# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_FBQ
_database_code_depnum_ccdc_archive 'CCDC 1835904'
_audit_update_record             
;
2018-04-29 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_audit_creation_method           'MoPro v16                '
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C6 F4 O2'
_chemical_formula_sum            'C6 F4 O2'
_chemical_formula_weight         180.06
_chemical_absolute_configuration .

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   "P 21/c'"
_symmetry_space_group_name_Hall  '-P 2ybc'

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
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
O O 0.0106 0.0060
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
F F 0.0171 0.0103
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'

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                   6.5213(2)
_cell_length_b                   5.35080(10)
_cell_length_c                   8.8186(2)
_cell_angle_alpha                90.
_cell_angle_beta                 106.8960(10)
_cell_angle_gamma                90.
_cell_volume                     294.435(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6153
_cell_measurement_theta_min      4.59
_cell_measurement_theta_max      55.27
_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.77
_exptl_crystal_size_min          0.38
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.032
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_exptl_absorpt_process_details   
;     
Bruker D8 Venture, APEX III (v.2016.5-0)  
;
_exptl_absorpt_coefficient_mu    0.231
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8871
_exptl_absorpt_correction_T_max  1.00
_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  ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19646
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_sigmaI/netI    0.04300
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         5.02
_diffrn_reflns_theta_max         50.13
_reflns_number_total             3082
_reflns_number_gt                2290
_reflns_threshold_expression     >2.0sigma(I)
_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'MoPro (J. Appl. Cryst. 2005, 38, 38-54)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_iucr_refine_instructions_details 
; 
! MoPro v16 31/03/2018 14:01:24 F:\BQ\TFBQ_CD2\try1_21.par
! reflections hkl file : F:\BQ\TFBQ_CD2\sortav.hkl refin. vs. F^2
! atomic table file : C:\Program Files (x86)\MoProSuite\LibMoPro\mopro.tab
! wave functions file : C:\Program Files (x86)\MoProSuite\LibMoPro\WAVEF
! RF factor = 4.344 % RI factor = 3.590%
! wR2F factor = 3.486 % wR2I factor = 6.904%
! g.o.f.(F**2) = 1.285 Nvar= 151 Nref= 3082 Nfree= 0 0.12<sinT/l< 1.08

! P00 Dip Qua Oct Hex l=5 l=6
! F nl = 2 2 2 3 4 4 4
! F zeta= 5.108 5.108 5.108 5.108 5.108 5.108 5.108
! O nl = 2 2 2 3 4 4 4
! O zeta= 4.466 4.466 4.466 4.466 4.466 4.466 4.466
! C nl = 2 2 2 3 4 4 4
! C zeta= 3.176 3.176 3.176 3.176 3.176 3.176 3.176

WSIG 1.00000 ! weighting scheme
 ! SPACE GROUP P ?

CELL 6.5213 5.3508 8.8186 90.0000 106.8960 90.0000 0.71073
ZERR 0.0002 0.0001 0.0002 0.0000 0.0010 0.0000

SYMM 2 P CENTRO
 X , Y, Z
 -X , Y+1/2, -Z+1/2

EQUIV 67551

SCALE 1 3.049907

FMULT 1.00000

UOVER 0.00000 0.00000 0.00000 0.00000 0.00000 0.00000 ANI

SOLVT 0.00000 50.00000

EXTIN 0.12918 GAUSSIAN ISOT TYP1 ! G*10^4


DUMMY 0

KAPPA 6
 0.996659 0.916333 ! # 1 1 MOL F1 1X F
 0.996742 0.931183 ! # 2 1 MOL F2 1X F
 0.988134 1.045424 ! # 3 1 MOL O1 1X O
 0.996899 1.068397 ! # 4 1 MOL C1 1X C
 0.985996 0.947518 ! # 5 1 MOL C2 1X C
 0.980657 0.908382 ! # 6 1 MOL C3 1X C


ATOMS 6

ATOM 1 F1 MOL 1 0.913919 0.915917 0.182943 1.0000 1 F
 ZX C1 C2 OCT K1 V0 M0 Q0
UANI 0.022666 0.027788 0.026612 0.004097 -.000887 -.001140
 6.95729 0. -.079 0.032 0.031 -.174 0.086 0.083 0.035 -.036
 -.061 0.027 0. 0.022 0.023 -.013 0.027

