# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_xt0816-2
_database_code_depnum_ccdc_archive 'CCDC 2032228'
loop_
_audit_author_name
_audit_author_address
JinjinChen
;XTU
China
;
_audit_update_record             
;
2020-09-15 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;
_audit_creation_date             2020-08-16
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C21 H18 N2)'
_chemical_formula_sum            'C42 H36 N4'
_chemical_formula_weight         596.75
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.8205(14)
_cell_length_b                   9.6194(4)
_cell_length_c                   25.2718(13)
_cell_angle_alpha                90
_cell_angle_beta                 97.967(6)
_cell_angle_gamma                90
_cell_volume                     6216.4(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5445
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.1320
_cell_measurement_theta_min      3.1760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            13722
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.114
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  30.00   1.00    4.00    --  -11.27 -99.00 -30.00   30
  2  ω    -59.00  23.00   1.00    4.00    --   11.90 -37.00-180.00   82
  3  ω    -62.00  27.00   1.00    4.00    --   11.90 -19.00  60.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0015999000
_diffrn_orient_matrix_UB_12      -0.0534029000
_diffrn_orient_matrix_UB_13      0.0195123000
_diffrn_orient_matrix_UB_21      -0.0262507000
_diffrn_orient_matrix_UB_22      -0.0190958000
_diffrn_orient_matrix_UB_23      -0.0091871000
_diffrn_orient_matrix_UB_31      0.0088662000
_diffrn_orient_matrix_UB_32      -0.0471083000
_diffrn_orient_matrix_UB_33      -0.0183709000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4665
_reflns_number_total             5481
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     423
_refine_ls_number_reflns         5481
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0491
_refine_ls_restrained_S_all      1.047
_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+8.7102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1215
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C33(H33A,H33B),
 C34(H34A,H34B), C35(H35A,H35B), C36(H36A,H36B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4A), C5(H5), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C38(H38), C39(H39),
  C40(H40), C41(H41)
;
_atom_sites_solution_hydrogens   mixed
_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 0.43585(6) 0.45357(17) 0.39640(6) 0.0191(4) Uani 1 1 d . . . . .
H1 H 0.4180(8) 0.398(2) 0.3753(9) 0.024(6) Uiso 1 1 d . . . . .
N2 N 0.57944(6) 0.41208(16) 0.40649(6) 0.0199(4) Uani 1 1 d . . . . .
C1 C 0.41481(7) 0.56778(19) 0.41856(7) 0.0187(4) Uani 1 1 d . . . . .
C2 C 0.36198(7) 0.59966(19) 0.41824(7) 0.0210(4) Uani 1 1 d . . . . .
H2 H 0.335772 0.543204 0.400768 0.025 Uiso 1 1 calc R U . . .
C3 C 0.35023(8) 0.7185(2) 0.44495(8) 0.0239(4) Uani 1 1 d . . . . .
H3 H 0.315383 0.740930 0.446221 0.029 Uiso 1 1 calc R U . . .
C4 C 0.38906(8) 0.8051(2) 0.46987(8) 0.0269(5) Uani 1 1 d . . . . .
H4A H 0.379734 0.885628 0.486620 0.032 Uiso 1 1 calc R U . . .
C5 C 0.44163(8) 0.7740(2) 0.47030(7) 0.0231(4) Uani 1 1 d . . . . .
H5 H 0.467417 0.831937 0.487645 0.028 Uiso 1 1 calc R U . . .
C6 C 0.45512(7) 0.65319(19) 0.44398(7) 0.0192(4) Uani 1 1 d . . . . .
C7 C 0.50392(7) 0.58881(18) 0.43543(7) 0.0183(4) Uani 1 1 d . . . . .
C8 C 0.55664(7) 0.62318(19) 0.44958(7) 0.0191(4) Uani 1 1 d . . . . .
C9 C 0.57358(8) 0.75178(19) 0.48147(8) 0.0229(4) Uani 1 1 d . . . . .
H9A H 0.570572 0.734877 0.518764 0.028 Uiso 1 1 calc R U . . .
H9B H 0.550191 0.827646 0.469252 0.028 Uiso 1 1 calc R U . . .
C10 C 0.62930(8) 0.7948(2) 0.47683(8) 0.0275(5) Uani 1 1 d . . . . .
H10A H 0.630484 0.836305 0.442034 0.033 Uiso 1 1 calc R U . . .
H10B H 0.640692 0.864191 0.503792 0.033 Uiso 1 1 calc R U . . .
C11 C 0.66611(8) 0.6714(2) 0.48393(8) 0.0263(5) Uani 1 1 d . . . . .
H11A H 0.701518 0.702507 0.481947 0.032 Uiso 1 1 calc R U . . .
H11B H 0.665368 0.630779 0.518949 0.032 Uiso 1 1 calc R U . . .
C12 C 0.65088(8) 0.5628(2) 0.44160(8) 0.0258(5) Uani 1 1 d . . . . .
H12A H 0.661375 0.594340 0.408214 0.031 Uiso 1 1 calc R U . . .
H12B H 0.669821 0.477693 0.451823 0.031 Uiso 1 1 calc R U . . .
C13 C 0.59319(7) 0.53169(19) 0.43280(7) 0.0196(4) Uani 1 1 d . . . . .
C14 C 0.49002(7) 0.46620(19) 0.40581(7) 0.0203(4) Uani 1 1 d . . . . .
