# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_DMAC-py-TRZ
_database_code_depnum_ccdc_archive 'CCDC 2224273'
loop_
_audit_author_name
_audit_author_address
'Alexandra M. Z. Slawin'
;university of St Andrews
United Kingdom
;
_audit_update_record             
;
2022-12-04 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT420_DMAC-py-TRZ         
;
PROBLEM: D-H Bond Without Acceptor  O41      --H41      .     Please Check 
RESPONSE: Partial solvent.
;

# end Validation Reply Form

_audit_creation_date             2020-12-07
_audit_creation_method           'by CrystalStructure 4.3'


_chemical_formula_sum            'C38 H36 N4 O2'
_chemical_formula_moiety         'C38 H36 N4 O2'
_chemical_formula_weight         580.73
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   9.13283(11)
_cell_length_b                   27.2082(2)
_cell_length_c                   13.18180(16)
_cell_angle_alpha                90.0000
_cell_angle_beta                 107.9900(13)
_cell_angle_gamma                90.0000
_cell_volume                     3115.38(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25160
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      67.97
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232.00
_exptl_absorpt_coefficient_mu    0.609
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.738
_exptl_absorpt_correction_T_max  0.941

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            31449
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_theta_max         68.277
_diffrn_reflns_theta_min         3.249
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5667
_reflns_number_gt                5509
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1413
_refine_ls_wR_factor_gt          0.1406
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5667
_refine_ls_number_parameters     402
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0770P)²+0.7854P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.005
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.39
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0186(8)

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'

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
O41 O 0.1125(2) 0.53242(8) 0.02043(17) 0.1002(6) Uani 1 1 d . . . . .
H41 H 0.159138 0.507609 0.052663 0.120 Uiso 1 1 calc R U . . .
O42 O 0.40324(18) 0.53301(6) 0.01557(15) 0.0848(5) Uani 1 1 d . . . . .
H42 H 0.444195 0.532128 0.082034 0.102 Uiso 1 1 calc R U . . .
N1 N 0.87448(13) 0.67025(4) 0.85205(10) 0.0386(3) Uani 1 1 d . . . . .
N24 N 0.30531(13) 0.55040(4) 0.53282(9) 0.0376(3) Uani 1 1 d . . . . .
N26 N 0.23761(13) 0.46683(4) 0.49053(9) 0.0381(3) Uani 1 1 d . . . . .
N28 N 0.46715(13) 0.48661(4) 0.62798(10) 0.0391(3) Uani 1 1 d . . . . .
C2 C 0.86471(15) 0.68804(5) 0.95008(11) 0.0348(3) Uani 1 1 d . . . . .
C3 C 0.73333(16) 0.67846(5) 0.98011(12) 0.0403(3) Uani 1 1 d . . . . .
H3 H 0.651718 0.659708 0.934294 0.048 Uiso 1 1 calc R U . . .
C4 C 0.72070(18) 0.69588(6) 1.07545(12) 0.0444(4) Uani 1 1 d . . . . .
H4 H 0.630942 0.689057 1.094928 0.053 Uiso 1 1 calc R U . . .
C5 C 0.83891(19) 0.72329(6) 1.14257(12) 0.0452(4) Uani 1 1 d . . . . .
H5 H 0.830941 0.735400 1.208258 0.054 Uiso 1 1 calc R U . . .
C6 C 0.96857(17) 0.73285(5) 1.11304(12) 0.0411(3) Uani 1 1 d . . . . .
H6 H 1.049359 0.751577 1.159754 0.049 Uiso 1 1 calc R U . . .
C7 C 0.98561(16) 0.71610(5) 1.01737(11) 0.0349(3) Uani 1 1 d . . . . .
C8 C 1.12447(16) 0.73144(5) 0.98341(11) 0.0376(3) Uani 1 1 d . . . . .
C9 C 1.13877(16) 0.69915(5) 0.89223(11) 0.0357(3) Uani 1 1 d . . . . .
C10 C 1.27510(17) 0.69847(5) 0.86597(12) 0.0435(3) Uani 1 1 d . . . . .
H10 H 1.359490 0.717601 0.907318 0.052 Uiso 1 1 calc R U . . .
C11 C 1.29273(18) 0.67112(6) 0.78225(13) 0.0467(4) Uani 1 1 d . . . . .
H11 H 1.387461 0.671586 0.766526 0.056 Uiso 1 1 calc R U . . .
C12 C 1.17088(18) 0.64306(5) 0.72162(12) 0.0443(4) Uani 1 1 d . . . . .
H12 H 1.181631 0.623940 0.664038 0.053 Uiso 1 1 calc R U . . .
C13 C 1.03336(17) 0.64289(5) 0.74494(12) 0.0409(3) Uani 1 1 d . . . . .
H13 H 0.949761 0.623681 0.702828 0.049 Uiso 1 1 calc R U . . .
C14 C 1.01558(16) 0.67071(5) 0.82997(11) 0.0352(3) Uani 1 1 d . . . . .
C15 C 1.1009(2) 0.78520(5) 0.94478(14) 0.0515(4) Uani 1 1 d . . . . .
H15A H 1.091884 0.806256 1.002870 0.062 Uiso 1 1 calc R U . . .
