# 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_CW002
_database_code_depnum_ccdc_archive 'CCDC 1434396'
_audit_update_record             
;
2015-10-30 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_STRVA01_CW002               
;
PROBLEM: Flack test results are ambiguous.
RESPONSE: Flack parameter value of 0.495(16). See _refine_special_details for
more information on the refinement.
;

# end Validation Reply Form
_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H26 Cl N W'
_chemical_formula_sum            'C15 H26 Cl N W'
_chemical_formula_weight         439.67

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'
N N 0.0061 0.0033 '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'

_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                   13.16690(10)
_cell_length_b                   12.75720(10)
_cell_length_c                   20.0394(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3366.07(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4284
_cell_measurement_theta_min      5
_cell_measurement_theta_max      27

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.180
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_F_000             1712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    7.008
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_radiation_monochromator  graphite
__diffrn_measurement_method      \w
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64889
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         5.114
_diffrn_reflns_theta_max         27.512
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             7358
_reflns_number_gt                6627
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.946
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    
;
Palatinus, L.; Chapuis, G. J. Appl. Cryst. 2007, 40, 786-790.
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0456P)²+7.9093P] 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_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.495(16)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7358
_refine_ls_number_parameters     340
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0728
_refine_ls_wR_factor_gt          0.0694
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_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
W1 W 0.84449(2) 0.71456(2) 0.82877(2) 0.02488(9) Uani 1 1 d . . . . .
Cl1 Cl 0.8718(2) 0.8984(2) 0.80627(15) 0.0507(7) Uani 1 1 d . . . . .
N1 N 0.8362(5) 0.5814(7) 0.8462(4) 0.0272(19) Uani 1 1 d . . . . .
C1 C 0.9200(8) 0.7437(9) 0.9199(8) 0.037(3) Uani 1 1 d . . . . .
H1A H 0.9440 0.6773 0.9388 0.056 Uiso 1 1 calc R U . . .
H1B H 0.8729 0.7771 0.9513 0.056 Uiso 1 1 calc R U . . .
H1C H 0.9779 0.7902 0.9120 0.056 Uiso 1 1 calc R U . . .
C2 C 0.9226(7) 0.6895(10) 0.7388(6) 0.036(2) Uani 1 1 d . . . . .
H2A H 0.9942 0.7085 0.7445 0.054 Uiso 1 1 calc R U . . .
H2B H 0.8924 0.7328 0.7036 0.054 Uiso 1 1 calc R U . . .
H2C H 0.9176 0.6154 0.7263 0.054 Uiso 1 1 calc R U . . .
C3 C 0.6871(7) 0.7468(7) 0.8257(10) 0.040(3) Uani 1 1 d . . . . .
H3A H 0.6512 0.6870 0.8061 0.061 Uiso 1 1 calc R U . . .
H3B H 0.6751 0.8094 0.7985 0.061 Uiso 1 1 calc R U . . .
H3C H 0.6621 0.7590 0.8711 0.061 Uiso 1 1 calc R U . . .
C4 C 0.8433(6) 0.4740(7) 0.8618(5) 0.0244(19) Uani 1 1 d . . . . .
C5 C 0.9382(7) 0.4290(7) 0.8758(4) 0.0256(17) Uani 1 1 d . . . . .
C6 C 0.9418(7) 0.3253(7) 0.8964(5) 0.0286(18) Uani 1 1 d . . . . .
H6 H 1.0057 0.2945 0.9065 0.034 Uiso 1 1 calc R U . . .
C7 C 0.8539(7) 0.2651(9) 0.9027(6) 0.030(2) Uani 1 1 d . . . . .
H7 H 0.8574 0.1944 0.9174 0.036 Uiso 1 1 calc R U . . .
C8 C 0.7605(7) 0.3113(7) 0.8868(5) 0.0314(19) Uani 1 1 d . . . . .
H8 H 0.7002 0.2707 0.8905 0.038 Uiso 1 1 calc R U . . .
C9 C 0.7536(7) 0.4139(7) 0.8660(4) 0.0260(17) Uani 1 1 d . . . . .
C10 C 1.0382(6) 0.4897(7) 0.8669(4) 0.0291(19) Uani 1 1 d . . . . .
H10 H 1.0209 0.5637 0.8550 0.035 Uiso 1 1 calc R U . . .
C11 C 1.1020(7) 0.4920(9) 0.9305(6) 0.039(2) Uani 1 1 d . . . . .
H11A H 1.0625 0.5238 0.9667 0.059 Uiso 1 1 calc R U . . .
H11B H 1.1636 0.5335 0.9227 0.059 Uiso 1 1 calc R U . . .
H11C H 1.1209 0.4203 0.9429 0.059 Uiso 1 1 calc R U . . .
C12 C 1.0987(8) 0.4431(9) 0.8096(6) 0.041(3) Uani 1 1 d . . . . .
H12A H 1.1239 0.3737 0.8223 0.061 Uiso 1 1 calc R U . . .
H12B H 1.1562 0.4890 0.7991 0.061 Uiso 1 1 calc R U . . .
H12C H 1.0549 0.4367 0.7702 0.061 Uiso 1 1 calc R U . . .
C13 C 0.6502(6) 0.4607(7) 0.8480(4) 0.0297(19) Uani 1 1 d . . . . .
H13 H 0.6624 0.5319 0.8287 0.036 Uiso 1 1 calc R U . . .
C14 C 0.5829(8) 0.4742(12) 0.9094(6) 0.049(3) Uani 1 1 d . . . . .
H14A H 0.5731 0.4061 0.9310 0.074 Uiso 1 1 calc R U . . .
H14B H 0.5169 0.5027 0.8959 0.074 Uiso 1 1 calc R U . . .
H14C H 0.6156 0.5226 0.9407 0.074 Uiso 1 1 calc R U . . .
