#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/41/4504180.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_4504180
loop_
_publ_author_name
'Wu, Shu-Ting'
'Long, La-Sheng'
'Huang, Rong-Bin'
'Zheng, Lan-Sun'
_publ_section_title
;
 pH-Dependent Assembly of Supramolecular Architectures from 0D to 2D
 Networks
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1746
_journal_paper_doi               10.1021/cg0608965
_journal_volume                  7
_journal_year                    2007
_chemical_formula_sum            'C58 H66 Cu2 N6 O19'
_chemical_formula_weight         1278.25
_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                 112.776(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   30.283(5)
_cell_length_b                   15.139(2)
_cell_length_c                   14.457(2)
_cell_measurement_reflns_used    8834
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      56.409
_cell_measurement_theta_min      4.712
_cell_volume                     6111.1(16)
_computing_cell_refinement       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_collection       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_reduction        'SHELXTL-Plus (Sheldrick, 1990)'
_computing_molecular_graphics    'SHELXTL V.5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Smart Apex 2000'
_diffrn_measurement_method       'omega scan'
_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  0.0214
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17576
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.46
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    0.773
_exptl_absorpt_correction_T_max  0.8735
_exptl_absorpt_correction_T_min  0.6987
_exptl_absorpt_correction_type   sadabs
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2664
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     428
_refine_ls_number_reflns         6641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0400
_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)+(0.0613P)²+5.1355P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1050
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                5743
_reflns_number_total             6641
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0608965si20061208_094218.cif
_cod_data_source_block           complex2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4504180
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
Cu1 Cu 0.309609(8) 0.980924(15) 0.770974(17) 0.01637(9) Uani 1 1 d .
O1W O 0.28928(7) 0.88850(12) 0.64228(13) 0.0330(4) Uani 1 1 d .
H1WA H 0.2611(12) 0.899(2) 0.618(2) 0.043(9) Uiso 1 1 d .
H1WB H 0.2969(11) 0.8800(19) 0.600(2) 0.038(8) Uiso 1 1 d .
O2W O 0.13751(8) 0.80745(13) 0.53168(16) 0.0389(4) Uani 1 1 d .
H2WA H 0.1529(13) 0.847(2) 0.553(3) 0.052(10) Uiso 1 1 d .
H2WB H 0.1116(12) 0.821(2) 0.500(2) 0.040(9) Uiso 1 1 d .
O3W O 0.33772(7) 1.15328(13) 1.02416(14) 0.0363(4) Uani 1 1 d .
H3WA H 0.3477(12) 1.119(2) 0.994(3) 0.059(10) Uiso 1 1 d .
H3WB H 0.3439(11) 1.197(2) 1.003(2) 0.048(9) Uiso 1 1 d .
O4W O 0.45703(6) 1.64689(12) 0.58151(15) 0.0314(4) Uani 1 1 d .
H4WA H 0.4586(10) 1.596(2) 0.599(2) 0.040(8) Uiso 1 1 d .
H4WB H 0.4682(10) 1.6711(19) 0.628(2) 0.030(8) Uiso 1 1 d .
O5W O 0.57952(6) 0.87220(11) 0.79296(14) 0.0261(3) Uani 1 1 d .
H5WA H 0.5891(10) 0.8927(19) 0.753(2) 0.040(8) Uiso 1 1 d .
H5WB H 0.6005(11) 0.8613(19) 0.844(2) 0.034(8) Uiso 1 1 d .
O6W O 0.5000 0.76585(15) 0.7500 0.0261(5) Uani 1 2 d S
H6WA H 0.5207(9) 0.7953(18) 0.759(2) 0.036(8) Uiso 1 1 d .
O11 O 0.24810(5) 1.04150(9) 0.73102(11) 0.0221(3) Uani 1 1 d .
O12 O 0.20071(6) 0.94323(14) 0.62512(16) 0.0488(5) Uani 1 1 d .
O21 O 0.37459(5) 0.93093(9) 0.83267(10) 0.0183(3) Uani 1 1 d .
O22 O 0.37336(6) 1.01609(9) 0.95624(12) 0.0255(3) Uani 1 1 d .
