#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:38:59 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179149 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/10/4311001.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_4311001
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            'C36 H34 B F3 N6 O3 Zn'
_chemical_formula_weight         731.87
_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                91.6780(10)
_cell_angle_beta                 94.6730(10)
_cell_angle_gamma                95.5250(10)
_cell_formula_units_Z            2
_cell_length_a                   11.8958(7)
_cell_length_b                   11.9100(7)
_cell_length_c                   12.2087(7)
_cell_measurement_temperature    100(2)
_cell_volume                     1714.76(17)
_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 0.958
_diffrn_measured_fraction_theta_max 0.958
_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  0.0120
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10886
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.778
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.796
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         7558
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0638P)²+0.0375P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1033
_reflns_number_gt                6611
_reflns_number_total             7558
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035388osi20031202_080157_2.cif
_cod_data_source_block
'[Zn(hydrotris(5,3-Methylphenylpyrazolyl)borate)...]'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               4311001
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
B1 B 0.60937(18) 0.75182(19) 0.46374(17) 0.0222(4) Uani 1 1 d . . .
C1 C 0.7606(2) 0.64976(18) 0.29036(15) 0.0323(5) Uani 1 1 d . . .
H1A H 0.6846 0.6107 0.2724 0.048 Uiso 1 1 calc R . .
H1B H 0.8161 0.6098 0.2537 0.048 Uiso 1 1 calc R . .
H1C H 0.7623 0.7273 0.2652 0.048 Uiso 1 1 calc R . .
C2 C 0.78890(16) 0.65199(15) 0.41219(14) 0.0226(4) Uani 1 1 d . . .
C3 C 0.88107(16) 0.61673(15) 0.47201(15) 0.0236(4) Uani 1 1 d . . .
H3 H 0.9418 0.5816 0.4442 0.028 Uiso 1 1 calc R . .
C4 C 0.86714(15) 0.64311(14) 0.58215(14) 0.0187(4) Uani 1 1 d . . .
C5 C 0.93993(15) 0.62672(15) 0.68280(15) 0.0206(4) Uani 1 1 d . . .
C6 C 0.89264(17) 0.59840(16) 0.77980(15) 0.0245(4) Uani 1 1 d . . .
H6 H 0.8127 0.5855 0.7807 0.029 Uiso 1 1 calc R . .
C7 C 0.96227(18) 0.58884(18) 0.87578(16) 0.0307(5) Uani 1 1 d . . .
H7 H 0.9297 0.5694 0.9420 0.037 Uiso 1 1 calc R . .
C8 C 1.07868(19) 0.60751(19) 0.87489(17) 0.0342(5) Uani 1 1 d . . .
H8 H 1.1260 0.6016 0.9406 0.041 Uiso 1 1 calc R . .
C9 C 1.12613(18) 0.63488(19) 0.77801(18) 0.0348(5) Uani 1 1 d . . .
H9 H 1.2061 0.6479 0.7773 0.042 Uiso 1 1 calc R . .
C10 C 1.05726(17) 0.64333(17) 0.68227(16) 0.0276(4) Uani 1 1 d . . .
H10 H 1.0903 0.6606 0.6157 0.033 Uiso 1 1 calc R . .
C11 C 0.55847(18) 0.94126(19) 0.29802(15) 0.0319(5) Uani 1 1 d . . .
H11A H 0.6089 0.9018 0.2541 0.048 Uiso 1 1 calc R . .
H11B H 0.5441 1.0128 0.2645 0.048 Uiso 1 1 calc R . .
H11C H 0.4866 0.8941 0.3007 0.048 Uiso 1 1 calc R . .
C12 C 0.61301(15) 0.96410(17) 0.41187(15) 0.0232(4) Uani 1 1 d . . .
C13 C 0.65358(16) 1.06580(16) 0.46500(15) 0.0251(4) Uani 1 1 d . . .
H13 H 0.6512 1.1390 0.4366 0.030 Uiso 1 1 calc R . .
C14 C 0.69865(15) 1.03876(15) 0.56891(15) 0.0214(4) Uani 1 1 d . . .
C15 C 0.75605(16) 1.11605(15) 0.65697(16) 0.0231(4) Uani 1 1 d . . .
C16 C 0.75560(17) 1.09175(16) 0.76823(16) 0.0260(4) Uani 1 1 d . . .
H16 H 0.7149 1.0243 0.7893 0.031 Uiso 1 1 calc R . .
