#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:39:22 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180348 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/17/7201752.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_7201752
loop_
_publ_author_name
'Wei, Peng'
'Duan, Lian'
'Zhang, Deqiang'
'Qiao, Juan'
'Wang, Liduo'
'Wang, Ruji'
'Dong, Guifang'
'Qiu, Yong'
_publ_section_title
;
 A new type of light-emitting naphtho[2,3-c][1,2,5]thiadiazole
 derivatives: synthesis, photophysical characterization and
 transporting properties
;
_journal_issue                   7
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              806
_journal_paper_doi               10.1039/b714539j
_journal_volume                  18
_journal_year                    2008
_chemical_formula_moiety         'C50 H34 N2 S'
_chemical_formula_sum            'C50 H34 N2 S'
_chemical_formula_weight         694.85
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                100.69(2)
_cell_angle_beta                 95.305(19)
_cell_angle_gamma                91.741(15)
_cell_formula_units_Z            1
_cell_length_a                   6.0191(11)
_cell_length_b                   9.059(2)
_cell_length_c                   17.191(6)
_cell_measurement_reflns_used    43
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      12.39
_cell_measurement_theta_min      4.43
_cell_volume                     916.1(4)
_computing_cell_refinement       'XSCANS (Bruker, 1997)'
_computing_data_collection       'XSCANS (Bruker, 1997)'
_computing_data_reduction        'XSCANS (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'SHELXTL (Bruker, 1997)'
_computing_structure_refinement  'SHELXTL (Bruker, 1997)'
_computing_structure_solution    'SHELXTL (Bruker, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker 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  0.0554
_diffrn_reflns_av_sigmaI/netI    0.1218
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4199
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0311(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     40
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.2145
_refine_ls_R_factor_gt           0.1114
_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)+(0.0010P)²+2.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2111
_refine_ls_wR_factor_ref         0.2355
_reflns_number_gt                1256
_reflns_number_total             3211
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b714539j.txt
_cod_data_source_block           weip-2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' 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      P-1
_cod_database_code               7201752
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 1.0047(5) 0.6501(3) 0.60819(17) 0.0931(10) Uani 0.50 1 d PD A 1
N1 N 0.8362(9) 0.5124(6) 0.6211(3) 0.078(3) Uani 0.50 1 d PD A 1
N2 N 0.8661(9) 0.6956(7) 0.5293(3) 0.113(3) Uani 0.50 1 d PD A 1
C2' C 0.6725(6) 0.6094(4) 0.5128(2) 0.0733(14) Uani 0.50 1 d P A 1
