#------------------------------------------------------------------------------
#$Date: 2023-03-04 10:45:37 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281296 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/25/7712504.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_7712504
loop_
_publ_author_name
'Hill, Anthony'
'Frogley, Benjamin'
_publ_section_title
;
 Synthesis and reactivity of
 9,10-bis(4-trimethylsilylethynylbuta-1,3-diynyl)anthracene derived
 chromophores
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00147D
_journal_year                    2023
_chemical_formula_sum            'C77 H71 N3 Ni2 P4'
_chemical_formula_weight         1281.68
_chemical_name_common            Ni2(m-dppm)2(m-CN-Xylyl)(m-CN-Xylyl)2
_chemical_name_systematic
;
(μ₂-Xylylisocianide)bis(Xylylisocianide)
(bis(μ₂-bis(diphenylphosphino)
methane)-di-nickel
;
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc7s0yy
_audit_creation_method           SHELXL-97
_audit_update_record
;
2004-02-16 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.6950(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.4008(16)
_cell_length_b                   12.9100(10)
_cell_length_c                   23.6900(18)
_cell_measurement_temperature    100(2)
_cell_volume                     6269.3(8)
_computing_cell_refinement       'SAINT PLUS'
_computing_data_collection       'SAINT PLUS'
_computing_data_reduction        'SAINT PLUS'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            25948
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  0.9153
_exptl_absorpt_correction_T_min  0.5849
_exptl_absorpt_correction_type   empiric
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'deep brown'
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rombohedric
_exptl_crystal_F_000             2688
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       0.00000(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         7066
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          11.145
_refine_ls_shift/su_mean         0.055
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0507P)²+9.7863P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0962
_reflns_number_gt                6146
_reflns_number_total             7066
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d3dt00147d2.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_cell_measurement_temperature' value '-173(2)' was changed
to '100(2)' -- it was converted from degrees Celsius (C) to kelvins
(K).

data item '_diffrn_ambient_temperature' value '-173(2)' was changed
to '100(2)' -- it was converted from degrees Celsius (C) to kelvins
(K).

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7712504
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.028461(10) 0.393846(17) 0.306888(9) 0.01186(8) Uani 1 1 d . . .
P1 P 0.10868(2) 0.49849(3) 0.303434(19) 0.01242(10) Uani 1 1 d . . .
P2 P -0.04700(2) 0.49231(3) 0.326253(19) 0.01253(10) Uani 1 1 d . . .
N1 N 0.07328(8) 0.24733(13) 0.40799(7) 0.0215(3) Uani 1 1 d . . .
N2 N 0.0000 0.19099(18) 0.2500 0.0260(5) Uani 1 2 d S . .
C1 C 0.09166(8) 0.57614(13) 0.23509(7) 0.0141(3) Uani 1 1 d . . .
H1A H 0.1314 0.6022 0.2293 0.017 Uiso 1 1 d R . .
H1B H 0.0643 0.6334 0.2384 0.017 Uiso 1 1 d R . .
C2 C 0.05775(9) 0.30730(14) 0.36930(8) 0.0159(3) Uani 1 1 d . . .
C3 C 0.17723(11) 0.30497(17) 0.50681(11) 0.0326(5) Uani 1 1 d . . .
H3F H 0.1905 0.3246 0.4720 0.049 Uiso 1 1 calc R . .
H3G H 0.2152 0.3073 0.5418 0.049 Uiso 1 1 calc R . .
H3H H 0.1439 0.3533 0.5118 0.049 Uiso 1 1 calc R . .
C4 C 0.00416(10) 0.05378(17) 0.39638(9) 0.0268(4) Uani 1 1 d . . .
H4E H -0.0031 -0.0212 0.3932 0.040 Uiso 1 1 calc R . .
H4F H 0.0089 0.0806 0.3591 0.040 Uiso 1 1 calc R . .
H4G H -0.0331 0.0873 0.4050 0.040 Uiso 1 1 calc R . .
C5 C 0.0000 0.2844(2) 0.2500 0.0156(5) Uani 1 2 d S . .
C6 C 0.0000 0.08569(19) 0.2500 0.0187(5) Uani 1 2 d S . .
C7 C 0.05971(10) 0.03198(15) 0.26884(8) 0.0209(4) Uani 1 1 d . . .
C8 C 0.12267(11) 0.09039(16) 0.29016(9) 0.0260(4) Uani 1 1 d . . .
