#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/22/2222270.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2222270
loop_
_publ_author_name
'Wu, Yu'
'Xie, Bin'
'Zou, Li-Ke'
'Wu, Wei-Ping'
'Lu, Lu'
_publ_section_title
;(Dimethylformamide-κO){4,4',6,6'-tetrabromo-2,2'-[o-phenylenebis(nitrilomethylidyne)]diphenolato-κ⁴O,N,N',O'}copper(II)
 dimethylformamide solvate
;
_journal_coeditor_code           CI2819
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m758
_journal_paper_doi               10.1107/S160053680902162X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac
'[Cu (C20 H10 Br4 N2 O2) (C3 H7 N O)], C3 H7 N O'
_chemical_formula_moiety         'C23 H17 Br4 Cu N3 O3, C3 H7 N O'
_chemical_formula_sum            'C26 H24 Br4 Cu N4 O4'
_chemical_formula_weight         839.67
_chemical_name_systematic
;
(Dimethylformamide-κO){4,4',6,6'-tetrabromo-2,2'-[o-
phenylenebis(nitrilomethylidyne)]diphenolato-
κ⁴O,N,N',O'}copper(II) dimethylformamide
solvate
;
_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                94.207(9)
_cell_angle_beta                 100.310(6)
_cell_angle_gamma                104.117(5)
_cell_formula_units_Z            2
_cell_length_a                   7.3742(10)
_cell_length_b                   11.9542(19)
_cell_length_c                   17.212(2)
_cell_measurement_reflns_used    4531
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      3.08
_cell_volume                     1436.8(3)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 2004)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 2004)'
_computing_data_reduction        'RAPID-AUTO (Rigaku, 2004)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Rigaku SPIDER'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            11906
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.08
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.362
_exptl_absorpt_correction_T_max  0.2992
_exptl_absorpt_correction_T_min  0.2992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(RAPID-AUTO; Rigaku, 2004)'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             818
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.518
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         6330
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0247P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0588
_refine_ls_wR_factor_ref         0.0629
_reflns_number_gt                5305
_reflns_number_total             6330
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2819.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2222270
_cod_database_fobs_code          2222270
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.39299(5) 0.60816(3) 0.67052(2) 0.01305(9) Uani d . 1 . .
Br Br1 0.12215(5) 0.88993(3) 0.535887(19) 0.01998(8) Uani d . 1 . .
Br Br2 -0.00681(5) 0.60574(3) 0.244696(18) 0.02312(9) Uani d . 1 . .
Br Br3 0.74637(5) 0.75127(3) 1.105720(18) 0.02390(9) Uani d . 1 . .
Br Br4 0.49378(5) 0.96915(3) 0.842406(19) 0.02212(9) Uani d . 1 . .
O O1 0.2620(3) 0.69347(17) 0.60103(11) 0.0141(5) Uani d . 1 . .
O O2 0.4409(3) 0.73265(18) 0.75456(11) 0.0152(5) Uani d . 1 . .
N N1 0.3449(3) 0.4761(2) 0.58884(14) 0.0124(5) Uani d . 1 . .
N N2 0.4835(4) 0.5038(2) 0.74155(14) 0.0142(6) Uani d . 1 . .
C C1 0.2062(4) 0.6699(3) 0.52455(17) 0.0129(6) Uani d . 1 . .
C C2 0.1319(4) 0.7497(3) 0.48000(17) 0.0137(6) Uani d . 1 . .
C C3 0.0698(4) 0.7320(3) 0.39909(17) 0.0150(7) Uani d . 1 . .
H H3 0.0224 0.7885 0.3718 0.018 Uiso calc R 1 . .
C C4 0.0777(4) 0.6295(3) 0.35772(17) 0.0161(7) Uani d . 1 . .
C C5 0.1450(4) 0.5472(3) 0.39550(17) 0.0157(7) Uani d . 1 . .
H H5 0.1484 0.4777 0.3660 0.019 Uiso calc R 1 . .
C C6 0.2099(4) 0.5664(3) 0.47917(17) 0.0125(6) Uani d . 1 . .
C C7 0.2743(4) 0.4742(3) 0.51432(18) 0.0142(6) Uani d . 1 . .
