#------------------------------------------------------------------------------
#$Date: 2023-11-06 09:20:57 +0200 (Mon, 06 Nov 2023) $
#$Revision: 287331 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/74/7247430.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_7247430
loop_
_publ_author_name
'Xia, Zhou-An'
'Zhang, Xiangyu'
'Xi, Chang'
'Bai, Qing'
'Liu, Haichao'
'Zhang, Shi-Tong'
'Yang, Bing'
_publ_section_title
;
 Constructing a pyrene-based dimer in a crystal by adjusting the steric
 hindrance over the pyrene plane
;
_journal_issue                   41
_journal_name_full               CrystEngComm
_journal_page_first              5802
_journal_page_last               5809
_journal_paper_doi               10.1039/D3CE00744H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C29 H17 N S'
_chemical_formula_sum            'C29 H17 N S'
_chemical_formula_weight         411.49
_chemical_name_systematic        2-(2-(pyren-1-yl)phenyl)benzo[d]thiazole
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-07-25 deposited with the CCDC.	2023-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.0090(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1520(5)
_cell_length_b                   14.0836(5)
_cell_length_c                   12.0152(5)
_cell_measurement_reflns_used    9392
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.89
_cell_volume                     2016.88(14)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.0
_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  0.0399
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            52745
_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         27.506
_diffrn_reflns_theta_min         2.893
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: tetrahydrofuran and methanol'
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4619
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0427
_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)+(0.0456P)²+0.7893P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1161
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3647
_reflns_number_total             4619
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00744h2.cif
_cod_data_source_block           Py-oBZT
_cod_depositor_comments
'Adding full bibliography for 7247429--7247431.cif.'
_cod_database_code               7247430
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C2(H2), C3(H3), C5(H5), C19(H19), C12(H12), C20(H20), C6(H6),
 C22(H22), C21(H21), C28(H28), C10(H10), C8(H8), C9(H9), C25(H25), C27(H27),
 C26(H26)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.30795(4) 0.37640(3) 0.46315(5) 0.05024(14) Uani 1 1 d . . . . .
N1 N 0.10214(12) 0.43051(10) 0.39373(13) 0.0449(3) Uani 1 1 d . . . . .
C15 C 0.47233(13) 0.13236(10) 0.52730(14) 0.0343(3) Uani 1 1 d . . . . .
C14 C 0.38569(13) 0.15079(10) 0.56599(13) 0.0343(3) Uani 1 1 d . . . . .
C18 C 0.13264(12) 0.27777(11) 0.49519(14) 0.0385(3) Uani 1 1 d . . . . .
C1 C 0.27564(13) 0.16589(11) 0.47660(14) 0.0374(3) Uani 1 1 d . . . . .
C23 C 0.16970(13) 0.36096(11) 0.44692(14) 0.0385(3) Uani 1 1 d . . . . .
C4 C 0.44675(14) 0.12833(11) 0.40010(15) 0.0394(3) Uani 1 1 d . . . . .
C24 C 0.15647(15) 0.50219(12) 0.36129(15) 0.0456(4) Uani 1 1 d . . . . .
C17 C 0.18200(13) 0.18750(12) 0.51171(15) 0.0402(3) Uani 1 1 d . . . . .
C16 C 0.58433(13) 0.11761(10) 0.61571(15) 0.0383(3) Uani 1 1 d . . . . .
C13 C 0.41568(14) 0.15498(12) 0.69553(15) 0.0427(4) Uani 1 1 d . . . . .
H13 H 0.360432 0.167682 0.722545 0.051 Uiso 1 1 calc R . . . .
C29 C 0.27021(16) 0.48621(12) 0.39338(16) 0.0462(4) Uani 1 1 d . . . . .
C11 C 0.61072(14) 0.12067(12) 0.74286(16) 0.0446(4) Uani 1 1 d . . . . .
C2 C 0.25304(14) 0.16050(12) 0.35279(15) 0.0446(4) Uani 1 1 d . . . . .
