# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

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

data_sad
_audit_block_doi                 10.5517/cc137cnc
_database_code_depnum_ccdc_archive 'CCDC 1019982'
_audit_update_record             
;
2015-01-21 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C35 H46 Br4 Mn3 N5 O8'
_chemical_formula_sum            'C35 H46 Br4 Mn3 N5 O8'
_chemical_formula_weight         1149.23

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'
Mn Mn 0.3368 0.7283 '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                   8.5966(17)
_cell_length_b                   11.893(2)
_cell_length_c                   12.358(3)
_cell_angle_alpha                73.30(3)
_cell_angle_beta                 75.79(3)
_cell_angle_gamma                73.84(3)
_cell_volume                     1143.4(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5186
_cell_measurement_theta_min      3.31
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             570
_exptl_absorpt_coefficient_mu    4.360
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3541
_exptl_absorpt_correction_T_max  0.4816
_exptl_absorpt_process_details   Process-auto

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean 10.0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            11366
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_sigmaI/netI    0.1190
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.31
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5186
_reflns_number_gt                3310
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       Process-auto
_computing_cell_refinement       Process-auto
_computing_data_reduction        Process-auto
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Diamond 3.2'
_computing_publication_material  'Diamond 3.2'

_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)+(0.1305P)²+0.3663P] 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         5186
_refine_ls_number_parameters     263
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.1080
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.2250
_refine_ls_wR_factor_gt          0.1936
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.027
_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
Mn1 Mn 0.0000 0.0000 0.5000 0.0369(4) Uani 1 2 d S . .
Mn2 Mn 0.33051(12) -0.05285(9) 0.59855(9) 0.0390(3) Uani 1 1 d . . .
Br1 Br 0.18311(9) -0.05881(7) 0.28503(7) 0.0549(3) Uani 1 1 d . . .
Br2 Br 0.47955(9) -0.25102(7) 0.72529(7) 0.0552(3) Uani 1 1 d . . .
O1 O 0.1361(5) -0.1312(4) 0.5862(4) 0.0358(10) Uani 1 1 d . . .
O2 O -0.1558(5) -0.0847(4) 0.4994(4) 0.0400(11) Uani 1 1 d . . .
O3 O 0.1874(7) 0.0206(5) 0.7459(5) 0.0590(14) Uani 1 1 d . . .
H3 H 0.0993 0.0853 0.7304 0.100 Uiso 1 1 calc . . .
N1 N -0.1314(7) -0.2480(5) 0.7197(5) 0.0423(13) Uani 1 1 d . . .
H1A H -0.2345 -0.2531 0.7215 0.100 Uiso 1 1 calc . . .
H1B H -0.1351 -0.1707 0.7164 0.100 Uiso 1 1 calc . . .
N2 N 0.5040(8) 0.0771(6) 0.5723(6) 0.0621(17) Uani 0.50 1 d PD . 1
O5 O 0.5040(8) 0.0771(6) 0.5723(6) 0.0621(17) Uani 0.50 1 d P . 2
N3 N 0.4542(12) 0.1714(11) 0.5966(10) 0.049(3) Uani 0.50 1 d PD A 1
N4 N 0.422(2) 0.2631(17) 0.6164(16) 0.079(5) Uani 0.50 1 d PD A 1
C1 C -0.0263(8) -0.2779(6) 0.6108(6) 0.0398(15) Uani 1 1 d . . .
H1 H -0.0135 -0.3642 0.6183 0.100 Uiso 1 1 calc . . .
C2 C 0.1444(8) -0.2548(6) 0.5901(7) 0.0427(16) Uani 1 1 d . . .
H2A H 0.2017 -0.3072 0.6511 0.100 Uiso 1 1 calc . . .
H2B H 0.2063 -0.2736 0.5180 0.100 Uiso 1 1 calc . . .
C3 C -0.1177(8) -0.2107(6) 0.5132(6) 0.0418(16) Uani 1 1 d . . .
H3A H -0.0512 -0.2302 0.4426 0.100 Uiso 1 1 calc . . .
H3B H -0.2190 -0.2375 0.5270 0.100 Uiso 1 1 calc . . .
C4 C -0.0789(9) -0.3257(7) 0.8342(6) 0.0469(17) Uani 1 1 d . . .
H4 H 0.0211 -0.3086 0.8444 0.100 Uiso 1 1 calc . . .
