# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2218772'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2022-11-10 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

# was wickemeyer04

_audit_creation_date             2018-12-17
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H18 Cl3 P Si'
_chemical_formula_sum            'C12 H18 Cl3 P Si'
_chemical_formula_weight         327.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H18 P Si Cl3'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.27052(19)
_cell_length_b                   13.2991(2)
_cell_length_c                   14.4551(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.316(2)
_cell_angle_gamma                90
_cell_volume                     1587.27(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9299
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      31.0410
_cell_measurement_theta_min      2.0810
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.810
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             680
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0674
0 -1 0 0.0674
-1 2 5 0.0787
1 -2 -5 0.0787
1 0 0 0.1248
-1 0 0 0.1248
3 -5 3 0.0960
-3 5 -3 0.0960

_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.227
_exptl_crystal_size_min          0.135
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0002 0.9977 0.0018 0.0240 -0.0017 -0.0474
0.0002 -0.9977 -0.0018 -0.0240 0.0017 0.0474
-0.9991 1.9900 4.9807 0.2004 0.1880 -0.0249
0.9991 -1.9900 -4.9807 -0.2004 -0.1880 0.0249
0.9971 -0.0009 0.0018 0.0400 -0.0722 0.0229
-0.9971 0.0009 -0.0018 -0.0400 0.0722 -0.0229
2.9912 -4.9948 2.9834 0.1154 -0.1366 0.3617
-2.9912 4.9948 -2.9834 -0.1154 0.1366 -0.3617

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26209
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.126
_diffrn_reflns_theta_min         2.082
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      8.00  49.00   1.00    4.50    --   25.97  57.00 150.00   41
  2  ω     66.00  92.00   1.00    4.50    --   25.97  57.00 150.00   26
  3  ω    -20.00  68.00   1.00    4.50    --   25.97 -99.00   0.00   88
  4  ω     -4.00  64.00   1.00    4.50    --   25.97  77.00 -90.00   68
  5  ω    -43.00  44.00   1.00    4.50    --   25.97 -57.00-120.00   87
  6  ω    -18.00  68.00   1.00    4.50    --   25.97 -99.00-180.00   86
  7  ω      8.00  36.00   1.00    4.50    --   25.97  77.00  90.00   28
  8  ω     66.00  96.00   1.00    4.50    --   25.97  77.00  90.00   30
  9  ω     62.00 102.00   1.00    4.50    --   25.97 178.00-180.00   40
 10  ω      6.00  55.00   1.00    4.50    --   25.97  57.00-150.00   49
 11  ω      1.00  98.00   1.00    4.50    --   25.97  38.00  30.00   97
 12  ω     -4.00  31.00   1.00    4.50    --   25.97  77.00  30.00   35
 13  ω     64.00  72.00   1.00    4.50    --   25.97  77.00  30.00    8
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0401124000
_diffrn_orient_matrix_UB_12      0.0240193000
_diffrn_orient_matrix_UB_13      0.0386873000
_diffrn_orient_matrix_UB_21      -0.0724619000
_diffrn_orient_matrix_UB_22      -0.0017600000
_diffrn_orient_matrix_UB_23      0.0239109000
_diffrn_orient_matrix_UB_31      0.0229219000
_diffrn_orient_matrix_UB_32      -0.0475769000
_diffrn_orient_matrix_UB_33      0.0186177000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4134
_reflns_number_total             5245
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         5245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0375
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+0.3872P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0895
_refine_special_details          'Hydrogens were refined isotropically.'
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.68950(6) 0.06713(3) 0.40609(3) 0.02974(10) Uani 1 1 d . . . . .
Cl2 Cl 0.41853(5) 0.22157(3) 0.48341(3) 0.02887(10) Uani 1 1 d . . . . .
Cl3 Cl 0.30692(7) 0.02889(4) 0.35846(3) 0.04190(13) Uani 1 1 d . . . . .
P1 P 0.73080(5) 0.33141(3) 0.34289(3) 0.01657(9) Uani 1 1 d . . . . .
Si1 Si 0.47772(5) 0.13901(3) 0.37223(3) 0.02108(10) Uani 1 1 d . . . . .
C1 C 0.48060(17) 0.20962(10) 0.26179(10) 0.0176(3) Uani 1 1 d . . . . .
C2 C 0.58453(17) 0.29121(10) 0.24896(10) 0.0174(3) Uani 1 1 d . . . . .
C3 C 0.5774(2) 0.33972(12) 0.16314(11) 0.0246(3) Uani 1 1 d . . . . .
H3 H 0.640(2) 0.3956(15) 0.1542(14) 0.035(5) Uiso 1 1 d . . . . .
C4 C 0.4708(2) 0.30898(13) 0.09139(11) 0.0271(3) Uani 1 1 d . . . . .
H4 H 0.468(2) 0.3468(14) 0.0358(14) 0.036(5) Uiso 1 1 d . . . . .
C5 C 0.3692(2) 0.22842(12) 0.10358(11) 0.0248(3) Uani 1 1 d . . . . .
H5 H 0.302(2) 0.2055(13) 0.0572(13) 0.029(5) Uiso 1 1 d . . . . .
C6 C 0.37422(19) 0.17899(12) 0.18775(11) 0.0218(3) Uani 1 1 d . . . . .
H6 H 0.310(2) 0.1228(13) 0.1969(12) 0.021(4) Uiso 1 1 d . . . . .
C7 C 0.68147(18) 0.46781(11) 0.34956(10) 0.0193(3) Uani 1 1 d . . . . .
H7 H 0.705(2) 0.5002(13) 0.2919(13) 0.024(5) Uiso 1 1 d . . . . .
C8 C 0.5015(2) 0.48030(13) 0.36444(13) 0.0272(3) Uani 1 1 d . . . . .
H8A H 0.483(2) 0.5506(15) 0.3774(12) 0.029(5) Uiso 1 1 d . . . . .
H8B H 0.471(2) 0.4424(15) 0.4166(15) 0.033(5) Uiso 1 1 d . . . . .
H8C H 0.441(3) 0.4595(15) 0.3111(15) 0.037(6) Uiso 1 1 d . . . . .
C9 C 0.7816(2) 0.51766(13) 0.42865(14) 0.0290(4) Uani 1 1 d . . . . .
H9A H 0.760(2) 0.4858(13) 0.4865(13) 0.023(5) Uiso 1 1 d . . . . .
H9B H 0.751(3) 0.5909(17) 0.4377(15) 0.048(6) Uiso 1 1 d . . . . .
H9C H 0.896(3) 0.5168(16) 0.4208(16) 0.051(7) Uiso 1 1 d . . . . .
C10 C 0.91962(18) 0.32807(11) 0.27893(11) 0.0216(3) Uani 1 1 d . . . . .
H10 H 0.908(2) 0.3733(14) 0.2285(13) 0.030(5) Uiso 1 1 d . . . . .
C11 C 0.9442(2) 0.22284(14) 0.24061(15) 0.0333(4) Uani 1 1 d . . . . .
H11A H 1.042(3) 0.2206(13) 0.2071(13) 0.030(5) Uiso 1 1 d . . . . .
H11B H 0.966(3) 0.1753(15) 0.2920(14) 0.035(5) Uiso 1 1 d . . . . .
H11C H 0.851(3) 0.2002(16) 0.2003(16) 0.050(7) Uiso 1 1 d . . . . .
C12 C 1.0680(2) 0.35803(17) 0.34029(16) 0.0382(5) Uani 1 1 d . . . . .
H12A H 1.072(3) 0.3186(16) 0.3955(16) 0.045(6) Uiso 1 1 d . . . . .
H12B H 1.162(3) 0.3495(18) 0.3069(17) 0.055(7) Uiso 1 1 d . . . . .
H12C H 1.066(3) 0.4269(19) 0.3591(17) 0.059(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 Si1 2.0303(6) . ?
Cl2 Si1 2.0296(6) . ?
Cl3 Si1 2.0364(6) . ?
P1 C2 1.8447(14) . ?
P1 C7 1.8631(14) . ?
P1 C10 1.8607(16) . ?
Si1 C1 1.8535(15) . ?
C1 C2 1.403(2) . ?
C1 C6 1.406(2) . ?
C2 C3 1.397(2) . ?
C3 H3 0.92(2) . ?
C3 C4 1.384(2) . ?
C4 H4 0.95(2) . ?
C4 C5 1.379(2) . ?
C5 H5 0.899(19) . ?
C5 C6 1.381(2) . ?
C6 H6 0.931(18) . ?
C7 H7 0.967(18) . ?
C7 C8 1.525(2) . ?
C7 C9 1.524(2) . ?
C8 H8A 0.967(19) . ?
C8 H8B 0.95(2) . ?
C8 H8C 0.94(2) . ?
C9 H9A 0.962(19) . ?
C9 H9B 1.02(2) . ?
C9 H9C 0.96(2) . ?
C10 H10 0.945(19) . ?
C10 C11 1.523(2) . ?
C10 C12 1.525(2) . ?
C11 H11A 0.97(2) . ?
C11 H11B 0.99(2) . ?
C11 H11C 0.99(2) . ?
C12 H12A 0.95(2) . ?
C12 H12B 0.95(2) . ?
C12 H12C 0.96(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
C2 P1 C7 100.60(7) . . ?
C2 P1 C10 99.26(7) . . ?
C10 P1 C7 103.97(7) . . ?
Cl1 Si1 Cl3 105.60(3) . . ?
Cl2 Si1 Cl1 107.94(3) . . ?
Cl2 Si1 Cl3 105.59(3) . . ?
C1 Si1 Cl1 113.10(5) . . ?
C1 Si1 Cl2 115.06(5) . . ?
C1 Si1 Cl3 108.88(5) . . ?
C2 C1 Si1 122.96(10) . . ?
C2 C1 C6 118.99(13) . . ?
C6 C1 Si1 118.05(11) . . ?
C1 C2 P1 120.50(11) . . ?
C3 C2 P1 120.81(11) . . ?
C3 C2 C1 118.68(13) . . ?
C2 C3 H3 120.2(13) . . ?
C4 C3 C2 121.44(15) . . ?
C4 C3 H3 118.3(13) . . ?
C3 C4 H4 117.5(12) . . ?
C5 C4 C3 120.03(15) . . ?
C5 C4 H4 122.5(12) . . ?
C4 C5 H5 121.6(12) . . ?
C4 C5 C6 119.64(14) . . ?
C6 C5 H5 118.7(12) . . ?
C1 C6 H6 117.5(11) . . ?
C5 C6 C1 121.22(15) . . ?
C5 C6 H6 121.2(11) . . ?
P1 C7 H7 109.5(11) . . ?
C8 C7 P1 109.38(11) . . ?
C8 C7 H7 108.5(11) . . ?
C9 C7 P1 110.56(11) . . ?
C9 C7 H7 109.0(11) . . ?
C9 C7 C8 109.83(14) . . ?
C7 C8 H8A 107.5(11) . . ?
C7 C8 H8B 111.0(12) . . ?
C7 C8 H8C 109.2(13) . . ?
H8A C8 H8B 107.8(16) . . ?
H8A C8 H8C 111.3(16) . . ?
H8B C8 H8C 110.0(17) . . ?
C7 C9 H9A 110.0(11) . . ?
C7 C9 H9B 112.7(13) . . ?
C7 C9 H9C 113.8(14) . . ?
H9A C9 H9B 104.5(16) . . ?
H9A C9 H9C 109.2(17) . . ?
H9B C9 H9C 106.2(18) . . ?
P1 C10 H10 108.7(12) . . ?
C11 C10 P1 109.65(12) . . ?
C11 C10 H10 108.2(11) . . ?
C11 C10 C12 109.37(15) . . ?
C12 C10 P1 112.02(13) . . ?
C12 C10 H10 108.8(12) . . ?
C10 C11 H11A 110.1(11) . . ?
C10 C11 H11B 109.8(12) . . ?
C10 C11 H11C 112.1(13) . . ?
H11A C11 H11B 103.6(16) . . ?
H11A C11 H11C 110.2(17) . . ?
H11B C11 H11C 110.7(17) . . ?
C10 C12 H12A 109.4(14) . . ?
C10 C12 H12B 109.3(15) . . ?
C10 C12 H12C 112.8(15) . . ?
H12A C12 H12B 112(2) . . ?
H12A C12 H12C 106.8(19) . . ?
H12B C12 H12C 107(2) . . ?

