#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/88/2008893.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_2008893
loop_
_publ_author_name
'Parvez, Masood'
'Ali, Saqib'
'Bhatti, Moazzam Hussain'
'Khokhar, Muhammad Nawaz'
'Mazhar, Muhammad'
'Qureshi, Sajid Iqbal'
_publ_section_title
;
 Tri-n-butyl(N-maleoyl-β-alaninato)tin
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1427
_journal_page_last               1429
_journal_paper_doi               10.1107/S010827019900743X
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          '[Sn (C4 H9)3 (C7 H6 N O4)]'
_chemical_formula_moiety         'C19 H33 N O4 Sn'
_chemical_formula_sum            'C19 H33 N O4 Sn'
_chemical_formula_weight         458.15
_chemical_name_common            'Tri-n-Butyltin N-maleoyl-β-alaninate'
_chemical_name_systematic
;
Tri-n-butyltin N-maleoyl-β-alaninate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 102.15(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.574(3)
_cell_length_b                   16.812(2)
_cell_length_c                   12.882(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    170.0(10)
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      6.5
_cell_volume                     2238.7(8)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1988)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1994)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SAPI91 (Fan, 1991)'
_diffrn_ambient_temperature      170.0(10)
_diffrn_measurement_device_type  'Rigaku AFC-6S'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.088
_diffrn_reflns_av_sigmaI/netI    0.0815
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4199
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.42
_diffrn_standards_decay_%        4.20
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.161
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_correction_T_min  0.611
_exptl_absorpt_correction_type
'empirical \y scan (3 reflections; North et al., 1968)'
_exptl_absorpt_process_details   'ψ scan (3 reflections) '
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.826
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3969
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.107
_refine_ls_R_factor_gt           0.039
_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)+(0.057P)²+7.52P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.141
_reflns_number_gt                2363
_reflns_number_total             3969
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fg1551.cif
