#------------------------------------------------------------------------------
#$Date: 2016-03-25 22:18:44 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180007 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/01/7030151.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_7030151
loop_
_publ_author_name
'Li, Xi-Li'
'Gao, Yu-Liang'
'Feng, Xiang-Li'
'Zheng, You-Xuan'
'Chen, Chun-Lai'
'Zuo, Jing-Lin'
'Fang, Shao-Ming'
_publ_section_title
;
 Two mono- and dinuclear Eu(III) enantiomeric pairs based on chiral
 bis-bidentate bridging ligands: synthesis, structures, luminescent and
 ferroelectric properties.
;
_journal_issue                   38
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11829
_journal_page_last               11835
_journal_paper_doi               10.1039/c2dt31007d
_journal_volume                  41
_journal_year                    2012
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C28 H30 N4'
_chemical_formula_sum            'C28 H30 N4'
_chemical_formula_weight         422.56
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 91.796(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.0752(4)
_cell_length_b                   8.8818(6)
_cell_length_c                   19.0839(14)
_cell_measurement_reflns_used    1603
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.3118
_cell_measurement_theta_min      3.0972
_cell_volume                     1198.65(14)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            5028
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker(2000)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -2(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3772
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0531
_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)+(0.0494P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1149
_refine_ls_wR_factor_ref         0.1230
_reflns_number_gt                1956
_reflns_number_total             3772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt31007d.txt
_cod_data_source_block           L4S
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/retrospective/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 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7030151
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
C1 C 0.9714(5) 1.0586(4) 0.67413(18) 0.0490(9) Uani 1 1 d .
C2 C 0.8992(5) 1.1910(5) 0.6465(2) 0.0713(12) Uani 1 1 d .
H2 H 0.7727 1.2151 0.6522 0.086 Uiso 1 1 calc R
C3 C 1.0128(5) 1.2870(5) 0.6108(2) 0.0683(11) Uani 1 1 d .
C4 C 1.2007(5) 1.2500(4) 0.60337(17) 0.0533(9) Uani 1 1 d .
C5 C 1.2592(5) 1.1165(5) 0.63188(19) 0.0649(11) Uani 1 1 d .
H5 H 1.3853 1.0902 0.6269 0.078 Uiso 1 1 calc R
C6 C 0.9449(5) 1.4306(5) 0.5754(3) 0.1028(16) Uani 1 1 d .
H6A H 0.8444 1.4069 0.5415 0.123 Uiso 1 1 calc R
H6B H 0.8937 1.4975 0.6103 0.123 Uiso 1 1 calc R
C7 C 1.1030(6) 1.5098(6) 0.5388(2) 0.0894(14) Uani 1 1 d .
H7 H 1.0669 1.6041 0.5153 0.107 Uiso 1 1 calc R
C8 C 1.2092(7) 1.4021(6) 0.4954(2) 0.0960(15) Uani 1 1 d .
H8A H 1.2857 1.4491 0.4602 0.115 Uiso 1 1 calc R
H8B H 1.1332 1.3207 0.4756 0.115 Uiso 1 1 calc R
C9 C 1.3199(5) 1.3611(5) 0.5649(2) 0.0770(13) Uani 1 1 d .
H9 H 1.4538 1.3356 0.5608 0.092 Uiso 1 1 calc R
C10 C 1.2763(6) 1.5196(6) 0.5867(2) 0.0774(12) Uani 1 1 d .
C11 C 1.2641(8) 1.5462(7) 0.6647(2) 0.121(2) Uani 1 1 d .
H11A H 1.1496 1.5026 0.6812 0.182 Uiso 1 1 calc R
H11B H 1.2643 1.6525 0.6739 0.182 Uiso 1 1 calc R
H11C H 1.3708 1.5004 0.6886 0.182 Uiso 1 1 calc R
C12 C 1.4222(6) 1.6324(6) 0.5569(3) 0.127(2) Uani 1 1 d .
H12A H 1.5413 1.6210 0.5818 0.191 Uiso 1 1 calc R
H12B H 1.3770 1.7334 0.5626 0.191 Uiso 1 1 calc R
H12C H 1.4380 1.6123 0.5080 0.191 Uiso 1 1 calc R
C13 C 0.8548(5) 0.9509(4) 0.71281(18) 0.0479(9) Uani 1 1 d .
C14 C 0.9305(5) 0.8320(5) 0.7497(2) 0.0696(12) Uani 1 1 d .
H14 H 1.0612 0.8208 0.7508 0.084 Uiso 1 1 calc R
C15 C 0.5668(5) 0.8759(5) 0.7468(2) 0.0611(11) Uani 1 1 d .
