#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:04:39 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301851 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/64/7056499.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_7056499
loop_
_publ_author_name
'Parween, Arfa'
'Naskar, Sumita'
'Mota, Antonio J.'
'Espinosa, Arturo'
'Chattopadhyay, Shyamal Kumar'
'Riviere, Eric'
'Lewis, William'
'Naskar, Subhendu'
_publ_section_title
;
 Ci-symmetry, [2 × 2] grid, square copper complex with the
 N4,N5-bis(4-fluorophenyl)-1H-imidazole-4,5-dicarboxamide ligand:
 structure, catecholase activity, magnetic properties and DFT calculations
;
_journal_issue                   20
_journal_name_full               'New J. Chem.'
_journal_page_first              11750
_journal_page_last               11758
_journal_paper_doi               10.1039/C7NJ01667K
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C80 H68 Cu4 F8 N20 O12'
_chemical_formula_sum            'C80 H68 Cu4 F8 N20 O12'
_chemical_formula_weight         1907.70
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-06-03
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2017-05-03 deposited with the CCDC.
2017-08-03 downloaded from the CCDC.
;
_cell_angle_alpha                91.449(7)
_cell_angle_beta                 98.769(6)
_cell_angle_gamma                113.892(9)
_cell_formula_units_Z            1
_cell_length_a                   10.1601(8)
_cell_length_b                   12.4693(14)
_cell_length_c                   17.1951(11)
_cell_measurement_reflns_used    6549
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.4370
_cell_measurement_theta_min      3.8780
_cell_volume                     1959.3(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   66.00  102.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000 -125.0000   90.0000 18

#__ type_ start__ end____ width___ exp.time_
  2 omega   62.00   96.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000    0.0000 17

#__ type_ start__ end____ width___ exp.time_
  3 omega   50.00  134.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -77.0000  -90.0000 42

#__ type_ start__ end____ width___ exp.time_
  4 omega   94.00  120.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000 -125.0000  -30.0000 13

#__ type_ start__ end____ width___ exp.time_
  5 omega   43.00   89.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  -30.0000 23

#__ type_ start__ end____ width___ exp.time_
  6 omega  116.00  160.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   30.0000 -120.0000 22

#__ type_ start__ end____ width___ exp.time_
  7 omega  136.00  164.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000  -30.0000 14

#__ type_ start__ end____ width___ exp.time_
  8 omega  114.00  158.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000   90.0000 22

#__ type_ start__ end____ width___ exp.time_
  9 omega   83.00  165.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000    0.0000 41

#__ type_ start__ end____ width___ exp.time_
 10 omega  149.00  175.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  125.0000  -90.0000 13

#__ type_ start__ end____ width___ exp.time_
 11 omega   96.00  132.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  125.0000  -90.0000 18

#__ type_ start__ end____ width___ exp.time_
 12 omega   83.00  117.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000  -30.0000 17

#__ type_ start__ end____ width___ exp.time_
 13 omega   42.00   92.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 14 omega   41.00  121.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000 -125.0000  150.0000 40

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   64.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000 -125.0000  -30.0000 13

#__ type_ start__ end____ width___ exp.time_
 16 omega   31.00  103.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000 -150.0000 36

#__ type_ start__ end____ width___ exp.time_
 17 omega   36.00   90.00   2.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 18 omega  -40.00  -14.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000 -150.0000 13

#__ type_ start__ end____ width___ exp.time_
 19 omega  -25.00   65.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6804  -57.0000  150.0000 45

#__ type_ start__ end____ width___ exp.time_
 20 omega  -67.00   29.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   77.0000   60.0000 48

#__ type_ start__ end____ width___ exp.time_
 21 omega    4.00   34.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000 -150.0000 15

