# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_exp_6053
_database_code_depnum_ccdc_archive 'CCDC 1973733'
_audit_update_record             
;
2019-12-23 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_audit_creation_date             2019-05-24
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C0.5 H Cl, C37 H22 N2 O'
_chemical_formula_sum            'C37.50 H23 Cl N2 O'
_chemical_formula_weight         553.03
_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'
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      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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   35.988(2)
_cell_length_b                   10.9785(6)
_cell_length_c                   13.4888(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.548(5)
_cell_angle_gamma                90.00
_cell_volume                     5304.4(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3091
_cell_measurement_temperature    111.35(10)
_cell_measurement_theta_max      28.3390
_cell_measurement_theta_min      3.9630
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97780
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2296
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21276
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.03
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111.35(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.8772
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -13.00   25.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210  -99.0000   60.0000 38

#__ type_ start__ end____ width___ exp.time_
  2 omega   60.00   90.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772 -178.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
  3 omega  -40.00   26.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772  -57.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
  4 omega  -30.00   40.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210   37.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
  5 omega    5.00   31.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   57.0000   90.0000 26

#__ type_ start__ end____ width___ exp.time_
  6 omega   26.00   62.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   57.0000  150.0000 36

#__ type_ start__ end____ width___ exp.time_
  7 omega   35.00   81.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772  178.0000  -30.0000 46

#__ type_ start__ end____ width___ exp.time_
  8 omega  -17.00   11.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.1085  -99.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
  9 omega  -80.00  -48.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.1085  -77.0000 -150.0000 32

#__ type_ start__ end____ width___ exp.time_
 10 omega  -73.00  -48.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.1085  -37.0000   30.0000 25

#__ type_ start__ end____ width___ exp.time_
 11 omega  -11.00   14.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.1085   37.0000  -30.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0174564000
_diffrn_orient_matrix_UB_12      -0.0216638000
_diffrn_orient_matrix_UB_13      0.0130005000
_diffrn_orient_matrix_UB_21      -0.0088379000
_diffrn_orient_matrix_UB_22      0.0531771000
_diffrn_orient_matrix_UB_23      -0.0207127000
_diffrn_orient_matrix_UB_31      -0.0031116000
_diffrn_orient_matrix_UB_32      -0.0295689000
_diffrn_orient_matrix_UB_33      -0.0467913000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3880
_reflns_number_total             5219
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_refine_diff_density_max         1.834
_refine_diff_density_min         -1.982
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         5219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0879
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0763P)²+34.6401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2042
_refine_ls_wR_factor_ref         0.2236
_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. 
;
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.02909(6) 0.88480(17) 0.3301(2) 0.1388(13) Uani 1 1 d . . .
O1 O 0.03496(7) 0.5944(2) 0.12292(19) 0.0254(6) Uani 1 1 d . . .
N2 N 0.13173(8) 0.2002(3) 0.1211(2) 0.0223(7) Uani 1 1 d . . .
C21 C -0.21143(10) 0.5967(3) -0.0184(3) 0.0219(8) Uani 1 1 d . . .
H21 H -0.2304 0.6521 -0.0094 0.026 Uiso 1 1 calc R . .
C2 C -0.01777(10) 0.4557(3) 0.1218(2) 0.0200(7) Uani 1 1 d . . .
N1 N -0.11788(8) 0.5431(3) 0.0943(2) 0.0209(7) Uani 1 1 d . . .
C20 C -0.17701(9) 0.6038(3) 0.0401(2) 0.0174(7) Uani 1 1 d . . .
C25 C -0.14909(9) 0.5185(3) 0.0260(3) 0.0187(7) Uani 1 1 d . . .
C7 C -0.04954(10) 0.5296(3) 0.1123(3) 0.0215(8) Uani 1 1 d . . .
H7 H -0.0475 0.6140 0.1112 0.026 Uiso 1 1 calc R . .
C14 C -0.12648(10) 0.6426(3) 0.1525(3) 0.0197(7) Uani 1 1 d . . .
C24 C -0.15383(10) 0.4297(3) -0.0474(3) 0.0228(8) Uani 1 1 d . . .
H24 H -0.1348 0.3755 -0.0582 0.027 Uiso 1 1 calc R . .
C31 C 0.19374(10) 0.1640(3) 0.1640(3) 0.0216(8) Uani 1 1 d . . .
C30 C 0.22860(10) 0.1828(3) 0.2171(3) 0.0230(8) Uani 1 1 d . . .
H30 H 0.2490 0.1353 0.2045 0.028 Uiso 1 1 calc R . .
C26 C 0.16310(9) 0.2370(3) 0.1840(3) 0.0206(8) Uani 1 1 d . . .
C28 C 0.20147(10) 0.3449(4) 0.3077(3) 0.0251(8) Uani 1 1 d . . .
H28 H 0.2045 0.4050 0.3564 0.030 Uiso 1 1 calc R . .
C37 C 0.14253(10) 0.1050(3) 0.0605(3) 0.0224(8) Uani 1 1 d . . .
C3 C -0.02041(10) 0.3294(4) 0.1222(3) 0.0221(8) Uani 1 1 d . . .
C12 C 0.09387(9) 0.2323(4) 0.1285(3) 0.0226(8) Uani 1 1 d . . .
C5 C -0.08684(10) 0.3449(3) 0.1053(3) 0.0236(8) Uani 1 1 d . . .
H5 H -0.1102 0.3080 0.0999 0.028 Uiso 1 1 calc R . .
C13 C 0.08166(10) 0.3523(4) 0.1268(3) 0.0222(8) Uani 1 1 d . . .
H13 H 0.0984 0.4166 0.1250 0.027 Uiso 1 1 calc R . .
C6 C -0.08440(10) 0.4727(4) 0.1046(3) 0.0222(8) Uani 1 1 d . . .
C19 C -0.16292(10) 0.6838(3) 0.1204(3) 0.0198(7) Uani 1 1 d . . .
C32 C 0.18083(10) 0.0804(3) 0.0851(3) 0.0220(8) Uani 1 1 d . . .
C1 C 0.02239(10) 0.4913(3) 0.1246(2) 0.0214(8) Uani 1 1 d . . .
C10 C 0.03008(10) 0.1588(4) 0.1344(3) 0.0273(9) Uani 1 1 d . . .
H10 H 0.0133 0.0949 0.1376 0.033 Uiso 1 1 calc R . .
C8 C 0.04340(10) 0.3737(3) 0.1278(3) 0.0228(8) Uani 1 1 d . . .
C9 C 0.01783(10) 0.2779(3) 0.1287(3) 0.0227(8) Uani 1 1 d . . .
C23 C -0.18818(11) 0.4250(4) -0.1042(3) 0.0260(8) Uani 1 1 d . . .
H23 H -0.1922 0.3658 -0.1534 0.031 Uiso 1 1 calc R . .
C33 C 0.19805(11) -0.0104(3) 0.0342(3) 0.0260(8) Uani 1 1 d . . .
H33 H 0.2231 -0.0285 0.0506 0.031 Uiso 1 1 calc R . .
C18 C -0.17780(11) 0.7826(3) 0.1674(3) 0.0252(8) Uani 1 1 d . . .
H18 H -0.2015 0.8117 0.1460 0.030 Uiso 1 1 calc R . .
C29 C 0.23219(10) 0.2737(4) 0.2889(3) 0.0269(9) Uani 1 1 d . . .
H29 H 0.2552 0.2872 0.3248 0.032 Uiso 1 1 calc R . .
C15 C -0.10574(11) 0.6954(3) 0.2337(3) 0.0255(8) Uani 1 1 d . . .
H15 H -0.0822 0.6662 0.2562 0.031 Uiso 1 1 calc R . .
C27 C 0.16652(10) 0.3286(3) 0.2557(3) 0.0226(8) Uani 1 1 d . . .
H27 H 0.1463 0.3769 0.2683 0.027 Uiso 1 1 calc R . .
C34 C 0.17756(11) -0.0737(4) -0.0412(3) 0.0307(9) Uani 1 1 d . . .
H34 H 0.1889 -0.1348 -0.0755 0.037 Uiso 1 1 calc R . .
C36 C 0.12183(11) 0.0432(4) -0.0161(3) 0.0272(9) Uani 1 1 d . . .
H36 H 0.0968 0.0612 -0.0332 0.033 Uiso 1 1 calc R . .
C4 C -0.05495(10) 0.2726(4) 0.1141(3) 0.0245(8) Uani 1 1 d . . .
H4 H -0.0568 0.1881 0.1145 0.029 Uiso 1 1 calc R . .
C11 C 0.06818(10) 0.1364(4) 0.1353(3) 0.0269(8) Uani 1 1 d . . .
H11 H 0.0769 0.0567 0.1404 0.032 Uiso 1 1 calc R . .
C22 C -0.21670(10) 0.5062(4) -0.0893(3) 0.0252(8) Uani 1 1 d . . .
H22 H -0.2395 0.4996 -0.1275 0.030 Uiso 1 1 calc R . .
C16 C -0.12136(11) 0.7926(4) 0.2798(3) 0.0294(9) Uani 1 1 d . . .
H16 H -0.1080 0.8294 0.3342 0.035 Uiso 1 1 calc R . .
C17 C -0.15677(12) 0.8369(4) 0.2467(3) 0.0297(9) Uani 1 1 d . . .
H17 H -0.1663 0.9036 0.2783 0.036 Uiso 1 1 calc R . .
C35 C 0.13980(11) -0.0460(4) -0.0660(3) 0.0304(9) Uani 1 1 d . . .
H35 H 0.1265 -0.0887 -0.1174 0.036 Uiso 1 1 calc R . .
C38 C 0.0000 0.8078(7) 0.2500 0.068(2) Uani 1 2 d S . .
H38A H -0.0149 0.7553 0.2883 0.081 Uiso 0.50 1 calc PR . .
H38B H 0.0149 0.7553 0.2117 0.081 Uiso 0.50 1 calc PR . .


