# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_121130a_0m
_database_code_depnum_ccdc_archive 'CCDC 1007044'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H50 N4 O6'
_chemical_formula_weight         706.86
_chemical_absolute_configuration syn

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.0188(8)
_cell_length_b                   21.1444(19)
_cell_length_c                   10.7833(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.097(2)
_cell_angle_gamma                90.00
_cell_volume                     1918.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2437
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      23.82

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             756
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9742
_exptl_absorpt_correction_T_max  0.9822
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9662
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.25
_reflns_number_total             3569
_reflns_number_gt                3224
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0338P)²+0.3493P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.8(11)
_refine_ls_number_reflns         3569
_refine_ls_number_parameters     480
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0756
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.040
_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
C1 C 0.0496(3) 0.48280(13) 0.3025(3) 0.0192(6) Uani 1 1 d . . .
H1 H -0.0277 0.5179 0.2940 0.023 Uiso 1 1 calc R . .
C2 C -0.0204(4) 0.42190(14) 0.3344(3) 0.0273(7) Uani 1 1 d . . .
H2A H 0.0512 0.3861 0.3362 0.033 Uiso 1 1 calc R . .
H2B H -0.1244 0.4135 0.2634 0.033 Uiso 1 1 calc R . .
C3 C -0.0428(4) 0.42582(15) 0.4683(3) 0.0287(7) Uani 1 1 d . . .
H3A H -0.1207 0.4594 0.4648 0.034 Uiso 1 1 calc R . .
H3B H -0.0850 0.3852 0.4870 0.034 Uiso 1 1 calc R . .
C4 C 0.1154(4) 0.44040(14) 0.5787(3) 0.0259(7) Uani 1 1 d . . .
H4A H 0.0989 0.4445 0.6643 0.031 Uiso 1 1 calc R . .
H4B H 0.1903 0.4050 0.5868 0.031 Uiso 1 1 calc R . .
C5 C 0.1868(4) 0.50142(14) 0.5498(3) 0.0239(6) Uani 1 1 d . . .
H5A H 0.2918 0.5085 0.6204 0.029 Uiso 1 1 calc R . .
H5B H 0.1171 0.5374 0.5514 0.029 Uiso 1 1 calc R . .
C6 C 0.2065(3) 0.49939(13) 0.4149(3) 0.0186(6) Uani 1 1 d . . .
H6 H 0.2867 0.4662 0.4181 0.022 Uiso 1 1 calc R . .
C7 C 0.3786(3) 0.56536(13) 0.3353(3) 0.0188(6) Uani 1 1 d . . .
C8 C 0.4103(3) 0.63278(13) 0.2975(3) 0.0168(6) Uani 1 1 d . . .
H8 H 0.3223 0.6608 0.3006 0.020 Uiso 1 1 calc R . .
C9 C 0.5661(3) 0.65962(13) 0.3902(3) 0.0178(6) Uani 1 1 d . . .
C10 C 0.7046(3) 0.62400(14) 0.4348(3) 0.0236(6) Uani 1 1 d . . .
H10 H 0.7020 0.5807 0.4105 0.028 Uiso 1 1 calc R . .
C11 C 0.8461(4) 0.65109(16) 0.5143(3) 0.0291(7) Uani 1 1 d . . .
H11 H 0.9404 0.6264 0.5431 0.035 Uiso 1 1 calc R . .
C12 C 0.8527(4) 0.71377(16) 0.5526(3) 0.0299(7) Uani 1 1 d . . .
H12 H 0.9504 0.7320 0.6079 0.036 Uiso 1 1 calc R . .
C13 C 0.7156(4) 0.74940(15) 0.5097(3) 0.0297(7) Uani 1 1 d . . .
H13 H 0.7188 0.7925 0.5354 0.036 Uiso 1 1 calc R . .
C14 C 0.5732(4) 0.72274(13) 0.4290(3) 0.0224(6) Uani 1 1 d . . .
H14 H 0.4794 0.7477 0.3999 0.027 Uiso 1 1 calc R . .
C15 C 0.2406(3) 0.61805(12) 0.0674(3) 0.0166(6) Uani 1 1 d . . .
H15 H 0.1816 0.5991 0.1212 0.020 Uiso 1 1 calc R . .
C16 C 0.1557(3) 0.67880(13) 0.0065(3) 0.0172(6) Uani 1 1 d . . .
C17 C 0.2358(3) 0.73143(13) -0.0183(3) 0.0180(6) Uani 1 1 d . . .
C18 C 0.1487(4) 0.78314(13) -0.0878(3) 0.0217(6) Uani 1 1 d . . .
H18 H 0.2026 0.8183 -0.1069 0.026 Uiso 1 1 calc R . .
C19 C -0.0147(4) 0.78365(14) -0.1291(3) 0.0229(6) Uani 1 1 d . . .
H19 H -0.0725 0.8189 -0.1770 0.028 Uiso 1 1 calc R . .
C20 C -0.0954(3) 0.73306(14) -0.1011(3) 0.0222(6) Uani 1 1 d . . .
H20 H -0.2079 0.7337 -0.1282 0.027 Uiso 1 1 calc R . .
C21 C -0.0092(3) 0.68150(13) -0.0331(3) 0.0183(6) Uani 1 1 d . . .
H21 H -0.0641 0.6470 -0.0128 0.022 Uiso 1 1 calc R . .
C22 C 0.2412(3) 0.56822(12) -0.0388(2) 0.0160(6) Uani 1 1 d . . .
H22 H 0.3047 0.5313 0.0102 0.019 Uiso 1 1 calc R . .
C23 C 0.3247(3) 0.59382(12) -0.1278(3) 0.0164(6) Uani 1 1 d . . .
C24 C 0.4862(3) 0.58161(13) -0.1000(3) 0.0182(6) Uani 1 1 d . . .
C25 C 0.5627(3) 0.60621(14) -0.1802(3) 0.0230(7) Uani 1 1 d . . .
H25 H 0.6721 0.5974 -0.1607 0.028 Uiso 1 1 calc R . .
C26 C 0.4799(4) 0.64360(14) -0.2890(3) 0.0247(7) Uani 1 1 d . . .
H26 H 0.5323 0.6600 -0.3443 0.030 Uiso 1 1 calc R . .
C27 C 0.3209(3) 0.65696(14) -0.3167(3) 0.0235(7) Uani 1 1 d . . .
H27 H 0.2641 0.6830 -0.3903 0.028 Uiso 1 1 calc R . .
C28 C 0.2454(3) 0.63204(13) -0.2363(3) 0.0187(6) Uani 1 1 d . . .
H28 H 0.1363 0.6414 -0.2558 0.022 Uiso 1 1 calc R . .
C29 C 0.0242(3) 0.49115(12) -0.0618(3) 0.0172(6) Uani 1 1 d . . .
H29 H 0.1079 0.4576 -0.0379 0.021 Uiso 1 1 calc R . .
C30 C -0.1274(3) 0.46286(12) -0.1626(3) 0.0176(6) Uani 1 1 d . . .
C31 C -0.2008(3) 0.48697(14) -0.2886(3) 0.0227(6) Uani 1 1 d . . .
H31 H -0.1560 0.5225 -0.3163 0.027 Uiso 1 1 calc R . .
C32 C -0.3403(4) 0.45968(15) -0.3761(3) 0.0276(7) Uani 1 1 d . . .
H32 H -0.3905 0.4769 -0.4626 0.033 Uiso 1 1 calc R . .
C33 C -0.4050(4) 0.40809(14) -0.3371(3) 0.0260(7) Uani 1 1 d . . .
H33 H -0.4997 0.3894 -0.3965 0.031 Uiso 1 1 calc R . .
C34 C -0.3314(4) 0.38344(16) -0.2110(3) 0.0351(8) Uani 1 1 d . . .
H34 H -0.3751 0.3474 -0.1841 0.042 Uiso 1 1 calc R . .
C35 C -0.1950(4) 0.41082(15) -0.1244(3) 0.0323(8) Uani 1 1 d . . .
H35 H -0.1464 0.3940 -0.0374 0.039 Uiso 1 1 calc R . .
C36 C -0.0125(3) 0.50680(12) 0.0647(3) 0.0155(6) Uani 1 1 d . . .
C37 C 0.5598(5) 0.3278(2) 0.2825(5) 0.0729(14) Uani 1 1 d U . .
H37A H 0.5772 0.2897 0.2378 0.109 Uiso 1 1 calc R . .
H37B H 0.5278 0.3157 0.3569 0.109 Uiso 1 1 calc R . .
H37C H 0.6584 0.3525 0.3159 0.109 Uiso 1 1 calc R . .
C38 C 0.4323(4) 0.36678(16) 0.1865(5) 0.0525(11) Uani 1 1 d U . .
C39 C 0.4576(6) 0.3872(3) 0.0640(6) 0.0916(18) Uani 1 1 d U . .
H39A H 0.5353 0.4217 0.0853 0.137 Uiso 1 1 calc R . .
H39B H 0.3567 0.4019 -0.0015 0.137 Uiso 1 1 calc R . .
H39C H 0.4975 0.3515 0.0272 0.137 Uiso 1 1 calc R . .
C40 C 0.8065(4) 0.69855(19) 0.1914(3) 0.0424(9) Uani 1 1 d . . .
H40A H 0.7387 0.7100 0.2414 0.064 Uiso 1 1 calc R . .
H40B H 0.8025 0.6527 0.1776 0.064 Uiso 1 1 calc R . .
H40C H 0.7685 0.7201 0.1051 0.064 Uiso 1 1 calc R . .
C41 C 0.9723(4) 0.71801(16) 0.2673(3) 0.0310(8) Uani 1 1 d . . .
C42 C 1.0120(6) 0.78619(19) 0.2615(5) 0.0620(12) Uani 1 1 d . . .
H42A H 1.0123 0.7962 0.1729 0.093 Uiso 1 1 calc R . .
H42B H 1.1173 0.7948 0.3282 0.093 Uiso 1 1 calc R . .
H42C H 0.9325 0.8123 0.2797 0.093 Uiso 1 1 calc R . .
N1 N 0.2646(3) 0.56005(11) 0.3873(2) 0.0191(5) Uani 1 1 d . . .
H1A H 0.2230 0.5948 0.4056 0.023 Uiso 1 1 calc R . .
N2 N 0.4055(3) 0.63080(11) 0.1594(2) 0.0167(5) Uani 1 1 d . . .
H2C H 0.468(4) 0.5995(15) 0.154(3) 0.020 Uiso 1 1 d . . .
N3 N 0.0821(3) 0.54446(11) -0.1178(2) 0.0165(5) Uani 1 1 d . . .
H3C H 0.010(4) 0.5743(14) -0.139(3) 0.020 Uiso 1 1 d . . .
N4 N 0.0746(3) 0.47662(10) 0.1762(2) 0.0171(5) Uani 1 1 d . . .
H4 H 0.1514 0.4516 0.1735 0.021 Uiso 1 1 calc R . .
O1 O 0.4516(2) 0.52026(9) 0.31378(19) 0.0227(5) Uani 1 1 d . . .
O2 O 0.3971(2) 0.73501(9) 0.02299(19) 0.0239(5) Uani 1 1 d . . .
H2 H 0.4372 0.7017 0.0637 0.036 Uiso 1 1 calc R . .
O3 O 0.5648(2) 0.54577(10) 0.01005(19) 0.0247(5) Uani 1 1 d . . .
H3 H 0.6619 0.5444 0.0215 0.037 Uiso 1 1 calc R . .
O4 O -0.1175(2) 0.54529(9) 0.05935(18) 0.0199(4) Uani 1 1 d . . .
O5 O 0.3128(3) 0.37998(11) 0.2084(4) 0.0674(9) Uani 1 1 d . . .
O6 O 1.0730(3) 0.68053(13) 0.3312(2) 0.0458(6) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N4 1.465(3) . ?
C1 C2 1.527(4) . ?
C1 C6 1.536(4) . ?
