#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/70/2007087.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2007087
loop_
_publ_author_name
'Blake, Alexander J.'
'Li, Wan-Sheung'
'Lippolis, Vito'
'Schröder, Martin'
_publ_section_title
;
 Bis(acetonitrile-N)(1,4,8,12-tetraazacyclopentadecane)nickel(II)
 Bis(triiodide) and (1,4,8,12-Tetraazacyclopentadecane)palladium(II)
 Bis(triiodide)
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              299
_journal_page_last               302
_journal_paper_doi               10.1107/S0108270197014200
_journal_volume                  54
_journal_year                    1998
_chemical_formula_iupac          '[Ni (C2 H3 N)2 (C11 H26 N4)] (I3)2'
_chemical_formula_moiety         'C15 H32 N6 Ni 2+, 2I3 -'
_chemical_formula_sum            'C15 H32 I6 N6 Ni'
_chemical_formula_weight         1116.58
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.05(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.885(6)
_cell_length_b                   18.689(4)
_cell_length_c                   9.452(3)
_cell_measurement_reflns_used    18
_cell_measurement_temperature    150
_cell_measurement_theta_max      20.1
_cell_measurement_theta_min      13.5
_cell_volume                     2975.3(16)
_computing_cell_refinement       STADI4
_computing_data_collection       'STADI4 (Stoe & Cie, 1996a)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1996b)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1995)'
_computing_publication_material  SHELXL96
_computing_structure_refinement  'SHELXL96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150
_diffrn_measurement_device_type
;
Stoe Stadi-4 four-circle diffractometer with Oxford Cryosystems open-flow
cryostat (Cosier & Glazer, 1986)
;
_diffrn_measurement_method       ω/θ
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0151
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2631
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         2.64
_diffrn_standards_decay_%        'variation +- 2'
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.892
_exptl_absorpt_correction_T_max  0.305
_exptl_absorpt_correction_T_min  0.103
_exptl_absorpt_correction_type   '\y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    2.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.15
_refine_diff_density_max         '1.37 (0.92\%A from I3)'
_refine_diff_density_min         '-1.21 (0.94\%A from I1)'
_refine_ls_abs_structure_details 'Flack  (1983)'
_refine_ls_abs_structure_Flack   0.12(12)
_refine_ls_extinction_coef       0.000310(15)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         2631
_refine_ls_number_restraints     65
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.042P)²+43.4P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                2413
_reflns_number_total             2631
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ha1203.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Yes' changed to 'yes' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (11 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.042P)^2^+43.4P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.042P)^2^+43.4P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2975.2(13)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2007087
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ni .09570(10) .24837(7) .62888(17) .03100(14) Uani d . 1 . . Ni
N1 .1780(4) .3089(4) .7733(6) .1084(19) Uani d DU 1 . . N
H1 .1597 .3536 .7510 .130 Uiso calc R 1 . . H
C2 .2562(4) .3136(4) .7045(7) .0872(19) Uani d DU 1 . . C
