#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/18/7151892.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_7151892
loop_
_publ_author_name
'Liu, Wei-Yong'
'Li, Hai-Ying'
'Zhao, Bao-Xiang'
'Miao, Jun-Ying'
_publ_section_title
;
 Synthesis, crystal structure and living cell imaging of a
 Cu2+-specific molecular probe
;
_journal_issue                   13
_journal_name_full               'Organic & Biomolecular Chemistry'
_journal_page_first              4802
_journal_paper_doi               10.1039/c1ob05358b
_journal_volume                  9
_journal_year                    2011
_chemical_formula_sum            'C39 H38 N4 O5'
_chemical_formula_weight         642.73
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.630(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.475(6)
_cell_length_b                   12.200(4)
_cell_length_c                   18.441(7)
_cell_measurement_temperature    298(2)
_cell_volume                     3318(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            17851
_diffrn_reflns_theta_full        26.33
_diffrn_reflns_theta_max         26.33
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9957
_exptl_absorpt_correction_T_min  0.9915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         6722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0553
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0711P)²+1.2364P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1666
_reflns_number_gt                4186
_reflns_number_total             6722
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ob05358b.txt
_cod_data_source_block           test
_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.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' 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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      'P2(1)/n '
_cod_database_code               7151892
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.48892(12) -0.09038(13) 0.14246(10) 0.0644(5) Uani 1 1 d . . .
N1 N 0.35569(12) 0.07091(14) 0.04857(10) 0.0472(4) Uani 1 1 d . . .
O5 O 0.21676(11) 0.30160(13) 0.16579(11) 0.0646(5) Uani 1 1 d . . .
N2 N 0.39131(12) 0.05815(13) 0.12660(10) 0.0455(4) Uani 1 1 d . . .
O3 O 0.37538(13) -0.15527(13) -0.11157(9) 0.0694(5) Uani 1 1 d . . .
C12 C 0.45159(15) -0.01817(17) 0.16808(13) 0.0470(5) Uani 1 1 d . . .
C11 C 0.37753(16) 0.00429(18) 0.00344(13) 0.0494(5) Uani 1 1 d . . .
O1 O 0.28446(16) -0.15065(15) -0.39934(9) 0.0836(6) Uani 1 1 d . . .
C9 C 0.34152(15) 0.02394(17) -0.07886(12) 0.0474(5) Uani 1 1 d . . .
O2 O 0.27372(15) 0.14974(14) -0.17958(10) 0.0763(6) Uani 1 1 d . . .
C10 C 0.34588(15) -0.06308(18) -0.13221(12) 0.0484(5) Uani 1 1 d . . .
C15 C 0.35196(15) 0.13167(17) 0.17328(11) 0.0445(5) Uani 1 1 d . . .
C13 C 0.46065(15) 0.00542(18) 0.24863(13) 0.0514(6) Uani 1 1 d . . .
C27 C 0.30237(16) 0.32950(18) 0.16232(12) 0.0478(5) Uani 1 1 d . . .
C6 C 0.31010(15) -0.03212(17) -0.21317(12) 0.0471(5) Uani 1 1 d . . .
C26 C 0.36760(15) 0.25146(16) 0.16110(11) 0.0430(5) Uani 1 1 d . . .
C20 C 0.25150(15) 0.10900(17) 0.15721(12) 0.0475(5) Uani 1 1 d . . .
C29 C 0.40004(18) 0.48060(18) 0.15195(13) 0.0560(6) Uani 1 1 d . . .
C28 C 0.31758(17) 0.44124(18) 0.15859(13) 0.0543(6) Uani 1 1 d . . .
H28 H 0.2725 0.4906 0.1605 0.065 Uiso 1 1 calc R . .
C25 C 0.19016(17) 0.19290(18) 0.15479(14) 0.0545(6) Uani 1 1 d . . .
C7 C 0.31136(17) -0.10442(19) -0.27147(13) 0.0555(6) Uani 1 1 d . . .
H7 H 0.3356 -0.1742 -0.2594 0.067 Uiso 1 1 calc R . .
C30 C 0.46487(17) 0.40167(19) 0.14680(14) 0.0579(6) Uani 1 1 d . . .
H30 H 0.5190 0.4243 0.1394 0.069 Uiso 1 1 calc R . .
