#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:07:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180375 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/44/7204481.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7204481
loop_
_publ_author_name
'Chi, Yun'
'Hsu, Peng-Fu'
'Liu, Chao-Shiuan'
'Ching, Wei-Li'
'Chou, Tsung-Yi'
'Carty, Arthur J.'
'Peng, Shie-Ming'
'Lee, Gene-Hsiang'
'Chuang, Shiow-Huey'
_publ_section_title
;
 Fluorinated aminoalkoxide CuII complexes: new CVD precursors for
 deposition of copper metal
;
_journal_issue                   12
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              3541
_journal_paper_doi               10.1039/b205419a
_journal_volume                  12
_journal_year                    2002
_chemical_formula_sum            'C16 H26 Cu F12 N2 O3'
_chemical_formula_weight         585.93
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                65.919(1)
_cell_angle_beta                 74.578(1)
_cell_angle_gamma                83.479(1)
_cell_formula_units_Z            2
_cell_length_a                   9.9469(4)
_cell_length_b                   10.7389(4)
_cell_length_c                   12.8240(5)
_cell_measurement_reflns_used    5890
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.08
_cell_volume                     1205.57(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      150(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 1K CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16682
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.08
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.018
_exptl_absorpt_correction_T_max  0.8621
_exptl_absorpt_correction_T_min  0.7454
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       columnar
_exptl_crystal_F_000             594
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5522
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0291
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0286P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0604
_refine_ls_wR_factor_ref         0.0637
_reflns_number_gt                3934
_reflns_number_total             5522
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b205419a.txt
_cod_data_source_block           ic7850
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1205.58(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7204481
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.5000 0.5000 0.02026(8) Uani 1 2 d S . .
Cu2 Cu 0.0000 1.0000 0.0000 0.02140(9) Uani 1 2 d S . .
O1 O 0.11847(13) 0.63987(12) 0.47512(10) 0.0240(3) Uani 1 1 d . . .
O2 O 0.08036(13) 1.04313(12) 0.09867(10) 0.0261(3) Uani 1 1 d . . .
N1 N -0.09237(15) 0.51120(15) 0.65632(12) 0.0222(3) Uani 1 1 d . . .
H1A H -0.0657 0.4339 0.7144 0.027 Uiso 1 1 calc R . .
N2 N 0.17445(15) 1.08054(15) -0.12753(12) 0.0227(3) Uani 1 1 d . . .
H2A H 0.1481 1.1581 -0.1856 0.027 Uiso 1 1 calc R . .
C1 C -0.2890(2) 0.3723(3) 0.90123(19) 0.0553(7) Uani 1 1 d . . .
H1B H -0.1884 0.3664 0.8951 0.083 Uiso 1 1 calc R . .
H1C H -0.3184 0.2943 0.8917 0.083 Uiso 1 1 calc R . .
H1D H -0.3387 0.3712 0.9786 0.083 Uiso 1 1 calc R . .
C2 C -0.4794(2) 0.5151(3) 0.8141(2) 0.0480(6) Uani 1 1 d . . .
H2B H -0.4996 0.6009 0.7527 0.072 Uiso 1 1 calc R . .
H2C H -0.5294 0.5134 0.8916 0.072 Uiso 1 1 calc R . .
H2D H -0.5096 0.4383 0.8034 0.072 Uiso 1 1 calc R . .
C3 C -0.3224(2) 0.5035(2) 0.80583(17) 0.0342(5) Uani 1 1 d . . .
H3A H -0.2930 0.5823 0.8172 0.041 Uiso 1 1 calc R . .
C4 C -0.24706(18) 0.5121(2) 0.68304(16) 0.0272(4) Uani 1 1 d . . .
H4A H -0.2771 0.4344 0.6721 0.033 Uiso 1 1 calc R . .
H4B H -0.2775 0.5968 0.6248 0.033 Uiso 1 1 calc R . .
C5 C -0.03559(19) 0.63068(19) 0.65956(16) 0.0274(4) Uani 1 1 d . . .
H5A H -0.0280 0.6102 0.7404 0.033 Uiso 1 1 calc R . .
H5B H -0.0992 0.7098 0.6370 0.033 Uiso 1 1 calc R . .
C6 C 0.10983(19) 0.66553(18) 0.57337(15) 0.0230(4) Uani 1 1 d . . .
C7 C 0.2224(2) 0.5818(2) 0.63564(17) 0.0318(5) Uani 1 1 d . . .
C8 C 0.1360(2) 0.8190(2) 0.53289(18) 0.0358(5) Uani 1 1 d . . .
C9 C 0.3322(2) 1.1561(2) -0.39240(18) 0.0451(6) Uani 1 1 d . . .
H9A H 0.4166 1.1895 -0.4557 0.068 Uiso 1 1 calc R . .
H9B H 0.2885 1.2307 -0.3696 0.068 Uiso 1 1 calc R . .
H9C H 0.2668 1.1225 -0.4200 0.068 Uiso 1 1 calc R . .
C10 C 0.4421(2) 0.9237(2) -0.31935(19) 0.0384(5) Uani 1 1 d . . .
