#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:49:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179426 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/23/4332315.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4332315
loop_
_publ_author_name
'Tamayo, Abel'
'Escriche, Lluis'
'Lodeiro, Carlos'
'Ribas-Ariño, Jordi'
'Ribas, Joan'
'Covelo, Berta'
'Casabó, Jaume'
_publ_section_title
;
 Structural and Magnetic Properties of a Complete Halide Series of
 NiIIComplexes with a Pyridine-Containing 14-Membered Macrocycle
;
_journal_issue                   19
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7621
_journal_page_last               7627
_journal_paper_doi               10.1021/ic060231s
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C13 H20 B F5 N2 Ni S2'
_chemical_formula_weight         432.95
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.099(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.386(2)
_cell_length_b                   9.759(2)
_cell_length_c                   18.572(4)
_cell_measurement_reflns_used    1005
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      3.03
_cell_volume                     1698.7(6)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0369
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15407
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    1.436
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.732870
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.641
_refine_diff_density_min         -0.634
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4092
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0323
_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)+(0.0268P)²+1.6622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0745
_reflns_number_gt                3204
_reflns_number_total             4092
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic060231ssup1.cif
_cod_data_source_block           ni_f
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4332315
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C8 C 0.4282(3) -0.0092(3) 0.60861(14) 0.0336(6) Uani 1 1 d .
H8 H 0.3501 -0.0596 0.6225 0.040 Uiso 1 1 calc R
Ni Ni 0.51126(3) 0.41922(3) 0.571509(14) 0.01281(8) Uani 1 1 d .
S1 S 0.77293(6) 0.40472(6) 0.57631(3) 0.01962(13) Uani 1 1 d .
S2 S 0.26384(6) 0.35543(6) 0.56769(3) 0.02127(13) Uani 1 1 d .
F F 0.48376(13) 0.61163(12) 0.53571(6) 0.0162(3) Uani 1 1 d .
F1 F -0.00627(17) 0.98336(16) 0.65105(9) 0.0371(4) Uani 1 1 d .
F3 F -0.0127(2) 0.78394(17) 0.71413(9) 0.0526(5) Uani 1 1 d .
N1 N 0.5139(2) 0.5040(2) 0.67640(10) 0.0171(4) Uani 1 1 d .
C1 C 0.6472(2) 0.5857(2) 0.68896(13) 0.0221(5) Uani 1 1 d .
H1A H 0.6307 0.6565 0.7242 0.026 Uiso 1 1 calc R
H1B H 0.6691 0.6307 0.6443 0.026 Uiso 1 1 calc R
N2 N 0.5347(2) 0.20864(19) 0.58773(10) 0.0190(4) Uani 1 1 d .
C13 C 0.3883(2) 0.5935(2) 0.68740(13) 0.0224(5) Uani 1 1 d .
H13A H 0.3771 0.6566 0.6471 0.027 Uiso 1 1 calc R
H13B H 0.4074 0.6475 0.7307 0.027 Uiso 1 1 calc R
F4 F -0.0789(2) 0.7838(2) 0.59601(13) 0.0801(8) Uani 1 1 d .
C12 C 0.2485(3) 0.5168(3) 0.69432(13) 0.0271(5) Uani 1 1 d .
H12A H 0.2678 0.4353 0.7231 0.033 Uiso 1 1 calc R
H12B H 0.1850 0.5743 0.7206 0.033 Uiso 1 1 calc R
F2 F 0.15026(18) 0.8122(2) 0.63282(12) 0.0597(6) Uani 1 1 d .
C3 C 0.7955(2) 0.3698(2) 0.67242(12) 0.0218(5) Uani 1 1 d .
H3A H 0.7265 0.3015 0.6858 0.026 Uiso 1 1 calc R
H3B H 0.8903 0.3334 0.6836 0.026 Uiso 1 1 calc R
C5 C 0.6537(3) 0.1443(2) 0.56875(12) 0.0230(5) Uani 1 1 d .
C2 C 0.7748(2) 0.5006(3) 0.71535(13) 0.0240(5) Uani 1 1 d .
H2A H 0.7638 0.4764 0.7654 0.029 Uiso 1 1 calc R
H2B H 0.8601 0.5562 0.7134 0.029 Uiso 1 1 calc R
C7 C 0.5500(3) -0.0743(3) 0.58915(14) 0.0371(7) Uani 1 1 d .
H7 H 0.5547 -0.1695 0.5890 0.045 Uiso 1 1 calc R
C11 C 0.1710(2) 0.4740(3) 0.62385(14) 0.0287(6) Uani 1 1 d .
