# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2014
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_CuR12
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
\L-Bis{(R)-N-(1-phenylethyl)-2-oxo-1-naphthaldiminato-
\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C38 H32 Cu N2 O2'
_chemical_formula_sum 'C38 H32 Cu N2 O2'
_chemical_formula_weight 612.21
_chemical_absolute_configuration rmad
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'
Cu Cu 0.3201 1.2651 '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'
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M 'P 21 21 2'
_symmetry_space_group_name_Hall 'P 2 2ab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
_cell_length_a 10.6824(10)
_cell_length_b 15.2673(13)
_cell_length_c 9.6381(7)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 1571.9(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 203(2)
_cell_measurement_reflns_used 1817
_cell_measurement_theta_min 2.33
_cell_measurement_theta_max 19.5
_exptl_crystal_description parallepiped
_exptl_crystal_colour green
_exptl_crystal_size_max 0.19
_exptl_crystal_size_mid 0.13
_exptl_crystal_size_min 0.06
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.293
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 638
_exptl_absorpt_coefficient_mu 0.730
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.8755
_exptl_absorpt_correction_T_max 0.9547
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 203(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEX II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 10368
_diffrn_reflns_av_R_equivalents 0.0571
_diffrn_reflns_av_sigmaI/netI 0.0611
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_limit_l_max 9
_diffrn_reflns_theta_min 2.11
_diffrn_reflns_theta_max 25.84
_reflns_number_total 3038
_reflns_number_gt 2556
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^ > 2sigma(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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.02(2)
_refine_ls_number_reflns 3038
_refine_ls_number_parameters 196
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0618
_refine_ls_R_factor_gt 0.0478
_refine_ls_wR_factor_ref 0.1177
_refine_ls_wR_factor_gt 0.1091
_refine_ls_goodness_of_fit_ref 1.064
_refine_ls_restrained_S_all 1.064
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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
Cu Cu 0.5000 0.5000 0.71000(5) 0.02949(18) Uani 1 2 d S . .
O O 0.3266(2) 0.48737(16) 0.7457(3) 0.0367(6) Uani 1 1 d . . .
N N 0.5195(3) 0.37380(17) 0.6806(3) 0.0313(7) Uani 1 1 d . . .
C1 C 0.2691(3) 0.4164(2) 0.7862(4) 0.0306(8) Uani 1 1 d . . .
C2 C 0.1402(4) 0.4261(3) 0.8273(4) 0.0395(10) Uani 1 1 d . . .
H2A H 0.1030 0.4819 0.8237 0.047 Uiso 1 1 calc R . .
C3 C 0.0720(4) 0.3574(3) 0.8706(4) 0.0415(10) Uani 1 1 d . . .
H3A H -0.0130 0.3655 0.8926 0.050 Uiso 1 1 calc R . .
C4 C 0.1260(4) 0.2724(2) 0.8839(4) 0.0359(9) Uani 1 1 d . . .
C5 C 0.0556(4) 0.2014(3) 0.9365(4) 0.0448(10) Uani 1 1 d . . .
H5A H -0.0291 0.2096 0.9594 0.054 Uiso 1 1 calc R . .
C6 C 0.1089(4) 0.1213(3) 0.9543(4) 0.0469(11) Uani 1 1 d . . .
H6A H 0.0609 0.0744 0.9884 0.056 Uiso 1 1 calc R . .
C7 C 0.2350(4) 0.1089(3) 0.9220(4) 0.0448(11) Uani 1 1 d . . .
H7A H 0.2724 0.0541 0.9382 0.054 Uiso 1 1 calc R . .
C8 C 0.3050(4) 0.1759(2) 0.8665(4) 0.0351(9) Uani 1 1 d . . .
H8A H 0.3890 0.1657 0.8428 0.042 Uiso 1 1 calc R . .
C9 C 0.2530(4) 0.2596(2) 0.8446(4) 0.0297(8) Uani 1 1 d . . .
C10 C 0.3228(3) 0.3329(2) 0.7891(4) 0.0288(8) Uani 1 1 d . . .
C11 C 0.4403(3) 0.3164(2) 0.7241(4) 0.0294(8) Uani 1 1 d . . .
H11A H 0.4623 0.2574 0.7116 0.035 Uiso 1 1 calc R . .
C12 C 0.6320(4) 0.3447(3) 0.6002(5) 0.0481(12) Uani 1 1 d . . .
H12A H 0.7042 0.3793 0.6342 0.058 Uiso 1 1 calc R . .
C13 C 0.6097(7) 0.3711(3) 0.4503(5) 0.090(2) Uani 1 1 d . . .
H13A H 0.5849 0.4322 0.4466 0.135 Uiso 1 1 calc R . .
H13B H 0.5439 0.3350 0.4111 0.135 Uiso 1 1 calc R . .
H13C H 0.6862 0.3630 0.3975 0.135 Uiso 1 1 calc R . .
C14 C 0.6636(4) 0.2490(3) 0.6215(5) 0.0455(11) Uani 1 1 d . . .
C15 C 0.6331(5) 0.1844(3) 0.5264(5) 0.0604(14) Uani 1 1 d . . .
H15A H 0.5944 0.2002 0.4425 0.073 Uiso 1 1 calc R . .
C16 C 0.6584(7) 0.0978(3) 0.5523(5) 0.081(2) Uani 1 1 d . . .
H16A H 0.6379 0.0548 0.4862 0.097 Uiso 1 1 calc R . .
C17 C 0.7139(7) 0.0742(3) 0.6752(6) 0.087(2) Uani 1 1 d . . .
H17A H 0.7314 0.0149 0.6931 0.104 Uiso 1 1 calc R . .
C18 C 0.7436(5) 0.1360(4) 0.7715(6) 0.0774(17) Uani 1 1 d . . .
H18A H 0.7804 0.1194 0.8561 0.093 Uiso 1 1 calc R . .
C19 C 0.7197(5) 0.2230(3) 0.7447(5) 0.0595(14) Uani 1 1 d . . .
H19A H 0.7417 0.2655 0.8109 0.071 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu 0.0341(3) 0.0228(3) 0.0316(3) 0.000 0.000 -0.0012(3)
O 0.0339(12) 0.0263(14) 0.0499(15) 0.0031(12) 0.0006(10) -0.0011(11)
N 0.036(2) 0.0265(14) 0.0316(15) -0.0032(11) 0.0043(14) -0.0001(14)
C1 0.034(2) 0.0277(17) 0.0300(19) -0.0004(16) -0.0020(18) -0.0041(15)
C2 0.037(2) 0.036(2) 0.046(2) -0.0015(18) 0.0002(18) 0.0035(18)
C3 0.035(2) 0.046(2) 0.043(2) -0.005(2) 0.0092(19) -0.0044(19)
C4 0.043(2) 0.037(2) 0.028(2) 0.0006(16) -0.0011(17) -0.0088(18)
C5 0.050(3) 0.050(2) 0.035(2) -0.0004(19) 0.0085(18) -0.015(2)
C6 0.060(3) 0.040(2) 0.041(2) 0.0050(19) 0.005(2) -0.019(2)
C7 0.067(3) 0.033(2) 0.034(2) 0.0012(18) -0.010(2) -0.009(2)
C8 0.046(2) 0.0256(18) 0.034(2) 0.0021(16) -0.0038(18) -0.0031(17)
C9 0.040(2) 0.0308(18) 0.0182(18) -0.0020(14) -0.0036(15) -0.0060(17)
C10 0.0337(19) 0.0267(17) 0.0259(19) -0.0003(16) -0.0019(17) -0.0043(14)
C11 0.0351(19) 0.0233(17) 0.0299(19) -0.0022(16) 0.0002(17) -0.0014(15)
C12 0.052(3) 0.033(2) 0.059(3) -0.010(2) 0.026(2) -0.004(2)
C13 0.166(7) 0.046(3) 0.059(3) 0.010(3) 0.058(4) 0.028(3)
C14 0.045(3) 0.041(2) 0.050(3) -0.011(2) 0.020(2) 0.001(2)
C15 0.111(5) 0.035(2) 0.035(3) -0.001(2) 0.015(3) 0.004(3)
C16 0.160(7) 0.044(3) 0.039(3) -0.010(2) 0.027(3) 0.012(3)
C17 0.134(6) 0.048(3) 0.079(4) 0.002(3) 0.035(4) 0.040(4)
C18 0.079(4) 0.084(4) 0.070(4) 0.011(3) 0.005(3) 0.032(3)
C19 0.055(3) 0.060(3) 0.063(4) -0.013(2) 0.000(2) 0.002(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Cu O 1.894(2) 2_665 ?
Cu O 1.894(2) . ?
Cu N 1.958(3) . ?
Cu N 1.958(3) 2_665 ?
O C1 1.306(4) . ?
N C11 1.288(4) . ?
N C12 1.498(5) . ?
C1 C10 1.398(5) . ?
C1 C2 1.439(5) . ?
C2 C3 1.345(5) . ?
C2 H2A 0.9400 . ?
C3 C4 1.426(5) . ?
C3 H3A 0.9400 . ?
C4 C5 1.414(5) . ?
C4 C9 1.422(5) . ?
C5 C6 1.360(6) . ?
C5 H5A 0.9400 . ?
C6 C7 1.395(6) . ?
C6 H6A 0.9400 . ?
C7 C8 1.376(5) . ?
C7 H7A 0.9400 . ?
C8 C9 1.409(5) . ?
C8 H8A 0.9400 . ?
C9 C10 1.447(5) . ?
C10 C11 1.426(5) . ?
C11 H11A 0.9400 . ?
C12 C14 1.514(6) . ?
C12 C13 1.518(7) . ?
C12 H12A 0.9900 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 C15 1.385(6) . ?
C14 C19 1.388(7) . ?
C15 C16 1.373(6) . ?
C15 H15A 0.9400 . ?
C16 C17 1.373(8) . ?
C16 H16A 0.9400 . ?
C17 C18 1.361(8) . ?
C17 H17A 0.9400 . ?
C18 C19 1.377(7) . ?
C18 H18A 0.9400 . ?
C19 H19A 0.9400 . ?
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
O Cu O 159.05(15) 2_665 . ?
O Cu N 91.29(12) 2_665 . ?
O Cu N 91.72(12) . . ?
O Cu N 91.72(12) 2_665 2_665 ?
O Cu N 91.29(12) . 2_665 ?
N Cu N 163.38(16) . 2_665 ?
C1 O Cu 126.8(2) . . ?
C11 N C12 119.6(3) . . ?
C11 N Cu 123.5(3) . . ?
C12 N Cu 116.8(2) . . ?
O C1 C10 124.7(3) . . ?
O C1 C2 116.5(3) . . ?
C10 C1 C2 118.8(3) . . ?
C3 C2 C1 121.5(4) . . ?
C3 C2 H2A 119.2 . . ?
C1 C2 H2A 119.2 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3A 119.4 . . ?
C4 C3 H3A 119.4 . . ?
C5 C4 C9 119.8(4) . . ?
C5 C4 C3 121.0(4) . . ?
C9 C4 C3 119.2(3) . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 H5A 119.6 . . ?
C4 C5 H5A 119.6 . . ?
C5 C6 C7 119.9(4) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C8 C7 C6 120.7(4) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
C7 C8 C9 121.3(4) . . ?
C7 C8 H8A 119.4 . . ?
C9 C8 H8A 119.4 . . ?
C8 C9 C4 117.4(3) . . ?
C8 C9 C10 123.7(3) . . ?
C4 C9 C10 118.9(3) . . ?
C1 C10 C11 120.9(3) . . ?
C1 C10 C9 120.1(3) . . ?
C11 C10 C9 118.6(3) . . ?
N C11 C10 127.0(3) . . ?
N C11 H11A 116.5 . . ?
C10 C11 H11A 116.5 . . ?
N C12 C14 113.2(3) . . ?
N C12 C13 106.7(4) . . ?
C14 C12 C13 114.8(4) . . ?
N C12 H12A 107.2 . . ?
C14 C12 H12A 107.2 . . ?
C13 C12 H12A 107.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 117.7(4) . . ?
C15 C14 C12 123.1(5) . . ?
C19 C14 C12 119.2(4) . . ?
C16 C15 C14 121.3(5) . . ?
C16 C15 H15A 119.3 . . ?
C14 C15 H15A 119.3 . . ?
C15 C16 C17 119.6(5) . . ?
C15 C16 H16A 120.2 . . ?
C17 C16 H16A 120.2 . . ?
C18 C17 C16 120.5(5) . . ?
C18 C17 H17A 119.8 . . ?
C16 C17 H17A 119.8 . . ?
C17 C18 C19 119.8(5) . . ?
C17 C18 H18A 120.1 . . ?
C19 C18 H18A 120.1 . . ?
C18 C19 C14 121.1(5) . . ?
C18 C19 H19A 119.5 . . ?
C14 C19 H19A 119.5 . . ?
_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full 25.84
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max 0.691
_refine_diff_density_min -0.481
_refine_diff_density_rms 0.076
_database_code_depnum_ccdc_archive 'CCDC 962481'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_CuRL1a
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
\L-Bis{(R)-N-(1-phenylethyl)-2-oxo-1-naphthaldiminato-
\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C38 H32 Cu N2 O2'
_chemical_formula_sum 'C38 H32 Cu N2 O2'
_chemical_formula_weight 612.21
_chemical_absolute_configuration rmad
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'
Cu Cu 0.3201 1.2651 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Orthorhombic
_symmetry_space_group_name_H-M P2(1)2(1)2
_symmetry_space_group_name_Hall 'P 2 2ab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'-x, -y, z'
_cell_length_a 10.7155(5)
_cell_length_b 15.2302(8)
_cell_length_c 9.5786(5)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 1563.22(14)
_cell_formula_units_Z 2
_cell_measurement_temperature 95(2)
_cell_measurement_reflns_used 7519
_cell_measurement_theta_min 2.13
_cell_measurement_theta_max 25.08
_exptl_crystal_description block
_exptl_crystal_colour brown-black
_exptl_crystal_size_max 0.21
_exptl_crystal_size_mid 0.19
_exptl_crystal_size_min 0.16
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.301
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 638
_exptl_absorpt_coefficient_mu 0.735
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6225
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 95(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirror'
_diffrn_measurement_device_type 'Bruker Kappa APEX-II CCD area detector'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 9899
_diffrn_reflns_av_R_equivalents 0.0188
_diffrn_reflns_av_sigmaI/netI 0.0292
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_theta_min 2.13
_diffrn_reflns_theta_max 25.08
_reflns_number_total 2774
_reflns_number_gt 2668
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_iucr_refine_instructions_details
;
TITL mo_vv_Enam_CuRL1a_I_0ma in P2(1)2(1)2
CELL 0.71073 10.7155 15.2302 9.5786 90.000 90.000 90.000
ZERR 4.00 0.0005 0.0008 0.0005 0.000 0.000 0.000
LATT -1
SYMM x+1/2, -y+1/2, -z
SYMM -x+1/2, y+1/2, -z
SYMM -x, -y, z
SFAC C CU N O H
UNIT 76 2 4 4 64
LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!!
TEMP -178
size 0.162 0.191 0.206
ACTA
L.S. 10
FMAP 2
PLAN -1 0 0.00
HTAB
BOND $H
CONF
omit -3 3 6
omit 3 3 6
WGHT 0.053200 0.608800
FVAR 0.23569
CU1 2 0.500000 0.500000 0.711943 10.50000 0.01472 0.00749 =
0.01596 0.00000 0.00000 -0.00077
C19 1 0.605487 0.369833 0.449305 11.00000 0.09980 0.01901 =
0.03815 0.00755 0.03939 0.01496
AFIX 137
H19A 5 0.681300 0.360381 0.394088 11.00000 -1.50000
H19B 5 0.581574 0.431868 0.444562 11.00000 -1.50000
H19C 5 0.537787 0.333535 0.411877 11.00000 -1.50000
AFIX 0
C1 1 0.268478 0.417070 0.787943 11.00000 0.01731 0.01510 =
0.01408 -0.00181 -0.00087 -0.00198
N1 3 0.519050 0.373171 0.682167 11.00000 0.01719 0.01216 =
0.01597 -0.00192 0.00147 -0.00059
O1 4 0.325883 0.487657 0.747607 11.00000 0.01753 0.01003 =
0.02514 0.00194 0.00082 0.00015
C2 1 0.139645 0.426906 0.825886 11.00000 0.01749 0.01595 =
0.02095 -0.00182 -0.00007 0.00331
AFIX 43
H2 5 0.102181 0.483342 0.820619 11.00000 -1.20000
AFIX 0
C3 1 0.070160 0.357768 0.869000 11.00000 0.01541 0.02052 =
0.02313 -0.00340 0.00248 0.00103
AFIX 43
H3 5 -0.015584 0.366294 0.890254 11.00000 -1.20000
AFIX 0
C4 1 0.123504 0.272131 0.883124 11.00000 0.01971 0.01668 =
0.01291 0.00009 -0.00234 -0.00151
C5 1 0.052056 0.201452 0.934388 11.00000 0.01965 0.02410 =
0.02084 -0.00295 0.00457 -0.00642
AFIX 43
H5 5 -0.033869 0.209834 0.954864 11.00000 -1.20000
AFIX 0
C6 1 0.105600 0.120559 0.954993 11.00000 0.02862 0.01992 =
0.01833 0.00484 0.00296 -0.00708
AFIX 43
H6 5 0.056953 0.073138 0.989487 11.00000 -1.20000
AFIX 0
C7 1 0.232528 0.108336 0.924823 11.00000 0.03121 0.01552 =
0.01374 0.00021 -0.00340 -0.00479
AFIX 43
H7 5 0.270272 0.052942 0.942030 11.00000 -1.20000
AFIX 0
C8 1 0.302717 0.175560 0.870722 11.00000 0.01875 0.01438 =
0.01463 -0.00132 -0.00189 -0.00041
AFIX 43
H8 5 0.387993 0.165357 0.848984 11.00000 -1.20000
AFIX 0
C11 1 0.439308 0.315626 0.725104 11.00000 0.01782 0.00871 =
0.01507 -0.00103 0.00123 -0.00020
AFIX 43
H11 5 0.460757 0.255705 0.711576 11.00000 -1.20000
AFIX 0
C10 1 0.321653 0.332858 0.791135 11.00000 0.01552 0.01276 =
0.01335 -0.00127 -0.00290 -0.00072
C9 1 0.250908 0.260092 0.846422 11.00000 0.01746 0.01467 =
0.00988 0.00079 -0.00106 -0.00056
C12 1 0.629943 0.344624 0.600039 11.00000 0.02439 0.01346 =
0.03417 -0.00499 0.01841 -0.00396
AFIX 13
H12 5 0.702497 0.380406 0.632818 11.00000 -1.20000
AFIX 0
C13 1 0.663333 0.248341 0.623458 11.00000 0.02084 0.01878 =
0.02607 -0.00175 0.01310 0.00208
C14 1 0.716661 0.223208 0.749522 11.00000 0.02174 0.03352 =
0.03519 -0.00678 0.00152 -0.00468
AFIX 43
H14 5 0.735465 0.266631 0.817544 11.00000 -1.20000
AFIX 0
C15 1 0.742799 0.136161 0.777625 11.00000 0.03468 0.04950 =
0.03389 0.00692 0.00479 0.01488
AFIX 43
H15 5 0.781314 0.120013 0.863188 11.00000 -1.20000
AFIX 0
C16 1 0.712002 0.071954 0.678835 11.00000 0.06914 0.02437 =
0.04174 0.00197 0.01639 0.01542
AFIX 43
H16 5 0.727623 0.011836 0.698685 11.00000 -1.20000
AFIX 0
C17 1 0.659030 0.095400 0.552620 11.00000 0.08493 0.01879 =
0.02430 -0.00441 0.01158 0.00608
AFIX 43
H17 5 0.639478 0.051768 0.485203 11.00000 -1.20000
AFIX 0
C18 1 0.634474 0.183905 0.525040 11.00000 0.05852 0.02049 =
0.02181 -0.00061 0.00533 0.00500
AFIX 43
H18 5 0.597835 0.200297 0.438570 11.00000 -1.20000
HKLF 4 1 1 0 0 0 1 0 0 0 1
REM mo_vv_Enam_CuRL1a_I_0ma in P2(1)2(1)2
REM R1 = 0.0310 for 2668 Fo > 4sig(Fo) and 0.0325 for all 2774 data
REM 196 parameters refined using 0 restraints
END
;
_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^ > 2sigma(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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0530P)^2^+0.6353P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.042(14)
_refine_ls_number_reflns 2774
_refine_ls_number_parameters 196
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0325
_refine_ls_R_factor_gt 0.0310
_refine_ls_wR_factor_ref 0.0853
_refine_ls_wR_factor_gt 0.0846
_refine_ls_goodness_of_fit_ref 1.070
_refine_ls_restrained_S_all 1.070
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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 0.5000 0.5000 0.71194(4) 0.01273(13) Uani 1 2 d S . .
C19 C 0.6055(4) 0.3698(2) 0.4493(4) 0.0523(12) Uani 1 1 d . . .
H19A H 0.6813 0.3604 0.3941 0.078 Uiso 1 1 calc R . .
H19B H 0.5816 0.4319 0.4446 0.078 Uiso 1 1 calc R . .
H19C H 0.5378 0.3335 0.4119 0.078 Uiso 1 1 calc R . .
C1 C 0.2685(2) 0.41707(15) 0.7879(3) 0.0155(5) Uani 1 1 d . . .
N1 N 0.5190(2) 0.37317(13) 0.6822(2) 0.0151(5) Uani 1 1 d . . .
O1 O 0.32588(15) 0.48766(11) 0.74761(17) 0.0176(4) Uani 1 1 d . . .
C2 C 0.1396(3) 0.42691(17) 0.8259(3) 0.0181(6) Uani 1 1 d . . .
H2 H 0.1022 0.4833 0.8206 0.022 Uiso 1 1 calc R . .
C3 C 0.0702(2) 0.35777(17) 0.8690(3) 0.0197(6) Uani 1 1 d . . .
H3 H -0.0156 0.3663 0.8903 0.024 Uiso 1 1 calc R . .
C4 C 0.1235(3) 0.27213(17) 0.8831(3) 0.0164(5) Uani 1 1 d . . .
C5 C 0.0521(3) 0.20145(18) 0.9344(3) 0.0215(6) Uani 1 1 d . . .
H5 H -0.0339 0.2098 0.9549 0.026 Uiso 1 1 calc R . .
C6 C 0.1056(3) 0.12056(18) 0.9550(3) 0.0223(6) Uani 1 1 d . . .
H6 H 0.0570 0.0731 0.9895 0.027 Uiso 1 1 calc R . .
C7 C 0.2325(3) 0.10834(17) 0.9248(3) 0.0202(6) Uani 1 1 d . . .
H7 H 0.2703 0.0529 0.9420 0.024 Uiso 1 1 calc R . .
C8 C 0.3027(2) 0.17556(16) 0.8707(3) 0.0159(5) Uani 1 1 d . . .
H8 H 0.3880 0.1654 0.8490 0.019 Uiso 1 1 calc R . .
C11 C 0.4393(2) 0.31563(15) 0.7251(3) 0.0139(5) Uani 1 1 d . . .
H11 H 0.4608 0.2557 0.7116 0.017 Uiso 1 1 calc R . .
C10 C 0.3217(2) 0.33286(15) 0.7911(3) 0.0139(5) Uani 1 1 d . . .
C9 C 0.2509(2) 0.26009(16) 0.8464(3) 0.0140(5) Uani 1 1 d . . .
C12 C 0.6299(3) 0.34462(17) 0.6000(3) 0.0240(6) Uani 1 1 d . . .
H12 H 0.7025 0.3804 0.6328 0.029 Uiso 1 1 calc R . .
C13 C 0.6633(3) 0.24834(18) 0.6235(3) 0.0219(6) Uani 1 1 d . . .
C14 C 0.7167(3) 0.2232(2) 0.7495(3) 0.0301(7) Uani 1 1 d . . .
H14 H 0.7355 0.2666 0.8175 0.036 Uiso 1 1 calc R . .
C15 C 0.7428(3) 0.1362(2) 0.7776(4) 0.0394(8) Uani 1 1 d . . .
H15 H 0.7813 0.1200 0.8632 0.047 Uiso 1 1 calc R . .
C16 C 0.7120(4) 0.0720(2) 0.6788(3) 0.0451(9) Uani 1 1 d . . .
H16 H 0.7276 0.0118 0.6987 0.054 Uiso 1 1 calc R . .
C17 C 0.6590(4) 0.0954(2) 0.5526(3) 0.0427(10) Uani 1 1 d . . .
H17 H 0.6395 0.0518 0.4852 0.051 Uiso 1 1 calc R . .
C18 C 0.6345(3) 0.18390(19) 0.5250(3) 0.0336(8) Uani 1 1 d . . .
H18 H 0.5978 0.2003 0.4386 0.040 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0147(2) 0.00749(19) 0.0160(2) 0.000 0.000 -0.00077(17)
C19 0.100(3) 0.0190(15) 0.0381(19) 0.0075(15) 0.039(2) 0.0150(18)
C1 0.0173(13) 0.0151(12) 0.0141(11) -0.0018(11) -0.0009(11) -0.0020(9)
N1 0.0172(12) 0.0122(9) 0.0160(9) -0.0019(7) 0.0015(9) -0.0006(9)
O1 0.0175(8) 0.0100(9) 0.0251(8) 0.0019(7) 0.0008(7) 0.0002(7)
C2 0.0175(13) 0.0159(13) 0.0210(13) -0.0018(10) -0.0001(11) 0.0033(10)
C3 0.0154(14) 0.0205(13) 0.0231(14) -0.0034(11) 0.0025(11) 0.0010(11)
C4 0.0197(14) 0.0167(12) 0.0129(12) 0.0001(10) -0.0023(11) -0.0015(10)
C5 0.0196(13) 0.0241(14) 0.0208(13) -0.0030(11) 0.0046(11) -0.0064(11)
C6 0.0286(16) 0.0199(13) 0.0183(13) 0.0048(11) 0.0030(12) -0.0071(12)
C7 0.0312(16) 0.0155(12) 0.0137(12) 0.0002(10) -0.0034(11) -0.0048(12)
C8 0.0188(13) 0.0144(12) 0.0146(12) -0.0013(10) -0.0019(10) -0.0004(10)
C11 0.0178(12) 0.0087(11) 0.0151(11) -0.0010(10) 0.0012(11) -0.0002(9)
C10 0.0155(12) 0.0128(12) 0.0133(12) -0.0013(10) -0.0029(11) -0.0007(9)
C9 0.0175(13) 0.0147(12) 0.0099(11) 0.0008(10) -0.0011(10) -0.0006(10)
C12 0.0244(15) 0.0135(13) 0.0342(16) -0.0050(11) 0.0184(13) -0.0040(11)
C13 0.0208(14) 0.0188(13) 0.0261(15) -0.0017(11) 0.0131(12) 0.0021(11)
C14 0.0217(15) 0.0335(16) 0.0352(18) -0.0068(13) 0.0015(13) -0.0047(12)
C15 0.0347(17) 0.0495(19) 0.0339(17) 0.0069(17) 0.0048(16) 0.0149(15)
C16 0.069(3) 0.0244(16) 0.0417(19) 0.0020(15) 0.0164(18) 0.0154(17)
C17 0.085(3) 0.0188(14) 0.0243(16) -0.0044(13) 0.0116(18) 0.0061(16)
C18 0.059(2) 0.0205(15) 0.0218(15) -0.0006(12) 0.0053(15) 0.0050(15)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.9061(16) . ?
Cu1 O1 1.9061(16) 4_665 ?
Cu1 N1 1.9632(19) . ?
Cu1 N1 1.9632(19) 4_665 ?
C19 C12 1.517(5) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C1 O1 1.297(3) . ?
C1 C10 1.404(3) . ?
C1 C2 1.435(4) . ?
N1 C11 1.291(3) . ?
N1 C12 1.490(3) . ?
C2 C3 1.354(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.430(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.409(4) . ?
C4 C9 1.422(4) . ?
C5 C6 1.373(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.403(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.372(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.421(4) . ?
C8 H8 0.9500 . ?
C11 C10 1.435(3) . ?
C11 H11 0.9500 . ?
C10 C9 1.443(3) . ?
C12 C13 1.526(4) . ?
C12 H12 1.0000 . ?
C13 C14 1.390(4) . ?
C13 C18 1.395(4) . ?
C14 C15 1.381(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.400(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.399(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
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
O1 Cu1 O1 159.35(10) . 4_665 ?
O1 Cu1 N1 91.76(8) . . ?
O1 Cu1 N1 91.22(8) 4_665 . ?
O1 Cu1 N1 91.22(8) . 4_665 ?
O1 Cu1 N1 91.76(8) 4_665 4_665 ?
N1 Cu1 N1 163.29(11) . 4_665 ?
C12 C19 H19A 109.5 . . ?
C12 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C12 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 C1 C10 124.8(2) . . ?
O1 C1 C2 116.4(2) . . ?
C10 C1 C2 118.7(2) . . ?
C11 N1 C12 119.9(2) . . ?
C11 N1 Cu1 123.55(17) . . ?
C12 N1 Cu1 116.53(15) . . ?
C1 O1 Cu1 126.81(16) . . ?
C3 C2 C1 121.7(2) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C9 120.6(2) . . ?
C5 C4 C3 120.8(3) . . ?
C9 C4 C3 118.6(2) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 119.6(2) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 121.6(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
N1 C11 C10 126.7(2) . . ?
N1 C11 H11 116.6 . . ?
C10 C11 H11 116.6 . . ?
C1 C10 C11 120.9(2) . . ?
C1 C10 C9 119.8(2) . . ?
C11 C10 C9 118.9(2) . . ?
C8 C9 C4 116.8(2) . . ?
C8 C9 C10 123.4(2) . . ?
C4 C9 C10 119.7(2) . . ?
N1 C12 C19 106.9(3) . . ?
N1 C12 C13 112.9(2) . . ?
C19 C12 C13 115.1(2) . . ?
N1 C12 H12 107.2 . . ?
C19 C12 H12 107.2 . . ?
C13 C12 H12 107.2 . . ?
C14 C13 C18 119.0(3) . . ?
C14 C13 C12 119.3(3) . . ?
C18 C13 C12 121.6(3) . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 119.4(3) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 119.4(3) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C13 C18 C17 120.6(3) . . ?
C13 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Cu1 N1 C11 -18.75(19) . . . . ?
