# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_s
_database_code_depnum_ccdc_archive 'CCDC 1478241'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H40 N2, C Cl, C H2 Cl2'
_chemical_formula_sum            'C58 H42 Cl3 N2'
_chemical_formula_weight         873.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   47.441(2)
_cell_length_b                   5.6576(3)
_cell_length_c                   35.9697(17)
_cell_angle_alpha                90
_cell_angle_beta                 105.817(3)
_cell_angle_gamma                90
_cell_volume                     9288.8(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9692
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      63.93

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             3216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.094
_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_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49352
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.553
_diffrn_reflns_theta_max         64.291
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.914
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.914
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.914
_reflns_number_total             7679
_reflns_number_gt                6081
_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 (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)+(0.2000P)²+25.2000P] 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         7679
_refine_ls_number_parameters     558
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1647
_refine_ls_R_factor_gt           0.1473
_refine_ls_wR_factor_ref         0.4133
_refine_ls_wR_factor_gt          0.3980
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_restrained_S_all      1.122
_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 0.02078(19) 0.9048(16) 0.1930(3) 0.112(2) Uani 1 1 d . . . . .
H1 H 0.0011 0.9120 0.1928 0.135 Uiso 1 1 calc R U . . .
C2 C 0.0400(2) 1.0563(15) 0.2163(2) 0.115(3) Uani 1 1 d . . . . .
H2 H 0.0340 1.1585 0.2329 0.139 Uiso 1 1 calc R U . . .
C3 C 0.07035(19) 1.0532(13) 0.2145(2) 0.107(2) Uani 1 1 d . . . . .
H3 H 0.0841 1.1550 0.2298 0.128 Uiso 1 1 calc R U . . .
C4 C 0.07840(15) 0.8982(12) 0.18991(19) 0.0887(17) Uani 1 1 d . . . . .
C5 C 0.05750(19) 0.7420(15) 0.1685(2) 0.108(2) Uani 1 1 d . . . . .
H5 H 0.0631 0.6326 0.1525 0.130 Uiso 1 1 calc R U . . .
C6 C 0.02903(19) 0.7444(17) 0.1702(3) 0.117(2) Uani 1 1 d . . . . .
H6 H 0.0155 0.6372 0.1558 0.141 Uiso 1 1 calc R U . . .
C7 C 0.10962(17) 0.8866(11) 0.1893(2) 0.0965(19) Uani 1 1 d . . . . .
C8 C 0.11656(17) 0.9123(10) 0.1568(2) 0.0936(19) Uani 1 1 d . . . . .
C9 C 0.09429(14) 0.9709(11) 0.11844(17) 0.0819(15) Uani 1 1 d . . . . .
C10 C 0.07717(17) 1.1709(13) 0.1129(2) 0.105(2) Uani 1 1 d . . . . .
H10 H 0.0778 1.2699 0.1338 0.126 Uiso 1 1 calc R U . . .
C11 C 0.05965(19) 1.2253(18) 0.0781(4) 0.133(3) Uani 1 1 d . . . . .
H11 H 0.0483 1.3614 0.0754 0.160 Uiso 1 1 calc R U . . .
C12 C 0.0580(2) 1.092(2) 0.0474(3) 0.129(3) Uani 1 1 d . U . . .
H12 H 0.0457 1.1347 0.0235 0.154 Uiso 1 1 calc R U . . .
C13 C 0.07485(19) 0.886(2) 0.0510(2) 0.123(3) Uani 1 1 d . . . . .
H13 H 0.0737 0.7902 0.0297 0.147 Uiso 1 1 calc R U . . .
C14 C 0.09359(14) 0.8261(14) 0.08723(19) 0.0925(18) Uani 1 1 d . . . . .
H14 H 0.1053 0.6917 0.0902 0.111 Uiso 1 1 calc R U . . .
C15 C 0.13207(15) 0.8423(11) 0.22638(17) 0.0862(16) Uani 1 1 d . . . . .
C16 C 0.12829(18) 0.6545(14) 0.2492(2) 0.108(2) Uani 1 1 d . . . . .
H16 H 0.1123 0.5545 0.2406 0.130 Uiso 1 1 calc R U . . .
C17 C 0.1486(2) 0.6136(16) 0.2853(2) 0.118(3) Uani 1 1 d . . . . .
H17 H 0.1462 0.4866 0.3006 0.142 Uiso 1 1 calc R U . . .
C18 C 0.1721(2) 0.7648(19) 0.2977(2) 0.119(3) Uani 1 1 d . . . . .
H18 H 0.1862 0.7350 0.3208 0.143 Uiso 1 1 calc R U . . .
C19 C 0.17463(19) 0.9529(17) 0.2768(2) 0.116(2) Uani 1 1 d . . . . .
H19 H 0.1898 1.0590 0.2864 0.139 Uiso 1 1 calc R U . . .
C20 C 0.15557(16) 0.9943(14) 0.24150(19) 0.0976(19) Uani 1 1 d . . . . .
H20 H 0.1582 1.1257 0.2273 0.117 Uiso 1 1 calc R U . . .
C21 C 0.14797(13) 0.8828(10) 0.15364(17) 0.0784(15) Uani 1 1 d . . . . .
C22 C 0.16616(14) 0.6867(11) 0.16612(16) 0.0818(16) Uani 1 1 d . . . . .
H22 H 0.1598 0.5671 0.1796 0.098 Uiso 1 1 calc R U . . .
