# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_vvv
_database_code_depnum_ccdc_archive 'CCDC 1411665'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2016-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 Cl6 Mg O12'
_chemical_formula_weight         641.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c   '

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

_cell_length_a                   6.8882(14)
_cell_length_b                   8.7091(18)
_cell_length_c                   44.043(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.482(5)
_cell_angle_gamma                90.00
_cell_volume                     2634.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5226
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      27.07
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8795
_exptl_absorpt_correction_T_max  0.9438
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18311
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_theta_min         0.93
_diffrn_reflns_theta_max         28.17
_reflns_number_total             6616
_reflns_number_gt                5478
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6616
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1545
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mg1 Mg -0.07387(16) 0.42239(11) 0.22091(2) 0.0236(2) Uani 1 1 d . . .
O1 O 0.0754(4) 0.6133(2) 0.20896(5) 0.0323(5) Uani 1 1 d . . .
O2 O 0.1973(4) 0.8244(2) 0.19000(5) 0.0345(6) Uani 1 1 d . . .
O3 O 0.1115(5) 0.7451(3) 0.13340(5) 0.0441(8) Uani 1 1 d . . .
O4 O -0.0372(4) 0.3009(2) 0.18212(5) 0.0337(6) Uani 1 1 d . . .
O5 O -0.2516(4) 0.1092(2) 0.18085(5) 0.0296(5) Uani 1 1 d . . .
O6 O 0.1059(4) 0.2168(3) 0.13071(6) 0.0354(6) Uani 1 1 d . . .
O1W O -0.0867(4) 0.5082(2) 0.26414(5) 0.0325(5) Uani 1 1 d . . .
H1WA H -0.1427 0.4327 0.2767 0.039 Uiso 1 1 d R . .
H1WB H -0.1660 0.5990 0.2633 0.039 Uiso 1 1 d R . .
O2W O -0.3267(4) 0.5245(3) 0.20312(7) 0.0439(7) Uani 1 1 d . . .
H2WA H -0.3143 0.6339 0.2050 0.066 Uiso 1 1 d R . .
H2WB H -0.3493 0.4975 0.1820 0.066 Uiso 1 1 d R . .
O3W O 0.2001(4) 0.3176(2) 0.23628(6) 0.0339(5) Uani 1 1 d . . .
H3WA H 0.2459 0.3611 0.2556 0.041 Uiso 1 1 d R . .
H3WB H 0.2935 0.3367 0.2217 0.041 Uiso 1 1 d R . .
O4W O -0.2394(4) 0.2427(2) 0.23736(5) 0.0280(5) Uani 1 1 d . . .
H4WA H -0.2696 0.1698 0.2213 0.034 Uiso 1 1 d R . .
H4WB H -0.1661 0.1930 0.2540 0.034 Uiso 1 1 d R . .
O5W O 0.4055(4) 0.2927(3) 0.18563(6) 0.0414(6) Uani 1 1 d . . .
H5WA H 0.5261 0.2391 0.1808 0.050 Uiso 1 1 d R . .
H5WB H 0.3061 0.2837 0.1698 0.050 Uiso 1 1 d R . .
O6W O 0.6063(4) 0.8392(3) 0.20493(7) 0.0453(7) Uani 1 1 d . . .
H6WB H 0.4709 0.8381 0.1959 0.054 Uiso 1 1 d R . .
H6WA H 0.6490 0.9079 0.1915 0.054 Uiso 1 1 d R . .
C1 C 0.1135(5) 0.6996(3) 0.18708(7) 0.0239(6) Uani 1 1 d . . .
C2 C 0.0495(6) 0.6400(4) 0.15562(7) 0.0341(8) Uani 1 1 d . . .
H2A H 0.1062 0.5397 0.1527 0.041 Uiso 1 1 calc R . .
H2B H -0.0911 0.6298 0.1534 0.041 Uiso 1 1 calc R . .
C3 C 0.1442(6) 0.6880(4) 0.10548(7) 0.0335(8) Uani 1 1 d . . .
C4 C 0.0153(6) 0.7235(4) 0.08046(7) 0.0336(7) Uani 1 1 d . . .
C5 C 0.0514(7) 0.6819(5) 0.05119(8) 0.0468(10) Uani 1 1 d . . .
H5 H -0.0359 0.7068 0.0348 0.056 Uiso 1 1 calc R . .
C6 C 0.2202(7) 0.6025(6) 0.04697(9) 0.0514(11) Uani 1 1 d . . .
C7 C 0.3487(7) 0.5628(6) 0.07037(10) 0.0568(12) Uani 1 1 d . . .
H7 H 0.4598 0.5068 0.0670 0.068 Uiso 1 1 calc R . .
C8 C 0.3116(6) 0.6075(5) 0.09980(9) 0.0455(9) Uani 1 1 d . . .
C9 C -0.1118(5) 0.1801(3) 0.17097(7) 0.0233(6) Uani 1 1 d . . .
C10 C -0.0280(6) 0.1117(3) 0.14354(8) 0.0316(7) Uani 1 1 d . . .
H10A H 0.0395 0.0172 0.1493 0.038 Uiso 1 1 calc R . .
H10B H -0.1328 0.0872 0.1283 0.038 Uiso 1 1 calc R . .
C11 C 0.1382(6) 0.1810(4) 0.10159(8) 0.0330(7) Uani 1 1 d . . .
C12 C 0.0162(7) 0.2321(5) 0.07734(9) 0.0440(9) Uani 1 1 d . . .
C13 C 0.0479(8) 0.1996(6) 0.04755(10) 0.0637(15) Uani 1 1 d . . .
H13 H -0.0385 0.2334 0.0317 0.076 Uiso 1 1 calc R . .
C14 C 0.2121(7) 0.1150(6) 0.04175(9) 0.0581(13) Uani 1 1 d . . .
C15 C 0.3378(7) 0.0624(5) 0.06495(9) 0.0478(10) Uani 1 1 d . . .
H15 H 0.4462 0.0046 0.0609 0.057 Uiso 1 1 calc R . .
C16 C 0.3006(5) 0.0967(4) 0.09467(8) 0.0346(7) Uani 1 1 d . . .
Cl1 Cl -0.19684(18) 0.82087(14) 0.08634(3) 0.0569(3) Uani 1 1 d . . .
Cl2 Cl 0.2693(3) 0.5484(2) 0.01034(3) 0.0991(6) Uani 1 1 d . . .
Cl3 Cl 0.4781(2) 0.56393(18) 0.12962(3) 0.0747(4) Uani 1 1 d . . .
Cl4 Cl -0.1878(2) 0.33790(16) 0.08523(3) 0.0681(4) Uani 1 1 d . . .
Cl5 Cl 0.2576(3) 0.0745(3) 0.00455(3) 0.1104(8) Uani 1 1 d . . .
Cl6 Cl 0.45564(16) 0.02973(15) 0.12409(2) 0.0535(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mg1 O4 2.042(2) . ?
Mg1 O1 2.046(2) . ?
Mg1 O1W 2.054(2) . ?
Mg1 O2W 2.056(3) . ?
Mg1 O4W 2.098(3) . ?
Mg1 O3W 2.157(3) . ?
O1 C1 1.266(4) . ?
O2 C1 1.232(4) . ?
O3 C3 1.361(4) . ?
O3 C2 1.429(4) . ?
O4 C9 1.254(4) . ?
O5 C9 1.250(4) . ?
O6 C11 1.355(4) . ?
O6 C10 1.446(4) . ?
O1W H1WA 0.9600 . ?
O1W H1WB 0.9600 . ?
O2W H2WA 0.9600 . ?
O2W H2WB 0.9600 . ?
O3W H3WA 0.9600 . ?
O3W H3WB 0.9600 . ?
O4W H4WA 0.9600 . ?
O4W H4WB 0.9601 . ?
O5W H5WA 0.9905 . ?
O5W H5WB 0.9401 . ?
O6W H6WB 0.9850 . ?
O6W H6WA 0.9057 . ?
C1 C2 1.513(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.388(6) . ?
C3 C4 1.395(5) . ?
C4 C5 1.380(5) . ?
C4 Cl1 1.726(4) . ?
C5 C6 1.378(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.350(6) . ?
C6 Cl2 1.739(4) . ?
C7 C8 1.396(6) . ?
C7 H7 0.9300 . ?
C8 Cl3 1.717(4) . ?
C9 C10 1.502(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.380(5) . ?
C11 C16 1.392(5) . ?
C12 C13 1.376(6) . ?
C12 Cl4 1.738(4) . ?
C13 C14 1.390(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.366(6) . ?
C14 Cl5 1.728(4) . ?
C15 C16 1.386(5) . ?
C15 H15 0.9300 . ?
C16 Cl6 1.716(4) . ?

