#------------------------------------------------------------------------------
#$Date: 2017-05-06 00:08:43 +0200 (Sat 06 de May de 2017) $
#$Revision: 196439 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/23/7042371.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7042371
loop_
_publ_author_name
'Reuter, K.'
'Maas, R. G. M.'
'Reuter, A.'
'Kilgenstein, F.'
'Asfaha, Y.'
'von Hänisch, C'
_publ_section_title
;
 Synthesis of heteroatomic bridged paracyclophanes.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4530
_journal_page_last               4541
_journal_paper_doi               10.1039/c7dt00321h
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety         'C10 H16 Cl2 Si2'
_chemical_formula_sum            'C10 H16 Cl2 Si2'
_chemical_formula_weight         263.31
_chemical_name_systematic        1,4-bis(dimethylsilylchloro)benzene
_chemical_properties_physical    ', Moisture-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-11-08
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2017-01-13 deposited with the CCDC.
2017-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.700(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.4554(4)
_cell_length_b                   10.2475(6)
_cell_length_c                   10.4165(7)
_cell_measurement_reflns_used    2977
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.101
_cell_measurement_theta_min      2.798
_cell_volume                     684.36(7)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.99
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5476
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.131
_diffrn_reflns_theta_min         2.798
_exptl_absorpt_coefficient_mu    0.614
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7058
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0682 before and 0.0343 after correction.
The Ratio of minimum to maximum transmission is 0.9467.
The λ/2 correction factor is 0.0000.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.172
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         1506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0242
_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)+(0.0257P)²+0.3047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0609
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1364
_reflns_number_total             1506
_reflns_threshold_expression     'I > 2σ(I)'
_iucr_refine_instructions_details
;
TITL MJ23_0m in P2(1)/n
CELL 0.71073 6.4554 10.2475 10.4165 90 96.7 90
ZERR 2 0.0004 0.0006 0.0007 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H Cl Si
UNIT 20 32 4 4
 
L.S. 20
PLAN  -20 0 0
SIZE 0.059 0.17 0.172
TEMP -173.16
HTAB
BOND $H
CONF
fmap 2
acta 50
MORE -1
REM <olex2.extras>
REM <HklSrc "%.\\MJ23_0m.hkl">
REM </olex2.extras>
 
WGHT    0.025700    0.304700
FVAR       0.38303
CL1   3    1.027377    0.615380    0.325726    11.00000    0.03193    0.01623 =
         0.03825   -0.00775   -0.01048    0.00894
SI1   4    0.871659    0.787409    0.267678    11.00000    0.01284    0.01285 =
         0.01280   -0.00375    0.00007   -0.00003
C1    1    0.589331    0.751854    0.244911    11.00000    0.01625    0.01839 =
         0.02020   -0.00696    0.00065   -0.00293
AFIX 137
H1A   2    0.546871    0.716559    0.325284    11.00000   -1.50000
H1B   2    0.559457    0.687756    0.175394    11.00000   -1.50000
H1C   2    0.511828    0.832377    0.221972    11.00000   -1.50000
AFIX   0
C2    1    0.943121    0.907438    0.400548    11.00000    0.01380    0.00960 =
         0.01082    0.00043   -0.00060    0.00028
C3    1    1.148273    0.952599    0.426021    11.00000    0.01285    0.01397 =
         0.01299   -0.00120    0.00258    0.00149
AFIX  43
H3    2    1.251282    0.920876    0.375815    11.00000   -1.20000
AFIX   0
C4    1    0.795598    0.956857    0.476469    11.00000    0.01046    0.01430 =
         0.01521   -0.00005   -0.00008   -0.00139
AFIX  43
H4    2    0.654988    0.928090    0.461132    11.00000   -1.20000
AFIX   0
C5    1    0.969008    0.841133    0.115948    11.00000    0.02484    0.03708 =
         0.01556   -0.00603    0.00445   -0.00822
AFIX 137
H5A   2    0.931076    0.776338    0.048067    11.00000   -1.50000
H5B   2    1.121110    0.850060    0.130092    11.00000   -1.50000
H5C   2    0.906368    0.925439    0.089370    11.00000   -1.50000
AFIX   0
HKLF 4
 
