#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:28:58 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188077 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/59/7225981.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_7225981
loop_
_publ_author_name
'Ohshima, Yu'
'Kubo, Kazuya'
'Matsumoto, Takashi'
'Ye, Heng-Yun'
'Noro, Shin-ichiro'
'Akutagawa, Tomoyuki'
'Nakamura, Takayoshi'
_publ_section_title
;
 One-dimensional supramolecular columnar structure of
 trans-syn-trans-dicyclohexano[18]crown-6 and organic ammonium cations
;
_journal_issue                   41
_journal_name_full               CrystEngComm
_journal_page_first              7959
_journal_paper_doi               10.1039/C6CE00980H
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C32 H44 N Ni O6 S10'
_chemical_formula_weight         917.99
_chemical_name_systematic
' (anilinium)(trasn-syn-trans-dicyclohexano[18]crown-6)[Ni(dmit)2]'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2016-04-16 deposited with the CCDC.
2016-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                89.8210(17)
_cell_angle_beta                 81.4586(15)
_cell_angle_gamma                79.9673(16)
_cell_formula_units_Z            1
_cell_length_a                   8.0251(4)
_cell_length_b                   10.0806(6)
_cell_length_c                   12.6959(7)
_cell_measurement_reflns_used    8670
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.41
_cell_measurement_theta_min      3.02
_cell_volume                     999.87(10)
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR 2004'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9776
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.430
_diffrn_reflns_theta_min         3.022
_exptl_absorpt_coefficient_mu    1.050
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation,
Tokyo, Japan.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_description       platelet
_exptl_crystal_F_000             479
_exptl_crystal_size_max          0.510
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         4494
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0425
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0666P)²+0.2132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1120
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4083
_reflns_number_total             4494
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00980h2.cif
_cod_data_source_block
anilinium_trans-syn-trans-dicyclohexano18crown-6_Ni_dmit_2
_cod_depositor_comments
'Adding full bibliography for 7225981--7225982.cif.'
_cod_original_cell_volume        999.88(10)
_cod_database_code               7225981
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.616
_shelx_estimated_absorpt_t_max   0.902
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
S1 S -0.07736(7) 0.05144(6) -0.15344(4) 0.04169(14) Uani 1 1 d . . .
C1 C -0.0317(2) 0.2115(2) -0.17069(16) 0.0379(4) Uani 1 1 d . . .
S2 S -0.05339(7) 0.30042(6) -0.28825(4) 0.04605(15) Uani 1 1 d . . .
C2 C 0.0213(3) 0.4435(2) -0.25234(18) 0.0429(5) Uani 1 1 d . . .
S3 S 0.03645(8) 0.57312(7) -0.32966(6) 0.05543(18) Uani 1 1 d . . .
S4 S 0.07974(7) 0.43392(6) -0.12545(5) 0.04307(15) Uani 1 1 d . . .
C3 C 0.0321(2) 0.2739(2) -0.09472(16) 0.0365(4) Uani 1 1 d . . .
S5 S 0.06833(6) 0.19600(5) 0.02278(4) 0.03861(14) Uani 1 1 d . . .
Ni1 Ni 0.0000 0.0000 0.0000 0.03373(12) Uani 1 2 d S . P
C4 C 0.3659(2) 0.34084(17) 0.46831(13) 0.0307(4) Uani 1 1 d . . .
H1 H 0.2525 0.3129 0.4823 0.037 Uiso 1 1 calc R U .
H2 H 0.3507 0.4329 0.4397 0.037 Uiso 1 1 calc R U .
O1 O 0.47928(17) 0.24953(12) 0.39291(9) 0.0301(3) Uani 1 1 d . . .
C5 C 0.4401(2) 0.26424(16) 0.28604(12) 0.0246(3) Uani 1 1 d . . .
H3 H 0.3155 0.2630 0.2874 0.030 Uiso 1 1 calc R U .
C6 C 0.4811(3) 0.39584(18) 0.23726(14) 0.0337(4) Uani 1 1 d . . .
H4 H 0.4097 0.4731 0.2796 0.040 Uiso 1 1 calc R U .
H5 H 0.6027 0.4004 0.2396 0.040 Uiso 1 1 calc R U .
C7 C 0.4474(3) 0.40541(19) 0.12223(15) 0.0412(5) Uani 1 1 d . . .
H6 H 0.3243 0.4064 0.1201 0.049 Uiso 1 1 calc R U .
H7 H 0.4767 0.4904 0.0918 0.049 Uiso 1 1 calc R U .
C8 C 0.5540(3) 0.2861(2) 0.05606(14) 0.0381(4) Uani 1 1 d . . .