C1 H1 1.0000 . ?
C2 C3 1.530(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.525(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.523(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.529(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.456(3) . ?
C6 H6 1.0000 . ?
C7 O1 1.227(3) . ?
C7 N1 1.342(3) . ?
C7 C8 1.537(4) . ?
C8 N2 1.475(3) . ?
C8 C9 1.512(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.388(4) . ?
C9 C14 1.393(4) . ?
C10 C11 1.380(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.378(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 N2 1.486(3) . ?
C15 C16 1.518(4) . ?
C15 C22 1.558(4) . ?
C15 H15 1.0000 . ?
C16 C21 1.393(4) . ?
C16 C17 1.404(4) . ?
C17 O2 1.361(3) . ?
C17 C18 1.397(4) . ?
C18 C19 1.377(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.386(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 N3 1.468(3) . ?
C22 C23 1.517(4) . ?
C22 H22 1.0000 . ?
C23 C28 1.390(4) . ?
C23 C24 1.401(4) . ?
C24 O3 1.371(3) . ?
C24 C25 1.387(4) . ?
C25 C26 1.388(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.384(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 N3 1.461(3) . ?
C29 C30 1.529(4) . ?
C29 C36 1.551(4) . ?
C29 H29 1.0000 . ?
C30 C31 1.377(4) . ?
C30 C35 1.390(4) . ?
C31 C32 1.397(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.372(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.383(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.376(4) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 O4 1.235(3) . ?
C36 N4 1.338(3) . ?
C37 C38 1.488(6) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 O5 1.216(4) . ?
C38 C39 1.484(7) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.482(5) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 O6 1.216(4) . ?
C41 C42 1.492(5) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
N1 H1A 0.8800 . ?
N2 H2C 0.89(3) . ?
N3 H3C 0.88(3) . ?
N4 H4 0.8800 . ?
O2 H2 0.8400 . ?
O3 H3 0.8400 . ?

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
N4 C1 C2 110.4(2) . . ?
N4 C1 C6 110.3(2) . . ?
C2 C1 C6 110.7(2) . . ?
N4 C1 H1 108.4 . . ?
C2 C1 H1 108.4 . . ?
C6 C1 H1 108.4 . . ?
C1 C2 C3 111.9(2) . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C2 110.1(2) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.2 . . ?
C5 C4 C3 110.9(2) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 111.9(2) . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
N1 C6 C5 110.1(2) . . ?
N1 C6 C1 109.7(2) . . ?
C5 C6 C1 111.6(2) . . ?
N1 C6 H6 108.5 . . ?
C5 C6 H6 108.5 . . ?
C1 C6 H6 108.5 . . ?
O1 C7 N1 123.9(3) . . ?
O1 C7 C8 120.5(2) . . ?
N1 C7 C8 115.6(2) . . ?
N2 C8 C9 111.1(2) . . ?
N2 C8 C7 107.5(2) . . ?
C9 C8 C7 113.0(2) . . ?
N2 C8 H8 108.4 . . ?
C9 C8 H8 108.4 . . ?
C7 C8 H8 108.4 . . ?
C10 C9 C14 118.5(3) . . ?
C10 C9 C8 122.2(2) . . ?
C14 C9 C8 119.3(3) . . ?
C11 C10 C9 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.9(3) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 120.4(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C9 120.7(3) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
N2 C15 C16 111.3(2) . . ?
N2 C15 C22 110.2(2) . . ?
C16 C15 C22 112.9(2) . . ?
N2 C15 H15 107.4 . . ?
C16 C15 H15 107.4 . . ?
C22 C15 H15 107.4 . . ?
C21 C16 C17 118.4(3) . . ?
C21 C16 C15 118.9(2) . . ?
C17 C16 C15 122.6(2) . . ?
O2 C17 C18 117.4(2) . . ?
O2 C17 C16 123.0(2) . . ?
C18 C17 C16 119.6(3) . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.5(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 118.9(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C16 121.9(3) . . ?
C20 C21 H21 119.1 . . ?
C16 C21 H21 119.1 . . ?
N3 C22 C23 111.0(2) . . ?
N3 C22 C15 113.4(2) . . ?
C23 C22 C15 111.0(2) . . ?
N3 C22 H22 107.0 . . ?
C23 C22 H22 107.0 . . ?
C15 C22 H22 107.0 . . ?
C28 C23 C24 117.9(2) . . ?
C28 C23 C22 121.2(2) . . ?
C24 C23 C22 120.9(2) . . ?
O3 C24 C25 121.9(2) . . ?
O3 C24 C23 117.4(2) . . ?
C25 C24 C23 120.6(2) . . ?
C24 C25 C26 120.2(3) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 119.9(3) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 119.4(3) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
C27 C28 C23 121.9(3) . . ?
C27 C28 H28 119.1 . . ?
C23 C28 H28 119.1 . . ?
N3 C29 C30 111.7(2) . . ?
N3 C29 C36 114.8(2) . . ?
C30 C29 C36 106.8(2) . . ?
N3 C29 H29 107.7 . . ?
C30 C29 H29 107.7 . . ?
C36 C29 H29 107.7 . . ?
C31 C30 C35 118.6(3) . . ?
C31 C30 C29 123.0(2) . . ?
C35 C30 C29 118.3(2) . . ?
C30 C31 C32 120.6(3) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C33 C32 C31 120.0(3) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 119.6(3) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C35 C34 C33 120.3(3) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C30 120.8(3) . . ?
C34 C35 H35 119.6 . . ?
C30 C35 H35 119.6 . . ?
O4 C36 N4 123.3(2) . . ?
O4 C36 C29 120.1(2) . . ?
N4 C36 C29 116.5(2) . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C38 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O5 C38 C39 122.5(4) . . ?
O5 C38 C37 120.6(4) . . ?
C39 C38 C37 116.9(4) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
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 . . ?
O6 C41 C40 122.1(3) . . ?
O6 C41 C42 120.8(4) . . ?
C40 C41 C42 117.1(3) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C7 N1 C6 123.1(2) . . ?
C7 N1 H1A 118.5 . . ?
C6 N1 H1A 118.5 . . ?
C8 N2 C15 109.7(2) . . ?
C8 N2 H2C 107.5(19) . . ?
C15 N2 H2C 109.3(19) . . ?
C29 N3 C22 116.4(2) . . ?
C29 N3 H3C 108.4(19) . . ?
C22 N3 H3C 112.6(19) . . ?
C36 N4 C1 123.8(2) . . ?
C36 N4 H4 118.1 . . ?
C1 N4 H4 118.1 . . ?
C17 O2 H2 109.5 . . ?
C24 O3 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.036
####################################################################### 
# 
# 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_121204a_0m
_database_code_depnum_ccdc_archive 'CCDC 1007045'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H36 Cl2 N4 O4'
_chemical_formula_weight         659.59
_chemical_absolute_configuration rmad

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           Monoclinic
_symmetry_space_group_name_H-M   C2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   37.839(4)
_cell_length_b                   25.190(2)
_cell_length_c                   13.6300(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.307(2)
_cell_angle_gamma                90.00
_cell_volume                     12739(2)
_cell_formula_units_Z            12
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    6963
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      22.86

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.032
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4152
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9150
_exptl_absorpt_correction_T_max  0.9687
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17687
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0857
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_max         25.25
_reflns_number_total             17687
_reflns_number_gt                12936
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1113P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.04(6)
_refine_ls_number_reflns         17687
_refine_ls_number_parameters     1280
_refine_ls_number_restraints     289
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.1865
_refine_ls_wR_factor_gt          0.1739
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.014 0.189 -0.266 1948 352 ' '
2 -0.011 0.689 -0.021 1948 352 ' '
3 0.300 0.074 0.473 17 1 ' '
4 0.800 0.574 0.473 17 1 ' '
5 0.200 0.574 0.527 17 1 ' '
6 0.700 0.074 0.527 17 1 ' '
_platon_squeeze_details          
;
;


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
C1 C 0.24972(12) 1.0975(2) 0.7909(4) 0.0467(11) Uani 1 1 d . . .
H1 H 0.2229 1.1018 0.7740 0.056 Uiso 1 1 calc R . .
C2 C 0.26449(14) 1.1445(2) 0.8487(4) 0.0544(13) Uani 1 1 d . . .
H2A H 0.2911 1.1418 0.8660 0.065 Uiso 1 1 calc R . .
H2B H 0.2553 1.1460 0.9118 0.065 Uiso 1 1 calc R . .
C3 C 0.25362(17) 1.1960(2) 0.7873(4) 0.0662(15) Uani 1 1 d . . .
H3A H 0.2271 1.2001 0.7745 0.079 Uiso 1 1 calc R . .
H3B H 0.2645 1.2271 0.8262 0.079 Uiso 1 1 calc R . .
C4 C 0.26642(16) 1.1936(2) 0.6880(4) 0.0634(15) Uani 1 1 d . . .
H4A H 0.2931 1.1937 0.7008 0.076 Uiso 1 1 calc R . .
H4B H 0.2578 1.2254 0.6477 0.076 Uiso 1 1 calc R . .
C5 C 0.25225(15) 1.1434(2) 0.6290(4) 0.0596(14) Uani 1 1 d . . .
H5A H 0.2622 1.1415 0.5671 0.071 Uiso 1 1 calc R . .
H5B H 0.2257 1.1452 0.6095 0.071 Uiso 1 1 calc R . .
C6 C 0.26305(13) 1.09308(19) 0.6922(3) 0.0451(11) Uani 1 1 d . . .
H6 H 0.2900 1.0918 0.7089 0.054 Uiso 1 1 calc R . .
C7 C 0.27120(10) 1.00272(19) 0.6370(3) 0.0371(10) Uani 1 1 d . . .
C8 C 0.25574(11) 0.95740(19) 0.5691(3) 0.0390(10) Uani 1 1 d . . .
H8 H 0.2297 0.9641 0.5411 0.047 Uiso 1 1 calc R . .
C9 C 0.27641(12) 0.9535(2) 0.4854(3) 0.0426(11) Uani 1 1 d . . .
C10 C 0.26024(14) 0.9669(3) 0.3885(3) 0.0579(14) Uani 1 1 d . . .
H10 H 0.2357 0.9777 0.3753 0.070 Uiso 1 1 calc R . .
C11 C 0.27862(15) 0.9649(3) 0.3101(4) 0.0656(16) Uani 1 1 d . . .
H11 H 0.2670 0.9752 0.2447 0.079 Uiso 1 1 calc R . .
C12 C 0.31410(16) 0.9478(4) 0.3281(4) 0.089(2) Uani 1 1 d . . .
H12 H 0.3265 0.9435 0.2743 0.106 Uiso 1 1 calc R . .
C13 C 0.33086(16) 0.9373(3) 0.4228(4) 0.079(2) Uani 1 1 d . . .
H13 H 0.3557 0.9281 0.4361 0.094 Uiso 1 1 calc R . .
C14 C 0.31275(15) 0.9398(3) 0.4999(4) 0.0681(17) Uani 1 1 d . . .
H14 H 0.3253 0.9319 0.5657 0.082 Uiso 1 1 calc R . .
C15 C 0.23388(11) 0.9046(2) 0.6996(3) 0.0401(11) Uani 1 1 d . . .
H15 H 0.2195 0.9382 0.6933 0.048 Uiso 1 1 calc R . .
C16 C 0.20790(12) 0.8592(2) 0.6798(3) 0.0419(11) Uani 1 1 d . . .
C17 C 0.21396(14) 0.8148(2) 0.6259(3) 0.0485(12) Uani 1 1 d . . .
H17 H 0.2361 0.8117 0.6033 0.058 Uiso 1 1 calc R . .
C18 C 0.18874(15) 0.7746(2) 0.6039(4) 0.0563(14) Uani 1 1 d . . .
C19 C 0.15633(15) 0.7784(2) 0.6341(4) 0.0602(14) Uani 1 1 d . . .
