#------------------------------------------------------------------------------
#$Date: 2020-04-05 13:47:26 +0300 (Sun, 05 Apr 2020) $
#$Revision: 250284 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/35/7703500.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_7703500
loop_
_publ_author_name
'Han, Guoying'
'Zhou, Yanyan'
'Yao, Yuan'
'Cheng, Zhenyu'
'Gao, Ting'
'Li, Hongfeng'
'Yan, Pengfei'
_publ_section_title
;
 Preorganized helical chirality controlled homochiral self-assembly and
 circularly polarized luminescence of a quadruple-stranded
 Eu₂L₄ helicate.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3312
_journal_page_last               3320
_journal_paper_doi               10.1039/d0dt00062k
_journal_volume                  49
_journal_year                    2020
_chemical_absolute_configuration s
_chemical_formula_moiety         'C31 H25 F6 N O6'
_chemical_formula_sum            'C31 H25 F6 N O6'
_chemical_formula_weight         621.52
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2019-12-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-31 deposited with the CCDC.	2020-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   9.103(5)
_cell_length_b                   11.578(5)
_cell_length_c                   27.425(5)
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.694
_cell_measurement_theta_min      2.686
_cell_volume                     2890(2)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            65895
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         26.794
_diffrn_reflns_theta_min         2.686
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 1359 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(3)
_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     398
_refine_ls_number_reflns         6165
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0600
_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)+(0.0808P)²+1.5561P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1513
_refine_ls_wR_factor_ref         0.1888
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                3832
_reflns_number_total             6165
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt00062k2.cif
_cod_data_source_block           2_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7703499--7703500.cif.'
_cod_database_code               7703500
_shelx_shelxl_version_number     2018/3
_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
 At 1.5 times of:
  All O(H) groups
2.a Everything fixed:
 H2
2.b Ternary CH refined with riding coordinates:
 C13(H13), C45(H45)
2.c Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.d Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C7(H7), C11(H11), C20(H20), C22(H22), C24(H24), C39(H39),
 C40(H40), C41(H41), C42(H42), C50(H50), C51(H51), C52(H52), C53(H53)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
C1 C -0.9603(7) 0.0434(5) -0.0356(2) 0.0731(15) Uani 1 1 d .
H1 H -0.913249 -0.022276 -0.023824 0.088 Uiso 1 1 calc R
N1 N -0.6581(5) 0.0029(4) -0.05766(14) 0.0596(11) Uani 1 1 d .
O1 O -0.1858(5) -0.3978(3) 0.18948(14) 0.0753(11) Uani 1 1 d .
F1 F 0.2363(5) -0.5016(6) -0.29129(19) 0.1353(18) Uani 1 1 d .
O2 O -0.0277(5) -0.4205(3) 0.26459(14) 0.0810(12) Uani 1 1 d .
H2 H -0.067870 -0.457870 0.241940 0.122 Uiso 1 1 d .
C2 C -0.2070(7) -0.2916(5) -0.1453(2) 0.0649(14) Uani 1 1 d .
H2A H -0.141298 -0.255955 -0.166447 0.078 Uiso 1 1 calc R
F2 F 0.0548(6) -0.5155(4) -0.33761(13) 0.1123(14) Uani 1 1 d .
O3 O -0.4216(4) -0.0166(3) 0.04424(12) 0.0632(9) Uani 1 1 d .
C3 C -0.8898(6) 0.1144(5) -0.06816(18) 0.0595(13) Uani 1 1 d .
F3 F 0.0962(7) -0.3579(4) -0.30009(17) 0.138(2) Uani 1 1 d .
C4 C -0.7358(6) 0.0910(5) -0.08571(19) 0.0652(14) Uani 1 1 d .
H4A H -0.739992 0.066881 -0.119551 0.078 Uiso 1 1 calc R
H4B H -0.680121 0.162375 -0.084337 0.078 Uiso 1 1 calc R
O4 O -0.4596(4) -0.2218(3) -0.04477(12) 0.0651(9) Uani 1 1 d .
F4 F 0.0857(9) -0.1543(4) 0.3030(2) 0.206(4) Uani 1 1 d .
C5 C -0.5174(6) -0.0308(5) -0.07961(17) 0.0667(14) Uani 1 1 d .
H5A H -0.460496 0.036627 -0.088774 0.080 Uiso 1 1 calc R
H5B H -0.532654 -0.078509 -0.108248 0.080 Uiso 1 1 calc R
O5 O 0.0040(6) -0.6249(4) -0.25007(17) 0.0934(14) Uani 1 1 d .
H5 H -0.054706 -0.644245 -0.228908 0.140 Uiso 1 1 calc GR
F5 F 0.1967(9) -0.3024(8) 0.3079(4) 0.220(4) Uani 1 1 d .