N11 N 0.33476(6) 1.08674(11) 0.72240(12) 0.0179(3) Uani 1 1 d .
C11 C 0.32971(7) 1.16632(13) 0.75771(15) 0.0202(4) Uani 1 1 d .
H11A H 0.3121 1.1705 0.7995 0.024 Uiso 1 1 calc R
N12 N 0.44431(7) 1.46750(12) 0.62295(15) 0.0296(4) Uani 1 1 d .
C12 C 0.34888(7) 1.24224(13) 0.73619(15) 0.0205(4) Uani 1 1 d .
H12A H 0.3445 1.2973 0.7629 0.025 Uiso 1 1 calc R
C13 C 0.37484(7) 1.23775(13) 0.67497(14) 0.0177(4) Uani 1 1 d .
C14 C 0.37932(7) 1.15502(13) 0.63712(15) 0.0189(4) Uani 1 1 d .
H14A H 0.3961 1.1491 0.5939 0.023 Uiso 1 1 calc R
C15 C 0.35927(7) 1.08151(13) 0.66264(15) 0.0186(4) Uani 1 1 d .
H15A H 0.3630 1.0255 0.6370 0.022 Uiso 1 1 calc R
C16 C 0.39826(7) 1.31676(13) 0.65436(14) 0.0202(4) Uani 1 1 d .
C17 C 0.37863(8) 1.40057(13) 0.64961(16) 0.0252(4) Uani 1 1 d .
H17A H 0.3491 1.4080 0.6574 0.030 Uiso 1 1 calc R
C18 C 0.40250(9) 1.47270(14) 0.63341(18) 0.0297(5) Uani 1 1 d .
H18A H 0.3884 1.5293 0.6295 0.036 Uiso 1 1 calc R
C19 C 0.46284(9) 1.38714(15) 0.62695(18) 0.0310(5) Uani 1 1 d .
H19A H 0.4925 1.3820 0.6192 0.037 Uiso 1 1 calc R
C20 C 0.44136(8) 1.31040(14) 0.64184(16) 0.0252(4) Uani 1 1 d .
H20A H 0.4559 1.2545 0.6434 0.030 Uiso 1 1 calc R
C21 C 0.39379(7) 0.96131(12) 0.92252(15) 0.0182(4) Uani 1 1 d .
N21 N 0.28751(6) 0.89695(11) 0.85350(12) 0.0191(3) Uani 1 1 d .
C22 C 0.44197(7) 0.92583(12) 0.98817(14) 0.0176(4) Uani 1 1 d .
C23 C 0.46859(8) 0.96894(13) 1.07743(15) 0.0214(4) Uani 1 1 d .
H23A H 0.4559 1.0196 1.0972 0.026 Uiso 1 1 calc R
C24 C 0.51352(8) 0.93790(15) 1.13736(16) 0.0256(4) Uani 1 1 d .
H24A H 0.5318 0.9674 1.1982 0.031 Uiso 1 1 calc R
C25 C 0.53190(8) 0.86391(16) 1.10872(16) 0.0284(5) Uani 1 1 d .
H25A H 0.5631 0.8434 1.1494 0.034 Uiso 1 1 calc R
C26 C 0.50517(8) 0.81965(14) 1.02132(16) 0.0272(5) Uani 1 1 d .
H26A H 0.5177 0.7681 1.0027 0.033 Uiso 1 1 calc R
C27 C 0.46020(8) 0.85035(13) 0.96088(15) 0.0219(4) Uani 1 1 d .
H27A H 0.4418 0.8199 0.9008 0.026 Uiso 1 1 calc R
C31 C 0.20750(7) 1.00876(14) 0.67991(16) 0.0235(4) Uani 1 1 d .
C32 C 0.16543(7) 1.05614(14) 0.68884(15) 0.0217(4) Uani 1 1 d .
C33 C 0.11883(8) 1.03276(16) 0.62768(17) 0.0292(5) Uani 1 1 d .
H33A H 0.1133 0.9855 0.5813 0.035 Uiso 1 1 calc R
C34 C 0.08044(8) 1.07831(18) 0.63415(18) 0.0350(5) Uani 1 1 d .
