# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Org.Biomol.Chem.
_journal_coden_cambridge         0177
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Charlotte Willans'
_publ_contact_author_email       c.e.willans@leeds.ac.uk
loop_
_publ_author_name
C.Willans
E.Bullough
M.Little
C.Kilner

data_eb79
_database_code_depnum_ccdc_archive 'CCDC 855630'
#TrackingRef '8372_web_deposit_cif_file_0_CharlotteWillans_1322240905.EB79.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C88 H80 N16 O8, 2(CHCl3), 3(H2O)'
_chemical_formula_sum            'C90 H88 Cl6 N16 O11'
_chemical_formula_weight         1782.46

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   10.0579(8)
_cell_length_b                   40.788(3)
_cell_length_c                   10.7646(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.688(4)
_cell_angle_gamma                90.00
_cell_volume                     4324.5(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8043
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      26.68

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1860
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9049
_exptl_absorpt_correction_T_max  0.9761
_exptl_absorpt_process_details   
;
See Sheldrick, G. M. (2002). SADABS.
University of Gottingen, Germany.
;
_exptl_special_details           
;
The crystal temperature was held constant
using an Oxford Cryosystems
Cryostream 600 system.
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         
;
Bruker Nonius FR591 rotating anode generator
;
_diffrn_radiation_monochromator  
;
graphite model mounted in "parallel" mode
;
_diffrn_measurement_device_type  
;
Mach3 kappa-type 4-circle goniostat.
;
_diffrn_radiation_detector       'ApexII camera'
_diffrn_measurement_method       'rotation images'
_diffrn_detector_area_resol_mean 
;
120 microns
;
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            61030
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_k_max       50
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         27.19
_reflns_number_total             9587
_reflns_number_gt                6812
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
APEX 2 software, Bruker Nonius 2004
;
_computing_cell_refinement       
;
APEX 2 software, Bruker Nonius 2004
;
_computing_data_reduction        
;
SAINT - Bruker Integration program embedded in
APEX 2 software, Bruker Nonius 2004
;
_computing_structure_solution    
;
SHELXS-97 (Sheldrick, G. M. Acta Cryst. (2008). A64, 112)
XSeed (L.J.Barbour, J.Supramol. Chem., 2003, 1, 189.)
;
_computing_structure_refinement  
;
SHELXL-97 (Sheldrick, G. M. Acta Cryst. (2008). A64, 112)
XSeed (L.J.Barbour, J.Supramol. Chem., 2003, 1, 189.)
;
_computing_molecular_graphics    'ORTEP-III Version 1.08 (Farrugia, 2005)'
_computing_publication_material  
;
enCIFer: A program for viewing, editing and visualising CIFs.
F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler,
J. Applied Cryst., 37, 331-334, 2004
;