C23 C 0.19302(13) 0.6654(10) 0.15913(17) 0.0774(14) Uani 1 1 d . . . . .
H23 H 0.2044 0.5315 0.1673 0.093 Uiso 1 1 calc R U . . .
C24 C 0.20320(13) 0.8465(9) 0.13969(15) 0.0740(14) Uani 1 1 d . . . . .
C25 C 0.18550(12) 1.0410(9) 0.12744(15) 0.0717(13) Uani 1 1 d . . . . .
H25 H 0.1919 1.1620 0.1143 0.086 Uiso 1 1 calc R U . . .
C26 C 0.15903(13) 1.0575(10) 0.13434(16) 0.0769(15) Uani 1 1 d . . . . .
H26 H 0.1477 1.1912 0.1258 0.092 Uiso 1 1 calc R U . . .
C27 C 0.23263(13) 0.8271(9) 0.13188(16) 0.0750(14) Uani 1 1 d . . . . .
C28 C 0.24685(14) 0.6176(9) 0.12943(18) 0.0814(16) Uani 1 1 d . . . . .
H28 H 0.2384 0.4737 0.1328 0.098 Uiso 1 1 calc R U . . .
C29 C 0.27320(14) 0.6246(10) 0.12214(17) 0.0793(15) Uani 1 1 d . . . . .
H29 H 0.2833 0.4859 0.1204 0.095 Uiso 1 1 calc R U . . .
C30 C 0.28495(13) 0.8428(9) 0.11730(15) 0.0713(13) Uani 1 1 d . . . . .
C31 C 0.31405(13) 0.8733(9) 0.10939(15) 0.0709(13) Uani 1 1 d . . . . .
C32 C 0.33677(13) 0.7158(10) 0.12370(17) 0.0786(15) Uani 1 1 d . . . . .
H32 H 0.3334 0.5834 0.1372 0.094 Uiso 1 1 calc R U . . .
C33 C 0.36375(14) 0.7495(11) 0.1185(2) 0.0891(17) Uani 1 1 d . . . . .
H33 H 0.3785 0.6404 0.1285 0.107 Uiso 1 1 calc R U . . .
C34 C 0.36959(14) 0.9427(11) 0.0985(2) 0.0888(17) Uani 1 1 d . . . . .
C35 C 0.34668(15) 1.0986(11) 0.08296(19) 0.0874(17) Uani 1 1 d . . . . .
H35 H 0.3499 1.2269 0.0685 0.105 Uiso 1 1 calc R U . . .
C36 C 0.31953(13) 1.0659(10) 0.08866(17) 0.0762(14) Uani 1 1 d . . . . .
H36 H 0.3047 1.1741 0.0785 0.091 Uiso 1 1 calc R U . . .
C37 C 0.40184(18) 0.9927(12) 0.0994(2) 0.101(2) Uani 1 1 d . . . . .
C38 C 0.42298(15) 1.0155(11) 0.13713(18) 0.0865(16) Uani 1 1 d . . . . .
C39 C 0.41403(17) 1.1527(15) 0.1650(3) 0.115(2) Uani 1 1 d . . . . .
H39 H 0.3960 1.2293 0.1585 0.138 Uiso 1 1 calc R U . . .
C40 C 0.4328(2) 1.171(2) 0.2025(3) 0.130(3) Uani 1 1 d . . . . .
H40 H 0.4273 1.2601 0.2212 0.156 Uiso 1 1 calc R U . . .
C41 C 0.4588(3) 1.059(2) 0.2113(3) 0.135(3) Uani 1 1 d . . . . .
H41 H 0.4718 1.0783 0.2357 0.162 Uiso 1 1 calc R U . . .
C42 C 0.4663(2) 0.9183(15) 0.1854(3) 0.118(3) Uani 1 1 d . . . . .
H42 H 0.4838 0.8344 0.1925 0.142 Uiso 1 1 calc R U . . .
C43 C 0.44900(14) 0.8981(12) 0.14967(19) 0.0882(17) Uani 1 1 d . . . . .
H43 H 0.4549 0.7997 0.1324 0.106 Uiso 1 1 calc R U . . .
C44 C 0.40851(19) 1.0171(11) 0.0677(2) 0.104(2) Uani 1 1 d . . . . .
C45 C 0.38663(14) 0.9812(11) 0.02664(16) 0.0818(16) Uani 1 1 d . . . . .
C46 C 0.36926(18) 0.7859(13) 0.0158(2) 0.102(2) Uani 1 1 d . . . . .
H46 H 0.3691 0.6686 0.0339 0.122 Uiso 1 1 calc R U . . .
C47 C 0.35222(17) 0.7620(16) -0.0212(3) 0.117(3) Uani 1 1 d . . . . .
H47 H 0.3410 0.6262 -0.0280 0.141 Uiso 1 1 calc R U . . .
C48 C 0.35121(19) 0.930(2) -0.0483(2) 0.120(3) Uani 1 1 d . . . . .
H48 H 0.3391 0.9118 -0.0732 0.144 Uiso 1 1 calc R U . . .
C49 C 0.36845(18) 1.1305(15) -0.0384(2) 0.106(2) Uani 1 1 d . . . . .
H49 H 0.3680 1.2484 -0.0565 0.127 Uiso 1 1 calc R U . . .
C50 C 0.38634(14) 1.1523(12) -0.00097(18) 0.0870(16) Uani 1 1 d . . . . .
H50 H 0.3984 1.2842 0.0057 0.104 Uiso 1 1 calc R U . . .
