#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/68/1556891.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_1556891
loop_
_publ_author_name
'Yadava, Khushboo'
'Gallo, Gianpiero'
'Bette, Sebastian'
'Mulijanto, Caroline Evania'
'Karothu, Durga Prasad'
'Park, In-Hyeok'
'Medishetty, Raghavender'
'Naumov, Panče'
'Dinnebier, Robert E.'
'Vittal, Jagadese J.'
_publ_section_title
;
 Extraordinary anisotropic thermal expansion in photosalient crystals
;
_journal_issue                   1
_journal_name_full               IUCrJ
_journal_page_first              83
_journal_page_last               89
_journal_paper_doi               10.1107/S2052252519014581
_journal_volume                  7
_journal_year                    2020
_chemical_formula_sum            'C54 H40 Cu2 F2 N2 O8'
_chemical_formula_weight         1009.96
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 108.802(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.1802(18)
_cell_length_b                   12.0004(9)
_cell_length_c                   15.5976(10)
_cell_measurement_reflns_used    9807
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      3.01
_cell_volume                     4461.7(5)
_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      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            57847
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.180
_exptl_absorpt_coefficient_mu    1.023
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2010)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             2072
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.673
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         5121
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0269
_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)+(0.0376P)²+5.4768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0733
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4589
_reflns_number_total             5121
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lq5028.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'Not Measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1556891
_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   0.679
_shelx_estimated_absorpt_t_max   0.806
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.53967(2) 0.49521(2) 0.08042(2) 0.01227(6) Uani 1 1 d . . . . .
O1 O 0.56493(4) 0.64218(8) 0.05037(7) 0.0192(2) Uani 1 1 d . . . . .
O2 O 0.49670(5) 0.65040(9) -0.08412(7) 0.0221(2) Uani 1 1 d . . . . .
O3 O 0.48247(4) 0.57360(9) 0.11929(7) 0.0187(2) Uani 1 1 d . . . . .
O4 O 0.41466(4) 0.57893(9) -0.01572(7) 0.0210(2) Uani 1 1 d . . . . .
N1 N 0.60167(5) 0.47377(10) 0.21191(8) 0.0148(2) Uani 1 1 d . . . . .
C1 C 0.65347(6) 0.51425(12) 0.22955(10) 0.0198(3) Uani 1 1 d . . . . .
H1 H 0.6621 0.5540 0.1831 0.024 Uiso 1 1 calc R U . . .
C2 C 0.69516(6) 0.50117(12) 0.31216(10) 0.0207(3) Uani 1 1 d . . . . .
H2 H 0.7313 0.5321 0.3217 0.025 Uiso 1 1 calc R U . . .
C3 C 0.68376(6) 0.44236(12) 0.38140(9) 0.0161(3) Uani 1 1 d . . . . .
C4 C 0.62954(6) 0.40019(12) 0.36259(9) 0.0173(3) Uani 1 1 d . . . . .
H4 H 0.6197 0.3596 0.4075 0.021 Uiso 1 1 calc R U . . .
C5 C 0.59037(6) 0.41777(12) 0.27853(9) 0.0168(3) Uani 1 1 d . . . . .
H5 H 0.5536 0.3889 0.2672 0.020 Uiso 1 1 calc R U . . .
C6 C 0.72822(6) 0.42625(13) 0.46859(10) 0.0192(3) Uani 1 1 d . . . . .
H6 H 0.7641 0.4567 0.4748 0.023 Uiso 1 1 calc R U . . .
C7 C 0.72234(6) 0.37242(13) 0.53965(10) 0.0202(3) Uani 1 1 d . . . . .
H7 H 0.6860 0.3450 0.5338 0.024 Uiso 1 1 calc R U . . .
C8 C 0.76665(6) 0.35130(12) 0.62620(9) 0.0194(3) Uani 1 1 d . . . . .
C9 C 0.82134(7) 0.39178(14) 0.64575(11) 0.0248(3) Uani 1 1 d . . . . .
H9 H 0.8311 0.4356 0.6024 0.030 Uiso 1 1 calc R U . . .
C10 C 0.86117(7) 0.36803(15) 0.72809(12) 0.0309(4) Uani 1 1 d . . . . .
H10A H 0.8979 0.3975 0.7408 0.037 Uiso 0.668(2) 1 calc R U P A 1
C11 C 0.84926(7) 0.30266(14) 0.79272(10) 0.0264(3) Uani 1 1 d . . . . .
