#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/08/7200847.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_7200847
loop_
_publ_author_name
'Danila, Ion'
'Riobé, François'
'Puigmartí-Luis, Josep'
'Pérez del Pino, Ángel'
'Wallis, John D.'
'Amabilino, David B.'
'Avarvari, Narcis'
_publ_section_title
;
 Supramolecular electroactive organogel and conducting nanofibers with
 C3-symmetrical architectures
;
_journal_issue                   26
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              4495
_journal_paper_doi               10.1039/b822884a
_journal_volume                  19
_journal_year                    2009
_chemical_formula_moiety         'C19 H14 N4 O S6', 'C H2 Cl2'
_chemical_formula_sum            'C20 H16 Cl2 N4 O S6'
_chemical_formula_weight         591.63
_chemical_name_common            EDT-TTF-CONH-Bypiridine-NH2
_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                 93.540(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.8333(9)
_cell_length_b                   5.1318(3)
_cell_length_c                   40.565(4)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2.1
_cell_volume                     2458.7(3)
_computing_cell_refinement       'SELECT, CELL [STOE-IPDS]'
_computing_data_collection       'EXPOSE [STOE-IPDS]'
_computing_data_reduction        'INTEGRATE [STOE-IPDS]'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.66
_diffrn_measured_fraction_theta_full 0.927
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  STOE-IPDS
_diffrn_measurement_method       'Rotation, Phi. incr. = 1.5'
_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  0.0432
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            12385
_diffrn_reflns_theta_full        25.96
_diffrn_reflns_theta_max         25.96
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_T_max  0.8708
_exptl_absorpt_correction_T_min  0.6480
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'faceit, STOE'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.912
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4470
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0652
_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)+(0.1208P)²+1.8021P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1889
_refine_ls_wR_factor_ref         0.1992
_reflns_number_gt                3406
_reflns_number_total             4470
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b822884a.txt
_cod_data_source_block           2a
_cod_original_cell_volume        2458.6(3)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7200847
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
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0952(5) 1.2702(16) -0.04072(15) 0.095(2) Uani 1 1 d . . .
H1A H 0.0630 1.0986 -0.0448 0.114 Uiso 1 1 calc R . .
H1B H 0.0404 1.3968 -0.0495 0.114 Uiso 1 1 calc R . .
C2 C 0.1981(5) 1.2932(14) -0.05938(16) 0.0879(19) Uani 1 1 d . . .
H2A H 0.2310 1.4640 -0.0551 0.105 Uiso 1 1 calc R . .
H2B H 0.1759 1.2839 -0.0828 0.105 Uiso 1 1 calc R . .
C3 C 0.2162(3) 1.0792(9) 0.01162(12) 0.0541(10) Uani 1 1 d . . .
C4 C 0.2912(3) 0.9837(8) -0.00862(12) 0.0525(10) Uani 1 1 d . . .
C5 C 0.3318(3) 0.7446(8) 0.04686(10) 0.0475(9) Uani 1 1 d . . .
C6 C 0.3691(3) 0.5906(8) 0.07128(11) 0.0484(9) Uani 1 1 d . . .
C7 C 0.3878(3) 0.3306(8) 0.12599(10) 0.0492(9) Uani 1 1 d . . .
C8 C 0.4632(3) 0.2265(9) 0.10646(11) 0.0528(10) Uani 1 1 d . . .
H8 H 0.5064 0.0833 0.1135 0.063 Uiso 1 1 calc R . .
C9 C 0.3635(3) 0.2656(9) 0.16021(11) 0.0524(10) Uani 1 1 d . . .
C10 C 0.4348(3) 0.0009(8) 0.20802(11) 0.0490(9) Uani 1 1 d . . .
C11 C 0.3689(4) 0.1169(10) 0.23118(12) 0.0613(11) Uani 1 1 d . . .
H11 H 0.3182 0.2485 0.2248 0.074 Uiso 1 1 calc R . .
