#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:38:59 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179149 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/10/4311003.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_4311003
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            'C37 H34 B N7 O2 Zn'
_chemical_formula_weight         684.89
_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                94.8840(10)
_cell_angle_beta                 111.0040(10)
_cell_angle_gamma                112.9720(10)
_cell_formula_units_Z            2
_cell_length_a                   11.7605(8)
_cell_length_b                   12.2087(9)
_cell_length_c                   15.0694(11)
_cell_measurement_temperature    100(2)
_cell_volume                     1794.9(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_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  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_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            15912
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         1.50
_exptl_absorpt_coefficient_mu    0.726
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     458
_refine_ls_number_reflns         7982
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0546P)²+0.2328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0890
_refine_ls_wR_factor_ref         0.0907
_reflns_number_gt                7259
_reflns_number_total             7982
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035388osi20031202_080157_4.cif
_cod_data_source_block
'[Zn(hydrotris(5,3-Methylphenylpyrazolyl)borate)(salicylamide)]'
_cod_database_code               4311003
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
C4 C 1.11414(14) 0.69988(12) 0.53491(10) 0.0209(3) Uani 1 1 d . . .
C2 C 0.98647(14) 0.68664(12) 0.38059(10) 0.0213(3) Uani 1 1 d . . .
C12 C 0.55434(14) 0.47814(13) 0.35046(10) 0.0210(3) Uani 1 1 d . . .
C3 C 1.11345(14) 0.69878(13) 0.44200(11) 0.0228(3) Uani 1 1 d . . .
H3 H 1.1853 0.7051 0.4245 0.027 Uiso 1 1 calc R . .
C14 C 0.60408(13) 0.41833(12) 0.48867(10) 0.0193(3) Uani 1 1 d . . .
C13 C 0.50517(14) 0.38478(13) 0.39187(11) 0.0221(3) Uani 1 1 d . . .
H13 H 0.4208 0.3119 0.3609 0.026 Uiso 1 1 calc R . .
C31 C 1.08287(14) 0.75795(13) 0.81208(10) 0.0218(3) Uani 1 1 d . . .
C1 C 0.92746(16) 0.67866(15) 0.27309(11) 0.0274(3) Uani 1 1 d . . .
H1A H 0.8374 0.6070 0.2400 0.041 Uiso 1 1 calc R . .
H1B H 0.9879 0.6700 0.2451 0.041 Uiso 1 1 calc R . .
H1C H 0.9183 0.7538 0.2636 0.041 Uiso 1 1 calc R . .
C5 C 1.22708(14) 0.71813(12) 0.62891(10) 0.0208(3) Uani 1 1 d . . .
C15 C 0.60279(14) 0.34495(13) 0.56100(10) 0.0204(3) Uani 1 1 d . . .
C11 C 0.49303(15) 0.48801(15) 0.24748(10) 0.0259(3) Uani 1 1 d . . .
H11A H 0.4870 0.5659 0.2492 0.039 Uiso 1 1 calc R . .
H11B H 0.4014 0.4190 0.2113 0.039 Uiso 1 1 calc R . .
H11C H 0.5506 0.4856 0.2145 0.039 Uiso 1 1 calc R . .
C22 C 0.80301(15) 0.90476(14) 0.46708(12) 0.0257(3) Uani 1 1 d . . .
C24 C 0.83109(14) 0.90234(13) 0.62087(11) 0.0239(3) Uani 1 1 d . . .
C10 C 1.35645(15) 0.81547(14) 0.65559(12) 0.0262(3) Uani 1 1 d . . .
H10 H 1.3709 0.8659 0.6122 0.031 Uiso 1 1 calc R . .
C6 C 1.20785(15) 0.64432(13) 0.69272(11) 0.0247(3) Uani 1 1 d . . .
H6 H 1.1210 0.5768 0.6748 0.030 Uiso 1 1 calc R . .
C16 C 0.67698(15) 0.39748(14) 0.66246(11) 0.0252(3) Uani 1 1 d . . .
H16 H 0.7283 0.4845 0.6871 0.030 Uiso 1 1 calc R . .
C20 C 0.52630(15) 0.21690(14) 0.52718(12) 0.0263(3) Uani 1 1 d . . .
H20 H 0.4731 0.1796 0.4585 0.032 Uiso 1 1 calc R . .
C18 C 0.60279(17) 0.19646(16) 0.69288(13) 0.0340(4) Uani 1 1 d . . .
