#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:41:46 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179931 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/26/7022620.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_7022620
loop_
_publ_author_name
'Gong, Yun'
'Hao, Zhi'
'Li, JingHua'
'Wu, Tao'
'Lin, JianHua'
_publ_section_title
;
 Mg(II)-induced second-harmonic generation based on bis-monodentate
 coordination mode of thiobarbiturate.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6489
_journal_page_last               6494
_journal_paper_doi               10.1039/c3dt32380c
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C14 H24 N6 Ni O8 S2'
_chemical_formula_weight         527.22
_chemical_name_systematic
;
?
;
_space_group_IT_number           122
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I -4 2bw'
_symmetry_space_group_name_H-M   'I -4 2 d'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.8944(2)
_cell_length_b                   16.8944(2)
_cell_length_c                   7.5454(3)
_cell_measurement_reflns_used    1942
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7943
_cell_measurement_theta_min      2.4062
_cell_volume                     2153.61(9)
_computing_cell_refinement       'CrysAlis RED(Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis CCD(Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED(Oxford Diffraction, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.918
_diffrn_measured_fraction_theta_max 0.918
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur/Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2331
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.41
_exptl_absorpt_coefficient_mu    1.149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87628
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED(Oxford Diffraction 2009)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.771
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.117
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     66
_refine_ls_number_reflns         839
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.165
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0597
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1156P)²+7.1047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1729
_refine_ls_wR_factor_ref         0.1746
_reflns_number_gt                790
_reflns_number_total             839
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt32380c.txt
_cod_data_source_block           1230
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      I-42d
_cod_database_code               7022620
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y, -z+3/4'
'x+1/2, -y, -z+3/4'
'-y+1/2, -x, z+3/4'
'y+1/2, x, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'-x+1, y+1/2, -z+5/4'
'x+1, -y+1/2, -z+5/4'
'-y+1, -x+1/2, z+5/4'
'y+1, x+1/2, z+5/4'
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 0.5000 0.5000 0.0000 0.0204(5) Uani 1 4 d S
S1 S 0.28287(14) 0.2500 0.1250 0.0479(10) Uani 1 2 d S
C1 C 0.3801(5) 0.2500 0.1250 0.024(2) Uani 1 2 d S
O1 O 0.5363(2) 0.3808(2) 0.0165(9) 0.0295(13) Uani 1 1 d .
N1 N 0.4236(3) 0.3135(3) 0.0745(8) 0.0233(14) Uani 1 1 d .
H1 H 0.3981 0.3550 0.0411 0.028 Uiso 1 1 calc R
C2 C 0.5067(4) 0.3174(3) 0.0722(9) 0.0189(13) Uani 1 1 d .
C3 C 0.5475(5) 0.2500 0.1250 0.023(2) Uani 1 2 d S
H3 H 0.6026 0.2500 0.1250 0.028 Uiso 1 2 calc SR
O2 O 0.5000(5) 0.5000 -0.2664 0.050(2) Uani 1 2 d SR
H2 H 0.5118 0.5390 -0.3345 0.060 Uiso 1 1 d R
N2 N 0.032(2) 0.2500 0.1250 0.141(6) Uani 1 2 d S
O3 O 0.0234(19) 0.1181(13) 0.003(4) 0.141(6) Uani 0.50 1 d PD
C4 C 0.063(4) 0.183(3) 0.048(9) 0.141(6) Uani 0.50 1 d PD
H4 H 0.1180 0.1852 0.0702 0.169 Uiso 0.50 1 d PR
C5 C 0.070(4) 0.304(3) 0.153(8) 0.141(6) Uani 0.50 1 d P
H5A H 0.0634 0.3274 0.2955 0.212 Uiso 0.50 1 d PR
H5B H 0.0611 0.3594 0.1023 0.212 Uiso 0.50 1 d PR
H5C H 0.1311 0.3057 0.1638 0.212 Uiso 0.50 1 d PR
C6 C -0.052(2) 0.2500 0.1250 0.141(6) Uani 1 2 d S
H6A H -0.0714 0.2088 0.0485 0.212 Uiso 0.50 1 calc PR
H6B H -0.0714 0.3002 0.0833 0.212 Uiso 0.50 1 calc PR
H6C H -0.0714 0.2410 0.2433 0.212 Uiso 0.50 1 calc PR
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
O2 Ni1 O2 180.0(4) 3_565 .
