#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/57/2225789.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2225789
loop_
_publ_author_name
'Affan, Md. Abu'
'Sam, Norrihan'
'Ahmad, Fasihuddin'
'Ng, Seik Weng'
_publ_section_title
;
 Di-n-butyl{4-hydroxy-N'-[(2-oxido-1-naphthyl-κO)methylene]benzohydrazidato-κ²O,N'}tin(IV)
;
_journal_coeditor_code           BT5252
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m572
_journal_paper_doi               10.1107/S1600536810014662
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Sn (C4 H9)2 (C18 H12 N2 O3)]'
_chemical_formula_moiety         'C26 H30 N2 O3 Sn'
_chemical_formula_sum            'C26 H30 N2 O3 Sn'
_chemical_formula_weight         537.21
_chemical_name_systematic
;
Di-n-butyl{4-hydroxy-N'-[(2-oxido-1-naphthyl-
κO)methylene]benzohydrazidato-κ²O,N'}tin(IV)
;
_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                 106.7930(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.6644(9)
_cell_length_b                   17.2500(14)
_cell_length_c                   12.9296(11)
_cell_measurement_reflns_used    4338
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.2
_cell_measurement_theta_min      2.2
_cell_volume                     2490.6(4)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX diffractometer'
_diffrn_measurement_method       'ω scans'
_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  0.0377
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19289
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.82
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.054
_exptl_absorpt_correction_T_max  0.9019
_exptl_absorpt_correction_T_min  0.6778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.188
_refine_diff_density_min         -1.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         4391
_refine_ls_number_restraints     78
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0911P)²+4.7030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1518
_refine_ls_wR_factor_ref         0.1887
_reflns_number_gt                2953
_reflns_number_total             4391
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5252.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2225789
_cod_database_fobs_code          2225789
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn1 0.23178(5) 0.55623(3) 0.50133(4) 0.0893(3) Uani d . 1 . .
O O1 0.2190(5) 0.4955(4) 0.6362(5) 0.1033(17) Uani d . 1 A .
O O2 0.3235(5) 0.6123(3) 0.4016(4) 0.0965(16) Uani d . 1 A .
O O3 0.6606(4) 0.8107(3) 0.2051(3) 0.0807(13) Uani d . 1 . .
H H3 0.6096 0.8344 0.1560 0.121 Uiso calc R 1 . .
N N1 0.4181(5) 0.5601(2) 0.5908(4) 0.0602(12) Uani d . 1 A .
N N2 0.4920(4) 0.6041(3) 0.5446(3) 0.0602(12) Uani d . 1 . .
C C1 0.100(2) 0.6351(12) 0.4946(19) 0.145(6) Uani d PDU 0.50 A 1
H H1A 0.0795 0.6612 0.4253 0.174 Uiso calc PR 0.50 A 1
H H1B 0.0285 0.6080 0.4998 0.174 Uiso calc PR 0.50 A 1
