#------------------------------------------------------------------------------
#$Date: 2016-03-24 00:54:54 +0100 (jue 24 de mar de 2016) $
#$Revision: 179546 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/15/4501506.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4501506
loop_
_publ_author_name
'Li, Ling-Ling'
'Yuan, Rong-Xin'
'Liu, Lei-Lei'
'Ren, Zhi-Gang'
'Zheng, Ai-Xia'
'Cheng, Hong-Jian'
'Li, Hong-Xi'
'Lang, Jian-Ping'
_publ_section_title
;
 Formation of [CuSCN]n-Based Topological Structures via a Family of
 Flexible Benzimidazolyl-Based Linkers with Different Spacer Lengths
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1929
_journal_paper_doi               10.1021/cg100028y
_journal_volume                  10
_journal_year                    2010
_chemical_formula_moiety         'C18 H16 Cu N5 S, C2 H3 N'
_chemical_formula_sum            'C20 H19 Cu N6 S'
_chemical_formula_weight         439.03
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.75(3)
_cell_angle_beta                 98.54(3)
_cell_angle_gamma                119.04(3)
_cell_formula_units_Z            2
_cell_length_a                   9.7226(19)
_cell_length_b                   9.750(2)
_cell_length_c                   12.448(3)
_cell_measurement_reflns_used    4190
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      27.4932
_cell_measurement_theta_min      3.0156
_cell_volume                     973.5(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku MercuryCCD 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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0598
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8911
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.02
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.247
_exptl_absorpt_correction_T_max  0.9289
_exptl_absorpt_correction_T_min  0.6353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Jacobson, R. (1998) Private communication to Rigaku Company, Tokyo, Japan.'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.640
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0501
_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)+(0.0621P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1193
_reflns_number_gt                3052
_reflns_number_total             4364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg100028y_si_001.cif
_cod_data_source_block           '[{(CuSCN)2(prbbm)2}.2MeCN]n'
_cod_original_cell_volume        973.5(3)
_cod_database_code               4501506
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cu1 Cu 0.39568(5) 0.04793(5) 0.31580(3) 0.04148(15) Uani 1 1 d .
S1 S 0.34412(10) -0.22695(10) 0.29738(6) 0.0399(2) Uani 1 1 d .
N1 N 0.4511(3) 0.1063(3) 0.1745(2) 0.0352(6) Uani 1 1 d .
N2 N 0.4246(3) 0.1359(3) -0.0002(2) 0.0341(6) Uani 1 1 d .
N3 N 0.0992(3) 0.1169(3) -0.2951(2) 0.0382(6) Uani 1 1 d .
N4 N -0.1723(3) -0.0159(3) -0.3225(2) 0.0376(6) Uani 1 1 d .
N5 N 0.4495(4) -0.1832(3) 0.5308(2) 0.0462(7) Uani 1 1 d .
N6 N 0.0532(7) 0.2072(8) 0.0524(6) 0.161(3) Uani 1 1 d D
C1 C 0.6036(4) 0.2223(4) 0.1668(2) 0.0316(6) Uani 1 1 d .
C2 C 0.7554(4) 0.3099(4) 0.2480(3) 0.0380(7) Uani 1 1 d .
H2 H 0.7660 0.2965 0.3210 0.046 Uiso 1 1 calc R
C3 C 0.8890(4) 0.4161(4) 0.2181(3) 0.0450(8) Uani 1 1 d .
H3 H 0.9929 0.4762 0.2712 0.054 Uiso 1 1 calc R
C4 C 0.8727(4) 0.4363(4) 0.1093(3) 0.0460(8) Uani 1 1 d .
H4 H 0.9664 0.5104 0.0914 0.055 Uiso 1 1 calc R
C5 C 0.7229(4) 0.3506(4) 0.0274(3) 0.0407(7) Uani 1 1 d .
H5 H 0.7123 0.3648 -0.0454 0.049 Uiso 1 1 calc R
C6 C 0.5897(4) 0.2430(4) 0.0588(2) 0.0323(6) Uani 1 1 d .
