#------------------------------------------------------------------------------
#$Date: 2019-06-25 01:44:24 +0200 (mar 25 de jun de 2019) $
#$Revision: 216502 $
#$URL: svn://www.crystallography.net/cod/cif/1/55/18/1551869.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_1551869
loop_
_publ_author_name
'Muthukumar, P.'
'Moon, Dohyun'
'Anthony, Philip Philip'
_publ_section_title
;
 Copper Coordination Polymer Electrocatalyst for Strong Hydrogen Evolution
 Reaction Activity in Neutral Medium: Influence of Coordination
 Environment and Network Structure
;
_journal_name_full               'Catalysis Science & Technology'
_journal_paper_doi               10.1039/C9CY00759H
_journal_year                    2019
_chemical_formula_moiety         'C7 H5 Cu N O5'
_chemical_formula_sum            'C7 H5 Cu N O5'
_chemical_formula_weight         246.66
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2019-01-08 deposited with the CCDC.    2019-06-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 127.27(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.072(2)
_cell_length_b                   10.473(2)
_cell_length_c                   7.6968(15)
_cell_measurement_reflns_used    26599
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      33.749
_cell_measurement_theta_min      0.344
_cell_volume                     774.4(4)
_computing_cell_refinement       'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_data_collection
'PAL BL2D-SMDC Program(Shin et. al, 2016)'
_computing_data_reduction        'HKL3000sm(Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'DIAMOND 4(Putz & Brandenburg, 2014)'
_computing_publication_material  'enCifer 1.6'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.600
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4093
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        21.100
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         2.429
_diffrn_source                   'PLSII 2D bending magnet'
_exptl_absorpt_coefficient_mu    1.772
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.836
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'HKL3000sm Scalepack(Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'deep blue'
_exptl_crystal_density_diffrn    2.116
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.066
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       0.069(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     70
_refine_ls_number_reflns         1102
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0759P)²+0.3071P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1004
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1030
_reflns_number_total             1102
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cy00759h2.cif
_cod_data_source_block           SPA224
_cod_database_code               1551869
_shelx_shelxl_version_number     2017/1
_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   0.879
_shelx_estimated_absorpt_t_max   0.892
_shelx_res_file
;
TITL SPA224 in C2/c (block deep blue)
    SPA224.res
    created by SHELXL-2017/1 at 16:07:27 on 06-Dec-2017
CELL  0.60000  12.0718  10.4735   7.6968   90.000  127.274   90.000
ZERR    4.000   0.0024   0.0021   0.0015    0.000    0.030    0.000
LATT  7
SYMM -X, Y, 1/2-Z
SFAC C H N O CU
DISP C          0.0018         0.0011           8.28
DISP H          0.0000         0.0000           0.66
DISP N          0.0038         0.0023          13.34
DISP O          0.0071         0.0042          21.18
DISP Cu         0.3362         0.9389        3250.00
UNIT 28 20 4 20 4
OMIT -3 50
ACTA
TEMP -100
SIZE 0.075 0.074 0.066
L.S. 10
BOND $H
LIST 6
EQIV $2 x+1/2, y+1/2, z
HTAB O3 O2_$2
FMAP -2
PLAN -10
CONF
WPDB
WGHT    0.075900    0.307100
EXTI    0.068969
FVAR       0.44898
CU1   5    0.500000    0.834718    0.750000    10.50000    0.01833    0.02909 =
         0.03705    0.00000    0.02335    0.00000
O1    4    0.334231    0.803506    0.748056    11.00000    0.02141    0.03502 =
         0.04349    0.00697    0.02725    0.00438
O2    4    0.184984    0.647098    0.676600    11.00000    0.02261    0.04430 =
         0.05141    0.01201    0.02978    0.00339
EQIV  $1   -x+1, y, -z+3/2
DFIX 0.84 0.01 O3 H1O3 O3 H1O3_$1
DFIX 1.36 H1O3 H1O3_$1
O3    4    0.500000    1.020069    0.750000    10.50000    0.05932    0.03953 =
         0.09870    0.00000    0.06920    0.00000
H1O3  2    0.560572    1.066136    0.759699    11.00000   -1.20000
N1    3    0.500000    0.653307    0.750000    10.50000    0.01363    0.03195 =
         0.02408    0.00000    0.01428    0.00000
C1    1    0.295015    0.686267    0.718088    11.00000    0.01868    0.03759 =
         0.03235    0.01025    0.02116    0.00561
C2    1    0.396050    0.592652    0.731393    11.00000    0.01431    0.03313 =
         0.02429    0.00437    0.01445    0.00058
C3    1    0.391755    0.460498    0.729005    11.00000    0.02062    0.03318 =
         0.02703    0.00307    0.01574   -0.00176
AFIX  43
H3    2    0.317637    0.416080    0.713596    11.00000   -1.20000
AFIX   0
C4    1    0.500000    0.394524    0.750000    10.50000    0.02292    0.03318 =
         0.02705    0.00000    0.01622    0.00000
AFIX  43
H4    2    0.499999    0.303819    0.749999    10.50000   -1.20000
AFIX   0
HKLF 4




REM  SPA224 in C2/c (block deep blue)
REM R1 =  0.0357 for    1030 Fo > 4sig(Fo)  and  0.0372 for all    1102 data
REM     70 parameters refined using      3 restraints