H2 H 0.179987 0.169868 0.294100 0.054 Uiso 1 1 calc R . . . .
C7 C 0.67070(14) 0.09936(12) 0.57645(18) 0.0469(4) Uani 1 1 d . . . . .
C3 C 0.33646(15) 0.14159(12) 0.31500(15) 0.0446(4) Uani 1 1 d . . . . .
H3 H 0.318679 0.137659 0.231543 0.053 Uiso 1 1 calc R . . . .
C5 C 0.53632(17) 0.11077(13) 0.36432(18) 0.0508(4) Uani 1 1 d . . . . .
H5 H 0.520587 0.108596 0.281270 0.061 Uiso 1 1 calc R . . . .
C19 C 0.04240(14) 0.29175(13) 0.52632(16) 0.0479(4) Uani 1 1 d . . . . .
H19 H 0.010178 0.351688 0.517151 0.058 Uiso 1 1 calc R . . . .
C12 C 0.52238(15) 0.14086(13) 0.77898(15) 0.0481(4) Uani 1 1 d . . . . .
H12 H 0.538835 0.144374 0.862143 0.058 Uiso 1 1 calc R . . . .
C20 C 0.00051(15) 0.21822(15) 0.57033(18) 0.0556(5) Uani 1 1 d . . . . .
H20 H -0.060284 0.228473 0.589206 0.067 Uiso 1 1 calc R . . . .
C6 C 0.64152(16) 0.09750(13) 0.44740(19) 0.0546(5) Uani 1 1 d . . . . .
H6 H 0.697448 0.086759 0.420791 0.066 Uiso 1 1 calc R . . . .
C22 C 0.13888(16) 0.11489(13) 0.55797(18) 0.0536(5) Uani 1 1 d . . . . .
H22 H 0.171641 0.055020 0.570036 0.064 Uiso 1 1 calc R . . . .
C21 C 0.04887(16) 0.12962(15) 0.58626(19) 0.0576(5) Uani 1 1 d . . . . .
H21 H 0.020912 0.079877 0.616016 0.069 Uiso 1 1 calc R . . . .
C28 C 0.3357(2) 0.55302(14) 0.3679(2) 0.0628(5) Uani 1 1 d . . . . .
H28 H 0.411495 0.542188 0.389515 0.075 Uiso 1 1 calc R . . . .
C10 C 0.72154(16) 0.10407(15) 0.82759(19) 0.0605(5) Uani 1 1 d . . . . .
H10 H 0.740012 0.106390 0.911289 0.073 Uiso 1 1 calc R . . . .
C8 C 0.77916(15) 0.08282(14) 0.6651(2) 0.0601(5) Uani 1 1 d . . . . .
H8 H 0.836073 0.070548 0.640470 0.072 Uiso 1 1 calc R . . . .
C9 C 0.80374(16) 0.08425(15) 0.7878(2) 0.0672(6) Uani 1 1 d . . . . .
H9 H 0.876583 0.071733 0.845018 0.081 Uiso 1 1 calc R . . . .
C25 C 0.1063(2) 0.58554(14) 0.3003(2) 0.0652(6) Uani 1 1 d . . . . .
H25 H 0.030206 0.596408 0.276888 0.078 Uiso 1 1 calc R . . . .
C27 C 0.2843(3) 0.63593(15) 0.3095(2) 0.0761(7) Uani 1 1 d . . . . .
H27 H 0.326437 0.682127 0.292805 0.091 Uiso 1 1 calc R . . . .
C26 C 0.1708(3) 0.65134(15) 0.2754(2) 0.0770(7) Uani 1 1 d . . . . .
H26 H 0.137859 0.707213 0.234912 0.092 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
C29 S1 C23 89.17(8) . . ?
C23 N1 C24 111.24(14) . . ?
C4 C15 C14 120.00(14) . . ?
C4 C15 C16 119.86(14) . . ?
C16 C15 C14 120.15(14) . . ?
C15 C14 C13 118.03(14) . . ?