C15 C 0.5966(8) 0.3956(10) 0.7952(6) 0.045(3) Uani 1 1 d . . . . .
H15A H 0.6418 0.3859 0.7569 0.067 Uiso 1 1 calc R U . . .
H15B H 0.5347 0.4317 0.7809 0.067 Uiso 1 1 calc R U . . .
H15C H 0.5788 0.3270 0.8139 0.067 Uiso 1 1 calc R U . . .
W2 W 0.91547(2) 1.21483(2) 0.63138(2) 0.02468(9) Uani 1 1 d . . . . .
Cl2 Cl 0.8865(2) 1.3988(2) 0.65180(17) 0.0526(7) Uani 1 1 d . . . . .
N2 N 0.9255(5) 1.0810(7) 0.6142(4) 0.0277(19) Uani 1 1 d . . . . .
C16 C 0.8374(8) 1.1879(10) 0.7212(6) 0.039(2) Uani 1 1 d . . . . .
H16A H 0.8221 1.1130 0.7255 0.058 Uiso 1 1 calc R U . . .
H16B H 0.7739 1.2280 0.7213 0.058 Uiso 1 1 calc R U . . .
H16C H 0.8797 1.2103 0.7589 0.058 Uiso 1 1 calc R U . . .
C17 C 1.0714(7) 1.2497(7) 0.6333(11) 0.039(2) Uani 1 1 d . . . . .
H17A H 1.1100 1.1887 0.6177 0.058 Uiso 1 1 calc R U . . .
H17B H 1.0919 1.2669 0.6790 0.058 Uiso 1 1 calc R U . . .
H17C H 1.0851 1.3096 0.6041 0.058 Uiso 1 1 calc R U . . .
C18 C 0.8365(7) 1.2416(9) 0.5410(8) 0.034(3) Uani 1 1 d . . . . .
H18A H 0.7647 1.2549 0.5506 0.050 Uiso 1 1 calc R U . . .
H18B H 0.8426 1.1797 0.5122 0.050 Uiso 1 1 calc R U . . .
H18C H 0.8658 1.3025 0.5182 0.050 Uiso 1 1 calc R U . . .
C19 C 0.9186(6) 0.9756(7) 0.5972(5) 0.0234(18) Uani 1 1 d . . . . .
C20 C 1.0100(7) 0.9178(7) 0.5891(4) 0.0277(18) Uani 1 1 d . . . . .
C21 C 1.0014(8) 0.8123(8) 0.5677(5) 0.033(2) Uani 1 1 d . . . . .
H21 H 1.0611 0.7720 0.5606 0.039 Uiso 1 1 calc R U . . .
C22 C 0.9089(7) 0.7680(10) 0.5571(7) 0.034(2) Uani 1 1 d . . . . .
H22 H 0.9050 0.6969 0.5433 0.041 Uiso 1 1 calc R U . . .
C23 C 0.8201(8) 0.8246(8) 0.5661(5) 0.0302(18) Uani 1 1 d . . . . .
H23 H 0.7565 0.7917 0.5582 0.036 Uiso 1 1 calc R U . . .
C24 C 0.8227(7) 0.9300(7) 0.5869(4) 0.0259(17) Uani 1 1 d . . . . .
C25 C 1.1126(7) 0.9640(7) 0.6040(5) 0.034(2) Uani 1 1 d . . . . .
H25 H 1.1019 1.0380 0.6187 0.041 Uiso 1 1 calc R U . . .
C26 C 1.1639(8) 0.9055(10) 0.6615(6) 0.043(3) Uani 1 1 d . . . . .
H26A H 1.1164 0.8995 0.6990 0.065 Uiso 1 1 calc R U . . .
H26B H 1.2243 0.9443 0.6759 0.065 Uiso 1 1 calc R U . . .
H26C H 1.1839 0.8354 0.6466 0.065 Uiso 1 1 calc R U . . .
C27 C 1.1801(8) 0.9666(11) 0.5426(6) 0.047(3) Uani 1 1 d . . . . .
H27A H 1.1896 0.8951 0.5257 0.071 Uiso 1 1 calc R U . . .
H27B H 1.2462 0.9966 0.5543 0.071 Uiso 1 1 calc R U . . .
H27C H 1.1480 1.0096 0.5080 0.071 Uiso 1 1 calc R U . . .
C28 C 0.7239(6) 0.9868(7) 0.5989(4) 0.0273(17) Uani 1 1 d . . . . .
H28 H 0.7406 1.0592 0.6147 0.033 Uiso 1 1 calc R U . . .
C29 C 0.6621(8) 0.9327(9) 0.6541(6) 0.041(3) Uani 1 1 d . . . . .
H29A H 0.6017 0.9747 0.6642 0.062 Uiso 1 1 calc R U . . .
H29B H 0.7039 0.9260 0.6943 0.062 Uiso 1 1 calc R U . . .
H29C H 0.6413 0.8629 0.6389 0.062 Uiso 1 1 calc R U . . .
C30 C 0.6603(7) 0.9970(10) 0.5356(6) 0.040(2) Uani 1 1 d . . . . .
H30A H 0.6450 0.9270 0.5181 0.060 Uiso 1 1 calc R U . . .
H30B H 0.6983 1.0369 0.5021 0.060 Uiso 1 1 calc R U . . .
H30C H 0.5968 1.0335 0.5460 0.060 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
W1 N1 1.738(9) . ?
W1 C2 2.100(11) . ?
W1 C3 2.113(9) . ?
W1 C1 2.113(15) . ?
W1 Cl1 2.416(2) . ?
N1 C4 1.408(13) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.404(12) . ?
C4 C9 1.410(12) . ?
C5 C6 1.387(13) . ?
C5 C10 1.538(12) . ?
C6 C7 1.394(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.401(14) . ?
