 1 d . . . . .
H48 H 0.7643 0.1096 0.5538 0.042 Uiso 1 1 calc R U . . .
C49 C 0.6829(2) 0.19551(10) 0.54186(9) 0.0287(5) Uani 1 1 d . . . . .
H49 H 0.6736 0.1950 0.5038 0.034 Uiso 1 1 calc R U . . .
C50 C 0.64286(19) 0.24744(9) 0.56722(8) 0.0243(5) Uani 1 1 d . . . . .
H50 H 0.6059 0.2821 0.5462 0.029 Uiso 1 1 calc R U . . .
C51 C 0.65605(19) 0.24959(9) 0.62311(8) 0.0204(4) Uani 1 1 d . . . . .
C52 C 0.61237(18) 0.30353(9) 0.65326(8) 0.0181(4) Uani 1 1 d . . . . .
H52 H 0.6484 0.2961 0.6923 0.022 Uiso 1 1 calc R U . . .
C53 C 0.46039(19) 0.31844(9) 0.64867(8) 0.0207(4) Uani 1 1 d . . . . .
C54 C 0.50002(18) 0.38876(9) 0.66043(8) 0.0197(4) Uani 1 1 d . . . . .
H54 H 0.5200 0.3934 0.7005 0.024 Uiso 1 1 calc R U . . .
C55 C 0.63662(18) 0.37488(9) 0.64227(7) 0.0194(4) Uani 1 1 d . . . . .
C56 C 0.39984(19) 0.28680(9) 0.68958(8) 0.0235(5) Uani 1 1 d . . . . .
C57 C 0.3837(2) 0.30817(9) 0.59408(9) 0.0244(5) Uani 1 1 d . . . . .
C58 C 0.7504(2) 0.40289(9) 0.67882(8) 0.0211(4) Uani 1 1 d . . . . .
C59 C 0.64730(19) 0.39107(9) 0.58662(8) 0.0226(5) Uani 1 1 d . . . . .
C60 C 0.41001(19) 0.44174(9) 0.63912(8) 0.0206(4) Uani 1 1 d . . . . .
C61 C 0.3780(2) 0.45742(9) 0.58498(8) 0.0251(5) Uani 1 1 d . . . . .
H61 H 0.4115 0.4330 0.5591 0.030 Uiso 1 1 calc R U . . .
C62 C 0.2977(2) 0.50833(10) 0.56817(9) 0.0289(5) Uani 1 1 d . . . . .
H62 H 0.2777 0.5190 0.5311 0.035 Uiso 1 1 calc R U . . .
C63 C 0.2467(2) 0.54369(10) 0.60547(9) 0.0299(5) Uani 1 1 d . . . . .
H63 H 0.1924 0.5787 0.5938 0.036 Uiso 1 1 calc R U . . .
C64 C 0.2743(2) 0.52825(10) 0.65933(9) 0.0290(5) Uani 1 1 d . . . . .
H64 H 0.2378 0.5523 0.6846 0.035 Uiso 1 1 calc R U . . .
C65 C 0.35591(19) 0.47729(9) 0.67692(8) 0.0224(5) Uani 1 1 d . . . . .
C66 C 0.3818(2) 0.46184(9) 0.73299(9) 0.0250(5) Uani 1 1 d . . . . .
C67 C 0.3991(2) 0.44879(10) 0.78023(9) 0.0260(5) Uani 1 1 d . . . . .
C68 C 0.41981(19) 0.43552(10) 0.83687(8) 0.0247(5) Uani 1 1 d . . . . .
C69 C 0.4205(2) 0.48426(10) 0.87347(9) 0.0310(5) Uani 1 1 d . . . . .
H69 H 0.4059 0.5259 0.8609 0.037 Uiso 1 1 calc R U . . .
C70 C 0.4426(2) 0.47198(11) 0.92807(9) 0.0345(6) Uani 1 1 d . . . . .
H70 H 0.4411 0.5051 0.9529 0.041 Uiso 1 1 calc R U . . .
C71 C 0.4666(2) 0.41182(11) 0.94670(9) 0.0334(5) Uani 1 1 d . . . . .
H71 H 0.4845 0.4038 0.9843 0.040 Uiso 1 1 calc R U . . .
C72 C 0.4647(2) 0.36334(11) 0.91057(8) 0.0304(5) Uani 1 1 d . . . . .
H72 H 0.4802 0.3219 0.9235 0.036 Uiso 1 1 calc R U . . .
C73 C 0.44039(19) 0.37464(10) 0.85601(8) 0.0269(5) Uani 1 1 d . . . . .
H73 H 0.4376 0.3410 0.8314 0.032 Uiso 1 1 calc R U . . .
N1 N 1.10864(17) 0.52710(9) 0.77575(7) 0.0312(4) Uani 1 1 d . . . . .
N2 N 1.11759(18) 0.49900(9) 0.94567(7) 0.0325(4) Uani 1 1 d . . . . .
N3 N 0.65959(16) 0.34429(8) 0.78186(7) 0.0256(4) Uani 1 1 d . . . . .
N4 N 0.81517(18) 0.37594(9) 0.94915(7) 0.0336(5) Uani 1 1 d . . . . .
N5 N 0.83373(17) 0.42485(8) 0.70914(7) 0.0294(4) Uani 1 1 d . . . . .
N6 N 0.65817(19) 0.40361(9) 0.54360(7) 0.0351(5) Uani 1 1 d . . . . .
N7 N 0.36366(18) 0.26054(9) 0.72363(8) 0.0351(5) Uani 1 1 d . . . . .
N8 N 0.32996(19) 0.30108(9) 0.55072(8) 0.0367(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 C6 1.361(6) . ?
