# Electronic Supplementary Material (ESI) for Energy & Environmental Science.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_prvui
_audit_block_doi                 10.5517/cc13d0n5
_database_code_depnum_ccdc_archive 'CCDC 1024446'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4EE03773A 2015
_audit_update_record             
;
2014-09-15 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
"4,4',4'',4'''-(2H,2'H,4H,4'H-3,3'-spiro-bi[thieno[3,4-b][1,4]dioxepine]-6, 6',8,8'-tetrayl)tetrakis(N,N-bis(4-methoxyphenyl)aniline)"
_chemical_name_common            Spiro-OMeTABPDOT
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C93 H80 N4 O24 S2'
_chemical_formula_weight         1701.73

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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

loop_
_symmetry_equiv_pos_as_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                   43.879(9)
_cell_length_b                   9.5887(19)
_cell_length_c                   25.050(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.94(3)
_cell_angle_gamma                90.00
_cell_volume                     9908(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3560
_exptl_absorpt_coefficient_mu    1.063
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13303
_diffrn_reflns_av_R_equivalents  0.1446
_diffrn_reflns_av_sigmaI/netI    0.1086
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         40.00
_reflns_number_total             5160
_reflns_number_gt                3108
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          Twin

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00044(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.47(11)
_refine_ls_number_reflns         5160
_refine_ls_number_parameters     574
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1885
_refine_ls_R_factor_gt           0.1553
_refine_ls_wR_factor_ref         0.3809
_refine_ls_wR_factor_gt          0.3446
_refine_ls_goodness_of_fit_ref   1.288
_refine_ls_restrained_S_all      1.287
_refine_ls_shift/su_max          0.400
_refine_ls_shift/su_mean         0.076

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
S1 S 0.28827(18) 0.7491(7) 0.3693(3) 0.110(2) Uani 1 1 d . . .
O1 O 0.3750(4) 0.6996(16) 0.3668(7) 0.108(5) Uani 1 1 d . . .
N1 N 0.2802(6) 0.930(3) 0.6249(11) 0.135(8) Uani 1 1 d . . .
S2 S 0.55575(19) 0.7481(7) 0.5297(3) 0.116(2) Uani 1 1 d . . .
O2 O 0.4706(6) 0.695(2) 0.4271(9) 0.143(7) Uani 1 1 d . . .
N2 N 0.2805(4) 0.572(2) 0.1068(9) 0.105(6) Uani 1 1 d . . .
C3 C 0.4975(8) 0.715(3) 0.4719(13) 0.111(8) Uiso 1 1 d . . .
O3 O 0.3758(4) 0.8026(16) 0.4781(6) 0.099(5) Uani 1 1 d . . .
N3 N 0.5648(7) 0.949(2) 0.7962(10) 0.138(9) Uani 1 1 d . . .
O4 O 0.4685(4) 0.8071(19) 0.5332(8) 0.126(6) Uani 1 1 d . . .
N4 N 0.5651(5) 0.5450(17) 0.2762(7) 0.092(6) Uani 1 1 d . . .
C7 C 0.5374(7) 0.652(3) 0.4180(13) 0.122(9) Uiso 1 1 d . . .
C8 C 0.5262(6) 0.794(2) 0.5578(10) 0.094(7) Uiso 1 1 d . . .
C9 C 0.5141(7) 0.882(2) 0.6428(11) 0.110(7) Uiso 1 1 d . . .
H9A H 0.4924 0.8831 0.6199 0.133 Uiso 1 1 calc R . .
C10 C 0.3191(7) 0.788(2) 0.4362(10) 0.095(7) Uiso 1 1 d . . .
C13 C 0.5219(7) 0.914(2) 0.7005(11) 0.112(8) Uiso 1 1 d . . .
H13A H 0.5057 0.9361 0.7152 0.135 Uiso 1 1 calc R . .
C14 C 0.3698(7) 0.654(3) 0.8545(12) 0.146(10) Uiso 1 1 d . . .
H14A H 0.3864 0.6390 0.8907 0.219 Uiso 1 1 calc R . .
H14B H 0.3767 0.6164 0.8250 0.219 Uiso 1 1 calc R . .
H14C H 0.3501 0.6097 0.8538 0.219 Uiso 1 1 calc R . .
C15 C 0.5368(6) 0.847(2) 0.6177(11) 0.098(7) Uiso 1 1 d . . .
C16 C 0.2650(6) 0.639(2) 0.1846(10) 0.095(7) Uiso 1 1 d . . .
H16A H 0.2434 0.6449 0.1612 0.114 Uiso 1 1 calc R . .
C17 C 0.6472(10) 1.175(4) 0.8858(17) 0.159(11) Uiso 1 1 d . . .
O17 O 0.1642(6) 1.214(2) 0.6127(10) 0.154(7) Uiso 1 1 d . . .
O18 O 0.6736(4) 1.2438(17) 0.9273(7) 0.116(5) Uani 1 1 d . . .
C18 C 0.6857(10) 1.353(3) 0.9019(16) 0.172(12) Uiso 1 1 d . . .
H18A H 0.7035 1.3980 0.9302 0.258 Uiso 1 1 calc R . .
H18B H 0.6688 1.4198 0.8853 0.258 Uiso 1 1 calc R . .
H18C H 0.6929 1.3151 0.8728 0.258 Uiso 1 1 calc R . .
O19 O 0.1695(7) 0.273(2) -0.0234(11) 0.198(11) Uani 1 1 d . . .
C19 C 0.6053(7) 1.118(2) 0.8002(11) 0.111(8) Uiso 1 1 d . . .
H19A H 0.5949 1.1331 0.7616 0.133 Uiso 1 1 calc R . .
O20 O 0.6812(6) 0.295(3) 0.2952(9) 0.158(8) Uani 1 1 d . . .
C20 C 0.6928(9) 0.186(3) 0.3324(15) 0.156(11) Uiso 1 1 d . . .
H20A H 0.7131 0.1543 0.3299 0.234 Uiso 1 1 calc R . .
H20B H 0.6775 0.1105 0.3226 0.234 Uiso 1 1 calc R . .
H20C H 0.6960 0.2162 0.3704 0.234 Uiso 1 1 calc R . .
O22 O 0.4777(9) 0.645(3) 0.0654(10) 0.259(19) Uani 1 1 d . . .
C23 C 0.2366(7) 0.406(2) 0.1033(12) 0.112(8) Uiso 1 1 d . . .
H23A H 0.2452 0.3904 0.1422 0.135 Uiso 1 1 calc R . .
C24 C 0.5408(7) 0.576(3) 0.2221(13) 0.121(9) Uiso 1 1 d . . .
C25 C 0.3059(6) 0.680(2) 0.2766(10) 0.097(7) Uiso 1 1 d . . .
C26 C 0.4970(7) 0.774(2) 0.5192(11) 0.091(7) Uiso 1 1 d . . .
C27 C 0.3308(7) 0.847(2) 0.5371(12) 0.121(8) Uiso 1 1 d . . .
H27A H 0.3527 0.8358 0.5419 0.145 Uiso 1 1 calc R . .
C29 C 0.2737(6) 0.667(2) 0.2415(10) 0.093(7) Uiso 1 1 d . . .
H29A H 0.2575 0.6780 0.2573 0.111 Uiso 1 1 calc R . .
O29 O 0.3661(6) 0.685(3) -0.0089(9) 0.197(11) Uani 1 1 d . . .
C30 C 0.3469(9) 0.720(2) 0.3726(12) 0.111(8) Uiso 1 1 d . . .
C31 C 0.6361(6) 0.310(2) 0.3314(11) 0.104(7) Uiso 1 1 d . . .
H31A H 0.6456 0.2520 0.3624 0.125 Uiso 1 1 calc R . .
C32 C 0.2877(6) 0.602(2) 0.1632(12) 0.093(7) Uiso 1 1 d . . .
C33 C 0.5686(8) 0.850(3) 0.6531(13) 0.129(9) Uiso 1 1 d . . .
H33A H 0.5844 0.8269 0.6376 0.155 Uiso 1 1 calc R . .
C34 C 0.5588(8) 0.578(3) 0.3271(14) 0.128(9) Uiso 1 1 d . . .
C35 C 0.6501(10) 0.335(3) 0.2903(16) 0.154(12) Uiso 1 1 d . . .
C37 C 0.4226(8) 0.756(2) 0.4538(13) 0.099(5) Uiso 1 1 d . . .
O37 O 0.3642(7) 0.803(2) 0.8453(8) 0.170(9) Uani 1 1 d . . .
C38 C 0.5240(7) 0.573(2) 0.3220(12) 0.122(8) Uiso 1 1 d . . .
H38A H 0.5087 0.5395 0.2888 0.146 Uiso 1 1 calc R . .
C39 C 0.2745(7) 0.834(2) 0.4762(12) 0.117(8) Uiso 1 1 d . . .
H39A H 0.2594 0.8170 0.4404 0.140 Uiso 1 1 calc R . .
C40 C 0.2634(7) 0.869(2) 0.5235(12) 0.117(8) Uiso 1 1 d . . .
H40A H 0.2418 0.8710 0.5208 0.141 Uiso 1 1 calc R . .
C41 C 0.6332(7) 1.198(2) 0.8290(11) 0.110(7) Uiso 1 1 d . . .
H41A H 0.6415 1.2632 0.8101 0.132 Uiso 1 1 calc R . .
C42 C 0.6035(7) 0.994(3) 0.8800(12) 0.132(9) Uiso 1 1 d . . .
H42A H 0.5928 0.9297 0.8951 0.159 Uiso 1 1 calc R . .
C43 C 0.5145(6) 0.617(2) 0.3646(10) 0.103(7) Uiso 1 1 d . . .
H43A H 0.4925 0.6244 0.3589 0.124 Uiso 1 1 calc R . .
C44 C 0.2512(7) 0.504(2) 0.0753(11) 0.104(7) Uiso 1 1 d . . .
C45 C 0.6082(7) 0.375(2) 0.3227(11) 0.114(8) Uiso 1 1 d . . .
H45A H 0.5965 0.3493 0.3458 0.137 Uiso 1 1 calc R . .
C46 C 0.5942(9) 0.483(3) 0.2810(14) 0.131(10) Uiso 1 1 d . . .
C48 C 0.3228(6) 0.8867(19) 0.5835(10) 0.089(6) Uiso 1 1 d . . .
H48A H 0.3388 0.9024 0.6186 0.107 Uiso 1 1 calc R . .
C50 C 0.5288(8) 0.709(3) 0.2033(14) 0.145(11) Uiso 1 1 d . . .
H50A H 0.5360 0.7815 0.2293 0.174 Uiso 1 1 calc R . .
C51 C 0.5073(10) 0.744(4) 0.1502(16) 0.166(13) Uiso 1 1 d . . .
H51A H 0.5022 0.8348 0.1367 0.199 Uiso 1 1 calc R . .
C52 C 0.5783(8) 0.615(2) 0.3770(12) 0.120(9) Uiso 1 1 d . . .
H52A H 0.6003 0.6194 0.3819 0.144 Uiso 1 1 calc R . .
