# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ac_1_rt_mo
_audit_block_doi                 10.5517/ccdc.csd.cc1pnj40
_database_code_depnum_ccdc_archive 'CCDC 1568852'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1MA00445J 2021
_audit_update_record             
;
2017-08-14 deposited with the CCDC.	2021-10-20 downloaded from the CCDC.
;
_audit_creation_date             2017-08-01
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C37 H23 N3'
_chemical_formula_sum            'C37 H23 N3'
_chemical_formula_weight         509.58
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C148 H96 N12'
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      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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   9.2834(3)
_cell_length_b                   22.7626(5)
_cell_length_c                   13.0285(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.325(3)
_cell_angle_gamma                90.00
_cell_volume                     2642.13(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3461
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5720
_cell_measurement_theta_min      1.8530
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       monoclinic
_exptl_crystal_F_000             1064
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 32 0 0.1065
0 6 -17 0.1825
10 -16 3 0.1406
-10 19 1 0.1752
-1 -16 -15 0.1654
0 21 -13 0.1787
0 -32 1 0.0742
12 0 3 0.1577
2 31 -3 0.1099
2 30 5 0.1220
6 28 1 0.1312
-6 17 15 0.2315
7 19 8 0.1644
10 15 4 0.1576
-13 3 10 0.2129
-3 -23 13 0.1793
13 0 -10 0.2549
-1 -7 -17 0.1773
-4 7 18 0.2543
-7 27 5 0.1255
-8 20 11 0.1996
10 2 7 0.1547
-9 7 16 0.2507
-13 2 2 0.1837

_exptl_crystal_size_max          0.529
_exptl_crystal_size_mid          0.372
_exptl_crystal_size_min          0.183
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0000 32.0001 0.0000 0.9735 -0.0356 0.2286
-0.0000 5.9998 -16.9999 0.3225 0.8703 -0.3227
10.0000 -15.9998 2.9999 -0.4530 -0.6134 -0.6375
-10.0000 18.9998 1.0000 0.5122 0.3968 0.7365
-1.0001 -16.0003 -15.0000 -0.3735 0.8748 -0.3342
-0.0000 20.9999 -12.9999 0.7490 0.6216 -0.1612
-0.0000 -32.0001 1.0000 -0.9878 0.0334 -0.1461
12.0000 0.0003 2.9999 0.0490 -0.7561 -0.6774
2.0000 31.0001 -3.0000 0.9857 -0.0264 -0.0241
2.0000 30.0002 5.0000 0.8898 -0.4408 0.1373
6.0000 28.0003 1.0000 0.8858 -0.4269 -0.2030
-5.9999 17.0001 15.0000 0.3612 -0.5277 0.7710
7.0000 19.0004 8.0000 0.5592 -0.8177 -0.1659
10.0000 15.0004 4.0000 0.4878 -0.7484 -0.4550
-13.0000 2.9998 10.0000 -0.0694 0.1203 1.0254
-3.0000 -23.0000 13.0000 -0.8286 -0.4664 0.3357
13.0000 0.0002 -10.0000 0.1613 -0.1283 -1.0098
-1.0001 -7.0003 -17.0000 -0.0816 0.9550 -0.3289
-3.9999 7.0002 18.0000 0.0428 -0.7573 0.6580
-7.0000 27.0000 5.0000 0.7428 0.0169 0.6766
-8.0000 20.0000 11.0000 0.4734 -0.2272 0.8266
10.0000 2.0003 6.9999 0.0653 -0.8701 -0.4603
-9.0000 7.0000 16.0000 0.0285 -0.4031 0.9246
-13.0000 1.9997 2.0000 -0.0347 0.5400 0.8536

