#------------------------------------------------------------------------------
#$Date: 2024-03-05 15:41:53 +0200 (Tue, 05 Mar 2024) $
#$Revision: 290304 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/11/1571122.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_1571122
loop_
_publ_author_name
'Dumitraș, Darius'
'Gal, Emese'
'Silvestru, Cristian'
'Pop, Alexandra'
_publ_section_title
;
 Metal Complexes Containing Homoleptic Diorganoselenium(II) Ligands:
 Synthesis, Characterization and Investigation of Optical Properties.
;
_journal_issue                   4
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              792
_journal_paper_doi               10.3390/molecules29040792
_journal_volume                  29
_journal_year                    2024
_chemical_formula_sum            'C14 H10 O2 Se'
_chemical_formula_weight         289.18
_chemical_name_common            DMI-57
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 102.5630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2490(4)
_cell_length_b                   7.5386(3)
_cell_length_c                   12.9332(5)
_cell_measurement_reflns_used    9967
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      28.2760
_cell_measurement_theta_min      3.1946
_cell_volume                     1165.66(8)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker APEX4 2021.10-0'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1328)'
_computing_publication_material  'Bruker APEX4 2021.10-0'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33053
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.08
_diffrn_source                   'Incoatec Mo--I\mS 3.0 microfocus source'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    3.206
_exptl_absorpt_correction_T_max  0.83
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.128
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.869
_refine_diff_density_min         -0.500
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0299P)²+1.3035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0709
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2457
_reflns_number_total             2888
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Cpd_4_CCDC_2308732.cif
_cod_data_source_block           ale274
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/MDPI/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               1571122
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se Se1 0.41504(2) 0.98542(3) 0.17359(2) 0.02395(8) Uani d . . . 1 . .
O O1 0.58045(19) 0.6619(3) 0.68425(15) 0.0460(5) Uani d . . . 1 . .
O O2 0.30375(15) 0.2261(2) -0.13722(13) 0.0316(4) Uani d . . . 1 . .
C C1 0.44006(18) 0.8684(3) 0.30820(16) 0.0197(4) Uani d . . . 1 . .
C C2 0.54819(19) 0.8629(3) 0.36937(19) 0.0264(5) Uani d . . . 1 . .
H H2 0.608698 0.906655 0.341634 0.032000 Uiso calc U . R 1 . .
C C3 0.5678(2) 0.7935(3) 0.47092(19) 0.0288(5) Uani d . . . 1 . .
H H3 0.641452 0.792073 0.513573 0.035000 Uiso calc U . R 1 . .
C C4 0.4790(2) 0.7258(3) 0.51031(17) 0.0244(5) Uani d . . . 1 . .
C C5 0.37159(19) 0.7261(3) 0.44719(18) 0.0250(5) Uani d . . . 1 . .
H H5 0.311758 0.675720 0.473237 0.030000 Uiso calc U . R 1 . .
C C6 0.35101(19) 0.7996(3) 0.34625(17) 0.0233(4) Uani d . . . 1 . .
H H6 0.277214 0.802741 0.303862 0.028000 Uiso calc U . R 1 . .
C C7 0.4956(2) 0.6562(3) 0.6200(2) 0.0347(6) Uani d . . . 1 . .
H H7 0.433050 0.602846 0.640170 0.042000 Uiso calc U . R 1 . .
C C8 0.39052(17) 0.7879(3) 0.07928(16) 0.0187(4) Uani d . . . 1 . .
C C9 0.38638(17) 0.6117(3) 0.11135(17) 0.0205(4) Uani d . . . 1 . .
H H9 0.397668 0.583477 0.184509 0.025000 Uiso calc U . R 1 . .
C C10 0.36581(17) 0.4786(3) 0.03638(17) 0.0206(4) Uani d . . . 1 . .
H H10 0.362613 0.358749 0.058224 0.025000 Uiso calc U . R 1 . .
C C11 0.34963(17) 0.5186(3) -0.07153(17) 0.0203(4) Uani d . . . 1 . .
C C12 0.35663(19) 0.6947(3) -0.10211(18) 0.0235(4) Uani d . . . 1 . .