C53 C 0.4933(10) 0.611(4) 0.1170(17) 0.169(12) Uiso 1 1 d . . .
C55 C 0.5702(7) 0.647(2) 0.4212(12) 0.108(8) Uiso 1 1 d . . .
H55A H 0.5864 0.6666 0.4556 0.129 Uiso 1 1 calc R . .
C56 C 0.2496(7) 1.009(2) 0.6154(12) 0.114(8) Uiso 1 1 d . . .
C57 C 0.6392(8) 0.437(3) 0.2472(12) 0.123(9) Uiso 1 1 d . . .
H57A H 0.6503 0.4591 0.2227 0.147 Uiso 1 1 calc R . .
C58 C 0.6329(8) 1.070(3) 0.9132(14) 0.139(10) Uiso 1 1 d . . .
H58A H 0.6424 1.0528 0.9518 0.167 Uiso 1 1 calc R . .
C59 C 0.3328(7) 0.738(3) 0.7428(12) 0.119(9) Uiso 1 1 d . . .
H59A H 0.3417 0.6493 0.7498 0.142 Uiso 1 1 calc R . .
C60 C 0.3087(6) 0.825(2) 0.4845(10) 0.092(7) Uiso 1 1 d . . .
C61 C 0.4434(7) 0.628(2) 0.4416(11) 0.124(7) Uiso 1 1 d . . .
H61A H 0.4519 0.5689 0.4749 0.149 Uiso 1 1 calc R . .
H61B H 0.4301 0.5711 0.4102 0.149 Uiso 1 1 calc R . .
C63 C 0.3111(7) 0.992(3) 0.7237(13) 0.132(9) Uiso 1 1 d . . .
H63A H 0.3059 1.0854 0.7163 0.158 Uiso 1 1 calc R . .
C64 C 0.3099(7) 0.506(3) 0.0443(10) 0.113(8) Uiso 1 1 d . . .
H64A H 0.3016 0.4162 0.0406 0.136 Uiso 1 1 calc R . .
C67 C 0.2066(8) 1.165(3) 0.5703(13) 0.128(9) Uiso 1 1 d . . .
H67A H 0.1969 1.2268 0.5407 0.154 Uiso 1 1 calc R . .
C69 C 0.2061(8) 1.050(3) 0.6512(13) 0.133(9) Uiso 1 1 d . . .
H69A H 0.1966 1.0400 0.6790 0.159 Uiso 1 1 calc R . .
C71 C 0.2334(6) 0.520(2) 0.0162(11) 0.109(7) Uiso 1 1 d . . .
H71A H 0.2389 0.5934 -0.0032 0.131 Uiso 1 1 calc R . .
C72 C 0.3125(6) 0.766(2) 0.6898(11) 0.104(7) Uiso 1 1 d . . .
H72A H 0.3070 0.6998 0.6610 0.125 Uiso 1 1 calc R . .
C74 C 0.2355(6) 1.102(2) 0.5729(11) 0.108(8) Uiso 1 1 d . . .
H74A H 0.2452 1.1221 0.5461 0.129 Uiso 1 1 calc R . .
C75 C 0.2332(7) 0.972(3) 0.6574(12) 0.121(8) Uiso 1 1 d . . .
H75A H 0.2407 0.9030 0.6849 0.145 Uiso 1 1 calc R . .
C76 C 0.2102(7) 0.439(3) -0.0116(13) 0.121(9) Uiso 1 1 d . . .
H76A H 0.2022 0.4493 -0.0508 0.145 Uiso 1 1 calc R . .
C77 C 0.5942(7) 1.029(3) 0.8234(11) 0.110(8) Uiso 1 1 d . . .
C81 C 0.3191(7) 0.613(2) 0.1959(11) 0.105(7) Uiso 1 1 d . . .
H81A H 0.3347 0.5971 0.1790 0.126 Uiso 1 1 calc R . .
C84 C 0.5553(9) 0.913(3) 0.7366(15) 0.133(10) Uiso 1 1 d . . .
C85 C 0.3297(7) 0.647(2) 0.2527(11) 0.115(8) Uiso 1 1 d . . .
H85A H 0.3517 0.6482 0.2743 0.137 Uiso 1 1 calc R . .
C87 C 0.3473(7) 0.768(2) 0.4352(10) 0.089(7) Uiso 1 1 d . . .
C88 C 0.3162(7) 0.712(2) 0.3377(12) 0.108(8) Uiso 1 1 d . . .
C89 C 0.3364(6) 0.759(3) 0.0478(10) 0.115(8) Uiso 1 1 d . . .
H89A H 0.3465 0.8452 0.0521 0.137 Uiso 1 1 calc R . .
C90 C 0.3009(8) 0.895(3) 0.6819(13) 0.119(8) Uiso 1 1 d . . .
C92 C 0.5099(7) 0.499(3) 0.1324(11) 0.120(8) Uiso 1 1 d . . .
H92A H 0.5062 0.4280 0.1054 0.144 Uiso 1 1 calc R . .
C93 C 0.2912(7) 0.902(2) 0.5768(11) 0.105(7) Uiso 1 1 d . . .
C95 C 0.6095(7) 0.503(2) 0.2446(11) 0.111(8) Uiso 1 1 d . . .
H95A H 0.6003 0.5658 0.2150 0.134 Uiso 1 1 calc R . .
C97 C 0.5283(7) 0.697(2) 0.4667(11) 0.102(7) Uiso 1 1 d . . .
C98 C 0.1965(7) 0.341(2) 0.0101(11) 0.099(7) Uiso 1 1 d . . .
C101 C 0.5788(8) 0.884(3) 0.7099(13) 0.129(9) Uiso 1 1 d . . .
H10B H 0.6008 0.8893 0.7308 0.154 Uiso 1 1 calc R . .
C105 C 0.3426(8) 0.672(3) 0.0166(14) 0.143(10) Uiso 1 1 d . . .
C106 C 0.2097(7) 0.339(3) 0.0699(12) 0.124(9) Uiso 1 1 d . . .
H10C H 0.1987 0.2862 0.0885 0.149 Uiso 1 1 calc R . .
C109 C 0.5315(7) 0.474(3) 0.1821(11) 0.115(8) Uiso 1 1 d . . .
H10D H 0.5407 0.3852 0.1903 0.138 Uiso 1 1 calc R . .
C115 C 0.3294(6) 0.948(3) 0.7775(11) 0.113(7) Uiso 1 1 d . . .
H11A H 0.3329 1.0091 0.8078 0.135 Uiso 1 1 calc R . .
C116 C 0.3413(6) 0.830(2) 0.7868(11) 0.109(7) Uiso 1 1 d . . .
C124 C 0.4034(7) 0.697(2) 0.4823(11) 0.123(8) Uiso 1 1 d . . .
H12A H 0.4163 0.6797 0.5217 0.147 Uiso 1 1 calc R . .
H12B H 0.3944 0.6089 0.4648 0.147 Uiso 1 1 calc R . .
C130 C 0.3004(8) 0.599(3) 0.0773(12) 0.123(9) Uiso 1 1 d . . .
C132 C 0.3138(8) 0.731(3) 0.0782(12) 0.137(10) Uiso 1 1 d . . .
H13B H 0.3083 0.8021 0.0983 0.164 Uiso 1 1 calc R . .
C156 C 0.4435(6) 0.869(2) 0.4826(10) 0.109(7) Uiso 1 1 d . . .
H15A H 0.4312 0.9396 0.4940 0.130 Uiso 1 1 calc R . .
H15B H 0.4537 0.9112 0.4578 0.130 Uiso 1 1 calc R . .
C175 C 0.4027(6) 0.808(2) 0.3939(10) 0.115(7) Uiso 1 1 d . . .
H17A H 0.4165 0.8159 0.3709 0.138 Uiso 1 1 calc R . .
H17B H 0.3935 0.8989 0.3960 0.138 Uiso 1 1 calc R . .
C299 C 0.3713(10) 0.857(4) -0.0182(16) 0.184(12) Uiso 1 1 d . . .
H29C H 0.3866 0.8688 -0.0378 0.276 Uiso 1 1 calc R . .
H29D H 0.3795 0.9024 0.0181 0.276 Uiso 1 1 calc R . .
H29E H 0.3510 0.8982 -0.0402 0.276 Uiso 1 1 calc R . .
C310 C 0.5397(6) 0.916(3) 0.8196(9) 0.116(8) Uiso 1 1 d D . .
C311 C 0.5292(6) 0.789(3) 0.8205(9) 0.118(8) Uiso 1 1 d D . .
H31P H 0.5378 0.7200 0.8036 0.142 Uiso 1 1 calc R . .
C312 C 0.5083(9) 0.750(4) 0.8423(12) 0.193(16) Uiso 1 1 d D . .
H31Q H 0.5018 0.6579 0.8430 0.231 Uiso 1 1 calc R . .
C313 C 0.4947(8) 0.875(3) 0.8680(12) 0.156(11) Uiso 1 1 d D . .
C314 C 0.5061(10) 1.001(4) 0.8692(15) 0.203(16) Uiso 1 1 d D . .
H31R H 0.4990 1.0726 0.8871 0.243 Uiso 1 1 calc R . .
C315 C 0.5290(7) 1.028(3) 0.8433(11) 0.129(9) Uiso 1 1 d D . .
H31S H 0.5368 1.1180 0.8419 0.155 Uiso 1 1 calc R . .
C316 C 0.4602(10) 0.716(4) 0.8994(18) 0.229(18) Uiso 1 1 d D . .
H31B H 0.4463 0.7086 0.9218 0.344 Uiso 1 1 calc R . .
H31C H 0.4796 0.6630 0.9168 0.344 Uiso 1 1 calc R . .
H31D H 0.4491 0.6807 0.8619 0.344 Uiso 1 1 calc R . .
O16 O 0.4688(11) 0.865(4) 0.896(2) 0.298(17) Uiso 1 1 d D . .
C788 C 0.3302(7) 0.538(2) 0.0172(11) 0.116(7) Uiso 1 1 d . . .
H78A H 0.3365 0.4677 -0.0024 0.140 Uiso 1 1 calc R . .
C917 C 0.1499(10) 1.302(4) 0.5627(16) 0.174(13) Uiso 1 1 d . . .
H91A H 0.1318 1.3518 0.5664 0.261 Uiso 1 1 calc R . .
H91B H 0.1428 1.2442 0.5294 0.261 Uiso 1 1 calc R . .
H91C H 0.1659 1.3668 0.5595 0.261 Uiso 1 1 calc R . .
C919 C 0.1920(7) 1.141(2) 0.6089(11) 0.109(7) Uiso 1 1 d . . .
C922 C 0.4627(15) 0.767(5) 0.053(3) 0.28(3) Uiso 1 1 d . . .
H92B H 0.4453 0.7600 0.0171 0.420 Uiso 1 1 calc R . .
H92C H 0.4778 0.8368 0.0505 0.420 Uiso 1 1 calc R . .
H92D H 0.4540 0.7917 0.0820 0.420 Uiso 1 1 calc R . .
C969 C 0.1568(8) 0.167(3) 0.0041(14) 0.150(11) Uiso 1 1 d . . .
