#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:17:06 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178742 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/53/4085345.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_4085345
loop_
_publ_author_name
'Chlupatý, Tomáš'
'R°užičková, Zdeňka'
'Horáček, Michal'
'Alonso, Mercedes'
'De Proft, Frank'
'Kampová, Hana'
'Brus, Jiří'
'R°užička, Aleš'
_publ_section_title
;
 Oxidative Additions of Homoleptic Tin(II) Amidinate
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              606
_journal_paper_doi               10.1021/om501074m
_journal_volume                  34
_journal_year                    2015
_chemical_formula_moiety         'C46 H68 N4 O2 Sn'
_chemical_formula_sum            'C46 H68 N4 O2 Sn'
_chemical_formula_weight         827.73
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 110.573(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.9901(3)
_cell_length_b                   13.7164(6)
_cell_length_c                   20.5412(5)
_cell_measurement_reflns_used    34051
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     4217.9(3)
_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, 2008)'
_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 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0818
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            33973
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.04
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1752
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.891
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4826
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.146
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0363
_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)+(0.0280P)²+7.5385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0869
_reflns_number_gt                3830
_reflns_number_total             4826
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om501074m_si_001.cif
_cod_data_source_block           tch130514Sn1
_cod_depositor_comments
'Adding full bibliography for 4085339--4085346.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4085345
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.5000 0.001096(18) 0.2500 0.02195(8) Uani 1 2 d S
O1 O 0.51140(12) 0.11255(13) 0.18570(9) 0.0266(4) Uani 1 1 d .
C1 C 0.35426(17) -0.08816(18) 0.24938(12) 0.0253(5) Uani 1 1 d .
N2 N 0.43435(14) -0.09985(16) 0.29766(11) 0.0263(5) Uani 1 1 d .
C8 C 0.45603(17) -0.16057(18) 0.35969(12) 0.0249(5) Uani 1 1 d .
H8 H 0.4059 -0.2051 0.3537 0.030 Uiso 1 1 d R
N1 N 0.35894(14) -0.02978(16) 0.19859(11) 0.0251(4) Uani 1 1 d .
C18 C 0.50508(17) 0.19612(18) 0.21828(13) 0.0251(5) Uani 1 1 d .
C23 C 0.5000 0.4565(3) 0.2500 0.0298(8) Uani 1 2 d S
C7 C 0.2743(2) -0.0290(2) 0.07178(14) 0.0345(6) Uani 1 1 d .
H7A H 0.2659 -0.0991 0.0713 0.041 Uiso 1 1 d R
H7B H 0.3294 -0.0161 0.0635 0.041 Uiso 1 1 d R
C19 C 0.50711(16) 0.29707(18) 0.19516(13) 0.0251(5) Uani 1 1 d .
C9 C 0.4691(2) -0.0985(2) 0.42399(14) 0.0355(6) Uani 1 1 d .
H9A H 0.4131 -0.0670 0.4197 0.043 Uiso 1 1 d R
H9B H 0.5126 -0.0480 0.4269 0.043 Uiso 1 1 d R
C14 C 0.27005(17) -0.1357(2) 0.25048(14) 0.0293(6) Uani 1 1 d .
H14A H 0.2222 -0.0880 0.2369 0.035 Uiso 1 1 d R
H14B H 0.2787 -0.1562 0.2976 0.035 Uiso 1 1 d R
C2 C 0.28186(17) 0.01110(19) 0.14290(13) 0.0263(5) Uani 1 1 d .
H2 H 0.2274 -0.0057 0.1520 0.032 Uiso 1 1 d R
C12 C 0.5703(2) -0.2803(2) 0.43378(16) 0.0411(7) Uani 1 1 d .
H12A H 0.5261 -0.3295 0.4324 0.049 Uiso 1 1 d R
H12B H 0.6255 -0.3134 0.4376 0.049 Uiso 1 1 d R
C15 C 0.24155(18) -0.2240(2) 0.20200(14) 0.0310(6) Uani 1 1 d .
H15A H 0.1841 -0.2466 0.2021 0.037 Uiso 1 1 d R
H15B H 0.2333 -0.2028 0.1551 0.037 Uiso 1 1 d R
C16 C 0.30596(19) -0.3099(2) 0.21983(15) 0.0324(6) Uani 1 1 d .