_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8939
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.86
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  65.00   1.00   35.00    --   26.84 -57.00   0.00  105
  2  ω     -8.00 106.00   1.00   35.00    --   26.84  77.00-150.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0061251000
_diffrn_orient_matrix_UB_12      0.0306128000
_diffrn_orient_matrix_UB_13      -0.0081652000
_diffrn_orient_matrix_UB_21      -0.0499747000
_diffrn_orient_matrix_UB_22      -0.0026737000
_diffrn_orient_matrix_UB_23      -0.0521368000
_diffrn_orient_matrix_UB_31      -0.0616544000
_diffrn_orient_matrix_UB_32      0.0052166000
_diffrn_orient_matrix_UB_33      0.0208253000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3977
_reflns_number_total             5728
_reflns_odcompleteness_completeness 98.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0597
_refine_ls_restrained_S_all      1.156
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0559P)²+1.0982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1629
_refine_ls_wR_factor_ref         0.1796
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C26(H26), C23(H23), C24(H24), C27(H27), C40(H40), C35(H35), C14(H14),
 C19(H19), C39(H39), C18(H18), C37(H37), C38(H38), C21(H21), C16(H16), C4(H4),
 C5(H5), C20(H20), C32(H32), C17(H17), C34(H34), C15(H15), C6(H6), C33(H33)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
N11 N 0.3360(2) 0.61996(8) 0.95138(14) 0.0460(5) Uani 1 d . . .
N1 N 0.5872(2) 0.61055(8) 1.01728(13) 0.0453(5) Uani 1 d . . .
C22 C 0.4490(2) 0.48021(9) 0.67728(16) 0.0399(5) Uani 1 d . . .
C12 C 0.4597(3) 0.59580(9) 0.93685(16) 0.0402(5) Uani 1 d . . .
N28 N 0.4463(2) 0.44142(8) 0.59137(14) 0.0472(5) Uani 1 d . . .
C25 C 0.4604(2) 0.55606(9) 0.84837(16) 0.0391(5) Uani 1 d . . .
C26 C 0.3665(3) 0.56782(10) 0.74618(16) 0.0437(5) Uani 1 d . . .
H26 H 0.3056 0.6010 0.7350 0.052 Uiso 1 calc . . R
C23 C 0.5394(3) 0.46717(9) 0.77931(16) 0.0423(5) Uani 1 d . . .
H23 H 0.5957 0.4328 0.7911 0.051 Uiso 1 calc . . R
C24 C 0.5459(3) 0.50505(9) 0.86318(16) 0.0411(5) Uani 1 d . . .
H24 H 0.6085 0.4963 0.9307 0.049 Uiso 1 calc . . R
C27 C 0.3628(3) 0.53082(10) 0.66151(16) 0.0445(5) Uani 1 d . . .
H27 H 0.3021 0.5399 0.5935 0.053 Uiso 1 calc . . R
C10 C 0.3878(3) 0.65132(9) 1.04465(17) 0.0485(6) Uani 1 d . . .
C29 C 0.5704(3) 0.41191(10) 0.57637(17) 0.0473(6) Uani 1 d . . .
C2 C 0.5381(3) 0.64623(10) 1.08584(17) 0.0492(6) Uani 1 d . . .
C36 C 0.3186(3) 0.42187(11) 0.51284(18) 0.0526(6) Uani 1 d . . .
C30 C 0.5226(3) 0.37270(10) 0.49054(18) 0.0546(6) Uani 1 d . . .
C13 C 0.7401(3) 0.59397(10) 1.03044(19) 0.0503(6) Uani 1 d . . .
C9 C 0.3271(4) 0.68660(10) 1.1178(2) 0.0611(7) Uani 1 d . . .
C3 C 0.5907(4) 0.67747(11) 1.18760(19) 0.0625(8) Uani 1 d . . .
C31 C 0.3636(3) 0.37987(11) 0.44917(19) 0.0598(7) Uani 1 d . . .
C8 C 0.4559(4) 0.70077(10) 1.2020(2) 0.0653(8) Uani 1 d . . .
C40 C 0.7216(3) 0.41912(12) 0.62888(19) 0.0597(7) Uani 1 d . . .
H40 H 0.7534 0.4463 0.6840 0.072 Uiso 1 calc . . R
C35 C 0.1694(3) 0.43711(14) 0.4957(2) 0.0722(8) Uani 1 d . . .
H35 H 0.1397 0.4637 0.5400 0.087 Uiso 1 calc . . R
C14 C 0.8144(3) 0.56306(13) 1.1210(2) 0.0662(7) Uani 1 d . . .
H14 H 0.7652 0.5529 1.1716 0.079 Uiso 1 calc . . R
C7 C 0.4514(5) 0.73447(12) 1.2914(2) 0.0876(12) Uani 1 d . . .
C19 C 0.1906(4) 0.70616(11) 1.1232(3) 0.0776(9) Uani 1 d . . .
H19 H 0.1038 0.6973 1.0693 0.093 Uiso 1 calc . . R
C39 C 0.8238(4) 0.38457(14) 0.5966(2) 0.0746(9) Uani 1 d . . .
H39 H 0.9257 0.3884 0.6309 0.090 Uiso 1 calc . . R
C18 C 0.8106(3) 0.60882(12) 0.9542(2) 0.0662(7) Uani 1 d . . .
H18 H 0.7593 0.6291 0.8929 0.079 Uiso 1 calc . . R
C37 C 0.6289(4) 0.33835(11) 0.4606(2) 0.0712(9) Uani 1 d . . .
H37 H 0.5988 0.3116 0.4047 0.085 Uiso 1 calc . . R
C38 C 0.7770(4) 0.34437(14) 0.5141(2) 0.0790(9) Uani 1 d . . .
H38 H 0.8477 0.3211 0.4949 0.095 Uiso 1 calc . . R
C21 C 0.3053(6) 0.75398(14) 1.2924(3) 0.1074(16) Uani 1 d . . .
H21 H 0.2946 0.7766 1.3494 0.129 Uiso 1 calc . . R
C16 C 1.0341(4) 0.56302(18) 1.0610(4) 0.0979(12) Uani 1 d . . .
H16 H 1.1345 0.5532 1.0719 0.117 Uiso 1 calc . . R
C4 C 0.7239(4) 0.68779(13) 1.2636(2) 0.0835(10) Uani 1 d . . .
H4 H 0.8139 0.6731 1.2563 0.100 Uiso 1 calc . . R
C5 C 0.7192(6) 0.72226(16) 1.3550(3) 0.1077(15) Uani 1 d . . .
H5 H 0.8086 0.7298 1.4074 0.129 Uiso 1 calc . . R
C20 C 0.1839(6) 0.74023(14) 1.2128(4) 0.1025(14) Uani 1 d . . .
H20 H 0.0907 0.7536 1.2164 0.123 Uiso 1 calc . . R
C32 C 0.2555(5) 0.35413(15) 0.3636(2) 0.0865(11) Uani 1 d . . .
H32 H 0.2832 0.3263 0.3205 0.104 Uiso 1 calc . . R
C17 C 0.9596(4) 0.59291(16) 0.9707(3) 0.0892(11) Uani 1 d . . .
H17 H 1.0091 0.6026 0.9201 0.107 Uiso 1 calc . . R
C34 C 0.0658(4) 0.41106(19) 0.4097(3) 0.0979(12) Uani 1 d . . .
H34 H -0.0350 0.4211 0.3955 0.117 Uiso 1 calc . . R
C15 C 0.9622(4) 0.54735(16) 1.1357(3) 0.0896(10) Uani 1 d . . .
H15 H 1.0131 0.5262 1.1961 0.107 Uiso 1 calc . . R
C6 C 0.5882(7) 0.74439(15) 1.3681(3) 0.1131(17) Uani 1 d . . .
H6 H 0.5904 0.7663 1.4288 0.136 Uiso 1 calc . . R
C33 C 0.1086(5) 0.37055(19) 0.3445(3) 0.1051(13) Uani 1 d . . .
H33 H 0.0365 0.3543 0.2869 0.126 Uiso 1 calc . . R


_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
N11 C12 1.333(3) . ?
N11 C10 1.374(3) . ?
N1 C12 1.384(3) . ?
N1 C2 1.376(3) . ?
N1 C13 1.431(3) . ?
C22 N28 1.420(2) . ?
C22 C23 1.390(3) . ?
C22 C27 1.385(3) . ?
C12 C25 1.467(3) . ?
N28 C29 1.394(3) . ?
N28 C36 1.403(3) . ?
C25 C26 1.397(3) . ?
C25 C24 1.389(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.381(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.380(3) . ?
C24 H24 0.9300 . ?
C27 H27 0.9300 . ?
C10 C2 1.352(4) . ?
C10 C9 1.474(3) . ?
C29 C30 1.402(3) . ?
C29 C40 1.388(4) . ?
C2 C3 1.462(3) . ?
C36 C31 1.404(3) . ?
C36 C35 1.384(4) . ?
C30 C31 1.431(4) . ?
C30 C37 1.398(4) . ?
C13 C14 1.380(4) . ?
C13 C18 1.376(4) . ?
C9 C8 1.415(4) . ?
C9 C19 1.364(4) . ?
C3 C8 1.419(4) . ?
C3 C4 1.370(4) . ?
C31 C32 1.402(4) . ?
C8 C7 1.405(3) . ?
C40 H40 0.9300 . ?
C40 C39 1.386(4) . ?
C35 H35 0.9300 . ?
C35 C34 1.387(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(4) . ?
C7 C21 1.431(6) . ?
C7 C6 1.395(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.417(4) . ?
C39 H39 0.9300 . ?
C39 C38 1.385(4) . ?
C18 H18 0.9300 . ?
C18 C17 1.388(4) . ?
C37 H37 0.9300 . ?
C37 C38 1.362(4) . ?
C38 H38 0.9300 . ?
C21 H21 0.9300 . ?
C21 C20 1.337(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.366(5) . ?
C16 C15 1.373(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.437(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.371(6) . ?
C20 H20 0.9300 . ?
C32 H32 0.9300 . ?
C32 C33 1.367(5) . ?
C17 H17 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.386(5) . ?
C15 H15 0.9300 . ?
C6 H6 0.9300 . ?
C33 H33 0.9300 . ?

