#------------------------------------------------------------------------------
#$Date: 2024-11-15 14:46:36 +0200 (Fri, 15 Nov 2024) $
#$Revision: 295934 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/19/4321926.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4321926
loop_
_publ_author_name
'Bodo Müller'
'Astrid Schneider'
'Markus Tesmer'
'Heinrich Vahrenkamp'
_publ_section_title
;
 Alcohol and Aldehyde Adducts of Zinc Thiolates: Structural Modeling of
 Alcoholdehydrogenase
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1900
_journal_page_last               1907
_journal_paper_doi               10.1021/ic981227m
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C19 H9 F10 N O S2 Zn'
_chemical_formula_weight         586.76
_chemical_name_common
'[Bis(pentafluorothiophenolato)(methylpyridylmethanol)zinc]'
_chemical_name_systematic
'[Bis(pentafluorothiophenolato)(6-methyl-2-pyridylmethanol(N,O))zinc]'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 115.46(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.887(3)
_cell_length_b                   10.562(2)
_cell_length_c                   15.353(3)
_cell_measurement_temperature    293(2)
_cell_volume                     2033.2(9)
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'NONIUS TURBO-CAD4'
_diffrn_measurement_method       Omega-2Theta
_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  0.0164
_diffrn_reflns_av_sigmaI/netI    0.0114
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4144
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.94
_diffrn_standards_interval_count 'OCR every 200 refl.'
_diffrn_standards_interval_time  'ICR every 7200s'
_exptl_absorpt_coefficient_mu    1.518
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       isometric
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_refine_diff_density_max         1.568
_refine_diff_density_min         -1.354
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    Riding-Model
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         3977
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1031P)²+2.1614P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1376
_refine_ls_wR_factor_ref         0.1432
_reflns_number_gt                3621
_reflns_number_total             3977
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic981227m_4.cif
_cod_data_source_block           t11[comp.no.:6]
_cod_depositor_comments
;
The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to the
built-in table from CIF Core dictionary named 'cif_core.dic' version
2.4.1 from 2010-06-29 (59 times).

'_geom_angle_publ_flag' value 'Y'
changed to 'y' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (144
times).

Automatic conversion script
Id: cif_fix_values 1673 2011-04-08 12:14:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1031P)^2^+2.1614P] 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^)+(0.1031P)^2^+2.1614P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'direct method' was changed to
'direct'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_cell_volume        2033.2(7)
_cod_database_code               4321926
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.25332(3) 0.84335(3) 0.21246(4) 0.0226(2) Uani 0.9095(19) d P . .
Zn1A Zn 0.2165(3) 0.8410(3) 0.1476(3) 0.0156(13) Uani 0.0905(19) d P . .
S1 S 0.34882(7) 0.66506(7) 0.23124(7) 0.0348(2) Uani 1 d . . .
S2 S 0.29811(6) 1.02320(7) 0.15506(6) 0.0315(2) Uani 1 d . . .
O1 O 0.2537(3) 0.8933(3) 0.34655(18) 0.0294(7) Uani 0.9095(19) d P . .
O1A O 0.110(5) 0.812(6) 0.018(4) 0.098(18) Uiso 0.0905(19) d P . .
N N 0.0933(2) 0.8332(2) 0.17589(19) 0.0234(5) Uani 1 d . . .
F10 F 0.45253(16) 1.0220(2) 0.06619(14) 0.0379(5) Uani 1 d . . .
F5 F 0.28760(15) 0.7052(2) 0.01812(16) 0.0460(5) Uani 1 d . . .
F2 F 0.71520(15) 0.72905(19) 0.23386(15) 0.0378(5) Uani 1 d . . .
F1 F 0.58702(17) 0.6936(2) 0.32145(14) 0.0400(5) Uani 1 d . . .
F6 F 0.44152(18) 1.0157(2) 0.36979(15) 0.0409(5) Uani 1 d . . .
F3 F 0.63290(17) 0.7395(2) 0.03862(15) 0.0410(5) Uani 1 d . . .
F4 F 0.41832(18) 0.7307(2) -0.06829(15) 0.0474(6) Uani 1 d . . .
F9 F 0.66602(17) 1.0087(2) 0.15568(17) 0.0428(5) Uani 1 d . . .
F8 F 0.76881(16) 0.9987(2) 0.35161(18) 0.0469(6) Uani 1 d . . .
F7 F 0.65426(19) 1.0088(2) 0.45711(16) 0.0487(6) Uani 1 d . . .
C7 C 0.4381(2) 1.0175(3) 0.2143(2) 0.0256(6) Uani 1 d . . .
