# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_wangyuzh_1101-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2122102'
loop_
_audit_author_name
_audit_author_address
wang
;lanzhou university
China
;
_audit_update_record             
;
2021-11-15 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 N2 O2'
_chemical_formula_sum            'C18 H18 N2 O2'
_chemical_formula_weight         294.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.1402(4)
_cell_length_b                   9.4815(4)
_cell_length_c                   18.9795(6)
_cell_angle_alpha                96.936(3)
_cell_angle_beta                 91.503(3)
_cell_angle_gamma                101.596(3)
_cell_volume                     1597.29(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9728
_cell_measurement_temperature    303.11(10)
_cell_measurement_theta_max      75.8590
_cell_measurement_theta_min      4.7850
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.865
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
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    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            20118
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.545
_diffrn_reflns_theta_min         2.348
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      303.11(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 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00  65.00   1.00    0.10    --   46.32  44.00 177.00   26
  2  ω     92.00 158.00   1.00    0.22    --  104.25  44.00 177.00   66
  3  ω    103.00 161.00   1.00    0.22    --  104.25  30.00 -60.00   58
  4  ω     91.00 175.00   1.00    0.22    --  104.25  15.00 -90.00   84
  5  ω     27.00  61.00   1.00    0.10    --   46.32 -57.00 -30.00   34
  6  ω     -8.00  42.00   1.00    0.10    --   46.32 -44.00  26.00   50
  7  ω    -24.00  22.00   1.00    0.10    --   46.32 -57.00 -30.00   46
  8  ω    -27.00   4.00   1.00    0.10    --   46.32 -19.00-120.00   31
  9  ω    -22.00  61.00   1.00    0.10    --   46.32 -57.00 -90.00   83
 10  ω     19.00  92.00   1.00    0.10    --   46.32-125.00 -90.00   73
 11  ω     51.00  76.00   1.00    0.22    --  104.25-125.00 -60.00   25
 12  ω     87.00 112.00   1.00    0.22    --  104.25-125.00 -60.00   25
 13  ω     35.00 100.00   1.00    0.22    --  104.25 -94.00-150.00   65
 14  ω     81.00 112.00   1.00    0.22    --  104.25-125.00-180.00   31
 15  ω     48.00  99.00   1.00    0.22    --  104.25 -94.00 -60.00   51
 16  ω     54.00 112.00   1.00    0.22    --  104.25-125.00  30.00   58
 17  ω     55.00 112.00   1.00    0.22    --  104.25-125.00  90.00   57
 18  ω     43.00 112.00   1.00    0.22    --  104.25-125.00 150.00   69
 19  ω     59.00  84.00   1.00    0.22    --  104.25 -94.00 120.00   25
 20  ω     77.00 104.00   1.00    0.22    --  104.25 -77.00 120.00   27
 21  ω     37.00  70.00   1.00    0.22    --  104.25 -77.00 120.00   33
 22  ω     32.00  69.00   1.00    0.22    --  104.25 -61.00  60.00   37
 23  ω     33.00  68.00   1.00    0.22    --  104.25 -61.00-180.00   35
 24  ω    -35.00 -10.00   1.00    0.10    --  -46.32  44.00 177.00   25
 25  ω    -69.00 -29.00   1.00    0.22    -- -102.00  61.00 120.00   40
 26  ω    -60.00 -34.00   1.00    0.22    -- -102.00  61.00  30.00   26
 27  ω    -68.00 -35.00   1.00    0.22    -- -102.00  61.00  90.00   33
 28  ω    -64.00 -34.00   1.00    0.22    -- -102.00  61.00 -30.00   30
 29  ω    -69.00 -29.00   1.00    0.22    -- -102.00  77.00 -30.00   40
 30  ω   -104.00 -73.00   1.00    0.22    -- -102.00  77.00 -30.00   31
 31  ω    -67.00 -35.00   1.00    0.22    -- -102.00  61.00-180.00   32
 32  ω   -112.00 -43.00   1.00    0.22    -- -102.00 125.00   0.00   69
