#------------------------------------------------------------------------------
#$Date: 2019-11-08 00:32:44 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224281 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/91/7049113.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_7049113
loop_
_publ_author_name
'Zhang, Fan'
'Fluck, Audrey'
'Baudron, Stéphane A'
'Hosseini, Mir Wais'
_publ_section_title
;
 Strapping a benzaldehyde-appended 2,2'-bis-dipyrrin Zn(ii)
 double-stranded helicate using imine bond formation.
;
_journal_issue                   13
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4105
_journal_page_last               4108
_journal_paper_doi               10.1039/c9dt00377k
_journal_volume                  48
_journal_year                    2019
_chemical_formula_sum            'C64 H40 N8 O4 Zn2'
_chemical_formula_weight         1115.78
_space_group_crystal_system      tetragonal
_space_group_IT_number           118
_space_group_name_Hall           'P -4 -2n'
_space_group_name_H-M_alt        'P -4 n 2'
_symmetry_space_group_name_Hall  'P -4 -2n'
_symmetry_space_group_name_H-M   'P -4 n 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-01-24 deposited with the CCDC.    2019-02-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.9527(3)
_cell_length_b                   11.9527(3)
_cell_length_c                   17.7035(7)
_cell_measurement_reflns_used    9969
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      23.52
_cell_measurement_theta_min      2.67
_cell_volume                     2529.25(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            40519
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.193
_diffrn_reflns_theta_min         2.056
_exptl_absorpt_coefficient_mu    1.010
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            dark-green
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.088
_refine_ls_abs_structure_details
;
 Flack x determined using 1015 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         3750
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0532
_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)+(0.0758P)²+1.2543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1443
_reflns_Friedel_coverage         0.832
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                2709
_reflns_number_total             3750
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00377k2.cif
_cod_data_source_block           compound1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7049113--7049116.cif.
;
_cod_original_cell_volume        2529.25(16)
_cod_database_code               7049113
_shelx_shelxl_version_number     2016/6
_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   0.906
_shelx_estimated_absorpt_t_max   0.970
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y+1/2, -x+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
_atom_site_refinement_flags_occupancy
C1 C 0.7238(5) 0.9632(5) 0.5855(3) 0.0494(13) Uani 1 1 d . . .
H1 H 0.711223 0.885461 0.578301 0.059 Uiso 1 1 calc R U .
C2 C 0.8260(5) 1.0161(5) 0.5724(4) 0.0551(15) Uani 1 1 d . . .
H2 H 0.893197 0.981561 0.555754 0.066 Uiso 1 1 calc R U .
C3 C 0.8107(5) 1.1284(5) 0.5882(3) 0.0491(13) Uani 1 1 d . . .
H3 H 0.864637 1.186286 0.583408 0.059 Uiso 1 1 calc R U .
C4 C 0.6978(4) 1.1399(4) 0.6131(3) 0.0395(10) Uani 1 1 d . . .
C5 C 0.6453(4) 1.2368(4) 0.6391(3) 0.0382(10) Uani 1 1 d . . .
C6 C 0.5432(5) 1.2428(4) 0.6761(3) 0.0423(11) Uani 1 1 d . . .
C7 C 0.4795(6) 1.3411(5) 0.6941(6) 0.075(2) Uani 1 1 d . . .
H7 H 0.499685 1.416225 0.683169 0.090 Uiso 1 1 calc R U .
C8 C 0.3847(6) 1.3062(5) 0.7296(5) 0.077(2) Uani 1 1 d . . .
H8 H 0.326681 1.352736 0.748604 0.093 Uiso 1 1 calc R U .
C9 C 0.3882(4) 1.1906(4) 0.7331(3) 0.0452(12) Uani 1 1 d . . .
C10 C 0.7081(4) 1.3430(4) 0.6269(3) 0.0401(10) Uani 1 1 d . . .
C11 C 0.7349(6) 1.3793(5) 0.5544(3) 0.0547(15) Uani 1 1 d . . .
H11 H 0.708742 1.338747 0.511794 0.066 Uiso 1 1 calc R U .
C12 C 0.7996(6) 1.4745(5) 0.5442(3) 0.0566(16) Uani 1 1 d . . .
H12 H 0.818617 1.497911 0.494528 0.068 Uiso 1 1 calc R U .
C13 C 0.8363(5) 1.5347(4) 0.6050(3) 0.0450(11) Uani 1 1 d . . .
C14 C 0.8108(6) 1.4997(4) 0.6769(3) 0.0498(13) Uani 1 1 d . . .
H14 H 0.838114 1.540178 0.719217 0.060 Uiso 1 1 calc R U .