H96A H 0.1392 0.1194 -0.0237 0.226 Uiso 1 1 calc R . .
H96B H 0.1491 0.2094 0.0319 0.226 Uiso 1 1 calc R . .
H96C H 0.1736 0.1013 0.0225 0.226 Uiso 1 1 calc R . .
O101 O 0.0719(17) 0.149(7) 0.042(3) 0.45(3) Uiso 1 1 d . . .
O102 O 0.1543(14) 0.501(6) 0.195(3) 0.41(3) Uiso 1 1 d . . .
O103 O 0.4266(10) 0.836(4) 0.2645(18) 0.285(16) Uiso 1 1 d . . .
O104 O 0.2734(18) 0.786(7) -0.102(3) 0.44(3) Uiso 1 1 d . . .
O105 O 0.411(3) 0.592(10) 0.640(4) 0.53(6) Uiso 1 1 d . . .
O106 O 0.3940(11) 1.088(4) 0.7105(18) 0.283(15) Uiso 1 1 d . . .
O107 O 0.3872(17) 0.376(6) 0.161(3) 0.38(3) Uiso 1 1 d . . .
O108 O 0.4068(12) 0.582(4) 0.720(2) 0.297(17) Uiso 1 1 d . . .
O109 O 0.4080(12) 0.940(4) 0.163(2) 0.308(17) Uiso 1 1 d . . .
O110 O 0.434(3) 0.315(10) 0.182(5) 0.56(6) Uiso 1 1 d . . .
O111 O 0.2620(14) 0.629(6) 0.871(3) 0.37(2) Uiso 1 1 d . . .
O112 O 0.2605(17) 0.720(7) 0.809(3) 0.43(3) 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
S1 C88 1.71(3) . ?
S1 C10 1.80(3) . ?
O1 C30 1.31(3) . ?
O1 C175 1.57(3) . ?
N1 C90 1.45(4) . ?
N1 C93 1.47(3) . ?
N1 C56 1.49(3) . ?
S2 C97 1.70(3) . ?
S2 C8 1.73(3) . ?
O2 C3 1.33(3) . ?
O2 C61 1.51(3) . ?
N2 C130 1.35(3) . ?
N2 C32 1.37(3) . ?
N2 C44 1.42(3) . ?
C3 C26 1.32(3) . ?
C3 C97 1.41(4) . ?
O3 C87 1.38(3) . ?
O3 C124 1.56(3) . ?
N3 C84 1.45(4) . ?
N3 C77 1.46(4) . ?
N3 C310 1.45(4) . ?
O4 C26 1.45(3) . ?
O4 C156 1.49(3) . ?
N4 C46 1.37(4) . ?
N4 C34 1.43(3) . ?
N4 C24 1.44(3) . ?
C7 C43 1.41(3) . ?
C7 C55 1.42(4) . ?
C7 C97 1.47(3) . ?
C8 C26 1.33(3) . ?
C8 C15 1.50(3) . ?
C9 C15 1.38(3) . ?
C9 C13 1.40(3) . ?
C10 C87 1.26(3) . ?
C10 C60 1.48(3) . ?
C13 C84 1.44(4) . ?
C14 O37 1.45(3) . ?
C15 C33 1.37(4) . ?
C16 C32 1.33(3) . ?
C16 C29 1.37(3) . ?
C17 C41 1.36(4) . ?
C17 O18 1.43(4) . ?
C17 C58 1.47(4) . ?
O17 C919 1.44(3) . ?
O17 C917 1.46(4) . ?
O18 C18 1.42(4) . ?
O19 C98 1.36(3) . ?
O19 C969 1.44(4) . ?
C19 C77 1.22(3) . ?
C19 C41 1.42(3) . ?
O20 C20 1.38(4) . ?
O20 C35 1.38(4) . ?
O22 C53 1.28(4) . ?
O22 C922 1.33(5) . ?
C23 C106 1.35(3) . ?
C23 C44 1.44(3) . ?
C24 C109 1.36(3) . ?
C24 C50 1.40(4) . ?
C25 C29 1.39(3) . ?
C25 C85 1.40(3) . ?
C25 C88 1.47(3) . ?
C27 C60 1.36(3) . ?
C27 C48 1.38(3) . ?
O29 C105 1.39(3) . ?
O29 C299 1.69(4) . ?
C30 C88 1.33(4) . ?
C30 C87 1.62(4) . ?
C31 C45 1.33(3) . ?
C31 C35 1.39(4) . ?
C32 C81 1.35(3) . ?
C33 C101 1.38(4) . ?
C34 C52 1.30(3) . ?
C34 C38 1.49(4) . ?
C35 C57 1.41(4) . ?
C37 C124 1.40(3) . ?
C37 C156 1.44(3) . ?
C37 C175 1.54(4) . ?
C37 C61 1.63(4) . ?
O37 C116 1.49(3) . ?
C38 C43 1.34(3) . ?
C39 C60 1.44(3) . ?
C39 C40 1.47(3) . ?
C40 C93 1.50(3) . ?
C42 C77 1.38(3) . ?
C42 C58 1.47(4) . ?
C44 C71 1.43(3) . ?
C45 C46 1.45(4) . ?
C46 C95 1.32(3) . ?
C48 C93 1.35(3) . ?
C50 C51 1.38(4) . ?
C51 C53 1.54(5) . ?
C52 C55 1.31(3) . ?
C53 C92 1.28(4) . ?
C56 C74 1.36(3) . ?
C56 C75 1.51(4) . ?
C57 C95 1.43(4) . ?
C59 C116 1.36(3) . ?
C59 C72 1.35(3) . ?
C63 C90 1.35(3) . ?
C63 C115 1.38(3) . ?
C64 C788 1.33(3) . ?
C64 C130 1.37(3) . ?
C67 C919 1.35(3) . ?
C67 C74 1.39(3) . ?
C69 C919 1.35(3) . ?
C69 C75 1.37(4) . ?
C71 C76 1.28(3) . ?
C72 C90 1.33(3) . ?
C76 C98 1.32(3) . ?
C81 C85 1.38(3) . ?
C84 C101 1.43(4) . ?
C89 C105 1.23(3) . ?
C89 C132 1.47(4) . ?
C92 C109 1.30(3) . ?
C98 C106 1.41(3) . ?
C105 C788 1.39(3) . ?
C115 C116 1.23(3) . ?
C130 C132 1.39(4) . ?
C310 C311 1.30(3) . ?
C310 C315 1.39(3) . ?
C311 C312 1.27(5) . ?
C312 C313 1.57(5) . ?
C313 C314 1.31(4) . ?
C313 O16 1.52(5) . ?
C314 C315 1.39(4) . ?
C316 O16 1.49(3) . ?
O103 O106 1.76(5) 2_574 ?
O104 O111 1.66(8) 1_554 ?
O105 O107 1.36(10) 2_565 ?
O105 O110 1.48(12) 2_565 ?
O106 O109 1.53(5) 2_575 ?
O106 O103 1.75(5) 2_575 ?
O107 O105 1.36(10) 2_564 ?
O107 O108 1.49(6) 2_564 ?
O108 O107 1.49(6) 2_565 ?
O109 O106 1.53(5) 2_574 ?
O110 O105 1.48(12) 2_564 ?
O111 O104 1.66(8) 1_556 ?

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
C88 S1 C10 92.6(14) . . ?
C30 O1 C175 118.4(18) . . ?
C90 N1 C93 120(2) . . ?
C90 N1 C56 120(2) . . ?
C93 N1 C56 120(2) . . ?
C97 S2 C8 93.3(13) . . ?
C3 O2 C61 114(2) . . ?
C130 N2 C32 124(2) . . ?
C130 N2 C44 115(2) . . ?
C32 N2 C44 121(2) . . ?
C26 C3 O2 122(3) . . ?
C26 C3 C97 116(3) . . ?
O2 C3 C97 120(3) . . ?
C87 O3 C124 111.7(16) . . ?
C84 N3 C77 120(2) . . ?
C84 N3 C310 112(3) . . ?
C77 N3 C310 127(2) . . ?
C26 O4 C156 109.1(17) . . ?
C46 N4 C34 118(2) . . ?
C46 N4 C24 122(2) . . ?
C34 N4 C24 119(2) . . ?
C43 C7 C55 115(3) . . ?
C43 C7 C97 123(3) . . ?
C55 C7 C97 121(3) . . ?
C26 C8 C15 132(2) . . ?
C26 C8 S2 109.8(19) . . ?
C15 C8 S2 118.3(19) . . ?
C15 C9 C13 124(3) . . ?
C87 C10 C60 129(2) . . ?
C87 C10 S1 112(2) . . ?
C60 C10 S1 117.9(19) . . ?
C9 C13 C84 119(3) . . ?
C9 C15 C33 116(2) . . ?
C9 C15 C8 121(2) . . ?
C33 C15 C8 123(2) . . ?
C32 C16 C29 119(3) . . ?
C41 C17 O18 131(3) . . ?
C41 C17 C58 119(4) . . ?
O18 C17 C58 110(3) . . ?
C919 O17 C917 111(2) . . ?
C17 O18 C18 110(2) . . ?
C98 O19 C969 116(2) . . ?
C77 C19 C41 124(3) . . ?
C20 O20 C35 113(3) . . ?
C53 O22 C922 121(4) . . ?
C106 C23 C44 116(3) . . ?
C109 C24 C50 115(3) . . ?
C109 C24 N4 119(2) . . ?
C50 C24 N4 125(3) . . ?
C29 C25 C85 117(2) . . ?
C29 C25 C88 124(2) . . ?
C85 C25 C88 119(2) . . ?
C3 C26 C8 114(3) . . ?
C3 C26 O4 126(3) . . ?
C8 C26 O4 119(2) . . ?
C60 C27 C48 124(3) . . ?
C16 C29 C25 123(2) . . ?
C105 O29 C299 108(2) . . ?
O1 C30 C88 134(3) . . ?
O1 C30 C87 117(3) . . ?
C88 C30 C87 109(3) . . ?
C45 C31 C35 115(3) . . ?
C81 C32 C16 119(3) . . ?
C81 C32 N2 118(2) . . ?
C16 C32 N2 122(2) . . ?
C101 C33 C15 125(3) . . ?
C52 C34 N4 131(3) . . ?
C52 C34 C38 114(3) . . ?
N4 C34 C38 115(3) . . ?
C57 C35 O20 109(3) . . ?
C57 C35 C31 124(3) . . ?
O20 C35 C31 124(3) . . ?
C124 C37 C156 116(2) . . ?
C124 C37 C175 113(3) . . ?
C156 C37 C175 107(2) . . ?
C124 C37 C61 105(2) . . ?
C156 C37 C61 111(2) . . ?
C175 C37 C61 103(2) . . ?
C14 O37 C116 110(2) . . ?
C43 C38 C34 121(3) . . ?
C60 C39 C40 121(3) . . ?
C39 C40 C93 112(3) . . ?
C17 C41 C19 116(3) . . ?
C77 C42 C58 111(3) . . ?
C38 C43 C7 121(3) . . ?
