#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:07:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180375 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/44/7204480.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_7204480
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            'C14 H20 Cu F12 N2 O4'
_chemical_formula_weight         571.86
_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
_cell_angle_alpha                98.494(1)
_cell_angle_beta                 102.203(1)
_cell_angle_gamma                114.022(1)
_cell_formula_units_Z            3
_cell_length_a                   11.0215(2)
_cell_length_b                   12.7768(2)
_cell_length_c                   13.2584(1)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    295(2)
_cell_volume                     1608.65(5)
_computing_cell_refinement       'Siemens SAINT'
_computing_data_collection       'Siemens SMART'
_computing_data_reduction        'Siemens SAINT'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'Siemens SMART CCD'
_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  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22091
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.63
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.145
_exptl_absorpt_correction_T_max  0.8312
_exptl_absorpt_correction_T_min  0.7062
_exptl_absorpt_correction_type   'empirical used sadabs'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_density_meas      ?
_exptl_crystal_description       column
_exptl_crystal_F_000             861
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0012(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.013
_refine_ls_goodness_of_fit_obs   1.034
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         6461
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_restrained_S_obs      1.034
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_obs          0.0435
_refine_ls_shift/esd_max         -0.004
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0450P)²+1.1852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1011
_refine_ls_wR_factor_obs         0.0932
_reflns_number_observed          5331
_reflns_number_total             6461
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b205419a.txt
_cod_data_source_block           ic6752
_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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+1.1852P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+1.1852P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1608.65(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7204480
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu1 Cu 0.56924(4) -0.42092(3) 0.83263(3) 0.03999(12) Uani 1 d . .
Cu2 Cu 0.5000 0.0000 0.5000 0.03699(13) Uani 1 d S .
O1 O 0.6433(2) -0.2182(2) 0.5752(2) 0.0572(6) Uani 1 d . .
O2 O 0.4904(2) -0.3520(2) 0.92277(15) 0.0398(4) Uani 1 d . .
O3 O 0.3181(2) -0.5975(2) 0.7412(2) 0.0583(6) Uani 1 d . .
O4 O 0.6985(2) -0.4398(2) 0.7665(2) 0.0522(5) Uani 1 d . .
O5 O 0.8502(3) -0.0069(3) 0.7710(2) 0.0835(8) Uani 1 d . .
O6 O 0.6108(2) 0.0942(2) 0.4250(2) 0.0465(5) Uani 1 d . .
N1 N 0.5418(3) -0.3206(2) 0.7365(2) 0.0405(5) Uani 1 d . .
H1D H 0.6269(3) -0.2597(2) 0.7462(2) 0.049 Uiso 1 calc R .
N2 N 0.5813(3) -0.5568(2) 0.8910(2) 0.0435(6) Uani 1 d . .
H2C H 0.5621(3) -0.5549(2) 0.9545(2) 0.052 Uiso 1 calc R .
N3 N 0.6807(2) 0.0298(2) 0.6036(2) 0.0390(5) Uani 1 d . .
H3C H 0.6860(2) -0.0401(2) 0.5943(2) 0.047 Uiso 1 calc R .
C1 C 0.7411(5) -0.2569(4) 0.5542(4) 0.0827(12) Uani 1 d . .
H1A H 0.8318(5) -0.1902(4) 0.5760(4) 0.124 Uiso 1 calc R .
H1B H 0.7148(5) -0.2928(4) 0.4791(4) 0.124 Uiso 1 calc R .
H1C H 0.7429(5) -0.3140(4) 0.5934(4) 0.124 Uiso 1 calc R .
C2 C 0.5046(3) -0.3080(3) 0.5470(2) 0.0508(8) Uani 1 d . .
H2A H 0.4787(3) -0.3555(3) 0.4746(2) 0.061 Uiso 1 calc R .
H2B H 0.4429(3) -0.2714(3) 0.5483(2) 0.061 Uiso 1 calc R .
C3 C 0.4862(3) -0.3870(3) 0.6214(2) 0.0484(7) Uani 1 d . .
H3A H 0.3878(3) -0.4399(3) 0.6050(2) 0.058 Uiso 1 calc R .
H3B H 0.5330(3) -0.4354(3) 0.6090(2) 0.058 Uiso 1 calc R .
C4 C 0.4563(3) -0.2683(3) 0.7726(2) 0.0432(7) Uani 1 d . .