H H7 0.2642 0.4061 0.4799 0.017 Uiso calc R 1 . .
C C8 0.3973(4) 0.3788(3) 0.61884(18) 0.0134(6) Uani d . 1 . .
C C9 0.3827(4) 0.2740(3) 0.57325(19) 0.0172(7) Uani d . 1 . .
H H9 0.3361 0.2643 0.5174 0.021 Uiso calc R 1 . .
C C10 0.4360(4) 0.1849(3) 0.60964(19) 0.0191(7) Uani d . 1 . .
H H10 0.4272 0.1139 0.5788 0.023 Uiso calc R 1 . .
C C11 0.5026(5) 0.1987(3) 0.69131(19) 0.0217(7) Uani d . 1 . .
H H11 0.5367 0.1361 0.7159 0.026 Uiso calc R 1 . .
C C12 0.5201(4) 0.3013(3) 0.73727(19) 0.0184(7) Uani d . 1 . .
H H12 0.5667 0.3097 0.7931 0.022 Uiso calc R 1 . .
C C13 0.4690(4) 0.3924(3) 0.70124(18) 0.0139(6) Uani d . 1 . .
C C14 0.5440(4) 0.5275(3) 0.81769(17) 0.0149(7) Uani d . 1 . .
H H14 0.5803 0.4682 0.8457 0.018 Uiso calc R 1 . .
C C15 0.5606(4) 0.6358(3) 0.86300(17) 0.0147(7) Uani d . 1 . .
C C16 0.6296(4) 0.6425(3) 0.94604(17) 0.0168(7) Uani d . 1 . .
H H16 0.6600 0.5771 0.9680 0.020 Uiso calc R 1 . .
C C17 0.6526(4) 0.7431(3) 0.99485(17) 0.0172(7) Uani d . 1 . .
C C18 0.6111(4) 0.8407(3) 0.96363(18) 0.0174(7) Uani d . 1 . .
H H18 0.6280 0.9104 0.9976 0.021 Uiso calc R 1 . .
C C19 0.5458(4) 0.8344(3) 0.88351(18) 0.0156(7) Uani d . 1 . .
C C20 0.5124(4) 0.7327(3) 0.82895(17) 0.0142(7) Uani d . 1 . .
O O3 0.7162(3) 0.69177(19) 0.64181(13) 0.0218(5) Uani d . 1 . .
N N3 0.8292(4) 0.8852(2) 0.68559(16) 0.0251(7) Uani d . 1 . .
C C21 0.8417(5) 0.7771(3) 0.6803(2) 0.0272(8) Uani d . 1 . .
H H21 0.9556 0.7628 0.7081 0.033 Uiso calc R 1 . .
C C22 0.6627(5) 0.9150(3) 0.6398(2) 0.0278(8) Uani d . 1 . .
H H22A 0.5753 0.8447 0.6082 0.033 Uiso calc R 1 . .
H H22B 0.7052 0.9719 0.6043 0.033 Uiso calc R 1 . .
H H22C 0.5967 0.9483 0.6765 0.033 Uiso calc R 1 . .
C C23 0.9791(6) 0.9809(3) 0.7305(3) 0.0478(12) Uani d . 1 . .
H H23A 1.0806 0.9512 0.7597 0.057 Uiso calc R 1 . .
H H23B 0.9273 1.0233 0.7682 0.057 Uiso calc R 1 . .
H H23C 1.0315 1.0333 0.6941 0.057 Uiso calc R 1 . .
