#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:26:02 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180182 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/78/7107873.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_7107873
loop_
_publ_author_name
'Tristram Chivers'
'Andreas Nordheider'
'Ramalingam Thirumoorthi'
'Ignacio Vargas-Baca'
'J. Derek Woollins'
_publ_section_title
;
 Planar P6E6 (E = Se, S) macrocycles incorporating P2N2 scaffolds
;
_journal_name_full               Chem.Commun.
_journal_page_first              6346
_journal_paper_doi               10.1039/c2cc32809g
_journal_volume                  48
_journal_year                    2012
_chemical_formula_moiety         'C48 H108 N12 P6 Se6'
_chemical_formula_sum            'C48 H108 N12 P6 Se6'
_chemical_formula_weight         1513.04
_chemical_name_systematic
;
?
;
_space_group_IT_number           176
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-P 6c'
_symmetry_space_group_name_H-M   'P 63/m'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   16.643(2)
_cell_length_b                   16.643(2)
_cell_length_c                   15.319(3)
_cell_measurement_reflns_used    8832
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.9
_cell_volume                     3674.7(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        DENZO-SMN
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'KappaCCD (Nonius, FR540C)'
_diffrn_measurement_method       'phiω scans'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'Enraf Nonius FR590D, fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7081
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.79
_exptl_absorpt_coefficient_mu    3.155
_exptl_absorpt_correction_T_max  0.8582
_exptl_absorpt_correction_T_min  0.5855
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS (SHELXTL-NT v5.1, Bruker)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1548
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.925
_refine_diff_density_min         -0.700
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2244
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0606
_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)+(0.0760P)²+16.6374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1553
_refine_ls_wR_factor_ref         0.1780
_reflns_number_gt                1628
_reflns_number_total             2244
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc32809g.txt
_cod_data_source_block           compound2
_cod_original_cell_volume        3674.7(11)
_cod_original_sg_symbol_H-M      'P 63/m '
_cod_database_code               7107873
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -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
C1 C 0.8227(7) 0.0648(6) 0.2500 0.047(3) Uani 1 2 d S . .
C2 C 0.9285(8) 0.1201(9) 0.2500 0.092(6) Uani 1 2 d S . .
H2A H 0.9498 0.1589 0.3009 0.139 Uiso 0.50 1 calc PR . .
H2B H 0.9498 0.1581 0.1986 0.139 Uiso 0.50 1 calc PR . .
H2C H 0.9524 0.0782 0.2505 0.139 Uiso 1 2 calc SR . .
C3 C 0.7861(7) 0.0015(6) 0.3298(7) 0.077(3) Uani 1 1 d . . .
H3A H 0.7195 -0.0327 0.3282 0.116 Uiso 1 1 calc R . .
H3B H 0.8064 0.0384 0.3819 0.116 Uiso 1 1 calc R . .
H3C H 0.8093 -0.0409 0.3294 0.116 Uiso 1 1 calc R . .
C5 C 0.9197(12) 0.4039(12) 0.4490(12) 0.066(5) Uiso 0.50 1 d P A 1
C5A C 0.8164(11) 0.3504(11) 0.4558(11) 0.056(4) Uiso 0.50 1 d P A 2
C6 C 0.9546(11) 0.2744(12) 0.4337(12) 0.061(4) Uiso 0.50 1 d P A 1
C6A C 0.9686(12) 0.3563(12) 0.4640(12) 0.065(5) Uiso 0.50 1 d P A 2
C7 C 0.7858(13) 0.2373(13) 0.4489(14) 0.061(5) Uiso 0.45 1 d P A 1
C7A C 0.8166(10) 0.2020(11) 0.4609(11) 0.059(4) Uiso 0.55 1 d P A 2
C9 C 1.2024(7) 0.4295(7) 0.2500 0.052(3) Uani 1 2 d S . .
H9A H 1.1886 0.3919 0.1986 0.078 Uiso 0.50 1 calc PR . .
H9B H 1.1879 0.3911 0.3009 0.078 Uiso 0.50 1 calc PR . .
H9C H 1.2671 0.4756 0.2505 0.078 Uiso 1 2 calc SR . .
C10- C 1.1661(5) 0.5367(5) 0.3313(5) 0.0473(19) Uani 1 1 d . . .
H10A H 1.1518 0.4982 0.3821 0.071 Uiso 1 1 calc R . .
H10B H 1.1295 0.5665 0.3315 0.071 Uiso 1 1 calc R . .
H10C H 1.2307 0.5828 0.3316 0.071 Uiso 1 1 calc R . .
N1 N 0.7797(5) 0.1229(5) 0.2500 0.042(2) Uani 1 2 d S A .
C4 C 0.8762(5) 0.3038(5) 0.4197(5) 0.0487(19) Uani 1 1 d . . .
C8 C 1.1443(6) 0.4774(6) 0.2500 0.037(2) Uani 1 2 d S . .
N2 N 0.8736(3) 0.3048(3) 0.3239(4) 0.0347(13) Uani 1 1 d . . .
