#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:16:12 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179474 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/71/4337192.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_4337192
loop_
_publ_author_name
'Esteban, Jordi'
'Font-Bardia, Mercè'
'Escuer, Albert'
_publ_section_title
;
 Anionic guests in prismatic cavities generated by enneanuclear nickel
 metallacycles.
;
_journal_issue                   2
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1113
_journal_page_last               1121
_journal_paper_doi               10.1021/ic402651k
_journal_volume                  53
_journal_year                    2014
_chemical_formula_moiety         'C108 H156 N57 Ni9 O6, 2(B F4), N3, 2(H2 O)'
_chemical_formula_sum            'C108 H160 B2 F8 N60 Ni9 O8'
_chemical_formula_weight         3128.97
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           167
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3 2"c'
_symmetry_space_group_name_H-M   'R -3 c :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   17.918(5)
_cell_length_b                   17.918(5)
_cell_length_c                   73.01(2)
_cell_measurement_reflns_used    431
_cell_measurement_temperature    105(2)
_cell_measurement_theta_max      31
_cell_measurement_theta_min      3
_cell_volume                     20300(10)
_computing_cell_refinement       'AUTOMAR (Claudio Klein, 2007)'
_computing_data_collection       'MARXDS (Claudio Klein, 2005)'
_computing_data_reduction        'MARSCALE (Claudio Klein, 2007)'
_computing_molecular_graphics    'ORTEP (Brueggermann and Smith, 1990)'
_computing_publication_material  'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      105(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_device_type  'MAR345 with image plate detector'
_diffrn_measurement_method       'phi scan'
_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  0.0744
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       103
_diffrn_reflns_limit_l_min       -103
_diffrn_reflns_number            48208
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         32.18
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    1.310
_exptl_absorpt_correction_T_max  0.85
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             9756
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.621
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       0.00023(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         6799
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.165
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1205P)²+2.5040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1914
_refine_ls_wR_factor_ref         0.2056
_reflns_number_gt                5640
_reflns_number_total             6799
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic402651k_si_001.cif
_cod_data_source_block           jopm105a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      R-3c
_cod_database_code               4337192
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'-x, -x+y, -z+1/2'
'x-y, -y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'x, x-y, z-1/2'
'-x+y, y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
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 0.51591(2) 0.47431(2) 0.058511(5) 0.04629(15) Uani 1 1 d U
Ni2 Ni 0.32707(3) 0.3333 0.0833 0.03945(15) Uani 1 2 d S
O1 O 0.39658(13) 0.41998(13) 0.04669(3) 0.0481(4) Uani 1 1 d .
N1 N 0.20245(14) 0.24398(14) 0.07590(3) 0.0417(4) Uani 1 1 d .
N2 N 0.33006(14) 0.35845(15) 0.05581(3) 0.0413(4) Uani 1 1 d .
N3 N 0.51714(16) 0.35953(17) 0.05635(3) 0.0494(5) Uani 1 1 d .
H3NA H 0.5701 0.3700 0.0594 0.059 Uiso 1 1 calc R
H3NB H 0.4801 0.3226 0.0647 0.059 Uiso 1 1 calc R
N4 N 0.5697(2) 0.5161(2) 0.03209(4) 0.0604(6) Uani 1 1 d U
H4N H 0.6264 0.5331 0.0335 0.072 Uiso 1 1 calc R
N5 N 0.5110(2) 0.58920(18) 0.06197(4) 0.0637(7) Uani 1 1 d U
H5NA H 0.4610 0.5796 0.0570 0.076 Uiso 1 1 calc R
H5NB H 0.5071 0.5957 0.0741 0.076 Uiso 1 1 calc R
N6 N 0.45858(15) 0.43094(16) 0.08557(3) 0.0451(5) Uani 1 1 d .
N7 N 0.47640(16) 0.48391(16) 0.09772(3) 0.0455(5) Uani 1 1 d .
N8 N 0.49136(19) 0.5331(2) 0.10893(4) 0.0577(6) Uani 1 1 d .
N9 N 0.64344(19) 0.5323(2) 0.06821(4) 0.0715(8) Uani 1 1 d U
N10 N 0.6667 0.5448(2) 0.0833 0.0496(7) Uani 1 2 d S
C1 C 0.14021(17) 0.18661(17) 0.08691(4) 0.0435(5) Uani 1 1 d .
