#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:41:37 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180273 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/59/7115936.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_7115936
loop_
_publ_author_name
'Peili Zhang'
'Mei Wang'
'Yong Yang'
'Dehua Zheng'
'Kai Han'
'Licheng Sun'
_publ_section_title
;
 Highly efficient molecular nickel catalysts for electrochemical hydrogen
 production from neutral water
;
_journal_name_full               Chem.Commun.
_journal_page_first              14153
_journal_paper_doi               10.1039/C4cc05511J
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C43 H46 B2 F8 N8 Ni'
_chemical_formula_weight         907.21
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_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                 107.340(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3663(12)
_cell_length_b                   28.640(4)
_cell_length_c                   16.685(2)
_cell_measurement_temperature    296(2)
_cell_volume                     4728.5(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0984
_diffrn_reflns_av_sigmaI/netI    0.1240
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30791
_diffrn_reflns_theta_full        27.68
_diffrn_reflns_theta_max         27.68
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    0.480
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1880
_refine_diff_density_max         0.831
_refine_diff_density_min         -0.715
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         10980
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.1911
_refine_ls_R_factor_gt           0.1197
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3284
_refine_ls_wR_factor_ref         0.3766
_reflns_number_gt                5387
_reflns_number_total             10980
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc05511j2.cif
_cod_data_source_block           ok3
_cod_database_code               7115936
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
Ni1 Ni 0.16772(8) 0.11877(3) 0.85573(5) 0.0466(3) Uani 1 1 d .
N3 N -0.0203(5) 0.1095(2) 0.7691(3) 0.0556(13) Uani 1 1 d .
N2 N 0.0650(5) 0.18461(17) 0.8686(3) 0.0488(11) Uani 1 1 d .
N1 N 0.3443(5) 0.15442(17) 0.9278(3) 0.0474(11) Uani 1 1 d .
C17 C 0.4309(6) 0.1245(2) 0.9956(4) 0.0506(14) Uani 1 1 d .
H17A H 0.4652 0.0990 0.9696 0.061 Uiso 1 1 calc R
H17B H 0.3743 0.1109 1.0266 0.061 Uiso 1 1 calc R
N6 N 0.2649(5) 0.12836(18) 0.7529(3) 0.0501(12) Uani 1 1 d .
C16 C 0.2484(7) 0.0830(2) 0.7089(4) 0.0584(16) Uani 1 1 d .
H16A H 0.3127 0.0808 0.6771 0.070 Uiso 1 1 calc R
H16B H 0.1582 0.0809 0.6699 0.070 Uiso 1 1 calc R
C15 C 0.4088(6) 0.1351(2) 0.8013(4) 0.0542(15) Uani 1 1 d .
H15A H 0.4591 0.1456 0.7640 0.065 Uiso 1 1 calc R
H15B H 0.4472 0.1057 0.8261 0.065 Uiso 1 1 calc R
C14 C 0.5495(6) 0.1481(2) 1.0578(4) 0.0536(15) Uani 1 1 d .
C13 C 0.2830(6) 0.1696(2) 0.6186(4) 0.0533(15) Uani 1 1 d .
C12 C 0.2172(6) 0.1666(2) 0.6894(3) 0.0513(14) Uani 1 1 d .
H12A H 0.1506 0.1876 0.6928 0.062 Uiso 1 1 calc R
N5 N 0.1136(5) 0.09168(19) 0.9589(4) 0.0595(14) Uani 1 1 d .
C10 C 0.0789(7) 0.0799(2) 1.0118(5) 0.0640(18) Uani 1 1 d .
N4 N 0.2466(5) 0.05182(17) 0.8443(3) 0.0551(13) Uani 1 1 d .
C9 C -0.0915(6) 0.1492(2) 0.7439(4) 0.0547(15) Uani 1 1 d .
C8 C -0.2351(7) 0.2271(3) 0.8874(4) 0.0615(17) Uani 1 1 d .
H8A H -0.2739 0.2037 0.8492 0.074 Uiso 1 1 calc R
C7 C -0.0190(6) 0.1811(2) 0.9291(4) 0.0540(15) Uani 1 1 d .
