#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:13:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179099 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/61/4306187.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_4306187
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            'C35 H38 B N7 Ni S2'
_chemical_formula_weight         690.36
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 111.2140(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.9864(6)
_cell_length_b                   22.9361(12)
_cell_length_c                   13.8614(7)
_cell_measurement_reflns_used    8432
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.37
_cell_volume                     3552.6(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 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0493
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23868
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.81
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.699
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red-orange
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular fragment'
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         8088
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0379
_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)+(0.0553P)²+0.6747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1111
_reflns_number_gt                6788
_reflns_number_total             8088
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801099r_si_002.cif
_cod_data_source_block           mj5ccd
_cod_database_code               4306187
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.157839(19) 0.405003(9) 0.803022(15) 0.03748(8) Uani 1 1 d . . .
S1 S 0.15144(4) 0.33404(2) 0.69447(3) 0.04549(12) Uani 1 1 d . . .
S2 S 0.26403(5) 0.44117(2) 0.71742(4) 0.05431(14) Uani 1 1 d . . .
N1 N 0.16502(13) 0.47374(6) 0.88520(10) 0.0409(3) Uani 1 1 d . . .
N2 N 0.18741(14) 0.46743(6) 0.98859(11) 0.0436(3) Uani 1 1 d . . .
N3 N 0.07463(13) 0.36350(6) 0.87823(10) 0.0397(3) Uani 1 1 d . . .
N4 N 0.12500(13) 0.36444(6) 0.98449(10) 0.0403(3) Uani 1 1 d . . .
N5 N 0.34338(14) 0.38824(7) 1.02453(13) 0.0499(4) Uani 1 1 d . . .
N6 N 0.34451(14) 0.34628(8) 0.95552(12) 0.0480(4) Uani 1 1 d . . .
N7 N 0.2972(2) 0.35950(9) 0.59022(15) 0.0662(5) Uani 1 1 d D . .
C1 C 0.13961(17) 0.53004(8) 0.86220(14) 0.0448(4) Uani 1 1 d . . .
C2 C 0.14557(19) 0.56027(9) 0.95132(15) 0.0523(4) Uani 1 1 d . . .
H2 H 0.1326 0.5999 0.9569 0.063 Uiso 1 1 calc R . .
C3 C 0.17449(18) 0.51959(9) 1.02885(14) 0.0502(4) Uani 1 1 d . . .
C4 C -0.01757(16) 0.32635(8) 0.85355(14) 0.0415(4) Uani 1 1 d . . .
C5 C -0.02642(18) 0.30319(8) 0.94371(15) 0.0485(4) Uani 1 1 d . . .
H5 H -0.0823 0.2762 0.9481 0.058 Uiso 1 1 calc R . .
C6 C 0.06408(17) 0.32839(8) 1.02455(14) 0.0433(4) Uani 1 1 d . . .
C7 C 0.45380(17) 0.34710(10) 0.95050(16) 0.0536(5) Uani 1 1 d . . .
C8 C 0.5232(2) 0.38935(13) 1.0168(2) 0.0801(8) Uani 1 1 d . . .
H8 H 0.6023 0.3987 1.0277 0.096 Uiso 1 1 calc R . .
C9 C 0.4521(2) 0.41435(12) 1.0626(3) 0.0803(8) Uani 1 1 d . . .
C10 C 0.1857(3) 0.52815(11) 1.13922(17) 0.0726(7) Uani 1 1 d . . .
H10A H 0.1318 0.5023 1.1551 0.109 Uiso 1 1 calc R . .
H10B H 0.1663 0.5677 1.1491 0.109 Uiso 1 1 calc R . .
H10C H 0.2664 0.5199 1.1841 0.109 Uiso 1 1 calc R . .
C11 C 0.10764(19) 0.55354(8) 0.75645(14) 0.0492(4) Uani 1 1 d . . .
C12 C 0.0121(2) 0.53137(11) 0.67472(17) 0.0659(6) Uani 1 1 d . . .
H12 H -0.0336 0.5012 0.6860 0.079 Uiso 1 1 calc R . .
C13 C -0.0156(3) 0.55407(14) 0.57584(19) 0.0801(8) Uani 1 1 d . . .
H13 H -0.0799 0.5391 0.5210 0.096 Uiso 1 1 calc R . .
C14 C 0.0518(3) 0.59843(13) 0.5590(2) 0.0838(9) Uani 1 1 d . . .
