# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_jdy
_database_code_depnum_ccdc_archive 'CCDC 1447673'
_audit_update_record             
;
2016-01-15 deposited with the CCDC.	2019-02-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H35 Br N4 O3'
_chemical_formula_weight         639.58

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   21.676(4)
_cell_length_b                   11.875(2)
_cell_length_c                   12.363(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3182.1(11)
_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       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17362
_diffrn_reflns_av_R_equivalents  0.0670
_diffrn_reflns_av_sigmaI/netI    0.0678
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5017
_reflns_number_gt                3706
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 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)+(0.0381P)²+0.4426P] 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   0.029(11)
_refine_ls_number_reflns         5017
_refine_ls_number_parameters     393
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1118
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.002
_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
Br1 Br -0.21767(2) 1.07496(5) 0.25941(6) 0.0806(2) Uani 1 1 d . . .
C1 C -0.1006(2) 0.8763(4) 0.0728(4) 0.0466(12) Uani 1 1 d . . .
C2 C -0.1372(3) 0.8503(4) -0.0172(4) 0.0536(14) Uani 1 1 d . . .
C3 C -0.1965(3) 0.8952(5) -0.0251(6) 0.0737(18) Uani 1 1 d . . .
H3 H -0.2205 0.8791 -0.0855 0.088 Uiso 1 1 calc R . .
C4 C -0.2200(2) 0.9632(5) 0.0555(5) 0.0660(15) Uani 1 1 d . . .
H4 H -0.2593 0.9940 0.0492 0.079 Uiso 1 1 calc R . .
C5 C -0.1846(2) 0.9848(4) 0.1454(4) 0.0576(14) Uani 1 1 d . . .
C6 C -0.1253(2) 0.9447(4) 0.1535(4) 0.0514(13) Uani 1 1 d . . .
H6 H -0.1014 0.9635 0.2134 0.062 Uiso 1 1 calc R . .
C7 C -0.0366(2) 0.8374(4) 0.0831(4) 0.0474(12) Uani 1 1 d . . .
H7 H -0.0125 0.8597 0.1415 0.057 Uiso 1 1 calc R . .
C8 C 0.0644(2) 0.6687(4) -0.0720(4) 0.0425(11) Uani 1 1 d . . .
C9 C 0.1313(2) 0.6603(4) -0.0608(4) 0.0422(11) Uani 1 1 d . . .
C10 C 0.1743(3) 0.6048(4) -0.1262(4) 0.0570(13) Uani 1 1 d . . .
H10 H 0.1615 0.5647 -0.1868 0.068 Uiso 1 1 calc R . .
C11 C 0.2356(3) 0.6108(5) -0.0994(5) 0.0727(17) Uani 1 1 d . . .
H11 H 0.2648 0.5750 -0.1426 0.087 Uiso 1 1 calc R . .
C12 C 0.2545(3) 0.6699(4) -0.0082(6) 0.0746(17) Uani 1 1 d . . .
H12 H 0.2962 0.6728 0.0094 0.090 Uiso 1 1 calc R . .
C13 C 0.2114(2) 0.7250(4) 0.0575(5) 0.0609(14) Uani 1 1 d . . .
H13 H 0.2238 0.7632 0.1194 0.073 Uiso 1 1 calc R . .
C14 C 0.1502(2) 0.7211(3) 0.0279(4) 0.0396(11) Uani 1 1 d . . .
C15 C 0.0963(2) 0.7805(4) 0.0835(4) 0.0385(11) Uani 1 1 d . . .
C16 C 0.08833(19) 0.7481(4) 0.2008(3) 0.0376(11) Uani 1 1 d . . .
C17 C 0.0745(2) 0.6379(4) 0.2319(4) 0.0511(13) Uani 1 1 d . . .
H17 H 0.0682 0.5842 0.1783 0.061 Uiso 1 1 calc R . .
C18 C 0.0698(2) 0.6052(4) 0.3391(4) 0.0543(14) Uani 1 1 d . . .
H18 H 0.0608 0.5307 0.3559 0.065 Uiso 1 1 calc R . .
C19 C 0.0788(2) 0.6845(4) 0.4235(4) 0.0444(11) Uani 1 1 d . . .
C20 C 0.0923(2) 0.7955(4) 0.3922(4) 0.0429(12) Uani 1 1 d . . .
H20 H 0.0983 0.8506 0.4447 0.051 Uiso 1 1 calc R . .
C21 C 0.09693(18) 0.8236(3) 0.2837(3) 0.0377(11) Uani 1 1 d . . .
C22 C 0.1116(2) 0.9756(4) 0.1605(4) 0.0401(11) Uani 1 1 d . . .
C23 C 0.1025(2) 0.9070(3) 0.0734(3) 0.0365(10) Uani 1 1 d . . .
C24 C 0.1028(2) 0.9604(4) -0.0276(4) 0.0533(13) Uani 1 1 d . . .
H24 H 0.0963 0.9170 -0.0892 0.064 Uiso 1 1 calc R . .
C25 C 0.1120(3) 1.0732(4) -0.0394(4) 0.0629(17) Uani 1 1 d . . .
H25 H 0.1110 1.1053 -0.1080 0.076 Uiso 1 1 calc R . .
C26 C 0.1233(3) 1.1421(4) 0.0524(4) 0.0556(14) Uani 1 1 d . . .
C27 C 0.1223(2) 1.0913(3) 0.1524(4) 0.0423(12) Uani 1 1 d . . .
H27 H 0.1287 1.1340 0.2144 0.051 Uiso 1 1 calc R . .
C28 C 0.0592(3) 0.5405(5) 0.5651(4) 0.0745(18) Uani 1 1 d . . .