C5 C -0.0591(9) -0.4566(7) 0.8463(7) 0.0490(18) Uani 1 1 d . . .
C6 C 0.0572(10) -0.5366(7) 0.7889(8) 0.059(2) Uani 1 1 d . . .
H6 H 0.1416 -0.5101 0.7324 0.100 Uiso 1 1 calc . . .
C7 C 0.0472(12) -0.6574(8) 0.8163(9) 0.073(3) Uani 1 1 d . . .
H7 H 0.1261 -0.7114 0.7785 0.100 Uiso 1 1 calc . . .
C8 C -0.0795(14) -0.6968(9) 0.8992(10) 0.082(3) Uani 1 1 d . . .
H8 H -0.0883 -0.7760 0.9127 0.100 Uiso 1 1 calc . . .
C9 C -0.1939(11) -0.6209(8) 0.9626(8) 0.065(2) Uani 1 1 d . . .
H9 H -0.2756 -0.6491 1.0206 0.100 Uiso 1 1 calc . . .
C10 C -0.1821(9) -0.4996(7) 0.9360(7) 0.0515(19) Uani 1 1 d . . .
C11 C -0.2806(9) -0.4018(7) 0.9875(7) 0.0507(18) Uani 1 1 d . . .
C12 C -0.4139(11) -0.3975(9) 1.0759(8) 0.065(2) Uani 1 1 d . . .
H12 H -0.4556 -0.4656 1.1139 0.100 Uiso 1 1 calc . . .
C13 C -0.4839(12) -0.2891(10) 1.1064(9) 0.076(3) Uani 1 1 d . . .
H13 H -0.5735 -0.2843 1.1663 0.100 Uiso 1 1 calc . . .
C14 C -0.4234(13) -0.1882(10) 1.0498(9) 0.074(3) Uani 1 1 d . . .
H14 H -0.4738 -0.1166 1.0726 0.100 Uiso 1 1 calc . . .
C15 C -0.2949(12) -0.1889(8) 0.9630(8) 0.064(2) Uani 1 1 d . . .
H15 H -0.2555 -0.1197 0.9257 0.100 Uiso 1 1 calc . . .
C16 C -0.2219(10) -0.2982(8) 0.9306(7) 0.055(2) Uani 1 1 d . . .
C17 C 0.2111(17) -0.0173(11) 0.8616(10) 0.101(4) Uani 1 1 d . . .
H17A H 0.1263 0.0307 0.9069 0.100 Uiso 1 1 calc . . .
H17B H 0.3167 -0.0076 0.8653 0.100 Uiso 1 1 calc . . .
H17C H 0.2062 -0.1005 0.8909 0.100 Uiso 1 1 calc . . .
O4 O 0.191(2) 0.4906(15) 0.4865(16) 0.110(4) Uani 0.50 1 d PU . .
H4A H 0.1445 0.4445 0.4751 0.100 Uiso 0.50 1 calc P . .
C18 C 0.300(3) 0.531(2) 0.386(2) 0.110(4) Uani 0.50 1 d PU . .
H18A H 0.2553 0.6134 0.3515 0.100 Uiso 0.50 1 calc PR . .
H18B H 0.3131 0.4823 0.3322 0.100 Uiso 0.50 1 calc PR . .
H18C H 0.4045 0.5235 0.4042 0.100 Uiso 0.50 1 calc PR . .


_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
Mn1 O2 1.889(4) . ?
Mn1 O2 1.889(4) 2_556 ?
Mn1 O1 1.892(4) 2_556 ?
Mn1 O1 1.892(4) . ?
Mn1 Br1 2.9028(12) 2_556 ?
Mn1 Br1 2.9028(12) . ?
Mn1 Mn2 3.1962(13) 2_556 ?
Mn1 Mn2 3.1962(13) . ?
Mn2 O1 2.181(4) . ?
Mn2 O2 2.187(5) 2_556 ?
Mn2 O3 2.192(6) . ?
Mn2 O5 2.283(7) 2_656 ?
Mn2 N2 2.283(7) 2_656 ?
Mn2 N2 2.340(7) . ?
Mn2 Br2 2.6140(16) . ?
O1 C2 1.440(8) . ?
O2 C3 1.411(8) . ?
O2 Mn2 2.187(5) 2_556 ?
O3 C17 1.418(13) . ?
O3 H3 0.9300 . ?
N1 C1 1.502(10) . ?