C17 C 0.81393(18) 1.16513(18) 0.84801(18) 0.0328(5) Uani 1 1 d . . .
H17 H 0.8139 1.1474 0.9234 0.039 Uiso 1 1 calc R . .
C18 C 0.87225(19) 1.26415(19) 0.8181(2) 0.0388(5) Uani 1 1 d . . .
H18 H 0.9122 1.3143 0.8731 0.047 Uiso 1 1 calc R . .
C19 C 0.87257(19) 1.28999(18) 0.7100(2) 0.0399(5) Uani 1 1 d . . .
H19 H 0.9122 1.3585 0.6901 0.048 Uiso 1 1 calc R . .
C20 C 0.81526(18) 1.21681(17) 0.62868(18) 0.0323(5) Uani 1 1 d . . .
H20 H 0.8163 1.2353 0.5536 0.039 Uiso 1 1 calc R . .
C21 C 0.38710(17) 0.58726(17) 0.41736(17) 0.0289(4) Uani 1 1 d . . .
H21A H 0.3747 0.6491 0.3680 0.043 Uiso 1 1 calc R . .
H21B H 0.3152 0.5409 0.4228 0.043 Uiso 1 1 calc R . .
H21C H 0.4421 0.5406 0.3882 0.043 Uiso 1 1 calc R . .
C22 C 0.43196(15) 0.63500(15) 0.52933(16) 0.0239(4) Uani 1 1 d . . .
C23 C 0.38878(16) 0.61716(16) 0.62944(17) 0.0261(4) Uani 1 1 d . . .
H23 H 0.3215 0.5717 0.6427 0.031 Uiso 1 1 calc R . .
C24 C 0.46421(15) 0.67970(16) 0.70777(16) 0.0230(4) Uani 1 1 d . . .
C25 C 0.45382(15) 0.69008(17) 0.82759(16) 0.0255(4) Uani 1 1 d . . .
C26 C 0.4753(2) 0.79268(19) 0.88639(18) 0.0377(5) Uani 1 1 d . . .
H26 H 0.5021 0.8581 0.8499 0.045 Uiso 1 1 calc R . .
C27 C 0.4582(2) 0.8015(2) 0.9976(2) 0.0480(6) Uani 1 1 d . . .
H27 H 0.4741 0.8722 1.0367 0.058 Uiso 1 1 calc R . .
C28 C 0.4178(2) 0.7068(2) 1.0510(2) 0.0449(6) Uani 1 1 d . . .
H28 H 0.4032 0.7126 1.1262 0.054 Uiso 1 1 calc R . .
C29 C 0.39910(19) 0.6045(2) 0.99445(19) 0.0434(6) Uani 1 1 d . . .
H29 H 0.3733 0.5391 1.0315 0.052 Uiso 1 1 calc R . .
C30 C 0.41740(18) 0.59548(19) 0.88398(18) 0.0348(5) Uani 1 1 d . . .
H30 H 0.4049 0.5238 0.8464 0.042 Uiso 1 1 calc R . .
C31 C 1.0785(2) 1.06121(19) 0.63465(18) 0.0402(5) Uani 1 1 d . . .
H31A H 0.9967 1.0558 0.6148 0.060 Uiso 1 1 calc R . .
H31B H 1.1189 1.0723 0.5684 0.060 Uiso 1 1 calc R . .
H31C H 1.1003 1.1253 0.6867 0.060 Uiso 1 1 calc R . .
C32 C 1.10869(18) 0.9549(2) 0.68652(19) 0.0396(5) Uani 1 1 d . . .
H32A H 1.0783 0.8898 0.6370 0.048 Uiso 1 1 calc R . .
H32B H 1.1922 0.9556 0.6950 0.048 Uiso 1 1 calc R . .
C33 C 0.95540(16) 0.90054(16) 0.79353(16) 0.0238(4) Uani 1 1 d . . .
C34 C 0.92174(18) 0.87959(16) 0.90201(15) 0.0275(4) Uani 1 1 d . . .
H34 H 0.9753 0.8970 0.9637 0.033 Uiso 1 1 calc R . .
C35 C 0.81587(18) 0.83586(17) 0.91834(15) 0.0275(4) Uani 1 1 d . . .
C36 C 0.7910(2) 0.8073(2) 1.03467(17) 0.0421(6) Uani 1 1 d . . .
F1 F 0.73890(15) 0.70262(14) 1.03759(11) 0.0610(5) Uani 1 1 d . . .