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
Cl1 Si1 C1 C2 -63.53(13) . . . . ?
Cl1 Si1 C1 C6 116.00(11) . . . . ?
Cl2 Si1 C1 C2 61.16(13) . . . . ?
Cl2 Si1 C1 C6 -119.31(11) . . . . ?
Cl3 Si1 C1 C2 179.42(11) . . . . ?
Cl3 Si1 C1 C6 -1.05(13) . . . . ?
P1 C2 C3 C4 178.56(13) . . . . ?
Si1 C1 C2 P1 1.54(18) . . . . ?
Si1 C1 C2 C3 -179.90(12) . . . . ?
Si1 C1 C6 C5 179.67(12) . . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
C2 P1 C7 C8 55.18(12) . . . . ?
C2 P1 C7 C9 176.24(12) . . . . ?
C2 P1 C10 C11 -58.02(13) . . . . ?
C2 P1 C10 C12 -179.64(13) . . . . ?
C2 C1 C6 C5 -0.8(2) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 0.4(2) . . . . ?
C6 C1 C2 P1 -177.99(11) . . . . ?
C6 C1 C2 C3 0.6(2) . . . . ?
C7 P1 C2 C1 -127.46(12) . . . . ?
C7 P1 C2 C3 54.01(14) . . . . ?
C7 P1 C10 C11 -161.48(12) . . . . ?
C7 P1 C10 C12 76.91(14) . . . . ?
C10 P1 C2 C1 126.32(12) . . . . ?
C10 P1 C2 C3 -52.22(14) . . . . ?
C10 P1 C7 C8 157.61(11) . . . . ?
C10 P1 C7 C9 -81.32(13) . . . . ?

_olex2_date_sample_data_collection 2018-12-17
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.065
_oxdiff_exptl_absorpt_empirical_full_min 0.899
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2218774'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2022-11-10 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

# was wickemeyer08

_audit_creation_date             2019-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H24 Cl P Si'
_chemical_formula_sum            'C14 H24 Cl P Si'
_chemical_formula_weight         286.84
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H24ClPSi
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_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                   8.7929(3)
_cell_length_b                   9.6522(4)
_cell_length_c                   19.1617(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1626.27(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10688
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      29.0160
_cell_measurement_theta_min      3.1040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.387
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.49a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.0216
-7 11 -1 0.1111
7 -9 -11 0.1064
0 -4 26 0.0426
-8 2 -20 0.1351
0 1 -1 0.0897
2 1 1 0.1702
-2 -1 -1 0.2163
0 1 1 0.0216
1 3 -26 0.1034

_exptl_crystal_size_max          0.424
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.043
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0028 -0.9999 -0.9955 0.0765 -0.0289 0.0092
-7.1789 11.0658 -1.4972 -0.7686 -0.2287 -0.5975
7.4051 -9.4195 -10.8989 0.9462 0.2810 0.1604
-0.3639 -3.6266 26.0424 -0.3609 -0.1063 0.9265
-8.0988 2.0006 -20.0826 0.1043 -0.5655 -0.8182
0.0002 1.0016 -0.9984 -0.0343 0.0271 -0.0698
2.0009 0.9982 0.9920 -0.0243 0.1779 0.0230
-2.0009 -0.9982 -0.9920 0.0243 -0.1779 -0.0230
0.0028 0.9999 0.9955 -0.0765 0.0289 -0.0092
0.7208 3.1235 -26.2617 0.4027 0.1187 -0.9076

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19157
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.648
_diffrn_reflns_theta_min         3.134
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00  83.00   1.00   64.00    --    9.08-154.00  26.66   66
  2  ω    -20.00  48.00   1.00   64.00    --    9.08 -99.00-120.00   68
  3  ω     16.00  81.00   1.00   64.00    --    9.08-152.00 150.01   65
  4  ω    -12.00  80.00   1.00   64.00    --    9.08  38.00 120.00   92
  5  ω    -62.00  39.00   1.00   64.00    --    9.08 -77.00-180.00  101
  6  ω    -12.00  13.00   1.00   64.00    --    9.08  38.00-120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0260284000
_diffrn_orient_matrix_UB_12      -0.0554425000
_diffrn_orient_matrix_UB_13      -0.0212157000
_diffrn_orient_matrix_UB_21      0.0746142000
_diffrn_orient_matrix_UB_22      0.0278556000
_diffrn_orient_matrix_UB_23      0.0008415000
_diffrn_orient_matrix_UB_31      0.0161174000
_diffrn_orient_matrix_UB_32      -0.0394344000
_diffrn_orient_matrix_UB_33      0.0303113000
_diffrn_oxdiff_digest_frames     
;
016fba3f503bbfcc184f21e4403428db46004321a27
;
_diffrn_oxdiff_digest_hkl        
;
01d183257df66524ac78474f96eb93851bc36b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.687
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.833
_reflns_number_gt                3783
_reflns_number_total             4044
_reflns_odcompleteness_completeness 99.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.49a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.49a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.49a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1447 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         4044
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0316
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+0.2967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0749
_refine_special_details          
'Hydrogen atoms were taken into account using a riding model.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C11B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
 C9(H9), C12(H12)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11B(H11A,H11B,H11C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.46238(7) 0.71344(6) 0.50511(3) 0.03221(16) Uani 1 1 d . . . . .
P1 P 0.27665(6) 0.30685(6) 0.67408(3) 0.01788(13) Uani 1 1 d . . . . .
Si1 Si 0.35335(7) 0.56836(7) 0.56934(3) 0.01989(15) Uani 1 1 d . . . . .
C1 C 0.5095(2) 0.4617(2) 0.60986(10) 0.0198(5) Uani 1 1 d . . . . .
C2 C 0.4762(2) 0.3531(2) 0.65675(11) 0.0200(5) Uani 1 1 d . . . . .
C3 C 0.5960(3) 0.2799(3) 0.68819(12) 0.0268(5) Uani 1 1 d . . . . .
H3 H 0.573884 0.207565 0.720231 0.032 Uiso 1 1 calc R . . . .
C4 C 0.7458(3) 0.3119(3) 0.67307(13) 0.0318(6) Uani 1 1 d . . . . .
H4 H 0.825799 0.261987 0.694973 0.038 Uiso 1 1 calc R . . . .
C5 C 0.7793(3) 0.4160(3) 0.62631(13) 0.0307(6) Uani 1 1 d . . . . .
H5 H 0.882108 0.436661 0.615275 0.037 Uiso 1 1 calc R . . . .
C6 C 0.6623(3) 0.4906(3) 0.59536(12) 0.0268(5) Uani 1 1 d . . . . .
H6 H 0.686499 0.562902 0.563620 0.032 Uiso 1 1 calc R . . . .
C7 C 0.2273(3) 0.4725(3) 0.50882(12) 0.0267(5) Uani 1 1 d . . . . .
H7A H 0.158832 0.537806 0.485418 0.040 Uiso 1 1 calc GR . . . .
H7B H 0.167292 0.404800 0.535130 0.040 Uiso 1 1 calc GR . . . .
H7C H 0.289121 0.424331 0.473868 0.040 Uiso 1 1 calc GR . . . .
C8 C 0.2516(3) 0.6774(3) 0.63374(12) 0.0267(5) Uani 1 1 d . . . . .
H8A H 0.323845 0.740381 0.656323 0.040 Uiso 1 1 calc GR . . . .
H8B H 0.204177 0.618049 0.669070 0.040 Uiso 1 1 calc GR . . . .
H8C H 0.172872 0.731516 0.609893 0.040 Uiso 1 1 calc GR . . . .
C9 C 0.2660(3) 0.1254(3) 0.63966(12) 0.0248(5) Uani 1 1 d . . . . .
H9 H 0.304521 0.060771 0.676406 0.030 Uiso 1 1 calc R . . . .
C10 C 0.3595(3) 0.1041(3) 0.57358(13) 0.0367(6) Uani 1 1 d . . . . .
H10A H 0.321311 0.165320 0.536703 0.055 Uiso 1 1 calc GR . . . .
H10B H 0.350913 0.007502 0.558404 0.055 Uiso 1 1 calc GR . . . .
H10C H 0.466313 0.125953 0.583120 0.055 Uiso 1 1 calc GR . . . .
C11B C 0.0997(3) 0.0890(4) 0.62400(19) 0.0506(9) Uani 1 1 d . U . . .
H11A H 0.039684 0.096079 0.666942 0.076 Uiso 1 1 calc GR . . . .
H11B H 0.093850 -0.005804 0.605921 0.076 Uiso 1 1 calc GR . . . .
H11C H 0.059345 0.153536 0.589121 0.076 Uiso 1 1 calc GR . . . .
C12 C 0.2800(3) 0.2774(3) 0.76997(10) 0.0239(5) Uani 1 1 d . . . . .
H12 H 0.352639 0.200408 0.780392 0.029 Uiso 1 1 calc R . . . .
C13 C 0.3331(3) 0.4076(3) 0.80795(13) 0.0385(7) Uani 1 1 d . . . . .
H13A H 0.436386 0.431085 0.792791 0.058 Uiso 1 1 calc GR . . . .
H13B H 0.332792 0.390776 0.858389 0.058 Uiso 1 1 calc GR . . . .
H13C H 0.264327 0.484468 0.797064 0.058 Uiso 1 1 calc GR . . . .
C14 C 0.1212(3) 0.2352(3) 0.79545(12) 0.0361(7) Uani 1 1 d . . . . .
H14A H 0.046944 0.305143 0.780868 0.054 Uiso 1 1 calc GR . . . .
H14B H 0.121543 0.228258 0.846468 0.054 Uiso 1 1 calc GR . . . .
H14C H 0.093826 0.145323 0.775277 0.054 Uiso 1 1 calc GR . . . .


