# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_DW_B1_0039
_database_code_depnum_ccdc_archive 'CCDC 1443248'
_audit_update_record             
;
2015-12-18 deposited with the CCDC.
2016-01-29 downloaded from the CCDC.
;
#===============================================================================
_audit_creation_method           SHELXL-2014/7

#-------------------------------------------------------------------------------
# Inserted by local software: cifUpdate ver. 3.0  (Andrew D. Bond, July 2015)
#-------------------------------------------------------------------------------
_cambridge_user_name             'Rob Less'
_cambridge_user_crsid            rjl1003
_cambridge_supervisor_name       'Dominic Wright'
_cambridge_supervisor_crsid      dsw1000
_cambridge_crystallographer_name 'Raul Garcia-Rodriguez'
_cambridge_crystallographer_crsid rg489
_cambridge_sample_id             RL1363C
_cambridge_data_id               dw_b1_0039

_database_code_CSD               ?
#-------------------------------------------------------------------------------

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H24 O6, C6 H20 B N2 +, Al Cl4 -'
_chemical_formula_sum            'C18 H44 Al B Cl4 N2 O6'
_chemical_formula_weight         564.14
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.7434(3)
_cell_length_b                   13.7696(3)
_cell_length_c                   16.4706(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2890.12(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      4.18
_cell_measurement_theta_max      66.62

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    4.296
_shelx_estimated_absorpt_T_min   0.331
_shelx_estimated_absorpt_T_max   0.565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4956
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec I\mS Cu microsource'
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17536
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         6.949
_diffrn_reflns_theta_max         66.786
_diffrn_reflns_theta_full        66.786
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4838
_reflns_number_gt                4213
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.996

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL

_refine_special_details          'Refined as a 2-component inversion twin.'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0355P)²+0.0163P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.152(19)
_refine_ls_abs_structure_details 'Refined as an inversion twin.'
_refine_ls_number_reflns         4838
_refine_ls_number_parameters     294
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0717
_refine_ls_wR_factor_gt          0.0681
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.049

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.01595(7) 0.51814(6) 0.37706(10) 0.0233(2) Uani 1 1 d . . . . .
Cl1 Cl 0.15104(6) 0.60966(5) 0.37454(9) 0.0329(2) Uani 1 1 d . . . . .
Cl2 Cl -0.07023(9) 0.54273(10) 0.48582(7) 0.0453(3) Uani 1 1 d . . . . .
Cl3 Cl 0.06893(6) 0.37063(5) 0.37658(9) 0.03052(19) Uani 1 1 d . . . . .
Cl4 Cl -0.07699(10) 0.54293(10) 0.27180(8) 0.0496(4) Uani 1 1 d . . . . .
O1 O 0.70383(19) 0.45747(19) 0.05820(19) 0.0225(6) Uani 1 1 d . . . . .
O2 O 0.6281(2) 0.65033(19) 0.06067(18) 0.0247(7) Uani 1 1 d . . . . .
O3 O 0.4166(2) 0.6865(2) 0.09343(18) 0.0239(6) Uani 1 1 d . . . . .
O4 O 0.3175(2) 0.54098(18) 0.19630(18) 0.0226(6) Uani 1 1 d . . . . .
O5 O 0.3894(2) 0.34728(19) 0.19462(17) 0.0248(7) Uani 1 1 d . . . . .
O6 O 0.6046(2) 0.31376(19) 0.16014(19) 0.0267(7) Uani 1 1 d . . . . .
C1 C 0.7706(3) 0.5399(3) 0.0548(3) 0.0227(9) Uani 1 1 d . . . . .
H1D H 0.8358 0.5235 0.0251 0.027 Uiso 1 1 calc R U . . .
H1E H 0.7900 0.5603 0.1104 0.027 Uiso 1 1 calc R U . . .
C2 C 0.7144(3) 0.6213(3) 0.0121(3) 0.0236(10) Uani 1 1 d . . . . .
H2A H 0.7627 0.6768 0.0039 0.028 Uiso 1 1 calc R U . . .
H2B H 0.6894 0.5992 -0.0417 0.028 Uiso 1 1 calc R U . . .
C3 C 0.5760(3) 0.7344(3) 0.0303(3) 0.0243(10) Uani 1 1 d . . . . .
H3A H 0.5445 0.7204 -0.0234 0.029 Uiso 1 1 calc R U . . .
H3B H 0.6266 0.7884 0.0239 0.029 Uiso 1 1 calc R U . . .
C4 C 0.4926(3) 0.7616(3) 0.0894(3) 0.0267(10) Uani 1 1 d . . . . .
H4A H 0.5240 0.7719 0.1437 0.032 Uiso 1 1 calc R U . . .
H4B H 0.4588 0.8230 0.0722 0.032 Uiso 1 1 calc R U . . .
C5 C 0.3393(3) 0.7045(3) 0.1542(3) 0.0264(10) Uani 1 1 d . . . . .
H5A H 0.2999 0.7642 0.1405 0.032 Uiso 1 1 calc R U . . .
H5B H 0.3741 0.7147 0.2073 0.032 Uiso 1 1 calc R U . . .
C6 C 0.2649(3) 0.6204(3) 0.1601(3) 0.0259(10) Uani 1 1 d . . . . .
H6A H 0.2033 0.6388 0.1933 0.031 Uiso 1 1 calc R U . . .
H6B H 0.2400 0.6021 0.1053 0.031 Uiso 1 1 calc R U . . .
C7 C 0.2486(3) 0.4589(3) 0.2027(3) 0.0227(9) Uani 1 1 d . . . . .
H7A H 0.2267 0.4373 0.1479 0.027 Uiso 1 1 calc R U . . .
H7B H 0.1850 0.4769 0.2337 0.027 Uiso 1 1 calc R U . . .
C8 C 0.3058(3) 0.3790(3) 0.2451(3) 0.0250(10) Uani 1 1 d . . . . .
H8A H 0.3338 0.4027 0.2975 0.030 Uiso 1 1 calc R U . . .
H8B H 0.2574 0.3244 0.2561 0.030 Uiso 1 1 calc R U . . .
C9 C 0.4476(3) 0.2675(3) 0.2275(3) 0.0270(10) Uani 1 1 d . . . . .
H9A H 0.3999 0.2124 0.2389 0.032 Uiso 1 1 calc R U . . .
H9B H 0.4816 0.2871 0.2790 0.032 Uiso 1 1 calc R U . . .
C10 C 0.5287(3) 0.2378(3) 0.1673(3) 0.0273(10) Uani 1 1 d . . . . .
H10A H 0.5633 0.1772 0.1853 0.033 Uiso 1 1 calc R U . . .
H10B H 0.4955 0.2256 0.1139 0.033 Uiso 1 1 calc R U . . .
C11 C 0.6822(3) 0.2928(3) 0.1007(3) 0.0293(11) Uani 1 1 d . . . . .
H11A H 0.6484 0.2818 0.0474 0.035 Uiso 1 1 calc R U . . .
H11B H 0.7207 0.2331 0.1159 0.035 Uiso 1 1 calc R U . . .
C12 C 0.7565(3) 0.3762(3) 0.0951(3) 0.0283(10) Uani 1 1 d . . . . .
H12A H 0.7813 0.3942 0.1500 0.034 Uiso 1 1 calc R U . . .
H12B H 0.8182 0.3576 0.0620 0.034 Uiso 1 1 calc R U . . .
B1 B 0.0986(4) 0.9156(3) 0.4982(3) 0.0234(11) Uani 1 1 d . . . . .
H1F H 0.0912 0.8447 0.5063 0.028 Uiso 1 1 calc R U . . .
H1G H 0.1732 0.9328 0.5068 0.028 Uiso 1 1 calc R U . . .
N1 N 0.0290(2) 0.97078(18) 0.56268(17) 0.0186(6) Uani 1 1 d . . . . .
H1A H -0.0401 0.9612 0.5512 0.028 Uiso 1 1 calc R U . . .
H1B H 0.0436 1.0354 0.5609 0.028 Uiso 1 1 calc R U . . .
H1C H 0.0433 0.9475 0.6132 0.028 Uiso 1 1 calc R U . . .
N2 N 0.0656(2) 0.94263(17) 0.40586(16) 0.0207(7) Uani 1 1 d . . . . .
C21 C -0.0451(2) 0.9102(2) 0.3862(3) 0.0258(8) Uani 1 1 d . . . . .
H21A H -0.0928 0.9369 0.4281 0.031 Uiso 1 1 calc R U . . .
H21B H -0.0655 0.9391 0.3335 0.031 Uiso 1 1 calc R U . . .
C22 C -0.0623(3) 0.8017(2) 0.3815(4) 0.0333(8) Uani 1 1 d . . . . .
H22A H -0.0406 0.7715 0.4327 0.050 Uiso 1 1 calc R U . . .
H22B H -0.0206 0.7748 0.3368 0.050 Uiso 1 1 calc R U . . .
H22C H -0.1368 0.7884 0.3719 0.050 Uiso 1 1 calc R U . . .
C23 C 0.1441(3) 0.8918(2) 0.3518(2) 0.0271(9) Uani 1 1 d . . . . .
H23A H 0.1410 0.8212 0.3630 0.033 Uiso 1 1 calc R U . . .
H23B H 0.2154 0.9145 0.3664 0.033 Uiso 1 1 calc R U . . .
C24 C 0.1281(4) 0.9075(4) 0.2613(3) 0.0396(12) Uani 1 1 d . . . . .
H24A H 0.1408 0.9759 0.2481 0.059 Uiso 1 1 calc R U . . .
H24B H 0.0560 0.8902 0.2466 0.059 Uiso 1 1 calc R U . . .
H24C H 0.1772 0.8666 0.2309 0.059 Uiso 1 1 calc R U . . .
C25 C 0.0686(3) 1.0507(2) 0.3902(3) 0.0311(10) Uani 1 1 d . . . . .
H25A H 0.0185 1.0826 0.4276 0.037 Uiso 1 1 calc R U . . .
H25B H 0.0436 1.0626 0.3341 0.037 Uiso 1 1 calc R U . . .
C26 C 0.1746(3) 1.0987(2) 0.4000(2) 0.0415(12) Uani 1 1 d . . . . .
H26A H 0.2227 1.0742 0.3584 0.062 Uiso 1 1 calc R U . . .
H26B H 0.2028 1.0838 0.4540 0.062 Uiso 1 1 calc R U . . .
H26C H 0.1670 1.1692 0.3941 0.062 Uiso 1 1 calc R U . . .


