#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:11:56 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179366 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/63/4326353.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_4326353
loop_
_publ_author_name
'Hana Vaňkátová'
'Lies Broeckaert'
'Frank De Proft'
'Roman Olejník'
'Jan Turek'
'Zdeňka Padělková'
'Aleš R°užička'
_publ_section_title
;
 Tetrylenes Chelated by Hybrid Amido-Amino Ligand: Derivatives of
 2-[(N,N-Dimethylamino)methyl]aniline
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9454
_journal_page_last               9464
_journal_paper_doi               10.1021/ic2011056
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C22 H36 N4 Sn2'
_chemical_formula_sum            'C22 H36 N4 Sn2'
_chemical_formula_weight         593.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.140(3)
_cell_angle_beta                 91.336(3)
_cell_angle_gamma                99.662(4)
_cell_formula_units_Z            1
_cell_length_a                   7.6861(4)
_cell_length_b                   8.8950(3)
_cell_length_c                   9.0669(3)
_cell_measurement_reflns_used    10349
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     588.41(4)
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_collection
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_data_reduction        'COLLECT and DENZO'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(1)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_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  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10290
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.69
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.137
_exptl_absorpt_correction_T_max  0.819
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0161
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0181P)²+0.2499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0394
_refine_ls_wR_factor_ref         0.0401
_reflns_number_gt                2582
_reflns_number_total             2682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic2011056_si_001_10.cif
_cod_data_source_block           17
_cod_database_code               4326353
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.071572(14) 0.988299(12) 0.164526(11) 0.01697(5) Uani 1 1 d .
N2 N 0.2545(2) 0.79355(18) 0.20312(17) 0.0211(3) Uani 1 1 d .
N1 N 0.0929(2) 0.88956(18) -0.06304(17) 0.0233(3) Uani 1 1 d .
C6 C 0.1368(3) 0.7025(2) -0.3010(2) 0.0242(4) Uani 1 1 d .
H6 H 0.0528 0.7395 -0.3510 0.029 Uiso 1 1 d R
C8 C 0.1483(3) 0.6340(2) 0.1813(2) 0.0311(4) Uani 1 1 d .
H8A H 0.2248 0.5615 0.1904 0.037 Uiso 1 1 d R
H8B H 0.0869 0.5995 0.0815 0.037 Uiso 1 1 d R
H8C H 0.0640 0.6373 0.2580 0.037 Uiso 1 1 d R
C10 C 0.2758(3) 1.1758(2) 0.2882(2) 0.0295(4) Uani 1 1 d .
H10A H 0.3890 1.1496 0.2605 0.035 Uiso 1 1 d R
H10B H 0.2669 1.1895 0.3962 0.035 Uiso 1 1 d R
H10C H 0.2636 1.2722 0.2635 0.035 Uiso 1 1 d R
C7 C 0.3874(2) 0.7923(2) 0.0874(2) 0.0244(4) Uani 1 1 d .
H7A H 0.4788 0.7375 0.1111 0.029 Uiso 1 1 d R
H7B H 0.4425 0.9009 0.0955 0.029 Uiso 1 1 d R
C4 C 0.3413(3) 0.5231(2) -0.3155(2) 0.0259(4) Uani 1 1 d .
H4 H 0.3923 0.4400 -0.3707 0.031 Uiso 1 1 d R
C2 C 0.3139(2) 0.7159(2) -0.0745(2) 0.0218(3) Uani 1 1 d .
C5 C 0.2161(3) 0.5818(2) -0.3848(2) 0.0250(4) Uani 1 1 d .
H5 H 0.1845 0.5396 -0.4889 0.030 Uiso 1 1 d R
C11 C -0.1237(3) 0.8834(2) 0.2898(2) 0.0287(4) Uani 1 1 d .
H11A H -0.2073 0.9525 0.3213 0.034 Uiso 1 1 d R
H11B H -0.0675 0.8669 0.3785 0.034 Uiso 1 1 d R
H11C H -0.1841 0.7836 0.2256 0.034 Uiso 1 1 d R
C3 C 0.3888(3) 0.5923(2) -0.1610(2) 0.0257(4) Uani 1 1 d .
H3 H 0.4742 0.5546 -0.1134 0.031 Uiso 1 1 d R
C1 C 0.1782(2) 0.7721(2) -0.1421(2) 0.0203(3) Uani 1 1 d .
