#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:51:02 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179266 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/86/4318604.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_4318604
loop_
_publ_author_name
'David T. Puerta'
'Seth M. Cohen'
_publ_section_title
;
 Elucidating Drug-Metalloprotein Interactions with Tris(pyrazolyl)borate
 Model Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5075
_journal_page_last               5082
_journal_paper_doi               10.1021/ic0204272
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C32 H33 B N6 O S Zn'
_chemical_formula_weight         625.88
_chemical_name_common            '[ZnTpMePh(Thioethanol)]'
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                71.114(2)
_cell_angle_beta                 88.315(2)
_cell_angle_gamma                62.123(2)
_cell_formula_units_Z            2
_cell_length_a                   11.3492(12)
_cell_length_b                   12.0205(13)
_cell_length_c                   14.8990(16)
_cell_measurement_temperature    100(2)
_cell_volume                     1681.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0467
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14688
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.641
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         7541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0486
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0800P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1345
_refine_ls_wR_factor_ref         0.1392
_reflns_number_gt                5985
_reflns_number_total             7541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0204272_5.cif
_cod_data_source_block
'[Zn(hydrotris(3,5-Methylphenylpyrazolyl)borate)(2-Mercaptoethanoate)]'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4318604
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.75659(3) 0.59611(3) 0.70541(2) 0.02424(11) Uani 1 1 d . . .
S1 S 0.83818(7) 0.52349(7) 0.85933(5) 0.02941(17) Uani 1 1 d . . .
N4 N 0.7557(2) 0.7539(2) 0.58954(15) 0.0219(4) Uani 1 1 d . . .
N3 N 0.6744(2) 0.7785(2) 0.51072(15) 0.0222(5) Uani 1 1 d . . .
N2 N 0.5581(2) 0.6588(2) 0.66528(15) 0.0232(5) Uani 1 1 d . . .
N6 N 0.8200(2) 0.4654(2) 0.63204(16) 0.0248(5) Uani 1 1 d . . .
N1 N 0.5359(2) 0.6656(2) 0.57259(15) 0.0233(5) Uani 1 1 d . . .
N5 N 0.7714(2) 0.5337(2) 0.53671(15) 0.0240(5) Uani 1 1 d . . .
C1 C 0.5467(3) 0.9575(3) 0.35383(19) 0.0313(6) Uani 1 1 d . . .
H1A H 0.5817 0.8951 0.3186 0.047 Uiso 1 1 calc R . .
H1B H 0.5404 1.0436 0.3146 0.047 Uiso 1 1 calc R . .
H1C H 0.4572 0.9715 0.3685 0.047 Uiso 1 1 calc R . .
C2 C 1.1412(3) 0.1566(3) 0.7419(2) 0.0311(6) Uani 1 1 d . . .
H2 H 1.1871 0.1639 0.6877 0.037 Uiso 1 1 calc R . .
C3 C 0.7742(2) 0.8622(2) 0.56916(18) 0.0224(5) Uani 1 1 d . . .
C4 C 0.8620(2) 0.8748(3) 0.63169(19) 0.0229(5) Uani 1 1 d . . .
C5 C 0.4464(3) 0.6690(3) 0.70359(19) 0.0256(6) Uani 1 1 d . . .
C6 C 0.9563(3) 0.3460(3) 0.5475(2) 0.0274(6) Uani 1 1 d . . .
H6 H 1.0294 0.2767 0.5320 0.033 Uiso 1 1 calc R . .
C7 C 1.0049(3) 0.2463(3) 0.7325(2) 0.0282(6) Uani 1 1 d . . .
C8 C 0.7024(3) 0.9554(3) 0.47919(19) 0.0257(6) Uani 1 1 d . . .
H8 H 0.6980 1.0401 0.4479 0.031 Uiso 1 1 calc R . .
C9 C 0.6395(3) 0.9000(3) 0.44492(18) 0.0238(5) Uani 1 1 d . . .
C10 C 0.9899(3) 0.8113(3) 0.7818(2) 0.0410(8) Uani 1 1 d . . .
H10 H 1.0202 0.7554 0.8473 0.049 Uiso 1 1 calc R . .
C11 C 0.9054(3) 0.7961(3) 0.7273(2) 0.0366(7) Uani 1 1 d . . .
H11 H 0.8773 0.7311 0.7559 0.044 Uiso 1 1 calc R . .
