#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:59:10 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180525 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/94/7219439.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_7219439
loop_
_publ_author_name
'Jiang, Xiang'
'Tao, Bo'
'Yu, Li Xiao'
'Wang, Hong Yun'
'Xia, Hua'
_publ_section_title
;
 Syntheses, crystal structures and properties of three cyano-bridged
 one-dimensional coordination polymers based on macrocyclic metallic
 tectons
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA16545D
_journal_year                    2015
_chemical_formula_sum            'C20 H35 N11 Ni2 O'
_chemical_formula_weight         563.01
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2015-01-29 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.78(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.812(2)
_cell_length_b                   13.179(3)
_cell_length_c                   20.122(4)
_cell_measurement_temperature    293(2)
_cell_volume                     2537.6(10)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            30130
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.492
_diffrn_reflns_theta_min         1.861
_exptl_absorpt_coefficient_mu    1.520
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8391
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.474
_exptl_crystal_description       prism
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       'Magnetic properties'
_exptl_crystal_size_max          0.4550
_exptl_crystal_size_mid          0.1650
_exptl_crystal_size_min          0.1150
_refine_diff_density_max         1.127
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         8372
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.170
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0721
_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)+(0.0889P)²+2.7369P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1849
_refine_ls_wR_factor_ref         0.1978
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7436
_reflns_number_total             8372
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ra16545d1.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        2537.5(9)
_cod_database_code               7219439
#BEGIN Tags that were not found in dictionaries:
_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.
;
_shelxl_version_number           2014-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ni1 Ni 0.74619(4) 0.72176(3) 0.10251(2) 0.02188(12) Uani 1 1 d . .
Ni2 Ni 0.49857(4) 0.73355(3) -0.14898(2) 0.02552(12) Uani 1 1 d . .
C4 C 0.5902(3) 0.7198(3) -0.05790(16) 0.0288(6) Uani 1 1 d . .
C2 C 0.4031(3) 0.7515(3) -0.23878(16) 0.0276(6) Uani 1 1 d . .
C3 C 0.3332(4) 0.7649(3) -0.12193(17) 0.0323(7) Uani 1 1 d . .
C1 C 0.6605(4) 0.6977(3) -0.17900(17) 0.0380(8) Uani 1 1 d . .
N2 N 0.6450(3) 0.7145(2) -0.00116(14) 0.0309(6) Uani 1 1 d . .
N3 N 0.7581(4) 0.6778(4) -0.19915(19) 0.0575(11) Uani 1 1 d . .
N1 N 0.2267(4) 0.7800(3) -0.10872(19) 0.0480(9) Uani 1 1 d . .
N7 N 0.6697(4) 0.5747(3) 0.12033(15) 0.0407(7) Uani 1 1 d . .
N4 N 0.5724(3) 0.7955(3) 0.12281(15) 0.0339(6) Uani 1 1 d D .
N5 N 0.8178(3) 0.8647(3) 0.08563(15) 0.0383(7) Uani 1 1 d D .
N9 N 1.0609(3) 0.8077(4) 0.09333(17) 0.0512(10) Uani 1 1 d . .
N6 N 0.9252(4) 0.6501(3) 0.08115(15) 0.0443(9) Uani 1 1 d . .
N8 N 0.4308(4) 0.6377(3) 0.11093(17) 0.0479(9) Uani 1 1 d . .
C10 C 0.5809(5) 0.8995(3) 0.0967(2) 0.0472(10) Uani 1 1 d . .
H10A H 0.5231 0.9447 0.1168 0.057 Uiso 1 1 calc R U
H10B H 0.5465 0.9003 0.0477 0.057 Uiso 1 1 calc R U
C7 C 1.0542(4) 0.7050(5) 0.1171(2) 0.0572(14) Uani 1 1 d . .
H7A H 1.0570 0.7062 0.1656 0.069 Uiso 1 1 calc R U
H7B H 1.1357 0.6681 0.1105 0.069 Uiso 1 1 calc R U
C8 C 0.9713(4) 0.8827(4) 0.1119(2) 0.0523(12) Uani 1 1 d . .
H8A H 0.9949 0.9480 0.0952 0.063 Uiso 1 1 calc R U
H8B H 0.9900 0.8867 0.1612 0.063 Uiso 1 1 calc R U
C5 C 0.9551(4) 0.7428(4) -0.0247(2) 0.0504(11) Uani 1 1 d . .
