#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/77/2207712.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_2207712
loop_
_publ_author_name
'Ji-Kun Li'
'Ru-Fen Zhang'
'Chun-Lin Ma'
_publ_section_title
;
 Dimethyl(1,10-phenanthroline)(pyridine-2,6-dicarboxylato)tin(IV)
;
_journal_coeditor_code           YA6270
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2694
_journal_page_last               m2695
_journal_paper_doi               10.1107/S1600536805037748
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Sn (C9 H3 N O4) (C H3)2 (C12 H8 N2)]'
_chemical_formula_moiety         'C21 H17 N3 O4 Sn'
_chemical_formula_sum            'C21 H17 N3 O4 Sn'
_chemical_formula_weight         494.07
_chemical_name_systematic
;
Dimethyl(1,10-phenanthroline)(pyridine-2,6-dicarboxylato)tin
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 108.9140(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.4595(8)
_cell_length_b                   13.7540(10)
_cell_length_c                   9.7230(10)
_cell_measurement_reflns_used    4502
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.2
_cell_measurement_theta_min      2.2
_cell_volume                     943.70(16)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.032
_diffrn_reflns_av_sigmaI/netI    0.026
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10848
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.21
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.39
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.46
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2257
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.028
_refine_ls_R_factor_gt           0.025
_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)+(0.0339P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.058
_refine_ls_wR_factor_ref         0.059
_reflns_number_gt                2099
_reflns_number_total             2257
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ya6270.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        943.75(17)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               2207712
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_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_type_symbol
Sn1 0.19651(3) 0.2500 0.104475(19) 0.03814(9) Uani d S 1 Sn
O1 0.1735(2) 0.09596(11) 0.17834(17) 0.0523(4) Uani d . 1 O
O2 0.1513(3) -0.00151(13) 0.3546(2) 0.0693(5) Uani d . 1 O
N1 0.2786(2) 0.15089(14) -0.07911(19) 0.0443(4) Uani d . 1 N
N2 0.1119(3) 0.2500 0.3106(3) 0.0393(5) Uani d S 1 N
C1 0.4889(5) 0.2500 0.2235(4) 0.0457(7) Uani d SD 1 C
H1A 0.564(4) 0.2500 0.160(3) 0.053(10) Uiso d SD 1 H
H1B 0.516(4) 0.1931(7) 0.283(2) 0.076(9) Uiso d D 1 H
C2 -0.0859(5) 0.2500 -0.0326(4) 0.0651(10) Uani d SD 1 C
H2A -0.179(6) 0.2500 0.017(5) 0.121(19) Uiso d SD 1 H
H2B -0.102(4) 0.1932(7) -0.093(3) 0.092(10) Uiso d D 1 H
C3 0.1390(3) 0.07780(17) 0.2958(3) 0.0481(5) Uani d . 1 C
C4 0.0829(3) 0.16528(16) 0.3665(2) 0.0419(5) Uani d . 1 C
C5 0.0103(3) 0.16280(18) 0.4807(2) 0.0482(5) Uani d . 1 C
H5 -0.0122 0.1040 0.5194 0.058 Uiso calc R 1 H
C6 -0.0277(4) 0.2500 0.5353(3) 0.0510(8) Uani d S 1 C
H6 -0.0797 0.2500 0.6103 0.061 Uiso calc SR 1 H
C7 0.2622(4) 0.05562(19) -0.0889(3) 0.0534(6) Uani d . 1 C
H7 0.2017 0.0237 -0.0320 0.064 Uiso calc R 1 H
C8 0.3319(4) 0.0005(2) -0.1813(3) 0.0621(7) Uani d . 1 C
H8 0.3166 -0.0667 -0.1862 0.074 Uiso calc R 1 H
C9 0.4225(3) 0.0462(2) -0.2641(3) 0.0617(7) Uani d . 1 C
H9 0.4734 0.0101 -0.3234 0.074 Uiso calc R 1 H
C10 0.4387(3) 0.1475(2) -0.2597(2) 0.0531(6) Uani d . 1 C
C11 0.3616(3) 0.19811(17) -0.1666(2) 0.0441(5) Uani d . 1 C
C12 0.5212(3) 0.2012(2) -0.3495(3) 0.0647(7) Uani d . 1 C
H12 0.5759 0.1680 -0.4092 0.078 Uiso calc R 1 H
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
C2 Sn1 C1 . . 174.26(13) yes
C2 Sn1 O1 . . 92.17(6) yes
C1 Sn1 O1 . . 89.83(5) yes
C2 Sn1 O1 . 4_565 92.17(6) ?