C15 C 0.52899(7) 0.37658(19) 0.39331(7) 0.0205(4) Uani 1 1 d . . . . .
C16 C 0.51700(7) 0.23871(19) 0.36807(7) 0.0210(4) Uani 1 1 d . . . . .
C17 C 0.54541(8) 0.1216(2) 0.38754(8) 0.0258(4) Uani 1 1 d . . . . .
H17 H 0.573645 0.131173 0.414454 0.031 Uiso 1 1 calc R U . . .
C18 C 0.53168(9) -0.0085(2) 0.36692(8) 0.0301(5) Uani 1 1 d . . . . .
H18 H 0.550641 -0.086045 0.380292 0.036 Uiso 1 1 calc R U . . .
C19 C 0.49025(8) -0.0243(2) 0.32681(8) 0.0294(5) Uani 1 1 d . . . . .
H19 H 0.480523 -0.112530 0.314041 0.035 Uiso 1 1 calc R U . . .
C20 C 0.46310(8) 0.0915(2) 0.30555(9) 0.0303(5) Uani 1 1 d . . . . .
H20 H 0.435770 0.081637 0.277686 0.036 Uiso 1 1 calc R U . . .
C21 C 0.47678(8) 0.2224(2) 0.32593(8) 0.0253(4) Uani 1 1 d . . . . .
H21 H 0.458821 0.300097 0.311206 0.030 Uiso 1 1 calc R U . . .
N3 N 0.64528(6) 0.31009(16) 0.19186(6) 0.0186(3) Uani 1 1 d . . . . .
N4 N 0.65537(6) 0.28107(17) 0.33889(6) 0.0191(4) Uani 1 1 d . . . . .
H4 H 0.6357(8) 0.332(2) 0.3525(8) 0.020(6) Uiso 1 1 d . . . . .
C22 C 0.61626(7) 0.48821(19) 0.24963(7) 0.0209(4) Uani 1 1 d . . . . .
C23 C 0.63444(8) 0.6054(2) 0.22489(8) 0.0261(5) Uani 1 1 d . . . . .
H23 H 0.658802 0.595433 0.201280 0.031 Uiso 1 1 calc R U . . .
C24 C 0.61600(9) 0.7359(2) 0.23572(9) 0.0315(5) Uani 1 1 d . . . . .
H24 H 0.627999 0.813574 0.219180 0.038 Uiso 1 1 calc R U . . .
C25 C 0.58009(8) 0.7519(2) 0.27069(8) 0.0293(5) Uani 1 1 d . . . . .
H25 H 0.568895 0.840445 0.278630 0.035 Uiso 1 1 calc R U . . .
C26 C 0.56059(8) 0.6369(2) 0.29407(8) 0.0300(5) Uani 1 1 d . . . . .
H26 H 0.535693 0.647532 0.317060 0.036 Uiso 1 1 calc R U . . .
C27 C 0.57847(8) 0.5052(2) 0.28299(8) 0.0252(5) Uani 1 1 d . . . . .
H27 H 0.564884 0.427535 0.298158 0.030 Uiso 1 1 calc R U . . .
C28 C 0.63907(7) 0.34934(19) 0.24164(7) 0.0201(4) Uani 1 1 d . . . . .
C29 C 0.65654(7) 0.26254(19) 0.28449(7) 0.0197(4) Uani 1 1 d . . . . .
C30 C 0.68436(7) 0.13899(19) 0.27633(7) 0.0188(4) Uani 1 1 d . . . . .
C31 C 0.69159(7) 0.10148(19) 0.22424(7) 0.0195(4) Uani 1 1 d . . . . .
C32 C 0.66958(7) 0.18933(19) 0.18315(7) 0.0200(4) Uani 1 1 d . . . . .
C33 C 0.67075(8) 0.1532(2) 0.12542(8) 0.0243(4) Uani 1 1 d . . . . .
H33A H 0.675182 0.237773 0.105628 0.029 Uiso 1 1 calc R U . . .
H33B H 0.637468 0.112336 0.110844 0.029 Uiso 1 1 calc R U . . .
C34 C 0.71442(8) 0.0523(2) 0.11767(8) 0.0287(5) Uani 1 1 d . . . . .
H34A H 0.710027 0.020172 0.080944 0.034 Uiso 1 1 calc R U . . .
H34B H 0.747904 0.099268 0.124898 0.034 Uiso 1 1 calc R U . . .
C35 C 0.71357(9) -0.0709(2) 0.15500(8) 0.0292(5) Uani 1 1 d . . . . .
H35A H 0.740325 -0.136929 0.148383 0.035 Uiso 1 1 calc R U . . .
H35B H 0.679920 -0.117036 0.147901 0.035 Uiso 1 1 calc R U . . .
C36 C 0.72310(8) -0.0251(2) 0.21303(8) 0.0253(4) Uani 1 1 d . . . . .
H36A H 0.714400 -0.101207 0.235391 0.030 Uiso 1 1 calc R U . . .
H36B H 0.759984 -0.004663 0.222701 0.030 Uiso 1 1 calc R U . . .
C37 C 0.69987(7) 0.07966(19) 0.32870(7) 0.0192(4) Uani 1 1 d . . . . .
C38 C 0.72721(7) -0.0401(2) 0.34820(8) 0.0236(4) Uani 1 1 d . . . . .
