#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:08:04 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179314 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/11/4321130.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_4321130
loop_
_publ_author_name
'George Psomas'
'Catherine P. Raptopoulou'
'Lykourgos Iordanidis'
'Catherine Dendrinou-Samara'
'Vassilis Tangoulis'
'Dimitris P. Kessissoglou'
_publ_section_title
;
 Structurally Diverse Copper(II)-Carboxylato Complexes: Neutral and Ionic
 Mononuclear Structures and a Novel Binuclear Structure
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3042
_journal_page_last               3048
_journal_paper_doi               10.1021/ic991476q
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C30 H26 Cl2 Cu N2 Na0 O7'
_chemical_formula_weight         660.97
_chemical_name_systematic
;
 ?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.7370(10)
_cell_angle_beta                 95.742(2)
_cell_angle_gamma                103.286(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7419(8)
_cell_length_b                   12.5122(12)
_cell_length_c                   14.5978(14)
_cell_measurement_temperature    294(2)
_cell_volume                     1424.1(2)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.1181
_diffrn_reflns_av_sigmaI/netI    0.2221
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13804
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         28.44
_diffrn_reflns_theta_min         1.52
_exptl_absorpt_coefficient_mu    1.006
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.558719
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            light_blue
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             678
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.552
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         6333
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.552
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0971
_reflns_number_gt                2408
_reflns_number_total             6333
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic991476q.cif
_cod_data_source_block           p-1
_cod_database_code               4321130
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 2.32192(6) -0.72717(4) -1.00523(3) 0.03916(15) Uani 1 1 d . . .
Cl1 Cl 1.69358(15) -0.35375(10) -0.41906(10) 0.0833(4) Uani 1 1 d . . .
Cl2 Cl 2.2970(2) -0.96029(13) -1.50326(10) 0.1086(5) Uani 1 1 d . . .
O1 O 2.1204(3) -0.4793(2) -0.69871(19) 0.0541(7) Uani 1 1 d . . .
O2 O 2.1830(3) -0.70455(19) -0.90817(18) 0.0467(7) Uani 1 1 d . . .
O3 O 2.3519(3) -0.5350(2) -0.7921(2) 0.0599(8) Uani 1 1 d . . .
O4 O 2.0329(3) -0.78097(18) -1.14460(18) 0.0472(7) Uani 1 1 d . . .
O5 O 2.3062(3) -0.58739(19) -1.02976(18) 0.0411(6) Uani 1 1 d . . .
O6 O 2.1824(3) -0.4647(2) -1.0610(2) 0.0523(7) Uani 1 1 d . . .
O7 O 2.5515(3) -0.64562(18) -0.88747(18) 0.0498(7) Uani 1 1 d . . .
H7A H 2.5391 -0.5928 -0.8385 0.060 Uiso 1 1 calc R . .
H7B H 2.6209 -0.6075 -0.9068 0.060 Uiso 1 1 d R . .
N1 N 2.4527(3) -0.7682(2) -1.1118(2) 0.0371(7) Uani 1 1 d . . .
N2 N 2.2961(3) -0.8992(2) -1.0250(2) 0.0359(7) Uani 1 1 d . . .
C1 C 2.5312(4) -0.6997(3) -1.1521(3) 0.0410(9) Uani 1 1 d . . .
H1 H 2.5307 -0.6204 -1.1298 0.049 Uiso 1 1 calc R . .
C2 C 2.6162(5) -0.7416(3) -1.2279(3) 0.0488(10) Uani 1 1 d . . .
H2 H 2.6712 -0.6908 -1.2548 0.059 Uiso 1 1 calc R . .
C3 C 2.6164(5) -0.8577(3) -1.2609(3) 0.0501(11) Uani 1 1 d . . .
H3 H 2.6722 -0.8862 -1.3109 0.060 Uiso 1 1 calc R . .
C4 C 2.5344(4) -0.9346(3) -1.2213(3) 0.0416(10) Uani 1 1 d . . .
C5 C 2.4528(4) -0.8853(3) -1.1454(3) 0.0352(9) Uani 1 1 d . . .
C6 C 2.5227(5) -1.0584(3) -1.2498(3) 0.0529(11) Uani 1 1 d . . .
H6 H 2.5725 -1.0939 -1.3010 0.063 Uiso 1 1 calc R . .
C7 C 2.4436(5) -1.1251(3) -1.2065(3) 0.0549(12) Uani 1 1 d . . .
H7 H 2.4407 -1.2051 -1.2276 0.066 Uiso 1 1 calc R . .
C8 C 2.3628(4) -1.0756(3) -1.1277(3) 0.0436(10) Uani 1 1 d . . .
C9 C 2.3680(4) -0.9559(3) -1.0983(3) 0.0353(9) Uani 1 1 d . . .
C10 C 2.2772(5) -1.1389(3) -1.0760(3) 0.0515(11) Uani 1 1 d . . .
H10 H 2.2711 -1.2187 -1.0917 0.062 Uiso 1 1 calc R . .