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0335P)^2^+3.7059P] where P=(Fo^2^+2Fc^2^)/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_number_reflns         9587
_refine_ls_number_parameters     663
_refine_ls_number_restraints     198
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.025
_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 0.33867(7) 0.129811(18) 0.36091(6) 0.05302(19) Uani 1 1 d . . .
O1 O 0.9206(2) 0.09328(9) -0.3654(2) 0.0900(9) Uani 1 1 d D . .
C1 C 0.2437(2) 0.24306(5) 0.2899(2) 0.0272(4) Uani 1 1 d . . .
H1A H 0.1841 0.2510 0.2108 0.033 Uiso 1 1 calc R . .
H1B H 0.2610 0.2617 0.3501 0.033 Uiso 1 1 calc R . .
H1 H 0.8897 0.0758 -0.3308 0.082(13) Uiso 1 1 d RD . .
Cl2 Cl 0.40168(7) 0.060302(17) 0.40833(7) 0.05327(18) Uani 1 1 d . . .
C2 C 0.3787(2) 0.23113(5) 0.2604(2) 0.0271(5) Uani 1 1 d . . .
H2 H 0.891(4) 0.1113(6) -0.326(4) 0.103(15) Uiso 1 1 d D . .
Cl3 Cl 0.62147(7) 0.107034(19) 0.42130(7) 0.05574(19) Uani 1 1 d . . .
O3 O 0.25950(15) 0.20457(4) 0.07158(14) 0.0318(3) Uani 1 1 d D . .
C3 C 0.3805(2) 0.21069(5) 0.1535(2) 0.0262(4) Uani 1 1 d . . .
C4 C 0.5049(2) 0.19786(5) 0.1307(2) 0.0288(5) Uani 1 1 d . . .
C5 C 0.5098(2) 0.17591(5) 0.0151(2) 0.0290(5) Uani 1 1 d . . .
H5A H 0.6019 0.1777 -0.0036 0.035 Uiso 1 1 calc R . .
H5B H 0.4454 0.1851 -0.0586 0.035 Uiso 1 1 calc R . .
C6 C 0.4772(2) 0.13900(5) 0.02431(18) 0.0242(4) Uani 1 1 d . . .
O7 O 0.23635(14) 0.14977(3) -0.03291(13) 0.0287(3) Uani 1 1 d . . .
C7 C 0.3394(2) 0.12802(5) -0.00120(17) 0.0234(4) Uani 1 1 d . . .
C8 C 0.3103(2) 0.09363(5) 0.00083(17) 0.0231(4) Uani 1 1 d . . .
C9 C 0.1633(2) 0.08108(5) -0.02598(19) 0.0260(4) Uani 1 1 d . . .
H9A H 0.1629 0.0578 -0.0518 0.031 Uiso 1 1 calc R . .
H9B H 0.1102 0.0936 -0.0981 0.031 Uiso 1 1 calc R . .
C10 C 0.09281(19) 0.08400(5) 0.08757(18) 0.0221(4) Uani 1 1 d . . .
O11 O 0.00341(15) 0.13800(4) 0.01925(14) 0.0331(4) Uani 1 1 d D . .
C11 C 0.02083(19) 0.11296(5) 0.10676(18) 0.0229(4) Uani 1 1 d . . .
C12 C -0.03849(19) 0.11630(5) 0.21503(19) 0.0224(4) Uani 1 1 d . . .
C13 C -0.1033(2) 0.14890(5) 0.2422(2) 0.0266(4) Uani 1 1 d . . .
H13A H -0.1403 0.1602 0.1613 0.032 Uiso 1 1 calc R . .
H13B H -0.1793 0.1446 0.2857 0.032 Uiso 1 1 calc R . .
C14 C 0.0020(2) 0.17092(5) 0.32571(19) 0.0244(4) Uani 1 1 d . . .
O15 O 0.01762(16) 0.20483(4) 0.14535(14) 0.0374(4) Uani 1 1 d D . .
C15 C 0.0652(2) 0.19707(5) 0.27269(19) 0.0239(4) Uani 1 1 d . . .
C16 C 0.1714(2) 0.21541(5) 0.34757(19) 0.0245(4) Uani 1 1 d . . .
C21 C 0.6261(2) 0.20675(5) 0.2159(2) 0.0336(5) Uani 1 1 d . . .
H21 H 0.7102 0.1989 0.2006 0.040 Uiso 1 1 calc R . .
C22 C 0.6267(2) 0.22690(5) 0.3227(2) 0.0351(5) Uani 1 1 d . B .
C23 C 0.5012(2) 0.23884(5) 0.3428(2) 0.0337(5) Uani 1 1 d . . .
H23 H 0.4997 0.2525 0.4141 0.040 Uiso 1 1 calc R . .
C24 C 0.7581(2) 0.23481(6) 0.4167(3) 0.0457(7) Uani 1 1 d . . .
H24A H 0.8363 0.2283 0.3793 0.055 Uiso 0.50 1 calc PR A 1
H24B H 0.7636 0.2588 0.4310 0.055 Uiso 0.50 1 calc PR A 1
H24C H 0.7678 0.2581 0.4520 0.055 Uiso 0.50 1 d PR A 2
H24D H 0.8409 0.2328 0.3735 0.055 Uiso 0.50 1 d PR A 2
N25A N 0.7671(13) 0.2197(2) 0.5280(12) 0.036(2) Uani 0.50 1 d PDU B 1
C26A C 0.6953(8) 0.19336(16) 0.5583(7) 0.0485(18) Uani 0.50 1 d PDU B 1
H26A H 0.6218 0.1836 0.5009 0.058 Uiso 0.50 1 calc PR B 1
N27A N 0.7400(6) 0.18282(14) 0.6778(5) 0.0558(14) Uani 0.50 1 d PDU B 1
C28A C 0.8449(10) 0.2039(2) 0.7272(10) 0.053(2) Uani 0.50 1 d PDU B 1
H28A H 0.8974 0.2028 0.8110 0.063 Uiso 0.50 1 calc PR B 1
C29A C 0.8627(16) 0.2268(3) 0.6379(13) 0.046(3) Uani 0.50 1 d PDU B 1
H29A H 0.9274 0.2441 0.6490 0.055 Uiso 0.50 1 calc PR B 1
O2 O 0.7949(4) 0.12305(9) 0.8005(4) 0.0481(9) Uani 0.50 1 d PD C 1
H4 H 0.774(5) 0.1437(8) 0.757(4) 0.052(16) Uiso 0.50 1 d PD D 1
H5 H 0.857(5) 0.1305(13) 0.875(4) 0.09(2) Uiso 0.50 1 d PD E 1
N25B N 0.7794(13) 0.2106(2) 0.5421(12) 0.035(2) Uani 0.50 1 d PDU B 2
C26B C 0.7305(8) 0.17939(16) 0.5462(7) 0.0481(17) Uani 0.50 1 d PDU B 2
H26B H 0.6712 0.1693 0.4769 0.058 Uiso 0.50 1 calc PR B 2
N27B N 0.7748(6) 0.16465(14) 0.6580(5) 0.0567(14) Uani 0.50 1 d PDU B 2
C28B C 0.8561(9) 0.18821(18) 0.7296(9) 0.0516(19) Uani 0.50 1 d PDU B 2
H28B H 0.9002 0.1853 0.8157 0.062 Uiso 0.50 1 calc PR B 2
C29B C 0.8648(14) 0.2162(3) 0.6606(13) 0.042(2) Uani 0.50 1 d PDU B 2
H29B H 0.9172 0.2352 0.6873 0.050 Uiso 0.50 1 calc PR B 2
C31 C 0.4189(2) 0.07127(5) 0.02466(18) 0.0249(4) Uani 1 1 d . . .
H31 H 0.3996 0.0485 0.0262 0.030 Uiso 1 1 calc R . .
C32 C 0.5553(2) 0.08151(5) 0.04636(18) 0.0250(4) Uani 1 1 d . G .
C33 C 0.5824(2) 0.11546(5) 0.04612(18) 0.0253(4) Uani 1 1 d . . .
H33 H 0.6740 0.1227 0.0611 0.030 Uiso 1 1 calc R . .
C34 C 0.6700(2) 0.05627(5) 0.06007(19) 0.0294(5) Uani 1 1 d . . .
H34A H 0.6436 0.0361 0.1000 0.035 Uiso 0.50 1 calc PR F 1
H34B H 0.7530 0.0652 0.1152 0.035 Uiso 0.50 1 calc PR F 1
H34C H 0.6538 0.0378 0.1033 0.035 Uiso 0.50 1 d PR F 2
H34D H 0.7602 0.0667 0.1040 0.035 Uiso 0.50 1 d PR F 2
N35A N 0.6990(16) 0.0481(4) -0.0732(17) 0.025(2) Uani 0.50 1 d PDU G 1
C36A C 0.7937(6) 0.06287(16) -0.1288(6) 0.0377(14) Uani 0.50 1 d PDU G 1
H36A H 0.8554 0.0793 -0.0899 0.045 Uiso 0.50 1 calc PR G 1
N37A N 0.7875(5) 0.05107(13) -0.2451(5) 0.0366(11) Uani 0.50 1 d PDU G 1
C38A C 0.6819(17) 0.0281(5) -0.2643(18) 0.029(2) Uani 0.50 1 d PDU G 1
H38A H 0.6529 0.0156 -0.3394 0.035 Uiso 0.50 1 calc PR G 1
C39A C 0.6270(18) 0.0265(5) -0.1585(18) 0.033(3) Uani 0.50 1 d PDU G 1
H39A H 0.5535 0.0130 -0.1465 0.040 Uiso 0.50 1 calc PR G 1
N35B N 0.6946(15) 0.0435(5) -0.0585(17) 0.025(2) Uani 0.50 1 d PDU G 2
C36B C 0.8105(6) 0.04660(14) -0.1038(6) 0.0357(14) Uani 0.50 1 d PDU G 2
H36B H 0.8901 0.0567 -0.0568 0.043 Uiso 0.50 1 calc PR G 2
N37B N 0.8035(5) 0.03424(12) -0.2200(5) 0.0379(12) Uani 0.50 1 d PDU G 2
C38B C 0.6733(17) 0.0226(5) -0.2503(19) 0.039(4) Uani 0.50 1 d PDU G 2
H38B H 0.635(3) 0.0204(5) -0.325(5) 0.047 Uiso 0.50 1 d PR G 2
C39B C 0.6032(19) 0.0278(5) -0.1565(16) 0.031(3) Uani 0.50 1 d PDU G 2
H39B H 0.5116 0.0219 -0.1571 0.037 Uiso 0.50 1 calc PR G 2
C41 C -0.02981(19) 0.08975(5) 0.30014(19) 0.0237(4) Uani 1 1 d . . .
H41 H -0.0693 0.0918 0.3728 0.028 Uiso 1 1 calc R . .
C42 C 0.03602(19) 0.06029(5) 0.28003(19) 0.0237(4) Uani 1 1 d . . .
C43 C 0.0979(2) 0.05800(5) 0.17434(19) 0.0241(4) Uani 1 1 d . . .
H43 H 0.1442 0.0384 0.1612 0.029 Uiso 1 1 calc R . .
C44 C 0.0403(2) 0.03159(5) 0.3718(2) 0.0276(5) Uani 1 1 d . . .
H44A H 0.1092 0.0156 0.3564 0.033 Uiso 1 1 calc R . .
H44B H 0.0687 0.0397 0.4598 0.033 Uiso 1 1 calc R . .
N45 N -0.09318(17) 0.01471(4) 0.35843(15) 0.0245(4) Uani 1 1 d . . .
C46 C -0.1304(2) -0.01392(5) 0.2956(2) 0.0291(5) Uani 1 1 d . . .
H46 H -0.0724 -0.0263 0.2540 0.035 Uiso 1 1 calc R . .
N47 N -0.25760(19) -0.02250(4) 0.29907(18) 0.0326(4) Uani 1 1 d . . .
C48 C -0.3043(2) 0.00244(5) 0.3675(2) 0.0305(5) Uani 1 1 d . . .
H48 H -0.3927 0.0034 0.3860 0.037 Uiso 1 1 calc R . .
C49 C -0.2045(2) 0.02548(5) 0.4045(2) 0.0282(5) Uani 1 1 d . . .
H49 H -0.2107 0.0448 0.4520 0.034 Uiso 1 1 calc R . .
C51 C 0.2150(2) 0.20723(5) 0.4765(2) 0.0273(4) Uani 1 1 d . . .
H51 H 0.2875 0.2191 0.5270 0.033 Uiso 1 1 calc R . .
C52 C 0.1528(2) 0.18167(5) 0.53181(19) 0.0287(5) Uani 1 1 d . . .
C53 C 0.0459(2) 0.16417(5) 0.4560(2) 0.0282(5) Uani 1 1 d . . .
H53 H 0.0020 0.1473 0.4936 0.034 Uiso 1 1 calc R . .
C54 C 0.2044(3) 0.17207(5) 0.6708(2) 0.0371(6) Uani 1 1 d . . .
H54A H 0.2589 0.1903 0.7156 0.045 Uiso 1 1 calc R . .
H54B H 0.1258 0.1685 0.7117 0.045 Uiso 1 1 calc R . .
C61 C 0.4520(2) 0.09785(6) 0.3437(2) 0.0396(6) Uani 1 1 d . . .
H61 H 0.4500 0.0946 0.2513 0.047 Uiso 1 1 calc R . .
N55 N 0.28909(18) 0.14173(4) 0.68405(15) 0.0274(4) Uani 1 1 d . . .
N57 N 0.34205(19) 0.08974(4) 0.69869(16) 0.0295(4) Uani 1 1 d D . .
C58 C 0.4623(2) 0.10702(6) 0.70876(19) 0.0304(5) Uani 1 1 d . . .
H58 H 0.5510 0.0980 0.7202 0.037 Uiso 1 1 calc R . .
C56 C 0.2386(2) 0.11104(5) 0.68328(19) 0.0278(5) Uani 1 1 d . . .
H56 H 0.1454 0.1055 0.6735 0.033 Uiso 1 1 calc R . .
C59 C 0.4290(2) 0.13965(6) 0.69912(19) 0.0333(5) Uani 1 1 d . . .
H59 H 0.4903 0.1575 0.7022 0.040 Uiso 1 1 calc R . .
H57 H 0.3275 0.0652 0.7008 0.040 Uiso 1 1 d RD . .
H15 H 0.0893 0.2059 0.1127 0.040 Uiso 1 1 d RD . .
H11 H 0.0805 0.1408 -0.0044 0.040 Uiso 1 1 d RD . .
H3 H 0.2570 0.1856 0.0340 0.040 Uiso 1 1 d RD . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0554(4) 0.0622(4) 0.0390(3) -0.0057(3) 0.0039(3) 0.0298(3)
O1 0.0393(12) 0.188(3) 0.0465(13) -0.0281(17) 0.0173(10) -0.0247(16)
C1 0.0343(11) 0.0179(10) 0.0304(11) 0.0000(9) 0.0092(9) 0.0010(9)
Cl2 0.0468(4) 0.0494(4) 0.0594(4) -0.0100(3) 0.0006(3) -0.0037(3)
C2 0.0323(11) 0.0161(10) 0.0351(12) 0.0015(9) 0.0116(9) -0.0008(8)
Cl3 0.0340(3) 0.0663(5) 0.0694(5) 0.0092(4) 0.0162(3) 0.0001(3)
O3 0.0377(9) 0.0257(8) 0.0315(8) -0.0013(6) 0.0058(7) 0.0036(6)
C3 0.0327(11) 0.0171(10) 0.0301(11) 0.0039(8) 0.0095(9) -0.0013(8)
C4 0.0378(12) 0.0180(10) 0.0341(12) 0.0017(9) 0.0156(10) -0.0026(9)
C5 0.0337(12) 0.0249(11) 0.0325(12) 0.0008(9) 0.0165(9) -0.0012(9)
C6 0.0340(11) 0.0231(10) 0.0176(10) -0.0021(8) 0.0102(8) -0.0019(8)
O7 0.0322(8) 0.0277(8) 0.0267(8) 0.0018(6) 0.0073(6) 0.0026(6)
C7 0.0324(11) 0.0248(10) 0.0143(9) -0.0005(8) 0.0075(8) 0.0015(8)
C8 0.0284(11) 0.0279(11) 0.0139(9) -0.0036(8) 0.0060(8) -0.0026(8)
C9 0.0304(11) 0.0266(11) 0.0206(10) -0.0057(8) 0.0042(8) -0.0024(9)
C10 0.0216(10) 0.0241(10) 0.0191(10) -0.0028(8) 0.0009(7) -0.0027(8)
O11 0.0352(8) 0.0347(9) 0.0307(8) 0.0108(7) 0.0098(7) 0.0071(7)
C11 0.0227(10) 0.0230(10) 0.0213(10) 0.0019(8) 0.0006(8) -0.0023(8)
C12 0.0195(9) 0.0217(10) 0.0250(10) -0.0003(8) 0.0022(8) -0.0023(8)
C13 0.0257(10) 0.0252(11) 0.0305(11) 0.0019(9) 0.0096(8) 0.0002(8)
C14 0.0275(10) 0.0193(10) 0.0279(11) -0.0008(8) 0.0094(8) 0.0055(8)
O15 0.0433(9) 0.0383(9) 0.0302(8) 0.0083(7) 0.0059(7) -0.0040(7)
C15 0.0290(11) 0.0198(10) 0.0239(10) 0.0025(8) 0.0080(8) 0.0054(8)
C16 0.0288(11) 0.0171(10) 0.0292(11) -0.0008(8) 0.0099(9) 0.0057(8)
C21 0.0311(12) 0.0229(11) 0.0500(14) -0.0049(10) 0.0158(10) -0.0019(9)
C22 0.0327(12) 0.0240(11) 0.0499(15) -0.0074(10) 0.0112(10) -0.0053(9)
C23 0.0402(13) 0.0210(11) 0.0424(13) -0.0093(10) 0.0141(10) -0.0038(9)
C24 0.0362(14) 0.0366(14) 0.0665(19) -0.0168(13) 0.0158(12) -0.0091(11)
N25A 0.028(3) 0.028(4) 0.047(4) -0.007(3) -0.004(3) -0.004(3)
C26A 0.048(4) 0.035(4) 0.052(4) 0.003(3) -0.013(3) -0.009(3)
N27A 0.059(3) 0.048(3) 0.050(3) 0.008(3) -0.014(2) -0.005(3)
C28A 0.055(4) 0.048(5) 0.045(4) -0.004(5) -0.013(3) 0.001(4)
C29A 0.036(4) 0.044(6) 0.052(6) -0.014(4) -0.008(3) 0.002(4)
O2 0.052(2) 0.043(2) 0.045(2) 0.0040(17) 0.0010(18) 0.0033(17)
N25B 0.034(4) 0.037(5) 0.035(3) -0.003(3) 0.006(3) 0.001(4)
C26B 0.052(4) 0.036(4) 0.053(4) -0.001(3) 0.005(3) -0.009(3)
N27B 0.065(4) 0.048(3) 0.055(3) 0.006(3) 0.005(3) -0.006(3)
C28B 0.044(4) 0.059(5) 0.050(4) -0.002(4) 0.006(3) 0.002(4)
C29B 0.031(3) 0.044(7) 0.049(6) -0.012(5) 0.003(4) -0.001(5)
C31 0.0353(11) 0.0217(10) 0.0188(10) -0.0023(8) 0.0078(8) -0.0013(8)
C32 0.0310(11) 0.0288(11) 0.0154(9) -0.0021(8) 0.0054(8) 0.0034(9)
C33 0.0280(10) 0.0300(11) 0.0188(10) -0.0036(8) 0.0065(8) -0.0021(9)
C34 0.0333(11) 0.0315(12) 0.0216(11) -0.0013(9) 0.0012(9) 0.0038(9)
N35A 0.028(4) 0.028(5) 0.021(4) -0.004(4) 0.006(3) 0.009(3)
C36A 0.026(3) 0.052(4) 0.035(3) -0.013(3) 0.007(2) -0.011(3)
N37A 0.033(2) 0.045(3) 0.035(3) -0.010(2) 0.0129(19) -0.004(2)
C38A 0.035(5) 0.033(5) 0.019(3) -0.002(3) 0.004(3) 0.000(3)
C39A 0.035(7) 0.021(4) 0.047(6) -0.005(4) 0.017(4) -0.006(4)
N35B 0.023(3) 0.026(4) 0.024(4) 0.004(3) -0.003(3) 0.001(3)
C36B 0.026(3) 0.039(3) 0.042(3) -0.011(3) 0.007(2) -0.007(3)
N37B 0.038(3) 0.035(3) 0.043(3) -0.012(2) 0.013(2) -0.001(2)
C38B 0.033(4) 0.040(7) 0.043(7) -0.017(6) 0.006(4) 0.008(4)
C39B 0.024(4) 0.037(5) 0.029(5) -0.015(3) 0.001(3) -0.003(4)
C41 0.0222(10) 0.0264(11) 0.0229(10) -0.0008(8) 0.0056(8) -0.0043(8)
C42 0.0221(10) 0.0226(10) 0.0247(10) 0.0016(8) 0.0004(8) -0.0041(8)
C43 0.0237(10) 0.0200(10) 0.0269(11) -0.0022(8) 0.0010(8) -0.0006(8)
C44 0.0266(11) 0.0259(11) 0.0284(11) 0.0034(9) 0.0009(8) -0.0024(8)
N45 0.0290(9) 0.0213(9) 0.0226(9) 0.0027(7) 0.0039(7) -0.0017(7)
C46 0.0353(12) 0.0247(11) 0.0278(11) -0.0035(9) 0.0077(9) -0.0007(9)
N47 0.0360(10) 0.0251(10) 0.0353(10) -0.0013(8) 0.0039(8) -0.0053(8)
C48 0.0277(11) 0.0283(11) 0.0359(12) 0.0060(10) 0.0076(9) 0.0010(9)
C49 0.0339(11) 0.0232(11) 0.0284(11) 0.0018(9) 0.0083(9) 0.0043(9)
C51 0.0348(11) 0.0192(10) 0.0276(11) -0.0064(9) 0.0056(9) 0.0043(9)
C52 0.0438(13) 0.0193(10) 0.0236(11) -0.0008(8) 0.0084(9) 0.0094(9)
C53 0.0397(12) 0.0191(10) 0.0292(11) 0.0024(9) 0.0153(9) 0.0037(9)
C54 0.0606(16) 0.0248(11) 0.0257(11) -0.0016(9) 0.0082(11) 0.0125(11)
C61 0.0414(14) 0.0524(15) 0.0250(12) -0.0038(11) 0.0071(10) 0.0143(11)
N55 0.0402(10) 0.0240(9) 0.0185(8) 0.0008(7) 0.0071(7) 0.0029(8)
N57 0.0393(11) 0.0246(9) 0.0248(9) 0.0002(7) 0.0070(8) 0.0008(8)
C58 0.0316(11) 0.0366(13) 0.0229(11) 0.0005(9) 0.0051(9) 0.0017(9)
C56 0.0370(12) 0.0265(11) 0.0206(10) 0.0006(9) 0.0076(9) -0.0012(9)
C59 0.0401(13) 0.0360(13) 0.0230(11) -0.0015(9) 0.0044(9) -0.0107(10)

