# Electronic Supplementary Material (ESI) 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 
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data_OD_380
_database_code_depnum_ccdc_archive 'CCDC 2286656'
loop_
_audit_author_name
_audit_author_address
'Kensuke Kiyokawa'
;Osaka University
Japan
;
_audit_update_record             
;
2023-08-04 deposited with the CCDC.	2023-12-12 downloaded from the CCDC.
;
_audit_creation_date             2022-06-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'methyl 2-((diphenylmethylene)amino)-3-(1-methylcyclohexyl)-2-(p-tolyl)propanoate'
_chemical_formula_moiety         'C31 H35 N O2'
_chemical_formula_sum            'C31 H35 N O2'
_chemical_formula_weight         453.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H35 N1 O2'
_chemical_oxdiff_usercomment     OD_380
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.6712(2)
_cell_length_b                   10.1319(2)
_cell_length_c                   25.4616(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.565(2)
_cell_angle_gamma                90
_cell_volume                     2478.56(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17145
_cell_measurement_temperature    123.15
_cell_measurement_theta_max      74.0180
_cell_measurement_theta_min      3.4940
_shelx_estimated_absorpt_T_max   0.899
_shelx_estimated_absorpt_T_min   0.878
_exptl_absorpt_coefficient_mu    0.580
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_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    1.216
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.187
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            31136
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.339
_diffrn_reflns_theta_min         3.495
_diffrn_ambient_temperature      123.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1406742000
_diffrn_orient_matrix_UB_12      -0.0345516000
_diffrn_orient_matrix_UB_13      0.0317550000
_diffrn_orient_matrix_UB_21      -0.0767535000
_diffrn_orient_matrix_UB_22      -0.0500864000
_diffrn_orient_matrix_UB_23      0.0459158000
_diffrn_orient_matrix_UB_31      -0.0073594000
_diffrn_orient_matrix_UB_32      -0.1393126000
_diffrn_orient_matrix_UB_33      -0.0243135000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4587
_reflns_number_total             4975
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     310
_refine_ls_number_reflns         4975
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.046
_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)+(0.0556P)²+0.7450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1086
_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:
 C3(H3A,H3B), C16(H16A,H16B), C12(H12A,H12B), C15(H15A,H15B), C13(H13A,H13B),
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C20(H20), C8(H8), C30(H30), C26(H26), C5(H5), C24(H24), C6(H6),
 C21(H21), C29(H29), C27(H27), C23(H23), C28(H28), C22(H22)
2.c Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C10(H10A,H10B,H10C), C17(H17A,H17B,H17C)
;
_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
O2 O 0.18133(8) 0.35317(8) 0.65266(3) 0.02543(19) Uani 1 1 d . . . . .
O1 O 0.16522(8) 0.56242(8) 0.62372(3) 0.0287(2) Uani 1 1 d . . . . .
N1 N 0.47601(9) 0.37674(9) 0.64104(4) 0.0210(2) Uani 1 1 d . . . . .
C18 C 0.45712(11) 0.33326(10) 0.59362(4) 0.0207(2) Uani 1 1 d . . . . .
C19 C 0.33736(11) 0.36198(11) 0.55186(4) 0.0225(2) Uani 1 1 d . . . . .
C4 C 0.39578(11) 0.45525(11) 0.72333(4) 0.0207(2) Uani 1 1 d . . . . .
C2 C 0.39114(11) 0.47754(11) 0.66338(4) 0.0204(2) Uani 1 1 d . . . . .
C1 C 0.23390(11) 0.47194(11) 0.64301(4) 0.0214(2) Uani 1 1 d . . . . .
C3 C 0.44430(11) 0.61631(11) 0.64958(4) 0.0221(2) Uani 1 1 d . . . . .
H3A H 0.379541 0.681303 0.662439 0.026 Uiso 1 1 calc R U . . .
H3B H 0.433232 0.623020 0.610530 0.026 Uiso 1 1 calc R U . . .
C25 C 0.56609(11) 0.24167(10) 0.57694(4) 0.0219(2) Uani 1 1 d . . . . .
C7 C 0.39212(12) 0.41515(12) 0.83292(5) 0.0252(2) Uani 1 1 d . . . . .
C9 C 0.32765(12) 0.54372(11) 0.75367(5) 0.0241(2) Uani 1 1 d . . . . .
H9 H 0.281361 0.618131 0.737156 0.029 Uiso 1 1 calc R U . . .
C20 C 0.33084(12) 0.47657(12) 0.52145(5) 0.0258(2) Uani 1 1 d . . . . .
H20 H 0.401556 0.541578 0.527838 0.031 Uiso 1 1 calc R U . . .
C8 C 0.32660(12) 0.52449(12) 0.80759(5) 0.0264(2) Uani 1 1 d . . . . .
H8 H 0.280695 0.586560 0.827553 0.032 Uiso 1 1 calc R U . . .
C30 C 0.68085(12) 0.20597(11) 0.61283(5) 0.0246(2) Uani 1 1 d . . . . .
H30 H 0.689518 0.239877 0.647841 0.029 Uiso 1 1 calc R U . . .
C26 C 0.55733(12) 0.19162(12) 0.52552(5) 0.0269(2) Uani 1 1 d . . . . .
H26 H 0.480177 0.214555 0.500695 0.032 Uiso 1 1 calc R U . . .
C5 C 0.45960(12) 0.34535(11) 0.74831(5) 0.0250(2) Uani 1 1 d . . . . .
H5 H 0.505050 0.282974 0.728332 0.030 Uiso 1 1 calc R U . . .
C11 C 0.59470(11) 0.66421(11) 0.66915(5) 0.0242(2) Uani 1 1 d . . . . .
C24 C 0.23360(12) 0.26673(12) 0.54120(5) 0.0272(3) Uani 1 1 d . . . . .
H24 H 0.237913 0.187135 0.561038 0.033 Uiso 1 1 calc R U . . .
C6 C 0.45741(12) 0.32603(12) 0.80236(5) 0.0275(3) Uani 1 1 d . . . . .
H6 H 0.501484 0.250318 0.818691 0.033 Uiso 1 1 calc R U . . .
C21 C 0.22155(13) 0.49642(13) 0.48183(5) 0.0307(3) Uani 1 1 d . . . . .
H21 H 0.217889 0.575045 0.461384 0.037 Uiso 1 1 calc R U . . .
C29 C 0.78183(12) 0.12146(12) 0.59756(5) 0.0294(3) Uani 1 1 d . . . . .
H29 H 0.858088 0.096268 0.622409 0.035 Uiso 1 1 calc R U . . .
C16 C 0.63034(13) 0.77091(12) 0.62956(5) 0.0290(3) Uani 1 1 d . . . . .
H16A H 0.728620 0.797926 0.638397 0.035 Uiso 1 1 calc R U . . .
H16B H 0.620668 0.732591 0.593562 0.035 Uiso 1 1 calc R U . . .
C31 C 0.03388(12) 0.33850(13) 0.63708(5) 0.0314(3) Uani 1 1 d . . . . .
H31A H 0.016953 0.327353 0.598645 0.047 Uiso 1 1 calc R U . . .
H31B H -0.014966 0.417350 0.647487 0.047 Uiso 1 1 calc R U . . .
H31C H -0.000443 0.260825 0.654516 0.047 Uiso 1 1 calc R U . . .
C27 C 0.66015(13) 0.10860(13) 0.51022(5) 0.0323(3) Uani 1 1 d . . . . .
H27 H 0.653336 0.076060 0.475026 0.039 Uiso 1 1 calc R U . . .
C23 C 0.12431(13) 0.28748(13) 0.50186(5) 0.0311(3) Uani 1 1 d . . . . .
H23 H 0.053374 0.222735 0.495341 0.037 Uiso 1 1 calc R U . . .
C12 C 0.60496(13) 0.72982(13) 0.72432(5) 0.0301(3) Uani 1 1 d . . . . .
H12A H 0.573206 0.665855 0.749783 0.036 Uiso 1 1 calc R U . . .
H12B H 0.703821 0.750301 0.735939 0.036 Uiso 1 1 calc R U . . .
C10 C 0.39153(14) 0.39281(13) 0.89159(5) 0.0331(3) Uani 1 1 d . . . . .
H10A H 0.355259 0.471559 0.907681 0.050 Uiso 1 1 calc R U . . .
H10B H 0.486649 0.375503 0.907786 0.050 Uiso 1 1 calc R U . . .
H10C H 0.332294 0.316893 0.897330 0.050 Uiso 1 1 calc R U . . .
C28 C 0.77210(13) 0.07343(13) 0.54612(5) 0.0332(3) Uani 1 1 d . . . . .
H28 H 0.842192 0.016617 0.535690 0.040 Uiso 1 1 calc R U . . .
C22 C 0.11795(13) 0.40233(14) 0.47194(5) 0.0320(3) Uani 1 1 d . . . . .
H22 H 0.043172 0.416266 0.444921 0.038 Uiso 1 1 calc R U . . .
C15 C 0.53774(14) 0.89247(12) 0.62967(5) 0.0329(3) Uani 1 1 d . . . . .
H15A H 0.564041 0.956980 0.603343 0.039 Uiso 1 1 calc R U . . .
H15B H 0.439439 0.866976 0.619664 0.039 Uiso 1 1 calc R U . . .
C17 C 0.70534(13) 0.55541(13) 0.67071(6) 0.0359(3) Uani 1 1 d . . . . .
H17A H 0.685400 0.487364 0.696143 0.054 Uiso 1 1 calc R U . . .
H17B H 0.797396 0.593454 0.681456 0.054 Uiso 1 1 calc R U . . .
H17C H 0.703917 0.515878 0.635524 0.054 Uiso 1 1 calc R U . . .
C13 C 0.51958(15) 0.85663(13) 0.72614(5) 0.0364(3) Uani 1 1 d . . . . .
H13A H 0.419238 0.834667 0.720476 0.044 Uiso 1 1 calc R U . . .
H13B H 0.539091 0.897341 0.761564 0.044 Uiso 1 1 calc R U . . .
C14 C 0.55328(15) 0.95536(13) 0.68427(6) 0.0372(3) Uani 1 1 d . . . . .