N3 N 1.0471(5) 0.4024(5) 0.2500 0.0371(19) Uani 1 2 d S . .
P1 P 0.80514(15) 0.22341(15) 0.2500 0.0345(6) Uani 1 2 d S . .
P2 P 0.94838(15) 0.38176(15) 0.2500 0.0348(6) Uani 1 2 d S . .
Se1 Se 0.66749(6) 0.21876(6) 0.2500 0.0609(5) Uani 1 2 d S . .
Se2 Se 0.94141(6) 0.51403(6) 0.2500 0.0573(4) Uani 1 2 d S . .
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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
N1 C1 C2 113.5(8) . .
N1 C1 C3 107.3(6) . 10_556
C2 C1 C3 111.0(6) . 10_556
N1 C1 C3 107.3(6) . .
C2 C1 C3 111.0(6) . .
C3 C1 C3 106.4(9) 10_556 .
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C1 C3 H3A 109.5 . .
C1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10- H10A 109.5 . .
C8 C10- H10B 109.5 . .
H10A C10- H10B 109.5 . .
C8 C10- H10C 109.5 . .
H10A C10- H10C 109.5 . .
H10B C10- H10C 109.5 . .
C1 N1 P1 140.9(7) . .
C7 C4 N2 107.3(10) . .
C7 C4 C6A 133.5(13) . .
N2 C4 C6A 118.3(9) . .
C7 C4 C5 120.0(12) . .
N2 C4 C5 106.5(9) . .
C6A C4 C5 55.8(10) . .
C7 C4 C7A 36.8(8) . .
N2 C4 C7A 113.5(8) . .
C6A C4 C7A 110.4(10) . .
C5 C4 C7A 138.4(11) . .
C7 C4 C6 114.9(11) . .
N2 C4 C6 99.7(8) . .
C6A C4 C6 51.0(9) . .
C5 C4 C6 106.2(10) . .
C7A C4 C6 78.1(9) . .
C7 C4 C5A 66.7(10) . .
N2 C4 C5A 107.8(8) . .
C6A C4 C5A 105.1(10) . .
C5 C4 C5A 56.5(9) . .
C7A C4 C5A 99.6(9) . .
C6 C4 C5A 150.7(11) . .
N3 C8 C10- 110.9(5) . .
N3 C8 C10- 110.9(5) . 10_556
C10- C8 C10- 110.4(8) . 10_556
N3 C8 C9 105.8(7) . .
C10- C8 C9 109.3(5) . .
C10- C8 C9 109.3(5) 10_556 .
C4 N2 P1 132.1(4) . .
C4 N2 P2 131.4(4) . .
P1 N2 P2 96.0(3) . .
C8 N3 P2 144.0(6) . .
N1 P1 N2 126.2(3) . .
N1 P1 N2 126.2(3) . 10_556
N2 P1 N2 83.8(4) . 10_556
N1 P1 Se1 104.2(3) . .
N2 P1 Se1 107.05(19) . .
N2 P1 Se1 107.05(19) 10_556 .
N1 P1 P2 139.0(3) . .
N2 P1 P2 42.01(19) . .
N2 P1 P2 42.01(19) 10_556 .
Se1 P1 P2 116.74(11) . .
N3 P2 N2 118.6(3) . 10_556
N3 P2 N2 118.6(3) . .
N2 P2 N2 83.7(4) 10_556 .
N3 P2 Se2 111.1(3) . .
N2 P2 Se2 111.1(2) 10_556 .
N2 P2 Se2 111.1(2) . .
N3 P2 P1 126.4(3) . .
N2 P2 P1 41.99(19) 10_556 .
N2 P2 P1 41.99(19) . .
Se2 P2 P1 122.42(11) . .
P1 Se1 Se2 97.79(7) . 3_665
P2 Se2 Se1 98.63(7) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.462(11) .
C1 C2 1.525(15) .
C1 C3 1.527(10) 10_556
C1 C3 1.527(10) .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9600 .
C3 H3A 0.9600 .
C3 H3B 0.9600 .
C3 H3C 0.9600 .
C5 C4 1.514(18) .
C5A C4 1.633(18) .
C6 C4 1.622(18) .
C6A C4 1.499(19) .
C7 C4 1.42(2) .
C7A C4 1.605(17) .
C9 C8 1.529(12) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10- C8 1.516(9) .
C10- H10A 0.9600 .
C10- H10B 0.9600 .
C10- H10C 0.9600 .
N1 P1 1.507(8) .
C4 N2 1.469(10) .
C8 N3 1.468(10) .
C8 C10- 1.516(9) 10_556
N2 P1 1.695(5) .
N2 P2 1.695(6) .
N3 P2 1.501(7) .
P1 N2 1.695(5) 10_556
P1 Se1 2.253(2) .
P1 P2 2.519(3) .
P2 N2 1.695(6) 10_556
P2 Se2 2.262(2) .
Se1 Se2 2.3217(14) 3_665
Se2 Se1 2.3217(14) 2_655