C7 H7 0.9500 . ?
C8 C9 1.376(13) . ?
C8 H8 0.9500 . ?
C9 C13 1.531(12) . ?
C10 C12 1.519(14) . ?
C10 C11 1.526(13) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.518(14) . ?
C13 C14 1.526(15) . ?
C13 H13 1.0000 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
W2 N2 1.747(9) . ?
W2 C16 2.102(12) . ?
W2 C17 2.101(9) . ?
W2 C18 2.117(14) . ?
W2 Cl2 2.413(3) . ?
N2 C19 1.390(12) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C24 1.406(12) . ?
C19 C20 1.420(11) . ?
C20 C21 1.417(12) . ?
C20 C25 1.505(12) . ?
C21 C22 1.360(15) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(14) . ?
C22 H22 0.9500 . ?
C23 C24 1.408(13) . ?
C23 H23 0.9500 . ?
C24 C28 1.508(12) . ?
C25 C26 1.529(14) . ?
C25 C27 1.519(15) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.526(13) . ?
C28 C29 1.536(14) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
N1 W1 C2 93.1(4) . . ?
N1 W1 C3 97.8(3) . . ?
C2 W1 C3 119.0(6) . . ?
N1 W1 C1 91.6(4) . . ?
C2 W1 C1 122.6(4) . . ?
C3 W1 C1 116.9(6) . . ?
N1 W1 Cl1 175.0(2) . . ?
C2 W1 Cl1 85.1(3) . . ?
C3 W1 Cl1 87.2(3) . . ?
C1 W1 Cl1 85.4(3) . . ?
C4 N1 W1 172.5(6) . . ?
W1 C1 H1A 109.5 . . ?
W1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
W1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
W1 C2 H2A 109.5 . . ?
W1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
W1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
W1 C3 H3A 109.5 . . ?
W1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
W1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 120.1(8) . . ?
C5 C4 C9 120.7(9) . . ?
N1 C4 C9 119.2(7) . . ?
C6 C5 C4 118.7(9) . . ?
C6 C5 C10 119.1(8) . . ?
C4 C5 C10 122.2(8) . . ?
C5 C6 C7 121.6(9) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C8 118.5(10) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C9 C8 C7 121.7(9) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C4 118.7(8) . . ?
C8 C9 C13 120.0(8) . . ?
C4 C9 C13 121.2(8) . . ?
C12 C10 C11 110.5(8) . . ?
C12 C10 C5 109.8(8) . . ?
C11 C10 C5 112.6(7) . . ?
C12 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
C5 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C15 C13 C14 110.7(9) . . ?
C15 C13 C9 111.4(8) . . ?
C14 C13 C9 111.7(7) . . ?
C15 C13 H13 107.6 . . ?
C14 C13 H13 107.6 . . ?
C9 C13 H13 107.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 W2 C16 92.7(4) . . ?
N2 W2 C17 97.9(4) . . ?
C16 W2 C17 119.8(7) . . ?
N2 W2 C18 91.5(4) . . ?
C16 W2 C18 121.3(4) . . ?
C17 W2 C18 117.5(6) . . ?
N2 W2 Cl2 175.0(2) . . ?
C16 W2 Cl2 86.3(4) . . ?
C17 W2 Cl2 86.9(3) . . ?
C18 W2 Cl2 84.9(3) . . ?
C19 N2 W2 171.5(6) . . ?
W2 C16 H16A 109.5 . . ?
W2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
W2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
W2 C17 H17A 109.5 . . ?
W2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
W2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
W2 C18 H18A 109.5 . . ?
W2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
W2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 C24 119.6(7) . . ?
N2 C19 C20 118.4(7) . . ?
C24 C19 C20 122.0(8) . . ?
C21 C20 C19 117.4(8) . . ?
C21 C20 C25 120.2(8) . . ?
C19 C20 C25 122.3(7) . . ?
C22 C21 C20 120.9(9) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 121.3(11) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 121.0(9) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C23 117.4(8) . . ?
C19 C24 C28 123.5(8) . . ?
C23 C24 C28 119.0(8) . . ?
C20 C25 C26 110.8(8) . . ?
C20 C25 C27 111.9(8) . . ?
C26 C25 C27 111.3(8) . . ?
C20 C25 H25 107.5 . . ?
C26 C25 H25 107.5 . . ?
C27 C25 H25 107.5 . . ?
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 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 C30 112.4(8) . . ?
C24 C28 C29 110.9(8) . . ?
C30 C28 C29 110.2(8) . . ?
C24 C28 H28 107.7 . . ?
C30 C28 H28 107.7 . . ?
C29 C28 H28 107.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
N1 C4 C5 C6 174.7(8) . . . . ?
C9 C4 C5 C6 -2.6(13) . . . . ?
N1 C4 C5 C10 -7.2(13) . . . . ?
C9 C4 C5 C10 175.5(8) . . . . ?
C4 C5 C6 C7 0.8(14) . . . . ?
C10 C5 C6 C7 -177.4(9) . . . . ?
C5 C6 C7 C8 0.8(16) . . . . ?
C6 C7 C8 C9 -0.6(17) . . . . ?
C7 C8 C9 C4 -1.1(15) . . . . ?
C7 C8 C9 C13 178.9(9) . . . . ?
C5 C4 C9 C8 2.7(13) . . . . ?
N1 C4 C9 C8 -174.6(9) . . . . ?
C5 C4 C9 C13 -177.3(8) . . . . ?
N1 C4 C9 C13 5.5(13) . . . . ?
C6 C5 C10 C12 66.3(11) . . . . ?
C4 C5 C10 C12 -111.8(10) . . . . ?
C6 C5 C10 C11 -57.3(11) . . . . ?
C4 C5 C10 C11 124.6(9) . . . . ?