H15B H 1.006702 0.787694 0.884042 0.062 Uiso 1 1 calc R U . . .
H15C H 1.189174 0.795814 0.922870 0.062 Uiso 1 1 calc R U . . .
C16 C 1.27382(19) 0.72833(8) 1.07786(14) 0.0569(4) Uani 1 1 d . . . . .
H16A H 1.261278 0.746837 1.138421 0.068 Uiso 1 1 calc R U . . .
H16B H 1.359084 0.742307 1.056892 0.068 Uiso 1 1 calc R U . . .
H16C H 1.296193 0.693863 1.098417 0.068 Uiso 1 1 calc R U . . .
C17 C 0.75803(16) 0.63651(5) 0.79213(11) 0.0385(3) Uani 1 1 d . . . . .
C18 C 0.64376(16) 0.65261(5) 0.70309(11) 0.0375(3) Uani 1 1 d . . . . .
H18 H 0.639530 0.686188 0.682620 0.045 Uiso 1 1 calc R U . . .
C19 C 0.53457(16) 0.61955(5) 0.64324(11) 0.0367(3) Uani 1 1 d . . . . .
H19 H 0.455235 0.630658 0.582265 0.044 Uiso 1 1 calc R U . . .
C20 C 0.54155(16) 0.57029(5) 0.67265(11) 0.0369(3) Uani 1 1 d . . . . .
C21 C 0.65760(19) 0.55460(6) 0.76280(13) 0.0479(4) Uani 1 1 d . . . . .
H21 H 0.662783 0.521038 0.783453 0.058 Uiso 1 1 calc R U . . .
C22 C 0.76522(19) 0.58751(6) 0.82240(13) 0.0491(4) Uani 1 1 d . . . . .
H22 H 0.843938 0.576627 0.883949 0.059 Uiso 1 1 calc R U . . .
C23 C 0.43084(16) 0.53395(5) 0.60736(11) 0.0363(3) Uani 1 1 d . . . . .
C25 C 0.21315(16) 0.51525(5) 0.47561(11) 0.0361(3) Uani 1 1 d . . . . .
C27 C 0.36514(16) 0.45461(5) 0.56817(11) 0.0368(3) Uani 1 1 d . . . . .
C29 C 0.07363(16) 0.53085(5) 0.38987(11) 0.0395(3) Uani 1 1 d . . . . .
C30 C 0.04337(19) 0.58031(6) 0.36601(13) 0.0469(4) Uani 1 1 d . . . . .
H30 H 0.113607 0.604535 0.404532 0.056 Uiso 1 1 calc R U . . .
C31 C -0.0879(2) 0.59447(7) 0.28679(14) 0.0556(4) Uani 1 1 d . . . . .
H31 H -0.107507 0.628348 0.270878 0.067 Uiso 1 1 calc R U . . .
C32 C -0.1910(2) 0.55953(7) 0.23051(14) 0.0592(5) Uani 1 1 d . . . . .
H32 H -0.281532 0.569426 0.176270 0.071 Uiso 1 1 calc R U . . .
C33 C -0.1626(2) 0.51032(7) 0.25298(14) 0.0573(4) Uani 1 1 d . . . . .
H33 H -0.233548 0.486327 0.214211 0.069 Uiso 1 1 calc R U . . .
C34 C -0.03071(18) 0.49586(6) 0.33202(13) 0.0481(4) Uani 1 1 d . . . . .
H34 H -0.011117 0.461909 0.346975 0.058 Uiso 1 1 calc R U . . .
C35 C 0.39853(17) 0.40177(5) 0.59082(11) 0.0382(3) Uani 1 1 d . . . . .
C36 C 0.28492(18) 0.36640(5) 0.55072(13) 0.0440(4) Uani 1 1 d . . . . .
H36 H 0.185417 0.376022 0.507065 0.053 Uiso 1 1 calc R U . . .
C37 C 0.3171(2) 0.31724(6) 0.57454(15) 0.0524(4) Uani 1 1 d . . . . .
H37 H 0.239473 0.293204 0.547291 0.063 Uiso 1 1 calc R U . . .
C38 C 0.4615(2) 0.30303(6) 0.63764(15) 0.0552(4) Uani 1 1 d . . . . .
H38 H 0.482188 0.269349 0.655289 0.066 Uiso 1 1 calc R U . . .
C39 C 0.5766(2) 0.33787(6) 0.67545(14) 0.0527(4) Uani 1 1 d . . . . .
H39 H 0.677025 0.327921 0.716819 0.063 Uiso 1 1 calc R U . . .
C40 C 0.54490(18) 0.38702(6) 0.65279(12) 0.0448(4) Uani 1 1 d . . . . .
H40 H 0.623278 0.410878 0.679593 0.054 Uiso 1 1 calc R U . . .
C41 C 0.1069(4) 0.56877(16) 0.0951(2) 0.1195(12) Uani 1 1 d . . . . .
H41A H 0.191364 0.592130 0.103088 0.143 Uiso 1 1 calc R U . . .
H41B H 0.116968 0.553293 0.164042 0.143 Uiso 1 1 calc R U . . .
H41C H 0.008307 0.586199 0.070088 0.143 Uiso 1 1 calc R U . . .
C42 C 0.4227(3) 0.57921(8) -0.0218(2) 0.0859(7) Uani 1 1 d . . . . .
