# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 1859432'
_audit_update_record             
;
2018-07-31 deposited with the CCDC.	2019-05-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H36 N4 O, C2 H4 Cl2, 3(O)'
_chemical_formula_sum            'C48 H40 Cl2 N4 O4'
_chemical_formula_weight         807.74

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   36.646(2)
_cell_length_b                   36.646(2)
_cell_length_c                   17.5414(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     20401(3)
_cell_formula_units_Z            18
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9905
_cell_measurement_theta_min      2
_cell_measurement_theta_max      25

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            RED
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_F_000             7596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.189
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_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            54220
_diffrn_reflns_av_unetI/netI     0.0996
_diffrn_reflns_av_R_equivalents  0.1465
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.223
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measured_fraction_theta_full 0.908
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_Laue_measured_fraction_full 0.908
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_point_group_measured_fraction_full 0.908
_reflns_number_total             7247
_reflns_number_gt                4393
_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-2014 (Sheldrick 2014)'
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7247
_refine_ls_number_parameters     535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1589
_refine_ls_R_factor_gt           0.1119
_refine_ls_wR_factor_ref         0.3293
_refine_ls_wR_factor_gt          0.2936
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_restrained_S_all      1.151
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.36990(15) 0.18664(16) 0.3014(3) 0.0279(11) Uani 1 1 d . . . . .
H1 H 0.357594 0.203818 0.309284 0.033 Uiso 1 1 calc R U . . .
C1S C 0.5143(3) 0.1103(4) 0.0501(4) 0.080(3) Uani 1 1 d . . . . .
H1S1 H 0.484817 0.089549 0.063762 0.096 Uiso 1 1 calc R U . . .
H1S2 H 0.533021 0.106225 0.085231 0.096 Uiso 1 1 calc R U . . .
C2 C 0.37609(15) 0.16321(15) 0.3571(3) 0.0278(11) Uani 1 1 d . . . . .
C2S C 0.5207(3) 0.1523(3) 0.0609(4) 0.070(2) Uani 1 1 d . . . . .
H2S1 H 0.550319 0.173003 0.048130 0.084 Uiso 1 1 calc R U . . .
H2S2 H 0.516378 0.155969 0.115431 0.084 Uiso 1 1 calc R U . . .
C3 C 0.39539(15) 0.14266(16) 0.3200(3) 0.0273(10) Uani 1 1 d . . . . .
H3 H 0.403888 0.124742 0.343550 0.033 Uiso 1 1 calc R U . . .
C4 C 0.39950(15) 0.15319(15) 0.2453(3) 0.0260(10) Uani 1 1 d . . . . .
C5 C 0.41280(16) 0.13668(17) 0.1784(3) 0.0267(10) Uani 1 1 d . . . . .
C6 C 0.44038(15) 0.11999(15) 0.2052(3) 0.0251(10) Uani 1 1 d . . . . .
C7 C 0.43785(16) 0.08143(15) 0.1999(3) 0.0272(10) Uani 1 1 d . . . . .
H7 H 0.416087 0.057063 0.175660 0.033 Uiso 1 1 calc R U . . .
C8 C 0.47344(16) 0.08453(15) 0.2371(3) 0.0263(10) Uani 1 1 d . . . . .
H8 H 0.479553 0.062380 0.243159 0.032 Uiso 1 1 calc R U . . .
C9 C 0.49758(15) 0.12487(15) 0.2629(3) 0.0239(10) Uani 1 1 d . . . . .
C10 C 0.53788(15) 0.14489(15) 0.3085(3) 0.0234(10) Uani 1 1 d . . . . .
C11 C 0.56338(15) 0.15951(15) 0.4486(3) 0.0259(11) Uani 1 1 d . . . . .
C12 C 0.53037(15) 0.15034(14) 0.3910(3) 0.0232(10) Uani 1 1 d . . . . .
C13 C 0.49723(15) 0.14821(15) 0.4273(3) 0.0252(10) Uani 1 1 d . . . . .
H13 H 0.471508 0.142257 0.403705 0.030 Uiso 1 1 calc R U . . .
C14 C 0.50642(15) 0.15640(15) 0.5089(3) 0.0267(10) Uani 1 1 d . . . . .
C15 C 0.48064(17) 0.15661(16) 0.5643(3) 0.0298(11) Uani 1 1 d . . . . .
C16 C 0.43973(16) 0.15321(16) 0.5492(3) 0.0301(11) Uani 1 1 d . . . . .
C17 C 0.40909(19) 0.14583(19) 0.6088(3) 0.0409(14) Uani 1 1 d . . . . .
H17 H 0.411212 0.140756 0.661271 0.049 Uiso 1 1 calc R U . . .
C18 C 0.37709(18) 0.1477(2) 0.5744(3) 0.0422(14) Uani 1 1 d . . . . .
H18 H 0.352165 0.143968 0.598148 0.051 Uiso 1 1 calc R U . . .
C19 C 0.38790(16) 0.15631(17) 0.4946(3) 0.0310(11) Uani 1 1 d . . . . .
C20 C 0.36522(15) 0.16169(16) 0.4373(3) 0.0290(11) Uani 1 1 d . . . . .
C21 C 0.37361(17) 0.10215(17) 0.1358(3) 0.0338(12) Uani 1 1 d . . . . .
C22 C 0.33943(19) 0.07141(19) 0.1751(4) 0.0429(14) Uani 1 1 d . . . . .
H22 H 0.339782 0.070473 0.229248 0.052 Uiso 1 1 calc R U . . .
