#------------------------------------------------------------------------------
#$Date: 2020-11-06 14:23:27 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/54/7705441.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_7705441
loop_
_publ_author_name
'Harloff, Jörg'
'Schulz, Axel'
'Stoer, Philip'
'Villinger, Alexander'
_publ_section_title
;
 Pseudohalide HCN aggregate ions:
 [N₃(HCN)₃]⁻,
 [OCN(HCN)₃]⁻, [SCN(HCN)₂]⁻
 and [P(CN·HCN)₂]⁻ .
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13345
_journal_page_last               13351
_journal_paper_doi               10.1039/d0dt02973d
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C36 H30 N P2 +, C3 H3 N6 -'
_chemical_formula_sum            'C39 H33 N7 P2'
_chemical_formula_weight         661.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-08-20 deposited with the CCDC.	2020-09-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.1050(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.1472(5)
_cell_length_b                   16.1089(6)
_cell_length_c                   15.3501(5)
_cell_measurement_reflns_used    4968
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      33.41
_cell_measurement_theta_min      2.81
_cell_volume                     3585.5(2)
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_collection       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35443
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_min         2.754
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.159
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_correction_T_min  0.7037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_description       block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.320
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4757
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0407P)²+3.0093P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0942
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3987
_reflns_number_total             4757
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02973d2.cif
_cod_data_source_block           av_ps294
_cod_depositor_comments
'Adding full bibliography for 7705438--7705442.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7705441
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.963
_shelx_estimated_absorpt_t_max   0.983
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 1.1138(3) 0.5805(2) 0.4470(2) 0.0567(8) Uani 0.5 1 d . . P A -1
N2 N 1.0862(4) 0.5149(3) 0.4138(5) 0.0370(11) Uani 0.5 1 d . . P A -1
N3 N 1.0627(4) 0.4505(6) 0.3825(4) 0.0470(15) Uani 0.5 1 d . . P A -1
N4 N 1.1062(2) 0.70118(18) 0.6798(2) 0.0475(7) Uani 0.5 1 d . . P B -1
C1 C 1.1120(11) 0.6678(9) 0.6168(12) 0.040(2) Uani 0.5 1 d . . P B -1
N5 N 0.8416(3) 0.3108(2) 0.3646(3) 0.0519(10) Uani 0.5 1 d . . P C -1
C2 C 0.9041(11) 0.3464(9) 0.3757(12) 0.039(2) Uani 0.5 1 d . . P C -1
C3 C 0.9609(3) 0.4566(3) 0.1629(4) 0.0421(12) Uani 0.5 1 d . . P D -1
N6 N 0.9204(5) 0.4745(6) 0.0828(8) 0.066(3) Uani 0.5 1 d . . P D -1
P1 P 0.59501(2) 0.43783(2) 0.82800(2) 0.01665(8) Uani 1 1 d . . . . .
N7 N 0.5000 0.40203(8) 0.7500 0.0214(3) Uani 1 2 d S T P . .
C4 C 0.59130(7) 0.54470(7) 0.86005(8) 0.0194(2) Uani 1 1 d . . . . .
C5 C 0.63586(9) 0.60696(8) 0.83465(10) 0.0295(3) Uani 1 1 d . . . . .
H5 H 0.6728 0.5936 0.8026 0.035 Uiso 1 1 calc R U . . .
C6 C 0.62608(11) 0.68920(9) 0.85635(12) 0.0407(3) Uani 1 1 d . . . . .
H6 H 0.6567 0.7320 0.8392 0.049 Uiso 1 1 calc R U . . .
C7 C 0.57230(11) 0.70897(9) 0.90254(11) 0.0398(3) Uani 1 1 d . . . . .
H7 H 0.5659 0.7653 0.9170 0.048 Uiso 1 1 calc R U . . .
C8 C 0.52760(10) 0.64715(9) 0.92793(10) 0.0361(3) Uani 1 1 d . . . . .
H8 H 0.4907 0.6610 0.9599 0.043 Uiso 1 1 calc R U . . .
C9 C 0.66290(8) 0.39824(7) 0.69530(9) 0.0249(2) Uani 1 1 d . . . . .
H9 H 0.6011 0.3848 0.6518 0.030 Uiso 1 1 calc R U . . .
C10 C 0.53668(9) 0.56512(8) 0.90674(9) 0.0273(3) Uani 1 1 d . . . . .
H10 H 0.5058 0.5226 0.9239 0.033 Uiso 1 1 calc R U . . .
