#------------------------------------------------------------------------------
#$Date: 2017-09-25 10:31:49 +0300 (Mon, 25 Sep 2017) $
#$Revision: 201242 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/73/1547328.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_1547328
loop_
_publ_author_name
'Heng-Yun Ye'
'Wei-Qiang Liao'
'Qionghua Zhou'
'Yi Zhang'
'Jinlan Wang'
'Yu-Meng You'
'Jin-Yun Wang'
'Zhong-Ning Chen'
'Peng-Fei Li'
'Da-Wei Fu'
'Songping D. Huang'
'and Ren-Gen Xiong'
_publ_section_title
;
 Dielectric and ferroelectric sensing based on molecular recognition in
 Cu(1,10-phenlothroline)2SeO4.(diol) systems
;
_journal_name_full               'Nature Communications'
_journal_page_first              14551
_journal_paper_doi               10.1038/ncomms14551
_journal_volume                  8
_journal_year                    2017
_chemical_formula_sum            'C27 H24 Cu N4 O6 Se'
_chemical_formula_weight         643.00
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                90
_cell_angle_beta                 123.38(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.582(8)
_cell_length_b                   13.248(8)
_cell_length_c                   13.324(5)
_cell_measurement_reflns_used    3727
_cell_measurement_temperature    333(2)
_cell_measurement_theta_max      27.5087
_cell_measurement_theta_min      3.2296
_cell_volume                     2592(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      333(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Rigaku saturn 724'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14028
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_min         3.231
_exptl_absorpt_coefficient_mu    2.298
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8600
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_description       block
_exptl_crystal_F_000             1300
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details
;
 Flack x determined using 1471 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.022(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4870
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0520P)²+1.1458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0955
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.962
_reflns_number_gt                4281
_reflns_number_total             4870
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ncomms14551-s10.cif
_cod_data_source_block           Propane-1-2-diol-T333K
_cod_database_code               1547328
_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.
;
loop_
_space_group_symop_operation_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'
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
Cu1 Cu 0.15134(16) 0.70300(3) 0.2940(4) 0.03478(15) Uani 1 1 d . . . . .
Se1 Se 0.14299(7) 0.4579(2) 0.31144(15) 0.0281(8) Uani 0.528(15) 1 d . . P A 1
Se1' Se 0.15629(19) 0.4570(2) 0.2769(2) 0.0316(11) Uani 0.472(15) 1 d . . P A 2
O1 O 0.2384(5) 0.4006(7) 0.3437(9) 0.073(3) Uani 1 1 d . . . . .
O2 O 0.1521(9) 0.4803(9) 0.4390(10) 0.042(3) Uani 0.528(15) 1 d . . P A 1
O2' O 0.1482(10) 0.4793(13) 0.1539(12) 0.055(4) Uani 0.472(15) 1 d . . P A 2
O3 O 0.1224(9) 0.5654(8) 0.2336(11) 0.042(4) Uani 0.528(15) 1 d . . P A 1
O3' O 0.1767(12) 0.5651(8) 0.3501(17) 0.064(6) Uani 0.472(15) 1 d . . P A 2
O4 O 0.0573(5) 0.3887(6) 0.2316(8) 0.0565(17) Uani 1 1 d . . . . .
C1 C 0.0467(7) 0.8297(8) 0.0533(9) 0.046(2) Uani 1 1 d . . . . .
H1A H 0.0886 0.8045 0.0357 0.055 Uiso 1 1 calc R U . . .
C2 C -0.0189(9) 0.9006(11) -0.0278(11) 0.060(3) Uani 1 1 d . . . . .
H2A H -0.0179 0.9274 -0.0932 0.072 Uiso 1 1 calc R U . . .
C3 C -0.0843(8) 0.9286(8) -0.0063(10) 0.051(3) Uani 1 1 d . . . . .
H3A H -0.1332 0.9706 -0.0627 0.061 Uiso 1 1 calc R U . . .