H1 H 0.1529 0.1842 0.0992 0.052 Uiso 1 1 calc R
C2 C 0.05711(19) 0.1305(2) 0.08060(4) 0.0505(6) Uani 1 1 d .
H2 H 0.0154 0.0903 0.0884 0.061 Uiso 1 1 calc R
C3 C 0.03820(19) 0.1359(2) 0.06248(4) 0.0502(6) Uani 1 1 d .
H3 H -0.0174 0.1009 0.0581 0.060 Uiso 1 1 calc R
C4 C 0.10177(19) 0.1933(2) 0.05093(4) 0.0483(6) Uani 1 1 d .
H4 H 0.0897 0.1962 0.0386 0.058 Uiso 1 1 calc R
C5 C 0.18466(18) 0.24713(18) 0.05780(4) 0.0441(5) Uani 1 1 d .
C6 C 0.25824(17) 0.31016(18) 0.04682(3) 0.0423(5) Uani 1 1 d .
C7 C 0.24894(18) 0.3204(2) 0.02674(4) 0.0471(6) Uani 1 1 d .
C8 C 0.2231(2) 0.2496(3) 0.01501(5) 0.0625(8) Uani 1 1 d .
H8 H 0.2156 0.1979 0.0196 0.075 Uiso 1 1 calc R
C9 C 0.2084(3) 0.2566(3) -0.00359(5) 0.0752(11) Uani 1 1 d .
H9 H 0.1918 0.2097 -0.0113 0.090 Uiso 1 1 calc R
C10 C 0.2186(3) 0.3323(3) -0.01039(6) 0.0812(12) Uani 1 1 d .
H10 H 0.2060 0.3356 -0.0226 0.097 Uiso 1 1 calc R
C11 C 0.2478(3) 0.4051(3) 0.00092(5) 0.0750(10) Uani 1 1 d .
H11 H 0.2577 0.4574 -0.0039 0.090 Uiso 1 1 calc R
C12 C 0.2615(2) 0.3976(2) 0.01918(4) 0.0583(7) Uani 1 1 d .
H12 H 0.2797 0.4453 0.0268 0.070 Uiso 1 1 calc R
C13 C 0.4951(2) 0.3156(2) 0.03836(4) 0.0587(7) Uani 1 1 d .
H13A H 0.4359 0.2984 0.0353 0.070 Uiso 1 1 calc R
H13B H 0.4998 0.2641 0.0390 0.070 Uiso 1 1 calc R
C14 C 0.5553(3) 0.3754(2) 0.02335(5) 0.0647(8) Uani 1 1 d .
H14A H 0.6145 0.3993 0.0274 0.078 Uiso 1 1 calc R
H14B H 0.5481 0.3414 0.0125 0.078 Uiso 1 1 calc R
C15 C 0.5400(3) 0.4494(3) 0.01829(5) 0.0664(9) Uani 1 1 d .
H15A H 0.5693 0.4747 0.0068 0.080 Uiso 1 1 calc R
H15B H 0.4788 0.4264 0.0163 0.080 Uiso 1 1 calc R
C16 C 0.5698(3) 0.5965(3) 0.02601(6) 0.0811(11) Uani 1 1 d U
H16A H 0.5107 0.5844 0.0254 0.097 Uiso 1 1 calc R
H16B H 0.5936 0.6111 0.0137 0.097 Uiso 1 1 calc R
C17 C 0.6204(3) 0.6738(3) 0.03828(6) 0.0818(12) Uani 1 1 d D
H17A H 0.6748 0.6773 0.0413 0.098 Uiso 1 1 calc R
H17B H 0.6334 0.7253 0.0314 0.098 Uiso 1 1 calc R
C18 C 0.5793(3) 0.6741(3) 0.05487(6) 0.0860(12) Uani 1 1 d D
H18A H 0.5539 0.7104 0.0531 0.103 Uiso 1 1 calc R
H18B H 0.6232 0.7009 0.0642 0.103 Uiso 1 1 calc R
F1 F 0.08227(18) 0.05758(18) 0.12229(4) 0.0872(7) Uani 1 1 d .
F2 F 0.0000 0.0000 0.14754(6) 0.0934(14) Uani 1 3 d S
B1 B 0.0000 0.0000 0.12913(10) 0.0619(15) Uani 1 3 d S
N11 N 0.6667 0.3333 0.0833 0.0516(13) Uani 1 6 d S
N12 N 0.6667 0.3333 0.06720(7) 0.0607(12) Uani 1 3 d S
O1W O 0.0000 0.0000 0.01417(19) 0.200(8) Uani 1 3 d S
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'
F F 0.0171 0.0103 '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'
Ni Ni 0.3393 1.1124 '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'
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
O1 Ni1 N3 91.31(9) . .
