#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:44:20 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178961 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/90/4119097.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4119097
loop_
_publ_author_name
'Park, Kyung-Ho'
'Marshall, Will J.'
_publ_section_title
;
 Remarkably Volatile Copper(II) Complexes ofN,N‘-Unsymmetrically
 Substituted 1,3-Diketimines as Precursors for Cu Metal Deposition via CVD
 or ALD
;
_journal_issue                   26
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9330
_journal_page_last               9331
_journal_paper_doi               10.1021/ja051158s
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C30 H42 Cu N4'
_chemical_formula_weight         522.22
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.795(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.730(15)
_cell_length_b                   14.223(11)
_cell_length_c                   10.114(7)
_cell_measurement_temperature    293(2)
_cell_volume                     2929(4)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.810
_diffrn_measured_fraction_theta_max 0.810
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0756
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5416
_diffrn_reflns_theta_full        28.11
_diffrn_reflns_theta_max         28.11
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.769
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            dk.purple
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_meas      hemisphere
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       iregblo
_exptl_crystal_F_000             1116
_exptl_crystal_size_max          .38
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .12
_refine_diff_density_max         1.243
_refine_diff_density_min         -1.204
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0708
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1143P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1698
_refine_ls_wR_factor_ref         0.1858
_reflns_number_gt                2085
_reflns_number_total             2901
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja051158ssup10.cif
_cod_data_source_block           04033
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4119097
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Cu1 Cu 0.0000 0.14837(5) 0.2500 0.0287(3) Uani 1 2 d S
N1 N 0.04793(15) 0.2374(2) 0.3859(3) 0.0281(7) Uani 1 1 d .
N2 N 0.07425(16) 0.0599(2) 0.2558(3) 0.0287(8) Uani 1 1 d .
C3 C 0.15268(19) 0.1540(3) 0.4133(4) 0.0309(9) Uani 1 1 d .
H3A H 0.1963 0.1561 0.4570 0.037 Uiso 1 1 calc R
C2 C 0.1118(2) 0.2277(3) 0.4451(4) 0.0321(10) Uani 1 1 d .
C4 C 0.13533(19) 0.0771(3) 0.3230(4) 0.0284(9) Uani 1 1 d .
C9 C 0.2540(3) -0.1345(4) 0.3469(6) 0.0628(16) Uani 1 1 d .
H9A H 0.2599 -0.1929 0.3889 0.075 Uiso 1 1 calc R
C5 C 0.19238(19) 0.0127(3) 0.3047(4) 0.0298(9) Uani 1 1 d .
C12 C -0.0218(2) 0.3048(3) 0.5489(4) 0.0372(10) Uani 1 1 d .
H12A H 0.0125 0.2875 0.6255 0.045 Uiso 1 1 calc R
C7 C 0.2883(3) -0.0173(4) 0.2034(6) 0.0593(15) Uani 1 1 d .
H7A H 0.3169 0.0026 0.1483 0.071 Uiso 1 1 calc R
C11 C 0.0114(2) 0.3195(3) 0.4239(4) 0.0341(10) Uani 1 1 d .
H11A H -0.0223 0.3364 0.3476 0.041 Uiso 1 1 calc R
H11B H 0.0415 0.3722 0.4420 0.041 Uiso 1 1 calc R
C1 C 0.1454(2) 0.2982(4) 0.5513(4) 0.0425(12) Uani 1 1 d .
H1A H 0.1222 0.3001 0.6249 0.064 Uiso 1 1 calc R
H1B H 0.1450 0.3596 0.5116 0.064 Uiso 1 1 calc R
H1C H 0.1899 0.2791 0.5837 0.064 Uiso 1 1 calc R
C14 C -0.0729(2) 0.2253(4) 0.5265(5) 0.0499(13) Uani 1 1 d .
H14A H -0.0521 0.1678 0.5078 0.075 Uiso 1 1 calc R
H14B H -0.1071 0.2408 0.4518 0.075 Uiso 1 1 calc R
H14C H -0.0914 0.2176 0.6060 0.075 Uiso 1 1 calc R
C15 C 0.0635(2) -0.0239(3) 0.1653(4) 0.0362(10) Uani 1 1 d .
H15A H 0.0759 -0.0798 0.2170 0.054 Uiso 1 1 calc R
H15B H 0.0896 -0.0181 0.0968 0.054 Uiso 1 1 calc R
H15C H 0.0179 -0.0277 0.1240 0.054 Uiso 1 1 calc R
C13 C -0.0527(2) 0.3987(4) 0.5832(4) 0.0514(13) Uani 1 1 d .
H13A H -0.0734 0.3898 0.6596 0.077 Uiso 1 1 calc R
H13B H -0.0849 0.4188 0.5074 0.077 Uiso 1 1 calc R
H13C H -0.0191 0.4456 0.6037 0.077 Uiso 1 1 calc R
C8 C 0.2971(2) -0.1054(4) 0.2649(5) 0.0503(13) Uani 1 1 d .
