#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:04:12 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179650 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/03/4510327.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_4510327
loop_
_publ_author_name
'Zhao, Nian'
'Sun, Fuxing'
'He, Hongming'
'Jia, Jiangtao'
'Zhu, Guangshan'
_publ_section_title
;
 Solvent-Induced Single Crystal To Single Crystal Transformation and
 Complete Metal Exchange of a Pyrene-Based Metal--Organic Framework
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1738
_journal_paper_doi               10.1021/cg401887b
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C24 H0 Cu2 O11'
_chemical_formula_weight         591.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 107.87(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.435(7)
_cell_length_b                   14.584(9)
_cell_length_c                   27.018(15)
_cell_measurement_temperature    293(2)
_cell_volume                     4663(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0772
_diffrn_reflns_av_sigmaI/netI    0.1250
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            23001
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.58
_exptl_absorpt_coefficient_mu    0.943
_exptl_crystal_density_diffrn    0.842
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_platon_squeeze_details
;
;
_refine_diff_density_max         0.730
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.807
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         8218
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.807
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0518
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0584P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1290
_reflns_number_gt                3957
_reflns_number_total             8218
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg401887b_si_004.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4510327
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.8130(4) 0.1275(3) 0.38761(17) 0.0550(12) Uani 1 1 d .
C2 C 0.7739(3) 0.1538(3) 0.43302(14) 0.0464(11) Uani 1 1 d .
C3 C 0.8200(4) 0.1125(3) 0.47981(15) 0.0537(12) Uani 1 1 d .
H3 H 0.8754 0.0679 0.4834 0.064 Uiso 1 1 calc R
C4 C 0.7853(4) 0.1361(3) 0.52282(14) 0.0502(12) Uani 1 1 d .
C5 C 0.7033(4) 0.2023(3) 0.51610(15) 0.0557(12) Uani 1 1 d .
H5 H 0.6777 0.2172 0.5440 0.067 Uiso 1 1 calc R
C6 C 0.6572(4) 0.2475(3) 0.46926(14) 0.0476(11) Uani 1 1 d .
C7 C 0.6926(4) 0.2215(3) 0.42812(15) 0.0538(12) Uani 1 1 d .
H7 H 0.6614 0.2498 0.3961 0.065 Uiso 1 1 calc R
C8 C 0.8374(4) 0.0922(3) 0.57362(16) 0.0597(13) Uani 1 1 d .
C9 C 0.5691(3) 0.3180(3) 0.46194(14) 0.0450(11) Uani 1 1 d .
C10 C 0.5838(3) 0.3960(3) 0.49314(14) 0.0408(10) Uani 1 1 d .
C11 C 0.6843(3) 0.4156(3) 0.53394(15) 0.0538(12) Uani 1 1 d .
H11 H 0.7445 0.3749 0.5402 0.065 Uiso 1 1 calc R
C12 C 0.4942(3) 0.4609(3) 0.48379(13) 0.0408(10) Uani 1 1 d .
C13 C 0.3935(3) 0.4467(3) 0.44277(14) 0.0414(10) Uani 1 1 d .
C14 C 0.3041(4) 0.5108(3) 0.43667(16) 0.0560(12) Uani 1 1 d .
H14 H 0.2354 0.5003 0.4112 0.067 Uiso 1 1 calc R
C15 C 0.3841(3) 0.3710(3) 0.41048(14) 0.0433(11) Uani 1 1 d .
C16 C 0.4702(3) 0.3088(3) 0.42145(15) 0.0470(11) Uani 1 1 d .
H16 H 0.4616 0.2572 0.4004 0.056 Uiso 1 1 calc R
C17 C 0.2823(3) 0.3558(3) 0.36518(14) 0.0442(11) Uani 1 1 d .
C18 C 0.2121(4) 0.2814(3) 0.36323(15) 0.0494(11) Uani 1 1 d .
H18 H 0.2294 0.2397 0.3906 0.059 Uiso 1 1 calc R
C19 C 0.1175(4) 0.2681(3) 0.32165(15) 0.0503(12) Uani 1 1 d .
C20 C 0.0405(4) 0.1916(4) 0.32112(17) 0.0586(13) Uani 1 1 d .
C21 C 0.0921(4) 0.3294(3) 0.28025(15) 0.0496(11) Uani 1 1 d .
H21 H 0.0277 0.3205 0.2520 0.060 Uiso 1 1 calc R
C22 C 0.1607(4) 0.4018(3) 0.28073(14) 0.0485(11) Uani 1 1 d .
C23 C 0.2566(3) 0.4159(3) 0.32413(15) 0.0478(11) Uani 1 1 d .
H23 H 0.3030 0.4662 0.3250 0.057 Uiso 1 1 calc R
C24 C 0.1384(4) 0.4684(3) 0.23667(16) 0.0512(11) Uani 1 1 d .
