# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2007


data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Jonathan P. Hill'
_publ_contact_author_address     
;
Supermolecules Group
National Institute for Materials Science
Namiki 1-1
Tsukuba
Ibaraki
305-0044
JAPAN
;

_publ_contact_author_email       JONATHAN.HILL@NIMS.GO.JP

_publ_section_title              
;
Nanostructured Microspheres of MnO2 formed by Room
Temperature Solution Processing
;
loop_
_publ_author_name
'Jonathan P. Hill'
'Sher Alam'
'Christopher Anson'
'Katsuhiko Ariga'
'Annie K. Powell'

data_jon25c
_database_code_depnum_ccdc_archive 'CCDC 656863'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H40 Mn2 N8 O2, Cl O4, 2(Cl)'
_chemical_formula_sum            'C16 H40 Cl3 Mn2 N8 O6'
_chemical_formula_weight         656.79

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   p_n_m_a
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   22.3850(14)
_cell_length_b                   9.1934(5)
_cell_length_c                   13.2424(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2725.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4778
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      25.12

_exptl_crystal_description       'trigonal prism'
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1364
_exptl_absorpt_coefficient_mu    1.267
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
Crystals of the complex were all small and poorly diffracting;
this is reflected in the rather high R(int).
;

_diffrn_ambient_temperature      200(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  'Stoe IPDS'
_diffrn_measurement_method       'area detector'
_diffrn_detector_area_resol_mean 6.667
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15645
_diffrn_reflns_av_R_equivalents  0.1230
_diffrn_reflns_av_sigmaI/netI    0.1421
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         25.99
_reflns_number_total             2709
_reflns_number_gt                1397
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'IPDS 2.92 (Stoe & Cie GmbH, 1999)'
_computing_cell_refinement       'IPDS 2.92 (Stoe & Cie GmbH, 1999)'
_computing_data_reduction        'IPDS 2.92 (Stoe & Cie GmbH, 1999)'
_computing_structure_solution    'SHELXTL 5.1 (Bruker AXS Inc., 1997)'
_computing_structure_refinement  'SHELXTL 5.1 (Bruker AXS Inc., 1997)'
_computing_molecular_graphics    'SHELXTL 5.1 (Bruker AXS Inc., 1997)'
_computing_publication_material  'SHELXTL 5.1 (Bruker AXS Inc., 1997)'

_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.
Methylene H-atoms in calculated positions, coordinates of NH H-atoms
refined (in one case with the N-H distance restrained).
The unit cell contains four equivalent voids of volume 27 /%A^3^. These
contained the largest (apparent) final difference peak of 1.26 e /%A^-3^,
but attempts to refine a water molecule were unsuccessful, and the SQUEEZE
option in PLATON found no electron density. The voids are rather small for
water molecules.

;