N1 C4 1.546(9) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N2 N3 1.181(13) . ?
N2 Mn2 2.283(7) 2_656 ?
N3 N4 1.131(14) . ?
C1 C3 1.507(9) . ?
C1 C2 1.514(9) . ?
C1 H1 0.9800 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.486(11) . ?
C4 C16 1.522(11) . ?
C4 H4 0.9800 . ?
C5 C6 1.385(12) . ?
C5 C10 1.417(10) . ?
C6 C7 1.401(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.384(14) . ?
C7 H7 0.9300 . ?
C8 C9 1.389(15) . ?
C8 H8 0.9300 . ?
C9 C10 1.412(12) . ?
C9 H9 0.9300 . ?
C10 C11 1.444(12) . ?
C11 C12 1.376(11) . ?
C11 C16 1.394(11) . ?
C12 C13 1.379(14) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(14) . ?
C13 H13 0.9300 . ?
C14 C15 1.338(13) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(13) . ?
C15 H15 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
O4 C18 1.41(3) . ?
O4 H4A 0.8200 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
O2 Mn1 O2 180.00(19) . 2_556 ?
O2 Mn1 O1 83.45(18) . 2_556 ?
O2 Mn1 O1 96.55(18) 2_556 2_556 ?
O2 Mn1 O1 96.55(18) . . ?
O2 Mn1 O1 83.45(18) 2_556 . ?
O1 Mn1 O1 180.0(3) 2_556 . ?
O2 Mn1 Br1 90.79(15) . 2_556 ?
O2 Mn1 Br1 89.21(15) 2_556 2_556 ?
O1 Mn1 Br1 91.90(14) 2_556 2_556 ?
O1 Mn1 Br1 88.10(14) . 2_556 ?
O2 Mn1 Br1 89.21(15) . . ?
O2 Mn1 Br1 90.79(15) 2_556 . ?
O1 Mn1 Br1 88.10(14) 2_556 . ?
O1 Mn1 Br1 91.90(14) . . ?
Br1 Mn1 Br1 180.0 2_556 . ?
O2 Mn1 Mn2 41.80(13) . 2_556 ?
O2 Mn1 Mn2 138.20(13) 2_556 2_556 ?
O1 Mn1 Mn2 41.64(12) 2_556 2_556 ?
O1 Mn1 Mn2 138.36(12) . 2_556 ?
Br1 Mn1 Mn2 91.85(3) 2_556 2_556 ?
Br1 Mn1 Mn2 88.15(3) . 2_556 ?
O2 Mn1 Mn2 138.20(13) . . ?
O2 Mn1 Mn2 41.80(13) 2_556 . ?
O1 Mn1 Mn2 138.36(12) 2_556 . ?
O1 Mn1 Mn2 41.64(12) . . ?
Br1 Mn1 Mn2 88.15(3) 2_556 . ?
Br1 Mn1 Mn2 91.85(3) . . ?
Mn2 Mn1 Mn2 180.0 2_556 . ?
O1 Mn2 O2 70.34(16) . 2_556 ?
O1 Mn2 O3 94.19(19) . . ?
O2 Mn2 O3 85.3(2) 2_556 . ?
O1 Mn2 O5 97.3(2) . 2_656 ?
O2 Mn2 O5 87.9(2) 2_556 2_656 ?
O3 Mn2 O5 163.9(2) . 2_656 ?
O1 Mn2 N2 97.3(2) . 2_656 ?
O2 Mn2 N2 87.9(2) 2_556 2_656 ?
O3 Mn2 N2 163.9(2) . 2_656 ?
O5 Mn2 N2 0.0(4) 2_656 2_656 ?
O1 Mn2 N2 163.4(2) . . ?
O2 Mn2 N2 93.38(19) 2_556 . ?
O3 Mn2 N2 87.2(2) . . ?
O5 Mn2 N2 78.6(3) 2_656 . ?
N2 Mn2 N2 78.6(3) 2_656 . ?
O1 Mn2 Br2 94.30(12) . . ?
O2 Mn2 Br2 164.50(12) 2_556 . ?
O3 Mn2 Br2 94.05(16) . . ?
O5 Mn2 Br2 96.34(16) 2_656 . ?
N2 Mn2 Br2 96.34(16) 2_656 . ?
N2 Mn2 Br2 102.07(17) . . ?
O1 Mn2 Mn1 35.19(11) . . ?
