#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:29:41 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179143 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/04/4310421.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_4310421
loop_
_publ_author_name
'P.J. Ball'
'Tanya Rarog Shtoyko'
'Jeanette A. Krause Bauer'
'Warren J. Oldham'
'William B. Connick'
_publ_contact_author_address
;     Department of Chemistry
      University of Cincinnati
      Cincinnati, OH 45221-0172 USA
;
_publ_contact_author_email       bill.connick@uc.edu
_publ_contact_author_fax         '513 556 9239'
_publ_contact_author_name        'Dr. William B. Connick'
_publ_contact_author_phone       '513 556 0148'
_publ_section_title
;
 Binuclear Rhenium(I) Complexes with Bridging [2.2]Paracyclophane-Diimine
 Ligands: Probing Electronic Coupling through π-π Interactions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              622
_journal_page_last               632
_journal_paper_doi               10.1021/ic0348648
_journal_volume                  43
_journal_year                    2004
_chemical_formula_moiety         'C28 H24 N4'
_chemical_formula_sum            'C28 H24 N4'
_chemical_formula_weight         416.51
_chemical_name_systematic
; 
4,16-bis(picolinaldimine)-[2.2]paracyclophane (BPPc) 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 98.578(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.2238(11)
_cell_length_b                   15.336(2)
_cell_length_c                   8.4532(11)
_cell_measurement_reflns_used    2255
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.66
_cell_volume                     1054.2(2)
_computing_cell_refinement       'Bruker SAINT v5.A06'
_computing_data_collection       'Bruker SMART v5.051'
_computing_data_reduction        'Bruker SAINT v5.A06'
_computing_molecular_graphics    'Bruker SHELXTL v5.03'
_computing_publication_material  'Bruker SHELXTL v5.03'
_computing_structure_refinement  'Bruker SHELXTL v5.03'
_computing_structure_solution    'Bruker SHELXTL v5.03'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_device       'SMART 1K Platform CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6759
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         2.66
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sheldrick, SADABS'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.178
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0645
_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)+(0.0878P)²+0.3775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1671
_refine_ls_wR_factor_ref         0.1858
_reflns_number_gt                1701
_reflns_number_total             2590
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic0348648si20030721_013701_2.cif
_cod_data_source_block           3a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4310421
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_group
N1 N 0.6480(2) 0.07067(12) 0.2213(2) 0.0311(5) Uani 1 d . .
N2 N 0.8306(3) 0.24849(12) 0.0388(2) 0.0378(5) Uani 1 d . .
C1 C 0.5048(3) 0.05792(15) 0.2950(2) 0.0294(5) Uani 1 d . .
C2 C 0.4620(3) 0.11565(14) 0.4092(3) 0.0302(5) Uani 1 d . .
H2 H 0.5178(3) 0.16988(14) 0.4259(3) 0.036 Uiso 1 calc R .
C3 C 0.3386(3) 0.09494(15) 0.4991(3) 0.0308(5) Uani 1 d . .
C4 C 0.2373(3) 0.0245(2) 0.4472(3) 0.0328(5) Uani 1 d . .
H4 H 0.1378(3) 0.0160(2) 0.4897(3) 0.039 Uiso 1 calc R .
C5 C 0.2804(3) -0.03321(15) 0.3342(3) 0.0321(5) Uani 1 d . .
H5 H 0.2096(3) -0.08069(15) 0.3000(3) 0.039 Uiso 1 calc R .
C6 C 0.4252(3) -0.02293(14) 0.2699(2) 0.0302(5) Uani 1 d . .
C7 C 0.5116(3) -0.1010(2) 0.2101(3) 0.0348(5) Uani 1 d . .
H7A H 0.5519(3) -0.0851(2) 0.1093(3) 0.042 Uiso 1 calc R .
H7B H 0.4316(3) -0.1492(2) 0.1863(3) 0.042 Uiso 1 calc R .
C8 C 0.3385(3) 0.1336(2) 0.6644(3) 0.0361(6) Uani 1 d . .
H8A H 0.2345(3) 0.1177(2) 0.7030(3) 0.043 Uiso 1 calc R .
H8B H 0.3428(3) 0.1979(2) 0.6570(3) 0.043 Uiso 1 calc R .
C9 C 0.6747(3) 0.14563(15) 0.1705(3) 0.0341(5) Uani 1 d . .
H9 H 0.5969(3) 0.19056(15) 0.1786(3) 0.041 Uiso 1 calc R .
C10 C 0.8232(3) 0.16601(15) 0.0985(3) 0.0322(5) Uani 1 d . .
C11 C 0.9571(4) 0.2697(2) -0.0232(3) 0.0454(7) Uani 1 d . .