H38 H 0.740037 -0.101992 0.324900 0.028 Uiso 1 1 calc R U . . .
C39 C 0.73472(8) -0.0644(2) 0.40273(8) 0.0260(5) Uani 1 1 d . . . . .
H39 H 0.751946 -0.144753 0.415923 0.031 Uiso 1 1 calc R U . . .
C40 C 0.71692(8) 0.0292(2) 0.43815(8) 0.0247(4) Uani 1 1 d . . . . .
H40 H 0.723744 0.011661 0.474641 0.030 Uiso 1 1 calc R U . . .
C41 C 0.68952(7) 0.1471(2) 0.42068(8) 0.0229(4) Uani 1 1 d . . . . .
H41 H 0.677225 0.208443 0.444534 0.028 Uiso 1 1 calc R U . . .
C42 C 0.68090(7) 0.17094(19) 0.36537(7) 0.0194(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 H1 0.84(2) . ?
N1 C1 1.378(2) . ?
N1 C14 1.391(2) . ?
N2 C13 1.351(2) . ?
N2 C15 1.343(2) . ?
C1 C2 1.397(3) . ?
C1 C6 1.409(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(3) . ?
C4 H4A 0.9300 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.407(3) . ?
C6 C7 1.447(3) . ?
C7 C8 1.398(3) . ?
C7 C14 1.416(3) . ?
C8 C9 1.508(3) . ?
C8 C13 1.399(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.517(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.516(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.508(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.505(3) . ?
C14 C15 1.394(3) . ?
C15 C16 1.485(3) . ?
C16 C17 1.396(3) . ?
C16 C21 1.390(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.376(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.385(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(3) . ?
C21 H21 0.9300 . ?
N3 C28 1.344(2) . ?
N3 C32 1.353(2) . ?
N4 H4 0.81(2) . ?
N4 C29 1.391(2) . ?
N4 C42 1.372(2) . ?
C22 C23 1.401(3) . ?
C22 C27 1.385(3) . ?
C22 C28 1.485(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.384(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.376(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.382(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.390(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.392(3) . ?
C29 C30 1.419(3) . ?
C30 C31 1.402(3) . ?
C30 C37 1.446(3) . ?
C31 C32 1.397(3) . ?
C31 C36 1.513(3) . ?
C32 C33 1.504(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 C34 1.521(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 C35 1.517(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.518(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.404(3) . ?
C37 C42 1.413(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.385(3) . ?
C39 H39 0.9300 . ?
C39 C40 1.392(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.377(3) . ?
C41 H41 0.9300 . ?
C41 C42 1.403(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 H1 123.2(14) . . ?
C1 N1 C14 107.73(16) . . ?
C14 N1 H1 127.6(14) . . ?
C15 N2 C13 121.22(16) . . ?
N1 C1 C2 127.73(17) . . ?
N1 C1 C6 110.01(16) . . ?
C2 C1 C6 122.25(17) . . ?
C1 C2 H2 121.3 . . ?
C3 C2 C1 117.31(18) . . ?
C3 C2 H2 121.3 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.67(18) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4A 119.4 . . ?
C3 C4 C5 121.25(18) . . ?
C5 C4 H4A 119.4 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.70(18) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 106.60(16) . . ?
C5 C6 C1 118.80(17) . . ?
C5 C6 C7 134.60(18) . . ?
C8 C7 C6 134.24(17) . . ?
C8 C7 C14 119.91(17) . . ?
C14 C7 C6 105.86(16) . . ?
C7 C8 C9 122.06(17) . . ?
C7 C8 C13 116.59(17) . . ?
C13 C8 C9 121.36(17) . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
C8 C9 C10 112.98(16) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 C9 111.28(16) . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 111.17(17) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C11 C12 H12A 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C11 113.44(16) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
N2 C13 C8 122.85(17) . . ?
N2 C13 C12 115.41(16) . . ?
C8 C13 C12 121.71(17) . . ?
N1 C14 C7 109.77(16) . . ?
N1 C14 C15 130.35(17) . . ?
C15 C14 C7 119.78(18) . . ?
N2 C15 C14 119.48(17) . . ?
N2 C15 C16 118.09(16) . . ?
C14 C15 C16 122.36(17) . . ?
C17 C16 C15 120.05(17) . . ?
C21 C16 C15 121.29(17) . . ?
C21 C16 C17 118.64(18) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.17(19) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.68(19) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.78(19) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.79(19) . . ?
C21 C20 H20 120.1 . . ?
C16 C21 H21 119.6 . . ?
C20 C21 C16 120.82(19) . . ?
C20 C21 H21 119.6 . . ?
C28 N3 C32 120.78(16) . . ?
C29 N4 H4 126.5(15) . . ?
C42 N4 H4 122.8(14) . . ?
C42 N4 C29 107.96(16) . . ?
C23 C22 C28 119.95(17) . . ?
C27 C22 C23 119.01(18) . . ?
C27 C22 C28 120.99(17) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 C22 119.73(18) . . ?
C24 C23 H23 120.1 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.66(19) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.20(19) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.54(19) . . ?
C27 C26 H26 120.2 . . ?
C22 C27 C26 120.77(19) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
N3 C28 C22 118.75(16) . . ?
N3 C28 C29 119.45(17) . . ?
C29 C28 C22 121.72(17) . . ?
N4 C29 C28 130.01(17) . . ?
