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

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

data_1a
_database_code_depnum_ccdc_archive 'CCDC 993258'
_audit_update_record             
;
2014-12-09 deposited with the CCDC.
2015-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H9 Cl6 N O2 W'
_chemical_formula_weight         511.68
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   6.6352(8)
_cell_length_b                   13.0006(16)
_cell_length_c                   15.6451(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1349.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6336
_cell_measurement_theta_min      2.604
_cell_measurement_theta_max      28.4115

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    9.726
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3052
_exptl_absorpt_correction_T_max  0.4142
_exptl_absorpt_process_details   
; 
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption correction SADABS).
 R(int) =  0.1589 (selected reflections only, before parameter refinement)
 R(int) =  0.0701 (selected reflections only, after parameter refinement)
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11655
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.04
_diffrn_reflns_theta_max         28.63
_reflns_number_total             3260
_reflns_number_gt                3151
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1996)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'

_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. The following restraints
 were applied (given as SHELXL lines): 
 dfix 0.89 n1 h10 n1 h11
;

_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)+(0.0054P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.015(7)
_refine_ls_number_reflns         3260
_refine_ls_number_parameters     142
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0248
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0463
_refine_ls_wR_factor_gt          0.0460
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1440(7) 0.2293(4) 0.2173(3) 0.0176(10) Uani 1 1 d . . .
C2 C 0.0817(7) 0.2240(4) 0.2171(3) 0.0165(10) Uani 1 1 d . . .
H2 H 0.1285 0.1509 0.2183 0.020 Uiso 1 1 calc R . .
C3 C 0.1797(7) 0.2861(4) 0.2898(3) 0.0217(11) Uani 1 1 d . . .
H3A H 0.0944 0.2852 0.3417 0.026 Uiso 1 1 calc R . .
H3B H 0.3144 0.2583 0.3043 0.026 Uiso 1 1 calc R . .
C4 C 0.1960(7) 0.3938(4) 0.2535(3) 0.0223(11) Uani 1 1 d . . .
H4A H 0.2951 0.4354 0.2859 0.027 Uiso 1 1 calc R . .
H4B H 0.0639 0.4292 0.2545 0.027 Uiso 1 1 calc R . .
C5 C 0.2665(7) 0.3754(3) 0.1624(3) 0.0203(9) Uani 1 1 d . . .
H5A H 0.4143 0.3652 0.1602 0.024 Uiso 1 1 calc R . .
H5B H 0.2296 0.4337 0.1249 0.024 Uiso 1 1 calc R . .
Cl1 Cl -0.2484(2) 0.16158(9) 0.30499(8) 0.0297(3) Uani 1 1 d . . .
Cl2 Cl 0.04482(15) -0.13235(8) 0.53331(8) 0.0175(2) Uani 1 1 d . . .
Cl3 Cl -0.07786(17) 0.11320(9) 0.51939(8) 0.0234(3) Uani 1 1 d . . .
Cl4 Cl 0.2500(2) 0.01913(8) 0.38494(6) 0.0242(2) Uani 1 1 d . . .
Cl5 Cl 0.51834(16) -0.06511(9) 0.54724(7) 0.0212(3) Uani 1 1 d . . .
Cl6 Cl 0.18891(16) 0.03203(10) 0.67886(7) 0.0206(2) Uani 1 1 d . . .
N1 N 0.1555(6) 0.2780(3) 0.1364(3) 0.0180(9) Uani 1 1 d D . .
H10 H 0.241(6) 0.238(3) 0.108(3) 0.022 Uiso 1 1 d D . .
H11 H 0.042(5) 0.291(4) 0.108(3) 0.022 Uiso 1 1 d D . .
O1 O 0.3694(5) 0.1507(2) 0.5339(2) 0.0279(8) Uani 1 1 d . . .
O2 O -0.2468(5) 0.2722(2) 0.1675(2) 0.0232(7) Uani 1 1 d . . .
W1 W 0.23578(3) 0.040468(13) 0.531128(11) 0.01417(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.023(3) 0.012(3) 0.018(3) -0.006(2) 0.002(2) -0.0015(19)
C2 0.022(2) 0.015(2) 0.012(2) 0.0005(19) 0.0005(19) 0.0068(19)
C3 0.020(2) 0.033(3) 0.012(3) -0.003(2) -0.0043(18) 0.001(2)
C4 0.017(2) 0.026(3) 0.024(3) -0.008(2) -0.0017(19) -0.003(2)
C5 0.017(2) 0.022(2) 0.022(2) -0.0027(18) 0.000(2) -0.001(2)
Cl1 0.0345(7) 0.0256(6) 0.0289(7) 0.0075(5) 0.0061(7) -0.0018(7)
Cl2 0.0221(5) 0.0131(5) 0.0174(6) 0.0019(5) -0.0036(5) -0.0016(4)
Cl3 0.0307(6) 0.0208(6) 0.0186(7) 0.0025(5) -0.0011(5) 0.0087(5)
Cl4 0.0391(6) 0.0223(6) 0.0111(5) 0.0015(4) 0.0032(6) 0.0056(6)
Cl5 0.0195(5) 0.0237(7) 0.0203(7) 0.0033(5) 0.0039(4) 0.0013(4)
Cl6 0.0240(5) 0.0255(6) 0.0124(6) -0.0026(5) -0.0014(4) 0.0044(5)
N1 0.021(2) 0.021(2) 0.012(2) -0.0017(18) 0.0013(16) 0.0073(17)
O1 0.0356(19) 0.0173(19) 0.031(2) -0.0013(17) -0.0022(18) -0.0064(14)
O2 0.0250(17) 0.0219(16) 0.0228(17) -0.0012(13) -0.0024(18) 0.0030(18)
W1 0.02173(9) 0.01113(8) 0.00966(9) 0.00014(7) 0.00028(8) -0.00107(8)