H15 H 0.4368 0.8910 0.7475 0.073 Uiso 1 1 calc R
C16 C 0.6435(5) 0.7518(4) 0.78199(16) 0.0473(9) Uani 1 1 d .
C17 C 0.5244(5) 0.6401(4) 0.81585(16) 0.0486(10) Uani 1 1 d .
C18 C 0.5917(5) 0.4950(5) 0.82903(19) 0.0646(11) Uani 1 1 d .
H18 H 0.7171 0.4718 0.8205 0.078 Uiso 1 1 calc R
C19 C 0.4735(5) 0.3853(5) 0.8546(2) 0.0640(11) Uani 1 1 d .
C20 C 0.2883(5) 0.4273(5) 0.86789(17) 0.0589(11) Uani 1 1 d .
C21 C 0.2357(5) 0.5738(6) 0.85534(19) 0.0639(12) Uani 1 1 d .
H21 H 0.1130 0.6013 0.8659 0.077 Uiso 1 1 calc R
C22 C 0.5313(6) 0.2226(5) 0.8671(2) 0.0921(14) Uani 1 1 d .
H22A H 0.5796 0.1801 0.8244 0.110 Uiso 1 1 calc R
H22B H 0.6306 0.2177 0.9032 0.110 Uiso 1 1 calc R
C23 C 0.3615(7) 0.1339(6) 0.8896(3) 0.0967(14) Uani 1 1 d .
H23 H 0.3856 0.0260 0.8959 0.116 Uiso 1 1 calc R
C24 C 0.1930(8) 0.1690(6) 0.8424(3) 0.1149(19) Uani 1 1 d .
H24A H 0.0942 0.0933 0.8426 0.138 Uiso 1 1 calc R
H24B H 0.2243 0.1966 0.7950 0.138 Uiso 1 1 calc R
C25 C 0.1592(5) 0.3041(6) 0.8912(2) 0.0830(14) Uani 1 1 d .
H25 H 0.0272 0.3322 0.8983 0.100 Uiso 1 1 calc R
C26 C 0.2573(6) 0.2073(6) 0.9499(2) 0.0857(13) Uani 1 1 d .
C27 C 0.3713(7) 0.2912(7) 1.0062(2) 0.1203(19) Uani 1 1 d .
H27A H 0.2868 0.3421 1.0367 0.180 Uiso 1 1 calc R
H27B H 0.4518 0.3635 0.9846 0.180 Uiso 1 1 calc R
H27C H 0.4472 0.2209 1.0329 0.180 Uiso 1 1 calc R
C28 C 0.1200(7) 0.1015(7) 0.9843(3) 0.130(2) Uani 1 1 d .
H28A H 0.0482 0.0479 0.9488 0.196 Uiso 1 1 calc R
H28B H 0.0357 0.1586 1.0125 0.196 Uiso 1 1 calc R
H28C H 0.1890 0.0311 1.0134 0.196 Uiso 1 1 calc R
N1 N 1.1514(4) 1.0212(4) 0.66600(15) 0.0646(9) Uani 1 1 d .
N2 N 0.3472(4) 0.6803(4) 0.82900(14) 0.0595(8) Uani 1 1 d .
N3 N 0.8296(4) 0.7313(4) 0.78422(15) 0.0718(10) Uani 1 1 d .
N4 N 0.6698(4) 0.9729(3) 0.71245(17) 0.0635(9) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 C2 120.8(3)
N1 C1 C13 116.7(3)
C2 C1 C13 122.5(3)
C3 C2 C1 120.3(3)
C3 C2 H2 119.8
C1 C2 H2 119.8
C2 C3 C4 119.0(4)
C2 C3 C6 124.3(3)
C4 C3 C6 116.6(4)
C5 C4 C3 116.6(3)
C5 C4 C9 126.7(3)
C3 C4 C9 116.8(4)
N1 C5 C4 125.4(3)
N1 C5 H5 117.3
C4 C5 H5 117.3
C7 C6 C3 111.7(3)
C7 C6 H6A 109.3
C3 C6 H6A 109.3
C7 C6 H6B 109.3
C3 C6 H6B 109.3
H6A C6 H6B 107.9
C8 C7 C6 110.7(4)
C8 C7 C10 87.7(3)
C6 C7 C10 110.2(4)
C8 C7 H7 115.1
C6 C7 H7 115.1
C10 C7 H7 115.1
C7 C8 C9 85.7(3)
C7 C8 H8A 114.4
C9 C8 H8A 114.4
C7 C8 H8B 114.4
C9 C8 H8B 114.4
H8A C8 H8B 111.5
C4 C9 C10 110.9(3)
C4 C9 C8 107.1(3)
C10 C9 C8 85.1(3)
C4 C9 H9 116.5
C10 C9 H9 116.5
C8 C9 H9 116.5
C9 C10 C7 87.0(4)
C9 C10 C11 116.0(4)
C7 C10 C11 122.4(4)
C9 C10 C12 110.9(4)
C7 C10 C12 110.6(4)
C11 C10 C12 108.5(4)
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C10 C12 H12A 109.5
