#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:26:56 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179328 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/25/4322580.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_4322580
loop_
_publ_author_name
'Arnold L. Rheingold'
'Brian S. Haggerty'
'Louise M. Liable-Sands'
'Swiatoslaw Trofimenko'
_publ_contact_author
;
     Dr. S. Trofimenko
     Department of Chemistry and Biochemistry
     Center for Catalytic Science and Technology
     University of Delaware, Newark, DE 19716
     USA
;
_publ_contact_author_email       trofimen@udel.edu
_publ_contact_author_fax         '+302 831 6335'
_publ_contact_author_phone       '+302 831 0716'
_publ_section_title
;
 N,O-Polydentate Scorpionate Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6306
_journal_page_last               6308
_journal_paper_doi               10.1021/ic990881e
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C44 H48 B2 N8 Ni O8'
_chemical_formula_weight         897.23
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 92.0350(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.0070(4)
_cell_length_b                   8.7536(2)
_cell_length_c                   25.3958(5)
_cell_measurement_reflns_used    5288
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.0
_cell_volume                     4222.68(16)
_computing_cell_refinement       SMART
_computing_data_collection       'Siemens P4/CCD'
_computing_data_reduction        SAINT
_computing_molecular_graphics    XP
_computing_publication_material  XCIF
_computing_structure_refinement  'SHELXL-5.03 (Sheldrick, 1994)'
_computing_structure_solution    'SHELXS-5.03 (Sheldrick, 1994)'
_diffrn_ambient_temperature      223(2)
_diffrn_measurement_device       'Siemens P4/CCD'
_diffrn_measurement_method       phi,omega
_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  0.0163
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            6896
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    0.524
_exptl_crystal_colour            'pale green'
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_description       block
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.896
_refine_ls_goodness_of_fit_obs   1.961
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4227
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.436
_refine_ls_restrained_S_obs      1.961
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_obs          0.0371
_refine_ls_shift/esd_max         -0.009
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1374
_refine_ls_wR_factor_obs         0.1031
_reflns_number_observed          3711
_reflns_number_total             4234
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic990881e.cif
_cod_data_source_block           trof34
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        4222.7(2)
_cod_database_code               4322580
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Ni Ni 0.0000 0.76786(4) 0.2500 0.02399(12) Uani 1 d S .
O20 O 0.04805(9) 0.4595(2) 0.06861(6) 0.0581(5) Uani 1 d . .
O21 O -0.17763(9) 0.2312(2) 0.07761(6) 0.0502(5) Uani 1 d . .
O40 O -0.05495(6) 0.9658(2) 0.28922(5) 0.0294(3) Uani 1 d . .
O41 O -0.21830(8) 1.0591(2) 0.42199(6) 0.0547(5) Uani 1 d . .
N11 N 0.06811(7) 0.6176(2) 0.21268(6) 0.0260(3) Uani 1 d . .
N12 N 0.13789(7) 0.6142(2) 0.22981(6) 0.0289(4) Uani 1 d . .
N31 N 0.06311(7) 0.7989(2) 0.31415(6) 0.0273(4) Uani 1 d . .
N32 N 0.13255(8) 0.7585(2) 0.31635(7) 0.0310(4) Uani 1 d . .
C11 C 0.17177(10) 0.5049(3) 0.20412(8) 0.0360(5) Uani 1 d . .
H11A H 0.21962(10) 0.4799(3) 0.20920(8) 0.043 Uiso 1 calc R .
C12 C 0.12583(11) 0.4357(3) 0.16939(8) 0.0378(5) Uani 1 d . .
H12A H 0.13571(11) 0.3565(3) 0.14577(8) 0.045 Uiso 1 calc R .
C13 C 0.06114(9) 0.5066(2) 0.17612(7) 0.0281(4) Uani 1 d . .
C14 C -0.00858(11) 0.4171(3) 0.09712(8) 0.0380(5) Uani 1 d . .
C15 C -0.06674(12) 0.3440(3) 0.07413(8) 0.0441(6) Uani 1 d . .
H15A H -0.06766(12) 0.3202(3) 0.03802(8) 0.053 Uiso 1 calc R .
C16 C -0.12334(11) 0.3062(3) 0.10429(8) 0.0366(5) Uani 1 d . .
C17 C -0.12314(10) 0.3428(3) 0.15688(8) 0.0345(5) Uani 1 d . .
H17A H -0.16208(10) 0.3200(3) 0.17729(8) 0.041 Uiso 1 calc R .
C18 C -0.06379(10) 0.4147(2) 0.17932(8) 0.0314(4) Uani 1 d . .
