#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:06:21 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178680 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/91/4079100.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_4079100
loop_
_publ_author_name
'Bomparola, Roberta'
'Davies, Robert P.'
'Lal, Steven'
'White, Andrew J. P.'
_publ_section_title
;
 Functionalized Organocuprates: Structures of Lithium and Magnesium
 Grignard 2-Methoxyphenylcuprates
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              7877
_journal_paper_doi               10.1021/om300488j
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C56 H56 Cu8 O8, 8(C4 H8 O)'
_chemical_formula_sum            'C88 H120 Cu8 O16'
_chemical_formula_weight         1942.16
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           85
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4a'
_symmetry_space_group_name_H-M   'P 4/n :2'
_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            2
_cell_length_a                   18.15205(9)
_cell_length_b                   18.15205(9)
_cell_length_c                   13.48120(9)
_cell_measurement_reflns_used    20291
_cell_measurement_temperature    173
_cell_measurement_theta_max      72.2904
_cell_measurement_theta_min      2.4326
_cell_volume                     4442.01(4)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_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      173
_diffrn_detector_area_resol_mean 8.2556
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            40837
_diffrn_reflns_theta_full        72.46
_diffrn_reflns_theta_max         72.46
_diffrn_reflns_theta_min         3.44
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.549
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) 
(compiled May  6 2009,17:20:42) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_platon_squeeze_details
;
 SQUEEZE suggets 642 e/cell. thf = C4H8O = 40e, so 16thf = 640e
 16thf/cell = 8thf per complex, so UNIT 16thf, or C64H128O16, low,
 i.e. C112 H112 O16 Cu16
;
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         4398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.148
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0577
_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)+(0.1630P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2155
_refine_ls_wR_factor_ref         0.2240
_reflns_number_gt                3481
_reflns_number_total             4398
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300488j_si_002.cif
_cod_data_source_block           1
_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 2.4.2 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      P4/n
_cod_database_code               4079100
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y+1/2, x, z'
'y, -x+1/2, z'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y-1/2, -x, -z'
'-y, x-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
Cu1 Cu 0.65691(3) 0.72706(3) 0.50653(4) 0.0663(3) Uani 1 1 d .
Cu2 Cu 0.69949(3) 0.66771(3) 0.33288(4) 0.0676(3) Uani 1 1 d .
C1 C 0.5375(2) 0.6985(2) 0.3370(3) 0.0805(9) Uani 1 1 d .
C2 C 0.6042(2) 0.7137(2) 0.2862(3) 0.0775(9) Uani 1 1 d .
C3 C 0.5978(3) 0.7240(3) 0.1853(3) 0.0881(11) Uani 1 1 d .
H3A H 0.6413 0.7343 0.1486 0.106 Uiso 1 1 calc R
C4 C 0.5316(4) 0.7202(3) 0.1341(4) 0.1177(19) Uani 1 1 d .
H4A H 0.5295 0.7291 0.0647 0.141 Uiso 1 1 calc R
C5 C 0.4675(4) 0.7027(4) 0.1884(6) 0.123(2) Uani 1 1 d .
H5A H 0.4218 0.6970 0.1549 0.148 Uiso 1 1 calc R
C6 C 0.4707(3) 0.6939(3) 0.2876(5) 0.1052(15) Uani 1 1 d .
H6A H 0.4268 0.6846 0.3239 0.126 Uiso 1 1 calc R
O7 O 0.54437(16) 0.68938(19) 0.4369(2) 0.0918(8) Uani 1 1 d .
C8 C 0.4802(3) 0.6889(3) 0.4980(4) 0.1056(15) Uani 1 1 d .
H8A H 0.4575 0.7379 0.4975 0.158 Uiso 1 1 calc R
H8B H 0.4940 0.6759 0.5661 0.158 Uiso 1 1 calc R
H8C H 0.4451 0.6526 0.4725 0.158 Uiso 1 1 calc R
C11 C 0.6384(2) 0.5624(2) 0.5082(3) 0.0740(8) Uani 1 1 d .
C12 C 0.6743(2) 0.6220(2) 0.5561(3) 0.0735(8) Uani 1 1 d .
C13 C 0.6653(2) 0.6250(2) 0.6579(3) 0.0793(9) Uani 1 1 d .
H13A H 0.6868 0.6648 0.6933 0.095 Uiso 1 1 calc R
C14 C 0.6259(3) 0.5721(3) 0.7106(4) 0.0997(14) Uani 1 1 d .
H14A H 0.6224 0.5751 0.7808 0.120 Uiso 1 1 calc R
C15 C 0.5923(3) 0.5158(3) 0.6607(4) 0.1049(15) Uani 1 1 d .
H15A H 0.5649 0.4798 0.6960 0.126 Uiso 1 1 calc R
C16 C 0.5983(3) 0.5115(3) 0.5600(4) 0.0953(13) Uani 1 1 d .
H16A H 0.5743 0.4727 0.5255 0.114 Uiso 1 1 calc R
O17 O 0.64738(17) 0.56009(16) 0.4065(2) 0.0871(7) Uani 1 1 d .
C18 C 0.6162(3) 0.5016(3) 0.3512(5) 0.1085(16) Uani 1 1 d .
H18A H 0.6390 0.4550 0.3712 0.163 Uiso 1 1 calc R
H18B H 0.6250 0.5099 0.2803 0.163 Uiso 1 1 calc R
H18C H 0.5631 0.4994 0.3636 0.163 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 0.0181 0.0091 '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'
O O 0.0492 0.0322 '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'
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
C12 Cu1 C12 140.3(2) 4_565 .
C12 Cu1 O7 96.76(14) 4_565 .
