# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_210232lt_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2212105'
loop_
_audit_author_name
_audit_author_address
'Pei-Lin Chen'
;Department of Chemistry, National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2023-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
2',8-di(pyridin-4-yl)spiro[benzo[5,6]cyclohepta[1,2-b]pyridine-11,9'-fluorene]
_chemical_name_common            DPP
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H25 N3'
_chemical_formula_weight         547.63

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   21.0593(11)
_cell_length_b                   9.0499(4)
_cell_length_c                   35.6426(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6792.9(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7250
_cell_measurement_theta_min      2.2856
_cell_measurement_theta_max      25.8835

_exptl_crystal_description       columnar
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.071
_exptl_crystal_F_000             2288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.063
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            52743
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         1.143
_diffrn_reflns_theta_max         26.419
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6971
_reflns_number_gt                5062
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0511P)²+1.9688P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6971
_refine_ls_number_parameters     443
_refine_ls_number_restraints     216
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1166
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.54180(7) 0.44810(15) 0.31545(4) 0.0202(3) Uani 1 1 d . . . . .
C2 C 0.50159(7) 0.35760(15) 0.33692(4) 0.0220(3) Uani 1 1 d . . . . .
C3 C 0.46279(8) 0.25805(17) 0.31745(5) 0.0285(4) Uani 1 1 d . . . . .
H3 H 0.4366 0.1915 0.3311 0.034 Uiso 1 1 calc R U . . .
C4 C 0.46199(8) 0.25514(18) 0.27884(5) 0.0326(4) Uani 1 1 d . . . . .
H4 H 0.4369 0.1855 0.2655 0.039 Uiso 1 1 calc R U . . .
C5 C 0.49884(8) 0.35672(19) 0.26043(5) 0.0342(4) Uani 1 1 d . . . . .
H5 H 0.4959 0.3616 0.2339 0.041 Uiso 1 1 calc R U . . .
C6 C 0.49415(7) 0.36725(15) 0.37803(4) 0.0217(3) Uani 1 1 d . . . . .
C7 C 0.43228(8) 0.36589(18) 0.39256(5) 0.0303(4) Uani 1 1 d . . . . .
H7 H 0.3975 0.3567 0.3758 0.036 Uiso 1 1 calc R U . . .
C8 C 0.42053(8) 0.37752(19) 0.43050(5) 0.0350(4) Uani 1 1 d . . . . .
H8 H 0.3782 0.3768 0.4397 0.042 Uiso 1 1 calc R U . . .
C9 C 0.47120(8) 0.39023(17) 0.45518(5) 0.0292(4) Uani 1 1 d . . . . .
H9 H 0.4637 0.3991 0.4814 0.035 Uiso 1 1 calc R U . . .
C10 C 0.53247(7) 0.38986(15) 0.44152(4) 0.0219(3) Uani 1 1 d . . . . .
H10 H 0.5669 0.3970 0.4587 0.026 Uiso 1 1 calc R U . . .
C11 C 0.54540(7) 0.37915(15) 0.40290(4) 0.0202(3) Uani 1 1 d . . . . .
C12 C 0.61271(7) 0.38046(15) 0.39064(4) 0.0190(3) Uani 1 1 d . . . . .
C13 C 0.65520(7) 0.30224(15) 0.41341(4) 0.0208(3) Uani 1 1 d . . . . .
H13 H 0.6385 0.2466 0.4338 0.025 Uiso 1 1 calc R U . . .
C14 C 0.72053(7) 0.30177(16) 0.40778(4) 0.0211(3) Uani 1 1 d . . . . .
C15 C 0.74314(7) 0.38222(17) 0.37741(4) 0.0254(3) Uani 1 1 d . . . . .
H15 H 0.7875 0.3847 0.3725 0.030 Uiso 1 1 calc R U . . .
C16 C 0.70206(7) 0.45878(17) 0.35425(4) 0.0240(3) Uani 1 1 d . . . . .
H16 H 0.7193 0.5129 0.3338 0.029 Uiso 1 1 calc R U . . .
C17 C 0.63652(7) 0.46009(15) 0.35960(4) 0.0185(3) Uani 1 1 d . . . . .
C18 C 0.78407(8) 0.05478(18) 0.48437(4) 0.0309(4) Uani 1 1 d . . . . .
H18 H 0.7677 -0.0152 0.5017 0.037 Uiso 1 1 calc R U . . .
