#------------------------------------------------------------------------------
#$Date: 2016-03-26 12:59:59 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180218 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/04/7110475.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7110475
loop_
_publ_author_name
'Marco Boesveld, W.'
'Gehrhus, Barbara'
'Hitchcock, Peter B.'
'Lappert, Michael F.'
'von Ragué Schleyer, Paul'
_publ_section_title
;
 A crystalline carbene--silylene adduct 1,2-C6H4[N(R)]2C-Si[N(R)]2C6H4-1,2
 (R = CH2But); synthesis, structure and bonding in model compounds†
;
_journal_issue                   8
_journal_name_full               'Chemical Communications'
_journal_page_first              755
_journal_paper_doi               10.1039/a900784i
_journal_year                    1999
_chemical_formula_structural     '[1,2-C6H4(NCH2tBu)2CSi(NCH2tBu)2C6H4-1,2]'
_chemical_formula_sum            'C33 H52 N4 Si'
_chemical_formula_weight         532.88
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 101.73(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.212(4)
_cell_length_b                   16.231(5)
_cell_length_c                   19.776(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      10
_cell_measurement_theta_min      7
_cell_volume                     3209(2)
_computing_cell_refinement       'Enraf-Nonius CAD4'
_computing_data_collection       'Enraf-Nonius CAD4'
_computing_molecular_graphics    'CAMERON (Watkin and Pearce,1993)'
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_device       ' Enraf-Nonius CAD4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_sigmaI/netI    0.1419
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5961
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.394
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.002
_refine_ls_goodness_of_fit_obs   1.072
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_restrained_S_obs      1.072
_refine_ls_R_factor_all          0.1556
_refine_ls_R_factor_obs          0.0750
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0614P)²+2.6981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1982
_refine_ls_wR_factor_obs         0.1540
_reflns_number_observed          3093
_reflns_number_total             5637
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            900784isup1.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+2.6981P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0614P)^2^+2.6981P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3209.4(21)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7110475
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Si Si 0.61766(12) 0.57982(7) 0.25413(6) 0.0211(3) Uani 1 d .
N1 N 0.9239(3) 0.6332(2) 0.3051(2) 0.0215(8) Uani 1 d .
N2 N 0.8853(3) 0.5562(2) 0.2135(2) 0.0204(8) Uani 1 d .
N3 N 0.6208(3) 0.5751(2) 0.3449(2) 0.0225(8) Uani 1 d .
N4 N 0.5465(3) 0.6806(2) 0.2547(2) 0.0220(8) Uani 1 d .
C1 C 0.8246(4) 0.6065(3) 0.2529(2) 0.0203(10) Uani 1 d .
C2 C 1.0211(4) 0.5472(3) 0.2426(2) 0.0233(10) Uani 1 d .
C3 C 1.0458(4) 0.5965(3) 0.3007(2) 0.0222(10) Uani 1 d .
C4 C 1.1710(4) 0.5993(3) 0.3444(2) 0.0300(11) Uani 1 d .
H4 H 1.1880(4) 0.6327(3) 0.3847(2) 0.036 Uiso 1 calc R
C5 C 1.2686(5) 0.5510(3) 0.3261(3) 0.0364(13) Uani 1 d .
H5 H 1.3555(5) 0.5512(3) 0.3546(3) 0.044 Uiso 1 calc R
C6 C 1.2449(5) 0.5019(3) 0.2672(3) 0.0363(12) Uani 1 d .
H6 H 1.3158(5) 0.4699(3) 0.2564(3) 0.044 Uiso 1 calc R
C7 C 1.1203(5) 0.4987(3) 0.2241(3) 0.0306(11) Uani 1 d .
H7 H 1.1033(5) 0.4650(3) 0.1840(3) 0.037 Uiso 1 calc R
C8 C 0.9063(4) 0.6899(3) 0.3593(2) 0.0240(10) Uani 1 d .