H28A H 0.0295 0.5087 0.5151 0.089 Uiso 1 1 calc R . .
H28B H 0.0400 0.5444 0.6359 0.089 Uiso 1 1 calc R . .
C29 C 0.1151(3) 0.4648(5) 0.5707(5) 0.097(2) Uani 1 1 d . . .
H29A H 0.1295 0.4493 0.4988 0.146 Uiso 1 1 calc R . .
H29B H 0.1041 0.3955 0.6057 0.146 Uiso 1 1 calc R . .
H29C H 0.1471 0.5016 0.6111 0.146 Uiso 1 1 calc R . .
C30 C 0.0849(2) 0.7365(4) 0.6159(4) 0.0552(13) Uani 1 1 d . . .
H30A H 0.1172 0.7883 0.5941 0.066 Uiso 1 1 calc R . .
H30B H 0.0992 0.6971 0.6799 0.066 Uiso 1 1 calc R . .
C31 C 0.0278(3) 0.8040(5) 0.6452(5) 0.090(2) Uani 1 1 d . . .
H31A H 0.0136 0.8444 0.5827 0.135 Uiso 1 1 calc R . .
H31B H 0.0377 0.8564 0.7017 0.135 Uiso 1 1 calc R . .
H31C H -0.0040 0.7538 0.6696 0.135 Uiso 1 1 calc R . .
C32 C 0.1453(4) 1.3293(5) 0.1329(5) 0.094(2) Uani 1 1 d . . .
H32A H 0.1195 1.3039 0.1923 0.113 Uiso 1 1 calc R . .
H32B H 0.1321 1.4047 0.1137 0.113 Uiso 1 1 calc R . .
C33 C 0.2099(5) 1.3338(8) 0.1699(8) 0.170(5) Uani 1 1 d . . .
H33A H 0.2235 1.2594 0.1887 0.255 Uiso 1 1 calc R . .
H33B H 0.2128 1.3819 0.2321 0.255 Uiso 1 1 calc R . .
H33C H 0.2354 1.3631 0.1130 0.255 Uiso 1 1 calc R . .
C34 C 0.1518(5) 1.3022(6) -0.0802(10) 0.157(5) Uani 1 1 d . . .
H34A H 0.1795 1.3664 -0.0785 0.189 Uiso 1 1 calc R . .
H34B H 0.1686 1.2439 -0.1267 0.189 Uiso 1 1 calc R . .
C35 C 0.0937(5) 1.3311(7) -0.1079(9) 0.150(4) Uani 1 1 d . . .
H35A H 0.0671 1.2668 -0.1009 0.224 Uiso 1 1 calc R . .
H35B H 0.0931 1.3570 -0.1815 0.224 Uiso 1 1 calc R . .
H35C H 0.0794 1.3901 -0.0611 0.224 Uiso 1 1 calc R . .
N1 N -0.01466(17) 0.7721(3) 0.0105(3) 0.0428(9) Uani 1 1 d . . .
N2 N 0.04494(16) 0.7363(3) 0.0131(3) 0.0398(9) Uani 1 1 d . . .
N3 N 0.07558(19) 0.6546(3) 0.5296(3) 0.0550(11) Uani 1 1 d . . .
N4 N 0.1355(3) 1.2555(3) 0.0408(4) 0.0830(16) Uani 1 1 d . . .
O1 O 0.03048(16) 0.6288(3) -0.1408(2) 0.0574(9) Uani 1 1 d . . .
O2 O -0.11761(17) 0.7831(3) -0.0980(3) 0.0711(11) Uani 1 1 d . . .
H2 H -0.0821 0.7629 -0.0858 0.107 Uiso 1 1 calc R . .
O3 O 0.11073(13) 0.9361(2) 0.2651(3) 0.0506(7) 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 C5 1.910(6) . ?
C1 C6 1.394(7) . ?
C1 C2 1.402(7) . ?
C1 C7 1.466(6) . ?
C2 O2 1.346(6) . ?
C2 C3 1.396(7) . ?
C3 C4 1.381(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(6) . ?
C6 H6 0.9300 . ?
C7 N1 1.278(6) . ?
C7 H7 0.9300 . ?
C8 O1 1.220(5) . ?
C8 N2 1.389(5) . ?
C8 C9 1.460(6) . ?
C9 C14 1.376(6) . ?
C9 C10 1.399(6) . ?
C10 C11 1.372(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.390(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.401(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.529(6) . ?
C15 N2 1.507(5) . ?
C15 C16 1.511(6) . ?
C15 C23 1.513(6) . ?
C16 C21 1.373(6) . ?
C16 C17 1.396(6) . ?
C17 C18 1.385(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.420(6) . ?
C18 H18 0.9300 . ?
C19 N3 1.360(6) . ?
C19 C20 1.405(6) . ?
C20 C21 1.386(6) . ?
C20 H20 0.9300 . ?
C21 O3 1.389(5) . ?
C22 C23 1.366(6) . ?
C22 O3 1.375(6) . ?
C22 C27 1.397(6) . ?
C23 C24 1.401(6) . ?
C24 C25 1.363(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.420(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.375(6) . ?
C26 N4 1.379(6) . ?
C27 H27 0.9300 . ?
C28 N3 1.468(6) . ?
C28 C29 1.510(8) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 N3 1.458(6) . ?
C30 C31 1.519(7) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 N4 1.453(7) . ?
C32 C33 1.474(10) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.351(10) . ?
C34 N4 1.634(12) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
N1 N2 1.361(5) . ?
O2 H2 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 118.6(5) . . ?
C6 C1 C7 119.0(4) . . ?
C2 C1 C7 122.3(5) . . ?
O2 C2 C3 117.7(5) . . ?