C12 C 0.3789(5) 0.0368(12) 0.26355(13) 0.0736(14) Uani 1 1 d . . .
H12 H 0.3356 0.1129 0.2793 0.088 Uiso 1 1 calc R . .
C13 C 0.4526(5) -0.1536(13) 0.27182(15) 0.0832(16) Uani 1 1 d . . .
H13 H 0.4588 -0.2068 0.2938 0.100 Uiso 1 1 calc R . .
C14 C 0.5116(3) -0.2000(9) 0.21881(11) 0.0515(9) Uani 1 1 d . . .
C15 C 0.5891(3) -0.3369(8) 0.19764(12) 0.0523(10) Uani 1 1 d . . .
C16 C 0.6624(4) -0.5444(9) 0.20884(13) 0.0594(11) Uani 1 1 d . . .
C17 C 0.7298(4) -0.6581(11) 0.18572(17) 0.0775(16) Uani 1 1 d . . .
H17 H 0.7774 -0.7958 0.1921 0.093 Uiso 1 1 calc R . .
C18 C 0.7269(5) -0.5697(13) 0.15396(18) 0.0838(17) Uani 1 1 d . . .
H18 H 0.7718 -0.6469 0.1387 0.101 Uiso 1 1 calc R . .
C19 C 0.6569(4) -0.3655(12) 0.14491(15) 0.0765(15) Uani 1 1 d . . .
H19 H 0.6561 -0.3022 0.1234 0.092 Uiso 1 1 calc R . .
N1 N 0.4305(3) 0.0818(7) 0.17514(9) 0.0519(8) Uani 1 1 d . . .
H1 H 0.4765 0.0045 0.1628 0.062 Uiso 1 1 calc R . .
N2 N 0.5172(4) -0.2713(9) 0.25083(11) 0.0727(12) Uani 1 1 d . . .
N3 N 0.5907(3) -0.2570(8) 0.16598(10) 0.0623(10) Uani 1 1 d . . .
N4 N 0.6710(4) -0.6349(8) 0.24042(12) 0.0723(12) Uani 1 1 d . . .
H4A H 0.7172 -0.7594 0.2458 0.087 Uiso 1 1 calc R . .
H4B H 0.6302 -0.5676 0.2550 0.087 Uiso 1 1 calc R . .
O1 O 0.2879(3) 0.3824(9) 0.17298(9) 0.0812(12) Uani 1 1 d . . .
S1 S 0.11315(12) 1.3154(3) 0.00249(4) 0.0807(5) Uani 1 1 d . . .
S2 S 0.30417(13) 1.0549(3) -0.05028(4) 0.0861(5) Uani 1 1 d . . .
S3 S 0.22022(10) 0.9640(3) 0.05173(3) 0.0608(3) Uani 1 1 d . . .
S4 S 0.38666(9) 0.7500(2) 0.00781(3) 0.0569(3) Uani 1 1 d . . .
S5 S 0.31065(10) 0.5961(2) 0.11018(3) 0.0605(3) Uani 1 1 d . . .
S6 S 0.47894(9) 0.3615(2) 0.06825(3) 0.0586(3) Uani 1 1 d . . .
Cl1 Cl 0.0045(3) 0.7549(7) -0.10458(9) 0.1717(12) Uani 1 1 d . . .
C20 C -0.0678(5) 0.932(2) -0.1306(2) 0.138(4) Uani 1 1 d . . .
H20A H -0.1168 1.0461 -0.1188 0.166 Uiso 1 1 calc R . .
H20B H -0.1155 0.8212 -0.1449 0.166 Uiso 1 1 calc R . .
Cl2 Cl 0.0261(4) 1.1411(7) -0.15728(10) 0.1853(14) Uani 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'
Cl Cl 0.1484 0.1585 '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'
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
C2 C1 S1 116.5(5) . . ?