#__ type_ start__ end____ width___ exp.time_
 22 omega -103.00  -13.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -77.0000  -60.0000 45
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.1070769000
_diffrn_orient_matrix_UB_12      -0.0254125000
_diffrn_orient_matrix_UB_13      0.0623232000
_diffrn_orient_matrix_UB_21      0.0734424000
_diffrn_orient_matrix_UB_22      0.1312263000
_diffrn_orient_matrix_UB_23      0.0317047000
_diffrn_orient_matrix_UB_31      -0.1074386000
_diffrn_orient_matrix_UB_32      -0.0237494000
_diffrn_orient_matrix_UB_33      0.0583566000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14052
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.612
_diffrn_reflns_theta_min         3.895
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_exptl_absorpt_coefficient_mu    2.052
_exptl_absorpt_correction_T_max  0.858
_exptl_absorpt_correction_T_min  0.669
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.3267
_exptl_crystal_size_mid          0.1147
_exptl_crystal_size_min          0.0837
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         7708
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0356
_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)+(0.0475P)²+0.9682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0972
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6573
_reflns_number_total             7708
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj01667k2.cif
_cod_data_source_block           snwlll
_cod_database_code               7056499
#BEGIN Tags that were not found in dictionaries:
_nottingham_internal_coll_name   SNWLLL
_nottingham_internal_coll_number 14539
_nottingham_internal_coll_client SN/WL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '3.0000, 2.0000'
_nottingham_internal_coll_frame_width 2.0000
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   01/04/2015
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_process_date 27/05/2015
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 27/5/2015
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 3/6/2015
_nottingham_internal_refinement_user pczwl
_nottingham_internal_validation_date 3/6/2015
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 3/6/2015
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C80 H68 F8 N20 O12 Cu4'
_chemical_oxdiff_usercomment
'SNWLLL #14539 GVB-484 on micromount in fomblin film for SN/WL'
_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.
;
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C10(H10), C11(H11), C13(H13), C14(H14), N18(H18), C20(H20), C21(H21),
 C23(H23), C24(H24), C27(H27), C35(H35), C36(H36), C38(H38), C39(H39), N43(H43),
  C45(H45), C46(H46), C48(H48), C49(H49), C52(H52), C57(H57)