REM  MJ23_0m in P2(1)/n
REM R1 =  0.0242 for    1364 Fo > 4sig(Fo)  and  0.0291 for all    1506 data
REM     66 parameters refined using      0 restraints
 
END  
     
WGHT      0.0257      0.3048 

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.365,  deepest hole -0.349,  1-sigma level  0.050
Q1    1   0.9162  0.8566  0.3424  11.00000  0.05    0.37
Q2    1   0.9421  0.6071  0.3634  11.00000  0.05    0.33
Q3    1   0.9352  0.8170  0.1805  11.00000  0.05    0.31
Q4    1   1.1765  0.9860  0.4852  11.00000  0.05    0.30
Q5    1   1.0441  0.9229  0.4205  11.00000  0.05    0.28
Q6    1   0.7171  0.7668  0.2442  11.00000  0.05    0.27
Q7    1   0.8790  0.9381  0.4326  11.00000  0.05    0.26
Q8    1   1.0164  0.6505  0.2795  11.00000  0.05    0.19
Q9    1   0.4909  0.7634  0.3070  11.00000  0.05    0.18
Q10   1   1.0891  0.6072  0.3427  11.00000  0.05    0.17
Q11   1   0.7459  0.9606  0.4622  11.00000  0.05    0.16
Q12   1   1.0178  0.8848  0.1278  11.00000  0.05    0.15
Q13   1   1.1861  0.9448  0.4066  11.00000  0.05    0.15
Q14   1   0.9033  0.5730  0.2791  11.00000  0.05    0.13
Q15   1   1.0916  0.7997  0.0952  11.00000  0.05    0.13
Q16   1   0.5119  0.8468  0.1506  11.00000  0.05    0.13
Q17   1   0.8589  0.8240  0.0018  11.00000  0.05    0.12
Q18   1   1.1539  0.7581  0.1642  11.00000  0.05    0.12
Q19   1   1.1467  0.6519  0.2453  11.00000  0.05    0.12
Q20   1   1.1215  0.5919  0.2201  11.00000  0.05    0.12

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0242 for 1364 Fo > 4sig(Fo) and 0.0291 for all 5666 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.37, deepest hole -0.35
  REM Mean Shift 0, Max Shift -0.001.
  
  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0291
  REM R1_gt = 0.0242
  REM wR_ref = 0.0609
  REM GOOF = 1.111
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 5666
  REM Reflections_gt = 1364
  REM Parameters = n/a
  REM Hole = -0.35
  REM Peak = 0.37
  REM Flack = n/a
  
