#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/17/4001708.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_4001708
loop_
_publ_author_name
'Tan, Yan-Xi'
'He, Yan-Ping'
'Zhang, Jian'
_publ_section_title
;
 Cluster-Organic Framework Materials as Heterogeneous Catalysts for High
 Efficient Addition Reaction of Diethylzinc to Aromatic Aldehydes
;
_journal_issue                   24
_journal_name_full               'Chemistry of Materials'
_journal_page_first              4711
_journal_paper_doi               10.1021/cm302953x
_journal_volume                  24
_journal_year                    2012
_chemical_formula_sum            'C18 H18 Cu4 I4 N6 O4 Zn'
_chemical_formula_weight         1209.51
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           64
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2ac 2'
_symmetry_space_group_name_H-M   'C m c a'
_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                   28.7510(8)
_cell_length_b                   18.0562(4)
_cell_length_c                   16.7272(5)
_cell_measurement_reflns_used    2406
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2630
_cell_measurement_theta_min      2.5074
_cell_volume                     8683.7(4)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7588
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.56
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    5.340
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.850
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4464
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.668
_refine_diff_density_min         -0.716
_refine_diff_density_rms         0.195
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0468
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0852P)²+52.6198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1439
_refine_ls_wR_factor_ref         0.1515
_reflns_number_gt                2832
_reflns_number_total             3541
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm302953x_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      Cmca
_cod_database_code               4001708
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'
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
I1 I 0.327099(3) 0.431730(6) 0.220420(6) 0.04248(3) Uani 1 1 d .
I2 I 0.218909(4) 0.257780(5) 0.123749(6) 0.04161(3) Uani 1 1 d .
Zn1 Zn 0.5000 0.048929(11) -0.074280(14) 0.02741(6) Uani 1 2 d S
Cu1 Cu 0.292278(7) 0.294060(11) 0.225112(12) 0.04887(6) Uani 1 1 d .
Cu2 Cu 0.236220(7) 0.399601(10) 0.171220(11) 0.04404(6) Uani 1 1 d .
O1 O 0.45118(4) 0.02866(6) 0.09853(7) 0.0627(4) Uani 1 1 d .
O2 O 0.45175(4) 0.10177(7) -0.00671(7) 0.0635(4) Uani 1 1 d .
N1 N 0.5000 0.18233(14) -0.30813(14) 0.0821(9) Uani 1 2 d S
N2 N 0.5000 0.10906(9) -0.17956(11) 0.0402(5) Uani 1 2 d S
N3 N 0.23128(4) 0.46243(6) 0.06594(7) 0.0347(3) Uani 1 1 d .
N4 N 0.33944(4) 0.22501(7) 0.17571(8) 0.0424(4) Uani 1 1 d .
C3 C 0.45721(16) 0.1917(3) -0.2671(3) 0.0856(17) Uani 0.50 1 d P
H3A H 0.4319 0.1734 -0.3000 0.103 Uiso 0.50 1 calc PR
H3B H 0.4519 0.2440 -0.2572 0.103 Uiso 0.50 1 calc PR
C4 C 0.25733(7) 0.42455(11) 0.00357(13) 0.0128(6) Uani 0.50 1 d P
H4A H 0.2463 0.3740 -0.0010 0.015 Uiso 0.50 1 calc PR
H4B H 0.2900 0.4229 0.0182 0.015 Uiso 0.50 1 calc PR
C5 C 0.18353(7) 0.47452(11) 0.03540(13) 0.0101(5) Uani 0.50 1 d P
H5A H 0.1645 0.4956 0.0775 0.012 Uiso 0.50 1 calc PR
H5B H 0.1700 0.4273 0.0202 0.012 Uiso 0.50 1 calc PR
C6 C 0.45779(14) 0.1509(3) -0.1895(3) 0.0794(16) Uani 0.50 1 d P
H6A H 0.4548 0.1860 -0.1459 0.095 Uiso 0.50 1 calc PR
H6B H 0.4314 0.1176 -0.1874 0.095 Uiso 0.50 1 calc PR
C7 C 0.25223(8) 0.53676(12) 0.07689(14) 0.0182(6) Uani 0.50 1 d P
H7A H 0.2825 0.5319 0.1019 0.022 Uiso 0.50 1 calc PR
H7B H 0.2327 0.5662 0.1118 0.022 Uiso 0.50 1 calc PR
C8 C 0.38492(6) 0.19470(9) 0.06045(10) 0.0550(5) Uani 1 1 d .
