#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:39:18 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179071 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/33/4303300.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_4303300
loop_
_publ_author_name
'Anukul Jana'
'Herbert W. Roesky'
'Carola Schulzke'
_publ_section_title
;
Hydrostannylation of Ketones and Alkynes with LSnH [L = HC(CMeNAr)2, Ar =
2,6-iPr2C6H3]
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9543
_journal_page_last               9548
_journal_paper_doi               10.1021/ic9012069
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C37 H52 N2 O4 Sn'
_chemical_formula_weight         707.50
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                90.00
_cell_angle_beta                 102.38(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.806(3)
_cell_length_b                   12.705(3)
_cell_length_c                   19.471(4)
_cell_measurement_reflns_used    23271
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      53.9
_cell_measurement_theta_min      2.8
_cell_volume                     3577.5(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  IPDSII
_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  0.1288
_diffrn_reflns_av_sigmaI/netI    0.1482
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            22711
_diffrn_reflns_theta_full        26.97
_diffrn_reflns_theta_max         26.97
_diffrn_reflns_theta_min         1.41
_exptl_absorpt_coefficient_mu    0.753
_exptl_absorpt_correction_T_max  0.9378
_exptl_absorpt_correction_T_min  0.7823
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'face indexed'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.274
_refine_diff_density_min         -0.889
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         7419
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.1449
_refine_ls_R_factor_gt           0.0686
_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)+(0.0150P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0835
_refine_ls_wR_factor_ref         0.0999
_reflns_number_gt                4028
_reflns_number_total             7419
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9012069_si_001_4.cif
_cod_data_source_block           ja35
_cod_original_cell_volume        3577.6(12)
_cod_database_code               4303300
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.72761(3) 0.24203(4) 0.34331(2) 0.02898(11) Uani 1 1 d . . .
O1 O 0.7942(3) 0.2142(3) 0.5527(2) 0.0378(12) Uani 1 1 d . . .
O2 O 0.9323(3) 0.2131(3) 0.5223(2) 0.0439(13) Uani 1 1 d . . .
O3 O 0.8244(3) 0.5875(3) 0.4311(3) 0.0440(12) Uani 1 1 d . . .
O4 O 0.7416(4) 0.4797(4) 0.3510(3) 0.0492(14) Uani 1 1 d . . .
N1 N 0.6526(3) 0.1270(4) 0.3951(2) 0.0278(12) Uani 1 1 d . . .
N2 N 0.8298(4) 0.1150(4) 0.3457(3) 0.0304(12) Uani 1 1 d . . .
C1 C 0.7612(7) 0.1331(6) 0.6548(5) 0.060(2) Uani 1 1 d . . .
H1A H 0.7450 0.2017 0.6717 0.059(4) Uiso 1 1 calc R . .
H1B H 0.7848 0.0870 0.6950 0.059(4) Uiso 1 1 calc R . .
H1C H 0.7062 0.1012 0.6251 0.059(4) Uiso 1 1 calc R . .
C2 C 0.8340(5) 0.1474(6) 0.6127(3) 0.0443(18) Uani 1 1 d . . .
H2A H 0.8895 0.1812 0.6418 0.065(12) Uiso 1 1 calc R . .
H2B H 0.8523 0.0784 0.5963 0.065(12) Uiso 1 1 calc R . .
C3 C 0.8526(4) 0.2394(6) 0.5105(3) 0.0330(14) Uani 1 1 d . . .
C4 C 0.8079(5) 0.3085(5) 0.4506(4) 0.0387(17) Uani 1 1 d . . .
C5 C 0.8238(5) 0.4111(5) 0.4603(3) 0.0378(16) Uani 1 1 d . . .
H5 H 0.8591 0.4326 0.5047 0.043(7) Uiso 1 1 calc R . .
C6 C 0.7918(5) 0.4936(5) 0.4085(4) 0.0347(18) Uani 1 1 d . . .
C7 C 0.7954(5) 0.6778(6) 0.3874(4) 0.051(2) Uani 1 1 d . . .
H7A H 0.7870 0.6574 0.3374 0.065(12) Uiso 1 1 calc R . .
H7B H 0.8441 0.7325 0.3974 0.065(12) Uiso 1 1 calc R . .
C8 C 0.7069(5) 0.7221(6) 0.4001(4) 0.054(2) Uani 1 1 d . . .
H8A H 0.6580 0.6690 0.3885 0.059(4) Uiso 1 1 calc R . .
