# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_caihen_0803_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2340955'
loop_
_audit_author_name
_audit_author_address
'Heng Cai'
;Lanzhou University
China
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_audit_creation_date             2023-08-03
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 N2'
_chemical_formula_sum            'C20 H22 N2'
_chemical_formula_weight         290.39
_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 0.0181 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'

_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                   9.1803(2)
_cell_length_b                   12.0750(2)
_cell_length_c                   28.1968(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.3230(10)
_cell_angle_gamma                90
_cell_volume                     3106.66(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8230
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      76.4180
_cell_measurement_theta_min      3.1580
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.556
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            6789
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.613
_diffrn_reflns_theta_min         3.154
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00 -63.00   1.00    0.50    --  -44.30 146.00 135.00   26
  2  ω   -126.00 -76.00   1.00    1.50    -- -100.00 146.00 135.00   50
  3  ω    -60.00 -35.00   1.00    1.50    -- -100.00 146.00 135.00   25
  4  ω   -112.00 -29.00   1.00    1.50    -- -100.00 125.00 120.00   83
  5  ω    -76.00 -29.00   1.00    1.50    -- -100.00 125.00   0.00   47
  6  ω   -103.00 -77.00   1.00    1.50    -- -100.00 124.00 -30.00   26
  7  ω    -90.00 -36.00   1.00    0.50    --  -44.30 124.00 -30.00   54
  8  ω    -51.00 -25.00   1.00    1.50    -- -100.00  45.00-180.00   26
  9  ω    -71.00 -30.00   1.00    1.50    -- -100.00  61.00-150.00   41
 10  ω    -52.00 -26.00   1.00    1.50    -- -100.00  45.00-150.00   26
 11  ω     68.00  94.00   1.00    1.50    --  109.64-124.00-108.00   26
 12  ω    -53.00 -26.00   1.00    1.50    -- -100.00  45.00 150.00   27
 13  ω    -53.00 -25.00   1.00    1.50    -- -100.00  45.00 120.00   28
 14  ω   -154.00 -97.00   1.00    1.50    -- -100.00-124.00-108.00   57
 15  ω   -121.00 -82.00   1.00    1.50    -- -100.00-125.00-150.00   39
 16  ω   -170.00-130.00   1.00    1.50    -- -100.00-125.00-150.00   40
 17  ω   -105.00 -78.00   1.00    0.50    --  -44.30-146.00  85.00   27
 18  ω    -19.00  20.00   1.00    0.50    --   44.30 -19.00 -30.00   39
 19  ω    -33.00  23.00   1.00    0.50    --   44.30 -19.00-120.00   56
 20  ω     -9.00  24.00   1.00    0.50    --   44.30 -19.00-180.00   33
 21  ω    -34.00  23.00   1.00    0.50    --   44.30 -19.00 120.00   57
 22  ω     42.00  67.00   1.00    1.50    --  109.64 -61.00 -90.00   25
 23  ω     67.00 101.00   1.00    1.50    --  109.64 -77.00-120.00   34
 24  ω     41.00  68.00   1.00    1.50    --  109.64 -61.00-120.00   27
 25  ω     38.00  67.00   1.00    1.50    --  109.64 -61.00 -60.00   29
 26  ω    112.00 137.00   1.00    1.50    --  109.64  30.00  60.00   25
 27  ω    150.00 175.00   1.00    1.50    --  109.64  30.00  60.00   25
 28  ω    110.00 148.00   1.00    1.50    --  109.64  30.00 -60.00   38
 29  ω     78.00 138.00   1.00    1.50    --  109.64 124.00 -30.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0238818000
_diffrn_orient_matrix_UB_12      -0.0449158000
_diffrn_orient_matrix_UB_13      -0.0497262000
_diffrn_orient_matrix_UB_21      -0.0051224000
_diffrn_orient_matrix_UB_22      0.1190531000
_diffrn_orient_matrix_UB_23      -0.0198098000
_diffrn_orient_matrix_UB_31      0.1669276000
_diffrn_orient_matrix_UB_32      0.0100730000
_diffrn_orient_matrix_UB_33      0.0126056000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6160
_reflns_number_total             6789
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         6789
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.079
_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)+(0.0997P)²+2.2943P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1855
_refine_ls_wR_factor_ref         0.1892
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.652(2)
 0.348(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,
 H14B), C30(H30A,H30B), C31(H31A,H31B), C32(H32A,H32B), C33(H33A,H33B),
 C34(H34A,H34B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C8(H8), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20), C22(H22), C23(H23), C24(H24), C28(H28), C36(H36), C37(H37), C38(H38),
  C39(H39), C40(H40)
3.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.9990(3) 0.45144(19) 0.81813(8) 0.0283(5) Uani 1 1 d . . . . .
N002 N 0.8275(2) 0.30144(18) 0.80926(7) 0.0261(5) Uani 1 1 d . . . . .
C1 C 0.7327(3) 0.2388(2) 0.77863(10) 0.0315(6) Uani 1 1 d . . . . .
H1 H 0.678967 0.180857 0.791471 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7137(3) 0.2569(2) 0.73136(10) 0.0340(6) Uani 1 1 d . . . . .
H2 H 0.648103 0.212154 0.711188 0.041 Uiso 1 1 calc R U . . .
C3 C 0.7929(3) 0.3434(2) 0.71195(9) 0.0312(6) Uani 1 1 d . . . . .
H3 H 0.779299 0.357414 0.678597 0.037 Uiso 1 1 calc R U . . .
C4 C 0.8883(3) 0.4067(2) 0.74074(9) 0.0272(5) Uani 1 1 d . . . . .
C5 C 0.9063(3) 0.3882(2) 0.79157(9) 0.0253(5) Uani 1 1 d . . . . .
C6 C 0.9789(3) 0.4957(2) 0.72166(9) 0.0327(6) Uani 1 1 d . . . . .
H6A H 1.081352 0.471583 0.723783 0.049 Uiso 1 1 calc R U . . .
H6B H 0.971986 0.563382 0.740435 0.049 Uiso 1 1 calc R U . . .
H6C H 0.942777 0.510347 0.688240 0.049 Uiso 1 1 calc R U . . .
C7 C 1.0312(3) 0.4221(2) 0.86551(9) 0.0248(5) Uani 1 1 d . . . . .
C8 C 0.9582(3) 0.3432(2) 0.88671(9) 0.0282(6) Uani 1 1 d . . . . .
H8 H 0.992597 0.321882 0.918408 0.034 Uiso 1 1 calc R U . . .
C9 C 0.8240(3) 0.2872(2) 0.86226(9) 0.0258(5) Uani 1 1 d . . . . .
C10 C 0.8237(3) 0.1637(2) 0.87628(9) 0.0303(6) Uani 1 1 d . . . . .
H10A H 0.740775 0.125887 0.857462 0.036 Uiso 1 1 calc R U . . .
H10B H 0.915650 0.128603 0.868581 0.036 Uiso 1 1 calc R U . . .
C11 C 0.8098(3) 0.1493(2) 0.92972(10) 0.0338(6) Uani 1 1 d . . . . .
H11A H 0.803343 0.069426 0.937057 0.041 Uiso 1 1 calc R U . . .
H11B H 0.898813 0.179087 0.948410 0.041 Uiso 1 1 calc R U . . .
C12 C 0.6754(4) 0.2083(2) 0.94474(10) 0.0373(7) Uani 1 1 d . . . . .
H12A H 0.585742 0.170309 0.930279 0.045 Uiso 1 1 calc R U . . .
H12B H 0.676978 0.204059 0.979859 0.045 Uiso 1 1 calc R U . . .
C13 C 0.6703(3) 0.3293(2) 0.92944(10) 0.0337(6) Uani 1 1 d . . . . .
H13A H 0.751657 0.369907 0.947747 0.040 Uiso 1 1 calc R U . . .
H13B H 0.577000 0.362620 0.936908 0.040 Uiso 1 1 calc R U . . .
C14 C 0.6828(3) 0.3417(2) 0.87615(9) 0.0292(6) Uani 1 1 d . . . . .
H14A H 0.682916 0.421290 0.867798 0.035 Uiso 1 1 calc R U . . .
H14B H 0.596712 0.306885 0.857762 0.035 Uiso 1 1 calc R U . . .
C15 C 1.1571(3) 0.4837(2) 0.89118(9) 0.0263(5) Uani 1 1 d . . . . .
C16 C 1.2161(3) 0.5743(2) 0.86909(10) 0.0318(6) Uani 1 1 d . . . . .
H16 H 1.179278 0.593604 0.837360 0.038 Uiso 1 1 calc R U . . .
C17 C 1.3284(3) 0.6364(3) 0.89331(11) 0.0377(7) Uani 1 1 d . . . . .
H17 H 1.368166 0.697581 0.877926 0.045 Uiso 1 1 calc R U . . .
C18 C 1.3823(3) 0.6098(2) 0.93932(10) 0.0342(6) Uani 1 1 d . . . . .
H18 H 1.457329 0.653656 0.955923 0.041 Uiso 1 1 calc R U . . .
C19 C 1.3268(3) 0.5189(2) 0.96147(10) 0.0332(6) Uani 1 1 d . . . . .
H19 H 1.365509 0.498968 0.992944 0.040 Uiso 1 1 calc R U . . .
C20 C 1.2146(3) 0.4573(2) 0.93742(9) 0.0302(6) Uani 1 1 d . . . . .
H20 H 1.176248 0.395637 0.952904 0.036 Uiso 1 1 calc R U . . .
N003 N 0.2876(2) 0.29973(19) 0.68532(8) 0.0281(5) Uani 1 1 d . . . . .
N004 N 0.4515(3) 0.45110(19) 0.67764(8) 0.0285(5) Uani 1 1 d . . . . .
C21 C 0.3905(3) 0.4048(2) 0.75457(9) 0.0285(6) Uani 1 1 d . . . . .
C22 C 0.3164(3) 0.3400(3) 0.78295(10) 0.0344(6) Uani 1 1 d . . . . .
H22 H 0.324939 0.353158 0.816357 0.041 Uiso 1 1 calc R U . . .
C23 C 0.2264(4) 0.2530(3) 0.76307(10) 0.0386(7) Uani 1 1 d . . . . .
H23 H 0.174868 0.207309 0.783016 0.046 Uiso 1 1 calc R U . . .
C24 C 0.2144(3) 0.2353(2) 0.71577(10) 0.0346(6) Uani 1 1 d . . . . .
H24 H 0.153680 0.176663 0.702736 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3761(3) 0.3867(2) 0.70362(9) 0.0261(5) Uani 1 1 d . . . . .
C26 C 0.4927(3) 0.4953(2) 0.77420(10) 0.0337(6) Uani 1 1 d . . . . .
H26A H 0.594166 0.473311 0.771489 0.051 Uiso 1 1 calc R U . . .
H26B H 0.479954 0.508008 0.807822 0.051 Uiso 1 1 calc R U . . .
H26C H 0.470366 0.563610 0.756052 0.051 Uiso 1 1 calc R U . . .
C27 C 0.4558(3) 0.4221(2) 0.63039(9) 0.0263(5) Uani 1 1 d . . . . .
C28 C 0.3696(3) 0.3433(2) 0.60852(9) 0.0293(6) Uani 1 1 d . . . . .
H28 H 0.384654 0.321878 0.577017 0.035 Uiso 1 1 calc R U . . .
C29 C 0.2500(3) 0.2879(2) 0.63222(9) 0.0261(5) Uani 1 1 d . . . . .
C30 C 0.1002(3) 0.3431(2) 0.61837(9) 0.0297(6) Uani 1 1 d . . . . .
H30A H 0.026774 0.309212 0.637158 0.036 Uiso 1 1 calc R U . . .
H30B H 0.107171 0.422731 0.626578 0.036 Uiso 1 1 calc R U . . .
C31 C 0.0481(3) 0.3309(2) 0.56520(10) 0.0327(6) Uani 1 1 d . . . . .
H31A H -0.050008 0.364903 0.558228 0.039 Uiso 1 1 calc R U . . .
H31B H 0.116517 0.370435 0.546281 0.039 Uiso 1 1 calc R U . . .
C32 C 0.0407(3) 0.2089(2) 0.55078(10) 0.0357(6) Uani 1 1 d . . . . .
H32A H -0.036560 0.171547 0.566780 0.043 Uiso 1 1 calc R U . . .
H32B H 0.013848 0.203115 0.515888 0.043 Uiso 1 1 calc R U . . .
C33 C 0.1857(3) 0.1510(2) 0.56414(10) 0.0357(6) Uani 1 1 d . . . . .
H33A H 0.260143 0.182044 0.545017 0.043 Uiso 1 1 calc R U . . .
H33B H 0.174827 0.071189 0.556423 0.043 Uiso 1 1 calc R U . . .
C34 C 0.2385(3) 0.1642(2) 0.61728(10) 0.0317(6) Uani 1 1 d . . . . .
H34A H 0.335632 0.128688 0.624253 0.038 Uiso 1 1 calc R U . . .
H34B H 0.169298 0.126021 0.636349 0.038 Uiso 1 1 calc R U . . .
C35 C 0.5662(3) 0.4859(2) 0.60615(9) 0.0270(5) Uani 1 1 d . . . . .
C36 C 0.5957(3) 0.4627(2) 0.55987(10) 0.0358(6) Uani 1 1 d . . . . .
H36 H 0.548718 0.401644 0.543331 0.043 Uiso 1 1 calc R U . . .
C37 C 0.6927(4) 0.5272(3) 0.53752(11) 0.0395(7) Uani 1 1 d . . . . .