H7A H 0.0412 0.1741 0.9845 0.065 Uiso 1 1 calc R
H7B H -0.0805 0.1550 0.9121 0.065 Uiso 1 1 calc R
C6 C 0.2941(7) 0.1965(2) 0.9634(4) 0.0538(15) Uani 1 1 d .
H6A H 0.3668 0.2190 0.9819 0.065 Uiso 1 1 calc R
H6B H 0.2668 0.1872 1.0119 0.065 Uiso 1 1 calc R
C5 C 0.1751(6) 0.2192(2) 0.8990(4) 0.0565(15) Uani 1 1 d .
H5A H 0.1428 0.2455 0.9243 0.068 Uiso 1 1 calc R
H5B H 0.2035 0.2307 0.8522 0.068 Uiso 1 1 calc R
C4 C -0.0213(6) 0.1939(2) 0.7836(4) 0.0559(15) Uani 1 1 d .
H4A H 0.0329 0.2061 0.7500 0.067 Uiso 1 1 calc R
H4B H -0.0884 0.2171 0.7852 0.067 Uiso 1 1 calc R
C3 C -0.1007(7) 0.2239(2) 0.9358(4) 0.0562(15) Uani 1 1 d .
C2 C 0.3941(7) 0.1977(2) 0.6270(4) 0.0628(17) Uani 1 1 d .
H2A H 0.4301 0.2150 0.6757 0.075 Uiso 1 1 calc R
C1 C 0.4206(6) 0.1706(2) 0.8691(4) 0.0518(14) Uani 1 1 d .
H1A H 0.5150 0.1751 0.9001 0.062 Uiso 1 1 calc R
H1B H 0.3843 0.2002 0.8442 0.062 Uiso 1 1 calc R
C31 C 0.2709(7) 0.0431(2) 0.7710(4) 0.0604(16) Uani 1 1 d .
C30 C -0.3111(8) 0.2654(3) 0.8967(5) 0.071(2) Uani 1 1 d .
H30A H -0.4014 0.2671 0.8648 0.085 Uiso 1 1 calc R
C29 C -0.0465(8) 0.2588(3) 0.9926(5) 0.073(2) Uani 1 1 d .
H29A H 0.0431 0.2567 1.0256 0.087 Uiso 1 1 calc R
C28 C 0.2726(7) 0.0175(2) 0.9012(4) 0.0599(16) Uani 1 1 d .
H28A H 0.2612 0.0233 0.9535 0.072 Uiso 1 1 calc R
C27 C 0.6728(7) 0.1502(2) 1.0440(4) 0.0631(17) Uani 1 1 d .
H27A H 0.6826 0.1363 0.9957 0.076 Uiso 1 1 calc R
C26 C 0.2311(8) 0.1457(3) 0.5447(4) 0.076(2) Uani 1 1 d .
H26A H 0.1549 0.1271 0.5378 0.092 Uiso 1 1 calc R
C25 C 0.3144(8) 0.0000(3) 0.7527(5) 0.076(2) Uani 1 1 d .
H25A H 0.3285 -0.0051 0.7009 0.091 Uiso 1 1 calc R
F3 F 0.3242(7) 0.2893(3) 0.7588(4) 0.142(3) Uani 1 1 d .
C24 C 0.3365(9) -0.0350(3) 0.8099(6) 0.081(2) Uani 1 1 d .
H24A H 0.3651 -0.0642 0.7977 0.097 Uiso 1 1 calc R
C23 C -0.2151(8) 0.1496(3) 0.6853(5) 0.080(2) Uani 1 1 d .
H23A H -0.2629 0.1774 0.6708 0.096 Uiso 1 1 calc R
C22 C 0.4525(8) 0.1999(3) 0.5607(5) 0.077(2) Uani 1 1 d .
H22A H 0.5276 0.2188 0.5662 0.092 Uiso 1 1 calc R
B1 B 0.2062(11) 0.3098(3) 0.7170(6) 0.075(2) Uani 1 1 d .