N4 C29 C30 109.38(16) . . ?
C28 C29 C30 120.37(17) . . ?
C29 C30 C37 106.22(16) . . ?
C31 C30 C29 119.21(17) . . ?
C31 C30 C37 134.56(17) . . ?
C30 C31 C36 121.87(17) . . ?
C32 C31 C30 116.67(17) . . ?
C32 C31 C36 121.44(17) . . ?
N3 C32 C31 123.27(17) . . ?
N3 C32 C33 115.36(16) . . ?
C31 C32 C33 121.36(17) . . ?
C32 C33 H33A 109.0 . . ?
C32 C33 H33B 109.0 . . ?
C32 C33 C34 112.78(17) . . ?
H33A C33 H33B 107.8 . . ?
C34 C33 H33A 109.0 . . ?
C34 C33 H33B 109.0 . . ?
C33 C34 H34A 109.6 . . ?
C33 C34 H34B 109.6 . . ?
H34A C34 H34B 108.2 . . ?
C35 C34 C33 110.10(16) . . ?
C35 C34 H34A 109.6 . . ?
C35 C34 H34B 109.6 . . ?
C34 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
C34 C35 C36 111.08(17) . . ?
H35A C35 H35B 108.0 . . ?
C36 C35 H35A 109.4 . . ?
C36 C35 H35B 109.4 . . ?
C31 C36 C35 113.26(16) . . ?
C31 C36 H36A 108.9 . . ?
C31 C36 H36B 108.9 . . ?
C35 C36 H36A 108.9 . . ?
C35 C36 H36B 108.9 . . ?
H36A C36 H36B 107.7 . . ?
C38 C37 C30 134.99(18) . . ?
C38 C37 C42 118.88(17) . . ?
C42 C37 C30 106.13(16) . . ?
C37 C38 H38 120.6 . . ?
C39 C38 C37 118.82(18) . . ?
C39 C38 H38 120.6 . . ?
C38 C39 H39 119.4 . . ?
C38 C39 C40 121.16(18) . . ?
C40 C39 H39 119.4 . . ?
C39 C40 H40 119.1 . . ?
C41 C40 C39 121.85(18) . . ?
C41 C40 H40 119.1 . . ?
C40 C41 H41 121.4 . . ?
C40 C41 C42 117.21(18) . . ?
C42 C41 H41 121.4 . . ?
N4 C42 C37 110.29(16) . . ?
N4 C42 C41 127.65(17) . . ?
C41 C42 C37 122.04(17) . . ?

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 C2 C3 177.72(17) . . . . ?
N1 C1 C6 C5 -178.50(16) . . . . ?
N1 C1 C6 C7 1.7(2) . . . . ?
N1 C14 C15 N2 179.77(17) . . . . ?
N1 C14 C15 C16 -3.3(3) . . . . ?
N2 C15 C16 C17 42.6(2) . . . . ?
N2 C15 C16 C21 -139.17(19) . . . . ?
C1 N1 C14 C7 1.3(2) . . . . ?
C1 N1 C14 C15 177.49(19) . . . . ?
C1 C2 C3 C4 1.7(3) . . . . ?
C1 C6 C7 C8 178.82(19) . . . . ?
C1 C6 C7 C14 -0.90(19) . . . . ?
C2 C1 C6 C5 0.5(3) . . . . ?
C2 C1 C6 C7 -179.25(16) . . . . ?
C2 C3 C4 C5 -1.8(3) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C4 C5 C6 C7 179.23(19) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C5 C6 C7 C14 179.4(2) . . . . ?
C6 C1 C2 C3 -1.1(3) . . . . ?
C6 C7 C8 C9 0.8(3) . . . . ?
C6 C7 C8 C13 -179.38(18) . . . . ?
C6 C7 C14 N1 -0.2(2) . . . . ?
C6 C7 C14 C15 -176.90(16) . . . . ?
C7 C8 C9 C10 -160.93(17) . . . . ?
C7 C8 C13 N2 -3.2(3) . . . . ?
C7 C8 C13 C12 174.97(17) . . . . ?
C7 C14 C15 N2 -4.3(3) . . . . ?
C7 C14 C15 C16 172.61(16) . . . . ?
C8 C7 C14 N1 -179.97(16) . . . . ?
C8 C7 C14 C15 3.3(3) . . . . ?
C8 C9 C10 C11 -46.5(2) . . . . ?
C9 C8 C13 N2 176.62(17) . . . . ?
C9 C8 C13 C12 -5.2(3) . . . . ?
C9 C10 C11 C12 61.0(2) . . . . ?
C10 C11 C12 C13 -45.8(2) . . . . ?
C11 C12 C13 N2 -163.13(16) . . . . ?
C11 C12 C13 C8 18.6(3) . . . . ?
C13 N2 C15 C14 1.6(3) . . . . ?
C13 N2 C15 C16 -175.49(16) . . . . ?
C13 C8 C9 C10 19.3(2) . . . . ?
C14 N1 C1 C2 179.18(18) . . . . ?
C14 N1 C1 C6 -1.8(2) . . . . ?
C14 C7 C8 C9 -179.47(16) . . . . ?
C14 C7 C8 C13 0.3(2) . . . . ?
C14 C15 C16 C17 -134.4(2) . . . . ?
C14 C15 C16 C21 43.9(3) . . . . ?
