##############################################################################
### ###
### Electronic paper (Acta Crystallographica Section E) ###
### ###
##############################################################################
# #
# This CIF contains the data in a paper accepted for publication in Acta #
# Crystallographica Section E. It conforms to the requirements of Notes #
# for Authors for Section E, and has been peer reviewed under the auspices #
# of the IUCr Commission on Journals. #
# #
# Full details of the Crystallographic Information File format #
# are given in the paper "The Crystallographic Information File (CIF): #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H. #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. #
# #
# The current version of the core CIF dictionary is obtainable from #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4. #
# #
# Software is freely available for graphical display of the structure(s) in #
# this CIF. For information consult the CIF home page http://www.iucr.org/ #
# cif/home.html #
# #
# This file may be used for bona fide research purposes within the #
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data_global
_audit_creation_method 'form.cif (version 2.0)'
_journal_data_validation_number ?
_journal_date_recd_electronic 2011-03-07
_journal_date_accepted 2011-03-16
_journal_name_full 'Acta Crystallographica, Section E'
_journal_year 2011
_journal_volume 67
_journal_issue 4
_journal_page_first m497
_journal_page_last m498
_journal_paper_category QM
_journal_coeditor_code SU2262
_publ_contact_author_name 'Dr. Hadi Kargar'
_publ_contact_author_address
;
Chemistry Department,
Payame Noor University,
Tehran, 19395-4697,
I. R. of Iran
;
_publ_contact_author_email hkargar@pnu.ac.ir
_publ_contact_author_fax '+98-352-7228110'
_publ_contact_author_phone '+98-352-7228111 ext. 157'
_publ_section_title
;\
catena-Poly[copper(II)-{\m~3~-4,4'-dichloro-2,2'-[butane-1,4-\
diylbis(nitrilomethanylylidene)]diphenolato-\k^4^N,O:\
N',O':O'}]
;
loop_
_publ_author_name
_publ_author_address
'Kargar, Hadi'
;
Chemistry Department,
Payame Noor University,
Tehran 19395-4697,
I. R. of Iran
;
'Kia, Reza'
;
X-ray Crystallography Lab.,
Plasma Physics Research Center,
Science and Research Branch,
Islamic Azad University,
Tehran,
Iran
;
data_I
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
catena-Poly[copper(II)-{\m~3~-4,4'-dichloro-2,2'-[butane-1,4-
diylbis(nitrilomethanylylidene)]diphenolato-
\k^4^N,O:N',O':O'}]
;
_chemical_name_common
;
Poly[[\m-N,N'-Bis(5-chlorosalicylidene)-
1,4-butanediamine]copper(II)]
;
_chemical_formula_moiety 'C18 H16 Cl2 Cu N2 O2'
_chemical_formula_sum 'C18 H16 Cl2 Cu N2 O2'
_chemical_formula_iupac '[Cu (C18 H16 Cl2 N2 O2)]'
_chemical_formula_weight 426.77
_chemical_melting_point ?
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'C 2/c'
_symmetry_space_group_name_Hall '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 23.7249(5)
_cell_length_b 10.5067(2)
_cell_length_c 15.2460(3)
_cell_angle_alpha 90.00
_cell_angle_beta 116.9880(10)
_cell_angle_gamma 90.00
_cell_volume 3386.52(12)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 7283
_cell_measurement_theta_min 2.37
_cell_measurement_theta_max 34.77
_cell_measurement_temperature 100.0(10)
_exptl_crystal_description 'block'
_exptl_crystal_colour 'green'
_exptl_crystal_size_max 0.42
_exptl_crystal_size_mid 0.23
_exptl_crystal_size_min 0.17
_exptl_crystal_density_diffrn 1.674
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1736
_exptl_absorpt_coefficient_mu 1.620
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Bruker, 2001)'
_exptl_absorpt_correction_T_min 0.5467
_exptl_absorpt_correction_T_max 0.7680
_exptl_special_details
;
Spectoscopic and analytical data:
FTIR (KBr, cm^-1^): \nmax 1622 (versus), 1533 (s), 1465 (s), 1386 (s), 1317
(s), 1195 (m), 1176 (m), 821 (s), 705 (s). Anal. Calc. for
C~18~H~16~Cl~2~CuN~2~O~2~: 50.66; H, 3.78; N, 6.56 %. Found: C, 50.70; H,
3.66; N, 6.57 %.