H18 H 0.6043 0.1460 0.7375 0.041 Uiso 1 1 calc R . .
C19 C 0.52705(17) 0.14356(15) 0.59263(13) 0.0325(3) Uani 1 1 d . . .
H19 H 0.4753 0.0565 0.5685 0.039 Uiso 1 1 calc R . .
C9 C 1.46394(16) 0.83879(14) 0.74512(12) 0.0308(3) Uani 1 1 d . . .
H9 H 1.5516 0.9048 0.7627 0.037 Uiso 1 1 calc R . .
C23 C 0.82125(16) 0.97349(14) 0.55301(12) 0.0281(3) Uani 1 1 d . . .
H23 H 0.8262 1.0533 0.5640 0.034 Uiso 1 1 calc R . .
C25 C 0.83927(14) 0.92934(14) 0.72080(11) 0.0264(3) Uani 1 1 d . . .
C7 C 1.31544(17) 0.66915(15) 0.78265(12) 0.0293(3) Uani 1 1 d . . .
H7 H 1.3013 0.6195 0.8266 0.035 Uiso 1 1 calc R . .
C8 C 1.44328(16) 0.76591(15) 0.80860(12) 0.0314(3) Uani 1 1 d . . .
H8 H 1.5166 0.7821 0.8700 0.038 Uiso 1 1 calc R . .
C30 C 0.84325(17) 1.04041(15) 0.75806(14) 0.0353(4) Uani 1 1 d . . .
H30 H 0.8421 1.0975 0.7191 0.042 Uiso 1 1 calc R . .
C26 C 0.83789(15) 0.84620(15) 0.77855(11) 0.0286(3) Uani 1 1 d . . .
H26 H 0.8334 0.7696 0.7540 0.034 Uiso 1 1 calc R . .
C32 C 1.14199(15) 0.86685(14) 0.78684(11) 0.0279(3) Uani 1 1 d . . .
H32 H 1.0990 0.8729 0.7220 0.033 Uiso 1 1 calc R . .
C36 C 1.14731(16) 0.75282(14) 0.90952(10) 0.0264(3) Uani 1 1 d . . .
C27 C 0.84298(17) 0.87372(18) 0.87169(12) 0.0351(4) Uani 1 1 d . . .
H27 H 0.8422 0.8161 0.9103 0.042 Uiso 1 1 calc R . .
C17 C 0.67644(17) 0.32357(16) 0.72773(12) 0.0315(3) Uani 1 1 d . . .
H17 H 0.7268 0.3604 0.7966 0.038 Uiso 1 1 calc R . .
C35 C 1.26891(17) 0.85457(15) 0.97562(11) 0.0311(3) Uani 1 1 d . . .
H35 H 1.3132 0.8502 1.0408 0.037 Uiso 1 1 calc R . .
C34 C 1.32615(16) 0.96055(15) 0.94912(11) 0.0291(3) Uani 1 1 d . . .
H34 H 1.4084 1.0287 0.9952 0.035 Uiso 1 1 calc R . .
C33 C 1.26154(16) 0.96604(15) 0.85387(12) 0.0309(3) Uani 1 1 d . . .
H33 H 1.2998 1.0387 0.8344 0.037 Uiso 1 1 calc R . .
C37 C 1.0932(2) 0.64524(16) 0.94786(12) 0.0450(5) Uani 1 1 d . . .
C28 C 0.84918(17) 0.98480(18) 0.90840(13) 0.0402(4) Uani 1 1 d . . .
H28 H 0.8536 1.0039 0.9724 0.048 Uiso 1 1 calc R . .
C29 C 0.84887(18) 1.06807(17) 0.85119(14) 0.0414(4) Uani 1 1 d . . .
H29 H 0.8525 1.1442 0.8759 0.050 Uiso 1 1 calc R . .
N1 N 0.99402(12) 0.68855(11) 0.53065(8) 0.0207(2) Uani 1 1 d . . .
N5 N 0.82223(12) 0.79564(11) 0.57824(9) 0.0219(2) Uani 1 1 d . . .
N3 N 0.70872(11) 0.52816(10) 0.50574(8) 0.0191(2) Uani 1 1 d . . .
N2 N 0.91634(12) 0.68118(11) 0.43521(8) 0.0202(2) Uani 1 1 d . . .
N6 N 0.80248(12) 0.79752(11) 0.48293(9) 0.0216(2) Uani 1 1 d . . .