C C2 0.1348(19) 0.6952(16) 0.584(2) 0.161(7) Uani d PDU 0.50 A 1
H H2A 0.2007 0.7262 0.5752 0.193 Uiso calc PR 0.50 A 1
H H2B 0.1611 0.6695 0.6536 0.193 Uiso calc PR 0.50 A 1
C C3 0.026(2) 0.7481(16) 0.5794(19) 0.188(7) Uani d PDU 0.50 A 1
H H3A 0.0199 0.7890 0.5266 0.226 Uiso calc PR 0.50 A 1
H H3B -0.0477 0.7180 0.5585 0.226 Uiso calc PR 0.50 A 1
C C4 0.044(3) 0.7835(19) 0.693(2) 0.212(9) Uani d PDU 0.50 A 1
H H4A -0.0208 0.8182 0.6915 0.319 Uiso calc PR 0.50 A 1
H H4B 0.1183 0.8114 0.7143 0.319 Uiso calc PR 0.50 A 1
H H4C 0.0457 0.7427 0.7441 0.319 Uiso calc PR 0.50 A 1
C C5 0.143(2) 0.4749(16) 0.3952(13) 0.108(5) Uani d PDU 0.50 A 1
H H5A 0.1820 0.4252 0.4169 0.130 Uiso calc PR 0.50 A 1
H H5B 0.0625 0.4710 0.4008 0.130 Uiso calc PR 0.50 A 1
C C6 0.136(2) 0.4884(13) 0.2768(13) 0.134(6) Uani d PDU 0.50 A 1
H H6A 0.2165 0.4907 0.2693 0.161 Uiso calc PR 0.50 A 1
H H6B 0.0976 0.5378 0.2536 0.161 Uiso calc PR 0.50 A 1
C C7 0.066(3) 0.4238(13) 0.2044(14) 0.171(7) Uani d PDU 0.50 A 1
H H7A -0.0101 0.4156 0.2194 0.205 Uiso calc PR 0.50 A 1
H H7B 0.1109 0.3758 0.2183 0.205 Uiso calc PR 0.50 A 1
C C8 0.044(3) 0.4484(17) 0.0853(13) 0.189(7) Uani d PDU 0.50 A 1
H H8A 0.0044 0.4072 0.0387 0.284 Uiso calc PR 0.50 A 1
H H8B 0.1196 0.4592 0.0723 0.284 Uiso calc PR 0.50 A 1
H H8C -0.0049 0.4941 0.0711 0.284 Uiso calc PR 0.50 A 1
C C1' 0.157(2) 0.6678(14) 0.5198(18) 0.145(6) Uani d PD 0.50 A 2
H H1'A 0.2129 0.7077 0.5135 0.174 Uiso calc PR 0.50 A 2
H H1'B 0.0842 0.6750 0.4606 0.174 Uiso calc PR 0.50 A 2
C C2' 0.127(2) 0.6797(14) 0.6253(18) 0.161(7) Uani d PD 0.50 A 2
H H2'A 0.1957 0.6673 0.6857 0.193 Uiso calc PR 0.50 A 2
H H2'B 0.0614 0.6457 0.6282 0.193 Uiso calc PR 0.50 A 2
C C3' 0.090(2) 0.7660(13) 0.633(3) 0.188(7) Uani d PD 0.50 A 2
H H3'A 0.1350 0.7881 0.7012 0.226 Uiso calc PR 0.50 A 2
H H3'B 0.1062 0.7960 0.5751 0.226 Uiso calc PR 0.50 A 2
C C4' -0.044(2) 0.7688(18) 0.622(3) 0.212(9) Uani d PD 0.50 A 2
H H4'A -0.0677 0.8215 0.6277 0.319 Uiso calc PR 0.50 A 2
H H4'B -0.0596 0.7387 0.6792 0.319 Uiso calc PR 0.50 A 2
H H4'C -0.0882 0.7478 0.5537 0.319 Uiso calc PR 0.50 A 2
C C5' 0.175(2) 0.4609(16) 0.3742(15) 0.108(5) Uani d PD 0.50 A 2
H H5'A 0.2417 0.4426 0.3507 0.130 Uiso calc PR 0.50 A 2
H H5'B 0.1387 0.4175 0.4009 0.130 Uiso calc PR 0.50 A 2
C C6' 0.082(2) 0.5037(12) 0.2830(16) 0.134(6) Uani d PD 0.50 A 2
H H6'A 0.0244 0.5292 0.3122 0.161 Uiso calc PR 0.50 A 2
H H6'B 0.1227 0.5433 0.2530 0.161 Uiso calc PR 0.50 A 2
C C7' 0.0180(18) 0.4479(17) 0.1940(18) 0.171(7) Uani d PD 0.50 A 2
H H7'A -0.0441 0.4754 0.1404 0.205 Uiso calc PR 0.50 A 2
H H7'B -0.0196 0.4072 0.2244 0.205 Uiso calc PR 0.50 A 2
C C8' 0.107(3) 0.4120(18) 0.140(2) 0.189(7) Uani d PD 0.50 A 2
H H8'A 0.0653 0.3760 0.0852 0.284 Uiso calc PR 0.50 A 2
H H8'B 0.1687 0.3852 0.1932 0.284 Uiso calc PR 0.50 A 2
H H8'C 0.1418 0.4522 0.1077 0.284 Uiso calc PR 0.50 A 2
C C9 0.2968(7) 0.4704(4) 0.7234(6) 0.0758(18) Uani d . 1 . .