C14 C 0.40521(16) 0.09237(18) 0.25277(12) 0.0496(5) Uani 1 1 d . . .
C2 C 0.27720(18) -0.0739(2) -0.34681(13) 0.0604(6) Uani 1 1 d . . .
C8 C 0.3078(2) 0.1220(2) -0.10547(15) 0.0646(7) Uani 1 1 d . . .
N4 N 0.41816(17) 0.59165(17) 0.15102(15) 0.0764(7) Uani 1 1 d . . .
C5 C 0.27441(17) 0.0717(2) -0.23351(13) 0.0573(6) Uani 1 1 d . . .
C3 C 0.23894(19) 0.0298(2) -0.36569(15) 0.0681(7) Uani 1 1 d . . .
H3 H 0.2143 0.0496 -0.4165 0.082 Uiso 1 1 calc R . .
C21 C 0.21651(17) 0.00326(19) 0.14823(15) 0.0626(7) Uani 1 1 d . . .
H21 H 0.2559 -0.0549 0.1498 0.075 Uiso 1 1 calc R . .
C31 C 0.44854(16) 0.29104(18) 0.15264(13) 0.0510(5) Uani 1 1 d . . .
H31 H 0.4933 0.2411 0.1509 0.061 Uiso 1 1 calc R . .
C4 C 0.2376(2) 0.1025(2) -0.30926(15) 0.0701(7) Uani 1 1 d . . .
H4 H 0.2124 0.1717 -0.3216 0.084 Uiso 1 1 calc R . .
C24 C 0.09896(19) 0.1730(2) 0.14326(19) 0.0760(8) Uani 1 1 d . . .
H24 H 0.0598 0.2316 0.1410 0.091 Uiso 1 1 calc R . .
C19 C 0.51428(19) -0.0470(2) 0.31370(16) 0.0716(8) Uani 1 1 d . . .
H19 H 0.5513 -0.1057 0.3105 0.086 Uiso 1 1 calc R . .
C16 C 0.4026(2) 0.1310(2) 0.32287(14) 0.0678(7) Uani 1 1 d . . .
H16 H 0.3659 0.1901 0.3261 0.081 Uiso 1 1 calc R . .
C22 C 0.12678(19) -0.0192(2) 0.13713(19) 0.0778(8) Uani 1 1 d . . .
H22 H 0.1066 -0.0914 0.1310 0.093 Uiso 1 1 calc R . .
C36 C 0.5031(3) 0.6322(3) 0.1402(3) 0.0910(10) Uani 1 1 d . . .
C1 C 0.2579(3) -0.1210(3) -0.47779(15) 0.0914(10) Uani 1 1 d . . .
H1A H 0.2663 -0.1824 -0.5075 0.137 Uiso 1 1 calc R . .
H1B H 0.2943 -0.0606 -0.4850 0.137 Uiso 1 1 calc R . .
H1C H 0.1952 -0.0999 -0.4938 0.137 Uiso 1 1 calc R . .
C38 C 0.3499(3) 0.6734(2) 0.1544(2) 0.0849(10) Uani 1 1 d . . .
C17 C 0.4560(2) 0.0792(3) 0.38778(16) 0.0855(9) Uani 1 1 d . . .
H17 H 0.4553 0.1038 0.4353 0.103 Uiso 1 1 calc R . .
C18 C 0.5106(2) -0.0091(3) 0.38284(18) 0.0889(10) Uani 1 1 d . . .
H18 H 0.5454 -0.0431 0.4272 0.107 Uiso 1 1 calc R . .
C23 C 0.0650(2) 0.0661(2) 0.1350(2) 0.0893(10) Uani 1 1 d . . .
N3 N -0.0237(2) 0.0436(3) 0.1256(3) 0.169(2) Uani 1 1 d . . .
C37 C 0.5015(3) 0.6404(3) 0.0595(3) 0.1285(15) Uani 1 1 d . . .
H37A H 0.5587 0.6678 0.0571 0.193 Uiso 1 1 calc R . .
H37B H 0.4540 0.6895 0.0328 0.193 Uiso 1 1 calc R . .
H37C H 0.4906 0.5692 0.0363 0.193 Uiso 1 1 calc R . .
C34 C -0.0926(4) 0.1392(5) 0.1465(4) 0.164(2) Uani 1 1 d . . .
H34A H -0.1399 0.1086 0.1650 0.197 Uiso 1 1 calc R . .
