#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:26:02 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180182 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/78/7107875.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_7107875
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 S6, C6 H6'
_chemical_formula_sum            'C54 H114 N12 P6 S6'
_chemical_formula_weight         1309.75
_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                   16.5400(7)
_cell_length_b                   16.5400(7)
_cell_length_c                   15.5330(4)
_cell_measurement_reflns_used    8741
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      1.9
_cell_volume                     3680.1(2)
_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 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0678
_diffrn_reflns_av_sigmaI/netI    0.0493
_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       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7147
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.358
_exptl_absorpt_correction_T_max  0.9483
_exptl_absorpt_correction_T_min  0.9159
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS (SHELXTL-NT v5.1, Bruker)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         2249
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.1082
_refine_ls_R_factor_gt           0.0807
_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)+(0.0842P)²+9.9906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1912
_refine_ls_wR_factor_ref         0.2134
_reflns_number_gt                1706
_reflns_number_total             2249
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc32809g.txt
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      'P 63/m '
_cod_database_code               7107875
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, x, z+1/2'
'y, -x+y, z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, -x, -z-1/2'
'-y, x-y, -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
P1 P 0.20502(12) 0.42454(12) 0.2500 0.0399(5) Uani 1 2 d S . .
P2 P 0.55784(12) 0.62037(12) 0.2500 0.0436(5) Uani 1 2 d S . .
S1 S 0.33483(11) 0.55184(11) 0.2500 0.0487(6) Uani 1 2 d S . .
S2 S 0.42569(12) 0.49605(12) 0.2500 0.0652(8) Uani 1 2 d S . .
N1 N 0.1371(3) 0.4383(3) 0.1780(3) 0.0451(10) Uani 1 1 d . . .
N2 N 0.2276(4) 0.3472(4) 0.2500 0.0475(15) Uani 1 2 d S . .
N3 N 0.6343(4) 0.5966(4) 0.2500 0.0481(15) Uani 1 2 d S . .
C1 C 0.1329(4) 0.4331(4) 0.0819(4) 0.0585(15) Uani 1 1 d . . .
C2 C 0.2252(9) 0.4636(9) 0.0509(9) 0.071(3) Uiso 0.52 1 d P A 1
C2A C 0.1943(10) 0.3888(10) 0.0434(9) 0.073(4) Uiso 0.48 1 d P A 2
C3 C 0.0570(8) 0.3259(8) 0.0678(8) 0.070(3) Uiso 0.57 1 d P A 1
C3A C 0.0402(11) 0.3873(11) 0.0388(10) 0.072(4) Uiso 0.43 1 d P A 2
C4 C 0.0879(8) 0.4906(8) 0.0541(7) 0.066(3) Uiso 0.55 1 d P A 1
C4A C 0.1942(10) 0.5387(11) 0.0440(10) 0.071(4) Uiso 0.45 1 d P A 2
C5 C 0.1898(5) 0.2470(5) 0.2500 0.054(2) Uani 1 2 d S . .
C6 C 0.2274(6) 0.2218(5) 0.1704(5) 0.086(2) Uani 1 1 d . . .
H6A H 0.2040 0.2357 0.1193 0.129 Uiso 1 1 calc R . .
H6B H 0.2074 0.1564 0.1715 0.129 Uiso 1 1 calc R . .
H6C H 0.2944 0.2574 0.1704 0.129 Uiso 1 1 calc R . .
C7 C 0.0846(6) 0.1933(6) 0.2500 0.087(3) Uani 1 2 d S . .
H7A H 0.0629 0.1276 0.2475 0.131 Uiso 1 2 calc SR . .
H7B H 0.0618 0.2111 0.2008 0.131 Uiso 0.50 1 calc PR . .
H7C H 0.0619 0.2070 0.3017 0.131 Uiso 0.50 1 calc PR . .
C8 C 0.6552(5) 0.5203(5) 0.2500 0.0480(18) Uani 1 2 d S . .
C9 C 0.7619(6) 0.5668(6) 0.2500 0.080(3) Uani 1 2 d S . .
H9A H 0.7860 0.5992 0.1966 0.121 Uiso 0.50 1 calc PR . .
H9B H 0.7795 0.5200 0.2565 0.121 Uiso 0.50 1 calc PR . .
H9C H 0.7869 0.6103 0.2969 0.121 Uiso 0.50 1 calc PR . .
C10 C 0.6163(4) 0.4597(4) 0.1707(4) 0.0625(16) Uani 1 1 d . . .
H10A H 0.5494 0.4301 0.1711 0.094 Uiso 1 1 calc R . .
H10B H 0.6345 0.4130 0.1707 0.094 Uiso 1 1 calc R . .