2.b Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C55(H55A,H55B,H55C), C59(H59A,H59B,H59C), C60(H60A,H60B,
 H60C)
;
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
Cu1 Cu 0.95176(3) 0.63659(3) 0.45439(2) 0.02032(9) Uani 1 1 d .
Cu2 Cu 0.66046(3) 0.66429(3) 0.73968(2) 0.02043(9) Uani 1 1 d .
N1 N 0.87300(19) 0.64999(16) 0.55096(11) 0.0211(4) Uani 1 1 d .
C2 C 0.7495(2) 0.63887(19) 0.57560(12) 0.0206(4) Uani 1 1 d .
H2 H 0.6594 0.6207 0.5410 0.025 Uiso 1 1 calc R
N3 N 0.76717(18) 0.65610(16) 0.65396(11) 0.0204(4) Uani 1 1 d .
C4 C 0.9123(2) 0.68194(19) 0.68151(13) 0.0202(4) Uani 1 1 d .
C5 C 0.9771(2) 0.67756(19) 0.61743(12) 0.0198(4) Uani 1 1 d .
C6 C 1.1299(2) 0.70521(19) 0.60777(13) 0.0214(4) Uani 1 1 d .
O7 O 1.23059(16) 0.74103(15) 0.66672(9) 0.0254(3) Uani 1 1 d .
N8 N 1.13920(18) 0.68812(16) 0.53168(11) 0.0213(4) Uani 1 1 d .
C9 C 1.2799(2) 0.7241(2) 0.51058(13) 0.0221(4) Uani 1 1 d .
C10 C 1.3054(2) 0.6494(2) 0.45980(14) 0.0251(5) Uani 1 1 d .
H10 H 1.2296 0.5739 0.4413 0.030 Uiso 1 1 calc R
C11 C 1.4396(2) 0.6826(2) 0.43536(14) 0.0283(5) Uani 1 1 d .
H11 H 1.4562 0.6311 0.4004 0.034 Uiso 1 1 calc R
C12 C 1.5472(2) 0.7917(2) 0.46298(14) 0.0311(5) Uani 1 1 d .
C13 C 1.5271(3) 0.8690(2) 0.51348(15) 0.0325(5) Uani 1 1 d .
H13 H 1.6038 0.9440 0.5320 0.039 Uiso 1 1 calc R
C14 C 1.3912(2) 0.8344(2) 0.53686(14) 0.0285(5) Uani 1 1 d .
H14 H 1.3748 0.8869 0.5711 0.034 Uiso 1 1 calc R
F15 F 1.67845(15) 0.82605(16) 0.43836(9) 0.0432(4) Uani 1 1 d .
C16 C 0.9574(2) 0.71140(19) 0.76716(13) 0.0213(4) Uani 1 1 d .
O17 O 0.86142(16) 0.70896(14) 0.80613(9) 0.0236(3) Uani 1 1 d .
N18 N 1.09753(19) 0.74198(17) 0.79834(11) 0.0222(4) Uani 1 1 d .
H18 H 1.1539 0.7374 0.7654 0.027 Uiso 1 1 calc R
C19 C 1.1667(2) 0.7810(2) 0.87823(13) 0.0242(4) Uani 1 1 d .
C20 C 1.3167(2) 0.8118(2) 0.89565(14) 0.0285(5) Uani 1 1 d .
H20 H 1.3670 0.8052 0.8548 0.034 Uiso 1 1 calc R
C21 C 1.3930(3) 0.8519(3) 0.97202(15) 0.0361(6) Uani 1 1 d .
H21 H 1.4950 0.8717 0.9845 0.043 Uiso 1 1 calc R
C22 C 1.3174(3) 0.8622(3) 1.02900(15) 0.0387(6) Uani 1 1 d .
C23 C 1.1695(3) 0.8316(3) 1.01437(15) 0.0373(6) Uani 1 1 d .
H23 H 1.1208 0.8390 1.0558 0.045 Uiso 1 1 calc R
C24 C 1.0920(3) 0.7897(2) 0.93813(14) 0.0319(5) Uani 1 1 d .
H24 H 0.9893 0.7672 0.9269 0.038 Uiso 1 1 calc R
F25 F 1.39158(18) 0.90317(19) 1.10421(9) 0.0547(5) Uani 1 1 d .
N26 N 0.45918(19) 0.56631(16) 0.68427(11) 0.0219(4) Uani 1 1 d .
C27 C 0.3796(2) 0.5141(2) 0.61342(13) 0.0227(4) Uani 1 1 d .
H27 H 0.4206 0.5159 0.5671 0.027 Uiso 1 1 calc R
N28 N 0.23713(19) 0.45957(16) 0.61463(11) 0.0218(4) Uani 1 1 d .
C29 C 0.2242(2) 0.47945(19) 0.69175(13) 0.0214(4) Uani 1 1 d .
C30 C 0.3611(2) 0.54452(19) 0.73479(13) 0.0208(4) Uani 1 1 d .
C31 C 0.4178(2) 0.59123(19) 0.81846(13) 0.0223(4) Uani 1 1 d .
