#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/26/2212683.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_2212683
loop_
_publ_author_name
'Amini, Mostafa M.'
'Azadmeher, Amirreza'
'Ng, Seik Weng'
_publ_section_title
;Bis(μ-pyridine-2,6-dicarboxylato)-κ⁴O,N,O':O';κ⁴O:O,N,O'-bis[aquamethylphenyltin(IV)]
 chloroform disolvate
;
_journal_coeditor_code           SG2130
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m810
_journal_page_last               m811
_journal_paper_doi               10.1107/S1600536807007295
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac
'[Sn2 (C H3)2 (C6 H5)2 (C7 H3 N O4)2 (H2 O)2], 2C H Cl3'
_chemical_formula_moiety         'C28 H28 N2 O10 Sn2, 2C H Cl3'
_chemical_formula_sum            'C30 H30 Cl6 N2 O10 Sn2'
_chemical_formula_weight         1028.64
_chemical_name_systematic
;
Bis[aquamethylphenyl(μ-pyridine-2,6-dicarboxylato-κ⁴O,N,O':O'')tin(IV)]
chloroform disolvate
;
_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                90.00
_cell_angle_beta                 117.0280(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.7306(3)
_cell_length_b                   10.6253(2)
_cell_length_c                   17.1579(3)
_cell_measurement_reflns_used    8494
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.4
_cell_measurement_theta_min      2.5
_cell_volume                     3691.38(11)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX-II software (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'medium-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_sigmaI/netI    0.0697
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17272
_diffrn_reflns_theta_full        30.0
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.844
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2024
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.90
_refine_diff_density_min         -1.87
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         5278
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.06
_refine_ls_R_factor_all          0.079
_refine_ls_R_factor_gt           0.046
_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)+(0.0696P)²+5.0368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.107
_refine_ls_wR_factor_ref         0.132
_reflns_number_gt                3763
_reflns_number_total             5278
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sg2130.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.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3691.40(10)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2212683
_cod_database_fobs_code          2212683
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_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
Sn Sn1 0.409535(14) 0.46852(3) 0.39391(2) 0.01197(10) Uani d . 1
Cl Cl1 0.70349(9) 0.0009(3) 0.86528(18) 0.0937(11) Uani d U 1
Cl Cl2 0.57639(10) -0.08996(18) 0.74369(14) 0.0533(5) Uani d U 1
