#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/40/2204037.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_2204037
loop_
_publ_author_name
'Xiao-Hang, Qiu'
'Hong-Yan, Wu'
_publ_section_title
;
 [2,2'-(Ethylenedioxy)dibenzaldehyde bis(thiosemicarbazone)]nickel(II)
 diperchlorate methanol disolvate
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1151
_journal_page_last               m1152
_journal_paper_doi               10.1107/S1600536804017192
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Ni (C18 H18 N6 O2 S2)] (Cl O4)2, 2C H4 O'
_chemical_formula_moiety         'C18 H18 N6 Ni O2 S2 2+, 2Cl O4 -, 2C H4 O'
_chemical_formula_sum            'C20 H26 Cl2 N6 Ni O12 S2'
_chemical_formula_weight         736.20
_chemical_name_systematic
;
[2,2'-(ethylenedioxy)dibenzaldehyde bis(thiosemicarbazone)]nickel(II)
diperchlorate methanol disolvate
;
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.586(8)
_cell_length_b                   13.586(8)
_cell_length_c                   32.60(4)
_cell_measurement_reflns_used    934
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      2.5
_cell_volume                     6017(9)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.054
_diffrn_reflns_av_sigmaI/netI    0.038
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            17255
_diffrn_reflns_theta_full        26.5
_diffrn_reflns_theta_max         26.5
_diffrn_reflns_theta_min         1.6
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.03
_exptl_absorpt_correction_T_max  0.866
_exptl_absorpt_correction_T_min  0.651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.70
_refine_diff_density_min         -0.81
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.08
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         3097
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.08
_refine_ls_R_factor_all          0.079
_refine_ls_R_factor_gt           0.052
_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)+(0.0804P)²+15.2797P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.141
_refine_ls_wR_factor_ref         0.158
_reflns_number_gt                2286
_reflns_number_total             3097
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6062.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

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

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        6018(9)
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               2204037
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
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_type_symbol
Ni1 0.5000 0.2500 0.61515(2) 0.0280(2) Uani d S 1 Ni
S1 0.42768(7) 0.13687(9) 0.56983(4) 0.0416(3) Uani d . 1 S
O1 0.5256(2) 0.3430(2) 0.66764(9) 0.0349(6) Uani d . 1 O
N1 0.3632(2) 0.3108(2) 0.61675(10) 0.0299(7) Uani d . 1 N
N2 0.2887(2) 0.2576(3) 0.59843(11) 0.0355(8) Uani d . 1 N
N3 0.2353(3) 0.1289(3) 0.56052(12) 0.0476(10) Uani d . 1 N
H3A 0.1763 0.1500 0.5642 0.057 Uiso calc R 1 H
H3B 0.2454 0.0765 0.5463 0.057 Uiso calc R 1 H
C1 0.5388(3) 0.2899(3) 0.70612(13) 0.0402(10) Uani d . 1 C