_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^)+(0.0125P)^2^+0.0000P] 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         2709
_refine_ls_number_parameters     192
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.0903
_refine_ls_wR_factor_gt          0.0859
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_restrained_S_all      0.967
_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
Mn1 Mn 0.21734(4) 0.2500 0.16964(8) 0.0265(3) Uani 1 2 d S . .
Mn2 Mn 0.10572(4) 0.2500 0.24583(9) 0.0253(3) Uani 1 2 d S . .
O1 O 0.1405(2) 0.2500 0.1262(3) 0.0314(12) Uani 1 2 d S . .
O2 O 0.17986(19) 0.2500 0.2957(3) 0.0299(13) Uani 1 2 d S . .
N1 N 0.3053(3) 0.2500 0.2226(5) 0.0356(18) Uani 1 2 d S . .
H1 H 0.330(4) 0.2500 0.182(6) 0.043 Uiso 1 2 d S . .
C1 C 0.3147(2) 0.3864(7) 0.2751(4) 0.0401(15) Uani 1 1 d . . .
H1A H 0.3553 0.3912 0.3007 0.048 Uiso 1 1 calc R . .
H1B H 0.2874 0.3942 0.3317 0.048 Uiso 1 1 calc R . .
C2 C 0.3040(2) 0.5070(7) 0.2024(4) 0.0406(16) Uani 1 1 d . . .
H2A H 0.3038 0.5991 0.2382 0.049 Uiso 1 1 calc R . .
H2B H 0.3360 0.5097 0.1531 0.049 Uiso 1 1 calc R . .
N2 N 0.24656(17) 0.4869(5) 0.1505(3) 0.0327(12) Uani 1 1 d . . .
H2 H 0.220(2) 0.545(6) 0.169(4) 0.039 Uiso 1 1 d . . .
C3 C 0.2477(2) 0.5113(6) 0.0408(4) 0.0351(15) Uani 1 1 d . . .
H3A H 0.2706 0.5983 0.0259 0.042 Uiso 1 1 calc R . .
H3B H 0.2073 0.5258 0.0162 0.042 Uiso 1 1 calc R . .
C4 C 0.2751(2) 0.3846(6) -0.0115(3) 0.0303(13) Uani 1 1 d . . .
H4A H 0.2725 0.3985 -0.0840 0.036 Uiso 1 1 calc R . .
H4B H 0.3169 0.3777 0.0066 0.036 Uiso 1 1 calc R . .
N3 N 0.2445(2) 0.2500 0.0164(4) 0.0281(15) Uani 1 2 d SD . .
H3 H 0.212(2) 0.2500 -0.009(5) 0.034 Uiso 1 2 d SD . .
N4 N 0.0675(3) 0.2500 0.3848(4) 0.0282(16) Uani 1 2 d S . .
H4 H 0.031(3) 0.2500 0.382(5) 0.034 Uiso 1 2 d S . .
C5 C 0.0854(2) 0.3864(6) 0.4335(4) 0.0364(14) Uani 1 1 d . . .
H5A H 0.1283 0.3886 0.4442 0.044 Uiso 1 1 calc R . .
H5B H 0.0656 0.3975 0.4982 0.044 Uiso 1 1 calc R . .
C6 C 0.0668(2) 0.5040(6) 0.3624(4) 0.0389(15) Uani 1 1 d . . .
H6A H 0.0842 0.5958 0.3832 0.047 Uiso 1 1 calc R . .
H6B H 0.0237 0.5139 0.3633 0.047 Uiso 1 1 calc R . .
N5 N 0.08746(17) 0.4666(5) 0.2575(3) 0.0331(11) Uani 1 1 d . . .
H5 H 0.123(2) 0.522(6) 0.243(4) 0.040 Uiso 1 1 d . . .
C7 C 0.0421(2) 0.5055(7) 0.1798(5) 0.0382(14) Uani 1 1 d . . .
H7A H 0.0609 0.5132 0.1141 0.046 Uiso 1 1 calc R . .
H7B H 0.0241 0.5987 0.1961 0.046 Uiso 1 1 calc R . .
C8 C -0.0052(2) 0.3890(6) 0.1779(4) 0.0366(14) Uani 1 1 d . . .
H8A H -0.0279 0.3892 0.2403 0.044 Uiso 1 1 calc R . .
H8B H -0.0324 0.4041 0.1219 0.044 Uiso 1 1 calc R . .
N6 N 0.0274(2) 0.2500 0.1659(5) 0.0314(17) Uani 1 2 d S . .
H6 H 0.040(3) 0.2500 0.111(6) 0.038 Uiso 1 2 d S . .
Cl1 Cl 0.09122(8) 0.2500 -0.11648(14) 0.0376(5) Uani 1 2 d S . .
O11 O 0.0734(2) 0.2500 -0.2182(4) 0.0615(19) Uani 1 2 d S . .
O12 O 0.0395(3) 0.2500 -0.0567(4) 0.076(2) Uani 1 2 d S . .
O13 O 0.1248(2) 0.1274(6) -0.0940(3) 0.0915(18) Uani 1 1 d . . .
Cl2 Cl -0.07292(8) 0.2500 0.42003(15) 0.0423(5) Uani 1 2 d S . .
Cl3 Cl 0.16703(8) 0.7500 0.23550(16) 0.0394(5) Uani 1 2 d S . .