Cl Cl3 0.58658(12) 0.15302(19) 0.82199(13) 0.0599(5) Uani d U 1
O O1w 0.37540(15) 0.6425(3) 0.3100(2) 0.0162(7) Uani d . 1
H H1w1 0.4025 0.7010 0.3338 0.024 Uiso calc R 1
H H1w2 0.3381 0.6640 0.3044 0.024 Uiso calc R 1
O O1 0.31310(15) 0.4203(3) 0.2870(2) 0.0152(6) Uani d . 1
O O2 0.23007(16) 0.2842(3) 0.2259(2) 0.0210(7) Uani d . 1
O O3 0.49671(15) 0.3700(3) 0.5217(2) 0.0154(6) Uani d . 1
O O4 0.53426(16) 0.1900(3) 0.5961(2) 0.0217(8) Uani d . 1
N N1 0.38628(17) 0.2634(4) 0.4086(2) 0.0138(8) Uani d . 1
C C1 0.4664(2) 0.4262(5) 0.3288(3) 0.0197(10) Uani d . 1
H H1a 0.4371 0.4048 0.2677 0.030 Uiso calc R 1
H H1b 0.4954 0.3546 0.3575 0.030 Uiso calc R 1
H H1c 0.4933 0.4995 0.3309 0.030 Uiso calc R 1
C C2 0.3729(2) 0.5355(4) 0.4802(3) 0.0151(8) Uani d . 1
C C3 0.3606(3) 0.6632(5) 0.4839(4) 0.0232(10) Uani d . 1
H H3 0.3695 0.7209 0.4483 0.028 Uiso calc R 1
C C4 0.3355(3) 0.7071(5) 0.5393(4) 0.0304(12) Uani d . 1
H H4 0.3268 0.7943 0.5403 0.036 Uiso calc R 1
C C5 0.3232(3) 0.6259(6) 0.5924(4) 0.0300(13) Uani d . 1
H H5 0.3061 0.6567 0.6299 0.036 Uiso calc R 1
C C6 0.3360(3) 0.4987(5) 0.5907(4) 0.0277(12) Uani d . 1
H H6 0.3277 0.4418 0.6273 0.033 Uiso calc R 1
C C7 0.3611(2) 0.4544(5) 0.5351(3) 0.0222(10) Uani d . 1
H H7 0.3703 0.3673 0.5348 0.027 Uiso calc R 1
C C8 0.2858(2) 0.3139(4) 0.2822(3) 0.0150(9) Uani d . 1
C C9 0.3279(2) 0.2182(4) 0.3504(3) 0.0153(9) Uani d . 1
C C10 0.3089(2) 0.0948(4) 0.3532(3) 0.0176(9) Uani d . 1
H H10 0.2671 0.0645 0.3113 0.021 Uiso calc R 1
C C11 0.3529(2) 0.0167(4) 0.4190(3) 0.0199(10) Uani d . 1
H H11 0.3412 -0.0681 0.4228 0.024 Uiso calc R 1
C C12 0.4149(2) 0.0642(4) 0.4800(3) 0.0185(10) Uani d . 1
H H12 0.4460 0.0122 0.5248 0.022 Uiso calc R 1
C C13 0.4287(2) 0.1886(4) 0.4724(3) 0.0151(9) Uani d . 1
C C14 0.4924(2) 0.2531(4) 0.5364(3) 0.0145(9) Uani d . 1
C C15 0.6265(3) 0.0445(6) 0.7850(4) 0.0338(13) Uani d . 1
H H15 0.6323 0.0843 0.7361 0.041 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'
Cl Cl 0.1484 0.1585 '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
C1 Sn1 C2 . . 166.2(2) yes
C1 Sn1 N1 . . 94.8(2) yes
C1 Sn1 O1 . . 97.4(2) yes
C1 Sn1 O3 . 5_666 83.8(2) yes
C1 Sn1 O3 . . 86.6(2) yes
C1 Sn1 O1w . . 87.3(2) yes
C2 Sn1 O3 . . 86.10(10) yes
C2 Sn1 O3 . 5_666 82.70(10) yes
C2 Sn1 O1w . . 92.3(2) yes
C2 Sn1 N1 . . 93.4(2) yes
C2 Sn1 O1 . . 95.9(2) yes
N1 Sn1 O1 . . 71.00(10) yes
N1 Sn1 O3 . . 67.90(10) yes
N1 Sn1 O3 . 5_666 137.70(10) yes
N1 Sn1 O1w . . 145.50(10) yes
O1 Sn1 O1w . . 74.50(10) yes
O1 Sn1 O3 . . 138.90(10) yes
O1 Sn1 O3 . 5_666 151.20(10) yes
O3 Sn1 O3 . 5_666 69.90(10) yes
O3 Sn1 O1w . . 146.60(10) yes
O3 Sn1 O1w 5_666 . 76.80(10) yes
Sn1 O1w H1w1 . . 109.5 ?
Sn1 O1w H1w2 . . 109.5 ?
H1w1 O1w H1w2 . . 109.5 ?
C8 O1 Sn1 . . 122.3(3) ?
C14 O3 Sn1 . . 119.5(3) ?
C9 N1 C13 . . 119.9(4) ?
C9 N1 Sn1 . . 117.5(3) ?
C13 N1 Sn1 . . 122.6(3) ?
Sn1 C1 H1a . . 109.5 ?
Sn1 C1 H1b . . 109.5 ?
H1a C1 H1b . . 109.5 ?
Sn1 C1 H1C . . 109.5 ?
H1a C1 H1C . . 109.5 ?
