#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:47:22 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179424 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/21/4332168.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_4332168
loop_
_publ_author_name
'Armentano, Donatella'
'De Munno, Giovanni'
'Guerra, Francesca'
'Julve, Miguel'
'Lloret, Francesc'
_publ_section_title
;
 Ligand Effects on the Structures of Extended Networks of
 Dicyanamide-Containing Transition-Metal Ions
;
_journal_issue                   12
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4626
_journal_page_last               4636
_journal_paper_doi               10.1021/ic060044u
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C18 H12 N8 Ni'
_chemical_formula_weight         399.07
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 101.6600(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9540(6)
_cell_length_b                   11.4147(6)
_cell_length_c                   13.9354(7)
_cell_measurement_reflns_used    7780
_cell_measurement_temperature    293(2)
_cell_volume                     1706.48(16)
_computing_cell_refinement       'Bruker-Nonius SAINT'
_computing_data_collection       'Bruker-Nonius SAINT'
_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 0.977
_diffrn_measured_fraction_theta_max 0.977
_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  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0194
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15338
_diffrn_reflns_theta_full        27.91
_diffrn_reflns_theta_max         27.91
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    1.158
_exptl_absorpt_correction_T_max  0.8099
_exptl_absorpt_correction_T_min  0.7375
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            turquoise
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunky
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0431P)²+0.5609P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0851
_reflns_number_gt                3354
_reflns_number_total             3995
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic060044usup7.cif
_cod_data_source_block           8
_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)/c
_cod_database_code               4332168
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 0.164886(19) 0.08292(2) 0.744964(14) 0.03926(9) Uani 1 1 d .
N1 N 0.23890(14) -0.07675(13) 0.80058(10) 0.0409(3) Uani 1 1 d .
N2 N 0.34513(13) 0.13320(13) 0.81415(10) 0.0390(3) Uani 1 1 d .
C1 C 0.18365(18) -0.18069(18) 0.79132(14) 0.0507(5) Uani 1 1 d .
H1 H 0.0986 -0.1847 0.7653 0.061 Uiso 1 1 calc R
C2 C 0.2492(2) -0.28463(19) 0.81947(16) 0.0586(5) Uani 1 1 d .
H2 H 0.2067 -0.3556 0.8119 0.070 Uiso 1 1 calc R
C3 C 0.3754(2) -0.28367(19) 0.85818(15) 0.0542(5) Uani 1 1 d .
C4 C 0.43669(17) -0.17323(17) 0.86887(13) 0.0455(4) Uani 1 1 d .
C5 C 0.56849(19) -0.1579(2) 0.90711(15) 0.0547(5) Uani 1 1 d .
H5 H 0.6176 -0.2233 0.9270 0.066 Uiso 1 1 calc R
C6 C 0.62175(18) -0.0517(2) 0.91460(14) 0.0544(5) Uani 1 1 d .
H6 H 0.7068 -0.0454 0.9399 0.065 Uiso 1 1 calc R
C7 C 0.55098(16) 0.05280(18) 0.88463(12) 0.0438(4) Uani 1 1 d .
C8 C 0.60303(17) 0.1668(2) 0.89124(13) 0.0506(5) Uani 1 1 d .
C9 C 0.5232(2) 0.2587(2) 0.86127(14) 0.0537(5) Uani 1 1 d .
H9 H 0.5538 0.3349 0.8662 0.064 Uiso 1 1 calc R
C10 C 0.39544(18) 0.23895(18) 0.82318(13) 0.0474(4) Uani 1 1 d .
H10 H 0.3443 0.3032 0.8035 0.057 Uiso 1 1 calc R
C11 C 0.42139(15) 0.04056(16) 0.84618(11) 0.0379(4) Uani 1 1 d .
C12 C 0.36434(16) -0.07313(16) 0.83862(12) 0.0390(4) Uani 1 1 d .
C13 C 0.4464(3) -0.3955(2) 0.8871(2) 0.0747(7) Uani 1 1 d .
H13A H 0.3905 -0.4609 0.8736 0.112 Uiso 1 1 calc R
H13B H 0.4826 -0.3934 0.9558 0.112 Uiso 1 1 calc R
H13C H 0.5112 -0.4033 0.8503 0.112 Uiso 1 1 calc R
C14 C 0.74163(19) 0.1861(2) 0.92915(17) 0.0685(7) Uani 1 1 d .
H14A H 0.7599 0.2683 0.9281 0.103 Uiso 1 1 calc R
H14B H 0.7880 0.1449 0.8882 0.103 Uiso 1 1 calc R
H14C H 0.7646 0.1573 0.9951 0.103 Uiso 1 1 calc R
N3 N 0.11982(16) 0.24253(18) 0.67527(12) 0.0593(5) Uani 1 1 d .
C15 C 0.08681(16) 0.29647(18) 0.60467(13) 0.0466(4) Uani 1 1 d .
