# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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#
data_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H26 N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         534.58
_chemical_absolute_configuration syn

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.8103(7)
_cell_length_b                   17.0401(15)
_cell_length_c                   20.5041(16)
_cell_angle_alpha                90
_cell_angle_beta                 97.144(2)
_cell_angle_gamma                90
_cell_volume                     2707.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_cell_measurement_temperature    93.(2)

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112

_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      93.(2)

_diffrn_source                   'sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'bruker d8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            17382
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         25.12
_diffrn_reflns_theta_full        25.12
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             8726
_reflns_number_gt                7057
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.0988
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.149
_refine_ls_number_reflns         8726
_refine_ls_number_parameters     761
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 2690 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.1(8)

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'

_computing_data_collection       'Bruker SMART APEXII'
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XSHELL V6.3.1 (Bruker AXS)'
_computing_publication_material  'General Report (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C20 0.4703(5) 0.7952(2) 0.14761(16) 0.0219(8) Uani d . . . 1 . .
C C14 0.4996(4) 0.8808(2) 0.24281(17) 0.0217(8) Uani d . . . 1 . .
H H14 0.4733 0.929 0.2626 0.026 Uiso calc U . R 1 . .
C C21 0.5677(4) 0.7374(2) 0.18604(16) 0.0210(8) Uani d . . . 1 . .
C C13 0.5989(5) 0.82661(19) 0.28060(17) 0.0195(8) Uani d . . . 1 . .
C C12 0.9533(4) 0.7500(2) 0.47998(17) 0.0205(8) Uani d . . . 1 . .
C C64 0.7900(5) 0.0929(2) 0.21223(16) 0.0205(8) Uani d . . . 1 . .
C C22 0.6325(4) 0.7529(2) 0.25092(17) 0.0215(8) Uani d . . . 1 . .
C C54 0.5041(5) 0.0997(2) 0.28930(17) 0.0259(9) Uani d . . . 1 . .
H H54 0.5445 0.0512 0.2742 0.031 Uiso calc U . R 1 . .
C C15 0.4355(5) 0.86834(19) 0.17667(17) 0.0218(8) Uani d . . . 1 . .
C C56 0.7273(4) 0.1705(2) 0.23522(16) 0.0208(8) Uani d . . . 1 . .
C C10 0.6703(5) 0.8464(2) 0.34922(17) 0.0204(8) Uani d . . . 1 . .
C C62 0.9414(4) -0.0325(2) 0.23669(16) 0.0197(8) Uani d . . . 1 . .
C C70 1.2347(5) -0.1814(2) 0.37485(17) 0.0244(9) Uani d . . . 1 . .
C C7 0.8049(5) 0.8774(2) 0.47752(17) 0.0221(8) Uani d . . . 1 . .
C C32 0.6167(5) 0.6622(2) 0.15532(16) 0.0224(8) Uani d . . . 1 . .
C C47 0.7989(5) 0.2417(2) 0.22011(16) 0.0240(8) Uani d . . . 1 . .
C C78 1.1905(4) -0.1036(2) 0.38861(17) 0.0218(8) Uani d . . . 1 . .
C C28 0.8077(5) 0.5958(2) 0.08445(17) 0.0277(9) Uani d . . . 1 . .
C C30 0.6095(5) 0.5209(2) 0.14147(18) 0.0297(9) Uani d . . . 1 . .
H H30 0.563 0.4715 0.1518 0.036 Uiso calc U . R 1 . .
C C9 0.6326(5) 0.9182(2) 0.37861(17) 0.0236(8) Uani d . . . 1 . .
H H9 0.5616 0.9561 0.3544 0.028 Uiso calc U . R 1 . .
C C11 0.8416(4) 0.8076(2) 0.44551(16) 0.0209(8) Uani d . . . 1 . .
C C61 0.9057(5) -0.0526(2) 0.17166(17) 0.0228(8) Uani d . . . 1 . .
H H61 0.9487 -0.101 0.1574 0.027 Uiso calc U . R 1 . .
C C50 0.5169(5) 0.2410(2) 0.29509(17) 0.0251(8) Uani d . . . 1 . .
C C16 0.3436(5) 0.9274(2) 0.13861(18) 0.0259(9) Uani d . . . 1 . .
