#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:23:46 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179058 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/20/4302053.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_4302053
loop_
_publ_author_name
'Antonio Sousa-Pedrares'
'María Luz Durán'
'José Arturo García-Vázquez'
'Jaime Romero'
'Antonio Sousa'
'José A. Real'
_publ_section_title
;
Synthesis and X-ray Structures of a Series of Heteroleptic Selenites of
Copper
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4031
_journal_page_last               4043
_journal_paper_doi               10.1021/ic8019099
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C12 H12 Cu N2 O5 Se'
_chemical_formula_weight         406.74
_chemical_name_systematic
;
 ?
;
_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                 104.1590(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.7502(5)
_cell_length_b                   14.0656(3)
_cell_length_c                   11.1977(3)
_cell_measurement_temperature    293(2)
_cell_volume                     3016.20(13)
_computing_cell_refinement       'BRUKER Smart'
_computing_data_collection       'BRUKER Smart'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Smart-CCD-1000 BRUKER'
_diffrn_measurement_method       'omega 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  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0661
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10170
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    3.882
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.517930
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.361
_refine_diff_density_min         -2.493
_refine_diff_density_rms         0.247
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3702
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.970
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0663
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1106P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1663
_reflns_number_gt                2670
_reflns_number_total             3702
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic8019099_si_001_1.cif
_cod_data_source_block           Compound1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4302053
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
Cu1 Cu 0.57620(3) -0.08008(5) 0.36751(6) 0.0315(2) Uani 1 1 d . . .
Se1 Se 0.44423(2) 0.05480(4) 0.35577(4) 0.02760(18) Uani 1 1 d . . .
O1 O 0.48143(18) -0.0549(3) 0.3771(3) 0.0334(8) Uani 1 1 d . . .
O2 O 0.4050(2) 0.0446(3) 0.2011(3) 0.0366(9) Uani 1 1 d . . .
O3 O 0.37842(19) 0.0429(3) 0.4237(4) 0.0379(9) Uani 1 1 d . . .
N1 N 0.5543(2) -0.2190(3) 0.3946(4) 0.0353(10) Uani 1 1 d . . .
N2 N 0.6657(2) -0.1399(4) 0.3467(4) 0.0395(11) Uani 1 1 d . . .
C1 C 0.4962(3) -0.2570(5) 0.4169(6) 0.0452(14) Uani 1 1 d . . .
H1 H 0.4610 -0.2166 0.4281 0.054 Uiso 1 1 calc R . .
C2 C 0.4870(4) -0.3552(5) 0.4239(7) 0.0595(18) Uani 1 1 d . . .
H2 H 0.4458 -0.3796 0.4378 0.071 Uiso 1 1 calc R . .
C3 C 0.5395(5) -0.4155(5) 0.4099(8) 0.065(2) Uani 1 1 d . . .
H3 H 0.5337 -0.4809 0.4138 0.078 Uiso 1 1 calc R . .
C4 C 0.6015(4) -0.3784(5) 0.3898(6) 0.0514(16) Uani 1 1 d . . .
C5 C 0.6053(3) -0.2797(4) 0.3806(5) 0.0382(13) Uani 1 1 d . . .
C6 C 0.6661(3) -0.2362(5) 0.3568(5) 0.0402(13) Uani 1 1 d . . .
C7 C 0.7222(3) -0.2926(6) 0.3421(6) 0.0539(18) Uani 1 1 d . . .
C8 C 0.7803(4) -0.2455(7) 0.3212(6) 0.068(2) Uani 1 1 d . . .
H8 H 0.8188 -0.2803 0.3122 0.081 Uiso 1 1 calc R . .
C9 C 0.7809(4) -0.1490(7) 0.3141(7) 0.068(2) Uani 1 1 d . . .
H9 H 0.8197 -0.1176 0.3004 0.082 Uiso 1 1 calc R . .
C10 C 0.7211(3) -0.0957(6) 0.3279(6) 0.0545(18) Uani 1 1 d . . .
H10 H 0.7215 -0.0297 0.3234 0.065 Uiso 1 1 calc R . .
C11 C 0.6597(5) -0.4329(6) 0.3739(8) 0.072(2) Uani 1 1 d . . .
H11 H 0.6577 -0.4988 0.3781 0.087 Uiso 1 1 calc R . .
C12 C 0.7165(4) -0.3928(7) 0.3535(7) 0.072(2) Uani 1 1 d . . .
H12 H 0.7536 -0.4312 0.3465 0.086 Uiso 1 1 calc R . .