O32 O 0.33140(16) 0.56963(15) 0.86702(9) 0.0270(3) Uani 1 1 d .
N33 N 0.56238(19) 0.65547(17) 0.83151(11) 0.0225(4) Uani 1 1 d .
C34 C 0.6402(2) 0.7018(2) 0.90951(12) 0.0231(4) Uani 1 1 d .
C35 C 0.7220(3) 0.8225(2) 0.92692(15) 0.0297(5) Uani 1 1 d .
H35 H 0.7203 0.8742 0.8875 0.036 Uiso 1 1 calc R
C36 C 0.8061(3) 0.8681(2) 1.00159(15) 0.0359(6) Uani 1 1 d .
H36 H 0.8611 0.9506 1.0140 0.043 Uiso 1 1 calc R
C37 C 0.8076(3) 0.7910(3) 1.05687(14) 0.0342(6) Uani 1 1 d .
C38 C 0.7294(3) 0.6716(3) 1.04197(15) 0.0346(6) Uani 1 1 d .
H38 H 0.7331 0.6206 1.0816 0.041 Uiso 1 1 calc R
C39 C 0.6447(2) 0.6269(2) 0.96762(14) 0.0282(5) Uani 1 1 d .
H39 H 0.5892 0.5444 0.9562 0.034 Uiso 1 1 calc R
F40 F 0.89316(18) 0.83533(18) 1.12969(9) 0.0525(5) Uani 1 1 d .
C41 C 0.0729(2) 0.43775(19) 0.70495(13) 0.0213(4) Uani 1 1 d .
O42 O -0.02749(16) 0.38787(14) 0.64620(9) 0.0239(3) Uani 1 1 d .
N43 N 0.05320(19) 0.45798(17) 0.77769(11) 0.0242(4) Uani 1 1 d .
H43 H 0.1329 0.4923 0.8137 0.029 Uiso 1 1 calc R
C44 C -0.0820(2) 0.4304(2) 0.80400(14) 0.0244(5) Uani 1 1 d .
C45 C -0.2135(3) 0.3980(2) 0.75288(15) 0.0317(5) Uani 1 1 d .
H45 H -0.2165 0.3939 0.6974 0.038 Uiso 1 1 calc R
C46 C -0.3417(3) 0.3714(2) 0.78292(16) 0.0353(6) Uani 1 1 d .
H46 H -0.4327 0.3491 0.7483 0.042 Uiso 1 1 calc R
C47 C -0.3346(3) 0.3778(2) 0.86262(17) 0.0374(6) Uani 1 1 d .
C48 C -0.2067(3) 0.4110(3) 0.91475(17) 0.0461(7) Uani 1 1 d .
H48 H -0.2055 0.4155 0.9701 0.055 Uiso 1 1 calc R
C49 C -0.0778(3) 0.4381(3) 0.88537(15) 0.0380(6) Uani 1 1 d .
H49 H 0.0128 0.4618 0.9207 0.046 Uiso 1 1 calc R
F50 F -0.46194(16) 0.34756(17) 0.89093(10) 0.0513(5) Uani 1 1 d .
O51 O 0.98855(18) 0.81582(14) 0.42186(10) 0.0287(3) Uani 1 1 d .
C52 C 0.9273(2) 0.8462(2) 0.36463(14) 0.0275(5) Uani 1 1 d .
H52 H 0.8552 0.7860 0.3271 0.033 Uiso 1 1 calc R
N53 N 0.9548(2) 0.95656(18) 0.35184(12) 0.0278(4) Uani 1 1 d .
C54 C 0.8818(3) 0.9878(3) 0.28229(17) 0.0433(6) Uani 1 1 d .
H54A H 0.8363 1.0385 0.2988 0.065 Uiso 1 1 calc GR
H54B H 0.8063 0.9160 0.2519 0.065 Uiso 1 1 calc GR
H54C H 0.9535 1.0300 0.2493 0.065 Uiso 1 1 calc GR
C55 C 1.0628(3) 1.0531(2) 0.40746(16) 0.0352(6) Uani 1 1 d .
H55A H 1.0143 1.0955 0.4317 0.053 Uiso 1 1 calc GR
H55B H 1.1361 1.1071 0.3794 0.053 Uiso 1 1 calc GR
H55C H 1.1108 1.0215 0.4487 0.053 Uiso 1 1 calc GR
O56 O 0.70354(17) 0.85398(14) 0.72439(10) 0.0273(3) Uani 1 1 d .
C57 C 0.6031(2) 0.8872(2) 0.71965(13) 0.0259(5) Uani 1 1 d .
H57 H 0.5057 0.8287 0.7138 0.031 Uiso 1 1 calc R
N58 N 0.6229(2) 0.99926(18) 0.72221(12) 0.0278(4) Uani 1 1 d .
C59 C 0.7678(3) 1.0946(2) 0.7311(2) 0.0451(7) Uani 1 1 d .
H59A H 0.8418 1.0637 0.7457 0.068 Uiso 1 1 calc GR
H59B H 0.7787 1.1545 0.7726 0.068 Uiso 1 1 calc GR
H59C H 0.7807 1.1301 0.6811 0.068 Uiso 1 1 calc GR
C60 C 0.4982(3) 1.0311(2) 0.71431(15) 0.0356(6) Uani 1 1 d .