C8 C9 C13 C15 -55.0(12) . . . . ?
C4 C9 C13 C15 124.9(10) . . . . ?
C8 C9 C13 C14 69.4(12) . . . . ?
C4 C9 C13 C14 -110.7(10) . . . . ?
N2 C19 C20 C21 -176.0(8) . . . . ?
C24 C19 C20 C21 2.3(14) . . . . ?
N2 C19 C20 C25 5.5(13) . . . . ?
C24 C19 C20 C25 -176.3(8) . . . . ?
C19 C20 C21 C22 -1.7(15) . . . . ?
C25 C20 C21 C22 176.8(11) . . . . ?
C20 C21 C22 C23 0.8(19) . . . . ?
C21 C22 C23 C24 -0.3(19) . . . . ?
N2 C19 C24 C23 176.5(8) . . . . ?
C20 C19 C24 C23 -1.8(14) . . . . ?
N2 C19 C24 C28 -5.5(14) . . . . ?
C20 C19 C24 C28 176.2(8) . . . . ?
C22 C23 C24 C19 0.8(15) . . . . ?
C22 C23 C24 C28 -177.3(10) . . . . ?
C21 C20 C25 C26 -62.1(12) . . . . ?
C19 C20 C25 C26 116.4(10) . . . . ?
C21 C20 C25 C27 62.8(12) . . . . ?
C19 C20 C25 C27 -118.8(10) . . . . ?
C19 C24 C28 C30 118.7(10) . . . . ?
C23 C24 C28 C30 -63.3(12) . . . . ?
C19 C24 C28 C29 -117.5(10) . . . . ?
C23 C24 C28 C29 60.5(11) . . . . ?

_refine_diff_density_max         1.932
_refine_diff_density_min         -1.788
_refine_diff_density_rms         0.148

_shelxl_version_number           2014-3

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_cw001
_database_code_depnum_ccdc_archive 'CCDC 1434397'
_audit_update_record             
;
2015-10-30 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT410_cw001               
;
PROBLEM: Short Intra H...H Contact  H30B   ..  H29C    ..       1.80 Ang.
RESPONSE: The coordinated thf solvent molecule bound to W2 displayed positional
disorder. C29 was modelled as a two-part disorder to give C29 and C29A, refining on the second free variable to occupancies of 0.63 and 0.37. A DELU restraint was added to C29A-C30. The modelling of the disorder resulted in a close H-H contact between H29C and H30B. 
;
_vrf_PLAT220_cw001               
;
PROBLEM: Large Non-Solvent  C     Ueq(max)/Ueq(min) Range        4.1 Ratio 
RESPONSE: The coordinated thf solvent molecule bound to W2 displayed positional
disorder. C29 was modelled as a two-part disorder to give C29 and C29A, refining on the second free variable to occupancies of 0.63 and 0.37. A DELU restraint was added to C29A-C30. The thermal ellipsoid on C32 reflects the high thermal motion
of the molecule and was not modelled further.
;
_vrf_PLAT241_cw001               
;
PROBLEM: High      Ueq as Compared to Neighbors for .....        C32 Check 
RESPONSE: The coordinated thf solvent molecule bound to W2 displayed positional
disorder. C29 was modelled as a two-part disorder to give C29 and C29A, refining on the second free variable to occupancies of 0.63 and 0.37. A DELU restraint was added to C29A-C30. The thermal ellipsoid on C32 reflects the high thermal motion
of the molecule and was not modelled further.
;
_vrf_PLAT242_cw001               
;
PROBLEM: Low       Ueq as Compared to Neighbors for .....        C26 Check 
RESPONSE: C26 is bound to the methyl group C28 which displays higher thermal motion, consistent with the nature of this group.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H25 Cl4 N O W'
_chemical_formula_sum            'C16 H25 Cl4 N O W'
_chemical_formula_weight         573.02

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'
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'
W W -0.8490 6.8722 '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                   8.59410(10)
_cell_length_b                   14.1186(2)
_cell_length_c                   17.4478(3)
_cell_angle_alpha                95.8060(10)
_cell_angle_beta                 98.5620(10)
_cell_angle_gamma                97.4840(10)
_cell_volume                     2059.88(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9266
_cell_measurement_theta_min      5
_cell_measurement_theta_max      27

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_min          0.140
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_max          0.560
_exptl_absorpt_coefficient_mu    6.129
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_ambient_temperature      150
_diffrn_reflns_number            17151
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         5.124
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             9396
_reflns_number_gt                7987
_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       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    
;
Palatinus, L.; Chapuis, G. J. Appl. Cryst. 2007, 40, 786-790.
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0290P)²+1.3639P] 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_number_reflns         9396
_refine_ls_number_parameters     433
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0688
_refine_ls_wR_factor_gt          0.0651
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.002
_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
C1 C 0.6146(4) 0.2711(3) 0.2902(2) 0.0211(7) Uani 1 1 d . . . . .
C2 C 0.5865(4) 0.3545(3) 0.3361(2) 0.0258(8) Uani 1 1 d . . . . .
C3 C 0.4531(5) 0.3955(3) 0.3075(3) 0.0342(9) Uani 1 1 d . . . . .
H3 H 0.4296 0.4511 0.3365 0.041 Uiso 1 1 calc R U . . .
C4 C 0.3557(5) 0.3579(3) 0.2391(3) 0.0372(10) Uani 1 1 d . . . . .
H4 H 0.2666 0.3880 0.2213 0.045 Uiso 1 1 calc R U . . .
C5 C 0.3849(5) 0.2763(3) 0.1952(2) 0.0321(9) Uani 1 1 d . . . . .
H5 H 0.3154 0.2515 0.1478 0.039 Uiso 1 1 calc R U . . .
C6 C 0.5137(4) 0.2302(3) 0.2193(2) 0.0255(8) Uani 1 1 d . . . . .