H1A 0.5298 0.3336 0.7293 0.048 Uiso calc R 1 H
H1B 0.6041 0.2614 0.7076 0.048 Uiso calc R 1 H
C2 0.4913(3) 0.4393(3) 0.67024(14) 0.0388(10) Uani d . 1 C
C3 0.5450(4) 0.5081(4) 0.69168(17) 0.0524(13) Uani d . 1 C
H3 0.6030 0.4902 0.7048 0.063 Uiso calc R 1 H
C4 0.5116(5) 0.6038(4) 0.6934(2) 0.0682(17) Uani d . 1 C
H4 0.5469 0.6503 0.7083 0.082 Uiso calc R 1 H
C5 0.4275(5) 0.6312(4) 0.6736(2) 0.0737(18) Uani d . 1 C
H5 0.4071 0.6965 0.6743 0.088 Uiso calc R 1 H
C6 0.3732(4) 0.5631(3) 0.65267(18) 0.0550(13) Uani d . 1 C
H6 0.3153 0.5823 0.6397 0.066 Uiso calc R 1 H
C7 0.4038(3) 0.4648(3) 0.65059(14) 0.0392(10) Uani d . 1 C
C8 0.3386(3) 0.3965(3) 0.63031(14) 0.0375(10) Uani d . 1 C
H8 0.2736 0.4159 0.6267 0.045 Uiso calc R 1 H
C9 0.3103(3) 0.1767(3) 0.57670(12) 0.0330(9) Uani d . 1 C
Cl1 0.84538(9) 0.32414(8) 0.68629(4) 0.0461(3) Uani d . 1 Cl
O2 0.9019(5) 0.3441(4) 0.6506(2) 0.122(2) Uani d . 1 O
O3 0.7598(4) 0.3809(4) 0.6790(2) 0.1092(19) Uani d . 1 O
O4 0.8219(4) 0.2239(3) 0.68696(16) 0.0860(15) Uani d . 1 O
O5 0.8919(5) 0.3602(4) 0.7211(2) 0.138(3) Uani d . 1 O
O6 0.7701(4) 0.5213(3) 0.75400(15) 0.0861(15) Uani d . 1 O
H6A 0.7996 0.4736 0.7448 0.129 Uiso calc R 1 H
C10 0.7975(6) 0.6057(5) 0.7324(2) 0.091(2) Uani d . 1 C
H10A 0.7880 0.6626 0.7494 0.137 Uiso calc R 1 H
H10B 0.7579 0.6116 0.7082 0.137 Uiso calc R 1 H
H10C 0.8656 0.6010 0.7248 0.137 Uiso calc R 1 H
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'
O O 0.0106 0.0060 ' 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Ni1 N1 6_554 . 177.06(18) yes
N1 Ni1 O1 6_554 . 94.02(12) yes
N1 Ni1 O1 . . 83.64(12) yes
N1 Ni1 O1 6_554 6_554 83.64(12) yes
N1 Ni1 O1 . 6_554 94.02(12) yes
O1 Ni1 O1 . 6_554 74.90(16) ?
N1 Ni1 S1 6_554 6_554 84.24(10) yes
N1 Ni1 S1 . 6_554 97.62(10) yes
O1 Ni1 S1 . 6_554 92.77(11) yes
O1 Ni1 S1 6_554 6_554 162.01(8) yes
N1 Ni1 S1 6_554 . 97.62(10) yes
N1 Ni1 S1 . . 84.24(10) yes
O1 Ni1 S1 . . 162.01(8) yes
O1 Ni1 S1 6_554 . 92.77(11) yes
S1 Ni1 S1 6_554 . 101.98(10) yes
C9 S1 Ni1 . . 95.83(14) yes
C2 O1 C1 . . 117.0(3) ?
C2 O1 Ni1 . . 123.1(3) yes
C1 O1 Ni1 . . 114.4(2) yes
C8 N1 N2 . . 115.5(3) ?
C8 N1 Ni1 . . 127.7(3) yes
N2 N1 Ni1 . . 116.5(2) yes
C9 N2 N1 . . 119.9(3) ?
C9 N3 H3A . . 120.0 ?
C9 N3 H3B . . 120.0 ?
H3A N3 H3B . . 120.0 ?
O1 C1 C1 . 6_554 105.6(3) ?
O1 C1 H1A . . 110.6 ?
C1 C1 H1A 6_554 . 110.6 ?
O1 C1 H1B . . 110.6 ?
C1 C1 H1B 6_554 . 110.6 ?
H1A C1 H1B . . 108.7 ?
C3 C2 O1 . . 119.5(4) ?
C3 C2 C7 . . 121.1(4) ?
O1 C2 C7 . . 119.4(4) ?
C2 C3 C4 . . 119.2(5) ?
C2 C3 H3 . . 120.4 ?
C4 C3 H3 . . 120.4 ?
C5 C4 C3 . . 120.9(5) ?
C5 C4 H4 . . 119.6 ?
C3 C4 H4 . . 119.6 ?
C6 C5 C4 . . 120.3(5) ?
C6 C5 H5 . . 119.9 ?
C4 C5 H5 . . 119.9 ?
C5 C6 C7 . . 120.7(5) ?
C5 C6 H6 . . 119.7 ?
C7 C6 H6 . . 119.7 ?
C2 C7 C6 . . 117.9(4) ?
C2 C7 C8 . . 125.0(4) ?
C6 C7 C8 . . 117.0(4) ?
N1 C8 C7 . . 125.4(4) ?
N1 C8 H8 . . 117.3 ?
C7 C8 H8 . . 117.3 ?
N3 C9 N2 . . 116.6(4) ?
N3 C9 S1 . . 121.1(3) ?
N2 C9 S1 . . 122.4(3) ?
O5 Cl1 O4 . . 115.7(4) ?
O5 Cl1 O3 . . 108.6(4) ?
O4 Cl1 O3 . . 110.2(3) ?
O5 Cl1 O2 . . 110.9(5) ?
O4 Cl1 O2 . . 108.8(3) ?
O3 Cl1 O2 . . 101.7(4) ?
