#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:57:07 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230323 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/76/7057678.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_7057678
loop_
_publ_author_name
'Zhao, Gang'
'He, Chunlin'
'Gao, Haixiang'
'Imler, Gregory H.'
'Parrish, Damon A.'
'Shreeve, Jean'ne M.'
_publ_section_title
;
 Improving the density and properties of nitrogen-rich scaffolds by the
 introduction of a C--NO2 group
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16162
_journal_paper_doi               10.1039/C8NJ03472A
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C6 H8 N18 Pd, 4(C2 H6 O S)'
_chemical_formula_sum            'C14 H32 N18 O4 Pd S4'
_chemical_formula_weight         751.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-10-04 deposited with the CCDC.
2018-08-28 downloaded from the CCDC.
;
_cell_angle_alpha                96.638(3)
_cell_angle_beta                 108.728(3)
_cell_angle_gamma                107.974(4)
_cell_formula_units_Z            1
_cell_length_a                   8.0774(6)
_cell_length_b                   9.3329(7)
_cell_length_c                   10.9899(8)
_cell_measurement_reflns_used    4417
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      75.124
_cell_measurement_theta_min      4.374
_cell_volume                     724.82(10)
_computing_cell_refinement       'Bruker APEX3 v2015.5-2 (Bruker, 2015)'
_computing_data_collection       'Bruker APEX3 v2015.5-2 (Bruker, 2015)'
_computing_data_reduction
;
Bruker SAINT v8.34A (Bruker, 2013), Bruker XPREP v2014/2 (Bruker, 2014)
;
_computing_molecular_graphics    'Bruker SHELXTL v2014/7 (Bruker, 2014)'
_computing_publication_material  'Bruker SHELXTL v2014/7 (Bruker, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL v2014/7 (Bruker, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.835
_diffrn_measured_fraction_theta_max 0.789
_diffrn_measurement_device_type  'Photon 100'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'HELIOS multilayer optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.835
_diffrn_reflns_Laue_measured_fraction_max 0.789
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4883
_diffrn_reflns_point_group_measured_fraction_full 0.835
_diffrn_reflns_point_group_measured_fraction_max 0.789
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.115
_diffrn_reflns_theta_min         4.374
_diffrn_source                   '1uS microfocus'
_exptl_absorpt_coefficient_mu    8.373
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.5208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2014/5 (Bruker, 2008)'
_exptl_crystal_colour            'clear colorless'
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_description       chunk
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.683
_refine_diff_density_min         -1.476
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2359
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0531
_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)+(0.0557P)²+4.3391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1337
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2188
_reflns_number_total             2359
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj03472a2.cif
_cod_data_source_block           shrv450
_cod_depositor_comments
'Adding full bibliography for 7057678--7057679.cif.'
_cod_database_code               7057678
_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   0.540
_shelx_estimated_absorpt_t_max   0.758
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
N1 N 0.4632(7) 0.3140(6) 0.0787(5) 0.0213(10) Uani 1 1 d . . .
N2 N 0.3751(7) 0.1628(6) 0.0091(5) 0.0283(11) Uani 1 1 d . . .
N3 N 0.3976(8) 0.0769(6) 0.0932(5) 0.0302(12) Uani 1 1 d . . .
N4 N 0.5004(7) 0.1675(6) 0.2193(5) 0.0254(11) Uani 1 1 d . . .
C5 C 0.5360(8) 0.3105(7) 0.2043(6) 0.0218(12) Uani 1 1 d . . .
C6 C 0.6471(8) 0.4560(7) 0.3148(6) 0.0243(13) Uani 1 1 d . . .
H6 H 0.5589 0.5041 0.3308 0.029 Uiso 1 1 calc R U .
N7 N 0.7457(7) 0.4182(6) 0.4366(5) 0.0267(11) Uani 1 1 d . . .
H7A H 0.8160 0.3644 0.4201 0.040 Uiso 1 1 calc R U .
H7B H 0.6603 0.3593 0.4657 0.040 Uiso 1 1 calc R U .