C7 C 0.6918(5) 0.3955(3) 0.4124(2) 0.0359(9) Uani 1 1 d . . . . .
H7 H 0.7849 0.3595 0.4187 0.043 Uiso 1 1 calc R U . . .
C8 C 0.7550(7) 0.5008(4) 0.4147(3) 0.0611(15) Uani 1 1 d . . . . .
H8A H 0.6658 0.5375 0.4070 0.092 Uiso 1 1 calc R U . . .
H8B H 0.8189 0.5091 0.3731 0.092 Uiso 1 1 calc R U . . .
H8C H 0.8214 0.5243 0.4654 0.092 Uiso 1 1 calc R U . . .
C9 C 0.6020(8) 0.3797(4) 0.4801(3) 0.0639(15) Uani 1 1 d . . . . .
H9A H 0.5023 0.4067 0.4716 0.096 Uiso 1 1 calc R U . . .
H9B H 0.6675 0.4116 0.5290 0.096 Uiso 1 1 calc R U . . .
H9C H 0.5783 0.3105 0.4834 0.096 Uiso 1 1 calc R U . . .
C10 C 0.5446(5) 0.1413(3) 0.1719(2) 0.0335(9) Uani 1 1 d . . . . .
H10 H 0.6246 0.1111 0.2051 0.040 Uiso 1 1 calc R U . . .
C11 C 0.6155(6) 0.1689(4) 0.1006(3) 0.0480(12) Uani 1 1 d . . . . .
H11A H 0.5409 0.2013 0.0682 0.072 Uiso 1 1 calc R U . . .
H11B H 0.6352 0.1107 0.0701 0.072 Uiso 1 1 calc R U . . .
H11C H 0.7160 0.2124 0.1178 0.072 Uiso 1 1 calc R U . . .
C12 C 0.3936(6) 0.0668(4) 0.1470(3) 0.0539(13) Uani 1 1 d . . . . .
H12A H 0.3435 0.0552 0.1928 0.081 Uiso 1 1 calc R U . . .
H12B H 0.4219 0.0065 0.1240 0.081 Uiso 1 1 calc R U . . .
H12C H 0.3191 0.0913 0.1084 0.081 Uiso 1 1 calc R U . . .
C13 C 1.1464(5) 0.0278(3) 0.4190(3) 0.0348(9) Uani 1 1 d . . . . .
H13A H 1.1049 -0.0280 0.3788 0.042 Uiso 1 1 calc R U . . .
H13B H 1.0837 0.0246 0.4622 0.042 Uiso 1 1 calc R U . . .
C14 C 1.3219(5) 0.0288(3) 0.4491(3) 0.0357(9) Uani 1 1 d . . . . .
H14A H 1.3509 0.0594 0.5039 0.043 Uiso 1 1 calc R U . . .
H14B H 1.3494 -0.0373 0.4458 0.043 Uiso 1 1 calc R U . . .
C15 C 1.4045(5) 0.0875(3) 0.3952(3) 0.0405(10) Uani 1 1 d . . . . .
H15A H 1.5123 0.1179 0.4211 0.049 Uiso 1 1 calc R U . . .
H15B H 1.4131 0.0470 0.3467 0.049 Uiso 1 1 calc R U . . .
C16 C 1.2996(5) 0.1617(4) 0.3782(4) 0.0561(15) Uani 1 1 d . . . . .
H16A H 1.3346 0.2206 0.4159 0.067 Uiso 1 1 calc R U . . .
H16B H 1.3024 0.1790 0.3248 0.067 Uiso 1 1 calc R U . . .
Cl1 Cl 1.08363(11) 0.32683(7) 0.38492(6) 0.0325(2) Uani 1 1 d . . . . .
Cl2 Cl 0.87671(11) 0.17621(7) 0.47583(5) 0.0318(2) Uani 1 1 d . . . . .
Cl3 Cl 0.79732(11) 0.01964(7) 0.31993(6) 0.0338(2) Uani 1 1 d . . . . .
Cl4 Cl 1.00383(11) 0.16953(7) 0.22616(6) 0.0320(2) Uani 1 1 d . . . . .
N1 N 0.7478(3) 0.2296(2) 0.31527(17) 0.0212(6) Uani 1 1 d . . . . .
O1 O 1.1394(3) 0.11851(19) 0.38548(16) 0.0298(6) Uani 1 1 d . . . . .
W1 W 0.91664(2) 0.18096(2) 0.34607(2) 0.02097(5) Uani 1 1 d . . . . .
C17 C -0.0402(4) 0.6649(2) 0.11181(19) 0.0209(7) Uani 1 1 d . . . . .
C18 C -0.0998(4) 0.7427(3) 0.0779(2) 0.0244(8) Uani 1 1 d . . . . .
C19 C -0.2496(5) 0.7232(3) 0.0324(2) 0.0331(9) Uani 1 1 d . . . . .
H19 H -0.2937 0.7739 0.0094 0.040 Uiso 1 1 calc R U . . .
C20 C -0.3363(5) 0.6322(4) 0.0199(3) 0.0444(11) Uani 1 1 d . . . . .
H20 H -0.4375 0.6205 -0.0126 0.053 Uiso 1 1 calc R U . . .
C21 C -0.2757(5) 0.5577(3) 0.0547(3) 0.0390(10) Uani 1 1 d . . . . .
H21 H -0.3376 0.4956 0.0463 0.047 Uiso 1 1 calc R U . . .
C22 C -0.1280(5) 0.5714(3) 0.1012(2) 0.0279(8) Uani 1 1 d . . . . .
C23 C -0.0045(5) 0.8427(3) 0.0882(2) 0.0322(9) Uani 1 1 d . . . . .
H23 H 0.0923 0.8447 0.1284 0.039 Uiso 1 1 calc R U . . .