H14 H 0.0338 0.6131 0.4925 0.101 Uiso 1 1 calc R . .
C15 C 0.1454(3) 0.62115(12) 0.6395(2) 0.0806(8) Uani 1 1 d . . .
H15 H 0.1903 0.6516 0.6278 0.097 Uiso 1 1 calc R . .
C16 C 0.1734(3) 0.59894(10) 0.73812(18) 0.0644(6) Uani 1 1 d . . .
H16 H 0.2370 0.6146 0.7927 0.077 Uiso 1 1 calc R . .
C17 C 0.0942(2) 0.32143(10) 1.13853(15) 0.0561(5) Uani 1 1 d . . .
H17A H 0.1778 0.3125 1.1712 0.084 Uiso 1 1 calc R . .
H17B H 0.0475 0.2903 1.1508 0.084 Uiso 1 1 calc R . .
H17C H 0.0768 0.3570 1.1667 0.084 Uiso 1 1 calc R . .
C18 C -0.09846(16) 0.31582(8) 0.74620(14) 0.0434(4) Uani 1 1 d . . .
C19 C -0.14555(19) 0.36144(10) 0.67859(15) 0.0546(5) Uani 1 1 d . . .
H19 H -0.1208 0.3994 0.6992 0.065 Uiso 1 1 calc R . .
C20 C -0.2290(2) 0.35144(12) 0.58086(18) 0.0678(6) Uani 1 1 d . . .
H20 H -0.2609 0.3826 0.5365 0.081 Uiso 1 1 calc R . .
C21 C -0.2654(2) 0.29475(13) 0.54862(19) 0.0726(7) Uani 1 1 d . . .
H21 H -0.3217 0.2878 0.4830 0.087 Uiso 1 1 calc R . .
C22 C -0.2174(2) 0.24948(12) 0.6144(2) 0.0689(6) Uani 1 1 d . . .
H22 H -0.2403 0.2115 0.5927 0.083 Uiso 1 1 calc R . .
C23 C -0.13533(19) 0.25935(10) 0.71272(17) 0.0550(5) Uani 1 1 d . . .
H23 H -0.1044 0.2280 0.7570 0.066 Uiso 1 1 calc R . .
C24 C 0.4781(3) 0.46235(19) 1.1417(4) 0.145(2) Uani 1 1 d . . .
H24A H 0.5623 0.4706 1.1681 0.218 Uiso 1 1 calc R . .
H24B H 0.4538 0.4503 1.1974 0.218 Uiso 1 1 calc R . .
H24C H 0.4347 0.4968 1.1099 0.218 Uiso 1 1 calc R . .
C25 C 0.48658(18) 0.30785(11) 0.88188(16) 0.0592(5) Uani 1 1 d . . .
C26 C 0.4237(2) 0.25754(13) 0.84273(19) 0.0722(7) Uani 1 1 d . . .
H26 H 0.3584 0.2478 0.8606 0.087 Uiso 1 1 calc R . .
C27 C 0.4555(3) 0.22113(17) 0.7774(2) 0.0937(10) Uani 1 1 d . . .
H27 H 0.4127 0.1870 0.7527 0.112 Uiso 1 1 calc R . .
C28 C 0.5507(3) 0.2355(2) 0.7490(2) 0.1015(11) Uani 1 1 d . . .
H28 H 0.5716 0.2116 0.7040 0.122 Uiso 1 1 calc R . .
C29 C 0.6141(3) 0.2850(2) 0.7870(3) 0.1070(12) Uani 1 1 d . . .
H29 H 0.6790 0.2945 0.7684 0.128 Uiso 1 1 calc R . .
C30 C 0.5834(2) 0.32109(16) 0.8527(2) 0.0849(8) Uani 1 1 d . . .
H30 H 0.6278 0.3547 0.8780 0.102 Uiso 1 1 calc R . .
C31 C 0.24628(17) 0.37528(8) 0.65595(13) 0.0458(4) Uani 1 1 d . A .
C32 C 0.2774(3) 0.30121(11) 0.54175(19) 0.0739(7) Uani 1 1 d . A .
H32A H 0.2489 0.2751 0.5828 0.089 Uiso 1 1 calc R . .
H32B H 0.3531 0.2861 0.5419 0.089 Uiso 1 1 calc R . .
C33 C 0.1892(3) 0.30180(14) 0.4331(2) 0.0857(8) Uani 1 1 d . . .