H H16 0.3189 0.9758 0.1586 0.031 Uiso calc U . R 1 . .
C C63 0.8839(5) 0.0428(2) 0.25638(17) 0.0205(8) Uani d . . . 1 . .
C C65 0.7459(5) 0.0688(2) 0.14565(17) 0.0213(8) Uani d . . . 1 . .
C C67 1.0389(4) -0.08703(19) 0.28400(17) 0.0203(8) Uani d . . . 1 . .
C C55 0.5852(4) 0.1700(2) 0.27303(16) 0.0217(8) Uani d . . . 1 . .
C C60 0.8079(5) -0.0046(2) 0.12505(16) 0.0225(8) Uani d . . . 1 . .
C C19 0.4090(5) 0.7851(2) 0.08035(17) 0.0271(9) Uani d . . . 1 . .
H H19 0.4271 0.7364 0.0597 0.033 Uiso calc U . R 1 . .
C C4 1.0170(5) 0.7638(2) 0.54679(17) 0.0246(9) Uani d . . . 1 . .
C C48 0.7284(5) 0.3125(2) 0.24344(18) 0.0290(9) Uani d . . . 1 . .
H H48 0.7785 0.3613 0.2339 0.035 Uiso calc U . R 1 . .
C C77 1.2521(5) -0.0690(2) 0.45127(17) 0.0250(9) Uani d . . . 1 . .
C C27 0.7477(5) 0.6656(2) 0.11260(16) 0.0241(8) Uani d . . . 1 . .
C C29 0.7357(5) 0.5237(2) 0.10116(18) 0.0299(9) Uani d . . . 1 . .
H H29 0.7759 0.4762 0.084 0.036 Uiso calc U . R 1 . .
C C53 0.3711(5) 0.0993(2) 0.32561(19) 0.0323(9) Uani d . . . 1 . .
H H53 0.3204 0.0508 0.3357 0.039 Uiso calc U . R 1 . .
C C5 0.9736(5) 0.8348(2) 0.57785(18) 0.0260(9) Uani d . . . 1 . .
H H5 1.0158 0.8433 0.6228 0.031 Uiso calc U . R 1 . .
C C26 0.8256(5) 0.7375(2) 0.09706(17) 0.0281(9) Uani d . . . 1 . .
H H26 0.7914 0.7847 0.1164 0.034 Uiso calc U . R 1 . .
C C25 0.9345(5) 0.6013(2) 0.04139(19) 0.0337(10) Uani d . . . 1 . .
H H25 0.9735 0.5548 0.0224 0.04 Uiso calc U . R 1 . .
C C18 0.3239(5) 0.8443(2) 0.04429(18) 0.0288(9) Uani d . . . 1 . .
H H18 0.2876 0.8364 -0.0012 0.035 Uiso calc U . R 1 . .
C C72 1.3945(5) -0.1948(2) 0.48332(18) 0.0306(9) Uani d . . . 1 . .
H H72 1.4619 -0.2259 0.5154 0.037 Uiso calc U . R 1 . .
C C57 0.6012(5) 0.0888(2) 0.03521(17) 0.0290(9) Uani d . . . 1 . .
H H57 0.5284 0.1197 0.0048 0.035 Uiso calc U . R 1 . .
C C31 0.5460(5) 0.5907(2) 0.16841(16) 0.0256(9) Uani d . . . 1 . .
C C58 0.6659(5) 0.0169(2) 0.01466(19) 0.0300(9) Uani d . . . 1 . .
H H58 0.6393 0.0002 -0.0296 0.036 Uiso calc U . R 1 . .
C C24 1.0022(5) 0.6712(3) 0.0263(2) 0.0376(10) Uani d . . . 1 . .
H H24 1.0856 0.6733 -0.0037 0.045 Uiso calc U . R 1 . .
C C8 0.6993(5) 0.9325(2) 0.44207(17) 0.0262(9) Uani d . . . 1 . .
H H8 0.6736 0.9805 0.4623 0.031 Uiso calc U . R 1 . .
C C23 0.9492(5) 0.7406(3) 0.05486(19) 0.0356(10) Uani d . . . 1 . .
H H23 0.9986 0.7895 0.0451 0.043 Uiso calc U . R 1 . .