H11 H 0.9631(4) 0.3276(2) -0.0617(3) 0.054 Uiso 1 calc R .
C12 C 1.0872(3) 0.2135(2) -0.0382(3) 0.0416(6) Uani 1 d . .
H12 H 1.1732(3) 0.2314(2) -0.0946(3) 0.050 Uiso 1 calc R .
C13 C 1.0897(3) 0.1302(2) 0.0309(3) 0.0391(6) Uani 1 d . .
H13 H 1.1817(3) 0.0924(2) 0.0345(3) 0.047 Uiso 1 calc R .
C14 C 0.9488(3) 0.1061(2) 0.0942(3) 0.0383(6) Uani 1 d . .
H14 H 0.9390(3) 0.0488(2) 0.1342(3) 0.046 Uiso 1 calc R .
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'
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
C9 N1 C1 118.2(2) . . ?
C11 N2 C10 118.2(2) . . ?
C2 C1 C6 120.4(2) . . ?
C2 C1 N1 121.8(2) . . ?
C6 C1 N1 116.9(2) . . ?
C3 C2 C1 120.9(2) . . ?
C2 C3 C4 117.1(2) . . ?
C2 C3 C8 120.9(2) . . ?
C4 C3 C8 120.6(2) . . ?
C5 C4 C3 120.6(2) . . ?
C4 C5 C6 121.3(2) . . ?
C5 C6 C1 116.6(2) . . ?
C5 C6 C7 120.8(2) . . ?
C1 C6 C7 121.1(2) . . ?
C6 C7 C8 112.5(2) . 3_656 ?
C3 C8 C7 112.7(2) . 3_656 ?
N1 C9 C10 122.1(2) . . ?
N2 C10 C14 121.9(2) . . ?
N2 C10 C9 115.7(2) . . ?
C14 C10 C9 122.4(2) . . ?
N2 C11 C12 124.3(2) . . ?
C11 C12 C13 119.2(2) . . ?
C14 C13 C12 116.0(2) . . ?
C10 C14 C13 119.9(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
N1 C9 1.258(3) . ?
N1 C1 1.425(3) . ?
N2 C11 1.274(3) . ?
N2 C10 1.367(3) . ?
C1 C2 1.393(3) . ?
C1 C6 1.404(3) . ?
C2 C3 1.393(3) . ?
C3 C4 1.394(3) . ?
C3 C8 1.518(3) . ?
C4 C5 1.387(3) . ?
C5 C6 1.390(3) . ?
C6 C7 1.516(3) . ?
C7 C8 1.583(3) 3_656 ?
C8 C7 1.583(3) 3_656 ?
C9 C10 1.476(3) . ?
C10 C14 1.387(3) . ?
C11 C12 1.394(4) . ?
C12 C13 1.404(4) . ?
C13 C14 1.396(4) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 N1 C1 C2 -46.3(3) . . . . ?
C9 N1 C1 C6 144.9(2) . . . . ?
C6 C1 C2 C3 -0.7(3) . . . . ?
N1 C1 C2 C3 -169.2(2) . . . . ?
C1 C2 C3 C4 -13.6(3) . . . . ?
C1 C2 C3 C8 153.2(2) . . . . ?
C2 C3 C4 C5 13.9(3) . . . . ?
C8 C3 C4 C5 -152.9(2) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C1 -14.5(3) . . . . ?
C4 C5 C6 C7 152.0(2) . . . . ?
C2 C1 C6 C5 14.7(3) . . . . ?
N1 C1 C6 C5 -176.4(2) . . . . ?
C2 C1 C6 C7 -151.7(2) . . . . ?
N1 C1 C6 C7 17.2(3) . . . . ?
C5 C6 C7 C8 -99.6(2) . . . 3_656 ?
C1 C6 C7 C8 66.2(3) . . . 3_656 ?
C2 C3 C8 C7 -66.2(3) . . . 3_656 ?
C4 C3 C8 C7 100.0(2) . . . 3_656 ?
C1 N1 C9 C10 177.4(2) . . . . ?
C11 N2 C10 C14 0.5(3) . . . . ?
C11 N2 C10 C9 179.3(2) . . . . ?
N1 C9 C10 N2 175.8(2) . . . . ?
N1 C9 C10 C14 -5.4(3) . . . . ?
C10 N2 C11 C12 1.8(4) . . . . ?
N2 C11 C12 C13 -6.0(4) . . . . ?
C11 C12 C13 C14 7.5(4) . . . . ?
N2 C10 C14 C13 1.6(4) . . . . ?
C9 C10 C14 C13 -177.2(2) . . . . ?
C12 C13 C14 C10 -5.5(4) . . . . ?