C C10 0.2491(8) 0.4253(5) 0.7944(7) 0.095(2) Uani d . 1 A .
H H10 0.1672 0.4159 0.7764 0.114 Uiso calc R 1 . .
C C11 0.3217(8) 0.3965(4) 0.8869(7) 0.095(2) Uani d . 1 . .
H H11 0.2880 0.3687 0.9324 0.113 Uiso calc R 1 A .
C C12 0.4480(7) 0.4071(4) 0.9177(5) 0.0766(19) Uani d . 1 A .
C C13 0.5209(9) 0.3732(4) 1.0119(6) 0.093(2) Uani d . 1 . .
H H13 0.4861 0.3451 1.0564 0.111 Uiso calc R 1 A .
C C14 0.6389(10) 0.3806(5) 1.0389(6) 0.104(3) Uani d . 1 A .
H H14 0.6868 0.3583 1.1022 0.124 Uiso calc R 1 . .
C C15 0.6900(9) 0.4220(6) 0.9718(7) 0.108(3) Uani d . 1 . .
H H15 0.7728 0.4269 0.9906 0.130 Uiso calc R 1 A .
C C16 0.6221(8) 0.4556(4) 0.8790(6) 0.086(2) Uani d . 1 A .
H H16 0.6591 0.4829 0.8355 0.104 Uiso calc R 1 . .
C C17 0.4985(7) 0.4495(3) 0.8489(5) 0.0700(17) Uani d . 1 . .
C C18 0.4202(6) 0.4832(3) 0.7504(5) 0.0631(15) Uani d . 1 A .
C C19 0.4717(6) 0.5285(3) 0.6834(5) 0.0628(15) Uani d . 1 . .
H H19 0.5539 0.5364 0.7089 0.075 Uiso calc R 1 A .
C C20 0.4327(6) 0.6281(3) 0.4476(4) 0.0617(14) Uani d . 1 A .
C C21 0.4956(5) 0.6762(3) 0.3855(4) 0.0553(13) Uani d . 1 . .
C C22 0.6181(6) 0.6895(4) 0.4194(5) 0.0657(15) Uani d . 1 A .
H H22 0.6644 0.6678 0.4837 0.079 Uiso calc R 1 . .
C C23 0.6716(6) 0.7344(4) 0.3589(5) 0.0722(17) Uani d . 1 . .
H H23 0.7538 0.7428 0.3828 0.087 Uiso calc R 1 A .
C C24 0.6044(5) 0.7675(3) 0.2624(4) 0.0607(14) Uani d . 1 A .
C C25 0.4824(6) 0.7539(3) 0.2282(4) 0.0669(15) Uani d . 1 . .
H H25 0.4359 0.7749 0.1634 0.080 Uiso calc R 1 A .
C C26 0.4297(6) 0.7091(3) 0.2900(4) 0.0636(14) Uani d . 1 A .
H H26 0.3474 0.7010 0.2665 0.076 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 Sn1 C1 . . 101.7(10) ?
C5 Sn1 O1 . . 94.2(6) ?
C1 Sn1 O1 . . 97.8(7) ?
C5 Sn1 O2 . . 98.7(6) ?
C1 Sn1 O2 . . 100.2(8) ?
O1 Sn1 O2 . . 155.2(2) ?
C5 Sn1 N1 . . 128.7(7) ?
C1 Sn1 N1 . . 129.6(6) ?
O1 Sn1 N1 . . 82.56(19) ?
O2 Sn1 N1 . . 72.85(18) ?
C5 Sn1 C1' . . 123.4(10) ?
C1 Sn1 C1' . . 23.5(8) ?
O1 Sn1 C1' . . 103.1(6) ?
O2 Sn1 C1' . . 87.3(6) ?
N1 Sn1 C1' . . 107.0(7) ?
C5 Sn1 C5' . . 13.5(11) ?
C1 Sn1 C5' . . 112.9(8) ?
O1 Sn1 C5' . . 99.5(6) ?
O2 Sn1 C5' . . 89.1(7) ?
N1 Sn1 C5' . . 116.7(6) ?
C1' Sn1 C5' . . 132.7(9) ?
C9 O1 Sn1 . . 134.0(4) ?
C20 O2 Sn1 . . 115.1(4) ?