H37 H 0.712247 0.509596 0.506003 0.047 Uiso 1 1 calc R U . . .
C38 C 0.7611(3) 0.6170(3) 0.56087(11) 0.0378(7) Uani 1 1 d . . . . .
H38 H 0.825064 0.662559 0.545115 0.045 Uiso 1 1 calc R U . . .
C39 C 0.7359(4) 0.6400(3) 0.60705(11) 0.0395(7) Uani 1 1 d . . . . .
H39 H 0.784681 0.700318 0.623551 0.047 Uiso 1 1 calc R U . . .
C40 C 0.6389(3) 0.5749(2) 0.62969(10) 0.0333(6) Uani 1 1 d . . . . .
H40 H 0.622164 0.591467 0.661578 0.040 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
N001 C5 1.315(3) . ?
N001 C7 1.382(3) . ?
N002 C1 1.383(3) . ?
N002 C5 1.396(3) . ?
N002 C9 1.508(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.343(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.417(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.361(4) . ?
C4 C5 1.442(3) . ?
C4 C6 1.495(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.343(4) . ?
C7 C15 1.493(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.504(4) . ?
C9 C10 1.543(3) . ?
C9 C14 1.542(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.536(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.525(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.522(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.527(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.397(4) . ?
C15 C20 1.389(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.392(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.374(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(4) . ?
C20 H20 0.9500 . ?
N003 C24 1.386(3) . ?
N003 C25 1.391(3) . ?
N003 C29 1.506(3) . ?
N004 C25 1.316(3) . ?
N004 C27 1.382(3) . ?
C21 C22 1.354(4) . ?
C21 C25 1.445(4) . ?
C21 C26 1.506(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.414(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.343(4) . ?
C24 H24 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.343(4) . ?
C27 C35 1.497(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.503(4) . ?
C29 C30 1.540(4) . ?
C29 C34 1.552(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.530(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.528(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.514(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.532(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.390(4) . ?
C35 C40 1.394(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.385(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.383(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.376(4) . ?
C39 H39 0.9500 . ?
C39 C40 1.393(4) . ?
C40 H40 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 N001 C7 117.2(2) . . ?
C1 N002 C5 120.2(2) . . ?
C1 N002 C9 118.4(2) . . ?
C5 N002 C9 120.5(2) . . ?
N002 C1 H1 118.8 . . ?
C2 C1 N002 122.3(3) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 C6 122.4(2) . . ?
C5 C4 C6 117.5(2) . . ?
N001 C5 N002 124.1(2) . . ?
N001 C5 C4 118.2(2) . . ?
N002 C5 C4 117.7(2) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N001 C7 C15 114.4(2) . . ?
C8 C7 N001 123.2(2) . . ?
C8 C7 C15 122.4(2) . . ?
C7 C8 H8 118.7 . . ?
C7 C8 C9 122.6(2) . . ?
C9 C8 H8 118.7 . . ?
N002 C9 C10 111.4(2) . . ?
N002 C9 C14 108.3(2) . . ?
C8 C9 N002 107.3(2) . . ?
C8 C9 C10 110.0(2) . . ?
C8 C9 C14 111.1(2) . . ?
C14 C9 C10 108.8(2) . . ?
C9 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 C9 111.3(2) . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 C10 112.1(2) . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C11 111.7(2) . . ?
C13 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C12 C13 C14 111.7(2) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C9 C14 H14A 109.4 . . ?
C9 C14 H14B 109.4 . . ?
C13 C14 C9 111.4(2) . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C16 C15 C7 119.4(2) . . ?
C20 C15 C7 122.3(2) . . ?
C20 C15 C16 118.2(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.7(3) . . ?
C20 C19 H19 120.2 . . ?
C15 C20 H20 119.3 . . ?
C19 C20 C15 121.4(3) . . ?
C19 C20 H20 119.3 . . ?
C24 N003 C25 119.8(2) . . ?
C24 N003 C29 119.3(2) . . ?
C25 N003 C29 120.0(2) . . ?
C25 N004 C27 117.4(2) . . ?
C22 C21 C25 120.2(3) . . ?
C22 C21 C26 122.3(2) . . ?
C25 C21 C26 117.4(2) . . ?
C21 C22 H22 119.9 . . ?
C21 C22 C23 120.3(3) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.5(3) . . ?
C24 C23 H23 120.3 . . ?
N003 C24 H24 118.9 . . ?
C23 C24 N003 122.3(3) . . ?
C23 C24 H24 118.9 . . ?
N003 C25 C21 118.0(2) . . ?
N004 C25 N003 124.1(2) . . ?
N004 C25 C21 117.9(2) . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N004 C27 C35 113.8(2) . . ?
C28 C27 N004 122.9(2) . . ?
C28 C27 C35 123.3(2) . . ?
C27 C28 H28 118.9 . . ?
C27 C28 C29 122.2(2) . . ?
C29 C28 H28 118.9 . . ?
N003 C29 C30 108.2(2) . . ?
N003 C29 C34 111.2(2) . . ?
C28 C29 N003 107.5(2) . . ?
C28 C29 C30 111.8(2) . . ?
C28 C29 C34 109.8(2) . . ?
C30 C29 C34 108.3(2) . . ?
C29 C30 H30A 109.1 . . ?
C29 C30 H30B 109.1 . . ?
H30A C30 H30B 107.9 . . ?
C31 C30 C29 112.4(2) . . ?
C31 C30 H30A 109.1 . . ?
C31 C30 H30B 109.1 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 108.1 . . ?
C32 C31 C30 110.7(2) . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
C31 C32 H32A 109.3 . . ?
C31 C32 H32B 109.3 . . ?
H32A C32 H32B 108.0 . . ?
C33 C32 C31 111.5(2) . . ?
C33 C32 H32A 109.3 . . ?
C33 C32 H32B 109.3 . . ?
C32 C33 H33A 109.3 . . ?
C32 C33 H33B 109.3 . . ?
C32 C33 C34 111.7(2) . . ?
H33A C33 H33B 107.9 . . ?
C34 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C29 C34 H34A 109.3 . . ?
C29 C34 H34B 109.3 . . ?
C33 C34 C29 111.8(2) . . ?
C33 C34 H34A 109.3 . . ?
C33 C34 H34B 109.3 . . ?
H34A C34 H34B 107.9 . . ?
C36 C35 C27 122.4(2) . . ?
C36 C35 C40 118.0(2) . . ?
C40 C35 C27 119.5(2) . . ?
C35 C36 H36 119.5 . . ?
C37 C36 C35 121.0(3) . . ?
C37 C36 H36 119.5 . . ?
C36 C37 H37 119.8 . . ?
C38 C37 C36 120.3(3) . . ?
C38 C37 H37 119.8 . . ?
C37 C38 H38 120.2 . . ?
C39 C38 C37 119.6(3) . . ?
C39 C38 H38 120.2 . . ?
C38 C39 H39 119.9 . . ?
C38 C39 C40 120.2(3) . . ?
C40 C39 H39 119.9 . . ?
C35 C40 H40 119.6 . . ?
C39 C40 C35 120.9(3) . . ?
C39 C40 H40 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N001 C7 C8 C9 -6.5(4) . . . . ?
N001 C7 C15 C16 9.7(3) . . . . ?
N001 C7 C15 C20 -173.2(2) . . . . ?
N002 C1 C2 C3 -0.3(4) . . . . ?
N002 C9 C10 C11 -176.2(2) . . . . ?
N002 C9 C14 C13 179.2(2) . . . . ?
C1 N002 C5 N001 -179.7(2) . . . . ?
C1 N002 C5 C4 -2.0(3) . . . . ?
C1 N002 C9 C8 167.1(2) . . . . ?
C1 N002 C9 C10 46.7(3) . . . . ?
C1 N002 C9 C14 -72.9(3) . . . . ?
C1 C2 C3 C4 0.8(4) . . . . ?
C2 C3 C4 C5 -1.9(4) . . . . ?
C2 C3 C4 C6 177.3(3) . . . . ?
C3 C4 C5 N001 -179.7(3) . . . . ?
C3 C4 C5 N002 2.4(4) . . . . ?
C5 N001 C7 C8 -9.6(4) . . . . ?
C5 N001 C7 C15 169.0(2) . . . . ?
C5 N002 C1 C2 1.0(4) . . . . ?
C5 N002 C9 C8 -23.4(3) . . . . ?
C5 N002 C9 C10 -143.8(2) . . . . ?
C5 N002 C9 C14 96.6(3) . . . . ?
C6 C4 C5 N001 1.1(4) . . . . ?
C6 C4 C5 N002 -176.7(2) . . . . ?
C7 N001 C5 N002 7.1(4) . . . . ?
C7 N001 C5 C4 -170.6(2) . . . . ?
C7 C8 C9 N002 21.5(3) . . . . ?
C7 C8 C9 C10 142.8(3) . . . . ?
C7 C8 C9 C14 -96.7(3) . . . . ?
C7 C15 C16 C17 176.7(3) . . . . ?
C7 C15 C20 C19 -176.8(2) . . . . ?
C8 C7 C15 C16 -171.7(3) . . . . ?
C8 C7 C15 C20 5.4(4) . . . . ?
C8 C9 C10 C11 64.9(3) . . . . ?
C8 C9 C14 C13 -63.2(3) . . . . ?
C9 N002 C1 C2 170.5(3) . . . . ?
C9 N002 C5 N001 11.0(4) . . . . ?
C9 N002 C5 C4 -171.3(2) . . . . ?
C9 C10 C11 C12 55.2(3) . . . . ?
C10 C9 C14 C13 58.0(3) . . . . ?
C10 C11 C12 C13 -52.6(3) . . . . ?
C11 C12 C13 C14 53.3(3) . . . . ?
C12 C13 C14 C9 -56.9(3) . . . . ?
C14 C9 C10 C11 -57.0(3) . . . . ?
C15 C7 C8 C9 175.0(2) . . . . ?
C15 C16 C17 C18 -0.4(5) . . . . ?
C16 C15 C20 C19 0.4(4) . . . . ?
C16 C17 C18 C19 1.5(5) . . . . ?
C17 C18 C19 C20 -1.7(4) . . . . ?
C18 C19 C20 C15 0.8(4) . . . . ?
C20 C15 C16 C17 -0.6(4) . . . . ?
N003 C29 C30 C31 -177.3(2) . . . . ?
N003 C29 C34 C33 174.4(2) . . . . ?
N004 C27 C28 C29 6.4(4) . . . . ?
N004 C27 C35 C36 174.6(3) . . . . ?
N004 C27 C35 C40 -8.0(3) . . . . ?
C21 C22 C23 C24 -0.3(5) . . . . ?
C22 C21 C25 N003 -1.6(4) . . . . ?
C22 C21 C25 N004 -179.4(3) . . . . ?
C22 C23 C24 N003 0.0(5) . . . . ?
C24 N003 C25 N004 178.9(3) . . . . ?
C24 N003 C25 C21 1.3(4) . . . . ?
C24 N003 C29 C28 -165.5(2) . . . . ?
C24 N003 C29 C30 73.6(3) . . . . ?
C24 N003 C29 C34 -45.2(3) . . . . ?
C25 N003 C24 C23 -0.6(4) . . . . ?
C25 N003 C29 C28 25.2(3) . . . . ?
C25 N003 C29 C30 -95.6(3) . . . . ?
C25 N003 C29 C34 145.5(2) . . . . ?
C25 N004 C27 C28 10.8(4) . . . . ?
C25 N004 C27 C35 -168.7(2) . . . . ?
C25 C21 C22 C23 1.1(4) . . . . ?
C26 C21 C22 C23 -177.3(3) . . . . ?
C26 C21 C25 N003 176.9(2) . . . . ?
C26 C21 C25 N004 -0.8(4) . . . . ?
C27 N004 C25 N003 -7.8(4) . . . . ?
C27 N004 C25 C21 169.8(2) . . . . ?
C27 C28 C29 N003 -22.9(3) . . . . ?
C27 C28 C29 C30 95.7(3) . . . . ?
C27 C28 C29 C34 -144.1(3) . . . . ?
C27 C35 C36 C37 176.4(3) . . . . ?
C27 C35 C40 C39 -176.2(3) . . . . ?
C28 C27 C35 C36 -4.9(4) . . . . ?
C28 C27 C35 C40 172.5(3) . . . . ?
C28 C29 C30 C31 64.5(3) . . . . ?
C28 C29 C34 C33 -66.6(3) . . . . ?
C29 N003 C24 C23 -169.9(3) . . . . ?
C29 N003 C25 N004 -11.9(4) . . . . ?
C29 N003 C25 C21 170.6(2) . . . . ?
C29 C30 C31 C32 57.0(3) . . . . ?
C30 C29 C34 C33 55.7(3) . . . . ?
C30 C31 C32 C33 -54.9(3) . . . . ?
C31 C32 C33 C34 54.9(3) . . . . ?
C32 C33 C34 C29 -56.0(3) . . . . ?
C34 C29 C30 C31 -56.6(3) . . . . ?
C35 C27 C28 C29 -174.2(2) . . . . ?
C35 C36 C37 C38 -0.6(5) . . . . ?
C36 C35 C40 C39 1.3(4) . . . . ?
C36 C37 C38 C39 2.0(5) . . . . ?
C37 C38 C39 C40 -1.8(5) . . . . ?
C38 C39 C40 C35 0.1(5) . . . . ?