O2 C2 C1 122.7(5) . . ?
C3 C2 C1 119.6(5) . . ?
C4 C3 C2 120.9(5) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C5 C4 C3 119.1(5) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C6 C5 C4 121.1(5) . . ?
C6 C5 Br1 119.4(4) . . ?
C4 C5 Br1 119.4(4) . . ?
C5 C6 C1 120.6(5) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N1 C7 C1 118.9(4) . . ?
N1 C7 H7 120.6 . . ?
C1 C7 H7 120.6 . . ?
O1 C8 N2 124.7(4) . . ?
O1 C8 C9 129.7(4) . . ?
N2 C8 C9 105.6(4) . . ?
C14 C9 C10 120.6(4) . . ?
C14 C9 C8 109.7(4) . . ?
C10 C9 C8 129.7(4) . . ?
C11 C10 C9 118.8(5) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 120.5(5) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 120.6(6) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 118.3(5) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C9 121.1(4) . . ?
C13 C14 C15 127.0(4) . . ?
C9 C14 C15 111.8(4) . . ?
N2 C15 C16 112.4(3) . . ?
N2 C15 C23 111.3(4) . . ?
C16 C15 C23 110.0(4) . . ?
N2 C15 C14 98.3(3) . . ?
C16 C15 C14 113.7(4) . . ?
C23 C15 C14 110.7(4) . . ?
C21 C16 C17 115.8(4) . . ?
C21 C16 C15 122.3(4) . . ?
C17 C16 C15 121.8(4) . . ?
C18 C17 C16 122.8(4) . . ?
C18 C17 H17 118.6 . . ?
C16 C17 H17 118.6 . . ?
C17 C18 C19 120.5(4) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
N3 C19 C20 121.4(4) . . ?
N3 C19 C18 121.9(4) . . ?
C20 C19 C18 116.7(4) . . ?
C21 C20 C19 120.5(4) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C16 C21 C20 123.7(4) . . ?
C16 C21 O3 122.2(4) . . ?
C20 C21 O3 114.0(4) . . ?
C23 C22 O3 122.4(4) . . ?
C23 C22 C27 123.7(4) . . ?
O3 C22 C27 113.9(4) . . ?
C22 C23 C24 115.6(4) . . ?
C22 C23 C15 122.7(4) . . ?
C24 C23 C15 121.5(4) . . ?
C25 C24 C23 122.8(4) . . ?
C25 C24 H24 118.6 . . ?
C23 C24 H24 118.6 . . ?
C24 C25 C26 120.4(5) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C27 C26 N4 121.6(4) . . ?
C27 C26 C25 117.6(4) . . ?
N4 C26 C25 120.8(4) . . ?
C26 C27 C22 119.9(4) . . ?
C26 C27 H27 120.0 . . ?
C22 C27 H27 120.0 . . ?
N3 C28 C29 111.7(5) . . ?
N3 C28 H28A 109.3 . . ?
C29 C28 H28A 109.3 . . ?
N3 C28 H28B 109.3 . . ?
C29 C28 H28B 109.3 . . ?
H28A C28 H28B 107.9 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 C31 114.4(5) . . ?
N3 C30 H30A 108.7 . . ?
C31 C30 H30A 108.7 . . ?
N3 C30 H30B 108.7 . . ?
C31 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N4 C32 C33 113.8(7) . . ?
N4 C32 H32A 108.8 . . ?
C33 C32 H32A 108.8 . . ?
N4 C32 H32B 108.8 . . ?
C33 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 N4 96.7(9) . . ?
C35 C34 H34A 112.4 . . ?
N4 C34 H34A 112.4 . . ?
C35 C34 H34B 112.4 . . ?
N4 C34 H34B 112.4 . . ?
H34A C34 H34B 110.0 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C7 N1 N2 121.8(4) . . ?
N1 N2 C8 116.8(4) . . ?
N1 N2 C15 127.3(3) . . ?
C8 N2 C15 114.5(4) . . ?
C19 N3 C30 121.6(4) . . ?
C19 N3 C28 122.8(4) . . ?
C30 N3 C28 115.5(4) . . ?
C26 N4 C32 122.4(4) . . ?
C26 N4 C34 117.9(5) . . ?
C32 N4 C34 118.8(5) . . ?
C2 O2 H2 109.5 . . ?
C22 O3 C21 119.2(3) . . ?

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
C6 C1 C2 O2 -178.7(4) . . . . ?
C7 C1 C2 O2 3.5(7) . . . . ?
C6 C1 C2 C3 1.5(7) . . . . ?
C7 C1 C2 C3 -176.3(5) . . . . ?
O2 C2 C3 C4 178.9(5) . . . . ?
C1 C2 C3 C4 -1.3(8) . . . . ?
C2 C3 C4 C5 -1.2(9) . . . . ?
C3 C4 C5 C6 3.4(8) . . . . ?
C3 C4 C5 Br1 -178.1(4) . . . . ?
C4 C5 C6 C1 -3.2(7) . . . . ?
Br1 C5 C6 C1 178.3(3) . . . . ?
C2 C1 C6 C5 0.7(7) . . . . ?
C7 C1 C6 C5 178.6(4) . . . . ?
C6 C1 C7 N1 178.1(4) . . . . ?
C2 C1 C7 N1 -4.1(7) . . . . ?
O1 C8 C9 C14 178.6(4) . . . . ?
N2 C8 C9 C14 -0.1(5) . . . . ?
O1 C8 C9 C10 0.5(8) . . . . ?
N2 C8 C9 C10 -178.2(4) . . . . ?
C14 C9 C10 C11 1.0(7) . . . . ?
C8 C9 C10 C11 178.9(5) . . . . ?