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
O4 Mg1 O1 96.23(10) . . ?
O4 Mg1 O1W 168.92(11) . . ?
O1 Mg1 O1W 90.09(9) . . ?
O4 Mg1 O2W 93.54(12) . . ?
O1 Mg1 O2W 88.74(11) . . ?
O1W Mg1 O2W 95.69(12) . . ?
O4 Mg1 O4W 90.49(10) . . ?
O1 Mg1 O4W 173.09(10) . . ?
O1W Mg1 O4W 83.54(10) . . ?
O2W Mg1 O4W 89.26(11) . . ?
O4 Mg1 O3W 83.16(11) . . ?
O1 Mg1 O3W 88.84(11) . . ?
O1W Mg1 O3W 87.90(11) . . ?
O2W Mg1 O3W 175.68(12) . . ?
O4W Mg1 O3W 93.55(10) . . ?
C1 O1 Mg1 144.8(2) . . ?
C3 O3 C2 117.6(3) . . ?
C9 O4 Mg1 133.5(2) . . ?
C11 O6 C10 112.4(3) . . ?
Mg1 O1W H1WA 109.5 . . ?
Mg1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?
Mg1 O2W H2WA 109.2 . . ?
Mg1 O2W H2WB 109.4 . . ?
H2WA O2W H2WB 109.5 . . ?
Mg1 O3W H3WA 109.3 . . ?
Mg1 O3W H3WB 109.4 . . ?
H3WA O3W H3WB 109.5 . . ?
Mg1 O4W H4WA 109.4 . . ?
Mg1 O4W H4WB 109.4 . . ?
H4WA O4W H4WB 109.5 . . ?
H5WA O5W H5WB 112.2 . . ?
H6WB O6W H6WA 95.1 . . ?
O2 C1 O1 124.6(3) . . ?
O2 C1 C2 119.9(3) . . ?
O1 C1 C2 115.5(2) . . ?
O3 C2 C1 109.0(3) . . ?
O3 C2 H2A 109.9 . . ?
C1 C2 H2A 109.9 . . ?
O3 C2 H2B 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O3 C3 C8 123.1(3) . . ?
O3 C3 C4 119.5(3) . . ?
C8 C3 C4 117.1(3) . . ?
C5 C4 C3 122.0(4) . . ?
C5 C4 Cl1 119.1(3) . . ?
C3 C4 Cl1 119.0(3) . . ?
C6 C5 C4 118.3(4) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C7 C6 C5 122.4(4) . . ?
C7 C6 Cl2 118.4(3) . . ?
C5 C6 Cl2 119.2(3) . . ?
C6 C7 C8 118.7(4) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C3 C8 C7 121.5(4) . . ?
C3 C8 Cl3 119.2(3) . . ?
C7 C8 Cl3 119.2(3) . . ?
O5 C9 O4 125.5(3) . . ?
O5 C9 C10 116.1(2) . . ?
O4 C9 C10 118.4(3) . . ?
O6 C10 C9 111.2(2) . . ?
O6 C10 H10A 109.4 . . ?
C9 C10 H10A 109.4 . . ?
O6 C10 H10B 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
O6 C11 C12 121.6(3) . . ?
O6 C11 C16 121.5(3) . . ?
C12 C11 C16 116.9(3) . . ?
C13 C12 C11 122.6(4) . . ?
C13 C12 Cl4 119.4(3) . . ?
C11 C12 Cl4 118.0(3) . . ?
C12 C13 C14 118.4(4) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
C15 C14 C13 121.2(4) . . ?
C15 C14 Cl5 119.3(4) . . ?
C13 C14 Cl5 119.5(4) . . ?
C14 C15 C16 118.8(4) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C15 C16 C11 122.1(3) . . ?
C15 C16 Cl6 119.3(3) . . ?
C11 C16 Cl6 118.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Mg1 O1 C1 35.8(4) . . . . ?
O1W Mg1 O1 C1 -153.3(4) . . . . ?
O2W Mg1 O1 C1 -57.6(4) . . . . ?
O4W Mg1 O1 C1 -130.8(9) . . . . ?
O3W Mg1 O1 C1 118.8(4) . . . . ?
O1 Mg1 O4 C9 -168.2(3) . . . . ?
O1W Mg1 O4 C9 67.4(8) . . . . ?
O2W Mg1 O4 C9 -79.0(3) . . . . ?
O4W Mg1 O4 C9 10.3(3) . . . . ?
O3W Mg1 O4 C9 103.8(3) . . . . ?
Mg1 O1 C1 O2 169.7(3) . . . . ?
Mg1 O1 C1 C2 -10.5(6) . . . . ?
C3 O3 C2 C1 152.7(3) . . . . ?
O2 C1 C2 O3 2.9(5) . . . . ?
O1 C1 C2 O3 -176.9(3) . . . . ?
C2 O3 C3 C8 -77.9(5) . . . . ?
C2 O3 C3 C4 108.8(4) . . . . ?
O3 C3 C4 C5 173.4(4) . . . . ?
C8 C3 C4 C5 -0.3(6) . . . . ?
O3 C3 C4 Cl1 -7.3(5) . . . . ?
C8 C3 C4 Cl1 179.0(3) . . . . ?
C3 C4 C5 C6 0.2(7) . . . . ?
Cl1 C4 C5 C6 -179.2(3) . . . . ?
C4 C5 C6 C7 0.9(8) . . . . ?
C4 C5 C6 Cl2 179.9(4) . . . . ?
C5 C6 C7 C8 -1.8(8) . . . . ?
Cl2 C6 C7 C8 179.2(4) . . . . ?
O3 C3 C8 C7 -174.0(4) . . . . ?
C4 C3 C8 C7 -0.6(6) . . . . ?
O3 C3 C8 Cl3 5.2(5) . . . . ?
C4 C3 C8 Cl3 178.7(3) . . . . ?
C6 C7 C8 C3 1.6(7) . . . . ?
C6 C7 C8 Cl3 -177.6(4) . . . . ?
Mg1 O4 C9 O5 7.9(5) . . . . ?
Mg1 O4 C9 C10 -171.7(2) . . . . ?
C11 O6 C10 C9 -161.3(3) . . . . ?
O5 C9 C10 O6 169.0(3) . . . . ?
O4 C9 C10 O6 -11.3(4) . . . . ?
C10 O6 C11 C12 85.5(4) . . . . ?
C10 O6 C11 C16 -97.4(4) . . . . ?
O6 C11 C12 C13 178.8(4) . . . . ?
C16 C11 C12 C13 1.6(7) . . . . ?
O6 C11 C12 Cl4 -2.7(5) . . . . ?
C16 C11 C12 Cl4 -179.9(3) . . . . ?
C11 C12 C13 C14 -1.6(8) . . . . ?
Cl4 C12 C13 C14 179.9(4) . . . . ?
C12 C13 C14 C15 1.3(8) . . . . ?
C12 C13 C14 Cl5 -179.1(5) . . . . ?
C13 C14 C15 C16 -1.0(8) . . . . ?
Cl5 C14 C15 C16 179.4(4) . . . . ?
C14 C15 C16 C11 1.0(7) . . . . ?
C14 C15 C16 Cl6 179.3(4) . . . . ?
O6 C11 C16 C15 -178.5(4) . . . . ?
C12 C11 C16 C15 -1.3(6) . . . . ?
O6 C11 C16 Cl6 3.2(5) . . . . ?
C12 C11 C16 Cl6 -179.6(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
C10 H10B Cl6 0.97 2.87 3.663(4) 139.5 1_455
C10 H10B Cl1 0.97 2.98 3.696(3) 131.9 1_545
C10 H10A O3 0.97 2.53 3.375(4) 145.4 1_545
C10 H10A O2 0.97 2.63 3.516(4) 152.3 1_545
C7 H7 Cl4 0.93 2.90 3.760(5) 154.6 1_655
C5 H5 Cl5 0.93 2.92 3.774(5) 152.7 3_565
C2 H2A Cl3 0.97 2.84 3.316(5) 111.4 .
O6W H6WA O5 0.91 1.95 2.788(3) 152.5 1_665
O6W H6WB O2 0.98 1.89 2.846(4) 163.9 .
O5W H5WB O6 0.94 2.20 3.125(4) 167.8 .
O5W H5WB O4 0.94 2.47 3.042(4) 119.1 .
O5W H5WA O5 0.99 1.90 2.873(4) 165.6 1_655
O4W H4WB O1W 0.96 2.55 3.041(3) 112.2 2_545
O4W H4WB O1 0.96 1.84 2.778(3) 166.1 2_545
O4W H4WA O5 0.96 1.87 2.742(3) 149.2 .
O3W H3WB O5W 0.96 1.86 2.742(4) 151.9 .
O3W H3WA O6W 0.96 1.96 2.825(4) 149.4 2_645
O2W H2WB Cl3 0.96 2.58 3.424(3) 147.2 1_455
O2W H2WA O6W 0.96 1.87 2.781(4) 157.7 1_455
O1W H1WB O3W 0.96 1.92 2.805(3) 152.5 2
O1W H1WA O2 0.96 1.81 2.732(3) 160.7 2_545

