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

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#                                CCDC 
# 
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# 
#  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.
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#  fide research purposes only. It may contain copyright material
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data_PB-2

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H37 N5 O4'
_chemical_formula_weight         615.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   8.9207(11)
_cell_length_b                   23.567(3)
_cell_length_c                   16.0637(19)
_cell_angle_alpha                90
_cell_angle_beta                 104.889(9)
_cell_angle_gamma                90
_cell_volume                     3263.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       column
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.30
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'Ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51200
_diffrn_reflns_av_unetI/netI     0.1222
_diffrn_reflns_v_R_equivalents   ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.728
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5980
_reflns_number_gt                2687
_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_cell_refinement       'APEX II v.2.2 (Bruker, 2007)'
_computing_data_collection       'APEX II v.2.2 (Bruker, 2007)'
_computing_data_reduction        'APEX II v.2.2 (Bruker, 2007)'
_computing_structure_solution    'SHELX97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3/windows (Farrugia,1997)'
_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)+(0.0947P)²+0.5880P] 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         5980
_refine_ls_number_parameters     419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1777
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.2397
_refine_ls_wR_factor_gt          0.1818
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
O1 O 0.9161(5) -0.13702(19) 0.5316(3) 0.1065(14) Uani 1 1 d . . . . .
O2 O 0.8019(5) -0.21660(19) 0.5430(2) 0.1050(14) Uani 1 1 d . . . . .
O3 O -0.1786(3) 0.04670(14) 0.6107(2) 0.0744(10) Uani 1 1 d . . . . .
O4 O 0.2561(3) 0.21238(12) 0.89477(17) 0.0604(8) Uani 1 1 d . . . . .
N1 N 0.8040(6) -0.1646(3) 0.5409(3) 0.0816(13) Uani 1 1 d . . . . .
N2 N 0.1527(4) 0.07349(15) 0.6958(2) 0.0533(9) Uani 1 1 d . . . . .
N3 N 0.0159(3) 0.09648(13) 0.7069(2) 0.0484(8) Uani 1 1 d . . . . .
N4 N 0.3445(4) 0.07115(17) 1.1139(2) 0.0751(12) Uani 1 1 d . . . . .
N5 N 0.3435(4) 0.33756(16) 0.6785(2) 0.0684(11) Uani 1 1 d . . . . .
C1 C -0.1359(5) 0.08359(19) 0.6662(3) 0.0542(11) Uani 1 1 d . . . . .
C2 C -0.2321(4) 0.12185(17) 0.7020(3) 0.0514(10) Uani 1 1 d . . . . .
C3 C -0.3918(5) 0.1264(2) 0.6828(3) 0.0656(13) Uani 1 1 d . . . . .
H3 H -0.4545 0.1035 0.6409 0.079 Uiso 1 1 calc R U . . .
C4 C -0.4557(5) 0.1653(2) 0.7266(3) 0.0720(14) Uani 1 1 d . . . . .
H4 H -0.5630 0.1687 0.7145 0.086 Uiso 1 1 calc R U . . .
C5 C -0.3634(5) 0.1995(2) 0.7883(3) 0.0770(15) Uani 1 1 d . . . . .
H5 H -0.4088 0.2253 0.8181 0.092 Uiso 1 1 calc R U . . .
C6 C -0.2026(5) 0.19573(19) 0.8064(3) 0.0686(13) Uani 1 1 d . . . . .
H6 H -0.1402 0.2196 0.8470 0.082 Uiso 1 1 calc R U . . .
C7 C -0.1374(4) 0.15623(17) 0.7633(3) 0.0504(10) Uani 1 1 d . . . . .
C8 C 0.0343(4) 0.14330(17) 0.7712(2) 0.0471(10) Uani 1 1 d . . . . .
C9 C 0.1175(4) 0.12308(17) 0.8605(2) 0.0465(10) Uani 1 1 d . . . . .
C10 C 0.0942(5) 0.06977(18) 0.8923(3) 0.0556(11) Uani 1 1 d . . . . .