H19 H 0.1385 0.7518 0.6155 0.072 Uiso 1 1 calc R . .
C20 C 0.14979(14) 0.8213(2) 0.6920(4) 0.0523(12) Uani 1 1 d . . .
H20 H 0.1278 0.8233 0.7154 0.063 Uiso 1 1 calc R . .
C21 C 0.17528(12) 0.8611(2) 0.7155(3) 0.0436(11) Uani 1 1 d . . .
C22 C 0.25789(11) 0.9034(2) 0.8075(3) 0.0373(10) Uani 1 1 d . . .
H22 H 0.2760 0.9326 0.8111 0.045 Uiso 1 1 calc R . .
C23 C 0.27815(11) 0.85317(18) 0.8274(3) 0.0343(9) Uani 1 1 d . . .
C24 C 0.26453(12) 0.8083(2) 0.8715(3) 0.0457(12) Uani 1 1 d . . .
H24 H 0.2411 0.8097 0.8867 0.055 Uiso 1 1 calc R . .
C25 C 0.28464(14) 0.7638(2) 0.8921(4) 0.0513(12) Uani 1 1 d . . .
C26 C 0.31948(14) 0.7606(2) 0.8757(3) 0.0476(12) Uani 1 1 d . . .
H26 H 0.3339 0.7302 0.8960 0.057 Uiso 1 1 calc R . .
C27 C 0.33273(12) 0.80238(19) 0.8297(3) 0.0422(11) Uani 1 1 d . . .
H27 H 0.3563 0.8001 0.8155 0.051 Uiso 1 1 calc R . .
C28 C 0.31278(10) 0.84736(19) 0.8035(3) 0.0346(10) Uani 1 1 d . . .
C29 C 0.24438(11) 0.9669(2) 0.9323(3) 0.0401(11) Uani 1 1 d . . .
H29 H 0.2709 0.9685 0.9597 0.048 Uiso 1 1 calc R . .
C30 C 0.22319(13) 0.9785(2) 1.0158(3) 0.0489(13) Uani 1 1 d . . .
C31 C 0.19638(15) 0.9466(3) 1.0324(4) 0.0664(16) Uani 1 1 d . . .
H31 H 0.1906 0.9152 0.9938 0.080 Uiso 1 1 calc R . .
C32 C 0.17647(16) 0.9602(4) 1.1090(4) 0.081(2) Uani 1 1 d . . .
H32 H 0.1585 0.9369 1.1243 0.097 Uiso 1 1 calc R . .
C33 C 0.18396(17) 1.0075(3) 1.1596(4) 0.0725(18) Uani 1 1 d . . .
H33 H 0.1705 1.0178 1.2083 0.087 Uiso 1 1 calc R . .
C34 C 0.21011(19) 1.0388(3) 1.1400(4) 0.0756(18) Uani 1 1 d . . .
H34 H 0.2149 1.0713 1.1757 0.091 Uiso 1 1 calc R . .
C35 C 0.23045(17) 1.0258(2) 1.0699(4) 0.0636(15) Uani 1 1 d . . .
H35 H 0.2492 1.0487 1.0584 0.076 Uiso 1 1 calc R . .
C36 C 0.23342(11) 1.01085(19) 0.8545(3) 0.0374(10) Uani 1 1 d . . .
C37 C 0.36864(14) 1.0690(2) -0.1913(4) 0.0666(17) Uani 1 1 d . B .
H37 H 0.3430 1.0572 -0.2092 0.080 Uiso 1 1 calc R . .
C38 C 0.37084(17) 1.1266(3) -0.2285(6) 0.083(2) Uani 1 1 d . . .
H38A H 0.3541 1.1492 -0.1994 0.100 Uiso 1 1 calc R . .
H38B H 0.3956 1.1403 -0.2052 0.100 Uiso 1 1 calc R . .
C39 C 0.36123(19) 1.1299(3) -0.3417(6) 0.095(3) Uani 1 1 d . . .
H39A H 0.3640 1.1671 -0.3625 0.114 Uiso 1 1 calc R . .
H39B H 0.3356 1.1198 -0.3643 0.114 Uiso 1 1 calc R . .
C40 C 0.38493(19) 1.0937(4) -0.3932(7) 0.126(4) Uani 1 1 d . . .
H40A H 0.3771 1.0964 -0.4668 0.151 Uiso 1 1 calc R . .
H40B H 0.4103 1.1055 -0.3755 0.151 Uiso 1 1 calc R . .
C41 C 0.38221(16) 1.0372(3) -0.3616(5) 0.0754(19) Uani 1 1 d . . .
H41A H 0.3991 1.0150 -0.3908 0.091 Uiso 1 1 calc R . .
H41B H 0.3575 1.0239 -0.3869 0.091 Uiso 1 1 calc R . .
C42 C 0.39137(12) 1.0325(2) -0.2449(4) 0.0546(14) Uani 1 1 d . . .
H42 H 0.4171 1.0436 -0.2229 0.066 Uiso 1 1 calc R . .
C43 C 0.41701(12) 0.9489(2) -0.1697(3) 0.0443(11) Uani 1 1 d . . .
C44 C 0.41024(11) 0.89462(19) -0.1283(3) 0.0394(10) Uani 1 1 d . . .
H44 H 0.3838 0.8868 -0.1457 0.047 Uiso 1 1 calc R . .
C45 C 0.43034(13) 0.8523(2) -0.1751(3) 0.0463(11) Uani 1 1 d . . .
C46 C 0.41713(16) 0.8362(2) -0.2720(4) 0.0558(13) Uani 1 1 d . . .
H46 H 0.3956 0.8514 -0.3086 0.067 Uiso 1 1 calc R . .
C47 C 0.4349(2) 0.7985(3) -0.3158(5) 0.0699(17) Uani 1 1 d . . .
H47 H 0.4253 0.7875 -0.3823 0.084 Uiso 1 1 calc R . .
C48 C 0.4660(2) 0.7766(3) -0.2658(5) 0.0773(19) Uani 1 1 d . . .
H48 H 0.4779 0.7502 -0.2969 0.093 Uiso 1 1 calc R . .
C49 C 0.48000(19) 0.7927(3) -0.1714(6) 0.0796(19) Uani 1 1 d . . .
H49 H 0.5022 0.7783 -0.1370 0.096 Uiso 1 1 calc R . .
C50 C 0.46228(16) 0.8293(2) -0.1257(4) 0.0652(15) Uani 1 1 d . . .
H50 H 0.4719 0.8393 -0.0586 0.078 Uiso 1 1 calc R . .
C51 C 0.39266(10) 0.91976(17) 0.0279(3) 0.0353(10) Uani 1 1 d . . .
H51 H 0.3752 0.9386 -0.0254 0.042 Uiso 1 1 calc R . .
C52 C 0.37203(12) 0.87604(19) 0.0690(3) 0.0395(10) Uani 1 1 d . . .
C53 C 0.33513(12) 0.8850(2) 0.0731(3) 0.0425(11) Uani 1 1 d . . .
H53 H 0.3240 0.9174 0.0487 0.051 Uiso 1 1 calc R . .
C54 C 0.31523(14) 0.8468(2) 0.1126(3) 0.0524(13) Uani 1 1 d . . .
C55 C 0.33013(16) 0.7998(2) 0.1479(4) 0.0598(14) Uani 1 1 d . . .
H55 H 0.3162 0.7743 0.1751 0.072 Uiso 1 1 calc R . .
C56 C 0.36468(17) 0.7896(2) 0.1441(4) 0.0625(15) Uani 1 1 d . . .
H56 H 0.3748 0.7567 0.1696 0.075 Uiso 1 1 calc R . .
C57 C 0.38679(13) 0.8263(2) 0.1031(4) 0.0569(14) Uani 1 1 d . . .
C58 C 0.40929(11) 0.96205(19) 0.1072(3) 0.0402(10) Uani 1 1 d . . .
H58 H 0.4246 0.9861 0.0747 0.048 Uiso 1 1 calc R . .
C59 C 0.43364(12) 0.9371(2) 0.1972(3) 0.0438(11) Uani 1 1 d . . .
C60 C 0.42025(13) 0.9207(3) 0.2804(4) 0.0600(15) Uani 1 1 d . . .
H60 H 0.3954 0.9237 0.2822 0.072 Uiso 1 1 calc R . .
C61 C 0.44437(15) 0.9002(3) 0.3596(4) 0.082(2) Uani 1 1 d . . .
C62 C 0.47947(15) 0.8944(4) 0.3624(4) 0.098(3) Uani 1 1 d . . .
H62 H 0.4947 0.8801 0.4202 0.117 Uiso 1 1 calc R . .
C63 C 0.49374(13) 0.9093(3) 0.2802(3) 0.0675(18) Uani 1 1 d . . .
H63 H 0.5187 0.9049 0.2800 0.081 Uiso 1 1 calc R . .
C64 C 0.47045(12) 0.9309(2) 0.1979(3) 0.0463(11) Uani 1 1 d . . .
C65 C 0.37682(12) 1.0467(2) 0.0902(4) 0.0515(13) Uani 1 1 d . . .
H65 H 0.4015 1.0621 0.0965 0.062 Uiso 1 1 calc R A 1
C66A C 0.3555(3) 1.0852(4) 0.1264(8) 0.057(4) Uani 0.444(11) 1 d PGU B 1
C67A C 0.3252(3) 1.0679(3) 0.1607(8) 0.066(3) Uani 0.444(11) 1 d PGU B 1
H67A H 0.3184 1.0316 0.1546 0.079 Uiso 0.444(11) 1 calc PR B 1
C68A C 0.3049(2) 1.1038(4) 0.2039(8) 0.071(3) Uani 0.444(11) 1 d PGU B 1
H68A H 0.2842 1.0920 0.2274 0.085 Uiso 0.444(11) 1 calc PR B 1
C69A C 0.3148(3) 1.1570(4) 0.2129(8) 0.077(4) Uani 0.444(11) 1 d PGU B 1
H69A H 0.3009 1.1815 0.2424 0.093 Uiso 0.444(11) 1 calc PR B 1
C70A C 0.3451(3) 1.1743(3) 0.1786(9) 0.091(4) Uani 0.444(11) 1 d PGU B 1
H70A H 0.3519 1.2106 0.1847 0.110 Uiso 0.444(11) 1 calc PR B 1
C71A C 0.3654(3) 1.1384(4) 0.1353(9) 0.088(4) Uani 0.444(11) 1 d PGU B 1
H71A H 0.3861 1.1502 0.1119 0.105 Uiso 0.444(11) 1 calc PR B 1
C66B C 0.3515(2) 1.0826(3) 0.1444(7) 0.054(3) Uani 0.556(11) 1 d PGU B 2
C67B C 0.3383(3) 1.0661(3) 0.2276(7) 0.091(3) Uani 0.556(11) 1 d PGU B 2
H67B H 0.3446 1.0321 0.2560 0.110 Uiso 0.556(11) 1 calc PR B 2
C68B C 0.3158(3) 1.0993(4) 0.2692(7) 0.104(4) Uani 0.556(11) 1 d PGU B 2
H68B H 0.3068 1.0880 0.3261 0.125 Uiso 0.556(11) 1 calc PR B 2
C69B C 0.3066(3) 1.1490(4) 0.2277(7) 0.091(4) Uani 0.556(11) 1 d PGU B 2
H69B H 0.2913 1.1717 0.2561 0.110 Uiso 0.556(11) 1 calc PR B 2
C70B C 0.3199(3) 1.1655(3) 0.1444(7) 0.096(4) Uani 0.556(11) 1 d PGU B 2
H70B H 0.3136 1.1994 0.1160 0.116 Uiso 0.556(11) 1 calc PR B 2
C71B C 0.3423(3) 1.1322(4) 0.1028(6) 0.093(4) Uani 0.556(11) 1 d PGU B 2
H71B H 0.3513 1.1435 0.0459 0.112 Uiso 0.556(11) 1 calc PR B 2
C72 C 0.36075(12) 1.0424(2) -0.0226(4) 0.0461(11) Uani 1 1 d . B .