_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 C61 1.766(2) . ?
O1 H1 0.8885 . ?
O1 H2 0.926(17) . ?
C1 C2 1.535(3) . ?
C1 C16 1.539(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
Cl2 C61 1.797(3) . ?
C2 C23 1.401(3) . ?
C2 C3 1.424(3) . ?
Cl3 C61 1.779(3) . ?
O3 C3 1.373(3) . ?
O3 H3 0.8711 . ?
C3 C4 1.423(3) . ?
C4 C21 1.417(3) . ?
C4 C5 1.541(3) . ?
C5 C6 1.548(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C33 1.412(3) . ?
C6 C7 1.429(3) . ?
O7 C7 1.355(2) . ?
C7 C8 1.434(3) . ?
C8 C31 1.406(3) . ?
C8 C9 1.535(3) . ?
C9 C10 1.537(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C43 1.407(3) . ?
C10 C11 1.422(3) . ?
O11 C11 1.376(2) . ?
O11 H11 0.8710 . ?
C11 C12 1.419(3) . ?
C12 C41 1.410(3) . ?
C12 C13 1.535(3) . ?
C13 C14 1.533(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C53 1.410(3) . ?
C14 C15 1.419(3) . ?
O15 C15 1.394(2) . ?
O15 H15 0.8652 . ?
C15 C16 1.415(3) . ?
C16 C51 1.408(3) . ?
C21 C22 1.412(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.410(3) . ?
C22 C24 1.527(3) . ?
C23 H23 0.9500 . ?
C24 N25A 1.335(12) . ?
C24 N25B 1.651(10) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 H24C 1.0214 . ?
C24 H24D 1.0363 . ?
N25A C26A 1.369(11) . ?
N25A C29A 1.396(12) . ?
C26A N27A 1.345(8) . ?
C26A H26A 0.9500 . ?
N27A C28A 1.381(9) . ?
C28A C29A 1.379(11) . ?
C28A H28A 0.9500 . ?
C29A H29A 0.9500 . ?
O2 H4 0.964(19) . ?
O2 H5 0.96(2) . ?
N25B C26B 1.369(11) . ?
N25B C29B 1.405(12) . ?
C26B N27B 1.338(9) . ?
C26B H26B 0.9500 . ?
N27B C28B 1.390(9) . ?
C28B C29B 1.375(10) . ?
C28B H28B 0.9500 . ?
C29B H29B 0.9500 . ?
C31 C32 1.407(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.412(3) . ?
C32 C34 1.531(3) . ?
C33 H33 0.9500 . ?
C34 N35B 1.444(18) . ?
C34 N35A 1.558(16) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 H34C 0.9176 . ?
C34 H34D 1.0269 . ?
N35A C36A 1.364(13) . ?
N35A C39A 1.369(14) . ?
C36A N37A 1.332(7) . ?
C36A H36A 0.9500 . ?
N37A C38A 1.399(13) . ?
C38A C39A 1.364(14) . ?
C38A H38A 0.9500 . ?
C38A H38B 0.7901 . ?
C39A H39A 0.9500 . ?
N35B C36B 1.358(13) . ?
N35B C39B 1.407(13) . ?
C36B N37B 1.337(8) . ?
C36B H36B 0.9500 . ?
N37B C38B 1.369(14) . ?
C38B C39B 1.360(14) . ?
C38B H38B 0.8239 . ?
C39B H39B 0.9500 . ?
C41 C42 1.410(3) . ?
C41 H41 0.9500 . ?
C42 C43 1.406(3) . ?
C42 C44 1.526(3) . ?
C43 H43 0.9500 . ?
C44 N45 1.490(3) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
N45 C46 1.364(3) . ?
N45 C49 1.385(3) . ?
C46 N47 1.335(3) . ?
C46 H46 0.9500 . ?
N47 C48 1.392(3) . ?
C48 C49 1.374(3) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C51 C52 1.408(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.406(3) . ?
C52 C54 1.532(3) . ?
C53 H53 0.9500 . ?
C54 N55 1.493(3) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C61 H61 1.0000 . ?
N55 C56 1.350(3) . ?
N55 C59 1.386(3) . ?
N57 C56 1.340(3) . ?
N57 C58 1.385(3) . ?
N57 H57 1.0145 . ?
C58 C59 1.371(3) . ?
C58 H58 0.9500 . ?
C56 H56 0.9500 . ?
C59 H59 0.9500 . ?