O2 Mn2 Mn1 35.15(11) 2_556 . ?
O3 Mn2 Mn1 89.66(15) . . ?
O5 Mn2 Mn1 93.20(18) 2_656 . ?
N2 Mn2 Mn1 93.20(18) 2_656 . ?
N2 Mn2 Mn1 128.47(17) . . ?
Br2 Mn2 Mn1 129.45(4) . . ?
C2 O1 Mn1 122.9(4) . . ?
C2 O1 Mn2 128.1(4) . . ?
Mn1 O1 Mn2 103.17(18) . . ?
C3 O2 Mn1 122.5(4) . . ?
C3 O2 Mn2 128.8(4) . 2_556 ?
Mn1 O2 Mn2 103.05(19) . 2_556 ?
C17 O3 Mn2 128.8(6) . . ?
C17 O3 H3 115.6 . . ?
Mn2 O3 H3 115.6 . . ?
C1 N1 C4 117.4(5) . . ?
C1 N1 H1A 108.0 . . ?
C4 N1 H1A 108.0 . . ?
C1 N1 H1B 108.0 . . ?
C4 N1 H1B 108.0 . . ?
H1A N1 H1B 107.2 . . ?
N3 N2 Mn2 122.9(7) . 2_656 ?
N3 N2 Mn2 121.7(6) . . ?
Mn2 N2 Mn2 101.4(3) 2_656 . ?
N4 N3 N2 173.4(14) . . ?
N1 C1 C3 108.4(5) . . ?
N1 C1 C2 112.6(6) . . ?
C3 C1 C2 113.2(6) . . ?
N1 C1 H1 107.5 . . ?
C3 C1 H1 107.5 . . ?
C2 C1 H1 107.5 . . ?
O1 C2 C1 111.0(5) . . ?
O1 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
O1 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
O2 C3 C1 113.1(6) . . ?
O2 C3 H3A 109.0 . . ?
C1 C3 H3A 109.0 . . ?
O2 C3 H3B 109.0 . . ?
C1 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C16 102.9(6) . . ?
C5 C4 N1 112.8(6) . . ?
C16 C4 N1 107.5(6) . . ?
C5 C4 H4 111.1 . . ?
C16 C4 H4 111.1 . . ?
N1 C4 H4 111.1 . . ?
C6 C5 C10 119.4(7) . . ?
C6 C5 C4 131.0(7) . . ?
C10 C5 C4 109.6(7) . . ?
C5 C6 C7 119.7(8) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 120.4(9) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 121.7(9) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C10 117.8(8) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C9 C10 C5 120.9(8) . . ?
C9 C10 C11 130.1(7) . . ?
C5 C10 C11 109.0(7) . . ?
C12 C11 C16 120.0(8) . . ?
C12 C11 C10 131.3(8) . . ?
C16 C11 C10 108.7(7) . . ?
C11 C12 C13 118.0(8) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
C14 C13 C12 121.1(9) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 122.5(10) . . ?
C15 C14 H14 118.7 . . ?
C13 C14 H14 118.7 . . ?
C14 C15 C16 117.3(9) . . ?
C14 C15 H15 121.3 . . ?
C16 C15 H15 121.3 . . ?
C11 C16 C15 121.1(8) . . ?
C11 C16 C4 109.7(8) . . ?
C15 C16 C4 129.2(7) . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 O4 H4A 109.5 . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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
O3 H3 Br1 0.93 2.59 3.192(5) 122.8 2_556
N1 H1A Br2 0.90 2.44 3.339(5) 175.8 1_455
N1 H1B Br1 0.90 2.64 3.535(6) 173.4 2_556

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.219
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.153
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad
_database_code_depnum_ccdc_archive 'CCDC 1025568'
_audit_update_record             
;
2014-09-23 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C38 H56 Br4 Mn3 N2 O10, 2(C H4 O), Br '
_chemical_formula_sum            'C40 H64 Br5 Mn3 N2 O12'
_chemical_formula_weight         1329.30

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'
Mn Mn 0.3368 0.7283 '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                   7.8658(16)
_cell_length_b                   12.814(3)
_cell_length_c                   13.709(3)
_cell_angle_alpha                86.61(3)
_cell_angle_beta                 87.84(3)
_cell_angle_gamma                74.27(3)
_cell_volume                     1327.3(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5923
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    4.520
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4041
_exptl_absorpt_correction_T_max  0.4916
_exptl_absorpt_process_details   Process-auto

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean 10.0
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            12863
_diffrn_reflns_av_R_equivalents  0.0769
_diffrn_reflns_av_sigmaI/netI    0.1080
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.48
_reflns_number_total             5923
_reflns_number_gt                3816
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0962P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5923
_refine_ls_number_parameters     270
_refine_ls_number_restraints     65
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.1968
_refine_ls_wR_factor_gt          0.1697
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.050
_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
Mn1 Mn 0.5000 0.5000 0.5000 0.0342(3) Uani 1 2 d S . .
