#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:41:02 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180049 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/43/7034332.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_7034332
loop_
_publ_author_name
'Buchalski, Piotr'
'Pacholski, Roman'
'Chodkiewicz, Krzysztof'
'Buchowicz, Włodzimierz'
'Suwińska, Kinga'
'Shkurenko, Aleksander'
_publ_section_title
;
 Novel imidazolium and imidazolinium salts containing the
 9-nickelafluorenyl anion - synthesis, structures and reactivity.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7169
_journal_page_last               7176
_journal_paper_doi               10.1039/c4dt03786c
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety
'(C21 H27 N2)1+ 3, NiCl4 2-, Cl1-, 6(C H2  Cl2)'
_chemical_formula_sum            'C69 H93 Cl17 N6 Ni'
_chemical_formula_weight         1667.85
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_Hall           'R 3 -2"c'
_space_group_name_H-M_alt        'R 3 c :H'
_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-2013
_audit_update_record
;
2014-12-10 deposited with the CCDC.
2015-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   15.3884(4)
_cell_length_b                   15.3884(4)
_cell_length_c                   61.781(2)
_cell_measurement_reflns_used    24781
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      26.73
_cell_measurement_theta_min      2.75
_cell_volume                     12669.9(6)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'COLLECT (Nonius B.V., 1998)'
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  KappaApexII
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0777
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       78
_diffrn_reflns_limit_l_min       -78
_diffrn_reflns_number            51307
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.731
_diffrn_reflns_theta_min         2.826
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.808
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60318
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET)
(compiled Feb  3 2012,10:37:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            willow-green
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_description       plate
_exptl_crystal_F_000             5196
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         5990
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0900P)²+32.5710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1636
_refine_ls_wR_factor_ref         0.1693
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                5395
_reflns_number_total             5990
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4dt03786c2.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 7034327--7034332.cif.'
_cod_original_cell_volume        12669.9(8)
_cod_database_code               7034332
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'-y, -x, 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'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'-y+2/3, -x+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'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'
'-y+1/3, -x+2/3, z+7/6'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N11 N 0.5419(4) 0.5056(4) 0.63066(8) 0.0419(10) Uani 1 1 d . . . . .
N21 N 0.5587(4) 0.5163(4) 0.59535(8) 0.0415(11) Uani 1 1 d . . . . .
C1 C 0.5552(4) 0.4667(4) 0.61290(10) 0.0417(12) Uani 1 1 d . . . . .
H1 H 0.5616 0.4084 0.6128 0.050 Uiso 1 1 calc R U . . .
C2 C 0.5398(5) 0.5990(4) 0.62564(10) 0.0435(12) Uani 1 1 d . . . . .
H2A H 0.5969 0.6583 0.6325 0.052 Uiso 1 1 calc R U . . .
H2B H 0.4763 0.5942 0.6305 0.052 Uiso 1 1 calc R U . . .
C3 C 0.5486(4) 0.6041(4) 0.60071(10) 0.0414(12) Uani 1 1 d . . . . .
H3A H 0.4878 0.5990 0.5940 0.050 Uiso 1 1 calc R U . . .
H3B H 0.6082 0.6672 0.5959 0.050 Uiso 1 1 calc R U . . .
C11 C 0.5372(5) 0.4706(5) 0.65238(10) 0.0464(13) Uani 1 1 d . . . . .
C12 C 0.4454(5) 0.4222(5) 0.66287(12) 0.0577(16) Uani 1 1 d . . . . .
C13 C 0.4435(6) 0.3913(5) 0.68410(13) 0.0640(19) Uani 1 1 d . . . . .
H13 H 0.3813 0.3571 0.6916 0.077 Uiso 1 1 calc R U . . .
C14 C 0.5304(6) 0.4094(5) 0.69449(11) 0.0584(18) Uani 1 1 d . . . . .
C15 C 0.6214(6) 0.4579(5) 0.68365(11) 0.0548(16) Uani 1 1 d . . . . .