;
_diffrn_ambient_temperature 100.0(10)
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker SMART APEXII CCD area-detector'
_diffrn_measurement_method '\f and \w'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 30759
_diffrn_reflns_av_R_equivalents 0.0484
_diffrn_reflns_av_sigmaI/netI 0.0467
_diffrn_reflns_theta_min 2.37
_diffrn_reflns_theta_max 35.15
_diffrn_reflns_theta_full 35.15
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min -38
_diffrn_reflns_limit_h_max 38
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_limit_l_max 23
_diffrn_standards_number 0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time .
_diffrn_standards_decay_% ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F^2^, conventional
R-factors R are based on F, with F set to zero for
negative F^2^. The threshold expression of F^2^ >
\s(F^2^) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F^2^ are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
_reflns_number_total 7465
_reflns_number_gt 5511
_reflns_threshold_expression I>2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0651
_refine_ls_R_factor_gt 0.0411
_refine_ls_wR_factor_gt 0.0968
_refine_ls_wR_factor_ref 0.1082
_refine_ls_goodness_of_fit_ref 1.030
_refine_ls_restrained_S_all 1.030
_refine_ls_number_reflns 7465
_refine_ls_number_parameters 226
_refine_ls_number_restraints 0
_refine_ls_hydrogen_treatment constr
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+2.3966P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 1.066
_refine_diff_density_min -0.695
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
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'
'Cl' 'Cl' 0.1484 0.1585
'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'
_computing_data_collection 'APEX2 (Bruker, 2007)'
_computing_cell_refinement 'SAINT (Bruker, 2007)'
_computing_data_reduction 'SAINT (Bruker, 2007)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
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 0.022690(9) 0.53850(2) 0.116076(15) 0.01452(6) Uani d . 1 . .
Cl Cl1 0.362651(19) 0.48963(5) 0.38428(4) 0.02231(9) Uani d . 1 . .
Cl Cl2 -0.31688(2) 0.50558(5) -0.08067(4) 0.02457(10) Uani d . 1 . .
O O1 0.09481(6) 0.63334(13) 0.20125(10) 0.0197(2) Uani d . 1 . .
O O2 -0.04854(6) 0.44838(12) 0.01836(9) 0.0169(2) Uani d . 1 . .
N N1 0.06650(7) 0.37212(14) 0.17172(10) 0.0158(3) Uani d . 1 . .
N N2 -0.03106(6) 0.69745(15) 0.09189(10) 0.0151(3) Uani d . 1 . .
C C1 0.15334(8) 0.59527(17) 0.24600(12) 0.0160(3) Uani d . 1 . .
C C2 0.20162(8) 0.68856(17) 0.28841(13) 0.0177(3) Uani d . 1 . .
H H2A 0.1904 0.7735 0.2877 0.021 Uiso calc R 1 . .
C C3 0.26477(8) 0.65589(18) 0.33059(13) 0.0178(3) Uani d . 1 . .
H H3A 0.2956 0.7187 0.3563 0.021 Uiso calc R 1 . .
C C4 0.28228(8) 0.52825(17) 0.33464(13) 0.0170(3) Uani d . 1 . .
C C5 0.23719(8) 0.43461(18) 0.30031(13) 0.0173(3) Uani d . 1 . .
H H5A 0.2495 0.3497 0.3064 0.021 Uiso calc R 1 . .
C C6 0.17232(8) 0.46601(17) 0.25576(12) 0.0157(3) Uani d . 1 . .
C C7 0.12726(8) 0.36225(17) 0.22349(12) 0.0169(3) Uani d . 1 . .
H H7A 0.1435 0.2806 0.2417 0.020 Uiso calc R 1 . .
C C8 0.02982(8) 0.25245(18) 0.14935(13) 0.0175(3) Uani d . 1 . .
