#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:48:26 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179207 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/39/4313989.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_4313989
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            'C36 H32 Cu F6 N6 P'
_chemical_formula_weight         757.19
_chemical_melting_point          352.1(10)
_chemical_name_systematic
; 
2,9-Bis-[2-(3,5-dimethyl-pyrazol-1-ylmethyl)-phenyl]-1,10-phenanthroline-
copper(I) hexafluorophosphate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 91.961(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0457(18)
_cell_length_b                   9.3115(14)
_cell_length_c                   29.488(5)
_cell_measurement_temperature    198(2)
_cell_volume                     3305.5(9)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            23736
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         1.38
_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_T_max  0.8169
_exptl_absorpt_correction_T_min  0.7252
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         5839
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0372
_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)+(0.0490P)²+2.8693P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0936
_refine_ls_wR_factor_ref         0.1025
_reflns_number_gt                4871
_reflns_number_total             5839
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034529jsi20030516_091313_1.cif
_cod_data_source_block           8b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_cell_volume        3305.6(9)
_cod_database_code               4313989
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.01214(3) 0.62576(3) 0.122246(10) 0.02580(11) Uani 1 1 d . . .
N1 N -0.06594(17) 0.7061(2) 0.05991(7) 0.0265(5) Uani 1 1 d . . .
N2 N 0.15037(17) 0.7028(2) 0.08883(7) 0.0237(5) Uani 1 1 d . . .
N3 N -0.04934(17) 0.7170(2) 0.17914(7) 0.0252(5) Uani 1 1 d . . .
N4 N -0.12817(18) 0.8240(2) 0.17896(7) 0.0270(5) Uani 1 1 d . . .
N5 N 0.02586(17) 0.4082(2) 0.13401(7) 0.0239(5) Uani 1 1 d . . .
N6 N 0.12185(17) 0.3275(2) 0.13430(7) 0.0230(5) Uani 1 1 d . . .
C1 C -0.1734(2) 0.7139(3) 0.04660(9) 0.0313(6) Uani 1 1 d . . .
C2 C -0.2076(3) 0.7657(3) 0.00335(10) 0.0379(7) Uani 1 1 d . . .
H2 H -0.2851 0.7689 -0.0054 0.032(8) Uiso 1 1 calc R . .
C3 C -0.1300(3) 0.8111(3) -0.02592(10) 0.0393(7) Uani 1 1 d . . .
H3 H -0.1528 0.8458 -0.0555 0.050(9) Uiso 1 1 calc R . .
C4 C -0.0170(2) 0.8074(3) -0.01304(9) 0.0333(6) Uani 1 1 d . . .
C5 C 0.0687(3) 0.8567(3) -0.04156(9) 0.0389(7) Uani 1 1 d . . .
H5 H 0.0490 0.8924 -0.0713 0.049(9) Uiso 1 1 calc R . .
C6 C 0.1766(3) 0.8544(3) -0.02760(10) 0.0399(7) Uani 1 1 d . . .
H6 H 0.2325 0.8861 -0.0477 0.041(8) Uiso 1 1 calc R . .
C7 C 0.2082(2) 0.8049(3) 0.01697(9) 0.0315(6) Uani 1 1 d . . .
C8 C 0.3188(2) 0.8068(3) 0.03402(10) 0.0372(7) Uani 1 1 d . . .
H8 H 0.3771 0.8424 0.0157 0.051(9) Uiso 1 1 calc R . .
C9 C 0.3425(2) 0.7576(3) 0.07694(10) 0.0333(6) Uani 1 1 d . . .
H9 H 0.4176 0.7599 0.0890 0.030(7) Uiso 1 1 calc R . .
C10 C 0.2571(2) 0.7037(3) 0.10343(9) 0.0258(6) Uani 1 1 d . . .
C11 C 0.1263(2) 0.7534(3) 0.04603(8) 0.0256(6) Uani 1 1 d . . .
C12 C 0.0113(2) 0.7538(3) 0.03071(8) 0.0273(6) Uani 1 1 d . . .
C13 C -0.2582(2) 0.6697(3) 0.07911(10) 0.0325(6) Uani 1 1 d . . .
C14 C -0.3361(2) 0.5649(4) 0.06586(12) 0.0443(8) Uani 1 1 d . . .
H14 H -0.3339 0.5235 0.0361 0.042(9) Uiso 1 1 calc R . .
C15 C -0.4160(3) 0.5206(4) 0.09529(14) 0.0517(9) Uani 1 1 d . . .