C19 C 0.74199(8) 0.12011(17) 0.45985(4) 0.0270(4) Uani 1 1 d . . . . .
H19 H 0.6983 0.0941 0.4605 0.032 Uiso 1 1 calc R U . . .
C20 C 0.76388(7) 0.22461(16) 0.43414(4) 0.0220(3) Uani 1 1 d . . . . .
C21 C 0.82858(8) 0.25506(18) 0.43513(5) 0.0285(4) Uani 1 1 d . . . . .
H21 H 0.8464 0.3252 0.4183 0.034 Uiso 1 1 calc R U . . .
C22 C 0.86690(8) 0.18276(18) 0.46069(5) 0.0317(4) Uani 1 1 d . . . . .
H22 H 0.9109 0.2057 0.4606 0.038 Uiso 1 1 calc R U . . .
C23 C 0.59341(7) 0.55030(15) 0.33234(4) 0.0190(3) Uani 1 1 d . . . . .
C24 C 0.63390(7) 0.61719(16) 0.30081(4) 0.0206(3) Uani 1 1 d . . . . .
C25 C 0.66763(7) 0.54541(17) 0.27281(4) 0.0243(3) Uani 1 1 d . . . . .
H25 H 0.6671 0.4406 0.2712 0.029 Uiso 1 1 calc R U . . .
C26 C 0.70225(8) 0.62829(17) 0.24712(4) 0.0274(4) Uani 1 1 d . . . . .
H26 H 0.7253 0.5797 0.2278 0.033 Uiso 1 1 calc R U . . .
C27 C 0.70349(8) 0.78226(18) 0.24942(5) 0.0296(4) Uani 1 1 d . . . . .
H27 H 0.7274 0.8375 0.2317 0.035 Uiso 1 1 calc R U . . .
C28 C 0.67026(8) 0.85467(17) 0.27722(4) 0.0275(4) Uani 1 1 d . . . . .
H28 H 0.6714 0.9594 0.2790 0.033 Uiso 1 1 calc R U . . .
C29 C 0.63492(7) 0.77125(16) 0.30280(4) 0.0217(3) Uani 1 1 d . . . . .
C30 C 0.59425(7) 0.81840(16) 0.33369(4) 0.0222(3) Uani 1 1 d . . . . .
C31 C 0.58085(8) 0.96031(16) 0.34643(5) 0.0275(4) Uani 1 1 d . . . . .
H31 H 0.5992 1.0439 0.3345 0.033 Uiso 1 1 calc R U . . .
C32 C 0.54066(8) 0.97817(16) 0.37657(5) 0.0290(4) Uani 1 1 d . . . . .
H32 H 0.5320 1.0748 0.3857 0.035 Uiso 1 1 calc R U . . .
C33 C 0.51252(8) 0.85664(16) 0.39394(5) 0.0258(4) Uani 1 1 d . . . . .
C34 C 0.52641(7) 0.71422(16) 0.38079(4) 0.0233(3) Uani 1 1 d . . . . .
H34 H 0.5073 0.6309 0.3924 0.028 Uiso 1 1 calc R U . . .
C35 C 0.56761(7) 0.69380(15) 0.35107(4) 0.0201(3) Uani 1 1 d . . . . .
N1 N 0.53877(6) 0.44963(15) 0.27785(4) 0.0280(3) Uani 1 1 d . . . . .
N2 N 0.84644(7) 0.08303(15) 0.48547(4) 0.0309(3) Uani 1 1 d . . . . .