C9 C 0.3453(3) 0.8447(3) 0.3567(2) 0.0311(4) Uani 1 1 d .
H9A H 0.4161 0.7688 0.3686 0.037 Uiso 1 1 d R
H9B H 0.2593 0.8531 0.4323 0.037 Uiso 1 1 d R
H9C H 0.4198 0.9459 0.3699 0.037 Uiso 1 1 d 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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.115
1 0 0 0.090
0 1 0 0.077
0 -1 0 0.074
0 0 1 0.059
0 0 -1 0.058
1 0 1 0.061
-1 1 0 0.119
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
N1 Sn1 N1 78.91(6) . 2_575
N1 Sn1 C10 118.90(7) . .
N1 Sn1 C10 102.51(7) 2_575 .
N1 Sn1 C11 121.52(7) . .
N1 Sn1 C11 97.96(7) 2_575 .
C10 Sn1 C11 118.70(8) . .
N1 Sn1 N2 84.39(5) . .
N1 Sn1 N2 162.79(5) 2_575 .
C10 Sn1 N2 89.15(7) . .
C11 Sn1 N2 87.18(6) . .
N1 Sn1 Sn1 40.48(4) . 2_575
N1 Sn1 Sn1 38.43(4) 2_575 2_575
C10 Sn1 Sn1 116.70(6) . 2_575
C11 Sn1 Sn1 115.01(6) . 2_575
N2 Sn1 Sn1 124.76(3) . 2_575
C9 N2 C8 108.67(16) . .
C9 N2 C7 109.29(15) . .
C8 N2 C7 110.75(15) . .
C9 N2 Sn1 111.06(11) . .
C8 N2 Sn1 112.27(11) . .
C7 N2 Sn1 104.75(10) . .
C1 N1 Sn1 133.51(12) . .
C1 N1 Sn1 125.34(12) . 2_575
Sn1 N1 Sn1 101.09(6) . 2_575
C5 C6 C1 122.66(17) . .
C5 C6 H6 118.7 . .
C1 C6 H6 118.6 . .
N2 C8 H8A 109.5 . .
N2 C8 H8B 109.6 . .
H8A C8 H8B 109.5 . .
N2 C8 H8C 109.3 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
Sn1 C10 H10A 109.3 . .
Sn1 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
Sn1 C10 H10C 109.6 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N2 C7 C2 114.42(15) . .
N2 C7 H7A 108.8 . .
C2 C7 H7A 108.8 . .
N2 C7 H7B 108.4 . .
C2 C7 H7B 108.6 . .
H7A C7 H7B 107.6 . .
C5 C4 C3 117.95(16) . .
C5 C4 H4 121.0 . .
C3 C4 H4 121.0 . .
C3 C2 C1 120.16(16) . .
C3 C2 C7 118.14(16) . .
C1 C2 C7 121.62(15) . .
C4 C5 C6 120.77(17) . .
C4 C5 H5 119.6 . .
C6 C5 H5 119.6 . .
Sn1 C11 H11A 109.4 . .
Sn1 C11 H11B 109.6 . .
H11A C11 H11B 109.5 . .
Sn1 C11 H11C 109.4 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C4 C3 C2 122.58(17) . .
C4 C3 H3 118.7 . .
C2 C3 H3 118.7 . .
N1 C1 C6 120.54(16) . .
N1 C1 C2 123.70(16) . .
C6 C1 C2 115.73(15) . .
N2 C9 H9A 109.6 . .
N2 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N2 C9 H9C 109.3 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 N1 2.0428(15) .
Sn1 N1 2.1339(15) 2_575
Sn1 C10 2.1366(19) .
Sn1 C11 2.1393(19) .
Sn1 N2 2.4921(15) .
Sn1 Sn1 3.2255(2) 2_575
N2 C9 1.467(2) .
N2 C8 1.475(2) .
N2 C7 1.480(2) .
N1 C1 1.377(2) .
N1 Sn1 2.1339(15) 2_575
C6 C5 1.384(3) .
C6 C1 1.417(2) .
C6 H6 0.9300 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C7 C2 1.499(3) .
C7 H7A 0.9699 .
C7 H7B 0.9700 .
C4 C5 1.380(3) .
C4 C3 1.387(3) .
C4 H4 0.9299 .
C2 C3 1.393(2) .
C2 C1 1.421(2) .
C5 H5 0.9301 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C3 H3 0.9300 .
C9 H9A 0.9601 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
