#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/63/1516398.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_1516398
loop_
_publ_author_name
'Tian, Zhengfang'
'Duan, Haibao'
'Ren, Xiaoming'
'Lu, Changsheng'
'Li, Yizhi'
'Song, You'
'Zhu, Huizhen'
'Meng, Qingjin'
_publ_section_title
;
 Two spin-peierls-like compounds exhibiting divergent structural features,
 lattice compression, and expansion in the low- temperature phase.
;
_journal_issue                   24
_journal_name_full               'The journal of physical chemistry. B'
_journal_page_first              8278
_journal_page_last               8283
_journal_paper_doi               10.1021/jp8100333
_journal_volume                  113
_journal_year                    2009
_chemical_formula_moiety         'C13 H15 N2, C8 N4 Ni S4'
_chemical_formula_sum            'C21 H15 N6 Ni S4'
_chemical_formula_weight         538.34
_chemical_name_systematic
; 
 ? 
;
_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                 103.896(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.137(3)
_cell_length_b                   26.690(7)
_cell_length_c                   7.526(2)
_cell_measurement_reflns_used    912
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.75
_cell_measurement_theta_min      3.00
_cell_volume                     2366.6(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0891
_diffrn_reflns_av_sigmaI/netI    0.0587
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11598
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    1.194
_exptl_absorpt_correction_T_max  0.790
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_crystal_colour            brown-black
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4148
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0561
_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)+(0.0940P)²+0.0295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1426
_refine_ls_wR_factor_ref         0.1511
_reflns_number_gt                3396
_reflns_number_total             4148
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp8100333_si_005.cif
_cod_data_source_block           40227a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1516398
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_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
Ni1 Ni 0.76526(4) 0.272327(17) 0.58289(6) 0.04963(19) Uani 1 1 d .
C1 C 0.8552(3) 0.11250(16) 0.6300(6) 0.0663(10) Uani 1 1 d .
C2 C 0.7994(3) 0.15993(14) 0.5979(5) 0.0517(8) Uani 1 1 d .
C3 C 0.6884(3) 0.16429(13) 0.5103(5) 0.0508(8) Uani 1 1 d .
C4 C 0.6194(3) 0.12176(15) 0.4519(6) 0.0646(10) Uani 1 1 d .
C5 C 0.6982(3) 0.43251(15) 0.4621(6) 0.0625(9) Uani 1 1 d .
C6 C 0.7434(3) 0.38521(14) 0.5290(5) 0.0546(9) Uani 1 1 d .
C7 C 0.8541(3) 0.37941(13) 0.6214(5) 0.0563(9) Uani 1 1 d .
C8 C 0.9327(3) 0.41904(15) 0.6578(6) 0.0676(10) Uani 1 1 d .
C9 C 0.3721(3) 0.42814(17) 0.3617(7) 0.0801(13) Uani 1 1 d .
H9 H 0.4410 0.4180 0.4368 0.096 Uiso 1 1 calc R
C10 C 0.3712(4) 0.44865(17) 0.1978(7) 0.0808(13) Uani 1 1 d .
H10 H 0.4383 0.4519 0.1597 0.097 Uiso 1 1 calc R
C11 C 0.2687(4) 0.46490(14) 0.0858(6) 0.0705(11) Uani 1 1 d U
C12 C 0.1730(4) 0.45917(15) 0.1501(7) 0.0752(11) Uani 1 1 d .
H12 H 0.1033 0.4700 0.0799 0.090 Uiso 1 1 calc R
C13 C 0.1793(3) 0.43814(15) 0.3123(7) 0.0714(11) Uani 1 1 d .
H13 H 0.1131 0.4345 0.3528 0.086 Uiso 1 1 calc R
C14 C 0.2803(4) 0.39671(18) 0.5946(6) 0.0795(13) Uani 1 1 d .
H14A H 0.2187 0.4094 0.6434 0.095 Uiso 1 1 calc R
H14B H 0.3510 0.4048 0.6813 0.095 Uiso 1 1 calc R
C15 C 0.2699(3) 0.34094(17) 0.5763(5) 0.0610(10) Uani 1 1 d .
C16 C 0.1650(3) 0.31834(17) 0.5233(6) 0.0717(11) Uani 1 1 d .
H16 H 0.1001 0.3381 0.4938 0.086 Uiso 1 1 calc R
C17 C 0.1548(4) 0.26723(18) 0.5134(6) 0.0781(12) Uani 1 1 d .
H17 H 0.0830 0.2529 0.4781 0.094 Uiso 1 1 calc R
C18 C 0.2485(4) 0.23701(17) 0.5546(5) 0.0662(11) Uani 1 1 d .
C19 C 0.3526(4) 0.25906(19) 0.6048(7) 0.0808(13) Uani 1 1 d .
H19 H 0.4172 0.2391 0.6314 0.097 Uiso 1 1 calc R
C20 C 0.3639(3) 0.31028(19) 0.6168(6) 0.0784(12) Uani 1 1 d .
H20 H 0.4359 0.3244 0.6526 0.094 Uiso 1 1 calc R
C21 C 0.2370(5) 0.18074(19) 0.5490(6) 0.0980(16) Uani 1 1 d .
H21A H 0.3061 0.1660 0.5332 0.147 Uiso 1 1 calc R
H21B H 0.1754 0.1713 0.4487 0.147 Uiso 1 1 calc R
H21C H 0.2221 0.1691 0.6617 0.147 Uiso 1 1 calc R
N1 N 0.9000(3) 0.07510(15) 0.6552(7) 0.0986(13) Uani 1 1 d .
N2 N 0.5619(3) 0.08779(14) 0.4062(6) 0.0927(12) Uani 1 1 d .
