#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/61/4306188.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_4306188
loop_
_publ_author_name
'Huaibo Ma'
'Swarup Chattopadhyay'
'Jeffrey L. Petersen'
'Michael P. Jensen'
_publ_section_title
;
Harnessing Scorpionate Ligand Equilibria for Modeling Reduced Nickel
Superoxide Dismutase Intermediates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7966
_journal_page_last               7968
_journal_paper_doi               10.1021/ic801099r
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C36 H37.5 B N7.5 Ni O S2'
_chemical_formula_weight         724.88
_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                 114.995(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1934(6)
_cell_length_b                   24.2633(13)
_cell_length_c                   13.8899(7)
_cell_measurement_reflns_used    8374
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.33
_cell_volume                     3724.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0378
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24968
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1516
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         8388
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0654P)²+1.1381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1278
_reflns_number_gt                6939
_reflns_number_total             8388
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801099r_si_003.cif
_cod_data_source_block           mj7ccd
_cod_original_formula_sum        'C36 H37.50 B N7.50 Ni O S2'
_cod_database_code               4306188
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
Ni1 Ni 0.17772(2) 0.107155(10) 0.329724(19) 0.03649(9) Uani 1 1 d . . .
S1 S -0.02321(5) 0.07550(2) 0.22031(5) 0.05254(15) Uani 1 1 d . . .
S2 S 0.09582(5) 0.17347(3) 0.19128(5) 0.05637(17) Uani 1 1 d . . .
O1 O -0.13406(14) 0.14736(8) 0.07464(14) 0.0608(4) Uani 1 1 d . . .
N1 N 0.15392(14) 0.13402(7) 0.45971(13) 0.0393(3) Uani 1 1 d . . .
N2 N 0.24734(15) 0.12140(7) 0.55606(13) 0.0416(4) Uani 1 1 d . . .
N3 N 0.25083(14) 0.03446(7) 0.40279(13) 0.0400(3) Uani 1 1 d . . .
N4 N 0.33638(15) 0.03893(7) 0.50532(13) 0.0408(4) Uani 1 1 d . . .
N5 N 0.35275(14) 0.13830(7) 0.38921(13) 0.0400(4) Uani 1 1 d . . .
N6 N 0.41382(14) 0.13403(7) 0.49743(13) 0.0407(4) Uani 1 1 d . . .
C1 C 0.06428(18) 0.15359(8) 0.48253(18) 0.0427(4) Uani 1 1 d . . .
C2 C 0.1006(2) 0.15335(11) 0.5916(2) 0.0547(6) Uani 1 1 d . . .
H2 H 0.0555 0.1650 0.6275 0.066 Uiso 1 1 calc R . .
C3 C 0.2164(2) 0.13255(10) 0.63625(17) 0.0498(5) Uani 1 1 d . . .
C4 C 0.23787(18) -0.01965(8) 0.37997(17) 0.0422(4) Uani 1 1 d . . .
C5 C 0.3140(2) -0.04943(9) 0.46843(19) 0.0496(5) Uani 1 1 d . . .
H5 H 0.3217 -0.0876 0.4740 0.060 Uiso 1 1 calc R . .
C6 C 0.37529(18) -0.01171(9) 0.54592(17) 0.0455(5) Uani 1 1 d . . .
C7 C 0.41584(17) 0.17414(8) 0.35835(18) 0.0426(4) Uani 1 1 d . . .
C8 C 0.51494(19) 0.19365(9) 0.4472(2) 0.0509(5) Uani 1 1 d . . .
H8 H 0.5720 0.2193 0.4478 0.061 Uiso 1 1 calc R . .
C9 C 0.51150(18) 0.16748(9) 0.53351(18) 0.0454(5) Uani 1 1 d . . .
C10 C 0.2977(3) 0.12128(15) 0.7510(2) 0.0757(8) Uani 1 1 d . . .
H10A H 0.3106 0.0823 0.7616 0.114 Uiso 1 1 calc R . .
H10B H 0.2603 0.1349 0.7949 0.114 Uiso 1 1 calc R . .
H10C H 0.3739 0.1395 0.7699 0.114 Uiso 1 1 calc R . .
C11 C -0.05511(19) 0.17120(9) 0.40074(18) 0.0462(5) Uani 1 1 d . . .
C12 C -0.0681(2) 0.21302(11) 0.3295(2) 0.0587(6) Uani 1 1 d . . .
H12 H 0.0001 0.2306 0.3305 0.070 Uiso 1 1 calc R . .
