#------------------------------------------------------------------------------
#$Date: 2024-03-05 15:42:07 +0200 (Tue, 05 Mar 2024) $
#$Revision: 290305 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/11/1571123.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_1571123
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_moiety         'C32 H20 N2 O4 Se'
_chemical_formula_sum            'C32 H20 N2 O4 Se'
_chemical_formula_weight         575.46
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.7518(6)
_cell_length_b                   19.5095(10)
_cell_length_c                   4.7253(3)
_cell_measurement_reflns_used    9367
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.7220
_cell_measurement_theta_min      2.5599
_cell_volume                     1267.75(12)
_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-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0723
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            37153
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.306
_diffrn_reflns_theta_min         2.088
_exptl_absorpt_coefficient_mu    1.524
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.88
_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_colour            yellow
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       needle
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.131
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.024(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     178
_refine_ls_number_reflns         3165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0325
_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)+(0.0126P)²+0.6936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0558
_refine_ls_wR_factor_ref         0.0598
_reflns_Friedel_coverage         0.693
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2756
_reflns_number_total             3165
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Cpd_5_CCDC_2308731.cif
_cod_data_source_block           shelx
_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               1571123
_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.
;
_shelx_estimated_absorpt_t_min   0.825
_shelx_estimated_absorpt_t_max   0.935
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -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
Se1 Se 0.000000 0.500000 0.11595(8) 0.02534(11) Uani 1 2 d S T P . .
O1 O 0.35181(14) 0.68908(10) 0.6203(5) 0.0265(5) Uani 1 1 d . . . . .
O2 O 0.23639(16) 0.69894(11) 0.2797(5) 0.0339(6) Uani 1 1 d . . . . .
N1 N 0.32648(18) 0.58001(13) 0.7723(6) 0.0249(6) Uani 1 1 d . . . . .
C1 C 0.0805(2) 0.45230(15) 0.3914(7) 0.0228(6) Uani 1 1 d . . . . .
C2 C 0.1600(2) 0.48403(14) 0.5240(6) 0.0218(7) Uani 1 1 d . . . . .
C3 C 0.2113(2) 0.44634(16) 0.7300(7) 0.0249(7) Uani 1 1 d . . . . .
H3 H 0.264211 0.467109 0.826482 0.030 Uiso 1 1 calc R U . . .
C4 C 0.1856(2) 0.37964(16) 0.7938(7) 0.0279(7) Uani 1 1 d . . . . .
H4 H 0.220613 0.355102 0.934499 0.033 Uiso 1 1 calc R U . . .
C5 C 0.1092(2) 0.34843(15) 0.6535(7) 0.0278(7) Uani 1 1 d . . . . .
H5 H 0.092959 0.302117 0.693864 0.033 Uiso 1 1 calc R U . . .
C6 C 0.0561(2) 0.38497(15) 0.4532(7) 0.0263(7) Uani 1 1 d . . . . .
H6 H 0.003076 0.363758 0.358629 0.032 Uiso 1 1 calc R U . . .
C7 C 0.1879(2) 0.55364(15) 0.4501(7) 0.0242(7) Uani 1 1 d . . . . .
H7 H 0.150626 0.573912 0.302926 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2587(2) 0.59406(15) 0.5587(7) 0.0250(7) Uani 1 1 d . . . . .
C9 C 0.2746(2) 0.66452(16) 0.4561(7) 0.0269(7) Uani 1 1 d . . . . .
C10 C 0.3778(2) 0.63535(15) 0.7962(7) 0.0241(7) Uani 1 1 d . . . . .
C11 C 0.4598(2) 0.64713(16) 0.9825(7) 0.0244(7) Uani 1 1 d . . . . .
C12 C 0.5105(3) 0.70860(15) 0.9780(6) 0.0289(7) Uani 1 1 d . . . . .
H12 H 0.491237 0.744022 0.852011 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5892(2) 0.71852(17) 1.1566(8) 0.0315(8) Uani 1 1 d . . . . .
H13 H 0.623664 0.760709 1.153798 0.038 Uiso 1 1 calc R U . . .
C14 C 0.6173(2) 0.66672(17) 1.3390(8) 0.0321(8) Uani 1 1 d . . . . .
H14 H 0.670861 0.673545 1.462665 0.039 Uiso 1 1 calc R U . . .
C15 C 0.5676(2) 0.60480(17) 1.3421(8) 0.0330(8) Uani 1 1 d . . . . .
H15 H 0.588181 0.569018 1.464515 0.040 Uiso 1 1 calc R U . . .
C16 C 0.4881(3) 0.59511(15) 1.1673(6) 0.0293(7) Uani 1 1 d . . . . .
H16 H 0.452905 0.553215 1.173125 0.035 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 C1 96.02(18) 2_565 . ?