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
C12 N11 C10 103.8(2) . . ?
C12 N1 C13 129.42(18) . . ?
C2 N1 C12 105.41(19) . . ?
C2 N1 C13 125.2(2) . . ?
C23 C22 N28 119.54(19) . . ?
C27 C22 N28 121.26(19) . . ?
C27 C22 C23 119.20(19) . . ?
N11 C12 N1 112.32(18) . . ?
N11 C12 C25 124.1(2) . . ?
N1 C12 C25 123.5(2) . . ?
C29 N28 C22 125.31(19) . . ?
C29 N28 C36 107.91(19) . . ?
C36 N28 C22 126.6(2) . . ?
C26 C25 C12 119.40(19) . . ?
C24 C25 C12 122.36(19) . . ?
C24 C25 C26 118.15(19) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.9(2) . . ?
C27 C26 H26 119.6 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C25 C24 H24 119.5 . . ?
C23 C24 C25 121.1(2) . . ?
C23 C24 H24 119.5 . . ?
C22 C27 H27 119.8 . . ?
C26 C27 C22 120.4(2) . . ?
C26 C27 H27 119.8 . . ?
N11 C10 C9 138.8(3) . . ?
C2 C10 N11 111.8(2) . . ?
C2 C10 C9 109.2(2) . . ?
N28 C29 C30 109.3(2) . . ?
C40 C29 N28 129.4(2) . . ?
C40 C29 C30 121.2(2) . . ?
N1 C2 C3 142.0(3) . . ?
C10 C2 N1 106.6(2) . . ?
C10 C2 C3 111.3(2) . . ?
N28 C36 C31 108.4(2) . . ?
C35 C36 N28 129.9(2) . . ?
C35 C36 C31 121.7(2) . . ?
C29 C30 C31 106.8(2) . . ?
C37 C30 C29 119.3(3) . . ?
C37 C30 C31 133.9(3) . . ?
C14 C13 N1 118.5(2) . . ?
C18 C13 N1 120.3(2) . . ?
C18 C13 C14 121.2(3) . . ?
C8 C9 C10 103.4(2) . . ?
C19 C9 C10 137.9(3) . . ?
C19 C9 C8 118.7(3) . . ?
C8 C3 C2 102.7(2) . . ?
C4 C3 C2 137.9(3) . . ?
C4 C3 C8 119.4(3) . . ?
C36 C31 C30 107.6(2) . . ?
C32 C31 C36 119.3(3) . . ?
C32 C31 C30 133.2(3) . . ?
C9 C8 C3 113.4(2) . . ?
C7 C8 C9 123.5(3) . . ?
C7 C8 C3 123.1(3) . . ?
C29 C40 H40 121.1 . . ?
C39 C40 C29 117.9(3) . . ?
C39 C40 H40 121.1 . . ?
C36 C35 H35 121.4 . . ?
C36 C35 C34 117.3(3) . . ?
C34 C35 H35 121.4 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.3(3) . . ?
C15 C14 H14 120.3 . . ?
C8 C7 C21 115.2(4) . . ?
C6 C7 C8 116.7(4) . . ?
C6 C7 C21 128.1(3) . . ?
C9 C19 H19 120.7 . . ?
C9 C19 C20 118.6(4) . . ?
C20 C19 H19 120.7 . . ?
C40 C39 H39 119.4 . . ?
C38 C39 C40 121.2(3) . . ?
C38 C39 H39 119.4 . . ?
C13 C18 H18 120.7 . . ?
C13 C18 C17 118.7(3) . . ?
C17 C18 H18 120.7 . . ?
C30 C37 H37 120.3 . . ?
C38 C37 C30 119.4(3) . . ?
C38 C37 H37 120.3 . . ?
C39 C38 H38 119.5 . . ?
C37 C38 C39 121.0(3) . . ?
C37 C38 H38 119.5 . . ?
C7 C21 H21 119.5 . . ?
C20 C21 C7 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
C17 C16 H16 119.7 . . ?
C17 C16 C15 120.7(3) . . ?
C15 C16 H16 119.7 . . ?
C3 C4 H4 121.3 . . ?
C3 C4 C5 117.5(4) . . ?
C5 C4 H4 121.3 . . ?
C4 C5 H5 118.7 . . ?
C6 C5 C4 122.5(4) . . ?
C6 C5 H5 118.7 . . ?
C19 C20 H20 118.5 . . ?
C21 C20 C19 123.0(4) . . ?
C21 C20 H20 118.5 . . ?
C31 C32 H32 120.5 . . ?
C33 C32 C31 119.0(3) . . ?
C33 C32 H32 120.5 . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 H17 119.8 . . ?
C35 C34 H34 119.1 . . ?
C33 C34 C35 121.8(4) . . ?
C33 C34 H34 119.1 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C7 C6 H6 119.6 . . ?
C5 C6 C7 120.8(3) . . ?
C5 C6 H6 119.6 . . ?
C32 C33 C34 120.9(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?

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
N11 C12 C25 C26 40.2(3) . . . . ?
N11 C12 C25 C24 -136.3(2) . . . . ?
N11 C10 C2 N1 0.3(2) . . . . ?
N11 C10 C2 C3 -177.28(18) . . . . ?
N11 C10 C9 C8 175.7(2) . . . . ?
N11 C10 C9 C19 -3.5(5) . . . . ?
N1 C12 C25 C26 -142.5(2) . . . . ?
N1 C12 C25 C24 41.0(3) . . . . ?
N1 C2 C3 C8 -175.6(3) . . . . ?
N1 C2 C3 C4 3.8(6) . . . . ?
N1 C13 C14 C15 -179.2(2) . . . . ?
N1 C13 C18 C17 178.8(2) . . . . ?
C22 N28 C29 C30 173.40(19) . . . . ?
C22 N28 C29 C40 -10.1(4) . . . . ?
C22 N28 C36 C31 -174.4(2) . . . . ?
C22 N28 C36 C35 3.9(4) . . . . ?
C22 C23 C24 C25 1.5(3) . . . . ?
C12 N11 C10 C2 -0.2(2) . . . . ?
C12 N11 C10 C9 -175.5(3) . . . . ?
C12 N1 C2 C10 -0.2(2) . . . . ?
C12 N1 C2 C3 176.1(3) . . . . ?
C12 N1 C13 C14 -119.7(3) . . . . ?
C12 N1 C13 C18 60.5(3) . . . . ?
C12 C25 C26 C27 -179.0(2) . . . . ?
C12 C25 C24 C23 177.1(2) . . . . ?
N28 C22 C23 C24 178.53(19) . . . . ?
N28 C22 C27 C26 179.7(2) . . . . ?
N28 C29 C30 C31 1.9(3) . . . . ?
N28 C29 C30 C37 179.7(2) . . . . ?
N28 C29 C40 C39 -178.6(2) . . . . ?
N28 C36 C31 C30 0.9(3) . . . . ?
N28 C36 C31 C32 -179.2(2) . . . . ?
N28 C36 C35 C34 179.1(3) . . . . ?
C25 C26 C27 C22 2.1(3) . . . . ?
C26 C25 C24 C23 0.5(3) . . . . ?
C23 C22 N28 C29 -38.7(3) . . . . ?
C23 C22 N28 C36 135.1(2) . . . . ?
C23 C22 C27 C26 -0.1(3) . . . . ?
C24 C25 C26 C27 -2.3(3) . . . . ?
C27 C22 N28 C29 141.5(2) . . . . ?
C27 C22 N28 C36 -44.7(3) . . . . ?
C27 C22 C23 C24 -1.7(3) . . . . ?
C10 N11 C12 N1 0.1(2) . . . . ?
C10 N11 C12 C25 177.68(19) . . . . ?
C10 C2 C3 C8 0.5(3) . . . . ?
C10 C2 C3 C4 179.9(3) . . . . ?
C10 C9 C8 C3 0.0(3) . . . . ?
C10 C9 C8 C7 -179.9(2) . . . . ?
C10 C9 C19 C20 179.6(3) . . . . ?
C29 N28 C36 C31 0.3(3) . . . . ?
C29 N28 C36 C35 178.6(3) . . . . ?
C29 C30 C31 C36 -1.7(3) . . . . ?
C29 C30 C31 C32 178.4(3) . . . . ?
C29 C30 C37 C38 -1.2(4) . . . . ?
C29 C40 C39 C38 0.4(4) . . . . ?
C2 N1 C12 N11 0.0(2) . . . . ?
C2 N1 C12 C25 -177.55(19) . . . . ?
C2 N1 C13 C14 60.7(3) . . . . ?
C2 N1 C13 C18 -119.2(3) . . . . ?
C2 C10 C9 C8 0.3(2) . . . . ?
C2 C10 C9 C19 -178.9(3) . . . . ?
C2 C3 C8 C9 -0.3(3) . . . . ?
C2 C3 C8 C7 179.6(2) . . . . ?
C2 C3 C4 C5 -179.3(3) . . . . ?
C36 N28 C29 C30 -1.4(2) . . . . ?
C36 N28 C29 C40 175.1(2) . . . . ?
C36 C31 C32 C33 -0.1(5) . . . . ?
C36 C35 C34 C33 1.2(5) . . . . ?
C30 C29 C40 C39 -2.5(4) . . . . ?
C30 C31 C32 C33 179.7(3) . . . . ?
C30 C37 C38 C39 -0.9(4) . . . . ?
C13 N1 C12 N11 -179.7(2) . . . . ?
C13 N1 C12 C25 2.8(3) . . . . ?
C13 N1 C2 C10 179.5(2) . . . . ?
C13 N1 C2 C3 -4.2(4) . . . . ?
C13 C14 C15 C16 0.6(5) . . . . ?
C13 C18 C17 C16 0.1(5) . . . . ?
C9 C10 C2 N1 176.98(17) . . . . ?
C9 C10 C2 C3 -0.5(3) . . . . ?
C9 C8 C7 C21 0.2(4) . . . . ?
C9 C8 C7 C6 179.7(3) . . . . ?
C9 C19 C20 C21 -0.1(5) . . . . ?
C3 C8 C7 C21 -179.7(2) . . . . ?
C3 C8 C7 C6 -0.2(4) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C31 C36 C35 C34 -2.8(4) . . . . ?
C31 C30 C37 C38 175.9(3) . . . . ?
C31 C32 C33 C34 -1.4(6) . . . . ?
C8 C9 C19 C20 0.4(4) . . . . ?
C8 C3 C4 C5 0.0(4) . . . . ?
C8 C7 C21 C20 0.1(5) . . . . ?
C8 C7 C6 C5 0.4(5) . . . . ?
C40 C29 C30 C31 -174.9(2) . . . . ?
C40 C29 C30 C37 2.9(3) . . . . ?
C40 C39 C38 C37 1.3(5) . . . . ?
C35 C36 C31 C30 -177.6(2) . . . . ?
C35 C36 C31 C32 2.3(4) . . . . ?
C35 C34 C33 C32 0.9(6) . . . . ?
C14 C13 C18 C17 -1.0(4) . . . . ?
C7 C21 C20 C19 -0.2(5) . . . . ?
C19 C9 C8 C3 179.4(2) . . . . ?
C19 C9 C8 C7 -0.5(4) . . . . ?
C18 C13 C14 C15 0.6(4) . . . . ?
C37 C30 C31 C36 -179.1(3) . . . . ?
C37 C30 C31 C32 1.1(5) . . . . ?
C21 C7 C6 C5 179.8(3) . . . . ?
C4 C3 C8 C9 -179.8(2) . . . . ?
C4 C3 C8 C7 0.1(4) . . . . ?
C4 C5 C6 C7 -0.4(6) . . . . ?
C17 C16 C15 C14 -1.5(6) . . . . ?
C15 C16 C17 C18 1.2(5) . . . . ?
C6 C7 C21 C20 -179.3(3) . . . . ?

