#------------------------------------------------------------------------------
#$Date: 2025-08-21 15:10:22 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301849 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/44/7034481.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_7034481
loop_
_publ_author_name
'Shi, Pengfei'
'Jiang, Qin'
'Zhao, Xuesong'
'Zhang, Qiong'
'Tian, Yupeng'
_publ_section_title
;
 Study of the one-photon and two-photon properties of two water-soluble
 terpyridines and their zinc complexes.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8041
_journal_page_last               8048
_journal_paper_doi               10.1039/c5dt00449g
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C25 H24 N4 O2'
_chemical_formula_sum            'C25 H24 N4 O2'
_chemical_formula_weight         412.48
_space_group_IT_number           110
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I 4bw -2c'
_symmetry_space_group_name_H-M   'I 41 c d'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccxq3pd
_audit_creation_method           SHELXL-97
_audit_update_record
;
2011-11-24 deposited with the CCDC.
2015-03-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.9604(9)
_cell_length_b                   11.9604(9)
_cell_length_c                   29.871(4)
_cell_measurement_temperature    296(2)
_cell_volume                     4273.1(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0266
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            10051
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2(5)
_refine_ls_extinction_coef       0.0011(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1887
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0640
_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)+(0.1356P)²+0.3655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1813
_refine_ls_wR_factor_ref         0.2162
_reflns_number_gt                1194
_reflns_number_total             1887
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt00449g2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 

 Adding full bibliography for 7034481--7034484.cif.
;
_cod_original_cell_volume        4273.0(8)
_cod_original_sg_symbol_H-M      'I4(1)cd '
_cod_database_code               7034481
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x, -y, z+1/2'
'-x+1/2, y+1/2, z'
'-y, -x+1/2, z+3/4'
'y+1/2, x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
'x+1/2, -y+1/2, z+1'
'-x+1, y+1, z+1/2'
'-y+1/2, -x+1, z+5/4'
'y+1, x+1/2, z+3/4'
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
N1 N 0.5000 0.0000 0.20072(18) 0.0714(12) Uani 1 2 d S . .
N2 N 0.2669(3) 0.1831(3) 0.21870(15) 0.0904(12) Uani 1 1 d . . .
N3 N 0.5000 0.0000 0.4860(2) 0.133(3) Uani 1 2 d S . .
O1 O 0.320(3) 0.206(3) 0.5412(9) 0.131(7) Uani 0.59(4) 1 d P A 1
H1 H 0.2821 0.2325 0.5208 0.196 Uiso 0.59(4) 1 calc PR A 1
O1' O 0.314(5) 0.163(4) 0.5514(13) 0.131(9) Uani 0.41(4) 1 d P A 2
H1' H 0.2724 0.1979 0.5348 0.157 Uiso 0.41(4) 1 calc PR A 2
C1 C 0.1890(4) 0.2386(5) 0.1943(2) 0.1072(17) Uani 1 1 d . . .
H1A H 0.1398 0.2862 0.2091 0.129 Uiso 1 1 calc R . .
C2 C 0.1799(5) 0.2274(5) 0.1488(2) 0.1102(18) Uani 1 1 d . . .
H2 H 0.1254 0.2669 0.1332 0.132 Uiso 1 1 calc R . .
C3 C 0.2501(5) 0.1591(6) 0.1269(2) 0.1141(19) Uani 1 1 d . . .
H3 H 0.2459 0.1515 0.0960 0.137 Uiso 1 1 calc R . .
C4 C 0.3278(4) 0.1010(4) 0.15091(18) 0.0998(16) Uani 1 1 d . . .
H4 H 0.3764 0.0524 0.1364 0.120 Uiso 1 1 calc R . .
C5 C 0.3345(4) 0.1143(4) 0.19668(16) 0.0797(12) Uani 1 1 d . . .
C6 C 0.4221(3) 0.0551(3) 0.22375(14) 0.0703(12) Uani 1 1 d . . .
C7 C 0.4186(3) 0.0552(3) 0.27029(14) 0.0679(11) Uani 1 1 d . . .
H7 H 0.3612 0.0926 0.2850 0.082 Uiso 1 1 calc R . .
C8 C 0.5000 0.0000 0.2948(2) 0.0647(14) Uani 1 2 d S . .
C9 C 0.5000 0.0000 0.3445(2) 0.0709(15) Uani 1 2 d S . .
C10 C 0.4313(4) 0.0692(4) 0.36912(15) 0.0800(14) Uani 1 1 d . A .
H10 H 0.3841 0.1181 0.3540 0.096 Uiso 1 1 calc R . .
