#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/39/4313991.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_4313991
loop_
_publ_author_name
'John Cody'
'Jeanette Dennisson'
'Joshua Gilmore'
'Donald G. VanDerveer'
'Maged M. Henary'
'Alan Gabrielli'
'C. David Sherrill'
'Yiyun Zhang'
'Chia-Pin Pan'
'Clemens Burda'
'Christoph J. Fahrni'
_publ_contact_author             'Christoph J. Fahrni'
_publ_section_title
;
 X-ray Structures, Photophysical Characterization, and Computational
 Analysis of Geometrically Constrained Copper(I)-Phenanthroline Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4918
_journal_page_last               4929
_journal_paper_doi               10.1021/ic034529j
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C33.5 H27 Cl3 Cu F6 N6 P'
_chemical_formula_weight         828.47
_chemical_melting_point          352.1(10)
_chemical_name_systematic
; 
2,9-Bis-(2-pyrazol-1-ylmethyl-phenyl)-1,10-phenanthroline-
copper(I) hexafluorophosphate
;
_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                109.599(2)
_cell_angle_beta                 111.207(2)
_cell_angle_gamma                93.590(2)
_cell_formula_units_Z            2
_cell_length_a                   10.6375(13)
_cell_length_b                   12.7868(16)
_cell_length_c                   14.6402(18)
_cell_measurement_temperature    198(2)
_cell_volume                     1710.1(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      198(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  '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  0.0611
_diffrn_reflns_av_sigmaI/netI    0.0726
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12921
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.989
_exptl_absorpt_correction_T_max  0.9358
_exptl_absorpt_correction_T_min  0.7988
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             838
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.957
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     483
_refine_ls_number_reflns         5989
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0550
_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)+(0.0783P)²+2.0142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1586
_reflns_number_gt                4322
_reflns_number_total             5989
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034529jsi20030516_091313_3.cif
_cod_data_source_block           8a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/adriana/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 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '78-80 deg.C' was changed to
'352.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_formula_sum        'C33.50 H27 Cl3 Cu F6 N6 P'
_cod_database_code               4313991
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 0.17664(5) 0.27196(5) 0.23035(4) 0.02240(18) Uani 1 1 d . . .
N1 N 0.0820(4) 0.1120(3) 0.1991(3) 0.0241(8) Uani 1 1 d . . .
N2 N -0.0184(4) 0.2726(3) 0.1311(3) 0.0234(8) Uani 1 1 d . . .
N3 N 0.2521(4) 0.3813(3) 0.3800(3) 0.0255(9) Uani 1 1 d . . .
N4 N 0.2827(4) 0.3521(3) 0.4658(3) 0.0244(9) Uani 1 1 d . . .
N5 N 0.3208(4) 0.2886(3) 0.1771(3) 0.0248(9) Uani 1 1 d . . .
N6 N 0.3172(4) 0.3483(3) 0.1144(3) 0.0250(9) Uani 1 1 d . . .
C1 C 0.1344(5) 0.0349(4) 0.2361(4) 0.0272(10) Uani 1 1 d . . .
C2 C 0.0523(6) -0.0712(4) 0.2054(4) 0.0363(12) Uani 1 1 d . . .
H2 H 0.0922 -0.1257 0.2325 0.034(14) Uiso 1 1 calc R . .
C3 C -0.0831(6) -0.0981(4) 0.1380(4) 0.0385(13) Uani 1 1 d . . .
H3 H -0.1387 -0.1708 0.1178 0.053(17) Uiso 1 1 calc R . .
C4 C -0.1411(5) -0.0184(4) 0.0979(4) 0.0317(11) Uani 1 1 d . . .
C5 C -0.2826(5) -0.0371(5) 0.0278(4) 0.0398(13) Uani 1 1 d . . .
H5 H -0.3430 -0.1082 0.0055 0.065(19) Uiso 1 1 calc R . .
C6 C -0.3330(5) 0.0424(5) -0.0076(4) 0.0384(13) Uani 1 1 d . . .
H6 H -0.4281 0.0265 -0.0556 0.052(17) Uiso 1 1 calc R . .
C7 C -0.2469(5) 0.1503(4) 0.0253(4) 0.0305(11) Uani 1 1 d . . .
C8 C -0.2946(5) 0.2398(5) -0.0030(4) 0.0355(12) Uani 1 1 d . . .
H8 H -0.3890 0.2291 -0.0501 0.029(13) Uiso 1 1 calc R . .
C9 C -0.2060(5) 0.3425(5) 0.0368(4) 0.0339(12) Uani 1 1 d . . .
H9 H -0.2388 0.4041 0.0185 0.046(16) Uiso 1 1 calc R . .