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        28.17
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.083
####################################################################### 
# 
# 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_cl36
_database_code_depnum_ccdc_archive 'CCDC 1411705'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2016-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H20 Cl2 Mg O10'
_chemical_formula_sum            'C16 H20 Cl2 Mg O10'
_chemical_formula_weight         467.53

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)   '

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

_cell_length_a                   5.1840(10)
_cell_length_b                   27.263(3)
_cell_length_c                   7.4050(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.443(2)
_cell_angle_gamma                90.00
_cell_volume                     998.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4279
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      28.12
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.42
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             484
_exptl_absorpt_coefficient_mu    0.409
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8216
_exptl_absorpt_correction_T_max  0.8469
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7017
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         28.17
_reflns_number_total             3674
_reflns_number_gt                3546
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0581P)²+0.1683P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.49(6)
_refine_ls_number_reflns         3674
_refine_ls_number_parameters     262
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0981
_refine_ls_wR_factor_gt          0.0970
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mg1 Mg 0.70491(14) 0.12059(3) 0.41393(10) 0.02120(14) Uani 1 1 d . . .
Cl1 Cl 0.29194(16) 0.29595(3) 0.34408(9) 0.04792(18) Uani 1 1 d . . .
Cl2 Cl 1.12249(18) -0.05703(3) 0.50059(10) 0.0556(2) Uani 1 1 d . . .
O1 O 0.8731(3) 0.17177(6) 0.2759(2) 0.0281(3) Uani 1 1 d . . .
O2 O 0.9893(4) 0.15884(8) 0.0145(2) 0.0353(4) Uani 1 1 d . . .
O3 O 0.4884(3) 0.23641(6) 0.0910(2) 0.0301(4) Uani 1 1 d . . .
O4 O 0.5360(3) 0.06902(6) 0.5521(2) 0.0274(3) Uani 1 1 d . . .
O5 O 0.4200(3) 0.08374(7) 0.8113(2) 0.0351(4) Uani 1 1 d . . .
O6 O 0.9234(3) 0.00493(6) 0.7433(2) 0.0299(3) Uani 1 1 d . . .
O1W O 0.9938(3) 0.14073(6) 0.6559(2) 0.0285(3) Uani 1 1 d . . .
H1WA H 1.1346 0.1165 0.6875 0.034 Uiso 1 1 d R . .
H1WB H 0.9141 0.1433 0.7571 0.034 Uiso 1 1 d R . .
O2W O 0.4522(3) 0.17684(6) 0.4543(2) 0.0298(3) Uani 1 1 d . . .
H2WA H 0.2673 0.1686 0.3903 0.036 Uiso 1 1 d R . .
H2WB H 0.4978 0.2069 0.4039 0.036 Uiso 1 1 d R . .
O3W O 0.4148(3) 0.10112(6) 0.1708(2) 0.0288(3) Uani 1 1 d . . .
H3WA H 0.2997 0.1288 0.1236 0.035 Uiso 1 1 d R . .
H3WB H 0.4992 0.0909 0.0780 0.035 Uiso 1 1 d R . .
O4W O 0.9589(3) 0.06368(6) 0.3772(2) 0.0303(3) Uani 1 1 d . . .
H4WA H 1.1413 0.0755 0.4071 0.036 Uiso 1 1 d R . .
H4WB H 0.9516 0.0369 0.4598 0.036 Uiso 1 1 d R . .
C1 C 0.8417(4) 0.17707(8) 0.1017(3) 0.0222(4) Uani 1 1 d . . .
C2 C 0.6110(4) 0.20773(9) -0.0209(3) 0.0246(4) Uani 1 1 d . . .
H2A H 0.6790 0.2292 -0.1007 0.029 Uiso 1 1 calc R . .
H2B H 0.4764 0.1863 -0.1025 0.029 Uiso 1 1 calc R . .
C3 C 0.2767(5) 0.26519(8) -0.0060(3) 0.0276(4) Uani 1 1 d . . .
C4 C 0.1597(5) 0.29539(10) 0.0999(3) 0.0318(5) Uani 1 1 d . . .
C5 C -0.0579(5) 0.32514(11) 0.0142(4) 0.0401(6) Uani 1 1 d . . .
H5 H -0.1347 0.3446 0.0875 0.048 Uiso 1 1 calc R . .
C6 C -0.1618(5) 0.32592(11) -0.1812(4) 0.0439(6) Uani 1 1 d . . .
H6 H -0.3089 0.3458 -0.2398 0.053 Uiso 1 1 calc R . .
C7 C -0.0457(5) 0.29704(12) -0.2879(4) 0.0418(6) Uani 1 1 d . . .
H7 H -0.1141 0.2977 -0.4192 0.050 Uiso 1 1 calc R . .
C8 C 0.1725(5) 0.26683(10) -0.2019(3) 0.0347(5) Uani 1 1 d . . .