H8A H 0.3943 0.2064 0.0087 0.066 Uiso 1 1 calc R
C9 C 0.35632(6) 0.16745(9) 0.21176(10) 0.0516(5) Uani 1 1 d .
H9A H 0.3468 0.1581 0.2639 0.062 Uiso 1 1 calc R
C10 C 0.35411(7) 0.23768(9) 0.09942(11) 0.0604(6) Uani 1 1 d .
H10A H 0.3421 0.2786 0.0726 0.072 Uiso 1 1 calc R
C11 C 0.43826(5) 0.08298(8) 0.06007(9) 0.0358(4) Uani 1 1 d .
C12 C 0.40273(5) 0.13173(8) 0.09948(9) 0.0356(4) Uani 1 1 d .
C13 C 0.38744(6) 0.11951(9) 0.17740(10) 0.0522(5) Uani 1 1 d .
H13A H 0.3983 0.0789 0.2061 0.063 Uiso 1 1 calc R
C1 C 0.5000 0.0586(4) -0.2455(5) 0.096(3) Uani 0.50 2 d SP
C2 C 0.51593(19) 0.1050(3) -0.3284(4) 0.049(2) Uani 0.25 1 d P
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
Cu2 I1 Cu1 61.151(6) 7_545 .
Cu2 I1 Cu2 60.767(7) 7_545 .
Cu1 I1 Cu2 57.864(6) . .
Cu1 I2 Cu2 60.577(6) 7_545 .
Cu1 I2 Cu1 56.565(8) 7_545 .
Cu2 I2 Cu1 57.554(6) . .
O1 Zn1 O1 87.81(7) 4 9_655
O1 Zn1 O2 87.88(5) 4 .
O1 Zn1 O2 155.74(5) 9_655 .
O1 Zn1 O2 155.74(5) 4 12_655
O1 Zn1 O2 87.88(5) 9_655 12_655
O2 Zn1 O2 86.32(7) . 12_655
O1 Zn1 N2 101.11(5) 4 .
O1 Zn1 N2 101.11(5) 9_655 .
O2 Zn1 N2 103.15(5) . .
O2 Zn1 N2 103.15(5) 12_655 .
O1 Zn1 Zn1 76.24(3) 4 9_655
O1 Zn1 Zn1 76.24(3) 9_655 9_655
O2 Zn1 Zn1 79.54(3) . 9_655
O2 Zn1 Zn1 79.54(3) 12_655 9_655
N2 Zn1 Zn1 176.24(5) . 9_655
N4 Cu1 Cu1 140.17(4) . 7_545
N4 Cu1 I2 108.76(4) . 7_545
Cu1 Cu1 I2 64.726(8) 7_545 7_545
N4 Cu1 Cu2 135.43(4) . .
Cu1 Cu1 Cu2 62.320(7) 7_545 .
I2 Cu1 Cu2 115.526(9) 7_545 .
N4 Cu1 I1 108.05(4) . .
Cu1 Cu1 I1 111.270(5) 7_545 .
I2 Cu1 I1 107.734(8) 7_545 .
Cu2 Cu1 I1 63.321(7) . .
N4 Cu1 Cu2 154.33(4) . 7_545
Cu1 Cu1 Cu2 60.363(7) 7_545 7_545
I2 Cu1 Cu2 61.459(7) 7_545 7_545
Cu2 Cu1 Cu2 61.813(9) . 7_545
I1 Cu1 Cu2 58.561(6) . 7_545
N4 Cu1 I2 96.56(4) . .
Cu1 Cu1 I2 58.709(8) 7_545 .
I2 Cu1 I2 115.713(8) 7_545 .
Cu2 Cu1 I2 60.131(6) . .
I1 Cu1 I2 118.894(8) . .