H15 H 0.6807 0.4690 0.6908 0.066 Uiso 1 1 calc R U . . .
C16 C 0.6274(5) 0.4910(4) 0.66223(9) 0.0435(12) Uani 1 1 d . . . . .
C17 C 0.3496(6) 0.4015(8) 0.65133(19) 0.091(3) Uani 1 1 d . . . . .
H17A H 0.3510 0.4650 0.6487 0.137 Uiso 1 1 calc R U . . .
H17B H 0.2915 0.3581 0.6604 0.137 Uiso 1 1 calc R U . . .
H17C H 0.3445 0.3681 0.6375 0.137 Uiso 1 1 calc R U . . .
C18 C 0.5252(8) 0.3746(6) 0.71775(12) 0.078(3) Uani 1 1 d . . . . .
H18A H 0.5162 0.4197 0.7275 0.117 Uiso 1 1 calc R U . . .
H18B H 0.5876 0.3756 0.7214 0.117 Uiso 1 1 calc R U . . .
H18C H 0.4685 0.3062 0.7193 0.117 Uiso 1 1 calc R U . . .
C19 C 0.7260(5) 0.5448(6) 0.65078(11) 0.0531(15) Uani 1 1 d . . . . .
H19A H 0.7272 0.5027 0.6390 0.080 Uiso 1 1 calc R U . . .
H19B H 0.7802 0.5593 0.6610 0.080 Uiso 1 1 calc R U . . .
H19C H 0.7353 0.6079 0.6448 0.080 Uiso 1 1 calc R U . . .
C21 C 0.5752(5) 0.4959(5) 0.57368(10) 0.0444(13) Uani 1 1 d . . . . .
C22 C 0.6741(5) 0.5320(5) 0.56685(12) 0.0526(16) Uani 1 1 d . . . . .
C23 C 0.6873(6) 0.5177(6) 0.54472(13) 0.0610(19) Uani 1 1 d . . . . .
H23 H 0.7532 0.5397 0.5395 0.073 Uiso 1 1 calc R U . . .
C24 C 0.6083(7) 0.4731(6) 0.53048(13) 0.066(2) Uani 1 1 d . . . . .
C25 C 0.5120(7) 0.4366(6) 0.53816(12) 0.0601(18) Uani 1 1 d . . . . .
H25 H 0.4572 0.4032 0.5284 0.072 Uiso 1 1 calc R U . . .
C26 C 0.4925(5) 0.4472(5) 0.55960(11) 0.0485(14) Uani 1 1 d . . . . .
C27 C 0.7602(6) 0.5822(7) 0.58172(15) 0.071(2) Uani 1 1 d . . . . .
H27A H 0.8227 0.6143 0.5734 0.106 Uiso 1 1 calc R U . . .
H27B H 0.7606 0.5326 0.5916 0.106 Uiso 1 1 calc R U . . .
H27C H 0.7545 0.6332 0.5901 0.106 Uiso 1 1 calc R U . . .
C28 C 0.6255(10) 0.4599(8) 0.50649(15) 0.092(3) Uani 1 1 d . . . . .
H28A H 0.6041 0.3893 0.5037 0.138 Uiso 1 1 calc R U . . .
H28B H 0.6969 0.5017 0.5030 0.138 Uiso 1 1 calc R U . . .
H28C H 0.5864 0.4802 0.4974 0.138 Uiso 1 1 calc R U . . .
C29 C 0.3875(5) 0.4082(5) 0.56729(11) 0.0509(15) Uani 1 1 d . . . . .
H29A H 0.3767 0.4646 0.5702 0.076 Uiso 1 1 calc R U . . .
H29B H 0.3766 0.3692 0.5806 0.076 Uiso 1 1 calc R U . . .
H29C H 0.3405 0.3652 0.5561 0.076 Uiso 1 1 calc R U . . .
Ni Ni 0.3333 0.6667 0.61769(2) 0.0399(3) Uani 1 3 d S T P . .
