# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Zhenming Yin'
_publ_contact_author_email       TJYINZM@YAHOO.COM.CN

_publ_section_title              
;
Crystal Engineering of 5,5'-Bisdiazo-dipyrromethane
with Halogen...? synthons
;
loop_
_publ_author_name
'Zhenming Yin'
'Wuyan Wang'

# Attachment 'Br-substituent.CIF'

data_071209a
_database_code_depnum_ccdc_archive 'CCDC 724476'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C51 H49 Br4 Cl3 N12'
_chemical_formula_weight         1256.01

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'
Cl Cl 0.1484 0.1585 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   12.2064(19)
_cell_length_b                   14.770(2)
_cell_length_c                   17.428(3)
_cell_angle_alpha                97.289(4)
_cell_angle_beta                 103.462(3)
_cell_angle_gamma                107.880(3)
_cell_volume                     2840.6(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2011
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      18.62

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ORANGE
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1260
_exptl_absorpt_coefficient_mu    3.020
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.641066
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'APEX II 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            14654
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0970
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.48
_diffrn_reflns_theta_max         25.03
_reflns_number_total             9981
_reflns_number_gt                4267
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART APEX II'
_computing_cell_refinement       'Bruker SMART APEX II'
_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)+(0.0812P)²+2.4936P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9981
_refine_ls_number_parameters     630
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1717
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.2029
_refine_ls_wR_factor_gt          0.1565
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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 0.17957(10) -0.11576(7) 0.04653(7) 0.1090(4) Uani 1 1 d . . .
Br2 Br 0.88804(10) 0.96688(10) 0.16665(8) 0.1414(5) Uani 1 1 d . . .
Br3 Br -0.52358(7) 0.10198(7) 0.12045(8) 0.1141(4) Uani 1 1 d . . .
Br4 Br 0.41917(14) 0.99236(8) 0.66393(7) 0.1425(5) Uani 1 1 d . . .
N1 N 0.1403(4) 0.4138(4) 0.3066(3) 0.0498(14) Uani 1 1 d . . .
H1' H 0.1063 0.4007 0.2554 0.060 Uiso 1 1 calc R . .
N2 N 0.2151(5) 0.2782(4) 0.3118(4) 0.0599(15) Uani 1 1 d . . .
N3 N 0.1827(5) 0.2613(4) 0.2350(4) 0.0546(14) Uani 1 1 d . . .
N4 N 0.2208(5) 0.6408(4) 0.2656(3) 0.0509(14) Uani 1 1 d . . .
H4' H 0.2827 0.6428 0.3024 0.061 Uiso 1 1 calc R . .
N5 N 0.3245(5) 0.7324(4) 0.1800(3) 0.0598(15) Uani 1 1 d . . .
N6 N 0.4231(5) 0.7297(4) 0.2245(3) 0.0530(14) Uani 1 1 d . . .
N7 N 0.2158(4) 0.4135(3) 0.1304(3) 0.0397(12) Uani 1 1 d . . .
H7' H 0.2113 0.3790 0.1665 0.048 Uiso 1 1 calc R . .
N8 N 0.0015(4) 0.3817(4) 0.0754(3) 0.0483(13) Uani 1 1 d . . .
N9 N -0.0139(4) 0.3389(4) 0.1330(3) 0.0465(13) Uani 1 1 d . . .
N10 N 0.4570(4) 0.5549(4) 0.2881(3) 0.0442(13) Uani 1 1 d . . .
H10' H 0.4331 0.5979 0.2674 0.053 Uiso 1 1 calc R . .
N11 N 0.4961(5) 0.6259(4) 0.4315(3) 0.0551(15) Uani 1 1 d . . .
N12 N 0.4476(5) 0.6858(4) 0.4081(3) 0.0572(15) Uani 1 1 d . . .
C1 C 0.1448(6) 0.1491(5) 0.1122(5) 0.063(2) Uani 1 1 d . . .
H1 H 0.1188 0.1925 0.0851 0.076 Uiso 1 1 calc R . .
C2 C 0.1432(6) 0.0643(5) 0.0684(5) 0.066(2) Uani 1 1 d . . .
H2 H 0.1165 0.0508 0.0123 0.079 Uiso 1 1 calc R . .
C3 C 0.1809(6) 0.0000(5) 0.1073(6) 0.067(2) Uani 1 1 d . . .
C4 C 0.2213(7) 0.0179(6) 0.1905(6) 0.077(2) Uani 1 1 d . . .
H4 H 0.2465 -0.0266 0.2164 0.092 Uiso 1 1 calc R . .
C5 C 0.2233(6) 0.1043(6) 0.2351(5) 0.067(2) Uani 1 1 d . . .
H5 H 0.2507 0.1177 0.2912 0.081 Uiso 1 1 calc R . .
C6 C 0.1843(5) 0.1711(5) 0.1956(4) 0.0516(17) Uani 1 1 d . . .
C7 C 0.2013(6) 0.3611(5) 0.3459(4) 0.0528(17) Uani 1 1 d . . .
C8 C 0.2425(7) 0.4058(6) 0.4270(4) 0.071(2) Uani 1 1 d . . .
H8 H 0.2858 0.3857 0.4685 0.085 Uiso 1 1 calc R . .
C9 C 0.2072(7) 0.4860(6) 0.4345(4) 0.069(2) Uani 1 1 d . . .
H9 H 0.2251 0.5305 0.4824 0.082 Uiso 1 1 calc R . .
C10 C 0.1412(6) 0.4897(5) 0.3600(4) 0.0519(17) Uani 1 1 d . . .
C11 C 0.0712(6) 0.5536(5) 0.3340(4) 0.0554(18) Uani 1 1 d . . .
C12 C -0.0635(6) 0.4929(6) 0.3064(5) 0.073(2) Uani 1 1 d . . .
H12A H -0.1080 0.5358 0.2929 0.087 Uiso 1 1 calc R . .
H12B H -0.0799 0.4456 0.2574 0.087 Uiso 1 1 calc R . .
C13 C -0.1114(8) 0.4387(8) 0.3676(5) 0.117(4) Uani 1 1 d . . .
H13A H -0.0656 0.3982 0.3837 0.175 Uiso 1 1 calc R . .
H13B H -0.1943 0.3989 0.3435 0.175 Uiso 1 1 calc R . .
H13C H -0.1041 0.4849 0.4142 0.175 Uiso 1 1 calc R . .
C14 C 0.1006(7) 0.6394(6) 0.4068(5) 0.082(2) Uani 1 1 d . . .
H14A H 0.0750 0.6126 0.4504 0.099 Uiso 1 1 calc R . .
H14B H 0.1870 0.6723 0.4261 0.099 Uiso 1 1 calc R . .
C15 C 0.0412(10) 0.7149(8) 0.3872(6) 0.145(5) Uani 1 1 d . . .
H15A H 0.0681 0.7438 0.3455 0.217 Uiso 1 1 calc R . .
H15B H 0.0629 0.7647 0.4348 0.217 Uiso 1 1 calc R . .
H15C H -0.0446 0.6835 0.3690 0.217 Uiso 1 1 calc R . .
C16 C 0.1035(6) 0.5963(5) 0.2642(4) 0.0533(17) Uani 1 1 d . . .
C17 C 0.0329(7) 0.6084(6) 0.1954(5) 0.071(2) Uani 1 1 d . . .
H17 H -0.0507 0.5846 0.1788 0.086 Uiso 1 1 calc R . .
C18 C 0.1050(7) 0.6613(6) 0.1548(5) 0.080(2) Uani 1 1 d . . .
H18 H 0.0791 0.6798 0.1067 0.096 Uiso 1 1 calc R . .
C19 C 0.2243(6) 0.6820(5) 0.1990(4) 0.0559(18) Uani 1 1 d . . .
C20 C 0.5284(6) 0.7871(5) 0.2067(4) 0.0520(17) Uani 1 1 d . . .
C21 C 0.5291(7) 0.8458(5) 0.1505(4) 0.065(2) Uani 1 1 d . . .
H21 H 0.4570 0.8494 0.1211 0.078 Uiso 1 1 calc R . .
C22 C 0.6354(8) 0.8988(6) 0.1379(5) 0.078(2) Uani 1 1 d . . .
H22 H 0.6354 0.9378 0.1000 0.094 Uiso 1 1 calc R . .
C23 C 0.7419(8) 0.8933(6) 0.1822(6) 0.081(2) Uani 1 1 d . . .
C24 C 0.7435(7) 0.8370(6) 0.2390(6) 0.087(3) Uani 1 1 d . . .
H24 H 0.8157 0.8343 0.2690 0.104 Uiso 1 1 calc R . .
C25 C 0.6357(7) 0.7842(6) 0.2511(5) 0.077(2) Uani 1 1 d . . .
H25 H 0.6361 0.7462 0.2898 0.092 Uiso 1 1 calc R . .
C26 C -0.2346(6) 0.2888(5) 0.0678(4) 0.0533(18) Uani 1 1 d . . .
H26 H -0.2238 0.3276 0.0301 0.064 Uiso 1 1 calc R . .
C27 C -0.3492(6) 0.2326(5) 0.0663(5) 0.0594(19) Uani 1 1 d . . .
H27 H -0.4154 0.2316 0.0264 0.071 Uiso 1 1 calc R . .
C28 C -0.3651(6) 0.1781(5) 0.1239(5) 0.068(2) Uani 1 1 d . . .
C29 C -0.2699(7) 0.1749(6) 0.1828(5) 0.082(2) Uani 1 1 d . . .
H29 H -0.2820 0.1370 0.2209 0.099 Uiso 1 1 calc R . .
C30 C -0.1560(6) 0.2301(6) 0.1831(5) 0.072(2) Uani 1 1 d . . .
H30 H -0.0904 0.2296 0.2226 0.086 Uiso 1 1 calc R . .
C31 C -0.1354(5) 0.2873(4) 0.1257(4) 0.0461(16) Uani 1 1 d . . .
C32 C 0.1187(5) 0.4249(5) 0.0777(4) 0.0449(16) Uani 1 1 d . . .
C33 C 0.1644(6) 0.4861(5) 0.0310(4) 0.0593(19) Uani 1 1 d . . .
H33 H 0.1201 0.5068 -0.0096 0.071 Uiso 1 1 calc R . .
C34 C 0.2876(5) 0.5117(5) 0.0548(4) 0.0533(18) Uani 1 1 d . . .
H34 H 0.3406 0.5533 0.0332 0.064 Uiso 1 1 calc R . .
C35 C 0.3193(5) 0.4656(4) 0.1157(3) 0.0370(14) Uani 1 1 d . . .
C36 C 0.4380(5) 0.4545(4) 0.1544(4) 0.0398(15) Uani 1 1 d . . .
C37 C 0.4291(6) 0.3488(5) 0.1236(4) 0.0542(18) Uani 1 1 d . . .
H37A H 0.5074 0.3435 0.1437 0.065 Uiso 1 1 calc R . .
H37B H 0.3740 0.3054 0.1463 0.065 Uiso 1 1 calc R . .
C38 C 0.3863(7) 0.3141(5) 0.0311(4) 0.073(2) Uani 1 1 d . . .
H38A H 0.3094 0.3201 0.0104 0.110 Uiso 1 1 calc R . .
H38B H 0.3795 0.2472 0.0171 0.110 Uiso 1 1 calc R . .
H38C H 0.4434 0.3533 0.0082 0.110 Uiso 1 1 calc R . .
C39 C 0.5383(5) 0.5293(5) 0.1312(4) 0.0543(18) Uani 1 1 d . . .
H39A H 0.5231 0.5138 0.0730 0.065 Uiso 1 1 calc R . .
H39B H 0.5340 0.5935 0.1456 0.065 Uiso 1 1 calc R . .
C40 C 0.6663(6) 0.5328(6) 0.1717(5) 0.085(3) Uani 1 1 d . . .
H40A H 0.6833 0.5500 0.2293 0.128 Uiso 1 1 calc R . .
H40B H 0.7232 0.5804 0.1543 0.128 Uiso 1 1 calc R . .
H40C H 0.6722 0.4700 0.1568 0.128 Uiso 1 1 calc R . .
C41 C 0.4642(5) 0.4740(5) 0.2455(4) 0.0469(16) Uani 1 1 d . . .
C42 C 0.5068(6) 0.4247(5) 0.3011(4) 0.0595(19) Uani 1 1 d . . .
H42 H 0.5205 0.3667 0.2890 0.071 Uiso 1 1 calc R . .
C43 C 0.5255(7) 0.4765(5) 0.3779(4) 0.068(2) Uani 1 1 d . . .
H43 H 0.5541 0.4595 0.4262 0.082 Uiso 1 1 calc R . .
C44 C 0.4945(6) 0.5570(5) 0.3701(4) 0.0517(17) Uani 1 1 d . . .
C45 C 0.4491(6) 0.7581(5) 0.4719(4) 0.0578(18) Uani 1 1 d . . .
C46 C 0.4014(7) 0.8277(6) 0.4484(5) 0.077(2) Uani 1 1 d . . .
H46 H 0.3753 0.8279 0.3939 0.092 Uiso 1 1 calc R . .
C47 C 0.3927(8) 0.8964(6) 0.5056(6) 0.089(3) Uani 1 1 d . . .
H47 H 0.3607 0.9429 0.4896 0.107 Uiso 1 1 calc R . .
C48 C 0.4311(9) 0.8963(6) 0.5857(6) 0.089(3) Uani 1 1 d . . .
C49 C 0.4799(8) 0.8305(7) 0.6108(5) 0.089(3) Uani 1 1 d . . .
H49 H 0.5067 0.8323 0.6657 0.107 Uiso 1 1 calc R . .
C50 C 0.4899(7) 0.7610(6) 0.5548(5) 0.075(2) Uani 1 1 d . . .
H50 H 0.5237 0.7159 0.5720 0.090 Uiso 1 1 calc R . .
Cl1 Cl 0.8077(6) 0.8296(6) 0.4730(4) 0.349(4) Uani 1 1 d . . .
Cl2 Cl 1.0238(6) 0.8847(6) 0.5939(4) 0.297(3) Uani 1 1 d . . .
Cl3 Cl 0.8787(7) 0.9987(5) 0.5960(4) 0.309(3) Uani 1 1 d . . .
C51 C 0.8799(16) 0.8790(12) 0.5685(11) 0.199(6) Uiso 1 1 d . . .
H51 H 0.8387 0.8388 0.6011 0.238 Uiso 1 1 calc R . .