Cu2 Cu1 I2 109.074(8) 7_545 .
N3 Cu2 I1 114.30(3) . 7_545
N3 Cu2 Cu1 135.56(3) . .
I1 Cu2 Cu1 110.134(8) 7_545 .
N3 Cu2 Cu1 153.94(3) . 7_545
I1 Cu2 Cu1 60.289(6) 7_545 7_545
Cu1 Cu2 Cu1 57.317(9) . 7_545
N3 Cu2 I2 104.53(3) . .
I1 Cu2 I2 106.327(7) 7_545 .
Cu1 Cu2 I2 62.315(7) . .
Cu1 Cu2 I2 57.964(6) 7_545 .
N3 Cu2 Cu2 145.35(3) . 7_545
I1 Cu2 Cu2 62.609(8) 7_545 7_545
Cu1 Cu2 Cu2 59.987(7) . 7_545
Cu1 Cu2 Cu2 58.200(7) 7_545 7_545
I2 Cu2 Cu2 109.355(5) . 7_545
N3 Cu2 I1 101.40(3) . .
I1 Cu2 I1 113.396(7) 7_545 .
Cu1 Cu2 I1 58.815(6) . .
Cu1 Cu2 I1 103.904(8) 7_545 .
I2 Cu2 I1 116.773(7) . .
Cu2 Cu2 I1 56.624(7) 7_545 .
C11 O1 Zn1 131.02(10) . 9_655
C11 O2 Zn1 126.31(10) . .
C3 N1 C3 120.2(4) . 12_655
C3 N1 C2 87.4(3) . 12_655
C3 N1 C2 118.8(3) 12_655 12_655
C3 N1 C2 118.8(3) . .
C3 N1 C2 87.4(3) 12_655 .
C2 N1 C2 35.4(4) 12_655 .
C1 N2 C6 104.2(2) . .
C1 N2 C6 104.2(2) . 12_655
C6 N2 C6 114.9(4) . 12_655
C1 N2 Zn1 108.8(3) . .
C6 N2 Zn1 111.98(19) . .
C6 N2 Zn1 111.98(19) 12_655 .
C4 N3 C5 107.40(14) . .
C4 N3 C7 107.77(14) . .
C5 N3 C7 106.61(14) . .
C4 N3 Cu2 108.21(10) . .
C5 N3 Cu2 115.56(10) . .
C7 N3 Cu2 110.98(11) . .
C9 N4 C10 117.02(14) . .
C9 N4 Cu1 123.81(11) . .
C10 N4 Cu1 119.16(11) . .
N1 C3 C6 110.6(4) . .
N1 C3 C2 48.1(2) . 12_655
C6 C3 C2 93.1(3) . 12_655
N1 C3 H3A 109.5 . .
C6 C3 H3A 109.6 . .
C2 C3 H3A 74.6 12_655 .
N1 C3 H3B 109.5 . .
C6 C3 H3B 109.5 . .
C2 C3 H3B 153.9 12_655 .
H3A C3 H3B 108.1 . .
N3 C4 C7 111.61(16) . 4_565
N3 C4 H4A 109.3 . .
C7 C4 H4A 109.3 4_565 .
N3 C4 H4B 109.3 . .
C7 C4 H4B 109.3 4_565 .
H4A C4 H4B 108.0 . .
N3 C5 C5 111.27(9) . 4_565
N3 C5 H5A 109.4 . .
C5 C5 H5A 109.4 4_565 .
N3 C5 H5B 109.4 . .
C5 C5 H5B 109.4 4_565 .
H5A C5 H5B 108.0 . .
N2 C6 C3 111.7(3) . .
N2 C6 H6A 109.3 . .
C3 C6 H6A 109.3 . .
N2 C6 H6B 109.2 . .
C3 C6 H6B 109.2 . .
H6A C6 H6B 107.9 . .
N3 C7 C4 110.18(17) . 4_565
N3 C7 H7A 109.6 . .
C4 C7 H7A 109.6 4_565 .
N3 C7 H7B 109.6 . .
C4 C7 H7B 109.6 4_565 .
H7A C7 H7B 108.1 . .