H16A H 0.3169 -0.3302 0.2673 0.039 Uiso 1 1 d R
H16B H 0.3625 -0.2897 0.2166 0.039 Uiso 1 1 d R
C20 C 0.51387(17) 0.3426(2) 0.13823(13) 0.0290(6) Uani 1 1 d .
H20 H 0.5179 0.3067 0.1011 0.035 Uiso 1 1 d R
C13 C 0.53841(19) -0.22072(19) 0.36689(13) 0.0295(6) Uani 1 1 d .
H13A H 0.5861 -0.1777 0.3658 0.035 Uiso 1 1 d R
H13B H 0.5249 -0.2646 0.3275 0.035 Uiso 1 1 d R
C24 C 0.5000 0.3556(3) 0.2500 0.0262(8) Uani 1 2 d S
C21 C 0.51454(19) 0.4469(2) 0.13684(15) 0.0353(7) Uani 1 1 d .
H21 H 0.5198 0.4783 0.0983 0.042 Uiso 1 1 d R
C17 C 0.2692(2) -0.3954(2) 0.17112(17) 0.0457(8) Uani 1 1 d .
H17A H 0.2133 -0.4156 0.1743 0.055 Uiso 1 1 d R
H17B H 0.3109 -0.4485 0.1841 0.055 Uiso 1 1 d R
H17C H 0.2602 -0.3760 0.1242 0.055 Uiso 1 1 d R
C3 C 0.29049(19) 0.12212(19) 0.14273(14) 0.0310(6) Uani 1 1 d .
H3A H 0.2929 0.1477 0.1874 0.037 Uiso 1 1 d R
H3B H 0.3456 0.1396 0.1359 0.037 Uiso 1 1 d R
C5 C 0.2049(2) 0.1284(2) 0.01476(14) 0.0385(7) Uani 1 1 d .
H5A H 0.1533 0.1568 -0.0208 0.046 Uiso 1 1 d R
H5B H 0.2578 0.1467 0.0048 0.046 Uiso 1 1 d R
C6 C 0.1960(2) 0.0175(2) 0.01359(15) 0.0410(8) Uani 1 1 d .
H6A H 0.1947 -0.0071 -0.0310 0.049 Uiso 1 1 d R
H6B H 0.1403 -0.0004 0.0193 0.049 Uiso 1 1 d R
C4 C 0.2113(2) 0.1675(2) 0.08549(14) 0.0362(7) Uani 1 1 d .
H4A H 0.2185 0.2378 0.0862 0.043 Uiso 1 1 d R
H4B H 0.1565 0.1531 0.0938 0.043 Uiso 1 1 d R
C22 C 0.5082(2) 0.5017(2) 0.19004(15) 0.0366(6) Uani 1 1 d .
H22 H 0.5090 0.5694 0.1872 0.044 Uiso 1 1 d R
C11 C 0.5854(2) -0.2158(3) 0.49633(15) 0.0440(8) Uani 1 1 d .
H11A H 0.6332 -0.1702 0.4999 0.053 Uiso 1 1 d R
H11B H 0.6038 -0.2554 0.5381 0.053 Uiso 1 1 d R
C10 C 0.5013(2) -0.1595(2) 0.49087(13) 0.0398(7) Uani 1 1 d .
H10A H 0.5133 -0.1170 0.5309 0.048 Uiso 1 1 d R
H10B H 0.4547 -0.2049 0.4908 0.048 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'
O O 0.0106 0.0060 '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 1 0 0.115
1 -1 0 0.103
-1 -1 0 0.071
1 1 0 0.151
1 0 0 0.134
0 0 1 0.042
0 0 -1 0.020
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
O1 Sn1 O1 84.78(9) . 2_655
O1 Sn1 N2 91.05(7) . 2_655
O1 Sn1 N2 157.69(8) 2_655 2_655
O1 Sn1 N2 157.68(8) . .
O1 Sn1 N2 91.05(7) 2_655 .
N2 Sn1 N2 100.61(12) 2_655 .
O1 Sn1 N1 98.35(8) . 2_655
O1 Sn1 N1 98.23(7) 2_655 2_655
N2 Sn1 N1 60.64(8) 2_655 2_655
N2 Sn1 N1 103.95(8) . 2_655
O1 Sn1 N1 98.23(7) . .