C23 C 0.3039(2) 0.0414(2) 0.1340(5) 0.0582(19) Uani 1 1 d . . . . .
H23 H 0.280124 0.020181 0.160537 0.070 Uiso 1 1 calc R U . . .
C24 C 0.3036(2) 0.0426(2) 0.0567(4) 0.0567(19) Uani 1 1 d . . . . .
H24 H 0.279665 0.022239 0.029352 0.068 Uiso 1 1 calc R U . . .
C25 C 0.3368(3) 0.0722(2) 0.0187(4) 0.0577(19) Uani 1 1 d . . . . .
H25 H 0.336108 0.072658 -0.035381 0.069 Uiso 1 1 calc R U . . .
C26 C 0.3726(2) 0.1026(2) 0.0570(3) 0.0444(14) Uani 1 1 d . . . . .
H26 H 0.396072 0.123434 0.029186 0.053 Uiso 1 1 calc R U . . .
C27 C 0.57044(14) 0.18632(14) 0.2716(3) 0.0225(10) Uani 1 1 d . . . . .
C28 C 0.59718(15) 0.18615(16) 0.2161(3) 0.0282(11) Uani 1 1 d . . . . .
H28 H 0.596615 0.160592 0.204109 0.034 Uiso 1 1 calc R U . . .
C29 C 0.62474(17) 0.22275(17) 0.1777(3) 0.0325(12) Uani 1 1 d . . . . .
H29 H 0.642549 0.222004 0.139108 0.039 Uiso 1 1 calc R U . . .
C30 C 0.62649(16) 0.26037(17) 0.1953(3) 0.0312(11) Uani 1 1 d . . . . .
H30 H 0.645205 0.285438 0.168607 0.037 Uiso 1 1 calc R U . . .
C31 C 0.60073(17) 0.26110(16) 0.2520(3) 0.0319(11) Uani 1 1 d . . . . .
H31 H 0.602170 0.286966 0.264824 0.038 Uiso 1 1 calc R U . . .
C32 C 0.57285(16) 0.22467(16) 0.2903(3) 0.0273(10) Uani 1 1 d . . . . .
H32 H 0.555365 0.225637 0.329331 0.033 Uiso 1 1 calc R U . . .
C33 C 0.49271(17) 0.16141(19) 0.6467(3) 0.0351(12) Uani 1 1 d . . . . .
C34 C 0.4910(2) 0.1280(2) 0.6869(3) 0.0484(15) Uani 1 1 d . . . . .
H34 H 0.482054 0.101865 0.662061 0.058 Uiso 1 1 calc R U . . .
C35 C 0.5023(3) 0.1327(3) 0.7636(3) 0.060(2) Uani 1 1 d . . . . .
H35 H 0.500769 0.109502 0.790864 0.072 Uiso 1 1 calc R U . . .
C36 C 0.5157(2) 0.1702(3) 0.8000(4) 0.061(2) Uani 1 1 d . . . . .
H36 H 0.524438 0.173585 0.851730 0.073 Uiso 1 1 calc R U . . .
C37 C 0.5165(3) 0.2038(3) 0.7601(4) 0.062(2) Uani 1 1 d . . . . .
H37 H 0.524581 0.229703 0.785149 0.075 Uiso 1 1 calc R U . . .
C38 C 0.5054(2) 0.1987(2) 0.6846(3) 0.0473(15) Uani 1 1 d . . . . .
H38 H 0.506451 0.221715 0.657565 0.057 Uiso 1 1 calc R U . . .
C39 C 0.32890(17) 0.16740(19) 0.4559(3) 0.0389(13) Uani 1 1 d . . . . .
C40 C 0.3305(2) 0.1940(2) 0.5132(3) 0.0460(15) Uani 1 1 d . . . . .
H40 H 0.355607 0.208874 0.542331 0.055 Uiso 1 1 calc R U . . .
C41 C 0.2974(3) 0.1996(3) 0.5291(4) 0.063(2) Uani 1 1 d . . . . .
H41 H 0.299455 0.218148 0.568788 0.075 Uiso 1 1 calc R U . . .
C42 C 0.2605(3) 0.1781(3) 0.4870(5) 0.075(3) Uani 1 1 d . . . . .
H42 H 0.237402 0.182311 0.497077 0.090 Uiso 1 1 calc R U . . .
C43 C 0.2576(2) 0.1507(2) 0.4309(5) 0.0575(19) Uani 1 1 d . . . . .
H43 H 0.232105 0.135151 0.403221 0.069 Uiso 1 1 calc R U . . .
C44 C 0.29149(18) 0.1456(2) 0.4145(4) 0.0464(15) Uani 1 1 d . . . . .
H44 H 0.289436 0.127113 0.374619 0.056 Uiso 1 1 calc R U . . .
C45 C 0.38568(17) 0.20229(17) 0.1636(3) 0.0318(11) Uani 1 1 d . . . . .
H45A H 0.397391 0.192809 0.122983 0.048 Uiso 1 1 calc R U . . .
H45B H 0.357121 0.195661 0.149604 0.048 Uiso 1 1 calc R U . . .
H45C H 0.403504 0.232791 0.170417 0.048 Uiso 1 1 calc R U . . .
C46 C 0.57514(19) 0.1771(2) 0.5846(3) 0.0432(14) Uani 1 1 d . . . . .
H46A H 0.559423 0.177715 0.629247 0.065 Uiso 1 1 calc R U . . .
H46B H 0.585773 0.157688 0.594047 0.065 Uiso 1 1 calc R U . . .
H46C H 0.598871 0.205401 0.574909 0.065 Uiso 1 1 calc R U . . .
