#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:57:10 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180457 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/26/7212604.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_7212604
loop_
_publ_author_name
'Yan, Si-Tang'
'Shi, Lian-Xu'
'Sun, Fei-Fei'
'Wu, Chuan-De'
_publ_section_title
;
 The roles of the coordination modes of bridging ligands for the formation
 of two 3D metal--organic coordination networks
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              3437
_journal_paper_doi               10.1039/c002573a
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C38 H34 Cu3 N6 O23'
_chemical_formula_weight         1133.33
_chemical_name_systematic
;
?
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/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                 110.129(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.2892(15)
_cell_length_b                   11.0889(14)
_cell_length_c                   16.490(2)
_cell_measurement_reflns_used    8929
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.04
_cell_measurement_theta_min      3.13
_cell_volume                     2109.9(5)
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_data_collection       'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction Ltd., 2010)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'CrystalStructure and PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_av_sigmaI/netI    0.1563
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8929
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         3.13
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    1.599
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_type   'Empirical absorption'
_exptl_absorpt_process_details   CrysAlisPro
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bloc
_exptl_crystal_F_000             1150
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.563
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         3681
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      0.912
_refine_ls_R_factor_all          0.1190
_refine_ls_R_factor_gt           0.0507
_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)+(0.0136P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0851
_reflns_number_gt                1746
_reflns_number_total             3681
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c002573a.txt
_cod_data_source_block           New1
_cod_original_cell_volume        2109.8(5)
_cod_original_sg_symbol_H-M      P2/n
_cod_database_code               7212604
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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
Cu1 Cu 0.25708(7) -0.87492(8) 0.07304(5) 0.0416(3) Uani 1 1 d . . .
Cu2 Cu 0.2500 -1.00848(10) -0.2500 0.0301(3) Uani 1 2 d S . .
O1 O -0.3690(4) -0.9818(5) -0.0857(3) 0.0546(14) Uani 1 1 d . . .
O2 O -0.3809(4) -0.7837(5) -0.1077(3) 0.0813(19) Uani 1 1 d . . .
C4 C -0.1656(8) -0.6542(8) -0.1238(6) 0.109(4) Uani 1 1 d D . .
O3 O -0.0849(9) -0.5883(11) -0.1332(6) 0.077(3) Uiso 0.50 1 d PD A 1
O4 O -0.2657(8) -0.6154(10) -0.1376(6) 0.057(3) Uiso 0.50 1 d PD A 1
O3' O -0.1509(9) -0.6295(11) -0.0340(6) 0.090(3) Uiso 0.50 1 d PD A 2
O4' O -0.2390(10) -0.6088(11) -0.1716(7) 0.080(4) Uiso 0.50 1 d PD A 2
O5 O 0.2045(4) -0.9311(4) -0.0751(2) 0.0514(13) Uani 1 1 d . A .
O6 O 0.1129(3) -1.0067(4) -0.2073(2) 0.0334(10) Uani 1 1 d . A .
O7 O 0.0609(3) -1.1948(4) -0.0788(2) 0.0369(11) Uani 1 1 d . . .
O8 O -0.1142(3) -1.2186(4) -0.0666(2) 0.0371(11) Uani 1 1 d . . .
O9 O 0.3903(4) -1.0121(5) -0.1125(3) 0.0659(15) Uani 1 1 d . . .
H9A H 0.4603 -1.0048 -0.0982 0.079 Uiso 1 1 d . . .
H9B H 0.3468 -1.0085 -0.0846 0.079 Uiso 1 1 d . . .
O10 O 0.3594(5) -0.8368(5) 0.2205(2) 0.107(2) Uani 1 1 d . . .
H10G H 0.3472 -0.7730 0.1930 0.129 Uiso 1 1 d . . .
H10F H 0.4295 -0.8343 0.2393 0.129 Uiso 1 1 d . . .
O101 O -0.1057(5) -0.4065(5) -0.2561(3) 0.113(2) Uani 1 1 d . . .
H10B H -0.1649 -0.4425 -0.2831 0.136 Uiso 1 1 d . . .
H10C H -0.0852 -0.4301 -0.2065 0.136 Uiso 1 1 d . . .
