#------------------------------------------------------------------------------
#$Date: 2020-07-31 04:13:22 +0300 (Fri, 31 Jul 2020) $
#$Revision: 254693 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/87/1558703.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_1558703
loop_
_publ_author_name
'McMonagle, Charlie'
'Comar, Priyanka'
'Nichol, Gary Stephen'
'Allan, David Robert'
'Barreda-Argūeso, José A'
'Gonzalez, Jesus Antonio'
'Rodriguez, Fernando'
'Valiente, Rafael'
'Turner, Gemma'
'Brechin, Euan K.'
'Moggach, Stephen A.'
_publ_section_title
;
 Pressure-and Temperature Induced Phase Transitions, Piezochromism, NLC
 Behaviour and Pressure Controlled Jahn-Teller Switching in a Cu-based
 Framework
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D0SC03229H
_journal_year                    2020
_chemical_formula_moiety         'C18 H16 Cu1 N2 O4'
_chemical_formula_sum            'C18 H16 Cu N2 O4'
_chemical_formula_weight         387.88
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2016-06-08
_audit_creation_method           CRYSTALS_ver_14.61_build_5965
_audit_update_record
;
2020-06-09 deposited with the CCDC.	2020-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   24.8906(16)
_cell_length_b                   24.8906(16)
_cell_length_c                   7.7570(5)
_cell_measurement_reflns_used    3468
_cell_measurement_temperature    293
_cell_measurement_theta_max      16
_cell_measurement_theta_min      2
_cell_volume                     4161.9(5)
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.857
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_device       Serial
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.071
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7979
_diffrn_reflns_theta_full        26.354
_diffrn_reflns_theta_max         26.354
_diffrn_reflns_theta_min         2.791
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.204
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1791
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.34
_refine_diff_density_min         -1.57
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0283
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1599
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.1138
_refine_ls_R_factor_gt           0.0802
_refine_ls_shift/su_max          0.0000979
_refine_ls_shift/su_mean         0.0000113
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 36.5 37.4 12.4 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1519
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1517
_reflns_limit_h_max              14
_reflns_limit_h_min              -30
_reflns_limit_k_max              31
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                1146
_reflns_number_total             1623
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.66
_oxford_diffrn_Wilson_scale      14.00
_oxford_refine_ls_r_factor_ref   0.1135
_oxford_refine_ls_scale          0.2821(6)
_oxford_reflns_number_all        1600
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 'late05_0m_a.res in R-3'
_cod_data_source_file            d0sc03229h2.cif
_cod_data_source_block           MeOH_278_Syn
_cod_original_cell_volume        4161.9(6)
_cod_original_sg_symbol_H-M      'R -3 '
_cod_original_formula_sum        'C18 H16 Cu1 N2 O4'
_cod_database_code               1558703
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/3,y+2/3,z+2/3
-x+1/3,-y+2/3,-z+2/3
x+2/3,y+1/3,z+1/3
-x+2/3,-y+1/3,-z+1/3
-y,x-y,z
y,-x+y,-z
-y+1/3,x-y+2/3,z+2/3
y+1/3,-x+y+2/3,-z+2/3
-y+2/3,x-y+1/3,z+1/3
y+2/3,-x+y+1/3,-z+1/3
-x+y,-x,z
x-y,x,-z
-x+y+1/3,-x+2/3,z+2/3
x-y+1/3,x+2/3,-z+2/3
-x+y+2/3,-x+1/3,z+1/3
x-y+2/3,x+1/3,-z+1/3
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.8333 0.6667 0.6667 0.0454 1.0000 Uani S . . . . .
O2 O 0.7558(2) 0.6343(3) 0.5398(5) 0.0518 1.0000 Uani D U . . . .
C4 C 0.7029(3) 0.5909(3) 0.5882(7) 0.0453 1.0000 Uani D U . . . .
C5 C 0.6534(3) 0.5728(3) 0.4549(6) 0.0462 1.0000 Uani D U . . . .
C6 C 0.6696(3) 0.5997(4) 0.2921(8) 0.0573 1.0000 Uani D U . . . .
C7 C 0.6259(3) 0.5779(4) 0.1626(8) 0.0570 1.0000 Uani D U . . . .
N1 N 0.5679(3) 0.5321(3) 0.1858(6) 0.0493 1.0000 Uani D U . . . .
C9 C 0.5520(3) 0.5084(4) 0.3450(7) 0.0576 1.0000 Uani D U . . . .
C8 C 0.5933(3) 0.5266(4) 0.4792(7) 0.0543 1.0000 Uani D U . . . .
C3 C 0.6890(3) 0.5584(4) 0.7420(8) 0.0582 1.0000 Uani D U . . . .
C2 C 0.7318(3) 0.5537(4) 0.8492(8) 0.0570 1.0000 Uani D U . . . .
O1 O 0.7887(3) 0.5808(3) 0.8276(6) 0.0564 1.0000 Uani D U . . . .
C1 C 0.7077(5) 0.5089(5) 0.9977(12) 0.0986 1.0000 Uani D U . . . .
H61 H 0.7102 0.6330 0.2702 0.0663 1.0000 Uiso R . . . . .
H71 H 0.6380 0.5958 0.0511 0.0713 1.0000 Uiso R . . . . .