Mn2 Mn 0.40768(11) 0.69692(7) 0.33615(7) 0.0429(3) Uani 1 1 d . . .
Br1 Br 0.70430(7) 0.61392(5) 0.60542(5) 0.0493(2) Uani 1 1 d . . .
Br2 Br 0.53494(11) 0.72175(6) 0.16336(6) 0.0751(3) Uani 1 1 d . . .
Br3 Br 0.0000 1.0000 0.5000 0.0806(4) Uani 1 2 d S . .
O1 O 0.5943(4) 0.5400(3) 0.3791(3) 0.0387(9) Uani 1 1 d . . .
O2 O 0.6722(4) 0.3644(3) 0.5187(3) 0.0365(8) Uani 1 1 d . . .
O3 O 0.5697(7) 0.7748(4) 0.4190(4) 0.0741(14) Uani 1 1 d D . .
H3 H 0.5456 0.7667 0.4855 0.089 Uiso 1 1 calc R A 1
O4 O 0.2113(7) 0.6175(4) 0.2828(4) 0.0705(14) Uani 1 1 d . . .
H4 H 0.1722 0.5761 0.3323 0.085 Uiso 1 1 calc R B .
O5 O 0.1999(6) 0.8486(4) 0.3347(4) 0.0721(15) Uani 1 1 d . . .
H5 H 0.1776 0.8836 0.3932 0.087 Uiso 1 1 calc R B .
N1 N 0.7389(5) 0.3262(3) 0.3110(3) 0.0383(10) Uani 1 1 d . . .
H1A H 0.7067 0.3681 0.2562 0.046 Uiso 1 1 calc R . .
H1B H 0.6397 0.3241 0.3450 0.046 Uiso 1 1 calc R . .
C1 C 0.8451(6) 0.3784(4) 0.3708(4) 0.0370(12) Uani 1 1 d . . .
H1 H 0.9677 0.3563 0.3465 0.044 Uiso 1 1 calc R . .
C2 C 0.7773(6) 0.5024(4) 0.3545(4) 0.0388(12) Uani 1 1 d . . .
H2A H 0.8436 0.5369 0.3944 0.047 Uiso 1 1 calc R . .
H2B H 0.7966 0.5228 0.2866 0.047 Uiso 1 1 calc R . .
C3 C 0.8427(6) 0.3401(4) 0.4774(4) 0.0374(12) Uani 1 1 d . . .
H3A H 0.8945 0.2622 0.4831 0.045 Uiso 1 1 calc R . .
H3B H 0.9149 0.3741 0.5137 0.045 Uiso 1 1 calc R . .
C4 C 0.8333(7) 0.2123(4) 0.2825(4) 0.0438(14) Uani 1 1 d . . .
H4A H 0.9059 0.1725 0.3363 0.053 Uiso 1 1 calc R . .
C5 C 0.9475(6) 0.2139(4) 0.1903(3) 0.0531(16) Uani 1 1 d G . .
C6 C 1.0929(6) 0.2546(4) 0.1715(3) 0.066(2) Uani 1 1 d G . .
H6 H 1.1338 0.2889 0.2199 0.079 Uiso 1 1 calc R . .
C7 C 1.1771(5) 0.2442(4) 0.0802(4) 0.086(3) Uani 1 1 d G . .
H7 H 1.2743 0.2715 0.0676 0.103 Uiso 1 1 calc R . .
C8 C 1.1159(7) 0.1930(4) 0.0077(3) 0.087(2) Uani 1 1 d GU . .
H8 H 1.1722 0.1860 -0.0534 0.104 Uiso 1 1 calc R . .
C9 C 0.9705(7) 0.1523(4) 0.0266(3) 0.080(2) Uani 1 1 d GU . .
H9 H 0.9296 0.1180 -0.0219 0.096 Uiso 1 1 calc R . .