C11 C 0.68375(8) 0.42777(7) 0.78780(8) 0.0195(2) Uani 1 1 d . . . . .
C12 C 0.73323(10) 0.38845(8) 0.66687(10) 0.0327(3) Uani 1 1 d . . . . .
H12 H 0.7193 0.3688 0.6036 0.039 Uiso 1 1 calc R U . . .
C13 C 0.82334(10) 0.40731(9) 0.73056(12) 0.0355(3) Uani 1 1 d . . . . .
H13 H 0.8710 0.4004 0.7108 0.043 Uiso 1 1 calc R U . . .
C14 C 0.84452(9) 0.43622(8) 0.82298(12) 0.0338(3) Uani 1 1 d . . . . .
H14 H 0.9066 0.4489 0.8665 0.041 Uiso 1 1 calc R U . . .
C15 C 0.77500(8) 0.44661(8) 0.85193(10) 0.0264(3) Uani 1 1 d . . . . .
H15 H 0.7894 0.4665 0.9152 0.032 Uiso 1 1 calc R U . . .
C16 C 0.63225(7) 0.37758(7) 0.93709(8) 0.0198(2) Uani 1 1 d . . . . .
C17 C 0.68817(8) 0.41203(8) 1.02758(8) 0.0231(2) Uani 1 1 d . . . . .
H17 H 0.7036 0.4693 1.0328 0.028 Uiso 1 1 calc R U . . .
C18 C 0.72109(9) 0.36253(8) 1.10991(9) 0.0270(3) Uani 1 1 d . . . . .
H18 H 0.7589 0.3860 1.1716 0.032 Uiso 1 1 calc R U . . .
C19 C 0.69891(8) 0.27875(8) 1.10233(9) 0.0274(3) Uani 1 1 d . . . . .
H19 H 0.7217 0.2450 1.1588 0.033 Uiso 1 1 calc R U . . .
C20 C 0.64362(9) 0.24411(8) 1.01259(9) 0.0288(3) Uani 1 1 d . . . . .
H20 H 0.6286 0.1867 1.0078 0.035 Uiso 1 1 calc R U . . .
C21 C 0.61004(8) 0.29310(8) 0.92956(9) 0.0250(2) Uani 1 1 d . . . . .
H21 H 0.5723 0.2694 0.8681 0.030 Uiso 1 1 calc R U . . .
H3 H 0.993(4) 0.445(2) 0.227(4) 0.052(14) Uiso 0.5 1 d . . P E -1
H1 H 1.117(3) 0.638(3) 0.566(3) 0.066(13) Uiso 0.5 1 d . . P F -1
H2 H 0.953(3) 0.380(3) 0.385(3) 0.055(12) Uiso 0.5 1 d . . P G -1
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 N2 N1 177.6(6) . . ?
N4 C1 H1 178(3) . . ?
N5 C2 H2 175(3) . . ?
N6 C3 H3 178(2) . . ?
N7 P1 C16 108.92(5) . . ?
N7 P1 C4 114.71(6) . . ?
C16 P1 C4 107.47(5) . . ?
N7 P1 C11 111.15(4) . . ?
C16 P1 C11 106.31(5) . . ?
C4 P1 C11 107.90(5) . . ?
P1 N7 P1 137.24(9) . 2_656 ?
C5 C4 C10 119.75(11) . . ?
C5 C4 P1 122.12(9) . . ?
C10 C4 P1 118.01(9) . . ?
C4 C5 C6 119.58(13) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 120.43(14) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 120.25(13) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C10 119.93(13) . . ?
C7 C8 H8 120.0 . . ?
C10 C8 H8 120.0 . . ?
C11 C9 C12 119.60(12) . . ?
C11 C9 H9 120.2 . . ?
C12 C9 H9 120.2 . . ?
C8 C10 C4 120.06(13) . . ?
C8 C10 H10 120.0 . . ?
C4 C10 H10 120.0 . . ?
C9 C11 C15 119.97(11) . . ?
C9 C11 P1 120.61(9) . . ?
C15 C11 P1 119.36(9) . . ?
C13 C12 C9 120.18(13) . . ?
C13 C12 H12 119.9 . . ?
C9 C12 H12 119.9 . . ?
C12 C13 C14 120.44(12) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C15 119.90(13) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C11 119.91(12) . . ?
C14 C15 H15 120.0 . . ?
C11 C15 H15 120.0 . . ?
C17 C16 C21 119.93(10) . . ?
C17 C16 P1 121.19(9) . . ?
C21 C16 P1 118.71(9) . . ?