N1 N 0.38426(12) 0.18089(13) 0.2344(2) 0.0263(9) Uani 1 1 d . . . . .
N2 N 0.47705(14) 0.14609(17) 0.2433(2) 0.0252(10) Uani 1 1 d . . . . .
N3 N 0.54746(13) 0.16280(13) 0.5185(2) 0.0270(9) Uani 1 1 d . . . . .
N4 N 0.42694(13) 0.15879(13) 0.4810(2) 0.0283(9) Uani 1 1 d . . . . .
O1 O 0.59781(11) 0.16298(11) 0.43957(19) 0.0312(8) Uani 1 1 d . . . . .
O2 O 0.5563(4) 0.2088(3) 0.9964(5) 0.139(3) Uani 1 1 d . . . . .
O3 O 0.3959(2) 0.0339(2) 0.7585(6) 0.137(4) Uani 1 1 d . . . . .
O5 O 0.4034(2) 0.0252(2) 0.0009(5) 0.103(2) Uani 1 1 d . . . . .
Cl1 Cl 0.52428(8) 0.10012(8) -0.04666(11) 0.0756(7) Uani 1 1 d . . . . .
Cl2 Cl 0.48678(7) 0.16342(7) 0.00500(11) 0.0706(6) Uani 1 1 d . . . . .
H1N H 0.4832(16) 0.1648(16) 0.250(3) 0.002(14) Uiso 1 1 d . . . . .
H5 H 0.4273(19) 0.1571(19) 0.148(3) 0.028(14) Uiso 1 1 d . . . . .
H10 H 0.5514(15) 0.1286(16) 0.301(3) 0.016(12) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.346(6) . ?
C1 C2 1.393(7) . ?
C1 H1 0.9500 . ?
C1S C2S 1.445(14) . ?
C1S Cl1 1.815(8) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2 C3 1.422(7) . ?
C2 C20 1.455(7) . ?
C2S Cl2 1.785(8) . ?
C2S H2S1 0.9900 . ?
C2S H2S2 0.9900 . ?
C3 C4 1.354(7) . ?
C3 H3 0.9500 . ?
C4 N1 1.395(6) . ?
C4 C5 1.508(7) . ?
C5 C6 1.495(7) . ?
C5 C21 1.551(7) . ?
C5 H5 0.85(6) . ?
C6 N2 1.372(7) . ?
C6 C7 1.372(7) . ?
C7 C8 1.411(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.365(7) . ?
C8 H8 0.9500 . ?
C9 N2 1.369(7) . ?
C9 C10 1.509(7) . ?
C10 C12 1.505(6) . ?
C10 C27 1.529(7) . ?
C10 H10 0.96(5) . ?
C11 O1 1.214(6) . ?
C11 N3 1.389(6) . ?
C11 C12 1.480(7) . ?
C12 C13 1.339(7) . ?
C13 C14 1.467(7) . ?
C13 H13 0.9500 . ?
C14 C15 1.358(7) . ?
C14 N3 1.412(6) . ?
C15 C16 1.465(8) . ?
C15 C33 1.495(7) . ?
C16 N4 1.337(7) . ?
C16 C17 1.457(7) . ?
C17 C18 1.350(9) . ?
C17 H17 0.9500 . ?
C18 C19 1.446(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(7) . ?
C19 N4 1.408(7) . ?
C20 C39 1.483(7) . ?
C21 C22 1.380(9) . ?
C21 C26 1.382(8) . ?
C22 C23 1.412(9) . ?
C22 H22 0.9500 . ?
C23 C24 1.358(11) . ?
C23 H23 0.9500 . ?
C24 C25 1.334(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.397(9) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.383(7) . ?
C27 C32 1.403(7) . ?
C28 C29 1.385(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(8) . ?
C29 H29 0.9500 . ?
C30 C31 1.381(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.384(7) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 C38 1.376(9) . ?
C33 C34 1.386(8) . ?
C34 C35 1.393(9) . ?
C34 H34 0.9500 . ?
C35 C36 1.366(12) . ?
C35 H35 0.9500 . ?
C36 C37 1.403(11) . ?
C36 H36 0.9500 . ?
C37 C38 1.371(9) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C40 1.380(9) . ?
C39 C44 1.397(9) . ?
C40 C41 1.357(9) . ?
C40 H40 0.9500 . ?
C41 C42 1.388(13) . ?
C41 H41 0.9500 . ?
C42 C43 1.373(13) . ?
C42 H42 0.9500 . ?
C43 C44 1.374(9) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 N1 1.457(6) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 N3 1.454(7) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
N2 H1N 0.62(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
N1 C1 C2 108.6(4) . . ?
N1 C1 H1 125.7 . . ?
C2 C1 H1 125.7 . . ?
C2S C1S Cl1 113.6(6) . . ?
C2S C1S H1S1 108.8 . . ?
Cl1 C1S H1S1 108.8 . . ?
C2S C1S H1S2 108.8 . . ?
Cl1 C1S H1S2 108.8 . . ?
H1S1 C1S H1S2 107.7 . . ?
C1 C2 C3 106.4(4) . . ?
C1 C2 C20 125.2(4) . . ?
C3 C2 C20 128.4(4) . . ?
C1S C2S Cl2 114.1(6) . . ?
C1S C2S H2S1 108.7 . . ?
Cl2 C2S H2S1 108.7 . . ?
C1S C2S H2S2 108.7 . . ?
Cl2 C2S H2S2 108.7 . . ?
H2S1 C2S H2S2 107.6 . . ?