H4A H 0.3585(3) -0.3195(3) 0.7350(2) 0.052 Uiso 1 calc R .
H4B H 0.4811(3) -0.1915(3) 0.7576(2) 0.052 Uiso 1 calc R .
C5 C 0.4832(3) -0.2543(2) 0.8950(2) 0.0408(6) Uani 1 d . .
C6 C 0.6198(4) -0.1421(3) 0.9565(3) 0.0541(8) Uani 1 d . .
C7 C 0.3596(4) -0.2415(3) 0.9216(3) 0.0539(8) Uani 1 d . .
C8 C 0.1861(4) -0.5987(4) 0.7313(4) 0.0855(13) Uani 1 d . .
H8A H 0.1797(4) -0.5407(4) 0.6948(4) 0.128 Uiso 1 calc R .
H8B H 0.1766(4) -0.5802(4) 0.8012(4) 0.128 Uiso 1 calc R .
H8C H 0.1133(4) -0.6760(4) 0.6913(4) 0.128 Uiso 1 calc R .
C9 C 0.3330(4) -0.6816(3) 0.7945(3) 0.0592(9) Uani 1 d . .
H9A H 0.2654(4) -0.7613(3) 0.7525(3) 0.071 Uiso 1 calc R .
H9B H 0.3171(4) -0.6684(3) 0.8634(3) 0.071 Uiso 1 calc R .
C10 C 0.4764(3) -0.6682(3) 0.8092(3) 0.0523(8) Uani 1 d . .
H10A H 0.4970(3) -0.6675(3) 0.7416(3) 0.063 Uiso 1 calc R .
H10B H 0.4821(3) -0.7356(3) 0.8311(3) 0.063 Uiso 1 calc R .
C11 C 0.7257(3) -0.5408(3) 0.9050(3) 0.0519(8) Uani 1 d . .
H11A H 0.7247(3) -0.6178(3) 0.8880(3) 0.062 Uiso 1 calc R .
H11B H 0.7817(3) -0.5005(3) 0.9788(3) 0.062 Uiso 1 calc R .
C12 C 0.7904(3) -0.4665(3) 0.8303(2) 0.0465(7) Uani 1 d . .
C13 C 0.8393(4) -0.5356(4) 0.7579(3) 0.0669(10) Uani 1 d . .
C14 C 0.9166(4) -0.3503(4) 0.9007(4) 0.0744(11) Uani 1 d . .
C15 C 0.9819(5) 0.0099(6) 0.8336(4) 0.111(2) Uani 1 d . .
H15A H 0.9917(5) -0.0610(6) 0.8144(4) 0.167 Uiso 1 calc R .
H15B H 0.9879(5) 0.0271(6) 0.9080(4) 0.167 Uiso 1 calc R .
H15C H 1.0547(5) 0.0750(6) 0.8207(4) 0.167 Uiso 1 calc R .
C16 C 0.8281(4) 0.0926(4) 0.7947(3) 0.0656(10) Uani 1 d . .
H16A H 0.9039(4) 0.1618(4) 0.7879(3) 0.079 Uiso 1 calc R .
H16B H 0.8242(4) 0.1077(4) 0.8675(3) 0.079 Uiso 1 calc R .
C17 C 0.6923(3) 0.0692(3) 0.7175(2) 0.0523(8) Uani 1 d . .
H17A H 0.6165(3) 0.0089(3) 0.7338(2) 0.063 Uiso 1 calc R .
H17B H 0.6814(3) 0.1413(3) 0.7283(2) 0.063 Uiso 1 calc R .
C18 C 0.7962(3) 0.1143(3) 0.5727(2) 0.0433(7) Uani 1 d . .
H18A H 0.8729(3) 0.0940(3) 0.5845(2) 0.052 Uiso 1 calc R .
H18B H 0.8293(3) 0.1941(3) 0.6164(2) 0.052 Uiso 1 calc R .
C19 C 0.7448(3) 0.1094(3) 0.4531(2) 0.0398(6) Uani 1 d . .
C20 C 0.7529(4) 0.0073(3) 0.3831(3) 0.0628(9) Uani 1 d . .
C21 C 0.8417(3) 0.2283(3) 0.4361(3) 0.0511(8) Uani 1 d . .
F1 F 0.7265(2) -0.1487(2) 0.9285(2) 0.0712(6) Uani 1 d . .
F2 F 0.6190(3) -0.0429(2) 0.9370(2) 0.0855(7) Uani 1 d . .