H5A H 0.9776 0.7321 -0.0688 0.060 Uiso 1 1 calc R U
H5B H 0.8671 0.7792 -0.0320 0.060 Uiso 1 1 calc R U
C6 C 0.9385(5) 0.6391(4) 0.0082(2) 0.0518(12) Uani 1 1 d . .
H6A H 0.8561 0.6053 -0.0179 0.062 Uiso 1 1 calc R U
H6B H 1.0190 0.5971 0.0067 0.062 Uiso 1 1 calc R U
C12 C 0.5190(5) 0.5687(4) 0.08395(19) 0.0519(12) Uani 1 1 d . .
H12A H 0.5113 0.5837 0.0361 0.062 Uiso 1 1 calc R U
H12B H 0.4858 0.5000 0.0873 0.062 Uiso 1 1 calc R U
C9 C 0.7308(5) 0.9355(3) 0.1144(2) 0.0496(10) Uani 1 1 d . .
H9A H 0.7371 1.0029 0.0959 0.060 Uiso 1 1 calc R U
H9B H 0.7635 0.9389 0.1635 0.060 Uiso 1 1 calc R U
C13 C 0.6735(5) 0.5390(3) 0.1915(2) 0.0472(10) Uani 1 1 d . .
H13A H 0.7688 0.5424 0.2180 0.057 Uiso 1 1 calc R U
H13B H 0.6437 0.4687 0.1901 0.057 Uiso 1 1 calc R U
C11 C 0.4368(4) 0.7447(4) 0.0955(2) 0.0430(9) Uani 1 1 d . .
H11A H 0.3651 0.7795 0.1131 0.052 Uiso 1 1 calc R U
H11B H 0.4140 0.7527 0.0463 0.052 Uiso 1 1 calc R U
C14 C 0.5805(4) 0.6020(3) 0.22589(18) 0.0405(8) Uani 1 1 d . .
H14A H 0.6209 0.6691 0.2352 0.049 Uiso 1 1 calc R U
H14B H 0.5766 0.5709 0.2691 0.049 Uiso 1 1 calc R U
C15 C 0.4328(5) 0.6121(4) 0.1826(2) 0.0537(12) Uani 1 1 d . .
H15A H 0.3834 0.5487 0.1841 0.064 Uiso 1 1 calc R U
H15B H 0.3838 0.6645 0.2019 0.064 Uiso 1 1 calc R U
C16 C 1.0696(5) 0.8068(6) 0.0198(2) 0.0655(17) Uani 1 1 d . .
H16A H 1.1601 0.7804 0.0164 0.079 Uiso 1 1 calc R U
H16B H 1.0627 0.8759 0.0028 0.079 Uiso 1 1 calc R U
C17 C 0.9124(5) 0.5485(4) 0.1091(2) 0.0566(13) Uani 1 1 d . .
H17A H 0.9422 0.5507 0.1583 0.068 Uiso 1 1 calc R U
H17B H 0.9734 0.5019 0.0921 0.068 Uiso 1 1 calc R U
C18 C 0.7619(6) 0.5097(4) 0.0892(2) 0.0576(13) Uani 1 1 d . .
H18A H 0.7301 0.5104 0.0400 0.069 Uiso 1 1 calc R U
H18B H 0.7579 0.4403 0.1048 0.069 Uiso 1 1 calc R U
N10 N 0.3447(3) 0.7634(2) -0.29446(14) 0.0283(6) Uani 1 1 d . .
O1W O 0.0349(3) 0.6501(3) 0.77325(17) 0.0550(8) Uani 1 1 d . .
N1W N 0.7442(5) 0.9603(4) 0.9388(2) 0.0657(12) Uani 1 1 d . .
C1W C 0.7303(5) 0.9645(4) 0.8808(2) 0.0505(10) Uani 1 1 d . .
C2W C 0.7138(7) 0.9732(5) 0.8077(3) 0.0744(17) Uani 1 1 d . .
H2W1 H 0.7469 1.0384 0.7969 0.112 Uiso 1 1 calc R U
H2W2 H 0.6168 0.9662 0.7859 0.112 Uiso 1 1 calc R U
H2W3 H 0.7667 0.9208 0.7919 0.112 Uiso 1 1 calc R U
H2N H 0.791(5) 0.876(4) 0.0401(7) 0.057(15) Uiso 1 1 d D .
H1N H 0.580(4) 0.805(3) 0.1679(7) 0.040(12) Uiso 1 1 d 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'
Ni Ni 0.3393 1.1124 '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
N5 Ni1 N4 85.95(14) . .
N5 Ni1 N10 88.74(12) . 4_676
N4 Ni1 N10 88.90(12) . 4_676
N5 Ni1 N2 88.92(12) . .