_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 C38 1.661(4) . ?
O1 C1 1.219(4) . ?
N2 C26 1.405(5) . ?
N2 C37 1.404(5) . ?
N2 C12 1.420(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.405(5) . ?
C21 C22 1.379(5) . ?
C2 C7 1.398(5) . ?
C2 C3 1.389(5) . ?
C2 C1 1.494(5) . ?
N1 C25 1.408(4) . ?
N1 C14 1.398(5) . ?
N1 C6 1.427(4) . ?
C20 C25 1.400(5) . ?
C20 C19 1.447(5) . ?
C25 C24 1.389(5) . ?
C7 H7 0.9300 . ?
C7 C6 1.396(5) . ?
C14 C19 1.415(5) . ?
C14 C15 1.391(5) . ?
C24 H24 0.9300 . ?
C24 C23 1.391(5) . ?
C31 C30 1.398(5) . ?
C31 C26 1.410(5) . ?
C31 C32 1.448(5) . ?
C30 H30 0.9300 . ?
C30 C29 1.387(6) . ?
C26 C27 1.392(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.397(5) . ?
C28 C27 1.391(5) . ?
C37 C32 1.412(5) . ?
C37 C36 1.391(5) . ?
C3 C9 1.483(5) . ?
C3 C4 1.386(5) . ?
C12 C13 1.389(5) . ?
C12 C11 1.410(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.407(5) . ?
C5 C4 1.391(5) . ?
C13 H13 0.9300 . ?
C13 C8 1.398(5) . ?
C19 C18 1.390(5) . ?
C32 C33 1.390(5) . ?
C1 C8 1.495(5) . ?
C10 H10 0.9300 . ?
C10 C9 1.379(5) . ?
C10 C11 1.392(5) . ?
C8 C9 1.398(5) . ?
C23 H23 0.9300 . ?
C23 C22 1.389(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.384(6) . ?
C18 H18 0.9300 . ?
C18 C17 1.384(6) . ?
C29 H29 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.382(6) . ?
C27 H27 0.9300 . ?
C34 H34 0.9300 . ?
C34 C35 1.401(6) . ?
C36 H36 0.9300 . ?
C36 C35 1.384(6) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C22 H22 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.396(6) . ?
C17 H17 0.9300 . ?
C35 H35 0.9300 . ?
C38 Cl1 1.661(4) 2 ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?