_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 1.887(7) . ?
Br2 C23 1.883(8) . ?
Br3 C28 1.899(7) . ?
Br4 C48 1.903(8) . ?
N1 C10 1.358(8) . ?
N1 C7 1.372(8) . ?
N1 H1' 0.8600 . ?
N2 N3 1.272(7) . ?
N2 C7 1.368(8) . ?
N3 C6 1.428(8) . ?
N4 C16 1.373(8) . ?
N4 C19 1.380(8) . ?
N4 H4' 0.8600 . ?
N5 N6 1.285(7) . ?
N5 C19 1.361(8) . ?
N6 C20 1.433(8) . ?
N7 C35 1.363(7) . ?
N7 C32 1.390(7) . ?
N7 H7' 0.8600 . ?
N8 N9 1.272(6) . ?
N8 C32 1.364(7) . ?
N9 C31 1.411(7) . ?
N10 C41 1.363(7) . ?
N10 C44 1.389(7) . ?
N10 H10' 0.8600 . ?
N11 N12 1.264(7) . ?
N11 C44 1.373(8) . ?
N12 C45 1.434(8) . ?
C1 C2 1.374(9) . ?
C1 C6 1.382(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.364(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(10) . ?
C4 C5 1.397(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.408(9) . ?
C5 H5 0.9300 . ?
C7 C8 1.384(9) . ?
C8 C9 1.381(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.377(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.500(9) . ?
C11 C16 1.516(9) . ?
C11 C12 1.535(9) . ?
C11 C14 1.564(9) . ?
C12 C13 1.531(10) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.539(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.371(9) . ?
C17 C18 1.377(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.397(9) . ?
C18 H18 0.9300 . ?
C20 C25 1.374(9) . ?
C20 C21 1.387(9) . ?
C21 C22 1.378(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.372(11) . ?
C24 C25 1.387(10) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.382(8) . ?
C26 C31 1.392(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.376(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.377(10) . ?
C29 C30 1.377(9) . ?
C29 H29 0.9300 . ?
C30 C31 1.406(9) . ?
C30 H30 0.9300 . ?
C32 C33 1.371(8) . ?
C33 C34 1.377(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.377(8) . ?
C34 H34 0.9300 . ?
C35 C36 1.516(8) . ?
C36 C41 1.516(8) . ?
C36 C39 1.547(8) . ?
C36 C37 1.547(8) . ?
C37 C38 1.538(9) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.540(8) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.384(8) . ?
C42 C43 1.386(9) . ?
C42 H42 0.9300 . ?
C43 C44 1.366(9) . ?
C43 H43 0.9300 . ?
C45 C46 1.388(9) . ?
C45 C50 1.405(9) . ?
C46 C47 1.375(10) . ?
C46 H46 0.9300 . ?
C47 C48 1.366(11) . ?
C47 H47 0.9300 . ?
C48 C49 1.354(11) . ?
C49 C50 1.378(10) . ?
C49 H49 0.9300 . ?
C50 H50 0.9300 . ?
Cl1 C51 1.641(17) . ?
Cl2 C51 1.680(17) . ?
Cl3 C51 1.778(16) . ?
C51 H51 0.9800 . ?

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
C10 N1 C7 110.3(5) . . ?
C10 N1 H1' 124.8 . . ?
C7 N1 H1' 124.8 . . ?
N3 N2 C7 112.6(6) . . ?
N2 N3 C6 115.3(6) . . ?
C16 N4 C19 109.7(5) . . ?
C16 N4 H4' 125.2 . . ?
C19 N4 H4' 125.2 . . ?
N6 N5 C19 114.4(6) . . ?
N5 N6 C20 113.8(6) . . ?
C35 N7 C32 109.2(5) . . ?
C35 N7 H7' 125.4 . . ?
C32 N7 H7' 125.4 . . ?
N9 N8 C32 114.8(5) . . ?
N8 N9 C31 114.0(5) . . ?
C41 N10 C44 109.1(5) . . ?
C41 N10 H10' 125.4 . . ?
C44 N10 H10' 125.4 . . ?
N12 N11 C44 114.3(5) . . ?
N11 N12 C45 114.6(6) . . ?
C2 C1 C6 121.2(7) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C3 C2 C1 119.9(7) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.5(7) . . ?
C2 C3 Br1 119.6(7) . . ?
C4 C3 Br1 118.9(6) . . ?
C3 C4 C5 118.6(7) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 120.4(7) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.3(7) . . ?
C1 C6 N3 116.5(6) . . ?
C5 C6 N3 125.1(7) . . ?
N2 C7 N1 126.5(6) . . ?
N2 C7 C8 126.5(7) . . ?
N1 C7 C8 107.0(6) . . ?
C9 C8 C7 107.0(6) . . ?
C9 C8 H8 126.5 . . ?
C7 C8 H8 126.5 . . ?
C10 C9 C8 109.3(7) . . ?
C10 C9 H9 125.3 . . ?
C8 C9 H9 125.3 . . ?
N1 C10 C9 106.3(6) . . ?
N1 C10 C11 121.2(6) . . ?
C9 C10 C11 132.3(7) . . ?
C10 C11 C16 111.7(5) . . ?
C10 C11 C12 109.2(6) . . ?
C16 C11 C12 108.1(6) . . ?
C10 C11 C14 108.7(6) . . ?
C16 C11 C14 108.3(6) . . ?
C12 C11 C14 110.8(6) . . ?
C13 C12 C11 115.6(6) . . ?
C13 C12 H12A 108.4 . . ?
C11 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
C11 C12 H12B 108.4 . . ?
H12A C12 H12B 107.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C11 114.5(7) . . ?
C15 C14 H14A 108.6 . . ?
C11 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C11 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N4 106.9(6) . . ?
C17 C16 C11 131.0(6) . . ?
N4 C16 C11 121.8(6) . . ?
C16 C17 C18 109.3(7) . . ?
C16 C17 H17 125.3 . . ?
C18 C17 H17 125.3 . . ?
C17 C18 C19 107.5(7) . . ?
C17 C18 H18 126.3 . . ?
C19 C18 H18 126.3 . . ?
N5 C19 N4 126.6(6) . . ?
N5 C19 C18 126.8(7) . . ?
N4 C19 C18 106.6(6) . . ?
C25 C20 C21 119.1(7) . . ?
C25 C20 N6 115.9(7) . . ?
C21 C20 N6 125.0(6) . . ?
C22 C21 C20 120.7(7) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.2(8) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C24 C23 C22 121.1(8) . . ?
C24 C23 Br2 119.3(7) . . ?
C22 C23 Br2 119.6(7) . . ?
C23 C24 C25 119.0(8) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C20 C25 C24 120.9(8) . . ?
C20 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C31 119.9(6) . . ?
C27 C26 H26 120.1 . . ?
C31 C26 H26 120.1 . . ?
C28 C27 C26 119.9(6) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C29 122.3(6) . . ?
C27 C28 Br3 118.9(6) . . ?
C29 C28 Br3 118.8(6) . . ?
C28 C29 C30 117.4(7) . . ?
C28 C29 H29 121.3 . . ?
C30 C29 H29 121.3 . . ?
C29 C30 C31 122.3(7) . . ?
C29 C30 H30 118.8 . . ?
C31 C30 H30 118.8 . . ?
C26 C31 C30 118.2(6) . . ?
C26 C31 N9 125.9(6) . . ?
C30 C31 N9 115.9(6) . . ?
N8 C32 C33 128.5(6) . . ?
N8 C32 N7 124.6(6) . . ?
C33 C32 N7 106.9(5) . . ?
C32 C33 C34 108.0(5) . . ?
C32 C33 H33 126.0 . . ?
C34 C33 H33 126.0 . . ?
C35 C34 C33 108.8(5) . . ?
C35 C34 H34 125.6 . . ?
C33 C34 H34 125.6 . . ?
N7 C35 C34 107.0(5) . . ?
N7 C35 C36 121.2(5) . . ?
C34 C35 C36 131.1(5) . . ?
C35 C36 C41 110.3(5) . . ?
C35 C36 C39 108.2(5) . . ?
C41 C36 C39 109.4(5) . . ?
C35 C36 C37 108.5(5) . . ?
C41 C36 C37 108.8(5) . . ?
C39 C36 C37 111.6(5) . . ?
C38 C37 C36 114.7(5) . . ?
C38 C37 H37A 108.6 . . ?
C36 C37 H37A 108.6 . . ?
C38 C37 H37B 108.6 . . ?
C36 C37 H37B 108.6 . . ?
H37A C37 H37B 107.6 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C36 114.4(6) . . ?
C40 C39 H39A 108.7 . . ?
C36 C39 H39A 108.7 . . ?
C40 C39 H39B 108.7 . . ?
C36 C39 H39B 108.7 . . ?
H39A C39 H39B 107.6 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N10 C41 C42 107.1(6) . . ?
N10 C41 C36 121.9(5) . . ?
C42 C41 C36 130.7(6) . . ?
C41 C42 C43 108.3(6) . . ?
C41 C42 H42 125.8 . . ?
C43 C42 H42 125.8 . . ?
C44 C43 C42 107.9(6) . . ?
C44 C43 H43 126.0 . . ?
C42 C43 H43 126.0 . . ?
C43 C44 N11 126.6(6) . . ?
C43 C44 N10 107.5(6) . . ?
N11 C44 N10 125.9(6) . . ?
C46 C45 C50 118.5(7) . . ?
C46 C45 N12 116.3(6) . . ?
C50 C45 N12 125.2(7) . . ?
C47 C46 C45 120.2(8) . . ?
C47 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
C48 C47 C46 120.0(8) . . ?
C48 C47 H47 120.0 . . ?
C46 C47 H47 120.0 . . ?
C49 C48 C47 121.4(8) . . ?
C49 C48 Br4 119.2(7) . . ?
C47 C48 Br4 119.4(8) . . ?
C48 C49 C50 119.8(8) . . ?
C48 C49 H49 120.1 . . ?
C50 C49 H49 120.1 . . ?
C49 C50 C45 120.1(8) . . ?
C49 C50 H50 120.0 . . ?
C45 C50 H50 120.0 . . ?
Cl1 C51 Cl2 113.5(11) . . ?
Cl1 C51 Cl3 111.9(11) . . ?
Cl2 C51 Cl3 107.9(10) . . ?
Cl1 C51 H51 107.8 . . ?
Cl2 C51 H51 107.8 . . ?
Cl3 C51 H51 107.8 . . ?

