#------------------------------------------------------------------------------
#$Date: 2019-11-28 20:30:36 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244534 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/90/7239069.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_7239069
loop_
_publ_author_name
'Yang, Xiong-Bo'
'Zhou, Li'
'Huang, Long-Biao'
'Xu, Jia-Ju'
'Zhou, Ye'
'Han, Su-Ting'
'Xu, Zong-Xiang'
'Lau, Victor C. Y.'
'Hon-Wah Lam, Micheal'
'Wong, Wai-Yeung'
'Roy, V. A. L.'
_publ_section_title
;
 Importance of alkyl chain-length on the self-assembly of new Ni(qdt)2
 complexes and charge transport properties
;
_journal_issue                   30
_journal_name_full               'RSC Advances'
_journal_page_first              12075
_journal_paper_doi               10.1039/c3ra41633j
_journal_volume                  3
_journal_year                    2013
_chemical_formula_moiety         'C16 H8 N4 Ni S4, 2(C15 H19 N2), 2(H2 O)'
_chemical_formula_sum            'C46 H50 N8 Ni O2 S4'
_chemical_formula_weight         933.89
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                92.215(2)
_cell_angle_beta                 102.812(2)
_cell_angle_gamma                105.961(2)
_cell_formula_units_Z            1
_cell_length_a                   8.1895(2)
_cell_length_b                   8.5987(3)
_cell_length_c                   16.7988(5)
_cell_measurement_reflns_used    5563
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.55
_cell_measurement_theta_min      5.77
_cell_volume                     1102.75(6)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.819
_diffrn_measured_fraction_theta_max 0.819
_diffrn_measurement_device_type  'ω and φ scans'
_diffrn_measurement_method       'BRUKER APEX DUO'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5563
_diffrn_reflns_theta_full        66.55
_diffrn_reflns_theta_max         66.55
_diffrn_reflns_theta_min         5.77
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.793
_exptl_absorpt_correction_T_max  0.6958
_exptl_absorpt_correction_T_min  0.5085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             490
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         3173
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0420
_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)+(0.0760P)²+0.7173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1217
_reflns_number_gt                2983
_reflns_number_total             3173
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c3ra41633j.txt
_cod_data_source_block           cu_wong0031wy_shelxl
_cod_database_code               7239069
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.5000 0.5000 0.0000 0.02057(19) Uani 1 2 d S . .
S1 S 0.36070(7) 0.53407(8) 0.09221(4) 0.0275(2) Uani 1 1 d . . .
S2 S 0.73552(7) 0.51001(7) 0.09298(4) 0.0255(2) Uani 1 1 d . . .
O1 O 0.1679(3) 0.7119(2) 0.24697(15) 0.0415(5) Uani 1 1 d . . .
H1 H 0.245(5) 0.651(5) 0.251(2) 0.056(10) Uiso 1 1 d . . .
H2 H 0.078(5) 0.650(4) 0.253(2) 0.048(10) Uiso 1 1 d . . .
N1 N 0.8072(3) 0.5688(2) 0.25464(13) 0.0252(5) Uani 1 1 d . . .
N2 N 0.4665(3) 0.5829(3) 0.25459(14) 0.0271(5) Uani 1 1 d . . .
N4 N -0.0959(4) 0.8309(3) -0.32823(16) 0.0407(6) Uani 1 1 d . . .
C1 C 0.5115(3) 0.5551(3) 0.18572(16) 0.0232(5) Uani 1 1 d . . .
C2 C 0.6861(3) 0.5470(3) 0.18655(15) 0.0218(5) Uani 1 1 d . . .
C3 C 0.5914(3) 0.6043(3) 0.32635(16) 0.0257(6) Uani 1 1 d . . .
C4 C 0.7636(3) 0.5992(3) 0.32737(16) 0.0263(6) Uani 1 1 d . . .
C5 C 0.8883(4) 0.6254(4) 0.40176(18) 0.0353(6) Uani 1 1 d . . .
H5 H 1.0032 0.6208 0.4025 0.042 Uiso 1 1 calc R . .
C6 C 0.8462(4) 0.6580(4) 0.47404(19) 0.0416(7) Uani 1 1 d . . .
H6 H 0.9322 0.6769 0.5245 0.050 Uiso 1 1 calc R . .
C7 C 0.6763(4) 0.6633(4) 0.47350(19) 0.0405(7) Uani 1 1 d . . .
H7 H 0.6480 0.6858 0.5237 0.049 Uiso 1 1 calc R . .
C8 C 0.5516(4) 0.6365(4) 0.40178(18) 0.0366(7) Uani 1 1 d . . .
