#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:50:32 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179599 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/63/4506375.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_4506375
loop_
_publ_author_name
'Cai, Yang'
'Zhang, Yadong'
'Huang, Yougui'
'Marder, Seth R.'
'Walton, Krista S.'
_publ_section_title
;
 Impact of Alkyl-Functionalized BTC on Properties of Copper-Based
 Metal--Organic Frameworks
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3709
_journal_paper_doi               10.1021/cg300518k
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C21 H16 Cu3 O15'
_chemical_formula_sum            'C21 H16 Cu3 O15'
_chemical_formula_weight         698.96
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           71
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 2 2'
_symmetry_space_group_name_H-M   'I m m m'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.5959(10)
_cell_length_b                   19.8166(5)
_cell_length_c                   19.817
_cell_measurement_reflns_used    2688
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4719
_cell_measurement_theta_min      2.4118
_cell_volume                     8873.5(5)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        'SHELXS-97 (Sheldrick, 1990)'
_computing_molecular_graphics    'SHELXS-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEXII CCD '
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_sigmaI/netI    0.0362
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32380
_diffrn_reflns_theta_full        64.88
_diffrn_reflns_theta_max         64.88
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    2.062
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.046
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2792
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.729
_refine_diff_density_min         -1.485
_refine_diff_density_rms         0.195
_refine_ls_extinction_coef       0.02
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.603
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3994
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.603
_refine_ls_R_factor_all          0.1517
_refine_ls_R_factor_gt           0.1370
_refine_ls_shift/su_max          0.085
_refine_ls_shift/su_mean         0.040
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3853
_refine_ls_wR_factor_ref         0.3971
_reflns_number_gt                2902
_reflns_number_total             3994
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300518k_si_002.cif
_cod_data_source_block           c:\yangca~1\yc-2\h
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        8873.4(5)
_cod_original_sg_symbol_H-M      Immm
_cod_database_code               4506375
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x, -y, -z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'-x, y, z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'-x+1/2, y+1/2, z+1/2'
'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 0.30451(6) 0.26949(6) 0.26506(6) 0.0540(6) Uani 1 1 d .
Cu2 Cu 0.0000 0.43315(10) 0.0000 0.0648(8) Uani 1 4 d S
Cu3 Cu 0.5000 0.0000 0.06609(12) 0.0701(9) Uani 1 4 d S
O1 O 0.2750(3) 0.3612(4) 0.2376(4) 0.082(2) Uiso 1 1 d .
O2 O 0.1886(3) 0.3278(3) 0.2204(4) 0.090(3) Uani 1 1 d .
O3 O 0.0605(4) 0.4419(3) 0.0664(4) 0.087(2) Uani 1 1 d .
O4 O 0.3142(4) 0.2560(4) 0.1724(3) 0.082(2) Uani 1 1 d .
O5 O 0.2279(5) 0.2169(4) 0.1437(4) 0.103(3) Uani 1 1 d .
O6 O 0.4402(4) 0.0679(4) 0.0575(3) 0.083(2) Uani 1 1 d .
O7 O 0.3989(5) 0.2913(6) 0.2820(6) 0.144(4) Uani 1 1 d .
O8 O 0.0000 0.3249(7) 0.0000 0.159(10) Uani 1 4 d S
O9 O 0.5000 0.0000 0.1753(7) 0.125(7) Uani 1 4 d S
C1 C 0.2028(6) 0.4385(5) 0.2040(7) 0.097(4) Uani 1 1 d .
C2 C 0.1553(5) 0.4403(4) 0.1562(5) 0.069(2) Uani 1 1 d .
H2 H 0.1416 0.3984 0.1389 0.083 Uiso 1 1 calc R
C3 C 0.1270(7) 0.5000 0.1327(7) 0.072(4) Uani 1 2 d S
C4 C 0.0831(8) 0.5000 0.0861(10) 0.095(5) Uani 1 2 d S
C5 C 0.2269(10) 0.5000 0.2271(8) 0.096(6) Uani 1 2 d S
C6 C 0.2750(12) 0.5000 0.2757(9) 0.116(7) Uani 1 2 d S
H6A H 0.2730 0.4589 0.3030 0.173 Uiso 0.50 1 calc PR
H6B H 0.2715 0.5396 0.3050 0.173 Uiso 0.50 1 calc PR
H6C H 0.3129 0.5015 0.2517 0.173 Uiso 1 2 calc SR
C7 C 0.2236(5) 0.3692(5) 0.2201(5) 0.065(2) Uani 1 1 d .