H42A H 0.500111 0.577679 -0.059279 0.103 Uiso 1 1 calc R U . . .
H42B H 0.457132 0.602080 0.038297 0.103 Uiso 1 1 calc R U . . .
H42C H 0.324704 0.590650 -0.071080 0.103 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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
O41 C41 1.407(4) . ?
O41 H41 0.8400 . ?
O42 C42 1.382(3) . ?
O42 H42 0.8400 . ?
N1 C14 1.4061(18) . ?
N1 C2 1.4084(18) . ?
N1 C17 1.4418(17) . ?
N24 C23 1.3357(18) . ?
N24 C25 1.3416(18) . ?
N26 C27 1.3335(18) . ?
N26 C25 1.3406(18) . ?
N28 C23 1.3370(18) . ?
N28 C27 1.3394(18) . ?
C2 C3 1.399(2) . ?
C2 C7 1.4084(19) . ?
C3 C4 1.381(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.381(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.394(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.528(2) . ?
C8 C9 1.5266(19) . ?
C8 C16 1.539(2) . ?
C8 C15 1.542(2) . ?
C9 C10 1.392(2) . ?
C9 C14 1.4028(19) . ?
C10 C11 1.381(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.382(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.403(2) . ?
C13 H13 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.379(2) . ?
C17 C22 1.387(2) . ?
C18 C19 1.3928(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.393(2) . ?
C20 C23 1.4841(18) . ?
C21 C22 1.381(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C25 C29 1.480(2) . ?
C27 C35 1.4807(19) . ?
C29 C30 1.390(2) . ?
C29 C34 1.395(2) . ?
C30 C31 1.379(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.382(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.378(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.384(2) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C36 1.394(2) . ?
C35 C40 1.393(2) . ?
C36 C37 1.384(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.379(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.389(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.381(2) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 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
C41 O41 H41 109.5 . . ?
C42 O42 H42 109.5 . . ?
C14 N1 C2 120.58(11) . . ?
C14 N1 C17 117.41(11) . . ?
C2 N1 C17 118.45(11) . . ?
C23 N24 C25 114.94(12) . . ?
C27 N26 C25 115.09(12) . . ?
C23 N28 C27 115.02(12) . . ?
C3 C2 N1 119.90(12) . . ?
C3 C2 C7 119.80(13) . . ?
N1 C2 C7 120.30(12) . . ?
C4 C3 C2 120.89(13) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.94(14) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 119.27(14) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 122.58(14) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C6 C7 C2 117.52(13) . . ?
C6 C7 C8 120.69(12) . . ?
C2 C7 C8 121.60(12) . . ?
C9 C8 C7 110.73(11) . . ?
C9 C8 C16 109.59(12) . . ?
C7 C8 C16 110.88(12) . . ?
C9 C8 C15 108.84(12) . . ?
C7 C8 C15 108.19(12) . . ?
C16 C8 C15 108.53(13) . . ?
C10 C9 C14 117.68(13) . . ?
C10 C9 C8 120.28(12) . . ?
C14 C9 C8 122.00(12) . . ?
C11 C10 C9 122.68(14) . . ?
C11 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C12 C11 C10 119.21(14) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C13 C12 C11 119.86(14) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 120.88(14) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C9 C14 N1 120.29(12) . . ?
C9 C14 C13 119.69(13) . . ?
N1 C14 C13 120.02(12) . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 120.41(13) . . ?
C18 C17 N1 120.02(13) . . ?
C22 C17 N1 119.53(13) . . ?
C17 C18 C19 119.88(13) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 120.07(13) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C20 C21 119.36(13) . . ?
C19 C20 C23 121.05(13) . . ?
C21 C20 C23 119.56(13) . . ?
C22 C21 C20 120.47(14) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C17 119.81(14) . . ?
C21 C22 H22 120.1 . . ?
C17 C22 H22 120.1 . . ?
N24 C23 N28 125.10(12) . . ?
N24 C23 C20 118.66(12) . . ?
N28 C23 C20 116.24(12) . . ?
N26 C25 N24 124.82(13) . . ?
N26 C25 C29 117.32(12) . . ?
N24 C25 C29 117.87(12) . . ?
N26 C27 N28 125.00(13) . . ?
N26 C27 C35 118.26(12) . . ?
N28 C27 C35 116.74(12) . . ?
C30 C29 C34 118.83(14) . . ?
C30 C29 C25 120.95(13) . . ?
C34 C29 C25 120.21(13) . . ?
C31 C30 C29 120.47(15) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C30 C31 C32 120.20(16) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C33 C32 C31 120.09(16) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 119.99(16) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C33 C34 C29 120.41(16) . . ?
C33 C34 H34 119.8 . . ?
C29 C34 H34 119.8 . . ?
C36 C35 C40 119.37(14) . . ?
C36 C35 C27 120.73(13) . . ?
C40 C35 C27 119.90(13) . . ?
C37 C36 C35 119.99(15) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C36 120.28(15) . . ?
C38 C37 H37 119.9 . . ?
C36 C37 H37 119.9 . . ?
C37 C38 C39 120.12(15) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 119.87(16) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C39 C40 C35 120.33(15) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?
O41 C41 H41A 109.5 . . ?
