#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:19:20 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178894 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/23/4112397.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_4112397
loop_
_publ_author_name
'M. David Curtis'
'Jie Cao'
'Jeff W. Kampf'
_publ_section_title
;
 Solid-State Packing of Conjugated Oligomers: From π-Stacks to the
 Herringbone Structure
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4318
_journal_page_last               4328
_journal_paper_doi               10.1021/ja0397916
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C32 H38 N4 S4'
_chemical_formula_weight         606.90
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.926(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.7879(11)
_cell_length_b                   5.1900(4)
_cell_length_c                   22.585(2)
_cell_measurement_reflns_used    1842
_cell_measurement_temperature    158(2)
_cell_volume                     1586.9(2)
_computing_cell_refinement       'Siemens SMART, v.4.05'
_computing_data_collection       'Siemens SMART, v.4.05'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_structure_solution    'Siemens SHELXTL'
_diffrn_ambient_temperature      158(2)
_diffrn_measurement_device       'Siemens P4'
_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  0.1026
_diffrn_reflns_av_sigmaI/netI    0.1165
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7186
_diffrn_reflns_theta_max         23.27
_diffrn_reflns_theta_min         1.61
_diffrn_standards_decay_%        0.00
_exptl_absorpt_coefficient_mu    0.327
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_description       'flat needle'
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.008
_refine_ls_goodness_of_fit_obs   1.163
_refine_ls_hydrogen_treatment    isotropic
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         2252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_restrained_S_obs      1.163
_refine_ls_R_factor_all          0.1252
_refine_ls_R_factor_obs          0.0588
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0330P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1134
_refine_ls_wR_factor_obs         0.0939
_reflns_number_observed          1322
_reflns_number_total             2287
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja0397916si20031125_105942.cif
_cod_data_source_block           mdc1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0330P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0330P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1586.8(2)
_cod_database_code               4112397
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
S1 S -0.00481(9) 0.5780(2) 0.14373(6) 0.0329(4) Uani 1 d
S2 S -0.17771(9) 1.1716(2) 0.21397(6) 0.0352(4) Uani 1 d
N1 N -0.1762(3) 0.7870(6) 0.1084(2) 0.0279(10) Uani 1 d
N2 N -0.0049(3) 0.9743(6) 0.2433(2) 0.0290(10) Uani 1 d
C1 C -0.0174(3) 0.0975(8) 0.0156(2) 0.0298(12) Uani 1 d
C2 C -0.0467(3) 0.2695(9) 0.0430(2) 0.0317(13) Uani 1 d
