#------------------------------------------------------------------------------
#$Date: 2016-02-16 18:55:33 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176466 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/20/8102085.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_8102085
loop_
_publ_author_name
'Ahn-Thou, P.-N.'
'Lemoine, P.'
'Viossat, B.'
'Chaumei, J.-C.'
'Tomas, A.'
_publ_section_title
;
Crystal structures of bis(dimethylformamide)tetrakis(ibuprofenato)
dicopper(II) dimethylformamide solvate (1:2), Cu₂(C₃H₇NO)₂
(C₁₃H₁₇O₂)₄ · 2C₃H₇NO, and bis(dimethylsulfoxide)
tetrakis(ibuprofenato)dicopper(II) dichloromethane solvate (1:2), 
Cu₂(C₂H₆SO)₂(C₁₃H₁₇O₂)₄ · 2CH₂Cl₂
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              93
_journal_page_last               97
_journal_volume                  222
_journal_year                    2007
_chemical_formula_sum            'C29 H41 Cu N O5'
_chemical_formula_weight         547.17
_chemical_name_systematic
;
[Cu₂(Ibuprofenate)₄(DMF)₂] . xDMF
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                108.340(5)
_cell_angle_beta                 98.520(5)
_cell_angle_gamma                108.930(5)
_cell_formula_units_Z            2
_cell_length_a                   10.616(5)
_cell_length_b                   11.123(5)
_cell_length_c                   16.451(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      7.31
_cell_measurement_theta_min      2.12
_cell_volume                     1675.1(12)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994) [7]'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994) [7]'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995) [8]'
_computing_molecular_graphics    'CAMERON [11]'
_computing_publication_material  'WinGX - Version 1.63.02 [12]'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997) [10]'
_computing_structure_solution    'SIR92 [9]'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       omega/2Theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0641
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5690
_diffrn_reflns_theta_full        64.93
_diffrn_reflns_theta_max         64.93
_diffrn_reflns_theta_min         2.95
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  1
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.340
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepipedic
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5690
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.976
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.062
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0975P)²+0.2540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1510
_refine_ls_wR_factor_ref         0.1629
_reflns_number_gt                3506
_reflns_number_total             5690
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1945.cff
_cod_data_source_block           at75
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C29 H41 Cu1 N1 O5'
_cod_database_code               8102085
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.39323(5) 0.53122(5) 0.51393(3) 0.05456(19) Uani 1 2 i d . . .
O1 O 0.5001(3) 0.2970(3) 0.49640(19) 0.0721(7) Uani 1 2 i d . . .
O2 O 0.3216(2) 0.3514(3) 0.52335(18) 0.0696(7) Uani 1 2 i d . . .
O21 O 0.6848(2) 0.5571(2) 0.61510(16) 0.0650(6) Uani 1 2 i d . . .
O22 O 0.5046(2) 0.6107(3) 0.63871(16) 0.0695(7) Uani 1 2 i d . . .
O41 O 0.2312(3) 0.5982(3) 0.54789(19) 0.0749(7) Uani 1 2 i d . . .
C1 C 0.3883(4) 0.2737(4) 0.5159(2) 0.0638(9) Uani 1 2 i d . . .
C2 C 0.3270(4) 0.1419(4) 0.5308(3) 0.0779(11) Uani 1 2 i d . . .
H2 H 0.3333 0.0688 0.4815 0.111 Uiso 1 2 i calc R . .
C3 C 0.4196(4) 0.1533(4) 0.6157(3) 0.0707(10) Uani 1 2 i d . . .
C4 C 0.4624(5) 0.2684(5) 0.6937(3) 0.0834(12) Uani 1 2 i d . . .
H47 H 0.4328 0.3388 0.6947 0.091 Uiso 1 2 i calc R . .
C5 C 0.5487(5) 0.2805(5) 0.7705(3) 0.0858(12) Uani 1 2 i d . . .
H5 H 0.5765 0.3597 0.8218 0.091 Uiso 1 2 i calc R . .
C6 C 0.5939(4) 0.1798(5) 0.7730(3) 0.0790(11) Uani 1 2 i d . . .
C7 C 0.5468(5) 0.0612(5) 0.6938(3) 0.0894(13) Uani 1 2 i d . . .
H7 H 0.5735 -0.0108 0.6930 0.091 Uiso 1 2 i calc R . .
C8 C 0.4626(4) 0.0501(4) 0.6179(3) 0.0778(11) Uani 1 2 i d . . .
H8 H 0.4338 -0.0292 0.5665 0.091 Uiso 1 2 i calc R . .
