#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:10:31 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/17/7231743.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_7231743
loop_
_publ_author_name
'Lu, Yan-Na'
'Peng, Jun-Ling'
'Zhou, Xia'
'Wu, Jian-Zhong'
'Ou, Yong-Cong'
'Cai, Yue-Peng'
_publ_section_title
;
 Rapid naked-eye luminescence detection of carbonate ion through
 acetonitrile hydrolysis induced europium complexes
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              7574
_journal_paper_doi               10.1039/C8CE01414K
_journal_volume                  20
_journal_year                    2018
_chemical_formula_sum            'C23 H16 N5 O7 Tb'
_chemical_formula_weight         633.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2018-08-06 deposited with the CCDC.
2018-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.802(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.764(8)
_cell_length_b                   7.932(4)
_cell_length_c                   18.869(9)
_cell_measurement_reflns_used    2492
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      2.51
_cell_volume                     2358(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker APEX2'
_computing_publication_material  'Bruker APEX2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11615
_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         25.243
_diffrn_reflns_theta_min         1.658
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.053
_exptl_absorpt_correction_T_max  0.6928
_exptl_absorpt_correction_T_min  0.5834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2002)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         2.047
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.174
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4277
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0537
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0831P)²+3.1147P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1431
_refine_ls_wR_factor_ref         0.1660
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2830
_reflns_number_total             4277
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce01414k2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7231742--7231745.cif.'
_cod_database_code               7231743
_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   0.580
_shelx_estimated_absorpt_t_max   0.711
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
C1 C 0.7550(8) 0.8537(14) 0.1134(6) 0.061(3) Uani 1 1 d . .
H1 H 0.742719 0.846162 0.064959 0.073 Uiso 1 1 calc R U
C2 C 0.6902(7) 0.9032(15) 0.1575(5) 0.063(3) Uani 1 1 d . .
H2 H 0.636097 0.928307 0.139370 0.075 Uiso 1 1 calc R U
C3 C 0.7100(7) 0.9136(13) 0.2303(5) 0.055(3) Uani 1 1 d . .
H3 H 0.668101 0.944478 0.261440 0.066 Uiso 1 1 calc R U
C4 C 0.7914(7) 0.8785(13) 0.2567(5) 0.047(3) Uani 1 1 d . .
C5 C 0.8529(6) 0.8267(11) 0.2071(5) 0.043(2) Uani 1 1 d . .
C6 C 0.9391(6) 0.7861(11) 0.2304(5) 0.045(2) Uani 1 1 d . .
C7 C 1.0737(7) 0.6990(13) 0.1999(6) 0.056(3) Uani 1 1 d . .
H7 H 1.111977 0.670340 0.165407 0.067 Uiso 1 1 calc R U
C8 C 1.1000(7) 0.6923(13) 0.2704(6) 0.059(3) Uani 1 1 d . .
H8 H 1.155006 0.658545 0.282594 0.071 Uiso 1 1 calc R U
C9 C 1.0446(8) 0.7359(14) 0.3232(5) 0.056(3) Uani 1 1 d . .
H9 H 1.062367 0.732268 0.370644 0.067 Uiso 1 1 calc R U
C10 C 0.9619(7) 0.7852(13) 0.3043(5) 0.049(3) Uani 1 1 d . .
C11 C 0.8988(7) 0.8357(12) 0.3519(5) 0.050(3) Uani 1 1 d . .
C12 C 0.8177(6) 0.8806(13) 0.3276(5) 0.045(2) Uani 1 1 d . .
C13 C 0.8324(7) 0.9026(14) 0.4452(5) 0.051(3) Uani 1 1 d . .
C14 C 0.6893(7) 0.4350(13) -0.0195(5) 0.052(3) Uani 1 1 d . .
C15 C 0.7665(7) 0.5255(12) -0.0357(5) 0.050(3) Uani 1 1 d . .
C16 C 0.7804(8) 0.5545(15) -0.1097(5) 0.060(3) Uani 1 1 d . .
H16 H 0.826615 0.619052 -0.122599 0.072 Uiso 1 1 calc R U
C17 C 0.7279(8) 0.4904(16) -0.1610(6) 0.063(3) Uani 1 1 d . .
H17 H 0.740224 0.506681 -0.208416 0.076 Uiso 1 1 calc R U
C18 C 0.6565(8) 0.4012(17) -0.1439(5) 0.067(3) Uani 1 1 d . .
C19 C 0.6345(8) 0.3746(15) -0.0725(5) 0.062(3) Uani 1 1 d . .
H19 H 0.584897 0.318330 -0.061547 0.075 Uiso 1 1 calc R U
C20 C 1.1184(7) 0.9396(12) 0.0410(5) 0.045(2) Uani 1 1 d . .