H11A H 0.1494 0.5560 0.5958 0.034 Uiso 1 1 calc R
H11B H 0.0808 0.4327 0.6351 0.034 Uiso 1 1 calc R
C4 C 0.7740(3) 0.2311(3) 0.54343(14) 0.0274(6) Uani 1 1 d .
H4A H 0.7684 0.2328 0.4911 0.033 Uiso 1 1 calc R
H4B H 0.8639 0.1886 0.5589 0.033 Uiso 1 1 calc R
C10 C 0.2934(3) 0.2100(3) 0.62839(13) 0.0271(5) Uani 1 1 d .
H10A H 0.3073 0.2422 0.6777 0.032 Uiso 1 1 calc R
H10B H 0.2108 0.1502 0.6255 0.032 Uiso 1 1 calc R
C6 C 0.6651(3) 0.0022(3) 0.56983(14) 0.0332(6) Uani 1 1 d .
H6 H 0.7491 -0.0404 0.5577 0.040 Uiso 1 1 calc R
C9 C 0.4232(3) 0.1325(2) 0.60725(12) 0.0234(5) Uani 1 1 d .
B B 0.0116(3) 0.8414(3) 0.64696(16) 0.0242(6) Uani 1 1 d .
H1 H 0.516(2) 0.450(2) 0.7075(13) 0.007(6) 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'
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
C7 C8 C9 119.0(3) . .
F Ni F 79.73(5) . 3_666
F Ni N2 168.89(6) . .
F Ni N2 89.29(6) 3_666 .
F Ni N1 86.21(7) . .
F Ni N1 165.42(6) 3_666 .
N2 Ni N1 104.86(8) . .
F Ni S2 97.24(4) . .
F Ni S2 90.35(4) 3_666 .
N2 Ni S2 80.97(6) . .
N1 Ni S2 95.28(5) . .
F Ni S1 100.17(4) . .
F Ni S1 87.18(4) 3_666 .
N2 Ni S1 80.84(5) . .
N1 Ni S1 91.55(5) . .
S2 Ni S1 161.67(2) . .
C4 S1 C3 98.84(12) . .
C4 S1 Ni 93.76(8) . .
C3 S1 Ni 96.29(8) . .
C11 S2 C10 101.70(12) . .
C11 S2 Ni 108.16(8) . .
C10 S2 Ni 93.94(8) . .
Ni F Ni 100.27(5) . 3_666
C1 N1 C13 109.16(18) . .
C1 N1 Ni 108.76(14) . .
C13 N1 Ni 112.67(14) . .
N1 C1 C2 113.47(19) . .
C5 N2 C9 118.7(2) . .
C5 N2 Ni 120.29(16) . .
C9 N2 Ni 120.26(16) . .
N1 C13 C12 114.5(2) . .
C11 C12 C13 115.9(2) . .
C2 C3 S1 110.19(16) . .
N2 C5 C6 121.7(2) . .
N2 C5 C4 117.8(2) . .
C6 C5 C4 120.4(2) . .
C1 C2 C3 114.27(19) . .
C8 C7 C6 119.6(2) . .
C12 C11 S2 116.64(17) . .
C5 C4 S1 113.90(17) . .
C9 C10 S2 109.17(16) . .
C7 C6 C5 118.9(3) . .
N2 C9 C8 122.0(2) . .
N2 C9 C10 116.4(2) . .
C8 C9 C10 121.6(2) . .
F4 B F2 110.2(2) . .
F4 B F3 109.2(2) . .
F2 B F3 106.9(2) . .
F4 B F1 112.1(2) . .
F2 B F1 109.5(2) . .
F3 B F1 108.9(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C8 C7 1.373(4) .
C8 C9 1.384(3) .
Ni F 2.0041(13) .
Ni F 2.0169(13) 3_666
Ni N2 2.0870(19) .
Ni N1 2.1154(19) .
Ni S2 2.4016(8) .
Ni S1 2.4568(8) .
S1 C4 1.802(3) .
S1 C3 1.818(2) .
S2 C11 1.812(3) .
S2 C10 1.824(3) .
F Ni 2.0169(13) 3_666
F1 B 1.398(3) .
F3 B 1.398(3) .
N1 C1 1.491(3) .
N1 C13 1.491(3) .
C1 C2 1.517(3) .
N2 C5 1.345(3) .
N2 C9 1.348(3) .
C13 C12 1.521(3) .
F4 B 1.359(3) .
C12 C11 1.521(4) .
F2 B 1.371(3) .
C3 C2 1.523(3) .
C5 C6 1.391(3) .
C5 C4 1.507(4) .
C7 C6 1.376(4) .
C10 C9 1.504(4) .