H10C H 0.6403 0.4978 0.1201 0.094 Uiso 1 1 calc R . .
C11 C 0.053(4) 0.053(5) 0.939(4) 0.21(3) Uiso 0.30 1 d P . 1
C11A C 0.056(2) 0.0920(15) 0.994(2) 0.182(9) Uiso 0.70 1 d P . 2
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'
P P 0.1023 0.0942 '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'
S S 0.1246 0.1234 '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
N2 P1 N1 125.7(2) . .
N2 P1 N1 125.7(2) . 8_556
N1 P1 N1 83.5(3) . 8_556
N2 P1 S1 106.6(2) . .
N1 P1 S1 106.15(15) . .
N1 P1 S1 106.15(15) 8_556 .
N2 P1 P2 138.2(3) . 4_565
N1 P1 P2 41.87(14) . 4_565
N1 P1 P2 41.87(14) 8_556 4_565
S1 P1 P2 115.21(9) . 4_565
N3 P2 N1 119.2(2) . 3_665
N3 P2 N1 119.2(2) . 12_666
N1 P2 N1 82.9(3) 3_665 12_666
N3 P2 S2 109.9(2) . .
N1 P2 S2 111.62(16) 3_665 .
N1 P2 S2 111.62(16) 12_666 .
N3 P2 P1 127.4(2) . 3_665
N1 P2 P1 41.56(14) 3_665 3_665
N1 P2 P1 41.56(14) 12_666 3_665
S2 P2 P1 122.73(10) . 3_665
S2 S1 P1 98.83(9) . .
S1 S2 P2 100.88(10) . .
C1 N1 P1 132.3(4) . .
C1 N1 P2 130.5(4) . 4_565
P1 N1 P2 96.6(2) . 4_565
C5 N2 P1 145.7(5) . .
C8 N3 P2 144.9(5) . .
C2 C1 C3A 132.4(9) . .
C2 C1 N1 107.7(7) . .
C3A C1 N1 119.1(8) . .
C2 C1 C4 116.7(8) . .
C3A C1 C4 59.5(8) . .
N1 C1 C4 105.6(6) . .
C2 C1 C3 117.0(8) . .
C3A C1 C3 48.2(7) . .
N1 C1 C3 101.0(6) . .
C4 C1 C3 107.1(7) . .
C2 C1 C4A 61.1(7) . .
C3A C1 C4A 108.3(9) . .
N1 C1 C4A 108.2(7) . .
C4 C1 C4A 57.9(7) . .
C3 C1 C4A 149.8(8) . .
C2 C1 C2A 40.7(7) . .
C3A C1 C2A 108.6(9) . .
N1 C1 C2A 111.7(6) . .
C4 C1 C2A 141.0(8) . .
C3 C1 C2A 76.8(7) . .
C4A C1 C2A 98.8(8) . .
N2 C5 C7 112.5(7) . .
N2 C5 C6 108.0(5) . .
C7 C5 C6 110.2(5) . .
N2 C5 C6 108.0(5) . 8_556
C7 C5 C6 110.2(5) . 8_556
C6 C5 C6 107.6(7) . 8_556
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N3 C8 C10 111.4(4) . .
N3 C8 C10 111.4(4) . 8_556
C10 C8 C10 109.0(6) . 8_556
N3 C8 C9 106.0(6) . .
C10 C8 C9 109.5(4) . .
C10 C8 C9 109.5(4) 8_556 .
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 . .
C11 C11 C11 60.00(3) 4 3
C11A C11A C11A 117.8(15) 10_557 9_557
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 N2 1.500(6) .
P1 N1 1.680(4) .
P1 N1 1.680(4) 8_556
P1 S1 2.127(2) .
P1 P2 2.515(2) 4_565
P2 N3 1.501(6) .
P2 N1 1.690(4) 3_665
P2 N1 1.690(4) 12_666
P2 S2 2.124(3) .
P2 P1 2.515(2) 3_665
S1 S2 2.121(2) .
N1 C1 1.494(7) .
N1 P2 1.690(4) 4_565
N2 C5 1.451(9) .
N3 C8 1.465(8) .
C1 C2 1.431(14) .
C1 C3A 1.487(16) .
C1 C4 1.534(13) .
C1 C3 1.594(13) .
C1 C4A 1.629(16) .
C1 C2A 1.635(15) .
C5 C7 1.508(12) .
C5 C6 1.533(8) .
C5 C6 1.533(8) 8_556
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C8 C10 1.512(7) .
C8 C10 1.512(7) 8_556
C8 C9 1.532(10) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 C11 1.52(8) 4
C11 C11 1.52(8) 3
C11A C11A 1.34(2) 10_557
C11A C11A 1.34(2) 9_557
