#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/58/7105879.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_7105879
loop_
_publ_author_name
'Yabing He'
'Zheng Bian'
'Chuanqing Kang'
'Lianxun Gao'
_publ_section_title
;
 Self-discriminating and hierarchical assembly of racemic
 binaphthyl-bisbipyridines and silver ions: from metallocycles to gel
 nanofibers
;
_journal_name_full               Chem.Commun.
_journal_page_first              1589
_journal_paper_doi               10.1039/c0cc03192e
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C44 H34 N4 O4'
_chemical_formula_sum            'C44 H34 N4 O4'
_chemical_formula_weight         682.75
_chemical_melting_point          ?
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.2200(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.4815(13)
_cell_length_b                   12.1504(7)
_cell_length_c                   13.4906(8)
_cell_measurement_reflns_used    6900
_cell_measurement_temperature    185(2)
_cell_measurement_theta_max      26.10
_cell_measurement_theta_min      0.96
_cell_volume                     3475.7(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      185(2)
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_sigmaI/netI    0.0686
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19104
_diffrn_reflns_theta_full        26.10
_diffrn_reflns_theta_max         26.10
_diffrn_reflns_theta_min         0.96
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    geom
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6900
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0458
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0464P)²+0.6167P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.1201
_reflns_number_gt                4115
_reflns_number_total             6900
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC03192E.TXT
_cod_data_source_block           (rac)-1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7105879
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.25212(10) 0.04512(16) 0.18824(15) 0.0238(5) Uani 1 1 d . . .
C2 C 0.33922(11) -0.01990(18) 0.10192(17) 0.0308(5) Uani 1 1 d . . .
H2A H 0.3488 -0.0770 0.1500 0.037 Uiso 1 1 calc R . .
C3 C 0.37450(11) -0.00804(19) 0.02786(18) 0.0363(6) Uani 1 1 d . . .
H3A H 0.4094 -0.0556 0.0259 0.044 Uiso 1 1 calc R . .
C4 C 0.36028(12) 0.0736(2) -0.04600(18) 0.0404(6) Uani 1 1 d . . .
H4A H 0.3850 0.0801 -0.0982 0.048 Uiso 1 1 calc R . .
C5 C 0.31111(11) 0.14329(19) -0.04275(17) 0.0346(6) Uani 1 1 d . . .
H5A H 0.3013 0.1978 -0.0934 0.041 Uiso 1 1 calc R . .
C6 C 0.22540(10) 0.21008(18) 0.04383(16) 0.0301(5) Uani 1 1 d . . .
H6A H 0.2150 0.2647 -0.0065 0.036 Uiso 1 1 calc R . .
C7 C 0.19233(10) 0.20679(17) 0.12192(16) 0.0274(5) Uani 1 1 d . . .
C8 C 0.20674(10) 0.12213(17) 0.19516(16) 0.0256(5) Uani 1 1 d . . .
C9 C 0.28818(10) 0.05192(17) 0.10841(16) 0.0263(5) Uani 1 1 d . . .
C10 C 0.27446(10) 0.13558(17) 0.03494(16) 0.0287(5) Uani 1 1 d . . .
C11 C 0.11064(10) 0.08281(19) 0.25390(19) 0.0365(6) Uani 1 1 d . . .
H11A H 0.0885 0.1023 0.3105 0.044 Uiso 1 1 calc R . .
H11B H 0.0896 0.1223 0.1935 0.044 Uiso 1 1 calc R . .
C12 C 0.11574(14) -0.0917(2) 0.3278(2) 0.0650(9) Uani 1 1 d . . .
H12A H 0.1122 -0.1703 0.3116 0.097 Uiso 1 1 calc R . .
H12B H 0.0842 -0.0717 0.3696 0.097 Uiso 1 1 calc R . .
H12C H 0.1580 -0.0762 0.3644 0.097 Uiso 1 1 calc R . .
C13 C 0.14173(10) 0.28944(17) 0.12620(17) 0.0286(5) Uani 1 1 d . . .
C14 C 0.10059(11) 0.31531(19) 0.03854(17) 0.0361(6) Uani 1 1 d . . .
H14A H 0.1032 0.2778 -0.0224 0.043 Uiso 1 1 calc R . .
C15 C 0.05597(11) 0.3963(2) 0.04189(18) 0.0400(6) Uani 1 1 d . . .
H15A H 0.0289 0.4139 -0.0188 0.048 Uiso 1 1 calc R . .