O1 Sn1 N1 98.35(8) 2_655 .
N2 Sn1 N1 103.95(8) 2_655 .
N2 Sn1 N1 60.64(8) . .
N1 Sn1 N1 157.49(11) 2_655 .
O1 Sn1 C1 128.15(7) . .
O1 Sn1 C1 94.03(7) 2_655 .
N2 Sn1 C1 105.63(8) 2_655 .
N2 Sn1 C1 30.18(7) . .
N1 Sn1 C1 132.82(8) 2_655 .
N1 Sn1 C1 30.52(8) . .
O1 Sn1 C1 94.03(7) . 2_655
O1 Sn1 C1 128.15(7) 2_655 2_655
N2 Sn1 C1 30.18(7) 2_655 2_655
N2 Sn1 C1 105.63(8) . 2_655
N1 Sn1 C1 30.52(8) 2_655 2_655
N1 Sn1 C1 132.82(8) . 2_655
C1 Sn1 C1 124.48(11) . 2_655
C18 O1 Sn1 105.79(14) . .
N2 C1 N1 110.6(2) . .
N2 C1 C14 124.8(2) . .
N1 C1 C14 124.5(2) . .
N2 C1 Sn1 55.30(13) . .
N1 C1 Sn1 55.43(13) . .
C14 C1 Sn1 177.69(18) . .
C1 N2 C8 126.4(2) . .
C1 N2 Sn1 94.52(15) . .
C8 N2 Sn1 139.03(17) . .
N2 C8 C13 109.1(2) . .
N2 C8 C9 110.9(2) . .
C13 C8 C9 111.7(2) . .
N2 C8 H8 108.3 . .
C13 C8 H8 108.5 . .
C9 C8 H8 108.2 . .
C1 N1 C2 125.1(2) . .
C1 N1 Sn1 94.05(15) . .
C2 N1 Sn1 138.58(17) . .
O1 C18 C18 121.81(13) . 2_655
O1 C18 C19 128.8(2) . .
C18 C18 C19 109.36(14) 2_655 .
C24 C23 C22 115.78(19) . 2_655
C24 C23 C22 115.78(19) . .
C22 C23 C22 128.4(4) 2_655 .
C2 C7 C6 111.4(2) . .
C2 C7 H7A 109.4 . .
C6 C7 H7A 109.4 . .
C2 C7 H7B 109.3 . .
C6 C7 H7B 109.3 . .
H7A C7 H7B 108.0 . .
C20 C19 C24 118.3(2) . .
C20 C19 C18 136.7(2) . .
C24 C19 C18 105.0(2) . .
C8 C9 C10 111.9(2) . .
C8 C9 H9A 109.2 . .
C10 C9 H9A 109.4 . .
C8 C9 H9B 109.2 . .
C10 C9 H9B 109.1 . .
H9A C9 H9B 107.9 . .
C1 C14 C15 113.4(2) . .
C1 C14 H14A 108.8 . .
C15 C14 H14A 108.8 . .
C1 C14 H14B 109.1 . .
C15 C14 H14B 108.9 . .
H14A C14 H14B 107.7 . .
N1 C2 C7 111.8(2) . .
N1 C2 C3 109.3(2) . .
C7 C2 C3 109.5(2) . .
N1 C2 H2 108.7 . .
C7 C2 H2 108.7 . .
C3 C2 H2 108.7 . .
C11 C12 C13 110.9(3) . .
C11 C12 H12A 109.3 . .
C13 C12 H12A 109.7 . .
C11 C12 H12B 109.6 . .
C13 C12 H12B 109.3 . .
H12A C12 H12B 108.1 . .
C16 C15 C14 115.7(2) . .
C16 C15 H15A 108.3 . .
C14 C15 H15A 108.5 . .
C16 C15 H15B 108.4 . .
C14 C15 H15B 108.3 . .
H15A C15 H15B 107.4 . .
C17 C16 C15 111.5(2) . .
C17 C16 H16A 109.4 . .
C15 C16 H16A 109.4 . .
C17 C16 H16B 109.2 . .
C15 C16 H16B 109.3 . .
H16A C16 H16B 108.0 . .
C19 C20 C21 118.6(3) . .
C19 C20 H20 120.7 . .
C21 C20 H20 120.7 . .