ATOM 2 F2 MOL 1 0.818233 1.325140 -0.016104 1.0000 1 F
 ZX C2 C1 OCT K2 V0 M0 Q0
UANI 0.029113 0.022171 0.030943 -.008520 0.014709 -.002041
 6.96934 0. 0.088 -.055 0.004 -.165 0.077 -.055 0.039 0.039
 0.008 -.020 0.019 -.003 0.026 0.042 0.030

ATOM 3 O1 MOL 1 0.590950 0.599494 0.185450 1.0000 1 O
 XY C3 C1 OCT K3 V0 M0 Q0
UANI 0.037945 0.015126 0.016983 0.004390 0.009952 0.005251
 5.98870 0. -.087 -.030 -.030 -.130 0.021 -.035 -.035 -.019
 0.010 -.023 0.073 0.040 0.019 -.039 -.053

ATOM 4 C1 MOL 1 0.717580 0.964163 0.093156 1.0000 1 C
bXY C2 C3 OCT K4 V0 M0 Q0
UANI 0.019299 0.016011 0.015122 0.000819 0.003542 -.000229
 3.94542 0. 0.047 -.011 -.016 -.124 -.080 -.002 -.069 -.046
 -.025 0.057 -.042 0.009 0.017 -.256 -.064

ATOM 5 C2 MOL 1 0.671324 1.162858 -0.003031 1.0000 1 C
bXY F2 C1 OCT K5 V0 M0 Q0
UANI 0.021219 0.014269 0.016285 -.002138 0.007659 -.000325
 3.95223 0. 0.053 0.126 0.035 -.132 -.070 0.015 -.027 0.141
 -.022 -.035 0.084 0.027 -.034 -.287 0.031

ATOM 6 C3 MOL 1 0.549368 0.784372 0.102234 1.0000 1 C
bXY O1 C1 OCT K6 V0 M0 Q0
UANI 0.024635 0.012127 0.012180 0.001248 0.006826 0.001457
 4.18704 0. 0.036 -.118 -.008 -.276 0.073 -.018 -.097 -.130
 -.005 0.024 -.007 -.034 0.011 -.398 -.028

ANHAR 0 3 ! number_of_anharmonic_atoms max_order
! 1 ! atom number
! 0.00E+00 0.00E+00 0.00E+00 0.00E+00 0.00E+00 0.00E+00 0.00E+00 0.00E+00
! 0.00E+00 0.00E+00


STOP
;
_refine_special_details          
;
 Refinement of F² against reflections.
 The threshold expression of F² > 2sigma(F²) is
 used for calculating R-factors(gt) 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      sigma
_refine_ls_weighting_details     ?
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    undef
# refall refxyz hetero heteroxyz constr 

_refine_ls_extinction_method     'Isotropic Gaussian'
_refine_ls_extinction_coef       0.12918
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?
###  Notice MoPro refines Rogers parameter (Eta f" multiplier)

_refine_ls_number_reflns         3082
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
# R-factors: R(F)  &  wR2(I) 
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0283
_refine_ls_wR_factor_ref         0.0690
_refine_ls_wR_factor_gt          0.0634
_refine_ls_goodness_of_fit_ref   1.273
# GOF(I) computed assuming  all parameters refined:     195
_refine_ls_restrained_S_all      0.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        50.13
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         ?
_refine_diff_density_min         ?
_refine_diff_density_rms         ?
###  to get diff_density_max min & rms : 
###  run MoPro  : WRIT FOUR   to create FOURier file 
### run VMoPro : FOUR  FastFourierTransform  
### to get a 3D grid (Xplor format) on whole unit-cell
###  To get max min rms statistics
###  run VMoPro: GRID STAT   or 
###  open 3D xplor grid with MoProViewer 

loop_
_atom_site_type_symbol
_atom_site_label
_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_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 0.91392(9) 0.91592(10) 0.18294(7) 0.02739(9) Uani 1 d . . . .
F F2 0.81823(10) 1.32514(9) -0.01610(7) 0.02614(9) Uani 1 d . . . .
O O1 0.59095(11) 0.59949(7) 0.18545(5) 0.02293(8) Uani 1 d . . . .
C C1 0.71758(6) 0.96416(6) 0.09316(4) 0.01712(6) Uani 1 d . . . .
C C2 0.67132(6) 1.16286(5) -0.00303(4) 0.01679(6) Uani 1 d . . . .
C C3 0.54937(6) 0.78437(5) 0.10223(3) 0.01600(5) Uani 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_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
F1 0.02267(19) 0.02779(18) 0.02661(18) 0.00410(16) -0.00089(15) -0.00114(16)
F2 0.0291(2) 0.02217(15) 0.0309(2) -0.00852(15) 0.01471(18) -0.00204(15)
O1 0.0379(2) 0.01513(11) 0.01698(13) 0.00439(14) 0.00995(15) 0.00525(11)
C1 0.01930(14) 0.01601(10) 0.01512(11) 0.00082(10) 0.00354(10) -0.00023(9)
C2 0.02122(13) 0.01427(9) 0.01628(10) -0.00214(9) 0.00766(9) -0.00033(8)
C3 0.02463(14) 0.01213(8) 0.01218(9) 0.00125(9) 0.00683(9) 0.00146(7)