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
C7 N2 N3 C6 -174.4(5) . . . . ?
C19 N5 N6 C20 -177.0(5) . . . . ?
C32 N8 N9 C31 -174.5(5) . . . . ?
C44 N11 N12 C45 -179.9(5) . . . . ?
C6 C1 C2 C3 0.2(11) . . . . ?
C1 C2 C3 C4 -0.1(11) . . . . ?
C1 C2 C3 Br1 -179.5(5) . . . . ?
C2 C3 C4 C5 -0.2(11) . . . . ?
Br1 C3 C4 C5 179.3(5) . . . . ?
C3 C4 C5 C6 0.4(11) . . . . ?
C2 C1 C6 C5 0.0(10) . . . . ?
C2 C1 C6 N3 179.7(6) . . . . ?
C4 C5 C6 C1 -0.3(10) . . . . ?
C4 C5 C6 N3 -179.9(6) . . . . ?
N2 N3 C6 C1 177.4(6) . . . . ?
N2 N3 C6 C5 -2.9(9) . . . . ?
N3 N2 C7 N1 11.4(9) . . . . ?
N3 N2 C7 C8 -171.0(7) . . . . ?
C10 N1 C7 N2 177.7(6) . . . . ?
C10 N1 C7 C8 -0.3(7) . . . . ?
N2 C7 C8 C9 -179.1(7) . . . . ?
N1 C7 C8 C9 -1.1(8) . . . . ?
C7 C8 C9 C10 2.1(9) . . . . ?
C7 N1 C10 C9 1.6(7) . . . . ?
C7 N1 C10 C11 -174.3(6) . . . . ?
C8 C9 C10 N1 -2.3(8) . . . . ?
C8 C9 C10 C11 172.9(7) . . . . ?
N1 C10 C11 C16 -55.0(8) . . . . ?
C9 C10 C11 C16 130.4(8) . . . . ?
N1 C10 C11 C12 64.5(8) . . . . ?
C9 C10 C11 C12 -110.1(9) . . . . ?
N1 C10 C11 C14 -174.5(6) . . . . ?
C9 C10 C11 C14 10.8(11) . . . . ?
C10 C11 C12 C13 54.7(9) . . . . ?
C16 C11 C12 C13 176.4(7) . . . . ?
C14 C11 C12 C13 -65.0(9) . . . . ?
C10 C11 C14 C15 176.2(8) . . . . ?
C16 C11 C14 C15 54.5(9) . . . . ?
C12 C11 C14 C15 -63.9(9) . . . . ?
C19 N4 C16 C17 0.9(7) . . . . ?
C19 N4 C16 C11 -173.6(6) . . . . ?
C10 C11 C16 C17 137.9(8) . . . . ?
C12 C11 C16 C17 17.8(10) . . . . ?
C14 C11 C16 C17 -102.3(9) . . . . ?
C10 C11 C16 N4 -49.0(8) . . . . ?
C12 C11 C16 N4 -169.1(6) . . . . ?
C14 C11 C16 N4 70.8(8) . . . . ?
N4 C16 C17 C18 -1.0(9) . . . . ?
C11 C16 C17 C18 172.9(7) . . . . ?
C16 C17 C18 C19 0.6(9) . . . . ?
N6 N5 C19 N4 8.8(10) . . . . ?
N6 N5 C19 C18 -170.8(7) . . . . ?
C16 N4 C19 N5 179.8(6) . . . . ?
C16 N4 C19 C18 -0.6(8) . . . . ?
C17 C18 C19 N5 179.6(7) . . . . ?
C17 C18 C19 N4 -0.1(9) . . . . ?
N5 N6 C20 C25 -178.1(6) . . . . ?
N5 N6 C20 C21 3.7(9) . . . . ?
C25 C20 C21 C22 1.5(11) . . . . ?
N6 C20 C21 C22 179.7(6) . . . . ?
C20 C21 C22 C23 -0.3(11) . . . . ?
C21 C22 C23 C24 -0.8(13) . . . . ?
C21 C22 C23 Br2 -179.0(6) . . . . ?
C22 C23 C24 C25 0.8(13) . . . . ?
Br2 C23 C24 C25 179.0(6) . . . . ?
C21 C20 C25 C24 -1.6(12) . . . . ?
N6 C20 C25 C24 -179.9(7) . . . . ?
C23 C24 C25 C20 0.5(13) . . . . ?
C31 C26 C27 C28 2.4(10) . . . . ?
C26 C27 C28 C29 -1.9(12) . . . . ?
C26 C27 C28 Br3 179.8(5) . . . . ?
C27 C28 C29 C30 0.9(13) . . . . ?
Br3 C28 C29 C30 179.3(6) . . . . ?
C28 C29 C30 C31 -0.6(12) . . . . ?
C27 C26 C31 C30 -2.1(10) . . . . ?
C27 C26 C31 N9 178.4(6) . . . . ?
C29 C30 C31 C26 1.2(11) . . . . ?
C29 C30 C31 N9 -179.2(7) . . . . ?
N8 N9 C31 C26 -7.2(9) . . . . ?
N8 N9 C31 C30 173.3(6) . . . . ?
N9 N8 C32 C33 -170.9(7) . . . . ?
N9 N8 C32 N7 9.0(9) . . . . ?
C35 N7 C32 N8 179.3(6) . . . . ?
C35 N7 C32 C33 -0.8(7) . . . . ?
N8 C32 C33 C34 179.9(6) . . . . ?
N7 C32 C33 C34 0.0(8) . . . . ?
C32 C33 C34 C35 0.8(8) . . . . ?
C32 N7 C35 C34 1.3(7) . . . . ?
C32 N7 C35 C36 -170.1(5) . . . . ?
C33 C34 C35 N7 -1.3(7) . . . . ?
C33 C34 C35 C36 168.9(6) . . . . ?
N7 C35 C36 C41 -55.7(7) . . . . ?
C34 C35 C36 C41 135.2(7) . . . . ?
N7 C35 C36 C39 -175.4(5) . . . . ?
C34 C35 C36 C39 15.6(9) . . . . ?
N7 C35 C36 C37 63.4(7) . . . . ?
C34 C35 C36 C37 -105.6(7) . . . . ?
C35 C36 C37 C38 52.3(7) . . . . ?
C41 C36 C37 C38 172.3(5) . . . . ?
C39 C36 C37 C38 -66.8(7) . . . . ?
C35 C36 C39 C40 175.3(6) . . . . ?
C41 C36 C39 C40 55.1(7) . . . . ?
C37 C36 C39 C40 -65.4(7) . . . . ?
C44 N10 C41 C42 -0.1(7) . . . . ?
C44 N10 C41 C36 -175.5(5) . . . . ?
C35 C36 C41 N10 -49.8(7) . . . . ?
C39 C36 C41 N10 69.1(7) . . . . ?
C37 C36 C41 N10 -168.7(5) . . . . ?
C35 C36 C41 C42 136.0(7) . . . . ?
C39 C36 C41 C42 -105.1(7) . . . . ?
C37 C36 C41 C42 17.1(9) . . . . ?
N10 C41 C42 C43 -0.1(7) . . . . ?
C36 C41 C42 C43 174.8(6) . . . . ?
C41 C42 C43 C44 0.2(8) . . . . ?
C42 C43 C44 N11 177.8(6) . . . . ?
C42 C43 C44 N10 -0.3(8) . . . . ?
N12 N11 C44 C43 -170.7(7) . . . . ?
N12 N11 C44 N10 7.1(9) . . . . ?
C41 N10 C44 C43 0.2(7) . . . . ?
C41 N10 C44 N11 -177.9(6) . . . . ?
N11 N12 C45 C46 177.3(6) . . . . ?
N11 N12 C45 C50 -5.5(10) . . . . ?
C50 C45 C46 C47 -1.2(12) . . . . ?
N12 C45 C46 C47 176.2(7) . . . . ?
C45 C46 C47 C48 0.0(13) . . . . ?
C46 C47 C48 C49 1.1(14) . . . . ?
C46 C47 C48 Br4 179.6(7) . . . . ?
C47 C48 C49 C50 -1.0(14) . . . . ?
Br4 C48 C49 C50 -179.5(7) . . . . ?
C48 C49 C50 C45 -0.2(13) . . . . ?
C46 C45 C50 C49 1.3(12) . . . . ?
N12 C45 C50 C49 -175.8(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.681
_refine_diff_density_rms         0.068

# Attachment 'Cl-substituent.cif'

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 724477'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C51 H49 Cl7 N12'
_chemical_formula_sum            'C51 H49 Cl7 N12'
_chemical_formula_weight         1078.17

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   12.100(5)
_cell_length_b                   14.317(5)
_cell_length_c                   17.195(6)
_cell_angle_alpha                96.321(4)
_cell_angle_beta                 103.106(4)
_cell_angle_gamma                108.281(6)
_cell_volume                     2701.4(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    6232
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      27.8

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1116
_exptl_absorpt_coefficient_mu    0.414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9071
_exptl_absorpt_correction_T_max  0.9217
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27828
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.53
_diffrn_reflns_theta_max         25.00
_reflns_number_total             9503
_reflns_number_gt                7407
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'CrystalStructure 3.7.0'

