# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_r20180614d
_database_code_depnum_ccdc_archive 'CCDC 1850217'
loop_
_audit_author_name
_audit_author_address
'cheng cheng'
;nankai university
China
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;
_audit_creation_date             2018-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H25 N2 O2'
_chemical_formula_sum            'C28 H25 N2 O2'
_chemical_formula_weight         421.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H25 N2 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.1355(4)
_cell_length_b                   13.6330(5)
_cell_length_c                   18.2466(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.056(4)
_cell_angle_gamma                90
_cell_volume                     2230.33(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11799
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      32.9420
_cell_measurement_theta_min      1.8650
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63517
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19706
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_min         1.877
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  65.00   1.00    3.00    --  -25.00  45.00   0.00  180
  2  ω   -115.00  35.00   1.00    3.00    --  -25.00  45.00  90.00  150
  3  ω   -115.00   5.00   1.00    3.00    --  -25.00  45.00 180.00  120
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0419062000
_diffrn_orient_matrix_UB_12      0.0097974000
_diffrn_orient_matrix_UB_13      0.0361852000
_diffrn_orient_matrix_UB_21      0.0469706000
_diffrn_orient_matrix_UB_22      -0.0404756000
_diffrn_orient_matrix_UB_23      -0.0033704000
_diffrn_orient_matrix_UB_31      0.0478371000
_diffrn_orient_matrix_UB_32      0.0312026000
_diffrn_orient_matrix_UB_33      -0.0158024000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4001
_reflns_number_total             4844
_reflns_odcompleteness_completeness 98.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear(Rigaku, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.138(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4844
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0536
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0850P)²+0.5460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1548
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.79743(12) 0.34346(8) 0.63458(6) 0.0301(3) Uani 1 1 d . . . . .
O2 O 0.98325(16) 0.58709(9) 0.77309(7) 0.0486(4) Uani 1 1 d . . . . .
N1 N 0.64403(14) 0.20607(9) 0.59344(7) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.50495(15) 0.17150(10) 0.59924(7) 0.0318(3) Uani 1 1 d . . . . .
H2 H 0.461379 0.117727 0.579140 0.038 Uiso 1 1 calc R . . . .
C1 C 0.80524(16) 0.42969(11) 0.67798(8) 0.0266(3) Uani 1 1 d . . . . .
C2 C 0.71774(17) 0.42830(11) 0.73994(8) 0.0299(3) Uani 1 1 d . . . . .
H2A H 0.723985 0.493802 0.763762 0.036 Uiso 1 1 calc R . . . .
H2B H 0.763705 0.380334 0.778249 0.036 Uiso 1 1 calc R . . . .
C3 C 0.55116(17) 0.40123(11) 0.71294(8) 0.0285(3) Uani 1 1 d . . . . .
H3 H 0.509699 0.380722 0.757475 0.034 Uiso 1 1 calc R . . . .
C4 C 0.55097(17) 0.31349(11) 0.66344(8) 0.0274(3) Uani 1 1 d . . . . .
C5 C 0.66973(16) 0.29147(10) 0.63188(7) 0.0256(3) Uani 1 1 d . . . . .
C6 C 0.45047(18) 0.23573(12) 0.64122(8) 0.0316(4) Uani 1 1 d . . . . .
C7 C 0.3017(2) 0.22122(15) 0.66129(12) 0.0497(5) Uani 1 1 d . . . . .
H7A H 0.252071 0.164829 0.633834 0.075 Uiso 1 1 calc GR . . . .
H7B H 0.240840 0.280146 0.648193 0.075 Uiso 1 1 calc GR . . . .
H7C H 0.314088 0.209134 0.715074 0.075 Uiso 1 1 calc GR . . . .
C8 C 0.89484(17) 0.49931(11) 0.66105(8) 0.0307(4) Uani 1 1 d . . . . .
C9 C 0.9797(2) 0.49096(14) 0.59833(10) 0.0441(4) Uani 1 1 d . . . . .
H9A H 1.082971 0.471826 0.618531 0.066 Uiso 1 1 calc GR . . . .
H9B H 0.978749 0.554384 0.572961 0.066 Uiso 1 1 calc GR . . . .
H9C H 0.932695 0.441246 0.562659 0.066 Uiso 1 1 calc GR . . . .
C10 C 0.92076(17) 0.59065(11) 0.70805(8) 0.0312(4) Uani 1 1 d . . . . .
C11 C 0.86725(17) 0.68535(11) 0.67261(8) 0.0294(3) Uani 1 1 d . . . . .
C12 C 0.7581(2) 0.68825(13) 0.60787(10) 0.0411(4) Uani 1 1 d . . . . .
H12 H 0.722905 0.628990 0.583259 0.049 Uiso 1 1 calc R . . . .
C13 C 0.7009(2) 0.77724(15) 0.57937(11) 0.0540(5) Uani 1 1 d . . . . .
H13 H 0.626027 0.779100 0.535370 0.065 Uiso 1 1 calc R . . . .
C14 C 0.7527(2) 0.86360(14) 0.61499(12) 0.0514(5) Uani 1 1 d . . . . .
H14 H 0.712601 0.924593 0.595491 0.062 Uiso 1 1 calc R . . . .
C15 C 0.8628(2) 0.86181(13) 0.67885(10) 0.0414(4) Uani 1 1 d . . . . .
H15 H 0.898896 0.921319 0.702773 0.050 Uiso 1 1 calc R . . . .
C16 C 0.91956(18) 0.77286(12) 0.70751(9) 0.0329(4) Uani 1 1 d . . . . .
H16 H 0.994865 0.771374 0.751346 0.039 Uiso 1 1 calc R . . . .
C17 C 0.46013(16) 0.48791(11) 0.67669(8) 0.0288(3) Uani 1 1 d . . . . .
C18 C 0.4377(2) 0.50644(14) 0.60047(10) 0.0410(4) Uani 1 1 d . . . . .
H18 H 0.474468 0.461413 0.568595 0.049 Uiso 1 1 calc R . . . .
C19 C 0.3623(2) 0.58997(15) 0.57034(12) 0.0504(5) Uani 1 1 d . . . . .
H19 H 0.348924 0.601998 0.518192 0.061 Uiso 1 1 calc R . . . .
C20 C 0.3070(2) 0.65534(14) 0.61551(13) 0.0505(5) Uani 1 1 d . . . . .
H20 H 0.257288 0.713126 0.594936 0.061 Uiso 1 1 calc R . . . .
C21 C 0.3242(2) 0.63647(14) 0.69079(12) 0.0528(5) Uani 1 1 d . . . . .
H21 H 0.283791 0.680546 0.722003 0.063 Uiso 1 1 calc R . . . .
C22 C 0.4004(2) 0.55329(13) 0.72143(10) 0.0418(4) Uani 1 1 d . . . . .
H22 H 0.411710 0.541053 0.773468 0.050 Uiso 1 1 calc R . . . .
C23 C 0.72433(17) 0.16012(11) 0.54312(8) 0.0270(3) Uani 1 1 d . . . . .
C24 C 0.64857(19) 0.09552(11) 0.49034(9) 0.0317(4) Uani 1 1 d . . . . .
H24 H 0.546308 0.081303 0.489059 0.038 Uiso 1 1 calc R . . . .
C25 C 0.7232(2) 0.05193(12) 0.43952(9) 0.0370(4) Uani 1 1 d . . . . .
H25 H 0.671690 0.007236 0.403656 0.044 Uiso 1 1 calc R . . . .
C26 C 0.8713(2) 0.07267(12) 0.44039(9) 0.0376(4) Uani 1 1 d . . . . .
H26 H 0.921394 0.043356 0.404890 0.045 Uiso 1 1 calc R . . . .
C27 C 0.9460(2) 0.13665(14) 0.49354(10) 0.0407(4) Uani 1 1 d . . . . .
H27 H 1.047797 0.151510 0.494111 0.049 Uiso 1 1 calc R . . . .
C28 C 0.87438(18) 0.17949(13) 0.54611(9) 0.0366(4) Uani 1 1 d . . . . .
H28 H 0.927447 0.221462 0.583566 0.044 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.4116(17) . ?
O1 C5 1.3578(18) . ?
O2 C10 1.2152(19) . ?
N1 N2 1.3782(18) . ?
N1 C5 1.3563(19) . ?
N1 C23 1.4254(19) . ?
N2 H2 0.8800 . ?
N2 C6 1.322(2) . ?
C1 C2 1.505(2) . ?
C1 C8 1.328(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.552(2) . ?
C3 H3 1.0000 . ?
C3 C4 1.499(2) . ?
C3 C17 1.521(2) . ?
C4 C5 1.356(2) . ?
C4 C6 1.410(2) . ?
C6 C7 1.487(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.505(2) . ?
C8 C10 1.505(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.484(2) . ?
C11 C12 1.393(2) . ?
C11 C16 1.393(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.385(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.382(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(2) . ?
C17 C22 1.389(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.374(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.377(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.388(2) . ?
C23 C28 1.387(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.380(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.383(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.389(2) . ?
C28 H28 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
C5 O1 C1 113.94(11) . . ?
N2 N1 C23 119.67(12) . . ?
C5 N1 N2 108.94(12) . . ?
C5 N1 C23 130.62(13) . . ?
N1 N2 H2 127.1 . . ?
C6 N2 N1 105.85(12) . . ?
C6 N2 H2 127.1 . . ?
O1 C1 C2 115.72(12) . . ?
C8 C1 O1 115.59(13) . . ?
C8 C1 C2 128.59(14) . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C1 C2 C3 113.23(11) . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C2 C3 H3 108.0 . . ?
C4 C3 C2 105.60(12) . . ?
C4 C3 H3 108.0 . . ?
C4 C3 C17 114.87(12) . . ?
C17 C3 C2 111.98(12) . . ?
C17 C3 H3 108.0 . . ?
C5 C4 C3 121.61(14) . . ?
C5 C4 C6 103.96(13) . . ?
C6 C4 C3 134.33(14) . . ?
N1 C5 O1 121.95(13) . . ?
C4 C5 O1 128.38(13) . . ?
C4 C5 N1 109.66(13) . . ?
N2 C6 C4 111.58(14) . . ?
N2 C6 C7 121.20(15) . . ?
C4 C6 C7 127.20(15) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C8 C9 123.60(14) . . ?
C1 C8 C10 119.71(14) . . ?
C9 C8 C10 116.64(14) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O2 C10 C8 121.11(14) . . ?
O2 C10 C11 120.93(14) . . ?
C11 C10 C8 117.96(13) . . ?
C12 C11 C10 121.12(14) . . ?
C12 C11 C16 119.37(15) . . ?
C16 C11 C10 119.36(13) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.10(16) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 119.96(17) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.52(17) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.54(16) . . ?
C16 C15 H15 120.2 . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.51(15) . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C3 122.66(14) . . ?
C22 C17 C3 119.11(14) . . ?
C22 C17 C18 118.21(15) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.80(17) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.39(18) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.51(17) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.41(18) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 C21 120.64(17) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C24 C23 N1 118.43(14) . . ?
C28 C23 N1 121.19(13) . . ?
C28 C23 C24 120.37(14) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.53(15) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.77(15) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.23(15) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 119.5 . . ?
C26 C27 C28 120.99(16) . . ?
C28 C27 H27 119.5 . . ?
C23 C28 C27 119.05(15) . . ?
C23 C28 H28 120.5 . . ?
C27 C28 H28 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -53.84(17) . . . . ?
O1 C1 C8 C9 2.2(2) . . . . ?
O1 C1 C8 C10 -174.99(12) . . . . ?
O2 C10 C11 C12 -159.91(17) . . . . ?
O2 C10 C11 C16 15.6(2) . . . . ?
N1 N2 C6 C4 0.31(17) . . . . ?
N1 N2 C6 C7 -178.52(15) . . . . ?