C40 C35 C36 C37 -1.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.849
_oxdiff_exptl_absorpt_empirical_full_min 0.582
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.652(2) 6215 13810 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.348(2) 0 13810 nmt 1.0001 -0.0005 -0.0003 -0.0009 -0.9998 -0.0001 -0.6808
0.0020 -0.9998

_twin_special_details            
;
Component 2 rotated by 179.9528° 
around [0.95 -0.00 -0.32] (reciprocal) or [1.00 -0.00 -0.00] (direct)
;
####################################################################### 
# 
# 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_caiheng_0803_auto
_database_code_depnum_ccdc_archive 'CCDC 2340957'
loop_
_audit_author_name
_audit_author_address
'Heng Cai'
;Lanzhou University
China
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_audit_creation_date             2023-08-03
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 N2'
_chemical_formula_sum            'C20 H22 N2'
_chemical_formula_weight         290.39
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.02211(19)
_cell_length_b                   10.3152(2)
_cell_length_c                   16.3908(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1694.48(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8931
_cell_measurement_temperature    303.64(10)
_cell_measurement_theta_max      76.1740
_cell_measurement_theta_min      2.6780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61276
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10954
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.733
_diffrn_reflns_theta_min         5.066
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.64(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  25.00   0.50    0.05    --   46.61 -19.00  30.00  100
  2  ω     33.00  66.00   0.50    0.05    --  104.21 -61.00 -60.00   66
  3  ω     45.00  71.00   0.50    0.05    --  104.21 -61.00   0.00   52
  4  ω     33.00  58.00   0.50    0.05    --  104.21 -61.00  90.00   50
  5  ω     35.00  80.00   0.50    0.05    --  104.21-125.00  47.00   90
  6  ω     84.00 112.00   0.50    0.05    --  104.21-125.00  47.00   56
  7  ω     38.00  70.00   0.50    0.05    --   46.61-125.00  47.00   64
  8  ω   -121.00 -37.00   0.50    0.05    --  -46.61  -9.00 128.00  168
  9  ω   -175.00 -84.00   0.50    0.05    -- -102.00  -9.00 128.00  182
 10  ω   -128.00 -30.00   0.50    0.05    -- -102.00 149.00-160.00  196
 11  ω   -168.00-123.00   0.50    0.05    -- -102.00-125.00  47.00   90
 12  ω     -6.00  25.00   0.50    0.05    --  -46.61  37.00  90.00   62
 13  ω    -18.00  20.00   0.50    0.05    --  -46.61  19.00 -30.00   76
 14  ω    -37.00 -10.00   0.50    0.05    --  -46.61  37.00  90.00   54
 15  ω   -114.00 -87.00   0.50    0.05    -- -102.00 -94.00 -90.00   54
 16  ω    -65.00 -39.00   0.50    0.05    -- -102.00  61.00 -60.00   52
 17  ω   -163.00-130.00   0.50    0.05    -- -102.00 -94.00 -90.00   66
 18  ω   -148.00 -96.00   0.50    0.05    -- -102.00 -77.00  60.00  104
 19  ω     71.00 111.00   0.50    0.05    --  104.21-125.00   0.00   80
 20  ω     78.00 104.00   0.50    0.05    --  104.21 -94.00  60.00   52
 21  ω     32.00  59.00   0.50    0.05    --  104.21 -94.00  60.00   54
 22  ω     34.00  73.00   0.50    0.05    --  104.21 -61.00-120.00   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0077028000
_diffrn_orient_matrix_UB_12      -0.0141009000
_diffrn_orient_matrix_UB_13      0.0933713000
_diffrn_orient_matrix_UB_21      -0.1531474000
_diffrn_orient_matrix_UB_22      -0.0105265000
_diffrn_orient_matrix_UB_23      -0.0053849000
_diffrn_orient_matrix_UB_31      0.0115673000
_diffrn_orient_matrix_UB_32      -0.1483435000
_diffrn_orient_matrix_UB_33      -0.0085157000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.719
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.938
_reflns_number_gt                3169
_reflns_number_total             3369
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 1254 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0712P)²+0.0875P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1138
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C7(H7), C14(H14), C16(H16), C17(H17), C18(H18),
 C19(H19), C20(H20)
2.b Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C)
;
_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
N1 N 0.50132(17) 0.13817(17) 0.68973(10) 0.0579(4) Uani 1 1 d . . . . .
N2 N 0.38916(15) 0.30576(15) 0.61706(9) 0.0485(3) Uani 1 1 d . . . . .
C1 C 0.49281(17) 0.23188(16) 0.62906(10) 0.0449(4) Uani 1 1 d . . . . .
C2 C 0.60812(19) 0.24713(18) 0.57650(11) 0.0527(4) Uani 1 1 d . . . . .
C3 C 0.7174(2) 0.1734(3) 0.58802(17) 0.0773(7) Uani 1 1 d . . . . .
H3 H 0.790819 0.183669 0.553922 0.093 Uiso 1 1 calc R U . . .
C4 C 0.7218(3) 0.0807(3) 0.6512(2) 0.1044(10) Uani 1 1 d . . . . .
H4 H 0.797451 0.030045 0.659005 0.125 Uiso 1 1 calc R U . . .
C5 C 0.6155(3) 0.0667(3) 0.69976(18) 0.0909(9) Uani 1 1 d . . . . .
H5 H 0.619248 0.006353 0.741843 0.109 Uiso 1 1 calc R U . . .
C6 C 0.3886(2) 0.1115(2) 0.74673(13) 0.0614(5) Uani 1 1 d . . . . .
C7 C 0.2763(2) 0.2020(2) 0.72785(12) 0.0582(5) Uani 1 1 d . . . . .
H7 H 0.199554 0.196413 0.759590 0.070 Uiso 1 1 calc R U . . .
C8 C 0.27902(17) 0.29042(16) 0.66824(10) 0.0455(4) Uani 1 1 d . . . . .
C9 C 0.6009(2) 0.3452(2) 0.51012(13) 0.0649(5) Uani 1 1 d . . . . .
H9A H 0.534818 0.319354 0.470972 0.097 Uiso 1 1 calc R U . . .
H9B H 0.686195 0.351770 0.483789 0.097 Uiso 1 1 calc R U . . .
H9C H 0.577025 0.427864 0.532764 0.097 Uiso 1 1 calc R U . . .
C10 C 0.4366(3) 0.1343(4) 0.83412(15) 0.1007(10) Uani 1 1 d . . . . .
H10A H 0.509563 0.076928 0.845887 0.151 Uiso 1 1 calc R U . . .
H10B H 0.364780 0.117704 0.871424 0.151 Uiso 1 1 calc R U . . .
H10C H 0.465669 0.222488 0.839901 0.151 Uiso 1 1 calc R U . . .
C11 C 0.3417(3) -0.0289(3) 0.7340(3) 0.1119(12) Uani 1 1 d . . . . .
H11A H 0.306573 -0.038348 0.679874 0.168 Uiso 1 1 calc R U . . .
H11B H 0.273461 -0.049187 0.773101 0.168 Uiso 1 1 calc R U . . .
H11C H 0.415759 -0.086786 0.741204 0.168 Uiso 1 1 calc R U . . .
C12 C 0.16685(17) 0.38073(18) 0.65276(11) 0.0491(4) Uani 1 1 d . . . . .
C13 C 0.0371(2) 0.3556(3) 0.69574(17) 0.0805(7) Uani 1 1 d . . . . .
H13A H 0.002406 0.273040 0.679045 0.121 Uiso 1 1 calc R U . . .
H13B H -0.025604 0.422485 0.682026 0.121 Uiso 1 1 calc R U . . .
H13C H 0.051647 0.355270 0.753631 0.121 Uiso 1 1 calc R U . . .
C14 C 0.18514(17) 0.48191(19) 0.60401(12) 0.0522(4) Uani 1 1 d . . . . .
H14 H 0.269606 0.490949 0.581219 0.063 Uiso 1 1 calc R U . . .
C15 C 0.08539(19) 0.5820(2) 0.58201(12) 0.0557(5) Uani 1 1 d . . . . .
C16 C -0.0319(2) 0.5503(3) 0.54083(16) 0.0753(6) Uani 1 1 d . . . . .
H16 H -0.048880 0.464348 0.527172 0.090 Uiso 1 1 calc R U . . .
C17 C -0.1231(3) 0.6452(3) 0.52009(18) 0.0888(8) Uani 1 1 d . . . . .
H17 H -0.201322 0.622861 0.493051 0.107 Uiso 1 1 calc R U . . .
C18 C -0.0982(3) 0.7728(3) 0.53941(16) 0.0848(8) Uani 1 1 d . . . . .
H18 H -0.159325 0.836662 0.525037 0.102 Uiso 1 1 calc R U . . .
C19 C 0.0163(3) 0.8055(2) 0.57973(16) 0.0813(7) Uani 1 1 d . . . . .
H19 H 0.032745 0.891731 0.593013 0.098 Uiso 1 1 calc R U . . .
C20 C 0.1081(2) 0.7107(2) 0.60089(13) 0.0655(5) Uani 1 1 d . . . . .
H20 H 0.185935 0.734011 0.628120 0.079 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.389(2) . ?
N1 C5 1.371(3) . ?
N1 C6 1.491(3) . ?
N2 C1 1.303(2) . ?
N2 C8 1.395(2) . ?
C1 C2 1.450(2) . ?
C2 C3 1.347(3) . ?
C2 C9 1.488(3) . ?
C3 C4 1.410(4) . ?
C4 C5 1.337(4) . ?
C6 C7 1.495(3) . ?
C6 C10 1.529(4) . ?
C6 C11 1.537(4) . ?
C7 C8 1.337(3) . ?
C8 C12 1.482(2) . ?
C12 C13 1.501(3) . ?
C12 C14 1.327(3) . ?
C14 C15 1.482(2) . ?
C15 C16 1.394(3) . ?
C15 C20 1.382(3) . ?
C16 C17 1.382(3) . ?
C17 C18 1.376(5) . ?
C18 C19 1.367(4) . ?
C19 C20 1.387(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C6 122.01(15) . . ?
C5 N1 C1 120.72(19) . . ?
C5 N1 C6 117.27(18) . . ?
C1 N2 C8 118.26(14) . . ?
N1 C1 C2 116.86(15) . . ?
N2 C1 N1 124.32(16) . . ?
N2 C1 C2 118.82(16) . . ?
C1 C2 C9 118.01(16) . . ?
C3 C2 C1 120.23(19) . . ?
C3 C2 C9 121.76(19) . . ?
C2 C3 C4 120.7(2) . . ?
C5 C4 C3 119.1(2) . . ?
C4 C5 N1 122.4(2) . . ?
N1 C6 C7 109.02(15) . . ?
N1 C6 C10 108.7(2) . . ?
N1 C6 C11 108.7(2) . . ?
C7 C6 C10 109.6(2) . . ?
C7 C6 C11 109.3(2) . . ?
C10 C6 C11 111.6(3) . . ?
C8 C7 C6 124.16(18) . . ?
N2 C8 C12 115.20(14) . . ?
C7 C8 N2 122.22(16) . . ?
C7 C8 C12 122.57(17) . . ?
C8 C12 C13 117.91(17) . . ?
C14 C12 C8 119.52(16) . . ?
C14 C12 C13 122.54(18) . . ?
C12 C14 C15 126.97(16) . . ?
C16 C15 C14 121.5(2) . . ?
C20 C15 C14 120.24(19) . . ?
C20 C15 C16 118.2(2) . . ?
C17 C16 C15 120.7(3) . . ?
C18 C17 C16 120.1(3) . . ?
C19 C18 C17 120.0(2) . . ?
C18 C19 C20 120.2(2) . . ?
C15 C20 C19 120.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.450
_oxdiff_exptl_absorpt_empirical_full_min 0.542
####################################################################### 
# 
# 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_caiheng_0505_auto
_database_code_depnum_ccdc_archive 'CCDC 2340956'
loop_
_audit_author_name
_audit_author_address
'Heng Cai'
;Lanzhou University
China
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H20 N2'
_chemical_formula_weight         300.39

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.9659(2)
_cell_length_b                   12.6239(5)
_cell_length_c                   21.0785(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1587.48(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12585
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.880
_diffrn_reflns_theta_max         30.590
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.830
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.830
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.785
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3833
_reflns_number_gt                3364
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.646
_reflns_Friedel_fraction_max     0.724
_reflns_Friedel_fraction_full    0.973

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0491P)²+0.1810P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1206 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3833
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0943
_refine_ls_wR_factor_gt          0.0901
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
N1 N -0.8076(2) -0.74169(12) -0.24388(7) 0.0200(3) Uani 1 1 d . . . . .
N2 N -0.5513(3) -0.62675(12) -0.18997(7) 0.0214(3) Uani 1 1 d . . . . .
C1 C -0.6987(3) -0.71593(14) -0.30053(8) 0.0188(4) Uani 1 1 d . . . . .
C2 C -0.7249(3) -0.69861(16) -0.07636(9) 0.0286(4) Uani 1 1 d . . . . .
H2 H -0.783897 -0.722093 -0.036931 0.034 Uiso 1 1 calc R U . . .
C3 C -0.9743(3) -0.83446(15) -0.35580(8) 0.0220(4) Uani 1 1 d . . . . .
H3 H -1.073253 -0.824885 -0.320957 0.026 Uiso 1 1 calc R U . . .
C4 C -0.7272(3) -0.69990(14) -0.19186(8) 0.0189(3) Uani 1 1 d . . . . .
C5 C -0.6058(3) -0.46330(15) -0.25213(10) 0.0264(4) Uani 1 1 d . . . . .
H5A H -0.562608 -0.420134 -0.215477 0.040 Uiso 1 1 calc R U . . .
H5B H -0.767933 -0.475819 -0.251182 0.040 Uiso 1 1 calc R U . . .