C C71 1.3402(5) -0.2257(2) 0.42413(19) 0.0303(9) Uani d . . . 1 . .
H H71 1.3722 -0.2778 0.4146 0.036 Uiso calc U . R 1 . .
C C2 1.1649(5) 0.6410(2) 0.54681(18) 0.0300(9) Uani d . . . 1 . .
H H2 1.2382 0.6018 0.5681 0.036 Uiso calc U . R 1 . .
C C6 0.8748(5) 0.8895(2) 0.54517(17) 0.0268(9) Uani d . . . 1 . .
H H6 0.8504 0.9368 0.5667 0.032 Uiso calc U . R 1 . .
C C41 1.2245(5) 0.2828(2) 0.11141(18) 0.0336(10) Uani d . . . 1 . .
C C51 0.3774(5) 0.2390(2) 0.33291(18) 0.0305(9) Uani d . . . 1 . .
H H51 0.3324 0.2868 0.3475 0.037 Uiso calc U . R 1 . .
C C66 0.6419(5) 0.1145(2) 0.09832(17) 0.0262(9) Uani d . . . 1 . .
H H66 0.5997 0.1639 0.1107 0.031 Uiso calc U . R 1 . .
C C3 1.1231(5) 0.7063(2) 0.57988(18) 0.0280(9) Uani d . . . 1 . .
H H3 1.1656 0.7128 0.625 0.034 Uiso calc U . R 1 . .
C C33 0.3991(5) 0.5811(2) 0.20803(17) 0.0256(9) Uani d . . . 1 . .
C C68 1.0735(5) -0.1656(2) 0.26796(18) 0.0250(9) Uani d . . . 1 . .
H H68 1.03 -0.1863 0.2262 0.03 Uiso calc U . R 1 . .
C C69 1.1704(5) -0.2117(2) 0.31325(18) 0.0274(9) Uani d . . . 1 . .
H H69 1.1941 -0.2645 0.3028 0.033 Uiso calc U . R 1 . .
C C52 0.3068(5) 0.1696(2) 0.34860(19) 0.0336(10) Uani d . . . 1 . .
H H52 0.2149 0.1687 0.3749 0.04 Uiso calc U . R 1 . .
C C1 1.0970(5) 0.6331(2) 0.48071(18) 0.0286(9) Uani d . . . 1 . .
H H1 1.128 0.5876 0.4581 0.034 Uiso calc U . R 1 . .
C C59 0.7666(5) -0.0285(2) 0.05859(17) 0.0282(9) Uani d . . . 1 . .
H H59 0.8101 -0.0769 0.0446 0.034 Uiso calc U . R 1 . .
C C34 0.4058(5) 0.5236(2) 0.25605(19) 0.0330(10) Uani d . . . 1 . .
H H34 0.5087 0.4941 0.2666 0.04 Uiso calc U . R 1 . .
C C46 0.9426(5) 0.2522(2) 0.18069(18) 0.0283(9) Uani d . . . 1 . .
C C74 1.4127(5) -0.0798(3) 0.55884(19) 0.0370(11) Uani d . . . 1 . .
H H74 1.4787 -0.1093 0.5924 0.044 Uiso calc U . R 1 . .
C C38 0.1063(5) 0.6084(2) 0.22804(17) 0.0290(9) Uani d . . . 1 . .
H H38 0.004 0.6385 0.2181 0.035 Uiso calc U . R 1 . .
C C73 1.3520(5) -0.1156(2) 0.49883(18) 0.0282(9) Uani d . . . 1 . .
C C35 0.2649(5) 0.5086(2) 0.28898(19) 0.0364(10) Uani d . . . 1 . .
H H35 0.2735 0.469 0.3218 0.044 Uiso calc U . R 1 . .
C C17 0.2899(5) 0.9156(2) 0.07313(18) 0.0300(9) Uani d . . . 1 . .
H H17 0.2298 0.9558 0.0476 0.036 Uiso calc U . R 1 . .
C C36 0.1120(5) 0.5497(2) 0.27544(18) 0.0283(9) Uani d . . . 1 . .
C C76 1.2797(5) 0.0392(3) 0.5183(2) 0.0388(11) Uani d . . . 1 . .
H H76 1.2575 0.0932 0.5253 0.047 Uiso calc U . R 1 . .
