#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:51:03 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179427 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/24/4332493.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4332493
loop_
_publ_author_name
'Cotton, F. Albert'
'Murillo, Carlos A.'
'Wang, Xiaoping'
'Wilkinson, Chad C.'
_publ_section_title
;
 Homologues of the Easily Ionized Compound Mo2(hpp)4Containing Smaller
 Bicyclic Guanidinates
;
_journal_issue                   14
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5493
_journal_page_last               5500
_journal_paper_doi               10.1021/ic060449e
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C5 H11 N3 S'
_chemical_formula_sum            'C5 H11 N3 S'
_chemical_formula_weight         145.23
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 94.71(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.300(3)
_cell_length_b                   9.4910(16)
_cell_length_c                   12.321(4)
_cell_measurement_reflns_used    227
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      23.5
_cell_measurement_theta_min      6.805
_cell_volume                     734.2(4)
_computing_cell_refinement       MADNES
_computing_data_collection       MADNES
_computing_data_reduction        PROCOR
_computing_molecular_graphics    XP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Nonius FAST'
_diffrn_measurement_method       ω-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  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3497
_diffrn_reflns_theta_full        25.38
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_min         2.71
_exptl_absorpt_coefficient_mu    0.357
_exptl_absorpt_correction_T_max  0.9940
_exptl_absorpt_correction_T_min  0.8339
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SORTAV
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1335
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0482
_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)+(0.0585P)²+0.4042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1256
_reflns_number_gt                1162
_reflns_number_total             1335
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic060449esup1.cif
_cod_data_source_block           IV
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4332493
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
N3 N 0.3521(3) 0.5704(2) 0.32248(17) 0.0437(5) Uani 1 1 d
C3 C 0.4744(3) 0.6730(2) 0.36830(18) 0.0379(5) Uani 1 1 d
N1 N 0.4033(4) 0.7077(3) 0.46349(19) 0.0537(6) Uani 1 1 d
C4 C 0.3893(5) 0.4963(3) 0.2230(3) 0.0518(7) Uani 1 1 d
C1 C 0.2120(5) 0.6317(4) 0.4843(2) 0.0597(8) Uani 1 1 d
C2 C 0.1993(4) 0.5206(3) 0.3974(2) 0.0542(7) Uani 1 1 d
N2 N 0.0539(4) 0.5858(3) 0.12085(18) 0.0499(6) Uani 1 1 d
C5 C 0.2842(4) 0.5684(3) 0.1229(2) 0.0507(7) Uani 1 1 d
S1 S 0.68524(10) 0.74811(7) 0.31508(6) 0.0486(3) Uani 1 1 d
H8 H 0.352(5) 0.667(3) 0.118(2) 0.060(8) Uiso 1 1 d
H9 H 0.310(4) 0.514(3) 0.063(2) 0.050(7) Uiso 1 1 d
H10 H 0.019(4) 0.634(3) 0.176(2) 0.047(8) Uiso 1 1 d
H1 H 0.456(5) 0.766(3) 0.503(2) 0.039(8) Uiso 1 1 d
H5 H 0.065(5) 0.520(3) 0.362(2) 0.058(8) Uiso 1 1 d
H7 H 0.334(5) 0.397(3) 0.230(2) 0.061(8) Uiso 1 1 d
H3 H 0.227(5) 0.599(3) 0.549(3) 0.071(10) Uiso 1 1 d
H6 H 0.540(5) 0.490(3) 0.217(2) 0.065(9) Uiso 1 1 d
H4 H 0.243(5) 0.426(3) 0.424(2) 0.058(8) Uiso 1 1 d
H2 H 0.080(6) 0.705(4) 0.473(3) 0.071(9) Uiso 1 1 d
H11 H -0.028(6) 0.500(5) 0.125(3) 0.092(12) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N3 0.0358(10) 0.0427(11) 0.0525(11) 0.0012(9) 0.0030(9) -0.0061(9)
C3 0.0297(11) 0.0380(12) 0.0455(12) 0.0063(10) 0.0002(9) 0.0047(9)
N1 0.0491(13) 0.0698(16) 0.0426(12) -0.0038(12) 0.0061(10) -0.0173(12)
C4 0.0435(14) 0.0397(14) 0.0721(17) -0.0094(12) 0.0045(12) 0.0044(11)
C1 0.0457(15) 0.087(2) 0.0473(15) 0.0118(15) 0.0092(12) -0.0133(15)
C2 0.0411(14) 0.0601(18) 0.0607(16) 0.0192(14) -0.0001(12) -0.0118(13)
N2 0.0521(13) 0.0541(14) 0.0440(12) -0.0031(11) 0.0065(9) 0.0047(11)
C5 0.0517(15) 0.0535(17) 0.0484(14) -0.0111(12) 0.0135(11) -0.0037(13)
S1 0.0365(4) 0.0489(4) 0.0622(5) -0.0023(3) 0.0147(3) -0.0068(3)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 N3 C4 125.6(2)
C3 N3 C2 110.7(2)
C4 N3 C2 122.5(2)
N1 C3 N3 109.2(2)
N1 C3 S1 124.8(2)
N3 C3 S1 126.05(18)
C3 N1 C1 112.3(2)
C3 N1 H1 124(2)
C1 N1 H1 124(2)
N3 C4 C5 112.3(2)
N3 C4 H7 107.4(17)
C5 C4 H7 111.0(18)
N3 C4 H6 109.1(19)
C5 C4 H6 109.5(19)
H7 C4 H6 107(2)
N1 C1 C2 102.7(2)
N1 C1 H3 108(2)
C2 C1 H3 114(2)
N1 C1 H2 107.3(18)
C2 C1 H2 111.1(18)
H3 C1 H2 112(3)
N3 C2 C1 102.9(2)
N3 C2 H5 109.0(19)
C1 C2 H5 110.1(19)
N3 C2 H4 109.1(18)
C1 C2 H4 113.7(17)
H5 C2 H4 112(3)
C5 N2 H10 111.3(19)
C5 N2 H11 116(2)
H10 N2 H11 104(3)
N2 C5 C4 115.6(2)
N2 C5 H8 108.2(17)
C4 C5 H8 107.4(17)
N2 C5 H9 106.7(18)
C4 C5 H9 107.9(18)
H8 C5 H9 111(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N3 C3 1.337(3)
N3 C4 1.449(3)
N3 C2 1.466(3)
C3 N1 1.331(3)
C3 S1 1.687(2)
N1 C1 1.446(4)
N1 H1 0.79(3)
C4 C5 1.514(4)
C4 H7 1.01(3)
C4 H6 0.96(3)
C1 C2 1.500(5)
C1 H3 0.86(4)
C1 H2 1.09(4)
C2 H5 0.92(3)
C2 H4 0.98(3)
N2 C5 1.458(4)
N2 H10 0.86(3)
N2 H11 0.97(4)
C5 H8 1.03(3)
C5 H9 0.93(3)
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
C4 N3 C3 N1 -174.5(2)
C2 N3 C3 N1 -6.6(3)
C4 N3 C3 S1 5.7(3)
C2 N3 C3 S1 173.64(19)
N3 C3 N1 C1 -3.5(3)
S1 C3 N1 C1 176.3(2)
C3 N3 C4 C5 -89.4(3)
C2 N3 C4 C5 104.0(3)
C3 N1 C1 C2 11.5(3)
C3 N3 C2 C1 13.3(3)
C4 N3 C2 C1 -178.4(2)
N1 C1 C2 N3 -14.0(3)
N3 C4 C5 N2 -58.6(3)