N1 C23 C24 C25 178.29(13) . . . . ?
N1 C23 C28 C27 -176.85(15) . . . . ?
N2 N1 C5 O1 -178.56(12) . . . . ?
N2 N1 C5 C4 0.51(16) . . . . ?
N2 N1 C23 C24 13.3(2) . . . . ?
N2 N1 C23 C28 -167.15(14) . . . . ?
C1 O1 C5 N1 -179.26(12) . . . . ?
C1 O1 C5 C4 1.9(2) . . . . ?
C1 C2 C3 C4 46.48(16) . . . . ?
C1 C2 C3 C17 -79.23(16) . . . . ?
C1 C8 C10 O2 64.8(2) . . . . ?
C1 C8 C10 C11 -115.02(17) . . . . ?
C2 C1 C8 C9 178.44(16) . . . . ?
C2 C1 C8 C10 1.2(2) . . . . ?
C2 C3 C4 C5 -20.27(18) . . . . ?
C2 C3 C4 C6 155.53(16) . . . . ?
C2 C3 C17 C18 91.44(18) . . . . ?
C2 C3 C17 C22 -86.50(17) . . . . ?
C3 C4 C5 O1 -4.4(2) . . . . ?
C3 C4 C5 N1 176.61(12) . . . . ?
C3 C4 C6 N2 -176.34(15) . . . . ?
C3 C4 C6 C7 2.4(3) . . . . ?
C3 C17 C18 C19 -175.67(16) . . . . ?
C3 C17 C22 C21 176.14(16) . . . . ?
C4 C3 C17 C18 -29.0(2) . . . . ?
C4 C3 C17 C22 153.05(15) . . . . ?
C5 O1 C1 C2 27.27(16) . . . . ?
C5 O1 C1 C8 -156.00(13) . . . . ?
C5 N1 N2 C6 -0.50(16) . . . . ?
C5 N1 C23 C24 -155.50(15) . . . . ?
C5 N1 C23 C28 24.1(2) . . . . ?
C5 C4 C6 N2 -0.01(17) . . . . ?
C5 C4 C6 C7 178.73(17) . . . . ?
C6 C4 C5 O1 178.69(14) . . . . ?
C6 C4 C5 N1 -0.30(16) . . . . ?
C8 C1 C2 C3 129.93(16) . . . . ?
C8 C10 C11 C12 19.9(2) . . . . ?
C8 C10 C11 C16 -164.57(14) . . . . ?
C9 C8 C10 O2 -112.59(19) . . . . ?
C9 C8 C10 C11 67.58(19) . . . . ?
C10 C11 C12 C13 174.52(18) . . . . ?
C10 C11 C16 C15 -174.84(15) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C12 C11 C16 C15 0.8(2) . . . . ?
C12 C13 C14 C15 0.5(3) . . . . ?
C13 C14 C15 C16 -0.8(3) . . . . ?
C14 C15 C16 C11 0.1(3) . . . . ?
C16 C11 C12 C13 -1.0(3) . . . . ?
C17 C3 C4 C5 103.63(16) . . . . ?
C17 C3 C4 C6 -80.6(2) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C18 C17 C22 C21 -1.9(3) . . . . ?
C18 C19 C20 C21 -1.3(3) . . . . ?
C19 C20 C21 C22 1.7(3) . . . . ?
C20 C21 C22 C17 -0.1(3) . . . . ?
C22 C17 C18 C19 2.3(3) . . . . ?
C23 N1 N2 C6 -171.49(13) . . . . ?
C23 N1 C5 O1 -8.9(2) . . . . ?
C23 N1 C5 C4 170.19(14) . . . . ?
C23 C24 C25 C26 -0.6(2) . . . . ?
C24 C23 C28 C27 2.7(2) . . . . ?
C24 C25 C26 C27 1.0(3) . . . . ?
C25 C26 C27 C28 0.5(3) . . . . ?
C26 C27 C28 C23 -2.3(3) . . . . ?
C28 C23 C24 C25 -1.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.421
_oxdiff_exptl_absorpt_empirical_full_min 0.707
####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1851213'
loop_
_audit_author_name
_audit_author_address
'cheng cheng'
;nankai university
China
;
_audit_update_record             
;
2018-06-23 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/8
_shelx_SHELXL_version_number     2014/8
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 N2 O2'
_chemical_formula_weight         376.48

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                   13.785(3)
_cell_length_b                   9.6814(19)
_cell_length_c                   17.390(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.75(3)
_cell_angle_gamma                90
_cell_volume                     2222.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    4553
_cell_measurement_theta_min      2.2280
_cell_measurement_theta_max      27.8306

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_F_000             808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8882
_exptl_absorpt_process_details   crystalclear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            25893
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_av_R_equivalents  0.0649
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.670
_diffrn_reflns_theta_max         27.807
_diffrn_reflns_theta_full        25.242
_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             5256
_reflns_number_gt                3660
_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       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0925P)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     'SHELXL-2014/8 (Sheldrick 2014'
_refine_ls_extinction_coef       0.037(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5256
_refine_ls_number_parameters     292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1663
_refine_ls_wR_factor_gt          0.1468
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.04229(9) 1.03378(13) 0.14582(8) 0.0396(3) Uani 1 1 d . . . . .
O2 O -0.11695(10) 1.20839(14) 0.10368(9) 0.0454(4) Uani 1 1 d . . . . .
N1 N 0.03845(11) 0.80523(15) 0.19409(9) 0.0353(4) Uani 1 1 d . . . . .
N2 N 0.08913(13) 0.68172(16) 0.19410(10) 0.0411(4) Uani 1 1 d . . . . .
C1 C 0.07890(13) 0.90209(18) 0.15616(10) 0.0330(4) Uani 1 1 d . . . . .
C2 C 0.15360(14) 0.84702(18) 0.12957(11) 0.0344(4) Uani 1 1 d . . . . .
C3 C 0.20962(13) 0.93280(18) 0.08420(11) 0.0340(4) Uani 1 1 d . . . . .
H3 H 0.1755 0.9221 0.0254 0.041 Uiso 1 1 calc R U . . .
C4 C 0.19887(13) 1.08657(18) 0.10808(11) 0.0326(4) Uani 1 1 d . . . . .
H4 H 0.2412 1.0961 0.1651 0.039 Uiso 1 1 calc R U . . .
C5 C 0.09115(13) 1.12344(18) 0.10705(10) 0.0328(4) Uani 1 1 d . . . . .
C6 C 0.04351(13) 1.24170(19) 0.08005(11) 0.0350(4) Uani 1 1 d . . . . .
H6 H 0.0776 1.3038 0.0544 0.042 Uiso 1 1 calc R U . . .
C7 C -0.05688(13) 1.28605(19) 0.08597(11) 0.0359(4) Uani 1 1 d . . . . .
C8 C -0.08044(17) 1.4366(2) 0.07103(16) 0.0585(6) Uani 1 1 d . . . . .
H8A H -0.1496 1.4548 0.0729 0.088 Uiso 1 1 calc R U . . .
H8B H -0.0745 1.4619 0.0180 0.088 Uiso 1 1 calc R U . . .
H8C H -0.0326 1.4914 0.1124 0.088 Uiso 1 1 calc R U . . .
C9 C 0.24238(13) 1.18672(18) 0.05994(11) 0.0331(4) Uani 1 1 d . . . . .
C10 C 0.31831(14) 1.27693(19) 0.09924(12) 0.0382(4) Uani 1 1 d . . . . .
H10 H 0.3411 1.2765 0.1563 0.046 Uiso 1 1 calc R U . . .
C11 C 0.36197(15) 1.3681(2) 0.05725(13) 0.0443(5) Uani 1 1 d . . . . .
H11 H 0.4143 1.4289 0.0854 0.053 Uiso 1 1 calc R U . . .
C12 C 0.32906(15) 1.3702(2) -0.02559(13) 0.0440(5) Uani 1 1 d . . . . .
H12 H 0.3583 1.4327 -0.0547 0.053 Uiso 1 1 calc R U . . .
C13 C 0.25315(15) 1.2804(2) -0.06600(12) 0.0447(5) Uani 1 1 d . . . . .
H13 H 0.2304 1.2814 -0.1230 0.054 Uiso 1 1 calc R U . . .
C14 C 0.21026(14) 1.1891(2) -0.02365(11) 0.0402(5) Uani 1 1 d . . . . .
H14 H 0.1585 1.1277 -0.0519 0.048 Uiso 1 1 calc R U . . .
C15 C 0.32033(14) 0.89262(18) 0.10072(11) 0.0355(4) Uani 1 1 d . . . . .
C16 C 0.38187(15) 0.8731(2) 0.17822(12) 0.0439(5) Uani 1 1 d . . . . .
H16 H 0.3550 0.8864 0.2222 0.053 Uiso 1 1 calc R U . . .
C17 C 0.48228(16) 0.8344(2) 0.19243(14) 0.0523(6) Uani 1 1 d . . . . .
H17 H 0.5233 0.8201 0.2460 0.063 Uiso 1 1 calc R U . . .
C18 C 0.52273(18) 0.8164(3) 0.12983(15) 0.0630(7) Uani 1 1 d . . . . .
H18 H 0.5918 0.7907 0.1398 0.076 Uiso 1 1 calc R U . . .
C19 C 0.46252(19) 0.8359(3) 0.05214(16) 0.0735(8) Uani 1 1 d . . . . .
H19 H 0.4901 0.8238 0.0084 0.088 Uiso 1 1 calc R U . . .
C20 C 0.36129(17) 0.8733(2) 0.03784(13) 0.0548(6) Uani 1 1 d . . . . .
H20 H 0.3200 0.8856 -0.0158 0.066 Uiso 1 1 calc R U . . .
C21 C 0.15789(15) 0.70751(19) 0.15526(12) 0.0395(4) Uani 1 1 d . . . . .
C22 C 0.22764(18) 0.5942(2) 0.14641(14) 0.0536(6) Uani 1 1 d . . . . .
H22A H 0.2937 0.6064 0.1863 0.080 Uiso 1 1 calc R U . . .
H22B H 0.2359 0.5972 0.0923 0.080 Uiso 1 1 calc R U . . .
H22C H 0.1990 0.5048 0.1548 0.080 Uiso 1 1 calc R U . . .
C23 C -0.03863(13) 0.81294(19) 0.23441(11) 0.0352(4) Uani 1 1 d . . . . .
C24 C -0.05490(15) 0.6975(2) 0.27631(12) 0.0423(5) Uani 1 1 d . . . . .
H24 H -0.0158 0.6162 0.2776 0.051 Uiso 1 1 calc R U . . .
C25 C -0.12840(16) 0.7014(2) 0.31626(13) 0.0478(5) Uani 1 1 d . . . . .
H25 H -0.1392 0.6225 0.3453 0.057 Uiso 1 1 calc R U . . .
C26 C -0.18610(16) 0.8182(2) 0.31440(13) 0.0523(6) Uani 1 1 d . . . . .
H26 H -0.2367 0.8200 0.3417 0.063 Uiso 1 1 calc R U . . .
C27 C -0.16959(16) 0.9328(2) 0.27236(14) 0.0517(6) Uani 1 1 d . . . . .
H27 H -0.2092 1.0135 0.2710 0.062 Uiso 1 1 calc R U . . .
C28 C -0.09595(15) 0.9318(2) 0.23207(12) 0.0438(5) Uani 1 1 d . . . . .
H28 H -0.0850 1.0110 0.2034 0.053 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.364(2) . ?
O1 C5 1.387(2) . ?
O2 C7 1.222(2) . ?
N1 C1 1.355(2) . ?
N1 N2 1.385(2) . ?
N1 C23 1.434(2) . ?
N2 C21 1.336(2) . ?
C1 C2 1.354(2) . ?
C2 C21 1.419(3) . ?
C2 C3 1.503(3) . ?
