#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:29:26 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232720 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/80/4348068.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_4348068
loop_
_publ_author_name
'Hawes, Chris S.'
'Hamilton, Sophie E.'
'Hicks, Jamie'
'Knowles, Gregory P.'
'Chaffee, Alan L.'
'Turner, David R.'
'Batten, Stuart R.'
_publ_section_title
;
 Coordination Chemistry and Structural Dynamics of a Long and Flexible
 Piperazine-Derived Ligand.
;
_journal_issue                   13
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6692
_journal_page_last               6702
_journal_paper_doi               10.1021/acs.inorgchem.6b00933
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         '0.25(C112 H144 Ag8 N24), C4 H6 N2, 2(B F4)'
_chemical_formula_sum            'C32 H42 Ag2 B2 F8 N8'
_chemical_formula_weight         928.09
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-06-13
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.87(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.282(3)
_cell_length_b                   22.790(5)
_cell_length_c                   13.580(3)
_cell_measurement_reflns_used    17743
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.323
_cell_measurement_theta_min      1.885
_cell_volume                     3799.1(15)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7109
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24004
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_min         1.885
_diffrn_source                   'Australian Synchrotron'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XScale within XDS'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1864
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.950
_refine_diff_density_min         -1.782
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4699
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0680P)²+18.5720P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1349
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4040
_reflns_number_total             4699
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00933_si_002.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3799.2(15)
_cod_database_code               4348068
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C29-N28
 1.15 with sigma of 0.02
 C26-C26_$1
 1.75 with sigma of 0.02
 C26-N25
 1.15 with sigma of 0.02
 C29-C30
 1.5 with sigma of 0.02
 C27-C26
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C27) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(N25) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: C26(0.5) C27(0.5) H27A(0.5) H27B(0.5) H27C(0.5) N28(0.5) C29(0.5)
 C30(0.5) H30A(0.5) H30B(0.5) H30C(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B), C15(H15A,H15B),
 C16(H16A,H16B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8), C18(H18), C19(H19)
5.c Idealised Me refined with riding coordinates:
 C27(H27A,H27B,H27C), C30(H30A,H30B,H30C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
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
Ag1 Ag 0.2500 0.2500 0.5000 0.05666(18) Uani 1 2 d S T P . .
Ag2 Ag 0.5000 0.45117(2) 0.2500 0.02328(11) Uani 1 2 d S T P . .
N3 N 0.4192(4) 0.26468(18) 0.4813(3) 0.0491(10) Uani 1 1 d . . . . .
C4 C 0.4699(4) 0.2350(2) 0.4102(3) 0.0463(11) Uani 1 1 d . . . . .
H4 H 0.4310 0.2050 0.3757 0.056 Uiso 1 1 calc R . . . .
C5 C 0.5743(4) 0.24629(19) 0.3860(3) 0.0424(10) Uani 1 1 d . . . . .
H5 H 0.6065 0.2242 0.3353 0.051 Uiso 1 1 calc R . . . .
C6 C 0.6349(4) 0.29009(18) 0.4347(3) 0.0385(9) Uani 1 1 d . . . . .
C7 C 0.5830(5) 0.31899(19) 0.5106(3) 0.0453(11) Uani 1 1 d . . . . .
H7 H 0.6207 0.3483 0.5479 0.054 Uiso 1 1 calc R . . . .
C8 C 0.4775(5) 0.3052(2) 0.5315(3) 0.0506(12) Uani 1 1 d . . . . .
H8 H 0.4442 0.3252 0.5840 0.061 Uiso 1 1 calc R . . . .
C9 C 0.7468(4) 0.30556(19) 0.4030(3) 0.0413(10) Uani 1 1 d . . . . .
H9A H 0.7915 0.3171 0.4618 0.050 Uiso 1 1 calc R . . . .
H9B H 0.7806 0.2702 0.3745 0.050 Uiso 1 1 calc R . . . .