_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 Si1 2.0964(8) . ?
P1 C2 1.841(2) . ?
P1 C9 1.874(2) . ?
P1 C12 1.860(2) . ?
Si1 C1 1.884(2) . ?
Si1 C7 1.852(2) . ?
Si1 C8 1.852(2) . ?
C1 C2 1.411(3) . ?
C1 C6 1.400(3) . ?
C2 C3 1.404(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.378(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(4) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.524(3) . ?
C9 C11B 1.533(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11B H11A 0.9800 . ?
C11B H11B 0.9800 . ?
C11B H11C 0.9800 . ?
C12 H12 1.0000 . ?
C12 C13 1.525(4) . ?
C12 C14 1.533(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
C2 P1 C9 102.19(10) . . ?
C2 P1 C12 101.56(10) . . ?
C12 P1 C9 101.86(11) . . ?
C1 Si1 Cl1 105.90(7) . . ?
C7 Si1 Cl1 103.86(8) . . ?
C7 Si1 C1 114.92(11) . . ?
C7 Si1 C8 114.33(12) . . ?
C8 Si1 Cl1 103.44(9) . . ?
C8 Si1 C1 112.84(10) . . ?
C2 C1 Si1 121.16(16) . . ?
C6 C1 Si1 120.56(18) . . ?
C6 C1 C2 118.3(2) . . ?
C1 C2 P1 119.52(16) . . ?
C3 C2 P1 121.03(17) . . ?
C3 C2 C1 119.4(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.5(2) . . ?
C5 C6 H6 119.2 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P1 C9 H9 108.6 . . ?
C10 C9 P1 113.04(18) . . ?
C10 C9 H9 108.6 . . ?
C10 C9 C11B 108.7(2) . . ?
C11B C9 P1 109.32(18) . . ?
C11B C9 H9 108.6 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11B H11A 109.5 . . ?
C9 C11B H11B 109.5 . . ?
C9 C11B H11C 109.5 . . ?
H11A C11B H11B 109.5 . . ?
H11A C11B H11C 109.5 . . ?
H11B C11B H11C 109.5 . . ?
P1 C12 H12 108.7 . . ?
C13 C12 P1 110.49(17) . . ?
C13 C12 H12 108.7 . . ?
C13 C12 C14 110.2(2) . . ?
C14 C12 P1 109.93(16) . . ?
C14 C12 H12 108.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
Cl1 Si1 C1 C2 179.85(15) . . . . ?
Cl1 Si1 C1 C6 1.42(19) . . . . ?
P1 C2 C3 C4 177.68(18) . . . . ?
Si1 C1 C2 P1 4.3(2) . . . . ?
Si1 C1 C2 C3 -177.24(17) . . . . ?
Si1 C1 C6 C5 178.00(19) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C2 P1 C9 C10 -37.44(19) . . . . ?
C2 P1 C9 C11B -158.7(2) . . . . ?
C2 P1 C12 C13 58.75(19) . . . . ?
C2 P1 C12 C14 -179.38(19) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C4 C5 C6 1.2(4) . . . . ?
C4 C5 C6 C1 -0.8(4) . . . . ?
C6 C1 C2 P1 -177.26(17) . . . . ?
C6 C1 C2 C3 1.2(3) . . . . ?
C7 Si1 C1 C2 -66.1(2) . . . . ?
C7 Si1 C1 C6 115.43(19) . . . . ?
C8 Si1 C1 C2 67.4(2) . . . . ?
C8 Si1 C1 C6 -111.0(2) . . . . ?
C9 P1 C2 C1 116.25(18) . . . . ?
C9 P1 C2 C3 -62.2(2) . . . . ?
C9 P1 C12 C13 164.01(18) . . . . ?
C9 P1 C12 C14 -74.1(2) . . . . ?
C12 P1 C2 C1 -138.75(18) . . . . ?
C12 P1 C2 C3 42.8(2) . . . . ?
C12 P1 C9 C10 -142.21(18) . . . . ?
C12 P1 C9 C11B 96.5(2) . . . . ?

_olex2_date_sample_data_collection 2019-04-12
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.316
_oxdiff_exptl_absorpt_empirical_full_min 0.803
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2218773'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2022-11-10 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

# was wickemeyer05

_audit_creation_date             2019-01-24
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H21 Cl2 P Si'
_chemical_formula_sum            'C13 H21 Cl2 P Si'
_chemical_formula_weight         307.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H21 Cl2 P Si'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.26220(10)
_cell_length_b                   13.2613(2)
_cell_length_c                   14.6945(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.6770(10)
_cell_angle_gamma                90
_cell_volume                     1606.73(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    30561
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      31.9090
_cell_measurement_theta_min      2.0620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.400
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.37a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             648
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 -5 0.0723
2 2 -5 0.1519
-1 -1 -1 0.1484
-1 5 2 0.1011
3 5 2 0.1312
-1 5 -4 0.0594
0 -5 2 0.0177
2 -1 5 0.1080
-1 3 5 0.1213
4 -5 0 0.1392

_exptl_crystal_size_max          0.444
_exptl_crystal_size_mid          0.229
_exptl_crystal_size_min          0.119
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9911 -0.0329 -4.9978 -0.0217 -0.1268 -0.2276
1.9945 2.0062 -4.9840 0.1867 -0.2311 -0.0741
-0.9922 -1.0171 -1.0033 -0.0823 -0.0063 -0.0796
-1.0241 4.9960 1.9930 0.1954 0.2110 -0.0682
2.9689 5.0476 2.0113 0.3457 0.0218 0.1759
-1.0155 4.9719 -3.9988 0.2144 0.0021 -0.2682
0.0201 -4.9929 1.9970 -0.2457 -0.0244 0.1405
1.9940 -0.9543 5.0023 0.0114 0.0607 0.3034
-1.0192 3.0076 4.9888 0.0902 0.2779 0.0613
4.0160 -4.9492 0.0179 -0.0891 -0.2833 0.3179

