#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:31:53 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180509 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/78/7217822.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_7217822
loop_
_publ_author_name
'Senthil, K.'
'SIVAPERUMAN, KALAINATHAN'
'Kumar, A. Ruban'
_publ_section_title
;
 Effect of additives on the large size growth of 4-N,
 N-dimethylamino-4-N-methyl stilbazolium naphthalene-2-sulfonate (DSNS)
 single crystal:An efficient stilbazolium derivative NLO crystal with
 potential Terahertz Wave properties
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C4CE01350F
_journal_year                    2014
_chemical_formula_sum            'C26 H26 N2 O3 S'
_chemical_formula_weight         446.55
_chemical_name_systematic
;
?
;
_space_group_IT_number           1
_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                70.04(5)
_cell_angle_beta                 73.31(5)
_cell_angle_gamma                83.69(5)
_cell_formula_units_Z            1
_cell_length_a                   7.864(4)
_cell_length_b                   8.054(4)
_cell_length_c                   9.893(5)
_cell_measurement_reflns_used    12
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      11
_cell_measurement_theta_min      10
_cell_volume                     564.1(5)
_computing_cell_refinement       CAD4
_computing_data_collection       CAD4
_computing_data_reduction        CAD4
_computing_molecular_graphics    SHELXLTL-Plus
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  CAD4
_diffrn_measurement_method       ' ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1871
_diffrn_reflns_av_sigmaI/netI    0.1269
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4377
_diffrn_reflns_theta_full        72.33
_diffrn_reflns_theta_max         72.33
_diffrn_reflns_theta_min         9.55
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 120
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    1.521
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   SHELXPREP
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             236
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.41(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.622
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3313
_refine_ls_number_restraints     455
_refine_ls_restrained_S_all      0.609
_refine_ls_R_factor_all          0.2150
_refine_ls_R_factor_gt           0.1299
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1300P)²+7.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2828
_refine_ls_wR_factor_ref         0.3389
_reflns_number_gt                1392
_reflns_number_total             3313
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01350f1.cif
_cod_data_source_block           salt
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7217822
loop_
_symmetry_equiv_pos_as_xyz
'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
S S 0.8407(3) 0.8753(3) 0.1122(2) 0.1021(8) Uani 1 1 d DU
O2 O 0.7813(8) 0.9270(9) -0.0276(6) 0.124(2) Uani 1 1 d DU
O1 O 0.7019(11) 0.8090(15) 0.2469(9) 0.194(4) Uani 1 1 d DU
N1 N 0.3584(5) 0.7116(5) 0.5635(4) 0.0887(19) Uani 1 1 d GDU
C2 C 0.3139(6) 0.7590(7) 0.4289(4) 0.095(2) Uani 1 1 d GDU
H2A H 0.3928 0.7358 0.3471 0.114 Uiso 1 1 calc R
C3 C 0.1515(7) 0.8411(7) 0.4166(5) 0.092(2) Uani 1 1 d GDU
H3A H 0.1218 0.8729 0.3265 0.110 Uiso 1 1 calc R
C4 C 0.0336(5) 0.8759(6) 0.5389(7) 0.092(2) Uani 1 1 d GDU
C5 C 0.0780(5) 0.8284(7) 0.6735(6) 0.098(2) Uani 1 1 d GDU
H5A H -0.0009 0.8517 0.7553 0.117 Uiso 1 1 calc R
C6 C 0.2404(6) 0.7463(7) 0.6858(4) 0.093(2) Uani 1 1 d GDU
H6A H 0.2701 0.7146 0.7759 0.111 Uiso 1 1 calc R
C7 C 0.5295(11) 0.6189(13) 0.5718(11) 0.107(3) Uani 1 1 d DU
H7A H 0.5903 0.6063 0.4766 0.160 Uiso 1 1 calc R
H7B H 0.5085 0.5042 0.6461 0.160 Uiso 1 1 calc R