C8 C13 C12 112.5(2) . .
C8 C13 H13A 109.2 . .
C12 C13 H13A 109.3 . .
C8 C13 H13B 109.0 . .
C12 C13 H13B 108.9 . .
H13A C13 H13B 107.8 . .
C23 C24 C19 124.43(16) . 2_655
C23 C24 C19 124.43(16) . .
C19 C24 C19 111.1(3) 2_655 .
C22 C21 C20 122.2(3) . .
C22 C21 H21 118.9 . .
C20 C21 H21 118.9 . .
C16 C17 H17A 109.4 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C4 C3 C2 110.9(2) . .
C4 C3 H3A 109.1 . .
C2 C3 H3A 109.4 . .
C4 C3 H3B 109.8 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 108.1 . .
C4 C5 C6 109.9(2) . .
C4 C5 H5A 109.4 . .
C6 C5 H5A 109.7 . .
C4 C5 H5B 109.9 . .
C6 C5 H5B 109.7 . .
H5A C5 H5B 108.2 . .
C5 C6 C7 110.8(2) . .
C5 C6 H6A 109.4 . .
C7 C6 H6A 109.4 . .
C5 C6 H6B 109.5 . .
C7 C6 H6B 109.5 . .
H6A C6 H6B 108.1 . .
C5 C4 C3 110.6(2) . .
C5 C4 H4A 109.5 . .
C3 C4 H4A 109.4 . .
C5 C4 H4B 109.6 . .
C3 C4 H4B 109.7 . .
H4A C4 H4B 108.0 . .
C21 C22 C23 120.6(3) . .
C21 C22 H22 119.7 . .
C23 C22 H22 119.7 . .
C12 C11 C10 111.2(2) . .
C12 C11 H11A 109.2 . .
C10 C11 H11A 109.3 . .
C12 C11 H11B 109.5 . .
C10 C11 H11B 109.6 . .
H11A C11 H11B 108.0 . .
C11 C10 C9 110.7(2) . .
C11 C10 H10A 109.6 . .
C9 C10 H10A 109.5 . .
C11 C10 H10B 109.4 . .
C9 C10 H10B 109.4 . .
H10A C10 H10B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 O1 2.0699(18) .
Sn1 O1 2.0699(18) 2_655
Sn1 N2 2.168(2) 2_655
Sn1 N2 2.168(2) .
Sn1 N1 2.170(2) 2_655
Sn1 N1 2.170(2) .
Sn1 C1 2.629(3) .
Sn1 C1 2.629(3) 2_655
O1 C18 1.349(3) .
C1 N2 1.325(3) .
C1 N1 1.338(3) .
C1 C14 1.503(4) .
N2 C8 1.458(3) .
C8 C13 1.517(4) .
C8 C9 1.523(4) .
C8 H8 0.9800 .
N1 C2 1.467(3) .
C18 C18 1.369(5) 2_655
C18 C19 1.468(3) .
C23 C24 1.384(5) .
C23 C22 1.426(3) 2_655
C23 C22 1.426(3) .
C7 C2 1.525(4) .
C7 C6 1.533(4) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C19 C20 1.363(4) .
C19 C24 1.420(3) .
C9 C10 1.535(4) .
C9 H9A 0.9700 .
C9 H9B 0.9699 .
C14 C15 1.532(4) .
C14 H14A 0.9701 .
C14 H14B 0.9700 .
C2 C3 1.529(4) .
C2 H2 0.9801 .
C12 C11 1.508(5) .
C12 C13 1.525(4) .
C12 H12A 0.9699 .
C12 H12B 0.9701 .
C15 C16 1.522(4) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.519(4) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C20 C21 1.431(4) .
C20 H20 0.9300 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C24 C19 1.420(3) 2_655
C21 C22 1.359(4) .
C21 H21 0.9299 .
C17 H17A 0.9601 .
C17 H17B 0.9599 .
C17 H17C 0.9599 .
C3 C4 1.526(4) .
C3 H3A 0.9699 .
C3 H3B 0.9701 .
C5 C4 1.518(4) .
C5 C6 1.528(4) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 H6A 0.9699 .
C6 H6B 0.9701 .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C22 H22 0.9300 .
C11 C10 1.521(5) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C10 H10A 0.9701 .
C10 H10B 0.9700 .