_olex2_date_sample_data_collection 2017-05-31
_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 1.623
_oxdiff_exptl_absorpt_empirical_full_min 0.646
####################################################################### 
# 
# 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_ac_2_rt_mo
_audit_block_doi                 10.5517/ccdc.csd.cc1pnj51
_database_code_depnum_ccdc_archive 'CCDC 1568853'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D1MA00445J 2021
_audit_update_record             
;
2017-08-14 deposited with the CCDC.	2021-10-20 downloaded from the CCDC.
;
_audit_creation_date             2017-08-01
_audit_creation_method           
;
Olex2 1.2-ac21
(compiled 2015.09.16 svn.r134, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C38 H25 N3)'
_chemical_formula_sum            'C76 H50 N6'
_chemical_formula_weight         1047.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C76 H50 N6'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   10.2146(6)
_cell_length_b                   11.4653(8)
_cell_length_c                   11.8920(7)
_cell_angle_alpha                93.271(5)
_cell_angle_beta                 101.152(5)
_cell_angle_gamma                95.973(6)
_cell_volume                     1354.74(15)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3223
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.7670
_cell_measurement_theta_min      2.0340
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.502
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       triclinic
_exptl_crystal_F_000             548
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-13 1 -4 0.1174
-13 9 2 0.1001
-3 16 1 0.0852
-10 -10 1 0.1239
-1 -16 0 0.1061
10 -5 -13 0.1078
-8 -8 -6 0.1324
3 10 11 0.1106
-9 -12 6 0.1207
13 4 -5 0.1508
-1 15 6 0.0803
-10 11 8 0.0873
8 -13 -8 0.1085
-14 -2 -1 0.1158
-2 1 17 0.1058
10 2 -13 0.1074
7 12 -8 0.1056
-3 -11 12 0.1319
-10 -3 14 0.1264
3 -16 2 0.1180

_exptl_crystal_size_max          0.413
_exptl_crystal_size_mid          0.246
_exptl_crystal_size_min          0.198
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-13.0033 0.9854 -3.9838 0.1432 0.5618 0.8125
-13.0151 8.9778 2.0277 0.6258 0.1396 0.7882
-3.0209 15.9912 1.0307 0.9934 -0.1072 0.0410
-9.9906 -10.0127 0.9918 -0.5506 0.2698 0.7786
-0.9805 -15.9978 -0.0272 -0.9701 0.1483 0.2344
10.0130 -4.9723 -13.0130 -0.3537 0.5670 -0.7405
-7.9902 -8.0036 -6.0037 -0.4343 0.6247 0.5553
2.9848 9.9913 11.0100 0.5820 -0.8142 -0.1947
-8.9895 -12.0157 5.9851 -0.6832 -0.0407 0.7830
13.0000 4.0222 -5.0036 0.1700 -0.0591 -0.9545
-1.0207 14.9894 6.0248 0.9157 -0.4507 -0.0315
-10.0188 10.9757 8.0257 0.7242 -0.3125 0.6277
8.0207 -12.9781 -8.0273 -0.8342 0.3785 -0.4740
-14.0008 -2.0182 -0.9894 -0.0365 0.4298 0.9402
-2.0073 0.9805 16.9965 0.0577 -0.9792 0.2913
10.0044 2.0261 -13.0007 0.0734 0.5132 -0.8140
6.9896 12.0148 -7.9823 0.6971 0.2116 -0.6702
-2.9911 -11.0133 11.9785 -0.6639 -0.5610 0.4340
-10.0034 -3.0269 13.9985 -0.1353 -0.5656 0.8344
3.0199 -15.9941 1.9680 -0.9961 -0.0732 -0.0112