H14A H 0.489893 1.032076 0.684296 0.045 Uiso 1 1 calc R U . . .
H14B H 0.649857 0.987564 0.692899 0.045 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
O2 C1 1.3400(14) . ?
O2 C31 1.4434(14) . ?
O1 C1 1.2035(14) . ?
N1 C18 1.2785(15) . ?
N1 C2 1.4653(14) . ?
C18 C19 1.5084(15) . ?
C18 C25 1.5015(15) . ?
C19 C20 1.3929(16) . ?
C19 C24 1.3964(16) . ?
C4 C2 1.5384(15) . ?
C4 C9 1.3967(16) . ?
C4 C5 1.3913(16) . ?
C2 C1 1.5506(15) . ?
C2 C3 1.5512(15) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C11 1.5601(15) . ?
C25 C30 1.4022(16) . ?
C25 C26 1.3974(16) . ?
C7 C8 1.3969(17) . ?
C7 C6 1.3900(17) . ?
C7 C10 1.5114(17) . ?
C9 H9 0.9500 . ?
C9 C8 1.3879(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.3898(17) . ?
C8 H8 0.9500 . ?
C30 H30 0.9500 . ?
C30 C29 1.3874(17) . ?
C26 H26 0.9500 . ?
C26 C27 1.3917(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3926(17) . ?
C11 C16 1.5437(16) . ?
C11 C12 1.5469(16) . ?
C11 C17 1.5337(17) . ?
C24 H24 0.9500 . ?
C24 C23 1.3865(17) . ?
C6 H6 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.3851(19) . ?
C29 H29 0.9500 . ?
C29 C28 1.3905(19) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C15 1.5230(18) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C27 H27 0.9500 . ?
C27 C28 1.3814(19) . ?
C23 H23 0.9500 . ?
C23 C22 1.3883(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5308(19) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C28 H28 0.9500 . ?
C22 H22 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.521(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5241(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?

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 O2 C31 115.20(9) . . ?
C18 N1 C2 125.52(9) . . ?
N1 C18 C19 127.92(10) . . ?
N1 C18 C25 116.81(9) . . ?
C25 C18 C19 115.27(9) . . ?
C20 C19 C18 122.34(10) . . ?
C20 C19 C24 118.83(11) . . ?
C24 C19 C18 118.72(10) . . ?
C9 C4 C2 119.50(10) . . ?
C5 C4 C2 122.15(10) . . ?
C5 C4 C9 118.26(10) . . ?
N1 C2 C4 109.20(8) . . ?
N1 C2 C1 114.59(9) . . ?
N1 C2 C3 109.20(9) . . ?
C4 C2 C1 104.05(8) . . ?
C4 C2 C3 112.65(9) . . ?
C1 C2 C3 107.17(8) . . ?
O2 C1 C2 110.47(9) . . ?
O1 C1 O2 123.75(10) . . ?
O1 C1 C2 125.67(10) . . ?
C2 C3 H3A 106.8 . . ?
C2 C3 H3B 106.8 . . ?
C2 C3 C11 122.05(9) . . ?
H3A C3 H3B 106.7 . . ?
C11 C3 H3A 106.8 . . ?
C11 C3 H3B 106.8 . . ?
C30 C25 C18 120.26(10) . . ?
C26 C25 C18 121.33(10) . . ?
C26 C25 C30 118.40(10) . . ?
C8 C7 C10 121.49(11) . . ?
C6 C7 C8 117.90(11) . . ?
C6 C7 C10 120.62(11) . . ?
C4 C9 H9 119.5 . . ?
C8 C9 C4 120.95(11) . . ?
C8 C9 H9 119.5 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.43(11) . . ?
C21 C20 H20 119.8 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.92(11) . . ?
C9 C8 H8 119.5 . . ?
C25 C30 H30 119.8 . . ?
C29 C30 C25 120.44(11) . . ?
C29 C30 H30 119.8 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.86(11) . . ?
C27 C26 H26 119.6 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.55(11) . . ?
C6 C5 H5 119.7 . . ?
C16 C11 C3 106.19(9) . . ?
C16 C11 C12 107.23(9) . . ?
C12 C11 C3 112.61(9) . . ?
C17 C11 C3 114.01(10) . . ?
C17 C11 C16 108.24(10) . . ?
C17 C11 C12 108.26(10) . . ?
C19 C24 H24 119.8 . . ?
C23 C24 C19 120.48(11) . . ?
C23 C24 H24 119.8 . . ?
C7 C6 C5 121.41(11) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.44(12) . . ?
C22 C21 H21 119.8 . . ?
C30 C29 H29 119.8 . . ?
C30 C29 C28 120.39(11) . . ?
C28 C29 H29 119.8 . . ?
C11 C16 H16A 109.0 . . ?
C11 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C15 C16 C11 112.95(10) . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
O2 C31 H31A 109.5 . . ?
O2 C31 H31B 109.5 . . ?
O2 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.11(12) . . ?
C28 C27 H27 119.9 . . ?
C24 C23 H23 119.8 . . ?
C24 C23 C22 120.38(12) . . ?
C22 C23 H23 119.8 . . ?
C11 C12 H12A 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C11 114.17(10) . . ?
C13 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C29 C28 H28 120.1 . . ?
C27 C28 C29 119.77(11) . . ?
C27 C28 H28 120.1 . . ?
C21 C22 C23 119.44(11) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.2 . . ?
C14 C15 C16 110.10(11) . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 C12 111.74(11) . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C15 C14 C13 110.96(10) . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C18 C19 C20 81.49(16) . . . . ?
N1 C18 C19 C24 -102.38(14) . . . . ?
N1 C18 C25 C30 0.87(15) . . . . ?
N1 C18 C25 C26 -178.16(10) . . . . ?
N1 C2 C1 O2 57.39(12) . . . . ?
N1 C2 C1 O1 -126.29(12) . . . . ?
N1 C2 C3 C11 -61.92(13) . . . . ?
C18 N1 C2 C4 152.21(10) . . . . ?
C18 N1 C2 C1 35.98(14) . . . . ?
C18 N1 C2 C3 -84.22(12) . . . . ?
C18 C19 C20 C21 177.20(11) . . . . ?
C18 C19 C24 C23 -177.79(11) . . . . ?
C18 C25 C30 C29 -179.95(10) . . . . ?
C18 C25 C26 C27 178.89(11) . . . . ?
C19 C18 C25 C30 -178.79(10) . . . . ?
C19 C18 C25 C26 2.18(15) . . . . ?
C19 C20 C21 C22 -0.21(18) . . . . ?
C19 C24 C23 C22 1.11(19) . . . . ?
C4 C2 C1 O2 -61.77(11) . . . . ?
C4 C2 C1 O1 114.54(12) . . . . ?
C4 C2 C3 C11 59.58(13) . . . . ?
C4 C9 C8 C7 -0.85(17) . . . . ?
C4 C5 C6 C7 -0.07(18) . . . . ?
C2 N1 C18 C19 -7.43(17) . . . . ?
C2 N1 C18 C25 172.96(9) . . . . ?
C2 C4 C9 C8 178.23(10) . . . . ?
C2 C4 C5 C6 -177.67(10) . . . . ?
C2 C3 C11 C16 155.27(10) . . . . ?
C2 C3 C11 C12 -87.67(13) . . . . ?
C2 C3 C11 C17 36.18(15) . . . . ?
C1 C2 C3 C11 173.42(9) . . . . ?
C3 C2 C1 O2 178.71(9) . . . . ?
C3 C2 C1 O1 -4.98(15) . . . . ?
C3 C11 C16 C15 64.30(12) . . . . ?
C3 C11 C12 C13 -63.72(13) . . . . ?
C25 C18 C19 C20 -98.89(12) . . . . ?
C25 C18 C19 C24 77.23(13) . . . . ?
C25 C30 C29 C28 1.44(18) . . . . ?
C25 C26 C27 C28 0.67(19) . . . . ?
C9 C4 C2 N1 176.88(9) . . . . ?
C9 C4 C2 C1 -60.35(12) . . . . ?
C9 C4 C2 C3 55.38(13) . . . . ?
C9 C4 C5 C6 -1.18(17) . . . . ?
C20 C19 C24 C23 -1.53(17) . . . . ?
C20 C21 C22 C23 -0.23(19) . . . . ?
C8 C7 C6 C5 0.88(17) . . . . ?
C30 C25 C26 C27 -0.17(17) . . . . ?
C30 C29 C28 C27 -0.93(19) . . . . ?
C26 C25 C30 C29 -0.88(17) . . . . ?
C26 C27 C28 C29 -0.1(2) . . . . ?
C5 C4 C2 N1 -6.67(14) . . . . ?
C5 C4 C2 C1 116.10(11) . . . . ?
C5 C4 C2 C3 -128.17(11) . . . . ?
C5 C4 C9 C8 1.64(16) . . . . ?
C11 C16 C15 C14 60.07(13) . . . . ?
C11 C12 C13 C14 -53.16(14) . . . . ?
C24 C19 C20 C21 1.08(17) . . . . ?
C24 C23 C22 C21 -0.22(19) . . . . ?
C6 C7 C8 C9 -0.42(17) . . . . ?
C16 C11 C12 C13 52.73(13) . . . . ?
C16 C15 C14 C13 -56.84(15) . . . . ?
C31 O2 C1 O1 1.34(16) . . . . ?
C31 O2 C1 C2 177.75(9) . . . . ?
C12 C11 C16 C15 -56.31(13) . . . . ?
C12 C13 C14 C15 53.62(15) . . . . ?
C10 C7 C8 C9 -179.86(11) . . . . ?
C10 C7 C6 C5 -179.67(11) . . . . ?
C17 C11 C16 C15 -172.90(10) . . . . ?
C17 C11 C12 C13 169.31(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details ?
_oxdiff_exptl_absorpt_empirical_full_max 2.069
_oxdiff_exptl_absorpt_empirical_full_min 0.599

####################################################################### 
# 
# 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_OD_416
_database_code_depnum_ccdc_archive 'CCDC 2286657'
loop_
_audit_author_name
_audit_author_address
'Kensuke Kiyokawa'
;Osaka University
Japan
;
_audit_update_record             
;
2023-08-04 deposited with the CCDC.	2023-12-12 downloaded from the CCDC.