C12 C 0.8534(3) 0.4631(3) 0.4842(2) 0.0255(6) Uani 1 1 d . . .
C13 C 0.9314(3) 0.3500(3) 0.6391(2) 0.0260(6) Uani 1 1 d . . .
C14 C 0.9395(3) 0.2318(3) 0.8119(2) 0.0362(7) Uani 1 1 d . . .
H14 H 0.8458 0.2905 0.8065 0.043 Uiso 1 1 calc R . .
C15 C 0.4138(3) 0.6793(3) 0.55442(19) 0.0249(5) Uani 1 1 d . . .
C16 C 0.3541(3) 0.6817(3) 0.6360(2) 0.0280(6) Uani 1 1 d . . .
H16 H 0.2674 0.6904 0.6446 0.034 Uiso 1 1 calc R . .
C17 C 0.8273(3) 0.5114(3) 0.3777(2) 0.0312(6) Uani 1 1 d . . .
H17A H 0.7370 0.5293 0.3572 0.047 Uiso 1 1 calc R . .
H17B H 0.8944 0.4425 0.3548 0.047 Uiso 1 1 calc R . .
H17C H 0.8335 0.5941 0.3509 0.047 Uiso 1 1 calc R . .
C18 C 1.0305(3) 0.9054(3) 0.7430(2) 0.0341(7) Uani 1 1 d . . .
H18 H 1.0883 0.9151 0.7812 0.041 Uiso 1 1 calc R . .
C19 C 0.3601(3) 0.6924(3) 0.4591(2) 0.0322(6) Uani 1 1 d . . .
H19A H 0.3552 0.7723 0.4098 0.048 Uiso 1 1 calc R . .
H19B H 0.2699 0.7012 0.4612 0.048 Uiso 1 1 calc R . .
H19C H 0.4200 0.6124 0.4438 0.048 Uiso 1 1 calc R . .
C20 C 0.3404(3) 0.6295(3) 0.8496(2) 0.0376(7) Uani 1 1 d . . .
H20 H 0.2933 0.6008 0.8189 0.045 Uiso 1 1 calc R . .
C21 C 0.4295(3) 0.6685(3) 0.8024(2) 0.0292(6) Uani 1 1 d . . .
C22 C 0.4982(3) 0.7100(3) 0.8489(2) 0.0336(7) Uani 1 1 d . . .
H22 H 0.5596 0.7370 0.8175 0.040 Uiso 1 1 calc R . .
B1 B 0.6398(3) 0.6714(3) 0.5038(2) 0.0242(6) Uani 1 1 d . . .
C24 C 0.4769(3) 0.7119(3) 0.9409(2) 0.0412(8) Uani 1 1 d . . .
H24 H 0.5246 0.7390 0.9728 0.049 Uiso 1 1 calc R . .
C25 C 0.9042(3) 0.9693(3) 0.5937(2) 0.0411(8) Uani 1 1 d . . .
H25 H 0.8756 1.0248 0.5280 0.049 Uiso 1 1 calc R . .
C26 C 1.0100(3) 0.1323(3) 0.8989(2) 0.0415(8) Uani 1 1 d . . .
H26 H 0.9644 0.1236 0.9531 0.050 Uiso 1 1 calc R . .
C27 C 1.1464(3) 0.0452(3) 0.9076(2) 0.0402(8) Uani 1 1 d . . .
H27 H 1.1948 -0.0222 0.9677 0.048 Uiso 1 1 calc R . .
C29 C 0.9869(3) 0.9846(3) 0.6493(2) 0.0438(8) Uani 1 1 d . . .
H29 H 1.0135 1.0509 0.6217 0.053 Uiso 1 1 calc R . .
C30 C 1.2110(3) 0.0572(3) 0.8285(2) 0.0358(7) Uani 1 1 d . . .
H30 H 1.3042 -0.0032 0.8335 0.043 Uiso 1 1 calc R . .
C31 C 0.3867(3) 0.6745(3) 0.9857(2) 0.0458(9) Uani 1 1 d . . .
H31 H 0.3704 0.6781 1.0479 0.055 Uiso 1 1 calc R . .
C32 C 0.3196(3) 0.6319(3) 0.9410(2) 0.0467(9) Uani 1 1 d . . .
H32 H 0.2590 0.6042 0.9730 0.056 Uiso 1 1 calc R . .