O1 Cu1 N1 C11 140.82(19) 4_665 . . . ?
N1 Cu1 N1 C11 -118.92(19) 4_665 . . . ?
O1 Cu1 N1 C12 158.63(18) . . . . ?
O1 Cu1 N1 C12 -41.80(18) 4_665 . . . ?
N1 Cu1 N1 C12 58.46(17) 4_665 . . . ?
C10 C1 O1 Cu1 -10.8(3) . . . . ?
C2 C1 O1 Cu1 171.94(16) . . . . ?
O1 Cu1 O1 C1 -76.02(18) 4_665 . . . ?
N1 Cu1 O1 C1 22.2(2) . . . . ?
N1 Cu1 O1 C1 -174.28(19) 4_665 . . . ?
O1 C1 C2 C3 179.7(2) . . . . ?
C10 C1 C2 C3 2.3(4) . . . . ?
C1 C2 C3 C4 2.1(4) . . . . ?
C2 C3 C4 C5 177.0(2) . . . . ?
C2 C3 C4 C9 -2.0(4) . . . . ?
C9 C4 C5 C6 2.6(4) . . . . ?
C3 C4 C5 C6 -176.4(2) . . . . ?
C4 C5 C6 C7 0.1(4) . . . . ?
C5 C6 C7 C8 -2.1(4) . . . . ?
C6 C7 C8 C9 1.5(4) . . . . ?
C12 N1 C11 C10 -172.5(2) . . . . ?
Cu1 N1 C11 C10 4.8(3) . . . . ?
O1 C1 C10 C11 -11.5(4) . . . . ?
C2 C1 C10 C11 165.7(2) . . . . ?
O1 C1 C10 C9 176.1(2) . . . . ?
C2 C1 C10 C9 -6.7(4) . . . . ?
N1 C11 C10 C1 14.4(4) . . . . ?
N1 C11 C10 C9 -173.1(2) . . . . ?
C7 C8 C9 C4 1.1(4) . . . . ?
C7 C8 C9 C10 179.3(2) . . . . ?
C5 C4 C9 C8 -3.1(4) . . . . ?
C3 C4 C9 C8 175.9(2) . . . . ?
C5 C4 C9 C10 178.6(2) . . . . ?
C3 C4 C9 C10 -2.4(4) . . . . ?
C1 C10 C9 C8 -171.4(2) . . . . ?
C11 C10 C9 C8 16.1(4) . . . . ?
C1 C10 C9 C4 6.8(4) . . . . ?
C11 C10 C9 C4 -165.7(2) . . . . ?
C11 N1 C12 C19 105.1(3) . . . . ?
Cu1 N1 C12 C19 -72.4(3) . . . . ?
C11 N1 C12 C13 -22.5(3) . . . . ?
Cu1 N1 C12 C13 160.03(19) . . . . ?
N1 C12 C13 C14 -72.5(3) . . . . ?
C19 C12 C13 C14 164.3(3) . . . . ?
N1 C12 C13 C18 103.3(3) . . . . ?
C19 C12 C13 C18 -19.8(4) . . . . ?
C18 C13 C14 C15 0.9(4) . . . . ?
C12 C13 C14 C15 176.9(3) . . . . ?
C13 C14 C15 C16 -1.7(5) . . . . ?
C14 C15 C16 C17 1.8(5) . . . . ?
C15 C16 C17 C18 -1.0(6) . . . . ?
C14 C13 C18 C17 -0.1(5) . . . . ?
C12 C13 C18 C17 -176.0(3) . . . . ?
C16 C17 C18 C13 0.2(6) . . . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 25.08
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 1.607
_refine_diff_density_min -0.245
_refine_diff_density_rms 0.061
_database_code_depnum_ccdc_archive 'CCDC 962482'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_CuSL1-II
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
\D-Bis{(R)-N-(1-phenylethyl)-2-oxo-1-naphthaldiminato-
\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C38 H32 Cu N2 O2'
_chemical_formula_sum 'C38 H32 Cu N2 O2'
_chemical_formula_weight 612.20
_chemical_absolute_configuration rmad
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'
Cu Cu 0.3201 1.2651 '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'
_symmetry_cell_setting Orthorhombic
_space_group_IT_number 18
_symmetry_space_group_name_H-M P2(1)2(1)2
_symmetry_space_group_name_Hall 'P 2 2ab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'-x, -y, z'
_cell_length_a 10.6662(16)
_cell_length_b 15.3354(19)
_cell_length_c 9.764(3)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 1597.1(5)
_cell_formula_units_Z 2
_cell_measurement_temperature 296(2)
_cell_measurement_reflns_used 4547
_cell_measurement_theta_min 2.3259
_cell_measurement_theta_max 23.4658
_exptl_crystal_description block
_exptl_crystal_colour black
_exptl_crystal_size_max 0.20
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.20
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.273
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 638
_exptl_absorpt_coefficient_mu 0.719
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8696
_exptl_absorpt_correction_T_max 0.8696
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2012) SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 296(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirror'
_diffrn_measurement_device_type
;
Bruker Kappa APEX-II CCD area detector'
;
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 13259
_diffrn_reflns_av_R_equivalents 0.0849
_diffrn_reflns_av_sigmaI/netI 0.0655
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_theta_min 2.09
_diffrn_reflns_theta_max 25.18
_reflns_number_total 2859
_reflns_number_gt 2463
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'GIS (Bruker)'
_computing_cell_refinement
;
APEX2 (Bruker, 2013)
SAINT (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
XPREP (Sheldrick, 2008)
;
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^ > 2sigma(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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1711P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.07(4)
_refine_ls_number_reflns 2859
_refine_ls_number_parameters 196
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0977
_refine_ls_R_factor_gt 0.0874
_refine_ls_wR_factor_ref 0.2297
_refine_ls_wR_factor_gt 0.2159
_refine_ls_goodness_of_fit_ref 1.099
_refine_ls_restrained_S_all 1.099
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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
Cu Cu 0.5000 0.5000 0.29027(9) 0.0406(3) Uani 1 2 d S . .
O O 0.6742(4) 0.5139(3) 0.2547(5) 0.0506(11) Uani 1 1 d . . .
N N 0.4791(4) 0.6257(3) 0.3205(5) 0.0398(11) Uani 1 1 d . . .
C1 C 0.7290(5) 0.5844(4) 0.2140(7) 0.0451(13) Uani 1 1 d . . .
C2 C 0.8579(6) 0.5746(5) 0.1711(8) 0.0568(16) Uani 1 1 d . . .
H2A H 0.8952 0.5198 0.1744 0.068 Uiso 1 1 calc R . .
C3 C 0.9248(6) 0.6434(5) 0.1263(8) 0.0619(19) Uani 1 1 d . . .
H3A H 1.0083 0.6355 0.1019 0.074 Uiso 1 1 calc R . .
C4 C 0.8705(6) 0.7281(4) 0.1154(6) 0.0518(16) Uani 1 1 d . . .
C5 C 0.9394(8) 0.7981(5) 0.0631(8) 0.067(2) Uani 1 1 d . . .
H5A H 1.0230 0.7899 0.0391 0.081 Uiso 1 1 calc R . .
C6 C 0.8861(9) 0.8786(6) 0.0467(8) 0.074(2) Uani 1 1 d . . .
H6A H 0.9334 0.9245 0.0119 0.089 Uiso 1 1 calc R . .
C7 C 0.7609(9) 0.8918(5) 0.0823(8) 0.067(2) Uani 1 1 d . . .
H7A H 0.7234 0.9457 0.0678 0.080 Uiso 1 1 calc R . .
C8 C 0.6923(7) 0.8240(5) 0.1395(7) 0.0529(16) Uani 1 1 d . . .
H8A H 0.6101 0.8339 0.1671 0.063 Uiso 1 1 calc R . .
C9 C 0.7450(6) 0.7405(4) 0.1563(7) 0.0442(14) Uani 1 1 d . . .
C10 C 0.6755(5) 0.6672(4) 0.2125(6) 0.0395(12) Uani 1 1 d . . .
C11 C 0.5592(5) 0.6828(4) 0.2792(6) 0.0424(13) Uani 1 1 d . . .
H11A H 0.5385 0.7409 0.2948 0.051 Uiso 1 1 calc R . .
C12 C 0.3679(8) 0.6541(5) 0.4023(9) 0.066(2) Uani 1 1 d . . .
H12A H 0.2967 0.6202 0.3678 0.079 Uiso 1 1 calc R . .
C13 C 0.3865(15) 0.6266(7) 0.5445(10) 0.127(5) Uani 1 1 d . . .
H13A H 0.4092 0.5661 0.5467 0.191 Uiso 1 1 calc R . .
H13B H 0.3103 0.6351 0.5950 0.191 Uiso 1 1 calc R . .
H13C H 0.4523 0.6607 0.5850 0.191 Uiso 1 1 calc R . .
C14 C 0.3340(8) 0.7487(5) 0.3817(9) 0.065(2) Uani 1 1 d . . .
C15 C 0.3664(13) 0.8123(5) 0.4742(9) 0.097(4) Uani 1 1 d . . .
H15A H 0.4069 0.7968 0.5549 0.116 Uiso 1 1 calc R . .
C16 C 0.3392(17) 0.9002(7) 0.4485(11) 0.135(6) Uani 1 1 d . . .
H16A H 0.3590 0.9425 0.5131 0.161 Uiso 1 1 calc R . .
C17 C 0.2846(16) 0.9226(8) 0.3305(14) 0.139(6) Uani 1 1 d . . .
H17A H 0.2684 0.9812 0.3136 0.167 Uiso 1 1 calc R . .
C18 C 0.2520(13) 0.8625(10) 0.2339(14) 0.129(5) Uani 1 1 d . . .
H18A H 0.2139 0.8793 0.1525 0.155 Uiso 1 1 calc R . .
C19 C 0.2774(10) 0.7757(7) 0.2610(13) 0.095(3) Uani 1 1 d . . .
H19A H 0.2559 0.7340 0.1959 0.114 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu 0.0504(5) 0.0359(5) 0.0356(5) 0.000 0.000 -0.0029(4)
O 0.052(2) 0.042(2) 0.058(3) 0.0041(19) 0.0040(18) -0.0014(17)
N 0.044(3) 0.040(2) 0.035(2) -0.0024(18) 0.003(2) -0.0016(19)
C1 0.048(3) 0.050(3) 0.037(3) -0.002(3) 0.000(3) -0.003(2)
C2 0.051(3) 0.060(4) 0.059(4) -0.006(3) 0.008(3) 0.002(3)
C3 0.054(4) 0.075(5) 0.057(5) -0.010(4) 0.018(3) -0.007(3)
C4 0.063(4) 0.068(4) 0.025(3) -0.002(3) 0.002(3) -0.015(3)
C5 0.077(5) 0.079(5) 0.046(4) -0.001(4) 0.019(3) -0.027(4)
C6 0.098(6) 0.077(5) 0.048(4) 0.010(4) 0.005(4) -0.037(5)
C7 0.109(6) 0.047(4) 0.043(4) 0.008(3) -0.014(4) -0.022(4)
C8 0.071(4) 0.055(4) 0.032(3) 0.004(3) -0.002(3) -0.011(3)
C9 0.058(3) 0.047(3) 0.028(3) -0.001(2) -0.007(2) -0.008(3)
C10 0.044(3) 0.047(3) 0.027(3) 0.000(3) -0.003(2) -0.002(2)
C11 0.047(3) 0.040(3) 0.040(3) -0.006(3) 0.003(3) -0.004(2)
C12 0.075(5) 0.051(4) 0.071(5) -0.012(4) 0.037(4) -0.006(3)
C13 0.241(15) 0.074(6) 0.066(6) 0.016(5) 0.088(8) 0.039(7)
C14 0.071(4) 0.061(4) 0.062(5) -0.012(4) 0.026(4) 0.000(3)
C15 0.196(12) 0.055(5) 0.039(5) -0.010(4) 0.028(6) 0.000(6)
C16 0.29(2) 0.066(6) 0.050(6) -0.012(5) 0.051(9) 0.021(8)
C17 0.222(17) 0.084(8) 0.111(11) 0.003(8) 0.062(11) 0.065(9)
C18 0.158(12) 0.137(11) 0.093(9) 0.009(9) -0.010(8) 0.066(10)
C19 0.088(6) 0.099(7) 0.099(8) -0.019(6) -0.003(6) 0.002(5)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Cu O 1.903(4) . ?
Cu O 1.903(4) 4_665 ?
Cu N 1.963(5) 4_665 ?
Cu N 1.963(5) . ?
O C1 1.292(7) . ?
N C11 1.288(8) . ?
N C12 1.494(8) . ?
C1 C10 1.392(8) . ?
C1 C2 1.445(9) . ?
C2 C3 1.348(11) . ?
C2 H2A 0.9300 . ?
C3 C4 1.427(11) . ?
C3 H3A 0.9300 . ?
C4 C5 1.398(10) . ?
C4 C9 1.409(10) . ?
C5 C6 1.368(13) . ?
C5 H5A 0.9300 . ?
C6 C7 1.395(13) . ?
C6 H6A 0.9300 . ?
C7 C8 1.388(10) . ?
C7 H7A 0.9300 . ?
C8 C9 1.408(10) . ?
C8 H8A 0.9300 . ?
C9 C10 1.454(9) . ?
C10 C11 1.422(8) . ?
C11 H11A 0.9300 . ?
C12 C13 1.465(14) . ?
C12 C14 1.509(11) . ?
C12 H12A 0.9800 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.373(12) . ?
C14 C19 1.388(15) . ?
C15 C16 1.401(14) . ?
C15 H15A 0.9300 . ?
C16 C17 1.34(2) . ?
C16 H16A 0.9300 . ?
C17 C18 1.36(2) . ?
C17 H17A 0.9300 . ?
C18 C19 1.383(16) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
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
O Cu O 158.9(3) . 4_665 ?
O Cu N 91.55(18) . 4_665 ?
O Cu N 91.60(18) 4_665 4_665 ?
O Cu N 91.61(18) . . ?
O Cu N 91.55(18) 4_665 . ?
N Cu N 162.7(3) 4_665 . ?
C1 O Cu 126.3(4) . . ?
C11 N C12 119.7(5) . . ?
C11 N Cu 123.1(4) . . ?
C12 N Cu 117.1(4) . . ?
O C1 C10 125.5(5) . . ?
O C1 C2 115.6(6) . . ?
C10 C1 C2 118.9(6) . . ?
C3 C2 C1 121.1(7) . . ?
C3 C2 H2A 119.5 . . ?
C1 C2 H2A 119.5 . . ?
C2 C3 C4 121.5(6) . . ?
C2 C3 H3A 119.2 . . ?
C4 C3 H3A 119.2 . . ?
C5 C4 C9 120.0(7) . . ?
C5 C4 C3 120.8(7) . . ?
C9 C4 C3 119.1(6) . . ?
C6 C5 C4 121.1(8) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C5 C6 C7 119.9(7) . . ?
C5 C6 H6A 120.0 . . ?
C7 C6 H6A 120.0 . . ?
C8 C7 C6 119.8(8) . . ?
C8 C7 H7A 120.1 . . ?
C6 C7 H7A 120.1 . . ?
C7 C8 C9 121.2(7) . . ?
C7 C8 H8A 119.4 . . ?
C9 C8 H8A 119.4 . . ?
C8 C9 C4 117.9(6) . . ?
C8 C9 C10 122.9(6) . . ?
C4 C9 C10 119.2(6) . . ?
C1 C10 C11 120.4(5) . . ?
C1 C10 C9 120.0(5) . . ?
C11 C10 C9 119.2(5) . . ?
N C11 C10 127.4(6) . . ?
N C11 H11A 116.3 . . ?
C10 C11 H11A 116.3 . . ?
C13 C12 N 108.4(8) . . ?
C13 C12 C14 115.8(7) . . ?
N C12 C14 113.6(6) . . ?
C13 C12 H12A 106.1 . . ?
N C12 H12A 106.1 . . ?
C14 C12 H12A 106.1 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 117.1(9) . . ?
C15 C14 C12 122.4(9) . . ?
C19 C14 C12 120.3(8) . . ?
C14 C15 C16 120.9(11) . . ?
C14 C15 H15A 119.5 . . ?
C16 C15 H15A 119.5 . . ?
C17 C16 C15 119.5(11) . . ?
C17 C16 H16A 120.2 . . ?
C15 C16 H16A 120.2 . . ?
C16 C17 C18 122.2(12) . . ?
C16 C17 H17A 118.9 . . ?
C18 C17 H17A 118.9 . . ?
C17 C18 C19 117.9(13) . . ?
C17 C18 H18A 121.0 . . ?
C19 C18 H18A 121.0 . . ?
C18 C19 C14 122.3(11) . . ?
C18 C19 H19A 118.8 . . ?
C14 C19 H19A 118.8 . . ?
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
O Cu O C1 75.5(5) 4_665 . . . ?
N Cu O C1 174.0(5) 4_665 . . . ?
N Cu O C1 -23.0(5) . . . . ?
O Cu N C11 18.1(5) . . . . ?
O Cu N C11 -141.1(5) 4_665 . . . ?
N Cu N C11 118.5(5) 4_665 . . . ?
O Cu N C12 -158.4(5) . . . . ?
O Cu N C12 42.4(5) 4_665 . . . ?
N Cu N C12 -58.0(5) 4_665 . . . ?
Cu O C1 C10 12.4(9) . . . . ?
Cu O C1 C2 -169.5(5) . . . . ?
O C1 C2 C3 179.8(7) . . . . ?
C10 C1 C2 C3 -1.9(11) . . . . ?
C1 C2 C3 C4 -1.9(12) . . . . ?
C2 C3 C4 C5 -177.2(8) . . . . ?
C2 C3 C4 C9 1.9(11) . . . . ?
C9 C4 C5 C6 -2.0(11) . . . . ?
C3 C4 C5 C6 177.0(8) . . . . ?
C4 C5 C6 C7 -0.1(13) . . . . ?
C5 C6 C7 C8 2.6(12) . . . . ?
C6 C7 C8 C9 -3.1(11) . . . . ?
C7 C8 C9 C4 1.1(10) . . . . ?
C7 C8 C9 C10 -178.4(6) . . . . ?
C5 C4 C9 C8 1.5(9) . . . . ?
C3 C4 C9 C8 -177.5(6) . . . . ?
C5 C4 C9 C10 -179.0(6) . . . . ?
C3 C4 C9 C10 1.9(9) . . . . ?
O C1 C10 C11 10.9(10) . . . . ?
C2 C1 C10 C11 -167.2(6) . . . . ?
O C1 C10 C9 -176.3(6) . . . . ?
C2 C1 C10 C9 5.7(9) . . . . ?
C8 C9 C10 C1 173.7(6) . . . . ?
C4 C9 C10 C1 -5.7(9) . . . . ?
C8 C9 C10 C11 -13.3(9) . . . . ?
C4 C9 C10 C11 167.2(6) . . . . ?
C12 N C11 C10 173.4(7) . . . . ?
Cu N C11 C10 -3.0(9) . . . . ?
C1 C10 C11 N -15.7(10) . . . . ?
C9 C10 C11 N 171.4(6) . . . . ?
C11 N C12 C13 -107.4(8) . . . . ?
Cu N C12 C13 69.3(8) . . . . ?
C11 N C12 C14 22.8(10) . . . . ?
Cu N C12 C14 -160.6(6) . . . . ?
C13 C12 C14 C15 25.6(14) . . . . ?
N C12 C14 C15 -100.7(10) . . . . ?
C13 C12 C14 C19 -160.1(10) . . . . ?
N C12 C14 C19 73.6(11) . . . . ?
C19 C14 C15 C16 2.1(17) . . . . ?
C12 C14 C15 C16 176.6(10) . . . . ?
C14 C15 C16 C17 -2(2) . . . . ?
C15 C16 C17 C18 1(3) . . . . ?
C16 C17 C18 C19 0(3) . . . . ?
C17 C18 C19 C14 0(2) . . . . ?
C15 C14 C19 C18 -1.1(17) . . . . ?
C12 C14 C19 C18 -175.7(11) . . . . ?
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full 25.18
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max 2.327
_refine_diff_density_min -1.418
_refine_diff_density_rms 0.167
_database_code_depnum_ccdc_archive 'CCDC 962483'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_CuSL1-III
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
\D-Bis{(R)-N-(1-phenylethyl)-2-oxo-1-naphthaldiminato-
\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C38 H32 Cu N2 O2'
_chemical_formula_sum 'C38 H32 Cu N2 O2'
_chemical_formula_weight 612.20
_chemical_absolute_configuration rmad
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'
Cu Cu 0.3201 1.2651 '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'
_symmetry_cell_setting Orthorhombic
_space_group_IT_number 18
_symmetry_space_group_name_H-M P2(1)2(1)2
_symmetry_space_group_name_Hall 'P 2 2ab'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
'-x, -y, z'
_cell_length_a 10.6477(14)
_cell_length_b 15.3321(15)
_cell_length_c 9.7742(19)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 1595.7(4)
_cell_formula_units_Z 2
_cell_measurement_temperature 296(2)
_cell_measurement_reflns_used 3870
_cell_measurement_theta_min 2.3288
_cell_measurement_theta_max 24.3937
_exptl_crystal_description block
_exptl_crystal_colour black
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.30
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.274
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 638
_exptl_absorpt_coefficient_mu 0.720
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8131
_exptl_absorpt_correction_T_max 0.8131
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2012) SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 296(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirror'
_diffrn_measurement_device_type
;
Bruker Kappa APEX-II CCD area detector'
;
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 13900
_diffrn_reflns_av_R_equivalents 0.0939
_diffrn_reflns_av_sigmaI/netI 0.0605
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -18
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_limit_l_max 11
_diffrn_reflns_theta_min 2.08
_diffrn_reflns_theta_max 25.14
_reflns_number_total 2856
_reflns_number_gt 2430
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'GIS (Bruker)'
_computing_cell_refinement
;
APEX2 (Bruker, 2013)
SAINT (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
XPREP (Sheldrick, 2008)
;
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^ > 2sigma(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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0697P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.04(2)
_refine_ls_number_reflns 2856
_refine_ls_number_parameters 196
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0558
_refine_ls_R_factor_gt 0.0457
_refine_ls_wR_factor_ref 0.1198
_refine_ls_wR_factor_gt 0.1136
_refine_ls_goodness_of_fit_ref 1.013
_refine_ls_restrained_S_all 1.013
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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
Cu Cu 0.5000 0.5000 0.29027(6) 0.03944(19) Uani 1 2 d S . .
O O 0.6734(2) 0.51391(14) 0.2537(3) 0.0496(7) Uani 1 1 d . . .
N N 0.4792(3) 0.62545(17) 0.3213(3) 0.0424(7) Uani 1 1 d . . .
C1 C 0.7294(3) 0.5841(2) 0.2136(4) 0.0416(8) Uani 1 1 d . . .
C2 C 0.8577(4) 0.5748(3) 0.1717(5) 0.0572(11) Uani 1 1 d . . .
H2A H 0.8958 0.5202 0.1761 0.069 Uiso 1 1 calc R . .
C3 C 0.9242(4) 0.6439(3) 0.1260(5) 0.0602(11) Uani 1 1 d . . .
H3A H 1.0077 0.6358 0.1011 0.072 Uiso 1 1 calc R . .
C4 C 0.8709(4) 0.7279(2) 0.1148(4) 0.0503(10) Uani 1 1 d . . .
C5 C 0.9390(5) 0.7990(3) 0.0628(5) 0.0675(13) Uani 1 1 d . . .
H5A H 1.0228 0.7911 0.0388 0.081 Uiso 1 1 calc R . .
C6 C 0.8864(5) 0.8786(3) 0.0465(5) 0.0705(13) Uani 1 1 d . . .
H6A H 0.9335 0.9245 0.0113 0.085 Uiso 1 1 calc R . .
C7 C 0.7612(5) 0.8916(3) 0.0827(5) 0.0647(12) Uani 1 1 d . . .
H7A H 0.7239 0.9458 0.0696 0.078 Uiso 1 1 calc R . .
C8 C 0.6926(4) 0.8239(2) 0.1381(4) 0.0520(10) Uani 1 1 d . . .
H8A H 0.6096 0.8338 0.1636 0.062 Uiso 1 1 calc R . .
C9 C 0.7443(4) 0.7407(2) 0.1570(4) 0.0413(8) Uani 1 1 d . . .
C10 C 0.6756(3) 0.6674(2) 0.2130(4) 0.0377(7) Uani 1 1 d . . .
C11 C 0.5581(3) 0.6830(2) 0.2787(4) 0.0420(8) Uani 1 1 d . . .
H11A H 0.5362 0.7411 0.2923 0.050 Uiso 1 1 calc R . .
C12 C 0.3680(5) 0.6541(3) 0.4009(6) 0.0672(14) Uani 1 1 d . . .
H12A H 0.2966 0.6202 0.3667 0.081 Uiso 1 1 calc R . .
C13 C 0.3876(8) 0.6269(3) 0.5463(6) 0.129(3) Uani 1 1 d . . .
H13A H 0.4124 0.5667 0.5491 0.194 Uiso 1 1 calc R . .
H13B H 0.3108 0.6343 0.5964 0.194 Uiso 1 1 calc R . .
H13C H 0.4522 0.6622 0.5867 0.194 Uiso 1 1 calc R . .
C14 C 0.3346(4) 0.7489(3) 0.3805(5) 0.0627(12) Uani 1 1 d . . .
C15 C 0.3666(7) 0.8124(3) 0.4731(6) 0.094(2) Uani 1 1 d . . .
H15A H 0.4070 0.7967 0.5538 0.113 Uiso 1 1 calc R . .
C16 C 0.3397(9) 0.9004(4) 0.4484(7) 0.132(4) Uani 1 1 d . . .
H16A H 0.3594 0.9428 0.5129 0.158 Uiso 1 1 calc R . .
C17 C 0.2852(9) 0.9221(4) 0.3304(9) 0.132(3) Uani 1 1 d . . .
H17A H 0.2698 0.9808 0.3129 0.158 Uiso 1 1 calc R . .
C18 C 0.2510(7) 0.8625(5) 0.2343(8) 0.127(3) Uani 1 1 d . . .
H18A H 0.2116 0.8795 0.1537 0.153 Uiso 1 1 calc R . .
C19 C 0.2767(6) 0.7759(4) 0.2606(7) 0.0944(19) Uani 1 1 d . . .
H19A H 0.2545 0.7343 0.1958 0.113 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu 0.0462(3) 0.0296(3) 0.0426(3) 0.000 0.000 -0.0027(3)
O 0.0516(13) 0.0305(13) 0.0669(17) 0.0015(12) 0.0020(11) 0.0006(10)
N 0.0477(18) 0.0354(14) 0.0440(17) -0.0083(12) 0.0058(14) -0.0004(13)
C1 0.0423(18) 0.0384(18) 0.044(2) -0.0064(18) -0.0017(18) -0.0035(14)
C2 0.048(2) 0.052(2) 0.071(3) -0.007(2) 0.007(2) 0.0037(18)
C3 0.051(2) 0.067(3) 0.062(3) -0.011(2) 0.016(2) -0.006(2)
C4 0.059(2) 0.054(2) 0.038(2) -0.0017(18) 0.0025(18) -0.0139(19)
C5 0.071(3) 0.077(3) 0.054(3) -0.002(2) 0.017(2) -0.027(2)
C6 0.089(4) 0.068(3) 0.055(3) 0.010(2) 0.007(3) -0.028(3)
C7 0.099(4) 0.043(2) 0.051(3) 0.006(2) -0.012(3) -0.018(2)
C8 0.065(2) 0.046(2) 0.045(2) 0.0002(19) -0.0061(19) -0.0105(19)
C9 0.053(2) 0.0412(18) 0.0294(18) -0.0003(15) -0.0032(16) -0.0089(16)
C10 0.0416(16) 0.0368(17) 0.0348(19) -0.0003(16) -0.0057(16) -0.0030(14)
C11 0.0488(18) 0.0304(16) 0.047(2) -0.0050(18) 0.0038(18) -0.0028(15)
C12 0.076(3) 0.044(2) 0.082(4) -0.016(2) 0.040(3) -0.011(2)
C13 0.237(8) 0.066(3) 0.084(5) 0.021(3) 0.095(5) 0.028(4)
C14 0.065(3) 0.055(2) 0.068(3) -0.013(2) 0.026(2) 0.003(2)
C15 0.179(6) 0.050(3) 0.053(3) -0.009(2) 0.024(4) 0.001(3)
C16 0.275(11) 0.064(3) 0.057(4) -0.015(3) 0.049(5) 0.025(5)
C17 0.197(9) 0.072(4) 0.126(7) 0.000(4) 0.063(6) 0.054(5)
C18 0.139(6) 0.125(6) 0.117(6) 0.020(5) -0.006(5) 0.059(5)
C19 0.083(4) 0.093(4) 0.107(6) -0.021(4) 0.002(3) -0.002(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Cu O 1.893(2) . ?
Cu O 1.893(2) 4_665 ?
Cu N 1.960(3) 4_665 ?
Cu N 1.960(3) . ?
O C1 1.291(4) . ?
N C11 1.288(4) . ?
N C12 1.483(5) . ?
C1 C10 1.399(5) . ?
C1 C2 1.433(5) . ?
C2 C3 1.350(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.412(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.404(5) . ?
C4 C9 1.424(6) . ?
C5 C6 1.353(7) . ?
C5 H5A 0.9300 . ?
C6 C7 1.393(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.380(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.401(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.449(5) . ?
C10 C11 1.426(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.496(8) . ?
C12 C14 1.510(6) . ?
C12 H12A 0.9800 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.372(7) . ?
C14 C19 1.387(8) . ?
C15 C16 1.400(8) . ?
C15 H15A 0.9300 . ?
C16 C17 1.333(11) . ?
C16 H16A 0.9300 . ?
C17 C18 1.360(11) . ?
C17 H17A 0.9300 . ?
C18 C19 1.379(8) . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
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
O Cu O 158.22(17) . 4_665 ?
O Cu N 91.70(11) . 4_665 ?
O Cu N 91.65(11) 4_665 4_665 ?
O Cu N 91.65(11) . . ?
O Cu N 91.70(11) 4_665 . ?
N Cu N 162.19(18) 4_665 . ?
C1 O Cu 127.0(2) . . ?
C11 N C12 119.2(3) . . ?
C11 N Cu 123.3(2) . . ?
C12 N Cu 117.5(2) . . ?
O C1 C10 124.9(3) . . ?