C1 Sn1 O1 . 4_565 89.83(5) ?
O1 Sn1 O1 . 4_565 139.08(8) yes
C2 Sn1 N2 . . 92.93(12) ?
C1 Sn1 N2 . . 92.81(11) ?
O1 Sn1 N2 . . 69.57(4) ?
O1 Sn1 N2 4_565 . 69.57(4) yes
C2 Sn1 N1 . . 88.50(10) ?
C1 Sn1 N1 . . 86.71(9) ?
O1 Sn1 N1 . . 77.00(6) ?
O1 Sn1 N1 4_565 . 143.79(6) yes
N2 Sn1 N1 . . 146.57(5) ?
C2 Sn1 N1 . 4_565 88.50(10) ?
C1 Sn1 N1 . 4_565 86.71(9) ?
O1 Sn1 N1 . 4_565 143.79(6) ?
O1 Sn1 N1 4_565 4_565 77.00(6) ?
N2 Sn1 N1 . 4_565 146.57(5) ?
N1 Sn1 N1 . 4_565 66.83(9) yes
C3 O1 Sn1 . . 121.77(14) ?
C7 N1 C11 . . 118.6(2) ?
C7 N1 Sn1 . . 124.14(16) ?
C11 N1 Sn1 . . 117.04(15) ?
C4 N2 C4 . 4_565 121.9(2) ?
C4 N2 Sn1 . . 119.00(12) ?
C4 N2 Sn1 4_565 . 119.00(12) ?
Sn1 C1 H1A . . 111(2) ?
Sn1 C1 H1B . . 107.9(16) ?
H1A C1 H1B . . 110.0(14) ?
Sn1 C2 H2A . . 115(3) ?
Sn1 C2 H2B . . 106.8(18) ?
H2A C2 H2B . . 109.8(17) ?
O2 C3 O1 . . 126.0(2) ?
O2 C3 C4 . . 119.2(2) ?
O1 C3 C4 . . 114.73(19) ?
N2 C4 C5 . . 120.4(2) ?
N2 C4 C3 . . 113.88(18) ?
C5 C4 C3 . . 125.7(2) ?
C6 C5 C4 . . 118.1(2) ?
C6 C5 H5 . . 121.0 ?
C4 C5 H5 . . 121.0 ?
C5 C6 C5 . 4_565 121.0(3) ?
C5 C6 H6 . . 119.5 ?
C5 C6 H6 4_565 . 119.5 ?
N1 C7 C8 . . 122.7(3) ?
N1 C7 H7 . . 118.6 ?
C8 C7 H7 . . 118.6 ?
C9 C8 C7 . . 119.3(3) ?
C9 C8 H8 . . 120.4 ?
C7 C8 H8 . . 120.4 ?
C8 C9 C10 . . 119.8(2) ?
C8 C9 H9 . . 120.1 ?
C10 C9 H9 . . 120.1 ?
C9 C10 C11 . . 117.7(2) ?
C9 C10 C12 . . 123.2(2) ?
C11 C10 C12 . . 119.0(3) ?
N1 C11 C10 . . 121.9(2) ?
N1 C11 C11 . 4_565 118.36(13) ?
C10 C11 C11 . 4_565 119.73(16) ?
C12 C12 C10 4_565 . 121.22(16) ?
C12 C12 H12 4_565 . 119.4 ?
C10 C12 H12 . . 119.4 ?
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 C2 . 2.096(4) yes
Sn1 C1 . 2.112(3) yes
Sn1 O1 . 2.2614(15) yes
Sn1 O1 4_565 2.2614(15) ?
Sn1 N2 . 2.288(2) yes
Sn1 N1 . 2.4754(18) ?
Sn1 N1 4_565 2.4754(18) yes
O1 C3 . 1.274(3) yes
O2 C3 . 1.221(3) yes
N1 C7 . 1.317(3) ?
N1 C11 . 1.367(3) ?
N2 C4 . 1.333(2) ?
N2 C4 4_565 1.333(2) ?