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
H1 O1 H2 105.7 . . ?
C2 C1 C16 111.16(16) . . ?
C2 C1 H1A 109.4 . . ?
C16 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
C16 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C23 C2 C3 119.31(19) . . ?
C23 C2 C1 119.98(19) . . ?
C3 C2 C1 120.62(19) . . ?
C3 O3 H3 113.4 . . ?
O3 C3 C4 121.19(19) . . ?
O3 C3 C2 118.08(18) . . ?
C4 C3 C2 120.7(2) . . ?
C21 C4 C3 117.75(19) . . ?
C21 C4 C5 120.46(19) . . ?
C3 C4 C5 121.8(2) . . ?
C4 C5 C6 118.14(17) . . ?
C4 C5 H5A 107.8 . . ?
C6 C5 H5A 107.8 . . ?
C4 C5 H5B 107.8 . . ?
C6 C5 H5B 107.8 . . ?
H5A C5 H5B 107.1 . . ?
C33 C6 C7 118.90(18) . . ?
C33 C6 C5 120.70(18) . . ?
C7 C6 C5 120.14(18) . . ?
O7 C7 C6 120.39(18) . . ?
O7 C7 C8 119.75(18) . . ?
C6 C7 C8 119.79(18) . . ?
C31 C8 C7 118.91(18) . . ?
C31 C8 C9 120.08(18) . . ?
C7 C8 C9 120.99(18) . . ?
C8 C9 C10 113.98(16) . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C43 C10 C11 118.73(18) . . ?
C43 C10 C9 120.58(18) . . ?
C11 C10 C9 120.69(17) . . ?
C11 O11 H11 107.4 . . ?
O11 C11 C12 118.33(17) . . ?
O11 C11 C10 120.98(17) . . ?
C12 C11 C10 120.66(18) . . ?
C41 C12 C11 118.62(18) . . ?
C41 C12 C13 120.96(18) . . ?
C11 C12 C13 120.33(17) . . ?
C14 C13 C12 110.49(16) . . ?
C14 C13 H13A 109.6 . . ?
C12 C13 H13A 109.6 . . ?
C14 C13 H13B 109.6 . . ?
C12 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
C53 C14 C15 118.13(19) . . ?
C53 C14 C13 120.57(18) . . ?
C15 C14 C13 121.14(18) . . ?
C15 O15 H15 105.2 . . ?
O15 C15 C16 120.64(18) . . ?
O15 C15 C14 118.26(18) . . ?
C16 C15 C14 121.09(18) . . ?
C51 C16 C15 118.97(18) . . ?
C51 C16 C1 119.58(19) . . ?
C15 C16 C1 121.41(18) . . ?
C22 C21 C4 122.5(2) . . ?
C22 C21 H21 118.7 . . ?
C4 C21 H21 118.7 . . ?
C23 C22 C21 118.0(2) . . ?
C23 C22 C24 120.4(2) . . ?
C21 C22 C24 121.5(2) . . ?
C2 C23 C22 121.7(2) . . ?
C2 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
N25A C24 C22 112.9(5) . . ?
C22 C24 N25B 111.5(5) . . ?
N25A C24 H24A 109.0 . . ?
C22 C24 H24A 109.0 . . ?
N25B C24 H24A 100.9 . . ?
N25A C24 H24B 109.0 . . ?
C22 C24 H24B 109.0 . . ?
N25B C24 H24B 118.0 . . ?
H24A C24 H24B 107.8 . . ?
N25A C24 H24C 96.5 . . ?
C22 C24 H24C 116.6 . . ?
N25B C24 H24C 105.4 . . ?
H24A C24 H24C 112.2 . . ?
N25A C24 H24D 116.8 . . ?
C22 C24 H24D 110.6 . . ?
N25B C24 H24D 109.6 . . ?
H24B C24 H24D 97.2 . . ?
H24C C24 H24D 102.5 . . ?
C24 N25A C26A 129.3(10) . . ?
C24 N25A C29A 125.0(9) . . ?
C26A N25A C29A 105.6(9) . . ?
N27A C26A N25A 112.8(7) . . ?
N27A C26A H26A 123.6 . . ?
N25A C26A H26A 123.6 . . ?
C26A N27A C28A 104.5(6) . . ?
C29A C28A N27A 110.6(8) . . ?
C29A C28A H28A 124.7 . . ?
N27A C28A H28A 124.7 . . ?
C28A C29A N25A 106.5(9) . . ?
C28A C29A H29A 126.8 . . ?
N25A C29A H29A 126.8 . . ?
H4 O2 H5 100(3) . . ?
C26B N25B C29B 106.2(8) . . ?
C26B N25B C24 126.5(9) . . ?
C29B N25B C24 126.8(8) . . ?
N27B C26B N25B 113.0(8) . . ?
N27B C26B H26B 123.5 . . ?
N25B C26B H26B 123.5 . . ?
C26B N27B C28B 103.8(6) . . ?
C26B N27B H4 158(2) . . ?
C28B N27B H4 95(2) . . ?
C29B C28B N27B 111.7(8) . . ?
C29B C28B H28B 124.2 . . ?
N27B C28B H28B 124.2 . . ?
C28B C29B N25B 105.2(8) . . ?
C28B C29B H29B 127.4 . . ?
N25B C29B H29B 127.4 . . ?
C8 C31 C32 122.21(19) . . ?
C8 C31 H31 118.9 . . ?
C32 C31 H31 118.9 . . ?
C31 C32 C33 118.21(18) . . ?
C31 C32 C34 120.43(19) . . ?
C33 C32 C34 121.21(19) . . ?
C32 C33 C6 121.94(19) . . ?
C32 C33 H33 119.0 . . ?
C6 C33 H33 119.0 . . ?
N35B C34 C32 114.6(8) . . ?
C32 C34 N35A 109.5(7) . . ?
N35B C34 H34A 101.2 . . ?
C32 C34 H34A 109.8 . . ?
N35A C34 H34A 109.8 . . ?
N35B C34 H34B 112.8 . . ?
C32 C34 H34B 109.8 . . ?
N35A C34 H34B 109.8 . . ?
H34A C34 H34B 108.2 . . ?
N35B C34 H34C 103.4 . . ?
C32 C34 H34C 113.2 . . ?
N35A C34 H34C 112.1 . . ?
H34B C34 H34C 102.3 . . ?
N35B C34 H34D 105.2 . . ?
C32 C34 H34D 110.1 . . ?
N35A C34 H34D 101.6 . . ?
H34A C34 H34D 115.8 . . ?
H34C C34 H34D 109.8 . . ?
C36A N35A C39A 108.2(13) . . ?
C36A N35A C34 125.9(13) . . ?
C39A N35A C34 125.7(12) . . ?
N37A C36A N35A 110.4(9) . . ?
N37A C36A H36A 124.8 . . ?
N35A C36A H36A 124.8 . . ?
C36A N37A C38A 105.7(9) . . ?
C39A C38A N37A 109.5(13) . . ?
C39A C38A H38A 125.3 . . ?
N37A C38A H38A 125.3 . . ?
C39A C38A H38B 113.6 . . ?
N37A C38A H38B 134.0 . . ?
C38A C39A N35A 106.2(14) . . ?
C38A C39A H39A 126.9 . . ?
N35A C39A H39A 126.9 . . ?
C36B N35B C39B 104.5(14) . . ?
C36B N35B C34 126.7(13) . . ?
C39B N35B C34 128.6(12) . . ?
N37B C36B N35B 114.5(9) . . ?
N37B C36B H36B 122.7 . . ?
N35B C36B H36B 122.7 . . ?
C36B N37B C38B 102.7(9) . . ?
C39B C38B N37B 112.6(15) . . ?
C39B C38B H38B 122.4 . . ?
N37B C38B H38B 120.1 . . ?
C38B C39B N35B 105.6(15) . . ?
C38B C39B H39B 127.2 . . ?
N35B C39B H39B 127.2 . . ?
C12 C41 C42 121.61(18) . . ?
C12 C41 H41 119.2 . . ?
C42 C41 H41 119.2 . . ?
C43 C42 C41 118.65(18) . . ?
C43 C42 C44 120.89(18) . . ?
C41 C42 C44 120.46(18) . . ?
C42 C43 C10 121.63(18) . . ?
C42 C43 H43 119.2 . . ?
C10 C43 H43 119.2 . . ?
N45 C44 C42 112.66(16) . . ?
N45 C44 H44A 109.1 . . ?
C42 C44 H44A 109.1 . . ?
N45 C44 H44B 109.1 . . ?
C42 C44 H44B 109.1 . . ?
H44A C44 H44B 107.8 . . ?
C46 N45 C49 106.79(17) . . ?
C46 N45 C44 126.51(17) . . ?
C49 N45 C44 126.68(17) . . ?
N47 C46 N45 112.26(19) . . ?
N47 C46 H46 123.9 . . ?
N45 C46 H46 123.9 . . ?
C46 N47 C48 104.58(17) . . ?
C49 C48 N47 110.37(19) . . ?
C49 C48 H48 124.8 . . ?
N47 C48 H48 124.8 . . ?
C48 C49 N45 106.00(18) . . ?
C48 C49 H49 127.0 . . ?
N45 C49 H49 127.0 . . ?
C52 C51 C16 121.1(2) . . ?
C52 C51 H51 119.5 . . ?
C16 C51 H51 119.5 . . ?
C53 C52 C51 118.93(19) . . ?
C53 C52 C54 120.3(2) . . ?
C51 C52 C54 120.7(2) . . ?
C52 C53 C14 121.78(19) . . ?
C52 C53 H53 119.1 . . ?
C14 C53 H53 119.1 . . ?
N55 C54 C52 112.28(17) . . ?
N55 C54 H54A 109.1 . . ?
C52 C54 H54A 109.1 . . ?
N55 C54 H54B 109.1 . . ?
C52 C54 H54B 109.1 . . ?
H54A C54 H54B 107.9 . . ?
Cl1 C61 Cl3 111.87(14) . . ?
Cl1 C61 Cl2 110.49(13) . . ?
Cl3 C61 Cl2 108.42(13) . . ?
Cl1 C61 H61 108.7 . . ?
Cl3 C61 H61 108.7 . . ?
Cl2 C61 H61 108.7 . . ?
C56 N55 C59 108.39(18) . . ?
C56 N55 C54 124.16(19) . . ?
C59 N55 C54 127.45(19) . . ?
C56 N57 C58 108.88(18) . . ?
C56 N57 H57 122.1 . . ?
C58 N57 H57 129.0 . . ?
C59 C58 N57 106.98(19) . . ?
C59 C58 H58 126.5 . . ?
N57 C58 H58 126.5 . . ?
N57 C56 N55 108.60(19) . . ?
N57 C56 H56 125.7 . . ?
N55 C56 H56 125.7 . . ?
C58 C59 N55 107.14(19) . . ?
C58 C59 H59 126.4 . . ?
N55 C59 H59 126.4 . . ?