H10 H 0.0261 0.0450 0.8561 0.067 Uiso 1 1 calc R U . . .
C11 C 0.1660(5) 0.05176(19) 0.9737(3) 0.0627(12) Uani 1 1 d . . . . .
H11 H 0.1462 0.0156 0.9915 0.075 Uiso 1 1 calc R U . . .
C12 C 0.2706(5) 0.08806(19) 1.0313(3) 0.0568(11) Uani 1 1 d . . . . .
C13 C 0.3381(6) 0.0130(2) 1.1425(3) 0.0834(15) Uani 1 1 d . . . . .
H13A H 0.2349 -0.0019 1.1177 0.100 Uiso 1 1 calc R U . . .
H13B H 0.3552 0.0128 1.2046 0.100 Uiso 1 1 calc R U . . .
C14 C 0.4552(9) -0.0260(3) 1.1187(4) 0.132(3) Uani 1 1 d . . . . .
H14A H 0.4358 -0.0278 1.0571 0.199 Uiso 1 1 calc R U . . .
H14B H 0.4463 -0.0633 1.1409 0.199 Uiso 1 1 calc R U . . .
H14C H 0.5579 -0.0117 1.1429 0.199 Uiso 1 1 calc R U . . .
C15 C 0.4577(6) 0.1081(2) 1.1708(3) 0.0831(16) Uani 1 1 d . . . . .
H15A H 0.5195 0.1268 1.1372 0.100 Uiso 1 1 calc R U . . .
H15B H 0.5270 0.0850 1.2140 0.100 Uiso 1 1 calc R U . . .
C16 C 0.3857(7) 0.1528(3) 1.2156(3) 0.0985(18) Uani 1 1 d . . . . .
H16A H 0.3195 0.1768 1.1734 0.148 Uiso 1 1 calc R U . . .
H16B H 0.4661 0.1753 1.2520 0.148 Uiso 1 1 calc R U . . .
H16C H 0.3258 0.1348 1.2499 0.148 Uiso 1 1 calc R U . . .
C17 C 0.2948(5) 0.14154(19) 1.0002(3) 0.0575(11) Uani 1 1 d . . . . .
H17 H 0.3620 0.1667 1.0360 0.069 Uiso 1 1 calc R U . . .
C18 C 0.2209(4) 0.15801(18) 0.9171(3) 0.0495(10) Uani 1 1 d . . . . .
C19 C 0.2185(4) 0.22596(17) 0.8077(3) 0.0476(10) Uani 1 1 d . . . . .
C20 C 0.2942(5) 0.27362(17) 0.7877(3) 0.0532(11) Uani 1 1 d . . . . .
H20 H 0.3607 0.2942 0.8312 0.064 Uiso 1 1 calc R U . . .
C21 C 0.2703(5) 0.29030(17) 0.7025(3) 0.0514(10) Uani 1 1 d . . . . .
C22 C 0.4480(6) 0.3711(2) 0.7446(3) 0.0777(14) Uani 1 1 d . . . . .
H22A H 0.5454 0.3508 0.7639 0.093 Uiso 1 1 calc R U . . .
H22B H 0.4035 0.3746 0.7935 0.093 Uiso 1 1 calc R U . . .
C23 C 0.4808(7) 0.4294(2) 0.7165(4) 0.1003(18) Uani 1 1 d . . . . .
H23A H 0.5233 0.4266 0.6674 0.150 Uiso 1 1 calc R U . . .
H23B H 0.5540 0.4480 0.7627 0.150 Uiso 1 1 calc R U . . .
H23C H 0.3863 0.4509 0.7013 0.150 Uiso 1 1 calc R U . . .
C24 C 0.3929(9) 0.3328(3) 0.5935(4) 0.131(3) Uani 1 1 d . . . . .
H24A H 0.5001 0.3446 0.6031 0.157 Uiso 1 1 calc R U . . .
H24B H 0.3853 0.2935 0.5747 0.157 Uiso 1 1 calc R U . . .