Cu1 Cu -0.00710(4) 0.02439(4) 0.363275(16) 0.04112(17) Uani 1 1 d .
Cu2 Cu -0.21600(5) 0.16023(4) 0.27682(2) 0.0640(2) Uani 1 1 d .
O1 O 0.9191(3) 0.0408(2) 0.57690(10) 0.0676(9) Uani 1 1 d .
O2 O 0.7994(4) 0.1066(3) 0.60867(13) 0.1328(19) Uani 1 1 d .
O3 O 0.8764(3) 0.0614(2) 0.39339(11) 0.0689(10) Uani 1 1 d .
O4 O 0.7768(3) 0.1740(2) 0.34734(11) 0.0777(11) Uani 1 1 d .
O5 O 0.0755(3) 0.1328(2) 0.35695(12) 0.0698(9) Uani 1 1 d .
O6 O -0.0521(3) 0.1882(2) 0.28728(12) 0.0803(11) Uani 1 1 d .
O7 O -0.3981(4) 0.1424(5) 0.2532(2) 0.213(3) Uani 1 1 d .
O8 O -0.2415(6) 0.1891(5) 0.1917(2) 0.228(3) Uani 1 1 d .
O9 O -0.2482(7) 0.3038(5) 0.2670(4) 0.307(6) Uani 1 1 d .
O10 O 0.0531(3) 0.4519(2) 0.19870(10) 0.0611(9) Uani 1 1 d .
O11 O 0.2058(3) 0.5294(2) 0.23869(12) 0.0755(10) 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'
Cu Cu 0.3201 1.2651 '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
O3 C1 O4 126.0(4) . .
O3 C1 C2 117.0(4) . .
O4 C1 C2 117.0(4) . .
C3 C2 C7 119.4(4) . .
C3 C2 C1 119.8(4) . .
C7 C2 C1 120.8(4) . .
C2 C3 C4 120.9(4) . .
C2 C3 H3 119.6 . .
C4 C3 H3 119.6 . .
C5 C4 C3 117.9(4) . .
C5 C4 C8 121.7(4) . .
C3 C4 C8 120.4(4) . .
C4 C5 C6 122.5(4) . .
C4 C5 H5 118.8 . .
C6 C5 H5 118.8 . .
C7 C6 C5 117.6(4) . .
C7 C6 C9 119.8(4) . .
C5 C6 C9 122.5(4) . .
C6 C7 C2 121.7(4) . .
C6 C7 H7 119.1 . .
C2 C7 H7 119.1 . .
O2 C8 O1 124.1(4) . .
O2 C8 C4 119.5(4) . .
O1 C8 C4 116.4(4) . .
C16 C9 C10 118.6(4) . .
C16 C9 C6 119.0(4) . .
C10 C9 C6 122.3(4) . .
C9 C10 C11 123.7(4) . .
C9 C10 C12 119.0(4) . .
C11 C10 C12 117.3(4) . .
C14 C11 C10 122.7(4) 3_666 .
C14 C11 H11 118.6 3_666 .
C10 C11 H11 118.6 . .
C13 C12 C12 120.0(4) . 3_666
C13 C12 C10 120.0(3) . .
C12 C12 C10 120.0(4) 3_666 .
C15 C13 C12 119.6(4) . .
C15 C13 C14 122.4(4) . .
C12 C13 C14 118.0(4) . .
C11 C14 C13 121.9(4) 3_666 .
C11 C14 H14 119.1 3_666 .
C13 C14 H14 119.1 . .
C16 C15 C13 118.8(4) . .
C16 C15 C17 119.6(4) . .
C13 C15 C17 121.5(4) . .
C15 C16 C9 123.9(4) . .
C15 C16 H16 118.1 . .
C9 C16 H16 118.1 . .
C23 C17 C18 118.9(4) . .
C23 C17 C15 120.0(4) . .
C18 C17 C15 121.2(4) . .
C19 C18 C17 121.0(4) . .
C19 C18 H18 119.5 . .
C17 C18 H18 119.5 . .
C18 C19 C21 119.7(4) . .
C18 C19 C20 120.6(4) . .
C21 C19 C20 119.6(4) . .
O6 C20 O5 124.4(5) . .
O6 C20 C19 119.7(4) . .
O5 C20 C19 115.9(4) . .
C22 C21 C19 120.4(4) . .
C22 C21 H21 119.8 . .
C19 C21 H21 119.8 . .
C21 C22 C23 119.4(4) . .
C21 C22 C24 122.4(4) . .
C23 C22 C24 118.2(4) . .
C17 C23 C22 120.5(4) . .
C17 C23 H23 119.7 . .
