#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:38:59 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179149 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/10/4311006.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_4311006
loop_
_publ_author_name
'Faith E. Jacobsen'
'Seth M. Cohen'
_publ_section_title
;
 Using Model Complexes To Augment and Advance Metalloproteinase Inhibitor
 Design
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3038
_journal_page_last               3047
_journal_paper_doi               10.1021/ic035388o
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C38 H35 B N6 O3 Zn'
_chemical_formula_weight         699.90
_chemical_name_systematic
; 
 ? 
;
_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                 92.3060(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3869(8)
_cell_length_b                   22.6123(15)
_cell_length_c                   13.1052(9)
_cell_measurement_reflns_used    7789
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.32
_cell_volume                     3371.6(4)
_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 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0318
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20941
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1456
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         7679
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0481P)²+0.9821P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0882
_reflns_number_gt                6646
_reflns_number_total             7679
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035388osi20031202_080157_7.cif
_cod_data_source_block
'[Zn(hydrotris(5,3-Methylphenylpyrazolyl)borate)(methylsalicylate)]'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_database_code               4311006
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B -0.05798(15) 0.12257(8) 0.92250(13) 0.0172(3) Uani 1 1 d . . .
C1 C -0.24054(15) 0.21516(9) 1.00334(14) 0.0293(4) Uani 1 1 d . . .
H1A H -0.2933 0.1979 0.9504 0.044 Uiso 1 1 calc R . .
H1B H -0.2769 0.2506 1.0313 0.044 Uiso 1 1 calc R . .
H1C H -0.2261 0.1863 1.0581 0.044 Uiso 1 1 calc R . .
C2 C -0.12626(14) 0.23150(8) 0.95779(12) 0.0211(3) Uani 1 1 d . . .
C3 C -0.07788(15) 0.28640(8) 0.94304(12) 0.0238(4) Uani 1 1 d . . .
H3 H -0.1130 0.3236 0.9560 0.029 Uiso 1 1 calc R . .
C4 C 0.03299(14) 0.27639(7) 0.90521(11) 0.0195(3) Uani 1 1 d . . .
C5 C 0.12626(15) 0.31913(7) 0.88304(12) 0.0200(3) Uani 1 1 d . . .
C6 C 0.20141(15) 0.31036(7) 0.80296(13) 0.0224(3) Uani 1 1 d . . .
H6 H 0.1901 0.2774 0.7587 0.027 Uiso 1 1 calc R . .
C7 C 0.29248(16) 0.34963(8) 0.78791(13) 0.0252(4) Uani 1 1 d . . .
H7 H 0.3447 0.3428 0.7344 0.030 Uiso 1 1 calc R . .
C8 C 0.30798(16) 0.39863(8) 0.84997(14) 0.0271(4) Uani 1 1 d . . .
H8 H 0.3702 0.4256 0.8387 0.033 Uiso 1 1 calc R . .
C9 C 0.23260(16) 0.40839(8) 0.92862(13) 0.0265(4) Uani 1 1 d . . .
H9 H 0.2425 0.4423 0.9708 0.032 Uiso 1 1 calc R . .
C10 C 0.14268(15) 0.36869(8) 0.94581(13) 0.0235(4) Uani 1 1 d . . .
H10 H 0.0920 0.3752 1.0005 0.028 Uiso 1 1 calc R . .
C11 C -0.24285(14) 0.08282(8) 0.75228(14) 0.0263(4) Uani 1 1 d . . .
H11A H -0.2589 0.0591 0.8128 0.039 Uiso 1 1 calc R . .
H11B H -0.2819 0.0649 0.6919 0.039 Uiso 1 1 calc R . .
H11C H -0.2728 0.1230 0.7613 0.039 Uiso 1 1 calc R . .
C12 C -0.11314(14) 0.08501(7) 0.73842(12) 0.0205(3) Uani 1 1 d . . .
C13 C -0.05135(15) 0.07223(8) 0.65328(13) 0.0227(3) Uani 1 1 d . . .
H13 H -0.0823 0.0576 0.5898 0.027 Uiso 1 1 calc R . .
C14 C 0.06635(14) 0.08516(7) 0.67899(12) 0.0185(3) Uani 1 1 d . . .
C15 C 0.16763(14) 0.07620(7) 0.61359(12) 0.0202(3) Uani 1 1 d . . .
C16 C 0.28032(15) 0.06496(8) 0.65406(14) 0.0238(4) Uani 1 1 d . . .