H34B H -0.0604 0.1975 0.1795 0.197 Uiso 1 1 calc R . .
C32 C -0.0555(3) -0.0828(5) 0.1414(3) 0.1403(18) Uani 1 1 d . . .
H32A H -0.0063 -0.1271 0.1729 0.168 Uiso 1 1 calc R . .
H32B H -0.1074 -0.0843 0.1605 0.168 Uiso 1 1 calc R . .
C39 C 0.2816(3) 0.6977(3) 0.0790(2) 0.1104(12) Uani 1 1 d . . .
H39A H 0.2395 0.7516 0.0856 0.166 Uiso 1 1 calc R . .
H39B H 0.2496 0.6317 0.0586 0.166 Uiso 1 1 calc R . .
H39C H 0.3122 0.7252 0.0446 0.166 Uiso 1 1 calc R . .
C33 C -0.0763(3) -0.1056(6) 0.0662(3) 0.172(2) Uani 1 1 d . . .
H33A H -0.0978 -0.1797 0.0572 0.258 Uiso 1 1 calc R . .
H33B H -0.0233 -0.0969 0.0501 0.258 Uiso 1 1 calc R . .
H33C H -0.1228 -0.0563 0.0380 0.258 Uiso 1 1 calc R . .
C35 C -0.1198(4) 0.1653(6) 0.0746(4) 0.206(3) Uani 1 1 d . . .
H35A H -0.1639 0.2231 0.0665 0.308 Uiso 1 1 calc R . .
H35B H -0.1467 0.1024 0.0450 0.308 Uiso 1 1 calc R . .
H35C H -0.0690 0.1897 0.0593 0.308 Uiso 1 1 calc R . .
H11 H 0.4167(15) -0.0580(19) 0.0208(12) 0.055(6) Uiso 1 1 d . . .
H8 H 0.3056(19) 0.185(2) -0.0717(17) 0.088(9) Uiso 1 1 d . . .
H38A H 0.317(2) 0.650(2) 0.1927(18) 0.091(9) Uiso 1 1 d . . .
H36A H 0.518(2) 0.707(3) 0.165(2) 0.121(12) Uiso 1 1 d . . .
H38B H 0.384(2) 0.744(3) 0.178(2) 0.124(12) Uiso 1 1 d . . .
H36B H 0.559(3) 0.591(3) 0.176(2) 0.119(13) Uiso 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'
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
C11 N1 N2 120.25(18) . . ?
C25 O5 C27 118.26(17) . . ?
C12 N2 N1 130.07(17) . . ?
C12 N2 C15 114.34(17) . . ?
N1 N2 C15 115.31(16) . . ?
O4 C12 N2 126.3(2) . . ?
O4 C12 C13 128.0(2) . . ?
N2 C12 C13 105.62(19) . . ?
N1 C11 C9 118.4(2) . . ?
C2 O1 C1 118.8(2) . . ?
C8 C9 C10 119.7(2) . . ?
C8 C9 C11 120.6(2) . . ?
C10 C9 C11 119.73(19) . . ?
C8 O2 C5 118.12(19) . . ?
O3 C10 C9 122.9(2) . . ?
O3 C10 C6 122.5(2) . . ?
C9 C10 C6 114.53(19) . . ?
N2 C15 C26 112.57(17) . . ?
N2 C15 C20 110.50(17) . . ?
C26 C15 C20 110.39(17) . . ?
N2 C15 C14 99.74(17) . . ?
C26 C15 C14 112.53(17) . . ?
C20 C15 C14 110.71(17) . . ?
C14 C13 C19 121.6(2) . . ?
C14 C13 C12 109.51(19) . . ?
C19 C13 C12 128.9(2) . . ?
O5 C27 C28 114.9(2) . . ?
O5 C27 C26 122.67(19) . . ?
C28 C27 C26 122.4(2) . . ?
C5 C6 C7 117.8(2) . . ?
C5 C6 C10 120.3(2) . . ?
C7 C6 C10 122.0(2) . . ?
C27 C26 C31 116.43(19) . . ?
C27 C26 C15 120.65(19) . . ?
C31 C26 C15 122.81(19) . . ?
C25 C20 C21 116.3(2) . . ?
C25 C20 C15 121.5(2) . . ?
C21 C20 C15 122.1(2) . . ?