H8 H 0.2492 0.2476 -0.2760 0.042 Uiso 1 1 calc R . .
C9 C 0.5679(4) 0.06435(8) 0.7263(3) 0.0222(4) Uani 1 1 d . . .
C10 C 0.7989(4) 0.03489(8) 0.8518(3) 0.0251(4) Uani 1 1 d . . .
H10A H 0.9326 0.0570 0.9303 0.030 Uiso 1 1 calc R . .
H10B H 0.7321 0.0142 0.9346 0.030 Uiso 1 1 calc R . .
C11 C 1.1365(4) -0.02280(8) 0.8468(3) 0.0269(4) Uani 1 1 d . . .
C12 C 1.2441(5) -0.02117(10) 1.0424(4) 0.0335(5) Uani 1 1 d . . .
H12 H 1.1677 -0.0007 1.1130 0.040 Uiso 1 1 calc R . .
C13 C 1.4656(5) -0.05003(12) 1.1325(4) 0.0411(6) Uani 1 1 d . . .
H13 H 1.5356 -0.0490 1.2637 0.049 Uiso 1 1 calc R . .
C14 C 1.5839(5) -0.08037(11) 1.0302(4) 0.0419(6) Uani 1 1 d . . .
H14 H 1.7330 -0.0994 1.0919 0.050 Uiso 1 1 calc R . .
C15 C 1.4787(5) -0.08207(10) 0.8359(4) 0.0398(6) Uani 1 1 d . . .
H15 H 1.5577 -0.1021 0.7658 0.048 Uiso 1 1 calc R . .
C16 C 1.2558(5) -0.05396(9) 0.7453(3) 0.0314(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mg1 O1W 2.0363(16) . ?
Mg1 O3W 2.0400(17) . ?
Mg1 O1 2.0701(17) . ?
Mg1 O4 2.0804(17) . ?
Mg1 O2W 2.0956(18) . ?
Mg1 O4W 2.1048(18) . ?
Cl1 C4 1.731(3) . ?
Cl2 C16 1.737(3) . ?
O1 C1 1.259(2) . ?
O2 C1 1.243(3) . ?
O3 C3 1.365(3) . ?
O3 C2 1.420(2) . ?
O4 C9 1.257(2) . ?
O5 C9 1.246(3) . ?
O6 C11 1.368(3) . ?
O6 C10 1.428(2) . ?
O1W H1WA 0.9600 . ?
O1W H1WB 0.9600 . ?
O2W H2WA 0.9600 . ?
O2W H2WB 0.9600 . ?
O3W H3WA 0.9600 . ?
O3W H3WB 0.9600 . ?
O4W H4WA 0.9600 . ?
O4W H4WB 0.9600 . ?
C1 C2 1.517(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.389(3) . ?
C3 C4 1.395(3) . ?
C4 C5 1.380(4) . ?
C5 C6 1.385(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.375(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.509(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.388(3) . ?
C11 C16 1.395(3) . ?
C12 C13 1.387(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(3) . ?
C15 H15 0.9300 . ?

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
O1W Mg1 O3W 179.44(9) . . ?
O1W Mg1 O1 86.86(7) . . ?
O3W Mg1 O1 92.75(7) . . ?
O1W Mg1 O4 93.22(7) . . ?
O3W Mg1 O4 87.16(7) . . ?
O1 Mg1 O4 179.84(8) . . ?
O1W Mg1 O2W 90.20(7) . . ?
O3W Mg1 O2W 89.39(7) . . ?
O1 Mg1 O2W 87.21(7) . . ?
O4 Mg1 O2W 92.93(7) . . ?
O1W Mg1 O4W 89.37(7) . . ?
O3W Mg1 O4W 91.06(7) . . ?
O1 Mg1 O4W 93.47(7) . . ?
O4 Mg1 O4W 86.39(7) . . ?
O2W Mg1 O4W 179.17(8) . . ?
C1 O1 Mg1 129.70(15) . . ?
C3 O3 C2 116.07(17) . . ?
C9 O4 Mg1 128.89(14) . . ?
C11 O6 C10 115.22(16) . . ?
Mg1 O1W H1WA 109.5 . . ?
Mg1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?
Mg1 O2W H2WA 109.5 . . ?
Mg1 O2W H2WB 109.5 . . ?
H2WA O2W H2WB 109.5 . . ?
Mg1 O3W H3WA 109.3 . . ?
Mg1 O3W H3WB 109.5 . . ?
H3WA O3W H3WB 109.5 . . ?
Mg1 O4W H4WA 109.5 . . ?
Mg1 O4W H4WB 109.4 . . ?
H4WA O4W H4WB 109.5 . . ?
O2 C1 O1 125.1(2) . . ?
O2 C1 C2 114.02(17) . . ?
O1 C1 C2 120.85(18) . . ?
O3 C2 C1 111.38(16) . . ?
O3 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
O3 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
O3 C3 C8 124.6(2) . . ?
O3 C3 C4 117.4(2) . . ?
C8 C3 C4 118.0(2) . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 Cl1 119.2(2) . . ?
C3 C4 Cl1 119.31(19) . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 119.4(2) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 120.9(2) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C3 C8 C7 120.4(2) . . ?
C3 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
O5 C9 O4 124.34(19) . . ?
O5 C9 C10 114.18(17) . . ?
O4 C9 C10 121.46(18) . . ?
O6 C10 C9 111.55(16) . . ?
O6 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
O6 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
O6 C11 C12 124.8(2) . . ?
O6 C11 C16 116.6(2) . . ?
C12 C11 C16 118.5(2) . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C14 C13 C12 121.0(2) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C15 C14 C13 119.4(2) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 121.2(2) . . ?
C15 C16 Cl2 119.5(2) . . ?
C11 C16 Cl2 119.29(18) . . ?