H8B H 0.9657(4) 0.6722(3) 0.4028(2) 0.029 Uiso 1 calc R
H8A H 0.8130(4) 0.6850(3) 0.3658(2) 0.029 Uiso 1 calc R
C9 C 0.9345(5) 0.7813(3) 0.3472(2) 0.0296(11) Uani 1 d .
C10 C 0.9050(6) 0.8273(3) 0.4097(3) 0.0459(14) Uani 1 d .
H10C H 0.9644(6) 0.8071(3) 0.4517(3) 0.069 Uiso 1 calc R
H10B H 0.8117(6) 0.8180(3) 0.4130(3) 0.069 Uiso 1 calc R
H10A H 0.9200(6) 0.8864(3) 0.4045(3) 0.069 Uiso 1 calc R
C11 C 0.8433(6) 0.8121(3) 0.2819(3) 0.0443(14) Uani 1 d .
H11C H 0.7499(6) 0.8019(3) 0.2847(3) 0.066 Uiso 1 calc R
H11B H 0.8637(6) 0.7829(3) 0.2419(3) 0.066 Uiso 1 calc R
H11A H 0.8572(6) 0.8713(3) 0.2769(3) 0.066 Uiso 1 calc R
C12 C 1.0795(5) 0.7968(3) 0.3434(3) 0.0466(15) Uani 1 d .
H12C H 1.1380(5) 0.7768(3) 0.3858(3) 0.070 Uiso 1 calc R
H12B H 1.0938(5) 0.8560(3) 0.3385(3) 0.070 Uiso 1 calc R
H12A H 1.1004(5) 0.7676(3) 0.3036(3) 0.070 Uiso 1 calc R
C13 C 0.8176(4) 0.5162(3) 0.1490(2) 0.0244(10) Uani 1 d .
H13B H 0.7226(4) 0.5075(3) 0.1512(2) 0.029 Uiso 1 calc R
H13A H 0.8583(4) 0.4612(3) 0.1463(2) 0.029 Uiso 1 calc R
C14 C 0.8233(5) 0.5635(3) 0.0828(2) 0.0268(11) Uani 1 d .
C15 C 0.7461(6) 0.5128(3) 0.0228(2) 0.0440(14) Uani 1 d .
H15C H 0.7881(6) 0.4585(3) 0.0224(2) 0.066 Uiso 1 calc R
H15B H 0.7473(6) 0.5412(3) -0.0208(2) 0.066 Uiso 1 calc R
H15A H 0.6535(6) 0.5060(3) 0.0282(2) 0.066 Uiso 1 calc R
C16 C 0.7578(6) 0.6478(3) 0.0833(3) 0.0450(14) Uani 1 d .
H16C H 0.6657(6) 0.6410(3) 0.0896(3) 0.068 Uiso 1 calc R
H16B H 0.7574(6) 0.6757(3) 0.0393(3) 0.068 Uiso 1 calc R
H16A H 0.8083(6) 0.6809(3) 0.1212(3) 0.068 Uiso 1 calc R
C17 C 0.9664(5) 0.5745(3) 0.0730(2) 0.0400(13) Uani 1 d .
H17C H 1.0089(5) 0.5204(3) 0.0727(2) 0.060 Uiso 1 calc R
H17B H 1.0167(5) 0.6077(3) 0.1110(2) 0.060 Uiso 1 calc R
H17A H 0.9657(5) 0.6025(3) 0.0290(2) 0.060 Uiso 1 calc R
C18 C 0.5769(4) 0.6473(3) 0.3717(2) 0.0202(10) Uani 1 d .
C19 C 0.5357(4) 0.7075(3) 0.3196(2) 0.0224(10) Uani 1 d .
C20 C 0.4871(5) 0.7827(3) 0.3370(2) 0.0291(11) Uani 1 d .
H20 H 0.4600(5) 0.8234(3) 0.3025(2) 0.035 Uiso 1 calc R
C21 C 0.4781(5) 0.7984(3) 0.4049(2) 0.0325(12) Uani 1 d .