C2 C 0.5425(2) 0.7019(3) 0.2253(2) 0.0270(6) Uani 1 d . . .
C12 C 0.4999(3) 1.0189(3) 0.1626(2) 0.0278(6) Uani 1 d . . .
C6 C 0.3933(2) 0.7078(3) 0.0738(2) 0.0306(7) Uani 1 d . . .
C9 C 0.6048(3) 1.0104(3) 0.3607(2) 0.0326(7) Uani 1 d . . .
C13 C 0.0648(4) 0.8527(3) 0.2469(4) 0.0236(8) Uani 0.9095(19) d P . .
C11 C 0.6099(3) 1.0136(3) 0.2084(3) 0.0310(7) Uani 1 d . . .
C10 C 0.6622(3) 1.0083(3) 0.3065(3) 0.0330(7) Uani 1 d . . .
C3 C 0.6097(2) 0.7178(3) 0.1809(2) 0.0273(6) Uani 1 d . . .
C4 C 0.5680(3) 0.7261(3) 0.0824(2) 0.0301(7) Uani 1 d . . .
C8 C 0.4940(3) 1.0149(3) 0.3139(2) 0.0289(6) Uani 1 d . . .
C1 C 0.4317(2) 0.6961(3) 0.1729(2) 0.0285(6) Uani 1 d . . .
C15 C -0.1184(5) 0.8537(6) 0.1362(5) 0.0480(17) Uani 1 d . . .
H3 H -0.1902 0.8623 0.1220 0.058 Uiso 1 d R . .
C5 C 0.4593(3) 0.7215(3) 0.0277(2) 0.0323(7) Uani 1 d . . .
C18 C 0.1540(3) 0.8595(3) 0.3474(3) 0.0279(7) Uani 0.9095(19) d P . .
H6A H 0.1362 0.9217 0.3847 0.034 Uiso 0.9095(19) d PR . .
H6B H 0.1613 0.7780 0.3788 0.034 Uiso 0.9095(19) d PR . .
C14 C -0.0414(4) 0.8635(4) 0.2311(4) 0.0419(9) Uani 1 d . . .
H2 H -0.0613 0.8772 0.2810 0.050 Uiso 1 d R . .
C16 C -0.0893(3) 0.8303(4) 0.0633(3) 0.0441(9) Uani 1 d . . .
H4 H -0.1413 0.8217 0.0003 0.053 Uiso 1 d R . .
C19 C 0.0564(4) 0.7968(5) 0.0074(3) 0.0462(9) Uani 1 d . . .
H7A H -0.0040 0.7901 -0.0542 0.069 Uiso 1 d R . .
H7B H 0.0966 0.7195 0.0212 0.069 Uiso 1 d R . .
H7C H 0.1008 0.8658 0.0063 0.069 Uiso 1 d R . .
C17 C 0.0184(3) 0.8201(4) 0.0842(3) 0.0359(8) Uani 1 d . . .
C18A C -0.022(3) 0.810(4) 0.008(3) 0.038(8) Uiso 0.0905(19) d P . .
H6A1 H -0.0637 0.8745 -0.0375 0.046 Uiso 0.0905(19) d PR . .
H6A2 H -0.0564 0.7284 -0.0141 0.046 Uiso 0.0905(19) d PR . .
C13A C -0.012(4) 0.837(4) 0.105(3) 0.034(11) Uiso 0.0905(19) d P . .
C16A C 0.014(4) 0.869(5) 0.298(4) 0.047(10) Uiso 0.0905(19) d P . .
C17A C 0.101(3) 0.857(3) 0.281(3) 0.005(8) Uiso 0.0905(19) d P . .
C19A C 0.218(3) 0.877(3) 0.3501(18) 0.000(6) Uiso 0.0905(19) d P . .
C15A C -0.095(5) 0.870(4) 0.210(4) 0.037(10) Uiso 0.0905(19) d P . .