C6 C -0.6144(6) 0.0399(5) -0.00884(17) 0.0631(14) Uani 1 1 d .
H6A H -0.698952 0.049540 0.012295 0.076 Uiso 1 1 calc R
H6B H -0.559163 0.111499 -0.009865 0.076 Uiso 1 1 calc R
F6 F 0.0221(11) -0.2872(7) 0.34548(19) 0.221(4) Uani 1 1 d .
C7 C -0.3074(6) -0.2711(5) 0.11473(19) 0.0613(13) Uani 1 1 d .
H7 H -0.313291 -0.351284 0.114250 0.074 Uiso 1 1 calc R
C8 C -0.3632(5) -0.0884(4) 0.07833(15) 0.0517(11) Uani 1 1 d .
C9 C -0.1676(6) -0.2858(4) 0.19153(18) 0.0571(12) Uani 1 1 d .
C10 C -0.3805(6) -0.2765(5) -0.08015(17) 0.0581(13) Uani 1 1 d .
C11 C -0.2811(7) -0.2259(5) -0.1111(2) 0.0681(15) Uani 1 1 d .
H11 H -0.263415 -0.146930 -0.109030 0.082 Uiso 1 1 calc R
C12 C -0.2295(6) -0.4108(4) -0.14839(18) 0.0577(13) Uani 1 1 d .
C13 C -0.5195(6) -0.0598(5) 0.00744(16) 0.0576(12) Uani 1 1 d .
H13 H -0.580182 -0.122528 0.020477 0.069 Uiso 1 1 calc R
C14 C -0.2361(6) -0.2166(4) 0.15306(17) 0.0514(11) Uani 1 1 d .
C15 C -0.0175(7) -0.3118(5) 0.26346(19) 0.0659(14) Uani 1 1 d .
O18 O -0.1575(6) -0.5932(3) -0.17694(16) 0.0908(14) Uani 1 1 d .
C19 C -0.1496(6) -0.4825(4) -0.1837(2) 0.0642(14) Uani 1 1 d .
C20 C -0.0674(6) -0.4393(5) -0.22298(19) 0.0652(14) Uani 1 1 d .
H20 H -0.062015 -0.360069 -0.228255 0.078 Uiso 1 1 calc R
C22 C -0.2910(6) -0.0324(5) 0.11652(18) 0.0621(14) Uani 1 1 d .
H22 H -0.285707 0.047809 0.117195 0.074 Uiso 1 1 calc R
C24 C -0.3697(7) -0.2082(5) 0.07721(18) 0.0619(14) Uani 1 1 d .
H24 H -0.415701 -0.245764 0.051418 0.074 Uiso 1 1 calc R
C37 C 0.0053(7) -0.5140(5) -0.2537(2) 0.0681(14) Uani 1 1 d .
C39 C -0.9671(8) 0.2071(5) -0.0869(2) 0.0742(16) Uani 1 1 d .
H39 H -0.922135 0.254644 -0.109804 0.089 Uiso 1 1 calc R
C40 C -1.1080(9) 0.2307(6) -0.0727(3) 0.090(2) Uani 1 1 d .
H40 H -1.158278 0.292590 -0.086449 0.108 Uiso 1 1 calc R
C41 C -1.1747(8) 0.1637(7) -0.0385(3) 0.092(2) Uani 1 1 d .
H41 H -1.268795 0.181463 -0.027682 0.110 Uiso 1 1 calc R
C42 C -1.1015(8) 0.0695(7) -0.0202(2) 0.087(2) Uani 1 1 d .
H42 H -1.147228 0.022626 0.002781 0.104 Uiso 1 1 calc R
C45 C -0.4408(6) -0.0985(4) -0.03955(17) 0.0577(12) Uani 1 1 d .
H45 H -0.336243 -0.078585 -0.038204 0.069 Uiso 1 1 calc R
C50 C -0.2279(6) -0.0965(5) 0.15307(18) 0.0618(14) Uani 1 1 d .
H50 H -0.178878 -0.059114 0.178268 0.074 Uiso 1 1 calc R
C51 C -0.0826(6) -0.2402(5) 0.22885(18) 0.0643(14) Uani 1 1 d .
H51 H -0.068837 -0.160695 0.230777 0.077 Uiso 1 1 calc R
C52 C -0.4053(6) -0.3941(5) -0.08372(19) 0.0656(14) Uani 1 1 d .
H52 H -0.473822 -0.428996 -0.063336 0.079 Uiso 1 1 calc R
C53 C -0.3301(6) -0.4598(5) -0.11690(19) 0.0657(14) Uani 1 1 d .