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
C16 C1 C2 C23 -101.1(2) . . . . ?
C16 C1 C2 C3 75.4(2) . . . . ?
C23 C2 C3 O3 -177.53(18) . . . . ?
C1 C2 C3 O3 6.0(3) . . . . ?
C23 C2 C3 C4 0.6(3) . . . . ?
C1 C2 C3 C4 -175.85(18) . . . . ?
O3 C3 C4 C21 176.63(18) . . . . ?
C2 C3 C4 C21 -1.5(3) . . . . ?
O3 C3 C4 C5 -1.4(3) . . . . ?
C2 C3 C4 C5 -179.50(18) . . . . ?
C21 C4 C5 C6 100.2(2) . . . . ?
C3 C4 C5 C6 -81.9(3) . . . . ?
C4 C5 C6 C33 -102.6(2) . . . . ?
C4 C5 C6 C7 83.4(2) . . . . ?
C33 C6 C7 O7 -174.49(17) . . . . ?
C5 C6 C7 O7 -0.3(3) . . . . ?
C33 C6 C7 C8 2.5(3) . . . . ?
C5 C6 C7 C8 176.66(17) . . . . ?
O7 C7 C8 C31 175.29(16) . . . . ?
C6 C7 C8 C31 -1.7(3) . . . . ?
O7 C7 C8 C9 -3.1(3) . . . . ?
C6 C7 C8 C9 179.90(17) . . . . ?
C31 C8 C9 C10 102.3(2) . . . . ?
C7 C8 C9 C10 -79.4(2) . . . . ?
C8 C9 C10 C43 -91.1(2) . . . . ?
C8 C9 C10 C11 89.1(2) . . . . ?
C43 C10 C11 O11 -174.65(17) . . . . ?
C9 C10 C11 O11 5.1(3) . . . . ?
C43 C10 C11 C12 3.4(3) . . . . ?
C9 C10 C11 C12 -176.83(18) . . . . ?
O11 C11 C12 C41 175.29(17) . . . . ?
C10 C11 C12 C41 -2.8(3) . . . . ?
O11 C11 C12 C13 -8.2(3) . . . . ?
C10 C11 C12 C13 173.72(17) . . . . ?
C41 C12 C13 C14 86.1(2) . . . . ?
C11 C12 C13 C14 -90.4(2) . . . . ?
C12 C13 C14 C53 -74.4(2) . . . . ?
C12 C13 C14 C15 100.9(2) . . . . ?
C53 C14 C15 O15 -176.94(17) . . . . ?
C13 C14 C15 O15 7.7(3) . . . . ?
C53 C14 C15 C16 1.4(3) . . . . ?
C13 C14 C15 C16 -173.98(18) . . . . ?
O15 C15 C16 C51 178.76(17) . . . . ?
C14 C15 C16 C51 0.5(3) . . . . ?
O15 C15 C16 C1 -3.7(3) . . . . ?
C14 C15 C16 C1 177.99(18) . . . . ?
C2 C1 C16 C51 78.6(2) . . . . ?
C2 C1 C16 C15 -98.9(2) . . . . ?
C3 C4 C21 C22 1.7(3) . . . . ?
C5 C4 C21 C22 179.7(2) . . . . ?
C4 C21 C22 C23 -1.0(3) . . . . ?
C4 C21 C22 C24 177.0(2) . . . . ?
C3 C2 C23 C22 0.1(3) . . . . ?
C1 C2 C23 C22 176.6(2) . . . . ?
C21 C22 C23 C2 0.1(3) . . . . ?
C24 C22 C23 C2 -178.0(2) . . . . ?
C23 C22 C24 N25A 69.7(6) . . . . ?
C21 C22 C24 N25A -108.3(6) . . . . ?
C23 C22 C24 N25B 80.5(5) . . . . ?
C21 C22 C24 N25B -97.5(5) . . . . ?
C22 C24 N25A C26A 17.0(14) . . . . ?
N25B C24 N25A C26A -67(5) . . . . ?
C22 C24 N25A C29A -167.8(11) . . . . ?
N25B C24 N25A C29A 108(6) . . . . ?
C24 N25A C26A N27A 174.5(11) . . . . ?
C29A N25A C26A N27A -1.4(12) . . . . ?
N25A C26A N27A C28A 0.9(9) . . . . ?
C26A N27A C28A C29A 0.0(12) . . . . ?
N27A C28A C29A N25A -0.9(15) . . . . ?
C24 N25A C29A C28A -174.8(12) . . . . ?
C26A N25A C29A C28A 1.3(15) . . . . ?
N25A C24 N25B C26B 128(6) . . . . ?
C22 C24 N25B C26B 27.7(12) . . . . ?
N25A C24 N25B C29B -61(5) . . . . ?
C22 C24 N25B C29B -161.0(11) . . . . ?
C29B N25B C26B N27B 1.2(11) . . . . ?
C24 N25B C26B N27B 174.0(9) . . . . ?
N25B C26B N27B C28B 0.6(9) . . . . ?
C26B N27B C28B C29B -2.3(10) . . . . ?
N27B C28B C29B N25B 3.1(13) . . . . ?
C26B N25B C29B C28B -2.5(13) . . . . ?
C24 N25B C29B C28B -175.3(10) . . . . ?
C7 C8 C31 C32 -0.1(3) . . . . ?
C9 C8 C31 C32 178.26(17) . . . . ?
C8 C31 C32 C33 1.1(3) . . . . ?
C8 C31 C32 C34 -174.49(17) . . . . ?
C31 C32 C33 C6 -0.3(3) . . . . ?
C34 C32 C33 C6 175.29(17) . . . . ?
C7 C6 C33 C32 -1.5(3) . . . . ?
C5 C6 C33 C32 -175.62(18) . . . . ?
C31 C32 C34 N35B 80.5(7) . . . . ?
C33 C32 C34 N35B -95.0(7) . . . . ?
C31 C32 C34 N35A 88.1(7) . . . . ?
C33 C32 C34 N35A -87.4(6) . . . . ?
N35B C34 N35A C36A -139(9) . . . . ?
C32 C34 N35A C36A 93.3(14) . . . . ?
N35B C34 N35A C39A 46(8) . . . . ?
C32 C34 N35A C39A -81.5(16) . . . . ?
C39A N35A C36A N37A -1.5(14) . . . . ?
C34 N35A C36A N37A -177.1(12) . . . . ?
N35A C36A N37A C38A 1.1(12) . . . . ?
C36A N37A C38A C39A -0.3(18) . . . . ?
N37A C38A C39A N35A -1(2) . . . . ?
C36A N35A C39A C38A 1(2) . . . . ?
C34 N35A C39A C38A 176.8(16) . . . . ?
C32 C34 N35B C36B 117.8(15) . . . . ?
N35A C34 N35B C36B 63(8) . . . . ?
C32 C34 N35B C39B -56.7(18) . . . . ?
N35A C34 N35B C39B -112(9) . . . . ?
C39B N35B C36B N37B -0.5(15) . . . . ?
C34 N35B C36B N37B -176.0(12) . . . . ?
N35B C36B N37B C38B 0.1(13) . . . . ?
C36B N37B C38B C39B 0.3(19) . . . . ?
N37B C38B C39B N35B -1(2) . . . . ?
C36B N35B C39B C38B 1(2) . . . . ?
C34 N35B C39B C38B 176.1(17) . . . . ?
C11 C12 C41 C42 0.0(3) . . . . ?
C13 C12 C41 C42 -176.45(18) . . . . ?
C12 C41 C42 C43 2.0(3) . . . . ?
C12 C41 C42 C44 -178.23(17) . . . . ?
C41 C42 C43 C10 -1.4(3) . . . . ?
C44 C42 C43 C10 178.85(17) . . . . ?
C11 C10 C43 C42 -1.2(3) . . . . ?
C9 C10 C43 C42 178.97(18) . . . . ?
C43 C42 C44 N45 -107.0(2) . . . . ?
C41 C42 C44 N45 73.3(2) . . . . ?
C42 C44 N45 C46 100.7(2) . . . . ?
C42 C44 N45 C49 -77.5(2) . . . . ?
C49 N45 C46 N47 -0.6(2) . . . . ?
C44 N45 C46 N47 -179.08(18) . . . . ?
N45 C46 N47 C48 0.6(2) . . . . ?
C46 N47 C48 C49 -0.3(2) . . . . ?
N47 C48 C49 N45 -0.1(2) . . . . ?
C46 N45 C49 C48 0.4(2) . . . . ?
C44 N45 C49 C48 178.85(18) . . . . ?
C15 C16 C51 C52 -1.3(3) . . . . ?
C1 C16 C51 C52 -178.84(18) . . . . ?
C16 C51 C52 C53 0.2(3) . . . . ?
C16 C51 C52 C54 177.62(18) . . . . ?
C51 C52 C53 C14 1.8(3) . . . . ?
C54 C52 C53 C14 -175.67(18) . . . . ?
C15 C14 C53 C52 -2.5(3) . . . . ?
C13 C14 C53 C52 172.85(18) . . . . ?
C53 C52 C54 N55 75.3(3) . . . . ?
C51 C52 C54 N55 -102.1(2) . . . . ?
C52 C54 N55 C56 -87.4(3) . . . . ?
C52 C54 N55 C59 92.7(3) . . . . ?
C56 N57 C58 C59 0.1(2) . . . . ?
C58 N57 C56 N55 -0.4(2) . . . . ?
C59 N55 C56 N57 0.6(2) . . . . ?
C54 N55 C56 N57 -179.26(17) . . . . ?
N57 C58 C59 N55 0.3(2) . . . . ?
C56 N55 C59 C58 -0.6(2) . . . . ?
C54 N55 C59 C58 179.30(18) . . . . ?