C18 C17 C16 119.91(11) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.09(12) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.27(11) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.20(12) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C20 C21 C16 119.60(11) . . ?
C20 C21 H21 120.2 . . ?
C16 C21 H21 120.2 . . ?
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 N2 1.172(7) . ?
N2 N3 1.136(13) . ?
N4 C1 1.145(18) . ?
C1 H1 0.94(5) . ?
N5 C2 1.106(12) . ?
C2 H2 0.92(5) . ?
C3 N6 1.147(11) . ?
C3 H3 0.90(5) . ?
P1 N7 1.5822(6) . ?
P1 C16 1.7948(11) . ?
P1 C4 1.7986(11) . ?
P1 C11 1.7996(12) . ?
N7 P1 1.5822(6) 2_656 ?
C4 C5 1.3866(17) . ?
C4 C10 1.3986(17) . ?
C5 C6 1.3918(19) . ?
C5 H5 0.9500 . ?
C6 C7 1.378(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(2) . ?
C7 H7 0.9500 . ?
C8 C10 1.3839(19) . ?
C8 H8 0.9500 . ?
C9 C11 1.3910(17) . ?
C9 C12 1.3932(18) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C15 1.3984(16) . ?
C12 C13 1.383(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.3875(18) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.3961(16) . ?
C16 C21 1.3991(16) . ?
C17 C18 1.3872(16) . ?
C17 H17 0.9500 . ?
C18 C19 1.3879(19) . ?
C18 H18 0.9500 . ?
C19 C20 1.3869(18) . ?
C19 H19 0.9500 . ?
C20 C21 1.3904(17) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
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
C16 P1 N7 P1 138.42(4) . . . 2_656 ?
C4 P1 N7 P1 17.95(4) . . . 2_656 ?
C11 P1 N7 P1 -104.78(4) . . . 2_656 ?
N7 P1 C4 C5 -111.26(10) . . . . ?
C16 P1 C4 C5 127.48(10) . . . . ?
C11 P1 C4 C5 13.21(12) . . . . ?
N7 P1 C4 C10 64.69(10) . . . . ?
C16 P1 C4 C10 -56.56(10) . . . . ?
C11 P1 C4 C10 -170.83(9) . . . . ?
C10 C4 C5 C6 0.30(19) . . . . ?
P1 C4 C5 C6 176.19(11) . . . . ?
C4 C5 C6 C7 -0.2(2) . . . . ?
C5 C6 C7 C8 0.1(2) . . . . ?
C6 C7 C8 C10 -0.1(2) . . . . ?
C7 C8 C10 C4 0.2(2) . . . . ?
C5 C4 C10 C8 -0.34(18) . . . . ?
P1 C4 C10 C8 -176.39(10) . . . . ?
C12 C9 C11 C15 -0.66(18) . . . . ?
C12 C9 C11 P1 -177.94(9) . . . . ?
N7 P1 C11 C9 5.09(11) . . . . ?
C16 P1 C11 C9 123.47(10) . . . . ?
C4 P1 C11 C9 -121.49(10) . . . . ?
N7 P1 C11 C15 -172.21(9) . . . . ?
C16 P1 C11 C15 -53.82(10) . . . . ?
C4 P1 C11 C15 61.22(10) . . . . ?
C11 C9 C12 C13 0.56(19) . . . . ?
C9 C12 C13 C14 -0.1(2) . . . . ?
C12 C13 C14 C15 -0.2(2) . . . . ?
C13 C14 C15 C11 0.1(2) . . . . ?
C9 C11 C15 C14 0.34(18) . . . . ?
P1 C11 C15 C14 177.65(10) . . . . ?
N7 P1 C16 C17 -152.41(9) . . . . ?
C4 P1 C16 C17 -27.58(11) . . . . ?
C11 P1 C16 C17 87.74(10) . . . . ?
N7 P1 C16 C21 32.37(11) . . . . ?
C4 P1 C16 C21 157.19(9) . . . . ?
C11 P1 C16 C21 -87.48(10) . . . . ?
C21 C16 C17 C18 -0.41(18) . . . . ?
P1 C16 C17 C18 -175.58(9) . . . . ?
C16 C17 C18 C19 0.33(18) . . . . ?
C17 C18 C19 C20 -0.14(19) . . . . ?
C18 C19 C20 C21 0.02(19) . . . . ?
C19 C20 C21 C16 -0.10(19) . . . . ?
C17 C16 C21 C20 0.30(18) . . . . ?
P1 C16 C21 C20 175.58(9) . . . . ?