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
O1W Mg1 O1 C1 164.66(18) . . . . ?
O3W Mg1 O1 C1 -15.75(19) . . . . ?
O4 Mg1 O1 C1 42(40) . . . . ?
O2W Mg1 O1 C1 -105.00(19) . . . . ?
O4W Mg1 O1 C1 75.48(19) . . . . ?
O1W Mg1 O4 C9 15.96(18) . . . . ?
O3W Mg1 O4 C9 -163.64(18) . . . . ?
O1 Mg1 O4 C9 138(100) . . . . ?
O2W Mg1 O4 C9 -74.40(18) . . . . ?
O4W Mg1 O4 C9 105.12(18) . . . . ?
Mg1 O1 C1 O2 -93.2(3) . . . . ?
Mg1 O1 C1 C2 87.0(2) . . . . ?
C3 O3 C2 C1 -179.58(18) . . . . ?
O2 C1 C2 O3 -166.6(2) . . . . ?
O1 C1 C2 O3 13.2(3) . . . . ?
C2 O3 C3 C8 2.0(3) . . . . ?
C2 O3 C3 C4 -177.3(2) . . . . ?
O3 C3 C4 C5 -178.9(2) . . . . ?
C8 C3 C4 C5 1.8(4) . . . . ?
O3 C3 C4 Cl1 1.6(3) . . . . ?
C8 C3 C4 Cl1 -177.7(2) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
Cl1 C4 C5 C6 178.5(2) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C8 0.6(5) . . . . ?
O3 C3 C8 C7 179.4(2) . . . . ?
C4 C3 C8 C7 -1.4(4) . . . . ?
C6 C7 C8 C3 0.2(4) . . . . ?
Mg1 O4 C9 O5 91.9(2) . . . . ?
Mg1 O4 C9 C10 -86.7(2) . . . . ?
C11 O6 C10 C9 179.61(18) . . . . ?
O5 C9 C10 O6 166.92(19) . . . . ?
O4 C9 C10 O6 -14.4(3) . . . . ?
C10 O6 C11 C12 -4.1(3) . . . . ?
C10 O6 C11 C16 177.5(2) . . . . ?
O6 C11 C12 C13 -178.3(2) . . . . ?
C16 C11 C12 C13 0.1(4) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C12 C13 C14 C15 -0.4(4) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C14 C15 C16 C11 1.3(4) . . . . ?
C14 C15 C16 Cl2 -179.2(2) . . . . ?
O6 C11 C16 C15 177.5(2) . . . . ?
C12 C11 C16 C15 -1.1(4) . . . . ?
O6 C11 C16 Cl2 -2.1(3) . . . . ?
C12 C11 C16 Cl2 179.40(19) . . . . ?

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
O1W H1WA O5 0.96 1.74 2.664(2) 161.5 1_655
O1W H1WB O2 0.96 1.88 2.707(2) 143.3 1_556
O2W H2WA O1 0.96 1.97 2.898(2) 163.3 1_455
O2W H2WB Cl1 0.96 2.63 3.3906(18) 135.9 .
O2W H2WB O3 0.96 2.44 3.196(2) 135.5 .
O3W H3WA O2 0.96 1.77 2.674(2) 155.6 1_455
O3W H3WB O5 0.96 1.90 2.712(2) 140.4 1_554
O4W H4WA O4 0.96 2.01 2.885(2) 150.0 1_655
O4W H4WA O3W 0.96 2.65 3.336(2) 128.3 1_655
O4W H4WB Cl2 0.96 2.70 3.452(2) 135.9 .
O4W H4WB O6 0.96 2.32 3.201(2) 152.7 .

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.17
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.050
####################################################################### 
# 
# 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_cl55
_database_code_depnum_ccdc_archive 'CCDC 1411706'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2016-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H28 Cl2 Mg O12'
_chemical_formula_weight         531.61

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '

