#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:22:55 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179107 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/69/4306949.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_4306949
loop_
_publ_author_name
'Lin Cheng'
'Wei-Xiong Zhang'
'Bao-Hui Ye'
'Jian-Bin Lin'
'Xiao-Ming Chen'
_publ_section_title
;
In Situ Solvothermal Generation of 1,2,4-Triazolates and Related Compounds
from Organonitrile and Hydrazine Hydrate: A Mechanism Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1135
_journal_page_last               1143
_journal_paper_doi               10.1021/ic061303i
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C26 H20 Mn2 N12 O2 S2'
_chemical_formula_weight         706.54
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 107.841(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.612(3)
_cell_length_b                   7.5526(9)
_cell_length_c                   15.0059(17)
_cell_measurement_temperature    293(2)
_cell_volume                     2978.9(6)
_computing_cell_refinement
;
     'SAINT-PLUS for Windows NT, Ver. 6.0, Bruker AXS Inc., 1997.'
;
_computing_data_collection
;
          'SMART for Windows NT, Bruker AXS Inc., 1998.' 
;
_computing_molecular_graphics
;
     'XP-Interactive Molecular Graphics, Ver. 6.10, Bruker AXS Inc., 2000.'
;
_computing_publication_material  'SHELXTL-Bruker AXS Inc., 1998.'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APX CCD'
_diffrn_measurement_method       'phi and omega scan'
_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  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8152
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  0.9035
_exptl_absorpt_correction_T_min  0.8118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       yellow
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3144
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0516
_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)+(0.0580P)²+1.2640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1218
_reflns_number_gt                2507
_reflns_number_total             3144
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061303isi20060714_094810_4.cif
_cod_data_source_block           3
_cod_database_code               4306949
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.424363(17) 0.82508(6) 0.13620(3) 0.02837(17) Uani 1 1 d . . .
S1 S 0.30508(4) 0.35348(14) 0.05641(7) 0.0529(3) Uani 1 1 d . . .
C1 C 0.30337(13) 0.9030(5) 0.1383(2) 0.0472(9) Uani 1 1 d . . .
H1A H 0.2965 0.9212 0.0743 0.057 Uiso 1 1 calc R . .
C2 C 0.26306(14) 0.9019(6) 0.1744(3) 0.0598(11) Uani 1 1 d . . .
H2A H 0.2301 0.9226 0.1360 0.072 Uiso 1 1 calc R . .
C3 C 0.27273(15) 0.8695(6) 0.2682(3) 0.0663(13) Uani 1 1 d . . .
H3A H 0.2462 0.8656 0.2943 0.080 Uiso 1 1 calc R . .
C4 C 0.32213(14) 0.8428(6) 0.3232(3) 0.0533(10) Uani 1 1 d . . .
H4A H 0.3295 0.8201 0.3869 0.064 Uiso 1 1 calc R . .
C5 C 0.36059(12) 0.8503(4) 0.2821(2) 0.0337(7) Uani 1 1 d . . .
C6 C 0.41443(11) 0.8269(4) 0.3348(2) 0.0311(7) Uani 1 1 d . . .
C7 C 0.48388(11) 0.7845(4) 0.43808(19) 0.0288(7) Uani 1 1 d . . .
C8 C 0.52459(11) 0.7467(4) 0.52501(19) 0.0300(7) Uani 1 1 d . . .
C9 C 0.51538(15) 0.6900(5) 0.6055(2) 0.0491(10) Uani 1 1 d . . .
H9A H 0.4823 0.6759 0.6074 0.059 Uiso 1 1 calc R . .
C10 C 0.55651(16) 0.6543(6) 0.6833(2) 0.0582(11) Uani 1 1 d . . .
H10A H 0.5516 0.6167 0.7389 0.070 Uiso 1 1 calc R . .
C11 C 0.60452(16) 0.6754(5) 0.6771(2) 0.0557(11) Uani 1 1 d . . .
H11A H 0.6328 0.6523 0.7285 0.067 Uiso 1 1 calc R . .
C12 C 0.61042(13) 0.7310(6) 0.5940(2) 0.0488(9) Uani 1 1 d . . .
H12A H 0.6432 0.7443 0.5904 0.059 Uiso 1 1 calc R . .
C13 C 0.35478(12) 0.4812(4) 0.0895(2) 0.0350(7) Uani 1 1 d . . .
N1 N 0.35130(10) 0.8794(4) 0.18989(17) 0.0357(6) Uani 1 1 d . . .
N2 N 0.44952(9) 0.8329(3) 0.29086(16) 0.0306(6) Uani 1 1 d . . .
N3 N 0.49504(9) 0.8059(3) 0.35861(16) 0.0312(6) Uani 1 1 d . . .
N4 N 0.43374(10) 0.7963(3) 0.42747(17) 0.0325(6) Uani 1 1 d . . .
N5 N 0.57141(10) 0.7671(4) 0.51823(17) 0.0360(6) Uani 1 1 d . . .
N6 N 0.39055(12) 0.5683(4) 0.11418(19) 0.0493(8) Uani 1 1 d . . .
O1 O 0.40278(11) 1.0814(4) 0.07664(18) 0.0477(7) Uani 1 1 d . . .
H1B H 0.3799(16) 1.148(5) 0.076(3) 0.054(13) Uiso 1 1 d . . .