C9 C10 C11 C12 0.7(8) . . . . ?
C10 C11 C12 C13 -0.5(9) . . . . ?
C11 C12 C13 C14 -1.4(9) . . . . ?
C12 C13 C14 C9 3.1(8) . . . . ?
C12 C13 C14 C15 -176.1(4) . . . . ?
C10 C9 C14 C13 -2.9(7) . . . . ?
C8 C9 C14 C13 178.8(4) . . . . ?
C10 C9 C14 C15 176.4(4) . . . . ?
C8 C9 C14 C15 -1.9(5) . . . . ?
C13 C14 C15 N2 -177.9(5) . . . . ?
C9 C14 C15 N2 2.8(4) . . . . ?
C13 C14 C15 C16 -58.9(6) . . . . ?
C9 C14 C15 C16 121.9(4) . . . . ?
C13 C14 C15 C23 65.5(6) . . . . ?
C9 C14 C15 C23 -113.8(4) . . . . ?
N2 C15 C16 C21 -135.2(4) . . . . ?
C23 C15 C16 C21 -10.5(6) . . . . ?
C14 C15 C16 C21 114.2(5) . . . . ?
N2 C15 C16 C17 47.9(6) . . . . ?
C23 C15 C16 C17 172.5(4) . . . . ?
C14 C15 C16 C17 -62.7(5) . . . . ?
C21 C16 C17 C18 -0.2(7) . . . . ?
C15 C16 C17 C18 176.9(5) . . . . ?
C16 C17 C18 C19 0.3(8) . . . . ?
C17 C18 C19 N3 -178.8(5) . . . . ?
C17 C18 C19 C20 0.0(7) . . . . ?
N3 C19 C20 C21 178.4(4) . . . . ?
C18 C19 C20 C21 -0.5(7) . . . . ?
C17 C16 C21 C20 -0.3(6) . . . . ?
C15 C16 C21 C20 -177.4(4) . . . . ?
C17 C16 C21 O3 -179.8(4) . . . . ?
C15 C16 C21 O3 3.1(6) . . . . ?
C19 C20 C21 C16 0.6(7) . . . . ?
C19 C20 C21 O3 -179.8(4) . . . . ?
O3 C22 C23 C24 178.0(4) . . . . ?
C27 C22 C23 C24 -1.6(6) . . . . ?
O3 C22 C23 C15 -5.6(6) . . . . ?
C27 C22 C23 C15 174.8(4) . . . . ?
N2 C15 C23 C22 137.1(4) . . . . ?
C16 C15 C23 C22 11.8(6) . . . . ?
C14 C15 C23 C22 -114.6(5) . . . . ?
N2 C15 C23 C24 -46.7(6) . . . . ?
C16 C15 C23 C24 -172.0(4) . . . . ?
C14 C15 C23 C24 61.6(6) . . . . ?
C22 C23 C24 C25 0.6(7) . . . . ?
C15 C23 C24 C25 -175.9(5) . . . . ?
C23 C24 C25 C26 1.3(9) . . . . ?
C24 C25 C26 C27 -2.1(8) . . . . ?
C24 C25 C26 N4 177.0(6) . . . . ?
N4 C26 C27 C22 -178.0(5) . . . . ?
C25 C26 C27 C22 1.1(7) . . . . ?
C23 C22 C27 C26 0.8(7) . . . . ?
O3 C22 C27 C26 -178.9(4) . . . . ?
C1 C7 N1 N2 177.6(4) . . . . ?
C7 N1 N2 C8 -177.9(4) . . . . ?
C7 N1 N2 C15 -12.3(6) . . . . ?
O1 C8 N2 N1 -9.2(6) . . . . ?
C9 C8 N2 N1 169.5(3) . . . . ?
O1 C8 N2 C15 -176.6(4) . . . . ?
C9 C8 N2 C15 2.1(5) . . . . ?
C16 C15 N2 N1 71.2(5) . . . . ?
C23 C15 N2 N1 -52.7(5) . . . . ?
C14 C15 N2 N1 -168.9(4) . . . . ?
C16 C15 N2 C8 -122.9(4) . . . . ?
C23 C15 N2 C8 113.2(4) . . . . ?
C14 C15 N2 C8 -3.0(4) . . . . ?
C20 C19 N3 C30 1.1(7) . . . . ?
C18 C19 N3 C30 179.9(5) . . . . ?
C20 C19 N3 C28 177.6(5) . . . . ?
C18 C19 N3 C28 -3.6(7) . . . . ?
C31 C30 N3 C19 83.9(6) . . . . ?
C31 C30 N3 C28 -92.8(6) . . . . ?
C29 C28 N3 C19 87.0(6) . . . . ?
C29 C28 N3 C30 -96.4(6) . . . . ?
C27 C26 N4 C32 -2.9(9) . . . . ?
C25 C26 N4 C32 178.0(6) . . . . ?
C27 C26 N4 C34 165.7(6) . . . . ?
C25 C26 N4 C34 -13.4(9) . . . . ?
C33 C32 N4 C26 87.7(9) . . . . ?
C33 C32 N4 C34 -80.8(8) . . . . ?
C35 C34 N4 C26 92.7(8) . . . . ?
C35 C34 N4 C32 -98.3(8) . . . . ?
C23 C22 O3 C21 -3.4(6) . . . . ?
C27 C22 O3 C21 176.3(3) . . . . ?
C16 C21 O3 C22 4.7(6) . . . . ?