H8B H 0.6897 0.7844 0.3704 0.059(4) Uiso 1 1 calc R . .
H8C H 0.7150 0.7420 0.4497 0.059(4) Uiso 1 1 calc R . .
C9 C 0.5527(4) 0.1392(6) 0.3821(3) 0.0312(15) Uani 1 1 d . . .
C10 C 0.5132(5) 0.2130(5) 0.4212(3) 0.0318(16) Uani 1 1 d . . .
C11 C 0.4179(5) 0.2250(6) 0.4055(3) 0.0374(18) Uani 1 1 d . . .
H11 H 0.3902 0.2749 0.4309 0.043(7) Uiso 1 1 calc R . .
C12 C 0.3624(5) 0.1657(5) 0.3533(4) 0.0405(17) Uani 1 1 d . . .
H12 H 0.2972 0.1744 0.3438 0.043(7) Uiso 1 1 calc R . .
C13 C 0.4016(5) 0.0936(5) 0.3151(3) 0.0383(16) Uani 1 1 d . . .
H13 H 0.3630 0.0531 0.2795 0.043(7) Uiso 1 1 calc R . .
C14 C 0.4965(5) 0.0801(5) 0.3282(3) 0.0331(15) Uani 1 1 d . . .
C15 C 0.5718(5) 0.2803(5) 0.4782(3) 0.0346(17) Uani 1 1 d . . .
H15 H 0.6370 0.2544 0.4853 0.035(8) Uiso 1 1 calc R . .
C16 C 0.5420(5) 0.2693(8) 0.5483(3) 0.053(2) Uani 1 1 d . . .
H16A H 0.4791 0.2966 0.5435 0.059(4) Uiso 1 1 calc R . .
H16B H 0.5844 0.3093 0.5846 0.059(4) Uiso 1 1 calc R . .
H16C H 0.5435 0.1949 0.5618 0.059(4) Uiso 1 1 calc R . .
C17 C 0.5713(5) 0.3948(5) 0.4552(4) 0.0443(19) Uani 1 1 d . . .
H17A H 0.5939 0.3996 0.4115 0.059(4) Uiso 1 1 calc R . .
H17B H 0.6115 0.4362 0.4919 0.059(4) Uiso 1 1 calc R . .
H17C H 0.5081 0.4225 0.4473 0.059(4) Uiso 1 1 calc R . .
C18 C 0.5377(5) 0.0048(6) 0.2814(3) 0.0384(17) Uani 1 1 d . . .
H18 H 0.6061 0.0022 0.2996 0.035(8) Uiso 1 1 calc R . .
C19 C 0.5001(6) -0.1070(6) 0.2812(5) 0.056(2) Uani 1 1 d . . .
H19A H 0.4329 -0.1062 0.2636 0.059(4) Uiso 1 1 calc R . .
H19B H 0.5143 -0.1352 0.3292 0.059(4) Uiso 1 1 calc R . .
H19C H 0.5288 -0.1516 0.2508 0.059(4) Uiso 1 1 calc R . .
C20 C 0.5189(6) 0.0488(7) 0.2067(4) 0.055(2) Uani 1 1 d . . .
H20A H 0.5445 0.0009 0.1763 0.059(4) Uiso 1 1 calc R . .
H20B H 0.5481 0.1180 0.2069 0.059(4) Uiso 1 1 calc R . .
H20C H 0.4520 0.0556 0.1889 0.059(4) Uiso 1 1 calc R . .
C21 C 0.6381(5) -0.0132(5) 0.4776(3) 0.0369(16) Uani 1 1 d . . .
H21A H 0.6026 0.0350 0.5009 0.059(4) Uiso 1 1 calc R . .
H21B H 0.6802 -0.0548 0.5131 0.059(4) Uiso 1 1 calc R . .
H21C H 0.5956 -0.0605 0.4465 0.059(4) Uiso 1 1 calc R . .
C22 C 0.6932(5) 0.0491(5) 0.4351(3) 0.0296(15) Uani 1 1 d . . .
C23 C 0.7848(5) 0.0170(5) 0.4393(3) 0.0284(15) Uani 1 1 d . . .
H23 H 0.8095 -0.0274 0.4780 0.043(7) Uiso 1 1 calc R . .
C24 C 0.8464(5) 0.0405(5) 0.3949(3) 0.0274(14) Uani 1 1 d . . .
C25 C 0.9319(5) -0.0260(5) 0.4042(4) 0.0366(17) Uani 1 1 d . . .