_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
Al1 Cl4 2.1271(18) . ?
Al1 Cl2 2.1283(18) . ?
Al1 Cl1 2.1339(11) . ?
Al1 Cl3 2.1404(11) . ?
O1 C1 1.420(4) . ?
O1 C12 1.439(5) . ?
O2 C2 1.417(5) . ?
O2 C3 1.425(5) . ?
O3 C4 1.419(5) . ?
O3 C5 1.426(5) . ?
O4 C6 1.414(5) . ?
O4 C7 1.435(4) . ?
O5 C8 1.420(5) . ?
O5 C9 1.431(5) . ?
O6 C11 1.421(5) . ?
O6 C10 1.429(5) . ?
C1 C2 1.505(5) . ?
C1 H1D 0.9900 . ?
C1 H1E 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.490(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.500(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.493(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.489(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.491(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
B1 N1 1.579(5) . ?
B1 N2 1.621(5) . ?
B1 H1F 0.9900 . ?
B1 H1G 0.9900 . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N2 C25 1.511(4) . ?
N2 C23 1.512(4) . ?
N2 C21 1.514(4) . ?
C21 C22 1.511(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.519(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.513(5) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl4 Al1 Cl2 111.91(5) . . ?
Cl4 Al1 Cl1 109.79(8) . . ?
Cl2 Al1 Cl1 109.80(7) . . ?
Cl4 Al1 Cl3 108.96(8) . . ?
Cl2 Al1 Cl3 108.47(7) . . ?
Cl1 Al1 Cl3 107.81(5) . . ?
C1 O1 C12 111.0(3) . . ?
C2 O2 C3 113.1(3) . . ?
C4 O3 C5 112.2(3) . . ?
C6 O4 C7 110.5(3) . . ?
C8 O5 C9 113.8(3) . . ?
C11 O6 C10 112.3(3) . . ?
O1 C1 C2 109.2(3) . . ?
O1 C1 H1D 109.8 . . ?
C2 C1 H1D 109.8 . . ?
O1 C1 H1E 109.8 . . ?
C2 C1 H1E 109.8 . . ?
H1D C1 H1E 108.3 . . ?
O2 C2 C1 108.4(3) . . ?
O2 C2 H2A 110.0 . . ?
C1 C2 H2A 110.0 . . ?
O2 C2 H2B 110.0 . . ?
C1 C2 H2B 110.0 . . ?
H2A C2 H2B 108.4 . . ?
O2 C3 C4 107.9(3) . . ?
O2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
O2 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
O3 C4 C3 109.5(3) . . ?
O3 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
O3 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C6 110.4(3) . . ?
O3 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
O3 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
O4 C6 C5 109.0(3) . . ?
O4 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
O4 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O4 C7 C8 108.4(3) . . ?
O4 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
O4 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.4 . . ?
O5 C8 C7 108.7(3) . . ?
O5 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
O5 C8 H8B 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.3 . . ?
O5 C9 C10 108.6(3) . . ?
O5 C9 H9A 110.0 . . ?
C10 C9 H9A 110.0 . . ?
O5 C9 H9B 110.0 . . ?
C10 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
O6 C10 C9 108.9(3) . . ?
O6 C10 H10A 109.9 . . ?
C9 C10 H10A 109.9 . . ?
O6 C10 H10B 109.9 . . ?
C9 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
O6 C11 C12 109.2(3) . . ?
O6 C11 H11A 109.8 . . ?
C12 C11 H11A 109.8 . . ?
O6 C11 H11B 109.8 . . ?
C12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
O1 C12 C11 109.2(3) . . ?
O1 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
O1 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
N1 B1 N2 112.0(3) . . ?
N1 B1 H1F 109.2 . . ?
N2 B1 H1F 109.2 . . ?
N1 B1 H1G 109.2 . . ?
N2 B1 H1G 109.2 . . ?
H1F B1 H1G 107.9 . . ?
B1 N1 H1A 109.5 . . ?
B1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
B1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C25 N2 C23 109.8(3) . . ?
C25 N2 C21 106.1(2) . . ?
C23 N2 C21 110.7(3) . . ?
C25 N2 B1 112.3(3) . . ?
C23 N2 B1 106.0(3) . . ?
C21 N2 B1 112.0(3) . . ?
C22 C21 N2 116.0(3) . . ?
C22 C21 H21A 108.3 . . ?
N2 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
N2 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 C24 115.0(3) . . ?
N2 C23 H23A 108.5 . . ?
C24 C23 H23A 108.5 . . ?
N2 C23 H23B 108.5 . . ?
C24 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C25 C26 115.8(3) . . ?
N2 C25 H25A 108.3 . . ?
C26 C25 H25A 108.3 . . ?
N2 C25 H25B 108.3 . . ?
C26 C25 H25B 108.3 . . ?
H25A C25 H25B 107.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 O1 C1 C2 177.2(4) . . . . ?
C3 O2 C2 C1 173.5(3) . . . . ?
O1 C1 C2 O2 65.9(4) . . . . ?
C2 O2 C3 C4 -175.8(3) . . . . ?
C5 O3 C4 C3 175.0(3) . . . . ?
O2 C3 C4 O3 -64.0(4) . . . . ?
C4 O3 C5 C6 -176.2(3) . . . . ?
C7 O4 C6 C5 -179.8(3) . . . . ?
O3 C5 C6 O4 71.7(5) . . . . ?
C6 O4 C7 C8 -177.1(3) . . . . ?
C9 O5 C8 C7 -177.5(3) . . . . ?
O4 C7 C8 O5 -66.4(4) . . . . ?
C8 O5 C9 C10 177.0(3) . . . . ?
C11 O6 C10 C9 -177.2(3) . . . . ?
O5 C9 C10 O6 67.4(4) . . . . ?
C10 O6 C11 C12 178.4(3) . . . . ?
C1 O1 C12 C11 177.5(3) . . . . ?
O6 C11 C12 O1 -70.4(5) . . . . ?
N1 B1 N2 C25 55.4(4) . . . . ?
N1 B1 N2 C23 175.3(3) . . . . ?
N1 B1 N2 C21 -63.9(4) . . . . ?
C25 N2 C21 C22 168.5(4) . . . . ?
C23 N2 C21 C22 49.4(5) . . . . ?
B1 N2 C21 C22 -68.6(5) . . . . ?
C25 N2 C23 C24 -58.3(4) . . . . ?
C21 N2 C23 C24 58.5(4) . . . . ?
B1 N2 C23 C24 -179.8(3) . . . . ?
C23 N2 C25 C26 -56.1(4) . . . . ?
C21 N2 C25 C26 -175.8(4) . . . . ?
B1 N2 C25 C26 61.5(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O1 0.91 2.09 2.974(4) 163.2 3
N1 H1B O3 0.91 2.21 3.092(4) 163.9 3
N1 H1C O4 0.91 2.58 3.099(4) 116.5 3
N1 H1C O5 0.91 2.11 2.949(4) 153.4 3

####################################################################### 
# 
# 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_DW_B2_0025
_database_code_depnum_ccdc_archive 'CCDC 1443249'
_audit_update_record             
;
2015-12-18 deposited with the CCDC.
2016-01-29 downloaded from the CCDC.
;
#===============================================================================
_audit_creation_method           SHELXL-2014/7

#-------------------------------------------------------------------------------
# Inserted by local software: cifUpdate ver. 3.0  (Andrew D. Bond, July 2015)
#-------------------------------------------------------------------------------
_cambridge_user_name             'Rob Less'
_cambridge_user_crsid            rjl1003
_cambridge_supervisor_name       'Dominic Wright'
_cambridge_supervisor_crsid      dsw1000
_cambridge_crystallographer_name 'Andrew Bond'
_cambridge_crystallographer_crsid adb29
_cambridge_sample_id             RL1347A1
_cambridge_data_id               dw_b2_0025

_database_code_CSD               ?
#-------------------------------------------------------------------------------

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H24 O6, C4 H13 B O N +, Al Cl4 -'
_chemical_formula_sum            'C16 H37 Al B Cl4 N O7'
_chemical_formula_weight         535.05
_chemical_absolute_configuration ad

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   19.0847(7)
_cell_length_b                   16.0369(6)
_cell_length_c                   8.8244(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2700.79(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9906
_cell_measurement_theta_min      3.60
_cell_measurement_theta_max      66.70

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.589
_shelx_estimated_absorpt_T_min   0.297
_shelx_estimated_absorpt_T_max   0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4258
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec I\mS Cu microsource'
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16779
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.600
_diffrn_reflns_theta_max         66.693
_diffrn_reflns_theta_full        66.693
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_point_group_measured_fraction_full 0.839
_reflns_number_total             4023
_reflns_number_gt                3875
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.587
_reflns_Friedel_fraction_max     0.668
_reflns_Friedel_fraction_full    0.668

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²+10.9569P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.018(19)
_refine_ls_abs_structure_details 
;
Flack x determined using 1124 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_number_reflns         4023
_refine_ls_number_parameters     272
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1032
_refine_ls_R_factor_gt           0.0987
_refine_ls_wR_factor_ref         0.2191
_refine_ls_wR_factor_gt          0.2169
_refine_ls_goodness_of_fit_ref   1.424
_refine_ls_restrained_S_all      1.424
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.663
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.103