;
_audit_creation_date             2022-06-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'methyl 2-((diphenylmethylene)amino)-4,4-dimethyl-2-(p-tolyl)pentanoate'
_chemical_formula_moiety         'C28 H31 N O2'
_chemical_formula_sum            'C28 H31 N O2'
_chemical_formula_weight         413.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H31 N1 O2'
_chemical_oxdiff_usercomment     OD_416
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.07670(10)
_cell_length_b                   10.2335(2)
_cell_length_c                   25.6684(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.5420(10)
_cell_angle_gamma                90
_cell_volume                     2368.72(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17520
_cell_measurement_temperature    123.15
_cell_measurement_theta_max      77.1350
_cell_measurement_theta_min      3.4770
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.923
_exptl_absorpt_coefficient_mu    0.560
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_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    1.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.082
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            35672
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.467
_diffrn_reflns_theta_min         3.466
_diffrn_ambient_temperature      123.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1588561000
_diffrn_orient_matrix_UB_12      -0.0519152000
_diffrn_orient_matrix_UB_13      -0.0142566000
_diffrn_orient_matrix_UB_21      -0.0377452000
_diffrn_orient_matrix_UB_22      0.0354782000
_diffrn_orient_matrix_UB_23      0.0552840000
_diffrn_orient_matrix_UB_31      -0.0503745000
_diffrn_orient_matrix_UB_32      0.1367484000
_diffrn_orient_matrix_UB_33      -0.0197372000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4357
_reflns_number_total             4963
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.0018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4963
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0413
_refine_ls_restrained_S_all      1.056
_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)+(0.0495P)²+0.5727P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1107
_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. Others
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=1-FVAR(1)
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
3.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C5(H5), C20(H20), C6(H6), C21(H21), C26(H26), C30(H30),
 C24(H24), C22(H22), C27(H27), C29(H29), C28(H28), C23(H23)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C31(H31A,H31B,H31C), C14(H14A,H14B,H14C), C13(H13A,H13B,
 H13C), C12(H12A,H12B,H12C), C17(H17A,H17B,H17C), C15(H15A,H15B,H15C), C16(H16A,
 H16B,H16C)
;
_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 0.87286(10) 0.46447(8) 0.36886(3) 0.0401(2) Uani 1 1 d . . . . .
O2 O 0.84667(9) 0.67132(8) 0.34019(3) 0.0402(2) Uani 1 1 d . . . . .
N1 N 0.53684(11) 0.64084(9) 0.34565(4) 0.0336(2) Uani 1 1 d . . . . .
C4 C 0.63553(12) 0.55893(11) 0.26695(4) 0.0311(2) Uani 1 1 d . . . . .
C9 C 0.56198(13) 0.66016(11) 0.23913(4) 0.0323(2) Uani 1 1 d . . . . .
H9 H 0.502594 0.718686 0.256485 0.039 Uiso 1 1 calc R U . . .
C1 C 0.79641(13) 0.55124(11) 0.34896(4) 0.0325(2) Uani 1 1 d . . . . .
C8 C 0.57432(13) 0.67689(11) 0.18595(4) 0.0349(3) Uani 1 1 d . . . . .
H8 H 0.521758 0.746014 0.167425 0.042 Uiso 1 1 calc R U . . .
C18 C 0.55297(13) 0.68688(11) 0.39229(4) 0.0345(3) Uani 1 1 d . . . . .
C2 C 0.63189(12) 0.53977(11) 0.32652(4) 0.0312(2) Uani 1 1 d . . . . .
C5 C 0.72239(15) 0.47511(12) 0.24035(5) 0.0393(3) Uani 1 1 d . . . . .
H5 H 0.773317 0.404847 0.258678 0.047 Uiso 1 1 calc R U . . .
C19 C 0.44452(13) 0.78936(12) 0.40502(4) 0.0374(3) Uani 1 1 d . . . . .
C20 C 0.35219(13) 0.84958(12) 0.36518(5) 0.0381(3) Uani 1 1 d . . . . .
H20 H 0.357514 0.824773 0.329779 0.046 Uiso 1 1 calc R U . . .
C25 C 0.66918(14) 0.65182(12) 0.43681(4) 0.0383(3) Uani 1 1 d . . . . .
C7 C 0.66196(14) 0.59450(12) 0.15949(4) 0.0361(3) Uani 1 1 d . . . . .
C6 C 0.73540(15) 0.49293(12) 0.18753(5) 0.0410(3) Uani 1 1 d . . . . .
H6 H 0.795421 0.434856 0.170224 0.049 Uiso 1 1 calc R U . . .
C21 C 0.25257(14) 0.94522(13) 0.37638(5) 0.0442(3) Uani 1 1 d . . . . .
H21 H 0.190209 0.985350 0.348697 0.053 Uiso 1 1 calc R U . . .
C11 C 0.41451(15) 0.35999(13) 0.32247(5) 0.0424(3) Uani 1 1 d . . . . .
C3 C 0.57651(14) 0.40151(12) 0.33877(5) 0.0390(3) Uani 1 1 d . . . . .
H3A H 0.640400 0.338377 0.322628 0.047 Uiso 1 1 calc R U . . .
H3B H 0.596020 0.389333 0.377203 0.047 Uiso 1 1 calc R U . . .
C26 C 0.65812(16) 0.53916(15) 0.46624(5) 0.0467(3) Uani 1 1 d . . . . .
H26 H 0.579415 0.479311 0.457073 0.056 Uiso 1 1 calc R U . . .
C10 C 0.67916(16) 0.61563(14) 0.10222(5) 0.0461(3) Uani 1 1 d . . . . .
H10A H 0.608445 0.560133 0.080638 0.069 Uiso 1 1 calc R U . . .
H10B H 0.780390 0.592928 0.095765 0.069 Uiso 1 1 calc R U . . .
H10C H 0.659798 0.707525 0.093129 0.069 Uiso 1 1 calc R U . . .
C30 C 0.78409(16) 0.73909(14) 0.45134(5) 0.0470(3) Uani 1 1 d . . . . .
H30 H 0.791319 0.817595 0.432050 0.056 Uiso 1 1 calc R U . . .
C24 C 0.43335(19) 0.82738(17) 0.45648(5) 0.0595(4) Uani 1 1 d . . . . .
H24 H 0.495049 0.787487 0.484405 0.071 Uiso 1 1 calc R U . . .
C22 C 0.24347(17) 0.98253(15) 0.42764(6) 0.0534(4) Uani 1 1 d . . . . .
H22 H 0.175880 1.048820 0.435287 0.064 Uiso 1 1 calc R U . . .
C31 C 1.00255(16) 0.69251(16) 0.35509(6) 0.0547(4) Uani 1 1 d . . . . .
H31A H 1.059975 0.636601 0.333866 0.082 Uiso 1 1 calc R U . . .
H31B H 1.027210 0.671029 0.392264 0.082 Uiso 1 1 calc R U . . .
H31C H 1.026611 0.784337 0.349270 0.082 Uiso 1 1 calc R U . . .
C27 C 0.76214(18) 0.51384(17) 0.50912(5) 0.0574(4) Uani 1 1 d . . . . .
H27 H 0.754083 0.436572 0.529110 0.069 Uiso 1 1 calc R U . . .
C29 C 0.88817(17) 0.71209(17) 0.49386(6) 0.0565(4) Uani 1 1 d . . . . .
H29 H 0.967634 0.771161 0.503051 0.068 Uiso 1 1 calc R U . . .
C28 C 0.87668(18) 0.59972(18) 0.52286(5) 0.0605(4) Uani 1 1 d . . . . .
H28 H 0.947490 0.581744 0.552156 0.073 Uiso 1 1 calc R U . . .
C23 C 0.3328(2) 0.92310(19) 0.46739(6) 0.0695(5) Uani 1 1 d . . . . .
H23 H 0.325873 0.947627 0.502721 0.083 Uiso 1 1 calc R U . . .
C14 C 0.3356(3) 0.4188(3) 0.27222(9) 0.0511(7) Uani 0.588(3) 1 d . . P A 1
H14A H 0.331083 0.513994 0.275797 0.077 Uiso 0.588(3) 1 calc R U P A 1
H14B H 0.234765 0.383506 0.265941 0.077 Uiso 0.588(3) 1 calc R U P A 1
H14C H 0.390288 0.396596 0.242632 0.077 Uiso 0.588(3) 1 calc R U P A 1
C13 C 0.3230(3) 0.3943(3) 0.36778(10) 0.0612(8) Uani 0.588(3) 1 d . . P A 1
H13A H 0.367131 0.351866 0.400076 0.092 Uiso 0.588(3) 1 calc R U P A 1
H13B H 0.220876 0.363536 0.359178 0.092 Uiso 0.588(3) 1 calc R U P A 1
H13C H 0.322946 0.489203 0.372837 0.092 Uiso 0.588(3) 1 calc R U P A 1
C12 C 0.4086(4) 0.2096(3) 0.31551(16) 0.0729(10) Uani 0.588(3) 1 d . . P A 1
H12A H 0.460661 0.184842 0.285574 0.109 Uiso 0.588(3) 1 calc R U P A 1
H12B H 0.304999 0.181173 0.309209 0.109 Uiso 0.588(3) 1 calc R U P A 1
H12C H 0.456453 0.167563 0.347351 0.109 Uiso 0.588(3) 1 calc R U P A 1
C17 C 0.2972(4) 0.4624(4) 0.32696(19) 0.0608(11) Uani 0.412(3) 1 d . . P A 2
H17A H 0.303508 0.493614 0.363245 0.091 Uiso 0.412(3) 1 calc R U P A 2
H17B H 0.198924 0.424454 0.316879 0.091 Uiso 0.412(3) 1 calc R U P A 2
H17C H 0.312776 0.535802 0.303672 0.091 Uiso 0.412(3) 1 calc R U P A 2
C15 C 0.4117(5) 0.3162(4) 0.26478(14) 0.0618(11) Uani 0.412(3) 1 d . . P A 2
H15A H 0.423538 0.392631 0.242639 0.093 Uiso 0.412(3) 1 calc R U P A 2
H15B H 0.316741 0.273576 0.253386 0.093 Uiso 0.412(3) 1 calc R U P A 2
H15C H 0.492860 0.254578 0.261701 0.093 Uiso 0.412(3) 1 calc R U P A 2
C16 C 0.3874(5) 0.2422(4) 0.35458(19) 0.0595(11) Uani 0.412(3) 1 d . . P A 2
H16A H 0.463568 0.176337 0.350534 0.089 Uiso 0.412(3) 1 calc R U P A 2
H16B H 0.289342 0.206014 0.342662 0.089 Uiso 0.412(3) 1 calc R U P A 2
H16C H 0.391377 0.267216 0.391570 0.089 Uiso 0.412(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
O1 C1 1.2043(14) . ?