C15 N2 C13 C8 2.3(3) . . . . ?
C15 N2 C13 C12 -175.96(16) . . . . ?
C15 C16 C17 C18 174.92(18) . . . . ?
C15 C16 C21 C20 -174.65(18) . . . . ?
C16 C17 C18 C19 0.5(3) . . . . ?
C17 C16 C21 C20 3.6(3) . . . . ?
C17 C18 C19 C20 2.2(3) . . . . ?
C18 C19 C20 C21 -2.0(3) . . . . ?
C19 C20 C21 C16 -1.0(3) . . . . ?
C21 C16 C17 C18 -3.4(3) . . . . ?
N3 C28 C29 N4 178.75(18) . . . . ?
N3 C28 C29 C30 5.0(3) . . . . ?
N3 C32 C33 C34 157.90(16) . . . . ?
N4 C29 C30 C31 -178.37(16) . . . . ?
N4 C29 C30 C37 0.9(2) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C22 C28 C29 N4 2.2(3) . . . . ?
C22 C28 C29 C30 -171.61(17) . . . . ?
C23 C22 C27 C26 -3.2(3) . . . . ?
C23 C22 C28 N3 -46.5(3) . . . . ?
C23 C22 C28 C29 130.1(2) . . . . ?
C23 C24 C25 C26 -2.3(3) . . . . ?
C24 C25 C26 C27 1.5(3) . . . . ?
C25 C26 C27 C22 1.2(3) . . . . ?
C27 C22 C23 C24 2.5(3) . . . . ?
C27 C22 C28 N3 136.02(19) . . . . ?
C27 C22 C28 C29 -47.4(3) . . . . ?
C28 N3 C32 C31 -2.9(3) . . . . ?
C28 N3 C32 C33 176.08(16) . . . . ?
C28 C22 C23 C24 -175.00(19) . . . . ?
C28 C22 C27 C26 174.24(18) . . . . ?
C28 C29 C30 C31 -3.4(3) . . . . ?
C28 C29 C30 C37 175.87(17) . . . . ?
C29 N4 C42 C37 0.9(2) . . . . ?
C29 N4 C42 C41 179.47(18) . . . . ?
C29 C30 C31 C32 -1.1(3) . . . . ?
C29 C30 C31 C36 176.99(17) . . . . ?
C29 C30 C37 C38 179.1(2) . . . . ?
C29 C30 C37 C42 -0.4(2) . . . . ?
C30 C31 C32 N3 4.3(3) . . . . ?
C30 C31 C32 C33 -174.61(17) . . . . ?
C30 C31 C36 C35 163.50(18) . . . . ?
C30 C37 C38 C39 -179.6(2) . . . . ?
C30 C37 C42 N4 -0.3(2) . . . . ?
C30 C37 C42 C41 -178.98(17) . . . . ?
C31 C30 C37 C38 -1.7(4) . . . . ?
C31 C30 C37 C42 178.8(2) . . . . ?
C31 C32 C33 C34 -23.1(3) . . . . ?
C32 N3 C28 C22 174.83(16) . . . . ?
C32 N3 C28 C29 -1.9(3) . . . . ?
C32 C31 C36 C35 -18.5(3) . . . . ?
C32 C33 C34 C35 49.7(2) . . . . ?
C33 C34 C35 C36 -62.2(2) . . . . ?
C34 C35 C36 C31 45.6(2) . . . . ?
C36 C31 C32 N3 -173.75(17) . . . . ?
C36 C31 C32 C33 7.3(3) . . . . ?
C37 C30 C31 C32 179.86(19) . . . . ?
C37 C30 C31 C36 -2.1(3) . . . . ?
C37 C38 C39 C40 -1.7(3) . . . . ?
C38 C37 C42 N4 -179.91(16) . . . . ?
C38 C37 C42 C41 1.4(3) . . . . ?
C38 C39 C40 C41 2.4(3) . . . . ?
C39 C40 C41 C42 -1.1(3) . . . . ?
C40 C41 C42 N4 -179.22(18) . . . . ?
C40 C41 C42 C37 -0.8(3) . . . . ?
C42 N4 C29 C28 -175.43(19) . . . . ?
C42 N4 C29 C30 -1.1(2) . . . . ?
C42 C37 C38 C39 -0.1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.574
_oxdiff_exptl_absorpt_empirical_full_min 0.650
####################################################################### 
# 
# 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_2-3
_database_code_depnum_ccdc_archive 'CCDC 2060139'
loop_
_audit_author_name
_audit_author_address
JinjinChen
;XTU
China
;
_audit_update_record             
;
2021-01-31 deposited with the CCDC.	2024-05-03 downloaded from the CCDC.