N10 N 0.7492(3) 0.35347(15) 0.3300(2) 0.0330(7) Uani 1 1 d . . . . .
C11 C 0.7280(3) 0.41168(17) 0.3713(3) 0.0329(8) Uani 1 1 d . . . . .
H11A H 0.7766 0.4185 0.4298 0.040 Uiso 1 1 calc R . . . .
H11B H 0.6517 0.4139 0.3924 0.040 Uiso 1 1 calc R . . . .
C12 C 0.7475(3) 0.45815(17) 0.2946(3) 0.0314(8) Uani 1 1 d . . . . .
H12A H 0.7348 0.4975 0.3227 0.038 Uiso 1 1 calc R . . . .
H12B H 0.8240 0.4562 0.2740 0.038 Uiso 1 1 calc R . . . .
N13 N 0.6727(2) 0.44851(13) 0.2080(2) 0.0258(6) Uani 1 1 d . . . . .
C14 C 0.6967(3) 0.38963(16) 0.1669(3) 0.0286(7) Uani 1 1 d . . . . .
H14A H 0.7729 0.3885 0.1453 0.034 Uiso 1 1 calc R . . . .
H14B H 0.6481 0.3821 0.1087 0.034 Uiso 1 1 calc R . . . .
C15 C 0.6803(3) 0.34255(16) 0.2435(3) 0.0290(7) Uani 1 1 d . . . . .
H15A H 0.6030 0.3420 0.2622 0.035 Uiso 1 1 calc R . . . .
H15B H 0.6979 0.3037 0.2156 0.035 Uiso 1 1 calc R . . . .
C16 C 0.6903(3) 0.49452(17) 0.1323(3) 0.0311(7) Uani 1 1 d . . . . .
H16A H 0.7565 0.4851 0.0957 0.037 Uiso 1 1 calc R . . . .
H16B H 0.7018 0.5329 0.1651 0.037 Uiso 1 1 calc R . . . .
C17 C 0.5938(3) 0.49830(15) 0.0615(3) 0.0267(7) Uani 1 1 d . . . . .
C18 C 0.5055(3) 0.53396(15) 0.0848(3) 0.0278(7) Uani 1 1 d . . . . .
H18 H 0.5093 0.5573 0.1427 0.033 Uiso 1 1 calc R . . . .
C19 C 0.5873(3) 0.46449(15) -0.0244(3) 0.0282(7) Uani 1 1 d . . . . .
H19 H 0.6470 0.4404 -0.0414 0.034 Uiso 1 1 calc R . . . .
N25 N 1.0000 0.3052(5) 0.2500 0.107(3) Uani 1 2 d DS TU P . .
C26 C 1.0112(12) 0.3379(8) 0.3136(7) 0.097(5) Uani 0.5 1 d D U . A -2
C27 C 1.0208(15) 0.3782(13) 0.3914(19) 0.162(9) Uani 0.5 1 d D U . A -2
H27A H 0.9520 0.3799 0.4259 0.243 Uiso 0.5 1 calc R . . A -2
H27B H 1.0375 0.4172 0.3651 0.243 Uiso 0.5 1 calc R . . A -2
H27C H 1.0795 0.3659 0.4374 0.243 Uiso 0.5 1 calc R . . A -2
N28 N 1.0246(14) 0.4235(9) 0.4532(15) 0.124(7) Uani 0.5 1 d D . . B -1
C29 C 1.0137(11) 0.4314(8) 0.5361(13) 0.086(5) Uani 0.5 1 d D . . B -1
C30 C 1.0007(9) 0.4450(9) 0.6359(15) 0.119(8) Uani 0.5 1 d D . . B -1
H30A H 0.9822 0.4867 0.6422 0.178 Uiso 0.5 1 calc R . . B -1
H30B H 1.0687 0.4369 0.6731 0.178 Uiso 0.5 1 calc R . . B -1
H30C H 0.9420 0.4211 0.6620 0.178 Uiso 0.5 1 calc R . . B -1
B20 B 0.7747(5) 0.1470(2) 0.2208(5) 0.0514(13) Uani 1 1 d . . . . .