C C37 -0.0439(5) 0.5327(2) 0.30958(19) 0.0349(10) Uani d . . . 1 . .
H H37A -0.0352 0.4794 0.3277 0.052 Uiso calc U . R 1 . .
H H37B -0.1484 0.537 0.278 0.052 Uiso calc U . R 1 . .
H H37C -0.0494 0.5705 0.3453 0.052 Uiso calc U . R 1 . .
C C44 1.2260(5) 0.2189(2) 0.1518(2) 0.0355(10) Uani d . . . 1 . .
H H44 1.3223 0.1845 0.1561 0.043 Uiso calc U . R 1 . .
C C75 1.3773(5) -0.0029(3) 0.56913(19) 0.0400(11) Uani d . . . 1 . .
H H75 1.4174 0.0218 0.6097 0.048 Uiso calc U . R 1 . .
C C49 0.5928(5) 0.3122(2) 0.27864(18) 0.0316(10) Uani d . . . 1 . .
H H49 0.5484 0.3605 0.2924 0.038 Uiso calc U . R 1 . .
C C43 0.9428(6) 0.3158(2) 0.13765(19) 0.0375(10) Uani d . . . 1 . .
H H43 0.8455 0.3496 0.1316 0.045 Uiso calc U . R 1 . .
C C40 1.3789(6) 0.3012(3) 0.0759(2) 0.0468(12) Uani d . . . 1 . .
H H40A 1.4828 0.3049 0.1079 0.07 Uiso calc U . R 1 . .
H H40B 1.36 0.3513 0.0526 0.07 Uiso calc U . R 1 . .
H H40C 1.3936 0.2594 0.0442 0.07 Uiso calc U . R 1 . .
C C42 1.0823(6) 0.3304(3) 0.1035(2) 0.0412(11) Uani d . . . 1 . .
H H42 1.079 0.3739 0.0745 0.049 Uiso calc U . R 1 . .
C C39 0.2476(5) 0.6239(2) 0.19480(18) 0.0287(9) Uani d . . . 1 . .
H H39 0.2402 0.6643 0.1626 0.034 Uiso calc U . R 1 . .
C C45 1.0877(5) 0.2038(2) 0.18689(19) 0.0319(10) Uani d . . . 1 . .
H H45 1.0923 0.1597 0.2155 0.038 Uiso calc U . R 1 . .
O O2 0.7300(3) 0.69727(13) 0.28437(11) 0.0263(6) Uani d . . . 1 . .
H H2A 0.7585 0.7123 0.3232 0.04 Uiso calc U . R 1 . .
O O1 0.9193(3) 0.06866(13) 0.31927(11) 0.0245(6) Uani d . . . 1 . .
H H1A 0.9754 0.0342 0.3421 0.037 Uiso calc U . R 1 . .
N N1 1.0945(4) -0.05801(17) 0.34334(13) 0.0221(7) Uani d . . . 1 . .
N N3 0.7731(4) 0.79287(17) 0.38191(13) 0.0211(7) Uani d . . . 1 . .
N N4 0.9932(4) 0.68409(17) 0.44740(14) 0.0249(7) Uani d . . . 1 . .
N N2 1.2170(4) 0.00767(19) 0.46113(15) 0.0311(8) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C20 C19 . 1.413(5) ?
C20 C21 . 1.421(5) ?
C20 C15 . 1.422(5) ?
C14 C13 . 1.380(5) ?
C14 C15 . 1.402(5) ?
C14 H14 . 0.95 ?
C21 C22 . 1.389(5) ?
C21 C32 . 1.498(5) ?
C13 C22 . 1.434(5) ?
C13 C10 . 1.486(5) ?
C12 N4 . 1.362(4) ?
C12 C4 . 1.418(5) ?
C12 C11 . 1.439(5) ?
C64 C63 . 1.386(5) ?
C64 C65 . 1.426(5) ?
C64 C56 . 1.507(5) ?
C22 O2 . 1.349(4) ?
C54 C53 . 1.352(5) ?
C54 C55 . 1.415(5) ?
C54 H54 . 0.95 ?
C15 C16 . 1.414(5) ?
C56 C47 . 1.387(5) ?
C56 C55 . 1.431(5) ?