H8A H 0.3313 -0.1441 0.2513 0.060 Uiso 1 1 calc R
C10 C 0.2021(2) -0.0770(4) 0.3665(5) 0.0546(15) Uani 1 1 d .
H10A H 0.1734 -0.0978 0.4209 0.065 Uiso 1 1 calc R
C6 C 0.2369(2) 0.0414(4) 0.2240(5) 0.0483(13) Uani 1 1 d .
H6A H 0.2322 0.1004 0.1836 0.058 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
N2 Cu1 N2 101.1(2) 2 .
N2 Cu1 N1 135.16(12) 2 .
N2 Cu1 N1 95.70(14) . .
N2 Cu1 N1 95.69(14) 2 2
N2 Cu1 N1 135.16(12) . 2
N1 Cu1 N1 101.0(2) . 2
C2 N1 C11 118.1(3) . .
C2 N1 Cu1 124.0(3) . .
C11 N1 Cu1 117.9(3) . .
C4 N2 C15 118.3(3) . .
C4 N2 Cu1 123.6(3) . .
C15 N2 Cu1 117.5(2) . .
C2 C3 C4 128.3(4) . .
N1 C2 C3 123.4(4) . .
N1 C2 C1 121.3(4) . .
C3 C2 C1 115.4(4) . .
N2 C4 C3 124.4(4) . .
N2 C4 C5 120.4(3) . .
C3 C4 C5 115.3(3) . .
C8 C9 C10 120.5(5) . .
C6 C5 C10 117.6(4) . .
C6 C5 C4 120.2(4) . .
C10 C5 C4 122.1(3) . .
C14 C12 C13 111.4(4) . .
C14 C12 C11 112.0(4) . .
C13 C12 C11 109.2(4) . .
C8 C7 C6 120.5(4) . .
N1 C11 C12 115.4(3) . .
C9 C8 C7 119.3(5) . .
C9 C10 C5 120.9(4) . .
C7 C6 C5 121.1(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N2 1.981(4) 2
Cu1 N2 1.981(4) .
Cu1 N1 1.992(3) .
Cu1 N1 1.992(3) 2
N1 C2 1.355(5) .
N1 C11 1.481(5) .
N2 C4 1.343(5) .
N2 C15 1.494(5) .
C3 C2 1.422(6) .
C3 C4 1.427(6) .
C2 C1 1.538(6) .
C4 C5 1.534(6) .
C9 C8 1.390(7) .
C9 C10 1.396(7) .
C5 C6 1.402(6) .
C5 C10 1.419(6) .
C12 C14 1.537(7) .
C12 C13 1.548(6) .
C12 C11 1.562(5) .
C7 C8 1.396(8) .
C7 C6 1.400(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
N2 Cu1 N1 C2 114.4(3) 2
N2 Cu1 N1 C2 2.4(3) .
N1 Cu1 N1 C2 -135.8(3) 2
N2 Cu1 N1 C11 -65.9(3) 2
N2 Cu1 N1 C11 -177.8(3) .
N1 Cu1 N1 C11 44.0(2) 2
N2 Cu1 N2 C4 -146.1(3) 2
N1 Cu1 N2 C4 -7.9(3) .
N1 Cu1 N2 C4 104.0(3) 2
N2 Cu1 N2 C15 42.6(2) 2
N1 Cu1 N2 C15 -179.2(3) .
N1 Cu1 N2 C15 -67.3(3) 2
C11 N1 C2 C3 -177.6(3) .
Cu1 N1 C2 C3 2.2(5) .
C11 N1 C2 C1 1.4(5) .
Cu1 N1 C2 C1 -178.8(3) .
C4 C3 C2 N1 -3.2(6) .
C4 C3 C2 C1 177.8(4) .
C15 N2 C4 C3 -179.6(4) .
Cu1 N2 C4 C3 9.2(5) .
C15 N2 C4 C5 1.0(5) .
Cu1 N2 C4 C5 -170.3(2) .
C2 C3 C4 N2 -3.2(6) .
C2 C3 C4 C5 176.3(4) .
N2 C4 C5 C6 102.8(5) .
C3 C4 C5 C6 -76.7(5) .
N2 C4 C5 C10 -76.7(5) .
C3 C4 C5 C10 103.8(5) .
C2 N1 C11 C12 -87.8(4) .
Cu1 N1 C11 C12 92.4(4) .
C14 C12 C11 N1 -60.9(5) .
C13 C12 C11 N1 175.2(4) .
C10 C9 C8 C7 0.7(9) .
C6 C7 C8 C9 0.2(8) .
C8 C9 C10 C5 -0.6(9) .
C6 C5 C10 C9 -0.3(8) .
C4 C5 C10 C9 179.3(4) .
C8 C7 C6 C5 -1.1(8) .
C10 C5 C6 C7 1.2(7) .
C4 C5 C6 C7 -178.4(4) .