N4 N 0.67660(11) 0.56501(11) 0.41982(8) 0.0194(2) Uani 1 1 d . . .
O2 O 1.1810(14) 0.6399(11) 1.0282(8) 0.047(3) Uani 0.33(3) 1 d P . .
O2' O 1.1284(13) 0.6575(3) 1.0397(2) 0.057(3) Uani 0.67(3) 1 d P . .
O1 O 0.96768(10) 0.66126(9) 0.74535(7) 0.0237(2) Uani 1 1 d . . .
N7 N 0.99084(18) 0.54088(15) 0.88429(11) 0.0434(4) Uani 1 1 d . . .
Zn1 Zn 0.884917(15) 0.662580(14) 0.612560(10) 0.01900(6) Uani 1 1 d . . .
B1 B 0.77785(16) 0.68428(15) 0.40932(11) 0.0211(3) Uani 1 1 d . . .
C21 C 0.78457(19) 0.93518(16) 0.37088(13) 0.0343(4) Uani 1 1 d . . .
H21A H 0.8560 0.9322 0.3532 0.052 Uiso 1 1 calc R . .
H21B H 0.7909 1.0181 0.3762 0.052 Uiso 1 1 calc R . .
H21C H 0.6947 0.8752 0.3200 0.052 Uiso 1 1 calc R . .
H1 H 0.7396(17) 0.6956(15) 0.3366(13) 0.024(4) Uiso 1 1 d . . .
H7A H 0.960(2) 0.484(2) 0.9054(18) 0.052(7) Uiso 1 1 d . . .
H7B H 0.960(2) 0.548(2) 0.8278(18) 0.048(6) 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'
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
N1 C4 C3 109.67(12) . . ?
N1 C4 C5 121.54(13) . . ?
C3 C4 C5 128.69(13) . . ?
N2 C2 C3 107.62(12) . . ?
N2 C2 C1 122.48(13) . . ?
C3 C2 C1 129.90(13) . . ?
N4 C12 C13 107.82(12) . . ?
N4 C12 C11 122.96(13) . . ?
C13 C12 C11 129.20(13) . . ?
C2 C3 C4 105.92(12) . . ?
N3 C14 C13 109.39(12) . . ?
N3 C14 C15 123.37(12) . . ?
C13 C14 C15 127.14(13) . . ?
C12 C13 C14 106.39(12) . . ?
O1 C31 C32 120.84(13) . . ?
O1 C31 C36 121.25(13) . . ?
C32 C31 C36 117.91(13) . . ?
C6 C5 C10 119.13(13) . . ?
C6 C5 C4 122.20(13) . . ?
C10 C5 C4 118.65(13) . . ?
C16 C15 C20 118.33(13) . . ?
C16 C15 C14 122.83(13) . . ?
C20 C15 C14 118.84(13) . . ?
N6 C22 C23 107.76(13) . . ?
N6 C22 C21 123.05(14) . . ?
C23 C22 C21 129.19(14) . . ?
N5 C24 C23 109.05(13) . . ?
N5 C24 C25 122.89(13) . . ?
C23 C24 C25 127.91(14) . . ?
C9 C10 C5 120.43(15) . . ?
C7 C6 C5 120.09(14) . . ?
C17 C16 C15 120.59(14) . . ?
C19 C20 C15 120.80(15) . . ?
C19 C18 C17 119.51(15) . . ?
C18 C19 C20 120.36(15) . . ?
C8 C9 C10 119.98(15) . . ?
C22 C23 C24 106.41(13) . . ?
C26 C25 C30 118.35(15) . . ?
C26 C25 C24 122.41(14) . . ?
C30 C25 C24 119.19(15) . . ?
C8 C7 C6 120.41(15) . . ?
C9 C8 C7 119.95(14) . . ?
C29 C30 C25 120.77(18) . . ?
C27 C26 C25 120.85(16) . . ?
C33 C32 C31 121.58(14) . . ?
C35 C36 C31 119.17(14) . . ?
C35 C36 C37 116.97(14) . . ?
C31 C36 C37 123.85(14) . . ?
C28 C27 C26 120.24(17) . . ?
C18 C17 C16 120.38(15) . . ?
C34 C35 C36 122.03(14) . . ?
C35 C34 C33 118.67(14) . . ?
C32 C33 C34 120.62(15) . . ?