F3 F 0.6520(2) -0.1266(2) 1.0616(2) 0.0830(7) Uani 1 d . .
F4 F 0.3376(3) -0.1570(2) 0.8854(2) 0.0754(6) Uani 1 d . .
F5 F 0.3772(2) -0.2145(2) 1.0269(2) 0.0718(6) Uani 1 d . .
F6 F 0.2433(2) -0.3423(2) 0.8790(2) 0.0784(6) Uani 1 d . .
F7 F 0.7314(3) -0.6373(2) 0.6965(2) 0.0910(8) Uani 1 d . .
F8 F 0.9299(3) -0.5675(2) 0.8119(2) 0.0922(8) Uani 1 d . .
F9 F 0.8979(4) -0.4775(3) 0.6934(3) 0.1177(11) Uani 1 d . .
F10 F 1.0129(2) -0.3672(2) 0.9666(2) 0.0962(8) Uani 1 d . .
F11 F 0.9810(3) -0.2799(2) 0.8456(3) 0.1232(11) Uani 1 d . .
F12 F 0.8720(3) -0.2911(2) 0.9635(3) 0.1148(11) Uani 1 d . .
F13 F 0.6727(3) -0.0955(2) 0.4000(2) 0.0886(8) Uani 1 d . .
F14 F 0.8799(3) 0.0147(3) 0.4030(3) 0.1116(10) Uani 1 d . .
F15 F 0.7071(3) -0.0050(2) 0.2799(2) 0.0994(8) Uani 1 d . .
F16 F 0.9752(2) 0.2541(2) 0.4720(2) 0.0807(7) Uani 1 d . .
F17 F 0.8169(2) 0.2311(2) 0.3349(2) 0.0764(6) Uani 1 d . .
F18 F 0.8273(3) 0.3171(2) 0.4879(2) 0.0839(7) Uani 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
O4 Cu1 O2 161.12(10) . . ?
O4 Cu1 N1 89.19(9) . . ?
O2 Cu1 N1 86.85(8) . . ?
O4 Cu1 N2 81.94(9) . . ?
O2 Cu1 N2 105.74(9) . . ?
N1 Cu1 N2 163.94(10) . . ?
O6 Cu2 O6 179.998(1) . 2_656 ?
O6 Cu2 N3 93.54(8) . 2_656 ?
O6 Cu2 N3 86.46(8) 2_656 2_656 ?
O6 Cu2 N3 86.46(8) . . ?
O6 Cu2 N3 93.54(8) 2_656 . ?
N3 Cu2 N3 180.0 2_656 . ?
C1 O1 C2 115.5(3) . . ?
C5 O2 Cu1 111.5(2) . . ?
C9 O3 C8 111.8(3) . . ?
C12 O4 Cu1 112.7(2) . . ?
C16 O5 C15 112.8(4) . . ?
C19 O6 Cu2 113.2(2) . . ?
C4 N1 C3 114.5(2) . . ?
C4 N1 Cu1 108.1(2) . . ?
C3 N1 Cu1 112.2(2) . . ?
C10 N2 C11 112.2(2) . . ?
C10 N2 Cu1 106.1(2) . . ?
C11 N2 Cu1 106.7(2) . . ?
C18 N3 C17 112.4(2) . . ?
C18 N3 Cu2 107.9(2) . . ?
C17 N3 Cu2 114.4(2) . . ?
O1 C2 C3 111.9(3) . . ?
N1 C3 C2 113.4(2) . . ?
N1 C4 C5 108.5(2) . . ?
O2 C5 C6 109.5(2) . . ?
O2 C5 C7 109.9(2) . . ?
C6 C5 C7 109.9(3) . . ?
O2 C5 C4 111.4(2) . . ?
C6 C5 C4 109.8(2) . . ?
C7 C5 C4 106.4(2) . . ?
F3 C6 F2 107.3(3) . . ?
F3 C6 F1 106.1(3) . . ?
F2 C6 F1 106.2(3) . . ?
F3 C6 C5 113.3(3) . . ?
F2 C6 C5 113.1(3) . . ?
F1 C6 C5 110.4(3) . . ?
F6 C7 F4 107.5(3) . . ?
F6 C7 F5 106.5(3) . . ?
F4 C7 F5 106.4(2) . . ?
F6 C7 C5 110.7(3) . . ?
