#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/89/2208983.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_2208983
loop_
_publ_author_name
'Xin-Zhi Sun'
'Jin-Sheng Shi'
_publ_section_title
{2,4-Dibromo-6-[2-(dimethylamino)ethyliminomethyl]phenolato}thiocyanatonickel(II)
_journal_coeditor_code           RZ2025
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1130
_journal_page_last               m1131
_journal_paper_doi               10.1107/S1600536806014632
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Ni (C11 H13 Br2 N2 O) (N C S)]'
_chemical_formula_moiety         'C12 H13 Br2 N3 Ni O S'
_chemical_formula_sum            'C12 H13 Br2 N3 Ni O S'
_chemical_formula_weight         465.84
_chemical_name_systematic
;
{2,4-Dibromo-6-[2-
(dimethylamino)ethyliminomethyl]phenolato}thiocyanatonickel(II)
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.995(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1380(10)
_cell_length_b                   19.227(3)
_cell_length_c                   11.229(2)
_cell_measurement_reflns_used    1425
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.2
_cell_measurement_theta_min      2.3
_cell_volume                     1540.9(4)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1999)'
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD area-detector'
_diffrn_measurement_method       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  0.0729
_diffrn_reflns_av_sigmaI/netI    0.0867
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13292
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.578
_exptl_absorpt_correction_T_max  0.139
_exptl_absorpt_correction_T_min  0.126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2000)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    2.008
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rhombic
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.702
_refine_diff_density_min         -0.533
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3667
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1131
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0315P)²+2.0314P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1220
_reflns_number_gt                2073
_reflns_number_total             3667
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2025.cif
_cod_data_source_block           I
_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 2.4.1 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 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'P 21/n'
_cod_database_code               2208983
_cod_database_fobs_code          2208983
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_type_symbol
_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
Ni Ni1 0.31245(11) 0.17688(4) 0.15186(6) 0.0363(2) Uani d . 1
Br Br1 0.33837(13) 0.11716(4) -0.27003(6) 0.0678(3) Uani d . 1
Br Br2 0.18595(11) -0.16021(3) -0.15575(6) 0.0608(2) Uani d . 1
S S1 0.3347(3) 0.41021(9) 0.03807(18) 0.0661(5) Uani d . 1
O O1 0.3121(6) 0.1362(2) -0.0037(3) 0.0448(10) Uani d . 1
N N1 0.2929(7) 0.0871(2) 0.2283(4) 0.0411(12) Uani d . 1
N N2 0.3331(8) 0.2146(3) 0.3221(4) 0.0488(13) Uani d . 1
N N3 0.3071(8) 0.2695(3) 0.0846(5) 0.0572(15) Uani d . 1
C C1 0.2583(7) 0.0170(3) 0.0507(5) 0.0350(13) Uani d . 1
C C2 0.2854(8) 0.0716(3) -0.0312(5) 0.0371(13) Uani d . 1
C C3 0.2830(8) 0.0501(3) -0.1523(5) 0.0359(13) Uani d . 1
C C4 0.2503(8) -0.0162(3) -0.1879(5) 0.0447(16) Uani d . 1
H H4 0.2467 -0.0271 -0.2686 0.054 Uiso calc R 1
C C5 0.2226(8) -0.0670(3) -0.1045(5) 0.0417(14) Uani d . 1
C C6 0.2293(8) -0.0516(3) 0.0146(5) 0.0406(14) Uani d . 1
H H6 0.2147 -0.0866 0.0709 0.049 Uiso calc R 1
C C7 0.2654(8) 0.0292(3) 0.1794(5) 0.0433(15) Uani d . 1
H H7 0.2481 -0.0090 0.2288 0.052 Uiso calc R 1
C C8 0.3004(12) 0.0906(4) 0.3603(5) 0.066(2) Uani d . 1
H H8A 0.1746 0.0903 0.3916 0.080 Uiso calc R 1
H H8B 0.3677 0.0508 0.3924 0.080 Uiso calc R 1
C C9 0.3953(14) 0.1542(4) 0.3940(6) 0.090(3) Uani d . 1
H H9A 0.5291 0.1479 0.3849 0.108 Uiso calc R 1
H H9B 0.3726 0.1636 0.4774 0.108 Uiso calc R 1
C C10 0.1556(10) 0.2431(5) 0.3600(7) 0.092(3) Uani d . 1
H H10A 0.1596 0.2503 0.4447 0.138 Uiso calc R 1
H H10B 0.0564 0.2112 0.3399 0.138 Uiso calc R 1
H H10C 0.1333 0.2867 0.3206 0.138 Uiso calc R 1
C C11 0.4795(10) 0.2676(4) 0.3422(7) 0.073(2) Uani d . 1
H H11A 0.4473 0.3090 0.2987 0.109 Uiso calc R 1
H H11B 0.5974 0.2502 0.3153 0.109 Uiso calc R 1
H H11C 0.4890 0.2782 0.4256 0.109 Uiso calc R 1
C C12 0.3183(9) 0.3278(4) 0.0650(5) 0.0466(16) Uani d . 1
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'
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'
Br Br -0.2901 2.4595 '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_publ_flag
O1 Ni1 N1 92.34(18) y
O1 Ni1 N3 91.2(2) y
N1 Ni1 N3 173.7(2) y
O1 Ni1 N2 174.8(2) y
N1 Ni1 N2 84.6(2) y
N3 Ni1 N2 92.3(2) y
C2 O1 Ni1 127.5(4) ?