H2A .2903 .2747 .7394 .105 Uiso calc R 1 . . H
H2B .2822 .3582 .7322 .105 Uiso calc R 1 . . H
C3 .2465(4) .3098(4) .5439(7) .082(2) Uani d DU 1 . . C
H3A .2278 .3556 .5067 .099 Uiso calc R 1 . . H
H3B .2977 .3003 .5072 .099 Uiso calc R 1 . . H
N4 .1895(3) .2529(2) .4949(5) .0415(13) Uani d DU 1 . . N
H4 .2163 .2110 .5095 .050 Uiso calc R 1 . . H
C5 .1618(4) .2525(4) .3436(5) .0599(17) Uani d DU 1 . . C
H5A .2077 .2552 .2878 .072 Uiso calc R 1 . . H
H5B .1303 .2952 .3237 .072 Uiso calc R 1 . . H
C6 .1132(3) .1884(3) .2951(7) .0577(17) Uani d DU 1 . . C
H6A .1138 .1837 .1930 .069 Uiso calc R 1 . . H
H6B .1367 .1455 .3381 .069 Uiso calc R 1 . . H
C7 .0301(4) .1950(5) .3341(6) .0682(19) Uani d DU 1 . . C
H7A .0094 .2412 .3027 .082 Uiso calc R 1 . . H
H7B -.0018 .1584 .2847 .082 Uiso calc R 1 . . H
N8 .0224(2) .1881(3) .4846(4) .0300(10) Uani d DU 1 . . N
H8 .0300 .1412 .5072 .036 Uiso calc R 1 . . H
C9 -.0657(3) .2027(4) .4843(6) .0444(15) Uani d DU 1 . . C
H9A -.0752 .2536 .4722 .053 Uiso calc R 1 . . H
H9B -.0932 .1781 .4050 .053 Uiso calc R 1 . . H
C10 -.0982(3) .1783(3) .6201(6) .0448(15) Uani d DU 1 . . C
H10A -.1444 .2074 .6356 .054 Uiso calc R 1 . . H
H10B -.1166 .1295 .6063 .054 Uiso calc R 1 . . H
C11 -.0446(3) .1802(3) .7532(6) .0452(15) Uani d DU 1 . . C
H11A -.0770 .1758 .8336 .054 Uiso calc R 1 . . H
H11B -.0100 .1387 .7540 .054 Uiso calc R 1 . . H
N12 .0043(3) .2438(3) .7726(5) .0455(14) Uani d DU 1 . . N
H12 -.0285 .2812 .7484 .055 Uiso calc R 1 . . H
C13 .0244(5) .2517(3) .9245(7) .0734(19) Uani d DU 1 . . C
H13A .0534 .2101 .9611 .088 Uiso calc R 1 . . H
H13B -.0234 .2566 .9747 .088 Uiso calc R 1 . . H
C14 .0750(4) .3177(4) .9445(11) .093(2) Uani d DU 1 . . C
H14A .0534 .3543 .8801 .112 Uiso calc R 1 . . H
H14B .0707 .3351 1.0403 .112 Uiso calc R 1 . . H
C15 .1604(4) .3085(5) .9212(7) .0947(19) Uani d DU 1 . . C
H15A .1902 .3467 .9700 .114 Uiso calc R 1 . . H
H15B .1785 .2636 .9634 .114 Uiso calc R 1 . . H
N1S .1419(3) .1496(3) .7094(5) .0356(12) Uani d U 1 . . N
C1S .1621(3) .0928(3) .7398(6) .0293(13) Uani d U 1 . . C
C2S .1859(4) .0214(3) .7809(7) .0471(18) Uani d U 1 . . C
H2SA .2419 .0207 .8067 .071 Uiso calc R 1 . . H
H2SB .1741 -.0107 .7030 .071 Uiso calc R 1 . . H
H2SC .1576 .0066 .8606 .071 Uiso calc R 1 . . H
N2S .0498(4) .3443(3) .5535(7) .0507(17) Uani d U 1 . . N
C3S .0297(4) .3990(4) .5273(9) .052(2) Uani d U 1 . . C
C4S .0036(5) .4740(3) .4981(9) .051(2) Uani d U 1 . . C
H4SA .0483 .5056 .5121 .077 Uiso calc R 1 . . H
H4SB -.0360 .4870 .5616 .077 Uiso calc R 1 . . H
H4SC -.0184 .4777 .4019 .077 Uiso calc R 1 . . H
I1 .30623(3) .12478(2) .07031(3) .04709(13) Uani d . 1 . . I
I2 .34647(5) .121012(14) .37497(9) .03410(7) Uani d . 1 . . I
I3 .38586(3) .12373(2) .68078(4) .04873(14) Uani d . 1 . . I
I4 .50415(3) .51700(3) 1.01902(4) .05100(13) Uani d . 1 . . I
I5 .34445(6) .515539(16) .87772(9) .03839(8) Uani d . 1 . . I
I6 .18449(4) .51420(3) .73907(6) .03666(18) Uani d P .6384(9) . . I
I6' .18844(9) .54429(8) .73172(16) .0553(4) Uani d P .3616(9) . . I
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'
I I -0.4742 1.8119 '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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Ni N4 . 83.3(2) yes
N1 Ni N8 . 176.7(2) yes
N1 Ni N12 . 94.6(2) yes
N1 Ni N1S . 91.4(2) yes
N1 Ni N2S . 88.4(3) yes
N4 Ni N8 . 93.72(18) yes
N4 Ni N12 . 177.5(2) yes
N4 Ni N1S . 88.71(19) yes
N4 Ni N2S . 92.2(2) yes
N8 Ni N12 . 88.41(18) yes
N8 Ni N1S . 87.22(19) yes
N8 Ni N2S . 93.0(2) yes
N12 Ni N1S . 90.1(2) yes
N12 Ni N2S . 89.0(2) yes
N1S Ni N2S . 179.1(3) yes
C15 N1 C2 . 131.2(6) ?