H10A H 0.4672 0.8514 -0.2504 0.058 Uiso 1 1 calc R . .
H10B H 0.5266 0.9575 -0.3824 0.058 Uiso 1 1 calc R . .
H10C H 0.3784 0.8873 -0.3465 0.058 Uiso 1 1 calc R . .
C11 C 0.3708(2) 1.0403(2) -0.28623(16) 0.0297(4) Uani 1 1 d . . .
H11A H 0.4376 1.0765 -0.2595 0.036 Uiso 1 1 calc R . .
C12 C 0.24337(19) 0.98510(19) -0.18361(16) 0.0264(4) Uani 1 1 d . . .
H12A H 0.1736 0.9570 -0.2121 0.032 Uiso 1 1 calc R . .
H12B H 0.2721 0.9023 -0.1224 0.032 Uiso 1 1 calc R . .
C13 C 0.26912(19) 1.1243(2) -0.07670(16) 0.0281(4) Uani 1 1 d . . .
H13A H 0.3111 1.2134 -0.1335 0.034 Uiso 1 1 calc R . .
H13B H 0.3454 1.0567 -0.0609 0.034 Uiso 1 1 calc R . .
C14 C 0.18591(19) 1.13679(19) 0.03918(15) 0.0247(4) Uani 1 1 d . . .
C15 C 0.2869(2) 1.1114(2) 0.11814(18) 0.0363(5) Uani 1 1 d . . .
C16 C 0.1222(2) 1.2806(2) 0.01220(17) 0.0334(5) Uani 1 1 d . . .
F1 F 0.19214(12) 0.44741(11) 0.68035(10) 0.0408(3) Uani 1 1 d . . .
F2 F 0.34912(12) 0.59614(14) 0.56451(11) 0.0508(3) Uani 1 1 d . . .
F3 F 0.23046(13) 0.61065(13) 0.72578(10) 0.0461(3) Uani 1 1 d . . .
F4 F 0.11171(13) 0.85737(12) 0.62378(10) 0.0454(3) Uani 1 1 d . . .
F5 F 0.05211(14) 0.89226(11) 0.46433(11) 0.0508(4) Uani 1 1 d . . .
F6 F 0.26629(14) 0.85547(12) 0.47052(11) 0.0533(4) Uani 1 1 d . . .
F7 F 0.22983(13) 1.13804(14) 0.21392(10) 0.0499(3) Uani 1 1 d . . .
F8 F 0.32766(14) 0.98160(13) 0.15602(11) 0.0540(4) Uani 1 1 d . . .
F9 F 0.40316(12) 1.18676(14) 0.06178(11) 0.0526(4) Uani 1 1 d . . .
F10 F 0.21659(14) 1.37903(12) -0.02936(11) 0.0510(3) Uani 1 1 d . . .
F11 F 0.03201(13) 1.29334(13) 0.10489(10) 0.0482(3) Uani 1 1 d . . .
F12 F 0.05047(12) 1.30963(12) -0.07069(10) 0.0411(3) Uani 1 1 d . . .
O3 O 0.03444(16) 0.78359(16) 0.26746(14) 0.0325(3) Uani 1 1 d . . .
H3B H 0.064(2) 0.762(2) 0.3246(19) 0.043(7) Uiso 1 1 d . . .
H3C H 0.065(2) 0.857(2) 0.229(2) 0.046(8) Uiso 1 1 d . . .
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'
F F 0.0171 0.0103 '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'
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 180.000(1) . 2_566 ?
O1 Cu1 N1 93.57(5) . 2_566 ?
O1 Cu1 N1 86.43(5) 2_566 2_566 ?
O1 Cu1 N1 86.43(5) . . ?
O1 Cu1 N1 93.57(5) 2_566 . ?
N1 Cu1 N1 180.0 2_566 . ?
O2 Cu2 O2 180.0 . 2_575 ?
O2 Cu2 N2 86.08(5) . . ?
O2 Cu2 N2 93.92(5) 2_575 . ?
O2 Cu2 N2 93.92(5) . 2_575 ?
O2 Cu2 N2 86.08(5) 2_575 2_575 ?
N2 Cu2 N2 180.0 . 2_575 ?
C6 O1 Cu1 114.40(10) . . ?
C6 O1 H3B 128.8(6) . . ?
Cu1 O1 H3B 91.7(6) . . ?
C14 O2 Cu2 114.00(10) . . ?
C14 O2 H3C 133.5(7) . . ?
Cu2 O2 H3C 97.2(6) . . ?
C5 N1 C4 112.81(14) . . ?
C5 N1 Cu1 108.27(11) . . ?
C4 N1 Cu1 113.64(10) . . ?
C5 N1 H1A 107.3 . . ?
C4 N1 H1A 107.3 . . ?
Cu1 N1 H1A 107.3 . . ?
C13 N2 C12 112.58(14) . . ?
C13 N2 Cu2 108.71(10) . . ?
C12 N2 Cu2 112.28(11) . . ?
C13 N2 H2A 107.7 . . ?
C12 N2 H2A 107.7 . . ?