_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8282
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.75
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.864
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  66.00   1.00   15.50    --   26.84 -77.00 -90.00  117
  2  ω    -46.00  65.00   1.00   15.50    --   26.84 -57.00   0.00  111
  3  ω     28.00 104.00   1.00   15.50    --   26.84  37.00 150.00   76
  4  ω     35.00 120.00   1.00   15.50    --   26.84 178.00 -60.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0061255000
_diffrn_orient_matrix_UB_12      0.0610174000
_diffrn_orient_matrix_UB_13      -0.0008513000
_diffrn_orient_matrix_UB_21      -0.0253492000
_diffrn_orient_matrix_UB_22      -0.0076138000
_diffrn_orient_matrix_UB_23      -0.0601664000
_diffrn_orient_matrix_UB_31      -0.0663270000
_diffrn_orient_matrix_UB_32      -0.0106034000
_diffrn_orient_matrix_UB_33      0.0099174000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4110
_reflns_number_total             5832
_reflns_odcompleteness_completeness 98.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5832
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.142
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0327P)²+0.6119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1333
_refine_ls_wR_factor_ref         0.1472
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C15(H15), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
 C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32),
  C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C2(H2)
2.b Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
N0AA N 0.37285(17) 0.40280(15) 0.10800(14) 0.0445(4) Uani 1 d . . .
N1AA N 0.39556(19) 0.54796(17) 0.24920(15) 0.0508(5) Uani 1 d . . .
N3 N 0.82855(18) 0.21690(15) 0.50100(16) 0.0497(5) Uani 1 d . . .
C4 C 0.4345(2) 0.44549(19) 0.21930(18) 0.0462(5) Uani 1 d . . .
C5 C 0.1908(2) 0.50600(18) -0.03248(17) 0.0439(5) Uani 1 d . . .
C6 C 0.1520(2) 0.61635(19) 0.00091(18) 0.0468(5) Uani 1 d . . .
C7 C 0.5350(2) 0.38440(19) 0.29203(18) 0.0452(5) Uani 1 d . . .
C8 C 0.2910(2) 0.48455(18) 0.06723(18) 0.0439(5) Uani 1 d . . .
C9 C 0.7281(2) 0.27322(18) 0.43129(18) 0.0443(5) Uani 1 d . . .
C10 C 0.2190(2) 0.6617(2) 0.11356(19) 0.0503(5) Uani 1 d . . .
C11 C 0.7349(2) 0.28716(19) 0.31776(19) 0.0489(5) Uani 1 d . . .
H11 H 0.8042 0.2591 0.2878 0.059 Uiso 1 calc . . R
C12 C 1.0334(2) 0.1755(2) 0.59330(18) 0.0506(5) Uani 1 d . . .
C13 C 0.0544(2) 0.6714(2) -0.0682(2) 0.0537(6) Uani 1 d . . .
C14 C 0.3062(2) 0.57226(19) 0.15339(18) 0.0476(5) Uani 1 d . . .
C15 C 0.6254(2) 0.3159(2) 0.47598(19) 0.0508(5) Uani 1 d . . .
H15 H 0.6209 0.3078 0.5526 0.061 Uiso 1 calc . . R
C16 C 0.9655(2) 0.25468(19) 0.52445(18) 0.0466(5) Uani 1 d . . .
C17 C 0.6397(2) 0.3423(2) 0.24858(19) 0.0496(5) Uani 1 d . . .
H17 H 0.6454 0.3514 0.1724 0.060 Uiso 1 calc . . R
C18 C 0.1292(2) 0.4498(2) -0.13667(18) 0.0517(5) Uani 1 d . . .
H18 H 0.1529 0.3777 -0.1607 0.062 Uiso 1 calc . . R
C19 C 0.5295(2) 0.37072(19) 0.40657(18) 0.0491(5) Uani 1 d . . .
H19 H 0.4604 0.3988 0.4368 0.059 Uiso 1 calc . . R
C20 C 0.3791(2) 0.29295(18) 0.04695(19) 0.0463(5) Uani 1 d . . .
C21 C 0.1875(3) 0.7661(2) 0.1562(2) 0.0653(7) Uani 1 d . . .
H21 H 0.2289 0.7983 0.2297 0.078 Uiso 1 calc . . R
C22 C 0.0287(2) 0.5039(2) -0.2071(2) 0.0591(6) Uani 1 d . . .
H22 H -0.0141 0.4655 -0.2776 0.071 Uiso 1 calc . . R
C23 C 0.9333(2) 0.0828(2) 0.60843(18) 0.0524(6) Uani 1 d . . .
C24 C 0.8086(2) 0.11107(19) 0.55131(19) 0.0504(5) Uani 1 d . . .
C25 C -0.0077(3) 0.6097(2) -0.1757(2) 0.0606(6) Uani 1 d . . .
H25 H -0.0739 0.6422 -0.2250 0.073 Uiso 1 calc . . R
C26 C 1.0331(2) 0.3543(2) 0.4913(2) 0.0553(6) Uani 1 d . . .
H26 H 0.9874 0.4054 0.4445 0.066 Uiso 1 calc . . R
C27 C 0.4231(3) 0.2941(2) -0.0551(2) 0.0633(7) Uani 1 d . . .
H27 H 0.4546 0.3647 -0.0810 0.076 Uiso 1 calc . . R
C28 C 0.0254(3) 0.7801(2) -0.0218(2) 0.0700(7) Uani 1 d . . .
H28 H -0.0377 0.8213 -0.0648 0.084 Uiso 1 calc . . R
C29 C 0.9381(3) -0.0224(2) 0.6626(2) 0.0677(7) Uani 1 d . . .
H29 H 1.0198 -0.0435 0.7003 0.081 Uiso 1 calc . . R
C30 C 1.1702(3) 0.3747(2) 0.5302(2) 0.0667(7) Uani 1 d . . .
H30 H 1.2178 0.4410 0.5094 0.080 Uiso 1 calc . . R
C31 C 0.6904(3) 0.0397(2) 0.5490(2) 0.0666(7) Uani 1 d . . .
H31 H 0.6081 0.0598 0.5116 0.080 Uiso 1 calc . . R
C32 C 0.3340(3) 0.1888(2) 0.0852(3) 0.0739(8) Uani 1 d . . .
H32 H 0.3061 0.1876 0.1551 0.089 Uiso 1 calc . . R
C33 C 1.1719(3) 0.1987(3) 0.6307(2) 0.0669(7) Uani 1 d . . .
H33 H 1.2189 0.1472 0.6761 0.080 Uiso 1 calc . . R
C34 C 0.8215(4) -0.0936(2) 0.6595(3) 0.0788(9) Uani 1 d . . .
H34 H 0.8244 -0.1639 0.6947 0.095 Uiso 1 calc . . R
C35 C 1.2388(3) 0.2986(3) 0.5997(2) 0.0746(8) Uani 1 d . . .
H35 H 1.3311 0.3152 0.6258 0.090 Uiso 1 calc . . R
C36 C 0.6990(3) -0.0629(2) 0.6045(3) 0.0778(8) Uani 1 d . . .
H36 H 0.6208 -0.1122 0.6050 0.093 Uiso 1 calc . . R
C37 C 0.0902(3) 0.8243(2) 0.0859(3) 0.0757(8) Uani 1 d . . .
H37 H 0.0696 0.8959 0.1145 0.091 Uiso 1 calc . . R
C39 C 0.4197(3) 0.1888(4) -0.1186(3) 0.0946(11) Uani 1 d . . .
H39 H 0.4517 0.1895 -0.1867 0.113 Uiso 1 calc . . R
C1 C 0.3712(4) 0.0841(4) -0.0853(4) 0.1120(16) Uani 1 d . . .
C2 C 0.3304(4) 0.0853(3) 0.0180(5) 0.1111(15) Uani 1 d . . .
H2 H 0.2993 0.0145 0.0437 0.133 Uiso 1 calc . . R
C0AA C 0.3577(5) -0.0313(4) -0.1590(5) 0.204(3) Uani 1 d . . .
H0AA H 0.2743 -0.0400 -0.2140 0.306 Uiso 1 calc . . GR
H0AB H 0.3591 -0.0957 -0.1107 0.306 Uiso 1 calc . . GR
H0AC H 0.4310 -0.0310 -0.1987 0.306 Uiso 1 calc . . GR