H53 H -0.347044 -0.538956 -0.118250 0.079 Uiso 1 1 calc R
C54 C 0.0689(9) -0.2589(6) 0.3036(3) 0.089(2) Uani 1 1 d .
C55 C 0.0957(8) -0.4686(6) -0.2957(2) 0.0781(17) 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'
F F 0.0171 0.0103 '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
C3 C1 C42 120.1(6)
C4 N1 C5 113.1(4)
C4 N1 C6 114.2(4)
C6 N1 C5 102.5(4)
C11 C2 C12 120.9(5)
C8 O3 C13 120.8(4)
C1 C3 C4 122.4(5)
C1 C3 C39 117.9(6)
C39 C3 C4 119.6(5)
N1 C4 C3 114.1(4)
C10 O4 C45 117.8(4)
N1 C5 C45 103.9(4)
N1 C6 C13 101.7(4)
C24 C7 C14 121.1(5)
O3 C8 C22 114.5(4)
O3 C8 C24 125.4(4)
C24 C8 C22 120.1(5)
O1 C9 C14 117.2(4)
O1 C9 C51 118.6(5)
C51 C9 C14 124.2(5)
O4 C10 C11 126.1(5)
O4 C10 C52 114.9(5)
C11 C10 C52 119.0(5)
C10 C11 C2 120.4(5)
C2 C12 C19 121.7(5)
C53 C12 C2 117.7(5)
C53 C12 C19 120.6(5)
O3 C13 C6 107.2(4)
O3 C13 C45 113.6(4)
C6 C13 C45 103.9(4)
C7 C14 C9 119.8(5)
C7 C14 C50 118.6(5)
C50 C14 C9 121.5(4)
O2 C15 C51 125.4(5)
O2 C15 C54 115.6(5)
C51 C15 C54 119.0(5)
O18 C19 C12 115.9(5)
O18 C19 C20 119.5(5)
C20 C19 C12 124.7(5)
C37 C20 C19 120.1(5)
C50 C22 C8 119.5(5)
C7 C24 C8 119.5(5)
O5 C37 C20 125.0(6)
O5 C37 C55 114.3(5)
C20 C37 C55 120.7(5)
C40 C39 C3 121.8(6)
C41 C40 C39 120.0(7)
C40 C41 C42 119.3(7)
C41 C42 C1 120.8(7)
O4 C45 C5 112.6(4)
O4 C45 C13 108.4(4)
C5 C45 C13 104.0(4)
C22 C50 C14 121.2(5)
C9 C51 C15 120.9(5)
C53 C52 C10 120.8(5)
C52 C53 C12 121.3(5)
F4 C54 F5 106.2(8)
F4 C54 F6 108.1(8)
F4 C54 C15 117.7(5)
F5 C54 C15 112.9(7)
F6 C54 F5 97.0(7)
F6 C54 C15 112.8(7)
F1 C55 C37 110.7(5)
F2 C55 F1 103.3(5)
F2 C55 C37 111.5(6)
F3 C55 F1 106.8(7)
F3 C55 F2 109.1(6)
F3 C55 C37 114.8(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C3 1.373(7)
C1 C42 1.386(9)
N1 C4 1.461(7)
N1 C5 1.468(7)
N1 C6 1.461(6)
O1 C9 1.309(6)
F1 C55 1.341(8)
O2 C15 1.263(6)
C2 C11 1.383(8)
C2 C12 1.398(7)
F2 C55 1.325(7)
O3 C8 1.360(6)
O3 C13 1.436(5)
C3 C4 1.506(8)
C3 C39 1.383(8)
F3 C55 1.288(7)
O4 C10 1.365(6)
O4 C45 1.444(6)
F4 C54 1.221(8)
C5 C45 1.519(7)
O5 C37 1.288(6)
F5 C54 1.273(10)
C6 C13 1.510(8)
F6 C54 1.267(9)
C7 C14 1.387(7)
C7 C24 1.383(7)
C8 C22 1.396(7)
C8 C24 1.388(7)
C9 C14 1.464(7)
C9 C51 1.388(7)
C10 C11 1.372(8)
C10 C52 1.384(8)
C12 C19 1.469(8)
C12 C53 1.381(7)
C13 C45 1.541(7)
C14 C50 1.392(7)
C15 C51 1.392(7)
C15 C54 1.485(8)
O18 C19 1.297(6)
C19 C20 1.403(8)
C20 C37 1.377(8)
C22 C50 1.373(7)
C37 C55 1.509(9)
C39 C40 1.368(10)
C40 C41 1.359(10)
C41 C42 1.373(10)
C52 C53 1.369(8)