C21 C 1.2000(8) 0.9570(16) 0.0849(7) 0.086(4) Uani 1 1 d . .
H21A H 1.247563 0.940788 0.055037 0.129 Uiso 1 1 calc R U
H21B H 1.201375 0.873654 0.121785 0.129 Uiso 1 1 calc R U
H21C H 1.202826 1.067449 0.105555 0.129 Uiso 1 1 calc R U
C22 C 0.9596(6) 0.3599(12) 0.1090(5) 0.041(2) Uani 1 1 d . .
C23 C 0.9654(8) 0.1821(12) 0.1357(6) 0.060(3) Uani 1 1 d . .
H23A H 1.022638 0.158799 0.151761 0.090 Uiso 1 1 calc R U
H23B H 0.949478 0.105717 0.098140 0.090 Uiso 1 1 calc R U
H23C H 0.927896 0.167792 0.174365 0.090 Uiso 1 1 calc R U
N1 N 0.8335(5) 0.8165(9) 0.1364(4) 0.0441(19) Uani 1 1 d . .
N2 N 0.9950(6) 0.7453(10) 0.1798(4) 0.048(2) Uani 1 1 d . .
N3 N 0.9071(6) 0.8500(11) 0.4247(4) 0.053(2) Uani 1 1 d . .
N4 N 0.7770(6) 0.9228(10) 0.3886(4) 0.051(2) Uani 1 1 d . .
H4 H 0.725317 0.956475 0.390730 0.061 Uiso 1 1 calc R U
N5 N 0.6031(10) 0.3152(18) -0.1985(6) 0.099(4) Uani 1 1 d . .
O1 O 0.8190(5) 0.5788(8) 0.0124(3) 0.0527(18) Uani 1 1 d . .
O2 O 0.6341(8) 0.3131(19) -0.2585(5) 0.148(6) Uani 1 1 d . .
O3 O 0.5325(9) 0.261(2) -0.1819(6) 0.138(5) Uani 1 1 d . .
O4 O 1.0777(5) 0.8080(8) 0.0461(4) 0.0518(18) Uani 1 1 d . .
O5 O 0.9006(4) 0.9360(8) -0.0034(3) 0.0542(18) Uani 1 1 d . .
O6 O 1.0106(4) 0.4087(8) 0.0617(3) 0.0439(16) Uani 1 1 d . .
O7 O 0.9077(4) 0.4602(8) 0.1322(3) 0.0525(18) Uani 1 1 d . .
Tb1 Tb 0.94186(3) 0.69381(5) 0.05135(2) 0.0428(2) Uani 1 1 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Tb Tb -0.1723 4.1537 '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
N1 C1 C2 123.9(10) . .
C1 C2 C3 117.2(11) . .
C4 C3 C2 120.9(9) . .
C12 C4 C3 125.9(9) . .
C12 C4 C5 116.5(10) . .
C3 C4 C5 117.4(9) . .
N1 C5 C4 121.6(9) . .
N1 C5 C6 117.5(8) . .
C4 C5 C6 120.9(9) . .
N2 C6 C10 122.4(9) . .
N2 C6 C5 117.6(9) . .
C10 C6 C5 120.1(9) . .
N2 C7 C8 122.1(9) . .
C7 C8 C9 120.3(10) . .
C8 C9 C10 119.3(10) . .
C9 C10 C11 125.8(9) . .
C9 C10 C6 117.1(9) . .
C11 C10 C6 117.1(10) . .
N3 C11 C12 111.4(9) . .
N3 C11 C10 127.3(10) . .
C12 C11 C10 121.3(9) . .
N4 C12 C4 132.5(10) . .
N4 C12 C11 103.5(8) . .
C4 C12 C11 123.9(9) . .
N3 C13 N4 111.2(8) . .
N3 C13 C14 124.6(10) . 2_655
N4 C13 C14 124.1(9) . 2_655
C19 C14 C15 121.8(9) . .
C19 C14 C13 117.9(10) . 2_645
C15 C14 C13 120.3(9) . 2_645
O1 C15 C16 121.4(10) . .
O1 C15 C14 122.8(8) . .
C16 C15 C14 115.8(10) . .
C17 C16 C15 121.8(12) . .
C16 C17 C18 120.7(10) . .
C17 C18 C19 121.7(11) . .
C17 C18 N5 121.7(11) . .
C19 C18 N5 116.4(12) . .
C14 C19 C18 118.0(11) . .
O4 C20 O5 126.8(10) . 3_775
O4 C20 C21 118.1(9) . .
O5 C20 C21 115.1(10) 3_775 .
O7 C22 O6 119.4(8) . .