C37 C 0.4492(4) 0.1661(5) 0.8693(3) 0.0633(12) Uani 1 1 d . . .
H37 H 0.3680 0.1753 0.8935 0.076 Uiso 1 1 calc R . .
C35 C 0.6685(4) 0.0263(4) 0.8479(3) 0.0581(11) Uani 1 1 d . . .
H35 H 0.7404 -0.0614 0.8577 0.070 Uiso 1 1 calc R . .
C34 C 0.6829(4) 0.1354(5) 0.7995(3) 0.0633(11) Uani 1 1 d . . .
H34 H 0.7647 0.1236 0.7753 0.076 Uiso 1 1 calc R . .
C36 C 0.5536(4) 0.0421(4) 0.8817(3) 0.0588(10) Uani 1 1 d . . .
H36 H 0.5448 -0.0350 0.9153 0.071 Uiso 1 1 calc R . .
C38 C 0.4612(4) 0.2774(4) 0.8217(3) 0.0670(13) Uani 1 1 d . . .
H38 H 0.3889 0.3644 0.8135 0.080 Uiso 1 1 calc R . .
C33 C 0.5790(5) 0.2632(5) 0.7854(3) 0.0718(13) Uani 1 1 d . . .
H33 H 0.5883 0.3399 0.7515 0.086 Uiso 1 1 calc R . .
C39 C 1.0231(3) 0.4470(3) 0.8670(2) 0.0428(8) Uani 1 1 d . . .
H39A H 1.0549 0.3971 0.8221 0.051 Uiso 1 1 calc R . .
H39B H 1.0500 0.5178 0.8494 0.051 Uiso 1 1 calc R . .
O1 O 1.2171(3) 0.3185(3) 0.9899(2) 0.0721(9) Uani 1 1 d . . .
H1 H 1.2304 0.3246 1.0428 0.108 Uiso 1 1 calc R . .
C40 C 1.0866(4) 0.3496(4) 0.9717(3) 0.0501(9) Uani 1 1 d . . .
H40A H 1.0341 0.3919 1.0168 0.060 Uiso 1 1 calc R . .
H40B H 1.0821 0.2661 0.9824 0.060 Uiso 1 1 calc R . .
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'
B B 0.0013 0.0007 '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'
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'
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
N6 Zn1 N2 91.99(8) . . ?
N6 Zn1 N4 93.77(8) . . ?
N2 Zn1 N4 92.55(8) . . ?
N6 Zn1 S1 120.07(6) . . ?
N2 Zn1 S1 120.42(6) . . ?
N4 Zn1 S1 128.98(6) . . ?
C39 S1 Zn1 106.76(11) . . ?
C3 N4 N3 105.8(2) . . ?
C3 N4 Zn1 142.07(17) . . ?
N3 N4 Zn1 108.80(14) . . ?
C9 N3 N4 110.6(2) . . ?
C9 N3 B1 128.2(2) . . ?
N4 N3 B1 121.1(2) . . ?
C5 N2 N1 106.1(2) . . ?
C5 N2 Zn1 140.70(18) . . ?
N1 N2 Zn1 111.20(15) . . ?
C13 N6 N5 106.8(2) . . ?
C13 N6 Zn1 135.96(18) . . ?
N5 N6 Zn1 110.27(15) . . ?
C15 N1 N2 110.3(2) . . ?
C15 N1 B1 129.7(2) . . ?
N2 N1 B1 119.7(2) . . ?
C12 N5 N6 110.0(2) . . ?
C12 N5 B1 130.1(2) . . ?
N6 N5 B1 119.9(2) . . ?
C30 C2 C7 121.1(3) . . ?
N4 C3 C8 109.5(2) . . ?
N4 C3 C4 124.2(2) . . ?
C8 C3 C4 126.2(2) . . ?
C11 C4 C25 117.7(3) . . ?
C11 C4 C3 123.1(2) . . ?
C25 C4 C3 119.2(2) . . ?
N2 C5 C16 109.6(2) . . ?
N2 C5 C21 122.8(2) . . ?
C16 C5 C21 127.6(3) . . ?
C12 C6 C13 106.1(2) . . ?
C14 C7 C2 118.4(3) . . ?
C14 C7 C13 121.1(2) . . ?
C2 C7 C13 120.4(3) . . ?
