#------------------------------------------------------------------------------
#$Date: 2019-11-23 09:29:26 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232720 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/80/4348064.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_4348064
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         'C28 H36 N6'
_chemical_formula_sum            'C28 H36 N6'
_chemical_formula_weight         456.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/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                 98.79(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.146(3)
_cell_length_b                   6.1190(12)
_cell_length_c                   12.350(3)
_cell_measurement_reflns_used    3017
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.886
_cell_measurement_theta_min      1.202
_cell_volume                     1280.5(5)
_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 0.992
_diffrn_measured_fraction_theta_max 0.991
_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     0.7108
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14359
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.889
_diffrn_reflns_theta_min         1.202
_diffrn_source                   'Australian Synchrotron'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XScale within XDS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3017
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0626
_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)+(0.0600P)²+0.8380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1656
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2321
_reflns_number_total             3017
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b00933_si_002.cif
_cod_data_source_block           L
_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               4348064
_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:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C12(H12A,H12B), C13(H13A,H13B),
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C16(H16), C17(H17)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
N1 N 0.03673(10) 0.6449(3) 0.32815(15) 0.0455(5) Uani 1 1 d .
C2 C 0.04645(13) 0.8198(4) 0.39201(19) 0.0472(5) Uani 1 1 d .
H2 H 0.0232 0.9531 0.3639 0.057 Uiso 1 1 calc R
C3 C 0.08828(13) 0.8207(4) 0.49683(18) 0.0448(5) Uani 1 1 d .
H3 H 0.0942 0.9525 0.5379 0.054 Uiso 1 1 calc R
C4 C 0.12146(11) 0.6292(4) 0.54178(16) 0.0369(4) Uani 1 1 d .
C5 C 0.11175(13) 0.4457(4) 0.47573(18) 0.0452(5) Uani 1 1 d .
H5 H 0.1340 0.3099 0.5019 0.054 Uiso 1 1 calc R
C6 C 0.06933(13) 0.4613(4) 0.37105(19) 0.0466(5) Uani 1 1 d .
H6 H 0.0632 0.3329 0.3273 0.056 Uiso 1 1 calc R
C7 C 0.16264(12) 0.6233(4) 0.65838(17) 0.0428(5) Uani 1 1 d .
H7A H 0.1894 0.7649 0.6762 0.051 Uiso 1 1 calc R
H7B H 0.1228 0.6043 0.7078 0.051 Uiso 1 1 calc R
N8 N 0.22053(9) 0.4480(3) 0.67833(13) 0.0351(4) Uani 1 1 d .
C9 C 0.28946(11) 0.4898(3) 0.62496(15) 0.0341(4) Uani 1 1 d .
H9A H 0.3166 0.6238 0.6558 0.041 Uiso 1 1 calc R
H9B H 0.2725 0.5128 0.5455 0.041 Uiso 1 1 calc R
C10 C 0.34537(11) 0.2980(3) 0.64260(14) 0.0338(4) Uani 1 1 d .
H10A H 0.3184 0.1647 0.6106 0.041 Uiso 1 1 calc R
H10B H 0.3915 0.3255 0.6051 0.041 Uiso 1 1 calc R
N11 N 0.37212(9) 0.2641(3) 0.76016(12) 0.0317(4) Uani 1 1 d .
C12 C 0.30344(11) 0.2283(4) 0.81548(15) 0.0368(4) Uani 1 1 d .
H12A H 0.3211 0.2106 0.8951 0.044 Uiso 1 1 calc R
H12B H 0.2762 0.0922 0.7876 0.044 Uiso 1 1 calc R
C13 C 0.24672(12) 0.4179(4) 0.79612(15) 0.0404(5) Uani 1 1 d .
H13A H 0.2005 0.3898 0.8332 0.048 Uiso 1 1 calc R
H13B H 0.2729 0.5527 0.8275 0.048 Uiso 1 1 calc R
C14 C 0.42579(11) 0.0769(3) 0.77461(15) 0.0348(4) Uani 1 1 d .
H14A H 0.4684 0.1002 0.7300 0.042 Uiso 1 1 calc R
H14B H 0.3964 -0.0559 0.7467 0.042 Uiso 1 1 calc R
C15 C 0.46262(10) 0.0384(3) 0.89234(15) 0.0309(4) Uani 1 1 d .
C16 C 0.45386(10) -0.1606(3) 0.94353(15) 0.0314(4) Uani 1 1 d .
H16 H 0.4221 -0.2715 0.9052 0.038 Uiso 1 1 calc R
C17 C 0.49083(11) -0.1994(3) 1.04949(15) 0.0321(4) Uani 1 1 d .
H17 H 0.4845 -0.3368 1.0829 0.039 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'
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 N1 C6 116.02(19) . .
N1 C2 H2 117.9 . .
N1 C2 C3 124.1(2) . .
C3 C2 H2 117.9 . .
C2 C3 H3 120.1 . .
C2 C3 C4 119.8(2) . .
C4 C3 H3 120.1 . .
C3 C4 C5 116.52(19) . .