O O4 1.225(3) 0.6119(8) 1.0649(3) 0.0317(16) Uani d PD 0.741(4) A 1
C C24 1.1892(7) 0.7023(4) 1.0473(2) 0.0281(12) Uani d PD 0.741(4) A 1
H H24 1.2090 0.7632 1.0891 0.034 Uiso calc PR 0.741(4) A 1
N N4 1.1242(16) 0.7216(4) 0.9731(2) 0.0216(12) Uani d PD 0.741(4) A 1
C C25 1.0952(8) 0.8347(4) 0.9571(4) 0.0382(14) Uani d PD 0.741(4) A 1
H H25A 1.1095 0.8828 1.0075 0.046 Uiso calc PR 0.741(4) A 1
H H25B 0.9665 0.8243 0.9254 0.046 Uiso calc PR 0.741(4) A 1
H H25C 1.1900 0.8729 0.9276 0.046 Uiso calc PR 0.741(4) A 1
C C26 1.0890(7) 0.6327(4) 0.9057(3) 0.0340(13) Uani d PD 0.741(4) A 1
H H26A 1.1286 0.5649 0.9240 0.041 Uiso calc PR 0.741(4) A 1
H H26B 1.1622 0.6637 0.8663 0.041 Uiso calc PR 0.741(4) A 1
H H26C 0.9525 0.6095 0.8815 0.041 Uiso calc PR 0.741(4) A 1
O O4' 1.229(8) 0.603(3) 1.0485(10) 0.0317(16) Uani d PD 0.26 A 2
C C24' 1.1591(17) 0.6115(9) 0.9800(7) 0.018(3) Uani d PD 0.259(4) A 2
H H24' 1.1272 0.5434 0.9429 0.022 Uiso calc PR 0.259(4) A 2
N N4' 1.123(5) 0.7071(13) 0.9520(7) 0.0216(12) Uani d PD 0.26 A 2
C C25' 1.0462(17) 0.7099(12) 0.8680(6) 0.022(3) Uani d PD 0.259(4) A 2
H H25D 1.1422 0.7618 0.8453 0.026 Uiso calc PR 0.259(4) A 2
H H25E 0.9312 0.7383 0.8630 0.026 Uiso calc PR 0.259(4) A 2
H H25F 1.0138 0.6314 0.8395 0.026 Uiso calc PR 0.259(4) A 2
C C26' 1.1704(18) 0.8156(10) 1.0052(7) 0.019(3) Uani d PD 0.259(4) A 2
H H26D 1.0541 0.8407 1.0070 0.023 Uiso calc PR 0.259(4) A 2
H H26E 1.2613 0.8756 0.9854 0.023 Uiso calc PR 0.259(4) A 2
H H26F 1.2280 0.8034 1.0587 0.023 Uiso calc PR 0.259(4) A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 O2 . . 89.11(8) ?
O1 Cu1 N1 . . 93.40(9) ?
O2 Cu1 N1 . . 177.19(10) ?
O1 Cu1 N2 . . 170.18(10) ?
O2 Cu1 N2 . . 93.64(9) ?
N1 Cu1 N2 . . 83.67(10) ?
O1 Cu1 O3 . . 96.00(9) ?
O2 Cu1 O3 . . 89.70(8) ?
N1 Cu1 O3 . . 91.29(9) ?
N2 Cu1 O3 . . 93.44(9) ?
C1 O1 Cu1 . . 126.73(19) ?
C20 O2 Cu1 . . 126.9(2) ?
C7 N1 C8 . . 121.5(3) ?
C7 N1 Cu1 . . 125.3(2) ?
C8 N1 Cu1 . . 113.22(19) ?
C14 N2 C13 . . 121.4(3) ?
C14 N2 Cu1 . . 125.7(2) ?
C13 N2 Cu1 . . 112.92(19) ?
O1 C1 C2 . . 119.9(3) ?
O1 C1 C6 . . 125.0(3) ?
C2 C1 C6 . . 115.1(3) ?
C3 C2 C1 . . 123.8(3) ?
C3 C2 Br1 . . 118.3(2) ?
C1 C2 Br1 . . 117.8(2) ?
C2 C3 C4 . . 118.6(3) ?
C2 C3 H3 . . 120.7 ?
C4 C3 H3 . . 120.7 ?
C5 C4 C3 . . 121.8(3) ?
C5 C4 Br2 . . 119.8(2) ?
C3 C4 Br2 . . 118.5(2) ?
C4 C5 C6 . . 119.3(3) ?
C4 C5 H5 . . 120.3 ?
C6 C5 H5 . . 120.3 ?
C5 C6 C1 . . 121.4(3) ?
C5 C6 C7 . . 115.7(3) ?
C1 C6 C7 . . 123.0(3) ?
N1 C7 C6 . . 125.4(3) ?
N1 C7 H7 . . 117.3 ?
C6 C7 H7 . . 117.3 ?