C1 C2 1.363(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.456(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.364(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.405(5) . ?
C4 C7 1.513(5) . ?
C5 C6 1.404(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.203(4) . ?
C8 C9 1.433(4) . ?
C9 C14 1.409(3) . ?
C9 C10 1.420(4) . ?
C10 C11 1.378(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.370(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.378(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.500(3) . ?
C15 C16 1.576(3) . ?
C15 C18 1.586(3) . ?
C15 H15 1.0000 . ?
C16 C19 1.472(3) . ?
C16 C20 1.473(3) . ?
C16 C17 1.579(3) . ?
C17 C23 1.500(3) . ?
C17 C18 1.582(3) . ?
C17 H17 1.0000 . ?
C18 C22 1.468(3) . ?
C18 C21 1.470(3) . ?
C19 N1 1.143(2) . ?
C20 N2 1.140(2) . ?
C21 N3 1.144(2) . ?
C22 N4 1.143(2) . ?
C23 C24 1.392(3) . ?
C23 C28 1.412(3) . ?
C24 C25 1.388(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.376(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.403(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.437(3) . ?
C29 C30 1.202(3) . ?
C30 C37 1.440(3) . ?
C32 C33 1.385(3) . ?
C32 C37 1.392(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.382(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.371(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.378(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.398(3) . ?
C36 H36 0.9500 . ?
C38 C39 1.385(3) . ?
C38 C43 1.396(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.384(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.379(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.383(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.398(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.437(3) . ?
C44 C45 1.204(3) . ?
C45 C46 1.433(3) . ?
C46 C47 1.395(3) . ?
C46 C51 1.414(3) . ?
C47 C48 1.381(3) . ?
C47 H47 0.9500 . ?
C48 C49 1.373(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.385(3) . ?
C49 H49 0.9500 . ?
C50 C51 1.394(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.499(3) . ?
C52 C53 1.579(3) . ?
C52 C55 1.583(3) . ?
C52 H52 1.0000 . ?
C53 C56 1.468(3) . ?
C53 C57 1.473(3) . ?
C53 C54 1.576(3) . ?
C54 C60 1.501(3) . ?
C54 C55 1.585(3) . ?
C54 H54 1.0000 . ?
C55 C59 1.472(3) . ?
C55 C58 1.477(3) . ?
C56 N7 1.147(2) . ?
C57 N8 1.142(2) . ?
C58 N5 1.140(2) . ?
C59 N6 1.145(2) . ?
C60 C61 1.388(3) . ?
C60 C65 1.414(3) . ?
C61 C62 1.387(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.387(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.378(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.399(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.431(3) . ?
C66 C67 1.207(3) . ?
C67 C68 1.436(3) . ?
C68 C69 1.394(3) . ?
C68 C73 1.394(3) . ?
C69 C70 1.382(3) . ?
C69 H69 0.9500 . ?
C70 C71 1.380(3) . ?
C70 H70 0.9500 . ?
C71 C72 1.381(3) . ?
C71 H71 0.9500 . ?
C72 C73 1.376(3) . ?
C72 H72 0.9500 . ?
C73 H73 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 127.5(6) . . ?
C6 C1 H1 116.3 . . ?
C2 C1 H1 116.3 . . ?
C1 C2 C3 115.7(4) . . ?
C1 C2 H2 122.2 . . ?
C3 C2 H2 122.2 . . ?
C4 C3 C2 118.3(5) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C5 123.0(4) . . ?
C3 C4 C7 117.9(5) . . ?
C5 C4 C7 119.1(3) . . ?
C6 C5 C4 119.1(4) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C1 C6 C5 116.4(5) . . ?
C1 C6 H6 121.8 . . ?
C5 C6 H6 121.8 . . ?
C8 C7 C4 176.6(3) . . ?
C7 C8 C9 177.4(3) . . ?
C14 C9 C10 118.5(3) . . ?
C14 C9 C8 121.2(2) . . ?
C10 C9 C8 120.2(3) . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.4(3) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C14 121.3(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C9 118.9(2) . . ?
C13 C14 C15 123.2(2) . . ?
C9 C14 C15 117.8(2) . . ?
C14 C15 C16 124.72(16) . . ?
C14 C15 C18 121.46(17) . . ?
C16 C15 C18 88.51(14) . . ?
C14 C15 H15 106.7 . . ?
C16 C15 H15 106.7 . . ?
C18 C15 H15 106.7 . . ?
C19 C16 C20 109.97(16) . . ?
C19 C16 C15 115.05(16) . . ?
C20 C16 C15 114.87(16) . . ?
C19 C16 C17 113.70(15) . . ?
C20 C16 C17 113.89(16) . . ?
C15 C16 C17 87.97(14) . . ?
C23 C17 C16 122.85(15) . . ?
C23 C17 C18 124.28(16) . . ?
C16 C17 C18 88.52(13) . . ?
C23 C17 H17 106.3 . . ?
C16 C17 H17 106.3 . . ?
C18 C17 H17 106.3 . . ?
C22 C18 C21 108.99(16) . . ?
C22 C18 C17 115.96(16) . . ?
C21 C18 C17 114.22(15) . . ?
C22 C18 C15 115.06(15) . . ?
C21 C18 C15 113.92(16) . . ?
C17 C18 C15 87.54(14) . . ?
N1 C19 C16 175.9(2) . . ?
N2 C20 C16 179.1(2) . . ?
N3 C21 C18 176.8(2) . . ?
N4 C22 C18 179.1(2) . . ?
C24 C23 C28 118.99(18) . . ?
C24 C23 C17 123.12(17) . . ?