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
O1 H1 N37A 0.89 1.82 2.671(6) 159.8 .
O1 H1 N37B 0.89 2.34 3.222(6) 172.9 .
O1 H2 O2 0.926(17) 1.88(3) 2.679(5) 142(3) 1_554
O1 H2 N27B 0.926(17) 2.46(2) 3.292(7) 150(3) 1_554
O2 H4 N27A 0.964(19) 1.81(2) 2.774(6) 178(5) .
O2 H5 O11 0.96(2) 1.93(2) 2.883(4) 169(6) 1_656
N57 H57 N47 1.01 1.88 2.872(2) 166.5 3_556
O15 H15 O3 0.87 1.85 2.708(2) 169.0 .
O11 H11 O7 0.87 1.70 2.563(2) 172.0 .
O3 H3 O7 0.87 1.62 2.492(2) 173.9 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.19
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.048

# Attachment '8373_web_deposit_cif_file_1_CharlotteWillans_1322240905.EB411MX8.CIF'

data_EB411MX8
_database_code_depnum_ccdc_archive 'CCDC 855631'
#TrackingRef '8373_web_deposit_cif_file_1_CharlotteWillans_1322240905.EB411MX8.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H37.50 Br2 N4 O4'
_chemical_formula_weight         629.92

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           Monoclinic
_symmetry_space_group_name_H-M   C2/m
_symmetry_space_group_name_Hall  '-C 2y'

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

_cell_length_a                   17.580(2)
_cell_length_b                   39.483(5)
_cell_length_c                   11.7189(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 130.147(4)
_cell_angle_gamma                90.00
_cell_volume                     6217.9(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8128
_cell_measurement_theta_min      2.3255
_cell_measurement_theta_max      24.569