C10 N3 . 1.338(4) ?
C10 C9 . 1.411(5) ?
C62 C61 . 1.371(5) ?
C62 C63 . 1.434(5) ?
C62 C67 . 1.484(5) ?
C70 C69 . 1.398(5) ?
C70 C78 . 1.406(5) ?
C70 C71 . 1.436(5) ?
C7 C8 . 1.392(5) ?
C7 C11 . 1.406(5) ?
C7 C6 . 1.441(5) ?
C32 C31 . 1.379(5) ?
C32 C27 . 1.428(5) ?
C47 C48 . 1.432(5) ?
C47 C46 . 1.474(5) ?
C78 N1 . 1.362(4) ?
C78 C77 . 1.441(5) ?
C28 C29 . 1.411(5) ?
C28 C25 . 1.410(5) ?
C28 C27 . 1.426(5) ?
C30 C29 . 1.364(5) ?
C30 C31 . 1.426(5) ?
C30 H30 . 0.95 ?
C9 C8 . 1.362(5) ?
C9 H9 . 0.95 ?
C11 N3 . 1.370(4) ?
C61 C60 . 1.409(5) ?
C61 H61 . 0.95 ?
C50 C49 . 1.410(5) ?
C50 C51 . 1.414(5) ?
C50 C55 . 1.418(5) ?
C16 C17 . 1.371(5) ?
C16 H16 . 0.95 ?
C63 O1 . 1.358(4) ?
C65 C66 . 1.418(5) ?
C65 C60 . 1.424(5) ?
C67 N1 . 1.335(4) ?
C67 C68 . 1.413(5) ?
C60 C59 . 1.421(5) ?
C19 C18 . 1.372(5) ?
C19 H19 . 0.95 ?
C4 C3 . 1.402(5) ?
C4 C5 . 1.428(5) ?
C48 C49 . 1.354(5) ?
C48 H48 . 0.95 ?
C77 N2 . 1.355(5) ?
C77 C73 . 1.415(5) ?
C27 C26 . 1.421(5) ?
C29 H29 . 0.95 ?
C53 C52 . 1.403(5) ?
C53 H53 . 0.95 ?
C5 C6 . 1.336(5) ?
C5 H5 . 0.95 ?
C26 C23 . 1.375(5) ?
C26 H26 . 0.95 ?
C25 C24 . 1.355(6) ?
C25 H25 . 0.95 ?
C18 C17 . 1.392(5) ?
C18 H18 . 0.95 ?
C72 C71 . 1.342(5) ?
C72 C73 . 1.436(5) ?
C72 H72 . 0.95 ?
C57 C66 . 1.366(5) ?
C57 C58 . 1.409(5) ?
C57 H57 . 0.95 ?
C31 C33 . 1.494(5) ?
C58 C59 . 1.361(5) ?
C58 H58 . 0.95 ?
C24 C23 . 1.404(6) ?
C24 H24 . 0.95 ?
C8 H8 . 0.95 ?
C23 H23 . 0.95 ?
C71 H71 . 0.95 ?
C2 C3 . 1.364(5) ?
C2 C1 . 1.399(5) ?
C2 H2 . 0.95 ?
C6 H6 . 0.95 ?
C41 C42 . 1.368(6) ?
C41 C44 . 1.368(5) ?
C41 C40 . 1.517(6) ?
C51 C52 . 1.361(5) ?
C51 H51 . 0.95 ?
C66 H66 . 0.95 ?
C3 H3 . 0.95 ?
C33 C34 . 1.385(5) ?
C33 C39 . 1.388(5) ?
C68 C69 . 1.369(5) ?
C68 H68 . 0.95 ?
C69 H69 . 0.95 ?
C52 H52 . 0.95 ?
C1 N4 . 1.319(4) ?
C1 H1 . 0.95 ?
C59 H59 . 0.95 ?
C34 C35 . 1.385(6) ?
C34 H34 . 0.95 ?
C46 C45 . 1.395(5) ?
C46 C43 . 1.397(5) ?
C74 C75 . 1.361(6) ?
C74 C73 . 1.402(5) ?
C74 H74 . 0.95 ?
C38 C36 . 1.391(5) ?
C38 C39 . 1.393(5) ?
C38 H38 . 0.95 ?