H21 H 0.4455(5) 0.8502(3) 0.4167(2) 0.039 Uiso 1 calc R
C22 C 0.5159(5) 0.7397(3) 0.4554(2) 0.0312(12) Uani 1 d .
H22 H 0.5079(5) 0.7507(3) 0.5016(2) 0.037 Uiso 1 calc R
C23 C 0.5660(5) 0.6642(3) 0.4385(2) 0.0283(11) Uani 1 d .
H23 H 0.5929(5) 0.6240(3) 0.4735(2) 0.034 Uiso 1 calc R
C24 C 0.6163(4) 0.4960(3) 0.3804(2) 0.0290(11) Uani 1 d .
H24B H 0.5764(4) 0.4549(3) 0.3451(2) 0.035 Uiso 1 calc R
H24A H 0.5536(4) 0.5023(3) 0.4122(2) 0.035 Uiso 1 calc R
C25 C 0.7450(5) 0.4591(3) 0.4216(2) 0.0312(12) Uani 1 d .
C26 C 0.8469(5) 0.4465(3) 0.3760(3) 0.0388(13) Uani 1 d .
H26C H 0.8687(5) 0.4998(3) 0.3577(3) 0.058 Uiso 1 calc R
H26B H 0.8092(5) 0.4098(3) 0.3376(3) 0.058 Uiso 1 calc R
H26A H 0.9282(5) 0.4218(3) 0.4033(3) 0.058 Uiso 1 calc R
C27 C 0.8057(5) 0.5150(3) 0.4833(3) 0.0413(13) Uani 1 d .
H27C H 0.8279(5) 0.5688(3) 0.4661(3) 0.062 Uiso 1 calc R
H27B H 0.8870(5) 0.4893(3) 0.5098(3) 0.062 Uiso 1 calc R
H27A H 0.7407(5) 0.5222(3) 0.5131(3) 0.062 Uiso 1 calc R
C28 C 0.7119(6) 0.3767(3) 0.4496(3) 0.0466(15) Uani 1 d .
H28C H 0.7936(6) 0.3518(3) 0.4764(3) 0.070 Uiso 1 calc R
H28B H 0.6735(6) 0.3403(3) 0.4111(3) 0.070 Uiso 1 calc R
H28A H 0.6471(6) 0.3846(3) 0.4794(3) 0.070 Uiso 1 calc R
C29 C 0.5122(4) 0.7349(3) 0.1946(2) 0.0231(10) Uani 1 d .
H29B H 0.5781(4) 0.7258(3) 0.1650(2) 0.028 Uiso 1 calc R
H29A H 0.5225(4) 0.7926(3) 0.2111(2) 0.028 Uiso 1 calc R
C30 C 0.3706(4) 0.7253(3) 0.1495(2) 0.0262(11) Uani 1 d .
C31 C 0.3563(6) 0.7916(4) 0.0934(3) 0.050(2) Uani 1 d .
H31C H 0.4252(6) 0.7836(4) 0.0660(3) 0.074 Uiso 1 calc R
H31B H 0.3668(6) 0.8462(4) 0.1150(3) 0.074 Uiso 1 calc R
H31A H 0.2676(6) 0.7875(4) 0.0632(3) 0.074 Uiso 1 calc R
C32 C 0.2635(5) 0.7378(3) 0.1918(3) 0.0378(13) Uani 1 d .
H32C H 0.2746(5) 0.7922(3) 0.2137(3) 0.057 Uiso 1 calc R
H32B H 0.2720(5) 0.6951(3) 0.2275(3) 0.057 Uiso 1 calc R
H32A H 0.1749(5) 0.7342(3) 0.1615(3) 0.057 Uiso 1 calc R
C33 C 0.3522(5) 0.6404(3) 0.1157(3) 0.0370(13) Uani 1 d .