C10 C8 C12 118.71(16) . .
C10 C8 H8A 120.6 . .
C12 C8 H8A 120.6 . .
N4 C9 C13 123.76(15) . .
N4 C9 H9A 118.1 . .
C13 C9 H9A 118.1 . .
C8 C10 N4 124.07(16) . .
C8 C10 H10A 118.0 . .
N4 C10 H10A 118.0 . .
O1 C11 O2 126.82(14) . .
O1 C11 C12 116.31(13) . .
O2 C11 C12 116.86(13) . .
C13 C12 C8 116.57(14) . .
C13 C12 C11 122.19(13) . .
C8 C12 C11 121.17(14) . .
C9 C13 C12 119.87(15) . .
C9 C13 H13A 120.1 . .
C12 C13 H13A 120.1 . .
N2 C1 C2 108.5(5) . 12_655
N2 C1 C2 108.5(5) . .
C2 C1 C2 31.6(4) 12_655 .
C2 C2 N1 72.3(2) 12_655 .
C2 C2 C1 74.2(2) 12_655 .
N1 C2 C1 101.2(4) . .
C2 C2 C3 112.4(2) 12_655 12_655
N1 C2 C3 44.5(2) . 12_655
C1 C2 C3 94.1(4) . 12_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 Cu2 2.6336(2) 7_545
I1 Cu1 2.6810(2) .
I1 Cu2 2.8002(2) .
I2 Cu1 2.6314(2) 7_545
I2 Cu2 2.7268(2) .
I2 Cu1 2.7845(2) .
Zn1 O1 2.0243(12) 4
Zn1 O1 2.0244(12) 9_655
Zn1 O2 2.0277(12) .
Zn1 O2 2.0277(12) 12_655
Zn1 N2 2.0688(18) .
Zn1 Zn1 3.0492(4) 9_655
Cu1 N4 2.0189(13) .
Cu1 Cu1 2.5697(4) 7_545
Cu1 I2 2.6314(2) 7_545
Cu1 Cu2 2.6537(3) .
Cu1 Cu2 2.7037(3) 7_545
Cu2 N3 2.0997(12) .
Cu2 I1 2.6336(2) 7_545
Cu2 Cu1 2.7037(3) 7_545
Cu2 Cu2 2.7521(4) 7_545
O1 C11 1.2303(18) .
O1 Zn1 2.0244(12) 9_655
O2 C11 1.2302(19) .
N1 C3 1.419(5) .
N1 C3 1.419(5) 12_655
N1 C2 1.508(6) 12_655
N1 C2 1.508(6) .
N2 C1 1.431(8) .
N2 C6 1.439(4) .
N2 C6 1.439(4) 12_655
N3 C4 1.455(2) .
N3 C5 1.481(2) .
N3 C7 1.482(3) .
N4 C9 1.296(2) .
N4 C10 1.363(2) .
C3 C6 1.492(6) .
C3 C2 2.024(8) 12_655
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C7 1.524(3) 4_565
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C5 1.500(4) 4_565
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C4 1.524(3) 4_565
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C10 1.346(2) .
C8 C12 1.408(2) .
C8 H8A 0.9300 .
C9 C13 1.371(2) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C12 1.501(2) .
C12 C13 1.393(2) .
C13 H13A 0.9300 .
C1 C2 1.683(10) 12_655
C1 C2 1.683(10) .
C2 C2 0.916(11) 12_655
C2 C3 2.024(8) 12_655
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
1 0.000 0.000 0.000 527.0 -7.4
2 0.500 0.500 0.000 527.0 -7.4
3 0.000 0.500 0.500 526.2 -7.8
4 0.500 0.000 0.500 526.2 -7.8
5 0.250 0.097 0.250 13.3 -0.3
6 0.250 0.597 0.250 13.3 -0.3
7 0.750 0.597 0.250 13.3 -0.3
8 0.750 0.097 0.250 13.3 -0.3
9 0.250 0.403 0.750 13.3 -0.3
10 0.250 0.903 0.750 13.3 -0.3
11 0.750 0.903 0.750 13.3 -0.3
12 0.750 0.403 0.750 13.3 -0.3