C13 C -0.1823(3) 0.22898(13) 0.2565(2) 0.0740(8) Uani 1 1 d . . .
H13 H -0.1902 0.2573 0.2088 0.089 Uiso 1 1 calc R . .
C14 C -0.2836(3) 0.20330(16) 0.2542(3) 0.0832(10) Uani 1 1 d . . .
H14 H -0.3599 0.2138 0.2044 0.100 Uiso 1 1 calc R . .
C15 C -0.2723(2) 0.16257(16) 0.3247(3) 0.0794(9) Uani 1 1 d . . .
H15 H -0.3412 0.1455 0.3234 0.095 Uiso 1 1 calc R . .
C16 C -0.1589(2) 0.14617(12) 0.3986(2) 0.0617(6) Uani 1 1 d . . .
H16 H -0.1522 0.1184 0.4469 0.074 Uiso 1 1 calc R . .
C17 C 0.4711(2) -0.02061(12) 0.6559(2) 0.0638(6) Uani 1 1 d . . .
H17A H 0.5391 0.0028 0.6677 0.096 Uiso 1 1 calc R . .
H17B H 0.4966 -0.0584 0.6642 0.096 Uiso 1 1 calc R . .
H17C H 0.4392 -0.0119 0.7066 0.096 Uiso 1 1 calc R . .
C18 C 0.1566(2) -0.04140(9) 0.27493(18) 0.0465(5) Uani 1 1 d . . .
C19 C 0.1682(3) -0.02599(12) 0.1836(2) 0.0623(6) Uani 1 1 d . . .
H19 H 0.2272 -0.0006 0.1879 0.075 Uiso 1 1 calc R . .
C20 C 0.0927(3) -0.04801(15) 0.0861(2) 0.0793(8) Uani 1 1 d . . .
H20 H 0.1012 -0.0374 0.0253 0.095 Uiso 1 1 calc R . .
C21 C 0.0054(3) -0.08532(16) 0.0790(3) 0.0857(10) Uani 1 1 d . . .
H21 H -0.0460 -0.0998 0.0133 0.103 Uiso 1 1 calc R . .
C22 C -0.0062(3) -0.10139(16) 0.1691(3) 0.0911(11) Uani 1 1 d . . .
H22 H -0.0652 -0.1269 0.1643 0.109 Uiso 1 1 calc R . .
C23 C 0.0693(3) -0.07989(13) 0.2666(2) 0.0728(8) Uani 1 1 d . . .
H23 H 0.0614 -0.0913 0.3272 0.087 Uiso 1 1 calc R . .
C24 C 0.5953(2) 0.17203(12) 0.6488(2) 0.0613(6) Uani 1 1 d . . .
H24A H 0.5492 0.1788 0.6891 0.092 Uiso 1 1 calc R . .
H24B H 0.6508 0.2019 0.6590 0.092 Uiso 1 1 calc R . .
H24C H 0.6397 0.1383 0.6723 0.092 Uiso 1 1 calc R . .
C25 C 0.38270(18) 0.18678(10) 0.24551(18) 0.0469(5) Uani 1 1 d . . .
C26 C 0.3847(2) 0.24133(12) 0.2145(2) 0.0646(7) Uani 1 1 d . . .
H26 H 0.4060 0.2694 0.2647 0.078 Uiso 1 1 calc R . .
C27 C 0.3550(3) 0.25367(16) 0.1093(3) 0.0821(10) Uani 1 1 d . . .
H27 H 0.3536 0.2902 0.0887 0.098 Uiso 1 1 calc R . .
C28 C 0.3277(3) 0.21295(19) 0.0357(3) 0.0895(11) Uani 1 1 d . . .
H28 H 0.3094 0.2216 -0.0347 0.107 Uiso 1 1 calc R . .
C29 C 0.3272(3) 0.15889(17) 0.0653(2) 0.0806(9) Uani 1 1 d . . .
H29 H 0.3088 0.1310 0.0150 0.097 Uiso 1 1 calc R . .
C30 C 0.3539(2) 0.14598(12) 0.1700(2) 0.0596(6) Uani 1 1 d . . .
H30 H 0.3523 0.1094 0.1894 0.072 Uiso 1 1 calc R . .
C31 C -0.02937(19) 0.13439(10) 0.15471(17) 0.0474(5) Uani 1 1 d . . .
C32 C -0.1413(3) 0.19761(15) 0.0139(3) 0.0821(9) Uani 1 1 d D . .