C3 C15 1.520(2) . ?
C3 C4 1.564(2) . ?
C3 H3 1.0000 . ?
C4 C9 1.513(2) . ?
C4 C5 1.522(2) . ?
C4 H4 1.0000 . ?
C5 C6 1.336(2) . ?
C6 C7 1.481(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.499(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.383(3) . ?
C9 C14 1.392(3) . ?
C10 C11 1.389(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C20 1.380(3) . ?
C15 C16 1.383(3) . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.370(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.380(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.393(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.496(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.388(3) . ?
C23 C28 1.390(3) . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.383(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.390(3) . ?
C27 H27 0.9500 . ?
C28 H28 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
C1 O1 C5 115.86(13) . . ?
C1 N1 N2 108.61(14) . . ?
C1 N1 C23 131.97(15) . . ?
N2 N1 C23 119.33(14) . . ?
C21 N2 N1 105.65(15) . . ?
C2 C1 N1 110.72(15) . . ?
C2 C1 O1 127.74(16) . . ?
N1 C1 O1 121.49(15) . . ?
C1 C2 C21 103.54(16) . . ?
C1 C2 C3 121.20(16) . . ?
C21 C2 C3 135.25(17) . . ?
C2 C3 C15 113.53(15) . . ?
C2 C3 C4 106.50(14) . . ?
C15 C3 C4 111.12(15) . . ?
C2 C3 H3 108.5 . . ?
C15 C3 H3 108.5 . . ?
C4 C3 H3 108.5 . . ?
C9 C4 C5 112.59(14) . . ?
C9 C4 C3 112.32(14) . . ?
C5 C4 C3 112.76(15) . . ?
C9 C4 H4 106.2 . . ?
C5 C4 H4 106.2 . . ?
C3 C4 H4 106.2 . . ?
C6 C5 O1 116.68(15) . . ?
C6 C5 C4 125.73(16) . . ?
O1 C5 C4 117.15(14) . . ?
C5 C6 C7 126.77(17) . . ?
C5 C6 H6 116.6 . . ?
C7 C6 H6 116.6 . . ?
O2 C7 C6 123.64(17) . . ?
O2 C7 C8 120.87(17) . . ?
C6 C7 C8 115.46(16) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 118.23(17) . . ?
C10 C9 C4 119.69(17) . . ?
C14 C9 C4 122.06(17) . . ?
C9 C10 C11 121.51(19) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C12 C11 C10 119.73(19) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 119.57(18) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 120.36(19) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C9 120.60(19) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C20 C15 C16 118.51(18) . . ?
C20 C15 C3 120.18(18) . . ?
C16 C15 C3 121.30(16) . . ?
C15 C16 C17 120.75(19) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 119.6(2) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 119.9(2) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 C19 120.8(2) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
N2 C21 C2 111.46(16) . . ?
N2 C21 C22 119.06(17) . . ?
C2 C21 C22 129.46(18) . . ?
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 . . ?
C24 C23 C28 120.39(17) . . ?
C24 C23 N1 118.01(16) . . ?
C28 C23 N1 121.60(16) . . ?
C25 C24 C23 119.61(19) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C26 C25 C24 120.78(19) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C27 119.28(19) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C26 C27 C28 121.1(2) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C27 C28 C23 118.86(19) . . ?
C27 C28 H28 120.6 . . ?
C23 C28 H28 120.6 . . ?

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
C1 N1 N2 C21 -0.7(2) . . . . ?
C23 N1 N2 C21 -177.68(16) . . . . ?
N2 N1 C1 C2 1.1(2) . . . . ?
C23 N1 C1 C2 177.52(18) . . . . ?
N2 N1 C1 O1 178.72(15) . . . . ?
C23 N1 C1 O1 -4.9(3) . . . . ?
C5 O1 C1 C2 -3.7(3) . . . . ?
C5 O1 C1 N1 179.15(16) . . . . ?
N1 C1 C2 C21 -1.0(2) . . . . ?
O1 C1 C2 C21 -178.40(17) . . . . ?
N1 C1 C2 C3 179.00(16) . . . . ?
O1 C1 C2 C3 1.6(3) . . . . ?
C1 C2 C3 C15 146.05(17) . . . . ?
C21 C2 C3 C15 -34.0(3) . . . . ?
C1 C2 C3 C4 23.4(2) . . . . ?
C21 C2 C3 C4 -156.6(2) . . . . ?
C2 C3 C4 C9 -173.87(14) . . . . ?
C15 C3 C4 C9 62.02(19) . . . . ?
C2 C3 C4 C5 -45.37(19) . . . . ?
C15 C3 C4 C5 -169.48(14) . . . . ?
C1 O1 C5 C6 165.19(16) . . . . ?
C1 O1 C5 C4 -22.0(2) . . . . ?
C9 C4 C5 C6 -11.4(3) . . . . ?
C3 C4 C5 C6 -139.72(19) . . . . ?
C9 C4 C5 O1 176.58(15) . . . . ?
C3 C4 C5 O1 48.2(2) . . . . ?
O1 C5 C6 C7 -1.1(3) . . . . ?
C4 C5 C6 C7 -173.21(17) . . . . ?
C5 C6 C7 O2 -13.9(3) . . . . ?
C5 C6 C7 C8 164.4(2) . . . . ?
C5 C4 C9 C10 109.23(19) . . . . ?
C3 C4 C9 C10 -122.18(18) . . . . ?
C5 C4 C9 C14 -72.5(2) . . . . ?
C3 C4 C9 C14 56.1(2) . . . . ?
C14 C9 C10 C11 0.1(3) . . . . ?
C4 C9 C10 C11 178.44(16) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 C13 -0.4(3) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C12 C13 C14 C9 0.3(3) . . . . ?
C10 C9 C14 C13 -0.4(3) . . . . ?
C4 C9 C14 C13 -178.72(17) . . . . ?
C2 C3 C15 C20 131.9(2) . . . . ?
C4 C3 C15 C20 -108.1(2) . . . . ?
C2 C3 C15 C16 -47.3(2) . . . . ?
C4 C3 C15 C16 72.7(2) . . . . ?
C20 C15 C16 C17 -0.3(3) . . . . ?
C3 C15 C16 C17 178.98(18) . . . . ?
C15 C16 C17 C18 0.8(3) . . . . ?
C16 C17 C18 C19 -0.6(4) . . . . ?
C17 C18 C19 C20 -0.1(4) . . . . ?
C16 C15 C20 C19 -0.4(3) . . . . ?
C3 C15 C20 C19 -179.7(2) . . . . ?
C18 C19 C20 C15 0.6(4) . . . . ?
N1 N2 C21 C2 0.1(2) . . . . ?
N1 N2 C21 C22 178.65(18) . . . . ?
C1 C2 C21 N2 0.5(2) . . . . ?
C3 C2 C21 N2 -179.4(2) . . . . ?
C1 C2 C21 C22 -177.8(2) . . . . ?
C3 C2 C21 C22 2.2(4) . . . . ?
C1 N1 C23 C24 -172.18(19) . . . . ?
N2 N1 C23 C24 3.9(2) . . . . ?
C1 N1 C23 C28 7.9(3) . . . . ?
N2 N1 C23 C28 -176.03(17) . . . . ?
C28 C23 C24 C25 -0.3(3) . . . . ?
N1 C23 C24 C25 179.72(17) . . . . ?
C23 C24 C25 C26 0.5(3) . . . . ?
C24 C25 C26 C27 -0.4(3) . . . . ?
C25 C26 C27 C28 0.0(4) . . . . ?
C26 C27 C28 C23 0.1(3) . . . . ?
C24 C23 C28 C27 0.0(3) . . . . ?
N1 C23 C28 C27 179.97(18) . . . . ?

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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_r20180614c
_database_code_depnum_ccdc_archive 'CCDC 1850218'
loop_
_audit_author_name
_audit_author_address
'cheng cheng'
;nankai university
China
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;
_audit_creation_date             2018-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H28 N2 O2'
_chemical_formula_sum            'C34 H28 N2 O2'
_chemical_formula_weight         496.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.4057(5)
_cell_length_b                   10.8124(8)
_cell_length_c                   13.1072(8)
_cell_angle_alpha                103.696(6)
_cell_angle_beta                 104.327(5)
_cell_angle_gamma                102.121(5)
_cell_volume                     1330.51(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7868
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      32.2070
_cell_measurement_theta_min      2.1030
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13896
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.108
_diffrn_ambient_temperature      113.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00  65.00   1.00    2.00    --  -25.00  45.00   0.00  180
  2  ω   -115.00  65.00   1.00    2.00    --  -25.00  45.00  90.00  180
  3  ω   -115.00  65.00   1.00    2.00    --  -25.00  45.00 180.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Rigaku Saturn 70'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0066059000
_diffrn_orient_matrix_UB_12      0.0015331000
_diffrn_orient_matrix_UB_13      -0.0548274000
_diffrn_orient_matrix_UB_21      0.0017165000
_diffrn_orient_matrix_UB_22      -0.0669412000
_diffrn_orient_matrix_UB_23      -0.0155398000
_diffrn_orient_matrix_UB_31      -0.0730850000
_diffrn_orient_matrix_UB_32      -0.0218965000
_diffrn_orient_matrix_UB_33      -0.0138344000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4083
_reflns_number_total             5404
_reflns_odcompleteness_completeness 99.10
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrystalClear(Rigaku, 2008)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.052(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         5404
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0570P)²+0.1740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1154
_refine_ls_wR_factor_ref         0.1276
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C18(H18), C19(H19),
 C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.22210(10) 0.42889(9) 0.53690(8) 0.0298(3) Uani 1 1 d . . . . .
O2 O 0.01304(13) 0.17017(12) 0.35885(10) 0.0508(3) Uani 1 1 d . . . . .
N1 N 0.39645(12) 0.59721(11) 0.52117(10) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.50486(13) 0.70516(12) 0.59105(11) 0.0345(3) Uani 1 1 d . . . . .
C1 C 0.33426(14) 0.53633(13) 0.58301(11) 0.0256(3) Uani 1 1 d . . . . .
C2 C 0.39917(14) 0.60058(14) 0.69177(12) 0.0278(3) Uani 1 1 d . . . . .
C3 C 0.35225(15) 0.55655(14) 0.77995(12) 0.0295(3) Uani 1 1 d . . . . .
H3 H 0.429049 0.532457 0.826482 0.035 Uiso 1 1 calc R . . . .
C4 C 0.22916(15) 0.43277(14) 0.72335(12) 0.0283(3) Uani 1 1 d . . . . .
C5 C 0.17206(15) 0.38035(14) 0.61409(12) 0.0276(3) Uani 1 1 d . . . . .
C6 C 0.50546(16) 0.70649(15) 0.69258(13) 0.0331(4) Uani 1 1 d . . . . .
C7 C 0.60892(18) 0.81275(17) 0.78968(14) 0.0489(5) Uani 1 1 d . . . . .
H7A H 0.665245 0.772705 0.836392 0.073 Uiso 1 1 calc GR . . . .
H7B H 0.560937 0.862466 0.832401 0.073 Uiso 1 1 calc GR . . . .
H7C H 0.668793 0.873139 0.764261 0.073 Uiso 1 1 calc GR . . . .
C8 C 0.04248(15) 0.26856(14) 0.54936(12) 0.0298(3) Uani 1 1 d . . . . .
H8 H 0.016560 0.217654 0.599313 0.036 Uiso 1 1 calc R . . . .
C9 C -0.07514(16) 0.32575(16) 0.50619(14) 0.0386(4) Uani 1 1 d . . . . .
H9A H -0.096030 0.378127 0.568751 0.058 Uiso 1 1 calc GR . . . .
H9B H -0.157675 0.252976 0.459314 0.058 Uiso 1 1 calc GR . . . .