_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)+(0.1627P)²+5.6889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9503
_refine_ls_number_parameters     635
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1063
_refine_ls_R_factor_gt           0.0876
_refine_ls_wR_factor_ref         0.2788
_refine_ls_wR_factor_gt          0.2593
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
Cl1 Cl 0.31386(13) 1.61569(9) 0.46009(9) 0.0468(4) Uani 1 1 d . . .
Cl2 Cl -0.39369(12) 0.51677(12) 0.33091(9) 0.0526(4) Uani 1 1 d . . .
Cl3 Cl 1.02142(10) 0.39361(9) 0.36631(9) 0.0426(4) Uani 1 1 d . . .
Cl4 Cl 0.08235(17) -0.49808(10) -0.16112(9) 0.0575(5) Uani 1 1 d . . .
N1 N 0.3610(3) 1.0920(2) 0.1940(2) 0.0189(7) Uani 1 1 d . . .
H1' H 0.3964 1.1051 0.2467 0.023 Uiso 1 1 calc R . .
N2 N 0.2866(3) 1.2322(3) 0.1895(2) 0.0248(8) Uani 1 1 d . . .
N3 N 0.3202(3) 1.2485(3) 0.2681(2) 0.0216(8) Uani 1 1 d . . .
N4 N 0.2752(3) 0.8544(2) 0.2345(2) 0.0196(7) Uani 1 1 d . . .
H4' H 0.2115 0.8520 0.1963 0.023 Uiso 1 1 calc R . .
N5 N 0.1691(3) 0.7590(3) 0.3229(2) 0.0248(8) Uani 1 1 d . . .
N6 N 0.0696(3) 0.7633(3) 0.2792(2) 0.0220(8) Uani 1 1 d . . .
N7 N 0.2848(3) 0.0889(2) 0.36951(19) 0.0158(7) Uani 1 1 d . . .
H7' H 0.2898 0.1250 0.3314 0.019 Uiso 1 1 calc R . .
N8 N 0.5017(3) 0.1220(3) 0.4258(2) 0.0198(7) Uani 1 1 d . . .
N9 N 0.5183(3) 0.1648(2) 0.3650(2) 0.0197(7) Uani 1 1 d . . .
N10 N 0.0416(3) -0.0580(2) 0.21119(19) 0.0181(7) Uani 1 1 d . . .
H10' H 0.0662 -0.1031 0.2334 0.022 Uiso 1 1 calc R . .
N11 N 0.0025(3) -0.1317(3) 0.0666(2) 0.0240(8) Uani 1 1 d . . .
N12 N 0.0530(3) -0.1942(3) 0.0907(2) 0.0231(8) Uani 1 1 d . . .
C1 C 0.3556(4) 1.3567(3) 0.3933(3) 0.0247(9) Uani 1 1 d . . .
H1 H 0.3821 1.3092 0.4193 0.030 Uiso 1 1 calc R . .
C2 C 0.3549(4) 1.4408(3) 0.4398(3) 0.0277(10) Uani 1 1 d . . .
H2 H 0.3798 1.4515 0.4976 0.033 Uiso 1 1 calc R . .
C3 C 0.3170(4) 1.5103(3) 0.4007(3) 0.0316(11) Uani 1 1 d . . .
C4 C 0.2806(4) 1.4963(3) 0.3161(3) 0.0321(10) Uani 1 1 d . . .
H4 H 0.2561 1.5448 0.2904 0.038 Uiso 1 1 calc R . .
C5 C 0.2807(4) 1.4104(3) 0.2699(3) 0.0275(10) Uani 1 1 d . . .
H5 H 0.2556 1.3997 0.2121 0.033 Uiso 1 1 calc R . .
C6 C 0.3178(4) 1.3397(3) 0.3083(3) 0.0216(9) Uani 1 1 d . . .
C7 C 0.2999(4) 1.1478(3) 0.1538(2) 0.0222(9) Uani 1 1 d . . .
C8 C 0.2562(4) 1.1021(4) 0.0714(3) 0.0305(10) Uani 1 1 d . . .
H8 H 0.2118 1.1243 0.0290 0.037 Uiso 1 1 calc R . .
C9 C 0.2902(4) 1.0172(3) 0.0631(2) 0.0265(10) Uani 1 1 d . . .
H9 H 0.2705 0.9702 0.0141 0.032 Uiso 1 1 calc R . .
C10 C 0.3582(4) 1.0138(3) 0.1398(2) 0.0195(8) Uani 1 1 d . . .
C11 C 0.4288(4) 0.9461(3) 0.1647(2) 0.0215(9) Uani 1 1 d . . .
C12 C 0.5664(4) 1.0092(4) 0.1926(3) 0.0272(10) Uani 1 1 d . . .
H12A H 0.5833 1.0581 0.2430 0.033 Uiso 1 1 calc R . .
H12B H 0.6121 0.9639 0.2060 0.033 Uiso 1 1 calc R . .
C13 C 0.6128(5) 1.0656(5) 0.1303(3) 0.0435(13) Uani 1 1 d . . .
H13A H 0.6018 1.0177 0.0814 0.065 Uiso 1 1 calc R . .
H13B H 0.6990 1.1055 0.1533 0.065 Uiso 1 1 calc R . .
H13C H 0.5675 1.1102 0.1160 0.065 Uiso 1 1 calc R . .
C14 C 0.3986(4) 0.8592(4) 0.0912(3) 0.0305(10) Uani 1 1 d . . .
H14A H 0.3096 0.8250 0.0721 0.037 Uiso 1 1 calc R . .
H14B H 0.4248 0.8887 0.0461 0.037 Uiso 1 1 calc R . .
C15 C 0.4569(6) 0.7810(4) 0.1091(4) 0.0548(17) Uani 1 1 d . . .
H15A H 0.5453 0.8129 0.1245 0.082 Uiso 1 1 calc R . .
H15B H 0.4308 0.7283 0.0604 0.082 Uiso 1 1 calc R . .
H15C H 0.4323 0.7514 0.1539 0.082 Uiso 1 1 calc R . .
C16 C 0.3936(4) 0.9011(3) 0.2359(2) 0.0210(9) Uani 1 1 d . . .
C17 C 0.4668(4) 0.8889(3) 0.3072(3) 0.0273(10) Uani 1 1 d . . .
H17 H 0.5528 0.9146 0.3245 0.033 Uiso 1 1 calc R . .
C18 C 0.3910(4) 0.8323(4) 0.3482(3) 0.0313(10) Uani 1 1 d . . .
H18 H 0.4162 0.8119 0.3979 0.038 Uiso 1 1 calc R . .
C19 C 0.2719(4) 0.8110(3) 0.3032(3) 0.0242(9) Uani 1 1 d . . .
C20 C -0.0367(4) 0.7034(3) 0.2960(2) 0.0226(9) Uani 1 1 d . . .
C21 C -0.0386(4) 0.6407(3) 0.3535(3) 0.0265(10) Uani 1 1 d . . .
H21 H 0.0351 0.6370 0.3846 0.032 Uiso 1 1 calc R . .
C22 C -0.1472(4) 0.5845(3) 0.3647(3) 0.0319(11) Uani 1 1 d . . .
H22 H -0.1487 0.5421 0.4036 0.038 Uiso 1 1 calc R . .
C23 C -0.2556(4) 0.5901(4) 0.3185(3) 0.0347(11) Uani 1 1 d . . .
C24 C -0.2555(4) 0.6507(4) 0.2608(3) 0.0380(12) Uani 1 1 d . . .
H24 H -0.3295 0.6533 0.2292 0.046 Uiso 1 1 calc R . .
C25 C -0.1463(4) 0.7073(3) 0.2499(3) 0.0306(10) Uani 1 1 d . . .
H25 H -0.1455 0.7492 0.2107 0.037 Uiso 1 1 calc R . .
C26 C 0.7401(4) 0.2181(3) 0.4310(3) 0.0219(9) Uani 1 1 d . . .
H26 H 0.7278 0.1826 0.4736 0.026 Uiso 1 1 calc R . .
C27 C 0.8571(4) 0.2728(3) 0.4291(3) 0.0266(10) Uani 1 1 d . . .
H27 H 0.9249 0.2742 0.4705 0.032 Uiso 1 1 calc R . .
C28 C 0.8748(4) 0.3249(3) 0.3674(3) 0.0276(10) Uani 1 1 d . . .
C29 C 0.7774(4) 0.3239(3) 0.3058(3) 0.0327(11) Uani 1 1 d . . .
H29 H 0.7904 0.3597 0.2634 0.039 Uiso 1 1 calc R . .
C30 C 0.6607(4) 0.2698(3) 0.3073(3) 0.0277(10) Uani 1 1 d . . .
H30 H 0.5933 0.2690 0.2658 0.033 Uiso 1 1 calc R . .
C31 C 0.6416(4) 0.2166(3) 0.3693(2) 0.0205(9) Uani 1 1 d . . .
C32 C 0.3825(4) 0.0777(3) 0.4229(2) 0.0189(8) Uani 1 1 d . . .
C33 C 0.3368(4) 0.0139(3) 0.4729(3) 0.0238(9) Uani 1 1 d . . .
H33 H 0.3828 -0.0069 0.5156 0.029 Uiso 1 1 calc R . .
C34 C 0.2103(4) -0.0136(3) 0.4484(2) 0.0216(9) Uani 1 1 d . . .
H34 H 0.1548 -0.0578 0.4708 0.026 Uiso 1 1 calc R . .
C35 C 0.1802(3) 0.0353(3) 0.3851(2) 0.0166(8) Uani 1 1 d . . .
C36 C 0.0601(3) 0.0453(3) 0.3448(2) 0.0165(8) Uani 1 1 d . . .
C37 C 0.0700(4) 0.1554(3) 0.3748(2) 0.0189(8) Uani 1 1 d . . .
H37A H 0.1258 0.2005 0.3495 0.023 Uiso 1 1 calc R . .
H37B H -0.0107 0.1610 0.3549 0.023 Uiso 1 1 calc R . .
C38 C 0.1147(4) 0.1924(3) 0.4668(3) 0.0266(9) Uani 1 1 d . . .
H38A H 0.0580 0.1508 0.4925 0.040 Uiso 1 1 calc R . .
H38B H 0.1198 0.2623 0.4797 0.040 Uiso 1 1 calc R . .
H38C H 0.1950 0.1880 0.4874 0.040 Uiso 1 1 calc R . .
C39 C -0.0424(3) -0.0310(3) 0.3699(2) 0.0213(9) Uani 1 1 d . . .
H39A H -0.0372 -0.0984 0.3578 0.026 Uiso 1 1 calc R . .
H39B H -0.0282 -0.0130 0.4295 0.026 Uiso 1 1 calc R . .
C40 C -0.1708(4) -0.0365(4) 0.3277(3) 0.0311(10) Uani 1 1 d . . .
H40A H -0.1790 0.0287 0.3421 0.047 Uiso 1 1 calc R . .
H40B H -0.2296 -0.0879 0.3454 0.047 Uiso 1 1 calc R . .
H40C H -0.1860 -0.0538 0.2686 0.047 Uiso 1 1 calc R . .
C41 C 0.0346(3) 0.0255(3) 0.2530(2) 0.0165(8) Uani 1 1 d . . .
C42 C -0.0061(4) 0.0778(3) 0.1961(2) 0.0244(9) Uani 1 1 d . . .
H42 H -0.0178 0.1399 0.2082 0.029 Uiso 1 1 calc R . .
C43 C -0.0271(4) 0.0240(3) 0.1183(3) 0.0272(10) Uani 1 1 d . . .
H43 H -0.0567 0.0419 0.0682 0.033 Uiso 1 1 calc R . .
C44 C 0.0035(4) -0.0610(3) 0.1275(2) 0.0223(9) Uani 1 1 d . . .
C45 C 0.0514(4) -0.2673(3) 0.0262(3) 0.0248(9) Uani 1 1 d . . .
C46 C 0.0036(4) -0.2719(4) -0.0571(3) 0.0312(10) Uani 1 1 d . . .
H46 H -0.0359 -0.2267 -0.0740 0.037 Uiso 1 1 calc R . .
C47 C 0.0136(5) -0.3418(4) -0.1149(3) 0.0356(11) Uani 1 1 d . . .
H47 H -0.0176 -0.3442 -0.1713 0.043 Uiso 1 1 calc R . .
C48 C 0.0701(5) -0.4086(4) -0.0891(3) 0.0381(12) Uani 1 1 d . . .
C49 C 0.1152(5) -0.4067(4) -0.0065(3) 0.0407(12) Uani 1 1 d . . .
H49 H 0.1521 -0.4534 0.0103 0.049 Uiso 1 1 calc R . .
C50 C 0.1054(4) -0.3362(3) 0.0503(3) 0.0308(10) Uani 1 1 d . . .
H50 H 0.1359 -0.3345 0.1067 0.037 Uiso 1 1 calc R . .
C51 C 0.3912(10) 0.3914(7) 0.0750(6) 0.097(3) Uani 1 1 d . . .
H51 H 0.3461 0.3490 0.1081 0.116 Uiso 1 1 calc R . .
Cl5 Cl 0.3957(3) 0.51393(19) 0.10320(17) 0.1062(8) Uani 1 1 d . . .
Cl6 Cl 0.3123(3) 0.3420(2) -0.02826(17) 0.1246(10) Uani 1 1 d . . .
Cl7 Cl 0.5378(3) 0.3858(2) 0.09695(17) 0.1166(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
Cl1 C3 1.742(5) . ?
Cl2 C23 1.746(5) . ?
Cl3 C28 1.744(4) . ?
Cl4 C48 1.746(5) . ?
N1 C10 1.363(5) . ?
N1 C7 1.388(5) . ?
N1 H1' 0.8800 . ?
N2 N3 1.291(5) . ?
N2 C7 1.365(6) . ?
N3 C6 1.420(5) . ?
N4 C16 1.372(5) . ?
N4 C19 1.397(5) . ?
N4 H4' 0.8800 . ?
N5 N6 1.291(5) . ?
N5 C19 1.371(6) . ?
N6 C20 1.416(5) . ?
N7 C35 1.361(5) . ?
N7 C32 1.387(5) . ?
N7 H7' 0.8800 . ?
N8 N9 1.291(5) . ?
N8 C32 1.369(5) . ?
N9 C31 1.422(5) . ?
N10 C41 1.362(5) . ?
N10 C44 1.399(5) . ?
N10 H10' 0.8800 . ?
N11 N12 1.287(5) . ?
N11 C44 1.370(5) . ?
N12 C45 1.431(5) . ?
C1 C2 1.374(6) . ?
C1 C6 1.397(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.396(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(7) . ?
C4 C5 1.389(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.400(6) . ?
C5 H5 0.9500 . ?
C7 C8 1.398(6) . ?
C8 C9 1.403(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.402(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.516(6) . ?
C11 C16 1.527(6) . ?
C11 C12 1.555(6) . ?
C11 C14 1.562(6) . ?
C12 C13 1.514(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.524(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.403(6) . ?
C17 C18 1.395(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.391(6) . ?
C18 H18 0.9500 . ?
C20 C25 1.404(6) . ?
C20 C21 1.406(6) . ?
C21 C22 1.378(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.402(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.389(7) . ?
C24 C25 1.383(7) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.396(6) . ?
C26 C31 1.398(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.380(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.389(7) . ?
C29 C30 1.389(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.397(6) . ?
C30 H30 0.9500 . ?
C32 C33 1.396(6) . ?
C33 C34 1.404(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.399(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.520(5) . ?
C36 C41 1.516(5) . ?
C36 C39 1.553(5) . ?
C36 C37 1.562(5) . ?
C37 C38 1.526(5) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C40 1.531(6) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.391(6) . ?
C42 C43 1.395(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.392(6) . ?
C43 H43 0.9500 . ?
C45 C50 1.395(6) . ?
C45 C46 1.404(6) . ?
C46 C47 1.383(7) . ?
C46 H46 0.9500 . ?
C47 C48 1.395(7) . ?
C47 H47 0.9500 . ?
C48 C49 1.395(7) . ?
C49 C50 1.378(7) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
C51 Cl5 1.749(10) . ?
C51 Cl7 1.758(11) . ?
C51 Cl6 1.759(10) . ?
C51 H51 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
C10 N1 C7 109.8(3) . . ?
C10 N1 H1' 125.1 . . ?
C7 N1 H1' 125.1 . . ?
N3 N2 C7 113.5(3) . . ?
N2 N3 C6 115.7(3) . . ?
C16 N4 C19 109.0(3) . . ?
C16 N4 H4' 125.5 . . ?
C19 N4 H4' 125.5 . . ?
N6 N5 C19 115.3(3) . . ?
N5 N6 C20 114.8(3) . . ?
C35 N7 C32 109.5(3) . . ?
C35 N7 H7' 125.2 . . ?
C32 N7 H7' 125.2 . . ?
N9 N8 C32 114.0(3) . . ?
N8 N9 C31 114.8(3) . . ?
C41 N10 C44 109.4(3) . . ?
C41 N10 H10' 125.3 . . ?
C44 N10 H10' 125.3 . . ?
N12 N11 C44 115.0(3) . . ?
N11 N12 C45 114.2(3) . . ?
C2 C1 C6 121.1(4) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 121.5(4) . . ?
C4 C3 Cl1 120.0(4) . . ?
C2 C3 Cl1 118.5(4) . . ?
C5 C4 C3 119.1(4) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 120.1(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 119.5(4) . . ?
C1 C6 N3 115.0(4) . . ?
C5 C6 N3 125.5(4) . . ?
N2 C7 N1 125.3(4) . . ?
N2 C7 C8 127.2(4) . . ?
N1 C7 C8 107.4(4) . . ?
C7 C8 C9 107.2(4) . . ?
C7 C8 H8 126.4 . . ?
C9 C8 H8 126.4 . . ?
C10 C9 C8 108.0(4) . . ?
C10 C9 H9 126.0 . . ?
C8 C9 H9 126.0 . . ?
N1 C10 C9 107.5(4) . . ?
N1 C10 C11 121.6(3) . . ?
C9 C10 C11 130.7(4) . . ?
C10 C11 C16 110.1(3) . . ?
C10 C11 C12 109.1(3) . . ?
C16 C11 C12 108.5(3) . . ?
C10 C11 C14 109.1(3) . . ?
C16 C11 C14 108.9(3) . . ?
C12 C11 C14 111.1(3) . . ?
C13 C12 C11 114.6(4) . . ?
C13 C12 H12A 108.6 . . ?
C11 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C11 C12 H12B 108.6 . . ?
H12A C12 H12B 107.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C11 115.0(4) . . ?
C15 C14 H14A 108.5 . . ?
C11 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C11 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N4 C16 C17 107.6(4) . . ?
N4 C16 C11 122.2(3) . . ?
C17 C16 C11 129.9(4) . . ?
C18 C17 C16 108.0(4) . . ?
C18 C17 H17 126.0 . . ?
C16 C17 H17 126.0 . . ?
C19 C18 C17 107.8(4) . . ?
C19 C18 H18 126.1 . . ?
C17 C18 H18 126.1 . . ?
N5 C19 C18 126.8(4) . . ?
N5 C19 N4 125.7(4) . . ?
C18 C19 N4 107.5(4) . . ?
C25 C20 C21 119.4(4) . . ?
C25 C20 N6 116.1(4) . . ?
C21 C20 N6 124.5(4) . . ?
C22 C21 C20 120.0(4) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 119.7(4) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 121.0(4) . . ?
C24 C23 Cl2 119.1(4) . . ?
C22 C23 Cl2 119.8(4) . . ?
C25 C24 C23 119.1(5) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C20 120.7(4) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C27 C26 C31 118.9(4) . . ?
C27 C26 H26 120.5 . . ?
C31 C26 H26 120.5 . . ?
C28 C27 C26 120.4(4) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C27 C28 C29 121.1(4) . . ?
C27 C28 Cl3 119.8(4) . . ?
C29 C28 Cl3 119.1(4) . . ?
C30 C29 C28 118.9(4) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C29 C30 C31 120.6(4) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C30 C31 C26 120.1(4) . . ?
C30 C31 N9 115.5(4) . . ?
C26 C31 N9 124.4(4) . . ?
N8 C32 N7 125.7(4) . . ?
N8 C32 C33 126.7(4) . . ?
N7 C32 C33 107.6(3) . . ?
C32 C33 C34 107.1(4) . . ?
C32 C33 H33 126.5 . . ?
C34 C33 H33 126.5 . . ?
C35 C34 C33 107.9(4) . . ?
C35 C34 H34 126.0 . . ?
C33 C34 H34 126.0 . . ?
N7 C35 C34 107.8(3) . . ?
N7 C35 C36 121.5(3) . . ?
C34 C35 C36 130.2(3) . . ?
C41 C36 C35 110.8(3) . . ?
C41 C36 C39 109.8(3) . . ?
C35 C36 C39 108.9(3) . . ?
C41 C36 C37 108.8(3) . . ?
C35 C36 C37 107.3(3) . . ?
C39 C36 C37 111.2(3) . . ?
C38 C37 C36 115.3(3) . . ?
C38 C37 H37A 108.5 . . ?
C36 C37 H37A 108.5 . . ?
C38 C37 H37B 108.5 . . ?
C36 C37 H37B 108.5 . . ?
H37A C37 H37B 107.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C36 114.9(3) . . ?
C40 C39 H39A 108.5 . . ?
C36 C39 H39A 108.5 . . ?
C40 C39 H39B 108.5 . . ?
C36 C39 H39B 108.5 . . ?
H39A C39 H39B 107.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N10 C41 C42 107.5(3) . . ?
N10 C41 C36 121.8(3) . . ?
C42 C41 C36 130.5(4) . . ?
C41 C42 C43 108.6(4) . . ?
C41 C42 H42 125.7 . . ?
C43 C42 H42 125.7 . . ?
C44 C43 C42 107.4(4) . . ?
C44 C43 H43 126.3 . . ?
C42 C43 H43 126.3 . . ?
N11 C44 C43 126.6(4) . . ?
N11 C44 N10 126.2(4) . . ?
C43 C44 N10 107.1(4) . . ?
C50 C45 C46 119.3(4) . . ?
C50 C45 N12 115.6(4) . . ?
C46 C45 N12 125.1(4) . . ?
C47 C46 C45 120.5(4) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C48 119.1(4) . . ?
C46 C47 H47 120.5 . . ?
C48 C47 H47 120.5 . . ?
C49 C48 C47 121.1(4) . . ?
C49 C48 Cl4 119.1(4) . . ?
C47 C48 Cl4 119.7(4) . . ?
C50 C49 C48 119.2(5) . . ?
C50 C49 H49 120.4 . . ?
C48 C49 H49 120.4 . . ?
C49 C50 C45 120.8(4) . . ?
C49 C50 H50 119.6 . . ?
C45 C50 H50 119.6 . . ?
Cl5 C51 Cl7 111.1(6) . . ?
Cl5 C51 Cl6 111.1(5) . . ?
Cl7 C51 Cl6 111.4(5) . . ?
Cl5 C51 H51 107.7 . . ?
Cl7 C51 H51 107.7 . . ?
Cl6 C51 H51 107.7 . . ?