H5C H -0.566121 -0.425975 -0.291313 0.040 Uiso 1 1 calc R U . . .
C6 C -0.8942(3) -0.91431(15) -0.45799(8) 0.0207(4) Uani 1 1 d . . . . .
C7 C -0.6020(3) -0.93969(16) -0.56107(9) 0.0262(4) Uani 1 1 d . . . . .
H7 H -0.505100 -0.947742 -0.596511 0.031 Uiso 1 1 calc R U . . .
C8 C -0.6851(3) -0.86027(14) -0.45918(8) 0.0196(4) Uani 1 1 d . . . . .
C9 C -0.5377(4) -0.62928(17) -0.07699(9) 0.0305(4) Uani 1 1 d . . . . .
H9 H -0.468064 -0.608172 -0.038482 0.037 Uiso 1 1 calc R U . . .
C10 C -0.4818(3) -0.56987(14) -0.24965(8) 0.0205(4) Uani 1 1 d . . . . .
C11 C -0.5455(3) -0.63836(15) -0.30467(8) 0.0235(4) Uani 1 1 d . . . . .
H11 H -0.474313 -0.626427 -0.344343 0.028 Uiso 1 1 calc R U . . .
C12 C -0.7635(3) -0.78191(14) -0.35576(8) 0.0192(4) Uani 1 1 d . . . . .
C13 C -0.8068(3) -0.99560(16) -0.55916(9) 0.0270(4) Uani 1 1 d . . . . .
H13 H -0.845161 -1.042526 -0.592679 0.032 Uiso 1 1 calc R U . . .
C14 C -0.6243(3) -0.79544(15) -0.40716(8) 0.0198(3) Uani 1 1 d . . . . .
H14 H -0.483437 -0.760325 -0.407755 0.024 Uiso 1 1 calc R U . . .
C15 C -0.4604(3) -0.59392(15) -0.13327(9) 0.0269(4) Uani 1 1 d . . . . .
H15 H -0.339687 -0.544870 -0.133786 0.032 Uiso 1 1 calc R U . . .
C16 C -1.0375(3) -0.89862(15) -0.40505(9) 0.0234(4) Uani 1 1 d . . . . .
H16 H -1.179051 -0.933050 -0.403764 0.028 Uiso 1 1 calc R U . . .
C17 C -0.2284(3) -0.55167(17) -0.25084(9) 0.0276(4) Uani 1 1 d . . . . .
H17A H -0.150992 -0.618744 -0.242638 0.041 Uiso 1 1 calc R U . . .
H17B H -0.187713 -0.500047 -0.218086 0.041 Uiso 1 1 calc R U . . .
H17C H -0.184226 -0.524549 -0.292571 0.041 Uiso 1 1 calc R U . . .
C18 C -0.5419(3) -0.87418(15) -0.51246(8) 0.0236(4) Uani 1 1 d . . . . .
H18 H -0.402948 -0.837507 -0.514224 0.028 Uiso 1 1 calc R U . . .
C19 C -1.0227(3) -0.80252(16) -0.13319(9) 0.0278(4) Uani 1 1 d . . . . .
H19A H -0.986065 -0.867637 -0.156279 0.042 Uiso 1 1 calc R U . . .
H19B H -1.145856 -0.765846 -0.154728 0.042 Uiso 1 1 calc R U . . .
H19C H -1.068116 -0.820287 -0.089790 0.042 Uiso 1 1 calc R U . . .
C20 C -0.9503(3) -0.98231(15) -0.50908(8) 0.0245(4) Uani 1 1 d . . . . .
H20 H -1.089124 -1.019133 -0.508580 0.029 Uiso 1 1 calc R U . . .
C21 C -0.8212(3) -0.73195(15) -0.13129(9) 0.0240(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C4 1.308(2) . ?
N1 C1 1.398(2) . ?
N2 C15 1.376(2) . ?
N2 C4 1.399(2) . ?
N2 C10 1.506(2) . ?
C1 C11 1.342(2) . ?
C1 C12 1.483(2) . ?
C2 C21 1.359(3) . ?
C2 C9 1.419(3) . ?
C2 H2 0.9500 . ?
C3 C16 1.370(3) . ?
C3 C12 1.422(2) . ?
C3 H3 0.9500 . ?
C4 C21 1.452(2) . ?
C5 C10 1.536(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C20 1.417(2) . ?
C6 C16 1.420(3) . ?
C6 C8 1.422(2) . ?
C7 C18 1.365(3) . ?
C7 C13 1.412(3) . ?
C7 H7 0.9500 . ?
C8 C14 1.416(2) . ?
C8 C18 1.422(2) . ?
C9 C15 1.349(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.496(2) . ?
C10 C17 1.529(2) . ?
C11 H11 0.9500 . ?
C12 C14 1.376(2) . ?
C13 C20 1.369(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C19 C21 1.497(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 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
C4 N1 C1 116.87(14) . . ?
C15 N2 C4 121.27(15) . . ?
C15 N2 C10 118.25(15) . . ?
C4 N2 C10 119.83(14) . . ?
C11 C1 N1 122.80(15) . . ?
C11 C1 C12 122.43(15) . . ?
N1 C1 C12 114.77(15) . . ?
C21 C2 C9 121.04(17) . . ?
C21 C2 H2 119.5 . . ?
C9 C2 H2 119.5 . . ?
C16 C3 C12 121.33(16) . . ?
C16 C3 H3 119.3 . . ?
C12 C3 H3 119.3 . . ?
N1 C4 N2 124.43(15) . . ?
N1 C4 C21 118.89(16) . . ?
N2 C4 C21 116.67(15) . . ?
C10 C5 H5A 109.5 . . ?
C10 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C10 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C20 C6 C16 122.67(17) . . ?
C20 C6 C8 118.95(16) . . ?
C16 C6 C8 118.37(16) . . ?
C18 C7 C13 120.60(17) . . ?
C18 C7 H7 119.7 . . ?
C13 C7 H7 119.7 . . ?
C14 C8 C6 119.26(15) . . ?
C14 C8 C18 121.92(16) . . ?
C6 C8 C18 118.81(16) . . ?
C15 C9 C2 118.77(18) . . ?
C15 C9 H9 120.6 . . ?
C2 C9 H9 120.6 . . ?
C11 C10 N2 107.58(14) . . ?
C11 C10 C17 108.97(15) . . ?
N2 C10 C17 110.93(15) . . ?
C11 C10 C5 110.95(15) . . ?
N2 C10 C5 108.27(14) . . ?
C17 C10 C5 110.12(16) . . ?
C1 C11 C10 122.97(16) . . ?
C1 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
C14 C12 C3 118.41(15) . . ?
C14 C12 C1 122.04(15) . . ?
C3 C12 C1 119.54(15) . . ?
C20 C13 C7 120.11(17) . . ?
C20 C13 H13 119.9 . . ?
C7 C13 H13 119.9 . . ?
C12 C14 C8 121.78(16) . . ?
C12 C14 H14 119.1 . . ?
C8 C14 H14 119.1 . . ?
C9 C15 N2 121.98(18) . . ?
C9 C15 H15 119.0 . . ?
N2 C15 H15 119.0 . . ?
C3 C16 C6 120.83(17) . . ?
C3 C16 H16 119.6 . . ?
C6 C16 H16 119.6 . . ?
C10 C17 H17A 109.5 . . ?
C10 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C10 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C7 C18 C8 120.65(17) . . ?
C7 C18 H18 119.7 . . ?
C8 C18 H18 119.7 . . ?
C21 C19 H19A 109.5 . . ?
C21 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C21 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C20 C6 120.84(17) . . ?
C13 C20 H20 119.6 . . ?
C6 C20 H20 119.6 . . ?
C2 C21 C4 119.97(17) . . ?
C2 C21 C19 123.12(16) . . ?
C4 C21 C19 116.91(16) . . ?

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
C4 N1 C1 C11 -11.7(3) . . . . ?
C4 N1 C1 C12 167.60(14) . . . . ?
C1 N1 C4 N2 4.4(3) . . . . ?
C1 N1 C4 C21 -174.32(16) . . . . ?
C15 N2 C4 N1 -173.51(17) . . . . ?
C10 N2 C4 N1 15.9(3) . . . . ?
C15 N2 C4 C21 5.2(2) . . . . ?
C10 N2 C4 C21 -165.33(15) . . . . ?
C20 C6 C8 C14 -177.57(17) . . . . ?
C16 C6 C8 C14 1.7(2) . . . . ?
C20 C6 C8 C18 1.6(2) . . . . ?
C16 C6 C8 C18 -179.05(17) . . . . ?
C21 C2 C9 C15 2.1(3) . . . . ?
C15 N2 C10 C11 163.36(16) . . . . ?
C4 N2 C10 C11 -25.8(2) . . . . ?
C15 N2 C10 C17 44.3(2) . . . . ?
C4 N2 C10 C17 -144.89(17) . . . . ?
C15 N2 C10 C5 -76.7(2) . . . . ?
C4 N2 C10 C5 94.18(18) . . . . ?
N1 C1 C11 C10 -2.0(3) . . . . ?
C12 C1 C11 C10 178.78(16) . . . . ?
N2 C10 C11 C1 19.5(2) . . . . ?
C17 C10 C11 C1 139.89(19) . . . . ?
C5 C10 C11 C1 -98.7(2) . . . . ?
C16 C3 C12 C14 1.1(3) . . . . ?
C16 C3 C12 C1 -178.04(17) . . . . ?
C11 C1 C12 C14 23.5(3) . . . . ?
N1 C1 C12 C14 -155.82(16) . . . . ?
C11 C1 C12 C3 -157.45(17) . . . . ?
N1 C1 C12 C3 23.3(2) . . . . ?
C18 C7 C13 C20 1.8(3) . . . . ?
C3 C12 C14 C8 -0.4(3) . . . . ?
C1 C12 C14 C8 178.68(16) . . . . ?
C6 C8 C14 C12 -1.0(3) . . . . ?
C18 C8 C14 C12 179.82(17) . . . . ?
C2 C9 C15 N2 -3.0(3) . . . . ?
C4 N2 C15 C9 -0.9(3) . . . . ?
C10 N2 C15 C9 169.84(18) . . . . ?
C12 C3 C16 C6 -0.3(3) . . . . ?
C20 C6 C16 C3 178.17(18) . . . . ?
C8 C6 C16 C3 -1.1(3) . . . . ?
C13 C7 C18 C8 -0.5(3) . . . . ?
C14 C8 C18 C7 178.01(17) . . . . ?
C6 C8 C18 C7 -1.2(3) . . . . ?
C7 C13 C20 C6 -1.3(3) . . . . ?
C16 C6 C20 C13 -179.72(17) . . . . ?
C8 C6 C20 C13 -0.4(3) . . . . ?
C9 C2 C21 C4 2.4(3) . . . . ?
C9 C2 C21 C19 -178.21(18) . . . . ?
N1 C4 C21 C2 172.87(17) . . . . ?
N2 C4 C21 C2 -5.9(3) . . . . ?
N1 C4 C21 C19 -6.6(2) . . . . ?
N2 C4 C21 C19 174.62(15) . . . . ?

_refine_diff_density_max         0.192
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.040



####################################################################### 
# 
# 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_caiheng_1106_auto
_database_code_depnum_ccdc_archive 'CCDC 2340958'
loop_
_audit_author_name
_audit_author_address
'Heng Cai'
;Lanzhou University
China
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_audit_creation_date             2023-11-06
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 N2'
_chemical_formula_sum            'C24 H24 N2'
_chemical_formula_weight         340.45
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   9.3172(3)
_cell_length_b                   13.2929(4)
_cell_length_c                   15.5466(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1925.49(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4033
_cell_measurement_temperature    300.77(10)
_cell_measurement_theta_max      73.6910
_cell_measurement_theta_min      3.3210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.523
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7964
_diffrn_reflns_point_group_measured_fraction_full 0.853
_diffrn_reflns_point_group_measured_fraction_max 0.779
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.376
_diffrn_reflns_theta_min         4.376
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.77(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     71.00 107.00   0.50    1.74    --  111.87-113.00 -85.00   72
  2  ω     40.00  65.00   0.50    1.74    --  111.87 -61.00  90.00   50
  3  ω    -11.00  15.00   0.50    0.43    --   45.30 -19.00 120.00   52
  4  ω     27.00 115.00   0.50    0.43    --   45.30  51.00 -70.00  176
  5  ω     97.00 161.00   0.50    1.74    --  111.87  51.00 -70.00  128
  6  ω    -25.00  16.00   0.50    0.43    --   45.30 -19.00   0.00   82
  7  ω    -92.00 -29.00   0.50    1.74    -- -100.00  71.00 123.00  126
  8  ω    -52.00 -27.00   0.50    1.74    -- -100.00  45.00 120.00   50
  9  ω    -54.00 -29.00   0.50    1.74    -- -100.00  45.00  90.00   50
 10  ω    -74.00 -35.00   0.50    1.74    -- -100.00  61.00  90.00   78
 11  ω    -72.00 -46.00   0.50    1.74    -- -100.00  61.00-180.00   52
 12  ω    -50.00 -25.00   0.50    1.74    -- -100.00  45.00-120.00   50
 13  ω   -163.00 -91.00   0.50    1.74    -- -100.00 -94.00 120.00  144
 14  ω    -75.00 -49.00   0.50    0.43    --  -45.30-179.00   0.00   52
 15  ω    -17.00  55.00   1.00    0.43    --   45.27 -51.00 143.00   72
 16  ω    -51.00 -25.00   1.00    1.74    -- -100.00  45.00 150.00   26
 17  ω    -62.00 -30.00   1.00    1.74    -- -100.00  61.00-150.00   32
 18  ω    -61.00 -35.00   1.00    1.74    -- -100.00  51.00 -70.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1229372000
_diffrn_orient_matrix_UB_12      -0.0424426000
_diffrn_orient_matrix_UB_13      -0.0595550000
_diffrn_orient_matrix_UB_21      -0.1059324000
_diffrn_orient_matrix_UB_22      -0.0668886000
_diffrn_orient_matrix_UB_23      -0.0425951000
_diffrn_orient_matrix_UB_31      -0.0314491000
_diffrn_orient_matrix_UB_32      0.0595413000
_diffrn_orient_matrix_UB_33      -0.0898659000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.612
_reflns_Friedel_fraction_full    0.698
_reflns_Friedel_fraction_max     0.615
_reflns_number_gt                2871
_reflns_number_total             3184
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.029
_refine_ls_abs_structure_details 
;
 Flack x determined using 994 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.031
_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)+(0.0782P)²+0.0792P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1241
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H00A,H00E), C17(H00K,H00L)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H008), C14(H009), C18(H00B), C20(H00C), C22(H00D), C3(H00F), C13(H00G),
 C7(H00H), C15(H00I), C2(H00J), C9(H00M), C19(H00N), C5(H00O), C21(H00P)
2.c Idealised Me refined as rotating group:
 C11(H00Q,H00R,H00S), C23(H00T,H00U,H00V)
;
_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
N001 N 0.4409(2) 0.41556(15) 0.46774(15) 0.0588(5) Uani 1 1 d . . . . .