C20 C21 O3 C22 -174.9(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_j1
_database_code_depnum_ccdc_archive 'CCDC 1447674'
_audit_update_record             
;
2016-01-15 deposited with the CCDC.	2019-02-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H34 Br2 N4 O3'
_chemical_formula_weight         718.48

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   11.757(2)
_cell_length_b                   12.113(2)
_cell_length_c                   22.483(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3202.1(11)
_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       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    2.573
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18350
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_sigmaI/netI    0.0796
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5644
_reflns_number_gt                3960
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 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)+(0.0482P)²+3.7273P] 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   0.026(15)
_refine_ls_number_reflns         5644
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1256
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Br1 Br 0.88547(8) 0.33849(8) 0.06976(4) 0.0721(3) Uani 1 1 d . . .
Br2 Br 0.63298(10) -0.05736(7) 0.03832(4) 0.0784(3) Uani 1 1 d . . .
C1 C 0.7169(6) 0.1277(5) 0.1865(3) 0.0385(16) Uani 1 1 d . . .
C2 C 0.7834(5) 0.2148(5) 0.1640(3) 0.0386(16) Uani 1 1 d . . .
C3 C 0.8017(6) 0.2178(6) 0.1022(3) 0.0505(19) Uani 1 1 d . . .
C4 C 0.7595(6) 0.1390(6) 0.0645(3) 0.0522(19) Uani 1 1 d . . .
H4 H 0.7728 0.1434 0.0238 0.063 Uiso 1 1 calc R . .
C5 C 0.6964(7) 0.0524(7) 0.0879(3) 0.059(2) Uani 1 1 d . . .
C6 C 0.6734(6) 0.0468(6) 0.1487(3) 0.0501(18) Uani 1 1 d . . .
H6 H 0.6294 -0.0104 0.1639 0.060 Uiso 1 1 calc R . .
C7 C 0.6895(6) 0.1218(6) 0.2501(3) 0.0410(17) Uani 1 1 d . . .
H7 H 0.6429 0.0654 0.2641 0.049 Uiso 1 1 calc R . .
C8 C 0.7481(5) 0.2708(5) 0.3815(3) 0.0332(15) Uani 1 1 d . . .
C9 C 0.6904(5) 0.2601(5) 0.4382(3) 0.0320(15) Uani 1 1 d . . .
C10 C 0.7081(6) 0.3168(6) 0.4914(3) 0.0461(18) Uani 1 1 d . . .
H10 H 0.7651 0.3699 0.4943 0.055 Uiso 1 1 calc R . .
C11 C 0.6402(8) 0.2931(6) 0.5392(3) 0.062(2) Uani 1 1 d . . .
H11 H 0.6504 0.3311 0.5747 0.074 Uiso 1 1 calc R . .
C12 C 0.5573(7) 0.2139(7) 0.5354(3) 0.060(2) Uani 1 1 d . . .
H12 H 0.5112 0.2001 0.5682 0.072 Uiso 1 1 calc R . .
C13 C 0.5406(6) 0.1537(6) 0.4833(3) 0.0493(19) Uani 1 1 d . . .
H13 H 0.4860 0.0983 0.4813 0.059 Uiso 1 1 calc R . .
C14 C 0.6083(5) 0.1791(5) 0.4344(3) 0.0316(13) Uani 1 1 d . . .
C15 C 0.6070(5) 0.1254(5) 0.3732(3) 0.0298(14) Uani 1 1 d . . .
C16 C 0.6413(5) 0.0045(5) 0.3775(2) 0.0291(14) Uani 1 1 d . . .
C17 C 0.7500(5) -0.0288(5) 0.3913(3) 0.0330(15) Uani 1 1 d . . .
H17 H 0.8061 0.0246 0.3957 0.040 Uiso 1 1 calc R . .
C18 C 0.7794(6) -0.1391(5) 0.3991(3) 0.0395(17) Uani 1 1 d . . .
H18 H 0.8545 -0.1578 0.4073 0.047 Uiso 1 1 calc R . .
C19 C 0.6977(6) -0.2217(5) 0.3946(3) 0.0385(16) Uani 1 1 d . . .
C20 C 0.5863(6) -0.1892(5) 0.3807(3) 0.0430(18) Uani 1 1 d . . .
H20 H 0.5298 -0.2423 0.3767 0.052 Uiso 1 1 calc R . .
C21 C 0.5595(5) -0.0786(5) 0.3729(3) 0.0333(15) Uani 1 1 d . . .
C22 C 0.4191(5) 0.0481(5) 0.3397(3) 0.0339(15) Uani 1 1 d . . .
C23 C 0.4937(5) 0.1361(5) 0.3431(3) 0.0314(14) Uani 1 1 d . . .
C24 C 0.4559(5) 0.2350(5) 0.3194(3) 0.0422(17) Uani 1 1 d . . .
H24 H 0.5047 0.2953 0.3201 0.051 Uiso 1 1 calc R . .
C25 C 0.3501(6) 0.2484(5) 0.2950(3) 0.0446(18) Uani 1 1 d . . .
H25 H 0.3290 0.3167 0.2796 0.053 Uiso 1 1 calc R . .
C26 C 0.2730(5) 0.1593(5) 0.2932(3) 0.0382(16) Uani 1 1 d . . .
C27 C 0.3106(5) 0.0595(6) 0.3167(3) 0.0437(18) Uani 1 1 d . . .
H27 H 0.2616 -0.0008 0.3171 0.052 Uiso 1 1 calc R . .
C28 C 0.8447(7) -0.3679(6) 0.4086(4) 0.065(2) Uani 1 1 d . . .
H28A H 0.8923 -0.3183 0.3856 0.079 Uiso 1 1 calc R . .
H28B H 0.8520 -0.4411 0.3914 0.079 Uiso 1 1 calc R . .
C29 C 0.8874(9) -0.3708(7) 0.4713(4) 0.086(3) Uani 1 1 d . . .