H7C H 0.8220 0.5073 0.4996 0.040 Uiso 1 1 calc R U .
C8 C 0.7878(8) 0.5695(7) 0.2762(6) 0.0206(12) Uani 1 1 d . . .
N9 N 0.9644(7) 0.6525(6) 0.3521(5) 0.0255(11) Uani 1 1 d . . .
N10 N 1.0333(7) 0.7369(6) 0.2738(5) 0.0273(11) Uani 1 1 d . . .
N11 N 0.9017(7) 0.7055(6) 0.1559(5) 0.0237(11) Uani 1 1 d . . .
N12 N 0.7430(7) 0.5993(5) 0.1554(5) 0.0193(10) Uani 1 1 d . . .
Pd13 Pd 0.5000 0.5000 0.0000 0.0199(2) Uani 1 2 d S . P
C14 C 0.2657(9) 0.0385(9) 0.5834(7) 0.0387(17) Uani 1 1 d . . .
H14A H 0.2026 0.1071 0.6036 0.058 Uiso 1 1 calc R U .
H14B H 0.2653 -0.0338 0.6413 0.058 Uiso 1 1 calc R U .
H14C H 0.1991 -0.0200 0.4908 0.058 Uiso 1 1 calc R U .
S15 S 0.5028(2) 0.15187(18) 0.60954(15) 0.0272(4) Uani 1 1 d . . .
O16 O 0.4910(7) 0.2858(6) 0.5444(5) 0.0374(11) Uani 1 1 d . . .
C17 C 0.5833(9) 0.2323(8) 0.7809(6) 0.0308(14) Uani 1 1 d . . .
H17A H 0.7091 0.3125 0.8106 0.046 Uiso 1 1 calc R U .
H17B H 0.5884 0.1506 0.8290 0.046 Uiso 1 1 calc R U .
H17C H 0.4969 0.2785 0.7983 0.046 Uiso 1 1 calc R U .
C18 C 1.0639(12) 0.6966(9) 0.8985(7) 0.0426(18) Uani 1 1 d . . .
H18A H 1.0674 0.5921 0.8928 0.064 Uiso 1 1 calc R U .
H18B H 1.0274 0.7240 0.9722 0.064 Uiso 1 1 calc R U .
H18C H 1.1885 0.7711 0.9133 0.064 Uiso 1 1 calc R U .
S19 S 0.8977(2) 0.70134(19) 0.74864(16) 0.0305(4) Uani 1 1 d . . .
O20 O 0.9747(6) 0.6748(5) 0.6427(4) 0.0329(10) Uani 1 1 d . . .
C21 C 0.9414(11) 0.9020(9) 0.7861(8) 0.0415(17) Uani 1 1 d . . .
H21A H 1.0740 0.9609 0.8051 0.062 Uiso 1 1 calc R U .
H21B H 0.9119 0.9284 0.8635 0.062 Uiso 1 1 calc R U .
H21C H 0.8624 0.9280 0.7103 0.062 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C5 N1 N2 105.9(5) . .
C5 N1 Pd13 127.9(4) . .
N2 N1 Pd13 125.7(4) . .
N3 N2 N1 107.6(5) . .
N2 N3 N4 110.5(5) . .
C5 N4 N3 104.1(5) . .
N4 C5 N1 111.9(5) . .
N4 C5 C6 125.3(5) . .
N1 C5 C6 122.8(5) . .
N7 C6 C8 109.4(5) . .
N7 C6 C5 110.3(5) . .
C8 C6 C5 109.7(5) . .
N7 C6 H6 109.1 . .
C8 C6 H6 109.1 . .
C5 C6 H6 109.1 . .
C6 N7 H7A 109.5 . .
C6 N7 H7B 109.5 . .
H7A N7 H7B 109.5 . .
C6 N7 H7C 109.5 . .
H7A N7 H7C 109.5 . .
H7B N7 H7C 109.5 . .
N9 C8 N12 111.4(5) . .
N9 C8 C6 126.4(5) . .
