#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/17/4511751.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_4511751
loop_
_publ_author_name
'Mihalcea, Ionut'
'Zill, Nicolas'
'Mereacre, Valeriu'
'Anson, Christopher E.'
'Powell, Annie K.'
_publ_section_title
;
 Spontaneous Resolution in Homochiral Helical [Ln(nic)2(Hnic)(NO3)]
 Coordination Polymers Constructed from a Rigid Non-chiral Organic Ligand
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4729
_journal_paper_doi               10.1021/cg500827u
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C18 H13 N4 O9 Tb'
_chemical_formula_weight         588.24
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           169
_space_group_name_Hall           'P 61'
_space_group_name_H-M_alt        'P 61'
_symmetry_space_group_name_Hall  'P 61'
_symmetry_space_group_name_H-M   'P 61'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     'dual space direct methods'
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   11.1793(3)
_cell_length_b                   11.1793(3)
_cell_length_c                   26.6236(15)
_cell_measurement_reflns_used    7973
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.99
_cell_measurement_theta_min      2.23
_cell_volume                     2881.6(2)
_computing_cell_refinement       'SMART-NT 5.6 (Bruker AXS Inc., 2005)'
_computing_data_collection       'SMART-NT 5.6 (Bruker AXS Inc., 2005)'
_computing_data_reduction        'SAINT+ 6.45 (Bruker AXS Inc., 2003)'
_computing_molecular_graphics    'Diamond 2.1 (Crystal Impact, 1998)'
_computing_publication_material  'SHELXL 2013-4 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL 2013-4 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker SMART Apex'
_diffrn_measurement_method       'CCD area detector, ω-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            21431
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.228
_diffrn_reflns_theta_min         0.765
_diffrn_source                   'rotating anode'
_exptl_absorpt_coefficient_mu    3.745
_exptl_absorpt_correction_T_max  0.821
_exptl_absorpt_correction_T_min  0.510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.10 (Bruker AXS Inc., 2005)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.034
_exptl_crystal_description       needle
_exptl_crystal_F_000             1716
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details
;
 Flack x determined using 2023 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.012(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4353
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0186
_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)+(0.0331P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0448
_refine_ls_wR_factor_ref         0.0449
_reflns_Friedel_coverage         0.931
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.944
_reflns_number_gt                4336
_reflns_number_total             4353
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg500827u_si_002.cif
_cod_data_source_block           tb217
_cod_depositor_comments
'Adding full bibliography for 4511749--4511751.cif.'
_cod_database_code               4511751
_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   0.362
_shelx_estimated_absorpt_t_max   0.865
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'
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
Tb1 Tb 0.17070(2) 0.14312(2) 0.59603(2) 0.00960(6) Uani 1 1 d . .
O1 O 0.0183(4) -0.0724(4) 0.63779(13) 0.0158(7) Uani 1 1 d . .
O2 O -0.0363(4) -0.0202(4) 0.71177(13) 0.0182(8) Uani 1 1 d . .
C1 C -0.0347(5) -0.1029(5) 0.68027(18) 0.0120(9) Uani 1 1 d . .
C2 C -0.1056(5) -0.2528(5) 0.6958(2) 0.0132(10) Uani 1 1 d . .
C3 C -0.1433(6) -0.3593(6) 0.66177(19) 0.0171(10) Uani 1 1 d . .
H3 H -0.1245 -0.3401 0.6270 0.021 Uiso 1 1 calc R U
C4 C -0.2090(6) -0.4944(6) 0.6789(2) 0.0204(11) Uani 1 1 d . .
H4 H -0.2368 -0.5687 0.6560 0.024 Uiso 1 1 calc R U
C5 C -0.2335(6) -0.5200(6) 0.7296(2) 0.0199(11) Uani 1 1 d . .
H5 H -0.2781 -0.6129 0.7411 0.024 Uiso 1 1 calc R U
N1 N -0.1963(4) -0.4175(4) 0.7634(2) 0.0182(9) Uani 1 1 d . .
C6 C -0.1341(6) -0.2875(5) 0.74652(18) 0.0144(10) Uani 1 1 d . .
H6 H -0.1081 -0.2151 0.7702 0.017 Uiso 1 1 calc R U
O3 O 0.0332(4) 0.2150(4) 0.63187(14) 0.0142(7) Uani 1 1 d . .
O4 O -0.1092(4) 0.1851(4) 0.69547(14) 0.0158(8) Uani 1 1 d . .
C7 C -0.0796(5) 0.1943(5) 0.65007(18) 0.0111(9) Uani 1 1 d . .
C8 C -0.1891(6) 0.1800(5) 0.61362(19) 0.0128(10) Uani 1 1 d . .
C9 C -0.3219(6) 0.1412(6) 0.6304(2) 0.0158(10) Uani 1 1 d . .
H9 H -0.3426 0.1269 0.6653 0.019 Uiso 1 1 calc R U
C10 C -0.4238(5) 0.1233(5) 0.5965(2) 0.0186(10) Uani 1 1 d . .