O C1 C2 116.3(3) . . ?
C10 C1 C2 118.7(3) . . ?
C3 C2 C1 121.1(4) . . ?
C3 C2 H2A 119.5 . . ?
C1 C2 H2A 119.5 . . ?
C2 C3 C4 122.0(4) . . ?
C2 C3 H3A 119.0 . . ?
C4 C3 H3A 119.0 . . ?
C5 C4 C3 121.9(4) . . ?
C5 C4 C9 119.1(4) . . ?
C3 C4 C9 119.0(3) . . ?
C6 C5 C4 121.9(5) . . ?
C6 C5 H5A 119.0 . . ?
C4 C5 H5A 119.0 . . ?
C5 C6 C7 119.7(4) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C8 C7 C6 119.9(4) . . ?
C8 C7 H7A 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C7 C8 C9 121.9(4) . . ?
C7 C8 H8A 119.1 . . ?
C9 C8 H8A 119.1 . . ?
C8 C9 C4 117.4(3) . . ?
C8 C9 C10 123.9(3) . . ?
C4 C9 C10 118.7(3) . . ?
C1 C10 C11 120.7(3) . . ?
C1 C10 C9 120.2(3) . . ?
C11 C10 C9 118.8(3) . . ?
N C11 C10 127.0(3) . . ?
N C11 H11A 116.5 . . ?
C10 C11 H11A 116.5 . . ?
N C12 C13 107.7(4) . . ?
N C12 C14 113.8(3) . . ?
C13 C12 C14 115.3(4) . . ?
N C12 H12A 106.5 . . ?
C13 C12 H12A 106.5 . . ?
C14 C12 H12A 106.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 117.1(5) . . ?
C15 C14 C12 122.5(5) . . ?
C19 C14 C12 120.2(5) . . ?
C14 C15 C16 121.3(6) . . ?
C14 C15 H15A 119.4 . . ?
C16 C15 H15A 119.4 . . ?
C17 C16 C15 118.6(6) . . ?
C17 C16 H16A 120.7 . . ?
C15 C16 H16A 120.7 . . ?
C16 C17 C18 123.1(7) . . ?
C16 C17 H17A 118.5 . . ?
C18 C17 H17A 118.5 . . ?
C17 C18 C19 117.7(7) . . ?
C17 C18 H18A 121.2 . . ?
C19 C18 H18A 121.2 . . ?
C18 C19 C14 122.2(6) . . ?
C18 C19 H19A 118.9 . . ?
C14 C19 H19A 118.9 . . ?
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
O Cu O C1 76.0(3) 4_665 . . . ?
N Cu O C1 174.8(3) 4_665 . . . ?
N Cu O C1 -22.7(3) . . . . ?
O Cu N C11 18.9(3) . . . . ?
O Cu N C11 -139.6(3) 4_665 . . . ?
N Cu N C11 119.6(3) 4_665 . . . ?
O Cu N C12 -159.7(3) . . . . ?
O Cu N C12 41.9(3) 4_665 . . . ?
N Cu N C12 -58.9(3) 4_665 . . . ?
Cu O C1 C10 12.0(6) . . . . ?
Cu O C1 C2 -170.3(3) . . . . ?
O C1 C2 C3 178.9(4) . . . . ?
C10 C1 C2 C3 -3.2(7) . . . . ?
C1 C2 C3 C4 -1.1(7) . . . . ?
C2 C3 C4 C5 -177.8(5) . . . . ?
C2 C3 C4 C9 2.0(7) . . . . ?
C3 C4 C5 C6 177.1(5) . . . . ?
C9 C4 C5 C6 -2.6(7) . . . . ?
C4 C5 C6 C7 0.4(8) . . . . ?
C5 C6 C7 C8 1.6(7) . . . . ?
C6 C7 C8 C9 -1.3(7) . . . . ?
C7 C8 C9 C4 -0.9(6) . . . . ?
C7 C8 C9 C10 -179.2(4) . . . . ?
C5 C4 C9 C8 2.8(6) . . . . ?
C3 C4 C9 C8 -176.9(4) . . . . ?
C5 C4 C9 C10 -178.8(4) . . . . ?
C3 C4 C9 C10 1.4(6) . . . . ?
O C1 C10 C11 10.3(6) . . . . ?
C2 C1 C10 C11 -167.4(4) . . . . ?
O C1 C10 C9 -175.8(4) . . . . ?
C2 C1 C10 C9 6.6(6) . . . . ?
C8 C9 C10 C1 172.5(4) . . . . ?
C4 C9 C10 C1 -5.7(5) . . . . ?
C8 C9 C10 C11 -13.5(6) . . . . ?
C4 C9 C10 C11 168.3(4) . . . . ?
C12 N C11 C10 173.4(4) . . . . ?
Cu N C11 C10 -5.0(6) . . . . ?
C1 C10 C11 N -13.6(6) . . . . ?
C9 C10 C11 N 172.3(4) . . . . ?
C11 N C12 C13 -108.1(4) . . . . ?
Cu N C12 C13 70.4(4) . . . . ?
C11 N C12 C14 21.0(6) . . . . ?
Cu N C12 C14 -160.5(3) . . . . ?
N C12 C14 C15 -100.5(6) . . . . ?
C13 C12 C14 C15 24.7(7) . . . . ?
N C12 C14 C19 75.1(6) . . . . ?
C13 C12 C14 C19 -159.7(6) . . . . ?
C19 C14 C15 C16 1.2(9) . . . . ?
C12 C14 C15 C16 176.9(6) . . . . ?
C14 C15 C16 C17 -2.0(12) . . . . ?
C15 C16 C17 C18 2.0(14) . . . . ?
C16 C17 C18 C19 -1.3(14) . . . . ?
C17 C18 C19 C14 0.4(11) . . . . ?
C15 C14 C19 C18 -0.4(9) . . . . ?
C12 C14 C19 C18 -176.2(6) . . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.14
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.590
_refine_diff_density_min -0.483
_refine_diff_density_rms 0.059
_database_code_depnum_ccdc_archive 'CCDC 962484'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_CuR14a
_audit_creation_method SHELXL-2013
_chemical_name_systematic
;
\D-\L-rac-Bis{(R)-N-1-(3-methoxyphenyl)ethyl-2-oxo-1-naphthaldiminato-
\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C40 H36 Cu N2 O4'
_chemical_formula_sum 'C40 H36 Cu N2 O4'
_chemical_formula_weight 672.25
_chemical_absolute_configuration rmad
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'
_space_group_crystal_system triclinic
_space_group_IT_number 1
_space_group_name_H-M_alt 'P 1'
_space_group_name_Hall 'P 1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
_cell_length_a 10.4041(8)
_cell_length_b 12.3307(9)
_cell_length_c 13.4434(11)
_cell_angle_alpha 89.643(4)
_cell_angle_beta 83.777(4)
_cell_angle_gamma 74.684(4)
_cell_volume 1653.1(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 203(2)
_cell_measurement_reflns_used 9166
_cell_measurement_theta_min 2.29
_cell_measurement_theta_max 24.035
_exptl_crystal_description parallepiped
_exptl_crystal_colour brown
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_density_diffrn 1.351
_exptl_crystal_F_000 702
_exptl_crystal_size_max 0.183
_exptl_crystal_size_mid 0.147
_exptl_crystal_size_min 0.076
_exptl_absorpt_coefficient_mu 0.706
_shelx_estimated_absorpt_T_min 0.882
_shelx_estimated_absorpt_T_max 0.948
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.882
_exptl_absorpt_correction_T_max 0.948
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 203(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source 'fine-focus sealed tube'
_diffrn_measurement_device_type 'Bruker APEX II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 39828
_diffrn_reflns_av_unetI/netI 0.0782
_diffrn_reflns_av_R_equivalents 0.0401
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_l_min -18
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_theta_min 1.524
_diffrn_reflns_theta_max 29.997
_diffrn_reflns_theta_full 25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total 18019
_reflns_number_gt 12625
_reflns_threshold_expression 'I > 2\s(I)'
_reflns_Friedel_coverage 0.871
_reflns_Friedel_fraction_max 0.870
_reflns_Friedel_fraction_full 0.968
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
In space group P1 the origin of the coordinate system,
that is, one coordinate in each direction needs to be fixed.
The SHELXL-97 program automatically applies least-square
restraints for origin fixing in polar space groups,
that is, 3 for space group P1.
Ref.: H. D. Flack and D. Schwarzenbach, Acta Crystallogr.
A, 1988, 44, 499-506.
;
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^ > 2sigma(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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0315P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_abs_structure_details
;
Flack x determined using 4783 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack 0.016(6)
_refine_ls_number_reflns 18019
_refine_ls_number_parameters 855
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0784
_refine_ls_R_factor_gt 0.0431
_refine_ls_wR_factor_ref 0.0907
_refine_ls_wR_factor_gt 0.0788
_refine_ls_goodness_of_fit_ref 0.961
_refine_ls_restrained_S_all 0.961
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.53434(4) 0.03891(3) 0.33597(3) 0.03254(13) Uani 1 1 d . . . . .
O1 O 0.3621(3) 0.0223(3) 0.3222(2) 0.0364(7) Uani 1 1 d . . . . .
O2 O 0.8118(4) 0.3011(3) 0.4450(3) 0.0579(10) Uani 1 1 d . . . . .
O3 O 0.7097(3) -0.0379(3) 0.3622(2) 0.0366(8) Uani 1 1 d . . . . .
O4 O 0.0380(5) 0.2563(4) 0.7943(3) 0.1158(19) Uani 1 1 d . . . . .
N1 N 0.5692(4) 0.0615(3) 0.1920(3) 0.0291(8) Uani 1 1 d . . . . .
N2 N 0.4830(4) 0.1009(3) 0.4705(3) 0.0314(8) Uani 1 1 d . . . . .
C1 C 0.3220(4) -0.0106(4) 0.2415(4) 0.0324(10) Uani 1 1 d . . . . .
C2 C 0.2023(4) -0.0479(3) 0.2557(3) 0.0346(10) Uani 1 1 d . . . . .
H2A H 0.1598 -0.0500 0.3208 0.042 Uiso 1 1 calc R U . . .
C3 C 0.1493(4) -0.0803(3) 0.1769(3) 0.0387(11) Uani 1 1 d . . . . .
H3A H 0.0712 -0.1053 0.1884 0.046 Uiso 1 1 calc R U . . .
C4 C 0.2086(4) -0.0773(3) 0.0787(4) 0.0366(10) Uani 1 1 d . . . . .
C5 C 0.1514(4) -0.1100(3) -0.0043(4) 0.0445(11) Uani 1 1 d . . . . .
H5A H 0.0740 -0.1360 0.0075 0.053 Uiso 1 1 calc R U . . .
C6 C 0.2070(5) -0.1044(4) -0.1005(4) 0.0494(11) Uani 1 1 d . . . . .
H6A H 0.1665 -0.1242 -0.1544 0.059 Uiso 1 1 calc R U . . .
C7 C 0.3245(5) -0.0690(4) -0.1184(3) 0.0473(11) Uani 1 1 d . . . . .
H7A H 0.3629 -0.0654 -0.1845 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3838(4) -0.0396(3) -0.0405(3) 0.0386(10) Uani 1 1 d . . . . .
H8A H 0.4642 -0.0184 -0.0540 0.046 Uiso 1 1 calc R U . . .
C9 C 0.3269(4) -0.0404(3) 0.0598(3) 0.0312(9) Uani 1 1 d . . . . .
C10 C 0.3843(4) -0.0064(3) 0.1444(3) 0.0303(9) Uani 1 1 d . . . . .
C11 C 0.4958(4) 0.0420(3) 0.1277(3) 0.0308(10) Uani 1 1 d . . . . .
H11A H 0.5173 0.0618 0.0615 0.037 Uiso 1 1 calc R U . . .
C12 C 0.6722(4) 0.1224(3) 0.1581(3) 0.0324(9) Uani 1 1 d . . . . .
H12A H 0.6499 0.1571 0.0934 0.039 Uiso 1 1 calc R U . . .
C13 C 0.8106(4) 0.0409(4) 0.1403(3) 0.0441(10) Uani 1 1 d . . . . .
H13A H 0.8138 -0.0089 0.0840 0.066 Uiso 1 1 calc R U . . .
H13B H 0.8292 -0.0032 0.1996 0.066 Uiso 1 1 calc R U . . .
H13C H 0.8772 0.0826 0.1259 0.066 Uiso 1 1 calc R U . . .
C14 C 0.6590(4) 0.2170(4) 0.2339(3) 0.0334(10) Uani 1 1 d . . . . .
C15 C 0.5527(5) 0.3119(4) 0.2316(4) 0.0417(12) Uani 1 1 d . . . . .
H15A H 0.4893 0.3155 0.1860 0.050 Uiso 1 1 calc R U . . .
C16 C 0.5404(6) 0.4008(4) 0.2961(4) 0.0516(14) Uani 1 1 d . . . . .
H16A H 0.4699 0.4662 0.2929 0.062 Uiso 1 1 calc R U . . .
C17 C 0.6299(6) 0.3957(4) 0.3652(4) 0.0490(14) Uani 1 1 d . . . . .
H17A H 0.6217 0.4577 0.4080 0.059 Uiso 1 1 calc R U . . .
C18 C 0.7317(5) 0.2992(4) 0.3716(4) 0.0424(12) Uani 1 1 d . . . . .
C19 C 0.7477(5) 0.2105(4) 0.3043(3) 0.0357(10) Uani 1 1 d . . . . .
H19A H 0.8192 0.1458 0.3067 0.043 Uiso 1 1 calc R U . . .
C20 C 0.9186(6) 0.2018(5) 0.4562(4) 0.0665(16) Uani 1 1 d . . . . .
H20A H 0.9663 0.2132 0.5117 0.100 Uiso 1 1 calc R U . . .
H20B H 0.9800 0.1872 0.3952 0.100 Uiso 1 1 calc R U . . .
H20C H 0.8814 0.1382 0.4693 0.100 Uiso 1 1 calc R U . . .
C21 C 0.7520(4) -0.0558(3) 0.4500(3) 0.0313(9) Uani 1 1 d . . . . .
C22 C 0.8819(4) -0.1327(4) 0.4524(3) 0.0425(10) Uani 1 1 d . . . . .
H22A H 0.9311 -0.1647 0.3921 0.051 Uiso 1 1 calc R U . . .
C23 C 0.9349(4) -0.1602(4) 0.5392(4) 0.0515(12) Uani 1 1 d . . . . .
H23A H 1.0199 -0.2115 0.5376 0.062 Uiso 1 1 calc R U . . .
C24 C 0.8672(4) -0.1146(3) 0.6326(3) 0.0392(9) Uani 1 1 d . . . . .
C25 C 0.9236(4) -0.1452(4) 0.7226(4) 0.0478(11) Uani 1 1 d . . . . .
H25A H 1.0057 -0.2005 0.7208 0.057 Uiso 1 1 calc R U . . .
C26 C 0.8623(4) -0.0968(4) 0.8119(3) 0.0513(12) Uani 1 1 d . . . . .
H26A H 0.9022 -0.1172 0.8711 0.062 Uiso 1 1 calc R U . . .
C27 C 0.7406(4) -0.0172(5) 0.8142(3) 0.0602(14) Uani 1 1 d . . . . .
H27A H 0.6977 0.0169 0.8757 0.072 Uiso 1 1 calc R U . . .
C28 C 0.6810(4) 0.0132(4) 0.7277(3) 0.0559(13) Uani 1 1 d . . . . .
H28A H 0.5976 0.0671 0.7316 0.067 Uiso 1 1 calc R U . . .
C29 C 0.7420(4) -0.0344(3) 0.6342(3) 0.0361(9) Uani 1 1 d . . . . .
C30 C 0.6826(4) -0.0060(3) 0.5408(3) 0.0337(9) Uani 1 1 d . . . . .
C31 C 0.5522(5) 0.0739(4) 0.5439(3) 0.0339(11) Uani 1 1 d . . . . .
H31A H 0.5149 0.1094 0.6060 0.041 Uiso 1 1 calc R U . . .
C32 C 0.3507(4) 0.1869(3) 0.4928(3) 0.0341(9) Uani 1 1 d . . . . .
H32A H 0.3064 0.1941 0.4306 0.041 Uiso 1 1 calc R U . . .
C33 C 0.3730(5) 0.3006(4) 0.5137(4) 0.0519(13) Uani 1 1 d . . . . .
H33A H 0.4393 0.3154 0.4628 0.078 Uiso 1 1 calc R U . . .
H33B H 0.4048 0.3009 0.5789 0.078 Uiso 1 1 calc R U . . .
H33C H 0.2893 0.3584 0.5128 0.078 Uiso 1 1 calc R U . . .
C34 C 0.2591(3) 0.1486(3) 0.5721(3) 0.0316(8) Uani 1 1 d . . . . .
C35 C 0.1893(5) 0.2162(4) 0.6503(3) 0.0492(11) Uani 1 1 d . . . . .
H35A H 0.2022 0.2882 0.6578 0.059 Uiso 1 1 calc R U . . .
C36 C 0.0992(5) 0.1815(4) 0.7196(4) 0.0609(13) Uani 1 1 d . . . . .
C37 C -0.0482(9) 0.2202(7) 0.8713(5) 0.149(4) Uani 1 1 d . . . . .
H37A H -0.0825 0.2794 0.9220 0.224 Uiso 1 1 calc R U . . .
H37B H 0.0023 0.1531 0.9016 0.224 Uiso 1 1 calc R U . . .
H37C H -0.1225 0.2039 0.8421 0.224 Uiso 1 1 calc R U . . .
C38 C 0.0781(5) 0.0767(5) 0.7096(4) 0.0638(14) Uani 1 1 d . . . . .
H38A H 0.0155 0.0531 0.7544 0.077 Uiso 1 1 calc R U . . .
C39 C 0.1520(5) 0.0068(4) 0.6314(4) 0.0567(12) Uani 1 1 d . . . . .
H39A H 0.1415 -0.0662 0.6249 0.068 Uiso 1 1 calc R U . . .
C40 C 0.2402(5) 0.0416(4) 0.5633(4) 0.0458(12) Uani 1 1 d . . . . .
H40A H 0.2879 -0.0070 0.5104 0.055 Uiso 1 1 calc R U . . .
Cu2 Cu 0.16220(4) 0.64438(3) 0.20796(3) 0.03087(13) Uani 1 1 d . . . . .
O5 O 0.3308(3) 0.6600(3) 0.2369(2) 0.0372(8) Uani 1 1 d . . . . .
O6 O -0.1272(3) 0.3387(3) 0.0973(2) 0.0505(8) Uani 1 1 d . . . . .
O7 O -0.0159(3) 0.7111(2) 0.1795(2) 0.0349(7) Uani 1 1 d . . . . .
O8 O 0.5404(4) 0.3028(3) -0.2703(2) 0.0707(10) Uani 1 1 d . . . . .
N3 N 0.1094(4) 0.6103(3) 0.3456(3) 0.0324(9) Uani 1 1 d . . . . .
N4 N 0.2241(3) 0.5919(3) 0.0705(3) 0.0290(8) Uani 1 1 d . . . . .
C41 C 0.4403(7) 0.7185(5) 0.6887(5) 0.084(2) Uani 1 1 d . . . . .
H41A H 0.4715 0.7330 0.7490 0.101 Uiso 1 1 calc R U . . .
C42 C 0.3615(5) 0.6789(4) 0.3252(4) 0.0384(12) Uani 1 1 d . . . . .
C43 C 0.4766(5) 0.7213(4) 0.3269(4) 0.0501(13) Uani 1 1 d . . . . .
H43A H 0.5228 0.7360 0.2664 0.060 Uiso 1 1 calc R U . . .
C44 C 0.5196(6) 0.7405(4) 0.4152(5) 0.0610(17) Uani 1 1 d . . . . .
H44A H 0.5948 0.7695 0.4141 0.073 Uiso 1 1 calc R U . . .
C45 C 0.2838(5) 0.6537(4) 0.6053(3) 0.0573(14) Uani 1 1 d . . . . .
H45A H 0.2089 0.6242 0.6088 0.069 Uiso 1 1 calc R U . . .
C46 C 0.3316(6) 0.6735(5) 0.6912(4) 0.0785(19) Uani 1 1 d . . . . .
H46A H 0.2906 0.6565 0.7530 0.094 Uiso 1 1 calc R U . . .
C47 C 0.5033(6) 0.7424(4) 0.5992(5) 0.0732(19) Uani 1 1 d . . . . .
H47A H 0.5764 0.7739 0.5983 0.088 Uiso 1 1 calc R U . . .
C48 C 0.4569(5) 0.7192(4) 0.5076(4) 0.0555(14) Uani 1 1 d . . . . .
C49 C 0.3434(4) 0.6759(4) 0.5102(4) 0.0455(12) Uani 1 1 d . . . . .
C50 C 0.2944(5) 0.6580(3) 0.4165(3) 0.0373(11) Uani 1 1 d . . . . .
C51 C 0.1794(5) 0.6153(4) 0.4194(4) 0.0376(11) Uani 1 1 d . . . . .
H51A H 0.1510 0.5879 0.4810 0.045 Uiso 1 1 calc R U . . .
C52 C -0.0073(4) 0.5625(4) 0.3592(3) 0.0375(10) Uani 1 1 d . . . . .
H52A H -0.0836 0.6190 0.3352 0.045 Uiso 1 1 calc R U . . .
C53 C -0.0534(5) 0.5344(4) 0.4658(3) 0.0528(12) Uani 1 1 d . . . . .
H53A H -0.0713 0.6008 0.5088 0.079 Uiso 1 1 calc R U . . .
H53B H 0.0163 0.4750 0.4904 0.079 Uiso 1 1 calc R U . . .
H53C H -0.1345 0.5096 0.4659 0.079 Uiso 1 1 calc R U . . .
C54 C 0.0211(5) 0.4599(4) 0.2913(3) 0.0343(10) Uani 1 1 d . . . . .
C55 C -0.0677(5) 0.4511(4) 0.2236(3) 0.0347(10) Uani 1 1 d . . . . .
H55A H -0.1438 0.5110 0.2174 0.042 Uiso 1 1 calc R U . . .
C56 C -0.0445(5) 0.3545(4) 0.1656(3) 0.0383(11) Uani 1 1 d . . . . .
C57 C 0.0678(5) 0.2649(4) 0.1730(4) 0.0443(13) Uani 1 1 d . . . . .
H57A H 0.0826 0.1990 0.1338 0.053 Uiso 1 1 calc R U . . .
C58 C 0.1574(6) 0.2747(4) 0.2393(4) 0.0492(14) Uani 1 1 d . . . . .
H58A H 0.2342 0.2152 0.2448 0.059 Uiso 1 1 calc R U . . .
C59 C 0.1344(5) 0.3717(4) 0.2977(4) 0.0472(13) Uani 1 1 d . . . . .
H59A H 0.1962 0.3776 0.3421 0.057 Uiso 1 1 calc R U . . .
C60 C -0.2345(5) 0.4328(4) 0.0768(4) 0.0558(13) Uani 1 1 d . . . . .
H60A H -0.2865 0.4100 0.0291 0.084 Uiso 1 1 calc R U . . .
H60B H -0.1979 0.4925 0.0490 0.084 Uiso 1 1 calc R U . . .
H60C H -0.2917 0.4595 0.1383 0.084 Uiso 1 1 calc R U . . .
C61 C -0.0695(4) 0.7010(3) 0.0988(3) 0.0312(9) Uani 1 1 d . . . . .
C62 C -0.2088(4) 0.7554(3) 0.0985(3) 0.0369(9) Uani 1 1 d . . . . .
H62A H -0.2563 0.7963 0.1558 0.044 Uiso 1 1 calc R U . . .
C63 C -0.2739(4) 0.7497(3) 0.0187(3) 0.0398(10) Uani 1 1 d . . . . .
H63A H -0.3652 0.7881 0.0208 0.048 Uiso 1 1 calc R U . . .
C64 C -0.0116(4) 0.5619(4) -0.1579(3) 0.0489(11) Uani 1 1 d . . . . .
H64A H 0.0787 0.5206 -0.1610 0.059 Uiso 1 1 calc R U . . .
C65 C -0.2772(4) 0.6779(4) -0.1517(4) 0.0510(12) Uani 1 1 d . . . . .
H65A H -0.3680 0.7174 -0.1500 0.061 Uiso 1 1 calc R U . . .
C66 C -0.2171(5) 0.6143(4) -0.2333(4) 0.0588(13) Uani 1 1 d . . . . .
H66A H -0.2651 0.6108 -0.2880 0.071 Uiso 1 1 calc R U . . .
C67 C -0.0827(5) 0.5534(4) -0.2359(4) 0.0588(13) Uani 1 1 d . . . . .
H67A H -0.0411 0.5066 -0.2915 0.071 Uiso 1 1 calc R U . . .
C68 C -0.2084(4) 0.6872(3) -0.0686(3) 0.0391(10) Uani 1 1 d . . . . .
C69 C -0.0696(4) 0.6305(3) -0.0732(3) 0.0346(9) Uani 1 1 d . . . . .
C70 C 0.0018(4) 0.6430(3) 0.0115(3) 0.0300(9) Uani 1 1 d . . . . .
C71 C 0.1436(5) 0.5962(4) 0.0022(3) 0.0330(10) Uani 1 1 d . . . . .
H71A H 0.1836 0.5647 -0.0608 0.040 Uiso 1 1 calc R U . . .
C72 C 0.3693(4) 0.5386(3) 0.0411(3) 0.0319(9) Uani 1 1 d . . . . .
H72A H 0.4096 0.5127 0.1033 0.038 Uiso 1 1 calc R U . . .
C73 C 0.4355(5) 0.6275(4) -0.0019(4) 0.0418(12) Uani 1 1 d . . . . .
H73A H 0.4194 0.6891 0.0463 0.063 Uiso 1 1 calc R U . . .
H73B H 0.3982 0.6555 -0.0631 0.063 Uiso 1 1 calc R U . . .
H73C H 0.5313 0.5945 -0.0164 0.063 Uiso 1 1 calc R U . . .
C74 C 0.3886(4) 0.4344(3) -0.0251(3) 0.0340(9) Uani 1 1 d . . . . .
C75 C 0.4638(4) 0.4195(3) -0.1182(3) 0.0390(9) Uani 1 1 d . . . . .
H75A H 0.5100 0.4723 -0.1414 0.047 Uiso 1 1 calc R U . . .
C76 C 0.4697(4) 0.3248(4) -0.1771(3) 0.0487(11) Uani 1 1 d . . . . .
C77 C 0.4016(5) 0.2476(4) -0.1434(4) 0.0548(12) Uani 1 1 d . . . . .
H77A H 0.4043 0.1853 -0.1843 0.066 Uiso 1 1 calc R U . . .
C78 C 0.3301(4) 0.2611(4) -0.0508(4) 0.0501(11) Uani 1 1 d . . . . .
H78A H 0.2848 0.2075 -0.0279 0.060 Uiso 1 1 calc R U . . .
C79 C 0.3243(5) 0.3541(4) 0.0097(4) 0.0423(11) Uani 1 1 d . . . . .
H79A H 0.2768 0.3623 0.0740 0.051 Uiso 1 1 calc R U . . .
C80 C 0.6184(6) 0.3762(5) -0.3066(4) 0.0838(19) Uani 1 1 d . . . . .
H80A H 0.6655 0.3489 -0.3717 0.126 Uiso 1 1 calc R U . . .
H80B H 0.6829 0.3788 -0.2603 0.126 Uiso 1 1 calc R U . . .