H29A H 0.8798 -0.2989 0.4888 0.128 Uiso 1 1 calc R . .
H29B H 0.9660 -0.3923 0.4715 0.128 Uiso 1 1 calc R . .
H29C H 0.8438 -0.4232 0.4938 0.128 Uiso 1 1 calc R . .
C30 C 0.6412(7) -0.4173(5) 0.4013(4) 0.061(2) Uani 1 1 d . . .
H30A H 0.5696 -0.3889 0.4163 0.073 Uiso 1 1 calc R . .
H30B H 0.6648 -0.4772 0.4272 0.073 Uiso 1 1 calc R . .
C31 C 0.6232(9) -0.4619(6) 0.3390(4) 0.080(3) Uani 1 1 d . . .
H31A H 0.5827 -0.4084 0.3157 0.119 Uiso 1 1 calc R . .
H31B H 0.5799 -0.5290 0.3409 0.119 Uiso 1 1 calc R . .
H31C H 0.6956 -0.4766 0.3209 0.119 Uiso 1 1 calc R . .
C32 C 0.1270(6) 0.2820(6) 0.2514(3) 0.0533(19) Uani 1 1 d . . .
H32A H 0.0606 0.2736 0.2261 0.064 Uiso 1 1 calc R . .
H32B H 0.1852 0.3188 0.2281 0.064 Uiso 1 1 calc R . .
C33 C 0.0959(6) 0.3550(7) 0.3028(3) 0.062(2) Uani 1 1 d . . .
H33A H 0.0258 0.3299 0.3200 0.093 Uiso 1 1 calc R . .
H33B H 0.0870 0.4295 0.2891 0.093 Uiso 1 1 calc R . .
H33C H 0.1550 0.3522 0.3322 0.093 Uiso 1 1 calc R . .
C34 C 0.0879(6) 0.0817(6) 0.2625(4) 0.055(2) Uani 1 1 d . . .
H34A H 0.1302 0.0143 0.2552 0.066 Uiso 1 1 calc R . .
H34B H 0.0395 0.0945 0.2282 0.066 Uiso 1 1 calc R . .
C35 C 0.0136(7) 0.0644(8) 0.3159(4) 0.073(3) Uani 1 1 d . . .
H35A H 0.0603 0.0560 0.3506 0.109 Uiso 1 1 calc R . .
H35B H -0.0316 -0.0008 0.3104 0.109 Uiso 1 1 calc R . .
H35C H -0.0355 0.1271 0.3209 0.109 Uiso 1 1 calc R . .
N1 N 0.6986(4) 0.1925(4) 0.3442(2) 0.0298(12) Uani 1 1 d . . .
N2 N 0.7281(4) 0.1918(4) 0.2859(2) 0.0347(13) Uani 1 1 d . . .
N3 N 0.7247(5) -0.3317(5) 0.4034(3) 0.0535(16) Uani 1 1 d . . .
N4 N 0.1681(5) 0.1726(5) 0.2673(3) 0.0532(16) Uani 1 1 d . . .
O1 O 0.8299(4) 0.2939(4) 0.1981(2) 0.0490(13) Uani 1 1 d . . .
H1 H 0.8061 0.2882 0.2322 0.074 Uiso 1 1 calc R . .
O2 O 0.8231(4) 0.3337(4) 0.3656(2) 0.0462(11) Uani 1 1 d . . .
O3 O 0.4467(4) -0.0571(4) 0.3609(2) 0.0474(12) 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 C3 1.907(7) . ?
Br2 C5 1.889(9) . ?
C1 C6 1.393(9) . ?
C1 C2 1.407(9) . ?
C1 C7 1.469(9) . ?
C2 O1 1.344(7) . ?
C2 C3 1.408(9) . ?
C3 C4 1.369(10) . ?
C4 C5 1.389(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(10) . ?
C6 H6 0.9300 . ?
C7 N2 1.254(8) . ?
C7 H7 0.9300 . ?
C8 O2 1.218(7) . ?
C8 N1 1.393(7) . ?
C8 C9 1.452(9) . ?
C9 C14 1.378(8) . ?
C9 C10 1.394(9) . ?
C10 C11 1.370(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.370(11) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.393(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.522(8) . ?
C15 N1 1.499(7) . ?
C15 C23 1.500(8) . ?
C15 C16 1.522(8) . ?
C16 C17 1.375(8) . ?
C16 C21 1.396(8) . ?
C17 C18 1.391(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.390(9) . ?
C18 H18 0.9300 . ?
C19 N3 1.384(8) . ?
C19 C20 1.404(9) . ?
C20 C21 1.387(9) . ?
C20 H20 0.9300 . ?
C21 O3 1.378(7) . ?
C22 C23 1.382(8) . ?
C22 C27 1.384(8) . ?
C22 O3 1.399(7) . ?
C23 C24 1.384(9) . ?
C24 C25 1.369(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.410(9) . ?
C25 H25 0.9300 . ?
C26 N4 1.373(8) . ?
C26 C27 1.392(9) . ?
C27 H27 0.9300 . ?
C28 N3 1.483(10) . ?
C28 C29 1.497(11) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 N3 1.429(9) . ?
C30 C31 1.517(11) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 N4 1.454(9) . ?
C32 C33 1.501(10) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 N4 1.455(9) . ?
C34 C35 1.500(10) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
N1 N2 1.356(7) . ?
O1 H1 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.8(6) . . ?
C6 C1 C7 118.7(6) . . ?
C2 C1 C7 120.5(6) . . ?
O1 C2 C3 118.8(6) . . ?
O1 C2 C1 123.8(6) . . ?
C3 C2 C1 117.3(6) . . ?