C4 C -0.0802(7) 0.8968(8) 0.0958(9) 0.042(2) Uani 1 1 d . . . . .
C5 C -0.1446(7) 0.9276(7) 0.1208(10) 0.046(2) Uani 1 1 d . . . . .
H5A H -0.1909 0.9744 0.0695 0.055 Uiso 1 1 calc R U . . .
C6 C -0.1403(7) 0.8901(9) 0.2188(12) 0.054(3) Uani 1 1 d . . . . .
H6A H -0.1846 0.9114 0.2342 0.064 Uiso 1 1 calc R U . . .
C7 C -0.0711(6) 0.8188(8) 0.3008(9) 0.040(2) Uani 1 1 d . . . . .
C8 C -0.0661(8) 0.7730(8) 0.3959(11) 0.049(2) Uani 1 1 d . . . . .
H8A H -0.1096 0.7889 0.4148 0.059 Uiso 1 1 calc R U . . .
C9 C 0.0019(8) 0.7033(9) 0.4651(12) 0.055(3) Uani 1 1 d . . . . .
H9A H 0.0082 0.6743 0.5346 0.066 Uiso 1 1 calc R U . . .
C10 C 0.0629(7) 0.6758(8) 0.4287(10) 0.047(2) Uani 1 1 d . . . . .
H10A H 0.1077 0.6254 0.4730 0.056 Uiso 1 1 calc R U . . .
C11 C -0.0060(6) 0.7894(6) 0.2709(10) 0.037(2) Uani 1 1 d . . . . .
C12 C -0.0103(5) 0.8273(6) 0.1713(8) 0.0308(16) Uani 1 1 d . . . . .
C13 C 0.2556(8) 0.8319(9) 0.5380(10) 0.054(3) Uani 1 1 d . . . . .
H13A H 0.2113 0.8122 0.5538 0.064 Uiso 1 1 calc R U . . .
C14 C 0.3704(6) 0.8164(8) 0.2893(9) 0.042(2) Uani 1 1 d . . . . .
C74 C 0.3253(8) 0.8953(10) 0.6173(10) 0.052(2) Uani 1 1 d . . . . .
H14A H 0.3311 0.9125 0.6905 0.062 Uiso 1 1 calc R U . . .
C15 C 0.3860(9) 0.9343(9) 0.5946(11) 0.056(3) Uani 1 1 d . . . . .
H15A H 0.4287 0.9845 0.6449 0.067 Uiso 1 1 calc R U . . .
C16 C 0.3827(6) 0.8966(8) 0.4927(9) 0.040(2) Uani 1 1 d . . . . .
C17 C 0.4451(8) 0.9243(9) 0.4582(11) 0.053(3) Uani 1 1 d . . . . .
H17A H 0.4922 0.9712 0.5071 0.064 Uiso 1 1 calc R U . . .
C18 C 0.4399(7) 0.8878(9) 0.3622(10) 0.048(2) Uani 1 1 d . . . . .
H18A H 0.4817 0.9089 0.3423 0.057 Uiso 1 1 calc R U . . .
C20 C 0.3600(7) 0.7712(9) 0.1814(12) 0.052(3) Uani 1 1 d . . . . .
H20A H 0.3985 0.7915 0.1558 0.063 Uiso 1 1 calc R U . . .
C21 C 0.2962(8) 0.7019(8) 0.1203(11) 0.047(3) Uani 1 1 d . . . . .
H21A H 0.2925 0.6685 0.0546 0.056 Uiso 1 1 calc R U . . .
C22 C 0.2371(6) 0.6784(8) 0.1501(8) 0.043(2) Uani 1 1 d . . . . .
H22A H 0.1909 0.6303 0.1021 0.052 Uiso 1 1 calc R U . . .
C23 C 0.3076(6) 0.7864(6) 0.3123(8) 0.0317(18) Uani 1 1 d . . . . .