C15 C 0.7449(5) 1.4050(4) 0.6878(3) 0.0476(12) Uani 1 1 d . . .
H15 H 0.725129 1.382910 0.737633 0.057 Uiso 1 1 calc R U .
C16 C 0.9043(5) 1.6371(5) 0.5933(3) 0.0542(14) Uani 1 1 d . . .
H16 H 0.919978 1.657196 0.542456 0.065 Uiso 1 1 calc R U .
N1 N 0.4813(3) 1.1515(3) 0.6999(2) 0.0353(8) Uani 1 1 d . . .
N2 N 0.6457(4) 1.0351(4) 0.6094(2) 0.0394(9) Uani 1 1 d . . .
Zn1 Zn 0.500000 1.000000 0.65735(4) 0.0346(2) Uani 1 2 d S T P
O1 O 0.9408(5) 1.6961(4) 0.6407(3) 0.0756(14) 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'
Zn Zn 0.2839 1.4301 '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
N2 C1 C2 111.9(5) . .
N2 C1 H1 124.1 . .
C2 C1 H1 124.1 . .
C3 C2 C1 106.9(5) . .
C3 C2 H2 126.6 . .
C1 C2 H2 126.6 . .
C2 C3 C4 106.3(5) . .
C2 C3 H3 126.8 . .
C4 C3 H3 126.8 . .
C5 C4 N2 123.9(4) . .
C5 C4 C3 127.5(4) . .
N2 C4 C3 108.7(4) . .
C6 C5 C4 126.5(4) . .
C6 C5 C10 117.8(4) . .
C4 C5 C10 115.6(4) . .
N1 C6 C5 124.9(5) . .
N1 C6 C7 107.1(5) . .
C5 C6 C7 127.9(5) . .
C8 C7 C6 107.1(5) . .
C8 C7 H7 126.5 . .
C6 C7 H7 126.5 . .
C7 C8 C9 107.5(5) . .
C7 C8 H8 126.3 . .
C9 C8 H8 126.3 . .
N1 C9 C8 110.7(4) . .
N1 C9 C9 119.3(3) . 8_666
C8 C9 C9 130.0(4) . 8_666
C15 C10 C11 118.6(4) . .
C15 C10 C5 120.4(4) . .
C11 C10 C5 120.9(4) . .
C12 C11 C10 120.3(5) . .
C12 C11 H11 119.8 . .
C10 C11 H11 119.8 . .
C13 C12 C11 120.5(5) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C12 C13 C14 119.8(5) . .
C12 C13 C16 120.0(5) . .
C14 C13 C16 120.2(5) . .
C13 C14 C15 120.2(5) . .
C13 C14 H14 119.9 . .
C15 C14 H14 119.9 . .
C10 C15 C14 120.5(5) . .
C10 C15 H15 119.7 . .
C14 C15 H15 119.7 . .
O1 C16 C13 126.5(5) . .
O1 C16 H16 116.7 . .
C13 C16 H16 116.7 . .
C9 N1 C6 107.5(4) . .
C9 N1 Zn1 125.5(3) . .
C6 N1 Zn1 123.2(3) . .
C1 N2 C4 106.2(4) . .
C1 N2 Zn1 127.8(4) . .
C4 N2 Zn1 124.1(3) . .
N1 Zn1 N1 135.1(2) 2_675 .
N1 Zn1 N2 93.94(16) 2_675 2_675
N1 Zn1 N2 104.93(16) . 2_675
N1 Zn1 N2 104.93(16) 2_675 .
N1 Zn1 N2 93.94(16) . .
N2 Zn1 N2 129.3(3) 2_675 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.338(7) .
C1 C2 1.394(8) .
C1 H1 0.9500 .
C2 C3 1.383(8) .
C2 H2 0.9500 .
C3 C4 1.426(8) .
C3 H3 0.9500 .
C4 C5 1.395(7) .
C4 N2 1.400(6) .
C5 C6 1.387(7) .
C5 C10 1.490(6) .
C6 N1 1.385(6) .
C6 C7 1.435(8) .
C7 C8 1.362(9) .
C7 H7 0.9500 .
C8 C9 1.384(7) .
C8 H8 0.9500 .
C9 N1 1.343(6) .
C9 C9 1.460(10) 8_666
C10 C15 1.381(7) .
C10 C11 1.392(7) .
C11 C12 1.387(7) .
C11 H11 0.9500 .
C12 C13 1.368(8) .
C12 H12 0.9500 .
C13 C14 1.374(8) .
C13 C16 1.483(8) .
C14 C15 1.392(7) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 O1 1.180(7) .
C16 H16 0.9500 .
N1 Zn1 1.973(4) .
N2 Zn1 1.982(4) .
