#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/60/2216067.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2216067
loop_
_publ_author_name
'Srinivasan, Bikshandarkoil R.'
'Girkar, Siddhali V.'
'Raghavaiah, Pallepogu'
_publ_section_title
;
 Bis[benzyl(methyl)ammonium] tetrathiomolybdate(VI)
;
_journal_coeditor_code           NC2064
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2737
_journal_page_last               m2738
_journal_paper_doi               10.1107/S1600536807049562
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '(C8 H12 N)2 [Mo S4]'
_chemical_formula_moiety         '2(C8 H12 N +) , Mo S4 2-'
_chemical_formula_sum            'C16 H24 Mo N2 S4'
_chemical_formula_weight         468.55
_chemical_name_systematic
;
Bis[benzyl(methyl)ammonium] tetrathiomolybdate(VI)
;
_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           SHELXL97
_cell_angle_alpha                110.811(2)
_cell_angle_beta                 90.608(3)
_cell_angle_gamma                100.504(3)
_cell_formula_units_Z            2
_cell_length_a                   7.1857(12)
_cell_length_b                   10.7376(18)
_cell_length_c                   14.881(2)
_cell_measurement_reflns_used    4674
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.90
_cell_measurement_theta_min      2.89
_cell_volume                     1051.7(3)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'DIAMOND (Brandenburg 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2001)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2001)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0565
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7363
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.47
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.020
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin nedle'
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.512
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0499
_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)+(0.0387P)²+0.9757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.1000
_reflns_number_gt                3015
_reflns_number_total             3639
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            nc2064.cif
_cod_data_source_block           I
_cod_database_code               2216067
_cod_database_fobs_code          2216067
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.5906(7) 0.4755(6) 0.1061(3) 0.0448(13) Uani d . 1
C C2 0.7203(8) 0.4231(7) 0.0439(4) 0.0575(15) Uani d . 1
H H2 0.8260 0.4816 0.0361 0.069 Uiso calc R 1
C C3 0.6971(11) 0.2869(8) -0.0068(4) 0.0714(19) Uani d . 1
H H3 0.7854 0.2531 -0.0493 0.086 Uiso calc R 1
C C4 0.5436(12) 0.2006(7) 0.0055(5) 0.077(2) Uani d . 1
H H4 0.5279 0.1075 -0.0283 0.092 Uiso calc R 1
C C5 0.4126(10) 0.2507(7) 0.0674(5) 0.075(2) Uani d . 1
H H5 0.3075 0.1918 0.0753 0.090 Uiso calc R 1
C C6 0.4366(8) 0.3879(7) 0.1177(4) 0.0592(16) Uani d . 1
H H6 0.3478 0.4217 0.1600 0.071 Uiso calc R 1
C C7 0.6150(8) 0.6270(6) 0.1585(4) 0.0510(14) Uani d . 1
H H7A 0.7090 0.6734 0.1287 0.061 Uiso calc R 1
H H7B 0.4957 0.6545 0.1521 0.061 Uiso calc R 1
C C8 0.6958(8) 0.8155(5) 0.3161(4) 0.0573(15) Uani d . 1
H H8A 0.7718 0.8658 0.2829 0.086 Uiso calc R 1
H H8B 0.7565 0.8372 0.3791 0.086 Uiso calc R 1
H H8C 0.5728 0.8392 0.3223 0.086 Uiso calc R 1
C C9 0.1099(7) 0.1225(5) 0.2958(4) 0.0401(12) Uani d . 1
C C10 0.0895(8) 0.0024(6) 0.2183(4) 0.0528(14) Uani d . 1
H H10 0.1464 -0.0669 0.2221 0.063 Uiso calc R 1
C C11 -0.0153(9) -0.0155(7) 0.1348(5) 0.0677(18) Uani d . 1
H H11 -0.0323 -0.0979 0.0831 0.081 Uiso calc R 1
C C12 -0.0937(9) 0.0877(7) 0.1282(4) 0.0682(18) Uani d . 1
H H12 -0.1609 0.0765 0.0712 0.082 Uiso calc R 1
C C13 -0.0739(8) 0.2073(6) 0.2050(4) 0.0583(16) Uani d . 1
H H13 -0.1285 0.2773 0.2006 0.070 Uiso calc R 1
C C14 0.0269(8) 0.2240(5) 0.2887(4) 0.0494(14) Uani d . 1
H H14 0.0389 0.3052 0.3411 0.059 Uiso calc R 1
C C15 0.2213(8) 0.1417(6) 0.3879(4) 0.0511(14) Uani d . 1
H H15A 0.1415 0.1651 0.4412 0.061 Uiso calc R 1
H H15B 0.2585 0.0571 0.3826 0.061 Uiso calc R 1
C C16 0.5316(8) 0.2289(7) 0.3349(4) 0.0640(17) Uani d . 1
H H16A 0.5654 0.1422 0.3224 0.096 Uiso calc R 1
H H16B 0.6432 0.2994 0.3579 0.096 Uiso calc R 1
H H16C 0.4767 0.2309 0.2764 0.096 Uiso calc R 1
Mo Mo1 0.16547(6) 0.66475(4) 0.38214(3) 0.03200(14) Uani d . 1
N N1 0.6748(6) 0.6684(4) 0.2609(3) 0.0443(10) Uani d . 1
H H1A 0.7867 0.6441 0.2662 0.053 Uiso calc R 1
H H1B 0.5892 0.6228 0.2875 0.053 Uiso calc R 1
N N2 0.3937(6) 0.2507(5) 0.4080(3) 0.0563(13) Uani d . 1
H H2A 0.3565 0.3291 0.4152 0.068 Uiso calc R 1
H H2B 0.4529 0.2612 0.4645 0.068 Uiso calc R 1
S S1 -0.10243(18) 0.57324(14) 0.41788(10) 0.0458(3) Uani d . 1
S S2 0.2566(2) 0.86869(15) 0.48604(12) 0.0619(4) Uani d . 1
S S3 0.1321(2) 0.66870(17) 0.23687(10) 0.0552(4) Uani d . 1
S S4 0.37925(19) 0.54486(14) 0.38649(10) 0.0466(3) Uani d . 1
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'
Mo Mo -1.6832 0.6857 '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_publ_flag
C2 C1 C6 118.7(6) ?