N002 N 0.5950(2) 0.43068(17) 0.58882(16) 0.0654(6) Uani 1 1 d . . . . .
C003 C 0.6059(3) 0.53362(18) 0.57306(18) 0.0569(6) Uani 1 1 d . . . . .
C004 C 0.5132(3) 0.37793(18) 0.53841(19) 0.0584(6) Uani 1 1 d . . . . .
C005 C 0.7057(3) 0.5879(2) 0.63152(19) 0.0621(7) Uani 1 1 d . . . . .
C006 C 0.2904(3) 0.56580(17) 0.44594(18) 0.0562(6) Uani 1 1 d . . . . .
C007 C 0.4451(3) 0.52518(17) 0.44412(19) 0.0563(6) Uani 1 1 d . . . . .
C008 C 0.5348(3) 0.57881(18) 0.5095(2) 0.0612(6) Uani 1 1 d . . . . .
H008 H 0.541467 0.648460 0.505479 0.073 Uiso 1 1 calc R U . . .
C009 C 0.2014(3) 0.5404(2) 0.5138(2) 0.0758(8) Uani 1 1 d . . . . .
H009 H 0.236622 0.499749 0.557667 0.091 Uiso 1 1 calc R U . . .
C00A C 0.4938(3) 0.2711(2) 0.5557(2) 0.0730(8) Uani 1 1 d . . . . .
C00B C 0.7854(3) 0.5348(3) 0.6920(2) 0.0709(7) Uani 1 1 d . . . . .
H00B H 0.772255 0.465742 0.697339 0.085 Uiso 1 1 calc R U . . .
C00C C 0.2333(4) 0.6287(2) 0.3836(2) 0.0758(8) Uani 1 1 d . . . . .
H00C H 0.290437 0.649025 0.337755 0.091 Uiso 1 1 calc R U . . .
C00D C 0.3592(4) 0.3543(2) 0.4154(2) 0.0753(8) Uani 1 1 d . . . . .
H00D H 0.313891 0.381958 0.367647 0.090 Uiso 1 1 calc R U . . .
C00E C 0.5123(3) 0.5385(2) 0.3540(2) 0.0664(7) Uani 1 1 d . . . . .
H00A H 0.445480 0.512623 0.311568 0.080 Uiso 1 1 calc R U . . .
H00E H 0.523823 0.609938 0.343089 0.080 Uiso 1 1 calc R U . . .
C00F C 0.3438(4) 0.2569(2) 0.4318(3) 0.0853(10) Uani 1 1 d . . . . .
H00F H 0.288087 0.216954 0.395787 0.102 Uiso 1 1 calc R U . . .
C00G C 0.9049(4) 0.6843(4) 0.7372(3) 0.0956(12) Uani 1 1 d . . . . .
H00G H 0.970874 0.716467 0.772689 0.115 Uiso 1 1 calc R U . . .
C00H C 0.7286(4) 0.6911(2) 0.6263(3) 0.0790(9) Uani 1 1 d . . . . .
H00H H 0.675579 0.728920 0.587309 0.095 Uiso 1 1 calc R U . . .
C00I C 0.8282(4) 0.7383(3) 0.6778(3) 0.0938(11) Uani 1 1 d . . . . .
H00I H 0.843557 0.807173 0.672242 0.113 Uiso 1 1 calc R U . . .
C00J C 0.0060(4) 0.6342(3) 0.4556(3) 0.0860(10) Uani 1 1 d . . . . .
H00J H -0.088648 0.656192 0.458353 0.103 Uiso 1 1 calc R U . . .
C00K C 0.6563(4) 0.4875(3) 0.3407(3) 0.0843(9) Uani 1 1 d . . . . .
H00K H 0.643226 0.415099 0.339503 0.101 Uiso 1 1 calc R U . . .
H00L H 0.719682 0.503671 0.388190 0.101 Uiso 1 1 calc R U . . .
C00L C 0.8837(3) 0.5828(4) 0.7441(3) 0.0889(10) Uani 1 1 d . . . . .
H00M H 0.935980 0.545859 0.784082 0.107 Uiso 1 1 calc R U . . .
C00M C 0.4122(4) 0.2146(2) 0.5037(3) 0.0829(10) Uani 1 1 d . . . . .
H00N H 0.400719 0.146487 0.515317 0.099 Uiso 1 1 calc R U . . .
C00N C 0.0919(4) 0.6619(3) 0.3885(3) 0.0906(11) Uani 1 1 d . . . . .
H00O H 0.055530 0.703460 0.345614 0.109 Uiso 1 1 calc R U . . .
C00O C 0.0601(4) 0.5746(3) 0.5177(3) 0.0907(11) Uani 1 1 d . . . . .
H00P H 0.002442 0.555963 0.563882 0.109 Uiso 1 1 calc R U . . .
C00P C 0.5678(6) 0.2299(3) 0.6335(3) 0.1086(14) Uani 1 1 d . . . . .
H00Q H 0.669725 0.231039 0.624540 0.163 Uiso 1 1 calc R U . . .
H00R H 0.536987 0.161896 0.643104 0.163 Uiso 1 1 calc R U . . .
H00S H 0.544143 0.270254 0.682674 0.163 Uiso 1 1 calc R U . . .
C00Q C 0.7242(5) 0.5220(4) 0.2565(3) 0.1137(15) Uani 1 1 d . . . . .
H00T H 0.654224 0.518675 0.211258 0.171 Uiso 1 1 calc R U . . .
H00U H 0.803745 0.479000 0.242683 0.171 Uiso 1 1 calc R U . . .
H00V H 0.757411 0.589976 0.262514 0.171 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
N001 C004 1.383(4) . ?
N001 C007 1.503(3) . ?
N001 C00D 1.379(4) . ?
N002 C003 1.394(3) . ?
N002 C004 1.299(4) . ?
C003 C005 1.487(4) . ?
C003 C008 1.333(4) . ?
C004 C00A 1.457(4) . ?
C005 C00B 1.391(4) . ?
C005 C00H 1.390(4) . ?
C006 C007 1.539(4) . ?
C006 C009 1.383(4) . ?
C006 C00C 1.386(4) . ?
C007 C008 1.497(4) . ?
C007 C00E 1.545(4) . ?
C008 H008 0.9300 . ?
C009 H009 0.9300 . ?
C009 C00O 1.394(5) . ?
C00A C00M 1.341(5) . ?
C00A C00P 1.495(6) . ?
C00B H00B 0.9300 . ?
C00B C00L 1.379(5) . ?
C00C H00C 0.9300 . ?
C00C C00N 1.391(5) . ?
C00D H00D 0.9300 . ?
C00D C00F 1.327(5) . ?
C00E H00A 0.9700 . ?
C00E H00E 0.9700 . ?
C00E C00K 1.518(4) . ?
C00F H00F 0.9300 . ?
C00F C00M 1.404(6) . ?
C00G H00G 0.9300 . ?
C00G C00I 1.371(6) . ?
C00G C00L 1.368(7) . ?
C00H H00H 0.9300 . ?
C00H C00I 1.378(5) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00J C00N 1.365(6) . ?
C00J C00O 1.348(6) . ?
C00K H00K 0.9700 . ?
C00K H00L 0.9700 . ?
C00K C00Q 1.524(6) . ?
C00L H00M 0.9300 . ?
C00M H00N 0.9300 . ?
C00N H00O 0.9300 . ?
C00O H00P 0.9300 . ?
C00P H00Q 0.9600 . ?
C00P H00R 0.9600 . ?
C00P H00S 0.9600 . ?
C00Q H00T 0.9600 . ?
C00Q H00U 0.9600 . ?
C00Q H00V 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C004 N001 C007 122.1(2) . . ?
C00D N001 C004 121.6(2) . . ?
C00D N001 C007 116.2(2) . . ?
C004 N002 C003 117.8(2) . . ?
N002 C003 C005 114.5(2) . . ?
C008 C003 N002 122.5(2) . . ?
C008 C003 C005 123.0(2) . . ?
N001 C004 C00A 116.0(2) . . ?
N002 C004 N001 124.8(2) . . ?
N002 C004 C00A 119.2(3) . . ?
C00B C005 C003 120.1(2) . . ?
C00H C005 C003 122.6(3) . . ?
C00H C005 C00B 117.3(3) . . ?
C009 C006 C007 119.3(2) . . ?
C009 C006 C00C 116.8(3) . . ?
C00C C006 C007 123.9(3) . . ?
N001 C007 C006 108.12(19) . . ?
N001 C007 C00E 110.1(2) . . ?
C006 C007 C00E 110.8(2) . . ?
C008 C007 N001 108.1(2) . . ?
C008 C007 C006 110.1(2) . . ?
C008 C007 C00E 109.6(2) . . ?
C003 C008 C007 124.5(2) . . ?
C003 C008 H008 117.7 . . ?
C007 C008 H008 117.7 . . ?
C006 C009 H009 119.3 . . ?
C006 C009 C00O 121.3(3) . . ?
C00O C009 H009 119.3 . . ?
C004 C00A C00P 116.7(3) . . ?
C00M C00A C004 120.3(3) . . ?
C00M C00A C00P 123.0(3) . . ?
C005 C00B H00B 119.4 . . ?
C00L C00B C005 121.1(3) . . ?
C00L C00B H00B 119.4 . . ?
C006 C00C H00C 119.4 . . ?
C006 C00C C00N 121.1(3) . . ?
C00N C00C H00C 119.4 . . ?
N001 C00D H00D 119.3 . . ?
C00F C00D N001 121.5(3) . . ?
C00F C00D H00D 119.3 . . ?
C007 C00E H00A 108.4 . . ?
C007 C00E H00E 108.4 . . ?
H00A C00E H00E 107.5 . . ?
C00K C00E C007 115.5(3) . . ?
C00K C00E H00A 108.4 . . ?
C00K C00E H00E 108.4 . . ?
C00D C00F H00F 120.2 . . ?
C00D C00F C00M 119.6(3) . . ?
C00M C00F H00F 120.2 . . ?
C00I C00G H00G 120.2 . . ?
C00L C00G H00G 120.2 . . ?
C00L C00G C00I 119.6(3) . . ?
C005 C00H H00H 119.3 . . ?
C00I C00H C005 121.3(3) . . ?
C00I C00H H00H 119.3 . . ?
C00G C00I C00H 120.2(4) . . ?
C00G C00I H00I 119.9 . . ?
C00H C00I H00I 119.9 . . ?
C00N C00J H00J 120.4 . . ?
C00O C00J H00J 120.4 . . ?
C00O C00J C00N 119.1(3) . . ?
C00E C00K H00K 109.6 . . ?
C00E C00K H00L 109.6 . . ?
C00E C00K C00Q 110.5(3) . . ?
H00K C00K H00L 108.1 . . ?
C00Q C00K H00K 109.6 . . ?
C00Q C00K H00L 109.6 . . ?
C00B C00L H00M 119.8 . . ?
C00G C00L C00B 120.4(4) . . ?
C00G C00L H00M 119.8 . . ?
C00A C00M C00F 120.9(3) . . ?
C00A C00M H00N 119.5 . . ?
C00F C00M H00N 119.5 . . ?
C00C C00N H00O 119.6 . . ?
C00J C00N C00C 120.8(4) . . ?
C00J C00N H00O 119.6 . . ?
C009 C00O H00P 119.5 . . ?
C00J C00O C009 120.9(4) . . ?
C00J C00O H00P 119.5 . . ?
C00A C00P H00Q 109.5 . . ?
C00A C00P H00R 109.5 . . ?
C00A C00P H00S 109.5 . . ?
H00Q C00P H00R 109.5 . . ?
H00Q C00P H00S 109.5 . . ?
H00R C00P H00S 109.5 . . ?
C00K C00Q H00T 109.5 . . ?
C00K C00Q H00U 109.5 . . ?
C00K C00Q H00V 109.5 . . ?
H00T C00Q H00U 109.5 . . ?
H00T C00Q H00V 109.5 . . ?
H00U C00Q H00V 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N001 C004 C00A C00M 1.4(4) . . . . ?
N001 C004 C00A C00P -178.2(3) . . . . ?
