#------------------------------------------------------------------------------
#$Date: 2015-11-07 00:28:58 +0100 (Sat 07 de Nov de 2015) $
#$Revision: 170147 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/80/7118043.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_7118043
loop_
_publ_author_name
'Shi, Yan X.'
'Liang, Rong Z.'
'Martin, Katherine A.'
'Star, Daniel G.'
'Díaz, Jesús'
'Li, Xin Y.'
'Ganguly, Rakesh'
'García, Felipe'
_publ_section_title
;
 Steric C-N bond activation on the dimeric macrocycle
 [{P(μ-NR)}2(μ-NR)]2.
;
_journal_issue                   92
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              16468
_journal_page_last               16471
_journal_paper_doi               10.1039/c5cc06034f
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C18 H42 N6 P4'
_chemical_formula_weight         466.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2015-06-19 deposited with the CCDC.
2015-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.061(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.9073(11)
_cell_length_b                   15.7025(18)
_cell_length_c                   9.9032(11)
_cell_measurement_reflns_used    1371
_cell_measurement_temperature    103.(2)
_cell_measurement_theta_max      21.9248
_cell_measurement_theta_min      2.5844
_cell_volume                     1274.4(3)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Bruker AXS Inc., 2014)'
_diffrn_ambient_temperature      103.(2)
_diffrn_detector_area_resol_mean 8.3333
_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_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1107
_diffrn_reflns_av_unetI/netI     0.1017
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19035
_diffrn_reflns_theta_full        29.55
_diffrn_reflns_theta_max         29.55
_diffrn_reflns_theta_min         2.61
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.312
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.883
_refine_diff_density_min         -0.638
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3562
_refine_ls_number_restraints     108
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1459
_refine_ls_R_factor_gt           0.0691
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0662P)²+1.0531P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1835
_reflns_number_gt                1903
_reflns_number_total             3562
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc06034f2.cif
_cod_data_source_block           I
_cod_database_code               7118043
loop_
_space_group_symop_operation_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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3013(4) -0.0971(2) 0.5569(4) 0.0360(8) Uani d . . . 1.0 . .
H H1 0.2305 -0.1365 0.5856 0.043 Uiso calc U . R 1.0 . .
C C2 0.4642(4) -0.0887(2) 0.6860(4) 0.0440(9) Uani d . . . 1.0 . .
H H2A 0.5372 -0.0527 0.6579 0.066 Uiso calc U . R 1.0 . .
H H2B 0.5131 -0.1452 0.7143 0.066 Uiso calc U . R 1.0 . .
H H2C 0.4475 -0.0627 0.769 0.066 Uiso calc U . R 1.0 . .
C C3 0.3241(5) -0.1348(2) 0.4242(4) 0.0443(9) Uani d . . . 1.0 . .
H H3A 0.2184 -0.1377 0.341 0.066 Uiso calc U . R 1.0 . .
H H3B 0.3701 -0.1922 0.448 0.066 Uiso calc U . R 1.0 . .
H H3C 0.3987 -0.0988 0.3983 0.066 Uiso calc U . R 1.0 . .
C C4 0.0685(5) 0.1993(2) 0.4258(5) 0.0478(10) Uani d . . . 1.0 . .
H H4 -0.0298 0.2076 0.3328 0.057 Uiso calc U . R 1.0 . .
C C5 0.2161(7) 0.2293(3) 0.4001(7) 0.0846(18) Uani d . . . 1.0 . .
H H5A 0.314 0.222 0.4901 0.127 Uiso calc U . R 1.0 . .
H H5B 0.2031 0.2896 0.3724 0.127 Uiso calc U . R 1.0 . .
H H5C 0.227 0.1958 0.3209 0.127 Uiso calc U . R 1.0 . .
C C6 0.0450(5) 0.2518(2) 0.5456(5) 0.0541(11) Uani d . . . 1.0 . .
H H6A -0.0502 0.2305 0.5617 0.081 Uiso calc U . R 1.0 . .
H H6B 0.0276 0.3116 0.5154 0.081 Uiso calc U . R 1.0 . .
H H6C 0.1423 0.2469 0.6368 0.081 Uiso calc U . R 1.0 . .