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
C26 N2 C12 127.3(3) . . ?
C37 N2 C26 108.3(3) . . ?
C37 N2 C12 123.2(3) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C22 C21 C20 118.9(3) . . ?
C7 C2 C1 129.1(3) . . ?
C3 C2 C7 121.6(3) . . ?
C3 C2 C1 109.1(3) . . ?
C25 N1 C6 125.0(3) . . ?
C14 N1 C25 108.1(3) . . ?
C14 N1 C6 126.8(3) . . ?
C21 C20 C19 132.9(3) . . ?
C25 C20 C21 119.5(3) . . ?
C25 C20 C19 107.6(3) . . ?
C20 C25 N1 108.7(3) . . ?
C24 C25 N1 129.5(3) . . ?
C24 C25 C20 121.7(3) . . ?
C2 C7 H7 121.0 . . ?
C6 C7 C2 117.9(3) . . ?
C6 C7 H7 121.0 . . ?
N1 C14 C19 109.1(3) . . ?
C15 C14 N1 129.6(3) . . ?
C15 C14 C19 121.3(3) . . ?
C25 C24 H24 121.3 . . ?
C25 C24 C23 117.4(3) . . ?
C23 C24 H24 121.3 . . ?
C30 C31 C26 119.9(3) . . ?
C30 C31 C32 132.7(3) . . ?
C26 C31 C32 107.4(3) . . ?
C31 C30 H30 120.6 . . ?
C29 C30 C31 118.8(3) . . ?
C29 C30 H30 120.6 . . ?
N2 C26 C31 108.6(3) . . ?
C27 C26 N2 129.8(3) . . ?
C27 C26 C31 121.6(3) . . ?
C29 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C27 C28 C29 121.9(4) . . ?
N2 C37 C32 109.0(3) . . ?
C36 C37 N2 129.5(3) . . ?
C36 C37 C32 121.4(3) . . ?
C2 C3 C9 108.5(3) . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 C9 130.8(4) . . ?
C13 C12 N2 122.6(3) . . ?
C13 C12 C11 120.1(3) . . ?
C11 C12 N2 117.3(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(3) . . ?
C12 C13 H13 121.0 . . ?
C12 C13 C8 118.0(3) . . ?
C8 C13 H13 121.0 . . ?
C7 C6 N1 120.7(3) . . ?
C7 C6 C5 120.1(3) . . ?
C5 C6 N1 119.2(3) . . ?
C14 C19 C20 106.4(3) . . ?
C18 C19 C20 133.8(3) . . ?
C18 C19 C14 119.7(3) . . ?
C37 C32 C31 106.7(3) . . ?
C33 C32 C31 133.8(3) . . ?
C33 C32 C37 119.5(4) . . ?
O1 C1 C2 127.0(3) . . ?
O1 C1 C8 127.9(3) . . ?
C2 C1 C8 105.0(3) . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.5(4) . . ?
C11 C10 H10 120.7 . . ?
C13 C8 C1 129.8(3) . . ?
C13 C8 C9 121.6(4) . . ?
C9 C8 C1 108.6(3) . . ?
C10 C9 C3 130.9(3) . . ?
C10 C9 C8 120.4(3) . . ?
C8 C9 C3 108.7(3) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 C24 121.8(3) . . ?
C22 C23 H23 119.1 . . ?
C32 C33 H33 120.3 . . ?
C34 C33 C32 119.5(4) . . ?
C34 C33 H33 120.3 . . ?
C19 C18 H18 120.6 . . ?
C17 C18 C19 118.9(4) . . ?
C17 C18 H18 120.6 . . ?
C30 C29 C28 120.5(3) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C14 C15 H15 121.1 . . ?
C16 C15 C14 117.7(4) . . ?
C16 C15 H15 121.1 . . ?
C26 C27 H27 121.4 . . ?
C28 C27 C26 117.3(3) . . ?
C28 C27 H27 121.4 . . ?
C33 C34 H34 119.9 . . ?
C33 C34 C35 120.1(4) . . ?
C35 C34 H34 119.9 . . ?
C37 C36 H36 121.1 . . ?
C35 C36 C37 117.7(4) . . ?
C35 C36 H36 121.1 . . ?
C3 C4 C5 118.4(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C12 C11 H11 119.4 . . ?
C10 C11 C12 121.3(4) . . ?
C10 C11 H11 119.4 . . ?
C21 C22 C23 120.6(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C15 C16 H16 119.2 . . ?
C15 C16 C17 121.6(4) . . ?
C17 C16 H16 119.2 . . ?
C18 C17 C16 120.7(4) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C34 C35 H35 119.1 . . ?
C36 C35 C34 121.7(4) . . ?
C36 C35 H35 119.1 . . ?
Cl1 C38 Cl1 118.8(5) . 2 ?
Cl1 C38 H38A 107.6 2 . ?
Cl1 C38 H38A 107.6 . . ?
Cl1 C38 H38B 107.6 2 . ?
Cl1 C38 H38B 107.6 . . ?
H38A C38 H38B 107.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C8 C13 -2.0(6) . . . . ?
O1 C1 C8 C9 -180.0(4) . . . . ?
N2 C26 C27 C28 179.9(3) . . . . ?
N2 C37 C32 C31 0.1(4) . . . . ?
N2 C37 C32 C33 -179.5(3) . . . . ?
N2 C37 C36 C35 178.4(4) . . . . ?
N2 C12 C13 C8 175.7(3) . . . . ?
N2 C12 C11 C10 -174.5(3) . . . . ?