loop_
_symmetry_equiv_pos_as_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'
'-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                   32.25(2)
_cell_length_b                   7.404(4)
_cell_length_c                   10.322(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.511(8)
_cell_angle_gamma                90.00
_cell_volume                     2415(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2438
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      26.66
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112
_exptl_absorpt_coefficient_mu    0.354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9013
_exptl_absorpt_correction_T_max  0.9262
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6129
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_sigmaI/netI    0.0521
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         25.60
_reflns_number_total             2252
_reflns_number_gt                1632
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1287P)²+12.9707P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2252
_refine_ls_number_parameters     153
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1109
_refine_ls_R_factor_gt           0.0867
_refine_ls_wR_factor_ref         0.2662
_refine_ls_wR_factor_gt          0.2536
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.096
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.25350(6) 0.0342(4) 0.6859(2) 0.0917(8) Uani 1 1 d . . .
Mg1 Mg 0.0000 0.4103(3) 0.2500 0.0319(6) Uani 1 2 d S . .
O1 O 0.06204(13) -0.0990(5) 0.2883(4) 0.0455(9) Uani 1 1 d . . .
O2 O 0.07502(13) -0.2543(4) 0.1179(4) 0.0483(10) Uani 1 1 d . . .
O1W O 0.02674(12) 0.6097(4) 0.3759(3) 0.0431(9) Uani 1 1 d . . .
H1WA H 0.0313 0.6080 0.4627 0.052 Uiso 1 1 d R . .
H1WB H 0.0341 0.6799 0.3433 0.052 Uiso 1 1 d R . .
O3 O 0.11458(11) 0.1719(4) 0.2419(4) 0.0416(9) Uani 1 1 d . . .
O2W O 0.02870(12) 0.2100(4) 0.3697(3) 0.0429(9) Uani 1 1 d . . .
H2WA H 0.0404 0.2152 0.4586 0.052 Uiso 1 1 d R . .
H2WB H 0.0575 0.2056 0.3715 0.052 Uiso 1 1 d R . .
O3W O 0.05027(10) 0.4226(4) 0.1525(3) 0.0350(8) Uani 1 1 d . . .
H3WA H 0.0767 0.3672 0.1873 0.042 Uiso 1 1 d R . .
H3WB H 0.0575 0.5434 0.1552 0.042 Uiso 1 1 d R . .
C1 C 0.07751(16) -0.1170(6) 0.1909(5) 0.0377(11) Uani 1 1 d . . .
C2 C 0.10232(18) 0.0352(6) 0.1460(5) 0.0421(12) Uani 1 1 d . . .
H2A H 0.1275 -0.0144 0.1217 0.050 Uiso 1 1 calc R . .
H2B H 0.0854 0.0895 0.0675 0.050 Uiso 1 1 calc R . .
C3 C 0.14692(16) 0.1319(7) 0.3463(6) 0.0406(12) Uani 1 1 d . . .
C4 C 0.16581(19) -0.0374(8) 0.3643(7) 0.0535(15) Uani 1 1 d . . .
H4 H 0.1565 -0.1305 0.3052 0.064 Uiso 1 1 calc R . .
C5 C 0.1984(2) -0.0661(9) 0.4704(8) 0.0648(19) Uani 1 1 d . . .
H5 H 0.2110 -0.1793 0.4836 0.078 Uiso 1 1 calc R . .
C6 C 0.21189(19) 0.0678(10) 0.5541(8) 0.0618(17) Uani 1 1 d . . .
C7 C 0.19305(19) 0.2361(9) 0.5375(6) 0.0568(15) Uani 1 1 d . . .
H7 H 0.2025 0.3277 0.5978 0.068 Uiso 1 1 calc R . .
C8 C 0.16051(17) 0.2686(7) 0.4325(6) 0.0467(13) Uani 1 1 d . . .
C9 C 0.1402(2) 0.4528(8) 0.4136(7) 0.0617(18) Uani 1 1 d . . .
H9A H 0.1420 0.4986 0.3279 0.093 Uiso 1 1 calc R . .
H9B H 0.1546 0.5334 0.4806 0.093 Uiso 1 1 calc R . .
H9C H 0.1110 0.4436 0.4204 0.093 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C6 1.728(7) . ?
Mg1 O2W 2.031(4) 2 ?
Mg1 O2W 2.031(4) . ?
Mg1 O1W 2.041(4) . ?
Mg1 O1W 2.041(4) 2 ?
Mg1 O3W 2.073(3) 2 ?
Mg1 O3W 2.073(3) . ?
Mg1 H1WB 2.3869 . ?
O1 C1 1.216(6) . ?
O2 C1 1.258(6) . ?
O1W H1WA 0.8789 . ?
O1W H1WB 0.6861 . ?
O3 C3 1.374(6) . ?
O3 C2 1.415(6) . ?
O2W H2WA 0.9214 . ?
O2W H2WB 0.9266 . ?
O3W H3WA 0.9507 . ?
O3W H3WB 0.9235 . ?
C1 C2 1.507(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.361(8) . ?
C3 C4 1.390(7) . ?
C4 C5 1.374(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.330(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.382(9) . ?
C7 C8 1.371(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.509(8) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2W Mg1 O2W 86.2(2) 2 . ?
O2W Mg1 O1W 177.23(15) 2 . ?
O2W Mg1 O1W 93.30(14) . . ?
O2W Mg1 O1W 93.30(14) 2 2 ?
O2W Mg1 O1W 177.23(15) . 2 ?
O1W Mg1 O1W 87.3(2) . 2 ?
O2W Mg1 O3W 91.23(15) 2 2 ?
O2W Mg1 O3W 92.43(15) . 2 ?
O1W Mg1 O3W 86.06(15) . 2 ?
O1W Mg1 O3W 90.30(15) 2 2 ?
O2W Mg1 O3W 92.43(15) 2 . ?
O2W Mg1 O3W 91.23(15) . . ?
O1W Mg1 O3W 90.30(15) . . ?
O1W Mg1 O3W 86.06(15) 2 . ?
O3W Mg1 O3W 175.0(2) 2 . ?
O2W Mg1 H1WB 166.7 2 . ?
O2W Mg1 H1WB 104.3 . . ?
O1W Mg1 H1WB 15.4 . . ?
O1W Mg1 H1WB 75.8 2 . ?
O3W Mg1 H1WB 96.3 2 . ?
O3W Mg1 H1WB 79.5 . . ?
Mg1 O1W H1WA 127.0 . . ?
Mg1 O1W H1WB 112.3 . . ?
H1WA O1W H1WB 120.5 . . ?
C3 O3 C2 117.2(4) . . ?
Mg1 O2W H2WA 128.5 . . ?
Mg1 O2W H2WB 111.8 . . ?
H2WA O2W H2WB 76.7 . . ?
Mg1 O3W H3WA 121.9 . . ?
Mg1 O3W H3WB 104.3 . . ?
H3WA O3W H3WB 101.7 . . ?
O1 C1 O2 126.6(5) . . ?
O1 C1 C2 120.2(4) . . ?
O2 C1 C2 113.3(4) . . ?
O3 C2 C1 114.3(4) . . ?
O3 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
O3 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C8 C3 O3 116.6(4) . . ?
C8 C3 C4 120.5(5) . . ?
O3 C3 C4 122.9(5) . . ?
C5 C4 C3 119.4(6) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 C4 120.1(6) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 120.8(6) . . ?
C5 C6 Cl1 120.4(5) . . ?
C7 C6 Cl1 118.8(6) . . ?
C8 C7 C6 120.3(6) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C3 C8 C7 118.8(5) . . ?
C3 C8 C9 120.8(5) . . ?
C7 C8 C9 120.3(5) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
C3 O3 C2 C1 74.0(6) . . . . ?
O1 C1 C2 O3 15.4(7) . . . . ?
O2 C1 C2 O3 -165.1(5) . . . . ?
C2 O3 C3 C8 175.3(5) . . . . ?
C2 O3 C3 C4 -3.8(7) . . . . ?
C8 C3 C4 C5 0.1(9) . . . . ?
O3 C3 C4 C5 179.2(5) . . . . ?
C3 C4 C5 C6 -0.6(10) . . . . ?
C4 C5 C6 C7 1.1(10) . . . . ?
C4 C5 C6 Cl1 -178.8(5) . . . . ?
C5 C6 C7 C8 -1.2(10) . . . . ?
Cl1 C6 C7 C8 178.7(5) . . . . ?
O3 C3 C8 C7 -179.3(5) . . . . ?
C4 C3 C8 C7 -0.1(8) . . . . ?
O3 C3 C8 C9 0.9(8) . . . . ?
C4 C3 C8 C9 180.0(6) . . . . ?
C6 C7 C8 C3 0.7(9) . . . . ?
C6 C7 C8 C9 -179.5(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.101
####################################################################### 
# 
# 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_cl58
_database_code_depnum_ccdc_archive 'CCDC 1411707'
_audit_update_record             
;
2015-07-09 deposited with the CCDC.
2016-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 Cl4 Mg O11'
_chemical_formula_weight         554.43