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            57203
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.227
_diffrn_reflns_theta_min         2.071
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  96.00   1.00   20.00    --   26.05  77.00-180.00  100
  2  ω      6.00  95.00   1.00   20.00    --   26.05  57.00 -60.00   89
  3  ω     34.00 103.00   1.00   20.00    --   26.05-178.00 -90.00   69
  4  ω      6.00  95.00   1.00   20.00    --   26.05  57.00 120.00   89
  5  ω    -20.00  68.00   1.00   20.00    --   26.05 -99.00  60.00   88
  6  ω    -43.00  47.00   1.00   20.00    --   26.05 -57.00 -30.00   90
  7  ω    -20.00  68.00   1.00   20.00    --   26.05 -99.00 150.00   88
  8  ω    -20.00  68.00   1.00   20.00    --   26.05 -99.00 -90.00   88
  9  ω    -46.00  52.00   1.00   20.00    --   26.05 -38.00  30.00   98
 10  ω     -4.00  96.00   1.00   20.00    --   26.05  77.00  30.00  100
 11  ω    -18.00  99.00   1.00   20.00    --   26.05  19.00  90.00  117
 12  ω    -94.00   7.00   1.00   20.00    --  -23.50 -77.00  30.00  101
 13  ω      1.00  98.00   1.00   20.00    --   26.05  38.00-180.00   97
 14  ω     -4.00  96.00   1.00   20.00    --   26.05  77.00-120.00  100
 15  ω     34.00 103.00   1.00   20.00    --   26.05-178.00  30.00   69
 16  ω      4.00  94.00   1.00   20.00    --   26.05  62.00 -15.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0370217000
_diffrn_orient_matrix_UB_12      0.0480276000
_diffrn_orient_matrix_UB_13      -0.0033105000
_diffrn_orient_matrix_UB_21      -0.0477829000
_diffrn_orient_matrix_UB_22      0.0185876000
_diffrn_orient_matrix_UB_23      0.0347318000
_diffrn_orient_matrix_UB_31      0.0611617000
_diffrn_orient_matrix_UB_32      -0.0144882000
_diffrn_orient_matrix_UB_33      0.0335150000
_diffrn_oxdiff_digest_frames     
;
0157e50f7d8b2a91f0dd3e0363ec05e62901535108d
;
_diffrn_oxdiff_digest_hkl        
;
01d751d65b2fd660e621c9ed7960051ad90ac9
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4925
_reflns_number_total             5437
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.37a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.37a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.37a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         5437
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0275
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0287P)²+0.7027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0686
_refine_ls_wR_factor_ref         0.0710
_refine_special_details          'Disorder of Cl(2) over two sites (61:39).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(Cl3)=1-FVAR(1)
 Sof(Cl2)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C),
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.70312(3) 0.06381(2) 0.40157(2) 0.02487(6) Uani 1 1 d . . . . .
Cl2 Cl 0.3258(6) 0.0141(3) 0.3584(3) 0.0288(5) Uani 0.61(4) 1 d . . P A 1
Cl3 Cl 0.3055(19) 0.0256(11) 0.3575(5) 0.0426(12) Uani 0.39(4) 1 d . . P A 2
P1 P 0.72333(3) 0.33224(2) 0.34509(2) 0.01445(6) Uani 1 1 d . . . . .
Si1 Si 0.48283(3) 0.13440(2) 0.37549(2) 0.01770(6) Uani 1 1 d . . . . .
C1 C 0.48089(11) 0.20410(7) 0.26501(6) 0.01517(16) Uani 1 1 d . . . . .
C2 C 0.57900(11) 0.28925(7) 0.25221(6) 0.01558(16) Uani 1 1 d . . . . .
C3 C 0.56866(14) 0.33860(8) 0.16794(7) 0.0224(2) Uani 1 1 d . . . . .
H3 H 0.632767 0.395097 0.159666 0.027 Uiso 1 1 calc R . . . .
C4 C 0.46467(14) 0.30497(9) 0.09642(7) 0.0244(2) Uani 1 1 d . . . . .
H4 H 0.458874 0.338959 0.040943 0.029 Uiso 1 1 calc R . . . .
C5 C 0.36964(13) 0.22058(9) 0.10809(7) 0.0223(2) Uani 1 1 d . . . . .
H5 H 0.300618 0.197257 0.060183 0.027 Uiso 1 1 calc R . . . .
C6 C 0.37740(12) 0.17076(8) 0.19137(7) 0.01968(18) Uani 1 1 d . . . . .
H6 H 0.312891 0.114217 0.198613 0.024 Uiso 1 1 calc R . . . .
C7 C 0.42912(13) 0.20301(9) 0.47921(7) 0.02201(19) Uani 1 1 d . . . . .
H7A H 0.427859 0.156760 0.529414 0.033 Uiso 1 1 calc GR . . . .
H7B H 0.323789 0.232949 0.468706 0.033 Uiso 1 1 calc GR . . . .
H7C H 0.507888 0.254861 0.493223 0.033 Uiso 1 1 calc GR . . . .
C8 C 0.91627(12) 0.32996(8) 0.28551(7) 0.01918(18) Uani 1 1 d . . . . .
H8 H 0.910381 0.382089 0.238144 0.023 Uiso 1 1 calc R . . . .
C9 C 0.94049(16) 0.22851(11) 0.24036(10) 0.0376(3) Uani 1 1 d . . . . .
H9A H 0.946731 0.176571 0.285960 0.056 Uiso 1 1 calc GR . . . .
H9B H 1.039264 0.229644 0.209349 0.056 Uiso 1 1 calc GR . . . .
H9C H 0.850794 0.215200 0.197246 0.056 Uiso 1 1 calc GR . . . .
C10 C 1.06171(15) 0.35200(14) 0.35124(11) 0.0441(4) Uani 1 1 d . . . . .
H10A H 1.054558 0.419794 0.373543 0.066 Uiso 1 1 calc GR . . . .
H10B H 1.159674 0.344385 0.320137 0.066 Uiso 1 1 calc GR . . . .
H10C H 1.062708 0.305743 0.401524 0.066 Uiso 1 1 calc GR . . . .
C11 C 0.67231(12) 0.46916(7) 0.34863(7) 0.01775(17) Uani 1 1 d . . . . .
H11 H 0.692152 0.499580 0.289596 0.021 Uiso 1 1 calc R . . . .
C12 C 0.77690(14) 0.52290(9) 0.42338(8) 0.0264(2) Uani 1 1 d . . . . .
H12A H 0.768401 0.488326 0.480276 0.040 Uiso 1 1 calc GR . . . .
H12B H 0.739987 0.591123 0.429044 0.040 Uiso 1 1 calc GR . . . .
H12C H 0.887943 0.522994 0.407752 0.040 Uiso 1 1 calc GR . . . .
C13 C 0.49288(13) 0.48100(9) 0.36604(8) 0.0250(2) Uani 1 1 d . . . . .
H13A H 0.427716 0.455014 0.314891 0.038 Uiso 1 1 calc GR . . . .
H13B H 0.468537 0.551082 0.374158 0.038 Uiso 1 1 calc GR . . . .
H13C H 0.469687 0.444323 0.420009 0.038 Uiso 1 1 calc GR . . . .


_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 Si1 2.0607(4) . ?
Cl2 Si1 2.062(4) . ?
Cl3 Si1 2.061(7) . ?
P1 C2 1.8442(9) . ?
P1 C8 1.8675(10) . ?
P1 C11 1.8656(10) . ?
Si1 C1 1.8674(10) . ?
Si1 C7 1.8531(11) . ?
C1 C2 1.4097(13) . ?
C1 C6 1.4066(13) . ?
C2 C3 1.3983(13) . ?
C3 H3 0.9300 . ?
C3 C4 1.3878(14) . ?
C4 H4 0.9300 . ?
C4 C5 1.3841(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.3886(15) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9800 . ?
C8 C9 1.5189(16) . ?
C8 C10 1.5211(16) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.5296(14) . ?
C11 C13 1.5286(15) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 P1 C8 100.30(4) . . ?
C2 P1 C11 100.66(4) . . ?
C11 P1 C8 103.30(5) . . ?
Cl1 Si1 Cl2 102.28(13) . . ?
Cl1 Si1 Cl3 108.5(6) . . ?
C1 Si1 Cl1 110.17(3) . . ?
C1 Si1 Cl2 107.86(12) . . ?
C1 Si1 Cl3 105.6(3) . . ?
C7 Si1 Cl1 108.99(4) . . ?
C7 Si1 Cl2 107.35(10) . . ?
C7 Si1 Cl3 104.1(3) . . ?
C7 Si1 C1 118.87(5) . . ?
C2 C1 Si1 122.65(7) . . ?
C6 C1 Si1 118.95(7) . . ?
C6 C1 C2 118.39(9) . . ?
C1 C2 P1 119.93(7) . . ?
C3 C2 P1 120.70(7) . . ?
C3 C2 C1 119.35(9) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.33(10) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.64(10) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.96(9) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.3 . . ?
C5 C6 C1 121.32(9) . . ?
C5 C6 H6 119.3 . . ?
Si1 C7 H7A 109.5 . . ?
Si1 C7 H7B 109.5 . . ?
Si1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
P1 C8 H8 108.5 . . ?
C9 C8 P1 111.07(7) . . ?
C9 C8 H8 108.5 . . ?
C9 C8 C10 109.07(10) . . ?
C10 C8 P1 111.26(8) . . ?
C10 C8 H8 108.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
P1 C11 H11 109.0 . . ?
C12 C11 P1 110.81(7) . . ?
C12 C11 H11 109.0 . . ?
C13 C11 P1 109.14(7) . . ?
C13 C11 H11 109.0 . . ?
C13 C11 C12 109.96(9) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
Cl1 Si1 C1 C2 -67.23(8) . . . . ?
Cl1 Si1 C1 C6 112.88(8) . . . . ?
Cl2 Si1 C1 C2 -178.10(14) . . . . ?
Cl2 Si1 C1 C6 2.01(15) . . . . ?
Cl3 Si1 C1 C2 175.8(6) . . . . ?
Cl3 Si1 C1 C6 -4.1(6) . . . . ?
P1 C2 C3 C4 177.74(9) . . . . ?
Si1 C1 C2 P1 2.89(11) . . . . ?
Si1 C1 C2 C3 -178.84(8) . . . . ?
Si1 C1 C6 C5 179.16(8) . . . . ?
C1 C2 C3 C4 -0.51(16) . . . . ?
C2 P1 C8 C9 -52.08(9) . . . . ?
C2 P1 C8 C10 -173.78(9) . . . . ?
C2 P1 C11 C12 179.15(7) . . . . ?
C2 P1 C11 C13 57.92(8) . . . . ?
C2 C1 C6 C5 -0.73(15) . . . . ?
C2 C3 C4 C5 -0.39(17) . . . . ?
C3 C4 C5 C6 0.72(17) . . . . ?
C4 C5 C6 C1 -0.15(16) . . . . ?
C6 C1 C2 P1 -177.22(7) . . . . ?
C6 C1 C2 C3 1.05(14) . . . . ?
C7 Si1 C1 C2 59.52(10) . . . . ?
C7 Si1 C1 C6 -120.37(8) . . . . ?
C8 P1 C2 C1 123.92(8) . . . . ?
C8 P1 C2 C3 -54.32(9) . . . . ?
C8 P1 C11 C12 -77.47(8) . . . . ?
C8 P1 C11 C13 161.31(7) . . . . ?
C11 P1 C2 C1 -130.29(8) . . . . ?
C11 P1 C2 C3 51.47(9) . . . . ?
C11 P1 C8 C9 -155.74(9) . . . . ?
C11 P1 C8 C10 82.56(10) . . . . ?

_olex2_date_sample_data_collection 2019-01-16
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.300
_oxdiff_exptl_absorpt_empirical_full_min 0.748
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2218775'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2022-11-10 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

# was wickemeyer23_157k

_audit_creation_date             2020-10-15
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H27 P Si'
_chemical_formula_sum            'C15 H27 P Si'
_chemical_formula_weight         266.42
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32 H32 Si32 P32 '
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_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                   8.66056(17)
_cell_length_b                   10.22874(18)
_cell_length_c                   19.1829(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1699.34(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19263
_cell_measurement_temperature    157.0(1)
_cell_measurement_theta_max      32.6840
_cell_measurement_theta_min      3.0720
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.880
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.212
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.041
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.1387
-1 -5 1 0.2950
1 5 -1 0.2950
5 -1 2 0.1492
-5 1 -2 0.1492
2 -1 -5 0.1279
-2 1 5 0.1279
0 -2 -27 0.1197
8 0 20 0.1655

_exptl_crystal_size_max          0.611
_exptl_crystal_size_mid          0.342
_exptl_crystal_size_min          0.256
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0001 -0.0001 0.9994 -0.0032 0.0365 0.0050
-0.9997 -4.9944 0.9995 -0.0312 -0.0138 0.3561
0.9997 4.9944 -0.9995 0.0312 0.0138 -0.3561
4.9967 -0.9988 1.9977 0.4070 0.1079 0.0208
-4.9967 0.9988 -1.9977 -0.4070 -0.1079 -0.0208
1.9983 -0.9982 -4.9976 0.1878 -0.1734 0.0202
-1.9983 0.9982 4.9976 -0.1878 0.1734 -0.0202
-0.3685 -2.1615 -26.7256 0.0792 -0.9967 0.0184
8.3042 -0.2254 19.8214 0.6081 0.7937 0.0190