C28 C23 C17 117.89(16) . . ?
C25 C24 C23 120.79(19) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 120.14(19) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 120.2(2) . . ?
C27 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C26 C27 C28 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C27 C28 C23 119.13(18) . . ?
C27 C28 C29 119.75(18) . . ?
C23 C28 C29 121.06(18) . . ?
C30 C29 C28 175.9(2) . . ?
C29 C30 C37 177.4(2) . . ?
C33 C32 C37 120.2(2) . . ?
C33 C32 H32 119.9 . . ?
C37 C32 H32 119.9 . . ?
C34 C33 C32 120.3(2) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C33 119.7(2) . . ?
C35 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C34 C35 C36 121.0(2) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C35 C36 C37 119.9(2) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C32 C37 C36 118.95(19) . . ?
C32 C37 C30 120.91(19) . . ?
C36 C37 C30 120.15(18) . . ?
C39 C38 C43 120.0(2) . . ?
C39 C38 H38 120.0 . . ?
C43 C38 H38 120.0 . . ?
C40 C39 C38 120.3(2) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C41 C40 C39 120.1(2) . . ?
C41 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C40 C41 C42 120.2(2) . . ?
C40 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C41 C42 C43 120.4(2) . . ?
C41 C42 H42 119.8 . . ?
C43 C42 H42 119.8 . . ?
C38 C43 C42 119.0(2) . . ?
C38 C43 C44 121.12(19) . . ?
C42 C43 C44 119.8(2) . . ?
C45 C44 C43 177.8(2) . . ?
C44 C45 C46 178.2(2) . . ?
C47 C46 C51 119.27(19) . . ?
C47 C46 C45 120.08(19) . . ?
C51 C46 C45 120.63(18) . . ?
C48 C47 C46 121.0(2) . . ?
C48 C47 H47 119.5 . . ?
C46 C47 H47 119.5 . . ?
C49 C48 C47 119.8(2) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C48 C49 C50 120.5(2) . . ?
C48 C49 H49 119.8 . . ?
C50 C49 H49 119.8 . . ?
C49 C50 C51 120.92(19) . . ?
C49 C50 H50 119.5 . . ?
C51 C50 H50 119.5 . . ?
C50 C51 C46 118.50(18) . . ?
C50 C51 C52 123.95(17) . . ?
C46 C51 C52 117.50(17) . . ?
C51 C52 C53 120.32(15) . . ?
C51 C52 C55 125.77(16) . . ?
C53 C52 C55 88.71(13) . . ?
C51 C52 H52 106.6 . . ?
C53 C52 H52 106.6 . . ?
C55 C52 H52 106.6 . . ?
C56 C53 C57 111.51(17) . . ?
C56 C53 C54 115.97(16) . . ?
C57 C53 C54 113.24(16) . . ?
C56 C53 C52 113.47(16) . . ?
C57 C53 C52 112.95(16) . . ?
C54 C53 C52 87.81(14) . . ?
C60 C54 C53 122.39(16) . . ?
C60 C54 C55 124.00(16) . . ?
C53 C54 C55 88.74(14) . . ?
C60 C54 H54 106.5 . . ?
C53 C54 H54 106.5 . . ?
C55 C54 H54 106.5 . . ?
C59 C55 C58 108.09(16) . . ?
C59 C55 C52 115.96(16) . . ?
C58 C55 C52 114.55(15) . . ?
C59 C55 C54 117.35(16) . . ?
C58 C55 C54 112.61(15) . . ?
C52 C55 C54 87.34(14) . . ?
N7 C56 C53 173.9(2) . . ?
N8 C57 C53 176.4(2) . . ?
N5 C58 C55 176.2(2) . . ?
N6 C59 C55 178.7(2) . . ?
C61 C60 C65 118.96(18) . . ?
C61 C60 C54 123.69(18) . . ?
C65 C60 C54 117.34(17) . . ?
C62 C61 C60 120.7(2) . . ?
C62 C61 H61 119.6 . . ?
C60 C61 H61 119.6 . . ?
C63 C62 C61 120.1(2) . . ?
C63 C62 H62 120.0 . . ?
C61 C62 H62 120.0 . . ?
C64 C63 C62 120.35(19) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C63 C64 C65 120.2(2) . . ?
C63 C64 H64 119.9 . . ?
C65 C64 H64 119.9 . . ?
C64 C65 C60 119.63(18) . . ?
C64 C65 C66 119.06(19) . . ?
C60 C65 C66 121.31(17) . . ?
C67 C66 C65 177.8(2) . . ?
C66 C67 C68 178.0(2) . . ?
C69 C68 C73 119.32(19) . . ?
C69 C68 C67 119.62(19) . . ?
C73 C68 C67 121.06(19) . . ?
C70 C69 C68 120.0(2) . . ?
C70 C69 H69 120.0 . . ?
C68 C69 H69 120.0 . . ?
C71 C70 C69 120.3(2) . . ?
C71 C70 H70 119.8 . . ?
C69 C70 H70 119.8 . . ?
C70 C71 C72 119.9(2) . . ?
C70 C71 H71 120.1 . . ?
C72 C71 H71 120.1 . . ?
C73 C72 C71 120.5(2) . . ?
C73 C72 H72 119.8 . . ?
C71 C72 H72 119.8 . . ?
C72 C73 C68 120.0(2) . . ?
C72 C73 H73 120.0 . . ?
C68 C73 H73 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
C6 C1 C2 C3 -0.4(7) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 -1.3(5) . . . . ?
C2 C3 C4 C7 -179.5(3) . . . . ?
C3 C4 C5 C6 1.7(5) . . . . ?