_cod_data_source_block           Saqib6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.057P)^2^+7.52P] 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^)+(0.057P)^2^+7.52P] 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        2238.6(8)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2008893
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sn1 0.73434(5) 0.20625(3) 0.60912(4) 0.03863(17) Uani d . 1 . . Sn
O1 0.5728(4) 0.1219(3) 0.6063(4) 0.0430(12) Uani d . 1 . . O
O2 0.4303(5) 0.2180(3) 0.6128(4) 0.0452(13) Uani d . 1 . . O
O3 0.6703(5) -0.0662(3) 0.6408(4) 0.0547(14) Uani d . 1 . . O
O4 0.4012(6) 0.0121(5) 0.8533(5) 0.080(2) Uani d . 1 . . O
N1 0.5099(6) -0.0206(4) 0.7228(5) 0.0407(15) Uani d . 1 . . N
C1 0.6327(8) -0.0509(4) 0.7193(6) 0.0441(18) Uani d . 1 . . C
C2 0.7006(9) -0.0593(5) 0.8336(7) 0.062(2) Uani d . 1 . . C
H2 0.7866 -0.0779 0.8574 0.092 Uiso calc R 1 . . H
C3 0.6233(9) -0.0372(7) 0.8953(7) 0.072(3) Uani d . 1 . . C
H3 0.6436 -0.0376 0.9708 0.108 Uiso calc R 1 . . H
C4 0.4968(9) -0.0111(6) 0.8269(6) 0.059(2) Uani d . 1 . . C
C5 0.4084(7) -0.0035(4) 0.6300(6) 0.0427(18) Uani d . 1 . . C
H5A 0.3370 -0.0373 0.6317 0.064 Uiso calc R 1 . . H
H5B 0.4397 -0.0165 0.5682 0.064 Uiso calc R 1 . . H
C6 0.3596(7) 0.0831(4) 0.6197(6) 0.0397(17) Uani d . 1 . . C
H6A 0.2923 0.0870 0.5581 0.059 Uiso calc R 1 . . H
H6B 0.3232 0.0951 0.6793 0.059 Uiso calc R 1 . . H
C7 0.4612(7) 0.1454(4) 0.6124(6) 0.0388(17) Uani d . 1 . . C
C8 0.7442(9) 0.2508(6) 0.7667(7) 0.063(2) Uani d . 1 . . C
H8A 0.8328 0.2553 0.8006 0.094 Uiso calc R 1 . . H
H8B 0.7088 0.3030 0.7610 0.094 Uiso calc R 1 . . H
C9 0.6753(8) 0.2020(6) 0.8391(6) 0.062(2) Uani d . 1 . . C
H9A 0.7082 0.1493 0.8436 0.092 Uiso calc R 1 . . H
H9B 0.5858 0.1995 0.8075 0.092 Uiso calc R 1 . . H
C10 0.6912(15) 0.2358(10) 0.9521(8) 0.127(6) Uani d . 1 . . C
H10A 0.7805 0.2364 0.9848 0.191 Uiso calc R 1 . . H
H10B 0.6613 0.2892 0.9477 0.191 Uiso calc R 1 . . H
C11 0.6209(14) 0.1904(11) 1.0196(9) 0.144(7) Uani d . 1 . . C
H11A 0.6338 0.2145 1.0877 0.216 Uiso calc R 1 . . H
H11B 0.6523 0.1374 1.0266 0.216 Uiso calc R 1 . . H
H11C 0.5312 0.1902 0.9880 0.216 Uiso calc R 1 . . H
C12 0.8562(8) 0.1059(5) 0.5981(7) 0.062(2) Uani d D 1 . . C
H12A 0.8061 0.0618 0.5670 0.092 Uiso calc R 1 A 1 H
H12B 0.9174 0.1186 0.5562 0.092 Uiso calc R 1 A 1 H
C13 0.9258(12) 0.0866(7) 0.7142(10) 0.068(4) Uani d PD 0.660(11) B 1 C
H13A 0.9745 0.1317 0.7436 0.102 Uiso calc PR 0.660(11) B 1 H
H13B 0.8625 0.0767 0.7551 0.102 Uiso calc PR 0.660(11) B 1 H
C14 1.0167(14) 0.0144(8) 0.7230(12) 0.083(5) Uani d PD 0.660(11) B 1 C
H14A 0.9678 -0.0308 0.6941 0.124 Uiso calc PR 0.660(11) B 1 H
H14B 1.0794 0.0241 0.6814 0.124 Uiso calc PR 0.660(11) B 1 H