C10 C12 H12B 109.5
H12A C12 H12B 109.5
C10 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N4 C13 C14 119.2(3)
N4 C13 C1 118.1(3)
C14 C13 C1 122.8(3)
N3 C14 C13 124.4(3)
N3 C14 H14 117.8
C13 C14 H14 117.8
N4 C15 C16 123.0(3)
N4 C15 H15 118.5
C16 C15 H15 118.5
N3 C16 C15 119.7(3)
N3 C16 C17 118.5(3)
C15 C16 C17 121.9(3)
N2 C17 C18 122.1(3)
N2 C17 C16 117.3(4)
C18 C17 C16 120.5(3)
C19 C18 C17 120.5(3)
C19 C18 H18 119.7
C17 C18 H18 119.7
C18 C19 C20 117.3(4)
C18 C19 C22 124.3(4)
C20 C19 C22 118.5(4)
C21 C20 C19 118.3(4)
C21 C20 C25 125.3(4)
C19 C20 C25 116.3(4)
N2 C21 C20 125.1(3)
N2 C21 H21 117.5
C20 C21 H21 117.5
C23 C22 C19 109.2(4)
C23 C22 H22A 109.8
C19 C22 H22A 109.8
C23 C22 H22B 109.8
C19 C22 H22B 109.8
H22A C22 H22B 108.3
C24 C23 C22 110.1(4)
C24 C23 C26 88.3(4)
C22 C23 C26 113.4(4)
C24 C23 H23 114.1
C22 C23 H23 114.1
C26 C23 H23 114.1
C23 C24 C25 86.3(3)
C23 C24 H24A 114.3
C25 C24 H24A 114.3
C23 C24 H24B 114.3
C25 C24 H24B 114.3
H24A C24 H24B 111.4
C20 C25 C24 106.3(3)
C20 C25 C26 110.8(3)
C24 C25 C26 86.0(4)
C20 C25 H25 116.5
C24 C25 H25 116.5
C26 C25 H25 116.5
C28 C26 C27 109.3(4)
C28 C26 C23 113.1(5)
C27 C26 C23 118.9(4)
C28 C26 C25 112.1(4)
C27 C26 C25 116.9(4)
C23 C26 C25 84.8(3)
C26 C27 H27A 109.5
C26 C27 H27B 109.5
H27A C27 H27B 109.5
C26 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
C26 C28 H28A 109.5
C26 C28 H28B 109.5
H28A C28 H28B 109.5
C26 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
C5 N1 C1 117.8(3)
C17 N2 C21 116.7(4)
C16 N3 C14 116.0(3)
C15 N4 C13 117.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.330(4)
C1 C2 1.380(5)
C1 C13 1.476(5)
C2 C3 1.368(5)
C2 H2 0.9300
C3 C4 1.381(4)
C3 C6 1.515(5)
C4 C5 1.364(5)
C4 C9 1.504(5)
C5 N1 1.324(4)
C5 H5 0.9300
C6 C7 1.511(5)
C6 H6A 0.9700
C6 H6B 0.9700
C7 C8 1.485(6)
C7 C10 1.508(5)
C7 H7 0.9800
C8 C9 1.562(6)
C8 H8A 0.9700
C8 H8B 0.9700
C9 C10 1.503(6)
C9 H9 0.9800
C10 C11 1.513(6)
C10 C12 1.559(6)
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
C13 N4 1.323(4)
C13 C14 1.369(5)
C14 N3 1.331(5)
C14 H14 0.9300
C15 N4 1.316(5)
C15 C16 1.393(5)
C15 H15 0.9300
C16 N3 1.328(4)
C16 C17 1.465(5)
C17 N2 1.335(4)
C17 C18 1.394(5)
C18 C19 1.383(5)
C18 H18 0.9300
C19 C20 1.393(4)
C19 C22 1.518(5)
C20 C21 1.373(5)
C20 C25 1.502(5)
C21 N2 1.340(5)
C21 H21 0.9300
C22 C23 1.510(6)
C22 H22A 0.9700
C22 H22B 0.9700
C23 C24 1.504(7)
C23 C26 1.532(6)
C23 H23 0.9800
C24 C25 1.543(7)
C24 H24A 0.9700
C24 H24B 0.9700
C25 C26 1.557(6)
C25 H25 0.9800
C26 C28 1.516(6)
C26 C27 1.519(6)
C27 H27A 0.9600
C27 H27B 0.9600
C27 H27C 0.9600
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