C21 C 0.3163(9) -0.0266(3) 0.8853(6) 0.081(2) Uani 1 1 d .
H21A H 0.3313 -0.0499 0.9258 0.098 Uiso 1 1 calc R
C20 C -0.0762(8) 0.0697(3) 0.7346(5) 0.072(2) Uani 1 1 d .
H20A H -0.0296 0.0420 0.7521 0.086 Uiso 1 1 calc R
C19 C -0.1238(9) 0.2971(3) 1.0013(6) 0.085(2) Uani 1 1 d .
H19A H -0.0860 0.3203 1.0403 0.102 Uiso 1 1 calc R
C18 C 0.2898(10) 0.1486(4) 0.4797(5) 0.089(3) Uani 1 1 d .
H18A H 0.2518 0.1323 0.4300 0.107 Uiso 1 1 calc R
C50 C 0.4005(10) 0.1746(3) 0.4883(5) 0.082(2) Uani 1 1 d .
H50A H 0.4416 0.1756 0.4458 0.098 Uiso 1 1 calc R
C41 C -0.2568(9) 0.3008(3) 0.9519(6) 0.081(2) Uani 1 1 d .
H41A H -0.3084 0.3267 0.9559 0.097 Uiso 1 1 calc R
C49 C 0.5350(9) 0.1675(4) 1.1276(5) 0.093(3) Uani 1 1 d .
H49A H 0.4515 0.1662 1.1376 0.112 Uiso 1 1 calc R
C48 C 0.7836(10) 0.1719(4) 1.0980(6) 0.095(3) Uani 1 1 d .
H48A H 0.8659 0.1726 1.0865 0.114 Uiso 1 1 calc R
F2 F 0.1075(9) 0.2776(3) 0.6980(7) 0.207(5) Uani 1 1 d .
C47 C -0.2001(9) 0.0676(4) 0.6740(6) 0.096(3) Uani 1 1 d .
H47A H -0.2367 0.0393 0.6510 0.115 Uiso 1 1 calc R
C46 C -0.2674(9) 0.1088(4) 0.6486(6) 0.098(3) Uani 1 1 d .
H46A H -0.3493 0.1088 0.6060 0.118 Uiso 1 1 calc R
F1 F 0.1619(15) 0.3371(4) 0.7638(6) 0.246(6) Uani 1 1 d .
C44 C 0.7697(14) 0.1926(4) 1.1693(8) 0.125(5) Uani 1 1 d .
H44A H 0.8423 0.2081 1.2061 0.150 Uiso 1 1 calc R
C43 C 0.6449(16) 0.1900(5) 1.1864(7) 0.151(6) Uani 1 1 d .
H43A H 0.6347 0.2028 1.2354 0.182 Uiso 1 1 calc R
F5 F 0.3979(7) -0.0452(3) 1.0869(4) 0.127(2) Uani 1 1 d .
F4 F 0.2031(9) 0.3290(3) 0.6445(5) 0.167(3) Uani 1 1 d .
F6 F 0.1962(10) -0.0259(4) 1.1030(11) 0.291(8) Uani 1 1 d .
F7 F 0.2662(9) -0.0946(3) 1.1317(6) 0.164(3) Uani 1 1 d .
F8 F 0.3718(9) -0.0385(3) 1.2098(5) 0.174(4) Uani 1 1 d .
B2 B 0.3007(13) -0.0468(5) 1.1290(8) 0.099(3) Uani 1 1 d .
C45 C 0.0292(11) 0.0664(3) 1.0826(6) 0.101(3) Uani 1 1 d .
C202 C 0.437(2) -0.0823(8) 0.6244(15) 0.226(9) Uiso 1 1 d .
C203 C 0.594(3) -0.0685(9) 0.6928(16) 0.250(10) Uiso 1 1 d .
C201 C -0.009(2) 0.0769(8) 0.3230(12) 0.179(7) Uiso 1 1 d .
C200 C -0.0756(19) 0.1212(6) 0.3347(11) 0.165(6) Uiso 1 1 d .