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.36413(17) 0.9156(2) 0.1437(4) 0.0295(8) Uani 1 1 d . . . . .
Cl1 Cl 0.2703(2) 0.9819(3) 0.1952(5) 0.0655(11) Uani 1 1 d . . . . .
Cl2 Cl 0.4497(2) 0.9661(2) 0.2688(5) 0.0574(10) Uani 1 1 d . . . . .
Cl3 Cl 0.35140(18) 0.78657(19) 0.1968(4) 0.0504(8) Uani 1 1 d . . . . .
Cl4 Cl 0.38679(15) 0.9296(2) -0.0907(4) 0.0402(7) Uani 1 1 d . . . . .
O1 O 0.6049(5) 0.7648(5) 0.5205(12) 0.048(2) Uani 1 1 d . . . . .
O2 O 0.7023(4) 0.6455(5) 0.6414(10) 0.038(2) Uani 1 1 d . . . . .
O3 O 0.6465(4) 0.4894(5) 0.7529(11) 0.038(2) Uani 1 1 d . . . . .
O4 O 0.5071(4) 0.4901(5) 0.8707(10) 0.040(2) Uani 1 1 d . . . . .
O5 O 0.4120(4) 0.6136(6) 0.7598(11) 0.044(2) Uani 1 1 d . . . . .
O6 O 0.4717(5) 0.7668(5) 0.6632(11) 0.049(2) Uani 1 1 d . . . . .
O7 O 0.6072(5) 0.7620(6) 0.9730(10) 0.047(2) Uani 1 1 d . . . . .
N1 N 0.5671(4) 0.6498(5) 0.8001(11) 0.028(2) Uani 1 1 d . . . . .
H1N H 0.5512 0.5964 0.7939 0.042 Uiso 1 1 calc R U . . .
H2N H 0.6097 0.6536 0.7542 0.042 Uiso 1 1 calc R U . . .
H3N H 0.5363 0.6846 0.7531 0.042 Uiso 1 1 calc R U . . .
B1 B 0.5741(8) 0.6751(9) 0.9683(18) 0.042(4) Uani 1 1 d . . . . .
H1C H 0.5275 0.6760 1.0172 0.050 Uiso 1 1 calc R U . . .
H1D H 0.6041 0.6346 1.0229 0.050 Uiso 1 1 calc R U . . .
C1 C 0.6789(8) 0.7749(9) 0.524(2) 0.057(4) Uani 1 1 d . . . . .
H1A H 0.6930 0.8007 0.6216 0.068 Uiso 1 1 calc R U . . .
H1B H 0.6938 0.8123 0.4411 0.068 Uiso 1 1 calc R U . . .
C2 C 0.7136(7) 0.6924(9) 0.5075(17) 0.051(4) Uani 1 1 d . . . . .
H2A H 0.6938 0.6624 0.4192 0.061 Uiso 1 1 calc R U . . .
H2B H 0.7644 0.7001 0.4904 0.061 Uiso 1 1 calc R U . . .
C3 C 0.7368(6) 0.5678(8) 0.6406(15) 0.043(3) Uani 1 1 d . . . . .
H3A H 0.7882 0.5766 0.6420 0.052 Uiso 1 1 calc R U . . .
H3B H 0.7248 0.5371 0.5469 0.052 Uiso 1 1 calc R U . . .
C4 C 0.7157(6) 0.5185(8) 0.7742(17) 0.040(3) Uani 1 1 d . . . . .
H4A H 0.7479 0.4707 0.7875 0.048 Uiso 1 1 calc R U . . .
H4B H 0.7181 0.5535 0.8665 0.048 Uiso 1 1 calc R U . . .
C5 C 0.6244(6) 0.4392(8) 0.8751(16) 0.042(3) Uani 1 1 d . . . . .
H5A H 0.6305 0.4699 0.9716 0.051 Uiso 1 1 calc R U . . .
H5B H 0.6531 0.3879 0.8796 0.051 Uiso 1 1 calc R U . . .
C6 C 0.5484(8) 0.4168(8) 0.8540(16) 0.051(4) Uani 1 1 d . . . . .
H6A H 0.5412 0.3926 0.7520 0.061 Uiso 1 1 calc R U . . .
H6B H 0.5343 0.3748 0.9303 0.061 Uiso 1 1 calc R U . . .
C7 C 0.4352(7) 0.4764(9) 0.8491(18) 0.055(4) Uani 1 1 d . . . . .
H7A H 0.4184 0.4327 0.9196 0.066 Uiso 1 1 calc R U . . .
H7B H 0.4264 0.4573 0.7441 0.066 Uiso 1 1 calc R U . . .
C8 C 0.3978(7) 0.5546(11) 0.8773(17) 0.056(4) Uani 1 1 d . . . . .
H8A H 0.3468 0.5437 0.8821 0.067 Uiso 1 1 calc R U . . .
H8B H 0.4126 0.5780 0.9761 0.067 Uiso 1 1 calc R U . . .
C9 C 0.3799(7) 0.6908(10) 0.784(2) 0.060(4) Uani 1 1 d . . . . .
H9A H 0.3947 0.7134 0.8832 0.072 Uiso 1 1 calc R U . . .
H9B H 0.3284 0.6836 0.7857 0.072 Uiso 1 1 calc R U . . .
C10 C 0.3988(7) 0.7496(10) 0.6643(19) 0.060(5) Uani 1 1 d . . . . .
H10A H 0.3849 0.7263 0.5649 0.072 Uiso 1 1 calc R U . . .
H10B H 0.3727 0.8023 0.6794 0.072 Uiso 1 1 calc R U . . .
C11 C 0.4920(10) 0.8231(10) 0.5523(19) 0.066(5) Uani 1 1 d . . . . .
H11A H 0.4670 0.8766 0.5675 0.079 Uiso 1 1 calc R U . . .
H11B H 0.4791 0.8012 0.4512 0.079 Uiso 1 1 calc R U . . .
C12 C 0.5676(10) 0.8373(8) 0.5586(19) 0.063(5) Uani 1 1 d . . . . .
H12A H 0.5803 0.8826 0.4876 0.076 Uiso 1 1 calc R U . . .
H12B H 0.5808 0.8552 0.6621 0.076 Uiso 1 1 calc R U . . .
C13 C 0.5721(8) 0.8328(9) 1.045(2) 0.059(4) Uani 1 1 d . . . . .
H13A H 0.5394 0.8600 0.9733 0.071 Uiso 1 1 calc R U . . .
H13B H 0.5453 0.8142 1.1350 0.071 Uiso 1 1 calc R U . . .
C14 C 0.6272(9) 0.8898(11) 1.089(2) 0.074(5) Uani 1 1 d . . . . .
H14A H 0.6298 0.8939 1.2009 0.088 Uiso 1 1 calc R U . . .
H14B H 0.6177 0.9461 1.0478 0.088 Uiso 1 1 calc R U . . .
C15 C 0.6937(10) 0.8573(10) 1.028(3) 0.084(6) Uani 1 1 d . . . . .
H15A H 0.7060 0.8860 0.9321 0.100 Uiso 1 1 calc R U . . .
H15B H 0.7323 0.8655 1.1013 0.100 Uiso 1 1 calc R U . . .
C16 C 0.6819(7) 0.7697(10) 1.001(2) 0.064(5) Uani 1 1 d . . . . .
H16A H 0.6958 0.7365 1.0908 0.077 Uiso 1 1 calc R U . . .
H16B H 0.7092 0.7503 0.9124 0.077 Uiso 1 1 calc R U . . .


_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
Al1 Cl4 2.125(5) . ?
Al1 Cl2 2.131(5) . ?
Al1 Cl1 2.132(4) . ?
Al1 Cl3 2.135(4) . ?
O1 C12 1.405(17) . ?
O1 C1 1.421(18) . ?
O2 C3 1.409(14) . ?
O2 C2 1.417(16) . ?
O3 C5 1.410(15) . ?
O3 C4 1.412(14) . ?
O4 C7 1.403(15) . ?
O4 C6 1.423(15) . ?
O5 C9 1.398(17) . ?
O5 C8 1.428(17) . ?
O6 C11 1.387(19) . ?
O6 C10 1.418(16) . ?
O7 C16 1.453(16) . ?
O7 C13 1.464(15) . ?
O7 B1 1.530(17) . ?
N1 B1 1.544(19) . ?
N1 H1N 0.9100 . ?
N1 H2N 0.9100 . ?
N1 H3N 0.9100 . ?
B1 H1C 0.9900 . ?
B1 H1D 0.9900 . ?
C1 C2 1.49(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.476(19) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.505(18) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.46(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.46(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.46(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.45(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.48(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.44(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?

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
Cl4 Al1 Cl2 108.0(2) . . ?
Cl4 Al1 Cl1 109.0(2) . . ?
Cl2 Al1 Cl1 110.1(2) . . ?
Cl4 Al1 Cl3 109.8(2) . . ?
Cl2 Al1 Cl3 110.0(2) . . ?
Cl1 Al1 Cl3 109.9(2) . . ?
C12 O1 C1 113.8(12) . . ?
C3 O2 C2 113.2(10) . . ?
C5 O3 C4 111.5(10) . . ?
C7 O4 C6 113.5(10) . . ?
C9 O5 C8 113.2(12) . . ?
C11 O6 C10 113.9(12) . . ?
C16 O7 C13 108.0(10) . . ?
C16 O7 B1 119.2(10) . . ?
C13 O7 B1 121.9(11) . . ?
B1 N1 H1N 109.5 . . ?
B1 N1 H2N 109.5 . . ?
H1N N1 H2N 109.5 . . ?
B1 N1 H3N 109.5 . . ?
H1N N1 H3N 109.5 . . ?
H2N N1 H3N 109.5 . . ?
O7 B1 N1 107.5(10) . . ?
O7 B1 H1C 110.2 . . ?
N1 B1 H1C 110.2 . . ?
O7 B1 H1D 110.2 . . ?
N1 B1 H1D 110.2 . . ?
H1C B1 H1D 108.5 . . ?
O1 C1 C2 109.7(10) . . ?
O1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
O1 C1 H1B 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
O2 C2 C1 108.8(12) . . ?
O2 C2 H2A 109.9 . . ?
C1 C2 H2A 109.9 . . ?
O2 C2 H2B 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O2 C3 C4 110.0(10) . . ?
O2 C3 H3A 109.7 . . ?
C4 C3 H3A 109.7 . . ?
O2 C3 H3B 109.7 . . ?
C4 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
O3 C4 C3 109.0(11) . . ?
O3 C4 H4A 109.9 . . ?
C3 C4 H4A 109.9 . . ?
O3 C4 H4B 109.9 . . ?
C3 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
O3 C5 C6 109.3(11) . . ?
O3 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
O3 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O4 C6 C5 108.8(10) . . ?
O4 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
O4 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O4 C7 C8 108.6(11) . . ?
O4 C7 H7A 110.0 . . ?
C8 C7 H7A 110.0 . . ?
O4 C7 H7B 110.0 . . ?
C8 C7 H7B 110.0 . . ?
H7A C7 H7B 108.3 . . ?
O5 C8 C7 110.5(11) . . ?
O5 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
O5 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
O5 C9 C10 110.8(12) . . ?
O5 C9 H9A 109.5 . . ?
C10 C9 H9A 109.5 . . ?
O5 C9 H9B 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
O6 C10 C9 111.9(11) . . ?
O6 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
O6 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
O6 C11 C12 110.4(12) . . ?
O6 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
O6 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
O1 C12 C11 111.3(12) . . ?
O1 C12 H12A 109.4 . . ?
C11 C12 H12A 109.4 . . ?
O1 C12 H12B 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 O7 105.9(12) . . ?
C14 C13 H13A 110.6 . . ?
O7 C13 H13A 110.6 . . ?
C14 C13 H13B 110.6 . . ?
O7 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
C13 C14 C15 107.7(13) . . ?
C13 C14 H14A 110.2 . . ?
C15 C14 H14A 110.2 . . ?
C13 C14 H14B 110.2 . . ?
C15 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
C16 C15 C14 105.7(14) . . ?
C16 C15 H15A 110.6 . . ?
C14 C15 H15A 110.6 . . ?
C16 C15 H15B 110.6 . . ?
C14 C15 H15B 110.6 . . ?
H15A C15 H15B 108.7 . . ?
C15 C16 O7 105.3(13) . . ?
C15 C16 H16A 110.7 . . ?
O7 C16 H16A 110.7 . . ?
C15 C16 H16B 110.7 . . ?
O7 C16 H16B 110.7 . . ?
H16A C16 H16B 108.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 O7 B1 N1 -98.7(13) . . . . ?
C13 O7 B1 N1 121.5(13) . . . . ?
C12 O1 C1 C2 170.8(13) . . . . ?
C3 O2 C2 C1 -176.4(10) . . . . ?
O1 C1 C2 O2 -70.3(15) . . . . ?
C2 O2 C3 C4 -173.0(10) . . . . ?
C5 O3 C4 C3 177.9(10) . . . . ?
O2 C3 C4 O3 73.3(12) . . . . ?
C4 O3 C5 C6 174.6(10) . . . . ?
C7 O4 C6 C5 178.4(11) . . . . ?
O3 C5 C6 O4 -68.2(14) . . . . ?
C6 O4 C7 C8 176.9(11) . . . . ?
C9 O5 C8 C7 -177.5(11) . . . . ?
O4 C7 C8 O5 70.1(14) . . . . ?
C8 O5 C9 C10 177.3(11) . . . . ?
C11 O6 C10 C9 -179.3(12) . . . . ?
O5 C9 C10 O6 -63.2(15) . . . . ?
C10 O6 C11 C12 -179.9(12) . . . . ?
C1 O1 C12 C11 179.8(13) . . . . ?
O6 C11 C12 O1 65.9(17) . . . . ?
C16 O7 C13 C14 11.0(18) . . . . ?
B1 O7 C13 C14 154.7(14) . . . . ?
O7 C13 C14 C15 6(2) . . . . ?
C13 C14 C15 C16 -21(2) . . . . ?
C14 C15 C16 O7 28(2) . . . . ?
C13 O7 C16 C15 -24.2(19) . . . . ?
B1 O7 C16 C15 -169.1(14) . . . . ?