C51 C 0.45221(18) 1.2960(13) 0.0822(2) 0.105(2) Uani 1 1 d . . . . .
H51 H 0.4420 1.3927 0.0950 0.126 Uiso 1 1 calc R U . . .
C52 C 0.43986(14) 1.0873(11) 0.06687(17) 0.0816(16) Uani 1 1 d . . . . .
C53 C 0.45451(16) 0.9444(14) 0.04702(19) 0.0960(19) Uani 1 1 d . . . . .
H53 H 0.4461 0.8046 0.0356 0.115 Uiso 1 1 calc R U . . .
C54 C 0.4826(2) 1.015(2) 0.0444(2) 0.126(3) Uani 1 1 d . . . . .
H54 H 0.4934 0.9246 0.0316 0.151 Uiso 1 1 calc R U . . .
C55 C 0.4933(2) 1.234(2) 0.0627(3) 0.125(3) Uani 1 1 d . . . . .
H55 H 0.5119 1.2834 0.0624 0.150 Uiso 1 1 calc R U . . .
C56 C 0.4785(2) 1.3657(17) 0.0795(3) 0.121(3) Uani 1 1 d . . . . .
H56 H 0.4862 1.5104 0.0898 0.145 Uiso 1 1 calc R U . . .
C57 C 0.2273(3) 0.005(3) 0.0209(4) 0.204(6) Uani 1 1 d . U . . .
H57A H 0.2478 0.0398 0.0239 0.245 Uiso 1 1 calc R U . . .
H57B H 0.2262 -0.1142 0.0400 0.245 Uiso 1 1 calc R U . . .
Cl1 Cl 0.20924(10) 0.2641(7) 0.02968(12) 0.2015(16) Uani 1 1 d . . . . .
Cl2 Cl 0.21287(8) -0.0995(6) -0.02189(9) 0.1736(12) Uani 1 1 d . . . . .
N1 N 0.24481(11) 1.0360(8) 0.12715(15) 0.0825(13) Uani 1 1 d . . . . .
N2 N 0.27063(11) 1.0425(8) 0.11972(15) 0.0811(13) Uani 1 1 d . . . . .
C58 C 0.2458(7) 1.178(7) 0.2261(9) 0.356(15) Uiso 1 1 d . . . . .
Cl3 Cl 0.2330(3) 1.365(3) 0.2574(4) 0.446(6) 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 C6 1.351(12) . ?
C1 C2 1.362(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.459(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(10) . ?
C4 C7 1.489(10) . ?
C5 C6 1.369(11) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.307(9) . ?
C7 C15 1.483(9) . ?
C8 C9 1.528(9) . ?
C8 C21 1.534(9) . ?
C9 C10 1.375(9) . ?
C9 C14 1.383(9) . ?
C10 C11 1.336(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.322(14) . ?
C11 H11 0.9300 . ?
C12 C13 1.398(14) . ?
C12 H12 0.9300 . ?
C13 C14 1.404(11) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.396(9) . ?
C15 C16 1.383(10) . ?
C16 C17 1.411(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.378(13) . ?
C17 H17 0.9300 . ?
C18 C19 1.328(12) . ?
C18 H18 0.9300 . ?
C19 C20 1.362(10) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C26 1.390(8) . ?
C21 C22 1.402(8) . ?
C22 C23 1.370(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.398(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.381(8) . ?
C24 C27 1.501(8) . ?
C25 C26 1.348(8) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 N1 1.347(7) . ?
C27 C28 1.378(8) . ?
C28 C29 1.346(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.385(8) . ?
C29 H29 0.9300 . ?
C30 N2 1.333(7) . ?
C30 C31 1.493(8) . ?
C31 C32 1.385(8) . ?
C31 C36 1.384(8) . ?
C32 C33 1.357(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.376(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.393(9) . ?
C34 C37 1.548(10) . ?
C35 C36 1.371(8) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 C44 1.272(10) . ?
C37 C38 1.457(9) . ?
C38 C43 1.366(9) . ?
C38 C39 1.422(10) . ?
C39 C40 1.403(12) . ?
C39 H39 0.9300 . ?
C40 C41 1.351(13) . ?
C40 H40 0.9300 . ?
C41 C42 1.344(13) . ?
C41 H41 0.9300 . ?
C42 C43 1.327(10) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?
C44 C52 1.547(10) . ?
C44 C45 1.569(10) . ?
C45 C46 1.369(9) . ?
C45 C50 1.384(9) . ?
C46 C47 1.362(11) . ?
C46 H46 0.9300 . ?
C47 C48 1.354(13) . ?
C47 H47 0.9300 . ?
C48 C49 1.385(12) . ?
C48 H48 0.9300 . ?
C49 C50 1.387(9) . ?
C49 H49 0.9300 . ?
C50 H50 0.9300 . ?
C51 C56 1.339(11) . ?
C51 C52 1.367(9) . ?
C51 H51 0.9300 . ?
C52 C53 1.385(9) . ?
C53 C54 1.418(12) . ?
C53 H53 0.9300 . ?
C54 C55 1.429(14) . ?
C54 H54 0.9300 . ?
C55 C56 1.280(13) . ?
C55 H55 0.9300 . ?
C56 H56 0.9300 . ?
C57 Cl2 1.617(14) . ?
C57 Cl1 1.770(17) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
N1 N2 1.323(7) . ?
C58 Cl3 1.77(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 122.8(8) . . ?
C6 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C1 C2 C3 117.9(7) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C4 C3 C2 119.2(7) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 118.8(7) . . ?