_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
C1 O2 1.177(5) . ?
C1 C2 1.499(6) . ?
C1 Cl1 1.772(5) . ?
C2 N1 1.525(6) . ?
C2 C3 1.539(6) . ?
C2 H2 1.0000 . ?
C3 C4 1.515(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.519(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.520(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
Cl2 W1 2.5796(11) . ?
Cl3 W1 2.2931(11) . ?
Cl4 W1 2.3058(11) . ?
Cl5 W1 2.3372(11) . ?
Cl6 W1 2.3347(12) . ?
N1 H10 0.885(19) . ?
N1 H11 0.891(19) . ?
O1 W1 1.685(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 C2 126.9(5) . . ?
O2 C1 Cl1 121.5(4) . . ?
C2 C1 Cl1 111.7(4) . . ?
C1 C2 N1 107.5(4) . . ?
C1 C2 C3 113.4(4) . . ?
N1 C2 C3 103.6(4) . . ?
C1 C2 H2 110.7 . . ?
N1 C2 H2 110.7 . . ?
C3 C2 H2 110.7 . . ?
C4 C3 C2 103.8(4) . . ?
C4 C3 H3A 111.0 . . ?
C2 C3 H3A 111.0 . . ?
C4 C3 H3B 111.0 . . ?
C2 C3 H3B 111.0 . . ?
H3A C3 H3B 109.0 . . ?
C3 C4 C5 103.1(4) . . ?
C3 C4 H4A 111.1 . . ?
C5 C4 H4A 111.1 . . ?
C3 C4 H4B 111.1 . . ?
C5 C4 H4B 111.1 . . ?
H4A C4 H4B 109.1 . . ?
C4 C5 N1 103.5(4) . . ?
C4 C5 H5A 111.1 . . ?
N1 C5 H5A 111.1 . . ?
C4 C5 H5B 111.1 . . ?
N1 C5 H5B 111.1 . . ?
H5A C5 H5B 109.0 . . ?
C5 N1 C2 108.5(3) . . ?
C5 N1 H10 108(3) . . ?
C2 N1 H10 110(3) . . ?
C5 N1 H11 113(3) . . ?
C2 N1 H11 103(3) . . ?
H10 N1 H11 113(4) . . ?
O1 W1 Cl3 97.42(11) . . ?
O1 W1 Cl4 96.09(13) . . ?
Cl3 W1 Cl4 90.42(5) . . ?
O1 W1 Cl6 94.86(13) . . ?
Cl3 W1 Cl6 88.73(4) . . ?
Cl4 W1 Cl6 169.04(4) . . ?
O1 W1 Cl5 94.26(12) . . ?
Cl3 W1 Cl5 168.17(4) . . ?
Cl4 W1 Cl5 90.20(4) . . ?
Cl6 W1 Cl5 88.42(4) . . ?
O1 W1 Cl2 176.77(12) . . ?
Cl3 W1 Cl2 85.09(4) . . ?
Cl4 W1 Cl2 85.90(4) . . ?
Cl6 W1 Cl2 83.14(4) . . ?
Cl5 W1 Cl2 83.17(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 N1 -4.1(7) . . . . ?
Cl1 C1 C2 N1 176.2(3) . . . . ?
O2 C1 C2 C3 109.7(6) . . . . ?
Cl1 C1 C2 C3 -69.9(4) . . . . ?
C1 C2 C3 C4 -85.8(5) . . . . ?
N1 C2 C3 C4 30.4(4) . . . . ?
C2 C3 C4 C5 -42.2(4) . . . . ?
C3 C4 C5 N1 36.9(4) . . . . ?
C4 C5 N1 C2 -18.1(5) . . . . ?
C1 C2 N1 C5 112.8(4) . . . . ?
C3 C2 N1 C5 -7.5(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H10 Cl2 0.885(19) 2.300(19) 3.185(4) 179(4) 2_554
N1 H11 O2 0.891(19) 2.14(4) 2.714(5) 121(4) .
N1 H11 Cl2 0.891(19) 2.49(4) 3.190(4) 136(4) 3