O2 Ni1 O1 86.6(3) 3_565 2_665
O2 Ni1 O1 93.38(19) . 2_665
O2 Ni1 O1 93.38(19) 3_565 4_655
O2 Ni1 O1 86.6(3) . 4_655
O1 Ni1 O1 90.20(2) 2_665 4_655
O2 Ni1 O1 86.6(3) 3_565 .
O2 Ni1 O1 93.38(19) . .
O1 Ni1 O1 173.2(4) 2_665 .
O1 Ni1 O1 90.20(2) 4_655 .
O2 Ni1 O1 93.38(19) 3_565 3_565
O2 Ni1 O1 86.6(3) . 3_565
O1 Ni1 O1 90.20(2) 2_665 3_565
O1 Ni1 O1 173.2(4) 4_655 3_565
O1 Ni1 O1 90.20(2) . 3_565
N1 C1 N1 114.4(8) . 14_454
N1 C1 S1 122.8(4) . .
N1 C1 S1 122.8(4) 14_454 .
C2 O1 Ni1 135.9(4) . .
C1 N1 C2 125.6(5) . .
C1 N1 H1 117.2 . .
C2 N1 H1 117.2 . .
O1 C2 C3 126.6(6) . .
O1 C2 N1 116.3(5) . .
C3 C2 N1 117.0(5) . .
C2 C3 C2 120.4(8) . 14_454
C2 C3 H3 119.8 . .
C2 C3 H3 119.8 14_454 .
Ni1 O2 H2 126.7 . .
C5 N2 C5 112(7) . 14_454
C5 N2 C4 17(6) . 14_454
C5 N2 C4 122(4) 14_454 14_454
C5 N2 C4 122(4) . .
C5 N2 C4 17(6) 14_454 .
C4 N2 C4 136(6) 14_454 .
C5 N2 C6 124(4) . .
C5 N2 C6 124(4) 14_454 .
C4 N2 C6 112(3) 14_454 .
C4 N2 C6 112(3) . .
C4 O3 C5 10(5) . 14_454
C5 C4 O3 139(10) 14_454 .
C5 C4 N2 49(10) 14_454 .
O3 C4 N2 127(6) . .
C5 C4 H4 65.0 14_454 .
O3 C4 H4 125.5 . .
N2 C4 H4 105.1 . .
C4 C5 N2 114(10) 14_454 .
C4 C5 O3 31(10) 14_454 14_454
N2 C5 O3 117(6) . 14_454
C4 C5 C5 131(10) 14_454 14_454
N2 C5 C5 34(4) . 14_454
O3 C5 C5 148(4) 14_454 14_454
C4 C5 H5A 14.1 14_454 .
N2 C5 H5A 113.1 . .
O3 C5 H5A 45.3 14_454 .
C5 C5 H5A 122.5 14_454 .
C4 C5 H5B 80.2 14_454 .
N2 C5 H5B 126.1 . .
O3 C5 H5B 51.8 14_454 .
C5 C5 H5B 143.9 14_454 .
H5A C5 H5B 91.8 . .
C4 C5 H5C 100.4 14_454 .
N2 C5 H5C 127.0 . .
O3 C5 H5C 114.6 14_454 .
C5 C5 H5C 92.1 14_454 .
H5A C5 H5C 90.8 . .
H5B C5 H5C 99.1 . .
N2 C6 H6A 109.5 . .
N2 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
N2 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O2 2.0098 3_565
Ni1 O2 2.0098 .
Ni1 O1 2.109(4) 2_665
Ni1 O1 2.109(4) 4_655
Ni1 O1 2.109(4) .
Ni1 O1 2.109(4) 3_565
S1 C1 1.643(9) .
C1 N1 1.355(7) .
C1 N1 1.355(7) 14_454
O1 C2 1.255(8) .
N1 C2 1.405(8) .
N1 H1 0.8600 .
C2 C3 1.390(7) .
C3 C2 1.390(7) 14_454
C3 H3 0.9300 .
O2 H2 0.8596 .
N2 C5 1.14(7) .
N2 C5 1.14(7) 14_454
N2 C4 1.38(6) 14_454
N2 C4 1.38(6) .
N2 C6 1.43(4) .
O3 C4 1.33(2) .
O3 C5 1.68(6) 14_454
C4 C5 0.44(8) 14_454
C4 H4 0.9428 .
C5 C4 0.44(8) 14_454
C5 O3 1.68(6) 14_454
C5 C5 1.89(10) 14_454
C5 H5A 1.1489 .
C5 H5B 1.0137 .
C5 H5C 1.0370 .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