C4 C3 C2 107.8(4) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
C3 C4 N1 108.1(4) . . ?
C3 C4 C5 130.6(5) . . ?
N1 C4 C5 120.9(4) . . ?
C6 C5 C4 109.8(4) . . ?
C6 C5 C21 111.0(4) . . ?
C4 C5 C21 110.4(4) . . ?
C6 C5 H5 108(4) . . ?
C4 C5 H5 109(4) . . ?
C21 C5 H5 109(4) . . ?
N2 C6 C7 106.8(4) . . ?
N2 C6 C5 119.7(4) . . ?
C7 C6 C5 133.5(4) . . ?
C6 C7 C8 107.6(4) . . ?
C6 C7 H7 126.2 . . ?
C8 C7 H7 126.2 . . ?
C9 C8 C7 108.2(4) . . ?
C9 C8 H8 125.9 . . ?
C7 C8 H8 125.9 . . ?
C8 C9 N2 106.8(4) . . ?
C8 C9 C10 130.5(4) . . ?
N2 C9 C10 122.6(4) . . ?
C12 C10 C9 112.0(4) . . ?
C12 C10 C27 112.3(4) . . ?
C9 C10 C27 110.3(4) . . ?
C12 C10 H10 114(3) . . ?
C9 C10 H10 108(3) . . ?
C27 C10 H10 100(3) . . ?
O1 C11 N3 124.5(4) . . ?
O1 C11 C12 128.6(5) . . ?
N3 C11 C12 106.9(4) . . ?
C13 C12 C11 107.6(4) . . ?
C13 C12 C10 132.1(4) . . ?
C11 C12 C10 120.2(4) . . ?
C12 C13 C14 110.1(4) . . ?
C12 C13 H13 124.9 . . ?
C14 C13 H13 124.9 . . ?
C15 C14 N3 126.9(4) . . ?
C15 C14 C13 127.6(4) . . ?
N3 C14 C13 105.5(4) . . ?
C14 C15 C16 123.7(4) . . ?
C14 C15 C33 121.7(5) . . ?
C16 C15 C33 114.5(4) . . ?
N4 C16 C17 111.9(5) . . ?
N4 C16 C15 124.8(4) . . ?
C17 C16 C15 123.1(5) . . ?
C18 C17 C16 106.2(5) . . ?
C18 C17 H17 126.9 . . ?
C16 C17 H17 126.9 . . ?
C17 C18 C19 107.1(5) . . ?
C17 C18 H18 126.5 . . ?
C19 C18 H18 126.5 . . ?
C20 C19 N4 122.2(4) . . ?
C20 C19 C18 128.2(5) . . ?
N4 C19 C18 109.7(5) . . ?
C19 C20 C2 122.5(4) . . ?
C19 C20 C39 120.4(5) . . ?
C2 C20 C39 117.1(5) . . ?
C22 C21 C26 119.5(5) . . ?
C22 C21 C5 121.1(5) . . ?
C26 C21 C5 119.4(5) . . ?
C21 C22 C23 119.1(6) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 120.3(7) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.4(6) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 121.3(6) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C21 C26 C25 119.3(7) . . ?
C21 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C28 C27 C32 118.7(4) . . ?
C28 C27 C10 119.8(4) . . ?
C32 C27 C10 121.5(4) . . ?
C27 C28 C29 120.9(5) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C30 C29 C28 120.3(5) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C31 C30 C29 119.2(5) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C30 C31 C32 120.9(5) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
C31 C32 C27 119.9(5) . . ?
C31 C32 H32 120.1 . . ?
C27 C32 H32 120.1 . . ?
C38 C33 C34 118.3(5) . . ?
C38 C33 C15 121.1(5) . . ?
C34 C33 C15 120.5(5) . . ?
C33 C34 C35 120.4(7) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C36 C35 C34 120.5(7) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C35 C36 C37 119.4(6) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
C38 C37 C36 119.3(7) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C37 C38 C33 122.1(6) . . ?
C37 C38 H38 119.0 . . ?
C33 C38 H38 119.0 . . ?
C40 C39 C44 117.8(6) . . ?
C40 C39 C20 122.4(6) . . ?
C44 C39 C20 119.9(5) . . ?
C41 C40 C39 122.0(7) . . ?
C41 C40 H40 119.0 . . ?
C39 C40 H40 119.0 . . ?
C40 C41 C42 119.7(8) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
C43 C42 C41 119.5(7) . . ?
C43 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C42 C43 C44 120.4(7) . . ?
C42 C43 H43 119.8 . . ?
C44 C43 H43 119.8 . . ?
C43 C44 C39 120.5(7) . . ?
C43 C44 H44 119.7 . . ?
C39 C44 H44 119.7 . . ?
N1 C45 H45A 109.5 . . ?
N1 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N1 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N3 C46 H46A 109.5 . . ?
N3 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
N3 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C1 N1 C4 109.0(4) . . ?
C1 N1 C45 124.9(4) . . ?
C4 N1 C45 126.0(4) . . ?
C9 N2 C6 110.5(5) . . ?
C9 N2 H1N 126(5) . . ?
C6 N2 H1N 124(5) . . ?
C11 N3 C14 109.8(4) . . ?
C11 N3 C46 119.2(4) . . ?
C14 N3 C46 130.4(4) . . ?
C16 N4 C19 105.2(4) . . ?