H8 H 0.5270 0.2912 -0.0176 0.046 Uiso 1 1 calc R U .
H9 H 0.6771 0.2899 0.0529 0.046 Uiso 1 1 calc R U .
C9 C 0.5180(2) 0.15348(17) 0.10396(13) 0.0287(3) Uani 1 1 d . . .
H10 H 0.5952 0.0779 0.0626 0.034 Uiso 1 1 calc R U .
H11 H 0.3988 0.1447 0.0981 0.034 Uiso 1 1 calc R U .
C10 C 0.5433(2) 0.14320(16) 0.22089(12) 0.0234(3) Uani 1 1 d . . .
H12 H 0.6674 0.1386 0.2257 0.028 Uiso 1 1 calc R U .
O2 O 0.48672(16) 0.02663(11) 0.27024(9) 0.0277(3) Uani 1 1 d . . .
C11 C 0.5624(3) -0.09632(17) 0.21431(14) 0.0320(4) Uani 1 1 d . . .
H13 H 0.6887 -0.1055 0.2034 0.038 Uiso 1 1 calc R U .
H14 H 0.5245 -0.0970 0.1436 0.038 Uiso 1 1 calc R U .
C12 C 0.5087(2) -0.21111(17) 0.27859(14) 0.0307(4) Uani 1 1 d . . .
H15 H 0.3823 -0.1969 0.2955 0.037 Uiso 1 1 calc R U .
H16 H 0.5478 -0.2966 0.2369 0.037 Uiso 1 1 calc R U .
O3 O 0.58134(16) -0.21919(11) 0.37465(9) 0.0285(3) Uani 1 1 d . . .
C13 C 0.5580(2) -0.33938(17) 0.43030(14) 0.0305(4) Uani 1 1 d . . .
H17 H 0.6144 -0.4192 0.3851 0.037 Uiso 1 1 calc R U .
H18 H 0.4344 -0.3430 0.4470 0.037 Uiso 1 1 calc R U .
N1 N 0.3654(3) -0.0005(3) 0.5030(2) 0.0226(5) Uani 0.5 1 d . . P
H1A H 0.4215 0.0087 0.4363 0.034 Uiso 0.5 1 calc R U P
H1B H 0.4138 -0.0786 0.5308 0.034 Uiso 0.5 1 calc R U P
H1C H 0.3731 0.0704 0.5451 0.034 Uiso 0.5 1 calc R U P
C14 C 0.0898(3) 0.0675(2) 0.42250(18) 0.0474(5) Uani 1 1 d . . .
H19 H 0.1515 0.1134 0.3688 0.057 Uiso 1 1 calc R U .
C15 C 0.1741(2) -0.0039(2) 0.49728(17) 0.0386(4) Uani 1 1 d . . .
C16 C 0.0861(3) -0.0729(2) 0.57505(19) 0.0467(5) Uani 1 1 d . . .
H20 H 0.1444 -0.1233 0.6261 0.056 Uiso 1 1 calc R U .
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'
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
C1 S1 Ni1 102.35(7) . .
C3 C1 S1 121.28(17) . .
C3 C1 S2 115.91(17) . .
S1 C1 S2 122.73(12) . .
C2 S2 C1 97.66(10) . .
S3 C2 S4 123.52(15) . .
S3 C2 S2 123.88(14) . .
S4 C2 S2 112.60(13) . .
C2 S4 C3 97.68(11) . .
C1 C3 S5 121.09(17) . .
C1 C3 S4 116.14(17) . .
S5 C3 S4 122.75(12) . .
C3 S5 Ni1 102.25(7) . .
S1 Ni1 S1 180.0 2 .
S1 Ni1 S5 92.929(19) 2 2
S1 Ni1 S5 87.070(19) . 2
S1 Ni1 S5 87.071(19) 2 .
S1 Ni1 S5 92.930(19) . .
S5 Ni1 S5 180.0 2 .
O1 C4 C13 108.43(15) . 2_656
O1 C4 H1 110.0 . .
C13 C4 H1 110.0 2_656 .
O1 C4 H2 110.0 . .
C13 C4 H2 110.0 2_656 .
H1 C4 H2 108.4 . .
C4 O1 C5 113.33(13) . .
O1 C5 C10 107.17(13) . .
O1 C5 C6 112.06(14) . .
C10 C5 C6 110.93(13) . .
O1 C5 H3 108.9 . .
C10 C5 H3 108.9 . .
C6 C5 H3 108.9 . .
C7 C6 C5 110.96(15) . .
C7 C6 H4 109.4 . .