C16 C 0.08678(10) 0.42442(18) 0.20946(17) 0.0309(5) Uani 1 1 d . . .
C17 C 0.13370(10) 0.34498(17) 0.21296(17) 0.0304(5) Uani 1 1 d . . .
H17A H 0.1602 0.3289 0.2746 0.036 Uiso 1 1 calc R . .
C18 C 0.07827(10) 0.48684(18) 0.30086(18) 0.0334(6) Uani 1 1 d . . .
C19 C 0.05004(11) 0.58979(19) 0.2947(2) 0.0413(6) Uani 1 1 d . . .
H19A H 0.0355 0.6222 0.2311 0.050 Uiso 1 1 calc R . .
C20 C 0.04328(11) 0.6444(2) 0.3816(2) 0.0456(7) Uani 1 1 d . . .
H20A H 0.0239 0.7148 0.3788 0.055 Uiso 1 1 calc R . .
C21 C 0.06483(12) 0.5960(2) 0.4723(2) 0.0516(7) Uani 1 1 d . . .
H21A H 0.0605 0.6313 0.5337 0.062 Uiso 1 1 calc R . .
C22 C 0.09283(14) 0.4948(2) 0.4713(2) 0.0584(8) Uani 1 1 d . . .
H22A H 0.1083 0.4617 0.5343 0.070 Uiso 1 1 calc R . .
C23 C 0.26390(9) -0.04629(16) 0.26254(16) 0.0240(5) Uani 1 1 d . . .
C24 C 0.21012(10) -0.18048(18) 0.13771(17) 0.0312(5) Uani 1 1 d . . .
H24A H 0.2021 -0.1240 0.0886 0.037 Uiso 1 1 calc R . .
C25 C 0.19006(11) -0.28510(19) 0.11396(18) 0.0384(6) Uani 1 1 d . . .
H25A H 0.1682 -0.3006 0.0485 0.046 Uiso 1 1 calc R . .
C26 C 0.20128(11) -0.36976(19) 0.18473(19) 0.0392(6) Uani 1 1 d . . .
H26A H 0.1874 -0.4424 0.1671 0.047 Uiso 1 1 calc R . .
C27 C 0.23200(11) -0.34820(18) 0.27848(19) 0.0359(6) Uani 1 1 d . . .
H27A H 0.2391 -0.4060 0.3264 0.043 Uiso 1 1 calc R . .
C28 C 0.28402(10) -0.21621(17) 0.40395(16) 0.0297(5) Uani 1 1 d . . .
H28A H 0.2909 -0.2736 0.4523 0.036 Uiso 1 1 calc R . .
C29 C 0.30389(10) -0.11176(17) 0.43176(16) 0.0262(5) Uani 1 1 d . . .
C30 C 0.29461(10) -0.02745(16) 0.35750(16) 0.0248(5) Uani 1 1 d . . .
C31 C 0.24256(10) -0.15516(17) 0.23401(16) 0.0261(5) Uani 1 1 d . . .
C32 C 0.25365(10) -0.24104(17) 0.30597(16) 0.0270(5) Uani 1 1 d . . .
C33 C 0.38230(10) 0.09023(19) 0.39755(18) 0.0344(6) Uani 1 1 d . . .
H33A H 0.3943 0.1570 0.4381 0.041 Uiso 1 1 calc R . .
H33B H 0.4018 0.0261 0.4359 0.041 Uiso 1 1 calc R . .
C34 C 0.39225(12) 0.20034(19) 0.25876(19) 0.0432(6) Uani 1 1 d . . .
H34A H 0.4099 0.2006 0.1961 0.065 Uiso 1 1 calc R . .
H34B H 0.4110 0.2604 0.3021 0.065 Uiso 1 1 calc R . .
H34C H 0.3465 0.2105 0.2436 0.065 Uiso 1 1 calc R . .
C35 C 0.33156(10) -0.08850(17) 0.53760(16) 0.0281(5) Uani 1 1 d . . .
C36 C 0.31705(11) 0.00518(18) 0.58846(17) 0.0326(6) Uani 1 1 d . . .
H36A H 0.2899 0.0599 0.5548 0.039 Uiso 1 1 calc R . .
C37 C 0.34228(11) 0.01769(19) 0.68772(18) 0.0375(6) Uani 1 1 d . . .
H37A H 0.3319 0.0828 0.7206 0.045 Uiso 1 1 calc R . .