N2 C44 C71 127(2) . . ?
N2 C44 C23 120(2) . . ?
C71 C44 C23 113(2) . . ?
C31 C45 C46 127(3) . . ?
C95 C46 N4 123(3) . . ?
C95 C46 C45 114(3) . . ?
N4 C46 C45 122(3) . . ?
C93 C48 C27 118(3) . . ?
C51 C50 C24 127(3) . . ?
C50 C51 C53 109(3) . . ?
C34 C52 C55 127(3) . . ?
C92 C53 O22 125(3) . . ?
C92 C53 C51 117(4) . . ?
O22 C53 C51 108(3) . . ?
C52 C55 C7 122(3) . . ?
C74 C56 C75 120(3) . . ?
C74 C56 N1 127(3) . . ?
C75 C56 N1 113(2) . . ?
C35 C57 C95 114(3) . . ?
C42 C58 C17 121(3) . . ?
C116 C59 C72 125(3) . . ?
C27 C60 C39 120(2) . . ?
C27 C60 C10 121(2) . . ?
C39 C60 C10 120(2) . . ?
O2 C61 C37 105.1(18) . . ?
C90 C63 C115 118(3) . . ?
C788 C64 C130 124(3) . . ?
C919 C67 C74 123(3) . . ?
C919 C69 C75 126(3) . . ?
C76 C71 C44 123(3) . . ?
C90 C72 C59 115(3) . . ?
C56 C74 C67 119(3) . . ?
C69 C75 C56 113(3) . . ?
C71 C76 C98 127(3) . . ?
C19 C77 C42 129(3) . . ?
C19 C77 N3 125(3) . . ?
C42 C77 N3 105(2) . . ?
C32 C81 C85 124(3) . . ?
C101 C84 C13 117(3) . . ?
C101 C84 N3 122(3) . . ?
C13 C84 N3 121(3) . . ?
C81 C85 C25 117(3) . . ?
C10 C87 O3 125(2) . . ?
C10 C87 C30 112(3) . . ?
O3 C87 C30 122(2) . . ?
C30 C88 C25 125(3) . . ?
C30 C88 S1 114(2) . . ?
C25 C88 S1 121(2) . . ?
C105 C89 C132 122(3) . . ?
C72 C90 C63 121(3) . . ?
C72 C90 N1 116(3) . . ?
C63 C90 N1 122(3) . . ?
C53 C92 C109 126(3) . . ?
C48 C93 N1 122(2) . . ?
C48 C93 C40 125(2) . . ?
N1 C93 C40 112(2) . . ?
C46 C95 C57 125(3) . . ?
C3 C97 C7 130(3) . . ?
C3 C97 S2 106(2) . . ?
C7 C97 S2 123(2) . . ?
C76 C98 O19 121(3) . . ?
C76 C98 C106 111(3) . . ?
O19 C98 C106 127(3) . . ?
C33 C101 C84 120(3) . . ?
C89 C105 C788 117(3) . . ?
C89 C105 O29 126(3) . . ?
C788 C105 O29 116(3) . . ?
C23 C106 C98 127(3) . . ?
C92 C109 C24 121(3) . . ?
C116 C115 C63 122(3) . . ?
C115 C116 C59 117(3) . . ?
C115 C116 O37 116(2) . . ?
C59 C116 O37 126(2) . . ?
C37 C124 O3 107(2) . . ?
N2 C130 C64 127(3) . . ?
N2 C130 C132 121(3) . . ?
C64 C130 C132 113(3) . . ?
C130 C132 C89 121(3) . . ?
C37 C156 O4 106.7(18) . . ?
C37 C175 O1 107.8(18) . . ?
C311 C310 C315 123(3) . . ?
C311 C310 N3 122(3) . . ?
C315 C310 N3 114(2) . . ?
C312 C311 C310 126(3) . . ?
C311 C312 C313 113(4) . . ?
C314 C313 O16 113(3) . . ?
C314 C313 C312 121(4) . . ?
O16 C313 C312 126(3) . . ?
C313 C314 C315 120(4) . . ?
C314 C315 C310 117(3) . . ?
C316 O16 C313 109(3) . . ?
C64 C788 C105 123(3) . . ?
C67 C919 C69 118(3) . . ?
C67 C919 O17 126(2) . . ?
C69 C919 O17 116(3) . . ?
O107 O105 O110 92(8) 2_565 2_565 ?
O109 O106 O103 103(3) 2_575 2_575 ?
O105 O107 O108 93(6) 2_564 2_564 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        40.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.247
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.139
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: THF'
_chemical_properties_physical    Photo-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_ines1
_audit_block_doi                 10.5517/cc13d0p6
_database_code_depnum_ccdc_archive 'CCDC 1024447'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C4EE03773A 2015

_audit_update_record             
;
2014-09-15 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;
_publcif_datablock.id            {406555d7-01b2-4c15-b423-b74b640a24b1}
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
2,2,7,7-tetrakis(N,N-di-p-methoxyphenylamine)-9,9-spirobifluorene
_chemical_name_common            Spiro-OMeTAD
_chemical_melting_point          ?
_chemical_formula_moiety         'C81 H68 N4 O8, 0.5(C6 H5 Cl)'
_chemical_formula_sum            'C84 H70.50 Cl0.50 N4 O8'
_chemical_formula_weight         1281.67

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.1111(7)
_cell_length_b                   16.1465(7)
_cell_length_c                   16.9214(9)
_cell_angle_alpha                75.200(4)
_cell_angle_beta                 85.670(4)
_cell_angle_gamma                75.891(4)
_cell_volume                     3358.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    7769
_cell_measurement_theta_min      3.1920
_cell_measurement_theta_max      27.4860

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1350
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_min  0.80244
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           ?

_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction, KM4/Sapphire CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.2812
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23601
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         27.26
_reflns_number_total             13584
_reflns_number_gt                10800
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
;
_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) 
(compiled Jan 14 2014,18:38:05) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0471P)²+1.1383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13584
_refine_ls_number_parameters     909
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1068
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.12990(8) 0.66797(7) 0.59997(6) 0.0291(2) Uani 1 1 d . . .
O2 O -0.54840(9) 0.63401(8) 0.47597(7) 0.0385(3) Uani 1 1 d . . .
O3 O 0.12915(10) -0.04801(7) 0.58401(7) 0.0372(3) Uani 1 1 d . . .
O4 O 0.06396(11) 0.19347(8) -0.00758(7) 0.0443(3) Uani 1 1 d . . .
O5 O 0.63996(9) 0.20925(7) 0.03266(7) 0.0377(3) Uani 1 1 d . . .
O6 O 0.40013(10) 0.74916(8) -0.35369(7) 0.0392(3) Uani 1 1 d . . .
O7 O 0.67248(10) 0.92475(8) 0.16346(9) 0.0482(3) Uani 1 1 d . . .
O8 O -0.07491(9) 1.02469(7) 0.15452(8) 0.0389(3) Uani 1 1 d . . .
N1 N -0.13652(9) 0.63852(9) 0.37131(7) 0.0254(3) Uani 1 1 d . . .
N2 N 0.17887(11) 0.20614(8) 0.29908(7) 0.0282(3) Uani 1 1 d . . .
N3 N 0.30584(9) 0.49656(8) -0.08328(7) 0.0227(3) Uani 1 1 d . . .
N4 N 0.31574(10) 0.78667(8) 0.20399(8) 0.0289(3) Uani 1 1 d . . .
C1 C 0.16818(10) 0.52906(9) 0.19722(8) 0.0174(3) Uani 1 1 d . . .
C2 C 0.24300(10) 0.57587(9) 0.22313(8) 0.0181(3) Uani 1 1 d . . .
C3 C 0.24403(11) 0.66383(9) 0.19682(8) 0.0204(3) Uani 1 1 d . . .
H3 H 0.1957 0.7024 0.1569 0.024 Uiso 1 1 calc R . .
C4 C 0.31718(11) 0.69555(9) 0.22962(9) 0.0218(3) Uani 1 1 d . . .
C5 C 0.38702(12) 0.63778(10) 0.28833(9) 0.0239(3) Uani 1 1 d . . .
H5 H 0.4375 0.6591 0.3099 0.029 Uiso 1 1 calc R . .
C6 C 0.38423(11) 0.54985(9) 0.31581(9) 0.0225(3) Uani 1 1 d . . .
H6 H 0.4313 0.5116 0.3567 0.027 Uiso 1 1 calc R . .
C7 C 0.31176(11) 0.51793(9) 0.28292(8) 0.0190(3) Uani 1 1 d . . .
C8 C 0.28971(11) 0.43016(9) 0.29899(8) 0.0195(3) Uani 1 1 d . . .
C9 C 0.33435(12) 0.34949(9) 0.35135(8) 0.0234(3) Uani 1 1 d . . .
H9 H 0.3897 0.3449 0.3865 0.028 Uiso 1 1 calc R . .
C10 C 0.29744(12) 0.27598(9) 0.35176(9) 0.0248(3) Uani 1 1 d . . .
H10 H 0.3278 0.2210 0.3876 0.030 Uiso 1 1 calc R . .
C11 C 0.21618(12) 0.28127(9) 0.30030(8) 0.0223(3) Uani 1 1 d . . .
C12 C 0.17201(11) 0.36216(9) 0.24741(8) 0.0199(3) Uani 1 1 d . . .
H12 H 0.1175 0.3667 0.2115 0.024 Uiso 1 1 calc R . .
C13 C 0.20842(11) 0.43514(9) 0.24788(8) 0.0180(3) Uani 1 1 d . . .
C14 C 0.16288(11) 0.53540(8) 0.10613(8) 0.0177(3) Uani 1 1 d . . .
C15 C 0.24436(11) 0.50974(9) 0.05480(8) 0.0197(3) Uani 1 1 d . . .
H15 H 0.3135 0.4844 0.0751 0.024 Uiso 1 1 calc R . .
C16 C 0.22377(11) 0.52160(9) -0.02774(8) 0.0202(3) Uani 1 1 d . . .
C17 C 0.12207(11) 0.55956(9) -0.05669(8) 0.0217(3) Uani 1 1 d . . .
H17 H 0.1088 0.5690 -0.1131 0.026 Uiso 1 1 calc R . .
C18 C 0.03992(11) 0.58381(9) -0.00450(8) 0.0211(3) Uani 1 1 d . . .
H18 H -0.0292 0.6092 -0.0249 0.025 Uiso 1 1 calc R . .
C19 C 0.05965(11) 0.57058(9) 0.07826(8) 0.0192(3) Uani 1 1 d . . .
C20 C -0.00919(11) 0.58821(9) 0.14776(8) 0.0193(3) Uani 1 1 d . . .
C21 C -0.11697(11) 0.61914(9) 0.15633(9) 0.0231(3) Uani 1 1 d . . .
H21 H -0.1618 0.6306 0.1113 0.028 Uiso 1 1 calc R . .
C22 C -0.15880(11) 0.63318(9) 0.23085(9) 0.0235(3) Uani 1 1 d . . .
H22 H -0.2327 0.6534 0.2366 0.028 Uiso 1 1 calc R . .