H15 H -0.4689 0.4484 0.0860 0.085(13) Uiso 1 1 calc R . .
C16 C -0.4200(2) 0.5801(4) 0.13811(13) 0.0481(9) Uani 1 1 d . . .
H16 H -0.4740 0.5470 0.1589 0.051(9) Uiso 1 1 calc R . .
C17 C -0.3464(2) 0.6870(3) 0.15103(11) 0.0395(7) Uani 1 1 d . . .
H17 H -0.3512 0.7299 0.1805 0.032(8) Uiso 1 1 calc R . .
C18 C -0.2650(2) 0.7336(3) 0.12198(10) 0.0317(6) Uani 1 1 d . . .
C19 C -0.1901(2) 0.8566(3) 0.13685(9) 0.0302(6) Uani 1 1 d . . .
H19A H -0.1388 0.8765 0.1134 0.031(5) Uiso 1 1 calc R . .
H19B H -0.2343 0.9410 0.1411 0.031(5) Uiso 1 1 calc R . .
C20 C 0.2863(2) 0.6416(3) 0.14883(9) 0.0244(5) Uani 1 1 d . . .
C21 C 0.3359(2) 0.7289(3) 0.18234(9) 0.0311(6) Uani 1 1 d . . .
H21 H 0.3450 0.8297 0.1767 0.028(7) Uiso 1 1 calc R . .
C22 C 0.3721(2) 0.6713(3) 0.22353(10) 0.0351(7) Uani 1 1 d . . .
H22 H 0.4041 0.7325 0.2467 0.047(9) Uiso 1 1 calc R . .
C23 C 0.3622(2) 0.5251(3) 0.23127(9) 0.0328(6) Uani 1 1 d . . .
H23 H 0.3889 0.4843 0.2595 0.047(9) Uiso 1 1 calc R . .
C24 C 0.3135(2) 0.4379(3) 0.19809(9) 0.0282(6) Uani 1 1 d . . .
H24 H 0.3065 0.3368 0.2037 0.029(7) Uiso 1 1 calc R . .
C25 C 0.2746(2) 0.4941(3) 0.15692(9) 0.0240(5) Uani 1 1 d . . .
C26 C 0.2265(2) 0.3926(3) 0.12105(9) 0.0250(6) Uani 1 1 d . . .
H26A H 0.2142 0.4445 0.0932 0.021(5) Uiso 1 1 calc R . .
H26B H 0.2794 0.3180 0.1156 0.021(5) Uiso 1 1 calc R . .
C27 C -0.1521(2) 0.8653(3) 0.22166(9) 0.0312(6) Uani 1 1 d . . .
C28 C -0.0859(2) 0.7849(3) 0.25058(9) 0.0308(6) Uani 1 1 d . . .
H28 H -0.0826 0.7897 0.2831 0.039(8) Uiso 1 1 calc R . .
C29 C -0.0242(2) 0.6943(3) 0.22323(9) 0.0262(6) Uani 1 1 d . . .
C30 C 0.1044(2) 0.1921(3) 0.14963(8) 0.0250(6) Uani 1 1 d . . .
C31 C -0.0061(2) 0.1848(3) 0.15941(9) 0.0274(6) Uani 1 1 d . . .
H31 H -0.0445 0.1029 0.1710 0.031(8) Uiso 1 1 calc R . .
C32 C -0.0522(2) 0.3199(3) 0.14928(8) 0.0248(5) Uani 1 1 d . . .
C33 C -0.2342(3) 0.9817(3) 0.23119(11) 0.0475(9) Uani 1 1 d . . .
H33A H -0.2158 1.0665 0.2145 0.089(8) Uiso 1 1 calc R . .
H33B H -0.2319 1.0027 0.2631 0.089(8) Uiso 1 1 calc R . .
H33C H -0.3075 0.9503 0.2221 0.089(8) Uiso 1 1 calc R . .
C34 C 0.0607(2) 0.5857(3) 0.23794(10) 0.0374(7) Uani 1 1 d . . .
H34A H 0.0473 0.4976 0.2218 0.068(7) Uiso 1 1 calc R . .
H34B H 0.0559 0.5688 0.2699 0.068(7) Uiso 1 1 calc R . .
H34C H 0.1335 0.6208 0.2316 0.068(7) Uiso 1 1 calc R . .
C35 C 0.1920(2) 0.0787(3) 0.15228(10) 0.0340(7) Uani 1 1 d . . .