C10 C 0.8863(5) 0.1627(3) 0.1178(3) 0.064(2) Uani 1 1 d G . .
C11 C 0.7359(5) 0.1233(3) 0.1570(3) 0.069(2) Uani 1 1 d G . .
C12 C 0.6335(7) 0.0644(4) 0.1169(3) 0.081(2) Uani 1 1 d GU . .
H12 H 0.6524 0.0453 0.0522 0.097 Uiso 1 1 calc R . .
C13 C 0.5028(7) 0.0341(4) 0.1736(4) 0.091(3) Uani 1 1 d GU . .
H13 H 0.4343 -0.0053 0.1468 0.109 Uiso 1 1 calc R . .
C14 C 0.4745(6) 0.0626(4) 0.2703(4) 0.086(2) Uani 1 1 d GU . .
H14 H 0.3870 0.0423 0.3082 0.103 Uiso 1 1 calc R . .
C15 C 0.5769(6) 0.1215(4) 0.3103(3) 0.072(2) Uani 1 1 d G . .
H15 H 0.5580 0.1407 0.3750 0.086 Uiso 1 1 calc R . .
C16 C 0.7076(6) 0.1519(3) 0.2537(3) 0.0510(16) Uani 1 1 d G . .
C17 C 0.695(2) 0.8317(14) 0.4046(14) 0.077(3) Uani 0.50 1 d PDU B 1
H17A H 0.7319 0.8476 0.4668 0.115 Uiso 0.50 1 calc PR B 1
H17B H 0.6459 0.8982 0.3675 0.115 Uiso 0.50 1 calc PR B 1
H17C H 0.7955 0.7887 0.3697 0.115 Uiso 0.50 1 calc PR B 1
C17' C 0.721(2) 0.8030(15) 0.3728(14) 0.077(3) Uani 0.50 1 d PDU B 2
H17D H 0.7759 0.8361 0.4190 0.115 Uiso 0.50 1 calc PR B 2
H17E H 0.6828 0.8529 0.3179 0.115 Uiso 0.50 1 calc PR B 2
H17F H 0.8039 0.7385 0.3509 0.115 Uiso 0.50 1 calc PR B 2
C18 C 0.1328(12) 0.6142(7) 0.1942(7) 0.091(3) Uani 1 1 d U B .
H18A H 0.0529 0.5693 0.2025 0.136 Uiso 1 1 calc R . .
H18B H 0.2224 0.5847 0.1463 0.136 Uiso 1 1 calc R . .
H18C H 0.0688 0.6864 0.1727 0.136 Uiso 1 1 calc R . .
C19 C 0.0951(10) 0.8999(6) 0.2554(6) 0.082(3) Uani 1 1 d . B .
H19A H 0.0135 0.9657 0.2758 0.122 Uiso 1 1 calc R . .
H19B H 0.0308 0.8523 0.2331 0.122 Uiso 1 1 calc R . .
H19C H 0.1697 0.9167 0.2031 0.122 Uiso 1 1 calc R . .
O6 O 0.6268(9) 0.4573(4) 0.1439(4) 0.096(2) Uani 1 1 d D . .
H6A H 0.565(12) 0.527(5) 0.181(7) 0.144 Uiso 1 1 d D . .
C20 C 0.747(3) 0.4626(19) 0.0666(15) 0.108(5) Uani 0.50 1 d PDU C 1
H20A H 0.7909 0.3922 0.0405 0.162 Uiso 0.50 1 calc PR C 1
H20B H 0.8436 0.4856 0.0901 0.162 Uiso 0.50 1 calc PR C 1
H20C H 0.6884 0.5135 0.0162 0.162 Uiso 0.50 1 calc PR C 1
C20' C 0.681(3) 0.441(2) 0.0523(13) 0.108(5) Uani 0.50 1 d PDU C 2
H20D H 0.6009 0.4917 0.0096 0.162 Uiso 0.50 1 calc PR C 2
H20E H 0.6834 0.3683 0.0372 0.162 Uiso 0.50 1 calc PR C 2
H20F H 0.7971 0.4509 0.0434 0.162 Uiso 0.50 1 calc PR C 2


_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
Mn1 O1 1.890(4) 2_666 ?
Mn1 O1 1.890(4) . ?
Mn1 O2 1.902(3) 2_666 ?
Mn1 O2 1.902(3) . ?
