#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/84/2008423.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_2008423
loop_
_publ_author_name
'Ng, Seik Weng'
_publ_section_title
;
 Coordination complexes of triphenyltin coumarin-3-carboxylate with
 O-donor ligands: (coumarin-3-carboxylato)triphenyltin--L
 (L = ethanol, diphenylcyclopropenone and quinoline
 N-oxide) and
 bis[(coumarin-3-carboxylato)triphenyltin]--L (L =
 triphenylphosphine oxide and triphenylarsine oxide)
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              523
_journal_page_last               531
_journal_paper_doi               10.1107/S0108270198014991
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         '[Sn(C6H5)3(C10H5O4)(C9H7NO)]'
_chemical_formula_sum            'C37 H27 N O5 Sn'
_chemical_formula_weight         684.29
_chemical_name_systematic
;
 (Coumarin-3-carboxylato)triphenyltin^.^quinoline N-oxide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.754(8)
_cell_angle_beta                 95.758(7)
_cell_angle_gamma                98.695(5)
_cell_formula_units_Z            2
_cell_length_a                   10.4099(3)
_cell_length_b                   11.5200(10)
_cell_length_c                   13.725(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      10.0
_cell_measurement_theta_min      8.0
_cell_volume                     1489.1(3)
_computing_cell_refinement       'CELDIM in CAD-4 VAX/PC'
_computing_data_collection       'CAD-4 VAX/PC (Enraf-Nonius, 1988)'
_computing_data_reduction        'XCAD-4 (Harms, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_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  0.018
_diffrn_reflns_av_sigmaI/netI    0.0344
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5562
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.62
_diffrn_standards_decay_%        10
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.905
_exptl_absorpt_correction_T_max  0.779
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_type   '\y scan (North et al., 1968)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.503
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    'H atoms riding; U(H) = 1.5U~eq~(C)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5241
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.041
_refine_ls_R_factor_gt           0.032
_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)+(0.0436P)²+0.5665P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.080
_reflns_number_gt                4564
_reflns_number_total             5241
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk1234.cif
_cod_data_source_block           III
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.5665P] 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^)+(0.0436P)^2^+0.5665P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1489.0(2)
_cod_database_code               2008423
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sn1 1.05841(2) 0.60073(2) 0.28490(2) 0.03270(10) Uani d . 1 . . Sn
O1 1.1903(2) 0.6143(2) 0.1757(2) 0.0440(10) Uani d . 1 . . O
O2 1.2443(3) 0.8197(2) 0.2825(2) 0.0540(10) Uani d . 1 . . O
O3 1.4721(2) 0.8915(2) 0.0640(2) 0.0450(10) Uani d . 1 . . O
O4 1.3765(4) 0.9786(3) 0.2000(3) 0.0870(10) Uani d . 1 . . O