H10 H -0.5141 0.0972 0.6078 0.022 Uiso 1 1 calc R U
C11 C -0.3923(6) 0.1439(6) 0.5462(2) 0.0179(11) Uani 1 1 d . .
H11 H -0.4614 0.1304 0.5225 0.021 Uiso 1 1 calc R U
N2 N -0.2628(5) 0.1834(5) 0.53067(17) 0.0164(9) Uani 1 1 d . .
H2 H -0.255(11) 0.194(10) 0.498(4) 0.07(3) Uiso 1 1 d . .
C12 C -0.1613(6) 0.2032(6) 0.5625(2) 0.0145(10) Uani 1 1 d . .
H12 H -0.0710 0.2331 0.5502 0.017 Uiso 1 1 calc R U
O5 O 0.2890(4) 0.1323(4) 0.66802(14) 0.0167(8) Uani 1 1 d . .
O6 O 0.2396(4) 0.2395(4) 0.72830(14) 0.0154(7) Uani 1 1 d . .
C13 C 0.3012(5) 0.1795(5) 0.71167(18) 0.0121(10) Uani 1 1 d . .
C14 C 0.3973(5) 0.1627(6) 0.74667(19) 0.0156(11) Uani 1 1 d . .
C15 C 0.4244(5) 0.2170(6) 0.7949(2) 0.0177(11) Uani 1 1 d . .
H15 H 0.3802 0.2645 0.8075 0.021 Uiso 1 1 calc R U
C16 C 0.5171(6) 0.2005(6) 0.8241(2) 0.0210(12) Uani 1 1 d . .
H16 H 0.5372 0.2360 0.8574 0.025 Uiso 1 1 calc R U
C17 C 0.5808(6) 0.1313(6) 0.8042(2) 0.0215(11) Uani 1 1 d . .
H17 H 0.6490 0.1261 0.8239 0.026 Uiso 1 1 calc R U
N3 N 0.5509(5) 0.0712(5) 0.7585(2) 0.0246(10) Uani 1 1 d . .
C18 C 0.4606(6) 0.0892(6) 0.7311(2) 0.0194(11) Uani 1 1 d . .
H18 H 0.4381 0.0486 0.6986 0.023 Uiso 1 1 calc R U
N4 N 0.4404(5) 0.3918(4) 0.60237(17) 0.0164(9) Uani 1 1 d . .
O7 O 0.3342(4) 0.3874(4) 0.62170(14) 0.0156(8) Uani 1 1 d . .
O8 O 0.4199(4) 0.2852(4) 0.57778(14) 0.0165(8) Uani 1 1 d . .
O9 O 0.5560(4) 0.4920(4) 0.60734(17) 0.0275(10) 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'
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'
Tb Tb -0.1723 4.1537 '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
O3 Tb1 O6 160.17(14) . 5_554
O3 Tb1 O2 83.33(14) . 5_554
O6 Tb1 O2 82.28(14) 5_554 5_554
O3 Tb1 O5 99.94(13) . .
O6 Tb1 O5 84.03(13) 5_554 .
O2 Tb1 O5 144.01(14) 5_554 .
O3 Tb1 O4 83.32(13) . 5_554
O6 Tb1 O4 105.41(13) 5_554 5_554
O2 Tb1 O4 73.37(13) 5_554 5_554
O5 Tb1 O4 142.56(13) . 5_554
O3 Tb1 O1 83.98(13) . .
O6 Tb1 O1 78.57(13) 5_554 .
O2 Tb1 O1 71.60(13) 5_554 .
O5 Tb1 O1 73.12(13) . .
O4 Tb1 O1 143.84(13) 5_554 .
O3 Tb1 O8 126.93(13) . .
O6 Tb1 O8 72.88(13) 5_554 .
O2 Tb1 O8 132.51(12) 5_554 .
O5 Tb1 O8 73.29(13) . .
O4 Tb1 O8 75.18(13) 5_554 .
O1 Tb1 O8 137.58(13) . .
O3 Tb1 O7 75.74(13) . .
O6 Tb1 O7 123.74(14) 5_554 .
O2 Tb1 O7 140.67(13) 5_554 .
O5 Tb1 O7 73.32(13) . .
O4 Tb1 O7 71.44(12) 5_554 .
O1 Tb1 O7 136.71(12) . .
O8 Tb1 O7 51.58(12) . .
O3 Tb1 N4 101.49(13) . .
O6 Tb1 N4 98.15(13) 5_554 .
O2 Tb1 N4 144.65(13) 5_554 .
O5 Tb1 N4 70.31(13) . .
O4 Tb1 N4 72.49(13) 5_554 .
O1 Tb1 N4 143.42(13) . .
O8 Tb1 N4 25.80(13) . .
O7 Tb1 N4 25.82(12) . .
C1 O1 Tb1 133.9(3) . .
C1 O2 Tb1 163.2(4) . 6
O1 C1 O2 125.9(5) . .
O1 C1 C2 117.8(4) . .