C35 C36 . 1.382(5) ?
C35 H35 . 0.95 ?
C17 H17 . 0.95 ?
C36 C37 . 1.506(5) ?
C76 N2 . 1.327(5) ?
C76 C75 . 1.409(6) ?
C76 H76 . 0.95 ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C44 C45 . 1.394(5) ?
C44 H44 . 0.95 ?
C75 H75 . 0.95 ?
C49 H49 . 0.95 ?
C43 C42 . 1.389(6) ?
C43 H43 . 0.95 ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
C42 H42 . 0.95 ?
C39 H39 . 0.95 ?
C45 H45 . 0.95 ?
O2 H2A . 0.84 ?
O1 H1A . 0.84 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C19 C20 C21 . . 123.3(3) ?
C19 C20 C15 . . 117.2(3) ?
C21 C20 C15 . . 119.5(3) ?
C13 C14 C15 . . 123.4(3) ?
C13 C14 H14 . . 118.3 ?
C15 C14 H14 . . 118.3 ?
C22 C21 C20 . . 120.4(3) ?
C22 C21 C32 . . 118.9(3) ?
C20 C21 C32 . . 120.4(3) ?
C14 C13 C22 . . 117.8(3) ?
C14 C13 C10 . . 119.9(3) ?
C22 C13 C10 . . 122.2(3) ?
N4 C12 C4 . . 122.4(3) ?
N4 C12 C11 . . 118.9(3) ?
C4 C12 C11 . . 118.7(3) ?
C63 C64 C65 . . 119.6(3) ?
C63 C64 C56 . . 120.2(3) ?
C65 C64 C56 . . 120.2(3) ?
O2 C22 C21 . . 118.0(3) ?
O2 C22 C13 . . 121.4(3) ?
C21 C22 C13 . . 120.6(3) ?
C53 C54 C55 . . 122.1(4) ?
C53 C54 H54 . . 118.9 ?
C55 C54 H54 . . 118.9 ?
C14 C15 C16 . . 121.5(3) ?
C14 C15 C20 . . 118.3(3) ?
C16 C15 C20 . . 120.2(3) ?
C47 C56 C55 . . 119.2(3) ?
C47 C56 C64 . . 122.9(3) ?
C55 C56 C64 . . 117.9(3) ?
N3 C10 C9 . . 121.4(3) ?
N3 C10 C13 . . 116.8(3) ?
C9 C10 C13 . . 121.8(3) ?
C61 C62 C63 . . 117.7(3) ?
C61 C62 C67 . . 120.3(3) ?
C63 C62 C67 . . 122.0(3) ?
C69 C70 C78 . . 117.4(3) ?
C69 C70 C71 . . 123.5(3) ?
C78 C70 C71 . . 119.2(3) ?
C8 C7 C11 . . 117.9(3) ?
C8 C7 C6 . . 122.4(3) ?
C11 C7 C6 . . 119.7(3) ?
C31 C32 C27 . . 119.4(3) ?
C31 C32 C21 . . 123.0(3) ?
C27 C32 C21 . . 117.6(3) ?
C56 C47 C48 . . 118.7(3) ?
C56 C47 C46 . . 125.7(3) ?
C48 C47 C46 . . 115.6(3) ?
N1 C78 C70 . . 121.9(3) ?
N1 C78 C77 . . 117.9(3) ?
C70 C78 C77 . . 120.1(3) ?
C29 C28 C25 . . 122.8(4) ?
C29 C28 C27 . . 117.9(3) ?
C25 C28 C27 . . 119.3(4) ?
C29 C30 C31 . . 121.2(4) ?
C29 C30 H30 . . 119.4 ?
C31 C30 H30 . . 119.4 ?
C8 C9 C10 . . 119.2(3) ?
C8 C9 H9 . . 120.4 ?
C10 C9 H9 . . 120.4 ?
N3 C11 C7 . . 121.4(3) ?
N3 C11 C12 . . 119.0(3) ?
C7 C11 C12 . . 119.6(3) ?
C62 C61 C60 . . 122.8(3) ?
C62 C61 H61 . . 118.6 ?
C60 C61 H61 . . 118.6 ?
C49 C50 C51 . . 121.8(3) ?
C49 C50 C55 . . 118.1(3) ?
