#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:29:26 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232720 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/80/4348065.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_4348065
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         '0.5(C72 H80 Cd2 N12 O8)'
_chemical_formula_sum            'C36 H40 Cd N6 O4'
_chemical_formula_weight         733.14
_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                 116.98(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.074(4)
_cell_length_b                   12.515(3)
_cell_length_c                   13.367(3)
_cell_measurement_reflns_used    53825
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      1.93
_cell_volume                     3290.8(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 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  Synchrotron
_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  0.0449
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            53825
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.248
_diffrn_reflns_theta_max         27.973
_diffrn_reflns_theta_min         1.929
_diffrn_source                   'Australian Synchrotron'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XScale within XDS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.571
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0083(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3937
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0362
_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)+(0.0480P)²+5.5460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0929
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3552
_reflns_number_total             3937
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00933_si_002.cif
_cod_data_source_block           1
_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_database_code               4348065
_shelxl_version_number           2014/6
_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
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B), C13(H13A,H13B), C14(H14A,H14B),
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C17(H17), C18(H18), C23(H23), C24(H24)
;
_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
Cd1 Cd 0.5000 0.55390(2) 0.2500 0.03890(11) Uani 1 2 d S T P
N2 N 0.50717(10) 0.42320(17) 0.37469(18) 0.0410(5) Uani 1 1 d . . .
C3 C 0.55737(13) 0.4167(2) 0.4781(2) 0.0418(5) Uani 1 1 d . . .
H3 H 0.5892 0.4737 0.5053 0.050 Uiso 1 1 calc R . .
C4 C 0.56565(13) 0.3307(2) 0.5482(2) 0.0437(5) Uani 1 1 d . . .
H4 H 0.6025 0.3291 0.6217 0.052 Uiso 1 1 calc R . .
C5 C 0.51985(13) 0.2474(2) 0.5101(2) 0.0438(5) Uani 1 1 d . . .
C6 C 0.46673(14) 0.2544(2) 0.4028(2) 0.0504(6) Uani 1 1 d . . .
H6 H 0.4338 0.1990 0.3739 0.061 Uiso 1 1 calc R . .
C7 C 0.46226(14) 0.3429(2) 0.3384(2) 0.0512(6) Uani 1 1 d . . .
H7 H 0.4256 0.3471 0.2648 0.061 Uiso 1 1 calc R . .
C8 C 0.52262(14) 0.1552(2) 0.5847(3) 0.0509(6) Uani 1 1 d . . .
H8A H 0.4948 0.1734 0.6231 0.061 Uiso 1 1 calc R . .
H8B H 0.5018 0.0918 0.5370 0.061 Uiso 1 1 calc R . .
N9 N 0.59085(11) 0.12679(17) 0.66942(18) 0.0430(5) Uani 1 1 d . . .
C10 C 0.58486(14) 0.0501(2) 0.7473(3) 0.0468(6) Uani 1 1 d . . .
H10A H 0.5582 -0.0124 0.7046 0.056 Uiso 1 1 calc R . .
H10B H 0.5600 0.0839 0.7847 0.056 Uiso 1 1 calc R . .
C11 C 0.65313(13) 0.0131(2) 0.8348(2) 0.0414(5) Uani 1 1 d . . .
H11A H 0.6783 0.0745 0.8822 0.050 Uiso 1 1 calc R . .
H11B H 0.6469 -0.0405 0.8838 0.050 Uiso 1 1 calc R . .
N12 N 0.69271(10) -0.03403(15) 0.78298(17) 0.0363(4) Uani 1 1 d . . .
C13 C 0.70062(13) 0.04653(18) 0.7106(2) 0.0389(5) Uani 1 1 d . . .
H13A H 0.7285 0.0171 0.6763 0.047 Uiso 1 1 calc R . .
H13B H 0.7245 0.1097 0.7559 0.047 Uiso 1 1 calc R . .