O41 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O41 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O42 C42 H42A 109.5 . . ?
O42 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
O42 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 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
C14 N1 C2 C3 -167.07(12) . . . . ?
C17 N1 C2 C3 -8.89(19) . . . . ?
C14 N1 C2 C7 13.92(19) . . . . ?
C17 N1 C2 C7 172.09(12) . . . . ?
N1 C2 C3 C4 -179.45(13) . . . . ?
C7 C2 C3 C4 -0.4(2) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
C4 C5 C6 C7 0.3(2) . . . . ?
C5 C6 C7 C2 -0.6(2) . . . . ?
C5 C6 C7 C8 174.45(13) . . . . ?
C3 C2 C7 C6 0.64(19) . . . . ?
N1 C2 C7 C6 179.66(12) . . . . ?
C3 C2 C7 C8 -174.33(12) . . . . ?
N1 C2 C7 C8 4.69(19) . . . . ?
C6 C7 C8 C9 165.97(12) . . . . ?
C2 C7 C8 C9 -19.22(17) . . . . ?
C6 C7 C8 C16 44.08(17) . . . . ?
C2 C7 C8 C16 -141.10(14) . . . . ?
C6 C7 C8 C15 -74.83(16) . . . . ?
C2 C7 C8 C15 99.99(15) . . . . ?
C7 C8 C9 C10 -164.49(12) . . . . ?
C16 C8 C9 C10 -41.85(18) . . . . ?
C15 C8 C9 C10 76.70(16) . . . . ?
C7 C8 C9 C14 17.75(18) . . . . ?
C16 C8 C9 C14 140.38(14) . . . . ?
C15 C8 C9 C14 -101.07(15) . . . . ?
C14 C9 C10 C11 -0.1(2) . . . . ?
C8 C9 C10 C11 -177.98(14) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C10 C11 C12 C13 0.3(2) . . . . ?
C11 C12 C13 C14 -0.3(2) . . . . ?
C10 C9 C14 N1 -179.44(12) . . . . ?
C8 C9 C14 N1 -1.62(19) . . . . ?
C10 C9 C14 C13 0.15(19) . . . . ?
C8 C9 C14 C13 177.97(12) . . . . ?
C2 N1 C14 C9 -15.48(19) . . . . ?
C17 N1 C14 C9 -173.88(12) . . . . ?
C2 N1 C14 C13 164.93(12) . . . . ?
C17 N1 C14 C13 6.54(19) . . . . ?
C12 C13 C14 C9 0.1(2) . . . . ?
C12 C13 C14 N1 179.65(13) . . . . ?
C14 N1 C17 C18 -96.86(16) . . . . ?
C2 N1 C17 C18 104.27(15) . . . . ?
C14 N1 C17 C22 80.77(18) . . . . ?
C2 N1 C17 C22 -78.10(18) . . . . ?
C22 C17 C18 C19 0.2(2) . . . . ?
N1 C17 C18 C19 177.76(12) . . . . ?
C17 C18 C19 C20 -0.6(2) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C18 C19 C20 C23 -177.18(12) . . . . ?
C19 C20 C21 C22 -0.2(2) . . . . ?
C23 C20 C21 C22 177.60(15) . . . . ?
C20 C21 C22 C17 -0.2(3) . . . . ?
C18 C17 C22 C21 0.2(2) . . . . ?
N1 C17 C22 C21 -177.39(15) . . . . ?
C25 N24 C23 N28 -0.8(2) . . . . ?
C25 N24 C23 C20 178.43(12) . . . . ?
C27 N28 C23 N24 -0.9(2) . . . . ?
C27 N28 C23 C20 179.82(12) . . . . ?
C19 C20 C23 N24 -13.8(2) . . . . ?
C21 C20 C23 N24 168.44(14) . . . . ?
C19 C20 C23 N28 165.51(13) . . . . ?
C21 C20 C23 N28 -12.3(2) . . . . ?
C27 N26 C25 N24 -0.7(2) . . . . ?
C27 N26 C25 C29 179.61(12) . . . . ?
C23 N24 C25 N26 1.6(2) . . . . ?
C23 N24 C25 C29 -178.63(12) . . . . ?
C25 N26 C27 N28 -1.3(2) . . . . ?
C25 N26 C27 C35 178.86(12) . . . . ?
C23 N28 C27 N26 2.1(2) . . . . ?
C23 N28 C27 C35 -178.11(12) . . . . ?
N26 C25 C29 C30 -177.09(14) . . . . ?
N24 C25 C29 C30 3.2(2) . . . . ?
N26 C25 C29 C34 3.4(2) . . . . ?
N24 C25 C29 C34 -176.33(13) . . . . ?
C34 C29 C30 C31 0.3(2) . . . . ?
C25 C29 C30 C31 -179.23(15) . . . . ?
C29 C30 C31 C32 0.2(3) . . . . ?
C30 C31 C32 C33 -0.3(3) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C32 C33 C34 C29 0.4(3) . . . . ?
C30 C29 C34 C33 -0.6(2) . . . . ?
C25 C29 C34 C33 178.92(15) . . . . ?
N26 C27 C35 C36 -14.8(2) . . . . ?
N28 C27 C35 C36 165.43(13) . . . . ?