C7 C 0.3499(4) 0.0591(4) 0.0727(2) 0.0351(7) Uani 1 1 d .
H7 H 0.2373 -0.0200 0.0531 0.042 Uiso 1 1 calc R
C8 C 0.3465(4) 0.1147(4) -0.1171(2) 0.0364(7) Uani 1 1 d .
H8A H 0.2344 0.0189 -0.1416 0.044 Uiso 1 1 calc R
H8B H 0.4069 0.0940 -0.1678 0.044 Uiso 1 1 calc R
C9 C 0.3425(4) 0.2655(4) -0.1267(3) 0.0408(7) Uani 1 1 d .
H9A H 0.4542 0.3620 -0.0981 0.049 Uiso 1 1 calc R
H9B H 0.2776 0.2827 -0.0787 0.049 Uiso 1 1 calc R
C10 C 0.2696(4) 0.2503(4) -0.2490(3) 0.0437(8) Uani 1 1 d .
H10A H 0.2776 0.3539 -0.2511 0.052 Uiso 1 1 calc R
H10B H 0.3338 0.2319 -0.2971 0.052 Uiso 1 1 calc R
C11 C 0.0360(4) -0.0377(4) -0.3702(2) 0.0377(7) Uani 1 1 d .
C12 C 0.1097(5) -0.1107(5) -0.4243(3) 0.0486(9) Uani 1 1 d .
H12 H 0.2235 -0.0544 -0.4136 0.058 Uiso 1 1 calc R
C13 C 0.0078(5) -0.2686(5) -0.4937(3) 0.0569(10) Uani 1 1 d .
H13 H 0.0532 -0.3222 -0.5316 0.068 Uiso 1 1 calc R
C14 C -0.1620(5) -0.3533(5) -0.5103(3) 0.0565(10) Uani 1 1 d .
H14 H -0.2273 -0.4629 -0.5571 0.068 Uiso 1 1 calc R
C15 C -0.2354(5) -0.2785(4) -0.4589(3) 0.0494(8) Uani 1 1 d .
H15 H -0.3497 -0.3336 -0.4724 0.059 Uiso 1 1 calc R
C16 C -0.1335(4) -0.1193(4) -0.3869(2) 0.0377(7) Uani 1 1 d .
C17 C -0.0310(4) 0.1197(4) -0.2710(3) 0.0416(8) Uani 1 1 d .
H17 H -0.0204 0.2118 -0.2214 0.050 Uiso 1 1 calc R
C18 C 0.4058(4) -0.2021(4) 0.4353(3) 0.0345(7) Uani 1 1 d .
C19 C 0.3162(7) 0.3749(5) 0.2136(4) 0.0812(14) Uani 1 1 d D
H19A H 0.4073 0.4242 0.1813 0.122 Uiso 1 1 calc R
H19B H 0.3293 0.3048 0.2546 0.122 Uiso 1 1 calc R
H19C H 0.3138 0.4608 0.2654 0.122 Uiso 1 1 calc R
C20 C 0.1675(7) 0.2798(6) 0.1249(5) 0.0841(15) Uani 1 1 d 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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
N5 Cu1 N1 121.49(12) 2_656 .
N5 Cu1 N4 107.34(11) 2_656 2
N1 Cu1 N4 111.16(10) . 2
N5 Cu1 S1 104.94(9) 2_656 .
N1 Cu1 S1 108.06(8) . .
N4 Cu1 S1 101.96(8) 2 .
C18 S1 Cu1 97.30(11) . .
C7 N1 C1 104.5(2) . .
C7 N1 Cu1 128.3(2) . .
C1 N1 Cu1 126.75(19) . .
C7 N2 C6 106.7(2) . .
C7 N2 C8 126.8(3) . .
C6 N2 C8 126.5(3) . .
C17 N3 C11 106.1(3) . .
C17 N3 C10 125.8(3) . .
C11 N3 C10 128.1(3) . .