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 H1N O3 0.91 2.53 3.015(11) 114.1 .
N1 H1N O4 0.91 2.02 2.874(12) 156.0 .
N1 H2N O2 0.91 2.03 2.937(11) 172.0 .
N1 H3N O6 0.91 1.97 2.880(12) 175.4 .

####################################################################### 
# 
# 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_dw_b2_0033
_database_code_depnum_ccdc_archive 'CCDC 1443250'
_audit_update_record             
;
2015-12-18 deposited with the CCDC.
2016-01-29 downloaded from the CCDC.
;
#===============================================================================
_audit_creation_method           SHELXL-2014/7

#-------------------------------------------------------------------------------
# Inserted by local software: cifUpdate ver. 3.0  (Andrew D. Bond, July 2015)
#-------------------------------------------------------------------------------
_cambridge_user_name             'Rob Less'
_cambridge_user_crsid            rjl1003
_cambridge_supervisor_name       'Dominic Wright'
_cambridge_supervisor_crsid      dsw1000
_cambridge_crystallographer_name 'Andrew Bond'
_cambridge_crystallographer_crsid adb29
_cambridge_sample_id             RL1363A
_cambridge_data_id               dw_b2_0033

_database_code_CSD               ?
#-------------------------------------------------------------------------------
# start Validation Reply Form
_vrf_DIFMX01_dw_b2_0033          
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: All difference density peaks are associated with the Al Cl4 - anions,
which appear to display some degree of rotational disorder.
;
_vrf_DIFMX02_dw_b2_0033          
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: All difference density peaks are associated with the Al Cl4 - anions,
which appear to display some degree of rotational disorder.
;
_vrf_PLAT094_dw_b2_0033          
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.08 Report
RESPONSE: All difference density peaks are associated with the Al Cl4 - anions,
which appear to display some degree of rotational disorder.
;
_vrf_PLAT097_dw_b2_0033          
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.33 eA-3  
RESPONSE: All difference density peaks are associated with the Al Cl4 - anions,
which appear to display some degree of rotational disorder.
;
# end Validation Reply Form
#-------------------------------------------------------------------------------

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C12 H24 O6), B H8 N2 +, Al Cl4 -'
_chemical_formula_sum            'C24 H56 Al B Cl4 N2 O12'
_chemical_formula_weight         744.29
_chemical_absolute_configuration unk

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   13.6132(5)
_cell_length_b                   16.0212(6)
_cell_length_c                   17.7762(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.329(2)
_cell_angle_gamma                90
_cell_volume                     3865.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9831
_cell_measurement_theta_min      3.72
_cell_measurement_theta_max      70.32

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_F_000             1584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    3.457
_shelx_estimated_absorpt_T_min   0.339
_shelx_estimated_absorpt_T_max   0.545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5384
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec I\mS Cu microsource'
_diffrn_measurement_device_type  'Bruker D8-QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53146
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.758
_diffrn_reflns_theta_max         70.400
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             14383
_reflns_number_gt                13021
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'SAINT (Bruker, 2014)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2008)'
_computing_publication_material  SHELXL

_refine_special_details          'Refined as a 2-component inversion twin.'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0998P)²+6.2086P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.25(2)
_refine_ls_abs_structure_details 'Refined as an inversion twin.'
_refine_ls_number_reflns         14383
_refine_ls_number_parameters     794
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.1941
_refine_ls_wR_factor_gt          0.1859
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.332
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.107

