#------------------------------------------------------------------------------
#$Date: 2017-07-11 14:26:40 +0300 (Tue, 11 Jul 2017) $
#$Revision: 198632 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/87/7218757.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_7218757
loop_
_publ_author_name
'Zhang, Xinyuan'
'Jiang, Xingxing'
'Li, Yin'
'Lin, Zheshuai'
'Zhang, Guochun'
'Wu, Yicheng'
_publ_section_title
;
 Synthesis, crystal growth, and second-order nonlinear optical properties
 of new configurationally locked polyene derivatives
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1050
_journal_paper_doi               10.1039/C4CE01708K
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C17 H16 N2 S'
_chemical_formula_weight         280.38
_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                87.334(9)
_cell_angle_beta                 71.536(8)
_cell_angle_gamma                84.334(9)
_cell_formula_units_Z            2
_cell_length_a                   8.241(2)
_cell_length_b                   9.610(3)
_cell_length_c                   9.790(3)
_cell_measurement_reflns_used    2544
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      29.127
_cell_measurement_theta_min      2.616
_cell_volume                     731.7(4)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0350
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7920
_diffrn_reflns_theta_full        29.13
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         2.62
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.9348
_exptl_absorpt_correction_T_min  0.8985
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3798
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0387
_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)+(0.0265P)²+0.3850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0884
_reflns_number_gt                3235
_reflns_number_total             3798
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce01708k2.cif
_cod_data_source_block           bo1446
_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 2827 2014-09-09 07:05:25Z andrius 

 Adding full bibliography for 7218757--7218761.cif.

The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scans' was replaced
with the value 'multi-scan' as specified in the replacement file
'src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5376 2017-05-30 11:51:03Z andrius 
;
_cod_original_cell_volume        731.8(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7218757
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
S1 S 0.83816(4) 0.25912(4) 0.79894(4) 0.02299(10) Uani 1 1 d .
N1 N 0.72606(18) 0.82214(15) 0.27479(14) 0.0347(3) Uani 1 1 d .
N2 N 0.2313(2) 1.06673(15) 0.37928(17) 0.0407(4) Uani 1 1 d .
C1 C 0.87063(19) 0.11265(14) 0.89607(15) 0.0242(3) Uani 1 1 d .
H1 H 0.9794 0.0617 0.8817 0.029 Uiso 1 1 calc R
C2 C 0.72388(18) 0.07736(14) 0.99592(15) 0.0239(3) Uani 1 1 d .
H2 H 0.7183 -0.0016 1.0587 0.029 Uiso 1 1 calc R
C3 C 0.57911(18) 0.17115(14) 0.99666(15) 0.0212(3) Uani 1 1 d .
H3 H 0.4665 0.1626 1.0607 0.025 Uiso 1 1 calc R
C4 C 0.62082(17) 0.27650(13) 0.89332(14) 0.0184(3) Uani 1 1 d .
C5 C 0.50222(17) 0.38400(13) 0.86219(14) 0.0194(3) Uani 1 1 d .
H5 H 0.3853 0.3844 0.9198 0.023 Uiso 1 1 calc R
C6 C 0.54182(17) 0.48421(13) 0.75873(14) 0.0193(3) Uani 1 1 d .
H6 H 0.6596 0.4886 0.7051 0.023 Uiso 1 1 calc R
C7 C 0.41880(17) 0.58531(13) 0.72333(14) 0.0179(3) Uani 1 1 d .
C8 C 0.23126(16) 0.58731(13) 0.80872(14) 0.0190(3) Uani 1 1 d .
H8A H 0.2129 0.6299 0.9032 0.023 Uiso 1 1 calc R
H8B H 0.2004 0.4897 0.8271 0.023 Uiso 1 1 calc R
C9 C 0.11000(16) 0.66739(13) 0.73577(14) 0.0182(3) Uani 1 1 d .
C10 C 0.18234(17) 0.80682(13) 0.67425(14) 0.0201(3) Uani 1 1 d .
H10A H 0.1080 0.8567 0.6223 0.024 Uiso 1 1 calc R
H10B H 0.1816 0.8664 0.7543 0.024 Uiso 1 1 calc R
C11 C 0.36180(17) 0.78343(13) 0.57352(14) 0.0181(3) Uani 1 1 d .
C12 C 0.47527(17) 0.67722(13) 0.61182(14) 0.0197(3) Uani 1 1 d .
H12 H 0.5938 0.6707 0.5577 0.024 Uiso 1 1 calc R
C13 C -0.06731(18) 0.69536(16) 0.84752(15) 0.0269(3) Uani 1 1 d .
H13A H -0.1126 0.6062 0.8862 0.032 Uiso 1 1 calc R
H13B H -0.1453 0.7475 0.8019 0.032 Uiso 1 1 calc R
H13C H -0.0576 0.7503 0.9260 0.032 Uiso 1 1 calc R
C14 C 0.0931(2) 0.58226(15) 0.61362(15) 0.0267(3) Uani 1 1 d .