C8 C 0.2176(15) 0.2739(15) 0.0000 0.184(16) Uani 1 2 d S
H8A H 0.2243 0.3139 -0.0281 0.275 Uiso 0.50 1 calc PR
H8B H 0.2086 0.2879 0.0463 0.275 Uiso 0.50 1 calc PR
H8C H 0.1843 0.2479 -0.0182 0.275 Uiso 0.50 1 calc PR
C9 C 0.2767(8) 0.2274(6) 0.0000 0.071(4) Uani 1 2 d S
C10 C 0.2958(4) 0.2066(5) 0.0603(4) 0.061(2) Uani 1 1 d .
C11 C 0.3485(5) 0.1605(6) 0.0622(5) 0.072(3) Uani 1 1 d .
C12 C 0.3590(9) 0.1419(8) -0.009(2) 0.169(11) Uani 1 1 d .
C13 C 0.4199(6) 0.0862(8) 0.0000 0.074(4) Uani 1 2 d S
C14 C 0.2794(5) 0.2266(5) 0.1289(5) 0.070(3) 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
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
O4 Cu1 O2 89.7(4) . 13
O4 Cu1 O5 164.9(4) . 13
O2 Cu1 O5 91.7(4) 13 13
O4 Cu1 O1 84.4(3) . .
O2 Cu1 O1 163.2(3) 13 .
O5 Cu1 O1 90.1(3) 13 .
O4 Cu1 O7 93.7(4) . .
O2 Cu1 O7 95.4(4) 13 .
O5 Cu1 O7 101.1(4) 13 .
O1 Cu1 O7 100.6(4) . .
O4 Cu1 Cu1 81.1(2) . 13
O2 Cu1 Cu1 79.6(2) 13 13
O5 Cu1 Cu1 84.3(3) 13 13
O1 Cu1 Cu1 83.9(2) . 13
O7 Cu1 Cu1 172.8(3) . 13
O3 Cu2 O3 87.4(5) 4 11
O3 Cu2 O3 91.7(5) 4 10
O3 Cu2 O3 169.6(4) 11 10
O3 Cu2 O3 169.6(4) 4 .
O3 Cu2 O3 91.7(5) 11 .
O3 Cu2 O3 87.4(5) 10 .
O3 Cu2 O8 95.2(2) 4 .
O3 Cu2 O8 95.2(2) 11 .
O3 Cu2 O8 95.2(2) 10 .
O3 Cu2 O8 95.2(2) . .
O3 Cu2 Cu2 84.8(2) 4 9_565
O3 Cu2 Cu2 84.8(2) 11 9_565
O3 Cu2 Cu2 84.8(2) 10 9_565
O3 Cu2 Cu2 84.8(2) . 9_565
O8 Cu2 Cu2 180.0 . 9_565
O6 Cu3 O6 89.3(5) . 12
O6 Cu3 O6 89.8(5) . 11_655
O6 Cu3 O6 169.8(4) 12 11_655
O6 Cu3 O6 169.8(4) . 2_655
O6 Cu3 O6 89.8(5) 12 2_655
O6 Cu3 O6 89.3(5) 11_655 2_655
O6 Cu3 O9 95.11(18) . .
O6 Cu3 O9 95.11(18) 12 .
O6 Cu3 O9 95.11(18) 11_655 .
O6 Cu3 O9 95.11(18) 2_655 .
O6 Cu3 Cu3 84.89(18) . 9_655
O6 Cu3 Cu3 84.89(18) 12 9_655
O6 Cu3 Cu3 84.89(18) 11_655 9_655
O6 Cu3 Cu3 84.89(18) 2_655 9_655
O9 Cu3 Cu3 180.0 . 9_655
C7 O1 Cu1 120.5(7) . .
C7 O2 Cu1 130.9(7) . 13
C4 O3 Cu2 124.1(9) . .