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
Mn1 0.0167(5) 0.0299(8) 0.0328(7) 0.000 0.0012(5) 0.000
Mn2 0.0183(5) 0.0274(7) 0.0303(6) 0.000 0.0009(5) 0.000
O1 0.022(3) 0.033(4) 0.039(3) 0.000 -0.006(2) 0.000
O2 0.020(3) 0.034(4) 0.035(3) 0.000 -0.002(2) 0.000
N1 0.023(4) 0.038(5) 0.045(5) 0.000 -0.003(3) 0.000
C1 0.027(3) 0.047(5) 0.046(4) -0.012(3) -0.009(2) -0.006(3)
C2 0.035(3) 0.043(5) 0.045(4) -0.009(3) 0.004(2) -0.008(3)
N2 0.022(2) 0.030(3) 0.047(3) -0.005(2) 0.004(2) -0.0009(19)
C3 0.032(3) 0.027(4) 0.047(4) 0.006(3) 0.002(3) -0.003(3)
C4 0.027(3) 0.036(4) 0.028(3) 0.009(2) 0.007(2) 0.001(3)
N3 0.017(3) 0.036(5) 0.031(4) 0.000 0.000(3) 0.000
N4 0.013(3) 0.034(5) 0.037(4) 0.000 -0.002(3) 0.000
C5 0.030(3) 0.044(4) 0.035(3) -0.013(3) 0.005(2) 0.000(2)
C6 0.031(3) 0.035(4) 0.051(4) -0.013(3) 0.006(2) -0.004(3)
N5 0.024(2) 0.032(3) 0.043(3) 0.004(2) 0.003(2) -0.0009(18)
C7 0.032(3) 0.034(4) 0.049(4) 0.015(3) 0.004(3) 0.006(3)
C8 0.022(3) 0.042(4) 0.046(3) 0.009(3) -0.010(2) 0.009(3)
N6 0.020(3) 0.043(5) 0.032(4) 0.000 0.002(3) 0.000
Cl1 0.0257(10) 0.0531(17) 0.0339(11) 0.000 -0.0011(8) 0.000
O11 0.037(3) 0.113(6) 0.035(3) 0.000 -0.001(3) 0.000
O12 0.045(4) 0.154(8) 0.030(3) 0.000 0.002(3) 0.000
O13 0.113(4) 0.084(4) 0.078(3) -0.037(3) -0.042(3) 0.060(3)
Cl2 0.0270(10) 0.0516(16) 0.0484(12) 0.000 0.0075(9) 0.000
Cl3 0.0348(10) 0.0267(13) 0.0566(13) 0.000 0.0096(9) 0.000

_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 1.814(4) . ?
Mn1 O2 1.868(5) . ?
Mn1 N1 2.090(6) . ?
Mn1 N3 2.119(6) . ?
Mn1 N2 2.288(5) . ?
Mn1 N2 2.288(5) 7_565 ?
Mn1 Mn2 2.6948(14) . ?
Mn2 O1 1.765(5) . ?
Mn2 O2 1.786(4) . ?
Mn2 N4 2.030(6) . ?
Mn2 N5 2.039(4) 7_565 ?
Mn2 N5 2.039(4) . ?
Mn2 N6 2.048(6) . ?
N1 C1 1.449(6) . ?
N1 C1 1.449(6) 7_565 ?
N1 H1 0.76(8) . ?
C1 C2 1.488(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N2 1.469(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
N2 C3 1.471(6) . ?
N2 H2 0.83(5) . ?
C3 C4 1.487(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N3 1.462(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
N3 C4 1.462(6) 7_565 ?
N3 H3 0.79(4) . ?
N4 C5 1.466(6) 7_565 ?
N4 C5 1.466(6) . ?
N4 H4 0.81(7) . ?
C5 C6 1.494(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N5 1.504(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N5 C7 1.489(6) . ?
N5 H5 0.97(5) . ?
C7 C8 1.506(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N6 1.480(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
N6 C8 1.480(6) 7_565 ?
N6 H6 0.78(7) . ?
Cl1 O13 1.387(5) 7_565 ?
Cl1 O13 1.387(5) . ?
Cl1 O12 1.402(6) . ?
Cl1 O11 1.405(5) . ?