C17 N4 C16 104.3(3) . .
C17 N4 Cu1 124.9(2) . 2
C16 N4 Cu1 130.6(2) . 2
C18 N5 Cu1 151.5(3) . 2_656
N1 C1 C2 129.5(3) . .
N1 C1 C6 110.1(2) . .
C2 C1 C6 120.4(3) . .
C3 C2 C1 118.0(3) . .
C3 C2 H2 121.0 . .
C1 C2 H2 121.0 . .
C2 C3 C4 120.9(3) . .
C2 C3 H3 119.6 . .
C4 C3 H3 119.6 . .
C5 C4 C3 122.1(3) . .
C5 C4 H4 118.9 . .
C3 C4 H4 118.9 . .
C6 C5 C4 116.2(3) . .
C6 C5 H5 121.9 . .
C4 C5 H5 121.9 . .
C5 C6 C1 122.4(3) . .
C5 C6 N2 132.3(3) . .
C1 C6 N2 105.3(3) . .
N1 C7 N2 113.4(3) . .
N1 C7 H7 123.3 . .
N2 C7 H7 123.3 . .
N2 C8 C9 111.4(2) . .
N2 C8 H8A 109.3 . .
C9 C8 H8A 109.3 . .
N2 C8 H8B 109.3 . .
C9 C8 H8B 109.3 . .
H8A C8 H8B 108.0 . .
C8 C9 C10 112.5(3) . .
C8 C9 H9A 109.1 . .
C10 C9 H9A 109.1 . .
C8 C9 H9B 109.1 . .
C10 C9 H9B 109.1 . .
H9A C9 H9B 107.8 . .
N3 C10 C9 112.6(3) . .
N3 C10 H10A 109.1 . .
C9 C10 H10A 109.1 . .
N3 C10 H10B 109.1 . .
C9 C10 H10B 109.1 . .
H10A C10 H10B 107.8 . .
N3 C11 C12 132.3(3) . .
N3 C11 C16 105.5(3) . .
C12 C11 C16 122.2(3) . .
C13 C12 C11 116.5(3) . .
C13 C12 H12 121.8 . .
C11 C12 H12 121.8 . .
C12 C13 C14 122.1(3) . .
C12 C13 H13 118.9 . .
C14 C13 H13 118.9 . .
C15 C14 C13 121.2(4) . .
C15 C14 H14 119.4 . .
C13 C14 H14 119.4 . .
C14 C15 C16 117.3(3) . .
C14 C15 H15 121.4 . .
C16 C15 H15 121.4 . .
C15 C16 C11 120.6(3) . .
C15 C16 N4 129.8(3) . .
C11 C16 N4 109.6(3) . .
N4 C17 N3 114.5(3) . .
N4 C17 H17 122.7 . .
N3 C17 H17 122.7 . .
N5 C18 S1 179.3(3) . .
C20 C19 H19A 109.5 . .
C20 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C20 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
N6 C20 C19 177.5(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N5 1.983(3) 2_656
Cu1 N1 2.017(2) .
Cu1 N4 2.056(2) 2
Cu1 S1 2.4329(11) .
S1 C18 1.662(3) .
N1 C7 1.325(4) .
N1 C1 1.393(4) .
N2 C7 1.354(4) .
N2 C6 1.394(4) .
N2 C8 1.465(4) .
N3 C17 1.355(4) .
N3 C11 1.388(4) .
N3 C10 1.453(4) .
N4 C17 1.306(4) .
N4 C16 1.400(4) .
N4 Cu1 2.056(2) 2
N5 C18 1.149(4) .
N5 Cu1 1.983(3) 2_656
N6 C20 1.119(7) .
C1 C2 1.393(4) .
C1 C6 1.393(4) .
C2 C3 1.371(5) .
C2 H2 0.9400 .
C3 C4 1.401(5) .
C3 H3 0.9400 .
C4 C5 1.385(5) .
C4 H4 0.9400 .
C5 C6 1.384(4) .
C5 H5 0.9400 .