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.92361(18) 0.2658(2) 0.62962(14) 0.0507(7) Uani 1 1 d . . . . .
Al2 Al 0.95581(15) 0.80128(15) 0.85605(12) 0.0356(5) Uani 1 1 d . . . . .
Cl1 Cl 0.9220(2) 0.3789(3) 0.6910(3) 0.131(2) Uani 1 1 d . . . . .
Cl2 Cl 0.9295(2) 0.1593(3) 0.7041(2) 0.1203(18) Uani 1 1 d . . . . .
Cl3 Cl 0.79512(15) 0.25944(16) 0.55276(12) 0.0526(5) Uani 1 1 d . . . . .
Cl4 Cl 1.05262(15) 0.26122(14) 0.57012(13) 0.0492(5) Uani 1 1 d . . . . .
Cl5 Cl 0.96733(19) 0.93411(15) 0.8710(2) 0.0745(8) Uani 1 1 d . . . . .
Cl6 Cl 0.9774(2) 0.7700(2) 0.74301(13) 0.0755(9) Uani 1 1 d . . . . .
Cl7 Cl 0.81368(14) 0.76078(13) 0.88608(12) 0.0459(5) Uani 1 1 d . . . . .
Cl8 Cl 1.06593(14) 0.74231(14) 0.92792(11) 0.0459(5) Uani 1 1 d . . . . .
O1 O 0.5352(4) 0.4073(3) 0.6614(3) 0.0342(11) Uani 1 1 d . . . . .
O2 O 0.3299(4) 0.3920(3) 0.6175(3) 0.0355(11) Uani 1 1 d . . . . .
O3 O 0.2042(4) 0.5171(3) 0.6671(3) 0.0374(12) Uani 1 1 d . . . . .
O4 O 0.2734(4) 0.6048(3) 0.7993(3) 0.0357(11) Uani 1 1 d . . . . .
O5 O 0.4816(4) 0.6366(3) 0.8271(3) 0.0389(12) Uani 1 1 d . . . . .
O6 O 0.6059(4) 0.5062(3) 0.7899(3) 0.0373(12) Uani 1 1 d . . . . .
C1 C 0.4909(7) 0.3373(5) 0.6236(5) 0.0422(19) Uani 1 1 d . . . . .
H1C H 0.4683 0.2972 0.6610 0.051 Uiso 1 1 calc R U . . .
H1D H 0.5398 0.3088 0.5941 0.051 Uiso 1 1 calc R U . . .
C2 C 0.4061(7) 0.3651(5) 0.5727(5) 0.0406(18) Uani 1 1 d . . . . .
H2C H 0.4263 0.4115 0.5405 0.049 Uiso 1 1 calc R U . . .
H2D H 0.3823 0.3185 0.5396 0.049 Uiso 1 1 calc R U . . .
C3 C 0.2449(6) 0.4189(5) 0.5741(4) 0.0378(17) Uani 1 1 d . . . . .
H3A H 0.2181 0.3728 0.5417 0.045 Uiso 1 1 calc R U . . .
H3B H 0.2616 0.4659 0.5412 0.045 Uiso 1 1 calc R U . . .
C4 C 0.1693(6) 0.4465(5) 0.6266(4) 0.0378(17) Uani 1 1 d . . . . .
H4A H 0.1066 0.4601 0.5972 0.045 Uiso 1 1 calc R U . . .
H4B H 0.1565 0.4008 0.6621 0.045 Uiso 1 1 calc R U . . .
C5 C 0.1413(5) 0.5437(5) 0.7223(5) 0.0381(17) Uani 1 1 d . . . . .
H5A H 0.1368 0.4998 0.7611 0.046 Uiso 1 1 calc R U . . .
H5B H 0.0743 0.5542 0.6985 0.046 Uiso 1 1 calc R U . . .
C6 C 0.1822(6) 0.6216(5) 0.7577(5) 0.0426(19) Uani 1 1 d . . . . .
H6A H 0.1922 0.6635 0.7181 0.051 Uiso 1 1 calc R U . . .
H6B H 0.1349 0.6448 0.7919 0.051 Uiso 1 1 calc R U . . .
C7 C 0.3155(7) 0.6790(5) 0.8311(5) 0.045(2) Uani 1 1 d . . . . .
H7A H 0.2686 0.7053 0.8638 0.054 Uiso 1 1 calc R U . . .
H7B H 0.3279 0.7187 0.7902 0.054 Uiso 1 1 calc R U . . .
C8 C 0.4088(7) 0.6612(5) 0.8758(5) 0.0443(19) Uani 1 1 d . . . . .
H8A H 0.4311 0.7116 0.9044 0.053 Uiso 1 1 calc R U . . .
H8B H 0.3985 0.6160 0.9124 0.053 Uiso 1 1 calc R U . . .
C9 C 0.5747(6) 0.6226(5) 0.8662(5) 0.0423(19) Uani 1 1 d . . . . .
H9A H 0.5675 0.5839 0.9089 0.051 Uiso 1 1 calc R U . . .
H9B H 0.6019 0.6759 0.8867 0.051 Uiso 1 1 calc R U . . .
C10 C 0.6435(6) 0.5854(6) 0.8127(5) 0.0439(19) Uani 1 1 d . . . . .
H10A H 0.6476 0.6221 0.7682 0.053 Uiso 1 1 calc R U . . .
H10B H 0.7104 0.5794 0.8381 0.053 Uiso 1 1 calc R U . . .
C11 C 0.6670(6) 0.4656(6) 0.7404(5) 0.0429(19) Uani 1 1 d . . . . .
H11A H 0.7315 0.4523 0.7672 0.051 Uiso 1 1 calc R U . . .
H11B H 0.6786 0.5027 0.6973 0.051 Uiso 1 1 calc R U . . .
C12 C 0.6171(6) 0.3867(5) 0.7121(5) 0.0426(19) Uani 1 1 d . . . . .
H12A H 0.6641 0.3518 0.6861 0.051 Uiso 1 1 calc R U . . .
H12B H 0.5947 0.3544 0.7551 0.051 Uiso 1 1 calc R U . . .
O7 O 0.6884(5) 0.5678(4) 0.5777(4) 0.0509(15) Uani 1 1 d . . . . .
O8 O 0.5402(5) 0.5315(4) 0.4625(4) 0.0557(17) Uani 1 1 d . . . . .
O9 O 0.4097(5) 0.6663(4) 0.4108(3) 0.0503(15) Uani 1 1 d . . . . .
O10 O 0.3754(4) 0.8041(4) 0.5037(3) 0.0420(13) Uani 1 1 d . . . . .
O11 O 0.5246(4) 0.8487(3) 0.6133(3) 0.0354(11) Uani 1 1 d . . . . .
O12 O 0.6672(4) 0.7264(3) 0.6361(3) 0.0395(12) Uani 1 1 d . . . . .
C13 C 0.6843(9) 0.4928(6) 0.5302(6) 0.065(3) Uani 1 1 d . . . . .
H13A H 0.7523 0.4723 0.5262 0.078 Uiso 1 1 calc R U . . .
H13B H 0.6479 0.4488 0.5557 0.078 Uiso 1 1 calc R U . . .
C14 C 0.6383(8) 0.5043(6) 0.4551(6) 0.061(3) Uani 1 1 d . . . . .
H14A H 0.6748 0.5466 0.4276 0.074 Uiso 1 1 calc R U . . .
H14B H 0.6382 0.4512 0.4267 0.074 Uiso 1 1 calc R U . . .
C15 C 0.4911(9) 0.5373(7) 0.3900(5) 0.063(3) Uani 1 1 d . . . . .
H15A H 0.4794 0.4805 0.3691 0.076 Uiso 1 1 calc R U . . .
H15B H 0.5329 0.5679 0.3560 0.076 Uiso 1 1 calc R U . . .
C16 C 0.3961(9) 0.5812(7) 0.3935(5) 0.061(3) Uani 1 1 d . . . . .
H16A H 0.3574 0.5758 0.3443 0.073 Uiso 1 1 calc R U . . .
H16B H 0.3581 0.5546 0.4324 0.073 Uiso 1 1 calc R U . . .
C17 C 0.3210(7) 0.7128(8) 0.4059(5) 0.061(3) Uani 1 1 d . . . . .
H17A H 0.2746 0.6886 0.4402 0.074 Uiso 1 1 calc R U . . .
H17B H 0.2899 0.7099 0.3538 0.074 Uiso 1 1 calc R U . . .
C18 C 0.3408(7) 0.8005(7) 0.4264(5) 0.059(3) Uani 1 1 d . . . . .
H18A H 0.3910 0.8238 0.3948 0.071 Uiso 1 1 calc R U . . .
H18B H 0.2798 0.8339 0.4178 0.071 Uiso 1 1 calc R U . . .
C19 C 0.3884(6) 0.8865(5) 0.5318(5) 0.044(2) Uani 1 1 d . . . . .
H19A H 0.3245 0.9163 0.5286 0.053 Uiso 1 1 calc R U . . .
H19B H 0.4344 0.9175 0.5015 0.053 Uiso 1 1 calc R U . . .
C20 C 0.4293(6) 0.8814(5) 0.6123(5) 0.0402(18) Uani 1 1 d . . . . .
H20A H 0.4310 0.9376 0.6355 0.048 Uiso 1 1 calc R U . . .
H20B H 0.3873 0.8449 0.6414 0.048 Uiso 1 1 calc R U . . .
C21 C 0.5673(7) 0.8298(5) 0.6870(4) 0.0412(18) Uani 1 1 d . . . . .
H21A H 0.5277 0.7867 0.7107 0.049 Uiso 1 1 calc R U . . .
H21B H 0.5684 0.8805 0.7190 0.049 Uiso 1 1 calc R U . . .
C22 C 0.6700(7) 0.7987(5) 0.6810(5) 0.045(2) Uani 1 1 d . . . . .
H22A H 0.7099 0.8422 0.6581 0.054 Uiso 1 1 calc R U . . .
H22B H 0.7010 0.7859 0.7319 0.054 Uiso 1 1 calc R U . . .
C23 C 0.7615(6) 0.6924(6) 0.6239(6) 0.052(2) Uani 1 1 d . . . . .
H23A H 0.7890 0.6640 0.6703 0.062 Uiso 1 1 calc R U . . .
H23B H 0.8071 0.7379 0.6121 0.062 Uiso 1 1 calc R U . . .
C24 C 0.7526(7) 0.6320(6) 0.5607(6) 0.054(2) Uani 1 1 d . . . . .
H24A H 0.7271 0.6607 0.5139 0.065 Uiso 1 1 calc R U . . .
H24B H 0.8182 0.6086 0.5524 0.065 Uiso 1 1 calc R U . . .
O13 O 0.9553(4) 0.6386(3) 0.4256(3) 0.0435(13) Uani 1 1 d . . . . .
O14 O 0.7659(4) 0.6597(3) 0.3600(3) 0.0333(11) Uani 1 1 d . . . . .
O15 O 0.6876(4) 0.8186(3) 0.3950(3) 0.0346(11) Uani 1 1 d . . . . .
O16 O 0.7930(4) 0.8921(3) 0.5212(3) 0.0402(12) Uani 1 1 d . . . . .
O17 O 0.9977(4) 0.9165(3) 0.5176(3) 0.0386(12) Uani 1 1 d . . . . .
O18 O 1.0829(4) 0.7521(4) 0.4997(3) 0.0455(14) Uani 1 1 d . . . . .
C25 C 0.9080(6) 0.5757(5) 0.3781(5) 0.0412(18) Uani 1 1 d . . . . .
H25A H 0.8740 0.5354 0.4094 0.049 Uiso 1 1 calc R U . . .
H25B H 0.9581 0.5449 0.3515 0.049 Uiso 1 1 calc R U . . .
C26 C 0.8358(6) 0.6142(5) 0.3222(4) 0.0367(17) Uani 1 1 d . . . . .
H26A H 0.8702 0.6519 0.2887 0.044 Uiso 1 1 calc R U . . .
H26B H 0.8022 0.5702 0.2907 0.044 Uiso 1 1 calc R U . . .
C27 C 0.6961(6) 0.7029(5) 0.3113(4) 0.0378(17) Uani 1 1 d . . . . .
H27A H 0.6555 0.6625 0.2803 0.045 Uiso 1 1 calc R U . . .
H27B H 0.7304 0.7396 0.2769 0.045 Uiso 1 1 calc R U . . .
C28 C 0.6319(6) 0.7538(5) 0.3578(5) 0.0419(18) Uani 1 1 d . . . . .
H28A H 0.5772 0.7783 0.3251 0.050 Uiso 1 1 calc R U . . .
H28B H 0.6031 0.7177 0.3957 0.050 Uiso 1 1 calc R U . . .
C29 C 0.6420(6) 0.8495(5) 0.4587(5) 0.0420(18) Uani 1 1 d . . . . .
H29A H 0.6369 0.8040 0.4959 0.050 Uiso 1 1 calc R U . . .
H29B H 0.5744 0.8686 0.4428 0.050 Uiso 1 1 calc R U . . .
C30 C 0.6982(6) 0.9192(6) 0.4945(6) 0.049(2) Uani 1 1 d . . . . .
H30A H 0.7038 0.9648 0.4574 0.059 Uiso 1 1 calc R U . . .
H30B H 0.6631 0.9413 0.5370 0.059 Uiso 1 1 calc R U . . .
C31 C 0.8460(6) 0.9520(6) 0.5684(5) 0.0443(19) Uani 1 1 d . . . . .
H31A H 0.8135 0.9593 0.6159 0.053 Uiso 1 1 calc R U . . .
H31B H 0.8468 1.0066 0.5424 0.053 Uiso 1 1 calc R U . . .
C32 C 0.9485(7) 0.9214(6) 0.5852(5) 0.046(2) Uani 1 1 d . . . . .
H32A H 0.9845 0.9599 0.6210 0.055 Uiso 1 1 calc R U . . .
H32B H 0.9472 0.8656 0.6090 0.055 Uiso 1 1 calc R U . . .
C33 C 1.1005(6) 0.8965(6) 0.5276(5) 0.0448(19) Uani 1 1 d . . . . .
H33A H 1.1331 0.9362 0.5642 0.054 Uiso 1 1 calc R U . . .
H33B H 1.1302 0.9039 0.4789 0.054 Uiso 1 1 calc R U . . .
C34 C 1.1197(6) 0.8093(6) 0.5552(5) 0.047(2) Uani 1 1 d . . . . .
H34A H 1.1914 0.8008 0.5660 0.057 Uiso 1 1 calc R U . . .
H34B H 1.0871 0.8001 0.6024 0.057 Uiso 1 1 calc R U . . .
C35 C 1.0727(8) 0.6717(6) 0.5274(5) 0.053(2) Uani 1 1 d . . . . .
H35A H 1.0222 0.6712 0.5646 0.064 Uiso 1 1 calc R U . . .
H35B H 1.1360 0.6531 0.5531 0.064 Uiso 1 1 calc R U . . .
C36 C 1.0427(7) 0.6131(6) 0.4634(6) 0.051(2) Uani 1 1 d . . . . .
H36A H 1.0952 0.6112 0.4278 0.061 Uiso 1 1 calc R U . . .
H36B H 1.0346 0.5561 0.4836 0.061 Uiso 1 1 calc R U . . .
O19 O 0.9778(4) 0.8848(3) 0.1292(3) 0.0325(11) Uani 1 1 d . . . . .
O20 O 1.1428(4) 0.9579(3) 0.2155(3) 0.0346(11) Uani 1 1 d . . . . .
O21 O 1.1058(4) 1.0272(3) 0.3575(3) 0.0392(12) Uani 1 1 d . . . . .
O22 O 0.9175(4) 1.1043(3) 0.3594(3) 0.0395(12) Uani 1 1 d . . . . .
O23 O 0.7519(4) 1.0141(3) 0.2856(3) 0.0393(12) Uani 1 1 d . . . . .
O24 O 0.7799(4) 0.9360(3) 0.1461(3) 0.0389(12) Uani 1 1 d . . . . .
C37 C 1.0713(6) 0.8989(5) 0.1019(5) 0.0433(19) Uani 1 1 d . . . . .
H37A H 1.0736 0.9556 0.0800 0.052 Uiso 1 1 calc R U . . .
H37B H 1.0829 0.8580 0.0617 0.052 Uiso 1 1 calc R U . . .
C38 C 1.1496(6) 0.8904(5) 0.1649(5) 0.0432(19) Uani 1 1 d . . . . .
H38A H 1.1413 0.8370 0.1917 0.052 Uiso 1 1 calc R U . . .
H38B H 1.2153 0.8903 0.1445 0.052 Uiso 1 1 calc R U . . .
C39 C 1.2067(6) 0.9473(5) 0.2810(5) 0.0413(18) Uani 1 1 d . . . . .
H39A H 1.2750 0.9399 0.2667 0.050 Uiso 1 1 calc R U . . .
H39B H 1.1877 0.8966 0.3082 0.050 Uiso 1 1 calc R U . . .
C40 C 1.2018(5) 1.0218(5) 0.3316(5) 0.0389(17) Uani 1 1 d . . . . .
H40A H 1.2513 1.0164 0.3751 0.047 Uiso 1 1 calc R U . . .
H40B H 1.2166 1.0732 0.3036 0.047 Uiso 1 1 calc R U . . .
C41 C 1.0894(7) 1.1036(6) 0.3953(5) 0.0449(19) Uani 1 1 d . . . . .
H41A H 1.0962 1.1511 0.3604 0.054 Uiso 1 1 calc R U . . .
H41B H 1.1388 1.1104 0.4387 0.054 Uiso 1 1 calc R U . . .
C42 C 0.9887(7) 1.1028(5) 0.4221(4) 0.0435(19) Uani 1 1 d . . . . .
H42A H 0.9798 1.0520 0.4525 0.052 Uiso 1 1 calc R U . . .
H42B H 0.9798 1.1521 0.4545 0.052 Uiso 1 1 calc R U . . .
C43 C 0.8208(7) 1.1006(6) 0.3841(5) 0.049(2) Uani 1 1 d . . . . .
H43A H 0.8079 1.1515 0.4134 0.059 Uiso 1 1 calc R U . . .
H43B H 0.8151 1.0517 0.4175 0.059 Uiso 1 1 calc R U . . .
C44 C 0.7477(7) 1.0941(5) 0.3200(6) 0.048(2) Uani 1 1 d . . . . .
H44A H 0.6811 1.1033 0.3372 0.058 Uiso 1 1 calc R U . . .
H44B H 0.7602 1.1378 0.2825 0.058 Uiso 1 1 calc R U . . .
C45 C 0.6761(6) 1.0031(6) 0.2285(5) 0.048(2) Uani 1 1 d . . . . .
H45A H 0.6740 1.0512 0.1936 0.058 Uiso 1 1 calc R U . . .
H45B H 0.6118 0.9993 0.2509 0.058 Uiso 1 1 calc R U . . .
C46 C 0.6953(6) 0.9238(5) 0.1862(5) 0.0440(19) Uani 1 1 d . . . . .
H46A H 0.7061 0.8768 0.2220 0.053 Uiso 1 1 calc R U . . .
H46B H 0.6379 0.9104 0.1507 0.053 Uiso 1 1 calc R U . . .
C47 C 0.8052(6) 0.8637(5) 0.1052(4) 0.0377(17) Uani 1 1 d . . . . .
H47A H 0.7531 0.8517 0.0647 0.045 Uiso 1 1 calc R U . . .
H47B H 0.8111 0.8148 0.1394 0.045 Uiso 1 1 calc R U . . .
C48 C 0.9015(6) 0.8792(5) 0.0716(4) 0.0386(17) Uani 1 1 d . . . . .
H48A H 0.9153 0.8331 0.0369 0.046 Uiso 1 1 calc R U . . .
H48B H 0.8976 0.9318 0.0423 0.046 Uiso 1 1 calc R U . . .
B1 B 0.3894(6) 0.6320(5) 0.6155(5) 0.0309(16) Uani 1 1 d . . . . .
H1A H 0.3378 0.6111 0.5779 0.037 Uiso 1 1 calc R U . . .
H1B H 0.3633 0.6818 0.6402 0.037 Uiso 1 1 calc R U . . .
B2 B 0.9491(7) 0.8287(5) 0.3122(5) 0.0317(17) Uani 1 1 d . . . . .
H2A H 0.9111 0.7939 0.2743 0.038 Uiso 1 1 calc R U . . .
H2B H 1.0186 0.8100 0.3148 0.038 Uiso 1 1 calc R U . . .
N1 N 0.4158(4) 0.5621(3) 0.6764(3) 0.0247(11) Uani 1 1 d . . . . .
H11 H 0.3608 0.5482 0.6997 0.037 Uiso 1 1 calc R U . . .
H12 H 0.4390 0.5162 0.6534 0.037 Uiso 1 1 calc R U . . .
H13 H 0.4627 0.5817 0.7112 0.037 Uiso 1 1 calc R U . . .
N2 N 0.4841(4) 0.6566(4) 0.5746(3) 0.0262(12) Uani 1 1 d . . . . .
H21 H 0.4683 0.6968 0.5396 0.039 Uiso 1 1 calc R U . . .
H22 H 0.5311 0.6763 0.6092 0.039 Uiso 1 1 calc R U . . .
H23 H 0.5075 0.6108 0.5514 0.039 Uiso 1 1 calc R U . . .
N3 N 0.9069(4) 0.8166(3) 0.3917(3) 0.0269(12) Uani 1 1 d . . . . .
H31 H 0.9112 0.7618 0.4051 0.040 Uiso 1 1 calc R U . . .
H32 H 0.9425 0.8479 0.4267 0.040 Uiso 1 1 calc R U . . .
H33 H 0.8428 0.8329 0.3891 0.040 Uiso 1 1 calc R U . . .
N4 N 0.9429(4) 0.9232(3) 0.2871(3) 0.0251(11) Uani 1 1 d . . . . .
H41 H 0.9675 0.9288 0.2412 0.038 Uiso 1 1 calc R U . . .
H42 H 0.8789 0.9401 0.2841 0.038 Uiso 1 1 calc R U . . .
H43 H 0.9786 0.9551 0.3216 0.038 Uiso 1 1 calc R U . . .