C7 C4 C5 C6 179.9(3) . . . . ?
C2 C1 C6 C5 0.8(7) . . . . ?
C4 C5 C6 C1 -1.4(5) . . . . ?
C14 C9 C10 C11 -0.6(3) . . . . ?
C8 C9 C10 C11 179.8(2) . . . . ?
C9 C10 C11 C12 -1.0(4) . . . . ?
C10 C11 C12 C13 1.2(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C12 C13 C14 C9 -1.5(3) . . . . ?
C12 C13 C14 C15 175.3(2) . . . . ?
C10 C9 C14 C13 1.8(3) . . . . ?
C8 C9 C14 C13 -178.6(2) . . . . ?
C10 C9 C14 C15 -175.27(19) . . . . ?
C8 C9 C14 C15 4.4(3) . . . . ?
C13 C14 C15 C16 56.8(3) . . . . ?
C9 C14 C15 C16 -126.3(2) . . . . ?
C13 C14 C15 C18 -56.0(3) . . . . ?
C9 C14 C15 C18 120.9(2) . . . . ?
C14 C15 C16 C19 96.1(2) . . . . ?
C18 C15 C16 C19 -135.78(16) . . . . ?
C14 C15 C16 C20 -33.1(3) . . . . ?
C18 C15 C16 C20 95.01(17) . . . . ?
C14 C15 C16 C17 -148.6(2) . . . . ?
C18 C15 C16 C17 -20.47(14) . . . . ?
C19 C16 C17 C23 -92.1(2) . . . . ?
C20 C16 C17 C23 35.0(2) . . . . ?
C15 C16 C17 C23 151.37(17) . . . . ?
C19 C16 C17 C18 137.08(16) . . . . ?
C20 C16 C17 C18 -95.87(17) . . . . ?
C15 C16 C17 C18 20.53(14) . . . . ?
C23 C17 C18 C22 -33.3(2) . . . . ?
C16 C17 C18 C22 96.38(17) . . . . ?
C23 C17 C18 C21 94.7(2) . . . . ?
C16 C17 C18 C21 -135.59(16) . . . . ?
C23 C17 C18 C15 -150.13(17) . . . . ?
C16 C17 C18 C15 -20.40(14) . . . . ?
C14 C15 C18 C22 33.5(3) . . . . ?
C16 C15 C18 C22 -97.18(17) . . . . ?
C14 C15 C18 C21 -93.4(2) . . . . ?
C16 C15 C18 C21 135.93(16) . . . . ?
C14 C15 C18 C17 151.13(18) . . . . ?
C16 C15 C18 C17 20.45(13) . . . . ?
C16 C17 C23 C24 -63.8(3) . . . . ?
C18 C17 C23 C24 49.9(3) . . . . ?
C16 C17 C23 C28 116.1(2) . . . . ?
C18 C17 C23 C28 -130.13(19) . . . . ?
C28 C23 C24 C25 0.5(3) . . . . ?
C17 C23 C24 C25 -179.56(18) . . . . ?
C23 C24 C25 C26 1.5(3) . . . . ?
C24 C25 C26 C27 -1.8(3) . . . . ?
C25 C26 C27 C28 0.1(3) . . . . ?
C26 C27 C28 C23 1.8(3) . . . . ?
C26 C27 C28 C29 -175.3(2) . . . . ?
C24 C23 C28 C27 -2.1(3) . . . . ?
C17 C23 C28 C27 177.93(18) . . . . ?
C24 C23 C28 C29 175.03(18) . . . . ?
C17 C23 C28 C29 -4.9(3) . . . . ?
C37 C32 C33 C34 0.1(3) . . . . ?
C32 C33 C34 C35 0.5(3) . . . . ?
C33 C34 C35 C36 -0.5(4) . . . . ?
C34 C35 C36 C37 -0.1(4) . . . . ?
C33 C32 C37 C36 -0.7(3) . . . . ?
C33 C32 C37 C30 179.0(2) . . . . ?
C35 C36 C37 C32 0.7(3) . . . . ?
C35 C36 C37 C30 -179.0(2) . . . . ?
C43 C38 C39 C40 0.7(3) . . . . ?
C38 C39 C40 C41 -0.4(3) . . . . ?
C39 C40 C41 C42 -0.2(3) . . . . ?
C40 C41 C42 C43 0.4(3) . . . . ?
C39 C38 C43 C42 -0.5(3) . . . . ?
C39 C38 C43 C44 -178.39(19) . . . . ?
C41 C42 C43 C38 -0.1(3) . . . . ?
C41 C42 C43 C44 177.8(2) . . . . ?
C51 C46 C47 C48 0.0(3) . . . . ?
C45 C46 C47 C48 178.5(2) . . . . ?
C46 C47 C48 C49 -1.0(4) . . . . ?
C47 C48 C49 C50 0.8(3) . . . . ?
C48 C49 C50 C51 0.3(3) . . . . ?
C49 C50 C51 C46 -1.3(3) . . . . ?
C49 C50 C51 C52 -178.65(18) . . . . ?
C47 C46 C51 C50 1.2(3) . . . . ?
C45 C46 C51 C50 -177.36(18) . . . . ?
C47 C46 C51 C52 178.66(18) . . . . ?
C45 C46 C51 C52 0.1(3) . . . . ?
C50 C51 C52 C53 68.8(3) . . . . ?
C46 C51 C52 C53 -108.5(2) . . . . ?
C50 C51 C52 C55 -44.1(3) . . . . ?
C46 C51 C52 C55 138.56(19) . . . . ?
C51 C52 C53 C56 90.5(2) . . . . ?