H18A H -0.06317(10) 0.4380(2) 0.21547(8) 0.038 Uiso 1 calc R .
C19 C -0.00591(10) 0.4532(2) 0.15068(7) 0.0301(4) Uani 1 d . .
C20 C 0.06822(14) 0.3606(4) 0.02811(11) 0.0636(8) Uani 1 d . .
H20A H 0.10848(14) 0.4032(4) 0.01085(11) 0.095 Uiso 1 calc R .
H20B H 0.02939(14) 0.3487(4) 0.00261(11) 0.095 Uiso 1 calc R .
H20C H 0.08067(14) 0.2617(4) 0.04297(11) 0.095 Uiso 1 calc R .
C21 C -0.23229(12) 0.1715(3) 0.10864(10) 0.0513(6) Uani 1 d . .
H21A H -0.26709(12) 0.1208(3) 0.08588(10) 0.077 Uiso 1 calc R .
H21B H -0.25445(12) 0.2543(3) 0.12727(10) 0.077 Uiso 1 calc R .
H21C H -0.21251(12) 0.0987(3) 0.13387(10) 0.077 Uiso 1 calc R .
C31 C 0.15745(11) 0.7717(3) 0.36617(9) 0.0415(5) Uani 1 d . .
H31A H 0.20384(11) 0.7502(3) 0.37795(9) 0.050 Uiso 1 calc R .
C32 C 0.10476(11) 0.8215(3) 0.39714(9) 0.0439(6) Uani 1 d . .
H32A H 0.10753(11) 0.8410(3) 0.43355(9) 0.053 Uiso 1 calc R .
C33 C 0.04554(9) 0.8371(2) 0.36285(7) 0.0302(4) Uani 1 d . .
C34 C -0.07407(9) 0.9558(2) 0.34107(7) 0.0274(4) Uani 1 d . .
C35 C -0.13721(10) 1.0115(3) 0.35750(8) 0.0348(5) Uani 1 d . .
H35A H -0.16883(10) 1.0579(3) 0.33311(8) 0.042 Uiso 1 calc R .
C36 C -0.15450(10) 0.9994(3) 0.41001(8) 0.0380(5) Uani 1 d . .
C37 C -0.10864(11) 0.9292(3) 0.44620(8) 0.0422(6) Uani 1 d . .
H37A H -0.12028(11) 0.9184(3) 0.48168(8) 0.051 Uiso 1 calc R .
C38 C -0.04529(11) 0.8757(3) 0.42848(8) 0.0407(5) Uani 1 d . .
H38A H -0.01411(11) 0.8281(3) 0.45292(8) 0.049 Uiso 1 calc R .
C39 C -0.02511(10) 0.8880(2) 0.37681(7) 0.0306(4) Uani 1 d . .
C40 C -0.08606(11) 1.0887(2) 0.25830(8) 0.0352(5) Uani 1 d . .
H40A H -0.06882(11) 1.0848(2) 0.22283(8) 0.053 Uiso 1 calc R .
H40B H -0.07335(11) 1.1858(2) 0.27435(8) 0.053 Uiso 1 calc R .
H40C H -0.13688(11) 1.0778(2) 0.25697(8) 0.053 Uiso 1 calc R .
C41 C -0.24234(13) 1.0366(4) 0.47358(10) 0.0637(8) Uani 1 d . .
H41A H -0.28812(13) 1.0841(4) 0.47660(10) 0.096 Uiso 1 calc R .
H41B H -0.20924(13) 1.0822(4) 0.49892(10) 0.096 Uiso 1 calc R .
H41C H -0.24613(13) 0.9280(4) 0.48053(10) 0.096 Uiso 1 calc R .
B1 B 0.17528(11) 0.7320(3) 0.26650(10) 0.0341(5) Uani 1 d . .
H1 H 0.2285(11) 0.6740(28) 0.2808(8) 0.037(6) Uiso 1 d . .
H2 H 0.1829(10) 0.8417(27) 0.2444(8) 0.033(5) Uiso 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'
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
N31 Ni N31 164.43(10) 2 . ?
N31 Ni N11 95.23(6) 2 2 ?
N31 Ni N11 94.53(6) . 2 ?
N31 Ni N11 94.53(6) 2 . ?
N31 Ni N11 95.23(6) . . ?
N11 Ni N11 102.23(9) 2 . ?
N31 Ni O40 79.14(6) 2 2 ?
N31 Ni O40 88.95(6) . 2 ?
N11 Ni O40 168.03(6) 2 2 ?
N11 Ni O40 88.82(6) . 2 ?