H H12 0.347741 0.722363 -0.175129 0.028000 Uiso calc U . R 1 . .
C C13 0.37622(18) 0.8296(3) -0.02833(17) 0.0227(4) Uani d . . . 1 . .
H H13 0.379966 0.949344 -0.050257 0.027000 Uiso calc U . R 1 . .
C C14 0.32342(19) 0.3813(3) -0.15286(18) 0.0257(5) Uani d . . . 1 . .
H H14 0.321533 0.415690 -0.223894 0.031000 Uiso calc U . R 1 . .
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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 Se1 C1 . . 101.15(9) ?
C2 C1 C6 . . 120.8(2) ?
C2 C1 Se1 . . 118.42(16) ?
C6 C1 Se1 . . 120.69(16) ?
C3 C2 C1 . . 119.9(2) ?
C2 C3 C4 . . 119.8(2) ?
C5 C4 C3 . . 119.9(2) ?
C5 C4 C7 . . 118.5(2) ?
C3 C4 C7 . . 121.6(2) ?
C4 C5 C6 . . 120.5(2) ?
C5 C6 C1 . . 119.0(2) ?
O1 C7 C4 . . 125.1(3) ?
C9 C8 C13 . . 120.30(19) ?
C9 C8 Se1 . . 124.33(16) ?
C13 C8 Se1 . . 115.37(15) ?
C10 C9 C8 . . 119.7(2) ?
C9 C10 C11 . . 120.58(19) ?
C12 C11 C10 . . 119.0(2) ?
C12 C11 C14 . . 119.2(2) ?
C10 C11 C14 . . 121.8(2) ?
C13 C12 C11 . . 121.2(2) ?
C12 C13 C8 . . 119.1(2) ?
O2 C14 C11 . . 125.5(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Se1 C8 . 1.907(2) ?
Se1 C1 . 1.916(2) ?
O1 C7 . 1.182(3) ?
O2 C14 . 1.220(3) ?
C1 C2 . 1.388(3) ?
C1 C6 . 1.391(3) ?
C2 C3 . 1.385(3) ?
C3 C4 . 1.394(3) ?
C4 C5 . 1.389(3) ?
C4 C7 . 1.485(3) ?
C5 C6 . 1.390(3) ?
C8 C9 . 1.396(3) ?
C8 C13 . 1.400(3) ?
C9 C10 . 1.380(3) ?
C10 C11 . 1.399(3) ?
C11 C12 . 1.393(3) ?
C11 C14 . 1.461(3) ?
C12 C13 . 1.380(3) ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -2.1(3) ?
Se1 C1 C2 C3 . . . . 174.24(17) ?
C1 C2 C3 C4 . . . . 1.4(3) ?
C2 C3 C4 C5 . . . . 0.8(3) ?
C2 C3 C4 C7 . . . . -177.8(2) ?
C3 C4 C5 C6 . . . . -2.4(3) ?
C7 C4 C5 C6 . . . . 176.2(2) ?
C4 C5 C6 C1 . . . . 1.8(3) ?
C2 C1 C6 C5 . . . . 0.5(3) ?
Se1 C1 C6 C5 . . . . -175.76(16) ?
C5 C4 C7 O1 . . . . -173.5(2) ?
C3 C4 C7 O1 . . . . 5.1(4) ?
C13 C8 C9 C10 . . . . -1.3(3) ?
Se1 C8 C9 C10 . . . . 178.66(16) ?
C8 C9 C10 C11 . . . . 0.3(3) ?
C9 C10 C11 C12 . . . . 1.2(3) ?
C9 C10 C11 C14 . . . . -177.6(2) ?
C10 C11 C12 C13 . . . . -1.7(3) ?
C14 C11 C12 C13 . . . . 177.1(2) ?
C11 C12 C13 C8 . . . . 0.7(3) ?
C9 C8 C13 C12 . . . . 0.8(3) ?
Se1 C8 C13 C12 . . . . -179.18(17) ?
C12 C11 C14 O2 . . . . -172.1(2) ?
C10 C11 C14 O2 . . . . 6.7(4) ?
