#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:06:59 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257746 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/94/7059470.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_7059470
loop_
_publ_author_name
'Romito, Deborah'
'Biot, Nicolas'
'Babudri, Francesco'
'Bonifazi, Davide'
_publ_section_title
;
 Non-covalent bridging of bithiophenes through chalcogen bonding grips
;
_journal_issue                   17
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6732
_journal_page_last               6738
_journal_paper_doi               10.1039/C9NJ06202E
_journal_volume                  44
_journal_year                    2020
_chemical_formula_sum            'C12 H7 Cl3 N S Se'
_chemical_formula_weight         382.56
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-12-09 deposited with the CCDC.	2020-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                71.952(8)
_cell_angle_beta                 82.221(8)
_cell_angle_gamma                73.411(8)
_cell_formula_units_Z            2
_cell_length_a                   5.9982(6)
_cell_length_b                   10.1384(8)
_cell_length_c                   12.3690(12)
_cell_measurement_reflns_used    1686
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.5920
_cell_measurement_theta_min      3.6560
_cell_volume                     684.50(12)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5201
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.843
_diffrn_reflns_theta_min         3.469
_exptl_absorpt_coefficient_mu    3.459
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41g (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.856
_exptl_crystal_description       Needle
_exptl_crystal_F_000             374
_exptl_crystal_size_max          0.887
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.573
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3207
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0446
_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)+(0.0214P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0932
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2453
_reflns_number_total             3207
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj06202e2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
;Adding full bibliography for 7059470--7059473.cif.

 Adding full bibliography for 7059470--7059473.cif.
;
_cod_database_code               7059470
_shelx_shelxl_version_number     2014/7
_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   0.149
_shelx_estimated_absorpt_t_max   0.846
loop_
_space_group_symop_operation_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_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
C1 C -0.1575(7) 0.8756(5) 0.0802(3) 0.0305(9) Uani 1 1 d . . . . .
H1 H -0.2210 0.9766 0.0631 0.037 Uiso 1 1 calc R U . . .
C2 C -0.2523(7) 0.7935(4) 0.0382(3) 0.0300(9) Uani 1 1 d . . . . .
H2 H -0.3818 0.8383 -0.0086 0.036 Uiso 1 1 calc R U . . .
C3 C -0.1588(7) 0.6449(5) 0.0642(3) 0.0299(9) Uani 1 1 d . . . . .
H3 H -0.2260 0.5895 0.0350 0.036 Uiso 1 1 calc R U . . .
C4 C 0.0295(7) 0.5776(4) 0.1317(3) 0.0283(9) Uani 1 1 d . . . . .
H4 H 0.0907 0.4765 0.1492 0.034 Uiso 1 1 calc R U . . .
C5 C 0.1294(7) 0.6579(4) 0.1739(3) 0.0228(8) Uani 1 1 d . . . . .
C6 C 0.0328(7) 0.8076(4) 0.1480(3) 0.0243(8) Uani 1 1 d . . . . .
C7 C 0.3763(7) 0.6960(4) 0.2738(3) 0.0213(8) Uani 1 1 d . . . . .
C8 C 0.5686(7) 0.6679(4) 0.3443(3) 0.0214(8) Uani 1 1 d . . . . .
C9 C 0.6384(7) 0.7616(4) 0.3812(3) 0.0284(9) Uani 1 1 d . . . . .
H9 H 0.5656 0.8618 0.3617 0.034 Uiso 1 1 calc R U . . .
C10 C 0.8300(7) 0.6960(4) 0.4516(3) 0.0280(9) Uani 1 1 d . . . . .
H10 H 0.8995 0.7470 0.4842 0.034 Uiso 1 1 calc R U . . .
C11 C 0.9039(6) 0.5513(4) 0.4675(3) 0.0216(8) Uani 1 1 d . . . . .
C12 C 0.5681(7) 0.2438(4) 0.2870(3) 0.0314(9) Uani 1 1 d . . . . .
H12 H 0.5127 0.3396 0.3022 0.038 Uiso 1 1 calc R U . . .
N1 N 0.3193(5) 0.5997(3) 0.2437(2) 0.0225(7) Uani 1 1 d . . . . .
Se1 Se 0.19498(7) 0.88843(4) 0.21831(3) 0.02832(13) Uani 1 1 d . . . . .
S1 S 0.73840(17) 0.49469(10) 0.39569(8) 0.0239(2) Uani 1 1 d . . . . .
Cl1 Cl 0.7461(2) 0.12341(12) 0.39781(10) 0.0430(3) Uani 1 1 d . . . . .
Cl2 Cl 0.7289(2) 0.26363(14) 0.15576(10) 0.0550(4) Uani 1 1 d . . . . .
Cl3 Cl 0.3243(2) 0.18225(12) 0.28311(10) 0.0425(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'
Se Se -0.0929 2.2259 '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'
Cl Cl 0.1484 0.1585 '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
C2 C1 C6 118.6(4) . . ?
C1 C2 C3 120.4(4) . . ?
C4 C3 C2 120.9(4) . . ?
C3 C4 C5 119.9(4) . . ?
C4 C5 N1 124.2(3) . . ?
C4 C5 C6 118.8(3) . . ?
N1 C5 C6 117.0(3) . . ?
C1 C6 C5 121.4(4) . . ?
C1 C6 Se1 128.6(3) . . ?
C5 C6 Se1 110.0(3) . . ?
N1 C7 C8 124.7(3) . . ?
N1 C7 Se1 116.5(3) . . ?
C8 C7 Se1 118.7(3) . . ?
C9 C8 C7 128.6(3) . . ?
C9 C8 S1 111.2(3) . . ?
C7 C8 S1 120.1(3) . . ?
C8 C9 C10 113.4(3) . . ?
C11 C10 C9 112.5(3) . . ?
C10 C11 C11 128.4(4) . 2_766 ?
C10 C11 S1 111.4(3) . . ?
C11 C11 S1 120.2(4) 2_766 . ?
Cl3 C12 Cl2 110.6(2) . . ?
Cl3 C12 Cl1 110.2(2) . . ?
Cl2 C12 Cl1 110.2(2) . . ?
C7 N1 C5 112.3(3) . . ?
C6 Se1 C7 84.13(16) . . ?
C11 S1 C8 91.44(17) . . ?
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
C1 C2 1.379(5) . ?
C1 C6 1.390(5) . ?
C2 C3 1.398(5) . ?
C3 C4 1.379(5) . ?
C4 C5 1.386(5) . ?
C5 N1 1.399(5) . ?
C5 C6 1.410(5) . ?
C6 Se1 1.871(4) . ?
C7 N1 1.288(5) . ?
C7 C8 1.450(5) . ?
C7 Se1 1.903(4) . ?
C8 C9 1.354(5) . ?
C8 S1 1.729(4) . ?
C9 C10 1.413(5) . ?
C10 C11 1.365(5) . ?
C11 C11 1.450(7) 2_766 ?
C11 S1 1.728(4) . ?
C12 Cl3 1.758(4) . ?
C12 Cl2 1.758(4) . ?
C12 Cl1 1.767(4) . ?