C51 C50 C55 . . 120.1(3) ?
C17 C16 C15 . . 120.6(3) ?
C17 C16 H16 . . 119.7 ?
C15 C16 H16 . . 119.7 ?
O1 C63 C64 . . 116.7(3) ?
O1 C63 C62 . . 121.6(3) ?
C64 C63 C62 . . 121.7(3) ?
C66 C65 C60 . . 117.8(3) ?
C66 C65 C64 . . 123.2(3) ?
C60 C65 C64 . . 119.1(3) ?
N1 C67 C68 . . 120.9(3) ?
N1 C67 C62 . . 116.5(3) ?
C68 C67 C62 . . 122.6(3) ?
C54 C55 C50 . . 116.7(3) ?
C54 C55 C56 . . 122.2(3) ?
C50 C55 C56 . . 121.0(3) ?
C61 C60 C59 . . 121.6(3) ?
C61 C60 C65 . . 119.0(3) ?
C59 C60 C65 . . 119.4(3) ?
C18 C19 C20 . . 121.3(3) ?
C18 C19 H19 . . 119.4 ?
C20 C19 H19 . . 119.4 ?
C3 C4 C12 . . 117.8(3) ?
C3 C4 C5 . . 122.3(3) ?
C12 C4 C5 . . 119.8(3) ?
C49 C48 C47 . . 122.3(3) ?
C49 C48 H48 . . 118.9 ?
C47 C48 H48 . . 118.9 ?
N2 C77 C73 . . 122.9(3) ?
N2 C77 C78 . . 118.5(3) ?
C73 C77 C78 . . 118.6(3) ?
C26 C27 C28 . . 117.2(3) ?
C26 C27 C32 . . 122.1(3) ?
C28 C27 C32 . . 120.7(3) ?
C30 C29 C28 . . 121.1(3) ?
C30 C29 H29 . . 119.4 ?
C28 C29 H29 . . 119.4 ?
C54 C53 C52 . . 120.8(4) ?
C54 C53 H53 . . 119.6 ?
C52 C53 H53 . . 119.6 ?
C6 C5 C4 . . 121.5(3) ?
C6 C5 H5 . . 119.3 ?
C4 C5 H5 . . 119.3 ?
C23 C26 C27 . . 121.9(4) ?
C23 C26 H26 . . 119.1 ?
C27 C26 H26 . . 119.1 ?
C24 C25 C28 . . 121.8(4) ?
C24 C25 H25 . . 119.1 ?
C28 C25 H25 . . 119.1 ?
C19 C18 C17 . . 121.2(3) ?
C19 C18 H18 . . 119.4 ?
C17 C18 H18 . . 119.4 ?
C71 C72 C73 . . 120.8(3) ?
C71 C72 H72 . . 119.6 ?
C73 C72 H72 . . 119.6 ?
C66 C57 C58 . . 120.8(4) ?
C66 C57 H57 . . 119.6 ?
C58 C57 H57 . . 119.6 ?
C32 C31 C30 . . 119.6(3) ?
C32 C31 C33 . . 123.8(3) ?
C30 C31 C33 . . 116.6(3) ?
C59 C58 C57 . . 119.7(4) ?
C59 C58 H58 . . 120.2 ?
C57 C58 H58 . . 120.2 ?
C25 C24 C23 . . 120.1(4) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C9 C8 C7 . . 120.6(3) ?
C9 C8 H8 . . 119.7 ?
C7 C8 H8 . . 119.7 ?
C26 C23 C24 . . 119.8(4) ?
C26 C23 H23 . . 120.1 ?
C24 C23 H23 . . 120.1 ?
C72 C71 C70 . . 121.3(4) ?
C72 C71 H71 . . 119.3 ?
C70 C71 H71 . . 119.3 ?
C3 C2 C1 . . 118.3(3) ?
C3 C2 H2 . . 120.9 ?
C1 C2 H2 . . 120.9 ?
C5 C6 C7 . . 120.6(3) ?
C5 C6 H6 . . 119.7 ?
C7 C6 H6 . . 119.7 ?
C42 C41 C44 . . 119.3(4) ?
C42 C41 C40 . . 120.2(4) ?
C44 C41 C40 . . 120.5(4) ?
C52 C51 C50 . . 120.8(4) ?