C4 C3 C2 122.5(7) . . ?
C4 C3 Br1 119.0(5) . . ?
C2 C3 Br1 118.4(6) . . ?
C3 C4 C5 119.0(7) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C6 120.8(8) . . ?
C4 C5 Br2 121.2(5) . . ?
C6 C5 Br2 117.9(6) . . ?
C1 C6 C5 119.5(7) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
N2 C7 C1 120.9(6) . . ?
N2 C7 H7 119.6 . . ?
C1 C7 H7 119.6 . . ?
O2 C8 N1 123.6(6) . . ?
O2 C8 C9 130.7(6) . . ?
N1 C8 C9 105.8(5) . . ?
C14 C9 C10 120.6(6) . . ?
C14 C9 C8 109.6(5) . . ?
C10 C9 C8 129.7(6) . . ?
C11 C10 C9 118.8(7) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C12 C11 C10 120.9(7) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 121.3(7) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C14 117.8(7) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
C9 C14 C13 120.5(6) . . ?
C9 C14 C15 111.6(5) . . ?
C13 C14 C15 127.8(6) . . ?
N1 C15 C23 113.2(5) . . ?
N1 C15 C14 98.8(4) . . ?
C23 C15 C14 112.3(5) . . ?
N1 C15 C16 111.0(5) . . ?
C23 C15 C16 110.3(5) . . ?
C14 C15 C16 110.7(5) . . ?
C17 C16 C21 116.4(5) . . ?
C17 C16 C15 122.9(5) . . ?
C21 C16 C15 120.4(5) . . ?
C16 C17 C18 122.8(6) . . ?
C16 C17 H17 118.6 . . ?
C18 C17 H17 118.6 . . ?
C17 C18 C19 120.7(6) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
N3 C19 C18 121.6(6) . . ?
N3 C19 C20 121.0(6) . . ?
C18 C19 C20 117.3(6) . . ?
C21 C20 C19 120.7(6) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
O3 C21 C20 115.2(5) . . ?
O3 C21 C16 122.8(5) . . ?
C20 C21 C16 122.0(6) . . ?
C23 C22 C27 121.9(6) . . ?
C23 C22 O3 122.5(5) . . ?
C27 C22 O3 115.6(5) . . ?
C24 C23 C22 116.3(6) . . ?
C24 C23 C15 122.3(5) . . ?
C22 C23 C15 121.4(5) . . ?
C25 C24 C23 123.3(6) . . ?
C25 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
C24 C25 C26 120.3(6) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
N4 C26 C27 123.3(6) . . ?
N4 C26 C25 120.0(6) . . ?
C27 C26 C25 116.7(6) . . ?
C22 C27 C26 121.4(6) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
N3 C28 C29 113.6(7) . . ?
N3 C28 H28A 108.9 . . ?
C29 C28 H28A 108.9 . . ?
N3 C28 H28B 108.9 . . ?
C29 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C30 C31 112.6(7) . . ?
N3 C30 H30A 109.1 . . ?
C31 C30 H30A 109.1 . . ?
N3 C30 H30B 109.1 . . ?
C31 C30 H30B 109.1 . . ?
H30A C30 H30B 107.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N4 C32 C33 115.4(6) . . ?
N4 C32 H32A 108.4 . . ?
C33 C32 H32A 108.4 . . ?
N4 C32 H32B 108.4 . . ?
C33 C32 H32B 108.4 . . ?
H32A C32 H32B 107.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N4 C34 C35 115.1(7) . . ?
N4 C34 H34A 108.5 . . ?
C35 C34 H34A 108.5 . . ?
N4 C34 H34B 108.5 . . ?
C35 C34 H34B 108.5 . . ?
H34A C34 H34B 107.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N2 N1 C8 118.6(5) . . ?
N2 N1 C15 127.0(5) . . ?
C8 N1 C15 114.1(5) . . ?
C7 N2 N1 122.1(5) . . ?
C19 N3 C30 122.5(6) . . ?
C19 N3 C28 120.9(6) . . ?
C30 N3 C28 116.2(6) . . ?
C26 N4 C32 120.7(6) . . ?
C26 N4 C34 121.6(6) . . ?
C32 N4 C34 117.1(5) . . ?
C2 O1 H1 109.5 . . ?
C21 O3 C22 117.5(5) . . ?

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
C6 C1 C2 O1 -178.5(6) . . . . ?
C7 C1 C2 O1 3.1(10) . . . . ?
C6 C1 C2 C3 1.3(10) . . . . ?
C7 C1 C2 C3 -177.1(6) . . . . ?
O1 C2 C3 C4 178.5(6) . . . . ?
C1 C2 C3 C4 -1.3(10) . . . . ?
O1 C2 C3 Br1 -3.1(9) . . . . ?
C1 C2 C3 Br1 177.1(5) . . . . ?
C2 C3 C4 C5 -0.2(11) . . . . ?
Br1 C3 C4 C5 -178.6(5) . . . . ?
C3 C4 C5 C6 1.8(11) . . . . ?
C3 C4 C5 Br2 178.7(5) . . . . ?
C2 C1 C6 C5 0.1(10) . . . . ?
C7 C1 C6 C5 178.6(6) . . . . ?
C4 C5 C6 C1 -1.7(11) . . . . ?
Br2 C5 C6 C1 -178.7(5) . . . . ?
C6 C1 C7 N2 178.9(6) . . . . ?
C2 C1 C7 N2 -2.6(10) . . . . ?
O2 C8 C9 C14 178.0(6) . . . . ?
N1 C8 C9 C14 -0.8(7) . . . . ?
O2 C8 C9 C10 -2.6(12) . . . . ?