F21 F 0.7356(4) 0.1308(2) 0.1247(4) 0.1023(16) Uani 1 1 d . . . . .
F22 F 0.8705(3) 0.11847(16) 0.2325(3) 0.0706(11) Uani 1 1 d . . . . .
F23 F 0.7096(5) 0.13477(19) 0.2947(5) 0.154(3) Uani 1 1 d . . . . .
F24 F 0.7877(3) 0.20659(13) 0.2138(2) 0.0614(9) Uani 1 1 d . . . . .
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'
Ag Ag -0.8740 1.0960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
N3 Ag1 N3 180.0 . 7_556
N13 Ag2 N13 176.86(15) 2_655 .
C4 N3 Ag1 118.8(4) . .
C8 N3 Ag1 123.7(3) . .
C8 N3 C4 117.3(5) . .
N3 C4 H4 118.7 . .
N3 C4 C5 122.7(5) . .
C5 C4 H4 118.7 . .
C4 C5 H5 119.6 . .
C4 C5 C6 120.8(4) . .
C6 C5 H5 119.6 . .
C5 C6 C9 120.8(4) . .
C7 C6 C5 116.0(5) . .
C7 C6 C9 123.2(4) . .
C6 C7 H7 119.9 . .
C8 C7 C6 120.1(5) . .
C8 C7 H7 119.9 . .
N3 C8 C7 123.0(4) . .
N3 C8 H8 118.5 . .
C7 C8 H8 118.5 . .
C6 C9 H9A 108.8 . .
C6 C9 H9B 108.8 . .
H9A C9 H9B 107.7 . .
N10 C9 C6 114.0(3) . .
N10 C9 H9A 108.8 . .
N10 C9 H9B 108.8 . .
C11 N10 C9 113.8(3) . .
C15 N10 C9 113.2(3) . .
C15 N10 C11 111.1(3) . .
N10 C11 H11A 109.8 . .
N10 C11 H11B 109.8 . .
N10 C11 C12 109.6(3) . .
H11A C11 H11B 108.2 . .
C12 C11 H11A 109.8 . .
C12 C11 H11B 109.8 . .
C11 C12 H12A 109.8 . .
C11 C12 H12B 109.8 . .
H12A C12 H12B 108.2 . .
N13 C12 C11 109.5(3) . .
N13 C12 H12A 109.8 . .
N13 C12 H12B 109.8 . .
C12 N13 Ag2 111.4(2) . .
C12 N13 C14 107.8(3) . .
C12 N13 C16 110.0(3) . .
C14 N13 Ag2 108.9(2) . .
C14 N13 C16 110.0(3) . .
C16 N13 Ag2 108.7(2) . .
N13 C14 H14A 109.6 . .
N13 C14 H14B 109.6 . .
N13 C14 C15 110.5(3) . .
H14A C14 H14B 108.1 . .
C15 C14 H14A 109.6 . .
C15 C14 H14B 109.6 . .
N10 C15 C14 110.4(3) . .
N10 C15 H15A 109.6 . .
N10 C15 H15B 109.6 . .
C14 C15 H15A 109.6 . .
C14 C15 H15B 109.6 . .
H15A C15 H15B 108.1 . .
N13 C16 H16A 109.5 . .
N13 C16 H16B 109.5 . .
N13 C16 C17 110.6(3) . .
H16A C16 H16B 108.1 . .
C17 C16 H16A 109.5 . .
C17 C16 H16B 109.5 . .
C18 C17 C16 119.3(3) . .
C19 C17 C16 121.6(3) . .
C19 C17 C18 119.0(3) . .
C17 C18 H18 119.6 . .
C19 C18 C17 120.7(3) 5_665 .