Cl1 Cl 0.28690(11) 0.50896(13) 0.60696(3) 0.0531(4) Uani 1 1 d . . . . .
Cl2 Cl 0.3333 0.6667 0.65407(4) 0.0571(7) Uani 1 3 d S T P . .
Cl3 Cl 0.6667 0.3333 0.61118(5) 0.0483(6) Uani 1 3 d S T P . .
C4 C 0.5238(11) 0.6696(10) 0.6889(2) 0.127(6) Uani 1 1 d . . . . .
H4A1 H 0.5212 0.6103 0.6958 0.152 Uiso 1 1 calc R U . . .
H4A2 H 0.4671 0.6462 0.6786 0.152 Uiso 1 1 calc R U . . .
Cl4 Cl 0.5158(4) 0.7500(5) 0.70925(9) 0.182(2) Uani 1 1 d . . . . .
Cl5 Cl 0.6345(4) 0.7385(3) 0.67575(7) 0.151(2) Uani 1 1 d . . . . .
C5 C 0.7584(11) 0.9011(11) 0.6045(4) 0.160(8) Uani 1 1 d . . . . .
H5A H 0.6862 0.8768 0.6069 0.192 Uiso 0.723(14) 1 calc R U P A 1
H5B H 0.7961 0.9750 0.6062 0.192 Uiso 0.723(14) 1 calc R U P A 1
H5C H 0.7775 0.8940 0.5896 0.192 Uiso 0.277(14) 1 calc R U P A 2
H5D H 0.6843 0.8677 0.6052 0.192 Uiso 0.277(14) 1 calc R U P A 2
Cl6 Cl 0.8043(5) 0.8418(6) 0.62382(10) 0.203(3) Uani 1 1 d . . . . .
Cl7A Cl 0.7766(5) 0.8692(8) 0.58039(15) 0.211(6) Uani 0.723(14) 1 d . . P A 1
Cl7B Cl 0.8097(14) 1.0248(13) 0.6108(4) 0.195(13) Uani 0.277(14) 1 d . . P A 2
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'
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'
Cl Cl 0.1484 0.1585 '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
C1 N11 C11 126.9(5) . .
C1 N11 C2 110.5(5) . .
C11 N11 C2 122.5(5) . .
C1 N21 C21 127.4(5) . .
C1 N21 C3 110.8(5) . .
C21 N21 C3 121.7(4) . .
N21 C1 N11 113.3(5) . .
N21 C1 H1 123.3 . .
N11 C1 H1 123.3 . .
N11 C2 C3 102.3(5) . .
N11 C2 H2A 111.3 . .
C3 C2 H2A 111.3 . .
N11 C2 H2B 111.3 . .
C3 C2 H2B 111.3 . .
H2A C2 H2B 109.2 . .
N21 C3 C2 103.0(4) . .
N21 C3 H3A 111.2 . .
C2 C3 H3A 111.2 . .
N21 C3 H3B 111.2 . .
C2 C3 H3B 111.2 . .
H3A C3 H3B 109.1 . .
C12 C11 C16 123.2(6) . .
C12 C11 N11 119.1(6) . .
C16 C11 N11 117.7(6) . .
C11 C12 C13 117.8(7) . .
C11 C12 C17 120.9(7) . .
C13 C12 C17 121.2(7) . .
C14 C13 C12 121.1(7) . .
C14 C13 H13 119.4 . .
C12 C13 H13 119.4 . .
C13 C14 C15 120.0(6) . .
C13 C14 C18 119.5(7) . .
C15 C14 C18 120.5(8) . .
C14 C15 C16 121.0(7) . .
C14 C15 H15 119.5 . .
C16 C15 H15 119.5 . .
C11 C16 C15 116.8(6) . .
C11 C16 C19 122.4(6) . .
C15 C16 C19 120.8(6) . .
C12 C17 H17A 109.5 . .
C12 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C12 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C14 C18 H18A 109.5 . .