_geom_special_details            
;                                    
;

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
F1 C1 1.3205(6) . ?
F2 C2 1.3226(6) . ?
O1 C3 1.2145(4) . ?
C1 C2 1.3387(4) . ?
C1 C3 1.4786(5) . ?
C2 C3 1.4780(5) 3_675 ?
C3 C2 1.4780(5) 3_675 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 C1 C2 122.40(4) . . . ?
F1 C1 C3 116.47(4) . . . ?
C2 C1 C3 121.13(3) . . . ?
F2 C2 C1 122.76(4) . . . ?
F2 C2 C3 115.36(4) . . 3_675 ?
C1 C2 C3 121.88(3) . . 3_675 ?
O1 C3 C2 121.42(4) . . 3_675 ?
O1 C3 C1 121.59(4) . . . ?
C2 C3 C1 116.99(3) 3_675 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
F1 C1 C2 F2 . . . . 0.30(8) ?
F1 C1 C3 O1 . . . . -1.51(8) ?
F2 C2 C1 C3 . . . . -178.86(2) ?
O1 C3 C1 C2 . . . . 177.69(2) ?

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
? ? ? ? ? ? ? ?
# start Validation Reply Form
_vrf_PLAT927_I                   
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0632 Check 
RESPONSE: This was a charge density study and hence the wR2 values are reported after multipolar modeling.
;
_vrf_PLAT926_I                   
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0184 Check 
RESPONSE:This was a charge density study and hence the R1 values are reported after multipolar modeling.
;
_vrf_PLAT928_I                   
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.163 Check 
RESPONSE: This was a charge density study and hence the S values are reported after multipolar modeling.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_ClBQ
_database_code_depnum_ccdc_archive 'CCDC 1835905'
_audit_update_record             
;
2018-04-29 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 Cl4 O2'
_chemical_formula_sum            'C6 Cl4 O2'
_chemical_formula_weight         245.86

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.5371(7)
_cell_length_b                   5.6623(4)
_cell_length_c                   8.6712(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.946(4)
_cell_angle_gamma                90
_cell_volume                     403.03(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3190
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      35.61

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.026
_exptl_crystal_F_000             240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.62
_exptl_crystal_size_min          0.41
_exptl_absorpt_coefficient_mu    1.412
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5033
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   SABABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4503
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.481
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             1219
_reflns_number_gt                1093
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0455P)²+0.3251P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1219
_refine_ls_number_parameters     55
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0891
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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_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 0.83202(6) 0.77617(8) 0.19323(5) 0.02758(15) Uani 1 1 d . . . . .
Cl2 Cl 0.82522(6) 1.23023(8) -0.02686(6) 0.02782(15) Uani 1 1 d . . . . .
O1 O 0.50497(17) 0.6036(2) 0.16493(14) 0.0244(3) Uani 1 1 d . . . . .
C1 C 0.6560(2) 0.9050(3) 0.08437(17) 0.0175(3) Uani 1 1 d . . . . .
C3 C 0.5028(2) 0.7876(3) 0.09315(17) 0.0168(3) Uani 1 1 d . . . . .
C2 C 0.6533(2) 1.0985(3) -0.00538(17) 0.0170(3) 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
Cl1 0.0288(3) 0.0305(2) 0.0213(2) 0.00356(15) 0.00330(17) 0.01052(17)
Cl2 0.0289(3) 0.0299(2) 0.0263(2) -0.00198(15) 0.01050(18) -0.00881(16)
O1 0.0434(8) 0.0162(5) 0.0153(5) 0.0038(4) 0.0108(5) 0.0014(5)
C1 0.0237(7) 0.0175(7) 0.0110(6) -0.0010(5) 0.0042(5) 0.0041(6)
C3 0.0293(8) 0.0131(7) 0.0089(6) -0.0005(5) 0.0070(5) 0.0012(6)
C2 0.0237(7) 0.0167(7) 0.0116(6) -0.0019(5) 0.0068(5) -0.0015(6)

_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 C1 1.7032(16) . ?
Cl2 C2 1.7012(16) . ?
O1 C3 1.2108(19) . ?
C1 C2 1.341(2) . ?
C1 C3 1.488(2) . ?
C3 C2 1.488(2) 3_675 ?
C2 C3 1.488(2) 3_675 ?