C23 C -0.09409(11) 0.61816(9) 0.29808(8) 0.0208(3) Uani 1 1 d . . .
C24 C 0.01379(11) 0.58295(9) 0.29017(8) 0.0198(3) Uani 1 1 d . . .
H24 H 0.0588 0.5698 0.3353 0.024 Uiso 1 1 calc R . .
C25 C 0.05382(11) 0.56768(8) 0.21666(8) 0.0182(3) Uani 1 1 d . . .
C26 C -0.07100(11) 0.64612(9) 0.43120(9) 0.0221(3) Uani 1 1 d . . .
C27 C 0.00343(12) 0.69656(10) 0.40846(9) 0.0246(3) Uani 1 1 d . . .
H27 H 0.0088 0.7275 0.3530 0.030 Uiso 1 1 calc R . .
C28 C 0.06962(12) 0.70203(10) 0.46567(9) 0.0260(3) Uani 1 1 d . . .
H28 H 0.1213 0.7356 0.4492 0.031 Uiso 1 1 calc R . .
C29 C 0.06105(11) 0.65868(9) 0.54738(9) 0.0229(3) Uani 1 1 d . . .
C30 C -0.01452(12) 0.61049(9) 0.57098(9) 0.0241(3) Uani 1 1 d . . .
H30 H -0.0220 0.5818 0.6268 0.029 Uiso 1 1 calc R . .
C31 C -0.07962(11) 0.60411(9) 0.51287(9) 0.0238(3) Uani 1 1 d . . .
H31 H -0.1310 0.5703 0.5294 0.029 Uiso 1 1 calc R . .
C32 C 0.11209(13) 0.63407(11) 0.68506(9) 0.0311(4) Uani 1 1 d . . .
H32A H 0.0392 0.6588 0.6995 0.047 Uiso 1 1 calc R . .
H32B H 0.1601 0.6504 0.7169 0.047 Uiso 1 1 calc R . .
H32C H 0.1247 0.5698 0.6972 0.047 Uiso 1 1 calc R . .
C33 C -0.24411(11) 0.63894(10) 0.39372(8) 0.0231(3) Uani 1 1 d . . .
C34 C -0.31528(12) 0.71736(10) 0.39444(10) 0.0306(3) Uani 1 1 d . . .
H34 H -0.2933 0.7711 0.3768 0.037 Uiso 1 1 calc R . .
C35 C -0.41842(12) 0.71886(11) 0.42057(10) 0.0319(4) Uani 1 1 d . . .
H35 H -0.4669 0.7732 0.4206 0.038 Uiso 1 1 calc R . .
C36 C -0.44987(12) 0.64079(11) 0.44642(9) 0.0274(3) Uani 1 1 d . . .
C37 C -0.37953(12) 0.56151(11) 0.44453(10) 0.0301(3) Uani 1 1 d . . .
H37 H -0.4018 0.5078 0.4613 0.036 Uiso 1 1 calc R . .
C38 C -0.27728(12) 0.56104(10) 0.41815(9) 0.0281(3) Uani 1 1 d . . .
H38 H -0.2293 0.5068 0.4167 0.034 Uiso 1 1 calc R . .
C39 C -0.62742(14) 0.71362(14) 0.46963(12) 0.0477(5) Uani 1 1 d . . .
H39A H -0.6056 0.7507 0.4997 0.072 Uiso 1 1 calc R . .
H39B H -0.6938 0.6997 0.4929 0.072 Uiso 1 1 calc R . .
H39C H -0.6372 0.7451 0.4120 0.072 Uiso 1 1 calc R . .
C40 C 0.16466(12) 0.14181(9) 0.37052(9) 0.0242(3) Uani 1 1 d . . .
C41 C 0.14682(12) 0.16106(10) 0.44668(9) 0.0278(3) Uani 1 1 d . . .
H41 H 0.1434 0.2191 0.4513 0.033 Uiso 1 1 calc R . .
C42 C 0.13399(13) 0.09666(10) 0.51570(10) 0.0326(4) Uani 1 1 d . . .
H42 H 0.1220 0.1110 0.5672 0.039 Uiso 1 1 calc R . .
C43 C 0.13833(12) 0.01128(10) 0.51096(9) 0.0284(3) Uani 1 1 d . . .
C44 C 0.15206(13) -0.00803(10) 0.43549(10) 0.0296(3) Uani 1 1 d . . .
H44 H 0.1521 -0.0655 0.4310 0.036 Uiso 1 1 calc R . .
C45 C 0.16582(13) 0.05657(10) 0.36591(9) 0.0286(3) Uani 1 1 d . . .
H45 H 0.1762 0.0423 0.3143 0.034 Uiso 1 1 calc R . .
C46 C 0.13488(14) -0.13639(10) 0.58115(11) 0.0376(4) Uani 1 1 d . . .
H46A H 0.0753 -0.1380 0.5504 0.056 Uiso 1 1 calc R . .
H46B H 0.1325 -0.1730 0.6369 0.056 Uiso 1 1 calc R . .
H46C H 0.2008 -0.1590 0.5542 0.056 Uiso 1 1 calc R . .
C47 C 0.14731(12) 0.20052(9) 0.22199(9) 0.0254(3) Uani 1 1 d . . .
C48 C 0.04472(13) 0.20004(10) 0.20889(10) 0.0300(3) Uani 1 1 d . . .
H48 H -0.0052 0.2013 0.2525 0.036 Uiso 1 1 calc R . .
C49 C 0.01330(14) 0.19770(10) 0.13329(10) 0.0328(4) Uani 1 1 d . . .
H49 H -0.0576 0.1975 0.1252 0.039 Uiso 1 1 calc R . .
C50 C 0.08566(14) 0.19559(10) 0.06980(9) 0.0321(4) Uani 1 1 d . . .
C51 C 0.18858(15) 0.19561(12) 0.08232(10) 0.0371(4) Uani 1 1 d . . .
H51 H 0.2385 0.1941 0.0387 0.045 Uiso 1 1 calc R . .
C52 C 0.21930(13) 0.19776(11) 0.15797(10) 0.0325(4) Uani 1 1 d . . .
H52 H 0.2903 0.1973 0.1661 0.039 Uiso 1 1 calc R . .
C53 C -0.04230(17) 0.19980(12) -0.02522(12) 0.0489(5) Uani 1 1 d . . .
H53A H -0.0664 0.1499 0.0105 0.073 Uiso 1 1 calc R . .
H53B H -0.0474 0.1988 -0.0824 0.073 Uiso 1 1 calc R . .
H53C H -0.0863 0.2550 -0.0159 0.073 Uiso 1 1 calc R . .
C54 C 0.39044(11) 0.42316(9) -0.05335(8) 0.0215(3) Uani 1 1 d . . .
C55 C 0.36947(12) 0.34487(10) -0.00598(9) 0.0253(3) Uani 1 1 d . . .
H55 H 0.2985 0.3409 0.0056 0.030 Uiso 1 1 calc R . .
C56 C 0.45011(13) 0.27239(10) 0.02475(9) 0.0283(3) Uani 1 1 d . . .
H56 H 0.4343 0.2198 0.0578 0.034 Uiso 1 1 calc R . .
C57 C 0.55371(12) 0.27699(10) 0.00706(9) 0.0264(3) Uani 1 1 d . . .
C58 C 0.57536(12) 0.35461(10) -0.04005(9) 0.0256(3) Uani 1 1 d . . .
H58 H 0.6464 0.3581 -0.0521 0.031 Uiso 1 1 calc R . .
C59 C 0.49503(12) 0.42707(10) -0.06982(8) 0.0235(3) Uani 1 1 d . . .
H59 H 0.5113 0.4800 -0.1018 0.028 Uiso 1 1 calc R . .
C60 C 0.62092(16) 0.12555(11) 0.07185(12) 0.0484(5) Uani 1 1 d . . .
H60A H 0.5825 0.1287 0.1234 0.073 Uiso 1 1 calc R . .
H60B H 0.6881 0.0821 0.0831 0.073 Uiso 1 1 calc R . .
H60C H 0.5790 0.1080 0.0362 0.073 Uiso 1 1 calc R . .
C61 C 0.32529(11) 0.56342(9) -0.15230(8) 0.0222(3) Uani 1 1 d . . .
C62 C 0.35988(12) 0.54237(10) -0.22618(9) 0.0264(3) Uani 1 1 d . . .
H62 H 0.3673 0.4839 -0.2313 0.032 Uiso 1 1 calc R . .
C63 C 0.38347(12) 0.60582(10) -0.29204(9) 0.0301(3) Uani 1 1 d . . .
H63 H 0.4069 0.5909 -0.3422 0.036 Uiso 1 1 calc R . .
C64 C 0.37301(12) 0.69141(10) -0.28523(9) 0.0284(3) Uani 1 1 d . . .
C65 C 0.33645(13) 0.71336(10) -0.21292(9) 0.0297(3) Uani 1 1 d . . .
H65 H 0.3273 0.7722 -0.2084 0.036 Uiso 1 1 calc R . .
C66 C 0.31313(12) 0.64934(10) -0.14681(9) 0.0264(3) Uani 1 1 d . . .
H66 H 0.2885 0.6647 -0.0970 0.032 Uiso 1 1 calc R . .
C67 C 0.40558(18) 0.83308(13) -0.34509(13) 0.0529(5) Uani 1 1 d . . .
H67A H 0.3352 0.8657 -0.3330 0.079 Uiso 1 1 calc R . .
H67B H 0.4325 0.8659 -0.3960 0.079 Uiso 1 1 calc R . .
H67C H 0.4528 0.8257 -0.3003 0.079 Uiso 1 1 calc R . .
C68 C 0.40830(12) 0.81870(10) 0.19394(9) 0.0273(3) Uani 1 1 d . . .
C69 C 0.50229(12) 0.77211(9) 0.16834(9) 0.0249(3) Uani 1 1 d . . .
H69 H 0.5056 0.7163 0.1582 0.030 Uiso 1 1 calc R . .
C70 C 0.59196(12) 0.80517(10) 0.15718(9) 0.0271(3) Uani 1 1 d . . .
H70 H 0.6560 0.7719 0.1400 0.032 Uiso 1 1 calc R . .
C71 C 0.58798(13) 0.88656(11) 0.17112(11) 0.0361(4) Uani 1 1 d . . .
C72 C 0.49406(16) 0.93415(13) 0.19523(16) 0.0600(6) Uani 1 1 d . . .
H72 H 0.4905 0.9907 0.2038 0.072 Uiso 1 1 calc R . .
C73 C 0.40514(15) 0.90094(12) 0.20714(14) 0.0522(6) Uani 1 1 d . . .
H73 H 0.3413 0.9344 0.2245 0.063 Uiso 1 1 calc R . .
C74 C 0.76510(15) 0.88349(14) 0.12755(16) 0.0587(6) Uani 1 1 d . . .
H74A H 0.7939 0.8253 0.1632 0.088 Uiso 1 1 calc R . .
H74B H 0.8169 0.9196 0.1203 0.088 Uiso 1 1 calc R . .