C14 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C14 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C16 C19 H19A 109.5 . .
C16 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C16 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C22 C21 C26 122.6(6) . .
C22 C21 N21 118.3(6) . .
C26 C21 N21 118.9(5) . .
C21 C22 C23 116.2(7) . .
C21 C22 C27 122.2(6) . .
C23 C22 C27 121.6(6) . .
C24 C23 C22 122.4(7) . .
C24 C23 H23 118.8 . .
C22 C23 H23 118.8 . .
C23 C24 C25 119.0(7) . .
C23 C24 C28 121.0(8) . .
C25 C24 C28 119.9(9) . .
C24 C25 C26 122.1(8) . .
C24 C25 H25 118.9 . .
C26 C25 H25 118.9 . .
C25 C26 C21 117.5(6) . .
C25 C26 C29 120.8(7) . .
C21 C26 C29 121.7(6) . .
C22 C27 H27A 109.5 . .
C22 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C22 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C24 C28 H28A 109.5 . .
C24 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C24 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C26 C29 H29A 109.5 . .
C26 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C26 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
Cl2 Ni Cl1 107.06(6) . 2_665
Cl2 Ni Cl1 107.06(6) . .
Cl1 Ni Cl1 111.77(5) 2_665 .
Cl2 Ni Cl1 107.06(6) . 3_565
Cl1 Ni Cl1 111.77(5) 2_665 3_565
Cl1 Ni Cl1 111.76(5) . 3_565
Cl5 C4 Cl4 107.2(7) . .
Cl5 C4 H4A1 110.3 . .
Cl4 C4 H4A1 110.3 . .
Cl5 C4 H4A2 110.3 . .
Cl4 C4 H4A2 110.3 . .
H4A1 C4 H4A2 108.5 . .
Cl7A C5 Cl6 106.0(9) . .
Cl7B C5 Cl6 109.1(14) . .
Cl7A C5 H5A 110.5 . .
Cl6 C5 H5A 110.5 . .
Cl7A C5 H5B 110.5 . .
Cl6 C5 H5B 110.5 . .
H5A C5 H5B 108.7 . .
Cl7B C5 H5C 109.9 . .
Cl6 C5 H5C 109.9 . .
Cl7B C5 H5D 109.9 . .
Cl6 C5 H5D 109.9 . .
H5C C5 H5D 108.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N11 C1 1.314(8) .
N11 C11 1.434(8) .
N11 C2 1.487(7) .
N21 C1 1.312(8) .
N21 C21 1.426(8) .
N21 C3 1.473(7) .
C1 H1 0.9500 .
C2 C3 1.544(8) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C11 C12 1.385(10) .
C11 C16 1.400(9) .
C12 C13 1.390(11) .
C12 C17 1.521(12) .
C13 C14 1.380(12) .
C13 H13 0.9500 .
C14 C15 1.386(12) .
C14 C18 1.522(10) .
C15 C16 1.404(9) .
C15 H15 0.9500 .
C16 C19 1.494(10) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C21 C22 1.399(8) .
C21 C26 1.409(10) .
C22 C23 1.415(11) .
C22 C27 1.474(12) .
C23 C24 1.374(13) .
C23 H23 0.9500 .
C24 C25 1.380(12) .
C24 C28 1.537(11) .
C25 C26 1.386(10) .
C25 H25 0.9500 .
C26 C29 1.492(9) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
Ni Cl2 2.247(3) .
Ni Cl1 2.2595(16) 2_665
Ni Cl1 2.2596(16) .
Ni Cl1 2.2597(16) 3_565
C4 Cl5 1.697(17) .
C4 Cl4 1.810(18) .
C4 H4A1 0.9900 .
C4 H4A2 0.9900 .
C5 Cl7A 1.64(2) .
C5 Cl7B 1.70(3) .
C5 Cl6 1.84(2) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C5 H5C 0.9900 .
C5 H5D 0.9900 .