H7C H 0.6011 0.6859 0.5980 0.160 Uiso 1 1 calc R
C8 C -0.1376(12) 0.9630(12) 0.5176(10) 0.096(2) Uani 1 1 d DU
H8A H -0.1566 0.9895 0.4238 0.115 Uiso 1 1 calc R
C9 C -0.2610(12) 1.0045(12) 0.6175(10) 0.098(2) Uani 1 1 d DU
H9A H -0.2385 0.9738 0.7103 0.118 Uiso 1 1 calc R
C10 C -0.4306(5) 1.0922(6) 0.6085(5) 0.093(2) Uani 1 1 d GDU
C11 C -0.4801(6) 1.1532(7) 0.4756(4) 0.093(2) Uani 1 1 d GDU
H11A H -0.4035 1.1386 0.3892 0.112 Uiso 1 1 calc R
C12 C -0.6442(7) 1.2360(9) 0.4719(5) 0.096(2) Uani 1 1 d GDU
H12A H -0.6773 1.2768 0.3829 0.116 Uiso 1 1 calc R
C13 C -0.7587(6) 1.2579(9) 0.6010(7) 0.093(2) Uani 1 1 d GDU
C14 C -0.7092(6) 1.1969(9) 0.7339(6) 0.096(2) Uani 1 1 d GDU
H14A H -0.7859 1.2115 0.8203 0.115 Uiso 1 1 calc R
C15 C -0.5452(6) 1.1141(7) 0.7376(4) 0.101(3) Uani 1 1 d GDU
H15A H -0.5121 1.0733 0.8265 0.121 Uiso 1 1 calc R
C16 C -1.0494(13) 1.3490(14) 0.7398(10) 0.116(4) Uani 1 1 d DU
H16A H -0.9897 1.3944 0.7916 0.173 Uiso 1 1 calc R
H16B H -1.0940 1.2336 0.8018 0.173 Uiso 1 1 calc R
H16C H -1.1463 1.4265 0.7167 0.173 Uiso 1 1 calc R
C17 C -0.9797(12) 1.4056(14) 0.4672(9) 0.110(3) Uani 1 1 d DU
H17A H -0.9686 1.3149 0.4225 0.165 Uiso 1 1 calc R
H17B H -0.9065 1.5035 0.3991 0.165 Uiso 1 1 calc R
H17C H -1.1013 1.4444 0.4899 0.165 Uiso 1 1 calc R
N2 N -0.9243(10) 1.3373(11) 0.6012(7) 0.105(2) Uani 1 1 d DU
O3 O 0.9329(10) 1.0215(9) 0.1122(8) 0.137(3) Uani 1 1 d DU
C10' C 1.1798(6) 0.7288(6) 0.0645(4) 0.115(2) Uani 1 1 d GDU
H10A H 1.2316 0.8356 0.0458 0.138 Uiso 1 1 calc R
C1' C 0.9963(6) 0.7177(7) 0.0988(4) 0.096(2) Uani 1 1 d GDU
C2' C 0.9188(6) 0.5581(8) 0.1268(6) 0.121(3) Uani 1 1 d GDU
H2'A H 0.7961 0.5507 0.1498 0.146 Uiso 1 1 calc R
C3' C 1.0249(8) 0.4097(7) 0.1203(6) 0.126(3) Uani 1 1 d GDU
H3'A H 0.9731 0.3029 0.1390 0.151 Uiso 1 1 calc R
C4' C 1.2084(8) 0.4208(6) 0.0859(6) 0.111(2) Uani 1 1 d GDU
C9' C 1.2859(6) 0.5804(6) 0.0580(5) 0.116(2) Uani 1 1 d GDU
C5' C 1.3105(9) 0.2703(9) 0.0765(9) 0.127(3) Uani 1 1 d DU
H5'A H 1.2565 0.1660 0.0917 0.152 Uiso 1 1 calc R
C6' C 1.4964(9) 0.2782(9) 0.0439(9) 0.134(3) Uani 1 1 d DU
H6'A H 1.5676 0.1785 0.0420 0.160 Uiso 1 1 calc R
C7' C 1.5698(10) 0.4401(9) 0.0146(10) 0.133(3) Uani 1 1 d DU
H7'A H 1.6927 0.4491 -0.0116 0.159 Uiso 1 1 calc R
C8' C 1.4671(9) 0.5868(10) 0.0229(9) 0.130(3) Uani 1 1 d DU
H8'A H 1.5212 0.6923 0.0044 0.156 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O1 S O3 112.3(6)
O1 S O2 114.2(5)
O3 S O2 109.4(4)
O1 S C1' 109.4(5)
O3 S C1' 105.1(4)
O2 S C1' 105.8(3)
C2 N1 C6 120.0
C2 N1 C7 117.7(5)
C6 N1 C7 122.3(5)
C3 C2 N1 120.0
C2 C3 C4 120.0
C5 C4 C3 120.0
C5 C4 C8 123.1(5)
C3 C4 C8 116.9(5)
C4 C5 C6 120.0
C5 C6 N1 120.0
C9 C8 C4 125.3(8)
C8 C9 C10 130.0(9)
C11 C10 C15 120.0
C11 C10 C9 121.8(5)
C15 C10 C9 118.2(5)
C12 C11 C10 120.0
C11 C12 C13 120.0
C14 C13 C12 120.0
C14 C13 N2 118.7(5)
C12 C13 N2 121.3(5)
C13 C14 C15 120.0
C14 C15 C10 120.0
C13 N2 C17 120.9(7)
C13 N2 C16 121.0(7)
C17 N2 C16 118.1(8)
C1' C10' C9' 120.0
C2' C1' C10' 120.0
C2' C1' S 110.6(3)
C10' C1' S 129.4(3)
C1' C2' C3' 120.0
C2' C3' C4' 120.0
C9' C4' C3' 120.0
C9' C4' C5' 121.7(4)
C3' C4' C5' 118.3(4)
C8' C9' C4' 118.4(4)
C8' C9' C10' 121.6(4)
C4' C9' C10' 120.0
C4' C5' C6' 119.1(6)
C7' C6' C5' 117.7(6)
C8' C7' C6' 122.1(6)
C7' C8' C9' 120.9(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S O1 1.435(8)
S O3 1.449(7)
S O2 1.497(6)
S C1' 1.675(5)
N1 C2 1.3900
N1 C6 1.3900
N1 C7 1.476(9)
C2 C3 1.3900
C3 C4 1.3900
C4 C5 1.3900
C4 C8 1.484(10)
C5 C6 1.3900
C8 C9 1.279(12)
C9 C10 1.451(10)
C10 C11 1.3900
C10 C15 1.3900
C11 C12 1.3900
C12 C13 1.3900
C13 C14 1.3900
C13 N2 1.386(9)
C14 C15 1.3900
C16 N2 1.466(11)
C17 N2 1.425(11)
C10' C1' 1.3900
C10' C9' 1.3900
C1' C2' 1.3900
C2' C3' 1.3900
C3' C4' 1.3900
C4' C9' 1.3900
C4' C5' 1.394(8)
C9' C8' 1.369(8)
C5' C6' 1.407(8)
C6' C7' 1.388(9)
C7' C8' 1.369(9)