C19 C18 H18 119.6 5_665 .
C17 C19 H19 119.9 . .
C18 C19 C17 120.3(3) 5_665 .
C18 C19 H19 119.9 5_665 .
C26 N25 C26 99.0(17) . 2_755
N25 C26 C27 177.9(17) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27B 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
N28 C29 C30 176(2) . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30B 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
F22 B20 F21 104.5(5) . .
F22 B20 F24 112.5(5) . .
F23 B20 F21 116.3(6) . .
F23 B20 F22 110.7(5) . .
F23 B20 F24 109.4(5) . .
F24 B20 F21 103.3(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N3 2.129(5) .
Ag1 N3 2.129(5) 7_556
Ag2 N13 2.216(3) .
Ag2 N13 2.216(3) 2_655
N3 C4 1.347(6) .
N3 C8 1.341(7) .
C4 H4 0.9500 .
C4 C5 1.359(7) .
C5 H5 0.9500 .
C5 C6 1.398(7) .
C6 C7 1.395(6) .
C6 C9 1.497(7) .
C7 H7 0.9500 .
C7 C8 1.372(8) .
C8 H8 0.9500 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C9 N10 1.476(5) .
N10 C11 1.467(5) .
N10 C15 1.446(5) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C11 C12 1.511(6) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C12 N13 1.485(4) .
N13 C14 1.486(5) .
N13 C16 1.488(5) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C14 C15 1.513(5) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C16 C17 1.504(5) .
C17 C18 1.400(5) .
C17 C19 1.399(5) .
C18 H18 0.9500 .
C18 C19 1.383(5) 5_665
C19 C18 1.383(5) 5_665
C19 H19 0.9500 .
N25 C26 1.145(12) 2_755
N25 C26 1.145(12) .
C26 C27 1.403(17) .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
N28 C29 1.152(16) .
C29 C30 1.405(17) .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
B20 F21 1.423(8) .
B20 F22 1.348(6) .
B20 F23 1.333(8) .
B20 F24 1.372(6) .
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_4
Ag1 N3 C4 C5 172.6(3) .
Ag1 N3 C8 C7 -172.0(3) .
Ag2 N13 C14 C15 -61.6(3) .
Ag2 N13 C16 C17 -38.8(3) .
N3 C4 C5 C6 0.0(7) .
C4 N3 C8 C7 3.0(7) .
C4 C5 C6 C7 2.3(6) .
C4 C5 C6 C9 -175.4(4) .
C5 C6 C7 C8 -2.0(6) .
C5 C6 C9 N10 91.8(5) .
C6 C7 C8 N3 -0.6(7) .
C6 C9 N10 C11 73.5(5) .
C6 C9 N10 C15 -54.6(5) .
C7 C6 C9 N10 -85.8(5) .
C8 N3 C4 C5 -2.7(7) .
C9 C6 C7 C8 175.7(4) .
C9 N10 C11 C12 172.2(3) .
C9 N10 C15 C14 -173.3(3) .
N10 C11 C12 N13 60.6(4) .
C11 N10 C15 C14 57.2(4) .
C11 C12 N13 Ag2 58.7(3) .
C11 C12 N13 C14 -60.8(4) .
C11 C12 N13 C16 179.3(3) .
C12 N13 C14 C15 59.4(4) .
C12 N13 C16 C17 -161.0(3) .
N13 C14 C15 N10 -58.1(4) .
N13 C16 C17 C18 86.5(4) .
N13 C16 C17 C19 -89.8(4) .
C14 N13 C16 C17 80.4(4) .
C15 N10 C11 C12 -58.6(4) .
C16 N13 C14 C15 179.4(3) .
C16 C17 C18 C19 -175.8(3) 5_665
C16 C17 C19 C18 175.8(3) 5_665
C18 C17 C19 C18 -0.5(6) 5_665
C19 C17 C18 C19 0.5(6) 5_665
