#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:36:45 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178659 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/70/4077019.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_4077019
loop_
_publ_author_name
'Kozlowski, Marisa C.'
'Li, Xiaolin'
'Carroll, Patrick J.'
'Xu, Zhenrong'
_publ_section_title
;
 Copper(II) Complexes of Novel 1,5-Diaza-cis-decalin Diamine
 Ligands:  An Investigation of Structure and Reactivity
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              4513
_journal_paper_doi               10.1021/om020425p
_journal_volume                  21
_journal_year                    2002
_chemical_formula_sum            'C16 H32 B2 Cu F8 N4'
_chemical_formula_weight         517.62
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.2450(3)
_cell_length_b                   17.7030(4)
_cell_length_c                   8.4957(2)
_cell_measurement_temperature    180(2)
_cell_volume                     2142.44(8)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SIR92 (Altomare, 1993)'
_diffrn_ambient_temperature      180(2)
_diffrn_measurement_device       'image plate area detector'
_diffrn_measurement_device_type  'Rigaku R-AXIS IIc'
_diffrn_measurement_method       'phi oscillations'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            13710
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.66
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             1068
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.075
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       0.0097(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.058
_refine_ls_goodness_of_fit_obs   1.061
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3875
_refine_ls_number_restraints     41
_refine_ls_restrained_S_all      1.071
_refine_ls_restrained_S_obs      1.074
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_obs          0.0468
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0545P)²+3.3323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1144
_refine_ls_wR_factor_obs         0.1127
_reflns_number_observed          3747
_reflns_number_total             3875
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            om020425p.cif
_cod_data_source_block           '[(1)2Cu](BF4)2-UP838'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0545P)^2^+3.3323P] 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^)+(0.0545P)^2^+3.3323P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               4077019
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Cu Cu 0.55882(3) 0.69899(3) 0.85814(6) 0.0284(2) Uani 1 d .
N1 N 0.5563(3) 0.6517(2) 0.6405(5) 0.0327(7) Uani 1 d .
H1 H 0.6011(3) 0.6727(2) 0.5779(5) 0.044 Uiso 1 calc R
N10 N 0.5432(2) 0.5914(2) 0.9330(4) 0.0320(8) Uani 1 d .
H10 H 0.5003(2) 0.5895(2) 1.0122(4) 0.043 Uiso 1 calc R
N11 N 0.6051(3) 0.7463(2) 1.0615(5) 0.0328(8) Uani 1 d .
H11 H 0.6599(3) 0.7242(2) 1.0920(5) 0.044 Uiso 1 calc R
N20 N 0.5314(2) 0.8079(2) 0.7965(4) 0.0330(8) Uani 1 d .
H20 H 0.4747(2) 0.8114(2) 0.7477(4) 0.044 Uiso 1 calc R
C2 C 0.4614(3) 0.6631(3) 0.5718(6) 0.0399(11) Uani 1 d .
H2A H 0.4543(3) 0.6326(3) 0.4778(6) 0.053 Uiso 1 calc R
H2B H 0.4530(3) 0.7157(3) 0.5431(6) 0.053 Uiso 1 calc R
C3 C 0.3886(3) 0.6404(3) 0.6934(6) 0.0392(11) Uani 1 d .
H3A H 0.3267(3) 0.6421(3) 0.6461(6) 0.052 Uiso 1 calc R
H3B H 0.3898(3) 0.6762(3) 0.7798(6) 0.052 Uiso 1 calc R
C4 C 0.4068(3) 0.5610(3) 0.7571(6) 0.0387(11) Uani 1 d .
H4A H 0.3698(3) 0.5536(3) 0.8516(6) 0.052 Uiso 1 calc R
H4B H 0.3861(3) 0.5243(3) 0.6798(6) 0.052 Uiso 1 calc R
C5 C 0.5092(3) 0.5464(3) 0.7952(5) 0.0336(10) Uani 1 d .
H5 H 0.5177(3) 0.4925(3) 0.8176(5) 0.045 Uiso 1 calc R
C6 C 0.5742(3) 0.5690(2) 0.6616(6) 0.0338(10) Uani 1 d .
H6 H 0.5559(3) 0.5421(2) 0.5656(6) 0.045 Uiso 1 calc R
C7 C 0.6760(3) 0.5510(3) 0.7006(6) 0.0410(11) Uani 1 d .
H7A H 0.7160(3) 0.5745(3) 0.6223(6) 0.055 Uiso 1 calc R
H7B H 0.6850(3) 0.4968(3) 0.6930(6) 0.055 Uiso 1 calc R
C8 C 0.7074(3) 0.5770(3) 0.8634(7) 0.0393(10) Uani 1 d .