C1 C14 C15 119.02(14) . . ?
C1 C14 C13 122.94(14) . . ?
C17 C18 C23 124.34(14) . . ?
C19 C18 C23 116.77(14) . . ?
C19 C18 C17 118.89(15) . . ?
C14 C1 C17 121.38(14) . . ?
C2 C1 C14 119.61(14) . . ?
C2 C1 C17 119.01(14) . . ?
N1 C23 S1 115.01(12) . . ?
N1 C23 C18 121.45(14) . . ?
C18 C23 S1 123.47(12) . . ?
C15 C4 C5 118.55(16) . . ?
C3 C4 C15 119.03(14) . . ?
C3 C4 C5 122.42(15) . . ?
N1 C24 C29 115.14(15) . . ?
N1 C24 C25 125.16(18) . . ?
C25 C24 C29 119.69(18) . . ?
C18 C17 C1 122.19(14) . . ?
C22 C17 C18 118.64(15) . . ?
C22 C17 C1 119.12(15) . . ?
C15 C16 C7 119.89(15) . . ?
C11 C16 C15 120.37(14) . . ?
C11 C16 C7 119.74(15) . . ?
C12 C13 C14 121.45(15) . . ?
C24 C29 S1 109.42(12) . . ?
C28 C29 S1 129.24(16) . . ?
C28 C29 C24 121.33(18) . . ?
C16 C11 C12 118.24(15) . . ?
C10 C11 C16 118.94(17) . . ?
C10 C11 C12 122.82(17) . . ?
C3 C2 C1 121.52(15) . . ?
C16 C7 C6 118.40(16) . . ?
C8 C7 C16 118.62(18) . . ?
C8 C7 C6 122.97(17) . . ?
C2 C3 C4 120.79(15) . . ?
C6 C5 C4 121.53(17) . . ?
C20 C19 C18 121.18(16) . . ?
C13 C12 C11 121.76(15) . . ?
C21 C20 C19 119.86(16) . . ?
C5 C6 C7 121.76(16) . . ?
C21 C22 C17 121.64(17) . . ?
C20 C21 C22 119.77(17) . . ?
C27 C28 C29 117.8(2) . . ?
C9 C10 C11 120.5(2) . . ?
C9 C8 C7 121.34(18) . . ?
C8 C9 C10 120.80(18) . . ?
C26 C25 C24 119.0(2) . . ?
C28 C27 C26 121.1(2) . . ?
C25 C26 C27 121.1(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 C23 1.7582(16) . ?
S1 C29 1.7289(18) . ?
N1 C23 1.295(2) . ?
N1 C24 1.385(2) . ?
C15 C14 1.425(2) . ?
C15 C4 1.420(2) . ?
C15 C16 1.421(2) . ?
C14 C1 1.407(2) . ?
C14 C13 1.436(2) . ?
C18 C23 1.478(2) . ?
C18 C17 1.403(2) . ?
C18 C19 1.401(2) . ?
C1 C17 1.492(2) . ?
C1 C2 1.391(2) . ?
C4 C3 1.389(2) . ?
C4 C5 1.436(2) . ?
C24 C29 1.396(3) . ?
C24 C25 1.393(3) . ?
C17 C22 1.394(2) . ?
C16 C11 1.417(2) . ?
C16 C7 1.425(2) . ?
C13 C12 1.351(2) . ?
C29 C28 1.394(3) . ?
C11 C12 1.430(2) . ?
C11 C10 1.400(2) . ?
C2 C3 1.379(2) . ?
C7 C6 1.432(3) . ?
C7 C8 1.392(3) . ?
C5 C6 1.333(3) . ?
C19 C20 1.379(2) . ?
C20 C21 1.377(3) . ?
C22 C21 1.379(2) . ?
C28 C27 1.383(3) . ?
C10 C9 1.383(3) . ?
C8 C9 1.369(3) . ?
C25 C26 1.372(3) . ?
C27 C26 1.388(4) . ?