H34A H 0.0486 1.0621 0.5923 0.042 Uiso 1 1 calc R
C35 C 0.08815(9) 1.14682(16) 0.70088(19) 0.0334(5) Uani 1 1 d .
H35A H 0.0617 1.1787 0.7039 0.040 Uiso 1 1 calc R
C36 C 0.13443(9) 1.16948(15) 0.7638(2) 0.0318(5) Uani 1 1 d .
H36A H 0.1397 1.2157 0.8113 0.038 Uiso 1 1 calc R
C37 C 0.17290(8) 1.12455(13) 0.75713(18) 0.0257(4) Uani 1 1 d .
H37A H 0.2046 1.1406 0.7996 0.031 Uiso 1 1 calc R
C41 C 0.26716(7) 0.92670(13) 0.91485(16) 0.0219(4) Uani 1 1 d .
H41A H 0.2627 0.9885 0.9182 0.026 Uiso 1 1 calc R
C42 C 0.25239(8) 0.87177(13) 0.97348(15) 0.0214(4) Uani 1 1 d .
H42A H 0.2383 0.8960 1.0162 0.026 Uiso 1 1 calc R
C43 C 0.25814(7) 0.78098(13) 0.96990(14) 0.0175(4) Uani 1 1 d .
C44 C 0.28031(8) 0.75103(13) 0.90751(18) 0.0277(5) Uani 1 1 d .
H44A H 0.2857 0.6896 0.9033 0.033 Uiso 1 1 calc R
C45 C 0.29451(8) 0.81008(14) 0.85190(17) 0.0268(5) Uani 1 1 d .
H45A H 0.3099 0.7880 0.8106 0.032 Uiso 1 1 calc R
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'
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
O11 Cu1 O21 170.31(6) . . yes
O11 Cu1 N11 88.25(6) . . yes
O21 Cu1 N11 90.99(6) . . yes
O11 Cu1 N21 88.52(6) . . yes
O21 Cu1 N21 89.54(6) . . yes
N11 Cu1 N21 163.81(7) . . yes
O11 Cu1 O1W 97.19(7) . . yes
O21 Cu1 O1W 92.39(6) . . yes
N11 Cu1 O1W 103.25(7) . . yes
N21 Cu1 O1W 92.89(7) . . yes
O11 Cu1 O22 115.98(5) . . yes
O21 Cu1 O22 54.34(5) . . yes
N11 Cu1 O22 88.11(6) . . yes
N21 Cu1 O22 79.08(6) . . yes
O1W Cu1 O22 145.39(6) . . yes
H26A O4W C26 3.3 2_666 2_666 ?
C31 O11 Cu1 126.09(13) . . ?
C21 O21 Cu1 107.57(12) . . ?
C21 O22 Cu1 75.55(12) . . ?
C11 N11 C15 118.12(17) . . ?
C11 N11 Cu1 117.91(13) . . ?
C15 N11 Cu1 123.78(13) . . ?
N11 C11 C12 122.99(18) . . ?
C19 N12 C18 116.84(19) . . ?
C11 C12 C13 119.56(18) . . ?
C14 C13 C12 117.21(18) . . ?
C14 C13 C16 121.36(17) . . ?
C12 C13 C16 121.38(17) . . ?
C15 C14 C13 119.88(18) . . ?
N11 C15 C14 122.22(18) . . ?
C20 C16 C17 117.51(19) . . ?
C20 C16 C13 121.24(18) . . ?
C17 C16 C13 121.23(18) . . ?
C18 C17 C16 119.2(2) . . ?
N12 C18 C17 123.7(2) . . ?
N12 C19 C20 123.8(2) . . ?
C19 C20 C16 118.9(2) . . ?
O22 C21 O21 122.45(19) . . ?
O22 C21 C22 120.10(19) . . ?
O21 C21 C22 117.42(17) . . ?
C45 N21 C41 117.39(17) . . ?
C45 N21 Cu1 121.18(13) . . ?
C41 N21 Cu1 121.37(13) . . ?
C27 C22 C23 119.82(19) . . ?
C27 C22 C21 120.71(18) . . ?
C23 C22 C21 119.47(18) . . ?