O1 Ni1 N9 174.70(10) . .
N3 Ni1 N9 88.14(13) . .
O1 Ni1 N4 88.09(10) . .
N3 Ni1 N4 93.01(11) . .
N9 Ni1 N4 86.68(12) . .
O1 Ni1 N5 88.37(11) . .
N3 Ni1 N5 177.09(11) . .
N9 Ni1 N5 92.45(14) . .
N4 Ni1 N5 89.87(12) . .
O1 Ni1 N6 91.06(8) . .
N3 Ni1 N6 87.27(9) . .
N9 Ni1 N6 94.18(11) . .
N4 Ni1 N6 179.11(10) . .
N5 Ni1 N6 89.84(10) . .
N2 Ni2 N2 170.43(13) 18_554 .
N2 Ni2 N1 79.20(9) 18_554 18_554
N2 Ni2 N1 94.11(9) . 18_554
N2 Ni2 N1 94.12(9) 18_554 .
N2 Ni2 N1 79.19(9) . .
N1 Ni2 N1 92.22(13) 18_554 .
N2 Ni2 N6 96.80(9) 18_554 .
N2 Ni2 N6 89.88(9) . .
N1 Ni2 N6 89.14(9) 18_554 .
N1 Ni2 N6 169.06(8) . .
N2 Ni2 N6 89.89(9) 18_554 18_554
N2 Ni2 N6 96.79(9) . 18_554
N1 Ni2 N6 169.07(8) 18_554 18_554
N1 Ni2 N6 89.14(9) . 18_554
N6 Ni2 N6 91.58(13) . 18_554
N2 O1 Ni1 118.32(15) . .
C1 N1 C5 119.3(2) . .
C1 N1 Ni2 126.76(18) . .
C5 N1 Ni2 113.95(17) . .
C6 N2 O1 118.3(2) . .
C6 N2 Ni2 115.78(18) . .
O1 N2 Ni2 125.88(17) . .
C13 N3 Ni1 117.5(2) . .
C13 N3 H3NA 107.9 . .
Ni1 N3 H3NA 107.9 . .
C13 N3 H3NB 107.9 . .
Ni1 N3 H3NB 107.9 . .
H3NA N3 H3NB 107.2 . .
C15 N4 C16 114.2(3) . .
C15 N4 Ni1 115.3(2) . .
C16 N4 Ni1 112.9(2) . .
C15 N4 H4N 104.3 . .
C16 N4 H4N 104.3 . .
Ni1 N4 H4N 104.3 . .
C18 N5 Ni1 122.6(3) . .
C18 N5 H5NA 106.7 . .
Ni1 N5 H5NA 106.7 . .
C18 N5 H5NB 106.7 . .
Ni1 N5 H5NB 106.7 . .
H5NA N5 H5NB 106.6 . .
N7 N6 Ni2 116.57(19) . .
N7 N6 Ni1 119.2(2) . .
Ni2 N6 Ni1 110.76(10) . .
N8 N7 N6 178.5(3) . .
N10 N9 Ni1 127.6(2) . .
N9 N10 N9 178.3(5) 17_654 .
N1 C1 C2 122.2(2) . .
N1 C1 H1 118.9 . .
C2 C1 H1 118.9 . .
C3 C2 C1 118.5(3) . .
C3 C2 H2 120.8 . .
C1 C2 H2 120.8 . .
C4 C3 C2 120.0(3) . .
C4 C3 H3 120.0 . .
C2 C3 H3 120.0 . .
C3 C4 C5 119.5(3) . .
C3 C4 H4 120.3 . .
C5 C4 H4 120.3 . .
N1 C5 C4 120.5(2) . .
N1 C5 C6 114.8(2) . .
C4 C5 C6 124.6(2) . .
N2 C6 C5 116.1(2) . .
N2 C6 C7 122.8(2) . .
C5 C6 C7 121.0(2) . .
C12 C7 C8 118.0(3) . .
C12 C7 C6 122.3(3) . .
C8 C7 C6 119.6(3) . .
C9 C8 C7 120.2(4) . .
C9 C8 H8 119.9 . .
C7 C8 H8 119.9 . .
C10 C9 C8 120.1(4) . .