 33  ω   -118.00 -46.00   1.00    0.10    --  -46.32 -44.00  26.00   72
 34  ω   -172.00 -93.00   1.00    0.22    -- -102.00 -44.00  26.00   79
 35  ω   -174.00 -85.00   1.00    0.22    -- -102.00 -61.00   0.00   89
 36  ω   -119.00 -93.00   1.00    0.22    -- -102.00 -45.00-120.00   26
 37  ω   -161.00-136.00   1.00    0.22    -- -102.00 -45.00-120.00   25
 38  ω   -119.00 -86.00   1.00    0.10    --  -46.32-125.00 -30.00   33
 39  ω   -149.00-123.00   1.00    0.22    -- -102.00-125.00 120.00   26
 40  ω   -120.00 -79.00   1.00    0.22    -- -102.00-125.00 120.00   41
;
_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      0.1698843000
_diffrn_orient_matrix_UB_12      0.0247596000
_diffrn_orient_matrix_UB_13      -0.0090958000
_diffrn_orient_matrix_UB_21      0.0097566000
_diffrn_orient_matrix_UB_22      -0.1245580000
_diffrn_orient_matrix_UB_23      0.0439082000
_diffrn_orient_matrix_UB_31      -0.0269950000
_diffrn_orient_matrix_UB_32      -0.1088448000
_diffrn_orient_matrix_UB_33      -0.0685088000
_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                4837
_reflns_number_total             6407
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.0052(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         6407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.060
_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)+(0.0634P)²+0.1082P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1308
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C26(H26A,H26B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C13(H13),
 C14(H14), N3(H3A), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29),
 C30(H30), C31(H31), C32(H32)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C35(H35A,H35B,H35C), C36(H36A,H36B,
 H36C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.03661(15) 0.22156(17) 0.00749(8) 0.0929(4) Uani 1 1 d . . . . .
O2 O 0.52338(15) -0.01213(14) -0.08214(6) 0.0808(3) Uani 1 1 d . . . . .
N1 N 0.23214(14) 0.11144(13) 0.01434(6) 0.0595(3) Uani 1 1 d . . . . .
H1 H 0.308141 0.102306 0.039761 0.071 Uiso 1 1 calc R U . . .
N2 N 0.56856(15) 0.23479(17) -0.08252(8) 0.0741(4) Uani 1 1 d . . . . .
C1 C 0.15516(18) 0.23583(17) 0.12207(9) 0.0661(4) Uani 1 1 d . . . . .
C2 C 0.0850(2) 0.3458(2) 0.14936(13) 0.0939(6) Uani 1 1 d . . . . .
H2 H 0.030133 0.387637 0.118839 0.113 Uiso 1 1 calc R U . . .
C3 C 0.0954(3) 0.3931(3) 0.22010(17) 0.1178(9) Uani 1 1 d . . . . .
H3 H 0.048207 0.467453 0.237423 0.141 Uiso 1 1 calc R U . . .
C4 C 0.1743(3) 0.3328(3) 0.26605(14) 0.1141(9) Uani 1 1 d . . . . .
H4 H 0.180140 0.365620 0.314436 0.137 Uiso 1 1 calc R U . . .
C5 C 0.2456(3) 0.2227(3) 0.24067(10) 0.0989(7) Uani 1 1 d . . . . .
H5 H 0.300122 0.181666 0.271714 0.119 Uiso 1 1 calc R U . . .
C6 C 0.2348(2) 0.1741(2) 0.16832(9) 0.0771(5) Uani 1 1 d . . . . .
H6 H 0.281512 0.099493 0.150927 0.093 Uiso 1 1 calc R U . . .
C7 C 0.13631(17) 0.18939(17) 0.04311(9) 0.0640(4) Uani 1 1 d . . . . .
C8 C 0.21054(19) 0.04235(17) -0.05854(8) 0.0657(4) Uani 1 1 d . . . . .
H8A H 0.110450 0.044904 -0.075883 0.079 Uiso 1 1 calc R U . . .
H8B H 0.216332 -0.058823 -0.059151 0.079 Uiso 1 1 calc R U . . .
C9 C 0.32182(18) 0.10967(17) -0.10990(7) 0.0612(4) Uani 1 1 d . . . . .
C10 C 0.33599(18) 0.27023(17) -0.11052(8) 0.0619(4) Uani 1 1 d . . . . .
C11 C 0.2324(2) 0.3523(2) -0.12343(10) 0.0810(5) Uani 1 1 d . . . . .
H11 H 0.132179 0.308765 -0.133364 0.097 Uiso 1 1 calc R U . . .
C12 C 0.2804(3) 0.5019(2) -0.12135(13) 0.0963(6) Uani 1 1 d . . . . .
H12 H 0.211637 0.558462 -0.130560 0.116 Uiso 1 1 calc R U . . .
C13 C 0.4272(3) 0.5667(2) -0.10593(14) 0.1049(7) Uani 1 1 d . . . . .