C2 C1 C7 120.4(5) ?
C6 C1 C7 120.9(5) ?
C3 C2 C1 121.3(6) ?
C3 C2 H2 119.4 ?
C1 C2 H2 119.4 ?
C4 C3 C2 119.6(6) ?
C4 C3 H3 120.2 ?
C2 C3 H3 120.2 ?
C3 C4 C5 120.1(7) ?
C3 C4 H4 119.9 ?
C5 C4 H4 119.9 ?
C4 C5 C6 119.9(7) ?
C4 C5 H5 120.0 ?
C6 C5 H5 120.0 ?
C5 C6 C1 120.4(6) ?
C5 C6 H6 119.8 ?
C1 C6 H6 119.8 ?
N1 C7 C1 112.2(4) ?
N1 C7 H7A 109.2 ?
C1 C7 H7A 109.2 ?
N1 C7 H7B 109.2 ?
C1 C7 H7B 109.2 ?
H7A C7 H7B 107.9 ?
N1 C8 H8A 109.5 ?
N1 C8 H8B 109.5 ?
H8A C8 H8B 109.5 ?
N1 C8 H8C 109.5 ?
H8A C8 H8C 109.5 ?
H8B C8 H8C 109.5 ?
C14 C9 C10 119.2(5) ?
C14 C9 C15 120.5(5) ?
C10 C9 C15 120.3(5) ?
C9 C10 C11 120.1(5) ?
C9 C10 H10 119.9 ?
C11 C10 H10 119.9 ?
C12 C11 C10 119.9(6) ?
C12 C11 H11 120.0 ?
C10 C11 H11 120.0 ?
C11 C12 C13 120.2(6) ?
C11 C12 H12 119.9 ?
C13 C12 H12 119.9 ?
C12 C13 C14 119.8(6) ?
C12 C13 H13 120.1 ?
C14 C13 H13 120.1 ?
C9 C14 C13 120.7(5) ?
C9 C14 H14 119.6 ?
C13 C14 H14 119.6 ?
N2 C15 C9 111.2(4) ?
N2 C15 H15A 109.4 ?
C9 C15 H15A 109.4 ?
N2 C15 H15B 109.4 ?
C9 C15 H15B 109.4 ?
H15A C15 H15B 108.0 ?
N2 C16 H16A 109.5 ?
N2 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
N2 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
S1 Mo1 S2 109.43(6) y
S1 Mo1 S3 109.32(6) y
S2 Mo1 S3 110.28(7) y
S1 Mo1 S4 109.47(5) y
S2 Mo1 S4 109.01(6) y
S3 Mo1 S4 109.31(6) y
C7 N1 C8 114.4(4) ?
C7 N1 H1A 108.7 ?
C8 N1 H1A 108.7 ?
C7 N1 H1B 108.7 ?
C8 N1 H1B 108.7 ?
H1A N1 H1B 107.6 ?
C16 N2 C15 116.1(5) ?
C16 N2 H2A 108.3 ?
C15 N2 H2A 108.3 ?
C16 N2 H2B 108.3 ?
C15 N2 H2B 108.3 ?
H2A N2 H2B 107.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.371(7) ?
C1 C6 1.372(7) ?
C1 C7 1.509(7) ?
C2 C3 1.364(8) ?
C2 H2 0.9300 ?
C3 C4 1.364(9) ?
C3 H3 0.9300 ?
C4 C5 1.370(9) ?
C4 H4 0.9300 ?
C5 C6 1.372(8) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 N1 1.463(6) ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C8 N1 1.477(6) ?
C8 H8A 0.9600 ?
C8 H8B 0.9600 ?
C8 H8C 0.9600 ?
C9 C14 1.369(7) ?
C9 C10 1.372(7) ?
C9 C15 1.509(7) ?
C10 C11 1.380(8) ?
C10 H10 0.9300 ?
C11 C12 1.363(9) ?
C11 H11 0.9300 ?
C12 C13 1.365(8) ?
C12 H12 0.9300 ?
C13 C14 1.372(7) ?
C13 H13 0.9300 ?
C14 H14 0.9300 ?
C15 N2 1.487(7) ?
C15 H15A 0.9700 ?
C15 H15B 0.9700 ?
C16 N2 1.465(7) ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
Mo1 S1 2.1582(13) y
Mo1 S2 2.1597(16) y
Mo1 S3 2.1888(14) y
Mo1 S4 2.1908(14) y
N1 H1A 0.9000 ?
N1 H1B 0.9000 ?
N2 H2A 0.9000 ?
N2 H2B 0.9000 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A S3 1_655 0.90 2.51 3.308(4) 149
N1 H1A S1 1_655 0.90 2.78 3.358(4) 124
N1 H1B S4 . 0.90 2.37 3.253(4) 168
N2 H2A S4 . 0.90 2.48 3.305(5) 153
N2 H2B S4 2_666 0.90 2.54 3.264(5) 138
N2 H2B S2 2_666 0.90 2.93 3.602(5) 132
C7 H7B S3 . 0.97 2.92 3.727(6) 141
C15 H15A S1 2_566 0.97 2.91 3.629(6) 132
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655361