C14 C 0.63171(13) 0.0798(2) 0.6190(2) 0.0416(5) Uani 1 1 d . . .
H14A H 0.6376 0.1327 0.5691 0.050 Uiso 1 1 calc R . .
H14B H 0.6079 0.0168 0.5733 0.050 Uiso 1 1 calc R . .
C15 C 0.75926(12) -0.06774(19) 0.8708(2) 0.0388(5) Uani 1 1 d . . .
H15A H 0.7810 -0.0070 0.9221 0.047 Uiso 1 1 calc R . .
H15B H 0.7887 -0.0878 0.8357 0.047 Uiso 1 1 calc R . .
C16 C 0.75401(11) -0.16134(18) 0.93785(19) 0.0354(4) Uani 1 1 d . . .
C17 C 0.78524(12) -0.15911(19) 1.05480(19) 0.0381(5) Uani 1 1 d . . .
H17 H 0.8095 -0.0972 1.0933 0.046 Uiso 1 1 calc R . .
C18 C 0.71867(12) -0.25372(19) 0.88444(19) 0.0384(5) Uani 1 1 d . . .
H18 H 0.6968 -0.2569 0.8048 0.046 Uiso 1 1 calc R . .
O19 O 0.38077(9) 0.57194(14) 0.20074(16) 0.0458(4) Uani 1 1 d . . .
C20 C 0.37785(12) 0.64334(18) 0.13293(19) 0.0390(5) Uani 1 1 d . . .
O21 O 0.42833(9) 0.67019(15) 0.11903(16) 0.0494(4) Uani 1 1 d . . .
C22 C 0.31141(12) 0.69853(17) 0.06403(19) 0.0368(5) Uani 1 1 d . . .
C23 C 0.25957(13) 0.69343(18) 0.09531(19) 0.0394(5) Uani 1 1 d . . .
H23 H 0.2662 0.6549 0.1608 0.047 Uiso 1 1 calc R . .
C24 C 0.30194(13) 0.75582(18) -0.0316(2) 0.0394(5) Uani 1 1 d . . .
H24 H 0.3375 0.7600 -0.0530 0.047 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'
Cd Cd -0.7830 1.1970 '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'
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
N2 Cd1 N2 88.78(11) . 2_655
N2 Cd1 O19 88.40(7) 2_655 2_655
N2 Cd1 O19 99.29(7) . 2_655
N2 Cd1 O19 99.29(7) 2_655 .
N2 Cd1 O19 88.40(7) . .
N2 Cd1 C20 116.34(8) 2_655 2_655
N2 Cd1 C20 98.91(8) . 2_655
N2 Cd1 C20 116.34(8) . .
N2 Cd1 C20 98.91(8) 2_655 .
O19 Cd1 O19 169.28(8) . 2_655
O19 Cd1 C20 27.94(7) . .
O19 Cd1 C20 27.94(7) 2_655 2_655
O19 Cd1 C20 143.63(7) 2_655 .
O19 Cd1 C20 143.63(7) . 2_655
C20 Cd1 C20 130.48(10) 2_655 .
O21 Cd1 N2 144.28(7) 2_655 2_655
O21 Cd1 N2 144.28(7) . .
O21 Cd1 N2 95.89(8) 2_655 .
O21 Cd1 N2 95.89(8) . 2_655
O21 Cd1 O19 55.89(7) 2_655 2_655
O21 Cd1 O19 116.18(7) . 2_655
O21 Cd1 O19 116.18(7) 2_655 .
O21 Cd1 O19 55.89(7) . .
O21 Cd1 C20 27.95(7) 2_655 2_655
O21 Cd1 C20 110.33(7) . 2_655
O21 Cd1 C20 110.33(7) 2_655 .
O21 Cd1 C20 27.95(7) . .
O21 Cd1 O21 100.43(10) 2_655 .
C3 N2 Cd1 123.51(17) . .