N1 C8 C9 C10 178.6(6) . . . . ?
C14 C9 C10 C11 -2.0(10) . . . . ?
C8 C9 C10 C11 178.7(6) . . . . ?
C9 C10 C11 C12 1.0(11) . . . . ?
C10 C11 C12 C13 1.2(12) . . . . ?
C11 C12 C13 C14 -2.2(11) . . . . ?
C10 C9 C14 C13 0.9(9) . . . . ?
C8 C9 C14 C13 -179.6(6) . . . . ?
C10 C9 C14 C15 -177.8(6) . . . . ?
C8 C9 C14 C15 1.7(7) . . . . ?
C12 C13 C14 C9 1.2(10) . . . . ?
C12 C13 C14 C15 179.6(6) . . . . ?
C9 C14 C15 N1 -1.7(6) . . . . ?
C13 C14 C15 N1 179.7(6) . . . . ?
C9 C14 C15 C23 -121.4(5) . . . . ?
C13 C14 C15 C23 60.0(8) . . . . ?
C9 C14 C15 C16 114.8(5) . . . . ?
C13 C14 C15 C16 -63.8(8) . . . . ?
N1 C15 C16 C17 39.6(7) . . . . ?
C23 C15 C16 C17 166.0(5) . . . . ?
C14 C15 C16 C17 -69.1(7) . . . . ?
N1 C15 C16 C21 -146.7(5) . . . . ?
C23 C15 C16 C21 -20.3(7) . . . . ?
C14 C15 C16 C21 104.6(6) . . . . ?
C21 C16 C17 C18 1.6(9) . . . . ?
C15 C16 C17 C18 175.6(6) . . . . ?
C16 C17 C18 C19 -1.8(10) . . . . ?
C17 C18 C19 N3 -178.6(6) . . . . ?
C17 C18 C19 C20 1.4(9) . . . . ?
N3 C19 C20 C21 179.0(6) . . . . ?
C18 C19 C20 C21 -1.1(10) . . . . ?
C19 C20 C21 O3 -178.4(6) . . . . ?
C19 C20 C21 C16 1.0(10) . . . . ?
C17 C16 C21 O3 178.1(6) . . . . ?
C15 C16 C21 O3 4.0(9) . . . . ?
C17 C16 C21 C20 -1.2(9) . . . . ?
C15 C16 C21 C20 -175.3(6) . . . . ?
C27 C22 C23 C24 -3.3(9) . . . . ?
O3 C22 C23 C24 178.9(6) . . . . ?
C27 C22 C23 C15 174.2(6) . . . . ?
O3 C22 C23 C15 -3.6(9) . . . . ?
N1 C15 C23 C24 -37.4(8) . . . . ?
C14 C15 C23 C24 73.5(7) . . . . ?
C16 C15 C23 C24 -162.6(6) . . . . ?
N1 C15 C23 C22 145.2(6) . . . . ?
C14 C15 C23 C22 -103.9(6) . . . . ?
C16 C15 C23 C22 20.1(8) . . . . ?
C22 C23 C24 C25 1.6(10) . . . . ?
C15 C23 C24 C25 -175.9(6) . . . . ?
C23 C24 C25 C26 0.2(11) . . . . ?
C24 C25 C26 N4 -178.3(7) . . . . ?
C24 C25 C26 C27 -0.4(10) . . . . ?
C23 C22 C27 C26 3.3(10) . . . . ?
O3 C22 C27 C26 -178.8(6) . . . . ?
N4 C26 C27 C22 176.6(7) . . . . ?
C25 C26 C27 C22 -1.3(10) . . . . ?
O2 C8 N1 N2 -5.7(9) . . . . ?
C9 C8 N1 N2 173.2(5) . . . . ?
O2 C8 N1 C15 -179.3(5) . . . . ?
C9 C8 N1 C15 -0.4(6) . . . . ?
C23 C15 N1 N2 -52.7(7) . . . . ?
C14 C15 N1 N2 -171.7(5) . . . . ?
C16 C15 N1 N2 72.1(7) . . . . ?
C23 C15 N1 C8 120.3(5) . . . . ?
C14 C15 N1 C8 1.2(6) . . . . ?
C16 C15 N1 C8 -115.0(5) . . . . ?
C1 C7 N2 N1 175.8(5) . . . . ?
C8 N1 N2 C7 177.9(6) . . . . ?
C15 N1 N2 C7 -9.4(9) . . . . ?
C18 C19 N3 C30 177.5(7) . . . . ?
C20 C19 N3 C30 -2.5(11) . . . . ?
C18 C19 N3 C28 -9.7(10) . . . . ?
C20 C19 N3 C28 170.2(7) . . . . ?
C31 C30 N3 C19 87.9(9) . . . . ?
C31 C30 N3 C28 -85.1(8) . . . . ?
C29 C28 N3 C19 92.1(8) . . . . ?
C29 C28 N3 C30 -94.7(8) . . . . ?
C27 C26 N4 C32 170.9(7) . . . . ?
C25 C26 N4 C32 -11.3(10) . . . . ?
C27 C26 N4 C34 -0.1(11) . . . . ?
C25 C26 N4 C34 177.7(7) . . . . ?
C33 C32 N4 C26 -70.7(9) . . . . ?
C33 C32 N4 C34 100.7(8) . . . . ?
C35 C34 N4 C26 85.8(9) . . . . ?
C35 C34 N4 C32 -85.5(8) . . . . ?
C20 C21 O3 C22 -166.1(6) . . . . ?
C16 C21 O3 C22 14.6(9) . . . . ?
C23 C22 O3 C21 -14.9(9) . . . . ?
C27 C22 O3 C21 167.2(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.182
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.071