C1 H1A . 0.959(16) ?
C1 H1B . 0.957(12) ?
C2 H2A . 0.97(5) ?
C2 H2B . 0.962(13) ?
C3 C4 . 1.511(3) ?
C4 C5 . 1.385(3) ?
C5 C6 . 1.378(3) ?
C5 H5 . 0.9300 ?
C6 C5 4_565 1.378(3) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.399(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.360(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.398(4) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.405(3) ?
C10 C12 . 1.427(4) ?
C11 C11 4_565 1.428(5) ?
C12 C12 4_565 1.342(6) ?
C12 H12 . 0.9300 ?
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_4
_geom_torsion
C2 Sn1 O1 C3 . . -96.5(2)
C1 Sn1 O1 C3 . . 88.88(19)
O1 Sn1 O1 C3 4_565 . -0.7(3)
N2 Sn1 O1 C3 . . -4.18(17)
N1 Sn1 O1 C3 . . 175.54(18)
N1 Sn1 O1 C3 4_565 . 173.06(15)
C2 Sn1 N1 C7 . . -84.32(19)
C1 Sn1 N1 C7 . . 98.85(19)
O1 Sn1 N1 C7 . . 8.26(18)
O1 Sn1 N1 C7 4_565 . -175.96(16)
N2 Sn1 N1 C7 . . 8.7(2)
N1 Sn1 N1 C7 4_565 . -173.33(16)
C2 Sn1 N1 C11 . . 101.72(16)
C1 Sn1 N1 C11 . . -75.11(15)
O1 Sn1 N1 C11 . . -165.70(16)
O1 Sn1 N1 C11 4_565 . 10.1(2)
N2 Sn1 N1 C11 . . -165.22(15)
N1 Sn1 N1 C11 4_565 . 12.71(17)
C2 Sn1 N2 C4 . . 88.17(18)
C1 Sn1 N2 C4 . . -91.83(18)
O1 Sn1 N2 C4 . . -3.06(17)
O1 Sn1 N2 C4 4_565 . 179.4(2)
N1 Sn1 N2 C4 . . -3.6(3)
N1 Sn1 N2 C4 4_565 . 179.90(13)
C2 Sn1 N2 C4 . 4_565 -88.17(18)
C1 Sn1 N2 C4 . 4_565 91.83(18)
O1 Sn1 N2 C4 . 4_565 -179.4(2)
O1 Sn1 N2 C4 4_565 4_565 3.06(17)
N1 Sn1 N2 C4 . 4_565 -179.90(13)
N1 Sn1 N2 C4 4_565 4_565 3.6(3)
Sn1 O1 C3 O2 . . -168.6(2)
Sn1 O1 C3 C4 . . 9.8(3)
C4 N2 C4 C5 4_565 . 3.8(4)
Sn1 N2 C4 C5 . . -172.42(15)
C4 N2 C4 C3 4_565 . -175.22(17)
Sn1 N2 C4 C3 . . 8.5(3)
O2 C3 C4 N2 . . 166.8(2)
O1 C3 C4 N2 . . -11.7(3)
O2 C3 C4 C5 . . -12.2(4)
O1 C3 C4 C5 . . 169.3(2)
N2 C4 C5 C6 . . -1.0(3)
C3 C4 C5 C6 . . 177.9(2)
C4 C5 C6 C5 . 4_565 -1.8(5)
C11 N1 C7 C8 . . 2.3(3)
Sn1 N1 C7 C8 . . -171.62(18)
N1 C7 C8 C9 . . 0.7(4)
C7 C8 C9 C10 . . -2.3(4)
C8 C9 C10 C11 . . 0.9(4)
C8 C9 C10 C12 . . -176.1(2)
C7 N1 C11 C10 . . -3.6(3)
Sn1 N1 C11 C10 . . 170.66(15)
C7 N1 C11 C11 . 4_565 173.64(15)
Sn1 N1 C11 C11 . 4_565 -12.05(15)
C9 C10 C11 N1 . . 2.1(3)
C12 C10 C11 N1 . . 179.2(2)
C9 C10 C11 C11 . 4_565 -175.17(15)
C12 C10 C11 C11 . 4_565 1.9(2)
C9 C10 C12 C12 . 4_565 174.97(17)
C11 C10 C12 C12 . 4_565 -2.0(2)