H60A H 0.4935 1.0706 0.6661 0.053 Uiso 1 1 calc GR
H60B H 0.5099 1.0844 0.7602 0.053 Uiso 1 1 calc GR
H60C H 0.4078 0.9597 0.7114 0.053 Uiso 1 1 calc GR
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 0 1 0.0433 0.0003 0.0013 0.9987 0.0622 0.0319 0.0582
0 0 -1 0.0587 -0.0003 -0.0013 -0.9987 -0.0622 -0.0319 -0.0582
-1 1 0 0.1291 -0.9999 0.9990 0.0005 -0.1324 0.0577 0.0837
0 5 1 0.0410 -0.0051 5.0041 0.9940 -0.0658 0.6878 -0.0603
0 -5 -1 0.0426 0.0051 -5.0041 -0.9940 0.0658 -0.6878 0.0603
5 -2 -3 0.1422 4.9956 -1.9975 -3.0015 0.3986 0.0096 -0.6644
0 -1 5 0.0525 0.0024 -0.9939 4.9944 0.3368 0.0281 0.3148
-5 3 -2 0.1386 -4.9980 2.9914 -1.9929 -0.7354 -0.0377 0.3496
0 4 -5 0.0591 -0.0057 3.9956 -4.9972 -0.4136 0.3655 -0.3859
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
N1 Cu1 N8 82.50(7) . .
N1 Cu1 O42 176.66(7) . 2_666
N1 Cu1 O51 95.37(7) . .
N8 Cu1 O42 98.51(6) . 2_666
N8 Cu1 O51 95.13(7) . .
N28 Cu1 N1 97.31(7) 2_666 .
N28 Cu1 N8 163.44(8) 2_666 .
N28 Cu1 O42 80.80(7) 2_666 2_666
N28 Cu1 O51 101.36(7) 2_666 .
O42 Cu1 O51 87.73(6) 2_666 .
N3 Cu2 O17 81.33(7) . .
N3 Cu2 O56 92.19(7) . .
O17 Cu2 O56 92.54(6) . .
N26 Cu2 N3 98.61(7) . .
N26 Cu2 O17 160.09(7) . .
N26 Cu2 O56 107.34(7) . .
N33 Cu2 N3 171.96(8) . .
N33 Cu2 O17 94.48(7) . .
N33 Cu2 N26 82.97(7) . .
N33 Cu2 O56 94.87(7) . .
C2 N1 Cu1 142.17(16) . .
C2 N1 C5 106.04(17) . .
C5 N1 Cu1 111.77(13) . .
N1 C2 H2 123.8 . .
N3 C2 N1 112.49(18) . .
N3 C2 H2 123.8 . .
C2 N3 Cu2 141.67(14) . .
C2 N3 C4 105.54(16) . .
C4 N3 Cu2 112.70(14) . .
N3 C4 C16 114.34(17) . .
C5 C4 N3 108.03(18) . .
C5 C4 C16 137.54(19) . .
N1 C5 C4 107.88(18) . .
N1 C5 C6 118.11(18) . .
C4 C5 C6 133.8(2) . .
O7 C6 C5 120.01(19) . .
O7 C6 N8 128.41(19) . .
N8 C6 C5 111.56(18) . .
C6 N8 Cu1 115.74(13) . .
C6 N8 C9 118.88(18) . .
C9 N8 Cu1 124.63(14) . .
C10 C9 N8 119.4(2) . .
C10 C9 C14 118.8(2) . .
C14 C9 N8 121.8(2) . .
C9 C10 H10 119.3 . .
C9 C10 C11 121.3(2) . .
C11 C10 H10 119.3 . .
C10 C11 H11 120.9 . .
C12 C11 C10 118.2(2) . .
C12 C11 H11 120.9 . .
C11 C12 C13 122.6(2) . .
F15 C12 C11 118.7(2) . .
F15 C12 C13 118.7(2) . .
C12 C13 H13 120.8 . .
C12 C13 C14 118.4(2) . .
C14 C13 H13 120.8 . .
C9 C14 C13 120.7(2) . .
C9 C14 H14 119.6 . .
C13 C14 H14 119.6 . .
O17 C16 C4 117.43(19) . .
O17 C16 N18 124.3(2) . .
N18 C16 C4 118.21(18) . .
C16 O17 Cu2 114.18(14) . .
C16 N18 H18 116.1 . .
C16 N18 C19 127.76(18) . .
C19 N18 H18 116.1 . .
C20 C19 N18 116.8(2) . .
C20 C19 C24 120.0(2) . .
C24 C19 N18 123.2(2) . .
C19 C20 H20 119.7 . .
C21 C20 C19 120.6(2) . .
C21 C20 H20 119.7 . .
C20 C21 H21 121.0 . .
C22 C21 C20 118.1(2) . .
C22 C21 H21 121.0 . .
C21 C22 C23 123.1(2) . .
F25 C22 C21 118.7(2) . .
F25 C22 C23 118.2(2) . .
C22 C23 H23 120.5 . .
C22 C23 C24 119.1(2) . .