_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
N0AA C4 1.388(3) . ?
N0AA C8 1.368(3) . ?
N0AA C20 1.431(3) . ?
N1AA C4 1.330(3) . ?
N1AA C14 1.377(3) . ?
N3 C9 1.424(3) . ?
N3 C16 1.390(3) . ?
N3 C24 1.396(3) . ?
C4 C7 1.473(3) . ?
C5 C6 1.423(3) . ?
C5 C8 1.459(3) . ?
C5 C18 1.367(3) . ?
C6 C10 1.423(3) . ?
C6 C13 1.393(3) . ?
C7 C17 1.391(3) . ?
C7 C19 1.391(3) . ?
C8 C14 1.369(3) . ?
C9 C11 1.382(3) . ?
C9 C15 1.384(3) . ?
C10 C14 1.466(3) . ?
C10 C21 1.367(3) . ?
C11 C17 1.378(3) . ?
C12 C16 1.404(3) . ?
C12 C23 1.440(3) . ?
C12 C33 1.391(3) . ?
C13 C25 1.423(3) . ?
C13 C28 1.416(3) . ?
C15 C19 1.382(3) . ?
C16 C26 1.388(3) . ?
C18 C22 1.414(3) . ?
C20 C27 1.373(3) . ?
C20 C32 1.369(3) . ?
C21 C37 1.418(4) . ?
C22 C25 1.359(3) . ?
C23 C24 1.401(3) . ?
C23 C29 1.400(3) . ?
C24 C31 1.382(3) . ?
C26 C30 1.379(3) . ?
C27 C39 1.381(4) . ?
C28 C37 1.366(4) . ?
C29 C34 1.365(4) . ?
C30 C35 1.386(4) . ?
C31 C36 1.383(3) . ?
C32 C2 1.386(5) . ?
C33 C35 1.378(4) . ?
C34 C36 1.386(4) . ?
C39 C1 1.361(6) . ?
C1 C2 1.371(6) . ?
C1 C0AA 1.523(5) . ?

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
C4 N0AA C20 129.74(18) . . ?
C8 N0AA C4 105.66(17) . . ?
C8 N0AA C20 124.39(17) . . ?
C4 N1AA C14 104.36(18) . . ?
C16 N3 C9 125.35(17) . . ?
C16 N3 C24 108.13(18) . . ?
C24 N3 C9 126.41(18) . . ?
N0AA C4 C7 122.64(19) . . ?
N1AA C4 N0AA 112.21(19) . . ?
N1AA C4 C7 125.10(19) . . ?
C6 C5 C8 102.76(18) . . ?
C18 C5 C6 119.0(2) . . ?
C18 C5 C8 138.1(2) . . ?
C5 C6 C10 113.0(2) . . ?
C13 C6 C5 123.1(2) . . ?
C13 C6 C10 123.8(2) . . ?
C17 C7 C4 120.67(19) . . ?
C17 C7 C19 118.7(2) . . ?
C19 C7 C4 120.63(19) . . ?
N0AA C8 C5 141.61(19) . . ?
N0AA C8 C14 106.81(19) . . ?
C14 C8 C5 111.48(19) . . ?
C11 C9 N3 119.4(2) . . ?
C11 C9 C15 119.6(2) . . ?
C15 C9 N3 121.02(19) . . ?
C6 C10 C14 104.08(19) . . ?
C21 C10 C6 118.3(2) . . ?
C21 C10 C14 137.6(2) . . ?
C17 C11 C9 120.6(2) . . ?
C16 C12 C23 106.7(2) . . ?
C33 C12 C16 118.9(2) . . ?
C33 C12 C23 134.4(2) . . ?
C6 C13 C25 116.0(2) . . ?
C6 C13 C28 116.3(2) . . ?
C28 C13 C25 127.6(2) . . ?
N1AA C14 C10 140.4(2) . . ?
C8 C14 N1AA 110.95(19) . . ?
C8 C14 C10 108.64(19) . . ?
C19 C15 C9 119.8(2) . . ?
N3 C16 C12 109.16(19) . . ?
C26 C16 N3 129.0(2) . . ?
C26 C16 C12 121.9(2) . . ?
C11 C17 C7 120.4(2) . . ?
C5 C18 C22 118.4(2) . . ?
C15 C19 C7 120.9(2) . . ?
C27 C20 N0AA 118.7(2) . . ?
C32 C20 N0AA 120.8(2) . . ?
C32 C20 C27 120.3(2) . . ?
C10 C21 C37 118.4(2) . . ?
C25 C22 C18 122.6(2) . . ?
C24 C23 C12 107.10(19) . . ?
C29 C23 C12 134.0(2) . . ?
C29 C23 C24 118.9(2) . . ?
N3 C24 C23 108.9(2) . . ?
C31 C24 N3 129.1(2) . . ?
C31 C24 C23 122.0(2) . . ?
C22 C25 C13 120.7(2) . . ?
C30 C26 C16 117.7(2) . . ?
C20 C27 C39 118.9(3) . . ?
C37 C28 C13 120.0(2) . . ?
C34 C29 C23 119.2(3) . . ?
C26 C30 C35 121.3(3) . . ?
C24 C31 C36 117.5(3) . . ?
C20 C32 C2 118.9(3) . . ?
C35 C33 C12 119.3(2) . . ?
C29 C34 C36 121.0(3) . . ?
C33 C35 C30 120.9(3) . . ?
C31 C36 C34 121.4(3) . . ?
C28 C37 C21 123.0(2) . . ?
C1 C39 C27 122.4(4) . . ?
C39 C1 C2 117.4(3) . . ?
C39 C1 C0AA 122.8(5) . . ?
C2 C1 C0AA 119.8(5) . . ?
C1 C2 C32 121.9(3) . . ?

_olex2_date_sample_data_collection 2017-05-25
_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 1.077
_oxdiff_exptl_absorpt_empirical_full_min 0.924
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1587456'
loop_
_audit_author_name
_audit_author_address
'UTPAL NATH' 'IIT Guwahati'
_audit_update_record             
;
2018-01-04 deposited with the CCDC.	2021-10-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 Cl N2 O3'
_chemical_formula_weight         458.92

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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   10.0208(2)
_cell_length_b                   10.3360(2)
_cell_length_c                   12.0253(2)
_cell_angle_alpha                107.1680(10)
_cell_angle_beta                 98.3520(10)
_cell_angle_gamma                103.3640(10)
_cell_volume                     1126.85(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9244
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      29.78

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.202
_shelx_estimated_absorpt_T_min   0.923
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6954
_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 ?
_diffrn_reflns_number            20335
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.821
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4588
_reflns_number_gt                4119
_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.
 