H H8A 0.0587 0.1812 0.1749 0.021 Uiso calc R 1 . .
H H8B 0.0064 0.2424 0.0785 0.021 Uiso calc R 1 . .
C C9 -0.01643(8) 0.25036(18) 0.19396(12) 0.0176(3) Uani d . 1 . .
H H9A -0.0438 0.3242 0.1709 0.021 Uiso calc R 1 . .
H H9B -0.0428 0.1751 0.1709 0.021 Uiso calc R 1 . .
C C10 -0.10753(8) 0.46309(17) 0.00258(12) 0.0150(3) Uani d . 1 . .
C C11 -0.14972(8) 0.35895(18) -0.03223(13) 0.0189(3) Uani d . 1 . .
H H11A -0.1347 0.2802 -0.0402 0.023 Uiso calc R 1 . .
C C12 -0.21273(8) 0.37172(19) -0.05460(13) 0.0197(3) Uani d . 1 . .
H H12A -0.2396 0.3018 -0.0766 0.024 Uiso calc R 1 . .
C C13 -0.23591(8) 0.48954(19) -0.04415(13) 0.0180(3) Uani d . 1 . .
C C14 -0.19608(8) 0.59274(18) -0.00739(12) 0.0170(3) Uani d . 1 . .
H H14A -0.2119 0.6704 0.0009 0.020 Uiso calc R 1 . .
C C15 -0.13129(7) 0.58023(17) 0.01757(12) 0.0151(3) Uani d . 1 . .
C C16 -0.09196(8) 0.69309(17) 0.05320(12) 0.0155(3) Uani d . 1 . .
H H16A -0.1128 0.7699 0.0475 0.019 Uiso calc R 1 . .
C C17 -0.00209(8) 0.82531(17) 0.12060(12) 0.0167(3) Uani d . 1 . .
H H17A -0.0338 0.8894 0.0852 0.020 Uiso calc R 1 . .
H H17B 0.0315 0.8335 0.1015 0.020 Uiso calc R 1 . .
C C18 0.02494(8) 0.85016(17) 0.23129(12) 0.0161(3) Uani d . 1 . .
H H18A 0.0563 0.7854 0.2665 0.019 Uiso calc R 1 . .
H H18B 0.0463 0.9319 0.2462 0.019 Uiso calc R 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu1 0.01204(9) 0.01378(10) 0.01660(10) 0.00038(7) 0.00551(7) -0.00146(7)
Cl1 0.01324(16) 0.0221(2) 0.0287(2) 0.00137(15) 0.00701(15) 0.00028(16)
Cl2 0.01322(17) 0.0314(3) 0.0279(2) -0.00119(16) 0.00826(16) -0.00369(18)
O1 0.0139(5) 0.0149(6) 0.0256(6) 0.0014(4) 0.0048(5) -0.0040(5)
O2 0.0132(5) 0.0174(6) 0.0205(5) -0.0002(4) 0.0079(4) -0.0032(4)
N1 0.0160(6) 0.0149(7) 0.0179(6) 0.0002(5) 0.0089(5) -0.0007(5)
N2 0.0155(6) 0.0150(7) 0.0148(6) -0.0003(5) 0.0068(5) -0.0005(5)
C1 0.0149(7) 0.0162(8) 0.0169(7) 0.0012(6) 0.0074(6) -0.0015(6)
C2 0.0167(7) 0.0139(8) 0.0205(7) 0.0006(6) 0.0066(6) -0.0014(6)
C3 0.0165(7) 0.0171(8) 0.0184(7) -0.0019(6) 0.0066(6) -0.0016(6)
C4 0.0133(6) 0.0179(8) 0.0180(7) 0.0010(6) 0.0055(6) -0.0005(6)
C5 0.0158(7) 0.0158(8) 0.0197(7) 0.0014(6) 0.0075(6) 0.0011(6)
C6 0.0161(7) 0.0148(8) 0.0168(7) -0.0003(6) 0.0079(6) -0.0002(6)
C7 0.0165(7) 0.0159(8) 0.0187(7) 0.0018(6) 0.0084(6) -0.0001(6)
C8 0.0173(7) 0.0164(8) 0.0213(7) -0.0021(6) 0.0108(6) -0.0024(6)
C9 0.0170(7) 0.0177(8) 0.0191(7) -0.0019(6) 0.0090(6) -0.0008(6)
C10 0.0144(6) 0.0158(8) 0.0150(6) 0.0008(5) 0.0067(5) -0.0004(6)