H16 H 0.2946 0.0640 0.7260 0.029 Uiso 1 1 calc R . .
C17 C 0.37217(16) 0.05508(8) 0.58906(15) 0.0291(4) Uani 1 1 d . . .
H17 H 0.4492 0.0479 0.6169 0.035 Uiso 1 1 calc R . .
C18 C 0.35212(17) 0.05559(8) 0.48396(15) 0.0318(4) Uani 1 1 d . . .
H18 H 0.4150 0.0488 0.4400 0.038 Uiso 1 1 calc R . .
C19 C 0.24041(18) 0.06606(9) 0.44379(14) 0.0321(4) Uani 1 1 d . . .
H19 H 0.2262 0.0660 0.3719 0.038 Uiso 1 1 calc R . .
C20 C 0.14862(16) 0.07671(8) 0.50771(13) 0.0260(4) Uani 1 1 d . . .
H20 H 0.0721 0.0844 0.4792 0.031 Uiso 1 1 calc R . .
C21 C -0.09786(13) 0.03869(7) 1.11144(12) 0.0192(3) Uani 1 1 d . . .
H21A H -0.1447 0.0719 1.1355 0.029 Uiso 1 1 calc R . .
H21B H -0.0870 0.0095 1.1663 0.029 Uiso 1 1 calc R . .
H21C H -0.1387 0.0202 1.0524 0.029 Uiso 1 1 calc R . .
C22 C 0.01930(13) 0.06080(7) 1.08112(11) 0.0160(3) Uani 1 1 d . . .
C23 C 0.12803(13) 0.05078(7) 1.12749(12) 0.0177(3) Uani 1 1 d . . .
H23 H 0.1447 0.0290 1.1884 0.021 Uiso 1 1 calc R . .
C24 C 0.20905(13) 0.07913(7) 1.06677(11) 0.0164(3) Uani 1 1 d . . .
C25 C 0.33846(13) 0.07909(7) 1.07711(12) 0.0179(3) Uani 1 1 d . . .
C26 C 0.40640(15) 0.08039(8) 0.99130(14) 0.0252(4) Uani 1 1 d . . .
H26 H 0.3693 0.0813 0.9251 0.030 Uiso 1 1 calc R . .
C27 C 0.52762(16) 0.08035(10) 1.00207(16) 0.0362(5) Uani 1 1 d . . .
H27 H 0.5735 0.0817 0.9432 0.043 Uiso 1 1 calc R . .
C28 C 0.58222(16) 0.07832(10) 1.09741(18) 0.0396(5) Uani 1 1 d . . .
H28 H 0.6656 0.0783 1.1042 0.048 Uiso 1 1 calc R . .
C29 C 0.51618(17) 0.07634(10) 1.18325(16) 0.0361(5) Uani 1 1 d . . .
H29 H 0.5540 0.0746 1.2491 0.043 Uiso 1 1 calc R . .
C30 C 0.39437(15) 0.07687(8) 1.17320(14) 0.0267(4) Uani 1 1 d . . .
H30 H 0.3490 0.0757 1.2324 0.032 Uiso 1 1 calc R . .
C31 C 0.40917(14) 0.20653(7) 0.79133(12) 0.0199(3) Uani 1 1 d . . .
C32 C 0.47053(15) 0.21184(8) 0.69996(13) 0.0258(4) Uani 1 1 d . . .
H32 H 0.4474 0.1878 0.6432 0.031 Uiso 1 1 calc R . .
C33 C 0.56253(16) 0.25062(9) 0.69046(14) 0.0316(4) Uani 1 1 d . . .
H33 H 0.6005 0.2535 0.6274 0.038 Uiso 1 1 calc R . .
C34 C 0.60055(16) 0.28587(9) 0.77294(15) 0.0309(4) Uani 1 1 d . . .
H34 H 0.6632 0.3131 0.7662 0.037 Uiso 1 1 calc R . .
C35 C 0.54569(15) 0.28034(8) 0.86371(14) 0.0253(4) Uani 1 1 d . . .
H35 H 0.5724 0.3037 0.9203 0.030 Uiso 1 1 calc R . .
C36 C 0.45083(14) 0.24115(7) 0.87581(12) 0.0197(3) Uani 1 1 d . . .
C37 C 0.39346(14) 0.23857(7) 0.97347(12) 0.0191(3) Uani 1 1 d . . .