H74C H 0.7488 0.8769 0.0742 0.088 Uiso 1 1 calc R . .
C75 C 0.21625(12) 0.84800(9) 0.19264(9) 0.0256(3) Uani 1 1 d . . .
C76 C 0.19109(13) 0.90944(10) 0.11872(10) 0.0322(4) Uani 1 1 d . . .
H76 H 0.2409 0.9111 0.0749 0.039 Uiso 1 1 calc R . .
C77 C 0.09414(14) 0.96819(10) 0.10842(10) 0.0335(4) Uani 1 1 d . . .
H77 H 0.0780 1.0104 0.0578 0.040 Uiso 1 1 calc R . .
C78 C 0.02050(13) 0.96581(10) 0.17144(10) 0.0299(3) Uani 1 1 d . . .
C79 C 0.04509(13) 0.90533(11) 0.24543(11) 0.0367(4) Uani 1 1 d . . .
H79 H -0.0048 0.9037 0.2892 0.044 Uiso 1 1 calc R . .
C80 C 0.14307(13) 0.84695(11) 0.25542(10) 0.0338(4) Uani 1 1 d . . .
H80 H 0.1599 0.8056 0.3065 0.041 Uiso 1 1 calc R . .
C81 C -0.14308(16) 1.03619(15) 0.22234(14) 0.0575(6) Uani 1 1 d . . .
H81A H -0.1681 0.9824 0.2454 0.086 Uiso 1 1 calc R . .
H81B H -0.2033 1.0857 0.2042 0.086 Uiso 1 1 calc R . .
H81C H -0.1048 1.0483 0.2641 0.086 Uiso 1 1 calc R . .
C90 C 0.4957(18) 1.0040(13) -0.4872(6) 0.040(2) Uani 0.50 1 d P A -1
C91 C 0.4179(3) 1.0170(3) -0.5444(3) 0.0368(9) Uani 0.50 1 d P A -1
H91 H 0.3466 1.0437 -0.5346 0.044 Uiso 0.50 1 calc PR A -1
C92 C 0.4477(3) 0.9899(3) -0.6150(2) 0.0431(9) Uani 0.50 1 d P A -1
H92 H 0.3954 0.9972 -0.6538 0.052 Uiso 0.50 1 calc PR A -1
C93 C 0.5526(8) 0.9518(6) -0.6320(5) 0.061(2) Uani 0.50 1 d P A -1
H93 H 0.5731 0.9343 -0.6814 0.073 Uiso 0.50 1 calc PR A -1
C94 C 0.6253(3) 0.9411(2) -0.5715(3) 0.0455(9) Uani 0.50 1 d P A -1
H94 H 0.6969 0.9143 -0.5803 0.055 Uiso 0.50 1 calc PR A -1
C95 C 0.5981(3) 0.9675(2) -0.4999(3) 0.0384(9) Uani 0.50 1 d P A -1
H95 H 0.6498 0.9603 -0.4607 0.046 Uiso 0.50 1 calc PR A -1
Cl1 Cl 0.4577(2) 1.04138(15) -0.39792(11) 0.0555(5) Uani 0.50 1 d P A -1


_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 C29 1.3730(17) . ?
O1 C32 1.4268(18) . ?
O2 C36 1.3690(18) . ?
O2 C39 1.426(2) . ?
O3 C43 1.3741(18) . ?
O3 C46 1.4237(19) . ?
O4 C50 1.3713(19) . ?
O4 C53 1.421(2) . ?
O5 C57 1.3753(18) . ?
O5 C60 1.418(2) . ?
O6 C64 1.3731(17) . ?
O6 C67 1.418(2) . ?
O7 C71 1.3766(19) . ?
O7 C74 1.410(2) . ?
O8 C78 1.3733(19) . ?
O8 C81 1.422(2) . ?
N1 C23 1.4029(18) . ?
N1 C26 1.4235(19) . ?
N1 C33 1.4316(18) . ?
N2 C40 1.4120(18) . ?
N2 C11 1.4194(18) . ?
N2 C47 1.4288(19) . ?
N3 C54 1.4243(18) . ?
N3 C16 1.4261(18) . ?
N3 C61 1.4281(17) . ?
N4 C68 1.4139(19) . ?
N4 C4 1.4194(18) . ?
N4 C75 1.4248(19) . ?
C1 C25 1.5231(18) . ?
C1 C2 1.5236(18) . ?
C1 C14 1.5244(18) . ?
C1 C13 1.5254(18) . ?
C2 C3 1.3786(19) . ?
C2 C7 1.3981(19) . ?
C3 C4 1.398(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(2) . ?
C5 C6 1.385(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.3939(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.4686(18) . ?
C8 C9 1.3933(19) . ?
C8 C13 1.3972(19) . ?
C9 C10 1.385(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.399(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.3981(19) . ?
C12 C13 1.3770(19) . ?
C12 H12 0.9500 . ?
C14 C15 1.3765(19) . ?
C14 C19 1.4006(19) . ?
C15 C16 1.3984(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(2) . ?
C17 C18 1.386(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.3959(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.4712(19) . ?
C20 C21 1.389(2) . ?
C20 C25 1.4022(19) . ?
C21 C22 1.387(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.406(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.400(2) . ?
C24 C25 1.3705(19) . ?
C24 H24 0.9500 . ?
C26 C31 1.385(2) . ?
C26 C27 1.391(2) . ?
C27 C28 1.381(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.380(2) . ?
C30 C31 1.388(2) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.380(2) . ?
C33 C38 1.384(2) . ?
C34 C35 1.387(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.377(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.390(2) . ?
C37 C38 1.379(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.391(2) . ?
C40 C45 1.395(2) . ?
C41 C42 1.382(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.388(2) . ?
C42 H42 0.9500 . ?
C43 C44 1.379(2) . ?
C44 C45 1.392(2) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 C48 1.382(2) . ?
C47 C52 1.384(2) . ?
C48 C49 1.385(2) . ?
C48 H48 0.9500 . ?
C49 C50 1.380(2) . ?
C49 H49 0.9500 . ?
C50 C51 1.382(2) . ?
C51 C52 1.382(2) . ?
C51 H51 0.9500 . ?
C52 H52 0.9500 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 C55 1.391(2) . ?
C54 C59 1.392(2) . ?
C55 C56 1.388(2) . ?
C55 H55 0.9500 . ?
C56 C57 1.384(2) . ?
C56 H56 0.9500 . ?
C57 C58 1.384(2) . ?
C58 C59 1.382(2) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C66 1.384(2) . ?
C61 C62 1.393(2) . ?
C62 C63 1.381(2) . ?
C62 H62 0.9500 . ?
C63 C64 1.389(2) . ?
C63 H63 0.9500 . ?
C64 C65 1.379(2) . ?
C65 C66 1.387(2) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 C69 1.381(2) . ?
C68 C73 1.392(2) . ?
C69 C70 1.387(2) . ?
C69 H69 0.9500 . ?
C70 C71 1.382(2) . ?
C70 H70 0.9500 . ?
C71 C72 1.377(3) . ?
C72 C73 1.379(2) . ?
C72 H72 0.9500 . ?
C73 H73 0.9500 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C75 C80 1.376(2) . ?
C75 C76 1.388(2) . ?
C76 C77 1.381(2) . ?
C76 H76 0.9500 . ?
C77 C78 1.383(2) . ?
C77 H77 0.9500 . ?
C78 C79 1.381(2) . ?
C79 C80 1.389(2) . ?
C79 H79 0.9500 . ?
C80 H80 0.9500 . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C90 C95 1.35(2) . ?
C90 C91 1.401(19) . ?
C90 Cl1 1.761(10) . ?
C91 C92 1.373(6) . ?
C91 H91 0.9500 . ?
C92 C93 1.404(11) . ?
C92 H92 0.9500 . ?
C93 C94 1.400(10) . ?
C93 H93 0.9500 . ?
C94 C95 1.380(6) . ?
C94 H94 0.9500 . ?
C95 H95 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C29 O1 C32 116.45(11) . . ?
C36 O2 C39 117.62(14) . . ?
C43 O3 C46 117.06(13) . . ?
C50 O4 C53 117.54(15) . . ?
C57 O5 C60 117.18(13) . . ?
C64 O6 C67 117.03(13) . . ?
C71 O7 C74 116.95(13) . . ?
C78 O8 C81 116.72(14) . . ?
C23 N1 C26 121.12(12) . . ?
C23 N1 C33 120.82(12) . . ?
C26 N1 C33 117.37(11) . . ?
C40 N2 C11 123.00(12) . . ?
C40 N2 C47 119.65(12) . . ?
C11 N2 C47 117.17(11) . . ?
C54 N3 C16 118.57(11) . . ?
C54 N3 C61 118.31(11) . . ?
C16 N3 C61 117.55(11) . . ?
C68 N4 C4 122.69(12) . . ?
C68 N4 C75 119.08(12) . . ?
C4 N4 C75 118.12(12) . . ?
C25 C1 C2 112.14(11) . . ?
C25 C1 C14 101.21(11) . . ?
C2 C1 C14 117.09(11) . . ?
C25 C1 C13 112.66(10) . . ?
C2 C1 C13 100.96(10) . . ?
C14 C1 C13 113.32(11) . . ?
C3 C2 C7 121.73(13) . . ?
C3 C2 C1 127.34(12) . . ?
C7 C2 C1 110.86(11) . . ?
C2 C3 C4 119.13(13) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 119.38(13) . . ?
C5 C4 N4 121.79(13) . . ?
C3 C4 N4 118.80(13) . . ?
C6 C5 C4 121.27(13) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C7 119.47(13) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C2 118.99(12) . . ?
C6 C7 C8 132.26(13) . . ?
C2 C7 C8 108.75(12) . . ?
C9 C8 C13 119.16(13) . . ?
C9 C8 C7 132.74(13) . . ?
C13 C8 C7 108.09(12) . . ?
C10 C9 C8 119.50(13) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C9 C10 C11 121.12(13) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C12 C11 C10 119.27(13) . . ?
C12 C11 N2 119.02(13) . . ?
C10 C11 N2 121.69(13) . . ?
C13 C12 C11 119.29(13) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C8 121.65(13) . . ?
C12 C13 C1 127.10(12) . . ?
C8 C13 C1 111.24(11) . . ?
C15 C14 C19 121.68(13) . . ?
C15 C14 C1 127.47(12) . . ?
C19 C14 C1 110.84(12) . . ?
C14 C15 C16 118.99(13) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C17 C16 C15 119.76(13) . . ?
C17 C16 N3 119.29(12) . . ?
C15 C16 N3 120.95(13) . . ?
C18 C17 C16 121.05(13) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.43(13) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C14 119.03(13) . . ?
C18 C19 C20 132.33(13) . . ?
C14 C19 C20 108.63(12) . . ?
C21 C20 C25 118.46(13) . . ?
C21 C20 C19 133.45(13) . . ?
C25 C20 C19 108.09(12) . . ?
C22 C21 C20 119.72(13) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 121.36(13) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C24 C23 N1 120.69(12) . . ?
C24 C23 C22 118.54(13) . . ?
N1 C23 C22 120.77(13) . . ?