C11 C 0.4298(4) 0.0690(4) 0.41481(16) 0.0874(14) Uani 1 1 d . . .
H11 H 0.3806 0.1161 0.4298 0.105 Uiso 1 1 calc R A .
C12 C 0.5000 0.0000 0.4393(2) 0.093(2) Uani 1 2 d S . .
C13 C 0.3891(13) 0.0354(13) 0.5084(6) 0.094(4) Uani 0.59(4) 1 d P A 1
H13A H 0.3274 0.0341 0.4873 0.113 Uiso 0.59(4) 1 calc PR A 1
H13B H 0.3713 -0.0120 0.5338 0.113 Uiso 0.59(4) 1 calc PR A 1
C14 C 0.4164(18) 0.1527(15) 0.5229(5) 0.102(7) Uani 0.59(4) 1 d P A 1
H14A H 0.4752 0.1509 0.5453 0.122 Uiso 0.59(4) 1 calc PR A 1
H14B H 0.4433 0.1952 0.4975 0.122 Uiso 0.59(4) 1 calc PR A 1
C13' C 0.473(2) 0.1090(19) 0.5091(7) 0.095(8) Uani 0.41(4) 1 d P A 2
H13C H 0.4658 0.1708 0.4883 0.114 Uiso 0.41(4) 1 calc PR A 2
H13D H 0.5265 0.1276 0.5323 0.114 Uiso 0.41(4) 1 calc PR A 2
C14' C 0.3613(19) 0.072(3) 0.5279(10) 0.098(8) Uani 0.41(4) 1 d P A 2
H14C H 0.3119 0.0488 0.5038 0.118 Uiso 0.41(4) 1 calc PR A 2
H14D H 0.3716 0.0086 0.5479 0.118 Uiso 0.41(4) 1 calc PR A 2
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'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.cclet.2014.01.049 2014
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
C6 N1 C6 117.8(5) . 10_544
C5 N2 C1 117.1(5) . .
C12 N3 C13' 117.2(6) . .
C12 N3 C13' 117.2(6) . 10_544
C13' N3 C13' 125.6(12) . 10_544
C12 N3 C13 115.7(6) . .
C13' N3 C13 51.8(7) . .
C13' N3 C13 102.8(9) 10_544 .
C12 N3 C13 115.7(6) . 10_544
C13' N3 C13 102.8(9) . 10_544
C13' N3 C13 51.8(7) 10_544 10_544
C13 N3 C13 128.6(12) . 10_544
C14 O1 H1 109.5 . .
C14' O1' H1' 109.5 . .
N2 C1 C2 122.7(6) . .
N2 C1 H1A 118.7 . .
C2 C1 H1A 118.7 . .
C3 C2 C1 119.5(5) . .
C3 C2 H2 120.2 . .
C1 C2 H2 120.2 . .
C2 C3 C4 118.7(6) . .
C2 C3 H3 120.6 . .
C4 C3 H3 120.6 . .
C3 C4 C5 120.2(6) . .
C3 C4 H4 119.9 . .
C5 C4 H4 119.9 . .
N2 C5 C4 121.8(4) . .
N2 C5 C6 116.8(4) . .
C4 C5 C6 121.4(4) . .
N1 C6 C7 122.5(4) . .
N1 C6 C5 116.3(4) . .
C7 C6 C5 121.2(4) . .
C8 C7 C6 120.5(4) . .
C8 C7 H7 119.8 . .
C6 C7 H7 119.8 . .
C7 C8 C7 116.1(5) . 10_544
C7 C8 C9 121.9(3) . .
C7 C8 C9 121.9(3) 10_544 .
C10 C9 C10 115.5(6) . 10_544
C10 C9 C8 122.3(3) . .
C10 C9 C8 122.3(3) 10_544 .
C11 C10 C9 122.7(5) . .
C11 C10 H10 118.7 . .
C9 C10 H10 118.7 . .
C10 C11 C12 121.4(4) . .
C10 C11 H11 119.3 . .
C12 C11 H11 119.3 . .
C11 C12 C11 116.3(6) . 10_544
C11 C12 N3 121.9(3) . .
C11 C12 N3 121.9(3) 10_544 .
C14 C13 N3 101.2(14) . .
C14 C13 H13A 111.5 . .
N3 C13 H13A 111.5 . .
C14 C13 H13B 111.5 . .
N3 C13 H13B 111.5 . .
H13A C13 H13B 109.3 . .
O1 C14 C13 110(3) . .
O1 C14 H14A 109.6 . .
C13 C14 H14A 109.6 . .
O1 C14 H14B 109.6 . .
C13 C14 H14B 109.6 . .