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            50646
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.140
_diffrn_reflns_theta_min         2.911
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      157.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     79.00 105.00   1.00    8.00    --   35.84 159.00 111.00   26
  2  ω     30.00  93.00   1.00    8.00    --   35.84  57.00-180.00   63
  3  ω     29.00  80.00   1.00    8.00    --   35.84-118.00 -37.00   51
  4  ω    -11.00  40.00   1.00    8.00    --   35.84 -77.00 150.00   51
  5  ω     17.00  97.00   1.00    8.00    --   35.84  57.00 120.00   80
  6  ω      6.00  42.00   1.00   16.00    --   35.84  79.00   3.86   36
  7  ω     17.00  95.00   1.00   16.00    --   35.84  57.00 -90.00   78
  8  ω      8.00  42.00   1.00   16.00    --   35.84  76.00  68.85   34
  9  ω     -2.00 108.00   1.00   16.00    --   35.84  19.00  60.00  110
 10  ω    -35.00  23.00   1.00   16.00    --   35.84 -38.00-120.00   58
 11  ω    -35.00  39.00   1.00   16.00    --   35.84   0.00 -30.00   74
 12  ω     55.00 104.00   1.00   16.00    --   35.84   0.00 -30.00   49
 13  ω      2.00  29.00   1.00   16.00    --   35.84  86.00 145.74   27
 14  ω      2.00  31.00   1.00   16.00    --   35.84  86.00 -38.87   29
 15  ω    -11.00  73.00   1.00   16.00    --   35.84 -99.00  90.00   84
 16  ω    -29.00  22.00   1.00   16.00    --   35.84 -77.00 -30.00   51
 17  ω     39.00  64.00   1.00   16.00    --   35.84 -77.00 -30.00   25
 18  ω      3.00  31.00   1.00   16.00    --   35.84  86.00-141.48   28
 19  ω     -4.00  75.00   1.00   16.00    --   35.84 -99.00-150.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0806359000
_diffrn_orient_matrix_UB_12      -0.0105320000
_diffrn_orient_matrix_UB_13      -0.0032248000
_diffrn_orient_matrix_UB_21      0.0086773000
_diffrn_orient_matrix_UB_22      0.0083350000
_diffrn_orient_matrix_UB_23      0.0364996000
_diffrn_orient_matrix_UB_31      -0.0114196000
_diffrn_orient_matrix_UB_32      -0.0680265000
_diffrn_orient_matrix_UB_33      0.0049715000
_diffrn_oxdiff_digest_frames     
;
010a0d94aab223062748fa5825e9a2608801067dc56
;
_diffrn_oxdiff_digest_hkl        
;
01de8ac29f7f74b664085066cf845647fc2738
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5894
_reflns_number_total             6480
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     35.41
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 
;
 Flack x determined using 2384 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.012(18)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         6480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+0.0800P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0803
_refine_ls_wR_factor_ref         0.0834
_refine_special_details          
;
In situ grown crystal. 
At 222 K the supercooled melt was treated 
with ultrasonic, at 267 K polycrystalline material 
was growing in the capillary. 
At 287.4 K all material except a small seed crystal was melted manually..
After slow cooling to 284 K with 1 K/h the entire 
cappillary was filled with a single crystal, 
which was cooled to 157 K with 12 K/h.
Hydrogen atoms were taken into account using a riding model.
C11 and C12 are disordered at two positions with ratio 60:40.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H10A)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C12)=Sof(H12A)=Sof(H12B)=
 Sof(H12C)=1-FVAR(1)
 Sof(H10)=Sof(C11B)=Sof(H11D)=Sof(H11E)=Sof(H11F)=Sof(C12B)=Sof(H12D)=
 Sof(H12E)=Sof(H12F)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10A), C10(H10)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C), C11B(H11D,H11E,H11F),
 C12(H12A,H12B,H12C), C12B(H12D,H12E,H12F), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P1 P 0.71872(4) 0.70810(3) 0.67187(2) 0.03029(8) Uani 1 1 d . . . . .
Si1 Si 0.63545(5) 0.44316(4) 0.56882(2) 0.03883(10) Uani 1 1 d . . . . .
C1 C 0.51759(16) 0.65928(14) 0.65425(8) 0.0338(3) Uani 1 1 d . . . . .
C2 C 0.48423(16) 0.54983(15) 0.61215(7) 0.0353(3) Uani 1 1 d . . . . .
C3 C 0.3273(2) 0.51960(19) 0.60164(11) 0.0502(4) Uani 1 1 d . . . . .
H3 H 0.301422 0.446255 0.573598 0.060 Uiso 1 1 calc R . . . .
C4 C 0.2091(2) 0.5933(2) 0.63083(12) 0.0608(5) Uani 1 1 d . . . . .
H4 H 0.104448 0.570107 0.622519 0.073 Uiso 1 1 calc R . . . .
C5 C 0.24326(19) 0.6989(2) 0.67146(12) 0.0573(5) Uani 1 1 d . . . . .
H5 H 0.162708 0.749626 0.691417 0.069 Uiso 1 1 calc R . . . .
C6 C 0.39635(19) 0.73174(17) 0.68341(10) 0.0481(4) Uani 1 1 d . . . . .
H6 H 0.419570 0.804977 0.712011 0.058 Uiso 1 1 calc R . . . .
C7 C 0.71291(19) 0.72174(16) 0.76885(8) 0.0407(3) Uani 1 1 d . . . . .
H7 H 0.639552 0.792943 0.782228 0.049 Uiso 1 1 calc R . . . .
C8 C 0.8718(2) 0.7533(2) 0.79776(11) 0.0609(5) Uani 1 1 d . . . . .
H8A H 0.943854 0.683114 0.785396 0.091 Uiso 1 1 calc GR . . . .
H8B H 0.865873 0.760985 0.848611 0.091 Uiso 1 1 calc GR . . . .
H8C H 0.908215 0.835993 0.777938 0.091 Uiso 1 1 calc GR . . . .
C9 C 0.6572(3) 0.5929(3) 0.80001(11) 0.0755(7) Uani 1 1 d . . . . .
H9A H 0.551174 0.575769 0.784626 0.113 Uiso 1 1 calc GR . . . .
H9B H 0.659860 0.598515 0.850995 0.113 Uiso 1 1 calc GR . . . .
H9C H 0.724607 0.521780 0.784429 0.113 Uiso 1 1 calc GR . . . .
C10 C 0.7129(2) 0.88336(16) 0.64450(11) 0.0524(4) Uani 1 1 d . . . . .
H10A H 0.625406 0.926565 0.669522 0.063 Uiso 0.60(2) 1 calc R . P A 2
H10 H 0.663034 0.935370 0.682469 0.063 Uiso 0.40(2) 1 calc R . P A 1
C11 C 0.6727(13) 0.8827(9) 0.5613(5) 0.0740(19) Uani 0.60(2) 1 d . . P A 2
H11A H 0.758898 0.843769 0.535443 0.111 Uiso 0.60(2) 1 calc GR . P A 2
H11B H 0.656312 0.972595 0.545236 0.111 Uiso 0.60(2) 1 calc GR . P A 2
H11C H 0.578937 0.831299 0.553172 0.111 Uiso 0.60(2) 1 calc GR . P A 2
C11B C 0.6417(12) 0.9128(11) 0.5829(6) 0.057(2) Uani 0.40(2) 1 d . . P A 1
H11D H 0.686165 0.859582 0.545488 0.085 Uiso 0.40(2) 1 calc GR . P A 1
H11E H 0.656798 1.005651 0.572275 0.085 Uiso 0.40(2) 1 calc GR . P A 1
H11F H 0.530976 0.894356 0.586804 0.085 Uiso 0.40(2) 1 calc GR . P A 1
C12 C 0.8545(14) 0.9571(7) 0.6599(4) 0.077(2) Uani 0.60(2) 1 d . . P A 2
H12A H 0.867015 0.965108 0.710457 0.115 Uiso 0.60(2) 1 calc GR . P A 2
H12B H 0.847340 1.044446 0.639105 0.115 Uiso 0.60(2) 1 calc GR . P A 2
H12C H 0.943691 0.910962 0.640259 0.115 Uiso 0.60(2) 1 calc GR . P A 2
C12B C 0.8892(10) 0.9313(16) 0.6365(11) 0.081(4) Uani 0.40(2) 1 d . . P A 1
H12D H 0.944194 0.917099 0.680468 0.121 Uiso 0.40(2) 1 calc GR . P A 1
H12E H 0.891014 1.024516 0.624767 0.121 Uiso 0.40(2) 1 calc GR . P A 1
H12F H 0.939592 0.881334 0.599278 0.121 Uiso 0.40(2) 1 calc GR . P A 1
C13 C 0.7597(2) 0.35899(19) 0.63411(10) 0.0517(4) Uani 1 1 d . . . . .
H13A H 0.812217 0.424302 0.662990 0.078 Uiso 1 1 calc GR . . . .
H13B H 0.836621 0.305360 0.609924 0.078 Uiso 1 1 calc GR . . . .
H13C H 0.695523 0.303002 0.663778 0.078 Uiso 1 1 calc GR . . . .
C14 C 0.5329(3) 0.3121(2) 0.51831(12) 0.0684(6) Uani 1 1 d . . . . .
H14A H 0.472611 0.257721 0.550376 0.103 Uiso 1 1 calc GR . . . .
H14B H 0.608893 0.257642 0.494037 0.103 Uiso 1 1 calc GR . . . .
H14C H 0.463630 0.352545 0.484144 0.103 Uiso 1 1 calc GR . . . .
C15 C 0.7561(3) 0.5370(2) 0.50623(9) 0.0585(5) Uani 1 1 d . . . . .
H15A H 0.689063 0.583804 0.473494 0.088 Uiso 1 1 calc GR . . . .
H15B H 0.822877 0.476689 0.480406 0.088 Uiso 1 1 calc GR . . . .
H15C H 0.819908 0.599949 0.531770 0.088 Uiso 1 1 calc GR . . . .