N26 C27 C35 C40 165.21(13) . . . . ?
N28 C27 C35 C40 -14.6(2) . . . . ?
C40 C35 C36 C37 1.4(2) . . . . ?
C27 C35 C36 C37 -178.63(14) . . . . ?
C35 C36 C37 C38 -0.2(3) . . . . ?
C36 C37 C38 C39 -1.7(3) . . . . ?
C37 C38 C39 C40 2.2(3) . . . . ?
C38 C39 C40 C35 -1.0(3) . . . . ?
C36 C35 C40 C39 -0.8(2) . . . . ?
C27 C35 C40 C39 179.20(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O41 H41 O42 . . . 2.676(3) 0.840 2.522 91.3 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_DMAC-TRZ
_database_code_depnum_ccdc_archive 'CCDC 2224274'
loop_
_audit_author_name
_audit_author_address
'Alexandra M. Z. Slawin'
;university of St Andrews
United Kingdom
;
_audit_update_record             
;
2022-12-04 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT230_DMAC-TRZ            
;
PROBLEM: Hirshfeld Test Diff for    N18      --C17      .        7.9 s.u.  
RESPONSE: Correct scattering types.
;
# end Validation Reply Form

_audit_creation_date             2020-11-10
_audit_creation_method           'by CrystalStructure 4.3'


_chemical_formula_sum            'C35 H27 N5'
_chemical_formula_moiety         'C35 H27 N5'
_chemical_formula_weight         517.63
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 -1/2-X,-1/2+Y,+Z
7 +X,-1/2-Y,-1/2+Z
8 -1/2+X,+Y,-1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   35.6867(10)
_cell_length_b                   18.671(5)
_cell_length_c                   8.1489(16)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     5429.7(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2310
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      34.40
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2176.00
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_T_max  0.994

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            53594
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_theta_max         68.051
_diffrn_reflns_theta_min         2.476
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       5
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4924
_reflns_number_gt                4004
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1175
_refine_ls_wR_factor_gt          0.1099
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4924
_refine_ls_number_parameters     364
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0761P)²+0.5544P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00098(13)

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'


#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.35315(3) 0.50418(6) 0.45742(13) 0.0349(3) Uani 1 1 d . . . . .
N18 N 0.40003(3) 0.44006(6) 0.59632(16) 0.0484(3) Uani 1 1 d . . . . .
N24 N 0.50397(3) 0.43057(5) 0.82992(12) 0.0320(2) Uani 1 1 d . . . . .
N26 N 0.56064(3) 0.48702(6) 0.91070(12) 0.0356(3) Uani 1 1 d . . . . .
N28 N 0.51722(3) 0.54957(5) 0.74298(12) 0.0330(2) Uani 1 1 d . . . . .
C2 C 0.32577(4) 0.45081(7) 0.49687(15) 0.0352(3) Uani 1 1 d . . . . .
C3 C 0.33072(4) 0.38039(7) 0.44741(17) 0.0424(3) Uani 1 1 d . . . . .
H3 H 0.352883 0.366618 0.391035 0.051 Uiso 1 1 calc R U . . .
C4 C 0.30319(4) 0.33033(8) 0.4807(2) 0.0512(4) Uani 1 1 d . . . . .
H4 H 0.306452 0.281942 0.447602 0.061 Uiso 1 1 calc R U . . .
C5 C 0.27102(4) 0.35066(9) 0.5619(2) 0.0538(4) Uani 1 1 d . . . . .
H5 H 0.252263 0.316071 0.585733 0.065 Uiso 1 1 calc R U . . .
C6 C 0.26589(4) 0.42141(8) 0.60902(18) 0.0477(4) Uani 1 1 d . . . . .
H6 H 0.243495 0.434826 0.664018 0.057 Uiso 1 1 calc R U . . .
C7 C 0.29307(4) 0.47303(7) 0.57694(15) 0.0379(3) Uani 1 1 d . . . . .
C8 C 0.28957(4) 0.55235(8) 0.62473(17) 0.0417(3) Uani 1 1 d . . . . .
C9 C 0.30586(4) 0.59660(7) 0.48421(16) 0.0382(3) Uani 1 1 d . . . . .
C10 C 0.29127(4) 0.66189(7) 0.43067(19) 0.0474(4) Uani 1 1 d . . . . .
H10 H 0.269880 0.681274 0.484027 0.057 Uiso 1 1 calc R U . . .
C11 C 0.30733(4) 0.69910(8) 0.3011(2) 0.0528(4) Uani 1 1 d . . . . .
H11 H 0.297528 0.744367 0.269712 0.063 Uiso 1 1 calc R U . . .
C12 C 0.33756(4) 0.67051(8) 0.21769(19) 0.0488(4) Uani 1 1 d . . . . .
H12 H 0.347983 0.695213 0.126556 0.059 Uiso 1 1 calc R U . . .
C13 C 0.35257(4) 0.60568(8) 0.26762(17) 0.0424(3) Uani 1 1 d . . . . .
H13 H 0.373046 0.585273 0.209599 0.051 Uiso 1 1 calc R U . . .
C14 C 0.33759(4) 0.57063(7) 0.40278(15) 0.0351(3) Uani 1 1 d . . . . .
