#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:33:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179188 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/32/4313257.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_4313257
loop_
_publ_author_name
'Heidi Boerzel'
'Margery Koeckert'
'Weiming Bu'
'Bernhard Spingler'
'Stephen J. Lippard'
_publ_section_title
;
 Zinc-Bound Thiolate-Disulfide Exchange: A Strategy for Inhibiting
 Metallo-β-lactamases
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1604
_journal_page_last               1615
_journal_paper_doi               10.1021/ic025624f
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C37 H37 B N6 O2 S Zn'
_chemical_formula_weight         705.97
_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                114.226(3)
_cell_angle_beta                 99.203(3)
_cell_angle_gamma                90.094(3)
_cell_formula_units_Z            2
_cell_length_a                   11.966(2)
_cell_length_b                   12.276(2)
_cell_length_c                   13.119(2)
_cell_measurement_temperature    188(2)
_cell_volume                     1729.9(5)
_computing_cell_refinement       'SMART Version 5.054'
_computing_data_collection       'SMART Version 5.054'
_computing_data_reduction        'SAINT plus V 6.02'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      188(2)
_diffrn_measured_fraction_theta_full 0.877
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measurement_device_type  'SMART CCD'
_diffrn_measurement_method       '/w scan'
_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  0.0440
_diffrn_reflns_av_sigmaI/netI    0.0512
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10777
_diffrn_reflns_theta_full        28.26
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.813
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8817
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     576
_refine_ls_number_reflns         7518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.956
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.097
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0490P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0801
_refine_ls_wR_factor_ref         0.0842
_reflns_number_gt                5910
_reflns_number_total             7518
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic025624f_3.cif
_cod_data_source_block           3
_cod_database_code               4313257
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 0.714656(17) 0.319977(19) 0.272355(17) 0.02444(7) Uani 1 1 d . . .
S1 S 0.74651(4) 0.44717(4) 0.19412(4) 0.02829(11) Uani 1 1 d . . .
B1 B 0.67495(18) 0.1599(2) 0.38756(18) 0.0275(4) Uani 1 1 d . . .
H1 H 0.6585(16) 0.1050(17) 0.4286(16) 0.026(5) Uiso 1 1 d . . .
O1 O 0.92009(15) 0.19394(15) -0.23867(13) 0.0434(4) Uani 1 1 d . . .
H2 H 0.958(3) 0.236(3) -0.249(3) 0.069(10) Uiso 1 1 d . . .
N11 N 0.82823(13) 0.20283(13) 0.29418(12) 0.0254(3) Uani 1 1 d . . .
C13 C 0.92706(16) 0.16000(16) 0.26430(15) 0.0267(4) Uani 1 1 d . . .
N21 N 0.68316(13) 0.38337(14) 0.43539(13) 0.0271(3) Uani 1 1 d . . .
N22 N 0.67505(13) 0.29297(14) 0.47072(13) 0.0276(3) Uani 1 1 d . . .
N31 N 0.57433(13) 0.19905(14) 0.22086(13) 0.0262(3) Uani 1 1 d . . .
N32 N 0.57946(13) 0.13091(13) 0.28270(13) 0.0260(3) Uani 1 1 d . . .
C12 C 0.95161(17) 0.06649(18) 0.29625(17) 0.0309(4) Uani 1 1 d . . .
H11 H 1.0144(18) 0.0203(18) 0.2845(17) 0.033(6) Uiso 1 1 d . . .
C11 C 0.86499(16) 0.05501(16) 0.34905(15) 0.0283(4) Uani 1 1 d . . .
N12 N 0.79044(13) 0.13694(14) 0.34701(13) 0.0265(3) Uani 1 1 d . . .
C14 C 0.8518(2) -0.0265(2) 0.4056(2) 0.0384(5) Uani 1 1 d . . .
H14A H 0.859(2) 0.020(2) 0.491(2) 0.051(7) Uiso 1 1 d . . .
H14B H 0.779(2) -0.067(2) 0.381(2) 0.048(7) Uiso 1 1 d . . .
H14C H 0.901(3) -0.084(3) 0.393(3) 0.080(10) Uiso 1 1 d . . .
C15 C 0.99649(15) 0.21045(18) 0.20879(15) 0.0282(4) Uani 1 1 d . . .
C16 C 1.05047(18) 0.1336(2) 0.12289(18) 0.0383(5) Uani 1 1 d . . .
H16 H 1.0399(18) 0.049(2) 0.1011(17) 0.033(6) Uiso 1 1 d . . .
C17 C 1.1166(2) 0.1786(3) 0.0698(2) 0.0488(6) Uani 1 1 d . . .