O2' C37 O2 36.0(4) . . ?
O2' C37 N7 119.8(3) . . ?
O2 C37 N7 118.8(5) . . ?
O2' C37 C36 120.8(2) . . ?
O2 C37 C36 115.7(4) . . ?
N7 C37 C36 118.49(15) . . ?
C27 C28 C29 119.60(16) . . ?
C30 C29 C28 120.16(17) . . ?
C4 N1 N2 106.72(11) . . ?
C4 N1 Zn1 141.54(10) . . ?
N2 N1 Zn1 111.37(8) . . ?
C24 N5 N6 106.74(11) . . ?
C24 N5 Zn1 141.28(10) . . ?
N6 N5 Zn1 108.14(8) . . ?
C14 N3 N4 106.64(11) . . ?
C14 N3 Zn1 143.12(10) . . ?
N4 N3 Zn1 109.96(8) . . ?
C2 N2 N1 110.07(11) . . ?
C2 N2 B1 130.28(12) . . ?
N1 N2 B1 119.16(11) . . ?
C22 N6 N5 110.01(12) . . ?
C22 N6 B1 129.06(12) . . ?
N5 N6 B1 120.88(11) . . ?
C12 N4 N3 109.74(11) . . ?
C12 N4 B1 128.55(12) . . ?
N3 N4 B1 121.52(11) . . ?
O2' O2 C37 69.6(9) . . ?
O2 O2' C37 74.4(6) . . ?
C31 O1 Zn1 122.03(9) . . ?
O1 Zn1 N3 126.57(4) . . ?
O1 Zn1 N1 119.27(5) . . ?
N3 Zn1 N1 95.85(5) . . ?
O1 Zn1 N5 120.33(5) . . ?
N3 Zn1 N5 91.69(5) . . ?
N1 Zn1 N5 95.71(5) . . ?
N4 B1 N2 109.32(11) . . ?
N4 B1 N6 109.44(11) . . ?
N2 B1 N6 108.19(11) . . ?
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
C4 N1 1.3416(18) . ?
C4 C3 1.396(2) . ?
C4 C5 1.4788(19) . ?
C2 N2 1.3473(18) . ?
C2 C3 1.386(2) . ?
C2 C1 1.4932(19) . ?
C12 N4 1.3522(17) . ?
C12 C13 1.374(2) . ?
C12 C11 1.4966(19) . ?
C14 N3 1.3435(18) . ?
C14 C13 1.3995(19) . ?
C14 C15 1.4691(19) . ?
C31 O1 1.3465(17) . ?
C31 C32 1.396(2) . ?
C31 C36 1.410(2) . ?
C5 C6 1.390(2) . ?
C5 C10 1.399(2) . ?
C15 C16 1.396(2) . ?
C15 C20 1.397(2) . ?
C22 N6 1.3487(18) . ?
C22 C23 1.379(2) . ?
C22 C21 1.488(2) . ?
C24 N5 1.3506(19) . ?
C24 C23 1.400(2) . ?
C24 C25 1.474(2) . ?
C10 C9 1.389(2) . ?
C6 C7 1.390(2) . ?
C16 C17 1.390(2) . ?
C20 C19 1.387(2) . ?
C18 C19 1.383(3) . ?
C18 C17 1.386(2) . ?
C9 C8 1.382(2) . ?
C25 C26 1.391(2) . ?
C25 C30 1.399(2) . ?
C7 C8 1.387(2) . ?
C30 C29 1.387(3) . ?
C26 C27 1.389(2) . ?
C32 C33 1.381(2) . ?
C36 C35 1.401(2) . ?
C36 C37 1.485(2) . ?
C27 C28 1.384(3) . ?
C35 C34 1.374(2) . ?
C34 C33 1.384(2) . ?
C37 O2' 1.270(4) . ?
C37 O2 1.306(8) . ?
C37 N7 1.326(2) . ?
C28 C29 1.388(3) . ?
N1 N2 1.3724(16) . ?
N1 Zn1 2.0384(12) . ?
N5 N6 1.3741(16) . ?
N5 Zn1 2.0626(12) . ?
N3 N4 1.3794(15) . ?
N3 Zn1 2.0206(11) . ?
N2 B1 1.5497(19) . ?
N6 B1 1.556(2) . ?
N4 B1 1.5440(19) . ?
O2 O2' 0.796(9) . ?
O1 Zn1 1.8903(10) . ?