H13 H 0.456821 0.666820 -0.104583 0.126 Uiso 1 1 calc R U . . .
C14 C 0.5318(3) 0.4863(2) -0.09241(14) 0.0979(6) Uani 1 1 d . . . . .
H14 H 0.631749 0.530074 -0.081869 0.118 Uiso 1 1 calc R U . . .
C15 C 0.48315(19) 0.33883(19) -0.09504(9) 0.0692(4) Uani 1 1 d . . . . .
C16 C 0.48071(19) 0.10008(18) -0.08928(7) 0.0619(4) Uani 1 1 d . . . . .
C17 C 0.2796(3) 0.0195(2) -0.18336(9) 0.0934(6) Uani 1 1 d . . . . .
H17A H 0.179646 0.024177 -0.198110 0.140 Uiso 1 1 calc R U . . .
H17B H 0.285168 -0.079712 -0.180449 0.140 Uiso 1 1 calc R U . . .
H17C H 0.347828 0.057785 -0.217293 0.140 Uiso 1 1 calc R U . . .
C18 C 0.7293(2) 0.2673(3) -0.06754(15) 0.1084(7) Uani 1 1 d . . . . .
H18A H 0.760233 0.182771 -0.054324 0.163 Uiso 1 1 calc R U . . .
H18B H 0.755027 0.345321 -0.029252 0.163 Uiso 1 1 calc R U . . .
H18C H 0.778950 0.295416 -0.109161 0.163 Uiso 1 1 calc R U . . .
O3 O 0.18712(14) 0.52641(11) 0.43126(5) 0.0709(3) Uani 1 1 d . . . . .
O4 O -0.01655(13) 1.03792(12) 0.42100(7) 0.0739(3) Uani 1 1 d . . . . .
N3 N 0.08525(13) 0.71753(11) 0.46834(6) 0.0522(3) Uani 1 1 d . . . . .
H3A H 0.073983 0.780371 0.503345 0.063 Uiso 1 1 calc R U . . .
N4 N 0.23847(14) 1.06257(12) 0.42397(6) 0.0571(3) Uani 1 1 d . . . . .
C19 C 0.22704(15) 0.61858(13) 0.55324(7) 0.0489(3) Uani 1 1 d . . . . .
C20 C 0.17145(18) 0.68108(16) 0.61382(8) 0.0612(4) Uani 1 1 d . . . . .
H20 H 0.090354 0.725783 0.610102 0.073 Uiso 1 1 calc R U . . .
C21 C 0.2368(2) 0.6768(2) 0.67972(9) 0.0811(5) Uani 1 1 d . . . . .
H21 H 0.199327 0.718789 0.720371 0.097 Uiso 1 1 calc R U . . .
C22 C 0.3568(2) 0.6110(2) 0.68571(11) 0.0908(6) Uani 1 1 d . . . . .
H22 H 0.400200 0.608645 0.730320 0.109 Uiso 1 1 calc R U . . .
C23 C 0.4127(2) 0.5487(2) 0.62598(11) 0.0828(5) Uani 1 1 d . . . . .
H23 H 0.494300 0.504753 0.629844 0.099 Uiso 1 1 calc R U . . .
C24 C 0.34728(17) 0.55205(16) 0.56073(9) 0.0631(4) Uani 1 1 d . . . . .
H24 H 0.384425 0.508560 0.520398 0.076 Uiso 1 1 calc R U . . .
C25 C 0.16506(15) 0.61641(13) 0.47933(7) 0.0504(3) Uani 1 1 d . . . . .
C26 C 0.01835(16) 0.72294(15) 0.39940(8) 0.0576(3) Uani 1 1 d . . . . .
H26A H -0.084205 0.733702 0.404892 0.069 Uiso 1 1 calc R U . . .
H26B H 0.015945 0.631346 0.369991 0.069 Uiso 1 1 calc R U . . .
C27 C 0.10026(17) 0.84668(14) 0.36087(7) 0.0557(3) Uani 1 1 d . . . . .
C28 C 0.26614(17) 0.85372(14) 0.35722(7) 0.0545(3) Uani 1 1 d . . . . .
C29 C 0.3470(2) 0.76042(18) 0.32363(10) 0.0747(5) Uani 1 1 d . . . . .
H29 H 0.298299 0.673604 0.297434 0.090 Uiso 1 1 calc R U . . .
C30 C 0.5023(2) 0.7972(2) 0.32921(12) 0.0884(6) Uani 1 1 d . . . . .