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
C7 N2 N3 C6 174.9(3) . . . . ?
C19 N5 N6 C20 175.6(3) . . . . ?
C32 N8 N9 C31 176.4(3) . . . . ?
C44 N11 N12 C45 -179.8(4) . . . . ?
C6 C1 C2 C3 -0.7(6) . . . . ?
C1 C2 C3 C4 -0.3(7) . . . . ?
C1 C2 C3 Cl1 178.9(3) . . . . ?
C2 C3 C4 C5 0.9(7) . . . . ?
Cl1 C3 C4 C5 -178.3(3) . . . . ?
C3 C4 C5 C6 -0.5(7) . . . . ?
C2 C1 C6 C5 1.1(6) . . . . ?
C2 C1 C6 N3 -178.4(4) . . . . ?
C4 C5 C6 C1 -0.5(6) . . . . ?
C4 C5 C6 N3 178.9(4) . . . . ?
N2 N3 C6 C1 -179.4(4) . . . . ?
N2 N3 C6 C5 1.1(6) . . . . ?
N3 N2 C7 N1 -10.3(6) . . . . ?
N3 N2 C7 C8 170.0(4) . . . . ?
C10 N1 C7 N2 -179.1(4) . . . . ?
C10 N1 C7 C8 0.6(5) . . . . ?
N2 C7 C8 C9 -179.3(4) . . . . ?
N1 C7 C8 C9 1.0(5) . . . . ?
C7 C8 C9 C10 -2.2(5) . . . . ?
C7 N1 C10 C9 -2.0(5) . . . . ?
C7 N1 C10 C11 173.5(4) . . . . ?
C8 C9 C10 N1 2.6(5) . . . . ?
C8 C9 C10 C11 -172.4(4) . . . . ?
N1 C10 C11 C16 55.9(5) . . . . ?
C9 C10 C11 C16 -129.7(5) . . . . ?
N1 C10 C11 C12 -63.0(5) . . . . ?
C9 C10 C11 C12 111.4(5) . . . . ?
N1 C10 C11 C14 175.5(4) . . . . ?
C9 C10 C11 C14 -10.2(6) . . . . ?
C10 C11 C12 C13 -55.4(5) . . . . ?
C16 C11 C12 C13 -175.3(4) . . . . ?
C14 C11 C12 C13 65.0(5) . . . . ?
C10 C11 C14 C15 -176.1(4) . . . . ?
C16 C11 C14 C15 -55.9(5) . . . . ?
C12 C11 C14 C15 63.5(6) . . . . ?
C19 N4 C16 C17 -1.0(5) . . . . ?
C19 N4 C16 C11 173.2(4) . . . . ?
C10 C11 C16 N4 50.5(5) . . . . ?
C12 C11 C16 N4 169.8(4) . . . . ?
C14 C11 C16 N4 -69.1(5) . . . . ?
C10 C11 C16 C17 -136.7(5) . . . . ?
C12 C11 C16 C17 -17.4(6) . . . . ?
C14 C11 C16 C17 103.7(5) . . . . ?
N4 C16 C17 C18 1.2(5) . . . . ?
C11 C16 C17 C18 -172.4(4) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
N6 N5 C19 C18 168.7(4) . . . . ?
N6 N5 C19 N4 -9.8(6) . . . . ?
C17 C18 C19 N5 -178.5(4) . . . . ?
C17 C18 C19 N4 0.3(5) . . . . ?
C16 N4 C19 N5 179.2(4) . . . . ?
C16 N4 C19 C18 0.5(5) . . . . ?
N5 N6 C20 C25 179.5(4) . . . . ?
N5 N6 C20 C21 -1.8(6) . . . . ?
C25 C20 C21 C22 -0.7(6) . . . . ?
N6 C20 C21 C22 -179.3(4) . . . . ?
C20 C21 C22 C23 0.1(7) . . . . ?
C21 C22 C23 C24 0.7(7) . . . . ?
C21 C22 C23 Cl2 178.5(3) . . . . ?
C22 C23 C24 C25 -0.9(7) . . . . ?
Cl2 C23 C24 C25 -178.8(4) . . . . ?
C23 C24 C25 C20 0.4(7) . . . . ?
C21 C20 C25 C24 0.4(7) . . . . ?
N6 C20 C25 C24 179.2(4) . . . . ?
C31 C26 C27 C28 0.4(6) . . . . ?
C26 C27 C28 C29 -0.3(7) . . . . ?
C26 C27 C28 Cl3 179.5(3) . . . . ?
C27 C28 C29 C30 0.3(7) . . . . ?
Cl3 C28 C29 C30 -179.4(4) . . . . ?
C28 C29 C30 C31 -0.5(7) . . . . ?
C29 C30 C31 C26 0.6(7) . . . . ?
C29 C30 C31 N9 179.4(4) . . . . ?
C27 C26 C31 C30 -0.5(6) . . . . ?
C27 C26 C31 N9 -179.2(4) . . . . ?
N8 N9 C31 C30 -175.2(4) . . . . ?
N8 N9 C31 C26 3.5(6) . . . . ?
N9 N8 C32 N7 -10.5(6) . . . . ?
N9 N8 C32 C33 169.8(4) . . . . ?
C35 N7 C32 N8 -179.0(4) . . . . ?
C35 N7 C32 C33 0.7(4) . . . . ?
N8 C32 C33 C34 -179.9(4) . . . . ?
N7 C32 C33 C34 0.4(5) . . . . ?
C32 C33 C34 C35 -1.4(5) . . . . ?
C32 N7 C35 C34 -1.6(4) . . . . ?
C32 N7 C35 C36 170.8(3) . . . . ?
C33 C34 C35 N7 1.8(5) . . . . ?
C33 C34 C35 C36 -169.7(4) . . . . ?
N7 C35 C36 C41 54.8(5) . . . . ?
C34 C35 C36 C41 -134.6(4) . . . . ?
N7 C35 C36 C39 175.7(3) . . . . ?
C34 C35 C36 C39 -13.8(6) . . . . ?
N7 C35 C36 C37 -63.9(4) . . . . ?
C34 C35 C36 C37 106.6(5) . . . . ?
C41 C36 C37 C38 -171.0(3) . . . . ?
C35 C36 C37 C38 -50.9(4) . . . . ?
C39 C36 C37 C38 68.0(4) . . . . ?
C41 C36 C39 C40 -53.1(5) . . . . ?
C35 C36 C39 C40 -174.7(3) . . . . ?
C37 C36 C39 C40 67.3(4) . . . . ?
C44 N10 C41 C42 -1.0(4) . . . . ?
C44 N10 C41 C36 174.9(3) . . . . ?
C35 C36 C41 N10 50.9(5) . . . . ?
C39 C36 C41 N10 -69.4(4) . . . . ?
C37 C36 C41 N10 168.7(3) . . . . ?
C35 C36 C41 C42 -134.3(4) . . . . ?
C39 C36 C41 C42 105.4(5) . . . . ?
C37 C36 C41 C42 -16.4(6) . . . . ?
N10 C41 C42 C43 1.4(5) . . . . ?
C36 C41 C42 C43 -174.0(4) . . . . ?
C41 C42 C43 C44 -1.2(5) . . . . ?
N12 N11 C44 C43 169.2(4) . . . . ?
N12 N11 C44 N10 -7.3(6) . . . . ?
C42 C43 C44 N11 -176.4(4) . . . . ?
C42 C43 C44 N10 0.6(5) . . . . ?
C41 N10 C44 N11 177.3(4) . . . . ?
C41 N10 C44 C43 0.3(5) . . . . ?
N11 N12 C45 C50 180.0(4) . . . . ?
N11 N12 C45 C46 2.0(6) . . . . ?
C50 C45 C46 C47 -2.2(7) . . . . ?
N12 C45 C46 C47 175.8(4) . . . . ?
C45 C46 C47 C48 1.0(7) . . . . ?
C46 C47 C48 C49 0.7(8) . . . . ?
C46 C47 C48 Cl4 179.4(4) . . . . ?
C47 C48 C49 C50 -1.2(8) . . . . ?
Cl4 C48 C49 C50 -179.9(4) . . . . ?
C48 C49 C50 C45 0.0(8) . . . . ?
C46 C45 C50 C49 1.7(7) . . . . ?
N12 C45 C50 C49 -176.5(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N10 H10' N6 0.88 2.16 3.009(5) 163.0 1_545
N7 H7' N3 0.88 2.16 3.009(5) 163.4 1_545
N4 H4' N12 0.88 2.19 3.043(5) 164.5 1_565
N1 H1' N9 0.88 2.12 2.982(5) 164.9 1_565