_refine_diff_density_max         1.694
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.129

####################################################################### 
# 
# 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_HR
_database_code_depnum_ccdc_archive 'CCDC 1859433'
_audit_update_record             
;
2018-07-31 deposited with the CCDC.	2019-05-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C45 H32 N4, 0.5(C2 H4 Cl2)'
_chemical_formula_sum            'C46 H34 Cl N4'
_chemical_formula_weight         678.22

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'
S S 0.1246 0.1234 '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'

_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                   9.122(3)
_cell_length_b                   13.972(4)
_cell_length_c                   14.797(4)
_cell_angle_alpha                103.575(8)
_cell_angle_beta                 94.231(11)
_cell_angle_gamma                107.933(7)
_cell_volume                     1722.3(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    991
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      20.25

_exptl_crystal_description       rectangular
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_F_000             710
_exptl_transmission_factor_min   0.973
_exptl_transmission_factor_max   0.985
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            11449
_diffrn_reflns_av_unetI/netI     0.1248
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.434
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.945
_reflns_number_total             6038
_reflns_number_gt                3148
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0996P)²] 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         6038
_refine_ls_number_parameters     461
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1477
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_ref         0.2151
_refine_ls_wR_factor_gt          0.1700
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_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 0.90819(19) 0.62501(10) 0.00697(9) 0.0582(4) Uani 1 1 d . . . . .
N2 N 0.7593(4) 0.6702(2) 0.6405(2) 0.0292(9) Uani 1 1 d . . . . .
N1 N 0.6594(5) 0.3582(3) 0.4568(3) 0.0340(9) Uani 1 1 d . . . . .
N3 N 0.7502(4) 0.8330(2) 0.5477(2) 0.0344(10) Uani 1 1 d . . . . .
H004 H 0.7570 0.7716 0.5289 0.041 Uiso 1 1 calc R U . . .
N4 N 0.6798(4) 0.6808(2) 0.3621(2) 0.0288(9) Uani 1 1 d . . . . .
C38 C 0.7912(5) 0.5916(3) 0.6705(3) 0.0262(10) Uani 1 1 d . . . . .
C13 C 0.6665(5) 0.6010(3) 0.2826(3) 0.0286(10) Uani 1 1 d . . . . .
C1 C 0.7201(5) 0.4614(3) 0.5158(3) 0.0294(11) Uani 1 1 d . . . . .
C35 C 0.7935(5) 0.7517(3) 0.7191(3) 0.0285(11) Uani 1 1 d . . . . .
C16 C 0.6972(5) 0.7669(3) 0.3325(3) 0.0283(10) Uani 1 1 d . . . . .
C4 C 0.6247(5) 0.3595(3) 0.3692(3) 0.0310(11) Uani 1 1 d . . . . .
H00B H 0.5809 0.3006 0.3183 0.037 Uiso 1 1 calc R U . . .
C3 C 0.6647(5) 0.4652(3) 0.3643(3) 0.0299(11) Uani 1 1 d . . . . .
C36 C 0.8496(5) 0.7258(3) 0.8000(3) 0.0313(11) Uani 1 1 d . . . . .
H00D H 0.8795 0.7686 0.8614 0.038 Uiso 1 1 calc R U . . .
C24 C 0.7306(5) 0.8929(3) 0.4884(3) 0.0297(11) Uani 1 1 d . . . . .
C2 C 0.7181(5) 0.5244(3) 0.4573(3) 0.0296(11) Uani 1 1 d . . . . .
H00F H 0.7484 0.5969 0.4772 0.036 Uiso 1 1 calc R U . . .
C40 C 0.7996(5) 0.4149(3) 0.6616(3) 0.0265(10) Uani 1 1 d . . . . .
C39 C 0.7674(5) 0.4905(3) 0.6138(3) 0.0283(11) Uani 1 1 d . . . . .
C6 C 0.6497(5) 0.4980(3) 0.2820(3) 0.0268(10) Uani 1 1 d . . . . .
C14 C 0.6793(5) 0.6412(3) 0.2014(3) 0.0327(11) Uani 1 1 d . . . . .
H00J H 0.6753 0.6038 0.1398 0.039 Uiso 1 1 calc R U . . .
C15 C 0.6982(5) 0.7440(3) 0.2319(3) 0.0321(11) Uani 1 1 d . . . . .
H00K H 0.7096 0.7909 0.1953 0.039 Uiso 1 1 calc R U . . .
C17 C 0.7149(5) 0.8675(3) 0.3916(3) 0.0268(10) Uani 1 1 d . . . . .
C7 C 0.6266(6) 0.4195(3) 0.1903(3) 0.0297(11) Uani 1 1 d . . . . .
C29 C 0.7994(6) 0.9242(3) 0.8136(3) 0.0331(11) Uani 1 1 d . . . . .
C37 C 0.8504(5) 0.6272(3) 0.7699(3) 0.0321(11) Uani 1 1 d . . . . .
H00O H 0.8830 0.5893 0.8062 0.039 Uiso 1 1 calc R U . . .
C28 C 0.7806(5) 0.8508(3) 0.7199(3) 0.0294(11) Uani 1 1 d . . . . .
C27 C 0.7575(5) 0.8842(3) 0.6408(3) 0.0318(11) Uani 1 1 d . . . . .
C34 C 0.6986(6) 0.8971(3) 0.8768(3) 0.0396(12) Uani 1 1 d . . . . .
H00R H 0.6175 0.8334 0.8593 0.048 Uiso 1 1 calc R U . . .
C26 C 0.7410(6) 0.9820(3) 0.6385(3) 0.0389(12) Uani 1 1 d . . . . .
H00S H 0.7411 1.0340 0.6909 0.047 Uiso 1 1 calc R U . . .