H32A H -0.0904 0.1943 -0.0238 0.098 Uiso 1 1 calc R . .
H32B H -0.1140 0.2291 0.0612 0.098 Uiso 1 1 calc R . .
C33 C -0.2684(4) 0.2051(2) -0.0621(3) 0.1300(18) Uani 1 1 d D . .
H33A H -0.2947 0.1737 -0.1081 0.195 Uiso 1 1 calc R . .
H33B H -0.2755 0.2377 -0.1036 0.195 Uiso 1 1 calc R . .
H33C H -0.3178 0.2090 -0.0240 0.195 Uiso 1 1 calc R . .
B1 B 0.3654(2) 0.09605(10) 0.55928(19) 0.0415(5) Uani 1 1 d . . .
H1 H 0.4256 0.0924 0.6330 0.050 Uiso 1 1 calc R . .
N7 N 0.6340(8) -0.0019(5) -0.0528(7) 0.297(6) Uani 1 1 d D . .
C34 C 0.6383(7) 0.0270(4) 0.0115(7) 0.238(5) Uani 1 1 d D . .
C35 C 0.6381(5) 0.0661(3) 0.0899(6) 0.184(3) Uani 1 1 d D . .
H35A H 0.6747 0.0497 0.1591 0.276 Uiso 1 1 calc R . .
H35B H 0.5563 0.0765 0.0742 0.276 Uiso 1 1 calc R . .
H35C H 0.6832 0.0983 0.0883 0.276 Uiso 1 1 calc R . .
N8 N 0.1732(13) 1.0015(6) 0.6460(13) 0.185(7) Uani 0.50 1 d PD A -1
C36 C 0.0853(18) 1.0014(11) 0.5703(15) 0.127(9) Uani 0.50 1 d PD A -1
C37 C -0.0309(19) 0.9973(14) 0.477(2) 0.152(12) Uani 0.50 1 d PD A -1
H37A H -0.0581 0.9597 0.4674 0.228 Uiso 0.50 1 calc PR A -1
H37B H -0.0211 1.0092 0.4148 0.228 Uiso 0.50 1 calc PR A -1
H37C H -0.0896 1.0202 0.4864 0.228 Uiso 0.50 1 calc PR A -1
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'
Ni Ni 0.3393 1.1124 '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 Ni1 N1 91.80(7) . . ?
N3 Ni1 N5 87.54(7) . . ?
N1 Ni1 N5 92.17(7) . . ?
N3 Ni1 S2 158.70(5) . . ?
N1 Ni1 S2 109.22(5) . . ?
N5 Ni1 S2 94.89(5) . . ?
N3 Ni1 S1 98.79(5) . . ?
N1 Ni1 S1 99.95(5) . . ?
N5 Ni1 S1 166.09(5) . . ?
S2 Ni1 S1 74.75(2) . . ?
C31 S1 Ni1 82.58(8) . . ?
C31 S2 Ni1 83.13(8) . . ?
C31 O1 C32 118.8(2) . . ?
C1 N1 N2 105.67(16) . . ?
C1 N1 Ni1 138.56(15) . . ?
N2 N1 Ni1 114.73(12) . . ?
C3 N2 N1 110.74(17) . . ?
C3 N2 B1 129.64(18) . . ?
N1 N2 B1 119.59(16) . . ?
C4 N3 N4 106.55(16) . . ?
C4 N3 Ni1 138.00(14) . . ?
N4 N3 Ni1 115.43(12) . . ?
C6 N4 N3 109.93(17) . . ?
C6 N4 B1 130.20(18) . . ?
N3 N4 B1 119.60(16) . . ?
C7 N5 N6 106.22(16) . . ?
C7 N5 Ni1 137.54(14) . . ?
N6 N5 Ni1 113.54(11) . . ?
C9 N6 N5 110.30(17) . . ?
C9 N6 B1 129.75(18) . . ?
N5 N6 B1 119.93(16) . . ?
N1 C1 C2 109.82(19) . . ?
N1 C1 C11 123.61(19) . . ?
C2 C1 C11 126.56(19) . . ?
C3 C2 C1 106.71(19) . . ?
N2 C3 C2 107.1(2) . . ?
N2 C3 C10 123.5(2) . . ?
C2 C3 C10 129.4(2) . . ?
N3 C4 C5 109.35(19) . . ?
N3 C4 C18 123.14(19) . . ?
C5 C4 C18 127.5(2) . . ?
C6 C5 C4 106.65(19) . . ?