H8 H 0.4369 0.6396 0.4024 0.044 Uiso 1 1 calc R . .
C9 C 0.3519(4) 1.0978(3) 0.0436(2) 0.0413(7) Uani 1 1 d . A .
H9 H 0.4447 1.1946 0.0641 0.050 Uiso 1 1 calc R . .
C10 C 0.2820(4) 1.0654(3) -0.03819(18) 0.0318(6) Uani 1 1 d . . .
H10 H 0.3263 1.1391 -0.0743 0.038 Uiso 1 1 calc R . .
C11 C 0.1439(3) 0.9231(3) -0.07019(17) 0.0266(6) Uani 1 1 d . . .
C12 C 0.0900(3) 0.8173(3) -0.01344(17) 0.0280(6) Uani 1 1 d . . .
H12 H -0.0006 0.7183 -0.0323 0.034 Uiso 1 1 calc R . .
C13 C 0.1653(4) 0.8542(3) 0.06797(19) 0.0338(6) Uani 1 1 d . A .
H13 H 0.1283 0.7799 0.1053 0.041 Uiso 1 1 calc R . .
N3 N 0.2928(3) 0.9957(3) 0.09683(16) 0.0414(6) Uani 1 1 d D . .
C14 C 0.3547(5) 1.0509(6) 0.1871(3) 0.0257(12) Uani 0.634(8) 1 d PD A 1
H14A H 0.2701 0.9892 0.2167 0.031 Uiso 0.634(8) 1 calc PR A 1
H14B H 0.3661 1.1681 0.1971 0.031 Uiso 0.634(8) 1 calc PR A 1
C15 C 0.5314(7) 1.0206(8) 0.2170(4) 0.0491(17) Uani 0.634(8) 1 d PD A 1
H15A H 0.6233 1.1070 0.2016 0.059 Uiso 0.634(8) 1 calc PR A 1
H15B H 0.5292 0.9148 0.1906 0.059 Uiso 0.634(8) 1 calc PR A 1
C16 C 0.5757(9) 1.0193(8) 0.3152(6) 0.083(3) Uani 0.634(8) 1 d PD A 1
H16A H 0.4743 0.9493 0.3323 0.100 Uiso 0.634(8) 1 calc PR A 1
H16B H 0.6775 0.9775 0.3339 0.100 Uiso 0.634(8) 1 calc PR A 1
C17 C 0.6145(13) 1.1839(9) 0.3491(6) 0.097(3) Uani 0.634(8) 1 d PD A 1
H17A H 0.5125 1.2256 0.3310 0.117 Uiso 0.634(8) 1 calc PR A 1
H17B H 0.7156 1.2543 0.3318 0.117 Uiso 0.634(8) 1 calc PR A 1
C18 C 0.6608(13) 1.1798(13) 0.4486(5) 0.063(3) Uani 0.634(8) 1 d PD A 1
H18A H 0.5603 1.1869 0.4696 0.094 Uiso 0.634(8) 1 calc PR A 1
H18B H 0.7626 1.2721 0.4741 0.094 Uiso 0.634(8) 1 calc PR A 1
H18C H 0.6871 1.0779 0.4618 0.094 Uiso 0.634(8) 1 calc PR A 1
C14' C 0.420(2) 0.9912(15) 0.1796(7) 0.072(4) Uani 0.366(8) 1 d PD A 2
H14C H 0.3637 0.9020 0.2091 0.086 Uiso 0.366(8) 1 calc PR A 2
H14D H 0.5276 0.9718 0.1698 0.086 Uiso 0.366(8) 1 calc PR A 2
C15' C 0.462(3) 1.1456(18) 0.2280(9) 0.146(10) Uani 0.366(8) 1 d PD A 2
H15C H 0.3615 1.1545 0.2497 0.175 Uiso 0.366(8) 1 calc PR A 2
H15D H 0.4932 1.2367 0.1946 0.175 Uiso 0.366(8) 1 calc PR A 2
C16' C 0.6303(10) 1.1481(11) 0.3035(6) 0.037(2) Uani 0.366(8) 1 d PD A 2
H16C H 0.7022 1.0834 0.2866 0.045 Uiso 0.366(8) 1 calc PR A 2
H16D H 0.7050 1.2606 0.3234 0.045 Uiso 0.366(8) 1 calc PR A 2
C17' C 0.5410(12) 1.0708(12) 0.3682(5) 0.043(3) Uani 0.366(8) 1 d PD A 2
H17C H 0.4960 0.9512 0.3549 0.052 Uiso 0.366(8) 1 calc PR A 2
H17D H 0.4420 1.1136 0.3716 0.052 Uiso 0.366(8) 1 calc PR A 2
C18' C 0.688(3) 1.117(2) 0.4535(10) 0.093(8) Uani 0.366(8) 1 d PD A 2
H18D H 0.7053 1.2303 0.4743 0.140 Uiso 0.366(8) 1 calc PR A 2
H18E H 0.7985 1.1057 0.4445 0.140 Uiso 0.366(8) 1 calc PR A 2
H18F H 0.6502 1.0449 0.4937 0.140 Uiso 0.366(8) 1 calc PR A 2
C19 C 0.0614(3) 0.8905(3) -0.15857(17) 0.0272(6) Uani 1 1 d . . .