C7 N1 C8 118.7(5) ?
C7 N1 Ni1 127.6(4) ?
C8 N1 Ni1 113.6(4) ?
C10 N2 C11 108.3(5) ?
C10 N2 C9 113.1(6) ?
C11 N2 C9 104.8(6) ?
C10 N2 Ni1 111.0(4) ?
C11 N2 Ni1 115.3(4) ?
C9 N2 Ni1 104.3(4) ?
C12 N3 Ni1 167.1(5) ?
C6 C1 C2 122.4(5) ?
C6 C1 C7 116.1(5) ?
C2 C1 C7 121.5(5) ?
O1 C2 C1 125.5(5) ?
O1 C2 C3 120.5(5) ?
C1 C2 C3 114.1(5) ?
C4 C3 C2 123.7(5) ?
C4 C3 Br1 118.2(4) ?
C2 C3 Br1 118.1(4) ?
C3 C4 C5 119.7(5) ?
C3 C4 H4 120.1 ?
C5 C4 H4 120.1 ?
C6 C5 C4 120.7(6) ?
C6 C5 Br2 120.1(5) ?
C4 C5 Br2 119.1(4) ?
C5 C6 C1 119.4(6) ?
C5 C6 H6 120.3 ?
C1 C6 H6 120.3 ?
N1 C7 C1 125.2(6) ?
N1 C7 H7 117.4 ?
C1 C7 H7 117.4 ?
C9 C8 N1 108.0(6) ?
C9 C8 H8A 110.1 ?
N1 C8 H8A 110.1 ?
C9 C8 H8B 110.1 ?
N1 C8 H8B 110.1 ?
H8A C8 H8B 108.4 ?
C8 C9 N2 112.7(7) ?
C8 C9 H9A 109.0 ?
N2 C9 H9A 109.0 ?
C8 C9 H9B 109.0 ?
N2 C9 H9B 109.0 ?
H9A C9 H9B 107.8 ?
N2 C10 H10A 109.5 ?
N2 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
N2 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
N2 C11 H11A 109.5 ?
N2 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
N2 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
N3 C12 S1 179.7(7) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O1 1.914(4) y
Ni1 N1 1.934(5) y
Ni1 N3 1.935(5) y
Ni1 N2 2.048(5) y
Br1 C3 1.893(6) ?
Br2 C5 1.898(6) ?
S1 C12 1.618(7) ?
O1 C2 1.293(6) ?
N1 C7 1.255(7) ?
N1 C8 1.485(7) ?
N2 C10 1.451(8) ?
N2 C11 1.475(8) ?
N2 C9 1.479(9) ?
N3 C12 1.145(7) ?
C1 C6 1.395(8) ?
C1 C2 1.410(7) ?
C1 C7 1.464(8) ?
C2 C3 1.422(7) ?
C3 C4 1.354(8) ?
C4 C5 1.371(8) ?
C4 H4 0.9300 ?
C5 C6 1.370(8) ?
C6 H6 0.9300 ?
C7 H7 0.9300 ?
C8 C9 1.444(10) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C10 H10A 0.9600 ?
C10 H10B 0.9600 ?
C10 H10C 0.9600 ?
C11 H11A 0.9600 ?
C11 H11B 0.9600 ?
C11 H11C 0.9600 ?