H33A H 0.1120 0.3129 0.4331 0.129 Uiso 1 1 calc R A .
H33B H 0.1844 0.2636 0.4035 0.129 Uiso 1 1 calc R . .
H33C H 0.2145 0.3293 0.3929 0.129 Uiso 1 1 calc R . .
C34 C 0.3554(7) 0.4063(4) 0.5492(6) 0.067(2) Uani 0.475(10) 1 d PD A 1
H34A H 0.3243 0.4442 0.5580 0.080 Uiso 0.475(10) 1 calc PR A 1
H34B H 0.3385 0.4002 0.4761 0.080 Uiso 0.475(10) 1 calc PR A 1
C35 C 0.4887(8) 0.4039(5) 0.6086(10) 0.158(6) Uani 0.475(10) 1 d PD A 1
H35A H 0.5036 0.3941 0.6795 0.236 Uiso 0.475(10) 1 calc PR A 1
H35B H 0.5235 0.4413 0.6053 0.236 Uiso 0.475(10) 1 calc PR A 1
H35C H 0.5239 0.3749 0.5785 0.236 Uiso 0.475(10) 1 calc PR A 1
C34' C 0.4016(7) 0.3915(4) 0.5821(7) 0.079(2) Uani 0.525(10) 1 d PD A 2
H34C H 0.4407 0.4137 0.6448 0.095 Uiso 0.525(10) 1 calc PR A 2
H34D H 0.4591 0.3639 0.5742 0.095 Uiso 0.525(10) 1 calc PR A 2
C35' C 0.3613(11) 0.4306(5) 0.4931(8) 0.213(8) Uani 0.525(10) 1 d PD A 2
H35D H 0.2894 0.4155 0.4422 0.320 Uiso 0.525(10) 1 calc PR A 2
H35E H 0.4223 0.4337 0.4637 0.320 Uiso 0.525(10) 1 calc PR A 2
H35F H 0.3457 0.4685 0.5150 0.320 Uiso 0.525(10) 1 calc PR A 2
B1 B 0.2276(2) 0.40683(9) 1.03978(15) 0.0446(4) Uani 1 1 d . . .
H1 H 0.2406 0.4087 1.1137 0.053 Uiso 1 1 calc R . .
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'
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
N1 Ni1 N3 90.32(6) . . ?
N1 Ni1 S2 95.73(4) . . ?
N3 Ni1 S2 172.46(5) . . ?
N1 Ni1 S1 172.86(4) . . ?
N3 Ni1 S1 96.16(4) . . ?
S2 Ni1 S1 78.061(18) . . ?
C31 S1 Ni1 86.65(6) . . ?
C31 S2 Ni1 86.76(6) . . ?
C1 N1 N2 107.06(13) . . ?
C1 N1 Ni1 133.65(12) . . ?
N2 N1 Ni1 118.85(11) . . ?
C3 N2 N1 109.31(14) . . ?
C3 N2 B1 131.66(15) . . ?
N1 N2 B1 118.94(13) . . ?
C4 N3 N4 106.60(13) . . ?
C4 N3 Ni1 135.64(12) . . ?
N4 N3 Ni1 117.22(10) . . ?
C6 N4 N3 109.76(14) . . ?
C6 N4 B1 129.58(15) . . ?
N3 N4 B1 120.40(13) . . ?
C9 N5 N6 109.48(18) . . ?
C9 N5 B1 127.76(19) . . ?
N6 N5 B1 122.13(15) . . ?
C7 N6 N5 106.62(16) . . ?
C31 N7 C32 121.65(18) . . ?
C31 N7 C34' 122.0(4) . . ?
C32 N7 C34' 114.4(4) . . ?
C31 N7 C34 117.4(4) . . ?
C32 N7 C34 119.8(4) . . ?
C34' N7 C34 25.9(3) . . ?
N1 C1 C2 109.51(16) . . ?
N1 C1 C11 122.93(15) . . ?
C2 C1 C11 127.54(17) . . ?
C3 C2 C1 105.87(17) . . ?
N2 C3 C2 108.24(15) . . ?
N2 C3 C10 123.75(19) . . ?
C2 C3 C10 127.96(19) . . ?
N3 C4 C5 109.66(16) . . ?
N3 C4 C18 122.93(16) . . ?
C5 C4 C18 127.32(16) . . ?
C6 C5 C4 106.05(16) . . ?