C3 N2 C7 117.6(2) . .
C7 N2 Cd1 118.51(17) . .
N2 C3 H3 118.5 . .
N2 C3 C4 123.0(2) . .
C4 C3 H3 118.5 . .
C3 C4 H4 120.4 . .
C5 C4 C3 119.2(2) . .
C5 C4 H4 120.4 . .
C4 C5 C6 118.0(2) . .
C4 C5 C8 122.1(2) . .
C6 C5 C8 119.7(2) . .
C5 C6 H6 120.5 . .
C7 C6 C5 119.0(3) . .
C7 C6 H6 120.5 . .
N2 C7 C6 123.1(2) . .
N2 C7 H7 118.5 . .
C6 C7 H7 118.5 . .
C5 C8 H8A 108.6 . .
C5 C8 H8B 108.6 . .
H8A C8 H8B 107.6 . .
N9 C8 C5 114.7(2) . .
N9 C8 H8A 108.6 . .
N9 C8 H8B 108.6 . .
C8 N9 C10 108.5(2) . .
C8 N9 C14 111.9(2) . .
C10 N9 C14 109.6(2) . .
N9 C10 H10A 109.2 . .
N9 C10 H10B 109.2 . .
N9 C10 C11 111.9(2) . .
H10A C10 H10B 107.9 . .
C11 C10 H10A 109.2 . .
C11 C10 H10B 109.2 . .
C10 C11 H11A 109.4 . .
C10 C11 H11B 109.4 . .
H11A C11 H11B 108.0 . .
N12 C11 C10 111.1(2) . .
N12 C11 H11A 109.4 . .
N12 C11 H11B 109.4 . .
C11 N12 C15 109.48(19) . .
C13 N12 C11 108.17(18) . .
C13 N12 C15 110.57(19) . .
N12 C13 H13A 109.6 . .
N12 C13 H13B 109.6 . .
N12 C13 C14 110.3(2) . .
H13A C13 H13B 108.1 . .
C14 C13 H13A 109.6 . .
C14 C13 H13B 109.6 . .
N9 C14 C13 109.8(2) . .
N9 C14 H14A 109.7 . .
N9 C14 H14B 109.7 . .
C13 C14 H14A 109.7 . .
C13 C14 H14B 109.7 . .
H14A C14 H14B 108.2 . .
N12 C15 H15A 109.1 . .
N12 C15 H15B 109.1 . .
N12 C15 C16 112.3(2) . .
H15A C15 H15B 107.9 . .
C16 C15 H15A 109.1 . .
C16 C15 H15B 109.1 . .
C17 C16 C15 121.2(2) . .
C17 C16 C18 117.9(2) . .
C18 C16 C15 120.9(2) . .
C16 C17 H17 119.6 . .
C18 C17 C16 120.7(2) 7_647 .
C18 C17 H17 119.6 7_647 .
C16 C18 H18 119.3 . .
C17 C18 C16 121.4(2) 7_647 .
C17 C18 H18 119.3 7_647 .
C20 O19 Cd1 87.47(16) . .
O19 C20 Cd1 64.59(13) . .
O19 C20 O21 122.7(2) . .
O19 C20 C22 119.2(2) . .
O21 C20 Cd1 58.09(12) . .
O21 C20 C22 118.2(2) . .
C22 C20 Cd1 176.24(18) . .
C20 O21 Cd1 93.95(14) . .
C23 C22 C20 120.3(2) . .
C23 C22 C24 119.9(2) . .
C24 C22 C20 119.8(2) . .
C22 C23 H23 119.8 . .
C22 C23 C24 120.4(2) . 7_565
C24 C23 H23 119.8 7_565 .
C22 C24 H24 120.2 . .
C23 C24 C22 119.7(2) 7_565 .
C23 C24 H24 120.2 7_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 N2 2.289(2) .