O2 C1 1.3387(14) . ?
O2 C31 1.4394(16) . ?
N1 C18 1.2792(14) . ?
N1 C2 1.4669(14) . ?
C4 C9 1.3857(15) . ?
C4 C2 1.5456(14) . ?
C4 C5 1.3952(16) . ?
C9 H9 0.9500 . ?
C9 C8 1.3928(15) . ?
C1 C2 1.5425(16) . ?
C8 H8 0.9500 . ?
C8 C7 1.3886(17) . ?
C18 C19 1.4996(16) . ?
C18 C25 1.5075(16) . ?
C2 C3 1.5458(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.3863(17) . ?
C19 C20 1.3901(17) . ?
C19 C24 1.3919(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.3847(17) . ?
C25 C26 1.3883(19) . ?
C25 C30 1.3913(19) . ?
C7 C6 1.3905(17) . ?
C7 C10 1.5113(16) . ?
C6 H6 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.382(2) . ?
C11 C3 1.5420(17) . ?
C11 C14 1.526(3) . ?
C11 C13 1.545(3) . ?
C11 C12 1.550(3) . ?
C11 C17 1.508(4) . ?
C11 C15 1.545(4) . ?
C11 C16 1.496(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C26 H26 0.9500 . ?
C26 C27 1.3904(19) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C30 H30 0.9500 . ?
C30 C29 1.3875(19) . ?
C24 H24 0.9500 . ?
C24 C23 1.389(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.371(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C27 H27 0.9500 . ?
C27 C28 1.376(3) . ?
C29 H29 0.9500 . ?
C29 C28 1.380(2) . ?
C28 H28 0.9500 . ?
C23 H23 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

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 O2 C31 115.92(10) . . ?
C18 N1 C2 124.34(10) . . ?
C9 C4 C2 122.78(10) . . ?
C9 C4 C5 118.25(10) . . ?
C5 C4 C2 118.89(10) . . ?
C4 C9 H9 119.7 . . ?
C4 C9 C8 120.61(10) . . ?
C8 C9 H9 119.7 . . ?
O1 C1 O2 123.86(11) . . ?
O1 C1 C2 126.07(11) . . ?
O2 C1 C2 109.94(9) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 C9 121.29(11) . . ?
C7 C8 H8 119.4 . . ?
N1 C18 C19 116.97(10) . . ?
N1 C18 C25 128.11(11) . . ?
C19 C18 C25 114.91(10) . . ?
N1 C2 C4 108.75(8) . . ?
N1 C2 C1 113.74(9) . . ?
N1 C2 C3 111.10(9) . . ?
C4 C2 C3 111.20(9) . . ?
C1 C2 C4 103.35(9) . . ?
C1 C2 C3 108.49(9) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.91(11) . . ?
C6 C5 H5 119.5 . . ?
C20 C19 C18 120.36(10) . . ?
C20 C19 C24 118.11(12) . . ?
C24 C19 C18 121.53(11) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 120.91(12) . . ?
C21 C20 H20 119.5 . . ?
C26 C25 C18 121.49(12) . . ?
C26 C25 C30 119.05(12) . . ?
C30 C25 C18 119.27(11) . . ?
C8 C7 C6 117.92(10) . . ?
C8 C7 C10 121.16(11) . . ?
C6 C7 C10 120.92(11) . . ?
C5 C6 C7 121.02(11) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.30(13) . . ?
C22 C21 H21 119.9 . . ?
C3 C11 C13 108.12(13) . . ?
C3 C11 C12 108.92(16) . . ?
C3 C11 C15 104.57(18) . . ?
C14 C11 C3 117.52(13) . . ?
C14 C11 C13 107.83(18) . . ?
C14 C11 C12 106.71(19) . . ?
C13 C11 C12 107.3(2) . . ?
C17 C11 C3 116.60(17) . . ?
C17 C11 C15 109.9(3) . . ?
C16 C11 C3 106.51(18) . . ?
C16 C11 C17 110.8(3) . . ?
C16 C11 C15 108.0(3) . . ?
C2 C3 H3A 107.0 . . ?
C2 C3 H3B 107.0 . . ?
C11 C3 C2 121.27(10) . . ?
C11 C3 H3A 107.0 . . ?
C11 C3 H3B 107.0 . . ?
H3A C3 H3B 106.7 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.06(15) . . ?
C27 C26 H26 120.0 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C25 C30 H30 119.8 . . ?
C29 C30 C25 120.37(14) . . ?
C29 C30 H30 119.8 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.60(14) . . ?
C23 C24 H24 119.7 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.45(13) . . ?
C23 C22 H22 120.3 . . ?
O2 C31 H31A 109.5 . . ?
O2 C31 H31B 109.5 . . ?
O2 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.59(15) . . ?
C28 C27 H27 119.7 . . ?
C30 C29 H29 119.9 . . ?
C28 C29 C30 120.23(15) . . ?
C28 C29 H29 119.9 . . ?
C27 C28 C29 119.69(13) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C24 C23 H23 119.7 . . ?
C22 C23 C24 120.62(14) . . ?
C22 C23 H23 119.7 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 N1 129.77(11) . . . . ?
O1 C1 C2 C4 -112.51(12) . . . . ?
O1 C1 C2 C3 5.60(15) . . . . ?
O2 C1 C2 N1 -54.18(12) . . . . ?
O2 C1 C2 C4 63.54(11) . . . . ?
O2 C1 C2 C3 -178.35(9) . . . . ?
N1 C18 C19 C20 -12.98(17) . . . . ?
N1 C18 C19 C24 167.26(14) . . . . ?
N1 C18 C25 C26 -79.11(17) . . . . ?
N1 C18 C25 C30 105.89(15) . . . . ?
N1 C2 C3 C11 52.92(14) . . . . ?
C4 C9 C8 C7 -1.02(18) . . . . ?
C4 C2 C3 C11 -68.35(14) . . . . ?
C4 C5 C6 C7 -0.2(2) . . . . ?
C9 C4 C2 N1 1.92(15) . . . . ?
C9 C4 C2 C1 -119.24(11) . . . . ?
C9 C4 C2 C3 124.56(11) . . . . ?
C9 C4 C5 C6 0.31(18) . . . . ?
C9 C8 C7 C6 1.09(18) . . . . ?
C9 C8 C7 C10 -177.94(11) . . . . ?
C1 C2 C3 C11 178.65(10) . . . . ?
C8 C7 C6 C5 -0.47(19) . . . . ?
C18 N1 C2 C4 -151.11(11) . . . . ?
C18 N1 C2 C1 -36.55(15) . . . . ?
C18 N1 C2 C3 86.20(13) . . . . ?
C18 C19 C20 C21 -179.38(11) . . . . ?
C18 C19 C24 C23 179.58(16) . . . . ?
C18 C25 C26 C27 -175.92(12) . . . . ?
C18 C25 C30 C29 176.74(12) . . . . ?
C2 N1 C18 C19 -179.59(10) . . . . ?
C2 N1 C18 C25 0.87(19) . . . . ?
C2 C4 C9 C8 176.96(10) . . . . ?
C2 C4 C5 C6 -176.49(11) . . . . ?
C5 C4 C9 C8 0.30(17) . . . . ?
C5 C4 C2 N1 178.56(10) . . . . ?
C5 C4 C2 C1 57.40(13) . . . . ?
C5 C4 C2 C3 -58.80(14) . . . . ?
C19 C18 C25 C26 101.35(14) . . . . ?
C19 C18 C25 C30 -73.65(14) . . . . ?
C19 C20 C21 C22 0.1(2) . . . . ?
C19 C24 C23 C22 -0.5(3) . . . . ?
C20 C19 C24 C23 -0.2(2) . . . . ?
C20 C21 C22 C23 -0.7(2) . . . . ?
C25 C18 C19 C20 166.61(11) . . . . ?
C25 C18 C19 C24 -13.14(18) . . . . ?
C25 C26 C27 C28 0.0(2) . . . . ?
C25 C30 C29 C28 -1.5(2) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C26 C25 C30 C29 1.61(19) . . . . ?
C26 C27 C28 C29 0.1(2) . . . . ?
C10 C7 C6 C5 178.56(12) . . . . ?
C30 C25 C26 C27 -0.90(19) . . . . ?
C30 C29 C28 C27 0.6(2) . . . . ?
C24 C19 C20 C21 0.4(2) . . . . ?
C31 O2 C1 O1 1.32(16) . . . . ?
C31 O2 C1 C2 -174.83(10) . . . . ?
C14 C11 C3 C2 32.3(2) . . . . ?
C13 C11 C3 C2 -89.94(18) . . . . ?
C12 C11 C3 C2 153.74(19) . . . . ?
C17 C11 C3 C2 -37.8(2) . . . . ?
C15 C11 C3 C2 83.8(2) . . . . ?
C16 C11 C3 C2 -162.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details ?
_oxdiff_exptl_absorpt_empirical_full_max 1.912
_oxdiff_exptl_absorpt_empirical_full_min 0.659

####################################################################### 
# 
# 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_OD_20230722
_database_code_depnum_ccdc_archive 'CCDC 2286658'
loop_
_audit_author_name
_audit_author_address
'Kensuke Kiyokawa'
;Osaka University
Japan
;
_audit_update_record             
;
2023-08-04 deposited with the CCDC.	2023-12-12 downloaded from the CCDC.