C24 O3 H3 . . 109.5 ?
C19 N1 N2 . . 115.3(5) ?
C19 N1 Sn1 . . 128.7(4) ?
N2 N1 Sn1 . . 116.0(3) ?
C20 N2 N1 . . 111.0(5) ?
C2 C1 Sn1 . . 112.8(13) ?
C2 C1 H1A . . 109.0 ?
Sn1 C1 H1A . . 109.0 ?
C2 C1 H1B . . 109.0 ?
Sn1 C1 H1B . . 109.0 ?
H1A C1 H1B . . 107.8 ?
C1 C2 C3 . . 109.5(10) ?
C1 C2 H2A . . 109.8 ?
C3 C2 H2A . . 109.8 ?
C1 C2 H2B . . 109.8 ?
C3 C2 H2B . . 109.8 ?
H2A C2 H2B . . 108.2 ?
C4 C3 C2 . . 108.0(9) ?
C4 C3 H3A . . 110.1 ?
C2 C3 H3A . . 110.1 ?
C4 C3 H3B . . 110.1 ?
C2 C3 H3B . . 110.1 ?
H3A C3 H3B . . 108.4 ?
C3 C4 H4A . . 109.5 ?
C3 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C3 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 Sn1 . . 116.3(13) ?
C6 C5 H5A . . 108.2 ?
Sn1 C5 H5A . . 108.2 ?
C6 C5 H5B . . 108.2 ?
Sn1 C5 H5B . . 108.2 ?
H5A C5 H5B . . 107.4 ?
C5 C6 C7 . . 111.4(10) ?
C5 C6 H6A . . 109.3 ?
C7 C6 H6A . . 109.3 ?
C5 C6 H6B . . 109.3 ?
C7 C6 H6B . . 109.3 ?
H6A C6 H6B . . 108.0 ?
C6 C7 C8 . . 108.3(9) ?
C6 C7 H7A . . 110.0 ?
C8 C7 H7A . . 110.0 ?
C6 C7 H7B . . 110.0 ?
C8 C7 H7B . . 110.0 ?
H7A C7 H7B . . 108.4 ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C2' C1' Sn1 . . 115.2(14) ?
C2' C1' H1'A . . 108.5 ?
Sn1 C1' H1'A . . 108.5 ?
C2' C1' H1'B . . 108.5 ?
Sn1 C1' H1'B . . 108.5 ?
H1'A C1' H1'B . . 107.5 ?
C1' C2' C3' . . 108.8(10) ?
C1' C2' H2'A . . 109.9 ?
C3' C2' H2'A . . 109.9 ?
C1' C2' H2'B . . 109.9 ?
C3' C2' H2'B . . 109.9 ?
H2'A C2' H2'B . . 108.3 ?
C4' C3' C2' . . 108.5(10) ?
C4' C3' H3'A . . 110.0 ?
C2' C3' H3'A . . 110.0 ?
C4' C3' H3'B . . 110.0 ?
C2' C3' H3'B . . 110.0 ?
H3'A C3' H3'B . . 108.4 ?
C3' C4' H4'A . . 109.5 ?
C3' C4' H4'B . . 109.5 ?
H4'A C4' H4'B . . 109.5 ?
C3' C4' H4'C . . 109.5 ?
H4'A C4' H4'C . . 109.5 ?
H4'B C4' H4'C . . 109.5 ?
C6' C5' Sn1 . . 101.6(13) ?
C6' C5' H5'A . . 111.5 ?
Sn1 C5' H5'A . . 111.5 ?
C6' C5' H5'B . . 111.5 ?
Sn1 C5' H5'B . . 111.5 ?
H5'A C5' H5'B . . 109.3 ?
C7' C6' C5' . . 111.1(9) ?
C7' C6' H6'A . . 109.4 ?
C5' C6' H6'A . . 109.4 ?
C7' C6' H6'B . . 109.4 ?
C5' C6' H6'B . . 109.4 ?
H6'A C6' H6'B . . 108.0 ?
C6' C7' C8' . . 110.4(10) ?
C6' C7' H7'A . . 109.6 ?
C8' C7' H7'A . . 109.6 ?
C6' C7' H7'B . . 109.6 ?
C8' C7' H7'B . . 109.6 ?