C15 1.0865(19) -0.0045(13) 0.8367(12) 0.108(6) Uiso d PD 0.660(11) B 1 C
H15A 1.1385 -0.0506 0.8367 0.162 Uiso calc PR 0.660(11) B 1 H
H15B 1.0246 -0.0139 0.8791 0.162 Uiso calc PR 0.660(11) B 1 H
H15C 1.1398 0.0392 0.8648 0.162 Uiso calc PR 0.660(11) B 1 H
C13' 0.9894(15) 0.0877(16) 0.6679(19) 0.068(4) Uani d PD 0.340(11) B 2 C
H13C 1.0401 0.1346 0.6830 0.102 Uiso calc PR 0.340(11) B 2 H
H13D 1.0351 0.0498 0.6353 0.102 Uiso calc PR 0.340(11) B 2 H
C14' 0.953(3) 0.054(2) 0.768(2) 0.083(5) Uani d PD 0.340(11) B 2 C
H14C 0.9124 0.0039 0.7511 0.124 Uiso calc PR 0.340(11) B 2 H
H14D 0.8914 0.0884 0.7885 0.124 Uiso calc PR 0.340(11) B 2 H
C15' 1.065(3) 0.042(3) 0.866(3) 0.108(6) Uiso d PD 0.340(11) B 2 C
H15D 1.0309 0.0271 0.9255 0.162 Uiso calc PR 0.340(11) B 2 H
H15E 1.1119 0.0905 0.8810 0.162 Uiso calc PR 0.340(11) B 2 H
H15F 1.1215 0.0017 0.8510 0.162 Uiso calc PR 0.340(11) B 2 H
C16 0.6444(8) 0.2726(5) 0.4711(6) 0.048(2) Uani d . 1 . . C
H16A 0.5918 0.3125 0.4926 0.072 Uiso calc R 1 . . H
H16B 0.7105 0.2989 0.4445 0.072 Uiso calc R 1 . . H
C17 0.5623(11) 0.2266(5) 0.3810(7) 0.074(3) Uani d . 1 . . C
H17A 0.4957 0.2003 0.4069 0.110 Uiso calc R 1 . . H
H17B 0.6145 0.1868 0.3586 0.110 Uiso calc R 1 . . H
C18 0.4999(13) 0.2765(8) 0.2842(9) 0.108(5) Uani d D 1 . . C
H18A 0.5591 0.3159 0.2712 0.162 Uiso calc R 1 C 1 H
H18B 0.4787 0.2435 0.2232 0.162 Uiso calc R 1 C 1 H
C19 0.378(2) 0.3160(16) 0.305(2) 0.161(9) Uiso d PD 0.644(18) D 1 C
H19A 0.3403 0.3475 0.2449 0.242 Uiso calc PR 0.644(18) D 1 H
H19B 0.4000 0.3490 0.3657 0.242 Uiso calc PR 0.644(18) D 1 H
H19C 0.3187 0.2764 0.3159 0.242 Uiso calc PR 0.644(18) D 1 H
C19' 0.373(3) 0.254(3) 0.210(3) 0.161(9) Uiso d PD 0.356(18) D 2 C
H19D 0.3517 0.2924 0.1551 0.242 Uiso calc PR 0.356(18) D 2 H
H19E 0.3060 0.2516 0.2489 0.242 Uiso calc PR 0.356(18) D 2 H
H19F 0.3818 0.2032 0.1794 0.242 Uiso calc PR 0.356(18) D 2 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_3
_geom_angle
_geom_angle_publ_flag
C16 Sn1 C8 . 121.8(4) y
C16 Sn1 C12 . 121.4(3) y
C8 Sn1 C12 . 115.3(4) y
C16 Sn1 O1 . 96.5(2) y
C8 Sn1 O1 . 97.1(3) y
C12 Sn1 O1 . 88.1(3) y
C16 Sn1 O2 4_665 88.3(2) y
C8 Sn1 O2 4_665 85.8(3) y
C12 Sn1 O2 4_665 83.8(2) y
O1 Sn1 O2 4_665 171.88(17) y
C7 O1 Sn1 . 121.7(5) y
C7 O2 Sn1 4_565 136.7(4) y
C4 N1 C1 . 110.7(6) y
C4 N1 C5 . 124.4(6) y
C1 N1 C5 . 124.9(6) y
O3 C1 N1 . 125.6(7) n
O3 C1 C2 . 129.5(8) n
N1 C1 C2 . 104.9(6) n
C3 C2 C1 . 109.8(8) n
C2 C3 C4 . 108.6(8) n
O4 C4 N1 . 125.0(8) n
O4 C4 C3 . 128.9(8) n
N1 C4 C3 . 106.0(7) n
N1 C5 C6 . 115.7(6) n
C7 C6 C5 . 115.4(6) n
O1 C7 O2 . 123.3(7) n
O1 C7 C6 . 118.0(6) n