C10 C -0.0661(4) 0.3574(4) 0.1048(3) 0.0254(10) Uani 1 1 d . . .
C11 C -0.1062(4) 0.1719(4) 0.0940(3) 0.0245(10) Uani 1 1 d . . .
C12 C -0.0537(5) 0.0856(4) 0.1301(3) 0.0248(10) Uani 1 1 d . . .
C13 C 0.2819(5) 0.0663(4) 0.3111(4) 0.0293(11) Uani 1 1 d . . .
C14 C 0.3715(6) -0.0027(5) 0.2841(4) 0.0396(13) Uani 1 1 d . . .
H14 H 0.3350 -0.0700 0.2203 0.043(16) Uiso 1 1 calc R . .
C15 C 0.5112(6) 0.0250(5) 0.3479(5) 0.0485(15) Uani 1 1 d . . .
H15 H 0.5714 -0.0216 0.3274 0.045(15) Uiso 1 1 calc R . .
C16 C 0.5631(6) 0.1198(5) 0.4410(5) 0.0499(15) Uani 1 1 d . . .
H16 H 0.6599 0.1397 0.4857 0.054(17) Uiso 1 1 calc R . .
C17 C 0.4764(5) 0.1859(5) 0.4698(4) 0.0392(13) Uani 1 1 d . . .
H17 H 0.5139 0.2513 0.5353 0.031(13) Uiso 1 1 calc R . .
C18 C 0.3364(5) 0.1609(4) 0.4071(4) 0.0273(11) Uani 1 1 d . . .
C19 C 0.2467(5) 0.2332(4) 0.4499(4) 0.0252(10) Uani 1 1 d . . .
H19A H 0.1519 0.2029 0.4011 0.027(9) Uiso 1 1 calc R . .
H19B H 0.2563 0.2291 0.5163 0.027(9) Uiso 1 1 calc R . .
C20 C 0.0327(5) 0.4668(4) 0.1516(3) 0.0236(10) Uani 1 1 d . . .
C21 C 0.0019(5) 0.5628(4) 0.2150(4) 0.0309(11) Uani 1 1 d . . .
H21 H -0.0837 0.5560 0.2227 0.045(16) Uiso 1 1 calc R . .
C22 C 0.0928(5) 0.6664(4) 0.2663(4) 0.0363(12) Uani 1 1 d . . .
H22 H 0.0705 0.7308 0.3097 0.052(17) Uiso 1 1 calc R . .
C23 C 0.2166(5) 0.6778(4) 0.2550(4) 0.0334(12) Uani 1 1 d . . .
H23 H 0.2805 0.7496 0.2910 0.037(14) Uiso 1 1 calc R . .
C24 C 0.2471(5) 0.5841(4) 0.1913(4) 0.0285(11) Uani 1 1 d . . .
H24 H 0.3325 0.5922 0.1835 0.031(13) Uiso 1 1 calc R . .
C25 C 0.1571(4) 0.4788(4) 0.1387(3) 0.0226(10) Uani 1 1 d . . .
C26 C 0.1904(5) 0.3825(4) 0.0633(4) 0.0283(11) Uani 1 1 d . . .
H26A H 0.1151 0.3181 0.0294 0.020(8) Uiso 1 1 calc R . .
H26B H 0.1985 0.4050 0.0090 0.020(8) Uiso 1 1 calc R . .
C27 C 0.3447(5) 0.4431(4) 0.5567(4) 0.0333(12) Uani 1 1 d . . .
H27 H 0.3772 0.4432 0.6271 0.058(18) Uiso 1 1 calc R . .
C28 C 0.3533(5) 0.5362(4) 0.5311(4) 0.0384(13) Uani 1 1 d . . .
H28 H 0.3912 0.6140 0.5789 0.038(14) Uiso 1 1 calc R . .
C29 C 0.2954(5) 0.4937(4) 0.4214(4) 0.0332(12) Uani 1 1 d . . .
H29 H 0.2873 0.5396 0.3802 0.050(16) Uiso 1 1 calc R . .
C30 C 0.4395(5) 0.3642(4) 0.1069(4) 0.0290(11) Uani 1 1 d . . .
H30 H 0.4615 0.4030 0.0669 0.023(12) Uiso 1 1 calc R . .
C31 C 0.5255(5) 0.3150(4) 0.1663(4) 0.0326(12) Uani 1 1 d . . .
H31 H 0.6197 0.3128 0.1774 0.035(14) Uiso 1 1 calc R . .
C32 C 0.4481(5) 0.2685(4) 0.2078(4) 0.0280(11) Uani 1 1 d . . .