C15 C 0.31330(5) 0.56522(9) 0.78115(18) 0.0516(4) Uani 1 1 d . . . . .
H15A H 0.312160 0.615993 0.811262 0.062 Uiso 1 1 calc R U . . .
H15B H 0.339387 0.551692 0.759831 0.062 Uiso 1 1 calc R U . . .
H15C H 0.303379 0.536132 0.871325 0.062 Uiso 1 1 calc R U . . .
C16 C 0.24875(4) 0.57314(9) 0.6598(2) 0.0561(4) Uani 1 1 d . . . . .
H16A H 0.233649 0.565883 0.560773 0.067 Uiso 1 1 calc R U . . .
H16B H 0.247603 0.623616 0.692438 0.067 Uiso 1 1 calc R U . . .
H16C H 0.238917 0.543198 0.748746 0.067 Uiso 1 1 calc R U . . .
C17 C 0.38953(3) 0.50112(7) 0.52078(14) 0.0343(3) Uani 1 1 d . . . . .
C19 C 0.43430(4) 0.43748(7) 0.66566(18) 0.0429(3) Uani 1 1 d . . . . .
H19 H 0.441720 0.394531 0.719083 0.051 Uiso 1 1 calc R U . . .
C20 C 0.45924(3) 0.49429(6) 0.66290(14) 0.0318(3) Uani 1 1 d . . . . .
C21 C 0.44759(4) 0.55586(7) 0.58128(16) 0.0396(3) Uani 1 1 d . . . . .
H21 H 0.463823 0.596103 0.575388 0.048 Uiso 1 1 calc R U . . .
C22 C 0.41301(4) 0.55897(7) 0.50949(15) 0.0386(3) Uani 1 1 d . . . . .
H22 H 0.405329 0.600819 0.452349 0.046 Uiso 1 1 calc R U . . .
C23 C 0.49549(3) 0.49107(6) 0.74803(13) 0.0292(3) Uani 1 1 d . . . . .
C25 C 0.53675(3) 0.43168(6) 0.90905(14) 0.0312(3) Uani 1 1 d . . . . .
C27 C 0.54931(3) 0.54493(7) 0.82742(14) 0.0331(3) Uani 1 1 d . . . . .
C29 C 0.54754(4) 0.36694(7) 1.00349(14) 0.0363(3) Uani 1 1 d . . . . .
C30 C 0.52275(4) 0.30991(7) 1.01993(16) 0.0433(3) Uani 1 1 d . . . . .
H30 H 0.498426 0.312579 0.972931 0.052 Uiso 1 1 calc R U . . .
C31 C 0.53374(5) 0.24886(9) 1.1056(2) 0.0563(4) Uani 1 1 d . . . . .
H31 H 0.516887 0.209829 1.117690 0.068 Uiso 1 1 calc R U . . .
C32 C 0.56927(5) 0.24519(10) 1.1731(2) 0.0671(5) Uani 1 1 d . . . . .
H32 H 0.576887 0.203187 1.229854 0.081 Uiso 1 1 calc R U . . .
C33 C 0.59357(5) 0.30179(11) 1.1587(2) 0.0637(5) Uani 1 1 d . . . . .
H33 H 0.617854 0.298886 1.206022 0.076 Uiso 1 1 calc R U . . .
C34 C 0.58289(4) 0.36292(9) 1.07577(16) 0.0474(4) Uani 1 1 d . . . . .
H34 H 0.599641 0.402310 1.067933 0.057 Uiso 1 1 calc R U . . .
C35 C 0.57338(4) 0.60954(7) 0.83184(16) 0.0414(3) Uani 1 1 d . . . . .
C36 C 0.60613(4) 0.61048(10) 0.92601(19) 0.0559(4) Uani 1 1 d . . . . .
H36 H 0.613574 0.569129 0.985614 0.067 Uiso 1 1 calc R U . . .
C37 C 0.62769(6) 0.67236(12) 0.9317(2) 0.0765(6) Uani 1 1 d . . . . .
H37 H 0.649916 0.673077 0.995784 0.092 Uiso 1 1 calc R U . . .
C38 C 0.61732(7) 0.73266(11) 0.8457(3) 0.0803(7) Uani 1 1 d . . . . .
H38 H 0.632300 0.774666 0.850702 0.096 Uiso 1 1 calc R U . . .
C39 C 0.58515(6) 0.73182(9) 0.7526(2) 0.0681(5) Uani 1 1 d . . . . .
H39 H 0.577950 0.773376 0.693109 0.082 Uiso 1 1 calc R U . . .
C40 C 0.56316(5) 0.67055(8) 0.74502(19) 0.0513(4) Uani 1 1 d . . . . .
H40 H 0.541035 0.670338 0.680199 0.062 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b42 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b42'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b42'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C17 1.3982(16) . ?
N1 C14 1.4303(16) . ?
N1 C2 1.4321(16) . ?
N18 C19 1.3482(18) . ?
N18 C17 1.3487(17) . ?
N24 C25 1.3359(16) . ?
N24 C23 1.3463(15) . ?
N26 C27 1.3390(17) . ?
N26 C25 1.3397(16) . ?
N28 C27 1.3386(16) . ?
N28 C23 1.3402(16) . ?
C2 C3 1.3864(19) . ?
C2 C7 1.4001(18) . ?