C55 C52 C53 C56 -137.89(16) . . . . ?
C51 C52 C53 C57 -37.7(2) . . . . ?
C55 C52 C53 C57 93.94(17) . . . . ?
C51 C52 C53 C54 -152.05(17) . . . . ?
C55 C52 C53 C54 -20.43(14) . . . . ?
C56 C53 C54 C60 -94.1(2) . . . . ?
C57 C53 C54 C60 36.7(3) . . . . ?
C52 C53 C54 C60 150.81(18) . . . . ?
C56 C53 C54 C55 135.53(16) . . . . ?
C57 C53 C54 C55 -93.70(17) . . . . ?
C52 C53 C54 C55 20.39(13) . . . . ?
C51 C52 C55 C59 28.3(3) . . . . ?
C53 C52 C55 C59 -98.96(17) . . . . ?
C51 C52 C55 C58 -98.7(2) . . . . ?
C53 C52 C55 C58 134.01(16) . . . . ?
C51 C52 C55 C54 147.62(18) . . . . ?
C53 C52 C55 C54 20.31(13) . . . . ?
C60 C54 C55 C59 -31.5(3) . . . . ?
C53 C54 C55 C59 97.65(18) . . . . ?
C60 C54 C55 C58 94.9(2) . . . . ?
C53 C54 C55 C58 -135.90(16) . . . . ?
C60 C54 C55 C52 -149.50(18) . . . . ?
C53 C54 C55 C52 -20.35(13) . . . . ?
C53 C54 C60 C61 -68.5(3) . . . . ?
C55 C54 C60 C61 44.8(3) . . . . ?
C53 C54 C60 C65 111.6(2) . . . . ?
C55 C54 C60 C65 -135.02(19) . . . . ?
C65 C60 C61 C62 2.1(3) . . . . ?
C54 C60 C61 C62 -177.77(19) . . . . ?
C60 C61 C62 C63 -1.0(3) . . . . ?
C61 C62 C63 C64 -0.6(3) . . . . ?
C62 C63 C64 C65 1.0(3) . . . . ?
C63 C64 C65 C60 0.0(3) . . . . ?
C63 C64 C65 C66 -179.31(19) . . . . ?
C61 C60 C65 C64 -1.6(3) . . . . ?
C54 C60 C65 C64 178.27(18) . . . . ?
C61 C60 C65 C66 177.77(19) . . . . ?
C54 C60 C65 C66 -2.4(3) . . . . ?
C73 C68 C69 C70 0.5(3) . . . . ?
C67 C68 C69 C70 -178.91(19) . . . . ?
C68 C69 C70 C71 1.4(3) . . . . ?
C69 C70 C71 C72 -2.0(3) . . . . ?
C70 C71 C72 C73 0.8(3) . . . . ?
C71 C72 C73 C68 1.1(3) . . . . ?
C69 C68 C73 C72 -1.7(3) . . . . ?
C67 C68 C73 C72 177.67(18) . . . . ?

_refine_diff_density_max         0.579
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_7bd
_database_code_depnum_ccdc_archive 'CCDC 2035716'
loop_
_audit_author_name
_audit_author_address
'Jin Yang'
;Huaibei Normal University
China
;
_audit_update_record             
;
2020-10-06 deposited with the CCDC.	2021-08-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H27 N O2'
_chemical_formula_weight         481.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.6954(13)
_cell_length_b                   23.526(3)
_cell_length_c                   11.3878(13)
_cell_angle_alpha                90
_cell_angle_beta                 108.403(2)
_cell_angle_gamma                90
_cell_volume                     2718.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4109
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      26.31

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13809
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.651
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4787
_reflns_number_gt                3440
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0588P)²+0.2318P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4787
_refine_ls_number_parameters     334
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.1046
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.32317(17) 0.51020(7) 0.65484(17) 0.0567(5) Uani 1 1 d . . . . .
H1A H 0.3875 0.4855 0.6463 0.068 Uiso 1 1 calc R U . . .
C2 C 0.19663(19) 0.49053(9) 0.6347(2) 0.0753(6) Uani 1 1 d . . . . .
H2A H 0.1765 0.4527 0.6134 0.090 Uiso 1 1 calc R U . . .
C3 C 0.1014(2) 0.52626(10) 0.6458(2) 0.0750(6) Uani 1 1 d . . . . .
H3A H 0.0161 0.5129 0.6317 0.090 Uiso 1 1 calc R U . . .
C4 C 0.13061(19) 0.58166(10) 0.67758(19) 0.0702(6) Uani 1 1 d . . . . .
H4A H 0.0651 0.6061 0.6850 0.084 Uiso 1 1 calc R U . . .
C5 C 0.25774(17) 0.60177(8) 0.69882(17) 0.0563(5) Uani 1 1 d . . . . .
H5A H 0.2772 0.6396 0.7208 0.068 Uiso 1 1 calc R U . . .
C6 C 0.35561(14) 0.56596(6) 0.68747(13) 0.0399(4) Uani 1 1 d . . . . .
C7 C 0.49330(14) 0.58793(6) 0.71123(13) 0.0354(3) Uani 1 1 d . . . . .
H7A H 0.5228 0.6055 0.7934 0.042 Uiso 1 1 calc R U . . .
C8 C 0.52157(14) 0.63057(6) 0.61490(13) 0.0351(3) Uani 1 1 d . . . . .
C9 C 0.65866(14) 0.59990(6) 0.63900(13) 0.0354(3) Uani 1 1 d . . . . .
H9A H 0.6708 0.5882 0.5607 0.042 Uiso 1 1 calc R U . . .