 _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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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)+(0.0387P)²+0.5490P] 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         4588
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0847
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl -0.07624(3) 0.72787(4) 0.10836(3) 0.02374(10) Uani 1 1 d . . . . .
O1 O 0.59177(9) 0.50749(9) 0.11863(8) 0.0170(2) Uani 1 1 d . . . . .
O2 O 0.61089(10) 0.90553(9) 0.36608(8) 0.0200(2) Uani 1 1 d . . . . .
O3 O 1.00795(10) 0.81820(10) 0.46603(9) 0.0243(2) Uani 1 1 d . . . . .
N1 N 0.40050(11) 0.48167(11) 0.33594(9) 0.0165(2) Uani 1 1 d . . . . .
N2 N 0.43887(11) 0.42464(11) 0.22701(9) 0.0156(2) Uani 1 1 d . . . . .
C1 C 0.10176(13) 0.74482(14) 0.15542(12) 0.0172(3) Uani 1 1 d . . . . .
C2 C 0.16404(14) 0.65766(14) 0.08305(11) 0.0180(3) Uani 1 1 d . . . . .
H2 H 0.110247 0.589096 0.008630 0.022 Uiso 1 1 calc R U . . .
C3 C 0.30566(14) 0.67137(14) 0.12021(11) 0.0174(3) Uani 1 1 d . . . . .
H3 H 0.349024 0.611864 0.070845 0.021 Uiso 1 1 calc R U . . .
C4 C 0.38520(13) 0.77178(13) 0.22947(11) 0.0158(3) Uani 1 1 d . . . . .
C5 C 0.32026(14) 0.85882(14) 0.30063(12) 0.0196(3) Uani 1 1 d . . . . .
H5 H 0.373755 0.928232 0.374759 0.023 Uiso 1 1 calc R U . . .
C6 C 0.17829(14) 0.84510(14) 0.26427(12) 0.0205(3) Uani 1 1 d . . . . .
H6 H 0.134134 0.903820 0.313480 0.025 Uiso 1 1 calc R U . . .
C7 C 0.53819(13) 0.78111(13) 0.26660(11) 0.0160(3) Uani 1 1 d . . . . .
H7 H 0.583058 0.783511 0.197907 0.019 Uiso 1 1 calc R U . . .
C8 C 0.74079(15) 0.88561(14) 0.41654(14) 0.0264(3) Uani 1 1 d . . . . .
H8A H 0.758236 0.919023 0.504892 0.032 Uiso 1 1 calc R U . . .
H8B H 0.820658 0.939926 0.393566 0.032 Uiso 1 1 calc R U . . .
C9 C 0.72676(13) 0.72694(13) 0.36790(11) 0.0154(3) Uani 1 1 d . . . . .
H9 H 0.779338 0.711424 0.302843 0.019 Uiso 1 1 calc R U . . .
C10 C 0.56792(13) 0.65990(13) 0.30886(11) 0.0141(3) Uani 1 1 d . . . . .
C11 C 0.53838(12) 0.52379(13) 0.20444(11) 0.0138(3) Uani 1 1 d . . . . .
C12 C 0.47214(13) 0.61271(13) 0.38329(11) 0.0149(3) Uani 1 1 d . . . . .
C13 C 0.45478(14) 0.70229(14) 0.49979(11) 0.0187(3) Uani 1 1 d . . . . .
H13A H 0.381918 0.646226 0.526915 0.028 Uiso 1 1 calc R U . . .
H13B H 0.426796 0.783597 0.489516 0.028 Uiso 1 1 calc R U . . .
H13C H 0.544224 0.735820 0.559397 0.028 Uiso 1 1 calc R U . . .
C14 C 0.78608(13) 0.66772(14) 0.45950(11) 0.0164(3) Uani 1 1 d . . . . .
H14A H 0.740062 0.687108 0.527650 0.020 Uiso 1 1 calc R U . . .
H14B H 0.764631 0.563848 0.422581 0.020 Uiso 1 1 calc R U . . .
C15 C 0.94443(13) 0.73278(13) 0.50497(11) 0.0167(3) Uani 1 1 d . . . . .
C16 C 1.01958(13) 0.69070(13) 0.59900(11) 0.0164(3) Uani 1 1 d . . . . .
C17 C 1.16359(14) 0.75862(14) 0.64682(12) 0.0195(3) Uani 1 1 d . . . . .
H17 H 1.211161 0.829622 0.619323 0.023 Uiso 1 1 calc R U . . .
C18 C 1.23675(15) 0.72244(15) 0.73413(12) 0.0234(3) Uani 1 1 d . . . . .
H18 H 1.334492 0.768710 0.766542 0.028 Uiso 1 1 calc R U . . .
C19 C 1.16765(16) 0.61870(16) 0.77445(13) 0.0255(3) Uani 1 1 d . . . . .
H19 H 1.218105 0.594268 0.834560 0.031 Uiso 1 1 calc R U . . .
C20 C 1.02516(16) 0.55068(16) 0.72720(13) 0.0258(3) Uani 1 1 d . . . . .
H20 H 0.978111 0.479495 0.754759 0.031 Uiso 1 1 calc R U . . .
C21 C 0.95125(14) 0.58644(14) 0.63977(12) 0.0204(3) Uani 1 1 d . . . . .
H21 H 0.853577 0.539635 0.607521 0.025 Uiso 1 1 calc R U . . .
C22 C 0.36662(13) 0.28258(13) 0.15348(11) 0.0163(3) Uani 1 1 d . . . . .
C23 C 0.41876(15) 0.21305(14) 0.05914(12) 0.0215(3) Uani 1 1 d . . . . .
H23 H 0.503429 0.259972 0.043310 0.026 Uiso 1 1 calc R U . . .
C24 C 0.34546(16) 0.07418(15) -0.01158(13) 0.0262(3) Uani 1 1 d . . . . .
H24 H 0.380387 0.026434 -0.076209 0.031 Uiso 1 1 calc R U . . .
C25 C 0.22219(16) 0.00452(15) 0.01095(13) 0.0266(3) Uani 1 1 d . . . . .
H25 H 0.172985 -0.090502 -0.037597 0.032 Uiso 1 1 calc R U . . .
C26 C 0.17156(15) 0.07465(15) 0.10473(13) 0.0245(3) Uani 1 1 d . . . . .
H26 H 0.086954 0.027288 0.120354 0.029 Uiso 1 1 calc R U . . .
C27 C 0.24252(14) 0.21316(14) 0.17633(12) 0.0202(3) Uani 1 1 d . . . . .
H27 H 0.206757 0.260454 0.240568 0.024 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
Cl1 C1 1.7425(13) . ?
O1 C11 1.2162(15) . ?
O2 C7 1.4217(15) . ?
O2 C8 1.4399(16) . ?
O3 C15 1.2145(16) . ?
N1 C12 1.2848(16) . ?
N1 N2 1.4165(14) . ?
N2 C11 1.3742(16) . ?
N2 C22 1.4206(16) . ?
C1 C2 1.3832(19) . ?
C1 C6 1.3842(19) . ?
C2 C3 1.3853(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3954(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3939(19) . ?
C4 C7 1.5055(18) . ?
C5 C6 1.3874(19) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C10 1.5559(18) . ?
C7 H7 1.0000 . ?
C8 C9 1.5346(18) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C14 1.5223(18) . ?
C9 C10 1.5457(16) . ?
C9 H9 1.0000 . ?
C10 C12 1.5004(17) . ?
C10 C11 1.5166(17) . ?
C12 C13 1.4932(17) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.5188(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.4930(18) . ?
C16 C21 1.3925(19) . ?
C16 C17 1.3994(18) . ?
C17 C18 1.384(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.388(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.386(2) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 C27 1.3928(19) . ?
C22 C23 1.3932(19) . ?
C23 C24 1.3905(19) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.3858(19) . ?
C26 H26 0.9500 . ?
C27 H27 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
C7 O2 C8 107.31(10) . . ?
C12 N1 N2 108.03(10) . . ?
C11 N2 N1 112.14(10) . . ?
C11 N2 C22 128.96(11) . . ?
N1 N2 C22 118.73(10) . . ?
C2 C1 C6 121.19(12) . . ?
C2 C1 Cl1 119.28(10) . . ?
C6 C1 Cl1 119.53(10) . . ?
C1 C2 C3 119.32(12) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 120.61(12) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.03(12) . . ?
C5 C4 C7 122.40(11) . . ?
C3 C4 C7 118.57(11) . . ?
C6 C5 C4 120.65(12) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C1 C6 C5 119.19(12) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
O2 C7 C4 111.54(10) . . ?
O2 C7 C10 103.60(10) . . ?
C4 C7 C10 115.77(10) . . ?
O2 C7 H7 108.6 . . ?
C4 C7 H7 108.6 . . ?
C10 C7 H7 108.6 . . ?
O2 C8 C9 107.59(10) . . ?
O2 C8 H8A 110.2 . . ?
C9 C8 H8A 110.2 . . ?
O2 C8 H8B 110.2 . . ?
C9 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
C14 C9 C8 114.86(11) . . ?
C14 C9 C10 115.72(10) . . ?
C8 C9 C10 103.07(10) . . ?
C14 C9 H9 107.6 . . ?
C8 C9 H9 107.6 . . ?
C10 C9 H9 107.6 . . ?
C12 C10 C11 101.27(10) . . ?
C12 C10 C9 117.92(10) . . ?
C11 C10 C9 112.58(10) . . ?
C12 C10 C7 114.60(10) . . ?
C11 C10 C7 111.64(10) . . ?
C9 C10 C7 99.34(9) . . ?
O1 C11 N2 127.71(11) . . ?
O1 C11 C10 126.57(11) . . ?
N2 C11 C10 105.72(10) . . ?
N1 C12 C13 120.73(11) . . ?
N1 C12 C10 112.84(11) . . ?
C13 C12 C10 126.42(11) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C9 111.44(10) . . ?
C15 C14 H14A 109.3 . . ?
C9 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C9 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
O3 C15 C16 120.93(12) . . ?
O3 C15 C14 120.37(12) . . ?
C16 C15 C14 118.69(11) . . ?
C21 C16 C17 119.39(12) . . ?
C21 C16 C15 122.19(12) . . ?
C17 C16 C15 118.42(12) . . ?
C18 C17 C16 120.05(13) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.14(13) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 120.12(13) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C21 C20 C19 120.04(14) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C16 120.26(13) . . ?
C20 C21 H21 119.9 . . ?
C16 C21 H21 119.9 . . ?
C27 C22 C23 120.11(12) . . ?
C27 C22 N2 119.35(12) . . ?
C23 C22 N2 120.54(12) . . ?
C24 C23 C22 119.24(13) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C25 C24 C23 120.89(14) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 119.31(13) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 120.90(13) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C26 C27 C22 119.55(13) . . ?
C26 C27 H27 120.2 . . ?
C22 C27 H27 120.2 . . ?