H8A H 0.1591 0.0413 0.3009 0.039 Uiso 1 1 calc R . .
H8B H 0.1223 0.1319 0.3247 0.039 Uiso 1 1 calc R . .
H8C H 0.1278 0.1362 0.2588 0.039 Uiso 1 1 calc R . .
C9 C 0.05847(10) -0.07547(16) 0.26822(10) 0.0274(4) Uani 1 1 d . . .
H9A H 0.0984 -0.1128 0.2805 0.033 Uiso 1 1 calc R . .
C10 C 0.0000 -0.1294(2) 0.2500 0.0336(7) Uani 1 2 d S . .
H10A H 0.0000 -0.2030 0.2500 0.040 Uiso 1 2 calc SR . .
C1A C 0.18863(2) 0.44327(4) 0.30479(2) 0.0157(3) Uani 1 1 d G . .
C2A C 0.24273(2) 0.50531(4) 0.30723(2) 0.0191(4) Uani 1 1 d G . .
H2A H 0.2399 0.5791 0.3109 0.023 Uiso 1 1 d G . .
C3A C 0.30094(2) 0.46011(5) 0.30437(3) 0.0246(4) Uani 1 1 d G . .
H3A H 0.3382 0.5028 0.3061 0.030 Uiso 1 1 d G . .
C4A C 0.30507(3) 0.35288(5) 0.29905(3) 0.0296(5) Uani 1 1 d G . .
H4A H 0.3451 0.3218 0.2971 0.035 Uiso 1 1 d G . .
C5A C 0.25100(3) 0.29088(5) 0.29662(3) 0.0300(5) Uani 1 1 d G . .
H5A H 0.2538 0.2171 0.2929 0.036 Uiso 1 1 d G . .
C6A C 0.19277(2) 0.33605(4) 0.29948(2) 0.0220(4) Uani 1 1 d G . .
H6A H 0.1555 0.2934 0.2978 0.026 Uiso 1 1 d G . .
C1B C 0.13580(2) 0.59614(3) 0.36220(2) 0.0144(3) Uani 1 1 d G . .
C2B C 0.177915(19) 0.56390(3) 0.41593(2) 0.0192(4) Uani 1 1 d G . .
H2B H 0.1959 0.4953 0.4199 0.023 Uiso 1 1 d G . .
C3B C 0.19388(2) 0.63141(4) 0.46393(2) 0.0233(4) Uani 1 1 d G . .
H3B H 0.2229 0.6092 0.5009 0.028 Uiso 1 1 d G . .
C4B C 0.16770(2) 0.73114(3) 0.45820(3) 0.0237(4) Uani 1 1 d G . .
H4B H 0.1787 0.7776 0.4912 0.028 Uiso 1 1 d G . .
C5B C 0.12560(3) 0.76336(3) 0.40450(3) 0.0226(4) Uani 1 1 d G . .
H5B H 0.1076 0.8320 0.4006 0.027 Uiso 1 1 d G . .
C6B C 0.10963(2) 0.69587(3) 0.35649(2) 0.0186(4) Uani 1 1 d G . .
H6B H 0.0806 0.7180 0.3195 0.022 Uiso 1 1 d G . .
C1C C -0.023968(19) 0.58471(3) 0.38840(2) 0.0148(3) Uani 1 1 d G . .
C2C C 0.023299(19) 0.55128(3) 0.438917(18) 0.0172(4) Uani 1 1 d G . .
H2C H 0.0426 0.4840 0.4398 0.021 Uiso 1 1 d G . .
C3C C 0.04256(2) 0.61571(3) 0.48815(2) 0.0199(4) Uani 1 1 d G . .
H3C H 0.0751 0.5927 0.5229 0.024 Uiso 1 1 d G . .
C4C C 0.01452(3) 0.71357(4) 0.48687(2) 0.0207(4) Uani 1 1 d G . .
H4C H 0.0278 0.7579 0.5208 0.025 Uiso 1 1 d G . .
C5C C -0.03274(3) 0.74699(3) 0.43636(3) 0.0224(4) Uani 1 1 d G . .
H5C H -0.0520 0.8143 0.4355 0.027 Uiso 1 1 d G . .
C6C C -0.05200(2) 0.68256(3) 0.38712(2) 0.0206(4) Uani 1 1 d G . .