N31 Ni O40 88.95(6) 2 . ?
N31 Ni O40 79.14(5) . . ?
N11 Ni O40 88.82(6) 2 . ?
N11 Ni O40 168.03(6) . . ?
O40 Ni O40 80.58(7) 2 . ?
C14 O20 C20 117.3(2) . . ?
C16 O21 C21 116.7(2) . . ?
C34 O40 C40 116.6(2) . . ?
C34 O40 Ni 120.71(12) . . ?
C40 O40 Ni 121.00(11) . . ?
C36 O41 C41 118.1(2) . . ?
C13 N11 N12 105.75(15) . . ?
C13 N11 Ni 135.83(12) . . ?
N12 N11 Ni 118.20(12) . . ?
C11 N12 N11 109.6(2) . . ?
C11 N12 B1 123.6(2) . . ?
N11 N12 B1 126.2(2) . . ?
C33 N31 N32 107.47(14) . . ?
C33 N31 Ni 128.61(12) . . ?
N32 N31 Ni 123.16(13) . . ?
C31 N32 N31 108.9(2) . . ?
C31 N32 B1 127.4(2) . . ?
N31 N32 B1 122.72(15) . . ?
N12 C11 C12 109.0(2) . . ?
C11 C12 C13 105.7(2) . . ?
N11 C13 C12 109.9(2) . . ?
N11 C13 C19 126.1(2) . . ?
C12 C13 C19 123.7(2) . . ?
O20 C14 C15 122.1(2) . . ?
O20 C14 C19 116.9(2) . . ?
C15 C14 C19 121.0(2) . . ?
C16 C15 C14 120.1(2) . . ?
C17 C16 C15 120.5(2) . . ?
C17 C16 O21 124.4(2) . . ?
C15 C16 O21 115.1(2) . . ?
C16 C17 C18 118.5(2) . . ?
C19 C18 C17 122.8(2) . . ?
C18 C19 C14 117.1(2) . . ?
C18 C19 C13 122.3(2) . . ?
C14 C19 C13 119.8(2) . . ?
N32 C31 C32 109.2(2) . . ?
C31 C32 C33 105.2(2) . . ?
N31 C33 C32 109.2(2) . . ?
N31 C33 C39 124.06(15) . . ?
C32 C33 C39 126.8(2) . . ?
C35 C34 O40 122.0(2) . . ?
C35 C34 C39 121.2(2) . . ?
O40 C34 C39 116.8(2) . . ?
C34 C35 C36 120.2(2) . . ?
O41 C36 C37 124.4(2) . . ?
O41 C36 C35 115.3(2) . . ?
C37 C36 C35 120.4(2) . . ?
C36 C37 C38 117.9(2) . . ?
C37 C38 C39 123.8(2) . . ?
C38 C39 C34 116.4(2) . . ?
C38 C39 C33 119.4(2) . . ?
C34 C39 C33 124.1(2) . . ?
N12 B1 N32 110.5(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
Ni N31 2.0071(14) 2 ?
Ni N31 2.0071(14) . ?
Ni N11 2.096(2) 2 ?
Ni N11 2.096(2) . ?
Ni O40 2.2710(14) 2 ?
Ni O40 2.2710(14) . ?
O20 C14 1.370(2) . ?
O20 C20 1.408(3) . ?
O21 C16 1.380(2) . ?
O21 C21 1.425(3) . ?
O40 C34 1.381(2) . ?
O40 C40 1.446(2) . ?
O41 C36 1.365(2) . ?
O41 C41 1.417(3) . ?
N11 C13 1.347(2) . ?
N11 N12 1.381(2) . ?
N12 C11 1.336(3) . ?
N12 B1 1.546(3) . ?
N31 C33 1.335(2) . ?
N31 N32 1.366(2) . ?
N32 C31 1.340(3) . ?
N32 B1 1.546(3) . ?
C11 C12 1.361(3) . ?
C12 C13 1.393(3) . ?
C13 C19 1.484(2) . ?
C14 C15 1.388(3) . ?
C14 C19 1.396(3) . ?
C15 C16 1.383(3) . ?
C16 C17 1.373(3) . ?
C17 C18 1.396(3) . ?
C18 C19 1.382(3) . ?
C31 C32 1.366(3) . ?
C32 C33 1.405(2) . ?
C33 C39 1.470(3) . ?
C34 C35 1.374(3) . ?
C34 C39 1.408(2) . ?
C35 C36 1.389(3) . ?
C36 C37 1.387(3) . ?
C37 C38 1.382(3) . ?
C38 C39 1.384(3) . ?