N4 C6 C5 107.50(18) . . ?
N4 C6 C17 122.8(2) . . ?
C5 C6 C17 129.6(2) . . ?
N5 C7 C8 109.60(19) . . ?
N5 C7 C25 122.39(19) . . ?
C8 C7 C25 127.95(19) . . ?
C9 C8 C7 106.32(18) . . ?
N6 C9 C8 107.55(19) . . ?
N6 C9 C24 122.6(2) . . ?
C8 C9 C24 129.9(2) . . ?
C12 C11 C16 118.5(2) . . ?
C12 C11 C1 122.7(2) . . ?
C16 C11 C1 118.7(2) . . ?
C11 C12 C13 120.4(3) . . ?
C14 C13 C12 120.4(3) . . ?
C15 C14 C13 119.9(3) . . ?
C14 C15 C16 120.6(3) . . ?
C15 C16 C11 120.2(3) . . ?
C23 C18 C19 118.5(2) . . ?
C23 C18 C4 119.8(2) . . ?
C19 C18 C4 121.6(2) . . ?
C20 C19 C18 120.6(3) . . ?
C21 C20 C19 120.1(3) . . ?
C20 C21 C22 119.9(3) . . ?
C21 C22 C23 120.3(3) . . ?
C22 C23 C18 120.6(3) . . ?
C30 C25 C26 118.7(2) . . ?
C30 C25 C7 121.8(2) . . ?
C26 C25 C7 119.5(2) . . ?
C27 C26 C25 120.1(3) . . ?
C28 C27 C26 120.7(3) . . ?
C27 C28 C29 119.9(3) . . ?
C28 C29 C30 120.1(3) . . ?
C25 C30 C29 120.6(3) . . ?
O1 C31 S1 117.55(17) . . ?
O1 C31 S2 123.19(18) . . ?
S1 C31 S2 119.26(13) . . ?
O1 C32 C33 107.8(3) . . ?
N6 B1 N4 109.28(17) . . ?
N6 B1 N2 108.50(17) . . ?
N4 B1 N2 108.85(17) . . ?
N7 C34 C35 176.6(14) . . ?
N8 C36 C37 175(2) . . ?
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
Ni1 N3 2.0424(16) . ?
Ni1 N1 2.0522(16) . ?
Ni1 N5 2.0780(16) . ?
Ni1 S2 2.3794(6) . ?
Ni1 S1 2.3991(6) . ?
S1 C31 1.679(2) . ?
S2 C31 1.683(2) . ?
O1 C31 1.329(3) . ?
O1 C32 1.464(3) . ?
N1 C1 1.347(2) . ?
N1 N2 1.376(2) . ?
N2 C3 1.345(3) . ?
N2 B1 1.549(3) . ?
N3 C4 1.344(3) . ?
N3 N4 1.368(2) . ?
N4 C6 1.352(3) . ?
N4 B1 1.544(3) . ?
N5 C7 1.346(2) . ?
N5 N6 1.371(2) . ?
N6 C9 1.351(3) . ?
N6 B1 1.538(3) . ?
C1 C2 1.387(3) . ?
C1 C11 1.482(3) . ?
C2 C3 1.376(3) . ?
C3 C10 1.504(3) . ?
C4 C5 1.389(3) . ?
C4 C18 1.472(3) . ?
C5 C6 1.369(3) . ?
C6 C17 1.496(3) . ?
C7 C8 1.395(3) . ?
C7 C25 1.476(3) . ?
C8 C9 1.373(3) . ?
C9 C24 1.496(3) . ?
C11 C12 1.379(3) . ?
C11 C16 1.393(3) . ?
C12 C13 1.387(4) . ?
C13 C14 1.371(5) . ?
C14 C15 1.356(5) . ?
C15 C16 1.387(4) . ?
C18 C23 1.384(3) . ?
C18 C19 1.385(3) . ?
C19 C20 1.383(4) . ?
C20 C21 1.368(5) . ?
C21 C22 1.374(5) . ?
C22 C23 1.377(4) . ?
C25 C30 1.375(4) . ?
C25 C26 1.395(3) . ?
C26 C27 1.381(4) . ?
C27 C28 1.359(5) . ?
C28 C29 1.376(5) . ?
C29 C30 1.385(4) . ?
C32 C33 1.471(4) . ?
N7 C34 1.120(7) . ?
C34 C35 1.445(7) . ?
N8 C36 1.140(10) . ?
C36 C37 1.467(10) . ?