H8A H 0.7654(3) 0.5515(3) 0.8908(7) 0.052 Uiso 1 calc R
H8B H 0.7199(3) 0.6308(3) 0.8605(7) 0.052 Uiso 1 calc R
C9 C 0.6349(3) 0.5610(3) 0.9885(6) 0.0376(11) Uani 1 d .
H9A H 0.6301(3) 0.5071(3) 1.0066(6) 0.050 Uiso 1 calc R
H9B H 0.6527(3) 0.5851(3) 1.0866(6) 0.050 Uiso 1 calc R
C12 C 0.5324(3) 0.7367(3) 1.1862(6) 0.0406(11) Uani 1 d .
H12A H 0.5490(3) 0.7664(3) 1.2781(6) 0.054 Uiso 1 calc R
H12B H 0.5284(3) 0.6841(3) 1.2171(6) 0.054 Uiso 1 calc R
C13 C 0.4386(3) 0.7631(3) 1.1207(6) 0.0451(11) Uani 1 d .
H13A H 0.3926(3) 0.7642(3) 1.2050(6) 0.060 Uiso 1 calc R
H13B H 0.4170(3) 0.7274(3) 1.0421(6) 0.060 Uiso 1 calc R
C14 C 0.4455(3) 0.8413(3) 1.0468(6) 0.0409(11) Uani 1 d .
H14A H 0.3901(3) 0.8497(3) 0.9826(6) 0.054 Uiso 1 calc R
H14B H 0.4450(3) 0.8787(3) 1.1303(6) 0.054 Uiso 1 calc R
C15 C 0.5321(3) 0.8541(3) 0.9455(6) 0.0343(10) Uani 1 d .
H15 H 0.5373(3) 0.9078(3) 0.9192(6) 0.046 Uiso 1 calc R
C16 C 0.6203(3) 0.8284(2) 1.0310(6) 0.0317(10) Uani 1 d .
H16 H 0.6252(3) 0.8553(2) 1.1316(6) 0.042 Uiso 1 calc R
C17 C 0.7074(3) 0.8436(3) 0.9340(6) 0.0362(11) Uani 1 d .
H17A H 0.7604(3) 0.8190(3) 0.9842(6) 0.048 Uiso 1 calc R
H17B H 0.7196(3) 0.8975(3) 0.9343(6) 0.048 Uiso 1 calc R
C18 C 0.7018(3) 0.8169(3) 0.7645(6) 0.0365(11) Uani 1 d .
H18A H 0.7512(3) 0.8409(3) 0.7041(6) 0.048 Uiso 1 calc R
H18B H 0.7123(3) 0.7628(3) 0.7612(6) 0.048 Uiso 1 calc R
C19 C 0.6082(3) 0.8345(3) 0.6898(6) 0.0368(11) Uani 1 d .
H19A H 0.6025(3) 0.8885(3) 0.6727(6) 0.049 Uiso 1 calc R
H19B H 0.6033(3) 0.8094(3) 0.5887(6) 0.049 Uiso 1 calc R
B1 B 0.4007(4) 0.5076(3) 0.2307(7) 0.0452(14) Uani 1 d D
F1 F 0.3995(2) 0.5811(2) 0.1760(4) 0.0498(8) Uani 1 d D
F2 F 0.4243(12) 0.4995(5) 0.3766(10) 0.088(3) Uani 0.497(8) d PDU
F3 F 0.4550(8) 0.4627(6) 0.1344(16) 0.085(3) Uani 0.497(8) d PDU
F4 F 0.3083(6) 0.4803(6) 0.2062(17) 0.110(4) Uani 0.497(8) d PDU
F2' F 0.4926(9) 0.5062(6) 0.3032(14) 0.109(4) Uani 0.503(8) d PDU
F3' F 0.4007(10) 0.4562(7) 0.1253(14) 0.091(3) Uani 0.503(8) d PDU
F4' F 0.3434(10) 0.5009(6) 0.3543(16) 0.116(4) Uani 0.503(8) d PDU
B2 B 0.2726(3) 0.8302(3) 0.6422(7) 0.0328(10) Uani 1 d D
F5 F 0.3598(2) 0.8495(2) 0.5916(5) 0.0765(12) Uani 1 d D
F6 F 0.2817(2) 0.7967(2) 0.7911(3) 0.0516(7) Uani 1 d D
F7 F 0.2162(2) 0.8927(2) 0.6547(4) 0.0653(9) Uani 1 d D
F8 F 0.2302(3) 0.7801(2) 0.5426(5) 0.0803(12) Uani 1 d 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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N10 Cu N11 99.01(15)