C10 C 0.60336(14) 0.54969(6) 0.69760(13) 0.0351(3) Uani 1 1 d . . . . .
H10A H 0.5631 0.5225 0.6312 0.042 Uiso 1 1 calc R U . . .
C11 C 0.68673(14) 0.51627(6) 0.80662(14) 0.0387(4) Uani 1 1 d . . . . .
C12 C 0.80209(16) 0.49108(7) 0.80248(16) 0.0515(4) Uani 1 1 d . . . . .
H12A H 0.8286 0.4959 0.7328 0.062 Uiso 1 1 calc R U . . .
C13 C 0.87825(19) 0.45903(8) 0.89981(19) 0.0664(5) Uani 1 1 d . . . . .
H13A H 0.9559 0.4426 0.8956 0.080 Uiso 1 1 calc R U . . .
C14 C 0.8403(2) 0.45110(8) 1.00303(19) 0.0703(6) Uani 1 1 d . . . . .
H14A H 0.8914 0.4291 1.0684 0.084 Uiso 1 1 calc R U . . .
C15 C 0.7272(2) 0.47582(9) 1.00886(19) 0.0703(6) Uani 1 1 d . . . . .
H15A H 0.7015 0.4711 1.0791 0.084 Uiso 1 1 calc R U . . .
C16 C 0.65016(17) 0.50797(8) 0.91071(16) 0.0567(5) Uani 1 1 d . . . . .
H16A H 0.5725 0.5242 0.9153 0.068 Uiso 1 1 calc R U . . .
C17 C 0.77263(14) 0.63562(6) 0.71325(14) 0.0371(3) Uani 1 1 d . . . . .
C18 C 0.83078(15) 0.67226(6) 0.64765(15) 0.0430(4) Uani 1 1 d . . . . .
C19 C 0.93194(17) 0.70847(7) 0.71277(19) 0.0573(5) Uani 1 1 d . . . . .
H19A H 0.9710 0.7324 0.6695 0.069 Uiso 1 1 calc R U . . .
C20 C 0.97474(18) 0.70938(8) 0.83936(19) 0.0617(5) Uani 1 1 d . . . . .
H20A H 1.0426 0.7337 0.8816 0.074 Uiso 1 1 calc R U . . .
C21 C 0.91752(18) 0.67450(7) 0.90367(17) 0.0557(5) Uani 1 1 d . . . . .
H21A H 0.9461 0.6753 0.9897 0.067 Uiso 1 1 calc R U . . .
C22 C 0.81731(16) 0.63794(6) 0.84128(15) 0.0451(4) Uani 1 1 d . . . . .
H22A H 0.7792 0.6145 0.8862 0.054 Uiso 1 1 calc R U . . .
C23 C 0.78360(17) 0.67303(7) 0.51499(18) 0.0485(4) Uani 1 1 d . . . . .
C24 C 0.74060(18) 0.67360(7) 0.40471(18) 0.0523(4) Uani 1 1 d . . . . .
C25 C 0.68754(18) 0.67661(7) 0.27230(16) 0.0518(4) Uani 1 1 d . . . . .
C26 C 0.5756(2) 0.64664(8) 0.20819(18) 0.0680(6) Uani 1 1 d . . . . .
H26A H 0.5358 0.6225 0.2505 0.082 Uiso 1 1 calc R U . . .
C27 C 0.5229(3) 0.65253(9) 0.0815(2) 0.0853(7) Uani 1 1 d . . . . .
H27A H 0.4475 0.6325 0.0384 0.102 Uiso 1 1 calc R U . . .
C28 C 0.5823(3) 0.68827(9) 0.0189(2) 0.0841(7) Uani 1 1 d . U . . .
H28A H 0.5464 0.6925 -0.0664 0.101 Uiso 1 1 calc R U . . .
C29 C 0.6924(3) 0.71714(9) 0.0811(2) 0.0795(6) Uani 1 1 d . U . . .
H29A H 0.7322 0.7410 0.0383 0.095 Uiso 1 1 calc R U . . .
C30 C 0.7461(2) 0.71161(8) 0.20702(18) 0.0653(5) Uani 1 1 d . . . . .
H30A H 0.8224 0.7315 0.2488 0.078 Uiso 1 1 calc R U . . .
C31 C 0.52673(15) 0.69021(6) 0.65030(14) 0.0414(4) Uani 1 1 d . . . . .
C32 C 0.42800(15) 0.62081(6) 0.48530(14) 0.0394(4) Uani 1 1 d . . . . .
C33 C 0.2346(2) 0.65650(8) 0.33377(17) 0.0700(6) Uani 1 1 d . . . . .
H33A H 0.2601 0.6292 0.2817 0.084 Uiso 1 1 calc R U . . .
H33B H 0.2205 0.6929 0.2917 0.084 Uiso 1 1 calc R U . . .
C34 C 0.1122(2) 0.63776(10) 0.3548(2) 0.0881(7) Uani 1 1 d . . . . .
H34A H 0.0436 0.6345 0.2769 0.132 Uiso 1 1 calc R U . . .
H34B H 0.1263 0.6015 0.3957 0.132 Uiso 1 1 calc R U . . .
H34C H 0.0868 0.6651 0.4057 0.132 Uiso 1 1 calc R U . . .
N1 N 0.53373(15) 0.73621(6) 0.68235(14) 0.0613(4) Uani 1 1 d . . . . .
O1 O 0.43416(12) 0.58043(5) 0.42415(10) 0.0571(3) Uani 1 1 d . . . . .
O2 O 0.33932(12) 0.66156(5) 0.45249(10) 0.0590(3) 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 C6 1.378(2) . ?
C1 C2 1.379(2) . ?