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 O2 81.8(2) . . ?
O1 Mn1 N1 178.9(3) . . ?
O2 Mn1 N1 97.1(2) . . ?
O1 Mn1 N3 88.2(2) . . ?
O2 Mn1 N3 170.0(2) . . ?
N1 Mn1 N3 92.9(2) . . ?
O1 Mn1 N2 103.66(11) . . ?
O2 Mn1 N2 103.13(12) . . ?
N1 Mn1 N2 76.57(11) . . ?
N3 Mn1 N2 79.17(12) . . ?
O1 Mn1 N2 103.66(11) . 7_565 ?
O2 Mn1 N2 103.13(12) . 7_565 ?
N1 Mn1 N2 76.57(11) . 7_565 ?
N3 Mn1 N2 79.17(12) . 7_565 ?
N2 Mn1 N2 144.3(2) . 7_565 ?
O1 Mn2 O2 85.5(2) . . ?
O1 Mn2 N4 178.8(2) . . ?
O2 Mn2 N4 93.2(2) . . ?
O1 Mn2 N5 98.99(13) . 7_565 ?
O2 Mn2 N5 99.11(12) . 7_565 ?
N4 Mn2 N5 81.20(13) . 7_565 ?
O1 Mn2 N5 98.99(13) . . ?
O2 Mn2 N5 99.11(12) . . ?
N4 Mn2 N5 81.19(13) . . ?
N5 Mn2 N5 155.3(2) 7_565 . ?
O1 Mn2 N6 85.1(2) . . ?
O2 Mn2 N6 170.6(2) . . ?
N4 Mn2 N6 96.2(2) . . ?
N5 Mn2 N6 82.38(12) 7_565 . ?
N5 Mn2 N6 82.38(12) . . ?
Mn2 O1 Mn1 97.7(2) . . ?
Mn2 O2 Mn1 95.0(2) . . ?
C1 N1 C1 119.8(6) . 7_565 ?
C1 N1 Mn1 107.3(3) . . ?
C1 N1 Mn1 107.3(3) 7_565 . ?
C1 N1 H1 103(3) . . ?
C1 N1 H1 103(3) 7_565 . ?
Mn1 N1 H1 116(6) . . ?
N1 C1 C2 108.1(4) . . ?
N1 C1 H1A 110.1 . . ?
C2 C1 H1A 110.1 . . ?
N1 C1 H1B 110.1 . . ?
C2 C1 H1B 110.1 . . ?
H1A C1 H1B 108.4 . . ?
N2 C2 C1 110.5(5) . . ?
N2 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C2 N2 C3 115.3(4) . . ?
C2 N2 Mn1 108.6(4) . . ?
C3 N2 Mn1 105.0(3) . . ?
C2 N2 H2 114(4) . . ?
C3 N2 H2 102(4) . . ?
Mn1 N2 H2 112(4) . . ?
N2 C3 C4 110.4(4) . . ?
N2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
N2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
N3 C4 C3 110.7(4) . . ?
N3 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C4 N3 C4 115.7(5) . 7_565 ?
C4 N3 Mn1 112.1(3) . . ?
C4 N3 Mn1 112.1(3) 7_565 . ?
C4 N3 H3 109(2) . . ?
C4 N3 H3 109(2) 7_565 . ?
Mn1 N3 H3 98(5) . . ?
C5 N4 C5 117.5(6) 7_565 . ?
C5 N4 Mn2 106.5(3) 7_565 . ?
C5 N4 Mn2 106.5(3) . . ?
C5 N4 H4 107(2) 7_565 . ?
C5 N4 H4 107(2) . . ?
Mn2 N4 H4 112(5) . . ?
N4 C5 C6 105.3(4) . . ?
N4 C5 H5A 110.7 . . ?
C6 C5 H5A 110.7 . . ?
N4 C5 H5B 110.7 . . ?
C6 C5 H5B 110.7 . . ?
H5A C5 H5B 108.8 . . ?
C5 C6 N5 109.4(4) . . ?
C5 C6 H6A 109.8 . . ?
N5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
N5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
C7 N5 C6 111.9(4) . . ?
C7 N5 Mn2 108.6(3) . . ?
C6 N5 Mn2 110.8(3) . . ?
C7 N5 H5 107(3) . . ?
C6 N5 H5 109(3) . . ?
Mn2 N5 H5 110(3) . . ?
N5 C7 C8 108.7(4) . . ?
N5 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
N5 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.3 . . ?
N6 C8 C7 105.7(4) . . ?
N6 C8 H8A 110.6 . . ?
C7 C8 H8A 110.6 . . ?
N6 C8 H8B 110.6 . . ?
C7 C8 H8B 110.6 . . ?
H8A C8 H8B 108.7 . . ?
C8 N6 C8 119.4(5) 7_565 . ?
C8 N6 Mn2 111.5(3) 7_565 . ?
C8 N6 Mn2 111.5(3) . . ?
C8 N6 H6 106(3) 7_565 . ?
C8 N6 H6 106(3) . . ?
Mn2 N6 H6 100(6) . . ?
O13 Cl1 O13 108.8(5) 7_565 . ?
O13 Cl1 O12 109.0(3) 7_565 . ?
O13 Cl1 O12 109.0(3) . . ?
O13 Cl1 O11 111.0(2) 7_565 . ?
O13 Cl1 O11 111.0(2) . . ?
O12 Cl1 O11 107.9(3) . . ?

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
N1 H1 Cl2 0.76(8) 2.57(8) 3.316(6) 168(8) 6_656
N2 H2 Cl3 0.83(5) 2.40(5) 3.207(5) 164(5) .
N3 H3 O13 0.79(4) 2.53(4) 3.254(7) 153.1(12) .
N3 H3 O13 0.79(4) 2.53(4) 3.254(7) 153.1(12) 7_565
N4 H4 Cl2 0.81(7) 2.39(7) 3.177(6) 165(7) .
N5 H5 Cl3 0.97(5) 2.31(6) 3.170(5) 147(4) .
N6 H6 O12 0.78(7) 2.22(8) 2.961(9) 158(8) .

_diffrn_measured_fraction_theta_max 0.952
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.956
_refine_diff_density_max         1.257
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.095