#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:21:36 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301847 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/60/7016059.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_7016059
loop_
_publ_author_name
'Panda, Snigdha'
'Krishna, G. Rama'
'Reddy, C. Malla'
'Zade, Sanjio S.'
_publ_section_title
;
 Synthesis, characterization and coordination properties of
 bis(alkyl)selenosalen ligands.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6684
_journal_page_last               6690
_journal_paper_doi               10.1039/c1dt10114e
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C36 H56 N2 Se2 '
_chemical_formula_sum            'C36 H56 N2 Se2'
_chemical_formula_weight         674.75
_chemical_melting_point          335.5
_chemical_name_common
N,N'-bis((2-decylseleno)phenylmethylene)-1,2-ethanediamine
_chemical_name_systematic
;
N,N'-bis[(2-decylseleno)phenylmethylene]-1,2-ethanediamine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.012(2)
_cell_angle_beta                 91.398(2)
_cell_angle_gamma                98.086(2)
_cell_formula_units_Z            1
_cell_length_a                   4.8148(2)
_cell_length_b                   7.2403(2)
_cell_length_c                   24.6213(8)
_cell_measurement_reflns_used    8580
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.87
_cell_measurement_theta_min      2.50
_cell_volume                     844.44(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-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker Kappa APEX-II CCD DUO'
_diffrn_measurement_method       '\ f and \ w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            10775
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         0.83
_exptl_absorpt_coefficient_mu    2.215
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Multiscan absorption correction'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             354
_exptl_crystal_size_max          0.006
_exptl_crystal_size_mid          0.0002
_exptl_crystal_size_min          0.00012
_refine_diff_density_max         0.527
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.815
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3692
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.815
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0959
_reflns_number_gt                3436
_reflns_number_total             3692
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10114e.txt
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P-1 '
_cod_original_formula_sum        'C36 H56 N2 Se2 '
_cod_database_code               7016059
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.51252(3) 0.41907(2) 0.349903(6) 0.01095(10) Uani 1 1 d . . .
N1 N 0.8039(3) 0.3436(2) 0.44273(7) 0.0126(3) Uani 1 1 d . . .
C1 C 1.0394(4) 0.4173(3) 0.48111(8) 0.0131(4) Uani 1 1 d . . .
H1A H 1.2040 0.4588 0.4612 0.016 Uiso 1 1 calc R . .
H1B H 1.0834 0.3197 0.5026 0.016 Uiso 1 1 calc R . .
C2 C 0.7098(4) 0.1700(3) 0.44035(8) 0.0116(4) Uani 1 1 d . . .
H2 H 0.7966 0.0961 0.4623 0.014 Uiso 1 1 calc R . .
C3 C 0.4687(4) 0.0809(3) 0.40429(8) 0.0114(4) Uani 1 1 d . . .
C4 C 0.3518(4) -0.1021(3) 0.41255(8) 0.0139(4) Uani 1 1 d . . .
H4 H 0.4336 -0.1627 0.4389 0.017 Uiso 1 1 calc R . .
C5 C 0.1171(4) -0.1948(3) 0.38236(8) 0.0144(4) Uani 1 1 d . . .
H5 H 0.0403 -0.3154 0.3888 0.017 Uiso 1 1 calc R . .
C6 C -0.0014(4) -0.1050(3) 0.34242(8) 0.0145(4) Uani 1 1 d . . .
H6 H -0.1598 -0.1656 0.3221 0.017 Uiso 1 1 calc R . .
C7 C 0.1145(4) 0.0746(3) 0.33248(8) 0.0133(4) Uani 1 1 d . . .
H7 H 0.0341 0.1319 0.3052 0.016 Uiso 1 1 calc R . .
C8 C 0.3506(4) 0.1708(3) 0.36290(7) 0.0106(4) Uani 1 1 d . . .
C9 C 0.3060(4) 0.4462(3) 0.28202(8) 0.0129(4) Uani 1 1 d . . .
H9A H 0.1076 0.4066 0.2864 0.016 Uiso 1 1 calc R . .
H9B H 0.3300 0.5778 0.2762 0.016 Uiso 1 1 calc R . .
C10 C 0.3977(4) 0.3344(3) 0.23152(8) 0.0141(4) Uani 1 1 d . . .
H10A H 0.3529 0.2014 0.2351 0.017 Uiso 1 1 calc R . .
H10B H 0.5996 0.3633 0.2291 0.017 Uiso 1 1 calc R . .
C11 C 0.2541(4) 0.3777(3) 0.17874(8) 0.0125(4) Uani 1 1 d . . .