C24 C23 H23 120.5 . .
C19 C24 H24 120.4 . .
C23 C24 C19 119.2(2) . .
C23 C24 H24 120.4 . .
C27 N26 Cu2 143.20(14) . .
C27 N26 C30 105.78(17) . .
C30 N26 Cu2 110.99(14) . .
N26 C27 H27 123.5 . .
N28 C27 N26 113.02(18) . .
N28 C27 H27 123.5 . .
C27 N28 Cu1 141.69(15) . 2_666
C27 N28 C29 104.96(18) . .
C29 N28 Cu1 113.35(13) . 2_666
N28 C29 C41 114.29(19) . .
C30 C29 N28 108.68(18) . .
C30 C29 C41 136.7(2) . .
N26 C30 C29 107.56(19) . .
N26 C30 C31 118.24(18) . .
C29 C30 C31 134.20(19) . .
O32 C31 C30 119.93(19) . .
O32 C31 N33 128.4(2) . .
N33 C31 C30 111.65(18) . .
C31 N33 Cu2 116.07(15) . .
C31 N33 C34 120.56(17) . .
C34 N33 Cu2 122.95(13) . .
C35 C34 N33 120.0(2) . .
C35 C34 C39 119.1(2) . .
C39 C34 N33 120.7(2) . .
C34 C35 H35 119.7 . .
C34 C35 C36 120.6(2) . .
C36 C35 H35 119.7 . .
C35 C36 H36 120.8 . .
C37 C36 C35 118.3(2) . .
C37 C36 H36 120.8 . .
C38 C37 C36 123.0(2) . .
F40 C37 C36 118.5(2) . .
F40 C37 C38 118.6(3) . .
C37 C38 H38 120.8 . .
C37 C38 C39 118.4(2) . .
C39 C38 H38 120.8 . .
C34 C39 H39 119.6 . .
C38 C39 C34 120.7(2) . .
C38 C39 H39 119.6 . .
O42 C41 C29 117.36(19) . .
O42 C41 N43 125.45(19) . .
N43 C41 C29 117.17(19) . .
C41 O42 Cu1 113.47(13) . 2_666
C41 N43 H43 116.3 . .
C41 N43 C44 127.43(19) . .
C44 N43 H43 116.3 . .
C45 C44 N43 123.0(2) . .
C45 C44 C49 119.9(2) . .
C49 C44 N43 117.1(2) . .
C44 C45 H45 120.1 . .
C44 C45 C46 119.8(2) . .
C46 C45 H45 120.1 . .
C45 C46 H46 120.5 . .
C47 C46 C45 119.0(2) . .
C47 C46 H46 120.5 . .
C46 C47 C48 122.8(2) . .
C46 C47 F50 118.1(2) . .
C48 C47 F50 119.1(2) . .
C47 C48 H48 120.6 . .
C47 C48 C49 118.7(3) . .
C49 C48 H48 120.6 . .
C44 C49 H49 120.1 . .
C48 C49 C44 119.7(3) . .
C48 C49 H49 120.1 . .
C52 O51 Cu1 129.45(16) . .
O51 C52 H52 117.7 . .
O51 C52 N53 124.6(2) . .
N53 C52 H52 117.7 . .
C52 N53 C54 122.4(2) . .
C52 N53 C55 120.5(2) . .
C55 N53 C54 117.1(2) . .
N53 C54 H54A 109.5 . .
N53 C54 H54B 109.5 . .
N53 C54 H54C 109.5 . .
H54A C54 H54B 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
N53 C55 H55A 109.5 . .
N53 C55 H55B 109.5 . .
N53 C55 H55C 109.5 . .
H55A C55 H55B 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C57 O56 Cu2 120.80(15) . .
O56 C57 H57 117.9 . .
O56 C57 N58 124.2(2) . .
N58 C57 H57 117.9 . .
C57 N58 C59 121.7(2) . .
C57 N58 C60 120.9(2) . .
C59 N58 C60 117.4(2) . .
N58 C59 H59A 109.5 . .
N58 C59 H59B 109.5 . .
N58 C59 H59C 109.5 . .
H59A C59 H59B 109.5 . .
H59A C59 H59C 109.5 . .
H59B C59 H59C 109.5 . .
N58 C60 H60A 109.5 . .
N58 C60 H60B 109.5 . .
N58 C60 H60C 109.5 . .
H60A C60 H60B 109.5 . .
H60A C60 H60C 109.5 . .
H60B C60 H60C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.9811(17) .
Cu1 N8 2.0000(18) .
Cu1 N28 1.9746(19) 2_666
Cu1 O42 2.0607(15) 2_666
Cu1 O51 2.2130(17) .
Cu2 N3 1.9819(17) .
Cu2 O17 2.0297(15) .