H80C H 0.5601 0.4511 -0.3128 0.126 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0280(3) 0.0380(3) 0.0317(3) -0.0010(2) -0.0061(2) -0.0076(2)
O1 0.0315(17) 0.0438(18) 0.0351(18) -0.0037(14) -0.0049(14) -0.0117(14)
O2 0.068(2) 0.067(2) 0.049(2) -0.0103(17) -0.0168(18) -0.031(2)
O3 0.0285(18) 0.0418(18) 0.0355(19) -0.0040(15) -0.0024(15) -0.0026(14)
O4 0.148(4) 0.102(3) 0.077(3) -0.039(3) 0.068(3) -0.028(3)
N1 0.0247(18) 0.0320(18) 0.031(2) -0.0023(15) -0.0049(15) -0.0082(15)
N2 0.0237(18) 0.035(2) 0.034(2) 0.0017(16) -0.0036(16) -0.0048(15)
C1 0.029(2) 0.026(2) 0.040(3) -0.0002(18) -0.0080(18) -0.0010(17)
C2 0.026(2) 0.034(2) 0.044(3) 0.0019(18) -0.0061(18) -0.0069(17)
C3 0.027(2) 0.030(2) 0.060(3) 0.000(2) -0.008(2) -0.0065(16)
C4 0.034(2) 0.023(2) 0.055(3) -0.0023(19) -0.019(2) -0.0052(17)
C5 0.040(2) 0.037(2) 0.062(3) -0.006(2) -0.021(2) -0.0123(19)
C6 0.053(3) 0.050(3) 0.051(3) -0.009(2) -0.025(2) -0.015(2)
C7 0.056(3) 0.049(3) 0.038(3) -0.008(2) -0.015(2) -0.012(2)
C8 0.037(2) 0.035(2) 0.044(3) -0.0050(19) -0.0074(19) -0.0101(19)
C9 0.031(2) 0.025(2) 0.037(2) -0.0026(16) -0.0097(17) -0.0042(16)
C10 0.025(2) 0.030(2) 0.037(2) -0.0040(18) -0.0076(17) -0.0062(17)
C11 0.032(2) 0.030(2) 0.027(2) -0.0006(17) -0.0034(18) -0.0031(18)
C12 0.032(2) 0.037(2) 0.030(2) -0.0002(17) -0.0042(17) -0.0120(18)
C13 0.032(2) 0.048(3) 0.051(3) -0.013(2) 0.0050(19) -0.0136(19)
C14 0.034(2) 0.036(2) 0.035(2) 0.0037(18) -0.0057(19) -0.0166(19)
C15 0.043(3) 0.033(2) 0.050(3) 0.000(2) -0.013(2) -0.007(2)
C16 0.054(4) 0.029(3) 0.069(4) 0.003(3) -0.005(3) -0.007(2)
C17 0.068(4) 0.037(3) 0.045(3) -0.009(2) 0.006(3) -0.024(3)
C18 0.048(3) 0.042(3) 0.042(3) 0.003(2) -0.005(2) -0.021(2)
C19 0.034(2) 0.034(2) 0.041(3) -0.0027(19) -0.0033(19) -0.0136(18)
C20 0.062(3) 0.087(4) 0.060(4) -0.003(3) -0.028(3) -0.028(3)
C21 0.027(2) 0.032(2) 0.036(2) 0.0005(18) -0.0067(17) -0.0087(17)
C22 0.035(2) 0.041(2) 0.047(3) -0.007(2) -0.0112(19) 0.0003(19)
C23 0.038(2) 0.042(2) 0.069(3) -0.009(2) -0.021(2) 0.0076(19)
C24 0.034(2) 0.038(2) 0.050(3) 0.0075(19) -0.0158(19) -0.0116(18)
C25 0.042(2) 0.049(3) 0.058(3) 0.019(2) -0.024(2) -0.014(2)
C26 0.046(3) 0.072(3) 0.045(3) 0.025(2) -0.021(2) -0.026(2)
C27 0.042(3) 0.105(4) 0.034(3) 0.007(3) -0.004(2) -0.019(3)
C28 0.034(2) 0.088(4) 0.039(3) 0.008(2) -0.009(2) -0.003(2)
C29 0.029(2) 0.044(2) 0.037(2) 0.0063(18) -0.0079(17) -0.0117(17)
C30 0.026(2) 0.040(2) 0.036(2) 0.0020(18) -0.0075(17) -0.0099(18)
C31 0.029(3) 0.042(3) 0.029(3) -0.001(2) -0.005(2) -0.007(2)
C32 0.033(2) 0.034(2) 0.035(2) 0.0009(18) -0.0064(17) -0.0059(17)
C33 0.050(3) 0.039(3) 0.064(3) 0.001(2) -0.002(2) -0.009(2)
C34 0.0257(18) 0.034(2) 0.032(2) -0.0005(16) -0.0077(16) -0.0002(15)
C35 0.058(3) 0.047(3) 0.040(3) -0.007(2) 0.004(2) -0.012(2)
C36 0.057(3) 0.070(3) 0.044(3) -0.011(2) 0.012(2) -0.003(3)
C37 0.179(9) 0.152(8) 0.089(6) -0.031(5) 0.090(6) -0.036(7)
C38 0.051(3) 0.075(4) 0.060(3) 0.015(3) 0.010(2) -0.015(3)
C39 0.055(3) 0.054(3) 0.065(3) 0.003(2) 0.002(2) -0.024(2)
C40 0.043(3) 0.045(3) 0.048(3) -0.004(2) 0.002(2) -0.011(2)
Cu2 0.0289(3) 0.0332(3) 0.0303(3) -0.0022(2) -0.0082(2) -0.0060(2)
O5 0.0317(18) 0.0424(18) 0.0404(19) -0.0017(14) -0.0130(14) -0.0113(14)
O6 0.061(2) 0.0495(19) 0.0467(19) -0.0063(15) -0.0170(16) -0.0199(17)
O7 0.0323(18) 0.0358(17) 0.0352(19) -0.0021(14) -0.0101(15) -0.0042(14)
O8 0.096(3) 0.063(2) 0.048(2) -0.0186(17) 0.0164(19) -0.022(2)
N3 0.034(2) 0.0268(17) 0.036(2) -0.0051(15) -0.0089(16) -0.0055(15)
N4 0.0242(18) 0.0320(18) 0.030(2) 0.0012(15) -0.0070(15) -0.0052(15)
C41 0.078(4) 0.089(5) 0.071(4) -0.034(4) -0.045(4) 0.019(4)
C42 0.036(3) 0.026(2) 0.055(3) -0.008(2) -0.025(2) -0.0015(18)
C43 0.049(3) 0.044(3) 0.063(4) 0.006(2) -0.025(3) -0.015(2)
C44 0.055(3) 0.038(3) 0.102(5) -0.001(3) -0.045(3) -0.018(2)
C45 0.051(3) 0.069(3) 0.041(3) -0.018(2) -0.021(2) 0.010(2)
C46 0.067(4) 0.098(5) 0.052(3) -0.019(3) -0.034(3) 0.020(3)
C47 0.070(4) 0.054(3) 0.097(5) -0.020(3) -0.055(4) 0.001(3)
C48 0.061(3) 0.040(3) 0.064(4) -0.011(2) -0.038(3) 0.004(2)
C49 0.043(3) 0.034(2) 0.054(3) -0.013(2) -0.028(2) 0.009(2)
C50 0.038(3) 0.029(2) 0.041(3) -0.0077(18) -0.016(2) 0.0026(19)
C51 0.043(3) 0.031(2) 0.035(3) -0.0057(18) -0.007(2) -0.0005(19)
C52 0.043(3) 0.042(2) 0.031(2) -0.0025(18) -0.0079(19) -0.016(2)
C53 0.070(3) 0.060(3) 0.034(2) -0.007(2) 0.003(2) -0.029(3)
C54 0.042(3) 0.032(2) 0.030(2) 0.0013(18) -0.0009(19) -0.013(2)
C55 0.038(2) 0.034(2) 0.035(2) 0.0007(19) -0.0063(19) -0.0132(19)
C56 0.053(3) 0.038(2) 0.029(2) -0.0021(18) -0.001(2) -0.022(2)
C57 0.059(3) 0.028(2) 0.046(3) -0.003(2) -0.005(2) -0.013(2)
C58 0.063(4) 0.030(3) 0.052(3) 0.002(2) -0.013(3) -0.005(2)
C59 0.056(3) 0.038(3) 0.050(3) 0.005(2) -0.020(3) -0.010(2)
C60 0.059(3) 0.059(3) 0.055(3) 0.000(3) -0.015(2) -0.023(3)
C61 0.030(2) 0.029(2) 0.038(2) 0.0063(17) -0.0055(17) -0.0116(17)
C62 0.030(2) 0.035(2) 0.047(3) 0.0029(19) -0.0038(18) -0.0105(17)
C63 0.0243(19) 0.041(2) 0.055(3) 0.007(2) -0.0083(18) -0.0094(17)
C64 0.042(2) 0.062(3) 0.043(3) -0.004(2) -0.017(2) -0.008(2)
C65 0.038(2) 0.066(3) 0.056(3) 0.014(2) -0.023(2) -0.020(2)
C66 0.058(3) 0.078(3) 0.052(3) 0.009(3) -0.031(2) -0.030(3)
C67 0.060(3) 0.073(3) 0.049(3) -0.003(2) -0.021(2) -0.021(3)
C68 0.034(2) 0.042(2) 0.049(3) 0.0149(19) -0.0193(19) -0.0159(18)
C69 0.032(2) 0.039(2) 0.036(2) 0.0081(17) -0.0124(17) -0.0116(17)
C70 0.027(2) 0.032(2) 0.033(2) 0.0015(17) -0.0089(16) -0.0083(17)
C71 0.033(3) 0.032(2) 0.034(3) 0.0004(19) -0.006(2) -0.008(2)
C72 0.0239(19) 0.035(2) 0.035(2) -0.0002(17) -0.0062(17) -0.0025(17)
C73 0.029(2) 0.044(3) 0.050(3) -0.004(2) -0.002(2) -0.007(2)
C74 0.0282(19) 0.033(2) 0.039(2) 0.0001(17) -0.0077(17) -0.0025(16)
C75 0.037(2) 0.038(2) 0.037(2) -0.0026(18) -0.0034(18) -0.0023(18)
C76 0.050(3) 0.051(3) 0.038(3) -0.009(2) 0.000(2) -0.004(2)
C77 0.062(3) 0.043(3) 0.056(3) -0.012(2) -0.007(2) -0.007(2)
C78 0.051(3) 0.034(2) 0.064(3) -0.004(2) -0.001(2) -0.010(2)
C79 0.047(3) 0.036(2) 0.043(3) 0.002(2) -0.003(2) -0.010(2)
C80 0.095(5) 0.086(4) 0.060(4) -0.022(3) 0.033(3) -0.023(4)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.886(3) . ?
Cu1 O3 1.890(3) . ?
Cu1 N2 1.932(4) . ?
Cu1 N1 1.962(4) . ?
O1 C1 1.307(5) . ?
O2 C18 1.364(6) . ?
O2 C20 1.439(6) . ?
O3 C21 1.301(5) . ?
O4 C36 1.351(5) . ?
O4 C37 1.442(8) . ?
N1 C11 1.277(5) . ?
N1 C12 1.495(5) . ?
N2 C31 1.275(5) . ?
N2 C32 1.500(5) . ?
C1 C10 1.400(6) . ?
C1 C2 1.431(6) . ?
C2 C3 1.355(6) . ?
C3 C4 1.400(6) . ?
C4 C9 1.419(6) . ?
C4 C5 1.428(6) . ?
C5 C6 1.368(6) . ?
C6 C7 1.400(7) . ?
C7 C8 1.368(6) . ?
C8 C9 1.414(6) . ?
C9 C10 1.452(5) . ?
C10 C11 1.436(6) . ?
C12 C13 1.518(5) . ?
C12 C14 1.523(6) . ?
C14 C19 1.380(6) . ?
C14 C15 1.385(6) . ?
C15 C16 1.372(7) . ?
C16 C17 1.375(7) . ?
C17 C18 1.377(7) . ?
C18 C19 1.387(6) . ?
C21 C30 1.405(6) . ?
C21 C22 1.435(5) . ?
C22 C23 1.348(6) . ?
C23 C24 1.413(6) . ?
C24 C25 1.406(5) . ?
C24 C29 1.410(5) . ?
C25 C26 1.359(6) . ?
C26 C27 1.379(6) . ?
C27 C28 1.380(6) . ?
C28 C29 1.403(6) . ?
C29 C30 1.459(5) . ?
C30 C31 1.448(6) . ?
C32 C34 1.510(5) . ?
C32 C33 1.513(6) . ?
C34 C35 1.361(5) . ?
C34 C40 1.392(6) . ?
C35 C36 1.396(6) . ?
C36 C38 1.377(7) . ?
C38 C39 1.387(7) . ?
C39 C40 1.374(6) . ?
Cu2 O5 1.895(3) . ?
Cu2 O7 1.898(3) . ?
Cu2 N4 1.946(4) . ?
Cu2 N3 1.948(4) . ?
O5 C42 1.299(5) . ?
O6 C56 1.373(5) . ?
O6 C60 1.431(6) . ?
O7 C61 1.293(5) . ?
O8 C76 1.372(5) . ?
O8 C80 1.419(6) . ?
N3 C51 1.303(5) . ?
N3 C52 1.477(5) . ?
N4 C71 1.301(5) . ?
N4 C72 1.489(5) . ?
C41 C47 1.376(8) . ?
C41 C46 1.383(9) . ?
C42 C50 1.402(7) . ?
C42 C43 1.431(6) . ?
C43 C44 1.357(7) . ?
C44 C48 1.396(8) . ?
C45 C46 1.354(6) . ?
C45 C49 1.417(7) . ?
C47 C48 1.427(7) . ?
C48 C49 1.416(7) . ?
C49 C50 1.449(6) . ?
C50 C51 1.425(6) . ?
C52 C54 1.510(6) . ?
C52 C53 1.529(6) . ?
C54 C59 1.387(7) . ?
C54 C55 1.390(6) . ?
C55 C56 1.380(6) . ?
C56 C57 1.393(7) . ?
C57 C58 1.385(7) . ?
C58 C59 1.387(7) . ?
C61 C70 1.407(6) . ?
C61 C62 1.428(5) . ?
C62 C63 1.341(5) . ?
C63 C68 1.412(6) . ?
C64 C67 1.367(6) . ?
C64 C69 1.403(6) . ?
C65 C66 1.346(7) . ?
C65 C68 1.411(5) . ?
C66 C67 1.398(7) . ?
C68 C69 1.423(5) . ?
C69 C70 1.456(5) . ?
C70 C71 1.427(6) . ?
C72 C73 1.522(6) . ?
C72 C74 1.523(5) . ?
C74 C79 1.387(6) . ?
C74 C75 1.388(5) . ?
C75 C76 1.399(6) . ?
C76 C77 1.376(6) . ?
C77 C78 1.366(6) . ?
C78 C79 1.395(6) . ?
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
O1 Cu1 O3 144.39(13) . . ?
O1 Cu1 N2 93.31(14) . . ?
O3 Cu1 N2 93.63(14) . . ?
O1 Cu1 N1 92.00(14) . . ?
O3 Cu1 N1 99.26(14) . . ?
N2 Cu1 N1 149.61(14) . . ?
C1 O1 Cu1 126.5(3) . . ?
C18 O2 C20 117.6(4) . . ?
C21 O3 Cu1 126.3(3) . . ?
C36 O4 C37 117.2(5) . . ?
C11 N1 C12 117.8(4) . . ?
C11 N1 Cu1 123.3(3) . . ?
C12 N1 Cu1 118.0(3) . . ?
C31 N2 C32 116.1(4) . . ?
C31 N2 Cu1 125.3(3) . . ?
C32 N2 Cu1 118.6(3) . . ?
O1 C1 C10 124.5(4) . . ?
O1 C1 C2 116.1(4) . . ?
C10 C1 C2 119.4(4) . . ?
C3 C2 C1 121.1(4) . . ?
C2 C3 C4 121.3(4) . . ?
C3 C4 C9 120.3(4) . . ?
C3 C4 C5 121.1(4) . . ?
C9 C4 C5 118.6(4) . . ?
C6 C5 C4 121.3(4) . . ?
C5 C6 C7 119.7(4) . . ?
C8 C7 C6 120.6(4) . . ?
C7 C8 C9 121.5(4) . . ?
C8 C9 C4 118.3(4) . . ?
C8 C9 C10 123.3(4) . . ?
C4 C9 C10 118.5(4) . . ?
C1 C10 C11 120.1(4) . . ?
C1 C10 C9 119.6(4) . . ?
C11 C10 C9 120.0(4) . . ?
N1 C11 C10 127.8(4) . . ?
N1 C12 C13 110.7(3) . . ?
N1 C12 C14 107.8(3) . . ?
C13 C12 C14 115.1(3) . . ?
C19 C14 C15 119.6(4) . . ?
C19 C14 C12 122.4(4) . . ?
C15 C14 C12 118.0(4) . . ?
C16 C15 C14 119.6(5) . . ?
C15 C16 C17 120.9(5) . . ?
C16 C17 C18 119.7(5) . . ?
O2 C18 C17 115.1(5) . . ?
O2 C18 C19 125.2(5) . . ?
C17 C18 C19 119.7(5) . . ?
C14 C19 C18 120.3(4) . . ?
O3 C21 C30 125.8(4) . . ?
O3 C21 C22 116.1(4) . . ?
C30 C21 C22 118.1(4) . . ?
C23 C22 C21 121.6(4) . . ?
C22 C23 C24 122.3(4) . . ?
C25 C24 C29 120.0(4) . . ?
C25 C24 C23 121.5(4) . . ?
C29 C24 C23 118.5(4) . . ?
C26 C25 C24 121.6(4) . . ?
C25 C26 C27 118.9(4) . . ?
C26 C27 C28 121.0(5) . . ?
C27 C28 C29 121.6(4) . . ?
C28 C29 C24 116.9(4) . . ?
C28 C29 C30 123.7(4) . . ?
C24 C29 C30 119.4(4) . . ?
C21 C30 C31 121.1(4) . . ?
C21 C30 C29 120.0(4) . . ?
C31 C30 C29 118.9(4) . . ?
N2 C31 C30 126.3(4) . . ?
N2 C32 C34 112.1(3) . . ?
N2 C32 C33 110.0(3) . . ?
C34 C32 C33 114.8(4) . . ?
C35 C34 C40 118.2(4) . . ?
C35 C34 C32 122.7(4) . . ?
C40 C34 C32 119.1(4) . . ?
C34 C35 C36 121.8(4) . . ?
O4 C36 C38 124.2(5) . . ?
O4 C36 C35 115.7(5) . . ?
C38 C36 C35 120.1(4) . . ?
C36 C38 C39 118.0(4) . . ?
C40 C39 C38 121.6(5) . . ?
C39 C40 C34 120.3(5) . . ?
O5 Cu2 O7 149.60(12) . . ?
O5 Cu2 N4 94.81(14) . . ?
O7 Cu2 N4 93.51(14) . . ?
O5 Cu2 N3 93.37(14) . . ?
O7 Cu2 N3 94.47(14) . . ?
N4 Cu2 N3 148.83(14) . . ?
C42 O5 Cu2 125.6(3) . . ?
C56 O6 C60 117.6(4) . . ?
C61 O7 Cu2 128.3(3) . . ?
C76 O8 C80 118.4(4) . . ?
C51 N3 C52 121.0(4) . . ?
C51 N3 Cu2 123.6(3) . . ?
C52 N3 Cu2 114.9(3) . . ?
C71 N4 C72 117.0(4) . . ?
C71 N4 Cu2 123.1(3) . . ?
C72 N4 Cu2 119.8(3) . . ?
C47 C41 C46 120.8(5) . . ?
O5 C42 C50 125.6(4) . . ?
O5 C42 C43 115.8(5) . . ?
C50 C42 C43 118.6(4) . . ?
C44 C43 C42 120.4(5) . . ?
C43 C44 C48 122.8(5) . . ?
C46 C45 C49 122.0(6) . . ?
C45 C46 C41 120.5(6) . . ?
C41 C47 C48 119.6(6) . . ?
C44 C48 C49 119.2(4) . . ?
C44 C48 C47 121.3(6) . . ?
C49 C48 C47 119.5(6) . . ?
C48 C49 C45 117.5(4) . . ?
C48 C49 C50 118.6(5) . . ?
C45 C49 C50 123.9(5) . . ?
C42 C50 C51 121.1(4) . . ?
C42 C50 C49 120.5(4) . . ?
C51 C50 C49 118.4(5) . . ?
N3 C51 C50 126.8(5) . . ?
N3 C52 C54 108.5(3) . . ?
N3 C52 C53 117.1(3) . . ?
C54 C52 C53 110.1(4) . . ?
C59 C54 C55 119.0(4) . . ?
C59 C54 C52 120.4(4) . . ?
C55 C54 C52 120.5(4) . . ?
C56 C55 C54 120.1(4) . . ?
O6 C56 C55 123.9(4) . . ?
O6 C56 C57 115.1(4) . . ?
C55 C56 C57 121.0(5) . . ?
C58 C57 C56 118.7(5) . . ?
C57 C58 C59 120.4(5) . . ?
C54 C59 C58 120.7(5) . . ?
O7 C61 C70 124.0(4) . . ?
O7 C61 C62 117.2(4) . . ?
C70 C61 C62 118.7(4) . . ?
C63 C62 C61 121.9(4) . . ?
C62 C63 C68 121.5(4) . . ?
C67 C64 C69 121.9(4) . . ?
C66 C65 C68 122.2(4) . . ?
C65 C66 C67 119.4(4) . . ?
C64 C67 C66 120.2(5) . . ?
C65 C68 C63 121.8(4) . . ?
C65 C68 C69 118.6(4) . . ?
C63 C68 C69 119.6(4) . . ?
C64 C69 C68 117.5(4) . . ?
C64 C69 C70 124.1(4) . . ?
C68 C69 C70 118.3(4) . . ?
C61 C70 C71 122.2(4) . . ?
C61 C70 C69 119.7(4) . . ?
C71 C70 C69 118.1(4) . . ?
N4 C71 C70 127.7(4) . . ?
N4 C72 C73 109.1(3) . . ?
N4 C72 C74 110.8(3) . . ?
C73 C72 C74 115.9(3) . . ?
C79 C74 C75 120.0(4) . . ?
C79 C74 C72 117.4(4) . . ?
C75 C74 C72 122.6(4) . . ?
C74 C75 C76 119.1(4) . . ?
O8 C76 C77 116.0(4) . . ?
O8 C76 C75 123.5(4) . . ?
C77 C76 C75 120.5(4) . . ?
C78 C77 C76 120.3(4) . . ?
C77 C78 C79 120.2(4) . . ?
C74 C79 C78 119.9(4) . . ?
_refine_diff_density_max 0.469
_refine_diff_density_min -0.379
_refine_diff_density_rms 0.054
_shelxl_version_number 2013-4
_shelx_res_file
;
TITL CuR14a in P1
CELL 0.71073 10.4041 12.3307 13.4434 89.643 83.777 74.684
ZERR 2.00 0.0008 0.0009 0.0011 0.004 0.004 0.004
LATT -1
SFAC C H N O CU
UNIT 80 72 4 8 2
LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!!
TEMP -70
SIZE 0.076 0.147 0.183
L.S. 5
FMAP 2
PLAN 20
ACTA
OMIT -3 60
WGHT 0.031500
FVAR 0.52097
CU1 5 0.534344 0.038913 0.335973 11.00000 0.02802 0.03798 =
0.03167 -0.00100 -0.00615 -0.00762
O1 4 0.362061 0.022339 0.322174 11.00000 0.03149 0.04379 =
0.03514 -0.00369 -0.00487 -0.01168
O2 4 0.811819 0.301111 0.445030 11.00000 0.06766 0.06702 =
0.04935 -0.01035 -0.01679 -0.03139
O3 4 0.709698 -0.037859 0.362201 11.00000 0.02848 0.04178 =
0.03552 -0.00398 -0.00244 -0.00263
O4 4 0.037968 0.256295 0.794251 11.00000 0.14829 0.10189 =
0.07661 -0.03897 0.06832 -0.02830
N1 3 0.569248 0.061482 0.191974 11.00000 0.02473 0.03205 =
0.03126 -0.00233 -0.00487 -0.00820
N2 3 0.482967 0.100930 0.470459 11.00000 0.02367 0.03485 =
0.03408 0.00172 -0.00361 -0.00483
C1 1 0.322007 -0.010606 0.241471 11.00000 0.02850 0.02648 =
0.03957 -0.00015 -0.00796 -0.00097
C2 1 0.202314 -0.047916 0.255721 11.00000 0.02563 0.03400 =
0.04421 0.00192 -0.00615 -0.00694
AFIX 43
H2A 2 0.159811 -0.049950 0.320813 11.00000 -1.20000
AFIX 0
C3 1 0.149310 -0.080339 0.176905 11.00000 0.02655 0.02973 =
0.06007 0.00025 -0.00820 -0.00653
AFIX 43
H3A 2 0.071209 -0.105337 0.188363 11.00000 -1.20000
AFIX 0
C4 1 0.208644 -0.077324 0.078712 11.00000 0.03378 0.02350 =
0.05454 -0.00229 -0.01906 -0.00524
C5 1 0.151435 -0.110047 -0.004274 11.00000 0.03985 0.03679 =
0.06152 -0.00569 -0.02099 -0.01231
AFIX 43
H5A 2 0.074042 -0.135999 0.007455 11.00000 -1.20000
AFIX 0
C6 1 0.207016 -0.104384 -0.100538 11.00000 0.05304 0.04963 =
0.05057 -0.00918 -0.02507 -0.01464
AFIX 43
H6A 2 0.166515 -0.124170 -0.154379 11.00000 -1.20000
AFIX 0
C7 1 0.324477 -0.068983 -0.118435 11.00000 0.05643 0.04907 =
0.03765 -0.00765 -0.01488 -0.01211
AFIX 43
H7A 2 0.362928 -0.065352 -0.184536 11.00000 -1.20000
AFIX 0
C8 1 0.383806 -0.039621 -0.040548 11.00000 0.03726 0.03545 =
0.04420 -0.00502 -0.00737 -0.01009
AFIX 43
H8A 2 0.464227 -0.018402 -0.054042 11.00000 -1.20000
AFIX 0
C9 1 0.326941 -0.040450 0.059812 11.00000 0.03101 0.02536 =
0.03675 -0.00262 -0.00972 -0.00425
C10 1 0.384285 -0.006408 0.144365 11.00000 0.02487 0.02968 =
0.03669 -0.00400 -0.00760 -0.00622
C11 1 0.495783 0.042042 0.127664 11.00000 0.03232 0.03006 =
0.02718 -0.00062 -0.00337 -0.00308
AFIX 43
H11A 2 0.517297 0.061822 0.061506 11.00000 -1.20000
AFIX 0
C12 1 0.672229 0.122393 0.158124 11.00000 0.03206 0.03668 =
0.03032 -0.00021 -0.00424 -0.01201
AFIX 13
H12A 2 0.649945 0.157134 0.093437 11.00000 -1.20000
AFIX 0
C13 1 0.810580 0.040888 0.140303 11.00000 0.03233 0.04845 =
0.05103 -0.01291 0.00504 -0.01358
AFIX 137
H13A 2 0.813791 -0.008877 0.083958 11.00000 -1.50000
H13B 2 0.829167 -0.003181 0.199611 11.00000 -1.50000
H13C 2 0.877205 0.082630 0.125948 11.00000 -1.50000
AFIX 0
C14 1 0.658956 0.217005 0.233938 11.00000 0.03429 0.03554 =
0.03503 0.00370 -0.00574 -0.01656
C15 1 0.552699 0.311945 0.231573 11.00000 0.04259 0.03322 =
0.04950 0.00039 -0.01255 -0.00743
AFIX 43
H15A 2 0.489305 0.315500 0.186037 11.00000 -1.20000
AFIX 0
C16 1 0.540440 0.400824 0.296071 11.00000 0.05369 0.02948 =
0.06868 0.00341 -0.00495 -0.00654
AFIX 43
H16A 2 0.469873 0.466154 0.292930 11.00000 -1.20000
AFIX 0
C17 1 0.629938 0.395667 0.365243 11.00000 0.06834 0.03655 =
0.04537 -0.00898 0.00555 -0.02401
AFIX 43
H17A 2 0.621674 0.457727 0.408013 11.00000 -1.20000
AFIX 0
C18 1 0.731720 0.299185 0.371575 11.00000 0.04771 0.04211 =
0.04245 0.00322 -0.00539 -0.02091
C19 1 0.747684 0.210545 0.304330 11.00000 0.03429 0.03393 =
0.04142 -0.00266 -0.00326 -0.01363
AFIX 43
H19A 2 0.819247 0.145799 0.306719 11.00000 -1.20000
AFIX 0
C20 1 0.918582 0.201837 0.456249 11.00000 0.06161 0.08732 =
0.06027 -0.00324 -0.02771 -0.02828
AFIX 137
H20A 2 0.966318 0.213218 0.511722 11.00000 -1.50000
H20B 2 0.980004 0.187198 0.395240 11.00000 -1.50000
H20C 2 0.881392 0.138175 0.469347 11.00000 -1.50000
AFIX 0
C21 1 0.751977 -0.055826 0.449968 11.00000 0.02665 0.03248 =
0.03594 0.00051 -0.00666 -0.00873
C22 1 0.881851 -0.132741 0.452423 11.00000 0.03516 0.04085 =
0.04705 -0.00673 -0.01117 0.00032
AFIX 43
H22A 2 0.931118 -0.164731 0.392072 11.00000 -1.20000
AFIX 0
C23 1 0.934887 -0.160210 0.539241 11.00000 0.03757 0.04152 =
0.06868 -0.00860 -0.02136 0.00760
AFIX 43
H23A 2 1.019904 -0.211536 0.537589 11.00000 -1.20000
AFIX 0
C24 1 0.867201 -0.114577 0.632648 11.00000 0.03412 0.03761 =
0.04954 0.00754 -0.01578 -0.01162
C25 1 0.923572 -0.145187 0.722550 11.00000 0.04201 0.04865 =
0.05804 0.01946 -0.02396 -0.01450
AFIX 43
H25A 2 1.005677 -0.200507 0.720808 11.00000 -1.20000
AFIX 0
C26 1 0.862278 -0.096769 0.811873 11.00000 0.04592 0.07249 =
0.04492 0.02469 -0.02110 -0.02614
AFIX 43
H26A 2 0.902173 -0.117202 0.871100 11.00000 -1.20000
AFIX 0
C27 1 0.740628 -0.017187 0.814237 11.00000 0.04188 0.10470 =
0.03402 0.00733 -0.00429 -0.01929
AFIX 43
H27A 2 0.697653 0.016881 0.875675 11.00000 -1.20000
AFIX 0
C28 1 0.681011 0.013202 0.727748 11.00000 0.03393 0.08799 =
0.03912 0.00790 -0.00875 -0.00280
AFIX 43
H28A 2 0.597562 0.067063 0.731620 11.00000 -1.20000
AFIX 0
C29 1 0.741997 -0.034380 0.634219 11.00000 0.02924 0.04391 =
0.03711 0.00626 -0.00787 -0.01174
C30 1 0.682564 -0.006007 0.540830 11.00000 0.02634 0.04036 =
0.03601 0.00200 -0.00752 -0.00989
C31 1 0.552187 0.073934 0.543874 11.00000 0.02907 0.04218 =
0.02942 -0.00127 -0.00454 -0.00728
AFIX 43
H31A 2 0.514917 0.109394 0.605988 11.00000 -1.20000
AFIX 0
C32 1 0.350714 0.186885 0.492832 11.00000 0.03288 0.03350 =
0.03485 0.00094 -0.00637 -0.00588
AFIX 13
H32A 2 0.306412 0.194127 0.430648 11.00000 -1.20000
AFIX 0
C33 1 0.373031 0.300604 0.513708 11.00000 0.04976 0.03933 =
0.06387 0.00051 -0.00187 -0.00860
AFIX 137
H33A 2 0.439319 0.315445 0.462763 11.00000 -1.50000
H33B 2 0.404762 0.300855 0.578921 11.00000 -1.50000
H33C 2 0.289318 0.358404 0.512822 11.00000 -1.50000
AFIX 0
C34 1 0.259081 0.148599 0.572147 11.00000 0.02570 0.03411 =
0.03173 -0.00046 -0.00768 -0.00017
C35 1 0.189312 0.216191 0.650289 11.00000 0.05826 0.04697 =
0.03961 -0.00673 0.00359 -0.01237
AFIX 43
H35A 2 0.202175 0.288211 0.657804 11.00000 -1.20000
AFIX 0
C36 1 0.099156 0.181516 0.719604 11.00000 0.05721 0.06966 =
0.04403 -0.01138 0.01211 -0.00284
C37 1 -0.048233 0.220206 0.871270 11.00000 0.17855 0.15173 =
0.08912 -0.03066 0.08968 -0.03578
AFIX 137
H37A 2 -0.082532 0.279433 0.921962 11.00000 -1.50000
H37B 2 0.002334 0.153052 0.901602 11.00000 -1.50000
H37C 2 -0.122502 0.203851 0.842070 11.00000 -1.50000
AFIX 0
C38 1 0.078112 0.076674 0.709610 11.00000 0.05127 0.07500 =
0.06038 0.01464 0.01005 -0.01517
AFIX 43