_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
Al1 Cl1 2.117(4) . ?
Al1 Cl4 2.119(3) . ?
Al1 Cl3 2.139(3) . ?
Al1 Cl2 2.157(5) . ?
Al2 Cl6 2.113(3) . ?
Al2 Cl8 2.117(3) . ?
Al2 Cl7 2.146(3) . ?
Al2 Cl5 2.149(4) . ?
O1 C1 1.418(9) . ?
O1 C12 1.419(10) . ?
O2 C3 1.409(10) . ?
O2 C2 1.422(9) . ?
O3 C4 1.404(9) . ?
O3 C5 1.414(9) . ?
O4 C7 1.418(10) . ?
O4 C6 1.422(10) . ?
O5 C9 1.417(10) . ?
O5 C8 1.421(10) . ?
O6 C11 1.414(9) . ?
O6 C10 1.416(10) . ?
C1 C2 1.481(13) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C2 H2C 0.9900 . ?
C2 H2D 0.9900 . ?
C3 C4 1.508(11) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.487(12) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.475(13) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.507(12) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.504(13) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
O7 C24 1.398(12) . ?
O7 C13 1.467(12) . ?
O8 C15 1.409(13) . ?
O8 C14 1.420(12) . ?
O9 C16 1.407(12) . ?
O9 C17 1.417(13) . ?
O10 C19 1.418(11) . ?
O10 C18 1.420(11) . ?
O11 C20 1.399(10) . ?
O11 C21 1.426(10) . ?
O12 C22 1.405(10) . ?
O12 C23 1.427(11) . ?
C13 C14 1.443(17) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.479(17) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.471(17) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.498(13) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.496(13) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.480(15) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
O13 C36 1.384(11) . ?
O13 C25 1.436(10) . ?
O14 C26 1.410(9) . ?
O14 C27 1.417(10) . ?
O15 C28 1.419(10) . ?
O15 C29 1.421(9) . ?
O16 C30 1.409(11) . ?
O16 C31 1.433(10) . ?
O17 C32 1.421(10) . ?
O17 C33 1.433(10) . ?
O18 C35 1.390(11) . ?
O18 C34 1.411(11) . ?
C25 C26 1.478(12) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.492(12) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.471(12) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.488(13) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.497(13) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.507(14) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
O19 C48 1.405(10) . ?
O19 C37 1.415(9) . ?
O20 C39 1.410(10) . ?
O20 C38 1.414(9) . ?
O21 C40 1.421(9) . ?
O21 C41 1.423(10) . ?
O22 C43 1.420(11) . ?
O22 C42 1.421(10) . ?
O23 C45 1.403(10) . ?
O23 C44 1.422(10) . ?
O24 C46 1.413(10) . ?
O24 C47 1.424(9) . ?
C37 C38 1.493(13) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.499(12) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.484(13) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.458(14) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.508(12) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.501(12) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
B1 N2 1.577(9) . ?
B1 N1 1.580(9) . ?
B1 H1A 0.9900 . ?
B1 H1B 0.9900 . ?
B2 N3 1.576(9) . ?
B2 N4 1.579(9) . ?
B2 H2A 0.9900 . ?
B2 H2B 0.9900 . ?
N1 H11 0.9100 . ?
N1 H12 0.9100 . ?
N1 H13 0.9100 . ?
N2 H21 0.9100 . ?
N2 H22 0.9100 . ?
N2 H23 0.9100 . ?
N3 H31 0.9100 . ?
N3 H32 0.9100 . ?
N3 H33 0.9100 . ?
N4 H41 0.9100 . ?
N4 H42 0.9100 . ?
N4 H43 0.9100 . ?