;
_audit_creation_date             2020-10-24
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24 N2'
_chemical_formula_sum            'C30 H24 N2'
_chemical_formula_weight         412.51
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

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

_cell_length_a                   15.7202(8)
_cell_length_b                   11.7394(7)
_cell_length_c                   11.6984(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.880(5)
_cell_angle_gamma                90
_cell_volume                     2143.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4149
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      28.9030
_cell_measurement_theta_min      2.8840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10160
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.171
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00   8.00   1.00    5.00    --  -11.27 -77.00-120.00   80
  2  ω     35.00  71.00   1.00    5.00    --   11.90-178.00 -60.00   36
  3  ω    -14.00  84.00   1.00    5.00    --   11.90  57.00   0.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0078286000
_diffrn_orient_matrix_UB_12      -0.0166915000
_diffrn_orient_matrix_UB_13      0.0586046000
_diffrn_orient_matrix_UB_21      -0.0443943000
_diffrn_orient_matrix_UB_22      -0.0101410000
_diffrn_orient_matrix_UB_23      0.0007358000
_diffrn_orient_matrix_UB_31      0.0055724000
_diffrn_orient_matrix_UB_32      -0.0572160000
_diffrn_orient_matrix_UB_33      -0.0171373000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3101
_reflns_number_total             3764
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         3764
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0456
_refine_ls_restrained_S_all      1.064
_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)+(0.0450P)²+0.7687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1122
_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:
 C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5), C13(H13), C14(H14), C15(H15), C17(H17),
 C18(H18), C20(H20), C21(H21), C25(H25), C26(H26), C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.30625(8) 0.45217(12) 0.35864(11) 0.0216(3) Uani 1 1 d . . . . .
N2 N 0.47061(9) 0.56102(13) 0.18709(12) 0.0232(3) Uani 1 1 d . . . . .
H2 H 0.4514(12) 0.6136(17) 0.1384(16) 0.030(5) Uiso 1 1 d . . . . .
C1 C 0.55597(10) 0.53111(14) 0.20920(14) 0.0218(4) Uani 1 1 d . . . . .
C2 C 0.62415(11) 0.56785(16) 0.15325(15) 0.0267(4) Uani 1 1 d . . . . .
H2A H 0.616245 0.620036 0.093110 0.032 Uiso 1 1 calc R U . . .
C3 C 0.70377(11) 0.52395(16) 0.19038(15) 0.0284(4) Uani 1 1 d . . . . .
H3 H 0.750729 0.546977 0.154806 0.034 Uiso 1 1 calc R U . . .
C4 C 0.71536(11) 0.44549(16) 0.28044(16) 0.0286(4) Uani 1 1 d . . . . .
H4 H 0.769840 0.416513 0.303052 0.034 Uiso 1 1 calc R U . . .
C5 C 0.64782(10) 0.40992(15) 0.33671(15) 0.0252(4) Uani 1 1 d . . . . .
H5 H 0.656552 0.358034 0.397043 0.030 Uiso 1 1 calc R U . . .
C6 C 0.56579(10) 0.45329(14) 0.30144(14) 0.0203(4) Uani 1 1 d . . . . .
C7 C 0.48142(10) 0.43751(14) 0.33646(14) 0.0196(4) Uani 1 1 d . . . . .
C8 C 0.42550(10) 0.50458(14) 0.26398(13) 0.0202(4) Uani 1 1 d . . . . .
C9 C 0.33686(10) 0.51058(14) 0.27620(14) 0.0198(4) Uani 1 1 d . . . . .
C10 C 0.44869(10) 0.37438(14) 0.42500(13) 0.0205(4) Uani 1 1 d . . . . .
C11 C 0.35912(10) 0.38523(14) 0.43259(14) 0.0209(4) Uani 1 1 d . . . . .
C12 C 0.32184(11) 0.32680(15) 0.52092(14) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.37343(11) 0.26142(15) 0.59774(15) 0.0269(4) Uani 1 1 d . . . . .
H13 H 0.349453 0.223222 0.655741 0.032 Uiso 1 1 calc R U . . .
C14 C 0.46163(11) 0.25079(16) 0.59085(15) 0.0281(4) Uani 1 1 d . . . . .
H14 H 0.495163 0.205835 0.644029 0.034 Uiso 1 1 calc R U . . .
C15 C 0.49857(11) 0.30609(15) 0.50649(15) 0.0246(4) Uani 1 1 d . . . . .
H15 H 0.557077 0.298594 0.502856 0.030 Uiso 1 1 calc R U . . .
C16 C 0.27527(10) 0.58251(14) 0.20280(14) 0.0206(4) Uani 1 1 d . . . . .
C17 C 0.28100(10) 0.60349(15) 0.08662(14) 0.0240(4) Uani 1 1 d . . . . .
H17 H 0.325990 0.572397 0.052093 0.029 Uiso 1 1 calc R U . . .
C18 C 0.22030(10) 0.67021(15) 0.02214(15) 0.0253(4) Uani 1 1 d . . . . .
H18 H 0.225534 0.683415 -0.055095 0.030 Uiso 1 1 calc R U . . .
C19 C 0.15195(10) 0.71778(15) 0.06995(15) 0.0240(4) Uani 1 1 d . . . . .
C20 C 0.14621(11) 0.69580(15) 0.18522(15) 0.0262(4) Uani 1 1 d . . . . .
H20 H 0.100717 0.726096 0.219271 0.031 Uiso 1 1 calc R U . . .
C21 C 0.20628(11) 0.63019(15) 0.25041(15) 0.0252(4) Uani 1 1 d . . . . .
H21 H 0.200760 0.617411 0.327632 0.030 Uiso 1 1 calc R U . . .
C22 C 0.08544(11) 0.78967(18) 0.00023(16) 0.0360(5) Uani 1 1 d . . . . .
H22A H 0.102989 0.868039 0.004348 0.054 Uiso 1 1 calc R U . . .
H22B H 0.031583 0.781902 0.030418 0.054 Uiso 1 1 calc R U . . .
