#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:40:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178576 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/86/4068691.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_4068691
loop_
_publ_author_name
'Padělková, Zdeňka'
'Vaňkátová, Hana'
'Císařová, Ivana'
'Nechaev, Mikhail S.'
'Zevaco, Thomas A.'
'Walter, Olaf'
'R°užička, Aleš'
_publ_section_title
;
 Reactivity of a C,N-Chelated Stannoxane†
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              2629
_journal_paper_doi               10.1021/om801037b
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C37 H48 N4 O4 Sn2'
_chemical_formula_weight         850.17
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.8200(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0753(7)
_cell_length_b                   17.7612(12)
_cell_length_c                   20.2552(13)
_cell_measurement_temperature    200(2)
_cell_volume                     3571.5(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  SIEMENS
_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  0.1713
_diffrn_reflns_av_sigmaI/netI    0.1323
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            42905
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    1.443
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.120
_refine_diff_density_min         -1.495
_refine_diff_density_rms         0.165
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         8788
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1227
_refine_ls_R_factor_gt           0.0574
_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)+(0.0316P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.1065
_reflns_number_gt                5240
_reflns_number_total             8788
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om801037b_si_001.cif
_cod_data_source_block           2b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0316P)^2^+0.0000P] 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^)+(0.0316P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4068691
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_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.83715(4) 0.14329(2) 0.226294(18) 0.02283(11) Uani 1 d .
Sn2 Sn 0.92126(4) 0.21015(2) 0.079118(18) 0.02265(11) Uani 1 d .
O1 O 0.8318(3) 0.1353(2) 0.12797(17) 0.0265(9) Uani 1 d .
O2 O 0.9107(4) 0.2528(2) 0.23571(18) 0.0305(10) Uani 1 d .
O3 O 1.0475(3) 0.2592(2) 0.15954(18) 0.0309(10) Uani 1 d .
O4 O 1.0742(4) 0.3366(3) 0.2469(2) 0.0565(15) Uani 1 d .
N1 N 0.6862(4) 0.0203(3) 0.2206(2) 0.0274(11) Uani 1 d .
N2 N 0.9024(5) 0.1617(3) 0.3558(2) 0.0270(12) Uani 1 d .
N3 N 1.0199(4) 0.3405(3) 0.0187(2) 0.0273(12) Uani 1 d .
N4 N 0.8282(5) 0.1403(3) -0.0285(2) 0.0274(11) Uani 1 d .
C1 C 0.6402(5) 0.1764(3) 0.2410(3) 0.0225(13) Uani 1 d .
C2 C 0.6046(6) 0.2522(4) 0.2374(3) 0.0309(15) Uani 1 d .
H2 H 0.6678 0.2876 0.2291 0.038(6) Uiso 1 calc R
C3 C 0.4779(6) 0.2765(4) 0.2456(3) 0.0384(16) Uani 1 d .
H3 H 0.4575 0.3276 0.2444 0.038(6) Uiso 1 calc R
C4 C 0.3820(6) 0.2239(4) 0.2558(3) 0.0436(19) Uani 1 d .
H4 H 0.2957 0.2392 0.2603 0.038(6) Uiso 1 calc R
C5 C 0.4157(6) 0.1488(4) 0.2591(3) 0.0385(17) Uani 1 d .
H5 H 0.3511 0.1136 0.2660 0.038(6) Uiso 1 calc R
C6 C 0.5450(6) 0.1239(4) 0.2523(3) 0.0283(14) Uani 1 d .
C7 C 0.5783(6) 0.0412(4) 0.2585(3) 0.0359(17) Uani 1 d .
H7A H 0.6068 0.0287 0.3054 0.025(7) Uiso 1 calc R
H7B H 0.4980 0.0121 0.2419 0.025(7) Uiso 1 calc R
C8 C 0.6285(6) 0.0123(4) 0.1496(3) 0.0374(16) Uani 1 d .