C38 C 0.40280(18) 0.26377(9) 1.14821(13) 0.0330(4) Uani 1 1 d . . .
H38A H 0.3252 0.2825 1.1433 0.050 Uiso 1 1 calc R . .
H38B H 0.4533 0.2852 1.1980 0.050 Uiso 1 1 calc R . .
H38C H 0.3946 0.2226 1.1702 0.050 Uiso 1 1 calc R . .
H1 H -0.1440(15) 0.1089(8) 0.9435(12) 0.015(4) Uiso 1 1 d . . .
N1 N -0.04847(11) 0.19062(6) 0.92812(10) 0.0176(3) Uani 1 1 d . . .
N2 N 0.05069(11) 0.21805(6) 0.89513(10) 0.0180(3) Uani 1 1 d . . .
N3 N -0.03455(11) 0.10371(6) 0.81194(10) 0.0170(3) Uani 1 1 d . . .
N4 N 0.07683(11) 0.10524(6) 0.77535(10) 0.0170(3) Uani 1 1 d . . .
N5 N 0.03458(10) 0.09449(6) 0.99776(10) 0.0153(3) Uani 1 1 d . . .
N6 N 0.15228(11) 0.10584(6) 0.98848(10) 0.0157(3) Uani 1 1 d . . .
O1 O 0.31893(10) 0.17082(5) 0.79041(9) 0.0208(2) Uani 1 1 d . . .
O2 O 0.29892(10) 0.21480(5) 0.98916(8) 0.0203(2) Uani 1 1 d . . .
O3 O 0.45498(11) 0.26532(6) 1.04945(9) 0.0266(3) Uani 1 1 d . . .
Zn1 Zn 0.192072(15) 0.164431(8) 0.878618(13) 0.01607(6) Uani 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'
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'
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
N3 B1 N1 107.80(13) . . ?
N3 B1 N5 110.19(13) . . ?
N1 B1 N5 109.47(13) . . ?
N1 C2 C3 107.87(15) . . ?
N1 C2 C1 122.46(16) . . ?
C3 C2 C1 129.59(16) . . ?
C2 C3 C4 106.09(15) . . ?
N2 C4 C3 109.68(15) . . ?
N2 C4 C5 120.87(14) . . ?
C3 C4 C5 129.36(15) . . ?
C6 C5 C10 119.01(16) . . ?
C6 C5 C4 121.61(15) . . ?
C10 C5 C4 119.35(15) . . ?
C7 C6 C5 120.11(16) . . ?
C8 C7 C6 120.59(17) . . ?
C7 C8 C9 119.82(17) . . ?
C8 C9 C10 120.09(16) . . ?
C9 C10 C5 120.36(16) . . ?
N3 C12 C13 107.33(14) . . ?
N3 C12 C11 123.41(15) . . ?
C13 C12 C11 129.20(15) . . ?
C12 C13 C14 106.10(14) . . ?
N4 C14 C13 110.18(14) . . ?
N4 C14 C15 123.35(14) . . ?
C13 C14 C15 126.42(15) . . ?
C16 C15 C20 118.95(16) . . ?
C16 C15 C14 122.20(15) . . ?
C20 C15 C14 118.80(15) . . ?
C15 C16 C17 119.97(17) . . ?
C18 C17 C16 120.54(18) . . ?
C19 C18 C17 119.57(17) . . ?
C18 C19 C20 120.39(18) . . ?
C19 C20 C15 120.57(17) . . ?
N5 C22 C23 107.91(13) . . ?
N5 C22 C21 123.39(14) . . ?
C23 C22 C21 128.69(14) . . ?
C22 C23 C24 106.02(14) . . ?
N6 C24 C23 109.55(13) . . ?
N6 C24 C25 121.48(14) . . ?
C23 C24 C25 128.87(14) . . ?
C30 C25 C26 118.97(15) . . ?
C30 C25 C24 120.22(15) . . ?
C26 C25 C24 120.81(14) . . ?
C27 C26 C25 120.22(17) . . ?
C28 C27 C26 120.43(18) . . ?
C27 C28 C29 120.10(17) . . ?
C28 C29 C30 119.87(18) . . ?
C29 C30 C25 120.41(17) . . ?
O1 C31 C32 117.34(15) . . ?
O1 C31 C36 125.81(14) . . ?
C32 C31 C36 116.84(15) . . ?
C33 C32 C31 122.29(17) . . ?
C32 C33 C34 120.45(17) . . ?