C11 0.0165(7) 0.0176(8) 0.0218(8) -0.0010(6) 0.0080(6) -0.0034(6)
C12 0.0176(7) 0.0208(9) 0.0205(7) -0.0044(6) 0.0085(6) -0.0032(6)
C13 0.0133(7) 0.0234(9) 0.0171(7) -0.0011(6) 0.0066(6) -0.0007(6)
C14 0.0142(7) 0.0190(8) 0.0172(7) 0.0028(6) 0.0065(6) 0.0000(6)
C15 0.0137(6) 0.0161(8) 0.0146(6) -0.0004(5) 0.0057(5) -0.0007(6)
C16 0.0147(7) 0.0150(8) 0.0154(7) 0.0019(5) 0.0057(5) -0.0005(5)
C17 0.0177(7) 0.0142(8) 0.0174(7) -0.0012(6) 0.0075(6) 0.0008(6)
C18 0.0143(7) 0.0151(8) 0.0178(7) -0.0013(6) 0.0063(5) -0.0012(6)
_geom_special_details
;
All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes.
;
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 . 1.8948(13) n
Cu1 O2 . 1.9201(12) n
Cu1 N1 . 2.0139(15) n
Cu1 N2 . 2.0308(15) n
Cu1 O2 5_565 2.3951(13) n
Cl1 C4 . 1.7503(17) ?
Cl2 C13 . 1.7488(17) ?
O1 C1 . 1.301(2) ?
O2 C10 . 1.3172(19) ?
O2 Cu1 5_565 2.3951(13) ?
N1 C7 . 1.296(2) ?
N1 C8 . 1.478(2) ?
N2 C16 . 1.290(2) ?
N2 C17 . 1.482(2) ?
C1 C6 . 1.417(3) ?
C1 C2 . 1.421(2) ?
C2 C3 . 1.379(2) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.397(3) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.370(2) ?
C5 C6 . 1.411(2) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.448(2) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.531(2) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C9 2 1.523(3) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C11 . 1.414(2) ?
C10 C15 . 1.415(2) ?
C11 C12 . 1.381(2) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.393(3) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.379(3) ?
C14 C15 . 1.412(2) ?
C14 H14A . 0.9300 ?
C15 C16 . 1.453(2) ?
C16 H16A . 0.9300 ?
C17 C18 . 1.531(2) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 C18 2 1.529(3) ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
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 . . 173.80(6) n
O1 Cu1 N1 . . 92.00(6) n
O2 Cu1 N1 . . 90.18(6) n
O1 Cu1 N2 . . 89.39(6) n
O2 Cu1 N2 . . 90.32(6) n
N1 Cu1 N2 . . 162.14(6) n
O1 Cu1 O2 . 5_565 93.09(5) n
O2 Cu1 O2 . 5_565 80.87(5) n
N1 Cu1 O2 . 5_565 97.28(5) n
N2 Cu1 O2 . 5_565 100.42(5) n
C1 O1 Cu1 . . 127.92(12) ?
C10 O2 Cu1 . . 124.88(11) ?
C10 O2 Cu1 . 5_565 120.03(10) ?
Cu1 O2 Cu1 . 5_565 99.13(5) ?
C7 N1 C8 . . 116.63(15) ?
C7 N1 Cu1 . . 123.02(13) ?
C8 N1 Cu1 . . 120.25(11) ?
C16 N2 C17 . . 116.13(15) ?
C16 N2 Cu1 . . 122.32(12) ?
C17 N2 Cu1 . . 121.53(10) ?
O1 C1 C6 . . 124.21(16) ?
O1 C1 C2 . . 118.33(16) ?
C6 C1 C2 . . 117.46(15) ?