C25 C24 C23 119.41(13) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C20 122.28(13) . . ?
C24 C25 C1 126.61(12) . . ?
C20 C25 C1 111.10(12) . . ?
C31 C26 C27 118.50(13) . . ?
C31 C26 N1 121.28(13) . . ?
C27 C26 N1 120.22(13) . . ?
C28 C27 C26 120.63(13) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C27 C28 C29 120.32(13) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
O1 C29 C30 124.17(13) . . ?
O1 C29 C28 116.31(13) . . ?
C30 C29 C28 119.51(13) . . ?
C29 C30 C31 119.82(13) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C26 C31 C30 121.18(13) . . ?
C26 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
O1 C32 H32A 109.5 . . ?
O1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C38 119.12(14) . . ?
C34 C33 N1 119.98(13) . . ?
C38 C33 N1 120.84(13) . . ?
C33 C34 C35 121.00(15) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C34 119.34(15) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
O2 C36 C35 124.45(15) . . ?
O2 C36 C37 115.31(14) . . ?
C35 C36 C37 120.24(14) . . ?
C38 C37 C36 119.78(15) . . ?
C38 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C37 C38 C33 120.50(15) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
O2 C39 H39A 109.5 . . ?
O2 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O2 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C45 117.92(13) . . ?
C41 C40 N2 121.90(13) . . ?
C45 C40 N2 120.16(13) . . ?
C42 C41 C40 120.69(14) . . ?
C42 C41 H41 119.7 . . ?
C40 C41 H41 119.7 . . ?
C41 C42 C43 121.02(15) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 H42 119.5 . . ?
O3 C43 C44 125.21(14) . . ?
O3 C43 C42 115.83(14) . . ?
C44 C43 C42 118.96(14) . . ?
C43 C44 C45 120.10(14) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 C40 121.24(14) . . ?
C44 C45 H45 119.4 . . ?
C40 C45 H45 119.4 . . ?
O3 C46 H46A 109.5 . . ?
O3 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
O3 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C48 C47 C52 118.66(14) . . ?
C48 C47 N2 121.25(14) . . ?
C52 C47 N2 120.07(14) . . ?
C47 C48 C49 121.23(15) . . ?
C47 C48 H48 119.4 . . ?
C49 C48 H48 119.4 . . ?
C50 C49 C48 119.54(15) . . ?
C50 C49 H49 120.2 . . ?
C48 C49 H49 120.2 . . ?
O4 C50 C49 124.89(15) . . ?
O4 C50 C51 115.39(15) . . ?
C49 C50 C51 119.72(15) . . ?
C52 C51 C50 120.35(16) . . ?
C52 C51 H51 119.8 . . ?
C50 C51 H51 119.8 . . ?
C51 C52 C47 120.49(16) . . ?
C51 C52 H52 119.8 . . ?
C47 C52 H52 119.8 . . ?
O4 C53 H53A 109.5 . . ?
O4 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
O4 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C55 C54 C59 118.21(13) . . ?
C55 C54 N3 119.89(13) . . ?
C59 C54 N3 121.90(12) . . ?
C56 C55 C54 121.33(14) . . ?
C56 C55 H55 119.3 . . ?
C54 C55 H55 119.3 . . ?
C57 C56 C55 119.77(14) . . ?
C57 C56 H56 120.1 . . ?
C55 C56 H56 120.1 . . ?
O5 C57 C58 115.61(14) . . ?
O5 C57 C56 125.08(14) . . ?
C58 C57 C56 119.31(14) . . ?
C59 C58 C57 120.86(14) . . ?
C59 C58 H58 119.6 . . ?
C57 C58 H58 119.6 . . ?
C58 C59 C54 120.50(13) . . ?
C58 C59 H59 119.7 . . ?
C54 C59 H59 119.7 . . ?
O5 C60 H60A 109.5 . . ?
O5 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
O5 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C66 C61 C62 118.72(13) . . ?
C66 C61 N3 121.09(13) . . ?
C62 C61 N3 120.17(13) . . ?
C63 C62 C61 120.47(14) . . ?
C63 C62 H62 119.8 . . ?
C61 C62 H62 119.8 . . ?
C62 C63 C64 120.24(14) . . ?
C62 C63 H63 119.9 . . ?
C64 C63 H63 119.9 . . ?
O6 C64 C65 124.56(14) . . ?
O6 C64 C63 115.75(14) . . ?
C65 C64 C63 119.69(13) . . ?
C64 C65 C66 119.86(14) . . ?
C64 C65 H65 120.1 . . ?
C66 C65 H65 120.1 . . ?
C61 C66 C65 120.99(14) . . ?
C61 C66 H66 119.5 . . ?
C65 C66 H66 119.5 . . ?
O6 C67 H67A 109.5 . . ?
O6 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
O6 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C69 C68 C73 118.20(14) . . ?
C69 C68 N4 121.94(13) . . ?
C73 C68 N4 119.82(14) . . ?
C68 C69 C70 121.30(14) . . ?
C68 C69 H69 119.3 . . ?
C70 C69 H69 119.3 . . ?
C71 C70 C69 119.93(15) . . ?
C71 C70 H70 120.0 . . ?
C69 C70 H70 120.0 . . ?
O7 C71 C72 116.17(15) . . ?
O7 C71 C70 124.71(15) . . ?
C72 C71 C70 119.12(15) . . ?
C71 C72 C73 120.97(16) . . ?
C71 C72 H72 119.5 . . ?
C73 C72 H72 119.5 . . ?
C72 C73 C68 120.46(17) . . ?
C72 C73 H73 119.8 . . ?
C68 C73 H73 119.8 . . ?
O7 C74 H74A 109.5 . . ?
O7 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
O7 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C80 C75 C76 118.83(15) . . ?
C80 C75 N4 120.09(14) . . ?
C76 C75 N4 121.08(14) . . ?
C77 C76 C75 120.47(15) . . ?
C77 C76 H76 119.8 . . ?
C75 C76 H76 119.8 . . ?
C76 C77 C78 120.31(15) . . ?
C76 C77 H77 119.8 . . ?
C78 C77 H77 119.8 . . ?
O8 C78 C79 124.24(15) . . ?
O8 C78 C77 116.11(14) . . ?
C79 C78 C77 119.64(15) . . ?
C78 C79 C80 119.63(15) . . ?
C78 C79 H79 120.2 . . ?
C80 C79 H79 120.2 . . ?
C75 C80 C79 121.10(15) . . ?
C75 C80 H80 119.4 . . ?
C79 C80 H80 119.4 . . ?
O8 C81 H81A 109.5 . . ?
O8 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
O8 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C95 C90 C91 122.5(7) . . ?
C95 C90 Cl1 119.7(11) . . ?
C91 C90 Cl1 117.8(13) . . ?
C92 C91 C90 118.0(7) . . ?
C92 C91 H91 121.0 . . ?
C90 C91 H91 121.0 . . ?
C91 C92 C93 122.3(5) . . ?
C91 C92 H92 118.8 . . ?
C93 C92 H92 118.8 . . ?
C94 C93 C92 116.0(5) . . ?
C94 C93 H93 122.0 . . ?
C92 C93 H93 122.0 . . ?
C95 C94 C93 123.2(5) . . ?
C95 C94 H94 118.4 . . ?
C93 C94 H94 118.4 . . ?
C90 C95 C94 118.0(6) . . ?
C90 C95 H95 121.0 . . ?
C94 C95 H95 121.0 . . ?

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
C25 C1 C2 C3 -59.67(17) . . . . ?
C14 C1 C2 C3 56.67(19) . . . . ?
C13 C1 C2 C3 -179.83(13) . . . . ?
C25 C1 C2 C7 117.37(12) . . . . ?
C14 C1 C2 C7 -126.29(13) . . . . ?
C13 C1 C2 C7 -2.79(14) . . . . ?
C7 C2 C3 C4 1.3(2) . . . . ?
C1 C2 C3 C4 178.04(13) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C2 C3 C4 N4 -178.18(13) . . . . ?
C68 N4 C4 C5 38.0(2) . . . . ?
C75 N4 C4 C5 -138.34(15) . . . . ?
C68 N4 C4 C3 -144.16(14) . . . . ?
C75 N4 C4 C3 39.52(19) . . . . ?
C3 C4 C5 C6 -1.1(2) . . . . ?
N4 C4 C5 C6 176.77(13) . . . . ?
C4 C5 C6 C7 1.4(2) . . . . ?
C5 C6 C7 C2 -0.4(2) . . . . ?
C5 C6 C7 C8 -179.87(14) . . . . ?
C3 C2 C7 C6 -1.0(2) . . . . ?
C1 C2 C7 C6 -178.20(12) . . . . ?
C3 C2 C7 C8 178.63(12) . . . . ?
C1 C2 C7 C8 1.40(15) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C2 C7 C8 C9 179.49(15) . . . . ?
C6 C7 C8 C13 -179.68(14) . . . . ?
C2 C7 C8 C13 0.80(15) . . . . ?
C13 C8 C9 C10 0.0(2) . . . . ?
C7 C8 C9 C10 -178.57(14) . . . . ?
C8 C9 C10 C11 0.2(2) . . . . ?
C9 C10 C11 C12 0.3(2) . . . . ?
C9 C10 C11 N2 178.87(14) . . . . ?
C40 N2 C11 C12 -140.76(15) . . . . ?
C47 N2 C11 C12 34.4(2) . . . . ?
C40 N2 C11 C10 40.6(2) . . . . ?
C47 N2 C11 C10 -144.24(15) . . . . ?
C10 C11 C12 C13 -0.9(2) . . . . ?
N2 C11 C12 C13 -179.52(13) . . . . ?
C11 C12 C13 C8 1.1(2) . . . . ?
C11 C12 C13 C1 -177.80(13) . . . . ?
C9 C8 C13 C12 -0.6(2) . . . . ?
C7 C8 C13 C12 178.27(12) . . . . ?
C9 C8 C13 C1 178.41(12) . . . . ?
C7 C8 C13 C1 -2.69(15) . . . . ?
C25 C1 C13 C12 62.50(17) . . . . ?
C2 C1 C13 C12 -177.72(13) . . . . ?
C14 C1 C13 C12 -51.66(18) . . . . ?
C25 C1 C13 C8 -116.47(13) . . . . ?
C2 C1 C13 C8 3.32(14) . . . . ?
C14 C1 C13 C8 129.37(12) . . . . ?
C25 C1 C14 C15 180.00(13) . . . . ?
C2 C1 C14 C15 57.80(18) . . . . ?
C13 C1 C14 C15 -59.13(17) . . . . ?
C25 C1 C14 C19 -1.30(13) . . . . ?
C2 C1 C14 C19 -123.50(13) . . . . ?
C13 C1 C14 C19 119.57(12) . . . . ?
C19 C14 C15 C16 1.90(19) . . . . ?
C1 C14 C15 C16 -179.52(12) . . . . ?
C14 C15 C16 C17 0.51(19) . . . . ?
C14 C15 C16 N3 179.58(12) . . . . ?
C54 N3 C16 C17 -149.01(13) . . . . ?