C21 C20 C25 N1 -178.7(3) . . . . ?
C21 C20 C25 C24 2.8(5) . . . . ?
C21 C20 C19 C14 177.7(4) . . . . ?
C21 C20 C19 C18 -1.2(7) . . . . ?
C2 C7 C6 N1 -179.7(3) . . . . ?
C2 C7 C6 C5 -0.7(5) . . . . ?
C2 C3 C9 C10 177.8(4) . . . . ?
C2 C3 C9 C8 -2.7(4) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C2 C1 C8 C13 176.9(4) . . . . ?
C2 C1 C8 C9 -1.0(4) . . . . ?
N1 C25 C24 C23 179.2(3) . . . . ?
N1 C14 C19 C20 0.9(4) . . . . ?
N1 C14 C19 C18 179.9(3) . . . . ?
N1 C14 C15 C16 -178.5(4) . . . . ?
C20 C21 C22 C23 -1.3(5) . . . . ?
C20 C25 C24 C23 -2.7(5) . . . . ?
C20 C19 C18 C17 177.2(4) . . . . ?
C25 N1 C14 C19 -1.2(4) . . . . ?
C25 N1 C14 C15 175.2(4) . . . . ?
C25 N1 C6 C7 134.8(4) . . . . ?
C25 N1 C6 C5 -44.2(5) . . . . ?
C25 C20 C19 C14 -0.3(4) . . . . ?
C25 C20 C19 C18 -179.1(4) . . . . ?
C25 C24 C23 C22 0.6(6) . . . . ?
C7 C2 C3 C9 177.5(3) . . . . ?
C7 C2 C3 C4 -0.7(5) . . . . ?
C7 C2 C1 O1 3.2(6) . . . . ?
C7 C2 C1 C8 -175.7(3) . . . . ?
C14 N1 C25 C20 1.0(4) . . . . ?
C14 N1 C25 C24 179.3(4) . . . . ?
C14 N1 C6 C7 -49.1(5) . . . . ?
C14 N1 C6 C5 131.9(4) . . . . ?
C14 C19 C18 C17 -1.6(5) . . . . ?
C14 C15 C16 C17 0.1(6) . . . . ?
C24 C23 C22 C21 1.4(6) . . . . ?
C31 C30 C29 C28 0.0(5) . . . . ?
C31 C26 C27 C28 -0.4(5) . . . . ?
C31 C32 C33 C34 -178.3(4) . . . . ?
C30 C31 C26 N2 179.9(3) . . . . ?
C30 C31 C26 C27 0.1(5) . . . . ?
C30 C31 C32 C37 -179.5(4) . . . . ?
C30 C31 C32 C33 0.1(7) . . . . ?
C26 N2 C37 C32 0.3(4) . . . . ?
C26 N2 C37 C36 -176.6(4) . . . . ?
C26 N2 C12 C13 58.0(5) . . . . ?
C26 N2 C12 C11 -123.6(4) . . . . ?
C26 C31 C30 C29 0.1(5) . . . . ?
C26 C31 C32 C37 -0.5(4) . . . . ?
C26 C31 C32 C33 179.1(4) . . . . ?
C37 N2 C26 C31 -0.7(4) . . . . ?
C37 N2 C26 C27 179.0(4) . . . . ?
C37 N2 C12 C13 -135.9(4) . . . . ?
C37 N2 C12 C11 42.4(5) . . . . ?
C37 C32 C33 C34 1.3(5) . . . . ?
C37 C36 C35 C34 -0.2(6) . . . . ?
C3 C2 C7 C6 0.9(5) . . . . ?
C3 C2 C1 O1 178.3(3) . . . . ?
C3 C2 C1 C8 -0.6(4) . . . . ?
C12 N2 C26 C31 167.1(3) . . . . ?
C12 N2 C26 C27 -13.3(6) . . . . ?
C12 N2 C37 C32 -168.0(3) . . . . ?
C12 N2 C37 C36 15.0(6) . . . . ?
C12 C13 C8 C1 -178.8(3) . . . . ?
C12 C13 C8 C9 -1.1(5) . . . . ?
C13 C12 C11 C10 3.8(6) . . . . ?
C13 C8 C9 C3 -175.9(3) . . . . ?
C13 C8 C9 C10 3.7(6) . . . . ?
C6 N1 C25 C20 177.8(3) . . . . ?
C6 N1 C25 C24 -4.0(6) . . . . ?
C6 N1 C14 C19 -177.9(3) . . . . ?
C6 N1 C14 C15 -1.4(6) . . . . ?
C6 C5 C4 C3 0.0(5) . . . . ?
C19 C20 C25 N1 -0.5(4) . . . . ?
C19 C20 C25 C24 -178.9(3) . . . . ?
C19 C14 C15 C16 -2.4(5) . . . . ?
C19 C18 C17 C16 -0.7(6) . . . . ?
C32 C31 C30 C29 178.9(4) . . . . ?
C32 C31 C26 N2 0.7(4) . . . . ?
C32 C31 C26 C27 -179.0(3) . . . . ?
C32 C37 C36 C35 1.7(6) . . . . ?
C32 C33 C34 C35 0.2(6) . . . . ?
C1 C2 C7 C6 175.5(3) . . . . ?
C1 C2 C3 C9 2.0(4) . . . . ?
C1 C2 C3 C4 -176.2(3) . . . . ?
C1 C8 C9 C3 2.2(4) . . . . ?
C1 C8 C9 C10 -178.2(3) . . . . ?
C9 C3 C4 C5 -177.6(4) . . . . ?
C9 C10 C11 C12 -1.3(6) . . . . ?
C33 C34 C35 C36 -0.7(6) . . . . ?
C29 C28 C27 C26 0.6(5) . . . . ?
C15 C14 C19 C20 -175.9(3) . . . . ?
C15 C14 C19 C18 3.2(5) . . . . ?
C15 C16 C17 C18 1.4(6) . . . . ?
C27 C28 C29 C30 -0.4(6) . . . . ?
C36 C37 C32 C31 177.4(3) . . . . ?
C36 C37 C32 C33 -2.3(5) . . . . ?
C4 C3 C9 C10 -4.2(7) . . . . ?
C4 C3 C9 C8 175.3(4) . . . . ?
C4 C5 C6 N1 179.3(3) . . . . ?
C4 C5 C6 C7 0.2(5) . . . . ?
C11 C12 C13 C8 -2.6(5) . . . . ?
C11 C10 C9 C3 177.1(4) . . . . ?
C11 C10 C9 C8 -2.4(6) . . . . ?
C22 C21 C20 C25 -0.7(5) . . . . ?
C22 C21 C20 C19 -178.5(4) . . . . ?