C9 C8 C13 . . 119.4(3) ?
C9 C8 N1 . . 125.2(3) ?
C13 C8 N1 . . 115.3(3) ?
C10 C9 C8 . . 119.8(3) ?
C10 C9 H9 . . 120.1 ?
C8 C9 H9 . . 120.1 ?
C9 C10 C11 . . 120.1(3) ?
C9 C10 H10 . . 119.9 ?
C11 C10 H10 . . 119.9 ?
C12 C11 C10 . . 121.2(3) ?
C12 C11 H11 . . 119.4 ?
C10 C11 H11 . . 119.4 ?
C11 C12 C13 . . 119.3(3) ?
C11 C12 H12 . . 120.3 ?
C13 C12 H12 . . 120.3 ?
C12 C13 C8 . . 120.1(3) ?
C12 C13 N2 . . 125.0(3) ?
C8 C13 N2 . . 114.8(3) ?
N2 C14 C15 . . 125.1(3) ?
N2 C14 H14 . . 117.4 ?
C15 C14 H14 . . 117.4 ?
C16 C15 C20 . . 120.8(3) ?
C16 C15 C14 . . 115.6(3) ?
C20 C15 C14 . . 123.6(3) ?
C17 C16 C15 . . 120.3(3) ?
C17 C16 H16 . . 119.9 ?
C15 C16 H16 . . 119.9 ?
C16 C17 C18 . . 120.7(3) ?
C16 C17 Br3 . . 119.8(2) ?
C18 C17 Br3 . . 119.4(2) ?
C19 C18 C17 . . 119.0(3) ?
C19 C18 H18 . . 120.5 ?
C17 C18 H18 . . 120.5 ?
C18 C19 C20 . . 124.0(3) ?
C18 C19 Br4 . . 118.1(2) ?
C20 C19 Br4 . . 117.9(2) ?
O2 C20 C19 . . 119.9(3) ?
O2 C20 C15 . . 124.9(3) ?
C19 C20 C15 . . 115.2(3) ?
C21 O3 Cu1 . . 126.8(2) ?
C21 N3 C23 . . 123.2(3) ?
C21 N3 C22 . . 120.3(3) ?
C23 N3 C22 . . 116.3(3) ?
O3 C21 N3 . . 125.4(3) ?
O3 C21 H21 . . 117.3 ?
N3 C21 H21 . . 117.3 ?
N3 C22 H22A . . 109.5 ?
N3 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
N3 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
N3 C23 H23A . . 109.5 ?
N3 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
N3 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
O4 C24 N4 . . 124.5(4) ?
O4 C24 H24 . . 117.8 ?
N4 C24 H24 . . 117.8 ?
C24 N4 C26 . . 121.2(4) ?
C24 N4 C25 . . 120.7(4) ?
C26 N4 C25 . . 118.0(4) ?
O4' C24' N4' . . 126.4(14) ?
O4' C24' H24' . . 116.8 ?
N4' C24' H24' . . 116.8 ?
C24' N4' C25' . . 122.5(11) ?
C24' N4' C26' . . 119.9(11) ?
C25' N4' C26' . . 117.5(10) ?
N4' C25' H25D . . 109.5 ?
N4' C25' H25E . . 109.5 ?
H25D C25' H25E . . 109.5 ?
N4' C25' H25F . . 109.5 ?
H25D C25' H25F . . 109.5 ?
H25E C25' H25F . . 109.5 ?
N4' C26' H26D . . 109.5 ?
N4' C26' H26E . . 109.5 ?
H26D C26' H26E . . 109.5 ?
N4' C26' H26F . . 109.5 ?
H26D C26' H26F . . 109.5 ?
H26E C26' H26F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 . 1.910(2) y
Cu1 O2 . 1.9174(19) y
Cu1 N1 . 1.954(2) y
Cu1 N2 . 1.958(2) y
Cu1 O3 . 2.501(2) y
Br1 C2 . 1.894(3) ?
Br2 C4 . 1.911(3) ?
Br3 C17 . 1.897(3) ?
Br4 C19 . 1.901(3) ?
O1 C1 . 1.295(3) ?
O2 C20 . 1.294(3) ?
N1 C7 . 1.291(4) ?