C25 C 0.3004(11) 0.3661(4) 0.5302(6) 0.174(3) Uani 1 1 d . . . . .
H25A H 0.1945 0.3538 0.5198 0.261 Uiso 1 1 calc R U . . .
H25B H 0.3338 0.3626 0.4782 0.261 Uiso 1 1 calc R U . . .
H25C H 0.3085 0.4050 0.5486 0.261 Uiso 1 1 calc R U . . .
C26 C 0.1657(5) 0.25867(18) 0.6391(3) 0.0583(11) Uani 1 1 d . . . . .
H26 H 0.1466 0.2694 0.5816 0.070 Uiso 1 1 calc R U . . .
C27 C 0.0908(4) 0.21196(17) 0.6610(3) 0.0518(11) Uani 1 1 d . . . . .
H27 H 0.0211 0.1920 0.6180 0.062 Uiso 1 1 calc R U . . .
C28 C 0.1171(4) 0.19390(16) 0.7461(3) 0.0467(10) Uani 1 1 d . . . . .
C29 C 0.1435(5) 0.02997(19) 0.6467(3) 0.0573(11) Uani 1 1 d . . . . .
H29 H 0.0468 0.0155 0.6185 0.069 Uiso 1 1 calc R U . . .
C30 C 0.2830(5) 0.00337(19) 0.6351(3) 0.0571(11) Uani 1 1 d . . . . .
H30 H 0.3781 0.0207 0.6588 0.068 Uiso 1 1 calc R U . . .
C31 C 0.2804(5) -0.04483(19) 0.5919(3) 0.0575(11) Uani 1 1 d . . . . .
H31 H 0.1836 -0.0612 0.5690 0.069 Uiso 1 1 calc R U . . .
C32 C 0.4149(5) -0.07481(19) 0.5769(3) 0.0567(11) Uani 1 1 d . . . . .
C33 C 0.5549(5) -0.04775(19) 0.5829(3) 0.0627(12) Uani 1 1 d . . . . .
H33 H 0.5642 -0.0094 0.5967 0.075 Uiso 1 1 calc R U . . .
C34 C 0.6817(5) -0.0765(2) 0.5687(3) 0.0644(12) Uani 1 1 d . . . . .
H34 H 0.7744 -0.0576 0.5715 0.077 Uiso 1 1 calc R U . . .
C35 C 0.6675(5) -0.1335(2) 0.5504(3) 0.0655(13) Uani 1 1 d . . . . .
C36 C 0.5300(6) -0.1617(2) 0.5435(3) 0.0687(13) Uani 1 1 d . . . . .
H36 H 0.5232 -0.2004 0.5315 0.082 Uiso 1 1 calc R U . . .
C37 C 0.4018(5) -0.1327(2) 0.5544(3) 0.0665(13) Uani 1 1 d . . . . .
H37 H 0.3073 -0.1513 0.5470 0.080 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.234(5) . ?
O2 N1 1.226(5) . ?
O3 C1 1.234(5) . ?
O4 C18 1.388(4) . ?
O4 C19 1.389(4) . ?
N1 C35 1.463(6) . ?
N2 C29 1.283(5) . ?
N2 N3 1.388(4) . ?
N3 C1 1.377(5) . ?
N3 C8 1.492(5) . ?
N4 C12 1.381(5) . ?
N4 C13 1.452(6) . ?
N4 C15 1.463(6) . ?
N5 C21 1.395(5) . ?
N5 C22 1.453(5) . ?
N5 C24 1.541(8) . ?
C1 C2 1.461(6) . ?
C2 C3 1.382(5) . ?
C2 C7 1.383(5) . ?
C3 C4 1.366(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.374(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.535(5) . ?
C8 C28 1.511(5) . ?
C8 C9 1.513(5) . ?
C9 C18 1.387(5) . ?
C9 C10 1.391(5) . ?
C10 C11 1.368(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.419(6) . ?
C11 H11 0.9300 . ?
C12 C17 1.393(6) . ?
C13 C14 1.513(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.509(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.384(5) . ?