H17 H 1.150(2) 0.124(2) 0.008(2) 0.058(8) Uiso 1 1 d . . .
C18 C 1.1306(2) 0.3011(3) 0.1029(2) 0.0513(7) Uani 1 1 d . . .
H18 H 1.176(2) 0.323(2) 0.067(2) 0.066(8) Uiso 1 1 d . . .
C19 C 1.07900(19) 0.3774(2) 0.1886(2) 0.0443(6) Uani 1 1 d . . .
H19 H 1.088(2) 0.457(2) 0.215(2) 0.048(7) Uiso 1 1 d . . .
C20 C 1.01225(17) 0.3330(2) 0.24213(19) 0.0345(5) Uani 1 1 d . . .
H20 H 0.9765(19) 0.386(2) 0.3011(19) 0.042(6) Uiso 1 1 d . . .
C21 C 0.67772(15) 0.48691(17) 0.52569(15) 0.0275(4) Uani 1 1 d . . .
C22 C 0.66755(18) 0.4622(2) 0.61871(17) 0.0343(5) Uani 1 1 d . . .
H22 H 0.6603(18) 0.5142(19) 0.6857(19) 0.036(6) Uiso 1 1 d . . .
C23 C 0.66628(16) 0.33998(19) 0.58194(16) 0.0317(4) Uani 1 1 d . . .
C24 C 0.6567(2) 0.2648(2) 0.6458(2) 0.0434(6) Uani 1 1 d . . .
H24A H 0.723(2) 0.221(2) 0.649(2) 0.061(8) Uiso 1 1 d . . .
H24B H 0.656(2) 0.313(2) 0.718(3) 0.065(8) Uiso 1 1 d . . .
H24C H 0.591(2) 0.207(2) 0.610(2) 0.053(7) Uiso 1 1 d . . .
C25 C 0.67976(16) 0.60379(17) 0.52004(16) 0.0293(4) Uani 1 1 d . . .
C26 C 0.63797(19) 0.6156(2) 0.41994(18) 0.0362(5) Uani 1 1 d . . .
H26 H 0.6092(18) 0.5514(19) 0.3565(18) 0.033(6) Uiso 1 1 d . . .
C27 C 0.6418(2) 0.7273(2) 0.4167(2) 0.0461(6) Uani 1 1 d . . .
H27 H 0.613(2) 0.730(2) 0.352(2) 0.046(7) Uiso 1 1 d . . .
C28 C 0.6832(2) 0.8275(2) 0.5130(2) 0.0484(6) Uani 1 1 d . . .
H28 H 0.684(2) 0.898(2) 0.513(2) 0.059(8) Uiso 1 1 d . . .
C29 C 0.7227(2) 0.8174(2) 0.6135(2) 0.0455(6) Uani 1 1 d . . .
H29 H 0.753(2) 0.888(2) 0.678(2) 0.057(7) Uiso 1 1 d . . .
C30 C 0.72117(18) 0.70695(19) 0.61694(19) 0.0373(5) Uani 1 1 d . . .
H30 H 0.7475(18) 0.7028(19) 0.6912(19) 0.038(6) Uiso 1 1 d . . .
C31 C 0.47936(15) 0.15796(16) 0.14194(15) 0.0253(4) Uani 1 1 d . . .
C32 C 0.42608(16) 0.06253(17) 0.15163(17) 0.0293(4) Uani 1 1 d . . .
H32 H 0.362(2) 0.022(2) 0.1091(18) 0.038(6) Uiso 1 1 d . . .
C33 C 0.49040(16) 0.04784(16) 0.24101(16) 0.0275(4) Uani 1 1 d . . .
C34 C 0.4722(2) -0.0417(2) 0.2876(2) 0.0363(5) Uani 1 1 d . . .
H34B H 0.470(2) -0.007(2) 0.370(2) 0.058(7) Uiso 1 1 d . . .
H34C H 0.534(3) -0.092(3) 0.290(2) 0.074(9) Uiso 1 1 d . . .
H34A H 0.398(3) -0.087(3) 0.251(3) 0.082(9) Uiso 1 1 d . . .
C35 C 0.43830(15) 0.21415(17) 0.06417(16) 0.0269(4) Uani 1 1 d . . .
C36 C 0.45551(17) 0.3365(2) 0.0965(2) 0.0365(5) Uani 1 1 d . . .
H36 H 0.495(2) 0.387(2) 0.166(2) 0.047(7) Uiso 1 1 d . . .
C37 C 0.4114(2) 0.3879(2) 0.0237(2) 0.0462(6) Uani 1 1 d . . .
H37 H 0.4247(19) 0.468(2) 0.0504(19) 0.041(6) Uiso 1 1 d . . .