C73 C 0.11656(12) 1.0563(2) 0.7811(3) 0.0454(12) Uani 1 1 d . . .
H73 H 0.0919 1.0722 0.7686 0.055 Uiso 1 1 calc R . .
C74 C 0.13058(13) 1.0545(2) 0.8952(3) 0.0512(13) Uani 1 1 d . . .
H74A H 0.1135 1.0340 0.9270 0.061 Uiso 1 1 calc R . .
H74B H 0.1542 1.0362 0.9096 0.061 Uiso 1 1 calc R . .
C75 C 0.13475(15) 1.1099(3) 0.9397(4) 0.0653(16) Uani 1 1 d . . .
H75A H 0.1451 1.1074 1.0121 0.078 Uiso 1 1 calc R . .
H75B H 0.1107 1.1267 0.9321 0.078 Uiso 1 1 calc R . .
C76 C 0.15947(14) 1.1452(2) 0.8884(4) 0.0584(13) Uani 1 1 d . . .
H76A H 0.1605 1.1816 0.9164 0.070 Uiso 1 1 calc R . .
H76B H 0.1842 1.1306 0.9016 0.070 Uiso 1 1 calc R . .
C77 C 0.14513(14) 1.1472(2) 0.7774(3) 0.0506(12) Uani 1 1 d . . .
H77A H 0.1618 1.1683 0.7452 0.061 Uiso 1 1 calc R . .
H77B H 0.1215 1.1654 0.7646 0.061 Uiso 1 1 calc R . .
C78 C 0.14076(13) 1.09193(19) 0.7300(3) 0.0431(11) Uani 1 1 d . . .
H78 H 0.1652 1.0752 0.7413 0.052 Uiso 1 1 calc R . .
C79 C 0.14418(11) 1.07188(18) 0.5551(3) 0.0359(10) Uani 1 1 d . . .
C80 C 0.12792(11) 1.08333(19) 0.4454(3) 0.0408(11) Uani 1 1 d . . .
H80 H 0.1046 1.1026 0.4415 0.049 Uiso 1 1 calc R . .
C81 C 0.15427(13) 1.1192(2) 0.4055(3) 0.0471(12) Uani 1 1 d . . .
C82 C 0.14755(17) 1.1733(3) 0.3984(4) 0.0710(17) Uani 1 1 d . . .
H82 H 0.1265 1.1880 0.4158 0.085 Uiso 1 1 calc R . .
C83 C 0.1729(3) 1.2055(4) 0.3647(6) 0.101(3) Uani 1 1 d . . .
H83 H 0.1678 1.2422 0.3545 0.121 Uiso 1 1 calc R . .
C84 C 0.2036(2) 1.1870(4) 0.3464(5) 0.092(3) Uani 1 1 d . . .
H84 H 0.2206 1.2105 0.3268 0.110 Uiso 1 1 calc R . .
C85 C 0.21069(17) 1.1352(4) 0.3556(4) 0.0706(19) Uani 1 1 d . . .
H85 H 0.2327 1.1221 0.3415 0.085 Uiso 1 1 calc R . .
C86 C 0.18637(14) 1.0997(3) 0.3857(4) 0.0634(16) Uani 1 1 d . . .
H86 H 0.1918 1.0629 0.3924 0.076 Uiso 1 1 calc R . .
C87 C 0.09065(10) 1.0025(2) 0.4086(3) 0.0408(11) Uani 1 1 d . . .
H87 H 0.0766 1.0256 0.4467 0.049 Uiso 1 1 calc R . .
C88 C 0.06579(11) 0.9861(2) 0.3135(3) 0.0426(11) Uani 1 1 d . . .
C89 C 0.07914(12) 0.9697(2) 0.2308(3) 0.0472(12) Uani 1 1 d . . .
H89 H 0.1044 0.9701 0.2334 0.057 Uiso 1 1 calc R . .
C90 C 0.05640(15) 0.9529(3) 0.1448(4) 0.0649(16) Uani 1 1 d . . .
C91 C 0.01940(16) 0.9510(4) 0.1420(4) 0.090(2) Uani 1 1 d . . .
H91 H 0.0036 0.9374 0.0846 0.108 Uiso 1 1 calc R . .
C92 C 0.00566(15) 0.9690(3) 0.2227(4) 0.076(2) Uani 1 1 d . . .
H92 H -0.0197 0.9695 0.2188 0.091 Uiso 1 1 calc R . .
C93 C 0.02818(12) 0.9861(2) 0.3087(3) 0.0496(13) Uani 1 1 d . . .
C94 C 0.10468(11) 0.9543(2) 0.4765(3) 0.0438(11) Uani 1 1 d . . .
H94 H 0.1244 0.9675 0.5309 0.053 Uiso 1 1 calc R . .
C95 C 0.12001(13) 0.9082(2) 0.4253(3) 0.0509(13) Uani 1 1 d . . .
C96 C 0.10246(18) 0.8612(2) 0.4099(6) 0.0799(19) Uani 1 1 d . . .
H96 H 0.0799 0.8565 0.4298 0.096 Uiso 1 1 calc R . .
C97 C 0.1172(2) 0.8207(3) 0.3659(8) 0.106(3) Uani 1 1 d . . .
C98 C 0.1504(3) 0.8232(4) 0.3412(7) 0.121(3) Uani 1 1 d . . .
H98 H 0.1606 0.7931 0.3149 0.145 Uiso 1 1 calc R . .
C99 C 0.16822(17) 0.8693(3) 0.3553(5) 0.0739(18) Uani 1 1 d . . .
H99 H 0.1911 0.8721 0.3371 0.089 Uiso 1 1 calc R . .
C100 C 0.15392(14) 0.9137(3) 0.3961(4) 0.0578(14) Uani 1 1 d . . .
C101 C 0.08543(11) 0.9309(2) 0.6335(3) 0.0411(11) Uani 1 1 d . . .
H101 H 0.1107 0.9173 0.6512 0.049 Uiso 1 1 calc R . .
C102 C 0.06126(12) 0.8939(2) 0.6777(3) 0.0434(11) Uani 1 1 d . . .
C103 C 0.03049(15) 0.8722(3) 0.6212(4) 0.0669(16) Uani 1 1 d . . .
H103 H 0.0241 0.8798 0.5517 0.080 Uiso 1 1 calc R . .
C104 C 0.00873(18) 0.8390(3) 0.6664(5) 0.082(2) Uani 1 1 d . . .
H104 H -0.0118 0.8230 0.6260 0.099 Uiso 1 1 calc R . .
C105 C 0.01607(18) 0.8289(3) 0.7666(5) 0.081(2) Uani 1 1 d . . .
H105 H -0.0001 0.8084 0.7965 0.097 Uiso 1 1 calc R . .
C106 C 0.04817(18) 0.8495(3) 0.8252(4) 0.0701(17) Uani 1 1 d . . .
H106 H 0.0547 0.8411 0.8944 0.084 Uiso 1 1 calc R . .
C107 C 0.07034(15) 0.8825(2) 0.7795(3) 0.0565(13) Uani 1 1 d . . .
H107 H 0.0917 0.8971 0.8186 0.068 Uiso 1 1 calc R . .
C108 C 0.08438(11) 0.98601(19) 0.6780(3) 0.0389(10) Uani 1 1 d . . .
Cl1 Cl 0.19717(5) 0.72128(6) 0.53110(12) 0.0766(4) Uani 1 1 d U . .
Cl2 Cl 0.26683(4) 0.71037(7) 0.94714(14) 0.0853(5) Uani 1 1 d U . .
Cl3 Cl 0.26954(3) 0.86055(7) 0.11646(9) 0.0633(4) Uani 1 1 d U . .
Cl4 Cl 0.42728(5) 0.88157(14) 0.46718(14) 0.1406(12) Uani 1 1 d U . .
Cl5 Cl 0.09209(10) 0.76010(11) 0.3525(4) 0.2099(19) Uani 1 1 d U . .
Cl6 Cl 0.07346(5) 0.93380(9) 0.04118(10) 0.0933(6) Uani 1 1 d U . .
N1 N 0.25090(9) 1.04582(17) 0.6358(2) 0.0409(9) Uani 1 1 d . . .
H1A H 0.2290 1.0455 0.5990 0.049 Uiso 1 1 calc R . .
N2 N 0.25985(10) 0.90842(17) 0.6288(2) 0.0445(10) Uani 1 1 d . . .
H2 H 0.2759 0.8838 0.6238 0.053 Uiso 1 1 calc R . .
N3 N 0.23492(9) 0.91556(15) 0.8844(2) 0.0388(9) Uani 1 1 d . . .
H3 H 0.2181 0.8944 0.8983 0.047 Uiso 1 1 calc R . .
N4 N 0.25753(10) 1.04870(17) 0.8513(3) 0.0420(9) Uani 1 1 d . . .
H4 H 0.2794 1.0445 0.8870 0.050 Uiso 1 1 calc R . .
N5 N 0.38881(10) 0.97864(18) -0.2131(3) 0.0527(11) Uani 1 1 d . . .
H5 H 0.3673 0.9641 -0.2226 0.063 Uiso 1 1 calc R . .
N6 N 0.42118(9) 0.89729(17) -0.0196(3) 0.0431(9) Uani 1 1 d . . .
H6A H 0.4423 0.8867 0.0137 0.052 Uiso 1 1 calc R . .
N7 N 0.38100(10) 0.99463(16) 0.1360(3) 0.0440(9) Uani 1 1 d . B .
H7 H 0.3676 0.9835 0.1779 0.053 Uiso 1 1 calc R . .
N8 N 0.37985(11) 1.06633(18) -0.0840(4) 0.0606(12) Uani 1 1 d . . .
H8A H 0.4005 1.0813 -0.0569 0.073 Uiso 1 1 calc R B .
N9 N 0.12767(9) 1.09484(16) 0.6221(3) 0.0420(9) Uani 1 1 d . . .
H9 H 0.1077 1.1128 0.5998 0.050 Uiso 1 1 calc R . .
N10 N 0.12145(9) 1.03510(17) 0.3861(2) 0.0426(9) Uani 1 1 d . . .
H10A H 0.1343 1.0259 0.3415 0.051 Uiso 1 1 calc R . .
N11 N 0.07538(9) 0.93514(17) 0.5243(3) 0.0441(9) Uani 1 1 d . . .
H11A H 0.0538 0.9270 0.4904 0.053 Uiso 1 1 calc R . .
N12 N 0.11387(9) 1.00420(17) 0.7384(3) 0.0419(9) Uani 1 1 d . . .
H12A H 0.1327 0.9831 0.7529 0.050 Uiso 1 1 calc R . .
O1 O 0.30162(7) 0.99906(15) 0.6906(2) 0.0504(9) Uani 1 1 d . . .
O2 O 0.16683(8) 0.90273(14) 0.7714(2) 0.0459(8) Uani 1 1 d . . .
H2C H 0.1858 0.9155 0.8056 0.069 Uiso 1 1 calc R . .
O3 O 0.32705(7) 0.88844(13) 0.7555(2) 0.0406(7) Uani 1 1 d . . .
H3C H 0.3104 0.9088 0.7284 0.061 Uiso 1 1 calc R . .
O4 O 0.20240(7) 1.00951(13) 0.8038(2) 0.0415(7) Uani 1 1 d . . .
O5 O 0.44767(8) 0.96748(15) -0.1556(3) 0.0611(10) Uani 1 1 d . . .
O6 O 0.42006(10) 0.81367(17) 0.1012(3) 0.0692(11) Uani 1 1 d . . .
H6B H 0.4289 0.8363 0.0677 0.104 Uiso 1 1 calc R . .
O7 O 0.48269(8) 0.94646(15) 0.1147(2) 0.0491(8) Uani 1 1 d . . .
H7A H 0.5053 0.9441 0.1256 0.074 Uiso 1 1 calc R . .