_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_theta_full        28.63
_diffrn_measured_fraction_theta_full 0.974
_refine_diff_density_max         1.185
_refine_diff_density_min         -1.596
_refine_diff_density_rms         0.176
####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 1038415'
_audit_update_record             
;
2014-12-09 deposited with the CCDC.
2015-04-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H7 Cl6 N O2 W'
_chemical_formula_weight         485.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 '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                   11.0913(14)
_cell_length_b                   9.9771(13)
_cell_length_c                   11.5383(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.230(2)
_cell_angle_gamma                90.00
_cell_volume                     1232.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2839
_cell_measurement_theta_min      2.7415
_cell_measurement_theta_max      26.526

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    10.647
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2502
_exptl_absorpt_correction_T_max  0.3615
_exptl_absorpt_process_details   
;
 Data were corrected for Lorentz polarization and absorption
 effects (empirical absorption corrections SADABS).
 R(int) = 0.1421 (selected reflections only, before parameter refinement)
 R(int) = 0.0507 (selected reflections only, after parameter refinement)
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9193
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2410
_reflns_number_gt                2072
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_cell_refinement       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1996)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'

_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. The following restraints
 were applied (given as SHELXL lines):  
 DFIX 0.87 0.02 N1 H11  N1 H12
;

_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)+(0.0329P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2410
_refine_ls_number_parameters     124
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0635
_refine_ls_wR_factor_gt          0.0609
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2592(6) 0.6099(6) 0.6698(5) 0.0244(13) Uani 1 1 d . . .
C2 C 0.3063(5) 0.6662(6) 0.5693(5) 0.0216(13) Uani 1 1 d . . .
H2A H 0.3134 0.5938 0.5127 0.026 Uiso 1 1 calc R . .
H2B H 0.2472 0.7343 0.5247 0.026 Uiso 1 1 calc R . .
C3 C 0.4898(6) 0.7853(6) 0.5296(5) 0.0254(13) Uani 1 1 d . . .
H3A H 0.5717 0.8226 0.5703 0.038 Uiso 1 1 calc R . .
H3B H 0.4364 0.8563 0.4846 0.038 Uiso 1 1 calc R . .
H3C H 0.5002 0.7145 0.4742 0.038 Uiso 1 1 calc R . .
Cl1 Cl 0.31500(13) 0.27268(14) 0.66975(12) 0.0207(3) Uani 1 1 d . . .
Cl2 Cl 0.22150(14) 0.01320(14) 0.50388(12) 0.0239(3) Uani 1 1 d . . .
Cl3 Cl 0.18475(13) 0.15772(15) 0.87005(12) 0.0239(3) Uani 1 1 d . . .
Cl4 Cl 0.09206(14) -0.10714(14) 0.70371(13) 0.0259(3) Uani 1 1 d . . .