H9C H -0.047032 0.382766 0.462866 0.058 Uiso 1 1 calc GR . . . .
C10 C 0.06759(16) 0.17476(14) 0.45327(13) 0.0342(4) Uani 1 1 d . . . . .
C11 C 0.16159(16) 0.09194(14) 0.47783(14) 0.0359(4) Uani 1 1 d . . . . .
C12 C 0.21740(17) 0.08618(16) 0.58325(16) 0.0444(4) Uani 1 1 d . . . . .
H12 H 0.193329 0.134096 0.642925 0.053 Uiso 1 1 calc R . . . .
C13 C 0.30879(19) 0.01052(18) 0.60262(19) 0.0579(6) Uani 1 1 d . . . . .
H13 H 0.347472 0.007222 0.675278 0.069 Uiso 1 1 calc R . . . .
C14 C 0.3427(2) -0.05966(19) 0.5153(2) 0.0653(7) Uani 1 1 d . . . . .
H14 H 0.406253 -0.110077 0.528171 0.078 Uiso 1 1 calc R . . . .
C15 C 0.2850(2) -0.0567(2) 0.4106(2) 0.0688(7) Uani 1 1 d . . . . .
H15 H 0.307064 -0.106884 0.350742 0.083 Uiso 1 1 calc R . . . .
C16 C 0.1951(2) 0.01833(17) 0.39070(17) 0.0528(5) Uani 1 1 d . . . . .
H16 H 0.155977 0.019895 0.317563 0.063 Uiso 1 1 calc R . . . .
C17 C 0.31521(15) 0.66602(15) 0.85441(12) 0.0306(3) Uani 1 1 d . . . . .
C18 C 0.21565(18) 0.72201(17) 0.81011(13) 0.0453(4) Uani 1 1 d . . . . .
H18 H 0.168311 0.690133 0.732897 0.054 Uiso 1 1 calc R . . . .
C19 C 0.18355(19) 0.82390(18) 0.87633(15) 0.0495(5) Uani 1 1 d . . . . .
H19 H 0.114630 0.861040 0.844442 0.059 Uiso 1 1 calc R . . . .
C20 C 0.25128(19) 0.87093(17) 0.98773(14) 0.0463(4) Uani 1 1 d . . . . .
H20 H 0.230281 0.941362 1.033214 0.056 Uiso 1 1 calc R . . . .
C21 C 0.3496(2) 0.81579(19) 1.03324(14) 0.0541(5) Uani 1 1 d . . . . .
H21 H 0.396156 0.847610 1.110578 0.065 Uiso 1 1 calc R . . . .
C22 C 0.38129(18) 0.71360(17) 0.96676(13) 0.0432(4) Uani 1 1 d . . . . .
H22 H 0.449455 0.676016 0.999184 0.052 Uiso 1 1 calc R . . . .
C23 C 0.17330(16) 0.36690(15) 0.79787(12) 0.0320(4) Uani 1 1 d . . . . .
C24 C 0.04825(18) 0.37256(19) 0.81507(15) 0.0468(4) Uani 1 1 d . . . . .
H24 H -0.003827 0.422293 0.780669 0.056 Uiso 1 1 calc R . . . .
C25 C -0.0015(2) 0.3062(2) 0.88212(16) 0.0567(5) Uani 1 1 d . . . . .
H25 H -0.087357 0.310758 0.893288 0.068 Uiso 1 1 calc R . . . .
C26 C 0.0722(2) 0.23422(19) 0.93227(15) 0.0535(5) Uani 1 1 d . . . . .
H26 H 0.037021 0.188145 0.977417 0.064 Uiso 1 1 calc R . . . .
C27 C 0.1971(2) 0.22865(19) 0.91727(15) 0.0512(5) Uani 1 1 d . . . . .
H27 H 0.248628 0.178715 0.951926 0.061 Uiso 1 1 calc R . . . .
C28 C 0.24738(18) 0.29593(17) 0.85163(13) 0.0413(4) Uani 1 1 d . . . . .
H28 H 0.334952 0.293488 0.843126 0.050 Uiso 1 1 calc R . . . .
C29 C 0.36296(15) 0.57278(14) 0.40517(12) 0.0289(3) Uani 1 1 d . . . . .
C30 C 0.25332(17) 0.46757(16) 0.33168(13) 0.0369(4) Uani 1 1 d . . . . .
H30 H 0.199965 0.407354 0.358123 0.044 Uiso 1 1 calc R . . . .
C31 C 0.22194(19) 0.45071(18) 0.21941(14) 0.0444(4) Uani 1 1 d . . . . .
H31 H 0.146017 0.379016 0.169137 0.053 Uiso 1 1 calc R . . . .
C32 C 0.29897(19) 0.53617(19) 0.17929(14) 0.0458(4) Uani 1 1 d . . . . .
H32 H 0.276751 0.523927 0.102101 0.055 Uiso 1 1 calc R . . . .
C33 C 0.40873(18) 0.63961(18) 0.25319(14) 0.0433(4) Uani 1 1 d . . . . .
H33 H 0.462372 0.698987 0.226272 0.052 Uiso 1 1 calc R . . . .
C34 C 0.44245(17) 0.65881(16) 0.36581(14) 0.0363(4) Uani 1 1 d . . . . .
H34 H 0.519117 0.730037 0.415701 0.044 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3513(17) . ?
O1 C5 1.4027(16) . ?
O2 C10 1.2116(18) . ?
N1 N2 1.3796(17) . ?
N1 C1 1.3574(17) . ?
N1 C29 1.4183(18) . ?
N2 C6 1.3260(19) . ?
C1 C2 1.352(2) . ?
C2 C3 1.4977(19) . ?
C2 C6 1.411(2) . ?
C3 H3 1.0000 . ?
C3 C4 1.524(2) . ?
C3 C17 1.527(2) . ?
C4 C5 1.334(2) . ?
C4 C23 1.4952(19) . ?
C5 C8 1.504(2) . ?
C6 C7 1.486(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8 1.0000 . ?
C8 C9 1.530(2) . ?
C8 C10 1.534(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.487(2) . ?
C11 C12 1.382(2) . ?
C11 C16 1.394(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.394(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.367(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.382(2) . ?
C17 C22 1.378(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.370(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.371(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.389(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(2) . ?
C23 C28 1.384(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.387(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.367(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.373(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(2) . ?
C29 C34 1.390(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.384(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.379(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.377(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.383(2) . ?
C34 H34 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
C1 O1 C5 113.90(11) . . ?
N2 N1 C29 119.55(11) . . ?
C1 N1 N2 108.76(11) . . ?
C1 N1 C29 131.54(12) . . ?
C6 N2 N1 105.67(11) . . ?
O1 C1 N1 122.19(12) . . ?
O1 C1 C2 127.71(13) . . ?
C2 C1 N1 110.09(13) . . ?
C1 C2 C3 122.08(13) . . ?
C1 C2 C6 103.76(13) . . ?
C6 C2 C3 134.15(13) . . ?
C2 C3 H3 108.6 . . ?
C2 C3 C4 107.84(12) . . ?
C2 C3 C17 111.81(12) . . ?
C4 C3 H3 108.6 . . ?
C4 C3 C17 111.39(12) . . ?
C17 C3 H3 108.6 . . ?
C5 C4 C3 124.34(13) . . ?
C5 C4 C23 119.46(13) . . ?
C23 C4 C3 116.19(12) . . ?
O1 C5 C8 106.80(12) . . ?
C4 C5 O1 124.05(13) . . ?
C4 C5 C8 129.05(13) . . ?
N2 C6 C2 111.72(13) . . ?
N2 C6 C7 120.13(14) . . ?
C2 C6 C7 128.14(14) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8 108.9 . . ?
C5 C8 C9 109.39(12) . . ?
C5 C8 C10 110.06(12) . . ?
C9 C8 H8 108.9 . . ?
C9 C8 C10 110.59(13) . . ?
C10 C8 H8 108.9 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O2 C10 C8 120.17(14) . . ?
O2 C10 C11 120.70(15) . . ?
C11 C10 C8 119.13(13) . . ?
C12 C11 C10 122.63(15) . . ?
C12 C11 C16 119.07(16) . . ?
C16 C11 C10 118.30(16) . . ?
C11 C12 H12 119.8 . . ?
C11 C12 C13 120.44(18) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.5(2) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.12(19) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.8(2) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 H16 120.0 . . ?
C15 C16 C11 120.1(2) . . ?
C15 C16 H16 120.0 . . ?
C18 C17 C3 120.57(13) . . ?
C22 C17 C3 121.35(14) . . ?
C22 C17 C18 118.07(14) . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.20(15) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 119.96(17) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.63(16) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.28(16) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 C21 120.86(16) . . ?
C17 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C4 122.62(14) . . ?
C28 C23 C4 119.52(13) . . ?
C28 C23 C24 117.85(14) . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.51(17) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.49(17) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C25 C26 C27 119.88(16) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C28 119.66(17) . . ?
C28 C27 H27 120.2 . . ?
C23 C28 H28 119.2 . . ?
C27 C28 C23 121.57(16) . . ?
C27 C28 H28 119.2 . . ?
C30 C29 N1 121.79(13) . . ?
C30 C29 C34 119.93(14) . . ?
C34 C29 N1 118.28(14) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.54(15) . . ?
C31 C30 H30 120.2 . . ?
C30 C31 H31 119.4 . . ?
C32 C31 C30 121.13(17) . . ?
C32 C31 H31 119.4 . . ?
C31 C32 H32 120.6 . . ?
C33 C32 C31 118.76(16) . . ?
C33 C32 H32 120.6 . . ?
C32 C33 H33 119.3 . . ?
C32 C33 C34 121.34(15) . . ?
C34 C33 H33 119.3 . . ?
C29 C34 H34 120.4 . . ?
C33 C34 C29 119.28(16) . . ?
C33 C34 H34 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 0.7(2) . . . . ?
O1 C1 C2 C6 -178.17(13) . . . . ?
O1 C5 C8 C9 -74.50(14) . . . . ?
O1 C5 C8 C10 47.19(15) . . . . ?
O2 C10 C11 C12 -174.81(15) . . . . ?
O2 C10 C11 C16 5.7(2) . . . . ?
N1 N2 C6 C2 0.20(16) . . . . ?
N1 N2 C6 C7 -178.89(14) . . . . ?
N1 C1 C2 C3 179.35(12) . . . . ?
N1 C1 C2 C6 0.50(15) . . . . ?
N1 C29 C30 C31 177.77(14) . . . . ?
N1 C29 C34 C33 -177.79(13) . . . . ?
N2 N1 C1 O1 178.35(12) . . . . ?
N2 N1 C1 C2 -0.41(16) . . . . ?
N2 N1 C29 C30 -178.55(13) . . . . ?
N2 N1 C29 C34 0.63(19) . . . . ?
C1 O1 C5 C4 -0.76(19) . . . . ?
C1 O1 C5 C8 175.89(11) . . . . ?
C1 N1 N2 C6 0.12(15) . . . . ?
C1 N1 C29 C30 -3.4(2) . . . . ?
C1 N1 C29 C34 175.80(14) . . . . ?
C1 C2 C3 C4 1.37(18) . . . . ?
C1 C2 C3 C17 -121.41(15) . . . . ?
C1 C2 C6 N2 -0.44(16) . . . . ?
C1 C2 C6 C7 178.56(16) . . . . ?
C2 C3 C4 C5 -3.19(19) . . . . ?
C2 C3 C4 C23 175.55(11) . . . . ?
C2 C3 C17 C18 57.42(19) . . . . ?
C2 C3 C17 C22 -121.33(16) . . . . ?
C3 C2 C6 N2 -179.07(14) . . . . ?
C3 C2 C6 C7 -0.1(3) . . . . ?
C3 C4 C5 O1 3.1(2) . . . . ?
C3 C4 C5 C8 -172.74(13) . . . . ?