O8 O 0.33179(8) 1.01970(13) -0.0514(2) 0.0483(8) Uani 1 1 d . . .
O9 O 0.17114(7) 1.04307(15) 0.5765(2) 0.0465(8) Uani 1 1 d . . .
O10 O 0.17321(9) 0.9591(2) 0.4075(3) 0.0712(12) Uani 1 1 d . . .
H10B H 0.1596 0.9847 0.4138 0.107 Uiso 1 1 calc R . .
O11 O 0.01571(7) 1.00118(16) 0.3903(2) 0.0526(9) Uani 1 1 d . . .
H11B H -0.0002 1.0245 0.3743 0.079 Uiso 1 1 calc R . .
O12 O 0.05623(8) 1.01352(14) 0.6574(3) 0.0546(9) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.469(7) . ?
C1 N4 1.477(6) . ?
C1 C6 1.531(7) . ?
C1 H1 1.0000 . ?
C2 C3 1.555(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.526(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.538(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.541(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.442(6) . ?
C6 H6 1.0000 . ?
C7 O1 1.240(5) . ?
C7 N1 1.328(6) . ?
C7 C8 1.513(7) . ?
C8 N2 1.469(6) . ?
C8 C9 1.508(6) . ?
C8 H8 1.0000 . ?
C9 C10 1.383(6) . ?
C9 C14 1.394(7) . ?
C10 C11 1.385(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.348(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.364(7) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.499(7) . ?
C15 N2 1.509(5) . ?
C15 C22 1.570(5) . ?
C15 H15 1.0000 . ?
C16 C17 1.382(7) . ?
C16 C21 1.413(6) . ?
C17 C18 1.383(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.371(8) . ?
C18 Cl1 1.736(6) . ?
C19 C20 1.389(8) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(7) . ?
C20 H20 0.9500 . ?
C21 O2 1.371(6) . ?
C22 C23 1.476(6) . ?
C22 N3 1.518(5) . ?
C22 H22 1.0000 . ?
C23 C28 1.419(6) . ?
C23 C24 1.423(7) . ?
C24 C25 1.354(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(7) . ?
C25 Cl2 1.740(5) . ?
C26 C27 1.370(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.369(6) . ?
C27 H27 0.9500 . ?
C28 O3 1.389(5) . ?
C29 N3 1.461(6) . ?
C29 C36 1.533(6) . ?
C29 C30 1.544(6) . ?
C29 H29 1.0000 . ?
C30 C31 1.347(8) . ?
C30 C35 1.400(8) . ?
C31 C32 1.443(8) . ?
C31 H31 0.9500 . ?
C32 C33 1.379(11) . ?
C32 H32 0.9500 . ?
C33 C34 1.332(10) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(8) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 O4 1.240(5) . ?
C36 N4 1.326(6) . ?
C37 N8 1.441(7) . ?
C37 C42 1.538(9) . ?
C37 C38 1.544(8) . ?
C37 H37 1.0000 . ?
C38 C39 1.517(11) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.542(13) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.497(11) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.564(8) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 N5 1.433(7) . ?
C42 H42 1.0000 . ?
C43 O5 1.231(5) . ?
C43 N5 1.343(6) . ?
C43 C44 1.520(7) . ?
C44 N6 1.459(5) . ?
C44 C45 1.520(7) . ?
C44 H44 1.0000 . ?
C45 C46 1.379(7) . ?
C45 C50 1.390(8) . ?
C46 C47 1.366(8) . ?
C46 H46 0.9500 . ?
C47 C48 1.356(10) . ?
C47 H47 0.9500 . ?
C48 C49 1.354(10) . ?
C48 H48 0.9500 . ?
C49 C50 1.361(9) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
C51 N6 1.475(5) . ?
C51 C52 1.519(6) . ?
C51 C58 1.560(6) . ?
C51 H51 1.0000 . ?
C52 C57 1.414(7) . ?
C52 C53 1.426(6) . ?
C53 C54 1.394(7) . ?
C53 H53 0.9500 . ?
C54 C55 1.357(8) . ?
C54 Cl3 1.774(6) . ?
C55 C56 1.344(8) . ?
C55 H55 0.9500 . ?
C56 C57 1.431(8) . ?
C56 H56 0.9500 . ?
C57 O6 1.303(6) . ?
C58 N7 1.462(6) . ?
C58 C59 1.518(6) . ?
C58 H58 1.0000 . ?
C59 C60 1.392(7) . ?
C59 C64 1.400(6) . ?
C60 C61 1.371(7) . ?
C60 H60 0.9500 . ?
C61 C62 1.329(8) . ?
C61 Cl4 1.778(5) . ?
C62 C63 1.388(8) . ?
C62 H62 0.9500 . ?
C63 C64 1.394(7) . ?
C63 H63 0.9500 . ?
C64 O7 1.363(6) . ?
C65 C66A 1.412(9) . ?
C65 N7 1.449(7) . ?
C65 C72 1.542(7) . ?
C65 C66B 1.598(8) . ?
C65 H65 1.0000 . ?
C66A C67A 1.3900 . ?
C66A C71A 1.3900 . ?
C67A C68A 1.3900 . ?
C67A H67A 0.9500 . ?
C68A C69A 1.3900 . ?
C68A H68A 0.9500 . ?
C69A C70A 1.3900 . ?
C69A H69A 0.9500 . ?
C70A C71A 1.3900 . ?
C70A H70A 0.9500 . ?
C71A H71A 0.9500 . ?
C66B C67B 1.3900 . ?
C66B C71B 1.3900 . ?
C67B C68B 1.3900 . ?
C67B H67B 0.9500 . ?
C68B C69B 1.3900 . ?
C68B H68B 0.9500 . ?
C69B C70B 1.3900 . ?
C69B H69B 0.9500 . ?
C70B C71B 1.3900 . ?
C70B H70B 0.9500 . ?
C71B H71B 0.9500 . ?
C72 O8 1.231(5) . ?
C72 N8 1.350(6) . ?
C73 N12 1.431(7) . ?
C73 C78 1.543(7) . ?
C73 C74 1.543(6) . ?
C73 H73 1.0000 . ?
C74 C75 1.517(8) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 C76 1.553(9) . ?
C75 H75A 0.9900 . ?
C75 H75B 0.9900 . ?
C76 C77 1.505(7) . ?
C76 H76A 0.9900 . ?
C76 H76B 0.9900 . ?
C77 C78 1.530(7) . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
C78 N9 1.459(5) . ?
C78 H78 1.0000 . ?
C79 O9 1.239(5) . ?
C79 N9 1.335(6) . ?
C79 C80 1.528(6) . ?
C80 N10 1.453(6) . ?
C80 C81 1.523(7) . ?
C80 H80 1.0000 . ?
C81 C82 1.384(8) . ?
C81 C86 1.385(8) . ?
C82 C83 1.403(10) . ?
C82 H82 0.9500 . ?
C83 C84 1.317(12) . ?
C83 H83 0.9500 . ?
C84 C85 1.334(11) . ?
C84 H84 0.9500 . ?
C85 C86 1.401(8) . ?
C85 H85 0.9500 . ?
C86 H86 0.9500 . ?
C87 C88 1.503(6) . ?
C87 N10 1.506(6) . ?
C87 C94 1.556(7) . ?
C87 H87 1.0000 . ?
C88 C89 1.384(6) . ?
C88 C93 1.412(6) . ?
C89 C90 1.378(7) . ?
C89 H89 0.9500 . ?
C90 C91 1.394(8) . ?
C90 Cl6 1.732(5) . ?
C91 C92 1.382(9) . ?
C91 H91 0.9500 . ?
C92 C93 1.376(7) . ?
C92 H92 0.9500 . ?
C93 O11 1.346(6) . ?
C94 N11 1.473(5) . ?
C94 C95 1.527(8) . ?
C94 H94 1.0000 . ?
C95 C96 1.354(8) . ?
C95 C100 1.423(7) . ?
C96 C97 1.358(10) . ?
C96 H96 0.9500 . ?
C97 C98 1.366(13) . ?
C97 Cl5 1.788(9) . ?
C98 C99 1.337(12) . ?
C98 H98 0.9500 . ?
C99 C100 1.405(9) . ?
C99 H99 0.9500 . ?
C100 O10 1.349(7) . ?
C101 N11 1.466(5) . ?
C101 C102 1.513(7) . ?
C101 C108 1.518(7) . ?
C101 H101 1.0000 . ?
C102 C103 1.376(7) . ?
C102 C107 1.393(6) . ?
C103 C104 1.398(8) . ?
C103 H103 0.9500 . ?
C104 C105 1.363(9) . ?
C104 H104 0.9500 . ?
C105 C106 1.415(9) . ?
C105 H105 0.9500 . ?
C106 C107 1.410(8) . ?
C106 H106 0.9500 . ?
C107 H107 0.9500 . ?
C108 O12 1.255(5) . ?
C108 N12 1.332(6) . ?
N1 H1A 0.8800 . ?
N2 H2 0.8800 . ?
N3 H3 0.8800 . ?
N4 H4 0.8800 . ?
N5 H5 0.8800 . ?
N6 H6A 0.8800 . ?
N7 H7 0.8800 . ?
N8 H8A 0.8800 . ?
N9 H9 0.8800 . ?
N10 H10A 0.8800 . ?
N11 H11A 0.8800 . ?
N12 H12A 0.8800 . ?
O2 H2C 0.8400 . ?
O3 H3C 0.8400 . ?
O6 H6B 0.8400 . ?
O7 H7A 0.8400 . ?
O10 H10B 0.8400 . ?
O11 H11B 0.8400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N4 111.0(4) . . ?
C2 C1 C6 112.0(4) . . ?
N4 C1 C6 111.3(4) . . ?
C2 C1 H1 107.4 . . ?
N4 C1 H1 107.4 . . ?
C6 C1 H1 107.4 . . ?
C1 C2 C3 110.5(4) . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C2 110.4(5) . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C3 C4 C5 110.9(5) . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 110.9(4) . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.0 . . ?
N1 C6 C1 113.8(4) . . ?
N1 C6 C5 111.0(4) . . ?
C1 C6 C5 109.5(4) . . ?
N1 C6 H6 107.4 . . ?
C1 C6 H6 107.4 . . ?
C5 C6 H6 107.4 . . ?
O1 C7 N1 122.4(4) . . ?
O1 C7 C8 120.5(4) . . ?
N1 C7 C8 117.1(3) . . ?
N2 C8 C9 110.5(3) . . ?
N2 C8 C7 108.0(3) . . ?
C9 C8 C7 108.4(4) . . ?
N2 C8 H8 110.0 . . ?
C9 C8 H8 110.0 . . ?
C7 C8 H8 110.0 . . ?
C10 C9 C14 115.8(4) . . ?
C10 C9 C8 120.6(4) . . ?
C14 C9 C8 123.5(4) . . ?
C9 C10 C11 122.2(5) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 119.4(5) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 119.2(5) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 121.1(5) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C9 122.2(5) . . ?
C13 C14 H14 118.9 . . ?
C9 C14 H14 118.9 . . ?
C16 C15 N2 114.8(4) . . ?
C16 C15 C22 113.1(4) . . ?
N2 C15 C22 105.7(3) . . ?
C16 C15 H15 107.6 . . ?
N2 C15 H15 107.6 . . ?
C22 C15 H15 107.6 . . ?
C17 C16 C21 117.2(5) . . ?
C17 C16 C15 122.9(4) . . ?
C21 C16 C15 119.9(4) . . ?
C16 C17 C18 121.9(5) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C19 C18 C17 120.3(5) . . ?
C19 C18 Cl1 120.0(5) . . ?
C17 C18 Cl1 119.6(4) . . ?
C18 C19 C20 119.6(5) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 120.1(5) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
O2 C21 C20 117.1(4) . . ?
O2 C21 C16 122.1(4) . . ?
C20 C21 C16 120.8(5) . . ?
C23 C22 N3 113.2(3) . . ?