C52 C51 H51 . . 119.6 ?
C50 C51 H51 . . 119.6 ?
C57 C66 C65 . . 121.2(4) ?
C57 C66 H66 . . 119.4 ?
C65 C66 H66 . . 119.4 ?
C2 C3 C4 . . 119.6(3) ?
C2 C3 H3 . . 120.2 ?
C4 C3 H3 . . 120.2 ?
C34 C33 C39 . . 117.8(4) ?
C34 C33 C31 . . 120.0(3) ?
C39 C33 C31 . . 122.0(3) ?
C69 C68 C67 . . 119.4(3) ?
C69 C68 H68 . . 120.3 ?
C67 C68 H68 . . 120.3 ?
C68 C69 C70 . . 120.5(3) ?
C68 C69 H69 . . 119.8 ?
C70 C69 H69 . . 119.8 ?
C51 C52 C53 . . 119.4(4) ?
C51 C52 H52 . . 120.3 ?
C53 C52 H52 . . 120.3 ?
N4 C1 C2 . . 125.0(3) ?
N4 C1 H1 . . 117.5 ?
C2 C1 H1 . . 117.5 ?
C58 C59 C60 . . 121.0(4) ?
C58 C59 H59 . . 119.5 ?
C60 C59 H59 . . 119.5 ?
C35 C34 C33 . . 121.0(4) ?
C35 C34 H34 . . 119.5 ?
C33 C34 H34 . . 119.5 ?
C45 C46 C43 . . 116.9(4) ?
C45 C46 C47 . . 123.0(3) ?
C43 C46 C47 . . 120.0(3) ?
C75 C74 C73 . . 120.1(4) ?
C75 C74 H74 . . 119.9 ?
C73 C74 H74 . . 119.9 ?
C36 C38 C39 . . 121.3(4) ?
C36 C38 H38 . . 119.3 ?
C39 C38 H38 . . 119.3 ?
C74 C73 C77 . . 117.3(4) ?
C74 C73 C72 . . 122.8(3) ?
C77 C73 C72 . . 119.9(3) ?
C36 C35 C34 . . 121.8(4) ?
C36 C35 H35 . . 119.1 ?
C34 C35 H35 . . 119.1 ?
C16 C17 C18 . . 119.5(3) ?
C16 C17 H17 . . 120.2 ?
C18 C17 H17 . . 120.2 ?
C35 C36 C38 . . 117.1(4) ?
C35 C36 C37 . . 122.5(3) ?
C38 C36 C37 . . 120.4(3) ?
N2 C76 C75 . . 123.6(4) ?
N2 C76 H76 . . 118.2 ?
C75 C76 H76 . . 118.2 ?
C36 C37 H37A . . 109.5 ?
C36 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C36 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C41 C44 C45 . . 120.8(4) ?
C41 C44 H44 . . 119.6 ?
C45 C44 H44 . . 119.6 ?
C74 C75 C76 . . 118.5(4) ?
C74 C75 H75 . . 120.7 ?
C76 C75 H75 . . 120.7 ?
C48 C49 C50 . . 120.7(4) ?
C48 C49 H49 . . 119.6 ?
C50 C49 H49 . . 119.6 ?
C42 C43 C46 . . 121.3(4) ?
C42 C43 H43 . . 119.3 ?
C46 C43 H43 . . 119.3 ?
C41 C40 H40A . . 109.5 ?
C41 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C41 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C41 C42 C43 . . 120.7(4) ?
C41 C42 H42 . . 119.7 ?
C43 C42 H42 . . 119.7 ?
C33 C39 C38 . . 120.9(3) ?
C33 C39 H39 . . 119.6 ?
C38 C39 H39 . . 119.6 ?
C44 C45 C46 . . 121.1(4) ?
C44 C45 H45 . . 119.5 ?
C46 C45 H45 . . 119.5 ?
C22 O2 H2A . . 109.5 ?
C63 O1 H1A . . 109.5 ?
C67 N1 C78 . . 119.9(3) ?
C10 N3 C11 . . 119.4(3) ?
C1 N4 C12 . . 116.9(3) ?
C76 N2 C77 . . 117.6(3) ?



_database_code_depnum_ccdc_archive 'CCDC 992290'