C7 H7 0.9400 .
C8 C9 1.515(4) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C9 C10 1.528(4) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C11 C12 1.390(4) .
C11 C16 1.398(4) .
C12 C13 1.367(5) .
C12 H12 0.9400 .
C13 C14 1.401(6) .
C13 H13 0.9400 .
C14 C15 1.384(5) .
C14 H14 0.9400 .
C15 C16 1.385(5) .
C15 H15 0.9400 .
C17 H17 0.9400 .
C19 C20 1.418(7) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C19 H19C 0.9700 .
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
_geom_torsion_site_symmetry_1
N5 Cu1 S1 C18 19.09(14) 2_656
N1 Cu1 S1 C18 150.06(13) .
N4 Cu1 S1 C18 -92.73(13) 2
N5 Cu1 N1 C7 -160.0(2) 2_656
N4 Cu1 N1 C7 -32.2(3) 2
S1 Cu1 N1 C7 78.9(2) .
N5 Cu1 N1 C1 11.4(3) 2_656
N4 Cu1 N1 C1 139.1(2) 2
S1 Cu1 N1 C1 -109.8(2) .
C7 N1 C1 C2 -178.5(3) .
Cu1 N1 C1 C2 8.5(4) .
C7 N1 C1 C6 0.4(3) .
Cu1 N1 C1 C6 -172.59(18) .
N1 C1 C2 C3 178.9(3) .
C6 C1 C2 C3 0.1(4) .
C1 C2 C3 C4 0.3(4) .
C2 C3 C4 C5 -0.3(5) .
C3 C4 C5 C6 -0.3(5) .
C4 C5 C6 C1 0.7(4) .
C4 C5 C6 N2 -178.4(3) .
N1 C1 C6 C5 -179.7(3) .
C2 C1 C6 C5 -0.7(4) .
N1 C1 C6 N2 -0.3(3) .
C2 C1 C6 N2 178.7(2) .
C7 N2 C6 C5 179.4(3) .
C8 N2 C6 C5 -2.4(5) .
C7 N2 C6 C1 0.1(3) .
C8 N2 C6 C1 178.3(2) .
C1 N1 C7 N2 -0.3(3) .
Cu1 N1 C7 N2 172.53(18) .
C6 N2 C7 N1 0.1(3) .
C8 N2 C7 N1 -178.1(2) .
C7 N2 C8 C9 109.1(3) .
C6 N2 C8 C9 -68.7(4) .
N2 C8 C9 C10 177.1(3) .
C17 N3 C10 C9 77.0(4) .
C11 N3 C10 C9 -102.2(4) .
C8 C9 C10 N3 63.1(4) .
C17 N3 C11 C12 179.6(3) .
C10 N3 C11 C12 -1.1(5) .
C17 N3 C11 C16 0.3(3) .
C10 N3 C11 C16 179.6(3) .
N3 C11 C12 C13 179.7(3) .
C16 C11 C12 C13 -1.1(5) .
C11 C12 C13 C14 0.2(5) .
C12 C13 C14 C15 1.8(6) .
C13 C14 C15 C16 -2.6(5) .
C14 C15 C16 C11 1.7(5) .
C14 C15 C16 N4 -178.5(3) .
N3 C11 C16 C15 179.6(3) .
C12 C11 C16 C15 0.2(5) .
N3 C11 C16 N4 -0.3(3) .
C12 C11 C16 N4 -179.7(3) .
C17 N4 C16 C15 -179.6(3) .
Cu1 N4 C16 C15 -5.3(5) 2
C17 N4 C16 C11 0.2(3) .
Cu1 N4 C16 C11 174.5(2) 2
C16 N4 C17 N3 0.0(3) .
Cu1 N4 C17 N3 -174.80(19) 2
C11 N3 C17 N4 -0.2(4) .
C10 N3 C17 N4 -179.5(3) .
Cu1 N5 C18 S1 -16(22) 2_656
Cu1 S1 C18 N5 -25(22) .