;
_audit_creation_date             2023-07-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
N-(2-(1-methylcyclohexyl)-1,1-di(pyridin-2-yl)ethyl)-1,1-diphenylmethanimine
_chemical_formula_moiety         'C32 H33 N3'
_chemical_formula_sum            'C32 H33 N3'
_chemical_formula_weight         459.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     OD_20230722
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                   10.3382(2)
_cell_length_b                   15.2358(2)
_cell_length_c                   17.3918(2)
_cell_angle_alpha                107.1090(10)
_cell_angle_beta                 95.8940(10)
_cell_angle_gamma                102.6390(10)
_cell_volume                     2513.40(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18485
_cell_measurement_temperature    123.15
_cell_measurement_theta_max      77.5030
_cell_measurement_theta_min      3.4270
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.951
_exptl_absorpt_coefficient_mu    0.544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_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    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.093
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.039
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            33725
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.570
_diffrn_reflns_theta_min         3.145
_diffrn_ambient_temperature      123.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1029869000
_diffrn_orient_matrix_UB_12      0.0352397000
_diffrn_orient_matrix_UB_13      0.0510285000
_diffrn_orient_matrix_UB_21      -0.1034278000
_diffrn_orient_matrix_UB_22      -0.0970302000
_diffrn_orient_matrix_UB_23      -0.0417682000
_diffrn_orient_matrix_UB_31      0.0528395000
_diffrn_orient_matrix_UB_32      -0.0368882000
_diffrn_orient_matrix_UB_33      0.0672767000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8723
_reflns_number_total             10284
_reflns_odcompleteness_completeness 99.91
_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 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         10284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.038
_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)+(0.0447P)²+0.6308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1058
_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:
 C57(H57A,H57B), C25(H25A,H25B), C31(H31A,H31B), C27(H27A,H27B), C63(H63A,
 H63B), C30(H30A,H30B), C59(H59A,H59B), C62(H62A,H62B), C28(H28A,H28B),
 C29(H29A,H29B), C61(H61A,H61B), C60(H60A,H60B)
2.b Aromatic/amide H refined with riding coordinates:
 C35(H35), C9(H9), C41(H41), C39(H39), C7(H7), C36(H36), C45(H45), C48(H48),
 C53(H53), C21(H21), C13(H13), C38(H38), C3(H3), C51(H51), C22(H22), C16(H16),
 C37(H37), C19(H19), C12(H12), C6(H6), C56(H56), C44(H44), C49(H49), C18(H18),
 C17(H17), C4(H4), C42(H42), C10(H10), C5(H5), C50(H50), C24(H24), C23(H23),
 C11(H11), C43(H43), C54(H54), C55(H55)
2.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C64(H64A,H64B,H64C)
;
_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 0.75394(9) 0.62893(7) 0.90940(6) 0.01727(19) Uani 1 1 d . . . . .
N4 N 0.17156(10) 0.81195(7) 0.54059(6) 0.01762(19) Uani 1 1 d . . . . .
N5 N 0.16094(10) 0.69225(7) 0.69445(6) 0.0208(2) Uani 1 1 d . . . . .
N2 N 0.78247(11) 0.77558(7) 0.77625(6) 0.0226(2) Uani 1 1 d . . . . .
N3 N 0.62367(10) 0.54635(7) 0.73672(6) 0.0204(2) Uani 1 1 d . . . . .
N6 N -0.00227(11) 0.62235(7) 0.50035(6) 0.0227(2) Uani 1 1 d . . . . .
C1 C 0.75686(11) 0.55128(8) 0.92263(7) 0.0172(2) Uani 1 1 d . . . . .
C34 C 0.19506(12) 0.87087(8) 0.43005(7) 0.0184(2) Uani 1 1 d . . . . .
C8 C 0.80938(12) 0.47216(8) 0.87279(7) 0.0182(2) Uani 1 1 d . . . . .
C33 C 0.10891(12) 0.82806(8) 0.48114(6) 0.0174(2) Uani 1 1 d . . . . .
C57 C 0.08044(11) 0.85842(8) 0.66899(6) 0.0169(2) Uani 1 1 d . . . . .
H57A H 0.009814 0.880338 0.642794 0.020 Uiso 1 1 calc R U . . .
H57B H 0.040043 0.830454 0.708453 0.020 Uiso 1 1 calc R U . . .
C15 C 0.74378(11) 0.73903(8) 0.83417(7) 0.0180(2) Uani 1 1 d . . . . .
C52 C -0.02146(12) 0.69477(8) 0.56027(7) 0.0177(2) Uani 1 1 d . . . . .
C20 C 0.75821(11) 0.57741(8) 0.75881(7) 0.0171(2) Uani 1 1 d . . . . .
C2 C 0.70640(11) 0.53813(8) 0.99753(7) 0.0186(2) Uani 1 1 d . . . . .
C40 C -0.04052(12) 0.81201(8) 0.45661(7) 0.0186(2) Uani 1 1 d . . . . .
C14 C 0.80548(11) 0.65815(8) 0.84221(6) 0.0169(2) Uani 1 1 d . . . . .
C25 C 0.96179(11) 0.69498(8) 0.86201(7) 0.0174(2) Uani 1 1 d . . . . .
H25A H 0.997010 0.639585 0.862091 0.021 Uiso 1 1 calc R U . . .
H25B H 0.989746 0.713802 0.815128 0.021 Uiso 1 1 calc R U . . .
C58 C 0.19342(11) 0.94896(8) 0.72003(7) 0.0179(2) Uani 1 1 d . . . . .
C47 C 0.20682(11) 0.73110(8) 0.63933(7) 0.0176(2) Uani 1 1 d . . . . .
C35 C 0.13921(12) 0.90062(8) 0.36861(7) 0.0200(2) Uani 1 1 d . . . . .
H35 H 0.044483 0.891686 0.357400 0.024 Uiso 1 1 calc R U . . .
C46 C 0.10803(11) 0.77527(8) 0.60094(6) 0.0172(2) Uani 1 1 d . . . . .
C9 C 0.94559(12) 0.47590(9) 0.88874(7) 0.0212(2) Uani 1 1 d . . . . .
H9 H 1.004715 0.528037 0.931389 0.025 Uiso 1 1 calc R U . . .
C41 C -0.11256(12) 0.73307(9) 0.38979(7) 0.0218(2) Uani 1 1 d . . . . .
H41 H -0.067434 0.689024 0.361279 0.026 Uiso 1 1 calc R U . . .
C39 C 0.33466(12) 0.88429(9) 0.44483(7) 0.0217(2) Uani 1 1 d . . . . .
H39 H 0.374458 0.863978 0.485968 0.026 Uiso 1 1 calc R U . . .
C7 C 0.69103(12) 0.45201(9) 1.01330(7) 0.0228(2) Uani 1 1 d . . . . .
H7 H 0.713919 0.400391 0.976369 0.027 Uiso 1 1 calc R U . . .
C36 C 0.22081(13) 0.94318(9) 0.32364(7) 0.0229(2) Uani 1 1 d . . . . .
H36 H 0.181490 0.962885 0.281935 0.027 Uiso 1 1 calc R U . . .
C45 C -0.10815(12) 0.87745(9) 0.49573(7) 0.0216(2) Uani 1 1 d . . . . .
H45 H -0.059660 0.932847 0.539562 0.026 Uiso 1 1 calc R U . . .
C26 C 1.03848(12) 0.77780(8) 0.94064(7) 0.0191(2) Uani 1 1 d . . . . .
C48 C 0.33427(12) 0.73198(9) 0.61974(7) 0.0224(2) Uani 1 1 d . . . . .
H48 H 0.363510 0.758306 0.579329 0.027 Uiso 1 1 calc R U . . .
C53 C -0.14669(12) 0.69584(9) 0.58191(7) 0.0230(2) Uani 1 1 d . . . . .
H53 H -0.156771 0.746871 0.625898 0.028 Uiso 1 1 calc R U . . .
C21 C 0.84452(12) 0.53954(9) 0.71003(7) 0.0211(2) Uani 1 1 d . . . . .
H21 H 0.939357 0.564972 0.725732 0.025 Uiso 1 1 calc R U . . .
C31 C 1.00250(12) 0.76117(9) 1.01998(7) 0.0222(2) Uani 1 1 d . . . . .
H31A H 0.909227 0.765966 1.023703 0.027 Uiso 1 1 calc R U . . .
H31B H 1.005391 0.695890 1.017491 0.027 Uiso 1 1 calc R U . . .
C13 C 0.72257(13) 0.39300(9) 0.81261(7) 0.0225(2) Uani 1 1 d . . . . .
H13 H 0.628845 0.388483 0.802882 0.027 Uiso 1 1 calc R U . . .
C38 C 0.41569(13) 0.92696(9) 0.40004(7) 0.0243(3) Uani 1 1 d . . . . .
H38 H 0.510448 0.935803 0.410762 0.029 Uiso 1 1 calc R U . . .
C3 C 0.67493(12) 0.61355(9) 1.05398(7) 0.0221(2) Uani 1 1 d . . . . .
H3 H 0.685347 0.672847 1.044578 0.027 Uiso 1 1 calc R U . . .
C51 C 0.24295(13) 0.65471(9) 0.73219(7) 0.0238(2) Uani 1 1 d . . . . .
H51 H 0.210461 0.626741 0.770980 0.029 Uiso 1 1 calc R U . . .
C27 C 1.18858(12) 0.77941(9) 0.94046(7) 0.0223(2) Uani 1 1 d . . . . .
H27A H 1.198426 0.714499 0.933664 0.027 Uiso 1 1 calc R U . . .
H27B H 1.215322 0.796327 0.892537 0.027 Uiso 1 1 calc R U . . .
C22 C 0.78997(13) 0.46413(9) 0.63815(7) 0.0246(3) Uani 1 1 d . . . . .
H22 H 0.846981 0.436294 0.604576 0.029 Uiso 1 1 calc R U . . .
C16 C 0.65562(12) 0.77266(9) 0.88371(7) 0.0223(2) Uani 1 1 d . . . . .
H16 H 0.626515 0.743509 0.922504 0.027 Uiso 1 1 calc R U . . .
C37 C 0.35869(13) 0.95686(9) 0.33944(7) 0.0250(3) Uani 1 1 d . . . . .
H37 H 0.414370 0.986529 0.309120 0.030 Uiso 1 1 calc R U . . .
