#------------------------------------------------------------------------------
#$Date: 2015-05-28 11:24:08 +0300 (Thu, 28 May 2015) $
#$Revision: 137482 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/72/7117221.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_7117221
loop_
_publ_author_name
'Wenfeng Lo'
'Chunhua Hu'
'Tyler Berenson'
'Nathaniel Tracer'
'Daniel Shlian'
'Michael Khaloo'
'Avraham Benhaim'
'Jianfeng Jiang'
_publ_section_title
;
 Oxidation of carbon monoxide in basic solution catalyzed by nickel cyano
 carbonyls under ambient conditions and the prototype of a CO-powered
 alkaline fuel cell
;
_journal_name_full               Chem.Commun.
_journal_page_first              9432
_journal_paper_doi               10.1039/C5cc01872B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_sum            'C30 H24 Cl2 N Ni O3 P'
_chemical_formula_weight         607.08
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-03-05 deposited with the CCDC.
2015-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                111.4380(10)
_cell_angle_beta                 97.5860(10)
_cell_angle_gamma                98.5930(10)
_cell_formula_units_Z            2
_cell_length_a                   10.2518(6)
_cell_length_b                   11.9007(7)
_cell_length_c                   13.0245(7)
_cell_measurement_reflns_used    5078
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.79
_cell_measurement_theta_min      2.39
_cell_volume                     1432.11(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_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  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18730
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    0.951
_exptl_absorpt_correction_T_max  0.8550
_exptl_absorpt_correction_T_min  0.7900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0311
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0228P)²+0.8868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0708
_reflns_number_gt                4659
_reflns_number_total             5629
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc01872b2.cif
_cod_data_source_block           13yuj22
_cod_database_code               7117221
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.23868(3) 0.89322(2) 0.07060(2) 0.01836(8) Uani 1 1 d . . .
O1 O 0.02559(17) 0.69069(15) -0.09439(14) 0.0349(4) Uani 1 1 d . . .
O2 O 0.1850(2) 1.13260(16) 0.08217(15) 0.0412(5) Uani 1 1 d . . .
O3 O 0.49102(17) 0.85813(18) -0.00791(14) 0.0402(5) Uani 1 1 d . . .
N1 N 0.28346(18) 0.89346(16) 0.31030(15) 0.0215(4) Uani 1 1 d . . .
C1 C 0.2649(2) 0.89211(18) 0.22062(18) 0.0179(4) Uani 1 1 d . . .
C2 C 0.1056(2) 0.7687(2) -0.02583(18) 0.0235(5) Uani 1 1 d . . .
C3 C 0.2055(2) 1.0403(2) 0.08037(18) 0.0252(5) Uani 1 1 d . . .
C4 C 0.3939(2) 0.8727(2) 0.02412(17) 0.0261(5) Uani 1 1 d . . .
P1 P 0.42911(5) 0.26373(5) 0.54932(4) 0.01368(12) Uani 1 1 d . . .
C5 C 0.3909(2) 0.11914(17) 0.56672(16) 0.0150(4) Uani 1 1 d . . .
H5A H 0.3528 0.0522 0.4916 0.018 Uiso 1 1 calc R . .
H5B H 0.4761 0.1020 0.5968 0.018 Uiso 1 1 calc R . .
C6 C 0.2932(2) 0.11493(17) 0.64383(16) 0.0150(4) Uani 1 1 d . . .
C7 C 0.3404(2) 0.12030(18) 0.75110(17) 0.0181(4) Uani 1 1 d . . .
H7 H 0.4342 0.1304 0.7770 0.022 Uiso 1 1 calc R . .
C8 C 0.2511(2) 0.11102(19) 0.82035(18) 0.0228(5) Uani 1 1 d . . .
H8 H 0.2838 0.1133 0.8930 0.027 Uiso 1 1 calc R . .
C9 C 0.1141(2) 0.09834(19) 0.78400(18) 0.0229(5) Uani 1 1 d . . .
H9 H 0.0532 0.0926 0.8318 0.027 Uiso 1 1 calc R . .
C10 C 0.0665(2) 0.09414(18) 0.67789(18) 0.0217(5) Uani 1 1 d . . .
H10 H -0.0271 0.0859 0.6529 0.026 Uiso 1 1 calc R . .
C11 C 0.1555(2) 0.10192(18) 0.60788(17) 0.0181(4) Uani 1 1 d . . .
H11 H 0.1222 0.0983 0.5349 0.022 Uiso 1 1 calc R . .
C12 C 0.5454(2) 0.24833(18) 0.45536(16) 0.0153(4) Uani 1 1 d . . .
C13 C 0.5167(2) 0.27468(19) 0.36003(17) 0.0190(4) Uani 1 1 d . . .
H13 H 0.4379 0.3043 0.3463 0.023 Uiso 1 1 calc R . .
C14 C 0.6033(2) 0.25757(19) 0.28543(17) 0.0218(5) Uani 1 1 d . . .