C38 C 0.3479(2) 0.3178(3) -0.0809(2) 0.0515(7) Uani 1 1 d . . .
H38 H 0.317(2) 0.348(2) -0.128(2) 0.055(7) Uiso 1 1 d . . .
C39 C 0.3286(2) 0.1975(3) -0.1126(2) 0.0484(6) Uani 1 1 d . . .
H39 H 0.288(2) 0.152(2) -0.181(2) 0.065(8) Uiso 1 1 d . . .
C40 C 0.37347(18) 0.1446(2) -0.04173(17) 0.0361(5) Uani 1 1 d . . .
H40 H 0.3589(18) 0.058(2) -0.0610(18) 0.039(6) Uiso 1 1 d . . .
C41 C 0.79323(15) 0.36609(17) 0.06307(15) 0.0263(4) Uani 1 1 d . . .
C42 C 0.78275(18) 0.24207(18) 0.00396(17) 0.0331(4) Uani 1 1 d . . .
H42 H 0.7465(19) 0.194(2) 0.0308(18) 0.040(6) Uiso 1 1 d . . .
C43 C 0.82485(18) 0.18593(18) -0.09663(17) 0.0350(5) Uani 1 1 d . . .
H43 H 0.8168(18) 0.096(2) -0.1412(18) 0.037(6) Uiso 1 1 d . . .
C44 C 0.87839(17) 0.25305(18) -0.13976(16) 0.0311(4) Uani 1 1 d . . .
C45 C 0.88803(18) 0.37647(18) -0.08314(17) 0.0340(4) Uani 1 1 d . . .
H45 H 0.9273(19) 0.429(2) -0.1112(18) 0.043(6) Uiso 1 1 d . . .
C46 C 0.84591(18) 0.43158(18) 0.01678(17) 0.0313(4) Uani 1 1 d . . .
H46 H 0.8525(17) 0.512(2) 0.0553(17) 0.032(5) Uiso 1 1 d . . .
O1S O 0.04088(16) 0.34090(16) 0.69396(14) 0.0518(4) Uani 1 1 d . . .
H4S H 0.092(3) 0.392(3) 0.729(3) 0.077(10) Uiso 1 1 d . . .
C1S C 0.0140(3) 0.3243(3) 0.5797(3) 0.0632(8) Uiso 1 1 d . . .
H1S H -0.0323(18) 0.3634(18) 0.5748(16) 0.024(5) Uiso 1 1 d . . .
H2S H 0.075(3) 0.297(3) 0.543(3) 0.110(13) Uiso 1 1 d . . .
H3S H -0.036(5) 0.240(5) 0.535(4) 0.19(2) Uiso 1 1 d . . .
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'
Zn Zn 0.2839 1.4301 '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'
B B 0.0013 0.0007 '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
N11 Zn1 N21 94.06(6) . . ?
N11 Zn1 N31 94.61(6) . . ?
N21 Zn1 N31 88.84(6) . . ?
N11 Zn1 S1 124.31(4) . . ?
N21 Zn1 S1 120.66(5) . . ?
N31 Zn1 S1 125.17(4) . . ?
C41 S1 Zn1 108.96(6) . . ?
N12 B1 N22 109.59(15) . . ?
N12 B1 N32 108.87(15) . . ?
N22 B1 N32 109.41(15) . . ?
C13 N11 N12 106.29(14) . . ?
C13 N11 Zn1 140.01(12) . . ?
N12 N11 Zn1 113.36(11) . . ?
N11 C13 C12 109.80(16) . . ?
N11 C13 C15 122.86(17) . . ?
C12 C13 C15 127.32(18) . . ?
C21 N21 N22 106.76(14) . . ?
C21 N21 Zn1 141.01(13) . . ?
N22 N21 Zn1 111.85(11) . . ?
C23 N22 N21 109.82(15) . . ?
C23 N22 B1 128.95(16) . . ?
N21 N22 B1 121.22(14) . . ?
C31 N31 N32 106.24(14) . . ?
C31 N31 Zn1 141.53(12) . . ?
N32 N31 Zn1 112.11(10) . . ?
C33 N32 N31 110.00(14) . . ?
C33 N32 B1 129.63(15) . . ?
N31 N32 B1 120.28(14) . . ?
C11 C12 C13 106.21(17) . . ?
N12 C11 C12 107.99(16) . . ?
N12 C11 C14 123.07(18) . . ?
C12 C11 C14 128.88(19) . . ?
C11 N12 N11 109.69(15) . . ?
C11 N12 B1 130.62(15) . . ?
N11 N12 B1 119.62(14) . . ?
