#------------------------------------------------------------------------------
#$Date: 2016-12-05 17:06:52 +0200 (Mon, 05 Dec 2016) $
#$Revision: 188898 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/47/1544737.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_1544737
loop_
_publ_author_name
'Yoon, Won Sik'
'Kim, Dong Won'
'Park, Jun-Mo'
'Cho, Illhun'
'Kwon, Oh Kyu'
'Whang, Dong Ryeol'
'Kim, Jin Hong'
'Park, Jung-Hwa'
'Park, Soo Young'
_publ_section_title
;
 A Novel Bis-Lactam Acceptor with Outstanding Molar Extinction Coefficient
 and Structural Planarity for Donor--Acceptor Type Conjugated Polymer
;
_journal_issue                   22
_journal_name_full               Macromolecules
_journal_page_first              8489
_journal_paper_doi               10.1021/acs.macromol.6b01680
_journal_volume                  49
_journal_year                    2016
_chemical_formula_sum            'C32 H42 N2 O2 S2'
_chemical_formula_weight         550.79
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 111.9180(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   16.0039(3)
_cell_length_b                   5.66780(10)
_cell_length_c                   17.5189(3)
_cell_measurement_reflns_used    4940
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.18
_cell_measurement_theta_min      2.51
_cell_volume                     1474.22(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            13647
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.246
_diffrn_reflns_theta_min         1.372
_diffrn_source                   'turbo x-ray'
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6622
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_description       needle
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.750
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3647
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0653P)²+0.3966P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1211
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2989
_reflns_number_total             3647
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma6b01680_si_002.cif
_cod_data_source_block           NTDT
_cod_database_code               1544737
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.857
_shelx_estimated_absorpt_t_max   0.979
_shelxl_version_number           2013-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
S1 S 1.04955(3) 0.73320(7) 0.19812(2) 0.03848(13) Uani 1 1 d . .
O1 O 0.91233(7) 0.45835(18) 0.10589(6) 0.0373(2) Uani 1 1 d . .
N1 N 0.91084(7) 0.1446(2) 0.02452(7) 0.0291(2) Uani 1 1 d . .
C1 C 1.14792(11) 0.8791(3) 0.24612(9) 0.0422(4) Uani 1 1 d . .
H1A H 1.1543 1.0091 0.2821 0.051 Uiso 1 1 calc R U
C2 C 1.21651(11) 0.7888(3) 0.22735(10) 0.0463(4) Uani 1 1 d . .
H2A H 1.2761 0.8497 0.2485 0.056 Uiso 1 1 calc R U
C3 C 1.18982(10) 0.5948(3) 0.17298(10) 0.0418(4) Uani 1 1 d . .
H3A H 1.2296 0.5100 0.1541 0.050 Uiso 1 1 calc R U
C4 C 1.09888(9) 0.5416(3) 0.15021(8) 0.0320(3) Uani 1 1 d . .
C5 C 1.05046(9) 0.3528(2) 0.09501(8) 0.0297(3) Uani 1 1 d . .
C6 C 0.95435(9) 0.3258(2) 0.07710(8) 0.0299(3) Uani 1 1 d . .
C7 C 0.95422(8) -0.0141(2) -0.00867(8) 0.0280(3) Uani 1 1 d . .
C8 C 0.90765(9) -0.2020(2) -0.06004(8) 0.0306(3) Uani 1 1 d . .
H8A H 0.8455 -0.2238 -0.0705 0.037 Uiso 1 1 calc R U
C9 C 0.81334(8) 0.1249(3) 0.00685(8) 0.0310(3) Uani 1 1 d . .
H9A H 0.7824 0.0652 -0.0499 0.037 Uiso 1 1 calc R U
H9B H 0.7889 0.2834 0.0101 0.037 Uiso 1 1 calc R U
C10 C 0.79381(9) -0.0396(3) 0.06672(9) 0.0321(3) Uani 1 1 d . .
H10A H 0.8293 0.0108 0.1238 0.039 Uiso 1 1 calc R U
H10B H 0.8126 -0.2019 0.0595 0.039 Uiso 1 1 calc R U
C11 C 0.69409(9) -0.0392(3) 0.05302(9) 0.0351(3) Uani 1 1 d . .