H7'A C7' H7'B . . 108.1 ?
C7' C8' H8'A . . 109.5 ?
C7' C8' H8'B . . 109.5 ?
H8'A C8' H8'B . . 109.5 ?
C7' C8' H8'C . . 109.5 ?
H8'A C8' H8'C . . 109.5 ?
H8'B C8' H8'C . . 109.5 ?
O1 C9 C18 . . 125.0(6) ?
O1 C9 C10 . . 115.7(7) ?
C18 C9 C10 . . 119.3(7) ?
C11 C10 C9 . . 120.5(8) ?
C11 C10 H10 . . 119.7 ?
C9 C10 H10 . . 119.7 ?
C10 C11 C12 . . 122.5(7) ?
C10 C11 H11 . . 118.7 ?
C12 C11 H11 . . 118.7 ?
C13 C12 C11 . . 120.8(7) ?
C13 C12 C17 . . 120.6(8) ?
C11 C12 C17 . . 118.6(7) ?
C14 C13 C12 . . 120.9(7) ?
C14 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C13 C14 C15 . . 119.2(8) ?
C13 C14 H14 . . 120.4 ?
C15 C14 H14 . . 120.4 ?
C16 C15 C14 . . 121.7(10) ?
C16 C15 H15 . . 119.2 ?
C14 C15 H15 . . 119.2 ?
C15 C16 C17 . . 120.6(7) ?
C15 C16 H16 . . 119.7 ?
C17 C16 H16 . . 119.7 ?
C16 C17 C12 . . 117.0(7) ?
C16 C17 C18 . . 123.7(6) ?
C12 C17 C18 . . 119.3(7) ?
C9 C18 C19 . . 121.4(6) ?
C9 C18 C17 . . 119.7(6) ?
C19 C18 C17 . . 118.9(6) ?
N1 C19 C18 . . 128.1(6) ?
N1 C19 H19 . . 116.0 ?
C18 C19 H19 . . 116.0 ?
O2 C20 N2 . . 124.1(6) ?
O2 C20 C21 . . 116.8(5) ?
N2 C20 C21 . . 119.1(5) ?
C26 C21 C22 . . 118.2(5) ?
C26 C21 C20 . . 118.7(5) ?
C22 C21 C20 . . 123.0(5) ?
C23 C22 C21 . . 120.7(5) ?
C23 C22 H22 . . 119.7 ?
C21 C22 H22 . . 119.7 ?
C22 C23 C24 . . 120.8(6) ?
C22 C23 H23 . . 119.6 ?
C24 C23 H23 . . 119.6 ?
O3 C24 C25 . . 122.5(5) ?
O3 C24 C23 . . 118.9(6) ?
C25 C24 C23 . . 118.6(5) ?
C26 C25 C24 . . 120.0(5) ?
C26 C25 H25 . . 120.0 ?
C24 C25 H25 . . 120.0 ?
C21 C26 C25 . . 121.7(6) ?
C21 C26 H26 . . 119.1 ?
C25 C26 H26 . . 119.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 C5 . 2.02(2) ?
Sn1 C1 . 2.04(2) ?
Sn1 O1 . 2.076(5) ?
Sn1 O2 . 2.131(5) ?
Sn1 N1 . 2.148(5) ?
Sn1 C1' . 2.16(2) ?
Sn1 C5' . 2.28(2) ?
O1 C9 . 1.301(8) ?
O2 C20 . 1.270(7) ?
O3 C24 . 1.348(7) ?
O3 H3 . 0.8400 ?
N1 C19 . 1.300(7) ?
N1 N2 . 1.404(6) ?
N2 C20 . 1.312(7) ?
C1 C2 . 1.518(10) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 C3 . 1.554(10) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.549(10) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 C6 . 1.526(10) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.532(10) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 C8 . 1.546(10) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C1' C2' . 1.517(10) ?
C1' H1'A . 0.9700 ?
C1' H1'B . 0.9700 ?
C2' C3' . 1.562(10) ?
C2' H2'A . 0.9700 ?
C2' H2'B . 0.9700 ?
C3' C4' . 1.523(10) ?
C3' H3'A . 0.9700 ?
C3' H3'B . 0.9700 ?