C24 C23 C22 119.89(19) . . ?
C23 C24 C25 120.0(2) . . ?
C26 C25 C24 120.3(2) . . ?
C25 C26 C27 120.0(2) . . ?
C26 C27 C22 119.9(2) . . ?
O12 C31 O11 124.87(19) . . ?
O12 C31 C32 119.96(19) . . ?
O11 C31 C32 115.17(18) . . ?
C37 C32 C33 119.24(19) . . ?
C37 C32 C31 120.30(19) . . ?
C33 C32 C31 120.46(19) . . ?
C34 C33 C32 120.1(2) . . ?
C35 C34 C33 120.3(2) . . ?
C34 C35 C36 120.1(2) . . ?
C37 C36 C35 119.8(2) . . ?
C36 C37 C32 120.4(2) . . ?
N21 C41 C42 123.10(18) . . ?
C41 C42 C43 119.90(18) . . ?
C42 C43 C44 116.44(17) . . ?
C42 C43 C43 121.8(2) . 7_567 ?
C44 C43 C43 121.7(2) . 7_567 ?
C45 C44 C43 120.28(19) . . ?
N21 C45 C44 122.84(18) . . ?
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 O11 1.9522(14) . yes
Cu1 O21 1.9701(14) . yes
Cu1 N11 2.0133(16) . yes
Cu1 N21 2.0262(16) . yes
Cu1 O1W 2.2161(17) . yes
Cu1 O22 2.6796(17) . yes
O4W H26A 2.4823 2_666 ?
O4W C26 3.417(3) 2_666 ?
O11 C31 1.265(3) . ?
O12 C31 1.236(3) . ?
O21 C21 1.285(2) . ?
O22 C21 1.242(2) . ?
N11 C11 1.340(3) . ?
N11 C15 1.342(2) . ?
C11 C12 1.376(3) . ?
N12 C19 1.332(3) . ?
N12 C18 1.334(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.394(3) . ?
C13 C16 1.479(3) . ?
C14 C15 1.384(3) . ?
C16 C20 1.389(3) . ?
C16 C17 1.392(3) . ?
C17 C18 1.379(3) . ?
C19 C20 1.388(3) . ?
C21 C22 1.499(3) . ?
N21 C45 1.334(3) . ?
N21 C41 1.339(2) . ?
C22 C27 1.391(3) . ?
C22 C23 1.391(3) . ?
C23 C24 1.382(3) . ?
C24 C25 1.384(3) . ?
C25 C26 1.382(3) . ?
C26 C27 1.383(3) . ?
C31 C32 1.511(3) . ?
C32 C37 1.388(3) . ?
C32 C33 1.390(3) . ?
C33 C34 1.386(3) . ?
C34 C35 1.373(4) . ?
C35 C36 1.386(4) . ?
C36 C37 1.384(3) . ?
C41 C42 1.380(3) . ?
C42 C43 1.389(3) . ?
C43 C44 1.392(3) . ?
C43 C43 1.487(4) 7_567 ?
C44 C45 1.378(3) . ?
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
O1W H1WA O12 0.80(3) 1.99(3) 2.725(3) 153(3) .
O1W H1WB O3W 0.75(3) 2.00(3) 2.722(3) 161(3) 6_575
O2W H2WA O12 0.74(4) 2.04(4) 2.777(3) 172(4) .
O2W H2WB O4W 0.77(3) 2.01(3) 2.779(3) 178(3) 7_576
O3W H3WA O22 0.81(4) 1.91(4) 2.695(2) 163(3) .
O3W H3WB O2W 0.78(3) 1.89(4) 2.670(3) 173(3) 4_556
O4W H4WA N12 0.80(3) 2.05(3) 2.839(3) 165(3) .
O4W H4WB O6W 0.72(3) 2.19(3) 2.901(3) 169(3) 1_565
O5W H5WA O21 0.81(3) 2.03(3) 2.824(2) 168(3) 2_656
O5W H5WB O3W 0.78(3) 2.10(3) 2.879(3) 172(3) 5_677
O6W H6WA O5W 0.74(3) 2.02(3) 2.760(2) 176(3) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168345047