H14 H 0.5837 0.2751 0.2202 0.026 Uiso 1 1 calc R . .
C15 C 0.7184(2) 0.21503(19) 0.30531(17) 0.0207(5) Uani 1 1 d . . .
H15 H 0.7768 0.2022 0.2531 0.025 Uiso 1 1 calc R . .
C16 C 0.7489(2) 0.19101(18) 0.40140(18) 0.0203(5) Uani 1 1 d . . .
H16 H 0.8295 0.1640 0.4157 0.024 Uiso 1 1 calc R . .
C17 C 0.6624(2) 0.20635(18) 0.47656(17) 0.0172(4) Uani 1 1 d . . .
H17 H 0.6824 0.1886 0.5416 0.021 Uiso 1 1 calc R . .
C18 C 0.5000(2) 0.38996(18) 0.68277(16) 0.0150(4) Uani 1 1 d . . .
C19 C 0.6303(2) 0.45834(18) 0.70268(17) 0.0179(4) Uani 1 1 d . . .
H19 H 0.6832 0.4372 0.6466 0.022 Uiso 1 1 calc R . .
C20 C 0.6820(2) 0.55734(19) 0.80472(18) 0.0233(5) Uani 1 1 d . . .
H20 H 0.7709 0.6041 0.8188 0.028 Uiso 1 1 calc R . .
C21 C 0.6046(2) 0.58824(19) 0.88620(17) 0.0236(5) Uani 1 1 d . . .
H21 H 0.6406 0.6563 0.9560 0.028 Uiso 1 1 calc R . .
C22 C 0.4751(2) 0.52075(19) 0.86670(17) 0.0216(5) Uani 1 1 d . . .
H22 H 0.4228 0.5426 0.9232 0.026 Uiso 1 1 calc R . .
C23 C 0.4214(2) 0.42138(19) 0.76508(17) 0.0198(5) Uani 1 1 d . . .
H23 H 0.3324 0.3752 0.7514 0.024 Uiso 1 1 calc R . .
C24 C 0.28107(19) 0.29602(18) 0.48525(16) 0.0150(4) Uani 1 1 d . . .
C25 C 0.1972(2) 0.20365(18) 0.38860(16) 0.0168(4) Uani 1 1 d . . .
H25 H 0.2131 0.1222 0.3619 0.020 Uiso 1 1 calc R . .
C26 C 0.0908(2) 0.23149(19) 0.33192(16) 0.0179(4) Uani 1 1 d . . .
H26 H 0.0326 0.1687 0.2668 0.021 Uiso 1 1 calc R . .
C27 C 0.0690(2) 0.35101(19) 0.37015(17) 0.0180(4) Uani 1 1 d . . .
H27 H -0.0032 0.3700 0.3303 0.022 Uiso 1 1 calc R . .
C28 C 0.1516(2) 0.44238(18) 0.46578(17) 0.0176(4) Uani 1 1 d . . .
H28 H 0.1355 0.5238 0.4919 0.021 Uiso 1 1 calc R . .
C29 C 0.2579(2) 0.41553(18) 0.52375(16) 0.0156(4) Uani 1 1 d . . .
H29 H 0.3148 0.4784 0.5895 0.019 Uiso 1 1 calc R . .
Cl1 Cl -0.00493(7) 0.61527(5) 0.31228(5) 0.03357(15) Uani 1 1 d . . .
Cl2 Cl -0.13137(6) 0.57049(5) 0.08229(5) 0.02957(14) Uani 1 1 d . . .
C30 C 0.0223(2) 0.6153(2) 0.18067(18) 0.0246(5) Uani 1 1 d . . .
H30A H 0.0687 0.6991 0.1912 0.029 Uiso 1 1 calc R . .
H30B H 0.0814 0.5575 0.1510 0.029 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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_
_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
C2 Ni1 C4 108.70(10) . .
C2 Ni1 C3 111.26(10) . .
C4 Ni1 C3 110.53(10) . .
C2 Ni1 C1 111.84(9) . .
C4 Ni1 C1 105.95(9) . .
C3 Ni1 C1 108.44(9) . .
N1 C1 Ni1 178.28(19) . .
O1 C2 Ni1 174.2(2) . .
O2 C3 Ni1 177.22(19) . .
O3 C4 Ni1 178.4(2) . .
C24 P1 C18 108.69(9) . .
C24 P1 C12 107.40(9) . .
C18 P1 C12 110.83(9) . .
C24 P1 C5 111.26(9) . .
C18 P1 C5 110.96(9) . .
C12 P1 C5 107.65(9) . .
C6 C5 P1 115.09(13) . .
C6 C5 H5A 108.5 . .
P1 C5 H5A 108.5 . .
C6 C5 H5B 108.5 . .
P1 C5 H5B 108.5 . .
H5A C5 H5B 107.5 . .
C7 C6 C11 119.07(18) . .
C7 C6 C5 119.84(17) . .
C11 C6 C5 121.06(18) . .
C8 C7 C6 120.26(19) . .
C8 C7 H7 119.9 . .