C11 C 2.2039(5) -1.0816(3) -1.0030(3) 0.0510(11) Uani 1 1 d . . .
H11 H 2.1460 -1.1226 -0.9696 0.061 Uiso 1 1 calc R . .
C12 C 2.2165(4) -0.9609(3) -0.9790(3) 0.0462(10) Uani 1 1 d . . .
H12 H 2.1670 -0.9227 -0.9287 0.055 Uiso 1 1 calc R . .
C13 C 2.2186(5) -0.6077(3) -0.8293(3) 0.0433(10) Uani 1 1 d . . .
C14 C 2.0763(5) -0.5889(3) -0.7842(3) 0.0474(10) Uani 1 1 d . . .
H14A H 1.9941 -0.5874 -0.8332 0.057 Uiso 1 1 calc R . .
H14B H 2.0324 -0.6544 -0.7647 0.057 Uiso 1 1 calc R . .
C15 C 2.0135(5) -0.4550(3) -0.6375(3) 0.0398(9) Uani 1 1 d . . .
C16 C 1.8504(5) -0.5119(3) -0.6648(3) 0.0475(10) Uani 1 1 d . . .
H16 H 1.8079 -0.5714 -0.7282 0.057 Uiso 1 1 calc R . .
C17 C 1.7498(5) -0.4806(3) -0.5981(3) 0.0520(11) Uani 1 1 d . . .
H17 H 1.6398 -0.5172 -0.6166 0.062 Uiso 1 1 calc R . .
C18 C 1.8165(5) -0.3948(3) -0.5047(3) 0.0507(11) Uani 1 1 d . . .
C19 C 1.9795(5) -0.3389(3) -0.4775(3) 0.0481(11) Uani 1 1 d . . .
H19 H 2.0218 -0.2813 -0.4132 0.058 Uiso 1 1 calc R . .
C20 C 2.0805(5) -0.3662(3) -0.5425(3) 0.0424(10) Uani 1 1 d . . .
C21 C 2.2580(5) -0.3038(3) -0.5148(3) 0.0637(12) Uani 1 1 d . . .
H21A H 2.3165 -0.3620 -0.5319 0.096 Uiso 1 1 calc R . .
H21B H 2.2877 -0.2568 -0.4443 0.096 Uiso 1 1 calc R . .
H21C H 2.2829 -0.2529 -0.5507 0.096 Uiso 1 1 calc R . .
C22 C 2.1839(5) -0.5641(3) -1.0621(3) 0.0408(10) Uani 1 1 d . . .
C23 C 2.0234(4) -0.6608(3) -1.1064(3) 0.0478(10) Uani 1 1 d . . .
H23A H 1.9590 -0.6522 -1.0553 0.057 Uiso 1 1 calc R . .
H23B H 1.9676 -0.6470 -1.1602 0.057 Uiso 1 1 calc R . .
C24 C 2.0839(5) -0.8189(3) -1.2339(3) 0.0422(10) Uani 1 1 d . . .
C25 C 2.1605(5) -0.7437(3) -1.2755(3) 0.0516(11) Uani 1 1 d . . .
H25 H 2.1710 -0.6625 -1.2462 0.062 Uiso 1 1 calc R . .
C26 C 2.2218(5) -0.7874(4) -1.3601(3) 0.0608(12) Uani 1 1 d . . .
H26 H 2.2725 -0.7364 -1.3883 0.073 Uiso 1 1 calc R . .
C27 C 2.2071(5) -0.9060(4) -1.4017(3) 0.0601(12) Uani 1 1 d . . .
C28 C 2.1272(5) -0.9829(3) -1.3632(3) 0.0596(12) Uani 1 1 d . . .
H28 H 2.1150 -1.0641 -1.3944 0.071 Uiso 1 1 calc R . .
C29 C 2.0647(5) -0.9411(3) -1.2787(3) 0.0450(10) Uani 1 1 d . . .
C30 C 1.9740(5) -1.0257(3) -1.2370(3) 0.0631(13) Uani 1 1 d . . .
H30A H 1.9418 -1.1054 -1.2871 0.095 Uiso 1 1 calc R . .
H30B H 1.8806 -1.0030 -1.2179 0.095 Uiso 1 1 calc R . .
H30C H 2.0419 -1.0226 -1.1797 0.095 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 0.0033 0.0016 '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'
Na Na 0.0362 0.0249 '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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
O5 Cu1 O2 93.25(10) . . ?
O5 Cu1 N1 90.83(11) . . ?
O2 Cu1 N1 174.17(11) . . ?
O5 Cu1 N2 161.47(11) . . ?
O2 Cu1 N2 93.25(11) . . ?
N1 Cu1 N2 81.62(11) . . ?
O5 Cu1 O7 99.45(9) . . ?
O2 Cu1 O7 94.12(10) . . ?
N1 Cu1 O7 89.31(11) . . ?
N2 Cu1 O7 97.37(10) . . ?
C15 O1 C14 119.2(3) . . ?
C13 O2 Cu1 120.9(2) . . ?
C24 O4 C23 116.7(3) . . ?