Mn1 Br1 2.9151(9) . ?
Mn1 Br1 2.9151(9) 2_666 ?
Mn1 Mn2 3.2248(14) . ?
Mn1 Mn2 3.2248(14) 2_666 ?
Mn2 O5 2.173(4) . ?
Mn2 O3 2.200(5) . ?
Mn2 O1 2.206(3) . ?
Mn2 O2 2.227(4) 2_666 ?
Mn2 O4 2.232(5) . ?
Mn2 Br2 2.5728(14) . ?
O1 C2 1.423(6) . ?
O2 C3 1.398(6) . ?
O2 Mn2 2.227(4) 2_666 ?
O3 C17 1.380(14) . ?
O3 C17' 1.447(14) . ?
O3 H3 0.9300 . ?
O4 C18 1.391(10) . ?
O4 H4 0.9300 . ?
O5 C19 1.408(8) . ?
O5 H5 0.9300 . ?
N1 C1 1.494(6) . ?
N1 C4 1.514(6) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
C1 C3 1.515(8) . ?
C1 C2 1.539(7) . ?
C1 H1 0.9800 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C16 1.488(7) . ?
C4 C5 1.525(7) . ?
C4 H4A 0.9800 . ?
C5 C6 1.3900 . ?
C5 C10 1.3900 . ?
C6 C7 1.3900 . ?
C6 H6 0.9300 . ?
C7 C8 1.3900 . ?
C7 H7 0.9300 . ?
C8 C9 1.3900 . ?
C8 H8 0.9300 . ?
C9 C10 1.3900 . ?
C9 H9 0.9300 . ?
C10 C11 1.479(6) . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17' H17D 0.9600 . ?
C17' H17E 0.9600 . ?
C17' H17F 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
O6 C20' 1.321(16) . ?
O6 C20 1.404(16) . ?
O6 H6A 1.04(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 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
O1 Mn1 O1 180.000(1) 2_666 . ?
O1 Mn1 O2 95.97(16) 2_666 2_666 ?
O1 Mn1 O2 84.03(16) . 2_666 ?
O1 Mn1 O2 84.03(16) 2_666 . ?
O1 Mn1 O2 95.97(16) . . ?
O2 Mn1 O2 180.000(1) 2_666 . ?
O1 Mn1 Br1 89.00(11) 2_666 . ?
O1 Mn1 Br1 91.00(11) . . ?
O2 Mn1 Br1 87.45(10) 2_666 . ?
O2 Mn1 Br1 92.55(10) . . ?
O1 Mn1 Br1 91.00(11) 2_666 2_666 ?
O1 Mn1 Br1 89.00(11) . 2_666 ?
O2 Mn1 Br1 92.55(10) 2_666 2_666 ?
O2 Mn1 Br1 87.45(10) . 2_666 ?
Br1 Mn1 Br1 180.000(18) . 2_666 ?
O1 Mn1 Mn2 138.32(10) 2_666 . ?
O1 Mn1 Mn2 41.68(10) . . ?
O2 Mn1 Mn2 42.39(12) 2_666 . ?
O2 Mn1 Mn2 137.61(12) . . ?
Br1 Mn1 Mn2 90.44(3) . . ?
Br1 Mn1 Mn2 89.56(3) 2_666 . ?
O1 Mn1 Mn2 41.68(10) 2_666 2_666 ?
O1 Mn1 Mn2 138.32(10) . 2_666 ?
O2 Mn1 Mn2 137.61(12) 2_666 2_666 ?
O2 Mn1 Mn2 42.39(12) . 2_666 ?
Br1 Mn1 Mn2 89.56(3) . 2_666 ?
Br1 Mn1 Mn2 90.44(3) 2_666 2_666 ?
Mn2 Mn1 Mn2 180.0 . 2_666 ?
O5 Mn2 O3 88.55(19) . . ?
O5 Mn2 O1 164.48(18) . . ?
O3 Mn2 O1 87.33(16) . . ?
O5 Mn2 O2 94.92(17) . 2_666 ?
O3 Mn2 O2 85.72(18) . 2_666 ?
O1 Mn2 O2 69.85(14) . 2_666 ?
O5 Mn2 O4 88.09(19) . . ?
O3 Mn2 O4 167.6(2) . . ?
O1 Mn2 O4 92.76(15) . . ?
O2 Mn2 O4 82.67(17) 2_666 . ?