H32 H 0.4820 0.2273 0.2526 0.040(15) Uiso 1 1 calc R . .
P1 P 0.34145(13) 0.29776(11) -0.21259(10) 0.0297(3) Uani 1 1 d . . .
F1 F 0.2619(3) 0.3289(3) -0.1365(2) 0.0420(8) Uani 1 1 d . . .
F2 F 0.4837(3) 0.3704(3) -0.1142(2) 0.0410(7) Uani 1 1 d . . .
F3 F 0.3148(3) 0.4089(3) -0.2374(3) 0.0541(9) Uani 1 1 d . . .
F4 F 0.3693(3) 0.1887(3) -0.1862(3) 0.0512(9) Uani 1 1 d . . .
F5 F 0.4210(3) 0.2684(3) -0.2883(3) 0.0601(10) Uani 1 1 d . . .
F6 F 0.2009(3) 0.2276(3) -0.3102(3) 0.0598(10) Uani 1 1 d . . .
Cl1 Cl -0.1958(2) 0.19956(19) 0.31056(16) 0.0830(6) Uani 1 1 d . . .
Cl2 Cl -0.0128(2) 0.3582(2) 0.52033(16) 0.0839(6) Uani 1 1 d . . .
Cl3 Cl 0.11942(19) -0.01885(16) 0.47263(16) 0.0723(5) Uani 1 1 d . . .
C33 C -0.0940(7) 0.3400(7) 0.3852(5) 0.071(2) Uani 1 1 d . . .
H33A H -0.0257 0.3518 0.3591 0.096(19) Uiso 1 1 calc R . .
H33B H -0.1515 0.3943 0.3782 0.096(19) Uiso 1 1 calc R . .
C34 C -0.0310(13) 0.0284(12) 0.4577(11) 0.060(4) Uani 0.50 1 d P . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
N3 Cu1 N5 106.27(15) . . ?
N3 Cu1 N1 116.84(15) . . ?
N5 Cu1 N1 118.62(15) . . ?
N3 Cu1 N2 117.95(15) . . ?
N5 Cu1 N2 114.49(14) . . ?
N1 Cu1 N2 81.74(14) . . ?
C1 N1 C12 118.9(4) . . ?
C1 N1 Cu1 129.1(3) . . ?
C12 N1 Cu1 112.0(3) . . ?
C10 N2 C11 119.3(4) . . ?
C10 N2 Cu1 129.1(3) . . ?
C11 N2 Cu1 111.5(3) . . ?
C29 N3 N4 104.5(4) . . ?
C29 N3 Cu1 130.4(3) . . ?
N4 N3 Cu1 124.8(3) . . ?
C27 N4 N3 111.3(4) . . ?
C27 N4 C19 129.0(4) . . ?
N3 N4 C19 119.7(4) . . ?
C32 N5 N6 104.7(4) . . ?
C32 N5 Cu1 130.3(3) . . ?
N6 N5 Cu1 123.8(3) . . ?
C30 N6 N5 111.1(4) . . ?
C30 N6 C26 128.7(4) . . ?
N5 N6 C26 120.2(4) . . ?
N1 C1 C2 120.9(4) . . ?
N1 C1 C13 117.6(4) . . ?
C2 C1 C13 121.6(4) . . ?
C3 C2 C1 120.9(5) . . ?
C2 C3 C4 119.4(5) . . ?
C12 C4 C3 117.2(5) . . ?
C12 C4 C5 118.8(5) . . ?
C3 C4 C5 124.1(5) . . ?
C6 C5 C4 121.7(5) . . ?
C5 C6 C7 120.9(5) . . ?
C8 C7 C11 116.9(4) . . ?
C8 C7 C6 124.0(4) . . ?
C11 C7 C6 119.1(5) . . ?
C9 C8 C7 120.0(4) . . ?
C8 C9 C10 119.9(5) . . ?
N2 C10 C9 121.0(4) . . ?
N2 C10 C20 116.9(4) . . ?
C9 C10 C20 122.1(4) . . ?
N2 C11 C7 122.9(4) . . ?
N2 C11 C12 117.8(4) . . ?
C7 C11 C12 119.2(4) . . ?
N1 C12 C4 122.8(4) . . ?
N1 C12 C11 116.9(4) . . ?
C4 C12 C11 120.3(4) . . ?
C18 C13 C14 118.3(5) . . ?
C18 C13 C1 123.3(4) . . ?
C14 C13 C1 118.3(4) . . ?
C15 C14 C13 121.2(5) . . ?
C16 C15 C14 119.5(5) . . ?
C17 C16 C15 119.9(5) . . ?
C16 C17 C18 121.9(5) . . ?