C15 N1 Ni . 115.7(5) ?
C2 N1 Ni . 107.2(4) ?
C15 N1 H1 . 98.0 ?
C2 N1 H1 . 98.0 ?
Ni N1 H1 . 98.0 ?
N1 C2 C3 . 113.1(5) ?
N1 C2 H2A . 109.0 ?
C3 C2 H2A . 109.0 ?
N1 C2 H2B . 109.0 ?
C3 C2 H2B . 109.0 ?
H2A C2 H2B . 107.8 ?
N4 C3 C2 . 111.5(6) ?
N4 C3 H3A . 109.3 ?
C2 C3 H3A . 109.3 ?
N4 C3 H3B . 109.3 ?
C2 C3 H3B . 109.3 ?
H3A C3 H3B . 108.0 ?
C5 N4 C3 . 117.4(5) ?
C5 N4 Ni . 112.6(4) ?
C3 N4 Ni . 109.9(4) ?
C5 N4 H4 . 105.3 ?
C3 N4 H4 . 105.3 ?
Ni N4 H4 . 105.3 ?
N4 C5 C6 . 115.4(5) ?
N4 C5 H5A . 108.4 ?
C6 C5 H5A . 108.4 ?
N4 C5 H5B . 108.4 ?
C6 C5 H5B . 108.4 ?
H5A C5 H5B . 107.5 ?
C7 C6 C5 . 111.3(6) ?
C7 C6 H6A . 109.4 ?
C5 C6 H6A . 109.4 ?
C7 C6 H6B . 109.4 ?
C5 C6 H6B . 109.4 ?
H6A C6 H6B . 108.0 ?
N8 C7 C6 . 113.0(5) ?
N8 C7 H7A . 109.0 ?
C6 C7 H7A . 109.0 ?
N8 C7 H7B . 109.0 ?
C6 C7 H7B . 109.0 ?
H7A C7 H7B . 107.8 ?
C7 N8 C9 . 98.0(4) ?
C7 N8 Ni . 120.1(4) ?
C9 N8 Ni . 116.0(3) ?
C7 N8 H8 . 107.3 ?
C9 N8 H8 . 107.3 ?
Ni N8 H8 . 107.3 ?
C10 C9 N8 . 111.2(4) ?
C10 C9 H9A . 109.4 ?
N8 C9 H9A . 109.4 ?
C10 C9 H9B . 109.4 ?
N8 C9 H9B . 109.4 ?
H9A C9 H9B . 108.0 ?
C11 C10 C9 . 118.4(5) ?
C11 C10 H10A . 107.7 ?
C9 C10 H10A . 107.7 ?
C11 C10 H10B . 107.7 ?
C9 C10 H10B . 107.7 ?
H10A C10 H10B . 107.1 ?
N12 C11 C10 . 115.4(5) ?
N12 C11 H11A . 108.4 ?
C10 C11 H11A . 108.4 ?
N12 C11 H11B . 108.4 ?
C10 C11 H11B . 108.4 ?
H11A C11 H11B . 107.5 ?
C11 N12 C13 . 107.3(5) ?
C11 N12 Ni . 112.5(4) ?
C13 N12 Ni . 119.7(5) ?
C11 N12 H12 . 105.4 ?
C13 N12 H12 . 105.4 ?
Ni N12 H12 . 105.4 ?
N12 C13 C14 . 107.3(6) ?
N12 C13 H13A . 110.3 ?
C14 C13 H13A . 110.3 ?
N12 C13 H13B . 110.3 ?
C14 C13 H13B . 110.3 ?
H13A C13 H13B . 108.5 ?
C15 C14 C13 . 115.8(6) ?
C15 C14 H14A . 108.3 ?
C13 C14 H14A . 108.3 ?
C15 C14 H14B . 108.3 ?
C13 C14 H14B . 108.3 ?
H14A C14 H14B . 107.4 ?
N1 C15 C14 . 114.2(6) ?
N1 C15 H15A . 108.7 ?
C14 C15 H15A . 108.7 ?
N1 C15 H15B . 108.7 ?
C14 C15 H15B . 108.7 ?
H15A C15 H15B . 107.6 ?
C1S N1S Ni . 172.2(5) ?
N1S C1S C2S . 178.4(6) ?
