#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/42/2214258.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_2214258
loop_
_publ_author_name
'Tian-Duo Li'
'Hai-Ying You'
_publ_section_title
catena-Poly[[tri-n-butyltin(IV)]-μ-pyridine-3-carboxylato-κ²N:O]
_journal_coeditor_code           HK2268
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1870
_journal_page_last               m1870
_journal_paper_doi               10.1107/S1600536807027237
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Sn (C4 H9)3 (C6 H4 N O2)]'
_chemical_formula_moiety         'C18 H31 N O2 Sn'
_chemical_formula_sum            'C18 H31 N O2 Sn'
_chemical_formula_weight         412.13
_chemical_name_systematic
;
catena-Poly[[tri-n-butyltin(IV)]-μ-pyridine-3-carboxylato-κ²N:O]
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 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                 114.864(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.594(4)
_cell_length_b                   24.286(11)
_cell_length_c                   9.715(4)
_cell_measurement_reflns_used    3313
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.08
_cell_measurement_theta_min      2.311
_cell_volume                     2053.8(15)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5123
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    1.251
_exptl_absorpt_correction_T_max  0.5966
_exptl_absorpt_correction_T_min  0.5292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.41
_refine_diff_density_max         1.410
_refine_diff_density_min         -0.734
_refine_ls_abs_structure_details 'Flack (1983), 1798 Friedel pairs'
_refine_ls_abs_structure_Flack   0.06(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3260
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1189P)²+1.6655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1506
_refine_ls_wR_factor_ref         0.1628
_reflns_number_gt                2741
_reflns_number_total             3260
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hk2268.cif
_cod_data_source_block           I
_cod_original_cell_volume        2053.7(15)
_cod_original_sg_symbol_Hall     '-C 2yc'
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2214258
_cod_database_fobs_code          2214258
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'
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 0.5451(3) 0.87521(2) 0.0427(3) 0.0500(2) Uani d . 1 . .
O O1 0.5354(16) 0.8687(4) 0.2610(13) 0.062(3) Uani d D 1 . .
O O2 0.6522(12) 0.9490(3) 0.3408(10) 0.076(2) Uani d D 1 . .
N N1 0.552(2) 0.8833(5) 0.779(2) 0.064(4) Uani d . 1 . .
C C1 0.6275(15) 0.9254(5) 0.7557(12) 0.065(2) Uani d U 1 . .
H H1 0.6718 0.9504 0.8346 0.078 Uiso calc R 1 . .
C C2 0.6459(14) 0.9350(5) 0.6238(12) 0.062(2) Uani d U 1 . .
H H2 0.7027 0.9648 0.6157 0.074 Uiso calc R 1 . .
C C3 0.5757(14) 0.8981(5) 0.5027(12) 0.0552(18) Uani d U 1 . .
C C4 0.4984(13) 0.8535(5) 0.5264(13) 0.061(2) Uani d U 1 . .
H H4 0.4544 0.8273 0.4504 0.073 Uiso calc R 1 . .
C C5 0.4862(16) 0.8476(5) 0.6631(13) 0.0630(19) Uani d U 1 . .
H H5 0.4310 0.8180 0.6754 0.076 Uiso calc R 1 . .
C C6 0.5913(15) 0.9068(5) 0.3591(14) 0.0663(19) Uani d DU 1 . .
C C7 0.4511(18) 0.7949(5) -0.0192(16) 0.083(2) Uani d DU 1 . .
H H7A 0.3408 0.7973 -0.0520 0.100 Uiso calc R 1 . .
H H7B 0.4688 0.7830 -0.1058 0.100 Uiso calc R 1 . .
C C8 0.5117(19) 0.7515(5) 0.1005(18) 0.095(3) Uani d DU 1 . .
H H8A 0.5009 0.7646 0.1899 0.114 Uiso calc R 1 A 1
H H8B 0.6206 0.7471 0.1279 0.114 Uiso calc R 1 A 1
C C9 0.4371(19) 0.6958(5) 0.0598(17) 0.098(3) Uani d PDU 0.25 B 1
H H9A 0.4865 0.6747 0.0081 0.118 Uiso calc PR 0.25 B 1
H H9B 0.3298 0.7003 -0.0094 0.118 Uiso calc PR 0.25 B 1
C C10 0.448(6) 0.6638(16) 0.200(4) 0.109(7) Uani d PDU 0.39(3) B 1
H H10A 0.3992 0.6286 0.1697 0.163 Uiso calc PR 0.39(3) B 1
H H10B 0.3973 0.6842 0.2508 0.163 Uiso calc PR 0.39(3) B 1
H H10C 0.5539 0.6587 0.2683 0.163 Uiso calc PR 0.39(3) B 1
C C9' 0.4371(19) 0.6958(5) 0.0598(17) 0.098(3) Uani d PU 0.75 B 2
H H9'1 0.4335 0.6853 -0.0380 0.118 Uiso calc PR 0.75 B 2
H H9'2 0.3318 0.6993 0.0476 0.118 Uiso calc PR 0.75 B 2
C C10' 0.512(4) 0.6492(11) 0.170(3) 0.097(6) Uani d PDU 0.61(3) B 2
H H10D 0.4552 0.6158 0.1314 0.145 Uiso calc PR 0.61(3) B 2
H H10E 0.5113 0.6578 0.2665 0.145 Uiso calc PR 0.61(3) B 2
H H10F 0.6156 0.6445 0.1825 0.145 Uiso calc PR 0.61(3) B 2
C C11 0.3914(15) 0.9411(6) -0.0442(16) 0.081(2) Uani d DU 1 . .