H38A 2 0.015534 0.053148 0.754427 11.00000 -1.20000
AFIX 0
C39 1 0.152020 0.006770 0.631418 11.00000 0.05473 0.05384 =
0.06493 0.00284 0.00181 -0.02374
AFIX 43
H39A 2 0.141521 -0.066179 0.624935 11.00000 -1.20000
AFIX 0
C40 1 0.240162 0.041637 0.563262 11.00000 0.04278 0.04490 =
0.04799 -0.00435 0.00220 -0.01150
AFIX 43
H40A 2 0.287940 -0.006986 0.510357 11.00000 -1.20000
AFIX 0
REM Molecule 2
CU2 5 0.162200 0.644382 0.207965 11.00000 0.02893 0.03325 =
0.03033 -0.00222 -0.00825 -0.00598
O5 4 0.330776 0.660014 0.236937 11.00000 0.03169 0.04244 =
0.04041 -0.00172 -0.01296 -0.01125
O6 4 -0.127167 0.338658 0.097251 11.00000 0.06093 0.04948 =
0.04665 -0.00628 -0.01704 -0.01989
O7 4 -0.015885 0.711144 0.179499 11.00000 0.03229 0.03583 =
0.03516 -0.00212 -0.01006 -0.00420
O8 4 0.540369 0.302845 -0.270274 11.00000 0.09603 0.06316 =
0.04826 -0.01861 0.01642 -0.02232
N3 3 0.109373 0.610276 0.345639 11.00000 0.03411 0.02678 =
0.03594 -0.00505 -0.00885 -0.00548
N4 3 0.224143 0.591924 0.070494 11.00000 0.02422 0.03197 =
0.03030 0.00122 -0.00697 -0.00519
C41 1 0.440299 0.718548 0.688742 11.00000 0.07787 0.08932 =
0.07081 -0.03396 -0.04542 0.01924
AFIX 43
H41A 2 0.471532 0.733037 0.749015 11.00000 -1.20000
AFIX 0
C42 1 0.361496 0.678889 0.325176 11.00000 0.03571 0.02571 =
0.05451 -0.00754 -0.02461 -0.00152
C43 1 0.476635 0.721315 0.326875 11.00000 0.04900 0.04388 =
0.06302 0.00607 -0.02534 -0.01476
AFIX 43
H43A 2 0.522816 0.735960 0.266407 11.00000 -1.20000
AFIX 0
C44 1 0.519604 0.740549 0.415187 11.00000 0.05471 0.03812 =
0.10170 -0.00147 -0.04538 -0.01760
AFIX 43
H44A 2 0.594752 0.769480 0.414121 11.00000 -1.20000
AFIX 0
C45 1 0.283812 0.653656 0.605303 11.00000 0.05135 0.06860 =
0.04097 -0.01759 -0.02096 0.01021
AFIX 43
H45A 2 0.208855 0.624210 0.608847 11.00000 -1.20000
AFIX 0
C46 1 0.331572 0.673477 0.691207 11.00000 0.06729 0.09846 =
0.05242 -0.01882 -0.03433 0.02008
AFIX 43
H46A 2 0.290560 0.656493 0.752971 11.00000 -1.20000
AFIX 0
C47 1 0.503293 0.742432 0.599169 11.00000 0.06980 0.05353 =
0.09702 -0.01974 -0.05542 0.00143
AFIX 43
H47A 2 0.576445 0.773876 0.598293 11.00000 -1.20000
AFIX 0
C48 1 0.456924 0.719187 0.507573 11.00000 0.06060 0.03957 =
0.06365 -0.01148 -0.03771 0.00380
C49 1 0.343368 0.675941 0.510202 11.00000 0.04334 0.03398 =
0.05390 -0.01322 -0.02840 0.00859
C50 1 0.294364 0.657960 0.416485 11.00000 0.03844 0.02894 =
0.04051 -0.00771 -0.01573 0.00255
C51 1 0.179359 0.615302 0.419418 11.00000 0.04254 0.03102 =
0.03476 -0.00566 -0.00679 -0.00051
AFIX 43
H51A 2 0.151008 0.587913 0.481045 11.00000 -1.20000
AFIX 0
C52 1 -0.007272 0.562522 0.359222 11.00000 0.04309 0.04179 =
0.03119 -0.00250 -0.00786 -0.01572
AFIX 13
H52A 2 -0.083577 0.618951 0.335159 11.00000 -1.20000
AFIX 0
C53 1 -0.053398 0.534427 0.465824 11.00000 0.06979 0.05964 =
0.03405 -0.00669 0.00279 -0.02910
AFIX 137
H53A 2 -0.071324 0.600828 0.508806 11.00000 -1.50000
H53B 2 0.016333 0.474984 0.490412 11.00000 -1.50000
H53C 2 -0.134472 0.509642 0.465901 11.00000 -1.50000
AFIX 0
C54 1 0.021147 0.459917 0.291329 11.00000 0.04216 0.03178 =
0.02976 0.00130 -0.00090 -0.01261
C55 1 -0.067738 0.451069 0.223649 11.00000 0.03777 0.03399 =
0.03492 0.00073 -0.00634 -0.01319
AFIX 43
H55A 2 -0.143815 0.510957 0.217431 11.00000 -1.20000
AFIX 0
C56 1 -0.044482 0.354498 0.165561 11.00000 0.05269 0.03789 =
0.02903 -0.00215 -0.00150 -0.02150
C57 1 0.067846 0.264858 0.173039 11.00000 0.05941 0.02813 =
0.04605 -0.00269 -0.00548 -0.01269
AFIX 43
H57A 2 0.082610 0.198956 0.133832 11.00000 -1.20000
AFIX 0
C58 1 0.157359 0.274666 0.239329 11.00000 0.06262 0.03014 =
0.05212 0.00184 -0.01345 -0.00469
AFIX 43
H58A 2 0.234168 0.215243 0.244790 11.00000 -1.20000
AFIX 0
C59 1 0.134359 0.371672 0.297737 11.00000 0.05561 0.03767 =
0.05027 0.00456 -0.02024 -0.01030
AFIX 43
H59A 2 0.196164 0.377643 0.342117 11.00000 -1.20000
AFIX 0
C60 1 -0.234468 0.432756 0.076758 11.00000 0.05919 0.05920 =
0.05504 0.00047 -0.01496 -0.02289
AFIX 137
H60A 2 -0.286542 0.410035 0.029062 11.00000 -1.50000
H60B 2 -0.197925 0.492530 0.049000 11.00000 -1.50000
H60C 2 -0.291686 0.459502 0.138318 11.00000 -1.50000
AFIX 0
C61 1 -0.069494 0.701041 0.098834 11.00000 0.02970 0.02860 =
0.03773 0.00625 -0.00547 -0.01157
C62 1 -0.208815 0.755382 0.098486 11.00000 0.03015 0.03478 =
0.04668 0.00292 -0.00381 -0.01048
AFIX 43
H62A 2 -0.256267 0.796319 0.155835 11.00000 -1.20000
AFIX 0
C63 1 -0.273926 0.749683 0.018653 11.00000 0.02429 0.04111 =
0.05534 0.00723 -0.00834 -0.00936
AFIX 43
H63A 2 -0.365201 0.788107 0.020836 11.00000 -1.20000
AFIX 0
C64 1 -0.011601 0.561903 -0.157875 11.00000 0.04205 0.06193 =
0.04270 -0.00443 -0.01728 -0.00834
AFIX 43
H64A 2 0.078744 0.520572 -0.161042 11.00000 -1.20000
AFIX 0
C65 1 -0.277191 0.677880 -0.151669 11.00000 0.03784 0.06613 =
0.05632 0.01426 -0.02313 -0.01951
AFIX 43
H65A 2 -0.368046 0.717398 -0.149967 11.00000 -1.20000
AFIX 0
C66 1 -0.217145 0.614295 -0.233253 11.00000 0.05796 0.07832 =
0.05211 0.00861 -0.03094 -0.02955
AFIX 43
H66A 2 -0.265141 0.610824 -0.287970 11.00000 -1.20000
AFIX 0
C67 1 -0.082739 0.553446 -0.235899 11.00000 0.05998 0.07324 =
0.04874 -0.00273 -0.02050 -0.02149
AFIX 43
H67A 2 -0.041143 0.506560 -0.291515 11.00000 -1.20000
AFIX 0
C68 1 -0.208394 0.687247 -0.068586 11.00000 0.03358 0.04162 =
0.04865 0.01493 -0.01931 -0.01589
C69 1 -0.069598 0.630512 -0.073212 11.00000 0.03224 0.03850 =
0.03614 0.00810 -0.01244 -0.01165
C70 1 0.001765 0.642960 0.011543 11.00000 0.02708 0.03205 =
0.03253 0.00153 -0.00888 -0.00830
C71 1 0.143618 0.596152 0.002174 11.00000 0.03350 0.03201 =
0.03361 0.00042 -0.00598 -0.00822
AFIX 43
H71A 2 0.183554 0.564656 -0.060839 11.00000 -1.20000
AFIX 0
C72 1 0.369265 0.538558 0.041062 11.00000 0.02387 0.03506 =
0.03458 -0.00020 -0.00616 -0.00255
AFIX 13
H72A 2 0.409571 0.512725 0.103323 11.00000 -1.20000
AFIX 0
C73 1 0.435542 0.627477 -0.001948 11.00000 0.02919 0.04443 =
0.05006 -0.00380 -0.00226 -0.00734
AFIX 137
H73A 2 0.419362 0.689083 0.046294 11.00000 -1.50000
H73B 2 0.398184 0.655473 -0.063099 11.00000 -1.50000
H73C 2 0.531315 0.594538 -0.016446 11.00000 -1.50000
AFIX 0
C74 1 0.388556 0.434401 -0.025127 11.00000 0.02823 0.03279 =
0.03862 0.00009 -0.00766 -0.00248
C75 1 0.463754 0.419503 -0.118226 11.00000 0.03677 0.03834 =
0.03728 -0.00258 -0.00340 -0.00231
AFIX 43
H75A 2 0.510041 0.472312 -0.141399 11.00000 -1.20000
AFIX 0
C76 1 0.469664 0.324761 -0.177076 11.00000 0.05017 0.05130 =
0.03823 -0.00909 0.00045 -0.00425
C77 1 0.401604 0.247574 -0.143392 11.00000 0.06151 0.04300 =
0.05649 -0.01224 -0.00732 -0.00723
AFIX 43
H77A 2 0.404298 0.185274 -0.184279 11.00000 -1.20000
AFIX 0
C78 1 0.330145 0.261059 -0.050818 11.00000 0.05092 0.03379 =
0.06365 -0.00426 -0.00105 -0.00971
AFIX 43
H78A 2 0.284830 0.207525 -0.027860 11.00000 -1.20000
AFIX 0
C79 1 0.324261 0.354083 0.009727 11.00000 0.04677 0.03561 =
0.04327 0.00221 -0.00303 -0.00975
AFIX 43
H79A 2 0.276806 0.362329 0.074038 11.00000 -1.20000
AFIX 0
C80 1 0.618383 0.376225 -0.306644 11.00000 0.09502 0.08643 =
0.06015 -0.02151 0.03336 -0.02291
AFIX 137
H80A 2 0.665455 0.348949 -0.371666 11.00000 -1.50000
H80B 2 0.682889 0.378787 -0.260340 11.00000 -1.50000
H80C 2 0.560142 0.451107 -0.312790 11.00000 -1.50000
AFIX 0
HKLF 4
REM CuR14a in P1
REM R1 = 0.0431 for 12625 Fo > 4sig(Fo) and 0.0784 for all 18019 data
REM 855 parameters refined using 3 restraints
END
WGHT 0.0315 0.0000
REM Highest difference peak 0.469, deepest hole -0.379, 1-sigma level 0.054
Q1 1 0.5495 0.0683 0.2592 11.00000 0.05 0.47
Q2 1 0.1085 0.6451 0.2877 11.00000 0.05 0.44
Q3 1 0.5139 0.0140 0.4140 11.00000 0.05 0.42
Q4 1 0.1540 0.6169 0.2798 11.00000 0.05 0.41
Q5 1 0.1864 0.6689 0.1322 11.00000 0.05 0.37
Q6 1 0.1791 0.5812 0.1354 11.00000 0.05 0.34
Q7 1 0.4381 0.0568 0.3088 11.00000 0.05 0.33
Q8 1 0.6494 0.0395 0.3126 11.00000 0.05 0.33
Q9 1 0.2260 0.6654 0.2517 11.00000 0.05 0.30
Q10 1 0.0440 0.6592 0.2278 11.00000 0.05 0.29
Q11 1 0.2568 0.6329 0.2299 11.00000 0.05 0.29
Q12 1 0.6064 0.0119 0.3844 11.00000 0.05 0.29
Q13 1 0.4195 0.0527 0.3664 11.00000 0.05 0.29
Q14 1 0.0766 0.6626 0.1682 11.00000 0.05 0.28
Q15 1 0.2819 0.6375 0.1891 11.00000 0.05 0.28
Q16 1 0.3606 -0.0190 0.2083 11.00000 0.05 0.26
Q17 1 0.5233 0.1039 0.4077 11.00000 0.05 0.26
Q18 1 0.5034 0.0611 0.5070 11.00000 0.05 0.25
Q19 1 0.5581 0.0338 0.1688 11.00000 0.05 0.25
Q20 1 0.1329 0.6392 0.3688 11.00000 0.05 0.25
;
_database_code_depnum_ccdc_archive 'CCDC 962485'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
# on your local computer system.
#
# For further information on the CCDC, data deposition and
# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
# from this site to visualise CIF-encoded structures and
# to carry out CIF format checking respectively.
#
data_CuRL2-LT
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
\D-\L-rac-Bis{(R)-N-1-(3-methoxyphenyl)ethyl-2-oxo-1-naphthaldiminato-
\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C40 H36 Cu N2 O4'
_chemical_formula_sum 'C40 H36 Cu N2 O4'
_chemical_formula_weight 672.25
_chemical_absolute_configuration rmad
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'
_space_group_crystal_system triclinic
_space_group_IT_number 1
_space_group_name_H-M_alt 'P 1'
_space_group_name_Hall 'P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
_cell_length_a 10.3705(13)
_cell_length_b 12.2802(16)
_cell_length_c 13.3595(16)
_cell_angle_alpha 88.882(9)
_cell_angle_beta 83.365(9)
_cell_angle_gamma 74.444(8)
_cell_volume 1627.9(4)
_cell_formula_units_Z 2
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 3714
_cell_measurement_theta_min 2.79
_cell_measurement_theta_max 24.67
_exptl_crystal_description plate
_exptl_crystal_colour orange
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.371
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 702
_exptl_absorpt_coefficient_mu 0.716
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8138
_exptl_absorpt_correction_T_max 0.9318
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2012) SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirror'
_diffrn_measurement_device_type 'Bruker Kappa APEX-II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number 14496
_diffrn_reflns_av_R_equivalents 0.0362
_diffrn_reflns_av_sigmaI/netI 0.0930
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 1.53
_diffrn_reflns_theta_max 25.21
_reflns_number_total 11261
_reflns_number_gt 9268
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'GIS (Bruker)'
_computing_cell_refinement
;
APEX2 (Bruker, 2013)
SAINT (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
XPREP (Sheldrick, 2008)
;
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^ > 2sigma(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.
In space group P1 the origin of the coordinate system,
that is, one coordinate in each direction needs to be fixed.
The SHELXL-97 program automatically applies least-square
restraints for origin fixing in polar space groups,
that is, 3 for space group P1.
Ref.: H. D. Flack and D. Schwarzenbach, Acta Crystallogr.
A, 1988, 44, 499-506.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0264P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.020(10)
_refine_ls_number_reflns 11261
_refine_ls_number_parameters 855
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0638
_refine_ls_R_factor_gt 0.0477
_refine_ls_wR_factor_ref 0.0996
_refine_ls_wR_factor_gt 0.0926
_refine_ls_goodness_of_fit_ref 1.010
_refine_ls_restrained_S_all 1.010
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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 0.53483(4) 0.03833(4) 0.33615(4) 0.01931(15) Uani 1 1 d . . .
O1 O 0.3616(4) 0.0221(3) 0.3237(3) 0.0221(8) Uani 1 1 d . . .
O2 O 0.8139(4) 0.2999(3) 0.4453(3) 0.0303(9) Uani 1 1 d . . .
O3 O 0.7106(3) -0.0388(3) 0.3631(3) 0.0213(8) Uani 1 1 d . . .
O4 O 0.0324(5) 0.2564(3) 0.7948(3) 0.0659(14) Uani 1 1 d . . .
N1 N 0.5709(4) 0.0607(3) 0.1915(3) 0.0149(9) Uani 1 1 d . . .
N2 N 0.4832(4) 0.1021(3) 0.4705(3) 0.0183(10) Uani 1 1 d . . .
C1 C 0.3220(5) -0.0108(4) 0.2426(4) 0.0190(12) Uani 1 1 d . . .
C2 C 0.2015(5) -0.0486(4) 0.2572(4) 0.0187(11) Uani 1 1 d . . .
H2A H 0.1582 -0.0506 0.3236 0.022 Uiso 1 1 calc R . .
C3 C 0.1484(5) -0.0814(4) 0.1790(4) 0.0216(11) Uani 1 1 d . . .
H3A H 0.0698 -0.1076 0.1914 0.026 Uiso 1 1 calc R . .
C4 C 0.2089(5) -0.0771(4) 0.0779(4) 0.0201(11) Uani 1 1 d . . .
C5 C 0.1514(5) -0.1100(4) -0.0042(3) 0.0240(11) Uani 1 1 d . . .
H5A H 0.0729 -0.1363 0.0085 0.029 Uiso 1 1 calc R . .
C6 C 0.2073(5) -0.1045(4) -0.1007(4) 0.0263(11) Uani 1 1 d . . .
H6A H 0.1671 -0.1256 -0.1550 0.032 Uiso 1 1 calc R . .
C7 C 0.3244(5) -0.0674(4) -0.1198(4) 0.0287(12) Uani 1 1 d . . .
H7A H 0.3622 -0.0627 -0.1875 0.034 Uiso 1 1 calc R . .
C8 C 0.3850(4) -0.0380(4) -0.0428(3) 0.0202(10) Uani 1 1 d . . .
H8A H 0.4662 -0.0159 -0.0573 0.024 Uiso 1 1 calc R . .
C9 C 0.3272(5) -0.0401(4) 0.0595(3) 0.0186(10) Uani 1 1 d . . .
C10 C 0.3850(5) -0.0057(4) 0.1437(4) 0.0174(11) Uani 1 1 d . . .
C11 C 0.4958(5) 0.0413(4) 0.1267(4) 0.0188(12) Uani 1 1 d . . .
H11A H 0.5180 0.0613 0.0591 0.023 Uiso 1 1 calc R . .
C12 C 0.6740(5) 0.1219(4) 0.1569(4) 0.0202(11) Uani 1 1 d . . .
H12A H 0.6519 0.1572 0.0908 0.024 Uiso 1 1 calc R . .
C13 C 0.8125(4) 0.0394(4) 0.1397(3) 0.0244(11) Uani 1 1 d . . .
H13A H 0.8157 -0.0113 0.0832 0.037 Uiso 1 1 calc R . .
H13B H 0.8308 -0.0052 0.2006 0.037 Uiso 1 1 calc R . .
H13C H 0.8805 0.0812 0.1243 0.037 Uiso 1 1 calc R . .
C14 C 0.6603(5) 0.2165(4) 0.2321(4) 0.0186(12) Uani 1 1 d . . .
C15 C 0.5511(6) 0.3128(4) 0.2309(4) 0.0255(13) Uani 1 1 d . . .
H15A H 0.4863 0.3163 0.1853 0.031 Uiso 1 1 calc R . .
C16 C 0.5375(6) 0.4016(5) 0.2948(4) 0.0325(15) Uani 1 1 d . . .
H16A H 0.4655 0.4678 0.2915 0.039 Uiso 1 1 calc R . .
C17 C 0.6288(6) 0.3955(5) 0.3649(4) 0.0307(14) Uani 1 1 d . . .
H17A H 0.6198 0.4578 0.4087 0.037 Uiso 1 1 calc R . .
C18 C 0.7316(5) 0.2993(5) 0.3704(4) 0.0264(13) Uani 1 1 d . . .
C19 C 0.7500(5) 0.2099(4) 0.3033(4) 0.0222(12) Uani 1 1 d . . .
H19A H 0.8234 0.1446 0.3060 0.027 Uiso 1 1 calc R . .
C20 C 0.9217(5) 0.1991(5) 0.4562(4) 0.0346(14) Uani 1 1 d . . .
H20A H 0.9700 0.2093 0.5127 0.052 Uiso 1 1 calc R . .
H20B H 0.9843 0.1852 0.3941 0.052 Uiso 1 1 calc R . .
H20C H 0.8840 0.1343 0.4692 0.052 Uiso 1 1 calc R . .
C21 C 0.7534(5) -0.0570(4) 0.4514(4) 0.0171(11) Uani 1 1 d . . .
C22 C 0.8837(5) -0.1353(4) 0.4544(4) 0.0231(11) Uani 1 1 d . . .
H22A H 0.9341 -0.1679 0.3932 0.028 Uiso 1 1 calc R . .
C23 C 0.9357(5) -0.1633(4) 0.5421(3) 0.0263(11) Uani 1 1 d . . .
H23A H 1.0211 -0.2169 0.5411 0.032 Uiso 1 1 calc R . .
C24 C 0.8677(4) -0.1159(4) 0.6359(3) 0.0235(10) Uani 1 1 d . . .
C25 C 0.9255(5) -0.1475(4) 0.7266(4) 0.0291(11) Uani 1 1 d . . .
H25A H 1.0085 -0.2043 0.7255 0.035 Uiso 1 1 calc R . .
C26 C 0.8624(5) -0.0964(4) 0.8160(4) 0.0306(12) Uani 1 1 d . . .
H26A H 0.9015 -0.1176 0.8768 0.037 Uiso 1 1 calc R . .
C27 C 0.7414(5) -0.0137(4) 0.8173(4) 0.0332(12) Uani 1 1 d . . .
H27A H 0.6987 0.0224 0.8793 0.040 Uiso 1 1 calc R . .
C28 C 0.6815(5) 0.0171(4) 0.7300(3) 0.0306(12) Uani 1 1 d . . .
H28A H 0.5979 0.0735 0.7330 0.037 Uiso 1 1 calc R . .
C29 C 0.7423(4) -0.0337(4) 0.6368(3) 0.0215(10) Uani 1 1 d . . .
C30 C 0.6839(5) -0.0058(4) 0.5428(4) 0.0211(11) Uani 1 1 d . . .
C31 C 0.5526(5) 0.0751(4) 0.5449(4) 0.0196(12) Uani 1 1 d . . .
H31A H 0.5144 0.1115 0.6076 0.024 Uiso 1 1 calc R . .
C32 C 0.3499(4) 0.1883(4) 0.4924(3) 0.0209(11) Uani 1 1 d . . .
H32A H 0.3057 0.1962 0.4290 0.025 Uiso 1 1 calc R . .
C33 C 0.3695(6) 0.3037(4) 0.5144(4) 0.0304(14) Uani 1 1 d . . .
H33A H 0.4358 0.3209 0.4624 0.046 Uiso 1 1 calc R . .
H33B H 0.4019 0.3029 0.5805 0.046 Uiso 1 1 calc R . .
H33C H 0.2835 0.3615 0.5143 0.046 Uiso 1 1 calc R . .
C34 C 0.2576(4) 0.1487(4) 0.5721(3) 0.0194(10) Uani 1 1 d . . .
C35 C 0.1863(5) 0.2163(4) 0.6513(3) 0.0282(11) Uani 1 1 d . . .
H35A H 0.1996 0.2890 0.6596 0.034 Uiso 1 1 calc R . .
C36 C 0.0947(5) 0.1805(4) 0.7197(4) 0.0359(13) Uani 1 1 d . . .
C37 C -0.0566(8) 0.2185(6) 0.8712(5) 0.086(3) Uani 1 1 d . . .
H37A H -0.0918 0.2771 0.9236 0.130 Uiso 1 1 calc R . .
H37B H -0.0065 0.1489 0.9014 0.130 Uiso 1 1 calc R . .
H37C H -0.1317 0.2039 0.8403 0.130 Uiso 1 1 calc R . .
C38 C 0.0738(5) 0.0749(4) 0.7092(4) 0.0359(13) Uani 1 1 d . . .
H38A H 0.0095 0.0507 0.7543 0.043 Uiso 1 1 calc R . .
C39 C 0.1497(5) 0.0053(4) 0.6307(4) 0.0291(11) Uani 1 1 d . . .
H39A H 0.1392 -0.0686 0.6239 0.035 Uiso 1 1 calc R . .
C40 C 0.2396(5) 0.0405(4) 0.5626(4) 0.0238(12) Uani 1 1 d . . .
H40A H 0.2895 -0.0085 0.5092 0.029 Uiso 1 1 calc R . .
Cu2 Cu 0.16208(4) 0.64499(4) 0.20773(3) 0.01744(15) Uani 1 1 d . . .
O5 O 0.3318(3) 0.6598(3) 0.2368(2) 0.0203(8) Uani 1 1 d . . .
O6 O -0.1284(4) 0.3386(3) 0.0971(3) 0.0307(9) Uani 1 1 d . . .
O7 O -0.0173(3) 0.7126(3) 0.1790(2) 0.0193(8) Uani 1 1 d . . .
O8 O 0.5396(4) 0.3035(3) -0.2734(2) 0.0365(9) Uani 1 1 d . . .
N3 N 0.1084(4) 0.6107(3) 0.3470(3) 0.0217(10) Uani 1 1 d . . .
N4 N 0.2249(4) 0.5916(3) 0.0693(3) 0.0154(9) Uani 1 1 d . . .
C41 C 0.4382(6) 0.7192(5) 0.6911(4) 0.0456(16) Uani 1 1 d . . .
H41A H 0.4686 0.7355 0.7521 0.055 Uiso 1 1 calc R . .
C42 C 0.3623(5) 0.6798(4) 0.3256(4) 0.0213(12) Uani 1 1 d . . .
C43 C 0.4788(5) 0.7212(4) 0.3262(4) 0.0304(13) Uani 1 1 d . . .
H43A H 0.5268 0.7347 0.2644 0.036 Uiso 1 1 calc R . .
C44 C 0.5206(6) 0.7412(4) 0.4143(5) 0.0339(14) Uani 1 1 d . . .
H44A H 0.5968 0.7705 0.4128 0.041 Uiso 1 1 calc R . .
C45 C 0.2818(5) 0.6520(4) 0.6072(3) 0.0312(12) Uani 1 1 d . . .
H45A H 0.2065 0.6213 0.6109 0.037 Uiso 1 1 calc R . .
C46 C 0.3291(5) 0.6730(5) 0.6945(4) 0.0421(15) Uani 1 1 d . . .
H46A H 0.2871 0.6560 0.7576 0.050 Uiso 1 1 calc R . .
C47 C 0.5025(6) 0.7415(4) 0.6001(4) 0.0387(15) Uani 1 1 d . . .
H47A H 0.5784 0.7712 0.5985 0.046 Uiso 1 1 calc R . .
C48 C 0.4557(5) 0.7203(4) 0.5082(4) 0.0317(13) Uani 1 1 d . . .
C49 C 0.3423(5) 0.6750(4) 0.5120(4) 0.0241(11) Uani 1 1 d . . .
C50 C 0.2934(5) 0.6568(4) 0.4175(4) 0.0223(12) Uani 1 1 d . . .
C51 C 0.1778(5) 0.6144(4) 0.4205(4) 0.0197(12) Uani 1 1 d . . .
H51A H 0.1489 0.5857 0.4832 0.024 Uiso 1 1 calc R . .
C52 C -0.0092(5) 0.5617(4) 0.3603(3) 0.0218(12) Uani 1 1 d . . .
H52A H -0.0871 0.6194 0.3364 0.026 Uiso 1 1 calc R . .
C53 C -0.0539(5) 0.5321(4) 0.4683(3) 0.0288(11) Uani 1 1 d . . .
H53A H -0.0680 0.5980 0.5124 0.043 Uiso 1 1 calc R . .
H53B H 0.0158 0.4691 0.4915 0.043 Uiso 1 1 calc R . .
H53C H -0.1383 0.5101 0.4699 0.043 Uiso 1 1 calc R . .
C54 C 0.0202(5) 0.4592(4) 0.2914(4) 0.0205(12) Uani 1 1 d . . .
C55 C -0.0698(5) 0.4520(4) 0.2233(4) 0.0198(11) Uani 1 1 d . . .
H55A H -0.1472 0.5130 0.2173 0.024 Uiso 1 1 calc R . .
C56 C -0.0457(5) 0.3555(4) 0.1646(4) 0.0225(12) Uani 1 1 d . . .
C57 C 0.0673(5) 0.2646(4) 0.1726(4) 0.0233(12) Uani 1 1 d . . .
H57A H 0.0824 0.1980 0.1330 0.028 Uiso 1 1 calc R . .
C58 C 0.1568(6) 0.2732(4) 0.2392(4) 0.0283(14) Uani 1 1 d . . .
H58A H 0.2345 0.2123 0.2449 0.034 Uiso 1 1 calc R . .
C59 C 0.1342(6) 0.3705(5) 0.2980(4) 0.0282(14) Uani 1 1 d . . .
H59A H 0.1971 0.3760 0.3427 0.034 Uiso 1 1 calc R . .
C60 C -0.2362(6) 0.4342(4) 0.0768(4) 0.0329(13) Uani 1 1 d . . .
H60A H -0.2881 0.4127 0.0274 0.049 Uiso 1 1 calc R . .
H60B H -0.1990 0.4956 0.0497 0.049 Uiso 1 1 calc R . .
H60C H -0.2953 0.4598 0.1393 0.049 Uiso 1 1 calc R . .
C61 C -0.0703(5) 0.7028(4) 0.0979(4) 0.0184(11) Uani 1 1 d . . .
C62 C -0.2108(4) 0.7573(4) 0.0984(3) 0.0192(10) Uani 1 1 d . . .
H62A H -0.2596 0.7982 0.1567 0.023 Uiso 1 1 calc R . .
C63 C -0.2751(4) 0.7516(4) 0.0174(3) 0.0237(10) Uani 1 1 d . . .