O102 O 0.0411(8) -0.4523(8) -0.0731(6) 0.063(3) Uani 0.50 1 d P . .
N1 N -0.1688(4) -0.9983(5) -0.1005(3) 0.0340(13) Uani 1 1 d . . .
N2 N 0.2500 -1.1908(7) -0.2500 0.036(2) Uani 1 2 d S . .
N3 N 0.2500 -1.8266(6) -0.2500 0.0233(17) Uani 1 2 d S . .
N4 N 0.3420(5) -0.7418(5) 0.0443(3) 0.0411(14) Uani 1 1 d . . .
C1 C -0.3314(6) -0.8816(9) -0.1009(4) 0.049(2) Uani 1 1 d . A .
C2 C -0.2124(6) -0.8861(7) -0.1105(3) 0.0371(17) Uani 1 1 d . . .
C3 C -0.1453(7) -0.7924(6) -0.1253(4) 0.0445(19) Uani 1 1 d D A .
C5 C -0.0396(6) -0.8224(6) -0.1337(3) 0.0393(17) Uani 1 1 d . . .
H5A H 0.0048 -0.7614 -0.1453 0.047 Uiso 1 1 calc R A .
C6 C 0.0017(5) -0.9395(5) -0.1255(3) 0.0288(15) Uani 1 1 d . A .
C7 C 0.1178(5) -0.9621(5) -0.1347(4) 0.0276(15) Uani 1 1 d . . .
C8 C -0.0664(5) -1.0274(5) -0.1055(3) 0.0245(14) Uani 1 1 d . . .
C9 C -0.0360(6) -1.1576(6) -0.0836(3) 0.0294(16) Uani 1 1 d . A .
C10 C 0.1867(6) -1.2537(6) -0.2147(4) 0.053(2) Uani 1 1 d . . .
H10A H 0.1419 -1.2122 -0.1886 0.064 Uiso 1 1 calc R . .
C11 C 0.1839(6) -1.3777(6) -0.2148(4) 0.057(2) Uani 1 1 d . . .
H11A H 0.1361 -1.4177 -0.1904 0.068 Uiso 1 1 calc R . .
C12 C 0.2500 -1.4419(8) -0.2500 0.031(2) Uani 1 2 d S . .
C13 C 0.2500 -1.5757(8) -0.2500 0.035(2) Uani 1 2 d S . .
C14 C 0.3522(5) -1.6414(6) -0.2240(3) 0.0381(16) Uani 1 1 d . . .
H14A H 0.4231 -1.6016 -0.2070 0.046 Uiso 1 1 calc R . .
C15 C 0.3488(5) -1.7645(6) -0.2233(3) 0.0339(16) Uani 1 1 d . . .
H15A H 0.4184 -1.8067 -0.2035 0.041 Uiso 1 1 calc R . .
C16 C 0.2958(6) -0.6350(8) 0.0227(5) 0.069(2) Uani 1 1 d . . .
H16A H 0.2194 -0.6236 0.0194 0.083 Uiso 1 1 calc R . .
C17 C 0.3545(7) -0.5382(7) 0.0045(5) 0.069(2) Uani 1 1 d . . .
H17A H 0.3174 -0.4642 -0.0109 0.082 Uiso 1 1 calc R . .
C18 C 0.4672(6) -0.5513(6) 0.0092(4) 0.0435(19) Uani 1 1 d . . .
C19 C 0.5120(6) -0.6628(7) 0.0296(4) 0.064(2) Uani 1 1 d . . .
H19A H 0.5872 -0.6778 0.0312 0.076 Uiso 1 1 calc R . .
C20 C 0.4499(6) -0.7543(7) 0.0481(4) 0.064(2) Uani 1 1 d . . .
H20A H 0.4856 -0.8287 0.0641 0.077 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
N1 Cu1 N4 177.9(2) 3_535 .
N1 Cu1 O8 80.6(2) 3_535 3_535
N4 Cu1 O8 97.3(2) . 3_535
N1 Cu1 O1 79.8(2) 3_535 3_535
N4 Cu1 O1 102.3(2) . 3_535
O8 Cu1 O1 160.3(2) 3_535 3_535
N1 Cu1 O10 91.79(18) 3_535 .
N4 Cu1 O10 88.57(19) . .