Cl5 Cl 0.39358(13) -0.02581(14) 0.78768(12) 0.0204(3) Uani 1 1 d . . .
Cl6 Cl 0.10831(14) 0.54697(17) 0.62129(15) 0.0331(4) Uani 1 1 d . . .
N1 N 0.4306(5) 0.7281(5) 0.6206(4) 0.0190(10) Uani 1 1 d D . .
H11 H 0.420(6) 0.793(4) 0.669(4) 0.023 Uiso 1 1 d D . .
H12 H 0.476(5) 0.660(4) 0.656(5) 0.023 Uiso 1 1 d D . .
O1 O 0.0471(4) 0.1765(4) 0.6088(3) 0.0263(10) Uani 1 1 d . . .
O2 O 0.3172(4) 0.6086(4) 0.7723(4) 0.0316(11) Uani 1 1 d . . .
W1 W 0.17935(2) 0.09504(2) 0.677391(19) 0.01736(9) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.021(3) 0.023(3) 0.030(3) -0.009(3) 0.007(3) -0.005(3)
C2 0.017(3) 0.024(3) 0.022(3) -0.006(2) 0.002(2) 0.000(3)
C3 0.023(3) 0.034(4) 0.021(3) 0.002(3) 0.009(3) -0.002(3)
Cl1 0.0196(7) 0.0197(7) 0.0223(7) 0.0020(6) 0.0047(6) -0.0015(6)
Cl2 0.0245(8) 0.0271(8) 0.0201(7) -0.0033(6) 0.0060(6) 0.0012(6)
Cl3 0.0208(8) 0.0296(8) 0.0235(7) -0.0067(6) 0.0100(6) -0.0030(6)
Cl4 0.0216(8) 0.0236(8) 0.0338(8) -0.0038(6) 0.0099(6) -0.0066(6)
Cl5 0.0162(7) 0.0211(7) 0.0227(7) -0.0007(6) 0.0031(5) 0.0011(6)
Cl6 0.0175(8) 0.0338(9) 0.0490(10) -0.0060(7) 0.0104(7) -0.0039(7)
N1 0.020(3) 0.018(3) 0.020(2) -0.002(2) 0.006(2) -0.002(2)
O1 0.021(2) 0.028(2) 0.029(2) -0.0023(18) 0.0035(18) -0.0005(19)
O2 0.031(3) 0.039(3) 0.026(2) 0.001(2) 0.0085(19) -0.010(2)
W1 0.01320(14) 0.01976(14) 0.01929(13) -0.00205(9) 0.00455(9) 0.00019(10)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.188(7) . ?
C1 C2 1.500(8) . ?
C1 Cl6 1.737(6) . ?
C2 N1 1.485(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N1 1.490(7) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
Cl1 W1 2.3414(14) . ?
Cl2 W1 2.3206(14) . ?
Cl3 W1 2.2948(13) . ?
Cl4 W1 2.2920(14) . ?
Cl5 W1 2.6703(14) . ?
N1 H11 0.877(19) . ?
N1 H12 0.876(19) . ?
O1 W1 1.681(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
O2 C1 C2 124.5(6) . . ?
O2 C1 Cl6 122.7(5) . . ?
C2 C1 Cl6 112.8(4) . . ?
N1 C2 C1 108.8(4) . . ?
N1 C2 H2A 109.9 . . ?
C1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 N1 C3 114.4(4) . . ?
C2 N1 H11 107(4) . . ?
C3 N1 H11 109(4) . . ?
C2 N1 H12 103(4) . . ?
C3 N1 H12 109(4) . . ?
H11 N1 H12 115(5) . . ?
O1 W1 Cl4 98.11(14) . . ?
O1 W1 Cl3 97.00(14) . . ?
Cl4 W1 Cl3 90.91(5) . . ?
O1 W1 Cl2 96.46(14) . . ?
Cl4 W1 Cl2 89.57(5) . . ?
Cl3 W1 Cl2 166.33(5) . . ?
O1 W1 Cl1 96.09(14) . . ?
Cl4 W1 Cl1 165.73(5) . . ?
Cl3 W1 Cl1 88.67(5) . . ?
Cl2 W1 Cl1 87.52(5) . . ?
O1 W1 Cl5 177.94(14) . . ?
Cl4 W1 Cl5 83.88(5) . . ?
Cl3 W1 Cl5 82.41(5) . . ?
Cl2 W1 Cl5 84.06(5) . . ?
Cl1 W1 Cl5 81.93(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
O2 C1 C2 N1 -4.4(8) . . . . ?
Cl6 C1 C2 N1 175.0(4) . . . . ?
C1 C2 N1 C3 178.6(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H11 Cl5 0.877(19) 2.34(2) 3.214(5) 176(5) 1_565
N1 H12 Cl5 0.876(19) 2.34(2) 3.202(5) 168(5) 2_656

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.282
_refine_diff_density_min         -1.010
_refine_diff_density_rms         0.178