H22C H 0.079349 0.764915 -0.078539 0.054 Uiso 1 1 calc R U . . .
C23 C 0.22692(11) 0.33867(16) 0.53162(15) 0.0269(4) Uani 1 1 d . . . . .
H23A H 0.218484 0.331408 0.612085 0.032 Uiso 1 1 calc R U . . .
H23B H 0.208368 0.414386 0.506501 0.032 Uiso 1 1 calc R U . . .
C24 C 0.17137(10) 0.25196(15) 0.46260(15) 0.0242(4) Uani 1 1 d . . . . .
C25 C 0.14193(10) 0.26915(16) 0.34702(15) 0.0274(4) Uani 1 1 d . . . . .
H25 H 0.155937 0.336167 0.311233 0.033 Uiso 1 1 calc R U . . .
C26 C 0.09226(11) 0.18845(17) 0.28446(16) 0.0309(4) Uani 1 1 d . . . . .
H26 H 0.073585 0.202364 0.207265 0.037 Uiso 1 1 calc R U . . .
C27 C 0.06945(11) 0.08705(16) 0.33380(17) 0.0310(4) Uani 1 1 d . . . . .
C28 C 0.09746(11) 0.07091(16) 0.44982(17) 0.0299(4) Uani 1 1 d . . . . .
H28 H 0.082043 0.004808 0.486030 0.036 Uiso 1 1 calc R U . . .
C29 C 0.14772(11) 0.15095(15) 0.51254(15) 0.0277(4) Uani 1 1 d . . . . .
H29 H 0.166160 0.137080 0.589813 0.033 Uiso 1 1 calc R U . . .
C30 C 0.01852(13) -0.00322(19) 0.2646(2) 0.0465(6) Uani 1 1 d . . . . .
H30A H 0.056555 -0.061282 0.243034 0.070 Uiso 1 1 calc R U . . .
H30B H -0.011434 0.030403 0.196514 0.070 Uiso 1 1 calc R U . . .
H30C H -0.022039 -0.036363 0.309997 0.070 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 C9 1.320(2) . ?
N1 C11 1.373(2) . ?
N2 H2 0.87(2) . ?
N2 C1 1.381(2) . ?
N2 C8 1.380(2) . ?
C1 C2 1.390(2) . ?
C1 C6 1.408(2) . ?
C2 H2A 0.9300 . ?
C2 C3 1.375(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.395(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.402(2) . ?
C6 C7 1.446(2) . ?
C7 C8 1.390(2) . ?
C7 C10 1.419(2) . ?
C8 C9 1.419(2) . ?
C9 C16 1.479(2) . ?
C10 C11 1.427(2) . ?
C10 C15 1.410(2) . ?
C11 C12 1.424(2) . ?
C12 C13 1.371(2) . ?
C12 C23 1.519(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.404(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.367(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.395(2) . ?
C16 C21 1.394(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(2) . ?
C19 C20 1.386(2) . ?
C19 C22 1.505(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.376(2) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.511(2) . ?
C24 C25 1.390(2) . ?
C24 C29 1.392(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.380(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.389(3) . ?
C27 C28 1.389(3) . ?
C27 C30 1.505(3) . ?
C28 H28 0.9300 . ?
C28 C29 1.381(3) . ?
C29 H29 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C11 120.77(14) . . ?
C1 N2 H2 123.8(12) . . ?
C8 N2 H2 127.1(12) . . ?
C8 N2 C1 108.63(14) . . ?
N2 C1 C2 128.30(16) . . ?
N2 C1 C6 108.86(14) . . ?
C2 C1 C6 122.84(15) . . ?
C1 C2 H2A 121.3 . . ?
C3 C2 C1 117.33(16) . . ?
C3 C2 H2A 121.3 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.18(16) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.46(16) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.6 . . ?
C4 C5 C6 118.89(16) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C7 106.27(14) . . ?
C5 C6 C1 118.28(15) . . ?
C5 C6 C7 135.45(16) . . ?
C8 C7 C6 106.80(14) . . ?
C8 C7 C10 118.86(15) . . ?
C10 C7 C6 134.32(15) . . ?
N2 C8 C7 109.43(14) . . ?
N2 C8 C9 128.99(15) . . ?
C7 C8 C9 121.56(15) . . ?
N1 C9 C8 119.73(15) . . ?
N1 C9 C16 116.75(14) . . ?
C8 C9 C16 123.50(15) . . ?
C7 C10 C11 116.46(15) . . ?
C15 C10 C7 124.72(15) . . ?
C15 C10 C11 118.79(15) . . ?
N1 C11 C10 122.63(15) . . ?
N1 C11 C12 117.54(14) . . ?
C12 C11 C10 119.82(15) . . ?
C11 C12 C23 120.64(15) . . ?
C13 C12 C11 118.87(15) . . ?
C13 C12 C23 120.48(15) . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.52(16) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.46(17) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 H15 119.7 . . ?
C14 C15 C10 120.54(16) . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C9 123.52(15) . . ?
C21 C16 C9 118.91(15) . . ?
C21 C16 C17 117.55(15) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.63(16) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.2 . . ?
C17 C18 C19 121.62(16) . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C22 121.91(16) . . ?
C20 C19 C18 117.47(16) . . ?
C20 C19 C22 120.62(16) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 C19 121.52(16) . . ?
C21 C20 H20 119.2 . . ?
C16 C21 H21 119.4 . . ?