C14 O4 Cu1 130.0(7) . .
C14 O5 Cu1 123.7(8) . 13
C13 O6 Cu3 122.1(7) . .
C5 C1 C2 118.9(10) . .
C5 C1 C7 127.3(10) . .
C2 C1 C7 113.7(7) . .
C3 C2 C1 125.0(8) . .
C3 C2 H2 117.5 . .
C1 C2 H2 117.5 . .
C4 C3 C2 123.5(6) . .
C4 C3 C2 123.5(6) . 12_565
C2 C3 C2 112.5(12) . 12_565
O3 C4 O3 121.7(16) 12_565 .
O3 C4 C3 119.0(8) 12_565 .
O3 C4 C3 119.0(8) . .
C1 C5 C1 119.3(15) . 12_565
C1 C5 C6 120.3(8) . .
C1 C5 C6 120.3(8) 12_565 .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
O2 C7 O1 124.5(10) . .
O2 C7 C1 116.5(9) . .
O1 C7 C1 118.7(10) . .
C9 C8 H8A 109.5 . .
C9 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C9 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 C10 126.9(15) . 10
C10 C9 C8 116.2(8) . .
C10 C9 C8 116.2(8) 10 .
C9 C10 C14 131.7(10) . .
C9 C10 C11 117.8(10) . .
C14 C10 C11 110.1(7) . .
C12 C11 C12 5.2(11) 10 .
C12 C11 C10 109.7(13) 10 .
C12 C11 C10 104.8(14) . .
C12 C12 C11 157.5(10) 10 10
C12 C12 C11 17.3(11) 10 .
C11 C12 C11 140.2(18) 10 .
C12 C12 C13 84.3(12) 10 .
C11 C12 C13 116.9(18) 10 .
C11 C12 C13 101(2) . .
O6 C13 O6 125.6(13) . 10
O6 C13 C12 111.5(14) . 10
O6 C13 C12 122.9(14) 10 10
O6 C13 C12 122.9(14) . .
O6 C13 C12 111.5(14) 10 .
C12 C13 C12 11(2) 10 .
O5 C14 O4 119.4(10) . .
O5 C14 C10 114.9(10) . .
O4 C14 C10 125.6(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O4 1.869(7) .
Cu1 O2 1.956(7) 13
Cu1 O5 1.970(8) 13
Cu1 O1 2.011(8) .
Cu1 O7 2.201(11) .
Cu1 Cu1 2.650(2) 13
Cu2 O3 1.906(8) 4
Cu2 O3 1.906(8) 11
Cu2 O3 1.906(8) 10
Cu2 O3 1.906(8) .
Cu2 O8 2.146(14) .
Cu2 Cu2 2.649(4) 9_565
Cu3 O6 1.914(7) .
Cu3 O6 1.914(7) 12
Cu3 O6 1.914(7) 11_655
Cu3 O6 1.914(7) 2_655
Cu3 O9 2.165(13) .
Cu3 Cu3 2.619(5) 9_655
O1 C7 1.223(12) .
O2 C7 1.138(11) .
O2 Cu1 1.956(7) 13
O3 C4 1.319(11) .
O4 C14 1.302(13) .
O5 C14 1.215(14) .
O5 Cu1 1.970(8) 13
O6 C13 1.281(9) .
C1 C5 1.412(12) .
C1 C2 1.431(14) .
C1 C7 1.487(14) .
C2 C3 1.424(11) .
C2 H2 0.9500 .
C3 C4 1.36(2) .
C3 C2 1.424(11) 12_565
C4 O3 1.319(11) 12_565
C5 C1 1.412(12) 12_565
C5 C6 1.45(3) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C8 C9 1.62(3) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.336(11) .
C9 C10 1.336(11) 10
C10 C14 1.464(13) .
C10 C11 1.501(14) .
C11 C12 1.14(4) 10
C11 C12 1.47(4) .
C12 C12 0.35(8) 10
C12 C11 1.14(4) 10
C12 C13 1.77(2) .
C13 O6 1.281(9) 10
C13 C12 1.77(2) 10
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
O4 Cu1 O1 C7 83.3(8) . .
O2 Cu1 O1 C7 13.6(17) 13 .
O5 Cu1 O1 C7 -82.6(8) 13 .