H6C H -0.0845 0.7055 0.3524 0.025 Uiso 1 1 d G . .
C1D C -0.113498(17) 0.42027(4) 0.34485(2) 0.0159(3) Uani 1 1 d G . .
C2D C -0.165987(17) 0.47015(4) 0.35705(3) 0.0226(4) Uani 1 1 d G . .
H2D H -0.1691 0.5443 0.3551 0.027 Uiso 1 1 d G . .
C3D C -0.213882(18) 0.41226(5) 0.37207(3) 0.0283(5) Uani 1 1 d G . .
H3D H -0.2500 0.4466 0.3805 0.034 Uiso 1 1 d G . .
C4D C -0.20931(2) 0.30448(5) 0.37491(3) 0.0275(5) Uani 1 1 d G . .
H4D H -0.2423 0.2647 0.3852 0.033 Uiso 1 1 d G . .
C5D C -0.15684(2) 0.25462(4) 0.36270(3) 0.0251(4) Uani 1 1 d G . .
H5D H -0.1537 0.1804 0.3647 0.030 Uiso 1 1 d G . .
C6D C -0.108912(19) 0.31251(4) 0.34769(2) 0.0197(4) Uani 1 1 d G . .
H6D H -0.0728 0.2782 0.3393 0.024 Uiso 1 1 d G . .
C1E C 0.17429(3) 0.11983(4) 0.54127(3) 0.0248(4) Uani 1 1 d G . .
H1EA H 0.2112 0.1346 0.5737 0.030 Uiso 1 1 calc R . .
C2E C 0.14938(2) 0.19565(4) 0.49881(2) 0.0226(4) Uani 1 1 d G . .
C3E C 0.09523(2) 0.17400(3) 0.45110(2) 0.0197(4) Uani 1 1 d G . .
C4E C 0.06596(3) 0.07653(3) 0.44588(3) 0.0205(4) Uani 1 1 d G . .
C5E C 0.09087(3) 0.00074(3) 0.48834(3) 0.0235(4) Uani 1 1 d G . .
H5E H 0.0707 -0.0663 0.4848 0.028 Uiso 1 1 d G . .
C6E C 0.14501(3) 0.02237(4) 0.53605(3) 0.0254(4) Uani 1 1 d G . .
H6E H 0.1621 -0.0298 0.5653 0.031 Uiso 1 1 d G . .
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/ic035021j 2004
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
C2 Ni1 C5 94.82(8) . . ?
C2 Ni1 P1 108.49(6) . . ?
C5 Ni1 P1 121.10(3) . . ?
C2 Ni1 P2 106.71(6) . . ?
C5 Ni1 P2 117.72(3) . . ?
P1 Ni1 P2 106.214(19) . . ?
C2 Ni1 Ni1 141.98(6) . 2 ?
C5 Ni1 Ni1 47.18(5) . 2 ?
P1 Ni1 Ni1 95.665(15) . 2 ?
P2 Ni1 Ni1 93.565(15) . 2 ?
C1B P1 C1A 99.3 . . ?
C1B P1 C1 103.33(6) . . ?
C1A P1 C1 99.97(6) . . ?
C1B P1 Ni1 118.06(3) . . ?
C1A P1 Ni1 119.38(3) . . ?
C1 P1 Ni1 113.89(6) . . ?
C1 P2 C1C 102.02(6) 2 . ?
C1 P2 C1D 102.83(6) 2 . ?
C1C P2 C1D 100.5 . . ?
C1 P2 Ni1 114.79(6) 2 . ?
C1C P2 Ni1 119.62(3) . . ?
C1D P2 Ni1 114.70(3) . . ?
C2 N1 C3E 175.21(17) . . ?
C5 N2 C6 180.000(1) . . ?
P2 C1 P1 107.40(9) 2 . ?
N1 C2 Ni1 175.66(17) . . ?
N2 C5 Ni1 137.18(5) . . ?
N2 C5 Ni1 137.18(5) . 2 ?
Ni1 C5 Ni1 85.65(10) . 2 ?
N2 C6 C7 119.48(12) . 2 ?
N2 C6 C7 119.48(12) . . ?
C7 C6 C7 121.0(2) 2 . ?
C9 C7 C6 118.42(19) . . ?
C9 C7 C8 121.26(19) . . ?
C6 C7 C8 120.31(18) . . ?
C7 C9 C10 121.2(2) . . ?