H H11A 0.4521 0.9740 -0.0354 0.097 Uiso calc R 1 C 1
H H11B 0.3323 0.9344 -0.1517 0.097 Uiso calc R 1 C 1
C C12 0.2810(15) 0.9542(7) 0.0208(16) 0.089(2) Uani d PDU 0.50 B 1
H H12A 0.3310 0.9779 0.1084 0.107 Uiso calc PR 0.50 B 1
H H12B 0.2525 0.9204 0.0554 0.107 Uiso calc PR 0.50 B 1
C C13 0.133(3) 0.983(2) -0.093(3) 0.091(4) Uani d PDU 0.39(3) B 1
H H13A 0.1627 1.0105 -0.1486 0.109 Uiso calc PR 0.39(3) B 1
H H13B 0.0701 0.9560 -0.1654 0.109 Uiso calc PR 0.39(3) B 1
C C14 0.0394(19) 1.0105(8) -0.025(2) 0.132(4) Uani d PDU 0.50 B 1
H H14A -0.0556 1.0228 -0.1043 0.198 Uiso calc PR 0.50 B 1
H H14B 0.0944 1.0415 0.0340 0.198 Uiso calc PR 0.50 B 1
H H14C 0.0182 0.9849 0.0391 0.198 Uiso calc PR 0.50 B 1
C C12' 0.2810(15) 0.9542(7) 0.0208(16) 0.089(2) Uani d PU 0.50 B 2
H H12C 0.3371 0.9558 0.1303 0.107 Uiso calc PR 0.50 B 2
H H12D 0.2086 0.9240 -0.0024 0.107 Uiso calc PR 0.50 B 2
C C13' 0.188(3) 1.0082(10) -0.032(4) 0.092(3) Uani d PDU 0.61(3) B 2
H H13C 0.2511 1.0382 0.0284 0.110 Uiso calc PR 0.61(3) B 2
H H13D 0.1719 1.0150 -0.1366 0.110 Uiso calc PR 0.61(3) B 2
C C14' 0.0394(19) 1.0105(8) -0.025(2) 0.132(4) Uani d PU 0.50 B 2
H H14D -0.0082 1.0454 -0.0624 0.198 Uiso calc PR 0.50 B 2
H H14E 0.0537 1.0059 0.0782 0.198 Uiso calc PR 0.50 B 2
H H14F -0.0253 0.9815 -0.0862 0.198 Uiso calc PR 0.50 B 2
C C15 0.7867(15) 0.8816(5) 0.1302(18) 0.079(2) Uani d DU 1 . .
H H15A 0.8117 0.9151 0.0910 0.095 Uiso calc R 1 B .
H H15B 0.8272 0.8854 0.2395 0.095 Uiso calc R 1 . .
C C16 0.8680(14) 0.8340(6) 0.0944(18) 0.094(3) Uani d DU 1 B .
H H16A 0.8338 0.8310 -0.0145 0.112 Uiso calc R 1 . .
H H16B 0.8429 0.7999 0.1309 0.112 Uiso calc R 1 . .
C C17 1.0445(14) 0.8435(7) 0.1717(19) 0.100(3) Uani d DU 1 . .
H H17A 1.0681 0.8768 0.1306 0.121 Uiso calc R 1 B .
H H17B 1.0756 0.8493 0.2794 0.121 Uiso calc R 1 . .
C C18 1.1349(18) 0.7980(8) 0.152(3) 0.128(6) Uani d DU 1 B .
H H18A 1.2424 0.8056 0.2075 0.192 Uiso calc R 1 . .
H H18B 1.1118 0.7941 0.0459 0.192 Uiso calc R 1 . .
H H18C 1.1095 0.7645 0.1884 0.192 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'
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'
N N 0.0061 0.0033 '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
C11 Sn1 C15 . . 124.9(5) y
C11 Sn1 C7 . . 116.3(6) y
C15 Sn1 C7 . . 116.4(6) y
C11 Sn1 O1 . . 97.9(5) y
C15 Sn1 O1 . . 95.9(6) y
C7 Sn1 O1 . . 91.2(5) y
C11 Sn1 N1 . 1_554 81.4(5) y
C15 Sn1 N1 . 1_554 85.0(6) y
C7 Sn1 N1 . 1_554 88.5(5) y
O1 Sn1 N1 . 1_554 179.1(8) y
C11 Sn1 O2 . . 80.8(4) y
C15 Sn1 O2 . . 73.3(4) y
C7 Sn1 O2 . . 135.2(4) y
O1 Sn1 O2 . . 44.1(3) y
N1 Sn1 O2 1_554 . 136.2(3) y
C6 O1 Sn1 . . 120.1(9) y
C6 O2 Sn1 . . 70.8(7) y
C1 N1 C5 . . 117.1(14) ?