####################################################################### 
# 
# 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_exp_6054
_database_code_depnum_ccdc_archive 'CCDC 1973734'
_audit_update_record             
;
2019-12-23 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_audit_creation_date             2019-05-24
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C37 H22 N2 O'
_chemical_formula_sum            'C37 H22 N2 O'
_chemical_formula_weight         510.57
_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'
O O 0.0106 0.0060 '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                   19.8760(19)
_cell_length_b                   7.9623(9)
_cell_length_c                   17.0139(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.105(11)
_cell_angle_gamma                90.00
_cell_volume                     2544.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2650
_cell_measurement_temperature    111.45(10)
_cell_measurement_theta_max      27.7430
_cell_measurement_theta_min      3.8200
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19121
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.07
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111.45(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9971
_diffrn_measured_fraction_theta_max 0.8592
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -59.00  -32.75   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210  -57.0000   60.0000 35

#__ type_ start__ end____ width___ exp.time_
  2 omega  -58.00  -31.00   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210  -37.0000   60.0000 36

#__ type_ start__ end____ width___ exp.time_
  3 omega  -23.50   26.00   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210  -99.0000  120.0000 66

#__ type_ start__ end____ width___ exp.time_
  4 omega  -23.00   47.50   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.7335  -19.0000  150.0000 94

#__ type_ start__ end____ width___ exp.time_
  5 omega  -17.00   38.50   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210   77.0000   60.0000 74

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   60.50   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.7335  178.0000  -30.0000 34

#__ type_ start__ end____ width___ exp.time_
  7 omega   64.00   90.25   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.7335  178.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00   78.50   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -       18.7335  178.0000   30.0000 58

#__ type_ start__ end____ width___ exp.time_
  9 omega  -25.00    0.50   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210  -99.0000 -120.0000 34