C3' C 0.6646(6) 0.4976(4) 0.5617(2) 0.0702(13) Uani 0.50 1 d P . 1
C1 C 0.5115(7) 0.6160(4) 0.4514(2) 0.0672(13) Uani 1 1 d . . .
C2 C 0.6725(6) 0.6094(4) 0.5128(2) 0.0733(14) Uani 0.50 1 d PD A 2
C3 C 0.6646(6) 0.4976(4) 0.5617(2) 0.0702(13) Uani 0.50 1 d PD . 2
C4 C 0.8493(10) 0.5002(8) 0.6183(5) 0.094(4) Uani 0.50 1 d PD A 2
H4A H 0.8741 0.4082 0.6372 0.112 Uiso 0.50 1 d PR A 2
C5 C 1.0111(15) 0.6163(7) 0.6399(4) 0.111(5) Uani 0.50 1 d PD A 2
H5A H 1.0915 0.6305 0.6918 0.133 Uiso 0.50 1 d PR A 2
C6 C 1.0273(13) 0.7176(9) 0.5888(4) 0.123(5) Uani 0.50 1 d PD A 2
H6A H 1.1487 0.7920 0.6005 0.147 Uiso 0.50 1 d PR A 2
C7 C 0.8512(9) 0.7176(7) 0.5308(5) 0.064(3) Uani 0.50 1 d PD A 2
H7A H 0.8733 0.7842 0.4945 0.077 Uiso 0.50 1 d PR A 2
C8 C 0.5119(6) 0.7320(4) 0.4024(2) 0.0760(14) Uani 0.50 1 d PD A 3
C9 C 0.3404(11) 0.8316(6) 0.4016(4) 0.075(3) Uani 0.50 1 d PD A 3
H9A H 0.2104 0.8162 0.4281 0.090 Uiso 0.50 1 d PR A 3
C10 C 0.3613(10) 0.9510(6) 0.3629(4) 0.069(3) Uani 0.50 1 d PD A 3
H10A H 0.2514 1.0258 0.3685 0.083 Uiso 0.50 1 d PR A 3
C11 C 0.5330(6) 0.9682(4) 0.3155(2) 0.0704(13) Uani 0.50 1 d PD A 3
C12 C 0.6947(12) 0.8630(6) 0.3145(5) 0.117(4) Uani 0.50 1 d PD A 3
H12A H 0.8143 0.8702 0.2819 0.140 Uiso 0.50 1 d PR A 3
C13 C 0.6835(11) 0.7451(7) 0.3551(4) 0.082(3) Uani 0.50 1 d PD A 3
H13A H 0.7887 0.6671 0.3495 0.098 Uiso 0.50 1 d PR A 3
C8' C 0.5119(6) 0.7320(4) 0.4024(2) 0.0760(14) Uani 0.50 1 d PD A 4
C9' C 0.4609(17) 0.8789(5) 0.4349(4) 0.101(4) Uani 0.50 1 d PD A 4
H9'A H 0.4039 0.8965 0.4860 0.121 Uiso 0.50 1 d PR A 4
C10' C 0.4784(18) 0.9961(8) 0.3941(3) 0.113(4) Uani 0.50 1 d PD A 4
H10B H 0.4641 1.0986 0.4195 0.136 Uiso 0.50 1 d PR A 4
C11' C 0.5330(6) 0.9682(4) 0.3155(2) 0.0704(13) Uani 0.50 1 d PD A 4
C12' C 0.6091(14) 0.8273(5) 0.2884(4) 0.071(3) Uani 0.50 1 d PD A 4
H12B H 0.6711 0.8085 0.2382 0.085 Uiso 0.50 1 d PR A 4
C13' C 0.5945(13) 0.7096(6) 0.3287(3) 0.061(3) Uani 0.50 1 d PD A 4
H13B H 0.6429 0.6128 0.3053 0.073 Uiso 0.50 1 d PR A 4
C14 C 0.5336(7) 1.0995(4) 0.2755(2) 0.0642(12) Uani 1 1 d . . .
H14A H 0.4683 1.1834 0.3022 0.077 Uiso 1 1 calc R A 3
C15 C 0.6117(6) 1.1174(4) 0.2078(2) 0.0608(12) Uani 1 1 d . A .
C16 C 0.5689(7) 1.2636(4) 0.1780(2) 0.0604(12) Uani 1 1 d . . .
C17 C 0.3787(8) 1.3389(5) 0.1909(3) 0.0836(15) Uani 1 1 d . A .
H17A H 0.2696 1.2987 0.2169 0.100 Uiso 1 1 calc R . .
C18 C 0.3443(8) 1.4758(5) 0.1656(3) 0.0960(16) Uani 1 1 d . . .
H18A H 0.2207 1.5306 0.1788 0.115 Uiso 1 1 calc R A .
C19 C 0.4936(9) 1.5263(5) 0.1217(3) 0.1014(18) Uani 1 1 d . A .
H19A H 0.4672 1.6129 0.1012 0.122 Uiso 1 1 calc R . .
C20 C 0.6831(8) 1.4515(5) 0.1072(3) 0.0924(16) Uani 1 1 d . . .
H20A H 0.7869 1.4904 0.0785 0.111 Uiso 1 1 calc R A .
C21 C 0.7246(8) 1.3199(4) 0.1338(3) 0.0799(14) Uani 1 1 d . A .
H21A H 0.8534 1.2693 0.1226 0.096 Uiso 1 1 calc R . .
C22 C 0.7473(7) 1.0118(4) 0.1585(2) 0.0616(12) Uani 1 1 d . . .
C23 C 0.6614(7) 0.9385(4) 0.0846(3) 0.0776(14) Uani 1 1 d . A .
H23A H 0.5166 0.9569 0.0661 0.093 Uiso 1 1 calc R . .
C24 C 0.7819(8) 0.8378(5) 0.0361(3) 0.0885(17) Uani 1 1 d . . .