C9 C 0.1797(5) 0.0984(6) 0.5288(4) 0.1147(19) Uani 1 2 i d . . .
H91 H 0.1685 0.1659 0.5773 0.198 Uiso 1 2 i calc R . .
H92 H 0.1481 0.0110 0.5346 0.198 Uiso 1 2 i calc R . .
H93 H 0.1263 0.0898 0.4733 0.198 Uiso 1 2 i calc R . .
C10 C 0.6922(5) 0.1963(6) 0.8556(3) 0.0975(14) Uani 1 2 i d . . .
H101 H 0.7641 0.1667 0.8382 0.162 Uiso 1 2 i calc R . .
H102 H 0.7366 0.2935 0.8939 0.162 Uiso 1 2 i calc R . .
C11 C 0.6272(5) 0.1180(6) 0.9084(4) 0.1057(16) Uani 1 2 i d . . .
H11 H 0.5844 0.0208 0.8675 0.111 Uiso 1 2 i calc R . .
C12 C 0.5175(7) 0.1492(8) 0.9401(5) 0.135(2) Uani 1 2 i d . . .
H121 H 0.5562 0.2385 0.9880 0.198 Uiso 1 2 i calc R . .
H122 H 0.4699 0.0809 0.9612 0.198 Uiso 1 2 i calc R . .
H123 H 0.4534 0.1491 0.8924 0.198 Uiso 1 2 i calc R . .
C13 C 0.7395(6) 0.1278(8) 0.9832(4) 0.143(3) Uani 1 2 i d . . .
H131 H 0.7896 0.2224 1.0232 0.198 Uiso 1 2 i calc R . .
H132 H 0.8022 0.0922 0.9580 0.198 Uiso 1 2 i calc R . .
H133 H 0.6970 0.0749 1.0153 0.198 Uiso 1 2 i calc R . .
C21 C 0.6220(4) 0.6114(3) 0.6658(2) 0.0592(8) Uani 1 2 i d . . .
C22 C 0.6959(4) 0.6815(4) 0.7642(2) 0.0685(9) Uani 1 2 i d . . .
H22 H 0.7357 0.6212 0.7802 0.111 Uiso 1 2 i calc R . .
C23 C 0.8150(4) 0.8173(4) 0.7846(2) 0.0614(9) Uani 1 2 i d . . .
C24 C 0.8164(4) 0.8935(4) 0.7324(3) 0.0747(11) Uani 1 2 i d . . .
H24 H 0.7423 0.8608 0.6823 0.091 Uiso 1 2 i calc R . .
C25 C 0.9256(5) 1.0170(4) 0.7533(3) 0.0839(12) Uani 1 2 i d . . .
H25 H 0.9229 1.0662 0.7170 0.111 Uiso 1 2 i calc R . .
C26 C 1.0385(4) 1.0696(4) 0.8262(3) 0.0778(11) Uani 1 2 i d . B .
C27 C 1.0360(4) 0.9946(5) 0.8775(3) 0.0834(12) Uani 1 2 i d . . .
H27 H 1.1101 1.0282 0.9278 0.091 Uiso 1 2 i calc R . .
C28 C 0.9290(4) 0.8719(4) 0.8584(3) 0.0770(11) Uani 1 2 i d . . .
H28 H 0.9326 0.8241 0.8955 0.091 Uiso 1 2 i calc R . .
C29 C 0.5975(5) 0.7031(5) 0.8216(3) 0.1039(16) Uani 1 2 i d . . .
H291 H 0.5544 0.7596 0.8061 0.198 Uiso 1 2 i calc R . .
H292 H 0.6490 0.7478 0.8835 0.198 Uiso 1 2 i calc R . .
H293 H 0.5274 0.6154 0.8113 0.198 Uiso 1 2 i calc R . .
C30 C 1.1612(6) 1.2027(5) 0.8465(5) 0.118(2) Uani 1 2 i d . . .
H301 H 1.2375 1.1782 0.8327 0.162 Uiso 1 2 i calc R A 1
H302 H 1.1364 1.2426 0.8052 0.162 Uiso 1 2 i calc R A 1
C33 C 1.1119(9) 1.3573(7) 0.9720(6) 0.137(3) Uani 1 2 i d D . .
H331 H 1.0145 1.2977 0.9645 0.198 Uiso 1 2 i d D . .
H332 H 1.0939 1.4317 0.9586 0.198 Uiso 1 2 i d D . .
H333 H 1.1598 1.4317 1.0314 0.198 Uiso 1 2 i d D . .