C19 C 0.73774(14) 0.84930(9) 0.76925(8) 0.0264(3) Uani 1 1 d . . . . .
H19 H 0.765085 0.875613 0.728475 0.032 Uiso 1 1 calc R U . . .
C12 C 0.77260(14) 0.32061(9) 0.76675(7) 0.0268(3) Uani 1 1 d . . . . .
H12 H 0.713268 0.267168 0.725418 0.032 Uiso 1 1 calc R U . . .
C6 C 0.64251(13) 0.44112(10) 1.08258(8) 0.0265(3) Uani 1 1 d . . . . .
H6 H 0.630899 0.381788 1.092034 0.032 Uiso 1 1 calc R U . . .
C63 C 0.11906(12) 1.01955(9) 0.76683(8) 0.0239(3) Uani 1 1 d . . . . .
H63A H 0.064149 1.037483 0.726803 0.029 Uiso 1 1 calc R U . . .
H63B H 0.056630 0.987013 0.795408 0.029 Uiso 1 1 calc R U . . .
C56 C -0.11003(14) 0.55029(9) 0.45960(8) 0.0259(3) Uani 1 1 d . . . . .
H56 H -0.097102 0.498508 0.417515 0.031 Uiso 1 1 calc R U . . .
C30 C 1.09791(13) 0.83248(9) 1.09721(7) 0.0261(3) Uani 1 1 d . . . . .
H30A H 1.089623 0.897449 1.102614 0.031 Uiso 1 1 calc R U . . .
H30B H 1.071669 0.817219 1.145903 0.031 Uiso 1 1 calc R U . . .
C44 C -0.24544(13) 0.86239(10) 0.47124(8) 0.0273(3) Uani 1 1 d . . . . .
H44 H -0.290746 0.906705 0.499099 0.033 Uiso 1 1 calc R U . . .
C49 C 0.41781(13) 0.69355(9) 0.66053(8) 0.0267(3) Uani 1 1 d . . . . .
H49 H 0.505788 0.694318 0.648935 0.032 Uiso 1 1 calc R U . . .
C18 C 0.65405(14) 0.88968(9) 0.81774(8) 0.0282(3) Uani 1 1 d . . . . .
H18 H 0.626985 0.943304 0.811594 0.034 Uiso 1 1 calc R U . . .
C17 C 0.61110(14) 0.84950(10) 0.87538(8) 0.0278(3) Uani 1 1 d . . . . .
H17 H 0.551797 0.874202 0.908897 0.033 Uiso 1 1 calc R U . . .
C4 C 0.62859(13) 0.60261(10) 1.12365(8) 0.0260(3) Uani 1 1 d . . . . .
H4 H 0.608753 0.654700 1.161866 0.031 Uiso 1 1 calc R U . . .
C42 C -0.24939(13) 0.71889(10) 0.36506(8) 0.0272(3) Uani 1 1 d . . . . .
H42 H -0.297582 0.665125 0.319680 0.033 Uiso 1 1 calc R U . . .
C10 C 0.99565(13) 0.40367(9) 0.84255(8) 0.0261(3) Uani 1 1 d . . . . .
H10 H 1.089012 0.407256 0.852931 0.031 Uiso 1 1 calc R U . . .
C5 C 0.61105(13) 0.51617(10) 1.13784(8) 0.0270(3) Uani 1 1 d . . . . .
H5 H 0.577758 0.508534 1.185037 0.032 Uiso 1 1 calc R U . . .
C59 C 0.28728(13) 0.92858(9) 0.78368(7) 0.0250(3) Uani 1 1 d . . . . .
H59A H 0.231543 0.891106 0.811991 0.030 Uiso 1 1 calc R U . . .
H59B H 0.343260 0.889247 0.754847 0.030 Uiso 1 1 calc R U . . .
C50 C 0.37211(13) 0.65423(9) 0.71805(8) 0.0263(3) Uani 1 1 d . . . . .
H50 H 0.427463 0.627782 0.746895 0.032 Uiso 1 1 calc R U . . .
C24 C 0.57314(13) 0.47447(9) 0.66662(7) 0.0238(3) Uani 1 1 d . . . . .
H24 H 0.477975 0.452566 0.650540 0.029 Uiso 1 1 calc R U . . .
C62 C 0.21236(13) 1.11040(9) 0.82957(8) 0.0281(3) Uani 1 1 d . . . . .
H62A H 0.269201 1.146903 0.801040 0.034 Uiso 1 1 calc R U . . .
H62B H 0.157600 1.150668 0.858586 0.034 Uiso 1 1 calc R U . . .
C28 C 1.28546(13) 0.84871(10) 1.01749(8) 0.0270(3) Uani 1 1 d . . . . .
H28A H 1.377921 0.841770 1.014205 0.032 Uiso 1 1 calc R U . . .
H28B H 1.285853 0.914823 1.021018 0.032 Uiso 1 1 calc R U . . .
C23 C 0.65147(14) 0.43014(9) 0.61616(7) 0.0262(3) Uani 1 1 d . . . . .
H23 H 0.611192 0.377910 0.567840 0.031 Uiso 1 1 calc R U . . .
C11 C 0.90922(14) 0.32660(9) 0.78147(8) 0.0278(3) Uani 1 1 d . . . . .
H11 H 0.943587 0.277690 0.749562 0.033 Uiso 1 1 calc R U . . .
C29 C 1.24371(13) 0.82966(10) 1.09380(8) 0.0280(3) Uani 1 1 d . . . . .
H29A H 1.303361 0.878186 1.143056 0.034 Uiso 1 1 calc R U . . .
H29B H 1.253898 0.766439 1.093481 0.034 Uiso 1 1 calc R U . . .
C32 C 1.01678(13) 0.87366(9) 0.93794(8) 0.0260(3) Uani 1 1 d . . . . .
H32A H 1.029498 0.880254 0.884648 0.039 Uiso 1 1 calc R U . . .
H32B H 1.081911 0.925684 0.981270 0.039 Uiso 1 1 calc R U . . .
H32C H 0.925096 0.876097 0.946173 0.039 Uiso 1 1 calc R U . . .
C43 C -0.31671(13) 0.78284(10) 0.40622(9) 0.0302(3) Uani 1 1 d . . . . .
H43 H -0.410943 0.772079 0.389887 0.036 Uiso 1 1 calc R U . . .
C61 C 0.30193(14) 1.08634(10) 0.89115(8) 0.0301(3) Uani 1 1 d . . . . .
H61A H 0.245667 1.056355 0.924048 0.036 Uiso 1 1 calc R U . . .
H61B H 0.365718 1.145522 0.928774 0.036 Uiso 1 1 calc R U . . .
C64 C 0.27503(15) 0.99414(10) 0.66636(8) 0.0316(3) Uani 1 1 d . . . . .
H64A H 0.325851 0.951044 0.638303 0.047 Uiso 1 1 calc R U . . .
H64B H 0.337741 1.054606 0.700626 0.047 Uiso 1 1 calc R U . . .
H64C H 0.213749 1.005700 0.625791 0.047 Uiso 1 1 calc R U . . .
C60 C 0.38040(14) 1.01876(10) 0.84782(8) 0.0317(3) Uani 1 1 d . . . . .
H60A H 0.432717 1.000518 0.888765 0.038 Uiso 1 1 calc R U . . .
H60B H 0.444966 1.051990 0.820763 0.038 Uiso 1 1 calc R U . . .
C54 C -0.25676(13) 0.62101(10) 0.53810(8) 0.0287(3) Uani 1 1 d . . . . .
H54 H -0.343882 0.620549 0.551113 0.034 Uiso 1 1 calc R U . . .
C55 C -0.23864(14) 0.54709(9) 0.47534(8) 0.0284(3) Uani 1 1 d . . . . .
H55 H -0.312767 0.495450 0.443871 0.034 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 1.2758(15) . ?
N1 C14 1.4757(14) . ?
N4 C33 1.2769(15) . ?
N4 C46 1.4735(14) . ?
N5 C47 1.3410(15) . ?
N5 C51 1.3402(16) . ?
N2 C15 1.3417(15) . ?
N2 C19 1.3365(17) . ?
N3 C20 1.3421(15) . ?
N3 C24 1.3386(16) . ?
N6 C52 1.3434(15) . ?
N6 C56 1.3392(17) . ?
C1 C8 1.5059(16) . ?
C1 C2 1.5022(15) . ?
C34 C33 1.5024(15) . ?
C34 C35 1.3976(16) . ?
C34 C39 1.3981(17) . ?
C8 C9 1.3922(17) . ?
C8 C13 1.3951(17) . ?
C33 C40 1.5054(16) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.5545(15) . ?
C57 C46 1.5596(15) . ?
C15 C14 1.5401(16) . ?
C15 C16 1.3934(16) . ?
C52 C46 1.5405(16) . ?
C52 C53 1.3870(17) . ?
C20 C14 1.5483(15) . ?
C20 C21 1.3935(16) . ?
C2 C7 1.3969(17) . ?
C2 C3 1.3985(17) . ?
C40 C41 1.3999(17) . ?
C40 C45 1.3963(17) . ?
C14 C25 1.5556(16) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.5541(15) . ?
C58 C63 1.5446(16) . ?
C58 C59 1.5416(16) . ?
C58 C64 1.5306(16) . ?
C47 C46 1.5385(16) . ?
C47 C48 1.3927(16) . ?
C35 H35 0.9500 . ?
C35 C36 1.3923(17) . ?
C9 H9 0.9500 . ?
C9 C10 1.3924(17) . ?
C41 H41 0.9500 . ?
C41 C42 1.3854(18) . ?
C39 H39 0.9500 . ?
C39 C38 1.3874(17) . ?
C7 H7 0.9500 . ?
C7 C6 1.3916(17) . ?
C36 H36 0.9500 . ?
C36 C37 1.3808(18) . ?
C45 H45 0.9500 . ?
C45 C44 1.3872(18) . ?
C26 C31 1.5415(15) . ?
C26 C27 1.5469(16) . ?
C26 C32 1.5386(17) . ?
C48 H48 0.9500 . ?
C48 C49 1.3900(18) . ?
C53 H53 0.9500 . ?