_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
P1 C1 1.8433(14) . ?
P1 C7 1.8661(15) . ?
P1 C10 1.8687(16) . ?
Si1 C2 1.8964(16) . ?
Si1 C13 1.8620(18) . ?
Si1 C14 1.878(2) . ?
Si1 C15 1.859(2) . ?
C1 C2 1.410(2) . ?
C1 C6 1.402(2) . ?
C2 C3 1.408(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.365(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.387(2) . ?
C6 H6 0.9500 . ?
C7 H7 1.0000 . ?
C7 C8 1.518(3) . ?
C7 C9 1.525(3) . ?
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 H10A 1.0000 . ?
C10 H10 1.0000 . ?
C10 C11 1.634(9) . ?
C10 C11B 1.367(10) . ?
C10 C12 1.470(9) . ?
C10 C12B 1.611(9) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 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
C1 P1 C7 100.23(7) . . ?
C1 P1 C10 100.54(8) . . ?
C7 P1 C10 101.98(9) . . ?
C13 Si1 C2 111.73(7) . . ?
C13 Si1 C14 106.88(10) . . ?
C14 Si1 C2 108.08(9) . . ?
C15 Si1 C2 111.98(8) . . ?
C15 Si1 C13 110.40(10) . . ?
C15 Si1 C14 107.53(10) . . ?
C2 C1 P1 120.91(11) . . ?
C6 C1 P1 119.43(13) . . ?
C6 C1 C2 119.66(15) . . ?
C1 C2 Si1 124.49(11) . . ?
C3 C2 Si1 118.51(13) . . ?
C3 C2 C1 117.00(15) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.31(18) . . ?
C4 C3 H3 118.8 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.97(16) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.58(17) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 H6 119.3 . . ?
C5 C6 C1 121.47(18) . . ?
C5 C6 H6 119.3 . . ?
P1 C7 H7 109.1 . . ?
C8 C7 P1 110.83(12) . . ?
C8 C7 H7 109.1 . . ?
C8 C7 C9 109.10(17) . . ?
C9 C7 P1 109.55(12) . . ?
C9 C7 H7 109.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
P1 C10 H10A 108.0 . . ?
P1 C10 H10 108.5 . . ?
C11 C10 P1 106.0(3) . . ?
C11 C10 H10A 108.0 . . ?
C11B C10 P1 117.8(5) . . ?
C11B C10 H10 108.5 . . ?
C11B C10 C12B 106.1(6) . . ?
C12 C10 P1 114.4(4) . . ?
C12 C10 H10A 108.0 . . ?
C12 C10 C11 112.1(4) . . ?
C12B C10 P1 107.1(5) . . ?
C12B C10 H10 108.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C11B H11D 109.5 . . ?
C10 C11B H11E 109.5 . . ?
C10 C11B H11F 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C12B H12D 109.5 . . ?
C10 C12B H12E 109.5 . . ?
C10 C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si1 C14 H14A 109.5 . . ?
Si1 C14 H14B 109.5 . . ?
Si1 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si1 C15 H15A 109.5 . . ?
Si1 C15 H15B 109.5 . . ?
Si1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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
P1 C1 C2 Si1 -0.67(18) . . . . ?
P1 C1 C2 C3 179.86(12) . . . . ?
P1 C1 C6 C5 179.83(15) . . . . ?
Si1 C2 C3 C4 -179.36(15) . . . . ?
C1 P1 C7 C8 176.28(13) . . . . ?
C1 P1 C7 C9 55.84(16) . . . . ?
C1 P1 C10 C11 -62.8(5) . . . . ?
C1 P1 C10 C11B -45.4(6) . . . . ?
C1 P1 C10 C12 173.2(4) . . . . ?
C1 P1 C10 C12B -164.8(9) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C1 0.5(3) . . . . ?
C6 C1 C2 Si1 179.64(12) . . . . ?
C6 C1 C2 C3 0.2(2) . . . . ?
C7 P1 C1 C2 -129.17(12) . . . . ?
C7 P1 C1 C6 50.52(14) . . . . ?
C7 P1 C10 C11 -165.7(4) . . . . ?
C7 P1 C10 C11B -148.3(6) . . . . ?
C7 P1 C10 C12 70.2(4) . . . . ?
C7 P1 C10 C12B 92.3(9) . . . . ?
C10 P1 C1 C2 126.45(13) . . . . ?
C10 P1 C1 C6 -53.85(15) . . . . ?
C10 P1 C7 C8 -80.52(15) . . . . ?
C10 P1 C7 C9 159.04(16) . . . . ?
C13 Si1 C2 C1 63.13(15) . . . . ?
C13 Si1 C2 C3 -117.39(14) . . . . ?
C14 Si1 C2 C1 -179.56(13) . . . . ?
C14 Si1 C2 C3 -0.08(16) . . . . ?
C15 Si1 C2 C1 -61.30(15) . . . . ?
C15 Si1 C2 C3 118.17(15) . . . . ?

_olex2_date_sample_data_collection 2020-10-14
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.341
_oxdiff_exptl_absorpt_empirical_full_min 0.732
_exptl_crystal_recrystallization_method 'From the Melt'
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2218776'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2022-11-10 deposited with the CCDC.	2023-01-30 downloaded from the CCDC.
;

# was wickemeyer24_3_100_00

_audit_creation_date             2020-10-22
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H18 F3 P Si'
_chemical_formula_sum            'C12 H18 F3 P Si'
_chemical_formula_weight         278.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12H18F3PSi
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.47666(14)
_cell_length_b                   12.7939(3)
_cell_length_c                   13.9557(3)
_cell_angle_alpha                109.2005(18)
_cell_angle_beta                 95.3593(14)
_cell_angle_gamma                99.4830(16)
_cell_volume                     1391.95(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22054
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      36.5170
_cell_measurement_theta_min      2.6750
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.846
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.195
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 5 15 0.2956
-3 17 -13 0.1140
6 14 -6 0.1230
-6 -14 6 0.1230
-10 -5 -4 0.1410
6 -5 -15 0.2926
10 5 4 0.1410
9 -9 12 0.1311
3 -17 13 0.1180
-9 9 -12 0.1311

_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.232
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-6.4814 4.9263 14.7470 -0.0115 0.0131 0.9998
-2.8574 16.6673 -12.5449 0.9915 -0.1298 0.0051
5.5008 14.4065 -6.1207 0.5668 -0.8233 -0.0308
-5.5008 -14.4065 6.1207 -0.5668 0.8233 0.0308
-9.6258 -4.6726 -3.8621 0.1298 0.9915 -0.0090
6.4814 -4.9263 -14.7470 0.0115 -0.0131 -0.9998
9.6258 4.6726 3.8621 -0.1298 -0.9915 0.0090
8.6024 -9.2900 11.8205 -0.8237 -0.5670 -0.0036
2.8574 -16.6673 12.5449 -0.9915 0.1298 -0.0051
-8.6024 9.2900 -11.8205 0.8237 0.5670 0.0036