C20 C 0.0616(4) 1.0171(3) -0.20858(18) 0.0348(7) Uani 1 1 d . . .
H20 H 0.1160 1.1268 -0.1856 0.042 Uiso 1 1 calc R . .
C21 C -0.0167(4) 0.9823(3) -0.29056(19) 0.0378(7) Uani 1 1 d . . .
H21 H -0.0151 1.0707 -0.3229 0.045 Uiso 1 1 calc R . .
C22 C -0.0937(4) 0.7105(3) -0.28006(19) 0.0401(7) Uani 1 1 d . . .
H22 H -0.1467 0.6020 -0.3052 0.048 Uiso 1 1 calc R . .
C23 C -0.0205(4) 0.7324(3) -0.19699(18) 0.0321(6) Uani 1 1 d . . .
H23 H -0.0255 0.6415 -0.1662 0.038 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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'
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
S1 Ni1 S1 180.000(1) . 2_665
S1 Ni1 S2 87.89(2) . 2_665
S1 Ni1 S2 92.11(2) 2_665 2_665
S1 Ni1 S2 92.11(2) . .
S1 Ni1 S2 87.89(2) 2_665 .
S2 Ni1 S2 180.00(4) 2_665 .
C1 S1 Ni1 105.04(8) . .
C2 S2 Ni1 105.05(8) . .
H1 O1 H2 105(3) . .
C2 N1 C4 117.8(2) . .
C1 N2 C3 117.4(2) . .
C22 N4 C21 115.7(3) . .
N2 C1 C2 121.2(2) . .
N2 C1 S1 119.53(18) . .
C2 C1 S1 119.26(18) . .
N1 C2 C1 122.1(2) . .
N1 C2 S2 119.47(17) . .
C1 C2 S2 118.46(19) . .
N2 C3 C8 119.9(2) . .
N2 C3 C4 121.6(2) . .
C8 C3 C4 118.4(3) . .
N1 C4 C5 120.2(2) . .
N1 C4 C3 119.9(2) . .
C5 C4 C3 119.9(2) . .
C6 C5 C4 120.4(3) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C6 C7 120.1(3) . .
C5 C6 H6 120.0 . .
C7 C6 H6 120.0 . .
C8 C7 C6 120.7(3) . .
C8 C7 H7 119.7 . .
C6 C7 H7 119.7 . .
C7 C8 C3 120.6(3) . .
C7 C8 H8 119.7 . .
C3 C8 H8 119.7 . .
N3 C9 C10 121.5(3) . .
N3 C9 H9 119.3 . .
C10 C9 H9 119.3 . .
C9 C10 C11 120.4(2) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C12 C11 C10 116.5(3) . .
C12 C11 C19 122.6(2) . .
C10 C11 C19 120.9(2) . .
C13 C12 C11 120.9(2) . .
C13 C12 H12 119.5 . .
C11 C12 H12 119.5 . .
N3 C13 C12 120.9(2) . .
N3 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C9 N3 C13 119.7(3) . .
C9 N3 C14 118.8(3) . .
C13 N3 C14 121.1(3) . .
C9 N3 C14' 118.9(5) . .
C13 N3 C14' 114.7(5) . .
C14 N3 C14' 32.7(6) . .
N3 C14 C15 107.4(4) . .
N3 C14 H14A 110.2 . .
C15 C14 H14A 110.2 . .
N3 C14 H14B 110.2 . .
C15 C14 H14B 110.2 . .
H14A C14 H14B 108.5 . .
C14 C15 C16 110.0(4) . .
C14 C15 H15A 109.7 . .
C16 C15 H15A 109.7 . .
C14 C15 H15B 109.7 . .
C16 C15 H15B 109.7 . .
H15A C15 H15B 108.2 . .
C17 C16 C15 106.3(7) . .
C17 C16 H16A 110.5 . .
C15 C16 H16A 110.5 . .
C17 C16 H16B 110.5 . .