C24 C 0.0480(6) 0.8654(3) 0.0125(3) 0.0467(11) Uani 1 1 d . . . . .
H24A H 0.1102 0.8166 -0.0053 0.070 Uiso 1 1 calc R U . . .
H24B H 0.1137 0.9289 0.0208 0.070 Uiso 1 1 calc R U . . .
H24C H -0.0457 0.8656 -0.0270 0.070 Uiso 1 1 calc R U . . .
C25 C -0.1024(8) 0.9208(3) 0.1163(3) 0.0631(17) Uani 1 1 d . . . . .
H25A H -0.0327 0.9827 0.1308 0.095 Uiso 1 1 calc R U . . .
H25B H -0.1480 0.9021 0.1618 0.095 Uiso 1 1 calc R U . . .
H25C H -0.1883 0.9268 0.0742 0.095 Uiso 1 1 calc R U . . .
C26 C -0.0647(5) 0.4884(3) 0.1392(2) 0.0306(9) Uani 1 1 d . . . . .
H26 H 0.0445 0.5131 0.1685 0.037 Uiso 1 1 calc R U . . .
C27 C -0.0514(7) 0.4050(4) 0.0797(3) 0.0521(13) Uani 1 1 d . . . . .
H27A H -0.0128 0.3530 0.1068 0.078 Uiso 1 1 calc R U . . .
H27B H 0.0235 0.4267 0.0456 0.078 Uiso 1 1 calc R U . . .
H27C H -0.1561 0.3815 0.0482 0.078 Uiso 1 1 calc R U . . .
C28 C -0.1664(8) 0.4540(4) 0.1974(3) 0.0680(18) Uani 1 1 d . . . . .
H28A H -0.1673 0.5073 0.2379 0.102 Uiso 1 1 calc R U . . .
H28B H -0.1226 0.4014 0.2216 0.102 Uiso 1 1 calc R U . . .
H28C H -0.2753 0.4310 0.1705 0.102 Uiso 1 1 calc R U . . .
C29 C 0.5872(11) 0.7837(12) 0.3587(6) 0.038(3) Uani 0.63(3) 1 d . . P A 1
H29A H 0.5165 0.7581 0.3941 0.045 Uiso 0.63(3) 1 calc R U P A 1
H29B H 0.5786 0.8526 0.3563 0.045 Uiso 0.63(3) 1 calc R U P A 1
C29A C 0.5834(18) 0.734(2) 0.3649(8) 0.035(5) Uani 0.37(3) 1 d . U P A 2
H29C H 0.5586 0.6693 0.3817 0.042 Uiso 0.37(3) 1 calc R U P A 2
H29D H 0.5210 0.7782 0.3902 0.042 Uiso 0.37(3) 1 calc R U P A 2
C30 C 0.7588(5) 0.7701(3) 0.3863(3) 0.0426(11) Uani 1 1 d . U . . .
H30A H 0.8202 0.8302 0.4162 0.051 Uiso 1 1 calc R U . A 1
H30B H 0.7628 0.7178 0.4199 0.051 Uiso 1 1 calc R U . A 1
C31 C 0.8242(5) 0.7447(4) 0.3132(3) 0.0568(14) Uani 1 1 d . . . . .
H31A H 0.8932 0.8011 0.3009 0.068 Uiso 1 1 calc R U . . .
H31B H 0.8880 0.6917 0.3196 0.068 Uiso 1 1 calc R U . . .
C32 C 0.6909(6) 0.7155(6) 0.2517(3) 0.085(2) Uani 1 1 d . . . . .
H32A H 0.7026 0.7542 0.2081 0.102 Uiso 1 1 calc R U . . .
H32B H 0.6876 0.6470 0.2317 0.102 Uiso 1 1 calc R U . . .
Cl5 Cl 0.42035(12) 0.79320(7) 0.12385(6) 0.0361(2) Uani 1 1 d . . . . .
Cl6 Cl 0.38684(12) 0.56601(7) 0.15184(6) 0.0340(2) Uani 1 1 d . . . . .
Cl7 Cl 0.23706(12) 0.61670(8) 0.31089(6) 0.0359(2) Uani 1 1 d . . . . .
Cl8 Cl 0.26760(12) 0.84364(7) 0.28188(6) 0.0385(2) Uani 1 1 d . . . . .
N2 N 0.1108(4) 0.6812(2) 0.15490(17) 0.0233(6) Uani 1 1 d . . . . .
O2 O 0.5458(3) 0.7283(2) 0.27984(15) 0.0299(6) Uani 1 1 d . . . . .
W2 W 0.30065(2) 0.70143(2) 0.20864(2) 0.02264(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
C1 N1 1.387(4) . ?
C1 C6 1.422(5) . ?
C1 C2 1.424(5) . ?
C2 C3 1.400(5) . ?
C2 C7 1.509(6) . ?
C3 C4 1.365(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(5) . ?
C5 H5 0.9500 . ?
C6 C10 1.507(6) . ?
C7 C8 1.510(6) . ?
C7 C9 1.524(6) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.526(6) . ?
C10 C12 1.537(6) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O1 1.466(4) . ?
C13 C14 1.519(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.509(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.492(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 O1 1.461(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
Cl1 W1 2.3277(9) . ?
Cl2 W1 2.3460(9) . ?
Cl3 W1 2.3429(9) . ?
Cl4 W1 2.3226(9) . ?
N1 W1 1.723(3) . ?
O1 W1 2.255(2) . ?
C17 N2 1.378(5) . ?
C17 C22 1.413(5) . ?
C17 C18 1.416(5) . ?
C18 C19 1.387(5) . ?
C18 C23 1.517(5) . ?
C19 C20 1.377(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(6) . ?
C21 H21 0.9500 . ?