H11 H 0.8771 0.2861 0.8488 0.032 Uiso 1 1 calc R U . . .
C12 C 0.79559(7) 0.26281(14) 0.77244(10) 0.0273(3) Uani 1 1 d . . . . .
H12A H 0.7865 0.2175 0.8157 0.033 Uiso 0.332(2) 1 calc R U P A 2
C13 C 0.75414(7) 0.28619(14) 0.69129(10) 0.0254(3) Uani 1 1 d . . . . .
H13 H 0.7173 0.2580 0.6800 0.030 Uiso 1 1 calc R U . . .
C14 C 0.53670(6) 0.69162(11) -0.02117(9) 0.0154(3) Uani 1 1 d . . . . .
C15 C 0.55120(6) 0.81131(12) -0.03162(10) 0.0183(3) Uani 1 1 d . . . . .
C16 C 0.59687(7) 0.86170(13) 0.03175(11) 0.0233(3) Uani 1 1 d . . . . .
H16 H 0.6212 0.8189 0.0797 0.028 Uiso 1 1 calc R U . . .
C17 C 0.60697(8) 0.97495(15) 0.02500(14) 0.0330(4) Uani 1 1 d . . . . .
H17 H 0.6381 1.0094 0.0685 0.040 Uiso 1 1 calc R U . . .
C18 C 0.57184(9) 1.03716(15) -0.04464(15) 0.0400(5) Uani 1 1 d . . . . .
H18 H 0.5786 1.1146 -0.0486 0.048 Uiso 1 1 calc R U . . .
C19 C 0.52692(9) 0.98736(15) -0.10866(16) 0.0403(5) Uani 1 1 d . . . . .
H19 H 0.5030 1.0304 -0.1568 0.048 Uiso 1 1 calc R U . . .
C20 C 0.51670(7) 0.87400(14) -0.10272(13) 0.0294(4) Uani 1 1 d . . . . .
H20 H 0.4861 0.8396 -0.1473 0.035 Uiso 1 1 calc R U . . .
C21 C 0.43482(6) 0.60285(11) 0.06713(9) 0.0145(3) Uani 1 1 d . . . . .
C22 C 0.40008(6) 0.67586(11) 0.10635(9) 0.0155(3) Uani 1 1 d . . . . .
C23 C 0.42088(7) 0.70900(13) 0.19656(10) 0.0213(3) Uani 1 1 d . . . . .
H23 H 0.4556 0.6803 0.2347 0.026 Uiso 1 1 calc R U . . .
C24 C 0.39086(7) 0.78396(14) 0.23081(11) 0.0271(3) Uani 1 1 d . . . . .
H24 H 0.4056 0.8076 0.2921 0.033 Uiso 1 1 calc R U . . .
C25 C 0.33971(7) 0.82451(13) 0.17646(11) 0.0257(3) Uani 1 1 d . . . . .
H25 H 0.3195 0.8762 0.2001 0.031 Uiso 1 1 calc R U . . .
C26 C 0.31803(7) 0.78935(13) 0.08712(11) 0.0248(3) Uani 1 1 d . . . . .
H26 H 0.2825 0.8160 0.0500 0.030 Uiso 1 1 calc R U . . .
C27 C 0.34805(6) 0.71527(13) 0.05186(10) 0.0198(3) Uani 1 1 d . . . . .
H27 H 0.3331 0.6915 -0.0093 0.024 Uiso 1 1 calc R U . . .
F1 F 0.78536(7) 0.19488(17) 0.83139(10) 0.0440(4) Uani 0.668(2) 1 d . . P A 1
F1A F 0.90973(13) 0.4023(3) 0.7451(2) 0.0440(4) Uani 0.332(2) 1 d . . P A 2
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
O4 Cu1 O3 167.86(4) 5_665 .
O4 Cu1 O1 89.77(5) 5_665 .
O3 Cu1 O1 88.28(4) . .
O4 Cu1 O2 88.18(5) 5_665 5_665
O3 Cu1 O2 91.23(5) . 5_665
O1 Cu1 O2 167.94(4) . 5_665
O4 Cu1 N1 94.02(4) 5_665 .
O3 Cu1 N1 98.12(4) . .
O1 Cu1 N1 98.17(4) . .