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            45533
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.842
_diffrn_reflns_theta_min         2.467
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      9.00 104.00   1.00   10.00    --   35.84  73.00  97.96   95
  2  ω    -14.00  76.00   1.00   10.00    --   35.84 -99.00  30.00   90
  3  ω      8.00  36.00   1.00   10.00    --   35.84  75.00-148.26   28
  4  ω    -35.00  36.00   1.00   10.00    --   35.84 -38.00  60.00   71
  5  ω      2.00  29.00   1.00   10.00    --   35.84  87.00 -65.18   27
  6  ω     -1.00  60.00   1.00   10.00    --   35.84  19.00-120.00   61
  7  ω     79.00 108.00   1.00   10.00    --   35.84  19.00-120.00   29
  8  ω      0.00  26.00   1.00   10.00    --   35.84  90.00  55.06   26
  9  ω     37.00 111.00   1.00   10.00    --   35.84-178.00-120.00   74
 10  ω     15.00 102.00   1.00   10.00    --   35.84  38.00 -90.00   87
 11  ω    -26.00  50.00   1.00   10.00    --   35.84 -57.00 -90.00   76
 12  ω      8.00  41.00   1.00   10.00    --   35.84  76.00  -0.47   33
 13  ω     -9.00  76.00   1.00   10.00    --   35.84 -99.00-120.00   85
 14  ω     18.00  43.00   1.00   10.00    --   35.84  57.00-180.00   25
 15  ω      3.00 105.00   1.00   10.00    --   35.84  19.00  90.00  102
 16  ω     15.00  94.00   1.00   10.00    --   35.84  44.00  -2.45   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0225540000
_diffrn_orient_matrix_UB_12      0.0380188000
_diffrn_orient_matrix_UB_13      -0.0233894000
_diffrn_orient_matrix_UB_21      -0.0769426000
_diffrn_orient_matrix_UB_22      -0.0365673000
_diffrn_orient_matrix_UB_23      -0.0207145000
_diffrn_orient_matrix_UB_31      -0.0308815000
_diffrn_orient_matrix_UB_32      0.0286269000
_diffrn_orient_matrix_UB_33      0.0446645000
_diffrn_oxdiff_digest_frames     
;
01d4c2b70e1fb153ba1190c125d1ef8bbc00988f68f
;
_diffrn_oxdiff_digest_hkl        
;
016011176732747dc9f916ed40d7c5924d25e0
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11340
_reflns_number_total             13318
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.560
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         13318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0315
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0406P)²+0.2496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0844
_refine_special_details          
;
All hydrogen atoms were refined isotropically.
In situ grown crystal. At 160 K the supercooled melt was treated 
with ultrasonic, during raising the temperteature to 220 K
 polycrystalline material was growing 
in the capillary. At 253.5 K all material except a small 
seed crystal was melted manually. 
After slow cooling to 237 K with 1 K/h a single crystal had grown, 
which was cooled to 100 K with 30 K/h for data collection.
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P1 P 0.41495(2) 0.25898(2) 0.18282(2) 0.01384(4) Uani 1 1 d . . . . .
Si1 Si 0.16675(3) 0.39452(2) 0.30366(2) 0.02140(5) Uani 1 1 d . . . . .
F1 F 0.08268(7) 0.37023(6) 0.19119(5) 0.03332(14) Uani 1 1 d . . . . .
F2 F 0.07858(7) 0.48393(6) 0.37309(6) 0.03776(16) Uani 1 1 d . . . . .
F3 F 0.11448(7) 0.28462(5) 0.33017(5) 0.02973(12) Uani 1 1 d . . . . .
C1 C 0.49887(9) 0.39604(6) 0.28511(6) 0.01452(11) Uani 1 1 d . . . . .
C2 C 0.38507(9) 0.45497(6) 0.33445(6) 0.01557(12) Uani 1 1 d . . . . .
C3 C 0.43949(10) 0.56173(7) 0.41177(6) 0.01901(13) Uani 1 1 d . . . . .
H3 H 0.3642(15) 0.6040(11) 0.4477(10) 0.027(3) Uiso 1 1 d . . . . .
C4 C 0.60429(10) 0.60847(7) 0.44110(6) 0.01938(13) Uani 1 1 d . . . . .
H4 H 0.6420(16) 0.6811(11) 0.4933(10) 0.029(3) Uiso 1 1 d . . . . .
C5 C 0.71632(10) 0.55081(7) 0.39244(6) 0.01943(13) Uani 1 1 d . . . . .
H5 H 0.8296(17) 0.5818(11) 0.4110(10) 0.032(3) Uiso 1 1 d . . . . .
C6 C 0.66379(9) 0.44593(7) 0.31418(6) 0.01779(13) Uani 1 1 d . . . . .
H6 H 0.7431(15) 0.4055(11) 0.2794(10) 0.024(3) Uiso 1 1 d . . . . .
C7 C 0.51324(9) 0.15544(6) 0.22102(6) 0.01625(12) Uani 1 1 d . . . . .
H7 H 0.4609(15) 0.0837(10) 0.1681(9) 0.022(3) Uiso 1 1 d . . . . .
C8 C 0.46697(11) 0.15311(8) 0.32387(6) 0.02102(14) Uani 1 1 d . . . . .
H8A H 0.5265(16) 0.2220(11) 0.3809(10) 0.028(3) Uiso 1 1 d . . . . .
H8B H 0.3499(17) 0.1468(12) 0.3240(10) 0.033(3) Uiso 1 1 d . . . . .
H8C H 0.4957(17) 0.0873(12) 0.3376(11) 0.035(4) Uiso 1 1 d . . . . .
C9 C 0.69609(11) 0.16646(8) 0.22370(7) 0.02417(16) Uani 1 1 d . . . . .
H9A H 0.7287(16) 0.1759(12) 0.1619(11) 0.031(3) Uiso 1 1 d . . . . .
H9B H 0.7567(17) 0.2321(12) 0.2825(11) 0.034(4) Uiso 1 1 d . . . . .
H9C H 0.7239(16) 0.0986(12) 0.2327(10) 0.031(3) Uiso 1 1 d . . . . .
C10 C 0.45258(11) 0.36844(8) 0.04324(7) 0.02285(15) Uani 1 1 d . . . . .
H10A H 0.5010(16) 0.3764(12) -0.0156(11) 0.033(3) Uiso 1 1 d . . . . .
H10B H 0.4781(15) 0.4403(11) 0.0980(10) 0.027(3) Uiso 1 1 d . . . . .
H10C H 0.3343(16) 0.3477(11) 0.0223(10) 0.031(3) Uiso 1 1 d . . . . .
C11 C 0.51364(9) 0.27629(7) 0.07426(6) 0.01683(12) Uani 1 1 d . . . . .
H11 H 0.6316(14) 0.3000(10) 0.0960(9) 0.021(3) Uiso 1 1 d . . . . .
C12 C 0.47495(11) 0.16326(8) -0.01588(6) 0.02299(15) Uani 1 1 d . . . . .
H12A H 0.5176(15) 0.1028(11) 0.0013(10) 0.028(3) Uiso 1 1 d . . . . .
H12B H 0.5226(16) 0.1725(11) -0.0771(10) 0.031(3) Uiso 1 1 d . . . . .
H12C H 0.3588(17) 0.1348(11) -0.0380(10) 0.030(3) Uiso 1 1 d . . . . .
P2 P 0.94498(2) 0.78892(2) 0.17426(2) 0.01371(4) Uani 1 1 d . . . . .
Si2 Si 0.67486(2) 0.82124(2) 0.32095(2) 0.01642(4) Uani 1 1 d . . . . .
F4 F 0.64870(7) 0.91570(5) 0.27545(4) 0.02500(11) Uani 1 1 d . . . . .
F5 F 0.57435(6) 0.84314(5) 0.41309(4) 0.02616(11) Uani 1 1 d . . . . .
F6 F 0.58191(6) 0.70486(5) 0.23932(4) 0.02386(10) Uani 1 1 d . . . . .
C13 C 1.00985(8) 0.82505(6) 0.31270(5) 0.01438(11) Uani 1 1 d . . . . .
C14 C 0.88588(8) 0.83146(6) 0.37395(5) 0.01394(11) Uani 1 1 d . . . . .
C15 C 0.92514(9) 0.85294(7) 0.47969(6) 0.01673(12) Uani 1 1 d . . . . .
H15 H 0.8396(15) 0.8575(11) 0.5230(10) 0.027(3) Uiso 1 1 d . . . . .
C16 C 1.08478(10) 0.86807(7) 0.52442(6) 0.01984(14) Uani 1 1 d . . . . .
H16 H 1.1096(15) 0.8801(11) 0.5961(10) 0.025(3) Uiso 1 1 d . . . . .
C17 C 1.20729(10) 0.86545(8) 0.46467(6) 0.02202(15) Uani 1 1 d . . . . .
H17 H 1.3170(17) 0.8742(12) 0.4946(11) 0.037(4) Uiso 1 1 d . . . . .
C18 C 1.17047(9) 0.84481(8) 0.35985(6) 0.01958(14) Uani 1 1 d . . . . .
H18 H 1.2557(16) 0.8414(11) 0.3182(10) 0.027(3) Uiso 1 1 d . . . . .
C19 C 0.99916(9) 0.64868(7) 0.11616(6) 0.01770(13) Uani 1 1 d . . . . .
H19 H 0.9674(15) 0.6338(10) 0.0416(10) 0.024(3) Uiso 1 1 d . . . . .
C20 C 0.88687(11) 0.56145(7) 0.14581(7) 0.02344(15) Uani 1 1 d . . . . .
H20A H 0.7710(17) 0.5615(12) 0.1298(11) 0.036(4) Uiso 1 1 d . . . . .
H20B H 0.9110(16) 0.5765(11) 0.2191(11) 0.031(3) Uiso 1 1 d . . . . .
H20C H 0.9026(17) 0.4836(12) 0.1099(11) 0.035(4) Uiso 1 1 d . . . . .
C21 C 1.17600(11) 0.64069(8) 0.13731(8) 0.02472(16) Uani 1 1 d . . . . .
H21A H 1.2465(18) 0.6950(12) 0.1201(11) 0.037(4) Uiso 1 1 d . . . . .
H21B H 1.2101(17) 0.6488(12) 0.2089(11) 0.035(4) Uiso 1 1 d . . . . .
H21C H 1.1884(17) 0.5674(13) 0.0954(11) 0.039(4) Uiso 1 1 d . . . . .
C22 C 1.09402(9) 0.89003(7) 0.14148(6) 0.01664(12) Uani 1 1 d . . . . .
H22 H 1.2070(14) 0.8930(10) 0.1715(9) 0.021(3) Uiso 1 1 d . . . . .
C23 C 1.05354(11) 1.00693(7) 0.18590(7) 0.02337(15) Uani 1 1 d . . . . .
H23A H 1.0593(16) 1.0290(12) 0.2584(11) 0.034(3) Uiso 1 1 d . . . . .
H23B H 1.1287(16) 1.0632(11) 0.1721(10) 0.030(3) Uiso 1 1 d . . . . .
H23C H 0.9436(17) 1.0064(12) 0.1558(11) 0.034(3) Uiso 1 1 d . . . . .
C24 C 1.08379(12) 0.85476(8) 0.02472(7) 0.02397(16) Uani 1 1 d . . . . .
H24A H 1.1195(17) 0.7863(12) -0.0061(11) 0.036(4) Uiso 1 1 d . . . . .
H24B H 1.1483(16) 0.9143(11) 0.0073(10) 0.029(3) Uiso 1 1 d . . . . .
H24C H 0.9752(17) 0.8453(12) -0.0097(11) 0.035(4) Uiso 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
P1 C1 1.8362(7) . ?
P1 C7 1.8650(8) . ?
P1 C11 1.8548(8) . ?
Si1 F1 1.5701(7) . ?
Si1 F2 1.5791(6) . ?
Si1 F3 1.5741(7) . ?
Si1 C2 1.8354(8) . ?
C1 C2 1.4126(10) . ?
C1 C6 1.3985(10) . ?
C2 C3 1.4046(11) . ?
C3 H3 0.973(13) . ?
C3 C4 1.3905(12) . ?
C4 H4 0.954(13) . ?
C4 C5 1.3889(11) . ?
C5 H5 0.953(14) . ?
C5 C6 1.3929(11) . ?
C6 H6 0.982(12) . ?
C7 H7 0.971(12) . ?
C7 C8 1.5311(11) . ?
C7 C9 1.5288(12) . ?
C8 H8A 0.991(13) . ?
C8 H8B 0.983(14) . ?
C8 H8C 0.985(15) . ?
C9 H9A 0.968(14) . ?
C9 H9B 0.984(14) . ?
C9 H9C 0.979(14) . ?
C10 H10A 0.979(14) . ?
C10 H10B 0.958(13) . ?
C10 H10C 0.984(13) . ?
C10 C11 1.5298(12) . ?
C11 H11 0.983(12) . ?
C11 C12 1.5335(11) . ?
C12 H12A 0.992(13) . ?
C12 H12B 1.011(14) . ?
C12 H12C 0.974(14) . ?
P2 C13 1.8381(7) . ?
P2 C19 1.8633(8) . ?
P2 C22 1.8541(8) . ?
Si2 F4 1.5746(6) . ?
Si2 F5 1.5824(6) . ?
Si2 F6 1.5703(6) . ?
Si2 C14 1.8374(7) . ?
C13 C14 1.4113(10) . ?
C13 C18 1.4002(10) . ?
C14 C15 1.4055(10) . ?
C15 H15 0.983(13) . ?
C15 C16 1.3910(11) . ?
C16 H16 0.958(13) . ?
C16 C17 1.3891(12) . ?
C17 H17 0.956(15) . ?
C17 C18 1.3931(11) . ?
C18 H18 0.967(13) . ?
C19 H19 0.996(12) . ?
C19 C20 1.5331(12) . ?
C19 C21 1.5272(12) . ?
C20 H20A 0.987(14) . ?
C20 H20B 0.971(14) . ?
C20 H20C 0.995(14) . ?
C21 H21A 0.948(15) . ?
C21 H21B 0.980(15) . ?
C21 H21C 0.957(15) . ?
C22 H22 0.998(12) . ?
C22 C23 1.5290(12) . ?
C22 C24 1.5308(11) . ?
C23 H23A 0.951(14) . ?
C23 H23B 0.961(14) . ?
C23 H23C 0.984(14) . ?
C24 H24A 0.953(14) . ?
C24 H24B 0.973(14) . ?
C24 H24C 0.967(14) . ?