C23 C22 C15 111.9(4) . . ?
N3 C22 C15 109.7(3) . . ?
C23 C22 H22 107.2 . . ?
N3 C22 H22 107.2 . . ?
C15 C22 H22 107.2 . . ?
C28 C23 C24 116.3(4) . . ?
C28 C23 C22 121.1(4) . . ?
C24 C23 C22 122.7(4) . . ?
C25 C24 C23 120.7(4) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 122.0(5) . . ?
C24 C25 Cl2 118.7(4) . . ?
C26 C25 Cl2 119.2(4) . . ?
C27 C26 C25 118.4(4) . . ?
C27 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
C28 C27 C26 121.5(4) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 O3 119.6(4) . . ?
C27 C28 C23 120.8(4) . . ?
O3 C28 C23 119.6(4) . . ?
N3 C29 C36 108.7(3) . . ?
N3 C29 C30 112.3(4) . . ?
C36 C29 C30 105.3(3) . . ?
N3 C29 H29 110.1 . . ?
C36 C29 H29 110.1 . . ?
C30 C29 H29 110.1 . . ?
C31 C30 C35 119.7(5) . . ?
C31 C30 C29 121.9(5) . . ?
C35 C30 C29 118.2(5) . . ?
C30 C31 C32 119.8(6) . . ?
C30 C31 H31 120.1 . . ?
C32 C31 H31 120.1 . . ?
C33 C32 C31 118.8(7) . . ?
C33 C32 H32 120.6 . . ?
C31 C32 H32 120.6 . . ?
C34 C33 C32 120.0(5) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 122.4(7) . . ?
C33 C34 H34 118.8 . . ?
C35 C34 H34 118.8 . . ?
C34 C35 C30 119.2(6) . . ?
C34 C35 H35 120.4 . . ?
C30 C35 H35 120.4 . . ?
O4 C36 N4 125.6(4) . . ?
O4 C36 C29 117.6(4) . . ?
N4 C36 C29 116.6(4) . . ?
N8 C37 C42 111.9(4) . . ?
N8 C37 C38 110.7(6) . . ?
C42 C37 C38 109.5(5) . . ?
N8 C37 H37 108.2 . . ?
C42 C37 H37 108.2 . . ?
C38 C37 H37 108.2 . . ?
C39 C38 C37 111.6(6) . . ?
C39 C38 H38A 109.3 . . ?
C37 C38 H38A 109.3 . . ?
C39 C38 H38B 109.3 . . ?
C37 C38 H38B 109.3 . . ?
H38A C38 H38B 108.0 . . ?
C38 C39 C40 112.7(5) . . ?
C38 C39 H39A 109.1 . . ?
C40 C39 H39A 109.1 . . ?
C38 C39 H39B 109.1 . . ?
C40 C39 H39B 109.1 . . ?
H39A C39 H39B 107.8 . . ?
C41 C40 C39 110.6(5) . . ?
C41 C40 H40A 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 108.1 . . ?
C40 C41 C42 110.5(7) . . ?
C40 C41 H41A 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 108.1 . . ?
N5 C42 C37 110.2(4) . . ?
N5 C42 C41 111.4(5) . . ?
C37 C42 C41 113.9(4) . . ?
N5 C42 H42 107.0 . . ?
C37 C42 H42 107.0 . . ?
C41 C42 H42 107.0 . . ?
O5 C43 N5 120.0(5) . . ?
O5 C43 C44 120.4(4) . . ?
N5 C43 C44 119.2(4) . . ?
N6 C44 C43 107.5(4) . . ?
N6 C44 C45 113.1(4) . . ?
C43 C44 C45 109.9(4) . . ?
N6 C44 H44 108.8 . . ?
C43 C44 H44 108.8 . . ?
C45 C44 H44 108.8 . . ?
C46 C45 C50 117.3(5) . . ?
C46 C45 C44 119.4(5) . . ?
C50 C45 C44 123.3(4) . . ?
C47 C46 C45 120.4(6) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C48 C47 C46 121.1(6) . . ?
C48 C47 H47 119.5 . . ?
C46 C47 H47 119.5 . . ?
C49 C48 C47 119.8(6) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C48 C49 C50 120.0(7) . . ?
C48 C49 H49 120.0 . . ?
C50 C49 H49 120.0 . . ?
C49 C50 C45 121.5(6) . . ?
C49 C50 H50 119.3 . . ?
C45 C50 H50 119.3 . . ?
N6 C51 C52 110.9(4) . . ?
N6 C51 C58 109.6(3) . . ?
C52 C51 C58 114.0(3) . . ?
N6 C51 H51 107.4 . . ?
C52 C51 H51 107.4 . . ?
C58 C51 H51 107.4 . . ?
C57 C52 C53 117.0(4) . . ?
C57 C52 C51 124.5(4) . . ?
C53 C52 C51 118.5(4) . . ?
C54 C53 C52 120.9(5) . . ?
C54 C53 H53 119.6 . . ?
C52 C53 H53 119.6 . . ?
C55 C54 C53 121.4(5) . . ?
C55 C54 Cl3 120.0(4) . . ?
C53 C54 Cl3 118.7(4) . . ?
C56 C55 C54 119.5(5) . . ?
C56 C55 H55 120.2 . . ?
C54 C55 H55 120.2 . . ?
C55 C56 C57 122.6(5) . . ?
C55 C56 H56 118.7 . . ?
C57 C56 H56 118.7 . . ?
O6 C57 C52 122.0(5) . . ?
O6 C57 C56 119.4(5) . . ?
C52 C57 C56 118.5(5) . . ?
N7 C58 C59 112.1(4) . . ?
N7 C58 C51 110.6(3) . . ?
C59 C58 C51 112.1(4) . . ?
N7 C58 H58 107.3 . . ?
C59 C58 H58 107.3 . . ?
C51 C58 H58 107.3 . . ?
C60 C59 C64 118.8(4) . . ?
C60 C59 C58 121.4(4) . . ?
C64 C59 C58 119.8(4) . . ?
C61 C60 C59 117.5(4) . . ?
C61 C60 H60 121.3 . . ?
C59 C60 H60 121.3 . . ?
C62 C61 C60 124.9(5) . . ?
C62 C61 Cl4 118.0(4) . . ?
C60 C61 Cl4 117.1(4) . . ?
C61 C62 C63 119.4(5) . . ?
C61 C62 H62 120.3 . . ?
C63 C62 H62 120.3 . . ?
C62 C63 C64 118.1(4) . . ?
C62 C63 H63 121.0 . . ?
C64 C63 H63 121.0 . . ?
O7 C64 C63 121.1(4) . . ?
O7 C64 C59 117.5(4) . . ?
C63 C64 C59 121.4(4) . . ?
C66A C65 N7 119.5(6) . . ?
C66A C65 C72 104.8(6) . . ?
N7 C65 C72 110.8(4) . . ?
C66A C65 C66B 9.9(6) . . ?
N7 C65 C66B 109.7(5) . . ?
C72 C65 C66B 110.2(4) . . ?
C66A C65 H65 107.0 . . ?
N7 C65 H65 107.0 . . ?
C72 C65 H65 107.0 . . ?
C66B C65 H65 112.1 . . ?
C67A C66A C71A 120.0 . . ?
C67A C66A C65 117.9(7) . . ?
C71A C66A C65 121.9(7) . . ?
C66A C67A C68A 120.0 . . ?
C66A C67A H67A 120.0 . . ?
C68A C67A H67A 120.0 . . ?
C69A C68A C67A 120.0 . . ?
C69A C68A H68A 120.0 . . ?
C67A C68A H68A 120.0 . . ?
C70A C69A C68A 120.0 . . ?
C70A C69A H69A 120.0 . . ?
C68A C69A H69A 120.0 . . ?
C71A C70A C69A 120.0 . . ?
C71A C70A H70A 120.0 . . ?
C69A C70A H70A 120.0 . . ?
C70A C71A C66A 120.0 . . ?
C70A C71A H71A 120.0 . . ?
C66A C71A H71A 120.0 . . ?
C67B C66B C71B 120.0 . . ?
C67B C66B C65 123.6(6) . . ?
C71B C66B C65 116.4(6) . . ?
C66B C67B C68B 120.0 . . ?
C66B C67B H67B 120.0 . . ?
C68B C67B H67B 120.0 . . ?
C67B C68B C69B 120.0 . . ?
C67B C68B H68B 120.0 . . ?
C69B C68B H68B 120.0 . . ?
C70B C69B C68B 120.0 . . ?
C70B C69B H69B 120.0 . . ?
C68B C69B H69B 120.0 . . ?
C69B C70B C71B 120.0 . . ?
C69B C70B H70B 120.0 . . ?
C71B C70B H70B 120.0 . . ?
C70B C71B C66B 120.0 . . ?
C70B C71B H71B 120.0 . . ?
C66B C71B H71B 120.0 . . ?
O8 C72 N8 124.1(5) . . ?
O8 C72 C65 120.2(4) . . ?
N8 C72 C65 115.6(4) . . ?
N12 C73 C78 110.6(4) . . ?
N12 C73 C74 111.5(4) . . ?
C78 C73 C74 110.8(4) . . ?
N12 C73 H73 107.9 . . ?
C78 C73 H73 107.9 . . ?
C74 C73 H73 107.9 . . ?
C75 C74 C73 111.4(4) . . ?
C75 C74 H74A 109.3 . . ?
C73 C74 H74A 109.3 . . ?
C75 C74 H74B 109.3 . . ?
C73 C74 H74B 109.3 . . ?
H74A C74 H74B 108.0 . . ?
C74 C75 C76 111.8(4) . . ?
C74 C75 H75A 109.3 . . ?
C76 C75 H75A 109.3 . . ?
C74 C75 H75B 109.3 . . ?
C76 C75 H75B 109.3 . . ?
H75A C75 H75B 107.9 . . ?
C77 C76 C75 110.0(4) . . ?
C77 C76 H76A 109.7 . . ?
C75 C76 H76A 109.7 . . ?
C77 C76 H76B 109.7 . . ?
C75 C76 H76B 109.7 . . ?
H76A C76 H76B 108.2 . . ?
C76 C77 C78 112.5(4) . . ?
C76 C77 H77A 109.1 . . ?
C78 C77 H77A 109.1 . . ?
C76 C77 H77B 109.1 . . ?
C78 C77 H77B 109.1 . . ?
H77A C77 H77B 107.8 . . ?
N9 C78 C77 111.5(4) . . ?
N9 C78 C73 111.7(4) . . ?
C77 C78 C73 111.3(4) . . ?
N9 C78 H78 107.3 . . ?
C77 C78 H78 107.3 . . ?
C73 C78 H78 107.3 . . ?
O9 C79 N9 124.5(4) . . ?
O9 C79 C80 119.7(4) . . ?
N9 C79 C80 115.7(4) . . ?
N10 C80 C81 110.4(4) . . ?
N10 C80 C79 112.2(4) . . ?
C81 C80 C79 107.1(3) . . ?
N10 C80 H80 109.0 . . ?
C81 C80 H80 109.0 . . ?
C79 C80 H80 109.0 . . ?
C82 C81 C86 119.4(5) . . ?
C82 C81 C80 119.0(5) . . ?
C86 C81 C80 121.3(5) . . ?
C81 C82 C83 117.6(7) . . ?
C81 C82 H82 121.2 . . ?
C83 C82 H82 121.2 . . ?
C84 C83 C82 122.8(9) . . ?
C84 C83 H83 118.6 . . ?
C82 C83 H83 118.6 . . ?
C83 C84 C85 119.8(7) . . ?
C83 C84 H84 120.1 . . ?
C85 C84 H84 120.1 . . ?
C84 C85 C86 121.3(7) . . ?
C84 C85 H85 119.3 . . ?
C86 C85 H85 119.3 . . ?
C81 C86 C85 118.8(7) . . ?
C81 C86 H86 120.6 . . ?
C85 C86 H86 120.6 . . ?