C17 H17 0.9300 . ?
C19 C28 1.382(5) . ?
C19 C20 1.391(5) . ?
C20 C21 1.387(5) . ?
C20 H20 0.9300 . ?
C21 C26 1.406(6) . ?
C22 C23 1.499(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.378(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.380(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.392(5) . ?
C27 H27 0.9300 . ?
C29 C30 1.448(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.328(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.466(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.383(6) . ?
C32 C37 1.408(6) . ?
C33 C34 1.387(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.372(6) . ?
C34 H34 0.9300 . ?
C35 C36 1.375(6) . ?
C36 C37 1.382(6) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O4 C19 117.4(3) . . ?
O2 N1 O1 123.3(5) . . ?
O2 N1 C35 118.7(6) . . ?
O1 N1 C35 118.0(5) . . ?
C29 N2 N3 118.1(3) . . ?
C1 N3 N2 130.0(3) . . ?
C1 N3 C8 114.3(3) . . ?
N2 N3 C8 115.7(3) . . ?
C12 N4 C13 121.9(4) . . ?
C12 N4 C15 120.7(4) . . ?
C13 N4 C15 116.3(4) . . ?
C21 N5 C22 119.3(4) . . ?
C21 N5 C24 116.5(4) . . ?
C22 N5 C24 114.3(4) . . ?
O3 C1 N3 125.6(4) . . ?
O3 C1 C2 128.0(4) . . ?
N3 C1 C2 106.4(4) . . ?
C3 C2 C7 121.3(4) . . ?
C3 C2 C1 129.5(4) . . ?
C7 C2 C1 109.2(3) . . ?
C4 C3 C2 118.6(4) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C5 119.0(4) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C6 C7 C2 119.7(4) . . ?
C6 C7 C8 129.5(4) . . ?
C2 C7 C8 110.9(3) . . ?
N3 C8 C28 111.9(3) . . ?
N3 C8 C9 111.3(3) . . ?
C28 C8 C9 110.4(3) . . ?
N3 C8 C7 99.2(3) . . ?
C28 C8 C7 111.5(3) . . ?
C9 C8 C7 112.1(3) . . ?
C18 C9 C10 115.7(4) . . ?
C18 C9 C8 121.0(4) . . ?
C10 C9 C8 123.3(4) . . ?
C11 C10 C9 123.6(4) . . ?
C11 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
N4 C12 C17 121.8(4) . . ?
N4 C12 C11 121.6(4) . . ?
C17 C12 C11 116.7(4) . . ?
N4 C13 C14 114.1(5) . . ?
N4 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
N4 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N4 C15 C16 113.8(4) . . ?
N4 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
N4 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C12 121.4(4) . . ?
C18 C17 H17 119.3 . . ?
C12 C17 H17 119.3 . . ?
C17 C18 C9 122.5(4) . . ?
C17 C18 O4 115.1(4) . . ?
C9 C18 O4 122.4(4) . . ?
C28 C19 O4 122.7(4) . . ?
C28 C19 C20 122.9(4) . . ?
O4 C19 C20 114.4(3) . . ?
C21 C20 C19 119.8(4) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 N5 122.3(4) . . ?
C20 C21 C26 118.0(4) . . ?
N5 C21 C26 119.6(4) . . ?
N5 C22 C23 114.6(4) . . ?
N5 C22 H22A 108.6 . . ?
C23 C22 H22A 108.6 . . ?
N5 C22 H22B 108.6 . . ?
C23 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 N5 111.0(8) . . ?
C25 C24 H24A 109.4 . . ?
N5 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
N5 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C27 C26 C21 120.8(4) . . ?
C27 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
C26 C27 C28 121.6(4) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C19 C28 C27 116.8(4) . . ?
C19 C28 C8 121.0(4) . . ?
C27 C28 C8 122.2(4) . . ?
N2 C29 C30 120.2(4) . . ?
N2 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 122.5(4) . . ?
C31 C30 H30 118.8 . . ?
C29 C30 H30 118.8 . . ?