C42 C 0.2570(4) 0.6914(5) 0.6169(4) 0.0905(14) Uani 1 2 i d . . .
H42 H 0.3471 0.7294 0.6537 0.091 Uiso 1 2 i calc R . .
N43 N 0.1711(4) 0.7468(4) 0.6471(3) 0.1010(13) Uani 1 2 i d . . .
C44 C 0.0304(5) 0.6950(7) 0.5965(5) 0.134(2) Uani 1 2 i d . . .
H441 H 0.0271 0.6966 0.5382 0.198 Uiso 1 2 i calc R . .
H442 H -0.0140 0.7515 0.6261 0.198 Uiso 1 2 i calc R . .
H443 H -0.0169 0.6020 0.5910 0.198 Uiso 1 2 i calc R . .
C45 C 0.2159(7) 0.8602(8) 0.7323(6) 0.208(5) Uani 1 2 i d . . .
H451 H 0.3135 0.8894 0.7578 0.198 Uiso 1 2 i calc R . .
H452 H 0.1661 0.8312 0.7715 0.198 Uiso 1 2 i calc R . .
H453 H 0.1980 0.9356 0.7243 0.198 Uiso 1 2 i calc R . .
C311 C 1.2119(11) 1.3074(10) 0.9331(8) 0.093(3) Uani 0.50 2 i d PD B 1
H311 H 1.2454 1.2671 0.9722 0.111 Uiso 0.50 2 i calc PR B 1
C321 C 1.3402(13) 1.4288(13) 0.9399(12) 0.129(5) Uani 0.50 2 i d PD B 1
H351 H 1.4073 1.3952 0.9197 0.198 Uiso 0.50 2 i calc PR B 1
H352 H 1.3798 1.4931 1.0008 0.198 Uiso 0.50 2 i calc PR B 1
H353 H 1.3137 1.4739 0.9034 0.198 Uiso 0.50 2 i calc PR B 1
C312 C 1.1513(11) 1.3283(9) 0.8869(9) 0.093(3) Uani 0.50 2 i d PD B 2
H312 H 1.0755 1.3271 0.8442 0.111 Uiso 0.50 2 i calc PR B 2
C322 C 1.2809(15) 1.4512(15) 0.8937(15) 0.159(7) Uani 0.50 2 i d PD B 2
H371 H 1.3373 1.4168 0.8601 0.198 Uiso 0.50 2 i calc PR B 2
H372 H 1.3337 1.5030 0.9550 0.198 Uiso 0.50 2 i calc PR B 2
H373 H 1.2520 1.5097 0.8701 0.198 Uiso 0.50 2 i calc PR B 2
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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
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
_geom_angle_publ_flag
O21 Cu1 O1 90.31(11) 2_666 2_666 ?
O21 Cu1 O2 90.34(11) 2_666 . ?
O1 Cu1 O2 167.94(10) 2_666 . ?
O21 Cu1 O22 168.06(9) 2_666 . ?
O1 Cu1 O22 88.19(12) 2_666 . ?
O2 Cu1 O22 88.68(11) . . ?
O21 Cu1 O41 98.78(10) 2_666 . ?
O1 Cu1 O41 93.53(11) 2_666 . ?
O2 Cu1 O41 98.27(11) . . ?
O22 Cu1 O41 93.14(10) . . ?
O21 Cu1 Cu1 85.93(7) 2_666 2_666 ?
O1 Cu1 Cu1 83.98(8) 2_666 2_666 ?
O2 Cu1 Cu1 84.06(8) . 2_666 ?
O22 Cu1 Cu1 82.13(7) . 2_666 ?
O41 Cu1 Cu1 174.70(8) . 2_666 ?
C1 O1 Cu1 123.9(2) . 2_666 ?
C1 O2 Cu1 122.8(2) . . ?
C21 O21 Cu1 121.9(2) . 2_666 ?
C21 O22 Cu1 126.0(2) . . ?
C42 O41 Cu1 119.4(3) . . ?
O1 C1 O2 124.9(4) . . ?
O1 C1 C2 117.1(3) . . ?
O2 C1 C2 118.0(3) . . ?
C9 C2 C1 115.3(4) . . ?
C9 C2 C3 113.2(4) . . ?
C1 C2 C3 108.8(3) . . ?
C8 C3 C4 117.5(4) . . ?
C8 C3 C2 121.7(4) . . ?
C4 C3 C2 120.8(4) . . ?
C3 C4 C5 121.0(4) . . ?