Cu2 N26 1.9763(18) .
Cu2 N33 1.9745(17) .
Cu2 O56 2.2546(17) .
N1 C2 1.341(3) .
N1 C5 1.364(3) .
C2 H2 0.9500 .
C2 N3 1.332(3) .
N3 C4 1.377(3) .
C4 C5 1.377(3) .
C4 C16 1.464(3) .
C5 C6 1.486(3) .
C6 O7 1.250(3) .
C6 N8 1.344(3) .
N8 C9 1.422(3) .
C9 C10 1.386(3) .
C9 C14 1.389(3) .
C10 H10 0.9500 .
C10 C11 1.391(3) .
C11 H11 0.9500 .
C11 C12 1.369(4) .
C12 C13 1.377(4) .
C12 F15 1.364(2) .
C13 H13 0.9500 .
C13 C14 1.396(3) .
C14 H14 0.9500 .
C16 O17 1.256(3) .
C16 N18 1.333(3) .
N18 H18 0.8800 .
N18 C19 1.419(3) .
C19 C20 1.393(3) .
C19 C24 1.396(3) .
C20 H20 0.9500 .
C20 C21 1.385(3) .
C21 H21 0.9500 .
C21 C22 1.367(4) .
C22 C23 1.372(4) .
C22 F25 1.364(3) .
C23 H23 0.9500 .
C23 C24 1.389(3) .
C24 H24 0.9500 .
N26 C27 1.340(3) .
N26 C30 1.370(3) .
C27 H27 0.9500 .
C27 N28 1.330(3) .
N28 Cu1 1.9746(18) 2_666
N28 C29 1.378(3) .
C29 C30 1.372(3) .
C29 C41 1.466(3) .
C30 C31 1.474(3) .
C31 O32 1.258(3) .
C31 N33 1.337(3) .
N33 C34 1.423(3) .
C34 C35 1.390(3) .
C34 C39 1.393(3) .
C35 H35 0.9500 .
C35 C36 1.392(3) .
C36 H36 0.9500 .
C36 C37 1.372(4) .
C37 C38 1.369(4) .
C37 F40 1.369(3) .
C38 H38 0.9500 .
C38 C39 1.388(3) .
C39 H39 0.9500 .
C41 O42 1.260(3) .
C41 N43 1.330(3) .
O42 Cu1 2.0607(15) 2_666
N43 H43 0.8800 .
N43 C44 1.422(3) .
C44 C45 1.382(3) .
C44 C49 1.393(3) .
C45 H45 0.9500 .
C45 C46 1.392(3) .
C46 H46 0.9500 .
C46 C47 1.360(4) .
C47 C48 1.362(4) .
C47 F50 1.363(3) .
C48 H48 0.9500 .
C48 C49 1.392(3) .
C49 H49 0.9500 .
O51 C52 1.234(3) .
C52 H52 0.9500 .
C52 N53 1.320(3) .
N53 C54 1.456(3) .
N53 C55 1.456(3) .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
O56 C57 1.240(3) .
C57 H57 0.9500 .
C57 N58 1.327(3) .
N58 C59 1.452(3) .
N58 C60 1.462(3) .
C59 H59A 0.9800 .
C59 H59B 0.9800 .
C59 H59C 0.9800 .
C60 H60A 0.9800 .
C60 H60B 0.9800 .
C60 H60C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N18 H18 O7 0.88 1.97 2.810(2) 159.8
C24 H24 O17 0.95 2.21 2.829(3) 122.3
N43 H43 O32 0.88 1.91 2.769(3) 164.2
C45 H45 O42 0.95 2.26 2.862(3) 120.8
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
Cu1 N1 C2 N3 177.14(18) . .
Cu1 N1 C5 C4 -178.40(14) . .
Cu1 N1 C5 C6 6.4(2) . .
Cu1 N8 C9 C10 -55.0(3) . .
Cu1 N8 C9 C14 122.3(2) . .
Cu1 N28 C29 C30 178.73(15) 2_666 .
Cu1 N28 C29 C41 -6.9(2) 2_666 .
Cu1 O51 C52 N53 177.93(15) . .
Cu2 N3 C4 C5 -178.07(14) . .
Cu2 N3 C4 C16 -0.9(2) . .
Cu2 N26 C27 N28 -177.90(19) . .
Cu2 N26 C30 C29 178.22(15) . .
Cu2 N26 C30 C31 -1.9(2) . .
Cu2 N33 C34 C35 65.2(3) . .
Cu2 N33 C34 C39 -109.9(2) . .
Cu2 O56 C57 N58 169.74(17) . .
N1 C2 N3 Cu2 176.93(17) . .
N1 C2 N3 C4 1.0(2) . .
N1 C5 C6 O7 173.6(2) . .
N1 C5 C6 N8 -5.5(3) . .
C2 N1 C5 C4 0.2(2) . .
C2 N1 C5 C6 -174.98(19) . .
C2 N3 C4 C5 -0.8(2) . .
C2 N3 C4 C16 176.38(18) . .
N3 C4 C5 N1 0.4(2) . .
N3 C4 C5 C6 174.5(2) . .