C3 C4 1.383(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.392(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.536(2) . ?
C8 C9 1.527(2) . ?
C8 C16 1.535(2) . ?
C8 C15 1.549(2) . ?
C9 C10 1.396(2) . ?
C9 C14 1.3992(19) . ?
C10 C11 1.388(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.3882(19) . ?
C13 H13 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C22 1.3701(19) . ?
C19 C20 1.3849(18) . ?
C19 H19 0.9500 . ?
C20 C21 1.3916(18) . ?
C20 C23 1.4692(17) . ?
C21 C22 1.3671(19) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C25 C29 1.4837(17) . ?
C27 C35 1.4813(18) . ?
C29 C30 1.391(2) . ?
C29 C34 1.3941(19) . ?
C30 C31 1.393(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.384(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.372(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.380(2) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C40 1.390(2) . ?
C35 C36 1.398(2) . ?
C36 C37 1.389(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.377(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.377(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.389(2) . ?
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
C17 N1 C14 120.72(10) . . ?
C17 N1 C2 121.47(10) . . ?
C14 N1 C2 114.12(10) . . ?
C19 N18 C17 118.28(12) . . ?
C25 N24 C23 115.03(10) . . ?
C27 N26 C25 115.18(11) . . ?
C27 N28 C23 115.24(10) . . ?
C3 C2 C7 121.52(12) . . ?
C3 C2 N1 120.51(11) . . ?
C7 C2 N1 117.84(11) . . ?
C4 C3 C2 119.56(13) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 119.99(14) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.30(14) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C7 121.02(14) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C6 C7 C2 117.58(13) . . ?
C6 C7 C8 124.28(12) . . ?
C2 C7 C8 118.13(12) . . ?
C9 C8 C16 111.37(12) . . ?
C9 C8 C7 107.49(10) . . ?
C16 C8 C7 111.60(12) . . ?
C9 C8 C15 108.96(12) . . ?
C16 C8 C15 109.04(12) . . ?
C7 C8 C15 108.29(11) . . ?
C10 C9 C14 117.16(13) . . ?
C10 C9 C8 124.40(13) . . ?
C14 C9 C8 118.44(12) . . ?
C11 C10 C9 121.39(14) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C12 C11 C10 120.23(13) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 119.66(14) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 119.75(14) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C9 121.64(12) . . ?
C13 C14 N1 120.42(12) . . ?
C9 C14 N1 117.85(11) . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C16 H16A 109.5 . . ?
C8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N18 C17 C22 121.80(12) . . ?
N18 C17 N1 117.46(11) . . ?
C22 C17 N1 120.71(11) . . ?
N18 C19 C20 123.28(13) . . ?
N18 C19 H19 118.4 . . ?
C20 C19 H19 118.4 . . ?
C19 C20 C21 116.65(12) . . ?
C19 C20 C23 121.79(11) . . ?
C21 C20 C23 121.51(11) . . ?
C22 C21 C20 120.62(13) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C17 119.34(12) . . ?
C21 C22 H22 120.3 . . ?
C17 C22 H22 120.3 . . ?
N28 C23 N24 124.68(11) . . ?
N28 C23 C20 117.49(10) . . ?
N24 C23 C20 117.79(11) . . ?
N24 C25 N26 125.03(11) . . ?
N24 C25 C29 117.71(11) . . ?
N26 C25 C29 117.26(11) . . ?
N28 C27 N26 124.83(11) . . ?
N28 C27 C35 117.11(11) . . ?
N26 C27 C35 118.04(11) . . ?
C30 C29 C34 119.57(12) . . ?
C30 C29 C25 120.56(12) . . ?
C34 C29 C25 119.86(12) . . ?
C29 C30 C31 119.70(14) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C32 C31 C30 119.86(16) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C33 C32 C31 120.46(15) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C32 C33 C34 120.28(16) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C33 C34 C29 120.10(16) . . ?
C33 C34 H34 120.0 . . ?
C29 C34 H34 120.0 . . ?
C40 C35 C36 119.24(14) . . ?
C40 C35 C27 120.21(13) . . ?
C36 C35 C27 120.54(14) . . ?
C37 C36 C35 119.45(18) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C38 C37 C36 120.98(19) . . ?
C38 C37 H37 119.5 . . ?
C36 C37 H37 119.5 . . ?
C37 C38 C39 119.70(16) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C38 C39 C40 120.33(19) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
C39 C40 C35 120.31(17) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?

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
C17 N1 C2 C3 -64.64(16) . . . . ?
C14 N1 C2 C3 136.89(12) . . . . ?
C17 N1 C2 C7 119.40(13) . . . . ?
C14 N1 C2 C7 -39.07(15) . . . . ?
C7 C2 C3 C4 -1.4(2) . . . . ?
N1 C2 C3 C4 -177.25(12) . . . . ?
C2 C3 C4 C5 0.3(2) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C4 C5 C6 C7 -0.6(2) . . . . ?
C5 C6 C7 C2 -0.5(2) . . . . ?
C5 C6 C7 C8 179.94(13) . . . . ?
C3 C2 C7 C6 1.53(19) . . . . ?
N1 C2 C7 C6 177.46(11) . . . . ?
C3 C2 C7 C8 -178.90(12) . . . . ?