C38 C 0.39419(10) -0.14574(18) 0.69319(17) 0.0292(5) Uani 1 1 d . . .
C39 C 0.37135(10) -0.16458(18) 0.59293(16) 0.0293(5) Uani 1 1 d . . .
H39A H 0.3829 -0.2298 0.5616 0.035 Uiso 1 1 calc R . .
C40 C 0.43460(10) -0.22836(19) 0.75454(17) 0.0311(5) Uani 1 1 d . . .
C41 C 0.44911(12) -0.2186(2) 0.85736(19) 0.0467(7) Uani 1 1 d . . .
H41A H 0.4352 -0.1566 0.8907 0.056 Uiso 1 1 calc R . .
C42 C 0.48426(12) -0.3006(2) 0.9116(2) 0.0525(8) Uani 1 1 d . . .
H42A H 0.4946 -0.2960 0.9826 0.063 Uiso 1 1 calc R . .
C43 C 0.50379(11) -0.3881(2) 0.8612(2) 0.0452(7) Uani 1 1 d . . .
H43A H 0.5281 -0.4453 0.8964 0.054 Uiso 1 1 calc R . .
C44 C 0.48757(11) -0.3918(2) 0.7589(2) 0.0405(6) Uani 1 1 d . . .
H44A H 0.5011 -0.4534 0.7245 0.049 Uiso 1 1 calc R . .
O1 O 0.17460(7) 0.11853(11) 0.27660(11) 0.0298(4) Uani 1 1 d . . .
O2 O 0.10535(8) -0.02894(13) 0.23693(14) 0.0470(5) Uani 1 1 d . . .
O3 O 0.31543(6) 0.07853(11) 0.38322(11) 0.0273(4) Uani 1 1 d . . .
O4 O 0.40597(7) 0.09802(12) 0.30884(13) 0.0402(4) Uani 1 1 d . . .
N1 N 0.04822(9) 0.45143(15) 0.12454(15) 0.0360(5) Uani 1 1 d . . .
N2 N 0.10000(10) 0.43905(17) 0.38871(16) 0.0476(6) Uani 1 1 d . . .
N3 N 0.38021(9) -0.05461(15) 0.74150(14) 0.0352(5) Uani 1 1 d . . .
N4 N 0.45380(9) -0.31392(15) 0.70441(15) 0.0365(5) 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'
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
_geom_angle_publ_flag
C8 C1 C9 119.48(19) . . ?
C8 C1 C23 120.7(2) . . ?
C9 C1 C23 119.80(18) . . ?
C3 C2 C9 120.7(2) . . ?
C2 C3 C4 121.0(2) . . ?
C5 C4 C3 119.9(2) . . ?
C4 C5 C10 120.7(2) . . ?
C7 C6 C10 122.5(2) . . ?
C6 C7 C8 118.4(2) . . ?
C6 C7 C13 119.01(19) . . ?
C8 C7 C13 122.6(2) . . ?
C1 C8 O1 118.91(18) . . ?
C1 C8 C7 121.7(2) . . ?
O1 C8 C7 119.39(18) . . ?
C2 C9 C10 118.4(2) . . ?
C2 C9 C1 122.07(19) . . ?
C10 C9 C1 119.50(19) . . ?
C6 C10 C5 122.3(2) . . ?
C6 C10 C9 118.4(2) . . ?
C5 C10 C9 119.3(2) . . ?
O2 C11 O1 112.72(18) . . ?
C17 C13 C14 117.3(2) . . ?
C17 C13 C7 123.52(19) . . ?
C14 C13 C7 119.1(2) . . ?
C15 C14 C13 118.8(2) . . ?
N1 C15 C14 124.5(2) . . ?
N1 C16 C17 122.9(2) . . ?
N1 C16 C18 116.3(2) . . ?
C17 C16 C18 120.8(2) . . ?
C13 C17 C16 119.8(2) . . ?
N2 C18 C19 122.2(2) . . ?
N2 C18 C16 116.3(2) . . ?
C19 C18 C16 121.5(2) . . ?
C20 C19 C18 119.2(2) . . ?
C21 C20 C19 119.2(2) . . ?
C20 C21 C22 117.6(3) . . ?
N2 C22 C21 125.0(3) . . ?
C30 C23 C31 119.57(19) . . ?
C30 C23 C1 120.75(18) . . ?
C31 C23 C1 119.68(18) . . ?
C25 C24 C31 120.8(2) . . ?