C C7 -0.1116(11) -0.0380(4) 0.1241(6) 0.0311(16) Uani d U P D 0.578(13) A 1
H H7 -0.0159 -0.0151 0.1069 0.037 Uiso calc U P R 0.578(13) A 1
C C8 -0.2627(11) 0.0143(7) 0.0346(13) 0.044(3) Uani d U P D 0.578(13) A 1
H H8A -0.3578 -0.0087 0.0489 0.066 Uiso calc U P R 0.578(13) A 1
H H8B -0.2815 0.0113 -0.0696 0.066 Uiso calc U P R 0.578(13) A 1
H H8C -0.2457 0.0737 0.0673 0.066 Uiso calc U P R 0.578(13) A 1
C C9 -0.1341(14) -0.1310(5) 0.0798(14) 0.041(2) Uani d U P D 0.578(13) A 1
H H9A -0.0332 -0.1622 0.1346 0.062 Uiso calc U P R 0.578(13) A 1
H H9B -0.1601 -0.1359 -0.0256 0.062 Uiso calc U P R 0.578(13) A 1
H H9C -0.2235 -0.155 0.1019 0.062 Uiso calc U P R 0.578(13) A 1
C C7A -0.1869(15) -0.0471(6) 0.1219(9) 0.032(2) Uani d U P D 0.422(13) A 2
H H7A -0.2924 -0.073 0.1146 0.038 Uiso calc U P R 0.422(13) A 2
C C8A -0.2219(17) 0.0356(7) 0.0345(16) 0.031(3) Uani d U P D 0.422(13) A 2
H H8A1 -0.1188 0.0617 0.0427 0.047 Uiso calc U P R 0.422(13) A 2
H H8A2 -0.2807 0.0747 0.0735 0.047 Uiso calc U P R 0.422(13) A 2
H H8A3 -0.2887 0.0235 -0.0688 0.047 Uiso calc U P R 0.422(13) A 2
C C9A -0.0956(19) -0.1107(8) 0.0681(19) 0.038(3) Uani d U P D 0.422(13) A 2
H H9A1 -0.1548 -0.1198 -0.0375 0.057 Uiso calc U P R 0.422(13) A 2
H H9A2 -0.0866 -0.1648 0.12 0.057 Uiso calc U P R 0.422(13) A 2
H H9A3 0.0138 -0.0888 0.087 0.057 Uiso calc U P R 0.422(13) A 2
N N1 0.2197(4) -0.01432(17) 0.5192(3) 0.0363(7) Uani d . . . 1.0 . .
N N2 0.0781(4) 0.10727(16) 0.4660(3) 0.0329(7) Uani d . . . 1.0 . .
N N3 -0.0806(4) -0.02724(17) 0.2859(3) 0.0384(7) Uani d . . D 1.0 . .
P P1 0.09996(13) 0.02850(6) 0.35380(11) 0.0391(3) Uani d . . . 1.0 . .
P P2 0.20503(12) 0.06473(6) 0.63157(11) 0.0408(3) Uani d . . . 1.0 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
N1 C1 C2 . . 110.7(3)
N1 C1 C3 . . 110.2(3)
C2 C1 C3 . . 110.7(3)
N2 C4 C5 . . 112.6(3)
N2 C4 C6 . . 109.1(3)
C5 C4 C6 . . 110.9(3)
C9 C7 N3 . . 111.1(7)
C9 C7 C8 . . 111.3(9)
N3 C7 C8 . . 107.8(7)
C9A C7A C8A . . 112.5(11)
C9A C7A N3 . . 108.0(10)
C8A C7A N3 . . 109.0(9)
C1 N1 P1 . . 131.0(2)
C1 N1 P2 . . 129.5(2)
P1 N1 P2 . . 99.26(15)
C4 N2 P2 . . 125.3(3)
C4 N2 P1 . . 122.2(2)
P2 N2 P1 . . 97.91(14)
C7 N3 P2 . 3_556 125.2(4)
C7A N3 P2 . 3_556 100.7(5)
C7 N3 P1 . . 103.0(4)
C7A N3 P1 . . 127.1(5)
P2 N3 P1 3_556 . 131.81(16)
N1 P1 N3 . . 108.22(14)
N1 P1 N2 . . 81.37(14)
N3 P1 N2 . . 107.04(14)
N1 P1 P2 . . 40.40(10)
N3 P1 P2 . . 114.81(10)
N2 P1 P2 . . 41.00(10)
N1 P2 N3 . 3_556 106.84(14)
N1 P2 N2 . . 81.41(14)
N3 P2 N2 3_556 . 106.31(14)
N1 P2 P1 . . 40.35(10)
N3 P2 P1 3_556 . 113.38(11)
N2 P2 P1 . . 41.09(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 N1 . 1.464(4)
C1 C2 . 1.518(5)
C1 C3 . 1.527(5)
C4 N2 . 1.493(4)
C4 C5 . 1.510(5)
C4 C6 . 1.524(5)
C7 C9 . 1.515(9)
C7 N3 . 1.524(6)
C7 C8 . 1.528(9)
C7A C9A . 1.510(12)
C7A C8A . 1.524(11)
C7A N3 . 1.558(9)
N1 P1 . 1.704(3)
N1 P2 . 1.706(3)
N2 P2 . 1.721(3)
N2 P1 . 1.724(3)
N3 P2 3_556 1.719(3)
N3 P1 . 1.719(3)
P1 P2 . 2.5980(14)
P2 N3 3_556 1.719(3)