O8 Cu1 O10 96.18(19) 3_535 .
O1 Cu1 O10 86.2(2) 3_535 .
N1 Cu1 O5 94.29(16) 3_535 .
N4 Cu1 O5 85.88(17) . .
O8 Cu1 O5 99.04(15) 3_535 .
O1 Cu1 O5 80.74(16) 3_535 .
O10 Cu1 O5 164.35(19) . .
N3 Cu2 N2 179.999(2) 1_565 .
N3 Cu2 O6 89.46(13) 1_565 2_554
N2 Cu2 O6 90.54(13) . 2_554
N3 Cu2 O6 89.46(13) 1_565 .
N2 Cu2 O6 90.54(13) . .
O6 Cu2 O6 178.9(3) 2_554 .
N3 Cu2 O9 90.99(14) 1_565 .
N2 Cu2 O9 89.01(14) . .
O6 Cu2 O9 85.02(14) 2_554 .
O6 Cu2 O9 95.00(14) . .
N3 Cu2 O9 90.99(14) 1_565 2_554
N2 Cu2 O9 89.01(14) . 2_554
O6 Cu2 O9 95.00(14) 2_554 2_554
O6 Cu2 O9 85.02(14) . 2_554
O9 Cu2 O9 178.0(3) . 2_554
C1 O1 Cu1 114.9(5) . 3_535
O4' C4 O3 97.5(12) . .
O4' C4 O4 36.3(7) . .
O3 C4 O4 122.4(11) . .
O4' C4 O3' 115.3(11) . .
O3 C4 O3' 100.7(8) . .
O4 C4 O3' 83.6(9) . .
O4' C4 C3 122.7(10) . .
O3 C4 C3 115.1(9) . .
O4 C4 C3 119.4(10) . .
O3' C4 C3 103.7(8) . .
C7 O5 Cu1 138.6(4) . .
C7 O6 Cu2 123.3(4) . .
C9 O8 Cu1 115.0(4) . 3_535
Cu2 O9 H9A 129.4 . .
Cu2 O9 H9B 98.0 . .
H9A O9 H9B 131.5 . .
Cu1 O10 H10G 69.8 . .
Cu1 O10 H10F 121.3 . .
H10G O10 H10F 98.5 . .
H10B O101 H10C 107.6 . .
C8 N1 C2 124.4(6) . .
C8 N1 Cu1 117.4(5) . 3_535
C2 N1 Cu1 118.2(5) . 3_535
C10 N2 C10 116.2(8) . 2_554
C10 N2 Cu2 121.9(4) . .
C10 N2 Cu2 121.9(4) 2_554 .
C15 N3 C15 117.7(8) 2_554 .
C15 N3 Cu2 121.1(4) 2_554 1_545
C15 N3 Cu2 121.1(4) . 1_545
C16 N4 C20 116.3(7) . .
C16 N4 Cu1 122.1(5) . .
C20 N4 Cu1 121.6(5) . .
O2 C1 O1 126.3(8) . .
O2 C1 C2 118.7(8) . .
O1 C1 C2 115.0(7) . .
N1 C2 C3 118.3(6) . .
N1 C2 C1 112.0(7) . .
C3 C2 C1 129.7(7) . .
C5 C3 C2 117.8(6) . .
C5 C3 C4 113.4(7) . .
C2 C3 C4 128.4(8) . .
C6 C5 C3 122.6(6) . .
C6 C5 H5A 118.7 . .
C3 C5 H5A 118.8 . .
C5 C6 C8 116.6(6) . .
C5 C6 C7 118.4(5) . .
C8 C6 C7 125.0(5) . .
O5 C7 O6 127.5(6) . .
O5 C7 C6 117.7(5) . .
O6 C7 C6 114.7(5) . .
N1 C8 C6 120.2(6) . .
N1 C8 C9 112.4(6) . .
C6 C8 C9 127.4(6) . .
O7 C9 O8 126.0(6) . .
O7 C9 C8 119.3(6) . .
O8 C9 C8 114.6(6) . .
N2 C10 C11 123.2(7) . .
N2 C10 H10A 118.4 . .
C11 C10 H10A 118.4 . .
C12 C11 C10 120.5(7) . .
C12 C11 H11A 119.8 . .