C5 C4 C7 121.7(6) . . ?
C3 C4 C7 119.3(7) . . ?
C6 C5 C4 122.1(7) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C1 C6 C5 119.1(8) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C8 C7 C4 120.1(7) . . ?
C8 C7 C15 121.9(7) . . ?
C4 C7 C15 117.9(6) . . ?
C7 C8 C9 123.5(7) . . ?
C7 C8 C21 122.7(7) . . ?
C9 C8 C21 113.8(5) . . ?
C10 C9 C14 119.2(6) . . ?
C10 C9 C8 123.0(6) . . ?
C14 C9 C8 117.5(6) . . ?
C11 C10 C9 121.1(8) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C12 C11 C10 122.1(9) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C11 C12 C13 119.6(8) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C14 C13 C12 119.4(8) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C9 118.6(8) . . ?
C13 C14 H14 120.7 . . ?
C9 C14 H14 120.7 . . ?
C20 C15 C16 117.5(6) . . ?
C20 C15 C7 123.2(6) . . ?
C16 C15 C7 119.0(7) . . ?
C15 C16 C17 120.4(8) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 119.0(7) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C19 C18 C17 120.3(8) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 121.7(9) . . ?
C20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C19 C20 C15 120.9(7) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
C26 C21 C22 116.1(5) . . ?
C26 C21 C8 117.8(5) . . ?
C22 C21 C8 126.0(6) . . ?
C23 C22 C21 122.2(6) . . ?
C23 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C22 C23 C24 119.5(5) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C25 118.7(5) . . ?
C23 C24 C27 120.4(5) . . ?
C25 C24 C27 120.9(5) . . ?
C26 C25 C24 120.8(5) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C25 C26 C21 122.7(5) . . ?
C25 C26 H26 118.7 . . ?
C21 C26 H26 118.7 . . ?
N1 C27 C28 120.8(5) . . ?
N1 C27 C24 114.4(5) . . ?
C28 C27 C24 124.8(5) . . ?
C29 C28 C27 119.0(5) . . ?
C29 C28 H28 120.5 . . ?
C27 C28 H28 120.5 . . ?
C28 C29 C30 118.5(5) . . ?
C28 C29 H29 120.7 . . ?
C30 C29 H29 120.7 . . ?
N2 C30 C29 121.2(5) . . ?
N2 C30 C31 115.4(4) . . ?
C29 C30 C31 123.5(5) . . ?
C32 C31 C36 117.7(5) . . ?
C32 C31 C30 121.4(5) . . ?
C36 C31 C30 120.8(5) . . ?
C33 C32 C31 121.7(6) . . ?
C33 C32 H32 119.1 . . ?
C31 C32 H32 119.1 . . ?
C32 C33 C34 121.0(6) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C35 C34 C33 117.8(6) . . ?
C35 C34 C37 123.4(6) . . ?
C33 C34 C37 118.2(6) . . ?
C34 C35 C36 121.1(6) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C31 C36 C35 120.6(6) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C44 C37 C38 123.3(8) . . ?
C44 C37 C34 119.2(7) . . ?
C38 C37 C34 117.4(6) . . ?
C43 C38 C39 116.7(6) . . ?
C43 C38 C37 126.5(6) . . ?
C39 C38 C37 116.3(6) . . ?
C40 C39 C38 119.1(8) . . ?
C40 C39 H39 120.4 . . ?
C38 C39 H39 120.4 . . ?
C39 C40 C41 119.4(8) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C42 C41 C40 120.9(9) . . ?
C42 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C41 C42 C43 120.9(8) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C38 C43 C42 122.8(7) . . ?
C38 C43 H43 118.6 . . ?
C42 C43 H43 118.6 . . ?
C37 C44 C52 121.3(8) . . ?
C37 C44 C45 124.5(8) . . ?
C52 C44 C45 114.1(6) . . ?
C46 C45 C50 118.2(6) . . ?
C46 C45 C44 124.4(6) . . ?
C50 C45 C44 117.3(6) . . ?
C45 C46 C47 120.6(8) . . ?
C45 C46 H46 119.7 . . ?
C47 C46 H46 119.7 . . ?
C48 C47 C46 121.9(8) . . ?
C48 C47 H47 119.1 . . ?
C46 C47 H47 119.1 . . ?
C47 C48 C49 119.2(7) . . ?
C47 C48 H48 120.4 . . ?
C49 C48 H48 120.4 . . ?
C48 C49 C50 119.0(7) . . ?
C48 C49 H49 120.5 . . ?
C50 C49 H49 120.5 . . ?
C49 C50 C45 121.1(7) . . ?
C49 C50 H50 119.4 . . ?
C45 C50 H50 119.4 . . ?
C56 C51 C52 122.0(8) . . ?
C56 C51 H51 119.0 . . ?
C52 C51 H51 119.0 . . ?
C53 C52 C51 119.5(7) . . ?
C53 C52 C44 118.7(6) . . ?
C51 C52 C44 121.5(6) . . ?
C52 C53 C54 118.8(8) . . ?
C52 C53 H53 120.6 . . ?
C54 C53 H53 120.6 . . ?
C55 C54 C53 115.9(8) . . ?
C55 C54 H54 122.0 . . ?
C53 C54 H54 122.0 . . ?
C56 C55 C54 123.3(9) . . ?
C56 C55 H55 118.3 . . ?
C54 C55 H55 118.3 . . ?
C51 C56 C55 120.3(9) . . ?
C51 C56 H56 119.8 . . ?