N3 N 0.3767(4) 0.9174(10) 0.4825(2) 0.0471(19) Uani 0.390(6) 1 d D U P A 1
C36 C 0.3971(9) 0.7826(15) 0.4724(5) 0.036(3) Uani 0.390(6) 1 d D U P A 1
H36 H 0.3824 0.6992 0.4861 0.043 Uiso 0.390(6) 1 calc R U P A 1
C37 C 0.4386(7) 0.7602(15) 0.4429(4) 0.031(2) Uani 0.390(6) 1 d D U P A 1
H37 H 0.4465 0.6617 0.4349 0.037 Uiso 0.390(6) 1 calc R U P A 1
C38 C 0.4689(12) 0.8736(15) 0.4245(7) 0.036(3) Uani 0.390(6) 1 d D U P A 1
C39 C 0.4422(4) 1.0137(6) 0.4337(2) 0.066(2) Uani 0.390(6) 1 d D U P A 1
H39 H 0.4535 1.0984 0.4194 0.079 Uiso 0.390(6) 1 calc R U P A 1
C40 C 0.4000(5) 1.0277(7) 0.4631(3) 0.078(3) Uani 0.390(6) 1 d D U P A 1
H40 H 0.3868 1.1246 0.4698 0.094 Uiso 0.390(6) 1 calc R U P A 1
N3' N 0.3992(3) 0.9076(7) 0.49496(17) 0.0610(16) Uani 0.610(6) 1 d D U P A 2
C36' C 0.3906(6) 0.7972(10) 0.4710(3) 0.045(3) Uani 0.610(6) 1 d D U P A 2
H36' H 0.3582 0.7275 0.4766 0.054 Uiso 0.610(6) 1 calc R U P A 2
C37' C 0.4252(4) 0.7763(10) 0.4385(3) 0.038(2) Uani 0.610(6) 1 d D U P A 2
H37' H 0.4180 0.6911 0.4235 0.046 Uiso 0.610(6) 1 calc R U P A 2
C38' C 0.4699(7) 0.8779(10) 0.4278(5) 0.037(2) Uani 0.610(6) 1 d D U P A 2
C39' C 0.4814(3) 0.9936(4) 0.45345(15) 0.0631(15) Uani 0.610(6) 1 d D U P A 2
H39' H 0.5146 1.0625 0.4492 0.076 Uiso 0.610(6) 1 calc R U P A 2
C40' C 0.4433(3) 1.0046(4) 0.48490(16) 0.0789(19) Uani 0.610(6) 1 d D U P A 2
H40' H 0.4492 1.0883 0.5006 0.095 Uiso 0.610(6) 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
C1 N1 1.3418(19) . ?
C1 C2 1.405(2) . ?
C1 C23 1.549(2) . ?
C2 C3 1.400(2) . ?
C2 C6 1.476(2) . ?
C3 C4 1.376(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(2) . ?
C4 H4 0.9500 . ?
C5 N1 1.341(2) . ?
C5 H5 0.9500 . ?
C6 C11 1.401(2) . ?
C6 C7 1.402(2) . ?
C7 C8 1.379(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.406(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.483(2) . ?
C12 C13 1.400(2) . ?
C12 C17 1.412(2) . ?
C13 C14 1.390(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.389(2) . ?
C14 C20 1.484(2) . ?
C15 C16 1.382(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(2) . ?
C16 H16 0.9500 . ?
C17 C23 1.5604(19) . ?
C18 N2 1.339(2) . ?
C18 C19 1.378(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.395(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(2) . ?
C21 C22 1.382(2) . ?
C21 H21 0.9500 . ?
C22 N2 1.334(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.535(2) . ?
C23 C35 1.5579(19) . ?
C24 C25 1.386(2) . ?
C24 C29 1.396(2) . ?
C25 C26 1.390(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.396(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.398(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.459(2) . ?
C30 C31 1.391(2) . ?
C30 C35 1.404(2) . ?
C31 C32 1.377(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.394(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.402(2) . ?
C33 C38 1.432(15) . ?
C33 C38' 1.517(9) . ?
C34 C35 1.382(2) . ?
C34 H34 0.9500 . ?
N3 C40 1.308(9) . ?
N3 C36 1.342(13) . ?
C36 C37 1.383(11) . ?
C36 H36 0.9500 . ?
C37 C38 1.376(12) . ?
C37 H37 0.9500 . ?
C38 C39 1.425(14) . ?
C39 C40 1.383(7) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
N3' C40' 1.327(6) . ?
N3' C36' 1.327(9) . ?
C36' C37' 1.381(8) . ?
C36' H36' 0.9500 . ?
C37' C38' 1.371(9) . ?
C37' H37' 0.9500 . ?
C38' C39' 1.410(12) . ?
C39' C40' 1.382(5) . ?
C39' H39' 0.9500 . ?
C40' H40' 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 121.42(13) . . ?
N1 C1 C23 114.54(13) . . ?
C2 C1 C23 124.02(13) . . ?
C3 C2 C1 117.19(14) . . ?
C3 C2 C6 117.90(14) . . ?
C1 C2 C6 124.76(13) . . ?
C4 C3 C2 120.99(16) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 117.32(15) . . ?
C5 C4 H4 121.3 . . ?
C3 C4 H4 121.3 . . ?