H63A H -0.3674 0.7917 0.0189 0.028 Uiso 1 1 calc R . .
C64 C -0.0116(5) 0.5598(4) -0.1577(4) 0.0302(12) Uani 1 1 d . . .
H64A H 0.0799 0.5170 -0.1603 0.036 Uiso 1 1 calc R . .
C65 C -0.2788(5) 0.6792(4) -0.1535(4) 0.0310(12) Uani 1 1 d . . .
H65A H -0.3706 0.7208 -0.1526 0.037 Uiso 1 1 calc R . .
C66 C -0.2176(5) 0.6133(4) -0.2346(4) 0.0329(12) Uani 1 1 d . . .
H66A H -0.2661 0.6093 -0.2900 0.039 Uiso 1 1 calc R . .
C67 C -0.0836(5) 0.5515(4) -0.2369(4) 0.0325(12) Uani 1 1 d . . .
H67A H -0.0414 0.5035 -0.2930 0.039 Uiso 1 1 calc R . .
C68 C -0.2096(4) 0.6877(4) -0.0702(3) 0.0230(10) Uani 1 1 d . . .
C69 C -0.0704(4) 0.6299(4) -0.0734(3) 0.0196(10) Uani 1 1 d . . .
C70 C 0.0006(4) 0.6432(4) 0.0113(3) 0.0163(10) Uani 1 1 d . . .
C71 C 0.1432(6) 0.5969(4) 0.0017(4) 0.0198(12) Uani 1 1 d . . .
H71A H 0.1836 0.5660 -0.0627 0.024 Uiso 1 1 calc R . .
C72 C 0.3709(4) 0.5381(4) 0.0400(3) 0.0163(10) Uani 1 1 d . . .
H72A H 0.4111 0.5113 0.1035 0.020 Uiso 1 1 calc R . .
C73 C 0.4377(5) 0.6273(4) -0.0030(4) 0.0272(13) Uani 1 1 d . . .
H73A H 0.4199 0.6897 0.0457 0.041 Uiso 1 1 calc R . .
H73B H 0.4013 0.6560 -0.0658 0.041 Uiso 1 1 calc R . .
H73C H 0.5351 0.5939 -0.0167 0.041 Uiso 1 1 calc R . .
C74 C 0.3897(4) 0.4334(4) -0.0255(3) 0.0206(10) Uani 1 1 d . . .
C75 C 0.4653(5) 0.4192(4) -0.1207(3) 0.0237(11) Uani 1 1 d . . .
H75A H 0.5126 0.4726 -0.1450 0.028 Uiso 1 1 calc R . .
C76 C 0.4697(5) 0.3254(4) -0.1785(3) 0.0261(11) Uani 1 1 d . . .
C77 C 0.3999(5) 0.2480(4) -0.1456(4) 0.0290(11) Uani 1 1 d . . .
H77A H 0.4016 0.1860 -0.1877 0.035 Uiso 1 1 calc R . .
C78 C 0.3278(5) 0.2608(4) -0.0517(3) 0.0264(11) Uani 1 1 d . . .
H78A H 0.2808 0.2069 -0.0283 0.032 Uiso 1 1 calc R . .
C79 C 0.3235(5) 0.3525(4) 0.0093(4) 0.0224(12) Uani 1 1 d . . .
H79A H 0.2754 0.3601 0.0749 0.027 Uiso 1 1 calc R . .
C80 C 0.6183(6) 0.3786(4) -0.3103(4) 0.0424(14) Uani 1 1 d . . .
H80A H 0.6673 0.3514 -0.3762 0.064 Uiso 1 1 calc R . .
H80B H 0.6828 0.3812 -0.2628 0.064 Uiso 1 1 calc R . .
H80C H 0.5588 0.4546 -0.3171 0.064 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0175(3) 0.0230(3) 0.0166(3) 0.0007(3) -0.0055(3) -0.0025(3)
O1 0.023(2) 0.025(2) 0.0172(19) -0.0006(15) -0.0046(15) -0.0039(16)
O2 0.036(2) 0.033(2) 0.026(2) -0.0021(16) -0.0092(16) -0.0133(18)
O3 0.017(2) 0.0205(19) 0.023(2) -0.0026(16) -0.0031(16) 0.0008(16)
O4 0.092(4) 0.058(3) 0.037(2) -0.021(2) 0.034(2) -0.016(3)
N1 0.011(2) 0.015(2) 0.019(2) -0.0012(17) -0.0038(17) -0.0026(17)
N2 0.012(2) 0.020(2) 0.022(2) 0.0039(18) -0.0031(18) -0.0016(18)
C1 0.021(3) 0.015(2) 0.015(3) 0.0050(19) 0.000(2) 0.003(2)
C2 0.014(2) 0.015(2) 0.027(3) 0.001(2) -0.003(2) -0.005(2)
C3 0.017(2) 0.017(2) 0.032(3) 0.001(2) -0.005(2) -0.004(2)
C4 0.021(3) 0.016(2) 0.022(3) -0.004(2) -0.011(2) 0.002(2)
C5 0.022(2) 0.022(2) 0.029(3) -0.003(2) -0.009(2) -0.004(2)
C6 0.031(3) 0.024(3) 0.026(3) -0.005(2) -0.014(2) -0.006(2)
C7 0.037(3) 0.027(3) 0.019(3) -0.001(2) -0.007(2) -0.003(2)
C8 0.021(3) 0.017(2) 0.022(3) -0.0017(19) -0.007(2) -0.003(2)
C9 0.020(3) 0.013(2) 0.020(3) 0.0000(18) -0.004(2) 0.001(2)
C10 0.011(2) 0.015(2) 0.025(3) -0.004(2) -0.006(2) 0.001(2)
C11 0.023(3) 0.015(2) 0.017(3) -0.0007(19) -0.003(2) -0.001(2)
C12 0.020(3) 0.017(2) 0.024(3) -0.001(2) -0.006(2) -0.003(2)
C13 0.016(2) 0.023(3) 0.031(3) -0.005(2) -0.001(2) -0.001(2)
C14 0.023(3) 0.016(2) 0.020(3) 0.006(2) -0.007(2) -0.008(2)
C15 0.031(3) 0.020(3) 0.023(3) 0.000(2) -0.007(2) -0.001(3)
C16 0.040(4) 0.014(3) 0.042(4) 0.005(3) -0.009(3) -0.003(3)
C17 0.045(4) 0.021(3) 0.024(3) -0.006(2) 0.004(3) -0.008(3)
C18 0.026(3) 0.032(3) 0.024(3) 0.000(2) -0.003(2) -0.012(3)
C19 0.024(3) 0.021(3) 0.022(3) 0.001(2) -0.003(2) -0.007(2)
C20 0.037(3) 0.039(3) 0.030(3) 0.003(3) -0.014(2) -0.009(3)
C21 0.015(2) 0.018(2) 0.020(3) 0.0021(19) -0.007(2) -0.006(2)
C22 0.021(3) 0.017(3) 0.030(3) -0.001(2) -0.011(2) -0.001(2)
C23 0.020(2) 0.020(2) 0.035(3) -0.001(2) -0.012(2) 0.006(2)
C24 0.022(2) 0.024(2) 0.027(3) 0.006(2) -0.012(2) -0.006(2)
C25 0.024(3) 0.029(3) 0.036(3) 0.013(2) -0.015(2) -0.005(2)
C26 0.025(3) 0.046(3) 0.023(3) 0.012(2) -0.011(2) -0.012(2)
C27 0.020(3) 0.058(4) 0.022(3) 0.000(2) -0.003(2) -0.011(3)
C28 0.017(2) 0.047(3) 0.021(3) 0.005(2) -0.006(2) 0.004(2)
C29 0.016(2) 0.025(3) 0.025(3) 0.0039(19) -0.0063(19) -0.005(2)
C30 0.017(2) 0.025(3) 0.022(3) 0.008(2) -0.005(2) -0.008(2)
C31 0.018(3) 0.018(3) 0.020(3) 0.001(2) 0.002(2) -0.001(2)
C32 0.018(2) 0.023(3) 0.021(3) 0.005(2) -0.0078(19) -0.002(2)
C33 0.030(3) 0.021(3) 0.039(3) 0.003(2) -0.006(3) -0.005(2)
C34 0.014(2) 0.025(2) 0.018(2) 0.0042(19) -0.0084(19) -0.0017(19)
C35 0.031(3) 0.027(3) 0.026(3) -0.003(2) -0.001(2) -0.007(2)
C36 0.037(3) 0.039(3) 0.024(3) -0.009(2) 0.008(2) 0.000(3)
C37 0.101(6) 0.086(6) 0.049(4) -0.017(4) 0.051(4) -0.011(5)
C38 0.031(3) 0.040(3) 0.034(3) 0.014(2) -0.001(2) -0.006(3)
C39 0.027(3) 0.027(3) 0.034(3) 0.002(2) 0.001(2) -0.011(2)
C40 0.022(3) 0.024(3) 0.022(3) -0.001(2) -0.002(2) -0.001(2)
Cu2 0.0179(3) 0.0187(3) 0.0151(3) -0.0001(2) -0.0055(3) -0.0023(3)
O5 0.022(2) 0.0223(19) 0.0171(19) -0.0009(14) -0.0088(15) -0.0041(16)
O6 0.038(2) 0.029(2) 0.0256(19) 0.0003(15) -0.0156(16) -0.0058(17)
O7 0.023(2) 0.0231(19) 0.0150(19) 0.0044(15) -0.0107(16) -0.0085(17)
O8 0.052(2) 0.033(2) 0.0225(19) -0.0067(15) 0.0045(16) -0.0101(18)
N3 0.025(3) 0.016(2) 0.022(2) -0.0034(18) -0.006(2) -0.0015(19)
N4 0.014(2) 0.018(2) 0.014(2) 0.0042(17) -0.0040(17) -0.0029(18)
C41 0.051(4) 0.041(4) 0.038(4) -0.015(3) -0.024(3) 0.008(3)
C42 0.021(3) 0.013(2) 0.029(3) 0.001(2) -0.014(2) 0.002(2)
C43 0.027(3) 0.026(3) 0.041(4) 0.005(2) -0.014(3) -0.008(2)
C44 0.028(3) 0.019(3) 0.060(4) 0.002(3) -0.024(3) -0.006(2)
C45 0.032(3) 0.034(3) 0.023(3) -0.008(2) -0.015(2) 0.005(2)
C46 0.041(3) 0.042(3) 0.032(3) -0.005(2) -0.021(3) 0.015(3)
C47 0.041(3) 0.025(3) 0.051(4) -0.007(3) -0.032(3) 0.002(3)
C48 0.039(3) 0.022(3) 0.031(3) 0.000(2) -0.022(3) 0.005(2)
C49 0.026(3) 0.018(2) 0.024(3) -0.005(2) -0.015(2) 0.007(2)
C50 0.028(3) 0.016(3) 0.020(3) -0.002(2) -0.010(2) 0.003(2)
C51 0.027(3) 0.014(2) 0.015(3) -0.0018(19) -0.004(2) 0.000(2)
C52 0.026(3) 0.025(3) 0.017(3) 0.002(2) -0.004(2) -0.012(2)
C53 0.039(3) 0.031(3) 0.019(3) 0.000(2) 0.003(2) -0.016(2)
C54 0.031(3) 0.015(2) 0.016(3) 0.0029(19) -0.001(2) -0.007(2)
C55 0.023(3) 0.017(2) 0.018(3) 0.003(2) -0.002(2) -0.003(2)
C56 0.034(3) 0.024(3) 0.014(3) 0.003(2) -0.004(2) -0.015(2)
C57 0.031(3) 0.017(3) 0.022(3) -0.002(2) -0.002(2) -0.006(2)
C58 0.036(4) 0.018(3) 0.027(3) -0.003(2) -0.008(3) 0.002(3)
C59 0.036(3) 0.026(3) 0.027(3) 0.010(2) -0.020(3) -0.011(3)
C60 0.037(3) 0.027(3) 0.036(3) 0.002(2) -0.015(2) -0.005(3)
C61 0.020(3) 0.017(2) 0.022(3) 0.0082(19) -0.006(2) -0.009(2)
C62 0.017(2) 0.014(2) 0.025(3) 0.0018(19) 0.0020(19) -0.0032(19)
C63 0.014(2) 0.024(2) 0.033(3) 0.006(2) -0.007(2) -0.004(2)
C64 0.023(3) 0.040(3) 0.026(3) -0.001(2) -0.011(2) -0.002(2)
C65 0.022(3) 0.041(3) 0.033(3) 0.009(2) -0.017(2) -0.009(2)
C66 0.034(3) 0.041(3) 0.029(3) 0.006(2) -0.019(2) -0.013(3)
C67 0.037(3) 0.043(3) 0.021(3) 0.002(2) -0.011(2) -0.012(3)
C68 0.021(2) 0.025(2) 0.025(3) 0.008(2) -0.011(2) -0.006(2)
C69 0.023(2) 0.016(2) 0.021(2) 0.0081(18) -0.0109(19) -0.006(2)
C70 0.013(2) 0.019(2) 0.017(2) 0.0036(19) -0.0067(19) -0.002(2)
C71 0.028(3) 0.017(3) 0.015(3) 0.001(2) -0.004(2) -0.008(2)
C72 0.013(2) 0.016(2) 0.018(2) 0.0035(19) -0.0042(19) -0.0015(19)
C73 0.023(3) 0.025(3) 0.035(3) 0.001(2) -0.004(2) -0.009(2)
C74 0.020(2) 0.018(2) 0.022(3) 0.0014(19) -0.0100(19) 0.0014(19)
C75 0.028(3) 0.019(2) 0.023(3) 0.004(2) -0.006(2) -0.004(2)
C76 0.029(3) 0.023(3) 0.022(3) -0.002(2) -0.006(2) 0.001(2)
C77 0.029(3) 0.023(3) 0.033(3) -0.004(2) -0.010(2) -0.001(2)
C78 0.027(3) 0.018(2) 0.031(3) -0.001(2) -0.001(2) 0.000(2)
C79 0.022(3) 0.022(3) 0.022(3) 0.003(2) -0.001(2) -0.006(2)
C80 0.050(4) 0.036(3) 0.036(3) -0.010(2) 0.014(3) -0.009(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 1.886(4) . ?
Cu1 O3 1.887(3) . ?
Cu1 N2 1.931(4) . ?
Cu1 N1 1.953(4) . ?
O1 C1 1.310(6) . ?
O2 C18 1.390(6) . ?
O2 C20 1.447(6) . ?
O3 C21 1.303(6) . ?
O4 C36 1.362(6) . ?
O4 C37 1.451(7) . ?
N1 C11 1.295(6) . ?
N1 C12 1.493(6) . ?
N2 C31 1.280(6) . ?
N2 C32 1.500(6) . ?
C1 C10 1.413(7) . ?
C1 C2 1.437(7) . ?
C2 C3 1.351(6) . ?
C2 H2A 0.9500 . ?
C3 C4 1.428(7) . ?
C3 H3A 0.9500 . ?
C4 C9 1.412(7) . ?
C4 C5 1.422(6) . ?
C5 C6 1.359(7) . ?
C5 H5A 0.9500 . ?
C6 C7 1.403(7) . ?
C6 H6A 0.9500 . ?
C7 C8 1.368(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.430(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.454(6) . ?
C10 C11 1.413(7) . ?
C11 H11A 0.9500 . ?
C12 C13 1.515(6) . ?
C12 C14 1.517(6) . ?
C12 H12A 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C19 1.392(7) . ?
C14 C15 1.402(7) . ?
C15 C16 1.365(7) . ?
C15 H15A 0.9500 . ?
C16 C17 1.394(8) . ?
C16 H16A 0.9500 . ?
C17 C18 1.370(8) . ?
C17 H17A 0.9500 . ?
C18 C19 1.390(7) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C30 1.409(7) . ?
C21 C22 1.437(6) . ?
C22 C23 1.346(6) . ?
C22 H22A 0.9500 . ?
C23 C24 1.418(6) . ?
C23 H23A 0.9500 . ?
C24 C29 1.415(6) . ?
C24 C25 1.416(6) . ?
C25 C26 1.369(7) . ?
C25 H25A 0.9500 . ?
C26 C27 1.385(6) . ?
C26 H26A 0.9500 . ?
C27 C28 1.384(6) . ?
C27 H27A 0.9500 . ?
C28 C29 1.404(6) . ?
C28 H28A 0.9500 . ?
C29 C30 1.453(6) . ?
C30 C31 1.453(7) . ?
C31 H31A 0.9500 . ?
C32 C34 1.510(6) . ?
C32 C33 1.523(7) . ?
C32 H32A 1.0000 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.371(6) . ?
C34 C40 1.401(7) . ?
C35 C36 1.392(7) . ?
C35 H35A 0.9500 . ?
C36 C38 1.383(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.391(7) . ?
C38 H38A 0.9500 . ?
C39 C40 1.374(7) . ?
C39 H39A 0.9500 . ?
C40 H40A 0.9500 . ?
Cu2 O5 1.901(3) . ?
Cu2 O7 1.903(3) . ?
Cu2 N3 1.950(4) . ?
Cu2 N4 1.953(4) . ?
O5 C42 1.307(6) . ?
O6 C56 1.369(6) . ?
O6 C60 1.434(6) . ?
O7 C61 1.292(6) . ?
O8 C76 1.379(5) . ?
O8 C80 1.433(6) . ?
N3 C51 1.291(6) . ?
N3 C52 1.491(6) . ?
N4 C71 1.298(6) . ?
N4 C72 1.489(6) . ?
C41 C47 1.377(8) . ?
C41 C46 1.391(8) . ?
C41 H41A 0.9500 . ?
C42 C50 1.411(7) . ?
C42 C43 1.432(7) . ?
C43 C44 1.348(7) . ?
C43 H43A 0.9500 . ?
C44 C48 1.407(8) . ?
C44 H44A 0.9500 . ?
C45 C46 1.371(6) . ?
C45 C49 1.410(7) . ?
C45 H45A 0.9500 . ?
C46 H46A 0.9500 . ?
C47 C48 1.424(7) . ?
C47 H47A 0.9500 . ?
C48 C49 1.426(7) . ?
C49 C50 1.456(6) . ?
C50 C51 1.426(7) . ?
C51 H51A 0.9500 . ?
C52 C54 1.516(7) . ?
C52 C53 1.531(6) . ?
C52 H52A 1.0000 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 C59 1.387(8) . ?
C54 C55 1.397(7) . ?
C55 C56 1.383(7) . ?
C55 H55A 0.9500 . ?
C56 C57 1.398(7) . ?
C57 C58 1.382(7) . ?
C57 H57A 0.9500 . ?
C58 C59 1.394(7) . ?
C58 H58A 0.9500 . ?
C59 H59A 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C70 1.401(6) . ?
C61 C62 1.431(6) . ?
C62 C63 1.348(6) . ?
C62 H62A 0.9500 . ?
C63 C68 1.418(6) . ?
C63 H63A 0.9500 . ?
C64 C67 1.384(6) . ?
C64 C69 1.406(6) . ?
C64 H64A 0.9500 . ?
C65 C66 1.353(7) . ?
C65 C68 1.412(6) . ?
C65 H65A 0.9500 . ?
C66 C67 1.390(7) . ?
C66 H66A 0.9500 . ?
C67 H67A 0.9500 . ?
C68 C69 1.423(6) . ?
C69 C70 1.455(6) . ?
C70 C71 1.426(7) . ?
C71 H71A 0.9500 . ?
C72 C73 1.517(6) . ?
C72 C74 1.525(6) . ?
C72 H72A 1.0000 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 C79 1.396(7) . ?
C74 C75 1.402(6) . ?
C75 C76 1.387(6) . ?
C75 H75A 0.9500 . ?
C76 C77 1.379(7) . ?
C77 C78 1.373(6) . ?
C77 H77A 0.9500 . ?
C78 C79 1.391(7) . ?
C78 H78A 0.9500 . ?
C79 H79A 0.9500 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
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
O1 Cu1 O3 144.44(15) . . ?
O1 Cu1 N2 93.34(16) . . ?
O3 Cu1 N2 93.52(16) . . ?
O1 Cu1 N1 92.44(16) . . ?
O3 Cu1 N1 99.20(16) . . ?
N2 Cu1 N1 149.12(16) . . ?
C1 O1 Cu1 126.0(3) . . ?
C18 O2 C20 117.5(4) . . ?
C21 O3 Cu1 126.7(3) . . ?
C36 O4 C37 115.9(5) . . ?
C11 N1 C12 118.1(4) . . ?
C11 N1 Cu1 123.0(4) . . ?
C12 N1 Cu1 117.9(3) . . ?
C31 N2 C32 116.1(4) . . ?
C31 N2 Cu1 125.3(4) . . ?
C32 N2 Cu1 118.6(3) . . ?
O1 C1 C10 124.6(5) . . ?
O1 C1 C2 116.2(4) . . ?
C10 C1 C2 119.1(5) . . ?
C3 C2 C1 121.7(5) . . ?
C3 C2 H2A 119.1 . . ?
C1 C2 H2A 119.1 . . ?
C2 C3 C4 120.8(5) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C9 C4 C5 119.8(5) . . ?
C9 C4 C3 119.7(4) . . ?
C5 C4 C3 120.6(5) . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5A 119.6 . . ?
C4 C5 H5A 119.6 . . ?
C5 C6 C7 119.8(4) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C8 C7 C6 121.1(5) . . ?
C8 C7 H7A 119.4 . . ?
C6 C7 H7A 119.4 . . ?
C7 C8 C9 120.5(5) . . ?
C7 C8 H8A 119.7 . . ?
C9 C8 H8A 119.7 . . ?
C4 C9 C8 117.8(4) . . ?
C4 C9 C10 119.5(4) . . ?
C8 C9 C10 122.6(4) . . ?
C11 C10 C1 120.1(5) . . ?
C11 C10 C9 120.6(5) . . ?
C1 C10 C9 119.1(4) . . ?
N1 C11 C10 128.2(5) . . ?
N1 C11 H11A 115.9 . . ?
C10 C11 H11A 115.9 . . ?
N1 C12 C13 110.2(4) . . ?
N1 C12 C14 107.9(4) . . ?
C13 C12 C14 115.3(4) . . ?
N1 C12 H12A 107.7 . . ?
C13 C12 H12A 107.7 . . ?
C14 C12 H12A 107.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C19 C14 C15 119.1(5) . . ?
C19 C14 C12 122.5(4) . . ?
C15 C14 C12 118.4(4) . . ?
C16 C15 C14 120.4(5) . . ?
C16 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 . . ?
C15 C16 C17 120.4(5) . . ?
C15 C16 H16A 119.8 . . ?
C17 C16 H16A 119.8 . . ?
C18 C17 C16 119.7(5) . . ?
C18 C17 H17A 120.2 . . ?
C16 C17 H17A 120.2 . . ?
C17 C18 O2 115.3(5) . . ?
C17 C18 C19 120.7(5) . . ?
O2 C18 C19 124.0(5) . . ?
C18 C19 C14 119.7(5) . . ?
C18 C19 H19A 120.1 . . ?
C14 C19 H19A 120.1 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 C30 125.7(4) . . ?
O3 C21 C22 116.3(4) . . ?
C30 C21 C22 118.0(4) . . ?
C23 C22 C21 121.3(4) . . ?
C23 C22 H22A 119.4 . . ?
C21 C22 H22A 119.4 . . ?
C22 C23 C24 122.4(4) . . ?
C22 C23 H23A 118.8 . . ?
C24 C23 H23A 118.8 . . ?
C29 C24 C25 120.4(4) . . ?
C29 C24 C23 118.7(4) . . ?
C25 C24 C23 120.8(4) . . ?
C26 C25 C24 120.3(4) . . ?
C26 C25 H25A 119.9 . . ?
C24 C25 H25A 119.9 . . ?
C25 C26 C27 119.7(4) . . ?
C25 C26 H26A 120.2 . . ?
C27 C26 H26A 120.2 . . ?
C28 C27 C26 121.2(5) . . ?
C28 C27 H27A 119.4 . . ?
C26 C27 H27A 119.4 . . ?
C27 C28 C29 121.0(4) . . ?
C27 C28 H28A 119.5 . . ?
C29 C28 H28A 119.5 . . ?
C28 C29 C24 117.4(4) . . ?
C28 C29 C30 123.6(4) . . ?
C24 C29 C30 119.0(4) . . ?
C21 C30 C31 120.8(4) . . ?
C21 C30 C29 120.5(4) . . ?
C31 C30 C29 118.7(4) . . ?
N2 C31 C30 126.4(5) . . ?
N2 C31 H31A 116.8 . . ?
C30 C31 H31A 116.8 . . ?
N2 C32 C34 111.9(4) . . ?
N2 C32 C33 110.8(4) . . ?
C34 C32 C33 114.2(4) . . ?
N2 C32 H32A 106.5 . . ?
C34 C32 H32A 106.5 . . ?
C33 C32 H32A 106.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C40 118.6(4) . . ?
C35 C34 C32 122.5(4) . . ?
C40 C34 C32 118.8(4) . . ?
C34 C35 C36 121.3(5) . . ?
C34 C35 H35A 119.4 . . ?
C36 C35 H35A 119.4 . . ?
O4 C36 C38 125.0(5) . . ?
O4 C36 C35 114.6(5) . . ?
C38 C36 C35 120.4(4) . . ?
O4 C37 H37A 109.5 . . ?
O4 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O4 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 C39 118.0(5) . . ?
C36 C38 H38A 121.0 . . ?
C39 C38 H38A 121.0 . . ?
C40 C39 C38 121.8(5) . . ?
C40 C39 H39A 119.1 . . ?
C38 C39 H39A 119.1 . . ?
C39 C40 C34 119.9(5) . . ?
C39 C40 H40A 120.1 . . ?
C34 C40 H40A 120.1 . . ?
O5 Cu2 O7 149.83(14) . . ?
O5 Cu2 N3 93.15(16) . . ?
O7 Cu2 N3 94.38(16) . . ?
O5 Cu2 N4 95.05(16) . . ?
O7 Cu2 N4 93.56(15) . . ?
N3 Cu2 N4 148.62(16) . . ?
C42 O5 Cu2 125.8(3) . . ?
C56 O6 C60 116.5(4) . . ?
C61 O7 Cu2 128.1(3) . . ?
C76 O8 C80 117.4(4) . . ?
C51 N3 C52 121.2(4) . . ?
C51 N3 Cu2 123.9(4) . . ?
C52 N3 Cu2 114.2(3) . . ?
C71 N4 C72 117.9(4) . . ?
C71 N4 Cu2 122.4(4) . . ?
C72 N4 Cu2 119.6(3) . . ?
C47 C41 C46 120.5(5) . . ?
C47 C41 H41A 119.7 . . ?
C46 C41 H41A 119.7 . . ?
O5 C42 C50 124.2(5) . . ?
O5 C42 C43 115.9(5) . . ?
C50 C42 C43 119.7(5) . . ?
C44 C43 C42 120.3(5) . . ?
C44 C43 H43A 119.8 . . ?
C42 C43 H43A 119.8 . . ?
C43 C44 C48 122.5(5) . . ?
C43 C44 H44A 118.8 . . ?
C48 C44 H44A 118.8 . . ?
C46 C45 C49 121.5(5) . . ?
C46 C45 H45A 119.2 . . ?
C49 C45 H45A 119.2 . . ?
C45 C46 C41 120.4(6) . . ?
C45 C46 H46A 119.8 . . ?
C41 C46 H46A 119.8 . . ?
C41 C47 C48 120.3(6) . . ?
C41 C47 H47A 119.8 . . ?
C48 C47 H47A 119.8 . . ?
C44 C48 C47 121.3(6) . . ?
C44 C48 C49 119.6(5) . . ?
C47 C48 C49 119.0(5) . . ?
C45 C49 C48 118.2(4) . . ?
C45 C49 C50 123.4(5) . . ?
C48 C49 C50 118.3(5) . . ?
C42 C50 C51 121.7(5) . . ?
C42 C50 C49 119.4(5) . . ?
C51 C50 C49 118.8(5) . . ?
N3 C51 C50 126.9(5) . . ?
N3 C51 H51A 116.6 . . ?
C50 C51 H51A 116.6 . . ?
N3 C52 C54 108.8(4) . . ?
N3 C52 C53 116.1(4) . . ?
C54 C52 C53 110.5(4) . . ?
N3 C52 H52A 107.0 . . ?
C54 C52 H52A 107.0 . . ?
C53 C52 H52A 107.0 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C59 C54 C55 119.6(5) . . ?
C59 C54 C52 120.2(5) . . ?
C55 C54 C52 120.1(5) . . ?
C56 C55 C54 119.7(5) . . ?
C56 C55 H55A 120.2 . . ?
C54 C55 H55A 120.2 . . ?
O6 C56 C55 124.5(5) . . ?
O6 C56 C57 114.5(4) . . ?
C55 C56 C57 121.0(5) . . ?
C58 C57 C56 118.9(5) . . ?
C58 C57 H57A 120.5 . . ?
C56 C57 H57A 120.5 . . ?
C57 C58 C59 120.6(5) . . ?
C57 C58 H58A 119.7 . . ?
C59 C58 H58A 119.7 . . ?
C54 C59 C58 120.2(5) . . ?
C54 C59 H59A 119.9 . . ?
C58 C59 H59A 119.9 . . ?
O6 C60 H60A 109.5 . . ?
O6 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
O6 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
O7 C61 C70 124.4(5) . . ?
O7 C61 C62 116.7(4) . . ?
C70 C61 C62 119.0(4) . . ?
C63 C62 C61 121.0(4) . . ?
C63 C62 H62A 119.5 . . ?
C61 C62 H62A 119.5 . . ?
C62 C63 C68 122.3(4) . . ?
C62 C63 H63A 118.9 . . ?
C68 C63 H63A 118.9 . . ?
C67 C64 C69 121.6(4) . . ?
C67 C64 H64A 119.2 . . ?
C69 C64 H64A 119.2 . . ?
C66 C65 C68 121.6(4) . . ?
C66 C65 H65A 119.2 . . ?
C68 C65 H65A 119.2 . . ?
C65 C66 C67 119.9(4) . . ?
C65 C66 H66A 120.0 . . ?
C67 C66 H66A 120.0 . . ?
C64 C67 C66 120.1(5) . . ?
C64 C67 H67A 119.9 . . ?
C66 C67 H67A 119.9 . . ?
C65 C68 C63 121.9(4) . . ?
C65 C68 C69 119.3(4) . . ?