C55 C56 H56 119.8 . . ?
Cl2 C57 Cl1 111.9(9) . . ?
Cl2 C57 H57A 109.2 . . ?
Cl1 C57 H57A 109.2 . . ?
Cl2 C57 H57B 109.2 . . ?
Cl1 C57 H57B 109.2 . . ?
H57A C57 H57B 107.9 . . ?
C27 N1 N2 120.2(5) . . ?
N1 N2 C30 120.4(4) . . ?

_refine_diff_density_max         1.037
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.115

_shelxl_version_number           2014-3



####################################################################### 
# 
# 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_W
_database_code_depnum_ccdc_archive 'CCDC 1478242'
_audit_update_record             
;
2016-05-05 deposited with the CCDC.
2016-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C56 H40 N2, C H2 Cl2 O'
_chemical_formula_sum            'C57 H42 Cl2 N2 O'
_chemical_formula_weight         841.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

_cell_length_a                   45.0139(16)
_cell_length_b                   5.6150(2)
_cell_length_c                   19.2525(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.628(2)
_cell_angle_gamma                90
_cell_volume                     4491.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9860
_cell_measurement_theta_min      5.360
_cell_measurement_theta_max      68.347

_exptl_crystal_description       block
_exptl_crystal_colour            cololess
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_F_000             3510
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.628
_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_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42736
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_h_max       54
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.256
_diffrn_reflns_theta_max         68.347
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8185
_reflns_number_gt                6800
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.994
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.996

_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_abs_structure_details 
;
 Flack x determined using 3106 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.500(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         8185
_refine_ls_number_parameters     562
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1170
_refine_ls_R_factor_gt           0.1080
_refine_ls_wR_factor_ref         0.3189
_refine_ls_wR_factor_gt          0.2904
_refine_ls_goodness_of_fit_ref   1.452
_refine_ls_restrained_S_all      1.457
_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 0.15687(14) 0.9456(15) -0.0757(4) 0.0734(16) Uani 1 1 d . . . . .
H1 H 0.1554 1.0780 -0.0465 0.088 Uiso 1 1 calc R U . . .
C2 C 0.13321(16) 0.9081(18) -0.1448(4) 0.087(2) Uani 1 1 d . . . . .
H2 H 0.1162 1.0203 -0.1641 0.104 Uiso 1 1 calc R U . . .
C3 C 0.13342(18) 0.7151(18) -0.1865(4) 0.087(2) Uani 1 1 d . . . . .
H3 H 0.1166 0.6905 -0.2343 0.104 Uiso 1 1 calc R U . . .
C4 C 0.1580(2) 0.5565(18) -0.1591(4) 0.092(2) Uani 1 1 d . . . . .
H4 H 0.1580 0.4173 -0.1872 0.110 Uiso 1 1 calc R U . . .
C5 C 0.18326(18) 0.5962(14) -0.0902(4) 0.0774(16) Uani 1 1 d . . . . .
H5 H 0.2007 0.4875 -0.0723 0.093 Uiso 1 1 calc R U . . .
C6 C 0.18278(14) 0.7949(12) -0.0477(3) 0.0655(13) Uani 1 1 d . . . . .
C7 C 0.20832(14) 0.8388(11) 0.0292(3) 0.0633(13) Uani 1 1 d . . . . .
C8 C 0.19579(14) 0.8733(12) 0.0913(3) 0.0642(13) Uani 1 1 d . . . . .
C9 C 0.17499(14) 0.7082(13) 0.0995(3) 0.0703(14) Uani 1 1 d . . . . .
H9 H 0.1691 0.5726 0.0676 0.084 Uiso 1 1 calc R U . . .
C10 C 0.1624(2) 0.7400(16) 0.1553(4) 0.086(2) Uani 1 1 d . . . . .
H10 H 0.1487 0.6233 0.1630 0.103 Uiso 1 1 calc R U . . .
C11 C 0.1706(2) 0.950(2) 0.2000(5) 0.099(3) Uani 1 1 d . . . . .
H11 H 0.1623 0.9754 0.2380 0.119 Uiso 1 1 calc R U . . .
C12 C 0.1909(2) 1.1178(16) 0.1877(5) 0.090(2) Uani 1 1 d . . . . .
H12 H 0.1964 1.2597 0.2168 0.108 Uiso 1 1 calc R U . . .
C13 C 0.20280(18) 1.0764(15) 0.1337(4) 0.0793(17) Uani 1 1 d . . . . .
H13 H 0.2164 1.1923 0.1252 0.095 Uiso 1 1 calc R U . . .
C14 C 0.24001(14) 0.8457(12) 0.0415(4) 0.0672(14) Uani 1 1 d . . . . .
C15 C 0.25148(15) 0.8384(13) -0.0200(3) 0.0678(14) Uani 1 1 d . . . . .
C16 C 0.24123(16) 0.9981(14) -0.0794(3) 0.0747(16) Uani 1 1 d . . . . .
H16 H 0.2254 1.1129 -0.0811 0.090 Uiso 1 1 calc R U . . .
C17 C 0.2528(2) 0.9987(17) -0.1359(5) 0.090(2) Uani 1 1 d . . . . .
H17 H 0.2457 1.1156 -0.1745 0.108 Uiso 1 1 calc R U . . .
C18 C 0.2745(2) 0.830(2) -0.1361(5) 0.097(2) Uani 1 1 d . . . . .
H18 H 0.2817 0.8209 -0.1764 0.116 Uiso 1 1 calc R U . . .