C3 C4 C23 C24 107.53(17) . . . . ?
C3 C4 C23 C28 -73.13(18) . . . . ?
C3 C17 C18 C19 -178.28(16) . . . . ?
C3 C17 C22 C21 178.15(16) . . . . ?
C4 C3 C17 C18 -63.32(18) . . . . ?
C4 C3 C17 C22 117.93(16) . . . . ?
C4 C5 C8 C9 101.92(17) . . . . ?
C4 C5 C8 C10 -136.39(15) . . . . ?
C4 C23 C24 C25 177.86(16) . . . . ?
C4 C23 C28 C27 -177.09(16) . . . . ?
C5 O1 C1 N1 -179.69(12) . . . . ?
C5 O1 C1 C2 -1.16(19) . . . . ?
C5 C4 C23 C24 -73.7(2) . . . . ?
C5 C4 C23 C28 105.68(17) . . . . ?
C5 C8 C10 O2 -110.03(16) . . . . ?
C5 C8 C10 C11 68.81(16) . . . . ?
C6 C2 C3 C4 179.81(15) . . . . ?
C6 C2 C3 C17 57.0(2) . . . . ?
C8 C10 C11 C12 6.4(2) . . . . ?
C8 C10 C11 C16 -173.10(13) . . . . ?
C9 C8 C10 O2 10.95(19) . . . . ?
C9 C8 C10 C11 -170.22(12) . . . . ?
C10 C11 C12 C13 -177.80(14) . . . . ?
C10 C11 C16 C15 178.16(15) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C12 C11 C16 C15 -1.3(2) . . . . ?
C12 C13 C14 C15 -1.2(3) . . . . ?
C13 C14 C15 C16 1.5(3) . . . . ?
C14 C15 C16 C11 -0.3(3) . . . . ?
C16 C11 C12 C13 1.7(2) . . . . ?
C17 C3 C4 C5 119.85(15) . . . . ?
C17 C3 C4 C23 -61.41(16) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C18 C17 C22 C21 -0.6(3) . . . . ?
C18 C19 C20 C21 -0.7(3) . . . . ?
C19 C20 C21 C22 0.6(3) . . . . ?
C20 C21 C22 C17 0.1(3) . . . . ?
C22 C17 C18 C19 0.5(3) . . . . ?
C23 C4 C5 O1 -175.58(12) . . . . ?
C23 C4 C5 C8 8.6(2) . . . . ?
C23 C24 C25 C26 0.0(3) . . . . ?
C24 C23 C28 C27 2.3(3) . . . . ?
C24 C25 C26 C27 0.7(3) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C27 C28 C23 -1.6(3) . . . . ?
C28 C23 C24 C25 -1.5(3) . . . . ?
C29 N1 N2 C6 176.31(12) . . . . ?
C29 N1 C1 O1 2.8(2) . . . . ?
C29 N1 C1 C2 -175.97(13) . . . . ?
C29 C30 C31 C32 0.7(2) . . . . ?
C30 C29 C34 C33 1.4(2) . . . . ?
C30 C31 C32 C33 0.0(3) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C32 C33 C34 C29 -0.7(2) . . . . ?
C34 C29 C30 C31 -1.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.742
_oxdiff_exptl_absorpt_empirical_full_min 0.681
####################################################################### 
# 
# 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_p20170629b
_database_code_depnum_ccdc_archive 'CCDC 1851211'
loop_
_audit_author_name
_audit_author_address
'cheng cheng'
;nankai university
China
;
_audit_update_record             
;
2018-06-23 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;
_audit_creation_date             2017-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H24 N2 O2'
_chemical_formula_sum            'C28 H24 N2 O2'
_chemical_formula_weight         420.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         C28H24N2O2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.5063(3)
_cell_length_b                   13.3807(2)
_cell_length_c                   16.7023(3)
_cell_angle_alpha                68.356(2)
_cell_angle_beta                 80.275(2)
_cell_angle_gamma                62.538(2)
_cell_volume                     2305.20(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    52206
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      79.1730
_cell_measurement_theta_min      2.8490
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.821
_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.3a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0087
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            77402
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.234
_diffrn_reflns_theta_min         2.846
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 PILT
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -21.00   1.00    5.00    --  -35.00 -72.00   0.00   93
  2  ω   -115.00 -21.00   1.00    5.00    --  -35.00 -44.00 108.00   94
  3  ω   -114.00 -21.00   1.00    5.00    --  -35.00 -72.00 -36.00   93
  4  ω    -50.00  40.00   1.00    5.00    --  -35.00  72.00-108.00   90
  5  ω   -112.00 -21.00   1.00    5.00    --  -35.00 -72.00 108.00   91
  6  ω    -50.00  40.00   1.00    5.00    --  -35.00  72.00 -72.00   90
  7  ω   -114.00 -21.00   1.00    5.00    --  -35.00 -72.00  72.00   93
  8  ω    -50.00  40.00   1.00    5.00    --  -35.00  72.00 144.00   90
  9  ω   -115.00 -21.00   1.00    5.00    --  -35.00 -44.00-144.00   94
 10  ω    -50.00  40.00   1.00    5.00    --  -35.00  72.00  36.00   90
 11  ω   -115.00 -21.00   1.00    5.00    --  -35.00 -72.00-144.00   94
 12  ω    -50.00  40.00   1.00    5.00    --  -35.00  43.00-180.00   90
 13  ω   -112.00 -21.00   1.00    5.00    --  -35.00 -72.00-108.00   91
 14  ω   -112.00 -21.00   1.00    5.00    --  -35.00 -72.00 144.00   91
 15  ω   -114.00 -21.00   1.00    5.00    --  -35.00 -72.00  36.00   93
 16  ω    -50.00  40.00   1.00    5.00    --  -35.00  72.00 -36.00   90
 17  ω   -115.00 -25.00   1.00    5.00    --  -35.00 -44.00 -36.00   90
 18  ω   -115.00 -25.00   1.00    5.00    --  -35.00 -44.00  72.00   90
 19  ω   -115.00 -25.00   1.00    5.00    --  -35.00 -72.00 -72.00   90
 20  ω   -114.00 -21.00   1.00    5.00    --  -35.00 -72.00-180.00   93
 21  ω    -50.00  40.00   1.00    5.00    --  -35.00  14.00-180.00   90
 22  ω    -35.00  55.00   1.00    5.00    --  -35.00  43.00-144.00   90
 23  ω    -50.00  40.00   1.00    5.00    --  -35.00  14.00  36.00   90
 24  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00-144.00   91
 25  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00   0.00   91
 26  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00 108.00   91
 27  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00-108.00   91
 28  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00 -36.00   91
 29  ω   -125.00 -32.00   1.00    5.00    -- -110.00  72.00 108.00   93
 30  ω   -125.00 -33.00   1.00    5.00    -- -110.00  72.00   0.00   92
 31  ω   -125.00 -33.00   1.00    5.00    -- -110.00  72.00-144.00   92
 32  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00  72.00   91
 33  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00 144.00   91
 34  ω   -187.00 -97.00   1.00    5.00    -- -110.00 -15.00-180.00   90
 35  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00 -36.00   91
 36  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00  36.00   91
 37  ω   -125.00 -31.00   1.00    5.00    -- -110.00  72.00 -36.00   94
 38  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00-108.00   91
 39  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00 -72.00   91
 40  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00   0.00   91
 41  ω   -187.00 -97.00   1.00    5.00    -- -110.00 -15.00  72.00   90
 42  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00-180.00   91
 43  ω   -200.00-110.00   1.00    5.00    -- -110.00 -15.00  36.00   90
 44  ω   -123.00 -33.00   1.00    5.00    -- -110.00  72.00  36.00   90
 45  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00 108.00   91
 46  ω   -125.00 -31.00   1.00    5.00    -- -110.00  72.00-180.00   94
 47  ω   -198.00-105.00   1.00    5.00    -- -110.00 -15.00 144.00   93
 48  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00-180.00   91
 49  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00  36.00   91
 50  ω   -187.00 -97.00   1.00    5.00    -- -110.00 -15.00-108.00   90
 51  ω   -187.00 -97.00   1.00    5.00    -- -110.00 -72.00  72.00   90
 52  ω   -187.00 -97.00   1.00    5.00    -- -110.00 -15.00 108.00   90
 53  ω   -200.00-110.00   1.00    5.00    -- -110.00 -15.00-144.00   90
 54  ω   -200.00-110.00   1.00    5.00    -- -110.00 -15.00 -72.00   90
 55  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00 144.00   91
 56  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -72.00-144.00   91
 57  ω   -187.00 -96.00   1.00    5.00    -- -110.00 -44.00 -72.00   91
 58  ω   -187.00 -97.00   1.00    5.00    -- -110.00 -15.00   0.00   90
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0482759000
_diffrn_orient_matrix_UB_12      -0.0257599000
_diffrn_orient_matrix_UB_13      0.0929332000
_diffrn_orient_matrix_UB_21      -0.0616775000
_diffrn_orient_matrix_UB_22      0.1347166000
_diffrn_orient_matrix_UB_23      -0.0133429000
_diffrn_orient_matrix_UB_31      -0.1146210000
_diffrn_orient_matrix_UB_32      0.0109111000
_diffrn_orient_matrix_UB_33      -0.0321335000
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8696
_reflns_number_total             9542
_reflns_odcompleteness_completeness 95.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     78.99
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.3a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0217(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     613
_refine_ls_number_reflns         9542
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0800P)²+0.1960P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1395
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C14-C15 = C14-C15'
 1.5 with sigma of 0.01
 C14-C16 \\sim C14-C20 \\sim C14-C16' \\sim C14-C20'
 with sigma of 0.01
3. Others
 Sof(H14c)=Sof(H14d)=Sof(C15')=Sof(C16')=Sof(H16')=Sof(C17')=Sof(H17')=
 Sof(C18')=Sof(H18')=Sof(C19')=Sof(H19')=Sof(C20')=Sof(H20')=1-FVAR(1)
 Sof(H14a)=Sof(H14b)=Sof(C15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(C18)=
 Sof(H18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C6(H6), C6A(H6A)
4.b Secondary CH2 refined with riding coordinates:
 C14(H14a,H14b), C14(H14c,H14d), C14A(H14e,H14f)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C9A(H9A),
  C10A(H10A), C11A(H11A), C12A(H12A), C13A(H13A), C16A(H16A), C17A(H17A),
 C18A(H18A), C19A(H19A), C20A(H20A), C24A(H24A), C25A(H25A), C26A(H26A),
 C27A(H27A), C28A(H28A), C16'(H16'), C17'(H17'), C18'(H18'), C19'(H19'),
 C20'(H20')
4.d Fitted hexagon refined as free rotating group:
 C15(C16,C17,C18,C19,C20), C15'(C16',C17',C18',C19',C20')
4.e Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C22(H22a,H22b,H22c), C7A(H7Aa,H7Ab,H7Ac), C22A(H22d,H22e,H22f)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.24648(8) 0.92340(8) 0.93323(6) 0.0701(2) Uani 1 1 d . . . . .
O2 O 0.39285(10) 0.56288(9) 0.93641(7) 0.0947(3) Uani 1 1 d . . . . .
N1 N -0.04911(9) 1.13686(9) 0.86602(6) 0.0661(3) Uani 1 1 d . . . . .
N2 N 0.06799(10) 1.10341(8) 0.88460(6) 0.0637(2) Uani 1 1 d . . . . .
C1 C -0.05653(11) 1.03663(10) 0.87852(7) 0.0613(3) Uani 1 1 d . . . . .
C2 C 0.05553(10) 0.93579(10) 0.90534(7) 0.0584(3) Uani 1 1 d . . . . .
C3 C 0.12921(11) 0.98248(10) 0.90878(7) 0.0599(3) Uani 1 1 d . . . . .