C24 C25 C26 120.8(2) . . ?
C27 C26 C25 120.0(2) . . ?
C26 C27 C32 120.9(2) . . ?
C29 C28 C32 122.10(19) . . ?
C28 C29 C30 118.08(19) . . ?
C28 C29 C35 119.91(19) . . ?
C30 C29 C35 121.97(19) . . ?
C23 C30 O3 118.59(18) . . ?
C23 C30 C29 122.16(19) . . ?
O3 C30 C29 119.20(18) . . ?
C24 C31 C32 118.37(19) . . ?
C24 C31 C23 122.69(19) . . ?
C32 C31 C23 118.94(19) . . ?
C28 C32 C27 121.8(2) . . ?
C28 C32 C31 119.06(19) . . ?
C27 C32 C31 119.1(2) . . ?
O4 C33 O3 113.17(18) . . ?
C36 C35 C39 116.5(2) . . ?
C36 C35 C29 122.97(19) . . ?
C39 C35 C29 120.44(19) . . ?
C37 C36 C35 119.2(2) . . ?
N3 C37 C36 124.8(2) . . ?
N3 C38 C39 122.7(2) . . ?
N3 C38 C40 116.2(2) . . ?
C39 C38 C40 121.1(2) . . ?
C38 C39 C35 120.4(2) . . ?
N4 C40 C41 122.4(2) . . ?
N4 C40 C38 116.2(2) . . ?
C41 C40 C38 121.3(2) . . ?
C40 C41 C42 119.1(3) . . ?
C43 C42 C41 118.9(3) . . ?
C42 C43 C44 118.6(2) . . ?
N4 C44 C43 123.9(3) . . ?
C8 O1 C11 115.05(17) . . ?
C11 O2 C12 112.7(2) . . ?
C30 O3 C33 113.81(16) . . ?
C33 O4 C34 113.30(18) . . ?
C15 N1 C16 116.6(2) . . ?
C22 N2 C18 116.8(2) . . ?
C37 N3 C38 116.40(19) . . ?
C44 N4 C40 117.0(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C8 1.365(3) . ?
C1 C9 1.426(3) . ?
C1 C23 1.490(3) . ?
C2 C3 1.355(3) . ?
C2 C9 1.415(3) . ?
C3 C4 1.404(3) . ?
C4 C5 1.360(3) . ?
C5 C10 1.411(3) . ?
C6 C7 1.362(3) . ?
C6 C10 1.409(3) . ?
C7 C8 1.426(3) . ?
C7 C13 1.488(3) . ?
C8 O1 1.389(2) . ?
C9 C10 1.417(3) . ?
C11 O2 1.379(3) . ?
C11 O1 1.427(3) . ?
C12 O2 1.431(3) . ?
C13 C17 1.386(3) . ?
C13 C14 1.394(3) . ?
C14 C15 1.379(3) . ?
C15 N1 1.334(3) . ?
C16 N1 1.342(3) . ?
C16 C17 1.391(3) . ?
C16 C18 1.484(3) . ?
C18 N2 1.335(3) . ?
C18 C19 1.387(3) . ?
C19 C20 1.375(3) . ?
C20 C21 1.369(4) . ?
C21 C22 1.370(4) . ?
C22 N2 1.334(3) . ?
C23 C30 1.363(3) . ?
C23 C31 1.432(3) . ?
C24 C25 1.364(3) . ?
C24 C31 1.406(3) . ?
C25 C26 1.398(3) . ?
C26 C27 1.355(3) . ?
C27 C32 1.412(3) . ?
C28 C29 1.372(3) . ?
C28 C32 1.410(3) . ?
C29 C30 1.424(3) . ?
C29 C35 1.483(3) . ?
C30 O3 1.389(2) . ?
C31 C32 1.419(3) . ?
C33 O4 1.377(3) . ?
C33 O3 1.425(2) . ?
C34 O4 1.423(3) . ?
C35 C36 1.390(3) . ?
C35 C39 1.392(3) . ?
C36 C37 1.370(3) . ?
C37 N3 1.331(3) . ?
C38 N3 1.343(3) . ?
C38 C39 1.382(3) . ?
C38 C40 1.489(3) . ?
C40 N4 1.341(3) . ?
C40 C41 1.377(3) . ?
C41 C42 1.386(3) . ?
C42 C43 1.363(4) . ?
C43 C44 1.370(3) . ?
C44 N4 1.339(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653239