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'
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'
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.379(5)
_cell_length_b                   7.494(5)
_cell_length_c                   20.56(1)
_cell_angle_alpha                92.8(1)
_cell_angle_beta                 92.5(1)
_cell_angle_gamma                90.94(1)
_cell_volume                     1134.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2426
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      27.38
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.605
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4180
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6149
_diffrn_reflns_av_unetI/netI     0.1177
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.986
_diffrn_reflns_theta_max         25.678
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.002
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 1.002
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 1.002
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4130
_reflns_number_gt                3362
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refined as a 3-component 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)+(0.2750P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4130
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0687
_refine_ls_wR_factor_ref         0.2418
_refine_ls_wR_factor_gt          0.2196
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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_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
Cl1 Cl 0.5446(3) 1.1661(2) 0.27941(9) 0.0480(5) Uani 1 1 d . . . . .
Cl2 Cl 0.4247(3) 1.2743(2) 0.42134(9) 0.0468(5) Uani 1 1 d . . . . .
Cl3 Cl 1.0455(3) 0.2777(3) 0.27753(10) 0.0500(5) Uani 1 1 d . . . . .
Cl4 Cl 0.9242(3) 0.2148(3) 0.41990(10) 0.0514(5) Uani 1 1 d . . . . .
Mg1 Mg 0.6851(3) 0.2643(3) 0.06279(10) 0.0322(5) Uani 1 1 d . . . . .
O1 O 0.5747(9) 0.4369(7) 0.1288(3) 0.0489(14) Uani 1 1 d . . . . .
O2 O 0.5913(10) 0.7285(7) 0.1201(2) 0.0501(15) Uani 1 1 d . . . . .
O1W O 0.5752(11) 0.0779(7) 0.1211(3) 0.0621(18) Uani 1 1 d . . . . .
H1WA H 0.5169 0.1392 0.1563 0.074 Uiso 1 1 d R U . . .
H1WB H 0.6687 0.0038 0.1384 0.074 Uiso 1 1 d R U . . .
O3 O 0.4925(7) 0.7941(6) 0.2420(2) 0.0330(11) Uani 1 1 d . . . . .
O2W O 0.9405(10) 0.2784(11) 0.1113(3) 0.074(2) Uani 1 1 d . . . . .
H2WA H 0.9302 0.2400 0.1549 0.089 Uiso 1 1 d R U . . .
H2WB H 0.9843 0.3999 0.1129 0.089 Uiso 1 1 d R U . . .
O4 O 1.0863(9) 0.6348(8) 0.1140(3) 0.0543(15) Uani 1 1 d . . . . .
O3W O 0.7865(9) 0.4446(8) 0.0006(3) 0.0544(15) Uani 1 1 d . . . . .
H3WA H 0.8444 0.3801 -0.0340 0.065 Uiso 1 1 d R U . . .
H3WB H 0.6891 0.5128 -0.0173 0.065 Uiso 1 1 d R U . . .
O5 O 1.0717(8) 0.9296(8) 0.1123(3) 0.0522(14) Uani 1 1 d . . . . .
O4W O 0.4407(7) 0.2550(9) 0.0066(2) 0.0463(14) Uani 1 1 d . . . . .
H4WA H 0.4509 0.1770 -0.0314 0.056 Uiso 1 1 d R U . . .
H4WB H 0.3454 0.2118 0.0324 0.056 Uiso 1 1 d R U . . .
O6 O 0.9956(7) 0.6315(7) 0.2364(2) 0.0444(13) Uani 1 1 d . . . . .
O5W O 0.7775(10) 0.0555(7) 0.0018(3) 0.0587(17) Uani 1 1 d . . . . .
H5WA H 0.8441 -0.0267 0.0276 0.070 Uiso 1 1 d R U . . .
H5WB H 0.8553 0.1039 -0.0294 0.070 Uiso 1 1 d R U . . .
C1 C 0.5571(9) 0.5934(8) 0.1504(3) 0.0328(15) Uani 1 1 d . . . . .
C2 C 0.4938(9) 0.6098(8) 0.2194(3) 0.0293(14) Uani 1 1 d . . . . .
H2A H 0.3728 0.5582 0.2208 0.035 Uiso 1 1 calc R U . . .
H2B H 0.5743 0.5444 0.2479 0.035 Uiso 1 1 calc R U . . .
C3 C 0.4396(7) 0.8301(8) 0.3042(3) 0.0263(13) Uani 1 1 d . . . . .
C4 C 0.3754(9) 0.6999(9) 0.3446(3) 0.0339(15) Uani 1 1 d . . . . .
H4 H 0.3647 0.5810 0.3295 0.041 Uiso 1 1 calc R U . . .
C5 C 0.3290(9) 0.7495(10) 0.4061(4) 0.0381(16) Uani 1 1 d . . . . .
H5 H 0.2893 0.6621 0.4330 0.046 Uiso 1 1 calc R U . . .
C6 C 0.3387(10) 0.9259(10) 0.4302(3) 0.0367(16) Uani 1 1 d . . . . .
H6 H 0.3008 0.9574 0.4717 0.044 Uiso 1 1 calc R U . . .
C7 C 0.4063(8) 1.0534(9) 0.3909(3) 0.0331(14) Uani 1 1 d . . . . .
C8 C 0.4555(8) 1.0091(8) 0.3276(3) 0.0280(13) Uani 1 1 d . . . . .
C9 C 1.0554(10) 0.7855(10) 0.1385(4) 0.0392(16) Uani 1 1 d . . . . .
C10 C 0.9977(9) 0.8030(10) 0.2093(3) 0.0372(16) Uani 1 1 d . . . . .
H10A H 1.0818 0.8823 0.2347 0.045 Uiso 1 1 calc R U . . .
H10B H 0.8778 0.8540 0.2106 0.045 Uiso 1 1 calc R U . . .
C11 C 0.9456(8) 0.6188(9) 0.2983(3) 0.0279(13) Uani 1 1 d . . . . .
C12 C 0.8791(9) 0.7599(9) 0.3373(4) 0.0386(16) Uani 1 1 d . . . . .
H12 H 0.8674 0.8720 0.3203 0.046 Uiso 1 1 calc R U . . .
C13 C 0.8307(9) 0.7359(11) 0.4002(4) 0.0409(17) Uani 1 1 d . . . . .
H13 H 0.7884 0.8313 0.4255 0.049 Uiso 1 1 calc R U . . .
C14 C 0.8458(10) 0.5645(12) 0.4261(4) 0.0450(19) Uani 1 1 d . . . . .
H14 H 0.8144 0.5487 0.4687 0.054 Uiso 1 1 calc R U . . .
C15 C 0.9069(9) 0.4194(10) 0.3887(3) 0.0361(16) Uani 1 1 d . . . . .
C16 C 0.9583(8) 0.4504(8) 0.3249(3) 0.0295(14) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C8 1.717(6) . ?
Cl2 C7 1.741(7) . ?
Cl3 C16 1.731(6) . ?
Cl4 C15 1.696(7) . ?
Mg1 O1 2.035(5) . ?
Mg1 O3W 2.060(6) . ?
Mg1 O1W 2.063(6) . ?
Mg1 O2W 2.091(7) . ?
Mg1 O4W 2.095(6) . ?
Mg1 O5W 2.098(6) . ?
O1 C1 1.243(8) . ?
O2 C1 1.243(9) . ?
O1W H1WA 0.9600 . ?
O1W H1WB 0.9600 . ?
O3 C3 1.370(7) . ?
O3 C2 1.435(7) . ?
O2W H2WA 0.9600 . ?
O2W H2WB 0.9600 . ?
O4 C9 1.244(10) . ?
O3W H3WA 0.9600 . ?
O3W H3WB 0.9600 . ?
O5 C9 1.237(10) . ?
O4W H4WA 0.9600 . ?
O4W H4WB 0.9600 . ?
O6 C11 1.349(8) . ?
O6 C10 1.426(9) . ?
O5W H5WA 0.9600 . ?
O5W H5WB 0.9600 . ?
C1 C2 1.515(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.402(9) . ?
C3 C8 1.403(9) . ?
C4 C5 1.361(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(10) . ?
C6 H6 0.9300 . ?
C7 C8 1.392(9) . ?
C9 C10 1.533(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.402(9) . ?
C11 C12 1.403(9) . ?
C12 C13 1.376(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.418(12) . ?
C13 H13 0.9300 . ?
C14 C15 1.393(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.410(9) . ?