C88 C87 N10 110.7(3) . . ?
C88 C87 C94 112.4(4) . . ?
N10 C87 C94 111.1(3) . . ?
C88 C87 H87 107.5 . . ?
N10 C87 H87 107.5 . . ?
C94 C87 H87 107.5 . . ?
C89 C88 C93 119.2(4) . . ?
C89 C88 C87 121.2(4) . . ?
C93 C88 C87 119.6(4) . . ?
C90 C89 C88 121.1(4) . . ?
C90 C89 H89 119.4 . . ?
C88 C89 H89 119.4 . . ?
C89 C90 C91 119.4(5) . . ?
C89 C90 Cl6 120.6(4) . . ?
C91 C90 Cl6 120.1(4) . . ?
C92 C91 C90 120.0(5) . . ?
C92 C91 H91 120.0 . . ?
C90 C91 H91 120.0 . . ?
C93 C92 C91 120.9(5) . . ?
C93 C92 H92 119.5 . . ?
C91 C92 H92 119.5 . . ?
O11 C93 C92 122.2(4) . . ?
O11 C93 C88 118.4(4) . . ?
C92 C93 C88 119.3(5) . . ?
N11 C94 C95 109.8(4) . . ?
N11 C94 C87 108.7(3) . . ?
C95 C94 C87 116.0(4) . . ?
N11 C94 H94 107.3 . . ?
C95 C94 H94 107.3 . . ?
C87 C94 H94 107.3 . . ?
C96 C95 C100 119.0(5) . . ?
C96 C95 C94 121.2(5) . . ?
C100 C95 C94 119.8(5) . . ?
C95 C96 C97 119.6(7) . . ?
C95 C96 H96 120.2 . . ?
C97 C96 H96 120.2 . . ?
C96 C97 C98 123.5(8) . . ?
C96 C97 Cl5 115.5(7) . . ?
C98 C97 Cl5 120.7(6) . . ?
C99 C98 C97 117.8(7) . . ?
C99 C98 H98 121.1 . . ?
C97 C98 H98 121.1 . . ?
C98 C99 C100 121.8(7) . . ?
C98 C99 H99 119.1 . . ?
C100 C99 H99 119.1 . . ?
O10 C100 C99 118.6(5) . . ?
O10 C100 C95 123.3(5) . . ?
C99 C100 C95 118.1(6) . . ?
N11 C101 C102 113.1(4) . . ?
N11 C101 C108 108.6(4) . . ?
C102 C101 C108 109.8(4) . . ?
N11 C101 H101 108.4 . . ?
C102 C101 H101 108.4 . . ?
C108 C101 H101 108.4 . . ?
C103 C102 C107 119.5(5) . . ?
C103 C102 C101 122.2(4) . . ?
C107 C102 C101 118.3(4) . . ?
C102 C103 C104 119.8(5) . . ?
C102 C103 H103 120.1 . . ?
C104 C103 H103 120.1 . . ?
C105 C104 C103 122.1(6) . . ?
C105 C104 H104 119.0 . . ?
C103 C104 H104 119.0 . . ?
C104 C105 C106 118.7(5) . . ?
C104 C105 H105 120.6 . . ?
C106 C105 H105 120.6 . . ?
C107 C106 C105 119.1(5) . . ?
C107 C106 H106 120.5 . . ?
C105 C106 H106 120.5 . . ?
C102 C107 C106 120.6(5) . . ?
C102 C107 H107 119.7 . . ?
C106 C107 H107 119.7 . . ?
O12 C108 N12 121.3(4) . . ?
O12 C108 C101 120.2(4) . . ?
N12 C108 C101 118.5(4) . . ?
C7 N1 C6 123.0(4) . . ?
C7 N1 H1A 118.5 . . ?
C6 N1 H1A 118.5 . . ?
C8 N2 C15 113.3(3) . . ?
C8 N2 H2 123.3 . . ?
C15 N2 H2 123.3 . . ?
C29 N3 C22 111.4(3) . . ?
C29 N3 H3 124.3 . . ?
C22 N3 H3 124.3 . . ?
C36 N4 C1 123.6(3) . . ?
C36 N4 H4 118.2 . . ?
C1 N4 H4 118.2 . . ?
C43 N5 C42 124.5(4) . . ?
C43 N5 H5 117.7 . . ?
C42 N5 H5 117.7 . . ?
C44 N6 C51 112.1(3) . . ?
C44 N6 H6A 123.9 . . ?
C51 N6 H6A 123.9 . . ?
C65 N7 C58 114.6(4) . . ?
C65 N7 H7 122.7 . . ?
C58 N7 H7 122.7 . . ?
C72 N8 C37 124.3(4) . . ?
C72 N8 H8A 117.9 . . ?
C37 N8 H8A 117.9 . . ?
C79 N9 C78 123.7(4) . . ?
C79 N9 H9 118.1 . . ?
C78 N9 H9 118.1 . . ?
C80 N10 C87 113.3(3) . . ?
C80 N10 H10A 123.3 . . ?
C87 N10 H10A 123.3 . . ?
C101 N11 C94 113.9(3) . . ?
C101 N11 H11A 123.1 . . ?
C94 N11 H11A 123.1 . . ?
C108 N12 C73 123.4(4) . . ?
C108 N12 H12A 118.3 . . ?
C73 N12 H12A 118.3 . . ?
C21 O2 H2C 109.5 . . ?
C28 O3 H3C 109.5 . . ?
C57 O6 H6B 109.5 . . ?
C64 O7 H7A 109.5 . . ?
C100 O10 H10B 109.5 . . ?
C93 O11 H11B 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.062
####################################################################### 
# 
# 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_131202a_0m
_database_code_depnum_ccdc_archive 'CCDC 1007047'
_audit_update_record             
;
2014-06-06 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H36 D Br2 Cl3 N4 O4'
_chemical_formula_weight         868.88


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'
D D 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           78
_space_group_name_H-M_alt        'P 43'
_space_group_name_Hall           'P 4cw'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+3/4'
'y, -x, z+1/4'

_cell_length_a                   13.811(3)
_cell_length_b                   13.811(3)
_cell_length_c                   20.076(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3829.5(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9179
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      27.17

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             1760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    2.370
_shelx_estimated_absorpt_T_min   0.384
_shelx_estimated_absorpt_T_max   0.781
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25246
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.790
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_point_group_measured_fraction_full 0.914
_reflns_number_total             7907
_reflns_number_gt                7020
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_max     0.790
_reflns_Friedel_fraction_full    0.823

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+0.5870P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2710 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.023(4)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns         7907
_refine_ls_number_parameters     465
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0706
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.15355(3) 0.27548(3) 0.18549(2) 0.02900(10) Uani 1 1 d . . . . .
Br2 Br 0.99672(3) 0.03349(3) 0.26242(2) 0.03566(12) Uani 1 1 d . . . . .
C1 C 0.4546(3) 0.5242(3) 0.21078(17) 0.0151(7) Uani 1 1 d . . . . .
H1 H 0.4737 0.5462 0.1652 0.018 Uiso 1 1 calc R U . . .
C2 C 0.3441(3) 0.5265(3) 0.21556(18) 0.0189(8) Uani 1 1 d . . . . .
H2A H 0.3236 0.4971 0.2583 0.023 Uiso 1 1 calc R U . . .
H2B H 0.3161 0.4876 0.1789 0.023 Uiso 1 1 calc R U . . .
C3 C 0.3057(3) 0.6303(3) 0.21139(19) 0.0213(8) Uani 1 1 d . . . . .
H3A H 0.2343 0.6299 0.2157 0.026 Uiso 1 1 calc R U . . .
H3B H 0.3224 0.6585 0.1676 0.026 Uiso 1 1 calc R U . . .
C4 C 0.3499(3) 0.6918(3) 0.26712(18) 0.0212(8) Uani 1 1 d . . . . .
H4A H 0.3240 0.7586 0.2647 0.025 Uiso 1 1 calc R U . . .
H4B H 0.3322 0.6642 0.3110 0.025 Uiso 1 1 calc R U . . .
C5 C 0.4594(3) 0.6939(3) 0.25994(19) 0.0196(8) Uani 1 1 d . . . . .
H5A H 0.4875 0.7331 0.2964 0.024 Uiso 1 1 calc R U . . .
H5B H 0.4767 0.7250 0.2171 0.024 Uiso 1 1 calc R U . . .
C6 C 0.5022(2) 0.5921(3) 0.26215(17) 0.0149(7) Uani 1 1 d . . . . .
H6 H 0.4917 0.5647 0.3077 0.018 Uiso 1 1 calc R U . . .
C7 C 0.6729(3) 0.5459(3) 0.28278(16) 0.0149(7) Uani 1 1 d . . . . .
C8 C 0.7783(2) 0.5602(3) 0.25944(17) 0.0159(7) Uani 1 1 d . . . . .
H8 H 0.7784 0.5880 0.2134 0.019 Uiso 1 1 calc R U . . .
C9 C 0.8263(3) 0.6305(3) 0.30657(18) 0.0196(8) Uani 1 1 d . . . . .
C10 C 0.8325(4) 0.7273(3) 0.2904(2) 0.0404(12) Uani 1 1 d . . . . .
H10 H 0.8098 0.7487 0.2482 0.048 Uiso 1 1 calc R U . . .
C11 C 0.8711(5) 0.7937(4) 0.3345(3) 0.0537(15) Uani 1 1 d . . . . .
H11 H 0.8738 0.8603 0.3227 0.064 Uiso 1 1 calc R U . . .
C12 C 0.9057(4) 0.7637(4) 0.3954(2) 0.0418(12) Uani 1 1 d . . . . .
H12 H 0.9325 0.8095 0.4256 0.050 Uiso 1 1 calc R U . . .
C13 C 0.9013(3) 0.6673(3) 0.4126(2) 0.0268(9) Uani 1 1 d . . . . .
H13 H 0.9255 0.6464 0.4545 0.032 Uiso 1 1 calc R U . . .
C14 C 0.8614(3) 0.6001(3) 0.36839(18) 0.0215(8) Uani 1 1 d . . . . .
H14 H 0.8582 0.5337 0.3804 0.026 Uiso 1 1 calc R U . . .
C15 C 0.7870(3) 0.3981(3) 0.20900(16) 0.0148(7) Uani 1 1 d . . . . .
H15 H 0.7405 0.4346 0.1802 0.018 Uiso 1 1 calc R U . . .
C16 C 0.8644(3) 0.3553(3) 0.16406(16) 0.0158(7) Uani 1 1 d . . . . .
C17 C 0.9571(3) 0.3377(3) 0.18866(18) 0.0177(7) Uani 1 1 d . . . . .
H17 H 0.9720 0.3543 0.2334 0.021 Uiso 1 1 calc R U . . .
C18 C 1.0280(3) 0.2961(3) 0.14891(18) 0.0199(8) Uani 1 1 d . . . . .
C19 C 1.0076(3) 0.2693(3) 0.08369(18) 0.0236(9) Uani 1 1 d . . . . .
H19 H 1.0561 0.2406 0.0566 0.028 Uiso 1 1 calc R U . . .
C20 C 0.9158(3) 0.2853(3) 0.05903(18) 0.0232(8) Uani 1 1 d . . . . .
H20 H 0.9012 0.2666 0.0146 0.028 Uiso 1 1 calc R U . . .
C21 C 0.8437(3) 0.3281(3) 0.09790(17) 0.0192(8) Uani 1 1 d . . . . .
C22 C 0.7291(3) 0.3156(3) 0.24505(16) 0.0157(7) Uani 1 1 d . . . . .
H22 H 0.6802 0.3470 0.2747 0.019 Uiso 1 1 calc R U . . .
C23 C 0.7968(3) 0.2563(3) 0.28893(17) 0.0176(8) Uani 1 1 d . . . . .
C24 C 0.8521(3) 0.1809(3) 0.26232(19) 0.0204(8) Uani 1 1 d . . . . .