O2 C7 C6 . 118.7(6) n
C9 C8 Sn1 . 116.9(6) n
C8 C9 C10 . 114.0(8) n
C11 C10 C9 . 113.6(11) n
C13' C12 C13 . 37.3(10) n
C13' C12 Sn1 . 127.5(12) n
C13 C12 Sn1 . 105.7(6) n
C14 C13 C12 . 113.5(10) n
C15 C14 C13 . 113.8(14) n
C12 C13' C14' . 102.0(15) n
C13' C14' C15' . 117(2) n
C17 C16 Sn1 . 117.0(5) n
C16 C17 C18 . 115.1(8) n
C19 C18 C19' . 63(2) n
C19 C18 C17 . 109.5(15) n
C19' C18 C17 . 123(2) n
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 C8 . 2.145(8) y
Sn1 C12 . 2.146(8) y
Sn1 C16 . 2.144(7) y
Sn1 O1 . 2.215(5) y
Sn1 O2 4_665 2.424(5) y
O1 C7 . 1.262(8) y
O2 C7 . 1.263(8) y
O2 Sn1 4_565 2.424(5) n
O3 C1 . 1.190(8) y
O4 C4 . 1.197(10) y
N1 C4 . 1.387(9) y
N1 C1 . 1.404(9) y
N1 C5 . 1.457(9) y
C1 C2 . 1.503(11) n
C2 C3 . 1.309(12) n
C3 C4 . 1.503(12) n
C5 C6 . 1.540(10) n
C6 C7 . 1.518(10) n
C8 C9 . 1.536(11) n
C9 C10 . 1.539(13) n
C10 C11 . 1.470(16) n
C12 C13' . 1.533(10) n
C12 C13 . 1.555(9) n
C13 C14 . 1.537(9) n
C14 C15 . 1.528(9) n
C13' C14' . 1.534(10) n
C14' C15' . 1.545(10) n
C16 C17 . 1.508(11) n
C17 C18 . 1.533(13) n
C18 C19 . 1.518(10) n
C18 C19' . 1.524(10) n
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
_geom_torsion_publ_flag
C16 Sn1 O1 C7 . -59.5(6) n
C8 Sn1 O1 C7 . 63.8(6) n
C12 Sn1 O1 C7 . 179.0(6) n
O2 Sn1 O1 C7 4_665 174.0(11) n
C4 N1 C1 O3 . 178.8(8) n
C5 N1 C1 O3 . 0.4(12) n
C4 N1 C1 C2 . -0.8(9) n
C5 N1 C1 C2 . -179.2(7) n
O3 C1 C2 C3 . -178.7(9) n
N1 C1 C2 C3 . 0.9(10) n
C1 C2 C3 C4 . -0.6(12) n
C1 N1 C4 O4 . -178.3(9) n
C5 N1 C4 O4 . 0.1(14) n
C1 N1 C4 C3 . 0.5(10) n
C5 N1 C4 C3 . 178.8(7) n
C2 C3 C4 O4 . 178.9(11) n
C2 C3 C4 N1 . 0.1(12) n
C4 N1 C5 C6 . 60.2(10) n
C1 N1 C5 C6 . -121.6(7) n
N1 C5 C6 C7 . 59.9(8) n
Sn1 O1 C7 O2 . 5.3(10) n
Sn1 O1 C7 C6 . -174.7(5) n
Sn1 O2 C7 O1 4_565 174.2(5) n
Sn1 O2 C7 C6 4_565 -5.8(11) n
C5 C6 C7 O1 . 5.8(10) n
C5 C6 C7 O2 . -174.2(6) n
C16 Sn1 C8 C9 . 118.2(7) n
C12 Sn1 C8 C9 . -75.3(8) n
O1 Sn1 C8 C9 . 16.0(8) n
O2 Sn1 C8 C9 4_665 -156.3(7) n
Sn1 C8 C9 C10 . 177.7(9) n
C8 C9 C10 C11 . 177.8(12) n
C16 Sn1 C12 C13' . 133.4(13) n
C8 Sn1 C12 C13' . -33.2(14) n
O1 Sn1 C12 C13' . -130.1(13) n
O2 Sn1 C12 C13' 4_665 49.2(13) n
C16 Sn1 C12 C13 . 167.7(7) n
C8 Sn1 C12 C13 . 1.1(8) n
O1 Sn1 C12 C13 . -95.8(7) n
O2 Sn1 C12 C13 4_665 83.5(7) n
C13' C12 C13 C14 . -48.7(19) n
Sn1 C12 C13 C14 . 178.9(10) n
C12 C13 C14 C15 . 179.4(13) n
C13 C12 C13' C14' . 15.2(17) n
Sn1 C12 C13' C14' . 79(2) n
C12 C13' C14' C15' . -170(3) n
C8 Sn1 C16 C17 . -139.2(7) n
C12 Sn1 C16 C17 . 55.1(8) n
O1 Sn1 C16 C17 . -36.7(7) n
O2 Sn1 C16 C17 4_665 136.8(7) n
Sn1 C16 C17 C18 . 179.9(8) n
C16 C17 C18 C19 . -81.4(17) n
C16 C17 C18 C19' . -152(3) n