C10 C11 H11A 119.7 . .
C11 C12 C11 116.5(9) . 2_554
C11 C12 C13 121.8(4) . .
C11 C12 C13 121.8(4) 2_554 .
C14 C13 C14 116.6(8) 2_554 .
C14 C13 C12 121.7(4) 2_554 .
C14 C13 C12 121.7(4) . .
C15 C14 C13 120.1(6) . .
C15 C14 H14A 120.0 . .
C13 C14 H14A 120.0 . .
N3 C15 C14 122.7(6) . .
N3 C15 H15A 118.6 . .
C14 C15 H15A 118.6 . .
N4 C16 C17 123.5(7) . .
N4 C16 H16A 118.2 . .
C17 C16 H16A 118.2 . .
C18 C17 C16 119.9(7) . .
C18 C17 H17A 120.1 . .
C16 C17 H17A 120.0 . .
C19 C18 C17 115.5(6) . .
C19 C18 C18 123.3(8) . 3_645
C17 C18 C18 121.2(9) . 3_645
C18 C19 C20 121.7(7) . .
C18 C19 H19A 119.2 . .
C20 C19 H19A 119.2 . .
N4 C20 C19 123.0(8) . .
N4 C20 H20A 118.5 . .
C19 C20 H20A 118.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.923(5) 3_535
Cu1 N4 1.957(6) .
Cu1 O8 2.010(4) 3_535
Cu1 O1 2.064(5) 3_535
Cu1 O10 2.360(4) .
Cu1 O5 2.384(4) .
Cu2 N3 2.017(7) 1_565
Cu2 N2 2.022(7) .
Cu2 O6 2.037(4) 2_554
Cu2 O6 2.037(4) .
Cu2 O9 2.329(4) .
Cu2 O9 2.329(4) 2_554
O1 C1 1.261(9) .
O1 Cu1 2.064(5) 3_535
O2 C1 1.231(8) .
C4 O4' 1.095(8) .
C4 O3 1.284(8) .
C4 O4 1.249(9) .
C4 O3' 1.456(8) .
C4 C3 1.554(8) .
O5 C7 1.225(6) .
O6 C7 1.278(6) .
O7 C9 1.237(6) .
O8 C9 1.282(7) .
O8 Cu1 2.010(4) 3_535
O9 H9A 0.8141 .
O9 H9B 0.8177 .
O10 H10G 0.8266 .
O10 H10F 0.8094 .
O101 H10B 0.8134 .
O101 H10C 0.8129 .
N1 C8 1.329(7) .
N1 C2 1.343(8) .
N1 Cu1 1.923(5) 3_535
N2 C10 1.319(7) .
N2 C10 1.319(7) 2_554
N3 C15 1.333(6) 2_554
N3 C15 1.333(6) .
N3 Cu2 2.017(7) 1_545
N4 C16 1.309(9) .
N4 C20 1.313(7) .
C1 C2 1.524(9) .
C2 C3 1.400(9) .
C3 C5 1.393(9) .
C5 C6 1.384(8) .
C5 H5A 0.9300 .
C6 C8 1.397(7) .
C6 C7 1.506(8) .
C8 C9 1.503(8) .
C10 C11 1.376(8) .
C10 H10A 0.9300 .
C11 C12 1.352(7) .
C11 H11A 0.9300 .
C12 C11 1.352(7) 2_554
C12 C13 1.483(10) .
C13 C14 1.386(7) 2_554
C13 C14 1.386(7) .
C14 C15 1.366(8) .
C14 H14A 0.9300 .
C15 H15A 0.9300 .
C16 C17 1.383(9) .
C16 H16A 0.9300 .
C17 C18 1.368(9) .
C17 H17A 0.9300 .
C18 C19 1.348(9) .
C18 C18 1.485(12) 3_645
C19 C20 1.366(9) .
C19 H19A 0.9300 .
C20 H20A 0.9300 .
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
O9 H9A O1 0.81 2.05 2.857(6) 169.5 1_655
O9 H9B O5 0.82 2.00 2.714(6) 145.4 .
O10 H10G O101 0.83 2.16 2.739(8) 127.0 4_646
O10 H10G N4 0.83 2.45 3.028(6) 127.4 .