N001 C007 C008 C003 4.5(4) . . . . ?
N001 C007 C00E C00K -51.7(3) . . . . ?
N001 C00D C00F C00M -0.2(6) . . . . ?
N002 C003 C005 C00B 3.9(4) . . . . ?
N002 C003 C005 C00H -179.0(3) . . . . ?
N002 C003 C008 C007 -4.8(4) . . . . ?
N002 C004 C00A C00M -178.7(3) . . . . ?
N002 C004 C00A C00P 1.7(4) . . . . ?
C003 N002 C004 N001 3.0(4) . . . . ?
C003 N002 C004 C00A -176.9(3) . . . . ?
C003 C005 C00B C00L 176.8(3) . . . . ?
C003 C005 C00H C00I -175.9(3) . . . . ?
C004 N001 C007 C006 -120.1(3) . . . . ?
C004 N001 C007 C008 -0.9(3) . . . . ?
C004 N001 C007 C00E 118.7(3) . . . . ?
C004 N001 C00D C00F 1.5(5) . . . . ?
C004 N002 C003 C005 -177.8(2) . . . . ?
C004 N002 C003 C008 0.8(4) . . . . ?
C004 C00A C00M C00F -0.1(5) . . . . ?
C005 C003 C008 C007 173.7(2) . . . . ?
C005 C00B C00L C00G 0.0(5) . . . . ?
C005 C00H C00I C00G -1.6(6) . . . . ?
C006 C007 C008 C003 122.4(3) . . . . ?
C006 C007 C00E C00K -171.3(3) . . . . ?
C006 C009 C00O C00J -0.5(6) . . . . ?
C006 C00C C00N C00J 0.7(5) . . . . ?
C007 N001 C004 N002 -2.8(4) . . . . ?
C007 N001 C004 C00A 177.2(2) . . . . ?
C007 N001 C00D C00F -177.7(3) . . . . ?
C007 C006 C009 C00O -179.3(3) . . . . ?
C007 C006 C00C C00N 179.3(3) . . . . ?
C007 C00E C00K C00Q -169.3(3) . . . . ?
C008 C003 C005 C00B -174.7(3) . . . . ?
C008 C003 C005 C00H 2.4(4) . . . . ?
C008 C007 C00E C00K 67.0(3) . . . . ?
C009 C006 C007 N001 44.6(3) . . . . ?
C009 C006 C007 C008 -73.3(3) . . . . ?
C009 C006 C007 C00E 165.3(3) . . . . ?
C009 C006 C00C C00N -1.7(4) . . . . ?
C00B C005 C00H C00I 1.2(5) . . . . ?
C00C C006 C007 N001 -136.5(3) . . . . ?
C00C C006 C007 C008 105.6(3) . . . . ?
C00C C006 C007 C00E -15.7(4) . . . . ?
C00C C006 C009 C00O 1.6(5) . . . . ?
C00D N001 C004 N002 178.0(3) . . . . ?
C00D N001 C004 C00A -2.1(4) . . . . ?
C00D N001 C007 C006 59.2(3) . . . . ?
C00D N001 C007 C008 178.4(3) . . . . ?
C00D N001 C007 C00E -62.0(3) . . . . ?
C00D C00F C00M C00A -0.5(6) . . . . ?
C00E C007 C008 C003 -115.4(3) . . . . ?
C00H C005 C00B C00L -0.4(5) . . . . ?
C00I C00G C00L C00B -0.4(6) . . . . ?
C00L C00G C00I C00H 1.2(6) . . . . ?
C00N C00J C00O C009 -0.6(6) . . . . ?
C00O C00J C00N C00C 0.5(6) . . . . ?
C00P C00A C00M C00F 179.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.313
_oxdiff_exptl_absorpt_empirical_full_min 0.777
####################################################################### 
# 
# 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_caiheng1633-tyq_1128-2_auto
_database_code_depnum_ccdc_archive 'CCDC 2340961'
loop_
_audit_author_name
_audit_author_address
'Heng Cai'
;Lanzhou University
China
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_audit_creation_date             2023-11-28
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H22 N2'
_chemical_formula_sum            'C26 H22 N2'
_chemical_formula_weight         362.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.8920(3)
_cell_length_b                   20.1165(7)
_cell_length_c                   9.3605(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.195(3)
_cell_angle_gamma                90
_cell_volume                     1988.35(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6762
_cell_measurement_temperature    302.03(10)
_cell_measurement_theta_max      75.1940
_cell_measurement_theta_min      4.1710
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.543
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13973
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.078
_diffrn_reflns_theta_min         4.187
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      302.03(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00 102.00   0.50    0.05    --  104.27 -94.00-180.00  138
  2  ω     52.00  93.00   0.50    0.05    --  104.27 -94.00-150.00   82
  3  ω     40.00  77.00   0.50    0.05    --  104.27-125.00   0.00   74
  4  ω     68.00  93.00   0.50    0.05    --  104.27-170.00  30.00   50
  5  ω     72.00  97.00   0.50    0.05    --  104.27-114.00 173.00   50
  6  ω     40.00  72.00   0.50    0.05    --  104.27 -61.00 150.00   64
  7  ω     81.00 106.00   0.50    0.05    --   46.54-170.00  30.00   50
  8  ω     45.00  85.00   0.50    0.05    --   46.54-114.00 173.00   80
  9  ω    126.00 173.00   0.50    0.05    --  104.27  45.00-120.00   94
 10  ω     87.00 171.00   0.50    0.05    --  104.27 114.00 -96.00  168
 11  ω     53.00  85.00   0.50    0.05    --   46.54 170.00  46.00   64
 12  ω     79.00 167.00   0.50    0.05    --  104.27 125.00 150.00  176
 13  ω     25.00 119.00   0.50    0.05    --   46.54  77.00  60.00  188
 14  ω    -24.00  21.00   0.50    0.05    --  -46.54  19.00-180.00   90
 15  ω    -22.00  28.00   0.50    0.05    --  -46.54  19.00 -60.00  100
 16  ω    -68.00 -42.00   0.50    0.05    -- -102.00  61.00 -90.00   52
 17  ω    -69.00 -42.00   0.50    0.05    -- -102.00  61.00 -60.00   54
 18  ω    -78.00 -29.00   0.50    0.05    -- -102.00  77.00   0.00   98
 19  ω    -68.00 -29.00   0.50    0.05    -- -102.00  61.00 120.00   78
 20  ω   -126.00-101.00   0.50    0.05    -- -102.00-114.00 173.00   50
 21  ω   -130.00-104.00   0.50    0.05    -- -102.00-170.00  30.00   52
 22  ω    -90.00 -65.00   0.50    0.05    --  -46.54-170.00  30.00   50
 23  ω   -148.00 -74.00   0.50    0.05    -- -102.00-125.00-120.00  148
 24  ω   -101.00 -69.00   0.50    0.05    -- -102.00 114.00 -96.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0803033000
_diffrn_orient_matrix_UB_12      -0.0588898000
_diffrn_orient_matrix_UB_13      -0.0305539000
_diffrn_orient_matrix_UB_21      -0.0735578000
_diffrn_orient_matrix_UB_22      -0.0472479000
_diffrn_orient_matrix_UB_23      0.0784976000
_diffrn_orient_matrix_UB_31      -0.0969694000
_diffrn_orient_matrix_UB_32      -0.0129477000
_diffrn_orient_matrix_UB_33      -0.1474421000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2945
_reflns_number_total             3970
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.072
_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)+(0.0717P)²+0.2536P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1529
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C9(H9), C13(H13), C14(H14), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C15(H15A,H15B,H15C)
;
_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
N1 N 0.55293(12) 0.36822(7) 0.13042(13) 0.0516(3) Uani 1 1 d . . . . .
N2 N 0.33669(12) 0.40144(7) 0.07602(13) 0.0537(4) Uani 1 1 d . . . . .
C1 C 0.33203(14) 0.38197(8) 0.21707(15) 0.0480(4) Uani 1 1 d . . . . .
C2 C 0.00218(17) 0.44521(10) 0.1921(2) 0.0671(5) Uani 1 1 d . . . . .
H2 H -0.064753 0.462677 0.120450 0.080 Uiso 1 1 calc R U . . .
C3 C 1.0421(2) 0.26265(12) 0.7310(2) 0.0780(6) Uani 1 1 d . . . . .
H3 H 1.103487 0.230168 0.762636 0.094 Uiso 1 1 calc R U . . .
C4 C 0.44460(15) 0.39645(8) 0.04055(16) 0.0485(4) Uani 1 1 d . . . . .
C5 C 1.05046(19) 0.32299(12) 0.8067(2) 0.0730(6) Uani 1 1 d . . . . .
H5 H 1.117588 0.330468 0.888151 0.088 Uiso 1 1 calc R U . . .
C6 C 0.85066(15) 0.29943(9) 0.56081(17) 0.0534(4) Uani 1 1 d . . . . .
C7 C 0.20010(17) 0.39404(10) 0.40206(18) 0.0626(5) Uani 1 1 d . . . . .
H7 H 0.266959 0.377228 0.474776 0.075 Uiso 1 1 calc R U . . .
C8 C 0.21481(14) 0.40177(8) 0.25984(16) 0.0490(4) Uani 1 1 d . . . . .
C9 C 0.66543(17) 0.36883(11) 0.09064(19) 0.0653(5) Uani 1 1 d . . . . .
H9 H 0.736199 0.349873 0.153713 0.078 Uiso 1 1 calc R U . . .
C10 C 0.65802(15) 0.33639(9) 0.38822(16) 0.0515(4) Uani 1 1 d . . . . .
C11 C 0.3384(2) 0.45051(12) -0.19967(19) 0.0772(6) Uani 1 1 d . . . . .
H11A H 0.275244 0.416244 -0.222549 0.116 Uiso 1 1 calc R U . . .
H11B H 0.357009 0.466112 -0.288971 0.116 Uiso 1 1 calc R U . . .
H11C H 0.307222 0.486725 -0.151746 0.116 Uiso 1 1 calc R U . . .
C12 C 0.85896(15) 0.36055(9) 0.63736(16) 0.0529(4) Uani 1 1 d . . . . .
C13 C 0.56902(18) 0.42313(10) -0.13322(18) 0.0640(5) Uani 1 1 d . . . . .
H13 H 0.576007 0.441422 -0.222131 0.077 Uiso 1 1 calc R U . . .
C14 C 0.74807(15) 0.28922(9) 0.43535(17) 0.0548(4) Uani 1 1 d . . . . .
H14 H 0.742569 0.249225 0.384338 0.066 Uiso 1 1 calc R U . . .
C15 C 0.52528(18) 0.25371(10) 0.2057(2) 0.0686(5) Uani 1 1 d . . . . .
H15A H 0.451738 0.250325 0.124829 0.103 Uiso 1 1 calc R U . . .
H15B H 0.514966 0.225611 0.284788 0.103 Uiso 1 1 calc R U . . .
H15C H 0.598747 0.239970 0.173921 0.103 Uiso 1 1 calc R U . . .
C16 C 0.54184(15) 0.32572(9) 0.25892(17) 0.0529(4) Uani 1 1 d . . . . .
C17 C 0.94433(18) 0.25102(10) 0.6106(2) 0.0693(5) Uani 1 1 d . . . . .
H17 H 0.939802 0.210644 0.561199 0.083 Uiso 1 1 calc R U . . .
C18 C 0.42615(15) 0.34825(9) 0.30595(17) 0.0570(4) Uani 1 1 d . . . . .
H18 H 0.419830 0.338310 0.400912 0.068 Uiso 1 1 calc R U . . .
C19 C 0.96164(18) 0.37055(10) 0.76244(18) 0.0641(5) Uani 1 1 d . . . . .
H19 H 0.967788 0.410299 0.814448 0.077 Uiso 1 1 calc R U . . .
C20 C 0.45601(17) 0.42323(9) -0.09973(16) 0.0552(4) Uani 1 1 d . . . . .
C21 C 0.67742(19) 0.39585(11) -0.0364(2) 0.0704(5) Uani 1 1 d . . . . .
H21 H 0.755488 0.396578 -0.060102 0.085 Uiso 1 1 calc R U . . .
C22 C 0.76661(17) 0.40957(9) 0.58517(18) 0.0581(4) Uani 1 1 d . . . . .
H22 H 0.771829 0.450284 0.633352 0.070 Uiso 1 1 calc R U . . .
C23 C -0.01107(18) 0.43621(12) 0.3327(2) 0.0747(6) Uani 1 1 d . . . . .
H23 H -0.086502 0.447192 0.356688 0.090 Uiso 1 1 calc R U . . .
C24 C 0.66950(16) 0.39792(9) 0.46458(18) 0.0566(4) Uani 1 1 d . . . . .
H24 H 0.609580 0.430997 0.431732 0.068 Uiso 1 1 calc R U . . .
C25 C 0.08900(19) 0.41067(12) 0.4378(2) 0.0770(6) Uani 1 1 d . . . . .
H25 H 0.081340 0.404615 0.533714 0.092 Uiso 1 1 calc R U . . .
C26 C 0.11360(16) 0.42867(9) 0.15547(18) 0.0568(4) Uani 1 1 d . . . . .
H26 H 0.121093 0.435595 0.059747 0.068 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C4 1.391(2) . ?
N1 C9 1.365(2) . ?
N1 C16 1.504(2) . ?
N2 C1 1.3900(19) . ?
N2 C4 1.301(2) . ?
C1 C8 1.483(2) . ?
C1 C18 1.336(2) . ?
C2 C23 1.371(3) . ?
C2 C26 1.380(3) . ?
C3 C5 1.397(3) . ?