O1S O 0.3221(4) 0.1261(5) -0.0036(6) 0.0783(18) Uani 1 1 d D . .
H1SA H 0.310(7) 0.083(5) -0.051(6) 0.13(5) Uiso 1 1 d D . .
H1SB H 0.335(5) 0.105(6) 0.065(3) 0.10(4) Uiso 1 1 d D . .
O2S O 0.1748(4) 0.1699(6) -0.0018(8) 0.099(2) Uani 1 1 d D . .
H2SA H 0.206(4) 0.155(7) -0.033(10) 0.13(5) Uiso 1 1 d D . .
H2SB H 0.187(4) 0.222(3) 0.026(7) 0.07(3) Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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'
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
O1 Cu1 O2 97.78(16) . 2_655 ?
O1 Cu1 N2 165.48(19) . . ?
O2 Cu1 N2 94.07(19) 2_655 . ?
O1 Cu1 N1 85.64(16) . . ?
O2 Cu1 N1 165.91(17) 2_655 . ?
N2 Cu1 N1 80.9(2) . . ?
O1 Cu1 O3 92.45(14) . 5_656 ?
O2 Cu1 O3 97.26(14) 2_655 5_656 ?
N2 Cu1 O3 94.36(16) . 5_656 ?
N1 Cu1 O3 96.24(16) . 5_656 ?
O3 Se1 O1 101.70(17) . . ?
O3 Se1 O2 103.9(2) . . ?
O1 Se1 O2 97.96(18) . . ?
Se1 O1 Cu1 123.3(2) . . ?
Se1 O2 Cu1 112.45(19) . 2_655 ?
Se1 O3 Cu1 106.35(19) . 5_656 ?
C1 N1 C5 117.6(5) . . ?
C1 N1 Cu1 129.1(4) . . ?
C5 N1 Cu1 113.2(4) . . ?
C10 N2 C6 119.7(5) . . ?
C10 N2 Cu1 127.2(5) . . ?
C6 N2 Cu1 113.1(4) . . ?
N1 C1 C2 122.1(6) . . ?
C3 C2 C1 119.3(7) . . ?
C2 C3 C4 120.1(7) . . ?
C5 C4 C3 116.6(6) . . ?
C5 C4 C11 117.7(7) . . ?
C3 C4 C11 125.7(7) . . ?
N1 C5 C4 124.2(6) . . ?
N1 C5 C6 115.7(5) . . ?
C4 C5 C6 120.1(5) . . ?
N2 C6 C7 122.7(6) . . ?
N2 C6 C5 117.0(5) . . ?
C7 C6 C5 120.3(6) . . ?
C8 C7 C6 117.3(7) . . ?
C8 C7 C12 125.0(7) . . ?
C6 C7 C12 117.7(7) . . ?
C9 C8 C7 120.2(6) . . ?
C8 C9 C10 119.6(7) . . ?
N2 C10 C9 120.5(7) . . ?
C12 C11 C4 122.3(8) . . ?
C11 C12 C7 121.9(6) . . ?
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
Cu1 O1 1.934(3) . ?
Cu1 O2 1.986(4) 2_655 ?
Cu1 N2 2.022(4) . ?
Cu1 N1 2.040(5) . ?
Cu1 O3 2.349(4) 5_656 ?
Se1 O3 1.667(3) . ?
Se1 O1 1.700(4) . ?
Se1 O2 1.722(4) . ?
O2 Cu1 1.986(4) 2_655 ?
O3 Cu1 2.349(4) 5_656 ?
N1 C1 1.343(7) . ?
N1 C5 1.357(6) . ?
N2 C10 1.319(8) . ?
N2 C6 1.360(8) . ?
C1 C2 1.398(9) . ?
C2 C3 1.378(10) . ?
C3 C4 1.398(11) . ?
C4 C5 1.396(9) . ?
C4 C11 1.429(10) . ?
C5 C6 1.429(8) . ?
C6 C7 1.405(7) . ?
C7 C8 1.392(11) . ?
C7 C12 1.423(12) . ?
C8 C9 1.361(12) . ?
C9 C10 1.438(9) . ?
C11 C12 1.323(13) . ?
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
O1S H1SB O2 0.80(2) 1.98(5) 2.721(7) 153(10) .
O1S H1SA O3 0.80(2) 2.28(10) 2.826(7) 126(11) 6
O2S H2SA O1S 0.81(2) 2.27(7) 2.979(11) 147(11) .
O2S H2SB O1S 0.81(2) 2.15(5) 2.871(11) 148(8) 7