C20 C15 C16 119.07(19) . . ?
C20 C15 C13 121.61(18) . . ?
C16 C15 C13 119.29(18) . . ?
C17 C16 C15 120.5(2) . . ?
C16 C17 C18 119.9(2) . . ?
C19 C18 C17 119.9(2) . . ?
C18 C19 C20 120.5(2) . . ?
C19 C20 C15 120.1(2) . . ?
N21 C21 C22 109.11(17) . . ?
N21 C21 C25 122.80(16) . . ?
C22 C21 C25 128.07(18) . . ?
C23 C22 C21 106.77(18) . . ?
N22 C23 C22 107.54(17) . . ?
N22 C23 C24 122.87(19) . . ?
C22 C23 C24 129.59(19) . . ?
C30 C25 C26 118.29(19) . . ?
C30 C25 C21 120.09(18) . . ?
C26 C25 C21 121.60(18) . . ?
C27 C26 C25 120.4(2) . . ?
C28 C27 C26 120.2(2) . . ?
C27 C28 C29 120.0(2) . . ?
C30 C29 C28 120.2(2) . . ?
C29 C30 C25 120.9(2) . . ?
N31 C31 C32 109.55(16) . . ?
N31 C31 C35 123.05(16) . . ?
C32 C31 C35 127.29(17) . . ?
C33 C32 C31 106.64(17) . . ?
N32 C33 C32 107.54(16) . . ?
N32 C33 C34 123.47(17) . . ?
C32 C33 C34 128.98(18) . . ?
C36 C35 C40 118.62(18) . . ?
C36 C35 C31 121.80(18) . . ?
C40 C35 C31 119.42(17) . . ?
C37 C36 C35 120.6(2) . . ?
C38 C37 C36 120.0(2) . . ?
C39 C38 C37 119.8(2) . . ?
C38 C39 C40 120.9(2) . . ?
C39 C40 C35 120.0(2) . . ?
C46 C41 C42 117.33(18) . . ?
C46 C41 S1 117.53(15) . . ?
C42 C41 S1 125.13(14) . . ?
C41 C42 C43 121.20(18) . . ?
C44 C43 C42 120.26(19) . . ?
O1 C44 C43 118.41(18) . . ?
O1 C44 C45 122.23(18) . . ?
C43 C44 C45 119.36(18) . . ?
C44 C45 C46 120.01(18) . . ?
C45 C46 C41 121.83(18) . . ?
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 N11 2.0535(15) . ?
Zn1 N21 2.0530(15) . ?
Zn1 N31 2.0701(15) . ?
Zn1 S1 2.2528(6) . ?
S1 C41 1.7788(19) . ?
B1 N12 1.545(3) . ?
B1 N22 1.548(3) . ?
B1 N32 1.555(3) . ?
O1 C44 1.377(2) . ?
N11 C13 1.345(2) . ?
N11 N12 1.378(2) . ?
C13 C12 1.391(3) . ?
C13 C15 1.472(3) . ?
N21 C21 1.346(2) . ?
N21 N22 1.376(2) . ?
N22 C23 1.353(2) . ?
N31 C31 1.346(2) . ?
N31 N32 1.380(2) . ?
N32 C33 1.352(2) . ?
C12 C11 1.372(3) . ?
C11 N12 1.351(2) . ?
C11 C14 1.490(3) . ?
C15 C20 1.386(3) . ?
C15 C16 1.393(3) . ?
C16 C17 1.382(3) . ?
C17 C18 1.384(4) . ?
C18 C19 1.372(4) . ?
C19 C20 1.386(3) . ?
C21 C22 1.395(3) . ?
C21 C25 1.467(3) . ?
C22 C23 1.374(3) . ?
C23 C24 1.494(3) . ?
C25 C30 1.393(3) . ?
C25 C26 1.394(3) . ?
C26 C27 1.390(3) . ?
C27 C28 1.370(4) . ?
C28 C29 1.382(4) . ?
C29 C30 1.376(3) . ?
C31 C32 1.393(3) . ?
C31 C35 1.475(2) . ?
C32 C33 1.373(3) . ?
C33 C34 1.491(3) . ?
C35 C36 1.388(3) . ?
C35 C40 1.393(3) . ?
C36 C37 1.386(3) . ?
C37 C38 1.377(4) . ?
C38 C39 1.368(4) . ?
C39 C40 1.382(3) . ?
C41 C46 1.391(3) . ?
C41 C42 1.391(3) . ?
C42 C43 1.392(3) . ?
C43 C44 1.381(3) . ?
C44 C45 1.382(3) . ?
C45 C46 1.384(3) . ?
O1S C1S 1.409(4) . ?