H8A H 0.5655 -0.0287 0.1439 0.047(5) Uiso 1 calc R
H8B H 0.6992 0.0023 0.1244 0.047(5) Uiso 1 calc R
H8C H 0.5831 0.0580 0.1337 0.047(5) Uiso 1 calc R
C9 C 0.7452(6) -0.0529(3) 0.2447(3) 0.0351(15) Uani 1 d .
H9A H 0.6753 -0.0902 0.2411 0.047(5) Uiso 1 calc R
H9B H 0.7876 -0.0483 0.2907 0.047(5) Uiso 1 calc R
H9C H 0.8109 -0.0678 0.2181 0.047(5) Uiso 1 calc R
C10 C 1.0117(5) 0.0746(3) 0.2591(3) 0.0226(13) Uani 1 d .
C11 C 1.0526(5) 0.0204(3) 0.2171(3) 0.0278(14) Uani 1 d .
H11 H 1.0073 0.0158 0.1732 0.038(6) Uiso 1 calc R
C12 C 1.1603(6) -0.0269(4) 0.2400(3) 0.0329(15) Uani 1 d .
H12 H 1.1885 -0.0621 0.2114 0.038(6) Uiso 1 calc R
C13 C 1.2248(6) -0.0211(4) 0.3051(3) 0.0334(15) Uani 1 d .
H13 H 1.2951 -0.0537 0.3212 0.038(6) Uiso 1 calc R
C14 C 1.1857(5) 0.0330(4) 0.3471(3) 0.0330(15) Uani 1 d .
H14 H 1.2300 0.0365 0.3912 0.038(6) Uiso 1 calc R
C15 C 1.0807(5) 0.0823(4) 0.3238(3) 0.0274(14) Uani 1 d .
C16 C 1.0483(5) 0.1483(4) 0.3655(3) 0.0300(14) Uani 1 d .
H16A H 1.0817 0.1383 0.4125 0.025(7) Uiso 1 calc R
H16B H 1.0932 0.1930 0.3528 0.025(7) Uiso 1 calc R
C17 C 0.8740(6) 0.2362(4) 0.3815(3) 0.0400(17) Uani 1 d .
H17A H 0.7787 0.2452 0.3726 0.047(5) Uiso 1 calc R
H17B H 0.9191 0.2741 0.3598 0.047(5) Uiso 1 calc R
H17C H 0.9056 0.2379 0.4290 0.047(5) Uiso 1 calc R
C18 C 0.8361(6) 0.1042(4) 0.3892(3) 0.0337(16) Uani 1 d .
H18A H 0.8762 0.1022 0.4357 0.047(5) Uiso 1 calc R
H18B H 0.8461 0.0562 0.3688 0.047(5) Uiso 1 calc R
H18C H 0.7421 0.1160 0.3853 0.047(5) Uiso 1 calc R
C19 C 0.7709(5) 0.2967(3) 0.0636(2) 0.0220(12) Uani 1 d .
C20 C 0.6408(5) 0.2787(4) 0.0707(3) 0.0288(14) Uani 1 d .
H20 H 0.6186 0.2287 0.0769 0.038(6) Uiso 1 calc R
C21 C 0.5421(6) 0.3338(4) 0.0687(3) 0.0356(16) Uani 1 d .
H21 H 0.4550 0.3212 0.0741 0.038(6) Uiso 1 calc R
C22 C 0.5757(6) 0.4069(4) 0.0587(3) 0.0376(17) Uani 1 d .
H22 H 0.5104 0.4442 0.0569 0.038(6) Uiso 1 calc R
C23 C 0.7048(6) 0.4263(4) 0.0512(3) 0.0349(16) Uani 1 d .
H23 H 0.7260 0.4762 0.0440 0.038(6) Uiso 1 calc R
C24 C 0.8030(5) 0.3710(3) 0.0543(3) 0.0254(14) Uani 1 d .
C25 C 0.9492(5) 0.3941(3) 0.0557(3) 0.0292(14) Uani 1 d .
H25A H 0.9517 0.4438 0.0360 0.014(7) Uiso 1 calc R
H25B H 0.9951 0.3969 0.1018 0.014(7) Uiso 1 calc R
C26 C 0.9780(6) 0.3497(4) -0.0534(3) 0.0395(16) Uani 1 d .