_exptl_crystal_description       Fragment
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2588
_exptl_absorpt_coefficient_mu    2.642
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3762
_exptl_absorpt_correction_T_max  0.6927
_exptl_absorpt_process_details   
;
See Sheldrick G.M. (2002). SADABS.
University of Gottingen, Germany.
;
_exptl_special_details           
;
The crystal temeperature was held constant
using an oxford Cryosystems
Cryostream 600 system
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         
;
Bruker Nonius FR591 rotating anode generator
;
_diffrn_radiation_monochromator  
;
Mach3 kappa-type 4-circle goniostat.
;
_diffrn_measurement_device_type  'ApexII camera'
_diffrn_measurement_method       'rotation images'
_diffrn_detector_area_resol_mean 
;
120 microns
;
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            36400
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_sigmaI/netI    0.0636
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         26.11
_reflns_number_total             6240
_reflns_number_gt                4045
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
APEX 2 software, Bruker Nonius 2004
;
_computing_cell_refinement       
;
APEX 2 sofware, Bruker Nonius 2004
;
_computing_data_reduction        
;
SAINT- Bruker Integration program embedded in
APEX 2 software, Bruker Nonius 2004
;
_computing_structure_solution    
;
SHELXS-97 (Sheldrick, G. M. Acta Cryst (2008). A64, 112)
Xseed (L. J. Barbour, J. Supramol. Chem., 2003, 1, 189.)
;
_computing_structure_refinement  
;
SHELXS-97 (Sheldrick, G. M. Acta Cryst (2008). A64, 112)
Xseed (L. J. Barbour, J. Supramol. Chem., 2003, 1, 189.)
;
_computing_molecular_graphics    'ORTEP-III Version 1.08 (Farrugia, 2005)'
_computing_publication_material  
;
enCIFer: A program for viewing, editing and visualising CIFs.
F. H. Allen, O. Johnson, G. P. Shields, B. R. Smith, M. Towler,
J. Applied cryst., 37, 331-334, 2004
;
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.1055P)^2^+25.6386P] where P=(Fo^2^+2Fc^2^)/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         6240
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1115
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.2041
_refine_ls_wR_factor_gt          0.1780
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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
Br1 Br 0.0000 0.12440(2) 0.0000 0.0445(3) Uani 1 2 d S . .
Br2 Br 0.33218(9) 0.5000 0.25635(12) 0.0604(3) Uani 1 2 d S . .
Br3 Br 0.0000 0.35104(3) 0.5000 0.0505(3) Uani 1 2 d S . .
Br4 Br 0.0000 0.35068(3) 0.0000 0.0487(3) Uani 1 2 d S . .
O1 O 0.4070(3) 0.22989(9) 0.2922(4) 0.0295(8) Uani 1 1 d . . .
H1 H 0.4693 0.2290 0.3471 0.035 Uiso 1 1 calc R . .
O2 O 0.3917(3) 0.22847(9) 0.5057(4) 0.0310(8) Uani 1 1 d . . .
H2 H 0.3868 0.2272 0.4296 0.037 Uiso 1 1 calc R . .
O3 O 0.0769(7) 0.4189(2) 0.4436(11) 0.119(3) Uani 1 1 d . . .
H3A H 0.1063 0.4134 0.4115 0.143 Uiso 1 1 calc R . .
O4 O 0.5000 0.3387(4) 0.5000 0.173(6) Uani 1 2 d S . .
H4 H 0.4395 0.3436 0.4311 0.207 Uiso 0.50 1 d P . .
C27B C 0.1458(14) 0.5000 0.328(2) 0.121(6) Uani 0.43 2 d SP A 2
H27A H 0.1241 0.5226 0.2825 0.181 Uiso 0.43 1 calc PR A 2
H27B H 0.1130 0.4941 0.3680 0.181 Uiso 0.43 1 calc PR A 2
H27C H 0.1280 0.4834 0.2520 0.181 Uiso 0.43 1 calc PR A 2
N1 N 0.2220(3) 0.37385(12) -0.0722(5) 0.0343(11) Uani 1 1 d . . .
N2 N 0.1517(4) 0.41586(15) -0.0533(7) 0.0535(15) Uani 1 1 d . . .
N3 N 0.2670(4) 0.38141(12) 0.4894(5) 0.0389(12) Uani 1 1 d . . .
N4 N 0.3699(4) 0.42174(16) 0.5440(7) 0.0670(18) Uani 1 1 d . . .
C1 C 0.5199(4) 0.25755(15) 0.2091(5) 0.0291(12) Uani 1 1 d . . .
H1A H 0.5254 0.2616 0.1313 0.035 Uiso 1 1 calc R . .
H1B H 0.5205 0.2328 0.2229 0.035 Uiso 1 1 calc R . .
C2 C 0.4222(4) 0.27238(14) 0.1586(5) 0.0258(11) Uani 1 1 d . . .
C3 C 0.3793(4) 0.30025(14) 0.0607(5) 0.0269(11) Uani 1 1 d . . .
H3 H 0.4125 0.3098 0.0287 0.032 Uiso 1 1 calc R . .
C4 C 0.2892(4) 0.31427(13) 0.0095(5) 0.0285(12) Uani 1 1 d . . .
C5 C 0.2419(4) 0.30070(14) 0.0618(5) 0.0279(12) Uani 1 1 d . . .
H5 H 0.1811 0.3103 0.0288 0.033 Uiso 1 1 calc R . .
C6 C 0.2829(3) 0.27373(14) 0.1598(5) 0.0259(11) Uani 1 1 d . . .
C7 C 0.3725(4) 0.25897(13) 0.2050(5) 0.0238(11) Uani 1 1 d . . .
C8 C 0.2305(4) 0.25930(15) 0.2157(6) 0.0295(12) Uani 1 1 d . . .
H8A H 0.1583 0.2642 0.1411 0.035 Uiso 1 1 calc R . .
H8B H 0.2391 0.2344 0.2257 0.035 Uiso 1 1 calc R . .
C9 C 0.2723(4) 0.27457(14) 0.3669(5) 0.0279(12) Uani 1 1 d . . .
C10 C 0.3522(4) 0.25900(13) 0.5045(6) 0.0270(11) Uani 1 1 d . . .
C11 C 0.3900(4) 0.27409(14) 0.6415(5) 0.0245(11) Uani 1 1 d . . .
C12 C 0.3485(4) 0.30339(14) 0.6409(6) 0.0286(12) Uani 1 1 d . . .
H12 H 0.3746 0.3135 0.7333 0.034 Uiso 1 1 calc R . .
C13 C 0.2673(4) 0.31908(14) 0.5056(6) 0.0287(12) Uani 1 1 d . . .
C14 C 0.2311(4) 0.30435(14) 0.3704(6) 0.0280(12) Uani 1 1 d . . .
H14 H 0.1774 0.3148 0.2792 0.034 Uiso 1 1 calc R . .
C15 C 0.2220(5) 0.35159(16) 0.5050(7) 0.0406(14) Uani 1 1 d . . .
H15A H 0.1493 0.3513 0.4211 0.049 Uiso 1 1 calc R . .
H15B H 0.2333 0.3535 0.5992 0.049 Uiso 1 1 calc R . .
C16 C 0.2356(5) 0.39510(18) 0.3576(7) 0.0503(17) Uani 1 1 d . . .
H16 H 0.1797 0.3880 0.2600 0.060 Uiso 1 1 calc R . .
C17 C 0.2990(6) 0.42059(19) 0.3920(8) 0.064(2) Uani 1 1 d . . .
H17 H 0.2949 0.4350 0.3232 0.076 Uiso 1 1 calc R . .
C18 C 0.3485(5) 0.39785(19) 0.6008(7) 0.0554(18) Uani 1 1 d . . .
H18 H 0.3856 0.3934 0.7040 0.067 Uiso 1 1 calc R . .
C19 C 0.4566(7) 0.4456(3) 0.6320(12) 0.119(5) Uani 1 1 d . . .
H19A H 0.4761 0.4493 0.7304 0.178 Uiso 1 1 calc R . .
H19B H 0.4378 0.4672 0.5790 0.178 Uiso 1 1 calc R . .
H19C H 0.5126 0.4358 0.6440 0.178 Uiso 1 1 calc R . .
C20 C 0.2386(4) 0.34086(15) -0.1129(6) 0.0361(13) Uani 1 1 d . . .
H20A H 0.2798 0.3447 -0.1421 0.043 Uiso 1 1 calc R . .
H20B H 0.1736 0.3319 -0.2013 0.043 Uiso 1 1 calc R . .
C21 C 0.2929(5) 0.39913(19) 0.0078(9) 0.0584(19) Uani 1 1 d . . .
H21 H 0.3597 0.3985 0.0460 0.070 Uiso 1 1 calc R . .
C22 C 0.2490(6) 0.42450(19) 0.0206(9) 0.064(2) Uani 1 1 d . . .
H22 H 0.2799 0.4452 0.0723 0.077 Uiso 1 1 calc R . .
C23 C 0.1377(5) 0.38455(17) -0.1090(7) 0.0464(16) Uani 1 1 d . . .
H23 H 0.0770 0.3722 -0.1654 0.056 Uiso 1 1 calc R . .
C24 C 0.0731(7) 0.4377(2) -0.0750(12) 0.089(3) Uani 1 1 d . . .
H24A H 0.0635 0.4582 -0.1301 0.133 Uiso 1 1 calc R . .
H24B H 0.0943 0.4440 0.0226 0.133 Uiso 1 1 calc R . .
H24C H 0.0104 0.4250 -0.1315 0.133 Uiso 1 1 calc R . .
C25 C 0.1458(12) 0.4328(4) 0.5869(19) 0.150(6) Uani 1 1 d . . .
H25A H 0.1899 0.4484 0.5890 0.225 Uiso 1 1 calc R . .
H25B H 0.1853 0.4146 0.6594 0.225 Uiso 1 1 calc R . .
H25C H 0.1102 0.4451 0.6127 0.225 Uiso 1 1 calc R . .
C26 C 0.5329(18) 0.3586(6) 0.607(3) 0.148(13) Uani 0.50 1 d P . .
H26A H 0.5770 0.3753 0.6139 0.222 Uiso 1 1 calc R . .
H26B H 0.5702 0.3457 0.7002 0.222 Uiso 1 1 calc R . .
H26C H 0.4772 0.3703 0.5900 0.222 Uiso 1 1 calc R . .
O5 O 0.1134(14) 0.5000 0.181(2) 0.112(6) Uani 0.57 2 d SP B 1
H5A H 0.1549 0.4896 0.1808 0.135 Uiso 0.57 1 calc PR B 1
O6 O 0.247(2) 0.5000 0.441(3) 0.124(9) Uani 0.43 2 d SP A 2
H6 H 0.2762 0.4804 0.4793 0.148 Uiso 0.43 1 d P C 2
C27A C 0.1458(14) 0.5000 0.328(2) 0.121(6) Uani 0.57 2 d SP B 1
H27D H 0.2185 0.5032 0.4001 0.181 Uiso 0.57 1 d P D 1
H27E H 0.1291 0.4783 0.3472 0.181 Uiso 0.57 1 d P E 1
H27F H 0.1137 0.5185 0.3381 0.181 Uiso 0.57 1 d P F 1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0418(5) 0.0567(6) 0.0374(5) 0.000 0.0265(4) 0.000
Br2 0.0788(8) 0.0340(6) 0.0644(6) 0.000 0.0443(6) 0.000
Br3 0.0343(5) 0.0606(7) 0.0369(5) 0.000 0.0141(4) 0.000
Br4 0.0289(5) 0.0643(7) 0.0347(5) 0.000 0.0123(4) 0.000
O1 0.0233(18) 0.031(2) 0.0235(18) 0.0015(15) 0.0103(16) -0.0002(16)
O2 0.036(2) 0.030(2) 0.0301(19) -0.0004(16) 0.0224(18) -0.0005(17)
O3 0.150(7) 0.102(6) 0.160(8) 0.003(6) 0.125(7) -0.001(5)
O4 0.250(19) 0.122(12) 0.188(16) 0.000 0.160(16) 0.000
C27B 0.101(13) 0.139(16) 0.134(16) 0.000 0.081(13) 0.000
N1 0.031(3) 0.035(3) 0.030(2) 0.001(2) 0.016(2) 0.002(2)
N2 0.063(4) 0.046(4) 0.063(4) 0.003(3) 0.046(3) 0.011(3)
N3 0.042(3) 0.033(3) 0.034(3) 0.000(2) 0.021(2) 0.001(2)
N4 0.052(4) 0.049(4) 0.059(4) 0.008(3) 0.017(3) -0.010(3)
C1 0.027(3) 0.040(3) 0.021(2) -0.002(2) 0.016(2) 0.003(2)
C2 0.021(3) 0.032(3) 0.017(2) -0.008(2) 0.009(2) -0.004(2)
C3 0.027(3) 0.033(3) 0.020(2) -0.001(2) 0.015(2) -0.002(2)
C4 0.030(3) 0.028(3) 0.019(2) -0.002(2) 0.012(2) 0.000(2)
C5 0.023(3) 0.036(3) 0.017(2) -0.003(2) 0.009(2) 0.002(2)
C6 0.020(2) 0.038(3) 0.015(2) -0.005(2) 0.008(2) -0.008(2)
C7 0.025(3) 0.025(3) 0.014(2) -0.004(2) 0.009(2) -0.001(2)
C8 0.017(2) 0.044(4) 0.022(2) -0.002(2) 0.010(2) -0.006(2)
C9 0.021(3) 0.040(3) 0.021(2) 0.003(2) 0.012(2) -0.005(2)
C10 0.026(3) 0.031(3) 0.026(3) 0.002(2) 0.017(2) -0.005(2)
C11 0.020(2) 0.031(3) 0.021(2) 0.002(2) 0.013(2) -0.004(2)
C12 0.028(3) 0.033(3) 0.025(3) -0.006(2) 0.017(2) -0.010(2)
C13 0.025(3) 0.033(3) 0.032(3) 0.000(2) 0.020(2) -0.006(2)
C14 0.023(3) 0.033(3) 0.024(2) 0.006(2) 0.013(2) 0.001(2)
C15 0.037(3) 0.046(4) 0.043(3) 0.003(3) 0.027(3) 0.005(3)
C16 0.048(4) 0.051(4) 0.035(3) 0.006(3) 0.019(3) -0.002(3)
C17 0.065(5) 0.049(5) 0.060(5) 0.020(4) 0.033(4) -0.004(4)
C18 0.046(4) 0.053(5) 0.036(3) 0.002(3) 0.012(3) -0.002(3)
C19 0.069(6) 0.081(7) 0.103(8) 0.002(6) 0.008(6) -0.046(5)
C20 0.036(3) 0.039(4) 0.029(3) 0.001(2) 0.019(3) 0.001(3)
C21 0.041(4) 0.054(5) 0.067(5) -0.013(4) 0.029(4) -0.006(4)
C22 0.070(5) 0.045(4) 0.076(5) -0.026(4) 0.046(5) -0.016(4)
C23 0.041(4) 0.044(4) 0.052(4) -0.003(3) 0.029(3) 0.001(3)
C24 0.101(7) 0.072(6) 0.133(8) 0.009(6) 0.093(7) 0.032(5)
C25 0.168(13) 0.144(13) 0.169(14) -0.060(11) 0.122(12) -0.066(11)
C26 0.110(19) 0.066(15) 0.110(19) -0.015(13) -0.001(15) 0.026(13)
O5 0.085(13) 0.099(15) 0.131(17) 0.000 0.060(12) 0.000
O6 0.13(2) 0.12(2) 0.14(2) 0.000 0.09(2) 0.000
C27A 0.101(13) 0.139(16) 0.134(16) 0.000 0.081(13) 0.000

_geom_special_details            
;
One methanol solvent molecule was disordered over two positions located
on symmetry operation x, 1-y, x. C27A and O5 were refined at 28.5%
occupancy, C27B and O6 were refined at 21.5% occupancy. C27A and
C27B were refined with equivalent x, y and z parameters and
aniosotropic displacement parameters.

Methanol solvent molecule C26 04 was located on symmetry operation
1-x, y, 1-z. C26 and O4 were refined at 50% occupancy.

All non hydrogen atoms were refined anisotropically.

H4, H6, H27D, H27E and H27F were located in the difference map
and fixed in position during refinement. All other H atoms were
placed in calculated positions and refined using a riding model.

C-H distances: CH3, 0.98\A, CH2 0.99\A, aromatic, 0.95\A.

All Uiso(H) values were constrained to be 1.2 times (1.5 for methyl)
Ueq of the parent atom.

N-H distance: 0.88\A. The Uiso(H) value was constrained to be 1.2
times Ueq of the parent atom.

Two non solvent carbon atoms, C19 and C24, displayed large Ueq values
due to disorder.