C22 C23 H23 119.7 . .
O11 C24 O10 125.3(4) . .
O11 C24 C22 118.9(4) . .
O10 C24 C22 115.6(4) . .
O1 Cu1 O10 114.00(14) 3_656 2_545
O1 Cu1 O5 107.61(14) 3_656 .
O10 Cu1 O5 113.65(13) 2_545 .
O1 Cu1 O3 95.23(14) 3_656 1_455
O10 Cu1 O3 117.31(14) 2_545 1_455
O5 Cu1 O3 107.23(14) . 1_455
O4 Cu2 O11 109.55(14) 1_455 2_545
O4 Cu2 O6 100.99(14) 1_455 .
O11 Cu2 O6 95.63(14) 2_545 .
O4 Cu2 O9 87.5(3) 1_455 .
O11 Cu2 O9 161.5(3) 2_545 .
O6 Cu2 O9 87.8(2) . .
O4 Cu2 O7 86.75(19) 1_455 .
O11 Cu2 O7 87.2(2) 2_545 .
O6 Cu2 O7 170.3(2) . .
O9 Cu2 O7 86.7(3) . .
O4 Cu2 O8 160.4(2) 1_455 .
O11 Cu2 O8 87.8(2) 2_545 .
O6 Cu2 O8 85.7(2) . .
O9 Cu2 O8 74.3(3) . .
O7 Cu2 O8 85.1(3) . .
C8 O1 Cu1 127.2(3) . 3_656
C1 O3 Cu1 134.3(3) . 1_655
C1 O4 Cu2 133.4(3) . 1_655
C20 O5 Cu1 123.9(3) . .
C20 O6 Cu2 142.0(3) . .
C24 O10 Cu1 124.2(3) . 2
C24 O11 Cu2 142.3(3) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O3 1.225(5) .
C1 O4 1.244(5) .
C1 C2 1.501(5) .
C2 C3 1.359(5) .
C2 C7 1.390(5) .
C3 C4 1.401(5) .
C3 H3 0.9300 .
C4 C5 1.375(5) .
C4 C8 1.472(5) .
C5 C6 1.386(5) .
C5 H5 0.9300 .
C6 C7 1.369(5) .
C6 C9 1.471(5) .
C7 H7 0.9300 .
C8 O2 1.199(5) .
C8 O1 1.244(5) .
C9 C16 1.379(5) .
C9 C10 1.394(5) .
C10 C11 1.420(5) .
C10 C12 1.424(5) .
C11 C14 1.316(5) 3_666
C11 H11 0.9300 .
C12 C13 1.409(5) .
C12 C12 1.419(7) 3_666
C13 C15 1.390(5) .
C13 C14 1.423(5) .
C14 C11 1.316(5) 3_666
C14 H14 0.9300 .
C15 C16 1.364(5) .
C15 C17 1.483(5) .
C16 H16 0.9300 .
C17 C23 1.372(5) .
C17 C18 1.383(5) .
C18 C19 1.368(5) .
C18 H18 0.9300 .
C19 C21 1.390(5) .
C19 C20 1.469(6) .
C20 O6 1.232(5) .
C20 O5 1.266(5) .
C21 C22 1.356(5) .
C21 H21 0.9300 .
C22 C23 1.408(5) .
C22 C24 1.494(6) .
C23 H23 0.9300 .
C24 O11 1.212(5) .
C24 O10 1.251(5) .
Cu1 O1 1.905(3) 3_656
Cu1 O10 1.913(3) 2_545
Cu1 O5 1.922(3) .
Cu1 O3 1.943(3) 1_455
Cu2 O4 1.945(3) 1_455
Cu2 O11 1.966(4) 2_545
Cu2 O6 2.012(4) .
Cu2 O9 2.133(7) .
Cu2 O7 2.172(5) .
Cu2 O8 2.263(6) .
O1 Cu1 1.905(3) 3_656
O3 Cu1 1.943(3) 1_655
O4 Cu2 1.945(3) 1_655
O10 Cu1 1.913(3) 2
O11 Cu2 1.966(4) 2
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
O3 C1 C2 C3 8.3(7) . .
O4 C1 C2 C3 -172.7(4) . .
O3 C1 C2 C7 -173.0(4) . .
O4 C1 C2 C7 6.0(7) . .
C7 C2 C3 C4 1.1(7) . .
C1 C2 C3 C4 179.8(4) . .
C2 C3 C4 C5 0.0(7) . .
C2 C3 C4 C8 -178.8(4) . .
C3 C4 C5 C6 -2.0(7) . .
C8 C4 C5 C6 176.7(4) . .
C4 C5 C6 C7 2.8(7) . .
C4 C5 C6 C9 179.7(4) . .
C5 C6 C7 C2 -1.7(7) . .