N1 C5 C4 123.64(16) . . ?
N1 C5 H5 118.2 . . ?
C4 C5 H5 118.2 . . ?
C11 C6 C7 118.87(14) . . ?
C11 C6 C2 123.44(14) . . ?
C7 C6 C2 117.69(14) . . ?
C8 C7 C6 121.89(16) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 119.34(16) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C10 C9 C8 119.71(15) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 121.78(15) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C6 C11 C10 118.41(14) . . ?
C6 C11 C12 123.38(14) . . ?
C10 C11 C12 118.21(13) . . ?
C13 C12 C17 119.02(13) . . ?
C13 C12 C11 115.84(13) . . ?
C17 C12 C11 125.04(13) . . ?
C14 C13 C12 123.39(14) . . ?
C14 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
C15 C14 C13 116.75(13) . . ?
C15 C14 C20 121.95(14) . . ?
C13 C14 C20 121.24(13) . . ?
C16 C15 C14 120.92(14) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 122.86(14) . . ?
C15 C16 H16 118.6 . . ?
C17 C16 H16 118.6 . . ?
C16 C17 C12 117.04(13) . . ?
C16 C17 C23 119.70(12) . . ?
C12 C17 C23 123.24(13) . . ?
N2 C18 C19 124.60(16) . . ?
N2 C18 H18 117.7 . . ?
C19 C18 H18 117.7 . . ?
C18 C19 C20 119.66(16) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 116.19(14) . . ?
C21 C20 C14 121.70(14) . . ?
C19 C20 C14 122.10(14) . . ?
C22 C21 C20 119.69(15) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
N2 C22 C21 124.62(16) . . ?
N2 C22 H22 117.7 . . ?
C21 C22 H22 117.7 . . ?
C24 C23 C1 109.92(12) . . ?
C24 C23 C35 100.30(11) . . ?
C1 C23 C35 114.81(12) . . ?
C24 C23 C17 109.82(12) . . ?
C1 C23 C17 109.74(11) . . ?
C35 C23 C17 111.85(11) . . ?
C25 C24 C29 119.77(14) . . ?
C25 C24 C23 128.81(13) . . ?
C29 C24 C23 111.41(13) . . ?
C24 C25 C26 119.33(14) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C25 C26 C27 120.65(15) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C28 C27 C26 120.46(15) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 118.82(14) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C24 C29 C28 120.95(14) . . ?
C24 C29 C30 108.75(13) . . ?
C28 C29 C30 130.29(14) . . ?
C31 C30 C35 121.11(14) . . ?
C31 C30 C29 129.45(14) . . ?
C35 C30 C29 109.43(13) . . ?
C32 C31 C30 119.18(14) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C31 C32 C33 121.00(14) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 H32 119.5 . . ?
C32 C33 C34 119.19(15) . . ?
C32 C33 C38 121.7(5) . . ?
C34 C33 C38 119.1(5) . . ?
C32 C33 C38' 120.3(4) . . ?
C34 C33 C38' 120.4(4) . . ?
C35 C34 C33 120.68(14) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C30 118.80(13) . . ?
C34 C35 C23 131.22(13) . . ?
C30 C35 C23 109.95(13) . . ?
C5 N1 C1 119.05(14) . . ?
C22 N2 C18 115.25(14) . . ?
C40 N3 C36 115.6(9) . . ?
N3 C36 C37 122.6(12) . . ?
N3 C36 H36 118.7 . . ?
C37 C36 H36 118.7 . . ?
C38 C37 C36 123.2(12) . . ?
C38 C37 H37 118.4 . . ?
C36 C37 H37 118.4 . . ?
C37 C38 C39 111.7(12) . . ?
C37 C38 C33 125.5(10) . . ?
C39 C38 C33 121.6(12) . . ?
C40 C39 C38 120.7(8) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
N3 C40 C39 124.9(6) . . ?
N3 C40 H40 117.6 . . ?
C39 C40 H40 117.6 . . ?
C40' N3' C36' 114.8(6) . . ?
N3' C36' C37' 124.8(8) . . ?
N3' C36' H36' 117.6 . . ?
C37' C36' H36' 117.6 . . ?
C38' C37' C36' 120.2(9) . . ?
C38' C37' H37' 119.9 . . ?
C36' C37' H37' 119.9 . . ?
C37' C38' C39' 115.8(8) . . ?
