#------------------------------------------------------------------------------
#$Date: 2017-08-02 05:44:58 +0300 (Wed, 02 Aug 2017) $
#$Revision: 199451 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/38/7043883.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_7043883
loop_
_publ_author_name
'Huynh, Han Vinh'
'Koh, Christine Hui Min'
'Nguyen, Van Ha'
_publ_section_title
;
 Heteroleptic nickel(II)-diNHC complexes and unusual
 ‘reverse’ carbene-transfer to silver(I)
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT01912B
_journal_year                    2017
_chemical_formula_sum            'C23 H26 Ag2 N4 O4'
_chemical_formula_weight         638.22
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-05-17 deposited with the CCDC.
2017-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.9338(16)
_cell_length_b                   8.5206(8)
_cell_length_c                   16.0788(15)
_cell_measurement_reflns_used    4089
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.83
_cell_measurement_theta_min      2.41
_cell_volume                     2319.9(4)
_computing_cell_refinement       'APEX3 v2016.1-0 (Bruker AXS)'
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL--2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXT--(Sheldrick 2015)'
_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       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15192
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         2.405
_exptl_absorpt_coefficient_mu    1.726
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.827
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1272
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/hexane'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2669
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0272
_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)+(0.0285P)²+2.2976P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0625
_refine_ls_wR_factor_ref         0.0658
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2227
_reflns_number_total             2669
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt01912b2.cif
_cod_data_source_block           C179
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               7043883
_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   0.626
_shelx_estimated_absorpt_t_max   0.934
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'
'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
Ag1 Ag 0.43999(2) 0.29719(2) 0.31416(2) 0.01940(8) Uani 1 1 d . . .
O1 O 0.36499(12) 0.4380(2) 0.24125(12) 0.0249(4) Uani 1 1 d . . .
O2 O 0.34605(12) 0.5778(2) 0.35581(13) 0.0285(5) Uani 1 1 d . . .
N1 N 0.57315(14) 0.1732(3) 0.42715(14) 0.0187(5) Uani 1 1 d . . .
N2 N 0.51168(12) -0.0190(3) 0.36820(13) 0.0149(4) Uani 1 1 d . . .
C1 C 0.51458(16) 0.1399(3) 0.37293(16) 0.0173(5) Uani 1 1 d . . .
C2 C 0.60692(15) 0.0370(3) 0.45849(15) 0.0167(5) Uani 1 1 d . . .
C3 C 0.66713(15) 0.0124(3) 0.51589(17) 0.0205(6) Uani 1 1 d . . .
H3 H 0.6946 0.0974 0.5409 0.025 Uiso 1 1 calc R U .
C4 C 0.68481(16) -0.1412(3) 0.53467(16) 0.0209(6) Uani 1 1 d . . .
H4 H 0.7257 -0.1628 0.5735 0.025 Uiso 1 1 calc R U .
C5 C 0.64407(17) -0.2667(3) 0.49797(17) 0.0219(6) Uani 1 1 d . . .
H5 H 0.6574 -0.3712 0.5132 0.026 Uiso 1 1 calc R U .
C6 C 0.58484(17) -0.2416(3) 0.43998(17) 0.0199(6) Uani 1 1 d . . .
H6 H 0.5575 -0.3262 0.4145 0.024 Uiso 1 1 calc R U .
C7 C 0.56748(15) -0.0861(3) 0.42092(16) 0.0159(5) Uani 1 1 d . . .
C8 C 0.5979(2) 0.3318(3) 0.44954(19) 0.0260(6) Uani 1 1 d . . .
H8A H 0.6471 0.3575 0.4205 0.039 Uiso 1 1 calc R U .
H8B H 0.6064 0.3377 0.5097 0.039 Uiso 1 1 calc R U .
H8C H 0.5567 0.4066 0.4334 0.039 Uiso 1 1 calc R U .
C9 C 0.45761(15) -0.1087(3) 0.31605(16) 0.0175(5) Uani 1 1 d . . .
H9A H 0.4205 -0.0355 0.2885 0.021 Uiso 1 1 calc R U .