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
Cl1 Al1 Cl4 109.17(15) . . ?
Cl1 Al1 Cl3 109.3(2) . . ?
Cl4 Al1 Cl3 110.38(14) . . ?
Cl1 Al1 Cl2 111.2(3) . . ?
Cl4 Al1 Cl2 106.6(2) . . ?
Cl3 Al1 Cl2 110.17(15) . . ?
Cl6 Al2 Cl8 108.96(13) . . ?
Cl6 Al2 Cl7 110.95(15) . . ?
Cl8 Al2 Cl7 109.00(13) . . ?
Cl6 Al2 Cl5 109.79(17) . . ?
Cl8 Al2 Cl5 109.00(15) . . ?
Cl7 Al2 Cl5 109.11(13) . . ?
C1 O1 C12 113.7(6) . . ?
C3 O2 C2 113.0(6) . . ?
C4 O3 C5 113.5(6) . . ?
C7 O4 C6 111.0(6) . . ?
C9 O5 C8 112.5(6) . . ?
C11 O6 C10 111.9(6) . . ?
O1 C1 C2 109.6(6) . . ?
O1 C1 H1C 109.8 . . ?
C2 C1 H1C 109.8 . . ?
O1 C1 H1D 109.8 . . ?
C2 C1 H1D 109.8 . . ?
H1C C1 H1D 108.2 . . ?
O2 C2 C1 108.5(6) . . ?
O2 C2 H2C 110.0 . . ?
C1 C2 H2C 110.0 . . ?
O2 C2 H2D 110.0 . . ?
C1 C2 H2D 110.0 . . ?
H2C C2 H2D 108.4 . . ?
O2 C3 C4 108.8(6) . . ?
O2 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
O2 C3 H3B 109.9 . . ?
C4 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
O3 C4 C3 109.5(6) . . ?
O3 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
O3 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O3 C5 C6 108.6(6) . . ?
O3 C5 H5A 110.0 . . ?
C6 C5 H5A 110.0 . . ?
O3 C5 H5B 110.0 . . ?
C6 C5 H5B 110.0 . . ?
H5A C5 H5B 108.3 . . ?
O4 C6 C5 110.2(6) . . ?
O4 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
O4 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
O4 C7 C8 111.0(6) . . ?
O4 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
O4 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
O5 C8 C7 109.6(7) . . ?
O5 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
O5 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
O5 C9 C10 109.2(7) . . ?
O5 C9 H9A 109.8 . . ?
C10 C9 H9A 109.8 . . ?
O5 C9 H9B 109.8 . . ?
C10 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
O6 C10 C9 107.8(6) . . ?
O6 C10 H10A 110.1 . . ?
C9 C10 H10A 110.1 . . ?
O6 C10 H10B 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.5 . . ?
O6 C11 C12 108.8(7) . . ?
O6 C11 H11A 109.9 . . ?
C12 C11 H11A 109.9 . . ?
O6 C11 H11B 109.9 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O1 C12 C11 109.2(6) . . ?
O1 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
O1 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
C24 O7 C13 118.5(7) . . ?
C15 O8 C14 108.7(8) . . ?
C16 O9 C17 113.5(8) . . ?
C19 O10 C18 113.7(7) . . ?
C20 O11 C21 113.9(6) . . ?
C22 O12 C23 114.5(7) . . ?
C14 C13 O7 115.0(8) . . ?
C14 C13 H13A 108.5 . . ?
O7 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
O7 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
O8 C14 C13 107.4(8) . . ?
O8 C14 H14A 110.2 . . ?
C13 C14 H14A 110.2 . . ?
O8 C14 H14B 110.2 . . ?
C13 C14 H14B 110.2 . . ?
H14A C14 H14B 108.5 . . ?
O8 C15 C16 110.4(7) . . ?
O8 C15 H15A 109.6 . . ?
C16 C15 H15A 109.6 . . ?
O8 C15 H15B 109.6 . . ?
C16 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
O9 C16 C15 111.7(8) . . ?
O9 C16 H16A 109.3 . . ?
C15 C16 H16A 109.3 . . ?
O9 C16 H16B 109.3 . . ?
C15 C16 H16B 109.3 . . ?
H16A C16 H16B 107.9 . . ?
O9 C17 C18 110.4(8) . . ?
O9 C17 H17A 109.6 . . ?
C18 C17 H17A 109.6 . . ?
O9 C17 H17B 109.6 . . ?
C18 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
O10 C18 C17 108.7(8) . . ?
O10 C18 H18A 110.0 . . ?
C17 C18 H18A 110.0 . . ?
O10 C18 H18B 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.3 . . ?
O10 C19 C20 108.2(6) . . ?
O10 C19 H19A 110.1 . . ?
C20 C19 H19A 110.1 . . ?
O10 C19 H19B 110.1 . . ?
C20 C19 H19B 110.1 . . ?
H19A C19 H19B 108.4 . . ?
O11 C20 C19 108.1(6) . . ?
O11 C20 H20A 110.1 . . ?
C19 C20 H20A 110.1 . . ?
O11 C20 H20B 110.1 . . ?
C19 C20 H20B 110.1 . . ?
H20A C20 H20B 108.4 . . ?
O11 C21 C22 108.8(6) . . ?
O11 C21 H21A 109.9 . . ?
C22 C21 H21A 109.9 . . ?
O11 C21 H21B 109.9 . . ?
C22 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
O12 C22 C21 109.2(6) . . ?
O12 C22 H22A 109.8 . . ?
C21 C22 H22A 109.8 . . ?
O12 C22 H22B 109.8 . . ?
C21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
O12 C23 C24 110.0(7) . . ?
O12 C23 H23A 109.7 . . ?
C24 C23 H23A 109.7 . . ?
O12 C23 H23B 109.7 . . ?
C24 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
O7 C24 C23 109.5(8) . . ?
O7 C24 H24A 109.8 . . ?
C23 C24 H24A 109.8 . . ?
O7 C24 H24B 109.8 . . ?
C23 C24 H24B 109.8 . . ?
H24A C24 H24B 108.2 . . ?
C36 O13 C25 114.2(6) . . ?
C26 O14 C27 114.0(6) . . ?
C28 O15 C29 112.1(6) . . ?
C30 O16 C31 113.5(6) . . ?
C32 O17 C33 115.2(6) . . ?
C35 O18 C34 113.2(7) . . ?
O13 C25 C26 110.4(6) . . ?
O13 C25 H25A 109.6 . . ?
C26 C25 H25A 109.6 . . ?
O13 C25 H25B 109.6 . . ?
C26 C25 H25B 109.6 . . ?
H25A C25 H25B 108.1 . . ?
O14 C26 C25 109.5(6) . . ?
O14 C26 H26A 109.8 . . ?
C25 C26 H26A 109.8 . . ?
O14 C26 H26B 109.8 . . ?
C25 C26 H26B 109.8 . . ?
H26A C26 H26B 108.2 . . ?
O14 C27 C28 108.8(6) . . ?
O14 C27 H27A 109.9 . . ?
C28 C27 H27A 109.9 . . ?
O14 C27 H27B 109.9 . . ?
C28 C27 H27B 109.9 . . ?
H27A C27 H27B 108.3 . . ?
O15 C28 C27 110.1(6) . . ?
O15 C28 H28A 109.6 . . ?
C27 C28 H28A 109.6 . . ?
O15 C28 H28B 109.6 . . ?
C27 C28 H28B 109.6 . . ?
H28A C28 H28B 108.2 . . ?
O15 C29 C30 111.4(7) . . ?
O15 C29 H29A 109.4 . . ?
C30 C29 H29A 109.4 . . ?
O15 C29 H29B 109.4 . . ?
C30 C29 H29B 109.4 . . ?
H29A C29 H29B 108.0 . . ?
O16 C30 C29 110.2(7) . . ?
O16 C30 H30A 109.6 . . ?
C29 C30 H30A 109.6 . . ?
O16 C30 H30B 109.6 . . ?
C29 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
O16 C31 C32 108.7(7) . . ?
O16 C31 H31A 110.0 . . ?
C32 C31 H31A 110.0 . . ?
O16 C31 H31B 110.0 . . ?
C32 C31 H31B 110.0 . . ?
H31A C31 H31B 108.3 . . ?
O17 C32 C31 110.1(7) . . ?
O17 C32 H32A 109.6 . . ?
C31 C32 H32A 109.6 . . ?
O17 C32 H32B 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.2 . . ?
O17 C33 C34 113.2(7) . . ?
O17 C33 H33A 108.9 . . ?
C34 C33 H33A 108.9 . . ?
O17 C33 H33B 108.9 . . ?
C34 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
O18 C34 C33 109.4(7) . . ?
O18 C34 H34A 109.8 . . ?
C33 C34 H34A 109.8 . . ?
O18 C34 H34B 109.8 . . ?
C33 C34 H34B 109.8 . . ?
H34A C34 H34B 108.2 . . ?
O18 C35 C36 109.8(8) . . ?
O18 C35 H35A 109.7 . . ?
C36 C35 H35A 109.7 . . ?
O18 C35 H35B 109.7 . . ?
C36 C35 H35B 109.7 . . ?
H35A C35 H35B 108.2 . . ?
O13 C36 C35 110.9(7) . . ?
O13 C36 H36A 109.5 . . ?
C35 C36 H36A 109.5 . . ?
O13 C36 H36B 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 108.1 . . ?
C48 O19 C37 113.3(6) . . ?
C39 O20 C38 111.6(6) . . ?
C40 O21 C41 112.7(6) . . ?
C43 O22 C42 110.6(7) . . ?
C45 O23 C44 112.0(6) . . ?
C46 O24 C47 112.5(6) . . ?
O19 C37 C38 109.7(6) . . ?
O19 C37 H37A 109.7 . . ?
C38 C37 H37A 109.7 . . ?
O19 C37 H37B 109.7 . . ?
C38 C37 H37B 109.7 . . ?
H37A C37 H37B 108.2 . . ?
O20 C38 C37 109.3(6) . . ?
O20 C38 H38A 109.8 . . ?
C37 C38 H38A 109.8 . . ?
O20 C38 H38B 109.8 . . ?
C37 C38 H38B 109.8 . . ?
H38A C38 H38B 108.3 . . ?
O20 C39 C40 110.3(6) . . ?
O20 C39 H39A 109.6 . . ?
C40 C39 H39A 109.6 . . ?
O20 C39 H39B 109.6 . . ?
C40 C39 H39B 109.6 . . ?
H39A C39 H39B 108.1 . . ?
O21 C40 C39 109.0(6) . . ?
O21 C40 H40A 109.9 . . ?
C39 C40 H40A 109.9 . . ?
O21 C40 H40B 109.9 . . ?
C39 C40 H40B 109.9 . . ?
H40A C40 H40B 108.3 . . ?
O21 C41 C42 109.0(6) . . ?
O21 C41 H41A 109.9 . . ?
C42 C41 H41A 109.9 . . ?
O21 C41 H41B 109.9 . . ?
C42 C41 H41B 109.9 . . ?
H41A C41 H41B 108.3 . . ?
O22 C42 C41 109.9(7) . . ?
O22 C42 H42A 109.7 . . ?
C41 C42 H42A 109.7 . . ?
O22 C42 H42B 109.7 . . ?
C41 C42 H42B 109.7 . . ?
H42A C42 H42B 108.2 . . ?
O22 C43 C44 110.8(7) . . ?
O22 C43 H43A 109.5 . . ?
C44 C43 H43A 109.5 . . ?
O22 C43 H43B 109.5 . . ?
C44 C43 H43B 109.5 . . ?
H43A C43 H43B 108.1 . . ?
O23 C44 C43 110.7(7) . . ?
O23 C44 H44A 109.5 . . ?
C43 C44 H44A 109.5 . . ?
O23 C44 H44B 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 108.1 . . ?
O23 C45 C46 108.8(7) . . ?
O23 C45 H45A 109.9 . . ?
C46 C45 H45A 109.9 . . ?
O23 C45 H45B 109.9 . . ?
C46 C45 H45B 109.9 . . ?
H45A C45 H45B 108.3 . . ?
O24 C46 C45 108.3(7) . . ?
O24 C46 H46A 110.0 . . ?
C45 C46 H46A 110.0 . . ?
O24 C46 H46B 110.0 . . ?
C45 C46 H46B 110.0 . . ?
H46A C46 H46B 108.4 . . ?
O24 C47 C48 108.6(6) . . ?
O24 C47 H47A 110.0 . . ?
C48 C47 H47A 110.0 . . ?
O24 C47 H47B 110.0 . . ?
C48 C47 H47B 110.0 . . ?
H47A C47 H47B 108.3 . . ?
O19 C48 C47 109.9(6) . . ?
O19 C48 H48A 109.7 . . ?
C47 C48 H48A 109.7 . . ?
O19 C48 H48B 109.7 . . ?
C47 C48 H48B 109.7 . . ?
H48A C48 H48B 108.2 . . ?
N2 B1 N1 110.0(6) . . ?
N2 B1 H1A 109.7 . . ?
N1 B1 H1A 109.7 . . ?
N2 B1 H1B 109.7 . . ?
N1 B1 H1B 109.7 . . ?
H1A B1 H1B 108.2 . . ?
N3 B2 N4 110.9(5) . . ?
N3 B2 H2A 109.5 . . ?
N4 B2 H2A 109.5 . . ?
N3 B2 H2B 109.5 . . ?
N4 B2 H2B 109.5 . . ?
H2A B2 H2B 108.1 . . ?
B1 N1 H11 109.5 . . ?
B1 N1 H12 109.5 . . ?
H11 N1 H12 109.5 . . ?
B1 N1 H13 109.5 . . ?
H11 N1 H13 109.5 . . ?
H12 N1 H13 109.5 . . ?
B1 N2 H21 109.5 . . ?
B1 N2 H22 109.5 . . ?
H21 N2 H22 109.5 . . ?
B1 N2 H23 109.5 . . ?
H21 N2 H23 109.5 . . ?
H22 N2 H23 109.5 . . ?
B2 N3 H31 109.5 . . ?
B2 N3 H32 109.5 . . ?
H31 N3 H32 109.5 . . ?
B2 N3 H33 109.5 . . ?
H31 N3 H33 109.5 . . ?
H32 N3 H33 109.5 . . ?
B2 N4 H41 109.5 . . ?
B2 N4 H42 109.5 . . ?
H41 N4 H42 109.5 . . ?
B2 N4 H43 109.5 . . ?
H41 N4 H43 109.5 . . ?
H42 N4 H43 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 O1 C1 C2 179.6(6) . . . . ?
C3 O2 C2 C1 -179.3(6) . . . . ?
O1 C1 C2 O2 -69.7(8) . . . . ?
C2 O2 C3 C4 -179.6(6) . . . . ?
C5 O3 C4 C3 -175.3(6) . . . . ?
O2 C3 C4 O3 65.2(8) . . . . ?
C4 O3 C5 C6 -176.3(6) . . . . ?
C7 O4 C6 C5 177.7(6) . . . . ?
O3 C5 C6 O4 -66.2(8) . . . . ?
C6 O4 C7 C8 178.4(7) . . . . ?
C9 O5 C8 C7 177.0(6) . . . . ?
O4 C7 C8 O5 68.9(9) . . . . ?
C8 O5 C9 C10 172.1(6) . . . . ?
C11 O6 C10 C9 -178.9(7) . . . . ?
O5 C9 C10 O6 -64.4(8) . . . . ?
C10 O6 C11 C12 -173.9(7) . . . . ?
C1 O1 C12 C11 171.9(6) . . . . ?
O6 C11 C12 O1 71.1(8) . . . . ?
C24 O7 C13 C14 -70.9(12) . . . . ?
C15 O8 C14 C13 -175.6(8) . . . . ?
O7 C13 C14 O8 -59.8(12) . . . . ?
C14 O8 C15 C16 -168.6(8) . . . . ?
C17 O9 C16 C15 172.8(8) . . . . ?
O8 C15 C16 O9 69.1(10) . . . . ?
C16 O9 C17 C18 178.7(8) . . . . ?
C19 O10 C18 C17 -174.5(7) . . . . ?
O9 C17 C18 O10 -65.4(10) . . . . ?
C18 O10 C19 C20 -177.4(7) . . . . ?
C21 O11 C20 C19 -171.9(6) . . . . ?
O10 C19 C20 O11 67.1(8) . . . . ?
C20 O11 C21 C22 -177.7(6) . . . . ?
C23 O12 C22 C21 177.9(7) . . . . ?
O11 C21 C22 O12 -60.1(8) . . . . ?
C22 O12 C23 C24 -164.6(7) . . . . ?
C13 O7 C24 C23 -167.7(8) . . . . ?
O12 C23 C24 O7 -59.5(9) . . . . ?
C36 O13 C25 C26 -161.5(7) . . . . ?
C27 O14 C26 C25 176.9(6) . . . . ?
O13 C25 C26 O14 -57.8(8) . . . . ?
C26 O14 C27 C28 -175.4(6) . . . . ?
C29 O15 C28 C27 -159.2(7) . . . . ?
O14 C27 C28 O15 66.9(8) . . . . ?
C28 O15 C29 C30 -177.3(7) . . . . ?
C31 O16 C30 C29 -169.5(7) . . . . ?
O15 C29 C30 O16 -62.1(10) . . . . ?
C30 O16 C31 C32 -173.0(7) . . . . ?
C33 O17 C32 C31 173.5(7) . . . . ?
O16 C31 C32 O17 63.7(9) . . . . ?
C32 O17 C33 C34 68.1(9) . . . . ?
C35 O18 C34 C33 -163.3(7) . . . . ?
O17 C33 C34 O18 65.1(9) . . . . ?
C34 O18 C35 C36 -174.5(7) . . . . ?
C25 O13 C36 C35 -164.0(7) . . . . ?
O18 C35 C36 O13 -58.3(11) . . . . ?
C48 O19 C37 C38 -171.0(6) . . . . ?
C39 O20 C38 C37 172.4(6) . . . . ?
O19 C37 C38 O20 -69.5(8) . . . . ?
C38 O20 C39 C40 177.0(6) . . . . ?
C41 O21 C40 C39 -169.9(7) . . . . ?
O20 C39 C40 O21 64.8(8) . . . . ?
C40 O21 C41 C42 -178.5(7) . . . . ?
C43 O22 C42 C41 178.0(7) . . . . ?
O21 C41 C42 O22 -67.2(9) . . . . ?
C42 O22 C43 C44 -174.6(7) . . . . ?
C45 O23 C44 C43 174.1(8) . . . . ?
O22 C43 C44 O23 70.7(9) . . . . ?
C44 O23 C45 C46 170.4(7) . . . . ?
C47 O24 C46 C45 178.9(7) . . . . ?
O23 C45 C46 O24 -68.1(9) . . . . ?
C46 O24 C47 C48 -173.8(7) . . . . ?
C37 O19 C48 C47 179.6(6) . . . . ?
O24 C47 C48 O19 67.7(8) . . . . ?