O2 Cu1 N1 93.83(4) 5_665 .
O4 Cu1 Cu1 85.49(3) 5_665 5_665
O3 Cu1 Cu1 82.43(3) . 5_665
O1 Cu1 Cu1 86.51(3) . 5_665
O2 Cu1 Cu1 81.48(3) 5_665 5_665
N1 Cu1 Cu1 175.30(3) . 5_665
C14 O1 Cu1 119.71(9) . .
C14 O2 Cu1 125.77(9) . 5_665
C21 O3 Cu1 124.81(9) . .
C21 O4 Cu1 121.31(9) . 5_665
C1 N1 C5 117.35(12) . .
C1 N1 Cu1 120.85(10) . .
C5 N1 Cu1 121.79(10) . .
N1 C1 C2 123.25(14) . .
C1 C2 C3 119.63(14) . .
C2 C3 C4 116.88(13) . .
C2 C3 C6 119.83(13) . .
C4 C3 C6 123.29(13) . .
C5 C4 C3 119.72(13) . .
N1 C5 C4 123.16(13) . .
C7 C6 C3 125.33(14) . .
C6 C7 C8 126.37(14) . .
C13 C8 C9 118.26(14) . .
C13 C8 C7 118.84(14) . .
C9 C8 C7 122.90(14) . .
C10 C9 C8 120.02(15) . .
F1A C10 C9 120.2(2) . .
F1A C10 C11 117.6(2) . .
C9 C10 C11 122.11(16) . .
C12 C11 C10 117.28(14) . .
F1 C12 C11 117.10(15) . .
F1 C12 C13 120.33(17) . .
C11 C12 C13 122.45(15) . .
C12 C13 C8 119.87(16) . .
O2 C14 O1 125.88(13) . .
O2 C14 C15 116.86(12) . .
O1 C14 C15 117.25(12) . .
C20 C15 C16 119.56(14) . .
C20 C15 C14 119.51(14) . .
C16 C15 C14 120.83(13) . .
C15 C16 C17 120.00(17) . .
C18 C17 C16 120.11(18) . .
C17 C18 C19 120.24(16) . .
C18 C19 C20 120.03(19) . .
C15 C20 C19 120.03(18) . .
O4 C21 O3 125.62(13) . .
O4 C21 C22 117.13(12) . .
O3 C21 C22 117.21(12) . .
C23 C22 C27 119.52(13) . .
C23 C22 C21 120.01(13) . .
C27 C22 C21 120.41(12) . .
C24 C23 C22 120.02(14) . .
C25 C24 C23 120.50(15) . .
C24 C25 C26 119.73(14) . .
C25 C26 C27 120.23(15) . .
C26 C27 C22 119.98(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O4 1.9699(10) 5_665
Cu1 O3 1.9723(10) .
Cu1 O1 1.9817(10) .
Cu1 O2 1.9822(10) 5_665
Cu1 N1 2.1554(12) .
Cu1 Cu1 2.6586(3) 5_665
O1 C14 1.2613(17) .
O2 C14 1.2593(17) .
O2 Cu1 1.9823(10) 5_665
O3 C21 1.2631(17) .
O4 C21 1.2599(17) .
O4 Cu1 1.9699(10) 5_665
N1 C1 1.335(2) .
N1 C5 1.3428(18) .
C1 C2 1.384(2) .
C2 C3 1.395(2) .
C3 C4 1.396(2) .
C3 C6 1.4692(19) .
C4 C5 1.3795(19) .
C6 C7 1.332(2) .
C7 C8 1.4698(19) .
C8 C13 1.395(2) .
C8 C9 1.398(2) .
C9 C10 1.381(2) .
C10 F1A 1.235(4) .
C10 C11 1.384(3) .
C11 C12 1.371(2) .
C12 F1 1.315(2) .
C12 C13 1.385(2) .
C14 C15 1.5038(19) .
C15 C20 1.389(2) .
C15 C16 1.390(2) .
C16 C17 1.393(2) .
C17 C18 1.378(3) .
C18 C19 1.380(3) .
C19 C20 1.393(2) .
C21 C22 1.5006(19) .
C22 C23 1.392(2) .
C22 C27 1.394(2) .
C23 C24 1.388(2) .
C24 C25 1.382(2) .
C25 C26 1.388(2) .
C26 C27 1.390(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168305988