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
C1 P1 C7 105.01(3) . . ?
C1 P1 C11 101.66(3) . . ?
C11 P1 C7 104.64(3) . . ?
F1 Si1 F2 104.08(4) . . ?
F1 Si1 F3 107.52(4) . . ?
F1 Si1 C2 116.92(4) . . ?
F2 Si1 C2 107.70(3) . . ?
F3 Si1 F2 104.77(4) . . ?
F3 Si1 C2 114.65(4) . . ?
C2 C1 P1 116.09(5) . . ?
C6 C1 P1 124.84(5) . . ?
C6 C1 C2 119.03(7) . . ?
C1 C2 Si1 122.04(5) . . ?
C3 C2 Si1 118.39(6) . . ?
C3 C2 C1 119.54(7) . . ?
C2 C3 H3 121.5(8) . . ?
C4 C3 C2 120.40(7) . . ?
C4 C3 H3 118.1(8) . . ?
C3 C4 H4 120.8(8) . . ?
C5 C4 C3 120.11(7) . . ?
C5 C4 H4 119.1(8) . . ?
C4 C5 H5 121.3(8) . . ?
C4 C5 C6 120.04(7) . . ?
C6 C5 H5 118.7(8) . . ?
C1 C6 H6 119.2(7) . . ?
C5 C6 C1 120.83(7) . . ?
C5 C6 H6 120.0(7) . . ?
P1 C7 H7 102.7(7) . . ?
C8 C7 P1 109.11(5) . . ?
C8 C7 H7 108.1(7) . . ?
C9 C7 P1 118.37(6) . . ?
C9 C7 H7 107.5(7) . . ?
C9 C7 C8 110.36(7) . . ?
C7 C8 H8A 110.5(8) . . ?
C7 C8 H8B 111.7(8) . . ?
C7 C8 H8C 110.4(8) . . ?
H8A C8 H8B 109.5(11) . . ?
H8A C8 H8C 107.6(11) . . ?
H8B C8 H8C 107.1(11) . . ?
C7 C9 H9A 111.3(8) . . ?
C7 C9 H9B 111.4(8) . . ?
C7 C9 H9C 107.5(8) . . ?
H9A C9 H9B 107.6(12) . . ?
H9A C9 H9C 111.6(11) . . ?
H9B C9 H9C 107.4(11) . . ?
H10A C10 H10B 108.8(11) . . ?
H10A C10 H10C 107.6(11) . . ?
H10B C10 H10C 108.0(11) . . ?
C11 C10 H10A 109.6(8) . . ?
C11 C10 H10B 112.4(8) . . ?
C11 C10 H10C 110.4(8) . . ?
P1 C11 H11 109.6(7) . . ?
C10 C11 P1 108.92(6) . . ?
C10 C11 H11 108.6(7) . . ?
C10 C11 C12 111.05(7) . . ?
C12 C11 P1 109.42(6) . . ?
C12 C11 H11 109.2(7) . . ?
C11 C12 H12A 112.7(7) . . ?
C11 C12 H12B 110.3(8) . . ?
C11 C12 H12C 112.0(8) . . ?
H12A C12 H12B 108.1(10) . . ?
H12A C12 H12C 106.2(11) . . ?
H12B C12 H12C 107.2(11) . . ?
C13 P2 C19 103.40(3) . . ?
C13 P2 C22 102.92(3) . . ?
C22 P2 C19 105.17(4) . . ?
F4 Si2 F5 103.59(3) . . ?
F4 Si2 C14 114.61(3) . . ?
F5 Si2 C14 107.62(3) . . ?
F6 Si2 F4 107.11(3) . . ?
F6 Si2 F5 105.04(3) . . ?
F6 Si2 C14 117.56(3) . . ?
C14 C13 P2 116.26(5) . . ?
C18 C13 P2 124.83(6) . . ?
C18 C13 C14 118.90(7) . . ?
C13 C14 Si2 121.76(5) . . ?
C15 C14 Si2 118.56(5) . . ?
C15 C14 C13 119.56(6) . . ?
C14 C15 H15 120.2(8) . . ?
C16 C15 C14 120.65(7) . . ?
C16 C15 H15 119.2(8) . . ?
C15 C16 H16 119.9(7) . . ?
C17 C16 C15 119.70(7) . . ?
C17 C16 H16 120.4(7) . . ?
C16 C17 H17 120.1(9) . . ?
C16 C17 C18 120.32(7) . . ?
C18 C17 H17 119.5(9) . . ?
C13 C18 H18 119.0(8) . . ?
C17 C18 C13 120.78(7) . . ?
C17 C18 H18 120.2(8) . . ?
P2 C19 H19 101.0(7) . . ?
C20 C19 P2 108.14(5) . . ?
C20 C19 H19 108.3(7) . . ?
C21 C19 P2 117.89(6) . . ?
C21 C19 H19 109.7(7) . . ?
C21 C19 C20 111.03(7) . . ?
C19 C20 H20A 113.2(9) . . ?
C19 C20 H20B 110.2(8) . . ?
C19 C20 H20C 111.1(8) . . ?
H20A C20 H20B 107.4(11) . . ?
H20A C20 H20C 107.6(11) . . ?
H20B C20 H20C 107.1(11) . . ?
C19 C21 H21A 111.7(9) . . ?
C19 C21 H21B 112.5(8) . . ?
C19 C21 H21C 108.5(9) . . ?
H21A C21 H21B 109.4(12) . . ?
H21A C21 H21C 107.5(12) . . ?
H21B C21 H21C 107.0(12) . . ?
P2 C22 H22 111.4(7) . . ?
C23 C22 P2 107.51(5) . . ?
C23 C22 H22 109.2(7) . . ?
C23 C22 C24 110.33(7) . . ?
C24 C22 P2 110.17(6) . . ?
C24 C22 H22 108.3(7) . . ?
C22 C23 H23A 110.6(9) . . ?
C22 C23 H23B 111.0(8) . . ?
C22 C23 H23C 110.5(8) . . ?
H23A C23 H23B 107.6(11) . . ?
H23A C23 H23C 108.6(11) . . ?
H23B C23 H23C 108.4(11) . . ?
C22 C24 H24A 113.8(9) . . ?
C22 C24 H24B 110.0(8) . . ?
C22 C24 H24C 112.5(8) . . ?
H24A C24 H24B 108.2(11) . . ?
H24A C24 H24C 107.2(12) . . ?
H24B C24 H24C 104.7(12) . . ?

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
P1 C1 C2 Si1 3.55(9) . . . . ?
P1 C1 C2 C3 -178.42(6) . . . . ?
P1 C1 C6 C5 179.58(6) . . . . ?
Si1 C2 C3 C4 176.92(6) . . . . ?
F1 Si1 C2 C1 -63.14(8) . . . . ?
F1 Si1 C2 C3 118.80(7) . . . . ?
F2 Si1 C2 C1 -179.79(7) . . . . ?
F2 Si1 C2 C3 2.15(8) . . . . ?
F3 Si1 C2 C1 64.04(7) . . . . ?
F3 Si1 C2 C3 -114.01(7) . . . . ?
C1 P1 C7 C8 61.72(6) . . . . ?
C1 P1 C7 C9 -65.56(7) . . . . ?
C1 P1 C11 C10 -65.71(6) . . . . ?
C1 P1 C11 C12 172.73(6) . . . . ?
C1 C2 C3 C4 -1.18(12) . . . . ?
C2 C1 C6 C5 1.69(12) . . . . ?
C2 C3 C4 C5 1.40(13) . . . . ?
C3 C4 C5 C6 -0.06(13) . . . . ?
C4 C5 C6 C1 -1.50(13) . . . . ?
C6 C1 C2 Si1 -178.38(6) . . . . ?
C6 C1 C2 C3 -0.35(11) . . . . ?
C7 P1 C1 C2 -124.28(6) . . . . ?
C7 P1 C1 C6 57.78(7) . . . . ?
C7 P1 C11 C10 -174.81(5) . . . . ?
C7 P1 C11 C12 63.64(6) . . . . ?
C11 P1 C1 C2 126.91(6) . . . . ?
C11 P1 C1 C6 -51.04(7) . . . . ?
C11 P1 C7 C8 168.35(5) . . . . ?
C11 P1 C7 C9 41.08(7) . . . . ?
P2 C13 C14 Si2 -7.11(8) . . . . ?
P2 C13 C14 C15 176.76(6) . . . . ?
P2 C13 C18 C17 -176.34(7) . . . . ?
Si2 C14 C15 C16 -176.16(6) . . . . ?
F4 Si2 C14 C13 -60.23(7) . . . . ?
F4 Si2 C14 C15 115.94(6) . . . . ?
F5 Si2 C14 C13 -174.85(6) . . . . ?
F5 Si2 C14 C15 1.31(7) . . . . ?
F6 Si2 C14 C13 66.93(7) . . . . ?
F6 Si2 C14 C15 -116.90(6) . . . . ?
C13 P2 C19 C20 68.99(6) . . . . ?
C13 P2 C19 C21 -57.94(7) . . . . ?
C13 P2 C22 C23 -72.96(6) . . . . ?
C13 P2 C22 C24 166.77(6) . . . . ?
C13 C14 C15 C16 0.09(11) . . . . ?
C14 C13 C18 C17 2.87(12) . . . . ?
C14 C15 C16 C17 2.03(13) . . . . ?
C15 C16 C17 C18 -1.70(14) . . . . ?
C16 C17 C18 C13 -0.77(14) . . . . ?
C18 C13 C14 Si2 173.62(6) . . . . ?
C18 C13 C14 C15 -2.51(11) . . . . ?
C19 P2 C13 C14 -114.74(6) . . . . ?
C19 P2 C13 C18 64.48(8) . . . . ?
C19 P2 C22 C23 179.07(6) . . . . ?
C19 P2 C22 C24 58.80(7) . . . . ?
C22 P2 C13 C14 135.95(6) . . . . ?
C22 P2 C13 C18 -44.82(8) . . . . ?
C22 P2 C19 C20 176.61(6) . . . . ?
C22 P2 C19 C21 49.68(7) . . . . ?

_olex2_date_sample_data_collection 2020-10-22
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.926
_oxdiff_exptl_absorpt_empirical_full_min 0.723
_exptl_crystal_recrystallization_method 'From the Melt'