N4 C6 C5 107.92(15) . . ?
N4 C6 C17 122.70(17) . . ?
C5 C6 C17 129.36(17) . . ?
N6 C7 C8 109.8(2) . . ?
N6 C7 C25 121.61(19) . . ?
C8 C7 C25 128.6(2) . . ?
C9 C8 C7 106.1(2) . . ?
N5 C9 C8 107.9(2) . . ?
N5 C9 C24 121.5(3) . . ?
C8 C9 C24 130.5(2) . . ?
C12 C11 C16 118.9(2) . . ?
C12 C11 C1 121.31(19) . . ?
C16 C11 C1 119.77(19) . . ?
C11 C12 C13 120.1(2) . . ?
C14 C13 C12 120.1(3) . . ?
C15 C14 C13 120.3(2) . . ?
C14 C15 C16 120.0(3) . . ?
C15 C16 C11 120.6(3) . . ?
C19 C18 C23 118.41(18) . . ?
C19 C18 C4 121.28(17) . . ?
C23 C18 C4 120.18(18) . . ?
C20 C19 C18 120.8(2) . . ?
C19 C20 C21 120.1(2) . . ?
C22 C21 C20 119.3(2) . . ?
C21 C22 C23 120.8(2) . . ?
C22 C23 C18 120.5(2) . . ?
C26 C25 C30 117.5(2) . . ?
C26 C25 C7 122.30(19) . . ?
C30 C25 C7 120.2(3) . . ?
C25 C26 C27 121.5(3) . . ?
C28 C27 C26 119.8(3) . . ?
C29 C28 C27 119.6(3) . . ?
C28 C29 C30 120.8(3) . . ?
C29 C30 C25 120.8(3) . . ?
N7 C31 S1 126.30(16) . . ?
N7 C31 S2 125.59(15) . . ?
S1 C31 S2 108.11(10) . . ?
N7 C32 C33 112.9(2) . . ?
N7 C34 C35 108.2(7) . . ?
C35' C34' N7 109.7(7) . . ?
N4 B1 N5 110.79(15) . . ?
N4 B1 N2 106.15(15) . . ?
N5 B1 N2 109.30(15) . . ?
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 N1 1.9288(14) . ?
Ni1 N3 1.9339(14) . ?
Ni1 S2 2.1929(5) . ?
Ni1 S1 2.1990(5) . ?
S1 C31 1.7063(19) . ?
S2 C31 1.7100(19) . ?
N1 C1 1.338(2) . ?
N1 N2 1.3668(19) . ?
N2 C3 1.352(2) . ?
N2 B1 1.556(3) . ?
N3 C4 1.338(2) . ?
N3 N4 1.3751(19) . ?
N4 C6 1.349(2) . ?
N4 B1 1.537(3) . ?
N5 C9 1.356(3) . ?
N5 N6 1.360(2) . ?
N5 B1 1.538(3) . ?
N6 C7 1.337(2) . ?
N7 C31 1.318(2) . ?
N7 C32 1.476(3) . ?
N7 C34' 1.490(8) . ?
N7 C34 1.500(8) . ?
C1 C2 1.396(2) . ?
C1 C11 1.476(3) . ?
C2 C3 1.370(3) . ?
C3 C10 1.499(3) . ?
C4 C5 1.397(2) . ?
C4 C18 1.473(3) . ?
C5 C6 1.374(3) . ?
C6 C17 1.496(3) . ?
C7 C8 1.386(3) . ?
C7 C25 1.463(3) . ?
C8 C9 1.359(4) . ?
C9 C24 1.504(4) . ?
C11 C12 1.383(3) . ?
C11 C16 1.384(3) . ?
C12 C13 1.389(3) . ?
C13 C14 1.370(4) . ?
C14 C15 1.367(4) . ?
C15 C16 1.382(3) . ?
C18 C19 1.382(3) . ?
C18 C23 1.393(3) . ?
C19 C20 1.381(3) . ?
C20 C21 1.393(4) . ?
C21 C22 1.364(4) . ?
C22 C23 1.381(3) . ?
C25 C26 1.377(4) . ?
C25 C30 1.393(3) . ?
C26 C27 1.383(4) . ?
C27 C28 1.374(5) . ?
C28 C29 1.362(5) . ?
C29 C30 1.375(5) . ?
C32 C33 1.494(4) . ?
C34 C35 1.511(11) . ?
C34' C35' 1.459(12) . ?