C37' C38' C33 122.9(8) . . ?
C39' C38' C33 120.6(8) . . ?
C40' C39' C38' 118.7(5) . . ?
C40' C39' H39' 120.7 . . ?
C38' C39' H39' 120.7 . . ?
N3' C40' C39' 125.3(4) . . ?
N3' C40' H40' 117.4 . . ?
C39' C40' H40' 117.4 . . ?

_refine_diff_density_max         0.183
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.039

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ch2Cl2/hexane'
####################################################################### 
# 
# 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_201234lt2_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2212106'
loop_
_audit_author_name
_audit_author_address
'Pei-Lin Chen'
;Department of Chemistry, National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2022-10-11 deposited with the CCDC.	2023-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
4-(spiro[benzo[5,6]cyclohepta[1,2-b]pyridine-11,9'-fluoren]-8-yl)benzonitrile
_chemical_name_common            PC
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H22 N2'
_chemical_formula_weight         494.56

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

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

_cell_length_a                   33.394(3)
_cell_length_b                   11.2580(11)
_cell_length_c                   15.0027(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5640.2(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7899
_cell_measurement_theta_min      2.5699
_cell_measurement_theta_max      25.5383

_exptl_crystal_description       lump
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.068
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5432
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            32927
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.220
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5767
_reflns_number_gt                3922
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0910P)²+2.1522P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0043(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5767
_refine_ls_number_parameters     353
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.1881
_refine_ls_wR_factor_gt          0.1464
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.25173(7) 0.6322(2) 0.39340(15) 0.0295(5) Uani 1 1 d . . . . .
H1 H 0.2418 0.6944 0.3568 0.035 Uiso 1 1 calc R U . . .
C2 C 0.23030(7) 0.52823(19) 0.39794(15) 0.0290(5) Uani 1 1 d . . . . .
H2 H 0.2067 0.5170 0.3635 0.035 Uiso 1 1 calc R U . . .
C3 C 0.24423(6) 0.44043(18) 0.45449(14) 0.0255(5) Uani 1 1 d . . . . .
H3 H 0.2297 0.3683 0.4604 0.031 Uiso 1 1 calc R U . . .
C4 C 0.27960(6) 0.45705(17) 0.50316(13) 0.0215(4) Uani 1 1 d . . . . .
C5 C 0.29125(6) 0.36232(18) 0.56694(14) 0.0234(5) Uani 1 1 d . . . . .
C6 C 0.26053(7) 0.30816(19) 0.61585(14) 0.0273(5) Uani 1 1 d . . . . .
H6 H 0.2337 0.3345 0.6078 0.033 Uiso 1 1 calc R U . . .
C7 C 0.26819(7) 0.21720(19) 0.67570(15) 0.0284(5) Uani 1 1 d . . . . .
H7 H 0.2469 0.1805 0.7073 0.034 Uiso 1 1 calc R U . . .
C8 C 0.30718(7) 0.1806(2) 0.68882(15) 0.0308(5) Uani 1 1 d . . . . .
H8 H 0.3128 0.1192 0.7303 0.037 Uiso 1 1 calc R U . . .
C9 C 0.33813(7) 0.23317(18) 0.64172(14) 0.0272(5) Uani 1 1 d . . . . .
H9 H 0.3648 0.2071 0.6517 0.033 Uiso 1 1 calc R U . . .
C10 C 0.33100(6) 0.32411(17) 0.57946(14) 0.0234(5) Uani 1 1 d . . . . .
C11 C 0.36624(6) 0.37434(17) 0.53182(13) 0.0232(5) Uani 1 1 d . . . . .
C12 C 0.39610(6) 0.29330(19) 0.50703(14) 0.0245(5) Uani 1 1 d . . . . .
H12 H 0.3908 0.2109 0.5140 0.029 Uiso 1 1 calc R U . . .
C13 C 0.43299(6) 0.32691(18) 0.47283(14) 0.0255(5) Uani 1 1 d . . . . .
C14 C 0.44056(7) 0.44811(18) 0.46493(15) 0.0282(5) Uani 1 1 d . . . . .
H14 H 0.4661 0.4747 0.4454 0.034 Uiso 1 1 calc R U . . .
C15 C 0.41100(7) 0.53006(19) 0.48549(14) 0.0266(5) Uani 1 1 d . . . . .
H15 H 0.4167 0.6121 0.4780 0.032 Uiso 1 1 calc R U . . .