C12 C 0.5065(6) 0.3994(3) 0.1189(3) 0.0376(12) Uani 1 1 d . . . . .
H00T H 0.4360 0.4354 0.1284 0.045 Uiso 1 1 calc R U . . .
C41 C 0.7173(5) 0.3868(3) 0.7324(3) 0.0313(11) Uani 1 1 d . . . . .
H00U H 0.6396 0.4143 0.7496 0.038 Uiso 1 1 calc R U . . .
C23 C 0.8392(6) 1.0455(3) 0.3688(3) 0.0390(12) Uani 1 1 d . . . . .
H00V H 0.9226 1.0565 0.4146 0.047 Uiso 1 1 calc R U . . .
C25 C 0.7255(6) 0.9876(3) 0.5498(3) 0.0368(12) Uani 1 1 d . . . . .
H00W H 0.7133 1.0439 0.5308 0.044 Uiso 1 1 calc R U . . .
C8 C 0.7296(6) 0.3629(3) 0.1748(3) 0.0362(12) Uani 1 1 d . . . . .
H00X H 0.8110 0.3741 0.2220 0.043 Uiso 1 1 calc R U . . .
C42 C 0.7515(6) 0.3177(3) 0.7772(3) 0.0417(13) Uani 1 1 d . . . . .
H00Y H 0.6988 0.3010 0.8259 0.050 Uiso 1 1 calc R U . . .
C43 C 0.8612(6) 0.2740(3) 0.7508(4) 0.0452(13) Uani 1 1 d . . . . .
H00Z H 0.8812 0.2265 0.7804 0.054 Uiso 1 1 calc R U . . .
C18 C 0.7140(6) 0.9512(3) 0.3444(3) 0.0329(11) Uani 1 1 d . . . . .
C45 C 0.9118(5) 0.3699(3) 0.6362(3) 0.0381(12) Uani 1 1 d . . . . .
H011 H 0.9674 0.3870 0.5887 0.046 Uiso 1 1 calc R U . . .
C19 C 0.5908(6) 0.9377(3) 0.2774(3) 0.0409(13) Uani 1 1 d . . . . .
H012 H 0.5060 0.8760 0.2615 0.049 Uiso 1 1 calc R U . . .
C9 C 0.7102(7) 0.2905(3) 0.0894(4) 0.0458(14) Uani 1 1 d . . . . .
H013 H 0.7791 0.2533 0.0794 0.055 Uiso 1 1 calc R U . . .
C30 C 0.9189(7) 1.0200(3) 0.8420(3) 0.0475(14) Uani 1 1 d . . . . .
H014 H 0.9864 1.0404 0.8007 0.057 Uiso 1 1 calc R U . . .
C11 C 0.4878(7) 0.3271(3) 0.0331(3) 0.0446(13) Uani 1 1 d . . . . .
H015 H 0.4065 0.3156 -0.0143 0.054 Uiso 1 1 calc R U . . .
C33 C 0.7181(7) 0.9645(4) 0.9654(3) 0.0475(14) Uani 1 1 d . . . . .
H016 H 0.6485 0.9459 1.0063 0.057 Uiso 1 1 calc R U . . .
C44 C 0.9418(6) 0.2994(3) 0.6811(4) 0.0462(13) Uani 1 1 d . . . . .
H017 H 1.0171 0.2696 0.6635 0.055 Uiso 1 1 calc R U . . .
C10 C 0.5896(7) 0.2729(3) 0.0186(4) 0.0497(16) Uani 1 1 d . . . . .
H018 H 0.5776 0.2241 -0.0387 0.060 Uiso 1 1 calc R U . . .
C22 C 0.8383(8) 1.1224(4) 0.3245(4) 0.0563(17) Uani 1 1 d . . . . .
H019 H 0.9216 1.1849 0.3403 0.068 Uiso 1 1 calc R U . . .
C21 C 0.7148(8) 1.1064(4) 0.2573(4) 0.0585(18) Uani 1 1 d . . . . .
H01A H 0.7150 1.1584 0.2279 0.070 Uiso 1 1 calc R U . . .
C01B C 0.9396(7) 0.5117(3) 0.0262(3) 0.0490(14) Uani 1 1 d . . . . .
H01B H 0.9716 0.5228 0.0929 0.059 Uiso 1 1 calc R U . . .
H1 H 0.8431 0.4528 0.0059 0.059 Uiso 1 1 calc R U . . .
C32 C 0.8382(7) 1.0578(4) 0.9938(4) 0.0569(16) Uani 1 1 d . . . . .
H01D H 0.8520 1.1019 1.0540 0.068 Uiso 1 1 calc R U . . .
C20 C 0.5918(7) 1.0151(4) 0.2333(4) 0.0523(15) Uani 1 1 d . . . . .
H01E H 0.5088 1.0048 0.1875 0.063 Uiso 1 1 calc R U . . .
C31 C 0.9383(8) 1.0856(3) 0.9317(4) 0.0603(17) Uani 1 1 d . . . . .
H01F H 1.0200 1.1491 0.9502 0.072 Uiso 1 1 calc R U . . .
C5 C 0.6180(7) 0.2620(4) 0.4841(4) 0.0579(16) Uani 1 1 d . . . . .
H01G H 0.5539 0.2056 0.4320 0.087 Uiso 1 1 calc R U . . .
H01H H 0.5614 0.2681 0.5362 0.087 Uiso 1 1 calc R U . . .
H01I H 0.7110 0.2483 0.5024 0.087 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 C01B 1.774(4) . ?
N2 C35 1.361(5) . ?
