#------------------------------------------------------------------------------
#$Date: 2018-02-04 23:27:52 +0200 (Sun, 04 Feb 2018) $
#$Revision: 206165 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/67/7036763.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_7036763
loop_
_publ_author_name
'Kano, Naokazu'
'Yamamura, Masaki'
'Kawashima, Takayuki'
_publ_section_title
;
 2,2'-Disilylazobenzenes featuring double intramolecular nitrogensilicon
 coordination: a photoisomerizable fluorophore.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16256
_journal_page_last               16265
_journal_paper_doi               10.1039/c5dt02038g
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C18 H24 F2 N2 Si2'
_chemical_formula_sum            'C18 H24 F2 N2 Si2'
_chemical_formula_weight         362.57
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-C 2ac 2'
_space_group_name_H-M_alt        'C m c e'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-07-02 deposited with the CCDC.
2015-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.290(5)
_cell_length_b                   16.889(12)
_cell_length_c                   15.688(12)
_cell_measurement_reflns_used    2632
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      27.3871
_cell_measurement_theta_min      3.0434
_cell_volume                     1932(2)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita, Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 14.5666
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
scan:
    Number of images: 600
               Slice: -70.0000 - 110.0000
         Image width: 0.3000
            Exp time: 10.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 0.0000
                 XTD: 45.3361
              2theta: 19.6775
scan:
    Number of images: 600
               Slice: -70.0000 - 110.0000
         Image width: 0.3000
            Exp time: 10.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 45.0000
                 Phi: 90.0000
                 XTD: 45.3361
              2theta: 19.6775

;
_diffrn_measurement_device
;
Mercury CCD (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC8: Eulerian 3-circle
;
_diffrn_measurement_method       dtprofit.ref
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0115
_diffrn_orient_matrix_UB_12      -0.0041
_diffrn_orient_matrix_UB_13      -0.1366
_diffrn_orient_matrix_UB_21      0.0267
_diffrn_orient_matrix_UB_22      0.0528
_diffrn_orient_matrix_UB_23      0.0007
_diffrn_orient_matrix_UB_31      0.0566
_diffrn_orient_matrix_UB_32      -0.0287
_diffrn_orient_matrix_UB_33      0.0056
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7144
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        25.241
_diffrn_reflns_theta_max         27.391
_diffrn_reflns_theta_min         3.309
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Jacobson, R. (1998) Private communication
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_description       Block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     72
_refine_ls_number_reflns         1176
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0473
_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)+(0.0590P)²+1.7300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1286
_reflns_Friedel_coverage         0.000
_reflns_number_gt                973
_reflns_number_total             1176
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt02038g2.cif
_cod_data_source_block           E-4d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_database_code               7036763
_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_min   0.905
_shelx_estimated_absorpt_t_max   0.990
_shelxl_version_number           2013-4
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y+1/2, z+1/2'
3 'x, -y, -z'
4 '-x+1/2, y, -z+1/2'
5 'x+1/2, y+1/2, z'
6 '-x+1/2, -y+1, z+1/2'
7 'x+1/2, -y+1/2, -z'
8 '-x+1, y+1/2, -z+1/2'
9 '-x, -y, -z'
10 'x, y-1/2, -z-1/2'
11 '-x, y, z'
12 'x-1/2, -y, z-1/2'
13 '-x+1/2, -y+1/2, -z'
14 'x+1/2, y, -z-1/2'
15 '-x+1/2, y+1/2, z'
16 'x, -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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Si1 Si 0.0000 0.11864(4) 0.12996(5) 0.0251(3) Uani 1 2 d S T P
F1 F 0.0000 0.15839(9) 0.22498(10) 0.0415(5) Uani 1 2 d S T P
N1 N 0.0000 -0.03671(12) 0.00924(13) 0.0220(5) Uani 1 2 d S T P
C6 C 0.0000 -0.13121(16) 0.12357(17) 0.0276(6) Uani 1 2 d S T P
H3 H 0.0000 -0.1720 0.0818 0.033 Uiso 1 2 calc R U P
C1 C 0.0000 -0.05166(14) 0.09825(17) 0.0227(5) Uani 1 2 d S T P
C2 C 0.0000 0.01051(14) 0.15892(17) 0.0223(5) Uani 1 2 d S T P
C4 C 0.0000 -0.09140(17) 0.27142(17) 0.0276(6) Uani 1 2 d S T P
C3 C 0.0000 -0.01208(15) 0.24496(18) 0.0260(6) Uani 1 2 d S T P
H1 H 0.0000 0.0282 0.2872 0.031 Uiso 1 2 calc R U P
C7 C 0.0000 -0.11138(19) 0.36531(18) 0.0353(7) Uani 1 2 d S T P
H4 H -0.0674 -0.1609 0.3745 0.053 Uiso 0.5 1 calc R U P
H5 H -0.0592 -0.0686 0.3972 0.053 Uiso 0.5 1 calc R U P
H6 H 0.1267 -0.1177 0.3851 0.053 Uiso 0.5 1 calc R U P
C8 C 0.2204(3) 0.15780(12) 0.08694(14) 0.0373(5) Uani 1 1 d . . .