N3 N 0.6591(3) 0.46942(14) 0.4040(5) 0.0831(10) Uani 1 1 d .
N4 N 1.0003(3) 0.45044(14) 0.6882(6) 0.0947(12) Uani 1 1 d .
N5 N 0.2775(3) 0.42193(12) 0.4197(5) 0.0646(8) Uani 1 1 d .
N6 N 0.2633(4) 0.48476(14) -0.0797(6) 0.0949(12) Uani 1 1 d U
H6A H 0.1991 0.4942 -0.1473 0.114 Uiso 1 1 calc R
H6B H 0.3242 0.4881 -0.1181 0.114 Uiso 1 1 calc R
S1 S 0.88030(8) 0.21178(4) 0.67119(14) 0.0601(3) Uani 1 1 d .
S2 S 0.62825(8) 0.22246(3) 0.47180(14) 0.0571(3) Uani 1 1 d .
S3 S 0.90514(8) 0.32084(4) 0.69174(13) 0.0605(3) Uani 1 1 d .
S4 S 0.65494(7) 0.33411(4) 0.48007(13) 0.0561(3) Uani 1 1 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'
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
S1 Ni1 S3 86.52(4)
S1 Ni1 S2 92.27(4)
S3 Ni1 S2 178.51(4)
S1 Ni1 S4 176.30(4)
S3 Ni1 S4 92.41(4)
S2 Ni1 S4 88.74(4)
N1 C1 C2 179.5(4)
C3 C2 C1 122.3(3)
C3 C2 S1 120.9(3)
C1 C2 S1 116.8(3)
C2 C3 C4 121.8(3)
C2 C3 S2 119.6(3)
C4 C3 S2 118.6(3)
N2 C4 C3 178.6(5)
N3 C5 C6 177.5(5)
C7 C6 C5 122.1(3)
C7 C6 S4 120.4(3)
C5 C6 S4 117.4(3)
C6 C7 C8 123.5(3)
C6 C7 S3 119.9(3)
C8 C7 S3 116.6(3)
N4 C8 C7 177.6(4)
N5 C9 C10 122.2(4)
N5 C9 H9 118.9
C10 C9 H9 118.9
C9 C10 C11 119.3(4)
C9 C10 H10 120.3
C11 C10 H10 120.3
N6 C11 C12 121.1(5)
N6 C11 C10 121.4(4)
C12 C11 C10 117.4(4)
C13 C12 C11 120.4(4)
C13 C12 H12 119.8
C11 C12 H12 119.8
C12 C13 N5 122.4(4)
C12 C13 H13 118.8
N5 C13 H13 118.8
N5 C14 C15 112.9(3)
N5 C14 H14A 109.0
C15 C14 H14A 109.0
N5 C14 H14B 109.0
C15 C14 H14B 109.0
H14A C14 H14B 107.8
C20 C15 C16 117.5(4)
C20 C15 C14 121.6(4)
C16 C15 C14 120.9(4)
C17 C16 C15 121.1(4)
C17 C16 H16 119.4
C15 C16 H16 119.4
C18 C17 C16 121.0(4)
C18 C17 H17 119.5
C16 C17 H17 119.5
C19 C18 C17 118.2(5)
C19 C18 C21 120.8(4)
C17 C18 C21 121.0(4)
C18 C19 C20 121.3(4)
C18 C19 H19 119.4
C20 C19 H19 119.4
C19 C20 C15 120.8(4)
C19 C20 H20 119.6
C15 C20 H20 119.6
C18 C21 H21A 109.5
C18 C21 H21B 109.5
H21A C21 H21B 109.5
C18 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C9 N5 C13 118.2(4)
C9 N5 C14 120.9(4)
C13 N5 C14 120.8(4)
C11 N6 H6A 120.0
C11 N6 H6B 120.0
H6A N6 H6B 120.0
C2 S1 Ni1 103.32(13)
C3 S2 Ni1 103.80(12)
C7 S3 Ni1 103.83(13)
C6 S4 Ni1 103.21(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 S1 2.1347(11)
Ni1 S3 2.1358(11)
Ni1 S2 2.1373(10)
Ni1 S4 2.1477(10)
C1 N1 1.131(5)
C1 C2 1.428(5)
C2 C3 1.355(5)
C2 S1 1.710(4)
C3 C4 1.417(5)
C3 S2 1.711(3)
C4 N2 1.145(5)
C5 N3 1.134(5)
C5 C6 1.420(5)
C6 C7 1.366(5)
C6 S4 1.720(4)
C7 C8 1.406(5)
C7 S3 1.717(4)
C8 N4 1.156(5)
C9 N5 1.333(5)
C9 C10 1.347(6)
C9 H9 0.9300
C10 C11 1.394(6)
C10 H10 0.9300
C11 N6 1.340(5)
C11 C12 1.369(6)
C12 C13 1.329(6)
C12 H12 0.9300
C13 N5 1.342(5)
C13 H13 0.9300
C14 N5 1.471(5)
C14 C15 1.497(6)
C14 H14A 0.9700
C14 H14B 0.9700
C15 C20 1.377(6)
C15 C16 1.378(5)
C16 C17 1.370(6)
C16 H16 0.9300
C17 C18 1.367(6)
C17 H17 0.9300
C18 C19 1.363(6)
C18 C21 1.508(6)
C19 C20 1.375(6)
C19 H19 0.9300
C20 H20 0.9300
C21 H21A 0.9600
C21 H21B 0.9600
C21 H21C 0.9600
N6 H6A 0.8600
N6 H6B 0.8600
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
N6 H6A N1 0.86 2.47 3.086(6) 129.6 2_655
N6 H6B N3 0.86 2.48 3.073(6) 126.5 3_665