N4 N 0.04150(19) 0.3665(2) 0.53250(13) 0.0734(6) Uani 1 1 d .
C16 C 0.07419(16) 0.36640(18) 0.44702(13) 0.0461(4) Uani 1 1 d .
N5 N 0.09554(15) 0.37694(16) 0.36942(12) 0.0499(4) Uani 1 1 d .
N6 N 0.24063(17) 0.0360(2) 0.61469(12) 0.0624(5) Uani 1 1 d .
C17 C 0.21157(16) 0.04831(17) 0.53115(13) 0.0435(4) Uani 1 1 d .
N7 N 0.18838(18) 0.0691(2) 0.43690(13) 0.0700(6) Uani 1 1 d .
C18 C 0.08653(18) 0.0272(2) 0.38111(13) 0.0503(5) Uani 1 1 d .
N8 N 0.00196(15) -0.00803(17) 0.32526(12) 0.0567(4) Uani 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'
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'
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
N8 Ni1 N3 92.14(7) 3_556 .
N8 Ni1 N1 93.13(7) 3_556 .
N3 Ni1 N1 168.81(6) . .
N8 Ni1 N5 92.79(7) 3_556 4_566
N3 Ni1 N5 95.99(7) . 4_566
N1 Ni1 N5 93.60(6) . 4_566
N8 Ni1 N2 171.25(7) 3_556 .
N3 Ni1 N2 95.03(7) . .
N1 Ni1 N2 78.96(6) . .
N5 Ni1 N2 91.43(6) 4_566 .
N8 Ni1 N6 87.36(7) 3_556 .
N3 Ni1 N6 85.50(8) . .
N1 Ni1 N6 84.90(7) . .
N5 Ni1 N6 178.50(7) 4_566 .
N2 Ni1 N6 88.22(6) . .
C1 N1 C12 117.83(16) . .
C1 N1 Ni1 127.72(13) . .
C12 N1 Ni1 113.75(12) . .
C10 N2 C11 117.40(15) . .
C10 N2 Ni1 129.04(12) . .
C11 N2 Ni1 113.31(12) . .
N1 C1 C2 122.18(18) . .
C3 C2 C1 121.3(2) . .
C2 C3 C4 117.57(19) . .
C2 C3 C13 121.4(2) . .
C4 C3 C13 121.1(2) . .
C12 C4 C3 117.62(17) . .
C12 C4 C5 118.20(19) . .
C3 C4 C5 124.17(18) . .
C6 C5 C4 121.69(18) . .
C5 C6 C7 121.80(17) . .
C8 C7 C11 118.29(17) . .
C8 C7 C6 123.84(17) . .
C11 C7 C6 117.88(18) . .
C9 C8 C7 117.26(17) . .
C9 C8 C14 121.6(2) . .
C7 C8 C14 121.1(2) . .
C8 C9 C10 120.93(19) . .
N2 C10 C9 122.96(18) . .
N2 C11 C7 123.11(18) . .
N2 C11 C12 116.60(15) . .
C7 C11 C12 120.28(16) . .
N1 C12 C4 123.51(17) . .
N1 C12 C11 116.33(15) . .
C4 C12 C11 120.15(16) . .
C15 N3 Ni1 150.45(19) . .
N3 C15 N4 172.0(2) . .
C15 N4 C16 124.74(19) . .
N5 C16 N4 172.8(2) . .
C16 N5 Ni1 168.02(16) . 4_565
C17 N6 Ni1 136.74(17) . .
N6 C17 N7 174.2(2) . .
C17 N7 C18 119.83(19) . .
N8 C18 N7 174.0(2) . .
C18 N8 Ni1 166.21(17) . 3_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N8 2.0750(16) 3_556
Ni1 N3 2.0767(18) .
Ni1 N1 2.0798(15) .
Ni1 N5 2.0803(16) 4_566
Ni1 N2 2.0947(14) .
Ni1 N6 2.2090(18) .
N1 C1 1.326(2) .
N1 C12 1.370(2) .
N2 C10 1.322(2) .
N2 C11 1.365(2) .
C1 C2 1.401(3) .
C2 C3 1.379(3) .
C3 C4 1.422(3) .
C3 C13 1.506(3) .
C4 C12 1.406(2) .
C4 C5 1.445(3) .
C5 C6 1.340(3) .
C6 C7 1.438(3) .
C7 C8 1.416(3) .
C7 C11 1.419(2) .
C8 C9 1.376(3) .
C8 C14 1.519(3) .
C9 C10 1.411(3) .
C11 C12 1.435(3) .
N3 C15 1.155(2) .
C15 N4 1.302(2) .
N4 C16 1.311(3) .
C16 N5 1.158(2) .
N5 Ni1 2.0803(16) 4_565
N6 C17 1.152(2) .
C17 N7 1.308(2) .
N7 C18 1.314(3) .
C18 N8 1.155(2) .
N8 Ni1 2.0750(16) 3_556