H24A H 0.7201 0.7905 -0.0143 0.106 Uiso 1 1 calc R A .
C25 C 0.9945(9) 0.8095(5) 0.0641(3) 0.0968(17) Uani 1 1 d . A .
H25A H 1.0775 0.7416 0.0327 0.116 Uiso 1 1 calc R . .
C26 C 1.0861(8) 0.8819(6) 0.1392(3) 0.104(2) Uani 1 1 d . . .
H26A H 1.2299 0.8618 0.1578 0.125 Uiso 1 1 calc R A .
C27 C 0.9654(7) 0.9833(5) 0.1863(3) 0.0727(14) Uani 1 1 d . A .
H27A H 1.0282 1.0325 0.2361 0.087 Uiso 1 1 calc R . .
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 S1 N2 99.1(3) . . ?
C3 N1 S1 106.5(4) . . ?
C2 N2 S1 107.8(4) . . ?
N2 C2 C1 124.9(4) . . ?
C1 C2 C7 119.8(4) . . ?
N2 C2 C3 112.0(4) . . ?
C1 C2 C3 122.8(3) . . ?
C7 C2 C3 117.4(4) . . ?
N1 C3 C1 124.4(4) . 2_666 ?
C4 C3 C1 122.6(4) . 2_666 ?
N1 C3 C2 114.1(4) . . ?
C4 C3 C2 115.7(4) . . ?
C1 C3 C2 121.5(3) 2_666 . ?
C2 C1 C3 115.7(3) . 2_666 ?
C2 C1 C8 123.8(4) . . ?
C3 C1 C8 120.5(4) 2_666 . ?
C5 C4 C3 124.9(7) . . ?
C5 C4 H4A 118.4 . . ?
C3 C4 H4A 116.1 . . ?
C4 C5 C6 117.5(7) . . ?
C4 C5 H5A 118.7 . . ?
C6 C5 H5A 123.3 . . ?
C7 C6 C5 117.6(7) . . ?
C7 C6 H6A 123.9 . . ?
C5 C6 H6A 117.9 . . ?
C6 C7 C2 124.6(7) . . ?
C6 C7 H7A 115.0 . . ?
C2 C7 H7A 119.0 . . ?
C13 C8 C9 118.2(5) . . ?
C13' C8 C9' 117.0(5) . . ?
C13' C8 C1 122.6(4) . . ?
C13 C8 C1 120.7(4) . . ?
C9 C8 C1 121.1(4) . . ?
C9' C8 C1 119.6(4) . . ?
C10 C9 C8 119.2(6) . . ?
C10 C9 H9A 121.3 . . ?
C8 C9 H9A 119.5 . . ?
C9 C10 C11 123.5(5) . . ?
C9 C10 H10A 118.3 . . ?
C11 C10 H10A 118.2 . . ?
C12 C11 C10 115.4(5) . . ?
C12' C11 C10' 116.1(5) . . ?
C12 C11 C14 126.3(4) . . ?
C12' C11 C14 127.4(4) . . ?
C10 C11 C14 118.2(4) . . ?
C10' C11 C14 115.9(4) . . ?
C11 C12 C13 122.5(6) . . ?
C11 C12 H12A 117.8 . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 C8 120.6(6) . . ?
C12 C13 H13A 121.5 . . ?
C8 C13 H13A 117.8 . . ?
C10' C9' C8 122.2(6) . . ?
C10' C9' H9'A 119.6 . . ?
C8 C9' H9'A 118.1 . . ?
C9' C10' C11 120.1(6) . . ?
C9' C10' H10B 121.6 . . ?
C11 C10' H10B 118.1 . . ?
C13' C12' C11 123.3(6) . . ?
C13' C12' H12B 117.7 . . ?
C11 C12' H12B 118.9 . . ?
C12' C13' C8 120.0(5) . . ?
C12' C13' H13B 119.4 . . ?
C8 C13' H13B 120.6 . . ?
C15 C14 C11 130.8(4) . . ?
C15 C14 H14A 114.6 . . ?
C11 C14 H14A 114.6 . . ?
C14 C15 C22 126.5(4) . . ?
C14 C15 C16 118.5(3) . . ?
C22 C15 C16 115.0(3) . . ?