O5 0.9036(2) 0.5659(2) 0.3952(2) 0.0410(10) Uani d . 1 . . O
N1 0.8810(3) 0.6611(2) 0.4781(2) 0.0360(10) Uani d . 1 . . N
C1 0.9798(2) 0.4016(2) 0.1869(2) 0.0360(10) Uani d G 1 . . C
C2 0.8625(2) 0.3387(2) 0.2007(2) 0.0430(10) Uani d G 1 . . C
C3 0.8129(2) 0.2109(2) 0.1359(2) 0.0510(10) Uani d G 1 . . C
C4 0.8806(3) 0.1459(2) 0.0575(2) 0.0590(10) Uani d G 1 . . C
C5 0.9980(3) 0.2088(2) 0.0437(2) 0.0730(10) Uani d G 1 . . C
C6 1.0476(2) 0.3366(2) 0.1084(2) 0.0580(10) Uani d G 1 . . C
C7 1.2061(2) 0.6548(2) 0.4222(2) 0.0410(10) Uani d G 1 . . C
C8 1.2641(3) 0.5622(2) 0.4408(2) 0.0600(10) Uani d G 1 . . C
C9 1.3544(3) 0.5953(3) 0.5332(3) 0.083(2) Uani d G 1 . . C
C10 1.3866(3) 0.7209(3) 0.6071(2) 0.084(2) Uani d G 1 . . C
C11 1.3286(3) 0.8135(3) 0.5885(2) 0.0730(10) Uani d G 1 . . C
C12 1.2384(2) 0.7804(2) 0.4960(2) 0.0550(10) Uani d G 1 . . C
C13 0.9428(2) 0.7235(2) 0.2520(2) 0.0360(10) Uani d G 1 . . C
C14 0.8597(2) 0.6724(2) 0.1539(2) 0.0470(10) Uani d G 1 . . C
C15 0.7778(2) 0.7443(2) 0.1269(2) 0.0600(10) Uani d G 1 . . C
C16 0.7788(2) 0.8675(2) 0.1979(2) 0.0640(10) Uani d G 1 . . C
C17 0.8619(3) 0.9187(2) 0.2961(2) 0.0610(10) Uani d G 1 . . C
C18 0.9438(2) 0.8467(2) 0.3231(2) 0.0490(10) Uani d G 1 . . C
C19 1.2518(3) 0.7313(3) 0.2016(3) 0.0370(10) Uani d . 1 . . C
C20 1.3356(3) 0.7501(3) 0.1240(2) 0.0350(10) Uani d . 1 . . C
C21 1.3600(3) 0.6507(3) 0.0434(2) 0.0350(10) Uani d . 1 . . C
C22 1.4435(3) 0.6654(3) -0.0296(2) 0.0340(10) Uani d . 1 . . C
C23 1.4766(4) 0.5654(3) -0.1113(3) 0.0440(10) Uani d . 1 . . C
C24 1.5601(4) 0.5886(4) -0.1759(3) 0.0510(10) Uani d . 1 . . C
C25 1.6120(4) 0.7135(4) -0.1608(3) 0.0500(10) Uani d . 1 . . C
C26 1.5809(3) 0.8137(3) -0.0818(3) 0.0450(10) Uani d . 1 . . C
C27 1.4983(3) 0.7887(3) -0.0157(3) 0.0360(10) Uani d . 1 . . C
C28 1.3920(4) 0.8803(3) 0.1360(3) 0.0490(10) Uani d . 1 . . C
C29 0.9547(3) 0.6964(3) 0.5732(3) 0.0430(10) Uani d . 1 . . C
C30 0.9326(4) 0.7964(4) 0.6613(3) 0.0520(10) Uani d . 1 . . C
C31 0.8366(4) 0.8605(4) 0.6509(3) 0.0490(10) Uani d . 1 . . C
C32 0.7561(3) 0.8238(3) 0.5516(3) 0.0410(10) Uani d . 1 . . C
C33 0.6547(4) 0.8857(4) 0.5348(3) 0.0530(10) Uani d . 1 . . C
C34 0.5757(4) 0.8422(4) 0.4381(3) 0.0550(10) Uani d . 1 . . C
C35 0.5938(4) 0.7345(4) 0.3542(3) 0.0480(10) Uani d . 1 . . C
C36 0.6926(3) 0.6730(3) 0.3660(3) 0.0410(10) Uani d . 1 . . C
C37 0.7761(3) 0.7189(3) 0.4643(3) 0.0350(10) Uani d . 1 . . C
H2 0.8172 0.3822 0.2532 0.065 Uiso calc R 1 . . H
H3 0.7344 0.1689 0.1452 0.076 Uiso calc R 1 . . H
H4 0.8474 0.0604 0.0142 0.088 Uiso calc R 1 . . H
H5 1.0433 0.1653 -0.0088 0.109 Uiso calc R 1 . . H
H6 1.1261 0.3786 0.0992 0.087 Uiso calc R 1 . . H
H8 1.2425 0.4782 0.3914 0.090 Uiso calc R 1 . . H
H9 1.3932 0.5333 0.5456 0.125 Uiso calc R 1 . . H
H10 1.4470 0.7430 0.6689 0.126 Uiso calc R 1 . . H
H11 1.3502 0.8975 0.6379 0.109 Uiso calc R 1 . . H
H12 1.1996 0.8424 0.4836 0.082 Uiso calc R 1 . . H
H14 0.8590 0.5899 0.1063 0.071 Uiso calc R 1 . . H
H15 0.7222 0.7101 0.0612 0.090 Uiso calc R 1 . . H
H16 0.7240 0.9157 0.1798 0.095 Uiso calc R 1 . . H
H17 0.8626 1.0011 0.3436 0.091 Uiso calc R 1 . . H
H18 0.9994 0.8809 0.3887 0.073 Uiso calc R 1 . . H
H21 1.3209 0.5686 0.0347 0.053 Uiso calc R 1 . . H
H23 1.4413 0.4816 -0.1221 0.066 Uiso calc R 1 . . H
H24 1.5820 0.5210 -0.2296 0.076 Uiso calc R 1 . . H