C61 N3 C16 C17 57.74(17) . . . . ?
C54 N3 C16 C15 31.92(18) . . . . ?
C61 N3 C16 C15 -121.33(14) . . . . ?
C15 C16 C17 C18 -1.7(2) . . . . ?
N3 C16 C17 C18 179.21(12) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
C17 C18 C19 C14 1.87(19) . . . . ?
C17 C18 C19 C20 -179.42(13) . . . . ?
C15 C14 C19 C18 -3.11(19) . . . . ?
C1 C14 C19 C18 178.10(11) . . . . ?
C15 C14 C19 C20 177.90(12) . . . . ?
C1 C14 C19 C20 -0.89(15) . . . . ?
C18 C19 C20 C21 4.1(3) . . . . ?
C14 C19 C20 C21 -177.06(14) . . . . ?
C18 C19 C20 C25 -175.86(14) . . . . ?
C14 C19 C20 C25 2.95(15) . . . . ?
C25 C20 C21 C22 3.3(2) . . . . ?
C19 C20 C21 C22 -176.72(14) . . . . ?
C20 C21 C22 C23 1.1(2) . . . . ?
C26 N1 C23 C24 16.5(2) . . . . ?
C33 N1 C23 C24 -153.83(13) . . . . ?
C26 N1 C23 C22 -163.11(13) . . . . ?
C33 N1 C23 C22 26.6(2) . . . . ?
C21 C22 C23 C24 -4.1(2) . . . . ?
C21 C22 C23 N1 175.45(13) . . . . ?
N1 C23 C24 C25 -176.86(12) . . . . ?
C22 C23 C24 C25 2.74(19) . . . . ?
C23 C24 C25 C20 1.7(2) . . . . ?
C23 C24 C25 C1 -179.33(12) . . . . ?
C21 C20 C25 C24 -4.7(2) . . . . ?
C19 C20 C25 C24 175.27(12) . . . . ?
C21 C20 C25 C1 176.13(12) . . . . ?
C19 C20 C25 C1 -3.88(14) . . . . ?
C2 C1 C25 C24 -50.34(17) . . . . ?
C14 C1 C25 C24 -175.92(13) . . . . ?
C13 C1 C25 C24 62.75(17) . . . . ?
C2 C1 C25 C20 128.76(12) . . . . ?
C14 C1 C25 C20 3.18(13) . . . . ?
C13 C1 C25 C20 -118.15(12) . . . . ?
C23 N1 C26 C31 -131.76(15) . . . . ?
C33 N1 C26 C31 38.9(2) . . . . ?
C23 N1 C26 C27 48.4(2) . . . . ?
C33 N1 C26 C27 -141.01(14) . . . . ?
C31 C26 C27 C28 2.2(2) . . . . ?
N1 C26 C27 C28 -177.91(14) . . . . ?
C26 C27 C28 C29 -1.5(2) . . . . ?
C32 O1 C29 C30 -7.9(2) . . . . ?
C32 O1 C29 C28 171.58(13) . . . . ?
C27 C28 C29 O1 -179.85(14) . . . . ?
C27 C28 C29 C30 -0.3(2) . . . . ?
O1 C29 C30 C31 -179.13(13) . . . . ?
C28 C29 C30 C31 1.4(2) . . . . ?
C27 C26 C31 C30 -1.1(2) . . . . ?
N1 C26 C31 C30 178.98(13) . . . . ?
C29 C30 C31 C26 -0.7(2) . . . . ?
C23 N1 C33 C34 -111.27(16) . . . . ?
C26 N1 C33 C34 78.08(18) . . . . ?
C23 N1 C33 C38 71.46(18) . . . . ?
C26 N1 C33 C38 -99.19(17) . . . . ?
C38 C33 C34 C35 1.2(2) . . . . ?
N1 C33 C34 C35 -176.15(14) . . . . ?
C33 C34 C35 C36 0.2(2) . . . . ?
C39 O2 C36 C35 8.6(2) . . . . ?
C39 O2 C36 C37 -172.18(14) . . . . ?
C34 C35 C36 O2 177.75(14) . . . . ?
C34 C35 C36 C37 -1.5(2) . . . . ?
O2 C36 C37 C38 -178.01(14) . . . . ?
C35 C36 C37 C38 1.3(2) . . . . ?
C36 C37 C38 C33 0.2(2) . . . . ?
C34 C33 C38 C37 -1.4(2) . . . . ?
N1 C33 C38 C37 175.93(14) . . . . ?
C11 N2 C40 C41 25.0(2) . . . . ?
C47 N2 C40 C41 -149.96(15) . . . . ?
C11 N2 C40 C45 -156.45(15) . . . . ?
C47 N2 C40 C45 28.5(2) . . . . ?
C45 C40 C41 C42 2.0(2) . . . . ?
N2 C40 C41 C42 -179.50(15) . . . . ?
C40 C41 C42 C43 -0.1(2) . . . . ?
C46 O3 C43 C44 0.3(2) . . . . ?
C46 O3 C43 C42 -179.10(15) . . . . ?
C41 C42 C43 O3 177.21(15) . . . . ?
C41 C42 C43 C44 -2.3(2) . . . . ?
O3 C43 C44 C45 -176.69(15) . . . . ?
C42 C43 C44 C45 2.7(2) . . . . ?
C43 C44 C45 C40 -0.9(2) . . . . ?
C41 C40 C45 C44 -1.5(2) . . . . ?
N2 C40 C45 C44 179.95(14) . . . . ?
C40 N2 C47 C48 58.0(2) . . . . ?
C11 N2 C47 C48 -117.33(16) . . . . ?
C40 N2 C47 C52 -123.74(16) . . . . ?
C11 N2 C47 C52 60.96(19) . . . . ?
C52 C47 C48 C49 -0.6(2) . . . . ?
N2 C47 C48 C49 177.71(14) . . . . ?
C47 C48 C49 C50 0.2(2) . . . . ?
C53 O4 C50 C49 4.4(2) . . . . ?
C53 O4 C50 C51 -175.55(15) . . . . ?
C48 C49 C50 O4 -179.78(15) . . . . ?
C48 C49 C50 C51 0.2(2) . . . . ?
O4 C50 C51 C52 179.92(15) . . . . ?
C49 C50 C51 C52 0.0(3) . . . . ?
C50 C51 C52 C47 -0.4(3) . . . . ?
C48 C47 C52 C51 0.7(2) . . . . ?
N2 C47 C52 C51 -177.60(14) . . . . ?
C16 N3 C54 C55 48.05(18) . . . . ?
C61 N3 C54 C55 -158.90(13) . . . . ?
C16 N3 C54 C59 -131.74(14) . . . . ?
C61 N3 C54 C59 21.31(19) . . . . ?
C59 C54 C55 C56 0.4(2) . . . . ?
N3 C54 C55 C56 -179.40(13) . . . . ?
C54 C55 C56 C57 -1.1(2) . . . . ?
C60 O5 C57 C58 -172.01(15) . . . . ?
C60 O5 C57 C56 7.8(2) . . . . ?
C55 C56 C57 O5 -178.75(14) . . . . ?
C55 C56 C57 C58 1.1(2) . . . . ?
O5 C57 C58 C59 179.52(13) . . . . ?
C56 C57 C58 C59 -0.3(2) . . . . ?
C57 C58 C59 C54 -0.4(2) . . . . ?
C55 C54 C59 C58 0.4(2) . . . . ?
N3 C54 C59 C58 -179.83(13) . . . . ?
C54 N3 C61 C66 -118.85(15) . . . . ?
C16 N3 C61 C66 34.46(19) . . . . ?
C54 N3 C61 C62 59.36(18) . . . . ?
C16 N3 C61 C62 -147.32(14) . . . . ?
C66 C61 C62 C63 1.2(2) . . . . ?
N3 C61 C62 C63 -177.01(14) . . . . ?
C61 C62 C63 C64 0.1(2) . . . . ?
C67 O6 C64 C65 9.8(2) . . . . ?
C67 O6 C64 C63 -170.76(16) . . . . ?
C62 C63 C64 O6 178.92(14) . . . . ?
C62 C63 C64 C65 -1.6(2) . . . . ?
O6 C64 C65 C66 -178.78(14) . . . . ?
C63 C64 C65 C66 1.8(2) . . . . ?
C62 C61 C66 C65 -1.1(2) . . . . ?
N3 C61 C66 C65 177.18(14) . . . . ?
C64 C65 C66 C61 -0.4(2) . . . . ?
C4 N4 C68 C69 32.8(2) . . . . ?
C75 N4 C68 C69 -150.89(15) . . . . ?
C4 N4 C68 C73 -149.55(17) . . . . ?
C75 N4 C68 C73 26.7(2) . . . . ?
C73 C68 C69 C70 1.0(2) . . . . ?
N4 C68 C69 C70 178.70(14) . . . . ?
C68 C69 C70 C71 -0.5(2) . . . . ?
C74 O7 C71 C72 -171.0(2) . . . . ?
C74 O7 C71 C70 9.6(3) . . . . ?
C69 C70 C71 O7 178.71(16) . . . . ?
C69 C70 C71 C72 -0.7(3) . . . . ?
O7 C71 C72 C73 -178.1(2) . . . . ?
C70 C71 C72 C73 1.3(3) . . . . ?
C71 C72 C73 C68 -0.8(4) . . . . ?
C69 C68 C73 C72 -0.4(3) . . . . ?
N4 C68 C73 C72 -178.1(2) . . . . ?
C68 N4 C75 C80 -120.86(16) . . . . ?
C4 N4 C75 C80 55.6(2) . . . . ?
C68 N4 C75 C76 59.2(2) . . . . ?
C4 N4 C75 C76 -124.30(15) . . . . ?
C80 C75 C76 C77 -0.2(2) . . . . ?
N4 C75 C76 C77 179.66(14) . . . . ?
C75 C76 C77 C78 -0.7(2) . . . . ?
C81 O8 C78 C79 13.9(2) . . . . ?
C81 O8 C78 C77 -167.22(16) . . . . ?
C76 C77 C78 O8 -177.76(14) . . . . ?
C76 C77 C78 C79 1.2(2) . . . . ?
O8 C78 C79 C80 178.16(15) . . . . ?
C77 C78 C79 C80 -0.7(2) . . . . ?
C76 C75 C80 C79 0.7(2) . . . . ?
N4 C75 C80 C79 -179.16(15) . . . . ?
C78 C79 C80 C75 -0.3(3) . . . . ?
C95 C90 C91 C92 1.2(19) . . . . ?
Cl1 C90 C91 C92 178.4(7) . . . . ?
C90 C91 C92 C93 -1.3(11) . . . . ?
C91 C92 C93 C94 1.4(10) . . . . ?
C92 C93 C94 C95 -1.4(10) . . . . ?
C91 C90 C95 C94 -1.2(19) . . . . ?
Cl1 C90 C95 C94 -178.4(8) . . . . ?
C93 C94 C95 C90 1.3(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.902
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.040


loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chlorobenzene'
_chemical_properties_physical    'Air-sensitive, Photo-sensitive'
_exptl_crystal_preparation       Luminescent