H30 H 0.557586 0.734507 0.306438 0.106 Uiso 1 1 calc R U . . .
C31 C 0.5752(2) 0.9250(2) 0.36798(11) 0.0831(5) Uani 1 1 d . . . . .
H31 H 0.679158 0.947523 0.371282 0.100 Uiso 1 1 calc R U . . .
C32 C 0.49599(18) 1.02038(19) 0.40212(9) 0.0708(4) Uani 1 1 d . . . . .
H32 H 0.544711 1.107035 0.428430 0.085 Uiso 1 1 calc R U . . .
C33 C 0.34256(16) 0.98249(15) 0.39576(7) 0.0544(3) Uani 1 1 d . . . . .
C34 C 0.09613(17) 0.99270(15) 0.40534(8) 0.0557(3) Uani 1 1 d . . . . .
C35 C 0.0201(2) 0.8381(2) 0.28818(9) 0.0816(5) Uani 1 1 d . . . . .
H35A H -0.083182 0.841029 0.294374 0.122 Uiso 1 1 calc R U . . .
H35B H 0.027061 0.749054 0.259735 0.122 Uiso 1 1 calc R U . . .
H35C H 0.066197 0.918831 0.264844 0.122 Uiso 1 1 calc R U . . .
C36 C 0.2787(2) 1.20506(17) 0.46538(11) 0.0794(5) Uani 1 1 d . . . . .
H36A H 0.191283 1.246342 0.470679 0.119 Uiso 1 1 calc R U . . .
H36B H 0.351986 1.266863 0.441427 0.119 Uiso 1 1 calc R U . . .
H36C H 0.319300 1.196211 0.511412 0.119 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.229(2) . ?
O2 C16 1.2253(19) . ?
N1 H1 0.8600 . ?
N1 C7 1.341(2) . ?
N1 C8 1.4478(19) . ?
N2 C15 1.413(2) . ?
N2 C16 1.355(2) . ?
N2 C18 1.452(2) . ?
C1 C2 1.386(2) . ?
C1 C6 1.380(3) . ?
C1 C7 1.505(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.358(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(3) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.528(2) . ?
C9 C10 1.503(2) . ?
C9 C16 1.517(2) . ?
C9 C17 1.541(2) . ?
C10 C11 1.376(2) . ?
C10 C15 1.378(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.394(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.367(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.374(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.374(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
O3 C25 1.2215(15) . ?
O4 C34 1.2230(18) . ?
N3 H3A 0.8600 . ?
N3 C25 1.3477(17) . ?
N3 C26 1.4407(18) . ?
N4 C33 1.4096(18) . ?
N4 C34 1.3525(19) . ?
N4 C36 1.4515(19) . ?
C19 C20 1.3851(19) . ?
C19 C24 1.385(2) . ?
C19 C25 1.4952(19) . ?
C20 H20 0.9300 . ?
C20 C21 1.380(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.376(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.373(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.368(2) . ?
C24 H24 0.9300 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.534(2) . ?
C27 C28 1.508(2) . ?
C27 C34 1.5397(19) . ?
C27 C35 1.531(2) . ?
C28 C29 1.373(2) . ?
C28 C33 1.389(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.391(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.374(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.382(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.374(2) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 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
C7 N1 H1 119.2 . . ?
C7 N1 C8 121.51(13) . . ?
C8 N1 H1 119.2 . . ?
C15 N2 C18 124.54(16) . . ?
C16 N2 C15 110.58(13) . . ?
C16 N2 C18 124.83(16) . . ?
C2 C1 C7 117.14(18) . . ?
C6 C1 C2 118.71(18) . . ?
C6 C1 C7 124.14(15) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.3(3) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 120.47(19) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O1 C7 N1 122.32(16) . . ?
O1 C7 C1 120.77(15) . . ?
N1 C7 C1 116.91(14) . . ?
N1 C8 H8A 108.4 . . ?
N1 C8 H8B 108.4 . . ?
N1 C8 C9 115.44(12) . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 H8A 108.4 . . ?
C9 C8 H8B 108.4 . . ?
C8 C9 C17 106.78(14) . . ?
C10 C9 C8 115.01(13) . . ?
C10 C9 C16 101.89(13) . . ?
C10 C9 C17 113.81(13) . . ?
C16 C9 C8 111.67(12) . . ?
C16 C9 C17 107.49(14) . . ?
C11 C10 C9 131.91(16) . . ?
C11 C10 C15 118.97(16) . . ?