C30 C31 C32 126.4(4) . . ?
C30 C31 H31 116.8 . . ?
C32 C31 H31 116.8 . . ?
C33 C32 C37 118.6(4) . . ?
C33 C32 C31 122.0(4) . . ?
C37 C32 C31 119.5(4) . . ?
C32 C33 C34 121.5(4) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 H33 119.2 . . ?
C35 C34 C33 118.6(4) . . ?
C35 C34 H34 120.7 . . ?
C33 C34 H34 120.7 . . ?
C34 C35 C36 121.5(4) . . ?
C34 C35 N1 118.7(5) . . ?
C36 C35 N1 119.8(5) . . ?
C35 C36 C37 120.0(5) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C32 119.7(4) . . ?
C36 C37 H37 120.1 . . ?
C32 C37 H37 120.1 . . ?

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
C29 N2 N3 C1 -7.4(6) . . . . ?
C29 N2 N3 C8 174.2(4) . . . . ?
N2 N3 C1 O3 1.2(7) . . . . ?
C8 N3 C1 O3 179.7(4) . . . . ?
N2 N3 C1 C2 -178.8(4) . . . . ?
C8 N3 C1 C2 -0.3(5) . . . . ?
O3 C1 C2 C3 -0.3(8) . . . . ?
N3 C1 C2 C3 179.7(4) . . . . ?
O3 C1 C2 C7 179.4(4) . . . . ?
N3 C1 C2 C7 -0.5(5) . . . . ?
C7 C2 C3 C4 -0.9(6) . . . . ?
C1 C2 C3 C4 178.9(4) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
C3 C4 C5 C6 1.0(8) . . . . ?
C4 C5 C6 C7 -1.8(7) . . . . ?
C5 C6 C7 C2 1.2(7) . . . . ?
C5 C6 C7 C8 -179.8(4) . . . . ?
C3 C2 C7 C6 0.1(6) . . . . ?
C1 C2 C7 C6 -179.7(4) . . . . ?
C3 C2 C7 C8 -179.0(4) . . . . ?
C1 C2 C7 C8 1.2(5) . . . . ?
C1 N3 C8 C28 -116.8(4) . . . . ?
N2 N3 C8 C28 61.9(4) . . . . ?
C1 N3 C8 C9 119.1(4) . . . . ?
N2 N3 C8 C9 -62.2(4) . . . . ?
C1 N3 C8 C7 0.9(4) . . . . ?
N2 N3 C8 C7 179.6(3) . . . . ?
C6 C7 C8 N3 179.7(4) . . . . ?
C2 C7 C8 N3 -1.2(4) . . . . ?
C6 C7 C8 C28 -62.2(5) . . . . ?
C2 C7 C8 C28 116.8(4) . . . . ?
C6 C7 C8 C9 62.1(6) . . . . ?
C2 C7 C8 C9 -118.9(4) . . . . ?
N3 C8 C9 C18 143.5(3) . . . . ?
C28 C8 C9 C18 18.6(5) . . . . ?
C7 C8 C9 C18 -106.4(4) . . . . ?
N3 C8 C9 C10 -37.9(5) . . . . ?
C28 C8 C9 C10 -162.8(3) . . . . ?
C7 C8 C9 C10 72.2(5) . . . . ?
C18 C9 C10 C11 0.4(6) . . . . ?
C8 C9 C10 C11 -178.3(4) . . . . ?
C9 C10 C11 C12 0.1(6) . . . . ?
C13 N4 C12 C17 -170.7(4) . . . . ?
C15 N4 C12 C17 -3.1(7) . . . . ?
C13 N4 C12 C11 9.4(7) . . . . ?
C15 N4 C12 C11 177.0(4) . . . . ?
C10 C11 C12 N4 179.8(4) . . . . ?
C10 C11 C12 C17 -0.1(6) . . . . ?
C12 N4 C13 C14 83.1(6) . . . . ?
C15 N4 C13 C14 -85.0(6) . . . . ?