C53 C54 1.3850(18) . ?
C21 H21 0.9500 . ?
C21 C22 1.3883(17) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C30 1.5355(17) . ?
C13 H13 0.9500 . ?
C13 C12 1.3916(18) . ?
C38 H38 0.9500 . ?
C38 C37 1.3921(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.3887(17) . ?
C51 H51 0.9500 . ?
C51 C50 1.3835(19) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.5303(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.3824(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.3875(18) . ?
C37 H37 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.3841(19) . ?
C12 H12 0.9500 . ?
C12 C11 1.387(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.385(2) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C62 1.5322(17) . ?
C56 H56 0.9500 . ?
C56 C55 1.378(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C29 1.5241(19) . ?
C44 H44 0.9500 . ?
C44 C43 1.386(2) . ?
C49 H49 0.9500 . ?
C49 C50 1.3815(19) . ?
C18 H18 0.9500 . ?
C18 C17 1.3822(19) . ?
C17 H17 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.387(2) . ?
C42 H42 0.9500 . ?
C42 C43 1.391(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.3848(19) . ?
C5 H5 0.9500 . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C59 C60 1.5356(17) . ?
C50 H50 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.3852(18) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C62 C61 1.5214(19) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.5237(18) . ?
C23 H23 0.9500 . ?
C11 H11 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C43 H43 0.9500 . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C61 C60 1.5233(19) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C54 H54 0.9500 . ?
C54 C55 1.381(2) . ?
C55 H55 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C14 125.39(10) . . ?
C33 N4 C46 125.28(10) . . ?
C51 N5 C47 117.87(11) . . ?
C19 N2 C15 117.62(11) . . ?
C24 N3 C20 117.79(10) . . ?
C56 N6 C52 117.70(11) . . ?
N1 C1 C8 127.19(10) . . ?
N1 C1 C2 116.75(10) . . ?
C2 C1 C8 116.03(10) . . ?
C35 C34 C33 121.38(11) . . ?
C35 C34 C39 118.39(11) . . ?
C39 C34 C33 120.21(10) . . ?
C9 C8 C1 119.83(10) . . ?
C9 C8 C13 119.19(11) . . ?
C13 C8 C1 120.94(11) . . ?
N4 C33 C34 116.13(10) . . ?
N4 C33 C40 128.40(10) . . ?
C34 C33 C40 115.46(9) . . ?
H57A C57 H57B 106.6 . . ?
C58 C57 H57A 106.7 . . ?
C58 C57 H57B 106.7 . . ?
C58 C57 C46 122.43(9) . . ?
C46 C57 H57A 106.7 . . ?
C46 C57 H57B 106.7 . . ?
N2 C15 C14 114.89(10) . . ?
N2 C15 C16 122.33(11) . . ?
C16 C15 C14 122.78(10) . . ?
N6 C52 C46 113.36(10) . . ?
N6 C52 C53 122.43(11) . . ?
C53 C52 C46 124.21(10) . . ?
N3 C20 C14 113.45(10) . . ?
N3 C20 C21 122.13(11) . . ?
C21 C20 C14 124.43(10) . . ?
C7 C2 C1 121.65(10) . . ?
C7 C2 C3 118.39(11) . . ?
C3 C2 C1 119.95(10) . . ?
C41 C40 C33 119.65(10) . . ?
C45 C40 C33 121.46(10) . . ?
C45 C40 C41 118.76(11) . . ?
N1 C14 C15 106.98(9) . . ?
N1 C14 C20 112.26(9) . . ?
N1 C14 C25 110.62(9) . . ?
C15 C14 C20 106.27(9) . . ?
C15 C14 C25 109.52(9) . . ?
C20 C14 C25 110.99(9) . . ?
C14 C25 H25A 106.6 . . ?
C14 C25 H25B 106.6 . . ?
H25A C25 H25B 106.6 . . ?
C26 C25 C14 122.76(9) . . ?
C26 C25 H25A 106.6 . . ?
C26 C25 H25B 106.6 . . ?
C63 C58 C57 105.13(9) . . ?
C59 C58 C57 111.67(9) . . ?
C59 C58 C63 107.83(9) . . ?
C64 C58 C57 112.48(9) . . ?
C64 C58 C63 108.86(10) . . ?
C64 C58 C59 110.58(10) . . ?
N5 C47 C46 114.46(10) . . ?
N5 C47 C48 122.26(11) . . ?
C48 C47 C46 123.27(10) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.76(11) . . ?
C36 C35 H35 119.6 . . ?
N4 C46 C57 109.91(9) . . ?
N4 C46 C52 111.76(9) . . ?
N4 C46 C47 107.64(9) . . ?
C52 C46 C57 111.54(9) . . ?
C47 C46 C57 109.42(9) . . ?
C47 C46 C52 106.43(9) . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.38(11) . . ?
C10 C9 H9 119.8 . . ?
C40 C41 H41 119.9 . . ?
C42 C41 C40 120.28(12) . . ?
C42 C41 H41 119.9 . . ?
C34 C39 H39 119.7 . . ?
C38 C39 C34 120.69(11) . . ?
C38 C39 H39 119.7 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.63(12) . . ?
C6 C7 H7 119.7 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.24(11) . . ?
C37 C36 H36 119.9 . . ?
C40 C45 H45 119.7 . . ?
C44 C45 C40 120.66(11) . . ?
C44 C45 H45 119.7 . . ?
C31 C26 C25 113.33(9) . . ?
C31 C26 C27 107.83(9) . . ?
C27 C26 C25 104.40(9) . . ?
C32 C26 C25 111.45(9) . . ?
C32 C26 C31 110.00(10) . . ?
C32 C26 C27 109.58(10) . . ?
C47 C48 H48 120.7 . . ?
C49 C48 C47 118.62(11) . . ?
C49 C48 H48 120.7 . . ?
C52 C53 H53 120.7 . . ?
C54 C53 C52 118.67(12) . . ?
C54 C53 H53 120.7 . . ?
C20 C21 H21 120.5 . . ?
C22 C21 C20 119.07(11) . . ?
C22 C21 H21 120.5 . . ?
C26 C31 H31A 109.0 . . ?
C26 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C30 C31 C26 113.01(10) . . ?
C30 C31 H31A 109.0 . . ?
C30 C31 H31B 109.0 . . ?
C8 C13 H13 119.8 . . ?
C12 C13 C8 120.32(12) . . ?
C12 C13 H13 119.8 . . ?
C39 C38 H38 119.9 . . ?
C39 C38 C37 120.26(12) . . ?
C37 C38 H38 119.9 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.64(12) . . ?
C4 C3 H3 119.7 . . ?
N5 C51 H51 118.0 . . ?
N5 C51 C50 123.92(12) . . ?
C50 C51 H51 118.0 . . ?
C26 C27 H27A 108.6 . . ?
C26 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C28 C27 C26 114.72(10) . . ?
C28 C27 H27A 108.6 . . ?
C28 C27 H27B 108.6 . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.02(11) . . ?
C23 C22 H22 120.5 . . ?
C15 C16 H16 120.6 . . ?
C17 C16 C15 118.82(11) . . ?
C17 C16 H16 120.6 . . ?
C36 C37 C38 119.66(11) . . ?
C36 C37 H37 120.2 . . ?
C38 C37 H37 120.2 . . ?
N2 C19 H19 118.0 . . ?
N2 C19 C18 124.06(12) . . ?
C18 C19 H19 118.0 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 C13 119.92(12) . . ?
C11 C12 H12 120.0 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.44(12) . . ?
C5 C6 H6 119.8 . . ?
C58 C63 H63A 108.7 . . ?
C58 C63 H63B 108.7 . . ?
H63A C63 H63B 107.6 . . ?
C62 C63 C58 114.19(10) . . ?
C62 C63 H63A 108.7 . . ?
C62 C63 H63B 108.7 . . ?
N6 C56 H56 118.2 . . ?
N6 C56 C55 123.63(12) . . ?
C55 C56 H56 118.2 . . ?
C31 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C29 C30 C31 111.18(10) . . ?
C29 C30 H30A 109.4 . . ?
C29 C30 H30B 109.4 . . ?
C45 C44 H44 119.9 . . ?
C43 C44 C45 120.18(12) . . ?
C43 C44 H44 119.9 . . ?
C48 C49 H49 120.2 . . ?
C50 C49 C48 119.59(12) . . ?
C50 C49 H49 120.2 . . ?
C19 C18 H18 121.1 . . ?
C17 C18 C19 117.89(12) . . ?
C17 C18 H18 121.1 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.21(12) . . ?
C18 C17 H17 120.4 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.48(12) . . ?
C5 C4 H4 119.8 . . ?
C41 C42 H42 119.8 . . ?
C41 C42 C43 120.46(12) . . ?
C43 C42 H42 119.8 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 119.94(12) . . ?
C11 C10 H10 120.0 . . ?
C6 C5 C4 119.40(11) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C58 C59 H59A 108.8 . . ?
C58 C59 H59B 108.8 . . ?
H59A C59 H59B 107.7 . . ?
C60 C59 C58 113.66(10) . . ?
C60 C59 H59A 108.8 . . ?
C60 C59 H59B 108.8 . . ?
C51 C50 H50 121.1 . . ?
C49 C50 C51 117.71(11) . . ?
C49 C50 H50 121.1 . . ?
N3 C24 H24 118.1 . . ?
N3 C24 C23 123.85(12) . . ?
C23 C24 H24 118.1 . . ?
C63 C62 H62A 109.5 . . ?
C63 C62 H62B 109.5 . . ?
H62A C62 H62B 108.1 . . ?
C61 C62 C63 110.68(11) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 108.1 . . ?
C29 C28 C27 110.79(10) . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
C22 C23 C24 118.06(11) . . ?
C22 C23 H23 121.0 . . ?
C24 C23 H23 121.0 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.18(12) . . ?
C10 C11 H11 119.9 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C28 C29 C30 110.72(10) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 108.1 . . ?
C26 C32 H32A 109.5 . . ?
C26 C32 H32B 109.5 . . ?
C26 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C44 C43 C42 119.59(12) . . ?
C44 C43 H43 120.2 . . ?
C42 C43 H43 120.2 . . ?