C24 C 0.3136(6) 0.8307(7) 0.4192(9) 0.0370(19) Uani 1 1 d . . . . .
N1 N 0.2394(5) 0.7197(5) 0.2459(8) 0.0368(17) Uani 1 1 d . . . . .
N2 N 0.2490(5) 0.7966(6) 0.4362(8) 0.0358(18) Uani 1 1 d . . . . .
N3 N 0.0537(6) 0.7972(6) 0.1480(9) 0.0387(19) Uani 1 1 d . . . . .
N4 N 0.0586(5) 0.7172(5) 0.3386(8) 0.0350(17) Uani 1 1 d . . . . .
C25 C 0.1278(15) 0.0294(9) 0.3601(16) 0.179(8) Uani 1 1 d D . . . .
H25A H 0.1505 -0.0231 0.3311 0.268 Uiso 1 1 calc R U . . .
H25B H 0.1696 0.0365 0.4473 0.268 Uiso 1 1 calc R U . . .
H25C H 0.0673 0.0103 0.3408 0.268 Uiso 1 1 calc R U . . .
C26 C 0.122(2) 0.1248(12) 0.302(3) 0.234(14) Uani 1 1 d D . . . .
H26A H 0.0718 0.1136 0.2163 0.280 Uiso 1 1 calc R U . . .
C27 C 0.1984(13) 0.1305(10) 0.3003(14) 0.117(6) Uani 1 1 d . . . . .
H27A H 0.2072 0.0647 0.2728 0.140 Uiso 1 1 calc R U . . .
H27B H 0.2513 0.1412 0.3835 0.140 Uiso 1 1 calc R U . . .
O5 O 0.1989(8) 0.2067(6) 0.2270(10) 0.094(3) Uani 1 1 d . . . . .
H5D H 0.2075 0.2645 0.2597 0.113 Uiso 1 1 d R U . . .
O6 O 0.0911(7) 0.2013(7) 0.3371(13) 0.104(4) Uani 1 1 d . . . . .
H6D H 0.0790 0.2549 0.2956 0.125 Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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
O3' Cu1 N1 100.1(6) . .
O3 Cu1 N1 92.5(4) . .
O3' Cu1 N4 91.5(6) . .
O3 Cu1 N4 97.9(4) . .
N1 Cu1 N4 168.21(14) . .
O3' Cu1 N2 107.8(6) . .
O3 Cu1 N2 144.8(4) . .
N1 Cu1 N2 80.3(3) . .
N4 Cu1 N2 94.0(3) . .
O3' Cu1 N3 143.1(6) . .
O3 Cu1 N3 105.8(4) . .
N1 Cu1 N3 91.1(3) . .
N4 Cu1 N3 80.8(3) . .
N2 Cu1 N3 108.70(14) . .
O4 Se1 O2 108.4(6) . .
O4 Se1 O1 111.2(4) . .
O2 Se1 O1 107.7(6) . .
O4 Se1 O3 106.0(6) . .
O2 Se1 O3 110.5(6) . .
O1 Se1 O3 113.0(7) . .
O1 Se1' O2' 103.1(9) . .
O1 Se1' O3' 105.6(7) . .
O2' Se1' O3' 108.3(9) . .
O1 Se1' O4 114.8(4) . .
O2' Se1' O4 103.5(6) . .
O3' Se1' O4 120.1(9) . .
Se1 O3 Cu1 128.4(7) . .
Se1' O3' Cu1 131.4(11) . .
N3 C1 C2 125.1(9) . .
C3 C2 C1 116.2(10) . .
C2 C3 C4 121.5(10) . .
C3 C4 C5 122.0(10) . .
C3 C4 C12 116.7(9) . .
C5 C4 C12 121.2(8) . .
C6 C5 C4 119.7(9) . .
C5 C6 C7 122.7(8) . .
C8 C7 C6 126.0(9) . .
C8 C7 C11 118.5(10) . .