H7 H 0.2665 0.1220 0.0427 0.056 Uiso 1 1 calc R U .
H8 H 0.3106 0.1615 0.1331 0.056 Uiso 1 1 calc R U .
H9 H 0.2001 0.2105 0.0625 0.056 Uiso 1 1 calc R U .
C5 C 0.0000 -0.15054(16) 0.20947(18) 0.0304(6) Uani 1 2 d S T P
H2 H 0.0000 -0.2046 0.2262 0.036 Uiso 1 2 calc R U P
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
F1 Si1 C8 100.63(8) . 11
F1 Si1 C8 100.63(8) . .
C8 Si1 C8 119.09(14) 11 .
F1 Si1 C2 100.27(11) . .
C8 Si1 C2 115.57(8) 11 .
C8 Si1 C2 115.58(8) . .
N1 N1 C1 113.4(3) 9 .
C5 C6 C1 120.1(3) . .
C5 C6 H3 120.0 . .
C1 C6 H3 120.0 . .
C6 C1 C2 121.3(3) . .
C6 C1 N1 116.7(2) . .
C2 C1 N1 121.9(2) . .
C3 C2 C1 116.4(2) . .
C3 C2 Si1 119.76(19) . .
C1 C2 Si1 123.8(2) . .
C5 C4 C3 118.6(2) . .
C5 C4 C7 121.3(3) . .
C3 C4 C7 120.1(3) . .
C4 C3 C2 123.0(2) . .
C4 C3 H1 118.5 . .
C2 C3 H1 118.5 . .
C4 C7 H4 109.5 . .
C4 C7 H5 109.5 . .
H4 C7 H5 109.5 . .
C4 C7 H6 109.5 . .
H4 C7 H6 109.5 . .
H5 C7 H6 109.5 . .
Si1 C8 H7 109.5 . .
Si1 C8 H8 109.5 . .
H7 C8 H8 109.5 . .
Si1 C8 H9 109.5 . .
H7 C8 H9 109.5 . .
H8 C8 H9 109.5 . .
C6 C5 C4 120.6(3) . .
C6 C5 H2 119.7 . .
C4 C5 H2 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 F1 1.635(2) .
Si1 C8 1.864(2) 11
Si1 C8 1.864(2) .
Si1 C2 1.882(3) .
N1 N1 1.274(4) 9
N1 C1 1.419(4) .
C6 C5 1.387(4) .
C6 C1 1.401(4) .
C6 H3 0.9500 .
C1 C2 1.417(4) .
C2 C3 1.403(4) .
C4 C5 1.394(4) .
C4 C3 1.402(4) .
C4 C7 1.511(4) .
C3 H1 0.9500 .
C7 H4 0.9800 .
C7 H5 0.9800 .
C7 H6 0.9800 .
C8 H7 0.9800 .
C8 H8 0.9800 .
C8 H9 0.9800 .
C5 H2 0.9500 .
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
C5 C6 C1 C2 0.000(0) .
C5 C6 C1 N1 180.0 .
N1 N1 C1 C6 180.0 9
N1 N1 C1 C2 0.000(0) 9
C6 C1 C2 C3 0.000(0) .
N1 C1 C2 C3 180.000(0) .
C6 C1 C2 Si1 180.0 .
N1 C1 C2 Si1 0.0 .
F1 Si1 C2 C3 0.000(0) .
C8 Si1 C2 C3 -107.13(9) 11
C8 Si1 C2 C3 107.13(9) .
F1 Si1 C2 C1 180.000(0) .
C8 Si1 C2 C1 72.87(9) 11
C8 Si1 C2 C1 -72.87(9) .
C5 C4 C3 C2 0.000(0) .
C7 C4 C3 C2 180.000(0) .
C1 C2 C3 C4 0.000(0) .
Si1 C2 C3 C4 180.000(0) .
C1 C6 C5 C4 0.000(0) .
C3 C4 C5 C6 0.000(0) .
C7 C4 C5 C6 180.000(0) .