C12 N4 C15 C16 82.3(6) . . . . ?
C13 N4 C15 C16 -109.4(5) . . . . ?
N4 C12 C17 C18 179.6(4) . . . . ?
C11 C12 C17 C18 -0.4(6) . . . . ?
C12 C17 C18 C9 1.0(6) . . . . ?
C12 C17 C18 O4 -179.9(4) . . . . ?
C10 C9 C18 C17 -1.0(6) . . . . ?
C8 C9 C18 C17 177.7(4) . . . . ?
C10 C9 C18 O4 -180.0(3) . . . . ?
C8 C9 C18 O4 -1.2(6) . . . . ?
C19 O4 C18 C17 163.9(3) . . . . ?
C19 O4 C18 C9 -17.0(5) . . . . ?
C18 O4 C19 C28 16.1(5) . . . . ?
C18 O4 C19 C20 -162.4(3) . . . . ?
C28 C19 C20 C21 -0.7(6) . . . . ?
O4 C19 C20 C21 177.8(3) . . . . ?
C19 C20 C21 N5 -179.7(4) . . . . ?
C19 C20 C21 C26 1.6(6) . . . . ?
C22 N5 C21 C20 -0.5(6) . . . . ?
C24 N5 C21 C20 143.5(5) . . . . ?
C22 N5 C21 C26 178.1(4) . . . . ?
C24 N5 C21 C26 -37.9(6) . . . . ?
C21 N5 C22 C23 -161.9(4) . . . . ?
C24 N5 C22 C23 53.4(6) . . . . ?
C21 N5 C24 C25 108.5(6) . . . . ?
C22 N5 C24 C25 -105.8(6) . . . . ?
C20 C21 C26 C27 -0.9(6) . . . . ?
N5 C21 C26 C27 -179.6(4) . . . . ?
C21 C26 C27 C28 -0.8(6) . . . . ?
O4 C19 C28 C27 -179.4(3) . . . . ?
C20 C19 C28 C27 -1.0(6) . . . . ?
O4 C19 C28 C8 3.2(6) . . . . ?
C20 C19 C28 C8 -178.4(3) . . . . ?
C26 C27 C28 C19 1.8(6) . . . . ?
C26 C27 C28 C8 179.2(3) . . . . ?
N3 C8 C28 C19 -144.1(3) . . . . ?
C9 C8 C28 C19 -19.5(5) . . . . ?
C7 C8 C28 C19 105.8(4) . . . . ?
N3 C8 C28 C27 38.6(5) . . . . ?
C9 C8 C28 C27 163.2(3) . . . . ?
C7 C8 C28 C27 -71.5(5) . . . . ?
N3 N2 C29 C30 -178.1(3) . . . . ?
N2 C29 C30 C31 173.3(4) . . . . ?
C29 C30 C31 C32 180.0(4) . . . . ?
C30 C31 C32 C33 -20.6(7) . . . . ?
C30 C31 C32 C37 160.3(4) . . . . ?
C37 C32 C33 C34 -1.0(7) . . . . ?
C31 C32 C33 C34 179.8(4) . . . . ?
C32 C33 C34 C35 -1.6(7) . . . . ?
C33 C34 C35 C36 1.9(7) . . . . ?
C33 C34 C35 N1 -176.1(4) . . . . ?
O2 N1 C35 C34 164.6(4) . . . . ?
O1 N1 C35 C34 -15.0(6) . . . . ?
O2 N1 C35 C36 -13.5(6) . . . . ?
O1 N1 C35 C36 166.9(4) . . . . ?
C34 C35 C36 C37 0.5(7) . . . . ?
N1 C35 C36 C37 178.5(4) . . . . ?
C35 C36 C37 C32 -3.2(6) . . . . ?
C33 C32 C37 C36 3.4(6) . . . . ?
C31 C32 C37 C36 -177.4(4) . . . . ?

_refine_diff_density_max         0.279
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.051

_shelxl_version_number           2014/6
_database_code_depnum_ccdc_archive 'CCDC 998374'