C3 C2 C1 . . 121.43(17) ?
C3 C2 H2A . . 119.3 ?
C1 C2 H2A . . 119.3 ?
C2 C3 C4 . . 119.86(16) ?
C2 C3 H3A . . 120.1 ?
C4 C3 H3A . . 120.1 ?
C5 C4 C3 . . 120.49(16) ?
C5 C4 Cl1 . . 120.47(14) ?
C3 C4 Cl1 . . 119.04(13) ?
C4 C5 C6 . . 120.53(17) ?
C4 C5 H5A . . 119.7 ?
C6 C5 H5A . . 119.7 ?
C5 C6 C1 . . 120.00(16) ?
C5 C6 C7 . . 117.61(16) ?
C1 C6 C7 . . 122.37(15) ?
N1 C7 C6 . . 126.34(17) ?
N1 C7 H7A . . 116.8 ?
C6 C7 H7A . . 116.8 ?
N1 C8 C9 . . 112.04(14) ?
N1 C8 H8A . . 109.2 ?
C9 C8 H8A . . 109.2 ?
N1 C8 H8B . . 109.2 ?
C9 C8 H8B . . 109.2 ?
H8A C8 H8B . . 107.9 ?
C9 C9 C8 2 . 113.17(17) ?
C9 C9 H9A 2 . 108.9 ?
C8 C9 H9A . . 108.9 ?
C9 C9 H9B 2 . 108.9 ?
C8 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.8 ?
O2 C10 C11 . . 119.37(15) ?
O2 C10 C15 . . 122.73(15) ?
C11 C10 C15 . . 117.89(15) ?
C12 C11 C10 . . 121.35(17) ?
C12 C11 H11A . . 119.3 ?
C10 C11 H11A . . 119.3 ?
C11 C12 C13 . . 119.84(17) ?
C11 C12 H12A . . 120.1 ?
C13 C12 H12A . . 120.1 ?
C14 C13 C12 . . 120.80(15) ?
C14 C13 Cl2 . . 120.31(14) ?
C12 C13 Cl2 . . 118.88(14) ?
C13 C14 C15 . . 119.85(16) ?
C13 C14 H14A . . 120.1 ?
C15 C14 H14A . . 120.1 ?
C14 C15 C10 . . 120.14(16) ?
C14 C15 C16 . . 117.42(16) ?
C10 C15 C16 . . 122.34(14) ?
N2 C16 C15 . . 126.57(16) ?
N2 C16 H16A . . 116.7 ?
C15 C16 H16A . . 116.7 ?
N2 C17 C18 . . 112.71(14) ?
N2 C17 H17A . . 109.0 ?
C18 C17 H17A . . 109.0 ?
N2 C17 H17B . . 109.0 ?
C18 C17 H17B . . 109.0 ?
H17A C17 H17B . . 107.8 ?
C18 C18 C17 2 . 113.78(17) ?
C18 C18 H18A 2 . 108.8 ?
C17 C18 H18A . . 108.8 ?
C18 C18 H18B 2 . 108.8 ?
C17 C18 H18B . . 108.8 ?
H18A C18 H18B . . 107.7 ?
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
N1 Cu1 O1 C1 . . . . 21.62(15) ?
N2 Cu1 O1 C1 . . . . -176.19(15) ?
O2 Cu1 O1 C1 5_565 . . . -75.79(15) ?
N1 Cu1 O2 C10 . . . . 125.77(14) ?
N2 Cu1 O2 C10 . . . . -36.38(14) ?
O2 Cu1 O2 C10 5_565 . . . -136.88(16) ?
N1 Cu1 O2 Cu1 . . . 5_565 -97.35(5) ?
N2 Cu1 O2 Cu1 . . . 5_565 100.50(5) ?
O2 Cu1 O2 Cu1 5_565 . . 5_565 0.0 ?
O1 Cu1 N1 C7 . . . . -16.53(14) ?
O2 Cu1 N1 C7 . . . . 157.66(14) ?
N2 Cu1 N1 C7 . . . . -110.7(2) ?
O2 Cu1 N1 C7 5_565 . . . 76.84(14) ?