C16 C 0.37312(6) 0.49708(18) 0.51686(13) 0.0225(4) Uani 1 1 d . . . . .
C17 C 0.34162(6) 0.59515(17) 0.53445(13) 0.0220(5) Uani 1 1 d . . . . .
C18 C 0.30048(6) 0.56383(18) 0.49035(13) 0.0221(5) Uani 1 1 d . . . . .
C19 C 0.35466(6) 0.71564(18) 0.49607(14) 0.0236(5) Uani 1 1 d . . . . .
C20 C 0.36420(6) 0.74481(18) 0.40853(14) 0.0259(5) Uani 1 1 d . . . . .
H20 H 0.3650 0.6851 0.3638 0.031 Uiso 1 1 calc R U . . .
C21 C 0.37255(7) 0.86175(19) 0.38737(16) 0.0302(5) Uani 1 1 d . . . . .
H21 H 0.3799 0.8821 0.3281 0.036 Uiso 1 1 calc R U . . .
C22 C 0.37023(7) 0.94988(19) 0.45220(17) 0.0323(5) Uani 1 1 d . . . . .
H22 H 0.3751 1.0303 0.4363 0.039 Uiso 1 1 calc R U . . .
C23 C 0.36090(7) 0.92191(18) 0.53967(16) 0.0293(5) Uani 1 1 d . . . . .
H23 H 0.3593 0.9821 0.5839 0.035 Uiso 1 1 calc R U . . .
C24 C 0.35393(6) 0.80311(18) 0.56130(14) 0.0250(5) Uani 1 1 d . . . . .
C25 C 0.34493(6) 0.74810(18) 0.64724(14) 0.0238(5) Uani 1 1 d . . . . .
C26 C 0.34430(7) 0.7989(2) 0.73195(15) 0.0292(5) Uani 1 1 d . . . . .
H26 H 0.3487 0.8817 0.7396 0.035 Uiso 1 1 calc R U . . .
C27 C 0.33704(7) 0.7263(2) 0.80487(15) 0.0314(5) Uani 1 1 d . . . . .
H27 H 0.3367 0.7593 0.8631 0.038 Uiso 1 1 calc R U . . .
C28 C 0.33029(7) 0.6058(2) 0.79320(15) 0.0298(5) Uani 1 1 d . . . . .
H28 H 0.3254 0.5572 0.8438 0.036 Uiso 1 1 calc R U . . .
C29 C 0.33061(6) 0.55428(19) 0.70823(14) 0.0266(5) Uani 1 1 d . . . . .
H29 H 0.3259 0.4716 0.7010 0.032 Uiso 1 1 calc R U . . .
C30 C 0.33793(6) 0.62611(18) 0.63485(14) 0.0234(5) Uani 1 1 d . . . . .
C31 C 0.46325(7) 0.23716(19) 0.44583(15) 0.0276(5) Uani 1 1 d . . . . .
C32 C 0.45251(7) 0.1432(2) 0.39038(16) 0.0312(5) Uani 1 1 d . . . . .
H32 H 0.4256 0.1370 0.3702 0.037 Uiso 1 1 calc R U . . .
C33 C 0.48016(7) 0.0589(2) 0.36405(17) 0.0347(6) Uani 1 1 d . . . . .
H33 H 0.4723 -0.0054 0.3270 0.042 Uiso 1 1 calc R U . . .
C34 C 0.51971(7) 0.0693(2) 0.39239(16) 0.0340(6) Uani 1 1 d . . . . .
C35 C 0.53071(8) 0.1609(2) 0.44874(18) 0.0423(6) Uani 1 1 d . . . . .
H35 H 0.5576 0.1669 0.4691 0.051 Uiso 1 1 calc R U . . .
C36 C 0.50249(8) 0.2441(2) 0.47555(18) 0.0407(6) Uani 1 1 d . . . . .
H36 H 0.5101 0.3065 0.5147 0.049 Uiso 1 1 calc R U . . .
C37 C 0.54906(7) -0.0151(2) 0.36044(17) 0.0395(6) Uani 1 1 d . . . . .
N1 N 0.28602(5) 0.65025(15) 0.43806(12) 0.0275(4) Uani 1 1 d . . . . .
N2 N 0.57180(7) -0.0809(2) 0.33115(16) 0.0520(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.342(3) . ?
C1 C2 1.373(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(3) . ?