N2 C38 1.376(5) . ?
N1 C4 1.318(5) . ?
N1 C1 1.413(5) . ?
N1 C5 1.441(5) . ?
N3 C24 1.384(5) . ?
N3 C27 1.382(5) . ?
N3 H004 0.8600 . ?
N4 C16 1.345(5) . ?
N4 C13 1.386(5) . ?
C38 C39 1.405(5) . ?
C38 C37 1.440(6) . ?
C13 C6 1.397(5) . ?
C13 C14 1.439(6) . ?
C1 C2 1.375(5) . ?
C1 C39 1.405(6) . ?
C35 C28 1.423(5) . ?
C35 C36 1.434(6) . ?
C16 C17 1.424(5) . ?
C16 C15 1.449(6) . ?
C4 C3 1.430(5) . ?
C4 H00B 0.9300 . ?
C3 C2 1.390(6) . ?
C3 C6 1.409(6) . ?
C36 C37 1.347(5) . ?
C36 H00D 0.9300 . ?
C24 C17 1.377(6) . ?
C24 C25 1.435(5) . ?
C2 H00F 0.9300 . ?
C40 C45 1.388(6) . ?
C40 C41 1.394(5) . ?
C40 C39 1.488(5) . ?
C6 C7 1.486(6) . ?
C14 C15 1.352(5) . ?
C14 H00J 0.9300 . ?
C15 H00K 0.9300 . ?
C17 C18 1.498(5) . ?
C7 C12 1.378(6) . ?
C7 C8 1.401(6) . ?
C29 C30 1.388(6) . ?
C29 C34 1.393(6) . ?
C29 C28 1.481(6) . ?
C37 H00O 0.9300 . ?
C28 C27 1.383(6) . ?
C27 C26 1.429(5) . ?
C34 C33 1.386(6) . ?
C34 H00R 0.9300 . ?
C26 C25 1.332(6) . ?
C26 H00S 0.9300 . ?
C12 C11 1.386(6) . ?
C12 H00T 0.9300 . ?
C41 C42 1.387(6) . ?
C41 H00U 0.9300 . ?
C23 C22 1.384(6) . ?
C23 C18 1.400(6) . ?
C23 H00V 0.9300 . ?
C25 H00W 0.9300 . ?
C8 C9 1.381(6) . ?
C8 H00X 0.9300 . ?
C42 C43 1.359(7) . ?
C42 H00Y 0.9300 . ?
C43 C44 1.361(7) . ?
C43 H00Z 0.9300 . ?
C18 C19 1.378(6) . ?
C45 C44 1.390(6) . ?
C45 H011 0.9300 . ?
C19 C20 1.386(6) . ?
C19 H012 0.9300 . ?
C9 C10 1.382(7) . ?
C9 H013 0.9300 . ?
C30 C31 1.388(7) . ?
C30 H014 0.9300 . ?
C11 C10 1.367(7) . ?
C11 H015 0.9300 . ?
C33 C32 1.369(7) . ?
C33 H016 0.9300 . ?
C44 H017 0.9300 . ?
C10 H018 0.9300 . ?
C22 C21 1.372(8) . ?
C22 H019 0.9300 . ?
C21 C20 1.364(8) . ?
C21 H01A 0.9300 . ?
C01B C01B 1.467(9) 2_765 ?
C01B H01B 0.9700 . ?
C01B H1 0.9700 . ?
C32 C31 1.379(7) . ?
C32 H01D 0.9300 . ?
C20 H01E 0.9300 . ?
C31 H01F 0.9300 . ?
C5 H01G 0.9600 . ?
C5 H01H 0.9600 . ?
C5 H01I 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C35 N2 C38 105.3(3) . . ?
C4 N1 C1 109.9(3) . . ?
C4 N1 C5 121.6(4) . . ?
C1 N1 C5 127.9(4) . . ?
C24 N3 C27 111.5(3) . . ?
C24 N3 H004 124.3 . . ?
C27 N3 H004 124.3 . . ?
C16 N4 C13 106.1(3) . . ?
N2 C38 C39 125.5(4) . . ?
N2 C38 C37 110.1(3) . . ?
C39 C38 C37 124.4(4) . . ?
N4 C13 C6 125.0(4) . . ?
N4 C13 C14 109.8(3) . . ?
C6 C13 C14 125.1(4) . . ?
C2 C1 C39 128.7(4) . . ?
C2 C1 N1 105.2(4) . . ?
C39 C1 N1 126.1(3) . . ?
N2 C35 C28 124.3(4) . . ?
N2 C35 C36 111.1(3) . . ?
C28 C35 C36 124.6(4) . . ?
N4 C16 C17 125.0(4) . . ?
N4 C16 C15 110.6(3) . . ?
C17 C16 C15 124.4(4) . . ?
N1 C4 C3 109.6(4) . . ?
N1 C4 H00B 125.2 . . ?
C3 C4 H00B 125.2 . . ?
C2 C3 C6 129.7(4) . . ?
C2 C3 C4 104.2(4) . . ?
C6 C3 C4 126.1(4) . . ?
C37 C36 C35 106.6(4) . . ?
C37 C36 H00D 126.7 . . ?
C35 C36 H00D 126.7 . . ?
C17 C24 N3 128.3(3) . . ?
C17 C24 C25 126.9(4) . . ?
N3 C24 C25 104.8(4) . . ?
C1 C2 C3 111.0(4) . . ?
C1 C2 H00F 124.5 . . ?
C3 C2 H00F 124.5 . . ?
C45 C40 C41 118.3(4) . . ?