C1 C2 S2 115.6(5) . . ?
C4 C3 S3 118.1(3) . . ?
C4 C3 S1 127.3(4) . . ?
S3 C3 S1 114.6(2) . . ?
C3 C4 S2 128.2(3) . . ?
C3 C4 S4 117.0(4) . . ?
S2 C4 S4 114.8(2) . . ?
C6 C5 S4 124.3(3) . . ?
C6 C5 S3 121.2(3) . . ?
S4 C5 S3 114.6(2) . . ?
C5 C6 S5 122.1(3) . . ?
C5 C6 S6 124.0(3) . . ?
S5 C6 S6 113.9(2) . . ?
C8 C7 C9 130.0(4) . . ?
C8 C7 S5 116.6(3) . . ?
C9 C7 S5 113.3(3) . . ?
C7 C8 S6 119.1(3) . . ?
O1 C9 N1 125.3(4) . . ?
O1 C9 C7 118.7(4) . . ?
N1 C9 C7 116.0(4) . . ?
C11 C10 N1 122.0(4) . . ?
C11 C10 C14 118.4(4) . . ?
N1 C10 C14 119.6(4) . . ?
C12 C11 C10 119.9(5) . . ?
C13 C12 C11 118.3(5) . . ?
N2 C13 C12 124.4(5) . . ?
N2 C14 C10 119.0(4) . . ?
N2 C14 C15 115.9(4) . . ?
C10 C14 C15 125.0(4) . . ?
N3 C15 C16 119.0(4) . . ?
N3 C15 C14 117.1(4) . . ?
C16 C15 C14 123.9(4) . . ?
N4 C16 C17 118.5(5) . . ?
N4 C16 C15 124.2(5) . . ?
C17 C16 C15 117.3(5) . . ?
C18 C17 C16 120.9(5) . . ?
C17 C18 C19 119.1(6) . . ?
N3 C19 C18 121.5(6) . . ?
C9 N1 C10 128.5(4) . . ?
C13 N2 C14 120.0(5) . . ?
C19 N3 C15 122.2(4) . . ?
C3 S1 C1 99.1(3) . . ?
C4 S2 C2 104.1(2) . . ?
C3 S3 C5 95.17(19) . . ?
C5 S4 C4 95.1(2) . . ?
C7 S5 C6 95.25(19) . . ?
C8 S6 C6 94.84(19) . . ?
Cl1 C20 Cl2 112.6(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
C1 C2 1.478(8) . ?
C1 S1 1.768(6) . ?
C2 S2 1.774(5) . ?
C3 C4 1.339(6) . ?
C3 S3 1.729(5) . ?
C3 S1 1.743(4) . ?
C4 S2 1.745(5) . ?
C4 S4 1.751(4) . ?
C5 C6 1.322(6) . ?
C5 S4 1.748(4) . ?
C5 S3 1.756(4) . ?
C6 S5 1.762(4) . ?
C6 S6 1.763(4) . ?
C7 C8 1.340(6) . ?
C7 C9 1.473(6) . ?
C7 S5 1.740(4) . ?
C8 S6 1.718(4) . ?
C9 O1 1.219(5) . ?
C9 N1 1.351(5) . ?
C10 C11 1.391(6) . ?
C10 N1 1.395(5) . ?
C10 C14 1.425(6) . ?
C11 C12 1.374(7) . ?
C12 C13 1.338(8) . ?
C13 N2 1.325(7) . ?
C14 N2 1.347(6) . ?
C14 C15 1.473(6) . ?
C15 N3 1.349(6) . ?
C15 C16 1.429(6) . ?
C16 N4 1.361(6) . ?
C16 C17 1.396(8) . ?
C17 C18 1.364(9) . ?
C18 C19 1.372(8) . ?
C19 N3 1.318(6) . ?
Cl1 C20 1.603(11) . ?
C20 Cl2 1.923(11) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653580