N1 C1 C2 . . 125.2(12) ?
N1 C1 H1 . . 117.4 ?
C2 C1 H1 . . 117.4 ?
C1 C2 C3 . . 117.7(11) ?
C1 C2 H2 . . 121.2 ?
C3 C2 H2 . . 121.2 ?
C4 C3 C2 . . 117.4(10) ?
C4 C3 C6 . . 122.8(10) ?
C2 C3 C6 . . 119.7(10) ?
C3 C4 C5 . . 120.4(11) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
N1 C5 C4 . . 122.1(12) ?
N1 C5 H5 . . 119.0 ?
C4 C5 H5 . . 119.0 ?
O2 C6 O1 . . 125.0(12) ?
O2 C6 C3 . . 119.9(11) ?
O1 C6 C3 . . 115.1(10) ?
C8 C7 Sn1 . . 116.5(10) ?
C8 C7 H7A . . 108.2 ?
Sn1 C7 H7A . . 108.2 ?
C8 C7 H7B . . 108.2 ?
Sn1 C7 H7B . . 108.2 ?
H7A C7 H7B . . 107.3 ?
C7 C8 C9 . . 116.3(12) ?
C7 C8 H8A . . 108.2 ?
C9 C8 H8A . . 108.2 ?
C7 C8 H8B . . 108.2 ?
C9 C8 H8B . . 108.2 ?
H8A C8 H8B . . 107.4 ?
C8 C9 C10 . . 112.0(16) ?
C8 C9 H9A . . 109.2 ?
C10 C9 H9A . . 109.2 ?
C8 C9 H9B . . 109.2 ?
C10 C9 H9B . . 109.2 ?
H9A C9 H9B . . 107.9 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
H10D C10' H10E . . 109.5 ?
H10D C10' H10F . . 109.5 ?
H10E C10' H10F . . 109.5 ?
C12 C11 Sn1 . . 120.1(9) ?
C12 C11 H11A . . 107.3 ?
Sn1 C11 H11A . . 107.3 ?
C12 C11 H11B . . 107.3 ?
Sn1 C11 H11B . . 107.3 ?
H11A C11 H11B . . 106.9 ?
C11 C12 C13 . . 113.4(12) ?
C11 C12 H12A . . 108.9 ?
C13 C12 H12A . . 108.9 ?
C11 C12 H12B . . 108.9 ?
C13 C12 H12B . . 108.9 ?
H12A C12 H12B . . 107.7 ?
C14 C13 C12 . . 115.6(17) ?
C14 C13 H13A . . 108.4 ?
C12 C13 H13A . . 108.4 ?
C14 C13 H13B . . 108.4 ?
C12 C13 H13B . . 108.4 ?
H13A C13 H13B . . 107.4 ?
H13C C13' H13D . . 107.3 ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C16 C15 Sn1 . . 115.8(9) ?
C16 C15 H15A . . 108.3 ?
Sn1 C15 H15A . . 108.3 ?
C16 C15 H15B . . 108.3 ?
Sn1 C15 H15B . . 108.3 ?
H15A C15 H15B . . 107.4 ?
C15 C16 C17 . . 109.7(11) ?
C15 C16 H16A . . 109.7 ?
C17 C16 H16A . . 109.7 ?
C15 C16 H16B . . 109.7 ?
C17 C16 H16B . . 109.7 ?
H16A C16 H16B . . 108.2 ?
C18 C17 C16 . . 114.1(13) ?
C18 C17 H17A . . 108.7 ?
C16 C17 H17A . . 108.7 ?
C18 C17 H17B . . 108.7 ?
C16 C17 H17B . . 108.7 ?
H17A C17 H17B . . 107.6 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
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 C11 . 2.099(12) y
Sn1 C15 . 2.112(13) y
Sn1 C7 . 2.127(13) y
Sn1 O1 . 2.167(12) ?
Sn1 N1 1_554 2.603(16) y
Sn1 O2 . 3.186(9) y
O1 C6 . 1.274(13) ?
O2 C6 . 1.230(12) ?
N1 C1 . 1.322(19) ?
N1 C5 . 1.347(18) ?
C1 C2 . 1.385(15) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.405(15) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.386(16) ?
C3 C6 . 1.479(15) ?
C4 C5 . 1.388(15) ?
C4 H4 . 0.9300 ?
C5 H5 . 0.9300 ?
C7 C8 . 1.494(14) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.504(14) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.535(18) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C10' H10D . 0.9600 ?
C10' H10E . 0.9600 ?
C10' H10F . 0.9600 ?
C11 C12 . 1.477(13) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 C13 . 1.550(17) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.480(18) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C13' H13C . 0.9700 ?
C13' H13D . 0.9700 ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 C16 . 1.514(14) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.554(14) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C18 . 1.468(15) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