N4 Ni1 N2 89.33(12) . .
N10 Ni1 N2 177.16(12) 4_676 .
N5 Ni1 N6 92.64(15) . .
N4 Ni1 N6 178.58(15) . .
N10 Ni1 N6 91.19(12) 4_676 .
N2 Ni1 N6 90.52(12) . .
N5 Ni1 N7 179.23(14) . .
N4 Ni1 N7 93.29(14) . .
N10 Ni1 N7 91.21(12) 4_676 .
N2 Ni1 N7 91.10(12) . .
N6 Ni1 N7 88.13(15) . .
C2 Ni2 C4 177.70(16) . .
C2 Ni2 C3 88.37(15) . .
C4 Ni2 C3 89.78(15) . .
C2 Ni2 C1 89.98(15) . .
C4 Ni2 C1 91.92(15) . .
C3 Ni2 C1 177.43(16) . .
N2 C4 Ni2 177.7(3) . .
N10 C2 Ni2 179.4(4) . .
N1 C3 Ni2 175.4(4) . .
N3 C1 Ni2 177.8(4) . .
C4 N2 Ni1 173.9(3) . .
C18 N7 C13 109.4(3) . .
C18 N7 C12 113.1(3) . .
C13 N7 C12 105.2(3) . .
C18 N7 Ni1 100.6(3) . .
C13 N7 Ni1 120.6(3) . .
C12 N7 Ni1 108.1(3) . .
C10 N4 C11 113.8(3) . .
C10 N4 Ni1 104.5(2) . .
C11 N4 Ni1 115.0(3) . .
C9 N5 C8 112.8(3) . .
C9 N5 Ni1 105.5(2) . .
C8 N5 Ni1 116.0(3) . .
C8 N9 C7 119.2(4) . .
C8 N9 C16 115.8(4) . .
C7 N9 C16 109.7(4) . .
C17 N6 C7 113.0(4) . .
C17 N6 C6 108.6(4) . .
C7 N6 C6 105.7(3) . .
C17 N6 Ni1 100.6(3) . .
C7 N6 Ni1 109.6(3) . .
C6 N6 Ni1 119.6(2) . .
C12 N8 C11 118.5(3) . .
C12 N8 C15 110.2(4) . .
C11 N8 C15 116.1(4) . .
N4 C10 C9 109.7(3) . .
N9 C7 N6 112.9(3) . .
N9 C8 N5 115.3(4) . .
C16 C5 C6 111.8(4) . .
N6 C6 C5 111.9(4) . .
N8 C12 N7 113.1(3) . .
N5 C9 C10 109.2(4) . .
N7 C13 C14 112.0(3) . .
N8 C11 N4 115.9(3) . .
C13 C14 C15 112.4(4) . .
N8 C15 C14 112.6(3) . .
N9 C16 C5 112.8(4) . .
N6 C17 C18 111.4(4) . .
N7 C18 C17 109.9(4) . .
C2 N10 Ni1 176.6(3) . 4_575
N1W C1W C2W 178.2(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N5 2.065(3) .
Ni1 N4 2.080(3) .
Ni1 N10 2.094(3) 4_676
Ni1 N2 2.105(3) .
Ni1 N6 2.121(3) .
Ni1 N7 2.136(3) .
Ni2 C2 1.857(3) .
Ni2 C4 1.863(3) .
Ni2 C3 1.868(4) .
Ni2 C1 1.880(4) .
C4 N2 1.152(4) .
C2 N10 1.151(4) .
C3 N1 1.151(5) .
C1 N3 1.150(5) .
N7 C18 1.482(6) .
N7 C13 1.499(5) .
N7 C12 1.500(6) .
N4 C10 1.477(5) .
N4 C11 1.483(5) .
N5 C9 1.467(6) .
N5 C8 1.501(5) .
N9 C8 1.427(7) .
N9 C7 1.441(7) .
N9 C16 1.500(5) .
N6 C17 1.468(6) .
N6 C7 1.498(6) .
N6 C6 1.510(5) .
N8 C12 1.441(6) .
N8 C11 1.448(6) .
N8 C15 1.478(5) .
C10 C9 1.510(6) .
C5 C16 1.528(6) .
C5 C6 1.542(7) .
C13 C14 1.510(6) .
C14 C15 1.522(6) .
C17 C18 1.530(7) .
N10 Ni1 2.094(3) 4_575
N1W C1W 1.144(6) .
C1W C2W 1.448(7) .