C62 C61 H61A 109.5 . . ?
C62 C61 H61B 109.5 . . ?
C62 C61 C60 110.74(10) . . ?
H61A C61 H61B 108.1 . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C58 C64 H64A 109.5 . . ?
C58 C64 H64B 109.5 . . ?
C58 C64 H64C 109.5 . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C59 C60 H60A 109.2 . . ?
C59 C60 H60B 109.2 . . ?
C61 C60 C59 112.03(11) . . ?
C61 C60 H60A 109.2 . . ?
C61 C60 H60B 109.2 . . ?
H60A C60 H60B 107.9 . . ?
C53 C54 H54 120.3 . . ?
C55 C54 C53 119.36(12) . . ?
C55 C54 H54 120.3 . . ?
C56 C55 C54 118.16(12) . . ?
C56 C55 H55 120.9 . . ?
C54 C55 H55 120.9 . . ?

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 C9 86.61(15) . . . . ?
N1 C1 C8 C13 -95.82(15) . . . . ?
N1 C1 C2 C7 172.86(11) . . . . ?
N1 C1 C2 C3 -7.84(16) . . . . ?
N1 C14 C25 C26 -56.34(13) . . . . ?
N4 C33 C40 C41 -102.84(14) . . . . ?
N4 C33 C40 C45 81.32(16) . . . . ?
N5 C47 C46 N4 -178.38(9) . . . . ?
N5 C47 C46 C57 62.22(12) . . . . ?
N5 C47 C46 C52 -58.43(12) . . . . ?
N5 C47 C48 C49 -1.83(18) . . . . ?
N5 C51 C50 C49 -1.10(19) . . . . ?
N2 C15 C14 N1 178.80(9) . . . . ?
N2 C15 C14 C20 -61.08(12) . . . . ?
N2 C15 C14 C25 58.87(12) . . . . ?
N2 C15 C16 C17 -3.00(18) . . . . ?
N2 C19 C18 C17 -1.9(2) . . . . ?
N3 C20 C14 N1 58.89(12) . . . . ?
N3 C20 C14 C15 -57.73(12) . . . . ?
N3 C20 C14 C25 -176.73(9) . . . . ?
N3 C20 C21 C22 -3.21(17) . . . . ?
N3 C24 C23 C22 -2.15(19) . . . . ?
N6 C52 C46 N4 55.55(12) . . . . ?
N6 C52 C46 C57 179.03(9) . . . . ?
N6 C52 C46 C47 -61.70(11) . . . . ?
N6 C52 C53 C54 -2.37(18) . . . . ?
N6 C56 C55 C54 -1.88(19) . . . . ?
C1 N1 C14 C15 163.21(10) . . . . ?
C1 N1 C14 C20 47.01(14) . . . . ?
C1 N1 C14 C25 -77.57(13) . . . . ?
C1 C8 C9 C10 -179.35(11) . . . . ?
C1 C8 C13 C12 179.70(11) . . . . ?
C1 C2 C7 C6 -179.19(11) . . . . ?
C1 C2 C3 C4 -179.79(11) . . . . ?
C34 C33 C40 C41 78.84(13) . . . . ?
C34 C33 C40 C45 -97.00(12) . . . . ?
C34 C35 C36 C37 -0.19(18) . . . . ?
C34 C39 C38 C37 -0.15(19) . . . . ?
C8 C1 C2 C7 -8.95(15) . . . . ?
C8 C1 C2 C3 170.35(10) . . . . ?
C8 C9 C10 C11 -1.34(18) . . . . ?
C8 C13 C12 C11 0.70(18) . . . . ?
C33 N4 C46 C57 -82.22(13) . . . . ?
C33 N4 C46 C52 42.17(15) . . . . ?
C33 N4 C46 C47 158.69(10) . . . . ?
C33 C34 C35 C36 177.76(11) . . . . ?
C33 C34 C39 C38 -177.61(11) . . . . ?
C33 C40 C41 C42 -178.13(11) . . . . ?
C33 C40 C45 C44 178.73(11) . . . . ?
C57 C58 C63 C62 173.02(10) . . . . ?
C57 C58 C59 C60 -167.22(11) . . . . ?
C15 N2 C19 C18 -0.22(19) . . . . ?
C15 C14 C25 C26 61.33(13) . . . . ?
C15 C16 C17 C18 0.74(19) . . . . ?
C52 N6 C56 C55 0.63(18) . . . . ?
C52 C53 C54 C55 1.03(19) . . . . ?
C20 N3 C24 C23 0.46(18) . . . . ?
C20 C14 C25 C26 178.35(9) . . . . ?
C20 C21 C22 C23 1.40(18) . . . . ?
C2 C1 C8 C9 -91.36(13) . . . . ?
C2 C1 C8 C13 86.21(13) . . . . ?
C2 C7 C6 C5 -1.21(19) . . . . ?
C2 C3 C4 C5 -0.86(19) . . . . ?
C40 C41 C42 C43 0.03(18) . . . . ?
C40 C45 C44 C43 -1.38(19) . . . . ?
C14 N1 C1 C8 -1.52(18) . . . . ?
C14 N1 C1 C2 176.44(9) . . . . ?
C14 C15 C16 C17 176.27(11) . . . . ?
C14 C20 C21 C22 177.02(11) . . . . ?
C14 C25 C26 C31 54.89(14) . . . . ?
C14 C25 C26 C27 171.96(10) . . . . ?
C14 C25 C26 C32 -69.83(13) . . . . ?
C25 C26 C31 C30 168.45(10) . . . . ?
C25 C26 C27 C28 -173.64(10) . . . . ?
C58 C57 C46 N4 -55.50(13) . . . . ?
C58 C57 C46 C52 179.98(9) . . . . ?
C58 C57 C46 C47 62.49(13) . . . . ?
C58 C63 C62 C61 -56.80(15) . . . . ?
C58 C59 C60 C61 54.82(16) . . . . ?
C47 N5 C51 C50 0.44(18) . . . . ?
C47 C48 C49 C50 1.10(18) . . . . ?
C35 C34 C33 N4 -173.43(10) . . . . ?
C35 C34 C33 C40 5.11(15) . . . . ?
C35 C34 C39 C38 0.62(17) . . . . ?
C35 C36 C37 C38 0.67(19) . . . . ?
C46 N4 C33 C34 176.54(10) . . . . ?
C46 N4 C33 C40 -1.77(18) . . . . ?
C46 C57 C58 C63 169.16(10) . . . . ?
C46 C57 C58 C59 -74.17(13) . . . . ?
C46 C57 C58 C64 50.85(14) . . . . ?
C46 C52 C53 C54 177.06(11) . . . . ?
C46 C47 C48 C49 177.35(11) . . . . ?
C9 C8 C13 C12 -2.71(17) . . . . ?
C9 C10 C11 C12 -0.71(19) . . . . ?
C41 C40 C45 C44 2.86(17) . . . . ?
C41 C42 C43 C44 1.48(19) . . . . ?
C39 C34 C33 N4 4.75(16) . . . . ?
C39 C34 C33 C40 -176.72(10) . . . . ?
C39 C34 C35 C36 -0.45(17) . . . . ?
C39 C38 C37 C36 -0.50(19) . . . . ?
C7 C2 C3 C4 -0.47(18) . . . . ?
C7 C6 C5 C4 -0.14(19) . . . . ?
C45 C40 C41 C42 -2.18(17) . . . . ?
C45 C44 C43 C42 -0.81(19) . . . . ?
C26 C31 C30 C29 -57.40(14) . . . . ?
C26 C27 C28 C29 54.88(14) . . . . ?
C48 C47 C46 N4 2.38(15) . . . . ?
C48 C47 C46 C57 -117.02(12) . . . . ?
C48 C47 C46 C52 122.33(12) . . . . ?
C48 C49 C50 C51 0.27(18) . . . . ?
C53 C52 C46 N4 -123.93(12) . . . . ?
C53 C52 C46 C57 -0.44(15) . . . . ?
C53 C52 C46 C47 118.83(12) . . . . ?
C53 C54 C55 C56 0.96(19) . . . . ?
C21 C20 C14 N1 -121.33(12) . . . . ?
C21 C20 C14 C15 122.05(11) . . . . ?
C21 C20 C14 C25 3.05(15) . . . . ?
C21 C22 C23 C24 1.12(18) . . . . ?
C31 C26 C27 C28 -52.83(13) . . . . ?
C31 C30 C29 C28 56.66(14) . . . . ?
C13 C8 C9 C10 3.04(17) . . . . ?
C13 C12 C11 C10 1.03(19) . . . . ?
C3 C2 C7 C6 1.50(17) . . . . ?
C3 C4 C5 C6 1.16(19) . . . . ?
C51 N5 C47 C46 -178.18(10) . . . . ?
C51 N5 C47 C48 1.06(17) . . . . ?
C27 C26 C31 C30 53.41(13) . . . . ?
C27 C28 C29 C30 -54.90(14) . . . . ?
C16 C15 C14 N1 -0.52(15) . . . . ?
C16 C15 C14 C20 119.60(12) . . . . ?
C16 C15 C14 C25 -120.45(12) . . . . ?
C19 N2 C15 C14 -176.61(11) . . . . ?
C19 N2 C15 C16 2.72(17) . . . . ?
C19 C18 C17 C16 1.6(2) . . . . ?
C63 C58 C59 C60 -52.21(14) . . . . ?
C63 C62 C61 C60 55.26(15) . . . . ?
C56 N6 C52 C46 -177.95(10) . . . . ?
C56 N6 C52 C53 1.54(17) . . . . ?
C59 C58 C63 C62 53.75(14) . . . . ?
C24 N3 C20 C14 -177.94(10) . . . . ?
C24 N3 C20 C21 2.27(17) . . . . ?
C62 C61 C60 C59 -54.82(16) . . . . ?
C32 C26 C31 C30 -66.05(13) . . . . ?
C32 C26 C27 C28 66.89(13) . . . . ?
C64 C58 C63 C62 -66.26(13) . . . . ?
C64 C58 C59 C60 66.71(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details ?
_oxdiff_exptl_absorpt_empirical_full_max 1.591
_oxdiff_exptl_absorpt_empirical_full_min 0.787

