#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:34:18 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180343 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/12/7201268.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_7201268
loop_
_publ_author_name
'Reyes-Martínez, Reyna'
'Höpfl, Herbert'
'Godoy-Alcántar, Carolina'
'Medrano, Felipe'
'Tlahuext, Hugo'
_publ_section_title
;
 Comparative analysis of M--O, M--S and cation--π(arene) interactions
 in the alkali metal (Na+, K+, Rb+, Cs+) bis-dithiocarbamate salts of
 N,N′-dibenzyl-1,2-ethylenediamine
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              2417
_journal_paper_doi               10.1039/b907160a
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C18 H18 N2 S4, H16 Na2 O8'
_chemical_formula_sum            'C18 H34 N2 Na2 O8 S4'
_chemical_formula_weight         580.69
_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                103.055(9)
_cell_angle_beta                 91.660(9)
_cell_angle_gamma                90.889(10)
_cell_formula_units_Z            1
_cell_length_a                   6.774(3)
_cell_length_b                   8.264(3)
_cell_length_c                   12.751(5)
_cell_measurement_reflns_used    291
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.02
_cell_measurement_theta_min      2.53
_cell_volume                     694.9(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0507
_diffrn_reflns_av_sigmaI/netI    0.1319
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            3523
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.415
_exptl_absorpt_correction_T_max  0.9178
_exptl_absorpt_correction_T_min  0.8751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             306
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2415
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.146
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.0894
_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)+(0.0390P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1601
_refine_ls_wR_factor_ref         0.1823
_reflns_number_gt                1531
_reflns_number_total             2415
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b907160a.txt
_cod_data_source_block           reyna1m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        695.0(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7201268
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
Na1 Na 0.0126(4) 0.8778(3) 0.0958(2) 0.0521(8) Uani 1 1 d D . .
S1 S 0.5688(3) 0.4196(2) 0.15103(15) 0.0501(6) Uani 1 1 d D . .
S2 S 0.2342(3) 0.3776(2) 0.29004(15) 0.0468(5) Uani 1 1 d D . .
N1 N 0.5704(7) 0.5317(6) 0.3643(4) 0.0316(13) Uani 1 1 d . . .
O1 O -0.3235(7) 0.7758(6) 0.0726(4) 0.0609(15) Uani 1 1 d D . .
H11 H -0.368(4) 0.746(7) 0.0088(7) 0.091 Uiso 1 1 d D . .
H12 H -0.351(3) 0.699(6) 0.103(4) 0.091 Uiso 1 1 d D . .
O2 O 0.3348(8) 0.9866(6) 0.1230(5) 0.0792(19) Uani 1 1 d D . .
H21 H 0.4142(16) 0.9082(13) 0.117(6) 0.119 Uiso 1 1 d D . .
H22 H 0.349(3) 1.044(7) 0.186(2) 0.119 Uiso 1 1 d D . .
O3 O 0.1094(8) 0.6064(6) 0.0967(4) 0.084(2) Uani 1 1 d D . .
H31 H 0.056(4) 0.5396(13) 0.0437(16) 0.126 Uiso 0.50 1 d PD . .
H32 H 0.2325(10) 0.596(2) 0.095(2) 0.126 Uiso 0.75 1 d PD . .
H33 H 0.078(4) 0.579(2) 0.1538(13) 0.126 Uiso 0.75 1 d PD . .
O4 O -0.0508(7) 1.1634(6) 0.0942(4) 0.0535(14) Uani 1 1 d D . .
H41 H -0.1697(12) 1.191(2) 0.099(5) 0.080 Uiso 1 1 d D . .
H42 H 0.013(7) 1.2337(13) 0.141(3) 0.080 Uiso 1 1 d D . .
C1 C 0.4708(9) 0.4510(7) 0.2756(5) 0.0313(15) Uani 1 1 d . . .
C2 C 0.4860(10) 0.5700(7) 0.4713(5) 0.0346(16) Uani 1 1 d . . .
H2A H 0.3461 0.5900 0.4642 0.042 Uiso 1 1 calc R . .
H2B H 0.5486 0.6707 0.5141 0.042 Uiso 1 1 calc R . .
C3 C 0.7719(9) 0.5886(7) 0.3606(6) 0.0395(17) Uani 1 1 d . . .
H3A H 0.8321 0.5213 0.2979 0.047 Uiso 1 1 calc R . .
H3B H 0.8447 0.5722 0.4239 0.047 Uiso 1 1 calc R . .
C4 C 0.7907(10) 0.7706(7) 0.3561(5) 0.0349(16) Uani 1 1 d . . .
C5 C 0.6314(10) 0.8706(7) 0.3496(5) 0.0427(18) Uani 1 1 d . . .