C63 C68 C69 118.8(4) . . ?
C64 C69 C68 117.2(4) . . ?
C64 C69 C70 124.1(4) . . ?
C68 C69 C70 118.6(4) . . ?
C61 C70 C71 121.9(4) . . ?
C61 C70 C69 120.1(4) . . ?
C71 C70 C69 118.0(4) . . ?
N4 C71 C70 128.4(5) . . ?
N4 C71 H71A 115.8 . . ?
C70 C71 H71A 115.8 . . ?
N4 C72 C73 109.3(4) . . ?
N4 C72 C74 110.2(4) . . ?
C73 C72 C74 116.7(4) . . ?
N4 C72 H72A 106.7 . . ?
C73 C72 H72A 106.7 . . ?
C74 C72 H72A 106.7 . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C79 C74 C75 119.6(4) . . ?
C79 C74 C72 118.2(4) . . ?
C75 C74 C72 122.1(4) . . ?
C76 C75 C74 118.5(4) . . ?
C76 C75 H75A 120.8 . . ?
C74 C75 H75A 120.8 . . ?
C77 C76 O8 114.7(4) . . ?
C77 C76 C75 121.8(4) . . ?
O8 C76 C75 123.5(4) . . ?
C78 C77 C76 119.7(4) . . ?
C78 C77 H77A 120.1 . . ?
C76 C77 H77A 120.1 . . ?
C77 C78 C79 120.1(5) . . ?
C77 C78 H78A 120.0 . . ?
C79 C78 H78A 120.0 . . ?
C78 C79 C74 120.2(5) . . ?
C78 C79 H79A 119.9 . . ?
C74 C79 H79A 119.9 . . ?
O8 C80 H80A 109.5 . . ?
O8 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
O8 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
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
O3 Cu1 O1 C1 -84.8(5) . . . . ?
N2 Cu1 O1 C1 174.4(4) . . . . ?
N1 Cu1 O1 C1 24.7(4) . . . . ?
O1 Cu1 O3 C21 -86.5(4) . . . . ?
N2 Cu1 O3 C21 14.3(4) . . . . ?
N1 Cu1 O3 C21 166.0(4) . . . . ?
O1 Cu1 N1 C11 -12.0(4) . . . . ?
O3 Cu1 N1 C11 134.3(4) . . . . ?
N2 Cu1 N1 C11 -112.6(4) . . . . ?
O1 Cu1 N1 C12 156.7(3) . . . . ?
O3 Cu1 N1 C12 -57.0(3) . . . . ?
N2 Cu1 N1 C12 56.1(5) . . . . ?
O1 Cu1 N2 C31 135.8(4) . . . . ?
O3 Cu1 N2 C31 -9.2(4) . . . . ?
N1 Cu1 N2 C31 -123.8(5) . . . . ?
O1 Cu1 N2 C32 -42.5(3) . . . . ?
O3 Cu1 N2 C32 172.4(3) . . . . ?
N1 Cu1 N2 C32 57.9(5) . . . . ?
Cu1 O1 C1 C10 -21.0(7) . . . . ?
Cu1 O1 C1 C2 162.4(3) . . . . ?
O1 C1 C2 C3 178.0(4) . . . . ?
C10 C1 C2 C3 1.2(7) . . . . ?
C1 C2 C3 C4 -1.4(7) . . . . ?
C2 C3 C4 C9 1.2(7) . . . . ?
C2 C3 C4 C5 -179.1(4) . . . . ?
C9 C4 C5 C6 -1.3(7) . . . . ?
C3 C4 C5 C6 178.9(4) . . . . ?
C4 C5 C6 C7 1.0(7) . . . . ?
C5 C6 C7 C8 0.9(7) . . . . ?
C6 C7 C8 C9 -2.4(7) . . . . ?
C5 C4 C9 C8 -0.2(6) . . . . ?
C3 C4 C9 C8 179.5(4) . . . . ?
C5 C4 C9 C10 179.5(4) . . . . ?
C3 C4 C9 C10 -0.7(6) . . . . ?
C7 C8 C9 C4 2.1(6) . . . . ?
C7 C8 C9 C10 -177.7(4) . . . . ?
O1 C1 C10 C11 -2.5(7) . . . . ?
C2 C1 C10 C11 174.0(4) . . . . ?
O1 C1 C10 C9 -177.2(4) . . . . ?
C2 C1 C10 C9 -0.7(7) . . . . ?
C4 C9 C10 C11 -174.1(4) . . . . ?
C8 C9 C10 C11 5.6(7) . . . . ?
C4 C9 C10 C1 0.5(6) . . . . ?
C8 C9 C10 C1 -179.7(4) . . . . ?
C12 N1 C11 C10 -174.0(4) . . . . ?
Cu1 N1 C11 C10 -5.3(7) . . . . ?
C1 C10 C11 N1 16.5(8) . . . . ?
C9 C10 C11 N1 -168.9(5) . . . . ?
C11 N1 C12 C13 -102.2(5) . . . . ?
Cu1 N1 C12 C13 88.5(4) . . . . ?
C11 N1 C12 C14 131.1(4) . . . . ?
Cu1 N1 C12 C14 -38.1(5) . . . . ?
N1 C12 C14 C19 103.8(5) . . . . ?
C13 C12 C14 C19 -19.8(7) . . . . ?
N1 C12 C14 C15 -74.7(6) . . . . ?
C13 C12 C14 C15 161.7(5) . . . . ?
C19 C14 C15 C16 3.7(8) . . . . ?
C12 C14 C15 C16 -177.7(5) . . . . ?
C14 C15 C16 C17 -2.7(9) . . . . ?
C15 C16 C17 C18 -0.9(9) . . . . ?
C16 C17 C18 O2 -177.5(5) . . . . ?
C16 C17 C18 C19 3.4(9) . . . . ?
C20 O2 C18 C17 178.3(5) . . . . ?
C20 O2 C18 C19 -2.6(8) . . . . ?
C17 C18 C19 C14 -2.3(8) . . . . ?
O2 C18 C19 C14 178.7(5) . . . . ?
C15 C14 C19 C18 -1.3(8) . . . . ?
C12 C14 C19 C18 -179.8(5) . . . . ?
Cu1 O3 C21 C30 -11.9(7) . . . . ?
Cu1 O3 C21 C22 168.8(3) . . . . ?
O3 C21 C22 C23 -177.7(4) . . . . ?
C30 C21 C22 C23 3.0(7) . . . . ?
C21 C22 C23 C24 -1.6(7) . . . . ?
C22 C23 C24 C29 -1.8(7) . . . . ?
C22 C23 C24 C25 180.0(5) . . . . ?
C29 C24 C25 C26 -1.8(7) . . . . ?
C23 C24 C25 C26 176.3(5) . . . . ?
C24 C25 C26 C27 0.1(8) . . . . ?
C25 C26 C27 C28 1.1(8) . . . . ?
C26 C27 C28 C29 -0.7(8) . . . . ?
C27 C28 C29 C24 -1.0(7) . . . . ?
C27 C28 C29 C30 179.4(5) . . . . ?
C25 C24 C29 C28 2.2(7) . . . . ?
C23 C24 C29 C28 -176.0(5) . . . . ?
C25 C24 C29 C30 -178.1(4) . . . . ?
C23 C24 C29 C30 3.6(6) . . . . ?
O3 C21 C30 C31 0.0(7) . . . . ?
C22 C21 C30 C31 179.3(4) . . . . ?
O3 C21 C30 C29 179.7(4) . . . . ?
C22 C21 C30 C29 -1.1(7) . . . . ?
C28 C29 C30 C21 177.4(5) . . . . ?
C24 C29 C30 C21 -2.2(7) . . . . ?
C28 C29 C30 C31 -3.0(7) . . . . ?
C24 C29 C30 C31 177.4(4) . . . . ?
C32 N2 C31 C30 180.0(4) . . . . ?
Cu1 N2 C31 C30 1.6(8) . . . . ?
C21 C30 C31 N2 5.3(8) . . . . ?
C29 C30 C31 N2 -174.3(5) . . . . ?
C31 N2 C32 C34 -60.2(6) . . . . ?
Cu1 N2 C32 C34 118.3(4) . . . . ?
C31 N2 C32 C33 68.5(6) . . . . ?
Cu1 N2 C32 C33 -113.0(4) . . . . ?
N2 C32 C34 C35 133.7(4) . . . . ?
C33 C32 C34 C35 6.9(6) . . . . ?
N2 C32 C34 C40 -49.0(5) . . . . ?
C33 C32 C34 C40 -175.8(4) . . . . ?
C40 C34 C35 C36 -1.9(7) . . . . ?
C32 C34 C35 C36 175.4(4) . . . . ?
C37 O4 C36 C38 3.4(9) . . . . ?
C37 O4 C36 C35 -175.9(5) . . . . ?
C34 C35 C36 O4 179.5(5) . . . . ?
C34 C35 C36 C38 0.2(8) . . . . ?
O4 C36 C38 C39 -177.3(5) . . . . ?
C35 C36 C38 C39 2.0(7) . . . . ?
C36 C38 C39 C40 -2.4(8) . . . . ?
C38 C39 C40 C34 0.7(8) . . . . ?
C35 C34 C40 C39 1.5(7) . . . . ?
C32 C34 C40 C39 -175.9(4) . . . . ?
O7 Cu2 O5 C42 83.5(5) . . . . ?
N3 Cu2 O5 C42 -20.8(4) . . . . ?
N4 Cu2 O5 C42 -170.5(4) . . . . ?
O5 Cu2 O7 C61 116.5(4) . . . . ?
N3 Cu2 O7 C61 -139.5(4) . . . . ?
N4 Cu2 O7 C61 10.1(4) . . . . ?
O5 Cu2 N3 C51 5.9(4) . . . . ?
O7 Cu2 N3 C51 -144.9(4) . . . . ?
N4 Cu2 N3 C51 110.9(5) . . . . ?
O5 Cu2 N3 C52 -164.9(3) . . . . ?
O7 Cu2 N3 C52 44.4(3) . . . . ?
N4 Cu2 N3 C52 -59.8(5) . . . . ?
O5 Cu2 N4 C71 -159.9(4) . . . . ?
O7 Cu2 N4 C71 -8.9(4) . . . . ?
N3 Cu2 N4 C71 95.5(5) . . . . ?
O5 Cu2 N4 C72 22.7(3) . . . . ?
O7 Cu2 N4 C72 173.7(3) . . . . ?
N3 Cu2 N4 C72 -81.9(5) . . . . ?
Cu2 O5 C42 C50 22.2(6) . . . . ?
Cu2 O5 C42 C43 -161.7(3) . . . . ?
O5 C42 C43 C44 -178.0(5) . . . . ?
C50 C42 C43 C44 -1.8(7) . . . . ?
C42 C43 C44 C48 1.6(8) . . . . ?
C49 C45 C46 C41 0.7(7) . . . . ?
C47 C41 C46 C45 -1.8(8) . . . . ?
C46 C41 C47 C48 1.7(8) . . . . ?
C43 C44 C48 C47 179.6(5) . . . . ?
C43 C44 C48 C49 0.8(7) . . . . ?
C41 C47 C48 C44 -179.3(5) . . . . ?
C41 C47 C48 C49 -0.4(7) . . . . ?
C46 C45 C49 C48 0.5(7) . . . . ?
C46 C45 C49 C50 -178.4(4) . . . . ?
C44 C48 C49 C45 178.3(4) . . . . ?
C47 C48 C49 C45 -0.6(6) . . . . ?
C44 C48 C49 C50 -2.9(7) . . . . ?
C47 C48 C49 C50 178.3(4) . . . . ?
O5 C42 C50 C51 -3.4(7) . . . . ?
C43 C42 C50 C51 -179.3(5) . . . . ?
O5 C42 C50 C49 175.6(4) . . . . ?
C43 C42 C50 C49 -0.3(7) . . . . ?
C45 C49 C50 C42 -178.6(4) . . . . ?
C48 C49 C50 C42 2.6(7) . . . . ?
C45 C49 C50 C51 0.4(7) . . . . ?
C48 C49 C50 C51 -178.4(4) . . . . ?
C52 N3 C51 C50 178.8(5) . . . . ?
Cu2 N3 C51 C50 8.7(7) . . . . ?
C42 C50 C51 N3 -13.2(8) . . . . ?
C49 C50 C51 N3 167.8(5) . . . . ?
C51 N3 C52 C54 -117.0(5) . . . . ?
Cu2 N3 C52 C54 54.0(5) . . . . ?
C51 N3 C52 C53 8.3(7) . . . . ?
Cu2 N3 C52 C53 179.3(3) . . . . ?
N3 C52 C54 C59 56.5(6) . . . . ?
C53 C52 C54 C59 -72.0(6) . . . . ?
N3 C52 C54 C55 -125.6(5) . . . . ?
C53 C52 C54 C55 105.8(5) . . . . ?
C59 C54 C55 C56 1.3(8) . . . . ?
C52 C54 C55 C56 -176.6(4) . . . . ?
C60 O6 C56 C55 9.1(7) . . . . ?
C60 O6 C56 C57 -172.4(4) . . . . ?
C54 C55 C56 O6 178.7(5) . . . . ?
C54 C55 C56 C57 0.3(8) . . . . ?
O6 C56 C57 C58 -179.8(5) . . . . ?
C55 C56 C57 C58 -1.2(8) . . . . ?
C56 C57 C58 C59 0.6(9) . . . . ?
C55 C54 C59 C58 -1.9(8) . . . . ?
C52 C54 C59 C58 176.0(5) . . . . ?
C57 C58 C59 C54 1.0(9) . . . . ?
Cu2 O7 C61 C70 -4.0(7) . . . . ?
Cu2 O7 C61 C62 176.2(3) . . . . ?
O7 C61 C62 C63 -179.8(4) . . . . ?
C70 C61 C62 C63 0.3(7) . . . . ?
C61 C62 C63 C68 3.0(7) . . . . ?
C68 C65 C66 C67 0.3(8) . . . . ?
C69 C64 C67 C66 0.0(8) . . . . ?
C65 C66 C67 C64 -1.9(8) . . . . ?
C66 C65 C68 C63 -176.4(5) . . . . ?
C66 C65 C68 C69 3.0(7) . . . . ?
C62 C63 C68 C65 177.9(5) . . . . ?
C62 C63 C68 C69 -1.5(7) . . . . ?
C67 C64 C69 C68 3.3(7) . . . . ?
C67 C64 C69 C70 -179.1(5) . . . . ?
C65 C68 C69 C64 -4.7(6) . . . . ?
C63 C68 C69 C64 174.8(4) . . . . ?
C65 C68 C69 C70 177.6(4) . . . . ?
C63 C68 C69 C70 -2.9(6) . . . . ?
O7 C61 C70 C71 -6.5(7) . . . . ?
C62 C61 C70 C71 173.3(4) . . . . ?
O7 C61 C70 C69 175.3(4) . . . . ?
C62 C61 C70 C69 -4.8(6) . . . . ?
C64 C69 C70 C61 -171.4(5) . . . . ?
C68 C69 C70 C61 6.1(6) . . . . ?
C64 C69 C70 C71 10.4(7) . . . . ?
C68 C69 C70 C71 -172.1(4) . . . . ?
C72 N4 C71 C70 179.8(4) . . . . ?
Cu2 N4 C71 C70 2.3(7) . . . . ?
C61 C70 C71 N4 7.3(8) . . . . ?
C69 C70 C71 N4 -174.5(5) . . . . ?
C71 N4 C72 C73 88.8(5) . . . . ?
Cu2 N4 C72 C73 -93.7(4) . . . . ?
C71 N4 C72 C74 -40.7(6) . . . . ?
Cu2 N4 C72 C74 136.8(3) . . . . ?
N4 C72 C74 C79 -51.2(5) . . . . ?
C73 C72 C74 C79 -176.6(4) . . . . ?
N4 C72 C74 C75 125.7(4) . . . . ?
C73 C72 C74 C75 0.3(6) . . . . ?
C79 C74 C75 C76 1.4(6) . . . . ?
C72 C74 C75 C76 -175.5(4) . . . . ?
C80 O8 C76 C77 -177.7(4) . . . . ?
C80 O8 C76 C75 4.2(7) . . . . ?
C74 C75 C76 C77 1.3(7) . . . . ?
C74 C75 C76 O8 179.3(4) . . . . ?
O8 C76 C77 C78 179.3(4) . . . . ?
C75 C76 C77 C78 -2.5(7) . . . . ?
C76 C77 C78 C79 1.0(7) . . . . ?
C77 C78 C79 C74 1.6(7) . . . . ?
C75 C74 C79 C78 -2.8(7) . . . . ?
C72 C74 C79 C78 174.2(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full 25.21
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max 0.434
_refine_diff_density_min -0.829
_refine_diff_density_rms 0.065
_database_code_depnum_ccdc_archive 'CCDC 962486'
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# This CIF contains data from an original supplementary publication
# deposited with the CCDC, and may include chemical, crystal,
# experimental, refinement, atomic coordinates,
# anisotropic displacement parameters and molecular geometry data,
# as required by the journal to which it was submitted.
#
# This CIF is provided on the understanding that it is used for bona
# fide research purposes only. It may contain copyright material
# of the CCDC or of third parties, and may not be copied or further
# disseminated in any form, whether machine-readable or not,
# except for the purpose of generating routine backup copies
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#
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# data retrieval see:
# www.ccdc.cam.ac.uk
#
# Bona fide researchers may freely download Mercury and enCIFer
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#
data_CuRLl4
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
\L-rac-Bis{(R)-N-1-(4-bromophenyl)ethyl-2-oxo-1-naphthaldiminato-\k^2^N,O}copper(II)
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C38 H30 Br2 Cu N2 O2'
_chemical_formula_sum 'C38 H30 Br2 Cu N2 O2'
_chemical_formula_weight 770.00
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'
_space_group_crystal_system monoclinic
_space_group_IT_number 4
_space_group_name_H-M_alt 'P 21'
_space_group_name_Hall 'P 2yb'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
_cell_length_a 16.146(5)
_cell_length_b 5.602(3)
_cell_length_c 17.357(6)
_cell_angle_alpha 90.00
_cell_angle_beta 99.10(3)
_cell_angle_gamma 90.00
_cell_volume 1550.1(10)
_cell_formula_units_Z 2
_cell_measurement_temperature 120(2)
_cell_measurement_reflns_used 1803
_cell_measurement_theta_min 2.37
_cell_measurement_theta_max 22.85
_exptl_crystal_description Needle
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.03
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.650
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 774
_exptl_absorpt_coefficient_mu 3.321
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.4357
_exptl_absorpt_correction_T_max 0.9069
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2012) SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 120(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirror'
_diffrn_measurement_device_type 'Bruker Kappa APEX-II CCD area detector'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 17213
_diffrn_reflns_av_R_equivalents 0.0433
_diffrn_reflns_av_sigmaI/netI 0.0718
_diffrn_reflns_limit_h_min -21
_diffrn_reflns_limit_h_max 21
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_theta_min 1.88
_diffrn_reflns_theta_max 28.08
_reflns_number_total 7353
_reflns_number_gt 6041
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'GIS (Bruker)'
_computing_cell_refinement
;
APEX2 (Bruker, 2013),
SAINT (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013),
XPREP (Sheldrick, 2008)
;
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-2013 (Sheldrick, 2008)'
_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^ > 2sigma(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.
In certain non-centrosymmetric space groups the origin along unique polar
directions needs to be fixed. The SHELXL-97 program automatically applies
least-square restraints for origin fixing in polar space groups, that is,
3 for space group P1 and 1 for space group P21.
Ref.: H. D. Flack and D. Schwarzenbach,
Acta Crystallogr. A, 1988, 44, 499-506.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0195P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.005(6)
_chemical_absolute_configuration rmad
_refine_ls_number_reflns 7353
_refine_ls_number_parameters 408
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0498
_refine_ls_R_factor_gt 0.0326
_refine_ls_wR_factor_ref 0.0610
_refine_ls_wR_factor_gt 0.0574
_refine_ls_goodness_of_fit_ref 0.916
_refine_ls_restrained_S_all 0.916
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
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
Br1 Br 0.88542(2) 0.06733(6) 0.303652(18) 0.03203(10) Uani 1 1 d . . .
Br2 Br 0.31273(2) -0.14219(9) 0.77745(2) 0.04517(12) Uani 1 1 d . . .
Cu Cu 0.75378(2) 0.13330(6) 0.778621(18) 0.01343(8) Uani 1 1 d . . .
O1 O 0.81139(12) -0.1551(4) 0.79155(10) 0.0163(4) Uani 1 1 d . . .
O2 O 0.69116(12) 0.4144(4) 0.76316(10) 0.0165(5) Uani 1 1 d . . .
N1 N 0.78693(14) 0.1638(4) 0.67312(12) 0.0128(5) Uani 1 1 d . . .
N2 N 0.72585(13) 0.1088(4) 0.88612(12) 0.0135(5) Uani 1 1 d . . .
C1 C 0.88012(18) 0.0502(6) 0.41180(16) 0.0200(7) Uani 1 1 d . . .
C2 C 0.9182(2) 0.2208(6) 0.46027(17) 0.0230(7) Uani 1 1 d . . .
H30 H 0.9487 0.3459 0.4407 0.028 Uiso 1 1 calc R . .
C3 C 0.91188(19) 0.2099(6) 0.53911(17) 0.0195(7) Uani 1 1 d . . .
H29 H 0.9381 0.3298 0.5733 0.023 Uiso 1 1 calc R . .
C4 C 0.86877(17) 0.0305(5) 0.56856(15) 0.0145(6) Uani 1 1 d . . .
C5 C 0.85832(17) 0.0185(5) 0.65345(15) 0.0157(6) Uani 1 1 d . . .
H23 H 0.8462 -0.1517 0.6649 0.019 Uiso 1 1 calc R . .
C6 C 0.83699(17) -0.2757(5) 0.85426(16) 0.0134(6) Uani 1 1 d . . .
C7 C 0.82061(18) -0.2166(5) 0.92844(15) 0.0133(6) Uani 1 1 d . . .
C8 C 0.76332(17) -0.0340(5) 0.93854(16) 0.0144(6) Uani 1 1 d . . .
H9 H 0.7509 -0.0138 0.9898 0.017 Uiso 1 1 calc R . .
C9 C 0.66017(18) 0.2644(6) 0.90895(16) 0.0166(6) Uani 1 1 d . . .
H5 H 0.6652 0.4224 0.8833 0.020 Uiso 1 1 calc R . .
C10 C 0.57580(17) 0.1646(6) 0.87551(16) 0.0171(6) Uani 1 1 d . . .
C11 C 0.5506(2) -0.0550(6) 0.89904(18) 0.0218(7) Uani 1 1 d . . .
H4 H 0.5877 -0.1457 0.9357 0.026 Uiso 1 1 calc R . .
C12 C 0.4732(2) -0.1444(7) 0.87048(18) 0.0279(7) Uani 1 1 d . . .
H3 H 0.4568 -0.2964 0.8871 0.033 Uiso 1 1 calc R . .
C13 C 0.4193(2) -0.0147(7) 0.81801(19) 0.0270(8) Uani 1 1 d . . .
C14 C 0.4411(2) 0.2020(6) 0.79382(18) 0.0257(8) Uani 1 1 d . . .
H2 H 0.4027 0.2926 0.7582 0.031 Uiso 1 1 calc R . .
C15 C 0.51973(18) 0.2899(6) 0.82165(16) 0.0214(7) Uani 1 1 d . . .
H1 H 0.5360 0.4401 0.8035 0.026 Uiso 1 1 calc R . .
C16 C 0.6665(2) 0.3117(6) 0.99556(16) 0.0215(7) Uani 1 1 d . . .
H7 H 0.6534 0.1651 1.0220 0.032 Uiso 1 1 calc R . .
H8 H 0.6266 0.4370 1.0041 0.032 Uiso 1 1 calc R . .
H6 H 0.7235 0.3636 1.0166 0.032 Uiso 1 1 calc R . .
C17 C 0.85575(16) -0.3558(6) 0.99511(15) 0.0139(6) Uani 1 1 d . . .
C18 C 0.89839(17) -0.5676(5) 0.98265(16) 0.0151(6) Uani 1 1 d . . .
C19 C 0.93010(18) -0.7125(6) 1.04626(16) 0.0186(7) Uani 1 1 d . . .
H13 H 0.9583 -0.8563 1.0374 0.022 Uiso 1 1 calc R . .
C20 C 0.92133(18) -0.6516(6) 1.12034(16) 0.0207(7) Uani 1 1 d . . .
H12 H 0.9426 -0.7533 1.1627 0.025 Uiso 1 1 calc R . .
C21 C 0.88170(18) -0.4432(6) 1.13365(16) 0.0214(7) Uani 1 1 d . . .
H11 H 0.8763 -0.3991 1.1855 0.026 Uiso 1 1 calc R . .
C22 C 0.84988(18) -0.2983(5) 1.07284(16) 0.0165(6) Uani 1 1 d . . .
H10 H 0.8229 -0.1540 1.0834 0.020 Uiso 1 1 calc R . .
C23 C 0.91173(17) -0.6253(6) 0.90647(15) 0.0163(6) Uani 1 1 d . . .
H15 H 0.9416 -0.7669 0.8983 0.020 Uiso 1 1 calc R . .
C24 C 0.88326(18) -0.4849(5) 0.84493(16) 0.0154(6) Uani 1 1 d . . .
H14 H 0.8945 -0.5272 0.7946 0.018 Uiso 1 1 calc R . .
C25 C 0.66606(17) 0.5309(5) 0.69949(16) 0.0142(6) Uani 1 1 d . . .
C26 C 0.68324(17) 0.4637(5) 0.62649(16) 0.0125(6) Uani 1 1 d . . .
C27 C 0.74542(17) 0.2914(5) 0.61911(16) 0.0133(6) Uani 1 1 d . . .
H16 H 0.7579 0.2673 0.5680 0.016 Uiso 1 1 calc R . .
C28 C 0.64673(17) 0.5959(5) 0.55805(15) 0.0137(6) Uani 1 1 d . . .
C29 C 0.65136(18) 0.5232(6) 0.48135(16) 0.0178(7) Uani 1 1 d . . .
H22 H 0.6778 0.3760 0.4730 0.021 Uiso 1 1 calc R . .
C30 C 0.61879(18) 0.6592(6) 0.41842(17) 0.0209(7) Uani 1 1 d . . .
H21 H 0.6230 0.6057 0.3672 0.025 Uiso 1 1 calc R . .
C31 C 0.58001(18) 0.8725(6) 0.42859(17) 0.0219(7) Uani 1 1 d . . .
H17 H 0.5590 0.9689 0.3848 0.026 Uiso 1 1 calc R . .
C32 C 0.57202(18) 0.9441(5) 0.50170(17) 0.0176(7) Uani 1 1 d . . .
H18 H 0.5442 1.0903 0.5085 0.021 Uiso 1 1 calc R . .
C33 C 0.60375(17) 0.8079(5) 0.56730(16) 0.0147(6) Uani 1 1 d . . .
C34 C 0.59180(17) 0.8768(6) 0.64304(16) 0.0167(6) Uani 1 1 d . . .
H20 H 0.5633 1.0218 0.6497 0.020 Uiso 1 1 calc R . .
C35 C 0.61987(18) 0.7415(5) 0.70638(17) 0.0156(6) Uani 1 1 d . . .
H19 H 0.6083 0.7890 0.7561 0.019 Uiso 1 1 calc R . .
C36 C 0.93809(17) 0.0860(6) 0.70685(15) 0.0233(7) Uani 1 1 d . . .
H25 H 0.9840 -0.0172 0.6962 0.035 Uiso 1 1 calc R . .
H24 H 0.9301 0.0660 0.7613 0.035 Uiso 1 1 calc R . .
H26 H 0.9519 0.2529 0.6977 0.035 Uiso 1 1 calc R . .
C37 C 0.83282(18) -0.1426(6) 0.51778(16) 0.0196(7) Uani 1 1 d . . .
H28 H 0.8039 -0.2712 0.5373 0.023 Uiso 1 1 calc R . .
C38 C 0.83770(19) -0.1341(6) 0.43867(17) 0.0240(7) Uani 1 1 d . . .