H35A H 0.2308 0.0766 0.1244 0.053(6) Uiso 1 1 calc R . .
H35B H 0.1581 -0.0130 0.1572 0.053(6) Uiso 1 1 calc R . .
H35C H 0.2435 0.0997 0.1769 0.053(6) Uiso 1 1 calc R . .
C36 C -0.1701(2) 0.3667(3) 0.15203(11) 0.0387(7) Uani 1 1 d . . .
H36A H -0.1726 0.4671 0.1593 0.079(7) Uiso 1 1 calc R . .
H36B H -0.2056 0.3126 0.1752 0.079(7) Uiso 1 1 calc R . .
H36C H -0.2082 0.3505 0.1234 0.079(7) Uiso 1 1 calc R . .
P1 P -0.48339(7) 0.10369(9) 0.10355(3) 0.0409(2) Uani 1 1 d . . .
F1 F -0.52712(15) 0.2351(2) 0.13292(6) 0.0488(5) Uani 1 1 d . . .
F2 F -0.36493(17) 0.1238(3) 0.12648(11) 0.0915(9) Uani 1 1 d . . .
F3 F -0.5178(2) -0.0033(2) 0.14208(7) 0.0774(7) Uani 1 1 d . . .
F4 F -0.43998(18) -0.0282(2) 0.07492(8) 0.0685(6) Uani 1 1 d . . .
F5 F -0.60188(19) 0.0905(3) 0.07925(8) 0.0817(7) Uani 1 1 d . . .
F6 F -0.4491(3) 0.2100(3) 0.06442(9) 0.1003(10) Uani 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'
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'
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 107.46(8) . . ?
N3 Cu1 N2 124.16(8) . . ?
N5 Cu1 N2 110.86(8) . . ?
N3 Cu1 N1 113.20(8) . . ?
N5 Cu1 N1 120.76(8) . . ?
N2 Cu1 N1 79.13(8) . . ?
C1 N1 C12 118.0(2) . . ?
C1 N1 Cu1 130.75(18) . . ?
C12 N1 Cu1 111.23(17) . . ?
C10 N2 C11 117.7(2) . . ?
C10 N2 Cu1 128.37(17) . . ?
C11 N2 Cu1 113.93(16) . . ?
C29 N3 N4 104.5(2) . . ?
C29 N3 Cu1 130.86(17) . . ?
N4 N3 Cu1 124.58(16) . . ?
C27 N4 N3 111.7(2) . . ?
C27 N4 C19 127.7(2) . . ?
N3 N4 C19 119.1(2) . . ?
C32 N5 N6 105.2(2) . . ?
C32 N5 Cu1 127.36(17) . . ?
N6 N5 Cu1 126.81(16) . . ?
C30 N6 N5 111.6(2) . . ?
C30 N6 C26 128.2(2) . . ?
N5 N6 C26 120.2(2) . . ?
N1 C1 C2 122.1(3) . . ?
N1 C1 C13 118.3(2) . . ?
C2 C1 C13 119.5(2) . . ?
C3 C2 C1 119.6(3) . . ?
C2 C3 C4 120.1(3) . . ?
C3 C4 C12 117.2(3) . . ?
C3 C4 C5 123.2(3) . . ?
C12 C4 C5 119.6(3) . . ?
C6 C5 C4 121.5(3) . . ?
C5 C6 C7 120.6(3) . . ?
C8 C7 C11 117.4(2) . . ?
C8 C7 C6 122.9(3) . . ?
C11 C7 C6 119.7(3) . . ?
C9 C8 C7 119.4(3) . . ?
C8 C9 C10 120.0(3) . . ?
N2 C10 C9 122.4(2) . . ?
N2 C10 C20 118.7(2) . . ?
C9 C10 C20 118.9(2) . . ?
N2 C11 C7 123.1(2) . . ?
N2 C11 C12 117.4(2) . . ?
C7 C11 C12 119.5(2) . . ?
N1 C12 C4 122.9(2) . . ?
N1 C12 C11 118.0(2) . . ?
C4 C12 C11 119.0(2) . . ?
C14 C13 C18 119.2(3) . . ?
C14 C13 C1 118.9(3) . . ?
C18 C13 C1 121.9(2) . . ?
C15 C14 C13 120.5(3) . . ?
C14 C15 C16 120.1(3) . . ?
C17 C16 C15 120.0(3) . . ?
C16 C17 C18 121.0(3) . . ?
C17 C18 C13 119.1(3) . . ?
C17 C18 C19 118.9(3) . . ?