END

WGHT      0.0759      0.3072

REM Highest difference peak  0.677,  deepest hole -0.888,  1-sigma level  0.127
Q1    1   0.5460  0.8651  0.8664  11.00000  0.05   -0.89
Q2    1   0.5460  0.8039  0.8664  11.00000  0.05   -0.85
Q3    1   0.4514  1.0106  0.6647  11.00000  0.05   -0.55
Q4    1   0.5578  0.8452  0.7371  11.00000  0.05   -0.43
Q5    1   0.5552  0.6162  0.7680  11.00000  0.05    0.43
Q6    1   0.6111  0.8166  0.7420  11.00000  0.05    0.42
Q7    1   0.6112  0.5244  0.7741  11.00000  0.05    0.41
Q8    1   0.4276  1.0607  0.5624  11.00000  0.05    0.38
Q9    1   0.2507  0.7667  0.7390  11.00000  0.05   -0.36
Q10   1   0.4386  0.3486  0.7615  11.00000  0.05   -0.36
;
_shelx_res_checksum              31226
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
Cu1 Cu 0.500000 0.83472(3) 0.750000 0.02396(19) Uani 1 2 d S T P
O1 O 0.33423(15) 0.80351(16) 0.7481(3) 0.0285(3) Uani 1 1 d . . .
O2 O 0.18498(18) 0.64710(17) 0.6766(3) 0.0347(4) Uani 1 1 d . . .
O3 O 0.500000 1.0201(3) 0.750000 0.0522(8) Uani 1 2 d DS T P
H1O3 H 0.561(3) 1.0661(17) 0.760(7) 0.063 Uiso 1 1 d D U .
N1 N 0.500000 0.6533(2) 0.750000 0.0214(5) Uani 1 2 d S T P
C1 C 0.2950(2) 0.6863(2) 0.7181(4) 0.0259(4) Uani 1 1 d . . .
C2 C 0.39605(18) 0.59265(19) 0.7314(3) 0.0221(3) Uani 1 1 d . . .
C3 C 0.39175(19) 0.4605(2) 0.7290(3) 0.0261(4) Uani 1 1 d . . .
H3 H 0.317637 0.416080 0.713596 0.031 Uiso 1 1 calc R U .
C4 C 0.500000 0.3945(3) 0.750000 0.0270(5) Uani 1 2 d S T P
H4 H 0.499999 0.303819 0.749999 0.032 Uiso 1 2 calc R U P
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0183(2) 0.0291(3) 0.0370(3) 0.000 0.0233(2) 0.000
O1 0.0214(7) 0.0350(7) 0.0435(8) 0.0070(6) 0.0272(6) 0.0044(5)
O2 0.0226(7) 0.0443(8) 0.0514(10) 0.0120(7) 0.0298(8) 0.0034(6)
O3 0.0593(17) 0.0395(14) 0.099(2) 0.000 0.0692(19) 0.000
N1 0.0136(10) 0.0319(11) 0.0241(11) 0.000 0.0143(9) 0.000
C1 0.0187(8) 0.0376(9) 0.0324(9) 0.0103(7) 0.0212(8) 0.0056(7)
C2 0.0143(6) 0.0331(8) 0.0243(8) 0.0044(6) 0.0145(6) 0.0006(6)
C3 0.0206(8) 0.0332(8) 0.0270(9) 0.0031(6) 0.0157(7) -0.0018(6)
C4 0.0229(11) 0.0332(13) 0.0270(12) 0.000 0.0162(11) 0.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0018 0.0011 '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 0.0038 0.0023 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0071 0.0042 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3362 0.9389 '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
N1 Cu1 O3 180.0 . .
N1 Cu1 O1 80.68(5) . .
O3 Cu1 O1 99.32(5) . .
N1 Cu1 O1 80.68(5) . 2_656
O3 Cu1 O1 99.32(5) . 2_656
O1 Cu1 O1 161.36(10) . 2_656
C1 O1 Cu1 114.31(13) . .
Cu1 O3 H1O3 125.0(13) . .
Cu1 O3 H1O3 125.0(13) . 2_656
H1O3 O3 H1O3 110(3) . 2_656
C2 N1 C2 123.1(2) . 2_656
C2 N1 Cu1 118.43(12) . .
C2 N1 Cu1 118.43(12) 2_656 .
O2 C1 O1 125.9(2) . .
O2 C1 C2 119.8(2) . .
O1 C1 C2 114.26(17) . .
N1 C2 C3 120.16(17) . .
N1 C2 C1 111.37(18) . .
C3 C2 C1 128.47(16) . .
C2 C3 C4 117.87(18) . .
C2 C3 H3 121.1 . .
C4 C3 H3 121.1 . .
C3 C4 C3 120.8(3) 2_656 .
C3 C4 H4 119.6 2_656 .
C3 C4 H4 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.900(2) .
Cu1 O3 1.941(3) .
Cu1 O1 2.0188(14) .
Cu1 O1 2.0188(14) 2_656
O1 C1 1.286(3) .
O2 C1 1.233(3) .
O3 H1O3 0.841(7) .
O3 H1O3 0.841(7) 2_656
N1 C2 1.335(2) .
N1 C2 1.335(2) 2_656
C1 C2 1.519(3) .
C2 C3 1.385(3) .
C3 C4 1.398(2) .
C3 H3 0.9500 .
C4 H4 0.9500 .
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
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H1O3 O2 0.841(7) 2.132(15) 2.933(2) 159(4) 3 yes
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 O1 C1 O2 -167.86(19) . .
Cu1 O1 C1 C2 10.5(2) . .
C2 N1 C2 C3 -0.51(13) 2_656 .
Cu1 N1 C2 C3 179.49(13) . .
C2 N1 C2 C1 178.73(16) 2_656 .
Cu1 N1 C2 C1 -1.27(16) . .
O2 C1 C2 N1 172.11(18) . .
O1 C1 C2 N1 -6.4(2) . .
O2 C1 C2 C3 -8.7(3) . .
O1 C1 C2 C3 172.79(19) . .
N1 C2 C3 C4 1.0(2) . .
C1 C2 C3 C4 -178.12(16) . .
C2 C3 C4 C3 -0.48(12) . 2_656
