#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/21/7052149.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_7052149
loop_
_publ_author_name
'Bruce, Jocelyn C.'
'Revaprasadu, Neerish'
'Koch, Klaus R.'
_publ_section_title
;
 Cadmium(ii) complexes of N,N-diethyl-N′-benzoylthio(seleno)urea
 as single-source precursors for the preparation of CdS and CdSe
 nanoparticles
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1647
_journal_paper_doi               10.1039/b618254b
_journal_volume                  31
_journal_year                    2007
_chemical_formula_moiety         'C12 H16 N2 O Se'
_chemical_formula_sum            'C12 H16 N2 O Se'
_chemical_formula_weight         283.23
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.93(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.562(4)
_cell_length_b                   8.4423(17)
_cell_length_c                   14.824(3)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.141
_cell_measurement_theta_min      2.6255
_cell_volume                     2461.8(9)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
;
X-Seed (Barbour, 2001; Atwood & Barbour, 2003)
;
_computing_publication_material
;
X-Seed
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0176
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7430
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.24
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    3.032
_exptl_absorpt_correction_T_max  0.672
_exptl_absorpt_correction_T_min  0.607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Blessing, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2851
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0228
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0319P)²+1.7352P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0592
_reflns_number_gt                2654
_reflns_number_total             2851
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b618254b.txt
_cod_data_source_block           1
_cod_original_cell_volume        2461.7(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7052149
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.534427(7) 0.563531(18) 0.154604(10) 0.01744(7) Uani 1 1 d . . .
O1 O 0.64609(6) 0.16666(13) 0.15919(8) 0.0197(2) Uani 1 1 d . . .
C4 C 0.56909(8) -0.1353(2) -0.14435(12) 0.0222(3) Uani 1 1 d . . .
H4 H 0.5600 -0.2127 -0.1930 0.027 Uiso 1 1 calc R . .
N2 N 0.67173(6) 0.52047(15) 0.16692(9) 0.0149(2) Uani 1 1 d . . .
C6 C 0.58848(8) -0.06814(18) 0.01931(12) 0.0182(3) Uani 1 1 d . . .
H6 H 0.5926 -0.0995 0.0823 0.022 Uiso 1 1 calc R . .
N1 N 0.59756(6) 0.36192(15) 0.05455(9) 0.0151(3) Uani 1 1 d . . .
C11 C 0.68898(8) 0.63257(18) 0.24629(10) 0.0167(3) Uani 1 1 d . . .
H11A H 0.6519 0.7110 0.2380 0.020 Uiso 1 1 calc R . .
H11B H 0.7310 0.6904 0.2471 0.020 Uiso 1 1 calc R . .
C3 C 0.57781(8) 0.0223(2) -0.16509(11) 0.0206(3) Uani 1 1 d . . .
H3 H 0.5747 0.0527 -0.2279 0.025 Uiso 1 1 calc R . .
C9 C 0.73018(7) 0.47124(18) 0.13411(11) 0.0163(3) Uani 1 1 d . . .
H9A H 0.7198 0.3691 0.1002 0.020 Uiso 1 1 calc R . .
H9B H 0.7707 0.4561 0.1891 0.020 Uiso 1 1 calc R . .
C2 C 0.59117(7) 0.13576(18) -0.09391(11) 0.0173(3) Uani 1 1 d . . .
H2 H 0.5962 0.2439 -0.1084 0.021 Uiso 1 1 calc R . .
C12 C 0.69945(9) 0.5459(2) 0.33941(11) 0.0223(3) Uani 1 1 d . . .
H12A H 0.6578 0.4886 0.3385 0.033 Uiso 1 1 calc R . .
H12B H 0.7102 0.6227 0.3912 0.033 Uiso 1 1 calc R . .
H12C H 0.7371 0.4707 0.3485 0.033 Uiso 1 1 calc R . .
C1 C 0.59721(7) 0.09076(18) -0.00129(11) 0.0156(3) Uani 1 1 d . . .
C10 C 0.74497(9) 0.5960(2) 0.06914(12) 0.0206(3) Uani 1 1 d . . .
H10A H 0.7042 0.6138 0.0161 0.031 Uiso 1 1 calc R . .
H10B H 0.7822 0.5597 0.0453 0.031 Uiso 1 1 calc R . .