O1 Cu1 N1 C8 . . . . 167.21(12) ?
O2 Cu1 N1 C8 . . . . -18.60(12) ?
N2 Cu1 N1 C8 . . . . 73.0(2) ?
O2 Cu1 N1 C8 5_565 . . . -99.42(12) ?
O1 Cu1 N2 C16 . . . . -164.27(14) ?
O2 Cu1 N2 C16 . . . . 21.92(14) ?
N1 Cu1 N2 C16 . . . . -69.7(2) ?
O2 Cu1 N2 C16 5_565 . . . 102.69(13) ?
O1 Cu1 N2 C17 . . . . 13.94(12) ?
O2 Cu1 N2 C17 . . . . -159.87(12) ?
N1 Cu1 N2 C17 . . . . 108.6(2) ?
O2 Cu1 N2 C17 5_565 . . . -79.09(12) ?
Cu1 O1 C1 C6 . . . . -14.3(2) ?
Cu1 O1 C1 C2 . . . . 166.02(12) ?
O1 C1 C2 C3 . . . . -175.20(16) ?
C6 C1 C2 C3 . . . . 5.1(2) ?
C1 C2 C3 C4 . . . . -1.8(3) ?
C2 C3 C4 C5 . . . . -2.4(3) ?
C2 C3 C4 Cl1 . . . . 177.60(14) ?
C3 C4 C5 C6 . . . . 3.3(3) ?
Cl1 C4 C5 C6 . . . . -176.79(13) ?
C4 C5 C6 C1 . . . . 0.2(3) ?
C4 C5 C6 C7 . . . . -178.41(16) ?
O1 C1 C6 C5 . . . . 176.08(16) ?
C2 C1 C6 C5 . . . . -4.2(2) ?
O1 C1 C6 C7 . . . . -5.4(3) ?
C2 C1 C6 C7 . . . . 174.30(16) ?
C8 N1 C7 C6 . . . . -178.71(15) ?
Cu1 N1 C7 C6 . . . . 4.9(2) ?
C5 C6 C7 N1 . . . . -171.74(16) ?
C1 C6 C7 N1 . . . . 9.7(3) ?
C7 N1 C8 C9 . . . . 117.57(17) ?
Cu1 N1 C8 C9 . . . . -65.94(17) ?
N1 C8 C9 C9 . . . 2 -65.42(14) ?
Cu1 O2 C10 C11 . . . . -149.56(13) ?
Cu1 O2 C10 C11 5_565 . . . 81.66(18) ?
Cu1 O2 C10 C15 . . . . 31.4(2) ?
Cu1 O2 C10 C15 5_565 . . . -97.34(16) ?
O2 C10 C11 C12 . . . . -176.62(16) ?
C15 C10 C11 C12 . . . . 2.4(3) ?
C10 C11 C12 C13 . . . . 0.8(3) ?
C11 C12 C13 C14 . . . . -3.0(3) ?
C11 C12 C13 Cl2 . . . . 175.83(14) ?
C12 C13 C14 C15 . . . . 1.7(3) ?
Cl2 C13 C14 C15 . . . . -177.05(13) ?
C13 C14 C15 C10 . . . . 1.6(2) ?
C13 C14 C15 C16 . . . . 178.22(16) ?
O2 C10 C15 C14 . . . . 175.38(15) ?
C11 C10 C15 C14 . . . . -3.6(2) ?
O2 C10 C15 C16 . . . . -1.0(3) ?
C11 C10 C15 C16 . . . . 179.95(16) ?
C17 N2 C16 C15 . . . . 178.78(15) ?
Cu1 N2 C16 C15 . . . . -2.9(2) ?
C14 C15 C16 N2 . . . . 169.93(16) ?
C10 C15 C16 N2 . . . . -13.6(3) ?
C16 N2 C17 C18 . . . . 101.27(17) ?
Cu1 N2 C17 C18 . . . . -77.05(16) ?
N2 C17 C18 C18 . . . 2 -63.30(14) ?
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
_geom_hbond_publ_flag
C18 H18A O1 . 0.97 2.28 2.973(2) 127 y