C1 H1A 0.9300 . ?
C2 C3 1.357(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.362(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.381(2) . ?
C5 H5A 0.9300 . ?
C6 C7 1.502(2) . ?
C7 C10 1.5279(19) . ?
C7 C8 1.5844(19) . ?
C7 H7A 0.9800 . ?
C8 C31 1.456(2) . ?
C8 C32 1.516(2) . ?
C8 C9 1.5784(19) . ?
C9 C17 1.502(2) . ?
C9 C10 1.5620(19) . ?
C9 H9A 0.9800 . ?
C10 C11 1.502(2) . ?
C10 H10A 0.9800 . ?
C11 C16 1.374(2) . ?
C11 C12 1.383(2) . ?
C12 C13 1.375(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.372(3) . ?
C13 H13A 0.9300 . ?
C14 C15 1.363(3) . ?
C14 H14A 0.9300 . ?
C15 C16 1.385(2) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C22 1.385(2) . ?
C17 C18 1.408(2) . ?
C18 C19 1.393(2) . ?
C18 C23 1.434(2) . ?
C19 C20 1.368(3) . ?
C19 H19A 0.9300 . ?
C20 C21 1.366(2) . ?
C20 H20A 0.9300 . ?
C21 C22 1.383(2) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.193(2) . ?
C24 C25 1.435(2) . ?
C25 C26 1.383(3) . ?
C25 C30 1.385(2) . ?
C26 C27 1.380(3) . ?
C26 H26A 0.9300 . ?
C27 C28 1.381(3) . ?
C27 H27A 0.9300 . ?
C28 C29 1.351(3) . ?
C28 H28A 0.9300 . ?
C29 C30 1.372(3) . ?
C29 H29A 0.9300 . ?
C30 H30A 0.9300 . ?
C31 N1 1.1370(19) . ?
C32 O1 1.1919(17) . ?
C32 O2 1.3171(18) . ?
C33 O2 1.463(2) . ?
C33 C34 1.471(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 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
C6 C1 C2 120.98(17) . . ?
C6 C1 H1A 119.5 . . ?
C2 C1 H1A 119.5 . . ?
C3 C2 C1 120.16(19) . . ?
C3 C2 H2A 119.9 . . ?
C1 C2 H2A 119.9 . . ?
C2 C3 C4 120.10(19) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 C5 120.18(18) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 120.39(17) . . ?
C6 C5 H5A 119.8 . . ?
C4 C5 H5A 119.8 . . ?
C1 C6 C5 118.18(15) . . ?
C1 C6 C7 121.68(13) . . ?
C5 C6 C7 120.13(14) . . ?
C6 C7 C10 121.46(12) . . ?
C6 C7 C8 118.92(12) . . ?
C10 C7 C8 88.91(10) . . ?
C6 C7 H7A 108.6 . . ?
C10 C7 H7A 108.6 . . ?
C8 C7 H7A 108.6 . . ?
C31 C8 C32 111.77(12) . . ?
C31 C8 C9 116.13(12) . . ?
C32 C8 C9 113.05(11) . . ?
C31 C8 C7 114.65(12) . . ?
C32 C8 C7 111.49(11) . . ?
C9 C8 C7 87.71(10) . . ?
C17 C9 C10 122.14(12) . . ?
C17 C9 C8 112.73(11) . . ?
C10 C9 C8 87.92(10) . . ?
C17 C9 H9A 110.6 . . ?
C10 C9 H9A 110.6 . . ?
C8 C9 H9A 110.6 . . ?
C11 C10 C7 119.98(12) . . ?
C11 C10 C9 122.89(12) . . ?
C7 C10 C9 90.33(10) . . ?
C11 C10 H10A 107.3 . . ?
C7 C10 H10A 107.3 . . ?
C9 C10 H10A 107.3 . . ?
C16 C11 C12 117.92(15) . . ?
C16 C11 C10 122.07(14) . . ?
C12 C11 C10 119.97(14) . . ?
C13 C12 C11 121.03(18) . . ?
C13 C12 H12A 119.5 . . ?
C11 C12 H12A 119.5 . . ?
C14 C13 C12 120.35(18) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C15 C14 C13 119.40(18) . . ?
C15 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
C14 C15 C16 120.30(19) . . ?
C14 C15 H15A 119.9 . . ?
C16 C15 H15A 119.9 . . ?
C11 C16 C15 121.00(17) . . ?
C11 C16 H16A 119.5 . . ?
C15 C16 H16A 119.5 . . ?
C22 C17 C18 118.12(14) . . ?
C22 C17 C9 124.32(13) . . ?
C18 C17 C9 117.38(13) . . ?
C19 C18 C17 119.41(15) . . ?
C19 C18 C23 120.60(15) . . ?
C17 C18 C23 119.96(14) . . ?
C20 C19 C18 121.05(16) . . ?
C20 C19 H19A 119.5 . . ?
C18 C19 H19A 119.5 . . ?
C21 C20 C19 119.87(17) . . ?
C21 C20 H20A 120.1 . . ?
C19 C20 H20A 120.1 . . ?
C20 C21 C22 120.24(17) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C21 C22 C17 121.30(15) . . ?
C21 C22 H22A 119.4 . . ?
C17 C22 H22A 119.4 . . ?
C24 C23 C18 178.06(18) . . ?
C23 C24 C25 177.73(18) . . ?
C26 C25 C30 118.88(18) . . ?
C26 C25 C24 121.25(16) . . ?
C30 C25 C24 119.83(18) . . ?
C27 C26 C25 120.03(19) . . ?
C27 C26 H26A 120.0 . . ?
C25 C26 H26A 120.0 . . ?