H25A H 0.9364 -0.0567 0.3588 0.059(4) Uiso 1 1 calc R . .
H25B H 0.9289 -0.0825 0.4379 0.059(4) Uiso 1 1 calc R . .
H25C H 0.9865 0.0178 0.4218 0.059(4) Uiso 1 1 calc R . .
C26 C 0.8877(5) 0.1220(5) 0.2946(3) 0.0306(15) Uani 1 1 d . . .
C27 C 0.8547(5) 0.0756(5) 0.2279(3) 0.0360(17) Uani 1 1 d . . .
C28 C 0.9104(5) 0.0845(5) 0.1782(3) 0.0393(17) Uani 1 1 d . . .
H28 H 0.8888 0.0558 0.1326 0.043(7) Uiso 1 1 calc R . .
C29 C 0.9948(5) 0.1334(6) 0.1935(4) 0.0484(19) Uani 1 1 d . . .
H29 H 1.0322 0.1353 0.1595 0.043(7) Uiso 1 1 calc R . .
C30 C 1.0251(5) 0.1795(6) 0.2582(4) 0.045(2) Uani 1 1 d . . .
H30 H 1.0831 0.2146 0.2682 0.043(7) Uiso 1 1 calc R . .
C31 C 0.9724(5) 0.1758(5) 0.3093(4) 0.0330(15) Uani 1 1 d . . .
C32 C 0.7625(5) 0.0186(5) 0.2091(3) 0.0364(16) Uani 1 1 d . . .
H32 H 0.7167 0.0610 0.2283 0.035(8) Uiso 1 1 calc R . .
C33 C 0.7662(5) -0.0913(5) 0.2420(4) 0.0463(19) Uani 1 1 d . . .
H33A H 0.8145 -0.1330 0.2273 0.059(4) Uiso 1 1 calc R . .
H33B H 0.7063 -0.1262 0.2263 0.059(4) Uiso 1 1 calc R . .
H33C H 0.7802 -0.0850 0.2933 0.059(4) Uiso 1 1 calc R . .
C34 C 0.7257(5) 0.0086(7) 0.1298(3) 0.051(2) Uani 1 1 d . . .
H34A H 0.7262 0.0779 0.1077 0.059(4) Uiso 1 1 calc R . .
H34B H 0.6623 -0.0185 0.1206 0.059(4) Uiso 1 1 calc R . .
H34C H 0.7650 -0.0400 0.1102 0.059(4) Uiso 1 1 calc R . .
C35 C 1.0048(4) 0.2372(7) 0.3781(3) 0.0422(17) Uani 1 1 d . . .
H35 H 0.9645 0.2167 0.4111 0.035(8) Uiso 1 1 calc R . .
C36 C 1.1048(5) 0.2113(7) 0.4131(4) 0.065(3) Uani 1 1 d . . .
H36A H 1.1113 0.1351 0.4204 0.059(4) Uiso 1 1 calc R . .
H36B H 1.1213 0.2474 0.4586 0.059(4) Uiso 1 1 calc R . .
H36C H 1.1459 0.2348 0.3828 0.059(4) Uiso 1 1 calc R . .
C37 C 0.9939(6) 0.3527(6) 0.3646(4) 0.054(2) Uani 1 1 d . . .
H37A H 1.0376 0.3758 0.3363 0.059(4) Uiso 1 1 calc R . .
H37B H 1.0065 0.3906 0.4095 0.059(4) Uiso 1 1 calc R . .
H37C H 0.9306 0.3677 0.3393 0.059(4) Uiso 1 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'
O O 0.0106 0.0060 '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_
_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
_geom_angle_publ_flag
N2 Sn1 N1 85.19(17) . . ?
N2 Sn1 C4 91.7(2) . . ?
N1 Sn1 C4 92.3(2) . . ?
C3 O1 C2 115.0(5) . . ?
C6 O3 C7 118.7(6) . . ?
C22 N1 C9 120.0(5) . . ?
C22 N1 Sn1 123.7(4) . . ?
C9 N1 Sn1 116.3(4) . . ?
C24 N2 C26 119.6(5) . . ?
C24 N2 Sn1 123.6(4) . . ?
C26 N2 Sn1 116.4(4) . . ?
O1 C2 C1 107.0(6) . . ?
O2 C3 O1 123.2(6) . . ?
O2 C3 C4 124.4(5) . . ?
O1 C3 C4 112.3(5) . . ?