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 H11 O3 0.91 2.22 2.962(8) 137.9 .
N1 H11 O4 0.91 2.38 3.103(7) 136.0 .
N1 H12 O1 0.91 2.18 2.988(7) 147.7 .
N1 H12 O2 0.91 2.54 3.115(7) 122.0 .
N1 H13 O5 0.91 2.24 3.006(8) 141.9 .
N1 H13 O6 0.91 2.61 3.284(8) 131.4 .
N2 H21 O9 0.91 2.42 3.013(8) 123.2 .
N2 H21 O10 0.91 2.20 3.013(8) 148.4 .
N2 H22 O12 0.91 2.04 2.872(8) 150.9 .
N2 H23 O7 0.91 2.57 3.120(8) 119.9 .
N2 H23 O8 0.91 2.10 2.966(8) 158.2 .
N3 H31 O13 0.91 2.09 2.977(8) 165.8 .
N3 H31 O14 0.91 2.64 3.186(8) 119.0 .
N3 H32 O17 0.91 2.05 2.947(8) 168.3 .
N3 H33 O15 0.91 2.14 2.991(8) 156.4 .
N4 H41 O19 0.91 2.13 2.947(7) 149.4 .
N4 H41 O20 0.91 2.51 3.140(8) 127.1 .
N4 H42 O23 0.91 2.10 2.979(8) 162.4 .
N4 H43 O21 0.91 2.14 2.974(7) 152.1 .
N4 H43 O22 0.91 2.63 3.202(7) 121.2 .