N4 C29 C28 121.9(2) . . ?
N4 C29 C30 121.0(2) . . ?
C28 C29 C30 117.1(2) . . ?
C27 C28 C29 120.8(2) . . ?
C24 C25 O5 115.7(2) . . ?
C24 C25 C20 122.1(2) . . ?
O5 C25 C20 122.1(2) . . ?
C2 C7 C6 121.0(2) . . ?
C31 C30 C29 120.6(2) . . ?
C13 C14 C16 120.4(2) . . ?
C13 C14 C15 110.62(19) . . ?
C16 C14 C15 128.9(2) . . ?
O1 C2 C7 115.9(2) . . ?
O1 C2 C3 124.1(2) . . ?
C7 C2 C3 120.0(2) . . ?
C9 C8 O2 125.8(2) . . ?
C29 N4 C38 120.9(2) . . ?
C29 N4 C36 121.5(2) . . ?
C38 N4 C36 117.4(2) . . ?
O2 C5 C6 121.6(2) . . ?
O2 C5 C4 116.6(2) . . ?
C6 C5 C4 121.7(2) . . ?
C4 C3 C2 119.9(2) . . ?
C22 C21 C20 123.0(2) . . ?
C30 C31 C26 122.5(2) . . ?
C3 C4 C5 119.5(2) . . ?
C25 C24 C23 120.8(2) . . ?
C18 C19 C13 117.7(3) . . ?
C17 C16 C14 118.1(3) . . ?
C21 C22 C23 120.5(2) . . ?
N4 C36 C37 114.4(3) . . ?
N4 C38 C39 114.1(3) . . ?
C16 C17 C18 120.9(3) . . ?
C19 C18 C17 121.3(3) . . ?
N3 C23 C24 122.3(3) . . ?
N3 C23 C22 120.4(3) . . ?
C24 C23 C22 117.2(3) . . ?
C23 N3 C32 120.2(3) . . ?
C23 N3 C34 120.7(3) . . ?
C32 N3 C34 110.8(3) . . ?
C35 C34 N3 88.2(5) . . ?
C33 C32 N3 90.1(5) . . ?
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
O4 C12 1.224(3) . ?
N1 C11 1.280(3) . ?
N1 N2 1.385(2) . ?
O5 C25 1.385(3) . ?
O5 C27 1.388(3) . ?
N2 C12 1.375(3) . ?
N2 C15 1.495(3) . ?
O3 C10 1.230(3) . ?
C12 C13 1.477(3) . ?
C11 C9 1.469(3) . ?
O1 C2 1.377(3) . ?
O1 C1 1.426(3) . ?
C9 C8 1.338(3) . ?
C9 C10 1.463(3) . ?
O2 C8 1.350(3) . ?
O2 C5 1.379(3) . ?
C10 C6 1.476(3) . ?
C15 C26 1.509(3) . ?
C15 C20 1.517(3) . ?
C15 C14 1.525(3) . ?
C13 C14 1.381(3) . ?
C13 C19 1.391(3) . ?
C27 C28 1.389(3) . ?
C27 C26 1.393(3) . ?
C6 C5 1.388(3) . ?
C6 C7 1.395(3) . ?
C26 C31 1.394(3) . ?
C20 C25 1.387(3) . ?
C20 C21 1.389(3) . ?
C29 N4 1.385(3) . ?
C29 C28 1.403(3) . ?
C29 C30 1.414(3) . ?
C25 C24 1.383(4) . ?
C7 C2 1.380(3) . ?
C30 C31 1.383(3) . ?
C14 C16 1.388(3) . ?
C2 C3 1.395(4) . ?
N4 C38 1.468(4) . ?
N4 C36 1.474(4) . ?
C5 C4 1.391(3) . ?
C3 C4 1.372(4) . ?
C21 C22 1.368(4) . ?
C24 C23 1.397(4) . ?
C19 C18 1.374(4) . ?
C16 C17 1.384(4) . ?
C22 C23 1.405(4) . ?
C36 C37 1.485(6) . ?
C38 C39 1.499(5) . ?
C17 C18 1.389(5) . ?
C23 N3 1.359(4) . ?
N3 C32 1.670(6) . ?
N3 C34 1.702(7) . ?
C34 C35 1.303(7) . ?
C32 C33 1.354(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 29435467
2 PubChem 53474529