H24 H 0.8437 0.1628 0.2170 0.024 Uiso 1 1 calc R U . . .
C25 C 0.9187(3) 0.1326(3) 0.3010(2) 0.0233(8) Uani 1 1 d . . . . .
C26 C 0.9333(3) 0.1574(3) 0.3674(2) 0.0281(9) Uani 1 1 d . . . . .
H26 H 0.9798 0.1241 0.3937 0.034 Uiso 1 1 calc R U . . .
C27 C 0.8785(3) 0.2316(3) 0.39429(19) 0.0257(9) Uani 1 1 d . . . . .
H27 H 0.8875 0.2487 0.4397 0.031 Uiso 1 1 calc R U . . .
C28 C 0.8108(3) 0.2815(3) 0.35662(17) 0.0209(8) Uani 1 1 d . . . . .
C29 C 0.5704(2) 0.2724(3) 0.19879(16) 0.0137(7) Uani 1 1 d . . . . .
H29 H 0.5474 0.2604 0.2453 0.016 Uiso 1 1 calc R U . . .
C30 C 0.5162(3) 0.2061(3) 0.15052(17) 0.0157(7) Uani 1 1 d . . . . .
C31 C 0.5598(3) 0.1685(3) 0.09370(17) 0.0177(7) Uani 1 1 d . . . . .
H31 H 0.6263 0.1807 0.0848 0.021 Uiso 1 1 calc R U . . .
C32 C 0.5048(3) 0.1127(3) 0.04989(18) 0.0206(8) Uani 1 1 d . . . . .
H32 H 0.5342 0.0868 0.0110 0.025 Uiso 1 1 calc R U . . .
C33 C 0.4081(3) 0.0947(3) 0.06234(19) 0.0219(8) Uani 1 1 d . . . . .
H33 H 0.3713 0.0566 0.0321 0.026 Uiso 1 1 calc R U . . .
C34 C 0.3647(3) 0.1325(3) 0.11913(19) 0.0203(8) Uani 1 1 d . . . . .
H34 H 0.2983 0.1202 0.1281 0.024 Uiso 1 1 calc R U . . .
C35 C 0.4189(3) 0.1881(3) 0.16243(18) 0.0191(8) Uani 1 1 d . . . . .
H35 H 0.3891 0.2145 0.2010 0.023 Uiso 1 1 calc R U . . .
C36 C 0.5489(2) 0.3774(3) 0.17902(17) 0.0140(7) Uani 1 1 d . . . . .
N1 N 0.6068(2) 0.5967(2) 0.24941(14) 0.0159(6) Uani 1 1 d . . . . .
H1C H 0.624(3) 0.629(3) 0.213(2) 0.019 Uiso 1 1 d . U . . .
N2 N 0.8258(2) 0.4659(2) 0.25867(15) 0.0166(6) Uani 1 1 d . . . . .
H2C H 0.876(3) 0.475(3) 0.253(2) 0.020 Uiso 1 1 d . U . . .
N3 N 0.6760(2) 0.2574(2) 0.19517(15) 0.0170(6) Uani 1 1 d . . . . .
H3C H 0.688(3) 0.202(3) 0.201(2) 0.020 Uiso 1 1 d . U . . .
N4 N 0.4895(2) 0.4251(2) 0.22016(15) 0.0151(6) Uani 1 1 d . . . . .
H4 H 0.471(3) 0.399(3) 0.255(2) 0.018 Uiso 1 1 d . U . . .
O1 O 0.65402(18) 0.49189(19) 0.33017(11) 0.0171(5) Uani 1 1 d . . . . .
O2 O 0.75605(19) 0.3433(2) 0.06801(12) 0.0230(6) Uani 1 1 d . . . . .
H2 H 0.7119 0.3399 0.0967 0.035 Uiso 1 1 calc R U . . .
O3 O 0.7580(2) 0.3510(2) 0.38871(12) 0.0246(6) Uani 1 1 d . . . . .
H3 H 0.7363 0.3907 0.3607 0.037 Uiso 1 1 calc R U . . .
O4 O 0.58279(18) 0.41219(18) 0.12696(11) 0.0163(5) Uani 1 1 d . . . . .
C37 C 0.5465(3) 1.0071(3) 0.32287(19) 0.0289(9) Uani 1 1 d . . . . .
D37 D 0.4766 1.0240 0.3287 0.035 Uiso 1 1 calc R U . . .
Cl1 Cl 0.56557(12) 0.98157(11) 0.23861(6) 0.0530(4) Uani 1 1 d . . . . .
Cl2 Cl 0.61542(11) 1.10780(9) 0.34660(6) 0.0499(3) Uani 1 1 d . . . . .
Cl3 Cl 0.57111(15) 0.90809(11) 0.37258(7) 0.0686(5) Uani 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
Br1 C18 1.904(4) . ?
Br2 C25 1.907(4) . ?
C1 N4 1.463(5) . ?
C1 C2 1.529(5) . ?
C1 C6 1.542(5) . ?
C1 H1 1.0000 . ?
C2 C3 1.530(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.532(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.519(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.525(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 N1 1.468(4) . ?
C6 H6 1.0000 . ?
C7 O1 1.237(4) . ?
C7 N1 1.332(5) . ?
C7 C8 1.542(5) . ?
C8 N2 1.459(5) . ?
C8 C9 1.509(5) . ?
C8 H8 1.0000 . ?
C9 C10 1.378(6) . ?
C9 C14 1.397(5) . ?
C10 C11 1.382(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.377(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.378(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.396(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 N2 1.469(5) . ?
C15 C16 1.519(5) . ?
C15 C22 1.569(5) . ?
C15 H15 1.0000 . ?
C16 C17 1.393(5) . ?
C16 C21 1.410(5) . ?
C17 C18 1.388(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.389(5) . ?
C19 C20 1.379(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.397(5) . ?
C20 H20 0.9500 . ?
C21 O2 1.367(5) . ?
C22 N3 1.479(5) . ?
C22 C23 1.523(5) . ?
C22 H22 1.0000 . ?
C23 C24 1.398(5) . ?
C23 C28 1.416(5) . ?
C24 C25 1.376(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(6) . ?
C26 C27 1.384(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.387(6) . ?
C27 H27 0.9500 . ?
C28 O3 1.366(5) . ?
C29 N3 1.475(5) . ?
C29 C30 1.528(5) . ?
C29 C36 1.533(5) . ?
C29 H29 1.0000 . ?
C30 C35 1.388(5) . ?
C30 C31 1.391(5) . ?
C31 C32 1.395(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.382(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.390(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.381(5) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 O4 1.242(4) . ?
C36 N4 1.338(4) . ?
N1 H1C 0.89(4) . ?
N2 H2C 0.72(5) . ?
N3 H3C 0.79(5) . ?
N4 H4 0.82(4) . ?
O2 H2 0.8400 . ?
O3 H3 0.8400 . ?
C37 Cl3 1.727(4) . ?
C37 Cl1 1.748(4) . ?
C37 Cl2 1.751(4) . ?
C37 D37 1.0000 . ?

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
N4 C1 C2 109.9(3) . . ?
N4 C1 C6 110.0(3) . . ?
C2 C1 C6 111.8(3) . . ?
N4 C1 H1 108.4 . . ?
C2 C1 H1 108.4 . . ?
C6 C1 H1 108.4 . . ?
C1 C2 C3 111.2(3) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 109.9(3) . . ?
C2 C3 H3A 109.7 . . ?
C4 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
C4 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C5 C4 C3 109.8(3) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 C6 111.5(3) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
N1 C6 C5 109.7(3) . . ?
N1 C6 C1 109.3(3) . . ?
C5 C6 C1 112.0(3) . . ?
N1 C6 H6 108.6 . . ?
C5 C6 H6 108.6 . . ?
C1 C6 H6 108.6 . . ?
O1 C7 N1 124.1(3) . . ?
O1 C7 C8 120.6(3) . . ?
N1 C7 C8 115.2(3) . . ?
N2 C8 C9 112.6(3) . . ?
N2 C8 C7 108.3(3) . . ?
C9 C8 C7 107.9(3) . . ?
N2 C8 H8 109.4 . . ?
C9 C8 H8 109.4 . . ?
C7 C8 H8 109.4 . . ?
C10 C9 C14 118.6(4) . . ?
C10 C9 C8 120.2(4) . . ?
C14 C9 C8 121.1(3) . . ?
C9 C10 C11 121.1(5) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C12 C11 C10 120.2(5) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 119.9(4) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 120.0(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 120.1(4) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
N2 C15 C16 113.2(3) . . ?
N2 C15 C22 109.6(3) . . ?
C16 C15 C22 110.5(3) . . ?
N2 C15 H15 107.8 . . ?
C16 C15 H15 107.8 . . ?
C22 C15 H15 107.8 . . ?
C17 C16 C21 118.3(3) . . ?
C17 C16 C15 120.3(3) . . ?
C21 C16 C15 121.3(3) . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C17 C18 C19 120.6(4) . . ?
C17 C18 Br1 118.9(3) . . ?
C19 C18 Br1 120.6(3) . . ?
C20 C19 C18 118.8(3) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
C19 C20 C21 121.5(3) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
O2 C21 C20 116.8(3) . . ?
O2 C21 C16 123.6(3) . . ?
C20 C21 C16 119.6(4) . . ?
N3 C22 C23 113.8(3) . . ?
N3 C22 C15 109.6(3) . . ?
C23 C22 C15 110.1(3) . . ?
N3 C22 H22 107.7 . . ?
C23 C22 H22 107.7 . . ?
C15 C22 H22 107.7 . . ?
C24 C23 C28 118.4(3) . . ?
C24 C23 C22 121.0(3) . . ?
C28 C23 C22 120.4(3) . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 121.3(4) . . ?
C24 C25 Br2 119.7(3) . . ?
C26 C25 Br2 118.9(3) . . ?
C27 C26 C25 118.4(4) . . ?
C27 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
C26 C27 C28 121.7(4) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
O3 C28 C27 116.9(3) . . ?
O3 C28 C23 123.5(3) . . ?
C27 C28 C23 119.5(4) . . ?
N3 C29 C30 111.7(3) . . ?
N3 C29 C36 108.1(3) . . ?
C30 C29 C36 107.9(3) . . ?
N3 C29 H29 109.7 . . ?
C30 C29 H29 109.7 . . ?
C36 C29 H29 109.7 . . ?
C35 C30 C31 119.6(3) . . ?
C35 C30 C29 118.2(3) . . ?
C31 C30 C29 122.1(3) . . ?
C30 C31 C32 119.2(4) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C33 C32 C31 120.8(3) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C32 C33 C34 119.9(4) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 119.4(4) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C30 121.1(3) . . ?
C34 C35 H35 119.4 . . ?
C30 C35 H35 119.4 . . ?
O4 C36 N4 124.1(3) . . ?
O4 C36 C29 120.7(3) . . ?
N4 C36 C29 115.2(3) . . ?
C7 N1 C6 124.3(3) . . ?
C7 N1 H1C 120(3) . . ?
C6 N1 H1C 115(3) . . ?
C8 N2 C15 114.3(3) . . ?
C8 N2 H2C 106(4) . . ?
C15 N2 H2C 111(4) . . ?
C29 N3 C22 112.4(3) . . ?
C29 N3 H3C 109(3) . . ?
C22 N3 H3C 108(3) . . ?
C36 N4 C1 125.7(3) . . ?
C36 N4 H4 120(3) . . ?
C1 N4 H4 114(3) . . ?
C21 O2 H2 109.5 . . ?
C28 O3 H3 109.5 . . ?
Cl3 C37 Cl1 111.7(2) . . ?
Cl3 C37 Cl2 111.4(2) . . ?
Cl1 C37 Cl2 110.0(2) . . ?
Cl3 C37 D37 107.9 . . ?
Cl1 C37 D37 107.9 . . ?
Cl2 C37 D37 107.9 . . ?

_refine_diff_density_max         0.704
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.058