H10C H 0.7581 0.6952 0.1041 0.031 Uiso 1 1 calc R . .
C8 C 0.60807(7) 0.47943(18) 0.12555(10) 0.0140(3) Uani 1 1 d . . .
C7 C 0.61546(7) 0.20570(18) 0.07864(10) 0.0154(3) Uani 1 1 d . . .
C5 C 0.57376(8) -0.17972(19) -0.05228(12) 0.0211(3) Uani 1 1 d . . .
H5 H 0.5668 -0.2872 -0.0385 0.025 Uiso 1 1 calc R . .
H1 H 0.5619 0.3803 0.0098 0.016(4) Uiso 1 1 d 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'
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
C3 C4 C5 119.93(15) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C8 N2 C11 121.08(13) . . ?
C8 N2 C9 124.30(13) . . ?
C11 N2 C9 114.43(12) . . ?
C5 C6 C1 119.89(15) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C7 N1 C8 120.19(12) . . ?
C7 N1 H1 118.7 . . ?
C8 N1 H1 111.3 . . ?
N2 C11 C12 110.74(12) . . ?
N2 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C4 C3 C2 120.07(15) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
N2 C9 C10 110.22(12) . . ?
N2 C9 H9A 109.6 . . ?
C10 C9 H9A 109.6 . . ?
N2 C9 H9B 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C3 C2 C1 120.01(15) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2 C1 C6 119.71(15) . . ?
C2 C1 C7 122.28(14) . . ?
C6 C1 C7 117.96(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C8 N1 116.43(13) . . ?
N2 C8 Se1 124.35(11) . . ?
N1 C8 Se1 119.21(10) . . ?
O1 C7 N1 122.03(14) . . ?
O1 C7 C1 122.64(14) . . ?
N1 C7 C1 115.28(13) . . ?
C6 C5 C4 120.36(15) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
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 1.8337(15) . ?
O1 C7 1.2220(19) . ?
C4 C3 1.389(3) . ?
C4 C5 1.391(2) . ?
C4 H4 0.9500 . ?
N2 C8 1.3198(19) . ?
N2 C11 1.4706(19) . ?
N2 C9 1.4813(19) . ?
C6 C5 1.385(2) . ?
C6 C1 1.399(2) . ?
C6 H6 0.9500 . ?
N1 C7 1.3877(19) . ?
N1 C8 1.4165(19) . ?
N1 H1 0.8480 . ?
C11 C12 1.521(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C3 C2 1.392(2) . ?
C3 H3 0.9500 . ?
C9 C10 1.517(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C2 C1 1.395(2) . ?
C2 H2 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C1 C7 1.492(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C5 H5 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Se1 0.85 2.70 3.5318(18) 168.4 5_665
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
C8 N2 C11 C12 87.98(17) . . . . ?
C9 N2 C11 C12 -96.94(15) . . . . ?
C5 C4 C3 C2 0.0(2) . . . . ?
C8 N2 C9 C10 93.52(18) . . . . ?
C11 N2 C9 C10 -81.38(16) . . . . ?
C4 C3 C2 C1 1.3(2) . . . . ?
C3 C2 C1 C6 -1.2(2) . . . . ?
C3 C2 C1 C7 176.36(14) . . . . ?
C5 C6 C1 C2 -0.1(2) . . . . ?
C5 C6 C1 C7 -177.84(13) . . . . ?
C11 N2 C8 N1 -175.45(12) . . . . ?
C9 N2 C8 N1 10.0(2) . . . . ?
C11 N2 C8 Se1 4.3(2) . . . . ?
C9 N2 C8 Se1 -170.29(11) . . . . ?
C7 N1 C8 N2 71.41(18) . . . . ?
C7 N1 C8 Se1 -108.34(13) . . . . ?
C8 N1 C7 O1 -6.8(2) . . . . ?
C8 N1 C7 C1 175.58(12) . . . . ?
C2 C1 C7 O1 -150.58(15) . . . . ?
C6 C1 C7 O1 27.1(2) . . . . ?
C2 C1 C7 N1 27.0(2) . . . . ?
C6 C1 C7 N1 -155.37(14) . . . . ?
C1 C6 C5 C4 1.4(2) . . . . ?
C3 C4 C5 C6 -1.4(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21141599
2 PubChem 13767569