C3 H3 0.9500 . ?
C4 C18 1.403(3) . ?
C4 C5 1.485(3) . ?
C5 C6 1.401(3) . ?
C5 C10 1.408(3) . ?
C6 C7 1.386(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.380(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.488(3) . ?
C11 C12 1.402(3) . ?
C11 C16 1.419(3) . ?
C12 C13 1.387(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 C31 1.485(3) . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.400(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.547(3) . ?
C17 C19 1.537(3) . ?
C17 C30 1.551(3) . ?
C17 C18 1.565(3) . ?
C18 N1 1.340(3) . ?
C19 C24 1.388(3) . ?
C19 C20 1.391(3) . ?
C20 C21 1.383(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.385(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.396(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.462(3) . ?
C25 C26 1.394(3) . ?
C25 C30 1.405(3) . ?
C26 C27 1.387(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.400(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.388(3) . ?
C29 H29 0.9500 . ?
C31 C36 1.386(3) . ?
C31 C32 1.392(3) . ?
C32 C33 1.382(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 C37 1.447(3) . ?
C35 C36 1.388(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 N2 1.148(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.3(2) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 117.6(2) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 H2 121.2 . . ?
C2 C3 C4 120.52(19) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C18 117.52(19) . . ?
C3 C4 C5 117.45(18) . . ?
C18 C4 C5 124.99(19) . . ?
C6 C5 C10 119.18(19) . . ?
C6 C5 C4 117.28(19) . . ?
C10 C5 C4 123.54(19) . . ?
C7 C6 C5 121.7(2) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C8 C7 C6 119.2(2) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 120.3(2) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C10 121.6(2) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C5 118.07(19) . . ?
C9 C10 C11 117.51(19) . . ?
C5 C10 C11 124.42(18) . . ?
C12 C11 C16 118.48(19) . . ?
C12 C11 C10 116.27(18) . . ?
C16 C11 C10 125.03(18) . . ?
C13 C12 C11 123.53(19) . . ?
C13 C12 H12 118.2 . . ?
C11 C12 H12 118.2 . . ?
C12 C13 C14 117.39(19) . . ?
C12 C13 C31 121.30(19) . . ?
C14 C13 C31 121.3(2) . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 122.8(2) . . ?
C14 C15 H15 118.6 . . ?
C16 C15 H15 118.6 . . ?
C15 C16 C11 117.25(19) . . ?
C15 C16 C17 118.83(18) . . ?
C11 C16 C17 123.91(18) . . ?
C19 C17 C16 111.93(16) . . ?
C19 C17 C30 100.83(15) . . ?
C16 C17 C30 112.33(16) . . ?
C19 C17 C18 106.81(16) . . ?
C16 C17 C18 111.34(16) . . ?
C30 C17 C18 113.04(16) . . ?
N1 C18 C4 121.55(19) . . ?
N1 C18 C17 113.60(17) . . ?
C4 C18 C17 124.85(18) . . ?
C24 C19 C20 120.15(19) . . ?
C24 C19 C17 110.92(18) . . ?
C20 C19 C17 128.84(19) . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 120.5(2) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 120.8(2) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 118.4(2) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 H23 120.8 . . ?
C19 C24 C23 120.8(2) . . ?
C19 C24 C25 108.96(18) . . ?
C23 C24 C25 130.2(2) . . ?
C26 C25 C30 121.3(2) . . ?
C26 C25 C24 129.3(2) . . ?
C30 C25 C24 109.36(18) . . ?
C27 C26 C25 118.6(2) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C28 C27 C26 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 121.3(2) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C30 C29 C28 118.8(2) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
C29 C30 C25 119.59(19) . . ?
C29 C30 C17 130.81(18) . . ?
C25 C30 C17 109.57(17) . . ?
C36 C31 C32 118.6(2) . . ?
C36 C31 C13 121.1(2) . . ?
C32 C31 C13 120.3(2) . . ?
C33 C32 C31 121.3(2) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C32 C33 C34 119.3(2) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C35 C34 C33 120.1(2) . . ?
C35 C34 C37 120.8(2) . . ?
C33 C34 C37 119.1(2) . . ?
C34 C35 C36 120.0(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C31 C36 C35 120.7(2) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
N2 C37 C34 176.8(3) . . ?
C18 N1 C1 119.31(18) . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.065

_shelxl_version_number           2014/6



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ch2Cl2/hexane'