N7 N 0.053(3) 0.0451(9) 0.3190(15) 0.268(10) Uiso 1 1 d .
C205 C 0.0000 0.0000 0.5000 0.79(10) Uiso 1 2 d S
N9 N 0.061(7) -0.061(2) 0.474(5) 0.66(4) Uiso 1 1 d .
C204 C -0.236(8) -0.011(2) 0.438(5) 0.60(4) 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'
F F 0.0171 0.0103 '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
N3 Ni1 N5 95.6(2) . .
N3 Ni1 N4 97.5(2) . .
N5 Ni1 N4 86.8(2) . .
N3 Ni1 N1 158.3(2) . .
N5 Ni1 N1 96.2(2) . .
N4 Ni1 N1 101.3(2) . .
N3 Ni1 N2 78.2(2) . .
N5 Ni1 N2 89.0(2) . .
N4 Ni1 N2 173.6(2) . .
N1 Ni1 N2 83.91(18) . .
N3 Ni1 N6 91.47(19) . .
N5 Ni1 N6 162.7(2) . .
N4 Ni1 N6 76.7(2) . .
N1 Ni1 N6 82.36(18) . .
N2 Ni1 N6 107.96(18) . .
C20 N3 C9 117.3(6) . .
C20 N3 Ni1 127.7(5) . .
C9 N3 Ni1 115.0(4) . .
C4 N2 C5 113.5(5) . .
C4 N2 C7 110.5(5) . .
C5 N2 C7 110.6(5) . .
C4 N2 Ni1 103.6(4) . .
C5 N2 Ni1 105.1(4) . .
C7 N2 Ni1 113.4(3) . .
C17 N1 C1 111.0(5) . .
C17 N1 C6 111.2(4) . .
C1 N1 C6 108.8(5) . .
C17 N1 Ni1 112.0(4) . .
C1 N1 Ni1 108.1(3) . .
C6 N1 Ni1 105.5(3) . .
N1 C17 C14 116.5(5) . .
C16 N6 C15 109.5(5) . .
C16 N6 C12 109.1(5) . .
C15 N6 C12 110.8(5) . .
C16 N6 Ni1 105.1(4) . .
C15 N6 Ni1 101.9(3) . .
C12 N6 Ni1 119.9(4) . .
N6 C16 C31 110.7(5) . .
N6 C15 C1 110.0(5) . .
C49 C14 C27 118.8(7) . .
C49 C14 C17 120.2(7) . .
C27 C14 C17 121.0(6) . .
C26 C13 C2 118.4(6) . .
C26 C13 C12 121.3(6) . .
C2 C13 C12 120.3(6) . .
N6 C12 C13 117.1(5) . .
C10 N5 Ni1 175.1(6) . .
N5 C10 C45 177.2(8) . .
C28 N4 C31 117.2(6) . .
C28 N4 Ni1 127.2(5) . .
C31 N4 Ni1 115.6(4) . .
N3 C9 C23 122.7(7) . .
N3 C9 C4 115.1(5) . .
C23 C9 C4 122.1(7) . .
C30 C8 C3 119.5(7) . .
N2 C7 C3 116.1(5) . .
N1 C6 C5 111.6(5) . .
N2 C5 C6 109.6(5) . .
N2 C4 C9 110.3(5) . .
C29 C3 C8 119.0(7) . .
C29 C3 C7 121.1(6) . .
C8 C3 C7 119.9(6) . .
C13 C2 C22 119.2(7) . .
N1 C1 C15 110.0(5) . .
N4 C31 C25 122.0(7) . .
N4 C31 C16 116.8(6) . .
C25 C31 C16 121.2(7) . .
C8 C30 C41 121.8(7) . .
C19 C29 C3 121.0(7) . .
N4 C28 C21 122.7(7) . .
C14 C27 C48 123.3(8) . .
C13 C26 C18 121.6(8) . .
C24 C25 C31 120.3(8) . .
C25 C24 C21 118.8(7) . .
C9 C23 C46 118.8(8) . .
C50 C22 C2 121.2(8) . .
F1 B1 F4 112.8(10) . .