H27 H 0.8121 -0.2540 0.4042 0.029 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0371(2) 0.0437(2) 0.01790(16) 0.00486(15) 0.01250(13) 0.00650(17)
Br2 0.0266(2) 0.0707(3) 0.0387(2) -0.0122(2) 0.00671(15) -0.0217(2)
Cu 0.01548(18) 0.01389(18) 0.01128(16) 0.00130(14) 0.00319(13) 0.00163(15)
O1 0.0244(11) 0.0155(11) 0.0093(10) 0.0028(9) 0.0034(8) 0.0042(10)
O2 0.0202(11) 0.0177(12) 0.0117(10) 0.0012(8) 0.0031(8) 0.0033(9)
N1 0.0151(12) 0.0120(13) 0.0115(11) -0.0001(10) 0.0028(9) 0.0013(11)
N2 0.0135(12) 0.0131(14) 0.0149(11) 0.0000(11) 0.0055(9) 0.0005(11)
C1 0.0202(16) 0.0252(17) 0.0157(14) 0.0030(14) 0.0064(12) 0.0072(15)
C2 0.0255(18) 0.0213(17) 0.0253(18) 0.0033(14) 0.0134(14) -0.0026(14)
C3 0.0203(16) 0.0170(16) 0.0217(16) -0.0028(12) 0.0051(13) -0.0020(13)
C4 0.0124(15) 0.0173(16) 0.0141(14) 0.0020(12) 0.0034(11) 0.0055(13)
C5 0.0180(16) 0.0138(16) 0.0158(14) -0.0011(12) 0.0042(11) 0.0036(12)
C6 0.0124(15) 0.0140(15) 0.0135(14) 0.0008(12) 0.0015(11) -0.0026(12)
C7 0.0163(15) 0.0122(15) 0.0117(14) 0.0024(11) 0.0026(11) -0.0025(12)
C8 0.0143(15) 0.0189(16) 0.0117(14) 0.0003(12) 0.0069(11) -0.0053(13)
C9 0.0174(16) 0.0175(16) 0.0160(15) -0.0002(12) 0.0059(12) 0.0022(13)
C10 0.0156(15) 0.0209(17) 0.0169(15) -0.0045(13) 0.0088(11) 0.0028(13)
C11 0.0196(17) 0.0215(17) 0.0271(18) -0.0027(14) 0.0124(13) 0.0011(14)
C12 0.0270(18) 0.0242(18) 0.0365(19) -0.0072(17) 0.0176(14) -0.0051(16)
C13 0.0160(17) 0.041(2) 0.0254(18) -0.0119(15) 0.0085(13) -0.0051(15)
C14 0.0233(18) 0.035(2) 0.0193(17) -0.0027(14) 0.0034(13) 0.0040(15)
C15 0.0211(17) 0.0257(18) 0.0184(16) -0.0021(13) 0.0060(13) 0.0019(14)
C16 0.0258(17) 0.0201(18) 0.0200(16) -0.0029(13) 0.0078(13) 0.0023(14)
C17 0.0095(13) 0.0171(15) 0.0150(14) -0.0003(13) 0.0012(10) -0.0029(13)
C18 0.0102(14) 0.0183(17) 0.0163(15) 0.0025(12) 0.0010(11) -0.0016(12)
C19 0.0170(16) 0.0175(17) 0.0207(16) 0.0024(13) 0.0010(12) 0.0015(13)
C20 0.0227(16) 0.0231(18) 0.0149(15) 0.0084(14) -0.0010(12) 0.0019(15)
C21 0.0220(16) 0.0285(17) 0.0141(14) 0.0011(14) 0.0039(11) -0.0034(15)
C22 0.0161(15) 0.0177(16) 0.0162(15) 0.0007(12) 0.0043(12) -0.0014(12)
C23 0.0154(15) 0.0139(15) 0.0193(15) -0.0013(13) 0.0014(11) 0.0003(13)
C24 0.0176(16) 0.0171(17) 0.0122(14) -0.0012(12) 0.0045(11) -0.0020(13)
C25 0.0100(14) 0.0173(16) 0.0148(14) 0.0010(12) 0.0002(11) 0.0009(13)
C26 0.0105(14) 0.0132(14) 0.0136(14) 0.0011(11) 0.0014(11) -0.0012(11)
C27 0.0146(15) 0.0138(15) 0.0116(14) -0.0003(11) 0.0027(11) -0.0028(12)
C28 0.0119(13) 0.0135(17) 0.0151(13) 0.0018(12) 0.0005(10) -0.0026(12)
C29 0.0188(16) 0.0149(17) 0.0191(15) -0.0003(12) 0.0013(12) 0.0009(13)
C30 0.0235(17) 0.0238(18) 0.0142(14) 0.0026(13) -0.0003(12) -0.0004(15)
C31 0.0194(16) 0.0243(18) 0.0203(16) 0.0084(15) -0.0020(12) -0.0002(15)
C32 0.0155(16) 0.0132(15) 0.0231(17) 0.0038(12) -0.0004(12) -0.0008(13)
C33 0.0100(14) 0.0136(15) 0.0195(15) -0.0003(12) -0.0007(11) -0.0033(12)
C34 0.0127(14) 0.0128(15) 0.0246(16) -0.0001(13) 0.0032(12) 0.0002(13)
C35 0.0154(16) 0.0147(15) 0.0170(15) -0.0019(12) 0.0032(12) 0.0017(13)
C36 0.0169(15) 0.035(2) 0.0183(15) -0.0029(15) 0.0019(11) 0.0079(15)
C37 0.0207(16) 0.0172(16) 0.0219(15) 0.0006(14) 0.0064(12) -0.0045(15)
C38 0.0279(18) 0.0238(18) 0.0203(16) -0.0057(15) 0.0045(13) -0.0028(16)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Br1 C1 1.895(3) . ?
Br2 C13 1.894(3) . ?
Cu O1 1.860(2) . ?
Cu O2 1.868(2) . ?
Cu N1 1.995(2) . ?
Cu N2 1.993(2) . ?
O1 C6 1.292(3) . ?
O2 C25 1.292(3) . ?
N1 C27 1.281(3) . ?
N1 C5 1.494(3) . ?
N2 C8 1.288(4) . ?
N2 C9 1.475(4) . ?
C1 C38 1.362(5) . ?
C1 C2 1.355(4) . ?
C2 C3 1.390(4) . ?
C2 H30 0.9500 . ?
C3 C4 1.367(4) . ?
C3 H29 0.9500 . ?
C4 C37 1.375(4) . ?
C4 C5 1.511(4) . ?
C5 C36 1.511(4) . ?
C5 H23 1.0000 . ?
C6 C7 1.395(4) . ?
C6 C24 1.413(4) . ?
C7 C8 1.409(4) . ?
C7 C17 1.436(4) . ?
C8 H9 0.9500 . ?
C9 C10 1.502(4) . ?
C9 C16 1.514(4) . ?
C9 H5 1.0000 . ?
C10 C15 1.385(4) . ?
C10 C11 1.378(4) . ?
C11 C12 1.365(4) . ?
C11 H4 0.9500 . ?
C12 C13 1.365(5) . ?
C12 H3 0.9500 . ?
C13 C14 1.349(5) . ?
C14 C15 1.376(4) . ?
C14 H2 0.9500 . ?
C15 H1 0.9500 . ?
C16 H7 0.9800 . ?
C16 H8 0.9800 . ?
C16 H6 0.9800 . ?
C17 C22 1.405(4) . ?
C17 C18 1.406(4) . ?
C18 C19 1.400(4) . ?
C18 C23 1.411(4) . ?
C19 C20 1.359(4) . ?
C19 H13 0.9500 . ?
C20 C21 1.368(5) . ?
C20 H12 0.9500 . ?
C21 C22 1.366(4) . ?
C21 H11 0.9500 . ?
C22 H10 0.9500 . ?
C23 C24 1.347(4) . ?
C23 H15 0.9500 . ?
C24 H14 0.9500 . ?
C25 C26 1.391(4) . ?
C25 C35 1.411(4) . ?
C26 C27 1.413(4) . ?
C26 C28 1.444(4) . ?
C27 H16 0.9500 . ?
C28 C33 1.398(4) . ?
C28 C29 1.405(4) . ?
C29 C30 1.367(4) . ?
C29 H22 0.9500 . ?
C30 C31 1.373(5) . ?
C30 H21 0.9500 . ?
C31 C32 1.356(4) . ?
C31 H17 0.9500 . ?
C32 C33 1.399(4) . ?
C32 H18 0.9500 . ?
C33 C34 1.412(4) . ?
C34 C35 1.353(4) . ?
C34 H20 0.9500 . ?
C35 H19 0.9500 . ?
C36 H25 0.9800 . ?
C36 H24 0.9800 . ?
C36 H26 0.9800 . ?
C37 C38 1.388(4) . ?
C37 H28 0.9500 . ?
C38 H27 0.9500 . ?
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
O1 Cu O2 177.09(9) . . ?
O1 Cu N1 89.05(9) . . ?
O2 Cu N1 90.79(9) . . ?
O1 Cu N2 90.59(9) . . ?
O2 Cu N2 89.71(9) . . ?
N1 Cu N2 177.35(10) . . ?
C6 O1 Cu 130.02(18) . . ?
C25 O2 Cu 129.65(18) . . ?
C27 N1 C5 118.0(2) . . ?
C27 N1 Cu 122.3(2) . . ?
C5 N1 Cu 119.47(17) . . ?
C8 N2 C9 117.0(2) . . ?
C8 N2 Cu 123.6(2) . . ?
C9 N2 Cu 119.33(18) . . ?
C38 C1 C2 121.7(3) . . ?
C38 C1 Br1 118.8(2) . . ?
C2 C1 Br1 119.5(2) . . ?
C1 C2 C3 118.9(3) . . ?
C1 C2 H30 120.5 . . ?
C3 C2 H30 120.5 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H29 119.3 . . ?
C2 C3 H29 119.3 . . ?
C3 C4 C37 117.8(3) . . ?
C3 C4 C5 122.6(3) . . ?
C37 C4 C5 119.5(3) . . ?
N1 C5 C4 114.1(2) . . ?
N1 C5 C36 109.7(2) . . ?
C4 C5 C36 111.8(2) . . ?
N1 C5 H23 107.0 . . ?
C4 C5 H23 107.0 . . ?
C36 C5 H23 107.0 . . ?
O1 C6 C7 124.8(3) . . ?
O1 C6 C24 116.2(2) . . ?
C7 C6 C24 118.9(3) . . ?
C6 C7 C8 120.8(3) . . ?
C6 C7 C17 120.4(3) . . ?
C8 C7 C17 118.5(3) . . ?
N2 C8 C7 127.4(3) . . ?
N2 C8 H9 116.3 . . ?
C7 C8 H9 116.3 . . ?
N2 C9 C10 108.8(2) . . ?
N2 C9 C16 115.6(2) . . ?
C10 C9 C16 111.3(2) . . ?
N2 C9 H5 106.9 . . ?
C10 C9 H5 106.9 . . ?
C16 C9 H5 106.9 . . ?
C15 C10 C11 117.4(3) . . ?
C15 C10 C9 121.9(3) . . ?
C11 C10 C9 120.7(3) . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H4 119.5 . . ?
C10 C11 H4 119.5 . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 H3 120.1 . . ?
C13 C12 H3 120.1 . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 Br2 119.3(3) . . ?
C12 C13 Br2 119.5(3) . . ?
C13 C14 C15 118.9(3) . . ?
C13 C14 H2 120.5 . . ?
C15 C14 H2 120.5 . . ?
C14 C15 C10 121.6(3) . . ?
C14 C15 H1 119.2 . . ?
C10 C15 H1 119.2 . . ?
C9 C16 H7 109.5 . . ?
C9 C16 H8 109.5 . . ?
H7 C16 H8 109.5 . . ?
C9 C16 H6 109.5 . . ?
H7 C16 H6 109.5 . . ?
H8 C16 H6 109.5 . . ?
C22 C17 C18 116.8(3) . . ?
C22 C17 C7 124.9(3) . . ?
C18 C17 C7 118.4(2) . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 C23 121.0(3) . . ?
C17 C18 C23 119.3(3) . . ?
C20 C19 C18 121.4(3) . . ?
C20 C19 H13 119.3 . . ?
C18 C19 H13 119.3 . . ?
C19 C20 C21 119.7(3) . . ?
C19 C20 H12 120.2 . . ?
C21 C20 H12 120.2 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 H11 119.8 . . ?
C20 C21 H11 119.8 . . ?
C21 C22 C17 122.1(3) . . ?
C21 C22 H10 118.9 . . ?
C17 C22 H10 118.9 . . ?
C24 C23 C18 121.7(3) . . ?
C24 C23 H15 119.1 . . ?
C18 C23 H15 119.1 . . ?
C23 C24 C6 120.9(3) . . ?
C23 C24 H14 119.5 . . ?
C6 C24 H14 119.5 . . ?
O2 C25 C26 124.2(3) . . ?
O2 C25 C35 116.6(3) . . ?
C26 C25 C35 119.2(3) . . ?
C25 C26 C27 121.0(3) . . ?
C25 C26 C28 119.7(3) . . ?
C27 C26 C28 118.6(2) . . ?
N1 C27 C26 127.7(3) . . ?
N1 C27 H16 116.1 . . ?
C26 C27 H16 116.1 . . ?
C33 C28 C29 117.2(3) . . ?
C33 C28 C26 119.1(2) . . ?
C29 C28 C26 123.7(3) . . ?
C30 C29 C28 121.6(3) . . ?
C30 C29 H22 119.2 . . ?
C28 C29 H22 119.2 . . ?
C29 C30 C31 120.5(3) . . ?
C29 C30 H21 119.7 . . ?
C31 C30 H21 119.7 . . ?
C32 C31 C30 119.4(3) . . ?
C32 C31 H17 120.3 . . ?
C30 C31 H17 120.3 . . ?
C31 C32 C33 121.6(3) . . ?
C31 C32 H18 119.2 . . ?
C33 C32 H18 119.2 . . ?
C32 C33 C28 119.6(3) . . ?
C32 C33 C34 121.5(3) . . ?
C28 C33 C34 118.8(3) . . ?
C35 C34 C33 121.7(3) . . ?
C35 C34 H20 119.1 . . ?
C33 C34 H20 119.1 . . ?
C34 C35 C25 120.9(3) . . ?
C34 C35 H19 119.6 . . ?
C25 C35 H19 119.6 . . ?
C5 C36 H25 109.5 . . ?
C5 C36 H24 109.5 . . ?
H25 C36 H24 109.5 . . ?
C5 C36 H26 109.5 . . ?
H25 C36 H26 109.5 . . ?
H24 C36 H26 109.5 . . ?
C4 C37 C38 121.7(3) . . ?
C4 C37 H28 119.1 . . ?
C38 C37 H28 119.1 . . ?
C1 C38 C37 118.3(3) . . ?
C1 C38 H27 120.8 . . ?
C37 C38 H27 120.8 . . ?
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
N1 Cu O1 C6 163.0(2) . . . . ?
N2 Cu O1 C6 -14.4(2) . . . . ?
N1 Cu O2 C25 15.0(2) . . . . ?
N2 Cu O2 C25 -167.6(2) . . . . ?
O1 Cu N1 C27 156.6(2) . . . . ?
O2 Cu N1 C27 -20.5(2) . . . . ?
O1 Cu N1 C5 -18.3(2) . . . . ?
O2 Cu N1 C5 164.6(2) . . . . ?
O1 Cu N2 C8 16.1(2) . . . . ?
O2 Cu N2 C8 -166.8(2) . . . . ?
O1 Cu N2 C9 -165.3(2) . . . . ?
O2 Cu N2 C9 11.8(2) . . . . ?
C38 C1 C2 C3 -1.6(5) . . . . ?
Br1 C1 C2 C3 178.2(2) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C2 C3 C4 C37 1.1(4) . . . . ?
C2 C3 C4 C5 -177.8(3) . . . . ?
C27 N1 C5 C4 -3.7(4) . . . . ?
Cu N1 C5 C4 171.41(19) . . . . ?
C27 N1 C5 C36 122.6(3) . . . . ?
Cu N1 C5 C36 -62.3(3) . . . . ?
C3 C4 C5 N1 84.2(3) . . . . ?
C37 C4 C5 N1 -94.8(3) . . . . ?
C3 C4 C5 C36 -41.1(4) . . . . ?
C37 C4 C5 C36 140.0(3) . . . . ?
Cu O1 C6 C7 4.6(4) . . . . ?
Cu O1 C6 C24 -176.87(19) . . . . ?
O1 C6 C7 C8 9.3(4) . . . . ?
C24 C6 C7 C8 -169.2(3) . . . . ?
O1 C6 C7 C17 -176.7(3) . . . . ?
C24 C6 C7 C17 4.8(4) . . . . ?
C9 N2 C8 C7 172.2(3) . . . . ?
Cu N2 C8 C7 -9.2(4) . . . . ?
C6 C7 C8 N2 -6.1(5) . . . . ?
C17 C7 C8 N2 179.7(3) . . . . ?
C8 N2 C9 C10 -103.1(3) . . . . ?
Cu N2 C9 C10 78.2(3) . . . . ?
C8 N2 C9 C16 23.0(4) . . . . ?
Cu N2 C9 C16 -155.7(2) . . . . ?
N2 C9 C10 C15 -117.3(3) . . . . ?
C16 C9 C10 C15 114.2(3) . . . . ?
N2 C9 C10 C11 64.2(3) . . . . ?
C16 C9 C10 C11 -64.3(4) . . . . ?
C15 C10 C11 C12 -0.3(4) . . . . ?
C9 C10 C11 C12 178.3(3) . . . . ?
C10 C11 C12 C13 -0.3(5) . . . . ?
C11 C12 C13 C14 -0.3(5) . . . . ?
C11 C12 C13 Br2 179.0(2) . . . . ?
C12 C13 C14 C15 1.4(5) . . . . ?
Br2 C13 C14 C15 -177.9(2) . . . . ?
C13 C14 C15 C10 -2.0(5) . . . . ?
C11 C10 C15 C14 1.5(4) . . . . ?
C9 C10 C15 C14 -177.1(3) . . . . ?
C6 C7 C17 C22 173.5(3) . . . . ?
C8 C7 C17 C22 -12.3(4) . . . . ?
C6 C7 C17 C18 -7.4(4) . . . . ?
C8 C7 C17 C18 166.8(3) . . . . ?
C22 C17 C18 C19 1.9(4) . . . . ?
C7 C17 C18 C19 -177.2(3) . . . . ?
C22 C17 C18 C23 -175.3(3) . . . . ?
C7 C17 C18 C23 5.6(4) . . . . ?
C17 C18 C19 C20 -0.7(4) . . . . ?
C23 C18 C19 C20 176.5(3) . . . . ?
C18 C19 C20 C21 -0.8(5) . . . . ?
C19 C20 C21 C22 1.0(5) . . . . ?
C20 C21 C22 C17 0.4(5) . . . . ?
C18 C17 C22 C21 -1.8(4) . . . . ?
C7 C17 C22 C21 177.2(3) . . . . ?
C19 C18 C23 C24 -178.5(3) . . . . ?
C17 C18 C23 C24 -1.3(4) . . . . ?
C18 C23 C24 C6 -1.4(4) . . . . ?
O1 C6 C24 C23 -179.0(3) . . . . ?
C7 C6 C24 C23 -0.4(4) . . . . ?
Cu O2 C25 C26 -0.7(4) . . . . ?
Cu O2 C25 C35 -179.38(19) . . . . ?
O2 C25 C26 C27 -14.4(4) . . . . ?
C35 C25 C26 C27 164.3(3) . . . . ?
O2 C25 C26 C28 175.2(3) . . . . ?
C35 C25 C26 C28 -6.2(4) . . . . ?
C5 N1 C27 C26 -171.3(3) . . . . ?
Cu N1 C27 C26 13.7(4) . . . . ?
C25 C26 C27 N1 6.6(5) . . . . ?
C28 C26 C27 N1 177.2(3) . . . . ?
C25 C26 C28 C33 8.4(4) . . . . ?
C27 C26 C28 C33 -162.3(3) . . . . ?
C25 C26 C28 C29 -171.3(3) . . . . ?
C27 C26 C28 C29 18.0(4) . . . . ?
C33 C28 C29 C30 3.0(4) . . . . ?
C26 C28 C29 C30 -177.3(3) . . . . ?
C28 C29 C30 C31 -0.2(5) . . . . ?
C29 C30 C31 C32 -2.0(5) . . . . ?
C30 C31 C32 C33 1.2(5) . . . . ?
C31 C32 C33 C28 1.7(4) . . . . ?
C31 C32 C33 C34 -176.8(3) . . . . ?
C29 C28 C33 C32 -3.7(4) . . . . ?
C26 C28 C33 C32 176.6(3) . . . . ?
C29 C28 C33 C34 174.9(3) . . . . ?
C26 C28 C33 C34 -4.8(4) . . . . ?
C32 C33 C34 C35 177.7(3) . . . . ?
C28 C33 C34 C35 -0.8(4) . . . . ?
C33 C34 C35 C25 3.1(4) . . . . ?
O2 C25 C35 C34 179.3(3) . . . . ?
C26 C25 C35 C34 0.5(4) . . . . ?
C3 C4 C37 C38 -1.7(4) . . . . ?
C5 C4 C37 C38 177.3(3) . . . . ?
C2 C1 C38 C37 1.0(5) . . . . ?
Br1 C1 C38 C37 -178.8(2) . . . . ?
C4 C37 C38 C1 0.7(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full 28.08
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max 0.409
_refine_diff_density_min -0.574
_refine_diff_density_rms 0.072
_iucr_refine_instructions_details
;
TITL mo_scan_0m in P2(1)
CELL 0.71073 16.1462 5.6019 17.3570 90.000 99.105 90.000
ZERR 2.00 0.0053 0.0025 0.0058 0.000 0.025 0.000
LATT -1
SYMM -x, y+1/2, -z
SFAC C H N O CU BR
UNIT 76 60 4 4 2 4
LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!!
TEMP -153.000
SIZE 0.030 0.030 0.300
ACTA
L.S. 6
FMAP 2
PLAN -5 0 0.00
HTAB
BOND $H
CONF
OMIT 1 0 0
OMIT -1 0 1
OMIT 0 0 1
OMIT 6 3 3
WGHT 0.019500
FVAR 0.15235
BR1 6 0.885420 0.067331 0.303652 11.00000 0.03714 0.04368 =
0.01790 0.00486 0.01250 0.00650
BR2 6 0.312733 -0.142195 0.777455 11.00000 0.02661 0.07074 =
0.03867 -0.01225 0.00671 -0.02165
CU 5 0.753783 0.133303 0.778621 11.00000 0.01548 0.01389 =
0.01128 0.00130 0.00319 0.00163
O1 4 0.811386 -0.155052 0.791545 11.00000 0.02443 0.01545 =
0.00932 0.00277 0.00340 0.00418
O2 4 0.691157 0.414393 0.763159 11.00000 0.02021 0.01769 =
0.01171 0.00116 0.00306 0.00331
N1 3 0.786930 0.163790 0.673118 11.00000 0.01515 0.01204 =
0.01152 -0.00006 0.00282 0.00133
N2 3 0.725849 0.108808 0.886121 11.00000 0.01348 0.01313 =
0.01488 0.00004 0.00552 0.00054
C1 1 0.880123 0.050181 0.411804 11.00000 0.02019 0.02525 =
0.01570 0.00296 0.00636 0.00721
C2 1 0.918174 0.220823 0.460270 11.00000 0.02547 0.02130 =
0.02534 0.00332 0.01341 -0.00256
AFIX 43
H30 2 0.948675 0.345926 0.440665 11.00000 -1.20000
AFIX 0
C3 1 0.911878 0.209948 0.539115 11.00000 0.02032 0.01697 =
0.02166 -0.00278 0.00506 -0.00202
AFIX 43
H29 2 0.938093 0.329815 0.573293 11.00000 -1.20000
AFIX 0
C4 1 0.868775 0.030486 0.568563 11.00000 0.01244 0.01726 =
0.01408 0.00200 0.00337 0.00546
C5 1 0.858316 0.018541 0.653450 11.00000 0.01797 0.01382 =
0.01575 -0.00109 0.00420 0.00356
AFIX 13
H23 2 0.846174 -0.151731 0.664889 11.00000 -1.20000
AFIX 0
C6 1 0.836986 -0.275689 0.854262 11.00000 0.01238 0.01396 =
0.01355 0.00077 0.00150 -0.00258
C7 1 0.820613 -0.216551 0.928437 11.00000 0.01628 0.01216 =
0.01173 0.00244 0.00258 -0.00252
C8 1 0.763323 -0.033952 0.938541 11.00000 0.01434 0.01888 =
0.01168 0.00027 0.00694 -0.00525
AFIX 43
H9 2 0.750910 -0.013794 0.989849 11.00000 -1.20000
AFIX 0
C9 1 0.660169 0.264436 0.908948 11.00000 0.01744 0.01753 =
0.01604 -0.00024 0.00592 0.00220
AFIX 13
H5 2 0.665231 0.422408 0.883267 11.00000 -1.20000
AFIX 0
C10 1 0.575799 0.164594 0.875510 11.00000 0.01556 0.02092 =
0.01686 -0.00450 0.00883 0.00281
C11 1 0.550600 -0.055030 0.899039 11.00000 0.01960 0.02153 =
0.02709 -0.00271 0.01241 0.00107
AFIX 43
H4 2 0.587721 -0.145744 0.935744 11.00000 -1.20000
AFIX 0
C12 1 0.473196 -0.144357 0.870479 11.00000 0.02696 0.02420 =
0.03652 -0.00718 0.01756 -0.00514
AFIX 43
H3 2 0.456834 -0.296415 0.887080 11.00000 -1.20000
AFIX 0
C13 1 0.419348 -0.014697 0.818006 11.00000 0.01605 0.04126 =
0.02543 -0.01188 0.00847 -0.00507
C14 1 0.441083 0.202046 0.793823 11.00000 0.02326 0.03466 =
0.01932 -0.00272 0.00343 0.00398
AFIX 43
H2 2 0.402721 0.292551 0.758162 11.00000 -1.20000
AFIX 0
C15 1 0.519729 0.289897 0.821652 11.00000 0.02111 0.02571 =
0.01845 -0.00211 0.00600 0.00186
AFIX 43
H1 2 0.535954 0.440129 0.803483 11.00000 -1.20000
AFIX 0
C16 1 0.666466 0.311700 0.995558 11.00000 0.02584 0.02010 =
0.01997 -0.00288 0.00777 0.00227
AFIX 137
H7 2 0.653384 0.165140 1.022023 11.00000 -1.50000
H8 2 0.626552 0.437004 1.004115 11.00000 -1.50000
H6 2 0.723538 0.363553 1.016600 11.00000 -1.50000
AFIX 0
C17 1 0.855753 -0.355772 0.995112 11.00000 0.00952 0.01710 =
0.01498 -0.00032 0.00119 -0.00286
C18 1 0.898391 -0.567579 0.982652 11.00000 0.01017 0.01832 =
0.01633 0.00253 0.00097 -0.00159
C19 1 0.930104 -0.712477 1.046256 11.00000 0.01703 0.01749 =
0.02072 0.00241 0.00103 0.00150
AFIX 43
H13 2 0.958339 -0.856305 1.037441 11.00000 -1.20000
AFIX 0
C20 1 0.921330 -0.651633 1.120339 11.00000 0.02267 0.02313 =
0.01488 0.00844 -0.00096 0.00187
AFIX 43
H12 2 0.942611 -0.753300 1.162676 11.00000 -1.20000
AFIX 0
C21 1 0.881700 -0.443249 1.133653 11.00000 0.02201 0.02852 =
0.01412 0.00112 0.00391 -0.00341
AFIX 43
H11 2 0.876290 -0.399136 1.185471 11.00000 -1.20000
AFIX 0
C22 1 0.849876 -0.298315 1.072837 11.00000 0.01611 0.01768 =
0.01618 0.00074 0.00426 -0.00140
AFIX 43
H10 2 0.822900 -0.154010 1.083448 11.00000 -1.20000
AFIX 0
C23 1 0.911732 -0.625310 0.906467 11.00000 0.01539 0.01389 =
0.01928 -0.00132 0.00138 0.00031
AFIX 43
H15 2 0.941568 -0.766883 0.898335 11.00000 -1.20000
AFIX 0
C24 1 0.883264 -0.484911 0.844928 11.00000 0.01760 0.01714 =
0.01219 -0.00120 0.00448 -0.00204
AFIX 43
H14 2 0.894460 -0.527159 0.794576 11.00000 -1.20000
AFIX 0
C25 1 0.666064 0.530921 0.699488 11.00000 0.00997 0.01729 =
0.01479 0.00104 0.00017 0.00093
C26 1 0.683244 0.463679 0.626485 11.00000 0.01055 0.01321 =
0.01361 0.00108 0.00145 -0.00116
C27 1 0.745421 0.291370 0.619108 11.00000 0.01465 0.01382 =
0.01160 -0.00034 0.00273 -0.00277
AFIX 43
H16 2 0.757918 0.267305 0.567999 11.00000 -1.20000
AFIX 0
C28 1 0.646730 0.595868 0.558055 11.00000 0.01190 0.01351 =
0.01511 0.00180 0.00051 -0.00263
C29 1 0.651361 0.523209 0.481354 11.00000 0.01880 0.01493 =
0.01914 -0.00027 0.00126 0.00093
AFIX 43
H22 2 0.677780 0.375975 0.473045 11.00000 -1.20000
AFIX 0
C30 1 0.618788 0.659174 0.418421 11.00000 0.02349 0.02383 =
0.01420 0.00264 -0.00026 -0.00038
AFIX 43
H21 2 0.623010 0.605706 0.367246 11.00000 -1.20000
AFIX 0
C31 1 0.580006 0.872476 0.428586 11.00000 0.01945 0.02428 =
0.02027 0.00840 -0.00199 -0.00021
AFIX 43
H17 2 0.558971 0.968924 0.384827 11.00000 -1.20000
AFIX 0
C32 1 0.572019 0.944145 0.501696 11.00000 0.01552 0.01320 =
0.02305 0.00383 -0.00042 -0.00085
AFIX 43
H18 2 0.544219 1.090293 0.508504 11.00000 -1.20000
AFIX 0
C33 1 0.603748 0.807943 0.567304 11.00000 0.00998 0.01356 =
0.01948 -0.00030 -0.00069 -0.00331
C34 1 0.591797 0.876757 0.643044 11.00000 0.01269 0.01282 =
0.02464 -0.00013 0.00324 0.00018
AFIX 43
H20 2 0.563290 1.021836 0.649695 11.00000 -1.20000
AFIX 0
C35 1 0.619873 0.741514 0.706379 11.00000 0.01535 0.01469 =
0.01697 -0.00194 0.00320 0.00173
AFIX 43
H19 2 0.608335 0.788970 0.756147 11.00000 -1.20000
AFIX 0
C36 1 0.938089 0.085980 0.706850 11.00000 0.01686 0.03452 =
0.01828 -0.00289 0.00186 0.00790
AFIX 137
H25 2 0.983971 -0.017207 0.696206 11.00000 -1.50000
H24 2 0.930094 0.066033 0.761284 11.00000 -1.50000
H26 2 0.951942 0.252854 0.697696 11.00000 -1.50000
AFIX 0
C37 1 0.832824 -0.142571 0.517778 11.00000 0.02065 0.01716 =
0.02186 0.00063 0.00645 -0.00445
AFIX 43
H28 2 0.803911 -0.271199 0.537333 11.00000 -1.20000
AFIX 0
C38 1 0.837695 -0.134144 0.438673 11.00000 0.02794 0.02381 =
0.02035 -0.00574 0.00446 -0.00275
AFIX 43
H27 2 0.812065 -0.253993 0.404154 11.00000 -1.20000
HKLF 4 1 1 0 0 0 1 0 0 0 1
REM mo_scan_0m in P2(1)
REM R1 = 0.0326 for 6041 Fo > 4sig(Fo) and 0.0498 for all 7353 data
REM 408 parameters refined using 1 restraints
END
WGHT 0.0153 0.0000
REM Highest difference peak 0.409, deepest hole -0.574, 1-sigma level 0.072
Q1 1 0.2612 -0.0996 0.7472 11.00000 0.05 0.41
Q2 1 0.9374 0.0327 0.3303 11.00000 0.05 0.38
Q3 1 0.8250 0.0508 0.7813 11.00000 0.05 0.37
Q4 1 0.3173 -0.2974 0.8010 11.00000 0.05 0.37
Q5 1 0.3582 -0.2080 0.7605 11.00000 0.05 0.37
;
_database_code_depnum_ccdc_archive 'CCDC 962487'