N1 C8 . 1.416(4) ?
N2 C14 . 1.293(4) ?
N2 C13 . 1.426(4) ?
C1 C2 . 1.418(4) ?
C1 C6 . 1.423(4) ?
C2 C3 . 1.369(4) ?
C3 C4 . 1.390(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.361(4) ?
C5 C6 . 1.416(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.434(4) ?
C7 H7 . 0.95 ?
C8 C9 . 1.399(4) ?
C8 C13 . 1.405(4) ?
C9 C10 . 1.377(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.387(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.375(4) ?
C11 H11 . 0.95 ?
C12 C13 . 1.389(4) ?
C12 H12 . 0.95 ?
C14 C15 . 1.428(4) ?
C14 H14 . 0.95 ?
C15 C16 . 1.418(4) ?
C15 C20 . 1.427(4) ?
C16 C17 . 1.372(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.397(4) ?
C18 C19 . 1.367(4) ?
C18 H18 . 0.95 ?
C19 C20 . 1.423(4) ?
O3 C21 . 1.247(4) ?
N3 C21 . 1.316(4) ?
N3 C23 . 1.441(4) ?
N3 C22 . 1.471(4) ?
C21 H21 . 0.95 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
O4 C24 . 1.218(3) ?
C24 N4 . 1.340(3) ?
C24 H24 . 0.95 ?
N4 C26 . 1.456(3) ?
N4 C25 . 1.457(3) ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
O4' C24' . 1.220(3) ?
C24' N4' . 1.340(3) ?
C24' H24' . 0.95 ?
N4' C25' . 1.460(3) ?
N4' C26' . 1.460(3) ?
C25' H25D . 0.98 ?
C25' H25E . 0.98 ?
C25' H25F . 0.98 ?
C26' H26D . 0.98 ?
C26' H26E . 0.98 ?
C26' H26F . 0.98 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C5 H5 O3 2_666 0.95 2.47 3.319(4) 148
C7 H7 O3 2_666 0.95 2.37 3.243(4) 153
C14 H14 O4 2_767 0.95 2.33 3.226(14) 156
C22 H22A O1 . 0.98 2.54 3.378(4) 143
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Cu1 O1 C1 . . . . 169.2(2) ?
N1 Cu1 O1 C1 . . . . -12.0(2) ?
O3 Cu1 O1 C1 . . . . 79.6(2) ?
O1 Cu1 O2 C20 . . . . 171.6(2) ?
N2 Cu1 O2 C20 . . . . 1.1(3) ?
O3 Cu1 O2 C20 . . . . -92.4(2) ?
O1 Cu1 N1 C7 . . . . 9.3(3) ?
N2 Cu1 N1 C7 . . . . 179.9(3) ?
O3 Cu1 N1 C7 . . . . -86.8(3) ?
O1 Cu1 N1 C8 . . . . -171.3(2) ?
N2 Cu1 N1 C8 . . . . -0.7(2) ?
O3 Cu1 N1 C8 . . . . 92.6(2) ?
O2 Cu1 N2 C14 . . . . 1.5(3) ?
N1 Cu1 N2 C14 . . . . -177.6(3) ?
O3 Cu1 N2 C14 . . . . 91.5(3) ?
O2 Cu1 N2 C13 . . . . 178.8(2) ?
N1 Cu1 N2 C13 . . . . -0.3(2) ?
O3 Cu1 N2 C13 . . . . -91.2(2) ?
Cu1 O1 C1 C2 . . . . -172.1(2) ?
Cu1 O1 C1 C6 . . . . 8.9(4) ?
O1 C1 C2 C3 . . . . 179.9(3) ?
C6 C1 C2 C3 . . . . -1.0(5) ?
O1 C1 C2 Br1 . . . . 1.0(4) ?
C6 C1 C2 Br1 . . . . -179.9(2) ?
C1 C2 C3 C4 . . . . 0.7(5) ?
Br1 C2 C3 C4 . . . . 179.6(2) ?
C2 C3 C4 C5 . . . . 0.0(5) ?
C2 C3 C4 Br2 . . . . -179.4(2) ?
C3 C4 C5 C6 . . . . -0.3(5) ?