N12 C8 C6 122.2(5) . .
C8 N9 N10 104.6(5) . .
N11 N10 N9 110.5(5) . .
N10 N11 N12 107.5(5) . .
C8 N12 N11 106.0(5) . .
C8 N12 Pd13 128.2(4) . .
N11 N12 Pd13 125.6(4) . .
N12 Pd13 N12 180.0 . 2_665
N12 Pd13 N1 85.89(19) . .
N12 Pd13 N1 94.11(19) 2_665 .
N12 Pd13 N1 94.11(19) . 2_665
N12 Pd13 N1 85.89(19) 2_665 2_665
N1 Pd13 N1 180.0 . 2_665
S15 C14 H14A 109.5 . .
S15 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
S15 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
O16 S15 C17 105.1(3) . .
O16 S15 C14 105.4(3) . .
C17 S15 C14 98.2(3) . .
S15 C17 H17A 109.5 . .
S15 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
S15 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
S19 C18 H18A 109.5 . .
S19 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
S19 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
O20 S19 C21 106.1(3) . .
O20 S19 C18 106.1(3) . .
C21 S19 C18 97.7(4) . .
S19 C21 H21A 109.5 . .
S19 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
S19 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C5 1.324(8) .
N1 N2 1.365(7) .
N1 Pd13 2.010(5) .
N2 N3 1.297(7) .
N3 N4 1.372(7) .
N4 C5 1.318(8) .
C5 C6 1.514(8) .
C6 N7 1.466(7) .
C6 C8 1.505(8) .
C6 H6 1.0000 .
N7 H7A 0.9100 .
N7 H7B 0.9100 .
N7 H7C 0.9100 .
C8 N9 1.317(8) .
C8 N12 1.346(8) .
N9 N10 1.365(7) .
N10 N11 1.316(7) .
N11 N12 1.355(7) .
N12 Pd13 1.996(5) .
Pd13 N12 1.996(5) 2_665
Pd13 N1 2.010(5) 2_665
C14 S15 1.788(7) .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
S15 O16 1.523(5) .
S15 C17 1.766(6) .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 S19 1.775(8) .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
S19 O20 1.516(4) .
S19 C21 1.767(7) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N7 H7A O20 0.91 2.13 2.985(7) 155.9 2_766
N7 H7B S15 0.91 2.89 3.757(5) 160.1 .
N7 H7B O16 0.91 1.85 2.738(7) 166.2 .
N7 H7C S19 0.91 2.87 3.667(5) 147.0 .
N7 H7C O20 0.91 1.85 2.758(7) 173.1 .
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
C5 N1 N2 N3 0.1(6)
Pd13 N1 N2 N3 173.0(4)
N1 N2 N3 N4 -0.1(7)
N2 N3 N4 C5 0.1(7)
N3 N4 C5 N1 -0.1(7)
N3 N4 C5 C6 -179.9(5)
N2 N1 C5 N4 0.0(7)
Pd13 N1 C5 N4 -172.7(4)
N2 N1 C5 C6 179.8(5)
Pd13 N1 C5 C6 7.1(8)
N4 C5 C6 N7 12.8(8)
N1 C5 C6 N7 -166.9(5)
N4 C5 C6 C8 133.5(6)
N1 C5 C6 C8 -46.2(7)
N7 C6 C8 N9 -15.3(8)
C5 C6 C8 N9 -136.5(6)
N7 C6 C8 N12 165.5(5)
C5 C6 C8 N12 44.4(8)
N12 C8 N9 N10 -0.7(7)
C6 C8 N9 N10 -179.9(6)
C8 N9 N10 N11 0.3(6)
N9 N10 N11 N12 0.2(6)
N9 C8 N12 N11 0.8(7)
C6 C8 N12 N11 -180.0(5)
N9 C8 N12 Pd13 176.9(4)
C6 C8 N12 Pd13 -3.9(8)
N10 N11 N12 C8 -0.6(6)
N10 N11 N12 Pd13 -176.8(4)