C3 C -0.0782(3) 0.4704(8) 0.0776(2) 0.0265(11) Uani 1 d
C4 C -0.1660(3) 0.6035(8) 0.0658(2) 0.0300(12) Uani 1 d
C5 C -0.2467(4) 0.5590(11) 0.0124(2) 0.0363(14) Uani 1 d
H5A H -0.2136(29) 0.5126(72) -0.0239(18) 0.037(13) Uiso 1 d
H5B H -0.2835(30) 0.7154(78) 0.0027(18) 0.032(13) Uiso 1 d
C6 C -0.3204(4) 0.3511(11) 0.0228(2) 0.0399(14) Uani 1 d
H6A H -0.3717(31) 0.3142(73) -0.0151(19) 0.038(13) Uiso 1 d
H6B H -0.2760(35) 0.1823(90) 0.0368(21) 0.065(16) Uiso 1 d
C7 C -0.3791(4) 0.4201(10) 0.0709(2) 0.0413(14) Uani 1 d
H7A H -0.3285(28) 0.4674(69) 0.1099(18) 0.028(12) Uiso 1 d
H7B H -0.4208(38) 0.5850(104) 0.0580(23) 0.085(20) Uiso 1 d
C8 C -0.4488(5) 0.2073(12) 0.0809(3) 0.051(2) Uani 1 d
H8A H -0.4876(40) 0.2464(100) 0.1109(24) 0.079(21) Uiso 1 d
H8B H -0.4116(40) 0.0428(111) 0.0906(25) 0.091(23) Uiso 1 d
H8C H -0.4999(33) 0.1692(77) 0.0426(20) 0.043(15) Uiso 1 d
C9 C -0.0976(3) 0.7926(8) 0.1511(2) 0.0267(11) Uani 1 d
C10 C -0.0851(3) 0.9633(8) 0.2023(2) 0.0262(11) Uani 1 d
C11 C -0.1020(4) 1.2736(9) 0.2778(2) 0.0319(13) Uani 1 d
H11 H -0.1257(27) 1.4195(75) 0.3003(17) 0.030(12) Uiso 1 d
C12 C -0.0133(3) 1.1542(8) 0.2870(2) 0.0261(11) Uani 1 d
C13 C 0.0731(4) 1.2042(10) 0.3359(2) 0.0322(13) Uani 1 d
H13A H 0.1019(29) 1.0404(78) 0.3524(18) 0.036(14) Uiso 1 d
H13B H 0.0506(27) 1.2837(68) 0.3679(17) 0.018(12) Uiso 1 d
C14 C 0.1482(4) 1.3874(11) 0.3171(2) 0.0352(13) Uani 1 d
H14A H 0.1779(29) 1.3053(75) 0.2824(19) 0.036(13) Uiso 1 d
H14B H 0.1224(29) 1.5345(78) 0.2980(18) 0.030(14) Uiso 1 d
C15 C 0.2317(4) 1.4593(13) 0.3676(3) 0.045(2) Uani 1 d
H15A H 0.2056(32) 1.5190(82) 0.3996(21) 0.044(16) Uiso 1 d
H15B H 0.2605(34) 1.2918(88) 0.3855(21) 0.061(17) Uiso 1 d
C16 C 0.3044(5) 1.6432(14) 0.3489(3) 0.054(2) Uani 1 d
H16A H 0.3330(36) 1.5248(94) 0.3168(23) 0.072(19) Uiso 1 d
H16B H 0.3470(33) 1.6902(82) 0.3810(20) 0.040(16) Uiso 1 d
H16C H 0.2675(35) 1.8150(97) 0.3313(22) 0.069(18) Uiso 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'
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_3
C9 S1 C3 88.2(2) .
C11 S2 C10 88.4(2) .
C9 N1 C4 110.5(4) .
C10 N2 C12 111.2(4) .
C2 C1 C1 179.2(6) 3
C1 C2 C3 177.5(5) .
C4 C3 C2 127.7(4) .
C4 C3 S1 110.8(3) .
C2 C3 S1 121.5(4) .
C3 C4 N1 114.4(4) .
C3 C4 C5 124.9(4) .
N1 C4 C5 120.7(4) .
C4 C5 C6 113.5(4) .
C7 C6 C5 113.8(4) .
C8 C7 C6 112.1(5) .
N1 C9 C10 124.2(4) .
N1 C9 S1 116.1(3) .
C10 C9 S1 119.7(3) .
N2 C10 C9 123.6(4) .
N2 C10 S2 114.7(3) .
C9 C10 S2 121.8(3) .
C12 C11 S2 112.3(4) .
C11 C12 N2 113.5(4) .
C11 C12 C13 127.4(4) .
N2 C12 C13 119.0(4) .
C12 C13 C14 113.2(4) .
C15 C14 C13 114.0(4) .
C16 C15 C14 113.6(5) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C9 1.728(4) .
S1 C3 1.729(4) .
S2 C11 1.697(5) .
S2 C10 1.730(4) .
N1 C9 1.307(5) .
N1 C4 1.379(5) .
N2 C10 1.301(5) .
N2 C12 1.379(5) .
C1 C2 1.199(5) .
C1 C1 1.372(9) 3
C2 C3 1.420(6) .
C3 C4 1.376(6) .
C4 C5 1.495(6) .
C5 C6 1.530(7) .
C6 C7 1.516(7) .
C7 C8 1.509(7) .
C9 C10 1.441(6) .
C11 C12 1.351(6) .
C12 C13 1.487(6) .
C13 C14 1.523(7) .
C14 C15 1.506(7) .
C15 C16 1.503(8) .