C10 O1 C9 105.6(2) . . ?
C10 N1 C8 105.2(3) . . ?
C6 C1 C2 120.8(3) . . ?
C6 C1 Se1 117.1(2) . . ?
C2 C1 Se1 122.1(2) . . ?
C1 C2 C3 117.9(3) . . ?
C1 C2 C7 120.7(3) . . ?
C3 C2 C7 121.5(3) . . ?
C4 C3 C2 121.0(3) . . ?
C3 C4 C5 120.2(3) . . ?
C4 C5 C6 119.9(3) . . ?
C1 C6 C5 120.1(3) . . ?
C8 C7 C2 130.0(3) . . ?
C7 C8 N1 129.6(3) . . ?
C7 C8 C9 121.7(3) . . ?
N1 C8 C9 108.7(3) . . ?
O2 C9 O1 122.0(3) . . ?
O2 C9 C8 133.6(3) . . ?
O1 C9 C8 104.5(3) . . ?
N1 C10 O1 116.0(3) . . ?
N1 C10 C11 127.6(3) . . ?
O1 C10 C11 116.5(3) . . ?
C12 C11 C16 119.9(3) . . ?
C12 C11 C10 121.3(3) . . ?
C16 C11 C10 118.8(3) . . ?
C13 C12 C11 120.3(3) . . ?
C14 C13 C12 119.7(3) . . ?
C13 C14 C15 120.3(3) . . ?
C16 C15 C14 120.1(3) . . ?
C15 C16 C11 119.7(3) . . ?
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
Se1 C1 1.946(3) 2_565 ?
Se1 C1 1.946(3) . ?
O1 C10 1.385(4) . ?
O1 C9 1.399(4) . ?
O2 C9 1.193(4) . ?
N1 C10 1.295(4) . ?
N1 C8 1.401(4) . ?
C1 C6 1.387(4) . ?
C1 C2 1.404(4) . ?
C2 C3 1.409(4) . ?
C2 C7 1.453(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.392(4) . ?
C7 C8 1.354(4) . ?
C8 C9 1.474(4) . ?
C10 C11 1.449(4) . ?
C11 C12 1.387(4) . ?
C11 C16 1.394(4) . ?
C12 C13 1.386(5) . ?
C13 C14 1.383(5) . ?
C14 C15 1.388(5) . ?
C15 C16 1.383(4) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -2.8(4) . . . . ?
Se1 C1 C2 C3 177.2(2) . . . . ?
C6 C1 C2 C7 177.4(3) . . . . ?
Se1 C1 C2 C7 -2.6(4) . . . . ?
C1 C2 C3 C4 1.8(4) . . . . ?
C7 C2 C3 C4 -178.5(3) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C3 C4 C5 C6 -1.9(5) . . . . ?
C2 C1 C6 C5 1.5(5) . . . . ?
Se1 C1 C6 C5 -178.4(2) . . . . ?
C4 C5 C6 C1 0.8(5) . . . . ?
C1 C2 C7 C8 177.1(3) . . . . ?
C3 C2 C7 C8 -2.7(5) . . . . ?
C2 C7 C8 N1 0.8(6) . . . . ?
C2 C7 C8 C9 -179.1(3) . . . . ?
C10 N1 C8 C7 179.9(3) . . . . ?
C10 N1 C8 C9 -0.2(3) . . . . ?
C10 O1 C9 O2 -179.2(3) . . . . ?
C10 O1 C9 C8 1.3(3) . . . . ?
C7 C8 C9 O2 -0.2(6) . . . . ?
N1 C8 C9 O2 179.8(4) . . . . ?
C7 C8 C9 O1 179.3(3) . . . . ?
N1 C8 C9 O1 -0.7(3) . . . . ?
C8 N1 C10 O1 1.1(4) . . . . ?
C8 N1 C10 C11 -178.1(3) . . . . ?
C9 O1 C10 N1 -1.5(4) . . . . ?
C9 O1 C10 C11 177.7(3) . . . . ?
N1 C10 C11 C12 177.6(3) . . . . ?
O1 C10 C11 C12 -1.6(4) . . . . ?
N1 C10 C11 C16 -1.9(5) . . . . ?
O1 C10 C11 C16 179.0(3) . . . . ?
C16 C11 C12 C13 0.0(5) . . . . ?
C10 C11 C12 C13 -179.5(3) . . . . ?
C11 C12 C13 C14 0.3(5) . . . . ?
C12 C13 C14 C15 0.5(5) . . . . ?
C13 C14 C15 C16 -1.5(5) . . . . ?
C14 C15 C16 C11 1.8(5) . . . . ?
C12 C11 C16 C15 -1.0(5) . . . . ?
C10 C11 C16 C15 178.5(3) . . . . ?