C22 O5 Cu1 129.4(2) . . ?
Cu1 O7 H7A 109.5 . . ?
Cu1 O7 H7B 109.5 . . ?
H7A O7 H7B 101.5 . . ?
C1 N1 C5 118.5(3) . . ?
C1 N1 Cu1 128.9(2) . . ?
C5 N1 Cu1 112.6(2) . . ?
C12 N2 C9 118.3(3) . . ?
C12 N2 Cu1 128.7(3) . . ?
C9 N2 Cu1 113.0(2) . . ?
N1 C1 C2 122.6(3) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 116.5(3) . . ?
C3 C4 C6 127.0(4) . . ?
C5 C4 C6 116.5(3) . . ?
N1 C5 C4 122.5(3) . . ?
N1 C5 C9 116.5(3) . . ?
C4 C5 C9 120.9(3) . . ?
C7 C6 C4 123.0(4) . . ?
C7 C6 H6 118.5 . . ?
C4 C6 H6 118.5 . . ?
C6 C7 C8 121.1(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C10 116.4(3) . . ?
C9 C8 C7 118.2(3) . . ?
C10 C8 C7 125.4(3) . . ?
N2 C9 C8 123.7(3) . . ?
N2 C9 C5 116.1(3) . . ?
C8 C9 C5 120.2(3) . . ?
C11 C10 C8 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C8 C10 H10 120.2 . . ?
C10 C11 C12 119.5(4) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
N2 C12 C11 122.5(4) . . ?
N2 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
O3 C13 O2 126.6(4) . . ?
O3 C13 C14 121.1(3) . . ?
O2 C13 C14 112.3(3) . . ?
O1 C14 C13 110.4(3) . . ?
O1 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
O1 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
O1 C15 C16 124.3(3) . . ?
O1 C15 C20 114.9(3) . . ?
C16 C15 C20 120.9(4) . . ?
C15 C16 C17 120.5(4) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 118.3(4) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C17 C18 C19 121.0(4) . . ?
C17 C18 Cl1 119.5(4) . . ?
C19 C18 Cl1 119.5(3) . . ?
C20 C19 C18 121.7(4) . . ?
C20 C19 H19 119.1 . . ?
C18 C19 H19 119.1 . . ?
C19 C20 C15 117.5(4) . . ?
C19 C20 C21 122.4(4) . . ?
C15 C20 C21 120.1(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O6 C22 O5 124.3(4) . . ?
O6 C22 C23 115.1(4) . . ?
O5 C22 C23 120.6(3) . . ?
O4 C23 C22 115.6(3) . . ?
O4 C23 H23A 108.4 . . ?
C22 C23 H23A 108.4 . . ?
O4 C23 H23B 108.4 . . ?
C22 C23 H23B 108.4 . . ?
H23A C23 H23B 107.4 . . ?
O4 C24 C25 124.2(3) . . ?
O4 C24 C29 115.7(3) . . ?
C25 C24 C29 119.9(4) . . ?
C26 C25 C24 120.8(4) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C27 C26 C25 119.0(4) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C26 C27 C28 121.1(4) . . ?
C26 C27 Cl2 119.3(4) . . ?
C28 C27 Cl2 119.6(4) . . ?
C27 C28 C29 120.7(4) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C28 C29 C24 118.3(4) . . ?
C28 C29 C30 120.9(3) . . ?
C24 C29 C30 120.7(4) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
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 O5 1.937(2) . ?
Cu1 O2 1.944(2) . ?
Cu1 N1 2.012(3) . ?
Cu1 N2 2.023(3) . ?
Cu1 O7 2.269(2) . ?
Cl1 C18 1.746(4) . ?
Cl2 C27 1.745(4) . ?
O1 C15 1.367(4) . ?
O1 C14 1.426(4) . ?
O2 C13 1.288(4) . ?
O3 C13 1.231(4) . ?
O4 C24 1.378(4) . ?
O4 C23 1.433(3) . ?
O5 C22 1.260(4) . ?
O6 C22 1.242(4) . ?
O7 H7A 0.8200 . ?
O7 H7B 0.8200 . ?
N1 C1 1.311(4) . ?
N1 C5 1.372(4) . ?
N2 C12 1.321(4) . ?
N2 C9 1.359(4) . ?
C1 C2 1.408(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.359(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.413(4) . ?
C4 C6 1.429(5) . ?
C5 C9 1.426(5) . ?
C6 C7 1.331(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.437(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.393(4) . ?
C8 C10 1.421(5) . ?
C10 C11 1.365(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.399(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.492(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.384(5) . ?
C15 C20 1.396(5) . ?
C16 C17 1.391(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.367(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(5) . ?
C19 C20 1.369(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.508(5) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.528(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.379(5) . ?
C24 C29 1.394(4) . ?
C25 C26 1.378(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.359(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.372(5) . ?
C28 C29 1.379(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.513(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7A O3 0.82 2.02 2.670(3) 135.9 .
O7 H7B O6 0.82 1.93 2.738(3) 166.1 2_:43