C6 C7 C11 115.4(9) . .
C7 C8 C9 120.4(10) . .
C8 C9 C10 118.2(11) . .
N4 C10 C9 122.2(10) . .
N4 C11 C12 118.2(7) . .
N4 C11 C7 119.7(9) . .
C12 C11 C7 121.9(8) . .
N3 C12 C11 119.3(7) . .
N3 C12 C4 121.6(8) . .
C11 C12 C4 119.1(7) . .
N2 C13 C74 121.4(10) . .
C23 C14 C18 122.7(9) . .
C23 C14 C20 115.0(9) . .
C18 C14 C20 122.3(9) . .
C15 C74 C13 122.3(10) . .
C74 C15 C16 117.1(10) . .
C24 C16 C15 117.4(9) . .
C24 C16 C17 117.5(9) . .
C15 C16 C17 125.1(10) . .
C18 C17 C16 123.5(10) . .
C17 C18 C14 118.6(9) . .
C21 C20 C14 119.3(9) . .
C20 C21 C22 120.8(10) . .
C21 C22 N1 123.7(9) . .
N1 C23 C14 125.5(9) . .
N1 C23 C24 116.9(8) . .
C14 C23 C24 117.6(8) . .
N2 C24 C16 126.0(8) . .
N2 C24 C23 113.9(8) . .
C16 C24 C23 120.0(7) . .
C23 N1 C22 115.6(8) . .
C23 N1 Cu1 115.4(6) . .
C22 N1 Cu1 128.9(6) . .
C24 N2 C13 115.3(8) . .
C24 N2 Cu1 112.8(6) . .
C13 N2 Cu1 131.8(7) . .
C1 N3 C12 118.6(7) . .
C1 N3 Cu1 133.4(6) . .
C12 N3 Cu1 108.0(6) . .
C10 N4 C11 120.9(8) . .
C10 N4 Cu1 126.2(6) . .
C11 N4 Cu1 112.2(6) . .
O6 C26 C27 124(2) . .
O6 C26 C25 113.4(16) . .
C27 C26 C25 106.0(19) . .
C26 C27 O5 115.9(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3' 1.931(11) .
Cu1 O3 1.943(11) .
Cu1 N1 1.988(8) .
Cu1 N4 2.029(7) .
Cu1 N2 2.120(8) .
Cu1 N3 2.148(8) .
Se1 O4 1.574(8) .
Se1 O2 1.645(13) .
Se1 O1 1.667(9) .
Se1 O3 1.680(11) .
Se1' O1 1.421(9) .
Se1' O2' 1.593(16) .
Se1' O3' 1.657(14) .
Se1' O4 1.748(10) .
C1 N3 1.273(12) .
C1 C2 1.418(16) .
C2 C3 1.380(18) .
C3 C4 1.388(15) .
C4 C5 1.405(15) .
C4 C12 1.417(12) .
C5 C6 1.360(17) .
C6 C7 1.450(15) .
C7 C8 1.365(14) .
C7 C11 1.457(12) .
C8 C9 1.385(15) .
C9 C10 1.446(15) .
C10 N4 1.283(13) .
C11 N4 1.375(11) .
C11 C12 1.381(13) .
C12 N3 1.381(11) .
C13 N2 1.377(12) .
C13 C74 1.377(16) .
C14 C23 1.356(13) .
C14 C18 1.424(14) .
C14 C20 1.473(14) .
C74 C15 1.361(17) .
C15 C16 1.418(15) .
C16 C24 1.374(13) .
C16 C17 1.452(14) .
C17 C18 1.322(16) .
C20 C21 1.326(15) .
C21 C22 1.337(14) .
C22 N1 1.368(12) .
C23 N1 1.354(11) .
C23 C24 1.490(11) .
C24 N2 1.352(11) .
C25 C26 1.454(16) .
C26 O6 1.35(2) .
C26 C27 1.36(2) .
C27 O5 1.408(15) .