C9 C6 C7 C2 -178.6(4) . .
C3 C2 C7 C6 -0.2(7) . .
C1 C2 C7 C6 -178.9(4) . .
C5 C4 C8 O2 8.4(8) . .
C3 C4 C8 O2 -172.9(5) . .
C5 C4 C8 O1 -172.3(5) . .
C3 C4 C8 O1 6.4(7) . .
C7 C6 C9 C16 50.6(6) . .
C5 C6 C9 C16 -126.2(5) . .
C7 C6 C9 C10 -126.5(4) . .
C5 C6 C9 C10 56.6(6) . .
C16 C9 C10 C11 -176.2(4) . .
C6 C9 C10 C11 1.0(6) . .
C16 C9 C10 C12 3.1(6) . .
C6 C9 C10 C12 -179.7(4) . .
C9 C10 C11 C14 -179.2(4) . 3_666
C12 C10 C11 C14 1.5(6) . 3_666
C9 C10 C12 C13 -1.4(6) . .
C11 C10 C12 C13 178.0(4) . .
C9 C10 C12 C12 177.8(4) . 3_666
C11 C10 C12 C12 -2.8(7) . 3_666
C12 C12 C13 C15 178.5(4) 3_666 .
C10 C12 C13 C15 -2.3(6) . .
C12 C12 C13 C14 -2.5(7) 3_666 .
C10 C12 C13 C14 176.6(4) . .
C15 C13 C14 C11 -177.0(4) . 3_666
C12 C13 C14 C11 4.0(6) . 3_666
C12 C13 C15 C16 4.2(6) . .
C14 C13 C15 C16 -174.7(4) . .
C12 C13 C15 C17 -176.8(4) . .
C14 C13 C15 C17 4.3(6) . .
C13 C15 C16 C9 -2.5(6) . .
C17 C15 C16 C9 178.5(4) . .
C10 C9 C16 C15 -1.3(6) . .
C6 C9 C16 C15 -178.6(4) . .
C16 C15 C17 C23 -115.6(5) . .
C13 C15 C17 C23 65.4(5) . .
C16 C15 C17 C18 64.1(5) . .
C13 C15 C17 C18 -114.9(5) . .
C23 C17 C18 C19 -1.1(6) . .
C15 C17 C18 C19 179.2(4) . .
C17 C18 C19 C21 1.0(6) . .
C17 C18 C19 C20 -176.9(4) . .
C18 C19 C20 O6 169.4(4) . .
C21 C19 C20 O6 -8.5(7) . .
C18 C19 C20 O5 -10.1(6) . .
C21 C19 C20 O5 172.0(4) . .
C18 C19 C21 C22 0.3(6) . .
C20 C19 C21 C22 178.2(4) . .
C19 C21 C22 C23 -1.5(6) . .
C19 C21 C22 C24 178.7(4) . .
C18 C17 C23 C22 -0.2(6) . .
C15 C17 C23 C22 179.5(4) . .
C21 C22 C23 C17 1.4(6) . .
C24 C22 C23 C17 -178.7(4) . .
C21 C22 C24 O11 -176.8(4) . .
C23 C22 C24 O11 3.3(6) . .
C21 C22 C24 O10 -1.3(6) . .
C23 C22 C24 O10 178.8(4) . .
O2 C8 O1 Cu1 -2.1(8) . 3_656
C4 C8 O1 Cu1 178.7(3) . 3_656
O4 C1 O3 Cu1 28.5(8) . 1_655
C2 C1 O3 Cu1 -152.6(3) . 1_655
O3 C1 O4 Cu2 8.4(8) . 1_655
C2 C1 O4 Cu2 -170.6(3) . 1_655
O6 C20 O5 Cu1 2.8(7) . .
C19 C20 O5 Cu1 -177.8(3) . .
O1 Cu1 O5 C20 -179.9(3) 3_656 .
O10 Cu1 O5 C20 52.9(4) 2_545 .
O3 Cu1 O5 C20 -78.4(4) 1_455 .
O5 C20 O6 Cu2 41.8(9) . .
C19 C20 O6 Cu2 -137.6(4) . .
O4 Cu2 O6 C20 20.0(6) 1_455 .
O11 Cu2 O6 C20 -91.2(6) 2_545 .
O9 Cu2 O6 C20 107.1(6) . .
O7 Cu2 O6 C20 162.5(10) . .
O8 Cu2 O6 C20 -178.6(6) . .
O11 C24 O10 Cu1 -3.4(7) . 2
C22 C24 O10 Cu1 -178.6(3) . 2
O10 C24 O11 Cu2 45.1(8) . 2
C22 C24 O11 Cu2 -139.8(4) . 2
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.016 -0.001 -0.006 2928 933 ' '