C5 C6 H4 109.4 . .
C7 C6 H5 109.4 . .
C5 C6 H5 109.4 . .
H4 C6 H5 108.0 . .
C8 C7 C6 110.25(16) . .
C8 C7 H6 109.6 . .
C6 C7 H6 109.6 . .
C8 C7 H7 109.6 . .
C6 C7 H7 109.6 . .
H6 C7 H7 108.1 . .
C9 C8 C7 110.86(15) . .
C9 C8 H8 109.5 . .
C7 C8 H8 109.5 . .
C9 C8 H9 109.5 . .
C7 C8 H9 109.5 . .
H8 C8 H9 108.1 . .
C8 C9 C10 112.45(14) . .
C8 C9 H10 109.1 . .
C10 C9 H10 109.1 . .
C8 C9 H11 109.1 . .
C10 C9 H11 109.1 . .
H10 C9 H11 107.8 . .
O2 C10 C5 105.90(12) . .
O2 C10 C9 112.40(13) . .
C5 C10 C9 111.17(14) . .
O2 C10 H12 109.1 . .
C5 C10 H12 109.1 . .
C9 C10 H12 109.1 . .
C11 O2 C10 113.39(12) . .
O2 C11 C12 108.61(14) . .
O2 C11 H13 110.0 . .
C12 C11 H13 110.0 . .
O2 C11 H14 110.0 . .
C12 C11 H14 110.0 . .
H13 C11 H14 108.3 . .
O3 C12 C11 109.54(14) . .
O3 C12 H15 109.8 . .
C11 C12 H15 109.8 . .
O3 C12 H16 109.8 . .
C11 C12 H16 109.8 . .
H15 C12 H16 108.2 . .
C12 O3 C13 111.75(13) . .
O3 C13 C4 109.25(14) . 2_656
O3 C13 H17 109.8 . .
C4 C13 H17 109.8 2_656 .
O3 C13 H18 109.8 . .
C4 C13 H18 109.8 2_656 .
H17 C13 H18 108.3 . .
C15 N1 H1A 109.5 . .
C15 N1 H1B 109.5 . .
H1A N1 H1B 109.5 . .
C15 N1 H1C 109.5 . .
H1A N1 H1C 109.5 . .
H1B N1 H1C 109.5 . .
C15 C14 C16 120.52(18) . 2_556
C15 C14 H19 119.7 . .
C16 C14 H19 119.7 2_556 .
C14 C15 C16 120.32(19) . .
C14 C15 N1 121.54(18) . .
C16 C15 N1 118.0(2) . .
C15 C16 C14 119.2(2) . 2_556
C15 C16 H20 120.4 . .
C14 C16 H20 120.4 2_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.722(2) .
S1 Ni1 2.1657(5) .
C1 C3 1.360(3) .
C1 S2 1.754(2) .
S2 C2 1.742(3) .
C2 S3 1.642(2) .
C2 S4 1.741(2) .
S4 C3 1.751(2) .
C3 S5 1.723(2) .
S5 Ni1 2.1717(5) .
Ni1 S1 2.1657(5) 2
Ni1 S5 2.1716(5) 2
C4 O1 1.430(2) .
C4 C13 1.504(2) 2_656
C4 H1 0.9900 .
C4 H2 0.9900 .
O1 C5 1.4390(19) .
C5 C10 1.520(2) .
C5 C6 1.529(2) .
C5 H3 1.0000 .
C6 C7 1.524(3) .
C6 H4 0.9900 .
C6 H5 0.9900 .
C7 C8 1.523(3) .
C7 H6 0.9900 .
C7 H7 0.9900 .
C8 C9 1.522(2) .
C8 H8 0.9900 .
C8 H9 0.9900 .
C9 C10 1.529(2) .
C9 H10 0.9900 .
C9 H11 0.9900 .
C10 O2 1.4411(18) .
C10 H12 1.0000 .
O2 C11 1.423(2) .
C11 C12 1.501(2) .
C11 H13 0.9900 .
C11 H14 0.9900 .
C12 O3 1.424(2) .
C12 H15 0.9900 .
C12 H16 0.9900 .
O3 C13 1.4272(19) .
C13 C4 1.504(2) 2_656
C13 H17 0.9900 .
C13 H18 0.9900 .
N1 C15 1.554(3) .
N1 H1A 0.9100 .
N1 H1B 0.9100 .
N1 H1C 0.9100 .
C14 C15 1.376(3) .
C14 C16 1.398(3) 2_556
C14 H19 0.9500 .
C15 C16 1.385(3) .
C16 C14 1.398(3) 2_556
C16 H20 0.9500 .