C26 C27 C28 119.9(2) . . ?
C26 C27 H27A 120.0 . . ?
C28 C27 H27A 120.0 . . ?
C29 C28 C27 120.1(2) . . ?
C29 C28 H28A 119.9 . . ?
C27 C28 H28A 119.9 . . ?
C28 C29 C30 120.6(2) . . ?
C28 C29 H29A 119.7 . . ?
C30 C29 H29A 119.7 . . ?
C29 C30 C25 120.4(2) . . ?
C29 C30 H30A 119.8 . . ?
C25 C30 H30A 119.8 . . ?
N1 C31 C8 177.38(17) . . ?
O1 C32 O2 125.60(14) . . ?
O1 C32 C8 123.23(14) . . ?
O2 C32 C8 111.15(12) . . ?
O2 C33 C34 109.57(17) . . ?
O2 C33 H33A 109.8 . . ?
C34 C33 H33A 109.8 . . ?
O2 C33 H33B 109.8 . . ?
C34 C33 H33B 109.8 . . ?
H33A C33 H33B 108.2 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 O2 C33 118.40(13) . . ?

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
C6 C1 C2 C3 0.6(3) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
C2 C1 C6 C7 179.26(17) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C4 C5 C6 C7 -179.69(16) . . . . ?
C1 C6 C7 C10 1.3(2) . . . . ?
C5 C6 C7 C10 -179.07(14) . . . . ?
C1 C6 C7 C8 109.53(16) . . . . ?
C5 C6 C7 C8 -70.87(19) . . . . ?
C6 C7 C8 C31 99.33(16) . . . . ?
C10 C7 C8 C31 -134.81(13) . . . . ?
C6 C7 C8 C32 -28.95(17) . . . . ?
C10 C7 C8 C32 96.92(12) . . . . ?
C6 C7 C8 C9 -142.86(12) . . . . ?
C10 C7 C8 C9 -17.00(10) . . . . ?
C31 C8 C9 C17 8.88(17) . . . . ?
C32 C8 C9 C17 140.00(12) . . . . ?
C7 C8 C9 C17 -107.57(12) . . . . ?
C31 C8 C9 C10 133.08(13) . . . . ?
C32 C8 C9 C10 -95.80(12) . . . . ?
C7 C8 C9 C10 16.63(10) . . . . ?
C6 C7 C10 C11 -90.03(17) . . . . ?
C8 C7 C10 C11 146.24(13) . . . . ?
C6 C7 C10 C9 140.90(13) . . . . ?
C8 C7 C10 C9 17.17(10) . . . . ?
C17 C9 C10 C11 -28.3(2) . . . . ?
C8 C9 C10 C11 -144.04(13) . . . . ?
C17 C9 C10 C7 98.47(13) . . . . ?
C8 C9 C10 C7 -17.25(10) . . . . ?
C7 C10 C11 C16 15.5(2) . . . . ?
C9 C10 C11 C16 127.88(16) . . . . ?
C7 C10 C11 C12 -166.76(14) . . . . ?
C9 C10 C11 C12 -54.4(2) . . . . ?
C16 C11 C12 C13 -0.4(2) . . . . ?
C10 C11 C12 C13 -178.26(15) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C12 C11 C16 C15 0.6(3) . . . . ?
C10 C11 C16 C15 178.41(16) . . . . ?
C14 C15 C16 C11 -0.9(3) . . . . ?
C10 C9 C17 C22 -17.0(2) . . . . ?
C8 C9 C17 C22 85.49(17) . . . . ?
C10 C9 C17 C18 168.04(12) . . . . ?
C8 C9 C17 C18 -89.44(15) . . . . ?
C22 C17 C18 C19 1.2(2) . . . . ?
C9 C17 C18 C19 176.47(13) . . . . ?
C22 C17 C18 C23 -177.28(14) . . . . ?
C9 C17 C18 C23 -2.0(2) . . . . ?
C17 C18 C19 C20 -0.6(2) . . . . ?
C23 C18 C19 C20 177.84(16) . . . . ?
C18 C19 C20 C21 -0.3(3) . . . . ?
C19 C20 C21 C22 0.6(3) . . . . ?
C20 C21 C22 C17 0.1(3) . . . . ?
C18 C17 C22 C21 -0.9(2) . . . . ?
C9 C17 C22 C21 -175.84(14) . . . . ?
C30 C25 C26 C27 -1.0(3) . . . . ?
C24 C25 C26 C27 176.74(18) . . . . ?
C25 C26 C27 C28 0.2(3) . . . . ?
C26 C27 C28 C29 0.5(3) . . . . ?
C27 C28 C29 C30 -0.4(3) . . . . ?
C28 C29 C30 C25 -0.5(3) . . . . ?
C26 C25 C30 C29 1.1(3) . . . . ?
C24 C25 C30 C29 -176.61(17) . . . . ?
C31 C8 C32 O1 158.39(15) . . . . ?
C9 C8 C32 O1 25.1(2) . . . . ?
C7 C8 C32 O1 -71.81(18) . . . . ?
C31 C8 C32 O2 -23.24(17) . . . . ?
C9 C8 C32 O2 -156.49(12) . . . . ?
C7 C8 C32 O2 106.56(14) . . . . ?
O1 C32 O2 C33 3.1(2) . . . . ?
C8 C32 O2 C33 -175.19(14) . . . . ?
C34 C33 O2 C32 102.15(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C33 H33B N1 0.97 2.60 3.409(2) 141.2 4_575
C33 H33B N1 0.97 2.60 3.409(2) 141.2 4_575

_refine_diff_density_max         0.161
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.038