H11A H 0.6774 0.1186 0.0670 0.042 Uiso 1 1 calc R U
H11B H 0.6585 -0.0683 -0.0060 0.042 Uiso 1 1 calc R U
C12 C 0.66962(9) -0.2243(3) 0.10412(9) 0.0346(3) Uani 1 1 d . .
H12A H 0.7039 -0.1923 0.1631 0.042 Uiso 1 1 calc R U
H12B H 0.6881 -0.3815 0.0914 0.042 Uiso 1 1 calc R U
C13 C 0.56951(10) -0.2305(3) 0.08897(10) 0.0376(3) Uani 1 1 d . .
H13A H 0.5525 -0.0794 0.1076 0.045 Uiso 1 1 calc R U
H13B H 0.5348 -0.2447 0.0291 0.045 Uiso 1 1 calc R U
C14 C 0.54367(9) -0.4318(3) 0.13277(9) 0.0359(3) Uani 1 1 d . .
H14A H 0.5779 -0.4158 0.1927 0.043 Uiso 1 1 calc R U
H14B H 0.5619 -0.5824 0.1149 0.043 Uiso 1 1 calc R U
C15 C 0.44377(10) -0.4440(3) 0.11745(11) 0.0450(4) Uani 1 1 d . .
H15A H 0.4245 -0.2919 0.1334 0.054 Uiso 1 1 calc R U
H15B H 0.4093 -0.4682 0.0580 0.054 Uiso 1 1 calc R U
C16 C 0.42235(12) -0.6422(4) 0.16554(13) 0.0593(5) Uani 1 1 d . .
H16A H 0.3576 -0.6430 0.1543 0.089 Uiso 1 1 calc R U
H16B H 0.4558 -0.6179 0.2245 0.089 Uiso 1 1 calc R U
H16C H 0.4398 -0.7935 0.1488 0.089 Uiso 1 1 calc R U
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'
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
C1 S1 C4 92.25(7) . .
C6 N1 C7 123.63(11) . .
C6 N1 C9 115.22(10) . .
C7 N1 C9 121.12(11) . .
C2 C1 S1 112.39(13) . .
C1 C2 C3 112.83(15) . .
C4 C3 C2 112.51(14) . .
C3 C4 C5 126.16(13) . .
C3 C4 S1 110.02(11) . .
C5 C4 S1 123.82(10) . .
C8 C5 C4 121.98(12) 3_755 .
C8 C5 C6 119.53(13) 3_755 .
C4 C5 C6 118.49(12) . .
O1 C6 N1 120.58(12) . .
O1 C6 C5 122.66(13) . .
N1 C6 C5 116.75(11) . .
N1 C7 C7 119.00(16) . 3_755
N1 C7 C8 121.81(11) . .
C7 C7 C8 119.18(15) 3_755 .
C5 C8 C7 121.82(12) 3_755 .
N1 C9 C10 112.02(11) . .
C9 C10 C11 111.32(11) . .
C12 C11 C10 113.01(12) . .
C11 C12 C13 113.45(12) . .
C14 C13 C12 113.38(12) . .
C13 C14 C15 114.35(12) . .
C16 C15 C14 112.08(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.6973(16) .
S1 C4 1.7327(14) .
O1 C6 1.2348(16) .
N1 C6 1.3815(19) .
N1 C7 1.3894(16) .
N1 C9 1.4773(15) .
C1 C2 1.358(2) .
C2 C3 1.413(2) .
C3 C4 1.391(2) .
C4 C5 1.456(2) .
C5 C8 1.3645(18) 3_755
C5 C6 1.4585(18) .
C7 C7 1.390(2) 3_755
C7 C8 1.414(2) .
C8 C5 1.3645(18) 3_755
C9 C10 1.5204(19) .
C10 C11 1.5227(18) .
C11 C12 1.522(2) .
C12 C13 1.5234(19) .
C13 C14 1.516(2) .
C14 C15 1.5207(19) .
C15 C16 1.518(2) .