C1S C2S H2SA . 109.5 ?
C1S C2S H2SB . 109.5 ?
H2SA C2S H2SB . 109.5 ?
C1S C2S H2SC . 109.5 ?
H2SA C2S H2SC . 109.5 ?
H2SB C2S H2SC . 109.5 ?
C3S N2S Ni . 171.6(6) ?
N2S C3S C4S . 177.6(9) ?
C3S C4S H4SA . 109.5 ?
C3S C4S H4SB . 109.5 ?
H4SA C4S H4SB . 109.5 ?
C3S C4S H4SC . 109.5 ?
H4SA C4S H4SC . 109.5 ?
H4SB C4S H4SC . 109.5 ?
I1 I2 I3 . 177.595(17) yes
I1 I2 H4 . 105.6 ?
I3 I2 H4 . 72.8 ?
I4 I5 I6 . 179.50(4) yes
I4 I5 I6' . 168.83(3) yes
N1 H1 I6 . 151 ?
N4 H4 I2 . 140 ?
N8 H8 I4 4_454 161 ?
N12 H12 I2 4_455 140 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni N1 . 2.193(7) yes
Ni N4 . 2.098(5) yes
Ni N8 . 2.103(4) yes
Ni N12 . 2.128(6) yes
Ni N1S . 2.124(5) yes
Ni N2S . 2.060(6) yes
N1 C15 . 1.449(9) ?
N1 C2 . 1.514(9) ?
N1 H1 . .9100 ?
C2 C3 . 1.517(9) ?
C2 H2A . .9700 ?
C2 H2B . .9700 ?
C3 N4 . 1.487(8) ?
C3 H3A . .9700 ?
C3 H3B . .9700 ?
N4 C5 . 1.473(7) ?
N4 H4 . .9100 ?
C5 C6 . 1.504(8) ?
C5 H5A . .9700 ?
C5 H5B . .9700 ?
C6 C7 . 1.481(8) ?
C6 H6A . .9700 ?
C6 H6B . .9700 ?
C7 N8 . 1.443(7) ?
C7 H7A . .9700 ?
C7 H7B . .9700 ?
N8 C9 . 1.512(6) ?
N8 H8 . .9100 ?
C9 C10 . 1.502(8) ?
C9 H9A . .9700 ?
C9 H9B . .9700 ?
C10 C11 . 1.497(7) ?
C10 H10A . .9700 ?
C10 H10B . .9700 ?
C11 N12 . 1.453(7) ?
C11 H11A . .9700 ?
C11 H11B . .9700 ?
N12 C13 . 1.459(8) ?
N12 H12 . .9100 ?
C13 C14 . 1.504(9) ?
C13 H13A . .9700 ?
C13 H13B . .9700 ?
C14 C15 . 1.485(9) ?
C14 H14A . .9700 ?
C14 H14B . .9700 ?
C15 H15A . .9700 ?
C15 H15B . .9700 ?
N1S C1S . 1.145(7) ?
C1S C2S . 1.440(8) ?
C2S H2SA . .9600 ?
C2S H2SB . .9600 ?
C2S H2SC . .9600 ?
N2S C3S . 1.100(9) ?
C3S C4S . 1.488(10) ?
C4S H4SA . .9600 ?
C4S H4SB . .9600 ?
C4S H4SC . .9600 ?
I1 I2 . 2.9125(12) yes
I2 I3 . 2.9203(12) yes
I4 I5 . 2.9235(13) yes
I5 I6 . 2.9178(13) yes
I5 I6' . 2.9358(18) yes
H1 I6 . 3.03 ?
H4 I2 . 3.11 ?
H8 I4 4_454 2.97 ?
H12 I2 4_455 3.11 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C15 N1 C2 C3 178.2(8)
N1 C2 C3 N4 -44.0(8)
C2 C3 N4 C5 167.8(6)
C3 N4 C5 C6 172.0(5)
N4 C5 C6 C7 79.3(7)
C5 C6 C7 N8 -70.5(8)
C6 C7 N8 C9 176.1(6)
C7 N8 C9 C10 163.0(6)
N8 C9 C10 C11 30.7(7)
C9 C10 C11 N12 42.6(7)
C10 C11 N12 C13 155.8(5)
C11 N12 C13 C14 -179.9(5)
N12 C13 C14 C15 -81.6(9)
C2 N1 C15 C14 168.5(8)
C13 C14 C15 N1 80.0(10)
