#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/40/2014077.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_2014077
loop_
_publ_author_name
'Jiang, Yun-Bo'
'Kou, Hui-Zhong'
'Gao, Fei'
'Wang, Ru-Ji'
_publ_section_title
;
 A novel thiocyanate-bridged one-dimensional chain complex:
 [Cu(NCS)₂(Hambi)] (Hambi is 2-aminomethyl-1H-benzimidazole)
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m261
_journal_page_last               m262
_journal_paper_doi               10.1107/S0108270104009102
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          '[Cu (N C S)2 (C8 H9 N3)]'
_chemical_formula_moiety         'C10 H9 Cu N5 S2'
_chemical_formula_sum            'C10 H9 Cu N5 S2'
_chemical_formula_weight         326.88
_chemical_name_systematic
;
bis(2-aminomethyl-1H-benzimidazole-κ²N²,N³)dithiocyanatocopper(II)
;
_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                 99.418(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.522(3)
_cell_length_b                   12.707(4)
_cell_length_c                   10.757(3)
_cell_measurement_reflns_used    1428
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2.5
_cell_volume                     1284.0(7)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'PLATON (Spek, 2002)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean '15\\times15 microns'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.0725
_diffrn_reflns_av_sigmaI/netI    0.0898
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6534
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.50
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    2.013
_exptl_absorpt_correction_T_max  0.886
_exptl_absorpt_correction_T_min  0.708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.423
_refine_ls_extinction_coef       0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2257
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.922
_refine_ls_R_factor_all          0.0985
_refine_ls_R_factor_gt           0.0493
_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)+(0.029P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0849
_reflns_number_gt                1428
_reflns_number_total             2257
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq1155.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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'NONE' 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 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2014077
_cod_database_fobs_code          2014077
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_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
Cu1 0.34356(6) 0.29937(5) 0.24114(5) 0.03576(19) Uani d . 1 . . Cu
S2 0.60937(13) 0.20985(11) 0.63538(11) 0.0424(3) Uani d . 1 . . S
S1 0.25003(16) -0.03217(11) 0.05239(13) 0.0549(4) Uani d . 1 . . S
N5 0.2285(4) 0.3738(3) 0.0991(3) 0.0312(9) Uani d . 1 . . N
N1 0.2954(4) 0.1596(3) 0.1765(4) 0.0418(11) Uani d . 1 . . N
N2 0.4389(5) 0.2509(3) 0.4042(4) 0.0480(12) Uani d . 1 . . N
C5 0.1150(5) 0.4422(4) -0.0856(4) 0.0321(12) Uani d . 1 . . C
N4 0.2109(4) 0.5146(3) -0.0226(4) 0.0385(10) Uani d . 1 . . N
H4A 0.2269 0.5769 -0.0482 0.046 Uiso calc R 1 . . H
N3 0.4007(4) 0.4486(3) 0.2917(3) 0.0440(11) Uani d . 1 . . N
H3A 0.3455 0.4726 0.3460 0.053 Uiso calc R 1 . . H
H3D 0.4917 0.4493 0.3311 0.053 Uiso calc R 1 . . H
C2 0.5113(5) 0.2341(4) 0.4995(5) 0.0367(12) Uani d . 1 . . C
C1 0.2756(5) 0.0804(4) 0.1242(4) 0.0361(12) Uani d . 1 . . C
C8 -0.0487(5) 0.2705(4) -0.1558(5) 0.0475(14) Uani d . 1 . . C