C14A C -0.094(7) 0.837(9) 0.132(7) 0.06(3) Uiso 0.0905(19) d P . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Zn1A Zn1 N 70.3(2) . . y
Zn1A Zn1 O1 147.2(2) . . y
N Zn1 O1 80.13(12) . . y
Zn1A Zn1 S1 98.1(2) . . y
N Zn1 S1 120.13(7) . . y
O1 Zn1 S1 109.17(8) . . y
Zn1A Zn1 S2 73.6(2) . . y
N Zn1 S2 112.35(7) . . y
O1 Zn1 S2 106.21(9) . . y
S1 Zn1 S2 120.08(3) . . y
Zn1A Zn1 C19A 138.1(9) . . y
N Zn1 C19A 68.9(9) . . y
O1 Zn1 C19A 12.2(8) . . y
S1 Zn1 C19A 110.1(6) . . y
S2 Zn1 C19A 114.3(7) . . y
Zn1 Zn1A O1A 164.0(19) . . y
Zn1 Zn1A N 83.7(2) . . y
O1A Zn1A N 82.0(19) . . y
Zn1 Zn1A S2 83.4(2) . . y
O1A Zn1A S2 110(2) . . y
N Zn1A S2 120.47(17) . . y
Zn1 Zn1A C19 150.1(3) . . y
O1A Zn1A C19 14.3(19) . . y
N Zn1A C19 67.88(17) . . y
S2 Zn1A C19 118.4(2) . . y
Zn1 Zn1A C17 115.9(3) . . y
O1A Zn1A C17 49.7(19) . . y
N Zn1A C17 32.35(14) . . y
S2 Zn1A C17 123.38(17) . . y
C19 Zn1A C17 35.76(15) . . y
Zn1 Zn1A S1 61.3(2) . . y
O1A Zn1A S1 118(2) . . y
N Zn1A S1 111.82(17) . . y
S2 Zn1A S1 111.56(15) . . y
C19 Zn1A S1 120.29(19) . . y
C17 Zn1A S1 124.57(16) . . y
C1 S1 Zn1 104.86(10) . . y
C1 S1 Zn1A 95.47(13) . . y
Zn1 S1 Zn1A 20.62(8) . . y
C7 S2 Zn1A 115.17(14) . . y
C7 S2 Zn1 101.27(10) . . y
Zn1A S2 Zn1 23.07(10) . . y
C19A O1 C18 6(3) . . y
C19A O1 Zn1 113(3) . . y
C18 O1 Zn1 110.3(2) . . y
C19 O1A C18A 15(4) . . y
C19 O1A Zn1A 123(6) . . y
C18A O1A Zn1A 114(4) . . y
C13 N C17 120.3(4) . . y
C13 N C13A 93(2) . . y
C17 N C13A 28(2) . . y
C13 N C17A 18.9(11) . . y
C17 N C17A 139.2(13) . . y
C13A N C17A 112(3) . . y
C13 N Zn1A 141.4(3) . . y
C17 N Zn1A 97.4(3) . . y
C13A N Zn1A 124(2) . . y
C17A N Zn1A 122.9(13) . . y
C13 N Zn1 116.0(3) . . y
C17 N Zn1 123.3(3) . . y
C13A N Zn1 149(2) . . y
C17A N Zn1 97.2(13) . . y
Zn1A N Zn1 26.00(13) . . y
C8 C7 C12 115.9(3) . . y
C8 C7 S2 122.9(2) . . y
C12 C7 S2 121.2(3) . . y
F1 C2 C3 117.6(3) . . y
F1 C2 C1 120.3(3) . . y
C3 C2 C1 122.1(3) . . y
F10 C12 C11 118.4(3) . . y
F10 C12 C7 119.9(3) . . y
C11 C12 C7 121.7(3) . . y
F5 C6 C1 119.8(3) . . y
F5 C6 C5 117.3(3) . . y
C1 C6 C5 122.9(3) . . y
F7 C9 C10 120.9(3) . . y
F7 C9 C8 120.0(3) . . y
C10 C9 C8 119.1(3) . . y
N C13 C14 122.5(5) . . y
N C13 C18 116.3(4) . . y
C14 C13 C18 121.1(4) . . y
N C13 C14A 83(2) . . y
C14 C13 C14A 40(2) . . y
C18 C13 C14A 160(3) . . y
F9 C11 C10 119.5(3) . . y
F9 C11 C12 119.7(3) . . y
C10 C11 C12 120.7(3) . . y
F8 C10 C11 121.3(3) . . y
F8 C10 C9 119.0(3) . . y
C11 C10 C9 119.7(3) . . y
F2 C3 C4 119.8(3) . . y
F2 C3 C2 120.3(3) . . y
C4 C3 C2 119.8(3) . . y
F3 C4 C3 120.2(3) . . y
F3 C4 C5 119.6(3) . . y
C3 C4 C5 120.2(3) . . y
F6 C8 C7 120.2(3) . . y
F6 C8 C9 116.9(3) . . y