C9 C8 C3 106.4(2) . . ?
N3 C9 C8 107.5(2) . . ?
N3 C9 C1 123.1(2) . . ?
C8 C9 C1 129.4(2) . . ?
C18 C10 C11 121.3(3) . . ?
C4 C11 C10 120.2(3) . . ?
N5 C12 C6 107.5(2) . . ?
N5 C12 C17 122.8(2) . . ?
C6 C12 C17 129.7(2) . . ?
N6 C13 C6 109.6(2) . . ?
N6 C13 C7 121.7(3) . . ?
C6 C13 C7 128.5(3) . . ?
C7 C14 C26 120.4(3) . . ?
N1 C15 C16 107.7(2) . . ?
N1 C15 C19 122.6(2) . . ?
C16 C15 C19 129.7(2) . . ?
C15 C16 C5 106.4(2) . . ?
C29 C18 C10 118.9(3) . . ?
C32 C20 C21 120.5(3) . . ?
C20 C21 C22 118.9(3) . . ?
C20 C21 C5 119.3(3) . . ?
C22 C21 C5 121.7(3) . . ?
C24 C22 C21 120.2(3) . . ?
N3 B1 N1 107.9(2) . . ?
N3 B1 N5 108.0(2) . . ?
N1 B1 N5 109.7(2) . . ?
C31 C24 C22 119.8(3) . . ?
C29 C25 C4 121.4(3) . . ?
C14 C26 C27 120.5(3) . . ?
C30 C27 C26 119.3(3) . . ?
C18 C29 C25 120.5(3) . . ?
C27 C30 C2 120.3(3) . . ?
C24 C31 C32 120.5(3) . . ?
C31 C32 C20 120.0(3) . . ?
C36 C37 C38 119.7(4) . . ?
C36 C35 C34 120.2(4) . . ?
C35 C34 C33 120.2(4) . . ?
C35 C36 C37 121.3(4) . . ?
C37 C38 C33 119.8(4) . . ?
C34 C33 C38 118.7(4) . . ?
C40 C39 S1 108.3(2) . . ?
O1 C40 C39 111.4(3) . . ?
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 N6 2.046(2) . ?
Zn1 N2 2.050(2) . ?
Zn1 N4 2.108(2) . ?
Zn1 S1 2.2252(8) . ?
S1 C39 1.845(3) . ?
N4 C3 1.352(3) . ?
N4 N3 1.380(3) . ?
N3 C9 1.345(3) . ?
N3 B1 1.543(3) . ?
N2 C5 1.343(3) . ?
N2 N1 1.380(3) . ?
N6 C13 1.345(3) . ?
N6 N5 1.365(3) . ?
N1 C15 1.342(3) . ?
N1 B1 1.551(4) . ?
N5 C12 1.359(3) . ?
N5 B1 1.554(4) . ?
C1 C9 1.492(4) . ?
C2 C30 1.377(4) . ?
C2 C7 1.390(4) . ?
C3 C8 1.398(4) . ?
C3 C4 1.473(3) . ?
C4 C11 1.378(4) . ?
C4 C25 1.384(4) . ?
C5 C16 1.395(4) . ?
C5 C21 1.478(4) . ?
C6 C12 1.380(4) . ?
C6 C13 1.397(4) . ?
C7 C14 1.384(4) . ?
C7 C13 1.469(4) . ?
C8 C9 1.378(4) . ?
C10 C18 1.369(4) . ?
C10 C11 1.385(4) . ?
C12 C17 1.488(4) . ?
C14 C26 1.384(4) . ?
C15 C16 1.376(4) . ?
C15 C19 1.493(4) . ?
C18 C29 1.357(4) . ?
C20 C32 1.382(4) . ?
C20 C21 1.388(4) . ?
C21 C22 1.399(4) . ?
C22 C24 1.391(4) . ?
C24 C31 1.376(5) . ?
C25 C29 1.381(4) . ?
C26 C27 1.385(4) . ?
C27 C30 1.374(5) . ?
C31 C32 1.379(5) . ?
C37 C36 1.357(6) . ?
C37 C38 1.365(6) . ?
C35 C36 1.335(6) . ?
C35 C34 1.359(6) . ?
C34 C33 1.381(6) . ?
C38 C33 1.383(7) . ?
C39 C40 1.555(5) . ?
O1 C40 1.359(4) . ?