C4' H4'A . 0.9600 ?
C4' H4'B . 0.9600 ?
C4' H4'C . 0.9600 ?
C5' C6' . 1.536(10) ?
C5' H5'A . 0.9700 ?
C5' H5'B . 0.9700 ?
C6' C7' . 1.522(10) ?
C6' H6'A . 0.9700 ?
C6' H6'B . 0.9700 ?
C7' C8' . 1.537(10) ?
C7' H7'A . 0.9700 ?
C7' H7'B . 0.9700 ?
C8' H8'A . 0.9600 ?
C8' H8'B . 0.9600 ?
C8' H8'C . 0.9600 ?
C9 C18 . 1.397(10) ?
C9 C10 . 1.433(10) ?
C10 C11 . 1.344(11) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.422(11) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.396(10) ?
C12 C17 . 1.407(9) ?
C13 C14 . 1.325(12) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.384(12) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.362(11) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.384(11) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.457(9) ?
C18 C19 . 1.422(8) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.488(8) ?
C21 C26 . 1.375(8) ?
C21 C22 . 1.387(8) ?
C22 C23 . 1.372(8) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.390(8) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.383(9) ?
C25 C26 . 1.377(8) ?
C25 H25 . 0.9300 ?
C26 H26 . 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3 N2 4_575 0.84 1.99 2.824(6) 177 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 Sn1 O1 C9 . . . . 123.5(10) ?
C1 Sn1 O1 C9 . . . . -134.0(9) ?
O2 Sn1 O1 C9 . . . . 2.1(11) ?
N1 Sn1 O1 C9 . . . . -4.9(7) ?
C1' Sn1 O1 C9 . . . . -110.7(10) ?
C5' Sn1 O1 C9 . . . . 111.0(9) ?
C5 Sn1 O2 C20 . . . . -136.3(9) ?
C1 Sn1 O2 C20 . . . . 120.0(8) ?
O1 Sn1 O2 C20 . . . . -15.7(9) ?
N1 Sn1 O2 C20 . . . . -8.4(5) ?
C1' Sn1 O2 C20 . . . . 100.3(8) ?
C5' Sn1 O2 C20 . . . . -126.8(7) ?
C5 Sn1 N1 C19 . . . . -86.0(9) ?
C1 Sn1 N1 C19 . . . . 97.4(11) ?
O1 Sn1 N1 C19 . . . . 3.5(5) ?
O2 Sn1 N1 C19 . . . . -173.4(5) ?
C1' Sn1 N1 C19 . . . . 105.0(8) ?
C5' Sn1 N1 C19 . . . . -93.4(8) ?
C5 Sn1 N1 N2 . . . . 95.5(8) ?
C1 Sn1 N1 N2 . . . . -81.1(10) ?
O1 Sn1 N1 N2 . . . . -175.0(4) ?
O2 Sn1 N1 N2 . . . . 8.1(3) ?
C1' Sn1 N1 N2 . . . . -73.5(7) ?
C5' Sn1 N1 N2 . . . . 88.1(8) ?
C19 N1 N2 C20 . . . . 174.5(5) ?
Sn1 N1 N2 C20 . . . . -6.8(5) ?
C5 Sn1 C1 C2 . . . . 168(2) ?
O1 Sn1 C1 C2 . . . . 72(2) ?
O2 Sn1 C1 C2 . . . . -91(2) ?
N1 Sn1 C1 C2 . . . . -14(2) ?
C1' Sn1 C1 C2 . . . . -33(2) ?
C5' Sn1 C1 C2 . . . . 176.1(19) ?
Sn1 C1 C2 C3 . . . . -175(2) ?
C1 C2 C3 C4 . . . . 156(3) ?
C1 Sn1 C5 C6 . . . . 86.3(19) ?
O1 Sn1 C5 C6 . . . . -174.9(17) ?
O2 Sn1 C5 C6 . . . . -16.1(19) ?
N1 Sn1 C5 C6 . . . . -91.0(18) ?
C1' Sn1 C5 C6 . . . . 76(2) ?
C5' Sn1 C5 C6 . . . . -61(4) ?
Sn1 C5 C6 C7 . . . . -179(2) ?
C5 C6 C7 C8 . . . . 171(3) ?