F4 C7 C5 112.6(3) . . ?
F5 C7 C5 112.8(3) . . ?
O3 C9 C10 108.4(3) . . ?
C9 C10 N2 111.5(3) . . ?
N2 C11 C12 109.7(2) . . ?
O4 C12 C13 108.0(3) . . ?
O4 C12 C14 109.1(3) . . ?
C13 C12 C14 109.2(3) . . ?
O4 C12 C11 112.7(2) . . ?
C13 C12 C11 109.8(3) . . ?
C14 C12 C11 108.1(3) . . ?
F9 C13 F7 107.0(4) . . ?
F9 C13 F8 106.9(3) . . ?
F7 C13 F8 105.2(3) . . ?
F9 C13 C12 113.6(3) . . ?
F7 C13 C12 110.2(3) . . ?
F8 C13 C12 113.5(3) . . ?
F11 C14 F12 108.0(4) . . ?
F11 C14 F10 106.8(3) . . ?
F12 C14 F10 106.0(4) . . ?
F11 C14 C12 113.6(4) . . ?
F12 C14 C12 108.4(3) . . ?
F10 C14 C12 113.6(3) . . ?
O5 C16 C17 108.3(3) . . ?
N3 C17 C16 114.2(3) . . ?
N3 C18 C19 109.6(2) . . ?
O6 C19 C20 109.3(3) . . ?
O6 C19 C21 109.4(2) . . ?
C20 C19 C21 109.4(3) . . ?
O6 C19 C18 111.3(2) . . ?
C20 C19 C18 109.9(3) . . ?
C21 C19 C18 107.5(2) . . ?
F15 C20 F14 107.1(3) . . ?
F15 C20 F13 105.6(3) . . ?
F14 C20 F13 106.0(3) . . ?
F15 C20 C19 113.7(3) . . ?
F14 C20 C19 114.1(3) . . ?
F13 C20 C19 109.7(3) . . ?
F17 C21 F18 106.4(3) . . ?
F17 C21 F16 106.7(3) . . ?
F18 C21 F16 106.6(3) . . ?
F17 C21 C19 113.5(3) . . ?
F18 C21 C19 110.9(2) . . ?
F16 C21 C19 112.4(3) . . ?
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 O4 1.898(2) . ?
Cu1 O2 1.926(2) . ?
Cu1 N1 1.999(2) . ?
Cu1 N2 2.043(2) . ?
Cu2 O6 1.897(2) . ?
Cu2 O6 1.897(2) 2_656 ?
Cu2 N3 2.017(2) 2_656 ?
Cu2 N3 2.018(2) . ?
O1 C1 1.415(4) . ?
O1 C2 1.413(4) . ?
O2 C5 1.380(3) . ?
O3 C9 1.414(4) . ?
O3 C8 1.426(4) . ?
O4 C12 1.365(3) . ?
O5 C16 1.393(5) . ?
O5 C15 1.423(5) . ?
O6 C19 1.367(3) . ?
N1 C4 1.473(4) . ?
N1 C3 1.491(4) . ?
N2 C10 1.487(4) . ?
N2 C11 1.486(4) . ?
N3 C18 1.478(4) . ?
N3 C17 1.481(4) . ?
C2 C3 1.498(4) . ?
C4 C5 1.555(4) . ?
C5 C6 1.538(4) . ?
C5 C7 1.541(4) . ?
C6 F3 1.325(4) . ?
C6 F2 1.335(4) . ?
C6 F1 1.335(4) . ?
C7 F6 1.325(4) . ?
C7 F4 1.332(3) . ?
C7 F5 1.339(4) . ?
C9 C10 1.484(5) . ?
C11 C12 1.555(4) . ?
C12 C13 1.532(4) . ?
C12 C14 1.539(5) . ?
C13 F9 1.315(4) . ?
C13 F7 1.336(5) . ?
C13 F8 1.339(4) . ?
C14 F11 1.318(5) . ?
C14 F12 1.340(5) . ?
C14 F10 1.337(5) . ?
C16 C17 1.508(5) . ?
C18 C19 1.549(4) . ?
C19 C20 1.531(5) . ?
C19 C21 1.543(4) . ?
C20 F15 1.315(4) . ?
C20 F14 1.330(4) . ?
C20 F13 1.335(4) . ?
C21 F17 1.321(4) . ?
C21 F18 1.322(4) . ?
C21 F16 1.328(3) . ?