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
C2 C1 C3 121.31(14) . . ?
C2 C1 Cl1 122.93(13) . . ?
C3 C1 Cl1 115.75(11) . . ?
O1 C3 C2 121.40(15) . 3_675 ?
O1 C3 C1 121.39(15) . . ?
C2 C3 C1 117.18(13) 3_675 . ?
C1 C2 C3 121.42(14) . 3_675 ?
C1 C2 Cl2 122.96(13) . . ?
C3 C2 Cl2 115.61(11) 3_675 . ?

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
C2 C1 C3 O1 174.72(15) . . . . ?
Cl1 C1 C3 O1 -4.70(19) . . . . ?
C2 C1 C3 C2 -3.2(2) . . . 3_675 ?
Cl1 C1 C3 C2 177.34(10) . . . 3_675 ?
C3 C1 C2 C3 3.4(2) . . . 3_675 ?
Cl1 C1 C2 C3 -177.24(11) . . . 3_675 ?
C3 C1 C2 Cl2 -176.69(11) . . . . ?
Cl1 C1 C2 Cl2 2.7(2) . . . . ?

_refine_diff_density_max         0.498
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.082

_shelx_res_file                  
;

    shelx.res created by SHELXL-2014/7


TITL tryf in P2(1)/c
CELL 0.71073 8.5371 5.6623 8.6712 90.000 105.946 90.000
ZERR 4.00 0.0007 0.0004 0.0007 0.000 0.004 0.000
LATT 1
SYMM -x, y+1/2, -z+1/2
SFAC C O CL
UNIT 12 4 8
TEMP 23.000
ACTA
L.S. 10
FMAP 2
PLAN 10
HTAB
BOND $H
CONF
WGHT    0.045500    0.325100
FVAR       0.40045
CL1   3    0.832025    0.776171    0.193227    11.00000    0.02882    0.03047 =
         0.02131    0.00356    0.00330    0.01052
CL2   3    0.825225    1.230232   -0.026863    11.00000    0.02893    0.02992 =
         0.02635   -0.00198    0.01050   -0.00881
O1    2    0.504969    0.603619    0.164930    11.00000    0.04342    0.01620 =
         0.01526    0.00382    0.01082    0.00142
C1    1    0.656044    0.904972    0.084370    11.00000    0.02371    0.01751 =
         0.01101   -0.00097    0.00423    0.00412
C3    1    0.502762    0.787565    0.093154    11.00000    0.02934    0.01314 =
         0.00892   -0.00048    0.00700    0.00124
C2    1    0.653346    1.098542   -0.005381    11.00000    0.02371    0.01674 =
         0.01165   -0.00192    0.00678   -0.00148
HKLF 4

REM  tryf in P2(1)/c
REM R1 =  0.0340 for    1093 Fo > 4sig(Fo)  and  0.0382 for all    1219 data
REM     55 parameters refined using      0 restraints

END

WGHT      0.0452      0.3263

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.498,  deepest hole -0.293,  1-sigma level  0.082
Q1    1   0.5632  1.1288 -0.0410  11.00000  0.05    0.50
Q2    1   0.7232  0.7837  0.1624  11.00000  0.05    0.48
Q3    1   0.9296  0.7673  0.2153  11.00000  0.05    0.46
Q4    1   0.7197  1.2148 -0.0413  11.00000  0.05    0.45
Q5    1   0.6451  1.0021  0.0392  11.00000  0.05    0.43
Q6    1   0.9322  1.2267 -0.0004  11.00000  0.05    0.42
Q7    1   0.5676  0.8765  0.0755  11.00000  0.05    0.42
Q8    1   0.7426  0.8712  0.1236  11.00000  0.05    0.38
Q9    1   0.6120  0.8048  0.1254  11.00000  0.05    0.36
Q10   1   0.8256  1.3210  0.0354  11.00000  0.05    0.35
;
_shelx_res_checksum              16216