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.390(6) . ?
O1 H1 0.8400 . ?
O2 C10 1.387(6) . ?
O2 H2 0.8400 . ?
O3 C25 1.402(15) . ?
O3 H3A 0.8400 . ?
O4 C26 1.26(2) . ?
O4 H4 0.844(4) . ?
C27B O6 1.37(3) . ?
C27B H27A 0.9800 . ?
C27B H27B 0.9800 . ?
C27B H27C 0.9800 . ?
N1 C23 1.319(8) . ?
N1 C21 1.386(9) . ?
N1 C20 1.479(7) . ?
N2 C23 1.344(8) . ?
N2 C22 1.373(9) . ?
N2 C24 1.504(9) . ?
N3 C18 1.329(8) . ?
N3 C16 1.373(8) . ?
N3 C15 1.494(8) . ?
N4 C18 1.341(9) . ?
N4 C17 1.366(10) . ?
N4 C19 1.498(10) . ?
C1 C2 1.527(7) . ?
C1 C11 1.557(7) 2_656 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C7 1.397(7) . ?
C2 C3 1.407(7) . ?
C3 C4 1.397(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.418(7) . ?
C4 C20 1.519(8) . ?
C5 C6 1.380(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.423(7) . ?
C6 C8 1.542(7) . ?
C8 C9 1.538(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C14 1.396(8) . ?
C9 C10 1.425(7) . ?
C10 C11 1.413(7) . ?
C11 C12 1.365(8) . ?
C11 C1 1.557(7) 2_656 ?
C12 C13 1.420(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(7) . ?
C13 C15 1.508(8) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.356(10) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.330(10) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
O5 H5A 0.8400 . ?
O6 H6 0.876(15) . ?

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
C7 O1 H1 109.5 . . ?
C10 O2 H2 109.5 . . ?
C25 O3 H3A 109.5 . . ?
C26 O4 H4 107.4(15) . . ?
O6 C27B H27A 109.5 . . ?
O6 C27B H27B 109.5 . . ?
H27A C27B H27B 109.5 . . ?
O6 C27B H27C 109.5 . . ?
H27A C27B H27C 109.5 . . ?
H27B C27B H27C 109.5 . . ?
H27A C27B H27D 100.7 . . ?
H27B C27B H27D 117.2 . . ?
H27C C27B H27D 110.1 . . ?
O6 C27B H27E 99.8(14) . . ?
H27A C27B H27E 148.4 . . ?
H27B C27B H27E 47.2 . . ?
H27C C27B H27E 69.9 . . ?
H27D C27B H27E 109.2(15) . . ?
O6 C27B H27F 111.9(16) . . ?
H27A C27B H27F 48.2 . . ?
H27B C27B H27F 63.4 . . ?
H27C C27B H27F 137.8 . . ?
H27D C27B H27F 109.3(13) . . ?
H27E C27B H27F 109.9(17) . . ?
C23 N1 C21 108.7(5) . . ?
C23 N1 C20 126.2(5) . . ?
C21 N1 C20 125.0(5) . . ?
C23 N2 C22 107.4(6) . . ?
C23 N2 C24 125.7(7) . . ?
C22 N2 C24 126.9(7) . . ?
C18 N3 C16 108.0(6) . . ?
C18 N3 C15 125.8(5) . . ?
C16 N3 C15 126.0(5) . . ?
C18 N4 C17 108.2(6) . . ?
C18 N4 C19 125.9(7) . . ?
C17 N4 C19 125.9(7) . . ?
C2 C1 C11 110.5(4) . 2_656 ?
C2 C1 H1A 109.5 . . ?
C11 C1 H1A 109.5 2_656 . ?
C2 C1 H1B 109.5 . . ?
C11 C1 H1B 109.5 2_656 . ?
H1A C1 H1B 108.1 . . ?
C7 C2 C3 118.3(5) . . ?
C7 C2 C1 122.2(5) . . ?
C3 C2 C1 119.6(5) . . ?
C4 C3 C2 121.5(5) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 118.9(5) . . ?
C3 C4 C20 119.4(5) . . ?
C5 C4 C20 121.4(5) . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 119.0(5) . . ?
C5 C6 C8 120.3(5) . . ?
C7 C6 C8 120.8(5) . . ?
O1 C7 C2 120.9(4) . . ?
O1 C7 C6 117.7(4) . . ?
C2 C7 C6 121.3(5) . . ?
C9 C8 C6 111.8(4) . . ?
C9 C8 H8A 109.3 . . ?
C6 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
C6 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
C14 C9 C10 118.8(5) . . ?
C14 C9 C8 119.5(5) . . ?
C10 C9 C8 121.7(5) . . ?
O2 C10 C11 119.3(4) . . ?
O2 C10 C9 120.5(5) . . ?
C11 C10 C9 120.1(5) . . ?
C12 C11 C10 119.6(5) . . ?
C12 C11 C1 120.9(4) . 2_656 ?
C10 C11 C1 119.5(5) . 2_656 ?
C11 C12 C13 121.6(5) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 118.7(5) . . ?
C14 C13 C15 119.7(5) . . ?
C12 C13 C15 121.6(5) . . ?
C9 C14 C13 121.2(5) . . ?
C9 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
N3 C15 C13 110.6(5) . . ?
N3 C15 H15A 109.5 . . ?
C13 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C17 C16 N3 107.5(6) . . ?
C17 C16 H16 126.2 . . ?
N3 C16 H16 126.2 . . ?
C16 C17 N4 107.3(6) . . ?
C16 C17 H17 126.4 . . ?
N4 C17 H17 126.4 . . ?
N3 C18 N4 109.0(6) . . ?
N3 C18 H18 125.5 . . ?
N4 C18 H18 125.5 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C4 114.9(4) . . ?
N1 C20 H20A 108.5 . . ?
C4 C20 H20A 108.5 . . ?
N1 C20 H20B 108.5 . . ?
C4 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C22 C21 N1 106.6(6) . . ?
C22 C21 H21 126.7 . . ?
N1 C21 H21 126.7 . . ?
C21 C22 N2 108.6(6) . . ?
C21 C22 H22 125.7 . . ?
N2 C22 H22 125.7 . . ?
N1 C23 N2 108.7(6) . . ?
N1 C23 H23 125.7 . . ?
N2 C23 H23 125.7 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O4 C26 H26A 109.5 . . ?
O4 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O4 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27B O6 H6 117.4(18) . . ?
H6 O6 H27D 135(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
C11 C1 C2 C7 -88.1(6) 2_656 . . . ?
C11 C1 C2 C3 92.6(5) 2_656 . . . ?
C7 C2 C3 C4 -0.5(7) . . . . ?
C1 C2 C3 C4 178.9(4) . . . . ?
C2 C3 C4 C5 2.2(7) . . . . ?
C2 C3 C4 C20 -171.1(5) . . . . ?
C3 C4 C5 C6 -1.0(7) . . . . ?
C20 C4 C5 C6 172.2(5) . . . . ?
C4 C5 C6 C7 -1.8(7) . . . . ?
C4 C5 C6 C8 180.0(4) . . . . ?
C3 C2 C7 O1 175.0(4) . . . . ?
C1 C2 C7 O1 -4.3(7) . . . . ?
C3 C2 C7 C6 -2.4(7) . . . . ?
C1 C2 C7 C6 178.3(4) . . . . ?
C5 C6 C7 O1 -174.0(4) . . . . ?
C8 C6 C7 O1 4.3(7) . . . . ?
C5 C6 C7 C2 3.5(7) . . . . ?
C8 C6 C7 C2 -178.2(4) . . . . ?
C5 C6 C8 C9 -95.4(6) . . . . ?
C7 C6 C8 C9 86.4(6) . . . . ?
C6 C8 C9 C14 88.7(6) . . . . ?
C6 C8 C9 C10 -91.6(6) . . . . ?
C14 C9 C10 O2 176.6(4) . . . . ?
C8 C9 C10 O2 -3.0(7) . . . . ?
C14 C9 C10 C11 -1.5(7) . . . . ?
C8 C9 C10 C11 178.8(4) . . . . ?
O2 C10 C11 C12 -177.2(4) . . . . ?
C9 C10 C11 C12 1.0(7) . . . . ?
O2 C10 C11 C1 4.4(7) . . . 2_656 ?
C9 C10 C11 C1 -177.5(4) . . . 2_656 ?
C10 C11 C12 C13 0.6(7) . . . . ?
C1 C11 C12 C13 179.0(4) 2_656 . . . ?
C11 C12 C13 C14 -1.5(7) . . . . ?
C11 C12 C13 C15 -179.5(5) . . . . ?
C10 C9 C14 C13 0.6(7) . . . . ?
C8 C9 C14 C13 -179.7(4) . . . . ?
C12 C13 C14 C9 0.9(7) . . . . ?
C15 C13 C14 C9 179.0(5) . . . . ?
C18 N3 C15 C13 -88.0(7) . . . . ?
C16 N3 C15 C13 87.1(7) . . . . ?
C14 C13 C15 N3 -83.3(6) . . . . ?
C12 C13 C15 N3 94.7(6) . . . . ?
C18 N3 C16 C17 -1.1(8) . . . . ?
C15 N3 C16 C17 -176.9(6) . . . . ?
N3 C16 C17 N4 1.5(9) . . . . ?
C18 N4 C17 C16 -1.4(9) . . . . ?
C19 N4 C17 C16 178.6(9) . . . . ?
C16 N3 C18 N4 0.3(8) . . . . ?
C15 N3 C18 N4 176.1(6) . . . . ?
C17 N4 C18 N3 0.7(9) . . . . ?
C19 N4 C18 N3 -179.3(9) . . . . ?
C23 N1 C20 C4 -100.3(7) . . . . ?
C21 N1 C20 C4 81.8(7) . . . . ?
C3 C4 C20 N1 -121.2(5) . . . . ?
C5 C4 C20 N1 65.7(7) . . . . ?
C23 N1 C21 C22 1.6(8) . . . . ?
C20 N1 C21 C22 179.9(6) . . . . ?
N1 C21 C22 N2 -1.7(9) . . . . ?
C23 N2 C22 C21 1.1(9) . . . . ?
C24 N2 C22 C21 -176.4(8) . . . . ?
C21 N1 C23 N2 -1.0(7) . . . . ?
C20 N1 C23 N2 -179.2(5) . . . . ?
C22 N2 C23 N1 0.0(8) . . . . ?
C24 N2 C23 N1 177.5(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.11
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.846
_refine_diff_density_min         -0.927
_refine_diff_density_rms         0.124