H1b C1 H1C . . 109.5 ?
C7 C2 C3 . . 118.0(5) ?
C7 C2 Sn1 . . 121.4(4) ?
C3 C2 Sn1 . . 120.5(4) ?
C2 C3 C4 . . 120.7(5) ?
C2 C3 H3 . . 119.7 ?
C4 C3 H3 . . 119.7 ?
C5 C4 C3 . . 120.8(5) ?
C5 C4 H4 . . 119.6 ?
C3 C4 H4 . . 119.6 ?
C4 C5 C6 . . 119.5(5) ?
C4 C5 H5 . . 120.2 ?
C6 C5 H5 . . 120.2 ?
C5 C6 C7 . . 119.7(5) ?
C5 C6 H6 . . 120.1 ?
C7 C6 H6 . . 120.1 ?
C2 C7 C6 . . 121.2(5) ?
C2 C7 H7 . . 119.4 ?
C6 C7 H7 . . 119.4 ?
O2 C8 O1 . . 125.0(4) ?
O2 C8 C9 . . 119.7(4) ?
O1 C8 C9 . . 115.3(4) ?
N1 C9 C10 . . 122.2(4) ?
N1 C9 C8 . . 113.5(4) ?
C10 C9 C8 . . 124.3(4) ?
C9 C10 C11 . . 118.2(4) ?
C9 C10 H10 . . 120.9 ?
C11 C10 H10 . . 120.9 ?
C10 C11 C12 . . 119.6(4) ?
C10 C11 H11 . . 120.2 ?
C12 C11 H11 . . 120.2 ?
C13 C12 C11 . . 117.8(4) ?
C13 C12 H12 . . 121.1 ?
C11 C12 H12 . . 121.1 ?
N1 C13 C12 . . 122.3(4) ?
N1 C13 C14 . . 114.6(4) ?
C12 C13 C14 . . 123.0(4) ?
O4 C14 O3 . . 126.3(4) ?
O4 C14 C13 . . 118.4(4) ?
O3 C14 C13 . . 115.2(4) ?
Cl1 C15 Cl3 . . 113.0(4) ?
Cl1 C15 Cl2 . . 109.8(4) ?
Cl3 C15 Cl2 . . 109.4(3) ?
Cl1 C15 H15 . . 108.2 ?
Cl3 C15 H15 . . 108.2 ?
Cl2 C15 H15 . . 108.2 ?
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 C1 . 2.106(5) ?
Sn1 C2 . 2.125(5) yes
Sn1 O1 . 2.186(3) yes
Sn1 N1 . 2.283(4) yes
Sn1 O3 . 2.425(3) yes
Sn1 O3 5_666 2.604(3) yes
Sn1 O1w . 2.253(3) yes
Cl1 C15 . 1.727(6) ?
Cl2 C15 . 1.763(7) ?
Cl3 C15 . 1.755(7) ?
O1w H1w1 . 0.8400 ?
O1w H1w2 . 0.8400 ?
O1 C8 . 1.274(5) ?
O2 C8 . 1.236(5) ?
O3 C14 . 1.280(5) ?
O4 C14 . 1.232(5) ?
N1 C9 . 1.336(5) ?
N1 C13 . 1.342(6) ?
C1 H1a . 0.9800 ?
C1 H1b . 0.9800 ?
C1 H1C . 0.9800 ?
C2 C7 . 1.389(7) ?
C2 C3 . 1.392(7) ?
C3 C4 . 1.392(7) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.372(8) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.384(8) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.399(8) ?
C6 H6 . 0.9500 ?
C7 H7 . 0.9500 ?
C8 C9 . 1.516(6) ?
C9 C10 . 1.388(6) ?
C10 C11 . 1.391(7) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.413(7) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.378(6) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.525(6) ?
C15 H15 . 1.0000 ?