C17 C18 C13 119.1(5) . . ?
C17 C18 C19 118.1(4) . . ?
C13 C18 C19 122.7(4) . . ?
N4 C19 C18 112.7(4) . . ?
C21 C20 C25 118.8(4) . . ?
C21 C20 C10 117.8(4) . . ?
C25 C20 C10 123.4(4) . . ?
C22 C21 C20 121.1(5) . . ?
C21 C22 C23 120.0(5) . . ?
C24 C23 C22 119.3(5) . . ?
C23 C24 C25 121.7(5) . . ?
C24 C25 C20 119.0(4) . . ?
C24 C25 C26 119.2(4) . . ?
C20 C25 C26 121.7(4) . . ?
N6 C26 C25 113.9(4) . . ?
N4 C27 C28 107.5(4) . . ?
C27 C28 C29 105.1(4) . . ?
N3 C29 C28 111.6(4) . . ?
N6 C30 C31 107.4(4) . . ?
C30 C31 C32 105.6(4) . . ?
N5 C32 C31 111.2(4) . . ?
F6 P1 F4 91.10(19) . . ?
F6 P1 F5 90.18(19) . . ?
F4 P1 F5 91.0(2) . . ?
F6 P1 F1 90.06(18) . . ?
F4 P1 F1 89.75(18) . . ?
F5 P1 F1 179.2(2) . . ?
F6 P1 F3 89.68(19) . . ?
F4 P1 F3 179.2(2) . . ?
F5 P1 F3 89.4(2) . . ?
F1 P1 F3 89.92(18) . . ?
F6 P1 F2 179.2(2) . . ?
F4 P1 F2 89.73(17) . . ?
F5 P1 F2 89.66(18) . . ?
F1 P1 F2 90.09(16) . . ?
F3 P1 F2 89.49(18) . . ?
C34 Cl3 C34 57.0(7) 2_556 . ?
Cl2 C33 Cl1 108.6(4) . . ?
C34 C34 Cl3 63.6(9) 2_556 2_556 ?
C34 C34 Cl3 59.4(8) 2_556 . ?
Cl3 C34 Cl3 123.0(7) 2_556 . ?
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 N3 1.983(4) . ?
Cu1 N5 1.985(4) . ?
Cu1 N1 2.046(4) . ?
Cu1 N2 2.060(4) . ?
N1 C1 1.336(6) . ?
N1 C12 1.368(6) . ?
N2 C10 1.338(6) . ?
N2 C11 1.356(6) . ?
N3 C29 1.333(6) . ?
N3 N4 1.363(5) . ?
N4 C27 1.338(6) . ?
N4 C19 1.462(6) . ?
N5 C32 1.335(6) . ?
N5 N6 1.369(5) . ?
N6 C30 1.353(6) . ?
N6 C26 1.461(6) . ?
C1 C2 1.402(7) . ?
C1 C13 1.486(7) . ?
C2 C3 1.360(7) . ?
C3 C4 1.408(7) . ?
C4 C12 1.401(6) . ?
C4 C5 1.431(7) . ?
C5 C6 1.345(8) . ?
C6 C7 1.433(7) . ?
C7 C8 1.406(7) . ?
C7 C11 1.415(6) . ?
C8 C9 1.374(7) . ?
C9 C10 1.417(6) . ?
C10 C20 1.477(6) . ?
C11 C12 1.435(6) . ?
C13 C18 1.399(7) . ?
C13 C14 1.409(7) . ?
C14 C15 1.383(8) . ?
C15 C16 1.377(8) . ?
C16 C17 1.372(8) . ?
C17 C18 1.384(7) . ?
C18 C19 1.521(6) . ?
C20 C21 1.407(7) . ?
C20 C25 1.410(6) . ?
C21 C22 1.379(7) . ?
C22 C23 1.390(7) . ?
C23 C24 1.389(7) . ?
C24 C25 1.389(6) . ?
C25 C26 1.512(6) . ?
C27 C28 1.370(7) . ?
C28 C29 1.382(7) . ?
C30 C31 1.361(7) . ?
C31 C32 1.393(7) . ?
P1 F6 1.584(3) . ?
P1 F4 1.584(3) . ?
P1 F5 1.589(3) . ?
P1 F1 1.594(3) . ?
P1 F3 1.597(3) . ?
P1 F2 1.605(3) . ?
Cl1 C33 1.782(8) . ?
Cl2 C33 1.774(7) . ?
Cl3 C34 1.645(13) 2_556 ?
Cl3 C34 1.711(13) . ?
C34 C34 1.60(2) 2_556 ?
C34 Cl3 1.645(13) 2_556 ?