C6 C5 C4 122.0(4) . . ?
C5 C6 C7 116.6(4) . . ?
C5 C6 C10 121.6(4) . . ?
C7 C6 C10 121.8(4) . . ?
C8 C7 C6 121.3(4) . . ?
C7 C8 C3 121.6(4) . . ?
C11 C10 C6 115.2(4) . . ?
C12 C11 C10 116.2(5) . . ?
C12 C11 C13 112.2(5) . . ?
C10 C11 C13 110.2(5) . . ?
O22 C21 O21 124.0(3) . . ?
O22 C21 C22 119.1(3) . . ?
O21 C21 C22 116.8(3) . . ?
C21 C22 C23 110.8(3) . . ?
C21 C22 C29 112.5(3) . . ?
C23 C22 C29 110.8(3) . . ?
C24 C23 C28 116.4(4) . . ?
C24 C23 C22 122.7(3) . . ?
C28 C23 C22 120.9(4) . . ?
C25 C24 C23 121.2(4) . . ?
C26 C25 C24 121.8(4) . . ?
C27 C26 C25 116.6(4) . . ?
C27 C26 C30 121.9(5) . . ?
C25 C26 C30 121.5(5) . . ?
C26 C27 C28 122.8(4) . . ?
C27 C28 C23 121.1(4) . . ?
C312 C30 C311 44.1(6) . . ?
C312 C30 C26 119.3(6) . . ?
C311 C30 C26 119.7(6) . . ?
C311 C33 C312 41.5(6) . . ?
O41 C42 N43 127.1(4) . . ?
C42 N43 C44 120.9(4) . . ?
C42 N43 C45 121.6(5) . . ?
C44 N43 C45 117.5(4) . . ?
C30 C311 C33 117.9(9) . . ?
C30 C311 C321 110.9(9) . . ?
C33 C311 C321 110.8(9) . . ?
C30 C312 C33 119.0(9) . . ?
C30 C312 C322 111.6(11) . . ?
C33 C312 C322 111.0(12) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O21 1.948(2) 2_666 ?
Cu1 O1 1.954(3) 2_666 ?
Cu1 O2 1.961(3) . ?
Cu1 O22 1.963(3) . ?
Cu1 O41 2.163(2) . ?
Cu1 Cu1 2.6383(13) 2_666 ?
O1 C1 1.243(4) . ?
O1 Cu1 1.954(3) 2_666 ?
O2 C1 1.273(4) . ?
O21 C21 1.270(4) . ?
O21 Cu1 1.948(2) 2_666 ?
O22 C21 1.257(4) . ?
O41 C42 1.192(5) . ?
C1 C2 1.512(5) . ?
C2 C9 1.471(6) . ?
C2 C3 1.527(6) . ?
C3 C8 1.375(6) . ?
C3 C4 1.381(6) . ?
C4 C5 1.387(6) . ?
C5 C6 1.364(6) . ?
C6 C7 1.409(6) . ?
C6 C10 1.505(6) . ?
C7 C8 1.369(6) . ?
C10 C11 1.502(7) . ?
C11 C12 1.441(8) . ?
C11 C13 1.531(7) . ?
C21 C22 1.509(5) . ?
C22 C23 1.519(5) . ?
C22 C29 1.535(6) . ?
C23 C24 1.381(6) . ?
C23 C28 1.390(5) . ?
C24 C25 1.379(6) . ?
C25 C26 1.377(6) . ?
C26 C27 1.358(6) . ?
C26 C30 1.519(6) . ?
C27 C28 1.368(6) . ?
C30 C312 1.392(11) . ?
C30 C311 1.413(11) . ?
C33 C311 1.485(13) . ?
C33 C312 1.489(14) . ?
C42 N43 1.328(5) . ?
N43 C44 1.424(6) . ?
N43 C45 1.443(7) . ?
C311 C321 1.535(12) . ?
C312 C322 1.553(12) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O41 C42 N43 178.6(4) . . . . ?
Cu1 O21 C21 C22 -177.6(2) 2_666 . . . ?
Cu1 O21 C21 O22 1.7(5) 2_666 . . . ?
Cu1 O22 C21 O21 -1.4(5) . . . . ?
Cu1 O22 C21 C22 177.9(2) . . . . ?
Cu1 O1 C1 O2 7.2(5) 2_666 . . . ?
Cu1 O1 C1 C2 -173.6(2) 2_666 . . . ?
Cu1 O2 C1 O1 -4.9(5) . . . . ?
Cu1 O2 C1 C2 175.8(2) . . . . ?