  
;
_cod_data_source_file            c7dt00321h1.cif
_cod_data_source_block           mj23_0m
_cod_depositor_comments
'Adding full bibliography for 7042367--7042376.cif.'
_cod_database_code               7042371
_shelxl_version_number           2014-3
_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.
;
_shelx_estimated_absorpt_t_max   0.965
_shelx_estimated_absorpt_t_min   0.902
_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.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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
Cl1 Cl 1.02738(6) 0.61538(4) 0.32573(4) 0.02995(12) Uani 1 1 d .
Si1 Si 0.87166(5) 0.78741(4) 0.26768(3) 0.01294(10) Uani 1 1 d .
C1 C 0.5893(2) 0.75185(14) 0.24491(14) 0.0184(3) Uani 1 1 d .
H1A H 0.5469 0.7166 0.3253 0.028 Uiso 1 1 calc GR
H1B H 0.5595 0.6878 0.1754 0.028 Uiso 1 1 calc GR
H1C H 0.5118 0.8324 0.2220 0.028 Uiso 1 1 calc GR
C2 C 0.9431(2) 0.90744(12) 0.40055(12) 0.0116(2) Uani 1 1 d .
C3 C 1.14827(19) 0.95260(13) 0.42602(12) 0.0132(3) Uani 1 1 d .
H3 H 1.2513 0.9209 0.3758 0.016 Uiso 1 1 calc R
C4 C 0.79560(19) 0.95686(13) 0.47647(12) 0.0134(3) Uani 1 1 d .
H4 H 0.6550 0.9281 0.4611 0.016 Uiso 1 1 calc R
C5 C 0.9690(2) 0.84113(17) 0.11595(14) 0.0257(3) Uani 1 1 d .
H5A H 0.9311 0.7763 0.0481 0.038 Uiso 1 1 calc GR
H5B H 1.1211 0.8501 0.1301 0.038 Uiso 1 1 calc GR
H5C H 0.9064 0.9254 0.0894 0.038 Uiso 1 1 calc GR
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0319(2) 0.01623(18) 0.0382(2) -0.00775(15) -0.01048(16) 0.00894(15)
Si1 0.01284(18) 0.01285(18) 0.01280(17) -0.00375(13) 0.00007(13) -0.00003(13)
C1 0.0162(6) 0.0184(7) 0.0202(7) -0.0070(5) 0.0006(5) -0.0029(5)
C2 0.0138(6) 0.0096(6) 0.0108(6) 0.0004(4) -0.0006(5) 0.0003(5)
C3 0.0129(6) 0.0140(6) 0.0130(6) -0.0012(5) 0.0026(5) 0.0015(5)
C4 0.0105(5) 0.0143(6) 0.0152(6) -0.0001(5) -0.0001(5) -0.0014(5)
C5 0.0248(7) 0.0371(9) 0.0156(7) -0.0060(6) 0.0044(6) -0.0082(7)
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
C1 Si1 Cl1 107.81(5) .
C1 Si1 C2 112.31(6) .
C1 Si1 C5 112.16(7) .
C2 Si1 Cl1 105.84(4) .
C5 Si1 Cl1 107.40(6) .
C5 Si1 C2 110.94(6) .
Si1 C1 H1A 109.5 .
Si1 C1 H1B 109.5 .
Si1 C1 H1C 109.5 .
H1A C1 H1B 109.5 .
H1A C1 H1C 109.5 .
H1B C1 H1C 109.5 .
C3 C2 Si1 120.31(9) .
C3 C2 C4 117.65(11) .
C4 C2 Si1 122.03(10) .
C2 C3 H3 119.4 .
C4 C3 C2 121.27(11) 3_776
C4 C3 H3 119.4 3_776
C2 C4 H4 119.5 .
C3 C4 C2 121.09(11) 3_776
C3 C4 H4 119.5 3_776
Si1 C5 H5A 109.5 .
Si1 C5 H5B 109.5 .
Si1 C5 H5C 109.5 .
H5A C5 H5B 109.5 .
H5A C5 H5C 109.5 .
H5B C5 H5C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 Si1 2.0837(5) .
Si1 C1 1.8466(14) .
Si1 C2 1.8688(13) .
Si1 C5 1.8514(15) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.3987(18) .
C2 C4 1.4016(18) .
C3 H3 0.9500 .
C3 C4 1.3921(17) 3_776
C4 C3 1.3921(17) 3_776
C4 H4 0.9500 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
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_4
Cl1 Si1 C2 C3 66.82(11) .
Cl1 Si1 C2 C4 -114.15(10) .
Si1 C2 C3 C4 179.25(10) 3_776
Si1 C2 C4 C3 -179.23(10) 3_776
C1 Si1 C2 C3 -175.79(10) .
C1 Si1 C2 C4 3.23(13) .
C3 C2 C4 C3 -0.2(2) 3_776
C4 C2 C3 C4 0.2(2) 3_776
C5 Si1 C2 C3 -49.37(12) .
C5 Si1 C2 C4 129.66(11) .