F2 F 0.72274(15) 0.87610(15) 1.07559(11) 0.0642(5) Uani 1 1 d . . .
F3 F 0.88371(13) 0.81257(14) 1.10542(10) 0.0569(4) Uani 1 1 d . . .
H1 H 0.5754(17) 0.7369(17) 0.3791(16) 0.024(5) Uiso 1 1 d . . .
N1 N 0.72210(13) 0.69605(12) 0.48314(11) 0.0193(3) Uani 1 1 d . . .
N2 N 0.77066(12) 0.69115(12) 0.58853(11) 0.0183(3) Uani 1 1 d . . .
N3 N 0.63303(12) 0.88083(13) 0.48178(12) 0.0200(3) Uani 1 1 d . . .
N4 N 0.68531(12) 0.92678(13) 0.57955(12) 0.0195(3) Uani 1 1 d . . .
N5 N 0.52772(13) 0.70561(13) 0.54751(13) 0.0224(3) Uani 1 1 d . . .
N6 N 0.54912(13) 0.73364(13) 0.65773(12) 0.0218(3) Uani 1 1 d . . .
O1 O 0.72752(11) 0.81115(12) 0.85002(10) 0.0267(3) Uani 1 1 d . . .
O2 O 0.89452(10) 0.88371(11) 0.70735(10) 0.0215(3) Uani 1 1 d . . .
O3 O 1.06468(12) 0.93986(13) 0.79385(12) 0.0349(3) Uani 1 1 d . . .
Zn1 Zn 0.722050(16) 0.810572(17) 0.692233(15) 0.01761(8) 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'
F F 0.0171 0.0103 '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 N5 109.23(15) . . ?
N3 B1 N1 109.65(15) . . ?
N5 B1 N1 108.30(15) . . ?
N1 C2 C3 108.13(16) . . ?
N1 C2 C1 121.91(17) . . ?
C3 C2 C1 129.94(18) . . ?
C2 C3 C4 105.95(16) . . ?
N2 C4 C3 109.42(16) . . ?
N2 C4 C5 120.15(15) . . ?
C3 C4 C5 130.42(16) . . ?
C6 C5 C10 119.30(17) . . ?
C6 C5 C4 120.65(17) . . ?
C10 C5 C4 120.01(17) . . ?
C5 C6 C7 120.11(19) . . ?
C8 C7 C6 120.16(19) . . ?
C7 C8 C9 119.85(19) . . ?
C10 C9 C8 120.1(2) . . ?
C9 C10 C5 120.42(19) . . ?
N3 C12 C13 107.81(16) . . ?
N3 C12 C11 122.64(18) . . ?
C13 C12 C11 129.54(18) . . ?
C12 C13 C14 105.85(16) . . ?
N4 C14 C13 109.85(16) . . ?
N4 C14 C15 122.13(17) . . ?
C13 C14 C15 128.00(17) . . ?
C16 C15 C20 118.38(18) . . ?
C16 C15 C14 122.53(17) . . ?
C20 C15 C14 119.09(18) . . ?
C17 C16 C15 120.5(2) . . ?
C18 C17 C16 120.1(2) . . ?
C19 C18 C17 120.2(2) . . ?
C18 C19 C20 120.5(2) . . ?
C19 C20 C15 120.3(2) . . ?
N5 C22 C23 107.56(17) . . ?
N5 C22 C21 123.26(18) . . ?
C23 C22 C21 129.18(18) . . ?
C22 C23 C24 106.08(17) . . ?
N6 C24 C23 109.67(17) . . ?
N6 C24 C25 123.42(17) . . ?
C23 C24 C25 126.89(17) . . ?
C30 C25 C26 117.92(19) . . ?
C30 C25 C24 119.64(19) . . ?
C26 C25 C24 122.40(18) . . ?
C25 C26 C27 121.3(2) . . ?
C28 C27 C26 119.6(2) . . ?
C29 C28 C27 119.5(2) . . ?
C28 C29 C30 120.8(2) . . ?
C29 C30 C25 120.7(2) . . ?
O3 C32 C31 112.99(18) . . ?
O2 C33 O3 121.38(18) . . ?
O2 C33 C34 125.93(18) . . ?
O3 C33 C34 112.68(16) . . ?
C35 C34 C33 121.51(17) . . ?
O1 C35 C34 130.98(18) . . ?