C3 C4 C7 120.6(2) . .
C5 C4 C7 122.8(2) . .
C4 C5 H5 120.2 . .
C4 C5 C6 119.5(2) . .
C6 C5 H5 120.2 . .
N1 C6 C5 124.0(2) . .
N1 C6 H6 118.0 . .
C5 C6 H6 118.0 . .
C4 C7 H7A 109.0 . .
C4 C7 H7B 109.0 . .
H7A C7 H7B 107.8 . .
N8 C7 C4 112.82(17) . .
N8 C7 H7A 109.0 . .
N8 C7 H7B 109.0 . .
C7 N8 C9 111.86(17) . .
C7 N8 C13 110.96(16) . .
C9 N8 C13 108.86(15) . .
N8 C9 H9A 109.7 . .
N8 C9 H9B 109.7 . .
N8 C9 C10 109.78(16) . .
H9A C9 H9B 108.2 . .
C10 C9 H9A 109.7 . .
C10 C9 H9B 109.7 . .
C9 C10 H10A 109.6 . .
C9 C10 H10B 109.6 . .
H10A C10 H10B 108.1 . .
N11 C10 C9 110.35(15) . .
N11 C10 H10A 109.6 . .
N11 C10 H10B 109.6 . .
C12 N11 C10 109.28(14) . .
C14 N11 C10 109.06(14) . .
C14 N11 C12 111.17(15) . .
N11 C12 H12A 109.5 . .
N11 C12 H12B 109.5 . .
N11 C12 C13 110.82(17) . .
H12A C12 H12B 108.1 . .
C13 C12 H12A 109.5 . .
C13 C12 H12B 109.5 . .
N8 C13 C12 110.23(16) . .
N8 C13 H13A 109.6 . .
N8 C13 H13B 109.6 . .
C12 C13 H13A 109.6 . .
C12 C13 H13B 109.6 . .
H13A C13 H13B 108.1 . .
N11 C14 H14A 108.8 . .
N11 C14 H14B 108.8 . .
N11 C14 C15 113.67(15) . .
H14A C14 H14B 107.7 . .
C15 C14 H14A 108.8 . .
C15 C14 H14B 108.8 . .
C16 C15 C14 120.99(17) . .
C16 C15 C17 118.49(17) . 3_657
C17 C15 C14 120.46(17) 3_657 .
C15 C16 H16 119.5 . .
C17 C16 C15 120.94(17) . .
C17 C16 H16 119.5 . .
C15 C17 H17 119.7 3_657 .
C16 C17 C15 120.57(18) . 3_657
C16 C17 H17 119.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.325(3) .
N1 C6 1.328(3) .
C2 H2 0.9500 .
C2 C3 1.381(3) .
C3 H3 0.9500 .
C3 C4 1.381(3) .
C4 C5 1.383(3) .
C4 C7 1.504(3) .
C5 H5 0.9500 .
C5 C6 1.386(3) .
C6 H6 0.9500 .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C7 N8 1.456(3) .
N8 C9 1.461(2) .
N8 C13 1.467(2) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C9 C10 1.510(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C10 N11 1.469(2) .
N11 C12 1.465(2) .
N11 C14 1.463(2) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C12 C13 1.509(3) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C14 C15 1.512(2) .
C15 C16 1.391(3) .
C15 C17 1.396(3) 3_657
C16 H16 0.9500 .
C16 C17 1.385(3) .
C17 C15 1.396(3) 3_657
C17 H17 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_1
_geom_torsion_site_symmetry_4
N1 C2 C3 C4 -1.5(4) . .
C2 N1 C6 C5 -0.2(3) . .
C2 C3 C4 C5 1.5(3) . .
C2 C3 C4 C7 -175.9(2) . .
C3 C4 C5 C6 -1.0(3) . .
C3 C4 C7 N8 -155.75(19) . .
C4 C5 C6 N1 0.3(4) . .
C4 C7 N8 C9 70.4(2) . .
C4 C7 N8 C13 -167.81(18) . .
C5 C4 C7 N8 27.0(3) . .
C6 N1 C2 C3 0.8(3) . .
C7 C4 C5 C6 176.4(2) . .
C7 N8 C9 C10 -176.75(15) . .
C7 N8 C13 C12 177.09(17) . .
N8 C9 C10 N11 -60.4(2) . .
C9 N8 C13 C12 -59.4(2) . .
C9 C10 N11 C12 58.0(2) . .
C9 C10 N11 C14 179.72(15) . .
C10 N11 C12 C13 -57.1(2) . .
C10 N11 C14 C15 175.05(16) . .
N11 C12 C13 N8 58.5(2) . .
N11 C14 C15 C16 122.75(19) . .
N11 C14 C15 C17 -60.1(2) . 3_657
C12 N11 C14 C15 -64.4(2) . .
C13 N8 C9 C10 60.3(2) . .
C14 N11 C12 C13 -177.57(15) . .
C14 C15 C16 C17 176.78(17) . .
C15 C16 C17 C15 0.5(3) . 3_657
C17 C15 C16 C17 -0.5(3) 3_657 .