C13 C18 C19 122.0(2) . . ?
N4 C19 C18 111.8(2) . . ?
C21 C20 C25 119.5(2) . . ?
C21 C20 C10 119.4(2) . . ?
C25 C20 C10 120.8(2) . . ?
C22 C21 C20 120.6(3) . . ?
C21 C22 C23 119.9(3) . . ?
C24 C23 C22 119.7(3) . . ?
C23 C24 C25 121.3(3) . . ?
C24 C25 C20 119.0(2) . . ?
C24 C25 C26 119.0(2) . . ?
C20 C25 C26 122.0(2) . . ?
N6 C26 C25 112.5(2) . . ?
N4 C27 C28 106.5(2) . . ?
N4 C27 C33 122.8(3) . . ?
C28 C27 C33 130.7(3) . . ?
C27 C28 C29 106.3(2) . . ?
N3 C29 C28 110.9(2) . . ?
N3 C29 C34 121.2(2) . . ?
C28 C29 C34 127.9(2) . . ?
N6 C30 C31 106.1(2) . . ?
N6 C30 C35 123.8(2) . . ?
C31 C30 C35 130.0(2) . . ?
C30 C31 C32 106.9(2) . . ?
N5 C32 C31 110.2(2) . . ?
N5 C32 C36 121.4(2) . . ?
C31 C32 C36 128.4(2) . . ?
F2 P1 F3 91.30(16) . . ?
F2 P1 F5 177.27(17) . . ?
F3 P1 F5 91.24(15) . . ?
F2 P1 F6 89.05(18) . . ?
F3 P1 F6 179.39(15) . . ?
F5 P1 F6 88.42(17) . . ?
F2 P1 F4 90.58(13) . . ?
F3 P1 F4 89.68(13) . . ?
F5 P1 F4 90.42(13) . . ?
F6 P1 F4 89.82(13) . . ?
F2 P1 F1 89.26(12) . . ?
F3 P1 F1 89.62(12) . . ?
F5 P1 F1 89.78(11) . . ?
F6 P1 F1 90.88(11) . . ?
F4 P1 F1 179.28(13) . . ?
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 2.042(2) . ?
Cu1 N5 2.061(2) . ?
Cu1 N2 2.091(2) . ?
Cu1 N1 2.169(2) . ?
N1 C1 1.342(3) . ?
N1 C12 1.363(3) . ?
N2 C10 1.342(3) . ?
N2 C11 1.369(3) . ?
N3 C29 1.342(3) . ?
N3 N4 1.376(3) . ?
N4 C27 1.357(3) . ?
N4 C19 1.458(3) . ?
N5 C32 1.339(3) . ?
N5 N6 1.379(3) . ?
N6 C30 1.359(3) . ?
N6 C26 1.464(3) . ?
C1 C2 1.412(4) . ?
C1 C13 1.483(4) . ?
C2 C3 1.361(4) . ?
C3 C4 1.401(4) . ?
C4 C12 1.414(4) . ?
C4 C5 1.429(4) . ?
C5 C6 1.350(4) . ?
C6 C7 1.432(4) . ?
C7 C8 1.408(4) . ?
C7 C11 1.413(4) . ?
C8 C9 1.367(4) . ?
C9 C10 1.406(4) . ?
C10 C20 1.490(4) . ?
C11 C12 1.442(4) . ?
C13 C14 1.400(4) . ?
C13 C18 1.402(4) . ?
C14 C15 1.381(5) . ?
C15 C16 1.381(5) . ?
C16 C17 1.378(5) . ?
C17 C18 1.393(4) . ?
C18 C19 1.513(4) . ?
C20 C21 1.399(4) . ?
C20 C25 1.401(4) . ?
C21 C22 1.385(4) . ?
C22 C23 1.387(4) . ?
C23 C24 1.386(4) . ?
C24 C25 1.388(4) . ?
C25 C26 1.518(4) . ?
C27 C28 1.370(4) . ?
C27 C33 1.500(4) . ?
C28 C29 1.399(4) . ?
C29 C34 1.492(4) . ?
C30 C31 1.373(4) . ?
C30 C35 1.493(4) . ?
C31 C32 1.403(4) . ?
C32 C36 1.490(4) . ?
P1 F2 1.569(2) . ?
P1 F3 1.577(2) . ?
P1 F5 1.580(2) . ?
P1 F6 1.586(2) . ?
P1 F4 1.589(2) . ?
P1 F1 1.5989(19) . ?