C22 C26 1.525(5) . ?
C23 C24 1.508(6) . ?
C23 C25 1.556(6) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C28 1.511(6) . ?
C26 C27 1.516(6) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 O2 1.481(10) . ?
C29 C30 1.524(11) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29A O2 1.462(14) . ?
C29A C30 1.506(18) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C30 C31 1.499(7) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.433(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 O2 1.432(5) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
Cl5 W2 2.3280(9) . ?
Cl6 W2 2.3217(9) . ?
Cl7 W2 2.3376(10) . ?
Cl8 W2 2.3415(10) . ?
N2 W2 1.729(3) . ?
O2 W2 2.246(2) . ?

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
N1 C1 C6 119.0(3) . . ?
N1 C1 C2 118.3(3) . . ?
C6 C1 C2 122.7(3) . . ?
C3 C2 C1 116.3(4) . . ?
C3 C2 C7 121.5(3) . . ?
C1 C2 C7 122.1(3) . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 121.3(4) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 116.9(4) . . ?
C5 C6 C10 121.2(4) . . ?
C1 C6 C10 121.9(3) . . ?
C2 C7 C8 112.5(4) . . ?
C2 C7 C9 110.0(4) . . ?
C8 C7 C9 110.5(4) . . ?
C2 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C9 C7 H7 107.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 C11 110.0(3) . . ?
C6 C10 C12 112.1(4) . . ?
C11 C10 C12 110.7(4) . . ?
C6 C10 H10 108.0 . . ?
C11 C10 H10 108.0 . . ?
C12 C10 H10 108.0 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 C14 104.6(3) . . ?
O1 C13 H13A 110.8 . . ?
C14 C13 H13A 110.8 . . ?
O1 C13 H13B 110.8 . . ?
C14 C13 H13B 110.8 . . ?
H13A C13 H13B 108.9 . . ?
C15 C14 C13 103.6(3) . . ?
C15 C14 H14A 111.0 . . ?
C13 C14 H14A 111.0 . . ?
C15 C14 H14B 111.0 . . ?
C13 C14 H14B 111.0 . . ?
H14A C14 H14B 109.0 . . ?
C16 C15 C14 103.8(3) . . ?
C16 C15 H15A 111.0 . . ?
C14 C15 H15A 111.0 . . ?
C16 C15 H15B 111.0 . . ?
C14 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
O1 C16 C15 106.1(4) . . ?
O1 C16 H16A 110.5 . . ?
C15 C16 H16A 110.5 . . ?
O1 C16 H16B 110.5 . . ?
C15 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
C1 N1 W1 178.4(3) . . ?
C16 O1 C13 109.6(3) . . ?
C16 O1 W1 124.3(2) . . ?
C13 O1 W1 126.0(2) . . ?
N1 W1 O1 179.27(12) . . ?
N1 W1 Cl4 96.12(10) . . ?
O1 W1 Cl4 83.33(7) . . ?
N1 W1 Cl1 96.38(10) . . ?
O1 W1 Cl1 83.15(7) . . ?
Cl4 W1 Cl1 90.29(4) . . ?
N1 W1 Cl3 96.28(10) . . ?
O1 W1 Cl3 84.19(7) . . ?
Cl4 W1 Cl3 90.04(4) . . ?
Cl1 W1 Cl3 167.22(3) . . ?
N1 W1 Cl2 96.33(10) . . ?
O1 W1 Cl2 84.22(7) . . ?
Cl4 W1 Cl2 167.53(3) . . ?
Cl1 W1 Cl2 89.03(4) . . ?
Cl3 W1 Cl2 87.89(4) . . ?
N2 C17 C22 119.2(3) . . ?
N2 C17 C18 118.3(3) . . ?
C22 C17 C18 122.4(3) . . ?
C19 C18 C17 116.9(4) . . ?
C19 C18 C23 120.6(3) . . ?
C17 C18 C23 122.4(3) . . ?
C20 C19 C18 121.8(4) . . ?
C20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C19 C20 C21 120.0(4) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 121.8(4) . . ?
C22 C21 H21 119.1 . . ?
C20 C21 H21 119.1 . . ?
C21 C22 C17 117.1(4) . . ?
C21 C22 C26 120.7(4) . . ?
C17 C22 C26 122.2(3) . . ?
C24 C23 C18 110.5(3) . . ?
C24 C23 C25 109.2(4) . . ?
C18 C23 C25 111.5(4) . . ?
C24 C23 H23 108.5 . . ?
C18 C23 H23 108.5 . . ?
C25 C23 H23 108.5 . . ?
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 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C28 C26 C27 110.2(4) . . ?
C28 C26 C22 111.0(4) . . ?
C27 C26 C22 112.4(3) . . ?
C28 C26 H26 107.7 . . ?
C27 C26 H26 107.7 . . ?
C22 C26 H26 107.7 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O2 C29 C30 104.3(7) . . ?
O2 C29 H29A 110.9 . . ?
C30 C29 H29A 110.9 . . ?
O2 C29 H29B 110.9 . . ?
C30 C29 H29B 110.9 . . ?
H29A C29 H29B 108.9 . . ?
O2 C29A C30 106.2(12) . . ?
O2 C29A H29C 110.5 . . ?
C30 C29A H29C 110.5 . . ?
O2 C29A H29D 110.5 . . ?
C30 C29A H29D 110.5 . . ?
H29C C29A H29D 108.7 . . ?
C31 C30 C29A 104.2(6) . . ?
C31 C30 C29 105.2(5) . . ?
C31 C30 H30A 110.7 . . ?
C29 C30 H30A 110.7 . . ?
C31 C30 H30B 110.7 . . ?
C29 C30 H30B 110.7 . . ?
H30A C30 H30B 108.8 . . ?
C32 C31 C30 107.0(4) . . ?