C20 C21 C16 121.21(16) . . ?
C20 C21 H21 119.4 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C12 C23 H23A 108.8 . . ?
C12 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C12 113.89(14) . . ?
C24 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C25 C24 C23 121.72(16) . . ?
C25 C24 C29 117.21(16) . . ?
C29 C24 C23 121.07(16) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.15(17) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 119.1 . . ?
C25 C26 C27 121.71(17) . . ?
C27 C26 H26 119.1 . . ?
C26 C27 C28 117.12(17) . . ?
C26 C27 C30 121.81(18) . . ?
C28 C27 C30 121.05(18) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.38(17) . . ?
C29 C28 H28 119.3 . . ?
C24 C29 H29 119.3 . . ?
C28 C29 C24 121.42(17) . . ?
C28 C29 H29 119.3 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C9 C16 C17 -147.34(16) . . . . ?
N1 C9 C16 C21 31.0(2) . . . . ?
N1 C11 C12 C13 -178.49(15) . . . . ?
N1 C11 C12 C23 0.2(2) . . . . ?
N2 C1 C2 C3 -178.98(17) . . . . ?
N2 C1 C6 C5 178.76(14) . . . . ?
N2 C1 C6 C7 -0.67(18) . . . . ?
N2 C8 C9 N1 -177.63(16) . . . . ?
N2 C8 C9 C16 0.5(3) . . . . ?
C1 N2 C8 C7 -0.07(19) . . . . ?
C1 N2 C8 C9 178.30(17) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C6 C7 C8 0.62(18) . . . . ?
C1 C6 C7 C10 -177.50(18) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
C2 C1 C6 C7 179.51(16) . . . . ?
C2 C3 C4 C5 -0.8(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 0.4(2) . . . . ?
C4 C5 C6 C7 179.59(18) . . . . ?
C5 C6 C7 C8 -178.66(18) . . . . ?
C5 C6 C7 C10 3.2(3) . . . . ?
C6 C1 C2 C3 0.8(3) . . . . ?
C6 C7 C8 N2 -0.35(18) . . . . ?
C6 C7 C8 C9 -178.86(15) . . . . ?
C6 C7 C10 C11 177.89(17) . . . . ?
C6 C7 C10 C15 0.1(3) . . . . ?
C7 C8 C9 N1 0.6(2) . . . . ?
C7 C8 C9 C16 178.68(15) . . . . ?
C7 C10 C11 N1 0.4(2) . . . . ?
C7 C10 C11 C12 -178.44(15) . . . . ?
C7 C10 C15 C14 178.15(16) . . . . ?
C8 N2 C1 C2 -179.72(17) . . . . ?
C8 N2 C1 C6 0.47(19) . . . . ?
C8 C7 C10 C11 -0.1(2) . . . . ?
C8 C7 C10 C15 -177.89(15) . . . . ?
C8 C9 C16 C17 34.5(3) . . . . ?
C8 C9 C16 C21 -147.14(17) . . . . ?
C9 N1 C11 C10 -0.2(2) . . . . ?
C9 N1 C11 C12 178.62(15) . . . . ?
C9 C16 C17 C18 178.91(16) . . . . ?
C9 C16 C21 C20 -178.65(16) . . . . ?
C10 C7 C8 N2 178.12(14) . . . . ?
C10 C7 C8 C9 -0.4(2) . . . . ?
C10 C11 C12 C13 0.4(2) . . . . ?
C10 C11 C12 C23 179.05(15) . . . . ?
C11 N1 C9 C8 -0.2(2) . . . . ?
C11 N1 C9 C16 -178.48(14) . . . . ?
C11 C10 C15 C14 0.4(3) . . . . ?
C11 C12 C13 C14 -0.2(3) . . . . ?
C11 C12 C23 C24 89.4(2) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C12 C23 C24 C25 -85.3(2) . . . . ?
C12 C23 C24 C29 94.54(19) . . . . ?
C13 C12 C23 C24 -91.92(19) . . . . ?
C13 C14 C15 C10 -0.2(3) . . . . ?
C15 C10 C11 N1 178.34(15) . . . . ?
C15 C10 C11 C12 -0.5(2) . . . . ?
C16 C17 C18 C19 -0.3(3) . . . . ?
C17 C16 C21 C20 -0.2(3) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C17 C18 C19 C22 -179.57(17) . . . . ?
C18 C19 C20 C21 0.6(3) . . . . ?
C19 C20 C21 C16 -0.4(3) . . . . ?
C21 C16 C17 C18 0.5(2) . . . . ?
C22 C19 C20 C21 179.92(17) . . . . ?
C23 C12 C13 C14 -178.84(16) . . . . ?
C23 C24 C25 C26 179.02(15) . . . . ?
C23 C24 C29 C28 -179.53(15) . . . . ?
C24 C25 C26 C27 0.1(3) . . . . ?
C25 C24 C29 C28 0.3(2) . . . . ?
C25 C26 C27 C28 1.2(3) . . . . ?
C25 C26 C27 C30 -177.32(17) . . . . ?
C26 C27 C28 C29 -1.7(3) . . . . ?
C27 C28 C29 C24 1.0(3) . . . . ?
C29 C24 C25 C26 -0.8(2) . . . . ?
C30 C27 C28 C29 176.82(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.882
_oxdiff_exptl_absorpt_empirical_full_min 0.517