C35 C34 C33 118.76(16) . . ?
C34 C35 C36 122.15(17) . . ?
C35 C36 C31 119.42(15) . . ?
C35 C36 C37 119.65(15) . . ?
C31 C36 C37 120.88(14) . . ?
O2 C37 O3 120.62(15) . . ?
O2 C37 C36 126.15(15) . . ?
O3 C37 C36 113.23(14) . . ?
C2 N1 N2 109.83(13) . . ?
C2 N1 B1 130.64(14) . . ?
N2 N1 B1 119.48(12) . . ?
C4 N2 N1 106.52(13) . . ?
C4 N2 Zn1 135.99(11) . . ?
N1 N2 Zn1 115.38(10) . . ?
C12 N3 N4 110.60(13) . . ?
C12 N3 B1 128.24(13) . . ?
N4 N3 B1 121.15(12) . . ?
C14 N4 N3 105.75(12) . . ?
C14 N4 Zn1 141.59(11) . . ?
N3 N4 Zn1 108.95(9) . . ?
C22 N5 N6 109.58(12) . . ?
C22 N5 B1 129.80(13) . . ?
N6 N5 B1 120.50(12) . . ?
C24 N6 N5 106.93(12) . . ?
C24 N6 Zn1 136.76(11) . . ?
N5 N6 Zn1 115.64(9) . . ?
C31 O1 Zn1 131.39(10) . . ?
C37 O2 Zn1 126.03(10) . . ?
C37 O3 C38 115.67(13) . . ?
O1 Zn1 N6 133.15(5) . . ?
O1 Zn1 N2 130.29(5) . . ?
N6 Zn1 N2 96.54(5) . . ?
O1 Zn1 O2 86.94(5) . . ?
N6 Zn1 O2 90.24(5) . . ?
N2 Zn1 O2 92.35(5) . . ?
O1 Zn1 N4 96.75(5) . . ?
N6 Zn1 N4 84.14(5) . . ?
N2 Zn1 N4 88.51(5) . . ?
O2 Zn1 N4 174.38(4) . . ?
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
B1 N3 1.544(2) . ?
B1 N1 1.544(2) . ?
B1 N5 1.550(2) . ?
C1 C2 1.500(2) . ?
C2 N1 1.348(2) . ?
C2 C3 1.375(2) . ?
C3 C4 1.393(2) . ?
C4 N2 1.342(2) . ?
C4 C5 1.474(2) . ?
C5 C6 1.395(2) . ?
C5 C10 1.398(2) . ?
C6 C7 1.385(3) . ?
C7 C8 1.382(3) . ?
C8 C9 1.385(3) . ?
C9 C10 1.387(3) . ?
C11 C12 1.496(2) . ?
C12 N3 1.356(2) . ?
C12 C13 1.374(2) . ?
C13 C14 1.400(2) . ?
C14 N4 1.343(2) . ?
C14 C15 1.478(2) . ?
C15 C16 1.392(2) . ?
C15 C20 1.396(2) . ?
C16 C17 1.393(2) . ?
C17 C18 1.387(3) . ?
C18 C19 1.377(3) . ?
C19 C20 1.387(3) . ?
C21 C22 1.493(2) . ?
C22 N5 1.349(2) . ?
C22 C23 1.376(2) . ?
C23 C24 1.398(2) . ?
C24 N6 1.335(2) . ?
C24 C25 1.474(2) . ?
C25 C30 1.389(2) . ?
C25 C26 1.391(2) . ?
C26 C27 1.382(3) . ?
C27 C28 1.374(3) . ?
C28 C29 1.379(3) . ?
C29 C30 1.388(3) . ?
C31 O1 1.3065(19) . ?
C31 C32 1.416(2) . ?
C31 C36 1.422(2) . ?
C32 C33 1.376(3) . ?
C33 C34 1.398(3) . ?
C34 C35 1.371(3) . ?
C35 C36 1.411(2) . ?
C36 C37 1.461(2) . ?
C37 O2 1.2279(19) . ?
C37 O3 1.3386(19) . ?
C38 O3 1.446(2) . ?
N1 N2 1.3733(18) . ?
N2 Zn1 2.0339(13) . ?
N3 N4 1.3742(17) . ?
N4 Zn1 2.2808(13) . ?
N5 N6 1.3747(17) . ?
N6 Zn1 2.0214(13) . ?
O1 Zn1 1.8916(11) . ?
O2 Zn1 2.1759(11) . ?