H33C H 0.4210(5) 0.6319(3) 0.0883(3) 0.056 Uiso 1 calc R
H33B H 0.2635(5) 0.6370(3) 0.0855(3) 0.056 Uiso 1 calc R
H33A H 0.3606(5) 0.5980(3) 0.1515(3) 0.056 Uiso 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N4 Si N3 87.5(2)
N4 Si C1 102.5(2)
N3 Si C1 101.6(2)
C1 N1 C3 110.7(3)
C1 N1 C8 125.2(4)
C3 N1 C8 124.1(4)
C1 N2 C2 110.8(3)
C1 N2 C13 124.9(4)
C2 N2 C13 124.3(4)
C18 N3 C24 120.5(3)
C18 N3 Si 113.8(3)
C24 N3 Si 121.4(3)
C19 N4 C29 120.8(4)
C19 N4 Si 113.9(3)
C29 N4 Si 125.1(3)
N1 C1 N2 105.6(4)
N1 C1 Si 129.3(3)
N2 C1 Si 116.5(3)
C3 C2 C7 121.8(4)
C3 C2 N2 106.4(4)
C7 C2 N2 131.8(4)
C2 C3 C4 121.7(4)
C2 C3 N1 106.4(4)
C4 C3 N1 131.7(4)
C5 C4 C3 116.2(5)
C4 C5 C6 122.4(5)
C7 C6 C5 121.3(5)
C6 C7 C2 116.5(5)
N1 C8 C9 116.2(4)
C11 C9 C12 109.9(4)
C11 C9 C10 109.9(4)
C12 C9 C10 108.3(4)
C11 C9 C8 110.3(4)
C12 C9 C8 112.5(4)
C10 C9 C8 105.8(4)
N2 C13 C14 115.3(4)
C16 C14 C17 109.2(4)
C16 C14 C15 109.4(4)
C17 C14 C15 108.7(4)
C16 C14 C13 110.7(4)
C17 C14 C13 111.8(4)
C15 C14 C13 107.0(4)
C23 C18 N3 128.8(4)
C23 C18 C19 119.3(4)
N3 C18 C19 111.8(4)
N4 C19 C20 127.6(4)
N4 C19 C18 112.8(4)
C20 C19 C18 119.6(4)
C19 C20 C21 119.9(4)
C22 C21 C20 120.7(4)
C21 C22 C23 119.8(4)
C18 C23 C22 120.7(4)
N3 C24 C25 119.5(4)
C28 C25 C24 108.1(4)
C28 C25 C26 109.1(4)
C24 C25 C26 110.8(4)
C28 C25 C27 108.3(4)
C24 C25 C27 110.9(4)
C26 C25 C27 109.5(4)
N4 C29 C30 116.7(4)
C32 C30 C33 108.9(4)
C32 C30 C31 109.4(4)
C33 C30 C31 109.4(4)
C32 C30 C29 111.2(4)
C33 C30 C29 111.2(4)
C31 C30 C29 106.7(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si N4 1.790(4)
Si N3 1.791(4)
Si C1 2.162(5)
N1 C1 1.362(5)
N1 C3 1.398(5)
N1 C8 1.452(5)
N2 C1 1.362(5)
N2 C2 1.397(5)
N2 C13 1.471(5)
N3 C18 1.397(5)
N3 C24 1.469(5)
N4 C19 1.381(5)
N4 C29 1.465(5)
C2 C3 1.381(6)
C2 C7 1.390(6)
C3 C4 1.390(6)
C4 C5 1.374(7)
C5 C6 1.391(7)
C6 C7 1.381(7)
C8 C9 1.539(6)
C9 C11 1.515(7)
C9 C12 1.519(7)
C9 C10 1.525(6)
C13 C14 1.529(6)
C14 C16 1.523(7)
C14 C17 1.524(6)
C14 C15 1.526(6)
C18 C23 1.375(6)
C18 C19 1.422(6)
C19 C20 1.386(6)
C20 C21 1.389(6)
C21 C22 1.377(7)
C22 C23 1.395(6)
C24 C25 1.522(6)
C25 C28 1.512(6)
C25 C26 1.523(6)
C25 C27 1.544(7)
C29 C30 1.546(6)
C30 C32 1.519(6)
C30 C33 1.525(6)
C30 C31 1.532(6)