#__ type_ start__ end____ width___ exp.time_
 10 omega  -25.00   25.25   0.7500    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.4210  -99.0000  -30.0000 67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0092115000
_diffrn_orient_matrix_UB_12      0.0634612000
_diffrn_orient_matrix_UB_13      0.0238699000
_diffrn_orient_matrix_UB_21      -0.0365492000
_diffrn_orient_matrix_UB_22      -0.0200597000
_diffrn_orient_matrix_UB_23      -0.0187836000
_diffrn_orient_matrix_UB_31      0.0024912000
_diffrn_orient_matrix_UB_32      -0.0591286000
_diffrn_orient_matrix_UB_33      0.0320084000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3574
_reflns_number_total             4993
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.216
_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     361
_refine_ls_number_reflns         4993
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0392P)²+0.1480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1013
_refine_ls_wR_factor_ref         0.1181
_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. 
;
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.06993(7) 0.72638(17) 0.08441(8) 0.0302(3) Uani 1 1 d . . .
N1 N -0.08407(8) 0.5771(2) 0.28850(9) 0.0235(4) Uani 1 1 d . . .
C15 C -0.15117(10) 0.4394(2) 0.15126(11) 0.0267(5) Uani 1 1 d . . .
H15 H -0.1111 0.4099 0.1376 0.032 Uiso 1 1 calc R . .
C14 C -0.14527(9) 0.5255(2) 0.22433(11) 0.0232(4) Uani 1 1 d . . .
C6 C -0.01292(9) 0.5667(2) 0.28746(11) 0.0222(4) Uani 1 1 d . . .
C20 C -0.18031(9) 0.6518(2) 0.32583(11) 0.0225(4) Uani 1 1 d . . .
C9 C 0.19388(9) 0.5554(2) 0.26579(11) 0.0228(4) Uani 1 1 d . . .
C8 C 0.17909(9) 0.6244(2) 0.18635(11) 0.0226(4) Uani 1 1 d . . .
N2 N 0.35494(8) 0.6253(2) 0.15819(10) 0.0304(4) Uani 1 1 d . . .
C3 C 0.12643(9) 0.5451(2) 0.28528(11) 0.0221(4) Uani 1 1 d . . .
C2 C 0.07107(9) 0.6064(2) 0.21645(11) 0.0223(4) Uani 1 1 d . . .
C12 C 0.30068(10) 0.6032(2) 0.19499(12) 0.0262(5) Uani 1 1 d . . .
C19 C -0.20563(10) 0.5691(2) 0.24602(11) 0.0241(4) Uani 1 1 d . . .
C16 C -0.21912(10) 0.3991(3) 0.09949(12) 0.0313(5) Uani 1 1 d . . .
H16 H -0.2245 0.3416 0.0502 0.038 Uiso 1 1 calc R . .
C18 C -0.27340(10) 0.5267(3) 0.19228(12) 0.0301(5) Uani 1 1 d . . .
H18 H -0.3138 0.5550 0.2056 0.036 Uiso 1 1 calc R . .
C24 C -0.06423(10) 0.7341(2) 0.42292(11) 0.0270(5) Uani 1 1 d . . .
H24 H -0.0149 0.7386 0.4378 0.032 Uiso 1 1 calc R . .
C7 C 0.00211(9) 0.6184(2) 0.21655(11) 0.0224(4) Uani 1 1 d . . .
H7 H -0.0337 0.6601 0.1705 0.027 Uiso 1 1 calc R . .
C23 C -0.09983(10) 0.8054(2) 0.47239(12) 0.0299(5) Uani 1 1 d . . .
H23 H -0.0736 0.8592 0.5214 0.036 Uiso 1 1 calc R . .
C25 C -0.10542(9) 0.6553(2) 0.35004(11) 0.0221(4) Uani 1 1 d . . .
C13 C 0.23057(9) 0.6471(2) 0.14973(11) 0.0237(4) Uani 1 1 d . . .
H13 H 0.2191 0.6905 0.0962 0.028 Uiso 1 1 calc R . .
C10 C 0.26315(10) 0.5105(2) 0.31032(12) 0.0272(5) Uani 1 1 d . . .
H10 H 0.2741 0.4634 0.3631 0.033 Uiso 1 1 calc R . .
C1 C 0.10131(9) 0.6621(2) 0.15107(11) 0.0233(4) Uani 1 1 d . . .
C4 C 0.11142(10) 0.4960(2) 0.35571(12) 0.0248(4) Uani 1 1 d . . .
H4 H 0.1475 0.4564 0.4021 0.030 Uiso 1 1 calc R . .
C26 C 0.40860(10) 0.5095(3) 0.15917(12) 0.0323(5) Uani 1 1 d . . .
C22 C -0.17361(10) 0.7989(2) 0.45090(12) 0.0293(5) Uani 1 1 d . . .
H22 H -0.1958 0.8452 0.4863 0.035 Uiso 1 1 calc R . .
C5 C 0.04174(10) 0.5064(2) 0.35634(11) 0.0257(5) Uani 1 1 d . . .
H5 H 0.0314 0.4726 0.4034 0.031 Uiso 1 1 calc R . .
C21 C -0.21426(10) 0.7239(2) 0.37733(12) 0.0273(5) Uani 1 1 d . . .
H21 H -0.2636 0.7218 0.3624 0.033 Uiso 1 1 calc R . .
C17 C -0.27958(11) 0.4425(3) 0.11938(13) 0.0345(5) Uani 1 1 d . . .
H17 H -0.3245 0.4144 0.0832 0.041 Uiso 1 1 calc R . .
C11 C 0.31614(10) 0.5370(2) 0.27472(12) 0.0284(5) Uani 1 1 d . . .
H11 H 0.3630 0.5100 0.3049 0.034 Uiso 1 1 calc R . .
C37 C 0.36160(10) 0.7649(3) 0.11122(12) 0.0301(5) Uani 1 1 d . . .
C36 C 0.32198(10) 0.9122(3) 0.09319(12) 0.0329(5) Uani 1 1 d . . .
H36 H 0.2844 0.9302 0.1133 0.040 Uiso 1 1 calc R . .
C29 C 0.52439(12) 0.3361(4) 0.14634(14) 0.0544(7) Uani 1 1 d . . .
H29 H 0.5640 0.2771 0.1438 0.065 Uiso 1 1 calc R . .
C32 C 0.41983(10) 0.7397(3) 0.08251(12) 0.0333(5) Uani 1 1 d . . .
C27 C 0.42272(10) 0.3523(3) 0.19572(12) 0.0373(5) Uani 1 1 d . . .
H27 H 0.3943 0.3063 0.2241 0.045 Uiso 1 1 calc R . .
C31 C 0.45000(10) 0.5791(3) 0.11394(12) 0.0363(6) Uani 1 1 d . . .
C35 C 0.34021(11) 1.0311(3) 0.04439(13) 0.0360(5) Uani 1 1 d . . .
H35 H 0.3141 1.1301 0.0314 0.043 Uiso 1 1 calc R . .
C28 C 0.48116(11) 0.2661(3) 0.18829(13) 0.0474(6) Uani 1 1 d . . .
H28 H 0.4917 0.1597 0.2116 0.057 Uiso 1 1 calc R . .
C33 C 0.43663(11) 0.8630(3) 0.03333(12) 0.0413(6) Uani 1 1 d . . .
H33 H 0.4747 0.8476 0.0137 0.050 Uiso 1 1 calc R . .
C34 C 0.39649(11) 1.0068(3) 0.01421(13) 0.0417(6) Uani 1 1 d . . .
H34 H 0.4070 1.0884 -0.0191 0.050 Uiso 1 1 calc R . .