O2 C1 C2 116.3(4) . .
C3 C2 C6 117.6(5) . .
C3 C2 C1 122.8(5) . .
C6 C2 C1 119.5(4) . .
C2 C3 C4 119.4(5) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 119.4(5) . .
C5 C4 H4 120.3 . .
C3 C4 H4 120.3 . .
N1 C5 C4 122.1(5) . .
N1 C5 H5 118.9 . .
C4 C5 H5 118.9 . .
C6 N1 C5 118.1(5) . .
N1 C6 C2 123.3(5) . .
N1 C6 H6 118.3 . .
C2 C6 H6 118.3 . .
C7 O3 Tb1 152.8(3) . .
C7 O4 Tb1 125.1(3) . 6
O4 C7 O3 126.1(5) . .
O4 C7 C8 116.7(4) . .
O3 C7 C8 117.2(4) . .
C12 C8 C9 118.4(5) . .
C12 C8 C7 121.1(5) . .
C9 C8 C7 120.5(5) . .
C10 C9 C8 120.3(5) . .
C10 C9 H9 119.8 . .
C8 C9 H9 119.8 . .
C11 C10 C9 119.2(5) . .
C11 C10 H10 120.4 . .
C9 C10 H10 120.4 . .
N2 C11 C10 119.8(5) . .
N2 C11 H11 120.1 . .
C10 C11 H11 120.1 . .
C12 N2 C11 122.6(5) . .
C12 N2 H2 126(7) . .
C11 N2 H2 112(7) . .
N2 C12 C8 119.7(5) . .
N2 C12 H12 120.1 . .
C8 C12 H12 120.1 . .
C13 O5 Tb1 132.4(3) . .
C13 O6 Tb1 135.5(4) . 6
O5 C13 O6 125.3(5) . .
O5 C13 C14 117.0(5) . .
O6 C13 C14 117.7(4) . .
C15 C14 C18 118.1(5) . .
C15 C14 C13 122.1(5) . .
C18 C14 C13 119.8(5) . .
C16 C15 C14 118.5(5) . .
C16 C15 H15 120.7 . .
C14 C15 H15 120.7 . .
C15 C16 C17 119.1(5) . .
C15 C16 H16 120.4 . .
C17 C16 H16 120.4 . .
N3 C17 C16 123.5(5) . .
N3 C17 H17 118.2 . .
C16 C17 H17 118.2 . .
C18 N3 C17 115.7(5) . .
N3 C18 C14 124.9(5) . .
N3 C18 H18 117.6 . .
C14 C18 H18 117.6 . .
O9 N4 O7 122.0(4) . .
O9 N4 O8 121.7(5) . .
O7 N4 O8 116.3(4) . .
O9 N4 Tb1 175.8(4) . .
O7 N4 Tb1 59.0(2) . .
O8 N4 Tb1 57.4(2) . .
N4 O7 Tb1 95.2(3) . .
N4 O8 Tb1 96.8(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tb1 O3 2.271(4) .
Tb1 O6 2.286(4) 5_554
Tb1 O2 2.319(4) 5_554
Tb1 O5 2.366(4) .
Tb1 O4 2.411(4) 5_554
Tb1 O1 2.417(4) .
Tb1 O8 2.468(4) .
Tb1 O7 2.505(4) .
Tb1 N4 2.909(4) .
O1 C1 1.243(6) .
O2 C1 1.255(6) .
O2 Tb1 2.319(4) 6
C1 C2 1.509(7) .
C2 C3 1.383(7) .
C2 C6 1.398(7) .
C3 C4 1.386(8) .
C3 H3 0.9500 .
C4 C5 1.377(8) .
C4 H4 0.9500 .
C5 N1 1.349(7) .
C5 H5 0.9500 .
N1 C6 1.336(7) .
C6 H6 0.9500 .
O3 C7 1.259(6) .
O4 C7 1.244(6) .
O4 Tb1 2.411(4) 6
C7 C8 1.507(7) .
C8 C12 1.391(8) .
C8 C9 1.396(7) .
C9 C10 1.388(7) .
C9 H9 0.9500 .
C10 C11 1.373(9) .
C10 H10 0.9500 .
C11 N2 1.350(8) .
C11 H11 0.9500 .
N2 C12 1.343(7) .
N2 H2 0.87(10) .
C12 H12 0.9500 .
O5 C13 1.255(6) .
O6 C13 1.257(6) .
O6 Tb1 2.286(4) 6
C13 C14 1.504(7) .
C14 C15 1.388(8) .
C14 C18 1.389(8) .
C15 C16 1.379(8) .
C15 H15 0.9500 .
C16 C17 1.392(9) .
C16 H16 0.9500 .
C17 N3 1.349(8) .
C17 H17 0.9500 .
N3 C18 1.340(7) .
C18 H18 0.9500 .
N4 O9 1.223(6) .
N4 O7 1.272(6) .
N4 O8 1.275(6) .
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
N2 H2 N1 0.87(10) 1.85(10) 2.711(7) 169(10) 3_554