C19 C 0.2860(4) 0.673(2) -0.0764(8) 0.133(5) Uani 1 1 d . . . . .
H19 H 0.3018 0.5596 -0.0754 0.160 Uiso 1 1 calc R U . . .
C20 C 0.2751(2) 0.6737(19) -0.0177(6) 0.097(2) Uani 1 1 d . . . . .
H20 H 0.2835 0.5648 0.0229 0.117 Uiso 1 1 calc R U . . .
C21 C 0.26562(14) 0.8595(12) 0.1202(3) 0.0664(14) Uani 1 1 d . . . . .
C22 C 0.28854(18) 1.0348(13) 0.1386(4) 0.084(2) Uani 1 1 d . . . . .
H22 H 0.2880 1.1511 0.1024 0.100 Uiso 1 1 calc R U . . .
C23 C 0.31275(19) 1.0423(14) 0.2109(4) 0.086(2) Uani 1 1 d . . . . .
H23 H 0.3271 1.1740 0.2247 0.103 Uiso 1 1 calc R U . . .
C24 C 0.31616(16) 0.8699(11) 0.2607(3) 0.0706(15) Uani 1 1 d . . . . .
C25 C 0.29287(15) 0.6875(12) 0.2437(3) 0.0667(13) Uani 1 1 d . . . . .
H25 H 0.2944 0.5681 0.2798 0.080 Uiso 1 1 calc R U . . .
C26 C 0.26742(16) 0.6842(12) 0.1728(3) 0.0684(14) Uani 1 1 d . . . . .
H26 H 0.2515 0.5629 0.1608 0.082 Uiso 1 1 calc R U . . .
C27 C 0.34261(18) 0.8703(13) 0.3369(4) 0.0805(19) Uani 1 1 d . . . . .
C28 C 0.3551(2) 1.0801(12) 0.3706(4) 0.0829(19) Uani 1 1 d D . . . .
C29 C 0.3542(3) 0.6585(14) 0.3705(4) 0.101(3) Uani 1 1 d . . . . .
C30 C 0.39189(19) 0.8708(13) 0.4718(4) 0.082(2) Uani 1 1 d . . . . .
C31 C 0.41953(17) 0.8646(12) 0.5447(4) 0.0742(17) Uani 1 1 d . . . . .
C32 C 0.4218(2) 1.0448(15) 0.6003(5) 0.095(3) Uani 1 1 d . . . . .
H32 H 0.4061 1.1674 0.5887 0.113 Uiso 1 1 calc R U . . .
C33 C 0.44636(17) 1.0391(16) 0.6688(4) 0.084(2) Uani 1 1 d . . . . .
H33 H 0.4481 1.1635 0.7036 0.101 Uiso 1 1 calc R U . . .
C34 C 0.46920(15) 0.8565(12) 0.6900(4) 0.0676(14) Uani 1 1 d . . . . .
C35 C 0.46652(14) 0.6873(14) 0.6342(4) 0.0719(15) Uani 1 1 d . . . . .
H35 H 0.4824 0.5661 0.6452 0.086 Uiso 1 1 calc R U . . .
C36 C 0.44195(16) 0.6900(14) 0.5647(3) 0.0717(15) Uani 1 1 d . . . . .
H36 H 0.4406 0.5668 0.5299 0.086 Uiso 1 1 calc R U . . .
C37 C 0.49451(14) 0.8473(11) 0.7659(3) 0.0617(13) Uani 1 1 d . . . . .
C38 C 0.48226(14) 0.8393(13) 0.8287(3) 0.0690(14) Uani 1 1 d . . . . .
C39 C 0.4598(2) 0.6752(18) 0.8273(5) 0.091(2) Uani 1 1 d . . . . .
H39 H 0.4524 0.5636 0.7871 0.109 Uiso 1 1 calc R U . . .
C40 C 0.4472(2) 0.667(2) 0.8843(5) 0.099(2) Uani 1 1 d . . . . .
H40 H 0.4316 0.5507 0.8831 0.119 Uiso 1 1 calc R U . . .
C41 C 0.4576(3) 0.825(2) 0.9390(7) 0.119(3) Uani 1 1 d . . . . .
H41 H 0.4488 0.8234 0.9767 0.142 Uiso 1 1 calc R U . . .
C42 C 0.4813(2) 0.9960(17) 0.9443(4) 0.091(2) Uani 1 1 d . . . . .
H42 H 0.4890 1.1037 0.9854 0.109 Uiso 1 1 calc R U . . .
C43 C 0.49301(18) 1.0015(14) 0.8869(4) 0.0785(17) Uani 1 1 d . . . . .
H43 H 0.5085 1.1178 0.8880 0.094 Uiso 1 1 calc R U . . .
C44 C 0.52613(15) 0.8374(12) 0.7789(3) 0.0648(13) Uani 1 1 d . . . . .
C45 C 0.55132(13) 0.7915(12) 0.8549(3) 0.0627(13) Uani 1 1 d . . . . .
C46 C 0.55079(19) 0.5949(15) 0.8973(4) 0.0800(17) Uani 1 1 d . . . . .
H46 H 0.5335 0.4848 0.8787 0.096 Uiso 1 1 calc R U . . .
C47 C 0.5756(2) 0.5565(17) 0.9675(4) 0.092(2) Uani 1 1 d . . . . .
H47 H 0.5746 0.4215 0.9964 0.111 Uiso 1 1 calc R U . . .