H26A H 1.0046 0.3986 -0.0666 0.033(5) Uiso 1 calc R
H26B H 0.8819 0.3448 -0.0646 0.033(5) Uiso 1 calc R
H26C H 1.0201 0.3117 -0.0765 0.033(5) Uiso 1 calc R
C27 C 1.1653(5) 0.3497(4) 0.0376(3) 0.0364(16) Uani 1 d .
H27A H 1.2103 0.3165 0.0113 0.033(5) Uiso 1 calc R
H27B H 1.1920 0.3380 0.0842 0.033(5) Uiso 1 calc R
H27C H 1.1894 0.4008 0.0297 0.033(5) Uiso 1 calc R
C28 C 1.0901(5) 0.1654(3) 0.0420(3) 0.0240(13) Uani 1 d .
C29 C 1.2171(6) 0.1631(4) 0.0814(3) 0.0323(15) Uani 1 d .
H29 H 1.2283 0.1776 0.1261 0.038(6) Uiso 1 calc R
C30 C 1.3275(6) 0.1392(4) 0.0542(3) 0.0409(17) Uani 1 d .
H30 H 1.4123 0.1374 0.0808 0.038(6) Uiso 1 calc R
C31 C 1.3116(6) 0.1181(4) -0.0121(4) 0.0426(18) Uani 1 d .
H31 H 1.3858 0.1026 -0.0304 0.038(6) Uiso 1 calc R
C32 C 1.1866(6) 0.1199(4) -0.0511(3) 0.0370(17) Uani 1 d .
H32 H 1.1761 0.1053 -0.0958 0.038(6) Uiso 1 calc R
C33 C 1.0749(5) 0.1435(4) -0.0245(3) 0.0273(13) Uani 1 d .
C34 C 0.9367(5) 0.1485(4) -0.0673(3) 0.0338(15) Uani 1 d .
H34A H 0.9277 0.1967 -0.0901 0.014(7) Uiso 1 calc R
H34B H 0.9281 0.1093 -0.1012 0.014(7) Uiso 1 calc R
C35 C 0.8118(6) 0.0616(4) -0.0104(3) 0.0392(17) Uani 1 d .
H35A H 0.7965 0.0313 -0.0502 0.033(5) Uiso 1 calc R
H35B H 0.7363 0.0572 0.0126 0.033(5) Uiso 1 calc R
H35C H 0.8919 0.0447 0.0185 0.033(5) Uiso 1 calc R
C36 C 0.7011(6) 0.1681(5) -0.0664(3) 0.051(2) Uani 1 d .
H36A H 0.7102 0.2204 -0.0767 0.033(5) Uiso 1 calc R
H36B H 0.6309 0.1622 -0.0402 0.033(5) Uiso 1 calc R
H36C H 0.6787 0.1400 -0.1073 0.033(5) Uiso 1 calc R
C100 C 1.0129(5) 0.2857(4) 0.2152(3) 0.0280(14) Uani 1 d .