H14A C14 H14B 108.1 . .
N3 C13' C14' 96(2) . .
N3 C13' H13C 112.6 . .
C14' C13' H13C 112.6 . .
N3 C13' H13D 112.6 . .
C14' C13' H13D 112.6 . .
H13C C13' H13D 110.1 . .
O1' C14' C13' 108(4) . .
O1' C14' H14C 110.2 . .
C13' C14' H14C 110.2 . .
O1' C14' H14D 110.2 . .
C13' C14' H14D 110.2 . .
H14C C14' H14D 108.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C6 1.333(5) .
N1 C6 1.333(5) 10_544
N2 C5 1.328(6) .
N2 C1 1.356(6) .
N3 C12 1.394(10) .
N3 C13' 1.51(3) .
N3 C13' 1.51(3) 10_544
N3 C13 1.55(2) .
N3 C13 1.55(2) 10_544
O1 C14 1.43(4) .
O1 H1 0.8200 .
O1' C14' 1.42(7) .
O1' H1' 0.8200 .
C1 C2 1.372(9) .
C1 H1A 0.9300 .
C2 C3 1.341(9) .
C2 H2 0.9300 .
C3 C4 1.364(8) .
C3 H3 0.9300 .
C4 C5 1.379(6) .
C4 H4 0.9300 .
C5 C6 1.501(6) .
C6 C7 1.391(6) .
C7 C8 1.386(5) .
C7 H7 0.9300 .
C8 C7 1.386(5) 10_544
C8 C9 1.483(8) .
C9 C10 1.379(6) .
C9 C10 1.379(6) 10_544
C10 C11 1.365(6) .
C10 H10 0.9300 .
C11 C12 1.386(6) .
C11 H11 0.9300 .
C12 C11 1.386(6) 10_544
C13 C14 1.50(3) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C13' C14' 1.52(4) .
C13' H13C 0.9700 .
C13' H13D 0.9700 .
C14' H14C 0.9700 .
C14' H14D 0.9700 .
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_4
C5 N2 C1 C2 -1.2(7) . .
N2 C1 C2 C3 0.1(8) . .
C1 C2 C3 C4 1.1(9) . .
C2 C3 C4 C5 -1.0(8) . .
C1 N2 C5 C4 1.2(6) . .
C1 N2 C5 C6 178.7(4) . .
C3 C4 C5 N2 -0.1(7) . .
C3 C4 C5 C6 -177.5(5) . .
C6 N1 C6 C7 -1.1(2) 10_544 .
C6 N1 C6 C5 -178.9(4) 10_544 .
N2 C5 C6 N1 -170.0(3) . .
C4 C5 C6 N1 7.5(5) . .
N2 C5 C6 C7 12.2(5) . .
C4 C5 C6 C7 -170.3(4) . .
N1 C6 C7 C8 2.3(5) . .
C5 C6 C7 C8 179.9(3) . .
C6 C7 C8 C7 -1.1(2) . 10_544
C6 C7 C8 C9 178.9(2) . .
C7 C8 C9 C10 -11.1(3) . .
C7 C8 C9 C10 168.9(3) 10_544 .
C7 C8 C9 C10 168.9(3) . 10_544
C7 C8 C9 C10 -11.1(3) 10_544 10_544
C10 C9 C10 C11 -0.8(3) 10_544 .
C8 C9 C10 C11 179.2(3) . .
C9 C10 C11 C12 1.5(6) . .
C10 C11 C12 C11 -0.7(3) . 10_544
C10 C11 C12 N3 179.3(3) . .
C13' N3 C12 C11 -31.6(10) . .
C13' N3 C12 C11 148.4(10) 10_544 .
C13 N3 C12 C11 26.8(6) . .
C13 N3 C12 C11 -153.2(6) 10_544 .
C13' N3 C12 C11 148.4(10) . 10_544
C13' N3 C12 C11 -31.6(10) 10_544 10_544
C13 N3 C12 C11 -153.2(6) . 10_544
C13 N3 C12 C11 26.8(6) 10_544 10_544
C12 N3 C13 C14 -103.4(8) . .
C13' N3 C13 C14 2.1(9) . .
C13' N3 C13 C14 127.6(11) 10_544 .
C13 N3 C13 C14 76.6(8) 10_544 .
N3 C13 C14 O1 174.5(13) . .
C12 N3 C13' C14' 111.4(9) . .
C13' N3 C13' C14' -68.6(9) 10_544 .
C13 N3 C13' C14' 8.9(9) . .
C13 N3 C13' C14' -120.5(10) 10_544 .
N3 C13' C14' O1' -179(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101159131