N10 Cu N1 84.01(14)
N11 Cu N1 161.97(14)
N10 Cu N20 162.33(14)
N11 Cu N20 83.73(15)
N1 Cu N20 98.81(14)
C2 N1 C6 109.5(3)
C2 N1 Cu 108.5(3)
C6 N1 Cu 107.0(3)
C9 N10 C5 109.9(3)
C9 N10 Cu 110.1(3)
C5 N10 Cu 106.9(3)
C12 N11 C16 109.5(4)
C12 N11 Cu 109.4(3)
C16 N11 Cu 107.5(3)
C19 N20 C15 109.5(3)
C19 N20 Cu 108.3(3)
C15 N20 Cu 107.2(3)
N1 C2 C3 108.5(4)
C2 C3 C4 111.7(4)
C5 C4 C3 113.3(4)
N10 C5 C4 112.8(4)
N10 C5 C6 104.3(3)
C4 C5 C6 112.4(4)
N1 C6 C5 104.1(3)
N1 C6 C7 113.2(4)
C5 C6 C7 111.2(4)
C6 C7 C8 114.5(4)
C9 C8 C7 112.4(4)
N10 C9 C8 108.1(4)
N11 C12 C13 108.4(4)
C12 C13 C14 111.9(4)
C15 C14 C13 114.9(4)
N20 C15 C14 113.0(4)
N20 C15 C16 104.2(3)
C14 C15 C16 110.8(4)
N11 C16 C17 112.7(4)
N11 C16 C15 104.7(4)
C17 C16 C15 111.4(4)
C16 C17 C18 114.8(4)
C19 C18 C17 112.4(4)
N20 C19 C18 109.0(4)
F3' B1 F2 126.4(9)
F3' B1 F4' 119.2(9)
F2 B1 F4' 52.8(7)
F3' B1 F3 34.2(6)
F2 B1 F3 111.1(9)
F4' B1 F3 139.4(8)
F3' B1 F1 115.8(8)
F2 B1 F1 115.5(6)
F4' B1 F1 109.9(6)
F3 B1 F1 110.5(6)
F3' B1 F4 69.8(8)
F2 B1 F4 110.2(9)
F4' B1 F4 61.1(8)
F3 B1 F4 103.8(9)
F1 B1 F4 105.1(6)
F3' B1 F2' 106.6(8)
F2 B1 F2' 49.8(7)
F4' B1 F2' 102.5(9)
F3 B1 F2' 74.6(8)
F1 B1 F2' 99.8(6)
F4 B1 F2' 153.7(8)
F2' F2 F4' 137.5(10)
F2' F2 B1 72.0(7)
F4' F2 B1 65.5(7)
F3' F3 B1 65.8(11)
F3' F3 F2' 117.1(15)
B1 F3 F2' 54.5(6)
F4' F4 B1 56.6(5)
F4' F4 F3' 99.7(8)
B1 F4 F3' 50.8(5)
F2 F2' B1 58.2(7)
F2 F2' F3 98.2(9)
B1 F2' F3 50.9(5)
F3 F3' B1 80.0(12)
F3 F3' F4 138.9(16)
B1 F3' F4 59.4(7)
F2 F4' B1 61.7(6)
F2 F4' F4 119.4(10)
B1 F4' F4 62.3(7)
F5 B2 F8 111.8(5)
F5 B2 F7 110.9(4)
F8 B2 F7 108.3(4)
F5 B2 F6 107.8(4)
F8 B2 F6 109.0(4)
F7 B2 F6 109.0(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu N10 2.021(4)
Cu N11 2.030(4)
Cu N1 2.030(4)
Cu N20 2.036(4)
N1 C2 1.487(6)
N1 C6 1.496(5)
N10 C9 1.489(6)
N10 C5 1.496(5)
N11 C12 1.491(6)
N11 C16 1.494(6)
N20 C19 1.496(6)
N20 C15 1.507(6)
C2 C3 1.518(7)
C3 C4 1.528(7)
C4 C5 1.516(6)
C5 C6 1.519(6)
C6 C7 1.521(6)
C7 C8 1.525(8)
C8 C9 1.509(7)
C12 C13 1.521(7)
C13 C14 1.523(7)
C14 C15 1.521(7)
C15 C16 1.522(6)
C16 C17 1.513(6)
C17 C18 1.517(7)
C18 C19 1.510(7)
B1 F3' 1.277(11)
B1 F2 1.292(9)
B1 F4' 1.335(10)
B1 F3 1.378(11)
B1 F1 1.382(6)
B1 F4 1.417(10)
B1 F2' 1.446(11)
F2 F2' 1.161(14)
F2 F4' 1.169(15)
F3 F3' 0.786(13)
F3 F2' 1.71(2)
F4 F4' 1.40(2)
F4 F3' 1.55(2)
B2 F5 1.359(6)
B2 F8 1.366(6)
B2 F7 1.371(5)
B2 F6 1.403(6)