N3 C4 C16 O17 0.8(3) . .
N3 C4 C16 N18 -177.47(19) . .
C4 C5 C6 O7 -0.1(4) . .
C4 C5 C6 N8 -179.2(2) . .
C4 C16 O17 Cu2 -0.3(2) . .
C4 C16 N18 C19 175.6(2) . .
C5 N1 C2 N3 -0.8(2) . .
C5 C4 C16 O17 176.8(2) . .
C5 C4 C16 N18 -1.4(4) . .
C5 C6 N8 Cu1 1.8(2) . .
C5 C6 N8 C9 172.37(19) . .
C6 N8 C9 C10 135.3(2) . .
C6 N8 C9 C14 -47.4(3) . .
O7 C6 N8 Cu1 -177.25(19) . .
O7 C6 N8 C9 -6.6(4) . .
N8 C9 C10 C11 177.7(2) . .
N8 C9 C14 C13 -178.1(2) . .
C9 C10 C11 C12 0.2(4) . .
C10 C9 C14 C13 -0.8(4) . .
C10 C11 C12 C13 -0.2(4) . .
C10 C11 C12 F15 -178.9(2) . .
C11 C12 C13 C14 -0.3(4) . .
C12 C13 C14 C9 0.8(4) . .
C14 C9 C10 C11 0.3(4) . .
F15 C12 C13 C14 178.4(2) . .
C16 C4 C5 N1 -175.9(2) . .
C16 C4 C5 C6 -1.7(5) . .
C16 N18 C19 C20 -177.8(2) . .
C16 N18 C19 C24 2.0(4) . .
O17 C16 N18 C19 -2.5(4) . .
N18 C16 O17 Cu2 177.84(17) . .
N18 C19 C20 C21 179.3(2) . .
N18 C19 C24 C23 -178.4(2) . .
C19 C20 C21 C22 -1.1(4) . .
C20 C19 C24 C23 1.4(4) . .
C20 C21 C22 C23 1.8(5) . .
C20 C21 C22 F25 -179.1(3) . .
C21 C22 C23 C24 -0.9(5) . .
C22 C23 C24 C19 -0.7(4) . .
C24 C19 C20 C21 -0.4(4) . .
F25 C22 C23 C24 180.0(3) . .
N26 C27 N28 Cu1 -178.63(18) . 2_666
N26 C27 N28 C29 0.8(3) . .
N26 C30 C31 O32 -177.7(2) . .
N26 C30 C31 N33 3.2(3) . .
C27 N26 C30 C29 -0.2(2) . .
C27 N26 C30 C31 179.6(2) . .
C27 N28 C29 C30 -0.9(3) . .
C27 N28 C29 C41 173.54(19) . .
N28 C29 C30 N26 0.7(3) . .
N28 C29 C30 C31 -179.1(2) . .
N28 C29 C41 O42 0.9(3) . .
N28 C29 C41 N43 -177.77(19) . .
C29 C30 C31 O32 2.1(4) . .
C29 C30 C31 N33 -177.0(2) . .
C29 C41 O42 Cu1 5.3(3) . 2_666
C29 C41 N43 C44 177.3(2) . .
C30 N26 C27 N28 -0.4(3) . .
C30 C29 C41 O42 173.1(2) . .
C30 C29 C41 N43 -5.5(4) . .
C30 C31 N33 Cu2 -2.8(2) . .
C30 C31 N33 C34 -175.61(19) . .
C31 N33 C34 C35 -122.5(2) . .
C31 N33 C34 C39 62.3(3) . .
O32 C31 N33 Cu2 178.13(19) . .
O32 C31 N33 C34 5.3(4) . .
N33 C34 C35 C36 -175.8(2) . .
N33 C34 C39 C38 175.2(2) . .
C34 C35 C36 C37 0.8(4) . .
C35 C34 C39 C38 0.0(3) . .
C35 C36 C37 C38 -0.5(4) . .
C35 C36 C37 F40 178.4(2) . .
C36 C37 C38 C39 -0.1(4) . .
C37 C38 C39 C34 0.4(3) . .
C39 C34 C35 C36 -0.6(3) . .
F40 C37 C38 C39 -179.0(2) . .
C41 C29 C30 N26 -171.9(3) . .
C41 C29 C30 C31 8.3(5) . .
C41 N43 C44 C45 -13.0(4) . .
C41 N43 C44 C49 167.5(2) . .
O42 C41 N43 C44 -1.3(4) . .
N43 C41 O42 Cu1 -176.15(18) . 2_666
N43 C44 C45 C46 179.5(2) . .
N43 C44 C49 C48 -179.3(3) . .
C44 C45 C46 C47 0.0(4) . .
C45 C44 C49 C48 1.2(4) . .
C45 C46 C47 C48 1.0(5) . .
C45 C46 C47 F50 -177.8(2) . .
C46 C47 C48 C49 -0.8(5) . .
C47 C48 C49 C44 -0.3(5) . .
C49 C44 C45 C46 -1.0(4) . .
F50 C47 C48 C49 178.0(3) . .
O51 C52 N53 C54 178.5(2) . .
O51 C52 N53 C55 -0.7(3) . .
O56 C57 N58 C59 -0.1(4) . .
O56 C57 N58 C60 178.5(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139178036