H1C H 0.4110(14) 1.124(5) 0.033(3) 0.052(12) Uiso 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'
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'
Mn Mn 0.3368 0.7283 '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
N6 Mn1 O1 134.85(12) . . ?
N6 Mn1 N3 109.53(11) . 2_655 ?
O1 Mn1 N3 102.89(11) . 2_655 ?
N6 Mn1 N2 99.70(10) . . ?
O1 Mn1 N2 111.86(10) . . ?
N3 Mn1 N2 88.60(9) 2_655 . ?
N6 Mn1 N5 80.37(10) . 2_655 ?
O1 Mn1 N5 81.45(10) . 2_655 ?
N3 Mn1 N5 71.03(9) 2_655 2_655 ?
N2 Mn1 N5 158.08(9) . 2_655 ?
N6 Mn1 N1 80.57(11) . . ?
O1 Mn1 N1 80.33(10) . . ?
N3 Mn1 N1 158.66(9) 2_655 . ?
N2 Mn1 N1 70.88(9) . . ?
N5 Mn1 N1 130.10(9) 2_655 . ?
N1 C1 C2 123.4(3) . . ?
N1 C1 H1A 118.3 . . ?
C2 C1 H1A 118.3 . . ?
C3 C2 C1 118.5(3) . . ?
C3 C2 H2A 120.7 . . ?
C1 C2 H2A 120.7 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 120.6 . . ?
N1 C5 C4 122.3(3) . . ?
N1 C5 C6 114.6(3) . . ?
C4 C5 C6 123.1(3) . . ?
N2 C6 N4 113.5(3) . . ?
N2 C6 C5 120.2(3) . . ?
N4 C6 C5 126.3(3) . . ?
N3 C7 N4 113.5(2) . . ?
N3 C7 C8 119.8(3) . . ?
N4 C7 C8 126.7(3) . . ?
N5 C8 C9 123.1(3) . . ?
N5 C8 C7 113.9(2) . . ?
C9 C8 C7 123.0(3) . . ?
C8 C9 C10 118.5(3) . . ?
C8 C9 H9A 120.8 . . ?
C10 C9 H9A 120.8 . . ?
C11 C10 C9 118.8(3) . . ?
C11 C10 H10A 120.6 . . ?
C9 C10 H10A 120.6 . . ?
C10 C11 C12 119.0(3) . . ?
C10 C11 H11A 120.5 . . ?
C12 C11 H11A 120.5 . . ?
N5 C12 C11 123.2(3) . . ?
N5 C12 H12A 118.4 . . ?
C11 C12 H12A 118.4 . . ?
N6 C13 S1 178.4(3) . . ?
C1 N1 C5 117.7(3) . . ?
C1 N1 Mn1 127.7(2) . . ?
C5 N1 Mn1 113.4(2) . . ?
C6 N2 N3 105.7(2) . . ?
C6 N2 Mn1 118.52(19) . . ?
N3 N2 Mn1 134.26(18) . . ?
C7 N3 N2 105.8(2) . . ?
C7 N3 Mn1 118.98(19) . 2_655 ?
N2 N3 Mn1 134.68(18) . 2_655 ?
C7 N4 C6 101.6(2) . . ?
C12 N5 C8 117.3(3) . . ?
C12 N5 Mn1 126.6(2) . 2_655 ?
C8 N5 Mn1 115.44(18) . 2_655 ?
C13 N6 Mn1 149.5(3) . . ?
Mn1 O1 H1B 133(3) . . ?
Mn1 O1 H1C 125(3) . . ?
H1B O1 H1C 99(4) . . ?
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
Mn1 N6 2.134(3) . ?
Mn1 O1 2.139(3) . ?
Mn1 N3 2.208(2) 2_655 ?
Mn1 N2 2.210(2) . ?
Mn1 N5 2.396(2) 2_655 ?
Mn1 N1 2.426(3) . ?
S1 C13 1.626(3) . ?
C1 N1 1.325(4) . ?
C1 C2 1.379(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.372(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.376(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.383(4) . ?
C4 H4A 0.9300 . ?
C5 N1 1.346(4) . ?
C5 C6 1.465(4) . ?
C6 N2 1.329(4) . ?
C6 N4 1.348(4) . ?
C7 N3 1.330(4) . ?
C7 N4 1.347(4) . ?
C7 C8 1.466(4) . ?
C8 N5 1.337(4) . ?
C8 C9 1.376(4) . ?
C9 C10 1.384(5) . ?
C9 H9A 0.9300 . ?
C10 C11 1.366(6) . ?
C10 H10A 0.9300 . ?
C11 C12 1.373(5) . ?
C11 H11A 0.9300 . ?
C12 N5 1.333(4) . ?
C12 H12A 0.9300 . ?
C13 N6 1.149(4) . ?
N2 N3 1.368(3) . ?
N3 Mn1 2.208(2) 2_655 ?
N5 Mn1 2.396(2) 2_655 ?
O1 H1B 0.81(4) . ?
O1 H1C 0.83(4) . ?
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
O1 H1B S1 0.81(4) 2.53(4) 3.330(3) 174(4) 1_565
O1 H1C N4 0.83(4) 1.96(4) 2.787(4) 175(4) 6_575