C48 C 0.6012(2) 0.709(2) 0.9957(4) 0.098(3) Uani 1 1 d . . . . .
H48 H 0.6180 0.6794 1.0432 0.117 Uiso 1 1 calc R U . . .
C49 C 0.60248(17) 0.9106(18) 0.9534(4) 0.085(2) Uani 1 1 d . . . . .
H49 H 0.6201 1.0180 0.9719 0.101 Uiso 1 1 calc R U . . .
C50 C 0.57740(14) 0.9506(14) 0.8837(3) 0.0694(14) Uani 1 1 d . . . . .
H50 H 0.5780 1.0877 0.8554 0.083 Uiso 1 1 calc R U . . .
C51 C 0.53846(13) 0.8788(11) 0.7181(3) 0.0619(13) Uani 1 1 d . . . . .
C52 C 0.55962(14) 0.7129(15) 0.7066(3) 0.0714(15) Uani 1 1 d . . . . .
H52 H 0.5653 0.5723 0.7362 0.086 Uiso 1 1 calc R U . . .
C53 C 0.5720(2) 0.7535(17) 0.6528(4) 0.087(2) Uani 1 1 d . . . . .
H53 H 0.5859 0.6379 0.6453 0.105 Uiso 1 1 calc R U . . .
C54 C 0.5652(2) 0.9503(17) 0.6106(4) 0.094(2) Uani 1 1 d . . . . .
H54 H 0.5744 0.9746 0.5744 0.112 Uiso 1 1 calc R U . . .
C55 C 0.5452(2) 1.1133(16) 0.6195(4) 0.094(2) Uani 1 1 d . . . . .
H55 H 0.5405 1.2528 0.5893 0.113 Uiso 1 1 calc R U . . .
C56 C 0.53085(18) 1.0827(14) 0.6732(4) 0.0776(16) Uani 1 1 d . . . . .
H56A H 0.5164 1.1984 0.6783 0.093 Uiso 1 1 calc R U . . .
C57 C 0.3771(2) 0.4354(14) 0.1463(6) 0.100(3) Uani 1 1 d D . . . .
H57A H 0.3933 0.3173 0.1763 0.120 Uiso 1 1 calc R U . A 1
H57B H 0.3879 0.5342 0.1204 0.120 Uiso 1 1 calc R U . A 1
Cl2 Cl 0.3450(2) 0.253(3) 0.0672(7) 0.411(10) Uani 1 1 d D . . . .
Cl1A Cl 0.3722(5) 0.593(4) 0.2012(14) 0.294(9) Uiso 0.636(19) 1 d . . P B 1
Cl1B Cl 0.3549(2) 0.5741(19) 0.1531(6) 0.133(5) Uiso 0.364(19) 1 d . . P B 2
H28 H 0.346(2) 1.210(9) 0.362(4) 0.10(2) Uiso 1 1 d D . . . .
H29 H 0.3551(14) 0.514(12) 0.336(3) 0.066(14) Uiso 1 1 d . . . . .
N1 N 0.37976(19) 1.0762(14) 0.4392(5) 0.103(2) Uani 1 1 d . . . . .
N2 N 0.3803(3) 0.6639(14) 0.4370(4) 0.118(3) Uani 1 1 d . . . . .
O1W O 0.39401(12) 0.8198(9) 0.2572(3) 0.0877(11) 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 C2 1.362(9) . ?
C1 C6 1.372(10) . ?
C2 C3 1.351(14) . ?
C3 C4 1.360(14) . ?
C4 C5 1.393(10) . ?
C5 C6 1.388(10) . ?
C6 C7 1.504(7) . ?
C7 C14 1.354(9) . ?
C7 C8 1.518(8) . ?
C8 C13 1.367(10) . ?
C8 C9 1.370(10) . ?
C9 C10 1.404(10) . ?
C10 C11 1.422(14) . ?
C11 C12 1.396(14) . ?
C12 C13 1.360(11) . ?
C14 C15 1.464(9) . ?
C14 C21 1.512(8) . ?
C15 C16 1.385(9) . ?
C15 C20 1.396(11) . ?
C16 C17 1.376(11) . ?
C17 C18 1.361(13) . ?
C18 C19 1.383(16) . ?
C19 C20 1.393(13) . ?
C21 C22 1.370(10) . ?
C21 C26 1.392(9) . ?
C22 C23 1.400(9) . ?
C23 C24 1.328(10) . ?
C24 C25 1.411(9) . ?
C24 C27 1.493(7) . ?
C25 C26 1.404(8) . ?
C27 C28 1.357(9) . ?
C27 C29 1.358(10) . ?
C28 N1 1.361(7) . ?
C29 N2 1.367(7) . ?
C30 N1 1.326(11) . ?
C30 N2 1.342(10) . ?
C30 C31 1.476(8) . ?
C31 C36 1.352(10) . ?
C31 C32 1.447(10) . ?
C32 C33 1.357(10) . ?
C33 C34 1.397(10) . ?
C34 C35 1.404(10) . ?
C34 C37 1.468(8) . ?
C35 C36 1.370(9) . ?
C37 C44 1.348(9) . ?
C37 C38 1.509(8) . ?
C38 C39 1.362(11) . ?
C38 C43 1.380(10) . ?
C39 C40 1.418(11) . ?
C40 C41 1.318(17) . ?
C41 C42 1.410(15) . ?
C42 C43 1.394(10) . ?
C44 C45 1.488(8) . ?
C44 C51 1.495(9) . ?
C45 C46 1.379(9) . ?