C17 C16 C21 118.7(4) . . ?
C17 C16 C15 121.8(4) . . ?
C21 C16 C15 119.4(4) . . ?
C16 C17 C18 121.4(4) . . ?
C16 C17 H17A 119.3 . . ?
C18 C17 H17A 119.3 . . ?
C19 C18 C17 118.8(5) . . ?
C19 C18 H18A 120.6 . . ?
C17 C18 H18A 120.6 . . ?
C18 C19 C20 120.5(5) . . ?
C18 C19 H19A 119.7 . . ?
C20 C19 H19A 119.7 . . ?
C19 C20 C21 121.6(5) . . ?
C19 C20 H20A 119.2 . . ?
C21 C20 H20A 119.2 . . ?
C20 C21 C16 118.7(4) . . ?
C20 C21 H21A 120.6 . . ?
C16 C21 H21A 120.6 . . ?
C23 C22 C27 118.6(4) . . ?
C23 C22 C15 120.3(4) . . ?
C27 C22 C15 121.1(3) . . ?
C22 C23 C24 122.5(4) . . ?
C22 C23 H23A 118.7 . . ?
C24 C23 H23A 118.7 . . ?
C25 C24 C23 118.5(4) . . ?
C25 C24 H24A 120.7 . . ?
C23 C24 H24A 120.7 . . ?
C24 C25 C26 120.3(5) . . ?
C24 C25 H25A 119.9 . . ?
C26 C25 H25A 119.9 . . ?
C27 C26 C25 120.5(5) . . ?
C27 C26 H26A 119.7 . . ?
C25 C26 H26A 119.7 . . ?
C26 C27 C22 119.6(4) . . ?
C26 C27 H27A 120.2 . . ?
C22 C27 H27A 120.2 . . ?
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
S1 N1 1.643(6) . ?
S1 N2 1.650(6) . ?
N1 C3 1.369(6) . ?
N2 C2 1.360(6) . ?
C2 C1 1.377(5) . ?
C2 C7 1.405(6) . ?
C2 C3 1.432(5) . ?
C3 C4 1.406(6) . ?
C3 C1 1.428(5) 2_666 ?
C1 C3 1.428(5) 2_666 ?
C1 C8 1.464(5) . ?
C4 C5 1.385(7) . ?
C4 H4A 0.9600 . ?
C5 C6 1.389(8) . ?
C5 H5A 0.9601 . ?
C6 C7 1.386(7) . ?
C6 H6A 0.9600 . ?
C7 H7A 0.9599 . ?
C8 C13' 1.386(6) . ?
C8 C13 1.388(7) . ?
C8 C9 1.392(6) . ?
C8 C9' 1.400(6) . ?
C9 C10 1.379(7) . ?
C9 H9A 0.9600 . ?
C10 C11 1.397(6) . ?
C10 H10A 0.9600 . ?
C11 C12 1.382(6) . ?
C11 C12' 1.382(6) . ?
C11 C10' 1.399(6) . ?
C11 C14 1.480(5) . ?
C12 C13 1.383(7) . ?
C12 H12A 0.9601 . ?
C13 H13A 0.9600 . ?
C9' C10' 1.383(7) . ?
C9' H9'A 0.9602 . ?
C10' H10B 0.9600 . ?
C12' C13' 1.381(7) . ?
C12' H12B 0.9600 . ?
C13' H13B 0.9600 . ?
C14 C15 1.331(6) . ?
C14 H14A 0.9300 . ?
C15 C22 1.474(5) . ?
C15 C16 1.526(5) . ?
C16 C17 1.365(6) . ?
C16 C21 1.401(6) . ?
C17 C18 1.403(6) . ?
C17 H17A 0.9300 . ?
C18 C19 1.346(7) . ?
C18 H18A 0.9300 . ?
C19 C20 1.364(7) . ?
C19 H19A 0.9300 . ?
C20 C21 1.375(6) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 C23 1.366(5) . ?
C22 C27 1.403(6) . ?
C23 C24 1.387(6) . ?
C23 H23A 0.9300 . ?
C24 C25 1.374(7) . ?
C24 H24A 0.9300 . ?
C25 C26 1.391(7) . ?
C25 H25A 0.9300 . ?
C26 C27 1.378(6) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