N1 C2 C7 C8 -2.98(17) . . . . ?
C6 C7 C8 C9 -140.88(13) . . . . ?
C2 C7 C8 C9 39.59(15) . . . . ?
C6 C7 C8 C16 -18.49(18) . . . . ?
C2 C7 C8 C16 161.98(12) . . . . ?
C6 C7 C8 C15 101.54(15) . . . . ?
C2 C7 C8 C15 -77.99(14) . . . . ?
C16 C8 C9 C10 19.83(18) . . . . ?
C7 C8 C9 C10 142.36(13) . . . . ?
C15 C8 C9 C10 -100.49(15) . . . . ?
C16 C8 C9 C14 -160.29(12) . . . . ?
C7 C8 C9 C14 -37.75(15) . . . . ?
C15 C8 C9 C14 79.39(15) . . . . ?
C14 C9 C10 C11 0.61(19) . . . . ?
C8 C9 C10 C11 -179.50(13) . . . . ?
C9 C10 C11 C12 2.5(2) . . . . ?
C10 C11 C12 C13 -2.2(2) . . . . ?
C11 C12 C13 C14 -1.2(2) . . . . ?
C12 C13 C14 C9 4.5(2) . . . . ?
C12 C13 C14 N1 -179.04(12) . . . . ?
C10 C9 C14 C13 -4.11(19) . . . . ?
C8 C9 C14 C13 176.00(12) . . . . ?
C10 C9 C14 N1 179.30(11) . . . . ?
C8 C9 C14 N1 -0.59(17) . . . . ?
C17 N1 C14 C13 65.80(16) . . . . ?
C2 N1 C14 C13 -135.56(12) . . . . ?
C17 N1 C14 C9 -117.57(13) . . . . ?
C2 N1 C14 C9 41.08(15) . . . . ?
C19 N18 C17 C22 1.7(2) . . . . ?
C19 N18 C17 N1 -176.60(12) . . . . ?
C14 N1 C17 N18 168.53(11) . . . . ?
C2 N1 C17 N18 11.46(17) . . . . ?
C14 N1 C17 C22 -9.84(17) . . . . ?
C2 N1 C17 C22 -166.91(12) . . . . ?
C17 N18 C19 C20 -0.1(2) . . . . ?
N18 C19 C20 C21 -1.0(2) . . . . ?
N18 C19 C20 C23 176.35(12) . . . . ?
C19 C20 C21 C22 0.49(18) . . . . ?
C23 C20 C21 C22 -176.85(11) . . . . ?
C20 C21 C22 C17 1.0(2) . . . . ?
N18 C17 C22 C21 -2.22(19) . . . . ?
N1 C17 C22 C21 176.08(11) . . . . ?
C27 N28 C23 N24 -0.09(16) . . . . ?
C27 N28 C23 C20 177.60(10) . . . . ?
C25 N24 C23 N28 -0.30(16) . . . . ?
C25 N24 C23 C20 -177.98(10) . . . . ?
C19 C20 C23 N28 -177.83(11) . . . . ?
C21 C20 C23 N28 -0.63(16) . . . . ?
C19 C20 C23 N24 0.02(17) . . . . ?
C21 C20 C23 N24 177.23(11) . . . . ?
C23 N24 C25 N26 -0.32(16) . . . . ?
C23 N24 C25 C29 179.25(10) . . . . ?
C27 N26 C25 N24 1.24(17) . . . . ?
C27 N26 C25 C29 -178.32(10) . . . . ?
C23 N28 C27 N26 1.16(17) . . . . ?
C23 N28 C27 C35 -177.17(10) . . . . ?
C25 N26 C27 N28 -1.69(17) . . . . ?
C25 N26 C27 C35 176.63(10) . . . . ?
N24 C25 C29 C30 -5.46(16) . . . . ?
N26 C25 C29 C30 174.14(11) . . . . ?
N24 C25 C29 C34 174.19(11) . . . . ?
N26 C25 C29 C34 -6.21(17) . . . . ?
C34 C29 C30 C31 -1.25(19) . . . . ?
C25 C29 C30 C31 178.41(12) . . . . ?
C29 C30 C31 C32 -0.3(2) . . . . ?
C30 C31 C32 C33 1.1(2) . . . . ?
C31 C32 C33 C34 -0.4(3) . . . . ?
C32 C33 C34 C29 -1.2(2) . . . . ?
C30 C29 C34 C33 2.0(2) . . . . ?
C25 C29 C34 C33 -177.66(12) . . . . ?
N28 C27 C35 C40 -2.70(17) . . . . ?
N26 C27 C35 C40 178.85(11) . . . . ?
N28 C27 C35 C36 175.88(12) . . . . ?
N26 C27 C35 C36 -2.57(18) . . . . ?
C40 C35 C36 C37 0.3(2) . . . . ?
C27 C35 C36 C37 -178.26(13) . . . . ?
C35 C36 C37 C38 -0.1(3) . . . . ?
C36 C37 C38 C39 -0.1(3) . . . . ?
C37 C38 C39 C40 0.0(3) . . . . ?
C38 C39 C40 C35 0.2(2) . . . . ?
C36 C35 C40 C39 -0.4(2) . . . . ?
C27 C35 C40 C39 178.24(13) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