C4 C 0.29598(11) 0.79993(11) 0.95205(7) 0.0651(3) Uani 1 1 d . . . . .
C5 C 0.23350(11) 0.74317(10) 0.94904(7) 0.0636(3) Uani 1 1 d . . . . .
C6 C 0.09955(11) 0.80398(10) 0.92661(7) 0.0630(3) Uani 1 1 d . . . . .
H6 H 0.0560 0.7753 0.9774 0.076 Uiso 1 1 calc R . . . .
C7 C -0.17260(12) 1.04040(13) 0.86410(10) 0.0774(4) Uani 1 1 d . . . . .
H7A H -0.2357 1.1196 0.8555 0.116 Uiso 1 1 calc GR . . . .
H7B H -0.1909 0.9851 0.9134 0.116 Uiso 1 1 calc GR . . . .
H7C H -0.1661 1.0189 0.8140 0.116 Uiso 1 1 calc GR . . . .
C8 C 0.10403(13) 1.19246(11) 0.87869(7) 0.0684(3) Uani 1 1 d . . . . .
C9 C 0.02247(16) 1.31042(12) 0.84653(10) 0.0831(4) Uani 1 1 d . . . . .
H9 H -0.0528 1.3300 0.8277 0.100 Uiso 1 1 calc R . . . .
C10 C 0.0520(2) 1.39918(15) 0.84221(12) 0.1015(5) Uani 1 1 d . . . . .
H10 H -0.0034 1.4787 0.8201 0.122 Uiso 1 1 calc R . . . .
C11 C 0.1608(3) 1.37228(19) 0.86979(12) 0.1116(6) Uani 1 1 d . . . . .
H11 H 0.1791 1.4327 0.8687 0.134 Uiso 1 1 calc R . . . .
C12 C 0.2439(3) 1.2549(2) 0.89935(16) 0.1350(9) Uani 1 1 d . . . . .
H12 H 0.3201 1.2359 0.9161 0.162 Uiso 1 1 calc R . . . .
C13 C 0.2145(2) 1.16496(17) 0.90435(14) 0.1140(7) Uani 1 1 d . . . . .
H13 H 0.2706 1.0855 0.9253 0.137 Uiso 1 1 calc R . . . .
C14 C 0.42466(12) 0.74911(13) 0.97836(9) 0.0774(4) Uani 1 1 d D . . . .
H14A H 0.4575 0.6627 1.0011 0.093 Uiso 0.530(16) 1 calc R . P A 1
H14B H 0.4273 0.7766 1.0239 0.093 Uiso 0.530(16) 1 calc R . P A 1
H14C H 0.4631 0.6640 0.9878 0.093 Uiso 0.470(16) 1 calc R . P A 2
H14D H 0.4262 0.7599 1.0324 0.093 Uiso 0.470(16) 1 calc R . P A 2
C15 C 0.5025(6) 0.7852(7) 0.9034(3) 0.0734(13) Uani 0.530(16) 1 d D . P A 1
C16 C 0.5502(8) 0.8611(8) 0.9024(4) 0.1128(19) Uani 0.530(16) 1 d DG . P A 1
H16 H 0.5361 0.8892 0.9482 0.135 Uiso 0.530(16) 1 calc R . P A 1
C17 C 0.6191(7) 0.8950(9) 0.8328(5) 0.136(3) Uani 0.530(16) 1 d G . P A 1
H17 H 0.6511 0.9458 0.8321 0.163 Uiso 0.530(16) 1 calc R . P A 1
C18 C 0.6402(4) 0.8530(9) 0.7642(4) 0.118(3) Uani 0.530(16) 1 d G . P A 1
H18 H 0.6863 0.8757 0.7177 0.142 Uiso 0.530(16) 1 calc R . P A 1
C19 C 0.5925(5) 0.7771(7) 0.7653(3) 0.121(2) Uani 0.530(16) 1 d G . P A 1
H19 H 0.6066 0.7490 0.7194 0.145 Uiso 0.530(16) 1 calc R . P A 1
C20 C 0.5236(6) 0.7432(7) 0.8349(3) 0.0996(14) Uani 0.530(16) 1 d DG . P A 1
H20 H 0.4916 0.6924 0.8356 0.120 Uiso 0.530(16) 1 calc R . P A 1
C21 C 0.29544(13) 0.61033(11) 0.96697(8) 0.0731(3) Uani 1 1 d . . . . .
C22 C 0.23250(18) 0.53771(14) 1.02392(13) 0.1063(6) Uani 1 1 d . . . . .
H22A H 0.1527 0.5701 1.0023 0.159 Uiso 1 1 calc GR . . . .
H22B H 0.2277 0.5398 1.0813 0.159 Uiso 1 1 calc GR . . . .
H22C H 0.2768 0.4566 1.0247 0.159 Uiso 1 1 calc GR . . . .
C23 C 0.07857(11) 0.77381(10) 0.85279(9) 0.0665(3) Uani 1 1 d . . . . .
C24 C -0.01483(15) 0.74457(14) 0.85560(15) 0.1009(6) Uani 1 1 d . . . . .
H24 H -0.0642 0.7400 0.9038 0.121 Uiso 1 1 calc R . . . .
C25 C -0.03469(19) 0.72174(17) 0.7849(2) 0.1316(10) Uani 1 1 d . . . . .
H25 H -0.0990 0.7045 0.7857 0.158 Uiso 1 1 calc R . . . .
C26 C 0.0397(2) 0.72481(17) 0.71554(19) 0.1267(9) Uani 1 1 d . . . . .
H26 H 0.0275 0.7071 0.6700 0.152 Uiso 1 1 calc R . . . .
C27 C 0.13170(19) 0.75347(14) 0.71203(12) 0.0987(5) Uani 1 1 d . . . . .
H27 H 0.1813 0.7569 0.6638 0.118 Uiso 1 1 calc R . . . .
C28 C 0.15133(13) 0.77758(11) 0.78046(8) 0.0709(3) Uani 1 1 d . . . . .
H28 H 0.2148 0.7967 0.7778 0.085 Uiso 1 1 calc R . . . .
O1A O 1.06905(7) 0.24568(7) 0.64593(6) 0.0631(2) Uani 1 1 d . . . . .
O2A O 0.78094(9) 0.15444(9) 0.64976(7) 0.0814(3) Uani 1 1 d . . . . .
N1A N 1.03523(10) 0.53434(9) 0.61137(6) 0.0617(2) Uani 1 1 d . . . . .
N2A N 1.10187(9) 0.41267(8) 0.63151(6) 0.0580(2) Uani 1 1 d . . . . .
C1A C 0.92499(11) 0.55708(10) 0.59511(7) 0.0563(3) Uani 1 1 d . . . . .
C2A C 0.91651(10) 0.45161(9) 0.60391(6) 0.0516(2) Uani 1 1 d . . . . .
C3A C 1.02911(10) 0.36486(9) 0.62736(7) 0.0535(2) Uani 1 1 d . . . . .
C4A C 0.98289(10) 0.21215(10) 0.63729(7) 0.0569(3) Uani 1 1 d . . . . .
C5A C 0.86960(10) 0.29014(9) 0.61101(7) 0.0542(2) Uani 1 1 d . . . . .
C6A C 0.81872(10) 0.42498(9) 0.58982(6) 0.0517(2) Uani 1 1 d . . . . .
H6A H 0.7967 0.4636 0.5287 0.062 Uiso 1 1 calc R . . . .
C7A C 0.82775(13) 0.68174(11) 0.57168(10) 0.0746(3) Uani 1 1 d . . . . .
H7AA H 0.7750 0.6913 0.6200 0.112 Uiso 1 1 calc GR . . . .
H7AB H 0.7827 0.6975 0.5237 0.112 Uiso 1 1 calc GR . . . .
H7AC H 0.8630 0.7367 0.5562 0.112 Uiso 1 1 calc GR . . . .
C8A C 1.22638(11) 0.35884(12) 0.65111(7) 0.0637(3) Uani 1 1 d . . . . .
C9A C 1.27435(15) 0.42465(16) 0.66535(11) 0.0876(4) Uani 1 1 d . . . . .
H9A H 1.2258 0.5032 0.6630 0.105 Uiso 1 1 calc R . . . .
C10A C 1.39674(19) 0.3720(2) 0.68333(14) 0.1136(7) Uani 1 1 d . . . . .
H10A H 1.4298 0.4167 0.6922 0.136 Uiso 1 1 calc R . . . .
C11A C 1.46890(17) 0.2573(2) 0.68823(14) 0.1134(7) Uani 1 1 d . . . . .
H11A H 1.5502 0.2230 0.7017 0.136 Uiso 1 1 calc R . . . .
C12A C 1.42104(15) 0.1926(2) 0.67319(14) 0.1072(6) Uani 1 1 d . . . . .
H12A H 1.4701 0.1139 0.6761 0.129 Uiso 1 1 calc R . . . .
C13A C 1.30048(13) 0.24297(15) 0.65376(11) 0.0865(4) Uani 1 1 d . . . . .
H13A H 1.2690 0.1987 0.6424 0.104 Uiso 1 1 calc R . . . .
C14A C 1.04297(12) 0.07849(10) 0.66053(9) 0.0671(3) Uani 1 1 d . . . . .
H14E H 0.9845 0.0519 0.6564 0.081 Uiso 1 1 calc R . . . .
H14F H 1.0706 0.0426 0.7198 0.081 Uiso 1 1 calc R . . . .
C15A C 1.14843(12) 0.03634(10) 0.60294(8) 0.0661(3) Uani 1 1 d . . . . .
C16A C 1.26440(14) -0.00584(13) 0.62853(13) 0.0919(5) Uani 1 1 d . . . . .
H16A H 1.2788 -0.0093 0.6825 0.110 Uiso 1 1 calc R . . . .
C17A C 1.3607(2) -0.04346(18) 0.5741(2) 0.1427(11) Uani 1 1 d . . . . .
H17A H 1.4390 -0.0712 0.5917 0.171 Uiso 1 1 calc R . . . .
C18A C 1.3407(4) -0.0398(2) 0.4952(3) 0.1759(19) Uani 1 1 d . . . . .
H18A H 1.4051 -0.0650 0.4589 0.211 Uiso 1 1 calc R . . . .
C19A C 1.2266(4) 0.0007(2) 0.46988(16) 0.1499(13) Uani 1 1 d . . . . .
H19A H 1.2130 0.0023 0.4163 0.180 Uiso 1 1 calc R . . . .
C20A C 1.1297(2) 0.03971(14) 0.52275(10) 0.0957(5) Uani 1 1 d . . . . .
H20A H 1.0517 0.0683 0.5041 0.115 Uiso 1 1 calc R . . . .
C21A C 0.78478(12) 0.24565(11) 0.60023(8) 0.0631(3) Uani 1 1 d . . . . .
C22A C 0.70119(17) 0.31865(16) 0.52417(10) 0.0926(5) Uani 1 1 d . . . . .
H22D H 0.6664 0.2722 0.5162 0.139 Uiso 1 1 calc GR . . . .
H22E H 0.7454 0.3414 0.4735 0.139 Uiso 1 1 calc GR . . . .
H22F H 0.6383 0.3890 0.5342 0.139 Uiso 1 1 calc GR . . . .
C23A C 0.70597(9) 0.47178(9) 0.64250(7) 0.0528(2) Uani 1 1 d . . . . .
C24A C 0.70408(11) 0.41511(11) 0.73047(7) 0.0638(3) Uani 1 1 d . . . . .
H24A H 0.7710 0.3462 0.7577 0.077 Uiso 1 1 calc R . . . .
C25A C 0.60209(14) 0.46129(15) 0.77809(9) 0.0813(4) Uani 1 1 d . . . . .
H25A H 0.6016 0.4234 0.8373 0.098 Uiso 1 1 calc R . . . .