C5 Sn1 C1' C2' . . . . 110(2) ?
C1 Sn1 C1' C2' . . . . 85(3) ?
O1 Sn1 C1' C2' . . . . 6(2) ?
O2 Sn1 C1' C2' . . . . -151(2) ?
N1 Sn1 C1' C2' . . . . -80(2) ?
C5' Sn1 C1' C2' . . . . 123(2) ?
Sn1 C1' C2' C3' . . . . 172.6(15) ?
C1' C2' C3' C4' . . . . 111(3) ?
C5 Sn1 C5' C6' . . . . 64(4) ?
C1 Sn1 C5' C6' . . . . 29.6(18) ?
O1 Sn1 C5' C6' . . . . 132.2(14) ?
O2 Sn1 C5' C6' . . . . -71.1(14) ?
N1 Sn1 C5' C6' . . . . -141.4(13) ?
C1' Sn1 C5' C6' . . . . 14(2) ?
Sn1 C5' C6' C7' . . . . -172.0(14) ?
C5' C6' C7' C8' . . . . -64(3) ?
Sn1 O1 C9 C18 . . . . 3.2(12) ?
Sn1 O1 C9 C10 . . . . -175.8(5) ?
O1 C9 C10 C11 . . . . -180.0(7) ?
C18 C9 C10 C11 . . . . 1.0(11) ?
C9 C10 C11 C12 . . . . -1.7(12) ?
C10 C11 C12 C13 . . . . -177.0(7) ?
C10 C11 C12 C17 . . . . 0.2(11) ?
C11 C12 C13 C14 . . . . 177.6(8) ?
C17 C12 C13 C14 . . . . 0.3(11) ?
C12 C13 C14 C15 . . . . -0.6(13) ?
C13 C14 C15 C16 . . . . 0.4(14) ?
C14 C15 C16 C17 . . . . 0.1(13) ?
C15 C16 C17 C12 . . . . -0.4(10) ?
C15 C16 C17 C18 . . . . -179.4(7) ?
C13 C12 C17 C16 . . . . 0.1(9) ?
C11 C12 C17 C16 . . . . -177.2(6) ?
C13 C12 C17 C18 . . . . 179.2(6) ?
C11 C12 C17 C18 . . . . 1.9(9) ?
O1 C9 C18 C19 . . . . 2.0(10) ?
C10 C9 C18 C19 . . . . -179.1(6) ?
O1 C9 C18 C17 . . . . -177.8(6) ?
C10 C9 C18 C17 . . . . 1.2(9) ?
C16 C17 C18 C9 . . . . 176.4(6) ?
C12 C17 C18 C9 . . . . -2.6(8) ?
C16 C17 C18 C19 . . . . -3.4(9) ?
C12 C17 C18 C19 . . . . 177.7(5) ?
N2 N1 C19 C18 . . . . 177.9(5) ?
Sn1 N1 C19 C18 . . . . -0.6(8) ?
C9 C18 C19 N1 . . . . -3.2(9) ?
C17 C18 C19 N1 . . . . 176.6(5) ?
Sn1 O2 C20 N2 . . . . 8.3(8) ?
Sn1 O2 C20 C21 . . . . -172.3(4) ?
N1 N2 C20 O2 . . . . -1.0(8) ?
N1 N2 C20 C21 . . . . 179.6(4) ?
O2 C20 C21 C26 . . . . 8.6(8) ?
N2 C20 C21 C26 . . . . -172.0(5) ?
O2 C20 C21 C22 . . . . -171.4(6) ?
N2 C20 C21 C22 . . . . 8.0(8) ?
C26 C21 C22 C23 . . . . 0.0(9) ?
C20 C21 C22 C23 . . . . -179.9(5) ?
C21 C22 C23 C24 . . . . -0.1(9) ?
C22 C23 C24 O3 . . . . -179.5(5) ?
C22 C23 C24 C25 . . . . -0.3(9) ?
O3 C24 C25 C26 . . . . 179.9(5) ?
C23 C24 C25 C26 . . . . 0.8(9) ?
C22 C21 C26 C25 . . . . 0.5(8) ?
C20 C21 C26 C25 . . . . -179.6(5) ?
C24 C25 C26 C21 . . . . -0.9(9) ?