C45 C50 1.408(9) . ?
C46 C47 1.400(10) . ?
C47 C48 1.372(15) . ?
C48 C49 1.406(15) . ?
C49 C50 1.399(9) . ?
C51 C56 1.396(9) . ?
C51 C52 1.409(9) . ?
C52 C53 1.371(10) . ?
C53 C54 1.335(13) . ?
C54 C55 1.339(14) . ?
C55 C56 1.424(12) . ?
C57 Cl1B 1.312(10) . ?
C57 Cl1A 1.46(2) . ?
C57 Cl2 1.940(17) . ?
Cl2 Cl1B 2.370(19) . ?

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
C2 C1 C6 121.1(7) . . ?
C3 C2 C1 121.5(7) . . ?
C2 C3 C4 119.0(6) . . ?
C3 C4 C5 120.6(8) . . ?
C6 C5 C4 119.9(7) . . ?
C1 C6 C5 117.8(6) . . ?
C1 C6 C7 119.9(6) . . ?
C5 C6 C7 122.1(6) . . ?
C14 C7 C6 122.2(5) . . ?
C14 C7 C8 122.9(5) . . ?
C6 C7 C8 114.9(5) . . ?
C13 C8 C9 120.4(6) . . ?
C13 C8 C7 120.5(6) . . ?
C9 C8 C7 118.9(6) . . ?
C8 C9 C10 119.8(7) . . ?
C9 C10 C11 118.8(8) . . ?
C12 C11 C10 119.4(7) . . ?
C13 C12 C11 119.4(8) . . ?
C12 C13 C8 122.1(8) . . ?
C7 C14 C15 122.2(5) . . ?
C7 C14 C21 121.5(6) . . ?
C15 C14 C21 116.3(5) . . ?
C16 C15 C20 117.6(7) . . ?
C16 C15 C14 122.7(6) . . ?
C20 C15 C14 119.6(6) . . ?
C17 C16 C15 123.2(7) . . ?
C18 C17 C16 119.4(8) . . ?
C17 C18 C19 118.8(7) . . ?
C18 C19 C20 122.4(9) . . ?
C19 C20 C15 118.5(9) . . ?
C22 C21 C26 119.5(6) . . ?
C22 C21 C14 120.3(6) . . ?
C26 C21 C14 120.1(6) . . ?
C21 C22 C23 120.0(7) . . ?
C24 C23 C22 121.6(6) . . ?
C23 C24 C25 119.5(6) . . ?
C23 C24 C27 122.3(6) . . ?
C25 C24 C27 118.0(6) . . ?
C26 C25 C24 119.4(6) . . ?
C21 C26 C25 119.7(6) . . ?
C28 C27 C29 121.4(6) . . ?
C28 C27 C24 119.8(6) . . ?
C29 C27 C24 118.8(6) . . ?
C27 C28 N1 118.8(7) . . ?
C27 C29 N2 117.4(8) . . ?
N1 C30 N2 120.5(6) . . ?
N1 C30 C31 120.9(6) . . ?
N2 C30 C31 118.5(6) . . ?
C36 C31 C32 117.6(6) . . ?
C36 C31 C30 123.5(6) . . ?
C32 C31 C30 118.8(6) . . ?
C33 C32 C31 120.1(6) . . ?
C32 C33 C34 122.2(7) . . ?
C33 C34 C35 115.9(6) . . ?
C33 C34 C37 121.2(6) . . ?
C35 C34 C37 122.9(6) . . ?
C36 C35 C34 122.6(6) . . ?
C31 C36 C35 121.3(6) . . ?
C44 C37 C34 123.1(5) . . ?
C44 C37 C38 122.3(5) . . ?
C34 C37 C38 114.5(5) . . ?
C39 C38 C43 119.2(6) . . ?
C39 C38 C37 120.1(6) . . ?
C43 C38 C37 120.6(6) . . ?
C38 C39 C40 121.6(7) . . ?
C41 C40 C39 118.0(8) . . ?
C40 C41 C42 123.0(8) . . ?
C43 C42 C41 117.6(8) . . ?
C38 C43 C42 120.5(7) . . ?
C37 C44 C45 122.7(5) . . ?
C37 C44 C51 122.1(5) . . ?
C45 C44 C51 115.1(5) . . ?
C46 C45 C50 118.4(6) . . ?
C46 C45 C44 122.7(6) . . ?
C50 C45 C44 118.8(5) . . ?
C45 C46 C47 120.4(7) . . ?
C48 C47 C46 121.5(8) . . ?
C47 C48 C49 119.3(6) . . ?
C50 C49 C48 119.1(7) . . ?
C49 C50 C45 121.3(7) . . ?
C56 C51 C52 117.7(6) . . ?
C56 C51 C44 122.4(6) . . ?
C52 C51 C44 119.9(6) . . ?
C53 C52 C51 120.3(7) . . ?
C54 C53 C52 122.1(8) . . ?
C53 C54 C55 119.8(7) . . ?
C54 C55 C56 121.7(7) . . ?
C51 C56 C55 118.5(7) . . ?
Cl1B C57 Cl2 91.5(6) . . ?
Cl1A C57 Cl2 128.0(10) . . ?
C57 Cl2 Cl1B 33.6(4) . . ?
C57 Cl1B Cl2 54.9(5) . . ?
C30 N1 C28 120.5(8) . . ?
C30 N2 C29 121.0(9) . . ?

_refine_diff_density_max         0.521
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.127

_shelxl_version_number           2014-3