C32 C31 H31A 110.3 . . ?
C30 C31 H31A 110.3 . . ?
C32 C31 H31B 110.3 . . ?
C30 C31 H31B 110.3 . . ?
H31A C31 H31B 108.6 . . ?
O2 C32 C31 110.3(4) . . ?
O2 C32 H32A 109.6 . . ?
C31 C32 H32A 109.6 . . ?
O2 C32 H32B 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C17 N2 W2 179.8(3) . . ?
C32 O2 C29A 105.6(6) . . ?
C32 O2 C29 108.1(5) . . ?
C32 O2 W2 126.2(3) . . ?
C29A O2 W2 125.9(6) . . ?
C29 O2 W2 124.3(4) . . ?
N2 W2 O2 179.24(12) . . ?
N2 W2 Cl6 96.56(10) . . ?
O2 W2 Cl6 84.01(7) . . ?
N2 W2 Cl5 96.90(10) . . ?
O2 W2 Cl5 83.60(7) . . ?
Cl6 W2 Cl5 89.57(4) . . ?
N2 W2 Cl7 95.94(10) . . ?
O2 W2 Cl7 83.56(7) . . ?
Cl6 W2 Cl7 89.56(4) . . ?
Cl5 W2 Cl7 167.14(4) . . ?
N2 W2 Cl8 95.60(10) . . ?
O2 W2 Cl8 83.83(7) . . ?
Cl6 W2 Cl8 167.84(4) . . ?
Cl5 W2 Cl8 89.24(4) . . ?
Cl7 W2 Cl8 88.92(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
N1 C1 C2 C3 178.4(3) . . . . ?
C6 C1 C2 C3 -0.3(5) . . . . ?
N1 C1 C2 C7 -3.2(5) . . . . ?
C6 C1 C2 C7 178.2(3) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C7 C2 C3 C4 -178.8(4) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C4 C5 C6 C1 -0.7(5) . . . . ?
C4 C5 C6 C10 179.6(4) . . . . ?
N1 C1 C6 C5 -177.8(3) . . . . ?
C2 C1 C6 C5 0.8(5) . . . . ?
N1 C1 C6 C10 1.9(5) . . . . ?
C2 C1 C6 C10 -179.5(3) . . . . ?
C3 C2 C7 C8 -55.6(5) . . . . ?
C1 C2 C7 C8 126.1(4) . . . . ?
C3 C2 C7 C9 68.1(5) . . . . ?
C1 C2 C7 C9 -110.2(4) . . . . ?
C5 C6 C10 C11 76.0(5) . . . . ?
C1 C6 C10 C11 -103.7(4) . . . . ?
C5 C6 C10 C12 -47.6(5) . . . . ?
C1 C6 C10 C12 132.7(4) . . . . ?
O1 C13 C14 C15 -29.4(4) . . . . ?
C13 C14 C15 C16 35.2(5) . . . . ?
C14 C15 C16 O1 -27.9(5) . . . . ?
C15 C16 O1 C13 9.6(5) . . . . ?
C15 C16 O1 W1 -168.3(3) . . . . ?
C14 C13 O1 C16 12.6(5) . . . . ?
C14 C13 O1 W1 -169.7(2) . . . . ?
N2 C17 C18 C19 177.6(3) . . . . ?
C22 C17 C18 C19 -0.6(5) . . . . ?
N2 C17 C18 C23 -0.8(5) . . . . ?
C22 C17 C18 C23 -178.9(3) . . . . ?
C17 C18 C19 C20 -0.7(6) . . . . ?
C23 C18 C19 C20 177.6(4) . . . . ?
C18 C19 C20 C21 1.6(7) . . . . ?
C19 C20 C21 C22 -1.1(7) . . . . ?
C20 C21 C22 C17 -0.2(6) . . . . ?
C20 C21 C22 C26 179.5(4) . . . . ?
N2 C17 C22 C21 -177.1(3) . . . . ?
C18 C17 C22 C21 1.0(5) . . . . ?
N2 C17 C22 C26 3.2(5) . . . . ?
C18 C17 C22 C26 -178.7(3) . . . . ?
C19 C18 C23 C24 -68.8(5) . . . . ?
C17 C18 C23 C24 109.5(4) . . . . ?
C19 C18 C23 C25 52.8(5) . . . . ?
C17 C18 C23 C25 -128.9(4) . . . . ?
C21 C22 C26 C28 -64.4(5) . . . . ?
C17 C22 C26 C28 115.3(5) . . . . ?
C21 C22 C26 C27 59.7(5) . . . . ?
C17 C22 C26 C27 -120.6(4) . . . . ?
O2 C29A C30 C31 -23.1(19) . . . . ?
O2 C29A C30 C29 72.6(19) . . . . ?
O2 C29 C30 C31 22.6(11) . . . . ?
O2 C29 C30 C29A -69.0(16) . . . . ?
C29A C30 C31 C32 11.4(14) . . . . ?
C29 C30 C31 C32 -17.1(9) . . . . ?
C30 C31 C32 O2 4.7(8) . . . . ?
C31 C32 O2 C29A -19.5(15) . . . . ?
C31 C32 O2 C29 10.1(10) . . . . ?
C31 C32 O2 W2 176.9(4) . . . . ?
C30 C29A O2 C32 26(2) . . . . ?
C30 C29A O2 C29 -73(2) . . . . ?
C30 C29A O2 W2 -170.1(7) . . . . ?
C30 C29 O2 C32 -20.2(12) . . . . ?
C30 C29 O2 C29A 69.4(18) . . . . ?
C30 C29 O2 W2 172.6(4) . . . . ?

_refine_diff_density_max         1.655
_refine_diff_density_min         -1.523
_refine_diff_density_rms         0.139

_shelxl_version_number           2014-3





_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Pentane'
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