C45 C40 C39 120.7(4) . . ?
C41 C40 C39 121.0(4) . . ?
C38 C39 C1 122.4(4) . . ?
C38 C39 C40 117.0(4) . . ?
C1 C39 C40 120.6(3) . . ?
C13 C6 C3 123.7(4) . . ?
C13 C6 C7 118.8(4) . . ?
C3 C6 C7 117.3(3) . . ?
C15 C14 C13 106.7(4) . . ?
C15 C14 H00J 126.6 . . ?
C13 C14 H00J 126.6 . . ?
C14 C15 C16 106.7(4) . . ?
C14 C15 H00K 126.7 . . ?
C16 C15 H00K 126.7 . . ?
C24 C17 C16 125.0(4) . . ?
C24 C17 C18 117.9(3) . . ?
C16 C17 C18 117.1(4) . . ?
C12 C7 C8 118.1(4) . . ?
C12 C7 C6 122.4(4) . . ?
C8 C7 C6 119.5(4) . . ?
C30 C29 C34 118.2(4) . . ?
C30 C29 C28 121.5(4) . . ?
C34 C29 C28 120.3(4) . . ?
C36 C37 C38 106.9(4) . . ?
C36 C37 H00O 126.6 . . ?
C38 C37 H00O 126.6 . . ?
C27 C28 C35 125.1(4) . . ?
C27 C28 C29 118.4(3) . . ?
C35 C28 C29 116.4(4) . . ?
C28 C27 N3 128.3(3) . . ?
C28 C27 C26 126.9(4) . . ?
N3 C27 C26 104.8(4) . . ?
C33 C34 C29 120.5(5) . . ?
C33 C34 H00R 119.7 . . ?
C29 C34 H00R 119.7 . . ?
C25 C26 C27 109.7(4) . . ?
C25 C26 H00S 125.1 . . ?
C27 C26 H00S 125.1 . . ?
C7 C12 C11 121.8(4) . . ?
C7 C12 H00T 119.1 . . ?
C11 C12 H00T 119.1 . . ?
C42 C41 C40 120.0(4) . . ?
C42 C41 H00U 120.0 . . ?
C40 C41 H00U 120.0 . . ?
C22 C23 C18 119.8(5) . . ?
C22 C23 H00V 120.1 . . ?
C18 C23 H00V 120.1 . . ?
C26 C25 C24 109.2(4) . . ?
C26 C25 H00W 125.4 . . ?
C24 C25 H00W 125.4 . . ?
C9 C8 C7 120.0(5) . . ?
C9 C8 H00X 120.0 . . ?
C7 C8 H00X 120.0 . . ?
C43 C42 C41 120.7(5) . . ?
C43 C42 H00Y 119.6 . . ?
C41 C42 H00Y 119.6 . . ?
C44 C43 C42 120.3(4) . . ?
C44 C43 H00Z 119.8 . . ?
C42 C43 H00Z 119.8 . . ?
C19 C18 C23 118.8(4) . . ?
C19 C18 C17 121.2(4) . . ?
C23 C18 C17 119.9(4) . . ?
C40 C45 C44 120.6(4) . . ?
C40 C45 H011 119.7 . . ?
C44 C45 H011 119.7 . . ?
C18 C19 C20 120.8(5) . . ?
C18 C19 H012 119.6 . . ?
C20 C19 H012 119.6 . . ?
C10 C9 C8 120.6(4) . . ?
C10 C9 H013 119.7 . . ?
C8 C9 H013 119.7 . . ?
C29 C30 C31 120.5(5) . . ?
C29 C30 H014 119.8 . . ?
C31 C30 H014 119.8 . . ?
C10 C11 C12 119.6(5) . . ?
C10 C11 H015 120.2 . . ?
C12 C11 H015 120.2 . . ?
C32 C33 C34 121.0(5) . . ?
C32 C33 H016 119.5 . . ?
C34 C33 H016 119.5 . . ?
C43 C44 C45 120.1(4) . . ?
C43 C44 H017 119.9 . . ?
C45 C44 H017 119.9 . . ?
C11 C10 C9 119.9(4) . . ?
C11 C10 H018 120.1 . . ?
C9 C10 H018 120.1 . . ?
C21 C22 C23 120.1(5) . . ?
C21 C22 H019 119.9 . . ?
C23 C22 H019 119.9 . . ?
C20 C21 C22 120.7(5) . . ?
C20 C21 H01A 119.7 . . ?
C22 C21 H01A 119.7 . . ?
C01B C01B Cl1 110.4(4) 2_765 . ?
C01B C01B H01B 109.6 2_765 . ?
Cl1 C01B H01B 109.6 . . ?
C01B C01B H1 109.6 2_765 . ?
Cl1 C01B H1 109.6 . . ?
H01B C01B H1 108.1 . . ?
C33 C32 C31 118.9(5) . . ?
C33 C32 H01D 120.6 . . ?
C31 C32 H01D 120.6 . . ?
C21 C20 C19 119.8(5) . . ?
C21 C20 H01E 120.1 . . ?
C19 C20 H01E 120.1 . . ?
C32 C31 C30 120.8(5) . . ?
C32 C31 H01F 119.6 . . ?
C30 C31 H01F 119.6 . . ?
N1 C5 H01G 109.5 . . ?
N1 C5 H01H 109.5 . . ?
H01G C5 H01H 109.5 . . ?
N1 C5 H01I 109.5 . . ?
H01G C5 H01I 109.5 . . ?
H01H C5 H01I 109.5 . . ?

_refine_diff_density_max         0.533
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.067