C30 C 0.50913(11) 0.4908(4) 0.10884(13) 0.0479(7) Uani 1 1 d . . .
H30 H 0.5377 0.5360 0.0805 0.058 Uiso 1 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
O1 C1 1.214(2) . ?
N1 C14 1.404(2) . ?
N1 C6 1.422(2) . ?
N1 C25 1.398(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.391(3) . ?
C15 C16 1.387(3) . ?
C14 C19 1.409(2) . ?
C6 C7 1.396(2) . ?
C6 C5 1.397(3) . ?
C20 C19 1.444(3) . ?
C20 C25 1.409(2) . ?
C20 C21 1.393(2) . ?
C9 C8 1.399(2) . ?
C9 C3 1.485(2) . ?
C9 C10 1.384(2) . ?
C8 C13 1.373(2) . ?
C8 C1 1.494(2) . ?
N2 C12 1.424(2) . ?
N2 C26 1.406(2) . ?
N2 C37 1.400(3) . ?
C3 C2 1.406(2) . ?
C3 C4 1.383(2) . ?
C2 C7 1.375(2) . ?
C2 C1 1.494(2) . ?
C12 C13 1.398(2) . ?
C12 C11 1.393(3) . ?
C19 C18 1.399(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.394(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.380(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.386(3) . ?
C24 C25 1.392(2) . ?
C7 H7 0.9300 . ?
C23 H23 0.9300 . ?
C23 C22 1.391(3) . ?
C13 H13 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.392(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(2) . ?
C26 C27 1.385(3) . ?
C26 C31 1.411(3) . ?
C22 H22 0.9300 . ?
C22 C21 1.383(3) . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C17 H17 0.9300 . ?
C11 H11 0.9300 . ?
C37 C36 1.390(3) . ?
C37 C32 1.410(2) . ?
C36 H36 0.9300 . ?
C36 C35 1.384(3) . ?
C29 H29 0.9300 . ?
C29 C28 1.400(3) . ?
C29 C30 1.375(3) . ?
C32 C31 1.439(3) . ?
C32 C33 1.399(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.390(3) . ?
C31 C30 1.396(3) . ?
C35 H35 0.9300 . ?
C35 C34 1.388(3) . ?
C28 H28 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.373(3) . ?
C34 H34 0.9300 . ?
C30 H30 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
C14 N1 C6 125.83(15) . . ?
C25 N1 C14 108.33(15) . . ?
C25 N1 C6 125.57(15) . . ?
C14 C15 H15 121.3 . . ?
C16 C15 H15 121.3 . . ?
C16 C15 C14 117.48(18) . . ?
N1 C14 C19 108.65(16) . . ?
C15 C14 N1 129.61(17) . . ?
C15 C14 C19 121.70(17) . . ?
C7 C6 N1 119.23(16) . . ?
C7 C6 C5 119.92(16) . . ?
C5 C6 N1 120.85(16) . . ?
C25 C20 C19 107.07(15) . . ?
C21 C20 C19 133.50(17) . . ?
C21 C20 C25 119.42(17) . . ?
C8 C9 C3 108.53(15) . . ?
C10 C9 C8 119.18(17) . . ?
C10 C9 C3 132.29(17) . . ?
C9 C8 C1 109.25(15) . . ?
C13 C8 C9 122.55(17) . . ?
C13 C8 C1 128.18(17) . . ?
C26 N2 C12 126.47(18) . . ?
C37 N2 C12 125.16(16) . . ?
C37 N2 C26 108.31(16) . . ?
C2 C3 C9 108.21(15) . . ?
C4 C3 C9 132.51(17) . . ?
C4 C3 C2 119.22(16) . . ?
C3 C2 C1 109.11(15) . . ?
C7 C2 C3 122.14(16) . . ?
C7 C2 C1 128.63(17) . . ?
C13 C12 N2 119.25(17) . . ?
C11 C12 N2 121.18(17) . . ?
C11 C12 C13 119.57(17) . . ?
C14 C19 C20 107.10(16) . . ?
C18 C19 C14 119.32(17) . . ?
C18 C19 C20 133.57(17) . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.74(19) . . ?
C17 C16 H16 119.1 . . ?
C19 C18 H18 120.4 . . ?
C17 C18 C19 119.21(18) . . ?
C17 C18 H18 120.4 . . ?
C23 C24 H24 121.4 . . ?
C23 C24 C25 117.21(18) . . ?
C25 C24 H24 121.4 . . ?
C6 C7 H7 120.8 . . ?
C2 C7 C6 118.41(17) . . ?
C2 C7 H7 120.8 . . ?
C24 C23 H23 119.0 . . ?
C24 C23 C22 121.92(19) . . ?
C22 C23 H23 119.0 . . ?
N1 C25 C20 108.84(16) . . ?
C24 C25 N1 129.33(16) . . ?
C24 C25 C20 121.77(16) . . ?
C8 C13 C12 118.27(17) . . ?
C8 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.78(18) . . ?
C11 C10 H10 120.6 . . ?
O1 C1 C8 127.40(16) . . ?
O1 C1 C2 127.71(17) . . ?
C8 C1 C2 104.88(15) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.18(17) . . ?
C5 C4 H4 120.4 . . ?
N2 C26 C31 108.14(19) . . ?
C27 C26 N2 129.76(19) . . ?
C27 C26 C31 122.09(19) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 C23 120.47(17) . . ?
C21 C22 H22 119.8 . . ?
C6 C5 H5 119.4 . . ?
C4 C5 C6 121.12(17) . . ?
C4 C5 H5 119.4 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.16(18) . . ?
C22 C21 H21 120.4 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.55(19) . . ?
C18 C17 H17 119.7 . . ?
C12 C11 H11 119.2 . . ?
C10 C11 C12 121.60(18) . . ?
C10 C11 H11 119.2 . . ?
N2 C37 C32 109.06(18) . . ?
C36 C37 N2 130.03(17) . . ?
C36 C37 C32 120.90(19) . . ?
C37 C36 H36 121.0 . . ?
C35 C36 C37 117.99(19) . . ?
C35 C36 H36 121.0 . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C30 C29 C28 121.0(2) . . ?
C37 C32 C31 106.68(18) . . ?
C33 C32 C37 119.4(2) . . ?
C33 C32 C31 133.91(19) . . ?
C26 C27 H27 121.4 . . ?
C26 C27 C28 117.3(2) . . ?
C28 C27 H27 121.4 . . ?
C26 C31 C32 107.78(17) . . ?
C30 C31 C26 119.3(2) . . ?
C30 C31 C32 132.9(2) . . ?
C36 C35 H35 119.1 . . ?
C36 C35 C34 121.8(2) . . ?
C34 C35 H35 119.1 . . ?
C29 C28 H28 119.3 . . ?
C27 C28 C29 121.3(2) . . ?
C27 C28 H28 119.3 . . ?
C32 C33 H33 120.2 . . ?
C34 C33 C32 119.54(19) . . ?
C34 C33 H33 120.2 . . ?
C35 C34 H34 119.8 . . ?
C33 C34 C35 120.3(2) . . ?
C33 C34 H34 119.8 . . ?
C29 C30 C31 119.0(2) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?