C15 C16 H16B 110.5 . .
H16A C16 H16B 108.7 . .
C16 C17 C18 105.5(7) . .
C16 C17 H17A 110.6 . .
C18 C17 H17A 110.6 . .
C16 C17 H17B 110.6 . .
C18 C17 H17B 110.6 . .
H17A C17 H17B 108.8 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C15' C14' N3 108.2(11) . .
C15' C14' H14C 110.1 . .
N3 C14' H14C 110.1 . .
C15' C14' H14D 110.1 . .
N3 C14' H14D 110.1 . .
H14C C14' H14D 108.4 . .
C14' C15' C16' 105.1(12) . .
C14' C15' H15C 110.7 . .
C16' C15' H15C 110.7 . .
C14' C15' H15D 110.7 . .
C16' C15' H15D 110.7 . .
H15C C15' H15D 108.8 . .
C17' C16' C15' 101.9(9) . .
C17' C16' H16C 111.4 . .
C15' C16' H16C 111.4 . .
C17' C16' H16D 111.4 . .
C15' C16' H16D 111.4 . .
H16C C16' H16D 109.2 . .
C16' C17' C18' 106.0(11) . .
C16' C17' H17C 110.5 . .
C18' C17' H17C 110.5 . .
C16' C17' H17D 110.5 . .
C18' C17' H17D 110.5 . .
H17C C17' H17D 108.7 . .
C17' C18' H18D 109.5 . .
C17' C18' H18E 109.5 . .
H18D C18' H18E 109.5 . .
C17' C18' H18F 109.5 . .
H18D C18' H18F 109.5 . .
H18E C18' H18F 109.5 . .
C23 C19 C20 116.7(3) . .
C23 C19 C11 121.9(2) . .
C20 C19 C11 121.4(2) . .
C21 C20 C19 119.8(3) . .
C21 C20 H20 120.1 . .
C19 C20 H20 120.1 . .
N4 C21 C20 124.1(2) . .
N4 C21 H21 118.0 . .
C20 C21 H21 118.0 . .
N4 C22 C23 124.8(3) . .
N4 C22 H22 117.6 . .
C23 C22 H22 117.6 . .
C22 C23 C19 118.9(2) . .
C22 C23 H23 120.6 . .
C19 C23 H23 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 S1 2.1723(6) .
Ni1 S1 2.1723(6) 2_665
Ni1 S2 2.1748(6) 2_665
Ni1 S2 2.1748(6) .
S1 C1 1.738(3) .
S2 C2 1.746(2) .
O1 H1 0.92(4) .
O1 H2 0.81(4) .
N1 C2 1.306(3) .
N1 C4 1.382(3) .
N2 C1 1.322(3) .
N2 C3 1.366(4) .
N4 C22 1.340(4) .
N4 C21 1.344(4) .
C1 C2 1.448(3) .
C3 C8 1.412(4) .
C3 C4 1.419(3) .
C4 C5 1.393(4) .
C5 C6 1.373(4) .
C5 H5 0.9500 .
C6 C7 1.403(4) .
C6 H6 0.9500 .
C7 C8 1.360(4) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 N3 1.351(4) .
C9 C10 1.351(4) .
C9 H9 0.9500 .
C10 C11 1.409(4) .
C10 H10 0.9500 .
C11 C12 1.401(3) .
C11 C19 1.469(4) .
C12 C13 1.355(4) .
C12 H12 0.9500 .
C13 N3 1.355(4) .
C13 H13 0.9500 .
N3 C14 1.502(5) .
N3 C14' 1.550(12) .
C14 C15 1.519(6) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.609(10) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 C17 1.428(10) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18 1.635(12) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C14' C15' 1.443(15) .
C14' H14C 0.9900 .
C14' H14D 0.9900 .
C15' C16' 1.649(16) .
C15' H15C 0.9900 .
C15' H15D 0.9900 .
C16' C17' 1.515(9) .
C16' H16C 0.9900 .
C16' H16D 0.9900 .
C17' C18' 1.610(16) .
C17' H17C 0.9900 .
C17' H17D 0.9900 .
C18' H18D 0.9800 .
C18' H18E 0.9800 .
C18' H18F 0.9800 .
C19 C23 1.398(4) .
C19 C20 1.400(3) .
C20 C21 1.367(4) .
C20 H20 0.9500 .
C21 H21 0.9500 .
C22 C23 1.374(4) .
C22 H22 0.9500 .
C23 H23 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N2 0.92(4) 2.05(4) 2.931(3) 162(3) .
O1 H2 N1 0.81(4) 2.14(4) 2.905(3) 157(3) 1_455