C12 Cu1 O7 89.63(14) . .
C12 Cu1 Cu1 53.27(11) 4_565 4_565
C12 Cu1 Cu1 135.88(11) . 4_565
O7 Cu1 Cu1 134.34(9) . 4_565
C12 Cu1 Cu1 136.83(11) 4_565 3_655
C12 Cu1 Cu1 52.07(11) . 3_655
O7 Cu1 Cu1 126.40(9) . 3_655
Cu1 Cu1 Cu1 90.0 4_565 3_655
C12 Cu1 Cu2 137.35(12) 4_565 .
C12 Cu1 Cu2 82.34(11) . .
O7 Cu1 Cu2 77.63(8) . .
Cu1 Cu1 Cu2 101.189(14) 4_565 .
Cu1 Cu1 Cu2 63.064(17) 3_655 .
C12 Cu1 Cu2 82.63(11) 4_565 4_565
C12 Cu1 Cu2 137.08(11) . 4_565
O7 Cu1 Cu2 82.00(8) . 4_565
Cu1 Cu1 Cu2 62.614(17) 4_565 4_565
Cu1 Cu1 Cu2 101.144(14) 3_655 4_565
Cu2 Cu1 Cu2 54.74(2) . 4_565
C2 Cu2 C2 142.6(2) . 3_655
C2 Cu2 O17 97.37(14) . .
C2 Cu2 O17 88.41(14) 3_655 .
C2 Cu2 Cu2 53.07(11) . 4_565
C2 Cu2 Cu2 136.47(11) 3_655 4_565
O17 Cu2 Cu2 134.73(8) . 4_565
C2 Cu2 Cu2 137.42(12) . 3_655
C2 Cu2 Cu2 51.93(11) 3_655 3_655
O17 Cu2 Cu2 125.16(8) . 3_655
Cu2 Cu2 Cu2 90.0 4_565 3_655
C2 Cu2 Cu1 81.93(11) . .
C2 Cu2 Cu1 135.43(12) 3_655 .
O17 Cu2 Cu1 81.49(7) . .
Cu2 Cu2 Cu1 62.853(17) 4_565 .
Cu2 Cu2 Cu1 100.731(14) 3_655 .
C2 Cu2 Cu1 136.24(12) . 3_655
C2 Cu2 Cu1 81.12(12) 3_655 3_655
O17 Cu2 Cu1 77.04(8) . 3_655
Cu2 Cu2 Cu1 100.687(14) 4_565 3_655
Cu2 Cu2 Cu1 62.407(17) 3_655 3_655
Cu1 Cu2 Cu1 54.32(2) . 3_655
O7 C1 C6 123.3(5) . .
O7 C1 C2 115.0(3) . .
C6 C1 C2 121.8(5) . .
C3 C2 C1 115.5(4) . .
C3 C2 Cu2 115.8(3) . .
C1 C2 Cu2 120.1(3) . .
C3 C2 Cu2 104.2(3) . 4_565
C1 C2 Cu2 118.7(3) . 4_565
Cu2 C2 Cu2 75.00(13) . 4_565
C2 C3 C4 123.9(5) . .
C3 C4 C5 117.8(5) . .
C6 C5 C4 120.4(5) . .
C5 C6 C1 120.5(6) . .
C1 O7 C8 119.8(4) . .
C1 O7 Cu1 116.0(2) . .
C8 O7 Cu1 118.8(3) . .
C16 C11 O17 123.3(4) . .
C16 C11 C12 121.8(4) . .
O17 C11 C12 114.9(3) . .
C13 C12 C11 115.3(3) . .
C13 C12 Cu1 115.0(3) . 3_655
C11 C12 Cu1 119.8(3) . 3_655
C13 C12 Cu1 105.6(3) . .
C11 C12 Cu1 119.4(3) . .
Cu1 C12 Cu1 74.66(12) 3_655 .
C12 C13 C14 122.8(5) . .
C15 C14 C13 119.5(5) . .
C16 C15 C14 119.8(4) . .
C15 C16 C11 120.8(5) . .
C11 O17 C18 119.9(4) . .
C11 O17 Cu2 115.8(2) . .
C18 O17 Cu2 123.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 C12 2.013(4) 4_565
Cu1 C12 2.045(4) .
Cu1 O7 2.350(3) .
Cu1 Cu1 2.4612(7) 4_565
Cu1 Cu1 2.4612(7) 3_655
Cu1 Cu2 2.6903(7) .
Cu1 Cu2 2.7012(7) 4_565
Cu2 C2 2.020(4) .
Cu2 C2 2.051(4) 3_655
Cu2 O17 2.387(3) .
Cu2 Cu2 2.4787(7) 4_565
Cu2 Cu2 2.4787(7) 3_655
Cu2 Cu1 2.7012(7) 3_655
C1 O7 1.363(6) .
C1 C6 1.385(7) .
C1 C2 1.419(6) .
C2 C3 1.378(6) .
C2 Cu2 2.051(4) 4_565
C3 C4 1.387(7) .
C4 C5 1.411(11) .
C5 C6 1.348(10) .
O7 C8 1.426(6) .
C11 C16 1.368(6) .
C11 O17 1.380(5) .
C11 C12 1.419(6) .
C12 C13 1.383(6) .
C12 Cu1 2.013(4) 3_655
C13 C14 1.392(6) .
C14 C15 1.367(9) .
C15 C16 1.363(8) .
O17 C18 1.416(6) .
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 0.143 0.692 -0.050 2406 640 ' '
2 0.750 0.750 0.076 8 1 ' '
3 0.250 0.250 0.923 8 1 ' '