F1 B1 F2 100.2(11) . .
F4 B1 F2 105.1(9) . .
F1 B1 F3 112.6(9) . .
F4 B1 F3 115.3(9) . .
F2 B1 F3 109.5(8) . .
C24 C21 C28 119.1(7) . .
N3 C20 C47 123.0(8) . .
C41 C19 C29 119.9(8) . .
C50 C18 C26 120.5(8) . .
C18 C50 C22 119.2(7) . .
C19 C41 C30 118.8(7) . .
C14 C49 C43 121.1(10) . .
C27 C48 C44 118.6(10) . .
C46 C47 C20 117.8(9) . .
C23 C46 C47 120.2(8) . .
C43 C44 C48 119.5(10) . .
C44 C43 C49 118.8(10) . .
F6 B2 F8 116.0(14) . .
F6 B2 F5 120.9(14) . .
F8 B2 F5 103.7(10) . .
F6 B2 F7 106.5(12) . .
F8 B2 F7 101.9(11) . .
F5 B2 F7 105.9(10) . .
N7 C201 C200 173(3) . .
N9 C205 N9 179.998(12) . 3_556
N9 C205 C204 98(2) . .
N9 C205 C204 82(2) 3_556 .
N9 C205 C204 82(2) . 3_556
N9 C205 C204 98(2) 3_556 3_556
C204 C205 C204 179.999(3) . 3_556
C204 N9 C205 56(2) 3_556 .
N9 C204 C205 42.8(19) 3_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N3 2.068(5) .
Ni1 N5 2.111(6) .
Ni1 N4 2.115(5) .
Ni1 N1 2.127(5) .
Ni1 N2 2.207(5) .
Ni1 N6 2.250(5) .
N3 C20 1.330(9) .
N3 C9 1.352(8) .
N2 C4 1.457(8) .
N2 C5 1.483(8) .
N2 C7 1.521(8) .
N1 C17 1.489(7) .
N1 C1 1.503(7) .
N1 C6 1.504(8) .
C17 C14 1.511(9) .
N6 C16 1.476(8) .
N6 C15 1.483(8) .
N6 C12 1.503(7) .
C16 C31 1.513(9) .
C15 C1 1.497(9) .
C14 C49 1.339(10) .
C14 C27 1.366(9) .
C13 C26 1.373(10) .
C13 C2 1.378(10) .
C13 C12 1.532(8) .
N5 C10 1.100(8) .
C10 C45 1.475(10) .
N4 C28 1.335(8) .
N4 C31 1.345(9) .
C9 C23 1.361(10) .
C9 C4 1.522(10) .
C8 C30 1.386(10) .
C8 C3 1.390(9) .
C7 C3 1.511(9) .
C6 C5 1.519(9) .
C3 C29 1.377(10) .
C2 C22 1.412(10) .
C31 C25 1.381(10) .
C30 C41 1.372(11) .
C29 C19 1.393(11) .
C28 C21 1.394(10) .
C27 C48 1.379(11) .
C26 C18 1.396(11) .
C25 C24 1.354(11) .
F3 B1 1.349(12) .
C24 C21 1.358(12) .
C23 C46 1.354(13) .
C22 C50 1.374(12) .
B1 F1 1.284(12) .
B1 F4 1.320(11) .
B1 F2 1.343(12) .
C20 C47 1.379(11) .
C19 C41 1.384(12) .
C18 C50 1.340(12) .
C49 C43 1.418(16) .
C48 C44 1.374(16) .
C47 C46 1.373(14) .
C44 C43 1.41(2) .
F5 B2 1.391(14) .
F6 B2 1.200(14) .
F7 B2 1.418(16) .
F8 B2 1.350(14) .
C202 C203 1.74(3) .
C201 N7 1.13(3) .
C201 C200 1.48(2) .
C205 N9 1.96(7) .
C205 N9 1.96(7) 3_556
C205 C204 2.38(8) .
C205 C204 2.38(8) 3_556
N9 C204 2.85(9) 3_556
C204 N9 2.85(9) 3_556