C26A C 0.50232(13) 0.56208(16) 0.73869(11) 0.0867(4) Uani 1 1 d . . . . .
H26A H 0.4343 0.5921 0.7710 0.104 Uiso 1 1 calc R . . . .
C27A C 0.50310(13) 0.61827(14) 0.65181(11) 0.0825(4) Uani 1 1 d . . . . .
H27A H 0.4355 0.6867 0.6250 0.099 Uiso 1 1 calc R . . . .
C28A C 0.60432(11) 0.57349(11) 0.60363(9) 0.0681(3) Uani 1 1 d . . . . .
H28A H 0.6040 0.6121 0.5445 0.082 Uiso 1 1 calc R . . . .
C15' C 0.4954(6) 0.8066(7) 0.9121(4) 0.0780(16) Uani 0.470(16) 1 d D . P A 2
C16' C 0.5229(7) 0.8897(7) 0.9240(5) 0.1074(18) Uani 0.470(16) 1 d DG . P A 2
H16' H 0.4939 0.9138 0.9720 0.129 Uiso 0.470(16) 1 calc R . P A 2
C17' C 0.5938(6) 0.9366(7) 0.8641(6) 0.134(3) Uani 0.470(16) 1 d G . P A 2
H17' H 0.6122 0.9922 0.8721 0.161 Uiso 0.470(16) 1 calc R . P A 2
C18' C 0.6371(4) 0.9006(8) 0.7923(6) 0.115(3) Uani 0.470(16) 1 d G . P A 2
H18' H 0.6846 0.9320 0.7522 0.138 Uiso 0.470(16) 1 calc R . P A 2
C19' C 0.6096(5) 0.8175(8) 0.7803(4) 0.111(3) Uani 0.470(16) 1 d G . P A 2
H19' H 0.6386 0.7934 0.7323 0.133 Uiso 0.470(16) 1 calc R . P A 2
C20' C 0.5387(6) 0.7705(7) 0.8402(3) 0.0900(16) Uani 0.470(16) 1 d DG . P A 2
H20' H 0.5203 0.7150 0.8323 0.108 Uiso 0.470(16) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.3556(14) . ?
O1 C4 1.3968(14) . ?
O2 C21 1.2097(16) . ?
N1 N2 1.3740(15) . ?
N1 C1 1.3239(16) . ?
N2 C3 1.3592(14) . ?
N2 C8 1.4235(17) . ?
C1 C2 1.4169(15) . ?
C1 C7 1.486(2) . ?
C2 C3 1.3482(18) . ?
C2 C6 1.4995(15) . ?
C4 C5 1.334(2) . ?
C4 C14 1.5014(18) . ?
C5 C6 1.5293(17) . ?
C5 C21 1.5050(16) . ?
C6 H6 0.9800 . ?
C6 C23 1.5252(18) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.3766(19) . ?
C8 C13 1.358(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.373(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.353(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 C15 1.524(3) . ?
C14 C15' 1.506(3) . ?
C15 C16 1.3900 . ?
C15 C20 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C17 C18 1.3900 . ?
C18 H18 0.9300 . ?
C18 C19 1.3900 . ?
C19 H19 0.9300 . ?
C19 C20 1.3900 . ?
C20 H20 0.9300 . ?
C21 C22 1.496(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.382(2) . ?
C23 C28 1.3842(19) . ?
C24 H24 0.9300 . ?
C24 C25 1.408(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.359(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.357(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.382(2) . ?
C28 H28 0.9300 . ?
O1A C3A 1.3570(12) . ?
O1A C4A 1.3890(14) . ?
O2A C21A 1.2133(15) . ?
N1A N2A 1.3776(13) . ?
N1A C1A 1.3213(16) . ?
N2A C3A 1.3538(14) . ?
N2A C8A 1.4193(16) . ?
C1A C2A 1.4156(14) . ?
C1A C7A 1.4909(17) . ?
C2A C3A 1.3517(15) . ?
C2A C6A 1.4964(15) . ?
C4A C5A 1.3408(16) . ?
C4A C14A 1.5036(15) . ?
C5A C6A 1.5269(14) . ?
C5A C21A 1.4959(16) . ?
C6A H6A 0.9800 . ?
C6A C23A 1.5256(14) . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?
C8A C9A 1.3718(19) . ?
C8A C13A 1.379(2) . ?
C9A H9A 0.9300 . ?
C9A C10A 1.391(2) . ?
C10A H10A 0.9300 . ?
C10A C11A 1.354(3) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.363(3) . ?
C12A H12A 0.9300 . ?
C12A C13A 1.378(2) . ?
C13A H13A 0.9300 . ?
C14A H14E 0.9700 . ?
C14A H14F 0.9700 . ?
C14A C15A 1.5060(16) . ?
C15A C16A 1.372(2) . ?
C15A C20A 1.379(2) . ?
C16A H16A 0.9300 . ?
C16A C17A 1.393(3) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.361(5) . ?
C18A H18A 0.9300 . ?
C18A C19A 1.354(5) . ?
C19A H19A 0.9300 . ?
C19A C20A 1.384(3) . ?
C20A H20A 0.9300 . ?
C21A C22A 1.501(2) . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
C23A C24A 1.3847(16) . ?
C23A C28A 1.3861(16) . ?
C24A H24A 0.9300 . ?
C24A C25A 1.3908(18) . ?
C25A H25A 0.9300 . ?
C25A C26A 1.371(2) . ?
C26A H26A 0.9300 . ?
C26A C27A 1.367(2) . ?
C27A H27A 0.9300 . ?
C27A C28A 1.3859(19) . ?
C28A H28A 0.9300 . ?
C15' C16' 1.3900 . ?
C15' C20' 1.3900 . ?
C16' H16' 0.9300 . ?
C16' C17' 1.3900 . ?
C17' H17' 0.9300 . ?
C17' C18' 1.3900 . ?
C18' H18' 0.9300 . ?
C18' C19' 1.3900 . ?
C19' H19' 0.9300 . ?
C19' C20' 1.3900 . ?
C20' H20' 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
C3 O1 C4 114.31(10) . . ?
C1 N1 N2 105.91(9) . . ?
N1 N2 C8 119.39(10) . . ?
C3 N2 N1 109.01(10) . . ?
C3 N2 C8 131.58(11) . . ?
N1 C1 C2 111.28(12) . . ?
N1 C1 C7 120.14(11) . . ?
C2 C1 C7 128.58(12) . . ?
C1 C2 C6 134.36(12) . . ?
C3 C2 C1 104.02(10) . . ?
C3 C2 C6 121.62(11) . . ?
O1 C3 N2 122.31(12) . . ?
C2 C3 O1 127.90(11) . . ?
C2 C3 N2 109.78(10) . . ?
O1 C4 C14 107.27(12) . . ?
C5 C4 O1 123.55(11) . . ?
C5 C4 C14 129.14(12) . . ?
C4 C5 C6 124.56(11) . . ?
C4 C5 C21 119.94(12) . . ?
C21 C5 C6 115.49(12) . . ?
C2 C6 C5 107.93(11) . . ?
C2 C6 H6 108.6 . . ?
C2 C6 C23 112.07(9) . . ?
C5 C6 H6 108.6 . . ?
C23 C6 C5 111.05(9) . . ?
C23 C6 H6 108.6 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N2 118.14(14) . . ?
C13 C8 N2 122.43(13) . . ?
C13 C8 C9 119.43(15) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.13(18) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.73(18) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.35(19) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.2(2) . . ?
C13 C12 H12 119.9 . . ?
C8 C13 C12 120.09(19) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C4 C14 H14A 109.2 . . ?
C4 C14 H14B 109.2 . . ?
C4 C14 H14C 109.0 . . ?
C4 C14 H14D 109.0 . . ?
C4 C14 C15 112.2(3) . . ?
C4 C14 C15' 112.7(3) . . ?
H14A C14 H14B 107.9 . . ?
H14C C14 H14D 107.8 . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
C15' C14 H14C 109.0 . . ?
C15' C14 H14D 109.0 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 C20 120.0 . . ?
C20 C15 C14 119.3(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 120.0 . . ?
C19 C20 H20 120.0 . . ?
O2 C21 C5 121.58(13) . . ?
O2 C21 C22 120.51(13) . . ?
C22 C21 C5 117.91(12) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C6 120.93(14) . . ?
C24 C23 C28 118.41(15) . . ?
C28 C23 C6 120.64(12) . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.5(2) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.26(19) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.69(19) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C28 119.7(2) . . ?
C28 C27 H27 120.2 . . ?
C23 C28 H28 119.3 . . ?
C27 C28 C23 121.40(16) . . ?
C27 C28 H28 119.3 . . ?
C3A O1A C4A 114.67(8) . . ?
C1A N1A N2A 105.92(9) . . ?
N1A N2A C8A 120.19(10) . . ?
C3A N2A N1A 108.70(9) . . ?
C3A N2A C8A 131.11(10) . . ?
N1A C1A C2A 111.57(10) . . ?
N1A C1A C7A 120.34(10) . . ?
C2A C1A C7A 128.08(11) . . ?
C1A C2A C6A 134.63(10) . . ?
C3A C2A C1A 103.54(10) . . ?
C3A C2A C6A 121.77(9) . . ?
N2A C3A O1A 122.24(10) . . ?
C2A C3A O1A 127.50(10) . . ?
C2A C3A N2A 110.26(9) . . ?
O1A C4A C14A 107.04(10) . . ?
C5A C4A O1A 123.50(10) . . ?
C5A C4A C14A 129.45(11) . . ?
C4A C5A C6A 124.45(10) . . ?
C4A C5A C21A 119.51(10) . . ?
C21A C5A C6A 116.04(10) . . ?
C2A C6A C5A 108.00(9) . . ?
C2A C6A H6A 108.2 . . ?
C2A C6A C23A 112.59(8) . . ?
C5A C6A H6A 108.2 . . ?
C23A C6A C5A 111.46(8) . . ?
C23A C6A H6A 108.2 . . ?
C1A C7A H7AA 109.5 . . ?
C1A C7A H7AB 109.5 . . ?
C1A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
C9A C8A N2A 119.20(13) . . ?
C9A C8A C13A 119.48(14) . . ?
C13A C8A N2A 121.30(12) . . ?
C8A C9A H9A 120.5 . . ?
C8A C9A C10A 118.99(17) . . ?
C10A C9A H9A 120.5 . . ?
C9A C10A H10A 119.2 . . ?
C11A C10A C9A 121.56(18) . . ?
C11A C10A H10A 119.2 . . ?
C10A C11A H11A 120.4 . . ?
C10A C11A C12A 119.22(17) . . ?
C12A C11A H11A 120.4 . . ?
C11A C12A H12A 119.7 . . ?
C11A C12A C13A 120.5(2) . . ?
C13A C12A H12A 119.7 . . ?
C8A C13A H13A 119.9 . . ?
C12A C13A C8A 120.17(17) . . ?
C12A C13A H13A 119.9 . . ?
C4A C14A H14E 109.1 . . ?
C4A C14A H14F 109.1 . . ?
C4A C14A C15A 112.36(9) . . ?
H14E C14A H14F 107.9 . . ?
C15A C14A H14E 109.1 . . ?
C15A C14A H14F 109.1 . . ?
C16A C15A C14A 121.21(14) . . ?
C16A C15A C20A 118.60(15) . . ?
C20A C15A C14A 120.19(15) . . ?
C15A C16A H16A 119.8 . . ?
C15A C16A C17A 120.4(2) . . ?
C17A C16A H16A 119.8 . . ?
C16A C17A H17A 119.8 . . ?
C18A C17A C16A 120.3(3) . . ?
C18A C17A H17A 119.8 . . ?
C17A C18A H18A 120.2 . . ?
C19A C18A C17A 119.6(2) . . ?
C19A C18A H18A 120.2 . . ?
C18A C19A H19A 119.6 . . ?