H11A H 0.0523 0.3495 0.1814 0.015 Uiso 1 1 calc R . .
H11B H 0.2993 0.5107 0.1753 0.015 Uiso 1 1 calc R . .
C12 C 0.3420(4) 0.2667(3) 0.12747(8) 0.0127(4) Uani 1 1 d . . .
H12A H 0.2792 0.1342 0.1291 0.015 Uiso 1 1 calc R . .
H12B H 0.5452 0.2847 0.1267 0.015 Uiso 1 1 calc R . .
C13 C 0.2219(4) 0.3251(3) 0.07480(8) 0.0123(4) Uani 1 1 d . . .
H13A H 0.0187 0.3078 0.0759 0.015 Uiso 1 1 calc R . .
H13B H 0.2852 0.4577 0.0733 0.015 Uiso 1 1 calc R . .
C14 C 0.3059(4) 0.2153(3) 0.02283(8) 0.0126(4) Uani 1 1 d . . .
H14A H 0.5091 0.2301 0.0221 0.015 Uiso 1 1 calc R . .
H14B H 0.2384 0.0831 0.0238 0.015 Uiso 1 1 calc R . .
C15 C 0.1908(4) 0.2782(3) -0.02936(8) 0.0126(4) Uani 1 1 d . . .
H15A H 0.2580 0.4106 -0.0301 0.015 Uiso 1 1 calc R . .
H15B H -0.0124 0.2636 -0.0285 0.015 Uiso 1 1 calc R . .
C16 C 0.2727(4) 0.1703(3) -0.08174(8) 0.0129(4) Uani 1 1 d . . .
H16A H 0.2035 0.0380 -0.0813 0.015 Uiso 1 1 calc R . .
H16B H 0.4758 0.1840 -0.0826 0.015 Uiso 1 1 calc R . .
C17 C 0.1571(5) 0.2372(3) -0.13351(8) 0.0158(4) Uani 1 1 d . . .
H17A H -0.0458 0.2247 -0.1324 0.019 Uiso 1 1 calc R . .
H17B H 0.2275 0.3693 -0.1340 0.019 Uiso 1 1 calc R . .
C18 C 0.2354(5) 0.1295(3) -0.18605(9) 0.0231(5) Uani 1 1 d . . .
H18A H 0.4360 0.1440 -0.1880 0.035 Uiso 1 1 calc R . .
H18B H 0.1565 0.1777 -0.2169 0.035 Uiso 1 1 calc R . .
H18C H 0.1629 -0.0011 -0.1863 0.035 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'
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
C8 Se1 C9 100.50(8) . . ?
C2 N1 C1 117.83(17) . . ?
N1 C1 C1 109.23(19) . 2_766 ?
N1 C2 C3 122.69(18) . . ?
C4 C3 C8 119.30(18) . . ?
C4 C3 C2 117.20(17) . . ?
C8 C3 C2 123.50(17) . . ?
C5 C4 C3 121.56(18) . . ?
C4 C5 C6 119.00(18) . . ?
C5 C6 C7 120.58(19) . . ?
C6 C7 C8 121.12(18) . . ?
C7 C8 C3 118.40(17) . . ?
C7 C8 Se1 121.67(14) . . ?
C3 C8 Se1 119.93(14) . . ?
C10 C9 Se1 114.25(13) . . ?
C9 C10 C11 112.16(16) . . ?
C12 C11 C10 113.16(15) . . ?
C11 C12 C13 112.80(16) . . ?
C14 C13 C12 113.81(15) . . ?
C15 C14 C13 113.24(15) . . ?
C14 C15 C16 114.04(16) . . ?
C15 C16 C17 113.06(16) . . ?
C18 C17 C16 113.55(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
Se1 C8 1.9183(18) . ?
Se1 C9 1.965(2) . ?
N1 C2 1.269(3) . ?
N1 C1 1.461(3) . ?
C1 C1 1.534(4) 2_766 ?
C2 C3 1.474(3) . ?
C3 C4 1.402(3) . ?
C3 C8 1.414(3) . ?
C4 C5 1.386(3) . ?
C5 C6 1.388(3) . ?
C6 C7 1.390(3) . ?
C7 C8 1.401(3) . ?
C9 C10 1.521(3) . ?
C10 C11 1.539(3) . ?
C11 C12 1.526(3) . ?
C12 C13 1.530(3) . ?
C13 C14 1.528(3) . ?
C14 C15 1.525(3) . ?
C15 C16 1.526(3) . ?
C16 C17 1.530(3) . ?
C17 C18 1.523(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101952651