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
O1 Sn1 O2 96.15(15)
O1 Sn1 C1 106.96(17)
O2 Sn1 C1 93.11(19)
O1 Sn1 C10 98.63(17)
O2 Sn1 C10 104.02(18)
C1 Sn1 C10 147.4(2)
O1 Sn2 O3 99.27(15)
O1 Sn2 C28 112.84(19)
O3 Sn2 C28 90.82(18)
O1 Sn2 C19 100.71(18)
O3 Sn2 C19 97.87(18)
C28 Sn2 C19 143.5(2)
O1 Sn2 N4 88.14(15)
O3 Sn2 N4 164.23(14)
C28 Sn2 N4 73.45(18)
C19 Sn2 N4 94.36(17)
Sn2 O1 Sn1 121.29(19)
C100 O2 Sn1 132.5(4)
C100 O3 Sn2 127.0(3)
C8 N1 C9 108.0(5)
C8 N1 C7 109.3(4)
C9 N1 C7 109.8(4)
C18 N2 C17 109.6(4)
C18 N2 C16 110.7(5)
C17 N2 C16 110.5(5)
C26 N3 C27 110.8(4)
C26 N3 C25 110.9(5)
C27 N3 C25 110.3(5)
C34 N4 C35 110.9(5)
C34 N4 C36 110.6(5)
C35 N4 C36 109.2(5)
C34 N4 Sn2 102.3(3)
C35 N4 Sn2 107.0(3)
C36 N4 Sn2 116.6(4)
C6 C1 C2 118.7(5)
C6 C1 Sn1 121.5(4)
C2 C1 Sn1 119.8(4)
C3 C2 C1 122.0(6)
C2 C3 C4 119.3(6)
C5 C4 C3 119.3(6)
C4 C5 C6 121.7(6)
C1 C6 C5 119.0(6)
C1 C6 C7 121.3(5)
C5 C6 C7 119.7(6)
N1 C7 C6 112.0(5)
C15 C10 C11 119.6(5)
C15 C10 Sn1 119.4(4)
C11 C10 Sn1 121.0(4)
C12 C11 C10 120.6(5)
C13 C12 C11 119.5(6)
C12 C13 C14 120.3(6)
C13 C14 C15 120.6(6)
C10 C15 C14 119.3(6)
C10 C15 C16 118.9(5)
C14 C15 C16 121.6(5)
N2 C16 C15 111.0(4)
C20 C19 C24 119.0(5)
C20 C19 Sn2 118.6(4)
C24 C19 Sn2 122.0(4)
C19 C20 C21 121.3(6)
C22 C21 C20 118.7(6)
C21 C22 C23 121.1(6)
C22 C23 C24 119.8(6)
C19 C24 C23 120.1(5)
C19 C24 C25 120.2(5)
C23 C24 C25 119.3(6)
N3 C25 C24 111.6(5)
C33 C28 C29 119.3(5)
C33 C28 Sn2 119.1(4)
C29 C28 Sn2 121.4(4)
C28 C29 C30 120.1(6)
C31 C30 C29 120.2(6)
C32 C31 C30 119.9(5)
C31 C32 C33 120.5(6)
C28 C33 C32 119.9(5)
C28 C33 C34 118.7(5)
C32 C33 C34 121.3(5)
N4 C34 C33 112.7(4)
O4 C100 O2 121.4(5)
O4 C100 O3 122.1(5)
O2 C100 O3 116.5(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Sn1 O1 1.988(3)
Sn1 O2 2.079(4)
Sn1 C1 2.138(5)
Sn1 C10 2.150(5)
Sn2 O1 1.966(4)
Sn2 O3 2.080(4)
Sn2 C28 2.128(5)
Sn2 C19 2.144(5)
Sn2 N4 2.544(4)
O2 C100 1.311(6)
O3 C100 1.323(6)
O4 C100 1.214(7)
N1 C8 1.464(7)
N1 C9 1.477(7)
N1 C7 1.482(6)
N2 C18 1.450(7)
N2 C17 1.467(7)
N2 C16 1.469(7)
N3 C26 1.459(7)
N3 C27 1.459(7)
N3 C25 1.467(7)
N4 C34 1.459(6)
N4 C35 1.461(8)
N4 C36 1.462(7)
C1 C6 1.386(8)
C1 C2 1.391(8)
C2 C3 1.384(7)
C3 C4 1.385(9)
C4 C5 1.374(9)
C5 C6 1.405(7)
C6 C7 1.508(8)
C10 C15 1.382(7)
C10 C11 1.394(8)
C11 C12 1.387(8)
C12 C13 1.372(8)
C13 C14 1.383(8)
C14 C15 1.391(8)
C15 C16 1.512(8)
C19 C20 1.381(7)
C19 C24 1.379(8)
C20 C21 1.391(8)
C21 C22 1.364(9)
C22 C23 1.379(8)
C23 C24 1.388(8)
C24 C25 1.524(7)
C28 C33 1.384(7)
C28 C29 1.388(7)
C29 C30 1.389(7)
C30 C31 1.377(9)
C31 C32 1.368(9)
C32 C33 1.393(7)
C33 C34 1.513(8)