O7 Cu1 O1 C7 176.1(8) . .
Cu1 Cu1 O1 C7 1.7(8) 13 .
O3 Cu2 O3 C4 -3.8(12) 4 .
O3 Cu2 O3 C4 -88.4(12) 11 .
O3 Cu2 O3 C4 81.2(13) 10 .
O8 Cu2 O3 C4 176.2(12) . .
Cu2 Cu2 O3 C4 -3.8(12) 9_565 .
O2 Cu1 O4 C14 67.7(8) 13 .
O5 Cu1 O4 C14 -27.6(18) 13 .
O1 Cu1 O4 C14 -96.6(9) . .
O7 Cu1 O4 C14 163.1(9) . .
Cu1 Cu1 O4 C14 -11.9(8) 13 .
O6 Cu3 O6 C13 -81.4(11) 12 .
O6 Cu3 O6 C13 88.4(10) 11_655 .
O6 Cu3 O6 C13 3.5(10) 2_655 .
O9 Cu3 O6 C13 -176.5(10) . .
Cu3 Cu3 O6 C13 3.5(10) 9_655 .
C5 C1 C2 C3 -4(2) . .
C7 C1 C2 C3 179.4(12) . .
C1 C2 C3 C4 178.3(16) . .
C1 C2 C3 C2 7(2) . 12_565
Cu2 O3 C4 O3 8(2) . 12_565
Cu2 O3 C4 C3 -178.5(12) . .
C2 C3 C4 O3 -178.5(14) . 12_565
C2 C3 C4 O3 -8(3) 12_565 12_565
C2 C3 C4 O3 8(3) . .
C2 C3 C4 O3 178.5(14) 12_565 .
C2 C1 C5 C1 2(3) . 12_565
C7 C1 C5 C1 177.2(9) . 12_565
C2 C1 C5 C6 179.8(18) . .
C7 C1 C5 C6 -5(3) . .
Cu1 O2 C7 O1 -9.3(18) 13 .
Cu1 O2 C7 C1 177.2(8) 13 .
Cu1 O1 C7 O2 3.3(15) . .
Cu1 O1 C7 C1 176.5(8) . .
C5 C1 C7 O2 150.1(16) . .
C2 C1 C7 O2 -34.0(17) . .
C5 C1 C7 O1 -24(2) . .
C2 C1 C7 O1 152.1(11) . .
C10 C9 C10 C14 178.4(9) 10 .
C8 C9 C10 C14 -12(2) . .
C10 C9 C10 C11 7(2) 10 .
C8 C9 C10 C11 176.9(19) . .
C9 C10 C11 C12 -11.1(18) . 10
C14 C10 C11 C12 175.9(14) . 10
C9 C10 C11 C12 -9.2(15) . .
C14 C10 C11 C12 177.8(11) . .
C10 C11 C12 C12 -159(4) . 10
C12 C11 C12 C11 -179.98(16) 10 10
C10 C11 C12 C11 21(3) . 10
C12 C11 C12 C13 -19(4) 10 .
C10 C11 C12 C13 -178.3(9) . .
Cu3 O6 C13 O6 -8(2) . 10
Cu3 O6 C13 C12 172.7(8) . 10
Cu3 O6 C13 C12 172.7(10) . .
C12 C12 C13 O6 -0.2(12) 10 .
C11 C12 C13 O6 172.0(16) 10 .
C11 C12 C13 O6 5.4(18) . .
C12 C12 C13 O6 -179.8(11) 10 10
C11 C12 C13 O6 -8(2) 10 10
C11 C12 C13 O6 -174.3(12) . 10
C11 C12 C13 C12 172.1(15) 10 10
C11 C12 C13 C12 5.5(10) . 10
Cu1 O5 C14 O4 -9.4(13) 13 .
Cu1 O5 C14 C10 173.7(6) 13 .
Cu1 O4 C14 O5 16.5(14) . .
Cu1 O4 C14 C10 -167.0(7) . .
C9 C10 C14 O5 61.3(17) . .
C11 C10 C14 O5 -127.0(10) . .
C9 C10 C14 O4 -115.4(14) . .
C11 C10 C14 O4 56.3(12) . .