C18A C19A C20A 120.9(3) . . ?
C20A C19A H19A 119.6 . . ?
C15A C20A C19A 120.2(2) . . ?
C15A C20A H20A 119.9 . . ?
C19A C20A H20A 119.9 . . ?
O2A C21A C5A 123.11(12) . . ?
O2A C21A C22A 119.33(12) . . ?
C5A C21A C22A 117.56(11) . . ?
C21A C22A H22D 109.5 . . ?
C21A C22A H22E 109.5 . . ?
C21A C22A H22F 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C24A C23A C6A 120.66(10) . . ?
C24A C23A C28A 118.64(11) . . ?
C28A C23A C6A 120.68(10) . . ?
C23A C24A H24A 120.0 . . ?
C23A C24A C25A 119.98(12) . . ?
C25A C24A H24A 120.0 . . ?
C24A C25A H25A 119.7 . . ?
C26A C25A C24A 120.66(13) . . ?
C26A C25A H25A 119.7 . . ?
C25A C26A H26A 120.1 . . ?
C27A C26A C25A 119.78(13) . . ?
C27A C26A H26A 120.1 . . ?
C26A C27A H27A 119.9 . . ?
C26A C27A C28A 120.15(14) . . ?
C28A C27A H27A 119.9 . . ?
C23A C28A H28A 119.6 . . ?
C27A C28A C23A 120.78(13) . . ?
C27A C28A H28A 119.6 . . ?
C16' C15' C14 121.1(3) . . ?
C16' C15' C20' 120.0 . . ?
C20' C15' C14 118.8(3) . . ?
C15' C16' H16' 120.0 . . ?
C17' C16' C15' 120.0 . . ?
C17' C16' H16' 120.0 . . ?
C16' C17' H17' 120.0 . . ?
C16' C17' C18' 120.0 . . ?
C18' C17' H17' 120.0 . . ?
C17' C18' H18' 120.0 . . ?
C19' C18' C17' 120.0 . . ?
C19' C18' H18' 120.0 . . ?
C18' C19' H19' 120.0 . . ?
C18' C19' C20' 120.0 . . ?
C20' C19' H19' 120.0 . . ?
C15' C20' H20' 120.0 . . ?
C19' C20' C15' 120.0 . . ?
C19' C20' H20' 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C4 C5 C6 -1.31(18) . . . . ?
O1 C4 C5 C21 177.59(10) . . . . ?
O1 C4 C14 C15 -68.4(3) . . . . ?
O1 C4 C14 C15' -54.6(3) . . . . ?
N1 N2 C3 O1 -178.21(9) . . . . ?
N1 N2 C3 C2 0.87(12) . . . . ?
N1 N2 C8 C9 -6.06(16) . . . . ?
N1 N2 C8 C13 173.22(15) . . . . ?
N1 C1 C2 C3 0.62(12) . . . . ?
N1 C1 C2 C6 -178.66(11) . . . . ?
N2 N1 C1 C2 -0.11(12) . . . . ?
N2 N1 C1 C7 179.96(10) . . . . ?
N2 C8 C9 C10 177.95(13) . . . . ?
N2 C8 C13 C12 -178.27(19) . . . . ?
C1 N1 N2 C3 -0.45(12) . . . . ?
C1 N1 N2 C8 -178.79(9) . . . . ?
C1 C2 C3 O1 178.13(10) . . . . ?
C1 C2 C3 N2 -0.89(12) . . . . ?
C1 C2 C6 C5 178.34(11) . . . . ?
C1 C2 C6 C23 55.76(16) . . . . ?
C2 C6 C23 C24 -102.87(14) . . . . ?
C2 C6 C23 C28 75.76(14) . . . . ?
C3 O1 C4 C5 -1.91(16) . . . . ?
C3 O1 C4 C14 -179.58(9) . . . . ?
C3 N2 C8 C9 176.04(12) . . . . ?
C3 N2 C8 C13 -4.7(2) . . . . ?
C3 C2 C6 C5 -0.84(14) . . . . ?
C3 C2 C6 C23 -123.42(12) . . . . ?
C4 O1 C3 N2 -177.19(9) . . . . ?
C4 O1 C3 C2 3.91(16) . . . . ?
C4 C5 C6 C2 2.59(15) . . . . ?
C4 C5 C6 C23 125.79(12) . . . . ?
C4 C5 C21 O2 -44.34(19) . . . . ?
C4 C5 C21 C22 135.90(15) . . . . ?
C4 C14 C15 C16 112.5(4) . . . . ?
C4 C14 C15 C20 -66.3(5) . . . . ?
C4 C14 C15' C16' 103.9(4) . . . . ?
C4 C14 C15' C20' -79.5(5) . . . . ?
C5 C4 C14 C15 114.1(3) . . . . ?
C5 C4 C14 C15' 127.9(3) . . . . ?
C5 C6 C23 C24 136.33(13) . . . . ?
C5 C6 C23 C28 -45.04(14) . . . . ?
C6 C2 C3 O1 -2.48(17) . . . . ?
C6 C2 C3 N2 178.51(9) . . . . ?
C6 C5 C21 O2 134.65(14) . . . . ?
C6 C5 C21 C22 -45.10(17) . . . . ?
C6 C23 C24 C25 177.52(14) . . . . ?
C6 C23 C28 C27 -178.34(12) . . . . ?
C7 C1 C2 C3 -179.46(12) . . . . ?
C7 C1 C2 C6 1.3(2) . . . . ?
C8 N2 C3 O1 -0.14(18) . . . . ?
C8 N2 C3 C2 178.94(11) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C8 C13 C12 1.0(3) . . . . ?
C9 C10 C11 C12 2.4(3) . . . . ?
C10 C11 C12 C13 -2.8(4) . . . . ?
C11 C12 C13 C8 1.1(4) . . . . ?
C13 C8 C9 C10 -1.4(2) . . . . ?
C14 C4 C5 C6 175.81(11) . . . . ?
C14 C4 C5 C21 -5.29(19) . . . . ?
C14 C15 C16 C17 -178.8(6) . . . . ?
C14 C15 C20 C19 178.8(6) . . . . ?
C14 C15' C16' C17' 176.5(7) . . . . ?
C14 C15' C20' C19' -176.6(6) . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C15 C20 C19 0.0 . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 C15 0.0 . . . . ?
C20 C15 C16 C17 0.0 . . . . ?
C21 C5 C6 C2 -176.36(9) . . . . ?
C21 C5 C6 C23 -53.15(13) . . . . ?
C23 C24 C25 C26 2.0(3) . . . . ?
C24 C23 C28 C27 0.3(2) . . . . ?
C24 C25 C26 C27 -2.1(3) . . . . ?
C25 C26 C27 C28 1.2(3) . . . . ?
C26 C27 C28 C23 -0.4(2) . . . . ?
C28 C23 C24 C25 -1.1(2) . . . . ?
O1A C4A C5A C6A -2.01(17) . . . . ?
O1A C4A C5A C21A 177.47(9) . . . . ?
O1A C4A C14A C15A -60.07(14) . . . . ?
N1A N2A C3A O1A -178.49(9) . . . . ?
N1A N2A C3A C2A 0.83(12) . . . . ?
N1A N2A C8A C9A 11.91(16) . . . . ?
N1A N2A C8A C13A -166.29(12) . . . . ?
N1A C1A C2A C3A 0.60(12) . . . . ?
N1A C1A C2A C6A -176.58(10) . . . . ?
N2A N1A C1A C2A -0.12(12) . . . . ?
N2A N1A C1A C7A 179.37(10) . . . . ?
N2A C8A C9A C10A -179.10(14) . . . . ?
N2A C8A C13A C12A -179.83(15) . . . . ?
C1A N1A N2A C3A -0.42(11) . . . . ?
C1A N1A N2A C8A 178.93(9) . . . . ?
C1A C2A C3A O1A 178.42(10) . . . . ?
C1A C2A C3A N2A -0.85(11) . . . . ?
C1A C2A C6A C5A 179.63(10) . . . . ?
C1A C2A C6A C23A -56.87(15) . . . . ?
C2A C6A C23A C24A -74.10(13) . . . . ?
C2A C6A C23A C28A 104.39(12) . . . . ?
C3A O1A C4A C5A 1.39(15) . . . . ?
C3A O1A C4A C14A -179.85(9) . . . . ?
C3A N2A C8A C9A -168.90(12) . . . . ?
C3A N2A C8A C13A 12.89(19) . . . . ?
C3A C2A C6A C5A 2.86(13) . . . . ?
C3A C2A C6A C23A 126.36(10) . . . . ?
C4A O1A C3A N2A -179.19(9) . . . . ?
C4A O1A C3A C2A 1.63(15) . . . . ?
C4A C5A C6A C2A -0.14(14) . . . . ?
C4A C5A C6A C23A -124.33(11) . . . . ?
C4A C5A C21A O2A 39.84(17) . . . . ?
C4A C5A C21A C22A -140.20(13) . . . . ?
C4A C14A C15A C16A 98.94(15) . . . . ?
C4A C14A C15A C20A -80.99(15) . . . . ?
C5A C4A C14A C15A 118.59(14) . . . . ?
C5A C6A C23A C24A 47.46(14) . . . . ?
C5A C6A C23A C28A -134.06(11) . . . . ?
C6A C2A C3A O1A -3.94(16) . . . . ?
C6A C2A C3A N2A 176.79(9) . . . . ?
C6A C5A C21A O2A -140.64(12) . . . . ?
C6A C5A C21A C22A 39.32(15) . . . . ?
C6A C23A C24A C25A 177.73(12) . . . . ?
C6A C23A C28A C27A -178.00(12) . . . . ?
C7A C1A C2A C3A -178.84(11) . . . . ?
C7A C1A C2A C6A 3.98(19) . . . . ?
C8A N2A C3A O1A 2.26(17) . . . . ?
C8A N2A C3A C2A -178.43(10) . . . . ?
C8A C9A C10A C11A -0.9(3) . . . . ?
C9A C8A C13A C12A 2.0(2) . . . . ?
C9A C10A C11A C12A 1.6(3) . . . . ?
C10A C11A C12A C13A -0.4(3) . . . . ?
C11A C12A C13A C8A -1.3(3) . . . . ?
C13A C8A C9A C10A -0.9(2) . . . . ?
C14A C4A C5A C6A 179.53(10) . . . . ?
C14A C4A C5A C21A -0.99(18) . . . . ?
C14A C15A C16A C17A -179.44(15) . . . . ?
C14A C15A C20A C19A -179.81(13) . . . . ?
C15A C16A C17A C18A -0.6(3) . . . . ?
C16A C15A C20A C19A 0.3(2) . . . . ?
C16A C17A C18A C19A 0.0(4) . . . . ?
C17A C18A C19A C20A 0.7(4) . . . . ?
C18A C19A C20A C15A -0.9(3) . . . . ?
C20A C15A C16A C17A 0.5(2) . . . . ?
C21A C5A C6A C2A -179.64(9) . . . . ?
C21A C5A C6A C23A 56.17(12) . . . . ?
C23A C24A C25A C26A 0.7(2) . . . . ?
C24A C23A C28A C27A 0.51(19) . . . . ?
C24A C25A C26A C27A -0.3(2) . . . . ?
C25A C26A C27A C28A 0.1(2) . . . . ?
C26A C27A C28A C23A -0.2(2) . . . . ?
C28A C23A C24A C25A -0.78(19) . . . . ?
C15' C16' C17' C18' 0.0 . . . . ?
C16' C15' C20' C19' 0.0 . . . . ?
C16' C17' C18' C19' 0.0 . . . . ?
C17' C18' C19' C20' 0.0 . . . . ?
C18' C19' C20' C15' 0.0 . . . . ?
C20' C15' C16' C17' 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.350
_oxdiff_exptl_absorpt_empirical_full_min 0.821