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
C12 N1 N2 C11 -0.23(14) . . . . ?
C12 N1 N2 C22 -175.81(11) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
Cl1 C1 C2 C3 179.79(10) . . . . ?
C1 C2 C3 C4 0.06(19) . . . . ?
C2 C3 C4 C5 -0.33(19) . . . . ?
C2 C3 C4 C7 179.14(12) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C7 C4 C5 C6 -178.75(12) . . . . ?
C2 C1 C6 C5 0.5(2) . . . . ?
Cl1 C1 C6 C5 -179.42(10) . . . . ?
C4 C5 C6 C1 -0.8(2) . . . . ?
C8 O2 C7 C4 163.34(11) . . . . ?
C8 O2 C7 C10 38.15(13) . . . . ?
C5 C4 C7 O2 -12.68(17) . . . . ?
C3 C4 C7 O2 167.87(11) . . . . ?
C5 C4 C7 C10 105.43(14) . . . . ?
C3 C4 C7 C10 -74.02(15) . . . . ?
C7 O2 C8 C9 -16.66(15) . . . . ?
O2 C8 C9 C14 -138.42(12) . . . . ?
O2 C8 C9 C10 -11.66(14) . . . . ?
C14 C9 C10 C12 34.09(16) . . . . ?
C8 C9 C10 C12 -92.13(13) . . . . ?
C14 C9 C10 C11 -83.29(13) . . . . ?
C8 C9 C10 C11 150.50(11) . . . . ?
C14 C9 C10 C7 158.47(11) . . . . ?
C8 C9 C10 C7 32.25(12) . . . . ?
O2 C7 C10 C12 83.15(12) . . . . ?
C4 C7 C10 C12 -39.28(15) . . . . ?
O2 C7 C10 C11 -162.46(10) . . . . ?
C4 C7 C10 C11 75.11(13) . . . . ?
O2 C7 C10 C9 -43.52(11) . . . . ?
C4 C7 C10 C9 -165.95(10) . . . . ?
N1 N2 C11 O1 -179.79(12) . . . . ?
C22 N2 C11 O1 -4.8(2) . . . . ?
N1 N2 C11 C10 -0.26(13) . . . . ?
C22 N2 C11 C10 174.75(12) . . . . ?
C12 C10 C11 O1 -179.89(12) . . . . ?
C9 C10 C11 O1 -53.03(17) . . . . ?
C7 C10 C11 O1 57.71(16) . . . . ?
C12 C10 C11 N2 0.57(12) . . . . ?
C9 C10 C11 N2 127.43(11) . . . . ?
C7 C10 C11 N2 -121.83(11) . . . . ?
N2 N1 C12 C13 179.97(11) . . . . ?
N2 N1 C12 C10 0.64(14) . . . . ?
C11 C10 C12 N1 -0.77(14) . . . . ?
C9 C10 C12 N1 -124.04(12) . . . . ?
C7 C10 C12 N1 119.56(12) . . . . ?
C11 C10 C12 C13 179.95(12) . . . . ?
C9 C10 C12 C13 56.67(17) . . . . ?
C7 C10 C12 C13 -59.73(16) . . . . ?
C8 C9 C14 C15 -64.29(14) . . . . ?
C10 C9 C14 C15 175.72(10) . . . . ?
C9 C14 C15 O3 -1.62(17) . . . . ?
C9 C14 C15 C16 177.77(11) . . . . ?
O3 C15 C16 C21 -175.76(13) . . . . ?
C14 C15 C16 C21 4.86(18) . . . . ?
O3 C15 C16 C17 4.00(19) . . . . ?
C14 C15 C16 C17 -175.38(11) . . . . ?
C21 C16 C17 C18 -0.24(19) . . . . ?
C15 C16 C17 C18 179.99(12) . . . . ?
C16 C17 C18 C19 0.1(2) . . . . ?
C17 C18 C19 C20 0.2(2) . . . . ?
C18 C19 C20 C21 -0.2(2) . . . . ?
C19 C20 C21 C16 0.0(2) . . . . ?
C17 C16 C21 C20 0.22(19) . . . . ?
C15 C16 C21 C20 179.98(12) . . . . ?
C11 N2 C22 C27 -161.38(13) . . . . ?
N1 N2 C22 C27 13.36(17) . . . . ?
C11 N2 C22 C23 18.5(2) . . . . ?
N1 N2 C22 C23 -166.81(12) . . . . ?
C27 C22 C23 C24 0.1(2) . . . . ?
N2 C22 C23 C24 -179.76(12) . . . . ?
C22 C23 C24 C25 -0.2(2) . . . . ?
C23 C24 C25 C26 0.3(2) . . . . ?
C24 C25 C26 C27 -0.1(2) . . . . ?
C25 C26 C27 C22 0.0(2) . . . . ?
C23 C22 C27 C26 0.1(2) . . . . ?
N2 C22 C27 C26 179.90(12) . . . . ?

_refine_diff_density_max         0.342
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.042