Cd1 N2 2.289(2) 2_655
Cd1 O19 2.416(2) 2_655
Cd1 O19 2.416(2) .
Cd1 C20 2.673(2) .
Cd1 C20 2.673(2) 2_655
Cd1 O21 2.2743(19) .
Cd1 O21 2.2743(19) 2_655
N2 C3 1.325(3) .
N2 C7 1.338(3) .
C3 H3 0.9500 .
C3 C4 1.384(4) .
C4 H4 0.9500 .
C4 C5 1.379(4) .
C5 C6 1.383(4) .
C5 C8 1.509(4) .
C6 H6 0.9500 .
C6 C7 1.379(4) .
C7 H7 0.9500 .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C8 N9 1.459(3) .
N9 C10 1.466(3) .
N9 C14 1.471(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C10 C11 1.501(4) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C11 N12 1.464(3) .
N12 C13 1.462(3) .
N12 C15 1.466(3) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C13 C14 1.515(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C15 C16 1.511(3) .
C16 C17 1.394(3) .
C16 C18 1.396(3) .
C17 H17 0.9500 .
C17 C18 1.386(3) 7_647
C18 C17 1.386(3) 7_647
C18 H18 0.9500 .
O19 C20 1.253(3) .
C20 O21 1.256(3) .
C20 C22 1.500(3) .
C22 C23 1.386(4) .
C22 C24 1.397(3) .
C23 H23 0.9500 .
C23 C24 1.387(3) 7_565
C24 C23 1.387(3) 7_565
C24 H24 0.9500 .
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
Cd1 N2 C3 C4 -172.1(2) .
Cd1 N2 C7 C6 172.5(2) .
Cd1 O19 C20 O21 1.2(2) .
Cd1 O19 C20 C22 -179.63(19) .
N2 C3 C4 C5 -0.2(4) .
C3 N2 C7 C6 -1.0(4) .
C3 C4 C5 C6 -0.8(4) .
C3 C4 C5 C8 -175.3(3) .
C4 C5 C6 C7 0.8(4) .
C4 C5 C8 N9 -32.4(4) .
C5 C6 C7 N2 0.1(5) .
C5 C8 N9 C10 170.1(2) .
C5 C8 N9 C14 -68.9(3) .
C6 C5 C8 N9 153.1(3) .
C7 N2 C3 C4 1.0(4) .
C8 C5 C6 C7 175.5(3) .
C8 N9 C10 C11 177.7(2) .
C8 N9 C14 C13 -177.1(2) .
N9 C10 C11 N12 -56.9(3) .
C10 N9 C14 C13 -56.7(3) .
C10 C11 N12 C13 58.6(3) .
C10 C11 N12 C15 179.2(2) .
C11 N12 C13 C14 -61.0(3) .
C11 N12 C15 C16 68.6(2) .
N12 C13 C14 N9 61.1(3) .
N12 C15 C16 C17 -129.3(2) .
N12 C15 C16 C18 51.8(3) .
C13 N12 C15 C16 -172.30(19) .
C14 N9 C10 C11 55.2(3) .
C15 N12 C13 C14 179.2(2) .
C15 C16 C17 C18 -178.6(2) 7_647
C15 C16 C18 C17 178.6(2) 7_647
C17 C16 C18 C17 -0.2(4) 7_647
C18 C16 C17 C18 0.2(4) 7_647
O19 C20 O21 Cd1 -1.3(3) .
O19 C20 C22 C23 17.8(3) .
O19 C20 C22 C24 -162.6(2) .
C20 C22 C23 C24 -179.9(2) 7_565
C20 C22 C24 C23 179.9(2) 7_565
O21 C20 C22 C23 -163.0(2) .
O21 C20 C22 C24 16.6(3) .
C22 C20 O21 Cd1 179.55(18) .
C23 C22 C24 C23 -0.5(4) 7_565
C24 C22 C23 C24 0.5(4) 7_565