O1 C35 C36 111.27(18) . . ?
C34 C35 C36 117.74(18) . . ?
F2 C36 F3 106.52(19) . . ?
F2 C36 F1 106.5(2) . . ?
F3 C36 F1 106.9(2) . . ?
F2 C36 C35 111.8(2) . . ?
F3 C36 C35 113.7(2) . . ?
F1 C36 C35 110.97(17) . . ?
C2 N1 N2 109.41(14) . . ?
C2 N1 B1 131.52(15) . . ?
N2 N1 B1 119.02(14) . . ?
C4 N2 N1 107.09(14) . . ?
C4 N2 Zn1 133.24(12) . . ?
N1 N2 Zn1 112.77(11) . . ?
C12 N3 N4 109.67(15) . . ?
C12 N3 B1 129.74(15) . . ?
N4 N3 B1 120.56(14) . . ?
C14 N4 N3 106.81(14) . . ?
C14 N4 Zn1 139.27(13) . . ?
N3 N4 Zn1 113.89(11) . . ?
C22 N5 N6 110.45(15) . . ?
C22 N5 B1 128.73(16) . . ?
N6 N5 B1 120.81(15) . . ?
C24 N6 N5 106.24(15) . . ?
C24 N6 Zn1 141.01(13) . . ?
N5 N6 Zn1 110.24(11) . . ?
C35 O1 Zn1 126.82(13) . . ?
C33 O2 Zn1 125.84(13) . . ?
C33 O3 C32 116.44(16) . . ?
O1 Zn1 N4 133.32(6) . . ?
O1 Zn1 N2 128.01(6) . . ?
N4 Zn1 N2 98.39(6) . . ?
O1 Zn1 O2 88.39(5) . . ?
N4 Zn1 O2 88.91(6) . . ?
N2 Zn1 O2 87.51(5) . . ?
O1 Zn1 N6 97.81(6) . . ?
N4 Zn1 N6 87.66(6) . . ?
N2 Zn1 N6 87.76(6) . . ?
O2 Zn1 N6 173.70(5) . . ?
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 1.541(3) . ?
B1 N5 1.544(3) . ?
B1 N1 1.557(3) . ?
C1 C2 1.497(2) . ?
C2 N1 1.350(2) . ?
C2 C3 1.374(3) . ?
C3 C4 1.399(2) . ?
C4 N2 1.338(2) . ?
C4 C5 1.473(2) . ?
C5 C6 1.389(3) . ?
C5 C10 1.391(3) . ?
C6 C7 1.393(3) . ?
C7 C8 1.382(3) . ?
C8 C9 1.386(3) . ?
C9 C10 1.384(3) . ?
C11 C12 1.491(2) . ?
C12 N3 1.353(2) . ?
C12 C13 1.382(3) . ?
C13 C14 1.395(3) . ?
C14 N4 1.339(2) . ?
C14 C15 1.473(3) . ?
C15 C16 1.397(3) . ?
C15 C20 1.399(3) . ?
C16 C17 1.385(3) . ?
C17 C18 1.383(3) . ?
C18 C19 1.364(3) . ?
C19 C20 1.391(3) . ?
C21 C22 1.501(3) . ?
C22 N5 1.348(2) . ?
C22 C23 1.378(3) . ?
C23 C24 1.402(3) . ?
C24 N6 1.343(2) . ?
C24 C25 1.481(3) . ?
C25 C30 1.390(3) . ?
C25 C26 1.390(3) . ?
C26 C27 1.392(3) . ?
C27 C28 1.384(4) . ?
C28 C29 1.373(4) . ?
C29 C30 1.386(3) . ?
C31 C32 1.494(3) . ?
C32 O3 1.460(3) . ?
C33 O2 1.228(2) . ?
C33 O3 1.338(2) . ?
C33 C34 1.436(3) . ?
C34 C35 1.348(3) . ?
C35 O1 1.292(2) . ?
C35 C36 1.516(3) . ?
C36 F2 1.323(3) . ?
C36 F3 1.340(3) . ?
C36 F1 1.340(3) . ?
N1 N2 1.3720(19) . ?
N2 Zn1 2.0328(14) . ?
N3 N4 1.3734(19) . ?
N4 Zn1 2.0320(15) . ?
N5 N6 1.374(2) . ?
N6 Zn1 2.1731(15) . ?
O1 Zn1 1.9220(13) . ?
O2 Zn1 2.1418(13) . ?