Cu2 N2 H2A 107.7 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C1 H1D 109.5 . . ?
H1B C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C2 H2D 109.5 . . ?
H2B C2 H2D 109.5 . . ?
H2C C2 H2D 109.5 . . ?
C1 C3 C4 112.09(17) . . ?
C1 C3 C2 110.33(18) . . ?
C4 C3 C2 108.32(16) . . ?
C1 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
N1 C4 C3 115.91(15) . . ?
N1 C4 H4A 108.3 . . ?
C3 C4 H4A 108.3 . . ?
N1 C4 H4B 108.3 . . ?
C3 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
N1 C5 C6 109.51(14) . . ?
N1 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
N1 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
O1 C6 C7 109.06(15) . . ?
O1 C6 C8 108.06(14) . . ?
C7 C6 C8 109.57(15) . . ?
O1 C6 C5 111.94(14) . . ?
C7 C6 C5 109.83(15) . . ?
C8 C6 C5 108.33(15) . . ?
F2 C7 F3 107.51(16) . . ?
F2 C7 F1 106.10(16) . . ?
F3 C7 F1 106.73(15) . . ?
F2 C7 C6 113.58(16) . . ?
F3 C7 C6 113.02(16) . . ?
F1 C7 C6 109.45(15) . . ?
F5 C8 F6 106.85(17) . . ?
F5 C8 F4 107.44(17) . . ?
F6 C8 F4 107.16(16) . . ?
F5 C8 C6 109.95(16) . . ?
F6 C8 C6 112.78(17) . . ?
F4 C8 C6 112.36(16) . . ?
C11 C9 H9A 109.5 . . ?
C11 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C11 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C10 C11 C9 110.87(17) . . ?
C10 C11 C12 109.08(16) . . ?
C9 C11 C12 111.97(17) . . ?
C10 C11 H11A 108.3 . . ?
C9 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
N2 C12 C11 116.07(15) . . ?
N2 C12 H12A 108.3 . . ?
C11 C12 H12A 108.3 . . ?
N2 C12 H12B 108.3 . . ?
C11 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
N2 C13 C14 109.61(14) . . ?
N2 C13 H13A 109.7 . . ?
C14 C13 H13A 109.7 . . ?
N2 C13 H13B 109.7 . . ?
C14 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
O2 C14 C15 108.50(14) . . ?
O2 C14 C16 108.59(15) . . ?
C15 C14 C16 109.76(16) . . ?
O2 C14 C13 111.99(15) . . ?
C15 C14 C13 108.17(16) . . ?
C16 C14 C13 109.80(15) . . ?
F8 C15 F7 106.73(16) . . ?
F8 C15 F9 106.70(18) . . ?
F7 C15 F9 106.76(16) . . ?
F8 C15 C14 110.56(16) . . ?
F7 C15 C14 112.95(18) . . ?
F9 C15 C14 112.74(16) . . ?
F11 C16 F10 106.93(16) . . ?
F11 C16 F12 106.29(16) . . ?
F10 C16 F12 106.69(15) . . ?
F11 C16 C14 113.39(16) . . ?
F10 C16 C14 113.81(16) . . ?
F12 C16 C14 109.27(15) . . ?
H3B O3 H3C 102(2) . . ?
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 1.8861(11) . ?
Cu1 O1 1.8861(11) 2_566 ?
Cu1 N1 2.0173(14) 2_566 ?
Cu1 N1 2.0173(14) . ?
Cu2 O2 1.8854(11) . ?
Cu2 O2 1.8854(11) 2_575 ?
Cu2 N2 2.0276(14) . ?
Cu2 N2 2.0276(14) 2_575 ?
O1 C6 1.375(2) . ?
O1 H3B 2.02(2) . ?
O2 C14 1.372(2) . ?
O2 H3C 2.01(2) . ?
N1 C5 1.479(2) . ?
N1 C4 1.485(2) . ?
N1 H1A 0.9300 . ?
N2 C13 1.486(2) . ?
N2 C12 1.489(2) . ?
N2 H2A 0.9300 . ?
C1 C3 1.515(3) . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 H1D 0.9800 . ?
C2 C3 1.531(3) . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 H2D 0.9800 . ?
C3 C4 1.523(2) . ?
C3 H3A 1.0000 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.546(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.536(3) . ?
C6 C8 1.543(3) . ?
C7 F2 1.328(2) . ?
C7 F3 1.337(2) . ?
C7 F1 1.354(2) . ?
C8 F5 1.329(2) . ?
C8 F6 1.335(2) . ?
C8 F4 1.344(2) . ?
C9 C11 1.528(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.524(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.529(2) . ?
C11 H11A 1.0000 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.547(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.537(3) . ?
C14 C16 1.538(3) . ?
C15 F8 1.329(2) . ?
C15 F7 1.339(2) . ?
C15 F9 1.344(2) . ?
C16 F11 1.332(2) . ?
C16 F10 1.335(2) . ?
C16 F12 1.349(2) . ?
O3 H3B 0.80(2) . ?
O3 H3C 0.78(2) . ?