C3 C17 1.367(3) . ?
C4 C20 1.453(2) . ?
C5 C19 1.351(3) . ?
C6 C12 1.415(2) . ?
C6 C14 1.423(2) . ?
C6 C17 1.405(2) . ?
C7 C8 1.388(2) . ?
C7 C25 1.373(3) . ?
C8 C26 1.391(2) . ?
C9 C21 1.343(3) . ?
C10 C14 1.358(2) . ?
C10 C16 1.537(2) . ?
C10 C24 1.419(2) . ?
C11 C20 1.493(3) . ?
C12 C19 1.421(2) . ?
C12 C22 1.408(2) . ?
C13 C20 1.343(2) . ?
C13 C21 1.411(3) . ?
C15 C16 1.528(3) . ?
C16 C18 1.503(2) . ?
C22 C24 1.365(2) . ?
C23 C25 1.376(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N1 C16 119.53(13) . . ?
C9 N1 C4 121.08(13) . . ?
C9 N1 C16 118.46(13) . . ?
C4 N2 C1 117.79(13) . . ?
N2 C1 C8 114.52(13) . . ?
C18 C1 N2 122.24(14) . . ?
C18 C1 C8 123.24(14) . . ?
C23 C2 C26 120.84(17) . . ?
C17 C3 C5 120.49(19) . . ?
N1 C4 C20 116.75(14) . . ?
N2 C4 N1 124.23(14) . . ?
N2 C4 C20 119.01(14) . . ?
C19 C5 C3 120.44(17) . . ?
C12 C6 C14 118.88(15) . . ?
C17 C6 C12 118.91(15) . . ?
C17 C6 C14 122.22(16) . . ?
C25 C7 C8 121.47(16) . . ?
C7 C8 C1 122.56(14) . . ?
C7 C8 C26 117.34(15) . . ?
C26 C8 C1 120.09(14) . . ?
C21 C9 N1 122.27(17) . . ?
C14 C10 C16 123.22(15) . . ?
C14 C10 C24 118.57(15) . . ?
C24 C10 C16 118.18(14) . . ?
C6 C12 C19 118.68(16) . . ?
C22 C12 C6 118.79(15) . . ?
C22 C12 C19 122.53(17) . . ?
C20 C13 C21 121.42(16) . . ?
C10 C14 C6 121.70(16) . . ?
N1 C16 C10 109.77(13) . . ?
N1 C16 C15 107.70(13) . . ?
C15 C16 C10 113.44(14) . . ?
C18 C16 N1 107.47(13) . . ?
C18 C16 C10 108.35(13) . . ?
C18 C16 C15 109.94(15) . . ?
C3 C17 C6 120.69(19) . . ?
C1 C18 C16 122.76(14) . . ?
C5 C19 C12 120.80(19) . . ?
C4 C20 C11 116.88(15) . . ?
C13 C20 C4 119.81(15) . . ?
C13 C20 C11 123.31(15) . . ?
C9 C21 C13 118.58(17) . . ?
C24 C22 C12 120.64(16) . . ?
C2 C23 C25 118.96(17) . . ?
C22 C24 C10 121.40(16) . . ?
C7 C25 C23 120.50(18) . . ?
C2 C26 C8 120.87(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.988
_oxdiff_exptl_absorpt_empirical_full_min 0.519
####################################################################### 
# 
# 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_caiheng1626-tyq_1128_auto
_database_code_depnum_ccdc_archive 'CCDC 2340960'
loop_
_audit_author_name
_audit_author_address
'Heng Cai'
;Lanzhou University
China
;
_audit_update_record             
;
2024-03-18 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_audit_creation_date             2023-11-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 N2'
_chemical_formula_sum            'C27 H22 N2'
_chemical_formula_weight         374.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.0020(2)
_cell_length_b                   10.8545(2)
_cell_length_c                   12.0854(2)
_cell_angle_alpha                109.707(2)
_cell_angle_beta                 101.745(2)
_cell_angle_gamma                98.816(2)
_cell_volume                     1056.43(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7863
_cell_measurement_temperature    301.84(10)
_cell_measurement_theta_max      75.4870
_cell_measurement_theta_min      4.0330
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.916
_exptl_absorpt_coefficient_mu    0.528
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11830
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.035
_diffrn_reflns_theta_min         4.041
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      301.84(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00 -53.00   0.50    0.05    --  -46.54 125.00  90.00   56
  2  ω    -60.00 -29.00   0.50    0.05    -- -102.00  61.00 -90.00   62
  3  ω    -21.00   6.00   0.50    0.05    --  -46.54  21.00 -44.00   54
  4  ω    -27.00  17.00   0.50    0.05    --   46.54 -21.00 149.00   88
  5  ω    -18.00   9.00   0.50    0.05    --   46.54 -77.00  60.00   54
  6  ω     17.00  61.00   0.50    0.05    --   46.54 -77.00  60.00   88
  7  ω    -21.00  27.00   0.50    0.05    --   46.54 -19.00   0.00   96
  8  ω    -25.00  42.00   0.50    0.05    --   46.54 -37.00 -90.00  134
  9  ω     38.00 105.00   0.50    0.05    --  104.27 -94.00-180.00  134
 10  ω     44.00  78.00   0.50    0.05    --  104.27 -94.00-150.00   68
 11  ω     34.00  77.00   0.50    0.05    --  104.27 -94.00  30.00   86
 12  ω     38.00 108.00   0.50    0.05    --  104.27-106.00 120.68  140
 13  ω     71.00  97.00   0.50    0.05    --  104.27 -94.00 120.00   52
 14  ω     44.00  69.00   0.50    0.05    --  104.27 -94.00 120.00   50
 15  ω     32.00  73.00   0.50    0.05    --  104.27 -61.00 -60.00   82
 16  ω     33.00  95.00   0.50    0.05    --  104.27 -77.00 -90.00  124
 17  ω     40.00  70.00   0.50    0.05    --  104.27 -61.00   0.00   60
 18  ω     42.00  92.00   0.50    0.05    --   46.54  21.00 -44.00  100
 19  ω     92.00 176.00   0.50    0.05    --  104.27  45.00  30.00  168
 20  ω     93.00 167.00   0.50    0.05    --  104.27  21.00 -44.00  148
 21  ω    108.00 143.00   0.50    0.05    --  104.27  30.00   0.00   70
 22  ω    130.00 172.00   0.50    0.05    --  104.27  30.00  60.00   84
 23  ω    146.00 172.00   0.50    0.05    --  104.27  30.00   0.00   52
 24  ω   -130.00 -57.00   0.50    0.05    -- -102.00 151.00  -1.05  146
 25  ω   -112.00 -52.00   0.50    0.05    -- -102.00 125.00-150.00  120
 26  ω   -106.00 -80.00   0.50    0.05    -- -102.00 125.00 -30.00   52
 27  ω   -109.00 -58.00   0.50    0.05    -- -102.00 125.00 -90.00  102
 28  ω    -62.00 -33.00   0.50    0.05    -- -102.00 125.00 -30.00   58
 29  ω    -57.00 -32.00   0.50    0.05    -- -102.00 125.00  30.00   50
 30  ω    -73.00 -44.00   0.50    0.05    -- -102.00 125.00 120.00   58
 31  ω   -111.00 -85.00   0.50    0.05    -- -102.00 125.00 120.00   52
 32  ω    -70.00 -34.00   0.50    0.05    --  -46.54 -21.00 149.00   72
 33  ω   -121.00 -76.00   0.50    0.05    --  -46.54 -21.00 149.00   90
 34  ω   -170.00 -89.00   0.50    0.05    -- -102.00 -21.00 149.00  162
 35  ω   -171.00 -90.00   0.50    0.05    -- -102.00 -45.00 120.00  162
 36  ω   -135.00 -93.00   0.50    0.05    -- -102.00 -45.00-150.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0952153000
_diffrn_orient_matrix_UB_12      0.1115868000
_diffrn_orient_matrix_UB_13      -0.0271349000
_diffrn_orient_matrix_UB_21      0.1183346000
_diffrn_orient_matrix_UB_22      -0.0861762000
_diffrn_orient_matrix_UB_23      -0.0297167000
_diffrn_orient_matrix_UB_31      -0.0967681000
_diffrn_orient_matrix_UB_32      -0.0651806000
_diffrn_orient_matrix_UB_33      -0.1349328000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3366
_reflns_number_total             4181
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.113
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         4181
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.090
_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)+(0.0739P)²+0.0504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1288
_refine_ls_wR_factor_ref         0.1368
_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. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(C28) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C29)
\\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C30) \\sim Ueq, Uanis(C25) \\sim Ueq,
Uanis(C31) \\sim Ueq, Uanis(C32) \\sim Ueq, Uanis(C7) \\sim Ueq: with sigma of
0.004 and sigma for terminal atoms of 0.002
3. Others
 Fixed Sof: C3(0.4) H3(0.4) C7(0.7) H7(0.7) C13(0.4) H13(0.4) C25(0.4)
 H25(0.4) C26(0.4) H26(0.4) C29(0.6) H29(0.6) C30(0.6) H30(0.6) C31(0.6)
 H31(0.6) C28(0.6) H28(0.6) C32(0.3) H32(0.3)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C8(H8), C11(H11), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24),
  C25(H25), C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C28(H28), C32(H32)
4.b Idealised Me refined as rotating group:
 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
N1 N 0.11660(12) 0.20906(11) 0.64869(9) 0.0702(3) Uani 1 1 d . . . . .
N2 N 0.09677(15) 0.32683(16) 0.51608(13) 0.0992(4) Uani 1 1 d . . . . .
C1 C 0.14045(12) 0.30500(12) 0.75155(11) 0.0611(3) Uani 1 1 d . . . . .
C2 C 0.23761(18) 0.15110(17) 0.48574(12) 0.0884(5) Uani 1 1 d . . . . .
C3 C 0.6140(6) 0.2926(5) 0.8516(5) 0.0729(12) Uani 0.4 1 d . U P A 1
H3 H 0.638609 0.252113 0.907341 0.087 Uiso 0.4 1 calc R U P A 1
C4 C 0.47105(13) 0.43068(12) 0.76298(12) 0.0665(3) Uani 1 1 d . . . . .
C5 C 0.1328(2) 0.3445(3) 0.41880(19) 0.1257(8) Uani 1 1 d . . . . .
H5 H 0.095210 0.408929 0.394040 0.151 Uiso 1 1 calc R U . . .
C6 C 0.34836(13) 0.50594(11) 0.77884(11) 0.0610(3) Uani 1 1 d . . . . .
C7 C 0.5486(8) 0.4232(5) 0.6819(5) 0.0823(13) Uani 0.7 1 d . U P A 1
H7 H 0.530573 0.466921 0.627943 0.099 Uiso 0.7 1 calc R U P A 1
C8 C 0.20622(14) 0.44920(12) 0.77791(12) 0.0678(3) Uani 1 1 d . . . . .
H8 H 0.140065 0.506588 0.795894 0.081 Uiso 1 1 calc R U . . .
C9 C 0.2891(2) 0.0448(2) 0.52533(18) 0.1135(6) Uani 1 1 d . . . . .
H9A H 0.357639 0.085986 0.606836 0.170 Uiso 1 1 calc R U . . .
H9B H 0.343478 -0.003078 0.470836 0.170 Uiso 1 1 calc R U . . .
H9C H 0.199441 -0.016962 0.523839 0.170 Uiso 1 1 calc R U . . .
C10 C 0.09065(13) 0.27086(11) 0.84974(10) 0.0596(3) Uani 1 1 d . . . . .
C11 C 0.2203(3) 0.2744(3) 0.35476(17) 0.1350(9) Uani 1 1 d . . . . .
H11 H 0.244790 0.292668 0.289885 0.162 Uiso 1 1 calc R U . . .
C12 C 0.38608(15) 0.64928(12) 0.79151(12) 0.0688(3) Uani 1 1 d . . . . .
C13 C 0.6920(8) 0.2817(7) 0.7595(6) 0.0806(16) Uani 0.4 1 d . U P A 1
H13 H 0.765322 0.229731 0.753637 0.097 Uiso 0.4 1 calc R U P A 1
C14 C 0.01628(16) 0.13912(13) 0.82722(12) 0.0727(3) Uani 1 1 d . . . . .
H14 H 0.002263 0.071200 0.751588 0.087 Uiso 1 1 calc R U . . .
C15 C 0.2807(2) 0.69536(17) 0.72402(19) 0.0992(5) Uani 1 1 d . . . . .
H15 H 0.188792 0.635707 0.669393 0.119 Uiso 1 1 calc R U . . .
C16 C 0.11392(14) 0.36873(13) 0.96455(12) 0.0688(3) Uani 1 1 d . . . . .
H16 H 0.165341 0.456962 0.981851 0.083 Uiso 1 1 calc R U . . .
C17 C 0.5521(3) 0.87279(17) 0.88191(19) 0.1105(7) Uani 1 1 d . . . . .
H17 H 0.643956 0.933273 0.935757 0.133 Uiso 1 1 calc R U . . .
C18 C 0.06166(17) 0.33694(15) 1.05382(12) 0.0791(4) Uani 1 1 d . . . . .
H18 H 0.078239 0.403632 1.130610 0.095 Uiso 1 1 calc R U . . .
C19 C 0.2720(2) 0.1759(2) 0.38744(15) 0.1170(7) Uani 1 1 d . . . . .
H19 H 0.330433 0.125457 0.343432 0.140 Uiso 1 1 calc R U . . .
C20 C -0.03657(19) 0.10891(15) 0.91627(14) 0.0867(4) Uani 1 1 d . . . . .