C7 C8 C9 122.8(3) . . y
C6 C1 C2 115.9(3) . . y
C6 C1 S1 123.1(2) . . y
C2 C1 S1 120.9(3) . . y
C16 C15 C14 120.4(5) . . y
F4 C5 C4 120.4(3) . . y
F4 C5 C6 120.6(3) . . y
C4 C5 C6 119.0(3) . . y
O1 C18 C13 112.0(3) . . y
C14A C14 C13 101(4) . . y
C14A C14 C15 17(3) . . y
C13 C14 C15 117.1(5) . . y
C14A C14 C17A 115(4) . . y
C13 C14 C17A 14.2(11) . . y
C15 C14 C17A 131.3(12) . . y
C15 C16 C17 119.5(5) . . y
O1A C19 C17 118(5) . . y
O1A C19 Zn1A 42(5) . . y
C17 C19 Zn1A 76.4(2) . . y
N C17 C16 120.1(4) . . y
N C17 C19 117.5(4) . . y
C16 C17 C19 122.4(4) . . y
N C17 Zn1A 50.2(2) . . y
C16 C17 Zn1A 167.2(4) . . y
C19 C17 Zn1A 67.8(2) . . y
C13A C18A O1A 105(4) . . y
C14A C13A N 120(5) . . y
C14A C13A C18A 125(6) . . y
N C13A C18A 113(4) . . y
C17A C16A C15A 118(4) . . y
C16A C17A C19A 130(4) . . y
C16A C17A N 122(3) . . y
C19A C17A N 108(2) . . y
C16A C17A C14 33(2) . . y
C19A C17A C14 161(3) . . y
N C17A C14 89.4(19) . . y
O1 C19A C17A 136(4) . . y
O1 C19A Zn1 55(3) . . y
C17A C19A Zn1 86.2(16) . . y
C14A C15A C16A 116(6) . . y
C15A C14A C13A 129(8) . . y
C15A C14A C14 28(3) . . y
C13A C14A C14 102(6) . . y
C15A C14A C13 68(5) . . y
C13A C14A C13 64(4) . . y
C14 C14A C13 39(2) . . y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Zn1A 0.903(4) . y
Zn1 N 2.048(3) . y
Zn1 O1 2.123(3) . y
Zn1 S1 2.2493(9) . y
Zn1 S2 2.2898(9) . y
Zn1 C19A 2.39(3) . y
Zn1A O1A 1.92(6) . y
Zn1A N 1.940(4) . y
Zn1A S2 2.211(4) . y
Zn1A C19 2.383(6) . y
Zn1A C17 2.502(5) . y
Zn1A S1 2.540(4) . y
S1 C1 1.767(3) . y
S2 C7 1.757(3) . y
O1 C19A 0.55(4) . y
O1 C18 1.435(4) . y
O1A C19 0.70(6) . y
O1A C18A 1.77(8) . y
N C13 1.327(5) . y
N C17 1.350(5) . y
N C13A 1.40(5) . y
N C17A 1.60(4) . y
F10 C12 1.337(4) . y
F5 C6 1.344(4) . y
F2 C3 1.341(4) . y
F1 C2 1.336(4) . y
F6 C8 1.344(4) . y
F3 C4 1.344(3) . y
F4 C5 1.336(4) . y
F9 C11 1.345(4) . y
F8 C10 1.342(4) . y
F7 C9 1.337(4) . y
C7 C8 1.385(5) . y
C7 C12 1.398(4) . y
C2 C3 1.381(4) . y
C2 C1 1.397(4) . y
C12 C11 1.381(5) . y
C6 C1 1.384(5) . y
C6 C5 1.386(4) . y
C9 C10 1.378(5) . y
C9 C8 1.391(5) . y
C13 C14 1.391(7) . y
C13 C18 1.509(6) . y
C13 C14A 2.16(9) . y
C11 C10 1.363(5) . y
C3 C4 1.370(5) . y
C4 C5 1.377(5) . y
C15 C16 1.365(9) . y
C15 C14 1.393(8) . y
C14 C14A 1.41(10) . y
C14 C17A 1.78(4) . y
C16 C17 1.393(6) . y
C19 C17 1.504(6) . y
C18A C13A 1.46(6) . y
C13A C14A 1.37(11) . y
C16A C17A 1.34(6) . y
C16A C15A 1.53(7) . y
C17A C19A 1.53(5) . y
C15A C14A 1.26(10) . y
loop_
_cod_changelog_entry_id
_cod_changelog_entry_author
_cod_changelog_entry_date
_cod_changelog_entry_text
1 'Vaitkus, Antanas' 2024-11-15T14:40:08+02:00
;
 Removed multiple data items that had the 'Y' placeholder value.
;