H14A H 0.2067 0.5620 0.5428 0.032 Uiso 1 1 calc R
H14B H 0.0173 0.6359 0.5670 0.032 Uiso 1 1 calc R
H14C H 0.0446 0.4943 0.6528 0.032 Uiso 1 1 calc R
C15 C 0.41809(18) 0.86269(14) 0.44992(14) 0.0202(3) Uani 1 1 d .
C16 C 0.58948(19) 0.84005(14) 0.35318(15) 0.0238(3) Uani 1 1 d .
C17 C 0.3120(2) 0.97454(15) 0.41097(16) 0.0258(3) 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'
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
C1 S1 C4 91.87(7)
C2 C1 S1 112.41(11)
C2 C1 H1 123.8
S1 C1 H1 123.8
C1 C2 C3 112.79(12)
C1 C2 H2 123.6
C3 C2 H2 123.6
C4 C3 C2 112.31(12)
C4 C3 H3 123.8
C2 C3 H3 123.8
C3 C4 C5 125.98(12)
C3 C4 S1 110.62(10)
C5 C4 S1 123.37(10)
C6 C5 C4 126.06(13)
C6 C5 H5 117.0
C4 C5 H5 117.0
C5 C6 C7 125.00(13)
C5 C6 H6 117.5
C7 C6 H6 117.5
C12 C7 C6 119.05(12)
C12 C7 C8 121.04(12)
C6 C7 C8 119.91(11)
C7 C8 C9 114.51(10)
C7 C8 H8A 108.6
C9 C8 H8A 108.6
C7 C8 H8B 108.6
C9 C8 H8B 108.6
H8A C8 H8B 107.6
C14 C9 C13 109.01(12)
C14 C9 C8 110.69(11)
C13 C9 C8 108.97(11)
C14 C9 C10 109.26(11)
C13 C9 C10 109.89(11)
C8 C9 C10 109.01(11)
C11 C10 C9 111.20(11)
C11 C10 H10A 109.4
C9 C10 H10A 109.4
C11 C10 H10B 109.4
C9 C10 H10B 109.4
H10A C10 H10B 108.0
C15 C11 C12 120.72(13)
C15 C11 C10 121.51(12)
C12 C11 C10 117.76(11)
C7 C12 C11 122.22(13)
C7 C12 H12 118.9
C11 C12 H12 118.9
C9 C13 H13A 109.5
C9 C13 H13B 109.5
H13A C13 H13B 109.5
C9 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C9 C14 H14A 109.5
C9 C14 H14B 109.5
H14A C14 H14B 109.5
C9 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C11 C15 C16 121.57(12)
C11 C15 C17 122.69(13)
C16 C15 C17 115.73(12)
N1 C16 C15 179.40(15)
N2 C17 C15 177.82(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.7087(14)
S1 C4 1.7313(14)
N1 C16 1.146(2)
N2 C17 1.1457(19)
C1 C2 1.354(2)
C1 H1 0.9500
C2 C3 1.4208(19)
C2 H2 0.9500
C3 C4 1.3856(17)
C3 H3 0.9500
C4 C5 1.4406(18)
C5 C6 1.3498(18)
C5 H5 0.9500
C6 C7 1.4452(17)
C6 H6 0.9500
C7 C12 1.3632(17)
C7 C8 1.5051(19)
C8 C9 1.5330(17)
C8 H8A 0.9900
C8 H8B 0.9900
C9 C14 1.5289(19)
C9 C13 1.5303(19)
C9 C10 1.5391(18)
C10 C11 1.4972(19)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C15 1.3741(17)
C11 C12 1.4335(18)
C12 H12 0.9500
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 C16 1.432(2)
C15 C17 1.4325(19)
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 S1 C1 C2 0.09(12)
S1 C1 C2 C3 -0.55(17)
C1 C2 C3 C4 0.87(18)
C2 C3 C4 C5 177.03(13)
C2 C3 C4 S1 -0.78(15)
C1 S1 C4 C3 0.41(11)
C1 S1 C4 C5 -177.47(12)
C3 C4 C5 C6 -177.90(14)
S1 C4 C5 C6 -0.4(2)
C4 C5 C6 C7 175.70(13)
C5 C6 C7 C12 -177.09(13)
C5 C6 C7 C8 2.5(2)
C12 C7 C8 C9 16.57(18)
C6 C7 C8 C9 -163.05(12)
C7 C8 C9 C14 75.29(14)
C7 C8 C9 C13 -164.85(11)
C7 C8 C9 C10 -44.91(15)
C14 C9 C10 C11 -65.12(14)
C13 C9 C10 C11 175.32(11)
C8 C9 C10 C11 55.95(14)
C9 C10 C11 C15 141.67(12)
C9 C10 C11 C12 -39.75(16)
C6 C7 C12 C11 -177.84(12)
C8 C7 C12 C11 2.5(2)
C15 C11 C12 C7 -171.65(13)
C10 C11 C12 C7 9.76(19)
C12 C11 C15 C16 1.7(2)
C10 C11 C15 C16 -179.74(12)
C12 C11 C15 C17 -176.79(13)
C10 C11 C15 C17 1.8(2)
C11 C15 C16 N1 141(15)
C17 C15 C16 N1 -40(15)
C11 C15 C17 N2 128(4)
C16 C15 C17 N2 -51(5)