C10 C9 H9 119.9 . .
C8 C9 H9 119.9 . .
C9 C10 C11 120.7(4) . .
C9 C10 H10 119.7 . .
C11 C10 H10 119.7 . .
C12 C11 C10 118.7(4) . .
C12 C11 H11 120.6 . .
C10 C11 H11 120.6 . .
C11 C12 C7 122.1(4) . .
C11 C12 H12 118.9 . .
C7 C12 H12 118.9 . .
N3 C13 C14 110.8(3) . .
N3 C13 H13A 109.5 . .
C14 C13 H13A 109.5 . .
N3 C13 H13B 109.5 . .
C14 C13 H13B 109.5 . .
H13A C13 H13B 108.1 . .
C15 C14 C13 114.1(3) . .
C15 C14 H14A 108.7 . .
C13 C14 H14A 108.7 . .
C15 C14 H14B 108.7 . .
C13 C14 H14B 108.7 . .
H14A C14 H14B 107.6 . .
N4 C15 C14 113.4(3) . .
N4 C15 H15A 108.9 . .
C14 C15 H15A 108.9 . .
N4 C15 H15B 108.9 . .
C14 C15 H15B 108.9 . .
H15A C15 H15B 107.7 . .
N4 C16 C17 114.5(4) . .
N4 C16 H16A 108.6 . .
C17 C16 H16A 108.6 . .
N4 C16 H16B 108.6 . .
C17 C16 H16B 108.6 . .
H16A C16 H16B 107.6 . .
C18 C17 C16 115.7(4) . .
C18 C17 H17A 108.3 . .
C16 C17 H17A 108.3 . .
C18 C17 H17B 108.3 . .
C16 C17 H17B 108.3 . .
H17A C17 H17B 107.4 . .
C17 C18 N5 117.1(4) . .
C17 C18 H18A 108.0 . .
N5 C18 H18A 108.0 . .
C17 C18 H18B 108.0 . .
N5 C18 H18B 108.0 . .
H18A C18 H18B 107.3 . .
F2 B1 F1 110.9(3) . .
F2 B1 F1 110.9(3) . 2
F1 B1 F1 108.0(3) . 2
F2 B1 F1 110.9(3) . 3
F1 B1 F1 108.0(3) . 3
F1 B1 F1 108.0(3) 2 3
N12 N11 N12 180.0 16_544 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 2.045(2) .
Ni1 N3 2.074(3) .
Ni1 N9 2.104(3) .
Ni1 N4 2.119(3) .
Ni1 N5 2.119(3) .
Ni1 N6 2.182(2) .
Ni2 N2 2.054(2) 18_554
Ni2 N2 2.054(2) .
Ni2 N1 2.066(2) 18_554
Ni2 N1 2.066(2) .
Ni2 N6 2.125(2) .
Ni2 N6 2.125(2) 18_554
O1 N2 1.328(3) .
N1 C1 1.342(3) .
N1 C5 1.367(3) .
N2 C6 1.312(3) .
N3 C13 1.480(4) .
N3 H3NA 0.9000 .
N3 H3NB 0.9000 .
N4 C15 1.446(5) .
N4 C16 1.507(5) .
N4 H4N 0.9100 .
N5 C18 1.489(5) .
N5 H5NA 0.9000 .
N5 H5NB 0.9000 .
N6 N7 1.220(3) .
N7 N8 1.132(4) .
N9 N10 1.162(3) .
N10 N9 1.162(3) 17_654
C1 C2 1.394(4) .
C1 H1 0.9300 .
C2 C3 1.381(4) .
C2 H2 0.9300 .
C3 C4 1.377(4) .
C3 H3 0.9300 .
C4 C5 1.399(4) .
C4 H4 0.9300 .
C5 C6 1.472(4) .
C6 C7 1.497(4) .
C7 C12 1.399(5) .
C7 C8 1.403(5) .
C8 C9 1.400(5) .
C8 H8 0.9300 .
C9 C10 1.370(7) .
C9 H9 0.9300 .
C10 C11 1.405(6) .
C10 H10 0.9300 .
C11 C12 1.375(5) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.535(5) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 C15 1.529(6) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.512(6) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.419(5) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
F1 B1 1.402(4) .
F2 B1 1.345(9) .
B1 F1 1.402(4) 2
B1 F1 1.402(4) 3
N11 N12 1.178(5) 16_544
N11 N12 1.178(5) .