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 Mg1 O3W 99.5(2) . . ?
O1 Mg1 O1W 81.9(2) . . ?
O3W Mg1 O1W 177.0(3) . . ?
O1 Mg1 O2W 93.1(3) . . ?
O3W Mg1 O2W 86.7(3) . . ?
O1W Mg1 O2W 95.8(3) . . ?
O1 Mg1 O4W 90.1(3) . . ?
O3W Mg1 O4W 88.9(3) . . ?
O1W Mg1 O4W 88.5(3) . . ?
O2W Mg1 O4W 174.9(3) . . ?
O1 Mg1 O5W 171.2(3) . . ?
O3W Mg1 O5W 89.1(2) . . ?
O1W Mg1 O5W 89.4(2) . . ?
O2W Mg1 O5W 89.0(3) . . ?
O4W Mg1 O5W 88.4(3) . . ?
C1 O1 Mg1 148.6(5) . . ?
Mg1 O1W H1WA 108.9 . . ?
Mg1 O1W H1WB 110.2 . . ?
H1WA O1W H1WB 109.5 . . ?
C3 O3 C2 117.0(5) . . ?
Mg1 O2W H2WA 109.4 . . ?
Mg1 O2W H2WB 108.8 . . ?
H2WA O2W H2WB 109.5 . . ?
Mg1 O3W H3WA 108.8 . . ?
Mg1 O3W H3WB 109.6 . . ?
H3WA O3W H3WB 109.5 . . ?
Mg1 O4W H4WA 110.2 . . ?
Mg1 O4W H4WB 109.2 . . ?
H4WA O4W H4WB 109.5 . . ?
C11 O6 C10 118.7(5) . . ?
Mg1 O5W H5WA 109.3 . . ?
Mg1 O5W H5WB 109.2 . . ?
H5WA O5W H5WB 109.5 . . ?
O2 C1 O1 124.8(6) . . ?
O2 C1 C2 120.9(5) . . ?
O1 C1 C2 114.3(6) . . ?
O3 C2 C1 110.3(5) . . ?
O3 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
O3 C2 H2B 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
O3 C3 C4 123.9(6) . . ?
O3 C3 C8 116.2(5) . . ?
C4 C3 C8 119.8(6) . . ?
C5 C4 C3 119.3(6) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 122.4(7) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C7 C6 C5 118.2(6) . . ?
C7 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
C6 C7 C8 121.4(6) . . ?
C6 C7 Cl2 118.7(5) . . ?
C8 C7 Cl2 119.9(6) . . ?
C7 C8 C3 118.8(6) . . ?
C7 C8 Cl1 121.5(5) . . ?
C3 C8 Cl1 119.6(5) . . ?
O5 C9 O4 126.5(7) . . ?
O5 C9 C10 114.3(6) . . ?
O4 C9 C10 119.2(7) . . ?
O6 C10 C9 109.8(6) . . ?
O6 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
O6 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
O6 C11 C16 117.0(5) . . ?
O6 C11 C12 125.0(6) . . ?
C16 C11 C12 118.0(6) . . ?
C13 C12 C11 121.4(7) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 119.5(7) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C15 C14 C13 121.2(7) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 117.6(7) . . ?
C14 C15 Cl4 120.9(6) . . ?
C16 C15 Cl4 121.5(5) . . ?
C11 C16 C15 122.3(6) . . ?
C11 C16 Cl3 118.0(5) . . ?
C15 C16 Cl3 119.6(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
Mg1 O1 C1 O2 18.0(15) . . . . ?
Mg1 O1 C1 C2 -160.2(8) . . . . ?
C3 O3 C2 C1 -179.4(5) . . . . ?
O2 C1 C2 O3 -3.2(9) . . . . ?
O1 C1 C2 O3 175.1(6) . . . . ?
C2 O3 C3 C4 -4.8(8) . . . . ?
C2 O3 C3 C8 174.2(5) . . . . ?
O3 C3 C4 C5 179.0(6) . . . . ?
C8 C3 C4 C5 0.1(9) . . . . ?
C3 C4 C5 C6 1.5(10) . . . . ?
C4 C5 C6 C7 -3.1(10) . . . . ?
C5 C6 C7 C8 3.1(10) . . . . ?
C5 C6 C7 Cl2 -178.4(5) . . . . ?
C6 C7 C8 C3 -1.5(9) . . . . ?
Cl2 C7 C8 C3 179.9(4) . . . . ?
C6 C7 C8 Cl1 -178.4(5) . . . . ?
Cl2 C7 C8 Cl1 3.1(8) . . . . ?
O3 C3 C8 C7 -179.1(5) . . . . ?
C4 C3 C8 C7 -0.1(9) . . . . ?
O3 C3 C8 Cl1 -2.2(7) . . . . ?
C4 C3 C8 Cl1 176.8(5) . . . . ?
C11 O6 C10 C9 -179.1(5) . . . . ?
O5 C9 C10 O6 -175.8(6) . . . . ?
O4 C9 C10 O6 2.0(9) . . . . ?
C10 O6 C11 C16 -175.3(6) . . . . ?
C10 O6 C11 C12 6.0(9) . . . . ?
O6 C11 C12 C13 179.9(6) . . . . ?
C16 C11 C12 C13 1.2(10) . . . . ?
C11 C12 C13 C14 -0.9(10) . . . . ?
C12 C13 C14 C15 -0.7(11) . . . . ?
C13 C14 C15 C16 1.9(10) . . . . ?
C13 C14 C15 Cl4 -179.9(5) . . . . ?
O6 C11 C16 C15 -178.8(6) . . . . ?
C12 C11 C16 C15 0.0(9) . . . . ?
O6 C11 C16 Cl3 2.7(8) . . . . ?
C12 C11 C16 Cl3 -178.5(5) . . . . ?
C14 C15 C16 C11 -1.6(9) . . . . ?
Cl4 C15 C16 C11 -179.8(5) . . . . ?
C14 C15 C16 Cl3 176.9(5) . . . . ?
Cl4 C15 C16 Cl3 -1.3(8) . . . . ?

_refine_diff_density_max         0.724
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.154

_shelxl_version_number           2013-3