C6 C7 H7 119.9 . .
C7 C8 C9 120.3(2) . .
C7 C8 H8 119.8 . .
C9 C8 H8 119.8 . .
C10 C9 C8 119.7(2) . .
C10 C9 H9 120.1 . .
C8 C9 H9 120.1 . .
C9 C10 C11 120.1(2) . .
C9 C10 H10 120.0 . .
C11 C10 H10 120.0 . .
C10 C11 C6 120.53(19) . .
C10 C11 H11 119.7 . .
C6 C11 H11 119.7 . .
C13 C12 C17 120.20(18) . .
C13 C12 P1 119.98(15) . .
C17 C12 P1 119.79(15) . .
C14 C13 C12 119.83(19) . .
C14 C13 H13 120.1 . .
C12 C13 H13 120.1 . .
C15 C14 C13 120.3(2) . .
C15 C14 H14 119.9 . .
C13 C14 H14 119.9 . .
C14 C15 C16 120.20(19) . .
C14 C15 H15 119.9 . .
C16 C15 H15 119.9 . .
C17 C16 C15 120.32(19) . .
C17 C16 H16 119.8 . .
C15 C16 H16 119.8 . .
C16 C17 C12 119.18(19) . .
C16 C17 H17 120.4 . .
C12 C17 H17 120.4 . .
C19 C18 C23 120.33(18) . .
C19 C18 P1 120.29(15) . .
C23 C18 P1 119.35(15) . .
C20 C19 C18 119.58(19) . .
C20 C19 H19 120.2 . .
C18 C19 H19 120.2 . .
C21 C20 C19 120.1(2) . .
C21 C20 H20 119.9 . .
C19 C20 H20 119.9 . .
C22 C21 C20 120.48(19) . .
C22 C21 H21 119.8 . .
C20 C21 H21 119.8 . .
C21 C22 C23 120.3(2) . .
C21 C22 H22 119.9 . .
C23 C22 H22 119.9 . .
C22 C23 C18 119.19(19) . .
C22 C23 H23 120.4 . .
C18 C23 H23 120.4 . .
C29 C24 C25 120.02(18) . .
C29 C24 P1 120.30(15) . .
C25 C24 P1 119.29(15) . .
C26 C25 C24 119.62(19) . .
C26 C25 H25 120.2 . .
C24 C25 H25 120.2 . .
C25 C26 C27 120.08(19) . .
C25 C26 H26 120.0 . .
C27 C26 H26 120.0 . .
C28 C27 C26 120.37(19) . .
C28 C27 H27 119.8 . .
C26 C27 H27 119.8 . .
C27 C28 C29 120.12(19) . .
C27 C28 H28 119.9 . .
C29 C28 H28 119.9 . .
C28 C29 C24 119.78(18) . .
C28 C29 H29 120.1 . .
C24 C29 H29 120.1 . .
Cl2 C30 Cl1 111.24(12) . .
Cl2 C30 H30A 109.4 . .
Cl1 C30 H30A 109.4 . .
Cl2 C30 H30B 109.4 . .
Cl1 C30 H30B 109.4 . .
H30A C30 H30B 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C2 1.794(2) .
Ni1 C4 1.795(2) .
Ni1 C3 1.795(2) .
Ni1 C1 1.942(2) .
O1 C2 1.143(3) .
O2 C3 1.141(3) .
O3 C4 1.142(3) .
N1 C1 1.152(3) .
P1 C24 1.795(2) .
P1 C18 1.799(2) .
P1 C12 1.800(2) .
P1 C5 1.809(2) .
C5 C6 1.517(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.392(3) .
C6 C11 1.394(3) .
C7 C8 1.387(3) .
C7 H7 0.9500 .
C8 C9 1.389(3) .
C8 H8 0.9500 .
C9 C10 1.384(3) .
C9 H9 0.9500 .
C10 C11 1.388(3) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 C13 1.394(3) .
C12 C17 1.399(3) .
C13 C14 1.382(3) .
C13 H13 0.9500 .
C14 C15 1.381(3) .
C14 H14 0.9500 .
C15 C16 1.390(3) .
C15 H15 0.9500 .
C16 C17 1.388(3) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C19 1.394(3) .
C18 C23 1.401(3) .
C19 C20 1.385(3) .
C19 H19 0.9500 .
C20 C21 1.384(3) .
C20 H20 0.9500 .
C21 C22 1.384(3) .
C21 H21 0.9500 .
C22 C23 1.386(3) .
C22 H22 0.9500 .
C23 H23 0.9500 .
C24 C29 1.393(3) .
C24 C25 1.397(3) .
C25 C26 1.386(3) .
C25 H25 0.9500 .
C26 C27 1.388(3) .
C26 H26 0.9500 .
C27 C28 1.381(3) .
C27 H27 0.9500 .
C28 C29 1.387(3) .
C28 H28 0.9500 .
C29 H29 0.9500 .
Cl1 C30 1.773(2) .
Cl2 C30 1.768(2) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