H9B H 0.4263 -0.1801 0.3517 0.021 Uiso 1 1 calc R U .
C10 C 0.5000 -0.2047(4) 0.2500 0.0171(7) Uani 1 2 d S T P
H10A H 0.5391 -0.2733 0.2778 0.021 Uiso 0.5 1 calc R U P
H10B H 0.4609 -0.2733 0.2222 0.021 Uiso 0.5 1 calc R U P
C11 C 0.33149(15) 0.5462(3) 0.28280(18) 0.0200(6) Uani 1 1 d . . .
C12 C 0.26981(19) 0.6393(4) 0.2351(2) 0.0381(8) Uani 1 1 d . . .
H12A H 0.2659 0.5986 0.1783 0.057 Uiso 1 1 calc R U .
H12B H 0.2185 0.6292 0.2629 0.057 Uiso 1 1 calc R U .
H12C H 0.2852 0.7501 0.2334 0.057 Uiso 1 1 calc R U .
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'
Ag Ag -0.8971 1.1015 '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
C1 Ag1 O1 172.72(9) . .
C1 Ag1 Ag1 84.09(7) . 3_655
O1 Ag1 Ag1 91.53(6) . 3_655
C11 O1 Ag1 112.95(17) . .
C1 N1 C2 111.2(2) . .
C1 N1 C8 124.3(2) . .
C2 N1 C8 124.5(2) . .
C1 N2 C7 110.6(2) . .
C1 N2 C9 125.3(2) . .
C7 N2 C9 124.1(2) . .
N1 C1 N2 105.8(2) . .
N1 C1 Ag1 127.37(19) . .
N2 C1 Ag1 126.75(19) . .
C7 C2 N1 106.1(2) . .
C7 C2 C3 122.0(3) . .
N1 C2 C3 131.9(2) . .
C4 C3 C2 116.6(3) . .
C4 C3 H3 121.7 . .
C2 C3 H3 121.7 . .
C3 C4 C5 121.7(3) . .
C3 C4 H4 119.1 . .
C5 C4 H4 119.1 . .
C6 C5 C4 121.4(3) . .
C6 C5 H5 119.3 . .
C4 C5 H5 119.3 . .
C5 C6 C7 116.6(3) . .
C5 C6 H6 121.7 . .
C7 C6 H6 121.7 . .
C2 C7 C6 121.6(2) . .
C2 C7 N2 106.4(2) . .
C6 C7 N2 132.0(2) . .
N1 C8 H8A 109.5 . .
N1 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
N1 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
N2 C9 C10 112.78(19) . .
N2 C9 H9A 109.0 . .
C10 C9 H9A 109.0 . .
N2 C9 H9B 109.0 . .
C10 C9 H9B 109.0 . .
H9A C9 H9B 107.8 . .
C9 C10 C9 114.9(3) 3_655 .
C9 C10 H10A 108.5 3_655 .
C9 C10 H10A 108.5 . .
C9 C10 H10B 108.5 3_655 .
C9 C10 H10B 108.5 . .
H10A C10 H10B 107.5 . .
O2 C11 O1 124.8(3) . .
O2 C11 C12 120.4(3) . .
O1 C11 C12 114.8(3) . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C1 2.070(3) .
Ag1 O1 2.1041(19) .
Ag1 Ag1 2.8961(4) 3_655
O1 C11 1.272(3) .
O2 C11 1.229(4) .
N1 C1 1.351(3) .
N1 C2 1.389(3) .
N1 C8 1.460(3) .
N2 C1 1.357(3) .
N2 C7 1.392(3) .
N2 C9 1.458(3) .
C2 C7 1.382(4) .
C2 C3 1.391(4) .
C3 C4 1.377(4) .
C3 H3 0.9500 .
C4 C5 1.403(4) .
C4 H4 0.9500 .
C5 C6 1.386(4) .
C5 H5 0.9500 .
C6 C7 1.391(4) .
C6 H6 0.9500 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.521(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C9 1.521(3) 3_655
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.519(4) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