Br2 C4 C5 C6 . . . . 179.1(2) ?
C4 C5 C6 C1 . . . . 0.0(5) ?
C4 C5 C6 C7 . . . . 178.6(3) ?
O1 C1 C6 C5 . . . . 179.7(3) ?
C2 C1 C6 C5 . . . . 0.6(4) ?
O1 C1 C6 C7 . . . . 1.1(5) ?
C2 C1 C6 C7 . . . . -177.9(3) ?
C8 N1 C7 C6 . . . . 177.3(3) ?
Cu1 N1 C7 C6 . . . . -3.4(4) ?
C5 C6 C7 N1 . . . . 177.4(3) ?
C1 C6 C7 N1 . . . . -4.0(5) ?
C7 N1 C8 C9 . . . . 1.1(5) ?
Cu1 N1 C8 C9 . . . . -178.4(2) ?
C7 N1 C8 C13 . . . . -178.9(3) ?
Cu1 N1 C8 C13 . . . . 1.6(3) ?
C13 C8 C9 C10 . . . . 0.9(5) ?
N1 C8 C9 C10 . . . . -179.1(3) ?
C8 C9 C10 C11 . . . . 0.5(5) ?
C9 C10 C11 C12 . . . . -1.2(5) ?
C10 C11 C12 C13 . . . . 0.4(5) ?
C11 C12 C13 C8 . . . . 1.0(5) ?
C11 C12 C13 N2 . . . . -178.7(3) ?
C9 C8 C13 C12 . . . . -1.6(5) ?
N1 C8 C13 C12 . . . . 178.3(3) ?
C9 C8 C13 N2 . . . . 178.1(3) ?
N1 C8 C13 N2 . . . . -1.9(4) ?
C14 N2 C13 C12 . . . . -1.5(5) ?
Cu1 N2 C13 C12 . . . . -179.0(3) ?
C14 N2 C13 C8 . . . . 178.7(3) ?
Cu1 N2 C13 C8 . . . . 1.3(3) ?
C13 N2 C14 C15 . . . . -179.1(3) ?
Cu1 N2 C14 C15 . . . . -2.0(4) ?
N2 C14 C15 C16 . . . . 179.7(3) ?
N2 C14 C15 C20 . . . . -0.4(5) ?
C20 C15 C16 C17 . . . . -0.6(5) ?
C14 C15 C16 C17 . . . . 179.3(3) ?
C15 C16 C17 C18 . . . . -0.9(5) ?
C15 C16 C17 Br3 . . . . -179.6(2) ?
C16 C17 C18 C19 . . . . 0.4(5) ?
Br3 C17 C18 C19 . . . . 179.2(2) ?
C17 C18 C19 C20 . . . . 1.5(5) ?
C17 C18 C19 Br4 . . . . -179.2(2) ?
Cu1 O2 C20 C19 . . . . 177.6(2) ?
Cu1 O2 C20 C15 . . . . -3.4(4) ?
C18 C19 C20 O2 . . . . 176.3(3) ?
Br4 C19 C20 O2 . . . . -3.0(4) ?
C18 C19 C20 C15 . . . . -2.8(5) ?
Br4 C19 C20 C15 . . . . 177.9(2) ?
C16 C15 C20 O2 . . . . -176.8(3) ?
C14 C15 C20 O2 . . . . 3.3(5) ?
C16 C15 C20 C19 . . . . 2.3(4) ?
C14 C15 C20 C19 . . . . -177.6(3) ?
O1 Cu1 O3 C21 . . . . 94.1(3) ?
O2 Cu1 O3 C21 . . . . 5.0(3) ?
N1 Cu1 O3 C21 . . . . -172.4(3) ?
N2 Cu1 O3 C21 . . . . -88.6(3) ?
Cu1 O3 C21 N3 . . . . -66.7(4) ?
C23 N3 C21 O3 . . . . -179.6(4) ?
C22 N3 C21 O3 . . . . -4.2(5) ?
O4 C24 N4 C26 . . . . 0.4(17) ?
O4 C24 N4 C25 . . . . -176.8(12) ?
O4' C24' N4' C25' . . . . 177(4) ?
O4' C24' N4' C26' . . . . 1(6) ?