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.712
_refine_diff_density_min         -1.525
_refine_diff_density_rms         0.110

# Attachment 'I-substituent.cif'

data_r81104b
_database_code_depnum_ccdc_archive 'CCDC 724478'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H56 I4 N12 O2'
_chemical_formula_weight         1412.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

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'
'-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                   18.212(4)
_cell_length_b                   20.863(4)
_cell_length_c                   29.126(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     11066(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    16092
_cell_measurement_theta_min      1.790
_cell_measurement_theta_max      27.102

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5536
_exptl_absorpt_coefficient_mu    2.304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6818
_exptl_absorpt_correction_T_max  0.7695
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            79623
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_av_sigmaI/netI    0.0609
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         25.02
_reflns_number_total             9763
_reflns_number_gt                7146
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'CrystalStructure 3.7.0'

_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)+(0.0594P)²+44.2628P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9763
_refine_ls_number_parameters     655
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0894
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1516
_refine_ls_wR_factor_gt          0.1354
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.24380(3) 0.36738(3) 0.033363(18) 0.04304(16) Uani 1 1 d . . .
I2 I 0.53127(4) 0.30412(3) 0.58272(2) 0.0634(2) Uani 1 1 d . . .
I3 I 0.48396(3) 0.59860(3) 0.53856(2) 0.0550(2) Uani 1 1 d . . .
I4 I 0.23352(3) 0.64120(3) 1.04301(2) 0.05205(19) Uani 1 1 d . . .
N1 N 0.3117(3) 0.0690(2) 0.24689(18) 0.0218(12) Uani 1 1 d . . .
H1' H 0.3515 0.0830 0.2347 0.026 Uiso 1 1 calc R . .
N2 N 0.2262(3) 0.1449(3) 0.21185(18) 0.0243(12) Uani 1 1 d . . .
N3 N 0.2828(3) 0.1755(3) 0.19764(18) 0.0226(12) Uani 1 1 d . . .
N4 N 0.4290(3) 0.0608(3) 0.33767(18) 0.0241(12) Uani 1 1 d . . .
H4' H 0.3902 0.0656 0.3542 0.029 Uiso 1 1 calc R . .
N5 N 0.5118(3) 0.1345(3) 0.37800(19) 0.0297(13) Uani 1 1 d . . .
N6 N 0.4569(3) 0.1520(3) 0.40247(19) 0.0266(13) Uani 1 1 d . . .
N7 N 0.4260(3) 0.2944(3) 0.75382(19) 0.0238(12) Uani 1 1 d . . .
H7' H 0.3843 0.3080 0.7440 0.029 Uiso 1 1 calc R . .
N8 N 0.5064(3) 0.3569(3) 0.70331(19) 0.0246(12) Uani 1 1 d . . .
N9 N 0.4491(3) 0.3875(3) 0.69105(19) 0.0253(13) Uani 1 1 d . . .
N10 N 0.3161(3) 0.3131(2) 0.84988(18) 0.0217(12) Uani 1 1 d . . .
H10' H 0.3568 0.3254 0.8620 0.026 Uiso 1 1 calc R . .
N11 N 0.2340(3) 0.3913(3) 0.88543(19) 0.0265(13) Uani 1 1 d . . .
N12 N 0.2904(3) 0.4210(3) 0.90072(19) 0.0259(13) Uani 1 1 d . . .
C1 C 0.3295(4) 0.2533(3) 0.1460(3) 0.0342(17) Uani 1 1 d . . .
H1A H 0.3753 0.2455 0.1589 0.041 Uiso 1 1 calc R . .
C2 C 0.3229(4) 0.2960(4) 0.1097(3) 0.0354(18) Uani 1 1 d . . .
H2 H 0.3642 0.3162 0.0978 0.042 Uiso 1 1 calc R . .
C3 C 0.2545(4) 0.3081(3) 0.0915(3) 0.0337(17) Uani 1 1 d . . .
C4 C 0.1917(4) 0.2788(3) 0.1094(2) 0.0326(17) Uani 1 1 d . . .
H4A H 0.1457 0.2883 0.0973 0.039 Uiso 1 1 calc R . .
C5 C 0.1983(4) 0.2356(3) 0.1451(2) 0.0283(16) Uani 1 1 d . . .
H5 H 0.1568 0.2156 0.1570 0.034 Uiso 1 1 calc R . .
C6 C 0.2676(3) 0.2220(3) 0.1632(2) 0.0230(14) Uani 1 1 d . . .
C7 C 0.2424(3) 0.0944(3) 0.2404(2) 0.0241(15) Uani 1 1 d . . .
C8 C 0.1935(4) 0.0594(3) 0.2662(2) 0.0273(15) Uani 1 1 d . . .
H8 H 0.1430 0.0660 0.2680 0.033 Uiso 1 1 calc R . .
C9 C 0.2336(4) 0.0119(3) 0.2892(2) 0.0257(15) Uani 1 1 d . . .
H9 H 0.2148 -0.0182 0.3096 0.031 Uiso 1 1 calc R . .
C10 C 0.3060(3) 0.0179(3) 0.2761(2) 0.0221(14) Uani 1 1 d . . .
C11 C 0.3728(4) -0.0235(3) 0.2863(2) 0.0258(15) Uani 1 1 d . . .
C12 C 0.3959(4) -0.0588(3) 0.2414(2) 0.0262(15) Uani 1 1 d . . .
H12A H 0.4061 -0.0269 0.2180 0.031 Uiso 1 1 calc R . .
H12B H 0.4411 -0.0820 0.2472 0.031 Uiso 1 1 calc R . .
C13 C 0.3391(4) -0.1056(3) 0.2226(3) 0.0382(19) Uani 1 1 d . . .
H13A H 0.3364 -0.1424 0.2423 0.057 Uiso 1 1 calc R . .
H13B H 0.3532 -0.1188 0.1923 0.057 Uiso 1 1 calc R . .
H13C H 0.2920 -0.0850 0.2214 0.057 Uiso 1 1 calc R . .
C14 C 0.3539(4) -0.0713(3) 0.3251(2) 0.0293(16) Uani 1 1 d . . .
H14A H 0.3394 -0.0472 0.3522 0.035 Uiso 1 1 calc R . .
H14B H 0.3121 -0.0969 0.3156 0.035 Uiso 1 1 calc R . .
C15 C 0.4173(4) -0.1162(4) 0.3380(3) 0.046(2) Uani 1 1 d . . .
H15A H 0.4238 -0.1476 0.3143 0.069 Uiso 1 1 calc R . .
H15B H 0.4062 -0.1373 0.3665 0.069 Uiso 1 1 calc R . .
H15C H 0.4616 -0.0917 0.3414 0.069 Uiso 1 1 calc R . .
C16 C 0.4358(4) 0.0197(3) 0.3007(2) 0.0237(15) Uani 1 1 d . . .
C17 C 0.5049(3) 0.0269(3) 0.2832(2) 0.0291(16) Uani 1 1 d . . .
H17 H 0.5237 0.0055 0.2578 0.035 Uiso 1 1 calc R . .
C18 C 0.5424(4) 0.0716(4) 0.3098(3) 0.0358(18) Uani 1 1 d . . .
H18 H 0.5908 0.0848 0.3057 0.043 Uiso 1 1 calc R . .
C19 C 0.4946(4) 0.0930(3) 0.3437(2) 0.0291(16) Uani 1 1 d . . .
C20 C 0.4780(4) 0.1884(3) 0.4417(2) 0.0267(15) Uani 1 1 d . . .
C21 C 0.5503(4) 0.1930(3) 0.4575(2) 0.0286(16) Uani 1 1 d . . .
H21 H 0.5880 0.1730 0.4414 0.034 Uiso 1 1 calc R . .
C22 C 0.5659(4) 0.2271(4) 0.4969(2) 0.0355(18) Uani 1 1 d . . .
H22 H 0.6141 0.2316 0.5069 0.043 Uiso 1 1 calc R . .
C23 C 0.5086(4) 0.2544(3) 0.5214(2) 0.0351(18) Uani 1 1 d . . .
C24 C 0.4370(4) 0.2498(4) 0.5068(3) 0.0393(19) Uani 1 1 d . . .
H24 H 0.3994 0.2689 0.5235 0.047 Uiso 1 1 calc R . .
C25 C 0.4215(4) 0.2161(4) 0.4667(2) 0.0364(18) Uani 1 1 d . . .
H25 H 0.3733 0.2121 0.4568 0.044 Uiso 1 1 calc R . .
C26 C 0.5308(4) 0.4595(3) 0.6457(2) 0.0280(16) Uani 1 1 d . . .
H26 H 0.5726 0.4449 0.6608 0.034 Uiso 1 1 calc R . .
C27 C 0.5361(4) 0.5073(3) 0.6126(2) 0.0321(17) Uani 1 1 d . . .
H27 H 0.5814 0.5258 0.6064 0.039 Uiso 1 1 calc R . .
C28 C 0.4745(4) 0.5276(3) 0.5890(2) 0.0303(16) Uani 1 1 d . . .
C29 C 0.4057(4) 0.5019(4) 0.5989(3) 0.0342(18) Uani 1 1 d . . .
H29 H 0.3641 0.5159 0.5833 0.041 Uiso 1 1 calc R . .
C30 C 0.4009(4) 0.4549(4) 0.6327(3) 0.0333(17) Uani 1 1 d . . .
H30 H 0.3552 0.4374 0.6397 0.040 Uiso 1 1 calc R . .
C31 C 0.4620(4) 0.4333(3) 0.6562(2) 0.0265(15) Uani 1 1 d . . .
C32 C 0.4939(3) 0.3128(3) 0.7367(2) 0.0244(15) Uani 1 1 d . . .
C33 C 0.5473(4) 0.2794(3) 0.7615(3) 0.0327(17) Uani 1 1 d . . .
H33 H 0.5979 0.2817 0.7573 0.039 Uiso 1 1 calc R . .
C34 C 0.5104(4) 0.2417(3) 0.7941(2) 0.0305(16) Uani 1 1 d . . .
H34 H 0.5324 0.2149 0.8156 0.037 Uiso 1 1 calc R . .
C35 C 0.4355(3) 0.2511(3) 0.7888(2) 0.0229(14) Uani 1 1 d . . .
C36 C 0.3709(3) 0.2168(3) 0.8100(2) 0.0219(14) Uani 1 1 d . . .
C37 C 0.3422(4) 0.1666(3) 0.7751(2) 0.0271(15) Uani 1 1 d . . .
H37A H 0.3013 0.1438 0.7889 0.033 Uiso 1 1 calc R . .
H37B H 0.3236 0.1890 0.7484 0.033 Uiso 1 1 calc R . .
C38 C 0.3995(4) 0.1172(4) 0.7592(3) 0.0379(18) Uani 1 1 d . . .
H38A H 0.4377 0.1387 0.7425 0.057 Uiso 1 1 calc R . .
H38B H 0.3764 0.0861 0.7398 0.057 Uiso 1 1 calc R . .
H38C H 0.4202 0.0962 0.7855 0.057 Uiso 1 1 calc R . .
C39 C 0.3952(4) 0.1853(3) 0.8557(2) 0.0261(15) Uani 1 1 d . . .
H39A H 0.4321 0.1531 0.8489 0.031 Uiso 1 1 calc R . .
H39B H 0.4182 0.2178 0.8747 0.031 Uiso 1 1 calc R . .
C40 C 0.3336(4) 0.1538(4) 0.8833(3) 0.0350(18) Uani 1 1 d . . .
H40A H 0.2961 0.1849 0.8898 0.053 Uiso 1 1 calc R . .
H40B H 0.3531 0.1375 0.9117 0.053 Uiso 1 1 calc R . .
H40C H 0.3129 0.1191 0.8659 0.053 Uiso 1 1 calc R . .
C41 C 0.3082(3) 0.2631(3) 0.8203(2) 0.0210(14) Uani 1 1 d . . .
C42 C 0.2349(3) 0.2590(3) 0.8074(2) 0.0230(14) Uani 1 1 d . . .
H42 H 0.2148 0.2297 0.7869 0.028 Uiso 1 1 calc R . .
C43 C 0.1965(4) 0.3073(3) 0.8311(2) 0.0297(16) Uani 1 1 d . . .
H43 H 0.1464 0.3154 0.8296 0.036 Uiso 1 1 calc R . .
C44 C 0.2479(3) 0.3409(3) 0.8574(2) 0.0247(15) Uani 1 1 d . . .
C45 C 0.2726(4) 0.4698(3) 0.9327(2) 0.0277(16) Uani 1 1 d . . .
C46 C 0.3314(4) 0.5076(4) 0.9473(3) 0.0372(19) Uani 1 1 d . . .
H46 H 0.3783 0.4997 0.9361 0.045 Uiso 1 1 calc R . .
C47 C 0.3200(4) 0.5567(4) 0.9785(3) 0.044(2) Uani 1 1 d . . .
H47 H 0.3589 0.5824 0.9879 0.053 Uiso 1 1 calc R . .
C48 C 0.2498(4) 0.5673(3) 0.9956(2) 0.0312(16) Uani 1 1 d . . .
C49 C 0.1922(4) 0.5290(3) 0.9816(3) 0.0321(17) Uani 1 1 d . . .
H49 H 0.1453 0.5362 0.9933 0.039 Uiso 1 1 calc R . .
C50 C 0.2035(4) 0.4805(3) 0.9507(2) 0.0257(15) Uani 1 1 d . . .
H50 H 0.1644 0.4546 0.9418 0.031 Uiso 1 1 calc R . .
O1 O 0.0478(7) 1.0234(5) 0.0547(4) 0.143(5) Uani 1 1 d . . .
O2 O 0.1124(4) 0.9531(4) 0.0943(3) 0.071(2) Uani 1 1 d . . .
C51 C 0.0234(7) 0.9159(6) 0.0430(4) 0.090(4) Uani 1 1 d . . .
H51A H -0.0039 0.9296 0.0166 0.134 Uiso 1 1 calc R . .
H51B H -0.0095 0.8971 0.0650 0.134 Uiso 1 1 calc R . .
H51C H 0.0593 0.8847 0.0339 0.134 Uiso 1 1 calc R . .
C52 C 0.0598(6) 0.9703(6) 0.0634(4) 0.068(3) Uani 1 1 d . . .
C53 C 0.1604(7) 1.0016(5) 0.1113(4) 0.088(4) Uani 1 1 d . . .
H53A H 0.1318 1.0375 0.1227 0.105 Uiso 1 1 calc R . .
H53B H 0.1916 1.0170 0.0867 0.105 Uiso 1 1 calc R . .
C54 C 0.2055(6) 0.9755(6) 0.1483(4) 0.082(3) Uani 1 1 d . . .
H54A H 0.1745 0.9621 0.1732 0.124 Uiso 1 1 calc R . .
H54B H 0.2390 1.0078 0.1590 0.124 Uiso 1 1 calc R . .
H54C H 0.2328 0.9393 0.1371 0.124 Uiso 1 1 calc R . .