H8A -0.1055 0.2125 -0.1817 0.057 Uiso calc R 1 . . H
C3 0.3859(5) 0.5180(4) 0.1814(4) 0.0426(13) Uani d . 1 . . C
H3B 0.4753 0.5228 0.1496 0.051 Uiso calc R 1 . . H
H3C 0.3577 0.5881 0.2032 0.051 Uiso calc R 1 . . H
C6 0.0216(5) 0.4463(4) -0.1994(4) 0.0390(13) Uani d . 1 . . C
H6A 0.0147 0.5057 -0.2505 0.047 Uiso calc R 1 . . H
C9 0.0428(5) 0.2656(4) -0.0431(5) 0.0443(13) Uani d . 1 . . C
H9A 0.0481 0.2062 0.0080 0.053 Uiso calc R 1 . . H
C4 0.2740(5) 0.4698(4) 0.0853(4) 0.0332(12) Uani d . 1 . . C
C10 0.1272(5) 0.3536(4) -0.0089(4) 0.0341(12) Uani d . 1 . . C
C7 -0.0593(5) 0.3591(4) -0.2323(5) 0.0465(14) Uani d . 1 . . C
H7A -0.1230 0.3589 -0.3077 0.056 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.0415(4) 0.0367(4) 0.0269(3) -0.0016(3) -0.0008(2) -0.0001(3)
S2 0.0421(8) 0.0520(9) 0.0304(7) 0.0069(7) -0.0026(6) -0.0037(6)
S1 0.0664(10) 0.0425(9) 0.0545(10) -0.0116(8) 0.0063(7) -0.0079(7)
N5 0.032(2) 0.028(2) 0.032(2) -0.0020(18) 0.0000(18) 0.0003(17)
N1 0.043(3) 0.038(3) 0.040(3) -0.006(2) -0.004(2) 0.005(2)
N2 0.058(3) 0.059(3) 0.025(3) -0.004(2) 0.002(2) 0.003(2)
C5 0.028(3) 0.037(3) 0.033(3) -0.002(2) 0.008(2) 0.004(2)
N4 0.040(3) 0.029(2) 0.046(3) -0.002(2) 0.007(2) 0.0075(19)
N3 0.041(3) 0.052(3) 0.037(3) -0.004(2) -0.0016(19) -0.012(2)
C2 0.043(3) 0.034(3) 0.036(3) -0.005(2) 0.014(2) -0.005(2)
C1 0.022(3) 0.051(4) 0.033(3) -0.008(3) -0.004(2) 0.014(3)
C8 0.043(3) 0.045(4) 0.047(3) -0.007(3) -0.018(3) -0.005(3)
C3 0.040(3) 0.038(3) 0.048(3) -0.006(3) 0.003(2) -0.008(3)
C6 0.037(3) 0.050(4) 0.028(3) 0.010(3) 0.003(2) 0.014(2)
C9 0.047(3) 0.035(3) 0.045(3) -0.005(3) -0.007(3) 0.006(2)
C4 0.029(3) 0.033(3) 0.037(3) 0.004(2) 0.005(2) -0.004(2)
C10 0.032(3) 0.038(3) 0.032(3) 0.000(2) 0.005(2) 0.001(2)
C7 0.041(3) 0.056(4) 0.039(3) 0.003(3) -0.005(3) 0.002(3)
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
N1 Cu1 N2 94.68(17) yes
N1 Cu1 N5 95.35(16) yes
N2 Cu1 N5 166.60(17) yes
N1 Cu1 N3 174.14(17) yes
N2 Cu1 N3 89.38(16) yes
N5 Cu1 N3 81.33(16) yes
C4 N5 C10 105.7(4) no
C4 N5 Cu1 112.5(3) no
C10 N5 Cu1 140.5(3) no
C1 N1 Cu1 170.5(4) no
C2 N2 Cu1 169.3(4) no
C10 C5 C6 122.2(5) no
C10 C5 N4 105.2(4) no
C6 C5 N4 132.7(4) no
C4 N4 C5 107.8(4) no
C4 N4 H4A 126.1 no
C5 N4 H4A 126.1 no
C3 N3 Cu1 111.1(3) no
C3 N3 H3A 109.4 no
Cu1 N3 H3A 109.4 no
C3 N3 H3D 109.4 no
Cu1 N3 H3D 109.4 no
H3A N3 H3D 108.0 no
N2 C2 S2 178.4(5) yes
N1 C1 S1 178.9(5) yes
C9 C8 C7 122.3(5) no
C9 C8 H8A 118.9 no
C7 C8 H8A 118.9 no
N3 C3 C4 106.1(4) no
N3 C3 H3B 110.5 no
C4 C3 H3B 110.5 no
N3 C3 H3C 110.5 no
C4 C3 H3C 110.5 no
H3B C3 H3C 108.7 no
C7 C6 C5 116.8(4) no
C7 C6 H6A 121.6 no
C5 C6 H6A 121.6 no
C8 C9 C10 116.9(5) no
C8 C9 H9A 121.6 no
C10 C9 H9A 121.6 no
N5 C4 N4 112.5(4) no
N5 C4 C3 121.0(4) no
N4 C4 C3 126.5(4) no
C5 C10 C9 120.4(4) no
C5 C10 N5 108.7(4) no
C9 C10 N5 130.9(4) no
C6 C7 C8 121.5(5) no
C6 C7 H7A 119.3 no
C8 C7 H7A 119.3 no
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
Cu1 N1 . 1.935(4) yes
Cu1 N2 . 1.938(4) yes
Cu1 N5 . 1.970(4) yes
Cu1 N3 . 2.022(4) yes
Cu1 S2 4_565 2.9420(10) yes
S2 C2 . 1.630(5) yes
S1 C1 . 1.625(6) yes
N5 C4 . 1.311(6) no
N5 C10 . 1.407(5) no
N1 C1 . 1.154(6) yes
N2 C2 . 1.158(5) yes
C5 C10 . 1.390(6) no
C5 C6 . 1.390(6) no
C5 N4 . 1.392(5) no
N4 C4 . 1.342(5) no
N4 H4A . 0.8600 no
N3 C3 . 1.466(6) no
N3 H3A . 0.9000 no
N3 H3D . 0.9000 no
C8 C9 . 1.374(6) no
C8 C7 . 1.388(7) no
C8 H8A . 0.9300 no
C3 C4 . 1.489(6) no
C3 H3B . 0.9700 no
C3 H3C . 0.9700 no
C6 C7 . 1.363(6) no
C6 H6A . 0.9300 no
C9 C10 . 1.390(6) no
C9 H9A . 0.9300 no
C7 H7A . 0.9300 no