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 C14 C19 C20 0.7(2) . . . . ?
N1 C14 C19 C18 -178.50(16) . . . . ?
N1 C6 C7 C2 -179.52(16) . . . . ?
N1 C6 C5 C4 180.00(16) . . . . ?
C15 C14 C19 C20 178.29(17) . . . . ?
C15 C14 C19 C18 -0.9(3) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C14 N1 C6 C7 45.5(3) . . . . ?
C14 N1 C6 C5 -134.7(2) . . . . ?
C14 N1 C25 C20 0.8(2) . . . . ?
C14 N1 C25 C24 -176.26(18) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C14 C19 C18 C17 0.3(3) . . . . ?
C6 N1 C14 C15 7.4(3) . . . . ?
C6 N1 C14 C19 -175.17(16) . . . . ?
C6 N1 C25 C20 175.08(16) . . . . ?
C6 N1 C25 C24 -2.0(3) . . . . ?
C20 C19 C18 C17 -178.6(2) . . . . ?
C9 C8 C13 C12 -1.7(3) . . . . ?
C9 C8 C1 O1 178.04(19) . . . . ?
C9 C8 C1 C2 -0.9(2) . . . . ?
C9 C3 C2 C7 -177.73(16) . . . . ?
C9 C3 C2 C1 -1.4(2) . . . . ?
C9 C3 C4 C5 177.47(18) . . . . ?
C9 C10 C11 C12 -1.7(3) . . . . ?
C8 C9 C3 C2 0.8(2) . . . . ?
C8 C9 C3 C4 -176.1(2) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
N2 C12 C13 C8 179.89(16) . . . . ?
N2 C12 C11 C10 -178.15(17) . . . . ?
N2 C26 C27 C28 -178.44(19) . . . . ?
N2 C26 C31 C32 -1.6(2) . . . . ?
N2 C26 C31 C30 177.19(18) . . . . ?
N2 C37 C36 C35 -179.85(19) . . . . ?
N2 C37 C32 C31 -0.5(2) . . . . ?
N2 C37 C32 C33 179.55(17) . . . . ?
C3 C9 C8 C13 -178.67(17) . . . . ?
C3 C9 C8 C1 0.1(2) . . . . ?
C3 C9 C10 C11 -179.62(18) . . . . ?
C3 C2 C7 C6 -0.5(3) . . . . ?
C3 C2 C1 O1 -177.51(19) . . . . ?
C3 C2 C1 C8 1.4(2) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C12 N2 C26 C27 -1.2(3) . . . . ?
C12 N2 C26 C31 178.57(17) . . . . ?
C12 N2 C37 C36 3.6(3) . . . . ?
C12 N2 C37 C32 -177.80(16) . . . . ?
C19 C20 C25 N1 -0.4(2) . . . . ?
C19 C20 C25 C24 176.94(17) . . . . ?
C19 C20 C21 C22 -178.31(19) . . . . ?
C19 C18 C17 C16 0.4(3) . . . . ?
C16 C15 C14 N1 177.84(18) . . . . ?
C16 C15 C14 C19 0.8(3) . . . . ?
C24 C23 C22 C21 -1.8(3) . . . . ?
C7 C6 C5 C4 -0.2(3) . . . . ?
C7 C2 C1 O1 -1.5(3) . . . . ?
C7 C2 C1 C8 177.43(18) . . . . ?
C23 C24 C25 N1 178.53(18) . . . . ?
C23 C24 C25 C20 1.8(3) . . . . ?
C23 C22 C21 C20 1.4(3) . . . . ?
C25 N1 C14 C15 -178.30(19) . . . . ?
C25 N1 C14 C19 -0.9(2) . . . . ?
C25 N1 C6 C7 -127.76(19) . . . . ?
C25 N1 C6 C5 52.0(3) . . . . ?
C25 C20 C19 C14 -0.2(2) . . . . ?
C25 C20 C19 C18 178.8(2) . . . . ?
C25 C20 C21 C22 0.6(3) . . . . ?
C25 C24 C23 C22 0.2(3) . . . . ?
C13 C8 C1 O1 -3.3(3) . . . . ?
C13 C8 C1 C2 177.77(18) . . . . ?
C13 C12 C11 C10 1.2(3) . . . . ?
C10 C9 C8 C13 1.2(3) . . . . ?
C10 C9 C8 C1 179.92(17) . . . . ?
C10 C9 C3 C2 -179.0(2) . . . . ?
C10 C9 C3 C4 4.0(3) . . . . ?
C1 C8 C13 C12 179.78(17) . . . . ?
C1 C2 C7 C6 -176.05(18) . . . . ?
C4 C3 C2 C7 -0.3(3) . . . . ?
C4 C3 C2 C1 176.06(16) . . . . ?
C26 N2 C12 C13 -135.0(2) . . . . ?
C26 N2 C12 C11 44.4(3) . . . . ?
C26 N2 C37 C36 -179.0(2) . . . . ?
C26 N2 C37 C32 -0.5(2) . . . . ?
C26 C27 C28 C29 0.7(3) . . . . ?
C26 C31 C30 C29 1.6(3) . . . . ?
C5 C6 C7 C2 0.7(3) . . . . ?
C21 C20 C19 C14 178.81(19) . . . . ?
C21 C20 C19 C18 -2.2(4) . . . . ?
C21 C20 C25 N1 -179.54(16) . . . . ?
C21 C20 C25 C24 -2.2(3) . . . . ?
C11 C12 C13 C8 0.6(3) . . . . ?
C37 N2 C12 C13 41.9(3) . . . . ?
C37 N2 C12 C11 -138.8(2) . . . . ?
C37 N2 C26 C27 -178.5(2) . . . . ?
C37 N2 C26 C31 1.3(2) . . . . ?
C37 C36 C35 C34 -0.4(3) . . . . ?
C37 C32 C31 C26 1.3(2) . . . . ?
C37 C32 C31 C30 -177.2(2) . . . . ?
C37 C32 C33 C34 0.4(3) . . . . ?
C36 C37 C32 C31 178.22(18) . . . . ?
C36 C37 C32 C33 -1.7(3) . . . . ?
C36 C35 C34 C33 -0.9(3) . . . . ?
C32 C37 C36 C35 1.7(3) . . . . ?
C32 C31 C30 C29 -180.0(2) . . . . ?
C32 C33 C34 C35 0.9(3) . . . . ?
C27 C26 C31 C32 178.22(18) . . . . ?
C27 C26 C31 C30 -3.0(3) . . . . ?
C31 C26 C27 C28 1.8(3) . . . . ?
C31 C32 C33 C34 -179.6(2) . . . . ?
C28 C29 C30 C31 0.8(3) . . . . ?
C33 C32 C31 C26 -178.8(2) . . . . ?
C33 C32 C31 C30 2.7(4) . . . . ?
C30 C29 C28 C27 -2.0(3) . . . . ?