H5 H 0.5038 0.8266 0.3479 0.051 Uiso 1 1 calc R . .
C6 C 0.6589(12) 1.0339(8) 0.3457(6) 0.053(2) Uani 1 1 d . . .
H6 H 0.5498 1.0985 0.3397 0.063 Uiso 1 1 calc R . .
C7 C 0.8475(13) 1.1038(9) 0.3506(6) 0.057(2) Uani 1 1 d . . .
H7 H 0.8649 1.2154 0.3501 0.069 Uiso 1 1 calc R . .
C8 C 1.0106(12) 1.0051(9) 0.3564(6) 0.062(2) Uani 1 1 d . . .
H8 H 1.1379 1.0499 0.3582 0.075 Uiso 1 1 calc R . .
C9 C 0.9817(10) 0.8394(9) 0.3594(6) 0.050(2) Uani 1 1 d . . .
H9 H 1.0903 0.7735 0.3636 0.061 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 0.0033 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'
Na Na 0.0362 0.0249 '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'
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
_geom_angle_publ_flag
O2 Na1 O3 93.6(2) . . ?
O2 Na1 O4 89.0(2) . 2_575 ?
O3 Na1 O4 92.7(2) . 2_575 ?
O2 Na1 O1 177.7(2) . . ?
O3 Na1 O1 88.1(2) . . ?
O4 Na1 O1 92.37(18) 2_575 . ?
O2 Na1 O4 80.48(18) . . ?
O3 Na1 O4 174.0(2) . . ?
O4 Na1 O4 86.18(18) 2_575 . ?
O1 Na1 O4 97.75(19) . . ?
C1 N1 C3 121.6(6) . . ?
C1 N1 C2 123.4(5) . . ?
C3 N1 C2 115.0(5) . . ?
Na1 O4 Na1 93.82(18) 2_575 . ?
N1 C1 S1 122.1(5) . . ?
N1 C1 S2 117.8(5) . . ?
S1 C1 S2 120.1(4) . . ?
N1 C2 C2 111.8(6) . 2_666 ?
N1 C3 C4 113.5(5) . . ?
C5 C4 C9 118.7(6) . . ?
C5 C4 C3 123.9(6) . . ?
C9 C4 C3 117.4(6) . . ?
C6 C5 C4 120.9(7) . . ?
C5 C6 C7 120.8(7) . . ?
C6 C7 C8 119.4(6) . . ?
C9 C8 C7 119.5(7) . . ?
C8 C9 C4 120.7(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Na1 O2 2.334(6) . ?
Na1 O3 2.349(5) . ?
Na1 O4 2.391(6) 2_575 ?
Na1 O1 2.402(6) . ?
Na1 O4 2.410(5) . ?
S1 C1 1.707(6) . ?
S2 C1 1.734(6) . ?
N1 C1 1.334(7) . ?
N1 C3 1.442(7) . ?
N1 C2 1.464(7) . ?
O4 Na1 2.391(6) 2_575 ?
C2 C2 1.515(10) 2_666 ?
C3 C4 1.522(8) . ?
C4 C5 1.381(9) . ?
C4 C9 1.401(8) . ?
C5 C6 1.372(8) . ?
C6 C7 1.388(10) . ?
C7 C8 1.393(10) . ?
C8 C9 1.390(9) . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Na1 O4 Na1 89.6(2) . . . 2_575 ?
O4 Na1 O4 Na1 0.0 2_575 . . 2_575 ?
O1 Na1 O4 Na1 -91.88(19) . . . 2_575 ?
C3 N1 C1 S1 -3.8(8) . . . . ?
C2 N1 C1 S1 175.9(4) . . . . ?
C3 N1 C1 S2 176.4(4) . . . . ?
C2 N1 C1 S2 -3.9(7) . . . . ?
C1 N1 C2 C2 88.1(8) . . . 2_666 ?
C3 N1 C2 C2 -92.3(7) . . . 2_666 ?
C1 N1 C3 C4 97.4(7) . . . . ?
C2 N1 C3 C4 -82.3(7) . . . . ?
N1 C3 C4 C5 -3.6(9) . . . . ?
N1 C3 C4 C9 176.0(6) . . . . ?
C9 C4 C5 C6 0.5(11) . . . . ?
C3 C4 C5 C6 -180.0(6) . . . . ?
C4 C5 C6 C7 -1.5(11) . . . . ?
C5 C6 C7 C8 1.9(12) . . . . ?
C6 C7 C8 C9 -1.3(12) . . . . ?
C7 C8 C9 C4 0.3(12) . . . . ?
C5 C4 C9 C8 0.1(11) . . . . ?
C3 C4 C9 C8 -179.5(7) . . . . ?