_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
I1 C3 2.106(7) . ?
I2 C23 2.106(7) . ?
I3 C28 2.094(7) . ?
I4 C48 2.091(7) . ?
N1 C10 1.369(8) . ?
N1 C7 1.381(8) . ?
N1 H1' 0.8600 . ?
N2 N3 1.282(7) . ?
N2 C7 1.374(8) . ?
N3 C6 1.423(8) . ?
N4 C16 1.382(8) . ?
N4 C19 1.382(8) . ?
N4 H4' 0.8600 . ?
N5 N6 1.280(7) . ?
N5 C19 1.360(9) . ?
N6 C20 1.426(9) . ?
N7 C35 1.373(8) . ?
N7 C32 1.389(8) . ?
N7 H7' 0.8600 . ?
N8 N9 1.273(7) . ?
N8 C32 1.358(8) . ?
N9 C31 1.414(9) . ?
N10 C41 1.360(8) . ?
N10 C44 1.388(8) . ?
N10 H10' 0.8600 . ?
N11 N12 1.281(7) . ?
N11 C44 1.355(9) . ?
N12 C45 1.418(8) . ?
C1 C2 1.388(10) . ?
C1 C6 1.394(9) . ?
C1 H1A 0.9300 . ?
C2 C3 1.378(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(10) . ?
C4 C5 1.382(10) . ?
C4 H4A 0.9300 . ?
C5 C6 1.398(9) . ?
C5 H5 0.9300 . ?
C7 C8 1.375(9) . ?
C8 C9 1.403(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.521(9) . ?
C11 C16 1.520(9) . ?
C11 C14 1.545(9) . ?
C11 C12 1.559(9) . ?
C12 C13 1.524(9) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.534(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.366(9) . ?
C17 C18 1.393(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.388(10) . ?
C18 H18 0.9300 . ?
C20 C25 1.385(10) . ?
C20 C21 1.399(9) . ?
C21 C22 1.378(10) . ?
C21 H21 0.9300 . ?
C22 C23 1.387(10) . ?
C22 H22 0.9300 . ?
C23 C24 1.375(11) . ?
C24 C25 1.390(10) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.391(10) . ?
C26 C31 1.400(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.382(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.392(10) . ?
C29 C30 1.394(10) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(9) . ?
C30 H30 0.9300 . ?
C32 C33 1.399(9) . ?
C33 C34 1.404(10) . ?
C33 H33 0.9300 . ?
C34 C35 1.388(9) . ?
C34 H34 0.9300 . ?
C35 C36 1.509(9) . ?
C36 C41 1.525(9) . ?
C36 C39 1.547(9) . ?
C36 C37 1.551(9) . ?
C37 C38 1.537(9) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.530(9) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.390(8) . ?
C42 C43 1.407(9) . ?
C42 H42 0.9300 . ?
C43 C44 1.397(9) . ?
C43 H43 0.9300 . ?
C45 C50 1.382(9) . ?
C45 C46 1.395(10) . ?
C46 C47 1.386(10) . ?
C46 H46 0.9300 . ?
C47 C48 1.389(10) . ?
C47 H47 0.9300 . ?
C48 C49 1.381(10) . ?
C49 C50 1.370(10) . ?
C49 H49 0.9300 . ?
C50 H50 0.9300 . ?
O1 C52 1.157(13) . ?
O2 C52 1.362(11) . ?
O2 C53 1.426(13) . ?
C51 C52 1.442(16) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C53 C54 1.462(15) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?