O7 C22 C23 121.5(9) . .
O6 C22 C23 119.1(9) . .
O7 C22 Tb1 58.7(5) . .
O6 C22 Tb1 60.9(5) . .
C23 C22 Tb1 176.6(7) . .
C1 N1 C5 119.0(8) . .
C1 N1 Tb1 120.6(6) . .
C5 N1 Tb1 120.1(6) . .
C7 N2 C6 118.8(9) . .
C7 N2 Tb1 119.7(6) . .
C6 N2 Tb1 120.1(7) . .
C13 N3 C11 105.0(9) . .
C13 N4 C12 108.8(8) . .
O3 N5 O2 127.1(14) . .
O3 N5 C18 118.7(12) . .
O2 N5 C18 114.1(14) . .
C15 O1 Tb1 153.9(6) . .
C20 O4 Tb1 144.6(7) . .
C20 O5 Tb1 172.2(6) 3_775 .
C22 O6 Tb1 137.0(6) . 3_765
C22 O6 Tb1 92.7(5) . .
Tb1 O6 Tb1 112.2(2) 3_765 .
C22 O7 Tb1 96.1(5) . .
O1 Tb1 O5 87.9(2) . .
O1 Tb1 O4 158.3(2) . .
O5 Tb1 O4 84.4(2) . .
O1 Tb1 O6 82.1(2) . 3_765
O5 Tb1 O6 88.6(2) . 3_765
O4 Tb1 O6 77.5(2) . 3_765
O1 Tb1 O7 72.2(2) . .
O5 Tb1 O7 148.4(2) . .
O4 Tb1 O7 122.4(2) . .
O6 Tb1 O7 111.8(2) 3_765 .
O1 Tb1 O6 91.5(2) . .
O5 Tb1 O6 156.2(2) . .
O4 Tb1 O6 87.6(2) . .
O6 Tb1 O6 67.8(2) 3_765 .
O7 Tb1 O6 51.6(2) . .
O1 Tb1 N2 128.7(2) . .
O5 Tb1 N2 112.0(3) . .
O4 Tb1 N2 72.9(3) . .
O6 Tb1 N2 141.5(2) 3_765 .
O7 Tb1 N2 66.9(2) . .
O6 Tb1 N2 86.7(2) . .
O1 Tb1 N1 77.0(2) . .
O5 Tb1 N1 77.1(2) . .
O4 Tb1 N1 120.6(2) . .
O6 Tb1 N1 155.0(2) 3_765 .
O7 Tb1 N1 74.7(2) . .
O6 Tb1 N1 125.8(2) . .
N2 Tb1 N1 63.6(3) . .
O1 Tb1 C22 79.8(3) . .
O5 Tb1 C22 167.6(3) . .
O4 Tb1 C22 107.2(3) . .
O6 Tb1 C22 89.7(2) 3_765 .
O7 Tb1 C22 25.2(2) . .
O6 Tb1 C22 26.4(2) . .
N2 Tb1 C22 76.4(3) . .
N1 Tb1 C22 99.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.331(14) .
C1 C2 1.395(14) .
C2 C3 1.402(14) .
C3 C4 1.390(14) .
C4 C12 1.388(13) .
C4 C5 1.428(13) .
C5 N1 1.362(12) .
C5 C6 1.451(14) .
C6 N2 1.359(12) .
C6 C10 1.430(14) .
C7 N2 1.338(13) .
C7 C8 1.381(15) .
C8 C9 1.388(14) .
C9 C10 1.396(15) .
C10 C11 1.420(14) .
C11 N3 1.380(12) .
C11 C12 1.391(14) .
C12 N4 1.376(11) .
C13 N3 1.320(13) .
C13 N4 1.367(12) .
C13 C14 1.477(12) 2_655
C14 C19 1.385(15) .
C14 C15 1.454(14) .
C15 O1 1.280(12) .
C15 C16 1.438(13) .
C16 C17 1.353(15) .
C17 C18 1.377(16) .
C18 C19 1.417(14) .
C18 N5 1.477(17) .
C20 O4 1.230(11) .
C20 O5 1.247(11) 3_775
C20 C21 1.513(15) .
C22 O7 1.231(11) .
C22 O6 1.280(10) .
C22 C23 1.500(13) .
C22 Tb1 2.874(9) .
N1 Tb1 2.572(8) .
N2 Tb1 2.572(8) .
N5 O3 1.243(17) .
N5 O2 1.247(16) .
O1 Tb1 2.244(7) .
O4 Tb1 2.330(7) .
O5 Tb1 2.267(7) .
O6 Tb1 2.423(5) 3_765
O6 Tb1 2.513(6) .
O7 Tb1 2.470(6) .