C9 C10 C9 119.8(3) . 2 ?
C6A C1A C2A 120.0 . . ?
C6A C1A P1 117.7 . . ?
C2A C1A P1 122.2 . . ?
C3A C2A C1A 120.0 . . ?
C2A C3A C4A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C5A C6A C1A 120.0 . . ?
C6B C1B C2B 120.0 . . ?
C6B C1B P1 121.8 . . ?
C2B C1B P1 117.7 . . ?
C3B C2B C1B 120.0 . . ?
C2B C3B C4B 120.0 . . ?
C5B C4B C3B 120.0 . . ?
C4B C5B C6B 120.0 . . ?
C1B C6B C5B 120.0 . . ?
C6C C1C C2C 120.0 . . ?
C6C C1C P2 123.5 . . ?
C2C C1C P2 116.4 . . ?
C3C C2C C1C 120.0 . . ?
C2C C3C C4C 120.0 . . ?
C5C C4C C3C 120.0 . . ?
C4C C5C C6C 120.0 . . ?
C5C C6C C1C 120.0 . . ?
C6D C1D C2D 120.0 . . ?
C6D C1D P2 117.6 . . ?
C2D C1D P2 122.4 . . ?
C3D C2D C1D 120.0 . . ?
C2D C3D C4D 120.0 . . ?
C5D C4D C3D 120.0 . . ?
C4D C5D C6D 120.0 . . ?
C1D C6D C5D 120.0 . . ?
C2E C1E C6E 120.0 . . ?
C3E C2E C1E 120.0 . . ?
C3E C2E C3 119.41(9) . . ?
C1E C2E C3 120.38(9) . . ?
N1 C3E C2E 119.45(7) . . ?
N1 C3E C4E 120.47(7) . . ?
C2E C3E C4E 120.0 . . ?
C5E C4E C3E 120.0 . . ?
C5E C4E C4 119.17(8) . . ?
C3E C4E C4 120.71(8) . . ?
C4E C5E C6E 120.0 . . ?
C5E C6E C1E 120.0 . . ?
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
Ni1 C2 1.8152(18) . ?
Ni1 C5 1.9269(19) . ?
Ni1 P1 2.2046(5) . ?
Ni1 P2 2.2046(5) . ?
Ni1 Ni1 2.6196(5) 2 ?
P1 C1B 1.8439 . ?
P1 C1A 1.8453 . ?
P1 C1 1.8493(17) . ?
P2 C1 1.8434(17) 2 ?
P2 C1C 1.8484 . ?
P2 C1D 1.8559 . ?
N1 C2 1.173(2) . ?
N1 C3E 1.3728(16) . ?
N2 C5 1.206(3) . ?
N2 C6 1.359(3) . ?
C1 P2 1.8434(17) 2 ?
C3 C2E 1.523(2) . ?
C4 C4E 1.523(2) . ?
C5 Ni1 1.9269(19) 2 ?
C6 C7 1.409(2) 2 ?
C6 C7 1.409(2) . ?
C7 C9 1.387(3) . ?
C7 C8 1.499(3) . ?
C9 C10 1.388(3) . ?
C10 C9 1.388(3) 2 ?
C1A C6A 1.3951 . ?
C1A C2A 1.3952 . ?
C2A C3A 1.3949 . ?
C3A C4A 1.3952 . ?
C4A C5A 1.3946 . ?
C5A C6A 1.3950 . ?
C1B C6B 1.3950 . ?
C1B C2B 1.3952 . ?
C2B C3B 1.3950 . ?
C3B C4B 1.3951 . ?
C4B C5B 1.3945 . ?
C5B C6B 1.3952 . ?
C1C C6C 1.3950 . ?
C1C C2C 1.3950 . ?
C2C C3C 1.3949 . ?
C3C C4C 1.3952 . ?
C4C C5C 1.3947 . ?
C5C C6C 1.3950 . ?
C1D C6D 1.3949 . ?
C1D C2D 1.3952 . ?
C2D C3D 1.3948 . ?
C3D C4D 1.3950 . ?
C4D C5D 1.3948 . ?
C5D C6D 1.3952 . ?
C1E C2E 1.3950 . ?
C1E C6E 1.3952 . ?
C2E C3E 1.3949 . ?
C3E C4E 1.3951 . ?
C4E C5E 1.3947 . ?
C5E C6E 1.3949 . ?