H20 H -0.087820 0.020856 0.899771 0.104 Uiso 1 1 calc R U . . .
C21 C 0.4447(4) 0.91665(19) 0.8155(3) 0.1297(9) Uani 1 1 d . . . . .
H21 H 0.464031 1.006618 0.824368 0.156 Uiso 1 1 calc R U . . .
C22 C 0.15220(15) 0.23275(15) 0.54813(12) 0.0766(4) Uani 1 1 d . . . . .
C23 C 0.3107(3) 0.8288(2) 0.7370(3) 0.1287(8) Uani 1 1 d . . . . .
H23 H 0.238538 0.858567 0.691649 0.154 Uiso 1 1 calc R U . . .
C24 C -0.01457(19) 0.20724(17) 1.02931(14) 0.0854(4) Uani 1 1 d . . . . .
H24 H -0.051146 0.185990 1.088864 0.102 Uiso 1 1 calc R U . . .
C25 C 0.6649(9) 0.3432(7) 0.6796(6) 0.0858(17) Uani 0.4 1 d . U P A 1
H25 H 0.721494 0.334327 0.622149 0.103 Uiso 0.4 1 calc R U P A 1
C26 C 0.5019(8) 0.3640(7) 0.8565(5) 0.0591(11) Uani 0.4 1 d . U P A 1
H26 H 0.445973 0.372041 0.914376 0.071 Uiso 0.4 1 calc R U P A 1
C27 C 0.52404(18) 0.73860(14) 0.86904(14) 0.0828(4) Uani 1 1 d . . . . .
H27 H 0.598219 0.708910 0.912656 0.099 Uiso 1 1 calc R U . . .
C29 C 0.6418(5) 0.2899(4) 0.8015(4) 0.0828(11) Uani 0.6 1 d . U P A 2
H29 H 0.676143 0.242637 0.849098 0.099 Uiso 0.6 1 calc R U P A 2
C30 C 0.7031(5) 0.2947(4) 0.7078(4) 0.0865(11) Uani 0.6 1 d . U P A 2
H30 H 0.779746 0.248524 0.690730 0.104 Uiso 0.6 1 calc R U P A 2
C31 C 0.6541(5) 0.3665(4) 0.6378(4) 0.0889(11) Uani 0.6 1 d . U P A 2
H31 H 0.699292 0.365493 0.574959 0.107 Uiso 0.6 1 calc R U P A 2
C28 C 0.5243(6) 0.3596(6) 0.8223(4) 0.0743(11) Uani 0.6 1 d . U P A 2
H28 H 0.480644 0.354350 0.884503 0.089 Uiso 0.6 1 calc R U P A 2
C32 C 0.5395(16) 0.4414(12) 0.6561(9) 0.0616(18) Uani 0.3 1 d . U P A 2
H32 H 0.508266 0.491137 0.610055 0.074 Uiso 0.3 1 calc R U 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
N1 C1 1.2750(16) . ?
N1 C22 1.4106(16) . ?
N2 C5 1.346(2) . ?
N2 C22 1.336(2) . ?
C1 C8 1.4849(16) . ?
C1 C10 1.4862(16) . ?
C2 C9 1.490(3) . ?
C2 C19 1.385(2) . ?
C2 C22 1.393(2) . ?
C3 H3 0.9300 . ?
C3 C13 1.415(7) . ?
C3 C26 1.362(10) . ?
C4 C6 1.4769(16) . ?
C4 C7 1.303(6) . ?
C4 C26 1.538(7) . ?
C4 C28 1.298(6) . ?
C4 C32 1.570(11) . ?
C5 H5 0.9300 . ?
C5 C11 1.354(4) . ?
C6 C8 1.3284(16) . ?
C6 C12 1.4885(16) . ?
C7 H7 0.9300 . ?
C7 C25 1.458(10) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C14 1.3918(16) . ?
C10 C16 1.3846(17) . ?
C11 H11 0.9300 . ?
C11 C19 1.370(4) . ?
C12 C15 1.386(2) . ?
C12 C27 1.380(2) . ?
C13 H13 0.9300 . ?
C13 C25 1.351(9) . ?
C14 H14 0.9300 . ?
C14 C20 1.3751(18) . ?
C15 H15 0.9300 . ?
C15 C23 1.380(2) . ?
C16 H16 0.9300 . ?
C16 C18 1.3828(19) . ?
C17 H17 0.9300 . ?
C17 C21 1.374(3) . ?
C17 C27 1.389(2) . ?
C18 H18 0.9300 . ?
C18 C24 1.371(2) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C20 C24 1.373(2) . ?
C21 H21 0.9300 . ?
C21 C23 1.355(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.369(6) . ?
C29 C28 1.408(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.415(15) . ?
C28 H28 0.9300 . ?
C32 H32 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
C1 N1 C22 121.62(11) . . ?
C22 N2 C5 116.04(18) . . ?
N1 C1 C8 124.61(10) . . ?
N1 C1 C10 117.57(10) . . ?
C8 C1 C10 117.73(10) . . ?
C19 C2 C9 122.96(18) . . ?
C19 C2 C22 116.23(19) . . ?
C22 C2 C9 120.81(14) . . ?
C13 C3 H3 120.9 . . ?
C26 C3 H3 120.9 . . ?
C26 C3 C13 118.3(6) . . ?
C6 C4 C26 112.2(3) . . ?
C6 C4 C32 111.7(5) . . ?
C7 C4 C6 124.8(3) . . ?
C7 C4 C26 122.9(4) . . ?
C28 C4 C6 129.4(2) . . ?
C28 C4 C32 118.9(5) . . ?
N2 C5 H5 118.0 . . ?
N2 C5 C11 124.1(2) . . ?
C11 C5 H5 118.0 . . ?
C4 C6 C12 117.78(10) . . ?
C8 C6 C4 122.50(10) . . ?
C8 C6 C12 119.67(11) . . ?
C4 C7 H7 121.6 . . ?
C4 C7 C25 116.9(4) . . ?
C25 C7 H7 121.6 . . ?
C1 C8 H8 116.2 . . ?
C6 C8 C1 127.69(11) . . ?
C6 C8 H8 116.2 . . ?
C2 C9 H9A 109.5 . . ?
C2 C9 H9B 109.5 . . ?
C2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C14 C10 C1 120.37(10) . . ?
C16 C10 C1 121.27(10) . . ?
C16 C10 C14 118.34(11) . . ?
C5 C11 H11 120.7 . . ?
C5 C11 C19 118.69(17) . . ?
C19 C11 H11 120.7 . . ?
C15 C12 C6 119.61(13) . . ?
C27 C12 C6 121.78(12) . . ?
C27 C12 C15 118.61(13) . . ?
C3 C13 H13 118.5 . . ?
C25 C13 C3 123.1(7) . . ?
C25 C13 H13 118.5 . . ?
C10 C14 H14 119.8 . . ?
C20 C14 C10 120.31(12) . . ?
C20 C14 H14 119.8 . . ?
C12 C15 H15 119.6 . . ?
C23 C15 C12 120.7(2) . . ?
C23 C15 H15 119.6 . . ?
C10 C16 H16 119.6 . . ?
C18 C16 C10 120.84(12) . . ?
C18 C16 H16 119.6 . . ?
C21 C17 H17 119.8 . . ?
C21 C17 C27 120.32(19) . . ?
C27 C17 H17 119.8 . . ?
C16 C18 H18 119.9 . . ?
C24 C18 C16 120.10(13) . . ?
C24 C18 H18 119.9 . . ?
C2 C19 H19 119.9 . . ?
C11 C19 C2 120.3(2) . . ?
C11 C19 H19 119.9 . . ?
C14 C20 H20 119.6 . . ?
C24 C20 C14 120.78(13) . . ?
C24 C20 H20 119.6 . . ?
C17 C21 H21 120.0 . . ?
C23 C21 C17 120.00(17) . . ?
C23 C21 H21 120.0 . . ?
N2 C22 N1 118.40(14) . . ?
N2 C22 C2 124.60(14) . . ?
C2 C22 N1 116.93(14) . . ?
C15 C23 H23 119.9 . . ?
C21 C23 C15 120.3(2) . . ?
C21 C23 H23 119.9 . . ?
C18 C24 C20 119.61(13) . . ?
C18 C24 H24 120.2 . . ?
C20 C24 H24 120.2 . . ?
C7 C25 H25 119.4 . . ?
C13 C25 C7 121.2(6) . . ?
C13 C25 H25 119.4 . . ?
C3 C26 C4 117.6(4) . . ?
C3 C26 H26 121.2 . . ?
C4 C26 H26 121.2 . . ?
C12 C27 C17 120.00(17) . . ?
C12 C27 H27 120.0 . . ?
C17 C27 H27 120.0 . . ?
C30 C29 H29 121.6 . . ?
C30 C29 C28 116.9(4) . . ?
C28 C29 H29 121.6 . . ?
C29 C30 H30 119.1 . . ?
C29 C30 C31 121.8(4) . . ?
C31 C30 H30 119.1 . . ?
C30 C31 H31 118.0 . . ?
C30 C31 C32 124.1(5) . . ?
C32 C31 H31 118.0 . . ?
C4 C28 C29 126.2(3) . . ?
C4 C28 H28 116.9 . . ?
C29 C28 H28 116.9 . . ?
C4 C32 H32 123.9 . . ?
C31 C32 C4 112.1(7) . . ?
C31 C32 H32 123.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C8 C6 -64.85(19) . . . . ?
N1 C1 C10 C14 -2.03(17) . . . . ?
N1 C1 C10 C16 179.23(11) . . . . ?
N2 C5 C11 C19 2.2(3) . . . . ?
C1 N1 C22 N2 -51.37(17) . . . . ?
C1 N1 C22 C2 131.45(13) . . . . ?
C1 C10 C14 C20 -176.81(12) . . . . ?
C1 C10 C16 C18 177.43(11) . . . . ?
C3 C13 C25 C7 -1.6(10) . . . . ?
C4 C6 C8 C1 -5.6(2) . . . . ?
C4 C6 C12 C15 133.21(14) . . . . ?
C4 C6 C12 C27 -46.75(16) . . . . ?
C4 C7 C25 C13 -1.0(9) . . . . ?
C5 N2 C22 N1 -179.35(13) . . . . ?
C5 N2 C22 C2 -2.4(2) . . . . ?
C5 C11 C19 C2 -1.3(3) . . . . ?
C6 C4 C7 C25 -179.6(4) . . . . ?
C6 C4 C26 C3 -179.4(4) . . . . ?
C6 C4 C28 C29 179.7(3) . . . . ?
C6 C4 C32 C31 -178.4(5) . . . . ?
C6 C12 C15 C23 177.93(16) . . . . ?
C6 C12 C27 C17 -177.43(12) . . . . ?
C7 C4 C6 C8 126.3(3) . . . . ?
C7 C4 C6 C12 -51.4(3) . . . . ?
C7 C4 C26 C3 -1.1(7) . . . . ?
C8 C1 C10 C14 174.64(11) . . . . ?
C8 C1 C10 C16 -4.10(16) . . . . ?
C8 C6 C12 C15 -44.51(18) . . . . ?
C8 C6 C12 C27 135.52(14) . . . . ?
C9 C2 C19 C11 179.47(17) . . . . ?
C9 C2 C22 N1 -0.5(2) . . . . ?
C9 C2 C22 N2 -177.45(14) . . . . ?
C10 C1 C8 C6 118.74(14) . . . . ?
C10 C14 C20 C24 -1.2(2) . . . . ?
C10 C16 C18 C24 -0.1(2) . . . . ?
C12 C6 C8 C1 172.04(12) . . . . ?
C12 C15 C23 C21 0.6(3) . . . . ?
C13 C3 C26 C4 -1.5(8) . . . . ?
C14 C10 C16 C18 -1.33(19) . . . . ?
C14 C20 C24 C18 -0.3(2) . . . . ?
C15 C12 C27 C17 2.6(2) . . . . ?
C16 C10 C14 C20 2.0(2) . . . . ?
C16 C18 C24 C20 1.0(2) . . . . ?
C17 C21 C23 C15 0.5(3) . . . . ?
C19 C2 C22 N1 -179.83(12) . . . . ?
C19 C2 C22 N2 3.2(2) . . . . ?
C21 C17 C27 C12 -1.6(2) . . . . ?
C22 N1 C1 C8 0.14(18) . . . . ?
C22 N1 C1 C10 176.55(11) . . . . ?
C22 N2 C5 C11 -0.4(3) . . . . ?
C22 C2 C19 C11 -1.2(2) . . . . ?
C26 C3 C13 C25 2.8(10) . . . . ?
C26 C4 C6 C8 -55.4(3) . . . . ?
C26 C4 C6 C12 126.9(3) . . . . ?
C26 C4 C7 C25 2.2(7) . . . . ?
C27 C12 C15 C23 -2.1(2) . . . . ?
C27 C17 C21 C23 0.0(3) . . . . ?
C29 C30 C31 C32 0.6(9) . . . . ?
C30 C29 C28 C4 -1.7(7) . . . . ?
C30 C31 C32 C4 -1.4(11) . . . . ?
C28 C4 C6 C8 -53.4(3) . . . . ?
C28 C4 C6 C12 129.0(3) . . . . ?
C28 C4 C32 C31 0.8(10) . . . . ?
C28 C29 C30 C31 1.0(6) . . . . ?
C32 C4 C6 C8 125.7(5) . . . . ?
C32 C4 C6 C12 -52.0(5) . . . . ?
C32 C4 C28 C29 0.7(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.183
_oxdiff_exptl_absorpt_empirical_full_min 0.649