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
C10 N1 C7 108.4(5) . . ?
C10 N1 H1' 125.8 . . ?
C7 N1 H1' 125.8 . . ?
N3 N2 C7 113.9(5) . . ?
N2 N3 C6 114.3(5) . . ?
C16 N4 C19 108.7(5) . . ?
C16 N4 H4' 125.6 . . ?
C19 N4 H4' 125.6 . . ?
N6 N5 C19 114.3(6) . . ?
N5 N6 C20 112.9(5) . . ?
C35 N7 C32 109.7(5) . . ?
C35 N7 H7' 125.2 . . ?
C32 N7 H7' 125.2 . . ?
N9 N8 C32 113.8(5) . . ?
N8 N9 C31 113.9(5) . . ?
C41 N10 C44 109.0(5) . . ?
C41 N10 H10' 125.5 . . ?
C44 N10 H10' 125.5 . . ?
N12 N11 C44 115.8(5) . . ?
N11 N12 C45 113.1(5) . . ?
C2 C1 C6 120.3(7) . . ?
C2 C1 H1A 119.9 . . ?
C6 C1 H1A 119.9 . . ?
C3 C2 C1 119.3(7) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 121.1(7) . . ?
C2 C3 I1 120.0(6) . . ?
C4 C3 I1 118.7(5) . . ?
C5 C4 C3 119.7(7) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
C4 C5 C6 119.6(7) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 120.1(6) . . ?
C1 C6 N3 114.5(6) . . ?
C5 C6 N3 125.4(6) . . ?
N2 C7 C8 126.8(6) . . ?
N2 C7 N1 124.9(6) . . ?
C8 C7 N1 108.3(6) . . ?
C7 C8 C9 107.3(6) . . ?
C7 C8 H8 126.3 . . ?
C9 C8 H8 126.3 . . ?
C10 C9 C8 107.6(6) . . ?
C10 C9 H9 126.2 . . ?
C8 C9 H9 126.2 . . ?
N1 C10 C9 108.3(6) . . ?
N1 C10 C11 120.3(6) . . ?
C9 C10 C11 131.2(6) . . ?
C16 C11 C10 108.7(5) . . ?
C16 C11 C14 110.5(5) . . ?
C10 C11 C14 109.3(5) . . ?
C16 C11 C12 107.9(5) . . ?
C10 C11 C12 108.6(5) . . ?
C14 C11 C12 111.8(6) . . ?
C13 C12 C11 114.9(6) . . ?
C13 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C11 113.9(6) . . ?
C15 C14 H14A 108.8 . . ?
C11 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C11 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N4 107.9(6) . . ?
C17 C16 C11 131.2(6) . . ?
N4 C16 C11 121.0(6) . . ?
C16 C17 C18 108.5(6) . . ?
C16 C17 H17 125.8 . . ?
C18 C17 H17 125.8 . . ?
C19 C18 C17 107.6(6) . . ?
C19 C18 H18 126.2 . . ?
C17 C18 H18 126.2 . . ?
N5 C19 N4 126.9(6) . . ?
N5 C19 C18 125.6(6) . . ?
N4 C19 C18 107.3(6) . . ?
C25 C20 C21 119.8(7) . . ?
C25 C20 N6 116.4(6) . . ?
C21 C20 N6 123.6(6) . . ?
C22 C21 C20 120.2(7) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.0(7) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C24 C23 C22 121.7(7) . . ?
C24 C23 I2 118.9(6) . . ?
C22 C23 I2 119.4(6) . . ?
C23 C24 C25 119.2(7) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C20 C25 C24 120.1(7) . . ?
C20 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C27 C26 C31 119.5(6) . . ?
C27 C26 H26 120.3 . . ?
C31 C26 H26 120.3 . . ?
C28 C27 C26 120.6(6) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C27 C28 C29 120.7(6) . . ?
C27 C28 I3 119.9(5) . . ?
C29 C28 I3 119.4(5) . . ?
C28 C29 C30 118.3(7) . . ?
C28 C29 H29 120.9 . . ?
C30 C29 H29 120.9 . . ?
C31 C30 C29 121.9(7) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
C30 C31 C26 119.1(7) . . ?
C30 C31 N9 116.2(6) . . ?
C26 C31 N9 124.6(6) . . ?
N8 C32 N7 126.4(6) . . ?
N8 C32 C33 126.3(6) . . ?
N7 C32 C33 107.2(6) . . ?
C32 C33 C34 107.2(6) . . ?
C32 C33 H33 126.4 . . ?
C34 C33 H33 126.4 . . ?
C35 C34 C33 108.5(6) . . ?
C35 C34 H34 125.8 . . ?
C33 C34 H34 125.8 . . ?
N7 C35 C34 107.5(6) . . ?
N7 C35 C36 121.2(5) . . ?
C34 C35 C36 130.8(6) . . ?
C35 C36 C41 111.3(5) . . ?
C35 C36 C39 109.3(5) . . ?
C41 C36 C39 108.4(5) . . ?
C35 C36 C37 108.4(5) . . ?
C41 C36 C37 107.7(5) . . ?
C39 C36 C37 111.9(5) . . ?
C38 C37 C36 114.9(6) . . ?
C38 C37 H37A 108.5 . . ?
C36 C37 H37A 108.5 . . ?
C38 C37 H37B 108.5 . . ?
C36 C37 H37B 108.5 . . ?
H37A C37 H37B 107.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C36 115.2(5) . . ?
C40 C39 H39A 108.5 . . ?
C36 C39 H39A 108.5 . . ?
C40 C39 H39B 108.5 . . ?
C36 C39 H39B 108.5 . . ?
H39A C39 H39B 107.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N10 C41 C42 108.6(6) . . ?
N10 C41 C36 122.0(5) . . ?
C42 C41 C36 128.9(6) . . ?
C41 C42 C43 107.5(6) . . ?
C41 C42 H42 126.2 . . ?
C43 C42 H42 126.2 . . ?
C44 C43 C42 107.2(6) . . ?
C44 C43 H43 126.4 . . ?
C42 C43 H43 126.4 . . ?
N11 C44 N10 125.9(6) . . ?
N11 C44 C43 126.4(6) . . ?
N10 C44 C43 107.7(6) . . ?
C50 C45 C46 119.5(6) . . ?
C50 C45 N12 125.0(6) . . ?
C46 C45 N12 115.5(6) . . ?
C47 C46 C45 120.2(7) . . ?
C47 C46 H46 119.9 . . ?
C45 C46 H46 119.9 . . ?
C46 C47 C48 119.3(7) . . ?
C46 C47 H47 120.3 . . ?
C48 C47 H47 120.3 . . ?
C49 C48 C47 120.2(7) . . ?
C49 C48 I4 120.9(5) . . ?
C47 C48 I4 119.0(5) . . ?
C50 C49 C48 120.4(7) . . ?
C50 C49 H49 119.8 . . ?
C48 C49 H49 119.8 . . ?
C49 C50 C45 120.4(7) . . ?
C49 C50 H50 119.8 . . ?
C45 C50 H50 119.8 . . ?
C52 O2 C53 118.3(9) . . ?
C52 C51 H51A 109.5 . . ?
C52 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C52 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O1 C52 O2 121.9(13) . . ?
O1 C52 C51 125.2(11) . . ?
O2 C52 C51 112.8(10) . . ?
O2 C53 C54 109.6(10) . . ?
O2 C53 H53A 109.7 . . ?
C54 C53 H53A 109.7 . . ?
O2 C53 H53B 109.7 . . ?
C54 C53 H53B 109.7 . . ?
H53A C53 H53B 108.2 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

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
C7 N2 N3 C6 171.8(5) . . . . ?
C19 N5 N6 C20 172.1(6) . . . . ?
C32 N8 N9 C31 -179.8(6) . . . . ?
C44 N11 N12 C45 -175.2(6) . . . . ?
C6 C1 C2 C3 1.3(11) . . . . ?
C1 C2 C3 C4 0.8(12) . . . . ?
C1 C2 C3 I1 -175.5(6) . . . . ?
C2 C3 C4 C5 -1.7(11) . . . . ?
I1 C3 C4 C5 174.6(5) . . . . ?
C3 C4 C5 C6 0.5(10) . . . . ?
C2 C1 C6 C5 -2.6(11) . . . . ?
C2 C1 C6 N3 174.8(6) . . . . ?
C4 C5 C6 C1 1.7(10) . . . . ?
C4 C5 C6 N3 -175.4(6) . . . . ?
N2 N3 C6 C1 -177.0(6) . . . . ?
N2 N3 C6 C5 0.2(9) . . . . ?
N3 N2 C7 C8 169.4(7) . . . . ?
N3 N2 C7 N1 -12.8(9) . . . . ?
C10 N1 C7 N2 -177.4(6) . . . . ?
C10 N1 C7 C8 0.7(7) . . . . ?
N2 C7 C8 C9 178.6(6) . . . . ?
N1 C7 C8 C9 0.5(8) . . . . ?
C7 C8 C9 C10 -1.6(8) . . . . ?
C7 N1 C10 C9 -1.7(7) . . . . ?
C7 N1 C10 C11 174.6(6) . . . . ?
C8 C9 C10 N1 2.0(7) . . . . ?
C8 C9 C10 C11 -173.8(7) . . . . ?
N1 C10 C11 C16 51.3(8) . . . . ?
C9 C10 C11 C16 -133.3(7) . . . . ?
N1 C10 C11 C14 172.0(6) . . . . ?
C9 C10 C11 C14 -12.6(10) . . . . ?
N1 C10 C11 C12 -65.9(7) . . . . ?
C9 C10 C11 C12 109.5(8) . . . . ?
C16 C11 C12 C13 178.8(6) . . . . ?
C10 C11 C12 C13 -63.6(7) . . . . ?
C14 C11 C12 C13 57.1(8) . . . . ?
C16 C11 C14 C15 -61.0(8) . . . . ?
C10 C11 C14 C15 179.4(6) . . . . ?
C12 C11 C14 C15 59.2(8) . . . . ?
C19 N4 C16 C17 -1.0(8) . . . . ?
C19 N4 C16 C11 178.5(6) . . . . ?
C10 C11 C16 C17 -123.1(8) . . . . ?
C14 C11 C16 C17 116.9(8) . . . . ?
C12 C11 C16 C17 -5.6(10) . . . . ?
C10 C11 C16 N4 57.4(8) . . . . ?
C14 C11 C16 N4 -62.5(8) . . . . ?
C12 C11 C16 N4 175.0(5) . . . . ?
N4 C16 C17 C18 1.4(8) . . . . ?
C11 C16 C17 C18 -178.1(7) . . . . ?
C16 C17 C18 C19 -1.2(9) . . . . ?
N6 N5 C19 N4 -11.4(10) . . . . ?
N6 N5 C19 C18 173.6(7) . . . . ?
C16 N4 C19 N5 -175.5(7) . . . . ?
C16 N4 C19 C18 0.2(8) . . . . ?
C17 C18 C19 N5 176.4(7) . . . . ?
C17 C18 C19 N4 0.6(8) . . . . ?
N5 N6 C20 C25 172.0(6) . . . . ?
N5 N6 C20 C21 -13.1(9) . . . . ?
C25 C20 C21 C22 -2.6(11) . . . . ?
N6 C20 C21 C22 -177.3(7) . . . . ?
C20 C21 C22 C23 2.5(11) . . . . ?
C21 C22 C23 C24 -1.6(12) . . . . ?
C21 C22 C23 I2 178.1(5) . . . . ?
C22 C23 C24 C25 0.8(12) . . . . ?
I2 C23 C24 C25 -178.9(6) . . . . ?
C21 C20 C25 C24 1.8(11) . . . . ?
N6 C20 C25 C24 176.8(7) . . . . ?
C23 C24 C25 C20 -0.9(12) . . . . ?
C31 C26 C27 C28 -2.3(11) . . . . ?
C26 C27 C28 C29 2.1(11) . . . . ?
C26 C27 C28 I3 -179.0(5) . . . . ?
C27 C28 C29 C30 -0.9(11) . . . . ?
I3 C28 C29 C30 -179.8(5) . . . . ?
C28 C29 C30 C31 -0.1(11) . . . . ?
C29 C30 C31 C26 -0.1(11) . . . . ?
C29 C30 C31 N9 177.3(7) . . . . ?
C27 C26 C31 C30 1.3(10) . . . . ?
C27 C26 C31 N9 -175.9(6) . . . . ?
N8 N9 C31 C30 162.6(6) . . . . ?
N8 N9 C31 C26 -20.2(9) . . . . ?
N9 N8 C32 N7 7.3(10) . . . . ?
N9 N8 C32 C33 -169.6(7) . . . . ?
C35 N7 C32 N8 -176.8(6) . . . . ?
C35 N7 C32 C33 0.5(8) . . . . ?
N8 C32 C33 C34 176.6(7) . . . . ?
N7 C32 C33 C34 -0.8(8) . . . . ?
C32 C33 C34 C35 0.8(8) . . . . ?
C32 N7 C35 C34 0.0(8) . . . . ?
C32 N7 C35 C36 -172.4(6) . . . . ?
C33 C34 C35 N7 -0.5(8) . . . . ?
C33 C34 C35 C36 170.9(7) . . . . ?
N7 C35 C36 C41 -46.1(8) . . . . ?
C34 C35 C36 C41 143.6(7) . . . . ?
N7 C35 C36 C39 -165.7(6) . . . . ?
C34 C35 C36 C39 24.0(10) . . . . ?
N7 C35 C36 C37 72.2(7) . . . . ?
C34 C35 C36 C37 -98.2(8) . . . . ?
C35 C36 C37 C38 57.1(7) . . . . ?
C41 C36 C37 C38 177.6(6) . . . . ?
C39 C36 C37 C38 -63.4(8) . . . . ?
C35 C36 C39 C40 174.7(6) . . . . ?
C41 C36 C39 C40 53.3(7) . . . . ?
C37 C36 C39 C40 -65.3(7) . . . . ?
C44 N10 C41 C42 1.4(7) . . . . ?
C44 N10 C41 C36 -171.4(6) . . . . ?
C35 C36 C41 N10 -61.4(8) . . . . ?
C39 C36 C41 N10 58.8(7) . . . . ?
C37 C36 C41 N10 180.0(6) . . . . ?
C35 C36 C41 C42 127.4(7) . . . . ?
C39 C36 C41 C42 -112.4(7) . . . . ?
C37 C36 C41 C42 8.8(9) . . . . ?
N10 C41 C42 C43 -1.6(8) . . . . ?
C36 C41 C42 C43 170.6(6) . . . . ?
C41 C42 C43 C44 1.1(8) . . . . ?
N12 N11 C44 N10 10.8(10) . . . . ?
N12 N11 C44 C43 -169.6(7) . . . . ?
C41 N10 C44 N11 179.0(6) . . . . ?
C41 N10 C44 C43 -0.6(7) . . . . ?
C42 C43 C44 N11 -179.9(7) . . . . ?
C42 C43 C44 N10 -0.3(8) . . . . ?
N11 N12 C45 C50 7.8(10) . . . . ?
N11 N12 C45 C46 -174.5(6) . . . . ?
C50 C45 C46 C47 -2.1(12) . . . . ?
N12 C45 C46 C47 179.9(7) . . . . ?
C45 C46 C47 C48 1.0(13) . . . . ?
C46 C47 C48 C49 0.3(12) . . . . ?
C46 C47 C48 I4 179.6(6) . . . . ?
C47 C48 C49 C50 -0.3(12) . . . . ?
I4 C48 C49 C50 -179.6(5) . . . . ?
C48 C49 C50 C45 -0.8(11) . . . . ?
C46 C45 C50 C49 2.1(11) . . . . ?
N12 C45 C50 C49 179.8(7) . . . . ?
C53 O2 C52 O1 -8.9(17) . . . . ?
C53 O2 C52 C51 170.0(10) . . . . ?
C52 O2 C53 C54 172.3(9) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.782
_refine_diff_density_min         -1.652
_refine_diff_density_rms         0.140