C5 C4 C3 115.4(7) . . ?
C5 C4 Sn1 121.5(5) . . ?
C3 C4 Sn1 122.8(5) . . ?
C4 C5 C6 125.7(7) . . ?
O4 C6 O3 122.9(7) . . ?
O4 C6 C5 125.1(6) . . ?
O3 C6 C5 112.0(7) . . ?
O3 C7 C8 111.4(5) . . ?
C14 C9 C10 120.6(6) . . ?
C14 C9 N1 119.4(5) . . ?
C10 C9 N1 120.0(6) . . ?
C11 C10 C9 118.3(6) . . ?
C11 C10 C15 119.7(5) . . ?
C9 C10 C15 122.0(6) . . ?
C12 C11 C10 121.2(6) . . ?
C13 C12 C11 120.2(6) . . ?
C12 C13 C14 120.7(7) . . ?
C13 C14 C9 119.1(6) . . ?
C13 C14 C18 119.0(6) . . ?
C9 C14 C18 121.8(6) . . ?
C10 C15 C17 110.9(5) . . ?
C10 C15 C16 111.8(5) . . ?
C17 C15 C16 111.5(6) . . ?
C19 C18 C20 110.3(6) . . ?
C19 C18 C14 113.0(5) . . ?
C20 C18 C14 108.8(6) . . ?
N1 C22 C23 124.3(5) . . ?
N1 C22 C21 119.1(6) . . ?
C23 C22 C21 116.5(6) . . ?
C22 C23 C24 130.1(6) . . ?
N2 C24 C23 123.1(6) . . ?
N2 C24 C25 120.4(5) . . ?
C23 C24 C25 116.4(6) . . ?
C31 C26 C27 120.5(5) . . ?
C31 C26 N2 121.6(6) . . ?
C27 C26 N2 117.8(6) . . ?
C28 C27 C26 117.4(6) . . ?
C28 C27 C32 120.2(6) . . ?
C26 C27 C32 122.4(5) . . ?
C29 C28 C27 122.1(7) . . ?
C28 C29 C30 119.7(6) . . ?
C29 C30 C31 121.2(7) . . ?
C30 C31 C26 119.0(6) . . ?
C30 C31 C35 119.3(6) . . ?
C26 C31 C35 121.6(5) . . ?
C27 C32 C34 113.0(5) . . ?
C27 C32 C33 112.5(6) . . ?
C34 C32 C33 108.6(6) . . ?
C37 C35 C36 110.3(7) . . ?
C37 C35 C31 110.2(6) . . ?
C36 C35 C31 111.9(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 N2 2.207(5) . ?
Sn1 N1 2.207(4) . ?
Sn1 C4 2.330(8) . ?
O1 C3 1.353(6) . ?
O1 C2 1.463(8) . ?
O2 C3 1.200(7) . ?
O3 C6 1.326(8) . ?
O3 C7 1.439(8) . ?
O4 C6 1.217(9) . ?
N1 C22 1.321(8) . ?
N1 C9 1.454(8) . ?
N2 C24 1.331(8) . ?
N2 C26 1.448(7) . ?
C1 C2 1.498(10) . ?
C3 C4 1.495(9) . ?
C4 C5 1.331(9) . ?
C5 C6 1.461(10) . ?
C7 C8 1.494(9) . ?
C9 C14 1.408(9) . ?
C9 C10 1.412(8) . ?
C10 C11 1.386(9) . ?
C10 C15 1.518(9) . ?
C11 C12 1.385(10) . ?
C12 C13 1.383(9) . ?
C13 C14 1.383(9) . ?
C14 C18 1.535(9) . ?
C15 C17 1.522(9) . ?
C15 C16 1.529(7) . ?
C18 C19 1.525(10) . ?
C18 C20 1.528(10) . ?
C21 C22 1.505(7) . ?
C22 C23 1.403(9) . ?
C23 C24 1.415(7) . ?
C24 C25 1.502(8) . ?
C26 C31 1.403(9) . ?
C26 C27 1.415(9) . ?
C27 C28 1.402(8) . ?
C27 C32 1.519(10) . ?
C28 C29 1.370(10) . ?
C29 C30 1.375(10) . ?
C30 C31 1.390(8) . ?
C31 C35 1.535(9) . ?
C32 C34 1.528(9) . ?
C32 C33 1.533(9) . ?
C35 C37 1.494(12) . ?
C35 C36 1.528(10) . ?