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
O1w H1w2 O2 4 0.84 1.89 2.656(5) 151 yes
O1w H1w1 O4 5_666 0.84 1.81 2.641(4) 169 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
C1 Sn1 O1 C8 . 97.2(4)
C2 Sn1 O1 C8 . -86.9(4)
O1w Sn1 O1 C8 . -177.7(4)
N1 Sn1 O1 C8 . 4.7(3)
O3 Sn1 O1 C8 . 3.9(4)
O3 Sn1 O1 C8 5_666 -172.4(3)
C1 Sn1 O3 C14 . -93.0(4)
C2 Sn1 O3 C14 . 98.8(3)
O1 Sn1 O3 C14 . 4.3(4)
O1w Sn1 O3 C14 . -172.9(3)
N1 Sn1 O3 C14 . 3.5(3)
O3 Sn1 O3 C14 5_666 -177.6(4)
C1 Sn1 N1 C9 . -98.5(4)
C2 Sn1 N1 C9 . 92.7(3)
O1 Sn1 N1 C9 . -2.3(3)
O1w Sn1 N1 C9 . -6.3(5)
O3 Sn1 N1 C9 . 177.1(4)
O3 Sn1 N1 C9 5_666 175.6(3)
C1 Sn1 N1 C13 . 81.4(4)
C2 Sn1 N1 C13 . -87.4(4)
O1 Sn1 N1 C13 . 177.6(4)
O1w Sn1 N1 C13 . 173.6(3)
O3 Sn1 N1 C13 . -2.9(3)
O3 Sn1 N1 C13 5_666 -4.5(4)
C1 Sn1 C2 C7 . -111.3(8)
O1 Sn1 C2 C7 . 86.1(4)
O1w Sn1 C2 C7 . 160.7(4)
N1 Sn1 C2 C7 . 14.8(4)
O3 Sn1 C2 C7 . -52.7(4)
O3 Sn1 C2 C7 5_666 -122.9(4)
C1 Sn1 C2 C3 . 68.0(9)
O1 Sn1 C2 C3 . -94.7(4)
O1w Sn1 C2 C3 . -20.0(4)
N1 Sn1 C2 C3 . -165.9(4)
O3 Sn1 C2 C3 . 126.6(4)
O3 Sn1 C2 C3 5_666 56.4(4)
C7 C2 C3 C4 . -1.9(7)
Sn1 C2 C3 C4 . 178.9(4)
C2 C3 C4 C5 . 1.0(9)
C3 C4 C5 C6 . 0.0(9)
C4 C5 C6 C7 . 0.0(8)
C3 C2 C7 C6 . 1.8(7)
Sn1 C2 C7 C6 . -178.9(4)
C5 C6 C7 C2 . -0.9(8)
Sn1 O1 C8 O2 . 176.0(4)
Sn1 O1 C8 C9 . -6.0(6)
C13 N1 C9 C10 . -0.2(7)
Sn1 N1 C9 C10 . 179.7(4)
C13 N1 C9 C8 . -179.6(4)
Sn1 N1 C9 C8 . 0.3(5)
O2 C8 C9 N1 . -178.5(4)
O1 C8 C9 N1 . 3.5(6)
O2 C8 C9 C10 . 2.2(7)
O1 C8 C9 C10 . -175.9(5)
N1 C9 C10 C11 . -0.1(7)
C8 C9 C10 C11 . 179.2(4)
C9 C10 C11 C12 . -0.4(7)
C10 C11 C12 C13 . 1.3(8)
C9 N1 C13 C12 . 1.1(7)
Sn1 N1 C13 C12 . -178.8(4)
C9 N1 C13 C14 . -177.8(4)
Sn1 N1 C13 C14 . 2.3(5)
C11 C12 C13 N1 . -1.6(7)
C11 C12 C13 C14 . 177.2(4)
Sn1 O3 C14 O4 . 176.4(4)
Sn1 O3 C14 C13 . -3.6(5)
N1 C13 C14 O4 . -179.0(4)
C12 C13 C14 O4 . 2.1(7)
N1 C13 C14 O3 . 1.0(6)
C12 C13 C14 O3 . -177.9(5)