C10 O6 H6A . . 109.5 ?
O6 C10 H10A . . 109.5 ?
O6 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
O6 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
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
Ni1 N1 6_554 2.034(3) yes
Ni1 N1 . 2.034(3) yes
Ni1 O1 . 2.156(3) yes
Ni1 O1 6_554 2.156(3) yes
Ni1 S1 6_554 2.3475(18) yes
Ni1 S1 . 2.3476(18) yes
S1 C9 . 1.699(4) ?
O1 C2 . 1.391(5) ?
O1 C1 . 1.459(5) ?
N1 C8 . 1.290(5) ?
N1 N2 . 1.380(5) ?
N2 C9 . 1.341(5) ?
N3 C9 . 1.318(5) ?
N3 H3A . 0.8600 ?
N3 H3B . 0.8600 ?
C1 C1 6_554 1.511(9) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 C3 . 1.376(6) ?
C2 C7 . 1.395(6) ?
C3 C4 . 1.378(8) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.366(9) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.365(8) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.401(6) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.442(6) ?
C8 H8 . 0.9300 ?
Cl1 O5 . 1.389(5) ?
Cl1 O4 . 1.399(4) ?
Cl1 O3 . 1.415(5) ?
Cl1 O2 . 1.419(5) ?
O6 C10 . 1.396(8) ?
O6 H6A . 0.8200 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
N1 Ni1 S1 C9 6_554 . 169.64(17)
N1 Ni1 S1 C9 . . -8.07(17)
O1 Ni1 S1 C9 . . 39.7(3)
O1 Ni1 S1 C9 6_554 . 85.69(16)
S1 Ni1 S1 C9 6_554 . -104.67(15)
N1 Ni1 O1 C2 6_554 . 140.8(3)
N1 Ni1 O1 C2 . . -41.0(3)
O1 Ni1 O1 C2 6_554 . -136.9(3)
S1 Ni1 O1 C2 6_554 . 56.4(3)
S1 Ni1 O1 C2 . . -88.9(4)
N1 Ni1 O1 C1 6_554 . -66.4(3)
N1 Ni1 O1 C1 . . 111.8(3)
O1 Ni1 O1 C1 6_554 . 15.9(2)
S1 Ni1 O1 C1 6_554 . -150.8(3)
S1 Ni1 O1 C1 . . 63.9(4)
N1 Ni1 N1 C8 6_554 . 65.6(4)
O1 Ni1 N1 C8 . . 28.3(4)
O1 Ni1 N1 C8 6_554 . 102.6(4)
S1 Ni1 N1 C8 6_554 . -63.6(4)
S1 Ni1 N1 C8 . . -165.0(4)
N1 Ni1 N1 N2 6_554 . -119.8(3)
O1 Ni1 N1 N2 . . -157.0(3)
O1 Ni1 N1 N2 6_554 . -82.7(3)
S1 Ni1 N1 N2 6_554 . 111.0(3)
S1 Ni1 N1 N2 . . 9.7(3)
C8 N1 N2 C9 . . 167.5(4)
Ni1 N1 N2 C9 . . -7.8(5)
C2 O1 C1 C1 . 6_554 111.8(4)
Ni1 O1 C1 C1 . 6_554 -42.8(5)
C1 O1 C2 C3 . . 59.9(5)
Ni1 O1 C2 C3 . . -148.0(4)
C1 O1 C2 C7 . . -121.0(4)
Ni1 O1 C2 C7 . . 31.2(5)
O1 C2 C3 C4 . . 178.7(5)
C7 C2 C3 C4 . . -0.5(8)
C2 C3 C4 C5 . . -1.2(9)
C3 C4 C5 C6 . . 2.1(10)
C4 C5 C6 C7 . . -1.2(10)
C3 C2 C7 C6 . . 1.3(7)
O1 C2 C7 C6 . . -177.8(4)
C3 C2 C7 C8 . . -174.7(5)
O1 C2 C7 C8 . . 6.2(7)
C5 C6 C7 C2 . . -0.5(8)
C5 C6 C7 C8 . . 175.8(5)
N2 N1 C8 C7 . . 179.8(4)
Ni1 N1 C8 C7 . . -5.5(7)
C2 C7 C8 N1 . . -21.8(7)
C6 C7 C8 N1 . . 162.2(5)
N1 N2 C9 N3 . . 179.1(4)
N1 N2 C9 S1 . . -1.2(5)
Ni1 S1 C9 N3 . . -172.8(4)
Ni1 S1 C9 N2 . . 7.5(4)