H91 H 0.5101 0.4778 0.3660 0.0693 1.0000 Uiso R . . . . .
H81 H 0.5806 0.5064 0.5877 0.0680 1.0000 Uiso R . . . . .
H31 H 0.6469 0.5378 0.7788 0.0706 1.0000 Uiso R . . . . .
H11 H 0.7427 0.5104 1.0601 0.1139 1.0000 Uiso R . . . . .
H12 H 0.6843 0.5207 1.0756 0.1139 1.0000 Uiso R . . . . .
H13 H 0.6805 0.4668 0.9549 0.1139 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 6_666 Cu1 . N1 9_655 95.3(2) yes
O1 6_666 Cu1 . N1 10_555 84.7(2) yes
N1 9_655 Cu1 . N1 10_555 179.994 yes
O1 6_666 Cu1 . O2 6_666 88.3(2) yes
N1 9_655 Cu1 . O2 6_666 89.1(2) yes
N1 10_555 Cu1 . O2 6_666 90.9(2) yes
O1 6_666 Cu1 . O2 . 91.7(2) yes
N1 9_655 Cu1 . O2 . 90.9(2) yes
N1 10_555 Cu1 . O2 . 89.1(2) yes
O2 6_666 Cu1 . O2 . 179.994 yes
O1 6_666 Cu1 . O1 . 179.995 yes
N1 9_655 Cu1 . O1 . 84.7(2) yes
N1 10_555 Cu1 . O1 . 95.3(2) yes
O2 6_666 Cu1 . O1 . 91.7(2) yes
O2 . Cu1 . O1 . 88.3(2) yes
Cu1 . O2 . C4 . 126.5(4) yes
O2 . C4 . C5 . 113.6(4) yes
O2 . C4 . C3 . 126.8(5) yes
C5 . C4 . C3 . 119.5(4) yes
C4 . C5 . C6 . 119.1(4) yes
C4 . C5 . C8 . 123.2(4) yes
C6 . C5 . C8 . 117.4(4) yes
C5 . C6 . C7 . 119.5(5) yes
C5 . C6 . H61 . 120.5 no
C7 . C6 . H61 . 120.1 no
C6 . C7 . N1 . 122.9(5) yes
C6 . C7 . H71 . 118.5 no
N1 . C7 . H71 . 118.6 no
C7 . N1 . Cu1 16_545 124.5(4) yes
C7 . N1 . C9 . 117.2(4) yes
Cu1 16_545 N1 . C9 . 118.1(4) yes
N1 . C9 . C8 . 123.2(5) yes
N1 . C9 . H91 . 118.3 no
C8 . C9 . H91 . 118.5 no
C9 . C8 . C5 . 119.8(4) yes
C9 . C8 . H81 . 120.1 no
C5 . C8 . H81 . 120.1 no
C4 . C3 . C2 . 125.5(5) yes
C4 . C3 . H31 . 117.4 no
C2 . C3 . H31 . 117.1 no
C3 . C2 . O1 . 125.8(5) yes
C3 . C2 . C1 . 118.5(5) yes
O1 . C2 . C1 . 115.5(5) yes
Cu1 . O1 . C2 . 118.8(4) yes
C2 . C1 . H11 . 109.4 no
C2 . C1 . H12 . 109.1 no
H11 . C1 . H12 . 109.5 no
C2 . C1 . H13 . 109.9 no
H11 . C1 . H13 . 109.5 no
H12 . C1 . H13 . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . O1 6_666 2.233(6) yes
Cu1 . N1 9_655 2.055(5) yes
Cu1 . N1 10_555 2.055(5) yes
Cu1 . O2 6_666 1.945(5) yes
Cu1 . O2 . 1.945(5) yes
Cu1 . O1 . 2.233(6) yes
O2 . C4 . 1.272(6) yes
C4 . C5 . 1.493(6) yes
C4 . C3 . 1.386(6) yes
C5 . C6 . 1.392(6) yes
C5 . C8 . 1.370(7) yes
C6 . C7 . 1.376(7) yes
C6 . H61 . 0.950 no
C7 . N1 . 1.331(7) yes
C7 . H71 . 0.950 no
N1 . C9 . 1.339(6) yes
C9 . C8 . 1.370(6) yes
C9 . H91 . 0.950 no
C8 . H81 . 0.950 no
C3 . C2 . 1.401(7) yes
C3 . H31 . 0.950 no
C2 . O1 . 1.239(6) yes
C2 . C1 . 1.504(7) yes
C1 . H11 . 0.980 no
C1 . H12 . 0.980 no
C1 . H13 . 0.980 no
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-16 24 2 x .
-11 18 1 x .
-14 22 0 x .
-5 3 1 x .
-11 19 0 x .
8 13 1 x .
-11 18 4 x .
-7 11 0 x .
-3 6 0 x .
-1 6 2 x .
-1 3 2 x .
-1 3 2 x .
-10 18 2 x .
-10 17 0 x .
-1 9 2 x .
3 3 3 x .
-18 26 1 x .
8 12 2 x .
-5 4 3 x .
-10 19 1 x .
-13 14 0 x .
-1 14 0 x .
-2 19 0 x .
-9 14 4 x .
-7 9 2 x .
-11 7 6 x .
-10 20 0 x .
-2 4 3 x .