O5 Mn2 Br2 97.31(15) . . ?
O3 Mn2 Br2 99.19(16) . . ?
O1 Mn2 Br2 98.11(11) . . ?
O2 Mn2 Br2 166.91(9) 2_666 . ?
O4 Mn2 Br2 93.08(15) . . ?
O5 Mn2 Mn1 130.07(15) . . ?
O3 Mn2 Mn1 86.90(14) . . ?
O1 Mn2 Mn1 34.73(10) . . ?
O2 Mn2 Mn1 35.16(8) 2_666 . ?
O4 Mn2 Mn1 86.14(13) . . ?
Br2 Mn2 Mn1 132.48(4) . . ?
C2 O1 Mn1 121.9(3) . . ?
C2 O1 Mn2 128.2(3) . . ?
Mn1 O1 Mn2 103.59(15) . . ?
C3 O2 Mn1 124.4(3) . . ?
C3 O2 Mn2 126.6(3) . 2_666 ?
Mn1 O2 Mn2 102.45(16) . 2_666 ?
C17 O3 C17' 23.6(10) . . ?
C17 O3 Mn2 140.8(9) . . ?
C17' O3 Mn2 120.4(8) . . ?
C17 O3 H3 109.6 . . ?
C17' O3 H3 127.7 . . ?
Mn2 O3 H3 109.6 . . ?
C18 O4 Mn2 136.1(6) . . ?
C18 O4 H4 112.0 . . ?
Mn2 O4 H4 112.0 . . ?
C19 O5 Mn2 127.5(4) . . ?
C19 O5 H5 116.3 . . ?
Mn2 O5 H5 116.3 . . ?
C1 N1 C4 114.8(4) . . ?
C1 N1 H1A 108.6 . . ?
C4 N1 H1A 108.6 . . ?
C1 N1 H1B 108.6 . . ?
C4 N1 H1B 108.6 . . ?
H1A N1 H1B 107.6 . . ?
N1 C1 C3 111.2(5) . . ?
N1 C1 C2 108.9(4) . . ?
C3 C1 C2 113.2(4) . . ?
N1 C1 H1 107.8 . . ?
C3 C1 H1 107.8 . . ?
C2 C1 H1 107.8 . . ?
O1 C2 C1 111.4(4) . . ?
O1 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
O1 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
O2 C3 C1 112.6(4) . . ?
O2 C3 H3A 109.1 . . ?
C1 C3 H3A 109.1 . . ?
O2 C3 H3B 109.1 . . ?
C1 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C16 C4 N1 111.9(4) . . ?
C16 C4 C5 103.0(4) . . ?
N1 C4 C5 111.3(5) . . ?
C16 C4 H4A 110.1 . . ?
N1 C4 H4A 110.1 . . ?
C5 C4 H4A 110.1 . . ?
C6 C5 C10 120.0 . . ?
C6 C5 C4 131.2(4) . . ?
C10 C5 C4 108.8(4) . . ?
C7 C6 C5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 120.0 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C5 120.0 . . ?
C9 C10 C11 130.4(3) . . ?
C5 C10 C11 109.5(3) . . ?
C12 C11 C16 120.0 . . ?
C12 C11 C10 132.7(3) . . ?
C16 C11 C10 107.3(3) . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 C4 128.6(4) . . ?
C11 C16 C4 111.4(4) . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C17' H17D 109.5 . . ?
O3 C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
O3 C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C19 H19A 109.5 . . ?
O5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20' O6 C20 29.2(13) . . ?
C20' O6 H6A 133(6) . . ?
C20 O6 H6A 120(6) . . ?
O6 C20 H20A 109.5 . . ?
O6 C20 H20B 109.5 . . ?
O6 C20 H20C 109.5 . . ?
O6 C20' H20D 109.5 . . ?
O6 C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
O6 C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?

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
O3 H3 Br1 0.93 2.56 3.210(6) 127.4 .
O4 H4 Br1 0.93 2.48 3.170(5) 131.4 2_666
O5 H5 Br3 0.93 2.30 3.157(5) 153.0 .
N1 H1A O6 0.90 1.88 2.782(7) 177.0 .
N1 H1B Br1 0.90 2.68 3.523(4) 156.6 2_666
O6 H6A Br2 1.04(2) 2.44(7) 3.292(5) 138(8) .

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         1.148
_refine_diff_density_min         -0.807
_refine_diff_density_rms         0.135