C15 C10 C9 109.12(14) . . ?
C10 C11 H11 120.6 . . ?
C10 C11 C12 118.76(18) . . ?
C12 C11 H11 120.6 . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.0(2) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 121.2 . . ?
C15 C14 C13 117.5(2) . . ?
C15 C14 H14 121.2 . . ?
C10 C15 N2 109.34(14) . . ?
C14 C15 N2 127.81(17) . . ?
C14 C15 C10 122.85(17) . . ?
O2 C16 N2 125.56(16) . . ?
O2 C16 C9 125.38(15) . . ?
N2 C16 C9 109.02(13) . . ?
C9 C17 H17A 109.5 . . ?
C9 C17 H17B 109.5 . . ?
C9 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C25 N3 H3A 119.2 . . ?
C25 N3 C26 121.62(11) . . ?
C26 N3 H3A 119.2 . . ?
C33 N4 C36 124.34(13) . . ?
C34 N4 C33 111.61(11) . . ?
C34 N4 C36 124.00(13) . . ?
C20 C19 C25 124.40(13) . . ?
C24 C19 C20 118.59(14) . . ?
C24 C19 C25 117.00(12) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.82(16) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.48(17) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.13(17) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.3 . . ?
C24 C23 C22 119.36(18) . . ?
C24 C23 H23 120.3 . . ?
C19 C24 H24 119.2 . . ?
C23 C24 C19 121.61(15) . . ?
C23 C24 H24 119.2 . . ?
O3 C25 N3 121.95(13) . . ?
O3 C25 C19 120.75(12) . . ?
N3 C25 C19 117.30(11) . . ?
N3 C26 H26A 108.8 . . ?
N3 C26 H26B 108.8 . . ?
N3 C26 C27 114.01(11) . . ?
H26A C26 H26B 107.6 . . ?
C27 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
C26 C27 C34 108.89(12) . . ?
C28 C27 C26 114.04(12) . . ?
C28 C27 C34 101.77(11) . . ?
C28 C27 C35 113.54(14) . . ?
C35 C27 C26 108.65(13) . . ?
C35 C27 C34 109.64(12) . . ?
C29 C28 C27 132.13(14) . . ?
C29 C28 C33 118.78(14) . . ?
C33 C28 C27 109.09(11) . . ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.27(16) . . ?
C30 C29 H29 120.4 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.77(16) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.87(17) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 H32 121.2 . . ?
C33 C32 C31 117.53(16) . . ?
C33 C32 H32 121.2 . . ?
C28 C33 N4 109.19(12) . . ?
C32 C33 N4 128.02(13) . . ?
C32 C33 C28 122.78(14) . . ?
O4 C34 N4 125.84(13) . . ?
O4 C34 C27 125.85(14) . . ?
N4 C34 C27 108.31(12) . . ?
C27 C35 H35A 109.5 . . ?
C27 C35 H35B 109.5 . . ?
C27 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 C36 H36A 109.5 . . ?
N4 C36 H36B 109.5 . . ?
N4 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 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
N1 C8 C9 C10 -53.23(18) . . . . ?
N1 C8 C9 C16 62.25(18) . . . . ?
N1 C8 C9 C17 179.48(15) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C2 C1 C6 C5 -0.7(3) . . . . ?
C2 C1 C7 O1 -16.8(2) . . . . ?
C2 C1 C7 N1 163.63(15) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C1 0.7(3) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C6 C1 C7 O1 161.92(17) . . . . ?
C6 C1 C7 N1 -17.7(2) . . . . ?
C7 N1 C8 C9 109.34(17) . . . . ?
C7 C1 C2 C3 179.42(19) . . . . ?
C7 C1 C6 C5 -179.42(17) . . . . ?
C8 N1 C7 O1 -9.2(2) . . . . ?
C8 N1 C7 C1 170.37(13) . . . . ?
C8 C9 C10 C11 -57.3(2) . . . . ?
C8 C9 C10 C15 122.93(15) . . . . ?
C8 C9 C16 O2 56.80(19) . . . . ?
C8 C9 C16 N2 -125.32(14) . . . . ?
C9 C10 C11 C12 -178.89(17) . . . . ?
C9 C10 C15 N2 -1.23(18) . . . . ?
C9 C10 C15 C14 179.29(18) . . . . ?
C10 C9 C16 O2 -179.93(14) . . . . ?
C10 C9 C16 N2 -2.05(15) . . . . ?
C10 C11 C12 C13 -0.8(3) . . . . ?