H25 1.6685 0.7291 -0.2049 0.075 Uiso calc R 1 . . H
H26 1.6147 0.8973 -0.0725 0.067 Uiso calc R 1 . . H
H29 1.0218 0.6540 0.5809 0.064 Uiso calc R 1 . . H
H30 0.9840 0.8191 0.7276 0.079 Uiso calc R 1 . . H
H31 0.8240 0.9287 0.7095 0.074 Uiso calc R 1 . . H
H33 0.6415 0.9569 0.5903 0.079 Uiso calc R 1 . . H
H34 0.5094 0.8844 0.4277 0.082 Uiso calc R 1 . . H
H35 0.5373 0.7043 0.2892 0.072 Uiso calc R 1 . . H
H36 0.7043 0.6019 0.3095 0.061 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
_geom_angle_publ_flag
C1 Sn1 C7 120.40(10) yes
C1 Sn1 C13 112.70(10) yes
C1 Sn1 O1 91.30(10) yes
C1 Sn1 O5 83.50(10) yes
C7 Sn1 C13 125.20(10) yes
C7 Sn1 O1 97.10(10) yes
C7 Sn1 O5 85.90(10) yes
C13 Sn1 O1 94.10(10) yes
C13 Sn1 O5 87.70(10) yes
O1 Sn1 O5 174.80(10) yes
C19 O1 Sn1 111.6(2) no
C27 O3 C28 123.2(3) no
N1 O5 Sn1 121.9(2) no
O5 N1 C29 119.9(3) no
O5 N1 C37 118.9(3) no
C29 N1 C37 121.2(3) no
C2 C1 C6 120.0 no
C2 C1 Sn1 120.90(10) no
C6 C1 Sn1 119.10(10) no
C1 C2 C3 120.0 no
C4 C3 C2 120.0 no
C3 C4 C5 120.0 no
C6 C5 C4 120.0 no
C5 C6 C1 120.0 no
C8 C7 C12 120.0 no
C8 C7 Sn1 119.60(10) no
C12 C7 Sn1 120.20(10) no
C9 C8 C7 120.0 no
C8 C9 C10 120.0 no
C11 C10 C9 120.0 no
C10 C11 C12 120.0 no
C11 C12 C7 120.0 no
C14 C13 C18 120.0 no
C14 C13 Sn1 116.00(10) no
C18 C13 Sn1 124.00(10) no
C13 C14 C15 120.0 no
C14 C15 C16 120.0 no
C17 C16 C15 120.0 no
C16 C17 C18 120.0 no
C17 C18 C13 120.0 no
O2 C19 O1 123.8(3) no
O2 C19 C20 121.5(3) no
O1 C19 C20 114.7(3) no
C21 C20 C28 119.2(3) no
C21 C20 C19 121.6(3) no
C28 C20 C19 119.2(3) no
C20 C21 C22 123.0(3) no
C27 C22 C23 117.8(3) no
C27 C22 C21 117.1(3) no
C23 C22 C21 125.1(3) no
C24 C23 C22 121.1(3) no
C23 C24 C25 119.7(3) no
C26 C25 C24 120.6(3) no
C25 C26 C27 118.9(3) no
O3 C27 C22 121.0(3) no
O3 C27 C26 117.2(3) no
C22 C27 C26 121.8(3) no
O4 C28 O3 115.5(3) no
O4 C28 C20 128.0(3) no
O3 C28 C20 116.5(3) no
N1 C29 C30 120.8(3) no
C31 C30 C29 120.3(3) no
C30 C31 C32 119.9(3) no
C31 C32 C33 123.1(3) no
C31 C32 C37 118.9(3) no
C33 C32 C37 117.9(3) no
C34 C33 C32 120.6(3) no
C33 C34 C35 120.3(4) no
C36 C35 C34 121.3(3) no
C35 C36 C37 118.8(3) no
C36 C37 N1 120.3(3) no
C36 C37 C32 121.0(3) no
N1 C37 C32 118.6(3) no
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 . 2.160(2) yes
Sn1 C7 . 2.136(2) yes
Sn1 C13 . 2.129(2) yes
Sn1 O1 . 2.163(2) yes
Sn1 O5 . 2.407(2) yes
O1 C19 . 1.300(4) no
O2 C19 . 1.216(4) no
O3 C27 . 1.368(4) no
O3 C28 . 1.385(4) no
O4 C28 . 1.194(4) no
O5 N1 . 1.327(3) no
N1 C29 . 1.329(4) no
N1 C37 . 1.394(4) no
C1 C2 . 1.3900 no
C1 C6 . 1.3900 no
C2 C3 . 1.3900 no
C3 C4 . 1.3900 no
C4 C5 . 1.3900 no
C5 C6 . 1.3900 no
C7 C8 . 1.3900 no
C7 C12 . 1.3900 no
C8 C9 . 1.3900 no
C9 C10 . 1.3900 no
C10 C11 . 1.3900 no
C11 C12 . 1.3900 no
C13 C14 . 1.3900 no
C13 C18 . 1.3900 no
C14 C15 . 1.3900 no
C15 C16 . 1.3900 no
C16 C17 . 1.3900 no
C17 C18 . 1.3900 no
C19 C20 . 1.498(4) no
C20 C21 . 1.344(4) no
C20 C28 . 1.466(5) no
C21 C22 . 1.430(4) no
C22 C27 . 1.383(4) no
C22 C23 . 1.394(5) no
C23 C24 . 1.369(5) no
C24 C25 . 1.388(5) no
C25 C26 . 1.367(5) no
C26 C27 . 1.386(5) no
C29 C30 . 1.395(5) no
C30 C31 . 1.356(5) no
C31 C32 . 1.406(5) no
C32 C33 . 1.405(5) no
C32 C37 . 1.411(4) no
C33 C34 . 1.362(5) no
C34 C35 . 1.398(5) no
C35 C36 . 1.363(5) no
C36 C37 . 1.398(5) no