C11 C10 C15 N2 178.96(15) . . . . ?
C11 C10 C15 C14 -0.5(3) . . . . ?
C11 C12 C13 C14 0.3(4) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C13 C14 C15 N2 -179.3(2) . . . . ?
C13 C14 C15 C10 0.0(3) . . . . ?
C15 N2 C16 O2 179.33(14) . . . . ?
C15 N2 C16 C9 1.46(18) . . . . ?
C15 C10 C11 C12 0.9(3) . . . . ?
C16 N2 C15 C10 -0.15(19) . . . . ?
C16 N2 C15 C14 179.30(19) . . . . ?
C16 C9 C10 C11 -178.27(17) . . . . ?
C16 C9 C10 C15 1.96(15) . . . . ?
C17 C9 C10 C11 66.4(2) . . . . ?
C17 C9 C10 C15 -113.42(17) . . . . ?
C17 C9 C16 O2 -60.0(2) . . . . ?
C17 C9 C16 N2 117.88(15) . . . . ?
C18 N2 C15 C10 177.37(19) . . . . ?
C18 N2 C15 C14 -3.2(3) . . . . ?
C18 N2 C16 O2 1.8(3) . . . . ?
C18 N2 C16 C9 -176.06(18) . . . . ?
N3 C26 C27 C28 51.07(16) . . . . ?
N3 C26 C27 C34 -61.80(16) . . . . ?
N3 C26 C27 C35 178.82(13) . . . . ?
C19 C20 C21 C22 0.0(3) . . . . ?
C20 C19 C24 C23 -0.9(2) . . . . ?
C20 C19 C25 O3 -158.22(14) . . . . ?
C20 C19 C25 N3 22.05(19) . . . . ?
C20 C21 C22 C23 0.0(3) . . . . ?
C21 C22 C23 C24 -0.4(3) . . . . ?
C22 C23 C24 C19 0.9(3) . . . . ?
C24 C19 C20 C21 0.4(2) . . . . ?
C24 C19 C25 O3 21.2(2) . . . . ?
C24 C19 C25 N3 -158.54(13) . . . . ?
C25 N3 C26 C27 -105.21(15) . . . . ?
C25 C19 C20 C21 179.84(14) . . . . ?
C25 C19 C24 C23 179.62(14) . . . . ?
C26 N3 C25 O3 1.5(2) . . . . ?
C26 N3 C25 C19 -178.78(12) . . . . ?
C26 C27 C28 C29 65.3(2) . . . . ?
C26 C27 C28 C33 -115.49(13) . . . . ?
C26 C27 C34 O4 -61.23(19) . . . . ?
C26 C27 C34 N4 118.92(13) . . . . ?
C27 C28 C29 C30 179.28(16) . . . . ?
C27 C28 C33 N4 -0.84(16) . . . . ?
C27 C28 C33 C32 -179.73(14) . . . . ?
C28 C27 C34 O4 178.03(14) . . . . ?
C28 C27 C34 N4 -1.82(15) . . . . ?
C28 C29 C30 C31 0.2(3) . . . . ?
C29 C28 C33 N4 178.50(14) . . . . ?
C29 C28 C33 C32 -0.4(2) . . . . ?
C29 C30 C31 C32 -0.3(3) . . . . ?
C30 C31 C32 C33 0.0(3) . . . . ?
C31 C32 C33 N4 -178.35(16) . . . . ?
C31 C32 C33 C28 0.3(2) . . . . ?
C33 N4 C34 O4 -178.40(15) . . . . ?
C33 N4 C34 C27 1.45(16) . . . . ?
C33 C28 C29 C30 0.1(2) . . . . ?
C34 N4 C33 C28 -0.41(17) . . . . ?
C34 N4 C33 C32 178.41(15) . . . . ?
C34 C27 C28 C29 -177.65(16) . . . . ?
C34 C27 C28 C33 1.58(15) . . . . ?
C35 C27 C28 C29 -59.9(2) . . . . ?
C35 C27 C28 C33 119.31(14) . . . . ?
C35 C27 C34 O4 57.5(2) . . . . ?
C35 C27 C34 N4 -122.32(15) . . . . ?
C36 N4 C33 C28 -178.00(15) . . . . ?
C36 N4 C33 C32 0.8(3) . . . . ?
C36 N4 C34 O4 -0.8(3) . . . . ?
C36 N4 C34 C27 179.05(15) . . . . ?

_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 1.631
_oxdiff_exptl_absorpt_empirical_full_min 0.443
